#============================================================================== data_global loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 11 _journal_issue 1 _journal_year 2020 _journal_page_first 50 _journal_page_last 59 #=============================================================================== data_2 _publcif_datablock.id '{869adc5d-07b8-4f7a-9e4d-3c9d35b01807}' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H18 N2 O' _chemical_formula_sum 'C22 H18 N2 O' _chemical_formula_weight 326.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9772(3) _cell_length_b 12.0646(5) _cell_length_c 33.6434(14) _cell_angle_alpha 100.015(4) _cell_angle_beta 95.733(3) _cell_angle_gamma 91.590(3) _cell_volume 3566.5(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12198 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 26.7 _exptl_crystal_description 'cubic' _exptl_crystal_colour 'white' _exptl_crystal_size_max .48 _exptl_crystal_size_mid .46 _exptl_crystal_size_min .43 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.216 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376.0 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.965 _exptl_absorpt_correction_T_max 0.968 _exptl_absorpt_process_details ? _exptl_special_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25436 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0833 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 26.66 _reflns_number_total 15036 _reflns_number_gt 7210 _reflns_threshold_expression >2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0455P)^2^+19.7457P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0058(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 12198 _refine_ls_number_parameters 986 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1655 _refine_ls_R_factor_gt 0.1188 _refine_ls_wR_factor_ref 0.2933 _refine_ls_wR_factor_gt 0.2777 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O4 O 0.5101(7) 0.8378(5) 0.0369(2) 0.0832(18) Uani 1 1 d . . . C1 C -0.3761(18) 0.8364(10) 0.5057(5) 0.119(4) Uani 1 1 d . . . H1A H -0.3642 0.9101 0.4990 0.12(4) Uiso 1 1 calc R . . H1B H -0.4127 0.7837 0.4817 0.17(7) Uiso 1 1 calc R . . H1C H -0.2812 0.8138 0.5166 0.18(7) Uiso 1 1 calc R . . C67 C 0.3860(14) 0.8279(11) 0.0074(4) 0.117(4) Uani 1 1 d . . . H67A H 0.3661 0.9006 0.0007 0.13(4) Uiso 1 1 calc R . . H67B H 0.3000 0.7992 0.0179 0.07(3) Uiso 1 1 calc R . . H67C H 0.4069 0.7771 -0.0164 0.26(11) Uiso 1 1 calc R . . N5 N 0.1502(6) 0.5575(4) 0.10532(16) 0.0413(13) Uani 1 1 d . . . N8 N 0.8609(6) 0.4592(5) 0.11718(17) 0.0450(14) Uani 1 1 d . . . N6 N 0.3593(6) 0.4730(4) 0.11985(17) 0.0415(13) Uani 1 1 d . . . C52 C 0.2267(6) 0.4658(5) 0.09569(18) 0.0355(14) Uani 1 1 d . . . N7 N 0.6388(6) 0.3715(4) 0.10169(16) 0.0424(13) Uani 1 1 d . . . C55 C 0.1836(7) 0.7340(5) 0.1549(2) 0.0452(16) Uani 1 1 d . . . C75 C 0.8696(7) 0.3631(6) 0.13408(19) 0.0421(15) Uani 1 1 d . . . C74 C 0.7217(7) 0.4610(6) 0.0978(2) 0.0437(16) Uani 1 1 d . . . O3 O 0.0412(6) 0.1171(4) -0.03530(16) 0.0687(15) Uani 1 1 d . . . C53 C 0.3705(7) 0.5750(5) 0.14544(19) 0.0412(15) Uani 1 1 d . . . C54 C 0.2392(7) 0.6262(5) 0.13679(19) 0.0400(15) Uani 1 1 d . . . C71 C 0.6691(7) 0.5562(6) 0.07987(19) 0.0414(15) Uani 1 1 d . . . C46 C 0.0938(8) 0.1978(6) -0.0021(2) 0.0501(17) Uani 1 1 d . . . C76 C 0.7298(7) 0.3099(6) 0.1245(2) 0.0445(16) Uani 1 1 d . . . C61 C 0.5087(7) 0.6121(6) 0.1722(2) 0.0433(16) Uani 1 1 d . . . C49 C 0.1793(7) 0.3722(5) 0.0626(2) 0.0397(15) Uani 1 1 d . . . C48 C 0.2427(8) 0.2692(6) 0.0606(2) 0.0544(19) Uani 1 1 d . . . H48 H 0.3145 0.2578 0.0812 0.09(3) Uiso 1 1 calc R . . C50 C 0.0711(8) 0.3863(6) 0.0321(2) 0.0531(18) Uani 1 1 d . . . H50 H 0.0265 0.4553 0.0331 0.041(17) Uiso 1 1 calc R . . 68 C 0.5558(8) 0.7414(6) 0.0504(2) 0.0572(19) Uani 1 1 d . . . C72 C 0.5405(7) 0.5460(6) 0.0530(2) 0.0497(17) Uani 1 1 d . . . H72 H 0.4915 0.4756 0.0447 0.07(2) Uiso 1 1 calc R . . C83 C 0.6671(7) 0.2101(6) 0.1377(2) 0.0477(17) Uani 1 1 d . . . C70 C 0.7398(9) 0.6627(6) 0.0921(2) 0.060(2) Uani 1 1 d . . . H70 H 0.8257 0.6720 0.1104 0.08(3) Uiso 1 1 calc R . . C51 C 0.0281(9) 0.3006(6) 0.0003(2) 0.058(2) Uani 1 1 d . . . H51 H -0.0461 0.3117 -0.0198 0.09(3) Uiso 1 1 calc R . . C63 C 0.7291(8) 0.5709(8) 0.2132(2) 0.061(2) Uani 1 1 d . . . H63 H 0.7871 0.5185 0.2241 0.12(4) Uiso 1 1 calc R . . C77 C 1.0070(7) 0.3380(6) 0.1574(2) 0.0478(17) Uani 1 1 d . . . C73 C 0.4830(8) 0.6374(6) 0.0383(2) 0.0577(19) Uani 1 1 d . . . H73 H 0.3960 0.6288 0.0203 0.044(18) Uiso 1 1 calc R . . C62 C 0.5954(7) 0.5373(7) 0.1905(2) 0.0496(17) Uani 1 1 d . . . H62 H 0.5616 0.4624 0.1871 0.07(2) Uiso 1 1 calc R . . C82 C 1.0888(7) 0.4226(6) 0.1846(2) 0.0506(18) Uani 1 1 d . . . H82 H 1.0542 0.4953 0.1882 0.048(19) Uiso 1 1 calc R . . C81 C 1.2207(8) 0.4016(8) 0.2064(2) 0.064(2) Uani 1 1 d . . . H81 H 1.2745 0.4599 0.2243 0.08(3) Uiso 1 1 calc R . . C66 C 0.5617(9) 0.7238(7) 0.1789(3) 0.064(2) Uani 1 1 d . . . H66 H 0.5053 0.7762 0.1675 0.11(4) Uiso 1 1 calc R . . C47 C 0.2017(8) 0.1832(6) 0.0287(2) 0.057(2) Uani 1 1 d . . . H47 H 0.2467 0.1144 0.0278 0.051(19) Uiso 1 1 calc R . . C60 C 0.1036(9) 0.7990(6) 0.1310(2) 0.062(2) Uani 1 1 d . . . H60 H 0.0901 0.7749 0.1030 0.10(3) Uiso 1 1 calc R . . C56 C 0.2049(9) 0.7728(6) 0.1970(2) 0.063(2) Uani 1 1 d . . . H56 H 0.2591 0.7314 0.2139 0.06(2) Uiso 1 1 calc R . . C84 C 0.5691(9) 0.1328(6) 0.1115(3) 0.068(2) Uani 1 1 d . . . H84 H 0.5481 0.1419 0.0846 0.06(2) Uiso 1 1 calc R . . C64 C 0.7779(10) 0.6832(8) 0.2200(3) 0.073(2) Uani 1 1 d . . . H64 H 0.8658 0.7075 0.2366 0.10(3) Uiso 1 1 calc R . . C65 C 0.6950(9) 0.7585(8) 0.2018(3) 0.078(3) Uani 1 1 d . . . H65 H 0.7295 0.8333 0.2051 0.12(4) Uiso 1 1 calc R . . C45 C 0.1185(13) 0.0147(7) -0.0411(3) 0.079(3) Uani 1 1 d . . . H45A H 0.0727 -0.0344 -0.0650 0.11(3) Uiso 1 1 calc R . . H45B H 0.1133 -0.0213 -0.0179 0.12(4) Uiso 1 1 calc R . . H45C H 0.2215 0.0310 -0.0443 0.15(5) Uiso 1 1 calc R . . C69 C 0.6836(9) 0.7546(7) 0.0771(3) 0.066(2) Uani 1 1 d . . . H69 H 0.7324 0.8251 0.0851 0.13(4) Uiso 1 1 calc R . . C78 C 1.0610(9) 0.2316(7) 0.1530(3) 0.070(2) Uani 1 1 d . . . H78 H 1.0080 0.1730 0.1351 0.07(2) Uiso 1 1 calc R . . C85 C 0.5024(11) 0.0431(8) 0.1244(4) 0.089(3) Uani 1 1 d . . . H85 H 0.4369 -0.0074 0.1063 0.12(4) Uiso 1 1 calc R . . C88 C 0.6989(10) 0.1934(7) 0.1775(3) 0.069(2) Uani 1 1 d . . . H88 H 0.7658 0.2429 0.1954 0.10(3) Uiso 1 1 calc R . . C79 C 1.1918(10) 0.2102(8) 0.1746(3) 0.088(3) Uani 1 1 d . . . H79 H 1.2267 0.1376 0.1711 0.10(3) Uiso 1 1 calc R . . C80 C 1.2717(10) 0.2955(9) 0.2015(3) 0.085(3) Uani 1 1 d . . . H80 H 1.3598 0.2806 0.2163 0.08(3) Uiso 1 1 calc R . . C87 C 0.6309(11) 0.1024(8) 0.1908(4) 0.091(3) Uani 1 1 d . . . H87 H 0.6518 0.0919 0.2175 0.13(4) Uiso 1 1 calc R . . C86 C 0.5327(12) 0.0283(8) 0.1639(4) 0.089(3) Uani 1 1 d . . . H86 H 0.4869 -0.0320 0.1726 0.12(4) Uiso 1 1 calc R . . C59 C 0.0438(13) 0.8973(8) 0.1471(3) 0.098(3) Uani 1 1 d . . . H59 H -0.0115 0.9388 0.1305 0.11(4) Uiso 1 1 calc R . . C58 C 0.0668(13) 0.9346(8) 0.1888(3) 0.094(3) Uani 1 1 d . . . H58 H 0.0286 1.0023 0.2002 0.15(5) Uiso 1 1 calc R . . C57 C 0.1455(12) 0.8722(8) 0.2132(3) 0.088(3) Uani 1 1 d . . . H57 H 0.1589 0.8973 0.2411 0.13(4) Uiso 1 1 calc R . . N4 N 0.2571(6) 0.5329(5) 0.38330(16) 0.0396(13) Uani 1 1 d . . . N3 N 0.0500(5) 0.4437(4) 0.39378(16) 0.0391(12) Uani 1 1 d . . . N2 N -0.5567(5) 0.3665(4) 0.60057(16) 0.0421(13) Uani 1 1 d . . . N1 N -0.7640(6) 0.4494(5) 0.61570(17) 0.0428(13) Uani 1 1 d . . . C5 C -0.5985(7) 0.5511(5) 0.57826(18) 0.0394(15) Uani 1 1 d . . . C31 C 0.1134(7) 0.3786(5) 0.3621(2) 0.0408(15) Uani 1 1 d . . . C30 C 0.1396(6) 0.5361(5) 0.40588(19) 0.0368(14) Uani 1 1 d . . . O2 O 0.0554(7) 0.8744(4) 0.53768(16) 0.0720(16) Uani 1 1 d . . . C27 C 0.1183(6) 0.6266(5) 0.43897(18) 0.0358(14) Uani 1 1 d . . . C8 C -0.6393(6) 0.4538(5) 0.59612(18) 0.0380(14) Uani 1 1 d . . . C10 C -0.7631(7) 0.3550(5) 0.6331(2) 0.0416(15) Uani 1 1 d . . . C24 C 0.0814(8) 0.7965(6) 0.5038(2) 0.0525(18) Uani 1 1 d . . . C32 C 0.2418(7) 0.4319(5) 0.3553(2) 0.0418(15) Uani 1 1 d . . . C11 C -0.5671(7) 0.2074(6) 0.6388(2) 0.0509(18) Uani 1 1 d . . . C33 C 0.3621(6) 0.4003(5) 0.32968(18) 0.0397(15) Uani 1 1 d . . . C26 C 0.0278(8) 0.6091(6) 0.4684(2) 0.0471(17) Uani 1 1 d . . . H26 H -0.0212 0.5392 0.4664 0.038(17) Uiso 1 1 calc R . . C9 C -0.6337(7) 0.3043(5) 0.6236(2) 0.0424(16) Uani 1 1 d . . . C17 C -0.8858(7) 0.3280(6) 0.6562(2) 0.0425(15) Uani 1 1 d . . . C4 C -0.4882(7) 0.5468(6) 0.5527(2) 0.0484(17) Uani 1 1 d . . . H4 H -0.4408 0.4797 0.5458 0.05(2) Uiso 1 1 calc R . . C39 C 0.0375(7) 0.2731(5) 0.3400(2) 0.0424(15) Uani 1 1 d . . . O1 O -0.4787(7) 0.8389(5) 0.53458(19) 0.0787(17) Uani 1 1 d . . . C25 C 0.0088(8) 0.6925(6) 0.5003(2) 0.0559(19) Uani 1 1 d . . . H25 H -0.0532 0.6791 0.5196 0.07(2) Uiso 1 1 calc R . . C6 C -0.6648(8) 0.6517(6) 0.5885(2) 0.0536(18) Uani 1 1 d . . . H6 H -0.7409 0.6561 0.6055 0.06(2) Uiso 1 1 calc R . . C3 C -0.4452(8) 0.6404(7) 0.5369(2) 0.0559(19) Uani 1 1 d . . . H3 H -0.3719 0.6354 0.5191 0.06(2) Uiso 1 1 calc R . . C28 C 0.1895(8) 0.7310(6) 0.4431(2) 0.0542(19) Uani 1 1 d . . . H28 H 0.2505 0.7450 0.4236 0.052(19) Uiso 1 1 calc R . . C38 C 0.4347(7) 0.4796(6) 0.31252(19) 0.0464(17) Uani 1 1 d . . . H38 H 0.4024 0.5529 0.3155 0.06(2) Uiso 1 1 calc R . . C2 C -0.5125(8) 0.7403(6) 0.5479(2) 0.0542(18) Uani 1 1 d . . . C22 C -0.9497(7) 0.4106(6) 0.6810(2) 0.0486(17) Uani 1 1 d . . . H22 H -0.9114 0.4845 0.6845 0.027(15) Uiso 1 1 calc R . . C40 C -0.0331(9) 0.2011(6) 0.3599(3) 0.061(2) Uani 1 1 d . . . H40 H -0.0303 0.2174 0.3880 0.039(17) Uiso 1 1 calc R . . C29 C 0.1724(8) 0.8161(6) 0.4757(2) 0.0535(18) Uani 1 1 d . . . H29 H 0.2228 0.8858 0.4782 0.051(19) Uiso 1 1 calc R . . C7 C -0.6208(9) 0.7465(7) 0.5742(2) 0.063(2) Uani 1 1 d . . . H7 H -0.6645 0.8146 0.5823 0.09(3) Uiso 1 1 calc R . . C37 C 0.5551(8) 0.4507(8) 0.2909(2) 0.062(2) Uani 1 1 d . . . H37 H 0.6039 0.5050 0.2797 0.08(3) Uiso 1 1 calc R . . C12 C -0.4931(9) 0.1284(6) 0.6139(3) 0.066(2) Uani 1 1 d . . . H12 H -0.4874 0.1351 0.5870 0.041(19) Uiso 1 1 calc R . . C21 C -1.0701(8) 0.3868(8) 0.7011(2) 0.063(2) Uani 1 1 d . . . H21 H -1.1115 0.4438 0.7184 0.07(2) Uiso 1 1 calc R . . C44 C 0.0324(9) 0.2472(7) 0.2977(3) 0.067(2) Uani 1 1 d . . . H44 H 0.0775 0.2961 0.2835 0.09(3) Uiso 1 1 calc R . . C18 C -0.9455(8) 0.2171(7) 0.6512(3) 0.063(2) Uani 1 1 d . . . H18 H -0.9041 0.1595 0.6342 0.10(3) Uiso 1 1 calc R . . C34 C 0.4122(8) 0.2922(6) 0.3242(2) 0.0551(19) Uani 1 1 d . . . H34 H 0.3642 0.2372 0.3352 0.06(2) Uiso 1 1 calc R . . C36 C 0.6029(9) 0.3436(8) 0.2858(2) 0.073(3) Uani 1 1 d . . . H36 H 0.6833 0.3244 0.2709 0.042(17) Uiso 1 1 calc R . . C23 C 0.1403(14) 0.9792(7) 0.5455(3) 0.084(3) Uani 1 1 d . . . H23A H 0.1119 1.0250 0.5696 0.15(4) Uiso 1 1 calc R . . H23B H 0.1211 1.0176 0.5230 0.08(3) Uiso 1 1 calc R . . H23C H 0.2452 0.9654 0.5493 0.17(6) Uiso 1 1 calc R . . C19 C -1.0648(9) 0.1938(8) 0.6712(3) 0.079(3) Uani 1 1 d . . . H19 H -1.1027 0.1200 0.6682 0.12(4) Uiso 1 1 calc R . . C20 C -1.1284(9) 0.2773(9) 0.6954(3) 0.071(3) Uani 1 1 d . . . H20 H -1.2116 0.2607 0.7081 0.07(2) Uiso 1 1 calc R . . C35 C 0.5319(9) 0.2649(8) 0.3026(3) 0.074(2) Uani 1 1 d . . . H35 H 0.5649 0.1918 0.2995 0.13(4) Uiso 1 1 calc R . . C41 C -0.1104(11) 0.1023(7) 0.3382(3) 0.084(3) Uani 1 1 d . . . H41 H -0.1618 0.0548 0.3517 0.09(3) Uiso 1 1 calc R . . C43 C -0.0396(11) 0.1487(8) 0.2773(3) 0.085(3) Uani 1 1 d . . . H43 H -0.0415 0.1301 0.2493 0.09(3) Uiso 1 1 calc R . . C13 C -0.4265(11) 0.0379(7) 0.6293(4) 0.092(3) Uani 1 1 d . . . H13 H -0.3776 -0.0155 0.6125 0.12(4) Uiso 1 1 calc R . . C16 C -0.5738(9) 0.1931(7) 0.6783(3) 0.065(2) Uani 1 1 d . . . H16 H -0.6244 0.2442 0.6954 0.06(2) Uiso 1 1 calc R . . C15 C -0.5072(11) 0.1048(8) 0.6930(4) 0.087(3) Uani 1 1 d . . . H15 H -0.5131 0.0977 0.7199 0.09(3) Uiso 1 1 calc R . . C42 C -0.1088(11) 0.0778(8) 0.2981(4) 0.090(3) Uani 1 1 d . . . H42 H -0.1558 0.0109 0.2839 0.07(2) Uiso 1 1 calc R . . C14 C -0.4341(12) 0.0289(8) 0.6691(4) 0.096(3) Uani 1 1 d . . . H14 H -0.3887 -0.0298 0.6795 0.11(4) Uiso 1 1 calc R . . H1 H -0.836(7) 0.494(5) 0.6118(19) 0.040(18) Uiso 1 1 d . . . H8 H 0.942(8) 0.500(5) 0.115(2) 0.05(2) Uiso 1 1 d . . . H H 0.441(8) 0.428(6) 0.117(2) 0.06(2) Uiso 1 1 d . . . H2 H 0.345(8) 0.578(6) 0.389(2) 0.06(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O4 0.088(4) 0.074(4) 0.093(5) 0.033(4) -0.004(4) 0.018(3) C1 0.155(13) 0.097(9) 0.128(11) 0.057(10) 0.064(9) -0.019(9) C67 0.110(10) 0.115(9) 0.128(11) 0.064(9) -0.044(8) 0.012(8) N5 0.035(3) 0.039(3) 0.046(3) 0.001(2) -0.001(2) 0.000(2) N8 0.029(3) 0.054(4) 0.053(4) 0.011(3) 0.003(3) 0.001(3) N6 0.031(3) 0.041(3) 0.051(3) 0.004(3) 0.005(2) 0.004(2) C52 0.025(3) 0.041(4) 0.038(3) 0.004(3) -0.001(3) -0.004(3) N7 0.036(3) 0.048(3) 0.041(3) 0.004(3) -0.002(2) 0.000(3) C55 0.044(4) 0.042(4) 0.049(4) 0.004(3) 0.006(3) 0.003(3) C75 0.034(4) 0.052(4) 0.040(4) 0.007(3) 0.002(3) 0.006(3) C74 0.028(3) 0.057(4) 0.046(4) 0.010(3) 0.004(3) 0.006(3) O3 0.081(4) 0.051(3) 0.061(3) -0.011(3) -0.017(3) -0.008(3) C53 0.037(4) 0.045(4) 0.040(4) 0.003(3) 0.003(3) -0.002(3) C54 0.032(3) 0.043(4) 0.042(4) 0.003(3) -0.002(3) -0.007(3) C71 0.033(3) 0.054(4) 0.037(4) 0.009(3) 0.001(3) 0.001(3) C46 0.050(4) 0.045(4) 0.048(4) 0.000(3) -0.013(3) -0.014(3) C76 0.037(4) 0.050(4) 0.046(4) 0.006(3) 0.004(3) 0.009(3) C61 0.032(3) 0.056(4) 0.041(4) 0.008(3) 0.003(3) -0.003(3) C49 0.031(3) 0.037(3) 0.049(4) 0.004(3) -0.002(3) -0.003(3) C48 0.043(4) 0.045(4) 0.068(5) 0.003(4) -0.013(4) -0.001(3) C50 0.050(4) 0.043(4) 0.061(5) 0.004(4) -0.011(4) 0.007(3) 68 0.056(5) 0.059(5) 0.061(5) 0.021(4) 0.010(4) 0.009(4) C72 0.040(4) 0.060(5) 0.047(4) 0.006(4) 0.000(3) 0.000(3) C83 0.043(4) 0.043(4) 0.055(4) 0.006(3) 0.000(3) 0.004(3) C70 0.050(5) 0.066(5) 0.066(5) 0.024(4) -0.008(4) -0.006(4) C51 0.064(5) 0.054(5) 0.051(4) 0.006(4) -0.020(4) 0.002(4) C63 0.038(4) 0.097(7) 0.048(4) 0.016(4) -0.003(3) 0.004(4) C77 0.029(3) 0.055(4) 0.061(5) 0.013(4) 0.004(3) 0.003(3) C73 0.049(4) 0.068(5) 0.053(5) 0.011(4) -0.011(4) 0.006(4) C62 0.041(4) 0.065(5) 0.045(4) 0.016(4) 0.005(3) 0.002(3) C82 0.040(4) 0.061(5) 0.052(4) 0.015(4) 0.001(3) 0.001(3) C81 0.042(4) 0.095(7) 0.054(5) 0.020(5) -0.008(4) -0.006(4) C66 0.051(5) 0.063(5) 0.077(6) 0.015(4) -0.004(4) -0.011(4) C47 0.068(5) 0.044(4) 0.055(5) 0.002(4) -0.011(4) 0.013(4) C60 0.076(6) 0.046(4) 0.054(5) -0.002(4) -0.018(4) 0.004(4) C56 0.085(6) 0.058(5) 0.042(4) 0.002(4) 0.007(4) 0.007(4) C84 0.063(5) 0.050(5) 0.086(7) 0.001(4) 0.002(5) -0.006(4) C64 0.054(5) 0.103(7) 0.058(5) 0.014(5) -0.012(4) -0.016(5) C65 0.055(5) 0.075(6) 0.092(7) 0.005(5) -0.017(5) -0.030(5) C45 0.113(9) 0.051(5) 0.069(6) 0.000(5) 0.005(5) 0.004(5) C69 0.051(5) 0.064(5) 0.084(6) 0.028(5) -0.004(4) -0.006(4) C78 0.047(5) 0.054(5) 0.105(7) 0.006(5) -0.004(4) 0.011(4) C85 0.081(7) 0.052(5) 0.125(10) 0.000(6) -0.002(6) -0.014(5) C88 0.070(6) 0.066(5) 0.074(6) 0.024(5) 0.002(5) 0.001(5) C79 0.061(6) 0.071(6) 0.134(9) 0.030(6) -0.007(6) 0.023(5) C80 0.049(5) 0.110(8) 0.105(8) 0.052(7) -0.008(5) 0.007(5) C87 0.094(8) 0.073(6) 0.114(9) 0.043(6) 0.004(6) 0.004(6) C86 0.089(7) 0.056(6) 0.123(10) 0.025(6) 0.008(7) -0.011(5) C59 0.134(9) 0.070(6) 0.095(8) 0.021(6) 0.008(7) 0.048(6) C58 0.140(10) 0.053(5) 0.090(8) 0.001(5) 0.031(7) 0.021(6) C57 0.143(9) 0.069(6) 0.056(6) 0.006(5) 0.031(6) 0.020(6) N4 0.033(3) 0.044(3) 0.042(3) 0.005(3) 0.007(2) 0.003(3) N3 0.035(3) 0.038(3) 0.045(3) 0.004(2) 0.011(2) 0.002(2) N2 0.031(3) 0.045(3) 0.050(3) 0.002(3) 0.011(2) -0.003(2) N1 0.037(3) 0.046(3) 0.047(3) 0.009(3) 0.010(3) 0.003(3) C5 0.033(3) 0.052(4) 0.033(3) 0.009(3) 0.001(3) -0.003(3) C31 0.043(4) 0.039(4) 0.043(4) 0.008(3) 0.013(3) 0.008(3) C30 0.030(3) 0.040(4) 0.043(4) 0.011(3) 0.010(3) 0.006(3) O2 0.095(4) 0.057(3) 0.059(3) -0.011(3) 0.026(3) 0.002(3) C27 0.028(3) 0.041(4) 0.036(3) 0.001(3) 0.003(3) 0.001(3) C8 0.029(3) 0.046(4) 0.037(3) 0.002(3) 0.002(3) -0.001(3) C10 0.038(4) 0.042(4) 0.044(4) 0.004(3) 0.005(3) -0.006(3) C24 0.052(4) 0.050(4) 0.052(4) -0.004(3) 0.011(3) 0.005(3) C32 0.039(4) 0.040(4) 0.048(4) 0.006(3) 0.013(3) 0.008(3) C11 0.042(4) 0.040(4) 0.070(5) 0.003(4) 0.014(4) -0.001(3) C33 0.027(3) 0.054(4) 0.035(3) 0.003(3) 0.001(3) 0.002(3) C26 0.052(4) 0.046(4) 0.045(4) 0.008(3) 0.013(3) -0.002(3) C9 0.036(4) 0.037(4) 0.052(4) 0.001(3) 0.012(3) -0.006(3) C17 0.033(3) 0.053(4) 0.041(4) 0.009(3) 0.004(3) 0.000(3) C4 0.043(4) 0.059(5) 0.042(4) 0.006(3) 0.007(3) -0.001(3) C39 0.044(4) 0.039(4) 0.043(4) -0.001(3) 0.012(3) 0.003(3) O1 0.087(4) 0.078(4) 0.084(4) 0.044(3) 0.021(3) -0.008(3) C25 0.056(5) 0.059(5) 0.056(5) 0.007(4) 0.026(4) -0.005(4) C6 0.048(4) 0.060(5) 0.059(5) 0.019(4) 0.018(4) 0.003(4) C3 0.045(4) 0.075(5) 0.050(4) 0.014(4) 0.014(3) -0.011(4) C28 0.056(4) 0.048(4) 0.060(5) 0.002(4) 0.029(4) -0.005(3) C38 0.039(4) 0.059(5) 0.039(4) 0.002(3) 0.003(3) -0.003(3) C2 0.049(4) 0.060(5) 0.055(5) 0.019(4) -0.001(4) -0.010(4) C22 0.040(4) 0.060(5) 0.050(4) 0.019(4) 0.009(3) 0.004(3) C40 0.074(5) 0.046(4) 0.064(5) 0.005(4) 0.019(4) 0.003(4) C29 0.059(5) 0.039(4) 0.058(5) -0.003(3) 0.011(4) -0.012(3) C7 0.062(5) 0.061(5) 0.072(5) 0.023(4) 0.022(4) 0.011(4) C37 0.041(4) 0.099(7) 0.042(4) 0.000(4) 0.013(3) -0.014(4) C12 0.057(5) 0.056(5) 0.083(7) 0.004(4) 0.014(4) 0.004(4) C21 0.050(5) 0.094(6) 0.055(5) 0.033(5) 0.017(4) 0.020(5) C44 0.071(6) 0.067(5) 0.063(5) 0.003(4) 0.021(4) 0.001(4) C18 0.050(5) 0.061(5) 0.079(6) 0.009(4) 0.016(4) -0.010(4) C34 0.053(4) 0.053(4) 0.060(5) 0.008(4) 0.015(4) 0.010(4) C36 0.050(5) 0.102(7) 0.060(5) -0.018(5) 0.025(4) 0.004(5) C23 0.133(10) 0.054(5) 0.058(6) -0.007(5) 0.002(6) 0.002(5) C19 0.055(5) 0.077(6) 0.116(8) 0.037(6) 0.025(5) -0.012(5) C20 0.042(4) 0.112(8) 0.071(6) 0.048(6) 0.017(4) 0.000(5) C35 0.061(5) 0.068(6) 0.091(7) -0.004(5) 0.025(5) 0.019(5) C41 0.104(8) 0.047(5) 0.103(8) 0.008(5) 0.029(6) -0.002(5) C43 0.097(7) 0.082(7) 0.062(6) -0.027(5) 0.008(5) 0.000(6) C13 0.079(7) 0.044(5) 0.148(11) -0.002(6) 0.015(7) 0.016(5) C16 0.059(5) 0.059(5) 0.082(6) 0.024(5) 0.017(4) 0.004(4) C15 0.079(7) 0.075(7) 0.117(9) 0.048(6) 0.007(6) 0.003(5) C42 0.090(7) 0.054(6) 0.111(9) -0.021(6) 0.005(6) -0.010(5) C14 0.086(7) 0.053(6) 0.152(12) 0.034(7) 0.010(7) -0.003(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O4 68 1.379(8) . ? O4 C67 1.404(11) . ? C1 O1 1.402(11) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C67 H67A 0.9600 . ? C67 H67B 0.9600 . ? C67 H67C 0.9600 . ? N5 C52 1.328(7) . ? N5 C54 1.391(8) . ? N8 C74 1.354(8) . ? N8 C75 1.378(8) . ? N8 H8 0.88(7) . ? N6 C52 1.364(8) . ? N6 C53 1.368(8) . ? N6 H 0.93(7) . ? C52 C49 1.462(8) . ? N7 C74 1.327(8) . ? N7 C76 1.385(8) . ? C55 C60 1.383(9) . ? C55 C56 1.406(10) . ? C55 C54 1.460(9) . ? C75 C76 1.377(9) . ? C75 C77 1.462(9) . ? C74 C71 1.456(9) . ? O3 C46 1.381(8) . ? O3 C45 1.427(9) . ? C53 C54 1.375(8) . ? C53 C61 1.468(9) . ? C71 C72 1.382(9) . ? C71 C70 1.393(10) . ? C46 C51 1.382(9) . ? C46 C47 1.386(9) . ? C76 C83 1.469(9) . ? C61 C66 1.389(10) . ? C61 C62 1.391(9) . ? C49 C48 1.375(9) . ? C49 C50 1.378(9) . ? C48 C47 1.369(10) . ? C48 H48 0.9300 . ? C50 C51 1.367(10) . ? C50 H50 0.9300 . ? 68 C69 1.372(11) . ? 68 C73 1.376(10) . ? C72 C73 1.378(9) . ? C72 H72 0.9300 . ? C83 C84 1.391(10) . ? C83 C88 1.391(11) . ? C70 C69 1.382(10) . ? C70 H70 0.9300 . ? C51 H51 0.9300 . ? C63 C62 1.368(10) . ? C63 C64 1.386(12) . ? C63 H63 0.9300 . ? C77 C78 1.373(9) . ? C77 C82 1.385(10) . ? C73 H73 0.9300 . ? C62 H62 0.9300 . ? C82 C81 1.383(10) . ? C82 H82 0.9300 . ? C81 C80 1.361(12) . ? C81 H81 0.9300 . ? C66 C65 1.370(11) . ? C66 H66 0.9300 . ? C47 H47 0.9300 . ? C60 C59 1.363(11) . ? C60 H60 0.9300 . ? C56 C57 1.372(11) . ? C56 H56 0.9300 . ? C84 C85 1.377(12) . ? C84 H84 0.9300 . ? C64 C65 1.376(12) . ? C64 H64 0.9300 . ? C65 H65 0.9300 . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9600 . ? C69 H69 0.9300 . ? C78 C79 1.374(11) . ? C78 H78 0.9300 . ? C85 C86 1.374(14) . ? C85 H85 0.9300 . ? C88 C87 1.402(12) . ? C88 H88 0.9300 . ? C79 C80 1.378(13) . ? C79 H79 0.9300 . ? C80 H80 0.9300 . ? C87 C86 1.382(14) . ? C87 H87 0.9300 . ? C86 H86 0.9300 . ? C59 C58 1.389(14) . ? C59 H59 0.9300 . ? C58 C57 1.367(13) . ? C58 H58 0.9300 . ? C57 H57 0.9300 . ? N4 C30 1.358(7) . ? N4 C32 1.399(8) . ? N4 H2 0.93(8) . ? N3 C30 1.334(8) . ? N3 C31 1.390(7) . ? N2 C8 1.326(8) . ? N2 C9 1.387(8) . ? N1 C8 1.359(8) . ? N1 C10 1.367(8) . ? N1 H1 0.86(6) . ? C5 C6 1.372(9) . ? C5 C4 1.371(9) . ? C5 C8 1.461(8) . ? C31 C32 1.363(9) . ? C31 C39 1.469(9) . ? C30 C27 1.449(8) . ? O2 C24 1.391(8) . ? O2 C23 1.427(10) . ? C27 C28 1.375(9) . ? C27 C26 1.382(8) . ? C10 C9 1.367(8) . ? C10 C17 1.471(8) . ? C24 C29 1.355(9) . ? C24 C25 1.379(10) . ? C32 C33 1.466(8) . ? C11 C16 1.375(11) . ? C11 C12 1.386(10) . ? C11 C9 1.474(9) . ? C33 C34 1.379(9) . ? C33 C38 1.381(9) . ? C26 C25 1.364(9) . ? C26 H26 0.9300 . ? C17 C22 1.363(9) . ? C17 C18 1.404(10) . ? C4 C3 1.391(9) . ? C4 H4 0.9300 . ? C39 C40 1.364(9) . ? C39 C44 1.400(10) . ? O1 C2 1.378(8) . ? C25 H25 0.9300 . ? C6 C7 1.379(10) . ? C6 H6 0.9300 . ? C3 C2 1.372(10) . ? C3 H3 0.9300 . ? C28 C29 1.390(9) . ? C28 H28 0.9300 . ? C38 C37 1.381(9) . ? C38 H38 0.9300 . ? C2 C7 1.373(10) . ? C22 C21 1.380(9) . ? C22 H22 0.9300 . ? C40 C41 1.409(12) . ? C40 H40 0.9300 . ? C29 H29 0.9300 . ? C7 H7 0.9300 . ? C37 C36 1.361(11) . ? C37 H37 0.9300 . ? C12 C13 1.411(12) . ? C12 H12 0.9300 . ? C21 C20 1.382(12) . ? C21 H21 0.9300 . ? C44 C43 1.372(12) . ? C44 H44 0.9300 . ? C18 C19 1.369(10) . ? C18 H18 0.9300 . ? C34 C35 1.371(10) . ? C34 H34 0.9300 . ? C36 C35 1.362(12) . ? C36 H36 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C19 C20 1.357(12) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C35 H35 0.9300 . ? C41 C42 1.331(13) . ? C41 H41 0.9300 . ? C43 C42 1.367(13) . ? C43 H43 0.9300 . ? C13 C14 1.369(15) . ? C13 H13 0.9300 . ? C16 C15 1.377(11) . ? C16 H16 0.9300 . ? C15 C14 1.342(14) . ? C15 H15 0.9300 . ? C42 H42 0.9300 . ? C14 H14 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag 68 O4 C67 117.8(8) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O4 C67 H67A 109.5 . . ? O4 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? O4 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C52 N5 C54 105.7(5) . . ? C74 N8 C75 108.5(6) . . ? C74 N8 H8 128(4) . . ? C75 N8 H8 122(4) . . ? C52 N6 C53 108.4(5) . . ? C52 N6 H 128(4) . . ? C53 N6 H 122(4) . . ? N5 C52 N6 110.6(5) . . ? N5 C52 C49 124.9(5) . . ? N6 C52 C49 124.4(5) . . ? C74 N7 C76 106.2(5) . . ? C60 C55 C56 118.1(7) . . ? C60 C55 C54 120.7(6) . . ? C56 C55 C54 121.2(6) . . ? C76 C75 N8 105.2(5) . . ? C76 C75 C77 133.5(6) . . ? N8 C75 C77 121.3(6) . . ? N7 C74 N8 110.5(6) . . ? N7 C74 C71 126.0(6) . . ? N8 C74 C71 123.0(6) . . ? C46 O3 C45 116.9(6) . . ? N6 C53 C54 105.5(6) . . ? N6 C53 C61 120.9(6) . . ? C54 C53 C61 133.4(6) . . ? C53 C54 N5 109.8(5) . . ? C53 C54 C55 131.2(6) . . ? N5 C54 C55 118.9(5) . . ? C72 C71 C70 118.0(6) . . ? C72 C71 C74 121.0(6) . . ? C70 C71 C74 120.7(6) . . ? C51 C46 O3 115.8(6) . . ? C51 C46 C47 118.3(6) . . ? O3 C46 C47 125.9(6) . . ? C75 C76 N7 109.6(6) . . ? C75 C76 C83 130.2(6) . . ? N7 C76 C83 120.0(6) . . ? C66 C61 C62 117.1(7) . . ? C66 C61 C53 120.8(6) . . ? C62 C61 C53 122.0(6) . . ? C48 C49 C50 118.4(6) . . ? C48 C49 C52 121.3(6) . . ? C50 C49 C52 120.3(6) . . ? C47 C48 C49 121.0(7) . . ? C47 C48 H48 119.5 . . ? C49 C48 H48 119.5 . . ? C51 C50 C49 121.1(6) . . ? C51 C50 H50 119.5 . . ? C49 C50 H50 119.5 . . ? C69 68 C73 120.6(7) . . ? C69 68 O4 115.4(7) . . ? C73 68 O4 124.0(7) . . ? C73 C72 C71 121.7(7) . . ? C73 C72 H72 119.2 . . ? C71 C72 H72 119.2 . . ? C84 C83 C88 118.1(8) . . ? C84 C83 C76 121.3(7) . . ? C88 C83 C76 120.6(7) . . ? C69 C70 C71 120.7(7) . . ? C69 C70 H70 119.7 . . ? C71 C70 H70 119.7 . . ? C50 C51 C46 120.6(7) . . ? C50 C51 H51 119.7 . . ? C46 C51 H51 119.7 . . ? C62 C63 C64 119.8(8) . . ? C62 C63 H63 120.1 . . ? C64 C63 H63 120.1 . . ? C78 C77 C82 117.6(7) . . ? C78 C77 C75 122.1(7) . . ? C82 C77 C75 120.3(6) . . ? 68 C73 C72 119.2(7) . . ? 68 C73 H73 120.4 . . ? C72 C73 H73 120.4 . . ? C63 C62 C61 121.8(7) . . ? C63 C62 H62 119.1 . . ? C61 C62 H62 119.1 . . ? C81 C82 C77 121.5(7) . . ? C81 C82 H82 119.2 . . ? C77 C82 H82 119.2 . . ? C80 C81 C82 119.8(9) . . ? C80 C81 H81 120.1 . . ? C82 C81 H81 120.1 . . ? C65 C66 C61 121.5(8) . . ? C65 C66 H66 119.2 . . ? C61 C66 H66 119.2 . . ? C48 C47 C46 120.6(7) . . ? C48 C47 H47 119.7 . . ? C46 C47 H47 119.7 . . ? C59 C60 C55 122.2(8) . . ? C59 C60 H60 118.9 . . ? C55 C60 H60 118.9 . . ? C57 C56 C55 119.7(8) . . ? C57 C56 H56 120.1 . . ? C55 C56 H56 120.1 . . ? C85 C84 C83 121.5(10) . . ? C85 C84 H84 119.2 . . ? C83 C84 H84 119.2 . . ? C65 C64 C63 119.3(8) . . ? C65 C64 H64 120.3 . . ? C63 C64 H64 120.3 . . ? C66 C65 C64 120.3(8) . . ? C66 C65 H65 119.9 . . ? C64 C65 H65 119.9 . . ? O3 C45 H45A 109.5 . . ? O3 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? O3 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? 68 C69 C70 119.8(8) . . ? 68 C69 H69 120.1 . . ? C70 C69 H69 120.1 . . ? C79 C78 C77 121.2(9) . . ? C79 C78 H78 119.4 . . ? C77 C78 H78 119.4 . . ? C86 C85 C84 119.9(10) . . ? C86 C85 H85 120.0 . . ? C84 C85 H85 120.0 . . ? C83 C88 C87 120.5(9) . . ? C83 C88 H88 119.7 . . ? C87 C88 H88 119.7 . . ? C78 C79 C80 120.4(9) . . ? C78 C79 H79 119.8 . . ? C80 C79 H79 119.8 . . ? C81 C80 C79 119.5(8) . . ? C81 C80 H80 120.2 . . ? C79 C80 H80 120.2 . . ? C86 C87 C88 119.5(11) . . ? C86 C87 H87 120.2 . . ? C88 C87 H87 120.2 . . ? C85 C86 C87 120.3(10) . . ? C85 C86 H86 119.8 . . ? C87 C86 H86 119.8 . . ? C60 C59 C58 118.8(9) . . ? C60 C59 H59 120.6 . . ? C58 C59 H59 120.6 . . ? C57 C58 C59 120.3(9) . . ? C57 C58 H58 119.9 . . ? C59 C58 H58 119.9 . . ? C58 C57 C56 120.9(9) . . ? C58 C57 H57 119.6 . . ? C56 C57 H57 119.6 . . ? C30 N4 C32 107.6(5) . . ? C30 N4 H2 127(5) . . ? C32 N4 H2 124(4) . . ? C30 N3 C31 106.5(5) . . ? C8 N2 C9 105.9(5) . . ? C8 N1 C10 108.9(5) . . ? C8 N1 H1 120(4) . . ? C10 N1 H1 130(4) . . ? C6 C5 C4 117.9(6) . . ? C6 C5 C8 120.4(6) . . ? C4 C5 C8 121.5(6) . . ? C32 C31 N3 109.5(6) . . ? C32 C31 C39 129.7(6) . . ? N3 C31 C39 120.7(5) . . ? N3 C30 N4 110.4(5) . . ? N3 C30 C27 125.5(5) . . ? N4 C30 C27 124.0(6) . . ? C24 O2 C23 117.8(6) . . ? C28 C27 C26 117.5(6) . . ? C28 C27 C30 122.0(6) . . ? C26 C27 C30 120.4(6) . . ? N2 C8 N1 110.0(6) . . ? N2 C8 C5 127.1(5) . . ? N1 C8 C5 122.3(6) . . ? N1 C10 C9 105.1(5) . . ? N1 C10 C17 120.9(6) . . ? C9 C10 C17 133.9(6) . . ? C29 C24 C25 120.2(6) . . ? C29 C24 O2 124.7(7) . . ? C25 C24 O2 115.1(6) . . ? C31 C32 N4 105.9(5) . . ? C31 C32 C33 134.3(6) . . ? N4 C32 C33 119.5(6) . . ? C16 C11 C12 117.7(7) . . ? C16 C11 C9 121.4(6) . . ? C12 C11 C9 121.0(7) . . ? C34 C33 C38 118.2(6) . . ? C34 C33 C32 120.9(6) . . ? C38 C33 C32 120.8(6) . . ? C25 C26 C27 121.3(6) . . ? C25 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C10 C9 N2 110.0(6) . . ? C10 C9 C11 128.2(6) . . ? N2 C9 C11 121.3(5) . . ? C22 C17 C18 118.6(6) . . ? C22 C17 C10 121.0(6) . . ? C18 C17 C10 120.4(6) . . ? C5 C4 C3 121.7(7) . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C40 C39 C44 119.0(7) . . ? C40 C39 C31 121.1(6) . . ? C44 C39 C31 119.9(6) . . ? C2 O1 C1 118.4(7) . . ? C26 C25 C24 120.1(6) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C5 C6 C7 121.4(7) . . ? C5 C6 H6 119.3 . . ? C7 C6 H6 119.3 . . ? C2 C3 C4 119.1(7) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C27 C28 C29 121.6(6) . . ? C27 C28 H28 119.2 . . ? C29 C28 H28 119.2 . . ? C33 C38 C37 120.3(7) . . ? C33 C38 H38 119.8 . . ? C37 C38 H38 119.8 . . ? C3 C2 C7 119.8(7) . . ? C3 C2 O1 124.6(7) . . ? C7 C2 O1 115.6(7) . . ? C17 C22 C21 121.4(7) . . ? C17 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C39 C40 C41 120.6(8) . . ? C39 C40 H40 119.7 . . ? C41 C40 H40 119.7 . . ? C24 C29 C28 119.3(7) . . ? C24 C29 H29 120.4 . . ? C28 C29 H29 120.4 . . ? C2 C7 C6 120.0(7) . . ? C2 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C36 C37 C38 120.7(8) . . ? C36 C37 H37 119.7 . . ? C38 C37 H37 119.7 . . ? C11 C12 C13 120.1(9) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C22 C21 C20 119.2(8) . . ? C22 C21 H21 120.4 . . ? C20 C21 H21 120.4 . . ? C43 C44 C39 119.4(8) . . ? C43 C44 H44 120.3 . . ? C39 C44 H44 120.3 . . ? C19 C18 C17 119.9(8) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C35 C34 C33 120.7(7) . . ? C35 C34 H34 119.6 . . ? C33 C34 H34 119.6 . . ? C37 C36 C35 119.3(7) . . ? C37 C36 H36 120.4 . . ? C35 C36 H36 120.4 . . ? O2 C23 H23A 109.5 . . ? O2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C20 C19 C18 120.7(8) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C21 120.2(7) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C36 C35 C34 120.8(8) . . ? C36 C35 H35 119.6 . . ? C34 C35 H35 119.6 . . ? C42 C41 C40 119.1(9) . . ? C42 C41 H41 120.4 . . ? C40 C41 H41 120.4 . . ? C42 C43 C44 120.4(9) . . ? C42 C43 H43 119.8 . . ? C44 C43 H43 119.8 . . ? C14 C13 C12 119.8(9) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C15 C16 C11 121.6(9) . . ? C15 C16 H16 119.2 . . ? C11 C16 H16 119.2 . . ? C14 C15 C16 120.8(11) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C41 C42 C43 121.5(9) . . ? C41 C42 H42 119.2 . . ? C43 C42 H42 119.2 . . ? C15 C14 C13 120.0(10) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C54 N5 C52 N6 0.5(7) . . . . ? C54 N5 C52 C49 -176.8(6) . . . . ? C53 N6 C52 N5 -1.6(7) . . . . ? C53 N6 C52 C49 175.7(6) . . . . ? C74 N8 C75 C76 -1.1(7) . . . . ? C74 N8 C75 C77 -179.6(6) . . . . ? C76 N7 C74 N8 -0.2(7) . . . . ? C76 N7 C74 C71 -172.9(6) . . . . ? C75 N8 C74 N7 0.8(8) . . . . ? C75 N8 C74 C71 173.8(6) . . . . ? C52 N6 C53 C54 2.0(7) . . . . ? C52 N6 C53 C61 -173.5(6) . . . . ? N6 C53 C54 N5 -1.7(7) . . . . ? C61 C53 C54 N5 172.9(7) . . . . ? N6 C53 C54 C55 177.7(6) . . . . ? C61 C53 C54 C55 -7.7(12) . . . . ? C52 N5 C54 C53 0.8(7) . . . . ? C52 N5 C54 C55 -178.7(6) . . . . ? C60 C55 C54 C53 142.4(8) . . . . ? C56 C55 C54 C53 -39.8(11) . . . . ? C60 C55 C54 N5 -38.2(9) . . . . ? C56 C55 C54 N5 139.5(7) . . . . ? N7 C74 C71 C72 -22.4(10) . . . . ? N8 C74 C71 C72 165.7(6) . . . . ? N7 C74 C71 C70 152.0(7) . . . . ? N8 C74 C71 C70 -19.9(10) . . . . ? C45 O3 C46 C51 173.1(7) . . . . ? C45 O3 C46 C47 -8.9(11) . . . . ? N8 C75 C76 N7 1.0(7) . . . . ? C77 C75 C76 N7 179.2(7) . . . . ? N8 C75 C76 C83 -173.1(7) . . . . ? C77 C75 C76 C83 5.1(13) . . . . ? C74 N7 C76 C75 -0.5(7) . . . . ? C74 N7 C76 C83 174.3(6) . . . . ? N6 C53 C61 C66 140.8(7) . . . . ? C54 C53 C61 C66 -33.1(11) . . . . ? N6 C53 C61 C62 -36.4(9) . . . . ? C54 C53 C61 C62 149.6(7) . . . . ? N5 C52 C49 C48 -163.4(6) . . . . ? N6 C52 C49 C48 19.7(10) . . . . ? N5 C52 C49 C50 17.8(10) . . . . ? N6 C52 C49 C50 -159.1(6) . . . . ? C50 C49 C48 C47 1.2(11) . . . . ? C52 C49 C48 C47 -177.6(7) . . . . ? C48 C49 C50 C51 -0.5(11) . . . . ? C52 C49 C50 C51 178.3(7) . . . . ? C67 O4 68 C69 175.8(10) . . . . ? C67 O4 68 C73 -3.2(13) . . . . ? C70 C71 C72 C73 0.4(10) . . . . ? C74 C71 C72 C73 174.9(6) . . . . ? C75 C76 C83 C84 -143.7(8) . . . . ? N7 C76 C83 C84 42.7(9) . . . . ? C75 C76 C83 C88 39.3(11) . . . . ? N7 C76 C83 C88 -134.3(7) . . . . ? C72 C71 C70 C69 -1.0(11) . . . . ? C74 C71 C70 C69 -175.5(7) . . . . ? C49 C50 C51 C46 -0.8(12) . . . . ? O3 C46 C51 C50 179.6(7) . . . . ? C47 C46 C51 C50 1.4(12) . . . . ? C76 C75 C77 C78 44.6(12) . . . . ? N8 C75 C77 C78 -137.4(7) . . . . ? C76 C75 C77 C82 -136.3(8) . . . . ? N8 C75 C77 C82 41.7(9) . . . . ? C69 68 C73 C72 -0.4(12) . . . . ? O4 68 C73 C72 178.5(7) . . . . ? C71 C72 C73 68 0.3(11) . . . . ? C64 C63 C62 C61 2.9(11) . . . . ? C66 C61 C62 C63 -1.7(10) . . . . ? C53 C61 C62 C63 175.7(6) . . . . ? C78 C77 C82 C81 0.5(11) . . . . ? C75 C77 C82 C81 -178.6(6) . . . . ? C77 C82 C81 C80 -0.7(11) . . . . ? C62 C61 C66 C65 1.3(11) . . . . ? C53 C61 C66 C65 -176.1(7) . . . . ? C49 C48 C47 C46 -0.7(12) . . . . ? C51 C46 C47 C48 -0.7(12) . . . . ? O3 C46 C47 C48 -178.7(7) . . . . ? C56 C55 C60 C59 -1.1(12) . . . . ? C54 C55 C60 C59 176.7(8) . . . . ? C60 C55 C56 C57 0.7(12) . . . . ? C54 C55 C56 C57 -177.1(8) . . . . ? C88 C83 C84 C85 1.3(12) . . . . ? C76 C83 C84 C85 -175.8(7) . . . . ? C62 C63 C64 C65 -3.6(12) . . . . ? C61 C66 C65 C64 -2.1(14) . . . . ? C63 C64 C65 C66 3.2(14) . . . . ? C73 68 C69 C70 -0.2(12) . . . . ? O4 68 C69 C70 -179.2(7) . . . . ? C71 C70 C69 68 0.9(12) . . . . ? C82 C77 C78 C79 -0.4(12) . . . . ? C75 C77 C78 C79 178.7(8) . . . . ? C83 C84 C85 C86 -0.3(14) . . . . ? C84 C83 C88 C87 -1.4(12) . . . . ? C76 C83 C88 C87 175.6(7) . . . . ? C77 C78 C79 C80 0.4(15) . . . . ? C82 C81 C80 C79 0.7(13) . . . . ? C78 C79 C80 C81 -0.5(15) . . . . ? C83 C88 C87 C86 0.7(14) . . . . ? C84 C85 C86 C87 -0.6(15) . . . . ? C88 C87 C86 C85 0.4(15) . . . . ? C55 C60 C59 C58 1.4(16) . . . . ? C60 C59 C58 C57 -1.4(17) . . . . ? C59 C58 C57 C56 1.0(17) . . . . ? C55 C56 C57 C58 -0.6(15) . . . . ? C30 N3 C31 C32 0.3(7) . . . . ? C30 N3 C31 C39 -176.4(6) . . . . ? C31 N3 C30 N4 0.1(7) . . . . ? C31 N3 C30 C27 -178.6(6) . . . . ? C32 N4 C30 N3 -0.4(7) . . . . ? C32 N4 C30 C27 178.3(6) . . . . ? N3 C30 C27 C28 -162.4(7) . . . . ? N4 C30 C27 C28 19.1(10) . . . . ? N3 C30 C27 C26 19.5(10) . . . . ? N4 C30 C27 C26 -159.1(6) . . . . ? C9 N2 C8 N1 0.5(7) . . . . ? C9 N2 C8 C5 172.3(6) . . . . ? C10 N1 C8 N2 -0.7(7) . . . . ? C10 N1 C8 C5 -173.0(6) . . . . ? C6 C5 C8 N2 -155.7(7) . . . . ? C4 C5 C8 N2 20.7(10) . . . . ? C6 C5 C8 N1 15.1(9) . . . . ? C4 C5 C8 N1 -168.5(6) . . . . ? C8 N1 C10 C9 0.6(7) . . . . ? C8 N1 C10 C17 -179.6(6) . . . . ? C23 O2 C24 C29 -5.8(12) . . . . ? C23 O2 C24 C25 173.0(8) . . . . ? N3 C31 C32 N4 -0.5(7) . . . . ? C39 C31 C32 N4 175.7(6) . . . . ? N3 C31 C32 C33 172.2(7) . . . . ? C39 C31 C32 C33 -11.6(13) . . . . ? C30 N4 C32 C31 0.6(7) . . . . ? C30 N4 C32 C33 -173.4(5) . . . . ? C31 C32 C33 C34 -37.3(11) . . . . ? N4 C32 C33 C34 134.6(7) . . . . ? C31 C32 C33 C38 146.7(8) . . . . ? N4 C32 C33 C38 -41.4(9) . . . . ? C28 C27 C26 C25 0.4(10) . . . . ? C30 C27 C26 C25 178.6(6) . . . . ? N1 C10 C9 N2 -0.4(7) . . . . ? C17 C10 C9 N2 180.0(7) . . . . ? N1 C10 C9 C11 171.7(7) . . . . ? C17 C10 C9 C11 -7.9(13) . . . . ? C8 N2 C9 C10 -0.1(7) . . . . ? C8 N2 C9 C11 -172.8(6) . . . . ? C16 C11 C9 C10 -36.9(11) . . . . ? C12 C11 C9 C10 144.2(7) . . . . ? C16 C11 C9 N2 134.4(7) . . . . ? C12 C11 C9 N2 -44.5(10) . . . . ? N1 C10 C17 C22 -39.0(10) . . . . ? C9 C10 C17 C22 140.6(8) . . . . ? N1 C10 C17 C18 137.0(7) . . . . ? C9 C10 C17 C18 -43.4(11) . . . . ? C6 C5 C4 C3 -1.1(10) . . . . ? C8 C5 C4 C3 -177.6(6) . . . . ? C32 C31 C39 C40 144.0(7) . . . . ? N3 C31 C39 C40 -40.1(10) . . . . ? C32 C31 C39 C44 -38.3(11) . . . . ? N3 C31 C39 C44 137.6(7) . . . . ? C27 C26 C25 C24 -0.4(11) . . . . ? C29 C24 C25 C26 -0.3(12) . . . . ? O2 C24 C25 C26 -179.2(7) . . . . ? C4 C5 C6 C7 -0.9(11) . . . . ? C8 C5 C6 C7 175.6(7) . . . . ? C5 C4 C3 C2 1.6(11) . . . . ? C26 C27 C28 C29 0.4(11) . . . . ? C30 C27 C28 C29 -177.8(7) . . . . ? C34 C33 C38 C37 -0.7(10) . . . . ? C32 C33 C38 C37 175.3(6) . . . . ? C4 C3 C2 C7 -0.1(11) . . . . ? C4 C3 C2 O1 179.4(7) . . . . ? C1 O1 C2 C3 4.5(14) . . . . ? C1 O1 C2 C7 -175.9(11) . . . . ? C18 C17 C22 C21 0.4(10) . . . . ? C10 C17 C22 C21 176.5(6) . . . . ? C44 C39 C40 C41 -0.2(11) . . . . ? C31 C39 C40 C41 177.6(7) . . . . ? C25 C24 C29 C28 1.1(12) . . . . ? O2 C24 C29 C28 179.8(7) . . . . ? C27 C28 C29 C24 -1.1(12) . . . . ? C3 C2 C7 C6 -1.8(12) . . . . ? O1 C2 C7 C6 178.6(7) . . . . ? C5 C6 C7 C2 2.4(12) . . . . ? C33 C38 C37 C36 0.7(11) . . . . ? C16 C11 C12 C13 -0.7(11) . . . . ? C9 C11 C12 C13 178.3(7) . . . . ? C17 C22 C21 C20 -1.2(11) . . . . ? C40 C39 C44 C43 -1.8(12) . . . . ? C31 C39 C44 C43 -179.6(7) . . . . ? C22 C17 C18 C19 -0.4(12) . . . . ? C10 C17 C18 C19 -176.6(7) . . . . ? C38 C33 C34 C35 0.8(11) . . . . ? C32 C33 C34 C35 -175.3(7) . . . . ? C38 C37 C36 C35 -0.8(12) . . . . ? C17 C18 C19 C20 1.3(14) . . . . ? C18 C19 C20 C21 -2.2(14) . . . . ? C22 C21 C20 C19 2.1(12) . . . . ? C37 C36 C35 C34 0.8(14) . . . . ? C33 C34 C35 C36 -0.8(13) . . . . ? C39 C40 C41 C42 2.6(14) . . . . ? C39 C44 C43 C42 1.5(14) . . . . ? C11 C12 C13 C14 -0.5(14) . . . . ? C12 C11 C16 C15 1.2(12) . . . . ? C9 C11 C16 C15 -177.7(7) . . . . ? C11 C16 C15 C14 -0.5(14) . . . . ? C40 C41 C42 C43 -3.0(16) . . . . ? C44 C43 C42 C41 1.0(16) . . . . ? C16 C15 C14 C13 -0.8(16) . . . . ? C12 C13 C14 C15 1.3(16) . . . . ? _diffrn_measured_fraction_theta_max 1.111 _diffrn_reflns_theta_full 26.66 _diffrn_measured_fraction_theta_full 1.111 _refine_diff_density_max 0.327 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.064