data_global _audit_creation_method 'APEX2 v2012.4-3' _publ_requested_journal ? _publ_contact_author_name Morsy A. El-Apasery, Saleh M. Al-Mousawi. ? _publ_contact_author_address ; ; _publ_contact_author_email ? _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_section_title ; ; _publ_section_abstract ; ; _publ_section_references ; ; _publ_section_comment ; ; data_I _chemical_name_systematic ? _chemical_name_common Prof_Morsy_Y014_18_04_13 _chemical_formula_moiety ? _chemical_formula_sum 'C21 H19 N5 O S' _chemical_formula_iupac ? _chemical_formula_weight 389.47 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.4842(11) _cell_length_b 8.4268(5) _cell_length_c 25.0698(14) _cell_angle_alpha 90 _cell_angle_beta 90.835(4) _cell_angle_gamma 90 _cell_volume 3904.5(4) _cell_formula_units_Z 8 _cell_measurement_reflns_used 4699 _cell_measurement_theta_min 3.5264 _cell_measurement_theta_max 65.8329 _cell_measurement_temperature 296.(2) _exptl_crystal_description Block _exptl_crystal_colour 'clear light brown' _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 1.647 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS Inc.)' _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.96 _exptl_special_details ; ; _diffrn_ambient_temperature 296.(2) _diffrn_source ? _diffrn_source_type ? _diffrn_radiation_type ? _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_monochromator ? _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 14284 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_theta_min 4.23 _diffrn_reflns_theta_max 66.71 _diffrn_reflns_theta_full 66.71 _diffrn_measured_fraction_theta_max 0.947 _diffrn_measured_fraction_theta_full 0.947 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _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^ > 2sigma(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. ; _reflns_number_total 6533 _reflns_number_gt 5023 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_gt 0.1092 _refine_ls_wR_factor_ref 0.1198 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_number_reflns 6533 _refine_ls_number_parameters 523 _refine_ls_number_restraints 6 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.8014P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.044 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.259 _refine_diff_density_min -0.233 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker Instrument Service v2012.4.0.0' _computing_cell_refinement 'SAINT V8.18C (Bruker AXS Inc., 2011)' _computing_data_reduction 'SAINT V8.18C (Bruker AXS Inc., 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group S S1 0.41814(4) 1.41038(8) 0.23628(3) 0.07128(19) Uani d . 1 . . S S2 -0.05118(3) 0.24531(7) 0.16002(2) 0.06018(17) Uani d . 1 . . O O1 0.41782(10) 1.1615(2) 0.07221(6) 0.0743(5) Uani d . 1 . . O O2 0.07893(9) 0.68483(18) 0.20873(5) 0.0620(4) Uani d . 1 . . N N1 0.40605(10) 0.9395(2) 0.12334(7) 0.0577(4) Uani d . 1 . . N N2 0.39687(10) 0.8622(2) 0.17177(7) 0.0571(4) Uani d . 1 . . N N3 0.39205(11) 0.8597(3) 0.26400(7) 0.0671(5) Uani d . 1 . . N N4 0.33390(10) 0.7960(2) 0.26877(7) 0.0628(5) Uani d . 1 . . N N5 0.43090(14) 1.4603(3) 0.13049(10) 0.0820(6) Uani d D 1 . . H H11 0.423(2) 1.430(4) 0.0987(7) 0.123 Uiso d D 1 . . H H10 0.4196(19) 1.5557(18) 0.1371(13) 0.123 Uiso d D 1 . . N N6 0.12659(10) 0.4658(2) -0.01883(7) 0.0608(5) Uani d . 1 . . N N7 0.07820(9) 0.4162(2) 0.01006(6) 0.0516(4) Uani d . 1 . . N N8 0.11241(9) 0.6146(2) 0.07076(6) 0.0496(4) Uani d . 1 . . N N9 0.11268(9) 0.6811(2) 0.12114(6) 0.0479(4) Uani d . 1 . . N N10 -0.02291(13) 0.4514(3) 0.24015(7) 0.0712(6) Uani d D 1 . . H H31 0.0010(15) 0.526(3) 0.2539(11) 0.107 Uiso d D 1 . . H H32 -0.0448(15) 0.390(3) 0.2612(10) 0.107 Uiso d D 1 . . C C1 0.3756(2) 0.4971(4) -0.04907(12) 0.1037(10) Uani d . 1 . . H H1 0.334 0.5223 -0.0709 0.155 Uiso calc R 1 . . H H19 0.3701 0.3928 -0.0343 0.155 Uiso calc R 1 . . H H3 0.4183 0.5002 -0.0704 0.155 Uiso calc R 1 . . C C2 0.38263(14) 0.6169(3) -0.00436(9) 0.0685(6) Uani d . 1 . . C C3 0.44624(14) 0.6987(3) 0.00390(10) 0.0750(7) Uani d . 1 . . H H18 0.4849 0.6798 -0.0186 0.09 Uiso calc R 1 . . C C4 0.45440(13) 0.8080(3) 0.04450(9) 0.0683(6) Uani d . 1 . . H H17 0.4978 0.8626 0.049 0.082 Uiso calc R 1 . . C C5 0.39758(12) 0.8356(3) 0.07829(8) 0.0550(5) Uani d . 1 . . C C6 0.39867(11) 0.9459(3) 0.21492(8) 0.0548(5) Uani d . 1 . . C C7 0.32630(12) 0.7074(3) 0.31748(8) 0.0559(5) Uani d . 1 . . C C8 0.25734(14) 0.6608(4) 0.32878(11) 0.0831(8) Uani d . 1 . . H H9 0.2194 0.6847 0.3053 0.1 Uiso calc R 1 . . C C9 0.24438(15) 0.5782(4) 0.37508(11) 0.0850(8) Uani d . 1 . . H H8 0.1972 0.5485 0.3826 0.102 Uiso calc R 1 . . C C10 0.29841(15) 0.5383(3) 0.41026(9) 0.0678(6) Uani d . 1 . . C C11 0.2830(2) 0.4473(4) 0.46059(11) 0.1052(11) Uani d . 1 . . H H5 0.3276 0.4269 0.4795 0.158 Uiso calc R 1 . . H H4 0.2601 0.3485 0.4516 0.158 Uiso calc R 1 . . H H2 0.2516 0.5086 0.4827 0.158 Uiso calc R 1 . . C C12 0.36764(15) 0.5851(3) 0.39752(10) 0.0760(7) Uani d . 1 . . H H7 0.4058 0.5588 0.4205 0.091 Uiso calc R 1 . . C C13 0.38181(13) 0.6697(3) 0.35161(9) 0.0697(6) Uani d . 1 . . H H6 0.4288 0.7007 0.3441 0.084 Uiso calc R 1 . . C C14 0.40899(11) 1.1141(3) 0.21679(8) 0.0532(5) Uani d . 1 . . C C15 0.40927(13) 1.2164(3) 0.25934(9) 0.0637(6) Uani d . 1 . . C C16 0.42188(12) 1.3537(3) 0.17059(9) 0.0599(6) Uani d . 1 . . C C17 0.41641(11) 1.1907(3) 0.16627(8) 0.0530(5) Uani d . 1 . . C C18 0.41392(11) 1.1029(3) 0.11698(9) 0.0558(5) Uani d . 1 . . C C19 0.40471(18) 1.1892(4) 0.31838(10) 0.0892(8) Uani d . 1 . . H H12 0.3604 1.2334 0.3313 0.134 Uiso calc R 1 . . H H13 0.445 1.2397 0.3361 0.134 Uiso calc R 1 . . H H14 0.4058 1.0774 0.3256 0.134 Uiso calc R 1 . . C C20 0.33326(13) 0.7579(3) 0.07007(10) 0.0662(6) Uani d . 1 . . H H16 0.2944 0.7785 0.0921 0.079 Uiso calc R 1 . . C C21 0.32592(14) 0.6491(3) 0.02914(10) 0.0708(6) Uani d . 1 . . H H15 0.2821 0.5968 0.0241 0.085 Uiso calc R 1 . . C C22 0.15682(19) 0.2006(4) -0.22744(10) 0.0915(9) Uani d . 1 . . H H27 0.1337 0.0987 -0.2294 0.137 Uiso calc R 1 . . H H28 0.2076 0.1888 -0.2338 0.137 Uiso calc R 1 . . H H20 0.1359 0.2698 -0.2539 0.137 Uiso calc R 1 . . C C23 0.14613(14) 0.2708(3) -0.17262(9) 0.0647(6) Uani d . 1 . . C C24 0.09425(14) 0.2125(3) -0.13868(9) 0.0646(6) Uani d . 1 . . H H26 0.0645 0.13 -0.1502 0.078 Uiso calc R 1 . . C C25 0.08545(12) 0.2736(3) -0.08801(8) 0.0572(5) Uani d . 1 . . H H25 0.0504 0.2318 -0.0658 0.069 Uiso calc R 1 . . C C26 0.12883(11) 0.3967(3) -0.07054(8) 0.0520(5) Uani d . 1 . . C C27 0.07648(11) 0.4849(2) 0.06216(7) 0.0467(5) Uani d . 1 . . C C28 0.14584(10) 0.8352(2) 0.12340(8) 0.0473(5) Uani d . 1 . . C C29 0.19010(11) 0.8805(3) 0.16559(8) 0.0546(5) Uani d . 1 . . H H24 0.1999 0.8105 0.1935 0.066 Uiso calc R 1 . . C C30 0.21972(11) 1.0312(3) 0.16587(9) 0.0597(6) Uani d . 1 . . H H23 0.2493 1.0614 0.1944 0.072 Uiso calc R 1 . . C C31 0.20682(11) 1.1382(3) 0.12527(10) 0.0591(6) Uani d . 1 . . C C32 0.23781(15) 1.3043(3) 0.12654(13) 0.0870(9) Uani d . 1 . . H H38 0.2685 1.3192 0.0964 0.13 Uiso calc R 1 . . H H22 0.2655 1.3188 0.1589 0.13 Uiso calc R 1 . . H H21 0.1991 1.3801 0.1252 0.13 Uiso calc R 1 . . C C33 0.07599(11) 0.6184(2) 0.16457(7) 0.0489(5) Uani d . 1 . . C C34 0.03574(11) 0.4781(2) 0.15359(7) 0.0475(5) Uani d . 1 . . C C35 0.03328(10) 0.4067(2) 0.10173(7) 0.0464(4) Uani d . 1 . . C C36 0.18797(15) 0.3968(3) -0.15494(9) 0.0747(7) Uani d . 1 . . H H29 0.2222 0.4403 -0.1775 0.09 Uiso calc R 1 . . C C37 0.17988(14) 0.4592(3) -0.10450(9) 0.0702(6) Uani d . 1 . . H H30 0.2088 0.5435 -0.0933 0.084 Uiso calc R 1 . . C C38 -0.01118(11) 0.2778(3) 0.09840(8) 0.0519(5) Uani d . 1 . . C C39 -0.00925(12) 0.4064(3) 0.18981(8) 0.0531(5) Uani d . 1 . . C C40 -0.03295(14) 0.1729(3) 0.05261(9) 0.0671(6) Uani d . 1 . . H H33 -0.0718 0.2218 0.0328 0.101 Uiso calc R 1 . . H H34 -0.0486 0.072 0.066 0.101 Uiso calc R 1 . . H H35 0.0076 0.1578 0.0297 0.101 Uiso calc R 1 . . C C41 0.13383(12) 0.9388(3) 0.08166(9) 0.0584(5) Uani d . 1 . . H H37 0.1053 0.9077 0.0526 0.07 Uiso calc R 1 . . C C42 0.16398(13) 1.0883(3) 0.08281(9) 0.0637(6) Uani d . 1 . . H H36 0.1553 1.1571 0.0544 0.076 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.0745(4) 0.0606(4) 0.0787(4) -0.0005(3) -0.0021(3) -0.0051(3) S2 0.0687(3) 0.0589(3) 0.0530(3) -0.0097(3) 0.0051(2) 0.0033(3) O1 0.0990(12) 0.0659(10) 0.0585(10) -0.0031(9) 0.0161(8) 0.0167(8) O2 0.0854(11) 0.0593(9) 0.0416(8) -0.0077(8) 0.0129(7) -0.0085(7) N1 0.0703(11) 0.0517(11) 0.0511(10) 0.0015(9) 0.0078(8) 0.0071(8) N2 0.0648(11) 0.0549(11) 0.0518(10) 0.0002(9) 0.0026(8) 0.0127(9) N3 0.0678(12) 0.0750(13) 0.0584(11) -0.0116(10) -0.0033(9) 0.0142(10) N4 0.0585(11) 0.0746(13) 0.0554(11) 0.0011(10) 0.0041(8) 0.0114(9) N5 0.0996(16) 0.0575(13) 0.0888(16) -0.0053(13) 0.0000(14) 0.0194(12) N6 0.0684(11) 0.0687(12) 0.0456(9) -0.0065(10) 0.0078(9) -0.0101(9) N7 0.0626(10) 0.0516(10) 0.0408(9) 0.0009(8) 0.0063(8) -0.0025(8) N8 0.0603(10) 0.0496(10) 0.0389(8) 0.0026(8) 0.0052(7) -0.0032(7) N9 0.0589(10) 0.0464(9) 0.0385(8) -0.0009(8) 0.0071(7) -0.0030(7) N10 0.0975(16) 0.0709(14) 0.0457(11) -0.0177(12) 0.0173(10) -0.0009(10) C1 0.118(3) 0.108(3) 0.085(2) -0.001(2) -0.0069(17) -0.0309(19) C2 0.0768(16) 0.0713(16) 0.0573(13) 0.0044(13) 0.0009(11) -0.0005(12) C3 0.0684(15) 0.095(2) 0.0621(14) 0.0018(14) 0.0169(12) -0.0104(14) C4 0.0611(13) 0.0812(17) 0.0627(14) -0.0073(12) 0.0107(11) -0.0028(13) C5 0.0600(13) 0.0538(13) 0.0514(12) 0.0038(10) 0.0062(10) 0.0070(10) C6 0.0529(11) 0.0591(13) 0.0522(12) 0.0000(10) -0.0016(9) 0.0132(11) C7 0.0620(13) 0.0594(13) 0.0465(11) -0.0020(10) 0.0045(9) 0.0061(10) C8 0.0627(15) 0.112(2) 0.0744(17) -0.0089(15) -0.0004(12) 0.0283(16) C9 0.0710(16) 0.108(2) 0.0764(17) -0.0193(15) 0.0130(13) 0.0211(17) C10 0.0953(18) 0.0567(14) 0.0516(12) -0.0114(13) 0.0084(12) -0.0007(11) C11 0.167(3) 0.087(2) 0.0617(16) -0.027(2) 0.0145(18) 0.0150(16) C12 0.0845(18) 0.0810(18) 0.0622(14) 0.0001(14) -0.0116(12) 0.0135(13) C13 0.0611(13) 0.0840(18) 0.0642(14) -0.0059(13) 0.0025(11) 0.0116(13) C14 0.0454(11) 0.0588(13) 0.0553(12) 0.0018(9) 0.0016(9) 0.0060(10) C15 0.0625(13) 0.0661(15) 0.0625(14) -0.0011(11) -0.0029(11) 0.0006(12) C16 0.0525(12) 0.0561(14) 0.0711(14) 0.0017(10) 0.0002(10) 0.0094(11) C17 0.0481(11) 0.0526(13) 0.0583(13) 0.0018(9) 0.0033(9) 0.0073(10) C18 0.0557(12) 0.0531(13) 0.0589(13) 0.0030(10) 0.0096(10) 0.0116(11) C19 0.114(2) 0.094(2) 0.0599(15) -0.0097(18) -0.0050(14) -0.0030(15) C20 0.0611(13) 0.0721(16) 0.0657(14) 0.0002(12) 0.0120(11) 0.0010(13) C21 0.0661(14) 0.0740(17) 0.0723(15) -0.0076(13) 0.0019(12) 0.0040(13) C22 0.123(2) 0.101(2) 0.0510(14) -0.0007(18) 0.0190(14) -0.0144(14) C23 0.0819(16) 0.0695(15) 0.0428(11) 0.0075(13) 0.0062(11) -0.0021(11) C24 0.0812(16) 0.0608(14) 0.0519(12) -0.0014(12) 0.0057(11) -0.0110(11) C25 0.0663(13) 0.0550(13) 0.0505(12) 0.0012(11) 0.0101(10) -0.0033(10) C26 0.0577(12) 0.0559(13) 0.0424(10) 0.0046(10) 0.0040(9) -0.0020(9) C27 0.0543(11) 0.0456(11) 0.0400(10) 0.0067(9) 0.0026(8) -0.0009(8) C28 0.0503(11) 0.0472(11) 0.0446(10) 0.0019(9) 0.0071(8) -0.0036(9) C29 0.0565(12) 0.0586(13) 0.0488(11) 0.0029(10) 0.0020(9) 0.0012(10) C30 0.0509(11) 0.0630(14) 0.0651(13) 0.0007(11) -0.0031(10) -0.0125(12) C31 0.0483(11) 0.0511(13) 0.0781(15) 0.0019(10) 0.0059(10) -0.0051(11) C32 0.0656(15) 0.0618(16) 0.133(3) -0.0058(13) -0.0088(15) 0.0042(16) C33 0.0588(12) 0.0481(11) 0.0399(10) 0.0060(9) 0.0059(9) -0.0004(9) C34 0.0560(11) 0.0463(11) 0.0404(10) 0.0034(9) 0.0040(8) 0.0013(9) C35 0.0530(11) 0.0452(11) 0.0410(10) 0.0064(9) 0.0016(8) 0.0010(8) C36 0.0830(17) 0.0919(19) 0.0497(13) -0.0071(15) 0.0192(11) 0.0012(13) C37 0.0747(15) 0.0802(17) 0.0560(13) -0.0134(13) 0.0104(11) -0.0065(12) C38 0.0589(12) 0.0508(12) 0.0459(11) 0.0006(10) -0.0006(9) 0.0001(9) C39 0.0643(12) 0.0509(12) 0.0441(11) 0.0034(10) 0.0035(9) 0.0043(9) C40 0.0805(16) 0.0644(15) 0.0565(13) -0.0113(12) -0.0019(11) -0.0047(11) C41 0.0654(13) 0.0567(13) 0.0528(12) 0.0009(11) -0.0061(10) 0.0017(10) C42 0.0703(14) 0.0544(14) 0.0662(14) 0.0031(11) -0.0012(11) 0.0093(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 C16 . 1.717(2) ? S1 C15 . 1.742(3) ? S2 C39 . 1.727(2) ? S2 C38 . 1.744(2) ? O1 C18 . 1.230(3) ? O2 C33 . 1.241(2) ? N1 N2 . 1.390(2) ? N1 C18 . 1.394(3) ? N1 C5 . 1.436(3) ? N2 C6 . 1.291(3) ? N3 N4 . 1.209(3) ? N3 C6 . 1.436(3) ? N4 C7 . 1.440(3) ? N5 C16 . 1.360(3) ? N5 H11 . 0.849(10) ? N5 H10 . 0.847(10) ? N6 N7 . 1.232(2) ? N6 C26 . 1.422(3) ? N7 C27 . 1.430(2) ? N8 C27 . 1.295(3) ? N8 N9 . 1.381(2) ? N9 C33 . 1.395(3) ? N9 C28 . 1.437(3) ? N10 C39 . 1.345(3) ? N10 H31 . 0.842(10) ? N10 H32 . 0.846(10) ? C1 C2 . 1.512(4) ? C1 H1 . 0.96 ? C1 H19 . 0.96 ? C1 H3 . 0.96 ? C2 C3 . 1.376(4) ? C2 C21 . 1.380(4) ? C3 C4 . 1.379(3) ? C3 H18 . 0.93 ? C4 C5 . 1.379(3) ? C4 H17 . 0.93 ? C5 C20 . 1.370(3) ? C6 C14 . 1.431(3) ? C7 C13 . 1.364(3) ? C7 C8 . 1.367(3) ? C8 C9 . 1.378(4) ? C8 H9 . 0.93 ? C9 C10 . 1.365(4) ? C9 H8 . 0.93 ? C10 C12 . 1.381(4) ? C10 C11 . 1.507(3) ? C11 H5 . 0.96 ? C11 H4 . 0.96 ? C11 H2 . 0.96 ? C12 C13 . 1.382(3) ? C12 H7 . 0.93 ? C13 H6 . 0.93 ? C14 C15 . 1.371(3) ? C14 C17 . 1.430(3) ? C15 C19 . 1.501(3) ? C16 C17 . 1.381(3) ? C17 C18 . 1.440(3) ? C19 H12 . 0.96 ? C19 H13 . 0.96 ? C19 H14 . 0.96 ? C20 C21 . 1.381(3) ? C20 H16 . 0.93 ? C21 H15 . 0.93 ? C22 C23 . 1.512(3) ? C22 H27 . 0.96 ? C22 H28 . 0.96 ? C22 H20 . 0.96 ? C23 C36 . 1.383(4) ? C23 C24 . 1.382(3) ? C24 C25 . 1.382(3) ? C24 H26 . 0.93 ? C25 C26 . 1.379(3) ? C25 H25 . 0.93 ? C26 C37 . 1.384(3) ? C27 C35 . 1.442(3) ? C28 C41 . 1.378(3) ? C28 C29 . 1.382(3) ? C29 C30 . 1.383(3) ? C29 H24 . 0.93 ? C30 C31 . 1.378(3) ? C30 H23 . 0.93 ? C31 C42 . 1.383(3) ? C31 C32 . 1.512(3) ? C32 H38 . 0.96 ? C32 H22 . 0.96 ? C32 H21 . 0.96 ? C33 C34 . 1.421(3) ? C34 C39 . 1.380(3) ? C34 C35 . 1.433(3) ? C35 C38 . 1.364(3) ? C36 C37 . 1.380(3) ? C36 H29 . 0.93 ? C37 H30 . 0.93 ? C38 C40 . 1.499(3) ? C40 H33 . 0.96 ? C40 H34 . 0.96 ? C40 H35 . 0.96 ? C41 C42 . 1.378(3) ? C41 H37 . 0.93 ? C42 H36 . 0.93 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C16 S1 C15 . . 93.57(11) ? C39 S2 C38 . . 93.80(10) ? N2 N1 C18 . . 125.23(19) ? N2 N1 C5 . . 112.83(17) ? C18 N1 C5 . . 121.51(18) ? C6 N2 N1 . . 118.27(18) ? N4 N3 C6 . . 113.37(18) ? N3 N4 C7 . . 114.33(18) ? C16 N5 H11 . . 118.(3) ? C16 N5 H10 . . 117.(2) ? H11 N5 H10 . . 116.(3) ? N7 N6 C26 . . 115.34(18) ? N6 N7 C27 . . 115.19(17) ? C27 N8 N9 . . 119.30(16) ? N8 N9 C33 . . 124.37(17) ? N8 N9 C28 . . 113.48(15) ? C33 N9 C28 . . 121.57(16) ? C39 N10 H31 . . 119.(2) ? C39 N10 H32 . . 121.(2) ? H31 N10 H32 . . 117.(2) ? C2 C1 H1 . . 109.5 ? C2 C1 H19 . . 109.5 ? H1 C1 H19 . . 109.5 ? C2 C1 H3 . . 109.5 ? H1 C1 H3 . . 109.5 ? H19 C1 H3 . . 109.5 ? C3 C2 C21 . . 117.7(2) ? C3 C2 C1 . . 120.7(2) ? C21 C2 C1 . . 121.7(3) ? C2 C3 C4 . . 122.0(2) ? C2 C3 H18 . . 119.0 ? C4 C3 H18 . . 119.0 ? C5 C4 C3 . . 119.3(2) ? C5 C4 H17 . . 120.3 ? C3 C4 H17 . . 120.3 ? C20 C5 C4 . . 119.6(2) ? C20 C5 N1 . . 119.6(2) ? C4 C5 N1 . . 120.7(2) ? N2 C6 C14 . . 124.77(19) ? N2 C6 N3 . . 116.1(2) ? C14 C6 N3 . . 119.1(2) ? C13 C7 C8 . . 119.9(2) ? C13 C7 N4 . . 124.8(2) ? C8 C7 N4 . . 115.3(2) ? C7 C8 C9 . . 119.6(2) ? C7 C8 H9 . . 120.2 ? C9 C8 H9 . . 120.2 ? C10 C9 C8 . . 122.3(2) ? C10 C9 H8 . . 118.8 ? C8 C9 H8 . . 118.8 ? C9 C10 C12 . . 116.9(2) ? C9 C10 C11 . . 121.4(3) ? C12 C10 C11 . . 121.7(3) ? C10 C11 H5 . . 109.5 ? C10 C11 H4 . . 109.5 ? H5 C11 H4 . . 109.5 ? C10 C11 H2 . . 109.5 ? H5 C11 H2 . . 109.5 ? H4 C11 H2 . . 109.5 ? C10 C12 C13 . . 121.8(2) ? C10 C12 H7 . . 119.1 ? C13 C12 H7 . . 119.1 ? C7 C13 C12 . . 119.5(2) ? C7 C13 H6 . . 120.2 ? C12 C13 H6 . . 120.2 ? C15 C14 C17 . . 114.0(2) ? C15 C14 C6 . . 130.3(2) ? C17 C14 C6 . . 115.6(2) ? C14 C15 C19 . . 132.2(2) ? C14 C15 S1 . . 109.32(17) ? C19 C15 S1 . . 118.48(19) ? N5 C16 C17 . . 127.5(2) ? N5 C16 S1 . . 122.13(19) ? C17 C16 S1 . . 110.37(17) ? C16 C17 C14 . . 112.8(2) ? C16 C17 C18 . . 125.4(2) ? C14 C17 C18 . . 121.7(2) ? O1 C18 N1 . . 120.6(2) ? O1 C18 C17 . . 125.1(2) ? N1 C18 C17 . . 114.30(19) ? C15 C19 H12 . . 109.5 ? C15 C19 H13 . . 109.5 ? H12 C19 H13 . . 109.5 ? C15 C19 H14 . . 109.5 ? H12 C19 H14 . . 109.5 ? H13 C19 H14 . . 109.5 ? C5 C20 C21 . . 120.3(2) ? C5 C20 H16 . . 119.8 ? C21 C20 H16 . . 119.8 ? C2 C21 C20 . . 121.0(2) ? C2 C21 H15 . . 119.5 ? C20 C21 H15 . . 119.5 ? C23 C22 H27 . . 109.5 ? C23 C22 H28 . . 109.5 ? H27 C22 H28 . . 109.5 ? C23 C22 H20 . . 109.5 ? H27 C22 H20 . . 109.5 ? H28 C22 H20 . . 109.5 ? C36 C23 C24 . . 117.8(2) ? C36 C23 C22 . . 120.8(2) ? C24 C23 C22 . . 121.5(2) ? C23 C24 C25 . . 121.7(2) ? C23 C24 H26 . . 119.1 ? C25 C24 H26 . . 119.1 ? C26 C25 C24 . . 119.8(2) ? C26 C25 H25 . . 120.1 ? C24 C25 H25 . . 120.1 ? C25 C26 C37 . . 119.3(2) ? C25 C26 N6 . . 124.96(19) ? C37 C26 N6 . . 115.7(2) ? N8 C27 N7 . . 118.41(17) ? N8 C27 C35 . . 123.97(17) ? N7 C27 C35 . . 117.61(18) ? C41 C28 C29 . . 119.5(2) ? C41 C28 N9 . . 118.61(18) ? C29 C28 N9 . . 121.84(18) ? C28 C29 C30 . . 119.2(2) ? C28 C29 H24 . . 120.4 ? C30 C29 H24 . . 120.4 ? C31 C30 C29 . . 122.2(2) ? C31 C30 H23 . . 118.9 ? C29 C30 H23 . . 118.9 ? C30 C31 C42 . . 117.4(2) ? C30 C31 C32 . . 121.9(2) ? C42 C31 C32 . . 120.7(2) ? C31 C32 H38 . . 109.5 ? C31 C32 H22 . . 109.5 ? H38 C32 H22 . . 109.5 ? C31 C32 H21 . . 109.5 ? H38 C32 H21 . . 109.5 ? H22 C32 H21 . . 109.5 ? O2 C33 N9 . . 120.64(19) ? O2 C33 C34 . . 124.34(18) ? N9 C33 C34 . . 115.01(17) ? C39 C34 C33 . . 123.76(18) ? C39 C34 C35 . . 113.69(19) ? C33 C34 C35 . . 122.31(18) ? C38 C35 C34 . . 113.64(18) ? C38 C35 C27 . . 131.38(18) ? C34 C35 C27 . . 114.96(18) ? C37 C36 C23 . . 121.3(2) ? C37 C36 H29 . . 119.4 ? C23 C36 H29 . . 119.4 ? C36 C37 C26 . . 120.2(2) ? C36 C37 H30 . . 119.9 ? C26 C37 H30 . . 119.9 ? C35 C38 C40 . . 132.2(2) ? C35 C38 S2 . . 109.49(15) ? C40 C38 S2 . . 118.25(16) ? N10 C39 C34 . . 128.1(2) ? N10 C39 S2 . . 122.53(17) ? C34 C39 S2 . . 109.32(15) ? C38 C40 H33 . . 109.5 ? C38 C40 H34 . . 109.5 ? H33 C40 H34 . . 109.5 ? C38 C40 H35 . . 109.5 ? H33 C40 H35 . . 109.5 ? H34 C40 H35 . . 109.5 ? C42 C41 C28 . . 120.2(2) ? C42 C41 H37 . . 119.9 ? C28 C41 H37 . . 119.9 ? C41 C42 C31 . . 121.4(2) ? C41 C42 H36 . . 119.3 ? C31 C42 H36 . . 119.3 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C18 N1 N2 C6 . . . . -3.1(3) ? C5 N1 N2 C6 . . . . -175.64(18) ? C6 N3 N4 C7 . . . . 179.39(19) ? C26 N6 N7 C27 . . . . 179.50(17) ? C27 N8 N9 C33 . . . . -0.4(3) ? C27 N8 N9 C28 . . . . -171.74(17) ? C21 C2 C3 C4 . . . . 0.9(4) ? C1 C2 C3 C4 . . . . -179.7(3) ? C2 C3 C4 C5 . . . . 0.6(4) ? C3 C4 C5 C20 . . . . -2.0(4) ? C3 C4 C5 N1 . . . . 175.2(2) ? N2 N1 C5 C20 . . . . 60.0(3) ? C18 N1 C5 C20 . . . . -112.9(2) ? N2 N1 C5 C4 . . . . -117.3(2) ? C18 N1 C5 C4 . . . . 69.8(3) ? N1 N2 C6 C14 . . . . 0.5(3) ? N1 N2 C6 N3 . . . . -177.40(17) ? N4 N3 C6 N2 . . . . -65.2(3) ? N4 N3 C6 C14 . . . . 116.8(2) ? N3 N4 C7 C13 . . . . -12.0(4) ? N3 N4 C7 C8 . . . . 167.7(2) ? C13 C7 C8 C9 . . . . 1.0(4) ? N4 C7 C8 C9 . . . . -178.7(3) ? C7 C8 C9 C10 . . . . -1.0(5) ? C8 C9 C10 C12 . . . . 0.1(5) ? C8 C9 C10 C11 . . . . -179.8(3) ? C9 C10 C12 C13 . . . . 0.7(4) ? C11 C10 C12 C13 . . . . -179.4(3) ? C8 C7 C13 C12 . . . . -0.3(4) ? N4 C7 C13 C12 . . . . 179.4(2) ? C10 C12 C13 C7 . . . . -0.6(4) ? N2 C6 C14 C15 . . . . 177.3(2) ? N3 C6 C14 C15 . . . . -4.9(3) ? N2 C6 C14 C17 . . . . 1.1(3) ? N3 C6 C14 C17 . . . . 178.90(18) ? C17 C14 C15 C19 . . . . -178.4(3) ? C6 C14 C15 C19 . . . . 5.3(4) ? C17 C14 C15 S1 . . . . 0.5(2) ? C6 C14 C15 S1 . . . . -175.76(19) ? C16 S1 C15 C14 . . . . -0.32(18) ? C16 S1 C15 C19 . . . . 178.8(2) ? C15 S1 C16 N5 . . . . -178.4(2) ? C15 S1 C16 C17 . . . . 0.08(18) ? N5 C16 C17 C14 . . . . 178.6(2) ? S1 C16 C17 C14 . . . . 0.2(2) ? N5 C16 C17 C18 . . . . -4.9(4) ? S1 C16 C17 C18 . . . . 176.70(17) ? C15 C14 C17 C16 . . . . -0.4(3) ? C6 C14 C17 C16 . . . . 176.39(19) ? C15 C14 C17 C18 . . . . -177.11(19) ? C6 C14 C17 C18 . . . . -0.3(3) ? N2 N1 C18 O1 . . . . -176.00(19) ? C5 N1 C18 O1 . . . . -4.1(3) ? N2 N1 C18 C17 . . . . 3.7(3) ? C5 N1 C18 C17 . . . . 175.62(18) ? C16 C17 C18 O1 . . . . 1.5(4) ? C14 C17 C18 O1 . . . . 177.8(2) ? C16 C17 C18 N1 . . . . -178.1(2) ? C14 C17 C18 N1 . . . . -1.9(3) ? C4 C5 C20 C21 . . . . 1.9(4) ? N1 C5 C20 C21 . . . . -175.4(2) ? C3 C2 C21 C20 . . . . -1.1(4) ? C1 C2 C21 C20 . . . . 179.5(3) ? C5 C20 C21 C2 . . . . -0.3(4) ? C36 C23 C24 C25 . . . . -2.0(4) ? C22 C23 C24 C25 . . . . 178.3(2) ? C23 C24 C25 C26 . . . . 0.5(4) ? C24 C25 C26 C37 . . . . 1.1(3) ? C24 C25 C26 N6 . . . . -177.8(2) ? N7 N6 C26 C25 . . . . -5.3(3) ? N7 N6 C26 C37 . . . . 175.8(2) ? N9 N8 C27 N7 . . . . -178.64(16) ? N9 N8 C27 C35 . . . . 2.8(3) ? N6 N7 C27 N8 . . . . 15.8(3) ? N6 N7 C27 C35 . . . . -165.48(18) ? N8 N9 C28 C41 . . . . 39.0(2) ? C33 N9 C28 C41 . . . . -132.7(2) ? N8 N9 C28 C29 . . . . -139.90(19) ? C33 N9 C28 C29 . . . . 48.5(3) ? C41 C28 C29 C30 . . . . 2.0(3) ? N9 C28 C29 C30 . . . . -179.14(18) ? C28 C29 C30 C31 . . . . -0.3(3) ? C29 C30 C31 C42 . . . . -1.5(3) ? C29 C30 C31 C32 . . . . 178.4(2) ? N8 N9 C33 O2 . . . . 179.86(18) ? C28 N9 C33 O2 . . . . -9.5(3) ? N8 N9 C33 C34 . . . . -1.0(3) ? C28 N9 C33 C34 . . . . 169.70(17) ? O2 C33 C34 C39 . . . . 5.2(3) ? N9 C33 C34 C39 . . . . -173.93(19) ? O2 C33 C34 C35 . . . . 179.21(19) ? N9 C33 C34 C35 . . . . 0.1(3) ? C39 C34 C35 C38 . . . . -2.2(3) ? C33 C34 C35 C38 . . . . -176.75(19) ? C39 C34 C35 C27 . . . . 176.49(18) ? C33 C34 C35 C27 . . . . 1.9(3) ? N8 C27 C35 C38 . . . . 174.9(2) ? N7 C27 C35 C38 . . . . -3.7(3) ? N8 C27 C35 C34 . . . . -3.5(3) ? N7 C27 C35 C34 . . . . 177.93(16) ? C24 C23 C36 C37 . . . . 2.0(4) ? C22 C23 C36 C37 . . . . -178.4(3) ? C23 C36 C37 C26 . . . . -0.4(4) ? C25 C26 C37 C36 . . . . -1.1(4) ? N6 C26 C37 C36 . . . . 177.9(2) ? C34 C35 C38 C40 . . . . 176.6(2) ? C27 C35 C38 C40 . . . . -1.8(4) ? C34 C35 C38 S2 . . . . 0.6(2) ? C27 C35 C38 S2 . . . . -177.82(18) ? C39 S2 C38 C35 . . . . 0.83(17) ? C39 S2 C38 C40 . . . . -175.83(18) ? C33 C34 C39 N10 . . . . -0.6(4) ? C35 C34 C39 N10 . . . . -175.1(2) ? C33 C34 C39 S2 . . . . 177.17(16) ? C35 C34 C39 S2 . . . . 2.7(2) ? C38 S2 C39 N10 . . . . 175.9(2) ? C38 S2 C39 C34 . . . . -2.02(17) ? C29 C28 C41 C42 . . . . -2.0(3) ? N9 C28 C41 C42 . . . . 179.14(19) ? C28 C41 C42 C31 . . . . 0.2(4) ? C30 C31 C42 C41 . . . . 1.6(3) ? C32 C31 C42 C41 . . . . -178.3(2) ?