data_2006sot0998 _chemical_compound_source 'Huma Aslam Bhatti' loop_ _publ_author_name 'Mark Light' 'Huma Aslam Bhatti' 'Jeremy Kilburn' _journal_coden_Cambridge 1078 _journal_year 2006 _journal_name_full 'Private Communication ' _database_code_CSD 6SOT0998 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H18 O4' _chemical_formula_weight 358.37 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.0051(3) _cell_length_b 11.6649(8) _cell_length_c 14.9236(11) _cell_angle_alpha 83.448(3) _cell_angle_beta 83.971(4) _cell_angle_gamma 87.747(4) _cell_volume 860.49(10) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3750 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'Rod' _exptl_crystal_colour 'Colourless' _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.383 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 376 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9586 _exptl_absorpt_correction_T_max 0.9972 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 7308 reflections reduced R(int) from 0.2420 to 0.0575 Ratio of minimum to maximum apparent transmission: 0.715883 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13606 _diffrn_reflns_av_R_equivalents 0.0770 _diffrn_reflns_av_sigmaI/netI 0.0888 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3926 _reflns_number_gt 2330 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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. ; _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^)+(0.0821P)^2^+0.1065P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3926 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1273 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.1793 _refine_ls_wR_factor_gt 0.1528 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 C1 C 0.7923(5) 0.4572(2) 0.73853(16) 0.0265(6) Uani 1 1 d . . . H1 H 0.7869 0.3925 0.7056 0.032 Uiso 1 1 calc R . . C2 C 0.9902(5) 0.5381(2) 0.71305(17) 0.0310(6) Uani 1 1 d . . . H2 H 1.1178 0.5293 0.6623 0.037 Uiso 1 1 calc R . . C3 C 1.0010(5) 0.6313(2) 0.76157(18) 0.0306(6) Uani 1 1 d . . . H3 H 1.1368 0.6865 0.7445 0.037 Uiso 1 1 calc R . . C4 C 0.8141(5) 0.6445(2) 0.83518(18) 0.0309(6) Uani 1 1 d . . . H4 H 0.8232 0.7085 0.8687 0.037 Uiso 1 1 calc R . . C5 C 0.6145(5) 0.5652(2) 0.86025(17) 0.0290(6) Uani 1 1 d . . . H5 H 0.4860 0.5755 0.9104 0.035 Uiso 1 1 calc R . . C6 C 0.6007(5) 0.4702(2) 0.81238(16) 0.0244(6) Uani 1 1 d . . . C7 C 0.3933(5) 0.3833(2) 0.83892(16) 0.0229(5) Uani 1 1 d . . . C8 C 0.2092(5) 0.3786(2) 0.91168(17) 0.0262(6) Uani 1 1 d . . . H8 H 0.2102 0.4358 0.9521 0.031 Uiso 1 1 calc R . . C9 C 0.0097(5) 0.2903(2) 0.93099(16) 0.0251(6) Uani 1 1 d . . . C10 C 0.0309(4) 0.2044(2) 0.86593(16) 0.0238(5) Uani 1 1 d . . . C11 C -0.1436(5) 0.1109(2) 0.87419(16) 0.0259(6) Uani 1 1 d . . . H11 H -0.2815 0.1028 0.9232 0.031 Uiso 1 1 calc R . . C23 C 0.2270(4) 0.2140(2) 0.79353(16) 0.0240(6) Uani 1 1 d . . . C12 C -0.1170(5) 0.0316(2) 0.81245(16) 0.0238(6) Uani 1 1 d . . . C13 C 0.0925(5) 0.0421(2) 0.74020(16) 0.0247(6) Uani 1 1 d . . . C14 C 0.2609(5) 0.1342(2) 0.73047(17) 0.0261(6) Uani 1 1 d . . . H14 H 0.3983 0.1431 0.6814 0.031 Uiso 1 1 calc R . . C15 C -0.4683(5) -0.0838(2) 0.89108(17) 0.0322(6) Uani 1 1 d . . . H15A H -0.3751 -0.0976 0.9460 0.048 Uiso 1 1 calc R . . H15B H -0.5698 -0.1520 0.8847 0.048 Uiso 1 1 calc R . . H15C H -0.5921 -0.0170 0.8955 0.048 Uiso 1 1 calc R . . C16 C 0.3505(5) -0.0430(2) 0.62184(17) 0.0293(6) Uani 1 1 d . . . H16A H 0.5126 -0.0418 0.6544 0.035 Uiso 1 1 calc R . . H16B H 0.3471 0.0272 0.5779 0.035 Uiso 1 1 calc R . . C17 C 0.3604(5) -0.1485(2) 0.57258(16) 0.0274(6) Uani 1 1 d . . . C18 C 0.1963(5) -0.1577(2) 0.50482(18) 0.0329(6) Uani 1 1 d . . . H18 H 0.0676 -0.0978 0.4913 0.039 Uiso 1 1 calc R . . C19 C 0.2167(5) -0.2524(2) 0.45654(18) 0.0336(6) Uani 1 1 d . . . H19 H 0.1010 -0.2579 0.4108 0.040 Uiso 1 1 calc R . . C20 C 0.4055(5) -0.3389(2) 0.47496(18) 0.0324(6) Uani 1 1 d . . . H20 H 0.4226 -0.4036 0.4412 0.039 Uiso 1 1 calc R . . C21 C 0.5689(5) -0.3310(2) 0.54251(19) 0.0361(7) Uani 1 1 d . . . H21 H 0.6982 -0.3907 0.5555 0.043 Uiso 1 1 calc R . . C22 C 0.5467(5) -0.2368(2) 0.59156(18) 0.0331(6) Uani 1 1 d . . . H22 H 0.6594 -0.2326 0.6384 0.040 Uiso 1 1 calc R . . O1 O 0.4049(3) 0.30276(14) 0.77897(11) 0.0263(4) Uani 1 1 d . . . O2 O -0.1641(3) 0.28627(16) 0.99628(12) 0.0332(5) Uani 1 1 d . . . O3 O -0.2754(3) -0.06151(14) 0.81367(11) 0.0291(4) Uani 1 1 d . . . O4 O 0.1135(3) -0.04448(14) 0.68529(11) 0.0292(4) Uani 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 C1 0.0291(13) 0.0270(14) 0.0236(14) -0.0038(11) -0.0030(10) -0.0019(11) C2 0.0293(14) 0.0355(16) 0.0267(14) 0.0013(12) -0.0011(11) -0.0027(11) C3 0.0307(13) 0.0250(15) 0.0355(16) 0.0058(12) -0.0087(11) -0.0068(11) C4 0.0369(15) 0.0237(14) 0.0334(15) -0.0046(11) -0.0075(12) -0.0028(11) C5 0.0299(14) 0.0286(15) 0.0285(14) -0.0056(11) 0.0002(11) -0.0023(11) C6 0.0281(13) 0.0241(14) 0.0209(13) 0.0000(10) -0.0045(10) 0.0001(10) C7 0.0298(13) 0.0206(13) 0.0190(12) -0.0037(10) -0.0045(10) 0.0014(10) C8 0.0281(13) 0.0294(14) 0.0221(13) -0.0072(11) -0.0031(10) -0.0002(11) C9 0.0254(13) 0.0263(14) 0.0229(13) -0.0026(11) -0.0001(10) 0.0020(10) C10 0.0232(12) 0.0263(14) 0.0211(13) -0.0023(10) -0.0004(10) 0.0010(10) C11 0.0251(13) 0.0283(14) 0.0226(13) 0.0000(11) 0.0033(10) -0.0029(10) C23 0.0230(12) 0.0234(13) 0.0250(13) 0.0003(11) -0.0018(10) -0.0034(10) C12 0.0255(12) 0.0227(13) 0.0223(13) 0.0006(10) 0.0007(10) -0.0047(10) C13 0.0295(13) 0.0233(14) 0.0218(13) -0.0046(10) -0.0011(10) -0.0023(10) C14 0.0280(13) 0.0269(14) 0.0225(13) -0.0033(11) 0.0037(10) -0.0026(10) C15 0.0322(14) 0.0330(15) 0.0290(15) -0.0013(12) 0.0083(11) -0.0092(11) C16 0.0303(13) 0.0323(15) 0.0245(14) -0.0061(11) 0.0063(10) -0.0069(11) C17 0.0286(13) 0.0288(15) 0.0242(14) -0.0055(11) 0.0056(10) -0.0091(11) C18 0.0319(14) 0.0315(16) 0.0362(16) -0.0082(13) -0.0045(12) 0.0025(12) C19 0.0375(15) 0.0346(16) 0.0304(15) -0.0083(12) -0.0060(12) -0.0031(12) C20 0.0402(15) 0.0265(15) 0.0301(15) -0.0068(12) 0.0032(12) -0.0043(12) C21 0.0408(16) 0.0279(16) 0.0384(17) -0.0010(13) -0.0034(13) 0.0033(12) C22 0.0410(15) 0.0337(16) 0.0246(14) -0.0017(12) -0.0042(11) -0.0036(13) O1 0.0290(9) 0.0243(10) 0.0253(10) -0.0057(8) 0.0035(7) -0.0052(7) O2 0.0354(10) 0.0389(11) 0.0244(10) -0.0074(8) 0.0075(8) -0.0070(8) O3 0.0319(9) 0.0285(10) 0.0260(10) -0.0050(8) 0.0068(7) -0.0093(8) O4 0.0314(9) 0.0285(10) 0.0277(10) -0.0093(8) 0.0062(7) -0.0085(8) _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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.389(3) . ? C1 C6 1.401(3) . ? C2 C3 1.378(4) . ? C3 C4 1.384(4) . ? C4 C5 1.382(3) . ? C5 C6 1.393(3) . ? C6 C7 1.472(3) . ? C7 C8 1.346(3) . ? C7 O1 1.365(3) . ? C8 C9 1.446(3) . ? C9 O2 1.234(3) . ? C9 C10 1.467(3) . ? C10 C23 1.379(3) . ? C10 C11 1.410(3) . ? C11 C12 1.372(3) . ? C23 O1 1.376(3) . ? C23 C14 1.391(3) . ? C12 O3 1.366(3) . ? C12 C13 1.421(3) . ? C13 O4 1.366(3) . ? C13 C14 1.376(3) . ? C15 O3 1.432(3) . ? C16 O4 1.438(3) . ? C16 C17 1.500(3) . ? C17 C18 1.384(3) . ? C17 C22 1.387(4) . ? C18 C19 1.381(4) . ? C19 C20 1.380(4) . ? C20 C21 1.376(4) . ? C21 C22 1.382(4) . ? 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 C2 C1 C6 120.6(2) . . ? C3 C2 C1 119.8(2) . . ? C2 C3 C4 120.1(2) . . ? C5 C4 C3 120.5(2) . . ? C4 C5 C6 120.4(2) . . ? C5 C6 C1 118.6(2) . . ? C5 C6 C7 121.4(2) . . ? C1 C6 C7 120.0(2) . . ? C8 C7 O1 121.4(2) . . ? C8 C7 C6 127.1(2) . . ? O1 C7 C6 111.4(2) . . ? C7 C8 C9 122.9(2) . . ? O2 C9 C8 123.7(2) . . ? O2 C9 C10 122.1(2) . . ? C8 C9 C10 114.2(2) . . ? C23 C10 C11 118.0(2) . . ? C23 C10 C9 119.7(2) . . ? C11 C10 C9 122.4(2) . . ? C12 C11 C10 120.9(2) . . ? O1 C23 C10 122.4(2) . . ? O1 C23 C14 115.2(2) . . ? C10 C23 C14 122.5(2) . . ? O3 C12 C11 125.7(2) . . ? O3 C12 C13 114.6(2) . . ? C11 C12 C13 119.7(2) . . ? O4 C13 C14 124.5(2) . . ? O4 C13 C12 115.61(19) . . ? C14 C13 C12 119.9(2) . . ? C13 C14 C23 119.1(2) . . ? O4 C16 C17 109.27(18) . . ? C18 C17 C22 118.7(2) . . ? C18 C17 C16 121.4(2) . . ? C22 C17 C16 119.8(2) . . ? C19 C18 C17 121.0(2) . . ? C20 C19 C18 119.8(2) . . ? C21 C20 C19 119.6(2) . . ? C20 C21 C22 120.6(3) . . ? C21 C22 C17 120.2(2) . . ? C7 O1 C23 119.48(18) . . ? C12 O3 C15 116.59(19) . . ? C13 O4 C16 115.05(17) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.316 _refine_diff_density_min -0.274 _refine_diff_density_rms 0.066