# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Nangia, Ashwini' _publ_contact_author_email ashwini.nangia@gmail.com _publ_section_title ; Supramolecular Networks of H-shaped Aromatic Phenol Host ; _publ_author_name 'Ashwini Nangia' # Attachment '- 1 pure.cif' data_an479_1_pure _database_code_depnum_ccdc_archive 'CCDC 717784' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene ; _chemical_name_common 1,4-di(bis(4'-hydroxyphenyl)methyl)benzene _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4' _chemical_formula_sum 'C32 H26 O4' _chemical_formula_weight 474.53 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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1926(10) _cell_length_b 11.0478(10) _cell_length_c 13.0960(14) _cell_angle_alpha 101.849(2) _cell_angle_beta 102.082(2) _cell_angle_gamma 115.675(2) _cell_volume 1224.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 675 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 19.44 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.287 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9769 _exptl_absorpt_correction_T_max 0.9975 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12394 _diffrn_reflns_av_R_equivalents 0.1095 _diffrn_reflns_av_sigmaI/netI 0.1516 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 26.07 _reflns_number_total 4633 _reflns_number_gt 2595 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Some of the bad reflections are deleted using OMIT command. ; _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^)+(0.0286P)^2^+0.0000P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4633 _refine_ls_number_parameters 341 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1563 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.1248 _refine_ls_wR_factor_gt 0.1032 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 0.4907(4) 1.1255(3) 0.2728(3) 0.0174(8) Uani 1 1 d . . . C2 C 0.5145(4) 1.0321(4) 0.3191(3) 0.0221(9) Uani 1 1 d . . . H2 H 0.5657 1.0614 0.3965 0.027 Uiso 1 1 calc R . . C3 C 0.4624(4) 0.8943(3) 0.2509(3) 0.0184(8) Uani 1 1 d . . . H3 H 0.4790 0.8301 0.2828 0.022 Uiso 1 1 calc R . . C4 C 0.3879(4) 0.8488(3) 0.1389(3) 0.0141(8) Uani 1 1 d . . . C5 C 0.3641(4) 0.9445(3) 0.0944(3) 0.0230(9) Uani 1 1 d . . . H5 H 0.3117 0.9147 0.0172 0.028 Uiso 1 1 calc R . . C6 C 0.4149(4) 1.0821(4) 0.1601(3) 0.0228(9) Uani 1 1 d . . . H6 H 0.3979 1.1461 0.1282 0.027 Uiso 1 1 calc R . . C7 C 0.3315(4) 0.6978(3) 0.0620(3) 0.0185(8) Uani 1 1 d . . . H7 H 0.3521 0.7077 -0.0081 0.022 Uiso 1 1 calc R . . C8 C 0.4217(4) 0.6296(3) 0.1097(3) 0.0152(8) Uani 1 1 d . . . C9 C 0.3675(4) 0.5340(3) 0.1641(3) 0.0213(9) Uani 1 1 d . . . H9 H 0.2687 0.5062 0.1714 0.026 Uiso 1 1 calc R . . C10 C 0.4549(4) 0.4773(4) 0.2086(3) 0.0225(9) Uani 1 1 d . . . H10 H 0.4161 0.4119 0.2463 0.027 Uiso 1 1 calc R . . C11 C 0.5972(4) 0.5162(3) 0.1978(3) 0.0179(8) Uani 1 1 d . . . C12 C 0.6543(4) 0.6113(3) 0.1421(3) 0.0188(8) Uani 1 1 d . . . H12 H 0.7525 0.6378 0.1340 0.023 Uiso 1 1 calc R . . C13 C 0.5654(4) 0.6668(3) 0.0987(3) 0.0172(8) Uani 1 1 d . . . H13 H 0.6039 0.7318 0.0606 0.021 Uiso 1 1 calc R . . C14 C 0.1585(4) 0.5998(3) 0.0300(3) 0.0148(8) Uani 1 1 d . . . C15 C 0.0809(4) 0.5984(3) 0.1051(3) 0.0177(8) Uani 1 1 d . . . H15 H 0.1349 0.6666 0.1777 0.021 Uiso 1 1 calc R . . C16 C 0.0745(4) 0.5007(3) -0.0763(3) 0.0171(8) Uani 1 1 d . . . H16 H 0.1243 0.5007 -0.1301 0.021 Uiso 1 1 calc R . . C17 C 0.1563(4) 0.5015(3) 0.4019(3) 0.0180(8) Uani 1 1 d . . . C18 C 0.2393(4) 0.4298(3) 0.4045(3) 0.0197(8) Uani 1 1 d . . . H18 H 0.3456 0.4787 0.4488 0.024 Uiso 1 1 calc R . . C19 C 0.1665(4) 0.2865(3) 0.3421(3) 0.0185(8) Uani 1 1 d . . . H19 H 0.2236 0.2377 0.3447 0.022 Uiso 1 1 calc R . . C20 C 0.0109(4) 0.2124(3) 0.2757(3) 0.0120(8) Uani 1 1 d . . . C21 C -0.0691(4) 0.2872(3) 0.2746(3) 0.0180(8) Uani 1 1 d . . . H21 H -0.1753 0.2390 0.2303 0.022 Uiso 1 1 calc R . . C22 C 0.0026(4) 0.4307(3) 0.3370(3) 0.0198(9) Uani 1 1 d . . . H22 H -0.0542 0.4798 0.3349 0.024 Uiso 1 1 calc R . . C23 C -0.0688(4) 0.0550(3) 0.2066(3) 0.0158(8) Uani 1 1 d . . . H23 H -0.1824 0.0201 0.1829 0.019 Uiso 1 1 calc R . . C24 C -0.0402(4) -0.0304(3) 0.2781(3) 0.0144(8) Uani 1 1 d . . . C25 C -0.1369(4) -0.0814(3) 0.3367(3) 0.0171(8) Uani 1 1 d . . . H25 H -0.2216 -0.0645 0.3308 0.021 Uiso 1 1 calc R . . C26 C -0.1131(4) -0.1578(3) 0.4051(3) 0.0195(8) Uani 1 1 d . . . H26 H -0.1826 -0.1954 0.4433 0.023 Uiso 1 1 calc R . . C27 C 0.0128(4) -0.1773(3) 0.4157(3) 0.0192(8) Uani 1 1 d . . . C28 C 0.1120(4) -0.1274(3) 0.3592(3) 0.0202(9) Uani 1 1 d . . . H27 H 0.1981 -0.1424 0.3672 0.024 Uiso 1 1 calc R . . C29 C 0.0851(4) -0.0542(3) 0.2896(3) 0.0190(8) Uani 1 1 d . . . H29 H 0.1529 -0.0202 0.2495 0.023 Uiso 1 1 calc R . . C30 C -0.0310(4) 0.0278(3) 0.1006(3) 0.0143(8) Uani 1 1 d . . . C31 C 0.0430(4) 0.1370(3) 0.0597(3) 0.0175(8) Uani 1 1 d . . . H31 H 0.0732 0.2322 0.0998 0.021 Uiso 1 1 calc R . . C32 C -0.0726(4) -0.1087(3) 0.0375(3) 0.0187(8) Uani 1 1 d . . . H32 H -0.1237 -0.1856 0.0625 0.022 Uiso 1 1 calc R . . H1A H 0.609(5) 1.289(4) 0.410(3) 0.064(15) Uiso 1 1 d . . . H2A H 0.644(5) 0.390(5) 0.266(4) 0.076(17) Uiso 1 1 d . . . H3A H 0.171(4) 0.673(4) 0.480(3) 0.044(14) Uiso 1 1 d . . . H4B H -0.014(5) -0.267(4) 0.516(3) 0.042(14) Uiso 1 1 d . . . O1 O 0.5400(3) 1.2639(2) 0.3366(2) 0.0247(6) Uani 1 1 d . . . O2 O 0.6886(3) 0.4639(3) 0.2409(2) 0.0271(7) Uani 1 1 d . . . O3 O 0.2338(3) 0.6438(3) 0.4655(2) 0.0264(7) Uani 1 1 d . . . O4 O 0.0452(3) -0.2490(3) 0.4833(2) 0.0279(7) 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 0.0102(19) 0.0122(18) 0.021(2) 0.0031(16) 0.0026(16) 0.0008(15) C2 0.022(2) 0.025(2) 0.021(2) 0.0067(18) 0.0077(17) 0.0128(18) C3 0.021(2) 0.0134(19) 0.019(2) 0.0079(16) 0.0044(17) 0.0078(17) C4 0.0085(18) 0.0098(17) 0.014(2) -0.0008(15) 0.0012(15) -0.0003(15) C5 0.022(2) 0.019(2) 0.021(2) 0.0061(17) -0.0001(17) 0.0079(17) C6 0.023(2) 0.019(2) 0.023(2) 0.0068(17) 0.0017(18) 0.0098(17) C7 0.018(2) 0.023(2) 0.014(2) 0.0065(16) 0.0073(16) 0.0097(17) C8 0.0082(19) 0.0137(18) 0.013(2) -0.0024(15) 0.0013(15) 0.0011(15) C9 0.015(2) 0.019(2) 0.029(2) 0.0063(17) 0.0090(18) 0.0075(17) C10 0.024(2) 0.023(2) 0.028(2) 0.0125(18) 0.0145(18) 0.0148(18) C11 0.024(2) 0.0144(18) 0.019(2) 0.0051(16) 0.0082(17) 0.0119(17) C12 0.016(2) 0.0135(18) 0.028(2) 0.0063(17) 0.0133(18) 0.0062(16) C13 0.021(2) 0.0164(19) 0.0131(19) 0.0034(15) 0.0050(16) 0.0094(17) C14 0.0133(19) 0.0172(19) 0.017(2) 0.0080(16) 0.0042(16) 0.0101(16) C15 0.018(2) 0.0176(19) 0.015(2) 0.0001(15) 0.0025(16) 0.0108(17) C16 0.018(2) 0.021(2) 0.018(2) 0.0093(16) 0.0102(17) 0.0119(17) C17 0.026(2) 0.0146(19) 0.013(2) 0.0045(16) 0.0101(17) 0.0082(17) C18 0.020(2) 0.020(2) 0.020(2) 0.0076(17) 0.0103(17) 0.0095(17) C19 0.024(2) 0.0169(19) 0.018(2) 0.0060(16) 0.0101(17) 0.0125(17) C20 0.0124(19) 0.0170(18) 0.0114(19) 0.0080(15) 0.0076(15) 0.0082(16) C21 0.020(2) 0.022(2) 0.014(2) 0.0071(16) 0.0043(16) 0.0112(17) C22 0.030(2) 0.023(2) 0.013(2) 0.0054(16) 0.0056(17) 0.0195(19) C23 0.0086(19) 0.0177(19) 0.020(2) 0.0049(16) 0.0053(16) 0.0059(16) C24 0.019(2) 0.0080(17) 0.0083(18) -0.0035(14) 0.0027(16) 0.0041(16) C25 0.023(2) 0.0092(18) 0.024(2) 0.0080(16) 0.0120(17) 0.0090(16) C26 0.026(2) 0.0145(19) 0.013(2) 0.0003(15) 0.0078(17) 0.0074(17) C27 0.033(2) 0.0117(18) 0.012(2) 0.0044(15) 0.0082(18) 0.0099(18) C28 0.026(2) 0.021(2) 0.018(2) 0.0052(17) 0.0087(18) 0.0157(18) C29 0.022(2) 0.0191(19) 0.020(2) 0.0080(17) 0.0125(17) 0.0109(17) C30 0.0068(18) 0.0151(18) 0.016(2) 0.0041(15) 0.0023(15) 0.0023(15) C31 0.029(2) 0.0089(17) 0.013(2) 0.0030(15) 0.0054(17) 0.0092(17) C32 0.019(2) 0.0113(18) 0.024(2) 0.0076(16) 0.0108(17) 0.0031(16) O1 0.0343(17) 0.0133(14) 0.0196(16) 0.0016(12) 0.0028(13) 0.0107(13) O2 0.0227(16) 0.0277(15) 0.0406(18) 0.0183(14) 0.0116(13) 0.0173(13) O3 0.0281(17) 0.0153(14) 0.0320(17) 0.0035(12) 0.0071(14) 0.0110(13) O4 0.050(2) 0.0320(16) 0.0277(17) 0.0224(14) 0.0266(15) 0.0307(15) _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 1.380(4) . ? C1 C6 1.384(4) . ? C1 O1 1.387(4) . ? C2 C3 1.393(4) . ? C3 C4 1.371(4) . ? C4 C5 1.390(4) . ? C4 C7 1.538(4) . ? C5 C6 1.383(4) . ? C7 C14 1.519(4) . ? C7 C8 1.535(4) . ? C8 C9 1.378(4) . ? C8 C13 1.388(4) . ? C9 C10 1.394(4) . ? C10 C11 1.371(4) . ? C11 O2 1.378(4) . ? C11 C12 1.391(4) . ? C12 C13 1.390(4) . ? C14 C15 1.384(4) . ? C14 C16 1.390(4) . ? C15 C16 1.388(4) 2_565 ? C16 C15 1.388(4) 2_565 ? C17 C22 1.378(4) . ? C17 O3 1.378(4) . ? C17 C18 1.387(4) . ? C18 C19 1.387(4) . ? C19 C20 1.395(4) . ? C20 C21 1.390(4) . ? C20 C23 1.525(4) . ? C21 C22 1.389(4) . ? C23 C30 1.523(4) . ? C23 C24 1.530(4) . ? C24 C25 1.374(4) . ? C24 C29 1.396(4) . ? C25 C26 1.405(4) . ? C26 C27 1.374(4) . ? C27 C28 1.367(4) . ? C27 O4 1.384(4) . ? C28 C29 1.396(4) . ? C30 C32 1.386(4) . ? C30 C31 1.398(4) . ? C31 C32 1.374(4) 2 ? C32 C31 1.374(4) 2 ? 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 120.3(3) . . ? C2 C1 O1 121.7(3) . . ? C6 C1 O1 118.0(3) . . ? C1 C2 C3 119.1(3) . . ? C4 C3 C2 121.8(3) . . ? C3 C4 C5 117.9(3) . . ? C3 C4 C7 122.6(3) . . ? C5 C4 C7 119.4(3) . . ? C6 C5 C4 121.5(3) . . ? C5 C6 C1 119.3(3) . . ? C14 C7 C8 110.8(3) . . ? C14 C7 C4 112.9(3) . . ? C8 C7 C4 112.5(3) . . ? C9 C8 C13 118.2(3) . . ? C9 C8 C7 123.1(3) . . ? C13 C8 C7 118.7(3) . . ? C8 C9 C10 121.2(3) . . ? C11 C10 C9 119.8(3) . . ? C10 C11 O2 122.0(3) . . ? C10 C11 C12 120.4(3) . . ? O2 C11 C12 117.7(3) . . ? C13 C12 C11 118.9(3) . . ? C8 C13 C12 121.5(3) . . ? C15 C14 C16 117.7(3) . . ? C15 C14 C7 122.5(3) . . ? C16 C14 C7 119.7(3) . . ? C14 C15 C16 121.3(3) . 2_565 ? C15 C16 C14 121.0(3) 2_565 . ? C22 C17 O3 122.4(3) . . ? C22 C17 C18 120.1(3) . . ? O3 C17 C18 117.5(3) . . ? C19 C18 C17 119.7(3) . . ? C18 C19 C20 121.3(3) . . ? C21 C20 C19 117.7(3) . . ? C21 C20 C23 121.1(3) . . ? C19 C20 C23 121.3(3) . . ? C22 C21 C20 121.5(3) . . ? C17 C22 C21 119.8(3) . . ? C30 C23 C20 113.8(3) . . ? C30 C23 C24 113.1(3) . . ? C20 C23 C24 110.5(3) . . ? C25 C24 C29 118.4(3) . . ? C25 C24 C23 119.5(3) . . ? C29 C24 C23 122.1(3) . . ? C24 C25 C26 121.3(3) . . ? C27 C26 C25 118.6(3) . . ? C28 C27 C26 121.6(3) . . ? C28 C27 O4 116.6(3) . . ? C26 C27 O4 121.8(3) . . ? C27 C28 C29 119.1(3) . . ? C24 C29 C28 120.9(3) . . ? C32 C30 C31 116.4(3) . . ? C32 C30 C23 121.2(3) . . ? C31 C30 C23 122.4(3) . . ? C32 C31 C30 121.1(3) 2 . ? C31 C32 C30 122.6(3) 2 . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 26.07 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.253 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.057 # Attachment '- 1 BipyNO.cif' data_an613_1_BipyNO _database_code_depnum_ccdc_archive 'CCDC 717785' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1:2 complex of 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene and 4,4'-bipyridine-N,N'-dioxide ; _chemical_name_common ; 1:2 complex of 1,4-di(bis(4'-hydroxyphenyl)methyl)benzene and 4,4'-bipyridine-N,N'-dioxide ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4, 2(C10 H8 N2 O2)' _chemical_formula_sum 'C52 H42 N4 O8' _chemical_formula_weight 850.90 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' N N 0.0061 0.0033 '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 Orthorhombic _symmetry_space_group_name_H-M 'Pca2(1) ' _symmetry_space_group_name_Hall P2c-2ac loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 20.631(4) _cell_length_b 7.1465(14) _cell_length_c 28.309(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4173.9(14) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 8027 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 23.96 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.354 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1784 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9605 _exptl_absorpt_correction_T_max 0.9908 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40681 _diffrn_reflns_av_R_equivalents 0.1267 _diffrn_reflns_av_sigmaI/netI 0.1018 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 26.27 _reflns_number_total 8317 _reflns_number_gt 5879 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Hydroxyl hydrogens are fixed geometrically using HFIX 83 command. Friedel pair merged using MERG 2 command. Some of the bad reflections are deleted using the OMIT command. ; _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^)+(0.1598P)^2^+1.3966P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 1(3) _refine_ls_number_reflns 8317 _refine_ls_number_parameters 577 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1569 _refine_ls_R_factor_gt 0.1249 _refine_ls_wR_factor_ref 0.2957 _refine_ls_wR_factor_gt 0.2726 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _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 0.3403(3) -0.2142(10) 0.2073(2) 0.0415(16) Uani 1 1 d . . . C2 C 0.2976(4) -0.3206(9) 0.1824(3) 0.0464(17) Uani 1 1 d . . . H2 H 0.2896 -0.4439 0.1912 0.056 Uiso 1 1 calc R . . C3 C 0.2661(3) -0.2431(9) 0.1438(2) 0.0445(16) Uani 1 1 d . . . H3 H 0.2378 -0.3167 0.1263 0.053 Uiso 1 1 calc R . . C4 C 0.2761(3) -0.0567(9) 0.1306(2) 0.0354(14) Uani 1 1 d . . . C5 C 0.3179(4) 0.0376(12) 0.1573(3) 0.057(2) Uani 1 1 d . . . H5 H 0.3267 0.1601 0.1483 0.068 Uiso 1 1 calc R . . C6 C 0.3487(4) -0.0260(12) 0.1960(3) 0.064(2) Uani 1 1 d . . . H6 H 0.3744 0.0522 0.2144 0.077 Uiso 1 1 calc R . . C7 C 0.2407(3) 0.0332(9) 0.0893(2) 0.0363(16) Uani 1 1 d . . . H7A H 0.2711 0.1217 0.0748 0.044 Uiso 1 1 calc R . . C8 C 0.2210(3) -0.1006(8) 0.0513(2) 0.0292(13) Uani 1 1 d . . . C9 C 0.1586(3) -0.1365(9) 0.0359(2) 0.0365(15) Uani 1 1 d . . . H9 H 0.1245 -0.0722 0.0499 0.044 Uiso 1 1 calc R . . C10 C 0.1452(4) -0.2606(9) 0.0015(2) 0.0413(16) Uani 1 1 d . . . H10 H 0.1025 -0.2861 -0.0068 0.050 Uiso 1 1 calc R . . C11 C 0.1971(5) -0.3518(9) -0.0219(2) 0.049(2) Uani 1 1 d . . . C12 C 0.2573(4) -0.3207(11) -0.0078(3) 0.0515(19) Uani 1 1 d . . . H12 H 0.2913 -0.3840 -0.0223 0.062 Uiso 1 1 calc R . . C13 C 0.2704(3) -0.1995(10) 0.0272(2) 0.0442(17) Uani 1 1 d . . . H13 H 0.3133 -0.1798 0.0359 0.053 Uiso 1 1 calc R . . C14 C 0.1816(3) 0.1508(8) 0.1071(2) 0.0275(13) Uani 1 1 d . . . C15 C 0.1648(3) 0.3192(9) 0.0847(2) 0.0374(15) Uani 1 1 d . . . H15 H 0.1906 0.3641 0.0603 0.045 Uiso 1 1 calc R . . C16 C 0.1118(3) 0.4176(8) 0.0979(2) 0.0324(14) Uani 1 1 d . . . H16 H 0.1024 0.5295 0.0826 0.039 Uiso 1 1 calc R . . C17 C 0.0714(3) 0.3562(8) 0.1335(2) 0.0302(13) Uani 1 1 d . . . C18 C 0.0853(3) 0.1872(8) 0.1546(2) 0.0339(14) Uani 1 1 d . . . H18 H 0.0573 0.1393 0.1773 0.041 Uiso 1 1 calc R . . C19 C 0.1397(3) 0.0891(9) 0.1426(2) 0.0409(16) Uani 1 1 d . . . H19 H 0.1491 -0.0217 0.1584 0.049 Uiso 1 1 calc R . . C20 C 0.0137(3) 0.4731(8) 0.14989(19) 0.0248(12) Uani 1 1 d . . . H20 H -0.0173 0.3827 0.1628 0.030 Uiso 1 1 calc R . . C21 C -0.0226(3) 0.5722(8) 0.1104(2) 0.0282(13) Uani 1 1 d . . . C22 C -0.0683(4) 0.4855(10) 0.0845(3) 0.060(2) Uani 1 1 d . . . H22 H -0.0784 0.3619 0.0917 0.072 Uiso 1 1 calc R . . C23 C -0.1014(5) 0.5725(12) 0.0473(4) 0.083(3) Uani 1 1 d . . . H23 H -0.1334 0.5091 0.0306 0.099 Uiso 1 1 calc R . . C24 C -0.0858(3) 0.7496(11) 0.0364(2) 0.0483(18) Uani 1 1 d . . . C25 C -0.0423(3) 0.8463(10) 0.0631(3) 0.0461(17) Uani 1 1 d . . . H25 H -0.0348 0.9724 0.0572 0.055 Uiso 1 1 calc R . . C26 C -0.0095(3) 0.7569(8) 0.0991(2) 0.0374(15) Uani 1 1 d . . . H26 H 0.0220 0.8217 0.1160 0.045 Uiso 1 1 calc R . . C27 C 0.0312(3) 0.6012(9) 0.19134(19) 0.0307(14) Uani 1 1 d . . . C28 C 0.0936(3) 0.6383(8) 0.2032(2) 0.0326(14) Uani 1 1 d . . . H28 H 0.1270 0.5812 0.1866 0.039 Uiso 1 1 calc R . . C29 C 0.1087(3) 0.7637(9) 0.2409(2) 0.0380(15) Uani 1 1 d . . . H29 H 0.1514 0.7898 0.2490 0.046 Uiso 1 1 calc R . . C30 C 0.0569(3) 0.8461(10) 0.2653(2) 0.0409(16) Uani 1 1 d . . . C31 C -0.0066(3) 0.8107(9) 0.2519(2) 0.0412(16) Uani 1 1 d . . . H31 H -0.0408 0.8691 0.2675 0.049 Uiso 1 1 calc R . . C32 C -0.0186(3) 0.6882(9) 0.2154(2) 0.0369(15) Uani 1 1 d . . . H32 H -0.0613 0.6635 0.2067 0.044 Uiso 1 1 calc R . . C33 C 0.2339(4) 0.3033(10) 0.2636(2) 0.0469(17) Uani 1 1 d . . . H33 H 0.2414 0.2480 0.2343 0.056 Uiso 1 1 calc R . . C34 C 0.1733(4) 0.3116(10) 0.2808(2) 0.0460(17) Uani 1 1 d . . . H34 H 0.1393 0.2654 0.2626 0.055 Uiso 1 1 calc R . . C35 C 0.1599(3) 0.3887(8) 0.3256(2) 0.0364(15) Uani 1 1 d . . . C36 C 0.2138(3) 0.4591(10) 0.3501(2) 0.0422(16) Uani 1 1 d . . . H36 H 0.2080 0.5138 0.3796 0.051 Uiso 1 1 calc R . . C37 C 0.2764(3) 0.4482(10) 0.3307(2) 0.0438(16) Uani 1 1 d . . . H37 H 0.3121 0.4924 0.3474 0.053 Uiso 1 1 calc R . . C38 C 0.0213(4) 0.3908(11) 0.4125(3) 0.060(2) Uani 1 1 d . . . H38 H 0.0138 0.3843 0.4448 0.073 Uiso 1 1 calc R . . C39 C 0.0842(4) 0.3867(11) 0.3949(3) 0.055(2) Uani 1 1 d . . . H39 H 0.1189 0.3771 0.4157 0.066 Uiso 1 1 calc R . . C40 C 0.0965(3) 0.3968(8) 0.3456(2) 0.0373(15) Uani 1 1 d . . . C41 C 0.0395(3) 0.4100(10) 0.3181(3) 0.0492(19) Uani 1 1 d . . . H41 H 0.0436 0.4137 0.2854 0.059 Uiso 1 1 calc R . . C42 C -0.0176(4) 0.4171(13) 0.3361(4) 0.071(3) Uani 1 1 d . . . H42 H -0.0528 0.4319 0.3158 0.086 Uiso 1 1 calc R . . C43 C 0.2759(4) -0.0616(11) 0.3369(3) 0.057(2) Uani 1 1 d . . . H43 H 0.2715 -0.1115 0.3067 0.068 Uiso 1 1 calc R . . C44 C 0.3357(3) -0.0035(10) 0.3524(2) 0.0439(17) Uani 1 1 d . . . H44 H 0.3711 -0.0105 0.3322 0.053 Uiso 1 1 calc R . . C45 C 0.3438(3) 0.0657(8) 0.3980(2) 0.0335(14) Uani 1 1 d . . . C46 C 0.2898(3) 0.0748(11) 0.4251(3) 0.0470(18) Uani 1 1 d . . . H46 H 0.2932 0.1201 0.4558 0.056 Uiso 1 1 calc R . . C47 C 0.2305(3) 0.0195(11) 0.4089(3) 0.0488(19) Uani 1 1 d . . . H47 H 0.1944 0.0278 0.4283 0.059 Uiso 1 1 calc R . . C48 C 0.4757(4) 0.2160(12) 0.4810(3) 0.059(2) Uani 1 1 d . . . H48 H 0.4787 0.2711 0.5107 0.071 Uiso 1 1 calc R . . C49 C 0.4159(3) 0.1829(10) 0.4623(3) 0.0458(17) Uani 1 1 d . . . H49 H 0.3792 0.2096 0.4802 0.055 Uiso 1 1 calc R . . C50 C 0.4088(3) 0.1112(9) 0.4178(2) 0.0366(15) Uani 1 1 d . . . C51 C 0.4650(3) 0.0802(10) 0.3923(3) 0.0420(16) Uani 1 1 d . . . H51 H 0.4625 0.0362 0.3615 0.050 Uiso 1 1 calc R . . C52 C 0.5242(4) 0.1140(11) 0.4123(3) 0.058(2) Uani 1 1 d . . . H52 H 0.5612 0.0971 0.3940 0.070 Uiso 1 1 calc R . . N1 N 0.2836(3) 0.3738(8) 0.2882(2) 0.0440(14) Uani 1 1 d . . . N2 N -0.0288(3) 0.4044(9) 0.3817(3) 0.0624(19) Uani 1 1 d . . . N3 N 0.2245(3) -0.0470(9) 0.3646(2) 0.0516(17) Uani 1 1 d . . . N4 N 0.5312(3) 0.1710(9) 0.4575(2) 0.0504(15) Uani 1 1 d . . . O1 O 0.3719(3) -0.2888(9) 0.2471(2) 0.0739(18) Uani 1 1 d . . . H1A H 0.3602 -0.3973 0.2511 0.111 Uiso 1 1 calc R . . O2 O 0.1832(4) -0.4759(8) -0.0601(2) 0.080(2) Uani 1 1 d . . . H2A H 0.1439 -0.4802 -0.0644 0.120 Uiso 1 1 calc R . . O3 O -0.1198(3) 0.8322(8) -0.0010(2) 0.0680(16) Uani 1 1 d . . . H3A H -0.1069 0.9396 -0.0049 0.102 Uiso 1 1 calc R . . O4 O 0.0648(2) 0.9756(7) 0.30085(17) 0.0481(13) Uani 1 1 d . . . H4 H 0.1035 0.9881 0.3066 0.072 Uiso 1 1 calc R . . O5 O 0.3433(3) 0.3656(7) 0.2685(2) 0.0608(14) Uani 1 1 d . . . O6 O -0.0883(4) 0.3913(14) 0.3942(3) 0.113(3) Uani 1 1 d . . . O7 O 0.1694(3) -0.1119(9) 0.3499(3) 0.092(2) Uani 1 1 d . . . O8 O 0.5883(2) 0.1854(8) 0.4767(2) 0.0643(16) 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 0.032(4) 0.047(4) 0.045(4) -0.001(3) -0.013(3) 0.002(3) C2 0.061(5) 0.030(3) 0.048(4) 0.010(3) 0.002(4) -0.003(3) C3 0.045(4) 0.040(4) 0.048(4) 0.005(3) -0.017(3) -0.010(3) C4 0.020(3) 0.046(4) 0.041(3) 0.002(3) 0.009(3) 0.003(3) C5 0.062(6) 0.056(5) 0.053(5) -0.003(4) -0.015(4) -0.009(4) C6 0.045(5) 0.061(5) 0.087(6) -0.007(5) -0.035(4) -0.019(4) C7 0.013(3) 0.038(3) 0.058(4) 0.010(3) 0.021(3) -0.005(2) C8 0.028(3) 0.027(3) 0.033(3) 0.003(2) 0.008(3) -0.001(2) C9 0.038(4) 0.036(3) 0.035(3) -0.001(3) 0.005(3) 0.003(3) C10 0.057(4) 0.040(4) 0.028(3) -0.005(3) 0.004(3) -0.006(3) C11 0.096(7) 0.024(3) 0.026(3) 0.001(3) 0.017(4) 0.002(3) C12 0.040(4) 0.054(4) 0.060(5) -0.003(4) 0.018(4) 0.019(3) C13 0.042(4) 0.044(4) 0.046(4) 0.004(3) 0.022(3) 0.017(3) C14 0.028(3) 0.026(3) 0.028(3) 0.002(2) -0.006(2) -0.006(2) C15 0.026(3) 0.043(4) 0.043(4) 0.002(3) 0.017(3) -0.003(3) C16 0.033(3) 0.036(3) 0.028(3) 0.012(3) -0.004(3) -0.001(3) C17 0.030(3) 0.025(3) 0.036(3) 0.002(3) 0.003(3) -0.006(2) C18 0.040(4) 0.031(3) 0.031(3) 0.001(3) 0.008(3) 0.006(3) C19 0.053(4) 0.029(3) 0.040(4) 0.009(3) 0.007(3) 0.005(3) C20 0.023(3) 0.036(3) 0.015(2) -0.005(2) -0.002(2) 0.001(2) C21 0.015(3) 0.040(3) 0.029(3) -0.003(2) 0.002(2) -0.002(2) C22 0.057(5) 0.039(4) 0.085(6) 0.008(4) -0.037(5) -0.018(4) C23 0.094(7) 0.048(5) 0.106(8) 0.009(5) -0.064(6) -0.014(5) C24 0.039(4) 0.063(5) 0.042(4) -0.006(3) -0.012(3) 0.011(3) C25 0.042(4) 0.046(4) 0.051(4) 0.001(3) -0.017(3) -0.001(3) C26 0.026(3) 0.034(3) 0.052(4) 0.000(3) -0.015(3) -0.002(3) C27 0.022(3) 0.046(4) 0.024(3) 0.009(3) -0.003(2) 0.009(3) C28 0.022(3) 0.038(3) 0.037(3) -0.001(3) 0.011(3) 0.001(2) C29 0.018(3) 0.046(4) 0.050(4) 0.011(3) 0.005(3) -0.014(3) C30 0.040(4) 0.047(4) 0.036(3) 0.000(3) -0.008(3) 0.005(3) C31 0.028(4) 0.041(4) 0.054(4) -0.002(3) 0.002(3) 0.013(3) C32 0.026(3) 0.048(4) 0.036(3) -0.002(3) -0.016(3) 0.001(3) C33 0.046(4) 0.058(5) 0.036(4) 0.011(3) 0.000(3) 0.000(3) C34 0.052(5) 0.047(4) 0.039(4) 0.002(3) -0.002(3) 0.001(3) C35 0.039(4) 0.033(3) 0.037(3) 0.015(3) 0.001(3) 0.007(3) C36 0.035(4) 0.052(4) 0.040(4) 0.012(3) -0.010(3) -0.012(3) C37 0.030(4) 0.064(4) 0.037(4) 0.011(3) -0.007(3) -0.013(3) C38 0.046(5) 0.057(5) 0.078(6) 0.005(4) -0.007(4) -0.002(4) C39 0.043(5) 0.069(5) 0.053(4) -0.007(4) -0.010(4) 0.013(4) C40 0.038(4) 0.024(3) 0.050(4) 0.002(3) -0.007(3) -0.009(3) C41 0.021(4) 0.061(5) 0.066(5) 0.019(4) -0.024(3) -0.007(3) C42 0.050(6) 0.076(6) 0.088(7) 0.030(5) -0.024(5) -0.014(4) C43 0.061(5) 0.064(5) 0.045(4) 0.006(4) -0.028(4) -0.002(4) C44 0.019(3) 0.071(5) 0.042(4) 0.006(3) 0.004(3) 0.000(3) C45 0.032(3) 0.036(3) 0.033(3) 0.014(3) 0.004(3) -0.005(3) C46 0.041(4) 0.062(5) 0.038(4) 0.008(3) -0.006(3) 0.009(3) C47 0.013(3) 0.084(5) 0.050(5) 0.018(4) -0.003(3) -0.001(3) C48 0.060(5) 0.061(5) 0.055(5) -0.006(4) 0.000(4) -0.001(4) C49 0.030(4) 0.054(4) 0.053(4) 0.004(3) 0.006(3) 0.008(3) C50 0.025(3) 0.041(3) 0.044(4) 0.003(3) -0.004(3) 0.005(3) C51 0.032(4) 0.051(4) 0.043(4) -0.001(3) -0.003(3) -0.003(3) C52 0.070(6) 0.046(4) 0.058(5) 0.011(4) 0.005(4) 0.003(4) N1 0.019(3) 0.048(3) 0.065(4) 0.023(3) 0.000(3) 0.006(2) N2 0.029(4) 0.053(4) 0.105(6) 0.008(4) 0.009(4) -0.013(3) N3 0.019(3) 0.060(4) 0.075(5) 0.018(3) -0.014(3) 0.010(3) N4 0.047(4) 0.056(4) 0.048(3) -0.002(3) -0.003(3) -0.009(3) O1 0.078(4) 0.079(4) 0.065(4) 0.014(3) -0.040(3) 0.006(3) O2 0.120(6) 0.059(4) 0.062(4) -0.020(3) 0.041(4) -0.003(3) O3 0.069(4) 0.068(4) 0.067(3) 0.005(3) -0.044(3) 0.005(3) O4 0.029(2) 0.063(3) 0.052(3) -0.027(2) -0.012(2) -0.009(2) O5 0.050(3) 0.062(3) 0.070(3) 0.013(3) 0.001(3) 0.006(2) O6 0.064(5) 0.180(8) 0.094(5) -0.008(6) 0.024(4) -0.019(5) O7 0.081(5) 0.063(4) 0.132(6) 0.014(4) -0.055(5) -0.001(3) O8 0.031(3) 0.085(4) 0.077(4) 0.011(3) -0.024(3) -0.006(3) _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 1.360(10) . ? C1 C6 1.393(11) . ? C1 O1 1.407(8) . ? C2 C3 1.387(10) . ? C3 C4 1.399(9) . ? C4 C5 1.330(10) . ? C4 C7 1.521(9) . ? C5 C6 1.345(11) . ? C7 C8 1.495(9) . ? C7 C14 1.565(8) . ? C8 C9 1.383(9) . ? C8 C13 1.416(8) . ? C9 C10 1.346(9) . ? C10 C11 1.419(10) . ? C11 C12 1.324(11) . ? C11 O2 1.429(9) . ? C12 C13 1.343(11) . ? C14 C19 1.396(9) . ? C14 C15 1.404(9) . ? C15 C16 1.352(9) . ? C16 C17 1.379(8) . ? C17 C18 1.378(8) . ? C17 C20 1.527(8) . ? C18 C19 1.367(9) . ? C20 C21 1.521(8) . ? C20 C27 1.531(8) . ? C21 C22 1.344(9) . ? C21 C26 1.385(9) . ? C22 C23 1.401(11) . ? C23 C24 1.342(12) . ? C24 C25 1.362(10) . ? C24 O3 1.400(8) . ? C25 C26 1.379(9) . ? C27 C28 1.356(8) . ? C27 C32 1.381(9) . ? C28 C29 1.428(9) . ? C29 C30 1.401(9) . ? C30 O4 1.377(8) . ? C30 C31 1.388(9) . ? C31 C32 1.378(9) . ? C33 N1 1.340(9) . ? C33 C34 1.343(10) . ? C34 C35 1.411(9) . ? C35 C36 1.405(9) . ? C35 C40 1.427(9) . ? C36 C37 1.406(9) . ? C37 N1 1.323(9) . ? C38 N2 1.356(11) . ? C38 C39 1.390(12) . ? C39 C40 1.419(10) . ? C40 C41 1.413(9) . ? C41 C42 1.285(12) . ? C42 N2 1.315(12) . ? C43 N3 1.323(10) . ? C43 C44 1.372(10) . ? C44 C45 1.394(9) . ? C45 C46 1.354(10) . ? C45 C50 1.489(9) . ? C46 C47 1.365(10) . ? C47 N3 1.347(9) . ? C48 C49 1.362(11) . ? C48 N4 1.364(10) . ? C49 C50 1.368(10) . ? C50 C51 1.385(9) . ? C51 C52 1.367(11) . ? C52 N4 1.350(10) . ? N1 O5 1.352(8) . ? N2 O6 1.281(9) . ? N3 O7 1.296(8) . ? N4 O8 1.302(8) . ? 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 120.1(6) . . ? C2 C1 O1 120.2(6) . . ? C6 C1 O1 119.5(6) . . ? C1 C2 C3 119.2(6) . . ? C2 C3 C4 121.5(6) . . ? C5 C4 C3 115.2(6) . . ? C5 C4 C7 122.3(6) . . ? C3 C4 C7 122.5(6) . . ? C4 C5 C6 126.7(8) . . ? C5 C6 C1 117.0(7) . . ? C8 C7 C4 114.4(5) . . ? C8 C7 C14 111.3(5) . . ? C4 C7 C14 110.6(5) . . ? C9 C8 C13 115.1(6) . . ? C9 C8 C7 126.9(5) . . ? C13 C8 C7 118.0(6) . . ? C10 C9 C8 122.9(6) . . ? C9 C10 C11 119.0(7) . . ? C12 C11 C10 119.4(6) . . ? C12 C11 O2 121.5(7) . . ? C10 C11 O2 119.2(8) . . ? C11 C12 C13 121.3(6) . . ? C12 C13 C8 122.2(7) . . ? C19 C14 C15 116.3(6) . . ? C19 C14 C7 123.0(5) . . ? C15 C14 C7 120.5(5) . . ? C16 C15 C14 121.4(6) . . ? C15 C16 C17 121.6(6) . . ? C18 C17 C16 118.1(6) . . ? C18 C17 C20 120.6(5) . . ? C16 C17 C20 121.3(5) . . ? C19 C18 C17 120.8(6) . . ? C18 C19 C14 121.7(6) . . ? C21 C20 C17 114.5(5) . . ? C21 C20 C27 113.7(5) . . ? C17 C20 C27 112.1(5) . . ? C22 C21 C26 116.8(6) . . ? C22 C21 C20 122.1(6) . . ? C26 C21 C20 121.1(5) . . ? C21 C22 C23 123.1(7) . . ? C24 C23 C22 118.4(7) . . ? C23 C24 C25 120.5(7) . . ? C23 C24 O3 116.9(7) . . ? C25 C24 O3 122.4(7) . . ? C24 C25 C26 120.0(7) . . ? C25 C26 C21 121.0(6) . . ? C28 C27 C32 119.8(6) . . ? C28 C27 C20 122.1(5) . . ? C32 C27 C20 118.1(5) . . ? C27 C28 C29 121.0(6) . . ? C30 C29 C28 117.7(5) . . ? O4 C30 C31 115.6(6) . . ? O4 C30 C29 123.6(6) . . ? C31 C30 C29 120.6(6) . . ? C32 C31 C30 119.3(6) . . ? C31 C32 C27 121.5(6) . . ? N1 C33 C34 120.5(7) . . ? C33 C34 C35 121.7(7) . . ? C36 C35 C34 115.4(6) . . ? C36 C35 C40 121.0(6) . . ? C34 C35 C40 123.6(6) . . ? C35 C36 C37 121.0(7) . . ? N1 C37 C36 118.8(6) . . ? N2 C38 C39 118.9(8) . . ? C38 C39 C40 121.2(7) . . ? C41 C40 C39 113.4(6) . . ? C41 C40 C35 123.1(7) . . ? C39 C40 C35 123.5(6) . . ? C42 C41 C40 123.2(8) . . ? C41 C42 N2 123.1(8) . . ? N3 C43 C44 120.6(7) . . ? C43 C44 C45 120.7(6) . . ? C46 C45 C44 116.4(6) . . ? C46 C45 C50 121.1(6) . . ? C44 C45 C50 122.3(6) . . ? C45 C46 C47 122.1(7) . . ? N3 C47 C46 120.0(7) . . ? C49 C48 N4 122.0(7) . . ? C48 C49 C50 121.3(7) . . ? C49 C50 C51 116.8(6) . . ? C49 C50 C45 121.7(6) . . ? C51 C50 C45 121.5(6) . . ? C52 C51 C50 120.3(7) . . ? N4 C52 C51 122.7(8) . . ? C37 N1 C33 122.6(6) . . ? C37 N1 O5 119.7(6) . . ? C33 N1 O5 117.8(6) . . ? O6 N2 C42 116.4(8) . . ? O6 N2 C38 123.2(9) . . ? C42 N2 C38 120.1(7) . . ? O7 N3 C43 119.1(7) . . ? O7 N3 C47 120.4(7) . . ? C43 N3 C47 120.3(6) . . ? O8 N4 C52 121.2(7) . . ? O8 N4 C48 122.5(6) . . ? C52 N4 C48 116.4(7) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.27 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.699 _refine_diff_density_min -0.368 _refine_diff_density_rms 0.123 # Attachment '- 1 Quinox.cif' data_an645_1_Quinox _database_code_depnum_ccdc_archive 'CCDC 717786' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1:2 complex of 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene and quinoxaline ; _chemical_name_common ;1:2 complex of 1,4-di(bis(4'-hydroxyphenyl)methyl)benzene and quinoxaline ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4, 2(C8 H6 N2)' _chemical_formula_sum 'C48 H38 N4 O4' _chemical_formula_weight 734.82 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' N N 0.0061 0.0033 '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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.472(6) _cell_length_b 16.115(6) _cell_length_c 8.057(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.044(7) _cell_angle_gamma 90.00 _cell_volume 1876.3(13) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2362 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 22.70 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9705 _exptl_absorpt_correction_T_max 0.9933 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11675 _diffrn_reflns_av_R_equivalents 0.0656 _diffrn_reflns_av_sigmaI/netI 0.0752 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 26.09 _reflns_number_total 3678 _reflns_number_gt 2287 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0514P)^2^+0.4728P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3678 _refine_ls_number_parameters 261 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1422 _refine_ls_R_factor_gt 0.0829 _refine_ls_wR_factor_ref 0.1627 _refine_ls_wR_factor_gt 0.1429 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _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 1.2429(2) 0.15593(18) 0.0008(4) 0.0451(8) Uani 1 1 d . . . C2 C 1.1589(2) 0.14408(18) -0.0826(4) 0.0460(8) Uani 1 1 d . . . H2 H 1.1558 0.1368 -0.1973 0.055 Uiso 1 1 calc R . . C3 C 1.0782(2) 0.14301(17) 0.0039(4) 0.0392(8) Uani 1 1 d . . . H3 H 1.0215 0.1363 -0.0546 0.047 Uiso 1 1 calc R . . C4 C 1.0803(2) 0.15172(16) 0.1749(4) 0.0365(7) Uani 1 1 d . . . C5 C 1.1662(2) 0.16511(18) 0.2561(4) 0.0444(8) Uani 1 1 d . . . H5 H 1.1696 0.1725 0.3707 0.053 Uiso 1 1 calc R . . C6 C 1.2464(2) 0.16779(18) 0.1715(4) 0.0458(8) Uani 1 1 d . . . H6 H 1.3028 0.1775 0.2288 0.055 Uiso 1 1 calc R . . C7 C 0.9957(2) 0.14586(17) 0.2809(3) 0.0382(8) Uani 1 1 d . . . H7 H 0.9970 0.1950 0.3527 0.046 Uiso 1 1 calc R . . C8 C 0.9027(2) 0.14656(17) 0.1828(3) 0.0356(7) Uani 1 1 d . . . C9 C 0.8394(2) 0.21026(18) 0.1974(4) 0.0425(8) Uani 1 1 d . . . H9 H 0.8545 0.2545 0.2679 0.051 Uiso 1 1 calc R . . C10 C 0.7546(2) 0.21003(18) 0.1103(4) 0.0457(8) Uani 1 1 d . . . H10 H 0.7131 0.2531 0.1248 0.055 Uiso 1 1 calc R . . C11 C 0.7312(2) 0.14616(18) 0.0018(4) 0.0408(8) Uani 1 1 d . . . C12 C 0.7918(2) 0.08029(18) -0.0117(4) 0.0410(8) Uani 1 1 d . . . H12 H 0.7762 0.0358 -0.0810 0.049 Uiso 1 1 calc R . . C13 C 0.8754(2) 0.08122(18) 0.0783(4) 0.0387(8) Uani 1 1 d . . . H13 H 0.9153 0.0364 0.0689 0.046 Uiso 1 1 calc R . . C14 C 1.0010(2) 0.07030(17) 0.3954(3) 0.0338(7) Uani 1 1 d . . . C15 C 0.9653(2) 0.07450(18) 0.5507(3) 0.0382(8) Uani 1 1 d . . . H15 H 0.9418 0.1246 0.5872 0.046 Uiso 1 1 calc R . . C16 C 1.0363(2) -0.00538(18) 0.3467(4) 0.0416(8) Uani 1 1 d . . . H16 H 1.0614 -0.0099 0.2433 0.050 Uiso 1 1 calc R . . C17 C 0.2725(3) 0.0051(2) 0.5950(5) 0.0658(11) Uani 1 1 d . . . H17 H 0.2271 -0.0069 0.6687 0.079 Uiso 1 1 calc R . . C18 C 0.2862(3) -0.0498(2) 0.4645(5) 0.0661(11) Uani 1 1 d . . . H18 H 0.2488 -0.0967 0.4547 0.079 Uiso 1 1 calc R . . C19 C 0.4010(2) 0.0315(2) 0.3744(4) 0.0473(9) Uani 1 1 d . . . C20 C 0.4688(3) 0.0500(3) 0.2612(5) 0.0681(11) Uani 1 1 d . . . H20 H 0.4796 0.0134 0.1752 0.082 Uiso 1 1 calc R . . C21 C 0.5186(3) 0.1214(3) 0.2776(6) 0.0853(14) Uani 1 1 d . . . H21 H 0.5625 0.1336 0.2010 0.102 Uiso 1 1 calc R . . C22 C 0.5048(3) 0.1766(3) 0.4081(6) 0.0835(13) Uani 1 1 d . . . H22 H 0.5399 0.2249 0.4181 0.100 Uiso 1 1 calc R . . C23 C 0.4407(3) 0.1601(2) 0.5195(5) 0.0668(11) Uani 1 1 d . . . H23 H 0.4321 0.1969 0.6062 0.080 Uiso 1 1 calc R . . C24 C 0.3873(2) 0.0880(2) 0.5049(4) 0.0456(8) Uani 1 1 d . . . H1A H 1.317(2) 0.133(2) -0.181(5) 0.078(13) Uiso 1 1 d . . . H2A H 0.644(3) 0.111(3) -0.175(5) 0.099(15) Uiso 1 1 d . . . N1 N 0.3212(2) 0.07254(19) 0.6170(3) 0.0573(8) Uani 1 1 d . . . N2 N 0.3486(2) -0.03883(18) 0.3558(4) 0.0562(8) Uani 1 1 d . . . O1 O 1.32518(17) 0.15679(17) -0.0751(4) 0.0671(8) Uani 1 1 d . . . O2 O 0.64741(16) 0.14968(15) -0.0861(3) 0.0574(7) 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 0.045(2) 0.0424(19) 0.049(2) 0.0001(15) 0.0110(18) -0.0065(16) C2 0.056(2) 0.045(2) 0.0373(19) -0.0015(15) 0.0105(18) -0.0090(17) C3 0.044(2) 0.0369(18) 0.0366(19) 0.0045(14) 0.0022(16) -0.0012(14) C4 0.051(2) 0.0269(16) 0.0317(17) 0.0031(13) 0.0062(15) -0.0059(14) C5 0.055(2) 0.0457(19) 0.0327(18) -0.0001(14) 0.0026(17) -0.0092(16) C6 0.047(2) 0.046(2) 0.044(2) 0.0035(15) 0.0009(17) -0.0060(16) C7 0.050(2) 0.0311(17) 0.0337(17) -0.0044(13) 0.0073(15) 0.0027(14) C8 0.0458(19) 0.0284(16) 0.0339(17) 0.0040(13) 0.0148(15) -0.0023(14) C9 0.051(2) 0.0319(17) 0.046(2) -0.0041(14) 0.0129(17) 0.0005(15) C10 0.049(2) 0.0356(19) 0.053(2) -0.0024(15) 0.0147(18) 0.0143(16) C11 0.0414(19) 0.0421(19) 0.0400(19) 0.0039(15) 0.0127(16) 0.0015(16) C12 0.047(2) 0.0353(18) 0.0412(18) -0.0058(14) 0.0097(16) 0.0015(15) C13 0.0418(19) 0.0311(17) 0.0440(19) -0.0015(14) 0.0112(16) 0.0066(14) C14 0.0435(19) 0.0324(17) 0.0260(16) -0.0013(13) 0.0068(14) -0.0009(14) C15 0.053(2) 0.0301(16) 0.0320(17) -0.0052(13) 0.0098(15) 0.0088(14) C16 0.056(2) 0.0444(19) 0.0256(17) -0.0034(14) 0.0173(15) 0.0066(16) C17 0.064(3) 0.071(3) 0.065(3) 0.005(2) 0.025(2) -0.014(2) C18 0.058(3) 0.061(3) 0.081(3) -0.005(2) 0.013(2) -0.012(2) C19 0.039(2) 0.062(2) 0.041(2) 0.0049(17) 0.0019(17) 0.0055(17) C20 0.058(3) 0.099(3) 0.050(2) 0.008(2) 0.020(2) 0.010(2) C21 0.049(3) 0.122(4) 0.087(3) 0.038(3) 0.016(2) -0.008(3) C22 0.063(3) 0.089(3) 0.098(4) 0.024(3) -0.005(3) -0.018(2) C23 0.058(3) 0.061(3) 0.081(3) -0.002(2) -0.004(2) -0.005(2) C24 0.038(2) 0.055(2) 0.044(2) 0.0048(17) 0.0019(16) -0.0010(16) N1 0.0538(19) 0.068(2) 0.0512(18) -0.0028(15) 0.0135(16) -0.0044(16) N2 0.0526(19) 0.060(2) 0.0556(19) -0.0078(15) 0.0016(16) 0.0039(16) O1 0.0544(17) 0.090(2) 0.0580(18) -0.0096(15) 0.0174(14) -0.0118(14) O2 0.0456(15) 0.0611(16) 0.0656(17) -0.0100(13) 0.0030(13) 0.0112(12) _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 O1 1.367(4) . ? C1 C2 1.371(4) . ? C1 C6 1.387(4) . ? C2 C3 1.392(4) . ? C3 C4 1.384(4) . ? C4 C5 1.390(4) . ? C4 C7 1.532(4) . ? C5 C6 1.378(4) . ? C7 C8 1.524(4) . ? C7 C14 1.527(4) . ? C8 C9 1.385(4) . ? C8 C13 1.392(4) . ? C9 C10 1.381(4) . ? C10 C11 1.381(4) . ? C11 O2 1.373(4) . ? C11 C12 1.385(4) . ? C12 C13 1.377(4) . ? C14 C15 1.381(4) . ? C14 C16 1.387(4) . ? C15 C16 1.388(4) 3_756 ? C16 C15 1.388(4) 3_756 ? C17 N1 1.302(4) . ? C17 C18 1.396(5) . ? C18 N2 1.304(4) . ? C19 N2 1.368(4) . ? C19 C20 1.407(5) . ? C19 C24 1.412(4) . ? C20 C21 1.359(6) . ? C21 C22 1.400(6) . ? C22 C23 1.351(5) . ? C23 C24 1.398(4) . ? C24 N1 1.373(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 O1 C1 C2 123.6(3) . . ? O1 C1 C6 117.1(3) . . ? C2 C1 C6 119.3(3) . . ? C1 C2 C3 120.2(3) . . ? C4 C3 C2 121.5(3) . . ? C3 C4 C5 117.2(3) . . ? C3 C4 C7 124.9(3) . . ? C5 C4 C7 117.9(3) . . ? C6 C5 C4 121.9(3) . . ? C5 C6 C1 119.9(3) . . ? C8 C7 C14 109.5(2) . . ? C8 C7 C4 114.8(2) . . ? C14 C7 C4 111.7(2) . . ? C9 C8 C13 116.4(3) . . ? C9 C8 C7 122.1(3) . . ? C13 C8 C7 121.5(3) . . ? C10 C9 C8 121.9(3) . . ? C11 C10 C9 120.3(3) . . ? O2 C11 C10 118.4(3) . . ? O2 C11 C12 122.5(3) . . ? C10 C11 C12 119.1(3) . . ? C13 C12 C11 119.5(3) . . ? C12 C13 C8 122.7(3) . . ? C15 C14 C16 117.4(3) . . ? C15 C14 C7 119.9(2) . . ? C16 C14 C7 122.5(2) . . ? C14 C15 C16 121.3(3) . 3_756 ? C14 C16 C15 121.3(3) . 3_756 ? N1 C17 C18 122.3(3) . . ? N2 C18 C17 123.4(3) . . ? N2 C19 C20 120.4(3) . . ? N2 C19 C24 121.1(3) . . ? C20 C19 C24 118.4(3) . . ? C21 C20 C19 120.1(4) . . ? C20 C21 C22 121.0(4) . . ? C23 C22 C21 120.3(4) . . ? C22 C23 C24 120.3(4) . . ? N1 C24 C23 119.8(3) . . ? N1 C24 C19 120.2(3) . . ? C23 C24 C19 120.0(3) . . ? C17 N1 C24 116.9(3) . . ? C18 N2 C19 116.0(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.196 _refine_diff_density_min -0.182 _refine_diff_density_rms 0.042 # Attachment '- 1 DMSO.cif' data_an545_1_DMSO _database_code_depnum_ccdc_archive 'CCDC 717787' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene dimethylsulfoxide solvate ; _chemical_name_common ;1,4-di(bis(4'-hydroxyphenyl)methyl)benzene dimethylsulfoxide solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4, 2(C2 H6 O S)' _chemical_formula_sum 'C36 H38 O6 S2' _chemical_formula_weight 630.78 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.0387(11) _cell_length_b 7.4017(7) _cell_length_c 19.4980(19) _cell_angle_alpha 90.00 _cell_angle_beta 96.343(2) _cell_angle_gamma 90.00 _cell_volume 1583.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3843 _cell_measurement_theta_min 2.95 _cell_measurement_theta_max 26.00 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 0.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9249 _exptl_absorpt_correction_T_max 0.9894 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15752 _diffrn_reflns_av_R_equivalents 0.0755 _diffrn_reflns_av_sigmaI/netI 0.0580 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 26.05 _reflns_number_total 3127 _reflns_number_gt 2273 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0599P)^2^+1.0204P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3127 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1390 _refine_ls_wR_factor_gt 0.1273 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 0.8709(3) 0.3971(4) 0.06884(15) 0.0236(7) Uani 1 1 d . . . C2 C 0.8337(2) 0.4020(4) 0.13470(15) 0.0219(6) Uani 1 1 d . . . H2 H 0.8702 0.3238 0.1697 0.026 Uiso 1 1 calc R . . C3 C 0.7431(2) 0.5213(4) 0.14897(14) 0.0200(6) Uani 1 1 d . . . H3 H 0.7179 0.5235 0.1940 0.024 Uiso 1 1 calc R . . C4 C 0.6876(2) 0.6388(4) 0.09864(13) 0.0167(6) Uani 1 1 d . . . C5 C 0.7286(2) 0.6328(4) 0.03395(14) 0.0203(6) Uani 1 1 d . . . H5 H 0.6937 0.7122 -0.0011 0.024 Uiso 1 1 calc R . . C6 C 0.8190(2) 0.5143(4) 0.01908(14) 0.0221(6) Uani 1 1 d . . . H6 H 0.8455 0.5137 -0.0257 0.026 Uiso 1 1 calc R . . C7 C 0.5885(2) 0.7681(4) 0.11775(14) 0.0173(6) Uani 1 1 d . . . C8 C 0.4885(2) 0.6688(3) 0.15011(13) 0.0168(6) Uani 1 1 d . . . C9 C 0.4417(2) 0.7381(4) 0.20816(13) 0.0186(6) Uani 1 1 d . . . H9 H 0.4750 0.8465 0.2284 0.022 Uiso 1 1 calc R . . C10 C 0.3481(3) 0.6532(4) 0.23718(13) 0.0202(6) Uani 1 1 d . . . H10 H 0.3196 0.7018 0.2776 0.024 Uiso 1 1 calc R . . C11 C 0.2956(2) 0.4979(4) 0.20769(14) 0.0175(6) Uani 1 1 d . . . C12 C 0.3422(2) 0.4241(4) 0.15040(13) 0.0194(6) Uani 1 1 d . . . H12 H 0.3080 0.3164 0.1301 0.023 Uiso 1 1 calc R . . C13 C 0.4387(2) 0.5081(4) 0.12291(14) 0.0189(6) Uani 1 1 d . . . H13 H 0.4713 0.4544 0.0847 0.023 Uiso 1 1 calc R . . C14 C 0.5397(2) 0.8885(4) 0.05721(13) 0.0160(6) Uani 1 1 d . . . C15 C 0.5883(2) 1.0595(3) 0.04996(14) 0.0171(6) Uani 1 1 d . . . H15 H 0.6493 1.1027 0.0842 0.021 Uiso 1 1 calc R . . C16 C 0.5502(2) 1.1689(4) -0.00592(13) 0.0183(6) Uani 1 1 d . . . H16 H 0.5858 1.2849 -0.0094 0.022 Uiso 1 1 calc R . . C17 C 0.2006(3) 0.9025(4) 0.09422(16) 0.0340(8) Uani 1 1 d . . . H17A H 0.1472 0.9325 0.0522 0.051 Uiso 1 1 calc R . . H17B H 0.2215 0.7739 0.0938 0.051 Uiso 1 1 calc R . . H17C H 0.2752 0.9749 0.0961 0.051 Uiso 1 1 calc R . . C18 C -0.0118(5) 0.8319(6) 0.1413(3) 0.094(2) Uani 1 1 d . . . H18A H -0.0719 0.8583 0.1733 0.142 Uiso 1 1 calc R . . H18B H 0.0047 0.7018 0.1414 0.142 Uiso 1 1 calc R . . H18C H -0.0438 0.8701 0.0947 0.142 Uiso 1 1 calc R . . H7 H 0.623(3) 0.848(5) 0.1516(19) 0.061 Uiso 1 1 d . . . H1A H 1.014(6) 0.234(8) 0.101(3) 0.15(2) Uiso 1 1 d . . . H2A H 0.172(4) 0.328(6) 0.214(2) 0.063(13) Uiso 1 1 d . . . O1 O 0.9584(2) 0.2790(3) 0.05137(12) 0.0359(6) Uani 1 1 d . . . O2 O 0.20066(19) 0.4229(3) 0.23666(11) 0.0277(5) Uani 1 1 d . . . O3 O 0.09086(18) 1.1467(3) 0.16251(11) 0.0281(5) Uani 1 1 d . . . S1 S 0.12451(8) 0.94984(10) 0.16742(4) 0.0310(2) 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 0.0183(15) 0.0245(16) 0.0283(16) 0.0001(13) 0.0032(13) 0.0041(12) C2 0.0201(15) 0.0236(16) 0.0212(15) 0.0082(12) -0.0020(12) 0.0011(12) C3 0.0224(15) 0.0227(15) 0.0152(14) 0.0022(11) 0.0033(11) 0.0004(12) C4 0.0152(13) 0.0155(14) 0.0190(14) 0.0018(11) 0.0006(11) -0.0040(11) C5 0.0222(15) 0.0205(15) 0.0171(14) 0.0020(11) -0.0024(12) -0.0011(12) C6 0.0217(15) 0.0280(16) 0.0165(14) 0.0012(12) 0.0022(12) 0.0012(12) C7 0.0199(15) 0.0151(14) 0.0162(14) 0.0005(11) -0.0012(11) -0.0004(11) C8 0.0190(14) 0.0167(14) 0.0142(13) 0.0037(11) -0.0002(11) 0.0025(11) C9 0.0221(15) 0.0167(14) 0.0157(14) 0.0003(11) -0.0031(12) 0.0009(12) C10 0.0266(16) 0.0212(15) 0.0134(14) 0.0009(11) 0.0039(12) 0.0056(12) C11 0.0167(14) 0.0191(15) 0.0160(14) 0.0066(11) -0.0009(11) 0.0018(11) C12 0.0243(15) 0.0162(14) 0.0164(14) 0.0003(11) -0.0037(12) -0.0007(12) C13 0.0226(15) 0.0195(15) 0.0145(13) 0.0004(11) 0.0017(11) 0.0004(12) C14 0.0155(14) 0.0175(14) 0.0152(14) 0.0004(11) 0.0023(11) 0.0036(11) C15 0.0164(14) 0.0175(14) 0.0167(14) -0.0022(11) -0.0013(11) -0.0020(11) C16 0.0237(15) 0.0126(14) 0.0186(14) 0.0015(11) 0.0025(12) -0.0008(11) C17 0.0349(19) 0.0358(19) 0.0321(18) -0.0032(14) 0.0077(15) 0.0093(15) C18 0.095(4) 0.066(3) 0.136(5) -0.059(3) 0.079(4) -0.058(3) O1 0.0326(13) 0.0415(14) 0.0350(13) 0.0035(11) 0.0093(10) 0.0164(11) O2 0.0301(12) 0.0285(13) 0.0257(12) -0.0016(10) 0.0086(9) -0.0072(10) O3 0.0258(12) 0.0246(11) 0.0326(12) -0.0048(9) -0.0028(10) 0.0026(9) S1 0.0480(5) 0.0222(4) 0.0228(4) -0.0013(3) 0.0049(3) 0.0055(4) _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 O1 1.373(3) . ? C1 C6 1.378(4) . ? C1 C2 1.391(4) . ? C2 C3 1.386(4) . ? C3 C4 1.400(4) . ? C4 C5 1.387(4) . ? C4 C7 1.530(4) . ? C5 C6 1.383(4) . ? C7 C8 1.521(4) . ? C7 C14 1.529(4) . ? C8 C13 1.390(4) . ? C8 C9 1.393(4) . ? C9 C10 1.383(4) . ? C10 C11 1.384(4) . ? C11 O2 1.362(3) . ? C11 C12 1.391(4) . ? C12 C13 1.391(4) . ? C14 C15 1.388(4) . ? C14 C16 1.395(4) 3_675 ? C15 C16 1.385(4) . ? C16 C14 1.395(4) 3_675 ? C17 S1 1.769(3) . ? C18 S1 1.765(4) . ? O3 S1 1.504(2) . ? 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 O1 C1 C6 118.4(3) . . ? O1 C1 C2 122.2(3) . . ? C6 C1 C2 119.4(3) . . ? C3 C2 C1 119.7(3) . . ? C2 C3 C4 121.6(3) . . ? C5 C4 C3 117.1(2) . . ? C5 C4 C7 123.7(2) . . ? C3 C4 C7 119.1(2) . . ? C6 C5 C4 121.8(3) . . ? C1 C6 C5 120.3(3) . . ? C8 C7 C14 113.1(2) . . ? C8 C7 C4 111.7(2) . . ? C14 C7 C4 112.2(2) . . ? C13 C8 C9 117.3(2) . . ? C13 C8 C7 122.0(2) . . ? C9 C8 C7 120.7(2) . . ? C10 C9 C8 121.7(3) . . ? C9 C10 C11 120.3(2) . . ? O2 C11 C10 118.1(2) . . ? O2 C11 C12 122.9(2) . . ? C10 C11 C12 119.0(2) . . ? C13 C12 C11 120.0(2) . . ? C8 C13 C12 121.5(2) . . ? C15 C14 C16 117.2(2) . 3_675 ? C15 C14 C7 120.2(2) . . ? C16 C14 C7 122.6(2) 3_675 . ? C16 C15 C14 121.7(2) . . ? C15 C16 C14 121.1(2) . 3_675 ? O3 S1 C18 105.3(2) . . ? O3 S1 C17 106.05(14) . . ? C18 S1 C17 97.75(18) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.369 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.068 # Attachment '- 1 EtOAc.cif' data_an566_1_EtOAc _database_code_depnum_ccdc_archive 'CCDC 717788' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene ethylacetate solvate ; _chemical_name_common ;1,4-di(bis(4'-hydroxyphenyl)methyl)benzene ethylacetate solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4, 2(C4 H8 O2)' _chemical_formula_sum 'C40 H42 O8' _chemical_formula_weight 650.74 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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3791(5) _cell_length_b 10.4359(8) _cell_length_c 11.3692(8) _cell_angle_alpha 93.3570(10) _cell_angle_beta 95.2410(10) _cell_angle_gamma 100.8240(10) _cell_volume 853.77(11) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5787 _cell_measurement_theta_min 1.80 _cell_measurement_theta_max 26.04 _exptl_crystal_description hexagonal _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 346 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9642 _exptl_absorpt_correction_T_max 0.9776 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7902 _diffrn_reflns_av_R_equivalents 0.0154 _diffrn_reflns_av_sigmaI/netI 0.0194 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 26.04 _reflns_number_total 3323 _reflns_number_gt 3008 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0591P)^2^+0.2825P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3323 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1078 _refine_ls_wR_factor_gt 0.1049 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 0.34603(18) 0.79742(13) 0.77783(11) 0.0241(3) Uani 1 1 d . . . C2 C 0.28421(18) 0.81529(13) 0.66221(12) 0.0235(3) Uani 1 1 d . . . H2 H 0.1648 0.8353 0.6445 0.028 Uiso 1 1 calc R . . C3 C 0.39682(17) 0.80387(12) 0.57248(11) 0.0219(3) Uani 1 1 d . . . H3 H 0.3524 0.8154 0.4935 0.026 Uiso 1 1 calc R . . C4 C 0.57321(16) 0.77599(11) 0.59527(11) 0.0192(3) Uani 1 1 d . . . C5 C 0.63343(17) 0.75874(13) 0.71236(11) 0.0233(3) Uani 1 1 d . . . H5 H 0.7533 0.7396 0.7304 0.028 Uiso 1 1 calc R . . C6 C 0.52174(19) 0.76902(13) 0.80294(11) 0.0258(3) Uani 1 1 d . . . H6 H 0.5652 0.7567 0.8819 0.031 Uiso 1 1 calc R . . C7 C 0.70184(16) 0.76788(12) 0.49853(10) 0.0186(3) Uani 1 1 d . . . H7 H 0.7653 0.6932 0.5149 0.022 Uiso 1 1 calc R . . C8 C 0.59731(16) 0.73593(12) 0.37508(11) 0.0192(3) Uani 1 1 d . . . C9 C 0.55407(17) 0.83475(12) 0.30624(11) 0.0227(3) Uani 1 1 d . . . H9 H 0.5929 0.9235 0.3362 0.027 Uiso 1 1 calc R . . C10 C 0.45563(17) 0.80596(13) 0.19507(11) 0.0247(3) Uani 1 1 d . . . H10 H 0.4268 0.8745 0.1498 0.030 Uiso 1 1 calc R . . C11 C 0.39952(17) 0.67686(13) 0.15039(11) 0.0219(3) Uani 1 1 d . . . C12 C 0.44169(17) 0.57705(13) 0.21652(11) 0.0225(3) Uani 1 1 d . . . H12 H 0.4044 0.4885 0.1856 0.027 Uiso 1 1 calc R . . C13 C 0.53905(16) 0.60719(12) 0.32868(11) 0.0204(3) Uani 1 1 d . . . H13 H 0.5661 0.5384 0.3742 0.025 Uiso 1 1 calc R . . C14 C 0.85531(16) 0.89003(12) 0.50146(10) 0.0182(3) Uani 1 1 d . . . C15 C 0.86870(16) 1.00018(12) 0.57950(11) 0.0198(3) Uani 1 1 d . . . H15 H 0.7796 1.0016 0.6346 0.024 Uiso 1 1 calc R . . C16 C 0.98927(17) 0.89221(12) 0.42224(11) 0.0204(3) Uani 1 1 d . . . H16 H 0.9831 0.8182 0.3682 0.024 Uiso 1 1 calc R . . C17 C 1.0027(2) 0.51314(15) 0.33877(13) 0.0319(3) Uani 1 1 d . . . H17A H 1.1335 0.5564 0.3523 0.048 Uiso 1 1 calc R . . H17B H 0.9907 0.4210 0.3555 0.048 Uiso 1 1 calc R . . H17C H 0.9306 0.5565 0.3912 0.048 Uiso 1 1 calc R . . C18 C 0.93108(19) 0.52161(13) 0.21202(12) 0.0272(3) Uani 1 1 d . . . H18A H 1.0003 0.4758 0.1581 0.033 Uiso 1 1 calc R . . H18B H 0.7979 0.4805 0.1977 0.033 Uiso 1 1 calc R . . C19 C 0.89299(18) 0.69134(14) 0.08670(12) 0.0272(3) Uani 1 1 d . . . C20 C 0.9303(2) 0.83548(15) 0.07598(13) 0.0336(3) Uani 1 1 d . . . H20A H 0.9410 0.8529 -0.0071 0.050 Uiso 1 1 calc R . . H20B H 1.0464 0.8757 0.1240 0.050 Uiso 1 1 calc R . . H20C H 0.8280 0.8726 0.1041 0.050 Uiso 1 1 calc R . . H1 H 0.267(3) 0.768(2) 0.9271(19) 0.056(6) Uiso 1 1 d . . . H2A H 0.273(3) 0.565(2) 0.0212(19) 0.059(6) Uiso 1 1 d . . . O1 O 0.22891(14) 0.80826(11) 0.86284(9) 0.0349(3) Uani 1 1 d . . . O2 O 0.30165(13) 0.65193(11) 0.03992(8) 0.0287(2) Uani 1 1 d . . . O3 O 0.95758(13) 0.66023(9) 0.19140(8) 0.0275(2) Uani 1 1 d . . . O4 O 0.81087(14) 0.61142(10) 0.00837(9) 0.0334(3) 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 0.0268(7) 0.0225(6) 0.0230(6) 0.0023(5) 0.0064(5) 0.0028(5) C2 0.0206(6) 0.0242(7) 0.0266(7) 0.0036(5) 0.0022(5) 0.0060(5) C3 0.0228(6) 0.0212(6) 0.0207(6) 0.0019(5) -0.0002(5) 0.0030(5) C4 0.0203(6) 0.0154(6) 0.0204(6) 0.0005(4) 0.0013(5) 0.0000(4) C5 0.0201(6) 0.0259(7) 0.0235(6) 0.0031(5) -0.0001(5) 0.0041(5) C6 0.0276(7) 0.0292(7) 0.0197(6) 0.0048(5) 0.0002(5) 0.0035(5) C7 0.0180(6) 0.0182(6) 0.0189(6) -0.0003(5) -0.0006(5) 0.0034(5) C8 0.0151(5) 0.0227(6) 0.0189(6) -0.0004(5) 0.0024(4) 0.0018(5) C9 0.0222(6) 0.0201(6) 0.0239(7) -0.0009(5) -0.0006(5) 0.0011(5) C10 0.0239(6) 0.0264(7) 0.0228(6) 0.0046(5) 0.0000(5) 0.0029(5) C11 0.0177(6) 0.0298(7) 0.0166(6) -0.0001(5) 0.0023(4) 0.0012(5) C12 0.0211(6) 0.0218(6) 0.0225(6) -0.0036(5) 0.0025(5) 0.0001(5) C13 0.0182(6) 0.0214(6) 0.0212(6) 0.0019(5) 0.0026(5) 0.0023(5) C14 0.0161(5) 0.0206(6) 0.0170(6) 0.0004(5) -0.0026(4) 0.0036(5) C15 0.0176(6) 0.0230(6) 0.0187(6) -0.0002(5) 0.0017(4) 0.0046(5) C16 0.0210(6) 0.0211(6) 0.0185(6) -0.0030(5) -0.0001(5) 0.0049(5) C17 0.0288(7) 0.0368(8) 0.0301(7) -0.0001(6) 0.0032(6) 0.0070(6) C18 0.0259(6) 0.0270(7) 0.0271(7) -0.0051(5) 0.0045(5) 0.0025(5) C19 0.0215(6) 0.0354(8) 0.0238(7) -0.0040(6) 0.0052(5) 0.0035(5) C20 0.0349(8) 0.0337(8) 0.0311(8) -0.0012(6) 0.0041(6) 0.0047(6) O1 0.0354(6) 0.0480(7) 0.0261(5) 0.0088(5) 0.0105(4) 0.0153(5) O2 0.0307(5) 0.0338(6) 0.0176(5) -0.0006(4) -0.0025(4) -0.0008(4) O3 0.0278(5) 0.0293(5) 0.0227(5) -0.0050(4) 0.0021(4) 0.0013(4) O4 0.0335(5) 0.0371(6) 0.0259(5) -0.0066(4) -0.0023(4) 0.0024(4) _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 O1 1.3675(16) . ? C1 C2 1.3863(18) . ? C1 C6 1.3918(19) . ? C2 C3 1.3869(18) . ? C3 C4 1.3912(18) . ? C4 C5 1.3972(17) . ? C4 C7 1.5257(16) . ? C5 C6 1.3880(18) . ? C7 C8 1.5254(16) . ? C7 C14 1.5344(17) . ? C8 C13 1.3880(18) . ? C8 C9 1.3966(18) . ? C9 C10 1.3860(18) . ? C10 C11 1.3844(19) . ? C11 O2 1.3756(15) . ? C11 C12 1.3848(19) . ? C12 C13 1.3936(17) . ? C14 C15 1.3930(17) . ? C14 C16 1.3948(17) . ? C15 C16 1.3872(18) 2_776 ? C16 C15 1.3872(18) 2_776 ? C17 C18 1.5023(19) . ? C18 O3 1.4588(17) . ? C19 O4 1.2167(17) . ? C19 O3 1.3226(17) . ? C19 C20 1.492(2) . ? 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 O1 C1 C2 117.67(12) . . ? O1 C1 C6 122.79(12) . . ? C2 C1 C6 119.54(12) . . ? C1 C2 C3 119.94(12) . . ? C2 C3 C4 121.66(12) . . ? C3 C4 C5 117.60(11) . . ? C3 C4 C7 122.44(11) . . ? C5 C4 C7 119.93(11) . . ? C6 C5 C4 121.37(12) . . ? C5 C6 C1 119.89(12) . . ? C8 C7 C4 112.82(9) . . ? C8 C7 C14 110.95(10) . . ? C4 C7 C14 112.99(10) . . ? C13 C8 C9 117.95(11) . . ? C13 C8 C7 120.84(11) . . ? C9 C8 C7 121.20(11) . . ? C10 C9 C8 121.37(12) . . ? C11 C10 C9 119.69(12) . . ? O2 C11 C10 118.09(12) . . ? O2 C11 C12 121.81(12) . . ? C10 C11 C12 120.10(11) . . ? C11 C12 C13 119.67(12) . . ? C8 C13 C12 121.22(12) . . ? C15 C14 C16 117.65(11) . . ? C15 C14 C7 123.45(11) . . ? C16 C14 C7 118.90(11) . . ? C16 C15 C14 120.75(12) 2_776 . ? C15 C16 C14 121.60(11) 2_776 . ? O3 C18 C17 106.99(11) . . ? O4 C19 O3 123.77(14) . . ? O4 C19 C20 123.83(13) . . ? O3 C19 C20 112.40(11) . . ? C19 O3 C18 117.45(10) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.339 _refine_diff_density_min -0.224 _refine_diff_density_rms 0.051 # Attachment '- 1 isoPrOH.cif' data_an577_1-isoPrOH _database_code_depnum_ccdc_archive 'CCDC 717789' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene isopropanol solvate ; _chemical_name_common "1,4-di(bis(4'-hydroxyphenyl)methyl)benzene isopropanol solvate" _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4, 4(C3 H8 O)' _chemical_formula_sum 'C44 H58 O8' _chemical_formula_weight 714.90 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 Monoclinic _symmetry_space_group_name_H-M 'C2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.506(3) _cell_length_b 5.8797(4) _cell_length_c 22.036(2) _cell_angle_alpha 90.00 _cell_angle_beta 115.061(2) _cell_angle_gamma 90.00 _cell_volume 3932.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6511 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 25.91 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9681 _exptl_absorpt_correction_T_max 0.9927 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19346 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 26.03 _reflns_number_total 3880 _reflns_number_gt 2668 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. One of the isopropanol solvent molecule is highly disorder hence removed using SQUEEZE program. ; _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^)+(0.1423P)^2^+1.4388P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3880 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1003 _refine_ls_R_factor_gt 0.0759 _refine_ls_wR_factor_ref 0.2296 _refine_ls_wR_factor_gt 0.2116 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 0.14075(8) 0.3030(4) 0.39891(13) 0.0488(6) Uani 1 1 d . . . C2 C 0.13702(9) 0.4673(4) 0.44041(14) 0.0539(7) Uani 1 1 d . . . H2 H 0.1506 0.6114 0.4438 0.065 Uiso 1 1 calc R . . C3 C 0.11332(8) 0.4217(4) 0.47721(13) 0.0501(6) Uani 1 1 d . . . H3 H 0.1103 0.5375 0.5051 0.060 Uiso 1 1 calc R . . C4 C 0.09362(7) 0.2109(4) 0.47468(12) 0.0407(5) Uani 1 1 d . . . C5 C 0.09817(8) 0.0498(4) 0.43261(13) 0.0486(6) Uani 1 1 d . . . H5 H 0.0850 -0.0955 0.4295 0.058 Uiso 1 1 calc R . . C6 C 0.12143(9) 0.0943(4) 0.39465(14) 0.0540(7) Uani 1 1 d . . . H6 H 0.1240 -0.0194 0.3658 0.065 Uiso 1 1 calc R . . C7 C 0.06793(7) 0.1574(4) 0.51594(12) 0.0404(6) Uani 1 1 d . . . H7 H 0.0512 0.0142 0.4968 0.048 Uiso 1 1 calc R . . C8 C 0.09794(7) 0.1058(4) 0.58840(12) 0.0412(6) Uani 1 1 d . . . C9 C 0.09426(10) -0.0978(4) 0.61693(14) 0.0559(7) Uani 1 1 d . . . H9 H 0.0735 -0.2076 0.5901 0.067 Uiso 1 1 calc R . . C10 C 0.12005(11) -0.1448(4) 0.68318(15) 0.0628(8) Uani 1 1 d . . . H10 H 0.1166 -0.2854 0.7017 0.075 Uiso 1 1 calc R . . C11 C 0.15101(9) 0.0113(4) 0.72322(13) 0.0485(6) Uani 1 1 d . . . C12 C 0.15524(9) 0.2140(5) 0.69517(14) 0.0590(7) Uani 1 1 d . . . H12 H 0.1764 0.3230 0.7217 0.071 Uiso 1 1 calc R . . C13 C 0.12886(9) 0.2589(4) 0.62862(14) 0.0582(7) Uani 1 1 d . . . H13 H 0.1321 0.3997 0.6101 0.070 Uiso 1 1 calc R . . C14 C 0.03337(7) 0.3387(3) 0.50846(11) 0.0365(5) Uani 1 1 d . . . C15 C 0.01321(9) 0.4647(5) 0.45038(14) 0.0593(7) Uani 1 1 d . . . H15 H 0.0220 0.4426 0.4151 0.071 Uiso 1 1 calc R . . C16 C 0.01949(9) 0.3774(5) 0.55780(14) 0.0536(7) Uani 1 1 d . . . H16 H 0.0325 0.2942 0.5985 0.064 Uiso 1 1 calc R . . C17 C 0.26079(10) 0.6038(6) 0.3787(2) 0.0836(10) Uani 1 1 d . . . H17 H 0.2554 0.4902 0.3423 0.100 Uiso 1 1 calc R . . C18 C 0.28825(12) 0.7814(7) 0.3706(3) 0.1110(15) Uani 1 1 d . . . H18A H 0.2906 0.9076 0.4010 0.167 Uiso 1 1 calc R . . H18B H 0.2750 0.8362 0.3242 0.167 Uiso 1 1 calc R . . H18C H 0.3177 0.7203 0.3811 0.167 Uiso 1 1 calc R . . C19 C 0.27862(14) 0.4803(10) 0.4412(3) 0.1323(19) Uani 1 1 d . . . H19A H 0.2852 0.5867 0.4784 0.198 Uiso 1 1 calc R . . H19B H 0.3057 0.4023 0.4462 0.198 Uiso 1 1 calc R . . H19C H 0.2570 0.3680 0.4413 0.198 Uiso 1 1 calc R . . H1 H 0.1653(10) 0.238(6) 0.3380(16) 0.074(9) Uiso 1 1 d . . . H2A H 0.1946(8) 0.081(5) 0.8163(13) 0.046(7) Uiso 1 1 d . . . H3A H 0.2000(10) 0.595(5) 0.3689(14) 0.059(8) Uiso 1 1 d . . . O1 O 0.16315(7) 0.3603(3) 0.36153(10) 0.0621(6) Uani 1 1 d . . . O2 O 0.17685(7) -0.0407(3) 0.78910(10) 0.0593(5) Uani 1 1 d . . . O3 O 0.21824(6) 0.7051(4) 0.36603(10) 0.0609(6) 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 0.0489(14) 0.0491(14) 0.0596(15) -0.0092(11) 0.0339(12) -0.0047(11) C2 0.0651(16) 0.0422(13) 0.0701(17) -0.0135(12) 0.0439(15) -0.0129(12) C3 0.0589(15) 0.0393(13) 0.0677(16) -0.0140(11) 0.0419(13) -0.0067(11) C4 0.0385(11) 0.0335(11) 0.0547(14) -0.0034(10) 0.0242(11) 0.0005(9) C5 0.0522(14) 0.0358(12) 0.0655(16) -0.0106(11) 0.0326(13) -0.0076(10) C6 0.0650(16) 0.0422(13) 0.0696(17) -0.0171(12) 0.0430(14) -0.0052(12) C7 0.0381(12) 0.0311(11) 0.0588(14) -0.0076(10) 0.0271(11) -0.0037(9) C8 0.0382(12) 0.0323(11) 0.0636(15) 0.0008(10) 0.0317(11) 0.0013(9) C9 0.0711(17) 0.0354(13) 0.0669(17) -0.0020(12) 0.0347(15) -0.0094(12) C10 0.089(2) 0.0382(14) 0.0712(19) 0.0085(12) 0.0437(17) -0.0078(13) C11 0.0558(15) 0.0460(14) 0.0569(15) 0.0091(11) 0.0366(13) 0.0047(11) C12 0.0557(15) 0.0497(15) 0.0637(17) 0.0073(12) 0.0177(13) -0.0150(12) C13 0.0575(15) 0.0405(14) 0.0659(17) 0.0152(12) 0.0158(14) -0.0105(12) C14 0.0339(11) 0.0309(11) 0.0482(13) -0.0059(9) 0.0207(10) -0.0059(8) C15 0.0628(17) 0.0670(17) 0.0611(17) 0.0006(13) 0.0389(14) 0.0160(14) C16 0.0543(15) 0.0559(15) 0.0567(15) 0.0076(12) 0.0293(13) 0.0148(12) C17 0.0491(17) 0.082(2) 0.125(3) 0.002(2) 0.0428(19) -0.0016(16) C18 0.065(2) 0.104(3) 0.181(5) -0.018(3) 0.069(3) -0.020(2) C19 0.062(2) 0.142(4) 0.161(5) 0.050(4) 0.017(3) 0.024(3) O1 0.0767(13) 0.0577(12) 0.0764(13) -0.0204(10) 0.0564(11) -0.0168(10) O2 0.0742(13) 0.0559(12) 0.0550(11) 0.0112(9) 0.0342(10) -0.0008(10) O3 0.0398(10) 0.0655(12) 0.0802(14) 0.0035(10) 0.0280(10) -0.0026(9) _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 O1 1.371(3) . ? C1 C2 1.372(3) . ? C1 C6 1.372(4) . ? C2 C3 1.380(3) . ? C3 C4 1.395(3) . ? C4 C5 1.378(3) . ? C4 C7 1.526(3) . ? C5 C6 1.388(3) . ? C7 C8 1.514(3) . ? C7 C14 1.531(3) . ? C8 C13 1.375(3) . ? C8 C9 1.382(3) . ? C9 C10 1.373(4) . ? C10 C11 1.387(4) . ? C11 O2 1.373(3) . ? C11 C12 1.377(3) . ? C12 C13 1.380(4) . ? C14 C16 1.371(3) . ? C14 C15 1.382(4) . ? C15 C16 1.388(3) 5_566 ? C16 C15 1.388(3) 5_566 ? C17 C19 1.443(6) . ? C17 C18 1.452(5) . ? C17 O3 1.459(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 O1 C1 C2 117.1(2) . . ? O1 C1 C6 122.7(2) . . ? C2 C1 C6 120.1(2) . . ? C1 C2 C3 119.5(2) . . ? C2 C3 C4 122.0(2) . . ? C5 C4 C3 116.9(2) . . ? C5 C4 C7 120.7(2) . . ? C3 C4 C7 122.4(2) . . ? C4 C5 C6 121.7(2) . . ? C1 C6 C5 119.7(2) . . ? C8 C7 C4 112.28(17) . . ? C8 C7 C14 112.79(18) . . ? C4 C7 C14 112.59(18) . . ? C13 C8 C9 117.5(2) . . ? C13 C8 C7 122.1(2) . . ? C9 C8 C7 120.4(2) . . ? C10 C9 C8 121.4(2) . . ? C9 C10 C11 120.5(2) . . ? O2 C11 C12 121.9(2) . . ? O2 C11 C10 119.5(2) . . ? C12 C11 C10 118.6(3) . . ? C11 C12 C13 120.1(2) . . ? C8 C13 C12 121.9(2) . . ? C16 C14 C15 116.7(2) . . ? C16 C14 C7 121.7(2) . . ? C15 C14 C7 121.6(2) . . ? C14 C15 C16 121.9(2) . 5_566 ? C14 C16 C15 121.5(2) . 5_566 ? C19 C17 C18 116.8(4) . . ? C19 C17 O3 111.3(3) . . ? C18 C17 O3 107.6(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.413 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.063 # Attachment '- 1 Phez.cif' data_an608_1_Phez _database_code_depnum_ccdc_archive 'CCDC 717790' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1:1.5 complex of 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene and Phenazine ; _chemical_name_common ;1:1.5 complex of 1,4-di(bis(4'-hydroxyphenyl)methyl)benzene and Phenazine ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4, 1.5(C12 H8 N2)' _chemical_formula_sum 'C50 H38 N3 O4' _chemical_formula_weight 744.83 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' N N 0.0061 0.0033 '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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2976(8) _cell_length_b 11.2084(9) _cell_length_c 18.4225(15) _cell_angle_alpha 96.0410(10) _cell_angle_beta 103.7210(10) _cell_angle_gamma 102.7000(10) _cell_volume 1987.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4762 _cell_measurement_theta_min 1.89 _cell_measurement_theta_max 26.07 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 782 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9637 _exptl_absorpt_correction_T_max 0.9859 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20835 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0480 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 26.07 _reflns_number_total 7790 _reflns_number_gt 4071 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Hydroxyl hydrogens are fixed geometrically using HFIX 83 command. ; _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^)+(0.0799P)^2^+0.2065P] 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 7790 _refine_ls_number_parameters 514 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1302 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.1830 _refine_ls_wR_factor_gt 0.1538 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 1.0151(3) 0.3584(3) 0.15413(15) 0.0663(7) Uani 1 1 d . . . C2 C 1.0840(3) 0.4577(3) 0.12890(16) 0.0745(8) Uani 1 1 d . . . H2 H 1.1781 0.4704 0.1336 0.089 Uiso 1 1 calc R . . C3 C 1.0142(3) 0.5385(3) 0.09670(15) 0.0711(8) Uani 1 1 d . . . H3 H 1.0622 0.6054 0.0797 0.085 Uiso 1 1 calc R . . C4 C 0.8738(3) 0.5229(2) 0.08890(13) 0.0588(7) Uani 1 1 d . . . C5 C 0.8089(3) 0.4239(3) 0.11716(16) 0.0719(8) Uani 1 1 d . . . H5 H 0.7156 0.4122 0.1146 0.086 Uiso 1 1 calc R . . C6 C 0.8783(3) 0.3422(3) 0.14897(17) 0.0758(8) Uani 1 1 d . . . H6 H 0.8315 0.2759 0.1669 0.091 Uiso 1 1 calc R . . C7 C 0.7983(3) 0.6135(2) 0.05218(14) 0.0611(7) Uani 1 1 d . . . H7 H 0.8300 0.6273 0.0069 0.073 Uiso 1 1 calc R . . C8 C 0.8372(3) 0.7400(2) 0.10226(14) 0.0604(7) Uani 1 1 d . . . C9 C 0.8738(3) 0.7554(2) 0.18002(15) 0.0670(7) Uani 1 1 d . . . H9 H 0.8791 0.6867 0.2037 0.080 Uiso 1 1 calc R . . C10 C 0.9029(3) 0.8712(2) 0.22409(15) 0.0699(8) Uani 1 1 d . . . H10 H 0.9277 0.8793 0.2766 0.084 Uiso 1 1 calc R . . C11 C 0.8953(3) 0.9728(2) 0.19059(15) 0.0652(7) Uani 1 1 d . . . C12 C 0.8590(4) 0.9600(3) 0.11336(17) 0.0928(10) Uani 1 1 d . . . H12 H 0.8531 1.0290 0.0900 0.111 Uiso 1 1 calc R . . C13 C 0.8310(3) 0.8445(3) 0.06993(16) 0.0894(10) Uani 1 1 d . . . H13 H 0.8074 0.8372 0.0174 0.107 Uiso 1 1 calc R . . C14 C 0.6432(3) 0.5577(2) 0.02461(14) 0.0586(7) Uani 1 1 d . . . C15 C 0.5877(3) 0.4649(3) -0.03675(16) 0.0784(9) Uani 1 1 d . . . H15 H 0.6459 0.4390 -0.0631 0.094 Uiso 1 1 calc R . . C16 C 0.5517(3) 0.5916(3) 0.06076(15) 0.0780(9) Uani 1 1 d . . . H16 H 0.5846 0.6544 0.1027 0.094 Uiso 1 1 calc R . . C17 C 0.5846(3) 0.3852(3) 0.27619(15) 0.0723(8) Uani 1 1 d . . . C18 C 0.6512(3) 0.2943(3) 0.28153(16) 0.0757(8) Uani 1 1 d . . . H18 H 0.7379 0.3087 0.3155 0.091 Uiso 1 1 calc R . . C19 C 0.5907(3) 0.1796(3) 0.23647(16) 0.0762(8) Uani 1 1 d . . . H19 H 0.6389 0.1184 0.2403 0.091 Uiso 1 1 calc R . . C20 C 0.4620(3) 0.1525(2) 0.18629(13) 0.0596(7) Uani 1 1 d . . . C21 C 0.3960(3) 0.2450(3) 0.18310(18) 0.0974(11) Uani 1 1 d . . . H21 H 0.3081 0.2300 0.1503 0.117 Uiso 1 1 calc R . . C22 C 0.4560(4) 0.3612(3) 0.2275(2) 0.1104(13) Uani 1 1 d . . . H22 H 0.4084 0.4228 0.2239 0.132 Uiso 1 1 calc R . . C23 C 0.3972(3) 0.0271(2) 0.13543(14) 0.0621(7) Uani 1 1 d . . . H23 H 0.2984 0.0219 0.1167 0.075 Uiso 1 1 calc R . . C24 C 0.4080(3) -0.0788(2) 0.18016(13) 0.0592(7) Uani 1 1 d . . . C25 C 0.3030(3) -0.1297(3) 0.21061(17) 0.0787(8) Uani 1 1 d . . . H25 H 0.2236 -0.1008 0.2025 0.094 Uiso 1 1 calc R . . C26 C 0.3142(4) -0.2242(3) 0.25341(18) 0.0866(9) Uani 1 1 d . . . H26 H 0.2423 -0.2583 0.2734 0.104 Uiso 1 1 calc R . . C27 C 0.4318(3) -0.2670(3) 0.26609(15) 0.0699(8) Uani 1 1 d . . . C28 C 0.5363(3) -0.2184(2) 0.23626(14) 0.0659(7) Uani 1 1 d . . . H28 H 0.6157 -0.2474 0.2448 0.079 Uiso 1 1 calc R . . C29 C 0.5241(3) -0.1254(2) 0.19307(14) 0.0646(7) Uani 1 1 d . . . H29 H 0.5955 -0.0934 0.1722 0.078 Uiso 1 1 calc R . . C30 C 0.4521(3) 0.0146(2) 0.06553(13) 0.0602(7) Uani 1 1 d . . . C31 C 0.4157(3) -0.0978(3) 0.01714(16) 0.0789(9) Uani 1 1 d . . . H31 H 0.3579 -0.1659 0.0280 0.095 Uiso 1 1 calc R . . C32 C 0.5375(3) 0.1114(3) 0.04649(15) 0.0744(8) Uani 1 1 d . . . H32 H 0.5645 0.1885 0.0775 0.089 Uiso 1 1 calc R . . C33 C 0.7250(4) 0.5064(3) 0.5895(2) 0.0924(10) Uani 1 1 d . . . H33 H 0.6389 0.5074 0.5968 0.111 Uiso 1 1 calc R . . C34 C 0.7419(4) 0.5004(3) 0.51893(18) 0.0838(9) Uani 1 1 d . . . H34 H 0.6676 0.4966 0.4778 0.101 Uiso 1 1 calc R . . C35 C 0.8727(3) 0.5001(2) 0.50755(16) 0.0701(8) Uani 1 1 d . . . C36 C 1.0141(3) 0.4958(2) 0.42918(15) 0.0696(8) Uani 1 1 d . . . C37 C 1.0381(4) 0.4901(3) 0.35584(16) 0.0886(10) Uani 1 1 d . . . H37 H 0.9664 0.4872 0.3136 0.106 Uiso 1 1 calc R . . C38 C 1.1640(4) 0.4890(3) 0.34779(18) 0.0957(11) Uani 1 1 d . . . H38 H 1.1781 0.4850 0.2997 0.115 Uiso 1 1 calc R . . C39 C 0.1458(4) 0.1528(3) 0.41455(19) 0.0802(9) Uani 1 1 d . . . C40 C 0.2330(5) 0.1515(3) 0.3660(3) 0.1083(11) Uani 1 1 d . . . H40 H 0.1950 0.1252 0.3141 0.130 Uiso 1 1 calc R . . C41 C 0.3696(6) 0.1878(5) 0.3943(4) 0.1495(19) Uani 1 1 d . . . H41 H 0.4271 0.1877 0.3623 0.179 Uiso 1 1 calc R . . C42 C 0.4279(6) 0.2271(5) 0.4743(6) 0.180(4) Uani 1 1 d . . . H42 H 0.5235 0.2514 0.4939 0.216 Uiso 1 1 calc R . . C43 C 0.3468(7) 0.2293(5) 0.5216(4) 0.163(3) Uani 1 1 d . . . H43 H 0.3867 0.2552 0.5733 0.195 Uiso 1 1 calc R . . C44 C 0.2034(5) 0.1932(3) 0.4937(2) 0.1067(13) Uani 1 1 d . . . C45 C -0.0124(6) 0.1619(4) 0.5106(2) 0.1073(13) Uani 1 1 d . . . C46 C -0.1014(8) 0.1658(5) 0.5609(3) 0.163(3) Uani 1 1 d . . . H46 H -0.0647 0.1936 0.6127 0.196 Uiso 1 1 calc R . . C47 C -0.2354(10) 0.1287(7) 0.5306(5) 0.191(4) Uani 1 1 d . . . H47 H -0.2925 0.1352 0.5624 0.230 Uiso 1 1 calc R . . C48 C -0.2983(6) 0.0802(5) 0.4543(5) 0.160(2) Uani 1 1 d . . . H48 H -0.3939 0.0516 0.4367 0.192 Uiso 1 1 calc R . . C49 C -0.2167(5) 0.0753(4) 0.4054(3) 0.1156(13) Uani 1 1 d . . . H49 H -0.2564 0.0441 0.3541 0.139 Uiso 1 1 calc R . . C50 C -0.0708(4) 0.1186(3) 0.4341(2) 0.0849(9) Uani 1 1 d . . . N1 N 0.8891(3) 0.4960(2) 0.43697(12) 0.0743(7) Uani 1 1 d . . . N2 N 0.0087(3) 0.1157(2) 0.38588(14) 0.0767(7) Uani 1 1 d . . . N3 N 0.1228(5) 0.1987(3) 0.54124(18) 0.1210(13) Uani 1 1 d . . . O1 O 1.0895(2) 0.2800(2) 0.18479(12) 0.0935(7) Uani 1 1 d . . . H1A H 1.0389 0.2249 0.1986 0.140 Uiso 1 1 calc R . . O2 O 0.9197(2) 1.08984(16) 0.23133(11) 0.0870(6) Uani 1 1 d . . . H2A H 0.9383 1.0865 0.2768 0.131 Uiso 1 1 calc R . . O3 O 0.6417(2) 0.50328(18) 0.31936(11) 0.0943(7) Uani 1 1 d . . . O4 O 0.4361(2) -0.36109(18) 0.30842(11) 0.0945(7) Uani 1 1 d . . . H4 H 0.5093 -0.3806 0.3120 0.142 Uiso 1 1 calc R . . H3A H 0.7329 0.5129 0.3551 0.142 Uiso 1 1 d R . . 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 0.067(2) 0.0669(18) 0.0611(17) 0.0021(14) 0.0079(14) 0.0223(16) C2 0.0589(18) 0.098(2) 0.0701(19) 0.0159(17) 0.0191(15) 0.0237(18) C3 0.066(2) 0.0754(19) 0.0678(18) 0.0146(15) 0.0196(15) 0.0056(15) C4 0.0600(18) 0.0545(16) 0.0527(15) 0.0020(12) 0.0066(13) 0.0084(13) C5 0.0541(17) 0.0683(19) 0.088(2) 0.0131(16) 0.0113(15) 0.0128(15) C6 0.066(2) 0.0622(18) 0.092(2) 0.0194(16) 0.0095(16) 0.0112(15) C7 0.0672(18) 0.0602(16) 0.0487(15) 0.0059(12) 0.0099(13) 0.0091(13) C8 0.0627(17) 0.0542(16) 0.0538(16) 0.0065(13) 0.0036(13) 0.0074(12) C9 0.084(2) 0.0545(16) 0.0548(17) 0.0116(13) 0.0052(14) 0.0147(14) C10 0.082(2) 0.0623(18) 0.0522(16) 0.0049(14) -0.0019(14) 0.0160(15) C11 0.0711(18) 0.0523(16) 0.0603(17) 0.0051(14) -0.0004(14) 0.0127(13) C12 0.140(3) 0.0578(19) 0.065(2) 0.0118(16) -0.0014(19) 0.0243(19) C13 0.134(3) 0.065(2) 0.0519(17) 0.0097(15) -0.0015(17) 0.0187(18) C14 0.0646(17) 0.0573(16) 0.0484(15) 0.0050(12) 0.0071(13) 0.0145(13) C15 0.073(2) 0.084(2) 0.0652(18) -0.0210(16) 0.0163(15) 0.0128(16) C16 0.077(2) 0.078(2) 0.0566(17) -0.0203(15) 0.0038(16) 0.0058(17) C17 0.085(2) 0.0677(19) 0.0544(17) -0.0023(14) 0.0003(15) 0.0240(16) C18 0.0694(19) 0.0644(19) 0.077(2) 0.0054(15) -0.0063(15) 0.0142(15) C19 0.075(2) 0.0595(18) 0.081(2) 0.0043(15) -0.0042(16) 0.0206(15) C20 0.0661(18) 0.0654(17) 0.0452(14) 0.0066(12) 0.0065(13) 0.0230(14) C21 0.087(2) 0.100(2) 0.083(2) -0.0270(19) -0.0240(17) 0.048(2) C22 0.121(3) 0.090(2) 0.099(3) -0.027(2) -0.027(2) 0.066(2) C23 0.0590(16) 0.0665(17) 0.0521(15) 0.0004(13) 0.0041(12) 0.0141(13) C24 0.0627(18) 0.0584(16) 0.0493(15) 0.0007(12) 0.0121(13) 0.0075(14) C25 0.079(2) 0.073(2) 0.085(2) 0.0095(17) 0.0289(17) 0.0169(16) C26 0.095(3) 0.081(2) 0.092(2) 0.0157(19) 0.0488(19) 0.0109(19) C27 0.092(2) 0.0581(17) 0.0580(17) 0.0066(14) 0.0237(16) 0.0127(16) C28 0.0737(19) 0.0657(18) 0.0566(16) 0.0083(14) 0.0162(14) 0.0167(15) C29 0.0699(19) 0.0662(17) 0.0583(16) 0.0112(14) 0.0207(14) 0.0142(15) C30 0.0669(17) 0.0548(16) 0.0475(15) 0.0064(12) -0.0005(13) 0.0099(13) C31 0.104(2) 0.0567(17) 0.0591(18) -0.0002(14) 0.0167(16) -0.0053(16) C32 0.100(2) 0.0530(17) 0.0545(17) -0.0049(13) 0.0128(16) 0.0026(15) C33 0.088(2) 0.095(2) 0.087(3) 0.0147(19) 0.030(2) 0.0018(19) C34 0.083(2) 0.086(2) 0.069(2) 0.0144(16) 0.0123(17) 0.0028(17) C35 0.077(2) 0.0615(17) 0.0566(18) 0.0075(13) 0.0098(16) -0.0050(14) C36 0.071(2) 0.0678(19) 0.0509(17) 0.0050(13) 0.0078(15) -0.0105(15) C37 0.094(3) 0.099(2) 0.0524(19) 0.0101(16) 0.0097(17) -0.007(2) C38 0.106(3) 0.100(3) 0.062(2) 0.0043(17) 0.024(2) -0.009(2) C39 0.086(3) 0.0596(18) 0.081(2) 0.0029(16) -0.001(2) 0.0197(17) C40 0.094(3) 0.101(3) 0.129(3) 0.020(2) 0.024(3) 0.027(2) C41 0.089(4) 0.115(4) 0.248(7) 0.050(4) 0.037(4) 0.032(3) C42 0.089(4) 0.093(3) 0.297(11) 0.019(5) -0.048(5) 0.015(3) C43 0.148(6) 0.101(3) 0.173(6) -0.025(3) -0.069(5) 0.041(4) C44 0.123(4) 0.072(2) 0.097(3) -0.012(2) -0.029(3) 0.042(2) C45 0.172(4) 0.104(3) 0.071(3) 0.028(2) 0.026(3) 0.087(3) C46 0.289(8) 0.168(5) 0.112(4) 0.074(4) 0.084(5) 0.163(6) C47 0.281(10) 0.217(7) 0.192(7) 0.131(6) 0.129(7) 0.182(8) C48 0.133(4) 0.168(5) 0.243(7) 0.119(5) 0.094(5) 0.086(4) C49 0.111(3) 0.119(3) 0.136(3) 0.051(3) 0.034(3) 0.053(3) C50 0.109(3) 0.074(2) 0.080(2) 0.0244(18) 0.017(2) 0.042(2) N1 0.0798(19) 0.0724(16) 0.0504(14) 0.0070(11) 0.0045(12) -0.0067(13) N2 0.087(2) 0.0698(16) 0.0670(16) 0.0064(12) 0.0064(15) 0.0250(14) N3 0.186(4) 0.102(2) 0.066(2) -0.0047(17) -0.014(2) 0.077(3) O1 0.0846(15) 0.0936(15) 0.1043(16) 0.0185(13) 0.0117(12) 0.0403(12) O2 0.1161(17) 0.0576(12) 0.0717(13) -0.0005(10) -0.0015(11) 0.0240(11) O3 0.1120(17) 0.0719(14) 0.0774(14) -0.0114(11) -0.0091(12) 0.0274(12) O4 0.1279(19) 0.0754(14) 0.0891(15) 0.0288(12) 0.0431(13) 0.0218(13) _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 C6 1.359(4) . ? C1 O1 1.369(3) . ? C1 C2 1.370(4) . ? C2 C3 1.374(4) . ? C3 C4 1.387(4) . ? C4 C5 1.381(4) . ? C4 C7 1.529(3) . ? C5 C6 1.376(4) . ? C7 C14 1.520(4) . ? C7 C8 1.523(3) . ? C8 C9 1.374(3) . ? C8 C13 1.376(4) . ? C9 C10 1.387(3) . ? C10 C11 1.360(3) . ? C11 C12 1.366(4) . ? C11 O2 1.380(3) . ? C12 C13 1.381(4) . ? C14 C15 1.368(3) . ? C14 C16 1.371(4) . ? C15 C16 1.377(4) 2_665 ? C16 C15 1.377(4) 2_665 ? C17 C18 1.347(4) . ? C17 C22 1.364(4) . ? C17 O3 1.395(3) . ? C18 C19 1.381(4) . ? C19 C20 1.373(3) . ? C20 C21 1.358(4) . ? C20 C23 1.521(3) . ? C21 C22 1.389(4) . ? C23 C24 1.523(4) . ? C23 C30 1.530(4) . ? C24 C25 1.376(4) . ? C24 C29 1.387(4) . ? C25 C26 1.394(4) . ? C26 C27 1.377(4) . ? C27 C28 1.358(4) . ? C27 O4 1.378(3) . ? C28 C29 1.386(4) . ? C30 C32 1.372(4) . ? C30 C31 1.386(3) . ? C31 C32 1.376(4) 2_655 ? C32 C31 1.376(4) 2_655 ? C33 C34 1.349(4) . ? C33 C38 1.407(5) 2_766 ? C34 C35 1.412(4) . ? C35 N1 1.348(3) . ? C35 C36 1.428(4) 2_766 ? C36 N1 1.329(3) . ? C36 C37 1.427(4) . ? C36 C35 1.428(4) 2_766 ? C37 C38 1.342(4) . ? C38 C33 1.407(4) 2_766 ? C39 N2 1.337(4) . ? C39 C40 1.411(5) . ? C39 C44 1.420(5) . ? C40 C41 1.331(6) . ? C41 C42 1.434(9) . ? C42 C43 1.344(9) . ? C43 C44 1.393(7) . ? C44 N3 1.348(5) . ? C45 N3 1.324(5) . ? C45 C50 1.382(5) . ? C45 C46 1.453(7) . ? C46 C47 1.312(9) . ? C47 C48 1.395(9) . ? C48 C49 1.375(6) . ? C49 C50 1.421(5) . ? C50 N2 1.346(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 C6 C1 O1 122.8(3) . . ? C6 C1 C2 119.6(3) . . ? O1 C1 C2 117.6(3) . . ? C1 C2 C3 120.1(3) . . ? C2 C3 C4 121.6(3) . . ? C5 C4 C3 116.5(3) . . ? C5 C4 C7 122.9(2) . . ? C3 C4 C7 120.6(2) . . ? C6 C5 C4 121.9(3) . . ? C1 C6 C5 120.1(3) . . ? C14 C7 C8 113.1(2) . . ? C14 C7 C4 111.7(2) . . ? C8 C7 C4 112.6(2) . . ? C9 C8 C13 117.1(2) . . ? C9 C8 C7 122.9(2) . . ? C13 C8 C7 120.0(2) . . ? C8 C9 C10 121.5(2) . . ? C11 C10 C9 120.1(2) . . ? C10 C11 C12 119.5(2) . . ? C10 C11 O2 122.8(2) . . ? C12 C11 O2 117.7(2) . . ? C11 C12 C13 120.0(3) . . ? C8 C13 C12 121.8(3) . . ? C15 C14 C16 115.9(2) . . ? C15 C14 C7 120.9(3) . . ? C16 C14 C7 123.1(2) . . ? C14 C15 C16 122.2(3) . 2_665 ? C14 C16 C15 121.9(2) . 2_665 ? C18 C17 C22 119.2(3) . . ? C18 C17 O3 122.4(3) . . ? C22 C17 O3 118.4(3) . . ? C17 C18 C19 119.9(3) . . ? C20 C19 C18 122.5(3) . . ? C21 C20 C19 116.4(3) . . ? C21 C20 C23 121.3(2) . . ? C19 C20 C23 122.3(2) . . ? C20 C21 C22 121.8(3) . . ? C17 C22 C21 120.2(3) . . ? C20 C23 C24 111.32(19) . . ? C20 C23 C30 112.7(2) . . ? C24 C23 C30 112.9(2) . . ? C25 C24 C29 117.7(3) . . ? C25 C24 C23 120.6(3) . . ? C29 C24 C23 121.7(2) . . ? C24 C25 C26 120.8(3) . . ? C27 C26 C25 120.0(3) . . ? C28 C27 C26 120.2(3) . . ? C28 C27 O4 122.7(3) . . ? C26 C27 O4 117.1(3) . . ? C27 C28 C29 119.6(3) . . ? C28 C29 C24 121.7(3) . . ? C32 C30 C31 116.3(2) . . ? C32 C30 C23 123.1(2) . . ? C31 C30 C23 120.6(2) . . ? C32 C31 C30 121.8(3) 2_655 . ? C30 C32 C31 121.9(2) . 2_655 ? C34 C33 C38 120.8(3) . 2_766 ? C33 C34 C35 119.9(3) . . ? N1 C35 C34 119.5(3) . . ? N1 C35 C36 120.8(3) . 2_766 ? C34 C35 C36 119.7(3) . 2_766 ? N1 C36 C37 120.1(3) . . ? N1 C36 C35 122.0(3) . 2_766 ? C37 C36 C35 118.0(3) . 2_766 ? C38 C37 C36 120.1(3) . . ? C37 C38 C33 121.5(3) . 2_766 ? N2 C39 C40 119.8(3) . . ? N2 C39 C44 120.0(4) . . ? C40 C39 C44 120.2(4) . . ? C41 C40 C39 120.0(5) . . ? C40 C41 C42 119.9(6) . . ? C43 C42 C41 121.1(6) . . ? C42 C43 C44 120.5(6) . . ? N3 C44 C43 120.2(5) . . ? N3 C44 C39 121.5(4) . . ? C43 C44 C39 118.3(5) . . ? N3 C45 C50 122.9(4) . . ? N3 C45 C46 117.6(5) . . ? C50 C45 C46 119.5(5) . . ? C47 C46 C45 117.7(6) . . ? C46 C47 C48 124.6(7) . . ? C49 C48 C47 118.9(6) . . ? C48 C49 C50 119.2(5) . . ? N2 C50 C45 120.9(4) . . ? N2 C50 C49 119.0(4) . . ? C45 C50 C49 120.0(4) . . ? C36 N1 C35 117.2(2) . . ? C39 N2 C50 118.0(3) . . ? C45 N3 C44 116.6(4) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.07 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.234 _refine_diff_density_min -0.133 _refine_diff_density_rms 0.036 # Attachment '- 1 PyzNO.cif' data_an646_1_PyzNO _database_code_depnum_ccdc_archive 'CCDC 717791' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1:2 complex of 1,4-di[bis(4'-hydroxyphenyl)methyl]benzene and N,N'-pyrazinedioxide ; _chemical_name_common ; 1:2 complex of 1,4-di(bis(4'-hydroxyphenyl)methyl)benzene and N,N'-pyrazinedioxide ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H26 O4, 2(C4 H4 N2 O2)' _chemical_formula_sum 'C40 H34 N4 O8' _chemical_formula_weight 698.71 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' N N 0.0061 0.0033 '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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.064(2) _cell_length_b 7.6296(11) _cell_length_c 16.929(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.722(2) _cell_angle_gamma 90.00 _cell_volume 1663.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6979 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 25.90 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 732 _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9432 _exptl_absorpt_correction_T_max 0.9961 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16408 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 26.06 _reflns_number_total 3273 _reflns_number_gt 2750 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0546P)^2^+0.7643P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3273 _refine_ls_number_parameters 243 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_gt 0.0599 _refine_ls_wR_factor_ref 0.1397 _refine_ls_wR_factor_gt 0.1334 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.141 _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 0.82118(15) 1.0427(3) 0.13569(12) 0.0324(4) Uani 1 1 d . . . C2 C 0.79623(16) 0.9861(3) 0.20808(12) 0.0368(5) Uani 1 1 d . . . H2 H 0.8385 1.0158 0.2561 0.044 Uiso 1 1 calc R . . C3 C 0.70883(16) 0.8859(3) 0.20847(12) 0.0350(5) Uani 1 1 d . . . H3 H 0.6920 0.8510 0.2574 0.042 Uiso 1 1 calc R . . C4 C 0.64507(15) 0.8352(3) 0.13842(12) 0.0320(4) Uani 1 1 d . . . C5 C 0.67236(16) 0.8914(3) 0.06714(12) 0.0376(5) Uani 1 1 d . . . H5 H 0.6315 0.8582 0.0190 0.045 Uiso 1 1 calc R . . C6 C 0.75843(16) 0.9952(3) 0.06536(12) 0.0372(5) Uani 1 1 d . . . H6 H 0.7740 1.0331 0.0165 0.045 Uiso 1 1 calc R . . C7 C 0.54755(15) 0.7277(3) 0.14183(12) 0.0342(5) Uani 1 1 d . . . H7 H 0.5632 0.6509 0.1887 0.041 Uiso 1 1 calc R . . C8 C 0.45577(16) 0.8417(3) 0.15423(12) 0.0345(5) Uani 1 1 d . . . C9 C 0.37246(18) 0.7672(3) 0.18300(15) 0.0498(6) Uani 1 1 d . . . H9 H 0.3774 0.6516 0.2007 0.060 Uiso 1 1 calc R . . C10 C 0.28300(18) 0.8592(3) 0.18610(16) 0.0528(6) Uani 1 1 d . . . H10 H 0.2286 0.8062 0.2062 0.063 Uiso 1 1 calc R . . C11 C 0.27359(16) 1.0306(3) 0.15939(13) 0.0402(5) Uani 1 1 d . . . C12 C 0.35751(17) 1.1108(3) 0.13580(12) 0.0381(5) Uani 1 1 d . . . H12 H 0.3538 1.2284 0.1213 0.046 Uiso 1 1 calc R . . C13 C 0.44719(16) 1.0174(3) 0.13359(12) 0.0360(5) Uani 1 1 d . . . H13 H 0.5035 1.0739 0.1178 0.043 Uiso 1 1 calc R . . C14 C 0.52009(15) 0.6090(3) 0.06850(12) 0.0332(5) Uani 1 1 d . . . C15 C 0.45018(16) 0.6580(3) 0.00124(13) 0.0390(5) Uani 1 1 d . . . H15 H 0.4154 0.7644 0.0013 0.047 Uiso 1 1 calc R . . C16 C 0.56892(16) 0.4480(3) 0.06606(13) 0.0389(5) Uani 1 1 d . . . H16 H 0.6155 0.4105 0.1106 0.047 Uiso 1 1 calc R . . C17 C 0.1402(2) 0.0587(3) 0.43176(18) 0.0580(7) Uani 1 1 d . . . H17 H 0.1931 -0.0244 0.4383 0.070 Uiso 1 1 calc R . . C18 C 0.0960(2) 0.1075(3) 0.35682(17) 0.0542(6) Uani 1 1 d . . . H18 H 0.1190 0.0578 0.3128 0.065 Uiso 1 1 calc R . . C19 C -0.01347(17) 0.2944(3) 0.41060(15) 0.0468(6) Uani 1 1 d . . . H19 H -0.0669 0.3764 0.4040 0.056 Uiso 1 1 calc R . . C20 C 0.03028(17) 0.2446(3) 0.48545(15) 0.0475(6) Uani 1 1 d . . . H20 H 0.0056 0.2914 0.5293 0.057 Uiso 1 1 calc R . . H1A H 0.938(2) 1.166(4) 0.1797(18) 0.063(8) Uiso 1 1 d . . . H2A H 0.178(2) 1.216(5) 0.132(2) 0.091(11) Uiso 1 1 d . . . N1 N 0.10920(16) 0.1282(3) 0.49744(13) 0.0494(5) Uani 1 1 d . . . N2 N 0.01907(14) 0.2272(3) 0.34537(12) 0.0448(5) Uani 1 1 d . . . O1 O 0.90754(12) 1.1407(2) 0.13135(10) 0.0453(4) Uani 1 1 d . . . O2 O 0.17951(13) 1.1118(3) 0.15839(12) 0.0550(5) Uani 1 1 d . . . O3 O 0.15275(16) 0.0840(2) 0.56941(12) 0.0681(5) Uani 1 1 d . . . O4 O -0.02197(14) 0.2816(2) 0.27451(10) 0.0595(5) 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 0.0335(10) 0.0285(10) 0.0355(11) -0.0014(8) 0.0071(8) 0.0012(8) C2 0.0420(12) 0.0371(11) 0.0292(11) -0.0037(9) -0.0003(9) -0.0033(9) C3 0.0432(12) 0.0353(11) 0.0270(10) 0.0023(8) 0.0075(8) -0.0001(9) C4 0.0339(10) 0.0278(10) 0.0343(11) -0.0002(8) 0.0059(8) 0.0040(8) C5 0.0372(11) 0.0442(12) 0.0299(10) -0.0024(9) 0.0013(8) -0.0033(9) C6 0.0424(12) 0.0426(12) 0.0281(10) 0.0041(9) 0.0107(9) -0.0005(9) C7 0.0377(11) 0.0308(10) 0.0334(11) 0.0045(8) 0.0038(8) -0.0007(8) C8 0.0383(11) 0.0338(11) 0.0312(10) -0.0013(9) 0.0049(8) -0.0051(9) C9 0.0455(13) 0.0386(12) 0.0675(16) 0.0105(11) 0.0160(11) -0.0026(10) C10 0.0389(12) 0.0508(15) 0.0715(17) 0.0076(13) 0.0173(11) -0.0073(11) C11 0.0366(11) 0.0448(13) 0.0378(11) -0.0098(10) 0.0025(9) -0.0003(9) C12 0.0493(13) 0.0338(11) 0.0323(11) -0.0042(9) 0.0099(9) -0.0003(9) C13 0.0414(11) 0.0362(11) 0.0328(11) -0.0017(9) 0.0129(9) -0.0051(9) C14 0.0339(10) 0.0272(10) 0.0385(11) 0.0014(8) 0.0061(8) -0.0047(8) C15 0.0432(12) 0.0257(10) 0.0460(12) 0.0009(9) 0.0016(10) 0.0041(9) C16 0.0393(12) 0.0312(11) 0.0425(12) 0.0046(9) -0.0032(9) 0.0015(9) C17 0.0591(16) 0.0393(14) 0.0772(19) -0.0069(13) 0.0163(14) 0.0057(12) C18 0.0572(15) 0.0444(14) 0.0636(17) -0.0150(12) 0.0179(13) -0.0042(12) C19 0.0367(12) 0.0491(14) 0.0555(15) -0.0084(11) 0.0106(10) -0.0022(10) C20 0.0429(13) 0.0467(14) 0.0557(15) -0.0063(11) 0.0167(11) -0.0053(11) N1 0.0517(12) 0.0389(11) 0.0581(13) 0.0006(9) 0.0104(10) -0.0075(9) N2 0.0410(10) 0.0434(11) 0.0501(12) -0.0112(9) 0.0077(9) -0.0123(9) O1 0.0469(9) 0.0504(10) 0.0390(9) -0.0016(7) 0.0082(7) -0.0154(7) O2 0.0391(9) 0.0535(11) 0.0717(12) -0.0064(10) 0.0075(8) 0.0036(8) O3 0.0824(13) 0.0543(11) 0.0634(12) 0.0117(9) 0.0003(10) 0.0010(10) O4 0.0617(11) 0.0659(12) 0.0473(10) -0.0123(9) -0.0010(8) -0.0102(9) _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 O1 1.366(2) . ? C1 C6 1.375(3) . ? C1 C2 1.389(3) . ? C2 C3 1.375(3) . ? C3 C4 1.384(3) . ? C4 C5 1.383(3) . ? C4 C7 1.524(3) . ? C5 C6 1.380(3) . ? C7 C8 1.524(3) . ? C7 C14 1.530(3) . ? C8 C13 1.385(3) . ? C8 C9 1.387(3) . ? C9 C10 1.372(3) . ? C10 C11 1.383(3) . ? C11 C12 1.372(3) . ? C11 O2 1.374(3) . ? C12 C13 1.377(3) . ? C14 C15 1.385(3) . ? C14 C16 1.388(3) . ? C15 C16 1.385(3) 3_665 ? C16 C15 1.385(3) 3_665 ? C17 C18 1.354(4) . ? C17 N1 1.355(3) . ? C18 N2 1.347(3) . ? C19 N2 1.350(3) . ? C19 C20 1.353(3) . ? C20 N1 1.350(3) . ? N1 O3 1.299(3) . ? N2 O4 1.297(3) . ? 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 O1 C1 C6 118.35(18) . . ? O1 C1 C2 122.47(18) . . ? C6 C1 C2 119.15(18) . . ? C3 C2 C1 119.74(18) . . ? C2 C3 C4 122.08(19) . . ? C5 C4 C3 117.04(19) . . ? C5 C4 C7 122.69(18) . . ? C3 C4 C7 120.24(18) . . ? C6 C5 C4 121.87(19) . . ? C1 C6 C5 120.09(19) . . ? C8 C7 C4 112.36(16) . . ? C8 C7 C14 111.55(16) . . ? C4 C7 C14 111.77(16) . . ? C13 C8 C9 116.8(2) . . ? C13 C8 C7 123.32(18) . . ? C9 C8 C7 119.81(19) . . ? C10 C9 C8 121.9(2) . . ? C9 C10 C11 120.1(2) . . ? C12 C11 O2 123.5(2) . . ? C12 C11 C10 119.0(2) . . ? O2 C11 C10 117.4(2) . . ? C11 C12 C13 120.2(2) . . ? C12 C13 C8 121.79(19) . . ? C15 C14 C16 117.20(19) . . ? C15 C14 C7 122.60(18) . . ? C16 C14 C7 120.15(18) . . ? C16 C15 C14 121.35(19) 3_665 . ? C15 C16 C14 121.44(19) 3_665 . ? C18 C17 N1 121.4(2) . . ? N2 C18 C17 120.7(2) . . ? N2 C19 C20 121.2(2) . . ? N1 C20 C19 121.1(2) . . ? O3 N1 C20 121.0(2) . . ? O3 N1 C17 121.6(2) . . ? C20 N1 C17 117.5(2) . . ? O4 N2 C18 122.1(2) . . ? O4 N2 C19 119.8(2) . . ? C18 N2 C19 118.0(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.06 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.240 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.047 # Attachment '- 2 Dioxane.cif' data_an616_2_Dioxane _database_code_depnum_ccdc_archive 'CCDC 717792' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(3'-hydroxy,2'-,4'-dimethoxyphenyl)methyl]benzene dioxane solvate ; _chemical_name_common ;1,4-di(bis(3'-hydroxy,2'-,4'-dimethoxyphenyl)methyl)benzene dioxane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C40 H42 O12, 2(C4 H8 O2)' _chemical_formula_sum 'C48 H58 O16' _chemical_formula_weight 890.94 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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.039(4) _cell_length_b 10.605(4) _cell_length_c 13.461(6) _cell_angle_alpha 101.940(7) _cell_angle_beta 98.428(8) _cell_angle_gamma 112.198(7) _cell_volume 1132.4(8) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1165 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 18.85 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 474 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9750 _exptl_absorpt_correction_T_max 0.9932 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11616 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.0888 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 26.02 _reflns_number_total 4379 _reflns_number_gt 2046 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. One of the methoxy group of the host and the two dioxane solvent molecules are disorder hence modeled using PART command with 2 atom model having 0.5 occupancy. Some of the bad reflections are deleted using OMIT command. ; _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^)+(0.1098P)^2^+0.0000P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4379 _refine_ls_number_parameters 339 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1617 _refine_ls_R_factor_gt 0.0751 _refine_ls_wR_factor_ref 0.2208 _refine_ls_wR_factor_gt 0.1797 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _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 0.7162(5) 0.3426(4) 0.3466(3) 0.0473(9) Uani 1 1 d . . . C2 C 0.5656(5) 0.3509(4) 0.3359(3) 0.0519(10) Uani 1 1 d . . . C3 C 0.5604(5) 0.4826(4) 0.3473(3) 0.0534(10) Uani 1 1 d . . . C4 C 0.7047(4) 0.6072(4) 0.3725(3) 0.0411(9) Uani 1 1 d . . . C5 C 0.8515(4) 0.5944(4) 0.3826(3) 0.0491(10) Uani 1 1 d . . . H5A H 0.9491 0.6761 0.3985 0.059 Uiso 1 1 calc R A . C6 C 0.8597(5) 0.4629(4) 0.3698(3) 0.0544(10) Uani 1 1 d . . . H6 H 0.9608 0.4574 0.3770 0.065 Uiso 1 1 calc R . . C7 C 0.6898(4) 0.7487(3) 0.3883(3) 0.0405(9) Uani 1 1 d . . . H7 H 0.6140 0.7469 0.4337 0.049 Uiso 1 1 calc R A . C8 C 0.6116(4) 0.7648(3) 0.2857(3) 0.0407(9) Uani 1 1 d . . . C9 C 0.6340(4) 0.7098(4) 0.1900(3) 0.0510(10) Uani 1 1 d . . . H9 H 0.6964 0.6573 0.1864 0.061 Uiso 1 1 calc R A . C10 C 0.5659(5) 0.7306(4) 0.0981(3) 0.0568(11) Uani 1 1 d . . . H10 H 0.5835 0.6928 0.0345 0.068 Uiso 1 1 calc R . . C11 C 0.4719(5) 0.8079(4) 0.1024(3) 0.0509(10) Uani 1 1 d . . . C12 C 0.4456(4) 0.8641(4) 0.1982(3) 0.0462(9) Uani 1 1 d . . . C13 C 0.5151(4) 0.8419(4) 0.2882(3) 0.0407(9) Uani 1 1 d . . . C14 C 0.8526(4) 0.8785(3) 0.4452(3) 0.0378(8) Uani 1 1 d . . . C15 C 0.9768(4) 0.9344(4) 0.3968(3) 0.0430(9) Uani 1 1 d . . . H15 H 0.9626 0.8911 0.3264 0.052 Uiso 1 1 calc R A . C16 C 0.8784(4) 0.9471(4) 0.5503(3) 0.0414(9) Uani 1 1 d . . . H16 H 0.7973 0.9128 0.5854 0.050 Uiso 1 1 calc R A . C17 C 0.8517(6) 0.1863(5) 0.3376(4) 0.0826(15) Uani 1 1 d . . . H17A H 0.9098 0.2264 0.2894 0.124 Uiso 1 1 calc R . . H17B H 0.8252 0.0866 0.3207 0.124 Uiso 1 1 calc R . . H17C H 0.9200 0.2326 0.4077 0.124 Uiso 1 1 calc R . . C19 C 0.4157(7) 0.7805(6) -0.0820(4) 0.0950(17) Uani 1 1 d . . . H19A H 0.5309 0.8129 -0.0802 0.142 Uiso 1 1 calc R A . H19B H 0.3639 0.8124 -0.1327 0.142 Uiso 1 1 calc R . . H19C H 0.3648 0.6786 -0.1009 0.142 Uiso 1 1 calc R . . C20 C 0.3367(5) 0.8213(5) 0.4008(4) 0.0721(13) Uani 1 1 d . . . H20A H 0.2495 0.8154 0.3472 0.108 Uiso 1 1 calc R A . H20B H 0.3295 0.8673 0.4681 0.108 Uiso 1 1 calc R . . H20C H 0.3264 0.7274 0.3990 0.108 Uiso 1 1 calc R . . C22 C 0.0867(7) 0.9408(7) -0.0596(4) 0.0971(18) Uani 1 1 d . . . C24 C 0.929(3) 0.490(2) 0.9027(13) 0.273(11) Uani 1 1 d . . . C18A C 0.2872(15) 0.4282(13) 0.3689(11) 0.087(4) Uani 0.50 1 d P A 1 H18A H 0.2570 0.3295 0.3362 0.130 Uiso 0.50 1 calc PR A 1 H18B H 0.2096 0.4570 0.3348 0.130 Uiso 0.50 1 calc PR A 1 H18C H 0.2866 0.4422 0.4416 0.130 Uiso 0.50 1 calc PR A 1 C21A C 0.048(3) 1.041(3) 0.1149(19) 0.203(16) Uani 0.50 1 d P . 1 C23A C 0.995(2) 0.5978(18) 0.942(2) 0.143(7) Uani 0.50 1 d P B 1 C18B C 0.2937(18) 0.4247(14) 0.2588(12) 0.121(6) Uani 0.50 1 d P C 2 H18D H 0.2635 0.3274 0.2580 0.182 Uiso 0.50 1 calc PR C 2 H18E H 0.3049 0.4345 0.1906 0.182 Uiso 0.50 1 calc PR C 2 H18F H 0.2098 0.4530 0.2770 0.182 Uiso 0.50 1 calc PR C 2 C21B C -0.001(2) 0.9694(19) 0.0938(10) 0.076(4) Uani 0.50 1 d P . 2 C23B C 1.0215(19) 0.596(2) 1.0967(17) 0.133(8) Uani 0.50 1 d P . 2 H2 H 0.424(14) 0.132(11) 0.285(9) 0.29(5) Uiso 1 1 d . . . H5 H 0.319(8) 0.945(6) 0.140(5) 0.15(3) Uiso 1 1 d . . . O1 O 0.7036(3) 0.2063(3) 0.3301(2) 0.0645(8) Uani 1 1 d . . . O2 O 0.4218(4) 0.2297(3) 0.3112(3) 0.0882(12) Uani 1 1 d . . . O4 O 0.3971(4) 0.8368(3) 0.0193(2) 0.0709(9) Uani 1 1 d . . . O5 O 0.3523(3) 0.9408(3) 0.2049(2) 0.0590(8) Uani 1 1 d . . . O6 O 0.4917(3) 0.9013(3) 0.38289(19) 0.0520(7) Uani 1 1 d . . . O7 O 0.1374(4) 0.9871(4) 0.0519(3) 0.0945(11) Uani 1 1 d . . . O8 O 0.8877(12) 0.5511(9) 1.0199(13) 0.234(4) Uani 1 1 d . B . O3A O 0.414(3) 0.493(2) 0.3620(13) 0.083(5) Uani 0.50 1 d P A 1 O3B O 0.4123(17) 0.4930(18) 0.3170(10) 0.049(3) Uani 0.50 1 d P C 2 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 0.056(2) 0.032(2) 0.052(2) 0.0098(17) 0.0058(18) 0.0210(19) C2 0.044(2) 0.032(2) 0.068(3) 0.0113(18) 0.0145(19) 0.0054(18) C3 0.042(2) 0.048(2) 0.073(3) 0.016(2) 0.012(2) 0.023(2) C4 0.036(2) 0.036(2) 0.049(2) 0.0114(16) 0.0070(16) 0.0143(17) C5 0.038(2) 0.034(2) 0.066(3) 0.0103(18) 0.0030(18) 0.0113(17) C6 0.047(2) 0.047(2) 0.064(3) 0.013(2) 0.0028(19) 0.021(2) C7 0.0360(19) 0.038(2) 0.047(2) 0.0121(16) 0.0105(16) 0.0161(16) C8 0.0336(18) 0.0308(19) 0.051(2) 0.0074(16) 0.0040(16) 0.0112(16) C9 0.051(2) 0.054(3) 0.051(3) 0.0110(19) 0.0111(19) 0.028(2) C10 0.058(2) 0.062(3) 0.050(3) 0.013(2) 0.014(2) 0.027(2) C11 0.048(2) 0.051(2) 0.047(3) 0.0168(19) 0.0016(18) 0.016(2) C12 0.041(2) 0.034(2) 0.059(3) 0.0128(18) -0.0017(18) 0.0155(17) C13 0.0379(19) 0.035(2) 0.042(2) 0.0030(16) 0.0039(16) 0.0133(16) C14 0.0389(19) 0.0329(19) 0.046(2) 0.0146(17) 0.0066(16) 0.0193(16) C15 0.045(2) 0.038(2) 0.042(2) 0.0062(17) 0.0086(17) 0.0165(18) C16 0.0388(19) 0.041(2) 0.044(2) 0.0132(17) 0.0131(16) 0.0150(17) C17 0.078(3) 0.062(3) 0.112(4) 0.022(3) 0.006(3) 0.041(3) C19 0.107(4) 0.127(5) 0.053(3) 0.032(3) 0.013(3) 0.051(4) C20 0.066(3) 0.077(3) 0.076(3) 0.010(2) 0.027(2) 0.035(3) C22 0.101(4) 0.139(5) 0.071(4) 0.027(3) 0.011(3) 0.077(4) C24 0.30(2) 0.179(16) 0.197(16) 0.072(15) 0.017(15) -0.042(15) C18A 0.053(7) 0.104(9) 0.133(11) 0.063(8) 0.055(7) 0.036(6) C21A 0.16(2) 0.31(4) 0.135(16) -0.057(17) -0.030(13) 0.19(3) C23A 0.113(11) 0.068(9) 0.25(2) 0.070(11) 0.082(14) 0.016(8) C18B 0.064(8) 0.087(9) 0.170(15) -0.003(10) -0.017(10) 0.023(7) C21B 0.076(8) 0.132(12) 0.044(7) 0.047(9) 0.019(6) 0.056(8) C23B 0.070(8) 0.092(12) 0.171(18) -0.034(11) -0.021(9) 0.020(8) O1 0.0649(18) 0.0421(17) 0.092(2) 0.0217(15) 0.0149(16) 0.0285(14) O2 0.0584(19) 0.0366(18) 0.160(3) 0.0207(19) 0.036(2) 0.0100(15) O4 0.083(2) 0.087(2) 0.052(2) 0.0282(16) 0.0069(15) 0.0438(18) O5 0.0647(18) 0.0523(17) 0.063(2) 0.0137(14) 0.0009(15) 0.0344(15) O6 0.0531(16) 0.0494(16) 0.0486(17) 0.0019(12) 0.0033(12) 0.0262(13) O7 0.084(2) 0.132(3) 0.083(3) 0.034(2) 0.010(2) 0.064(2) O8 0.185(8) 0.194(7) 0.312(13) 0.036(8) 0.073(9) 0.085(6) O3A 0.078(8) 0.052(5) 0.132(13) 0.027(9) 0.046(10) 0.033(5) O3B 0.023(4) 0.046(5) 0.082(8) 0.023(6) 0.015(5) 0.015(3) _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 C6 1.368(5) . ? C1 O1 1.375(4) . ? C1 C2 1.386(5) . ? C2 O2 1.373(4) . ? C2 C3 1.393(5) . ? C3 O3B 1.393(15) . ? C3 C4 1.395(5) . ? C3 O3A 1.41(2) . ? C4 C5 1.374(5) . ? C4 C7 1.531(5) . ? C5 C6 1.401(5) . ? C7 C8 1.530(5) . ? C7 C14 1.533(4) . ? C8 C9 1.377(5) . ? C8 C13 1.402(5) . ? C9 C10 1.397(5) . ? C10 C11 1.385(5) . ? C11 O4 1.370(4) . ? C11 C12 1.399(5) . ? C12 O5 1.375(4) . ? C12 C13 1.387(5) . ? C13 O6 1.383(4) . ? C14 C15 1.382(5) . ? C14 C16 1.390(5) . ? C15 C16 1.383(5) 2_776 ? C16 C15 1.383(5) 2_776 ? C17 O1 1.425(5) . ? C19 O4 1.431(5) . ? C20 O6 1.424(5) . ? C22 O7 1.423(6) . ? C22 C21A 1.43(2) 2_575 ? C22 C21B 1.537(17) 2_575 ? C24 C23A 1.038(19) . ? C24 C23B 1.16(3) 2_767 ? C24 O8 1.73(2) . ? C18A O3A 1.12(2) . ? C21A O7 1.43(2) . ? C21A C22 1.43(2) 2_575 ? C23A O8 1.566(19) . ? C18B O3B 1.10(2) . ? C21B O7 1.408(16) . ? C21B C22 1.537(17) 2_575 ? C23B C24 1.16(3) 2_767 ? C23B O8 1.324(19) . ? 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 C6 C1 O1 125.7(3) . . ? C6 C1 C2 120.5(3) . . ? O1 C1 C2 113.7(3) . . ? O2 C2 C1 120.4(3) . . ? O2 C2 C3 120.0(4) . . ? C1 C2 C3 119.6(3) . . ? C2 C3 O3B 121.2(8) . . ? C2 C3 C4 121.1(3) . . ? O3B C3 C4 116.8(8) . . ? C2 C3 O3A 118.1(9) . . ? O3B C3 O3A 24.8(8) . . ? C4 C3 O3A 118.5(9) . . ? C5 C4 C3 117.4(3) . . ? C5 C4 C7 124.4(3) . . ? C3 C4 C7 118.2(3) . . ? C4 C5 C6 122.5(3) . . ? C1 C6 C5 118.8(3) . . ? C8 C7 C4 112.2(3) . . ? C8 C7 C14 111.1(3) . . ? C4 C7 C14 113.6(3) . . ? C9 C8 C13 117.6(3) . . ? C9 C8 C7 123.2(3) . . ? C13 C8 C7 119.1(3) . . ? C8 C9 C10 122.0(4) . . ? C11 C10 C9 119.5(4) . . ? O4 C11 C10 126.2(4) . . ? O4 C11 C12 113.8(4) . . ? C10 C11 C12 119.9(3) . . ? O5 C12 C13 119.5(4) . . ? O5 C12 C11 121.3(3) . . ? C13 C12 C11 119.2(3) . . ? O6 C13 C12 118.6(3) . . ? O6 C13 C8 119.7(3) . . ? C12 C13 C8 121.7(3) . . ? C15 C14 C16 117.1(3) . . ? C15 C14 C7 123.3(3) . . ? C16 C14 C7 119.6(3) . . ? C14 C15 C16 122.0(3) . 2_776 ? C15 C16 C14 120.9(3) 2_776 . ? O7 C22 C21A 121.2(10) . 2_575 ? O7 C22 C21B 107.3(7) . 2_575 ? C21A C22 C21B 26.3(14) 2_575 2_575 ? C23A C24 C23B 125(3) . 2_767 ? C23A C24 O8 63.4(16) . . ? C23B C24 O8 113.2(18) 2_767 . ? O7 C21A C22 116.1(17) . 2_575 ? C24 C23A O8 80.2(14) . . ? O7 C21B C22 111.1(8) . 2_575 ? C24 C23B O8 112.1(16) 2_767 . ? C1 O1 C17 118.0(3) . . ? C11 O4 C19 117.2(3) . . ? C13 O6 C20 113.9(3) . . ? C21B O7 C22 110.0(7) . . ? C21B O7 C21A 27.9(14) . . ? C22 O7 C21A 122.4(10) . . ? C23B O8 C23A 91.3(12) . . ? C23B O8 C24 109.0(13) . . ? C23A O8 C24 36.4(7) . . ? C18A O3A C3 141.4(18) . . ? C18B O3B C3 135.2(16) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.311 _refine_diff_density_min -0.211 _refine_diff_density_rms 0.058 # Attachment '- 2 DMSO.cif' data_an542_2_DMSO _database_code_depnum_ccdc_archive 'CCDC 717793' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(3'-hydroxy,2'-,4'-dimethoxyphenyl)methyl]benzene dimethylsulfoxide solvate ; _chemical_name_common ; 1,4-di(bis(3'-hydroxy,2'-,4'-dimethoxyphenyl)methyl)benzene dimethylsulfoxide solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C40 H42 O12, 2(C2 H6 O S)' _chemical_formula_sum 'C44 H54 O14 S2' _chemical_formula_weight 870.99 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8550(7) _cell_length_b 14.2040(9) _cell_length_c 14.8984(9) _cell_angle_alpha 90.00 _cell_angle_beta 111.1700(10) _cell_angle_gamma 90.00 _cell_volume 2142.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5473 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 25.89 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 0.192 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9607 _exptl_absorpt_correction_T_max 0.9810 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21901 _diffrn_reflns_av_R_equivalents 0.0723 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 26.03 _reflns_number_total 4227 _reflns_number_gt 3017 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0950P)^2^+2.1080P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4227 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1742 _refine_ls_wR_factor_gt 0.1565 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _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 0.8811(3) 0.6924(2) 0.3409(2) 0.0217(7) Uani 1 1 d . . . C2 C 0.7813(3) 0.6775(2) 0.2510(2) 0.0198(7) Uani 1 1 d . . . C3 C 0.6590(3) 0.6449(2) 0.2478(2) 0.0190(7) Uani 1 1 d . . . C4 C 0.6345(3) 0.6261(2) 0.3318(2) 0.0189(7) Uani 1 1 d . . . C5 C 0.7358(3) 0.6422(2) 0.4193(2) 0.0223(7) Uani 1 1 d . . . H5 H 0.7207 0.6303 0.4773 0.027 Uiso 1 1 calc R . . C6 C 0.8585(3) 0.6751(2) 0.4245(2) 0.0225(7) Uani 1 1 d . . . H6 H 0.9263 0.6856 0.4853 0.027 Uiso 1 1 calc R . . C7 C 0.4987(3) 0.5882(2) 0.3219(2) 0.0185(7) Uani 1 1 d . . . C8 C 0.3906(3) 0.6628(2) 0.2824(2) 0.0195(7) Uani 1 1 d . . . C9 C 0.2608(3) 0.6326(2) 0.2345(2) 0.0203(7) Uani 1 1 d . . . C10 C 0.1587(3) 0.6959(2) 0.1900(2) 0.0188(7) Uani 1 1 d . . . C11 C 0.1865(3) 0.7920(2) 0.1987(2) 0.0205(7) Uani 1 1 d . . . C12 C 0.3130(3) 0.8235(2) 0.2496(2) 0.0232(7) Uani 1 1 d . . . H12 H 0.3310 0.8891 0.2570 0.028 Uiso 1 1 calc R . . C13 C 0.4146(3) 0.7583(2) 0.2903(2) 0.0212(7) Uani 1 1 d . . . H13 H 0.5018 0.7803 0.3241 0.025 Uiso 1 1 calc R . . C14 C 0.4989(3) 0.5435(2) 0.4143(2) 0.0177(6) Uani 1 1 d . . . C15 C 0.5452(3) 0.4524(2) 0.4380(2) 0.0202(7) Uani 1 1 d . . . H15 H 0.5767 0.4185 0.3956 0.024 Uiso 1 1 calc R . . C16 C 0.5468(3) 0.4094(2) 0.5221(2) 0.0217(7) Uani 1 1 d . . . H16 H 0.5796 0.3470 0.5364 0.026 Uiso 1 1 calc R . . C17 C 0.5152(4) 0.7056(3) 0.0985(2) 0.0317(8) Uani 1 1 d . . . H17A H 0.5630 0.7619 0.1307 0.048 Uiso 1 1 calc R . . H17B H 0.4205 0.7141 0.0843 0.048 Uiso 1 1 calc R . . H17C H 0.5307 0.6954 0.0384 0.048 Uiso 1 1 calc R . . C18 C 1.1079(3) 0.7312(3) 0.4229(3) 0.0342(9) Uani 1 1 d . . . H18A H 1.0900 0.7800 0.4630 0.051 Uiso 1 1 calc R . . H18B H 1.1871 0.7480 0.4095 0.051 Uiso 1 1 calc R . . H18C H 1.1220 0.6708 0.4569 0.051 Uiso 1 1 calc R . . C19 C 0.1037(4) 0.9463(2) 0.1506(3) 0.0385(9) Uani 1 1 d . . . H19A H 0.1335 0.9709 0.2165 0.058 Uiso 1 1 calc R . . H19B H 0.0222 0.9784 0.1112 0.058 Uiso 1 1 calc R . . H19C H 0.1722 0.9572 0.1233 0.058 Uiso 1 1 calc R . . C20 C 0.1680(4) 0.5009(3) 0.2862(3) 0.0319(8) Uani 1 1 d . . . H20A H 0.2314 0.4963 0.3524 0.048 Uiso 1 1 calc R . . H20B H 0.1322 0.4383 0.2636 0.048 Uiso 1 1 calc R . . H20C H 0.0958 0.5432 0.2844 0.048 Uiso 1 1 calc R . . C21 C 0.6883(4) 0.4794(3) 1.0390(3) 0.0389(9) Uani 1 1 d . . . H21A H 0.6958 0.4243 1.0802 0.058 Uiso 1 1 calc R . . H21B H 0.6059 0.4755 0.9829 0.058 Uiso 1 1 calc R . . H21C H 0.6879 0.5368 1.0754 0.058 Uiso 1 1 calc R . . C22 C 0.7900(4) 0.5946(3) 0.9416(3) 0.0361(9) Uani 1 1 d . . . H22A H 0.7909 0.6429 0.9888 0.054 Uiso 1 1 calc R . . H22B H 0.7026 0.5929 0.8903 0.054 Uiso 1 1 calc R . . H22C H 0.8570 0.6095 0.9139 0.054 Uiso 1 1 calc R . . O1 O 0.9980(2) 0.72353(17) 0.33445(16) 0.0286(6) Uani 1 1 d . . . O2 O 0.7993(2) 0.69352(18) 0.16658(17) 0.0265(6) Uani 1 1 d . . . O3 O 0.5615(2) 0.62534(16) 0.16034(15) 0.0221(5) Uani 1 1 d . . . O4 O 0.0795(2) 0.84844(16) 0.15187(16) 0.0253(5) Uani 1 1 d . . . O5 O 0.0338(2) 0.66945(19) 0.13877(18) 0.0251(6) Uani 1 1 d . . . O6 O 0.2336(2) 0.53759(15) 0.22473(16) 0.0240(5) Uani 1 1 d . . . O7 O 0.9465(2) 0.49546(17) 1.08967(19) 0.0351(6) Uani 1 1 d . . . S1 S 0.82545(8) 0.48221(6) 0.99956(6) 0.0246(2) Uani 1 1 d . . . H2 H 0.876(4) 0.705(3) 0.182(3) 0.039(12) Uiso 1 1 d . . . H3 H 0.026(5) 0.622(3) 0.123(3) 0.045(16) Uiso 1 1 d . . . H7 H 0.485(3) 0.539(2) 0.282(2) 0.003(7) 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 C1 0.0181(16) 0.0241(17) 0.0239(17) -0.0040(13) 0.0088(14) -0.0010(13) C2 0.0209(16) 0.0227(16) 0.0192(16) 0.0006(13) 0.0114(13) 0.0036(13) C3 0.0161(15) 0.0227(16) 0.0166(15) 0.0004(13) 0.0039(13) 0.0032(12) C4 0.0172(15) 0.0190(16) 0.0221(16) 0.0012(13) 0.0090(13) 0.0040(12) C5 0.0206(17) 0.0258(17) 0.0202(16) -0.0003(13) 0.0068(13) 0.0010(13) C6 0.0212(17) 0.0272(18) 0.0170(16) -0.0019(13) 0.0045(13) 0.0000(13) C7 0.0185(16) 0.0218(17) 0.0147(15) -0.0021(13) 0.0056(13) -0.0008(13) C8 0.0151(15) 0.0303(18) 0.0147(15) 0.0014(13) 0.0075(12) 0.0017(13) C9 0.0213(16) 0.0243(17) 0.0168(15) 0.0012(13) 0.0085(13) -0.0024(13) C10 0.0172(16) 0.0266(17) 0.0139(15) 0.0002(12) 0.0073(13) -0.0025(13) C11 0.0162(16) 0.0284(18) 0.0175(16) 0.0016(13) 0.0066(13) 0.0018(13) C12 0.0236(17) 0.0230(17) 0.0242(17) 0.0002(14) 0.0102(14) -0.0034(13) C13 0.0156(15) 0.0273(17) 0.0198(16) -0.0046(13) 0.0052(13) -0.0025(13) C14 0.0096(14) 0.0252(16) 0.0167(15) 0.0012(12) 0.0028(12) -0.0031(12) C15 0.0190(16) 0.0238(16) 0.0194(16) -0.0009(13) 0.0089(13) 0.0007(13) C16 0.0224(17) 0.0218(16) 0.0218(16) -0.0011(13) 0.0089(13) 0.0008(13) C17 0.0297(19) 0.040(2) 0.0222(18) 0.0077(15) 0.0054(15) 0.0051(16) C18 0.0190(18) 0.050(2) 0.031(2) -0.0088(17) 0.0057(16) -0.0093(16) C19 0.029(2) 0.0246(18) 0.059(3) 0.0024(18) 0.0127(19) 0.0013(16) C20 0.0303(19) 0.037(2) 0.0284(19) 0.0086(15) 0.0107(16) -0.0101(16) C21 0.032(2) 0.046(2) 0.042(2) -0.0040(19) 0.0179(18) -0.0054(18) C22 0.039(2) 0.028(2) 0.038(2) 0.0004(16) 0.0092(18) 0.0049(16) O1 0.0198(12) 0.0425(15) 0.0247(12) -0.0048(11) 0.0096(10) -0.0093(10) O2 0.0207(13) 0.0415(15) 0.0211(12) 0.0002(10) 0.0121(11) -0.0035(11) O3 0.0187(11) 0.0297(12) 0.0161(11) 0.0022(9) 0.0042(9) -0.0009(9) O4 0.0209(12) 0.0256(12) 0.0288(13) 0.0049(10) 0.0083(10) 0.0025(9) O5 0.0170(12) 0.0273(14) 0.0291(14) -0.0020(11) 0.0060(10) -0.0030(10) O6 0.0226(12) 0.0236(12) 0.0256(12) 0.0037(9) 0.0084(10) -0.0028(9) O7 0.0246(13) 0.0351(15) 0.0378(15) -0.0004(11) 0.0020(12) -0.0024(11) S1 0.0247(5) 0.0240(4) 0.0245(4) -0.0023(3) 0.0080(3) -0.0009(3) _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 C6 1.375(4) . ? C1 O1 1.380(4) . ? C1 C2 1.401(4) . ? C2 O2 1.361(4) . ? C2 C3 1.390(4) . ? C3 O3 1.379(4) . ? C3 C4 1.396(4) . ? C4 C5 1.387(4) . ? C4 C7 1.526(4) . ? C5 C6 1.387(4) . ? C7 C14 1.516(4) . ? C7 C8 1.532(4) . ? C8 C13 1.378(4) . ? C8 C9 1.398(4) . ? C9 O6 1.377(4) . ? C9 C10 1.395(4) . ? C10 O5 1.347(4) . ? C10 C11 1.394(5) . ? C11 O4 1.376(4) . ? C11 C12 1.382(4) . ? C12 C13 1.400(4) . ? C14 C15 1.387(4) . ? C14 C16 1.389(4) 3_666 ? C15 C16 1.388(4) . ? C16 C14 1.389(4) 3_666 ? C17 O3 1.437(4) . ? C18 O1 1.427(4) . ? C19 O4 1.416(4) . ? C20 O6 1.446(4) . ? C21 S1 1.787(4) . ? C22 S1 1.789(4) . ? O7 S1 1.514(3) . ? 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 C6 C1 O1 126.2(3) . . ? C6 C1 C2 120.6(3) . . ? O1 C1 C2 113.2(3) . . ? O2 C2 C3 118.6(3) . . ? O2 C2 C1 122.6(3) . . ? C3 C2 C1 118.8(3) . . ? O3 C3 C2 119.8(3) . . ? O3 C3 C4 118.6(3) . . ? C2 C3 C4 121.4(3) . . ? C5 C4 C3 117.9(3) . . ? C5 C4 C7 124.0(3) . . ? C3 C4 C7 118.1(3) . . ? C6 C5 C4 121.8(3) . . ? C1 C6 C5 119.4(3) . . ? C14 C7 C4 112.1(2) . . ? C14 C7 C8 112.9(2) . . ? C4 C7 C8 111.8(3) . . ? C13 C8 C9 118.1(3) . . ? C13 C8 C7 123.6(3) . . ? C9 C8 C7 118.3(3) . . ? O6 C9 C10 118.6(3) . . ? O6 C9 C8 119.5(3) . . ? C10 C9 C8 121.7(3) . . ? O5 C10 C9 123.6(3) . . ? O5 C10 C11 117.7(3) . . ? C9 C10 C11 118.7(3) . . ? O4 C11 C12 125.4(3) . . ? O4 C11 C10 114.1(3) . . ? C12 C11 C10 120.4(3) . . ? C11 C12 C13 119.6(3) . . ? C8 C13 C12 121.3(3) . . ? C15 C14 C16 117.6(3) . 3_666 ? C15 C14 C7 120.2(3) . . ? C16 C14 C7 122.3(3) 3_666 . ? C14 C15 C16 121.6(3) . . ? C14 C16 C15 120.8(3) 3_666 . ? C1 O1 C18 116.3(3) . . ? C3 O3 C17 114.7(2) . . ? C11 O4 C19 116.9(3) . . ? C9 O6 C20 115.0(2) . . ? O7 S1 C21 105.73(17) . . ? O7 S1 C22 106.48(17) . . ? C21 S1 C22 96.83(19) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.895 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.080 # Attachment '- 3 DMF.cif' data_an571_3_DMF _database_code_depnum_ccdc_archive 'CCDC 717794' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxy 3'-methylphenyl)methyl]benzene dimethylformamide solvate ; _chemical_name_common ;1,4-di(bis(4'-hydroxy 3'-methylphenyl)methyl)benzene dimethylformamide solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C36 H34 O4, 2(C3 H7 N O)' _chemical_formula_sum 'C42 H48 N2 O6' _chemical_formula_weight 676.82 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.799(2) _cell_length_b 8.0974(8) _cell_length_c 18.3595(15) _cell_angle_alpha 90.00 _cell_angle_beta 113.226(5) _cell_angle_gamma 90.00 _cell_volume 3251.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2232 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 25.28 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.383 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9792 _exptl_absorpt_correction_T_max 0.9945 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11912 _diffrn_reflns_av_R_equivalents 0.0663 _diffrn_reflns_av_sigmaI/netI 0.0737 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 26.06 _reflns_number_total 3202 _reflns_number_gt 1923 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. Dimethyl formamide solvent molecule is highly disordered hence removed using SQUEEZE program. While removing the solvent space group is transformed from P-1 to C2/c. ; _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^)+(0.1008P)^2^+0.0000P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3202 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1083 _refine_ls_R_factor_gt 0.0670 _refine_ls_wR_factor_ref 0.1857 _refine_ls_wR_factor_gt 0.1694 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _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 0.35166(12) 0.7569(3) 0.76397(15) 0.0259(6) Uani 1 1 d . . . C2 C 0.30644(12) 0.6675(3) 0.70609(15) 0.0257(6) Uani 1 1 d . . . C3 C 0.25806(12) 0.7545(3) 0.65027(15) 0.0240(6) Uani 1 1 d . . . H3 H 0.2273 0.6957 0.6110 0.029 Uiso 1 1 calc R . . C4 C 0.25386(11) 0.9256(3) 0.65087(15) 0.0248(6) Uani 1 1 d . . . C5 C 0.29978(12) 1.0102(3) 0.71185(15) 0.0303(7) Uani 1 1 d . . . H5 H 0.2979 1.1247 0.7143 0.036 Uiso 1 1 calc R . . C6 C 0.34740(12) 0.9277(4) 0.76799(15) 0.0306(7) Uani 1 1 d . . . H6 H 0.3770 0.9859 0.8089 0.037 Uiso 1 1 calc R . . C7 C 0.20303(11) 1.0246(3) 0.58842(15) 0.0249(6) Uani 1 1 d . . . H7 H 0.1853 1.0949 0.6173 0.030 Uiso 1 1 calc R . . C8 C 0.15107(12) 0.9188(3) 0.53271(15) 0.0255(6) Uani 1 1 d . . . C9 C 0.15153(12) 0.8539(3) 0.46272(15) 0.0277(6) Uani 1 1 d . . . H9 H 0.1846 0.8749 0.4491 0.033 Uiso 1 1 calc R . . C10 C 0.10371(12) 0.7591(3) 0.41351(16) 0.0295(7) Uani 1 1 d . . . H10 H 0.1048 0.7158 0.3671 0.035 Uiso 1 1 calc R . . C11 C 0.05392(12) 0.7275(3) 0.43262(16) 0.0268(6) Uani 1 1 d . . . C12 C 0.05233(12) 0.7872(3) 0.50323(16) 0.0278(7) Uani 1 1 d . . . C13 C 0.10139(12) 0.8837(3) 0.55145(16) 0.0283(7) Uani 1 1 d . . . H13 H 0.1007 0.9263 0.5982 0.034 Uiso 1 1 calc R . . C14 C 0.22855(12) 1.1412(3) 0.54336(15) 0.0245(6) Uani 1 1 d . . . C15 C 0.27915(12) 1.1025(3) 0.52778(15) 0.0266(6) Uani 1 1 d . . . H15 H 0.2995 1.0033 0.5462 0.032 Uiso 1 1 calc R . . C16 C 0.19979(12) 1.2902(3) 0.51518(16) 0.0265(6) Uani 1 1 d . . . H16 H 0.1657 1.3194 0.5251 0.032 Uiso 1 1 calc R . . C17 C 0.31018(15) 0.4812(4) 0.70317(19) 0.0436(8) Uani 1 1 d . . . H17A H 0.3131 0.4356 0.7528 0.065 Uiso 1 1 calc R . . H17B H 0.3456 0.4505 0.6936 0.065 Uiso 1 1 calc R . . H17C H 0.2742 0.4395 0.6612 0.065 Uiso 1 1 calc R . . C18 C -0.00110(13) 0.7532(4) 0.52512(18) 0.0366(8) Uani 1 1 d . . . H18A H -0.0068 0.6361 0.5266 0.055 Uiso 1 1 calc R . . H18B H -0.0373 0.8021 0.4864 0.055 Uiso 1 1 calc R . . H18C H 0.0067 0.7996 0.5763 0.055 Uiso 1 1 calc R . . H1A H 0.437(2) 0.744(6) 0.842(3) 0.122(18) Uiso 1 1 d . . . H2A H 0.0077(19) 0.607(5) 0.334(3) 0.098(15) Uiso 1 1 d . . . O1 O 0.40080(9) 0.6711(3) 0.81731(11) 0.0357(5) Uani 1 1 d . . . O2 O 0.00384(9) 0.6368(2) 0.38402(12) 0.0329(5) 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 0.0300(15) 0.0256(16) 0.0243(14) 0.0076(11) 0.0129(12) 0.0003(12) C2 0.0317(15) 0.0264(15) 0.0252(14) -0.0006(12) 0.0181(12) -0.0046(12) C3 0.0282(14) 0.0254(16) 0.0207(13) -0.0012(11) 0.0120(11) -0.0053(11) C4 0.0297(14) 0.0238(15) 0.0259(14) 0.0039(12) 0.0161(12) -0.0012(12) C5 0.0377(16) 0.0242(16) 0.0289(15) 0.0017(12) 0.0133(13) -0.0053(13) C6 0.0342(15) 0.0296(17) 0.0240(14) -0.0008(12) 0.0072(12) -0.0079(13) C7 0.0286(14) 0.0230(15) 0.0255(14) 0.0010(11) 0.0133(11) 0.0024(11) C8 0.0325(15) 0.0193(14) 0.0269(14) 0.0068(12) 0.0139(12) 0.0040(12) C9 0.0304(15) 0.0251(16) 0.0318(15) 0.0034(12) 0.0169(12) -0.0006(12) C10 0.0360(16) 0.0306(17) 0.0247(14) 0.0018(12) 0.0150(12) 0.0057(12) C11 0.0271(15) 0.0228(15) 0.0268(14) 0.0054(12) 0.0068(12) 0.0029(11) C12 0.0296(15) 0.0264(16) 0.0286(14) 0.0045(12) 0.0126(12) 0.0049(12) C13 0.0332(15) 0.0278(16) 0.0253(14) 0.0007(12) 0.0129(12) 0.0030(12) C14 0.0261(14) 0.0234(15) 0.0227(13) 0.0010(11) 0.0082(11) -0.0016(11) C15 0.0308(15) 0.0210(14) 0.0288(15) 0.0063(12) 0.0123(12) 0.0047(12) C16 0.0268(14) 0.0246(15) 0.0313(14) 0.0050(12) 0.0150(12) 0.0034(11) C17 0.0468(19) 0.043(2) 0.0399(18) 0.0011(15) 0.0156(15) -0.0005(15) C18 0.0343(16) 0.042(2) 0.0366(16) -0.0012(14) 0.0178(14) -0.0058(14) O1 0.0357(11) 0.0303(12) 0.0325(11) 0.0069(9) 0.0041(9) -0.0010(9) O2 0.0329(11) 0.0311(12) 0.0312(11) -0.0013(9) 0.0088(9) -0.0027(9) _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 O1 1.381(3) . ? C1 C2 1.382(4) . ? C1 C6 1.391(4) . ? C2 C3 1.393(4) . ? C2 C17 1.513(4) . ? C3 C4 1.389(4) . ? C4 C5 1.397(4) . ? C4 C7 1.525(3) . ? C5 C6 1.368(4) . ? C7 C8 1.521(4) . ? C7 C14 1.530(4) . ? C8 C13 1.385(4) . ? C8 C9 1.392(4) . ? C9 C10 1.375(4) . ? C10 C11 1.386(4) . ? C11 O2 1.385(3) . ? C11 C12 1.398(4) . ? C12 C13 1.393(4) . ? C12 C18 1.503(4) . ? C14 C15 1.379(4) . ? C14 C16 1.383(4) . ? C15 C16 1.393(4) 7_576 ? C16 C15 1.393(4) 7_576 ? 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 O1 C1 C2 117.8(2) . . ? O1 C1 C6 121.5(2) . . ? C2 C1 C6 120.7(2) . . ? C1 C2 C3 117.9(2) . . ? C1 C2 C17 120.7(2) . . ? C3 C2 C17 121.4(2) . . ? C4 C3 C2 122.7(2) . . ? C3 C4 C5 117.3(2) . . ? C3 C4 C7 123.8(2) . . ? C5 C4 C7 118.9(2) . . ? C6 C5 C4 121.2(3) . . ? C5 C6 C1 120.1(2) . . ? C8 C7 C4 113.8(2) . . ? C8 C7 C14 112.0(2) . . ? C4 C7 C14 111.4(2) . . ? C13 C8 C9 118.0(2) . . ? C13 C8 C7 119.7(2) . . ? C9 C8 C7 122.2(2) . . ? C10 C9 C8 120.8(3) . . ? C9 C10 C11 120.4(3) . . ? O2 C11 C10 122.6(2) . . ? O2 C11 C12 116.7(2) . . ? C10 C11 C12 120.6(2) . . ? C13 C12 C11 117.4(3) . . ? C13 C12 C18 121.2(2) . . ? C11 C12 C18 121.3(2) . . ? C8 C13 C12 122.7(3) . . ? C15 C14 C16 117.7(2) . . ? C15 C14 C7 122.5(2) . . ? C16 C14 C7 119.8(2) . . ? C14 C15 C16 121.0(2) . 7_576 ? C14 C16 C15 121.4(2) . 7_576 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.06 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.841 _refine_diff_density_min -0.322 _refine_diff_density_rms 0.058 # Attachment '- 3 MeNO2.cif' data_an580_3_MeNO2 _database_code_depnum_ccdc_archive 'CCDC 717795' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxy 3'-methylphenyl)methyl]benzene nitromethane solvate ; _chemical_name_common ;1,4-di(bis(4'-hydroxy 3'-methylphenyl)methyl)benzene nitromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C36 H34 O4, 2(C H3 N O2)' _chemical_formula_sum 'C38 H40 N2 O8' _chemical_formula_weight 652.72 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' N N 0.0061 0.0033 '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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.5173(5) _cell_length_b 12.0094(12) _cell_length_c 12.9806(13) _cell_angle_alpha 91.144(2) _cell_angle_beta 96.446(2) _cell_angle_gamma 91.410(2) _cell_volume 854.17(14) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2848 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 25.93 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.269 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 346 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9635 _exptl_absorpt_correction_T_max 0.9929 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8866 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 26.02 _reflns_number_total 3331 _reflns_number_gt 2165 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0654P)^2^+0.2991P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3331 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0979 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1567 _refine_ls_wR_factor_gt 0.1388 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 0.7078(5) 0.31011(18) 0.15039(17) 0.0417(6) Uani 1 1 d . . . C2 C 0.5918(5) 0.20787(19) 0.13012(18) 0.0451(6) Uani 1 1 d . . . H2 H 0.4407 0.2031 0.0903 0.054 Uiso 1 1 calc R . . C3 C 0.6991(4) 0.11246(19) 0.16868(18) 0.0434(6) Uani 1 1 d . . . H3 H 0.6202 0.0437 0.1539 0.052 Uiso 1 1 calc R . . C4 C 0.9220(4) 0.11771(17) 0.22888(16) 0.0365(5) Uani 1 1 d . . . C5 C 1.0337(4) 0.22269(18) 0.24842(17) 0.0416(6) Uani 1 1 d . . . H5 H 1.1835 0.2277 0.2892 0.050 Uiso 1 1 calc R . . C6 C 0.9319(4) 0.31943(18) 0.21003(17) 0.0417(6) Uani 1 1 d . . . C7 C 1.0443(5) 0.01654(18) 0.27768(17) 0.0379(5) Uani 1 1 d . . . C8 C 0.9635(4) -0.09221(18) 0.21933(17) 0.0379(5) Uani 1 1 d . . . C9 C 0.7936(4) -0.16583(18) 0.25260(18) 0.0426(6) Uani 1 1 d . . . H9 H 0.7287 -0.1490 0.3140 0.051 Uiso 1 1 calc R . . C10 C 0.7152(4) -0.26384(19) 0.19866(18) 0.0434(6) Uani 1 1 d . . . C11 C 0.8194(5) -0.28794(19) 0.10911(18) 0.0448(6) Uani 1 1 d . . . C12 C 0.9848(5) -0.2159(2) 0.07268(19) 0.0543(7) Uani 1 1 d . . . H12 H 1.0486 -0.2326 0.0110 0.065 Uiso 1 1 calc R . . C13 C 1.0568(5) -0.1186(2) 0.12745(18) 0.0498(7) Uani 1 1 d . . . H13 H 1.1693 -0.0703 0.1023 0.060 Uiso 1 1 calc R . . C14 C 1.0209(4) 0.01022(17) 0.39338(17) 0.0365(5) Uani 1 1 d . . . C15 C 0.8240(4) 0.05156(19) 0.43708(18) 0.0437(6) Uani 1 1 d . . . H15 H 0.7028 0.0871 0.3954 0.052 Uiso 1 1 calc R . . C16 C 0.8030(4) 0.04122(19) 0.54174(18) 0.0427(6) Uani 1 1 d . . . H16 H 0.6674 0.0695 0.5688 0.051 Uiso 1 1 calc R . . C17 C 1.0620(5) 0.4310(2) 0.2292(2) 0.0638(8) Uani 1 1 d . . . H17A H 1.2143 0.4217 0.2714 0.096 Uiso 1 1 calc R . . H17B H 0.9623 0.4802 0.2643 0.096 Uiso 1 1 calc R . . H17C H 1.0923 0.4621 0.1641 0.096 Uiso 1 1 calc R . . C18 C 0.5216(6) -0.3382(2) 0.2370(2) 0.0673(9) Uani 1 1 d . . . H18A H 0.3955 -0.3549 0.1813 0.101 Uiso 1 1 calc R . . H18B H 0.4529 -0.3008 0.2925 0.101 Uiso 1 1 calc R . . H18C H 0.5931 -0.4061 0.2615 0.101 Uiso 1 1 calc R . . C19 C 0.0984(7) 0.6603(3) 0.4773(3) 0.0961(12) Uani 1 1 d . . . H19A H 0.0271 0.5906 0.4500 0.144 Uiso 1 1 calc R . . H19B H 0.1129 0.7104 0.4215 0.144 Uiso 1 1 calc R . . H19C H -0.0036 0.6921 0.5248 0.144 Uiso 1 1 calc R . . H7 H 1.216(4) 0.0233(16) 0.2725(15) 0.031(6) Uiso 1 1 d . . . H1A H 0.482(6) 0.395(3) 0.063(3) 0.087(11) Uiso 1 1 d . . . H2A H 0.717(6) -0.438(3) 0.085(3) 0.100(13) Uiso 1 1 d . . . N1 N 0.3380(7) 0.6419(3) 0.5311(3) 0.0877(9) Uani 1 1 d . . . O1 O 0.6080(4) 0.40670(14) 0.11107(16) 0.0595(6) Uani 1 1 d . . . O2 O 0.7553(4) -0.38365(15) 0.04891(14) 0.0604(6) Uani 1 1 d . . . O3 O 0.3613(7) 0.5604(3) 0.5840(3) 0.1588(15) Uani 1 1 d . . . O4 O 0.5019(5) 0.7079(3) 0.5205(3) 0.1273(11) 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 0.0548(16) 0.0317(13) 0.0383(13) 0.0008(10) 0.0040(11) -0.0002(11) C2 0.0479(15) 0.0408(14) 0.0442(14) 0.0024(11) -0.0042(11) -0.0052(11) C3 0.0508(15) 0.0328(13) 0.0448(14) -0.0008(10) 0.0000(12) -0.0113(11) C4 0.0465(14) 0.0309(12) 0.0322(12) -0.0005(9) 0.0062(10) -0.0065(10) C5 0.0457(15) 0.0390(13) 0.0386(13) -0.0033(10) 0.0001(11) -0.0059(11) C6 0.0530(16) 0.0336(13) 0.0375(13) -0.0019(10) 0.0033(11) -0.0078(11) C7 0.0386(15) 0.0358(13) 0.0389(13) -0.0031(10) 0.0040(10) -0.0045(10) C8 0.0450(14) 0.0318(12) 0.0359(12) 0.0013(10) -0.0002(10) -0.0002(10) C9 0.0511(15) 0.0357(13) 0.0411(13) -0.0006(10) 0.0065(11) -0.0018(11) C10 0.0491(15) 0.0312(12) 0.0483(14) 0.0033(11) -0.0010(12) -0.0020(11) C11 0.0597(17) 0.0326(13) 0.0390(13) -0.0029(10) -0.0079(12) 0.0014(11) C12 0.0718(19) 0.0511(16) 0.0410(14) -0.0077(12) 0.0136(13) -0.0042(14) C13 0.0617(17) 0.0453(15) 0.0431(14) -0.0044(11) 0.0131(12) -0.0108(12) C14 0.0423(13) 0.0290(11) 0.0368(12) -0.0026(9) 0.0006(10) -0.0071(10) C15 0.0440(15) 0.0444(14) 0.0413(14) 0.0035(11) -0.0034(11) 0.0056(11) C16 0.0429(14) 0.0439(14) 0.0413(13) -0.0019(11) 0.0046(11) 0.0061(11) C17 0.072(2) 0.0372(15) 0.078(2) -0.0038(14) -0.0067(16) -0.0113(13) C18 0.079(2) 0.0455(16) 0.078(2) -0.0024(14) 0.0155(17) -0.0193(15) C19 0.086(3) 0.081(2) 0.116(3) -0.003(2) -0.012(2) -0.007(2) N1 0.089(2) 0.086(2) 0.088(2) -0.0020(18) 0.0046(19) 0.0172(19) O1 0.0737(14) 0.0351(10) 0.0649(12) 0.0025(9) -0.0136(11) 0.0011(9) O2 0.0939(16) 0.0345(10) 0.0483(11) -0.0050(9) -0.0086(10) -0.0072(10) O3 0.164(3) 0.159(3) 0.154(3) 0.069(3) 0.004(3) 0.037(3) O4 0.085(2) 0.116(2) 0.176(3) -0.015(2) -0.003(2) -0.0054(18) _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 1.377(3) . ? C1 O1 1.379(3) . ? C1 C6 1.384(3) . ? C2 C3 1.380(3) . ? C3 C4 1.381(3) . ? C4 C5 1.395(3) . ? C4 C7 1.519(3) . ? C5 C6 1.380(3) . ? C6 C17 1.507(3) . ? C7 C14 1.525(3) . ? C7 C8 1.528(3) . ? C8 C9 1.383(3) . ? C8 C13 1.385(3) . ? C9 C10 1.392(3) . ? C10 C11 1.382(3) . ? C10 C18 1.508(3) . ? C11 C12 1.370(3) . ? C11 O2 1.392(3) . ? C12 C13 1.382(3) . ? C14 C16 1.379(3) 2_756 ? C14 C15 1.379(3) . ? C15 C16 1.384(3) . ? C16 C14 1.379(3) 2_756 ? C19 N1 1.448(4) . ? N1 O3 1.207(4) . ? N1 O4 1.210(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 O1 121.6(2) . . ? C2 C1 C6 121.0(2) . . ? O1 C1 C6 117.4(2) . . ? C1 C2 C3 120.2(2) . . ? C2 C3 C4 120.9(2) . . ? C3 C4 C5 117.4(2) . . ? C3 C4 C7 123.44(19) . . ? C5 C4 C7 119.1(2) . . ? C6 C5 C4 123.0(2) . . ? C5 C6 C1 117.5(2) . . ? C5 C6 C17 121.6(2) . . ? C1 C6 C17 120.8(2) . . ? C4 C7 C14 112.50(19) . . ? C4 C7 C8 112.85(19) . . ? C14 C7 C8 112.28(18) . . ? C9 C8 C13 117.4(2) . . ? C9 C8 C7 122.8(2) . . ? C13 C8 C7 119.7(2) . . ? C8 C9 C10 123.1(2) . . ? C11 C10 C9 117.1(2) . . ? C11 C10 C18 122.4(2) . . ? C9 C10 C18 120.4(2) . . ? C12 C11 C10 121.3(2) . . ? C12 C11 O2 116.4(2) . . ? C10 C11 O2 122.2(2) . . ? C11 C12 C13 120.1(2) . . ? C12 C13 C8 120.9(2) . . ? C16 C14 C15 117.3(2) 2_756 . ? C16 C14 C7 120.1(2) 2_756 . ? C15 C14 C7 122.6(2) . . ? C14 C15 C16 121.4(2) . . ? C14 C16 C15 121.3(2) 2_756 . ? O3 N1 O4 124.0(4) . . ? O3 N1 C19 117.3(4) . . ? O4 N1 C19 118.7(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.217 _refine_diff_density_min -0.184 _refine_diff_density_rms 0.041 # Attachment '- 4 DMSO.cif' data_an649_4_DMSO _database_code_depnum_ccdc_archive 'CCDC 717796' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxy 3',5'-dimethylphenyl)methyl]benzene dimethylsulfoxaide solvate ; _chemical_name_common ; 1,4-di(bis(4'-hydroxy 3',5'-dimethylphenyl)methyl)benzene dimethylsulfoxaide solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C40 H42 O4, 2(C2 H6 O S)' _chemical_formula_sum 'C44 H54 O6 S2' _chemical_formula_weight 742.99 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.340(2) _cell_length_b 8.2249(15) _cell_length_c 21.892(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.049(4) _cell_angle_gamma 90.00 _cell_volume 1996.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2120 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 25.83 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.236 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 796 _exptl_absorpt_coefficient_mu 0.180 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9090 _exptl_absorpt_correction_T_max 0.9964 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19868 _diffrn_reflns_av_R_equivalents 0.1585 _diffrn_reflns_av_sigmaI/netI 0.1311 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 26.05 _reflns_number_total 3891 _reflns_number_gt 2287 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0733P)^2^+0.0000P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3891 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1919 _refine_ls_R_factor_gt 0.1189 _refine_ls_wR_factor_ref 0.2151 _refine_ls_wR_factor_gt 0.1888 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_restrained_S_all 1.181 _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 0.2231(4) 0.4937(5) 0.1356(2) 0.0271(12) Uani 1 1 d . . . C2 C 0.2488(4) 0.4694(6) 0.0779(2) 0.0316(13) Uani 1 1 d . . . C3 C 0.3415(5) 0.3603(6) 0.0732(2) 0.0324(13) Uani 1 1 d . . . H3 H 0.3595 0.3430 0.0342 0.039 Uiso 1 1 calc R . . C4 C 0.4072(4) 0.2777(6) 0.1237(2) 0.0258(12) Uani 1 1 d . . . C5 C 0.3791(4) 0.3073(6) 0.1812(2) 0.0255(12) Uani 1 1 d . . . H5 H 0.4222 0.2532 0.2161 0.031 Uiso 1 1 calc R . . C6 C 0.2884(4) 0.4155(6) 0.1887(2) 0.0277(12) Uani 1 1 d . . . C7 C 0.5117(4) 0.1624(6) 0.1207(2) 0.0297(12) Uani 1 1 d . . . H7 H 0.5063 0.0746 0.1503 0.036 Uiso 1 1 calc R . . C8 C 0.6333(4) 0.2452(6) 0.1452(2) 0.0235(11) Uani 1 1 d . . . C9 C 0.6578(5) 0.4020(6) 0.1281(2) 0.0301(13) Uani 1 1 d . . . H9 H 0.5982 0.4587 0.1007 0.036 Uiso 1 1 calc R . . C10 C 0.7679(4) 0.4779(6) 0.1503(2) 0.0313(12) Uani 1 1 d . . . C11 C 0.8549(5) 0.3904(7) 0.1901(2) 0.0337(13) Uani 1 1 d . . . C12 C 0.8348(5) 0.2335(7) 0.2098(2) 0.0344(13) Uani 1 1 d . . . C13 C 0.7236(4) 0.1648(6) 0.1866(2) 0.0310(13) Uani 1 1 d . . . H13 H 0.7085 0.0603 0.1993 0.037 Uiso 1 1 calc R . . C14 C 0.5065(4) 0.0799(6) 0.0579(2) 0.0272(12) Uani 1 1 d . . . C15 C 0.5403(4) 0.1577(6) 0.0077(2) 0.0318(13) Uani 1 1 d . . . H15 H 0.5669 0.2648 0.0120 0.038 Uiso 1 1 calc R . . C16 C 0.4650(5) -0.0782(6) 0.0481(2) 0.0322(13) Uani 1 1 d . . . H16 H 0.4398 -0.1326 0.0803 0.039 Uiso 1 1 calc R . . C17 C 0.2612(5) 0.4423(7) 0.2515(3) 0.0434(15) Uani 1 1 d . . . H17A H 0.1842 0.3955 0.2528 0.065 Uiso 1 1 calc R . . H17B H 0.2594 0.5569 0.2596 0.065 Uiso 1 1 calc R . . H17C H 0.3224 0.3919 0.2826 0.065 Uiso 1 1 calc R . . C18 C 0.1809(6) 0.5522(7) 0.0207(3) 0.0616(19) Uani 1 1 d . . . H18A H 0.0988 0.5156 0.0120 0.092 Uiso 1 1 calc R . . H18B H 0.2173 0.5269 -0.0140 0.092 Uiso 1 1 calc R . . H18C H 0.1830 0.6677 0.0274 0.092 Uiso 1 1 calc R . . C19 C 0.7886(6) 0.6502(7) 0.1328(3) 0.0592(19) Uani 1 1 d . . . H19A H 0.8178 0.7126 0.1699 0.089 Uiso 1 1 calc R . . H19B H 0.7142 0.6961 0.1104 0.089 Uiso 1 1 calc R . . H19C H 0.8472 0.6524 0.1068 0.089 Uiso 1 1 calc R . . C20 C 0.9322(5) 0.1450(8) 0.2552(3) 0.0568(18) Uani 1 1 d . . . H20A H 0.9079 0.0345 0.2594 0.085 Uiso 1 1 calc R . . H20B H 0.9451 0.1977 0.2951 0.085 Uiso 1 1 calc R . . H20C H 1.0056 0.1466 0.2399 0.085 Uiso 1 1 calc R . . C21 C 1.0558(6) 0.1566(7) 0.0961(3) 0.0554(18) Uani 1 1 d . . . H21A H 1.1387 0.1448 0.1168 0.083 Uiso 1 1 calc R . . H21B H 1.0200 0.2440 0.1149 0.083 Uiso 1 1 calc R . . H21C H 1.0511 0.1800 0.0527 0.083 Uiso 1 1 calc R . . C22 C 0.8385(5) 0.0253(7) 0.0524(3) 0.0514(16) Uani 1 1 d . . . H22A H 0.8539 0.0562 0.0125 0.077 Uiso 1 1 calc R . . H22B H 0.8024 0.1149 0.0699 0.077 Uiso 1 1 calc R . . H22C H 0.7847 -0.0661 0.0474 0.077 Uiso 1 1 calc R . . H1 H 0.112(4) 0.652(6) 0.117(2) 0.021(15) Uiso 1 1 d . . . H2 H 0.995(6) 0.510(8) 0.189(3) 0.06(2) Uiso 1 1 d . . . O1 O 0.1296(4) 0.5910(5) 0.14486(19) 0.0425(11) Uani 1 1 d . . . O2 O 0.9658(4) 0.4579(6) 0.2158(2) 0.0580(13) Uani 1 1 d . . . O3 O 1.0341(4) -0.1564(4) 0.07030(17) 0.0476(11) Uani 1 1 d . . . S1 S 0.97648(13) -0.02832(16) 0.10336(6) 0.0372(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 0.023(3) 0.015(3) 0.046(3) 0.001(2) 0.011(3) -0.001(2) C2 0.027(3) 0.030(3) 0.040(3) 0.006(3) 0.011(3) 0.009(3) C3 0.040(3) 0.033(3) 0.025(3) -0.003(2) 0.010(3) 0.002(3) C4 0.023(3) 0.022(3) 0.034(3) -0.005(2) 0.009(2) -0.008(2) C5 0.021(3) 0.023(3) 0.031(3) 0.002(2) 0.000(2) -0.002(2) C6 0.022(3) 0.026(3) 0.037(3) -0.005(2) 0.010(2) -0.007(2) C7 0.033(3) 0.028(3) 0.028(3) 0.004(2) 0.006(2) 0.005(2) C8 0.027(3) 0.028(3) 0.019(3) -0.007(2) 0.011(2) 0.000(2) C9 0.029(3) 0.031(3) 0.029(3) -0.002(2) 0.002(2) 0.004(2) C10 0.029(3) 0.034(3) 0.034(3) -0.005(3) 0.011(3) -0.005(3) C11 0.020(3) 0.053(4) 0.029(3) -0.010(3) 0.004(2) -0.004(3) C12 0.028(3) 0.053(4) 0.025(3) 0.008(3) 0.012(2) 0.006(3) C13 0.024(3) 0.037(3) 0.036(3) 0.005(3) 0.015(3) 0.008(3) C14 0.017(3) 0.020(3) 0.043(3) -0.006(2) 0.004(2) 0.007(2) C15 0.029(3) 0.028(3) 0.039(3) -0.006(3) 0.009(3) -0.008(2) C16 0.033(3) 0.032(3) 0.036(3) 0.001(3) 0.016(3) 0.000(2) C17 0.041(3) 0.051(4) 0.038(3) 0.000(3) 0.006(3) 0.009(3) C18 0.073(5) 0.063(4) 0.056(4) 0.014(4) 0.029(4) 0.025(4) C19 0.060(4) 0.043(4) 0.074(5) 0.000(3) 0.013(4) -0.012(3) C20 0.028(3) 0.092(5) 0.048(4) 0.021(4) 0.003(3) 0.009(3) C21 0.069(4) 0.038(3) 0.061(4) -0.009(3) 0.018(4) -0.016(3) C22 0.037(3) 0.052(4) 0.065(4) 0.007(3) 0.011(3) 0.011(3) O1 0.048(3) 0.043(2) 0.040(3) 0.015(2) 0.017(2) 0.022(2) O2 0.030(2) 0.096(4) 0.047(3) 0.000(3) 0.005(2) -0.019(2) O3 0.062(3) 0.034(2) 0.050(3) 0.0062(19) 0.017(2) 0.012(2) S1 0.0445(9) 0.0308(7) 0.0377(9) 0.0057(7) 0.0118(7) 0.0048(7) _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 1.370(7) . ? C1 O1 1.376(6) . ? C1 C6 1.398(7) . ? C2 C3 1.402(7) . ? C2 C18 1.489(7) . ? C3 C4 1.377(7) . ? C4 C5 1.383(6) . ? C4 C7 1.530(6) . ? C5 C6 1.396(6) . ? C6 C17 1.486(7) . ? C7 C14 1.524(7) . ? C7 C8 1.531(6) . ? C8 C13 1.386(6) . ? C8 C9 1.387(6) . ? C9 C10 1.389(7) . ? C10 C11 1.376(7) . ? C10 C19 1.500(7) . ? C11 O2 1.382(6) . ? C11 C12 1.395(7) . ? C12 C13 1.378(7) . ? C12 C20 1.509(7) . ? C14 C16 1.384(6) . ? C14 C15 1.392(7) . ? C15 C16 1.376(7) 3_655 ? C16 C15 1.376(7) 3_655 ? C21 S1 1.790(5) . ? C22 S1 1.777(5) . ? O3 S1 1.502(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 O1 122.6(5) . . ? C2 C1 C6 121.5(5) . . ? O1 C1 C6 115.8(5) . . ? C1 C2 C3 117.9(5) . . ? C1 C2 C18 122.4(5) . . ? C3 C2 C18 119.7(5) . . ? C4 C3 C2 123.1(5) . . ? C3 C4 C5 117.1(5) . . ? C3 C4 C7 124.4(5) . . ? C5 C4 C7 118.4(5) . . ? C4 C5 C6 122.4(5) . . ? C5 C6 C1 118.1(5) . . ? C5 C6 C17 120.3(5) . . ? C1 C6 C17 121.6(5) . . ? C14 C7 C4 115.5(4) . . ? C14 C7 C8 112.1(4) . . ? C4 C7 C8 111.0(4) . . ? C13 C8 C9 117.3(5) . . ? C13 C8 C7 120.3(4) . . ? C9 C8 C7 122.4(4) . . ? C8 C9 C10 122.7(5) . . ? C11 C10 C9 117.4(5) . . ? C11 C10 C19 121.7(5) . . ? C9 C10 C19 120.9(5) . . ? C10 C11 O2 121.3(5) . . ? C10 C11 C12 122.6(5) . . ? O2 C11 C12 116.1(5) . . ? C13 C12 C11 117.5(5) . . ? C13 C12 C20 122.2(5) . . ? C11 C12 C20 120.3(5) . . ? C12 C13 C8 122.7(5) . . ? C16 C14 C15 116.8(5) . . ? C16 C14 C7 120.4(5) . . ? C15 C14 C7 122.8(4) . . ? C16 C15 C14 120.9(5) 3_655 . ? C15 C16 C14 122.3(5) 3_655 . ? O3 S1 C22 106.6(3) . . ? O3 S1 C21 106.0(3) . . ? C22 S1 C21 97.2(3) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.383 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.071 # Attachment '- 4 pure.cif' data_an505_4_pure _database_code_depnum_ccdc_archive 'CCDC 717797' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxy 3',5'-dimethylphenyl)methyl]benzene ; _chemical_name_common "1,4-di(bis(4'-hydroxy 3',5'-dimethylphenyl)methyl)benzene" _chemical_melting_point ? _chemical_formula_moiety 'C40 H42 O4' _chemical_formula_sum 'C40 H42 O4' _chemical_formula_weight 586.74 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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' _symmetry_space_group_name_Hall -P2ybc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.0090(17) _cell_length_b 5.5072(6) _cell_length_c 18.887(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.850(2) _cell_angle_gamma 90.00 _cell_volume 1509.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3733 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 25.97 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9799 _exptl_absorpt_correction_T_max 0.9935 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14825 _diffrn_reflns_av_R_equivalents 0.0641 _diffrn_reflns_av_sigmaI/netI 0.0515 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 26.05 _reflns_number_total 2970 _reflns_number_gt 2260 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0664P)^2^+0.8885P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2970 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.1454 _refine_ls_wR_factor_gt 0.1338 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 0.09373(15) 0.3759(4) 0.35851(12) 0.0197(5) Uani 1 1 d . . . C2 C 0.17287(15) 0.2342(4) 0.36802(12) 0.0179(5) Uani 1 1 d . . . C3 C 0.24652(15) 0.2832(4) 0.42768(12) 0.0165(5) Uani 1 1 d . . . H3 H 0.3006 0.1865 0.4353 0.020 Uiso 1 1 calc R . . C4 C 0.24366(14) 0.4694(4) 0.47662(11) 0.0153(5) Uani 1 1 d . . . C5 C 0.16297(15) 0.6031(4) 0.46578(12) 0.0183(5) Uani 1 1 d . . . H5 H 0.1597 0.7294 0.4993 0.022 Uiso 1 1 calc R . . C6 C 0.08639(15) 0.5587(4) 0.40739(12) 0.0205(5) Uani 1 1 d . . . C7 C 0.32445(14) 0.5201(4) 0.54248(11) 0.0155(5) Uani 1 1 d . . . H7 H 0.3176 0.6925 0.5568 0.019 Uiso 1 1 calc R . . C8 C 0.32164(14) 0.3651(4) 0.60915(12) 0.0167(5) Uani 1 1 d . . . C9 C 0.26084(15) 0.1723(4) 0.60611(12) 0.0173(5) Uani 1 1 d . . . H9 H 0.2204 0.1300 0.5603 0.021 Uiso 1 1 calc R . . C10 C 0.25724(15) 0.0390(4) 0.66813(12) 0.0185(5) Uani 1 1 d . . . C11 C 0.31801(16) 0.0991(4) 0.73434(12) 0.0187(5) Uani 1 1 d . . . C12 C 0.37772(15) 0.2969(4) 0.74068(12) 0.0195(5) Uani 1 1 d . . . C13 C 0.37861(15) 0.4246(4) 0.67747(12) 0.0183(5) Uani 1 1 d . . . H13 H 0.4197 0.5578 0.6810 0.022 Uiso 1 1 calc R . . C14 C 0.41654(14) 0.5057(4) 0.52157(11) 0.0142(5) Uani 1 1 d . . . C15 C 0.44055(15) 0.6911(4) 0.48020(12) 0.0179(5) Uani 1 1 d . . . H15 H 0.3998 0.8246 0.4661 0.021 Uiso 1 1 calc R . . C16 C 0.52232(15) 0.6870(4) 0.45885(12) 0.0182(5) Uani 1 1 d . . . H16 H 0.5367 0.8170 0.4306 0.022 Uiso 1 1 calc R . . C17 C -0.00042(16) 0.7061(5) 0.39805(14) 0.0298(6) Uani 1 1 d . . . H17A H -0.0097 0.8063 0.3539 0.045 Uiso 1 1 calc R . . H17B H 0.0051 0.8111 0.4408 0.045 Uiso 1 1 calc R . . H17C H -0.0531 0.5968 0.3933 0.045 Uiso 1 1 calc R . . C18 C 0.17820(16) 0.0374(4) 0.31404(13) 0.0234(5) Uani 1 1 d . . . H18A H 0.1293 -0.0819 0.3125 0.035 Uiso 1 1 calc R . . H18B H 0.2384 -0.0429 0.3291 0.035 Uiso 1 1 calc R . . H18C H 0.1704 0.1087 0.2653 0.035 Uiso 1 1 calc R . . C19 C 0.18721(16) -0.1581(4) 0.66503(13) 0.0243(6) Uani 1 1 d . . . H19A H 0.2183 -0.3161 0.6723 0.036 Uiso 1 1 calc R . . H19B H 0.1423 -0.1553 0.6171 0.036 Uiso 1 1 calc R . . H19C H 0.1553 -0.1315 0.7036 0.036 Uiso 1 1 calc R . . C20 C 0.43509(16) 0.3817(5) 0.81392(12) 0.0240(6) Uani 1 1 d . . . H20A H 0.4907 0.4627 0.8076 0.036 Uiso 1 1 calc R . . H20B H 0.4527 0.2419 0.8466 0.036 Uiso 1 1 calc R . . H20C H 0.3992 0.4960 0.8353 0.036 Uiso 1 1 calc R . . H1 H 0.025(2) 0.203(6) 0.2771(16) 0.050(10) Uiso 1 1 d . . . H2 H 0.343(3) 0.035(8) 0.830(2) 0.086(14) Uiso 1 1 d . . . O1 O 0.01928(11) 0.3462(4) 0.29806(9) 0.0271(4) Uani 1 1 d . . . O2 O 0.31324(13) -0.0415(3) 0.79363(9) 0.0261(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 0.0117(11) 0.0298(13) 0.0146(11) 0.0040(10) -0.0019(9) -0.0040(9) C2 0.0145(11) 0.0228(12) 0.0165(11) 0.0003(9) 0.0041(9) -0.0044(9) C3 0.0095(10) 0.0210(12) 0.0177(11) 0.0038(9) 0.0013(9) 0.0016(9) C4 0.0139(11) 0.0169(11) 0.0139(11) 0.0027(9) 0.0011(9) -0.0011(9) C5 0.0177(12) 0.0201(12) 0.0164(11) 0.0001(9) 0.0034(9) 0.0012(9) C6 0.0140(11) 0.0252(13) 0.0217(12) 0.0055(10) 0.0034(10) 0.0039(10) C7 0.0126(11) 0.0173(11) 0.0146(11) -0.0011(9) 0.0001(9) 0.0018(9) C8 0.0114(11) 0.0208(12) 0.0176(11) 0.0002(9) 0.0035(9) 0.0039(9) C9 0.0153(11) 0.0206(12) 0.0141(11) -0.0019(9) 0.0004(9) 0.0014(9) C10 0.0174(12) 0.0173(12) 0.0221(12) -0.0016(9) 0.0074(10) 0.0028(9) C11 0.0217(12) 0.0208(12) 0.0150(11) 0.0030(9) 0.0075(9) 0.0077(10) C12 0.0162(12) 0.0230(12) 0.0188(12) -0.0014(10) 0.0039(10) 0.0057(9) C13 0.0135(11) 0.0210(12) 0.0192(12) -0.0008(9) 0.0020(9) -0.0010(9) C14 0.0111(11) 0.0183(11) 0.0110(10) -0.0040(9) -0.0011(8) -0.0022(8) C15 0.0161(11) 0.0176(11) 0.0170(12) 0.0015(9) -0.0010(9) 0.0038(9) C16 0.0187(12) 0.0189(12) 0.0166(12) 0.0036(9) 0.0040(9) -0.0011(9) C17 0.0197(13) 0.0375(15) 0.0294(14) -0.0008(12) 0.0015(11) 0.0092(11) C18 0.0154(12) 0.0300(14) 0.0226(13) -0.0060(10) 0.0009(10) -0.0017(10) C19 0.0266(13) 0.0249(13) 0.0222(13) 0.0023(10) 0.0076(10) -0.0003(11) C20 0.0203(12) 0.0333(14) 0.0166(12) 0.0001(10) 0.0016(10) 0.0033(11) O1 0.0151(9) 0.0392(11) 0.0214(9) -0.0019(8) -0.0055(7) 0.0009(8) O2 0.0337(10) 0.0275(10) 0.0163(9) 0.0033(7) 0.0052(8) -0.0010(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 O1 1.387(3) . ? C1 C6 1.389(3) . ? C1 C2 1.394(3) . ? C2 C3 1.388(3) . ? C2 C18 1.504(3) . ? C3 C4 1.388(3) . ? C4 C5 1.387(3) . ? C4 C7 1.524(3) . ? C5 C6 1.395(3) . ? C6 C17 1.506(3) . ? C7 C8 1.531(3) . ? C7 C14 1.534(3) . ? C8 C9 1.391(3) . ? C8 C13 1.392(3) . ? C9 C10 1.395(3) . ? C10 C11 1.386(3) . ? C10 C19 1.502(3) . ? C11 O2 1.378(3) . ? C11 C12 1.396(3) . ? C12 C13 1.389(3) . ? C12 C20 1.504(3) . ? C14 C15 1.388(3) . ? C14 C16 1.390(3) 3_666 ? C15 C16 1.387(3) . ? C16 C14 1.390(3) 3_666 ? 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 O1 C1 C6 116.6(2) . . ? O1 C1 C2 121.3(2) . . ? C6 C1 C2 122.0(2) . . ? C3 C2 C1 118.1(2) . . ? C3 C2 C18 121.4(2) . . ? C1 C2 C18 120.5(2) . . ? C2 C3 C4 122.0(2) . . ? C5 C4 C3 117.94(19) . . ? C5 C4 C7 120.35(19) . . ? C3 C4 C7 121.65(19) . . ? C4 C5 C6 122.3(2) . . ? C1 C6 C5 117.5(2) . . ? C1 C6 C17 121.7(2) . . ? C5 C6 C17 120.7(2) . . ? C4 C7 C8 112.67(18) . . ? C4 C7 C14 111.19(17) . . ? C8 C7 C14 113.56(17) . . ? C9 C8 C13 117.3(2) . . ? C9 C8 C7 123.20(19) . . ? C13 C8 C7 119.4(2) . . ? C8 C9 C10 122.2(2) . . ? C11 C10 C9 118.3(2) . . ? C11 C10 C19 120.0(2) . . ? C9 C10 C19 121.7(2) . . ? O2 C11 C10 116.1(2) . . ? O2 C11 C12 122.3(2) . . ? C10 C11 C12 121.5(2) . . ? C13 C12 C11 118.0(2) . . ? C13 C12 C20 120.3(2) . . ? C11 C12 C20 121.7(2) . . ? C12 C13 C8 122.6(2) . . ? C15 C14 C16 117.54(19) . 3_666 ? C15 C14 C7 119.22(19) . . ? C16 C14 C7 123.24(19) 3_666 . ? C16 C15 C14 121.9(2) . . ? C15 C16 C14 120.6(2) . 3_666 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.330 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.057 # Attachment '- 4 toluene.cif' data_an512_m_4_toluene _database_code_depnum_ccdc_archive 'CCDC 717798' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-di[bis(4'-hydroxy 3',5'-dimethylphenyl)methyl]benzene toluene solvate ; _chemical_name_common ;1,4-di(bis(4'-hydroxy 3',5'-dimethylphenyl)methyl)benzene toluene solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C40 H42 O4, C7 H8' _chemical_formula_sum 'C47 H50 O4' _chemical_formula_weight 678.87 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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7313(7) _cell_length_b 10.2761(9) _cell_length_c 11.4745(10) _cell_angle_alpha 64.9820(10) _cell_angle_beta 75.9800(10) _cell_angle_gamma 86.5800(10) _cell_volume 904.07(13) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3998 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 26.03 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 364 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9696 _exptl_absorpt_correction_T_max 0.9930 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany The values quoted are generated by SHELX based on crystal size and the corrections are not significant for small crystals composed of light atoms. ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9481 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0373 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 26.05 _reflns_number_total 3553 _reflns_number_gt 2754 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. FLAT and DFIX are the seven restraints used to model the disordered toluene molecule with 7 atom model having 0.5 occupancy. ; _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^)+(0.0683P)^2^+1.3442P] 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 3553 _refine_ls_number_parameters 215 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0764 _refine_ls_wR_factor_ref 0.1881 _refine_ls_wR_factor_gt 0.1760 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.118 _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 C1 C 0.0897(3) -0.0480(3) 0.6701(3) 0.0232(6) Uani 1 1 d . . . C2 C -0.0257(3) 0.0496(3) 0.6302(3) 0.0226(6) Uani 1 1 d . . . C3 C 0.0198(3) 0.1947(3) 0.5629(3) 0.0230(6) Uani 1 1 d . . . H3 H -0.0575 0.2621 0.5342 0.028 Uiso 1 1 calc R . . C4 C 0.1748(3) 0.2449(3) 0.5361(3) 0.0229(6) Uani 1 1 d . . . C5 C 0.2853(3) 0.1447(3) 0.5793(3) 0.0240(6) Uani 1 1 d . . . H5 H 0.3911 0.1773 0.5632 0.029 Uiso 1 1 calc R . . C6 C 0.2461(3) -0.0025(3) 0.6458(3) 0.0245(6) Uani 1 1 d . . . C7 C 0.2157(3) 0.4070(3) 0.4552(3) 0.0224(6) Uani 1 1 d . . . H7 H 0.1270 0.4565 0.4907 0.027 Uiso 1 1 calc R . . C8 C 0.2129(3) 0.4506(3) 0.3111(3) 0.0229(6) Uani 1 1 d . . . C9 C 0.1256(3) 0.5658(3) 0.2489(3) 0.0253(6) Uani 1 1 d . . . H9 H 0.0713 0.6179 0.2966 0.030 Uiso 1 1 calc R . . C10 C 0.1154(3) 0.6075(3) 0.1183(3) 0.0273(6) Uani 1 1 d . . . C11 C 0.1968(3) 0.5318(3) 0.0489(3) 0.0246(6) Uani 1 1 d . . . C12 C 0.2878(3) 0.4157(3) 0.1078(3) 0.0243(6) Uani 1 1 d . . . C13 C 0.2922(3) 0.3774(3) 0.2382(3) 0.0233(6) Uani 1 1 d . . . H13 H 0.3518 0.2979 0.2793 0.028 Uiso 1 1 calc R . . C14 C 0.3656(3) 0.4566(3) 0.4752(3) 0.0227(6) Uani 1 1 d . . . C15 C 0.3521(3) 0.4980(3) 0.5778(3) 0.0259(6) Uani 1 1 d . . . H15 H 0.2505 0.4973 0.6319 0.031 Uiso 1 1 calc R . . C16 C 0.5158(3) 0.4596(3) 0.3973(3) 0.0263(6) Uani 1 1 d . . . H16 H 0.5282 0.4323 0.3263 0.032 Uiso 1 1 calc R . . C17 C -0.1938(3) -0.0017(3) 0.6570(3) 0.0276(6) Uani 1 1 d . . . H17A H -0.2569 0.0809 0.6191 0.041 Uiso 1 1 calc R . . H17B H -0.2375 -0.0512 0.7528 0.041 Uiso 1 1 calc R . . H17C H -0.1965 -0.0682 0.6164 0.041 Uiso 1 1 calc R . . C18 C 0.3692(4) -0.1093(3) 0.6876(3) 0.0354(7) Uani 1 1 d . . . H18A H 0.4744 -0.0606 0.6472 0.053 Uiso 1 1 calc R . . H18B H 0.3624 -0.1854 0.6586 0.053 Uiso 1 1 calc R . . H18C H 0.3512 -0.1516 0.7843 0.053 Uiso 1 1 calc R . . C19 C 0.3790(3) 0.3385(3) 0.0299(3) 0.0283(6) Uani 1 1 d . . . H19A H 0.4462 0.2699 0.0817 0.042 Uiso 1 1 calc R . . H19B H 0.4452 0.4083 -0.0531 0.042 Uiso 1 1 calc R . . H19C H 0.3053 0.2869 0.0101 0.042 Uiso 1 1 calc R . . C20 C 0.0169(4) 0.7319(3) 0.0560(3) 0.0361(7) Uani 1 1 d . . . H20A H 0.0838 0.8061 -0.0234 0.054 Uiso 1 1 calc R . . H20B H -0.0295 0.7724 0.1194 0.054 Uiso 1 1 calc R . . H20C H -0.0677 0.6981 0.0314 0.054 Uiso 1 1 calc R . . C21 C 0.3277(5) 1.0453(6) -0.0786(5) 0.0582(8) Uiso 0.50 1 d PGD A -1 H21 H 0.2290 1.0494 -0.1008 0.070 Uiso 0.50 1 calc PR A -1 C22 C 0.4495(6) 1.1457(5) -0.1647(4) 0.0582(8) Uiso 0.50 1 d PGD A -1 H22 H 0.4340 1.2185 -0.2457 0.070 Uiso 0.50 1 calc PR A -1 C23 C 0.5940(5) 1.1397(5) -0.1323(5) 0.0582(8) Uiso 0.50 1 d PGD A -1 H23 H 0.6772 1.2083 -0.1911 0.070 Uiso 0.50 1 calc PR A -1 C24 C 0.6167(5) 1.0331(6) -0.0138(5) 0.0582(8) Uiso 0.50 1 d PGD A -1 H24 H 0.7154 1.0290 0.0084 0.070 Uiso 0.50 1 calc PR A -1 C25 C 0.4949(6) 0.9327(6) 0.0723(5) 0.0582(8) Uiso 0.50 1 d PGD A -1 C26 C 0.3504(5) 0.9387(5) 0.0399(5) 0.0582(8) Uiso 0.50 1 d PGD A -1 H26 H 0.2671 0.8701 0.0987 0.070 Uiso 0.50 1 calc PR A -1 C27 C 0.5002(9) 0.8145(8) 0.2015(7) 0.0582(8) Uiso 0.50 1 d PD A -1 H27A H 0.3983 0.7599 0.2415 0.087 Uiso 0.25 1 calc PR A -1 H27B H 0.5215 0.8545 0.2602 0.087 Uiso 0.25 1 calc PR A -1 H27C H 0.5841 0.7508 0.1887 0.087 Uiso 0.25 1 calc PR A -1 H27D H 0.6043 0.8169 0.2187 0.087 Uiso 0.25 1 calc PR A -1 H27E H 0.4811 0.7223 0.2001 0.087 Uiso 0.25 1 calc PR A -1 H27F H 0.4185 0.8260 0.2716 0.087 Uiso 0.25 1 calc PR A -1 O1 O 0.0551(2) -0.1945(2) 0.7351(2) 0.0297(5) Uani 1 1 d . . . O2 O 0.1953(2) 0.5642(2) -0.0794(2) 0.0326(5) Uani 1 1 d . . . H1 H -0.0330 -0.2168 0.7287 0.059(12) Uiso 1 1 d R . . H2 H 0.1316 0.6435 -0.1075 0.080(15) Uiso 1 1 d R . . 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 0.0282(14) 0.0211(13) 0.0199(13) -0.0067(11) -0.0068(11) -0.0047(11) C2 0.0232(14) 0.0265(14) 0.0204(13) -0.0114(11) -0.0051(11) -0.0030(11) C3 0.0228(13) 0.0238(14) 0.0252(14) -0.0114(12) -0.0084(11) 0.0014(11) C4 0.0260(14) 0.0222(14) 0.0221(13) -0.0089(11) -0.0085(11) -0.0027(11) C5 0.0191(13) 0.0257(14) 0.0280(15) -0.0104(12) -0.0075(11) -0.0044(11) C6 0.0254(14) 0.0240(14) 0.0237(14) -0.0073(11) -0.0096(11) -0.0014(11) C7 0.0216(13) 0.0196(13) 0.0274(14) -0.0105(11) -0.0070(11) 0.0003(10) C8 0.0204(13) 0.0193(13) 0.0281(15) -0.0075(11) -0.0074(11) -0.0051(10) C9 0.0229(14) 0.0228(14) 0.0311(15) -0.0116(12) -0.0069(12) -0.0013(11) C10 0.0241(14) 0.0224(14) 0.0347(16) -0.0085(12) -0.0119(12) -0.0004(11) C11 0.0250(14) 0.0216(14) 0.0251(14) -0.0053(11) -0.0091(11) -0.0064(11) C12 0.0193(13) 0.0219(14) 0.0310(15) -0.0090(12) -0.0073(11) -0.0052(11) C13 0.0215(13) 0.0154(12) 0.0312(15) -0.0052(11) -0.0108(11) -0.0028(10) C14 0.0232(13) 0.0167(13) 0.0265(14) -0.0054(11) -0.0092(11) -0.0006(10) C15 0.0230(14) 0.0235(14) 0.0304(15) -0.0106(12) -0.0060(11) -0.0020(11) C16 0.0303(15) 0.0246(14) 0.0277(15) -0.0132(12) -0.0088(12) -0.0006(12) C17 0.0251(15) 0.0263(15) 0.0320(16) -0.0126(12) -0.0066(12) -0.0025(11) C18 0.0276(16) 0.0284(16) 0.0470(19) -0.0091(14) -0.0157(14) -0.0005(13) C19 0.0289(15) 0.0259(15) 0.0297(15) -0.0097(12) -0.0089(12) -0.0023(12) C20 0.0403(18) 0.0304(16) 0.0419(18) -0.0141(14) -0.0212(15) 0.0088(14) O1 0.0294(11) 0.0206(10) 0.0355(12) -0.0042(9) -0.0141(9) -0.0053(8) O2 0.0392(12) 0.0306(11) 0.0298(11) -0.0103(9) -0.0158(9) 0.0014(9) _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 O1 1.381(3) . ? C1 C6 1.394(4) . ? C1 C2 1.395(4) . ? C2 C3 1.387(4) . ? C2 C17 1.505(4) . ? C3 C4 1.392(4) . ? C4 C5 1.385(4) . ? C4 C7 1.538(4) . ? C5 C6 1.395(4) . ? C6 C18 1.501(4) . ? C7 C8 1.525(4) . ? C7 C14 1.533(4) . ? C8 C9 1.390(4) . ? C8 C13 1.391(4) . ? C9 C10 1.398(4) . ? C10 C11 1.388(4) . ? C10 C20 1.510(4) . ? C11 O2 1.368(3) . ? C11 C12 1.406(4) . ? C12 C13 1.386(4) . ? C12 C19 1.497(4) . ? C14 C16 1.390(4) . ? C14 C15 1.390(4) . ? C15 C16 1.389(4) 2_666 ? C16 C15 1.389(4) 2_666 ? C21 C22 1.3900 . ? C21 C26 1.3900 . ? C22 C23 1.3900 . ? C23 C24 1.3900 . ? C24 C25 1.3900 . ? C25 C26 1.3900 . ? C25 C27 1.476(5) . ? 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 O1 C1 C6 116.6(2) . . ? O1 C1 C2 121.8(2) . . ? C6 C1 C2 121.6(2) . . ? C3 C2 C1 118.1(2) . . ? C3 C2 C17 121.1(2) . . ? C1 C2 C17 120.8(2) . . ? C2 C3 C4 122.3(3) . . ? C5 C4 C3 117.9(2) . . ? C5 C4 C7 123.5(2) . . ? C3 C4 C7 118.5(2) . . ? C4 C5 C6 122.1(2) . . ? C1 C6 C5 118.1(2) . . ? C1 C6 C18 120.8(2) . . ? C5 C6 C18 121.1(2) . . ? C8 C7 C14 115.0(2) . . ? C8 C7 C4 110.0(2) . . ? C14 C7 C4 113.3(2) . . ? C9 C8 C13 117.6(3) . . ? C9 C8 C7 119.8(2) . . ? C13 C8 C7 122.6(2) . . ? C8 C9 C10 122.0(3) . . ? C11 C10 C9 118.6(3) . . ? C11 C10 C20 121.5(3) . . ? C9 C10 C20 120.0(3) . . ? O2 C11 C10 123.2(2) . . ? O2 C11 C12 115.7(3) . . ? C10 C11 C12 121.1(3) . . ? C13 C12 C11 118.1(3) . . ? C13 C12 C19 121.6(2) . . ? C11 C12 C19 120.3(3) . . ? C12 C13 C8 122.6(3) . . ? C16 C14 C15 118.0(2) . . ? C16 C14 C7 123.3(3) . . ? C15 C14 C7 118.7(2) . . ? C16 C15 C14 121.3(3) 2_666 . ? C15 C16 C14 120.8(3) 2_666 . ? C22 C21 C26 120.0 . . ? C23 C22 C21 120.0 . . ? C22 C23 C24 120.0 . . ? C23 C24 C25 120.0 . . ? C26 C25 C24 120.0 . . ? C26 C25 C27 113.6(4) . . ? C24 C25 C27 126.4(4) . . ? C25 C26 C21 120.0 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.937 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.067