# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics # This journal is © The Owner Societies 2012 data_global _journal_name_full Phys.Chem.Chem.Phys.(PCCP) _journal_coden_cambridge 1326 #TrackingRef 'cp-art-09-2011-023040-File005-v1-0.cif' #============================================================================ # SUBMISSION DETAILS _publ_contact_author_name 'Prof. Wei Huang' _publ_contact_author_address ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; _publ_contact_author_email iamwhuang@njupt.edu.cn _publ_contact_author_fax '86 25 85866008' _publ_contact_author_phone '86 25 83492349' _publ_contact_letter ; ; #============================================================================ # TITLE AND AUTHOR LIST _publ_section_title ; Small change in molecular structure, big difference in AIEE mechanism ; loop_ _publ_author_name _publ_author_address 'Minmin Cai' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Zhiqiang Gao' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Xinhui Zhou' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Xupeng Wang' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Shu-Fen Chen' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Yuezhi Zhao' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Yan Qian' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Naien Shi' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'BaoXiu Mi' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Linghai Xie' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; 'Wei Huang' ; Key Laboratory for Organic Electronics & Information Displays (KLOEID) and Institute of Advanced Materials (IAM) Nanjing University of Posts & Telecommunications 9 Wenyuan Road, Nanjing (China) ; #============================================================================ data_T4AC _database_code_depnum_ccdc_archive 'CCDC 826814' #TrackingRef 'cp-art-09-2011-023040-File005-v1-0.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H26 N2 O4 S' _chemical_formula_weight 534.61 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.119(7) _cell_length_b 10.382(8) _cell_length_c 15.374(11) _cell_angle_alpha 105.468(9) _cell_angle_beta 95.318(9) _cell_angle_gamma 100.648(10) _cell_volume 1363.1(17) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 0.159 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9765 _exptl_absorpt_correction_T_max 0.9811 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6778 _diffrn_reflns_av_R_equivalents 0.0590 _diffrn_reflns_av_sigmaI/netI 0.0390 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4703 _reflns_number_gt 3793 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0662P)^2^+0.0877P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0125(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4703 _refine_ls_number_parameters 356 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1219 _refine_ls_wR_factor_gt 0.1150 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 0.08240(16) 0.51475(15) 0.37501(10) 0.0416(3) Uani 1 1 d . . . C2 C 0.22213(19) 0.48032(18) 0.35492(11) 0.0521(4) Uani 1 1 d . . . H2A H 0.3016 0.5479 0.3509 0.062 Uiso 1 1 calc R . . C3 C 0.2406(2) 0.3500(2) 0.34157(13) 0.0654(5) Uani 1 1 d . . . H3 H 0.3323 0.3293 0.3279 0.078 Uiso 1 1 calc R . . C4 C 0.1232(3) 0.24590(19) 0.34820(14) 0.0689(5) Uani 1 1 d . . . H4 H 0.1381 0.1574 0.3394 0.083 Uiso 1 1 calc R . . C5 C -0.0113(2) 0.27369(18) 0.36733(13) 0.0618(5) Uani 1 1 d . . . H5 H -0.0877 0.2038 0.3717 0.074 Uiso 1 1 calc R . . C6 C -0.03839(18) 0.40814(15) 0.38097(10) 0.0461(4) Uani 1 1 d . . . C7 C -0.17556(18) 0.43960(17) 0.39933(11) 0.0501(4) Uani 1 1 d . . . H7 H -0.2529 0.3706 0.4039 0.060 Uiso 1 1 calc R . . C8 C -0.20207(16) 0.57074(17) 0.41124(10) 0.0464(4) Uani 1 1 d . . . C9 C -0.34420(19) 0.6029(2) 0.42790(13) 0.0610(5) Uani 1 1 d . . . H9 H -0.4235 0.5341 0.4305 0.073 Uiso 1 1 calc R . . C10 C -0.3660(2) 0.7311(2) 0.44000(14) 0.0688(5) Uani 1 1 d . . . H10 H -0.4601 0.7493 0.4503 0.083 Uiso 1 1 calc R . . C11 C -0.2476(2) 0.8378(2) 0.43725(13) 0.0628(5) Uani 1 1 d . . . H11 H -0.2639 0.9259 0.4462 0.075 Uiso 1 1 calc R . . C12 C -0.10973(18) 0.81304(17) 0.42158(11) 0.0507(4) Uani 1 1 d . . . H12 H -0.0326 0.8848 0.4205 0.061 Uiso 1 1 calc R . . C13 C -0.08146(16) 0.67850(15) 0.40670(10) 0.0411(3) Uani 1 1 d . . . C14 C 0.05821(16) 0.64797(15) 0.38933(10) 0.0384(3) Uani 1 1 d . . . C15 C 0.18765(16) 0.76273(15) 0.39089(10) 0.0401(3) Uani 1 1 d . . . C16 C 0.29214(16) 0.89963(15) 0.29185(10) 0.0415(3) Uani 1 1 d . . . C17 C 0.41590(17) 0.98540(16) 0.35397(11) 0.0484(4) Uani 1 1 d . . . H17 H 0.4354 0.9739 0.4116 0.058 Uiso 1 1 calc R . . C18 C 0.50888(19) 1.08663(17) 0.33029(12) 0.0545(4) Uani 1 1 d . . . H18 H 0.5905 1.1431 0.3724 0.065 Uiso 1 1 calc R . . C19 C 0.48370(18) 1.10627(16) 0.24526(12) 0.0491(4) Uani 1 1 d . . . C20 C 0.26661(17) 0.91850(15) 0.20660(10) 0.0433(4) Uani 1 1 d . . . H20 H 0.1847 0.8618 0.1647 0.052 Uiso 1 1 calc R . . C21 C 0.36086(17) 1.02063(15) 0.18184(10) 0.0438(4) Uani 1 1 d . . . C22 C 0.33342(18) 1.03807(17) 0.09121(11) 0.0478(4) Uani 1 1 d . . . C23 C 0.2369(2) 1.0250(2) -0.06519(13) 0.0622(5) Uani 1 1 d . . . C24 C 0.3677(2) 1.12473(19) -0.02479(12) 0.0565(4) Uani 1 1 d . . . C25 C 0.4338(2) 1.2095(2) -0.07401(14) 0.0717(6) Uani 1 1 d . . . H25 H 0.5217 1.2760 -0.0484 0.086 Uiso 1 1 calc R . . C26 C 0.3660(3) 1.1921(3) -0.16066(16) 0.0838(7) Uani 1 1 d . . . H26 H 0.4089 1.2476 -0.1943 0.101 Uiso 1 1 calc R . . C27 C 0.2348(4) 1.0937(3) -0.19969(16) 0.0906(7) Uani 1 1 d . . . H27 H 0.1908 1.0853 -0.2586 0.109 Uiso 1 1 calc R . . C28 C 0.1688(3) 1.0085(2) -0.15286(14) 0.0840(7) Uani 1 1 d . . . H28 H 0.0812 0.9421 -0.1792 0.101 Uiso 1 1 calc R . . C29 C 0.7819(4) 0.4577(3) 0.16381(18) 0.1162(10) Uani 1 1 d . . . H29A H 0.8581 0.4302 0.1977 0.174 Uiso 1 1 calc R . . H29B H 0.7182 0.3783 0.1203 0.174 Uiso 1 1 calc R . . H29C H 0.7223 0.5037 0.2049 0.174 Uiso 1 1 calc R . . C30 C 0.8546(2) 0.5516(2) 0.11526(13) 0.0659(5) Uani 1 1 d . . . C31 C 0.8460(3) 0.6115(3) -0.02120(17) 0.0907(7) Uani 1 1 d . . . H31A H 0.9496 0.6059 -0.0278 0.109 Uiso 1 1 calc R . . H31B H 0.8442 0.7059 0.0090 0.109 Uiso 1 1 calc R . . C32 C 0.7501(5) 0.5641(4) -0.1125(2) 0.1534(15) Uani 1 1 d . . . H32A H 0.7484 0.4693 -0.1403 0.230 Uiso 1 1 calc R . . H32B H 0.7908 0.6174 -0.1505 0.230 Uiso 1 1 calc R . . H32C H 0.6492 0.5752 -0.1054 0.230 Uiso 1 1 calc R . . N1 N 0.19070(14) 0.79458(13) 0.31174(9) 0.0459(3) Uani 1 1 d . . . H1 H 0.1219 0.7444 0.2674 0.055 Uiso 1 1 calc R . . N2 N 0.41982(16) 1.13006(15) 0.06400(10) 0.0546(4) Uani 1 1 d . . . O1 O 0.27987(12) 0.81988(12) 0.45969(8) 0.0561(3) Uani 1 1 d . . . O2 O 0.57979(15) 1.20897(14) 0.22742(9) 0.0719(4) Uani 1 1 d . . . H2 H 0.5570 1.2086 0.1745 0.108 Uiso 1 1 calc R . . O3 O 0.96475(16) 0.64158(16) 0.14744(11) 0.0827(4) Uani 1 1 d . . . O4 O 0.78606(16) 0.52452(15) 0.03118(9) 0.0759(4) Uani 1 1 d . . . S1 S 0.18009(6) 0.93538(5) 0.01056(3) 0.06641(18) 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 0.0475(8) 0.0443(8) 0.0315(7) 0.0107(6) 0.0005(6) 0.0092(7) C2 0.0549(9) 0.0568(10) 0.0459(9) 0.0140(8) 0.0063(7) 0.0177(8) C3 0.0728(12) 0.0663(12) 0.0590(12) 0.0102(9) 0.0061(9) 0.0337(10) C4 0.0965(15) 0.0456(10) 0.0607(12) 0.0066(9) -0.0034(10) 0.0265(10) C5 0.0826(13) 0.0421(9) 0.0527(11) 0.0111(8) -0.0034(9) 0.0042(9) C6 0.0574(9) 0.0411(8) 0.0339(8) 0.0095(6) -0.0040(7) 0.0034(7) C7 0.0494(9) 0.0495(9) 0.0429(9) 0.0132(7) 0.0004(7) -0.0066(7) C8 0.0412(8) 0.0566(10) 0.0372(8) 0.0132(7) 0.0011(6) 0.0031(7) C9 0.0412(9) 0.0808(13) 0.0580(11) 0.0209(10) 0.0058(8) 0.0054(9) C10 0.0470(10) 0.0914(15) 0.0700(13) 0.0198(11) 0.0098(9) 0.0252(10) C11 0.0633(11) 0.0694(12) 0.0624(12) 0.0198(10) 0.0077(9) 0.0307(10) C12 0.0520(9) 0.0537(10) 0.0500(10) 0.0192(8) 0.0059(7) 0.0152(8) C13 0.0426(8) 0.0468(8) 0.0334(8) 0.0127(6) 0.0016(6) 0.0088(7) C14 0.0397(7) 0.0417(8) 0.0329(7) 0.0127(6) 0.0016(6) 0.0054(6) C15 0.0403(7) 0.0418(8) 0.0388(8) 0.0130(7) 0.0038(6) 0.0092(6) C16 0.0415(8) 0.0409(8) 0.0417(8) 0.0137(7) 0.0060(6) 0.0057(6) C17 0.0481(8) 0.0529(9) 0.0404(9) 0.0160(7) -0.0007(7) 0.0019(7) C18 0.0515(9) 0.0539(10) 0.0484(10) 0.0146(8) -0.0049(7) -0.0058(8) C19 0.0488(9) 0.0450(9) 0.0516(10) 0.0170(7) 0.0070(7) 0.0014(7) C20 0.0426(8) 0.0450(8) 0.0398(8) 0.0130(7) 0.0007(6) 0.0047(7) C21 0.0474(8) 0.0441(8) 0.0413(8) 0.0143(7) 0.0066(7) 0.0104(7) C22 0.0524(9) 0.0486(9) 0.0470(9) 0.0184(7) 0.0104(7) 0.0140(7) C23 0.0823(12) 0.0660(11) 0.0457(10) 0.0214(9) 0.0104(9) 0.0264(10) C24 0.0717(11) 0.0631(11) 0.0486(10) 0.0255(9) 0.0196(9) 0.0300(10) C25 0.0910(14) 0.0813(14) 0.0655(13) 0.0418(11) 0.0313(11) 0.0350(12) C26 0.1214(19) 0.0951(17) 0.0653(14) 0.0471(13) 0.0395(14) 0.0513(16) C27 0.136(2) 0.1058(19) 0.0489(12) 0.0351(13) 0.0182(14) 0.0508(17) C28 0.1141(18) 0.0927(16) 0.0457(11) 0.0219(11) -0.0016(11) 0.0280(14) C29 0.140(2) 0.117(2) 0.0704(16) 0.0389(16) -0.0011(15) -0.0320(18) C30 0.0713(12) 0.0692(12) 0.0470(10) 0.0094(9) -0.0032(9) 0.0071(10) C31 0.1252(19) 0.1040(17) 0.0711(15) 0.0422(14) 0.0353(14) 0.0595(16) C32 0.243(4) 0.186(4) 0.0640(18) 0.047(2) 0.020(2) 0.113(3) N1 0.0445(7) 0.0496(7) 0.0383(7) 0.0153(6) -0.0018(5) -0.0022(6) N2 0.0624(8) 0.0575(8) 0.0513(8) 0.0255(7) 0.0132(7) 0.0145(7) O1 0.0537(6) 0.0642(7) 0.0432(7) 0.0204(6) -0.0061(5) -0.0054(6) O2 0.0725(8) 0.0689(8) 0.0652(9) 0.0327(7) -0.0021(7) -0.0208(7) O3 0.0754(9) 0.0784(10) 0.0772(10) 0.0149(8) -0.0093(8) -0.0040(8) O4 0.0870(9) 0.0840(10) 0.0499(8) 0.0174(7) -0.0020(7) 0.0111(8) S1 0.0749(3) 0.0695(3) 0.0489(3) 0.0238(2) -0.0071(2) -0.0006(2) _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 C14 1.403(2) . ? C1 C2 1.424(2) . ? C1 C6 1.438(2) . ? C2 C3 1.358(3) . ? C2 H2A 0.9300 . ? C3 C4 1.406(3) . ? C3 H3 0.9300 . ? C4 C5 1.351(3) . ? C4 H4 0.9300 . ? C5 C6 1.426(3) . ? C5 H5 0.9300 . ? C6 C7 1.385(2) . ? C7 C8 1.394(3) . ? C7 H7 0.9300 . ? C8 C9 1.426(2) . ? C8 C13 1.438(2) . ? C9 C10 1.348(3) . ? C9 H9 0.9300 . ? C10 C11 1.409(3) . ? C10 H10 0.9300 . ? C11 C12 1.359(2) . ? C11 H11 0.9300 . ? C12 C13 1.429(2) . ? C12 H12 0.9300 . ? C13 C14 1.400(2) . ? C14 C15 1.508(2) . ? C15 O1 1.2224(19) . ? C15 N1 1.345(2) . ? C16 C20 1.381(2) . ? C16 C17 1.398(2) . ? C16 N1 1.4128(19) . ? C17 C18 1.374(2) . ? C17 H17 0.9300 . ? C18 C19 1.381(3) . ? C18 H18 0.9300 . ? C19 O2 1.3547(19) . ? C19 C21 1.401(2) . ? C20 C21 1.395(2) . ? C20 H20 0.9300 . ? C21 C22 1.457(2) . ? C22 N2 1.305(2) . ? C22 S1 1.7470(19) . ? C23 C28 1.384(3) . ? C23 C24 1.394(3) . ? C23 S1 1.733(2) . ? C24 N2 1.386(3) . ? C24 C25 1.398(3) . ? C25 C26 1.367(3) . ? C25 H25 0.9300 . ? C26 C27 1.387(4) . ? C26 H26 0.9300 . ? C27 C28 1.374(3) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C30 1.479(3) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 O3 1.200(2) . ? C30 O4 1.316(2) . ? C31 O4 1.432(3) . ? C31 C32 1.490(4) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? N1 H1 0.8600 . ? O2 H2 0.8200 . ? 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 C14 C1 C2 122.74(14) . . ? C14 C1 C6 118.91(14) . . ? C2 C1 C6 118.36(15) . . ? C3 C2 C1 120.78(17) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C2 C3 C4 120.95(18) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 120.41(17) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 121.32(17) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C7 C6 C5 122.76(15) . . ? C7 C6 C1 119.06(14) . . ? C5 C6 C1 118.18(16) . . ? C6 C7 C8 122.49(14) . . ? C6 C7 H7 118.8 . . ? C8 C7 H7 118.8 . . ? C7 C8 C9 122.73(15) . . ? C7 C8 C13 118.89(14) . . ? C9 C8 C13 118.37(16) . . ? C10 C9 C8 121.38(17) . . ? C10 C9 H9 119.3 . . ? C8 C9 H9 119.3 . . ? C9 C10 C11 120.60(17) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C12 C11 C10 120.57(18) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C13 121.05(16) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? C14 C13 C12 123.01(14) . . ? C14 C13 C8 118.97(14) . . ? C12 C13 C8 118.01(14) . . ? C13 C14 C1 121.64(13) . . ? C13 C14 C15 118.93(13) . . ? C1 C14 C15 119.35(13) . . ? O1 C15 N1 124.48(14) . . ? O1 C15 C14 121.13(14) . . ? N1 C15 C14 114.38(13) . . ? C20 C16 C17 118.58(14) . . ? C20 C16 N1 117.98(13) . . ? C17 C16 N1 123.44(14) . . ? C18 C17 C16 120.27(16) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 121.43(15) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? O2 C19 C18 117.86(15) . . ? O2 C19 C21 123.02(15) . . ? C18 C19 C21 119.12(15) . . ? C16 C20 C21 121.52(14) . . ? C16 C20 H20 119.2 . . ? C21 C20 H20 119.2 . . ? C20 C21 C19 119.08(15) . . ? C20 C21 C22 120.83(15) . . ? C19 C21 C22 120.09(14) . . ? N2 C22 C21 123.28(16) . . ? N2 C22 S1 115.05(14) . . ? C21 C22 S1 121.67(12) . . ? C28 C23 C24 121.68(19) . . ? C28 C23 S1 128.45(19) . . ? C24 C23 S1 109.86(14) . . ? N2 C24 C23 114.60(16) . . ? N2 C24 C25 125.77(19) . . ? C23 C24 C25 119.63(19) . . ? C26 C25 C24 118.3(2) . . ? C26 C25 H25 120.9 . . ? C24 C25 H25 120.9 . . ? C25 C26 C27 121.6(2) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C28 C27 C26 121.1(2) . . ? C28 C27 H27 119.5 . . ? C26 C27 H27 119.5 . . ? C27 C28 C23 117.7(2) . . ? C27 C28 H28 121.1 . . ? C23 C28 H28 121.1 . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? O3 C30 O4 123.0(2) . . ? O3 C30 C29 124.6(2) . . ? O4 C30 C29 112.34(19) . . ? O4 C31 C32 107.5(3) . . ? O4 C31 H31A 110.2 . . ? C32 C31 H31A 110.2 . . ? O4 C31 H31B 110.2 . . ? C32 C31 H31B 110.2 . . ? H31A C31 H31B 108.5 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C15 N1 C16 128.49(13) . . ? C15 N1 H1 115.8 . . ? C16 N1 H1 115.8 . . ? C22 N2 C24 111.33(16) . . ? C19 O2 H2 109.5 . . ? C30 O4 C31 116.74(18) . . ? C23 S1 C22 89.15(10) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.298 _refine_diff_density_min -0.249 _refine_diff_density_rms 0.041