# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_Complex_3a _database_code_depnum_ccdc_archive 'CCDC 872999' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 Cr N2 O4 S' _chemical_formula_sum 'C19 H18 Cr N2 O4 S' _chemical_formula_weight 422.41 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' Cr Cr 0.3209 0.6236 '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/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 7.7273(5) _cell_length_b 40.580(3) _cell_length_c 12.9049(8) _cell_angle_alpha 90.00 _cell_angle_beta 107.0260(10) _cell_angle_gamma 90.00 _cell_volume 3869.3(4) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7063 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 23.64 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_min 0.086 _exptl_crystal_size_mid 0.334 _exptl_crystal_size_max 0.484 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7781 _exptl_absorpt_correction_T_max 0.9390 _exptl_absorpt_process_details '(Sheldrick, 2004)' _exptl_special_details ; ? ; _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 'Bruker Smart Apex CCD diffractometer' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 0.661 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 32006 _diffrn_reflns_av_R_equivalents 0.0634 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -48 _diffrn_reflns_limit_k_max 48 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.37 _reflns_number_total 7103 _reflns_number_gt 5069 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V 5.625 (Bruker, 1999)' _computing_cell_refinement 'SMART V 5.625 (Bruker, 1999)' _computing_data_reduction 'SAINT V 7.34A (Bruker, 2006)' _computing_structure_solution 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_structure_refinement 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_molecular_graphics 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_publication_material 'SHELXTL V 6.12 (Sheldrick, 2000)' _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^)+(0.0595P)^2^+1.9599P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7103 _refine_ls_number_parameters 508 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0906 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.1373 _refine_ls_wR_factor_gt 0.1228 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _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 Cr1 Cr -0.02861(9) 0.580248(14) 0.28121(5) 0.04536(19) Uani 1 1 d . . . S1 S 0.24940(14) 0.58838(2) 0.41423(8) 0.0481(3) Uani 1 1 d . . . O1 O -0.0943(6) 0.65313(8) 0.2503(3) 0.1019(13) Uani 1 1 d . . . O2 O -0.3755(4) 0.57014(7) 0.1062(3) 0.0678(9) Uani 1 1 d . . . O3 O 0.1529(5) 0.58231(8) 0.1023(3) 0.0752(9) Uani 1 1 d . . . O4 O -0.2532(4) 0.57289(8) 0.4373(3) 0.0690(9) Uani 1 1 d . . . N1 N 0.0086(4) 0.50330(7) 0.2790(2) 0.0374(7) Uani 1 1 d . . . N2 N 0.3520(4) 0.56022(7) 0.6018(2) 0.0488(8) Uani 1 1 d . . . C1 C -0.0694(6) 0.62523(11) 0.2632(4) 0.0644(12) Uani 1 1 d . . . C2 C -0.2387(6) 0.57283(9) 0.1746(3) 0.0526(11) Uani 1 1 d . . . C3 C 0.0889(6) 0.58111(9) 0.1719(3) 0.0516(10) Uani 1 1 d . . . C4 C -0.1641(6) 0.57667(9) 0.3815(3) 0.0485(10) Uani 1 1 d . . . C5 C 0.0547(5) 0.53109(8) 0.3331(3) 0.0384(8) Uani 1 1 d . . . C6 C 0.1636(5) 0.52704(9) 0.4458(3) 0.0411(9) Uani 1 1 d . . . H6 H 0.1698 0.5069 0.4810 0.049 Uiso 1 1 calc R . . C7 C 0.2545(5) 0.55340(9) 0.4969(3) 0.0418(9) Uani 1 1 d . . . C8 C 0.3902(7) 0.59558(10) 0.6215(4) 0.0697(14) Uani 1 1 d . . . H8A H 0.5149 0.6002 0.6249 0.084 Uiso 1 1 calc R . . H8B H 0.3717 0.6020 0.6899 0.084 Uiso 1 1 calc R . . C9 C 0.2638(7) 0.61448(10) 0.5297(3) 0.0664(13) Uani 1 1 d . . . H9A H 0.3130 0.6359 0.5210 0.080 Uiso 1 1 calc R . . H9B H 0.1461 0.6173 0.5412 0.080 Uiso 1 1 calc R . . C10 C -0.1009(6) 0.50141(9) 0.1647(3) 0.0512(10) Uani 1 1 d . . . H10A H -0.0645 0.5183 0.1221 0.061 Uiso 1 1 calc R . . H10B H -0.2284 0.5042 0.1581 0.061 Uiso 1 1 calc R . . C11 C -0.0652(7) 0.46749(10) 0.1276(3) 0.0615(12) Uani 1 1 d . . . H11A H -0.1723 0.4589 0.0748 0.074 Uiso 1 1 calc R . . H11B H 0.0332 0.4681 0.0951 0.074 Uiso 1 1 calc R . . C12 C -0.0158(6) 0.44666(10) 0.2275(3) 0.0606(12) Uani 1 1 d . . . H12A H 0.0706 0.4298 0.2227 0.073 Uiso 1 1 calc R . . H12B H -0.1224 0.4360 0.2370 0.073 Uiso 1 1 calc R . . C13 C 0.0665(5) 0.46965(8) 0.3207(3) 0.0444(9) Uani 1 1 d . . . H13A H 0.0228 0.4645 0.3821 0.053 Uiso 1 1 calc R . . H13B H 0.1974 0.4679 0.3432 0.053 Uiso 1 1 calc R . . C14 C 0.4362(5) 0.53689(10) 0.6825(3) 0.0440(9) Uani 1 1 d . . . C15 C 0.4606(5) 0.50430(10) 0.6584(3) 0.0479(10) Uani 1 1 d . . . H15 H 0.4205 0.4971 0.5868 0.058 Uiso 1 1 calc R . . C16 C 0.5437(5) 0.48231(11) 0.7391(3) 0.0578(11) Uani 1 1 d . . . H16 H 0.5597 0.4605 0.7214 0.069 Uiso 1 1 calc R . . C17 C 0.6024(6) 0.49224(13) 0.8445(3) 0.0675(13) Uani 1 1 d . . . H17 H 0.6559 0.4772 0.8988 0.081 Uiso 1 1 calc R . . C18 C 0.5823(6) 0.52439(13) 0.8699(3) 0.0702(14) Uani 1 1 d . . . H18 H 0.6244 0.5313 0.9417 0.084 Uiso 1 1 calc R . . C19 C 0.5005(6) 0.54663(12) 0.7908(3) 0.0613(12) Uani 1 1 d . . . H19 H 0.4878 0.5684 0.8094 0.074 Uiso 1 1 calc R . . Cr2 Cr 0.65812(8) 0.169950(14) 0.68529(5) 0.04234(18) Uani 1 1 d . . . S21 S 0.33877(14) 0.17193(2) 0.61018(8) 0.0484(3) Uani 1 1 d . . . O21 O 0.6311(5) 0.12653(8) 0.8673(3) 0.0806(10) Uani 1 1 d . . . O22 O 1.0590(5) 0.16918(8) 0.7840(3) 0.0728(9) Uani 1 1 d . . . O23 O 0.6949(6) 0.22574(8) 0.8425(3) 0.0880(11) Uani 1 1 d . . . O24 O 0.7231(5) 0.11090(8) 0.5580(3) 0.0862(11) Uani 1 1 d . . . N21 N 0.1742(5) 0.16269(8) 0.4084(3) 0.0550(9) Uani 1 1 d . . . N22 N 0.7333(4) 0.22261(8) 0.5249(3) 0.0511(8) Uani 1 1 d . A . C21 C 0.6410(6) 0.14280(10) 0.7969(3) 0.0516(10) Uani 1 1 d . . . C22 C 0.9031(6) 0.17003(10) 0.7426(3) 0.0509(10) Uani 1 1 d . . . C23 C 0.6681(6) 0.20567(10) 0.7774(3) 0.0537(11) Uani 1 1 d . . . C24 C 0.6880(6) 0.13317(10) 0.6020(3) 0.0524(10) Uani 1 1 d . . . C25 C 0.6221(5) 0.19998(9) 0.5424(3) 0.0442(9) Uani 1 1 d . . . C26 C 0.4645(5) 0.19342(10) 0.4523(3) 0.0516(10) Uani 1 1 d . . . H26 H 0.4583 0.2003 0.3826 0.062 Uiso 1 1 calc R . . C27 C 0.3268(5) 0.17704(9) 0.4725(3) 0.0451(9) Uani 1 1 d . . . C28 C 0.0692(6) 0.14404(11) 0.4673(3) 0.0644(12) Uani 1 1 d . . . H28A H 0.0174 0.1244 0.4273 0.077 Uiso 1 1 calc R . . H28B H -0.0281 0.1575 0.4780 0.077 Uiso 1 1 calc R . . C29 C 0.2022(6) 0.13495(10) 0.5752(3) 0.0608(12) Uani 1 1 d . . . H29A H 0.2753 0.1161 0.5682 0.073 Uiso 1 1 calc R . . H29B H 0.1404 0.1301 0.6289 0.073 Uiso 1 1 calc R . . C30 C 0.9026(6) 0.23334(11) 0.6045(4) 0.0691(13) Uani 1 1 d D . . H30A H 0.9800 0.2146 0.6322 0.083 Uiso 0.72(2) 1 calc PR A 1 H30B H 0.8771 0.2445 0.6649 0.083 Uiso 0.72(2) 1 calc PR A 1 H30C H 0.8849 0.2359 0.6747 0.083 Uiso 0.28(2) 1 d PR A 2 H30D H 0.9996 0.2181 0.6093 0.083 Uiso 0.28(2) 1 d PR A 2 C31 C 0.9936(14) 0.2567(4) 0.5443(11) 0.097(4) Uani 0.72(2) 1 d PDU A 1 H31A H 1.0667 0.2731 0.5926 0.117 Uiso 0.72(2) 1 calc PR A 1 H31B H 1.0680 0.2449 0.5078 0.117 Uiso 0.72(2) 1 calc PR A 1 C32 C 0.8295(14) 0.2722(3) 0.4640(12) 0.097(4) Uani 0.72(2) 1 d PDU A 1 H32A H 0.8619 0.2823 0.4041 0.116 Uiso 0.72(2) 1 calc PR A 1 H32B H 0.7748 0.2888 0.4987 0.116 Uiso 0.72(2) 1 calc PR A 1 C31B C 0.935(5) 0.2674(5) 0.5641(18) 0.097(5) Uani 0.28(2) 1 d PDU A 2 H31C H 0.8649 0.2840 0.5882 0.117 Uiso 0.28(2) 1 calc PR A 2 H31D H 1.0618 0.2733 0.5891 0.117 Uiso 0.28(2) 1 calc PR A 2 C32B C 0.870(3) 0.2638(8) 0.4413(18) 0.097(5) Uani 0.28(2) 1 d PDU A 2 H32C H 0.8424 0.2850 0.4058 0.116 Uiso 0.28(2) 1 calc PR A 2 H32D H 0.9599 0.2526 0.4146 0.116 Uiso 0.28(2) 1 calc PR A 2 C33 C 0.7017(7) 0.24300(12) 0.4254(4) 0.0776(15) Uani 1 1 d D . . H33A H 0.5768 0.2502 0.3993 0.093 Uiso 0.72(2) 1 calc PR A 1 H33B H 0.7323 0.2309 0.3682 0.093 Uiso 0.72(2) 1 calc PR A 1 H33C H 0.6849 0.2289 0.3635 0.093 Uiso 0.28(2) 1 d PR A 2 H33D H 0.5958 0.2565 0.4149 0.093 Uiso 0.28(2) 1 d PR A 2 C34 C 0.0971(5) 0.16952(10) 0.2961(3) 0.0484(10) Uani 1 1 d . . . C35 C 0.0853(7) 0.20134(11) 0.2582(4) 0.0721(14) Uani 1 1 d . . . H35 H 0.1327 0.2185 0.3059 0.086 Uiso 1 1 calc R . . C36 C 0.0039(7) 0.20808(13) 0.1501(4) 0.0812(16) Uani 1 1 d . . . H36 H -0.0023 0.2297 0.1249 0.097 Uiso 1 1 calc R . . C37 C -0.0674(7) 0.18311(13) 0.0803(4) 0.0741(14) Uani 1 1 d . . . H37 H -0.1223 0.1876 0.0073 0.089 Uiso 1 1 calc R . . C38 C -0.0582(6) 0.15155(13) 0.1172(4) 0.0673(13) Uani 1 1 d . . . H38 H -0.1085 0.1346 0.0693 0.081 Uiso 1 1 calc R . . C39 C 0.0242(6) 0.14444(11) 0.2241(3) 0.0580(11) Uani 1 1 d . . . H39 H 0.0310 0.1227 0.2482 0.070 Uiso 1 1 calc 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 Cr1 0.0559(4) 0.0359(3) 0.0452(4) 0.0042(3) 0.0162(3) 0.0062(3) S1 0.0597(7) 0.0379(5) 0.0481(6) -0.0020(4) 0.0181(5) -0.0062(5) O1 0.133(3) 0.044(2) 0.149(4) 0.022(2) 0.073(3) 0.020(2) O2 0.063(2) 0.063(2) 0.068(2) 0.0137(16) 0.0032(17) 0.0144(16) O3 0.094(3) 0.081(2) 0.061(2) 0.0054(17) 0.0385(19) 0.0062(19) O4 0.076(2) 0.072(2) 0.068(2) -0.0004(16) 0.0359(18) 0.0045(17) N1 0.0393(17) 0.0359(17) 0.0345(16) 0.0006(13) 0.0069(13) 0.0014(13) N2 0.057(2) 0.0413(19) 0.0440(19) -0.0111(15) 0.0082(16) -0.0072(16) C1 0.077(3) 0.050(3) 0.073(3) 0.007(2) 0.034(3) 0.004(2) C2 0.068(3) 0.041(2) 0.052(3) 0.0136(19) 0.022(2) 0.015(2) C3 0.062(3) 0.042(2) 0.049(3) 0.0029(19) 0.014(2) 0.007(2) C4 0.056(3) 0.036(2) 0.051(2) -0.0009(18) 0.013(2) 0.0072(19) C5 0.042(2) 0.035(2) 0.039(2) 0.0003(16) 0.0131(17) 0.0024(16) C6 0.051(2) 0.034(2) 0.037(2) 0.0001(16) 0.0100(18) 0.0007(17) C7 0.046(2) 0.040(2) 0.040(2) -0.0003(17) 0.0144(18) 0.0013(17) C8 0.102(4) 0.047(3) 0.055(3) -0.012(2) 0.015(3) -0.018(3) C9 0.102(4) 0.038(2) 0.061(3) -0.009(2) 0.028(3) -0.009(2) C10 0.063(3) 0.043(2) 0.039(2) -0.0009(17) 0.0014(19) 0.003(2) C11 0.076(3) 0.052(3) 0.049(3) -0.012(2) 0.007(2) 0.006(2) C12 0.071(3) 0.043(2) 0.057(3) -0.010(2) 0.004(2) 0.004(2) C13 0.049(2) 0.034(2) 0.046(2) 0.0018(17) 0.0081(18) 0.0019(17) C14 0.038(2) 0.050(2) 0.043(2) -0.0084(18) 0.0108(17) -0.0059(18) C15 0.048(2) 0.054(3) 0.037(2) -0.0048(18) 0.0038(18) -0.0005(19) C16 0.050(3) 0.061(3) 0.055(3) -0.001(2) 0.003(2) 0.003(2) C17 0.062(3) 0.084(4) 0.046(3) 0.006(2) -0.002(2) 0.007(3) C18 0.069(3) 0.092(4) 0.038(3) -0.013(2) -0.003(2) 0.003(3) C19 0.060(3) 0.068(3) 0.046(3) -0.018(2) 0.001(2) -0.001(2) Cr2 0.0526(4) 0.0369(3) 0.0366(3) 0.0019(3) 0.0117(3) 0.0026(3) S21 0.0532(6) 0.0498(6) 0.0434(6) 0.0020(5) 0.0163(5) 0.0019(5) O21 0.113(3) 0.073(2) 0.054(2) 0.0194(17) 0.0207(19) -0.008(2) O22 0.061(2) 0.072(2) 0.076(2) 0.0145(17) 0.0040(17) 0.0028(17) O23 0.139(3) 0.050(2) 0.071(2) -0.0131(17) 0.025(2) 0.012(2) O24 0.102(3) 0.069(2) 0.090(3) -0.026(2) 0.030(2) 0.012(2) N21 0.061(2) 0.054(2) 0.045(2) 0.0040(16) 0.0083(17) -0.0140(18) N22 0.045(2) 0.051(2) 0.055(2) 0.0137(16) 0.0118(16) -0.0013(16) C21 0.063(3) 0.045(2) 0.042(2) -0.0020(19) 0.007(2) -0.003(2) C22 0.063(3) 0.043(2) 0.046(2) 0.0052(18) 0.016(2) 0.001(2) C23 0.075(3) 0.039(2) 0.048(2) 0.006(2) 0.019(2) 0.008(2) C24 0.054(3) 0.050(3) 0.051(3) 0.002(2) 0.012(2) 0.001(2) C25 0.046(2) 0.043(2) 0.043(2) 0.0026(17) 0.0128(18) 0.0004(18) C26 0.058(3) 0.057(3) 0.038(2) 0.0096(19) 0.0120(19) -0.006(2) C27 0.051(2) 0.040(2) 0.042(2) 0.0021(17) 0.0105(19) -0.0024(18) C28 0.068(3) 0.064(3) 0.060(3) 0.004(2) 0.017(2) -0.019(2) C29 0.073(3) 0.057(3) 0.055(3) 0.009(2) 0.024(2) -0.010(2) C30 0.050(3) 0.071(3) 0.080(3) 0.019(3) 0.008(2) -0.012(2) C31 0.059(5) 0.102(6) 0.126(6) 0.053(5) 0.019(4) -0.019(5) C32 0.062(5) 0.102(6) 0.127(6) 0.058(5) 0.028(4) -0.012(5) C31B 0.059(7) 0.100(8) 0.129(7) 0.048(7) 0.022(6) -0.017(7) C32B 0.061(7) 0.103(8) 0.127(7) 0.057(7) 0.027(6) -0.015(7) C33 0.065(3) 0.089(4) 0.079(3) 0.042(3) 0.020(3) -0.002(3) C34 0.048(2) 0.047(2) 0.046(2) 0.0019(19) 0.0065(18) -0.0055(19) C35 0.093(4) 0.048(3) 0.061(3) 0.000(2) 0.000(3) -0.010(3) C36 0.101(4) 0.060(3) 0.068(3) 0.019(3) 0.002(3) -0.003(3) C37 0.076(3) 0.084(4) 0.048(3) 0.009(3) -0.004(2) -0.002(3) C38 0.071(3) 0.074(3) 0.049(3) -0.012(2) 0.004(2) -0.010(3) C39 0.061(3) 0.050(3) 0.058(3) -0.006(2) 0.010(2) -0.004(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 Cr1 C2 1.820(5) . ? Cr1 C1 1.855(5) . ? Cr1 C3 1.888(5) . ? Cr1 C4 1.894(5) . ? Cr1 C5 2.142(3) . ? Cr1 S1 2.3476(12) . ? S1 C7 1.769(4) . ? S1 C9 1.805(4) . ? O1 C1 1.153(5) . ? O2 C2 1.167(5) . ? O3 C3 1.146(5) . ? O4 C4 1.143(5) . ? N1 C5 1.319(4) . ? N1 C10 1.472(4) . ? N1 C13 1.487(4) . ? N2 C7 1.371(5) . ? N2 C14 1.417(5) . ? N2 C8 1.472(5) . ? C5 C6 1.461(5) . ? C6 C7 1.342(5) . ? C8 C9 1.506(6) . ? C10 C11 1.509(5) . ? C11 C12 1.494(6) . ? C12 C13 1.508(5) . ? C14 C15 1.384(5) . ? C14 C19 1.396(5) . ? C15 C16 1.379(5) . ? C16 C17 1.363(6) . ? C17 C18 1.365(6) . ? C18 C19 1.371(6) . ? Cr2 C22 1.819(5) . ? Cr2 C21 1.848(4) . ? Cr2 C23 1.861(4) . ? Cr2 C24 1.893(4) . ? Cr2 C25 2.159(4) . ? Cr2 S21 2.3738(12) . ? S21 C27 1.763(4) . ? S21 C29 1.814(4) . ? O21 C21 1.144(4) . ? O22 C22 1.167(5) . ? O23 C23 1.145(5) . ? O24 C24 1.142(5) . ? N21 C27 1.358(5) . ? N21 C34 1.424(5) . ? N21 C28 1.473(5) . ? N22 C25 1.322(5) . ? N22 C30 1.473(5) . ? N22 C33 1.486(5) . ? C25 C26 1.441(5) . ? C26 C27 1.343(5) . ? C28 C29 1.515(6) . ? C30 C31 1.523(8) . ? C30 C31B 1.523(14) . ? C31 C32 1.520(13) . ? C32 C33 1.530(9) . ? C31B C32B 1.52(2) . ? C32B C33 1.515(15) . ? C34 C35 1.374(6) . ? C34 C39 1.382(5) . ? C35 C36 1.380(6) . ? C36 C37 1.361(6) . ? C37 C38 1.361(6) . ? C38 C39 1.370(6) . ? 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 Cr1 C1 89.25(19) . . ? C2 Cr1 C3 87.46(18) . . ? C1 Cr1 C3 89.39(18) . . ? C2 Cr1 C4 87.41(18) . . ? C1 Cr1 C4 93.06(18) . . ? C3 Cr1 C4 174.28(18) . . ? C2 Cr1 C5 101.66(15) . . ? C1 Cr1 C5 168.44(18) . . ? C3 Cr1 C5 94.83(15) . . ? C4 Cr1 C5 83.74(15) . . ? C2 Cr1 S1 177.37(14) . . ? C1 Cr1 S1 92.22(16) . . ? C3 Cr1 S1 90.38(13) . . ? C4 Cr1 S1 94.68(13) . . ? C5 Cr1 S1 77.03(10) . . ? C7 S1 C9 89.31(18) . . ? C7 S1 Cr1 100.50(13) . . ? C9 S1 Cr1 120.53(18) . . ? C5 N1 C10 124.1(3) . . ? C5 N1 C13 126.0(3) . . ? C10 N1 C13 109.8(3) . . ? C7 N2 C14 126.3(3) . . ? C7 N2 C8 113.0(3) . . ? C14 N2 C8 119.9(3) . . ? O1 C1 Cr1 178.8(4) . . ? O2 C2 Cr1 175.8(3) . . ? O3 C3 Cr1 176.7(4) . . ? O4 C4 Cr1 175.2(4) . . ? N1 C5 C6 114.7(3) . . ? N1 C5 Cr1 128.4(3) . . ? C6 C5 Cr1 116.6(2) . . ? C7 C6 C5 117.7(3) . . ? C6 C7 N2 134.7(3) . . ? C6 C7 S1 115.3(3) . . ? N2 C7 S1 110.0(3) . . ? N2 C8 C9 108.0(3) . . ? C8 C9 S1 102.7(3) . . ? N1 C10 C11 105.1(3) . . ? C12 C11 C10 105.5(3) . . ? C11 C12 C13 106.2(3) . . ? N1 C13 C12 105.5(3) . . ? C15 C14 C19 117.6(4) . . ? C15 C14 N2 122.4(3) . . ? C19 C14 N2 119.9(4) . . ? C16 C15 C14 120.8(4) . . ? C17 C16 C15 120.5(4) . . ? C16 C17 C18 119.6(4) . . ? C17 C18 C19 120.7(4) . . ? C18 C19 C14 120.7(4) . . ? C22 Cr2 C21 89.29(18) . . ? C22 Cr2 C23 84.00(19) . . ? C21 Cr2 C23 88.04(17) . . ? C22 Cr2 C24 86.95(18) . . ? C21 Cr2 C24 91.20(18) . . ? C23 Cr2 C24 170.93(19) . . ? C22 Cr2 C25 101.81(16) . . ? C21 Cr2 C25 168.82(17) . . ? C23 Cr2 C25 94.39(16) . . ? C24 Cr2 C25 88.09(16) . . ? C22 Cr2 S21 177.96(13) . . ? C21 Cr2 S21 92.02(13) . . ? C23 Cr2 S21 94.48(14) . . ? C24 Cr2 S21 94.58(13) . . ? C25 Cr2 S21 76.92(11) . . ? C27 S21 C29 89.53(18) . . ? C27 S21 Cr2 99.03(14) . . ? C29 S21 Cr2 122.21(16) . . ? C27 N21 C34 124.5(3) . . ? C27 N21 C28 114.6(3) . . ? C34 N21 C28 119.7(3) . . ? C25 N22 C30 125.1(3) . . ? C25 N22 C33 125.8(3) . . ? C30 N22 C33 109.0(3) . . ? O21 C21 Cr2 178.6(4) . . ? O22 C22 Cr2 176.4(4) . . ? O23 C23 Cr2 170.9(4) . . ? O24 C24 Cr2 173.3(4) . . ? N22 C25 C26 115.4(3) . . ? N22 C25 Cr2 127.7(3) . . ? C26 C25 Cr2 116.9(3) . . ? C27 C26 C25 117.7(3) . . ? C26 C27 N21 133.6(4) . . ? C26 C27 S21 116.3(3) . . ? N21 C27 S21 110.1(3) . . ? N21 C28 C29 105.7(3) . . ? C28 C29 S21 102.5(3) . . ? N22 C30 C31 106.0(5) . . ? N22 C30 C31B 103.2(11) . . ? C32 C31 C30 100.9(9) . . ? C31 C32 C33 103.3(9) . . ? C32B C31B C30 103.5(18) . . ? C33 C32B C31B 101.5(16) . . ? N22 C33 C32B 106.0(11) . . ? N22 C33 C32 102.9(6) . . ? C35 C34 C39 118.8(4) . . ? C35 C34 N21 120.6(4) . . ? C39 C34 N21 120.5(4) . . ? C34 C35 C36 120.6(4) . . ? C37 C36 C35 119.9(4) . . ? C36 C37 C38 120.0(4) . . ? C37 C38 C39 120.8(4) . . ? C38 C39 C34 120.0(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.422 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.067 data_Complex_4b _database_code_depnum_ccdc_archive 'CCDC 873000' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H20 N2 O4 S W' _chemical_formula_sum 'C19 H20 N2 O4 S W' _chemical_formula_weight 556.28 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' W W -0.8490 6.8722 '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/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 10.2093(10) _cell_length_b 11.8162(12) _cell_length_c 17.9539(18) _cell_angle_alpha 90.00 _cell_angle_beta 106.3250(10) _cell_angle_gamma 90.00 _cell_volume 2078.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5946 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 25.30 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_min 0.136 _exptl_crystal_size_mid 0.138 _exptl_crystal_size_max 0.372 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 5.683 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2961 _exptl_absorpt_correction_T_max 0.4631 _exptl_absorpt_process_details '(Sheldrick, 2004)' _exptl_special_details ; ? ; _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 'Bruker Smart Apex CCD diffractometer' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 0.661 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16708 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.38 _reflns_number_total 3805 _reflns_number_gt 2946 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V 5.625 (Bruker, 1999)' _computing_cell_refinement 'SMART V 5.625 (Bruker, 1999)' _computing_data_reduction 'SAINT V 7.34A (Bruker, 2006)' _computing_structure_solution 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_structure_refinement 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_molecular_graphics 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_publication_material 'SHELXTL V 6.12 (Sheldrick, 2000)' _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^)+(0.0357P)^2^+1.2027P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3805 _refine_ls_number_parameters 246 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0463 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0811 _refine_ls_wR_factor_gt 0.0757 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.001 _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 W1 W 0.85906(2) 0.744009(17) 0.172461(13) 0.05633(11) Uani 1 1 d . . . S1 S 1.23213(17) 0.95964(16) 0.32365(12) 0.0966(6) Uani 1 1 d . . . O1 O 0.9293(5) 0.7039(6) 0.0143(4) 0.132(2) Uani 1 1 d . . . O2 O 0.5858(4) 0.6150(4) 0.1058(3) 0.1087(17) Uani 1 1 d . . . O3 O 0.6808(6) 0.9584(5) 0.1044(3) 0.124(2) Uani 1 1 d . . . O4 O 0.9666(6) 0.5034(4) 0.2382(4) 0.131(2) Uani 1 1 d . . . N1 N 1.0534(4) 0.8401(3) 0.2188(3) 0.0588(11) Uani 1 1 d . . . N2 N 0.7742(5) 0.7854(4) 0.3294(3) 0.0640(12) Uani 1 1 d . . . C1 C 0.9021(6) 0.7170(7) 0.0734(4) 0.084(2) Uani 1 1 d . . . C2 C 0.6885(6) 0.6636(5) 0.1320(4) 0.0745(17) Uani 1 1 d . . . C3 C 0.7513(6) 0.8838(6) 0.1294(4) 0.0749(17) Uani 1 1 d . . . C4 C 0.9357(6) 0.5918(6) 0.2151(4) 0.0784(18) Uani 1 1 d . . . C5 C 0.8666(5) 0.7919(4) 0.2917(3) 0.0548(13) Uani 1 1 d . . . C6 C 1.0044(5) 0.8353(5) 0.3407(3) 0.0645(14) Uani 1 1 d . . . H6 H 0.9909 0.8972 0.3741 0.077 Uiso 1 1 calc R . . C7 C 1.0823(8) 0.7364(5) 0.3915(5) 0.099(2) Uani 1 1 d . . . H7A H 1.1635 0.7651 0.4277 0.148 Uiso 1 1 calc R . . H7B H 1.1066 0.6807 0.3588 0.148 Uiso 1 1 calc R . . H7C H 1.0248 0.7024 0.4194 0.148 Uiso 1 1 calc R . . C8 C 1.1387(5) 0.8676(4) 0.1695(3) 0.0597(14) Uani 1 1 d . . . C9 C 1.2491(6) 0.8014(6) 0.1694(4) 0.0723(16) Uani 1 1 d . . . H9 H 1.2702 0.7385 0.2017 0.087 Uiso 1 1 calc R . . C10 C 1.3285(6) 0.8285(7) 0.1215(4) 0.088(2) Uani 1 1 d . . . H10 H 1.4035 0.7837 0.1220 0.105 Uiso 1 1 calc R . . C11 C 1.2996(8) 0.9189(8) 0.0738(4) 0.098(2) Uani 1 1 d . . . H11 H 1.3551 0.9365 0.0423 0.117 Uiso 1 1 calc R . . C12 C 1.1892(8) 0.9839(6) 0.0719(5) 0.104(2) Uani 1 1 d . . . H12 H 1.1683 1.0455 0.0384 0.125 Uiso 1 1 calc R . . C13 C 1.1064(6) 0.9590(5) 0.1202(4) 0.0857(19) Uani 1 1 d . . . H13 H 1.0306 1.0035 0.1189 0.103 Uiso 1 1 calc R . . C14 C 1.0873(5) 0.8758(4) 0.2896(3) 0.0602(14) Uani 1 1 d . . . C15 C 1.2301(7) 1.0044(6) 0.4192(4) 0.099(2) Uani 1 1 d . . . H15A H 1.3137 1.0433 0.4438 0.148 Uiso 1 1 calc R . . H15B H 1.2214 0.9394 0.4495 0.148 Uiso 1 1 calc R . . H15C H 1.1543 1.0544 0.4151 0.148 Uiso 1 1 calc R . . C16 C 0.7850(7) 0.8216(6) 0.4103(4) 0.089(2) Uani 1 1 d . . . H16A H 0.8492 0.7742 0.4474 0.107 Uiso 1 1 calc R . . H16B H 0.8149 0.8997 0.4185 0.107 Uiso 1 1 calc R . . C17 C 0.6472(9) 0.8087(10) 0.4184(5) 0.137(3) Uani 1 1 d . . . H17A H 0.6516 0.7786 0.4693 0.165 Uiso 1 1 calc R . . H17B H 0.6020 0.8816 0.4129 0.165 Uiso 1 1 calc R . . C18 C 0.5745(10) 0.7348(6) 0.3609(6) 0.118(3) Uani 1 1 d . . . H18A H 0.4796 0.7577 0.3433 0.142 Uiso 1 1 calc R . . H18B H 0.5785 0.6586 0.3815 0.142 Uiso 1 1 calc R . . C19 C 0.6372(6) 0.7375(4) 0.2939(4) 0.0709(16) Uani 1 1 d . . . H19A H 0.6433 0.6621 0.2738 0.085 Uiso 1 1 calc R . . H19B H 0.5848 0.7853 0.2522 0.085 Uiso 1 1 calc 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 W1 0.04397(14) 0.06304(17) 0.06253(17) -0.01461(11) 0.01585(10) -0.00438(10) S1 0.0666(10) 0.1058(14) 0.1145(15) -0.0515(11) 0.0203(10) -0.0236(10) O1 0.088(4) 0.218(6) 0.103(4) -0.081(4) 0.050(3) -0.042(4) O2 0.063(3) 0.119(4) 0.143(4) -0.051(3) 0.028(3) -0.031(3) O3 0.110(4) 0.118(4) 0.147(5) 0.056(4) 0.042(4) 0.038(3) O4 0.157(5) 0.069(3) 0.160(5) -0.003(3) 0.030(4) 0.020(3) N1 0.043(2) 0.055(3) 0.078(3) -0.015(2) 0.015(2) -0.0035(19) N2 0.074(3) 0.061(3) 0.058(3) -0.002(2) 0.020(2) -0.003(2) C1 0.057(4) 0.121(5) 0.076(5) -0.037(4) 0.025(3) -0.019(3) C2 0.052(3) 0.081(4) 0.092(4) -0.031(3) 0.023(3) -0.013(3) C3 0.060(4) 0.089(5) 0.080(4) 0.012(3) 0.026(3) 0.003(3) C4 0.069(4) 0.063(4) 0.106(5) -0.020(4) 0.029(4) 0.002(3) C5 0.057(3) 0.048(3) 0.060(3) -0.001(2) 0.018(3) 0.009(2) C6 0.060(3) 0.067(3) 0.060(3) -0.010(3) 0.006(3) 0.003(3) C7 0.086(5) 0.101(6) 0.092(5) 0.011(4) -0.002(4) 0.017(4) C8 0.050(3) 0.058(3) 0.070(4) -0.016(3) 0.014(3) -0.006(2) C9 0.057(4) 0.088(4) 0.068(4) -0.015(3) 0.011(3) 0.011(3) C10 0.060(4) 0.124(6) 0.080(5) -0.025(4) 0.019(4) 0.005(4) C11 0.069(5) 0.135(7) 0.093(6) -0.023(5) 0.030(4) -0.036(5) C12 0.099(6) 0.088(5) 0.127(7) 0.015(4) 0.035(5) -0.026(5) C13 0.073(4) 0.064(4) 0.126(6) 0.004(4) 0.037(4) -0.003(3) C14 0.050(3) 0.047(3) 0.075(4) -0.014(3) 0.004(3) 0.004(2) C15 0.080(5) 0.095(5) 0.105(5) -0.047(4) 0.001(4) 0.004(4) C16 0.107(5) 0.101(5) 0.067(4) -0.007(4) 0.041(4) -0.013(4) C17 0.116(7) 0.231(11) 0.076(6) -0.018(6) 0.047(5) 0.000(8) C18 0.135(8) 0.106(6) 0.149(9) -0.040(5) 0.099(7) -0.051(5) C19 0.068(4) 0.068(4) 0.081(4) -0.007(3) 0.027(3) -0.010(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 W1 C2 1.937(6) . ? W1 C1 1.975(7) . ? W1 C3 2.015(7) . ? W1 C4 2.024(7) . ? W1 C5 2.194(5) . ? W1 N1 2.233(4) . ? S1 C14 1.742(5) . ? S1 C15 1.800(7) . ? O1 C1 1.180(7) . ? O2 C2 1.172(6) . ? O3 C3 1.147(7) . ? O4 C4 1.135(7) . ? N1 C14 1.290(6) . ? N1 C8 1.443(6) . ? N2 C5 1.309(7) . ? N2 C19 1.477(8) . ? N2 C16 1.488(7) . ? C5 C6 1.524(7) . ? C6 C14 1.492(7) . ? C6 C7 1.556(8) . ? C8 C9 1.372(7) . ? C8 C13 1.377(8) . ? C9 C10 1.375(9) . ? C10 C11 1.348(10) . ? C11 C12 1.357(10) . ? C12 C13 1.402(9) . ? C16 C17 1.462(10) . ? C17 C18 1.396(11) . ? C18 C19 1.514(10) . ? 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 W1 C1 89.2(2) . . ? C2 W1 C3 85.5(3) . . ? C1 W1 C3 91.3(3) . . ? C2 W1 C4 85.2(3) . . ? C1 W1 C4 92.1(3) . . ? C3 W1 C4 170.1(2) . . ? C2 W1 C5 105.9(2) . . ? C1 W1 C5 164.8(2) . . ? C3 W1 C5 91.6(2) . . ? C4 W1 C5 87.5(2) . . ? C2 W1 N1 178.8(2) . . ? C1 W1 N1 91.1(2) . . ? C3 W1 N1 93.3(2) . . ? C4 W1 N1 95.9(2) . . ? C5 W1 N1 73.84(18) . . ? C14 S1 C15 105.4(3) . . ? C14 N1 C8 119.3(4) . . ? C14 N1 W1 119.8(4) . . ? C8 N1 W1 120.8(3) . . ? C5 N2 C19 122.1(5) . . ? C5 N2 C16 128.4(5) . . ? C19 N2 C16 109.4(5) . . ? O1 C1 W1 178.1(7) . . ? O2 C2 W1 178.4(6) . . ? O3 C3 W1 174.6(6) . . ? O4 C4 W1 173.7(6) . . ? N2 C5 C6 113.8(5) . . ? N2 C5 W1 131.1(4) . . ? C6 C5 W1 115.1(4) . . ? C14 C6 C5 110.1(4) . . ? C14 C6 C7 108.5(5) . . ? C5 C6 C7 108.8(5) . . ? C9 C8 C13 119.7(6) . . ? C9 C8 N1 120.6(5) . . ? C13 C8 N1 119.7(5) . . ? C8 C9 C10 119.7(6) . . ? C11 C10 C9 121.3(7) . . ? C10 C11 C12 119.7(7) . . ? C11 C12 C13 120.5(7) . . ? C8 C13 C12 119.0(6) . . ? N1 C14 C6 117.4(5) . . ? N1 C14 S1 119.9(4) . . ? C6 C14 S1 122.6(4) . . ? C17 C16 N2 104.9(6) . . ? C18 C17 C16 108.5(7) . . ? C17 C18 C19 108.6(6) . . ? N2 C19 C18 103.1(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.38 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.663 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.102 data_Complex_6b _database_code_depnum_ccdc_archive 'CCDC 873001' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H28 N2 O4 S W' _chemical_formula_sum 'C31 H28 N2 O4 S W' _chemical_formula_weight 708.46 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' W W -0.8490 6.8722 '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 10.8734(13) _cell_length_b 13.4239(16) _cell_length_c 20.206(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.224(2) _cell_angle_gamma 90.00 _cell_volume 2902.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6559 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 24.39 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_min 0.086 _exptl_crystal_size_mid 0.108 _exptl_crystal_size_max 0.184 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.621 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 4.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5028 _exptl_absorpt_correction_T_max 0.7048 _exptl_absorpt_process_details '(Sheldrick, 2007)' _exptl_special_details ; ? ; _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 'Bruker Smart Apex CCD diffractometer' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 0.661 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 23178 _diffrn_reflns_av_R_equivalents 0.0652 _diffrn_reflns_av_sigmaI/netI 0.0532 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.38 _reflns_number_total 5321 _reflns_number_gt 4149 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V 5.625 (Bruker, 1999)' _computing_cell_refinement 'SMART V 5.625 (Bruker, 1999)' _computing_data_reduction 'SAINT V 7.34A (Bruker, 2006)' _computing_structure_solution 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_structure_refinement 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_molecular_graphics 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_publication_material 'SHELXTL V 6.12 (Sheldrick, 2000)' _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^)+(0.0246P)^2^+2.8072P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5321 _refine_ls_number_parameters 417 _refine_ls_number_restraints 192 _refine_ls_R_factor_all 0.0606 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0709 _refine_ls_goodness_of_fit_ref 1.037 _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 W1 W 0.10041(2) 0.014762(16) 0.788661(12) 0.04184(9) Uani 1 1 d . . . S1 S -0.14438(16) 0.23791(14) 0.89551(10) 0.0692(5) Uani 1 1 d . . . O1 O -0.0789(5) -0.1283(4) 0.6933(3) 0.0986(19) Uani 1 1 d . . . O2 O 0.3305(4) -0.0852(3) 0.7431(2) 0.0680(13) Uani 1 1 d . . . O3 O 0.1229(7) -0.1569(4) 0.8969(3) 0.110(2) Uani 1 1 d . . . O4 O 0.0977(6) 0.1632(5) 0.6673(3) 0.110(2) Uani 1 1 d . . . N1 N 0.2965(4) 0.1730(3) 0.8657(2) 0.0426(11) Uani 1 1 d . A . N2 N -0.0535(4) 0.1028(3) 0.8216(2) 0.0432(12) Uani 1 1 d . . . C1 C -0.0127(6) -0.0751(5) 0.7288(3) 0.0571(17) Uani 1 1 d . . . C2 C 0.2441(6) -0.0487(5) 0.7607(3) 0.0526(16) Uani 1 1 d . . . C3 C 0.1126(7) -0.0920(5) 0.8584(4) 0.0628(19) Uani 1 1 d . . . C4 C 0.0970(7) 0.1118(5) 0.7123(4) 0.0621(19) Uani 1 1 d . . . C5 C 0.1887(5) 0.1278(4) 0.8607(3) 0.0414(14) Uani 1 1 d . . . C6 C 0.1045(5) 0.1672(4) 0.9080(3) 0.0430(14) Uani 1 1 d . . . H6 H 0.1283 0.2357 0.9212 0.052 Uiso 1 1 calc R . . C7 C -0.0275(5) 0.1654(4) 0.8700(3) 0.0464(15) Uani 1 1 d . . . C8 C 0.3872(5) 0.1499(5) 0.8205(3) 0.0571(17) Uani 1 1 d D . . H8A H 0.3442 0.1415 0.7745 0.068 Uiso 0.50(4) 1 calc PR A 1 H8B H 0.4331 0.0894 0.8347 0.068 Uiso 0.50(4) 1 calc PR A 1 H8C H 0.4055 0.0800 0.8210 0.068 Uiso 0.50(4) 1 d PR A 2 H8D H 0.3552 0.1704 0.7752 0.068 Uiso 0.50(4) 1 d PR A 2 C9 C 0.475(3) 0.2387(19) 0.8260(16) 0.072(7) Uani 0.50(4) 1 d PDU A 1 H9A H 0.4395 0.2936 0.7976 0.086 Uiso 0.50(4) 1 calc PR A 1 H9B H 0.5558 0.2211 0.8155 0.086 Uiso 0.50(4) 1 calc PR A 1 C10 C 0.4828(16) 0.263(3) 0.9044(19) 0.077(8) Uani 0.50(4) 1 d PDU A 1 H10A H 0.5313 0.2135 0.9327 0.092 Uiso 0.50(4) 1 calc PR A 1 H10B H 0.5176 0.3287 0.9159 0.092 Uiso 0.50(4) 1 calc PR A 1 C9B C 0.503(2) 0.208(2) 0.8524(19) 0.080(8) Uani 0.50(4) 1 d PDU A 2 H9C H 0.5556 0.1675 0.8862 0.096 Uiso 0.50(4) 1 calc PR A 2 H9D H 0.5520 0.2270 0.8186 0.096 Uiso 0.50(4) 1 calc PR A 2 C10B C 0.460(2) 0.294(3) 0.883(2) 0.081(8) Uani 0.50(4) 1 d PDU A 2 H10C H 0.4372 0.3467 0.8497 0.097 Uiso 0.50(4) 1 calc PR A 2 H10D H 0.5227 0.3193 0.9189 0.097 Uiso 0.50(4) 1 calc PR A 2 C11 C 0.3454(5) 0.2582(5) 0.9095(3) 0.0590(18) Uani 1 1 d D . . H11A H 0.3349 0.2466 0.9555 0.071 Uiso 0.50(4) 1 calc PR A 1 H11B H 0.3030 0.3195 0.8936 0.071 Uiso 0.50(4) 1 calc PR A 1 H11C H 0.2845 0.3106 0.9058 0.071 Uiso 0.50(4) 1 d PR A 2 H11D H 0.3664 0.2374 0.9556 0.071 Uiso 0.50(4) 1 d PR A 2 C12 C 0.1077(6) 0.1015(5) 0.9722(3) 0.0516(16) Uani 1 1 d . . . H12A H 0.0395 0.1216 0.9943 0.062 Uiso 1 1 calc R . . H12B H 0.0936 0.0327 0.9584 0.062 Uiso 1 1 calc R . . C13 C 0.2279(6) 0.1079(5) 1.0220(3) 0.0520(16) Uani 1 1 d . . . C14 C 0.3218(7) 0.0403(6) 1.0219(4) 0.081(2) Uani 1 1 d . . . H14 H 0.3104 -0.0125 0.9916 0.097 Uiso 1 1 calc R . . C15 C 0.4342(8) 0.0496(8) 1.0666(5) 0.102(3) Uani 1 1 d . . . H15 H 0.4982 0.0038 1.0661 0.123 Uiso 1 1 calc R . . C16 C 0.4493(9) 0.1268(8) 1.1113(5) 0.103(3) Uani 1 1 d . . . H16 H 0.5244 0.1337 1.1412 0.123 Uiso 1 1 calc R . . C17 C 0.3573(9) 0.1927(7) 1.1127(4) 0.095(3) Uani 1 1 d . . . H17 H 0.3693 0.2451 1.1432 0.114 Uiso 1 1 calc R . . C18 C 0.2437(8) 0.1834(5) 1.0686(3) 0.075(2) Uani 1 1 d . . . H18 H 0.1790 0.2280 1.0707 0.090 Uiso 1 1 calc R . . C19 C -0.0610(7) 0.3262(6) 0.9564(4) 0.086(3) Uani 1 1 d . B . H19A H -0.0239 0.2920 0.9974 0.104 Uiso 1 1 calc R . . H19B H 0.0047 0.3593 0.9381 0.104 Uiso 1 1 calc R . . C20 C -0.1566(6) 0.4000(4) 0.9703(3) 0.0539(16) Uani 1 1 d D . . C21 C -0.2120(11) 0.4007(8) 1.0261(5) 0.087(3) Uani 0.728(13) 1 d PDU B 1 H21 H -0.1892 0.3530 1.0594 0.104 Uiso 0.728(13) 1 calc PR B 1 C22 C -0.3023(13) 0.4719(9) 1.0339(6) 0.084(3) Uani 0.728(13) 1 d PDU B 1 H22 H -0.3385 0.4738 1.0722 0.101 Uiso 0.728(13) 1 calc PR B 1 C23 C -0.3345(11) 0.5377(8) 0.9833(6) 0.075(3) Uani 0.728(13) 1 d PDU B 1 H23 H -0.3969 0.5841 0.9858 0.090 Uiso 0.728(13) 1 calc PR B 1 C24 C -0.2780(11) 0.5372(8) 0.9293(6) 0.074(2) Uani 0.728(13) 1 d PDU B 1 H24 H -0.3010 0.5847 0.8959 0.089 Uiso 0.728(13) 1 calc PR B 1 C25 C -0.1878(12) 0.4692(8) 0.9219(5) 0.074(3) Uani 0.728(13) 1 d PDU B 1 H25 H -0.1490 0.4707 0.8844 0.089 Uiso 0.728(13) 1 calc PR B 1 C21B C -0.153(3) 0.4010(18) 1.0373(8) 0.085(4) Uani 0.272(13) 1 d PDU B 2 H21B H -0.0959 0.3623 1.0660 0.102 Uiso 0.272(13) 1 calc PR B 2 C22B C -0.237(3) 0.461(2) 1.0616(13) 0.085(3) Uani 0.272(13) 1 d PDU B 2 H22B H -0.2328 0.4670 1.1079 0.102 Uiso 0.272(13) 1 calc PR B 2 C23B C -0.326(3) 0.513(2) 1.0201(15) 0.080(3) Uani 0.272(13) 1 d PDU B 2 H23B H -0.3911 0.5422 1.0375 0.096 Uiso 0.272(13) 1 calc PR B 2 C24B C -0.323(3) 0.523(2) 0.9547(15) 0.077(3) Uani 0.272(13) 1 d PDU B 2 H24B H -0.3741 0.5677 0.9273 0.092 Uiso 0.272(13) 1 calc PR B 2 C25B C -0.238(3) 0.462(2) 0.9301(12) 0.074(4) Uani 0.272(13) 1 d PDU B 2 H25B H -0.2354 0.4638 0.8843 0.089 Uiso 0.272(13) 1 calc PR B 2 C26 C -0.1776(5) 0.0980(4) 0.7830(3) 0.0442(14) Uani 1 1 d . . . C27 C -0.2562(6) 0.0224(5) 0.7923(3) 0.0608(17) Uani 1 1 d . . . H27 H -0.2321 -0.0244 0.8261 0.073 Uiso 1 1 calc R . . C28 C -0.3723(6) 0.0156(6) 0.7513(4) 0.076(2) Uani 1 1 d . . . H28 H -0.4258 -0.0363 0.7576 0.092 Uiso 1 1 calc R . . C29 C -0.4087(7) 0.0828(8) 0.7024(4) 0.088(3) Uani 1 1 d . . . H29 H -0.4865 0.0768 0.6748 0.105 Uiso 1 1 calc R . . C30 C -0.3315(8) 0.1601(7) 0.6932(4) 0.089(3) Uani 1 1 d . . . H30 H -0.3573 0.2074 0.6600 0.107 Uiso 1 1 calc R . . C31 C -0.2148(6) 0.1676(5) 0.7335(3) 0.0655(19) Uani 1 1 d . . . H31 H -0.1616 0.2197 0.7272 0.079 Uiso 1 1 calc 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 W1 0.03863(14) 0.04215(14) 0.04437(14) -0.00645(12) 0.00635(10) 0.00109(12) S1 0.0410(10) 0.0822(13) 0.0848(14) -0.0355(11) 0.0119(9) 0.0049(9) O1 0.075(4) 0.101(4) 0.110(5) -0.054(4) -0.012(3) -0.015(3) O2 0.050(3) 0.077(3) 0.080(3) -0.020(3) 0.019(3) 0.012(2) O3 0.187(7) 0.059(3) 0.086(4) 0.019(3) 0.030(4) 0.010(4) O4 0.130(5) 0.123(5) 0.084(4) 0.039(4) 0.037(4) 0.022(4) N1 0.034(3) 0.048(3) 0.045(3) -0.007(2) 0.007(2) -0.002(2) N2 0.033(3) 0.046(3) 0.050(3) -0.005(2) 0.006(2) -0.001(2) C1 0.046(4) 0.061(4) 0.064(5) -0.014(3) 0.010(3) 0.003(3) C2 0.054(4) 0.049(4) 0.052(4) -0.012(3) 0.000(3) -0.004(3) C3 0.072(5) 0.050(4) 0.064(5) -0.008(4) 0.008(4) -0.008(4) C4 0.061(5) 0.077(5) 0.053(4) -0.001(4) 0.020(4) 0.002(4) C5 0.030(3) 0.050(4) 0.044(3) 0.009(3) 0.006(3) 0.007(3) C6 0.034(3) 0.047(4) 0.049(4) -0.007(3) 0.011(3) 0.002(3) C7 0.043(4) 0.047(4) 0.051(4) -0.007(3) 0.012(3) -0.001(3) C8 0.043(4) 0.063(4) 0.068(5) -0.009(3) 0.016(3) -0.004(3) C9 0.076(13) 0.071(14) 0.081(16) -0.008(10) 0.047(11) -0.030(12) C10 0.058(10) 0.082(19) 0.092(18) -0.039(13) 0.017(11) -0.027(10) C9B 0.052(11) 0.073(15) 0.12(2) -0.024(12) 0.023(11) -0.020(10) C10B 0.067(12) 0.074(16) 0.11(2) -0.020(12) 0.026(12) -0.018(10) C11 0.045(4) 0.061(4) 0.070(5) -0.019(3) 0.008(3) -0.013(3) C12 0.048(4) 0.060(4) 0.049(4) -0.010(3) 0.014(3) -0.003(3) C13 0.055(4) 0.057(4) 0.042(4) 0.003(3) 0.002(3) -0.006(3) C14 0.075(5) 0.096(6) 0.066(5) 0.002(4) -0.001(4) 0.019(5) C15 0.073(6) 0.135(9) 0.092(7) 0.018(6) -0.003(5) 0.027(6) C16 0.081(7) 0.125(9) 0.087(7) 0.031(6) -0.026(6) -0.019(6) C17 0.120(8) 0.086(6) 0.064(5) -0.005(5) -0.028(6) -0.023(6) C18 0.090(6) 0.072(5) 0.058(5) -0.007(4) -0.003(4) -0.001(4) C19 0.060(5) 0.095(6) 0.100(6) -0.056(5) 0.004(5) 0.014(4) C20 0.054(4) 0.056(4) 0.054(4) -0.011(3) 0.013(3) 0.005(3) C21 0.110(7) 0.085(5) 0.069(5) 0.016(4) 0.025(5) 0.038(5) C22 0.101(6) 0.089(5) 0.069(5) 0.008(4) 0.033(5) 0.033(5) C23 0.085(5) 0.081(5) 0.061(6) 0.000(4) 0.019(4) 0.027(4) C24 0.083(6) 0.076(5) 0.065(5) 0.004(4) 0.019(4) 0.018(4) C25 0.079(7) 0.082(6) 0.066(5) -0.002(5) 0.024(5) 0.014(5) C21B 0.108(9) 0.083(8) 0.067(8) 0.010(7) 0.019(8) 0.036(7) C22B 0.104(8) 0.087(7) 0.067(6) 0.006(6) 0.024(6) 0.030(6) C23B 0.093(6) 0.085(6) 0.067(6) 0.003(6) 0.027(6) 0.028(6) C24B 0.087(7) 0.082(6) 0.065(6) 0.002(6) 0.022(6) 0.022(6) C25B 0.082(8) 0.080(7) 0.064(6) 0.002(6) 0.024(6) 0.016(7) C26 0.036(3) 0.047(4) 0.049(4) -0.008(3) 0.007(3) 0.005(3) C27 0.052(4) 0.067(4) 0.064(4) -0.004(4) 0.012(3) -0.005(4) C28 0.040(4) 0.098(6) 0.091(6) -0.024(5) 0.013(4) -0.015(4) C29 0.045(5) 0.137(8) 0.073(6) -0.040(6) -0.009(4) 0.015(5) C30 0.072(6) 0.111(7) 0.074(6) 0.009(5) -0.015(5) 0.028(5) C31 0.054(5) 0.065(5) 0.072(5) -0.001(4) -0.001(4) 0.006(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 W1 C2 1.948(7) . ? W1 C1 1.976(7) . ? W1 C3 1.997(7) . ? W1 C4 2.015(7) . ? W1 C5 2.202(6) . ? W1 N2 2.245(4) . ? S1 C7 1.750(6) . ? S1 C19 1.829(7) . ? O1 C1 1.165(7) . ? O2 C2 1.170(7) . ? O3 C3 1.160(8) . ? O4 C4 1.142(7) . ? N1 C5 1.307(7) . ? N1 C11 1.485(7) . ? N1 C8 1.492(7) . ? N2 C7 1.281(7) . ? N2 C26 1.435(7) . ? C5 C6 1.530(7) . ? C6 C7 1.503(8) . ? C6 C12 1.564(8) . ? C8 C9 1.518(13) . ? C8 C9B 1.526(13) . ? C9 C10 1.61(6) . ? C10 C11 1.517(13) . ? C9B C10B 1.43(6) . ? C10B C11 1.519(13) . ? C12 C13 1.504(8) . ? C13 C14 1.366(9) . ? C13 C18 1.373(9) . ? C14 C15 1.390(11) . ? C15 C16 1.365(12) . ? C16 C17 1.339(12) . ? C17 C18 1.395(10) . ? C19 C20 1.499(8) . ? C20 C21B 1.347(15) . ? C20 C25 1.348(10) . ? C20 C25B 1.370(15) . ? C20 C21 1.370(10) . ? C21 C22 1.399(12) . ? C22 C23 1.349(12) . ? C23 C24 1.343(11) . ? C24 C25 1.367(11) . ? C21B C22B 1.378(16) . ? C22B C23B 1.352(16) . ? C23B C24B 1.336(16) . ? C24B C25B 1.392(17) . ? C26 C27 1.362(8) . ? C26 C31 1.375(8) . ? C27 C28 1.385(9) . ? C28 C29 1.345(11) . ? C29 C30 1.368(11) . ? C30 C31 1.385(9) . ? 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 W1 C1 90.0(2) . . ? C2 W1 C3 86.3(3) . . ? C1 W1 C3 87.1(3) . . ? C2 W1 C4 88.1(3) . . ? C1 W1 C4 90.1(3) . . ? C3 W1 C4 173.7(3) . . ? C2 W1 C5 102.4(2) . . ? C1 W1 C5 167.6(2) . . ? C3 W1 C5 93.5(2) . . ? C4 W1 C5 90.4(2) . . ? C2 W1 N2 174.0(2) . . ? C1 W1 N2 95.0(2) . . ? C3 W1 N2 97.3(2) . . ? C4 W1 N2 88.5(2) . . ? C5 W1 N2 72.65(18) . . ? C7 S1 C19 105.1(3) . . ? C5 N1 C11 128.7(5) . . ? C5 N1 C8 122.5(5) . . ? C11 N1 C8 108.6(4) . . ? C7 N2 C26 120.2(5) . . ? C7 N2 W1 119.7(4) . . ? C26 N2 W1 119.6(3) . . ? O1 C1 W1 179.6(6) . . ? O2 C2 W1 178.6(6) . . ? O3 C3 W1 176.5(6) . . ? O4 C4 W1 176.5(7) . . ? N1 C5 C6 114.7(5) . . ? N1 C5 W1 130.6(4) . . ? C6 C5 W1 114.3(4) . . ? C7 C6 C5 107.4(5) . . ? C7 C6 C12 107.0(5) . . ? C5 C6 C12 113.3(5) . . ? N2 C7 C6 117.5(5) . . ? N2 C7 S1 121.1(5) . . ? C6 C7 S1 121.2(4) . . ? N1 C8 C9 105.5(12) . . ? N1 C8 C9B 102.9(14) . . ? C8 C9 C10 98.9(18) . . ? C11 C10 C9 100(2) . . ? C10B C9B C8 106.2(19) . . ? C9B C10B C11 104(2) . . ? N1 C11 C10 104.3(14) . . ? N1 C11 C10B 105.2(16) . . ? C13 C12 C6 114.3(5) . . ? C14 C13 C18 119.3(7) . . ? C14 C13 C12 121.5(6) . . ? C18 C13 C12 119.2(6) . . ? C13 C14 C15 120.7(8) . . ? C16 C15 C14 119.1(9) . . ? C17 C16 C15 120.8(9) . . ? C16 C17 C18 120.5(8) . . ? C13 C18 C17 119.5(8) . . ? C20 C19 S1 106.1(5) . . ? C21B C20 C25B 119.4(15) . . ? C25 C20 C21 120.2(8) . . ? C21B C20 C19 107.2(12) . . ? C25 C20 C19 114.5(7) . . ? C25B C20 C19 133.3(12) . . ? C21 C20 C19 125.4(8) . . ? C20 C21 C22 121.1(9) . . ? C23 C22 C21 117.1(10) . . ? C24 C23 C22 121.2(10) . . ? C23 C24 C25 122.2(10) . . ? C20 C25 C24 118.2(9) . . ? C20 C21B C22B 117.5(18) . . ? C23B C22B C21B 122(2) . . ? C24B C23B C22B 122(2) . . ? C23B C24B C25B 116(2) . . ? C20 C25B C24B 123.0(18) . . ? C27 C26 C31 119.8(6) . . ? C27 C26 N2 120.7(6) . . ? C31 C26 N2 119.5(6) . . ? C26 C27 C28 119.6(7) . . ? C29 C28 C27 120.9(8) . . ? C28 C29 C30 120.1(7) . . ? C29 C30 C31 119.8(8) . . ? C26 C31 C30 119.9(7) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.38 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.966 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.104