# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Wang, Zhiyong' _publ_contact_author_email zwang3@ustc.edu.cn _publ_section_title ; Four new metal-organic frameworks constructed from H2DBTDC-O2 (H2DBTDC-O2 = Dibenzothiophene-5,5\^a-dioxide-3,7-dicarboxylic acid) ligand with guest-responsive photoluminescence ; loop_ _publ_author_name 'Zhiyong Wang' 'Shunshun Xiong' 'Sujing Wang' 'Xinjun Tang' # Attachment '- compound 1.cif' data_x0433-3 _database_code_depnum_ccdc_archive 'CCDC 779027' #TrackingRef '- compound 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H16 Cd N2 O6 S' _chemical_formula_weight 572.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd 0.1185 4.6533 '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 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 18.5317(8) _cell_length_b 16.6605(6) _cell_length_c 22.9353(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.289(3) _cell_angle_gamma 90.00 _cell_volume 7061.4(5) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rhombus _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.078 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2288 _exptl_absorpt_coefficient_mu 5.756 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2450 _exptl_absorpt_correction_T_max 0.2771 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\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 15212 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0484 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 62.63 _reflns_number_total 5547 _reflns_number_gt 3756 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0645P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5547 _refine_ls_number_parameters 307 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1175 _refine_ls_wR_factor_gt 0.1147 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.011 _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 Cd1 Cd 0.06417(2) 0.93104(2) 0.050223(13) 0.05547(14) Uani 1 1 d . . . S1 S 0.26393(7) 0.66723(7) 0.29067(5) 0.0589(3) Uani 1 1 d U . . O6 O 0.4508(2) 0.5667(2) 0.47361(14) 0.0632(9) Uani 1 1 d . . . O5 O 0.5003(2) 0.6781(2) 0.50824(16) 0.0754(11) Uani 1 1 d . . . O1 O 0.16234(19) 0.9594(2) 0.12289(14) 0.0633(9) Uani 1 1 d . . . O2 O 0.1290(2) 0.8330(2) 0.10907(15) 0.0702(10) Uani 1 1 d . . . O3 O 0.2947(2) 0.6108(2) 0.25204(15) 0.0776(11) Uani 1 1 d . . . O4 O 0.1982(2) 0.6453(3) 0.31498(16) 0.0817(11) Uani 1 1 d U . . N1 N -0.0137(2) 0.9486(3) 0.12276(18) 0.0674(12) Uani 1 1 d . . . C5 C 0.3011(3) 0.8182(3) 0.28871(19) 0.0523(11) Uani 1 1 d . . . C9 C 0.3294(3) 0.7004(3) 0.34543(18) 0.0508(11) Uani 1 1 d . . . C11 C 0.4153(3) 0.6904(3) 0.42801(19) 0.0531(12) Uani 1 1 d . . . C3 C 0.2136(3) 0.7828(3) 0.20823(18) 0.0512(11) Uani 1 1 d . . . H3 H 0.1844 0.7446 0.1886 0.061 Uiso 1 1 calc R . . C4 C 0.2567(3) 0.7632(3) 0.25759(18) 0.0510(11) Uani 1 1 d . . . C10 C 0.3642(3) 0.6539(3) 0.38857(18) 0.0521(12) Uani 1 1 d . . . H10 H 0.3540 0.5994 0.3914 0.062 Uiso 1 1 calc R . . N2 N 0.1416(3) 0.9221(4) -0.0222(2) 0.0872(12) Uani 1 1 d U . . C2 C 0.2154(3) 0.8618(3) 0.18859(19) 0.0545(12) Uani 1 1 d . . . C8 C 0.3429(3) 0.7818(3) 0.33910(18) 0.0513(11) Uani 1 1 d . . . C1 C 0.1660(3) 0.8874(3) 0.1362(2) 0.0580(13) Uani 1 1 d . . . C12 C 0.4274(3) 0.7722(3) 0.4224(2) 0.0584(13) Uani 1 1 d . . . H12 H 0.4607 0.7971 0.4489 0.070 Uiso 1 1 calc R . . C13 C 0.3924(3) 0.8176(3) 0.3796(2) 0.0606(13) Uani 1 1 d . . . H13 H 0.4017 0.8724 0.3776 0.073 Uiso 1 1 calc R . . C7 C 0.2595(3) 0.9174(3) 0.2188(2) 0.0571(13) Uani 1 1 d . . . H7 H 0.2603 0.9700 0.2053 0.068 Uiso 1 1 calc R . . C6 C 0.3027(3) 0.8967(3) 0.2687(2) 0.0610(13) Uani 1 1 d . . . H6 H 0.3320 0.9348 0.2883 0.073 Uiso 1 1 calc R . . C23 C -0.0498(4) 0.8866(5) 0.1420(3) 0.098(2) Uani 1 1 d . . . H23 H -0.0453 0.8371 0.1240 0.118 Uiso 1 1 calc R . . C20 C -0.0660(5) 1.0295(5) 0.1942(3) 0.108(3) Uani 1 1 d . . . H20 H -0.0719 1.0798 0.2108 0.130 Uiso 1 1 calc R . . C19 C -0.0227(4) 1.0191(4) 0.1486(3) 0.0841(18) Uani 1 1 d . . . H19 H 0.0016 1.0635 0.1351 0.101 Uiso 1 1 calc R . . C22 C -0.0947(5) 0.8925(5) 0.1887(4) 0.112(3) Uani 1 1 d . . . H22 H -0.1200 0.8484 0.2014 0.134 Uiso 1 1 calc R . . C21 C -0.0994(5) 0.9649(6) 0.2139(4) 0.122(3) Uani 1 1 d . . . H21 H -0.1267 0.9702 0.2461 0.146 Uiso 1 1 calc R . . C18 C 0.1724(4) 0.9836(5) -0.0452(3) 0.097(2) Uani 1 1 d . . . H18 H 0.1606 1.0349 -0.0331 0.116 Uiso 1 1 calc R . . C17 C 0.2224(5) 0.9755(6) -0.0872(4) 0.121(3) Uani 1 1 d . . . H17 H 0.2430 1.0210 -0.1026 0.145 Uiso 1 1 calc R . . C16 C 0.2409(6) 0.9035(7) -0.1054(4) 0.146(4) Uani 1 1 d D . . H16 H 0.2740 0.8976 -0.1336 0.175 Uiso 1 1 calc R . . C15 C 0.2102(5) 0.8390(6) -0.0819(4) 0.138(2) Uani 1 1 d DU . . H15 H 0.2240 0.7878 -0.0929 0.166 Uiso 1 1 calc R . . C14 C 0.1570(5) 0.8477(6) -0.0408(4) 0.131(2) Uani 1 1 d DU . . H14 H 0.1335 0.8030 -0.0269 0.157 Uiso 1 1 calc R . . C24 C 0.4577(3) 0.6420(3) 0.47300(19) 0.0553(12) 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 Cd1 0.0676(2) 0.0510(2) 0.04450(19) 0.00329(16) -0.01771(14) -0.00191(19) S1 0.0751(8) 0.0472(7) 0.0509(6) 0.0023(5) -0.0189(6) -0.0027(6) O6 0.087(2) 0.048(2) 0.0506(17) -0.0009(16) -0.0195(16) 0.0077(19) O5 0.094(3) 0.057(2) 0.069(2) 0.0024(18) -0.041(2) 0.000(2) O1 0.074(2) 0.053(2) 0.0586(19) 0.0070(16) -0.0251(17) 0.0039(18) O2 0.091(3) 0.052(2) 0.062(2) 0.0022(17) -0.0348(19) 0.001(2) O3 0.121(3) 0.048(2) 0.058(2) -0.0100(17) -0.028(2) 0.014(2) O4 0.080(2) 0.091(3) 0.071(2) 0.021(2) -0.0193(16) -0.022(2) N1 0.070(3) 0.078(3) 0.054(2) 0.013(2) -0.004(2) -0.006(2) C5 0.060(3) 0.046(3) 0.049(2) 0.003(2) -0.007(2) 0.004(2) C9 0.061(3) 0.043(3) 0.047(2) -0.005(2) -0.008(2) 0.004(2) C11 0.056(3) 0.052(3) 0.050(3) 0.000(2) -0.001(2) 0.010(2) C3 0.058(3) 0.046(3) 0.047(2) -0.005(2) -0.008(2) 0.004(2) C4 0.061(3) 0.046(3) 0.045(2) 0.001(2) -0.006(2) 0.006(2) C10 0.059(3) 0.048(3) 0.047(2) -0.005(2) -0.013(2) 0.004(2) N2 0.097(3) 0.108(3) 0.053(2) 0.017(2) -0.015(2) -0.024(3) C2 0.063(3) 0.052(3) 0.046(2) -0.001(2) -0.012(2) 0.010(2) C8 0.054(3) 0.053(3) 0.045(2) -0.004(2) -0.008(2) 0.009(2) C1 0.066(3) 0.061(4) 0.044(3) 0.002(2) -0.012(2) 0.008(3) C12 0.066(3) 0.054(3) 0.052(3) 0.000(2) -0.021(2) 0.001(3) C13 0.072(3) 0.042(3) 0.064(3) -0.001(2) -0.013(3) 0.000(3) C7 0.070(3) 0.040(3) 0.058(3) 0.003(2) -0.014(2) 0.007(2) C6 0.069(3) 0.052(3) 0.058(3) -0.004(2) -0.025(2) 0.002(3) C23 0.121(6) 0.080(5) 0.095(5) 0.010(4) 0.021(4) -0.009(4) C20 0.138(7) 0.091(5) 0.101(5) 0.002(4) 0.044(5) -0.007(5) C19 0.100(5) 0.082(5) 0.072(4) 0.000(3) 0.017(3) -0.006(4) C22 0.129(7) 0.094(6) 0.117(6) 0.022(5) 0.039(5) -0.012(5) C21 0.121(7) 0.134(8) 0.117(6) 0.016(6) 0.049(5) 0.010(6) C18 0.084(5) 0.127(7) 0.081(4) 0.006(4) 0.013(4) 0.012(4) C17 0.109(6) 0.142(8) 0.113(6) 0.013(6) 0.010(5) -0.011(6) C16 0.196(11) 0.154(9) 0.093(6) -0.031(6) 0.044(6) -0.006(8) C15 0.138(2) 0.139(2) 0.138(2) -0.0034(10) 0.0153(10) 0.0022(10) C14 0.132(2) 0.129(2) 0.131(2) -0.0022(10) 0.0104(10) 0.0004(10) C24 0.066(3) 0.055(3) 0.042(2) -0.001(2) -0.016(2) 0.009(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 Cd1 N2 2.279(5) . ? Cd1 N1 2.301(4) . ? Cd1 O6 2.337(3) 4 ? Cd1 O5 2.338(3) 8_465 ? Cd1 O2 2.386(3) . ? Cd1 O1 2.420(3) . ? Cd1 O6 2.636(3) 8_465 ? Cd1 C1 2.724(5) . ? S1 O4 1.425(4) . ? S1 O3 1.439(4) . ? S1 C9 1.768(4) . ? S1 C4 1.771(5) . ? O6 C24 1.262(6) . ? O6 Cd1 2.337(3) 4_545 ? O6 Cd1 2.636(3) 8_566 ? O5 C24 1.241(6) . ? O5 Cd1 2.338(3) 8_566 ? O1 C1 1.238(6) . ? O2 C1 1.271(6) . ? N1 C23 1.324(8) . ? N1 C19 1.331(7) . ? C5 C6 1.387(7) . ? C5 C4 1.392(6) . ? C5 C8 1.473(6) . ? C9 C10 1.379(6) . ? C9 C8 1.389(7) . ? C11 C12 1.388(7) . ? C11 C10 1.399(7) . ? C11 C24 1.487(7) . ? C3 C4 1.375(6) . ? C3 C2 1.393(7) . ? N2 C18 1.303(9) . ? N2 C14 1.349(10) . ? C2 C7 1.386(7) . ? C2 C1 1.516(6) . ? C8 C13 1.391(6) . ? C12 C13 1.364(6) . ? C7 C6 1.390(6) . ? C23 C22 1.407(10) . ? C20 C21 1.337(11) . ? C20 C19 1.378(9) . ? C22 C21 1.343(11) . ? C18 C17 1.393(10) . ? C17 C16 1.323(12) . ? C16 C15 1.347(11) . ? C15 C14 1.422(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 N2 Cd1 N1 176.45(19) . . ? N2 Cd1 O6 87.88(17) . 4 ? N1 Cd1 O6 88.64(15) . 4 ? N2 Cd1 O5 88.63(17) . 8_465 ? N1 Cd1 O5 94.07(16) . 8_465 ? O6 Cd1 O5 127.47(11) 4 8_465 ? N2 Cd1 O2 92.84(17) . . ? N1 Cd1 O2 89.70(14) . . ? O6 Cd1 O2 147.20(12) 4 . ? O5 Cd1 O2 85.32(12) 8_465 . ? N2 Cd1 O1 91.87(15) . . ? N1 Cd1 O1 87.55(14) . . ? O6 Cd1 O1 92.42(11) 4 . ? O5 Cd1 O1 140.08(12) 8_465 . ? O2 Cd1 O1 54.78(11) . . ? N2 Cd1 O6 91.66(14) . 8_465 ? N1 Cd1 O6 88.19(13) . 8_465 ? O6 Cd1 O6 75.84(12) 4 8_465 ? O5 Cd1 O6 51.90(11) 8_465 8_465 ? O2 Cd1 O6 136.84(11) . 8_465 ? O1 Cd1 O6 167.61(11) . 8_465 ? N2 Cd1 C1 94.01(16) . . ? N1 Cd1 C1 87.07(15) . . ? O6 Cd1 C1 119.42(15) 4 . ? O5 Cd1 C1 113.11(15) 8_465 . ? O2 Cd1 C1 27.80(14) . . ? O1 Cd1 C1 27.04(14) . . ? O6 Cd1 C1 163.87(15) 8_465 . ? O4 S1 O3 117.6(3) . . ? O4 S1 C9 111.3(2) . . ? O3 S1 C9 111.0(2) . . ? O4 S1 C4 111.1(2) . . ? O3 S1 C4 110.3(2) . . ? C9 S1 C4 92.7(2) . . ? C24 O6 Cd1 165.9(3) . 4_545 ? C24 O6 Cd1 85.2(3) . 8_566 ? Cd1 O6 Cd1 104.16(12) 4_545 8_566 ? C24 O5 Cd1 99.7(3) . 8_566 ? C1 O1 Cd1 90.3(3) . . ? C1 O2 Cd1 91.1(3) . . ? C23 N1 C19 117.1(5) . . ? C23 N1 Cd1 120.2(4) . . ? C19 N1 Cd1 122.6(4) . . ? C6 C5 C4 118.5(4) . . ? C6 C5 C8 128.7(4) . . ? C4 C5 C8 112.8(4) . . ? C10 C9 C8 123.1(4) . . ? C10 C9 S1 126.4(4) . . ? C8 C9 S1 110.5(3) . . ? C12 C11 C10 118.3(4) . . ? C12 C11 C24 121.1(5) . . ? C10 C11 C24 120.6(5) . . ? C4 C3 C2 117.7(4) . . ? C3 C4 C5 123.4(4) . . ? C3 C4 S1 126.0(4) . . ? C5 C4 S1 110.6(3) . . ? C9 C10 C11 118.5(4) . . ? C18 N2 C14 119.0(7) . . ? C18 N2 Cd1 124.2(5) . . ? C14 N2 Cd1 116.8(5) . . ? C7 C2 C3 119.8(4) . . ? C7 C2 C1 120.5(4) . . ? C3 C2 C1 119.7(4) . . ? C9 C8 C13 117.7(4) . . ? C9 C8 C5 113.3(4) . . ? C13 C8 C5 129.0(4) . . ? O1 C1 O2 123.6(4) . . ? O1 C1 C2 119.1(5) . . ? O2 C1 C2 117.3(5) . . ? O1 C1 Cd1 62.7(2) . . ? O2 C1 Cd1 61.1(2) . . ? C2 C1 Cd1 173.2(4) . . ? C13 C12 C11 122.7(5) . . ? C12 C13 C8 119.8(5) . . ? C2 C7 C6 121.8(4) . . ? C5 C6 C7 118.8(5) . . ? N1 C23 C22 122.9(7) . . ? C21 C20 C19 117.7(8) . . ? N1 C19 C20 123.3(6) . . ? C21 C22 C23 116.8(7) . . ? C20 C21 C22 122.1(7) . . ? N2 C18 C17 122.6(8) . . ? C16 C17 C18 120.5(9) . . ? C17 C16 C15 118.1(9) . . ? C16 C15 C14 121.2(10) . . ? N2 C14 C15 118.5(9) . . ? O5 C24 O6 122.3(4) . . ? O5 C24 C11 117.8(5) . . ? O6 C24 C11 119.9(4) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 62.63 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.056 _refine_diff_density_min -0.707 _refine_diff_density_rms 0.075 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.313 0.181 0.039 3256 57 ' ' _platon_squeeze_details ; ; # Attachment '- compound 2.cif' data_x0445-7 _database_code_depnum_ccdc_archive 'CCDC 779028' #TrackingRef '- compound 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H20 N2 O12 S2 Zn2' _chemical_formula_weight 891.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/c 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 13.9610(7) _cell_length_b 22.649(2) _cell_length_c 19.601(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.374(9) _cell_angle_gamma 90.00 _cell_volume 6076.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.974 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 1.971 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5711 _exptl_absorpt_correction_T_max 0.7180 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\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 43382 _diffrn_reflns_av_R_equivalents 0.1100 _diffrn_reflns_av_sigmaI/netI 0.2011 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 62.93 _reflns_number_total 9633 _reflns_number_gt 3245 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0185P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9633 _refine_ls_number_parameters 505 _refine_ls_number_restraints 29 _refine_ls_R_factor_all 0.1325 _refine_ls_R_factor_gt 0.0661 _refine_ls_wR_factor_ref 0.1187 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.993 _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 Zn1 Zn 0.33675(6) 0.00971(5) 0.66495(5) 0.0447(3) Uani 1 1 d . . . Zn2 Zn 0.12227(6) -0.00913(5) 0.63691(5) 0.0444(3) Uani 1 1 d . . . S2 S 0.35659(16) 0.23120(10) 0.40362(14) 0.0617(7) Uani 1 1 d . . . S1 S 0.10620(19) -0.26281(14) 0.39363(17) 0.0981(11) Uani 1 1 d . . . O6 O 0.3297(3) -0.4593(2) 0.2489(3) 0.0540(15) Uani 1 1 d . . . O1 O 0.1419(3) -0.0779(2) 0.5744(3) 0.0535(16) Uani 1 1 d . . . O8 O 0.2882(3) 0.0562(2) 0.5768(3) 0.0564(16) Uani 1 1 d . . . O5 O 0.1689(4) -0.4393(2) 0.2192(3) 0.0543(16) Uani 1 1 d . . . O7 O 0.1242(3) 0.0469(2) 0.5586(2) 0.0460(15) Uani 1 1 d . . . O2 O 0.3058(3) -0.0658(2) 0.6074(3) 0.0652(19) Uani 1 1 d . . . N1 N -0.0223(4) -0.0083(3) 0.6393(3) 0.0450(17) Uani 1 1 d . . . O11 O 0.3230(3) 0.4175(2) 0.2206(3) 0.0599(17) Uani 1 1 d . . . C22 C 0.2003(6) 0.0691(3) 0.5450(4) 0.040(2) Uani 1 1 d . . . C34 C -0.3214(5) -0.0023(4) 0.6512(4) 0.066(3) Uani 1 1 d . . . C26 C 0.1714(6) 0.2072(3) 0.3916(4) 0.045(2) Uani 1 1 d . . . C27 C 0.2634(5) 0.1870(3) 0.4282(4) 0.051(2) Uani 1 1 d . . . C19 C 0.1755(5) 0.2558(3) 0.3476(4) 0.051(2) Uani 1 1 d . . . C31 C -0.2171(4) -0.0039(3) 0.6449(4) 0.045(2) Uani 1 1 d . . . C11 C 0.2651(6) -0.3847(3) 0.3135(4) 0.055(3) Uani 1 1 d . . . C29 C -0.0560(5) -0.0406(3) 0.6867(4) 0.062(3) Uani 1 1 d . . . H29 H -0.0131 -0.0651 0.7163 0.075 Uiso 1 1 calc R . . O12 O 0.1613(4) 0.4374(2) 0.2006(3) 0.0612(17) Uani 1 1 d . . . C8 C 0.2886(6) -0.2930(4) 0.4091(5) 0.065(3) Uani 1 1 d . . . C20 C 0.2730(6) 0.2747(3) 0.3477(4) 0.053(2) Uani 1 1 d . . . C21 C 0.2934(6) 0.3237(4) 0.3068(4) 0.060(3) Uani 1 1 d . . . H21 H 0.3575 0.3351 0.3071 0.072 Uiso 1 1 calc R . . O4 O 0.0421(5) -0.2980(3) 0.4314(4) 0.145(3) Uani 1 1 d . . . C16 C 0.2168(5) 0.3534(3) 0.2672(4) 0.045(2) Uani 1 1 d . . . C25 C 0.0877(5) 0.1797(3) 0.4073(4) 0.057(3) Uani 1 1 d . . . H25 H 0.0255 0.1922 0.3860 0.069 Uiso 1 1 calc R . . C14 C 0.2531(6) -0.4308(3) 0.2578(5) 0.053(2) Uani 1 1 d . . . C13 C 0.1970(6) -0.3102(4) 0.3721(5) 0.065(3) Uani 1 1 d . . . C36 C -0.4653(6) -0.0410(4) 0.6791(4) 0.072(2) Uani 1 1 d U . . H36 H -0.4957 -0.0737 0.6943 0.086 Uiso 1 1 calc R . . C4 C 0.1909(5) -0.2218(4) 0.4532(5) 0.061(3) Uani 1 1 d . . . C30 C -0.1543(5) -0.0385(3) 0.6928(4) 0.062(3) Uani 1 1 d . . . H30 H -0.1767 -0.0593 0.7274 0.074 Uiso 1 1 calc R . . C24 C 0.1000(5) 0.1319(3) 0.4567(4) 0.052(2) Uani 1 1 d . . . H24 H 0.0452 0.1125 0.4659 0.062 Uiso 1 1 calc R . . C1 C 0.2327(5) -0.0931(3) 0.5758(4) 0.040(2) Uani 1 1 d . . . C10 C 0.3576(6) -0.3709(4) 0.3526(4) 0.077(3) Uani 1 1 d . . . H10 H 0.4117 -0.3928 0.3467 0.092 Uiso 1 1 calc R . . C9 C 0.3686(6) -0.3258(4) 0.3990(4) 0.073(3) Uani 1 1 d . . . H9 H 0.4304 -0.3168 0.4243 0.088 Uiso 1 1 calc R . . C23 C 0.1922(5) 0.1144(3) 0.4907(4) 0.038(2) Uani 1 1 d . . . C2 C 0.2491(5) -0.1448(3) 0.5322(4) 0.045(2) Uani 1 1 d . . . C5 C 0.2880(6) -0.2419(4) 0.4565(5) 0.058(3) Uani 1 1 d . . . C17 C 0.1193(5) 0.3339(4) 0.2649(4) 0.060(3) Uani 1 1 d . . . H17 H 0.0682 0.3539 0.2366 0.072 Uiso 1 1 calc R . . C7 C 0.3431(5) -0.1650(4) 0.5349(4) 0.068(3) Uani 1 1 d . . . H7 H 0.3949 -0.1450 0.5624 0.082 Uiso 1 1 calc R . . C3 C 0.1723(5) -0.1748(3) 0.4934(4) 0.056(3) Uani 1 1 d . . . H3 H 0.1084 -0.1637 0.4940 0.068 Uiso 1 1 calc R . . C35 C -0.3663(5) -0.0456(4) 0.6755(5) 0.081(3) Uani 1 1 d U . . H35 H -0.3322 -0.0800 0.6907 0.097 Uiso 1 1 calc R . . N2 N -0.5180(4) 0.0073(3) 0.6619(3) 0.0577(18) Uani 1 1 d U . . C18 C 0.0985(6) 0.2872(4) 0.3027(5) 0.074(3) Uani 1 1 d . . . H18 H 0.0339 0.2754 0.2996 0.089 Uiso 1 1 calc R . . C12 C 0.1853(6) -0.3526(4) 0.3232(4) 0.067(3) Uani 1 1 d . . . H12 H 0.1239 -0.3601 0.2963 0.080 Uiso 1 1 calc R . . C6 C 0.3622(6) -0.2136(4) 0.4979(4) 0.086(4) Uani 1 1 d . . . H6 H 0.4261 -0.2269 0.5014 0.103 Uiso 1 1 calc R . . C15 C 0.2359(6) 0.4057(3) 0.2261(4) 0.051(2) Uani 1 1 d . . . C28 C 0.2740(5) 0.1422(3) 0.4758(4) 0.047(2) Uani 1 1 d . . . H28 H 0.3361 0.1303 0.4981 0.057 Uiso 1 1 calc R . . C33 C -0.0857(5) 0.0235(3) 0.5942(4) 0.050(2) Uani 1 1 d . . . H33 H -0.0626 0.0443 0.5598 0.060 Uiso 1 1 calc R . . C38 C -0.3722(6) 0.0498(4) 0.6351(5) 0.090(3) Uani 1 1 d U . . H38 H -0.3413 0.0827 0.6211 0.108 Uiso 1 1 calc R . . C37 C -0.4707(7) 0.0524(4) 0.6401(5) 0.092(3) Uani 1 1 d U . . H37 H -0.5048 0.0873 0.6275 0.110 Uiso 1 1 calc R . . C32 C -0.1843(5) 0.0273(3) 0.5961(4) 0.064(3) Uani 1 1 d . . . H32 H -0.2263 0.0506 0.5645 0.077 Uiso 1 1 calc R . . O9 O 0.4156(4) 0.1975(2) 0.3672(3) 0.0748(19) Uani 1 1 d . . . O10 O 0.4021(4) 0.2660(2) 0.4637(3) 0.0762(19) Uani 1 1 d . . . O3 O 0.0640(5) -0.2268(3) 0.3336(4) 0.145(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 Zn1 0.0221(5) 0.0494(7) 0.0607(8) -0.0022(6) 0.0035(5) 0.0003(5) Zn2 0.0219(6) 0.0504(7) 0.0584(8) 0.0013(6) 0.0019(5) -0.0003(5) S2 0.0407(14) 0.0632(16) 0.080(2) 0.0241(15) 0.0097(14) 0.0013(12) S1 0.0531(17) 0.112(3) 0.118(3) -0.072(2) -0.0116(18) 0.0208(17) O6 0.044(3) 0.046(3) 0.072(4) -0.004(3) 0.011(3) 0.003(3) O1 0.027(3) 0.065(4) 0.065(4) -0.010(3) 0.001(3) 0.000(3) O8 0.024(3) 0.076(4) 0.067(4) 0.024(3) 0.005(3) 0.006(3) O5 0.031(3) 0.064(4) 0.063(4) -0.005(3) 0.000(3) 0.007(3) O7 0.023(3) 0.058(4) 0.057(4) 0.010(3) 0.006(3) -0.005(3) O2 0.026(3) 0.076(4) 0.089(5) -0.038(4) -0.001(3) -0.001(3) N1 0.024(3) 0.051(4) 0.052(4) 0.003(4) -0.012(3) 0.005(3) O11 0.033(3) 0.077(4) 0.071(5) 0.022(3) 0.012(3) -0.004(3) C22 0.051(6) 0.037(5) 0.036(6) 0.001(4) 0.016(5) -0.003(4) C34 0.032(5) 0.049(6) 0.121(8) 0.038(6) 0.022(5) 0.008(5) C26 0.043(5) 0.037(5) 0.055(7) 0.019(5) 0.011(5) -0.005(4) C27 0.030(5) 0.052(6) 0.068(7) -0.004(5) 0.007(5) -0.005(4) C19 0.037(5) 0.057(6) 0.050(6) 0.018(5) -0.010(5) -0.014(5) C31 0.020(4) 0.054(6) 0.061(6) -0.007(5) 0.008(4) -0.002(4) C11 0.052(6) 0.046(6) 0.068(7) -0.037(5) 0.011(5) 0.012(5) C29 0.012(4) 0.084(7) 0.089(7) 0.055(5) 0.004(4) 0.011(4) O12 0.036(3) 0.063(4) 0.080(5) 0.024(3) 0.000(3) -0.002(3) C8 0.044(6) 0.071(7) 0.080(8) -0.030(6) 0.013(6) 0.009(5) C20 0.052(6) 0.047(6) 0.051(6) 0.010(5) -0.012(5) -0.002(5) C21 0.041(6) 0.064(7) 0.074(8) 0.003(6) 0.010(5) -0.011(5) O4 0.072(5) 0.171(8) 0.204(9) -0.090(6) 0.054(6) -0.053(5) C16 0.026(5) 0.046(5) 0.056(7) 0.021(5) -0.004(4) 0.002(4) C25 0.025(5) 0.070(6) 0.073(7) 0.001(5) 0.002(5) -0.005(4) C14 0.045(6) 0.048(6) 0.068(7) 0.000(5) 0.013(5) 0.019(5) C13 0.048(6) 0.063(7) 0.082(8) -0.048(6) 0.011(5) -0.002(5) C36 0.050(3) 0.076(4) 0.094(5) 0.024(4) 0.025(4) 0.002(3) C4 0.031(5) 0.071(7) 0.072(7) -0.028(6) -0.010(5) 0.005(5) C30 0.020(4) 0.090(7) 0.071(7) 0.042(5) 0.000(4) 0.010(4) C24 0.043(5) 0.051(6) 0.062(7) 0.027(5) 0.010(5) 0.000(4) C1 0.030(5) 0.040(5) 0.044(6) 0.005(4) -0.002(4) 0.008(4) C10 0.047(6) 0.084(7) 0.091(8) -0.055(6) -0.007(6) 0.017(5) C9 0.048(6) 0.081(7) 0.084(8) -0.069(6) -0.004(5) 0.012(5) C23 0.020(4) 0.046(5) 0.050(6) 0.004(4) 0.006(4) -0.003(4) C2 0.032(5) 0.053(6) 0.046(6) -0.015(5) -0.003(4) -0.005(4) C5 0.036(5) 0.065(7) 0.072(7) -0.017(6) 0.002(5) 0.002(5) C17 0.027(5) 0.062(6) 0.083(8) 0.024(6) -0.005(5) -0.001(4) C7 0.035(5) 0.067(7) 0.094(8) -0.046(6) -0.012(5) -0.002(5) C3 0.026(5) 0.071(6) 0.064(7) -0.032(5) -0.011(5) 0.013(5) C35 0.036(4) 0.088(7) 0.122(9) 0.040(6) 0.026(5) 0.022(5) N2 0.032(3) 0.056(3) 0.081(4) 0.012(3) 0.003(3) 0.006(3) C18 0.036(5) 0.068(7) 0.106(9) 0.036(6) -0.017(5) -0.013(5) C12 0.054(6) 0.058(6) 0.082(8) -0.018(6) -0.003(6) 0.001(5) C6 0.054(7) 0.106(9) 0.080(8) -0.050(7) -0.029(6) 0.006(6) C15 0.052(6) 0.049(6) 0.050(7) 0.022(5) 0.006(5) 0.000(5) C28 0.043(5) 0.055(6) 0.041(6) 0.020(5) 0.001(5) 0.009(4) C33 0.031(4) 0.076(6) 0.046(6) 0.004(5) 0.013(4) 0.005(4) C38 0.067(5) 0.092(5) 0.115(5) 0.017(4) 0.024(4) -0.003(4) C37 0.076(5) 0.087(4) 0.116(5) 0.032(4) 0.029(4) 0.000(4) C32 0.021(4) 0.084(7) 0.085(7) 0.034(5) 0.006(4) 0.001(4) O9 0.047(4) 0.076(4) 0.107(5) 0.029(4) 0.028(4) 0.007(3) O10 0.052(4) 0.097(5) 0.069(5) 0.008(4) -0.016(3) -0.023(3) O3 0.104(6) 0.148(7) 0.157(8) -0.072(6) -0.039(6) 0.061(5) _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 Zn1 O11 2.007(5) 4_566 ? Zn1 O8 2.023(5) . ? Zn1 O6 2.021(5) 4_556 ? Zn1 O2 2.047(5) . ? Zn1 N2 2.040(5) 1_655 ? Zn1 Zn2 2.9667(11) . ? Zn2 O5 1.995(5) 4_556 ? Zn2 O7 1.996(5) . ? Zn2 N1 2.029(5) . ? Zn2 O1 2.032(5) . ? Zn2 O12 2.055(5) 4_566 ? S2 O9 1.414(5) . ? S2 O10 1.454(5) . ? S2 C20 1.740(8) . ? S2 C27 1.782(8) . ? S1 O3 1.457(8) . ? S1 O4 1.498(7) . ? S1 C4 1.755(8) . ? S1 C13 1.774(8) . ? O6 C14 1.289(8) . ? O6 Zn1 2.021(5) 4 ? O1 C1 1.310(7) . ? O8 C22 1.296(8) . ? O5 C14 1.281(8) . ? O5 Zn2 1.995(5) 4 ? O7 C22 1.250(8) . ? O2 C1 1.249(7) . ? N1 C33 1.331(7) . ? N1 C29 1.339(8) . ? O11 C15 1.270(8) . ? O11 Zn1 2.007(5) 4_565 ? C22 C23 1.466(9) . ? C34 C35 1.303(9) . ? C34 C38 1.381(10) . ? C34 C31 1.486(8) . ? C26 C25 1.410(9) . ? C26 C27 1.419(9) . ? C26 C19 1.407(9) . ? C27 C28 1.366(9) . ? C19 C20 1.427(10) . ? C19 C18 1.435(9) . ? C31 C32 1.341(9) . ? C31 C30 1.391(8) . ? C11 C12 1.375(9) . ? C11 C10 1.401(9) . ? C11 C14 1.496(10) . ? C29 C30 1.402(9) . ? O12 C15 1.282(8) . ? O12 Zn2 2.055(5) 4_565 ? C8 C9 1.388(10) . ? C8 C13 1.395(10) . ? C8 C5 1.484(10) . ? C20 C21 1.429(10) . ? C21 C16 1.370(9) . ? C16 C17 1.423(9) . ? C16 C15 1.486(9) . ? C25 C24 1.441(9) . ? C13 C12 1.343(9) . ? C36 N2 1.326(8) . ? C36 C35 1.401(9) . ? C4 C3 1.378(9) . ? C4 C5 1.420(10) . ? C24 C23 1.387(8) . ? C1 C2 1.494(9) . ? C10 C9 1.355(9) . ? C23 C28 1.384(9) . ? C2 C3 1.366(9) . ? C2 C7 1.381(9) . ? C5 C6 1.346(9) . ? C17 C18 1.356(9) . ? C7 C6 1.374(9) . ? N2 C37 1.331(9) . ? N2 Zn1 2.040(5) 1_455 ? C33 C32 1.387(8) . ? C38 C37 1.400(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 O11 Zn1 O8 89.1(2) 4_566 . ? O11 Zn1 O6 89.8(2) 4_566 4_556 ? O8 Zn1 O6 158.1(2) . 4_556 ? O11 Zn1 O2 162.4(2) 4_566 . ? O8 Zn1 O2 88.0(2) . . ? O6 Zn1 O2 86.4(2) 4_556 . ? O11 Zn1 N2 103.9(2) 4_566 1_655 ? O8 Zn1 N2 99.0(2) . 1_655 ? O6 Zn1 N2 102.5(2) 4_556 1_655 ? O2 Zn1 N2 93.7(2) . 1_655 ? O11 Zn1 Zn2 91.00(14) 4_566 . ? O8 Zn1 Zn2 76.16(13) . . ? O6 Zn1 Zn2 81.96(14) 4_556 . ? O2 Zn1 Zn2 71.48(14) . . ? N2 Zn1 Zn2 164.39(18) 1_655 . ? O5 Zn2 O7 160.5(2) 4_556 . ? O5 Zn2 N1 98.9(2) 4_556 . ? O7 Zn2 N1 100.1(2) . . ? O5 Zn2 O1 88.7(2) 4_556 . ? O7 Zn2 O1 90.0(2) . . ? N1 Zn2 O1 105.9(2) . . ? O5 Zn2 O12 88.1(2) 4_556 4_566 ? O7 Zn2 O12 85.6(2) . 4_566 ? N1 Zn2 O12 97.1(2) . 4_566 ? O1 Zn2 O12 156.9(2) . 4_566 ? O5 Zn2 Zn1 77.19(14) 4_556 . ? O7 Zn2 Zn1 83.37(13) . . ? N1 Zn2 Zn1 165.23(17) . . ? O1 Zn2 Zn1 88.33(13) . . ? O12 Zn2 Zn1 68.70(14) 4_566 . ? O9 S2 O10 119.6(3) . . ? O9 S2 C20 111.9(4) . . ? O10 S2 C20 109.6(4) . . ? O9 S2 C27 111.3(4) . . ? O10 S2 C27 108.1(4) . . ? C20 S2 C27 93.1(4) . . ? O3 S1 O4 120.7(5) . . ? O3 S1 C4 110.7(5) . . ? O4 S1 C4 110.0(5) . . ? O3 S1 C13 109.9(5) . . ? O4 S1 C13 108.7(5) . . ? C4 S1 C13 93.4(4) . . ? C14 O6 Zn1 124.6(5) . 4 ? C1 O1 Zn2 115.8(5) . . ? C22 O8 Zn1 130.8(5) . . ? C14 O5 Zn2 132.8(5) . 4 ? C22 O7 Zn2 124.1(5) . . ? C1 O2 Zn1 138.6(5) . . ? C33 N1 C29 118.6(6) . . ? C33 N1 Zn2 121.6(5) . . ? C29 N1 Zn2 119.8(4) . . ? C15 O11 Zn1 114.5(5) . 4_565 ? O7 C22 O8 124.8(7) . . ? O7 C22 C23 119.3(7) . . ? O8 C22 C23 115.8(7) . . ? C35 C34 C38 117.6(8) . . ? C35 C34 C31 124.2(7) . . ? C38 C34 C31 118.0(7) . . ? C25 C26 C27 117.0(7) . . ? C25 C26 C19 127.9(7) . . ? C27 C26 C19 114.8(7) . . ? C28 C27 C26 123.3(7) . . ? C28 C27 S2 128.0(6) . . ? C26 C27 S2 108.6(6) . . ? C20 C19 C26 112.8(7) . . ? C20 C19 C18 116.9(7) . . ? C26 C19 C18 130.3(7) . . ? C32 C31 C30 121.3(6) . . ? C32 C31 C34 121.6(6) . . ? C30 C31 C34 117.0(6) . . ? C12 C11 C10 119.3(7) . . ? C12 C11 C14 119.6(8) . . ? C10 C11 C14 120.9(7) . . ? N1 C29 C30 121.6(7) . . ? C15 O12 Zn2 141.0(5) . 4_565 ? C9 C8 C13 117.2(8) . . ? C9 C8 C5 127.7(8) . . ? C13 C8 C5 115.2(7) . . ? C19 C20 C21 121.8(7) . . ? C19 C20 S2 110.6(6) . . ? C21 C20 S2 127.6(7) . . ? C16 C21 C20 118.7(7) . . ? C21 C16 C17 120.1(7) . . ? C21 C16 C15 119.7(7) . . ? C17 C16 C15 120.2(7) . . ? C26 C25 C24 119.0(7) . . ? O5 C14 O6 122.4(8) . . ? O5 C14 C11 119.5(7) . . ? O6 C14 C11 118.1(7) . . ? C12 C13 C8 122.7(8) . . ? C12 C13 S1 127.6(7) . . ? C8 C13 S1 109.4(6) . . ? N2 C36 C35 123.5(8) . . ? C3 C4 C5 120.5(7) . . ? C3 C4 S1 127.6(6) . . ? C5 C4 S1 111.9(7) . . ? C31 C30 C29 117.3(7) . . ? C23 C24 C25 121.0(7) . . ? O2 C1 O1 125.0(7) . . ? O2 C1 C2 118.0(7) . . ? O1 C1 C2 116.9(7) . . ? C9 C10 C11 120.4(7) . . ? C10 C9 C8 120.8(8) . . ? C28 C23 C24 119.7(7) . . ? C28 C23 C22 121.6(7) . . ? C24 C23 C22 118.7(7) . . ? C3 C2 C7 119.5(7) . . ? C3 C2 C1 121.1(7) . . ? C7 C2 C1 119.2(7) . . ? C6 C5 C4 119.3(8) . . ? C6 C5 C8 130.5(8) . . ? C4 C5 C8 110.2(7) . . ? C18 C17 C16 122.1(7) . . ? C6 C7 C2 121.8(7) . . ? C2 C3 C4 119.1(7) . . ? C34 C35 C36 120.9(8) . . ? C37 N2 C36 115.4(7) . . ? C37 N2 Zn1 123.2(6) . 1_455 ? C36 N2 Zn1 121.3(5) . 1_455 ? C17 C18 C19 120.4(8) . . ? C13 C12 C11 119.3(8) . . ? C5 C6 C7 119.6(8) . . ? O11 C15 O12 124.5(7) . . ? O11 C15 C16 119.4(7) . . ? O12 C15 C16 116.1(7) . . ? C27 C28 C23 120.0(7) . . ? N1 C33 C32 123.2(7) . . ? C34 C38 C37 119.2(9) . . ? N2 C37 C38 123.2(9) . . ? C31 C32 C33 117.9(7) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 62.93 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.616 _refine_diff_density_min -0.748 _refine_diff_density_rms 0.074 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.016 -0.004 -0.009 3036 215 ' ' 2 0.500 0.500 0.000 45 2 ' ' 3 0.500 0.000 0.500 45 2 ' ' _platon_squeeze_details ; ; # Attachment '- compound 3.cif' data_x0434-8 _database_code_depnum_ccdc_archive 'CCDC 779029' #TrackingRef '- compound 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 N4 O6 S Zn' _chemical_formula_weight 557.87 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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z-1/2' '-x, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 10.1389(7) _cell_length_b 22.0518(12) _cell_length_c 14.1837(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3171.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.168 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7547 _exptl_absorpt_correction_T_max 0.7913 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 none _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21639 _diffrn_reflns_av_R_equivalents 0.0540 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 26.02 _reflns_number_total 3262 _reflns_number_gt 2027 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0850P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3262 _refine_ls_number_parameters 193 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0755 _refine_ls_R_factor_gt 0.0523 _refine_ls_wR_factor_ref 0.1522 _refine_ls_wR_factor_gt 0.1463 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.115 _refine_ls_shift/su_max 0.005 _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 Zn1 Zn 0.49383(6) 0.52546(3) 0.2500 0.0337(2) Uani 1 2 d SU . . S1 S 0.92709(15) 0.84080(6) 0.2500 0.0393(4) Uani 1 2 d S . . O4 O 1.5515(5) 0.8870(2) 0.2500 0.0606(13) Uani 1 2 d S . . O5 O 0.8868(3) 0.86919(13) 0.1643(2) 0.0577(9) Uani 1 1 d . . . O1 O 0.6373(4) 0.58325(17) 0.2500 0.0484(11) Uani 1 2 d S . . O3 O 1.3898(4) 0.95593(17) 0.2500 0.0483(11) Uani 1 2 d S . . O2 O 0.5276(4) 0.6698(2) 0.2500 0.0694(16) Uani 1 2 d S . . C8 C 1.1277(6) 0.7670(2) 0.2500 0.0358(14) Uani 1 2 d S . . C10 C 1.3566(6) 0.7933(3) 0.2500 0.0441(16) Uani 1 2 d S . . H10 H 1.4446 0.7815 0.2500 0.053 Uiso 1 2 calc SR . . N1 N 0.3876(3) 0.52747(15) 0.1335(3) 0.0455(8) Uani 1 1 d U . . C14 C 1.4348(7) 0.9018(3) 0.2500 0.0387(14) Uani 1 2 d S . . N2 N 0.2598(4) 0.49863(19) 0.0160(3) 0.0571(10) Uani 1 1 d U . . C13 C 1.0979(5) 0.8291(2) 0.2500 0.0325(13) Uani 1 2 d S . . C2 C 0.7615(5) 0.6724(2) 0.2500 0.0334(13) Uani 1 2 d S . . C12 C 1.1945(6) 0.8727(2) 0.2500 0.0357(14) Uani 1 2 d S . . H12 H 1.1729 0.9137 0.2500 0.043 Uiso 1 2 calc SR . . C6 C 1.0017(6) 0.6656(3) 0.2500 0.0445(16) Uani 1 2 d S . . H6 H 1.0779 0.6422 0.2500 0.053 Uiso 1 2 calc SR . . C5 C 1.0086(6) 0.7287(2) 0.2500 0.0364(14) Uani 1 2 d S . . C9 C 1.2586(6) 0.7491(3) 0.2500 0.0458(16) Uani 1 2 d S . . H9 H 1.2807 0.7082 0.2500 0.055 Uiso 1 2 calc SR . . C17 C 0.3096(4) 0.48507(18) 0.1011(3) 0.0401(10) Uani 1 1 d . . . H17 H 0.2908 0.4494 0.1335 0.048 Uiso 1 1 calc R . . C7 C 0.8783(6) 0.6388(3) 0.2500 0.0435(15) Uani 1 2 d S . . H7 H 0.8729 0.5967 0.2500 0.052 Uiso 1 2 calc SR . . C18 C 0.1658(5) 0.4636(3) -0.0385(4) 0.0666(16) Uani 1 1 d . . . H18A H 0.1535 0.4243 -0.0088 0.080 Uiso 1 1 calc R . . H18B H 0.2009 0.4568 -0.1012 0.080 Uiso 1 1 calc R . . C3 C 0.7688(6) 0.7360(2) 0.2500 0.0360(14) Uani 1 2 d S . . H3 H 0.6928 0.7596 0.2500 0.043 Uiso 1 2 calc SR . . C19 C 0.0336(4) 0.4952(2) -0.0462(3) 0.0518(12) Uani 1 1 d . . . H19A H 0.0466 0.5343 -0.0761 0.062 Uiso 1 1 calc R . . H19B H -0.0236 0.4714 -0.0866 0.062 Uiso 1 1 calc R . . C1 C 0.6298(6) 0.6406(2) 0.2500 0.0375(14) Uani 1 2 d S . . C11 C 1.3261(6) 0.8540(2) 0.2500 0.0349(13) Uani 1 2 d S . . C4 C 0.8910(6) 0.7621(2) 0.2500 0.0312(13) Uani 1 2 d S . . C15 C 0.3887(6) 0.5723(3) 0.0666(4) 0.0695(10) Uani 1 1 d U . . H15 H 0.4346 0.6087 0.0702 0.083 Uiso 1 1 calc R . . C16 C 0.3119(6) 0.5542(3) -0.0053(4) 0.0759(11) Uani 1 1 d U . . H16 H 0.2966 0.5759 -0.0604 0.091 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 Zn1 0.0213(4) 0.0242(3) 0.0556(5) 0.000 0.000 0.0007(3) S1 0.0288(9) 0.0241(7) 0.0650(11) 0.000 0.000 0.0006(6) O4 0.028(3) 0.041(3) 0.113(4) 0.000 0.000 -0.008(2) O5 0.0412(19) 0.0427(17) 0.089(2) 0.0224(16) -0.0115(18) 0.0026(15) O1 0.026(2) 0.031(2) 0.087(3) 0.000 0.000 -0.0094(18) O3 0.040(3) 0.031(2) 0.075(3) 0.000 0.000 -0.012(2) O2 0.025(3) 0.036(3) 0.147(5) 0.000 0.000 -0.0016(19) C8 0.027(3) 0.027(3) 0.054(4) 0.000 0.000 -0.005(2) C10 0.026(3) 0.037(3) 0.069(4) 0.000 0.000 -0.010(3) N1 0.0265(19) 0.0412(18) 0.0689(19) 0.0048(14) -0.0058(14) -0.0081(16) C14 0.034(4) 0.036(3) 0.046(4) 0.000 0.000 -0.006(3) N2 0.039(2) 0.085(2) 0.047(2) 0.0128(19) -0.0052(18) 0.0006(17) C13 0.027(3) 0.032(3) 0.038(3) 0.000 0.000 -0.006(2) C2 0.026(3) 0.031(3) 0.043(4) 0.000 0.000 -0.004(2) C12 0.037(4) 0.026(3) 0.045(4) 0.000 0.000 -0.007(3) C6 0.027(3) 0.025(3) 0.081(5) 0.000 0.000 0.001(3) C5 0.029(3) 0.027(3) 0.054(4) 0.000 0.000 -0.006(2) C9 0.033(4) 0.024(3) 0.080(5) 0.000 0.000 -0.001(3) C17 0.036(2) 0.037(2) 0.048(3) 0.0006(19) -0.007(2) 0.0019(19) C7 0.038(4) 0.028(3) 0.065(4) 0.000 0.000 -0.004(3) C18 0.047(3) 0.100(4) 0.053(3) -0.028(3) -0.015(3) 0.014(3) C3 0.027(3) 0.030(3) 0.051(4) 0.000 0.000 0.005(2) C19 0.041(3) 0.069(3) 0.045(3) -0.008(2) -0.013(2) 0.006(2) C1 0.033(4) 0.032(3) 0.047(4) 0.000 0.000 -0.004(3) C11 0.024(3) 0.026(3) 0.054(4) 0.000 0.000 -0.006(2) C4 0.032(3) 0.021(3) 0.041(3) 0.000 0.000 0.000(2) C15 0.0712(14) 0.0694(13) 0.0680(11) 0.0176(9) -0.0078(10) -0.0049(10) C16 0.0777(15) 0.0792(14) 0.0710(13) 0.0089(10) -0.0077(10) -0.0039(10) _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 Zn1 O1 1.934(4) . ? Zn1 O3 1.934(4) 7_755 ? Zn1 N1 1.973(4) . ? Zn1 N1 1.973(4) 6_556 ? S1 O5 1.427(3) . ? S1 O5 1.427(3) 6_556 ? S1 C13 1.751(6) . ? S1 C4 1.775(5) . ? O4 C14 1.227(7) . ? O1 C1 1.266(6) . ? O3 C14 1.278(7) . ? O3 Zn1 1.934(4) 7_765 ? O2 C1 1.221(7) . ? C8 C9 1.385(8) . ? C8 C13 1.402(7) . ? C8 C5 1.474(7) . ? C10 C11 1.374(7) . ? C10 C9 1.391(7) . ? N1 C17 1.308(5) . ? N1 C15 1.370(6) . ? C14 C11 1.525(8) . ? N2 C17 1.343(5) . ? N2 C16 1.368(6) . ? N2 C18 1.450(6) . ? C13 C12 1.372(7) . ? C2 C7 1.397(8) . ? C2 C3 1.404(7) . ? C2 C1 1.509(8) . ? C12 C11 1.396(8) . ? C6 C7 1.384(8) . ? C6 C5 1.392(8) . ? C5 C4 1.401(7) . ? C18 C19 1.515(6) . ? C3 C4 1.366(7) . ? C19 C19 1.491(10) 5_565 ? C15 C16 1.343(7) . ? 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 Zn1 O3 93.66(18) . 7_755 ? O1 Zn1 N1 113.33(11) . . ? O3 Zn1 N1 110.53(12) 7_755 . ? O1 Zn1 N1 113.33(11) . 6_556 ? O3 Zn1 N1 110.53(12) 7_755 6_556 ? N1 Zn1 N1 113.7(2) . 6_556 ? O5 S1 O5 116.8(3) . 6_556 ? O5 S1 C13 110.35(15) . . ? O5 S1 C13 110.35(15) 6_556 . ? O5 S1 C4 111.71(15) . . ? O5 S1 C4 111.71(15) 6_556 . ? C13 S1 C4 93.5(3) . . ? C1 O1 Zn1 127.8(4) . . ? C14 O3 Zn1 121.5(4) . 7_765 ? C9 C8 C13 119.0(5) . . ? C9 C8 C5 128.5(5) . . ? C13 C8 C5 112.6(5) . . ? C11 C10 C9 121.4(6) . . ? C17 N1 C15 106.1(4) . . ? C17 N1 Zn1 127.5(3) . . ? C15 N1 Zn1 126.3(3) . . ? O4 C14 O3 126.3(6) . . ? O4 C14 C11 120.9(5) . . ? O3 C14 C11 112.8(5) . . ? C17 N2 C16 104.6(4) . . ? C17 N2 C18 127.4(4) . . ? C16 N2 C18 127.9(4) . . ? C12 C13 C8 122.0(5) . . ? C12 C13 S1 127.1(4) . . ? C8 C13 S1 110.9(4) . . ? C7 C2 C3 119.0(5) . . ? C7 C2 C1 120.2(5) . . ? C3 C2 C1 120.8(5) . . ? C13 C12 C11 118.4(5) . . ? C7 C6 C5 118.2(6) . . ? C6 C5 C4 118.8(5) . . ? C6 C5 C8 127.9(5) . . ? C4 C5 C8 113.4(5) . . ? C8 C9 C10 119.0(5) . . ? N1 C17 N2 112.6(4) . . ? C6 C7 C2 122.7(5) . . ? N2 C18 C19 112.0(4) . . ? C4 C3 C2 117.9(5) . . ? C19 C19 C18 113.9(5) 5_565 . ? O2 C1 O1 125.3(6) . . ? O2 C1 C2 120.4(5) . . ? O1 C1 C2 114.3(5) . . ? C10 C11 C12 120.2(5) . . ? C10 C11 C14 120.7(5) . . ? C12 C11 C14 119.1(5) . . ? C3 C4 C5 123.4(5) . . ? C3 C4 S1 126.8(4) . . ? C5 C4 S1 109.8(4) . . ? C16 C15 N1 107.9(5) . . ? N2 C16 C15 108.8(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.868 _refine_diff_density_min -0.721 _refine_diff_density_rms 0.077 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.018 0.250 0.000 232 14 ' ' 2 -0.056 0.750 0.000 232 14 ' ' 3 -0.077 0.005 0.250 19 0 ' ' 4 0.077 0.505 0.250 19 0 ' ' 5 0.018 0.250 0.500 232 13 ' ' 6 -0.058 0.750 0.500 232 13 ' ' 7 0.077 -0.005 0.750 19 0 ' ' 8 -0.077 0.495 0.750 19 0 ' ' _platon_squeeze_details ; ; # Attachment '- compound 4.cif' data_x0447-1 _database_code_depnum_ccdc_archive 'CCDC 779030' #TrackingRef '- compound 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H14 Co N2 O6 S' _chemical_formula_weight 517.36 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2086(4) _cell_length_b 12.3243(7) _cell_length_c 13.8591(9) _cell_angle_alpha 110.122(5) _cell_angle_beta 97.975(5) _cell_angle_gamma 92.728(4) _cell_volume 1138.89(12) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.509 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 526 _exptl_absorpt_coefficient_mu 0.889 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7066 _exptl_absorpt_correction_T_max 0.7641 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 8446 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0666 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 26.02 _reflns_number_total 4464 _reflns_number_gt 3282 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0380P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4464 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.0906 _refine_ls_wR_factor_gt 0.0875 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _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 Co1 Co 0.35104(5) 0.16346(3) 0.01927(3) 0.02579(13) Uani 1 1 d . . . S1 S 0.78498(10) 0.22248(6) 0.53941(5) 0.02458(17) Uani 1 1 d . . . O5 O 0.9474(3) 0.28408(16) 0.52623(15) 0.0342(5) Uani 1 1 d . . . O6 O 0.6387(3) 0.29077(16) 0.58184(15) 0.0341(5) Uani 1 1 d . . . O1 O 0.4457(3) -0.08599(17) 0.06579(15) 0.0332(5) Uani 1 1 d . . . O4 O 1.1875(3) 0.21394(17) 0.89776(15) 0.0367(5) Uani 1 1 d . . . O3 O 1.1298(3) 0.04082(17) 0.90279(15) 0.0327(5) Uani 1 1 d . . . O2 O 0.4318(3) 0.10584(18) 0.13853(15) 0.0370(5) Uani 1 1 d . . . N1 N 0.1802(3) 0.26478(19) 0.11987(17) 0.0260(5) Uani 1 1 d . . . C22 C 0.6486(5) 0.5591(3) 0.1419(3) 0.0599(11) Uani 1 1 d . . . H22 H 0.6982 0.6363 0.1637 0.072 Uiso 1 1 calc R . . C6 C 0.8476(4) 0.1317(2) 0.6105(2) 0.0228(6) Uani 1 1 d . . . C5 C 0.7873(3) 0.0152(2) 0.5501(2) 0.0200(6) Uani 1 1 d . . . N2 N 0.5023(3) 0.3293(2) 0.07662(18) 0.0310(6) Uani 1 1 d . . . C8 C 0.6974(3) -0.0006(2) 0.4430(2) 0.0201(6) Uani 1 1 d . . . C10 C 0.5510(3) -0.0980(2) 0.2657(2) 0.0233(6) Uani 1 1 d . . . H10 H 0.5036 -0.1667 0.2112 0.028 Uiso 1 1 calc R . . C11 C 0.5443(3) 0.0062(2) 0.2486(2) 0.0223(6) Uani 1 1 d . . . C13 C 0.6879(3) 0.1041(2) 0.4251(2) 0.0217(6) Uani 1 1 d . . . C12 C 0.6122(4) 0.1100(2) 0.3302(2) 0.0236(6) Uani 1 1 d . . . H12 H 0.6066 0.1811 0.3209 0.028 Uiso 1 1 calc R . . C19 C 0.2483(4) 0.3761(3) 0.1736(2) 0.0323(7) Uani 1 1 d . . . C9 C 0.6263(3) -0.1030(2) 0.3617(2) 0.0237(6) Uani 1 1 d . . . H9 H 0.6290 -0.1739 0.3714 0.028 Uiso 1 1 calc R . . C1 C 1.1035(4) 0.1140(3) 0.8597(2) 0.0284(7) Uani 1 1 d . . . C2 C 0.9789(4) 0.0812(2) 0.7547(2) 0.0251(6) Uani 1 1 d . . . C3 C 0.9150(4) -0.0340(2) 0.6969(2) 0.0256(6) Uani 1 1 d . . . H3 H 0.9359 -0.0900 0.7271 0.031 Uiso 1 1 calc R . . C20 C 0.4227(4) 0.4139(3) 0.1431(2) 0.0339(7) Uani 1 1 d . . . C14 C 0.4676(4) 0.0075(3) 0.1415(2) 0.0275(7) Uani 1 1 d . . . C4 C 0.8205(3) -0.0679(2) 0.5953(2) 0.0237(6) Uani 1 1 d . . . H4 H 0.7797 -0.1457 0.5578 0.028 Uiso 1 1 calc R . . C7 C 0.9428(4) 0.1658(2) 0.7111(2) 0.0263(6) Uani 1 1 d . . . H7 H 0.9822 0.2437 0.7491 0.032 Uiso 1 1 calc R . . C15 C 0.0212(4) 0.2240(3) 0.1402(2) 0.0337(7) Uani 1 1 d . . . H15 H -0.0269 0.1473 0.1024 0.040 Uiso 1 1 calc R . . C21 C 0.4971(5) 0.5299(3) 0.1779(3) 0.0492(9) Uani 1 1 d . . . H21 H 0.4423 0.5867 0.2256 0.059 Uiso 1 1 calc R . . C18 C 0.1593(5) 0.4474(3) 0.2502(3) 0.0466(9) Uani 1 1 d . . . H18 H 0.2083 0.5242 0.2867 0.056 Uiso 1 1 calc R . . C24 C 0.6544(4) 0.3587(3) 0.0422(3) 0.0458(9) Uani 1 1 d . . . H032 H 0.7113 0.3008 -0.0032 0.055 Uiso 1 1 calc R . . C16 C -0.0747(5) 0.2911(3) 0.2152(3) 0.0468(9) Uani 1 1 d . . . H16 H -0.1861 0.2604 0.2271 0.056 Uiso 1 1 calc R . . C17 C -0.0032(5) 0.4034(3) 0.2717(3) 0.0549(10) Uani 1 1 d . . . H17 H -0.0634 0.4496 0.3240 0.066 Uiso 1 1 calc R . . C23 C 0.7297(5) 0.4737(4) 0.0726(3) 0.0560(11) Uani 1 1 d . . . H035 H 0.8335 0.4926 0.0463 0.067 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 Co1 0.0297(2) 0.0277(2) 0.0161(2) 0.00594(18) -0.00335(16) 0.00017(17) S1 0.0314(4) 0.0219(4) 0.0182(4) 0.0062(3) -0.0001(3) 0.0001(3) O5 0.0386(12) 0.0283(11) 0.0335(13) 0.0112(10) 0.0022(10) -0.0090(9) O6 0.0423(12) 0.0271(11) 0.0304(12) 0.0064(10) 0.0061(10) 0.0091(9) O1 0.0332(11) 0.0455(13) 0.0155(11) 0.0058(10) -0.0011(9) 0.0036(10) O4 0.0435(13) 0.0381(12) 0.0234(12) 0.0110(10) -0.0074(9) -0.0097(10) O3 0.0361(12) 0.0412(12) 0.0215(12) 0.0162(10) -0.0055(9) -0.0006(10) O2 0.0496(13) 0.0452(13) 0.0194(12) 0.0149(11) 0.0022(10) 0.0185(11) N1 0.0342(14) 0.0206(12) 0.0210(14) 0.0078(11) -0.0029(10) -0.0007(11) C22 0.060(3) 0.050(2) 0.065(3) 0.031(2) -0.020(2) -0.023(2) C6 0.0227(14) 0.0273(15) 0.0198(16) 0.0108(13) 0.0022(12) 0.0013(12) C5 0.0184(14) 0.0256(15) 0.0152(15) 0.0062(12) 0.0035(11) 0.0014(11) N2 0.0307(14) 0.0395(15) 0.0206(14) 0.0132(12) -0.0062(11) -0.0066(12) C8 0.0199(14) 0.0233(14) 0.0174(15) 0.0081(12) 0.0022(11) 0.0022(11) C10 0.0229(14) 0.0276(15) 0.0157(15) 0.0039(13) 0.0011(11) 0.0008(12) C11 0.0185(14) 0.0316(16) 0.0162(15) 0.0073(13) 0.0029(11) 0.0047(12) C13 0.0217(14) 0.0246(15) 0.0179(15) 0.0069(12) 0.0019(11) 0.0013(12) C12 0.0267(15) 0.0276(15) 0.0228(16) 0.0155(13) 0.0061(12) 0.0070(12) C19 0.0389(18) 0.0319(17) 0.0244(18) 0.0119(15) -0.0042(14) 0.0002(14) C9 0.0249(15) 0.0260(15) 0.0210(16) 0.0097(13) 0.0030(12) 0.0015(12) C1 0.0238(15) 0.0360(18) 0.0223(17) 0.0090(15) 0.0010(12) -0.0062(14) C2 0.0201(14) 0.0384(17) 0.0192(16) 0.0144(14) 0.0011(12) 0.0012(13) C3 0.0248(15) 0.0334(16) 0.0205(16) 0.0133(14) 0.0004(12) 0.0020(13) C20 0.0433(19) 0.0313(17) 0.0228(17) 0.0119(15) -0.0116(14) -0.0059(15) C14 0.0226(15) 0.0418(19) 0.0186(16) 0.0117(15) 0.0020(12) 0.0052(14) C4 0.0232(15) 0.0278(15) 0.0196(16) 0.0087(13) 0.0006(12) 0.0026(12) C7 0.0261(15) 0.0256(15) 0.0224(16) 0.0053(13) -0.0003(12) -0.0054(12) C15 0.0364(18) 0.0308(17) 0.039(2) 0.0204(16) 0.0038(15) 0.0018(14) C21 0.059(2) 0.0341(19) 0.047(2) 0.0155(18) -0.0117(18) -0.0118(17) C18 0.059(2) 0.0321(18) 0.035(2) -0.0032(16) 0.0009(17) 0.0068(17) C24 0.0328(18) 0.068(2) 0.038(2) 0.0267(19) -0.0042(15) -0.0095(17) C16 0.045(2) 0.060(2) 0.048(2) 0.030(2) 0.0140(18) 0.0116(18) C17 0.055(2) 0.067(3) 0.039(2) 0.010(2) 0.0135(19) 0.021(2) C23 0.037(2) 0.085(3) 0.055(3) 0.047(2) -0.0112(18) -0.023(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 Co1 O2 2.0382(19) . ? Co1 O1 2.0705(19) 2_655 ? Co1 N2 2.104(2) . ? Co1 N1 2.109(2) . ? Co1 O3 2.1935(19) 1_454 ? Co1 O4 2.203(2) 1_454 ? Co1 C1 2.514(3) 1_454 ? S1 O5 1.4319(18) . ? S1 O6 1.443(2) . ? S1 C6 1.763(3) . ? S1 C13 1.770(3) . ? O1 C14 1.248(3) . ? O1 Co1 2.0705(19) 2_655 ? O4 C1 1.247(3) . ? O4 Co1 2.203(2) 1_656 ? O3 C1 1.250(3) . ? O3 Co1 2.1935(19) 1_656 ? O2 C14 1.264(3) . ? N1 C15 1.333(3) . ? N1 C19 1.345(3) . ? C22 C21 1.345(5) . ? C22 C23 1.375(5) . ? C6 C7 1.377(4) . ? C6 C5 1.402(4) . ? C5 C4 1.386(3) . ? C5 C8 1.478(4) . ? N2 C24 1.337(3) . ? N2 C20 1.344(4) . ? C8 C9 1.387(4) . ? C8 C13 1.398(3) . ? C10 C11 1.385(4) . ? C10 C9 1.389(4) . ? C11 C12 1.395(4) . ? C11 C14 1.516(4) . ? C13 C12 1.380(4) . ? C19 C18 1.382(4) . ? C19 C20 1.484(4) . ? C1 C2 1.512(4) . ? C1 Co1 2.514(3) 1_656 ? C2 C3 1.386(4) . ? C2 C7 1.392(4) . ? C3 C4 1.387(4) . ? C20 C21 1.394(4) . ? C15 C16 1.380(4) . ? C18 C17 1.380(4) . ? C24 C23 1.390(5) . ? C16 C17 1.367(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 O2 Co1 O1 94.46(8) . 2_655 ? O2 Co1 N2 100.83(8) . . ? O1 Co1 N2 93.65(9) 2_655 . ? O2 Co1 N1 84.32(8) . . ? O1 Co1 N1 170.41(8) 2_655 . ? N2 Co1 N1 77.29(9) . . ? O2 Co1 O3 110.61(8) . 1_454 ? O1 Co1 O3 90.43(8) 2_655 1_454 ? N2 Co1 O3 147.88(8) . 1_454 ? N1 Co1 O3 98.91(8) . 1_454 ? O2 Co1 O4 164.52(8) . 1_454 ? O1 Co1 O4 97.36(7) 2_655 1_454 ? N2 Co1 O4 88.40(8) . 1_454 ? N1 Co1 O4 85.65(8) . 1_454 ? O3 Co1 O4 59.48(7) 1_454 1_454 ? O2 Co1 C1 139.74(9) . 1_454 ? O1 Co1 C1 93.08(8) 2_655 1_454 ? N2 Co1 C1 118.08(9) . 1_454 ? N1 Co1 C1 93.97(9) . 1_454 ? O3 Co1 C1 29.80(7) 1_454 1_454 ? O4 Co1 C1 29.74(8) 1_454 1_454 ? O5 S1 O6 116.90(12) . . ? O5 S1 C6 111.65(12) . . ? O6 S1 C6 109.85(12) . . ? O5 S1 C13 112.50(12) . . ? O6 S1 C13 110.32(12) . . ? C6 S1 C13 93.13(13) . . ? C14 O1 Co1 126.95(17) . 2_655 ? C1 O4 Co1 89.08(17) . 1_656 ? C1 O3 Co1 89.44(16) . 1_656 ? C14 O2 Co1 132.99(19) . . ? C15 N1 C19 118.7(3) . . ? C15 N1 Co1 124.81(19) . . ? C19 N1 Co1 116.19(18) . . ? C21 C22 C23 119.4(3) . . ? C7 C6 C5 122.6(2) . . ? C7 C6 S1 126.8(2) . . ? C5 C6 S1 110.6(2) . . ? C4 C5 C6 118.2(2) . . ? C4 C5 C8 129.1(2) . . ? C6 C5 C8 112.8(2) . . ? C24 N2 C20 118.5(3) . . ? C24 N2 Co1 125.1(2) . . ? C20 N2 Co1 115.78(18) . . ? C9 C8 C13 118.4(2) . . ? C9 C8 C5 128.6(2) . . ? C13 C8 C5 112.9(2) . . ? C11 C10 C9 122.0(3) . . ? C10 C11 C12 119.5(2) . . ? C10 C11 C14 120.4(3) . . ? C12 C11 C14 120.1(2) . . ? C12 C13 C8 123.0(3) . . ? C12 C13 S1 126.6(2) . . ? C8 C13 S1 110.5(2) . . ? C13 C12 C11 118.0(2) . . ? N1 C19 C18 121.4(3) . . ? N1 C19 C20 114.5(3) . . ? C18 C19 C20 124.1(3) . . ? C8 C9 C10 119.0(2) . . ? O4 C1 O3 121.7(3) . . ? O4 C1 C2 117.4(3) . . ? O3 C1 C2 120.7(3) . . ? O4 C1 Co1 61.18(15) . 1_656 ? O3 C1 Co1 60.75(15) . 1_656 ? C2 C1 Co1 171.43(18) . 1_656 ? C3 C2 C7 119.4(3) . . ? C3 C2 C1 120.7(2) . . ? C7 C2 C1 119.6(3) . . ? C2 C3 C4 121.7(3) . . ? N2 C20 C21 121.6(3) . . ? N2 C20 C19 115.7(2) . . ? C21 C20 C19 122.7(3) . . ? O1 C14 O2 126.3(3) . . ? O1 C14 C11 118.4(3) . . ? O2 C14 C11 115.3(3) . . ? C5 C4 C3 119.5(3) . . ? C6 C7 C2 118.6(3) . . ? N1 C15 C16 122.5(3) . . ? C22 C21 C20 119.6(3) . . ? C17 C18 C19 119.2(3) . . ? N2 C24 C23 121.7(3) . . ? C17 C16 C15 118.8(3) . . ? C16 C17 C18 119.2(3) . . ? C22 C23 C24 119.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Co1 O2 C14 -47.9(3) 2_655 . . . ? N2 Co1 O2 C14 -142.5(2) . . . . ? N1 Co1 O2 C14 141.6(3) . . . . ? O3 Co1 O2 C14 44.2(3) 1_454 . . . ? O4 Co1 O2 C14 91.8(4) 1_454 . . . ? C1 Co1 O2 C14 52.2(3) 1_454 . . . ? O2 Co1 N1 C15 -75.0(2) . . . . ? O1 Co1 N1 C15 -158.2(4) 2_655 . . . ? N2 Co1 N1 C15 -177.5(2) . . . . ? O3 Co1 N1 C15 35.0(2) 1_454 . . . ? O4 Co1 N1 C15 93.2(2) 1_454 . . . ? C1 Co1 N1 C15 64.6(2) 1_454 . . . ? O2 Co1 N1 C19 98.7(2) . . . . ? O1 Co1 N1 C19 15.6(6) 2_655 . . . ? N2 Co1 N1 C19 -3.78(19) . . . . ? O3 Co1 N1 C19 -151.28(19) 1_454 . . . ? O4 Co1 N1 C19 -93.1(2) 1_454 . . . ? C1 Co1 N1 C19 -121.7(2) 1_454 . . . ? O5 S1 C6 C7 61.1(3) . . . . ? O6 S1 C6 C7 -70.2(3) . . . . ? C13 S1 C6 C7 176.8(2) . . . . ? O5 S1 C6 C5 -118.59(19) . . . . ? O6 S1 C6 C5 110.05(19) . . . . ? C13 S1 C6 C5 -2.87(19) . . . . ? C7 C6 C5 C4 2.1(4) . . . . ? S1 C6 C5 C4 -178.17(18) . . . . ? C7 C6 C5 C8 -176.9(2) . . . . ? S1 C6 C5 C8 2.8(3) . . . . ? O2 Co1 N2 C24 106.5(2) . . . . ? O1 Co1 N2 C24 11.2(2) 2_655 . . . ? N1 Co1 N2 C24 -171.9(2) . . . . ? O3 Co1 N2 C24 -85.4(3) 1_454 . . . ? O4 Co1 N2 C24 -86.0(2) 1_454 . . . ? C1 Co1 N2 C24 -84.2(2) 1_454 . . . ? O2 Co1 N2 C20 -82.5(2) . . . . ? O1 Co1 N2 C20 -177.8(2) 2_655 . . . ? N1 Co1 N2 C20 -0.96(19) . . . . ? O3 Co1 N2 C20 85.6(2) 1_454 . . . ? O4 Co1 N2 C20 84.9(2) 1_454 . . . ? C1 Co1 N2 C20 86.8(2) 1_454 . . . ? C4 C5 C8 C9 -0.7(4) . . . . ? C6 C5 C8 C9 178.1(2) . . . . ? C4 C5 C8 C13 179.9(2) . . . . ? C6 C5 C8 C13 -1.2(3) . . . . ? C9 C10 C11 C12 -1.0(4) . . . . ? C9 C10 C11 C14 177.7(2) . . . . ? C9 C8 C13 C12 -0.5(4) . . . . ? C5 C8 C13 C12 179.0(2) . . . . ? C9 C8 C13 S1 179.60(19) . . . . ? C5 C8 C13 S1 -1.0(3) . . . . ? O5 S1 C13 C12 -62.8(3) . . . . ? O6 S1 C13 C12 69.7(2) . . . . ? C6 S1 C13 C12 -177.7(2) . . . . ? O5 S1 C13 C8 117.18(18) . . . . ? O6 S1 C13 C8 -110.33(19) . . . . ? C6 S1 C13 C8 2.19(19) . . . . ? C8 C13 C12 C11 -0.7(4) . . . . ? S1 C13 C12 C11 179.23(19) . . . . ? C10 C11 C12 C13 1.4(4) . . . . ? C14 C11 C12 C13 -177.3(2) . . . . ? C15 N1 C19 C18 1.3(4) . . . . ? Co1 N1 C19 C18 -172.8(2) . . . . ? C15 N1 C19 C20 -178.4(2) . . . . ? Co1 N1 C19 C20 7.5(3) . . . . ? C13 C8 C9 C10 0.9(4) . . . . ? C5 C8 C9 C10 -178.4(2) . . . . ? C11 C10 C9 C8 -0.2(4) . . . . ? Co1 O4 C1 O3 5.1(3) 1_656 . . . ? Co1 O4 C1 C2 -170.4(2) 1_656 . . . ? Co1 O3 C1 O4 -5.1(3) 1_656 . . . ? Co1 O3 C1 C2 170.2(2) 1_656 . . . ? O4 C1 C2 C3 165.5(2) . . . . ? O3 C1 C2 C3 -10.0(4) . . . . ? Co1 C1 C2 C3 87.3(14) 1_656 . . . ? O4 C1 C2 C7 -8.3(4) . . . . ? O3 C1 C2 C7 176.2(2) . . . . ? Co1 C1 C2 C7 -86.4(14) 1_656 . . . ? C7 C2 C3 C4 2.0(4) . . . . ? C1 C2 C3 C4 -171.8(2) . . . . ? C24 N2 C20 C21 -1.2(4) . . . . ? Co1 N2 C20 C21 -172.8(2) . . . . ? C24 N2 C20 C19 176.7(2) . . . . ? Co1 N2 C20 C19 5.1(3) . . . . ? N1 C19 C20 N2 -8.3(4) . . . . ? C18 C19 C20 N2 172.0(3) . . . . ? N1 C19 C20 C21 169.6(3) . . . . ? C18 C19 C20 C21 -10.1(5) . . . . ? Co1 O1 C14 O2 97.1(3) 2_655 . . . ? Co1 O1 C14 C11 -83.0(3) 2_655 . . . ? Co1 O2 C14 O1 -6.5(4) . . . . ? Co1 O2 C14 C11 173.63(16) . . . . ? C10 C11 C14 O1 -13.7(4) . . . . ? C12 C11 C14 O1 165.0(2) . . . . ? C10 C11 C14 O2 166.2(2) . . . . ? C12 C11 C14 O2 -15.1(4) . . . . ? C6 C5 C4 C3 -1.5(4) . . . . ? C8 C5 C4 C3 177.4(2) . . . . ? C2 C3 C4 C5 -0.5(4) . . . . ? C5 C6 C7 C2 -0.7(4) . . . . ? S1 C6 C7 C2 179.64(19) . . . . ? C3 C2 C7 C6 -1.3(4) . . . . ? C1 C2 C7 C6 172.5(2) . . . . ? C19 N1 C15 C16 -0.9(4) . . . . ? Co1 N1 C15 C16 172.7(2) . . . . ? C23 C22 C21 C20 -1.0(5) . . . . ? N2 C20 C21 C22 2.1(5) . . . . ? C19 C20 C21 C22 -175.7(3) . . . . ? N1 C19 C18 C17 -0.2(5) . . . . ? C20 C19 C18 C17 179.5(3) . . . . ? C20 N2 C24 C23 -0.7(4) . . . . ? Co1 N2 C24 C23 170.0(2) . . . . ? N1 C15 C16 C17 -0.7(5) . . . . ? C15 C16 C17 C18 1.8(5) . . . . ? C19 C18 C17 C16 -1.4(5) . . . . ? C21 C22 C23 C24 -0.8(5) . . . . ? N2 C24 C23 C22 1.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.577 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.068 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.496 0.500 0.500 127 30 ' ' _platon_squeeze_details ; ;