data_71220am _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Cl2 N6 O3 S3' _chemical_formula_weight 505.41 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' 'Cl' 'Cl' 0.1484 0.1585 '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 12.3957(15) _cell_length_b 13.1933(16) _cell_length_c 14.4155(18) _cell_angle_alpha 111.293(2) _cell_angle_beta 106.666(2) _cell_angle_gamma 94.493(2) _cell_volume 2059.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4265 _cell_measurement_theta_min 2.372 _cell_measurement_theta_max 28.199 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.652 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8283 _exptl_absorpt_correction_T_max 0.9376 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10888 _diffrn_reflns_av_R_equivalents 0.0176 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7495 _reflns_number_gt 6118 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0614P)^2^+0.5544P] 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 7495 _refine_ls_number_parameters 547 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1117 _refine_ls_wR_factor_gt 0.1046 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 C1 C 0.3060(2) 1.2591(2) 0.1428(2) 0.0333(6) Uani 1 1 d . . . H1A H 0.3125 1.2677 0.2148 0.050 Uiso 1 1 calc R . . H1B H 0.2528 1.3038 0.1208 0.050 Uiso 1 1 calc R . . H1C H 0.3818 1.2841 0.1414 0.050 Uiso 1 1 calc R . . C2 C 0.3739(2) 1.0650(2) 0.09304(19) 0.0253(5) Uani 1 1 d . . . C3 C 0.4715(2) 0.9383(2) 0.08980(19) 0.0247(5) Uani 1 1 d . . . C4 C 0.4947(2) 0.8269(2) 0.05302(19) 0.0246(5) Uani 1 1 d . . . C5 C 0.4124(2) 0.7414(2) -0.03198(19) 0.0252(5) Uani 1 1 d . . . H5 H 0.3393 0.7545 -0.0634 0.030 Uiso 1 1 calc R . . C6 C 0.4371(2) 0.6352(2) -0.07166(18) 0.0233(5) Uani 1 1 d . . . C7 C 0.5442(2) 0.6159(2) -0.02584(19) 0.0247(5) Uani 1 1 d . . . H7 H 0.5611 0.5441 -0.0525 0.030 Uiso 1 1 calc R . . C8 C 0.6265(2) 0.7030(2) 0.05966(18) 0.0232(5) Uani 1 1 d . . . C9 C 0.6017(2) 0.8078(2) 0.09945(19) 0.0242(5) Uani 1 1 d . . . H9 H 0.6578 0.8664 0.1584 0.029 Uiso 1 1 calc R . . C10 C 0.7421(2) 0.6849(2) 0.10365(18) 0.0239(5) Uani 1 1 d . . . C11 C 0.9164(2) 0.7277(2) 0.20345(19) 0.0239(5) Uani 1 1 d . . . C12 C 1.1353(2) 0.7198(2) 0.2954(2) 0.0331(6) Uani 1 1 d . . . H12A H 1.1052 0.6569 0.3080 0.050 Uiso 1 1 calc R . . H12B H 1.2113 0.7578 0.3487 0.050 Uiso 1 1 calc R . . H12C H 1.1418 0.6926 0.2247 0.050 Uiso 1 1 calc R . . C13 C 0.3501(2) 0.5487(2) -0.16497(19) 0.0249(5) Uani 1 1 d . . . C14 C 0.1874(2) 0.4846(2) -0.28754(19) 0.0253(5) Uani 1 1 d . . . C15 C 0.0069(2) 0.3594(2) -0.4617(2) 0.0337(6) Uani 1 1 d . . . H15A H 0.0630 0.3494 -0.4987 0.051 Uiso 1 1 calc R . . H15B H -0.0689 0.3536 -0.5110 0.051 Uiso 1 1 calc R . . H15C H 0.0028 0.3017 -0.4343 0.051 Uiso 1 1 calc R . . C16 C 1.0707(2) 1.4180(2) 1.1192(2) 0.0416(7) Uani 1 1 d . . . H16A H 1.0922 1.3738 1.1609 0.062 Uiso 1 1 calc R . . H16B H 1.0786 1.4954 1.1668 0.062 Uiso 1 1 calc R . . H16C H 1.1213 1.4146 1.0773 0.062 Uiso 1 1 calc R . . C17 C 0.9358(2) 1.2295(2) 0.96300(19) 0.0275(6) Uani 1 1 d . . . C18 C 0.8689(2) 1.0655(2) 0.84402(19) 0.0246(5) Uani 1 1 d . . . C19 C 0.7797(2) 0.9764(2) 0.75489(18) 0.0237(5) Uani 1 1 d . . . C20 C 0.6744(2) 1.0022(2) 0.71390(19) 0.0249(5) Uani 1 1 d . . . H20 H 0.6629 1.0760 0.7428 0.030 Uiso 1 1 calc R . . C21 C 0.5863(2) 0.9196(2) 0.63057(18) 0.0244(5) Uani 1 1 d . . . C22 C 0.6034(2) 0.8119(2) 0.58818(19) 0.0255(5) Uani 1 1 d . . . H22 H 0.5429 0.7553 0.5319 0.031 Uiso 1 1 calc R . . C23 C 0.7090(2) 0.7869(2) 0.62803(18) 0.0240(5) Uani 1 1 d . . . C24 C 0.7977(2) 0.8690(2) 0.71188(19) 0.0250(5) Uani 1 1 d . . . H24 H 0.8698 0.8517 0.7394 0.030 Uiso 1 1 calc R . . C25 C 0.7261(2) 0.6732(2) 0.58312(18) 0.0248(5) Uani 1 1 d . . . C26 C 0.6833(2) 0.5034(2) 0.47590(19) 0.0257(5) Uani 1 1 d . . . C27 C 0.6919(2) 0.2910(2) 0.3777(2) 0.0379(7) Uani 1 1 d . . . H27A H 0.7601 0.3140 0.3631 0.057 Uiso 1 1 calc R . . H27B H 0.6523 0.2158 0.3255 0.057 Uiso 1 1 calc R . . H27C H 0.7153 0.2915 0.4489 0.057 Uiso 1 1 calc R . . C28 C 0.4760(2) 0.9456(2) 0.58799(18) 0.0244(5) Uani 1 1 d . . . C29 C 0.3482(2) 1.0435(2) 0.57900(19) 0.0251(5) Uani 1 1 d . . . C30 C 0.1537(2) 1.1128(2) 0.5222(2) 0.0367(7) Uani 1 1 d . . . H30A H 0.1598 1.0837 0.4513 0.055 Uiso 1 1 calc R . . H30B H 0.1120 1.1738 0.5298 0.055 Uiso 1 1 calc R . . H30C H 0.1121 1.0534 0.5321 0.055 Uiso 1 1 calc R . . C31 C 0.4310(2) 0.6594(2) 0.2934(2) 0.0361(6) Uani 1 1 d . . . H31A H 0.4384 0.7333 0.3492 0.043 Uiso 1 1 calc R . . H31B H 0.5094 0.6454 0.2989 0.043 Uiso 1 1 calc R . . C32 C 0.1612(2) 0.9262(2) 0.7887(2) 0.0391(7) Uani 1 1 d . . . H32A H 0.2457 0.9468 0.8241 0.047 Uiso 1 1 calc R . . H32B H 0.1275 0.9862 0.8278 0.047 Uiso 1 1 calc R . . Cl1 Cl 0.35410(7) 0.55772(8) 0.31507(7) 0.0587(2) Uani 1 1 d . . . Cl2 Cl 0.36378(8) 0.66046(8) 0.16902(6) 0.0553(2) Uani 1 1 d . . . Cl3 Cl 0.12806(9) 0.91535(8) 0.65805(7) 0.0654(3) Uani 1 1 d . . . Cl4 Cl 0.10886(8) 0.80195(8) 0.79416(9) 0.0638(3) Uani 1 1 d . . . N1 N 0.53927(18) 1.03057(18) 0.15863(17) 0.0304(5) Uani 1 1 d . . . N2 N 0.47509(18) 1.11496(17) 0.16142(17) 0.0305(5) Uani 1 1 d . . . N3 N 0.35318(17) 0.44965(17) -0.22292(16) 0.0267(5) Uani 1 1 d . . . N4 N 0.24417(17) 0.40548(17) -0.30506(16) 0.0271(5) Uani 1 1 d . . . N5 N 0.89875(17) 0.62364(18) 0.14224(16) 0.0287(5) Uani 1 1 d . . . N6 N 0.78217(17) 0.59639(18) 0.07572(16) 0.0284(5) Uani 1 1 d . . . N7 N 0.81249(18) 0.63118(18) 0.61286(17) 0.0312(5) Uani 1 1 d . . . N8 N 0.78488(18) 0.51824(17) 0.54148(17) 0.0307(5) Uani 1 1 d . . . N9 N 0.97584(17) 1.07008(17) 0.88787(16) 0.0278(5) Uani 1 1 d . . . N10 N 1.02133(18) 1.17960(17) 0.96706(17) 0.0298(5) Uani 1 1 d . . . N11 N 0.38939(18) 0.88513(18) 0.50510(16) 0.0305(5) Uani 1 1 d . . . N12 N 0.30412(18) 0.94966(18) 0.49891(16) 0.0298(5) Uani 1 1 d . . . O1 O 0.36357(14) 0.95293(14) 0.04411(13) 0.0259(4) Uani 1 1 d . . . O2 O 0.24724(14) 0.57751(14) -0.20046(13) 0.0258(4) Uani 1 1 d . . . O3 O 0.82207(13) 0.77329(14) 0.18449(13) 0.0251(4) Uani 1 1 d . . . O4 O 0.83576(14) 1.16338(14) 0.88755(13) 0.0274(4) Uani 1 1 d . . . O5 O 0.63913(14) 0.59712(14) 0.49593(13) 0.0267(4) Uani 1 1 d . . . O6 O 0.45717(14) 1.04861(14) 0.63969(13) 0.0264(4) Uani 1 1 d . . . S1 S 0.25212(5) 1.11513(5) 0.05367(5) 0.02821(16) Uani 1 1 d . . . S2 S 0.05065(5) 0.49376(5) -0.35374(5) 0.03059(16) Uani 1 1 d . . . S3 S 1.03899(5) 0.81535(5) 0.30413(5) 0.02862(16) Uani 1 1 d . . . S4 S 0.92462(6) 1.36355(6) 1.03231(6) 0.03564(18) Uani 1 1 d . . . S5 S 0.59655(6) 0.38551(5) 0.36979(5) 0.03169(17) Uani 1 1 d . . . S6 S 0.29518(6) 1.16302(5) 0.61971(5) 0.03095(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0396(16) 0.0264(14) 0.0344(15) 0.0127(12) 0.0112(12) 0.0116(12) C2 0.0297(14) 0.0234(13) 0.0237(13) 0.0100(10) 0.0097(11) 0.0063(11) C3 0.0215(12) 0.0292(14) 0.0244(13) 0.0134(11) 0.0061(10) 0.0050(10) C4 0.0252(13) 0.0253(13) 0.0253(13) 0.0119(10) 0.0092(10) 0.0058(10) C5 0.0220(12) 0.0294(14) 0.0268(13) 0.0145(11) 0.0074(10) 0.0071(10) C6 0.0238(12) 0.0257(13) 0.0222(12) 0.0115(10) 0.0083(10) 0.0046(10) C7 0.0263(13) 0.0263(13) 0.0270(13) 0.0141(11) 0.0119(10) 0.0074(10) C8 0.0224(12) 0.0272(13) 0.0238(12) 0.0130(10) 0.0093(10) 0.0068(10) C9 0.0221(12) 0.0258(13) 0.0243(13) 0.0117(10) 0.0059(10) 0.0031(10) C10 0.0234(12) 0.0267(13) 0.0217(12) 0.0101(10) 0.0078(10) 0.0036(10) C11 0.0200(12) 0.0276(13) 0.0270(13) 0.0134(11) 0.0084(10) 0.0074(10) C12 0.0224(13) 0.0306(14) 0.0356(15) 0.0056(12) 0.0043(11) 0.0066(11) C13 0.0212(12) 0.0305(14) 0.0294(14) 0.0168(11) 0.0110(10) 0.0079(11) C14 0.0253(13) 0.0230(13) 0.0269(13) 0.0099(11) 0.0085(10) 0.0034(10) C15 0.0288(14) 0.0291(14) 0.0326(15) 0.0091(12) 0.0004(11) 0.0024(11) C16 0.0311(15) 0.0297(15) 0.0399(17) -0.0046(12) 0.0022(12) 0.0050(12) C17 0.0251(13) 0.0271(13) 0.0235(13) 0.0053(11) 0.0052(10) 0.0031(11) C18 0.0270(13) 0.0217(12) 0.0251(13) 0.0079(10) 0.0110(10) 0.0043(10) C19 0.0240(12) 0.0265(13) 0.0211(12) 0.0095(10) 0.0091(10) 0.0033(10) C20 0.0285(13) 0.0206(12) 0.0246(13) 0.0075(10) 0.0095(10) 0.0053(10) C21 0.0271(13) 0.0261(13) 0.0211(12) 0.0097(10) 0.0095(10) 0.0061(10) C22 0.0274(13) 0.0250(13) 0.0210(12) 0.0080(10) 0.0064(10) 0.0011(10) C23 0.0279(13) 0.0233(13) 0.0234(12) 0.0105(10) 0.0113(10) 0.0045(10) C24 0.0243(13) 0.0287(13) 0.0236(12) 0.0116(10) 0.0087(10) 0.0059(10) C25 0.0252(13) 0.0243(13) 0.0224(13) 0.0071(10) 0.0082(10) 0.0027(10) C26 0.0308(14) 0.0215(13) 0.0265(13) 0.0095(10) 0.0121(11) 0.0063(11) C27 0.0345(15) 0.0226(14) 0.0412(16) 0.0045(12) 0.0021(12) 0.0038(12) C28 0.0280(13) 0.0215(12) 0.0224(12) 0.0074(10) 0.0086(10) 0.0047(10) C29 0.0233(13) 0.0273(13) 0.0249(13) 0.0104(11) 0.0080(10) 0.0071(10) C30 0.0279(14) 0.0374(16) 0.0420(16) 0.0139(13) 0.0093(12) 0.0122(12) C31 0.0321(15) 0.0361(16) 0.0348(15) 0.0101(12) 0.0096(12) 0.0061(12) C32 0.0358(16) 0.0342(16) 0.0365(16) 0.0063(13) 0.0078(12) 0.0055(12) Cl1 0.0450(5) 0.0618(6) 0.0766(6) 0.0445(5) 0.0111(4) 0.0047(4) Cl2 0.0620(5) 0.0754(6) 0.0419(4) 0.0296(4) 0.0246(4) 0.0325(5) Cl3 0.0893(7) 0.0541(5) 0.0429(5) 0.0187(4) 0.0080(4) 0.0203(5) Cl4 0.0597(6) 0.0501(5) 0.0960(7) 0.0384(5) 0.0340(5) 0.0159(4) N1 0.0250(11) 0.0248(11) 0.0344(12) 0.0102(10) 0.0024(9) 0.0057(9) N2 0.0274(12) 0.0243(11) 0.0329(12) 0.0093(9) 0.0030(10) 0.0053(9) N3 0.0223(11) 0.0254(11) 0.0270(11) 0.0077(9) 0.0045(8) 0.0052(9) N4 0.0218(11) 0.0268(11) 0.0286(11) 0.0083(9) 0.0056(9) 0.0071(9) N5 0.0227(11) 0.0316(12) 0.0275(11) 0.0095(9) 0.0048(9) 0.0072(9) N6 0.0212(11) 0.0288(12) 0.0287(11) 0.0068(9) 0.0052(9) 0.0054(9) N7 0.0289(12) 0.0229(11) 0.0323(12) 0.0054(9) 0.0044(9) 0.0044(9) N8 0.0291(12) 0.0214(11) 0.0337(12) 0.0062(9) 0.0057(10) 0.0049(9) N9 0.0262(11) 0.0219(11) 0.0273(11) 0.0045(9) 0.0044(9) 0.0055(9) N10 0.0253(11) 0.0234(11) 0.0309(12) 0.0035(9) 0.0051(9) 0.0051(9) N11 0.0281(12) 0.0260(12) 0.0281(12) 0.0048(9) 0.0033(9) 0.0081(9) N12 0.0257(11) 0.0279(12) 0.0277(12) 0.0059(10) 0.0036(9) 0.0077(9) O1 0.0238(9) 0.0236(9) 0.0255(9) 0.0083(7) 0.0032(7) 0.0063(7) O2 0.0217(9) 0.0230(9) 0.0278(9) 0.0077(7) 0.0044(7) 0.0065(7) O3 0.0209(9) 0.0252(9) 0.0271(9) 0.0092(7) 0.0061(7) 0.0074(7) O4 0.0219(9) 0.0231(9) 0.0287(9) 0.0033(7) 0.0056(7) 0.0051(7) O5 0.0252(9) 0.0239(9) 0.0251(9) 0.0059(7) 0.0052(7) 0.0059(7) O6 0.0247(9) 0.0246(9) 0.0225(9) 0.0042(7) 0.0043(7) 0.0056(7) S1 0.0266(3) 0.0286(3) 0.0278(3) 0.0116(3) 0.0059(3) 0.0090(3) S2 0.0240(3) 0.0264(3) 0.0349(4) 0.0104(3) 0.0022(3) 0.0084(3) S3 0.0243(3) 0.0253(3) 0.0291(3) 0.0064(3) 0.0049(3) 0.0048(3) S4 0.0286(4) 0.0266(4) 0.0383(4) 0.0005(3) 0.0074(3) 0.0096(3) S5 0.0284(3) 0.0248(3) 0.0304(4) 0.0047(3) 0.0027(3) 0.0022(3) S6 0.0299(4) 0.0283(3) 0.0304(4) 0.0063(3) 0.0102(3) 0.0104(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 S1 1.800(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 N2 1.292(3) . ? C2 O1 1.364(3) . ? C2 S1 1.726(2) . ? C3 N1 1.287(3) . ? C3 O1 1.374(3) . ? C3 C4 1.454(3) . ? C4 C5 1.384(3) . ? C4 C9 1.392(3) . ? C5 C6 1.403(3) . ? C5 H5 0.9500 . ? C6 C7 1.391(3) . ? C6 C13 1.462(3) . ? C7 C8 1.395(3) . ? C7 H7 0.9500 . ? C8 C9 1.388(3) . ? C8 C10 1.467(3) . ? C9 H9 0.9500 . ? C10 N6 1.279(3) . ? C10 O3 1.368(3) . ? C11 N5 1.294(3) . ? C11 O3 1.360(3) . ? C11 S3 1.730(2) . ? C12 S3 1.799(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 N3 1.281(3) . ? C13 O2 1.369(3) . ? C14 N4 1.293(3) . ? C14 O2 1.355(3) . ? C14 S2 1.728(2) . ? C15 S2 1.795(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 S4 1.790(3) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 N10 1.290(3) . ? C17 O4 1.360(3) . ? C17 S4 1.726(3) . ? C18 N9 1.280(3) . ? C18 O4 1.369(3) . ? C18 C19 1.463(3) . ? C19 C24 1.390(3) . ? C19 C20 1.393(3) . ? C20 C21 1.391(3) . ? C20 H20 0.9500 . ? C21 C22 1.389(3) . ? C21 C28 1.452(3) . ? C22 C23 1.387(3) . ? C22 H22 0.9500 . ? C23 C24 1.394(3) . ? C23 C25 1.462(3) . ? C24 H24 0.9500 . ? C25 N7 1.280(3) . ? C25 O5 1.374(3) . ? C26 N8 1.290(3) . ? C26 O5 1.359(3) . ? C26 S5 1.727(2) . ? C27 S5 1.795(3) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 N11 1.286(3) . ? C28 O6 1.368(3) . ? C29 N12 1.288(3) . ? C29 O6 1.364(3) . ? C29 S6 1.724(2) . ? C30 S6 1.794(3) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 Cl2 1.753(3) . ? C31 Cl1 1.755(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 Cl4 1.752(3) . ? C32 Cl3 1.758(3) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? N1 N2 1.414(3) . ? N3 N4 1.423(3) . ? N5 N6 1.418(3) . ? N7 N8 1.414(3) . ? N9 N10 1.419(3) . ? N11 N12 1.411(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 O1 113.1(2) . . ? N2 C2 S1 131.4(2) . . ? O1 C2 S1 115.51(17) . . ? N1 C3 O1 112.2(2) . . ? N1 C3 C4 129.7(2) . . ? O1 C3 C4 118.1(2) . . ? C5 C4 C9 120.2(2) . . ? C5 C4 C3 119.7(2) . . ? C9 C4 C3 120.0(2) . . ? C4 C5 C6 119.9(2) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C7 C6 C5 120.1(2) . . ? C7 C6 C13 121.7(2) . . ? C5 C6 C13 118.1(2) . . ? C6 C7 C8 119.5(2) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? C9 C8 C7 120.4(2) . . ? C9 C8 C10 119.9(2) . . ? C7 C8 C10 119.6(2) . . ? C8 C9 C4 120.0(2) . . ? C8 C9 H9 120.0 . . ? C4 C9 H9 120.0 . . ? N6 C10 O3 112.9(2) . . ? N6 C10 C8 129.1(2) . . ? O3 C10 C8 118.0(2) . . ? N5 C11 O3 113.5(2) . . ? N5 C11 S3 130.30(19) . . ? O3 C11 S3 116.25(17) . . ? S3 C12 H12A 109.5 . . ? S3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? S3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 O2 112.7(2) . . ? N3 C13 C6 131.4(2) . . ? O2 C13 C6 115.8(2) . . ? N4 C14 O2 113.3(2) . . ? N4 C14 S2 132.3(2) . . ? O2 C14 S2 114.41(17) . . ? S2 C15 H15A 109.5 . . ? S2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? S2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? S4 C16 H16A 109.5 . . ? S4 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? S4 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N10 C17 O4 113.0(2) . . ? N10 C17 S4 132.6(2) . . ? O4 C17 S4 114.41(18) . . ? N9 C18 O4 112.7(2) . . ? N9 C18 C19 131.3(2) . . ? O4 C18 C19 116.0(2) . . ? C24 C19 C20 120.4(2) . . ? C24 C19 C18 121.8(2) . . ? C20 C19 C18 117.8(2) . . ? C21 C20 C19 119.8(2) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C22 C21 C20 120.0(2) . . ? C22 C21 C28 119.8(2) . . ? C20 C21 C28 120.1(2) . . ? C23 C22 C21 120.0(2) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 120.3(2) . . ? C22 C23 C25 119.7(2) . . ? C24 C23 C25 120.0(2) . . ? C19 C24 C23 119.4(2) . . ? C19 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? N7 C25 O5 112.7(2) . . ? N7 C25 C23 129.6(2) . . ? O5 C25 C23 117.8(2) . . ? N8 C26 O5 113.1(2) . . ? N8 C26 S5 130.53(19) . . ? O5 C26 S5 116.32(18) . . ? S5 C27 H27A 109.5 . . ? S5 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? S5 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N11 C28 O6 112.4(2) . . ? N11 C28 C21 129.4(2) . . ? O6 C28 C21 118.3(2) . . ? N12 C29 O6 113.2(2) . . ? N12 C29 S6 131.4(2) . . ? O6 C29 S6 115.42(17) . . ? S6 C30 H30A 109.5 . . ? S6 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? S6 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? Cl2 C31 Cl1 112.18(15) . . ? Cl2 C31 H31A 109.2 . . ? Cl1 C31 H31A 109.2 . . ? Cl2 C31 H31B 109.2 . . ? Cl1 C31 H31B 109.2 . . ? H31A C31 H31B 107.9 . . ? Cl4 C32 Cl3 112.24(16) . . ? Cl4 C32 H32A 109.2 . . ? Cl3 C32 H32A 109.2 . . ? Cl4 C32 H32B 109.2 . . ? Cl3 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C3 N1 N2 106.8(2) . . ? C2 N2 N1 105.5(2) . . ? C13 N3 N4 106.34(19) . . ? C14 N4 N3 105.2(2) . . ? C11 N5 N6 105.02(19) . . ? C10 N6 N5 106.7(2) . . ? C25 N7 N8 106.4(2) . . ? C26 N8 N7 105.7(2) . . ? C18 N9 N10 106.33(19) . . ? C17 N10 N9 105.6(2) . . ? C28 N11 N12 106.7(2) . . ? C29 N12 N11 105.5(2) . . ? C2 O1 C3 102.33(18) . . ? C14 O2 C13 102.42(18) . . ? C11 O3 C10 102.01(18) . . ? C17 O4 C18 102.38(19) . . ? C26 O5 C25 102.07(19) . . ? C29 O6 C28 102.21(18) . . ? C2 S1 C1 98.47(12) . . ? C14 S2 C15 99.41(12) . . ? C11 S3 C12 99.07(12) . . ? C17 S4 C16 99.21(12) . . ? C26 S5 C27 98.53(12) . . ? C29 S6 C30 98.19(12) . . ? 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 N1 C3 C4 C5 -171.7(3) . . . . ? O1 C3 C4 C5 5.6(3) . . . . ? N1 C3 C4 C9 4.8(4) . . . . ? O1 C3 C4 C9 -177.9(2) . . . . ? C9 C4 C5 C6 -0.3(4) . . . . ? C3 C4 C5 C6 176.2(2) . . . . ? C4 C5 C6 C7 -0.1(4) . . . . ? C4 C5 C6 C13 -176.8(2) . . . . ? C5 C6 C7 C8 -0.1(3) . . . . ? C13 C6 C7 C8 176.6(2) . . . . ? C6 C7 C8 C9 0.6(3) . . . . ? C6 C7 C8 C10 -175.9(2) . . . . ? C7 C8 C9 C4 -0.9(4) . . . . ? C10 C8 C9 C4 175.6(2) . . . . ? C5 C4 C9 C8 0.8(4) . . . . ? C3 C4 C9 C8 -175.7(2) . . . . ? C9 C8 C10 N6 -177.6(2) . . . . ? C7 C8 C10 N6 -1.0(4) . . . . ? C9 C8 C10 O3 0.7(3) . . . . ? C7 C8 C10 O3 177.2(2) . . . . ? C7 C6 C13 N3 -4.1(4) . . . . ? C5 C6 C13 N3 172.6(3) . . . . ? C7 C6 C13 O2 178.3(2) . . . . ? C5 C6 C13 O2 -5.1(3) . . . . ? N9 C18 C19 C24 10.5(4) . . . . ? O4 C18 C19 C24 -171.9(2) . . . . ? N9 C18 C19 C20 -169.7(3) . . . . ? O4 C18 C19 C20 7.8(3) . . . . ? C24 C19 C20 C21 1.0(4) . . . . ? C18 C19 C20 C21 -178.7(2) . . . . ? C19 C20 C21 C22 -0.3(4) . . . . ? C19 C20 C21 C28 179.5(2) . . . . ? C20 C21 C22 C23 -0.8(4) . . . . ? C28 C21 C22 C23 179.5(2) . . . . ? C21 C22 C23 C24 1.1(4) . . . . ? C21 C22 C23 C25 179.8(2) . . . . ? C20 C19 C24 C23 -0.7(4) . . . . ? C18 C19 C24 C23 179.0(2) . . . . ? C22 C23 C24 C19 -0.4(4) . . . . ? C25 C23 C24 C19 -179.0(2) . . . . ? C22 C23 C25 N7 -174.3(2) . . . . ? C24 C23 C25 N7 4.4(4) . . . . ? C22 C23 C25 O5 5.7(3) . . . . ? C24 C23 C25 O5 -175.6(2) . . . . ? C22 C21 C28 N11 -8.7(4) . . . . ? C20 C21 C28 N11 171.5(3) . . . . ? C22 C21 C28 O6 172.1(2) . . . . ? C20 C21 C28 O6 -7.7(3) . . . . ? O1 C3 N1 N2 0.0(3) . . . . ? C4 C3 N1 N2 177.4(2) . . . . ? O1 C2 N2 N1 0.4(3) . . . . ? S1 C2 N2 N1 -179.4(2) . . . . ? C3 N1 N2 C2 -0.2(3) . . . . ? O2 C13 N3 N4 -0.2(3) . . . . ? C6 C13 N3 N4 -177.9(2) . . . . ? O2 C14 N4 N3 -0.8(3) . . . . ? S2 C14 N4 N3 179.2(2) . . . . ? C13 N3 N4 C14 0.6(3) . . . . ? O3 C11 N5 N6 0.2(3) . . . . ? S3 C11 N5 N6 179.65(19) . . . . ? O3 C10 N6 N5 0.6(3) . . . . ? C8 C10 N6 N5 179.0(2) . . . . ? C11 N5 N6 C10 -0.5(3) . . . . ? O5 C25 N7 N8 0.4(3) . . . . ? C23 C25 N7 N8 -179.5(2) . . . . ? O5 C26 N8 N7 0.4(3) . . . . ? S5 C26 N8 N7 -179.1(2) . . . . ? C25 N7 N8 C26 -0.5(3) . . . . ? O4 C18 N9 N10 -0.8(3) . . . . ? C19 C18 N9 N10 176.8(2) . . . . ? O4 C17 N10 N9 -0.1(3) . . . . ? S4 C17 N10 N9 -178.6(2) . . . . ? C18 N9 N10 C17 0.5(3) . . . . ? O6 C28 N11 N12 -0.5(3) . . . . ? C21 C28 N11 N12 -179.8(2) . . . . ? O6 C29 N12 N11 0.1(3) . . . . ? S6 C29 N12 N11 178.1(2) . . . . ? C28 N11 N12 C29 0.3(3) . . . . ? N2 C2 O1 C3 -0.4(3) . . . . ? S1 C2 O1 C3 179.47(16) . . . . ? N1 C3 O1 C2 0.2(3) . . . . ? C4 C3 O1 C2 -177.5(2) . . . . ? N4 C14 O2 C13 0.7(3) . . . . ? S2 C14 O2 C13 -179.36(16) . . . . ? N3 C13 O2 C14 -0.2(3) . . . . ? C6 C13 O2 C14 177.8(2) . . . . ? N5 C11 O3 C10 0.2(3) . . . . ? S3 C11 O3 C10 -179.38(17) . . . . ? N6 C10 O3 C11 -0.5(3) . . . . ? C8 C10 O3 C11 -179.1(2) . . . . ? N10 C17 O4 C18 -0.3(3) . . . . ? S4 C17 O4 C18 178.43(17) . . . . ? N9 C18 O4 C17 0.7(3) . . . . ? C19 C18 O4 C17 -177.3(2) . . . . ? N8 C26 O5 C25 -0.2(3) . . . . ? S5 C26 O5 C25 179.41(17) . . . . ? N7 C25 O5 C26 -0.2(3) . . . . ? C23 C25 O5 C26 179.8(2) . . . . ? N12 C29 O6 C28 -0.4(3) . . . . ? S6 C29 O6 C28 -178.69(17) . . . . ? N11 C28 O6 C29 0.5(3) . . . . ? C21 C28 O6 C29 179.9(2) . . . . ? N2 C2 S1 C1 -3.1(3) . . . . ? O1 C2 S1 C1 177.06(18) . . . . ? N4 C14 S2 C15 -1.9(3) . . . . ? O2 C14 S2 C15 178.14(19) . . . . ? N5 C11 S3 C12 1.7(3) . . . . ? O3 C11 S3 C12 -178.83(18) . . . . ? N10 C17 S4 C16 -1.5(3) . . . . ? O4 C17 S4 C16 -179.9(2) . . . . ? N8 C26 S5 C27 -0.8(3) . . . . ? O5 C26 S5 C27 179.68(19) . . . . ? N12 C29 S6 C30 4.7(3) . . . . ? O6 C29 S6 C30 -177.35(19) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.423 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.093