# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_global data_x _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Cl4 Cr14 H93 N29 O3 S16, 6(Cl), 2(H2 O)' _chemical_formula_sum 'Cl10 Cr14 H97 N29 O5 S16' _chemical_formula_weight 2179.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' 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' O O 0.0106 0.0060 '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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.7748(5) _cell_length_b 10.7982(3) _cell_length_c 19.9149(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.716(3) _cell_angle_gamma 90.00 _cell_volume 3660.86(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3880 _cell_measurement_theta_min 2.229 _cell_measurement_theta_max 29.0732 _exptl_crystal_description sheet _exptl_crystal_colour black _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.977 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2204 _exptl_absorpt_coefficient_mu 2.852 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6604 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8185 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 26.72 _reflns_number_total 3843 _reflns_number_gt 2529 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND. Version 3.0. Crystal Impact' _computing_publication_material 'Windows Word 2003' _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^)+(0.0315P)^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 3843 _refine_ls_number_parameters 203 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0700 _refine_ls_wR_factor_gt 0.0674 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.007 _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 0.5000 0.36017(6) 0.2500 0.01914(14) Uani 1 2 d S . . Cr2 Cr 0.39882(3) 0.51478(4) 0.10280(2) 0.02251(12) Uani 1 1 d . . . Cr3 Cr 0.40189(2) 0.20245(4) 0.105258(19) 0.02252(12) Uani 1 1 d . . . Cr4 Cr 0.29918(2) 0.35531(5) 0.19663(2) 0.02557(12) Uani 1 1 d . . . S1 S 0.39911(4) 0.20492(6) 0.22291(3) 0.02447(17) Uani 1 1 d . A . S2 S 0.30141(4) 0.35781(7) 0.07770(3) 0.02443(16) Uani 1 1 d . A . S3 S 0.39628(4) 0.51243(6) 0.22063(3) 0.02341(16) Uani 1 1 d . A . S4 S 0.50284(4) 0.36127(7) 0.37255(3) 0.02316(15) Uani 1 1 d . . . Cl2 Cl 0.38925(4) -0.13773(7) -0.01938(4) 0.03702(18) Uani 1 1 d . . . Cl1 Cl 0.19855(7) 0.19082(14) 0.16466(7) 0.0452(3) Uani 0.75 1 d P A 1 O1 O 0.3986(3) 0.5353(5) -0.0049(3) 0.086(2) Uani 0.75 1 d PU B 1 H1D H 0.4009 0.6053 -0.0202 0.128 Uiso 0.75 1 d PR B 1 H1E H 0.3877 0.4944 -0.0411 0.128 Uiso 0.75 1 d PR B 1 Cl3 Cl 0.4177(2) 0.8580(3) 0.22974(18) 0.0493(7) Uani 0.50 1 d P C 1 N1B N 0.2003(10) 0.2440(16) 0.1903(7) 0.099(7) Uani 0.25 1 d P A 2 H1G H 0.1763 0.2706 0.2211 0.148 Uiso 0.25 1 calc PR A 2 H1H H 0.2155 0.1658 0.1999 0.148 Uiso 0.25 1 calc PR A 2 H1I H 0.1674 0.2484 0.1472 0.148 Uiso 0.25 1 calc PR A 2 Cl1B Cl 0.3846(3) 0.4903(5) -0.0242(3) 0.0467(13) Uani 0.25 1 d P B 2 O2 O 0.3908(6) 0.8506(11) 0.2133(5) 0.091(4) Uani 0.50 1 d P D 2 H2D H 0.3929 0.9264 0.2152 0.136 Uiso 0.50 1 d PR D 2 H2E H 0.3590 0.8214 0.1786 0.136 Uiso 0.50 1 d PR D 2 N1 N 0.48591(15) 0.6555(2) 0.12587(12) 0.0395(6) Uani 1 1 d . B . H1A H 0.4879 0.6902 0.1669 0.059 Uiso 1 1 calc R . . H1B H 0.4739 0.7128 0.0924 0.059 Uiso 1 1 calc R . . H1C H 0.5324 0.6225 0.1280 0.059 Uiso 1 1 calc R . . N2 N 0.31681(15) 0.6657(2) 0.08156(12) 0.0366(6) Uani 1 1 d . B . H2A H 0.3238 0.7115 0.1200 0.055 Uiso 1 1 calc R . . H2B H 0.2680 0.6360 0.0686 0.055 Uiso 1 1 calc R . . H2C H 0.3246 0.7122 0.0473 0.055 Uiso 1 1 calc R . . N4 N 0.49202(13) 0.0677(2) 0.12857(11) 0.0329(6) Uani 1 1 d . B . H4A H 0.4728 -0.0043 0.1093 0.049 Uiso 1 1 calc R . . H4B H 0.5105 0.0586 0.1748 0.049 Uiso 1 1 calc R . . H4C H 0.5307 0.0919 0.1114 0.049 Uiso 1 1 calc R . . N5 N 0.31961(14) 0.0567(2) 0.08424(11) 0.0343(6) Uani 1 1 d . B . H5A H 0.3336 0.0001 0.0576 0.051 Uiso 1 1 calc R . . H5B H 0.2723 0.0862 0.0618 0.051 Uiso 1 1 calc R . . H5C H 0.3181 0.0221 0.1244 0.051 Uiso 1 1 calc R . . N3 N 0.40508(14) 0.1834(2) -0.00005(10) 0.0325(6) Uani 1 1 d . B . H6A H 0.4523 0.2054 -0.0030 0.049 Uiso 1 1 calc R . . H6B H 0.3687 0.2319 -0.0277 0.049 Uiso 1 1 calc R . . H6C H 0.3956 0.1049 -0.0135 0.049 Uiso 1 1 calc R . . N7 N 0.29973(15) 0.3584(2) 0.30390(11) 0.0453(7) Uani 1 1 d . A . H7A H 0.3044 0.4362 0.3193 0.068 Uiso 1 1 calc R . . H7B H 0.3400 0.3139 0.3294 0.068 Uiso 1 1 calc R . . H7C H 0.2550 0.3263 0.3078 0.068 Uiso 1 1 calc R . . N6 N 0.20644(14) 0.4885(3) 0.18099(11) 0.0406(7) Uani 1 1 d . A . H8A H 0.2233 0.5537 0.2086 0.061 Uiso 1 1 calc R . . H8B H 0.1656 0.4545 0.1915 0.061 Uiso 1 1 calc R . . H8C H 0.1919 0.5128 0.1364 0.061 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 0.0181(3) 0.0193(3) 0.0180(3) 0.000 0.0021(2) 0.000 Cr2 0.0235(3) 0.0233(3) 0.0202(2) 0.00451(18) 0.00545(18) 0.0018(2) Cr3 0.0199(3) 0.0212(3) 0.0233(2) -0.00278(18) 0.00125(18) 0.00145(19) Cr4 0.0188(2) 0.0336(3) 0.0241(2) 0.0060(2) 0.00595(17) 0.0018(2) S1 0.0230(4) 0.0224(4) 0.0236(3) 0.0026(3) -0.0004(3) -0.0016(3) S2 0.0210(4) 0.0259(4) 0.0227(3) -0.0006(3) 0.0003(3) 0.0028(3) S3 0.0257(4) 0.0241(4) 0.0201(3) -0.0012(3) 0.0062(3) 0.0034(3) S4 0.0201(3) 0.0253(4) 0.0234(3) 0.0042(3) 0.0053(3) 0.0000(3) Cl2 0.0393(5) 0.0317(4) 0.0445(4) 0.0033(3) 0.0191(3) 0.0034(4) Cl1 0.0259(6) 0.0571(9) 0.0523(8) 0.0191(6) 0.0106(5) -0.0071(6) O1 0.115(4) 0.078(4) 0.067(3) 0.002(2) 0.030(3) -0.017(3) Cl3 0.066(2) 0.0342(12) 0.0579(15) -0.0004(11) 0.0335(16) -0.0003(12) N1B 0.156(18) 0.076(13) 0.060(10) -0.040(8) 0.022(10) 0.012(12) Cl1B 0.043(2) 0.069(4) 0.035(2) 0.028(2) 0.0236(18) 0.011(2) O2 0.074(8) 0.125(8) 0.067(6) -0.016(4) 0.010(5) 0.019(6) N1 0.0393(16) 0.0334(16) 0.0440(14) 0.0043(12) 0.0092(12) -0.0057(13) N2 0.0349(15) 0.0292(16) 0.0445(14) 0.0089(11) 0.0097(11) 0.0049(12) N4 0.0274(14) 0.0269(15) 0.0404(13) -0.0044(11) 0.0036(11) 0.0045(11) N5 0.0282(15) 0.0354(16) 0.0376(13) -0.0076(11) 0.0071(11) -0.0044(12) N3 0.0322(15) 0.0314(15) 0.0313(13) -0.0016(10) 0.0051(11) -0.0028(12) N7 0.0386(16) 0.066(2) 0.0345(13) 0.0137(13) 0.0162(11) 0.0066(16) N6 0.0309(16) 0.0562(19) 0.0383(14) 0.0108(12) 0.0155(12) 0.0146(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cr1 S1 2.4002(8) . ? Cr1 S1 2.4002(8) 2_655 ? Cr1 S3 2.4132(8) 2_655 ? Cr1 S3 2.4132(8) . ? Cr1 S4 2.4266(6) . ? Cr1 S4 2.4266(6) 2_655 ? Cr2 N1 2.123(2) . ? Cr2 N2 2.146(2) . ? Cr2 O1 2.155(5) . ? Cr2 S4 2.3558(8) 2_655 ? Cr2 S3 2.3600(7) . ? Cr2 S2 2.3713(8) . ? Cr2 Cl1B 2.483(5) . ? Cr3 N5 2.107(2) . ? Cr3 N4 2.115(2) . ? Cr3 N3 2.1241(19) . ? Cr3 S1 2.3578(7) . ? Cr3 S4 2.3608(8) 2_655 ? Cr3 S2 2.3962(8) . ? Cr4 N1B 2.102(18) . ? Cr4 N7 2.134(2) . ? Cr4 N6 2.142(2) . ? Cr4 S1 2.3518(8) . ? Cr4 S3 2.3687(8) . ? Cr4 S2 2.3803(7) . ? Cr4 Cl1 2.4708(14) . ? S4 Cr2 2.3558(8) 2_655 ? S4 Cr3 2.3608(8) 2_655 ? O1 H1D 0.8202 . ? O1 H1E 0.8199 . ? Cl3 H2D 0.8658 . ? Cl3 H2E 1.2924 . ? N1B H1G 0.8900 . ? N1B H1H 0.8900 . ? N1B H1I 0.8900 . ? Cl1B H1D 1.2723 . ? Cl1B H1E 0.3594 . ? O2 H2D 0.8200 . ? O2 H2E 0.8200 . ? N1 H1A 0.8900 . ? N1 H1B 0.8900 . ? N1 H1C 0.8900 . ? N2 H2A 0.8900 . ? N2 H2B 0.8900 . ? N2 H2C 0.8900 . ? N4 H4A 0.8900 . ? N4 H4B 0.8900 . ? N4 H4C 0.8900 . ? N5 H5A 0.8900 . ? N5 H5B 0.8900 . ? N5 H5C 0.8900 . ? N3 H6A 0.8900 . ? N3 H6B 0.8900 . ? N3 H6C 0.8900 . ? N7 H7A 0.8900 . ? N7 H7B 0.8900 . ? N7 H7C 0.8900 . ? N6 H8A 0.8900 . ? N6 H8B 0.8900 . ? N6 H8C 0.8900 . ? 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 Cr1 S1 91.39(4) . 2_655 ? S1 Cr1 S3 178.47(3) . 2_655 ? S1 Cr1 S3 87.25(2) 2_655 2_655 ? S1 Cr1 S3 87.25(2) . . ? S1 Cr1 S3 178.47(3) 2_655 . ? S3 Cr1 S3 94.11(4) 2_655 . ? S1 Cr1 S4 91.58(2) . . ? S1 Cr1 S4 88.81(2) 2_655 . ? S3 Cr1 S4 87.67(2) 2_655 . ? S3 Cr1 S4 91.94(2) . . ? S1 Cr1 S4 88.81(2) . 2_655 ? S1 Cr1 S4 91.58(2) 2_655 2_655 ? S3 Cr1 S4 91.94(2) 2_655 2_655 ? S3 Cr1 S4 87.67(2) . 2_655 ? S4 Cr1 S4 179.44(4) . 2_655 ? N1 Cr2 N2 84.88(10) . . ? N1 Cr2 O1 86.23(15) . . ? N2 Cr2 O1 85.35(18) . . ? N1 Cr2 S4 90.42(7) . 2_655 ? N2 Cr2 S4 175.28(7) . 2_655 ? O1 Cr2 S4 93.94(17) . 2_655 ? N1 Cr2 S3 90.79(7) . . ? N2 Cr2 S3 89.88(6) . . ? O1 Cr2 S3 174.58(16) . . ? S4 Cr2 S3 90.60(3) 2_655 . ? N1 Cr2 S2 179.66(7) . . ? N2 Cr2 S2 95.04(7) . . ? O1 Cr2 S2 94.10(14) . . ? S4 Cr2 S2 89.66(3) 2_655 . ? S3 Cr2 S2 88.87(3) . . ? N1 Cr2 Cl1B 98.67(14) . . ? N2 Cr2 Cl1B 90.90(14) . . ? O1 Cr2 Cl1B 13.2(2) . . ? S4 Cr2 Cl1B 89.38(13) 2_655 . ? S3 Cr2 Cl1B 170.54(13) . . ? S2 Cr2 Cl1B 81.66(13) . . ? N5 Cr3 N4 88.17(10) . . ? N5 Cr3 N3 86.88(8) . . ? N4 Cr3 N3 85.21(9) . . ? N5 Cr3 S1 89.66(6) . . ? N4 Cr3 S1 91.19(6) . . ? N3 Cr3 S1 175.08(7) . . ? N5 Cr3 S4 177.98(7) . 2_655 ? N4 Cr3 S4 90.09(7) . 2_655 ? N3 Cr3 S4 91.93(6) . 2_655 ? S1 Cr3 S4 91.42(3) . 2_655 ? N5 Cr3 S2 92.78(7) . . ? N4 Cr3 S2 178.79(7) . . ? N3 Cr3 S2 94.10(7) . . ? S1 Cr3 S2 89.56(3) . . ? S4 Cr3 S2 88.94(3) 2_655 . ? N1B Cr4 N7 80.3(4) . . ? N1B Cr4 N6 77.3(5) . . ? N7 Cr4 N6 85.23(9) . . ? N1B Cr4 S1 100.5(5) . . ? N7 Cr4 S1 90.13(7) . . ? N6 Cr4 S1 175.15(6) . . ? N1B Cr4 S3 165.8(4) . . ? N7 Cr4 S3 89.63(7) . . ? N6 Cr4 S3 91.94(8) . . ? S1 Cr4 S3 89.42(3) . . ? N1B Cr4 S2 101.5(4) . . ? N7 Cr4 S2 178.07(8) . . ? N6 Cr4 S2 94.59(6) . . ? S1 Cr4 S2 90.09(3) . . ? S3 Cr4 S2 88.45(3) . . ? N1B Cr4 Cl1 16.9(3) . . ? N7 Cr4 Cl1 93.64(8) . . ? N6 Cr4 Cl1 88.59(8) . . ? S1 Cr4 Cl1 90.31(4) . . ? S3 Cr4 Cl1 176.71(4) . . ? S2 Cr4 Cl1 88.27(4) . . ? Cr4 S1 Cr3 90.97(3) . . ? Cr4 S1 Cr1 92.02(3) . . ? Cr3 S1 Cr1 90.20(3) . . ? Cr2 S2 Cr4 91.05(3) . . ? Cr2 S2 Cr3 90.07(3) . . ? Cr4 S2 Cr3 89.36(3) . . ? Cr2 S3 Cr4 91.62(3) . . ? Cr2 S3 Cr1 90.95(3) . . ? Cr4 S3 Cr1 91.29(3) . . ? Cr2 S4 Cr3 91.31(3) 2_655 2_655 ? Cr2 S4 Cr1 90.72(3) 2_655 . ? Cr3 S4 Cr1 89.49(3) 2_655 . ? Cr2 O1 H1D 118.6 . . ? Cr2 O1 H1E 138.8 . . ? H1D O1 H1E 101.2 . . ? H2D Cl3 H2E 77.3 . . ? Cr4 N1B H1G 109.5 . . ? Cr4 N1B H1H 109.5 . . ? H1G N1B H1H 109.5 . . ? Cr4 N1B H1I 109.5 . . ? H1G N1B H1I 109.5 . . ? H1H N1B H1I 109.5 . . ? Cr2 Cl1B H1D 83.0 . . ? Cr2 Cl1B H1E 160.8 . . ? H1D Cl1B H1E 81.1 . . ? H2D O2 H2E 115.7 . . ? Cr2 N1 H1A 109.5 . . ? Cr2 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? Cr2 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Cr2 N2 H2A 109.5 . . ? Cr2 N2 H2B 109.5 . . ? H2A N2 H2B 109.5 . . ? Cr2 N2 H2C 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? Cr3 N4 H4A 109.5 . . ? Cr3 N4 H4B 109.5 . . ? H4A N4 H4B 109.5 . . ? Cr3 N4 H4C 109.5 . . ? H4A N4 H4C 109.5 . . ? H4B N4 H4C 109.5 . . ? Cr3 N5 H5A 109.5 . . ? Cr3 N5 H5B 109.5 . . ? H5A N5 H5B 109.5 . . ? Cr3 N5 H5C 109.5 . . ? H5A N5 H5C 109.5 . . ? H5B N5 H5C 109.5 . . ? Cr3 N3 H6A 109.5 . . ? Cr3 N3 H6B 109.5 . . ? H6A N3 H6B 109.5 . . ? Cr3 N3 H6C 109.5 . . ? H6A N3 H6C 109.5 . . ? H6B N3 H6C 109.5 . . ? Cr4 N7 H7A 109.5 . . ? Cr4 N7 H7B 109.5 . . ? H7A N7 H7B 109.5 . . ? Cr4 N7 H7C 109.5 . . ? H7A N7 H7C 109.5 . . ? H7B N7 H7C 109.5 . . ? Cr4 N6 H8A 109.5 . . ? Cr4 N6 H8B 109.5 . . ? H8A N6 H8B 109.5 . . ? Cr4 N6 H8C 109.5 . . ? H8A N6 H8C 109.5 . . ? H8B N6 H8C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1D Cl2 0.82 2.78 3.542(6) 154.8 1_565 N1B H1G O2 0.89 2.18 3.069(18) 173.1 4_545 O2 H2D S1 0.82 3.01 3.831(11) 179.2 1_565 O2 H2E N2 0.82 2.51 3.258(10) 152.8 . N1 H1A Cl3 0.89 2.70 3.461(4) 143.6 . N1 H1A Cl3 0.89 2.89 3.627(4) 141.2 2_655 N1 H1B Cl2 0.89 2.81 3.667(2) 162.1 1_565 N1 H1C Cl1 0.89 2.93 3.654(3) 140.2 3 N2 H2A O2 0.89 2.42 3.258(10) 157.3 . N2 H2A Cl3 0.89 2.82 3.632(4) 152.0 . N2 H2B Cl2 0.89 2.68 3.526(3) 158.3 7 N2 H2C Cl2 0.89 2.57 3.419(2) 160.8 1_565 N4 H4A Cl2 0.89 2.94 3.720(2) 147.0 . N4 H4B S1 0.89 2.71 3.376(2) 132.6 2_655 N4 H4B Cl3 0.89 2.92 3.614(4) 135.8 2_645 N4 H4C Cl2 0.89 2.67 3.521(2) 160.1 5_655 N5 H5A Cl2 0.89 2.53 3.416(2) 171.4 . N5 H5B S2 0.89 2.78 3.448(2) 133.3 7 N5 H5B Cl1B 0.89 2.80 3.517(6) 138.9 7 N5 H5B Cl1 0.89 2.96 3.358(3) 109.4 . N5 H5C O2 0.89 2.63 3.360(11) 139.9 1_545 N5 H5C Cl3 0.89 2.92 3.624(4) 137.0 1_545 N3 H6A Cl2 0.89 2.82 3.598(2) 147.0 5_655 N3 H6B Cl1 0.89 2.77 3.537(2) 144.8 7 N3 H6B Cl1B 0.89 2.80 3.353(6) 121.4 . N3 H6C Cl2 0.89 2.62 3.491(2) 165.0 . N7 H7A Cl1 0.89 2.77 3.643(3) 166.8 4 N7 H7B S4 0.89 2.82 3.473(3) 131.5 . N7 H7C O2 0.89 2.52 3.305(10) 147.9 4_545 N7 H7C Cl3 0.89 2.96 3.727(5) 145.0 4_545 N6 H8A Cl1 0.89 2.91 3.753(3) 158.4 4 N6 H8B O2 0.89 2.64 3.424(11) 148.0 4_545 N6 H8B Cl3 0.89 2.66 3.503(4) 158.4 4_545 N6 H8C Cl2 0.89 2.72 3.563(2) 158.6 7 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.72 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.577 _refine_diff_density_min -0.392 _refine_diff_density_rms 0.091 _database_code_depnum_ccdc_archive 'CCDC 923286' ####################################################################### # # 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_global # Attachment 'compound-2-kd5-30g.CIF' data_duke _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'As2 Br2.43 Cl1.56 S8 Sn2, 2(C6 H11 N2)' _chemical_formula_sum 'C12 H22 As2 Br2.43 Cl1.56 N4 S8 Sn2' _chemical_formula_weight 1115.93 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 15.1894(4) _cell_length_b 12.7155(3) _cell_length_c 16.4353(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3174.33(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2838 _cell_measurement_theta_min 2.4239 _cell_measurement_theta_max 29.2033 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2111 _exptl_absorpt_coefficient_mu 7.379 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.76044 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8628 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.10 _reflns_number_total 3451 _reflns_number_gt 2704 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND. Version 3.0. Crystal Impact' _computing_publication_material 'Windows Word 2003' _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^)+(0.0300P)^2^+1.8000P] 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 3451 _refine_ls_number_parameters 175 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0706 _refine_ls_wR_factor_gt 0.0641 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.002 _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 Sn1 Sn 0.545654(18) 0.59384(2) 0.580191(17) 0.03622(10) Uani 1 1 d . . . As1 As 0.58732(3) 0.29344(4) 0.59993(3) 0.04684(14) Uani 1 1 d . . . Br1 Br 0.7030(3) 0.6666(4) 0.6084(4) 0.0552(6) Uani 0.556(2) 1 d P A 1 Br2 Br 0.47318(11) 0.6930(2) 0.70055(18) 0.0574(4) Uani 0.661(2) 1 d P A 1 Cl1 Cl 0.6903(10) 0.6550(14) 0.6134(13) 0.0552(6) Uani 0.44 1 d P A 2 Cl2 Cl 0.4945(7) 0.6855(13) 0.7042(10) 0.0574(4) Uani 0.34 1 d P A 2 S1 S 0.55388(8) 0.43616(9) 0.67015(7) 0.0472(3) Uani 1 1 d . A . S2 S 0.60999(6) 0.48330(8) 0.45764(6) 0.0368(2) Uani 1 1 d . . . S3 S 0.68195(8) 0.36532(10) 0.50834(8) 0.0505(3) Uani 1 1 d . A . S4 S 0.52701(8) 0.73874(9) 0.47971(7) 0.0480(3) Uani 1 1 d . . . N1 N 0.3131(3) 0.4232(4) 0.7539(3) 0.0594(11) Uani 1 1 d . B . N2 N 0.2137(3) 0.4282(8) 0.6634(4) 0.114(3) Uani 1 1 d D . . C1 C 0.3184(5) 0.3322(5) 0.7112(4) 0.088(2) Uani 1 1 d . . . H1A H 0.3573 0.2767 0.7193 0.106 Uiso 1 1 calc R B . C2 C 0.2558(6) 0.3398(8) 0.6551(5) 0.125(4) Uani 1 1 d . B . H2A H 0.2438 0.2893 0.6156 0.149 Uiso 1 1 calc R . . C3 C 0.2509(4) 0.4792(7) 0.7229(4) 0.091(2) Uani 1 1 d . B . H3A H 0.2350 0.5461 0.7404 0.109 Uiso 1 1 calc R . . C4 C 0.3691(4) 0.4508(5) 0.8232(3) 0.0754(17) Uani 1 1 d . . . H4A H 0.3880 0.5225 0.8180 0.113 Uiso 1 1 calc R B . H4B H 0.4196 0.4055 0.8241 0.113 Uiso 1 1 calc R . . H4C H 0.3364 0.4426 0.8727 0.113 Uiso 1 1 calc R . . C5 C 0.1389(13) 0.4963(17) 0.6291(8) 0.102(5) Uani 0.465(11) 1 d PDU B 1 H5A H 0.0859 0.4846 0.6607 0.122 Uiso 0.465(11) 1 calc PR B 1 H5B H 0.1547 0.5700 0.6340 0.122 Uiso 0.465(11) 1 calc PR B 1 C6 C 0.1210(9) 0.4708(11) 0.5409(7) 0.080(4) Uani 0.465(11) 1 d PDU B 1 H6A H 0.0728 0.5128 0.5217 0.120 Uiso 0.465(11) 1 calc PR B 1 H6B H 0.1064 0.3976 0.5358 0.120 Uiso 0.465(11) 1 calc PR B 1 H6C H 0.1726 0.4857 0.5091 0.120 Uiso 0.465(11) 1 calc PR B 1 C5B C 0.1397(9) 0.4237(9) 0.6009(8) 0.090(4) Uani 0.535(11) 1 d PDU B 2 H5C H 0.1607 0.4082 0.5464 0.108 Uiso 0.535(11) 1 calc PR B 2 H5D H 0.0932 0.3752 0.6160 0.108 Uiso 0.535(11) 1 calc PR B 2 C6B C 0.1136(12) 0.5368(9) 0.6114(9) 0.097(5) Uani 0.535(11) 1 d PDU B 2 H6D H 0.0656 0.5528 0.5755 0.145 Uiso 0.535(11) 1 calc PR B 2 H6E H 0.1628 0.5813 0.5989 0.145 Uiso 0.535(11) 1 calc PR B 2 H6F H 0.0956 0.5485 0.6667 0.145 Uiso 0.535(11) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.04102(17) 0.03365(16) 0.03399(16) -0.00290(13) 0.00202(12) -0.00170(13) As1 0.0551(3) 0.0399(3) 0.0455(3) 0.0087(2) 0.0025(2) 0.0086(2) Br1 0.0407(14) 0.0532(13) 0.0716(10) -0.0006(9) -0.0055(11) -0.0163(8) Br2 0.0686(12) 0.0560(7) 0.0475(5) -0.0172(4) 0.0077(9) 0.0067(9) Cl1 0.0407(14) 0.0532(13) 0.0716(10) -0.0006(9) -0.0055(11) -0.0163(8) Cl2 0.0686(12) 0.0560(7) 0.0475(5) -0.0172(4) 0.0077(9) 0.0067(9) S1 0.0642(7) 0.0451(6) 0.0322(6) 0.0042(5) 0.0023(5) 0.0018(6) S2 0.0368(5) 0.0374(5) 0.0361(5) 0.0008(5) 0.0074(4) 0.0001(5) S3 0.0438(6) 0.0529(7) 0.0549(7) 0.0059(6) 0.0073(5) 0.0103(6) S4 0.0593(7) 0.0347(6) 0.0502(7) 0.0044(5) 0.0017(5) -0.0073(5) N1 0.049(2) 0.081(3) 0.048(2) 0.005(2) 0.009(2) -0.005(2) N2 0.050(3) 0.229(9) 0.064(4) 0.051(5) 0.006(3) -0.001(4) C1 0.125(6) 0.062(4) 0.077(4) 0.007(4) -0.018(4) -0.013(4) C2 0.136(8) 0.162(9) 0.075(5) 0.017(6) -0.036(6) -0.092(7) C3 0.064(4) 0.147(7) 0.061(4) 0.014(4) 0.007(3) 0.034(4) C4 0.064(3) 0.092(4) 0.070(4) -0.009(3) -0.002(3) -0.009(3) C5 0.115(11) 0.130(14) 0.061(9) 0.004(10) -0.002(8) 0.046(12) C6 0.093(9) 0.077(9) 0.069(8) 0.007(7) -0.029(7) 0.004(7) C5B 0.101(8) 0.081(9) 0.088(9) -0.019(7) -0.036(7) -0.003(8) C6B 0.117(12) 0.085(9) 0.089(10) 0.040(8) -0.011(8) 0.028(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 Cl1 2.394(14) . ? Sn1 Cl2 2.473(15) . ? Sn1 S4 2.4904(12) . ? Sn1 S1 2.4944(12) . ? Sn1 Br2 2.591(3) . ? Sn1 Br1 2.604(4) . ? Sn1 S2 2.6340(10) 5_666 ? Sn1 S2 2.6434(10) . ? As1 S1 2.2098(13) . ? As1 S4 2.2128(13) 5_666 ? As1 S3 2.2732(13) . ? S2 S3 2.0346(16) . ? S2 Sn1 2.6340(10) 5_666 ? S4 As1 2.2128(13) 5_666 ? N1 C3 1.287(7) . ? N1 C1 1.356(7) . ? N1 C4 1.464(6) . ? N2 C2 1.301(11) . ? N2 C3 1.302(9) . ? N2 C5B 1.524(10) . ? N2 C5 1.536(11) . ? C1 C2 1.328(10) . ? C1 H1A 0.9300 . ? C2 H2A 0.9300 . ? C3 H3A 0.9300 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.510(9) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C5B C6B 1.501(9) . ? C5B H5C 0.9700 . ? C5B H5D 0.9700 . ? C6B H6D 0.9600 . ? C6B H6E 0.9600 . ? C6B H6F 0.9600 . ? 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 Cl1 Sn1 Cl2 87.0(6) . . ? Cl1 Sn1 S4 90.9(4) . . ? Cl2 Sn1 S4 99.3(4) . . ? Cl1 Sn1 S1 94.6(4) . . ? Cl2 Sn1 S1 84.6(4) . . ? S4 Sn1 S1 173.44(4) . . ? Cl1 Sn1 Br2 93.3(5) . . ? Cl2 Sn1 Br2 7.3(3) . . ? S4 Sn1 Br2 95.62(7) . . ? S1 Sn1 Br2 87.70(7) . . ? Cl1 Sn1 Br1 3.4(6) . . ? Cl2 Sn1 Br1 88.5(3) . . ? S4 Sn1 Br1 87.69(13) . . ? S1 Sn1 Br1 97.70(13) . . ? Br2 Sn1 Br1 94.66(15) . . ? Cl1 Sn1 S2 177.0(5) . 5_666 ? Cl2 Sn1 S2 95.1(3) . 5_666 ? S4 Sn1 S2 90.97(4) . 5_666 ? S1 Sn1 S2 83.43(4) . 5_666 ? Br2 Sn1 S2 88.86(6) . 5_666 ? Br1 Sn1 S2 176.34(14) . 5_666 ? Cl1 Sn1 S2 90.4(5) . . ? Cl2 Sn1 S2 174.1(3) . . ? S4 Sn1 S2 86.00(4) . . ? S1 Sn1 S2 90.33(4) . . ? Br2 Sn1 S2 175.92(7) . . ? Br1 Sn1 S2 89.15(14) . . ? S2 Sn1 S2 87.36(3) 5_666 . ? S1 As1 S4 106.28(5) . 5_666 ? S1 As1 S3 99.27(5) . . ? S4 As1 S3 100.30(5) 5_666 . ? As1 S1 Sn1 111.23(5) . . ? S3 S2 Sn1 107.71(5) . 5_666 ? S3 S2 Sn1 106.18(5) . . ? Sn1 S2 Sn1 92.64(3) 5_666 . ? S2 S3 As1 103.18(6) . . ? As1 S4 Sn1 110.16(5) 5_666 . ? C3 N1 C1 108.1(6) . . ? C3 N1 C4 126.9(6) . . ? C1 N1 C4 125.0(5) . . ? C2 N2 C3 107.2(7) . . ? C2 N2 C5B 105.0(9) . . ? C3 N2 C5B 147.7(9) . . ? C2 N2 C5 144.3(10) . . ? C3 N2 C5 108.5(9) . . ? C5B N2 C5 39.4(8) . . ? C2 C1 N1 104.8(7) . . ? C2 C1 H1A 127.6 . . ? N1 C1 H1A 127.6 . . ? N2 C2 C1 109.9(8) . . ? N2 C2 H2A 125.0 . . ? C1 C2 H2A 125.0 . . ? N1 C3 N2 109.9(7) . . ? N1 C3 H3A 125.0 . . ? N2 C3 H3A 125.0 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 N2 111.4(10) . . ? C6 C5 H5A 109.3 . . ? N2 C5 H5A 109.3 . . ? C6 C5 H5B 109.3 . . ? N2 C5 H5B 109.3 . . ? H5A C5 H5B 108.0 . . ? C6B C5B N2 94.6(8) . . ? C6B C5B H5C 112.8 . . ? N2 C5B H5C 112.8 . . ? C6B C5B H5D 112.8 . . ? N2 C5B H5D 112.8 . . ? H5C C5B H5D 110.3 . . ? C5B C6B H6D 109.5 . . ? C5B C6B H6E 109.5 . . ? H6D C6B H6E 109.5 . . ? C5B C6B H6F 109.5 . . ? H6D C6B H6F 109.5 . . ? H6E C6B H6F 109.5 . . ? 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 S4 As1 S1 Sn1 -67.47(6) 5_666 . . . ? S3 As1 S1 Sn1 36.20(6) . . . . ? Cl1 Sn1 S1 As1 -99.0(5) . . . . ? Cl2 Sn1 S1 As1 174.5(3) . . . . ? S4 Sn1 S1 As1 47.3(4) . . . . ? Br2 Sn1 S1 As1 167.83(7) . . . . ? Br1 Sn1 S1 As1 -97.78(15) . . . . ? S2 Sn1 S1 As1 78.71(5) 5_666 . . . ? S2 Sn1 S1 As1 -8.60(5) . . . . ? Cl1 Sn1 S2 S3 68.7(5) . . . . ? Cl2 Sn1 S2 S3 5(3) . . . . ? S4 Sn1 S2 S3 159.54(6) . . . . ? S1 Sn1 S2 S3 -25.90(6) . . . . ? Br2 Sn1 S2 S3 -87.0(8) . . . . ? Br1 Sn1 S2 S3 71.80(13) . . . . ? S2 Sn1 S2 S3 -109.30(6) 5_666 . . . ? Cl1 Sn1 S2 Sn1 178.0(4) . . . 5_666 ? Cl2 Sn1 S2 Sn1 114(3) . . . 5_666 ? S4 Sn1 S2 Sn1 -91.16(4) . . . 5_666 ? S1 Sn1 S2 Sn1 83.40(4) . . . 5_666 ? Br2 Sn1 S2 Sn1 22.3(9) . . . 5_666 ? Br1 Sn1 S2 Sn1 -178.90(13) . . . 5_666 ? S2 Sn1 S2 Sn1 0.0 5_666 . . 5_666 ? Sn1 S2 S3 As1 -47.19(6) 5_666 . . . ? Sn1 S2 S3 As1 51.03(6) . . . . ? S1 As1 S3 S2 -54.95(7) . . . . ? S4 As1 S3 S2 53.62(7) 5_666 . . . ? Cl1 Sn1 S4 As1 165.8(5) . . . 5_666 ? Cl2 Sn1 S4 As1 -107.1(3) . . . 5_666 ? S1 Sn1 S4 As1 19.4(4) . . . 5_666 ? Br2 Sn1 S4 As1 -100.76(7) . . . 5_666 ? Br1 Sn1 S4 As1 164.78(15) . . . 5_666 ? S2 Sn1 S4 As1 -11.81(5) 5_666 . . 5_666 ? S2 Sn1 S4 As1 75.47(5) . . . 5_666 ? C3 N1 C1 C2 -0.4(8) . . . . ? C4 N1 C1 C2 179.5(6) . . . . ? C3 N2 C2 C1 2.1(10) . . . . ? C5B N2 C2 C1 -175.6(8) . . . . ? C5 N2 C2 C1 -180.0(17) . . . . ? N1 C1 C2 N2 -1.1(9) . . . . ? C1 N1 C3 N2 1.7(7) . . . . ? C4 N1 C3 N2 -178.2(5) . . . . ? C2 N2 C3 N1 -2.4(9) . . . . ? C5B N2 C3 N1 173.4(14) . . . . ? C5 N2 C3 N1 178.9(10) . . . . ? C2 N2 C5 C6 -24(3) . . . . ? C3 N2 C5 C6 153.5(14) . . . . ? C5B N2 C5 C6 -31.1(12) . . . . ? C2 N2 C5B C6B -170.3(11) . . . . ? C3 N2 C5B C6B 14(2) . . . . ? C5 N2 C5B C6B 5.7(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1 H1A Cl2 0.93 2.83 3.673(16) 151.8 4_646 C1 H1A Br2 0.93 3.08 3.906(8) 148.7 4_646 C3 H3A Cl1 0.93 2.85 3.62(2) 140.0 6_557 C3 H3A Br1 0.93 2.96 3.728(9) 140.9 6_557 C2 H2A S3 0.93 2.98 3.908(8) 172.9 3_456 C6 H6C S3 0.96 2.92 3.735(14) 142.9 5_666 C6 H6B S4 0.96 3.01 3.844(13) 146.5 7_655 C6B H6D S4 0.96 2.86 3.482(11) 123.2 3_466 C6B H6E S3 0.96 3.02 3.882(19) 150.0 5_666 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.024 _refine_diff_density_min -0.672 _refine_diff_density_rms 0.098 _database_code_depnum_ccdc_archive 'CCDC 923287'