# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Darren Johnson' 'Virginia Cangelosi' 'Timothy G. Carter' 'Lev N. Zakharov' _publ_contact_author_name 'Darren Johnson' _publ_contact_author_email DWJ@UOREGON.EDU _publ_section_title ; Observation of reaction intermediates and kinetic mistakes in a remarkably slow self-assembly reaction ; # Attachment 'ginny6.cif' data_ginny6 _database_code_depnum_ccdc_archive 'CCDC 741266' _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12 As2 Cl4 O2 S2' _chemical_formula_weight 519.96 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' 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' As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 8.1642(8) _cell_length_b 11.7354(12) _cell_length_c 9.2996(9) _cell_angle_alpha 90.00 _cell_angle_beta 106.451(2) _cell_angle_gamma 90.00 _cell_volume 854.52(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6458 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 28.13 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.021 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 4.775 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.754 _exptl_absorpt_correction_T_max 1.000 _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 Bruker Apex' _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 9618 _diffrn_reflns_av_R_equivalents 0.0194 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 28.19 _reflns_number_total 2030 _reflns_number_gt 1944 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0328P)^2^+0.4264P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2030 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0212 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0554 _refine_ls_wR_factor_gt 0.0547 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 As1 As 0.73174(2) 0.801158(15) 0.777604(19) 0.02575(8) Uani 1 1 d . . . Cl1 Cl 0.95769(6) 0.91294(4) 0.83358(6) 0.03798(12) Uani 1 1 d . . . Cl2 Cl 0.61356(7) 0.87721(5) 0.94181(6) 0.03922(12) Uani 1 1 d . . . S1 S 0.88914(6) 0.66301(4) 0.91110(6) 0.03674(13) Uani 1 1 d . . . O1 O 0.45918(16) 0.64536(11) 0.75858(14) 0.0278(3) Uani 1 1 d . . . C1 C 0.7624(2) 0.53336(16) 0.8505(2) 0.0295(4) Uani 1 1 d . . . C2 C 0.6276(2) 0.51561(14) 0.92874(19) 0.0226(3) Uani 1 1 d . . . C3 C 0.4726(2) 0.57357(14) 0.87826(18) 0.0219(3) Uani 1 1 d . . . C4 C 0.3458(2) 0.55785(14) 0.94929(19) 0.0224(3) Uani 1 1 d . . . C5 C 0.2971(3) 0.6977(2) 0.6925(3) 0.0411(5) Uani 1 1 d . . . H1A H 0.715(3) 0.537(2) 0.749(3) 0.032(6) Uiso 1 1 d . . . H1B H 0.843(3) 0.476(2) 0.872(3) 0.033(6) Uiso 1 1 d . . . H4 H 0.257(3) 0.5945(18) 0.919(2) 0.023(5) Uiso 1 1 d . . . H5A H 0.278(3) 0.749(3) 0.767(3) 0.047(7) Uiso 1 1 d . . . H5B H 0.313(3) 0.734(2) 0.611(3) 0.039(6) Uiso 1 1 d . . . H5C H 0.211(3) 0.644(2) 0.664(3) 0.038(6) Uiso 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 As1 0.02848(12) 0.02609(11) 0.02324(11) 0.00200(6) 0.00822(8) 0.00050(6) Cl1 0.0370(3) 0.0370(3) 0.0384(3) 0.00260(19) 0.0081(2) -0.00917(19) Cl2 0.0454(3) 0.0423(3) 0.0333(2) -0.0032(2) 0.0166(2) 0.0076(2) S1 0.0240(2) 0.0323(2) 0.0525(3) 0.0130(2) 0.0084(2) 0.00182(18) O1 0.0286(6) 0.0273(6) 0.0274(6) 0.0091(5) 0.0076(5) 0.0025(5) C1 0.0301(9) 0.0266(9) 0.0359(10) 0.0056(7) 0.0158(8) 0.0046(7) C2 0.0228(8) 0.0210(8) 0.0250(8) -0.0008(6) 0.0084(6) 0.0012(6) C3 0.0245(8) 0.0192(7) 0.0213(7) 0.0019(6) 0.0052(6) 0.0015(6) C4 0.0208(7) 0.0193(7) 0.0262(8) 0.0007(6) 0.0051(6) 0.0037(6) C5 0.0318(10) 0.0410(12) 0.0447(12) 0.0230(10) 0.0013(9) 0.0025(9) _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 As1 Cl1 2.2024(5) . ? As1 Cl2 2.2122(5) . ? As1 S1 2.2175(5) . ? S1 C1 1.837(2) . ? O1 C3 1.375(2) . ? O1 C5 1.430(2) . ? C1 C2 1.495(2) . ? C1 H1A 0.91(2) . ? C1 H1B 0.92(2) . ? C2 C4 1.392(2) 3_667 ? C2 C3 1.396(2) . ? C3 C4 1.389(2) . ? C4 C2 1.392(2) 3_667 ? C4 H4 0.82(2) . ? C5 H5A 0.97(3) . ? C5 H5B 0.91(3) . ? C5 H5C 0.92(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 Cl1 As1 Cl2 95.53(2) . . ? Cl1 As1 S1 89.39(2) . . ? Cl2 As1 S1 101.85(2) . . ? C1 S1 As1 104.31(7) . . ? C3 O1 C5 117.57(15) . . ? C2 C1 S1 113.24(13) . . ? C2 C1 H1A 110.8(15) . . ? S1 C1 H1A 108.3(15) . . ? C2 C1 H1B 111.8(14) . . ? S1 C1 H1B 103.4(15) . . ? H1A C1 H1B 109(2) . . ? C4 C2 C3 119.54(15) 3_667 . ? C4 C2 C1 121.09(15) 3_667 . ? C3 C2 C1 119.38(16) . . ? O1 C3 C4 124.54(15) . . ? O1 C3 C2 115.30(15) . . ? C4 C3 C2 120.16(15) . . ? C3 C4 C2 120.31(15) . 3_667 ? C3 C4 H4 118.2(15) . . ? C2 C4 H4 121.5(15) 3_667 . ? O1 C5 H5A 106.0(16) . . ? O1 C5 H5B 103.2(16) . . ? H5A C5 H5B 113(2) . . ? O1 C5 H5C 111.2(16) . . ? H5A C5 H5C 112(2) . . ? H5B C5 H5C 111(2) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 28.19 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.490 _refine_diff_density_min -0.222 _refine_diff_density_rms 0.067 # Attachment 'gr10.cif' data_gr10 _database_code_depnum_ccdc_archive 'CCDC 741267' _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 As2 Cl2 S4' _chemical_formula_weight 669.48 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' 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' As As 0.0499 2.0058 '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 8.4667(7) _cell_length_b 10.6932(9) _cell_length_c 17.0485(15) _cell_angle_alpha 87.852(2) _cell_angle_beta 77.066(2) _cell_angle_gamma 68.0790(10) _cell_volume 1393.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3229 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 25.28 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 2.901 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6539 _exptl_absorpt_correction_T_max 0.7602 _exptl_absorpt_process_details SADABS _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 'CCD area detector Bruker Apex' _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 15620 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6027 _reflns_number_gt 3993 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.1102P)^2^+0.5461P] 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 6027 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1892 _refine_ls_wR_factor_gt 0.1638 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 As1 As 0.60509(8) 0.05466(5) 0.17413(4) 0.0579(2) Uani 1 1 d . . . As2 As 0.28998(7) 0.43790(5) 0.32053(3) 0.0530(2) Uani 1 1 d . . . Cl1 Cl 0.3456(3) 0.0497(3) 0.17119(15) 0.1167(8) Uani 1 1 d . . . Cl2 Cl 0.0474(4) 0.4086(3) 0.31225(16) 0.1295(10) Uani 1 1 d . . . S1 S 0.7462(3) -0.00008(17) 0.04672(11) 0.0830(6) Uani 1 1 d . . . S2 S 0.2123(2) 0.65606(15) 0.29866(11) 0.0762(5) Uani 1 1 d . . . S3 S 0.7450(3) -0.15795(17) 0.19884(13) 0.0932(7) Uani 1 1 d . . . S4 S 0.2270(3) 0.49919(17) 0.44947(11) 0.0816(5) Uani 1 1 d . . . C1 C 0.7243(9) 0.1620(6) 0.0020(4) 0.0706(17) Uani 1 1 d . . . H1A H 0.8403 0.1636 -0.0170 0.085 Uiso 1 1 calc R . . H1B H 0.6750 0.1669 -0.0448 0.085 Uiso 1 1 calc R . . C2 C 0.6148(7) 0.2855(5) 0.0555(3) 0.0547(13) Uani 1 1 d . . . C3 C 0.4340(7) 0.3514(6) 0.0552(3) 0.0526(13) Uani 1 1 d . . . C4 C 0.3358(7) 0.4700(5) 0.1005(3) 0.0517(13) Uani 1 1 d . . . C5 C 0.4133(7) 0.5271(5) 0.1467(3) 0.0539(13) Uani 1 1 d . . . C6 C 0.5892(7) 0.4574(5) 0.1512(3) 0.0522(13) Uani 1 1 d . . . C7 C 0.6887(7) 0.3373(5) 0.1058(3) 0.0526(13) Uani 1 1 d . . . C8 C 0.3101(9) 0.6611(6) 0.1917(4) 0.0665(16) Uani 1 1 d . . . H8A H 0.2171 0.7112 0.1650 0.080 Uiso 1 1 calc R . . H8B H 0.3862 0.7112 0.1875 0.080 Uiso 1 1 calc R . . C9 C 0.3540(9) 0.2914(7) 0.0035(4) 0.0759(19) Uani 1 1 d . . . H9A H 0.2327 0.3472 0.0095 0.114 Uiso 1 1 calc R . . H9B H 0.3647 0.2023 0.0200 0.114 Uiso 1 1 calc R . . H9C H 0.4138 0.2866 -0.0520 0.114 Uiso 1 1 calc R . . C10 C 0.1437(8) 0.5402(7) 0.0995(4) 0.0757(18) Uani 1 1 d . . . H10A H 0.0936 0.6209 0.1338 0.114 Uiso 1 1 calc R . . H10B H 0.0832 0.4808 0.1184 0.114 Uiso 1 1 calc R . . H10C H 0.1327 0.5631 0.0454 0.114 Uiso 1 1 calc R . . C11 C 0.6699(8) 0.5149(7) 0.2048(4) 0.0735(18) Uani 1 1 d . . . H11A H 0.7901 0.4570 0.2000 0.110 Uiso 1 1 calc R . . H11B H 0.6074 0.5206 0.2599 0.110 Uiso 1 1 calc R . . H11C H 0.6631 0.6033 0.1885 0.110 Uiso 1 1 calc R . . C12 C 0.8795(7) 0.2638(7) 0.1099(5) 0.0767(19) Uani 1 1 d . . . H12A H 0.9296 0.1831 0.0755 0.115 Uiso 1 1 calc R . . H12B H 0.8858 0.2405 0.1644 0.115 Uiso 1 1 calc R . . H12C H 0.9431 0.3215 0.0924 0.115 Uiso 1 1 calc R . . C13 C 0.7193(8) -0.1586(6) 0.3084(4) 0.0700(17) Uani 1 1 d . . . H13A H 0.6654 -0.2224 0.3290 0.084 Uiso 1 1 calc R . . H13B H 0.8345 -0.1909 0.3201 0.084 Uiso 1 1 calc R . . C14 C 0.6113(7) -0.0234(5) 0.3537(4) 0.0547(13) Uani 1 1 d . . . C15 C 0.6884(7) 0.0696(6) 0.3616(4) 0.0559(14) Uani 1 1 d . . . C16 C 0.5914(7) 0.1905(6) 0.4069(4) 0.0560(14) Uani 1 1 d . . . C17 C 0.4155(7) 0.2170(6) 0.4457(3) 0.0570(14) Uani 1 1 d . . . C18 C 0.3356(7) 0.1269(6) 0.4349(3) 0.0520(13) Uani 1 1 d . . . C19 C 0.4334(7) 0.0070(5) 0.3887(3) 0.0526(13) Uani 1 1 d . . . C20 C 0.3150(10) 0.3417(7) 0.4989(4) 0.0733(18) Uani 1 1 d . . . H20A H 0.3906 0.3528 0.5310 0.088 Uiso 1 1 calc R . . H20B H 0.2183 0.3278 0.5358 0.088 Uiso 1 1 calc R . . C21 C 0.8797(8) 0.0394(7) 0.3213(5) 0.084(2) Uani 1 1 d . . . H21A H 0.9288 -0.0469 0.2925 0.126 Uiso 1 1 calc R . . H21B H 0.9432 0.0382 0.3616 0.126 Uiso 1 1 calc R . . H21C H 0.8874 0.1080 0.2843 0.126 Uiso 1 1 calc R . . C22 C 0.6754(8) 0.2889(6) 0.4171(5) 0.081(2) Uani 1 1 d . . . H22A H 0.7950 0.2545 0.3876 0.121 Uiso 1 1 calc R . . H22B H 0.6710 0.3008 0.4732 0.121 Uiso 1 1 calc R . . H22C H 0.6136 0.3741 0.3971 0.121 Uiso 1 1 calc R . . C23 C 0.1449(7) 0.1585(7) 0.4747(4) 0.0771(19) Uani 1 1 d . . . H23A H 0.0966 0.2451 0.5031 0.116 Uiso 1 1 calc R . . H23B H 0.1359 0.0905 0.5118 0.116 Uiso 1 1 calc R . . H23C H 0.0816 0.1600 0.4342 0.116 Uiso 1 1 calc R . . C24 C 0.3491(9) -0.0913(7) 0.3777(4) 0.0766(19) Uani 1 1 d . . . H24A H 0.2290 -0.0564 0.4064 0.115 Uiso 1 1 calc R . . H24B H 0.4095 -0.1765 0.3982 0.115 Uiso 1 1 calc R . . H24C H 0.3555 -0.1036 0.3214 0.115 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 As1 0.0622(4) 0.0391(3) 0.0627(4) -0.0119(3) -0.0094(3) -0.0093(3) As2 0.0530(3) 0.0398(3) 0.0604(4) -0.0089(2) -0.0079(3) -0.0126(2) Cl1 0.0626(11) 0.173(2) 0.1071(16) 0.0178(16) -0.0149(11) -0.0399(13) Cl2 0.153(2) 0.182(3) 0.132(2) 0.0445(18) -0.0770(18) -0.130(2) S1 0.0959(13) 0.0511(9) 0.0796(12) -0.0240(8) 0.0182(10) -0.0216(9) S2 0.0812(11) 0.0376(8) 0.0873(12) -0.0125(8) 0.0024(9) -0.0078(7) S3 0.1163(16) 0.0393(8) 0.0902(13) -0.0147(8) -0.0132(11) 0.0046(9) S4 0.1032(14) 0.0544(9) 0.0711(11) -0.0208(8) -0.0246(10) -0.0063(9) C1 0.071(4) 0.065(4) 0.071(4) -0.012(3) 0.004(3) -0.031(3) C2 0.050(3) 0.048(3) 0.062(3) -0.005(3) 0.003(3) -0.023(3) C3 0.049(3) 0.057(3) 0.057(3) 0.001(3) -0.006(2) -0.030(3) C4 0.046(3) 0.050(3) 0.062(3) 0.010(3) -0.010(2) -0.024(2) C5 0.053(3) 0.043(3) 0.064(3) 0.001(3) -0.007(3) -0.021(2) C6 0.045(3) 0.049(3) 0.067(3) 0.000(3) -0.002(2) -0.028(2) C7 0.040(3) 0.053(3) 0.067(3) 0.003(3) -0.006(2) -0.023(2) C8 0.074(4) 0.043(3) 0.083(4) 0.003(3) -0.014(3) -0.024(3) C9 0.075(4) 0.088(5) 0.083(5) -0.006(4) -0.020(4) -0.048(4) C10 0.050(3) 0.073(4) 0.099(5) 0.003(4) -0.017(3) -0.017(3) C11 0.059(4) 0.075(4) 0.098(5) -0.015(4) -0.017(3) -0.037(3) C12 0.041(3) 0.082(5) 0.102(5) -0.011(4) -0.008(3) -0.020(3) C13 0.062(4) 0.053(3) 0.093(5) 0.003(3) -0.032(3) -0.012(3) C14 0.050(3) 0.047(3) 0.069(4) 0.006(3) -0.029(3) -0.012(2) C15 0.042(3) 0.054(3) 0.073(4) 0.003(3) -0.028(3) -0.010(2) C16 0.052(3) 0.056(3) 0.073(4) 0.002(3) -0.035(3) -0.024(3) C17 0.057(3) 0.052(3) 0.061(3) -0.003(3) -0.027(3) -0.011(3) C18 0.043(3) 0.055(3) 0.060(3) 0.006(3) -0.022(2) -0.015(2) C19 0.048(3) 0.050(3) 0.067(4) 0.007(3) -0.031(3) -0.016(2) C20 0.085(5) 0.069(4) 0.060(4) -0.005(3) -0.022(3) -0.019(4) C21 0.042(3) 0.083(5) 0.128(6) 0.000(4) -0.025(4) -0.021(3) C22 0.072(4) 0.073(4) 0.115(6) -0.003(4) -0.042(4) -0.035(4) C23 0.043(3) 0.085(5) 0.092(5) -0.002(4) -0.009(3) -0.015(3) C24 0.078(4) 0.068(4) 0.101(5) 0.004(4) -0.040(4) -0.036(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag As1 S3 2.2114(18) . ? As1 S1 2.2135(18) . ? As1 Cl1 2.229(2) . ? As2 S4 2.2065(18) . ? As2 S2 2.2164(16) . ? As2 Cl2 2.225(2) . ? S1 C1 1.829(7) . ? S2 C8 1.835(7) . ? S3 C13 1.832(7) . ? S4 C20 1.827(7) . ? C1 C2 1.494(8) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C7 1.404(8) . ? C2 C3 1.427(8) . ? C3 C4 1.377(7) . ? C3 C9 1.511(8) . ? C4 C5 1.410(8) . ? C4 C10 1.520(7) . ? C5 C6 1.413(7) . ? C5 C8 1.501(8) . ? C6 C7 1.390(7) . ? C6 C11 1.521(8) . ? C7 C12 1.526(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.517(8) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.402(8) . ? C14 C19 1.406(8) . ? C15 C16 1.393(8) . ? C15 C21 1.526(8) . ? C16 C17 1.412(8) . ? C16 C22 1.507(7) . ? C17 C18 1.404(8) . ? C17 C20 1.492(8) . ? C18 C19 1.393(8) . ? C18 C23 1.517(8) . ? C19 C24 1.512(8) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 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 S3 As1 S1 86.83(7) . . ? S3 As1 Cl1 100.27(10) . . ? S1 As1 Cl1 101.32(9) . . ? S4 As2 S2 86.03(7) . . ? S4 As2 Cl2 100.36(10) . . ? S2 As2 Cl2 99.99(9) . . ? C1 S1 As1 104.3(2) . . ? C8 S2 As2 104.36(19) . . ? C13 S3 As1 104.9(2) . . ? C20 S4 As2 104.6(2) . . ? C2 C1 S1 116.4(4) . . ? C2 C1 H1A 108.2 . . ? S1 C1 H1A 108.2 . . ? C2 C1 H1B 108.2 . . ? S1 C1 H1B 108.2 . . ? H1A C1 H1B 107.3 . . ? C7 C2 C3 119.8(5) . . ? C7 C2 C1 120.4(5) . . ? C3 C2 C1 119.8(5) . . ? C4 C3 C2 119.8(5) . . ? C4 C3 C9 120.9(5) . . ? C2 C3 C9 119.3(5) . . ? C3 C4 C5 120.3(5) . . ? C3 C4 C10 119.4(5) . . ? C5 C4 C10 120.2(5) . . ? C6 C5 C4 119.9(5) . . ? C6 C5 C8 119.6(5) . . ? C4 C5 C8 120.5(5) . . ? C7 C6 C5 119.9(5) . . ? C7 C6 C11 120.2(5) . . ? C5 C6 C11 119.9(5) . . ? C6 C7 C2 120.1(5) . . ? C6 C7 C12 119.6(5) . . ? C2 C7 C12 120.3(5) . . ? C5 C8 S2 116.2(4) . . ? C5 C8 H8A 108.2 . . ? S2 C8 H8A 108.2 . . ? C5 C8 H8B 108.2 . . ? S2 C8 H8B 108.2 . . ? H8A C8 H8B 107.4 . . ? C3 C9 H9A 109.5 . . ? C3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C4 C10 H10A 109.5 . . ? C4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C6 C11 H11A 109.5 . . ? C6 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C6 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 S3 115.5(4) . . ? C14 C13 H13A 108.4 . . ? S3 C13 H13A 108.4 . . ? C14 C13 H13B 108.4 . . ? S3 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? C15 C14 C19 120.3(5) . . ? C15 C14 C13 120.5(5) . . ? C19 C14 C13 119.2(5) . . ? C16 C15 C14 120.4(5) . . ? C16 C15 C21 119.1(5) . . ? C14 C15 C21 120.5(5) . . ? C15 C16 C17 119.0(5) . . ? C15 C16 C22 120.4(5) . . ? C17 C16 C22 120.5(5) . . ? C18 C17 C16 120.7(5) . . ? C18 C17 C20 120.1(6) . . ? C16 C17 C20 119.2(5) . . ? C19 C18 C17 119.7(5) . . ? C19 C18 C23 120.1(5) . . ? C17 C18 C23 120.2(5) . . ? C18 C19 C14 119.8(5) . . ? C18 C19 C24 120.0(5) . . ? C14 C19 C24 120.2(5) . . ? C17 C20 S4 116.9(4) . . ? C17 C20 H20A 108.1 . . ? S4 C20 H20A 108.1 . . ? C17 C20 H20B 108.1 . . ? S4 C20 H20B 108.1 . . ? H20A C20 H20B 107.3 . . ? C15 C21 H21A 109.5 . . ? C15 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C15 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C16 C22 H22A 109.5 . . ? C16 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C16 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 S3 As1 S1 C1 -162.9(3) . . . . ? Cl1 As1 S1 C1 97.3(3) . . . . ? S4 As2 S2 C8 161.5(2) . . . . ? Cl2 As2 S2 C8 -98.7(2) . . . . ? S1 As1 S3 C13 164.1(2) . . . . ? Cl1 As1 S3 C13 -95.0(2) . . . . ? S2 As2 S4 C20 -168.4(3) . . . . ? Cl2 As2 S4 C20 92.2(3) . . . . ? As1 S1 C1 C2 -3.7(6) . . . . ? S1 C1 C2 C7 86.4(6) . . . . ? S1 C1 C2 C3 -93.8(6) . . . . ? C7 C2 C3 C4 4.0(8) . . . . ? C1 C2 C3 C4 -175.8(5) . . . . ? C7 C2 C3 C9 -177.4(5) . . . . ? C1 C2 C3 C9 2.8(8) . . . . ? C2 C3 C4 C5 0.4(8) . . . . ? C9 C3 C4 C5 -178.1(5) . . . . ? C2 C3 C4 C10 179.6(5) . . . . ? C9 C3 C4 C10 1.0(8) . . . . ? C3 C4 C5 C6 -4.6(8) . . . . ? C10 C4 C5 C6 176.3(5) . . . . ? C3 C4 C5 C8 175.8(5) . . . . ? C10 C4 C5 C8 -3.3(8) . . . . ? C4 C5 C6 C7 4.4(8) . . . . ? C8 C5 C6 C7 -176.0(5) . . . . ? C4 C5 C6 C11 -176.5(5) . . . . ? C8 C5 C6 C11 3.1(8) . . . . ? C5 C6 C7 C2 0.1(8) . . . . ? C11 C6 C7 C2 -179.0(5) . . . . ? C5 C6 C7 C12 179.0(5) . . . . ? C11 C6 C7 C12 -0.2(8) . . . . ? C3 C2 C7 C6 -4.3(8) . . . . ? C1 C2 C7 C6 175.5(5) . . . . ? C3 C2 C7 C12 176.9(5) . . . . ? C1 C2 C7 C12 -3.3(8) . . . . ? C6 C5 C8 S2 -82.7(6) . . . . ? C4 C5 C8 S2 96.9(6) . . . . ? As2 S2 C8 C5 -0.3(5) . . . . ? As1 S3 C13 C14 1.5(5) . . . . ? S3 C13 C14 C15 -84.1(6) . . . . ? S3 C13 C14 C19 96.8(6) . . . . ? C19 C14 C15 C16 2.6(8) . . . . ? C13 C14 C15 C16 -176.4(5) . . . . ? C19 C14 C15 C21 -177.8(6) . . . . ? C13 C14 C15 C21 3.1(8) . . . . ? C14 C15 C16 C17 0.9(8) . . . . ? C21 C15 C16 C17 -178.6(5) . . . . ? C14 C15 C16 C22 178.5(5) . . . . ? C21 C15 C16 C22 -1.1(8) . . . . ? C15 C16 C17 C18 -3.9(8) . . . . ? C22 C16 C17 C18 178.6(5) . . . . ? C15 C16 C17 C20 175.7(5) . . . . ? C22 C16 C17 C20 -1.8(8) . . . . ? C16 C17 C18 C19 3.2(8) . . . . ? C20 C17 C18 C19 -176.4(5) . . . . ? C16 C17 C18 C23 -178.1(5) . . . . ? C20 C17 C18 C23 2.3(8) . . . . ? C17 C18 C19 C14 0.4(8) . . . . ? C23 C18 C19 C14 -178.3(5) . . . . ? C17 C18 C19 C24 179.2(5) . . . . ? C23 C18 C19 C24 0.5(8) . . . . ? C15 C14 C19 C18 -3.3(8) . . . . ? C13 C14 C19 C18 175.8(5) . . . . ? C15 C14 C19 C24 177.9(5) . . . . ? C13 C14 C19 C24 -3.0(8) . . . . ? C18 C17 C20 S4 -100.4(6) . . . . ? C16 C17 C20 S4 80.0(7) . . . . ? As2 S4 C20 C17 4.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.741 _refine_diff_density_min -0.704 _refine_diff_density_rms 0.125