# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2001 # CCDC Number: 186/2275 data_12s4b2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Bis(copper(I)bromide) 1,4,7,10-tetrathiacyclododecane' ; _chemical_name_common {(CuBr)4([12]aneS4)2} _chemical_formula_moiety 'C8 H16 S4 Br2 Cu2' _chemical_formula_sum 'C8 H16 Br2 Cu2 S4' _chemical_formula_weight 527.35 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' 'Cu' 'Cu' 0.3201 1.2651 '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 monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.295(7) _cell_length_b 13.464(3) _cell_length_c 15.200(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.68(3) _cell_angle_gamma 90.00 _cell_volume 1475.8(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 16 _cell_measurement_theta_min 10.15 _cell_measurement_theta_max 11.7 _exptl_crystal_description tablet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.373 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 8.833 _exptl_absorpt_correction_type psi-scans _exptl_absorpt_correction_T_min 0.222 _exptl_absorpt_correction_T_max 0.376 _exptl_absorpt_process_details 'XRED (Stoe & Cie, 1997b)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Stoe Stadi-4 four circle' _diffrn_measurement_method omega-theta _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'linear isotropic decay 6%' _diffrn_reflns_number 2876 _diffrn_reflns_av_R_equivalents 0.070 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2876 _reflns_number_gt 2261 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STADI-4 (Stoe & Cie, 1997a)' _computing_cell_refinement STADI-4 _computing_data_reduction 'X-RED (Stoe & Cie, 1997b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC version 5.03 (Sheldrick, 1994)' _computing_publication_material SHELXL-97 _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 w=1/[\s^2^(Fo^2^)+(0.0811P)^2^+8.062P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary 'difference Fourier synthesis' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2876 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1450 _refine_ls_wR_factor_gt 0.1293 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.01189(14) -0.33994(8) -0.13578(7) 0.0213(3) Uani 1 1 d . . . Cu2 Cu 0.00534(15) -0.10751(8) 0.02917(7) 0.0243(3) Uani 1 1 d . . . Br1 Br -0.18279(11) -0.24157(6) -0.04337(5) 0.0193(2) Uani 1 1 d . . . Br2 Br -0.18158(11) 0.02941(6) 0.08502(5) 0.0203(2) Uani 1 1 d . . . S1 S 0.1153(3) -0.24249(15) -0.23738(13) 0.0179(4) Uani 1 1 d . . . C2 C 0.3580(12) -0.2622(6) -0.1921(6) 0.0241(18) Uani 1 1 d . . . H2A H 0.4344 -0.2454 -0.2385 0.029 Uiso 1 1 calc R . . H2B H 0.3922 -0.2156 -0.1419 0.029 Uiso 1 1 calc R . . C3 C 0.4076(13) -0.3691(6) -0.1587(6) 0.0254(19) Uani 1 1 d . . . H3A H 0.5430 -0.3747 -0.1394 0.031 Uiso 1 1 calc R . . H3B H 0.3712 -0.4173 -0.2073 0.031 Uiso 1 1 calc R . . S4 S 0.2848(3) -0.39591(15) -0.06581(14) 0.0218(4) Uani 1 1 d . . . C5 C 0.2553(12) -0.5296(6) -0.0759(6) 0.0235(18) Uani 1 1 d . . . H5A H 0.3755 -0.5594 -0.0843 0.028 Uiso 1 1 calc R . . H5B H 0.2231 -0.5555 -0.0192 0.028 Uiso 1 1 calc R . . C6 C 0.1082(11) -0.5638(6) -0.1515(5) 0.0205(17) Uani 1 1 d . . . H6A H 0.0917 -0.6366 -0.1471 0.025 Uiso 1 1 calc R . . H6B H 0.1512 -0.5498 -0.2090 0.025 Uiso 1 1 calc R . . S7 S -0.1120(3) -0.50344(15) -0.14987(14) 0.0209(4) Uani 1 1 d . . . C8 C -0.2346(11) -0.5451(6) -0.2572(6) 0.0201(17) Uani 1 1 d . . . H8A H -0.2170 -0.6177 -0.2621 0.024 Uiso 1 1 calc R . . H8B H -0.3689 -0.5329 -0.2587 0.024 Uiso 1 1 calc R . . C9 C -0.1728(13) -0.4951(6) -0.3373(6) 0.0250(19) Uani 1 1 d . . . H9A H -0.2175 -0.5339 -0.3916 0.030 Uiso 1 1 calc R . . H9B H -0.0357 -0.4933 -0.3297 0.030 Uiso 1 1 calc R . . S10 S -0.2632(3) -0.36914(15) -0.35030(14) 0.0208(4) Uani 1 1 d . . . C11 C -0.0812(13) -0.3076(7) -0.3981(6) 0.029(2) Uani 1 1 d . . . H11A H -0.0722 -0.3390 -0.4561 0.034 Uiso 1 1 calc R . . H11B H -0.1182 -0.2375 -0.4098 0.034 Uiso 1 1 calc R . . C12 C 0.1123(12) -0.3088(7) -0.3416(6) 0.027(2) Uani 1 1 d . . . H12A H 0.2025 -0.2779 -0.3758 0.033 Uiso 1 1 calc R . . H12B H 0.1509 -0.3785 -0.3289 0.033 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 Cu1 0.0233(5) 0.0202(5) 0.0212(6) -0.0009(4) 0.0064(4) 0.0017(4) Cu2 0.0256(6) 0.0228(6) 0.0233(6) -0.0020(4) -0.0003(4) -0.0025(4) Br1 0.0227(4) 0.0156(4) 0.0210(4) -0.0038(3) 0.0078(3) -0.0024(3) Br2 0.0228(4) 0.0179(4) 0.0209(4) -0.0004(3) 0.0056(3) -0.0006(3) S1 0.0199(10) 0.0169(9) 0.0166(10) -0.0012(8) 0.0018(8) -0.0006(8) C2 0.026(4) 0.020(4) 0.027(5) 0.002(4) 0.005(4) 0.000(4) C3 0.029(5) 0.020(4) 0.028(5) 0.005(4) 0.006(4) -0.002(4) S4 0.0261(11) 0.0183(10) 0.0196(10) -0.0001(8) -0.0015(8) -0.0006(8) C5 0.029(5) 0.021(4) 0.018(4) -0.004(3) -0.006(3) 0.005(4) C6 0.025(4) 0.017(4) 0.019(4) -0.005(3) -0.002(3) 0.001(3) S7 0.0250(10) 0.0192(10) 0.0186(10) -0.0006(8) 0.0039(8) 0.0006(8) C8 0.015(4) 0.015(4) 0.031(5) -0.004(3) 0.003(3) -0.001(3) C9 0.039(5) 0.015(4) 0.020(4) -0.001(3) 0.002(4) 0.004(4) S10 0.0251(10) 0.0178(10) 0.0189(10) -0.0009(8) 0.0009(8) -0.0008(8) C11 0.035(5) 0.029(5) 0.023(5) 0.003(4) 0.006(4) -0.013(4) C12 0.030(5) 0.033(5) 0.022(5) -0.010(4) 0.015(4) -0.008(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 Cu1 S1 2.324(2) . y Cu1 S4 2.385(3) . y Cu1 S7 2.319(2) . y Cu2 S10 2.318(3) 4_656 y Cu1 Br1 2.4104(15) . y Cu2 Br1 2.4291(15) . y Cu2 Br2 2.5155(16) . y Cu2 Br2 2.5386(16) 3 y Cu2 Cu2 3.025(2) 3 y Br2 Cu2 2.5386(16) 3 ? S1 C12 1.816(8) . ? S1 C2 1.820(9) . ? C2 C3 1.550(12) . ? C3 S4 1.819(9) . ? S4 C5 1.816(9) . ? C5 C6 1.521(11) . ? C6 S7 1.804(8) . ? S7 C8 1.826(9) . ? C8 C9 1.519(12) . ? C9 S10 1.819(8) . ? S10 C11 1.807(9) . ? S10 Cu2 2.318(3) 4 ? C11 C12 1.537(13) . ? 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 S7 Cu1 S1 128.78(8) . . y S7 Cu1 S4 89.60(9) . . y S1 Cu1 S4 92.77(9) . . y S7 Cu1 Br1 113.09(7) . . y S1 Cu1 Br1 111.75(7) . . y S4 Cu1 Br1 115.35(8) . . y S10 Cu2 Br1 123.52(8) 4_656 . y S10 Cu2 Br2 101.54(8) 4_656 . y Br1 Cu2 Br2 113.57(7) . . y S10 Cu2 Br2 102.29(9) 4_656 3 y Br1 Cu2 Br2 107.89(5) . 3 y Br2 Cu2 Br2 106.47(5) . 3 y S10 Cu2 Cu2 110.18(7) 4_656 3 ? Br1 Cu2 Cu2 126.17(6) . 3 ? Br2 Cu2 Cu2 53.58(4) . 3 ? Br2 Cu2 Cu2 52.88(4) 3 3 ? Cu1 Br1 Cu2 111.49(7) . . y Cu2 Br2 Cu2 73.53(5) . 3 y C12 S1 C2 98.1(4) . . ? C12 S1 Cu1 110.4(3) . . ? C2 S1 Cu1 97.4(3) . . ? C3 C2 S1 115.2(6) . . ? C2 C3 S4 108.7(6) . . ? C5 S4 C3 101.4(4) . . ? C5 S4 Cu1 100.8(3) . . ? C3 S4 Cu1 96.4(3) . . ? C6 C5 S4 115.2(6) . . ? C5 C6 S7 112.4(6) . . ? C6 S7 C8 99.6(4) . . ? C6 S7 Cu1 99.3(3) . . ? C8 S7 Cu1 118.6(3) . . ? C9 C8 S7 114.5(6) . . ? C8 C9 S10 110.7(6) . . ? C11 S10 C9 101.2(4) . . ? C11 S10 Cu2 103.7(3) . 4 ? C9 S10 Cu2 99.7(3) . 4 ? C12 C11 S10 116.0(6) . . ? C11 C12 S1 111.7(6) . . ? 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 S7 Cu1 Br1 Cu2 151.48(7) . . . . ? S1 Cu1 Br1 Cu2 -53.96(8) . . . . ? S4 Cu1 Br1 Cu2 50.32(9) . . . . ? S10 Cu2 Br1 Cu1 -75.40(10) 4_656 . . . ? Br2 Cu2 Br1 Cu1 161.18(5) . . . . ? Br2 Cu2 Br1 Cu1 43.42(6) 3 . . . ? Cu2 Cu2 Br1 Cu1 100.08(8) 3 . . . ? S10 Cu2 Br2 Cu2 106.67(8) 4_656 . . 3 ? Br1 Cu2 Br2 Cu2 -118.58(7) . . . 3 ? Br2 Cu2 Br2 Cu2 0.0 3 . . 3 ? S7 Cu1 S1 C12 4.9(4) . . . . ? S4 Cu1 S1 C12 96.6(3) . . . . ? Br1 Cu1 S1 C12 -144.7(3) . . . . ? S7 Cu1 S1 C2 -96.7(3) . . . . ? S4 Cu1 S1 C2 -5.0(3) . . . . ? Br1 Cu1 S1 C2 113.8(3) . . . . ? C12 S1 C2 C3 -73.2(7) . . . . y Cu1 S1 C2 C3 38.8(7) . . . . ? S1 C2 C3 S4 -63.8(8) . . . . y C2 C3 S4 C5 150.7(6) . . . . y C2 C3 S4 Cu1 48.3(6) . . . . ? S7 Cu1 S4 C5 4.8(3) . . . . ? S1 Cu1 S4 C5 -124.0(3) . . . . ? Br1 Cu1 S4 C5 120.3(3) . . . . ? S7 Cu1 S4 C3 107.7(3) . . . . ? S1 Cu1 S4 C3 -21.1(3) . . . . ? Br1 Cu1 S4 C3 -136.8(3) . . . . ? C3 S4 C5 C6 -74.6(7) . . . . y Cu1 S4 C5 C6 24.3(7) . . . . ? S4 C5 C6 S7 -52.0(8) . . . . y C5 C6 S7 C8 170.6(6) . . . . y C5 C6 S7 Cu1 49.3(6) . . . . ? S1 Cu1 S7 C6 67.0(3) . . . . ? S4 Cu1 S7 C6 -26.3(3) . . . . ? Br1 Cu1 S7 C6 -143.8(3) . . . . ? S1 Cu1 S7 C8 -39.3(3) . . . . ? S4 Cu1 S7 C8 -132.6(3) . . . . ? Br1 Cu1 S7 C8 109.9(3) . . . . ? C6 S7 C8 C9 -73.6(6) . . . . y Cu1 S7 C8 C9 32.5(7) . . . . ? S7 C8 C9 S10 -75.3(7) . . . . y C8 C9 S10 C11 148.4(6) . . . . y C8 C9 S10 Cu2 -105.4(6) . . . 4 ? C9 S10 C11 C12 -59.8(8) . . . . y Cu2 S10 C11 C12 -162.8(6) 4 . . . ? S10 C11 C12 S1 -63.3(8) . . . . y C2 S1 C12 C11 179.3(6) . . . . y Cu1 S1 C12 C11 78.3(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.215 _refine_diff_density_min -1.366 _refine_diff_density_rms 0.233 data_cu16s4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Bis(copper(I)Iodide) 1,4,7,10-tetrathiacyclohexadecane' ; _chemical_name_common (CuI)2([16]aneS4) _chemical_formula_moiety 'C12 H24 S4 Cu2 I2' _chemical_formula_sum 'C12 H24 Cu2 I2 S4' _chemical_formula_weight 677.43 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' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.456(2) _cell_length_b 14.804(3) _cell_length_c 18.470(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.33(3) _cell_angle_gamma 90.00 _cell_volume 2017.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 36 _cell_measurement_theta_min 13.0 _cell_measurement_theta_max 17.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not mesaured' _exptl_crystal_density_diffrn 2.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 5.572 _exptl_absorpt_correction_type 'numerical' _exptl_absorpt_correction_T_min 0.412 _exptl_absorpt_correction_T_max 0.646 _exptl_absorpt_process_details 'XRED (Stoe & Cie, 1997b)' _exptl_special_details ; ; _diffrn_ambient_temperature 150(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 'STOE STADI-4 FOUR-CIRCLE DIFFRACTOMETER' _diffrn_measurement_method 'omega-theta' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% '5.7' _diffrn_reflns_number 3540 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0194 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3540 _reflns_number_gt 3265 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STADI-4 (Stoe & Cie, 1996a)' _computing_cell_refinement 'STADI-4 (Stoe & Cie, 1996a)' _computing_data_reduction 'X-RED (Stoe & Cie, 1996b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (version 5.03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+10.637P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary 'difference Fourier synthesis' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3540 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0336 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0748 _refine_ls_wR_factor_gt 0.0721 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.13218(4) 0.13837(2) 0.001105(17) 0.02166(10) Uani 1 d . . . I2 I -0.33500(4) 0.31168(2) 0.034657(17) 0.02113(10) Uani 1 d . . . Cu1 Cu -0.12766(8) 0.24815(4) -0.05638(3) 0.01930(15) Uani 1 d . . . Cu2 Cu -0.05357(8) 0.21179(4) 0.09419(3) 0.02015(15) Uani 1 d . . . S1 S -0.32649(16) 0.16683(8) -0.14368(6) 0.0169(2) Uani 1 d . . . C2 C -0.1852(7) 0.0957(3) -0.1923(3) 0.0202(10) Uani 1 d . . . H2A H -0.0999 0.0615 -0.1564 0.024 Uiso 1 calc R . . H2B H -0.2629 0.0516 -0.2225 0.024 Uiso 1 calc R . . C3 C -0.0778(7) 0.1499(3) -0.2414(3) 0.0224(11) Uani 1 d . . . H3A H -0.0202 0.1073 -0.2724 0.027 Uiso 1 calc R . . H3B H 0.0205 0.1825 -0.2102 0.027 Uiso 1 calc R . . C4 C -0.1886(7) 0.2186(3) -0.2913(3) 0.0202(10) Uani 1 d . . . H4A H -0.1128 0.2419 -0.3270 0.024 Uiso 1 calc R . . H4B H -0.2190 0.2701 -0.2613 0.024 Uiso 1 calc R . . S5 S -0.39626(16) 0.17308(8) -0.34096(6) 0.0162(2) Uani 1 d . . . C6 C -0.3090(7) 0.1050(3) -0.4111(3) 0.0198(10) Uani 1 d . . . H6A H -0.3856 0.1154 -0.4588 0.024 Uiso 1 calc R . . H6B H -0.1845 0.1253 -0.4156 0.024 Uiso 1 calc R . . C7 C -0.3056(6) 0.0036(3) -0.3940(3) 0.0193(10) Uani 1 d . . . H7A H -0.2466 -0.0295 -0.4307 0.023 Uiso 1 calc R . . H7B H -0.2349 -0.0073 -0.3451 0.023 Uiso 1 calc R . . C8 C -0.4992(6) -0.0306(3) -0.3953(3) 0.0175(10) Uani 1 d . . . H8A H -0.5671 -0.0236 -0.4452 0.021 Uiso 1 calc R . . H8B H -0.5609 0.0056 -0.3613 0.021 Uiso 1 calc R . . S9 S -0.49810(16) -0.14861(8) -0.36877(6) 0.0167(2) Uani 1 d . . . C10 C -0.7415(7) -0.1683(3) -0.3759(3) 0.0200(10) Uani 1 d . . . H10A H -0.8008 -0.1461 -0.4240 0.024 Uiso 1 calc R . . H10B H -0.7633 -0.2341 -0.3740 0.024 Uiso 1 calc R . . C11 C -0.8295(7) -0.1223(3) -0.3157(3) 0.0200(10) Uani 1 d . . . H11A H -0.8075 -0.0565 -0.3173 0.024 Uiso 1 calc R . . H11B H -0.9622 -0.1323 -0.3253 0.024 Uiso 1 calc R . . C12 C -0.7568(7) -0.1577(3) -0.2401(3) 0.0217(11) Uani 1 d . . . H12A H -0.6238 -0.1490 -0.2310 0.026 Uiso 1 calc R . . H12B H -0.7813 -0.2233 -0.2383 0.026 Uiso 1 calc R . . S13 S -0.85890(16) -0.10076(8) -0.16815(6) 0.0172(2) Uani 1 d . . . C14 C -0.6647(7) -0.0487(3) -0.1132(3) 0.0202(10) Uani 1 d . . . H14A H -0.7000 -0.0294 -0.0659 0.024 Uiso 1 calc R . . H14B H -0.5674 -0.0944 -0.1026 0.024 Uiso 1 calc R . . C15 C -0.5906(7) 0.0324(3) -0.1498(3) 0.0215(11) Uani 1 d . . . H15A H -0.6896 0.0762 -0.1644 0.026 Uiso 1 calc R . . H15B H -0.5435 0.0125 -0.1947 0.026 Uiso 1 calc R . . C16 C -0.4381(7) 0.0786(3) -0.0981(3) 0.0183(10) Uani 1 d . . . H16A H -0.3473 0.0327 -0.0785 0.022 Uiso 1 calc R . . H16B H -0.4892 0.1052 -0.0564 0.022 Uiso 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 I1 0.02234(18) 0.02252(18) 0.02136(18) 0.00227(12) 0.00733(13) 0.00699(13) I2 0.01636(17) 0.02674(18) 0.02109(18) 0.00044(13) 0.00542(13) 0.00427(12) Cu1 0.0192(3) 0.0191(3) 0.0203(3) -0.0017(2) 0.0051(2) -0.0005(2) Cu2 0.0202(3) 0.0194(3) 0.0218(3) -0.0002(2) 0.0063(2) -0.0026(2) S1 0.0164(6) 0.0162(6) 0.0183(6) -0.0008(5) 0.0031(5) -0.0005(5) C2 0.019(2) 0.023(3) 0.019(2) -0.005(2) 0.002(2) 0.005(2) C3 0.019(3) 0.026(3) 0.022(3) -0.004(2) 0.003(2) -0.002(2) C4 0.025(3) 0.020(2) 0.016(2) -0.0017(19) 0.002(2) -0.005(2) S5 0.0175(6) 0.0152(6) 0.0160(5) -0.0016(4) 0.0029(4) -0.0006(4) C6 0.025(3) 0.020(2) 0.016(2) -0.0040(19) 0.005(2) -0.001(2) C7 0.018(2) 0.017(2) 0.023(3) -0.003(2) 0.004(2) 0.0029(19) C8 0.019(2) 0.014(2) 0.018(2) -0.0011(18) -0.0029(19) 0.0020(19) S9 0.0181(6) 0.0162(6) 0.0162(6) 0.0008(4) 0.0042(5) 0.0013(5) C10 0.020(3) 0.024(3) 0.017(2) -0.001(2) 0.005(2) -0.001(2) C11 0.017(2) 0.023(3) 0.021(3) 0.002(2) 0.007(2) 0.004(2) C12 0.026(3) 0.023(3) 0.019(2) 0.000(2) 0.013(2) 0.006(2) S13 0.0181(6) 0.0158(6) 0.0189(6) -0.0011(5) 0.0070(5) 0.0003(5) C14 0.020(3) 0.019(2) 0.022(2) -0.001(2) 0.004(2) -0.003(2) C15 0.021(3) 0.020(2) 0.023(3) 0.003(2) 0.002(2) -0.004(2) C16 0.024(3) 0.013(2) 0.019(2) -0.0001(18) 0.006(2) -0.0049(19) _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 I1 Cu2 2.5972(9) . y I1 Cu1 2.6317(9) . y I2 Cu1 2.6182(9) . y I2 Cu2 2.6702(9) . y Cu1 S9 2.3456(14) 2_454 y Cu1 S1 2.3567(14) . y Cu1 Cu2 2.8079(12) . y Cu2 S13 2.2918(14) 3_455 y Cu2 S5 2.3040(14) 4_666 y S1 C2 1.816(5) . ? S1 C16 1.819(5) . ? C2 C3 1.523(7) . ? C3 C4 1.531(7) . ? C4 S5 1.811(5) . ? S5 C6 1.834(5) . ? S5 Cu2 2.3040(14) 4_565 ? C6 C7 1.534(7) . ? C7 C8 1.526(7) . ? C8 S9 1.814(5) . ? S9 C10 1.824(5) . ? S9 Cu1 2.3457(14) 2_444 ? C10 C11 1.529(7) . ? C11 C12 1.516(7) . ? C12 S13 1.830(5) . ? S13 C14 1.815(5) . ? S13 Cu2 2.2918(14) 3_455 ? C14 C15 1.522(7) . ? C15 C16 1.536(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 Cu2 I1 Cu1 64.96(3) . . y Cu1 I2 Cu2 64.13(3) . . y S9 Cu1 S1 101.26(5) 2_454 . y S9 Cu1 I2 117.91(4) 2_454 . y S1 Cu1 I2 104.56(4) . . y S9 Cu1 I1 107.84(4) 2_454 . y S1 Cu1 I1 108.30(4) . . y I2 Cu1 I1 115.55(3) . . y S9 Cu1 Cu2 132.11(4) 2_454 . ? S1 Cu1 Cu2 126.42(4) . . ? I2 Cu1 Cu2 58.83(3) . . ? I1 Cu1 Cu2 56.93(3) . . ? S13 Cu2 S5 112.84(5) 3_455 4_666 y S13 Cu2 I1 108.64(4) 3_455 . y S5 Cu2 I1 111.94(4) 4_666 . y S13 Cu2 I2 111.59(4) 3_455 . y S5 Cu2 I2 96.60(4) 4_666 . y I1 Cu2 I2 114.94(3) . . y S13 Cu2 Cu1 134.09(4) 3_455 . ? S5 Cu2 Cu1 112.67(4) 4_666 . ? I1 Cu2 Cu1 58.12(3) . . ? I2 Cu2 Cu1 57.03(3) . . ? C2 S1 C16 98.6(2) . . ? C2 S1 Cu1 106.38(17) . . ? C16 S1 Cu1 109.57(16) . . ? C3 C2 S1 112.5(4) . . ? C2 C3 C4 115.1(4) . . ? C3 C4 S5 113.9(3) . . ? C4 S5 C6 101.4(2) . . ? C4 S5 Cu2 108.76(17) . 4_565 ? C6 S5 Cu2 104.18(16) . 4_565 ? C7 C6 S5 112.9(3) . . ? C8 C7 C6 109.6(4) . . ? C7 C8 S9 110.4(3) . . ? C8 S9 C10 99.7(2) . . ? C8 S9 Cu1 117.04(17) . 2_444 ? C10 S9 Cu1 109.39(16) . 2_444 ? C11 C10 S9 113.8(3) . . ? C12 C11 C10 112.4(4) . . ? C11 C12 S13 112.3(3) . . ? C14 S13 C12 102.7(2) . . ? C14 S13 Cu2 104.11(16) . 3_455 ? C12 S13 Cu2 106.69(17) . 3_455 ? C15 C14 S13 113.4(3) . . ? C14 C15 C16 111.0(4) . . ? C15 C16 S1 112.3(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 C16 S1 C2 C3 176.5(3) . . . . y S1 C2 C3 C4 -48.9(5) . . . . y C2 C3 C4 S5 -48.3(5) . . . . y C3 C4 S5 C6 -74.8(4) . . . . y C4 S5 C6 C7 102.5(4) . . . . y S5 C6 C7 C8 64.9(5) . . . . y C6 C7 C8 S9 -175.9(3) . . . . y C7 C8 S9 C10 -179.9(3) . . . . y C8 S9 C10 C11 -71.5(4) . . . . y S9 C10 C11 C12 -62.9(5) . . . . y C10 C11 C12 S13 178.7(3) . . . . y C11 C12 S13 C14 -118.8(4) . . . . y C12 S13 C14 C15 72.9(4) . . . . y S13 C14 C15 C16 174.8(3) . . . . y C14 C15 C16 S1 172.6(3) . . . . y C2 S1 C16 C15 -77.9(4) . . . . y _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 0.69 _refine_diff_density_min -0.77 _refine_diff_density_rms 0.136 data_CUI2S4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; '1,4,7,10-tetrathiacyclododecane copper(I) iodide' ; _chemical_name_common '[12]aneS4 copper(I) iodide' _chemical_formula_moiety 'C8 H16 S4 Cu I' _chemical_formula_sum 'C8 H16 Cu I S4' _chemical_formula_weight 430.89 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' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' _cell_length_a 8.905(3) _cell_length_b 8.905(3) _cell_length_c 8.331(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 660.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2003 _cell_measurement_theta_min 3.25 _cell_measurement_theta_max 28.72 _exptl_crystal_description wedge _exptl_crystal_colour colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.166 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 4.583 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.254 _exptl_absorpt_correction_T_max 0.413 _exptl_absorpt_process_details 'XPREP (Sheldrick, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 2067 _diffrn_reflns_av_R_equivalents 0.051 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 28.72 _reflns_number_total 422 _reflns_number_gt 422 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1999a)' _computing_data_reduction 'SAINT (Bruker, 1999a)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (version 5.03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0270P)^2^+0.1021P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary 'difference Fourier synthesis' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(5) _refine_ls_number_reflns 422 _refine_ls_number_parameters 35 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0160 _refine_ls_R_factor_gt 0.0160 _refine_ls_wR_factor_ref 0.0396 _refine_ls_wR_factor_gt 0.0396 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.098 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I I 0.0000 0.0000 0.7870 0.01757(12) Uani 1 4 d S . . Cu Cu 0.0000 0.0000 1.09596(14) 0.0348(3) Uani 1 4 d S . . S1 S 0.05990(15) 0.25813(18) 1.20813(14) 0.0307(3) Uani 1 1 d . . . C2 C 0.1809(5) 0.2033(6) 1.3734(5) 0.0236(9) Uani 1 1 d . . . H2A H 0.2195 0.2943 1.4278 0.028 Uiso 1 1 calc R . . H2B H 0.1223 0.1447 1.4525 0.028 Uiso 1 1 calc R . . C3 C 0.3118(5) 0.1097(5) 1.3137(6) 0.0226(9) Uani 1 1 d . . . H3A H 0.3751 0.0817 1.4067 0.027 Uiso 1 1 calc R . . H3B H 0.3738 0.1723 1.2412 0.027 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 I 0.02003(14) 0.02003(14) 0.01264(19) 0.000 0.000 0.000 Cu 0.0455(4) 0.0455(4) 0.0133(4) 0.000 0.000 0.000 S1 0.0207(5) 0.0548(8) 0.0165(6) 0.0054(5) 0.0026(4) 0.0039(5) C2 0.020(2) 0.028(2) 0.0220(19) -0.0043(19) -0.0034(18) -0.0018(16) C3 0.0220(16) 0.0227(17) 0.023(3) -0.0048(17) 0.0005(16) -0.0016(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 I Cu 2.5742(15) . y Cu S1 2.5380(18) . y Cu S1 2.5380(18) 4 ? Cu S1 2.5380(18) 2 ? Cu S1 2.5380(18) 3 ? S1 C3 1.812(4) 3 ? S1 C2 1.815(5) . ? C2 C3 1.517(7) . ? C3 S1 1.812(4) 4 ? 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 Cu S1 82.21(3) . 4 y S1 Cu S1 136.79(8) . 2 y S1 Cu S1 82.21(3) 4 2 ? S1 Cu S1 82.21(3) . 3 ? S1 Cu S1 136.79(8) 4 3 ? S1 Cu S1 82.21(3) 2 3 ? S1 Cu I 111.61(4) . . y S1 Cu I 111.61(4) 4 . ? S1 Cu I 111.61(4) 2 . ? S1 Cu I 111.61(4) 3 . ? C3 S1 C2 101.4(2) 3 . ? C3 S1 Cu 104.04(17) 3 . y C2 S1 Cu 99.24(17) . . y C3 C2 S1 110.8(3) . . ? C2 C3 S1 114.5(3) . 4 ? 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 S1 Cu S1 C3 -133.73(15) 4 . . 3 ? S1 Cu S1 C3 -63.95(15) 2 . . 3 ? S1 Cu S1 C3 5.84(16) 3 . . 3 ? I Cu S1 C3 116.05(15) . . . 3 ? S1 Cu S1 C2 -29.43(16) 4 . . . ? S1 Cu S1 C2 40.36(16) 2 . . . ? S1 Cu S1 C2 110.14(15) 3 . . . ? I Cu S1 C2 -139.64(16) . . . . ? C3 S1 C2 C3 162.6(3) 3 . . . y Cu S1 C2 C3 56.1(3) . . . . ? S1 C2 C3 S1 -58.2(4) . . . 4 y C2 C3 S1 C2 -76.3(4) . . 4 4 y _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.302 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.083 data_cus4br _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H16 Br Cu S4' _chemical_formula_weight 383.90 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' 'Cu' 'Cu' 0.3201 1.2651 '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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' _cell_length_a 8.7331(12) _cell_length_b 8.7331(12) _cell_length_c 8.2510(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 629.28(18) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.026 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 5.533 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2052 _diffrn_reflns_av_R_equivalents 0.1420 _diffrn_reflns_av_sigmaI/netI 0.0927 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 25.01 _reflns_number_total 563 _reflns_number_gt 561 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0381P)^2^+2.3330P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.533(15) _refine_ls_number_reflns 563 _refine_ls_number_parameters 35 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0243 _refine_ls_R_factor_gt 0.0242 _refine_ls_wR_factor_ref 0.0664 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 0.685 _refine_ls_restrained_S_all 0.684 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br Br 0.0000 0.0000 0.39180(6) 0.0138(2) Uani 1 4 d S . . Cu Cu 0.0000 0.0000 0.68521(11) 0.0275(3) Uani 1 4 d S . . S1 S 0.26372(13) 0.05576(11) 0.80038(12) 0.0250(3) Uani 1 1 d . . . C2 C 0.2115(5) 0.1789(4) 0.9688(5) 0.0172(8) Uani 1 1 d . . . H2A H 0.1501 0.1202 1.0483 0.021 Uiso 1 1 calc R . . H2B H 0.3052 0.2159 1.0238 0.021 Uiso 1 1 calc R . . C3 C 0.1188(4) 0.3150(4) 0.9075(6) 0.0176(7) Uani 1 1 d . . . H3A H 0.1842 0.3764 0.8342 0.021 Uiso 1 1 calc R . . H3B H 0.0916 0.3805 1.0011 0.021 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 Br 0.0160(2) 0.0160(2) 0.0094(3) 0.000 0.000 0.000 Cu 0.0366(4) 0.0366(4) 0.0094(5) 0.000 0.000 0.000 S1 0.0457(6) 0.0169(5) 0.0123(4) 0.0025(4) 0.0035(5) 0.0032(4) C2 0.0210(17) 0.0165(17) 0.0141(16) 0.0001(15) -0.0033(14) -0.0001(14) C3 0.0198(16) 0.0163(15) 0.0169(16) -0.0002(18) -0.0053(18) -0.0024(11) _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 Br Cu 2.4209(11) . ? Cu S1 2.5386(12) . ? Cu S1 2.5386(12) 3 ? Cu S1 2.5386(12) 2 ? Cu S1 2.5386(12) 4 ? S1 C2 1.815(4) . ? S1 C3 1.819(4) 4 ? C2 C3 1.524(5) . ? C3 S1 1.819(4) 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 Br Cu S1 111.98(3) . . ? Br Cu S1 111.98(3) . 3 ? S1 Cu S1 81.94(2) . 3 ? Br Cu S1 111.98(3) . 2 ? S1 Cu S1 136.03(6) . 2 ? S1 Cu S1 81.94(2) 3 2 ? Br Cu S1 111.98(3) . 4 ? S1 Cu S1 81.94(2) . 4 ? S1 Cu S1 136.03(6) 3 4 ? S1 Cu S1 81.94(2) 2 4 ? C2 S1 C3 100.8(2) . 4 ? C2 S1 Cu 99.91(14) . . ? C3 S1 Cu 104.15(13) 4 . ? C3 C2 S1 110.0(3) . . ? C2 C3 S1 114.5(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 Br Cu S1 C2 140.12(12) . . . . ? S1 Cu S1 C2 29.59(13) 3 . . . ? S1 Cu S1 C2 -39.88(12) 2 . . . ? S1 Cu S1 C2 -109.36(13) 4 . . . ? Br Cu S1 C3 -116.03(16) . . . 4 ? S1 Cu S1 C3 133.45(16) 3 . . 4 ? S1 Cu S1 C3 63.97(16) 2 . . 4 ? S1 Cu S1 C3 -5.51(17) 4 . . 4 ? C3 S1 C2 C3 -162.8(3) 4 . . . ? Cu S1 C2 C3 -56.2(3) . . . . ? S1 C2 C3 S1 58.4(4) . . . 3 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.643 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.098 data_CUS4CL _audit_creation_method SHELXL-97 _chemical_name_systematic ; '1,4,7,10-tetrathiacyclododecane copper(I) chloride' ; _chemical_name_common '[12]aneS4 copper(I) chloride' _chemical_formula_moiety 'C8 H16 S4 Cu Cl' _chemical_formula_sum 'C8 H16 Cl Cu S4' _chemical_formula_weight 339.44 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' 'Cu' 'Cu' 0.3201 1.2651 '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 13.469(2) _cell_length_b 7.6268(16) _cell_length_c 13.578(2) _cell_angle_alpha 90.00 _cell_angle_beta 115.654(13) _cell_angle_gamma 90.00 _cell_volume 1257.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 36 _cell_measurement_theta_min 12.5 _cell_measurement_theta_max 20 _exptl_crystal_description tablet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.793 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 2.573 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.503 _exptl_absorpt_correction_T_max 0.641 _exptl_absorpt_process_details 'XRED (Stoe & Cie, 1997b)' _exptl_special_details ; ; _diffrn_ambient_temperature 150(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 'Stoe Stadi-4 four circle diffractometer' _diffrn_measurement_method omega-theta _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 'variations +/- 3.0' _diffrn_reflns_number 2216 _diffrn_reflns_av_R_equivalents 0.1014 _diffrn_reflns_av_sigmaI/netI 0.0198 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2214 _reflns_number_gt 2009 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STADI-4 (stoe & cie, 1996a)' _computing_cell_refinement 'STADI-4 (stoe & cie, 1996a)' _computing_data_reduction 'X-RED (stoe & cie, 1996b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (version 5.03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0264P)^2^+1.567P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary 'diffrence Fourier synthesis' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2214 _refine_ls_number_parameters 137 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0655 _refine_ls_wR_factor_gt 0.0614 _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_restrained_S_all 1.149 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.22886(8) 0.16482(12) 0.86884(8) 0.01715(19) Uani 0.87 1 d P A 1 Cu' Cu 0.2534(6) 0.1142(8) 0.8960(5) 0.0279(14) Uani 0.13 1 d P A 2 Cl Cl 0.24208(6) -0.00872(9) 0.73952(5) 0.01934(17) Uani 1 1 d . . . S1 S 0.11363(5) 0.06091(9) 0.94387(5) 0.01553(17) Uani 1 1 d . . . C2 C 0.0124(2) 0.2356(4) 0.9068(2) 0.0177(6) Uani 1 1 d . A . H2A H -0.0421 0.2179 0.8301 0.021 Uiso 1 1 calc R . . H2B H -0.0273 0.2260 0.9532 0.021 Uiso 1 1 calc R . . C3 C 0.0592(2) 0.4201(4) 0.9181(2) 0.0167(6) Uani 1 1 d . . . H3A H 0.1112 0.4418 0.9953 0.020 Uiso 1 1 calc R A . H3B H -0.0014 0.5066 0.8971 0.020 Uiso 1 1 calc R . . S4 S 0.13044(6) 0.44842(9) 0.83163(5) 0.01722(17) Uani 1 1 d . A . C5 C 0.2402(2) 0.5975(4) 0.9160(2) 0.0186(6) Uani 1 1 d . . . H5A H 0.2705 0.6550 0.8695 0.022 Uiso 1 1 calc R A . H5B H 0.2084 0.6902 0.9447 0.022 Uiso 1 1 calc R . . C6 C 0.3342(2) 0.5092(4) 1.0118(2) 0.0177(6) Uani 1 1 d . A . H6A H 0.3071 0.4646 1.0643 0.021 Uiso 1 1 calc R . . H6B H 0.3933 0.5955 1.0503 0.021 Uiso 1 1 calc R . . S7 S 0.38874(5) 0.32845(9) 0.96256(5) 0.01564(17) Uani 1 1 d . . . C8 C 0.4942(2) 0.2466(4) 1.0904(2) 0.0189(6) Uani 1 1 d . A . H8A H 0.5408 0.1627 1.0734 0.023 Uiso 1 1 calc R . . H8B H 0.5418 0.3462 1.1303 0.023 Uiso 1 1 calc R . . C9 C 0.4539(2) 0.1565(4) 1.1661(2) 0.0210(6) Uani 1 1 d . . . H9A H 0.4042 0.2366 1.1810 0.025 Uiso 1 1 calc R A . H9B H 0.5176 0.1301 1.2365 0.025 Uiso 1 1 calc R . . S10 S 0.38110(6) -0.04574(10) 1.10684(6) 0.02237(18) Uani 1 1 d . A . C11 C 0.2702(2) -0.0379(4) 1.1484(2) 0.0215(6) Uani 1 1 d . . . H11A H 0.2350 -0.1549 1.1360 0.026 Uiso 1 1 calc R A . H11B H 0.3023 -0.0144 1.2279 0.026 Uiso 1 1 calc R . . C12 C 0.1818(2) 0.0975(4) 1.0907(2) 0.0194(6) Uani 1 1 d . A . H12A H 0.2153 0.2159 1.1053 0.023 Uiso 1 1 calc R . . H12B H 0.1264 0.0932 1.1204 0.023 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 Cu 0.0202(4) 0.0144(4) 0.0183(4) -0.0037(3) 0.0097(3) -0.0022(3) Cu' 0.038(4) 0.024(4) 0.030(4) -0.015(2) 0.023(3) -0.013(2) Cl 0.0250(4) 0.0159(3) 0.0184(3) -0.0035(3) 0.0106(3) 0.0001(3) S1 0.0176(3) 0.0128(3) 0.0157(3) -0.0014(3) 0.0067(3) -0.0024(3) C2 0.0140(13) 0.0184(15) 0.0187(14) -0.0007(12) 0.0052(11) -0.0010(11) C3 0.0156(14) 0.0174(15) 0.0180(14) -0.0001(11) 0.0081(11) 0.0011(11) S4 0.0185(4) 0.0181(4) 0.0150(3) 0.0021(3) 0.0072(3) 0.0004(3) C5 0.0223(15) 0.0120(14) 0.0236(15) 0.0000(12) 0.0118(12) -0.0023(11) C6 0.0186(14) 0.0130(14) 0.0209(14) -0.0035(12) 0.0081(12) -0.0035(11) S7 0.0156(3) 0.0130(3) 0.0179(3) -0.0010(3) 0.0068(3) -0.0016(3) C8 0.0128(13) 0.0170(15) 0.0227(15) -0.0011(12) 0.0039(12) -0.0042(11) C9 0.0193(14) 0.0190(15) 0.0168(14) -0.0007(12) 0.0005(12) -0.0058(12) S10 0.0214(4) 0.0129(4) 0.0316(4) -0.0014(3) 0.0104(3) -0.0012(3) C11 0.0223(15) 0.0195(15) 0.0199(14) 0.0061(12) 0.0064(12) -0.0048(12) C12 0.0218(15) 0.0216(15) 0.0139(13) -0.0019(12) 0.0068(12) -0.0029(12) _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 Cu Cl 2.2666(13) . y Cu S1 2.3331(13) . y Cu S4 2.4720(11) . y Cu S7 2.3326(13) . y Cu' Cl 2.266(7) . y Cu' S1 2.279(8) . y Cu' S7 2.320(8) . y S1 C2 1.814(3) . ? S1 C12 1.820(3) . ? C2 C3 1.522(4) . ? C3 S4 1.823(3) . ? S4 C5 1.824(3) . ? C5 C6 1.524(4) . ? C6 S7 1.820(3) . ? S7 C8 1.813(3) . ? C8 C9 1.519(4) . ? C9 S10 1.818(3) . ? S10 C11 1.812(3) . ? C11 C12 1.514(4) . ? 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 Cl Cu S7 111.80(5) . . y Cl Cu S1 115.47(5) . . y S7 Cu S1 125.10(5) . . y Cl Cu S4 124.58(4) . . y S7 Cu S4 85.99(4) . . y S1 Cu S4 89.27(4) . . y Cl Cu' S1 117.7(3) . . y Cl Cu' S7 112.3(3) . . y S1 Cu' S7 128.4(3) . . y Cu' Cl Cu 13.61(14) . . y C2 S1 C12 98.81(13) . . ? C2 S1 Cu' 113.84(17) . . ? C12 S1 Cu' 101.4(2) . . ? C2 S1 Cu 101.04(10) . . ? C12 S1 Cu 108.12(10) . . ? Cu' S1 Cu 13.31(14) . . ? C3 C2 S1 114.99(18) . . ? C2 C3 S4 110.78(19) . . ? C3 S4 C5 100.31(13) . . ? C3 S4 Cu 98.63(10) . . ? C5 S4 Cu 101.54(10) . . ? C6 C5 S4 114.1(2) . . ? C5 C6 S7 109.82(19) . . ? C8 S7 C6 100.53(13) . . ? C8 S7 Cu' 106.77(17) . . ? C6 S7 Cu' 107.6(2) . . ? C8 S7 Cu 119.60(10) . . ? C6 S7 Cu 100.46(10) . . ? Cu' S7 Cu 13.26(13) . . ? C9 C8 S7 116.25(19) . . ? C8 C9 S10 111.5(2) . . ? C11 S10 C9 101.15(14) . . ? C12 C11 S10 115.6(2) . . ? C11 C12 S1 111.9(2) . . ? 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 S1 Cu' Cl Cu 85.4(9) . . . . ? S7 Cu' Cl Cu -81.5(9) . . . . ? S7 Cu Cl Cu' 78.5(9) . . . . ? S1 Cu Cl Cu' -72.7(9) . . . . ? S4 Cu Cl Cu' 179.1(10) . . . . ? Cl Cu' S1 C2 -98.4(3) . . . . ? S7 Cu' S1 C2 66.1(3) . . . . ? Cl Cu' S1 C12 156.5(2) . . . . ? S7 Cu' S1 C12 -39.0(3) . . . . ? Cl Cu' S1 Cu -81.9(9) . . . . ? S7 Cu' S1 Cu 82.5(9) . . . . ? Cl Cu S1 C2 -119.26(10) . . . . ? S7 Cu S1 C2 93.84(10) . . . . ? S4 Cu S1 C2 9.26(10) . . . . ? Cl Cu S1 C12 137.56(11) . . . . ? S7 Cu S1 C12 -9.34(12) . . . . ? S4 Cu S1 C12 -93.92(11) . . . . ? Cl Cu S1 Cu' 76.1(9) . . . . ? S7 Cu S1 Cu' -70.8(9) . . . . ? S4 Cu S1 Cu' -155.4(9) . . . . ? C12 S1 C2 C3 69.9(2) . . . . y Cu' S1 C2 C3 -36.8(3) . . . . ? Cu S1 C2 C3 -40.6(2) . . . . ? S1 C2 C3 S4 59.8(2) . . . . y C2 C3 S4 C5 -146.15(19) . . . . y C2 C3 S4 Cu -42.66(19) . . . . ? Cl Cu S4 C3 135.91(11) . . . . ? S7 Cu S4 C3 -110.27(10) . . . . ? S1 Cu S4 C3 15.00(10) . . . . ? Cl Cu S4 C5 -121.63(11) . . . . ? S7 Cu S4 C5 -7.81(10) . . . . ? S1 Cu S4 C5 117.46(10) . . . . ? C3 S4 C5 C6 77.1(2) . . . . y Cu S4 C5 C6 -24.1(2) . . . . ? S4 C5 C6 S7 54.8(2) . . . . y C5 C6 S7 C8 -178.82(19) . . . . y C5 C6 S7 Cu' -67.3(3) . . . . ? C5 C6 S7 Cu -55.79(19) . . . . ? Cl Cu' S7 C8 -113.4(2) . . . . ? S1 Cu' S7 C8 81.4(3) . . . . ? Cl Cu' S7 C6 139.3(2) . . . . ? S1 Cu' S7 C6 -25.8(3) . . . . ? Cl Cu' S7 Cu 80.5(9) . . . . ? S1 Cu' S7 Cu -84.6(9) . . . . ? Cl Cu S7 C8 -94.64(12) . . . . ? S1 Cu S7 C8 53.29(13) . . . . ? S4 Cu S7 C8 139.57(12) . . . . ? Cl Cu S7 C6 156.79(10) . . . . ? S1 Cu S7 C6 -55.28(10) . . . . ? S4 Cu S7 C6 31.00(10) . . . . ? Cl Cu S7 Cu' -79.3(9) . . . . ? S1 Cu S7 Cu' 68.7(9) . . . . ? S4 Cu S7 Cu' 155.0(9) . . . . ? C6 S7 C8 C9 69.7(2) . . . . y Cu' S7 C8 C9 -42.5(3) . . . . ? Cu S7 C8 C9 -38.9(3) . . . . ? S7 C8 C9 S10 65.8(3) . . . . y C8 C9 S10 C11 -141.0(2) . . . . y C9 S10 C11 C12 71.5(2) . . . . y S10 C11 C12 S1 60.3(3) . . . . y C2 S1 C12 C11 177.1(2) . . . . y Cu' S1 C12 C11 -66.2(3) . . . . ? Cu S1 C12 C11 -78.1(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.54 _refine_diff_density_min -0.31 _refine_diff_density_rms 0.074 data_i2s4cu _audit_creation_method SHELXL-97 _chemical_name_systematic ; '1,4,7,10-tetrathiacyclododecane tetra(copper(I) iodide)' ; _chemical_name_common '[12]aneS4 tetra(copper(I) iodide)' _chemical_formula_moiety 'C2 H4 S Cu I' _chemical_formula_sum 'C2 H4 Cu I S' _chemical_formula_weight 250.55 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' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' _cell_length_a 11.2982(9) _cell_length_b 11.2982(9) _cell_length_c 8.2530(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1053.49(17) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3224 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 27.8 _exptl_crystal_description Plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 10.227 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.335 _exptl_absorpt_correction_T_max 0.492 _exptl_absorpt_process_details 'SADABS (Bruker, 1999b)' _exptl_special_details ; '1,4,7,10-tetrathiacyclododecane tetra(copper(I) iodide)' ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area detector' _diffrn_measurement_method omega _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 6486 _diffrn_reflns_av_R_equivalents 0.055 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 28.66 _reflns_number_total 1261 _reflns_number_gt 1039 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART version 5.054 (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1999a)' _computing_data_reduction 'SAINT (Bruker, 1999a)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (version 5.03)(Sheldrick, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0231P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary 'difference Fourier synthesis' _atom_sites_solution_hydrogens 'placed geometrically' _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_number_reflns 1261 _refine_ls_number_parameters 47 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0257 _refine_ls_R_factor_gt 0.0176 _refine_ls_wR_factor_ref 0.0405 _refine_ls_wR_factor_gt 0.0386 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.031594(15) 0.763888(16) 0.83932(2) 0.03477(8) Uani 1 1 d . . . Cu1 Cu 0.23662(3) 0.86604(3) 0.88070(5) 0.04176(11) Uani 1 1 d . . . S1 S 0.28689(6) 0.97463(5) 0.65737(8) 0.02718(15) Uani 1 1 d . . . C2 C 0.1593(2) 1.0593(2) 0.5930(3) 0.0292(6) Uani 1 1 d . . . H2A H 0.1856 1.1220 0.5211 0.035 Uiso 1 1 calc R . . H2B H 0.1071 1.0080 0.5316 0.035 Uiso 1 1 calc R . . C3 C 0.0894(2) 1.1142(2) 0.7314(4) 0.0294(6) Uani 1 1 d . . . H3A H 0.1428 1.1580 0.8012 0.035 Uiso 1 1 calc R . . H3B H 0.0533 1.0518 0.7954 0.035 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 I1 0.03247(11) 0.03617(12) 0.03566(13) -0.00123(7) -0.00703(8) -0.00049(7) Cu1 0.0551(2) 0.03177(19) 0.0384(2) 0.00774(16) -0.00610(18) -0.00985(16) S1 0.0267(3) 0.0251(3) 0.0297(4) -0.0010(3) -0.0001(3) 0.0010(2) C2 0.0283(13) 0.0330(14) 0.0262(15) -0.0039(11) -0.0032(11) 0.0021(10) C3 0.0324(13) 0.0259(13) 0.0299(16) 0.0027(11) 0.0022(12) 0.0034(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 I1 Cu1 2.6104(4) . y I1 Cu1 2.6023(5) 8_667 y I1 Cu1 3.0215(5) 2_565 y Cu1 S1 2.2858(8) . y Cu1 I1 2.6023(5) 7_567 ? Cu1 Cu1 2.6394(7) 2_565 ? Cu1 Cu1 2.7130(7) 7_567 ? Cu1 Cu1 2.7130(7) 8_667 ? Cu1 I1 3.0215(5) 2_565 ? S1 C2 1.810(3) . ? S1 C3 1.817(3) 3_665 ? C2 C3 1.521(4) . ? C3 S1 1.817(3) 4_465 ? 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 Cu1 I1 Cu1 62.727(15) 8_667 . y Cu1 I1 Cu1 57.105(14) 8_667 2_565 y Cu1 I1 Cu1 55.313(13) . 2_565 y S1 Cu1 I1 116.62(2) . 7_567 y S1 Cu1 I1 110.63(2) . . y I1 Cu1 I1 114.692(16) 7_567 . y S1 Cu1 Cu1 120.31(2) . 2_565 ? I1 Cu1 Cu1 115.338(10) 7_567 2_565 ? I1 Cu1 Cu1 70.273(15) . 2_565 ? S1 Cu1 Cu1 132.90(3) . 7_567 ? I1 Cu1 Cu1 58.783(17) 7_567 7_567 ? I1 Cu1 Cu1 112.595(15) . 7_567 ? Cu1 Cu1 Cu1 60.894(9) 2_565 7_567 ? S1 Cu1 Cu1 168.73(3) . 8_667 ? I1 Cu1 Cu1 69.25(2) 7_567 8_667 ? I1 Cu1 Cu1 58.490(12) . 8_667 ? Cu1 Cu1 Cu1 60.894(9) 2_565 8_667 ? Cu1 Cu1 Cu1 58.212(18) 7_567 8_667 ? S1 Cu1 I1 87.38(2) . 2_565 y I1 Cu1 I1 102.339(13) 7_567 2_565 y I1 Cu1 I1 122.651(14) . 2_565 y Cu1 Cu1 I1 54.415(14) 2_565 2_565 ? Cu1 Cu1 I1 53.647(12) 7_567 2_565 ? Cu1 Cu1 I1 100.996(12) 8_667 2_565 ? C2 S1 C3 102.21(12) . 3_665 ? C2 S1 Cu1 108.81(9) . . ? C3 S1 Cu1 105.34(9) 3_665 . ? C3 C2 S1 114.13(19) . . ? C2 C3 S1 111.6(2) . 4_465 ? 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 Cu1 I1 Cu1 S1 -176.75(3) 8_667 . . . ? Cu1 I1 Cu1 S1 115.97(2) 2_565 . . . ? Cu1 I1 Cu1 I1 -42.329(17) 8_667 . . 7_567 ? Cu1 I1 Cu1 I1 -109.605(13) 2_565 . . 7_567 ? Cu1 I1 Cu1 Cu1 67.276(12) 8_667 . . 2_565 ? Cu1 I1 Cu1 Cu1 22.424(18) 8_667 . . 7_567 ? Cu1 I1 Cu1 Cu1 -44.85(2) 2_565 . . 7_567 ? Cu1 I1 Cu1 Cu1 -67.276(12) 2_565 . . 8_667 ? Cu1 I1 Cu1 I1 82.697(16) 8_667 . . 2_565 ? Cu1 I1 Cu1 I1 15.42(2) 2_565 . . 2_565 ? I1 Cu1 S1 C2 -88.34(9) 7_567 . . . ? I1 Cu1 S1 C2 45.12(9) . . . . ? Cu1 Cu1 S1 C2 123.72(9) 2_565 . . . ? Cu1 Cu1 S1 C2 -159.34(9) 7_567 . . . ? Cu1 Cu1 S1 C2 30.79(18) 8_667 . . . ? I1 Cu1 S1 C2 169.16(9) 2_565 . . . ? I1 Cu1 S1 C3 20.63(9) 7_567 . . 3_665 ? I1 Cu1 S1 C3 154.09(9) . . . 3_665 ? Cu1 Cu1 S1 C3 -127.31(9) 2_565 . . 3_665 ? Cu1 Cu1 S1 C3 -50.36(10) 7_567 . . 3_665 ? Cu1 Cu1 S1 C3 139.77(15) 8_667 . . 3_665 ? I1 Cu1 S1 C3 -81.86(9) 2_565 . . 3_665 ? C3 S1 C2 C3 -69.6(2) 3_665 . . . y Cu1 S1 C2 C3 41.4(2) . . . . ? S1 C2 C3 S1 172.55(13) . . . 4_465 y C2 C3 S1 C2 -74.2(2) . . 4_465 4_465 y _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.43 _refine_diff_density_min -0.53 _refine_diff_density_rms 0.088