# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2110 # #--------------- CIF produced by WinGX routine CIF_UPDATE -------------------# #--------------- Created on 2000-03-16 at 23:21:43-00:00 --------------------# data_d _publ_requested_category FO # #------------------ CHEMICAL INFORMATION ------------------------------------# # _chemical_name_systematic ; ? ; _chemical_formula_sum 'C3 H12 I10 N6 S3' _chemical_formula_weight 1497.37 # #------------------ UNIT CELL INFORMATION -----------------------------------# # loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.840(1) _cell_length_b 11.215(2) _cell_length_c 15.454(2) _cell_angle_alpha 70.95(1) _cell_angle_beta 85.29(1) _cell_angle_gamma 74.08(2) _cell_volume 1392.8(3) _cell_formula_units_z 2 _cell_measurement_temperature 203(2) # #------------------ CRYSTAL INFORMATION -------------------------------------# # _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 3.57 _exptl_crystal_density_method 'not measured' _exptl_crystal_f_000 1300 _exptl_absorpt_coefficient_mu 11.352 _exptl_absorpt_correction_t_min 0.1636 _exptl_absorpt_correction_t_max 0.6007 _exptl_special_details ; ? ; # #------------------ DATA COLLECTION INFORMATION -----------------------------# # _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 5235 _diffrn_reflns_av_r_equivalents 0.0277 _diffrn_reflns_av_sigmai/neti 0.0306 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 24.97 _reflns_number_total 4888 _reflns_number_gt 4035 _reflns_threshold_expression >2sigma(I) # #------------------ COMPUTER PROGRAMS USED ----------------------------------# # _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' # #------------------ REFINEMENT INFORMATION ----------------------------------# # _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^)+(0.0447P)^2^+2.5550P] 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 SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.00003(6) _refine_ls_number_reflns 4888 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_r_factor_all 0.0473 _refine_ls_r_factor_gt 0.0349 _refine_ls_wr_factor_ref 0.0821 _refine_ls_wr_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_s_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.997 _refine_diff_density_min -0.887 _refine_diff_density_rms 0.194 # #------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------# # 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 0 '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' 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' 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_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group I1 I 0.94523(6) 0.33883(5) 0.46449(4) 0.0316(1) 1 d . . I2 I 0.63852(6) 0.24600(5) 0.47007(4) 0.0312(1) 1 d . . I3 I 0.75847(7) 0.41340(6) 0.63144(4) 0.0354(1) 1 d . . I4 I 0.72590(7) 0.62207(6) 0.34822(4) 0.0343(1) 1 d . . I5 I 0.53066(7) 0.85336(6) 0.24310(5) 0.0362(1) 1 d . . I6 I 0.63020(7) 1.18034(6) 0.03242(4) 0.0336(1) 1 d . . I7 I 0.30434(7) 1.14984(6) 0.10099(5) 0.0359(1) 1 d . . I8 I 0.20841(8) 0.47563(6) 0.90409(5) 0.0424(1) 1 d . . I9 I 0.13437(7) 0.74422(6) 0.78084(4) 0.0354(1) 1 d . . I10 I 0.06133(8) 1.01723(6) 0.66434(5) 0.0428(1) 1 d . . S1 S 0.3885(3) 0.1855(3) 0.4785(2) 0.0423(6) 1 d . . S2 S 0.5815(3) 0.4663(3) 0.7509(2) 0.0470(7) 1 d . . S3 S 0.8990(3) 1.2140(3) -0.0092(2) 0.0484(7) 1 d . . N1 N 0.494(1) 0.1522(9) 0.3179(6) 0.051(2) 1 d . . H1A H 0.4844 0.133 0.2689 0.062 1 calc R . H1B H 0.5773 0.1758 0.3253 0.062 1 calc R . N2 N 0.261(1) 0.1097(9) 0.3681(7) 0.056(3) 1 d . . H2A H 0.2524 0.0907 0.3188 0.067 1 calc R . H2B H 0.1878 0.1049 0.4093 0.067 1 calc R . N3 N 0.609(1) 0.5509(9) 0.8811(7) 0.054(2) 1 d . . H3A H 0.6534 0.5827 0.9138 0.065 1 calc R . H3B H 0.5161 0.5396 0.8945 0.065 1 calc R . N4 N 0.825(1) 0.537(1) 0.7922(8) 0.069(3) 1 d . . H4A H 0.8686 0.5693 0.8252 0.083 1 calc R . H4B H 0.8763 0.5171 0.7461 0.083 1 calc R . N5 N 0.857(1) 1.1264(9) -0.1446(6) 0.046(2) 1 d . . H5A H 0.8883 1.106 -0.194 0.056 1 calc R . H5B H 0.7657 1.1197 -0.1216 0.056 1 calc R . N6 N 1.086(1) 1.176(1) -0.1401(8) 0.067(3) 1 d . . H6A H 1.1157 1.156 -0.1896 0.081 1 calc R . H6B H 1.1481 1.2037 -0.1142 0.081 1 calc R . C1 C 0.385(1) 0.1456(8) 0.3805(7) 0.031(2) 1 d . . C2 C 0.684(1) 0.5201(9) 0.8119(7) 0.039(2) 1 d . . C3 C 0.948(1) 1.1673(9) -0.1047(7) 0.038(2) 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 I1 0.0233(3) 0.0330(3) 0.0376(3) -0.0104(2) 0.0013(2) -0.0068(2) I2 0.0283(3) 0.0334(3) 0.0353(3) -0.0149(2) 0.0014(2) -0.0088(2) I3 0.0352(3) 0.0357(3) 0.0397(4) -0.0146(3) 0.0042(3) -0.0141(3) I4 0.0326(3) 0.0382(3) 0.0340(3) -0.0107(3) 0.0004(3) -0.0130(3) I5 0.0319(3) 0.0328(3) 0.0445(4) -0.0107(3) 0.0006(3) -0.0112(3) I6 0.0285(3) 0.0366(3) 0.0375(4) -0.0135(3) 0.0009(2) -0.0094(2) I7 0.0271(3) 0.0308(3) 0.0481(4) -0.0071(3) 0.0009(3) -0.0113(2) I8 0.0451(4) 0.0455(4) 0.0365(4) -0.0092(3) -0.0048(3) -0.0147(3) I9 0.0273(3) 0.0506(4) 0.0330(3) -0.0186(3) 0.0023(2) -0.0119(3) I10 0.0386(3) 0.0361(3) 0.0537(4) -0.0161(3) 0.0022(3) -0.0077(3) S1 0.032(1) 0.054(1) 0.053(1) -0.029(1) 0.010(1) -0.020(1) S2 0.039(1) 0.070(1) 0.052(1) -0.038(1) 0.011(1) -0.028(1) S3 0.030(1) 0.078(1) 0.054(1) -0.039(1) 0.011(1) -0.025(1) N1 0.044(5) 0.080(6) 0.052(6) -0.037(5) 0.003(4) -0.032(5) N2 0.038(5) 0.066(6) 0.079(7) -0.038(5) 0.003(5) -0.023(5) N3 0.062(6) 0.065(6) 0.056(6) -0.039(5) 0.004(5) -0.026(5) N4 0.041(5) 0.098(8) 0.097(9) -0.048(7) 0.006(5) -0.044(6) N5 0.050(5) 0.074(6) 0.036(5) -0.028(4) 0.013(4) -0.042(5) N6 0.051(6) 0.101(8) 0.081(8) -0.058(7) 0.026(5) -0.042(6) C1 0.025(4) 0.019(4) 0.046(6) -0.011(4) 0.007(4) -0.003(3) C2 0.040(5) 0.026(5) 0.051(6) -0.013(4) -0.019(5) -0.001(4) C3 0.029(5) 0.032(5) 0.044(6) -0.007(4) 0.005(4) -0.004(4) # #------------------ MOLECULAR GEOMETRY --------------------------------------# # _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 I1 I2 3.1457(9) . I2 S1 2.466(2) . I3 S2 2.437(3) . I4 I5 2.756(1) . I6 S3 2.507(3) . I6 I7 3.0565(9) . I8 I9 2.916(1) . I9 I10 2.922(1) . S1 C1 1.71(1) . S2 C2 1.70(1) . S3 C3 1.70(1) . N1 C1 1.30(1) . N2 C1 1.31(1) . N3 C2 1.30(1) . N4 C2 1.30(1) . N5 C3 1.30(1) . N6 C3 1.30(1) . 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 S1 I2 I1 176.08(7) . . S3 I6 I7 173.69(7) . . I8 I9 I10 177.43(3) . . C1 S1 I2 104.1(3) . . C2 S2 I3 105.7(4) . . C3 S3 I6 105.2(3) . . N1 C1 N2 119(1) . . N1 C1 S1 124.6(7) . . N2 C1 S1 116.2(8) . . N3 C2 N4 119(1) . . N3 C2 S2 114.8(8) . . N4 C2 S2 125.6(9) . . N6 C3 N5 119(1) . . N6 C3 S3 116.7(9) . . N5 C3 S3 124.2(7) . . data_ps98a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C0.50 H2 I1.50 N S0.50' _chemical_formula_weight 228.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.019(2) _cell_length_b 9.329(2) _cell_length_c 13.596(1) _cell_angle_alpha 90.00 _cell_angle_beta 104.87(1) _cell_angle_gamma 90.00 _cell_volume 1718.6 _cell_formula_units_Z 16 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'plate' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 11.067 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71069 _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 1551 _diffrn_reflns_av_R_equivalents 0.0142 _diffrn_reflns_av_sigmaI/netI 0.0170 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 24.95 _reflns_number_total 1487 _reflns_number_gt 1345 _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^)+(0.0366P)^2^+0.2097P] 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 SHELXL _refine_ls_extinction_coef 0.00089(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1487 _refine_ls_number_parameters 81 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0276 _refine_ls_R_factor_gt 0.0230 _refine_ls_wR_factor_ref 0.0571 _refine_ls_wR_factor_gt 0.0554 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 0.11999(3) 0.04533(4) 0.18330(3) 0.02138(13) Uani 1 1 d . . . I2 I 0.09140(3) 0.36382(4) 0.13238(3) 0.02515(14) Uani 1 1 d . . . I3 I 0.15094(3) 0.27496(4) 0.45901(3) 0.03257(15) Uani 1 1 d . . . S1 S 0.13296(11) -0.21903(14) 0.21533(10) 0.0245(3) Uani 1 1 d . . . N1 N 0.1325(4) -0.1322(6) 0.4034(4) 0.0292(11) Uani 1 1 d . . . N2 N 0.1250(5) -0.3685(6) 0.3722(5) 0.0385(14) Uani 1 1 d . . . C1 C 0.1300(4) -0.2382(6) 0.3414(4) 0.0219(11) Uani 1 1 d . . . H1A H 0.128(5) -0.041(8) 0.379(6) 0.05(2) Uiso 1 1 d . . . H1B H 0.129(7) -0.140(9) 0.458(7) 0.07(3) Uiso 1 1 d . . . H2A H 0.123(5) -0.387(7) 0.435(6) 0.04(2) Uiso 1 1 d . . . H2B H 0.121(4) -0.423(6) 0.339(4) 0.006(16) 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 I1 0.0226(2) 0.0229(2) 0.0203(2) 0.00089(13) 0.00857(15) -0.00311(13) I2 0.0303(2) 0.0198(2) 0.0261(2) 0.00349(14) 0.00865(16) 0.00166(14) I3 0.0601(3) 0.0177(2) 0.0189(2) 0.00069(13) 0.00846(18) -0.00276(17) S1 0.0350(8) 0.0188(7) 0.0214(7) -0.0005(5) 0.0101(6) -0.0004(6) N1 0.044(3) 0.023(3) 0.024(3) 0.000(2) 0.013(2) -0.001(2) N2 0.064(4) 0.024(3) 0.035(3) 0.007(3) 0.025(3) 0.008(3) C1 0.021(3) 0.023(3) 0.023(3) 0.005(2) 0.008(2) 0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 S1 2.5028(13) . ? I1 I2 3.0538(5) . ? I3 I3 2.7540(9) 7_556 ? S1 C1 1.735(5) . ? N1 C1 1.294(7) . ? N2 C1 1.293(8) . ? 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 I1 I2 176.04(4) . . ? C1 S1 I1 104.74(19) . . ? N1 C1 N2 120.2(6) . . ? N1 C1 S1 124.2(4) . . ? N2 C1 S1 115.7(5) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 24.95 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.953 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.190 data_p _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H16 I4 N4 S2' _chemical_formula_weight 715.95 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' '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 'P 21/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 14.743(3) _cell_length_b 16.368(2) _cell_length_c 15.231(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.29(2) _cell_angle_gamma 90.00 _cell_volume 3675.4(10) _cell_formula_units_Z 8 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'plate' _exptl_crystal_colour 'brown' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2592 _exptl_absorpt_coefficient_mu 6.996 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.2737 _exptl_absorpt_correction_T_max 0.7211 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 6986 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 24.97 _reflns_number_total 6451 _reflns_number_gt 5126 _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^)+(0.0831P)^2^+0.5550P] 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 SHELXL _refine_ls_extinction_coef 0.00007(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6451 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0714 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_ref 0.1354 _refine_ls_wR_factor_gt 0.1246 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.004 _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 0.67773(6) 0.13654(6) 0.11039(6) 0.0400(2) Uani 1 1 d . . . I2 I 0.82116(6) 0.86015(5) 0.38470(5) 0.0349(2) Uani 1 1 d . . . I3 I 0.60587(7) 0.55576(6) 0.40419(6) 0.0446(2) Uani 1 1 d . . . I4 I 0.57894(6) 0.72991(5) 0.40838(5) 0.0373(2) Uani 1 1 d . . . I5 I 0.54378(6) 0.90693(6) 0.41165(6) 0.0429(2) Uani 1 1 d . . . I6 I 0.95277(7) 0.07321(6) 0.14018(6) 0.0490(3) Uani 1 1 d . . . I7 I 0.92808(6) 0.24819(6) 0.13768(5) 0.0372(2) Uani 1 1 d . . . I8 I 0.89900(7) 0.42392(6) 0.13629(6) 0.0472(3) Uani 1 1 d . . . S1 S 0.6365(2) 0.1663(3) -0.0564(2) 0.0438(9) Uani 1 1 d . . . S2 S 0.7208(3) 0.1081(3) 0.2734(2) 0.0611(12) Uani 1 1 d . . . S3 S 0.8642(2) 0.8614(3) 0.2178(2) 0.0470(10) Uani 1 1 d . . . S4 S 0.7777(2) 0.8554(3) 0.5522(2) 0.0495(10) Uani 1 1 d . . . N1 N 0.8159(7) 0.1452(8) -0.0672(7) 0.050(3) Uani 1 1 d . . . H1 H 0.8155 0.1503 -0.0104 0.060 Uiso 1 1 calc R . . N2 N 0.7373(7) 0.1430(7) -0.1956(7) 0.039(3) Uani 1 1 d . . . H2 H 0.7893 0.1361 -0.2215 0.047 Uiso 1 1 calc R . . N3 N 0.5420(7) 0.1341(8) 0.2890(7) 0.049(3) Uani 1 1 d . . . H3 H 0.5416 0.1382 0.2321 0.059 Uiso 1 1 calc R . . N4 N 0.6236(7) 0.1144(7) 0.4161(7) 0.040(3) Uani 1 1 d . . . H4 H 0.5724 0.1195 0.4436 0.048 Uiso 1 1 calc R . . N5 N 0.6844(7) 0.8842(8) 0.2050(7) 0.044(3) Uani 1 1 d . . . H5 H 0.6850 0.8820 0.2621 0.053 Uiso 1 1 calc R . . N6 N 0.7640(8) 0.8817(7) 0.0780(6) 0.040(3) Uani 1 1 d . . . H6 H 0.7127 0.8905 0.0512 0.048 Uiso 1 1 calc R . . N7 N 0.9589(7) 0.8590(8) 0.5638(7) 0.044(3) Uani 1 1 d . . . H7 H 0.9587 0.8521 0.5072 0.052 Uiso 1 1 calc R . . N8 N 0.8821(8) 0.8645(7) 0.6936(6) 0.039(3) Uani 1 1 d . . . H8 H 0.9339 0.8652 0.7211 0.047 Uiso 1 1 calc R . . C1 C 0.7380(8) 0.1500(8) -0.1098(9) 0.035(3) Uani 1 1 d . . . C2 C 0.6559(11) 0.1459(12) -0.2516(10) 0.069(5) Uani 1 1 d . . . H2A H 0.6143 0.1030 -0.2342 0.104 Uiso 1 1 calc R . . H2B H 0.6731 0.1381 -0.3124 0.104 Uiso 1 1 calc R . . H2C H 0.6265 0.1986 -0.2451 0.104 Uiso 1 1 calc R . . C3 C 0.9026(10) 0.1318(13) -0.1105(10) 0.072(6) Uani 1 1 d . . . H3A H 0.9046 0.0766 -0.1337 0.108 Uiso 1 1 calc R . . H3B H 0.9515 0.1392 -0.0685 0.108 Uiso 1 1 calc R . . H3C H 0.9094 0.1706 -0.1582 0.108 Uiso 1 1 calc R . . C4 C 0.6210(9) 0.1199(8) 0.3293(8) 0.038(3) Uani 1 1 d . . . C5 C 0.4561(10) 0.1430(11) 0.3355(10) 0.058(5) Uani 1 1 d . . . H5A H 0.4394 0.0911 0.3616 0.088 Uiso 1 1 calc R . . H5B H 0.4093 0.1601 0.2946 0.088 Uiso 1 1 calc R . . H5C H 0.4628 0.1838 0.3813 0.088 Uiso 1 1 calc R . . C6 C 0.7031(10) 0.1007(11) 0.4691(10) 0.058(4) Uani 1 1 d . . . H6A H 0.7327 0.0508 0.4505 0.086 Uiso 1 1 calc R . . H6B H 0.6857 0.0959 0.5302 0.086 Uiso 1 1 calc R . . H6C H 0.7445 0.1463 0.4624 0.086 Uiso 1 1 calc R . . C7 C 0.7612(8) 0.8779(8) 0.1636(8) 0.033(3) Uani 1 1 d . . . C8 C 0.5998(9) 0.8946(12) 0.1615(9) 0.060(5) Uani 1 1 d . . . H8A H 0.6006 0.9451 0.1282 0.090 Uiso 1 1 calc R . . H8B H 0.5516 0.8968 0.2046 0.090 Uiso 1 1 calc R . . H8C H 0.5894 0.8490 0.1220 0.090 Uiso 1 1 calc R . . C9 C 0.8422(9) 0.8729(10) 0.0235(10) 0.050(4) Uani 1 1 d . . . H9A H 0.8865 0.9144 0.0388 0.076 Uiso 1 1 calc R . . H9B H 0.8246 0.8792 -0.0376 0.076 Uiso 1 1 calc R . . H9C H 0.8684 0.8192 0.0322 0.076 Uiso 1 1 calc R . . C10 C 0.8823(9) 0.8607(9) 0.6050(8) 0.038(3) Uani 1 1 d . . . C11 C 1.0449(9) 0.8681(11) 0.6088(9) 0.057(4) Uani 1 1 d . . . H11A H 1.0431 0.9163 0.6458 0.086 Uiso 1 1 calc R . . H11B H 1.0929 0.8740 0.5660 0.086 Uiso 1 1 calc R . . H11C H 1.0563 0.8203 0.6448 0.086 Uiso 1 1 calc R . . C12 C 0.7977(10) 0.8677(12) 0.7466(9) 0.061(5) Uani 1 1 d . . . H12A H 0.7684 0.9202 0.7383 0.092 Uiso 1 1 calc R . . H12B H 0.8127 0.8605 0.8082 0.092 Uiso 1 1 calc R . . H12C H 0.7570 0.8245 0.7279 0.092 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 0.0251(4) 0.0665(6) 0.0284(4) -0.0007(4) 0.0020(3) -0.0006(4) I2 0.0251(4) 0.0521(5) 0.0275(4) 0.0011(4) -0.0064(3) 0.0007(4) I3 0.0445(5) 0.0534(5) 0.0359(5) -0.0023(4) -0.0085(4) -0.0064(4) I4 0.0307(4) 0.0556(5) 0.0256(4) -0.0037(4) -0.0031(3) -0.0113(4) I5 0.0420(5) 0.0544(6) 0.0323(4) -0.0004(4) 0.0041(4) 0.0010(4) I6 0.0489(6) 0.0548(6) 0.0431(5) -0.0054(4) -0.0130(4) 0.0052(5) I7 0.0302(4) 0.0559(5) 0.0253(4) -0.0017(4) -0.0030(3) -0.0096(4) I8 0.0518(6) 0.0505(6) 0.0391(5) -0.0004(4) 0.0028(4) -0.0036(4) S1 0.0263(17) 0.074(3) 0.0309(17) 0.0043(17) 0.0014(14) 0.0088(17) S2 0.0250(18) 0.126(4) 0.0317(19) 0.008(2) -0.0021(15) 0.006(2) S3 0.0246(17) 0.087(3) 0.0292(17) 0.0106(17) -0.0036(14) 0.0058(18) S4 0.0258(17) 0.092(3) 0.0304(18) -0.0020(18) -0.0017(14) -0.0062(18) N1 0.027(6) 0.099(10) 0.025(6) -0.003(6) -0.004(5) -0.001(6) N2 0.027(6) 0.070(8) 0.019(5) 0.012(5) -0.001(4) 0.001(5) N3 0.020(6) 0.101(10) 0.028(6) 0.007(6) 0.003(5) 0.010(6) N4 0.031(6) 0.064(8) 0.025(6) -0.005(5) -0.006(5) 0.009(5) N5 0.027(6) 0.084(9) 0.020(5) 0.004(6) -0.002(4) 0.006(6) N6 0.036(6) 0.062(8) 0.021(5) -0.005(5) -0.001(5) 0.000(6) N7 0.032(6) 0.079(9) 0.019(5) -0.008(5) -0.011(5) 0.012(6) N8 0.036(6) 0.064(8) 0.016(5) 0.002(5) -0.002(4) 0.000(6) C1 0.026(7) 0.049(8) 0.031(7) 0.007(6) -0.007(5) 0.006(6) C2 0.046(10) 0.119(17) 0.042(9) 0.005(10) -0.015(8) 0.000(10) C3 0.029(8) 0.151(18) 0.036(8) -0.003(10) -0.003(7) 0.017(10) C4 0.033(7) 0.049(8) 0.032(7) 0.002(6) -0.005(6) -0.001(6) C5 0.038(8) 0.104(14) 0.032(8) 0.011(8) -0.009(7) 0.009(9) C6 0.036(9) 0.094(13) 0.042(8) 0.001(8) -0.007(7) 0.014(9) C7 0.027(7) 0.045(8) 0.028(7) 0.002(6) -0.005(5) 0.000(6) C8 0.016(6) 0.137(16) 0.028(7) -0.001(9) -0.002(5) -0.005(8) C9 0.026(7) 0.084(11) 0.042(8) -0.006(8) 0.007(6) -0.004(7) C10 0.036(7) 0.060(9) 0.019(6) 0.001(6) 0.001(5) -0.008(7) C11 0.027(7) 0.117(14) 0.028(7) 0.017(8) 0.003(6) 0.006(8) C12 0.041(9) 0.118(15) 0.024(7) 0.004(8) 0.018(6) 0.006(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 I1 S2 2.602(4) . ? I1 S1 2.654(4) . ? I2 S3 2.623(4) . ? I2 S4 2.634(4) . ? I3 I4 2.8787(13) . ? I4 I5 2.9440(13) . ? I6 I7 2.8874(14) . ? I7 I8 2.9082(14) . ? S1 C1 1.728(13) . ? S2 C4 1.715(14) . ? S3 C7 1.747(12) . ? S4 C10 1.737(13) . ? N1 C1 1.318(16) . ? N1 C3 1.458(17) . ? N2 C1 1.312(16) . ? N2 C2 1.470(17) . ? N3 C4 1.334(16) . ? N3 C5 1.461(17) . ? N4 C4 1.326(16) . ? N4 C6 1.436(16) . ? N5 C7 1.303(15) . ? N5 C8 1.419(16) . ? N6 C7 1.305(16) . ? N6 C9 1.431(16) . ? N7 C10 1.295(17) . ? N7 C11 1.445(16) . ? N8 C10 1.352(15) . ? N8 C12 1.487(16) . ? 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 S2 I1 S1 179.07(12) . . ? S3 I2 S4 178.75(14) . . ? I3 I4 I5 177.77(4) . . ? I6 I7 I8 178.72(4) . . ? C1 S1 I1 103.2(4) . . ? C4 S2 I1 104.3(5) . . ? C7 S3 I2 104.2(4) . . ? C10 S4 I2 103.1(4) . . ? C1 N1 C3 123.3(12) . . ? C1 N2 C2 125.3(12) . . ? C4 N3 C5 123.5(11) . . ? C4 N4 C6 126.2(12) . . ? C7 N5 C8 123.1(11) . . ? C7 N6 C9 127.2(12) . . ? C10 N7 C11 122.2(11) . . ? C10 N8 C12 123.4(11) . . ? N2 C1 N1 119.2(12) . . ? N2 C1 S1 118.7(9) . . ? N1 C1 S1 122.1(10) . . ? N4 C4 N3 119.4(12) . . ? N4 C4 S2 117.8(10) . . ? N3 C4 S2 122.7(10) . . ? N5 C7 N6 120.8(11) . . ? N5 C7 S3 122.6(9) . . ? N6 C7 S3 116.6(10) . . ? N7 C10 N8 119.4(12) . . ? N7 C10 S4 123.3(9) . . ? N8 C10 S4 117.3(10) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.523 _refine_diff_density_min -2.091 _refine_diff_density_rms 0.242