# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tTTFI2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H6 I2 S4' _chemical_formula_sum 'C9 H6 I2 S4' _chemical_formula_weight 496.18 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' 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 P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 7.1693(14) _cell_length_b 9.5474(19) _cell_length_c 19.925(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.41(3) _cell_angle_gamma 90.00 _cell_volume 1355.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5594 _cell_measurement_theta_min 3.5682 _cell_measurement_theta_max 27.4929 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 5.223 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.094 _exptl_absorpt_correction_T_max 0.352 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.585166 # #-------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14572 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0233 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3090 _reflns_number_gt 2509 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0189P)^2^+4.3281P] 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 3090 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0702 _refine_ls_wR_factor_gt 0.0653 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 I1 I 1.03383(4) -0.19287(4) 0.798723(15) 0.05070(11) Uani 1 1 d . . . I2 I 0.52799(4) -0.20929(4) 0.724291(17) 0.05531(11) Uani 1 1 d . . . S1 S 1.07582(14) -0.00513(12) 0.66566(5) 0.0382(2) Uani 1 1 d . . . S2 S 0.67640(15) -0.01137(12) 0.60753(5) 0.0404(2) Uani 1 1 d . . . S3 S 0.78617(16) 0.20297(12) 0.48652(6) 0.0428(3) Uani 1 1 d . . . S4 S 1.18479(15) 0.19286(11) 0.54788(5) 0.0397(2) Uani 1 1 d . . . C1 C 0.9039(6) 0.0533(4) 0.60109(19) 0.0331(8) Uani 1 1 d . . . C2 C 0.9176(6) -0.0965(4) 0.70996(19) 0.0354(9) Uani 1 1 d . . . C3 C 0.7393(6) -0.0998(4) 0.6837(2) 0.0362(9) Uani 1 1 d . . . C4 C 0.9493(6) 0.1385(4) 0.55191(19) 0.0339(8) Uani 1 1 d . . . C5 C 0.9504(6) 0.3095(4) 0.4523(2) 0.0385(9) Uani 1 1 d . . . C6 C 1.1273(6) 0.3060(4) 0.4798(2) 0.0385(9) Uani 1 1 d . . . C7 C 0.9207(7) 0.4069(5) 0.3930(2) 0.0512(12) Uani 1 1 d . . . H7A H 0.8342 0.4816 0.4010 0.061 Uiso 1 1 calc R . . H7B H 0.8732 0.3571 0.3522 0.061 Uiso 1 1 calc R . . C8 C 1.2545(7) 0.4001(5) 0.4458(2) 0.0499(11) Uani 1 1 d . . . H8A H 1.3543 0.3475 0.4283 0.060 Uiso 1 1 calc R . . H8B H 1.3092 0.4718 0.4764 0.060 Uiso 1 1 calc R . . C9 C 1.1195(8) 0.4644(5) 0.3881(3) 0.0573(13) Uani 1 1 d . . . H9A H 1.1195 0.5656 0.3920 0.069 Uiso 1 1 calc R . . H9B H 1.1600 0.4398 0.3447 0.069 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 0.04995(18) 0.0609(2) 0.04146(16) 0.01964(14) 0.00616(13) 0.00736(15) I2 0.04172(17) 0.0666(2) 0.0592(2) 0.00517(16) 0.01271(14) -0.01297(15) S1 0.0339(5) 0.0438(6) 0.0362(5) 0.0102(4) 0.0011(4) -0.0007(5) S2 0.0348(5) 0.0452(6) 0.0400(5) 0.0040(5) -0.0013(4) 0.0022(5) S3 0.0442(6) 0.0386(6) 0.0428(5) 0.0090(5) -0.0078(4) -0.0006(5) S4 0.0437(6) 0.0376(6) 0.0356(5) 0.0063(4) -0.0045(4) -0.0048(5) C1 0.037(2) 0.030(2) 0.0312(19) 0.0012(15) -0.0013(15) 0.0000(16) C2 0.041(2) 0.035(2) 0.0309(19) 0.0063(16) 0.0049(16) 0.0016(18) C3 0.040(2) 0.032(2) 0.037(2) 0.0018(17) 0.0075(17) -0.0003(18) C4 0.041(2) 0.027(2) 0.0318(19) -0.0004(15) -0.0013(16) 0.0009(17) C5 0.055(3) 0.025(2) 0.034(2) 0.0033(16) -0.0009(18) 0.0004(18) C6 0.056(3) 0.026(2) 0.0325(19) 0.0024(16) 0.0014(18) -0.0015(19) C7 0.072(3) 0.039(2) 0.040(2) 0.010(2) -0.003(2) 0.004(2) C8 0.067(3) 0.038(2) 0.045(2) 0.002(2) 0.007(2) -0.011(2) C9 0.083(4) 0.041(3) 0.048(3) 0.012(2) 0.009(3) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 C2 2.083(4) . ? I2 C3 2.077(4) . ? S1 C2 1.747(4) . ? S1 C1 1.769(4) . ? S2 C3 1.752(4) . ? S2 C1 1.762(4) . ? S3 C5 1.751(5) . ? S3 C4 1.762(4) . ? S4 C6 1.748(4) . ? S4 C4 1.777(4) . ? C1 C4 1.341(6) . ? C2 C3 1.326(6) . ? C5 C6 1.325(6) . ? C5 C7 1.500(6) . ? C6 C8 1.495(6) . ? C7 C9 1.540(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.545(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? 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 C2 S1 C1 94.94(19) . . ? C3 S2 C1 94.67(19) . . ? C5 S3 C4 94.1(2) . . ? C6 S4 C4 94.2(2) . . ? C4 C1 S2 124.6(3) . . ? C4 C1 S1 121.1(3) . . ? S2 C1 S1 114.3(2) . . ? C3 C2 S1 117.7(3) . . ? C3 C2 I1 126.9(3) . . ? S1 C2 I1 115.4(2) . . ? C2 C3 S2 118.3(3) . . ? C2 C3 I2 124.8(3) . . ? S2 C3 I2 116.8(2) . . ? C1 C4 S3 123.9(3) . . ? C1 C4 S4 121.3(3) . . ? S3 C4 S4 114.8(2) . . ? C6 C5 C7 112.7(4) . . ? C6 C5 S3 118.6(3) . . ? C7 C5 S3 128.7(4) . . ? C5 C6 C8 113.7(4) . . ? C5 C6 S4 117.9(3) . . ? C8 C6 S4 128.3(3) . . ? C5 C7 C9 102.7(4) . . ? C5 C7 H7A 111.2 . . ? C9 C7 H7A 111.2 . . ? C5 C7 H7B 111.2 . . ? C9 C7 H7B 111.2 . . ? H7A C7 H7B 109.1 . . ? C6 C8 C9 102.3(4) . . ? C6 C8 H8A 111.3 . . ? C9 C8 H8A 111.3 . . ? C6 C8 H8B 111.3 . . ? C9 C8 H8B 111.3 . . ? H8A C8 H8B 109.2 . . ? C7 C9 C8 108.6(4) . . ? C7 C9 H9A 110.0 . . ? C8 C9 H9A 110.0 . . ? C7 C9 H9B 110.0 . . ? C8 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? 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 C3 S2 C1 C4 -177.2(4) . . . . ? C3 S2 C1 S1 3.5(3) . . . . ? C2 S1 C1 C4 176.9(4) . . . . ? C2 S1 C1 S2 -3.8(3) . . . . ? C1 S1 C2 C3 2.7(4) . . . . ? C1 S1 C2 I1 -178.5(2) . . . . ? S1 C2 C3 S2 -0.6(5) . . . . ? I1 C2 C3 S2 -179.3(2) . . . . ? S1 C2 C3 I2 176.9(2) . . . . ? I1 C2 C3 I2 -1.9(6) . . . . ? C1 S2 C3 C2 -1.8(4) . . . . ? C1 S2 C3 I2 -179.5(2) . . . . ? S2 C1 C4 S3 1.6(6) . . . . ? S1 C1 C4 S3 -179.2(2) . . . . ? S2 C1 C4 S4 -177.5(2) . . . . ? S1 C1 C4 S4 1.7(5) . . . . ? C5 S3 C4 C1 175.4(4) . . . . ? C5 S3 C4 S4 -5.5(3) . . . . ? C6 S4 C4 C1 -175.1(4) . . . . ? C6 S4 C4 S3 5.8(3) . . . . ? C4 S3 C5 C6 2.9(4) . . . . ? C4 S3 C5 C7 -178.5(4) . . . . ? C7 C5 C6 C8 0.5(5) . . . . ? S3 C5 C6 C8 179.4(3) . . . . ? C7 C5 C6 S4 -178.1(3) . . . . ? S3 C5 C6 S4 0.8(5) . . . . ? C4 S4 C6 C5 -4.0(4) . . . . ? C4 S4 C6 C8 177.7(4) . . . . ? C6 C5 C7 C9 0.5(5) . . . . ? S3 C5 C7 C9 -178.2(4) . . . . ? C5 C6 C8 C9 -1.2(5) . . . . ? S4 C6 C8 C9 177.1(3) . . . . ? C5 C7 C9 C8 -1.2(5) . . . . ? C6 C8 C9 C7 1.5(5) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.282 _refine_diff_density_min -1.486 _refine_diff_density_rms 0.127 _database_code_depnum_ccdc_archive 'CCDC 964969' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tTTFI_ClO4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; trimethyleneiodotetrathiafulvalenium perchlorate, dichloromethane solvate ; _chemical_name_common tTTF-I,ClO4,CH2Cl2 _chemical_melting_point ? _chemical_formula_moiety 'C9 H7 I S4, Cl O4, C H2 Cl2' _chemical_formula_sum 'C10 H9 Cl3 I O4 S4' _chemical_formula_weight 554.66 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' I I -0.4742 1.8119 '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 8.4339(1) _cell_length_b 8.4826(1) _cell_length_c 12.9439(1) _cell_angle_alpha 83.075(4) _cell_angle_beta 77.921(5) _cell_angle_gamma 73.856(4) _cell_volume 867.894(29) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.0701 _exptl_crystal_size_mid 0.0321 _exptl_crystal_size_min 0.0252 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 1 0 0 0.0221 1.0000 -0.0000 0.0000 -0.0038 -0.0689 0.0564 -1 0 0 0.0271 -1.0000 0.0000 -0.0000 0.0038 0.0689 -0.0564 0 1 0 0.0201 0.0000 1.0000 -0.0000 0.0011 -0.0358 -0.0796 0 0 1 0.0141 0.0000 -0.0000 1.0000 0.0552 0.0105 0.0001 0 0 -1 0.0111 -0.0000 0.0000 -1.0000 -0.0552 -0.0105 -0.0001 -1 -1 0 0.0131 -1.0000 -1.0000 0.0000 0.0026 0.1047 0.0232 1 1 0 0.0131 1.0000 1.0000 -0.0000 -0.0026 -0.1047 -0.0232 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.122 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 538 _exptl_absorpt_coefficient_mu 2.798 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.879 _exptl_absorpt_correction_T_max 0.945 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.4508 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9777 _diffrn_reflns_av_R_equivalents 0.0765 _diffrn_reflns_av_sigmaI/netI 0.1113 _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 -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 29.49 _reflns_number_total 3825 _reflns_number_gt 2631 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0450P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3825 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1009 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1301 _refine_ls_wR_factor_gt 0.1124 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 I1 I 0.00266(7) 0.65585(6) 0.14389(4) 0.02400(17) Uani 1 1 d . . . Cl1 Cl 0.7168(2) 0.3793(2) 0.27566(13) 0.0185(4) Uani 1 1 d . . . S3 S 0.4583(2) 1.0390(2) -0.20973(14) 0.0202(4) Uani 1 1 d . . . S1 S 0.5575(2) 0.6790(2) 0.05337(14) 0.0193(4) Uani 1 1 d . . . S2 S 0.2478(2) 0.8497(2) -0.02148(14) 0.0211(4) Uani 1 1 d . . . S4 S 0.7708(2) 0.8490(2) -0.14219(14) 0.0186(4) Uani 1 1 d . . . C8 C 0.9369(9) 1.0238(9) -0.3226(6) 0.0205(16) Uani 1 1 d . . . H8B H 0.9980 0.9326 -0.3687 0.025 Uiso 1 1 calc R . . H8A H 1.0145 1.0455 -0.2816 0.025 Uiso 1 1 calc R . . O4 O 0.6920(7) 0.5538(6) 0.2517(4) 0.0275(13) Uani 1 1 d . . . O3 O 0.5762(7) 0.3335(6) 0.2535(4) 0.0287(13) Uani 1 1 d . . . O2 O 0.7270(8) 0.3399(7) 0.3853(4) 0.0348(15) Uani 1 1 d . . . C1 C 0.4613(9) 0.8187(8) -0.0392(5) 0.0174(15) Uani 1 1 d . . . O1 O 0.8688(7) 0.2935(6) 0.2104(4) 0.0305(13) Uani 1 1 d . . . C5 C 0.6425(10) 1.0748(8) -0.2819(5) 0.0191(16) Uani 1 1 d . . . C4 C 0.5546(9) 0.8940(8) -0.1223(5) 0.0178(15) Uani 1 1 d . . . C9 C 0.7851(9) 0.9870(8) -0.2512(5) 0.0178(16) Uani 1 1 d . . . C3 C 0.2349(10) 0.7065(9) 0.0851(6) 0.0222(17) Uani 1 1 d . . . C2 C 0.3779(9) 0.6288(8) 0.1186(6) 0.0180(16) Uani 1 1 d . . . H2 H 0.3797 0.5485 0.1765 0.022 Uiso 1 1 calc R . . C7 C 0.8574(10) 1.1799(9) -0.3875(6) 0.0234(17) Uani 1 1 d . . . H7B H 0.8669 1.2788 -0.3584 0.028 Uiso 1 1 calc R . . H7A H 0.9168 1.1763 -0.4621 0.028 Uiso 1 1 calc R . . C6 C 0.6734(10) 1.1874(9) -0.3819(6) 0.0288(19) Uani 1 1 d . . . H6B H 0.6558 1.1441 -0.4451 0.035 Uiso 1 1 calc R . . H6A H 0.6010 1.3008 -0.3736 0.035 Uiso 1 1 calc R . . Cl2 Cl 0.2902(3) 0.1543(3) 0.55912(17) 0.0344(5) Uani 1 1 d . . . Cl3 Cl 0.1616(3) 0.3685(2) 0.38460(16) 0.0330(5) Uani 1 1 d . . . C10 C 0.2891(12) 0.3406(11) 0.4822(7) 0.036(2) Uani 1 1 d . . . H10B H 0.4053 0.3403 0.4471 0.043 Uiso 1 1 calc R . . H10A H 0.2458 0.4335 0.5288 0.043 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 0.0169(3) 0.0293(3) 0.0281(3) 0.0016(2) -0.0056(2) -0.0100(2) Cl1 0.0143(10) 0.0212(9) 0.0215(9) 0.0028(7) -0.0068(8) -0.0063(7) S3 0.0139(10) 0.0237(9) 0.0237(9) 0.0033(8) -0.0074(8) -0.0055(8) S1 0.0150(10) 0.0198(9) 0.0222(9) 0.0005(8) -0.0045(8) -0.0031(8) S2 0.0125(10) 0.0289(10) 0.0236(9) 0.0021(8) -0.0066(8) -0.0075(8) S4 0.0114(10) 0.0214(9) 0.0221(9) 0.0016(8) -0.0038(8) -0.0035(8) C8 0.013(4) 0.025(4) 0.024(4) 0.001(3) -0.006(3) -0.005(3) O4 0.016(3) 0.025(3) 0.040(3) 0.006(2) -0.005(3) -0.007(2) O3 0.016(3) 0.035(3) 0.040(3) -0.006(3) -0.007(3) -0.011(3) O2 0.042(4) 0.041(3) 0.027(3) 0.008(3) -0.019(3) -0.014(3) C1 0.010(4) 0.020(4) 0.023(4) -0.005(3) -0.002(3) -0.003(3) O1 0.020(3) 0.033(3) 0.036(3) -0.002(3) -0.007(3) -0.003(3) C5 0.018(4) 0.021(4) 0.021(4) -0.007(3) -0.007(3) -0.006(3) C4 0.011(4) 0.021(4) 0.020(4) -0.002(3) -0.006(3) 0.000(3) C9 0.017(4) 0.020(4) 0.020(4) -0.003(3) -0.003(3) -0.011(3) C3 0.025(5) 0.026(4) 0.018(4) 0.000(3) -0.004(3) -0.011(4) C2 0.016(4) 0.018(4) 0.021(4) 0.002(3) -0.002(3) -0.007(3) C7 0.022(5) 0.021(4) 0.027(4) -0.002(3) 0.001(4) -0.010(3) C6 0.018(5) 0.023(4) 0.045(5) -0.010(4) -0.022(4) 0.010(3) Cl2 0.0227(12) 0.0433(12) 0.0411(12) 0.0078(10) -0.0139(10) -0.0136(10) Cl3 0.0365(13) 0.0329(11) 0.0342(11) 0.0004(9) -0.0160(10) -0.0106(10) C10 0.036(6) 0.048(5) 0.037(5) 0.008(4) -0.019(4) -0.028(5) _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 C3 2.089(8) . ? Cl1 O2 1.433(5) . ? Cl1 O1 1.436(6) . ? Cl1 O3 1.438(5) . ? Cl1 O4 1.440(5) . ? S3 C4 1.717(7) . ? S3 C5 1.723(8) . ? S1 C2 1.711(7) . ? S1 C1 1.740(7) . ? S2 C1 1.715(7) . ? S2 C3 1.731(7) . ? S4 C4 1.726(7) . ? S4 C9 1.728(7) . ? C8 C9 1.499(10) . ? C8 C7 1.544(9) . ? C1 C4 1.394(10) . ? C5 C9 1.338(10) . ? C5 C6 1.534(10) . ? C3 C2 1.336(10) . ? C7 C6 1.522(11) . ? Cl2 C10 1.762(8) . ? Cl3 C10 1.778(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 O2 Cl1 O1 110.1(3) . . ? O2 Cl1 O3 109.6(3) . . ? O1 Cl1 O3 109.7(3) . . ? O2 Cl1 O4 109.8(3) . . ? O1 Cl1 O4 109.3(3) . . ? O3 Cl1 O4 108.3(3) . . ? C4 S3 C5 94.7(4) . . ? C2 S1 C1 95.2(3) . . ? C1 S2 C3 95.4(4) . . ? C4 S4 C9 93.9(3) . . ? C9 C8 C7 101.7(6) . . ? C4 C1 S2 123.8(5) . . ? C4 C1 S1 121.3(6) . . ? S2 C1 S1 114.8(4) . . ? C9 C5 C6 112.6(7) . . ? C9 C5 S3 116.9(5) . . ? C6 C5 S3 130.4(5) . . ? C1 C4 S3 121.2(6) . . ? C1 C4 S4 122.3(5) . . ? S3 C4 S4 116.5(4) . . ? C5 C9 C8 112.0(6) . . ? C5 C9 S4 118.0(6) . . ? C8 C9 S4 130.0(6) . . ? C2 C3 S2 116.8(6) . . ? C2 C3 I1 125.1(5) . . ? S2 C3 I1 117.9(4) . . ? C3 C2 S1 117.6(5) . . ? C6 C7 C8 108.6(6) . . ? C7 C6 C5 100.4(6) . . ? Cl2 C10 Cl3 111.1(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 C3 S2 C1 C4 175.1(6) . . . . ? C3 S2 C1 S1 -3.0(4) . . . . ? C2 S1 C1 C4 -175.1(6) . . . . ? C2 S1 C1 S2 3.1(5) . . . . ? C4 S3 C5 C9 0.8(6) . . . . ? C4 S3 C5 C6 177.2(7) . . . . ? S2 C1 C4 S3 5.1(9) . . . . ? S1 C1 C4 S3 -176.9(4) . . . . ? S2 C1 C4 S4 -175.6(4) . . . . ? S1 C1 C4 S4 2.4(9) . . . . ? C5 S3 C4 C1 178.8(6) . . . . ? C5 S3 C4 S4 -0.6(5) . . . . ? C9 S4 C4 C1 -179.1(6) . . . . ? C9 S4 C4 S3 0.3(5) . . . . ? C6 C5 C9 C8 0.5(8) . . . . ? S3 C5 C9 C8 177.6(5) . . . . ? C6 C5 C9 S4 -177.8(5) . . . . ? S3 C5 C9 S4 -0.8(8) . . . . ? C7 C8 C9 C5 12.5(8) . . . . ? C7 C8 C9 S4 -169.4(5) . . . . ? C4 S4 C9 C5 0.3(6) . . . . ? C4 S4 C9 C8 -177.7(7) . . . . ? C1 S2 C3 C2 1.7(6) . . . . ? C1 S2 C3 I1 -173.9(4) . . . . ? S2 C3 C2 S1 0.2(8) . . . . ? I1 C3 C2 S1 175.4(4) . . . . ? C1 S1 C2 C3 -2.0(7) . . . . ? C9 C8 C7 C6 -20.9(8) . . . . ? C8 C7 C6 C5 20.8(8) . . . . ? C9 C5 C6 C7 -13.4(8) . . . . ? S3 C5 C6 C7 170.0(6) . . . . ? _diffrn_measured_fraction_theta_max 0.792 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 1.958 _refine_diff_density_min -0.905 _refine_diff_density_rms 0.202 _database_code_depnum_ccdc_archive 'CCDC 964970' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2tTTFI_ClO4_RT _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C9 H7 I S4), Cl O4' _chemical_formula_sum 'C18 H14 Cl I2 O4 S8' _chemical_formula_weight 840.02 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' Cl Cl 0.1484 0.1585 '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' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.5484(14) _cell_length_b 7.6879(11) _cell_length_c 27.017(6) _cell_angle_alpha 93.130(14) _cell_angle_beta 91.993(19) _cell_angle_gamma 106.415(14) _cell_volume 1300.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12675 _cell_measurement_theta_min 3.51 _cell_measurement_theta_max 27.49 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.144 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 810 _exptl_absorpt_coefficient_mu 3.188 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.548 _exptl_absorpt_correction_T_max 0.751 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.6460568 # #-------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_method CCD _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19445 _diffrn_reflns_av_R_equivalents 0.0352 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5919 _reflns_number_gt 4873 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0423P)^2^+3.6252P] 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 5919 _refine_ls_number_parameters 295 _refine_ls_number_restraints 78 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1096 _refine_ls_wR_factor_gt 0.1029 _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_restrained_S_all 1.106 _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 Cl Cl 0.7047(2) 0.92191(18) 0.25000(5) 0.0489(3) Uani 0.599(10) 1 d PD A 1 O1 O 0.8232(12) 0.8224(9) 0.2748(2) 0.140(5) Uiso 0.599(10) 1 d PD A 1 O2 O 0.8036(12) 0.9828(9) 0.2060(2) 0.119(4) Uiso 0.599(10) 1 d PD A 1 O3 O 0.6957(11) 1.0729(7) 0.2811(2) 0.070(3) Uiso 0.599(10) 1 d PD A 1 O4 O 0.4958(8) 0.8093(9) 0.2380(3) 0.144(6) Uiso 0.599(10) 1 d PD A 1 Cl1B Cl 0.7047(2) 0.92191(18) 0.25000(5) 0.0489(3) Uani 0.401(10) 1 d PD A 2 O1B O 0.7227(17) 0.8051(11) 0.2874(3) 0.069(4) Uiso 0.401(10) 1 d PD A 2 O2B O 0.8947(13) 1.0659(13) 0.2503(5) 0.156(9) Uiso 0.401(10) 1 d PD A 2 O3B O 0.5318(16) 0.9930(17) 0.2590(5) 0.198(12) Uiso 0.401(10) 1 d PD A 2 O4B O 0.670(2) 0.8237(12) 0.2033(2) 0.129(7) Uiso 0.401(10) 1 d PD A 2 I1 I 0.07970(5) 0.85057(5) 1.142873(12) 0.04593(11) Uani 1 1 d . . . S1 S 0.1851(2) 0.7714(2) 1.02765(5) 0.0480(3) Uani 1 1 d . . . S2 S 0.6356(2) 0.7951(2) 1.04828(5) 0.0497(3) Uani 1 1 d . . . S3 S 0.6910(2) 0.7020(2) 0.93361(5) 0.0489(3) Uani 1 1 d . . . S4 S 0.2417(2) 0.6830(2) 0.90999(5) 0.0476(3) Uani 1 1 d . . . C1 C 0.4262(8) 0.7581(7) 1.00425(19) 0.0415(11) Uani 1 1 d . . . C2 C 0.2842(8) 0.8150(7) 1.08888(17) 0.0395(11) Uani 1 1 d . . . C3 C 0.4883(8) 0.8249(8) 1.09854(19) 0.0464(12) Uani 1 1 d . . . H3 H 0.5490 0.8468 1.1307 0.056 Uiso 1 1 calc R . . C4 C 0.4494(8) 0.7190(8) 0.95498(19) 0.0428(11) Uani 1 1 d . . . C5 C 0.6007(9) 0.6603(7) 0.87212(19) 0.0421(11) Uani 1 1 d . . . C6 C 0.7120(10) 0.6227(8) 0.8268(2) 0.0531(14) Uani 1 1 d . . . H6A H 0.7324 0.5024 0.8262 0.064 Uiso 1 1 calc R . . H6B H 0.8491 0.7124 0.8250 0.064 Uiso 1 1 calc R . . C7 C 0.5547(11) 0.6367(10) 0.7847(2) 0.0610(16) Uani 1 1 d . . . H7A H 0.5452 0.5431 0.7584 0.073 Uiso 1 1 calc R . . H7B H 0.6016 0.7544 0.7708 0.073 Uiso 1 1 calc R . . C8 C 0.3359(9) 0.6116(9) 0.8075(2) 0.0507(13) Uani 1 1 d . . . H8A H 0.2641 0.6959 0.7950 0.061 Uiso 1 1 calc R . . H8B H 0.2447 0.4883 0.8008 0.061 Uiso 1 1 calc R . . C9 C 0.3968(9) 0.6520(7) 0.86104(19) 0.0423(11) Uani 1 1 d . . . I1A I 0.33378(6) 0.07398(5) 0.344712(12) 0.04252(11) Uani 1 1 d . . . S2A S -0.21857(19) 0.11491(19) 0.44258(5) 0.0407(3) Uani 1 1 d . . . S1A S 0.24858(19) 0.22352(17) 0.45572(4) 0.0374(3) Uani 1 1 d . . . S3A S -0.25859(19) 0.28724(17) 0.55021(5) 0.0389(3) Uani 1 1 d . . . S4A S 0.20927(19) 0.39822(18) 0.56757(5) 0.0391(3) Uani 1 1 d . . . C1A C 0.0071(7) 0.2203(6) 0.48094(18) 0.0332(9) Uani 1 1 d . . . C2A C 0.1343(8) 0.1154(7) 0.39932(17) 0.0364(10) Uani 1 1 d . . . C3A C -0.0788(8) 0.0648(7) 0.39309(19) 0.0404(11) Uani 1 1 d . . . H3A H -0.1483 0.0058 0.3636 0.049 Uiso 1 1 calc R . . C4A C -0.0096(7) 0.2935(6) 0.52708(17) 0.0328(9) Uani 1 1 d . . . C5A C -0.1537(8) 0.3850(6) 0.60831(18) 0.0366(10) Uani 1 1 d . . . C6A C -0.2683(9) 0.4297(7) 0.6523(2) 0.0466(13) Uani 1 1 d . . . H6A1 H -0.3784 0.3241 0.6613 0.056 Uiso 1 1 calc R . . H6A2 H -0.3313 0.5270 0.6461 0.056 Uiso 1 1 calc R . . C7A C -0.0870(11) 0.4895(9) 0.6923(2) 0.0594(16) Uani 1 1 d . . . H7A1 H -0.1008 0.3964 0.7158 0.071 Uiso 1 1 calc R . . H7A2 H -0.0932 0.6007 0.7102 0.071 Uiso 1 1 calc R . . C8A C 0.1275(9) 0.5214(8) 0.6672(2) 0.0490(13) Uani 1 1 d . . . H8A1 H 0.1996 0.6500 0.6662 0.059 Uiso 1 1 calc R . . H8A2 H 0.2210 0.4630 0.6840 0.059 Uiso 1 1 calc R . . C9A C 0.0563(8) 0.4339(6) 0.61611(18) 0.0377(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl 0.0670(9) 0.0497(7) 0.0356(6) -0.0011(5) 0.0066(6) 0.0259(7) Cl1B 0.0670(9) 0.0497(7) 0.0356(6) -0.0011(5) 0.0066(6) 0.0259(7) I1 0.0439(2) 0.0593(2) 0.03433(18) -0.00121(15) 0.00974(14) 0.01420(16) S1 0.0354(6) 0.0774(10) 0.0324(6) -0.0039(6) 0.0030(5) 0.0194(6) S2 0.0353(7) 0.0818(10) 0.0360(7) 0.0004(6) 0.0027(5) 0.0239(7) S3 0.0405(7) 0.0741(9) 0.0385(7) 0.0019(6) 0.0075(5) 0.0265(7) S4 0.0374(7) 0.0705(9) 0.0357(6) -0.0022(6) 0.0041(5) 0.0174(6) C1 0.035(3) 0.054(3) 0.037(3) 0.005(2) 0.005(2) 0.015(2) C2 0.038(3) 0.052(3) 0.029(2) -0.001(2) 0.0068(19) 0.014(2) C3 0.038(3) 0.070(4) 0.033(3) 0.003(2) 0.002(2) 0.018(3) C4 0.039(3) 0.053(3) 0.038(3) 0.002(2) 0.003(2) 0.015(2) C5 0.050(3) 0.044(3) 0.035(3) 0.003(2) 0.012(2) 0.015(2) C6 0.064(4) 0.051(3) 0.049(3) 0.002(3) 0.022(3) 0.021(3) C7 0.071(4) 0.072(4) 0.040(3) 0.004(3) 0.018(3) 0.020(3) C8 0.055(3) 0.059(3) 0.037(3) 0.004(2) 0.008(2) 0.013(3) C9 0.047(3) 0.043(3) 0.038(3) 0.003(2) 0.006(2) 0.014(2) I1A 0.0486(2) 0.04588(19) 0.03708(18) 0.00480(13) 0.01217(14) 0.01840(15) S2A 0.0300(6) 0.0519(7) 0.0384(6) -0.0016(5) 0.0014(5) 0.0097(5) S1A 0.0298(6) 0.0467(7) 0.0349(6) 0.0008(5) 0.0041(5) 0.0098(5) S3A 0.0287(6) 0.0459(7) 0.0412(7) -0.0005(5) 0.0063(5) 0.0091(5) S4A 0.0288(6) 0.0465(7) 0.0396(6) -0.0011(5) 0.0044(5) 0.0074(5) C1A 0.026(2) 0.035(2) 0.039(2) 0.0062(19) 0.0036(18) 0.0072(18) C2A 0.043(3) 0.037(2) 0.031(2) 0.0052(19) 0.008(2) 0.013(2) C3A 0.042(3) 0.043(3) 0.035(2) -0.003(2) 0.002(2) 0.011(2) C4A 0.026(2) 0.035(2) 0.036(2) 0.0033(18) 0.0056(18) 0.0055(18) C5A 0.037(2) 0.036(2) 0.037(2) 0.0013(19) 0.009(2) 0.009(2) C6A 0.054(3) 0.036(3) 0.050(3) -0.001(2) 0.019(3) 0.014(2) C7A 0.071(4) 0.062(4) 0.044(3) -0.007(3) 0.014(3) 0.017(3) C8A 0.050(3) 0.051(3) 0.043(3) -0.005(2) 0.003(2) 0.011(3) C9A 0.040(3) 0.034(2) 0.037(3) -0.0007(19) 0.007(2) 0.008(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 Cl O3 1.412(4) . ? Cl O1 1.412(4) . ? Cl O2 1.412(4) . ? Cl O4 1.412(4) . ? I1 C2 2.073(5) . ? S1 C2 1.735(5) . ? S1 C1 1.749(5) . ? S2 C1 1.733(5) . ? S2 C3 1.734(5) . ? S3 C5 1.726(5) . ? S3 C4 1.739(5) . ? S4 C9 1.741(5) . ? S4 C4 1.743(6) . ? C1 C4 1.372(7) . ? C2 C3 1.333(7) . ? C3 H3 0.9300 . ? C5 C9 1.341(8) . ? C5 C6 1.501(7) . ? C6 C7 1.538(9) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.545(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.480(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? I1A C2A 2.074(5) . ? S2A C3A 1.733(5) . ? S2A C1A 1.743(5) . ? S1A C2A 1.733(5) . ? S1A C1A 1.738(5) . ? S3A C5A 1.734(5) . ? S3A C4A 1.756(4) . ? S4A C9A 1.734(5) . ? S4A C4A 1.744(5) . ? C1A C4A 1.360(7) . ? C2A C3A 1.340(7) . ? C3A H3A 0.9300 . ? C5A C9A 1.325(7) . ? C5A C6A 1.502(7) . ? C6A C7A 1.528(9) . ? C6A H6A1 0.9700 . ? C6A H6A2 0.9700 . ? C7A C8A 1.544(8) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C8A C9A 1.500(7) . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? 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 O3 Cl O1 109.53(6) . . ? O3 Cl O2 109.50(6) . . ? O1 Cl O2 109.49(6) . . ? O3 Cl O4 109.44(6) . . ? O1 Cl O4 109.45(6) . . ? O2 Cl O4 109.41(6) . . ? C2 S1 C1 94.6(2) . . ? C1 S2 C3 95.5(2) . . ? C5 S3 C4 94.7(3) . . ? C9 S4 C4 94.3(3) . . ? C4 C1 S2 122.0(4) . . ? C4 C1 S1 123.1(4) . . ? S2 C1 S1 114.9(3) . . ? C3 C2 S1 118.1(4) . . ? C3 C2 I1 123.6(4) . . ? S1 C2 I1 118.3(3) . . ? C2 C3 S2 116.9(4) . . ? C2 C3 H3 121.5 . . ? S2 C3 H3 121.5 . . ? C1 C4 S3 121.5(4) . . ? C1 C4 S4 122.8(4) . . ? S3 C4 S4 115.8(3) . . ? C9 C5 C6 111.7(5) . . ? C9 C5 S3 117.9(4) . . ? C6 C5 S3 130.4(4) . . ? C5 C6 C7 102.0(5) . . ? C5 C6 H6A 111.4 . . ? C7 C6 H6A 111.4 . . ? C5 C6 H6B 111.4 . . ? C7 C6 H6B 111.4 . . ? H6A C6 H6B 109.2 . . ? C6 C7 C8 106.9(5) . . ? C6 C7 H7A 110.3 . . ? C8 C7 H7A 110.3 . . ? C6 C7 H7B 110.3 . . ? C8 C7 H7B 110.3 . . ? H7A C7 H7B 108.6 . . ? C9 C8 C7 102.0(5) . . ? C9 C8 H8A 111.4 . . ? C7 C8 H8A 111.4 . . ? C9 C8 H8B 111.4 . . ? C7 C8 H8B 111.4 . . ? H8A C8 H8B 109.2 . . ? C5 C9 C8 113.1(5) . . ? C5 C9 S4 117.4(4) . . ? C8 C9 S4 129.5(4) . . ? C3A S2A C1A 95.3(2) . . ? C2A S1A C1A 94.7(2) . . ? C5A S3A C4A 94.4(2) . . ? C9A S4A C4A 94.5(2) . . ? C4A C1A S1A 123.7(4) . . ? C4A C1A S2A 121.2(3) . . ? S1A C1A S2A 115.1(3) . . ? C3A C2A S1A 118.1(4) . . ? C3A C2A I1A 123.4(4) . . ? S1A C2A I1A 118.4(3) . . ? C2A C3A S2A 116.8(4) . . ? C2A C3A H3A 121.6 . . ? S2A C3A H3A 121.6 . . ? C1A C4A S4A 123.6(3) . . ? C1A C4A S3A 121.4(4) . . ? S4A C4A S3A 115.0(3) . . ? C9A C5A C6A 113.3(5) . . ? C9A C5A S3A 117.8(4) . . ? C6A C5A S3A 128.9(4) . . ? C5A C6A C7A 101.6(4) . . ? C5A C6A H6A1 111.4 . . ? C7A C6A H6A1 111.4 . . ? C5A C6A H6A2 111.4 . . ? C7A C6A H6A2 111.4 . . ? H6A1 C6A H6A2 109.3 . . ? C6A C7A C8A 108.8(5) . . ? C6A C7A H7A1 109.9 . . ? C8A C7A H7A1 109.9 . . ? C6A C7A H7A2 109.9 . . ? C8A C7A H7A2 109.9 . . ? H7A1 C7A H7A2 108.3 . . ? C9A C8A C7A 101.6(5) . . ? C9A C8A H8A1 111.5 . . ? C7A C8A H8A1 111.5 . . ? C9A C8A H8A2 111.5 . . ? C7A C8A H8A2 111.5 . . ? H8A1 C8A H8A2 109.3 . . ? C5A C9A C8A 112.7(4) . . ? C5A C9A S4A 118.1(4) . . ? C8A C9A S4A 129.1(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 C3 S2 C1 C4 -177.8(5) . . . . ? C3 S2 C1 S1 1.3(4) . . . . ? C2 S1 C1 C4 178.1(5) . . . . ? C2 S1 C1 S2 -1.1(4) . . . . ? C1 S1 C2 C3 0.3(5) . . . . ? C1 S1 C2 I1 179.8(3) . . . . ? S1 C2 C3 S2 0.6(7) . . . . ? I1 C2 C3 S2 -178.9(3) . . . . ? C1 S2 C3 C2 -1.2(5) . . . . ? S2 C1 C4 S3 0.7(7) . . . . ? S1 C1 C4 S3 -178.5(3) . . . . ? S2 C1 C4 S4 -179.5(3) . . . . ? S1 C1 C4 S4 1.4(7) . . . . ? C5 S3 C4 C1 -178.3(5) . . . . ? C5 S3 C4 S4 1.8(4) . . . . ? C9 S4 C4 C1 178.2(5) . . . . ? C9 S4 C4 S3 -1.9(4) . . . . ? C4 S3 C5 C9 -0.9(5) . . . . ? C4 S3 C5 C6 -178.1(5) . . . . ? C9 C5 C6 C7 13.4(6) . . . . ? S3 C5 C6 C7 -169.2(5) . . . . ? C5 C6 C7 C8 -20.1(6) . . . . ? C6 C7 C8 C9 19.6(6) . . . . ? C6 C5 C9 C8 -1.0(7) . . . . ? S3 C5 C9 C8 -178.7(4) . . . . ? C6 C5 C9 S4 177.4(4) . . . . ? S3 C5 C9 S4 -0.3(6) . . . . ? C7 C8 C9 C5 -11.8(7) . . . . ? C7 C8 C9 S4 170.0(5) . . . . ? C4 S4 C9 C5 1.4(5) . . . . ? C4 S4 C9 C8 179.4(5) . . . . ? C2A S1A C1A C4A -178.5(4) . . . . ? C2A S1A C1A S2A 1.5(3) . . . . ? C3A S2A C1A C4A 178.6(4) . . . . ? C3A S2A C1A S1A -1.3(3) . . . . ? C1A S1A C2A C3A -1.1(4) . . . . ? C1A S1A C2A I1A 178.1(3) . . . . ? S1A C2A C3A S2A 0.4(6) . . . . ? I1A C2A C3A S2A -178.8(2) . . . . ? C1A S2A C3A C2A 0.6(5) . . . . ? S1A C1A C4A S4A -0.8(6) . . . . ? S2A C1A C4A S4A 179.2(3) . . . . ? S1A C1A C4A S3A 179.5(3) . . . . ? S2A C1A C4A S3A -0.5(6) . . . . ? C9A S4A C4A C1A -175.8(4) . . . . ? C9A S4A C4A S3A 3.9(3) . . . . ? C5A S3A C4A C1A 176.0(4) . . . . ? C5A S3A C4A S4A -3.7(3) . . . . ? C4A S3A C5A C9A 1.9(4) . . . . ? C4A S3A C5A C6A 179.7(5) . . . . ? C9A C5A C6A C7A -8.8(6) . . . . ? S3A C5A C6A C7A 173.3(4) . . . . ? C5A C6A C7A C8A 13.6(6) . . . . ? C6A C7A C8A C9A -13.6(6) . . . . ? C6A C5A C9A C8A 0.2(6) . . . . ? S3A C5A C9A C8A 178.4(4) . . . . ? C6A C5A C9A S4A -177.6(4) . . . . ? S3A C5A C9A S4A 0.6(6) . . . . ? C7A C8A C9A C5A 8.3(6) . . . . ? C7A C8A C9A S4A -174.1(4) . . . . ? C4A S4A C9A C5A -2.7(5) . . . . ? C4A S4A C9A C8A 179.9(5) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.457 _refine_diff_density_min -0.872 _refine_diff_density_rms 0.122 _vrf_PLAT431_I ; PROBLEM: Short Inter HL..A Contact I1 .. O2 .. 2.88 Ang. RESPONSE: This feature is due to the halogen bonding interaction ; _database_code_depnum_ccdc_archive 'CCDC 964971' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2tTTFI_ClO4_150K _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C9 H7 I S4), Cl O4' _chemical_formula_sum 'C18 H14 Cl I2 O4 S8' _chemical_formula_weight 840.02 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' I I -0.4742 1.8119 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.5065(5) _cell_length_b 7.5823(5) _cell_length_c 26.906(2) _cell_angle_alpha 92.706(3) _cell_angle_beta 92.573(3) _cell_angle_gamma 106.606(3) _cell_volume 1268.24(16) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7010 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 27.55 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.200 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 810 _exptl_absorpt_coefficient_mu 3.271 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; _exptl_absorpt_correction_T_min 0.426 _exptl_absorpt_correction_T_max 0.937 #----------------------------- Remark ------------------------------# # Tmax and Tmin values correspond to EXPECTED values calculated # # from crystal size. In the case of absorption correction performed # # with SADABS program, Tmax should be given as Tmax_expected and # # and Tmin = Tmax * 'relative-correction-factor'. # # SADABS output: # # Ratio of minimum to maximum apparent transmission: 0.739685 #-------------------------------------------------------------------# _diffrn_measurement_device_type 'APEXII, Bruker-AXS' _diffrn_measurement_method 'CCD rotation images, thin slices' _diffrn_detector 'CCD plate' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18322 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0333 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 0.76 _diffrn_reflns_theta_max 27.57 _reflns_number_total 5592 _reflns_number_gt 5251 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SAINT (Bruker, 2002)' _computing_cell_refinement 'Bruker SMART (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT (Bruker, 2002)' _computing_structure_solution 'SIR97 (ALtomare et al., 1999))' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0000P)^2^+28.4478P] 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 5592 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0608 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1478 _refine_ls_wR_factor_gt 0.1457 _refine_ls_goodness_of_fit_ref 1.300 _refine_ls_restrained_S_all 1.300 _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 Cl1 Cl 0.6912(4) -0.0865(3) 0.24970(8) 0.0237(5) Uani 1 1 d . A 1 O1 O 0.6734(17) 0.0672(12) 0.2792(3) 0.050(2) Uani 1 1 d . A 1 O4 O 0.7824(19) -0.1946(13) 0.2796(4) 0.072(4) Uani 1 1 d . A 1 O3 O 0.477(2) -0.2010(16) 0.2336(6) 0.099(5) Uani 1 1 d . A 1 O2 O 0.791(3) -0.031(2) 0.2063(5) 0.095(5) Uani 1 1 d . A 1 I1 I 0.92353(9) 0.14522(8) -0.14250(2) 0.02052(15) Uani 1 1 d . B 1 I1A I 0.67063(9) 0.92903(8) 0.65676(2) 0.01862(15) Uani 1 1 d . C 1 S1 S 0.8201(4) 0.2263(3) -0.02690(8) 0.0208(4) Uani 1 1 d . B 1 S2 S 0.3648(4) 0.2051(3) -0.04869(8) 0.0217(4) Uani 1 1 d . B 1 S3 S 0.3097(4) 0.2987(3) 0.06591(8) 0.0203(4) Uani 1 1 d . B 1 S4 S 0.7630(4) 0.3178(3) 0.09102(8) 0.0218(4) Uani 1 1 d . B 1 S1A S 0.7526(3) 0.7788(3) 0.54541(8) 0.0153(4) Uani 1 1 d . C 1 S2A S 1.2252(3) 0.8935(3) 0.55819(8) 0.0188(4) Uani 1 1 d . C 1 S3A S 1.2624(3) 0.7153(3) 0.45121(8) 0.0159(4) Uani 1 1 d . C 1 S4A S 0.7884(3) 0.5980(3) 0.43353(8) 0.0163(4) Uani 1 1 d . C 1 C1 C 0.5764(14) 0.2415(13) -0.0040(3) 0.0207(18) Uani 1 1 d . B 1 C2 C 0.7196(14) 0.1846(12) -0.0888(3) 0.0190(17) Uani 1 1 d . B 1 C3 C 0.5121(14) 0.1746(12) -0.0989(3) 0.0205(18) Uani 1 1 d . B 1 H3 H 0.4504 0.1524 -0.1313 0.025 Uiso 1 1 calc R B 1 C4 C 0.5529(13) 0.2801(13) 0.0449(3) 0.0208(18) Uani 1 1 d . B 1 C5 C 0.4053(15) 0.3426(12) 0.1282(3) 0.0182(17) Uani 1 1 d . B 1 C6 C 0.2892(16) 0.3786(12) 0.1730(3) 0.0225(18) Uani 1 1 d . B 1 H6A H 0.1496 0.2885 0.1738 0.027 Uiso 1 1 calc R B 1 H6B H 0.2718 0.5015 0.1740 0.027 Uiso 1 1 calc R B 1 C7 C 0.4458(16) 0.3580(14) 0.2158(3) 0.026(2) Uani 1 1 d . B 1 H7A H 0.4513 0.4471 0.2433 0.031 Uiso 1 1 calc R B 1 H7B H 0.3989 0.2352 0.2279 0.031 Uiso 1 1 calc R B 1 C8 C 0.6693(15) 0.3920(13) 0.1945(3) 0.0219(18) Uani 1 1 d . B 1 H8A H 0.7560 0.5189 0.2011 0.026 Uiso 1 1 calc R B 1 H8B H 0.7461 0.3103 0.2077 0.026 Uiso 1 1 calc R B 1 C9 C 0.6061(15) 0.3473(12) 0.1399(3) 0.0203(17) Uani 1 1 d . B 1 C1A C 0.9967(13) 0.7828(11) 0.5202(3) 0.0147(15) Uani 1 1 d . C 1 C2A C 0.8705(14) 0.8908(11) 0.6020(3) 0.0166(16) Uani 1 1 d . C 1 C3A C 1.0863(14) 0.9421(12) 0.6079(3) 0.0184(17) Uani 1 1 d . C 1 H3A H 1.1579 1.0013 0.6375 0.022 Uiso 1 1 calc R C 1 C4A C 1.0113(12) 0.7092(11) 0.4738(3) 0.0146(15) Uani 1 1 d . C 1 C5A C 1.1572(14) 0.6148(11) 0.3927(3) 0.0175(17) Uani 1 1 d . C 1 C6A C 1.2713(14) 0.5665(12) 0.3494(3) 0.0202(18) Uani 1 1 d . C 1 H6A1 H 1.3312 0.4661 0.3562 0.024 Uiso 1 1 calc R C 1 H6A2 H 1.3849 0.6719 0.3404 0.024 Uiso 1 1 calc R C 1 C7A C 1.0866(16) 0.5075(13) 0.3084(3) 0.025(2) Uani 1 1 d . C 1 H7A1 H 1.0940 0.3973 0.2896 0.030 Uiso 1 1 calc R C 1 H7A2 H 1.0986 0.6047 0.2855 0.030 Uiso 1 1 calc R C 1 C8A C 0.8693(15) 0.4689(13) 0.3340(3) 0.0211(18) Uani 1 1 d . C 1 H8A1 H 0.7701 0.5226 0.3167 0.025 Uiso 1 1 calc R C 1 H8A2 H 0.8024 0.3378 0.3360 0.025 Uiso 1 1 calc R C 1 C9A C 0.9420(14) 0.5633(11) 0.3849(3) 0.0166(16) Uani 1 1 d . C 1 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 Cl1 0.0337(13) 0.0195(10) 0.0204(10) -0.0002(8) 0.0025(8) 0.0120(9) O1 0.075(7) 0.044(5) 0.042(5) 0.002(4) 0.021(4) 0.032(5) O4 0.082(8) 0.038(5) 0.095(8) 0.012(5) -0.050(7) 0.020(5) O3 0.081(9) 0.054(7) 0.134(12) 0.006(7) -0.063(9) -0.012(6) O2 0.124(12) 0.122(11) 0.066(8) 0.018(7) 0.053(8) 0.069(10) I1 0.0172(3) 0.0255(3) 0.0184(3) -0.0005(2) 0.0040(2) 0.0054(2) I1A 0.0188(3) 0.0179(3) 0.0203(3) 0.0021(2) 0.0054(2) 0.0064(2) S1 0.0138(10) 0.0302(12) 0.0193(10) -0.0016(8) 0.0018(8) 0.0079(8) S2 0.0132(10) 0.0329(12) 0.0208(10) 0.0008(9) 0.0011(8) 0.0095(9) S3 0.0158(10) 0.0245(11) 0.0229(10) 0.0011(8) 0.0032(8) 0.0091(8) S4 0.0139(10) 0.0316(12) 0.0203(10) -0.0014(8) 0.0012(8) 0.0077(9) S1A 0.0117(9) 0.0146(9) 0.0203(10) 0.0016(7) 0.0024(7) 0.0046(7) S2A 0.0108(9) 0.0233(11) 0.0207(10) -0.0006(8) 0.0006(7) 0.0025(8) S3A 0.0092(9) 0.0136(9) 0.0238(10) 0.0005(7) 0.0021(7) 0.0016(7) S4A 0.0080(9) 0.0183(10) 0.0218(10) 0.0000(8) 0.0015(7) 0.0026(7) C1 0.014(4) 0.026(5) 0.022(4) 0.002(3) 0.001(3) 0.006(3) C2 0.017(4) 0.020(4) 0.021(4) 0.005(3) 0.003(3) 0.006(3) C3 0.014(4) 0.022(4) 0.023(4) 0.000(3) -0.001(3) 0.002(3) C4 0.006(4) 0.026(4) 0.029(5) 0.000(4) 0.001(3) 0.000(3) C5 0.024(5) 0.018(4) 0.015(4) 0.001(3) 0.005(3) 0.010(3) C6 0.026(5) 0.018(4) 0.027(5) 0.003(3) 0.006(4) 0.011(4) C7 0.028(5) 0.028(5) 0.018(4) 0.004(4) 0.005(4) -0.001(4) C8 0.018(4) 0.025(5) 0.022(4) 0.004(3) 0.002(3) 0.004(4) C9 0.023(5) 0.020(4) 0.018(4) 0.001(3) 0.006(3) 0.005(3) C1A 0.014(4) 0.009(3) 0.020(4) 0.005(3) 0.002(3) 0.002(3) C2A 0.018(4) 0.013(4) 0.018(4) 0.001(3) 0.000(3) 0.003(3) C3A 0.016(4) 0.018(4) 0.022(4) -0.004(3) 0.000(3) 0.006(3) C4A 0.005(4) 0.019(4) 0.023(4) 0.001(3) 0.004(3) 0.007(3) C5A 0.015(4) 0.015(4) 0.020(4) 0.000(3) 0.005(3) 0.001(3) C6A 0.018(4) 0.014(4) 0.025(4) -0.001(3) 0.005(3) -0.003(3) C7A 0.029(5) 0.025(5) 0.023(5) -0.003(4) 0.004(4) 0.009(4) C8A 0.020(4) 0.022(4) 0.020(4) -0.001(3) -0.001(3) 0.003(3) C9A 0.014(4) 0.013(4) 0.024(4) 0.002(3) 0.002(3) 0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 O2 1.386(12) . ? Cl1 O4 1.403(9) . ? Cl1 O1 1.414(8) . ? Cl1 O3 1.448(11) . ? I1 C2 2.072(9) . ? I1A C2A 2.072(9) . ? S1 C2 1.743(9) . ? S1 C1 1.759(9) . ? S2 C3 1.735(9) . ? S2 C1 1.738(9) . ? S3 C5 1.743(9) . ? S3 C4 1.745(9) . ? S4 C9 1.745(9) . ? S4 C4 1.755(9) . ? S1A C2A 1.740(8) . ? S1A C1A 1.748(9) . ? S2A C3A 1.731(9) . ? S2A C1A 1.740(9) . ? S3A C5A 1.738(9) . ? S3A C4A 1.757(8) . ? S4A C9A 1.737(9) . ? S4A C4A 1.750(8) . ? C1 C4 1.358(13) . ? C2 C3 1.345(13) . ? C3 H3 0.9300 . ? C5 C9 1.320(13) . ? C5 C6 1.505(12) . ? C6 C7 1.548(13) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.544(13) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.504(12) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C1A C4A 1.361(12) . ? C2A C3A 1.345(12) . ? C3A H3A 0.9300 . ? C5A C9A 1.346(12) . ? C5A C6A 1.495(12) . ? C6A C7A 1.546(13) . ? C6A H6A1 0.9700 . ? C6A H6A2 0.9700 . ? C7A C8A 1.559(13) . ? C7A H7A1 0.9700 . ? C7A H7A2 0.9700 . ? C8A C9A 1.504(12) . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? 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 O2 Cl1 O4 116.8(9) . . ? O2 Cl1 O1 110.6(7) . . ? O4 Cl1 O1 108.8(6) . . ? O2 Cl1 O3 105.4(10) . . ? O4 Cl1 O3 106.1(7) . . ? O1 Cl1 O3 108.7(8) . . ? C2 S1 C1 94.3(4) . . ? C3 S2 C1 95.6(4) . . ? C5 S3 C4 94.1(4) . . ? C9 S4 C4 94.6(4) . . ? C2A S1A C1A 94.6(4) . . ? C3A S2A C1A 95.3(4) . . ? C5A S3A C4A 94.6(4) . . ? C9A S4A C4A 94.2(4) . . ? C4 C1 S2 121.8(7) . . ? C4 C1 S1 123.2(7) . . ? S2 C1 S1 115.1(5) . . ? C3 C2 S1 118.1(7) . . ? C3 C2 I1 123.6(7) . . ? S1 C2 I1 118.2(5) . . ? C2 C3 S2 116.9(7) . . ? C2 C3 H3 121.6 . . ? S2 C3 H3 121.6 . . ? C1 C4 S3 121.7(7) . . ? C1 C4 S4 123.0(7) . . ? S3 C4 S4 115.3(5) . . ? C9 C5 C6 112.3(8) . . ? C9 C5 S3 118.8(7) . . ? C6 C5 S3 128.8(7) . . ? C5 C6 C7 101.0(7) . . ? C5 C6 H6A 111.6 . . ? C7 C6 H6A 111.6 . . ? C5 C6 H6B 111.6 . . ? C7 C6 H6B 111.6 . . ? H6A C6 H6B 109.4 . . ? C8 C7 C6 107.1(7) . . ? C8 C7 H7A 110.3 . . ? C6 C7 H7A 110.3 . . ? C8 C7 H7B 110.3 . . ? C6 C7 H7B 110.3 . . ? H7A C7 H7B 108.6 . . ? C9 C8 C7 100.5(7) . . ? C9 C8 H8A 111.7 . . ? C7 C8 H8A 111.7 . . ? C9 C8 H8B 111.7 . . ? C7 C8 H8B 111.7 . . ? H8A C8 H8B 109.4 . . ? C5 C9 C8 113.3(8) . . ? C5 C9 S4 117.1(7) . . ? C8 C9 S4 129.4(7) . . ? C4A C1A S2A 121.4(7) . . ? C4A C1A S1A 123.4(6) . . ? S2A C1A S1A 115.2(5) . . ? C3A C2A S1A 117.7(7) . . ? C3A C2A I1A 124.1(6) . . ? S1A C2A I1A 118.2(5) . . ? C2A C3A S2A 117.2(7) . . ? C2A C3A H3A 121.4 . . ? S2A C3A H3A 121.4 . . ? C1A C4A S4A 123.7(6) . . ? C1A C4A S3A 120.9(6) . . ? S4A C4A S3A 115.4(5) . . ? C9A C5A C6A 113.6(8) . . ? C9A C5A S3A 117.0(7) . . ? C6A C5A S3A 129.2(7) . . ? C5A C6A C7A 101.4(7) . . ? C5A C6A H6A1 111.5 . . ? C7A C6A H6A1 111.5 . . ? C5A C6A H6A2 111.5 . . ? C7A C6A H6A2 111.5 . . ? H6A1 C6A H6A2 109.3 . . ? C6A C7A C8A 108.2(7) . . ? C6A C7A H7A1 110.1 . . ? C8A C7A H7A1 110.1 . . ? C6A C7A H7A2 110.1 . . ? C8A C7A H7A2 110.1 . . ? H7A1 C7A H7A2 108.4 . . ? C9A C8A C7A 101.4(7) . . ? C9A C8A H8A1 111.5 . . ? C7A C8A H8A1 111.5 . . ? C9A C8A H8A2 111.5 . . ? C7A C8A H8A2 111.5 . . ? H8A1 C8A H8A2 109.3 . . ? C5A C9A C8A 112.3(8) . . ? C5A C9A S4A 118.5(7) . . ? C8A C9A S4A 129.1(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 C3 S2 C1 C4 178.0(8) . . . . ? C3 S2 C1 S1 -1.6(6) . . . . ? C2 S1 C1 C4 -177.9(8) . . . . ? C2 S1 C1 S2 1.6(6) . . . . ? C1 S1 C2 C3 -1.1(8) . . . . ? C1 S1 C2 I1 -179.2(5) . . . . ? S1 C2 C3 S2 0.2(10) . . . . ? I1 C2 C3 S2 178.2(4) . . . . ? C1 S2 C3 C2 0.9(8) . . . . ? S2 C1 C4 S3 -0.9(12) . . . . ? S1 C1 C4 S3 178.6(5) . . . . ? S2 C1 C4 S4 -179.9(5) . . . . ? S1 C1 C4 S4 -0.4(12) . . . . ? C5 S3 C4 C1 179.0(8) . . . . ? C5 S3 C4 S4 -1.8(6) . . . . ? C9 S4 C4 C1 -178.0(8) . . . . ? C9 S4 C4 S3 2.9(6) . . . . ? C4 S3 C5 C9 -0.4(8) . . . . ? C4 S3 C5 C6 179.3(8) . . . . ? C9 C5 C6 C7 -13.5(10) . . . . ? S3 C5 C6 C7 166.8(7) . . . . ? C5 C6 C7 C8 22.7(9) . . . . ? C6 C7 C8 C9 -23.3(9) . . . . ? C6 C5 C9 C8 -1.5(11) . . . . ? S3 C5 C9 C8 178.3(6) . . . . ? C6 C5 C9 S4 -177.2(6) . . . . ? S3 C5 C9 S4 2.5(10) . . . . ? C7 C8 C9 C5 15.7(10) . . . . ? C7 C8 C9 S4 -169.1(7) . . . . ? C4 S4 C9 C5 -3.2(8) . . . . ? C4 S4 C9 C8 -178.2(9) . . . . ? C3A S2A C1A C4A -179.0(7) . . . . ? C3A S2A C1A S1A 2.4(5) . . . . ? C2A S1A C1A C4A 179.3(7) . . . . ? C2A S1A C1A S2A -2.1(5) . . . . ? C1A S1A C2A C3A 0.9(8) . . . . ? C1A S1A C2A I1A -177.1(5) . . . . ? S1A C2A C3A S2A 0.7(10) . . . . ? I1A C2A C3A S2A 178.6(4) . . . . ? C1A S2A C3A C2A -1.8(8) . . . . ? S2A C1A C4A S4A -179.5(5) . . . . ? S1A C1A C4A S4A -1.0(11) . . . . ? S2A C1A C4A S3A 2.5(10) . . . . ? S1A C1A C4A S3A -179.0(4) . . . . ? C9A S4A C4A C1A 176.6(8) . . . . ? C9A S4A C4A S3A -5.2(5) . . . . ? C5A S3A C4A C1A -176.8(7) . . . . ? C5A S3A C4A S4A 4.9(5) . . . . ? C4A S3A C5A C9A -2.5(8) . . . . ? C4A S3A C5A C6A -178.7(8) . . . . ? C9A C5A C6A C7A 10.7(10) . . . . ? S3A C5A C6A C7A -172.9(7) . . . . ? C5A C6A C7A C8A -16.9(9) . . . . ? C6A C7A C8A C9A 16.9(9) . . . . ? C6A C5A C9A C8A 0.0(11) . . . . ? S3A C5A C9A C8A -176.8(6) . . . . ? C6A C5A C9A S4A 176.0(6) . . . . ? S3A C5A C9A S4A -0.9(10) . . . . ? C7A C8A C9A C5A -10.6(10) . . . . ? C7A C8A C9A S4A 173.9(7) . . . . ? C4A S4A C9A C5A 3.7(8) . . . . ? C4A S4A C9A C8A 178.9(8) . . . . ? _diffrn_measured_fraction_theta_max 0.955 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_full 0.955 _refine_diff_density_max 2.171 _refine_diff_density_min -2.370 _refine_diff_density_rms 0.233 _vrf_PLAT431_I ; PROBLEM: Short Inter HL..A Contact I1 .. O2 .. 2.87 Ang. RESPONSE: ... ; _database_code_depnum_ccdc_archive 'CCDC 964972' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2tTTFI_ClO4_100K _audit_creation_method MoPro12 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C18 H14 Cl I2 O4 S8' _chemical_formula_sum 'C18 H14 Cl I2 O4 S8' _chemical_formula_weight 840.076 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 'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177' H H 0.0000 0.0000 'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177' O O 0.0106 0.0060 'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177' S S 0.1246 0.1234 'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177' Cl Cl 0.1484 0.1585 'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177' I I -0.4742 1.8119 'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.5088(1) _cell_length_b 7.5585(1) _cell_length_c 26.8252(3) _cell_angle_alpha 92.120(1) _cell_angle_beta 92.834(1) _cell_angle_gamma 106.558(1) _cell_volume 1261.64(3) _cell_formula_units_Z 2 _cell_measurement_temperature 99.8(6) _cell_measurement_reflns_used 55605 _cell_measurement_theta_min 3.1225 _cell_measurement_theta_max 45.7999 _exptl_crystal_description platelet _exptl_crystal_colour black _exptl_crystal_size_max 0.2336 _exptl_crystal_size_mid 0.0898 _exptl_crystal_size_min 0.0155 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 810 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0 -1 1 0.0447 0.0007 -1.0020 0.9961 -0.0869 0.0490 0.0105 0 0 1 0.0075 -0.0000 -0.0006 1.0000 -0.0177 -0.0183 -0.0073 0 0 -1 0.0080 0.0000 0.0006 -1.0000 0.0177 0.0183 0.0073 -1 0 -1 0.1054 -1.0009 -0.0009 -1.0023 -0.0085 0.0098 0.1180 1 0 1 0.0804 1.0009 0.0009 1.0023 0.0085 -0.0098 -0.1180 0 1 -1 0.0396 -0.0007 1.0020 -0.9961 0.0869 -0.0490 -0.0105 _exptl_absorpt_coefficient_mu 3.288 _exptl_absorpt_correction_T_min 0.437 _exptl_absorpt_correction_T_max 0.916 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; #-------------------------------------------------------------------- _diffrn_ambient_temperature 99.8(6) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_detector_area_resol_mean 10.4508 _diffrn_reflns_number 195513 _diffrn_reflns_av_R_equivalents 0.0617 _diffrn_reflns_av_sigmaI/netI 0.1346 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -53 _diffrn_reflns_limit_l_max 54 _diffrn_reflns_theta_min 3.1225 _diffrn_reflns_theta_max 45.7999 _diffrn_orient_matrix_UB_11 0.0261836000 _diffrn_orient_matrix_UB_12 0.0692018000 _diffrn_orient_matrix_UB_13 -0.0176797000 _diffrn_orient_matrix_UB_21 0.0086138000 _diffrn_orient_matrix_UB_22 -0.0671086000 _diffrn_orient_matrix_UB_23 -0.0183463000 _diffrn_orient_matrix_UB_31 -0.1105274000 _diffrn_orient_matrix_UB_32 -0.0178711000 _diffrn_orient_matrix_UB_33 -0.0073291000 _diffrn_measurement_method '\w scans' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -33.00 57.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 -80.0000 44.0000 90 #__ type_ start__ end____ width___ exp.time_ 2 omega 106.00 137.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 -30.0000 31 #__ type_ start__ end____ width___ exp.time_ 3 omega 17.00 117.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 -90.0000 100 #__ type_ start__ end____ width___ exp.time_ 4 omega 17.00 133.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 60.0000 116 #__ type_ start__ end____ width___ exp.time_ 5 omega 17.00 55.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 150.0000 38 #__ type_ start__ end____ width___ exp.time_ 6 omega 44.00 86.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 -77.0000 -60.0000 42 #__ type_ start__ end____ width___ exp.time_ 7 omega 69.00 107.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 150.0000 38 #__ type_ start__ end____ width___ exp.time_ 8 omega 111.00 137.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 150.0000 26 #__ type_ start__ end____ width___ exp.time_ 9 omega -17.00 36.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 -77.0000 -60.0000 53 #__ type_ start__ end____ width___ exp.time_ 10 omega 17.00 137.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 -150.0000 120 #__ type_ start__ end____ width___ exp.time_ 11 omega 18.00 44.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 120.0000 26 #__ type_ start__ end____ width___ exp.time_ 12 omega 48.00 137.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 120.0000 89 #__ type_ start__ end____ width___ exp.time_ 13 omega 17.00 70.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 -30.0000 53 #__ type_ start__ end____ width___ exp.time_ 14 omega 52.00 78.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -80.0000 117.0000 26 #__ type_ start__ end____ width___ exp.time_ 15 omega -31.00 48.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -80.0000 117.0000 79 #__ type_ start__ end____ width___ exp.time_ 16 omega 23.00 125.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 41.0000 35.0000 102 #__ type_ start__ end____ width___ exp.time_ 17 omega -21.00 87.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -80.0000 161.0000 108 #__ type_ start__ end____ width___ exp.time_ 18 omega -42.00 78.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 42.0000 -77.0000 88.0000 120 #__ type_ start__ end____ width___ exp.time_ 19 omega -46.00 -15.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7490 -80.0000 9.0000 31 #__ type_ start__ end____ width___ exp.time_ 20 omega -88.00 -41.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7486 80.0000 125.0000 47 #__ type_ start__ end____ width___ exp.time_ 21 omega -47.00 -15.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7486 -79.0000 173.0000 32 #__ type_ start__ end____ width___ exp.time_ 22 omega -130.00 -19.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7486 -59.0000 91.0000 111 #__ type_ start__ end____ width___ exp.time_ 23 omega -49.00 -15.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7486 -78.0000 122.0000 34 #__ type_ start__ end____ width___ exp.time_ 24 omega -49.00 -15.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7486 -78.0000 80.0000 34 #__ type_ start__ end____ width___ exp.time_ 25 omega -47.00 -15.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7486 -79.0000 61.0000 32 #__ type_ start__ end____ width___ exp.time_ 26 omega -46.00 -15.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -51.7486 -80.0000 -107.0000 31 #__ type_ start__ end____ width___ exp.time_ 27 omega -31.00 89.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 -77.0000 -30.0000 120 #__ type_ start__ end____ width___ exp.time_ 28 omega -33.00 90.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 -80.0000 -112.0000 123 #__ type_ start__ end____ width___ exp.time_ 29 omega -31.00 89.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 -77.0000 90.0000 120 #__ type_ start__ end____ width___ exp.time_ 30 omega 17.00 137.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 90.0000 120 #__ type_ start__ end____ width___ exp.time_ 31 omega 17.00 137.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 30.0000 120 #__ type_ start__ end____ width___ exp.time_ 32 omega 17.00 137.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 -120.0000 120 #__ type_ start__ end____ width___ exp.time_ 33 omega -31.00 89.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 -77.0000 -180.0000 120 #__ type_ start__ end____ width___ exp.time_ 34 omega 22.00 132.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 53.0000 -129.0000 110 #__ type_ start__ end____ width___ exp.time_ 35 omega -32.00 91.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -80.0000 161.0000 123 #__ type_ start__ end____ width___ exp.time_ 36 omega -26.00 88.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -68.0000 -9.0000 114 #__ type_ start__ end____ width___ exp.time_ 37 omega 23.00 133.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 41.0000 35.0000 110 #__ type_ start__ end____ width___ exp.time_ 38 omega 17.00 117.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 52.9986 77.0000 -90.0000 100 ; #-------------------------------------------------------------------- _reflns_number_total 21495 _reflns_number_gt 15812 _reflns_threshold_expression >2.0sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_structure_refinement 'MoPro (J. Appl. Cryst. 2005, 38, 38-54)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _iucr_refine_instructions_details ; # ! MoPro11.10 30/03/2012 14:53:30 D:\MoProSuite\4_TM-TTF-I_ClO4\10) TTFIClO4_march\Abc7_15.par # ! reflection file : D:\MoProSuite\4_TM-TTF-I_ClO4\10) TTFIClO4_march\Abc7_mopro.hkl refin. vs. F^1 # ! RF factor = 3.107 % RI factor = 3.552% # ! wR2F factor = 2.342 % wR2I factor = 4.453% # ! g.o.f. = 1.522 Nref= 15812 Nfree= 0 0.08 2sigma(F^2^) is used for calculating R-factors(gt) 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 F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details w=1/[\s^2^(Fo^2^)] _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_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 15812 _refine_ls_number_parameters 291 _refine_ls_number_restraints 0 # R-factors: R(F) & wR2(I) _refine_ls_R_factor_all 0.0311 # R_factor_all computed for I/sigmaI > 3.00 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0234 _refine_ls_wR_factor_gt 0.0234 _refine_ls_goodness_of_fit_ref 1.522 _refine_ls_restrained_S_all 1.522 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.32 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.59 _refine_diff_density_min -1.55 _refine_diff_density_rms 0.17 loop_ _atom_site_type_symbol _atom_site_label _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_refinement_flag_adp _atom_site_disorder_assembly _atom_site_disorder_group I I1 0.92334(2) 0.64188(2) -0.14248(2) 0.01280(5) Uani 1 d . . . . S S1 0.81935(5) 0.72709(5) -0.02712(1) 0.01471(5) Uani 1 d . . . . S S2 0.36422(5) 0.70355(5) -0.04918(1) 0.01472(5) Uani 1 d . . . . S S3 0.76396(5) 0.82058(5) 0.09101(1) 0.01453(5) Uani 1 d . . . . S S4 0.31006(6) 0.80033(5) 0.06540(1) 0.01422(5) Uani 1 d . . . . C C1 0.7187(2) 0.6830(2) -0.08921(4) 0.0131(2) Uani 1 d . . . . C C2 0.5112(2) 0.6715(2) -0.09951(5) 0.0147(2) Uani 1 d . . . . C C3 0.5781(2) 0.7422(2) -0.00448(5) 0.0135(2) Uani 1 d . . . . C C4 0.5550(2) 0.7830(2) 0.04488(5) 0.0136(2) Uani 1 d . . . . C C5 0.6084(2) 0.8517(2) 0.13942(5) 0.0135(2) Uani 1 d . . . . C C6 0.4023(2) 0.8430(2) 0.12772(5) 0.0135(2) Uani 1 d . . . . C C7 0.2877(2) 0.8804(2) 0.17256(5) 0.0163(2) Uani 1 d . . . . C C8 0.4447(3) 0.8594(2) 0.21588(5) 0.0181(2) Uani 1 d . . . . C C9 0.6689(2) 0.8949(2) 0.19432(5) 0.0161(2) Uani 1 d . . . . H H1 0.746(4) 1.026(3) 0.2002(7) 0.025(5) Uiso 1 d U . . . H H2 0.745(4) 0.811(3) 0.2080(8) 0.028(5) Uiso 1 d U . . . H H3 0.440(3) 0.937(3) 0.2412(7) 0.031(5) Uiso 1 d U . . . H H4 0.400(3) 0.739(3) 0.2227(7) 0.029(5) Uiso 1 d U . . . H H5 0.153(3) 0.790(3) 0.1746(7) 0.021(5) Uiso 1 d U . . . H H6 0.278(4) 1.004(3) 0.1734(8) 0.032(6) Uiso 1 d U . . . H H7 0.437(3) 0.645(3) -0.1307(7) 0.040(5) Uiso 1 d U . . . I I1' 0.66934(2) 1.42655(2) 0.65719(2) 0.01237(5) Uani 1 d . . . . S S1' 0.75321(5) 1.27929(4) 0.54572(1) 0.01166(5) Uani 1 d . . . . S S2' 1.22556(5) 1.39377(5) 0.55885(1) 0.01267(5) Uani 1 d . . . . S S3' 0.78894(5) 1.09892(4) 0.43387(1) 0.01191(5) Uani 1 d . . . . S S4' 1.26264(5) 1.21792(4) 0.45151(1) 0.01195(5) Uani 1 d . . . . C C1' 0.8714(2) 1.3911(2) 0.60268(4) 0.0122(2) Uani 1 d . . . . C C2' 1.0867(2) 1.4439(2) 0.60870(5) 0.0135(2) Uani 1 d . . . . C C3' 0.9967(2) 1.2854(2) 0.52041(4) 0.0113(2) Uani 1 d . . . . C C4' 1.0124(2) 1.2084(2) 0.47404(4) 0.0115(2) Uani 1 d . . . . C C5' 0.9415(2) 1.0650(2) 0.38495(5) 0.0125(2) Uani 1 d . . . . C C6' 1.1567(2) 1.1185(2) 0.39306(5) 0.0125(2) Uani 1 d . . . . C C7' 1.2707(2) 1.0705(2) 0.34943(5) 0.0148(2) Uani 1 d . . . . C C8' 1.0840(3) 1.0095(2) 0.30813(5) 0.0189(2) Uani 1 d . . . . C C9' 0.8693(2) 0.9704(2) 0.33432(5) 0.0153(2) Uani 1 d . . . . H H1' 0.810(4) 0.838(3) 0.3391(8) 0.028(5) Uiso 1 d U . . . H H2' 0.776(4) 1.020(3) 0.3186(8) 0.029(6) Uiso 1 d U . . . H H3' 1.094(3) 1.101(3) 0.2907(7) 0.035(5) Uiso 1 d U . . . H H4' 1.099(3) 0.907(3) 0.2927(8) 0.044(6) Uiso 1 d U . . . H H5' 1.383(4) 1.173(3) 0.3403(8) 0.024(5) Uiso 1 d U . . . H H6' 1.330(3) 0.964(3) 0.3589(7) 0.017(5) Uiso 1 d U . . . H H7' 1.161(3) 1.505(3) 0.6352(7) 0.039(5) Uiso 1 d U . . . Cl CL1 0.68531(2) 0.41323(2) 0.24925(2) 0.01536(5) Uani 1 d . . . . O O1 0.79341(2) 0.30706(2) 0.27752(2) 0.04521(5) Uani 1 d . . . . O O2 0.67443(2) 0.57057(2) 0.27965(2) 0.02643(5) Uani 1 d . . . . O O3 0.78896(2) 0.47603(2) 0.20457(2) 0.04214(5) Uani 1 d . . . . O O4 0.46889(2) 0.30110(2) 0.23486(2) 0.04795(5) Uani 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I1 0.0122(1) 0.0161(1) 0.0101(1) 0.0039(5) 0.0024(5) -0.0004(5) S1 0.0108(1) 0.0233(2) 0.0105(1) 0.0060(1) 0.00095(10) -0.0011(1) S2 0.0111(1) 0.0229(2) 0.0113(1) 0.0069(1) 0.00067(10) -0.0001(1) S3 0.0113(1) 0.0210(2) 0.0113(1) 0.0048(1) 0.00091(10) -0.0006(1) S4 0.0119(1) 0.0205(1) 0.0117(1) 0.0071(1) 0.00167(10) 0.0004(1) C1 0.0120(5) 0.0175(5) 0.0098(4) 0.0042(4) 0.0012(4) -0.0005(4) C2 0.0122(5) 0.0211(6) 0.0109(5) 0.0054(5) 0.00034(39) 0.00008(42) C3 0.0126(5) 0.0187(6) 0.0100(4) 0.0059(4) 0.0014(4) -0.00005(39) C4 0.0126(5) 0.0185(6) 0.0105(5) 0.0058(4) 0.0011(4) -0.00003(40) C5 0.0131(5) 0.0169(5) 0.0106(5) 0.0043(4) 0.0011(4) 0.00020(39) C6 0.0136(5) 0.0173(5) 0.0104(5) 0.0056(4) 0.0026(4) 0.00031(39) C7 0.0182(6) 0.0190(6) 0.0132(5) 0.0072(5) 0.0046(4) 0.00028(43) C8 0.0196(7) 0.0236(6) 0.0117(5) 0.0064(5) 0.0047(4) 0.0030(5) C9 0.0169(6) 0.0190(6) 0.0114(5) 0.0037(5) 0.0004(4) 0.0005(4) I1' 0.0145(1) 0.0125(1) 0.0111(1) 0.0050(5) 0.0033(5) 0.0013(5) S1' 0.0093(1) 0.0141(1) 0.0113(1) 0.0029(1) 0.00119(9) 0.00030(9) S2' 0.0096(1) 0.0154(1) 0.0122(1) 0.0027(1) 0.000062(10) -0.00071(10) S3' 0.0090(1) 0.0135(1) 0.0124(1) 0.0020(1) 0.00083(9) 0.000018(10) S4' 0.0090(1) 0.0135(1) 0.0129(1) 0.0024(1) 0.00154(9) -0.00023(10) C1' 0.0127(5) 0.0131(5) 0.0109(4) 0.0039(4) 0.0011(4) 0.00033(37) C2' 0.0119(5) 0.0160(5) 0.0121(5) 0.0036(4) 0.0008(4) -0.00028(40) C3' 0.0097(5) 0.0139(5) 0.0100(4) 0.0032(4) 0.0008(4) -0.00006(37) C4' 0.0096(5) 0.0135(5) 0.0108(4) 0.0024(4) 0.0012(4) -0.0005(4) C5' 0.0119(5) 0.0130(5) 0.0122(5) 0.0028(4) 0.0014(4) 0.00014(38) C6' 0.0118(5) 0.0128(5) 0.0123(5) 0.0024(4) 0.0026(4) -0.00015(37) C7' 0.0158(6) 0.0138(5) 0.0153(5) 0.0049(5) 0.0037(4) -0.00038(40) C8' 0.0198(7) 0.0241(7) 0.0128(5) 0.0062(5) 0.0032(5) -0.0019(5) C9' 0.0157(6) 0.0162(6) 0.0129(5) 0.0034(5) -0.00013(42) -0.0013(4) CL1 0.0213(5) 0.0144(5) 0.0120(5) 0.0082(5) 0.0003(5) -0.0011(5) O1 0.0571(5) 0.0288(5) 0.0524(5) 0.0219(5) -0.0265(5) 0.0009(5) O2 0.0394(5) 0.0220(5) 0.0201(5) 0.0119(5) 0.0090(5) -0.0039(5) O3 0.0568(5) 0.0500(5) 0.0275(5) 0.0247(5) 0.0224(5) 0.0026(5) O4 0.0347(5) 0.0357(5) 0.0623(5) -0.0031(5) -0.0188(5) -0.0058(5) _geom_special_details ; ; 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 C1 2.075(1) . ? S1 C1 1.744(1) . ? S1 C3 1.743(1) . ? S2 C3 1.743(1) . ? S2 C2 1.742(1) . ? S3 C4 1.746(1) . ? S3 C5 1.735(1) . ? S4 C4 1.750(1) . ? S4 C6 1.735(1) . ? C1 C2 1.342(2) . ? C2 H7 0.93(2) . ? C3 C4 1.373(2) . ? C5 C6 1.345(2) . ? C5 C9 1.505(2) . ? C6 C7 1.506(2) . ? C7 C8 1.552(2) . ? C7 H5 0.95(2) . ? C7 H6 0.95(2) . ? C8 C9 1.552(2) . ? C8 H3 0.89(2) . ? C8 H4 0.90(2) . ? C9 H1 0.98(2) . ? C9 H2 0.98(2) . ? I1' C1' 2.074(1) . ? S1' C1' 1.749(1) . ? S1' C3' 1.744(1) . ? S2' C3' 1.744(1) . ? S2' C2' 1.740(1) . ? S3' C4' 1.747(1) . ? S3' C5' 1.739(1) . ? S4' C4' 1.749(1) . ? S4' C6' 1.735(1) . ? C1' C2' 1.343(2) . ? C2' H7' 0.88(2) . ? C3' C4' 1.374(2) . ? C5' C6' 1.346(2) . ? C5' C9' 1.500(2) . ? C6' C7' 1.503(2) . ? C7' C8' 1.557(2) . ? C7' H5' 0.95(2) . ? C7' H6' 1.02(2) . ? C8' C9' 1.553(2) . ? C8' H3' 0.84(2) . ? C8' H4' 0.89(2) . ? C9' H2' 0.90(2) . ? C9' H1' 0.98(2) . ? CL1 O1 1.4242(4) . ? CL1 O3 1.4342(4) . ? CL1 O2 1.4375(3) . ? CL1 O4 1.4468(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 I1 C1 S1 118.1(1) . . ? I1 C1 C2 123.8(1) . . ? S1 C1 C2 118.0(1) . . ? S1 C3 S2 115.31(10) . . ? S1 C3 C4 123.2(1) . . ? S2 C3 C4 121.44(9) . . ? S2 C2 C1 116.73(9) . . ? S2 C2 H7 116.7(13) . . ? S3 C4 S4 115.7(1) . . ? S3 C4 C3 123.0(1) . . ? S3 C5 C6 117.6(1) . . ? S3 C5 C9 130.01(10) . . ? S4 C4 C3 121.3(1) . . ? S4 C6 C5 117.84(10) . . ? S4 C6 C7 129.67(9) . . ? C1 S1 C3 94.60(6) . . ? C1 C2 H7 126.6(13) . . ? C2 S2 C3 95.29(6) . . ? C4 S3 C5 94.50(6) . . ? C4 S4 C6 94.34(6) . . ? C5 C6 C7 112.4(1) . . ? C5 C9 C8 101.3(1) . . ? C5 C9 H1 109.9(11) . . ? C5 C9 H2 111.5(13) . . ? C6 C5 C9 112.3(1) . . ? C6 C7 C8 101.1(1) . . ? C6 C7 H5 112.0(12) . . ? C6 C7 H6 110.6(14) . . ? C7 C8 C9 106.76(9) . . ? C7 C8 H3 108.6(13) . . ? C7 C8 H4 104.9(13) . . ? C8 C9 H1 108.4(15) . . ? C8 C9 H2 110.7(14) . . ? C8 C7 H5 109.3(12) . . ? C8 C7 H6 109.7(14) . . ? C9 C8 H3 114.2(14) . . ? C9 C8 H4 107.3(13) . . ? H1 C9 H2 114(2) . . ? H3 C8 H4 114(2) . . ? H5 C7 H6 113(2) . . ? I1' C1' S1' 117.8(1) . . ? I1' C1' C2' 124.3(1) . . ? S1' C1' C2' 117.86(10) . . ? S1' C3' S2' 115.22(6) . . ? S1' C3' C4' 123.7(1) . . ? S2' C3' C4' 121.1(1) . . ? S2' C2' C1' 116.9(1) . . ? S2' C2' H7' 118.3(14) . . ? S3' C4' S4' 115.92(3) . . ? S3' C4' C3' 123.10(9) . . ? S3' C5' C6' 117.77(9) . . ? S3' C5' C9' 129.4(1) . . ? S4' C4' C3' 121.0(1) . . ? S4' C6' C5' 117.7(1) . . ? S4' C6' C7' 129.2(1) . . ? C1' S1' C3' 94.64(6) . . ? C1' C2' H7' 125(2) . . ? C2' S2' C3' 95.40(6) . . ? C4' S3' C5' 94.12(6) . . ? C4' S4' C6' 94.27(6) . . ? C5' C6' C7' 113.0(1) . . ? C5' C9' C8' 102.0(1) . . ? C5' C9' H2' 110.6(14) . . ? C5' C9' H1' 107.4(13) . . ? C6' C5' C9' 112.7(1) . . ? C6' C7' C8' 101.6(1) . . ? C6' C7' H5' 112.3(14) . . ? C6' C7' H6' 107.9(11) . . ? C7' C8' C9' 107.7(1) . . ? C7' C8' H3' 106.2(13) . . ? C7' C8' H4' 105.9(13) . . ? C8' C9' H2' 111.8(15) . . ? C8' C9' H1' 110.9(13) . . ? C8' C7' H5' 112.1(14) . . ? C8' C7' H6' 112.1(11) . . ? C9' C8' H3' 107.9(14) . . ? C9' C8' H4' 111.7(14) . . ? H1' C9' H2' 114(2) . . ? H3' C8' H4' 117(2) . . ? H5' C7' H6' 111(2) . . ? O1 CL1 O3 112.71(2) . . ? O1 CL1 O2 109.26(4) . . ? O1 CL1 O4 109.19(2) . . ? O2 CL1 O3 109.05(2) . . ? O2 CL1 O4 108.64(2) . . ? O3 CL1 O4 107.91(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 I1 C1 S1 C3 -179.03(8) . . . . ? I1 C1 C2 S2 178.03(8) . . . . ? I1 C1 C2 H7 -0.3(5) . . . . ? S1 C1 C2 S2 0.35(7) . . . . ? S1 C1 C2 H7 -178(2) . . . . ? S1 C3 S2 C2 -1.54(6) . . . . ? S1 C3 C4 S3 -1.20(7) . . . . ? S1 C3 C4 S4 178.89(6) . . . . ? S2 C3 S1 C1 1.66(6) . . . . ? S2 C3 C4 S3 179.37(6) . . . . ? S2 C3 C4 S4 -0.54(7) . . . . ? S3 C4 S4 C6 -1.99(7) . . . . ? S3 C5 C6 S4 0.28(7) . . . . ? S3 C5 C6 C7 -177.5(1) . . . . ? S3 C5 C9 C8 -167.85(9) . . . . ? S3 C5 C9 H1 77.6(17) . . . . ? S3 C5 C9 H2 -50.1(15) . . . . ? S4 C4 S3 C5 2.11(6) . . . . ? S4 C6 C5 C9 178.3(1) . . . . ? S4 C6 C7 C8 167.32(9) . . . . ? S4 C6 C7 H5 51.1(14) . . . . ? S4 C6 C7 H6 -76.5(16) . . . . ? C1 S1 C3 C4 -177.79(10) . . . . ? C1 C2 S2 C3 0.72(9) . . . . ? C2 S2 C3 C4 177.93(10) . . . . ? C2 C1 S1 C3 -1.21(9) . . . . ? C3 S2 C2 H7 179.1(15) . . . . ? C3 C4 S3 C5 -177.81(10) . . . . ? C3 C4 S4 C6 177.92(10) . . . . ? C4 S3 C5 C6 -1.43(9) . . . . ? C4 S3 C5 C9 -179.07(9) . . . . ? C4 S4 C6 C5 1.03(9) . . . . ? C4 S4 C6 C7 178.36(9) . . . . ? C5 C6 C7 C8 -15.2(1) . . . . ? C5 C6 C7 H5 -131.4(15) . . . . ? C5 C6 C7 H6 101.0(16) . . . . ? C5 C9 C8 C7 -23.2(1) . . . . ? C5 C9 C8 H3 -143.3(14) . . . . ? C5 C9 C8 H4 88.8(14) . . . . ? C6 C5 C9 C8 14.4(1) . . . . ? C6 C5 C9 H1 -100.1(17) . . . . ? C6 C5 C9 H2 132.0(17) . . . . ? C6 C7 C8 C9 23.5(1) . . . . ? C6 C7 C8 H3 147.1(17) . . . . ? C6 C7 C8 H4 -90.2(13) . . . . ? C7 C6 C5 C9 0.6(1) . . . . ? C7 C8 C9 H1 92.3(13) . . . . ? C7 C8 C9 H2 -141.6(13) . . . . ? C9 C8 C7 H5 141.7(13) . . . . ? C9 C8 C7 H6 -93.4(16) . . . . ? H1 C9 C8 H3 -27.7(19) . . . . ? H1 C9 C8 H4 -155.6(18) . . . . ? H2 C9 C8 H3 98(2) . . . . ? H2 C9 C8 H4 -30(2) . . . . ? H3 C8 C7 H5 -95(2) . . . . ? H3 C8 C7 H6 30(2) . . . . ? H4 C8 C7 H5 28(2) . . . . ? H4 C8 C7 H6 153(2) . . . . ? I1' C1' S1' C3' -177.35(8) . . . . ? I1' C1' C2' S2' 177.83(8) . . . . ? I1' C1' C2' H7' -4.5(5) . . . . ? S1' C1' C2' S2' -0.30(7) . . . . ? S1' C1' C2' H7' 177.1(17) . . . . ? S1' C3' S2' C2' 1.11(6) . . . . ? S1' C3' C4' S3' 1.56(7) . . . . ? S1' C3' C4' S4' -179.28(6) . . . . ? S2' C3' S1' C1' -1.22(6) . . . . ? S2' C3' C4' S3' -179.75(6) . . . . ? S2' C3' C4' S4' -0.59(6) . . . . ? S3' C4' S4' C6' 4.24(6) . . . . ? S3' C5' C6' S4' -0.39(7) . . . . ? S3' C5' C6' C7' 176.0(1) . . . . ? S3' C5' C9' C8' 173.90(9) . . . . ? S3' C5' C9' H2' 54.8(16) . . . . ? S3' C5' C9' H1' -69(1) . . . . ? S4' C4' S3' C5' -4.39(6) . . . . ? S4' C6' C5' C9' -176.3(1) . . . . ? S4' C6' C7' C8' -173.53(9) . . . . ? S4' C6' C7' H5' -53.6(16) . . . . ? S4' C6' C7' H6' 68.4(12) . . . . ? C1' S1' C3' C4' 177.54(9) . . . . ? C1' C2' S2' C3' -0.49(9) . . . . ? C2' S2' C3' C4' -177.69(9) . . . . ? C2' C1' S1' C3' 0.92(9) . . . . ? C3' S2' C2' H7' -178.1(16) . . . . ? C3' C4' S3' C5' 174.81(9) . . . . ? C3' C4' S4' C6' -174.97(9) . . . . ? C4' S3' C5' C6' 2.86(9) . . . . ? C4' S3' C5' C9' 178.01(9) . . . . ? C4' S4' C6' C5' -2.31(9) . . . . ? C4' S4' C6' C7' -178.07(9) . . . . ? C5' C6' C7' C8' 10.5(1) . . . . ? C5' C6' C7' H5' 130.5(16) . . . . ? C5' C6' C7' H6' -107.5(12) . . . . ? C5' C9' C8' C7' 16.8(1) . . . . ? C5' C9' C8' H3' -97.4(14) . . . . ? C5' C9' C8' H4' 132.8(15) . . . . ? C6' C5' C9' C8' -10.8(1) . . . . ? C6' C5' C9' H2' -130.0(16) . . . . ? C6' C5' C9' H1' 106.0(16) . . . . ? C6' C7' C8' C9' -16.7(1) . . . . ? C6' C7' C8' H3' 98.7(14) . . . . ? C6' C7' C8' H4' -136(1) . . . . ? C7' C6' C5' C9' 0.11(11) . . . . ? C7' C8' C9' H2' 135.1(15) . . . . ? C7' C8' C9' H1' -97.3(14) . . . . ? C9' C8' C7' H5' -136.7(16) . . . . ? C9' C8' C7' H6' 98.3(12) . . . . ? H1' C9' C8' H3' 148(2) . . . . ? H1' C9' C8' H4' 19(2) . . . . ? H2' C9' C8' H3' 21(2) . . . . ? H2' C9' C8' H4' -109(2) . . . . ? H3' C8' C7' H5' -21(2) . . . . ? H3' C8' C7' H6' -146(2) . . . . ? H4' C8' C7' H5' 104(2) . . . . ? H4' C8' C7' H6' -22(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C9 H2 O2 0.98(2) 2.659 3.421 134.7 1_555 C9 H2 O3 0.98(2) 2.625 3.487 146.7 1_555 C9' H1' O2 0.98(2) 2.452 3.193 132.0 1_555 C7 H6 O4 0.95(2) 2.692 3.401 131.9 1_565 C9' H2' O1 0.90(2) 2.447 3.158 136.6 1_565 C2 H7 O3 0.93(2) 2.395 3.314 169.2 2_665 C2' H7' O1 0.88(2) 2.652 3.460 153.8 2_776 C2' H7' O2 0.88(2) 2.624 3.326 137.9 2_776 _database_code_depnum_ccdc_archive 'CCDC 964973'