# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Woollins, J.' _publ_contact_author_email jdw3@st-andrews.ac.uk _publ_section_title ; Onset of Three-Centre, Four-Electron Bonding in peri-Substituted Acenaphthenes: A Structural and Computational Investigation ; loop_ _publ_author_name J.Woollins F.Knight R.Randall D.Cordes # Attachment '- A1.cif' data_LA6-9 _database_code_depnum_ccdc_archive 'CCDC 816080' #TrackingRef '- A1.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H13 Br S' _chemical_formula_moiety 'C18 H13 Br S' _chemical_formula_weight 341.26 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 7.400(5) _cell_length_b 9.253(6) _cell_length_c 10.744(6) _cell_angle_alpha 79.67(4) _cell_angle_beta 77.28(4) _cell_angle_gamma 87.54(5) _cell_volume 705.9(8) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2686 _cell_measurement_theta_min 1.97 _cell_measurement_theta_max 26.37 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 344.00 _exptl_absorpt_coefficient_mu 3.053 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.464 _exptl_absorpt_correction_T_max 0.941 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 5704 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_theta_max 26.31 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.971 _diffrn_measured_fraction_theta_full 0.986 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2790 _reflns_number_gt 2317 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0716 _refine_ls_wR_factor_ref 0.2237 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2790 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1020P)^2^+1.3452P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.004 _refine_diff_density_max 0.580 _refine_diff_density_min -0.820 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Br Br -0.290 2.459 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Br(1) Br 0.75393(10) 0.92275(8) 0.82271(7) 0.0466(3) Uani 1.00 2 d . . . S(1) S 0.9716(2) 0.7353(2) 0.60022(17) 0.0406(4) Uani 1.00 2 d . . . C(1) C 0.7494(9) 0.7268(8) 0.9210(7) 0.0372(15) Uani 1.00 2 d . . . C(2) C 0.6734(10) 0.7159(8) 1.0520(7) 0.0426(16) Uani 1.00 2 d . . . C(3) C 0.6547(10) 0.5816(8) 1.1353(7) 0.0418(16) Uani 1.00 2 d . . . C(4) C 0.7092(9) 0.4577(8) 1.0864(7) 0.0380(15) Uani 1.00 2 d . . . C(5) C 0.7875(9) 0.4686(7) 0.9529(7) 0.0341(14) Uani 1.00 2 d . . . C(6) C 0.8376(9) 0.3275(8) 0.9176(7) 0.0356(14) Uani 1.00 2 d . . . C(7) C 0.9224(10) 0.3185(8) 0.7936(8) 0.0434(16) Uani 1.00 2 d . . . C(8) C 0.9547(9) 0.4471(9) 0.7037(7) 0.0426(17) Uani 1.00 2 d . . . C(9) C 0.9061(9) 0.5873(8) 0.7312(7) 0.0384(15) Uani 1.00 2 d . . . C(10) C 0.8148(8) 0.6012(7) 0.8612(6) 0.0334(13) Uani 1.00 2 d . . . C(11) C 0.7018(10) 0.2956(8) 1.1517(7) 0.0431(16) Uani 1.00 2 d . . . C(12) C 0.7834(9) 0.2117(8) 1.0409(7) 0.0381(15) Uani 1.00 2 d . . . C(13) C 0.7729(9) 0.7634(8) 0.5303(7) 0.0378(15) Uani 1.00 2 d . . . C(14) C 0.7709(10) 0.8906(8) 0.4356(7) 0.0418(16) Uani 1.00 2 d . . . C(15) C 0.6264(11) 0.9150(8) 0.3725(8) 0.0506(19) Uani 1.00 2 d . . . C(16) C 0.4777(10) 0.8165(8) 0.4016(8) 0.0458(17) Uani 1.00 2 d . . . C(17) C 0.4794(10) 0.6944(8) 0.4989(7) 0.0411(16) Uani 1.00 2 d . . . C(18) C 0.6262(10) 0.6688(8) 0.5612(7) 0.0416(16) Uani 1.00 2 d . . . H(2) H 0.6330 0.8026 1.0858 0.051 Uiso 1.00 2 calc R . . H(3) H 0.6044 0.5766 1.2253 0.050 Uiso 1.00 2 calc R . . H(7) H 0.9588 0.2261 0.7691 0.052 Uiso 1.00 2 calc R . . H(8) H 1.0140 0.4395 0.6172 0.051 Uiso 1.00 2 calc R . . H(11A) H 0.5726 0.2648 1.1923 0.052 Uiso 1.00 2 calc R . . H(11B) H 0.7765 0.2784 1.2190 0.052 Uiso 1.00 2 calc R . . H(12A) H 0.8935 0.1543 1.0590 0.046 Uiso 1.00 2 calc R . . H(12B) H 0.6905 0.1434 1.0305 0.046 Uiso 1.00 2 calc R . . H(14) H 0.8692 0.9594 0.4154 0.050 Uiso 1.00 2 calc R . . H(15) H 0.6274 1.0001 0.3080 0.061 Uiso 1.00 2 calc R . . H(16) H 0.3794 0.8323 0.3567 0.055 Uiso 1.00 2 calc R . . H(17) H 0.3785 0.6277 0.5228 0.049 Uiso 1.00 2 calc R . . H(18) H 0.6249 0.5842 0.6262 0.050 Uiso 1.00 2 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br(1) 0.0560(5) 0.0347(4) 0.0465(5) -0.0000(3) -0.0126(4) 0.0014(3) S(1) 0.0387(9) 0.0434(10) 0.0366(9) -0.0069(7) -0.0078(7) 0.0028(8) C(1) 0.040(3) 0.034(3) 0.039(4) -0.005(3) -0.014(3) -0.004(3) C(2) 0.046(4) 0.036(4) 0.046(4) -0.010(3) -0.011(3) -0.003(3) C(3) 0.044(4) 0.050(4) 0.028(3) -0.004(3) -0.003(3) -0.002(3) C(4) 0.041(3) 0.038(4) 0.038(4) -0.012(3) -0.018(3) 0.004(3) C(5) 0.030(3) 0.035(3) 0.038(3) -0.006(3) -0.014(3) 0.002(3) C(6) 0.033(3) 0.039(4) 0.034(3) -0.005(3) -0.011(3) 0.002(3) C(7) 0.044(4) 0.034(4) 0.055(4) -0.008(3) -0.013(3) -0.008(3) C(8) 0.036(3) 0.059(5) 0.032(4) 0.005(3) -0.011(3) -0.004(3) C(9) 0.039(3) 0.043(4) 0.033(3) -0.005(3) -0.011(3) 0.001(3) C(10) 0.032(3) 0.038(3) 0.031(3) -0.006(3) -0.010(3) -0.002(3) C(11) 0.037(3) 0.046(4) 0.043(4) -0.007(3) -0.009(3) 0.000(3) C(12) 0.038(3) 0.036(4) 0.039(4) -0.005(3) -0.010(3) -0.001(3) C(13) 0.036(3) 0.037(4) 0.036(4) 0.005(3) -0.003(3) -0.001(3) C(14) 0.048(4) 0.031(3) 0.044(4) -0.005(3) -0.006(3) -0.001(3) C(15) 0.057(5) 0.040(4) 0.052(5) 0.002(4) -0.017(4) 0.007(4) C(16) 0.048(4) 0.041(4) 0.049(4) 0.002(3) -0.018(3) 0.001(3) C(17) 0.040(3) 0.041(4) 0.045(4) -0.004(3) -0.017(3) -0.003(3) C(18) 0.050(4) 0.032(3) 0.035(4) 0.002(3) -0.003(3) 0.008(3) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Br(1) C(1) 1.926(7) yes . . S(1) C(9) 1.777(7) yes . . S(1) C(13) 1.783(8) yes . . C(1) C(2) 1.383(10) yes . . C(1) C(10) 1.442(10) yes . . C(2) C(3) 1.387(10) yes . . C(3) C(4) 1.355(11) yes . . C(4) C(5) 1.411(9) yes . . C(4) C(11) 1.536(10) yes . . C(5) C(6) 1.434(10) yes . . C(5) C(10) 1.421(9) yes . . C(6) C(7) 1.358(10) yes . . C(6) C(12) 1.535(9) yes . . C(7) C(8) 1.385(10) yes . . C(8) C(9) 1.396(11) yes . . C(9) C(10) 1.437(9) yes . . C(11) C(12) 1.536(11) yes . . C(13) C(14) 1.413(9) yes . . C(13) C(18) 1.369(10) yes . . C(14) C(15) 1.377(12) yes . . C(15) C(16) 1.405(11) yes . . C(16) C(17) 1.396(10) yes . . C(17) C(18) 1.388(11) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) S(1) C(13) 103.6(3) yes . . . Br(1) C(1) C(2) 114.7(5) yes . . . Br(1) C(1) C(10) 122.3(5) yes . . . C(2) C(1) C(10) 123.0(6) yes . . . C(1) C(2) C(3) 121.8(7) yes . . . C(2) C(3) C(4) 119.0(6) yes . . . C(3) C(4) C(5) 119.3(6) yes . . . C(3) C(4) C(11) 131.2(6) yes . . . C(5) C(4) C(11) 109.4(6) yes . . . C(4) C(5) C(6) 112.1(6) yes . . . C(4) C(5) C(10) 125.4(6) yes . . . C(6) C(5) C(10) 122.5(6) yes . . . C(5) C(6) C(7) 119.8(6) yes . . . C(5) C(6) C(12) 107.4(6) yes . . . C(7) C(6) C(12) 132.8(7) yes . . . C(6) C(7) C(8) 118.4(7) yes . . . C(7) C(8) C(9) 124.6(7) yes . . . S(1) C(9) C(8) 115.8(5) yes . . . S(1) C(9) C(10) 125.5(6) yes . . . C(8) C(9) C(10) 118.6(6) yes . . . C(1) C(10) C(5) 111.4(6) yes . . . C(1) C(10) C(9) 132.5(6) yes . . . C(5) C(10) C(9) 116.0(6) yes . . . C(4) C(11) C(12) 104.4(5) yes . . . C(6) C(12) C(11) 106.7(6) yes . . . S(1) C(13) C(14) 117.0(5) yes . . . S(1) C(13) C(18) 124.1(5) yes . . . C(14) C(13) C(18) 118.9(7) yes . . . C(13) C(14) C(15) 120.1(7) yes . . . C(14) C(15) C(16) 121.3(7) yes . . . C(15) C(16) C(17) 117.6(8) yes . . . C(16) C(17) C(18) 121.1(7) yes . . . C(13) C(18) C(17) 121.0(6) yes . . . C(1) C(2) H(2) 119.124 yes . . . C(3) C(2) H(2) 119.124 yes . . . C(2) C(3) H(3) 120.486 yes . . . C(4) C(3) H(3) 120.488 yes . . . C(6) C(7) H(7) 120.794 yes . . . C(8) C(7) H(7) 120.785 yes . . . C(7) C(8) H(8) 117.696 yes . . . C(9) C(8) H(8) 117.695 yes . . . C(4) C(11) H(11A) 110.865 yes . . . C(4) C(11) H(11B) 110.867 yes . . . C(12) C(11) H(11A) 110.871 yes . . . C(12) C(11) H(11B) 110.862 yes . . . H(11A) C(11) H(11B) 108.910 yes . . . C(6) C(12) H(12A) 110.394 yes . . . C(6) C(12) H(12B) 110.391 yes . . . C(11) C(12) H(12A) 110.393 yes . . . C(11) C(12) H(12B) 110.395 yes . . . H(12A) C(12) H(12B) 108.611 yes . . . C(13) C(14) H(14) 119.969 yes . . . C(15) C(14) H(14) 119.971 yes . . . C(14) C(15) H(15) 119.348 yes . . . C(16) C(15) H(15) 119.346 yes . . . C(15) C(16) H(16) 121.215 yes . . . C(17) C(16) H(16) 121.215 yes . . . C(16) C(17) H(17) 119.456 yes . . . C(18) C(17) H(17) 119.453 yes . . . C(13) C(18) H(18) 119.478 yes . . . C(17) C(18) H(18) 119.472 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) S(1) C(13) C(18) -11.2(6) no . . . . C(13) S(1) C(9) C(8) 92.8(5) no . . . . C(13) S(1) C(9) C(10) -89.4(6) no . . . . Br(1) C(1) C(10) C(9) 6.1(11) no . . . . C(2) C(1) C(10) C(5) 1.0(10) no . . . . C(10) C(1) C(2) C(3) -0.1(11) no . . . . C(1) C(2) C(3) C(4) -1.3(11) no . . . . C(2) C(3) C(4) C(5) 1.5(11) no . . . . C(3) C(4) C(5) C(10) -0.5(11) no . . . . C(5) C(4) C(11) C(12) -0.5(7) no . . . . C(11) C(4) C(5) C(6) -0.3(8) no . . . . C(4) C(5) C(6) C(12) 1.0(8) no . . . . C(4) C(5) C(10) C(1) -0.8(9) no . . . . C(6) C(5) C(10) C(9) -3.6(9) no . . . . C(10) C(5) C(6) C(7) 3.2(10) no . . . . C(5) C(6) C(7) C(8) -1.3(10) no . . . . C(5) C(6) C(12) C(11) -1.2(7) no . . . . C(6) C(7) C(8) C(9) 0.1(11) no . . . . C(7) C(8) C(9) C(10) -0.5(11) no . . . . S(1) C(9) C(10) C(1) 1.5(11) no . . . . C(8) C(9) C(10) C(5) 2.2(10) no . . . . C(4) C(11) C(12) C(6) 1.0(7) no . . . . C(14) C(13) C(18) C(17) 1.5(10) no . . . . C(18) C(13) C(14) C(15) -2.4(10) no . . . . C(13) C(14) C(15) C(16) 1.0(11) no . . . . C(14) C(15) C(16) C(17) 1.3(11) no . . . . C(15) C(16) C(17) C(18) -2.2(11) no . . . . C(16) C(17) C(18) C(13) 0.8(11) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Br(1) S(1) 3.297(3) yes . . Br(1) C(9) 3.490(8) yes . . S(1) C(1) 3.465(7) yes . . C(1) C(4) 2.773(9) yes . . C(2) C(5) 2.719(11) yes . . C(3) C(10) 2.898(9) yes . . C(5) C(8) 2.729(10) yes . . C(6) C(9) 2.824(9) yes . . C(7) C(10) 2.873(11) yes . . C(8) C(13) 3.557(10) yes . . C(8) C(18) 3.542(11) yes . . C(9) C(18) 3.039(11) yes . . C(13) C(16) 2.815(11) yes . . C(14) C(17) 2.767(10) yes . . C(15) C(18) 2.764(10) yes . . C(3) C(7) 3.576(12) yes . 2_767 C(7) C(3) 3.576(12) yes . 2_767 C(11) C(18) 3.537(10) yes . 2_667 C(15) C(15) 3.538(2) yes . 2_676 C(17) C(17) 3.593(2) yes . 2_666 C(18) C(11) 3.537(10) yes . 2_667 Br(1) H(2) 2.8056 yes . . S(1) H(8) 2.7200 yes . . S(1) H(14) 2.8047 yes . . S(1) H(18) 2.9099 yes . . C(1) H(3) 3.2744 yes . . C(3) H(11A) 2.9465 yes . . C(3) H(11B) 2.9538 yes . . C(4) H(2) 3.2164 yes . . C(4) H(12A) 3.1018 yes . . C(4) H(12B) 3.0878 yes . . C(5) H(3) 3.2536 yes . . C(5) H(7) 3.2836 yes . . C(5) H(11A) 3.0682 yes . . C(5) H(11B) 3.0620 yes . . C(5) H(12A) 3.0626 yes . . C(5) H(12B) 3.0471 yes . . C(6) H(8) 3.2026 yes . . C(6) H(11A) 3.1341 yes . . C(6) H(11B) 3.1202 yes . . C(7) H(12A) 2.9477 yes . . C(7) H(12B) 2.9804 yes . . C(8) H(18) 2.9166 yes . . C(9) H(7) 3.3103 yes . . C(9) H(18) 2.5793 yes . . C(10) H(2) 3.3283 yes . . C(10) H(8) 3.2861 yes . . C(10) H(18) 3.1770 yes . . C(11) H(3) 2.8691 yes . . C(12) H(7) 2.9038 yes . . C(13) H(8) 3.5089 yes . . C(13) H(15) 3.2729 yes . . C(13) H(17) 3.2492 yes . . C(14) H(16) 3.2834 yes . . C(14) H(18) 3.2564 yes . . C(15) H(17) 3.2575 yes . . C(16) H(14) 3.2796 yes . . C(16) H(18) 3.2753 yes . . C(17) H(15) 3.2558 yes . . C(18) H(8) 3.5889 yes . . C(18) H(14) 3.2527 yes . . C(18) H(16) 3.2846 yes . . H(2) H(3) 2.3318 yes . . H(3) H(11A) 2.9945 yes . . H(3) H(11B) 2.9945 yes . . H(7) H(8) 2.3126 yes . . H(7) H(12A) 2.9995 yes . . H(7) H(12B) 3.0525 yes . . H(8) H(18) 3.1123 yes . . H(11A) H(12A) 2.7486 yes . . H(11A) H(12B) 2.2342 yes . . H(11B) H(12A) 2.2341 yes . . H(11B) H(12B) 2.7583 yes . . H(14) H(15) 2.3173 yes . . H(15) H(16) 2.3626 yes . . H(16) H(17) 2.3562 yes . . H(17) H(18) 2.3221 yes . . Br(1) H(7) 3.1475 yes . 1_565 Br(1) H(11A) 3.0833 yes . 2_667 Br(1) H(12A) 3.1478 yes . 2_767 Br(1) H(12B) 3.2349 yes . 1_565 Br(1) H(12B) 3.3496 yes . 2_667 Br(1) H(14) 3.4102 yes . 2_776 Br(1) H(15) 3.4149 yes . 2_676 Br(1) H(16) 2.9840 yes . 2_676 S(1) H(8) 3.0520 yes . 2_766 S(1) H(11B) 2.9580 yes . 2_767 S(1) H(14) 3.0693 yes . 2_776 S(1) H(16) 3.5592 yes . 1_655 S(1) H(17) 3.1122 yes . 1_655 C(1) H(11A) 2.8972 yes . 2_667 C(1) H(11B) 3.5013 yes . 2_767 C(1) H(12A) 2.9709 yes . 2_767 C(1) H(12B) 3.3847 yes . 2_667 C(2) H(11A) 3.4844 yes . 2_667 C(2) H(12A) 3.3574 yes . 2_767 C(2) H(12B) 3.1735 yes . 2_667 C(3) H(18) 3.1189 yes . 2_667 C(4) H(18) 3.4766 yes . 2_667 C(7) H(16) 3.4942 yes . 2_666 C(8) H(3) 3.5009 yes . 2_767 C(8) H(8) 3.3782 yes . 2_766 C(9) H(11B) 2.8966 yes . 2_767 C(10) H(11A) 3.2014 yes . 2_667 C(10) H(11B) 3.1508 yes . 2_767 C(10) H(12A) 3.5281 yes . 2_767 C(11) H(15) 2.9449 yes . 1_546 C(11) H(18) 3.3095 yes . 2_667 C(12) H(15) 3.1819 yes . 1_546 C(13) H(7) 3.3754 yes . 2_766 C(13) H(8) 2.8701 yes . 2_766 C(13) H(11A) 3.4507 yes . 2_667 C(14) H(7) 2.9556 yes . 2_766 C(14) H(8) 3.4631 yes . 2_766 C(15) H(2) 3.4130 yes . 1_554 C(15) H(7) 3.4284 yes . 2_766 C(15) H(11A) 3.5165 yes . 1_564 C(15) H(11B) 3.5761 yes . 1_564 C(16) H(2) 3.3573 yes . 1_554 C(16) H(3) 3.1528 yes . 1_554 C(17) H(3) 3.2475 yes . 1_554 C(17) H(3) 3.4805 yes . 2_667 C(17) H(11A) 3.3431 yes . 2_667 C(17) H(11B) 3.2473 yes . 2_667 C(17) H(17) 3.1487 yes . 2_666 C(17) H(18) 3.3044 yes . 2_666 C(18) H(3) 3.1735 yes . 2_667 C(18) H(8) 3.1587 yes . 2_766 C(18) H(11A) 2.8894 yes . 2_667 C(18) H(11B) 3.4480 yes . 2_667 C(18) H(17) 3.0417 yes . 2_666 H(2) C(15) 3.4130 yes . 1_556 H(2) C(16) 3.3573 yes . 1_556 H(2) H(12A) 3.5153 yes . 2_767 H(2) H(12B) 3.1316 yes . 1_565 H(2) H(12B) 2.9213 yes . 2_667 H(2) H(15) 3.2488 yes . 1_556 H(2) H(16) 3.1470 yes . 1_556 H(3) C(8) 3.5009 yes . 2_767 H(3) C(16) 3.1528 yes . 1_556 H(3) C(17) 3.2475 yes . 1_556 H(3) C(17) 3.4805 yes . 2_667 H(3) C(18) 3.1735 yes . 2_667 H(3) H(8) 3.5836 yes . 2_767 H(3) H(16) 3.1920 yes . 1_556 H(3) H(17) 3.3696 yes . 1_556 H(3) H(17) 3.0352 yes . 2_667 H(3) H(18) 2.4107 yes . 2_667 H(7) Br(1) 3.1475 yes . 1_545 H(7) C(13) 3.3754 yes . 2_766 H(7) C(14) 2.9556 yes . 2_766 H(7) C(15) 3.4284 yes . 2_766 H(7) H(14) 2.9014 yes . 2_766 H(7) H(16) 3.2017 yes . 2_666 H(8) S(1) 3.0520 yes . 2_766 H(8) C(8) 3.3782 yes . 2_766 H(8) C(13) 2.8701 yes . 2_766 H(8) C(14) 3.4631 yes . 2_766 H(8) C(18) 3.1587 yes . 2_766 H(8) H(3) 3.5836 yes . 2_767 H(8) H(8) 2.6150 yes . 2_766 H(8) H(17) 3.1471 yes . 1_655 H(8) H(18) 3.3326 yes . 2_766 H(11A) Br(1) 3.0833 yes . 2_667 H(11A) C(1) 2.8972 yes . 2_667 H(11A) C(2) 3.4844 yes . 2_667 H(11A) C(10) 3.2014 yes . 2_667 H(11A) C(13) 3.4507 yes . 2_667 H(11A) C(15) 3.5165 yes . 1_546 H(11A) C(17) 3.3431 yes . 2_667 H(11A) C(18) 2.8894 yes . 2_667 H(11A) H(15) 2.5990 yes . 1_546 H(11A) H(17) 3.4788 yes . 2_667 H(11A) H(18) 2.7269 yes . 2_667 H(11B) S(1) 2.9580 yes . 2_767 H(11B) C(1) 3.5013 yes . 2_767 H(11B) C(9) 2.8966 yes . 2_767 H(11B) C(10) 3.1508 yes . 2_767 H(11B) C(15) 3.5761 yes . 1_546 H(11B) C(17) 3.2473 yes . 2_667 H(11B) C(18) 3.4480 yes . 2_667 H(11B) H(14) 3.4453 yes . 1_546 H(11B) H(15) 2.7678 yes . 1_546 H(11B) H(17) 3.0240 yes . 2_667 H(11B) H(18) 3.3858 yes . 2_667 H(12A) Br(1) 3.1478 yes . 2_767 H(12A) C(1) 2.9709 yes . 2_767 H(12A) C(2) 3.3574 yes . 2_767 H(12A) C(10) 3.5281 yes . 2_767 H(12A) H(2) 3.5153 yes . 2_767 H(12A) H(12A) 3.5033 yes . 2_757 H(12A) H(15) 3.1018 yes . 1_546 H(12B) Br(1) 3.2349 yes . 1_545 H(12B) Br(1) 3.3496 yes . 2_667 H(12B) C(1) 3.3847 yes . 2_667 H(12B) C(2) 3.1735 yes . 2_667 H(12B) H(2) 3.1316 yes . 1_545 H(12B) H(2) 2.9213 yes . 2_667 H(12B) H(15) 2.9812 yes . 1_546 H(14) Br(1) 3.4102 yes . 2_776 H(14) S(1) 3.0693 yes . 2_776 H(14) H(7) 2.9014 yes . 2_766 H(14) H(11B) 3.4453 yes . 1_564 H(14) H(14) 3.1269 yes . 2_776 H(14) H(16) 3.5348 yes . 2_676 H(15) Br(1) 3.4149 yes . 2_676 H(15) C(11) 2.9449 yes . 1_564 H(15) C(12) 3.1819 yes . 1_564 H(15) H(2) 3.2488 yes . 1_554 H(15) H(11A) 2.5990 yes . 1_564 H(15) H(11B) 2.7678 yes . 1_564 H(15) H(12A) 3.1018 yes . 1_564 H(15) H(12B) 2.9812 yes . 1_564 H(16) Br(1) 2.9840 yes . 2_676 H(16) S(1) 3.5592 yes . 1_455 H(16) C(7) 3.4942 yes . 2_666 H(16) H(2) 3.1470 yes . 1_554 H(16) H(3) 3.1920 yes . 1_554 H(16) H(7) 3.2017 yes . 2_666 H(16) H(14) 3.5348 yes . 2_676 H(17) S(1) 3.1122 yes . 1_455 H(17) C(17) 3.1487 yes . 2_666 H(17) C(18) 3.0417 yes . 2_666 H(17) H(3) 3.3696 yes . 1_554 H(17) H(3) 3.0352 yes . 2_667 H(17) H(8) 3.1471 yes . 1_455 H(17) H(11A) 3.4788 yes . 2_667 H(17) H(11B) 3.0240 yes . 2_667 H(17) H(17) 2.9535 yes . 2_666 H(17) H(18) 2.7492 yes . 2_666 H(18) C(3) 3.1189 yes . 2_667 H(18) C(4) 3.4766 yes . 2_667 H(18) C(11) 3.3095 yes . 2_667 H(18) C(17) 3.3044 yes . 2_666 H(18) H(3) 2.4107 yes . 2_667 H(18) H(8) 3.3326 yes . 2_766 H(18) H(11A) 2.7269 yes . 2_667 H(18) H(11B) 3.3858 yes . 2_667 H(18) H(17) 2.7492 yes . 2_666 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A2.cif' data_LA1-2off _database_code_depnum_ccdc_archive 'CCDC 816081' #TrackingRef '- A2.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H13 Br Se' _chemical_formula_moiety 'C18 H13 Br Se' _chemical_formula_weight 388.16 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 5.645(3) _cell_length_b 11.096(5) _cell_length_c 11.508(5) _cell_angle_alpha 97.849(11) _cell_angle_beta 95.044(11) _cell_angle_gamma 97.960(13) _cell_volume 703.0(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2942 _cell_measurement_theta_min 1.80 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.834 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 380.00 _exptl_absorpt_coefficient_mu 5.507 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.220 _exptl_absorpt_correction_T_max 0.332 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 6071 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_theta_max 28.96 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.819 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3040 _reflns_number_gt 2793 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1876 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3040 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.197 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1138P)^2^+1.2775P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.002 _refine_diff_density_max 1.460 _refine_diff_density_min -1.530 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Br Br -0.290 2.459 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Se Se -0.093 2.226 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Br(1) Br 0.24244(9) 0.09263(5) 0.42323(4) 0.0223(2) Uani 1.00 2 d . . . Se(1) Se 0.09717(9) 0.34625(5) 0.37051(5) 0.0224(2) Uani 1.00 2 d . . . C(1) C 0.4318(9) 0.1146(5) 0.2965(5) 0.0203(10) Uani 1.00 2 d . . . C(2) C 0.5909(10) 0.0342(5) 0.2778(5) 0.0240(11) Uani 1.00 2 d . . . C(3) C 0.7303(9) 0.0318(5) 0.1799(5) 0.0225(10) Uani 1.00 2 d . . . C(4) C 0.6971(9) 0.1122(5) 0.1026(5) 0.0207(10) Uani 1.00 2 d . . . C(5) C 0.5363(9) 0.1979(5) 0.1244(5) 0.0183(10) Uani 1.00 2 d . . . C(6) C 0.5225(9) 0.2715(5) 0.0346(5) 0.0203(10) Uani 1.00 2 d . . . C(7) C 0.3719(9) 0.3580(5) 0.0417(5) 0.0213(10) Uani 1.00 2 d . . . C(8) C 0.2417(9) 0.3723(5) 0.1400(5) 0.0196(10) Uani 1.00 2 d . . . C(9) C 0.2557(9) 0.3036(5) 0.2307(4) 0.0182(9) Uani 1.00 2 d . . . C(10) C 0.3996(9) 0.2061(5) 0.2226(5) 0.0183(10) Uani 1.00 2 d . . . C(11) C 0.8096(9) 0.1307(5) -0.0095(5) 0.0240(11) Uani 1.00 2 d . . . C(12) C 0.6923(10) 0.2376(5) -0.0546(5) 0.0241(11) Uani 1.00 2 d . . . C(13) C 0.0484(10) 0.5100(5) 0.3472(5) 0.0216(10) Uani 1.00 2 d . . . C(14) C -0.1697(10) 0.5300(5) 0.2936(5) 0.0259(11) Uani 1.00 2 d . . . C(15) C -0.2046(11) 0.6475(6) 0.2787(5) 0.0286(12) Uani 1.00 2 d . . . C(16) C -0.0225(12) 0.7483(5) 0.3205(5) 0.0290(12) Uani 1.00 2 d . . . C(17) C 0.1941(11) 0.7277(6) 0.3755(6) 0.0302(12) Uani 1.00 2 d . . . C(18) C 0.2303(9) 0.6095(5) 0.3903(5) 0.0219(10) Uani 1.00 2 d . . . H(2) H 0.6099 -0.0223 0.3316 0.029 Uiso 1.00 2 calc R . . H(3) H 0.8426 -0.0240 0.1691 0.027 Uiso 1.00 2 calc R . . H(7) H 0.3556 0.4076 -0.0188 0.026 Uiso 1.00 2 calc R . . H(8) H 0.1379 0.4329 0.1441 0.024 Uiso 1.00 2 calc R . . H(11A) H 0.7730 0.0549 -0.0683 0.029 Uiso 1.00 2 calc R . . H(11B) H 0.9864 0.1538 0.0069 0.029 Uiso 1.00 2 calc R . . H(12A) H 0.8164 0.3089 -0.0586 0.029 Uiso 1.00 2 calc R . . H(12B) H 0.6034 0.2100 -0.1340 0.029 Uiso 1.00 2 calc R . . H(14) H -0.2947 0.4627 0.2673 0.031 Uiso 1.00 2 calc R . . H(15) H -0.3524 0.6607 0.2400 0.034 Uiso 1.00 2 calc R . . H(16) H -0.0477 0.8295 0.3110 0.035 Uiso 1.00 2 calc R . . H(17) H 0.3183 0.7951 0.4031 0.036 Uiso 1.00 2 calc R . . H(18) H 0.3774 0.5960 0.4295 0.026 Uiso 1.00 2 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br(1) 0.0254(3) 0.0237(3) 0.0205(3) 0.0061(2) 0.0065(2) 0.0078(2) Se(1) 0.0290(3) 0.0205(3) 0.0207(3) 0.0084(2) 0.0096(2) 0.0046(2) C(1) 0.018(2) 0.021(2) 0.020(2) -0.0012(19) -0.0011(18) 0.0037(19) C(2) 0.026(2) 0.024(3) 0.024(3) 0.007(2) 0.004(2) 0.007(2) C(3) 0.021(2) 0.023(2) 0.024(3) 0.0101(20) 0.0028(20) 0.001(2) C(4) 0.016(2) 0.026(3) 0.019(2) 0.0027(19) 0.0032(18) -0.0016(20) C(5) 0.017(2) 0.017(2) 0.019(2) 0.0014(18) -0.0014(18) -0.0024(19) C(6) 0.019(2) 0.020(2) 0.019(2) -0.0044(18) -0.0002(18) 0.0002(19) C(7) 0.025(2) 0.018(2) 0.020(3) 0.0012(19) 0.0002(20) 0.0027(19) C(8) 0.018(2) 0.020(2) 0.021(2) 0.0041(18) 0.0001(18) 0.0008(19) C(9) 0.020(2) 0.019(2) 0.017(2) 0.0045(19) 0.0050(18) 0.0020(18) C(10) 0.019(2) 0.016(2) 0.020(2) 0.0006(18) -0.0000(18) 0.0024(18) C(11) 0.023(2) 0.030(3) 0.020(3) 0.006(2) 0.0053(20) 0.003(2) C(12) 0.026(2) 0.026(3) 0.022(3) 0.006(2) 0.007(2) 0.004(2) C(13) 0.026(2) 0.024(3) 0.017(2) 0.008(2) 0.0086(19) 0.0035(20) C(14) 0.025(2) 0.029(3) 0.025(3) 0.003(2) 0.008(2) 0.002(2) C(15) 0.032(3) 0.035(3) 0.024(3) 0.017(2) 0.007(2) 0.004(2) C(16) 0.047(3) 0.026(3) 0.021(3) 0.015(3) 0.016(2) 0.010(2) C(17) 0.033(3) 0.028(3) 0.030(3) 0.004(2) 0.010(2) 0.003(2) C(18) 0.018(2) 0.028(3) 0.020(3) 0.0024(20) 0.0045(19) 0.004(2) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution 'SIR2002 (Burla, et al., 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Br(1) C(1) 1.905(5) yes . . Se(1) C(9) 1.943(5) yes . . Se(1) C(13) 1.925(6) yes . . C(1) C(2) 1.361(8) yes . . C(1) C(10) 1.431(8) yes . . C(2) C(3) 1.429(8) yes . . C(3) C(4) 1.362(8) yes . . C(4) C(5) 1.416(8) yes . . C(4) C(11) 1.514(8) yes . . C(5) C(6) 1.405(8) yes . . C(5) C(10) 1.423(7) yes . . C(6) C(7) 1.367(8) yes . . C(6) C(12) 1.510(8) yes . . C(7) C(8) 1.405(8) yes . . C(8) C(9) 1.377(8) yes . . C(9) C(10) 1.438(8) yes . . C(11) C(12) 1.562(9) yes . . C(13) C(14) 1.387(8) yes . . C(13) C(18) 1.402(7) yes . . C(14) C(15) 1.376(9) yes . . C(15) C(16) 1.409(8) yes . . C(16) C(17) 1.389(9) yes . . C(17) C(18) 1.385(9) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) Se(1) C(13) 98.5(2) yes . . . Br(1) C(1) C(2) 115.7(4) yes . . . Br(1) C(1) C(10) 121.8(4) yes . . . C(2) C(1) C(10) 122.4(5) yes . . . C(1) C(2) C(3) 122.3(5) yes . . . C(2) C(3) C(4) 117.8(5) yes . . . C(3) C(4) C(5) 119.5(5) yes . . . C(3) C(4) C(11) 130.9(5) yes . . . C(5) C(4) C(11) 109.6(5) yes . . . C(4) C(5) C(6) 111.4(5) yes . . . C(4) C(5) C(10) 124.5(5) yes . . . C(6) C(5) C(10) 124.1(5) yes . . . C(5) C(6) C(7) 118.7(5) yes . . . C(5) C(6) C(12) 109.6(5) yes . . . C(7) C(6) C(12) 131.8(5) yes . . . C(6) C(7) C(8) 118.8(5) yes . . . C(7) C(8) C(9) 123.8(5) yes . . . Se(1) C(9) C(8) 119.5(4) yes . . . Se(1) C(9) C(10) 121.4(4) yes . . . C(8) C(9) C(10) 118.9(5) yes . . . C(1) C(10) C(5) 113.3(5) yes . . . C(1) C(10) C(9) 131.4(5) yes . . . C(5) C(10) C(9) 115.3(5) yes . . . C(4) C(11) C(12) 104.3(5) yes . . . C(6) C(12) C(11) 105.1(5) yes . . . Se(1) C(13) C(14) 120.2(4) yes . . . Se(1) C(13) C(18) 119.5(4) yes . . . C(14) C(13) C(18) 120.3(5) yes . . . C(13) C(14) C(15) 119.9(5) yes . . . C(14) C(15) C(16) 120.4(6) yes . . . C(15) C(16) C(17) 119.3(6) yes . . . C(16) C(17) C(18) 120.4(5) yes . . . C(13) C(18) C(17) 119.6(5) yes . . . C(1) C(2) H(2) 118.833 yes . . . C(3) C(2) H(2) 118.832 yes . . . C(2) C(3) H(3) 121.080 yes . . . C(4) C(3) H(3) 121.073 yes . . . C(6) C(7) H(7) 120.596 yes . . . C(8) C(7) H(7) 120.599 yes . . . C(7) C(8) H(8) 118.078 yes . . . C(9) C(8) H(8) 118.078 yes . . . C(4) C(11) H(11A) 110.889 yes . . . C(4) C(11) H(11B) 110.891 yes . . . C(12) C(11) H(11A) 110.896 yes . . . C(12) C(11) H(11B) 110.894 yes . . . H(11A) C(11) H(11B) 108.924 yes . . . C(6) C(12) H(12A) 110.719 yes . . . C(6) C(12) H(12B) 110.722 yes . . . C(11) C(12) H(12A) 110.723 yes . . . C(11) C(12) H(12B) 110.724 yes . . . H(12A) C(12) H(12B) 108.818 yes . . . C(13) C(14) H(14) 120.040 yes . . . C(15) C(14) H(14) 120.050 yes . . . C(14) C(15) H(15) 119.782 yes . . . C(16) C(15) H(15) 119.790 yes . . . C(15) C(16) H(16) 120.347 yes . . . C(17) C(16) H(16) 120.349 yes . . . C(16) C(17) H(17) 119.781 yes . . . C(18) C(17) H(17) 119.786 yes . . . C(13) C(18) H(18) 120.186 yes . . . C(17) C(18) H(18) 120.194 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) Se(1) C(13) C(14) 96.0(4) no . . . . C(9) Se(1) C(13) C(18) -87.4(4) no . . . . C(13) Se(1) C(9) C(8) -16.4(3) no . . . . C(13) Se(1) C(9) C(10) 159.9(3) no . . . . Br(1) C(1) C(10) C(9) 7.7(7) no . . . . C(2) C(1) C(10) C(5) 4.3(6) no . . . . C(10) C(1) C(2) C(3) -2.7(7) no . . . . C(1) C(2) C(3) C(4) -1.1(7) no . . . . C(2) C(3) C(4) C(5) 2.9(6) no . . . . C(3) C(4) C(5) C(10) -1.0(7) no . . . . C(5) C(4) C(11) C(12) -1.1(5) no . . . . C(11) C(4) C(5) C(6) 2.0(5) no . . . . C(4) C(5) C(6) C(12) -2.0(5) no . . . . C(4) C(5) C(10) C(1) -2.5(6) no . . . . C(6) C(5) C(10) C(9) -5.0(6) no . . . . C(10) C(5) C(6) C(7) 1.1(7) no . . . . C(5) C(6) C(7) C(8) 1.7(6) no . . . . C(5) C(6) C(12) C(11) 1.2(5) no . . . . C(6) C(7) C(8) C(9) -0.2(7) no . . . . C(7) C(8) C(9) C(10) -4.0(7) no . . . . Se(1) C(9) C(10) C(1) 9.6(6) no . . . . C(8) C(9) C(10) C(5) 6.2(6) no . . . . C(4) C(11) C(12) C(6) -0.1(4) no . . . . C(14) C(13) C(18) C(17) -2.2(8) no . . . . C(18) C(13) C(14) C(15) 2.4(8) no . . . . C(13) C(14) C(15) C(16) -1.8(8) no . . . . C(14) C(15) C(16) C(17) 0.9(9) no . . . . C(15) C(16) C(17) C(18) -0.6(9) no . . . . C(16) C(17) C(18) C(13) 1.3(9) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Br(1) Se(1) 3.1588(16) yes . . Br(1) C(9) 3.433(6) yes . . Se(1) C(1) 3.454(6) yes . . C(1) C(4) 2.794(8) yes . . C(2) C(5) 2.729(8) yes . . C(3) C(10) 2.893(8) yes . . C(5) C(8) 2.718(8) yes . . C(6) C(9) 2.832(7) yes . . C(7) C(10) 2.859(8) yes . . C(8) C(13) 3.023(8) yes . . C(8) C(14) 3.547(8) yes . . C(13) C(16) 2.782(9) yes . . C(14) C(17) 2.787(8) yes . . C(15) C(18) 2.781(8) yes . . Se(1) C(18) 3.466(6) yes . 2_566 C(3) C(11) 3.584(7) yes . 2_655 C(3) C(12) 3.598(7) yes . 2_655 C(4) C(4) 3.5581(11) yes . 2_655 C(7) C(7) 3.5707(14) yes . 2_665 C(8) C(11) 3.505(7) yes . 1_455 C(11) C(3) 3.584(7) yes . 2_655 C(11) C(8) 3.505(7) yes . 1_655 C(12) C(3) 3.598(7) yes . 2_655 C(15) C(18) 3.536(8) yes . 1_455 C(18) Se(1) 3.466(6) yes . 2_566 C(18) C(15) 3.536(8) yes . 1_655 Br(1) H(2) 2.7914 yes . . Se(1) H(8) 2.9144 yes . . Se(1) H(14) 2.9534 yes . . Se(1) H(18) 2.9537 yes . . C(1) H(3) 3.2960 yes . . C(3) H(11A) 2.9306 yes . . C(3) H(11B) 2.9302 yes . . C(4) H(2) 3.2431 yes . . C(4) H(12A) 3.0943 yes . . C(4) H(12B) 3.0957 yes . . C(5) H(3) 3.2694 yes . . C(5) H(7) 3.2520 yes . . C(5) H(11A) 3.0616 yes . . C(5) H(11B) 3.0484 yes . . C(5) H(12A) 3.0341 yes . . C(5) H(12B) 3.0494 yes . . C(6) H(8) 3.2327 yes . . C(6) H(11A) 3.1038 yes . . C(6) H(11B) 3.1050 yes . . C(7) H(12A) 2.9395 yes . . C(7) H(12B) 2.9399 yes . . C(9) H(7) 3.3019 yes . . C(10) H(2) 3.2939 yes . . C(10) H(8) 3.2776 yes . . C(11) H(3) 2.8624 yes . . C(12) H(7) 2.8735 yes . . C(13) H(8) 2.4964 yes . . C(13) H(15) 3.2496 yes . . C(13) H(17) 3.2681 yes . . C(14) H(8) 2.7703 yes . . C(14) H(16) 3.2737 yes . . C(14) H(18) 3.2755 yes . . C(15) H(8) 3.5503 yes . . C(15) H(17) 3.2747 yes . . C(16) H(14) 3.2765 yes . . C(16) H(18) 3.2655 yes . . C(17) H(15) 3.2717 yes . . C(18) H(8) 3.1754 yes . . C(18) H(14) 3.2767 yes . . C(18) H(16) 3.2660 yes . . H(2) H(3) 2.3778 yes . . H(3) H(11A) 2.9912 yes . . H(3) H(11B) 2.9775 yes . . H(7) H(8) 2.3360 yes . . H(7) H(12A) 3.0065 yes . . H(7) H(12B) 2.9839 yes . . H(8) H(14) 2.9645 yes . . H(8) H(18) 3.5786 yes . . H(11A) H(12A) 2.7804 yes . . H(11A) H(12B) 2.2658 yes . . H(11B) H(12A) 2.2657 yes . . H(11B) H(12B) 2.7795 yes . . H(14) H(15) 2.3241 yes . . H(15) H(16) 2.3614 yes . . H(16) H(17) 2.3409 yes . . H(17) H(18) 2.3352 yes . . Br(1) H(2) 3.1033 yes . 2_656 Br(1) H(3) 3.5102 yes . 1_455 Br(1) H(16) 3.1858 yes . 1_545 Br(1) H(16) 3.3822 yes . 2_566 Br(1) H(17) 3.3670 yes . 1_545 Br(1) H(17) 3.0475 yes . 2_666 Se(1) H(18) 3.5182 yes . 2_666 C(1) H(3) 3.5625 yes . 1_455 C(1) H(11A) 3.0472 yes . 2_655 C(1) H(17) 3.5701 yes . 2_666 C(2) H(11A) 2.9868 yes . 2_655 C(2) H(12B) 2.9860 yes . 2_655 C(2) H(16) 3.2946 yes . 1_645 C(2) H(17) 3.4343 yes . 1_545 C(3) H(11A) 2.9851 yes . 2_655 C(3) H(11A) 3.3876 yes . 2_755 C(3) H(11B) 3.4244 yes . 2_755 C(3) H(12B) 3.0109 yes . 2_655 C(3) H(16) 3.2034 yes . 1_645 C(4) H(11A) 2.9815 yes . 2_655 C(5) H(11A) 3.0476 yes . 2_655 C(5) H(11B) 3.2194 yes . 1_455 C(5) H(14) 3.1414 yes . 1_655 C(6) H(7) 3.5651 yes . 2_665 C(6) H(11B) 3.0964 yes . 1_455 C(6) H(14) 3.1767 yes . 1_655 C(6) H(15) 3.4338 yes . 2_565 C(7) H(7) 2.8900 yes . 2_665 C(7) H(11B) 2.8743 yes . 1_455 C(7) H(12A) 3.1909 yes . 1_455 C(7) H(14) 3.0564 yes . 1_655 C(7) H(15) 3.2110 yes . 2_565 C(8) H(11B) 2.8157 yes . 1_455 C(8) H(12A) 3.1001 yes . 1_455 C(8) H(14) 2.8630 yes . 1_655 C(9) H(11B) 3.0249 yes . 1_455 C(9) H(14) 2.8462 yes . 1_655 C(10) H(11A) 3.1619 yes . 2_655 C(10) H(11B) 3.1862 yes . 1_455 C(10) H(14) 3.0705 yes . 1_655 C(11) H(3) 3.0514 yes . 2_755 C(11) H(11A) 3.4746 yes . 2_755 C(11) H(11B) 3.5102 yes . 2_755 C(12) H(3) 3.5962 yes . 2_655 C(12) H(8) 3.5182 yes . 1_655 C(12) H(15) 3.1687 yes . 2_565 C(14) H(7) 3.4354 yes . 2_565 C(14) H(18) 3.2291 yes . 1_455 C(15) H(7) 2.9926 yes . 2_565 C(15) H(12A) 3.5312 yes . 2_665 C(15) H(12B) 3.3745 yes . 2_565 C(15) H(18) 3.0858 yes . 1_455 C(16) H(2) 3.4956 yes . 1_465 C(16) H(3) 3.3909 yes . 1_465 C(16) H(12A) 3.3370 yes . 2_665 C(16) H(12B) 3.3580 yes . 2_665 C(17) H(2) 3.4991 yes . 1_565 C(17) H(12B) 3.2205 yes . 2_665 C(17) H(15) 3.2324 yes . 1_655 C(18) H(15) 3.0788 yes . 1_655 H(2) Br(1) 3.1033 yes . 2_656 H(2) C(16) 3.4956 yes . 1_645 H(2) C(17) 3.4991 yes . 1_545 H(2) H(11A) 3.5093 yes . 2_655 H(2) H(12B) 2.9135 yes . 2_655 H(2) H(15) 3.5719 yes . 1_645 H(2) H(16) 2.7112 yes . 1_645 H(2) H(17) 2.6945 yes . 1_545 H(3) Br(1) 3.5102 yes . 1_655 H(3) C(1) 3.5625 yes . 1_655 H(3) C(11) 3.0514 yes . 2_755 H(3) C(12) 3.5962 yes . 2_655 H(3) C(16) 3.3909 yes . 1_645 H(3) H(11A) 3.5200 yes . 2_655 H(3) H(11A) 2.5902 yes . 2_755 H(3) H(11B) 2.6531 yes . 2_755 H(3) H(12B) 2.9857 yes . 2_655 H(3) H(16) 2.5539 yes . 1_645 H(7) C(6) 3.5651 yes . 2_665 H(7) C(7) 2.8900 yes . 2_665 H(7) C(14) 3.4354 yes . 2_565 H(7) C(15) 2.9926 yes . 2_565 H(7) H(7) 2.3998 yes . 2_665 H(7) H(11B) 3.3269 yes . 1_455 H(7) H(12A) 3.0607 yes . 1_455 H(7) H(12A) 3.4446 yes . 2_665 H(7) H(14) 3.3849 yes . 2_565 H(7) H(15) 2.5531 yes . 2_565 H(8) C(12) 3.5182 yes . 1_455 H(8) H(11B) 3.2409 yes . 1_455 H(8) H(12A) 2.8838 yes . 1_455 H(8) H(12A) 3.1396 yes . 2_665 H(8) H(14) 3.3400 yes . 1_655 H(8) H(15) 3.5428 yes . 1_655 H(11A) C(1) 3.0472 yes . 2_655 H(11A) C(2) 2.9868 yes . 2_655 H(11A) C(3) 2.9851 yes . 2_655 H(11A) C(3) 3.3876 yes . 2_755 H(11A) C(4) 2.9815 yes . 2_655 H(11A) C(5) 3.0476 yes . 2_655 H(11A) C(10) 3.1619 yes . 2_655 H(11A) C(11) 3.4746 yes . 2_755 H(11A) H(2) 3.5093 yes . 2_655 H(11A) H(3) 3.5200 yes . 2_655 H(11A) H(3) 2.5902 yes . 2_755 H(11A) H(11A) 3.3475 yes . 2_755 H(11A) H(11B) 2.9762 yes . 2_755 H(11B) C(3) 3.4244 yes . 2_755 H(11B) C(5) 3.2194 yes . 1_655 H(11B) C(6) 3.0964 yes . 1_655 H(11B) C(7) 2.8743 yes . 1_655 H(11B) C(8) 2.8157 yes . 1_655 H(11B) C(9) 3.0249 yes . 1_655 H(11B) C(10) 3.1862 yes . 1_655 H(11B) C(11) 3.5102 yes . 2_755 H(11B) H(3) 2.6531 yes . 2_755 H(11B) H(7) 3.3269 yes . 1_655 H(11B) H(8) 3.2409 yes . 1_655 H(11B) H(11A) 2.9762 yes . 2_755 H(11B) H(11B) 3.4208 yes . 2_755 H(12A) C(7) 3.1909 yes . 1_655 H(12A) C(8) 3.1001 yes . 1_655 H(12A) C(15) 3.5312 yes . 2_665 H(12A) C(16) 3.3370 yes . 2_665 H(12A) H(7) 3.0607 yes . 1_655 H(12A) H(7) 3.4446 yes . 2_665 H(12A) H(8) 2.8838 yes . 1_655 H(12A) H(8) 3.1396 yes . 2_665 H(12A) H(15) 3.2874 yes . 2_565 H(12A) H(16) 3.5362 yes . 2_665 H(12B) C(2) 2.9860 yes . 2_655 H(12B) C(3) 3.0109 yes . 2_655 H(12B) C(15) 3.3745 yes . 2_565 H(12B) C(16) 3.3580 yes . 2_665 H(12B) C(17) 3.2205 yes . 2_665 H(12B) H(2) 2.9135 yes . 2_655 H(12B) H(3) 2.9857 yes . 2_655 H(12B) H(15) 2.5080 yes . 2_565 H(12B) H(16) 3.5265 yes . 2_565 H(12B) H(16) 3.4047 yes . 2_665 H(12B) H(17) 3.1608 yes . 2_665 H(14) C(5) 3.1414 yes . 1_455 H(14) C(6) 3.1767 yes . 1_455 H(14) C(7) 3.0564 yes . 1_455 H(14) C(8) 2.8630 yes . 1_455 H(14) C(9) 2.8462 yes . 1_455 H(14) C(10) 3.0705 yes . 1_455 H(14) H(7) 3.3849 yes . 2_565 H(14) H(8) 3.3400 yes . 1_455 H(14) H(18) 3.1161 yes . 1_455 H(15) C(6) 3.4338 yes . 2_565 H(15) C(7) 3.2110 yes . 2_565 H(15) C(12) 3.1687 yes . 2_565 H(15) C(17) 3.2324 yes . 1_455 H(15) C(18) 3.0788 yes . 1_455 H(15) H(2) 3.5719 yes . 1_465 H(15) H(7) 2.5531 yes . 2_565 H(15) H(8) 3.5428 yes . 1_455 H(15) H(12A) 3.2874 yes . 2_565 H(15) H(12B) 2.5080 yes . 2_565 H(15) H(17) 3.1337 yes . 1_455 H(15) H(18) 2.8818 yes . 1_455 H(16) Br(1) 3.1858 yes . 1_565 H(16) Br(1) 3.3822 yes . 2_566 H(16) C(2) 3.2946 yes . 1_465 H(16) C(3) 3.2034 yes . 1_465 H(16) H(2) 2.7112 yes . 1_465 H(16) H(3) 2.5539 yes . 1_465 H(16) H(12A) 3.5362 yes . 2_665 H(16) H(12B) 3.5265 yes . 2_565 H(16) H(12B) 3.4047 yes . 2_665 H(17) Br(1) 3.3670 yes . 1_565 H(17) Br(1) 3.0475 yes . 2_666 H(17) C(1) 3.5701 yes . 2_666 H(17) C(2) 3.4343 yes . 1_565 H(17) H(2) 2.6945 yes . 1_565 H(17) H(12B) 3.1608 yes . 2_665 H(17) H(15) 3.1337 yes . 1_655 H(18) Se(1) 3.5182 yes . 2_666 H(18) C(14) 3.2291 yes . 1_655 H(18) C(15) 3.0858 yes . 1_655 H(18) H(14) 3.1161 yes . 1_655 H(18) H(15) 2.8818 yes . 1_655 H(18) H(18) 3.2334 yes . 2_666 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A3.cif' data_LA4-1 _database_code_depnum_ccdc_archive 'CCDC 816082' #TrackingRef '- A3.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H13 Br Te' _chemical_formula_moiety 'C18 H13 Br Te' _chemical_formula_weight 436.80 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,+Z 3 +X,1/2-Y,1/2+Z 4 1/2-X,-Y,1/2+Z 5 -X,-Y,-Z 6 1/2+X,1/2-Y,-Z 7 -X,1/2+Y,1/2-Z 8 1/2+X,+Y,1/2-Z #------------------------------------------------------------------------------ _cell_length_a 5.8486(17) _cell_length_b 21.983(7) _cell_length_c 22.637(6) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 2910.4(15) _cell_formula_units_Z 8 _cell_measurement_reflns_used 10355 _cell_measurement_theta_min 1.29 _cell_measurement_theta_max 26.37 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.030 _exptl_crystal_size_min 0.030 _exptl_crystal_density_diffrn 1.994 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664.00 _exptl_absorpt_coefficient_mu 4.785 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.525 _exptl_absorpt_correction_T_max 0.866 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 21021 _diffrn_reflns_av_R_equivalents 0.0744 _diffrn_reflns_theta_max 26.36 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_max 0.977 _diffrn_measured_fraction_theta_full 0.977 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2908 _reflns_number_gt 2617 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0703 _refine_ls_wR_factor_ref 0.2862 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2908 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.284 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1867P)^2^+2.2113P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 2.420 _refine_diff_density_min -3.790 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Br Br -0.2901 2.4595 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Te Te -0.5308 1.6751 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Te(1) Te 0.58170(11) 0.13668(3) 0.30988(3) 0.0209(4) Uani 1.0 8 d . . . Br(1) Br 0.33125(17) 0.00526(4) 0.29807(5) 0.0250(4) Uani 1.0 8 d . . . C(1) C 0.1362(15) 0.0336(5) 0.3603(5) 0.0221(19) Uani 1.0 8 d . . . C(2) C -0.0471(18) -0.0029(5) 0.3732(5) 0.027(3) Uani 1.0 8 d . . . C(3) C -0.1946(17) 0.0077(5) 0.4203(6) 0.029(3) Uani 1.0 8 d . . . C(4) C -0.1468(16) 0.0561(5) 0.4567(5) 0.025(2) Uani 1.0 8 d . . . C(5) C 0.0417(16) 0.0939(5) 0.4434(5) 0.026(3) Uani 1.0 8 d . . . C(6) C 0.0609(17) 0.1419(5) 0.4851(5) 0.027(3) Uani 1.0 8 d . . . C(7) C 0.2363(17) 0.1821(5) 0.4781(5) 0.027(2) Uani 1.0 8 d . . . C(8) C 0.3806(16) 0.1773(5) 0.4286(5) 0.022(2) Uani 1.0 8 d . . . C(9) C 0.3624(18) 0.1317(4) 0.3859(5) 0.0191(19) Uani 1.0 8 d . . . C(10) C 0.1896(15) 0.0862(4) 0.3934(5) 0.020(2) Uani 1.0 8 d . . . C(11) C -0.2599(19) 0.0790(6) 0.5121(5) 0.031(3) Uani 1.0 8 d . . . C(12) C -0.123(2) 0.1359(6) 0.5302(7) 0.037(3) Uani 1.0 8 d . . . C(13) C 0.6854(15) 0.2288(4) 0.3247(5) 0.0215(19) Uani 1.0 8 d . . . C(14) C 0.8932(16) 0.2415(5) 0.3506(5) 0.025(2) Uani 1.0 8 d . . . C(15) C 0.9658(18) 0.3004(5) 0.3557(5) 0.027(2) Uani 1.0 8 d . . . C(16) C 0.8299(19) 0.3483(5) 0.3350(5) 0.029(3) Uani 1.0 8 d . . . C(17) C 0.6229(17) 0.3363(6) 0.3095(5) 0.026(3) Uani 1.0 8 d . . . C(18) C 0.5494(18) 0.2764(5) 0.3024(5) 0.024(3) Uani 1.0 8 d . . . H(2) H -0.0747 -0.0373 0.3488 0.0323 Uiso 1.0 8 calc R . . H(3) H -0.3238 -0.0176 0.4270 0.0351 Uiso 1.0 8 calc R . . H(7) H 0.2609 0.2133 0.5066 0.0318 Uiso 1.0 8 calc R . . H(8) H 0.4977 0.2069 0.4240 0.0269 Uiso 1.0 8 calc R . . H(11A) H -0.2538 0.0478 0.5436 0.0370 Uiso 1.0 8 calc R . . H(11B) H -0.4218 0.0895 0.5044 0.0370 Uiso 1.0 8 calc R . . H(12A) H -0.2229 0.1723 0.5302 0.0441 Uiso 1.0 8 calc R . . H(12B) H -0.0572 0.1307 0.5701 0.0441 Uiso 1.0 8 calc R . . H(14) H 0.9862 0.2092 0.3649 0.0298 Uiso 1.0 8 calc R . . H(15) H 1.1095 0.3088 0.3734 0.0330 Uiso 1.0 8 calc R . . H(16) H 0.8815 0.3891 0.3387 0.0349 Uiso 1.0 8 calc R . . H(17) H 0.5288 0.3689 0.2965 0.0312 Uiso 1.0 8 calc R . . H(18) H 0.4095 0.2679 0.2827 0.0286 Uiso 1.0 8 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Te(1) 0.0196(6) 0.0200(6) 0.0230(6) -0.0018(2) 0.0027(2) -0.0000(2) Br(1) 0.0243(7) 0.0215(6) 0.0294(7) -0.0000(4) 0.0010(4) -0.0029(4) C(1) 0.011(4) 0.025(5) 0.030(5) -0.002(4) 0.007(4) 0.002(4) C(2) 0.031(6) 0.017(5) 0.032(6) -0.001(4) -0.008(5) 0.002(4) C(3) 0.013(5) 0.039(6) 0.036(7) 0.001(4) 0.003(4) 0.011(5) C(4) 0.020(5) 0.034(6) 0.022(5) 0.004(4) -0.001(4) 0.008(4) C(5) 0.015(5) 0.037(6) 0.026(5) 0.005(4) -0.010(4) 0.009(5) C(6) 0.018(5) 0.035(6) 0.027(6) 0.011(4) 0.007(4) 0.005(4) C(7) 0.019(5) 0.034(6) 0.026(5) 0.006(4) 0.002(4) -0.005(5) C(8) 0.022(5) 0.022(5) 0.024(5) -0.003(4) 0.002(4) -0.003(4) C(9) 0.018(5) 0.023(5) 0.016(5) 0.002(4) 0.002(4) -0.001(4) C(10) 0.016(5) 0.019(5) 0.027(5) 0.004(4) 0.005(4) 0.010(4) C(11) 0.028(6) 0.045(6) 0.019(5) 0.013(5) 0.015(4) 0.011(5) C(12) 0.025(6) 0.045(7) 0.040(8) 0.012(5) 0.008(6) 0.004(5) C(13) 0.009(5) 0.014(5) 0.041(6) -0.006(4) -0.007(4) 0.003(4) C(14) 0.024(5) 0.031(6) 0.020(5) 0.005(4) 0.001(4) 0.003(4) C(15) 0.029(5) 0.036(6) 0.017(5) -0.001(5) -0.001(4) -0.011(4) C(16) 0.029(6) 0.022(5) 0.036(7) 0.000(5) 0.007(5) -0.008(5) C(17) 0.010(5) 0.023(6) 0.045(7) 0.000(4) 0.003(4) 0.004(4) C(18) 0.019(5) 0.024(5) 0.028(5) 0.001(4) -0.011(4) 0.001(4) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Te(1) C(9) 2.148(10) yes . . Te(1) C(13) 2.140(9) yes . . Br(1) C(1) 1.918(10) yes . . C(1) C(2) 1.372(14) yes . . C(1) C(10) 1.412(13) yes . . C(2) C(3) 1.390(16) yes . . C(3) C(4) 1.375(15) yes . . C(4) C(5) 1.413(14) yes . . C(4) C(11) 1.504(14) yes . . C(5) C(6) 1.421(15) yes . . C(5) C(10) 1.434(14) yes . . C(6) C(7) 1.364(15) yes . . C(6) C(12) 1.490(17) yes . . C(7) C(8) 1.407(14) yes . . C(8) C(9) 1.397(14) yes . . C(9) C(10) 1.432(13) yes . . C(11) C(12) 1.539(17) yes . . C(13) C(14) 1.378(13) yes . . C(13) C(18) 1.409(14) yes . . C(14) C(15) 1.367(15) yes . . C(15) C(16) 1.400(15) yes . . C(16) C(17) 1.368(15) yes . . C(17) C(18) 1.393(16) yes . . C(2) H(2) 0.950 no . . C(3) H(3) 0.950 no . . C(7) H(7) 0.950 no . . C(8) H(8) 0.950 no . . C(11) H(11A) 0.990 no . . C(11) H(11B) 0.990 no . . C(12) H(12A) 0.990 no . . C(12) H(12B) 0.990 no . . C(14) H(14) 0.950 no . . C(15) H(15) 0.950 no . . C(16) H(16) 0.950 no . . C(17) H(17) 0.950 no . . C(18) H(18) 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) Te(1) C(13) 95.2(4) yes . . . Br(1) C(1) C(2) 115.5(8) yes . . . Br(1) C(1) C(10) 121.6(7) yes . . . C(2) C(1) C(10) 122.7(9) yes . . . C(1) C(2) C(3) 123.4(10) yes . . . C(2) C(3) C(4) 117.6(10) yes . . . C(3) C(4) C(5) 119.1(9) yes . . . C(3) C(4) C(11) 132.0(10) yes . . . C(5) C(4) C(11) 108.9(9) yes . . . C(4) C(5) C(6) 110.9(9) yes . . . C(4) C(5) C(10) 124.8(9) yes . . . C(6) C(5) C(10) 124.3(9) yes . . . C(5) C(6) C(7) 117.7(10) yes . . . C(5) C(6) C(12) 109.4(9) yes . . . C(7) C(6) C(12) 132.9(11) yes . . . C(6) C(7) C(8) 119.6(10) yes . . . C(7) C(8) C(9) 124.0(9) yes . . . Te(1) C(9) C(8) 118.2(7) yes . . . Te(1) C(9) C(10) 123.5(7) yes . . . C(8) C(9) C(10) 118.2(9) yes . . . C(1) C(10) C(5) 112.4(8) yes . . . C(1) C(10) C(9) 131.6(9) yes . . . C(5) C(10) C(9) 116.0(9) yes . . . C(4) C(11) C(12) 105.4(9) yes . . . C(6) C(12) C(11) 105.4(10) yes . . . Te(1) C(13) C(14) 120.5(7) yes . . . Te(1) C(13) C(18) 119.2(7) yes . . . C(14) C(13) C(18) 120.0(9) yes . . . C(13) C(14) C(15) 120.1(9) yes . . . C(14) C(15) C(16) 120.5(10) yes . . . C(15) C(16) C(17) 119.9(10) yes . . . C(16) C(17) C(18) 120.3(10) yes . . . C(13) C(18) C(17) 119.1(9) yes . . . C(1) C(2) H(2) 118.320 no . . . C(3) C(2) H(2) 118.320 no . . . C(2) C(3) H(3) 121.224 no . . . C(4) C(3) H(3) 121.205 no . . . C(6) C(7) H(7) 120.185 no . . . C(8) C(7) H(7) 120.182 no . . . C(7) C(8) H(8) 117.974 no . . . C(9) C(8) H(8) 117.977 no . . . C(4) C(11) H(11A) 110.657 no . . . C(4) C(11) H(11B) 110.655 no . . . C(12) C(11) H(11A) 110.655 no . . . C(12) C(11) H(11B) 110.655 no . . . H(11A) C(11) H(11B) 108.780 no . . . C(6) C(12) H(12A) 110.664 no . . . C(6) C(12) H(12B) 110.665 no . . . C(11) C(12) H(12A) 110.674 no . . . C(11) C(12) H(12B) 110.673 no . . . H(12A) C(12) H(12B) 108.775 no . . . C(13) C(14) H(14) 119.970 no . . . C(15) C(14) H(14) 119.972 no . . . C(14) C(15) H(15) 119.745 no . . . C(16) C(15) H(15) 119.726 no . . . C(15) C(16) H(16) 120.036 no . . . C(17) C(16) H(16) 120.033 no . . . C(16) C(17) H(17) 119.874 no . . . C(18) C(17) H(17) 119.866 no . . . C(13) C(18) H(18) 120.455 no . . . C(17) C(18) H(18) 120.447 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) Te(1) C(13) C(14) 100.1(8) no . . . . C(9) Te(1) C(13) C(18) -86.3(7) no . . . . C(13) Te(1) C(9) C(8) -13.8(7) no . . . . C(13) Te(1) C(9) C(10) 162.4(7) no . . . . Br(1) C(1) C(2) C(3) 174.2(7) no . . . . Br(1) C(1) C(10) C(5) -170.8(6) no . . . . Br(1) C(1) C(10) C(9) 8.8(14) no . . . . C(2) C(1) C(10) C(5) 4.2(13) no . . . . C(2) C(1) C(10) C(9) -176.3(9) no . . . . C(10) C(1) C(2) C(3) -1.0(15) no . . . . C(1) C(2) C(3) C(4) -2.7(16) no . . . . C(2) C(3) C(4) C(5) 2.7(15) no . . . . C(2) C(3) C(4) C(11) -176.9(9) no . . . . C(3) C(4) C(5) C(6) 178.8(9) no . . . . C(3) C(4) C(5) C(10) 0.7(15) no . . . . C(3) C(4) C(11) C(12) -178.9(10) no . . . . C(5) C(4) C(11) C(12) 1.4(11) no . . . . C(11) C(4) C(5) C(6) -1.5(11) no . . . . C(11) C(4) C(5) C(10) -179.5(8) no . . . . C(4) C(5) C(6) C(7) 179.7(8) no . . . . C(4) C(5) C(6) C(12) 1.0(12) no . . . . C(4) C(5) C(10) C(1) -4.1(14) no . . . . C(4) C(5) C(10) C(9) 176.3(9) no . . . . C(6) C(5) C(10) C(1) 178.2(9) no . . . . C(6) C(5) C(10) C(9) -1.5(14) no . . . . C(10) C(5) C(6) C(7) -2.3(15) no . . . . C(10) C(5) C(6) C(12) 179.0(8) no . . . . C(5) C(6) C(7) C(8) 4.2(15) no . . . . C(5) C(6) C(12) C(11) -0.1(12) no . . . . C(7) C(6) C(12) C(11) -178.5(11) no . . . . C(12) C(6) C(7) C(8) -177.5(11) no . . . . C(6) C(7) C(8) C(9) -2.5(15) no . . . . C(7) C(8) C(9) Te(1) 175.0(8) no . . . . C(7) C(8) C(9) C(10) -1.4(14) no . . . . Te(1) C(9) C(10) C(1) 7.4(14) no . . . . Te(1) C(9) C(10) C(5) -173.0(5) no . . . . C(8) C(9) C(10) C(1) -176.4(9) no . . . . C(8) C(9) C(10) C(5) 3.2(13) no . . . . C(4) C(11) C(12) C(6) -0.8(11) no . . . . Te(1) C(13) C(14) C(15) 174.9(6) no . . . . Te(1) C(13) C(18) C(17) -176.8(6) no . . . . C(14) C(13) C(18) C(17) -3.2(15) no . . . . C(18) C(13) C(14) C(15) 1.3(15) no . . . . C(13) C(14) C(15) C(16) 0.2(15) no . . . . C(14) C(15) C(16) C(17) 0.0(15) no . . . . C(15) C(16) C(17) C(18) -1.9(15) no . . . . C(16) C(17) C(18) C(13) 3.4(15) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Te(1) Br(1) 3.2501(14) no . . Br(1) C(9) 3.422(10) no . . C(1) C(4) 2.782(14) no . . C(2) C(5) 2.705(15) no . . C(3) C(10) 2.899(14) no . . C(4) C(7) 3.597(15) no . . C(5) C(8) 2.722(14) no . . C(6) C(9) 2.865(15) no . . C(7) C(10) 2.863(14) no . . C(8) C(13) 3.161(14) no . . C(13) C(16) 2.769(14) no . . C(14) C(17) 2.777(15) no . . C(15) C(18) 2.769(15) no . . C(2) C(11) 3.572(15) no . 5_556 C(4) C(4) 3.587(14) no . 5_556 C(8) C(11) 3.559(15) no . 1_655 C(11) C(2) 3.572(15) no . 5_556 C(11) C(8) 3.559(15) no . 1_455 Te(1) H(8) 3.0488 no . . Te(1) H(14) 3.1131 no . . Te(1) H(18) 3.1165 no . . Br(1) H(2) 2.7979 no . . C(1) H(3) 3.2840 no . . C(3) H(11A) 2.9485 no . . C(3) H(11B) 2.9381 no . . C(4) H(2) 3.2182 no . . C(4) H(12A) 3.0816 no . . C(4) H(12B) 3.0919 no . . C(5) H(3) 3.2729 no . . C(5) H(7) 3.2525 no . . C(5) H(11A) 3.0265 no . . C(5) H(11B) 3.0440 no . . C(5) H(12A) 3.0382 no . . C(5) H(12B) 3.0370 no . . C(6) H(8) 3.2377 no . . C(6) H(11A) 3.0694 no . . C(6) H(11B) 3.0799 no . . C(7) H(12A) 2.9404 no . . C(7) H(12B) 2.9257 no . . C(9) H(7) 3.3210 no . . C(10) H(2) 3.2835 no . . C(10) H(8) 3.2808 no . . C(11) H(3) 2.8914 no . . C(12) H(7) 2.8692 no . . C(13) H(8) 2.5466 no . . C(13) H(15) 3.2351 no . . C(13) H(17) 3.2755 no . . C(14) H(8) 2.9475 no . . C(14) H(16) 3.2570 no . . C(14) H(18) 3.2715 no . . C(15) H(17) 3.2555 no . . C(16) H(14) 3.2615 no . . C(16) H(18) 3.2511 no . . C(17) H(15) 3.2501 no . . C(18) H(8) 3.1635 no . . C(18) H(14) 3.2736 no . . C(18) H(16) 3.2527 no . . H(2) H(3) 2.3333 no . . H(3) H(11A) 3.0335 no . . H(3) H(11B) 2.9910 no . . H(7) H(8) 2.3309 no . . H(7) H(12A) 3.0168 no . . H(7) H(12B) 2.9704 no . . H(8) H(14) 3.1550 no . . H(8) H(18) 3.5054 no . . H(11A) H(12A) 2.7600 no . . H(11A) H(12B) 2.2375 no . . H(11B) H(12A) 2.2376 no . . H(11B) H(12B) 2.7527 no . . H(14) H(15) 2.3135 no . . H(15) H(16) 2.3468 no . . H(16) H(17) 2.3166 no . . H(17) H(18) 2.3479 no . . Br(1) H(2) 3.4963 no . 8_555 Br(1) H(3) 3.5830 no . 1_655 Br(1) H(16) 3.1924 no . 2_645 C(1) H(11A) 2.8994 no . 5_556 C(2) H(11A) 2.7597 no . 5_556 C(2) H(12B) 3.1476 no . 5_556 C(2) H(16) 3.1736 no . 2_545 C(2) H(17) 3.3120 no . 2_545 C(3) H(11A) 3.5441 no . 5_456 C(3) H(11A) 3.0060 no . 5_556 C(3) H(11B) 3.5359 no . 5_456 C(3) H(12B) 3.3870 no . 5_556 C(3) H(16) 3.3762 no . 2_545 C(4) H(11A) 3.2713 no . 5_556 C(5) H(11A) 3.3650 no . 5_556 C(5) H(11B) 3.4304 no . 1_655 C(5) H(14) 3.1130 no . 1_455 C(6) H(11B) 3.2673 no . 1_655 C(6) H(14) 3.1276 no . 1_455 C(7) H(8) 3.5786 no . 6_456 C(7) H(11B) 2.9158 no . 1_655 C(7) H(12A) 3.3824 no . 1_655 C(7) H(12A) 3.2141 no . 6_556 C(7) H(14) 3.0105 no . 1_455 C(8) H(7) 3.5895 no . 6_556 C(8) H(11B) 2.8300 no . 1_655 C(8) H(12A) 3.2675 no . 1_655 C(8) H(12A) 3.4873 no . 6_556 C(8) H(14) 2.8094 no . 1_455 C(8) H(15) 3.5258 no . 1_455 C(9) H(11B) 3.1077 no . 1_655 C(9) H(14) 2.8229 no . 1_455 C(10) H(11A) 3.2948 no . 5_556 C(10) H(11B) 3.3896 no . 1_655 C(10) H(14) 3.0233 no . 1_455 C(11) H(3) 3.1067 no . 5_456 C(12) H(7) 3.4860 no . 6_456 C(12) H(15) 2.9460 no . 6_356 C(13) H(18) 2.8931 no . 8_555 C(14) H(7) 3.4707 no . 6_556 C(14) H(18) 3.4375 no . 1_655 C(14) H(18) 3.0744 no . 8_555 C(15) H(7) 3.3534 no . 6_556 C(15) H(12A) 3.2170 no . 6_656 C(15) H(12B) 3.5914 no . 6_656 C(15) H(18) 3.1581 no . 1_655 C(15) H(18) 3.2302 no . 8_555 C(16) H(2) 2.9421 no . 2_555 C(16) H(12B) 3.1550 no . 6_556 C(16) H(17) 3.2276 no . 8_555 C(16) H(18) 3.2309 no . 8_555 C(17) H(2) 2.9323 no . 2_555 C(17) H(12B) 3.0112 no . 6_556 C(17) H(15) 3.3876 no . 1_455 C(17) H(17) 3.4498 no . 8_555 C(17) H(18) 3.0697 no . 8_555 C(18) H(12B) 3.5899 no . 6_556 C(18) H(15) 3.1167 no . 1_455 C(18) H(18) 2.8599 no . 8_555 H(2) Br(1) 3.4963 no . 8_455 H(2) C(16) 2.9421 no . 2_545 H(2) C(17) 2.9323 no . 2_545 H(2) H(11A) 3.1120 no . 5_556 H(2) H(12B) 2.8614 no . 5_556 H(2) H(16) 2.4278 no . 2_545 H(2) H(17) 2.3935 no . 2_545 H(3) Br(1) 3.5830 no . 1_455 H(3) C(11) 3.1067 no . 5_456 H(3) H(11A) 2.6430 no . 5_456 H(3) H(11A) 3.5068 no . 5_556 H(3) H(11B) 2.6688 no . 5_456 H(3) H(12B) 3.3397 no . 5_556 H(3) H(16) 2.8837 no . 2_545 H(7) C(8) 3.5895 no . 6_456 H(7) C(12) 3.4860 no . 6_556 H(7) C(14) 3.4707 no . 6_456 H(7) C(15) 3.3534 no . 6_456 H(7) H(7) 3.3542 no . 6_456 H(7) H(7) 3.3542 no . 6_556 H(7) H(8) 2.8148 no . 6_456 H(7) H(11B) 3.2936 no . 1_655 H(7) H(12A) 3.1956 no . 1_655 H(7) H(12A) 2.6515 no . 6_556 H(7) H(14) 3.5878 no . 1_455 H(7) H(15) 3.4310 no . 6_456 H(8) C(7) 3.5786 no . 6_556 H(8) H(7) 2.8148 no . 6_556 H(8) H(11B) 3.1939 no . 1_655 H(8) H(12A) 3.0053 no . 1_655 H(8) H(12A) 3.1289 no . 6_556 H(8) H(12B) 3.5863 no . 6_556 H(8) H(14) 3.2769 no . 1_455 H(8) H(15) 3.3885 no . 1_455 H(11A) C(1) 2.8994 no . 5_556 H(11A) C(2) 2.7597 no . 5_556 H(11A) C(3) 3.5441 no . 5_456 H(11A) C(3) 3.0060 no . 5_556 H(11A) C(4) 3.2713 no . 5_556 H(11A) C(5) 3.3650 no . 5_556 H(11A) C(10) 3.2948 no . 5_556 H(11A) H(2) 3.1120 no . 5_556 H(11A) H(3) 2.6430 no . 5_456 H(11A) H(3) 3.5068 no . 5_556 H(11B) C(3) 3.5359 no . 5_456 H(11B) C(5) 3.4304 no . 1_455 H(11B) C(6) 3.2673 no . 1_455 H(11B) C(7) 2.9158 no . 1_455 H(11B) C(8) 2.8300 no . 1_455 H(11B) C(9) 3.1077 no . 1_455 H(11B) C(10) 3.3896 no . 1_455 H(11B) H(3) 2.6688 no . 5_456 H(11B) H(7) 3.2936 no . 1_455 H(11B) H(8) 3.1939 no . 1_455 H(11B) H(15) 3.5599 no . 6_356 H(12A) C(7) 3.3824 no . 1_455 H(12A) C(7) 3.2141 no . 6_456 H(12A) C(8) 3.2675 no . 1_455 H(12A) C(8) 3.4873 no . 6_456 H(12A) C(15) 3.2170 no . 6_356 H(12A) H(7) 3.1956 no . 1_455 H(12A) H(7) 2.6515 no . 6_456 H(12A) H(8) 3.0053 no . 1_455 H(12A) H(8) 3.1289 no . 6_456 H(12A) H(15) 2.4275 no . 6_356 H(12B) C(2) 3.1476 no . 5_556 H(12B) C(3) 3.3870 no . 5_556 H(12B) C(15) 3.5914 no . 6_356 H(12B) C(16) 3.1550 no . 6_456 H(12B) C(17) 3.0112 no . 6_456 H(12B) C(18) 3.5899 no . 6_456 H(12B) H(2) 2.8614 no . 5_556 H(12B) H(3) 3.3397 no . 5_556 H(12B) H(8) 3.5863 no . 6_456 H(12B) H(15) 2.6828 no . 6_356 H(12B) H(16) 3.3219 no . 6_456 H(12B) H(17) 3.0611 no . 6_456 H(14) C(5) 3.1130 no . 1_655 H(14) C(6) 3.1276 no . 1_655 H(14) C(7) 3.0105 no . 1_655 H(14) C(8) 2.8094 no . 1_655 H(14) C(9) 2.8229 no . 1_655 H(14) C(10) 3.0233 no . 1_655 H(14) H(7) 3.5878 no . 1_655 H(14) H(8) 3.2769 no . 1_655 H(14) H(18) 3.3548 no . 1_655 H(15) C(8) 3.5258 no . 1_655 H(15) C(12) 2.9460 no . 6_656 H(15) C(17) 3.3876 no . 1_655 H(15) C(18) 3.1167 no . 1_655 H(15) H(7) 3.4310 no . 6_556 H(15) H(8) 3.3885 no . 1_655 H(15) H(11B) 3.5599 no . 6_656 H(15) H(12A) 2.4275 no . 6_656 H(15) H(12B) 2.6828 no . 6_656 H(15) H(17) 3.2846 no . 1_655 H(15) H(18) 2.8470 no . 1_655 H(16) Br(1) 3.1924 no . 2_655 H(16) C(2) 3.1736 no . 2_555 H(16) C(3) 3.3762 no . 2_555 H(16) H(2) 2.4278 no . 2_555 H(16) H(3) 2.8837 no . 2_555 H(16) H(12B) 3.3219 no . 6_556 H(16) H(17) 3.2099 no . 8_555 H(17) C(2) 3.3120 no . 2_555 H(17) C(16) 3.2276 no . 8_455 H(17) C(17) 3.4498 no . 8_455 H(17) H(2) 2.3935 no . 2_555 H(17) H(12B) 3.0611 no . 6_556 H(17) H(15) 3.2846 no . 1_455 H(17) H(16) 3.2099 no . 8_455 H(18) C(13) 2.8931 no . 8_455 H(18) C(14) 3.4375 no . 1_455 H(18) C(14) 3.0744 no . 8_455 H(18) C(15) 3.1581 no . 1_455 H(18) C(15) 3.2302 no . 8_455 H(18) C(16) 3.2309 no . 8_455 H(18) C(17) 3.0697 no . 8_455 H(18) C(18) 2.8599 no . 8_455 H(18) H(14) 3.3548 no . 1_455 H(18) H(15) 2.8470 no . 1_455 H(18) H(18) 3.2779 no . 8_455 H(18) H(18) 3.2779 no . 8_555 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A4.cif' data_Ferg83-6a _database_code_depnum_ccdc_archive 'CCDC 816083' #TrackingRef '- A4.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H13 I S' _chemical_formula_moiety 'C18 H13 I S' _chemical_formula_weight 388.27 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 5.109(4) _cell_length_b 15.850(12) _cell_length_c 17.810(14) _cell_angle_alpha 90.0000 _cell_angle_beta 93.721(19) _cell_angle_gamma 90.0000 _cell_volume 1439.0(19) _cell_formula_units_Z 4 _cell_measurement_reflns_used 5245 _cell_measurement_theta_min 1.28 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.792 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760.00 _exptl_absorpt_coefficient_mu 2.357 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.192 _exptl_absorpt_correction_T_max 0.954 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 11311 _diffrn_reflns_av_R_equivalents 0.1431 _diffrn_reflns_theta_max 29.10 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.850 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3376 _reflns_number_gt 2537 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1043 _refine_ls_wR_factor_ref 0.3414 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3262 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1954P)^2^+7.5983P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.033 _refine_diff_density_max 1.880 _refine_diff_density_min -3.170 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; I I -0.474 1.812 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 I(1) I 0.45344(16) 0.41470(5) 0.33570(4) 0.0425(4) Uani 1.00 4 d . . . S(1) S 0.4938(6) 0.6250(2) 0.29310(17) 0.0405(7) Uani 1.00 4 d . . . C(1) C 0.708(3) 0.4269(7) 0.2463(7) 0.038(3) Uani 1.00 4 d . . . C(2) C 0.784(3) 0.3484(7) 0.2207(7) 0.046(3) Uani 1.00 4 d . . . C(3) C 0.971(3) 0.3397(8) 0.1652(7) 0.044(3) Uani 1.00 4 d . . . C(4) C 1.068(3) 0.4139(7) 0.1347(7) 0.042(3) Uani 1.00 4 d . . . C(5) C 0.983(2) 0.4939(8) 0.1599(6) 0.034(2) Uani 1.00 4 d . . . C(6) C 1.101(2) 0.5619(7) 0.1213(6) 0.034(2) Uani 1.00 4 d . . . C(7) C 1.040(3) 0.6419(9) 0.1382(8) 0.051(3) Uani 1.00 4 d . . . C(8) C 0.851(3) 0.6556(8) 0.1922(7) 0.043(3) Uani 1.00 4 d . . . C(9) C 0.729(3) 0.5925(7) 0.2301(7) 0.041(3) Uani 1.00 4 d . . . C(10) C 0.794(3) 0.5057(8) 0.2155(6) 0.040(3) Uani 1.00 4 d . . . C(11) C 1.270(3) 0.4267(8) 0.0759(7) 0.044(3) Uani 1.00 4 d . . . C(12) C 1.290(3) 0.5246(9) 0.0671(7) 0.044(3) Uani 1.00 4 d . . . C(13) C 0.682(2) 0.6360(7) 0.3807(6) 0.037(2) Uani 1.00 4 d . . . C(14) C 0.581(3) 0.6965(8) 0.4306(7) 0.044(3) Uani 1.00 4 d . . . C(15) C 0.720(3) 0.7062(8) 0.5014(7) 0.048(3) Uani 1.00 4 d . . . C(16) C 0.946(3) 0.6583(8) 0.5202(7) 0.048(3) Uani 1.00 4 d . . . C(17) C 1.038(3) 0.6032(9) 0.4703(8) 0.043(3) Uani 1.00 4 d . . . C(18) C 0.910(3) 0.5926(8) 0.3984(7) 0.043(3) Uani 1.00 4 d . . . H(2) H 0.7089 0.2992 0.2408 0.055 Uiso 1.00 4 calc R . . H(3) H 1.0271 0.2858 0.1496 0.053 Uiso 1.00 4 calc R . . H(7) H 1.1200 0.6880 0.1146 0.061 Uiso 1.00 4 calc R . . H(8) H 0.8064 0.7123 0.2031 0.051 Uiso 1.00 4 calc R . . H(11A) H 1.2112 0.4000 0.0275 0.052 Uiso 1.00 4 calc R . . H(11B) H 1.4421 0.4025 0.0935 0.052 Uiso 1.00 4 calc R . . H(12A) H 1.4715 0.5440 0.0801 0.052 Uiso 1.00 4 calc R . . H(12B) H 1.2391 0.5416 0.0147 0.052 Uiso 1.00 4 calc R . . H(14) H 0.4291 0.7288 0.4169 0.053 Uiso 1.00 4 calc R . . H(15) H 0.6588 0.7454 0.5367 0.058 Uiso 1.00 4 calc R . . H(16) H 1.0352 0.6648 0.5683 0.058 Uiso 1.00 4 calc R . . H(17) H 1.1908 0.5711 0.4839 0.051 Uiso 1.00 4 calc R . . H(18) H 0.9810 0.5560 0.3627 0.052 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I(1) 0.0455(6) 0.0413(6) 0.0419(6) -0.0016(3) 0.0126(4) 0.0009(3) S(1) 0.0410(15) 0.0426(15) 0.0383(14) 0.0050(12) 0.0058(12) -0.0043(12) C(1) 0.044(7) 0.038(6) 0.032(5) -0.009(5) 0.020(5) -0.003(4) C(2) 0.060(8) 0.027(5) 0.052(7) 0.009(5) 0.019(6) -0.003(5) C(3) 0.055(7) 0.037(6) 0.042(6) 0.004(6) 0.009(6) -0.001(5) C(4) 0.051(8) 0.040(7) 0.035(6) 0.009(5) 0.006(6) -0.016(5) C(5) 0.033(5) 0.044(6) 0.026(5) 0.009(5) 0.003(4) -0.001(4) C(6) 0.043(6) 0.036(5) 0.024(5) -0.007(5) 0.005(4) -0.003(4) C(7) 0.058(9) 0.052(8) 0.043(7) 0.019(6) 0.007(6) 0.011(6) C(8) 0.042(7) 0.042(6) 0.045(6) 0.011(5) 0.008(5) 0.003(5) C(9) 0.058(8) 0.037(6) 0.029(6) -0.004(5) 0.011(5) 0.004(4) C(10) 0.052(7) 0.038(6) 0.029(5) -0.001(5) 0.005(5) -0.010(5) C(11) 0.046(7) 0.052(7) 0.034(6) 0.000(5) 0.011(6) 0.005(5) C(12) 0.041(7) 0.058(8) 0.034(6) 0.003(6) 0.013(5) 0.001(5) C(13) 0.037(6) 0.035(5) 0.042(6) 0.005(4) 0.021(5) -0.004(5) C(14) 0.051(7) 0.035(6) 0.048(7) -0.003(5) 0.020(6) 0.006(5) C(15) 0.066(9) 0.045(7) 0.036(6) -0.008(6) 0.022(6) 0.004(5) C(16) 0.066(9) 0.040(6) 0.040(6) -0.015(6) 0.011(6) -0.001(5) C(17) 0.034(6) 0.049(6) 0.046(7) -0.002(5) 0.012(5) 0.003(6) C(18) 0.049(7) 0.048(7) 0.034(6) -0.005(5) 0.007(5) -0.002(5) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 I(1) C(1) 2.129(13) yes . . S(1) C(9) 1.773(14) yes . . S(1) C(13) 1.786(11) yes . . C(1) C(2) 1.388(17) yes . . C(1) C(10) 1.444(17) yes . . C(2) C(3) 1.42(2) yes . . C(3) C(4) 1.399(18) yes . . C(4) C(5) 1.423(17) yes . . C(4) C(11) 1.53(2) yes . . C(5) C(6) 1.433(17) yes . . C(5) C(10) 1.438(17) yes . . C(6) C(7) 1.344(19) yes . . C(6) C(12) 1.529(17) yes . . C(7) C(8) 1.422(20) yes . . C(8) C(9) 1.378(18) yes . . C(9) C(10) 1.444(17) yes . . C(11) C(12) 1.563(19) yes . . C(13) C(14) 1.425(17) yes . . C(13) C(18) 1.374(18) yes . . C(14) C(15) 1.413(18) yes . . C(15) C(16) 1.40(2) yes . . C(16) C(17) 1.352(19) yes . . C(17) C(18) 1.407(18) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) S(1) C(13) 103.5(6) yes . . . I(1) C(1) C(2) 111.2(9) yes . . . I(1) C(1) C(10) 125.3(9) yes . . . C(2) C(1) C(10) 123.5(12) yes . . . C(1) C(2) C(3) 121.9(12) yes . . . C(2) C(3) C(4) 117.3(12) yes . . . C(3) C(4) C(5) 120.2(12) yes . . . C(3) C(4) C(11) 130.5(12) yes . . . C(5) C(4) C(11) 109.3(10) yes . . . C(4) C(5) C(6) 111.9(10) yes . . . C(4) C(5) C(10) 124.4(11) yes . . . C(6) C(5) C(10) 123.7(11) yes . . . C(5) C(6) C(7) 119.4(11) yes . . . C(5) C(6) C(12) 108.3(10) yes . . . C(7) C(6) C(12) 132.3(12) yes . . . C(6) C(7) C(8) 118.3(13) yes . . . C(7) C(8) C(9) 124.6(12) yes . . . S(1) C(9) C(8) 116.5(9) yes . . . S(1) C(9) C(10) 124.4(10) yes . . . C(8) C(9) C(10) 119.1(12) yes . . . C(1) C(10) C(5) 112.6(11) yes . . . C(1) C(10) C(9) 132.6(12) yes . . . C(5) C(10) C(9) 114.9(11) yes . . . C(4) C(11) C(12) 104.6(10) yes . . . C(6) C(12) C(11) 105.9(10) yes . . . S(1) C(13) C(14) 114.6(9) yes . . . S(1) C(13) C(18) 123.6(9) yes . . . C(14) C(13) C(18) 121.8(11) yes . . . C(13) C(14) C(15) 116.8(11) yes . . . C(14) C(15) C(16) 120.6(12) yes . . . C(15) C(16) C(17) 120.6(12) yes . . . C(16) C(17) C(18) 120.9(12) yes . . . C(13) C(18) C(17) 119.1(12) yes . . . C(1) C(2) H(2) 119.045 yes . . . C(3) C(2) H(2) 119.053 yes . . . C(2) C(3) H(3) 121.360 yes . . . C(4) C(3) H(3) 121.363 yes . . . C(6) C(7) H(7) 120.866 yes . . . C(8) C(7) H(7) 120.861 yes . . . C(7) C(8) H(8) 117.671 yes . . . C(9) C(8) H(8) 117.681 yes . . . C(4) C(11) H(11A) 110.839 yes . . . C(4) C(11) H(11B) 110.837 yes . . . C(12) C(11) H(11A) 110.835 yes . . . C(12) C(11) H(11B) 110.840 yes . . . H(11A) C(11) H(11B) 108.892 yes . . . C(6) C(12) H(12A) 110.559 yes . . . C(6) C(12) H(12B) 110.563 yes . . . C(11) C(12) H(12A) 110.566 yes . . . C(11) C(12) H(12B) 110.566 yes . . . H(12A) C(12) H(12B) 108.711 yes . . . C(13) C(14) H(14) 121.605 yes . . . C(15) C(14) H(14) 121.586 yes . . . C(14) C(15) H(15) 119.692 yes . . . C(16) C(15) H(15) 119.696 yes . . . C(15) C(16) H(16) 119.716 yes . . . C(17) C(16) H(16) 119.729 yes . . . C(16) C(17) H(17) 119.546 yes . . . C(18) C(17) H(17) 119.554 yes . . . C(13) C(18) H(18) 120.440 yes . . . C(17) C(18) H(18) 120.432 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) S(1) C(13) C(14) 151.8(7) no . . . . C(9) S(1) C(13) C(18) -25.8(10) no . . . . C(13) S(1) C(9) C(8) -91.1(9) no . . . . C(13) S(1) C(9) C(10) 90.0(10) no . . . . I(1) C(1) C(10) C(9) -4.6(19) no . . . . C(2) C(1) C(10) C(5) -4.7(17) no . . . . C(10) C(1) C(2) C(3) 4.9(19) no . . . . C(1) C(2) C(3) C(4) -2.7(19) no . . . . C(2) C(3) C(4) C(5) 1.0(18) no . . . . C(3) C(4) C(5) C(10) -1.3(18) no . . . . C(5) C(4) C(11) C(12) -1.8(13) no . . . . C(11) C(4) C(5) C(6) 2.5(13) no . . . . C(4) C(5) C(6) C(12) -2.2(12) no . . . . C(4) C(5) C(10) C(1) 3.0(16) no . . . . C(6) C(5) C(10) C(9) 0.2(16) no . . . . C(10) C(5) C(6) C(7) 1.6(16) no . . . . C(5) C(6) C(7) C(8) -2.2(17) no . . . . C(5) C(6) C(12) C(11) 0.9(11) no . . . . C(6) C(7) C(8) C(9) 1.2(19) no . . . . C(7) C(8) C(9) C(10) 0.6(19) no . . . . S(1) C(9) C(10) C(1) -2.9(20) no . . . . C(8) C(9) C(10) C(5) -1.2(16) no . . . . C(4) C(11) C(12) C(6) 0.5(12) no . . . . C(14) C(13) C(18) C(17) 5.2(18) no . . . . C(18) C(13) C(14) C(15) -3.8(17) no . . . . C(13) C(14) C(15) C(16) 0.6(18) no . . . . C(14) C(15) C(16) C(17) 1.1(20) no . . . . C(15) C(16) C(17) C(18) 0(2) no . . . . C(16) C(17) C(18) C(13) -3.4(19) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 I(1) S(1) 3.428(4) yes . . S(1) C(1) 3.446(12) yes . . C(1) C(4) 2.801(19) yes . . C(2) C(5) 2.768(18) yes . . C(3) C(10) 2.939(18) yes . . C(5) C(8) 2.721(18) yes . . C(6) C(9) 2.842(18) yes . . C(7) C(10) 2.890(19) yes . . C(8) C(13) 3.534(17) yes . . C(9) C(18) 3.081(17) yes . . C(10) C(18) 3.552(17) yes . . C(13) C(16) 2.772(17) yes . . C(14) C(17) 2.812(18) yes . . C(15) C(18) 2.790(19) yes . . I(1) C(16) 3.574(14) yes . 3_666 S(1) C(7) 3.498(14) yes . 1_455 C(7) S(1) 3.498(14) yes . 1_655 C(10) C(12) 3.581(17) yes . 1_455 C(11) C(12) 3.586(19) yes . 3_865 C(12) C(10) 3.581(17) yes . 1_655 C(12) C(11) 3.586(19) yes . 3_865 C(14) C(17) 3.264(19) yes . 1_455 C(16) I(1) 3.574(14) yes . 3_666 C(17) C(14) 3.264(19) yes . 1_655 I(1) H(2) 2.8640 yes . . I(1) H(18) 3.5133 yes . . S(1) H(8) 2.7141 yes . . S(1) H(14) 2.7875 yes . . S(1) H(18) 2.9206 yes . . C(1) H(3) 3.3154 yes . . C(1) H(18) 3.1720 yes . . C(3) H(11A) 2.9708 yes . . C(3) H(11B) 2.9694 yes . . C(4) H(2) 3.2686 yes . . C(4) H(12A) 3.1177 yes . . C(4) H(12B) 3.1113 yes . . C(5) H(3) 3.3126 yes . . C(5) H(7) 3.2684 yes . . C(5) H(11A) 3.0816 yes . . C(5) H(11B) 3.0598 yes . . C(5) H(12A) 3.0570 yes . . C(5) H(12B) 3.0689 yes . . C(6) H(8) 3.2166 yes . . C(6) H(11A) 3.1340 yes . . C(6) H(11B) 3.1277 yes . . C(7) H(12A) 2.9392 yes . . C(7) H(12B) 2.9480 yes . . C(8) H(18) 3.4482 yes . . C(9) H(7) 3.3240 yes . . C(9) H(18) 2.6799 yes . . C(10) H(2) 3.3366 yes . . C(10) H(8) 3.2832 yes . . C(10) H(18) 2.8461 yes . . C(11) H(3) 2.9101 yes . . C(12) H(7) 2.8771 yes . . C(13) H(8) 3.4840 yes . . C(13) H(15) 3.2834 yes . . C(13) H(17) 3.2523 yes . . C(14) H(16) 3.3016 yes . . C(14) H(18) 3.3025 yes . . C(15) H(17) 3.2518 yes . . C(16) H(14) 3.3119 yes . . C(16) H(18) 3.2540 yes . . C(17) H(15) 3.2449 yes . . C(18) H(14) 3.3031 yes . . C(18) H(16) 3.2582 yes . . H(2) H(3) 2.3808 yes . . H(3) H(11A) 3.0251 yes . . H(3) H(11B) 3.0309 yes . . H(7) H(8) 2.3506 yes . . H(7) H(12A) 2.9920 yes . . H(7) H(12B) 3.0098 yes . . H(11A) H(12A) 2.7747 yes . . H(11A) H(12B) 2.2627 yes . . H(11B) H(12A) 2.2628 yes . . H(11B) H(12B) 2.7793 yes . . H(14) H(15) 2.3810 yes . . H(15) H(16) 2.3466 yes . . H(16) H(17) 2.2921 yes . . H(17) H(18) 2.3577 yes . . I(1) H(8) 3.5232 yes . 2_645 I(1) H(15) 3.4791 yes . 3_666 I(1) H(16) 3.3613 yes . 3_666 I(1) H(16) 3.2796 yes . 3_766 I(1) H(17) 3.5949 yes . 3_766 I(1) H(18) 3.3500 yes . 1_455 S(1) H(2) 2.9950 yes . 2_655 S(1) H(18) 3.1653 yes . 1_455 C(1) H(11B) 2.9859 yes . 1_455 C(2) H(8) 3.2429 yes . 2_745 C(2) H(11B) 2.8978 yes . 1_455 C(2) H(14) 3.2312 yes . 2_645 C(3) H(8) 3.2460 yes . 2_745 C(3) H(11B) 3.0762 yes . 1_455 C(3) H(14) 3.0024 yes . 2_645 C(4) H(11B) 3.2371 yes . 1_455 C(4) H(12B) 3.0801 yes . 3_765 C(5) H(11B) 3.2726 yes . 1_455 C(5) H(12A) 2.9995 yes . 1_455 C(5) H(12B) 3.2888 yes . 3_765 C(6) H(11A) 3.0637 yes . 3_765 C(6) H(12A) 3.2644 yes . 1_455 C(6) H(12B) 3.3219 yes . 3_765 C(7) H(2) 3.4862 yes . 2_755 C(7) H(11A) 3.2090 yes . 3_765 C(7) H(12A) 3.3923 yes . 1_455 C(7) H(15) 3.1290 yes . 4_564 C(7) H(16) 3.3070 yes . 4_564 C(8) H(2) 3.3620 yes . 2_755 C(8) H(3) 3.5148 yes . 2_755 C(8) H(12A) 3.2210 yes . 1_455 C(8) H(15) 3.2792 yes . 4_564 C(9) H(12A) 2.9995 yes . 1_455 C(10) H(11B) 3.1815 yes . 1_455 C(10) H(12A) 2.8957 yes . 1_455 C(11) H(12A) 3.1851 yes . 3_865 C(11) H(12B) 3.0134 yes . 3_765 C(11) H(12B) 3.1077 yes . 3_865 C(11) H(14) 3.4916 yes . 2_745 C(11) H(15) 3.5361 yes . 2_745 C(12) H(11A) 3.2040 yes . 3_765 C(12) H(11A) 3.3639 yes . 3_865 C(12) H(11B) 3.4490 yes . 3_865 C(12) H(12A) 3.1539 yes . 3_865 C(12) H(12B) 3.1650 yes . 3_765 C(12) H(12B) 3.0757 yes . 3_865 C(13) H(3) 2.8712 yes . 2_755 C(13) H(17) 3.3650 yes . 1_455 C(14) H(3) 2.9000 yes . 2_755 C(14) H(11A) 3.4608 yes . 2_755 C(14) H(11B) 3.2940 yes . 2_755 C(14) H(17) 3.0134 yes . 1_455 C(15) H(3) 3.3087 yes . 2_755 C(15) H(7) 3.2444 yes . 4_565 C(15) H(11A) 3.1383 yes . 2_755 C(15) H(17) 3.4454 yes . 1_455 C(16) H(7) 3.0589 yes . 4_565 C(16) H(14) 3.3626 yes . 1_655 C(17) H(3) 3.5986 yes . 2_755 C(17) H(14) 3.0177 yes . 1_655 C(17) H(17) 3.1279 yes . 3_766 C(18) H(3) 3.2003 yes . 2_755 C(18) H(14) 3.4176 yes . 1_655 C(18) H(17) 3.3960 yes . 3_766 H(2) S(1) 2.9950 yes . 2_645 H(2) C(7) 3.4862 yes . 2_745 H(2) C(8) 3.3620 yes . 2_745 H(2) H(7) 3.1955 yes . 2_745 H(2) H(8) 3.1889 yes . 2_645 H(2) H(8) 2.9506 yes . 2_745 H(2) H(11B) 3.3096 yes . 1_455 H(2) H(14) 3.0613 yes . 2_645 H(3) C(8) 3.5148 yes . 2_745 H(3) C(13) 2.8712 yes . 2_745 H(3) C(14) 2.9000 yes . 2_745 H(3) C(15) 3.3087 yes . 2_745 H(3) C(17) 3.5986 yes . 2_745 H(3) C(18) 3.2003 yes . 2_745 H(3) H(8) 2.9462 yes . 2_745 H(3) H(14) 2.7003 yes . 2_645 H(3) H(14) 3.2190 yes . 2_745 H(7) C(15) 3.2444 yes . 4_564 H(7) C(16) 3.0589 yes . 4_564 H(7) H(2) 3.1955 yes . 2_755 H(7) H(11A) 3.2642 yes . 3_765 H(7) H(15) 2.8580 yes . 4_564 H(7) H(15) 3.3332 yes . 4_664 H(7) H(16) 2.5028 yes . 4_564 H(8) I(1) 3.5232 yes . 2_655 H(8) C(2) 3.2429 yes . 2_755 H(8) C(3) 3.2460 yes . 2_755 H(8) H(2) 3.1889 yes . 2_655 H(8) H(2) 2.9506 yes . 2_755 H(8) H(3) 2.9462 yes . 2_755 H(8) H(15) 3.0839 yes . 4_564 H(8) H(16) 3.3597 yes . 4_564 H(11A) C(6) 3.0637 yes . 3_765 H(11A) C(7) 3.2090 yes . 3_765 H(11A) C(12) 3.2040 yes . 3_765 H(11A) C(12) 3.3639 yes . 3_865 H(11A) C(14) 3.4608 yes . 2_745 H(11A) C(15) 3.1383 yes . 2_745 H(11A) H(7) 3.2642 yes . 3_765 H(11A) H(12A) 2.7368 yes . 3_865 H(11A) H(12B) 2.5470 yes . 3_765 H(11A) H(12B) 3.0955 yes . 3_865 H(11A) H(14) 3.3885 yes . 2_745 H(11A) H(15) 2.8015 yes . 2_745 H(11B) C(1) 2.9859 yes . 1_655 H(11B) C(2) 2.8978 yes . 1_655 H(11B) C(3) 3.0762 yes . 1_655 H(11B) C(4) 3.2371 yes . 1_655 H(11B) C(5) 3.2726 yes . 1_655 H(11B) C(10) 3.1815 yes . 1_655 H(11B) C(12) 3.4490 yes . 3_865 H(11B) C(14) 3.2940 yes . 2_745 H(11B) H(2) 3.3096 yes . 1_655 H(11B) H(12A) 3.2633 yes . 3_865 H(11B) H(12B) 2.7491 yes . 3_865 H(11B) H(14) 2.8393 yes . 2_745 H(11B) H(15) 3.4180 yes . 2_745 H(12A) C(5) 2.9995 yes . 1_655 H(12A) C(6) 3.2644 yes . 1_655 H(12A) C(7) 3.3923 yes . 1_655 H(12A) C(8) 3.2210 yes . 1_655 H(12A) C(9) 2.9995 yes . 1_655 H(12A) C(10) 2.8957 yes . 1_655 H(12A) C(11) 3.1851 yes . 3_865 H(12A) C(12) 3.1539 yes . 3_865 H(12A) H(11A) 2.7368 yes . 3_865 H(12A) H(11B) 3.2633 yes . 3_865 H(12A) H(12A) 3.2059 yes . 3_865 H(12A) H(12B) 2.6835 yes . 3_865 H(12A) H(15) 3.5705 yes . 4_664 H(12B) C(4) 3.0801 yes . 3_765 H(12B) C(5) 3.2888 yes . 3_765 H(12B) C(6) 3.3219 yes . 3_765 H(12B) C(11) 3.0134 yes . 3_765 H(12B) C(11) 3.1077 yes . 3_865 H(12B) C(12) 3.1650 yes . 3_765 H(12B) C(12) 3.0757 yes . 3_865 H(12B) H(11A) 2.5470 yes . 3_765 H(12B) H(11A) 3.0955 yes . 3_865 H(12B) H(11B) 2.7491 yes . 3_865 H(12B) H(12A) 2.6835 yes . 3_865 H(12B) H(12B) 2.7957 yes . 3_765 H(12B) H(12B) 3.0502 yes . 3_865 H(14) C(2) 3.2312 yes . 2_655 H(14) C(3) 3.0024 yes . 2_655 H(14) C(11) 3.4916 yes . 2_755 H(14) C(16) 3.3626 yes . 1_455 H(14) C(17) 3.0177 yes . 1_455 H(14) C(18) 3.4176 yes . 1_455 H(14) H(2) 3.0613 yes . 2_655 H(14) H(3) 2.7003 yes . 2_655 H(14) H(3) 3.2190 yes . 2_755 H(14) H(11A) 3.3885 yes . 2_755 H(14) H(11B) 2.8393 yes . 2_755 H(14) H(17) 3.0561 yes . 1_455 H(15) I(1) 3.4791 yes . 3_666 H(15) C(7) 3.1290 yes . 4_565 H(15) C(8) 3.2792 yes . 4_565 H(15) C(11) 3.5361 yes . 2_755 H(15) H(7) 3.3332 yes . 4_465 H(15) H(7) 2.8580 yes . 4_565 H(15) H(8) 3.0839 yes . 4_565 H(15) H(11A) 2.8015 yes . 2_755 H(15) H(11B) 3.4180 yes . 2_755 H(15) H(12A) 3.5705 yes . 4_465 H(15) H(16) 3.5112 yes . 1_455 H(16) I(1) 3.3613 yes . 3_666 H(16) I(1) 3.2796 yes . 3_766 H(16) C(7) 3.3070 yes . 4_565 H(16) H(7) 2.5028 yes . 4_565 H(16) H(8) 3.3597 yes . 4_565 H(16) H(15) 3.5112 yes . 1_655 H(17) I(1) 3.5949 yes . 3_766 H(17) C(13) 3.3650 yes . 1_655 H(17) C(14) 3.0134 yes . 1_655 H(17) C(15) 3.4454 yes . 1_655 H(17) C(17) 3.1279 yes . 3_766 H(17) C(18) 3.3960 yes . 3_766 H(17) H(14) 3.0561 yes . 1_655 H(17) H(17) 3.0581 yes . 3_766 H(17) H(18) 3.5501 yes . 3_766 H(18) I(1) 3.3500 yes . 1_655 H(18) S(1) 3.1653 yes . 1_655 H(18) H(17) 3.5501 yes . 3_766 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'A5.cif' data_Ferg79-2 _database_code_depnum_ccdc_archive 'CCDC 816084' #TrackingRef 'A5.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H13 I Se' _chemical_formula_moiety 'C18 H13 I Se' _chemical_formula_weight 435.17 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 7.3312(19) _cell_length_b 10.845(3) _cell_length_c 18.220(5) _cell_angle_alpha 90.0000 _cell_angle_beta 95.673(8) _cell_angle_gamma 90.0000 _cell_volume 1441.5(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 5522 _cell_measurement_theta_min 1.88 _cell_measurement_theta_max 26.37 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 2.005 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832.00 _exptl_absorpt_coefficient_mu 4.734 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.518 _exptl_absorpt_correction_T_max 0.868 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 11971 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_theta_max 26.36 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 18 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3087 _reflns_number_gt 2571 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1582 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2926 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.264 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0769P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 1.700 _refine_diff_density_min -2.000 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; I I -0.474 1.812 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Se Se -0.093 2.226 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 I(1) I 1.34644(6) 1.15518(4) 0.38494(3) 0.0287(2) Uani 1.00 4 d . . . Se(1) Se 1.27786(10) 0.88575(7) 0.46536(4) 0.0277(2) Uani 1.00 4 d . . . C(1) C 1.0388(9) 0.8995(6) 0.4112(4) 0.0229(15) Uani 1.00 4 d . . . C(2) C 0.8990(10) 0.8211(6) 0.4285(4) 0.0266(16) Uani 1.00 4 d . . . C(3) C 0.7274(9) 0.8141(7) 0.3887(4) 0.0260(16) Uani 1.00 4 d . . . C(4) C 0.6914(9) 0.8861(6) 0.3278(4) 0.0239(16) Uani 1.00 4 d . . . C(5) C 0.8284(9) 0.9713(6) 0.3096(4) 0.0212(14) Uani 1.00 4 d . . . C(6) C 0.7662(9) 1.0418(6) 0.2477(4) 0.0248(15) Uani 1.00 4 d . . . C(7) C 0.8777(11) 1.1316(7) 0.2240(4) 0.0291(17) Uani 1.00 4 d . . . C(8) C 1.0476(11) 1.1525(7) 0.2651(4) 0.0293(17) Uani 1.00 4 d . . . C(9) C 1.1071(9) 1.0848(6) 0.3256(4) 0.0252(15) Uani 1.00 4 d . . . C(10) C 1.0011(9) 0.9853(6) 0.3510(4) 0.0187(13) Uani 1.00 4 d . . . C(11) C 0.5277(9) 0.8962(6) 0.2710(4) 0.0256(16) Uani 1.00 4 d . . . C(12) C 0.5759(10) 1.0003(7) 0.2183(4) 0.0300(16) Uani 1.00 4 d . . . C(13) C 1.2450(9) 0.7311(7) 0.5154(4) 0.0253(15) Uani 1.00 4 d . . . C(14) C 1.1862(10) 0.7299(7) 0.5847(4) 0.0297(17) Uani 1.00 4 d . . . C(15) C 1.1588(10) 0.6204(8) 0.6207(4) 0.0299(17) Uani 1.00 4 d . . . C(16) C 1.1909(9) 0.5088(7) 0.5868(4) 0.0287(16) Uani 1.00 4 d . . . C(17) C 1.2537(10) 0.5091(7) 0.5173(5) 0.0342(18) Uani 1.00 4 d . . . C(18) C 1.2802(10) 0.6189(7) 0.4814(4) 0.0279(16) Uani 1.00 4 d . . . H(2) H 0.9224 0.7688 0.4702 0.032 Uiso 1.00 4 calc R . . H(3) H 0.6365 0.7599 0.4038 0.031 Uiso 1.00 4 calc R . . H(7) H 0.8413 1.1785 0.1810 0.035 Uiso 1.00 4 calc R . . H(8) H 1.1239 1.2166 0.2500 0.035 Uiso 1.00 4 calc R . . H(11A) H 0.4159 0.9172 0.2947 0.031 Uiso 1.00 4 calc R . . H(11B) H 0.5068 0.8176 0.2439 0.031 Uiso 1.00 4 calc R . . H(12A) H 0.5750 0.9692 0.1672 0.036 Uiso 1.00 4 calc R . . H(12B) H 0.4874 1.0692 0.2189 0.036 Uiso 1.00 4 calc R . . H(14) H 1.1640 0.8057 0.6083 0.036 Uiso 1.00 4 calc R . . H(15) H 1.1181 0.6213 0.6686 0.036 Uiso 1.00 4 calc R . . H(16) H 1.1701 0.4331 0.6108 0.034 Uiso 1.00 4 calc R . . H(17) H 1.2787 0.4332 0.4943 0.041 Uiso 1.00 4 calc R . . H(18) H 1.3221 0.6183 0.4337 0.033 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I(1) 0.0296(3) 0.0257(3) 0.0311(4) -0.00525(18) 0.0041(2) 0.00131(19) Se(1) 0.0238(4) 0.0252(4) 0.0342(5) -0.0001(3) 0.0026(3) 0.0070(3) C(1) 0.024(4) 0.018(3) 0.028(4) 0.002(3) 0.009(3) -0.000(3) C(2) 0.030(4) 0.019(3) 0.033(4) 0.002(3) 0.010(3) 0.005(3) C(3) 0.022(3) 0.021(3) 0.037(4) 0.003(3) 0.011(3) 0.005(3) C(4) 0.023(4) 0.016(3) 0.033(4) -0.001(3) 0.005(3) -0.005(3) C(5) 0.027(3) 0.012(3) 0.026(4) -0.001(3) 0.010(3) -0.007(3) C(6) 0.031(4) 0.022(3) 0.020(4) 0.003(3) -0.001(3) -0.001(3) C(7) 0.041(4) 0.027(4) 0.021(4) -0.004(3) 0.006(3) 0.003(3) C(8) 0.037(4) 0.026(4) 0.026(4) -0.007(3) 0.011(4) -0.002(3) C(9) 0.024(4) 0.025(4) 0.027(4) -0.000(3) 0.006(3) -0.004(3) C(10) 0.025(3) 0.013(3) 0.018(3) 0.004(2) 0.003(3) -0.004(2) C(11) 0.021(4) 0.024(3) 0.032(4) -0.001(3) 0.006(3) -0.006(3) C(12) 0.029(4) 0.032(4) 0.027(4) -0.003(3) -0.003(3) 0.006(3) C(13) 0.023(3) 0.025(4) 0.027(4) 0.004(3) -0.001(3) 0.002(3) C(14) 0.031(4) 0.021(4) 0.038(5) 0.005(3) 0.010(3) 0.000(3) C(15) 0.032(4) 0.031(4) 0.026(4) -0.001(3) 0.001(3) -0.000(3) C(16) 0.027(4) 0.025(4) 0.034(4) -0.002(3) 0.006(3) 0.003(3) C(17) 0.031(4) 0.023(4) 0.046(5) 0.006(3) -0.005(4) -0.003(4) C(18) 0.027(4) 0.032(4) 0.025(4) 0.004(3) 0.003(3) -0.003(3) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 I(1) C(9) 2.110(7) yes . . Se(1) C(1) 1.930(7) yes . . Se(1) C(13) 1.935(7) yes . . C(1) C(2) 1.391(10) yes . . C(1) C(10) 1.444(9) yes . . C(2) C(3) 1.390(10) yes . . C(3) C(4) 1.361(10) yes . . C(4) C(5) 1.428(9) yes . . C(4) C(11) 1.510(10) yes . . C(5) C(6) 1.401(9) yes . . C(5) C(10) 1.417(9) yes . . C(6) C(7) 1.368(11) yes . . C(6) C(12) 1.513(10) yes . . C(7) C(8) 1.407(11) yes . . C(8) C(9) 1.360(10) yes . . C(9) C(10) 1.433(10) yes . . C(11) C(12) 1.545(11) yes . . C(13) C(14) 1.374(11) yes . . C(13) C(18) 1.401(10) yes . . C(14) C(15) 1.381(11) yes . . C(15) C(16) 1.390(11) yes . . C(16) C(17) 1.389(12) yes . . C(17) C(18) 1.382(11) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) Se(1) C(13) 99.1(3) yes . . . Se(1) C(1) C(2) 119.3(5) yes . . . Se(1) C(1) C(10) 122.3(5) yes . . . C(2) C(1) C(10) 118.4(6) yes . . . C(1) C(2) C(3) 124.4(7) yes . . . C(2) C(3) C(4) 119.1(7) yes . . . C(3) C(4) C(5) 118.5(6) yes . . . C(3) C(4) C(11) 132.7(6) yes . . . C(5) C(4) C(11) 108.9(6) yes . . . C(4) C(5) C(6) 111.1(6) yes . . . C(4) C(5) C(10) 123.9(6) yes . . . C(6) C(5) C(10) 125.0(6) yes . . . C(5) C(6) C(7) 119.0(6) yes . . . C(5) C(6) C(12) 109.7(6) yes . . . C(7) C(6) C(12) 131.2(6) yes . . . C(6) C(7) C(8) 118.2(7) yes . . . C(7) C(8) C(9) 122.7(7) yes . . . I(1) C(9) C(8) 113.8(5) yes . . . I(1) C(9) C(10) 123.8(5) yes . . . C(8) C(9) C(10) 121.8(6) yes . . . C(1) C(10) C(5) 115.5(6) yes . . . C(1) C(10) C(9) 131.4(6) yes . . . C(5) C(10) C(9) 113.1(6) yes . . . C(4) C(11) C(12) 105.3(6) yes . . . C(6) C(12) C(11) 104.9(6) yes . . . Se(1) C(13) C(14) 120.5(5) yes . . . Se(1) C(13) C(18) 120.5(6) yes . . . C(14) C(13) C(18) 119.1(7) yes . . . C(13) C(14) C(15) 121.2(7) yes . . . C(14) C(15) C(16) 119.9(7) yes . . . C(15) C(16) C(17) 119.3(7) yes . . . C(16) C(17) C(18) 120.6(7) yes . . . C(13) C(18) C(17) 119.9(7) yes . . . C(1) C(2) H(2) 117.821 yes . . . C(3) C(2) H(2) 117.826 yes . . . C(2) C(3) H(3) 120.461 yes . . . C(4) C(3) H(3) 120.456 yes . . . C(6) C(7) H(7) 120.922 yes . . . C(8) C(7) H(7) 120.912 yes . . . C(7) C(8) H(8) 118.644 yes . . . C(9) C(8) H(8) 118.639 yes . . . C(4) C(11) H(11A) 110.692 yes . . . C(4) C(11) H(11B) 110.687 yes . . . C(12) C(11) H(11A) 110.681 yes . . . C(12) C(11) H(11B) 110.680 yes . . . H(11A) C(11) H(11B) 108.798 yes . . . C(6) C(12) H(12A) 110.758 yes . . . C(6) C(12) H(12B) 110.763 yes . . . C(11) C(12) H(12A) 110.764 yes . . . C(11) C(12) H(12B) 110.756 yes . . . H(12A) C(12) H(12B) 108.843 yes . . . C(13) C(14) H(14) 119.376 yes . . . C(15) C(14) H(14) 119.380 yes . . . C(14) C(15) H(15) 120.034 yes . . . C(16) C(15) H(15) 120.042 yes . . . C(15) C(16) H(16) 120.358 yes . . . C(17) C(16) H(16) 120.356 yes . . . C(16) C(17) H(17) 119.725 yes . . . C(18) C(17) H(17) 119.709 yes . . . C(13) C(18) H(18) 120.058 yes . . . C(17) C(18) H(18) 120.054 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) Se(1) C(13) C(14) -92.6(5) no . . . . C(1) Se(1) C(13) C(18) 87.2(5) no . . . . C(13) Se(1) C(1) C(2) 11.9(5) no . . . . Se(1) C(1) C(10) C(9) -10.4(10) no . . . . C(2) C(1) C(10) C(5) -6.8(9) no . . . . C(10) C(1) C(2) C(3) 4.1(11) no . . . . C(1) C(2) C(3) C(4) 1.4(11) no . . . . C(2) C(3) C(4) C(5) -3.5(10) no . . . . C(3) C(4) C(5) C(10) 0.3(10) no . . . . C(5) C(4) C(11) C(12) -2.4(7) no . . . . C(11) C(4) C(5) C(6) 3.1(8) no . . . . C(4) C(5) C(6) C(12) -2.5(8) no . . . . C(4) C(5) C(10) C(1) 4.9(9) no . . . . C(6) C(5) C(10) C(9) 2.8(9) no . . . . C(10) C(5) C(6) C(7) 0.1(10) no . . . . C(5) C(6) C(7) C(8) -2.6(10) no . . . . C(5) C(6) C(12) C(11) 0.8(7) no . . . . C(6) C(7) C(8) C(9) 2.1(11) no . . . . C(7) C(8) C(9) C(10) 1.1(11) no . . . . I(1) C(9) C(10) C(1) -11.2(10) no . . . . C(8) C(9) C(10) C(5) -3.4(9) no . . . . C(4) C(11) C(12) C(6) 1.0(7) no . . . . C(14) C(13) C(18) C(17) 0.7(10) no . . . . C(18) C(13) C(14) C(15) -1.0(10) no . . . . C(13) C(14) C(15) C(16) 0.0(10) no . . . . C(14) C(15) C(16) C(17) 1.2(10) no . . . . C(15) C(16) C(17) C(18) -1.5(10) no . . . . C(16) C(17) C(18) C(13) 0.6(10) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 I(1) Se(1) 3.3291(11) yes . . Se(1) C(9) 3.475(7) yes . . C(1) C(4) 2.837(9) yes . . C(2) C(5) 2.719(10) yes . . C(2) C(13) 3.017(10) yes . . C(2) C(14) 3.512(10) yes . . C(3) C(6) 3.595(10) yes . . C(3) C(10) 2.866(10) yes . . C(5) C(8) 2.713(10) yes . . C(6) C(9) 2.789(9) yes . . C(7) C(10) 2.877(10) yes . . C(13) C(16) 2.787(10) yes . . C(14) C(17) 2.758(11) yes . . C(15) C(18) 2.772(11) yes . . I(1) C(13) 3.565(7) yes . 3_876 C(3) C(16) 3.573(10) yes . 3_766 C(9) C(14) 3.468(11) yes . 3_776 C(12) C(16) 3.519(10) yes . 4_464 C(13) I(1) 3.565(7) yes . 3_876 C(14) C(9) 3.468(11) yes . 3_776 C(16) C(3) 3.573(10) yes . 3_766 C(16) C(12) 3.519(10) yes . 4_665 I(1) H(8) 2.8915 yes . . Se(1) H(2) 2.9072 yes . . Se(1) H(14) 2.9439 yes . . Se(1) H(18) 2.9807 yes . . C(1) H(3) 3.3062 yes . . C(3) H(11A) 2.9367 yes . . C(3) H(11B) 2.9561 yes . . C(4) H(2) 3.2162 yes . . C(4) H(12A) 3.0998 yes . . C(4) H(12B) 3.0869 yes . . C(5) H(3) 3.2654 yes . . C(5) H(7) 3.2543 yes . . C(5) H(11A) 3.0657 yes . . C(5) H(11B) 3.0355 yes . . C(5) H(12A) 3.0378 yes . . C(5) H(12B) 3.0479 yes . . C(6) H(8) 3.2324 yes . . C(6) H(11A) 3.0966 yes . . C(6) H(11B) 3.0838 yes . . C(7) H(12A) 2.9399 yes . . C(7) H(12B) 2.9324 yes . . C(9) H(7) 3.2798 yes . . C(10) H(2) 3.2868 yes . . C(10) H(8) 3.2898 yes . . C(11) H(3) 2.8811 yes . . C(12) H(7) 2.8714 yes . . C(13) H(2) 2.4605 yes . . C(13) H(15) 3.2540 yes . . C(13) H(17) 3.2666 yes . . C(14) H(2) 2.7348 yes . . C(14) H(16) 3.2574 yes . . C(14) H(18) 3.2513 yes . . C(15) H(2) 3.4899 yes . . C(15) H(17) 3.2556 yes . . C(16) H(14) 3.2528 yes . . C(16) H(18) 3.2630 yes . . C(17) H(15) 3.2574 yes . . C(18) H(2) 3.0748 yes . . C(18) H(14) 3.2511 yes . . C(18) H(16) 3.2638 yes . . H(2) H(3) 2.3155 yes . . H(2) H(14) 2.9591 yes . . H(2) H(18) 3.4746 yes . . H(3) H(11A) 2.9740 yes . . H(3) H(11B) 3.0404 yes . . H(7) H(8) 2.3506 yes . . H(7) H(12A) 2.9888 yes . . H(7) H(12B) 2.9946 yes . . H(11A) H(12A) 2.7584 yes . . H(11A) H(12B) 2.2452 yes . . H(11B) H(12A) 2.2453 yes . . H(11B) H(12B) 2.7673 yes . . H(14) H(15) 2.3221 yes . . H(15) H(16) 2.3455 yes . . H(16) H(17) 2.3401 yes . . H(17) H(18) 2.3287 yes . . I(1) H(2) 3.5447 yes . 3_776 I(1) H(11A) 3.1282 yes . 1_655 I(1) H(11B) 3.2043 yes . 2_755 I(1) H(12A) 3.5972 yes . 2_755 I(1) H(12B) 3.4220 yes . 1_655 Se(1) H(3) 3.2584 yes . 1_655 Se(1) H(7) 3.5308 yes . 2_745 Se(1) H(11A) 3.3808 yes . 1_655 C(1) H(7) 3.1042 yes . 2_745 C(1) H(14) 3.5283 yes . 3_776 C(2) H(7) 3.2778 yes . 2_745 C(2) H(8) 3.4311 yes . 2_745 C(2) H(16) 2.8798 yes . 3_766 C(2) H(17) 3.4123 yes . 3_766 C(3) H(8) 3.0391 yes . 2_745 C(3) H(12B) 3.5737 yes . 2_645 C(3) H(16) 2.7838 yes . 3_766 C(3) H(17) 3.4290 yes . 3_766 C(4) H(8) 2.7570 yes . 2_745 C(5) H(8) 3.0006 yes . 2_745 C(5) H(14) 2.8406 yes . 3_776 C(6) H(14) 3.1000 yes . 3_776 C(6) H(15) 3.5487 yes . 4_564 C(6) H(18) 3.4068 yes . 2_755 C(7) H(11B) 3.5608 yes . 2_655 C(7) H(14) 3.1730 yes . 3_776 C(7) H(15) 3.3161 yes . 3_776 C(7) H(15) 3.4642 yes . 4_564 C(7) H(16) 3.1962 yes . 4_564 C(7) H(18) 3.0968 yes . 2_755 C(8) H(12B) 3.5301 yes . 1_655 C(8) H(14) 2.9383 yes . 3_776 C(8) H(15) 3.0394 yes . 3_776 C(8) H(15) 3.5154 yes . 4_564 C(8) H(16) 3.1733 yes . 4_564 C(9) H(11A) 2.9996 yes . 1_655 C(9) H(12B) 3.5575 yes . 1_655 C(9) H(14) 2.6983 yes . 3_776 C(9) H(15) 3.5956 yes . 3_776 C(10) H(7) 3.5887 yes . 2_745 C(10) H(8) 3.5191 yes . 2_745 C(10) H(11A) 3.3862 yes . 1_655 C(10) H(14) 2.7064 yes . 3_776 C(11) H(8) 3.2647 yes . 2_745 C(11) H(12B) 3.5541 yes . 2_645 C(11) H(15) 3.3803 yes . 4_464 C(12) H(11B) 3.5727 yes . 2_655 C(12) H(16) 3.4728 yes . 4_464 C(12) H(18) 3.2063 yes . 2_755 C(14) H(11B) 3.5842 yes . 4_665 C(15) H(11A) 3.5483 yes . 4_665 C(15) H(11B) 3.2960 yes . 4_665 C(15) H(12A) 3.2340 yes . 4_665 C(15) H(12B) 3.5180 yes . 4_665 C(16) H(2) 3.2641 yes . 3_766 C(16) H(3) 3.1740 yes . 3_766 C(16) H(12A) 3.0527 yes . 4_665 C(16) H(12B) 3.1938 yes . 4_665 C(17) H(2) 3.2953 yes . 3_766 C(17) H(3) 3.3152 yes . 3_766 C(17) H(12A) 3.4339 yes . 4_665 C(17) H(17) 3.5117 yes . 3_866 C(17) H(18) 3.4394 yes . 3_866 C(18) H(3) 3.4478 yes . 1_655 C(18) H(7) 3.0735 yes . 2_745 C(18) H(12A) 3.4152 yes . 2_745 C(18) H(16) 3.5971 yes . 3_766 C(18) H(17) 3.2699 yes . 3_866 H(2) I(1) 3.5447 yes . 3_776 H(2) C(16) 3.2641 yes . 3_766 H(2) C(17) 3.2953 yes . 3_766 H(2) H(7) 3.5339 yes . 2_745 H(2) H(16) 2.6889 yes . 3_766 H(2) H(17) 2.7530 yes . 3_766 H(3) Se(1) 3.2584 yes . 1_455 H(3) C(16) 3.1740 yes . 3_766 H(3) C(17) 3.3152 yes . 3_766 H(3) C(18) 3.4478 yes . 1_455 H(3) H(8) 3.4831 yes . 2_745 H(3) H(12B) 3.1148 yes . 2_645 H(3) H(16) 2.5562 yes . 3_766 H(3) H(17) 2.8259 yes . 3_766 H(3) H(18) 2.8658 yes . 1_455 H(7) Se(1) 3.5308 yes . 2_755 H(7) C(1) 3.1042 yes . 2_755 H(7) C(2) 3.2778 yes . 2_755 H(7) C(10) 3.5887 yes . 2_755 H(7) C(18) 3.0735 yes . 2_755 H(7) H(2) 3.5339 yes . 2_755 H(7) H(11A) 3.2585 yes . 2_655 H(7) H(11B) 3.3687 yes . 2_655 H(7) H(15) 3.4848 yes . 3_776 H(7) H(16) 3.0855 yes . 4_564 H(7) H(18) 2.3948 yes . 2_755 H(8) C(2) 3.4311 yes . 2_755 H(8) C(3) 3.0391 yes . 2_755 H(8) C(4) 2.7570 yes . 2_755 H(8) C(5) 3.0006 yes . 2_755 H(8) C(10) 3.5191 yes . 2_755 H(8) C(11) 3.2647 yes . 2_755 H(8) H(3) 3.4831 yes . 2_755 H(8) H(11B) 2.9127 yes . 2_755 H(8) H(12B) 3.2062 yes . 1_655 H(8) H(14) 3.5006 yes . 3_776 H(8) H(15) 2.9927 yes . 3_776 H(8) H(16) 3.0573 yes . 4_564 H(11A) I(1) 3.1282 yes . 1_455 H(11A) Se(1) 3.3808 yes . 1_455 H(11A) C(9) 2.9996 yes . 1_455 H(11A) C(10) 3.3862 yes . 1_455 H(11A) C(15) 3.5483 yes . 4_464 H(11A) H(7) 3.2585 yes . 2_645 H(11A) H(15) 3.0383 yes . 4_464 H(11B) I(1) 3.2043 yes . 2_745 H(11B) C(7) 3.5608 yes . 2_645 H(11B) C(12) 3.5727 yes . 2_645 H(11B) C(14) 3.5842 yes . 4_464 H(11B) C(15) 3.2960 yes . 4_464 H(11B) H(7) 3.3687 yes . 2_645 H(11B) H(8) 2.9127 yes . 2_745 H(11B) H(12B) 2.7776 yes . 2_645 H(11B) H(15) 3.1092 yes . 4_464 H(12A) I(1) 3.5972 yes . 2_745 H(12A) C(15) 3.2340 yes . 4_464 H(12A) C(16) 3.0527 yes . 4_464 H(12A) C(17) 3.4339 yes . 4_464 H(12A) C(18) 3.4152 yes . 2_755 H(12A) H(15) 3.4930 yes . 4_464 H(12A) H(16) 3.2231 yes . 4_464 H(12A) H(17) 3.2538 yes . 2_755 H(12A) H(18) 2.6154 yes . 2_755 H(12B) I(1) 3.4220 yes . 1_455 H(12B) C(3) 3.5737 yes . 2_655 H(12B) C(8) 3.5301 yes . 1_455 H(12B) C(9) 3.5575 yes . 1_455 H(12B) C(11) 3.5541 yes . 2_655 H(12B) C(15) 3.5180 yes . 4_464 H(12B) C(16) 3.1938 yes . 4_464 H(12B) H(3) 3.1148 yes . 2_655 H(12B) H(8) 3.2062 yes . 1_455 H(12B) H(11B) 2.7776 yes . 2_655 H(12B) H(15) 3.4565 yes . 4_464 H(12B) H(16) 2.8956 yes . 4_464 H(12B) H(18) 3.2757 yes . 2_755 H(14) C(1) 3.5283 yes . 3_776 H(14) C(5) 2.8406 yes . 3_776 H(14) C(6) 3.1000 yes . 3_776 H(14) C(7) 3.1730 yes . 3_776 H(14) C(8) 2.9383 yes . 3_776 H(14) C(9) 2.6983 yes . 3_776 H(14) C(10) 2.7064 yes . 3_776 H(14) H(8) 3.5006 yes . 3_776 H(15) C(6) 3.5487 yes . 4_565 H(15) C(7) 3.3161 yes . 3_776 H(15) C(7) 3.4642 yes . 4_565 H(15) C(8) 3.0394 yes . 3_776 H(15) C(8) 3.5154 yes . 4_565 H(15) C(9) 3.5956 yes . 3_776 H(15) C(11) 3.3803 yes . 4_665 H(15) H(7) 3.4848 yes . 3_776 H(15) H(8) 2.9927 yes . 3_776 H(15) H(11A) 3.0383 yes . 4_665 H(15) H(11B) 3.1092 yes . 4_665 H(15) H(12A) 3.4930 yes . 4_665 H(15) H(12B) 3.4565 yes . 4_665 H(16) C(2) 2.8798 yes . 3_766 H(16) C(3) 2.7838 yes . 3_766 H(16) C(7) 3.1962 yes . 4_565 H(16) C(8) 3.1733 yes . 4_565 H(16) C(12) 3.4728 yes . 4_665 H(16) C(18) 3.5971 yes . 3_766 H(16) H(2) 2.6889 yes . 3_766 H(16) H(3) 2.5562 yes . 3_766 H(16) H(7) 3.0855 yes . 4_565 H(16) H(8) 3.0573 yes . 4_565 H(16) H(12A) 3.2231 yes . 4_665 H(16) H(12B) 2.8956 yes . 4_665 H(17) C(2) 3.4123 yes . 3_766 H(17) C(3) 3.4290 yes . 3_766 H(17) C(17) 3.5117 yes . 3_866 H(17) C(18) 3.2699 yes . 3_866 H(17) H(2) 2.7530 yes . 3_766 H(17) H(3) 2.8259 yes . 3_766 H(17) H(12A) 3.2538 yes . 2_745 H(17) H(17) 3.5413 yes . 3_866 H(17) H(18) 3.1369 yes . 3_866 H(18) C(6) 3.4068 yes . 2_745 H(18) C(7) 3.0968 yes . 2_745 H(18) C(12) 3.2063 yes . 2_745 H(18) C(17) 3.4394 yes . 3_866 H(18) H(3) 2.8658 yes . 1_655 H(18) H(7) 2.3948 yes . 2_745 H(18) H(12A) 2.6154 yes . 2_745 H(18) H(12B) 3.2757 yes . 2_745 H(18) H(17) 3.1369 yes . 3_866 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'A6.cif' data_Ferg86-4off _database_code_depnum_ccdc_archive 'CCDC 816085' #TrackingRef 'A6.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H13 I Te' _chemical_formula_moiety 'C18 H13 I Te' _chemical_formula_weight 483.81 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 5.9391(18) _cell_length_b 22.301(6) _cell_length_c 22.556(6) _cell_angle_alpha 90.0000 _cell_angle_beta 90.069(9) _cell_angle_gamma 90.0000 _cell_volume 2987.5(15) _cell_formula_units_Z 8 _cell_measurement_reflns_used 11724 _cell_measurement_theta_min 0.90 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 2.151 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808.00 _exptl_absorpt_coefficient_mu 4.046 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.509 _exptl_absorpt_correction_T_max 0.922 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 25932 _diffrn_reflns_av_R_equivalents 0.0779 _diffrn_reflns_theta_max 29.10 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.869 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 30 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 7133 _reflns_number_gt 5721 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0953 _refine_ls_wR_factor_ref 0.3291 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 6960 _refine_ls_number_parameters 361 _refine_ls_goodness_of_fit_ref 1.234 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1558P)^2^+65.4676P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.028 _refine_diff_density_max 2.790 _refine_diff_density_min -3.560 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; I I -0.474 1.812 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Te Te -0.531 1.675 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 I(1) I 0.82511(19) 0.50425(5) 0.29229(5) 0.0319(3) Uani 1.00 4 d . . . I(2) I 0.31776(19) 0.50379(5) 0.18746(5) 0.0317(3) Uani 1.00 4 d . . . Te(1) Te 1.05625(17) 0.36701(4) 0.30767(5) 0.0251(3) Uani 1.00 4 d . . . Te(2) Te 0.55281(17) 0.36593(4) 0.18408(5) 0.0241(3) Uani 1.00 4 d . . . C(1) C 0.619(3) 0.4703(6) 0.3576(7) 0.025(3) Uani 1.00 4 d . . . C(2) C 0.437(3) 0.5055(7) 0.3716(9) 0.035(4) Uani 1.00 4 d . . . C(3) C 0.293(3) 0.4943(8) 0.4179(10) 0.041(5) Uani 1.00 4 d . . . C(4) C 0.341(3) 0.4471(8) 0.4563(8) 0.034(4) Uani 1.00 4 d . . . C(5) C 0.526(3) 0.4096(8) 0.4426(8) 0.033(4) Uani 1.00 4 d . . . C(6) C 0.551(3) 0.3641(8) 0.4864(8) 0.031(3) Uani 1.00 4 d . . . C(7) C 0.731(3) 0.3248(7) 0.4777(7) 0.025(3) Uani 1.00 4 d . . . C(8) C 0.870(3) 0.3291(7) 0.4257(7) 0.030(3) Uani 1.00 4 d . . . C(9) C 0.842(2) 0.3731(7) 0.3857(8) 0.027(3) Uani 1.00 4 d . . . C(10) C 0.670(3) 0.4182(7) 0.3927(7) 0.027(3) Uani 1.00 4 d . . . C(11) C 0.234(3) 0.4252(9) 0.5126(9) 0.042(5) Uani 1.00 4 d . . . C(12) C 0.367(3) 0.3711(8) 0.5282(8) 0.033(4) Uani 1.00 4 d . . . C(13) C 1.157(3) 0.2758(8) 0.3235(7) 0.027(3) Uani 1.00 4 d . . . C(14) C 1.365(3) 0.2648(8) 0.3476(9) 0.037(4) Uani 1.00 4 d . . . C(15) C 1.435(3) 0.2077(9) 0.3528(9) 0.037(4) Uani 1.00 4 d . . . C(16) C 1.306(3) 0.1596(9) 0.3317(8) 0.040(4) Uani 1.00 4 d . . . C(17) C 1.095(3) 0.1700(7) 0.3081(8) 0.030(3) Uani 1.00 4 d . . . C(18) C 1.022(3) 0.2293(7) 0.3012(6) 0.023(3) Uani 1.00 4 d . . . C(21) C 0.113(2) 0.4654(7) 0.1238(8) 0.027(3) Uani 1.00 4 d . . . C(22) C -0.075(3) 0.4995(7) 0.1072(10) 0.036(4) Uani 1.00 4 d . . . C(23) C -0.220(3) 0.4845(8) 0.0621(8) 0.032(4) Uani 1.00 4 d . . . C(24) C -0.168(2) 0.4310(7) 0.0282(7) 0.025(3) Uani 1.00 4 d . . . C(25) C 0.017(3) 0.3971(8) 0.0463(7) 0.029(3) Uani 1.00 4 d . . . C(26) C 0.042(3) 0.3471(8) 0.0091(7) 0.028(3) Uani 1.00 4 d . . . C(27) C 0.218(3) 0.3091(8) 0.0201(8) 0.032(4) Uani 1.00 4 d . . . C(28) C 0.361(3) 0.3180(7) 0.0683(7) 0.024(3) Uani 1.00 4 d . . . C(29) C 0.342(3) 0.3661(6) 0.1064(7) 0.022(3) Uani 1.00 4 d . . . C(30) C 0.162(2) 0.4100(6) 0.0951(7) 0.022(3) Uani 1.00 4 d . . . C(31) C -0.281(2) 0.4027(8) -0.0241(7) 0.031(4) Uani 1.00 4 d . . . C(32) C -0.147(3) 0.3458(9) -0.0367(9) 0.038(4) Uani 1.00 4 d . . . C(33) C 0.662(2) 0.2767(7) 0.1723(7) 0.023(3) Uani 1.00 4 d . . . C(34) C 0.870(2) 0.2642(7) 0.1479(7) 0.027(3) Uani 1.00 4 d . . . C(35) C 0.944(2) 0.2060(7) 0.1425(7) 0.025(3) Uani 1.00 4 d . . . C(36) C 0.816(3) 0.1584(7) 0.1615(7) 0.027(3) Uani 1.00 4 d . . . C(37) C 0.603(3) 0.1695(8) 0.1886(8) 0.034(4) Uani 1.00 4 d . . . C(38) C 0.531(3) 0.2284(7) 0.1934(7) 0.025(3) Uani 1.00 4 d . . . H(2) H 0.4082 0.5397 0.3477 0.042 Uiso 1.00 4 calc R . . H(3) H 0.1635 0.5185 0.4238 0.049 Uiso 1.00 4 calc R . . H(7) H 0.7620 0.2949 0.5065 0.030 Uiso 1.00 4 calc R . . H(8) H 0.9841 0.3000 0.4194 0.036 Uiso 1.00 4 calc R . . H(11A) H 0.2447 0.4559 0.5442 0.050 Uiso 1.00 4 calc R . . H(11B) H 0.0741 0.4149 0.5061 0.050 Uiso 1.00 4 calc R . . H(12A) H 0.4283 0.3752 0.5689 0.039 Uiso 1.00 4 calc R . . H(12B) H 0.2694 0.3352 0.5271 0.039 Uiso 1.00 4 calc R . . H(14) H 1.4584 0.2970 0.3605 0.044 Uiso 1.00 4 calc R . . H(15) H 1.5763 0.1997 0.3711 0.044 Uiso 1.00 4 calc R . . H(16) H 1.3639 0.1199 0.3337 0.048 Uiso 1.00 4 calc R . . H(17) H 1.0009 0.1375 0.2967 0.036 Uiso 1.00 4 calc R . . H(18) H 0.8833 0.2379 0.2818 0.027 Uiso 1.00 4 calc R . . H(22) H -0.1037 0.5353 0.1286 0.044 Uiso 1.00 4 calc R . . H(23) H -0.3488 0.5082 0.0534 0.039 Uiso 1.00 4 calc R . . H(27) H 0.2436 0.2760 -0.0056 0.039 Uiso 1.00 4 calc R . . H(28) H 0.4775 0.2896 0.0753 0.029 Uiso 1.00 4 calc R . . H(31A) H -0.2783 0.4299 -0.0587 0.037 Uiso 1.00 4 calc R . . H(31B) H -0.4399 0.3928 -0.0148 0.037 Uiso 1.00 4 calc R . . H(32A) H -0.0849 0.3464 -0.0775 0.046 Uiso 1.00 4 calc R . . H(32B) H -0.2415 0.3097 -0.0319 0.046 Uiso 1.00 4 calc R . . H(34) H 0.9626 0.2962 0.1347 0.032 Uiso 1.00 4 calc R . . H(35) H 1.0873 0.1986 0.1252 0.030 Uiso 1.00 4 calc R . . H(36) H 0.8693 0.1185 0.1567 0.033 Uiso 1.00 4 calc R . . H(37) H 0.5133 0.1374 0.2029 0.040 Uiso 1.00 4 calc R . . H(38) H 0.3900 0.2365 0.2115 0.030 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I(1) 0.0343(6) 0.0279(6) 0.0335(6) -0.0010(4) -0.0003(5) 0.0026(4) I(2) 0.0351(6) 0.0270(6) 0.0332(6) -0.0012(4) 0.0022(5) -0.0004(4) Te(1) 0.0293(5) 0.0214(5) 0.0246(5) 0.0021(4) 0.0044(4) -0.0011(4) Te(2) 0.0273(5) 0.0220(5) 0.0230(5) 0.0019(4) -0.0011(4) 0.0003(4) C(1) 0.040(8) 0.013(6) 0.022(7) -0.010(6) -0.003(6) -0.003(6) C(2) 0.047(10) 0.021(8) 0.035(9) -0.004(7) -0.021(8) -0.011(7) C(3) 0.028(8) 0.033(9) 0.061(13) -0.005(7) 0.007(9) -0.016(9) C(4) 0.031(8) 0.034(9) 0.036(9) -0.012(7) -0.011(7) -0.002(7) C(5) 0.040(9) 0.031(9) 0.026(8) -0.013(7) -0.001(7) -0.009(7) C(6) 0.027(8) 0.033(9) 0.031(9) 0.002(7) -0.004(7) -0.001(7) C(7) 0.033(8) 0.022(7) 0.020(7) 0.004(6) 0.002(6) -0.003(6) C(8) 0.044(9) 0.028(8) 0.017(7) -0.004(7) -0.011(7) -0.002(6) C(9) 0.018(6) 0.028(8) 0.035(9) -0.000(6) 0.001(6) -0.009(7) C(10) 0.033(8) 0.024(7) 0.023(8) -0.011(6) 0.000(6) -0.011(6) C(11) 0.038(9) 0.050(11) 0.039(10) 0.009(8) -0.005(8) -0.035(9) C(12) 0.024(7) 0.049(10) 0.026(8) -0.006(7) 0.005(6) -0.010(7) C(13) 0.024(7) 0.045(9) 0.013(6) 0.000(7) 0.010(6) -0.003(6) C(14) 0.033(9) 0.033(9) 0.044(10) -0.001(7) -0.016(8) 0.002(8) C(15) 0.030(8) 0.041(10) 0.040(10) 0.012(7) -0.005(7) -0.009(8) C(16) 0.055(11) 0.034(9) 0.031(9) 0.006(8) 0.007(8) 0.014(8) C(17) 0.037(8) 0.025(8) 0.028(8) -0.011(7) 0.010(7) 0.005(6) C(18) 0.038(8) 0.025(7) 0.006(6) 0.004(6) 0.002(6) -0.006(5) C(21) 0.019(6) 0.022(7) 0.040(9) 0.002(6) 0.002(6) 0.010(7) C(22) 0.033(9) 0.019(8) 0.057(12) 0.003(6) -0.010(9) 0.006(7) C(23) 0.028(7) 0.027(8) 0.042(10) 0.006(6) 0.020(7) 0.016(7) C(24) 0.020(6) 0.036(8) 0.021(7) -0.002(6) 0.002(6) 0.013(6) C(25) 0.027(7) 0.032(8) 0.029(8) -0.000(6) -0.000(6) 0.021(7) C(26) 0.026(7) 0.038(9) 0.018(7) -0.009(7) 0.004(6) 0.013(7) C(27) 0.041(9) 0.031(8) 0.026(8) 0.003(7) 0.006(7) 0.000(7) C(28) 0.024(7) 0.021(7) 0.028(8) 0.008(6) 0.008(6) 0.005(6) C(29) 0.027(7) 0.021(7) 0.017(7) -0.004(6) -0.005(6) 0.003(5) C(30) 0.024(7) 0.016(6) 0.026(7) -0.002(5) 0.003(6) 0.002(6) C(31) 0.019(6) 0.045(10) 0.027(8) -0.003(7) -0.008(6) 0.021(7) C(32) 0.033(9) 0.039(10) 0.043(11) 0.003(8) -0.016(8) -0.003(8) C(33) 0.015(6) 0.027(7) 0.027(8) 0.006(6) 0.003(6) -0.007(6) C(34) 0.020(7) 0.031(8) 0.031(8) 0.006(6) 0.002(6) -0.004(7) C(35) 0.022(7) 0.030(8) 0.023(7) 0.009(6) 0.003(6) -0.004(6) C(36) 0.039(9) 0.017(7) 0.026(8) -0.002(6) -0.001(7) -0.004(6) C(37) 0.038(9) 0.024(8) 0.039(10) -0.006(7) 0.007(8) -0.006(7) C(38) 0.024(7) 0.025(7) 0.026(8) -0.004(6) 0.004(6) -0.002(6) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 I(1) C(1) 2.058(16) yes . . I(2) C(21) 2.067(16) yes . . Te(1) C(9) 2.176(17) yes . . Te(1) C(13) 2.151(18) yes . . Te(2) C(29) 2.154(15) yes . . Te(2) C(33) 2.109(15) yes . . C(1) C(2) 1.37(2) yes . . C(1) C(10) 1.44(2) yes . . C(2) C(3) 1.37(3) yes . . C(3) C(4) 1.39(3) yes . . C(4) C(5) 1.41(2) yes . . C(4) C(11) 1.50(3) yes . . C(5) C(6) 1.42(2) yes . . C(5) C(10) 1.43(2) yes . . C(6) C(7) 1.40(2) yes . . C(6) C(12) 1.45(2) yes . . C(7) C(8) 1.44(2) yes . . C(8) C(9) 1.34(2) yes . . C(9) C(10) 1.44(2) yes . . C(11) C(12) 1.48(3) yes . . C(13) C(14) 1.37(2) yes . . C(13) C(18) 1.41(2) yes . . C(14) C(15) 1.35(3) yes . . C(15) C(16) 1.40(3) yes . . C(16) C(17) 1.38(3) yes . . C(17) C(18) 1.40(2) yes . . C(21) C(22) 1.40(2) yes . . C(21) C(30) 1.43(2) yes . . C(22) C(23) 1.37(3) yes . . C(23) C(24) 1.45(2) yes . . C(24) C(25) 1.39(2) yes . . C(24) C(31) 1.50(2) yes . . C(25) C(26) 1.40(2) yes . . C(25) C(30) 1.42(2) yes . . C(26) C(27) 1.37(2) yes . . C(26) C(32) 1.52(2) yes . . C(27) C(28) 1.39(2) yes . . C(28) C(29) 1.38(2) yes . . C(29) C(30) 1.47(2) yes . . C(31) C(32) 1.53(3) yes . . C(33) C(34) 1.38(2) yes . . C(33) C(38) 1.41(2) yes . . C(34) C(35) 1.38(2) yes . . C(35) C(36) 1.37(2) yes . . C(36) C(37) 1.43(2) yes . . C(37) C(38) 1.39(2) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . C(22) H(22) 0.950 yes . . C(23) H(23) 0.950 yes . . C(27) H(27) 0.950 yes . . C(28) H(28) 0.950 yes . . C(31) H(31A) 0.990 yes . . C(31) H(31B) 0.990 yes . . C(32) H(32A) 0.990 yes . . C(32) H(32B) 0.990 yes . . C(34) H(34) 0.950 yes . . C(35) H(35) 0.950 yes . . C(36) H(36) 0.950 yes . . C(37) H(37) 0.950 yes . . C(38) H(38) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) Te(1) C(13) 95.1(6) yes . . . C(29) Te(2) C(33) 94.4(6) yes . . . I(1) C(1) C(2) 115.1(11) yes . . . I(1) C(1) C(10) 124.6(12) yes . . . C(2) C(1) C(10) 119.9(15) yes . . . C(1) C(2) C(3) 124.2(16) yes . . . C(2) C(3) C(4) 118.9(17) yes . . . C(3) C(4) C(5) 118.0(17) yes . . . C(3) C(4) C(11) 133.2(17) yes . . . C(5) C(4) C(11) 108.8(15) yes . . . C(4) C(5) C(6) 110.4(15) yes . . . C(4) C(5) C(10) 124.0(16) yes . . . C(6) C(5) C(10) 125.6(16) yes . . . C(5) C(6) C(7) 115.4(15) yes . . . C(5) C(6) C(12) 107.4(15) yes . . . C(7) C(6) C(12) 137.2(16) yes . . . C(6) C(7) C(8) 120.9(15) yes . . . C(7) C(8) C(9) 121.8(15) yes . . . Te(1) C(9) C(8) 115.3(12) yes . . . Te(1) C(9) C(10) 123.2(12) yes . . . C(8) C(9) C(10) 121.4(15) yes . . . C(1) C(10) C(5) 114.7(14) yes . . . C(1) C(10) C(9) 130.5(15) yes . . . C(5) C(10) C(9) 114.8(14) yes . . . C(4) C(11) C(12) 103.9(15) yes . . . C(6) C(12) C(11) 109.3(15) yes . . . Te(1) C(13) C(14) 119.0(13) yes . . . Te(1) C(13) C(18) 118.6(11) yes . . . C(14) C(13) C(18) 121.8(16) yes . . . C(13) C(14) C(15) 118.7(17) yes . . . C(14) C(15) C(16) 121.8(17) yes . . . C(15) C(16) C(17) 119.8(17) yes . . . C(16) C(17) C(18) 119.0(16) yes . . . C(13) C(18) C(17) 118.6(15) yes . . . I(2) C(21) C(22) 115.4(12) yes . . . I(2) C(21) C(30) 123.7(11) yes . . . C(22) C(21) C(30) 120.8(15) yes . . . C(21) C(22) C(23) 124.4(16) yes . . . C(22) C(23) C(24) 117.1(15) yes . . . C(23) C(24) C(25) 117.4(14) yes . . . C(23) C(24) C(31) 131.8(14) yes . . . C(25) C(24) C(31) 110.8(14) yes . . . C(24) C(25) C(26) 109.8(14) yes . . . C(24) C(25) C(30) 126.2(15) yes . . . C(26) C(25) C(30) 124.1(14) yes . . . C(25) C(26) C(27) 117.6(15) yes . . . C(25) C(26) C(32) 110.1(14) yes . . . C(27) C(26) C(32) 132.3(16) yes . . . C(26) C(27) C(28) 121.2(15) yes . . . C(27) C(28) C(29) 123.0(14) yes . . . Te(2) C(29) C(28) 117.1(11) yes . . . Te(2) C(29) C(30) 124.4(10) yes . . . C(28) C(29) C(30) 118.1(13) yes . . . C(21) C(30) C(25) 113.8(13) yes . . . C(21) C(30) C(29) 130.3(14) yes . . . C(25) C(30) C(29) 115.8(13) yes . . . C(24) C(31) C(32) 105.2(13) yes . . . C(26) C(32) C(31) 104.1(15) yes . . . Te(2) C(33) C(34) 121.0(11) yes . . . Te(2) C(33) C(38) 120.6(11) yes . . . C(34) C(33) C(38) 118.2(14) yes . . . C(33) C(34) C(35) 120.8(15) yes . . . C(34) C(35) C(36) 121.6(14) yes . . . C(35) C(36) C(37) 119.3(14) yes . . . C(36) C(37) C(38) 118.1(15) yes . . . C(33) C(38) C(37) 121.9(15) yes . . . C(1) C(2) H(2) 117.881 yes . . . C(3) C(2) H(2) 117.873 yes . . . C(2) C(3) H(3) 120.557 yes . . . C(4) C(3) H(3) 120.548 yes . . . C(6) C(7) H(7) 119.566 yes . . . C(8) C(7) H(7) 119.574 yes . . . C(7) C(8) H(8) 119.100 yes . . . C(9) C(8) H(8) 119.104 yes . . . C(4) C(11) H(11A) 110.973 yes . . . C(4) C(11) H(11B) 110.975 yes . . . C(12) C(11) H(11A) 111.002 yes . . . C(12) C(11) H(11B) 110.990 yes . . . H(11A) C(11) H(11B) 108.983 yes . . . C(6) C(12) H(12A) 109.806 yes . . . C(6) C(12) H(12B) 109.822 yes . . . C(11) C(12) H(12A) 109.793 yes . . . C(11) C(12) H(12B) 109.808 yes . . . H(12A) C(12) H(12B) 108.253 yes . . . C(13) C(14) H(14) 120.639 yes . . . C(15) C(14) H(14) 120.647 yes . . . C(14) C(15) H(15) 119.084 yes . . . C(16) C(15) H(15) 119.068 yes . . . C(15) C(16) H(16) 120.094 yes . . . C(17) C(16) H(16) 120.107 yes . . . C(16) C(17) H(17) 120.521 yes . . . C(18) C(17) H(17) 120.517 yes . . . C(13) C(18) H(18) 120.697 yes . . . C(17) C(18) H(18) 120.703 yes . . . C(21) C(22) H(22) 117.800 yes . . . C(23) C(22) H(22) 117.796 yes . . . C(22) C(23) H(23) 121.444 yes . . . C(24) C(23) H(23) 121.434 yes . . . C(26) C(27) H(27) 119.374 yes . . . C(28) C(27) H(27) 119.385 yes . . . C(27) C(28) H(28) 118.483 yes . . . C(29) C(28) H(28) 118.483 yes . . . C(24) C(31) H(31A) 110.706 yes . . . C(24) C(31) H(31B) 110.698 yes . . . C(32) C(31) H(31A) 110.708 yes . . . C(32) C(31) H(31B) 110.704 yes . . . H(31A) C(31) H(31B) 108.819 yes . . . C(26) C(32) H(32A) 110.947 yes . . . C(26) C(32) H(32B) 110.948 yes . . . C(31) C(32) H(32A) 110.942 yes . . . C(31) C(32) H(32B) 110.946 yes . . . H(32A) C(32) H(32B) 108.957 yes . . . C(33) C(34) H(34) 119.577 yes . . . C(35) C(34) H(34) 119.581 yes . . . C(34) C(35) H(35) 119.213 yes . . . C(36) C(35) H(35) 119.222 yes . . . C(35) C(36) H(36) 120.330 yes . . . C(37) C(36) H(36) 120.332 yes . . . C(36) C(37) H(37) 120.942 yes . . . C(38) C(37) H(37) 120.935 yes . . . C(33) C(38) H(38) 119.071 yes . . . C(37) C(38) H(38) 119.066 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) Te(1) C(13) C(14) -101.5(10) no . . . . C(9) Te(1) C(13) C(18) 87.2(10) no . . . . C(13) Te(1) C(9) C(8) 14.0(11) no . . . . C(29) Te(2) C(33) C(34) 100.6(11) no . . . . C(29) Te(2) C(33) C(38) -84.5(11) no . . . . C(33) Te(2) C(29) C(28) -10.0(10) no . . . . I(1) C(1) C(10) C(9) -12(2) no . . . . C(2) C(1) C(10) C(5) -3(2) no . . . . C(10) C(1) C(2) C(3) -0(3) no . . . . C(1) C(2) C(3) C(4) 5(3) no . . . . C(2) C(3) C(4) C(5) -5(3) no . . . . C(3) C(4) C(5) C(10) 2(3) no . . . . C(5) C(4) C(11) C(12) -2.2(18) no . . . . C(11) C(4) C(5) C(6) -0.4(19) no . . . . C(4) C(5) C(6) C(12) 2.9(19) no . . . . C(4) C(5) C(10) C(1) 3(2) no . . . . C(6) C(5) C(10) C(9) 5(2) no . . . . C(10) C(5) C(6) C(7) -1(2) no . . . . C(5) C(6) C(7) C(8) -4(2) no . . . . C(5) C(6) C(12) C(11) -4.3(18) no . . . . C(6) C(7) C(8) C(9) 5(2) no . . . . C(7) C(8) C(9) C(10) -1(2) no . . . . Te(1) C(9) C(10) C(1) -9(2) no . . . . C(8) C(9) C(10) C(5) -4(2) no . . . . C(4) C(11) C(12) C(6) 3.9(18) no . . . . C(14) C(13) C(18) C(17) 5(2) no . . . . C(18) C(13) C(14) C(15) -3(2) no . . . . C(13) C(14) C(15) C(16) 3(3) no . . . . C(14) C(15) C(16) C(17) -4(3) no . . . . C(15) C(16) C(17) C(18) 5(3) no . . . . C(16) C(17) C(18) C(13) -6(2) no . . . . I(2) C(21) C(30) C(29) 7(2) no . . . . C(22) C(21) C(30) C(25) 5(2) no . . . . C(30) C(21) C(22) C(23) -2(3) no . . . . C(21) C(22) C(23) C(24) -3(3) no . . . . C(22) C(23) C(24) C(25) 4(2) no . . . . C(23) C(24) C(25) C(30) -0(2) no . . . . C(25) C(24) C(31) C(32) 0.6(16) no . . . . C(31) C(24) C(25) C(26) 0.9(18) no . . . . C(24) C(25) C(26) C(32) -2.1(18) no . . . . C(24) C(25) C(30) C(21) -4(2) no . . . . C(26) C(25) C(30) C(29) -2(2) no . . . . C(30) C(25) C(26) C(27) -1(2) no . . . . C(25) C(26) C(27) C(28) 3(2) no . . . . C(25) C(26) C(32) C(31) 2.4(18) no . . . . C(26) C(27) C(28) C(29) -3(2) no . . . . C(27) C(28) C(29) C(30) -0(2) no . . . . Te(2) C(29) C(30) C(21) 13(2) no . . . . C(28) C(29) C(30) C(25) 2.4(19) no . . . . C(24) C(31) C(32) C(26) -1.7(16) no . . . . C(34) C(33) C(38) C(37) -2(2) no . . . . C(38) C(33) C(34) C(35) 2(2) no . . . . C(33) C(34) C(35) C(36) -1(2) no . . . . C(34) C(35) C(36) C(37) -1(2) no . . . . C(35) C(36) C(37) C(38) 1(2) no . . . . C(36) C(37) C(38) C(33) 0(2) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 I(1) Te(1) 3.3721(17) yes . . I(2) Te(2) 3.3774(17) yes . . I(2) C(29) 3.577(14) yes . . C(1) C(4) 2.82(2) yes . . C(2) C(5) 2.72(2) yes . . C(3) C(10) 2.87(2) yes . . C(5) C(8) 2.75(2) yes . . C(6) C(9) 2.86(2) yes . . C(7) C(10) 2.85(2) yes . . C(8) C(13) 3.11(2) yes . . C(13) C(16) 2.75(3) yes . . C(14) C(17) 2.80(2) yes . . C(15) C(18) 2.76(2) yes . . C(21) C(24) 2.83(2) yes . . C(22) C(25) 2.72(2) yes . . C(23) C(30) 2.91(2) yes . . C(24) C(27) 3.56(2) yes . . C(25) C(28) 2.74(2) yes . . C(26) C(29) 2.86(2) yes . . C(27) C(30) 2.84(2) yes . . C(28) C(33) 3.08(2) yes . . C(33) C(36) 2.80(2) yes . . C(34) C(37) 2.80(2) yes . . C(35) C(38) 2.76(2) yes . . C(22) C(31) 3.57(2) yes . 3_565 C(28) C(31) 3.53(2) yes . 1_655 C(31) C(22) 3.57(2) yes . 3_565 C(31) C(28) 3.53(2) yes . 1_455 I(1) H(2) 2.8849 yes . . I(2) H(22) 2.9184 yes . . Te(1) H(8) 2.9624 yes . . Te(1) H(14) 3.0909 yes . . Te(1) H(18) 3.1121 yes . . Te(2) H(28) 3.0187 yes . . Te(2) H(34) 3.0961 yes . . Te(2) H(38) 3.1069 yes . . C(1) H(3) 3.2746 yes . . C(3) H(11A) 2.9878 yes . . C(3) H(11B) 2.9651 yes . . C(4) H(2) 3.2299 yes . . C(4) H(12A) 3.0468 yes . . C(4) H(12B) 2.9939 yes . . C(5) H(3) 3.2729 yes . . C(5) H(7) 3.2526 yes . . C(5) H(11A) 3.0193 yes . . C(5) H(11B) 3.0464 yes . . C(5) H(12A) 3.0079 yes . . C(5) H(12B) 2.9536 yes . . C(6) H(8) 3.3101 yes . . C(6) H(11A) 3.0330 yes . . C(6) H(11B) 3.0825 yes . . C(7) H(12A) 2.9549 yes . . C(7) H(12B) 2.9687 yes . . C(9) H(7) 3.2712 yes . . C(10) H(2) 3.2849 yes . . C(10) H(8) 3.2850 yes . . C(11) H(3) 2.9178 yes . . C(12) H(7) 2.9358 yes . . C(13) H(8) 2.4581 yes . . C(13) H(15) 3.1969 yes . . C(13) H(17) 3.2756 yes . . C(14) H(8) 2.8942 yes . . C(14) H(16) 3.2486 yes . . C(14) H(18) 3.2794 yes . . C(15) H(17) 3.2700 yes . . C(16) H(14) 3.2603 yes . . C(16) H(18) 3.2600 yes . . C(17) H(15) 3.2593 yes . . C(18) H(8) 3.1069 yes . . C(18) H(14) 3.2844 yes . . C(18) H(16) 3.2588 yes . . C(21) H(23) 3.3067 yes . . C(23) H(31A) 3.0038 yes . . C(23) H(31B) 2.9816 yes . . C(24) H(22) 3.2691 yes . . C(24) H(32A) 3.0802 yes . . C(24) H(32B) 3.0571 yes . . C(25) H(23) 3.3004 yes . . C(25) H(27) 3.2357 yes . . C(25) H(31A) 3.0366 yes . . C(25) H(31B) 3.0439 yes . . C(25) H(32A) 3.0722 yes . . C(25) H(32B) 3.0432 yes . . C(26) H(28) 3.2503 yes . . C(26) H(31A) 3.0594 yes . . C(26) H(31B) 3.0830 yes . . C(27) H(32A) 2.9617 yes . . C(27) H(32B) 2.9703 yes . . C(29) H(27) 3.2792 yes . . C(30) H(22) 3.2974 yes . . C(30) H(28) 3.3059 yes . . C(31) H(23) 2.9597 yes . . C(32) H(27) 2.8780 yes . . C(33) H(28) 2.4603 yes . . C(33) H(35) 3.2492 yes . . C(33) H(37) 3.3028 yes . . C(34) H(28) 2.9010 yes . . C(34) H(36) 3.2557 yes . . C(34) H(38) 3.2508 yes . . C(35) H(37) 3.2800 yes . . C(36) H(34) 3.2510 yes . . C(36) H(38) 3.2746 yes . . C(37) H(35) 3.2775 yes . . C(38) H(28) 3.0095 yes . . C(38) H(34) 3.2582 yes . . C(38) H(36) 3.2758 yes . . H(2) H(3) 2.3001 yes . . H(3) H(11A) 3.0903 yes . . H(3) H(11B) 3.0104 yes . . H(7) H(8) 2.3708 yes . . H(7) H(12A) 3.0197 yes . . H(7) H(12B) 3.0955 yes . . H(8) H(14) 3.1172 yes . . H(8) H(18) 3.4507 yes . . H(11A) H(12A) 2.1766 yes . . H(11A) H(12B) 2.7235 yes . . H(11B) H(12A) 2.6857 yes . . H(11B) H(12B) 2.1754 yes . . H(14) H(15) 2.2929 yes . . H(15) H(16) 2.3392 yes . . H(16) H(17) 2.3439 yes . . H(17) H(18) 2.3683 yes . . H(22) H(23) 2.3138 yes . . H(23) H(31A) 3.1019 yes . . H(23) H(31B) 3.0467 yes . . H(27) H(28) 2.3125 yes . . H(27) H(32A) 2.9814 yes . . H(27) H(32B) 3.0347 yes . . H(28) H(34) 3.1789 yes . . H(28) H(38) 3.3334 yes . . H(31A) H(32A) 2.2298 yes . . H(31A) H(32B) 2.7586 yes . . H(31B) H(32A) 2.7425 yes . . H(31B) H(32B) 2.2300 yes . . H(34) H(35) 2.3094 yes . . H(35) H(36) 2.3178 yes . . H(36) H(37) 2.3964 yes . . H(37) H(38) 2.3361 yes . . I(1) H(3) 3.5943 yes . 1_655 I(1) H(36) 3.3330 yes . 2_755 I(1) H(37) 3.5872 yes . 2_655 I(2) H(16) 3.2412 yes . 2_755 I(2) H(17) 3.5508 yes . 2_655 I(2) H(31A) 3.2664 yes . 3_565 C(1) H(11A) 2.8756 yes . 3_666 C(2) H(11A) 2.8149 yes . 3_666 C(2) H(12A) 3.0855 yes . 3_666 C(2) H(36) 3.1725 yes . 2_655 C(2) H(37) 3.4012 yes . 2_655 C(3) H(11A) 3.4904 yes . 3_566 C(3) H(11A) 3.0797 yes . 3_666 C(3) H(11B) 3.4366 yes . 3_566 C(3) H(12A) 3.3590 yes . 3_666 C(3) H(36) 3.3807 yes . 2_655 C(4) H(11A) 3.2754 yes . 3_666 C(5) H(11A) 3.3074 yes . 3_666 C(5) H(11B) 3.5553 yes . 1_655 C(5) H(14) 3.1464 yes . 1_455 C(6) H(11B) 3.3362 yes . 1_655 C(6) H(14) 3.2565 yes . 1_455 C(7) H(11B) 2.9318 yes . 1_655 C(7) H(12B) 3.3938 yes . 1_655 C(7) H(14) 3.1601 yes . 1_455 C(7) H(32B) 3.0117 yes . 4_655 C(8) H(11B) 2.9011 yes . 1_655 C(8) H(12B) 3.2977 yes . 1_655 C(8) H(14) 2.9388 yes . 1_455 C(8) H(15) 3.5880 yes . 1_455 C(8) H(27) 3.5803 yes . 4_655 C(8) H(32B) 3.3063 yes . 4_655 C(9) H(11B) 3.1823 yes . 1_655 C(9) H(14) 2.8980 yes . 1_455 C(10) H(11A) 3.1895 yes . 3_666 C(10) H(11B) 3.5053 yes . 1_655 C(10) H(14) 3.0671 yes . 1_455 C(11) H(3) 3.0388 yes . 3_566 C(12) H(27) 3.4471 yes . 4_555 C(12) H(35) 3.1586 yes . 4_455 C(13) H(38) 3.0100 yes . 1_655 C(14) H(18) 3.4691 yes . 1_655 C(14) H(27) 3.5102 yes . 4_655 C(14) H(38) 3.1379 yes . 1_655 C(15) H(18) 3.1784 yes . 1_655 C(15) H(27) 3.4126 yes . 4_655 C(15) H(32A) 3.4687 yes . 4_755 C(15) H(32B) 3.2548 yes . 4_755 C(15) H(38) 3.2609 yes . 1_655 C(16) H(22) 3.1502 yes . 2_645 C(16) H(32A) 3.1022 yes . 4_655 C(16) H(37) 3.1944 yes . 1_655 C(16) H(38) 3.2477 yes . 1_655 C(17) H(15) 3.4582 yes . 1_455 C(17) H(22) 3.3264 yes . 2_645 C(17) H(32A) 2.8185 yes . 4_655 C(17) H(37) 3.5135 yes . 1_655 C(17) H(38) 3.1657 yes . 1_655 C(18) H(15) 3.1524 yes . 1_455 C(18) H(32A) 3.2781 yes . 4_655 C(18) H(38) 2.9848 yes . 1_655 C(21) H(31A) 2.9279 yes . 3_565 C(22) H(16) 3.4549 yes . 2_655 C(22) H(31A) 2.8422 yes . 3_565 C(23) H(31A) 3.5392 yes . 3_465 C(23) H(31A) 3.5219 yes . 3_565 C(23) H(31B) 3.5648 yes . 3_465 C(25) H(31B) 3.5098 yes . 1_655 C(25) H(34) 3.0224 yes . 1_455 C(26) H(7) 3.5766 yes . 4_454 C(26) H(31B) 3.2880 yes . 1_655 C(26) H(34) 3.0881 yes . 1_455 C(27) H(7) 3.5795 yes . 4_454 C(27) H(12B) 3.2347 yes . 4_554 C(27) H(31B) 2.8688 yes . 1_655 C(27) H(32B) 3.4173 yes . 1_655 C(27) H(34) 3.0126 yes . 1_455 C(27) H(35) 3.5066 yes . 1_455 C(28) H(12B) 3.5810 yes . 4_554 C(28) H(31B) 2.7743 yes . 1_655 C(28) H(32B) 3.2743 yes . 1_655 C(28) H(34) 2.8441 yes . 1_455 C(28) H(35) 3.3738 yes . 1_455 C(29) H(31B) 3.0843 yes . 1_655 C(29) H(34) 2.8123 yes . 1_455 C(30) H(31B) 3.4488 yes . 1_655 C(30) H(34) 2.9400 yes . 1_455 C(31) H(15) 3.3914 yes . 4_354 C(31) H(22) 3.5647 yes . 3_565 C(31) H(23) 3.0352 yes . 3_465 C(32) H(7) 3.3314 yes . 4_454 C(32) H(8) 3.4862 yes . 4_454 C(32) H(15) 2.8368 yes . 4_354 C(32) H(28) 3.5998 yes . 1_455 C(33) H(18) 2.9291 yes . . C(34) H(7) 3.5087 yes . 4_554 C(34) H(18) 3.0778 yes . . C(34) H(38) 3.4613 yes . 1_655 C(35) H(7) 3.2508 yes . 4_554 C(35) H(12B) 3.3705 yes . 4_654 C(35) H(18) 3.2419 yes . . C(35) H(38) 3.1441 yes . 1_655 C(36) H(2) 2.9717 yes . 2_645 C(36) H(12A) 3.1975 yes . 4_554 C(36) H(17) 3.2732 yes . . C(36) H(18) 3.2650 yes . . C(37) H(2) 3.0088 yes . 2_645 C(37) H(12A) 3.0586 yes . 4_554 C(37) H(17) 3.4670 yes . . C(37) H(18) 3.0829 yes . . C(37) H(35) 3.4415 yes . 1_455 C(38) H(18) 2.8951 yes . . C(38) H(35) 3.1221 yes . 1_455 H(2) C(36) 2.9717 yes . 2_655 H(2) C(37) 3.0088 yes . 2_655 H(2) H(11A) 3.1944 yes . 3_666 H(2) H(12A) 2.8431 yes . 3_666 H(2) H(36) 2.4116 yes . 2_655 H(2) H(37) 2.5035 yes . 2_655 H(3) I(1) 3.5943 yes . 1_455 H(3) C(11) 3.0388 yes . 3_566 H(3) H(11A) 2.5944 yes . 3_566 H(3) H(11B) 2.5905 yes . 3_566 H(3) H(12A) 3.3953 yes . 3_666 H(3) H(36) 2.8822 yes . 2_655 H(7) C(26) 3.5766 yes . 4_655 H(7) C(27) 3.5795 yes . 4_655 H(7) C(32) 3.3314 yes . 4_655 H(7) C(34) 3.5087 yes . 4_555 H(7) C(35) 3.2508 yes . 4_555 H(7) H(11B) 3.2553 yes . 1_655 H(7) H(12B) 3.1781 yes . 1_655 H(7) H(27) 3.4719 yes . 4_555 H(7) H(27) 3.2806 yes . 4_655 H(7) H(28) 2.9698 yes . 4_555 H(7) H(32B) 2.4877 yes . 4_655 H(7) H(35) 3.3028 yes . 4_555 H(8) C(32) 3.4862 yes . 4_655 H(8) H(11B) 3.2664 yes . 1_655 H(8) H(12B) 3.0622 yes . 1_655 H(8) H(14) 3.3930 yes . 1_455 H(8) H(15) 3.4711 yes . 1_455 H(8) H(27) 2.8460 yes . 4_655 H(8) H(32A) 3.2902 yes . 4_655 H(8) H(32B) 2.9974 yes . 4_655 H(11A) C(1) 2.8756 yes . 3_666 H(11A) C(2) 2.8149 yes . 3_666 H(11A) C(3) 3.4904 yes . 3_566 H(11A) C(3) 3.0797 yes . 3_666 H(11A) C(4) 3.2754 yes . 3_666 H(11A) C(5) 3.3074 yes . 3_666 H(11A) C(10) 3.1895 yes . 3_666 H(11A) H(2) 3.1944 yes . 3_666 H(11A) H(3) 2.5944 yes . 3_566 H(11B) C(3) 3.4366 yes . 3_566 H(11B) C(5) 3.5553 yes . 1_455 H(11B) C(6) 3.3362 yes . 1_455 H(11B) C(7) 2.9318 yes . 1_455 H(11B) C(8) 2.9011 yes . 1_455 H(11B) C(9) 3.1823 yes . 1_455 H(11B) C(10) 3.5053 yes . 1_455 H(11B) H(3) 2.5905 yes . 3_566 H(11B) H(7) 3.2553 yes . 1_455 H(11B) H(8) 3.2664 yes . 1_455 H(12A) C(2) 3.0855 yes . 3_666 H(12A) C(3) 3.3590 yes . 3_666 H(12A) C(36) 3.1975 yes . 4_555 H(12A) C(37) 3.0586 yes . 4_555 H(12A) H(2) 2.8431 yes . 3_666 H(12A) H(3) 3.3953 yes . 3_666 H(12A) H(35) 2.9039 yes . 4_455 H(12A) H(36) 3.2838 yes . 4_555 H(12A) H(37) 3.0770 yes . 4_555 H(12B) C(7) 3.3938 yes . 1_455 H(12B) C(8) 3.2977 yes . 1_455 H(12B) C(27) 3.2347 yes . 4_555 H(12B) C(28) 3.5810 yes . 4_555 H(12B) C(35) 3.3705 yes . 4_455 H(12B) H(7) 3.1781 yes . 1_455 H(12B) H(8) 3.0622 yes . 1_455 H(12B) H(27) 2.5917 yes . 4_555 H(12B) H(28) 3.2321 yes . 4_555 H(12B) H(35) 2.5769 yes . 4_455 H(14) C(5) 3.1464 yes . 1_655 H(14) C(6) 3.2565 yes . 1_655 H(14) C(7) 3.1601 yes . 1_655 H(14) C(8) 2.9388 yes . 1_655 H(14) C(9) 2.8980 yes . 1_655 H(14) C(10) 3.0671 yes . 1_655 H(14) H(8) 3.3930 yes . 1_655 H(14) H(18) 3.3564 yes . 1_655 H(15) C(8) 3.5880 yes . 1_655 H(15) C(17) 3.4582 yes . 1_655 H(15) C(18) 3.1524 yes . 1_655 H(15) C(31) 3.3914 yes . 4_755 H(15) C(32) 2.8368 yes . 4_755 H(15) H(8) 3.4711 yes . 1_655 H(15) H(17) 3.3331 yes . 1_655 H(15) H(18) 2.8499 yes . 1_655 H(15) H(27) 3.4551 yes . 4_655 H(15) H(31A) 3.4061 yes . 4_755 H(15) H(31B) 3.2989 yes . 4_755 H(15) H(32A) 2.5379 yes . 4_755 H(15) H(32B) 2.4487 yes . 4_755 H(16) I(2) 3.2412 yes . 2_745 H(16) C(22) 3.4549 yes . 2_645 H(16) H(22) 2.5814 yes . 2_645 H(16) H(23) 3.5619 yes . 2_645 H(16) H(31A) 3.4090 yes . 4_755 H(16) H(32A) 3.4199 yes . 4_655 H(16) H(37) 3.1067 yes . 1_655 H(17) I(2) 3.5508 yes . 2_645 H(17) C(36) 3.2732 yes . . H(17) C(37) 3.4670 yes . . H(17) H(15) 3.3331 yes . 1_455 H(17) H(22) 2.8985 yes . 2_645 H(17) H(32A) 2.9056 yes . 4_655 H(17) H(36) 3.2815 yes . . H(17) H(37) 3.5845 yes . . H(18) C(14) 3.4691 yes . 1_455 H(18) C(15) 3.1784 yes . 1_455 H(18) C(33) 2.9291 yes . . H(18) C(34) 3.0778 yes . . H(18) C(35) 3.2419 yes . . H(18) C(36) 3.2650 yes . . H(18) C(37) 3.0829 yes . . H(18) C(38) 2.8951 yes . . H(18) H(14) 3.3564 yes . 1_455 H(18) H(15) 2.8499 yes . 1_455 H(18) H(34) 3.5957 yes . . H(18) H(38) 3.3298 yes . . H(18) H(38) 3.4032 yes . 1_655 H(22) C(16) 3.1502 yes . 2_655 H(22) C(17) 3.3264 yes . 2_655 H(22) C(31) 3.5647 yes . 3_565 H(22) H(16) 2.5814 yes . 2_655 H(22) H(17) 2.8985 yes . 2_655 H(22) H(31A) 2.8706 yes . 3_565 H(22) H(32A) 3.0894 yes . 3_565 H(23) C(31) 3.0352 yes . 3_465 H(23) H(16) 3.5619 yes . 2_655 H(23) H(23) 3.0262 yes . 3_465 H(23) H(31A) 2.6120 yes . 3_465 H(23) H(31B) 2.6854 yes . 3_465 H(27) C(8) 3.5803 yes . 4_454 H(27) C(12) 3.4471 yes . 4_554 H(27) C(14) 3.5102 yes . 4_454 H(27) C(15) 3.4126 yes . 4_454 H(27) H(7) 3.2806 yes . 4_454 H(27) H(7) 3.4719 yes . 4_554 H(27) H(8) 2.8460 yes . 4_454 H(27) H(12B) 2.5917 yes . 4_554 H(27) H(15) 3.4551 yes . 4_454 H(27) H(31B) 3.2180 yes . 1_655 H(27) H(32B) 3.2045 yes . 1_655 H(27) H(35) 3.5436 yes . 1_455 H(28) C(32) 3.5998 yes . 1_655 H(28) H(7) 2.9698 yes . 4_554 H(28) H(12B) 3.2321 yes . 4_554 H(28) H(31B) 3.1094 yes . 1_655 H(28) H(32B) 2.9732 yes . 1_655 H(28) H(34) 3.3431 yes . 1_455 H(28) H(35) 3.2799 yes . 1_455 H(31A) I(2) 3.2664 yes . 3_565 H(31A) C(21) 2.9279 yes . 3_565 H(31A) C(22) 2.8422 yes . 3_565 H(31A) C(23) 3.5392 yes . 3_465 H(31A) C(23) 3.5219 yes . 3_565 H(31A) H(15) 3.4061 yes . 4_354 H(31A) H(16) 3.4090 yes . 4_354 H(31A) H(22) 2.8706 yes . 3_565 H(31A) H(23) 2.6120 yes . 3_465 H(31B) C(23) 3.5648 yes . 3_465 H(31B) C(25) 3.5098 yes . 1_455 H(31B) C(26) 3.2880 yes . 1_455 H(31B) C(27) 2.8688 yes . 1_455 H(31B) C(28) 2.7743 yes . 1_455 H(31B) C(29) 3.0843 yes . 1_455 H(31B) C(30) 3.4488 yes . 1_455 H(31B) H(15) 3.2989 yes . 4_354 H(31B) H(23) 2.6854 yes . 3_465 H(31B) H(27) 3.2180 yes . 1_455 H(31B) H(28) 3.1094 yes . 1_455 H(32A) C(15) 3.4687 yes . 4_354 H(32A) C(16) 3.1022 yes . 4_454 H(32A) C(17) 2.8185 yes . 4_454 H(32A) C(18) 3.2781 yes . 4_454 H(32A) H(8) 3.2902 yes . 4_454 H(32A) H(15) 2.5379 yes . 4_354 H(32A) H(16) 3.4199 yes . 4_454 H(32A) H(17) 2.9056 yes . 4_454 H(32A) H(22) 3.0894 yes . 3_565 H(32B) C(7) 3.0117 yes . 4_454 H(32B) C(8) 3.3063 yes . 4_454 H(32B) C(15) 3.2548 yes . 4_354 H(32B) C(27) 3.4173 yes . 1_455 H(32B) C(28) 3.2743 yes . 1_455 H(32B) H(7) 2.4877 yes . 4_454 H(32B) H(8) 2.9974 yes . 4_454 H(32B) H(15) 2.4487 yes . 4_354 H(32B) H(27) 3.2045 yes . 1_455 H(32B) H(28) 2.9732 yes . 1_455 H(34) C(25) 3.0224 yes . 1_655 H(34) C(26) 3.0881 yes . 1_655 H(34) C(27) 3.0126 yes . 1_655 H(34) C(28) 2.8441 yes . 1_655 H(34) C(29) 2.8123 yes . 1_655 H(34) C(30) 2.9400 yes . 1_655 H(34) H(18) 3.5957 yes . . H(34) H(28) 3.3431 yes . 1_655 H(34) H(38) 3.3485 yes . 1_655 H(35) C(12) 3.1586 yes . 4_654 H(35) C(27) 3.5066 yes . 1_655 H(35) C(28) 3.3738 yes . 1_655 H(35) C(37) 3.4415 yes . 1_655 H(35) C(38) 3.1221 yes . 1_655 H(35) H(7) 3.3028 yes . 4_554 H(35) H(12A) 2.9039 yes . 4_654 H(35) H(12B) 2.5769 yes . 4_654 H(35) H(27) 3.5436 yes . 1_655 H(35) H(28) 3.2799 yes . 1_655 H(35) H(37) 3.3656 yes . 1_655 H(35) H(38) 2.7791 yes . 1_655 H(36) I(1) 3.3330 yes . 2_745 H(36) C(2) 3.1725 yes . 2_645 H(36) C(3) 3.3807 yes . 2_645 H(36) H(2) 2.4116 yes . 2_645 H(36) H(3) 2.8822 yes . 2_645 H(36) H(12A) 3.2838 yes . 4_554 H(36) H(17) 3.2815 yes . . H(37) I(1) 3.5872 yes . 2_645 H(37) C(2) 3.4012 yes . 2_645 H(37) C(16) 3.1944 yes . 1_455 H(37) C(17) 3.5135 yes . 1_455 H(37) H(2) 2.5035 yes . 2_645 H(37) H(12A) 3.0770 yes . 4_554 H(37) H(16) 3.1067 yes . 1_455 H(37) H(17) 3.5845 yes . . H(37) H(35) 3.3656 yes . 1_455 H(38) C(13) 3.0100 yes . 1_455 H(38) C(14) 3.1379 yes . 1_455 H(38) C(15) 3.2609 yes . 1_455 H(38) C(16) 3.2477 yes . 1_455 H(38) C(17) 3.1657 yes . 1_455 H(38) C(18) 2.9848 yes . 1_455 H(38) C(34) 3.4613 yes . 1_455 H(38) C(35) 3.1441 yes . 1_455 H(38) H(18) 3.4032 yes . 1_455 H(38) H(18) 3.3298 yes . . H(38) H(34) 3.3485 yes . 1_455 H(38) H(35) 2.7791 yes . 1_455 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'A7.cif' data_Ferg85-1aoff _database_code_depnum_ccdc_archive 'CCDC 816086' #TrackingRef 'A7.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C24 H18 S2' _chemical_formula_moiety 'C24 H18 S2' _chemical_formula_weight 370.53 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 c 1' _symmetry_space_group_name_Hall 'C -2yc' _symmetry_Int_Tables_number 9 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 +X,-Y,1/2+Z 3 1/2+X,1/2+Y,+Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 11.794(6) _cell_length_b 10.806(6) _cell_length_c 28.856(17) _cell_angle_alpha 90.0000 _cell_angle_beta 93.435(15) _cell_angle_gamma 90.0000 _cell_volume 3671(4) _cell_formula_units_Z 8 _cell_measurement_reflns_used 6106 _cell_measurement_theta_min 1.41 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.341 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552.00 _exptl_absorpt_coefficient_mu 0.294 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.364 _exptl_absorpt_correction_T_max 0.991 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 13181 _diffrn_reflns_av_R_equivalents 0.1058 _diffrn_reflns_theta_max 29.04 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.655 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 36 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 6408 _reflns_number_gt 4508 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1116 _refine_ls_wR_factor_ref 0.3176 _refine_ls_number_restraints 2 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 6408 _refine_ls_number_parameters 469 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1437P)^2^+37.7982P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.159 _refine_diff_density_max 0.800 _refine_diff_density_min -0.740 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 2162 Friedel Pairs' _refine_ls_abs_structure_Flack 0.1(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 S(1) S 0.3554(2) 0.2307(3) 0.59231(10) 0.0366(6) Uani 1.00 4 d . . . S(2) S 0.4622(2) 0.4814(3) 0.64140(9) 0.0367(6) Uani 1.00 4 d . . . S(31) S 0.6298(2) 0.5185(3) 0.36254(10) 0.0384(6) Uani 1.00 4 d . . . S(32) S 0.5229(2) 0.2664(3) 0.31334(9) 0.0408(7) Uani 1.00 4 d . . . C(1) C 0.3540(10) 0.3360(12) 0.5434(4) 0.041(3) Uani 1.00 4 d . . . C(2) C 0.3004(10) 0.2896(11) 0.5027(4) 0.041(3) Uani 1.00 4 d . . . C(3) C 0.2954(11) 0.3538(12) 0.4600(4) 0.045(3) Uani 1.00 4 d . . . C(4) C 0.3409(10) 0.4646(11) 0.4588(4) 0.038(3) Uani 1.00 4 d . . . C(5) C 0.3908(10) 0.5179(11) 0.5006(4) 0.039(3) Uani 1.00 4 d . . . C(6) C 0.4357(9) 0.6385(10) 0.4924(4) 0.035(2) Uani 1.00 4 d . . . C(7) C 0.4849(11) 0.7037(13) 0.5292(5) 0.051(3) Uani 1.00 4 d . . . C(8) C 0.4921(11) 0.6483(12) 0.5737(4) 0.045(3) Uani 1.00 4 d . . . C(9) C 0.4540(9) 0.5270(10) 0.5819(4) 0.034(2) Uani 1.00 4 d . . . C(10) C 0.4001(10) 0.4596(10) 0.5455(4) 0.036(2) Uani 1.00 4 d . . . C(11) C 0.3499(10) 0.5613(10) 0.4197(4) 0.035(2) Uani 1.00 4 d . . . C(12) C 0.4128(11) 0.6736(12) 0.4414(4) 0.043(3) Uani 1.00 4 d . . . C(13) C 0.2462(9) 0.2880(12) 0.6268(4) 0.039(3) Uani 1.00 4 d . . . C(14) C 0.1845(8) 0.3909(10) 0.6193(3) 0.0221(19) Uani 1.00 4 d . . . C(15) C 0.0932(13) 0.4316(13) 0.6481(5) 0.054(4) Uani 1.00 4 d . . . C(16) C 0.0804(10) 0.3549(13) 0.6892(5) 0.051(4) Uani 1.00 4 d . . . C(17) C 0.1456(15) 0.2441(16) 0.6958(6) 0.064(5) Uani 1.00 4 d . . . C(18) C 0.2272(12) 0.2122(11) 0.6672(4) 0.043(3) Uani 1.00 4 d . . . C(19) C 0.5856(15) 0.4037(16) 0.6455(5) 0.065(5) Uani 1.00 4 d . . . C(20) C 0.6883(8) 0.4190(11) 0.6209(3) 0.028(2) Uani 1.00 4 d . . . C(21) C 0.7828(11) 0.3592(12) 0.6297(4) 0.044(3) Uani 1.00 4 d . . . C(22) C 0.7895(13) 0.2592(17) 0.6639(6) 0.066(4) Uani 1.00 4 d . . . C(23) C 0.6949(9) 0.2291(14) 0.6869(6) 0.056(4) Uani 1.00 4 d . . . C(24) C 0.5927(14) 0.2956(15) 0.6807(6) 0.068(5) Uani 1.00 4 d . . . C(31) C 0.6385(9) 0.4142(10) 0.4102(4) 0.032(2) Uani 1.00 4 d . . . C(32) C 0.6872(9) 0.4613(10) 0.4520(4) 0.038(3) Uani 1.00 4 d . . . C(33) C 0.6927(10) 0.3977(12) 0.4945(4) 0.043(3) Uani 1.00 4 d . . . C(34) C 0.6436(9) 0.2819(10) 0.4959(4) 0.034(2) Uani 1.00 4 d . . . C(35) C 0.5909(9) 0.2300(11) 0.4555(3) 0.033(2) Uani 1.00 4 d . . . C(36) C 0.5493(9) 0.1107(11) 0.4635(4) 0.039(3) Uani 1.00 4 d . . . C(37) C 0.4979(11) 0.0448(13) 0.4269(4) 0.045(3) Uani 1.00 4 d . . . C(38) C 0.4933(10) 0.1017(11) 0.3810(4) 0.042(3) Uani 1.00 4 d . . . C(39) C 0.5344(11) 0.2174(11) 0.3732(4) 0.041(3) Uani 1.00 4 d . . . C(40) C 0.5870(9) 0.2917(10) 0.4115(4) 0.032(2) Uani 1.00 4 d . . . C(41) C 0.6357(11) 0.1909(11) 0.5356(4) 0.043(3) Uani 1.00 4 d . . . C(42) C 0.5730(9) 0.0763(11) 0.5124(4) 0.034(2) Uani 1.00 4 d . . . C(43) C 0.7322(10) 0.4642(10) 0.3260(4) 0.038(3) Uani 1.00 4 d . . . C(44) C 0.8108(14) 0.3566(14) 0.3345(6) 0.063(4) Uani 1.00 4 d . . . C(45) C 0.8870(9) 0.3368(11) 0.3047(4) 0.035(3) Uani 1.00 4 d . . . C(46) C 0.8997(11) 0.4037(14) 0.2683(4) 0.051(4) Uani 1.00 4 d . . . C(47) C 0.8321(9) 0.5002(11) 0.2568(4) 0.031(2) Uani 1.00 4 d . . . C(48) C 0.7492(9) 0.5297(12) 0.2861(4) 0.036(3) Uani 1.00 4 d . . . C(49) C 0.3962(10) 0.3553(9) 0.3055(4) 0.030(2) Uani 1.00 4 d . . . C(50) C 0.3935(11) 0.4479(11) 0.2761(4) 0.040(3) Uani 1.00 4 d . . . C(51) C 0.3068(17) 0.5160(14) 0.2648(7) 0.080(7) Uani 1.00 4 d . . . C(52) C 0.2037(15) 0.4952(12) 0.2918(5) 0.058(4) Uani 1.00 4 d . . . C(53) C 0.2016(10) 0.4035(14) 0.3212(5) 0.051(3) Uani 1.00 4 d . . . C(54) C 0.3063(12) 0.3229(14) 0.3278(6) 0.058(4) Uani 1.00 4 d . . . H(2) H 0.2653 0.2106 0.5037 0.049 Uiso 1.00 4 calc R . . H(3) H 0.2601 0.3176 0.4328 0.054 Uiso 1.00 4 calc R . . H(7) H 0.5138 0.7846 0.5248 0.061 Uiso 1.00 4 calc R . . H(8) H 0.5241 0.6949 0.5991 0.054 Uiso 1.00 4 calc R . . H(11A) H 0.3926 0.5267 0.3941 0.042 Uiso 1.00 4 calc R . . H(11B) H 0.2733 0.5857 0.4070 0.042 Uiso 1.00 4 calc R . . H(12A) H 0.4848 0.6886 0.4264 0.052 Uiso 1.00 4 calc R . . H(12B) H 0.3651 0.7490 0.4384 0.052 Uiso 1.00 4 calc R . . H(14) H 0.2011 0.4411 0.5935 0.026 Uiso 1.00 4 calc R . . H(15) H 0.0466 0.5014 0.6407 0.065 Uiso 1.00 4 calc R . . H(16) H 0.0286 0.3788 0.7116 0.061 Uiso 1.00 4 calc R . . H(17) H 0.1311 0.1913 0.7212 0.077 Uiso 1.00 4 calc R . . H(18) H 0.2720 0.1404 0.6735 0.051 Uiso 1.00 4 calc R . . H(20) H 0.6865 0.4777 0.5964 0.033 Uiso 1.00 4 calc R . . H(21) H 0.8481 0.3805 0.6136 0.053 Uiso 1.00 4 calc R . . H(22) H 0.8587 0.2157 0.6702 0.079 Uiso 1.00 4 calc R . . H(23) H 0.6986 0.1610 0.7078 0.067 Uiso 1.00 4 calc R . . H(24) H 0.5291 0.2745 0.6978 0.082 Uiso 1.00 4 calc R . . H(32) H 0.7189 0.5422 0.4516 0.046 Uiso 1.00 4 calc R . . H(33) H 0.7291 0.4333 0.5216 0.051 Uiso 1.00 4 calc R . . H(37) H 0.4667 -0.0350 0.4315 0.054 Uiso 1.00 4 calc R . . H(38) H 0.4603 0.0563 0.3554 0.051 Uiso 1.00 4 calc R . . H(41A) H 0.5914 0.2262 0.5605 0.051 Uiso 1.00 4 calc R . . H(41B) H 0.7121 0.1677 0.5488 0.051 Uiso 1.00 4 calc R . . H(42A) H 0.6218 0.0018 0.5149 0.041 Uiso 1.00 4 calc R . . H(42B) H 0.5015 0.0590 0.5274 0.041 Uiso 1.00 4 calc R . . H(44) H 0.8050 0.3046 0.3608 0.076 Uiso 1.00 4 calc R . . H(45) H 0.9367 0.2685 0.3101 0.042 Uiso 1.00 4 calc R . . H(46) H 0.9593 0.3838 0.2489 0.061 Uiso 1.00 4 calc R . . H(47) H 0.8415 0.5463 0.2293 0.038 Uiso 1.00 4 calc R . . H(48) H 0.7013 0.5984 0.2786 0.043 Uiso 1.00 4 calc R . . H(50) H 0.4619 0.4663 0.2618 0.048 Uiso 1.00 4 calc R . . H(51) H 0.3080 0.5760 0.2408 0.096 Uiso 1.00 4 calc R . . H(52) H 0.1399 0.5487 0.2875 0.069 Uiso 1.00 4 calc R . . H(53) H 0.1362 0.3879 0.3380 0.061 Uiso 1.00 4 calc R . . H(54) H 0.3073 0.2519 0.3473 0.069 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S(1) 0.0377(15) 0.0329(14) 0.0391(14) 0.0017(12) 0.0024(12) 0.0005(12) S(2) 0.0326(14) 0.0431(15) 0.0335(13) -0.0001(13) -0.0063(11) -0.0014(12) S(31) 0.0402(15) 0.0333(14) 0.0415(15) 0.0048(12) 0.0014(12) 0.0060(12) S(32) 0.0450(16) 0.0463(17) 0.0301(13) -0.0059(14) -0.0060(12) 0.0017(12) C(1) 0.036(6) 0.045(7) 0.042(6) -0.004(5) -0.009(5) 0.013(5) C(2) 0.053(7) 0.039(6) 0.031(6) -0.013(5) -0.002(6) 0.008(5) C(3) 0.051(7) 0.043(7) 0.040(6) -0.016(6) 0.003(6) -0.004(5) C(4) 0.035(6) 0.044(7) 0.034(6) 0.001(5) -0.002(5) 0.002(5) C(5) 0.037(6) 0.032(6) 0.049(7) -0.002(5) 0.009(5) -0.011(5) C(6) 0.019(5) 0.033(6) 0.050(6) 0.004(4) -0.019(4) 0.003(5) C(7) 0.041(7) 0.049(8) 0.062(8) -0.016(6) 0.001(6) 0.003(6) C(8) 0.056(8) 0.040(7) 0.037(6) -0.004(6) -0.015(6) -0.011(5) C(9) 0.028(5) 0.035(6) 0.037(6) 0.000(4) -0.008(5) -0.001(4) C(10) 0.037(6) 0.033(6) 0.038(6) -0.001(5) 0.008(5) 0.011(5) C(11) 0.035(6) 0.038(6) 0.031(5) 0.006(5) -0.010(5) -0.001(4) C(12) 0.045(7) 0.045(7) 0.039(6) -0.002(6) -0.003(5) 0.008(5) C(13) 0.022(5) 0.068(8) 0.026(5) -0.019(5) -0.007(4) 0.002(5) C(14) 0.016(4) 0.036(5) 0.015(4) 0.009(4) 0.006(3) -0.003(4) C(15) 0.057(8) 0.039(7) 0.070(9) 0.006(6) 0.031(7) 0.003(7) C(16) 0.037(6) 0.060(9) 0.055(8) 0.009(6) -0.003(6) -0.036(7) C(17) 0.077(11) 0.064(10) 0.051(8) -0.041(9) -0.004(8) -0.003(7) C(18) 0.070(9) 0.028(6) 0.028(6) -0.018(6) -0.008(6) -0.015(4) C(19) 0.085(11) 0.066(10) 0.045(8) -0.039(9) 0.011(8) -0.016(7) C(20) 0.019(4) 0.057(7) 0.008(4) 0.003(4) 0.009(3) -0.004(4) C(21) 0.044(7) 0.045(7) 0.044(6) 0.022(6) -0.002(5) -0.013(6) C(22) 0.036(8) 0.085(12) 0.073(10) -0.004(7) -0.025(7) -0.022(9) C(23) 0.010(5) 0.054(8) 0.104(13) 0.008(5) 0.004(6) 0.011(8) C(24) 0.061(10) 0.062(10) 0.076(11) -0.025(8) -0.034(8) 0.013(8) C(31) 0.043(6) 0.028(5) 0.026(5) -0.003(5) 0.008(5) -0.004(4) C(32) 0.029(6) 0.027(5) 0.058(8) 0.001(4) 0.005(5) 0.002(5) C(33) 0.039(6) 0.056(7) 0.033(6) -0.007(6) -0.006(5) -0.014(5) C(34) 0.026(5) 0.035(6) 0.041(6) -0.002(4) -0.001(5) -0.009(5) C(35) 0.033(5) 0.045(6) 0.019(5) 0.010(5) -0.004(4) -0.002(4) C(36) 0.029(6) 0.038(6) 0.049(7) 0.002(5) 0.001(5) 0.005(5) C(37) 0.040(7) 0.051(7) 0.044(7) 0.004(6) -0.008(5) -0.008(6) C(38) 0.035(6) 0.038(6) 0.053(7) -0.004(5) -0.008(5) 0.005(5) C(39) 0.044(7) 0.037(6) 0.041(6) 0.001(5) -0.016(5) 0.012(5) C(40) 0.020(5) 0.035(6) 0.040(6) -0.000(4) -0.009(4) -0.007(5) C(41) 0.051(7) 0.039(6) 0.039(6) -0.004(5) 0.016(5) 0.013(5) C(42) 0.024(5) 0.040(6) 0.039(6) 0.004(4) 0.000(4) -0.002(5) C(43) 0.048(7) 0.023(5) 0.044(6) 0.009(5) -0.002(5) -0.002(4) C(44) 0.073(10) 0.038(7) 0.075(10) -0.027(7) -0.021(9) 0.010(7) C(45) 0.024(5) 0.042(6) 0.036(6) 0.021(5) -0.022(4) -0.026(5) C(46) 0.045(7) 0.076(10) 0.034(6) -0.029(7) 0.009(5) 0.006(6) C(47) 0.025(5) 0.036(6) 0.032(5) -0.001(4) -0.007(4) -0.003(4) C(48) 0.013(4) 0.060(7) 0.035(6) 0.006(5) -0.008(4) 0.017(5) C(49) 0.038(6) 0.014(4) 0.035(5) 0.018(4) -0.014(5) -0.002(4) C(50) 0.043(6) 0.037(6) 0.039(6) 0.015(5) 0.004(5) -0.001(5) C(51) 0.105(15) 0.035(8) 0.091(13) -0.011(8) -0.082(13) 0.022(8) C(52) 0.082(11) 0.033(7) 0.053(8) 0.034(7) -0.031(8) -0.015(6) C(53) 0.021(5) 0.072(9) 0.058(8) -0.011(6) -0.006(5) -0.005(7) C(54) 0.056(9) 0.047(8) 0.067(9) 0.011(7) -0.021(8) -0.018(7) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S(1) C(1) 1.812(12) yes . . S(1) C(13) 1.784(11) yes . . S(2) C(9) 1.782(11) yes . . S(2) C(19) 1.678(18) yes . . S(31) C(31) 1.776(11) yes . . S(31) C(43) 1.751(13) yes . . S(32) C(39) 1.804(12) yes . . S(32) C(49) 1.779(11) yes . . C(1) C(2) 1.393(16) yes . . C(1) C(10) 1.442(17) yes . . C(2) C(3) 1.411(17) yes . . C(3) C(4) 1.313(18) yes . . C(4) C(5) 1.432(16) yes . . C(4) C(11) 1.548(16) yes . . C(5) C(6) 1.431(16) yes . . C(5) C(10) 1.437(17) yes . . C(6) C(7) 1.372(18) yes . . C(6) C(12) 1.529(16) yes . . C(7) C(8) 1.415(18) yes . . C(8) C(9) 1.411(17) yes . . C(9) C(10) 1.400(16) yes . . C(11) C(12) 1.536(17) yes . . C(13) C(14) 1.339(16) yes . . C(13) C(18) 1.454(17) yes . . C(14) C(15) 1.467(18) yes . . C(15) C(16) 1.46(2) yes . . C(16) C(17) 1.43(2) yes . . C(17) C(18) 1.35(2) yes . . C(19) C(20) 1.45(2) yes . . C(19) C(24) 1.55(2) yes . . C(20) C(21) 1.300(16) yes . . C(21) C(22) 1.46(2) yes . . C(22) C(23) 1.37(2) yes . . C(23) C(24) 1.41(2) yes . . C(31) C(32) 1.402(15) yes . . C(31) C(40) 1.458(15) yes . . C(32) C(33) 1.405(17) yes . . C(33) C(34) 1.380(17) yes . . C(34) C(35) 1.406(15) yes . . C(34) C(41) 1.516(17) yes . . C(35) C(36) 1.403(16) yes . . C(35) C(40) 1.431(15) yes . . C(36) C(37) 1.383(17) yes . . C(36) C(42) 1.470(16) yes . . C(37) C(38) 1.458(18) yes . . C(38) C(39) 1.365(17) yes . . C(39) C(40) 1.472(16) yes . . C(41) C(42) 1.572(16) yes . . C(43) C(44) 1.498(19) yes . . C(43) C(48) 1.376(17) yes . . C(44) C(45) 1.30(2) yes . . C(45) C(46) 1.292(18) yes . . C(46) C(47) 1.342(18) yes . . C(47) C(48) 1.368(16) yes . . C(49) C(50) 1.311(16) yes . . C(49) C(54) 1.321(19) yes . . C(50) C(51) 1.29(2) yes . . C(51) C(52) 1.50(3) yes . . C(52) C(53) 1.306(20) yes . . C(53) C(54) 1.514(19) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . C(20) H(20) 0.950 yes . . C(21) H(21) 0.950 yes . . C(22) H(22) 0.950 yes . . C(23) H(23) 0.950 yes . . C(24) H(24) 0.950 yes . . C(32) H(32) 0.950 yes . . C(33) H(33) 0.950 yes . . C(37) H(37) 0.950 yes . . C(38) H(38) 0.950 yes . . C(41) H(41A) 0.990 yes . . C(41) H(41B) 0.990 yes . . C(42) H(42A) 0.990 yes . . C(42) H(42B) 0.990 yes . . C(44) H(44) 0.950 yes . . C(45) H(45) 0.950 yes . . C(46) H(46) 0.950 yes . . C(47) H(47) 0.950 yes . . C(48) H(48) 0.950 yes . . C(50) H(50) 0.950 yes . . C(51) H(51) 0.950 yes . . C(52) H(52) 0.950 yes . . C(53) H(53) 0.950 yes . . C(54) H(54) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) S(1) C(13) 104.1(6) yes . . . C(9) S(2) C(19) 101.7(6) yes . . . C(31) S(31) C(43) 104.1(5) yes . . . C(39) S(32) C(49) 107.1(6) yes . . . S(1) C(1) C(2) 114.4(9) yes . . . S(1) C(1) C(10) 124.3(9) yes . . . C(2) C(1) C(10) 121.3(11) yes . . . C(1) C(2) C(3) 123.5(11) yes . . . C(2) C(3) C(4) 118.4(11) yes . . . C(3) C(4) C(5) 119.5(11) yes . . . C(3) C(4) C(11) 132.9(11) yes . . . C(5) C(4) C(11) 107.5(10) yes . . . C(4) C(5) C(6) 111.4(10) yes . . . C(4) C(5) C(10) 126.0(10) yes . . . C(6) C(5) C(10) 122.6(10) yes . . . C(5) C(6) C(7) 118.9(11) yes . . . C(5) C(6) C(12) 109.9(10) yes . . . C(7) C(6) C(12) 131.2(11) yes . . . C(6) C(7) C(8) 118.9(12) yes . . . C(7) C(8) C(9) 122.9(11) yes . . . S(2) C(9) C(8) 114.8(8) yes . . . S(2) C(9) C(10) 125.1(9) yes . . . C(8) C(9) C(10) 119.4(10) yes . . . C(1) C(10) C(5) 111.1(10) yes . . . C(1) C(10) C(9) 131.8(11) yes . . . C(5) C(10) C(9) 117.1(10) yes . . . C(4) C(11) C(12) 106.7(9) yes . . . C(6) C(12) C(11) 104.5(9) yes . . . S(1) C(13) C(14) 127.0(9) yes . . . S(1) C(13) C(18) 113.8(9) yes . . . C(14) C(13) C(18) 119.2(10) yes . . . C(13) C(14) C(15) 124.6(10) yes . . . C(14) C(15) C(16) 113.9(11) yes . . . C(15) C(16) C(17) 120.1(13) yes . . . C(16) C(17) C(18) 122.0(14) yes . . . C(13) C(18) C(17) 119.8(12) yes . . . S(2) C(19) C(20) 131.0(12) yes . . . S(2) C(19) C(24) 115.8(12) yes . . . C(20) C(19) C(24) 113.2(14) yes . . . C(19) C(20) C(21) 125.5(12) yes . . . C(20) C(21) C(22) 120.6(12) yes . . . C(21) C(22) C(23) 119.3(13) yes . . . C(22) C(23) C(24) 122.2(15) yes . . . C(19) C(24) C(23) 118.8(15) yes . . . S(31) C(31) C(32) 115.9(8) yes . . . S(31) C(31) C(40) 126.3(8) yes . . . C(32) C(31) C(40) 117.2(9) yes . . . C(31) C(32) C(33) 124.7(10) yes . . . C(32) C(33) C(34) 118.2(10) yes . . . C(33) C(34) C(35) 120.2(10) yes . . . C(33) C(34) C(41) 130.9(10) yes . . . C(35) C(34) C(41) 108.9(10) yes . . . C(34) C(35) C(36) 111.8(10) yes . . . C(34) C(35) C(40) 122.7(10) yes . . . C(36) C(35) C(40) 125.5(10) yes . . . C(35) C(36) C(37) 119.3(11) yes . . . C(35) C(36) C(42) 110.0(10) yes . . . C(37) C(36) C(42) 130.7(11) yes . . . C(36) C(37) C(38) 117.8(12) yes . . . C(37) C(38) C(39) 122.8(11) yes . . . S(32) C(39) C(38) 114.8(9) yes . . . S(32) C(39) C(40) 124.3(9) yes . . . C(38) C(39) C(40) 120.9(11) yes . . . C(31) C(40) C(35) 117.1(9) yes . . . C(31) C(40) C(39) 129.2(10) yes . . . C(35) C(40) C(39) 113.7(10) yes . . . C(34) C(41) C(42) 103.7(9) yes . . . C(36) C(42) C(41) 105.5(9) yes . . . S(31) C(43) C(44) 127.1(10) yes . . . S(31) C(43) C(48) 118.2(9) yes . . . C(44) C(43) C(48) 114.6(12) yes . . . C(43) C(44) C(45) 117.8(14) yes . . . C(44) C(45) C(46) 124.4(13) yes . . . C(45) C(46) C(47) 122.7(12) yes . . . C(46) C(47) C(48) 117.6(11) yes . . . C(43) C(48) C(47) 122.9(11) yes . . . S(32) C(49) C(50) 118.8(9) yes . . . S(32) C(49) C(54) 119.2(9) yes . . . C(50) C(49) C(54) 121.9(12) yes . . . C(49) C(50) C(51) 126.0(14) yes . . . C(50) C(51) C(52) 116.2(15) yes . . . C(51) C(52) C(53) 119.9(14) yes . . . C(52) C(53) C(54) 118.1(13) yes . . . C(49) C(54) C(53) 117.3(13) yes . . . C(1) C(2) H(2) 118.252 yes . . . C(3) C(2) H(2) 118.243 yes . . . C(2) C(3) H(3) 120.819 yes . . . C(4) C(3) H(3) 120.831 yes . . . C(6) C(7) H(7) 120.521 yes . . . C(8) C(7) H(7) 120.548 yes . . . C(7) C(8) H(8) 118.528 yes . . . C(9) C(8) H(8) 118.530 yes . . . C(4) C(11) H(11A) 110.375 yes . . . C(4) C(11) H(11B) 110.376 yes . . . C(12) C(11) H(11A) 110.379 yes . . . C(12) C(11) H(11B) 110.375 yes . . . H(11A) C(11) H(11B) 108.602 yes . . . C(6) C(12) H(12A) 110.854 yes . . . C(6) C(12) H(12B) 110.863 yes . . . C(11) C(12) H(12A) 110.854 yes . . . C(11) C(12) H(12B) 110.854 yes . . . H(12A) C(12) H(12B) 108.895 yes . . . C(13) C(14) H(14) 117.698 yes . . . C(15) C(14) H(14) 117.702 yes . . . C(14) C(15) H(15) 123.046 yes . . . C(16) C(15) H(15) 123.055 yes . . . C(15) C(16) H(16) 119.935 yes . . . C(17) C(16) H(16) 119.922 yes . . . C(16) C(17) H(17) 119.018 yes . . . C(18) C(17) H(17) 119.026 yes . . . C(13) C(18) H(18) 120.100 yes . . . C(17) C(18) H(18) 120.087 yes . . . C(19) C(20) H(20) 117.275 yes . . . C(21) C(20) H(20) 117.259 yes . . . C(20) C(21) H(21) 119.678 yes . . . C(22) C(21) H(21) 119.678 yes . . . C(21) C(22) H(22) 120.327 yes . . . C(23) C(22) H(22) 120.339 yes . . . C(22) C(23) H(23) 118.913 yes . . . C(24) C(23) H(23) 118.909 yes . . . C(19) C(24) H(24) 120.580 yes . . . C(23) C(24) H(24) 120.573 yes . . . C(31) C(32) H(32) 117.646 yes . . . C(33) C(32) H(32) 117.658 yes . . . C(32) C(33) H(33) 120.917 yes . . . C(34) C(33) H(33) 120.924 yes . . . C(36) C(37) H(37) 121.085 yes . . . C(38) C(37) H(37) 121.080 yes . . . C(37) C(38) H(38) 118.606 yes . . . C(39) C(38) H(38) 118.608 yes . . . C(34) C(41) H(41A) 111.017 yes . . . C(34) C(41) H(41B) 111.020 yes . . . C(42) C(41) H(41A) 111.010 yes . . . C(42) C(41) H(41B) 111.011 yes . . . H(41A) C(41) H(41B) 109.009 yes . . . C(36) C(42) H(42A) 110.627 yes . . . C(36) C(42) H(42B) 110.634 yes . . . C(41) C(42) H(42A) 110.642 yes . . . C(41) C(42) H(42B) 110.643 yes . . . H(42A) C(42) H(42B) 108.763 yes . . . C(43) C(44) H(44) 121.100 yes . . . C(45) C(44) H(44) 121.102 yes . . . C(44) C(45) H(45) 117.816 yes . . . C(46) C(45) H(45) 117.797 yes . . . C(45) C(46) H(46) 118.643 yes . . . C(47) C(46) H(46) 118.662 yes . . . C(46) C(47) H(47) 121.186 yes . . . C(48) C(47) H(47) 121.179 yes . . . C(43) C(48) H(48) 118.571 yes . . . C(47) C(48) H(48) 118.572 yes . . . C(49) C(50) H(50) 116.986 yes . . . C(51) C(50) H(50) 116.969 yes . . . C(50) C(51) H(51) 121.916 yes . . . C(52) C(51) H(51) 121.912 yes . . . C(51) C(52) H(52) 120.075 yes . . . C(53) C(52) H(52) 120.053 yes . . . C(52) C(53) H(53) 120.931 yes . . . C(54) C(53) H(53) 120.921 yes . . . C(49) C(54) H(54) 121.345 yes . . . C(53) C(54) H(54) 121.364 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) S(1) C(13) C(14) -4.5(10) no . . . . C(13) S(1) C(1) C(2) -102.3(8) no . . . . C(13) S(1) C(1) C(10) 75.6(9) no . . . . C(9) S(2) C(19) C(20) 30.6(15) no . . . . C(9) S(2) C(19) C(24) -148.4(9) no . . . . C(19) S(2) C(9) C(8) -96.9(9) no . . . . C(19) S(2) C(9) C(10) 92.0(10) no . . . . C(31) S(31) C(43) C(44) -1.8(10) no . . . . C(43) S(31) C(31) C(32) 108.2(8) no . . . . C(43) S(31) C(31) C(40) -80.4(9) no . . . . C(39) S(32) C(49) C(50) 146.6(8) no . . . . C(39) S(32) C(49) C(54) -36.3(9) no . . . . C(49) S(32) C(39) C(38) 95.9(8) no . . . . C(49) S(32) C(39) C(40) -86.3(10) no . . . . S(1) C(1) C(10) C(9) 0.3(18) no . . . . C(2) C(1) C(10) C(5) -4.8(15) no . . . . C(10) C(1) C(2) C(3) 5.6(18) no . . . . C(1) C(2) C(3) C(4) -2.0(19) no . . . . C(2) C(3) C(4) C(5) -1.7(17) no . . . . C(3) C(4) C(5) C(10) 2.0(18) no . . . . C(5) C(4) C(11) C(12) 1.9(11) no . . . . C(11) C(4) C(5) C(6) -2.2(12) no . . . . C(4) C(5) C(6) C(12) 1.5(12) no . . . . C(4) C(5) C(10) C(1) 1.3(16) no . . . . C(6) C(5) C(10) C(9) 1.1(16) no . . . . C(10) C(5) C(6) C(7) -3.0(16) no . . . . C(5) C(6) C(7) C(8) 1.5(16) no . . . . C(5) C(6) C(12) C(11) -0.2(12) no . . . . C(6) C(7) C(8) C(9) 2.0(19) no . . . . C(7) C(8) C(9) C(10) -4.0(18) no . . . . S(2) C(9) C(10) C(1) -10.0(18) no . . . . C(8) C(9) C(10) C(5) 2.3(16) no . . . . C(4) C(11) C(12) C(6) -1.0(11) no . . . . C(14) C(13) C(18) C(17) 2.0(16) no . . . . C(18) C(13) C(14) C(15) -3.0(16) no . . . . C(13) C(14) C(15) C(16) 5.1(16) no . . . . C(14) C(15) C(16) C(17) -6.3(17) no . . . . C(15) C(16) C(17) C(18) 6(2) no . . . . C(16) C(17) C(18) C(13) -3(2) no . . . . C(20) C(19) C(24) C(23) 2.9(19) no . . . . C(24) C(19) C(20) C(21) -6.8(18) no . . . . C(19) C(20) C(21) C(22) 5.7(19) no . . . . C(20) C(21) C(22) C(23) -0(2) no . . . . C(21) C(22) C(23) C(24) -4(2) no . . . . C(22) C(23) C(24) C(19) 2(2) no . . . . S(31) C(31) C(40) C(39) 11.5(16) no . . . . C(32) C(31) C(40) C(35) -0.1(14) no . . . . C(40) C(31) C(32) C(33) 1.9(16) no . . . . C(31) C(32) C(33) C(34) -2.1(17) no . . . . C(32) C(33) C(34) C(35) 0.6(16) no . . . . C(33) C(34) C(35) C(40) 1.2(16) no . . . . C(35) C(34) C(41) C(42) 1.3(12) no . . . . C(41) C(34) C(35) C(36) -1.2(12) no . . . . C(34) C(35) C(36) C(42) 0.5(13) no . . . . C(34) C(35) C(40) C(31) -1.4(15) no . . . . C(36) C(35) C(40) C(39) -0.3(15) no . . . . C(40) C(35) C(36) C(37) -1.2(17) no . . . . C(35) C(36) C(37) C(38) 2.2(16) no . . . . C(35) C(36) C(42) C(41) 0.4(11) no . . . . C(36) C(37) C(38) C(39) -1.9(17) no . . . . C(37) C(38) C(39) C(40) 0.4(18) no . . . . S(32) C(39) C(40) C(31) 0.2(17) no . . . . C(38) C(39) C(40) C(35) 0.7(15) no . . . . C(34) C(41) C(42) C(36) -1.0(11) no . . . . C(44) C(43) C(48) C(47) -0.8(16) no . . . . C(48) C(43) C(44) C(45) 1.2(18) no . . . . C(43) C(44) C(45) C(46) 0.1(20) no . . . . C(44) C(45) C(46) C(47) -2(2) no . . . . C(45) C(46) C(47) C(48) 2.2(19) no . . . . C(46) C(47) C(48) C(43) -0.8(17) no . . . . C(50) C(49) C(54) C(53) -4.9(19) no . . . . C(54) C(49) C(50) C(51) -1.0(20) no . . . . C(49) C(50) C(51) C(52) 7(2) no . . . . C(50) C(51) C(52) C(53) -7(2) no . . . . C(51) C(52) C(53) C(54) 1.5(20) no . . . . C(52) C(53) C(54) C(49) 4.2(20) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S(1) S(2) 3.274(4) yes . . S(1) C(9) 3.426(12) yes . . S(1) C(19) 3.567(17) yes . . S(2) C(1) 3.415(12) yes . . S(2) C(13) 3.303(12) yes . . S(2) C(14) 3.441(9) yes . . S(31) S(32) 3.289(4) yes . . S(31) C(39) 3.462(12) yes . . S(31) C(49) 3.587(11) yes . . S(32) C(31) 3.429(11) yes . . S(32) C(43) 3.270(12) yes . . S(32) C(44) 3.550(16) yes . . C(1) C(4) 2.804(17) yes . . C(1) C(14) 3.110(15) yes . . C(2) C(5) 2.690(17) yes . . C(3) C(6) 3.591(17) yes . . C(3) C(10) 2.924(17) yes . . C(5) C(8) 2.748(17) yes . . C(6) C(9) 2.846(16) yes . . C(7) C(10) 2.870(18) yes . . C(8) C(19) 3.50(2) yes . . C(9) C(20) 3.145(14) yes . . C(10) C(13) 3.570(17) yes . . C(10) C(14) 3.493(15) yes . . C(10) C(19) 3.566(19) yes . . C(13) C(16) 2.832(17) yes . . C(14) C(17) 2.780(19) yes . . C(15) C(18) 2.884(19) yes . . C(19) C(22) 2.89(2) yes . . C(20) C(23) 2.799(19) yes . . C(21) C(24) 2.84(2) yes . . C(31) C(34) 2.856(15) yes . . C(31) C(44) 3.13(2) yes . . C(32) C(35) 2.750(16) yes . . C(33) C(40) 2.872(16) yes . . C(35) C(38) 2.751(16) yes . . C(36) C(39) 2.844(17) yes . . C(37) C(40) 2.911(17) yes . . C(38) C(54) 3.539(19) yes . . C(39) C(54) 3.135(19) yes . . C(43) C(46) 2.738(18) yes . . C(44) C(47) 2.75(2) yes . . C(45) C(48) 2.678(16) yes . . C(49) C(52) 2.737(19) yes . . C(50) C(53) 2.720(18) yes . . C(51) C(54) 2.77(2) yes . . C(15) C(23) 3.59(2) yes . 3_455 C(18) C(20) 3.457(17) yes . 3_445 C(20) C(18) 3.457(17) yes . 3_555 C(20) C(41) 3.512(16) yes . . C(23) C(15) 3.59(2) yes . 3_545 C(41) C(20) 3.512(16) yes . . C(48) C(54) 3.441(20) yes . 3_555 C(54) C(48) 3.441(20) yes . 3_445 S(1) H(2) 2.7173 yes . . S(1) H(14) 2.9140 yes . . S(1) H(18) 2.7711 yes . . S(1) H(24) 3.5969 yes . . S(2) H(8) 2.7296 yes . . S(2) H(14) 3.3283 yes . . S(2) H(20) 3.0162 yes . . S(2) H(24) 2.8482 yes . . S(31) H(32) 2.7290 yes . . S(31) H(44) 3.1023 yes . . S(31) H(48) 2.7513 yes . . S(31) H(50) 3.4651 yes . . S(32) H(38) 2.6985 yes . . S(32) H(44) 3.5454 yes . . S(32) H(50) 2.6963 yes . . S(32) H(54) 2.7835 yes . . C(1) H(3) 3.3199 yes . . C(1) H(14) 2.6359 yes . . C(2) H(14) 3.3594 yes . . C(3) H(11A) 2.9464 yes . . C(3) H(11B) 2.9404 yes . . C(4) H(2) 3.1849 yes . . C(4) H(12A) 3.1322 yes . . C(4) H(12B) 3.1457 yes . . C(5) H(3) 3.2448 yes . . C(5) H(7) 3.2824 yes . . C(5) H(11A) 3.0759 yes . . C(5) H(11B) 3.0519 yes . . C(5) H(12A) 3.0836 yes . . C(5) H(12B) 3.0807 yes . . C(6) H(8) 3.2494 yes . . C(6) H(11A) 3.0966 yes . . C(6) H(11B) 3.0831 yes . . C(7) H(12A) 2.9701 yes . . C(7) H(12B) 2.9421 yes . . C(8) H(20) 2.9830 yes . . C(9) H(7) 3.3330 yes . . C(9) H(14) 3.1609 yes . . C(9) H(20) 2.8000 yes . . C(10) H(2) 3.3151 yes . . C(10) H(8) 3.2758 yes . . C(10) H(14) 2.8039 yes . . C(11) H(3) 2.8723 yes . . C(12) H(7) 2.8807 yes . . C(13) H(15) 3.3373 yes . . C(13) H(17) 3.2859 yes . . C(14) H(16) 3.3280 yes . . C(14) H(18) 3.2627 yes . . C(15) H(17) 3.3576 yes . . C(16) H(14) 3.3150 yes . . C(16) H(18) 3.2887 yes . . C(17) H(15) 3.3772 yes . . C(18) H(14) 3.2646 yes . . C(18) H(16) 3.2751 yes . . C(19) H(8) 3.4777 yes . . C(19) H(21) 3.2907 yes . . C(19) H(23) 3.4068 yes . . C(20) H(8) 3.5895 yes . . C(20) H(22) 3.2473 yes . . C(20) H(24) 3.3745 yes . . C(21) H(23) 3.3058 yes . . C(22) H(20) 3.2510 yes . . C(22) H(24) 3.2827 yes . . C(23) H(21) 3.2977 yes . . C(24) H(20) 3.3679 yes . . C(24) H(22) 3.2856 yes . . C(31) H(33) 3.3336 yes . . C(31) H(44) 2.7613 yes . . C(32) H(44) 3.4880 yes . . C(33) H(41A) 2.9599 yes . . C(33) H(41B) 2.9389 yes . . C(34) H(32) 3.2360 yes . . C(34) H(42A) 3.0888 yes . . C(34) H(42B) 3.1021 yes . . C(35) H(33) 3.2792 yes . . C(35) H(37) 3.2715 yes . . C(35) H(41A) 3.0323 yes . . C(35) H(41B) 3.0483 yes . . C(35) H(42A) 3.0133 yes . . C(35) H(42B) 3.0177 yes . . C(36) H(38) 3.2828 yes . . C(36) H(41A) 3.0799 yes . . C(36) H(41B) 3.0925 yes . . C(37) H(42A) 2.8902 yes . . C(37) H(42B) 2.9038 yes . . C(38) H(54) 2.8531 yes . . C(39) H(37) 3.3269 yes . . C(39) H(44) 3.3673 yes . . C(39) H(54) 2.7630 yes . . C(40) H(32) 3.2966 yes . . C(40) H(38) 3.3217 yes . . C(40) H(44) 3.0367 yes . . C(41) H(33) 2.8798 yes . . C(42) H(37) 2.8480 yes . . C(43) H(45) 3.2616 yes . . C(43) H(47) 3.2669 yes . . C(43) H(50) 3.5903 yes . . C(44) H(46) 3.1266 yes . . C(44) H(48) 3.2931 yes . . C(45) H(47) 3.1649 yes . . C(46) H(44) 3.1420 yes . . C(46) H(48) 3.1736 yes . . C(47) H(45) 3.1508 yes . . C(48) H(44) 3.2899 yes . . C(48) H(46) 3.1780 yes . . C(48) H(50) 3.4869 yes . . C(49) H(38) 3.5997 yes . . C(49) H(51) 3.1655 yes . . C(49) H(53) 3.2787 yes . . C(50) H(52) 3.2178 yes . . C(50) H(54) 3.1602 yes . . C(51) H(53) 3.3061 yes . . C(52) H(50) 3.2316 yes . . C(52) H(54) 3.2765 yes . . C(53) H(51) 3.2832 yes . . C(54) H(38) 3.4733 yes . . C(54) H(50) 3.1350 yes . . C(54) H(52) 3.2989 yes . . H(2) H(3) 2.3479 yes . . H(3) H(11A) 3.0003 yes . . H(3) H(11B) 2.9977 yes . . H(7) H(8) 2.3519 yes . . H(7) H(12A) 3.0225 yes . . H(7) H(12B) 2.9853 yes . . H(8) H(20) 3.0328 yes . . H(11A) H(12A) 2.2337 yes . . H(11A) H(12B) 2.7482 yes . . H(11B) H(12A) 2.7577 yes . . H(11B) H(12B) 2.2336 yes . . H(14) H(15) 2.4282 yes . . H(15) H(16) 2.4562 yes . . H(16) H(17) 2.3670 yes . . H(17) H(18) 2.2880 yes . . H(18) H(24) 3.3959 yes . . H(20) H(21) 2.2070 yes . . H(21) H(22) 2.4133 yes . . H(22) H(23) 2.3116 yes . . H(23) H(24) 2.3483 yes . . H(32) H(33) 2.3342 yes . . H(33) H(41A) 3.0217 yes . . H(33) H(41B) 2.9857 yes . . H(37) H(38) 2.4038 yes . . H(37) H(42A) 2.9610 yes . . H(37) H(42B) 2.9543 yes . . H(38) H(54) 2.7808 yes . . H(41A) H(42A) 2.7931 yes . . H(41A) H(42B) 2.2763 yes . . H(41B) H(42A) 2.2762 yes . . H(41B) H(42B) 2.7838 yes . . H(44) H(45) 2.2318 yes . . H(45) H(46) 2.1902 yes . . H(46) H(47) 2.2898 yes . . H(47) H(48) 2.3147 yes . . H(48) H(50) 3.1753 yes . . H(50) H(51) 2.2214 yes . . H(51) H(52) 2.4793 yes . . H(52) H(53) 2.2706 yes . . H(53) H(54) 2.4970 yes . . S(1) H(15) 3.5770 yes . 3_545 S(1) H(20) 3.3882 yes . 3_445 S(1) H(41A) 2.9828 yes . . S(1) H(42B) 3.2093 yes . . S(2) H(22) 2.9518 yes . 3_455 S(2) H(50) 3.5190 yes . 2_565 S(2) H(51) 3.5430 yes . 2_565 S(31) H(11A) 2.9959 yes . . S(31) H(12A) 3.1744 yes . . S(31) H(54) 3.3230 yes . 3_555 S(32) H(16) 3.3339 yes . 4_554 S(32) H(17) 3.0526 yes . 4_554 S(32) H(52) 2.8500 yes . 3_545 C(1) H(41A) 3.0541 yes . . C(1) H(42A) 3.3341 yes . 3_455 C(1) H(42B) 3.5060 yes . . C(2) H(7) 3.4776 yes . 3_445 C(2) H(32) 3.1748 yes . 3_445 C(2) H(42A) 3.1471 yes . 3_455 C(2) H(42B) 3.4847 yes . . C(3) H(32) 3.4906 yes . 3_445 C(3) H(42A) 3.1054 yes . 3_455 C(3) H(54) 3.4454 yes . . C(4) H(42A) 3.1543 yes . 3_455 C(5) H(41B) 3.0569 yes . 3_455 C(5) H(42A) 3.2281 yes . 3_455 C(6) H(41B) 3.1952 yes . 3_455 C(7) H(2) 3.4308 yes . 3_555 C(7) H(21) 3.5594 yes . 3_455 C(7) H(41B) 3.3233 yes . 3_455 C(8) H(21) 3.2782 yes . 3_455 C(8) H(22) 3.3592 yes . 3_455 C(8) H(41B) 3.3440 yes . 3_455 C(9) H(22) 3.4990 yes . 3_455 C(9) H(41B) 3.3217 yes . 3_455 C(10) H(41A) 3.3951 yes . . C(10) H(41B) 3.1630 yes . 3_455 C(10) H(42A) 3.3780 yes . 3_455 C(11) H(44) 3.1577 yes . 3_455 C(12) H(37) 3.2283 yes . 1_565 C(12) H(44) 2.9459 yes . 3_455 C(13) H(8) 2.8736 yes . 3_445 C(13) H(20) 3.5258 yes . 3_445 C(14) H(7) 3.4865 yes . 3_445 C(14) H(8) 2.8758 yes . 3_445 C(14) H(42A) 3.2855 yes . 3_455 C(15) H(8) 3.0105 yes . 3_445 C(15) H(21) 3.0511 yes . 1_455 C(15) H(23) 3.2251 yes . 3_455 C(15) H(51) 3.5739 yes . 2_565 C(16) H(8) 3.1587 yes . 3_445 C(16) H(21) 3.4093 yes . 1_455 C(16) H(22) 3.0378 yes . 1_455 C(16) H(47) 3.2867 yes . 2_465 C(16) H(51) 3.0827 yes . 2_565 C(16) H(52) 3.0630 yes . 2_565 C(17) H(8) 3.1052 yes . 3_445 C(17) H(22) 3.4340 yes . 1_455 C(17) H(51) 2.9722 yes . 2_565 C(17) H(52) 3.4690 yes . 2_565 C(18) H(8) 3.0105 yes . 3_445 C(18) H(20) 3.2724 yes . 3_445 C(18) H(47) 3.5404 yes . 4_455 C(18) H(51) 3.2279 yes . 2_565 C(19) H(18) 3.4366 yes . 3_555 C(19) H(41A) 3.1160 yes . . C(20) H(18) 2.9687 yes . 3_555 C(20) H(33) 2.9385 yes . . C(20) H(41A) 2.9059 yes . . C(20) H(41B) 3.4432 yes . . C(20) H(47) 3.5354 yes . 2_565 C(21) H(8) 3.5112 yes . 3_545 C(21) H(15) 3.4683 yes . 1_655 C(21) H(18) 3.2964 yes . 3_555 C(21) H(33) 3.2448 yes . . C(21) H(41A) 3.2549 yes . . C(21) H(41B) 3.1914 yes . . C(21) H(47) 3.0893 yes . 2_565 C(22) H(8) 3.5006 yes . 3_545 C(22) H(16) 3.3237 yes . 1_655 C(22) H(41B) 3.5334 yes . . C(22) H(47) 2.8643 yes . 2_565 C(23) H(15) 3.2574 yes . 3_545 C(23) H(47) 3.1806 yes . 2_565 C(23) H(48) 3.2324 yes . 2_565 C(24) H(15) 3.4137 yes . 3_545 C(24) H(41A) 3.5460 yes . . C(24) H(46) 3.2362 yes . 4_455 C(24) H(48) 3.2404 yes . 2_565 C(31) H(11A) 3.1529 yes . . C(31) H(12A) 3.5214 yes . . C(31) H(12B) 3.2767 yes . 3_545 C(32) H(2) 3.1881 yes . 3_555 C(32) H(12A) 3.4740 yes . . C(32) H(12B) 3.1501 yes . 3_545 C(32) H(37) 3.3833 yes . 3_555 C(33) H(2) 3.4944 yes . 3_555 C(33) H(12B) 3.1210 yes . 3_545 C(33) H(20) 3.0679 yes . . C(34) H(12B) 3.1986 yes . 3_545 C(34) H(20) 3.6000 yes . . C(35) H(11B) 3.0627 yes . 3_545 C(35) H(12B) 3.3078 yes . 3_545 C(36) H(11B) 3.1975 yes . 3_545 C(37) H(11B) 3.3611 yes . 3_545 C(37) H(12B) 3.5837 yes . 1_545 C(37) H(32) 3.4093 yes . 3_445 C(37) H(53) 3.5511 yes . 3_545 C(38) H(11B) 3.3466 yes . 3_545 C(38) H(52) 3.3399 yes . 3_545 C(38) H(53) 3.1568 yes . 3_545 C(39) H(11B) 3.2538 yes . 3_545 C(39) H(52) 3.3707 yes . 3_545 C(40) H(11A) 3.4384 yes . . C(40) H(11B) 3.1355 yes . 3_545 C(40) H(12B) 3.3570 yes . 3_545 C(41) H(14) 3.2437 yes . 3_545 C(41) H(20) 3.5933 yes . . C(42) H(7) 3.2522 yes . 1_545 C(42) H(14) 3.0784 yes . 3_545 C(43) H(38) 2.9454 yes . 3_555 C(43) H(54) 3.2797 yes . 3_555 C(44) H(12B) 3.2436 yes . 3_545 C(44) H(37) 3.4603 yes . 3_555 C(44) H(38) 2.8288 yes . 3_555 C(45) H(38) 2.8913 yes . 3_555 C(45) H(51) 3.4643 yes . 3_545 C(45) H(53) 3.0874 yes . 1_655 C(46) H(16) 3.2882 yes . 2_664 C(46) H(17) 3.5245 yes . 4_554 C(46) H(18) 3.0805 yes . 4_554 C(46) H(24) 3.2480 yes . 4_554 C(46) H(38) 3.0548 yes . 3_555 C(46) H(52) 3.2561 yes . 1_655 C(46) H(53) 3.3450 yes . 1_655 C(47) H(16) 3.0241 yes . 2_664 C(47) H(17) 3.2660 yes . 4_554 C(47) H(18) 2.8956 yes . 4_554 C(47) H(38) 3.1998 yes . 3_555 C(48) H(17) 3.2931 yes . 4_554 C(48) H(38) 3.1122 yes . 3_555 C(48) H(54) 3.0335 yes . 3_555 C(49) H(11A) 3.1600 yes . . C(49) H(23) 3.5529 yes . 4_454 C(50) H(11A) 3.5117 yes . . C(50) H(22) 3.5334 yes . 4_454 C(50) H(23) 3.1635 yes . 4_454 C(51) H(23) 2.7825 yes . 4_454 C(51) H(45) 3.3555 yes . 3_455 C(52) H(11B) 3.5143 yes . . C(52) H(16) 3.3018 yes . 2_564 C(52) H(23) 2.9510 yes . 4_454 C(52) H(38) 3.5596 yes . 3_455 C(52) H(46) 3.2956 yes . 1_455 C(53) H(3) 3.3821 yes . . C(53) H(11A) 3.2714 yes . . C(53) H(11B) 3.2344 yes . . C(53) H(23) 3.3443 yes . 4_454 C(53) H(38) 3.4826 yes . 3_455 C(53) H(45) 3.4452 yes . 1_455 C(53) H(46) 3.4432 yes . 1_455 C(53) H(48) 3.5189 yes . 3_445 C(54) H(3) 3.1104 yes . . C(54) H(11A) 3.0515 yes . . C(54) H(48) 3.0372 yes . 3_445 H(2) C(7) 3.4308 yes . 3_445 H(2) C(32) 3.1881 yes . 3_445 H(2) C(33) 3.4944 yes . 3_445 H(2) H(7) 3.1664 yes . 3_445 H(2) H(32) 2.4036 yes . 3_445 H(2) H(33) 3.0743 yes . 3_445 H(2) H(42A) 3.5965 yes . 3_455 H(2) H(42B) 3.2682 yes . . H(3) C(53) 3.3821 yes . . H(3) C(54) 3.1104 yes . . H(3) H(12A) 3.5277 yes . 3_445 H(3) H(32) 3.0696 yes . 3_445 H(3) H(42A) 3.5614 yes . 3_455 H(3) H(53) 3.1165 yes . . H(3) H(54) 2.6599 yes . . H(7) C(2) 3.4776 yes . 3_555 H(7) C(14) 3.4865 yes . 3_555 H(7) C(42) 3.2522 yes . 1_565 H(7) H(2) 3.1664 yes . 3_555 H(7) H(14) 3.3386 yes . 3_555 H(7) H(21) 3.4741 yes . 3_455 H(7) H(37) 3.3424 yes . 1_565 H(7) H(42A) 2.6937 yes . 1_565 H(7) H(42B) 2.9691 yes . 1_565 H(8) C(13) 2.8736 yes . 3_555 H(8) C(14) 2.8758 yes . 3_555 H(8) C(15) 3.0105 yes . 3_555 H(8) C(16) 3.1587 yes . 3_555 H(8) C(17) 3.1052 yes . 3_555 H(8) C(18) 3.0105 yes . 3_555 H(8) C(21) 3.5112 yes . 3_455 H(8) C(22) 3.5006 yes . 3_455 H(8) H(14) 3.3908 yes . 3_555 H(8) H(15) 3.5272 yes . 3_555 H(8) H(18) 3.5695 yes . 3_555 H(8) H(21) 2.9347 yes . 3_455 H(8) H(22) 2.9216 yes . 3_455 H(11A) S(31) 2.9959 yes . . H(11A) C(31) 3.1529 yes . . H(11A) C(40) 3.4384 yes . . H(11A) C(49) 3.1600 yes . . H(11A) C(50) 3.5117 yes . . H(11A) C(53) 3.2714 yes . . H(11A) C(54) 3.0515 yes . . H(11A) H(44) 3.3007 yes . 3_455 H(11A) H(54) 3.3908 yes . . H(11B) C(35) 3.0627 yes . 3_455 H(11B) C(36) 3.1975 yes . 3_455 H(11B) C(37) 3.3611 yes . 3_455 H(11B) C(38) 3.3466 yes . 3_455 H(11B) C(39) 3.2538 yes . 3_455 H(11B) C(40) 3.1355 yes . 3_455 H(11B) C(52) 3.5143 yes . . H(11B) C(53) 3.2344 yes . . H(11B) H(44) 2.7518 yes . 3_455 H(11B) H(53) 3.2799 yes . . H(12A) S(31) 3.1744 yes . . H(12A) C(31) 3.5214 yes . . H(12A) C(32) 3.4740 yes . . H(12A) H(3) 3.5277 yes . 3_555 H(12A) H(32) 3.2274 yes . . H(12A) H(37) 2.9987 yes . 1_565 H(12A) H(44) 3.0283 yes . 3_455 H(12A) H(45) 3.4788 yes . 3_455 H(12B) C(31) 3.2767 yes . 3_455 H(12B) C(32) 3.1501 yes . 3_455 H(12B) C(33) 3.1210 yes . 3_455 H(12B) C(34) 3.1986 yes . 3_455 H(12B) C(35) 3.3078 yes . 3_455 H(12B) C(37) 3.5837 yes . 1_565 H(12B) C(40) 3.3570 yes . 3_455 H(12B) C(44) 3.2436 yes . 3_455 H(12B) H(33) 3.5733 yes . 3_455 H(12B) H(37) 2.6366 yes . 1_565 H(12B) H(44) 2.3848 yes . 3_455 H(14) C(41) 3.2437 yes . 3_455 H(14) C(42) 3.0784 yes . 3_455 H(14) H(7) 3.3386 yes . 3_445 H(14) H(8) 3.3908 yes . 3_445 H(14) H(41A) 3.4527 yes . 3_455 H(14) H(41B) 2.7747 yes . 3_455 H(14) H(42A) 2.4898 yes . 3_455 H(14) H(42B) 3.2032 yes . 3_455 H(15) S(1) 3.5770 yes . 3_455 H(15) C(21) 3.4683 yes . 1_455 H(15) C(23) 3.2574 yes . 3_455 H(15) C(24) 3.4137 yes . 3_455 H(15) H(8) 3.5272 yes . 3_445 H(15) H(21) 2.7537 yes . 1_455 H(15) H(23) 3.0853 yes . 3_455 H(15) H(24) 3.3918 yes . 3_455 H(15) H(41A) 3.4169 yes . 3_455 H(15) H(42B) 3.3381 yes . 3_455 H(15) H(46) 3.5673 yes . 2_465 H(16) S(32) 3.3339 yes . 4_455 H(16) C(22) 3.3237 yes . 1_455 H(16) C(46) 3.2882 yes . 2_465 H(16) C(47) 3.0241 yes . 2_465 H(16) C(52) 3.3018 yes . 2_565 H(16) H(21) 3.4352 yes . 1_455 H(16) H(22) 2.8745 yes . 1_455 H(16) H(46) 2.9176 yes . 2_465 H(16) H(47) 2.4333 yes . 2_465 H(16) H(51) 3.3874 yes . 2_565 H(16) H(52) 2.6063 yes . 2_565 H(17) S(32) 3.0526 yes . 4_455 H(17) C(46) 3.5245 yes . 4_455 H(17) C(47) 3.2660 yes . 4_455 H(17) C(48) 3.2931 yes . 4_455 H(17) H(22) 3.4626 yes . 1_455 H(17) H(47) 3.5688 yes . 4_455 H(17) H(50) 2.9215 yes . 4_455 H(17) H(51) 3.2943 yes . 2_565 H(17) H(52) 3.3975 yes . 2_565 H(18) C(19) 3.4366 yes . 3_445 H(18) C(20) 2.9687 yes . 3_445 H(18) C(21) 3.2964 yes . 3_445 H(18) C(46) 3.0805 yes . 4_455 H(18) C(47) 2.8956 yes . 4_455 H(18) H(8) 3.5695 yes . 3_445 H(18) H(20) 2.9641 yes . 3_445 H(18) H(21) 3.4433 yes . 3_445 H(18) H(46) 3.0181 yes . 4_455 H(18) H(47) 2.6784 yes . 4_455 H(20) S(1) 3.3882 yes . 3_555 H(20) C(13) 3.5258 yes . 3_555 H(20) C(18) 3.2724 yes . 3_555 H(20) C(33) 3.0679 yes . . H(20) C(34) 3.6000 yes . . H(20) C(41) 3.5933 yes . . H(20) H(18) 2.9641 yes . 3_555 H(20) H(33) 2.2953 yes . . H(20) H(41A) 3.0943 yes . . H(21) C(7) 3.5594 yes . 3_545 H(21) C(8) 3.2782 yes . 3_545 H(21) C(15) 3.0511 yes . 1_655 H(21) C(16) 3.4093 yes . 1_655 H(21) H(7) 3.4741 yes . 3_545 H(21) H(8) 2.9347 yes . 3_545 H(21) H(15) 2.7537 yes . 1_655 H(21) H(16) 3.4352 yes . 1_655 H(21) H(18) 3.4433 yes . 3_555 H(21) H(33) 2.9834 yes . . H(21) H(41B) 3.3163 yes . . H(21) H(47) 3.4342 yes . 2_565 H(22) S(2) 2.9518 yes . 3_545 H(22) C(8) 3.3592 yes . 3_545 H(22) C(9) 3.4990 yes . 3_545 H(22) C(16) 3.0378 yes . 1_655 H(22) C(17) 3.4340 yes . 1_655 H(22) C(50) 3.5334 yes . 4_555 H(22) H(8) 2.9216 yes . 3_545 H(22) H(16) 2.8745 yes . 1_655 H(22) H(17) 3.4626 yes . 1_655 H(22) H(47) 3.0987 yes . 2_565 H(22) H(50) 3.4568 yes . 4_555 H(23) C(15) 3.2251 yes . 3_545 H(23) C(49) 3.5529 yes . 4_555 H(23) C(50) 3.1635 yes . 4_555 H(23) C(51) 2.7825 yes . 4_555 H(23) C(52) 2.9510 yes . 4_555 H(23) C(53) 3.3443 yes . 4_555 H(23) H(15) 3.0853 yes . 3_545 H(23) H(46) 3.1623 yes . 4_455 H(23) H(48) 3.3047 yes . 2_565 H(23) H(51) 2.9975 yes . 4_555 H(23) H(52) 3.3296 yes . 4_555 H(24) C(46) 3.2480 yes . 4_455 H(24) H(15) 3.3918 yes . 3_545 H(24) H(45) 3.5102 yes . 4_455 H(24) H(46) 2.4335 yes . 4_455 H(24) H(48) 3.2986 yes . 2_565 H(24) H(50) 3.4718 yes . 2_565 H(24) H(51) 3.3676 yes . 2_565 H(32) C(2) 3.1748 yes . 3_555 H(32) C(3) 3.4906 yes . 3_555 H(32) C(37) 3.4093 yes . 3_555 H(32) H(2) 2.4036 yes . 3_555 H(32) H(3) 3.0696 yes . 3_555 H(32) H(12A) 3.2274 yes . . H(32) H(37) 3.1263 yes . 3_555 H(33) C(20) 2.9385 yes . . H(33) C(21) 3.2448 yes . . H(33) H(2) 3.0743 yes . 3_555 H(33) H(12B) 3.5733 yes . 3_545 H(33) H(20) 2.2953 yes . . H(33) H(21) 2.9834 yes . . H(33) H(42B) 3.4818 yes . 3_555 H(37) C(12) 3.2283 yes . 1_545 H(37) C(32) 3.3833 yes . 3_445 H(37) C(44) 3.4603 yes . 3_445 H(37) H(7) 3.3424 yes . 1_545 H(37) H(12A) 2.9987 yes . 1_545 H(37) H(12B) 2.6366 yes . 1_545 H(37) H(32) 3.1263 yes . 3_445 H(37) H(44) 3.2153 yes . 3_445 H(37) H(53) 3.5519 yes . 3_545 H(38) C(43) 2.9454 yes . 3_445 H(38) C(44) 2.8288 yes . 3_445 H(38) C(45) 2.8913 yes . 3_445 H(38) C(46) 3.0548 yes . 3_445 H(38) C(47) 3.1998 yes . 3_445 H(38) C(48) 3.1122 yes . 3_445 H(38) C(52) 3.5596 yes . 3_545 H(38) C(53) 3.4826 yes . 3_545 H(38) H(44) 3.2875 yes . 3_445 H(38) H(45) 3.3783 yes . 3_445 H(38) H(46) 3.5941 yes . 3_445 H(38) H(52) 2.9719 yes . 3_545 H(38) H(53) 2.8267 yes . 3_545 H(41A) S(1) 2.9828 yes . . H(41A) C(1) 3.0541 yes . . H(41A) C(10) 3.3951 yes . . H(41A) C(19) 3.1160 yes . . H(41A) C(20) 2.9059 yes . . H(41A) C(21) 3.2549 yes . . H(41A) C(24) 3.5460 yes . . H(41A) H(14) 3.4527 yes . 3_545 H(41A) H(15) 3.4169 yes . 3_545 H(41A) H(20) 3.0943 yes . . H(41B) C(5) 3.0569 yes . 3_545 H(41B) C(6) 3.1952 yes . 3_545 H(41B) C(7) 3.3233 yes . 3_545 H(41B) C(8) 3.3440 yes . 3_545 H(41B) C(9) 3.3217 yes . 3_545 H(41B) C(10) 3.1630 yes . 3_545 H(41B) C(20) 3.4432 yes . . H(41B) C(21) 3.1914 yes . . H(41B) C(22) 3.5334 yes . . H(41B) H(14) 2.7747 yes . 3_545 H(41B) H(21) 3.3163 yes . . H(42A) C(1) 3.3341 yes . 3_545 H(42A) C(2) 3.1471 yes . 3_545 H(42A) C(3) 3.1054 yes . 3_545 H(42A) C(4) 3.1543 yes . 3_545 H(42A) C(5) 3.2281 yes . 3_545 H(42A) C(10) 3.3780 yes . 3_545 H(42A) C(14) 3.2855 yes . 3_545 H(42A) H(2) 3.5965 yes . 3_545 H(42A) H(3) 3.5614 yes . 3_545 H(42A) H(7) 2.6937 yes . 1_545 H(42A) H(14) 2.4898 yes . 3_545 H(42B) S(1) 3.2093 yes . . H(42B) C(1) 3.5060 yes . . H(42B) C(2) 3.4847 yes . . H(42B) H(2) 3.2682 yes . . H(42B) H(7) 2.9691 yes . 1_545 H(42B) H(14) 3.2032 yes . 3_545 H(42B) H(15) 3.3381 yes . 3_545 H(42B) H(33) 3.4818 yes . 3_445 H(44) C(11) 3.1577 yes . 3_545 H(44) C(12) 2.9459 yes . 3_545 H(44) H(11A) 3.3007 yes . 3_545 H(44) H(11B) 2.7518 yes . 3_545 H(44) H(12A) 3.0283 yes . 3_545 H(44) H(12B) 2.3848 yes . 3_545 H(44) H(37) 3.2153 yes . 3_555 H(44) H(38) 3.2875 yes . 3_555 H(45) C(51) 3.3555 yes . 3_545 H(45) C(53) 3.4452 yes . 1_655 H(45) H(12A) 3.4788 yes . 3_545 H(45) H(24) 3.5102 yes . 4_554 H(45) H(38) 3.3783 yes . 3_555 H(45) H(50) 3.5699 yes . 3_545 H(45) H(51) 3.2032 yes . 3_545 H(45) H(53) 2.7608 yes . 1_655 H(46) C(24) 3.2362 yes . 4_554 H(46) C(52) 3.2956 yes . 1_655 H(46) C(53) 3.4432 yes . 1_655 H(46) H(15) 3.5673 yes . 2_664 H(46) H(16) 2.9176 yes . 2_664 H(46) H(18) 3.0181 yes . 4_554 H(46) H(23) 3.1623 yes . 4_554 H(46) H(24) 2.4335 yes . 4_554 H(46) H(38) 3.5941 yes . 3_555 H(46) H(52) 2.9443 yes . 1_655 H(46) H(53) 3.2140 yes . 1_655 H(47) C(16) 3.2867 yes . 2_664 H(47) C(18) 3.5404 yes . 4_554 H(47) C(20) 3.5354 yes . 2_564 H(47) C(21) 3.0893 yes . 2_564 H(47) C(22) 2.8643 yes . 2_564 H(47) C(23) 3.1806 yes . 2_564 H(47) H(16) 2.4333 yes . 2_664 H(47) H(17) 3.5688 yes . 4_554 H(47) H(18) 2.6784 yes . 4_554 H(47) H(21) 3.4342 yes . 2_564 H(47) H(22) 3.0987 yes . 2_564 H(48) C(23) 3.2324 yes . 2_564 H(48) C(24) 3.2404 yes . 2_564 H(48) C(53) 3.5189 yes . 3_555 H(48) C(54) 3.0372 yes . 3_555 H(48) H(23) 3.3047 yes . 2_564 H(48) H(24) 3.2986 yes . 2_564 H(48) H(54) 2.8180 yes . 3_555 H(50) S(2) 3.5190 yes . 2_564 H(50) H(17) 2.9215 yes . 4_554 H(50) H(22) 3.4568 yes . 4_454 H(50) H(24) 3.4718 yes . 2_564 H(50) H(45) 3.5699 yes . 3_455 H(51) S(2) 3.5430 yes . 2_564 H(51) C(15) 3.5739 yes . 2_564 H(51) C(16) 3.0827 yes . 2_564 H(51) C(17) 2.9722 yes . 2_564 H(51) C(18) 3.2279 yes . 2_564 H(51) C(45) 3.4643 yes . 3_455 H(51) H(16) 3.3874 yes . 2_564 H(51) H(17) 3.2943 yes . 2_564 H(51) H(23) 2.9975 yes . 4_454 H(51) H(24) 3.3676 yes . 2_564 H(51) H(45) 3.2032 yes . 3_455 H(52) S(32) 2.8500 yes . 3_455 H(52) C(16) 3.0630 yes . 2_564 H(52) C(17) 3.4690 yes . 2_564 H(52) C(38) 3.3399 yes . 3_455 H(52) C(39) 3.3707 yes . 3_455 H(52) C(46) 3.2561 yes . 1_455 H(52) H(16) 2.6063 yes . 2_564 H(52) H(17) 3.3975 yes . 2_564 H(52) H(23) 3.3296 yes . 4_454 H(52) H(38) 2.9719 yes . 3_455 H(52) H(46) 2.9443 yes . 1_455 H(53) C(37) 3.5511 yes . 3_455 H(53) C(38) 3.1568 yes . 3_455 H(53) C(45) 3.0874 yes . 1_455 H(53) C(46) 3.3450 yes . 1_455 H(53) H(3) 3.1165 yes . . H(53) H(11B) 3.2799 yes . . H(53) H(37) 3.5519 yes . 3_455 H(53) H(38) 2.8267 yes . 3_455 H(53) H(45) 2.7608 yes . 1_455 H(53) H(46) 3.2140 yes . 1_455 H(54) S(31) 3.3230 yes . 3_445 H(54) C(3) 3.4454 yes . . H(54) C(43) 3.2797 yes . 3_445 H(54) C(48) 3.0335 yes . 3_445 H(54) H(3) 2.6599 yes . . H(54) H(11A) 3.3908 yes . . H(54) H(48) 2.8180 yes . 3_445 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'A8.cif' data_LARA3n _database_code_depnum_ccdc_archive 'CCDC 816087' #TrackingRef 'A8.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C24 H18 Se2' _chemical_formula_moiety 'C24 H18 Se2' _chemical_formula_weight 464.33 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' _symmetry_Int_Tables_number 29 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,+Y,1/2+Z 3 1/2+X,-Y,+Z 4 -X,-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 22.1470(15) _cell_length_b 5.221(4) _cell_length_c 15.829(7) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 1830.3(15) _cell_formula_units_Z 4 _cell_measurement_reflns_used 5762 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.010 _exptl_crystal_density_diffrn 1.685 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920.00 _exptl_absorpt_coefficient_mu 4.045 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.656 _exptl_absorpt_correction_T_max 0.960 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 10530 _diffrn_reflns_av_R_equivalents 0.0591 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3200 _reflns_number_gt 2771 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0943 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3200 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 0.765 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0508P)^2^+5.9943P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.002 _refine_diff_density_max 0.590 _refine_diff_density_min -0.670 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1464 Friedel Pairs' _refine_ls_abs_structure_Flack 0.011(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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Se Se -0.0929 2.2259 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Se(1) Se 0.34801(2) -0.29885(9) 0.70621(3) 0.01845(15) Uani 1.0 4 d . . . Se(2) Se 0.49167(2) -0.31004(10) 0.71188(3) 0.01933(16) Uani 1.0 4 d . . . C(1) C 0.3644(3) -0.0194(14) 0.6297(4) 0.0195(14) Uani 1.0 4 d . . . C(2) C 0.3143(3) 0.1042(13) 0.5985(4) 0.0210(14) Uani 1.0 4 d . . . C(3) C 0.3177(3) 0.3026(12) 0.5379(4) 0.0232(14) Uani 1.0 4 d . . . C(4) C 0.3730(3) 0.3703(12) 0.5078(4) 0.0184(13) Uani 1.0 4 d . . . C(5) C 0.4250(3) 0.2394(12) 0.5377(4) 0.0180(13) Uani 1.0 4 d . . . C(6) C 0.4783(3) 0.3327(11) 0.4975(4) 0.0192(13) Uani 1.0 4 d . . . C(7) C 0.5316(3) 0.2148(12) 0.5169(4) 0.0215(14) Uani 1.0 4 d . . . C(8) C 0.5320(3) 0.0247(12) 0.5799(4) 0.0185(13) Uani 1.0 4 d . . . C(9) C 0.4818(3) -0.0596(12) 0.6227(4) 0.0180(13) Uani 1.0 4 d . . . C(10) C 0.4236(3) 0.0449(12) 0.6010(4) 0.0176(13) Uani 1.0 4 d . . . C(11) C 0.3912(3) 0.5676(12) 0.4422(4) 0.0204(13) Uani 1.0 4 d . . . C(12) C 0.4618(3) 0.5453(12) 0.4375(4) 0.0206(13) Uani 1.0 4 d . . . C(13) C 0.3442(3) -0.1132(13) 0.8102(4) 0.0225(14) Uani 1.0 4 d . . . C(14) C 0.3059(3) -0.2069(13) 0.8728(4) 0.0259(15) Uani 1.0 4 d . . . C(15) C 0.3013(3) -0.0850(14) 0.9502(4) 0.0292(15) Uani 1.0 4 d . . . C(16) C 0.3353(4) 0.1368(15) 0.9659(4) 0.0364(18) Uani 1.0 4 d . . . C(17) C 0.3746(4) 0.2270(14) 0.9035(4) 0.0283(16) Uani 1.0 4 d . . . C(18) C 0.3797(3) 0.1006(14) 0.8267(5) 0.0294(15) Uani 1.0 4 d . . . C(19) C 0.5784(3) -0.2749(12) 0.7273(4) 0.0227(16) Uani 1.0 4 d . . . C(20) C 0.6005(3) -0.0828(13) 0.7800(4) 0.0248(14) Uani 1.0 4 d . . . C(21) C 0.6622(3) -0.0716(12) 0.7950(4) 0.0256(15) Uani 1.0 4 d . . . C(22) C 0.7018(3) -0.2496(12) 0.7599(4) 0.0226(13) Uani 1.0 4 d . . . C(23) C 0.6785(3) -0.4418(11) 0.7095(5) 0.0250(12) Uani 1.0 4 d . . . C(24) C 0.6165(3) -0.4557(11) 0.6936(4) 0.0259(14) Uani 1.0 4 d . . . H(2) H 0.2757 0.0538 0.6185 0.0252 Uiso 1.0 4 calc R . . H(3) H 0.2822 0.3866 0.5187 0.0279 Uiso 1.0 4 calc R . . H(7) H 0.5677 0.2603 0.4882 0.0258 Uiso 1.0 4 calc R . . H(8) H 0.5697 -0.0507 0.5940 0.0222 Uiso 1.0 4 calc R . . H(11A) H 0.3788 0.7418 0.4599 0.0245 Uiso 1.0 4 calc R . . H(11B) H 0.3726 0.5287 0.3867 0.0245 Uiso 1.0 4 calc R . . H(12A) H 0.4749 0.5032 0.3793 0.0247 Uiso 1.0 4 calc R . . H(12B) H 0.4810 0.7080 0.4548 0.0247 Uiso 1.0 4 calc R . . H(14) H 0.2827 -0.3564 0.8623 0.0311 Uiso 1.0 4 calc R . . H(15) H 0.2751 -0.1511 0.9925 0.0350 Uiso 1.0 4 calc R . . H(16) H 0.3317 0.2245 1.0182 0.0437 Uiso 1.0 4 calc R . . H(17) H 0.3981 0.3761 0.9138 0.0340 Uiso 1.0 4 calc R . . H(18) H 0.4074 0.1602 0.7853 0.0352 Uiso 1.0 4 calc R . . H(20) H 0.5739 0.0378 0.8052 0.0298 Uiso 1.0 4 calc R . . H(21) H 0.6778 0.0607 0.8299 0.0307 Uiso 1.0 4 calc R . . H(22) H 0.7439 -0.2390 0.7704 0.0271 Uiso 1.0 4 calc R . . H(23) H 0.7049 -0.5655 0.6855 0.0300 Uiso 1.0 4 calc R . . H(24) H 0.6007 -0.5899 0.6597 0.0311 Uiso 1.0 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Se(1) 0.0145(3) 0.0210(3) 0.0198(3) -0.0031(2) 0.0018(3) -0.0025(4) Se(2) 0.0132(3) 0.0225(3) 0.0223(3) -0.0004(2) -0.0005(3) 0.0032(4) C(1) 0.013(4) 0.028(4) 0.018(3) 0.001(3) 0.002(3) -0.003(3) C(2) 0.014(3) 0.034(4) 0.015(3) 0.004(3) -0.002(3) -0.007(3) C(3) 0.016(4) 0.035(4) 0.018(3) -0.000(3) -0.005(3) 0.004(3) C(4) 0.020(4) 0.015(3) 0.021(3) 0.001(3) -0.006(3) -0.008(3) C(5) 0.017(4) 0.020(3) 0.017(3) 0.001(3) -0.000(3) -0.002(3) C(6) 0.019(4) 0.023(4) 0.015(3) -0.002(3) -0.001(3) -0.002(3) C(7) 0.017(4) 0.025(4) 0.023(4) -0.007(3) 0.001(3) -0.005(3) C(8) 0.015(4) 0.022(4) 0.018(3) -0.001(3) -0.002(3) 0.002(3) C(9) 0.020(4) 0.014(3) 0.020(3) -0.003(3) -0.002(3) -0.003(3) C(10) 0.018(4) 0.015(4) 0.020(3) 0.000(3) -0.003(3) -0.007(3) C(11) 0.020(4) 0.023(4) 0.019(3) 0.003(3) -0.006(3) -0.001(3) C(12) 0.022(4) 0.020(4) 0.020(3) -0.002(3) -0.000(3) 0.001(3) C(13) 0.019(4) 0.021(4) 0.028(4) 0.005(3) -0.004(3) -0.001(3) C(14) 0.020(4) 0.029(4) 0.029(4) 0.005(3) 0.003(3) 0.005(3) C(15) 0.027(4) 0.039(4) 0.021(4) 0.009(4) 0.004(3) 0.001(3) C(16) 0.038(5) 0.048(5) 0.023(4) 0.018(4) -0.008(3) -0.013(4) C(17) 0.029(4) 0.024(4) 0.031(4) 0.000(4) -0.008(3) -0.011(3) C(18) 0.021(4) 0.035(4) 0.032(4) 0.005(4) -0.006(3) -0.002(3) C(19) 0.013(3) 0.025(4) 0.030(5) -0.000(3) -0.007(3) 0.006(3) C(20) 0.021(4) 0.025(4) 0.029(4) 0.001(3) -0.002(3) 0.000(3) C(21) 0.031(4) 0.018(4) 0.028(4) -0.005(3) -0.004(3) -0.003(3) C(22) 0.008(3) 0.027(4) 0.033(4) -0.001(3) -0.001(3) 0.010(3) C(23) 0.014(3) 0.038(4) 0.023(3) 0.004(3) 0.003(3) -0.002(4) C(24) 0.028(4) 0.017(3) 0.033(4) 0.002(3) 0.000(3) -0.003(3) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Se(1) C(1) 1.930(7) yes . . Se(1) C(13) 1.912(7) yes . . Se(2) C(9) 1.937(6) yes . . Se(2) C(19) 1.944(6) yes . . C(1) C(2) 1.375(9) yes . . C(1) C(10) 1.427(8) yes . . C(2) C(3) 1.413(9) yes . . C(3) C(4) 1.361(9) yes . . C(4) C(5) 1.421(9) yes . . C(4) C(11) 1.517(9) yes . . C(5) C(6) 1.425(9) yes . . C(5) C(10) 1.427(9) yes . . C(6) C(7) 1.367(9) yes . . C(6) C(12) 1.506(9) yes . . C(7) C(8) 1.408(8) yes . . C(8) C(9) 1.373(8) yes . . C(9) C(10) 1.443(8) yes . . C(11) C(12) 1.569(8) yes . . C(13) C(14) 1.393(9) yes . . C(13) C(18) 1.390(10) yes . . C(14) C(15) 1.383(9) yes . . C(15) C(16) 1.405(10) yes . . C(16) C(17) 1.397(10) yes . . C(17) C(18) 1.389(10) yes . . C(19) C(20) 1.394(9) yes . . C(19) C(24) 1.374(9) yes . . C(20) C(21) 1.389(9) yes . . C(21) C(22) 1.393(9) yes . . C(22) C(23) 1.382(9) yes . . C(23) C(24) 1.399(8) yes . . C(2) H(2) 0.950 no . . C(3) H(3) 0.950 no . . C(7) H(7) 0.950 no . . C(8) H(8) 0.950 no . . C(11) H(11A) 0.990 no . . C(11) H(11B) 0.990 no . . C(12) H(12A) 0.990 no . . C(12) H(12B) 0.990 no . . C(14) H(14) 0.950 no . . C(15) H(15) 0.950 no . . C(16) H(16) 0.950 no . . C(17) H(17) 0.950 no . . C(18) H(18) 0.950 no . . C(20) H(20) 0.950 no . . C(21) H(21) 0.950 no . . C(22) H(22) 0.950 no . . C(23) H(23) 0.950 no . . C(24) H(24) 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) Se(1) C(13) 99.5(3) yes . . . C(9) Se(2) C(19) 98.0(3) yes . . . Se(1) C(1) C(2) 115.4(5) yes . . . Se(1) C(1) C(10) 123.4(5) yes . . . C(2) C(1) C(10) 121.0(6) yes . . . C(1) C(2) C(3) 123.1(6) yes . . . C(2) C(3) C(4) 118.4(6) yes . . . C(3) C(4) C(5) 119.2(6) yes . . . C(3) C(4) C(11) 131.0(6) yes . . . C(5) C(4) C(11) 109.8(5) yes . . . C(4) C(5) C(6) 111.0(6) yes . . . C(4) C(5) C(10) 123.9(6) yes . . . C(6) C(5) C(10) 125.1(6) yes . . . C(5) C(6) C(7) 117.5(6) yes . . . C(5) C(6) C(12) 109.4(5) yes . . . C(7) C(6) C(12) 133.0(6) yes . . . C(6) C(7) C(8) 118.8(6) yes . . . C(7) C(8) C(9) 124.8(6) yes . . . Se(2) C(9) C(8) 119.0(5) yes . . . Se(2) C(9) C(10) 122.0(5) yes . . . C(8) C(9) C(10) 119.0(6) yes . . . C(1) C(10) C(5) 114.3(5) yes . . . C(1) C(10) C(9) 131.0(6) yes . . . C(5) C(10) C(9) 114.6(5) yes . . . C(4) C(11) C(12) 104.3(5) yes . . . C(6) C(12) C(11) 105.4(5) yes . . . Se(1) C(13) C(14) 117.5(5) yes . . . Se(1) C(13) C(18) 122.9(5) yes . . . C(14) C(13) C(18) 119.6(6) yes . . . C(13) C(14) C(15) 120.9(6) yes . . . C(14) C(15) C(16) 119.7(6) yes . . . C(15) C(16) C(17) 119.2(6) yes . . . C(16) C(17) C(18) 120.6(7) yes . . . C(13) C(18) C(17) 120.0(6) yes . . . Se(2) C(19) C(20) 119.3(5) yes . . . Se(2) C(19) C(24) 119.6(5) yes . . . C(20) C(19) C(24) 120.7(6) yes . . . C(19) C(20) C(21) 118.6(6) yes . . . C(20) C(21) C(22) 121.5(6) yes . . . C(21) C(22) C(23) 118.7(6) yes . . . C(22) C(23) C(24) 120.5(6) yes . . . C(19) C(24) C(23) 119.9(6) yes . . . C(1) C(2) H(2) 118.454 no . . . C(3) C(2) H(2) 118.455 no . . . C(2) C(3) H(3) 120.814 no . . . C(4) C(3) H(3) 120.817 no . . . C(6) C(7) H(7) 120.612 no . . . C(8) C(7) H(7) 120.617 no . . . C(7) C(8) H(8) 117.597 no . . . C(9) C(8) H(8) 117.606 no . . . C(4) C(11) H(11A) 110.900 no . . . C(4) C(11) H(11B) 110.903 no . . . C(12) C(11) H(11A) 110.896 no . . . C(12) C(11) H(11B) 110.889 no . . . H(11A) C(11) H(11B) 108.930 no . . . C(6) C(12) H(12A) 110.652 no . . . C(6) C(12) H(12B) 110.654 no . . . C(11) C(12) H(12A) 110.651 no . . . C(11) C(12) H(12B) 110.652 no . . . H(12A) C(12) H(12B) 108.771 no . . . C(13) C(14) H(14) 119.562 no . . . C(15) C(14) H(14) 119.559 no . . . C(14) C(15) H(15) 120.141 no . . . C(16) C(15) H(15) 120.134 no . . . C(15) C(16) H(16) 120.409 no . . . C(17) C(16) H(16) 120.414 no . . . C(16) C(17) H(17) 119.689 no . . . C(18) C(17) H(17) 119.705 no . . . C(13) C(18) H(18) 120.011 no . . . C(17) C(18) H(18) 120.005 no . . . C(19) C(20) H(20) 120.708 no . . . C(21) C(20) H(20) 120.707 no . . . C(20) C(21) H(21) 119.227 no . . . C(22) C(21) H(21) 119.225 no . . . C(21) C(22) H(22) 120.648 no . . . C(23) C(22) H(22) 120.648 no . . . C(22) C(23) H(23) 119.747 no . . . C(24) C(23) H(23) 119.746 no . . . C(19) C(24) H(24) 120.047 no . . . C(23) C(24) H(24) 120.044 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) Se(1) C(13) C(14) 149.0(4) no . . . . C(1) Se(1) C(13) C(18) -34.1(5) no . . . . C(13) Se(1) C(1) C(2) -87.8(4) no . . . . C(13) Se(1) C(1) C(10) 97.3(5) no . . . . C(9) Se(2) C(19) C(20) 84.9(5) no . . . . C(9) Se(2) C(19) C(24) -102.2(5) no . . . . C(19) Se(2) C(9) C(8) 15.5(5) no . . . . C(19) Se(2) C(9) C(10) -163.2(4) no . . . . Se(1) C(1) C(2) C(3) -176.1(4) no . . . . Se(1) C(1) C(10) C(5) 173.5(4) no . . . . Se(1) C(1) C(10) C(9) -4.0(9) no . . . . C(2) C(1) C(10) C(5) -1.2(8) no . . . . C(2) C(1) C(10) C(9) -178.6(6) no . . . . C(10) C(1) C(2) C(3) -1.1(9) no . . . . C(1) C(2) C(3) C(4) 1.5(9) no . . . . C(2) C(3) C(4) C(5) 0.3(9) no . . . . C(2) C(3) C(4) C(11) 178.4(5) no . . . . C(3) C(4) C(5) C(6) 178.6(5) no . . . . C(3) C(4) C(5) C(10) -2.6(9) no . . . . C(3) C(4) C(11) C(12) -179.7(6) no . . . . C(5) C(4) C(11) C(12) -1.4(6) no . . . . C(11) C(4) C(5) C(6) 0.1(7) no . . . . C(11) C(4) C(5) C(10) 178.9(5) no . . . . C(4) C(5) C(6) C(7) -176.6(5) no . . . . C(4) C(5) C(6) C(12) 1.3(7) no . . . . C(4) C(5) C(10) C(1) 3.0(8) no . . . . C(4) C(5) C(10) C(9) -179.1(5) no . . . . C(6) C(5) C(10) C(1) -178.5(5) no . . . . C(6) C(5) C(10) C(9) -0.6(9) no . . . . C(10) C(5) C(6) C(7) 4.7(9) no . . . . C(10) C(5) C(6) C(12) -177.4(5) no . . . . C(5) C(6) C(7) C(8) -5.3(8) no . . . . C(5) C(6) C(12) C(11) -2.1(6) no . . . . C(7) C(6) C(12) C(11) 175.3(6) no . . . . C(12) C(6) C(7) C(8) 177.4(6) no . . . . C(6) C(7) C(8) C(9) 2.3(9) no . . . . C(7) C(8) C(9) Se(2) -176.7(5) no . . . . C(7) C(8) C(9) C(10) 2.0(9) no . . . . Se(2) C(9) C(10) C(1) -6.6(9) no . . . . Se(2) C(9) C(10) C(5) 176.0(4) no . . . . C(8) C(9) C(10) C(1) 174.7(5) no . . . . C(8) C(9) C(10) C(5) -2.7(8) no . . . . C(4) C(11) C(12) C(6) 2.0(6) no . . . . Se(1) C(13) C(14) C(15) 179.2(4) no . . . . Se(1) C(13) C(18) C(17) 179.9(4) no . . . . C(14) C(13) C(18) C(17) -3.2(10) no . . . . C(18) C(13) C(14) C(15) 2.1(10) no . . . . C(13) C(14) C(15) C(16) 0.3(10) no . . . . C(14) C(15) C(16) C(17) -1.6(10) no . . . . C(15) C(16) C(17) C(18) 0.5(10) no . . . . C(16) C(17) C(18) C(13) 1.9(10) no . . . . Se(2) C(19) C(20) C(21) 175.6(4) no . . . . Se(2) C(19) C(24) C(23) -175.5(4) no . . . . C(20) C(19) C(24) C(23) -2.6(9) no . . . . C(24) C(19) C(20) C(21) 2.7(9) no . . . . C(19) C(20) C(21) C(22) -1.3(9) no . . . . C(20) C(21) C(22) C(23) -0.3(9) no . . . . C(21) C(22) C(23) C(24) 0.5(10) no . . . . C(22) C(23) C(24) C(19) 1.0(10) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Se(1) Se(2) 3.1834(7) no . . Se(1) C(9) 3.478(6) no . . Se(2) C(1) 3.455(6) no . . C(1) C(4) 2.811(9) no . . C(1) C(18) 3.198(9) no . . C(2) C(5) 2.727(9) no . . C(2) C(13) 3.600(9) no . . C(3) C(10) 2.882(9) no . . C(5) C(8) 2.704(9) no . . C(6) C(9) 2.850(9) no . . C(7) C(10) 2.878(9) no . . C(8) C(19) 2.990(8) no . . C(8) C(20) 3.556(8) no . . C(13) C(16) 2.795(10) no . . C(14) C(17) 2.772(10) no . . C(15) C(18) 2.789(9) no . . C(19) C(22) 2.785(8) no . . C(20) C(23) 2.783(9) no . . C(21) C(24) 2.761(9) no . . Se(1) C(3) 3.446(6) no . 1_545 C(3) Se(1) 3.446(6) no . 1_565 C(7) C(16) 3.565(10) no . 4_654 C(7) C(17) 3.585(10) no . 4_654 C(8) C(16) 3.551(9) no . 4_654 C(14) C(17) 3.360(10) no . 1_545 C(16) C(7) 3.565(10) no . 4_655 C(16) C(8) 3.551(9) no . 4_655 C(17) C(7) 3.585(10) no . 4_655 C(17) C(14) 3.360(10) no . 1_565 C(20) C(24) 3.566(9) no . 1_565 C(21) C(23) 3.574(9) no . 1_565 C(23) C(21) 3.574(9) no . 1_545 C(24) C(20) 3.566(9) no . 1_545 Se(1) H(2) 2.8076 no . . Se(1) H(14) 2.8788 no . . Se(1) H(18) 3.0077 no . . Se(2) H(8) 2.8817 no . . Se(2) H(18) 3.2953 no . . Se(2) H(20) 2.9660 no . . Se(2) H(24) 2.9413 no . . C(1) H(3) 3.3010 no . . C(1) H(18) 2.8027 no . . C(3) H(11A) 2.9361 no . . C(3) H(11B) 2.9330 no . . C(4) H(2) 3.2321 no . . C(4) H(12A) 3.1160 no . . C(4) H(12B) 3.0887 no . . C(5) H(3) 3.2697 no . . C(5) H(7) 3.2580 no . . C(5) H(11A) 3.0728 no . . C(5) H(11B) 3.0558 no . . C(5) H(12A) 3.0661 no . . C(5) H(12B) 3.0404 no . . C(6) H(8) 3.2308 no . . C(6) H(11A) 3.1249 no . . C(6) H(11B) 3.0980 no . . C(7) H(12A) 2.9302 no . . C(7) H(12B) 2.9746 no . . C(9) H(7) 3.3073 no . . C(9) H(18) 3.2649 no . . C(9) H(20) 3.5727 no . . C(10) H(2) 3.2872 no . . C(10) H(8) 3.2768 no . . C(10) H(18) 3.0011 no . . C(11) H(3) 2.8619 no . . C(12) H(7) 2.8928 no . . C(13) H(2) 3.5027 no . . C(13) H(15) 3.2715 no . . C(13) H(17) 3.2618 no . . C(14) H(16) 3.2703 no . . C(14) H(18) 3.2634 no . . C(15) H(17) 3.2747 no . . C(16) H(14) 3.2684 no . . C(16) H(18) 3.2759 no . . C(17) H(15) 3.2762 no . . C(18) H(14) 3.2605 no . . C(18) H(16) 3.2774 no . . C(19) H(8) 2.4205 no . . C(19) H(21) 3.2502 no . . C(19) H(23) 3.2541 no . . C(20) H(8) 3.0275 no . . C(20) H(22) 3.2837 no . . C(20) H(24) 3.2619 no . . C(21) H(23) 3.2477 no . . C(22) H(20) 3.2845 no . . C(22) H(24) 3.2687 no . . C(23) H(21) 3.2428 no . . C(24) H(8) 2.8343 no . . C(24) H(20) 3.2631 no . . C(24) H(22) 3.2750 no . . H(2) H(3) 2.3527 no . . H(3) H(11A) 2.9816 no . . H(3) H(11B) 2.9879 no . . H(7) H(8) 2.3323 no . . H(7) H(12A) 2.9685 no . . H(7) H(12B) 3.0710 no . . H(8) H(20) 3.3769 no . . H(8) H(24) 3.0791 no . . H(11A) H(12A) 2.7749 no . . H(11A) H(12B) 2.2717 no . . H(11B) H(12A) 2.2717 no . . H(11B) H(12B) 2.7937 no . . H(14) H(15) 2.3291 no . . H(15) H(16) 2.3626 no . . H(16) H(17) 2.3484 no . . H(17) H(18) 2.3349 no . . H(20) H(21) 2.3380 no . . H(21) H(22) 2.3408 no . . H(22) H(23) 2.3374 no . . H(23) H(24) 2.3457 no . . Se(1) H(18) 3.3582 no . 1_545 Se(1) H(22) 3.4883 no . 3_445 Se(1) H(23) 3.2651 no . 3_445 Se(2) H(12A) 2.9307 no . 4_655 Se(2) H(18) 3.5328 no . 1_545 C(1) H(11A) 2.9809 no . 1_545 C(2) H(11A) 3.2303 no . 1_545 C(2) H(15) 2.9185 no . 2_554 C(2) H(16) 3.5313 no . 2_554 C(2) H(22) 3.2150 no . 3_455 C(3) H(11A) 3.4548 no . 1_545 C(3) H(15) 3.2175 no . 2_554 C(3) H(15) 3.5885 no . 2_564 C(3) H(16) 3.3477 no . 2_554 C(4) H(11A) 3.3703 no . 1_545 C(5) H(11A) 3.0521 no . 1_545 C(5) H(12B) 3.3102 no . 1_545 C(6) H(12B) 3.3313 no . 1_545 C(6) H(17) 3.4016 no . 4_664 C(7) H(12B) 3.0362 no . 1_545 C(7) H(17) 3.1061 no . 4_664 C(7) H(24) 2.9144 no . 1_565 C(8) H(12B) 2.8160 no . 1_545 C(8) H(16) 3.4296 no . 4_654 C(8) H(24) 2.8209 no . 1_565 C(9) H(11A) 3.5945 no . 1_545 C(9) H(12B) 2.9208 no . 1_545 C(10) H(11A) 2.9108 no . 1_545 C(10) H(12B) 3.1723 no . 1_545 C(11) H(20) 3.0889 no . 4_664 C(11) H(21) 3.0427 no . 4_664 C(12) H(17) 3.1538 no . 4_664 C(12) H(20) 3.1213 no . 4_664 C(13) H(7) 3.5115 no . 4_655 C(13) H(17) 3.3498 no . 1_545 C(13) H(22) 2.9514 no . 3_455 C(14) H(7) 3.3534 no . 4_655 C(14) H(17) 3.0541 no . 1_545 C(14) H(21) 3.0149 no . 3_455 C(14) H(22) 3.5887 no . 3_445 C(14) H(22) 3.1512 no . 3_455 C(15) H(2) 3.2452 no . 2_555 C(15) H(3) 3.4931 no . 2_545 C(15) H(3) 3.2643 no . 2_555 C(15) H(7) 3.1012 no . 4_655 C(15) H(17) 3.5836 no . 1_545 C(15) H(21) 3.3335 no . 3_455 C(15) H(22) 3.5450 no . 3_455 C(16) H(2) 3.4746 no . 2_555 C(16) H(3) 3.0289 no . 2_555 C(16) H(7) 3.0052 no . 4_655 C(16) H(8) 2.9557 no . 4_655 C(16) H(14) 3.3244 no . 1_565 C(17) H(7) 3.1462 no . 4_655 C(17) H(7) 3.2546 no . 4_665 C(17) H(8) 3.3844 no . 4_655 C(17) H(12B) 3.3156 no . 4_665 C(17) H(14) 3.0507 no . 1_565 C(17) H(22) 3.5804 no . 3_455 C(18) H(7) 3.3828 no . 4_655 C(18) H(22) 3.2182 no . 3_455 C(19) H(11B) 3.0507 no . 4_655 C(19) H(12A) 2.9328 no . 4_655 C(20) H(11A) 3.3887 no . 4_665 C(20) H(11B) 2.9373 no . 4_655 C(20) H(11B) 3.4026 no . 4_665 C(20) H(12A) 3.1735 no . 4_655 C(20) H(24) 3.2020 no . 1_565 C(21) H(11A) 3.2563 no . 4_665 C(21) H(11B) 2.8986 no . 4_655 C(21) H(11B) 3.2767 no . 4_665 C(21) H(23) 3.2985 no . 1_565 C(21) H(24) 3.5728 no . 1_565 C(22) H(2) 2.9550 no . 3_555 C(22) H(11B) 2.9778 no . 4_655 C(22) H(14) 3.1726 no . 3_545 C(23) H(2) 3.2875 no . 3_555 C(23) H(11B) 3.0588 no . 4_655 C(23) H(14) 3.5037 no . 3_545 C(23) H(16) 3.2416 no . 4_654 C(23) H(21) 3.2218 no . 1_545 C(24) H(11B) 3.0895 no . 4_655 C(24) H(12A) 3.5762 no . 4_655 C(24) H(16) 3.2381 no . 4_654 C(24) H(20) 3.3172 no . 1_545 C(24) H(21) 3.5882 no . 1_545 H(2) C(15) 3.2452 no . 2_554 H(2) C(16) 3.4746 no . 2_554 H(2) C(22) 2.9550 no . 3_455 H(2) C(23) 3.2875 no . 3_455 H(2) H(15) 2.5284 no . 2_554 H(2) H(16) 2.9955 no . 2_554 H(2) H(22) 2.6854 no . 3_455 H(2) H(23) 3.1755 no . 3_445 H(2) H(23) 3.2737 no . 3_455 H(3) C(15) 3.2643 no . 2_554 H(3) C(15) 3.4931 no . 2_564 H(3) C(16) 3.0289 no . 2_554 H(3) H(14) 3.1615 no . 2_564 H(3) H(15) 3.1091 no . 2_554 H(3) H(15) 2.7584 no . 2_564 H(3) H(16) 2.6603 no . 2_554 H(3) H(23) 3.2812 no . 3_455 H(7) C(13) 3.5115 no . 4_654 H(7) C(14) 3.3534 no . 4_654 H(7) C(15) 3.1012 no . 4_654 H(7) C(16) 3.0052 no . 4_654 H(7) C(17) 3.1462 no . 4_654 H(7) C(17) 3.2546 no . 4_664 H(7) C(18) 3.3828 no . 4_654 H(7) H(12B) 3.5043 no . 1_545 H(7) H(15) 3.5267 no . 4_654 H(7) H(16) 3.4045 no . 4_654 H(7) H(16) 3.5243 no . 4_664 H(7) H(17) 2.3587 no . 4_664 H(7) H(24) 2.9172 no . 1_565 H(8) C(16) 2.9557 no . 4_654 H(8) C(17) 3.3844 no . 4_654 H(8) H(12B) 3.2086 no . 1_545 H(8) H(16) 2.6512 no . 4_654 H(8) H(17) 3.3952 no . 4_654 H(8) H(24) 2.7090 no . 1_565 H(11A) C(1) 2.9809 no . 1_565 H(11A) C(2) 3.2303 no . 1_565 H(11A) C(3) 3.4548 no . 1_565 H(11A) C(4) 3.3703 no . 1_565 H(11A) C(5) 3.0521 no . 1_565 H(11A) C(9) 3.5945 no . 1_565 H(11A) C(10) 2.9108 no . 1_565 H(11A) C(20) 3.3887 no . 4_664 H(11A) C(21) 3.2563 no . 4_664 H(11A) H(15) 3.4941 no . 2_564 H(11A) H(20) 2.9003 no . 4_664 H(11A) H(21) 2.6208 no . 4_664 H(11B) C(19) 3.0507 no . 4_654 H(11B) C(20) 2.9373 no . 4_654 H(11B) C(20) 3.4026 no . 4_664 H(11B) C(21) 2.8986 no . 4_654 H(11B) C(21) 3.2767 no . 4_664 H(11B) C(22) 2.9778 no . 4_654 H(11B) C(23) 3.0588 no . 4_654 H(11B) C(24) 3.0895 no . 4_654 H(11B) H(14) 3.5119 no . 2_564 H(11B) H(20) 3.4377 no . 4_654 H(11B) H(20) 2.8620 no . 4_664 H(11B) H(21) 3.3951 no . 4_654 H(11B) H(21) 2.5790 no . 4_664 H(11B) H(22) 3.5124 no . 4_654 H(12A) Se(2) 2.9307 no . 4_654 H(12A) C(19) 2.9328 no . 4_654 H(12A) C(20) 3.1735 no . 4_654 H(12A) C(24) 3.5762 no . 4_654 H(12A) H(17) 2.9352 no . 4_664 H(12A) H(18) 3.4774 no . 4_664 H(12A) H(20) 3.2434 no . 4_654 H(12A) H(20) 2.8778 no . 4_664 H(12B) C(5) 3.3102 no . 1_565 H(12B) C(6) 3.3313 no . 1_565 H(12B) C(7) 3.0362 no . 1_565 H(12B) C(8) 2.8160 no . 1_565 H(12B) C(9) 2.9208 no . 1_565 H(12B) C(10) 3.1723 no . 1_565 H(12B) C(17) 3.3156 no . 4_664 H(12B) H(7) 3.5043 no . 1_565 H(12B) H(8) 3.2086 no . 1_565 H(12B) H(17) 2.7899 no . 4_664 H(12B) H(20) 2.9744 no . 4_664 H(14) C(16) 3.3244 no . 1_545 H(14) C(17) 3.0507 no . 1_545 H(14) C(22) 3.1726 no . 3_445 H(14) C(23) 3.5037 no . 3_445 H(14) H(3) 3.1615 no . 2_545 H(14) H(11B) 3.5119 no . 2_545 H(14) H(16) 3.4729 no . 1_545 H(14) H(17) 3.0248 no . 1_545 H(14) H(21) 2.8347 no . 3_455 H(14) H(22) 2.7036 no . 3_445 H(14) H(22) 3.5373 no . 3_455 H(14) H(23) 3.3118 no . 3_445 H(15) C(2) 2.9185 no . 2_555 H(15) C(3) 3.5885 no . 2_545 H(15) C(3) 3.2175 no . 2_555 H(15) H(2) 2.5284 no . 2_555 H(15) H(3) 2.7584 no . 2_545 H(15) H(3) 3.1091 no . 2_555 H(15) H(7) 3.5267 no . 4_655 H(15) H(11A) 3.4941 no . 2_545 H(15) H(16) 3.5160 no . 1_545 H(15) H(21) 3.3896 no . 3_455 H(15) H(23) 3.4227 no . 4_645 H(16) C(2) 3.5313 no . 2_555 H(16) C(3) 3.3477 no . 2_555 H(16) C(8) 3.4296 no . 4_655 H(16) C(23) 3.2416 no . 4_655 H(16) C(24) 3.2381 no . 4_655 H(16) H(2) 2.9955 no . 2_555 H(16) H(3) 2.6603 no . 2_555 H(16) H(7) 3.4045 no . 4_655 H(16) H(7) 3.5243 no . 4_665 H(16) H(8) 2.6512 no . 4_655 H(16) H(14) 3.4729 no . 1_565 H(16) H(15) 3.5160 no . 1_565 H(16) H(23) 3.2912 no . 4_655 H(16) H(24) 3.3005 no . 4_655 H(17) C(6) 3.4016 no . 4_665 H(17) C(7) 3.1061 no . 4_665 H(17) C(12) 3.1538 no . 4_665 H(17) C(13) 3.3498 no . 1_565 H(17) C(14) 3.0541 no . 1_565 H(17) C(15) 3.5836 no . 1_565 H(17) H(7) 2.3587 no . 4_665 H(17) H(8) 3.3952 no . 4_655 H(17) H(12A) 2.9352 no . 4_665 H(17) H(12B) 2.7899 no . 4_665 H(17) H(14) 3.0248 no . 1_565 H(18) Se(1) 3.3582 no . 1_565 H(18) Se(2) 3.5328 no . 1_565 H(18) H(12A) 3.4774 no . 4_665 H(20) C(11) 3.0889 no . 4_665 H(20) C(12) 3.1213 no . 4_665 H(20) C(24) 3.3172 no . 1_565 H(20) H(11A) 2.9003 no . 4_665 H(20) H(11B) 3.4377 no . 4_655 H(20) H(11B) 2.8620 no . 4_665 H(20) H(12A) 3.2434 no . 4_655 H(20) H(12A) 2.8778 no . 4_665 H(20) H(12B) 2.9744 no . 4_665 H(20) H(24) 3.0725 no . 1_565 H(21) C(11) 3.0427 no . 4_665 H(21) C(14) 3.0149 no . 3_555 H(21) C(15) 3.3335 no . 3_555 H(21) C(23) 3.2218 no . 1_565 H(21) C(24) 3.5882 no . 1_565 H(21) H(11A) 2.6208 no . 4_665 H(21) H(11B) 3.3951 no . 4_655 H(21) H(11B) 2.5790 no . 4_665 H(21) H(14) 2.8347 no . 3_555 H(21) H(15) 3.3896 no . 3_555 H(21) H(23) 3.0657 no . 1_565 H(22) Se(1) 3.4883 no . 3_545 H(22) C(2) 3.2150 no . 3_555 H(22) C(13) 2.9514 no . 3_555 H(22) C(14) 3.5887 no . 3_545 H(22) C(14) 3.1512 no . 3_555 H(22) C(15) 3.5450 no . 3_555 H(22) C(17) 3.5804 no . 3_555 H(22) C(18) 3.2182 no . 3_555 H(22) H(2) 2.6854 no . 3_555 H(22) H(11B) 3.5124 no . 4_655 H(22) H(14) 2.7036 no . 3_545 H(22) H(14) 3.5373 no . 3_555 H(23) Se(1) 3.2651 no . 3_545 H(23) C(21) 3.2985 no . 1_545 H(23) H(2) 3.1755 no . 3_545 H(23) H(2) 3.2737 no . 3_555 H(23) H(3) 3.2812 no . 3_555 H(23) H(14) 3.3118 no . 3_545 H(23) H(15) 3.4227 no . 4_644 H(23) H(16) 3.2912 no . 4_654 H(23) H(21) 3.0657 no . 1_545 H(24) C(7) 2.9144 no . 1_545 H(24) C(8) 2.8209 no . 1_545 H(24) C(20) 3.2020 no . 1_545 H(24) C(21) 3.5728 no . 1_545 H(24) H(7) 2.9172 no . 1_545 H(24) H(8) 2.7090 no . 1_545 H(24) H(16) 3.3005 no . 4_654 H(24) H(20) 3.0725 no . 1_545 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'A9.cif' data_Ferg84-1Off2 _database_code_depnum_ccdc_archive 'CCDC 816088' #TrackingRef 'A9.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C24 H18 Te2' _chemical_formula_moiety 'C24 H18 Te2' _chemical_formula_weight 561.61 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 10.050(6) _cell_length_b 21.750(11) _cell_length_c 9.843(5) _cell_angle_alpha 90.0000 _cell_angle_beta 116.242(12) _cell_angle_gamma 90.0000 _cell_volume 1929.8(19) _cell_formula_units_Z 4 _cell_measurement_reflns_used 7064 _cell_measurement_theta_min 1.87 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.933 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064.00 _exptl_absorpt_coefficient_mu 3.028 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.298 _exptl_absorpt_correction_T_max 0.913 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 15705 _diffrn_reflns_av_R_equivalents 0.1036 _diffrn_reflns_theta_max 29.06 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.860 _diffrn_measured_fraction_theta_full 0.981 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4565 _reflns_number_gt 3679 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0948 _refine_ls_wR_factor_ref 0.3803 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4448 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 1.421 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 2.900 _refine_diff_density_min -4.990 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Te Te -0.531 1.675 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Te(1) Te 0.63065(9) -0.04329(4) 0.28020(9) 0.0260(4) Uani 1.00 4 d . . . Te(2) Te 0.54082(9) 0.09916(4) 0.13384(9) 0.0262(4) Uani 1.00 4 d . . . C(1) C 0.8320(16) -0.0162(7) 0.2638(14) 0.028(3) Uani 1.00 4 d . . . C(2) C 0.9516(15) -0.0542(7) 0.3336(16) 0.030(3) Uani 1.00 4 d . . . C(3) C 1.0888(17) -0.0466(7) 0.3251(16) 0.030(3) Uani 1.00 4 d . . . C(4) C 1.0979(14) -0.0007(7) 0.2362(14) 0.025(3) Uani 1.00 4 d . . . C(5) C 0.9789(14) 0.0410(5) 0.1708(14) 0.020(2) Uani 1.00 4 d . . . C(6) C 1.0044(14) 0.0887(6) 0.0831(13) 0.022(2) Uani 1.00 4 d . . . C(7) C 0.9040(17) 0.1307(7) 0.0092(16) 0.033(3) Uani 1.00 4 d . . . C(8) C 0.7684(18) 0.1288(6) 0.0218(15) 0.032(3) Uani 1.00 4 d . . . C(9) C 0.7397(15) 0.0846(6) 0.1065(13) 0.023(3) Uani 1.00 4 d . . . C(10) C 0.8416(16) 0.0358(6) 0.1804(15) 0.028(3) Uani 1.00 4 d . . . C(11) C 1.2207(17) 0.0210(6) 0.1997(14) 0.030(3) Uani 1.00 4 d . . . C(12) C 1.1634(14) 0.0786(6) 0.0985(15) 0.026(3) Uani 1.00 4 d . . . C(13) C 0.7095(15) -0.1330(5) 0.3723(13) 0.023(3) Uani 1.00 4 d . . . C(14) C 0.7938(18) -0.1386(6) 0.5329(15) 0.033(3) Uani 1.00 4 d . . . C(15) C 0.8328(17) -0.1968(7) 0.5981(16) 0.034(3) Uani 1.00 4 d . . . C(16) C 0.7832(18) -0.2506(6) 0.5065(17) 0.031(3) Uani 1.00 4 d . . . C(17) C 0.6955(19) -0.2448(7) 0.3505(18) 0.038(3) Uani 1.00 4 d . . . C(18) C 0.6586(17) -0.1852(6) 0.2831(15) 0.031(3) Uani 1.00 4 d . . . C(19) C 0.6519(16) 0.1434(7) 0.3457(14) 0.029(3) Uani 1.00 4 d . . . C(20) C 0.5760(17) 0.1532(8) 0.4357(14) 0.038(4) Uani 1.00 4 d . . . C(21) C 0.640(2) 0.1854(8) 0.5698(17) 0.043(4) Uani 1.00 4 d . . . C(22) C 0.7799(18) 0.2088(8) 0.6176(15) 0.038(4) Uani 1.00 4 d . . . C(23) C 0.8587(19) 0.2010(6) 0.5371(16) 0.031(3) Uani 1.00 4 d . . . C(24) C 0.7948(17) 0.1680(6) 0.3993(16) 0.032(3) Uani 1.00 4 d . . . H(2) H 0.9429 -0.0876 0.3912 0.036 Uiso 1.00 4 calc R . . H(3) H 1.1709 -0.0728 0.3799 0.036 Uiso 1.00 4 calc R . . H(7) H 0.9215 0.1612 -0.0501 0.039 Uiso 1.00 4 calc R . . H(8) H 0.6948 0.1589 -0.0299 0.038 Uiso 1.00 4 calc R . . H(11A) H 1.2471 -0.0116 0.1457 0.036 Uiso 1.00 4 calc R . . H(11B) H 1.3099 0.0313 0.2940 0.036 Uiso 1.00 4 calc R . . H(12A) H 1.1611 0.0716 -0.0018 0.032 Uiso 1.00 4 calc R . . H(12B) H 1.2271 0.1147 0.1466 0.032 Uiso 1.00 4 calc R . . H(14) H 0.8231 -0.1029 0.5948 0.039 Uiso 1.00 4 calc R . . H(15) H 0.8927 -0.2007 0.7041 0.041 Uiso 1.00 4 calc R . . H(16) H 0.8096 -0.2902 0.5513 0.037 Uiso 1.00 4 calc R . . H(17) H 0.6604 -0.2805 0.2893 0.045 Uiso 1.00 4 calc R . . H(18) H 0.5991 -0.1812 0.1770 0.037 Uiso 1.00 4 calc R . . H(20) H 0.4787 0.1372 0.4028 0.046 Uiso 1.00 4 calc R . . H(21) H 0.5879 0.1914 0.6288 0.052 Uiso 1.00 4 calc R . . H(22) H 0.8230 0.2312 0.7099 0.046 Uiso 1.00 4 calc R . . H(23) H 0.9558 0.2176 0.5729 0.037 Uiso 1.00 4 calc R . . H(24) H 0.8496 0.1625 0.3425 0.038 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Te(1) 0.0222(6) 0.0281(6) 0.0290(6) -0.0007(3) 0.0126(4) 0.0006(3) Te(2) 0.0210(6) 0.0314(6) 0.0272(6) 0.0034(3) 0.0116(4) 0.0017(3) C(1) 0.027(7) 0.042(8) 0.033(6) -0.004(6) 0.028(6) -0.002(5) C(2) 0.019(7) 0.033(7) 0.037(7) 0.010(5) 0.012(6) -0.002(6) C(3) 0.024(7) 0.039(7) 0.033(7) 0.006(6) 0.018(6) -0.004(5) C(4) 0.015(5) 0.036(7) 0.032(6) 0.003(5) 0.019(5) 0.004(5) C(5) 0.015(6) 0.014(5) 0.032(6) -0.001(4) 0.010(5) -0.001(4) C(6) 0.014(6) 0.037(6) 0.015(5) 0.000(5) 0.006(4) -0.005(5) C(7) 0.027(7) 0.038(8) 0.037(7) -0.006(6) 0.019(6) -0.001(6) C(8) 0.039(8) 0.029(7) 0.031(7) -0.000(6) 0.019(6) -0.004(5) C(9) 0.026(7) 0.022(6) 0.022(6) 0.011(5) 0.011(5) 0.002(5) C(10) 0.028(7) 0.031(7) 0.025(6) 0.005(6) 0.011(5) 0.001(5) C(11) 0.041(8) 0.027(6) 0.025(6) 0.005(6) 0.018(6) -0.006(5) C(12) 0.015(6) 0.027(6) 0.036(7) -0.004(5) 0.011(5) -0.004(5) C(13) 0.028(7) 0.014(5) 0.023(6) -0.003(5) 0.008(5) 0.001(4) C(14) 0.049(9) 0.026(7) 0.024(6) 0.016(6) 0.016(6) 0.013(5) C(15) 0.033(8) 0.044(8) 0.026(6) 0.002(6) 0.013(6) 0.006(6) C(16) 0.042(9) 0.020(6) 0.049(8) 0.004(5) 0.037(7) 0.000(5) C(17) 0.039(9) 0.031(7) 0.047(8) -0.016(6) 0.024(7) -0.010(6) C(18) 0.036(8) 0.024(6) 0.029(7) -0.009(6) 0.012(6) -0.021(5) C(19) 0.030(7) 0.036(7) 0.026(6) 0.002(6) 0.017(6) -0.010(5) C(20) 0.028(7) 0.070(11) 0.014(5) -0.003(7) 0.007(5) 0.003(6) C(21) 0.060(11) 0.048(9) 0.031(7) 0.009(8) 0.029(7) -0.007(7) C(22) 0.040(8) 0.045(8) 0.020(6) 0.018(7) 0.005(6) -0.007(6) C(23) 0.049(9) 0.020(6) 0.036(7) -0.007(6) 0.031(7) -0.004(5) C(24) 0.038(8) 0.026(7) 0.036(7) -0.012(6) 0.022(6) -0.006(5) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Te(1) Te(2) 3.3674(19) yes . . Te(1) C(1) 2.180(17) yes . . Te(1) C(13) 2.150(12) yes . . Te(2) C(9) 2.155(17) yes . . Te(2) C(19) 2.112(13) yes . . C(1) C(2) 1.367(19) yes . . C(1) C(10) 1.43(2) yes . . C(2) C(3) 1.43(3) yes . . C(3) C(4) 1.36(2) yes . . C(4) C(5) 1.410(17) yes . . C(4) C(11) 1.50(2) yes . . C(5) C(6) 1.443(20) yes . . C(5) C(10) 1.43(2) yes . . C(6) C(7) 1.318(19) yes . . C(6) C(12) 1.55(2) yes . . C(7) C(8) 1.42(3) yes . . C(8) C(9) 1.38(2) yes . . C(9) C(10) 1.430(18) yes . . C(11) C(12) 1.545(18) yes . . C(13) C(14) 1.430(17) yes . . C(13) C(18) 1.386(17) yes . . C(14) C(15) 1.395(20) yes . . C(15) C(16) 1.425(20) yes . . C(16) C(17) 1.40(2) yes . . C(17) C(18) 1.430(20) yes . . C(19) C(20) 1.42(3) yes . . C(19) C(24) 1.40(2) yes . . C(20) C(21) 1.38(2) yes . . C(21) C(22) 1.36(3) yes . . C(22) C(23) 1.36(3) yes . . C(23) C(24) 1.413(19) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . C(20) H(20) 0.950 yes . . C(21) H(21) 0.950 yes . . C(22) H(22) 0.950 yes . . C(23) H(23) 0.950 yes . . C(24) H(24) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 Te(2) Te(1) C(1) 78.6(4) yes . . . Te(2) Te(1) C(13) 174.0(4) yes . . . C(1) Te(1) C(13) 95.5(6) yes . . . Te(1) Te(2) C(9) 80.2(3) yes . . . Te(1) Te(2) C(19) 94.1(4) yes . . . C(9) Te(2) C(19) 94.3(6) yes . . . Te(1) C(1) C(2) 116.0(12) yes . . . Te(1) C(1) C(10) 123.9(10) yes . . . C(2) C(1) C(10) 120.0(16) yes . . . C(1) C(2) C(3) 124.0(15) yes . . . C(2) C(3) C(4) 117.7(13) yes . . . C(3) C(4) C(5) 118.8(15) yes . . . C(3) C(4) C(11) 132.9(13) yes . . . C(5) C(4) C(11) 108.0(12) yes . . . C(4) C(5) C(6) 113.3(14) yes . . . C(4) C(5) C(10) 124.6(13) yes . . . C(6) C(5) C(10) 122.0(11) yes . . . C(5) C(6) C(7) 122.2(15) yes . . . C(5) C(6) C(12) 106.8(10) yes . . . C(7) C(6) C(12) 131.0(14) yes . . . C(6) C(7) C(8) 117.5(15) yes . . . C(7) C(8) C(9) 122.4(13) yes . . . Te(2) C(9) C(8) 115.1(10) yes . . . Te(2) C(9) C(10) 122.8(12) yes . . . C(8) C(9) C(10) 121.9(16) yes . . . C(1) C(10) C(5) 114.5(12) yes . . . C(1) C(10) C(9) 131.7(16) yes . . . C(5) C(10) C(9) 113.8(13) yes . . . C(4) C(11) C(12) 107.3(12) yes . . . C(6) C(12) C(11) 104.6(13) yes . . . Te(1) C(13) C(14) 118.1(9) yes . . . Te(1) C(13) C(18) 120.7(8) yes . . . C(14) C(13) C(18) 120.2(11) yes . . . C(13) C(14) C(15) 119.6(12) yes . . . C(14) C(15) C(16) 120.3(12) yes . . . C(15) C(16) C(17) 119.7(12) yes . . . C(16) C(17) C(18) 120.0(13) yes . . . C(13) C(18) C(17) 120.0(12) yes . . . Te(2) C(19) C(20) 119.3(10) yes . . . Te(2) C(19) C(24) 123.6(13) yes . . . C(20) C(19) C(24) 116.9(13) yes . . . C(19) C(20) C(21) 121.4(16) yes . . . C(20) C(21) C(22) 119.7(20) yes . . . C(21) C(22) C(23) 121.9(14) yes . . . C(22) C(23) C(24) 119.3(15) yes . . . C(19) C(24) C(23) 120.8(17) yes . . . C(1) C(2) H(2) 117.994 yes . . . C(3) C(2) H(2) 117.990 yes . . . C(2) C(3) H(3) 121.159 yes . . . C(4) C(3) H(3) 121.166 yes . . . C(6) C(7) H(7) 121.274 yes . . . C(8) C(7) H(7) 121.267 yes . . . C(7) C(8) H(8) 118.805 yes . . . C(9) C(8) H(8) 118.795 yes . . . C(4) C(11) H(11A) 110.273 yes . . . C(4) C(11) H(11B) 110.264 yes . . . C(12) C(11) H(11A) 110.254 yes . . . C(12) C(11) H(11B) 110.253 yes . . . H(11A) C(11) H(11B) 108.533 yes . . . C(6) C(12) H(12A) 110.839 yes . . . C(6) C(12) H(12B) 110.836 yes . . . C(11) C(12) H(12A) 110.839 yes . . . C(11) C(12) H(12B) 110.845 yes . . . H(12A) C(12) H(12B) 108.895 yes . . . C(13) C(14) H(14) 120.179 yes . . . C(15) C(14) H(14) 120.180 yes . . . C(14) C(15) H(15) 119.851 yes . . . C(16) C(15) H(15) 119.838 yes . . . C(15) C(16) H(16) 120.153 yes . . . C(17) C(16) H(16) 120.145 yes . . . C(16) C(17) H(17) 119.997 yes . . . C(18) C(17) H(17) 119.993 yes . . . C(13) C(18) H(18) 119.991 yes . . . C(17) C(18) H(18) 119.977 yes . . . C(19) C(20) H(20) 119.301 yes . . . C(21) C(20) H(20) 119.289 yes . . . C(20) C(21) H(21) 120.145 yes . . . C(22) C(21) H(21) 120.152 yes . . . C(21) C(22) H(22) 119.059 yes . . . C(23) C(22) H(22) 119.046 yes . . . C(22) C(23) H(23) 120.332 yes . . . C(24) C(23) H(23) 120.344 yes . . . C(19) C(24) H(24) 119.616 yes . . . C(23) C(24) H(24) 119.615 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 Te(2) Te(1) C(1) C(10) -13.1(9) no . . . . C(1) Te(1) Te(2) C(9) 11.8(4) no . . . . C(1) Te(1) Te(2) C(19) -81.9(4) no . . . . C(1) Te(1) C(13) C(14) 86.4(11) no . . . . C(1) Te(1) C(13) C(18) -104.9(11) no . . . . C(13) Te(1) C(1) C(2) -10.3(9) no . . . . Te(1) Te(2) C(9) C(10) -13.9(7) no . . . . Te(1) Te(2) C(19) C(20) -86.8(8) no . . . . Te(1) Te(2) C(19) C(24) 97.9(9) no . . . . C(9) Te(2) C(19) C(24) 17.4(10) no . . . . C(19) Te(2) C(9) C(8) -95.5(7) no . . . . C(19) Te(2) C(9) C(10) 79.5(8) no . . . . Te(1) C(1) C(10) C(9) 8(2) no . . . . C(2) C(1) C(10) C(5) 3.6(18) no . . . . C(10) C(1) C(2) C(3) -2(2) no . . . . C(1) C(2) C(3) C(4) -3(2) no . . . . C(2) C(3) C(4) C(5) 6.9(19) no . . . . C(3) C(4) C(5) C(10) -5.6(19) no . . . . C(5) C(4) C(11) C(12) -2.7(13) no . . . . C(11) C(4) C(5) C(6) 3.5(14) no . . . . C(4) C(5) C(6) C(12) -2.8(13) no . . . . C(4) C(5) C(10) C(1) 0.2(18) no . . . . C(6) C(5) C(10) C(9) -4.9(17) no . . . . C(10) C(5) C(6) C(7) 1.3(18) no . . . . C(5) C(6) C(7) C(8) 1.6(19) no . . . . C(5) C(6) C(12) C(11) 0.9(12) no . . . . C(6) C(7) C(8) C(9) -0.5(20) no . . . . C(7) C(8) C(9) C(10) -3.5(19) no . . . . Te(2) C(9) C(10) C(1) 9.9(18) no . . . . C(8) C(9) C(10) C(5) 6.0(17) no . . . . C(4) C(11) C(12) C(6) 1.1(12) no . . . . C(14) C(13) C(18) C(17) -3(3) no . . . . C(18) C(13) C(14) C(15) 4(3) no . . . . C(13) C(14) C(15) C(16) -3(3) no . . . . C(14) C(15) C(16) C(17) 0(3) no . . . . C(15) C(16) C(17) C(18) 1(3) no . . . . C(16) C(17) C(18) C(13) -0(3) no . . . . C(20) C(19) C(24) C(23) -0.0(19) no . . . . C(24) C(19) C(20) C(21) -0(2) no . . . . C(19) C(20) C(21) C(22) 0(2) no . . . . C(20) C(21) C(22) C(23) -0(2) no . . . . C(21) C(22) C(23) C(24) 0(2) no . . . . C(22) C(23) C(24) C(19) -0.1(19) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 C(1) C(4) 2.82(2) yes . . C(2) C(5) 2.70(2) yes . . C(2) C(13) 3.14(2) yes . . C(2) C(14) 3.53(3) yes . . C(3) C(10) 2.878(20) yes . . C(5) C(8) 2.743(18) yes . . C(6) C(9) 2.77(2) yes . . C(7) C(10) 2.90(2) yes . . C(9) C(24) 3.24(2) yes . . C(13) C(16) 2.823(17) yes . . C(14) C(17) 2.82(2) yes . . C(15) C(18) 2.819(18) yes . . C(19) C(22) 2.793(19) yes . . C(20) C(23) 2.76(2) yes . . C(21) C(24) 2.77(3) yes . . C(3) C(23) 3.572(19) yes . 3_756 C(3) C(24) 3.590(20) yes . 3_756 C(4) C(6) 3.425(19) yes . 3_755 C(5) C(11) 3.560(17) yes . 3_755 C(5) C(12) 3.534(17) yes . 3_755 C(5) C(14) 3.513(17) yes . 3_756 C(6) C(4) 3.425(19) yes . 3_755 C(6) C(14) 3.578(17) yes . 3_756 C(11) C(5) 3.560(17) yes . 3_755 C(12) C(5) 3.534(17) yes . 3_755 C(14) C(5) 3.513(17) yes . 3_756 C(14) C(6) 3.578(17) yes . 3_756 C(15) C(17) 3.57(3) yes . 4_545 C(17) C(15) 3.57(3) yes . 4_544 C(23) C(3) 3.572(19) yes . 3_756 C(24) C(3) 3.590(20) yes . 3_756 Te(1) H(2) 2.9900 yes . . Te(1) H(14) 3.1166 yes . . Te(1) H(18) 3.1384 yes . . Te(2) H(8) 2.9811 yes . . Te(2) H(20) 3.0896 yes . . Te(2) H(24) 3.1789 yes . . C(1) H(3) 3.3138 yes . . C(2) H(14) 3.5129 yes . . C(3) H(11A) 2.9520 yes . . C(3) H(11B) 2.9164 yes . . C(4) H(2) 3.2296 yes . . C(4) H(12A) 3.1113 yes . . C(4) H(12B) 3.1252 yes . . C(5) H(3) 3.2521 yes . . C(5) H(7) 3.2842 yes . . C(5) H(11A) 3.0371 yes . . C(5) H(11B) 3.0031 yes . . C(5) H(12A) 3.0720 yes . . C(5) H(12B) 3.0607 yes . . C(6) H(8) 3.1927 yes . . C(6) H(11A) 3.1222 yes . . C(6) H(11B) 3.1075 yes . . C(7) H(12A) 2.9311 yes . . C(7) H(12B) 2.9340 yes . . C(8) H(24) 2.9815 yes . . C(9) H(7) 3.3141 yes . . C(9) H(24) 2.6862 yes . . C(10) H(2) 3.2681 yes . . C(10) H(8) 3.3057 yes . . C(10) H(24) 3.1666 yes . . C(11) H(3) 2.8878 yes . . C(12) H(7) 2.8513 yes . . C(13) H(2) 2.4754 yes . . C(13) H(15) 3.3020 yes . . C(13) H(17) 3.2929 yes . . C(14) H(2) 2.6965 yes . . C(14) H(16) 3.3011 yes . . C(14) H(18) 3.3010 yes . . C(15) H(17) 3.3006 yes . . C(16) H(14) 3.3052 yes . . C(16) H(18) 3.3031 yes . . C(17) H(15) 3.2959 yes . . C(18) H(2) 3.3330 yes . . C(18) H(14) 3.2954 yes . . C(18) H(16) 3.3087 yes . . C(19) H(21) 3.2945 yes . . C(19) H(23) 3.3005 yes . . C(20) H(22) 3.2251 yes . . C(20) H(24) 3.2665 yes . . C(21) H(23) 3.2326 yes . . C(22) H(20) 3.2245 yes . . C(22) H(24) 3.2428 yes . . C(23) H(21) 3.2303 yes . . C(24) H(20) 3.2618 yes . . C(24) H(22) 3.2477 yes . . H(2) H(3) 2.3650 yes . . H(2) H(14) 2.7770 yes . . H(3) H(11A) 3.0384 yes . . H(3) H(11B) 2.9723 yes . . H(7) H(8) 2.3732 yes . . H(7) H(12A) 2.9685 yes . . H(7) H(12B) 2.9910 yes . . H(8) H(24) 3.2890 yes . . H(11A) H(12A) 2.2401 yes . . H(11A) H(12B) 2.7529 yes . . H(11B) H(12A) 2.7630 yes . . H(11B) H(12B) 2.2400 yes . . H(14) H(15) 2.3460 yes . . H(15) H(16) 2.3750 yes . . H(16) H(17) 2.3496 yes . . H(17) H(18) 2.3792 yes . . H(20) H(21) 2.3195 yes . . H(21) H(22) 2.3031 yes . . H(22) H(23) 2.2968 yes . . H(23) H(24) 2.3622 yes . . Te(1) H(11A) 3.5461 yes . 1_455 Te(2) H(12A) 3.4925 yes . 1_455 Te(2) H(12B) 3.2287 yes . 1_455 Te(2) H(17) 3.5869 yes . 2_655 Te(2) H(18) 3.2745 yes . 3_655 C(1) H(12A) 2.8750 yes . 3_755 C(2) H(12A) 2.9695 yes . 3_755 C(3) H(12A) 3.1086 yes . 3_755 C(3) H(14) 3.3711 yes . 3_756 C(4) H(12A) 3.0275 yes . 3_755 C(4) H(14) 2.7036 yes . 3_756 C(5) H(11A) 3.0028 yes . 3_755 C(5) H(12A) 2.9457 yes . 3_755 C(5) H(14) 2.6529 yes . 3_756 C(6) H(11A) 3.0395 yes . 3_755 C(6) H(14) 2.8802 yes . 3_756 C(6) H(15) 3.0785 yes . 3_756 C(7) H(11A) 3.0500 yes . 3_755 C(7) H(15) 3.0577 yes . 3_756 C(7) H(22) 3.4641 yes . 1_554 C(7) H(23) 3.3560 yes . 4_554 C(8) H(11A) 3.0026 yes . 3_755 C(8) H(18) 3.5187 yes . 3_655 C(8) H(22) 3.4792 yes . 4_554 C(9) H(11A) 2.9990 yes . 3_755 C(10) H(11A) 2.9739 yes . 3_755 C(10) H(12A) 2.9163 yes . 3_755 C(10) H(14) 3.4333 yes . 3_756 C(11) H(14) 2.8713 yes . 3_756 C(11) H(20) 3.5385 yes . 1_655 C(12) H(14) 3.0079 yes . 3_756 C(12) H(15) 3.4791 yes . 3_756 C(12) H(16) 3.2779 yes . 2_755 C(12) H(17) 3.4660 yes . 2_755 C(12) H(20) 3.4991 yes . 1_655 C(13) H(20) 3.4907 yes . 3_656 C(13) H(21) 3.2426 yes . 3_656 C(14) H(11B) 3.3185 yes . 3_756 C(14) H(12B) 3.2942 yes . 3_756 C(14) H(20) 3.0716 yes . 3_656 C(14) H(23) 3.5614 yes . 3_756 C(14) H(24) 3.2757 yes . 3_756 C(15) H(12B) 3.3474 yes . 3_756 C(15) H(17) 3.1096 yes . 4_545 C(15) H(20) 3.3852 yes . 3_656 C(15) H(22) 3.4935 yes . 2_746 C(15) H(23) 3.5185 yes . 2_746 C(15) H(23) 3.2736 yes . 3_756 C(15) H(24) 3.0725 yes . 3_756 C(16) H(7) 3.3980 yes . 2_745 C(16) H(12B) 3.2765 yes . 2_745 C(16) H(17) 3.5728 yes . 4_545 C(16) H(18) 3.3440 yes . 4_545 C(16) H(21) 3.5982 yes . 3_656 C(16) H(23) 3.1345 yes . 3_756 C(17) H(12B) 3.1513 yes . 2_745 C(17) H(15) 3.1525 yes . 4_544 C(17) H(20) 3.4662 yes . 2_645 C(17) H(21) 3.1649 yes . 3_656 C(17) H(23) 3.2964 yes . 3_756 C(18) H(8) 3.3652 yes . 3_655 C(18) H(16) 3.2951 yes . 4_544 C(18) H(21) 2.9677 yes . 3_656 C(18) H(23) 3.5593 yes . 3_756 C(19) H(3) 2.9280 yes . 3_756 C(19) H(17) 3.2666 yes . 2_655 C(20) H(3) 2.9559 yes . 3_756 C(20) H(11B) 3.5813 yes . 1_455 C(20) H(12B) 3.5033 yes . 1_455 C(20) H(17) 2.8248 yes . 2_655 C(21) H(3) 3.0021 yes . 3_756 C(21) H(7) 3.5931 yes . 1_556 C(21) H(17) 3.5686 yes . 2_655 C(22) H(3) 2.9977 yes . 3_756 C(22) H(7) 3.1114 yes . 1_556 C(22) H(8) 3.1650 yes . 4_555 C(22) H(15) 3.5604 yes . 2_756 C(22) H(24) 3.4440 yes . 4_555 C(23) H(2) 3.0514 yes . 3_756 C(23) H(3) 2.9576 yes . 3_756 C(23) H(7) 3.2549 yes . 4_555 C(23) H(8) 3.3866 yes . 4_555 C(23) H(15) 3.4172 yes . 2_756 C(23) H(22) 3.4141 yes . 4_554 C(24) H(2) 3.0740 yes . 3_756 C(24) H(3) 2.9101 yes . 3_756 C(24) H(22) 2.9718 yes . 4_554 H(2) C(23) 3.0514 yes . 3_756 H(2) C(24) 3.0740 yes . 3_756 H(2) H(12A) 3.5154 yes . 3_755 H(2) H(23) 2.9716 yes . 3_756 H(2) H(24) 3.0060 yes . 3_756 H(3) C(19) 2.9280 yes . 3_756 H(3) C(20) 2.9559 yes . 3_756 H(3) C(21) 3.0021 yes . 3_756 H(3) C(22) 2.9977 yes . 3_756 H(3) C(23) 2.9576 yes . 3_756 H(3) C(24) 2.9101 yes . 3_756 H(3) H(7) 3.5260 yes . 3_755 H(3) H(20) 3.5032 yes . 3_756 H(3) H(21) 3.5658 yes . 3_756 H(3) H(22) 3.5640 yes . 3_756 H(3) H(23) 3.5036 yes . 3_756 H(3) H(24) 3.4368 yes . 3_756 H(7) C(16) 3.3980 yes . 2_755 H(7) C(21) 3.5931 yes . 1_554 H(7) C(22) 3.1114 yes . 1_554 H(7) C(23) 3.2549 yes . 4_554 H(7) H(3) 3.5260 yes . 3_755 H(7) H(11A) 3.5975 yes . 3_755 H(7) H(15) 3.1931 yes . 3_756 H(7) H(16) 2.9070 yes . 2_755 H(7) H(21) 3.5059 yes . 1_554 H(7) H(22) 2.6097 yes . 1_554 H(7) H(23) 2.8579 yes . 4_554 H(8) C(18) 3.3652 yes . 3_655 H(8) C(22) 3.1650 yes . 4_554 H(8) C(23) 3.3866 yes . 4_554 H(8) H(11A) 3.5356 yes . 3_755 H(8) H(18) 2.6975 yes . 3_655 H(8) H(21) 3.1226 yes . 1_554 H(8) H(22) 3.2019 yes . 4_554 H(8) H(23) 3.5739 yes . 4_554 H(11A) Te(1) 3.5461 yes . 1_655 H(11A) C(5) 3.0028 yes . 3_755 H(11A) C(6) 3.0395 yes . 3_755 H(11A) C(7) 3.0500 yes . 3_755 H(11A) C(8) 3.0026 yes . 3_755 H(11A) C(9) 2.9990 yes . 3_755 H(11A) C(10) 2.9739 yes . 3_755 H(11A) H(7) 3.5975 yes . 3_755 H(11A) H(8) 3.5356 yes . 3_755 H(11B) C(14) 3.3185 yes . 3_756 H(11B) C(20) 3.5813 yes . 1_655 H(11B) H(14) 2.5897 yes . 3_756 H(11B) H(20) 2.7786 yes . 1_655 H(12A) Te(2) 3.4925 yes . 1_655 H(12A) C(1) 2.8750 yes . 3_755 H(12A) C(2) 2.9695 yes . 3_755 H(12A) C(3) 3.1086 yes . 3_755 H(12A) C(4) 3.0275 yes . 3_755 H(12A) C(5) 2.9457 yes . 3_755 H(12A) C(10) 2.9163 yes . 3_755 H(12A) H(2) 3.5154 yes . 3_755 H(12A) H(16) 3.0801 yes . 2_755 H(12B) Te(2) 3.2287 yes . 1_655 H(12B) C(14) 3.2942 yes . 3_756 H(12B) C(15) 3.3474 yes . 3_756 H(12B) C(16) 3.2765 yes . 2_755 H(12B) C(17) 3.1513 yes . 2_755 H(12B) C(20) 3.5033 yes . 1_655 H(12B) H(14) 2.8165 yes . 3_756 H(12B) H(15) 2.9445 yes . 3_756 H(12B) H(16) 2.7532 yes . 2_755 H(12B) H(17) 2.4990 yes . 2_755 H(12B) H(20) 2.7123 yes . 1_655 H(14) C(3) 3.3711 yes . 3_756 H(14) C(4) 2.7036 yes . 3_756 H(14) C(5) 2.6529 yes . 3_756 H(14) C(6) 2.8802 yes . 3_756 H(14) C(10) 3.4333 yes . 3_756 H(14) C(11) 2.8713 yes . 3_756 H(14) C(12) 3.0079 yes . 3_756 H(14) H(11B) 2.5897 yes . 3_756 H(14) H(12B) 2.8165 yes . 3_756 H(14) H(20) 3.1333 yes . 3_656 H(14) H(24) 3.3295 yes . 3_756 H(15) C(6) 3.0785 yes . 3_756 H(15) C(7) 3.0577 yes . 3_756 H(15) C(12) 3.4791 yes . 3_756 H(15) C(17) 3.1525 yes . 4_545 H(15) C(22) 3.5604 yes . 2_746 H(15) C(23) 3.4172 yes . 2_746 H(15) H(7) 3.1931 yes . 3_756 H(15) H(12B) 2.9445 yes . 3_756 H(15) H(17) 2.8377 yes . 4_545 H(15) H(22) 2.9891 yes . 2_746 H(15) H(23) 2.7096 yes . 2_746 H(15) H(24) 2.9428 yes . 3_756 H(16) C(12) 3.2779 yes . 2_745 H(16) C(18) 3.2951 yes . 4_545 H(16) H(7) 2.9070 yes . 2_745 H(16) H(12A) 3.0801 yes . 2_745 H(16) H(12B) 2.7532 yes . 2_745 H(16) H(18) 2.9508 yes . 4_545 H(16) H(22) 3.4207 yes . 2_746 H(16) H(23) 3.3997 yes . 2_746 H(16) H(23) 3.4786 yes . 3_756 H(17) Te(2) 3.5869 yes . 2_645 H(17) C(12) 3.4660 yes . 2_745 H(17) C(15) 3.1096 yes . 4_544 H(17) C(16) 3.5728 yes . 4_544 H(17) C(19) 3.2666 yes . 2_645 H(17) C(20) 2.8248 yes . 2_645 H(17) C(21) 3.5686 yes . 2_645 H(17) H(12B) 2.4990 yes . 2_745 H(17) H(15) 2.8377 yes . 4_544 H(17) H(20) 2.5301 yes . 2_645 H(17) H(21) 3.5236 yes . 3_656 H(18) Te(2) 3.2745 yes . 3_655 H(18) C(8) 3.5187 yes . 3_655 H(18) C(16) 3.3440 yes . 4_544 H(18) H(8) 2.6975 yes . 3_655 H(18) H(16) 2.9508 yes . 4_544 H(18) H(21) 3.2266 yes . 3_656 H(20) C(11) 3.5385 yes . 1_455 H(20) C(12) 3.4991 yes . 1_455 H(20) C(13) 3.4907 yes . 3_656 H(20) C(14) 3.0716 yes . 3_656 H(20) C(15) 3.3852 yes . 3_656 H(20) C(17) 3.4662 yes . 2_655 H(20) H(3) 3.5032 yes . 3_756 H(20) H(11B) 2.7786 yes . 1_455 H(20) H(12B) 2.7123 yes . 1_455 H(20) H(14) 3.1333 yes . 3_656 H(20) H(17) 2.5301 yes . 2_655 H(21) C(13) 3.2426 yes . 3_656 H(21) C(16) 3.5982 yes . 3_656 H(21) C(17) 3.1649 yes . 3_656 H(21) C(18) 2.9677 yes . 3_656 H(21) H(3) 3.5658 yes . 3_756 H(21) H(7) 3.5059 yes . 1_556 H(21) H(8) 3.1226 yes . 1_556 H(21) H(17) 3.5236 yes . 3_656 H(21) H(18) 3.2266 yes . 3_656 H(22) C(7) 3.4641 yes . 1_556 H(22) C(8) 3.4792 yes . 4_555 H(22) C(15) 3.4935 yes . 2_756 H(22) C(23) 3.4141 yes . 4_555 H(22) C(24) 2.9718 yes . 4_555 H(22) H(3) 3.5640 yes . 3_756 H(22) H(7) 2.6097 yes . 1_556 H(22) H(8) 3.2019 yes . 4_555 H(22) H(15) 2.9891 yes . 2_756 H(22) H(16) 3.4207 yes . 2_756 H(22) H(23) 3.4025 yes . 4_555 H(22) H(24) 2.6111 yes . 4_555 H(23) C(7) 3.3560 yes . 4_555 H(23) C(14) 3.5614 yes . 3_756 H(23) C(15) 3.5185 yes . 2_756 H(23) C(15) 3.2736 yes . 3_756 H(23) C(16) 3.1345 yes . 3_756 H(23) C(17) 3.2964 yes . 3_756 H(23) C(18) 3.5593 yes . 3_756 H(23) H(2) 2.9716 yes . 3_756 H(23) H(3) 3.5036 yes . 3_756 H(23) H(7) 2.8579 yes . 4_555 H(23) H(8) 3.5739 yes . 4_555 H(23) H(15) 2.7096 yes . 2_756 H(23) H(16) 3.3997 yes . 2_756 H(23) H(16) 3.4786 yes . 3_756 H(23) H(22) 3.4025 yes . 4_554 H(24) C(14) 3.2757 yes . 3_756 H(24) C(15) 3.0725 yes . 3_756 H(24) C(22) 3.4440 yes . 4_554 H(24) H(2) 3.0060 yes . 3_756 H(24) H(3) 3.4368 yes . 3_756 H(24) H(14) 3.3295 yes . 3_756 H(24) H(15) 2.9428 yes . 3_756 H(24) H(22) 2.6111 yes . 4_554 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A10.cif' data_LA12-4off _database_code_depnum_ccdc_archive 'CCDC 816089' #TrackingRef '- A10.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C24 H18 Se S' _chemical_formula_moiety 'C24 H18 Se S' _chemical_formula_weight 417.43 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 5.606(4) _cell_length_b 16.173(9) _cell_length_c 20.919(13) _cell_angle_alpha 90.0000 _cell_angle_beta 97.126(14) _cell_angle_gamma 90.0000 _cell_volume 1881.8(19) _cell_formula_units_Z 4 _cell_measurement_reflns_used 6334 _cell_measurement_theta_min 1.26 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848.00 _exptl_absorpt_coefficient_mu 2.111 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.484 _exptl_absorpt_correction_T_max 0.959 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 16483 _diffrn_reflns_av_R_equivalents 0.1434 _diffrn_reflns_theta_max 29.02 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.872 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 25 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4528 _reflns_number_gt 2918 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1324 _refine_ls_wR_factor_ref 0.3364 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4381 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 1.218 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1022P)^2^+17.4449P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.004 _refine_diff_density_max 0.730 _refine_diff_density_min -1.160 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Se Se -0.093 2.226 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Se(1) Se 0.5237(2) 0.30956(7) 0.69153(6) 0.0364(4) Uani 1.00 4 d . . . S(1) S 0.6408(5) 0.29637(15) 0.55024(13) 0.0300(6) Uani 1.00 4 d . . . C(1) C 0.7395(18) 0.4039(6) 0.6885(5) 0.030(2) Uani 1.00 4 d . . . C(2) C 0.7585(17) 0.4615(6) 0.7384(5) 0.029(2) Uani 1.00 4 d . . . C(3) C 0.924(2) 0.5286(6) 0.7418(6) 0.035(3) Uani 1.00 4 d . . . C(4) C 1.0677(17) 0.5372(6) 0.6950(5) 0.029(2) Uani 1.00 4 d . . . C(5) C 1.0514(19) 0.4810(6) 0.6436(6) 0.032(2) Uani 1.00 4 d . . . C(6) C 1.2179(19) 0.4973(6) 0.5990(5) 0.033(2) Uani 1.00 4 d . . . C(7) C 1.214(2) 0.4495(7) 0.5450(6) 0.038(3) Uani 1.00 4 d . . . C(8) C 1.0414(19) 0.3861(6) 0.5352(5) 0.033(2) Uani 1.00 4 d . . . C(9) C 0.878(2) 0.3683(6) 0.5762(5) 0.033(2) Uani 1.00 4 d . . . C(10) C 0.8776(18) 0.4142(6) 0.6358(5) 0.032(2) Uani 1.00 4 d . . . C(11) C 1.267(2) 0.5990(6) 0.6871(6) 0.039(3) Uani 1.00 4 d . . . C(12) C 1.361(2) 0.5740(7) 0.6223(6) 0.036(3) Uani 1.00 4 d . . . C(13) C 0.5171(19) 0.3075(6) 0.7831(5) 0.030(2) Uani 1.00 4 d . . . C(14) C 0.700(2) 0.2695(6) 0.8238(6) 0.035(3) Uani 1.00 4 d . . . C(15) C 0.690(2) 0.2665(7) 0.8891(6) 0.042(3) Uani 1.00 4 d . . . C(16) C 0.491(3) 0.2987(7) 0.9155(7) 0.049(3) Uani 1.00 4 d . . . C(17) C 0.307(2) 0.3340(7) 0.8751(6) 0.041(3) Uani 1.00 4 d . . . C(18) C 0.3156(20) 0.3394(7) 0.8099(6) 0.036(3) Uani 1.00 4 d . . . C(19) C 0.761(2) 0.1959(7) 0.5718(5) 0.034(2) Uani 1.00 4 d . . . C(20) C 0.984(2) 0.1833(7) 0.6066(7) 0.049(3) Uani 1.00 4 d . . . C(21) C 1.054(3) 0.0996(9) 0.6215(7) 0.061(4) Uani 1.00 4 d . . . C(22) C 0.904(3) 0.0340(8) 0.6039(7) 0.063(4) Uani 1.00 4 d . . . C(23) C 0.682(3) 0.0495(8) 0.5688(8) 0.068(5) Uani 1.00 4 d . . . C(24) C 0.613(3) 0.1290(7) 0.5544(6) 0.048(3) Uani 1.00 4 d . . . H(2) H 0.6576 0.4557 0.7714 0.035 Uiso 1.00 4 calc R . . H(3) H 0.9323 0.5670 0.7764 0.042 Uiso 1.00 4 calc R . . H(7) H 1.3244 0.4589 0.5148 0.046 Uiso 1.00 4 calc R . . H(8) H 1.0389 0.3535 0.4974 0.039 Uiso 1.00 4 calc R . . H(11A) H 1.3966 0.5953 0.7235 0.047 Uiso 1.00 4 calc R . . H(11B) H 1.2029 0.6562 0.6846 0.047 Uiso 1.00 4 calc R . . H(12A) H 1.3336 0.6192 0.5903 0.044 Uiso 1.00 4 calc R . . H(12B) H 1.5353 0.5615 0.6295 0.044 Uiso 1.00 4 calc R . . H(14) H 0.8325 0.2454 0.8064 0.042 Uiso 1.00 4 calc R . . H(15) H 0.8192 0.2425 0.9166 0.051 Uiso 1.00 4 calc R . . H(16) H 0.4835 0.2960 0.9606 0.059 Uiso 1.00 4 calc R . . H(17) H 0.1714 0.3553 0.8927 0.050 Uiso 1.00 4 calc R . . H(18) H 0.1870 0.3644 0.7829 0.043 Uiso 1.00 4 calc R . . H(20) H 1.0870 0.2283 0.6202 0.059 Uiso 1.00 4 calc R . . H(21) H 1.2089 0.0891 0.6441 0.073 Uiso 1.00 4 calc R . . H(22) H 0.9516 -0.0210 0.6155 0.075 Uiso 1.00 4 calc R . . H(23) H 0.5777 0.0050 0.5549 0.082 Uiso 1.00 4 calc R . . H(24) H 0.4587 0.1387 0.5316 0.057 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Se(1) 0.0394(7) 0.0357(6) 0.0332(7) -0.0067(5) 0.0014(5) 0.0006(5) S(1) 0.0336(13) 0.0267(12) 0.0278(14) 0.0016(11) -0.0039(11) -0.0020(10) C(1) 0.028(5) 0.034(5) 0.028(6) -0.006(4) 0.000(4) 0.009(4) C(2) 0.023(5) 0.023(4) 0.038(6) -0.008(4) -0.006(4) 0.004(4) C(3) 0.044(6) 0.026(5) 0.033(6) 0.009(5) -0.002(5) -0.001(4) C(4) 0.022(5) 0.025(5) 0.037(6) 0.003(4) -0.003(4) -0.003(4) C(5) 0.037(6) 0.022(5) 0.034(6) 0.000(4) -0.006(5) 0.007(4) C(6) 0.030(5) 0.035(5) 0.031(6) 0.007(5) -0.007(5) 0.017(5) C(7) 0.040(6) 0.038(6) 0.037(7) 0.005(5) 0.010(5) 0.001(5) C(8) 0.041(6) 0.027(5) 0.031(6) 0.008(5) 0.010(5) -0.001(4) C(9) 0.044(6) 0.027(5) 0.026(6) 0.007(5) 0.005(5) -0.005(4) C(10) 0.029(5) 0.034(5) 0.032(6) 0.006(5) -0.004(4) 0.011(5) C(11) 0.044(6) 0.025(5) 0.048(8) 0.005(5) 0.004(6) 0.003(5) C(12) 0.042(6) 0.031(5) 0.035(7) -0.002(5) 0.001(5) 0.009(5) C(13) 0.038(6) 0.025(5) 0.027(5) -0.006(4) 0.004(4) 0.005(4) C(14) 0.040(6) 0.029(5) 0.039(7) -0.002(5) 0.011(5) 0.007(5) C(15) 0.043(7) 0.042(6) 0.041(8) 0.003(5) -0.001(6) 0.004(5) C(16) 0.066(9) 0.044(7) 0.037(7) -0.006(6) 0.009(6) 0.002(5) C(17) 0.047(7) 0.035(6) 0.045(8) -0.001(5) 0.018(6) -0.006(5) C(18) 0.033(6) 0.035(5) 0.041(7) -0.007(5) 0.006(5) 0.003(5) C(19) 0.041(6) 0.036(6) 0.025(6) 0.010(5) -0.001(5) 0.003(4) C(20) 0.040(7) 0.042(6) 0.058(9) 0.002(6) -0.020(6) 0.018(6) C(21) 0.068(9) 0.072(10) 0.043(8) 0.034(8) 0.012(7) 0.026(7) C(22) 0.099(12) 0.037(7) 0.053(9) 0.012(8) 0.014(9) -0.001(6) C(23) 0.100(12) 0.039(7) 0.057(10) 0.004(8) -0.022(9) -0.008(6) C(24) 0.066(9) 0.037(6) 0.037(7) -0.004(6) -0.002(6) 0.000(5) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Se(1) C(1) 1.953(10) yes . . Se(1) C(13) 1.921(11) yes . . S(1) C(9) 1.798(11) yes . . S(1) C(19) 1.796(11) yes . . C(1) C(2) 1.393(15) yes . . C(1) C(10) 1.434(16) yes . . C(2) C(3) 1.424(14) yes . . C(3) C(4) 1.350(16) yes . . C(4) C(5) 1.404(15) yes . . C(4) C(11) 1.522(15) yes . . C(5) C(6) 1.423(16) yes . . C(5) C(10) 1.450(14) yes . . C(6) C(7) 1.367(16) yes . . C(6) C(12) 1.525(15) yes . . C(7) C(8) 1.406(15) yes . . C(8) C(9) 1.361(17) yes . . C(9) C(10) 1.451(15) yes . . C(11) C(12) 1.568(17) yes . . C(13) C(14) 1.393(15) yes . . C(13) C(18) 1.419(16) yes . . C(14) C(15) 1.374(18) yes . . C(15) C(16) 1.406(19) yes . . C(16) C(17) 1.373(17) yes . . C(17) C(18) 1.374(18) yes . . C(19) C(20) 1.381(16) yes . . C(19) C(24) 1.384(16) yes . . C(20) C(21) 1.432(19) yes . . C(21) C(22) 1.38(2) yes . . C(22) C(23) 1.39(2) yes . . C(23) C(24) 1.364(18) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . C(20) H(20) 0.950 yes . . C(21) H(21) 0.950 yes . . C(22) H(22) 0.950 yes . . C(23) H(23) 0.950 yes . . C(24) H(24) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) Se(1) C(13) 97.7(4) yes . . . C(9) S(1) C(19) 105.6(5) yes . . . Se(1) C(1) C(2) 119.2(8) yes . . . Se(1) C(1) C(10) 120.7(7) yes . . . C(2) C(1) C(10) 120.0(9) yes . . . C(1) C(2) C(3) 122.4(10) yes . . . C(2) C(3) C(4) 119.1(10) yes . . . C(3) C(4) C(5) 120.1(9) yes . . . C(3) C(4) C(11) 131.2(10) yes . . . C(5) C(4) C(11) 108.7(10) yes . . . C(4) C(5) C(6) 113.4(9) yes . . . C(4) C(5) C(10) 123.2(10) yes . . . C(6) C(5) C(10) 123.4(10) yes . . . C(5) C(6) C(7) 119.5(10) yes . . . C(5) C(6) C(12) 107.7(9) yes . . . C(7) C(6) C(12) 132.7(11) yes . . . C(6) C(7) C(8) 118.2(11) yes . . . C(7) C(8) C(9) 124.6(10) yes . . . S(1) C(9) C(8) 118.5(8) yes . . . S(1) C(9) C(10) 120.7(8) yes . . . C(8) C(9) C(10) 120.3(9) yes . . . C(1) C(10) C(5) 114.8(9) yes . . . C(1) C(10) C(9) 131.3(9) yes . . . C(5) C(10) C(9) 113.9(10) yes . . . C(4) C(11) C(12) 104.9(9) yes . . . C(6) C(12) C(11) 105.3(9) yes . . . Se(1) C(13) C(14) 120.9(9) yes . . . Se(1) C(13) C(18) 120.2(8) yes . . . C(14) C(13) C(18) 118.7(10) yes . . . C(13) C(14) C(15) 120.3(11) yes . . . C(14) C(15) C(16) 120.7(11) yes . . . C(15) C(16) C(17) 118.9(12) yes . . . C(16) C(17) C(18) 121.5(12) yes . . . C(13) C(18) C(17) 119.8(10) yes . . . S(1) C(19) C(20) 123.6(8) yes . . . S(1) C(19) C(24) 116.6(9) yes . . . C(20) C(19) C(24) 119.7(10) yes . . . C(19) C(20) C(21) 117.4(11) yes . . . C(20) C(21) C(22) 121.9(13) yes . . . C(21) C(22) C(23) 118.7(13) yes . . . C(22) C(23) C(24) 119.8(13) yes . . . C(19) C(24) C(23) 122.4(13) yes . . . C(1) C(2) H(2) 118.807 yes . . . C(3) C(2) H(2) 118.815 yes . . . C(2) C(3) H(3) 120.428 yes . . . C(4) C(3) H(3) 120.433 yes . . . C(6) C(7) H(7) 120.904 yes . . . C(8) C(7) H(7) 120.901 yes . . . C(7) C(8) H(8) 117.703 yes . . . C(9) C(8) H(8) 117.694 yes . . . C(4) C(11) H(11A) 110.780 yes . . . C(4) C(11) H(11B) 110.780 yes . . . C(12) C(11) H(11A) 110.766 yes . . . C(12) C(11) H(11B) 110.771 yes . . . H(11A) C(11) H(11B) 108.856 yes . . . C(6) C(12) H(12A) 110.669 yes . . . C(6) C(12) H(12B) 110.664 yes . . . C(11) C(12) H(12A) 110.686 yes . . . C(11) C(12) H(12B) 110.680 yes . . . H(12A) C(12) H(12B) 108.785 yes . . . C(13) C(14) H(14) 119.827 yes . . . C(15) C(14) H(14) 119.831 yes . . . C(14) C(15) H(15) 119.635 yes . . . C(16) C(15) H(15) 119.649 yes . . . C(15) C(16) H(16) 120.558 yes . . . C(17) C(16) H(16) 120.560 yes . . . C(16) C(17) H(17) 119.266 yes . . . C(18) C(17) H(17) 119.253 yes . . . C(13) C(18) H(18) 120.107 yes . . . C(17) C(18) H(18) 120.096 yes . . . C(19) C(20) H(20) 121.310 yes . . . C(21) C(20) H(20) 121.311 yes . . . C(20) C(21) H(21) 119.054 yes . . . C(22) C(21) H(21) 119.039 yes . . . C(21) C(22) H(22) 120.653 yes . . . C(23) C(22) H(22) 120.646 yes . . . C(22) C(23) H(23) 120.089 yes . . . C(24) C(23) H(23) 120.088 yes . . . C(19) C(24) H(24) 118.806 yes . . . C(23) C(24) H(24) 118.814 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) Se(1) C(13) C(14) -82.1(7) no . . . . C(1) Se(1) C(13) C(18) 102.6(7) no . . . . C(13) Se(1) C(1) C(2) -23.7(7) no . . . . C(13) Se(1) C(1) C(10) 156.3(7) no . . . . C(9) S(1) C(19) C(20) 5.4(10) no . . . . C(19) S(1) C(9) C(8) 87.3(8) no . . . . C(19) S(1) C(9) C(10) -100.4(8) no . . . . Se(1) C(1) C(10) C(9) 5.7(14) no . . . . C(2) C(1) C(10) C(5) 7.2(13) no . . . . C(10) C(1) C(2) C(3) -4.3(14) no . . . . C(1) C(2) C(3) C(4) -0.1(14) no . . . . C(2) C(3) C(4) C(5) 0.9(14) no . . . . C(3) C(4) C(5) C(10) 2.7(15) no . . . . C(5) C(4) C(11) C(12) 2.0(10) no . . . . C(11) C(4) C(5) C(6) -0.7(11) no . . . . C(4) C(5) C(6) C(12) -0.9(11) no . . . . C(4) C(5) C(10) C(1) -6.6(14) no . . . . C(6) C(5) C(10) C(9) -3.7(14) no . . . . C(10) C(5) C(6) C(7) 1.5(15) no . . . . C(5) C(6) C(7) C(8) 0.7(15) no . . . . C(5) C(6) C(12) C(11) 2.1(10) no . . . . C(6) C(7) C(8) C(9) -0.4(16) no . . . . C(7) C(8) C(9) C(10) -2.0(16) no . . . . S(1) C(9) C(10) C(1) 13.2(15) no . . . . C(8) C(9) C(10) C(5) 3.8(13) no . . . . C(4) C(11) C(12) C(6) -2.4(10) no . . . . C(14) C(13) C(18) C(17) 1.5(14) no . . . . C(18) C(13) C(14) C(15) -3.0(14) no . . . . C(13) C(14) C(15) C(16) 2.7(16) no . . . . C(14) C(15) C(16) C(17) -0.8(17) no . . . . C(15) C(16) C(17) C(18) -0.7(17) no . . . . C(16) C(17) C(18) C(13) 0.3(16) no . . . . C(20) C(19) C(24) C(23) -1.8(19) no . . . . C(24) C(19) C(20) C(21) 1.8(18) no . . . . C(19) C(20) C(21) C(22) -2(2) no . . . . C(20) C(21) C(22) C(23) 2(2) no . . . . C(21) C(22) C(23) C(24) -2(2) no . . . . C(22) C(23) C(24) C(19) 2(2) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Se(1) S(1) 3.113(4) yes . . Se(1) C(9) 3.443(12) yes . . Se(1) C(19) 3.500(11) yes . . S(1) C(1) 3.362(11) yes . . C(1) C(4) 2.827(14) yes . . C(1) C(14) 3.597(16) yes . . C(2) C(5) 2.746(16) yes . . C(2) C(13) 3.037(14) yes . . C(3) C(10) 2.875(15) yes . . C(5) C(8) 2.732(16) yes . . C(6) C(9) 2.826(15) yes . . C(7) C(10) 2.894(17) yes . . C(8) C(19) 3.580(15) yes . . C(9) C(20) 3.102(16) yes . . C(13) C(16) 2.796(18) yes . . C(14) C(17) 2.771(18) yes . . C(15) C(18) 2.770(16) yes . . C(19) C(22) 2.796(17) yes . . C(20) C(23) 2.801(19) yes . . C(21) C(24) 2.728(20) yes . . S(1) C(7) 3.437(12) yes . 1_455 C(2) C(12) 3.583(14) yes . 1_455 C(6) C(8) 3.541(15) yes . 3_766 C(7) S(1) 3.437(12) yes . 1_655 C(7) C(8) 3.366(15) yes . 3_766 C(8) C(6) 3.541(15) yes . 3_766 C(8) C(7) 3.366(15) yes . 3_766 C(12) C(2) 3.583(14) yes . 1_655 C(14) C(17) 3.595(17) yes . 1_655 C(17) C(14) 3.595(17) yes . 1_455 Se(1) H(2) 2.9377 yes . . Se(1) H(14) 2.9687 yes . . Se(1) H(18) 2.9826 yes . . S(1) H(8) 2.7688 yes . . S(1) H(20) 2.9497 yes . . S(1) H(24) 2.7558 yes . . C(1) H(3) 3.3178 yes . . C(1) H(14) 3.5498 yes . . C(3) H(11A) 2.9304 yes . . C(3) H(11B) 2.9320 yes . . C(4) H(2) 3.2388 yes . . C(4) H(12A) 3.0972 yes . . C(4) H(12B) 3.1295 yes . . C(5) H(3) 3.2493 yes . . C(5) H(7) 3.2785 yes . . C(5) H(11A) 3.0260 yes . . C(5) H(11B) 3.0505 yes . . C(5) H(12A) 3.0298 yes . . C(5) H(12B) 3.0559 yes . . C(6) H(8) 3.2259 yes . . C(6) H(11A) 3.1066 yes . . C(6) H(11B) 3.1391 yes . . C(7) H(12A) 2.9534 yes . . C(7) H(12B) 2.9780 yes . . C(8) H(20) 3.1026 yes . . C(9) H(7) 3.2951 yes . . C(9) H(20) 2.6610 yes . . C(10) H(2) 3.3009 yes . . C(10) H(8) 3.2874 yes . . C(10) H(20) 3.2583 yes . . C(11) H(3) 2.8530 yes . . C(12) H(7) 2.9070 yes . . C(13) H(2) 2.5440 yes . . C(13) H(15) 3.2553 yes . . C(13) H(17) 3.2730 yes . . C(14) H(2) 3.2033 yes . . C(14) H(16) 3.2728 yes . . C(14) H(18) 3.2789 yes . . C(15) H(17) 3.2520 yes . . C(16) H(14) 3.2726 yes . . C(16) H(18) 3.2493 yes . . C(17) H(15) 3.2492 yes . . C(18) H(2) 2.8708 yes . . C(18) H(14) 3.2808 yes . . C(18) H(16) 3.2525 yes . . C(19) H(8) 3.4553 yes . . C(19) H(21) 3.2596 yes . . C(19) H(23) 3.2600 yes . . C(20) H(22) 3.3146 yes . . C(20) H(24) 3.2427 yes . . C(21) H(23) 3.2399 yes . . C(22) H(20) 3.3110 yes . . C(22) H(24) 3.2336 yes . . C(23) H(21) 3.2352 yes . . C(24) H(20) 3.2584 yes . . C(24) H(22) 3.2413 yes . . H(2) H(3) 2.3627 yes . . H(2) H(14) 3.5889 yes . . H(2) H(18) 3.0583 yes . . H(3) H(11A) 2.9869 yes . . H(3) H(11B) 2.9648 yes . . H(7) H(8) 2.3359 yes . . H(7) H(12A) 3.0326 yes . . H(7) H(12B) 3.0347 yes . . H(8) H(20) 3.2548 yes . . H(11A) H(12A) 2.7929 yes . . H(11A) H(12B) 2.2687 yes . . H(11B) H(12A) 2.2689 yes . . H(11B) H(12B) 2.7703 yes . . H(14) H(15) 2.3167 yes . . H(15) H(16) 2.3592 yes . . H(16) H(17) 2.3201 yes . . H(17) H(18) 2.3143 yes . . H(20) H(21) 2.3874 yes . . H(21) H(22) 2.3228 yes . . H(22) H(23) 2.3487 yes . . H(23) H(24) 2.2982 yes . . Se(1) H(20) 3.0065 yes . 1_455 S(1) H(7) 3.2061 yes . 1_455 S(1) H(8) 3.5399 yes . 1_455 S(1) H(12A) 3.2607 yes . 3_766 S(1) H(15) 3.1955 yes . 4_454 S(1) H(16) 3.2142 yes . 4_554 C(1) H(12B) 2.9973 yes . 1_455 C(1) H(18) 3.0607 yes . 1_655 C(2) H(11A) 2.9559 yes . 1_455 C(2) H(12B) 2.9441 yes . 1_455 C(2) H(18) 2.9233 yes . 1_655 C(2) H(22) 3.4206 yes . 2_656 C(3) H(11A) 3.1229 yes . 1_455 C(3) H(12B) 3.0437 yes . 1_455 C(3) H(18) 3.1088 yes . 1_655 C(3) H(21) 3.1111 yes . 2_756 C(4) H(12B) 3.1504 yes . 1_455 C(4) H(18) 3.3666 yes . 1_655 C(4) H(21) 3.5419 yes . 2_756 C(5) H(12B) 3.1532 yes . 1_455 C(5) H(18) 3.4753 yes . 1_655 C(6) H(8) 3.3537 yes . 3_766 C(7) H(7) 3.4526 yes . 3_766 C(7) H(7) 3.3560 yes . 3_866 C(7) H(8) 3.5541 yes . 3_766 C(8) H(7) 3.3236 yes . 3_766 C(8) H(12A) 3.1543 yes . 3_766 C(8) H(16) 3.3308 yes . 4_554 C(9) H(7) 3.5256 yes . 1_455 C(9) H(7) 3.4899 yes . 3_766 C(9) H(12A) 3.5419 yes . 3_766 C(10) H(12B) 3.0521 yes . 1_455 C(10) H(18) 3.4359 yes . 1_655 C(11) H(2) 3.5125 yes . 1_655 C(11) H(14) 3.2557 yes . 2_756 C(11) H(21) 3.5203 yes . 2_756 C(12) H(7) 3.5880 yes . 3_866 C(12) H(8) 3.3587 yes . 3_766 C(12) H(14) 3.4959 yes . 2_756 C(12) H(15) 3.4152 yes . 2_756 C(13) H(11B) 2.8580 yes . 2_646 C(13) H(22) 3.4845 yes . 2_656 C(14) H(11B) 2.8965 yes . 2_646 C(14) H(17) 3.1683 yes . 1_655 C(14) H(18) 3.3344 yes . 1_655 C(15) H(8) 3.1779 yes . 4_455 C(15) H(11B) 3.0938 yes . 2_646 C(15) H(12A) 3.5648 yes . 2_746 C(15) H(17) 3.0485 yes . 1_655 C(15) H(22) 3.5262 yes . 2_656 C(15) H(24) 3.5193 yes . 4_555 C(16) H(8) 2.9914 yes . 4_455 C(16) H(11B) 3.2123 yes . 2_646 C(16) H(12A) 3.4196 yes . 2_646 C(16) H(22) 3.0141 yes . 2_656 C(16) H(24) 3.4946 yes . 4_555 C(17) H(11B) 3.1343 yes . 2_646 C(17) H(14) 3.2026 yes . 1_455 C(17) H(15) 3.3192 yes . 1_455 C(17) H(22) 2.7017 yes . 2_656 C(18) H(11B) 2.9674 yes . 2_646 C(18) H(14) 3.0983 yes . 1_455 C(18) H(22) 2.9554 yes . 2_656 C(19) H(16) 2.7747 yes . 4_554 C(20) H(16) 3.0724 yes . 4_554 C(20) H(24) 3.3312 yes . 1_655 C(21) H(2) 3.5369 yes . 2_646 C(21) H(3) 3.4061 yes . 2_746 C(21) H(11A) 3.2203 yes . 2_746 C(21) H(24) 3.1835 yes . 1_655 C(22) H(2) 2.9580 yes . 2_646 C(22) H(3) 3.3594 yes . 2_646 C(23) H(3) 3.3896 yes . 2_646 C(23) H(21) 3.3105 yes . 1_455 C(23) H(23) 2.9425 yes . 3_656 C(24) H(16) 3.2607 yes . 4_554 C(24) H(17) 3.4474 yes . 4_554 C(24) H(21) 3.1840 yes . 1_455 C(24) H(23) 3.2345 yes . 3_656 H(2) C(11) 3.5125 yes . 1_455 H(2) C(21) 3.5369 yes . 2_656 H(2) C(22) 2.9580 yes . 2_656 H(2) H(11A) 2.8069 yes . 1_455 H(2) H(12B) 3.4221 yes . 1_455 H(2) H(18) 3.2965 yes . 1_655 H(2) H(21) 3.5916 yes . 2_656 H(2) H(22) 2.5440 yes . 2_656 H(3) C(21) 3.4061 yes . 2_756 H(3) C(22) 3.3594 yes . 2_656 H(3) C(23) 3.3896 yes . 2_656 H(3) H(11A) 3.1022 yes . 1_455 H(3) H(12B) 3.5639 yes . 1_455 H(3) H(14) 3.5906 yes . 2_656 H(3) H(18) 3.5700 yes . 1_655 H(3) H(21) 2.4715 yes . 2_756 H(7) S(1) 3.2061 yes . 1_655 H(7) C(7) 3.4526 yes . 3_766 H(7) C(7) 3.3560 yes . 3_866 H(7) C(8) 3.3236 yes . 3_766 H(7) C(9) 3.5256 yes . 1_655 H(7) C(9) 3.4899 yes . 3_766 H(7) C(12) 3.5880 yes . 3_866 H(7) H(7) 2.5160 yes . 3_866 H(7) H(12A) 3.3396 yes . 3_866 H(7) H(12B) 3.2306 yes . 3_866 H(8) S(1) 3.5399 yes . 1_655 H(8) C(6) 3.3537 yes . 3_766 H(8) C(7) 3.5541 yes . 3_766 H(8) C(12) 3.3587 yes . 3_766 H(8) C(15) 3.1779 yes . 4_554 H(8) C(16) 2.9914 yes . 4_554 H(8) H(12A) 2.6401 yes . 3_766 H(8) H(15) 2.8976 yes . 4_554 H(8) H(16) 2.5445 yes . 4_554 H(11A) C(2) 2.9559 yes . 1_655 H(11A) C(3) 3.1229 yes . 1_655 H(11A) C(21) 3.2203 yes . 2_756 H(11A) H(2) 2.8069 yes . 1_655 H(11A) H(3) 3.1022 yes . 1_655 H(11A) H(14) 2.9714 yes . 2_756 H(11A) H(21) 2.9031 yes . 2_756 H(11B) C(13) 2.8580 yes . 2_656 H(11B) C(14) 2.8965 yes . 2_656 H(11B) C(15) 3.0938 yes . 2_656 H(11B) C(16) 3.2123 yes . 2_656 H(11B) C(17) 3.1343 yes . 2_656 H(11B) C(18) 2.9674 yes . 2_656 H(11B) H(14) 3.3562 yes . 2_656 H(11B) H(14) 2.9631 yes . 2_756 H(11B) H(18) 3.4749 yes . 2_656 H(12A) S(1) 3.2607 yes . 3_766 H(12A) C(8) 3.1543 yes . 3_766 H(12A) C(9) 3.5419 yes . 3_766 H(12A) C(15) 3.5648 yes . 2_756 H(12A) C(16) 3.4196 yes . 2_656 H(12A) H(7) 3.3396 yes . 3_866 H(12A) H(8) 2.6401 yes . 3_766 H(12A) H(14) 3.3672 yes . 2_756 H(12A) H(15) 2.8033 yes . 2_756 H(12A) H(16) 3.4640 yes . 2_656 H(12B) C(1) 2.9973 yes . 1_655 H(12B) C(2) 2.9441 yes . 1_655 H(12B) C(3) 3.0437 yes . 1_655 H(12B) C(4) 3.1504 yes . 1_655 H(12B) C(5) 3.1532 yes . 1_655 H(12B) C(10) 3.0521 yes . 1_655 H(12B) H(2) 3.4221 yes . 1_655 H(12B) H(3) 3.5639 yes . 1_655 H(12B) H(7) 3.2306 yes . 3_866 H(12B) H(14) 3.3079 yes . 2_756 H(12B) H(15) 3.2189 yes . 2_756 H(14) C(11) 3.2557 yes . 2_746 H(14) C(12) 3.4959 yes . 2_746 H(14) C(17) 3.2026 yes . 1_655 H(14) C(18) 3.0983 yes . 1_655 H(14) H(3) 3.5906 yes . 2_646 H(14) H(11A) 2.9714 yes . 2_746 H(14) H(11B) 3.3562 yes . 2_646 H(14) H(11B) 2.9631 yes . 2_746 H(14) H(12A) 3.3672 yes . 2_746 H(14) H(12B) 3.3079 yes . 2_746 H(14) H(17) 3.0290 yes . 1_655 H(14) H(18) 2.8518 yes . 1_655 H(15) S(1) 3.1955 yes . 4_555 H(15) C(12) 3.4152 yes . 2_746 H(15) C(17) 3.3192 yes . 1_655 H(15) H(8) 2.8976 yes . 4_455 H(15) H(12A) 2.8033 yes . 2_746 H(15) H(12B) 3.2189 yes . 2_746 H(15) H(17) 2.7782 yes . 1_655 H(15) H(24) 3.1008 yes . 4_555 H(16) S(1) 3.2142 yes . 4_455 H(16) C(8) 3.3308 yes . 4_455 H(16) C(19) 2.7747 yes . 4_455 H(16) C(20) 3.0724 yes . 4_455 H(16) C(24) 3.2607 yes . 4_455 H(16) H(8) 2.5445 yes . 4_455 H(16) H(12A) 3.4640 yes . 2_646 H(16) H(20) 3.3399 yes . 4_455 H(16) H(22) 3.4020 yes . 2_656 H(16) H(24) 3.0710 yes . 4_555 H(17) C(14) 3.1683 yes . 1_455 H(17) C(15) 3.0485 yes . 1_455 H(17) C(24) 3.4474 yes . 4_455 H(17) H(14) 3.0290 yes . 1_455 H(17) H(15) 2.7782 yes . 1_455 H(17) H(22) 2.9310 yes . 2_656 H(17) H(23) 3.0648 yes . 2_556 H(17) H(24) 3.2755 yes . 4_455 H(18) C(1) 3.0607 yes . 1_455 H(18) C(2) 2.9233 yes . 1_455 H(18) C(3) 3.1088 yes . 1_455 H(18) C(4) 3.3666 yes . 1_455 H(18) C(5) 3.4753 yes . 1_455 H(18) C(10) 3.4359 yes . 1_455 H(18) C(14) 3.3344 yes . 1_455 H(18) H(2) 3.2965 yes . 1_455 H(18) H(3) 3.5700 yes . 1_455 H(18) H(11B) 3.4749 yes . 2_646 H(18) H(14) 2.8518 yes . 1_455 H(18) H(22) 3.3161 yes . 2_656 H(20) Se(1) 3.0065 yes . 1_655 H(20) H(16) 3.3399 yes . 4_554 H(20) H(24) 3.2921 yes . 1_655 H(21) C(3) 3.1111 yes . 2_746 H(21) C(4) 3.5419 yes . 2_746 H(21) C(11) 3.5203 yes . 2_746 H(21) C(23) 3.3105 yes . 1_655 H(21) C(24) 3.1840 yes . 1_655 H(21) H(2) 3.5916 yes . 2_646 H(21) H(3) 2.4715 yes . 2_746 H(21) H(11A) 2.9031 yes . 2_746 H(21) H(23) 3.2510 yes . 1_655 H(21) H(24) 2.9947 yes . 1_655 H(22) C(2) 3.4206 yes . 2_646 H(22) C(13) 3.4845 yes . 2_646 H(22) C(15) 3.5262 yes . 2_646 H(22) C(16) 3.0141 yes . 2_646 H(22) C(17) 2.7017 yes . 2_646 H(22) C(18) 2.9554 yes . 2_646 H(22) H(2) 2.5440 yes . 2_646 H(22) H(16) 3.4020 yes . 2_646 H(22) H(17) 2.9310 yes . 2_646 H(22) H(18) 3.3161 yes . 2_646 H(23) C(23) 2.9425 yes . 3_656 H(23) C(24) 3.2345 yes . 3_656 H(23) H(17) 3.0648 yes . 2_546 H(23) H(21) 3.2510 yes . 1_455 H(23) H(23) 2.3589 yes . 3_656 H(23) H(24) 2.9368 yes . 3_656 H(24) C(15) 3.5193 yes . 4_454 H(24) C(16) 3.4946 yes . 4_454 H(24) C(20) 3.3312 yes . 1_455 H(24) C(21) 3.1835 yes . 1_455 H(24) H(15) 3.1008 yes . 4_454 H(24) H(16) 3.0710 yes . 4_454 H(24) H(17) 3.2755 yes . 4_554 H(24) H(20) 3.2921 yes . 1_455 H(24) H(21) 2.9947 yes . 1_455 H(24) H(23) 2.9368 yes . 3_656 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A11.cif' data_lara14 _database_code_depnum_ccdc_archive 'CCDC 816090' #TrackingRef '- A11.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C24 H18 S Te' _chemical_formula_moiety 'C24 H18 S Te' _chemical_formula_weight 466.07 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' _symmetry_Int_Tables_number 29 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,+Y,1/2+Z 3 1/2+X,-Y,+Z 4 -X,-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 22.326(3) _cell_length_b 5.272(10) _cell_length_c 15.640(14) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 1841(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 5156 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920.00 _exptl_absorpt_coefficient_mu 1.734 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.558 _exptl_absorpt_correction_T_max 0.949 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn70 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 29.257 _diffrn_reflns_number 17293 _diffrn_reflns_av_R_equivalents 0.0682 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.983 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3322 _reflns_number_gt 3167 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0985 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3322 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0495P)^2^+3.8797P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 1.580 _refine_diff_density_min -1.390 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1567 Friedel Pairs' _refine_ls_abs_structure_Flack -0.01(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; S S 0.125 0.123 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Te Te -0.531 1.675 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Te(1) Te 0.485629(13) 0.17197(6) 0.16380(5) 0.02355(13) Uani 1.00 4 d . . . S(1) S 0.34548(6) 0.2411(3) 0.17769(10) 0.0242(3) Uani 1.00 4 d . . . C(1) C 0.4748(3) 0.4549(11) 0.2605(4) 0.0223(12) Uani 1.00 4 d . . . C(2) C 0.5247(3) 0.5353(11) 0.3026(4) 0.0236(12) Uani 1.00 4 d . . . C(3) C 0.5237(3) 0.7273(13) 0.3660(4) 0.0267(14) Uani 1.00 4 d . . . C(4) C 0.4704(3) 0.8436(10) 0.3851(4) 0.0214(13) Uani 1.00 4 d . . . C(5) C 0.4178(3) 0.7551(12) 0.3436(4) 0.0217(12) Uani 1.00 4 d . . . C(6) C 0.3664(3) 0.8820(12) 0.3748(4) 0.0228(13) Uani 1.00 4 d . . . C(7) C 0.3119(3) 0.8102(11) 0.3452(4) 0.0297(14) Uani 1.00 4 d . . . C(8) C 0.3086(3) 0.6131(12) 0.2839(4) 0.0255(13) Uani 1.00 4 d . . . C(9) C 0.3580(3) 0.4918(13) 0.2518(4) 0.0244(15) Uani 1.00 4 d . . . C(10) C 0.4165(3) 0.5574(10) 0.2813(4) 0.0213(12) Uani 1.00 4 d . . . C(11) C 0.4544(3) 1.0575(12) 0.4439(4) 0.0278(13) Uani 1.00 4 d . . . C(12) C 0.3849(3) 1.0772(12) 0.4398(4) 0.0281(14) Uani 1.00 4 d . . . C(13) C 0.5811(2) 0.2111(10) 0.1545(5) 0.0248(14) Uani 1.00 4 d . . . C(14) C 0.6051(3) 0.4032(12) 0.1027(4) 0.0258(13) Uani 1.00 4 d . . . C(15) C 0.6664(3) 0.4152(13) 0.0903(4) 0.0333(15) Uani 1.00 4 d . . . C(16) C 0.7035(3) 0.2348(11) 0.1257(4) 0.0279(13) Uani 1.00 4 d . . . C(17) C 0.6800(3) 0.0461(11) 0.1756(6) 0.0321(15) Uani 1.00 4 d . . . C(18) C 0.6182(3) 0.0311(11) 0.1901(4) 0.0282(15) Uani 1.00 4 d . . . C(19) C 0.3427(3) 0.4020(13) 0.0783(4) 0.0279(15) Uani 1.00 4 d . . . C(20) C 0.3067(3) 0.2929(12) 0.0149(4) 0.0295(14) Uani 1.00 4 d . . . C(21) C 0.3056(3) 0.4003(13) -0.0660(4) 0.0336(15) Uani 1.00 4 d . . . C(22) C 0.3374(3) 0.6129(13) -0.0837(4) 0.0323(15) Uani 1.00 4 d . . . C(23) C 0.3736(3) 0.7216(15) -0.0208(5) 0.0348(16) Uani 1.00 4 d . . . C(24) C 0.3762(3) 0.6144(13) 0.0602(4) 0.0271(13) Uani 1.00 4 d . . . H(2) H 0.5620 0.4589 0.2888 0.028 Uiso 1.00 4 calc R . . H(3) H 0.5594 0.7747 0.3949 0.032 Uiso 1.00 4 calc R . . H(7) H 0.2766 0.8908 0.3653 0.036 Uiso 1.00 4 calc R . . H(8) H 0.2702 0.5624 0.2641 0.031 Uiso 1.00 4 calc R . . H(11A) H 0.4732 1.2176 0.4247 0.033 Uiso 1.00 4 calc R . . H(11B) H 0.4679 1.0207 0.5030 0.033 Uiso 1.00 4 calc R . . H(12A) H 0.3669 1.0397 0.4963 0.034 Uiso 1.00 4 calc R . . H(12B) H 0.3724 1.2491 0.4217 0.034 Uiso 1.00 4 calc R . . H(14) H 0.5795 0.5241 0.0764 0.031 Uiso 1.00 4 calc R . . H(15) H 0.6830 0.5489 0.0572 0.040 Uiso 1.00 4 calc R . . H(16) H 0.7454 0.2412 0.1154 0.033 Uiso 1.00 4 calc R . . H(17) H 0.7059 -0.0760 0.2007 0.038 Uiso 1.00 4 calc R . . H(18) H 0.6021 -0.1017 0.2241 0.034 Uiso 1.00 4 calc R . . H(20) H 0.2833 0.1469 0.0272 0.035 Uiso 1.00 4 calc R . . H(21) H 0.2822 0.3237 -0.1096 0.040 Uiso 1.00 4 calc R . . H(22) H 0.3351 0.6878 -0.1389 0.039 Uiso 1.00 4 calc R . . H(23) H 0.3966 0.8688 -0.0335 0.042 Uiso 1.00 4 calc R . . H(24) H 0.4009 0.6876 0.1031 0.032 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Te(1) 0.01849(19) 0.02620(19) 0.0260(2) -0.00059(12) -0.0002(2) -0.0028(2) S(1) 0.0208(6) 0.0256(6) 0.0262(9) -0.0035(5) -0.0023(6) 0.0045(7) C(1) 0.026(3) 0.019(3) 0.022(3) -0.005(2) 0.002(2) 0.002(2) C(2) 0.024(3) 0.025(3) 0.022(3) 0.003(2) -0.001(2) 0.001(3) C(3) 0.030(3) 0.029(3) 0.021(3) -0.010(3) -0.005(3) 0.003(3) C(4) 0.022(3) 0.026(3) 0.016(3) 0.001(2) 0.000(2) 0.003(2) C(5) 0.022(3) 0.029(3) 0.014(3) -0.005(3) 0.000(2) 0.003(2) C(6) 0.024(3) 0.029(3) 0.016(3) 0.001(3) 0.002(2) 0.001(3) C(7) 0.034(4) 0.032(3) 0.023(3) 0.005(3) 0.007(3) 0.003(3) C(8) 0.019(3) 0.038(3) 0.020(3) 0.002(3) -0.003(2) 0.007(3) C(9) 0.026(3) 0.031(3) 0.016(3) 0.001(3) -0.002(2) 0.000(3) C(10) 0.022(3) 0.023(3) 0.020(3) -0.004(2) -0.001(2) 0.004(2) C(11) 0.036(4) 0.028(3) 0.020(3) 0.000(3) 0.000(3) 0.001(2) C(12) 0.032(3) 0.030(3) 0.023(3) -0.000(3) 0.006(3) 0.001(3) C(13) 0.012(2) 0.036(3) 0.026(4) -0.0052(20) -0.003(3) -0.005(3) C(14) 0.021(3) 0.024(3) 0.033(3) 0.001(2) -0.000(3) -0.001(3) C(15) 0.037(4) 0.032(3) 0.031(4) -0.001(3) -0.001(3) -0.007(3) C(16) 0.020(3) 0.032(3) 0.032(3) -0.001(3) -0.001(3) -0.006(3) C(17) 0.026(3) 0.032(3) 0.038(4) 0.004(2) 0.002(3) -0.002(3) C(18) 0.021(3) 0.029(3) 0.034(4) 0.005(2) -0.002(2) 0.000(2) C(19) 0.032(4) 0.028(3) 0.024(3) 0.009(3) 0.006(3) -0.000(3) C(20) 0.028(3) 0.029(3) 0.031(4) -0.001(3) -0.003(3) -0.002(3) C(21) 0.037(4) 0.039(3) 0.025(3) 0.010(3) -0.008(3) -0.002(3) C(22) 0.027(3) 0.047(4) 0.023(3) 0.011(3) 0.003(3) 0.011(3) C(23) 0.028(4) 0.041(4) 0.035(4) 0.003(3) 0.004(3) 0.012(3) C(24) 0.020(3) 0.033(3) 0.028(4) 0.002(3) -0.001(3) -0.002(3) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Te(1) C(1) 2.138(6) yes . . Te(1) C(13) 2.146(5) yes . . S(1) C(9) 1.781(7) yes . . S(1) C(19) 1.772(7) yes . . C(1) C(2) 1.363(8) yes . . C(1) C(10) 1.446(8) yes . . C(2) C(3) 1.417(9) yes . . C(3) C(4) 1.371(9) yes . . C(4) C(5) 1.420(8) yes . . C(4) C(11) 1.499(9) yes . . C(5) C(6) 1.415(8) yes . . C(5) C(10) 1.427(8) yes . . C(6) C(7) 1.354(9) yes . . C(6) C(12) 1.505(9) yes . . C(7) C(8) 1.416(9) yes . . C(8) C(9) 1.371(9) yes . . C(9) C(10) 1.426(9) yes . . C(11) C(12) 1.557(9) yes . . C(13) C(14) 1.403(9) yes . . C(13) C(18) 1.378(8) yes . . C(14) C(15) 1.383(9) yes . . C(15) C(16) 1.377(9) yes . . C(16) C(17) 1.369(9) yes . . C(17) C(18) 1.400(8) yes . . C(19) C(20) 1.400(9) yes . . C(19) C(24) 1.376(10) yes . . C(20) C(21) 1.387(9) yes . . C(21) C(22) 1.356(10) yes . . C(22) C(23) 1.397(10) yes . . C(23) C(24) 1.389(10) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . C(20) H(20) 0.950 yes . . C(21) H(21) 0.950 yes . . C(22) H(22) 0.950 yes . . C(23) H(23) 0.950 yes . . C(24) H(24) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) Te(1) C(13) 95.4(2) yes . . . C(9) S(1) C(19) 102.8(3) yes . . . Te(1) C(1) C(2) 117.8(4) yes . . . Te(1) C(1) C(10) 121.5(4) yes . . . C(2) C(1) C(10) 120.7(5) yes . . . C(1) C(2) C(3) 123.2(6) yes . . . C(2) C(3) C(4) 119.0(6) yes . . . C(3) C(4) C(5) 118.1(5) yes . . . C(3) C(4) C(11) 132.6(6) yes . . . C(5) C(4) C(11) 109.3(5) yes . . . C(4) C(5) C(6) 111.1(5) yes . . . C(4) C(5) C(10) 124.7(5) yes . . . C(6) C(5) C(10) 124.2(5) yes . . . C(5) C(6) C(7) 118.6(6) yes . . . C(5) C(6) C(12) 109.4(5) yes . . . C(7) C(6) C(12) 131.9(6) yes . . . C(6) C(7) C(8) 118.9(6) yes . . . C(7) C(8) C(9) 123.2(6) yes . . . S(1) C(9) C(8) 117.3(5) yes . . . S(1) C(9) C(10) 122.3(5) yes . . . C(8) C(9) C(10) 120.3(6) yes . . . C(1) C(10) C(5) 114.1(5) yes . . . C(1) C(10) C(9) 131.2(5) yes . . . C(5) C(10) C(9) 114.7(5) yes . . . C(4) C(11) C(12) 105.2(5) yes . . . C(6) C(12) C(11) 104.9(5) yes . . . Te(1) C(13) C(14) 119.2(4) yes . . . Te(1) C(13) C(18) 120.2(4) yes . . . C(14) C(13) C(18) 120.0(5) yes . . . C(13) C(14) C(15) 119.5(6) yes . . . C(14) C(15) C(16) 120.4(6) yes . . . C(15) C(16) C(17) 120.1(6) yes . . . C(16) C(17) C(18) 120.7(6) yes . . . C(13) C(18) C(17) 119.2(6) yes . . . S(1) C(19) C(20) 116.4(5) yes . . . S(1) C(19) C(24) 123.5(5) yes . . . C(20) C(19) C(24) 120.0(6) yes . . . C(19) C(20) C(21) 119.3(6) yes . . . C(20) C(21) C(22) 121.0(6) yes . . . C(21) C(22) C(23) 119.9(6) yes . . . C(22) C(23) C(24) 120.0(7) yes . . . C(19) C(24) C(23) 119.8(6) yes . . . C(1) C(2) H(2) 118.388 yes . . . C(3) C(2) H(2) 118.392 yes . . . C(2) C(3) H(3) 120.490 yes . . . C(4) C(3) H(3) 120.489 yes . . . C(6) C(7) H(7) 120.554 yes . . . C(8) C(7) H(7) 120.543 yes . . . C(7) C(8) H(8) 118.378 yes . . . C(9) C(8) H(8) 118.385 yes . . . C(4) C(11) H(11A) 110.704 yes . . . C(4) C(11) H(11B) 110.701 yes . . . C(12) C(11) H(11A) 110.701 yes . . . C(12) C(11) H(11B) 110.702 yes . . . H(11A) C(11) H(11B) 108.798 yes . . . C(6) C(12) H(12A) 110.778 yes . . . C(6) C(12) H(12B) 110.777 yes . . . C(11) C(12) H(12A) 110.777 yes . . . C(11) C(12) H(12B) 110.777 yes . . . H(12A) C(12) H(12B) 108.856 yes . . . C(13) C(14) H(14) 120.240 yes . . . C(15) C(14) H(14) 120.262 yes . . . C(14) C(15) H(15) 119.774 yes . . . C(16) C(15) H(15) 119.799 yes . . . C(15) C(16) H(16) 119.959 yes . . . C(17) C(16) H(16) 119.958 yes . . . C(16) C(17) H(17) 119.653 yes . . . C(18) C(17) H(17) 119.660 yes . . . C(13) C(18) H(18) 120.394 yes . . . C(17) C(18) H(18) 120.374 yes . . . C(19) C(20) H(20) 120.362 yes . . . C(21) C(20) H(20) 120.355 yes . . . C(20) C(21) H(21) 119.513 yes . . . C(22) C(21) H(21) 119.509 yes . . . C(21) C(22) H(22) 120.043 yes . . . C(23) C(22) H(22) 120.040 yes . . . C(22) C(23) H(23) 120.018 yes . . . C(24) C(23) H(23) 120.026 yes . . . C(19) C(24) H(24) 120.111 yes . . . C(23) C(24) H(24) 120.107 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) Te(1) C(13) C(14) -83.5(5) no . . . . C(1) Te(1) C(13) C(18) 104.5(5) no . . . . C(13) Te(1) C(1) C(2) -14.4(4) no . . . . C(9) S(1) C(19) C(20) -150.2(5) no . . . . C(9) S(1) C(19) C(24) 33.6(6) no . . . . C(19) S(1) C(9) C(8) 87.9(5) no . . . . C(19) S(1) C(9) C(10) -95.7(5) no . . . . Te(1) C(1) C(10) C(9) 5.0(8) no . . . . C(2) C(1) C(10) C(5) 4.1(8) no . . . . C(10) C(1) C(2) C(3) -2.5(9) no . . . . C(1) C(2) C(3) C(4) -1.6(9) no . . . . C(2) C(3) C(4) C(5) 3.7(8) no . . . . C(3) C(4) C(5) C(10) -1.9(9) no . . . . C(5) C(4) C(11) C(12) 4.5(6) no . . . . C(11) C(4) C(5) C(6) -4.2(6) no . . . . C(4) C(5) C(6) C(12) 2.1(7) no . . . . C(4) C(5) C(10) C(1) -2.0(8) no . . . . C(6) C(5) C(10) C(9) -0.4(8) no . . . . C(10) C(5) C(6) C(7) 1.2(9) no . . . . C(5) C(6) C(7) C(8) -0.5(8) no . . . . C(5) C(6) C(12) C(11) 0.8(6) no . . . . C(6) C(7) C(8) C(9) -0.8(9) no . . . . C(7) C(8) C(9) C(10) 1.5(9) no . . . . S(1) C(9) C(10) C(1) 1.4(9) no . . . . C(8) C(9) C(10) C(5) -0.9(8) no . . . . C(4) C(11) C(12) C(6) -3.1(6) no . . . . C(14) C(13) C(18) C(17) 1.4(9) no . . . . C(18) C(13) C(14) C(15) -2.2(9) no . . . . C(13) C(14) C(15) C(16) 2.5(9) no . . . . C(14) C(15) C(16) C(17) -2.0(9) no . . . . C(15) C(16) C(17) C(18) 1.2(10) no . . . . C(16) C(17) C(18) C(13) -0.9(10) no . . . . C(20) C(19) C(24) C(23) 0.6(10) no . . . . C(24) C(19) C(20) C(21) 0.4(10) no . . . . C(19) C(20) C(21) C(22) -1.9(10) no . . . . C(20) C(21) C(22) C(23) 2.3(10) no . . . . C(21) C(22) C(23) C(24) -1.2(10) no . . . . C(22) C(23) C(24) C(19) -0.3(10) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Te(1) S(1) 3.1576(15) yes . . Te(1) C(9) 3.585(7) yes . . S(1) C(1) 3.358(6) yes . . C(1) C(4) 2.829(9) yes . . C(2) C(5) 2.729(8) yes . . C(2) C(13) 3.143(10) yes . . C(3) C(10) 2.879(9) yes . . C(4) C(7) 3.597(10) yes . . C(5) C(8) 2.716(8) yes . . C(6) C(9) 2.822(9) yes . . C(7) C(10) 2.867(9) yes . . C(8) C(19) 3.487(9) yes . . C(9) C(24) 3.092(9) yes . . C(10) C(24) 3.586(9) yes . . C(13) C(16) 2.772(8) yes . . C(14) C(17) 2.764(9) yes . . C(15) C(18) 2.774(9) yes . . C(19) C(22) 2.770(10) yes . . C(20) C(23) 2.767(10) yes . . C(21) C(24) 2.767(10) yes . . S(1) C(7) 3.548(7) yes . 1_545 C(1) C(11) 3.582(9) yes . 1_545 C(7) S(1) 3.548(7) yes . 1_565 C(8) C(16) 3.504(9) yes . 3_465 C(11) C(1) 3.582(9) yes . 1_565 C(12) C(14) 3.599(9) yes . 4_665 C(14) C(12) 3.599(9) yes . 4_664 C(14) C(18) 3.593(10) yes . 1_565 C(15) C(17) 3.596(11) yes . 1_565 C(16) C(8) 3.504(9) yes . 3_565 C(17) C(15) 3.596(11) yes . 1_545 C(18) C(14) 3.593(10) yes . 1_545 C(20) C(23) 3.409(11) yes . 1_545 C(23) C(20) 3.409(11) yes . 1_565 Te(1) H(2) 3.0032 yes . . Te(1) H(14) 3.1159 yes . . Te(1) H(18) 3.1196 yes . . Te(1) H(24) 3.4452 yes . . S(1) H(8) 2.7424 yes . . S(1) H(20) 2.7767 yes . . S(1) H(24) 2.9048 yes . . C(1) H(3) 3.2917 yes . . C(1) H(24) 3.2068 yes . . C(3) H(11A) 2.9654 yes . . C(3) H(11B) 2.9214 yes . . C(4) H(2) 3.2491 yes . . C(4) H(12A) 3.0720 yes . . C(4) H(12B) 3.1134 yes . . C(5) H(3) 3.2629 yes . . C(5) H(7) 3.2511 yes . . C(5) H(11A) 3.0137 yes . . C(5) H(11B) 3.0691 yes . . C(5) H(12A) 3.0402 yes . . C(5) H(12B) 3.0501 yes . . C(6) H(8) 3.2315 yes . . C(6) H(11A) 3.0714 yes . . C(6) H(11B) 3.1130 yes . . C(7) H(12A) 2.9240 yes . . C(7) H(12B) 2.9333 yes . . C(8) H(24) 3.5225 yes . . C(9) H(7) 3.2989 yes . . C(9) H(24) 2.7200 yes . . C(10) H(2) 3.2924 yes . . C(10) H(8) 3.2764 yes . . C(10) H(24) 2.8928 yes . . C(11) H(3) 2.8817 yes . . C(12) H(7) 2.8589 yes . . C(13) H(2) 2.5111 yes . . C(13) H(15) 3.2653 yes . . C(13) H(17) 3.2525 yes . . C(14) H(2) 3.0804 yes . . C(14) H(16) 3.2514 yes . . C(14) H(18) 3.2704 yes . . C(15) H(17) 3.2352 yes . . C(16) H(14) 3.2523 yes . . C(16) H(18) 3.2616 yes . . C(17) H(15) 3.2347 yes . . C(18) H(2) 3.0080 yes . . C(18) H(14) 3.2658 yes . . C(18) H(16) 3.2637 yes . . C(19) H(8) 3.4321 yes . . C(19) H(21) 3.2617 yes . . C(19) H(23) 3.2495 yes . . C(20) H(22) 3.2437 yes . . C(20) H(24) 3.2641 yes . . C(21) H(23) 3.2380 yes . . C(22) H(20) 3.2413 yes . . C(22) H(24) 3.2708 yes . . C(23) H(21) 3.2406 yes . . C(24) H(20) 3.2620 yes . . C(24) H(22) 3.2693 yes . . H(2) H(3) 2.3510 yes . . H(2) H(14) 3.3633 yes . . H(2) H(18) 3.2498 yes . . H(3) H(11A) 3.0613 yes . . H(3) H(11B) 2.9524 yes . . H(7) H(8) 2.3503 yes . . H(7) H(12A) 2.9799 yes . . H(7) H(12B) 2.9866 yes . . H(11A) H(12A) 2.7876 yes . . H(11A) H(12B) 2.2586 yes . . H(11B) H(12A) 2.2586 yes . . H(11B) H(12B) 2.7586 yes . . H(14) H(15) 2.3334 yes . . H(15) H(16) 2.3238 yes . . H(16) H(17) 2.3137 yes . . H(17) H(18) 2.3503 yes . . H(20) H(21) 2.3347 yes . . H(21) H(22) 2.2999 yes . . H(22) H(23) 2.3474 yes . . H(23) H(24) 2.3412 yes . . Te(1) H(11B) 2.9047 yes . 4_664 Te(1) H(24) 3.3166 yes . 1_545 S(1) H(16) 3.5227 yes . 3_455 S(1) H(17) 3.2555 yes . 3_455 S(1) H(24) 3.3780 yes . 1_545 C(1) H(11A) 2.8566 yes . 1_545 C(1) H(12B) 3.5727 yes . 1_545 C(2) H(11A) 2.7870 yes . 1_545 C(2) H(18) 2.8563 yes . 1_565 C(2) H(22) 3.4675 yes . 4_665 C(3) H(11A) 3.0546 yes . 1_545 C(3) H(18) 2.9672 yes . 1_565 C(3) H(23) 3.1904 yes . 4_675 C(4) H(11A) 3.3584 yes . 1_545 C(4) H(23) 3.5701 yes . 4_675 C(5) H(11A) 3.3420 yes . 1_545 C(5) H(12B) 3.1051 yes . 1_545 C(6) H(12B) 3.4193 yes . 1_545 C(7) H(12B) 3.4647 yes . 1_545 C(7) H(17) 3.5605 yes . 3_465 C(7) H(21) 3.3896 yes . 2_555 C(7) H(21) 3.4988 yes . 2_565 C(7) H(22) 3.3545 yes . 2_555 C(8) H(12B) 3.2177 yes . 1_545 C(8) H(16) 3.0869 yes . 3_465 C(8) H(17) 3.5927 yes . 3_465 C(8) H(21) 3.0336 yes . 2_555 C(8) H(22) 3.4500 yes . 2_555 C(9) H(12B) 2.9665 yes . 1_545 C(9) H(16) 3.5859 yes . 3_465 C(10) H(11A) 3.1367 yes . 1_545 C(10) H(12B) 2.9038 yes . 1_545 C(11) H(14) 3.1200 yes . 4_675 C(11) H(23) 3.3685 yes . 4_675 C(12) H(14) 3.1005 yes . 4_675 C(12) H(15) 3.0911 yes . 4_675 C(13) H(11B) 2.8813 yes . 4_664 C(13) H(12A) 3.0357 yes . 4_664 C(14) H(11B) 3.1757 yes . 4_664 C(14) H(12A) 2.9346 yes . 4_664 C(14) H(12A) 3.4335 yes . 4_674 C(14) H(12B) 3.4096 yes . 4_674 C(14) H(18) 3.2287 yes . 1_565 C(15) H(8) 3.5741 yes . 3_565 C(15) H(12A) 2.9098 yes . 4_664 C(15) H(12A) 3.3129 yes . 4_674 C(15) H(12B) 3.2915 yes . 4_674 C(15) H(17) 3.3099 yes . 1_565 C(15) H(18) 3.5954 yes . 1_565 C(16) H(8) 2.8375 yes . 3_565 C(16) H(12A) 2.9422 yes . 4_664 C(16) H(20) 3.0984 yes . 3_555 C(17) H(8) 3.1991 yes . 3_565 C(17) H(12A) 3.0278 yes . 4_664 C(17) H(15) 3.2106 yes . 1_545 C(17) H(20) 3.4271 yes . 3_555 C(17) H(22) 3.2404 yes . 4_665 C(18) H(11B) 3.5121 yes . 4_664 C(18) H(12A) 3.0722 yes . 4_664 C(18) H(14) 3.3250 yes . 1_545 C(18) H(15) 3.5885 yes . 1_545 C(18) H(22) 3.2310 yes . 4_665 C(19) H(15) 3.5905 yes . 3_465 C(19) H(16) 2.9324 yes . 3_465 C(19) H(23) 3.5221 yes . 1_545 C(20) H(3) 3.5476 yes . 4_664 C(20) H(15) 2.9601 yes . 3_465 C(20) H(16) 3.5037 yes . 3_455 C(20) H(16) 3.2216 yes . 3_465 C(20) H(23) 3.0978 yes . 1_545 C(21) H(3) 3.2113 yes . 4_664 C(21) H(7) 3.4254 yes . 2_544 C(21) H(7) 3.3480 yes . 2_554 C(21) H(8) 3.2644 yes . 2_554 C(21) H(15) 3.3574 yes . 3_465 C(21) H(23) 3.4980 yes . 1_545 C(22) H(2) 3.0264 yes . 4_664 C(22) H(3) 3.0974 yes . 4_664 C(22) H(7) 3.0430 yes . 2_554 C(22) H(8) 3.3925 yes . 2_554 C(22) H(20) 3.5207 yes . 1_565 C(23) H(2) 3.4397 yes . 4_664 C(23) H(3) 3.2891 yes . 4_664 C(23) H(3) 3.3203 yes . 4_674 C(23) H(11A) 3.5378 yes . 4_674 C(23) H(16) 3.5751 yes . 3_465 C(23) H(20) 3.1078 yes . 1_565 C(24) H(16) 3.1388 yes . 3_465 C(24) H(20) 3.5277 yes . 1_565 H(2) C(22) 3.0264 yes . 4_665 H(2) C(23) 3.4397 yes . 4_665 H(2) H(11A) 3.1714 yes . 1_545 H(2) H(18) 2.6822 yes . 1_565 H(2) H(22) 2.6753 yes . 4_665 H(2) H(23) 3.4005 yes . 4_665 H(3) C(20) 3.5476 yes . 4_665 H(3) C(21) 3.2113 yes . 4_665 H(3) C(22) 3.0974 yes . 4_665 H(3) C(23) 3.2891 yes . 4_665 H(3) C(23) 3.3203 yes . 4_675 H(3) H(11A) 3.5418 yes . 1_545 H(3) H(18) 2.9101 yes . 1_565 H(3) H(21) 3.5761 yes . 4_665 H(3) H(22) 3.4313 yes . 4_665 H(3) H(23) 2.3992 yes . 4_675 H(7) C(21) 3.3480 yes . 2_555 H(7) C(21) 3.4254 yes . 2_565 H(7) C(22) 3.0430 yes . 2_555 H(7) H(17) 3.1730 yes . 3_465 H(7) H(20) 3.1661 yes . 2_565 H(7) H(21) 3.2881 yes . 2_555 H(7) H(21) 2.6613 yes . 2_565 H(7) H(22) 2.7136 yes . 2_555 H(8) C(15) 3.5741 yes . 3_465 H(8) C(16) 2.8375 yes . 3_465 H(8) C(17) 3.1991 yes . 3_465 H(8) C(21) 3.2644 yes . 2_555 H(8) C(22) 3.3925 yes . 2_555 H(8) H(16) 2.6051 yes . 3_465 H(8) H(17) 3.1018 yes . 3_455 H(8) H(17) 3.2213 yes . 3_465 H(8) H(21) 2.6172 yes . 2_555 H(8) H(22) 2.8750 yes . 2_555 H(11A) C(1) 2.8566 yes . 1_565 H(11A) C(2) 2.7870 yes . 1_565 H(11A) C(3) 3.0546 yes . 1_565 H(11A) C(4) 3.3584 yes . 1_565 H(11A) C(5) 3.3420 yes . 1_565 H(11A) C(10) 3.1367 yes . 1_565 H(11A) C(23) 3.5378 yes . 4_675 H(11A) H(2) 3.1714 yes . 1_565 H(11A) H(3) 3.5418 yes . 1_565 H(11A) H(14) 2.9788 yes . 4_675 H(11A) H(23) 3.0147 yes . 4_675 H(11B) Te(1) 2.9047 yes . 4_665 H(11B) C(13) 2.8813 yes . 4_665 H(11B) C(14) 3.1757 yes . 4_665 H(11B) C(18) 3.5121 yes . 4_665 H(11B) H(14) 3.2692 yes . 4_665 H(11B) H(14) 2.8632 yes . 4_675 H(11B) H(23) 3.1350 yes . 4_675 H(12A) C(13) 3.0357 yes . 4_665 H(12A) C(14) 2.9346 yes . 4_665 H(12A) C(14) 3.4335 yes . 4_675 H(12A) C(15) 2.9098 yes . 4_665 H(12A) C(15) 3.3129 yes . 4_675 H(12A) C(16) 2.9422 yes . 4_665 H(12A) C(17) 3.0278 yes . 4_665 H(12A) C(18) 3.0722 yes . 4_665 H(12A) H(14) 3.4400 yes . 4_665 H(12A) H(14) 2.8795 yes . 4_675 H(12A) H(15) 3.4316 yes . 4_665 H(12A) H(15) 2.6183 yes . 4_675 H(12A) H(16) 3.4567 yes . 4_665 H(12A) H(17) 3.5918 yes . 4_665 H(12A) H(20) 3.4356 yes . 2_565 H(12B) C(1) 3.5727 yes . 1_565 H(12B) C(5) 3.1051 yes . 1_565 H(12B) C(6) 3.4193 yes . 1_565 H(12B) C(7) 3.4647 yes . 1_565 H(12B) C(8) 3.2177 yes . 1_565 H(12B) C(9) 2.9665 yes . 1_565 H(12B) C(10) 2.9038 yes . 1_565 H(12B) C(14) 3.4096 yes . 4_675 H(12B) C(15) 3.2915 yes . 4_675 H(12B) H(14) 2.9045 yes . 4_675 H(12B) H(15) 2.6742 yes . 4_675 H(12B) H(21) 3.5064 yes . 2_565 H(14) C(11) 3.1200 yes . 4_674 H(14) C(12) 3.1005 yes . 4_674 H(14) C(18) 3.3250 yes . 1_565 H(14) H(11A) 2.9788 yes . 4_674 H(14) H(11B) 3.2692 yes . 4_664 H(14) H(11B) 2.8632 yes . 4_674 H(14) H(12A) 3.4400 yes . 4_664 H(14) H(12A) 2.8795 yes . 4_674 H(14) H(12B) 2.9045 yes . 4_674 H(14) H(18) 3.0799 yes . 1_565 H(15) C(12) 3.0911 yes . 4_674 H(15) C(17) 3.2106 yes . 1_565 H(15) C(18) 3.5885 yes . 1_565 H(15) C(19) 3.5905 yes . 3_565 H(15) C(20) 2.9601 yes . 3_565 H(15) C(21) 3.3574 yes . 3_565 H(15) H(12A) 3.4316 yes . 4_664 H(15) H(12A) 2.6183 yes . 4_674 H(15) H(12B) 2.6742 yes . 4_674 H(15) H(17) 3.0353 yes . 1_565 H(15) H(20) 2.7948 yes . 3_565 H(15) H(21) 3.4868 yes . 3_565 H(16) S(1) 3.5227 yes . 3_555 H(16) C(8) 3.0869 yes . 3_565 H(16) C(9) 3.5858 yes . 3_565 H(16) C(19) 2.9324 yes . 3_565 H(16) C(20) 3.5037 yes . 3_555 H(16) C(20) 3.2216 yes . 3_565 H(16) C(23) 3.5751 yes . 3_565 H(16) C(24) 3.1388 yes . 3_565 H(16) H(8) 2.6051 yes . 3_565 H(16) H(12A) 3.4567 yes . 4_664 H(16) H(20) 2.6092 yes . 3_555 H(16) H(24) 3.4984 yes . 3_565 H(17) S(1) 3.2555 yes . 3_555 H(17) C(7) 3.5605 yes . 3_565 H(17) C(8) 3.5927 yes . 3_565 H(17) C(15) 3.3099 yes . 1_545 H(17) H(7) 3.1730 yes . 3_565 H(17) H(8) 3.1018 yes . 3_555 H(17) H(8) 3.2213 yes . 3_565 H(17) H(12A) 3.5918 yes . 4_664 H(17) H(15) 3.0353 yes . 1_545 H(17) H(20) 3.2390 yes . 3_555 H(17) H(21) 3.2522 yes . 4_655 H(17) H(22) 3.3647 yes . 4_665 H(18) C(2) 2.8563 yes . 1_545 H(18) C(3) 2.9672 yes . 1_545 H(18) C(14) 3.2287 yes . 1_545 H(18) C(15) 3.5954 yes . 1_545 H(18) H(2) 2.6822 yes . 1_545 H(18) H(3) 2.9101 yes . 1_545 H(18) H(14) 3.0799 yes . 1_545 H(18) H(22) 3.3649 yes . 4_665 H(20) C(16) 3.0984 yes . 3_455 H(20) C(17) 3.4271 yes . 3_455 H(20) C(22) 3.5207 yes . 1_545 H(20) C(23) 3.1078 yes . 1_545 H(20) C(24) 3.5277 yes . 1_545 H(20) H(7) 3.1661 yes . 2_544 H(20) H(12A) 3.4356 yes . 2_544 H(20) H(15) 2.7948 yes . 3_465 H(20) H(16) 2.6092 yes . 3_455 H(20) H(17) 3.2390 yes . 3_455 H(20) H(23) 3.0726 yes . 1_545 H(21) C(7) 3.4988 yes . 2_544 H(21) C(7) 3.3896 yes . 2_554 H(21) C(8) 3.0336 yes . 2_554 H(21) H(3) 3.5761 yes . 4_664 H(21) H(7) 2.6613 yes . 2_544 H(21) H(7) 3.2881 yes . 2_554 H(21) H(8) 2.6172 yes . 2_554 H(21) H(12B) 3.5064 yes . 2_544 H(21) H(15) 3.4868 yes . 3_465 H(21) H(17) 3.2522 yes . 4_654 H(21) H(22) 3.5845 yes . 1_545 H(22) C(2) 3.4675 yes . 4_664 H(22) C(7) 3.3545 yes . 2_554 H(22) C(8) 3.4500 yes . 2_554 H(22) C(17) 3.2404 yes . 4_664 H(22) C(18) 3.2310 yes . 4_664 H(22) H(2) 2.6753 yes . 4_664 H(22) H(3) 3.4313 yes . 4_664 H(22) H(7) 2.7136 yes . 2_554 H(22) H(8) 2.8750 yes . 2_554 H(22) H(17) 3.3647 yes . 4_664 H(22) H(18) 3.3649 yes . 4_664 H(22) H(21) 3.5845 yes . 1_565 H(23) C(3) 3.1904 yes . 4_674 H(23) C(4) 3.5701 yes . 4_674 H(23) C(11) 3.3685 yes . 4_674 H(23) C(19) 3.5221 yes . 1_565 H(23) C(20) 3.0978 yes . 1_565 H(23) C(21) 3.4980 yes . 1_565 H(23) H(2) 3.4005 yes . 4_664 H(23) H(3) 2.3992 yes . 4_674 H(23) H(11A) 3.0147 yes . 4_674 H(23) H(11B) 3.1350 yes . 4_674 H(23) H(20) 3.0726 yes . 1_565 H(24) Te(1) 3.3166 yes . 1_565 H(24) S(1) 3.3780 yes . 1_565 H(24) H(16) 3.4984 yes . 3_465 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A12.cif' data_LA8-10off _database_code_depnum_ccdc_archive 'CCDC 816091' #TrackingRef '- A12.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C24 H18 Te Se' _chemical_formula_moiety 'C24 H18 Te Se' _chemical_formula_weight 512.97 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 5.641(2) _cell_length_b 22.249(10) _cell_length_c 15.272(7) _cell_angle_alpha 90.0000 _cell_angle_beta 100.477(18) _cell_angle_gamma 90.0000 _cell_volume 1884.7(14) _cell_formula_units_Z 4 _cell_measurement_reflns_used 7264 _cell_measurement_theta_min 1.36 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.808 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992.00 _exptl_absorpt_coefficient_mu 3.515 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.299 _exptl_absorpt_correction_T_max 0.495 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 16521 _diffrn_reflns_av_R_equivalents 0.1052 _diffrn_reflns_theta_max 29.03 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.858 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4419 _reflns_number_gt 3327 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0835 _refine_ls_wR_factor_ref 0.2644 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4318 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1155P)^2^+19.9438P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.015 _refine_diff_density_max 1.380 _refine_diff_density_min -2.350 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Te Te -0.531 1.675 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Se Se -0.093 2.226 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Te(1) Te 0.49785(13) 0.22739(3) 0.80167(5) 0.0283(3) Uani 1.00 4 d . . . Se(1) Se 0.6265(2) 0.08500(5) 0.81394(8) 0.0273(3) Uani 1.00 4 d . . . C(1) C 0.7977(19) 0.2234(5) 0.9110(7) 0.022(2) Uani 1.00 4 d . . . C(2) C 0.859(2) 0.2762(5) 0.9595(7) 0.023(2) Uani 1.00 4 d . . . C(3) C 1.066(2) 0.2809(5) 1.0256(8) 0.027(2) Uani 1.00 4 d . . . C(4) C 1.216(2) 0.2335(5) 1.0441(8) 0.027(2) Uani 1.00 4 d . . . C(5) C 1.149(2) 0.1777(5) 1.0012(8) 0.025(2) Uani 1.00 4 d . . . C(6) C 1.318(2) 0.1319(6) 1.0299(8) 0.029(2) Uani 1.00 4 d . . . C(7) C 1.277(3) 0.0749(6) 0.9968(8) 0.037(3) Uani 1.00 4 d . . . C(8) C 1.066(2) 0.0643(5) 0.9339(8) 0.030(3) Uani 1.00 4 d . . . C(9) C 0.904(2) 0.1099(5) 0.9010(7) 0.028(2) Uani 1.00 4 d . . . C(10) C 0.9384(19) 0.1695(5) 0.9346(7) 0.023(2) Uani 1.00 4 d . . . C(11) C 1.457(2) 0.2242(5) 1.1082(8) 0.029(2) Uani 1.00 4 d . . . C(12) C 1.5254(20) 0.1578(6) 1.0952(8) 0.034(3) Uani 1.00 4 d . . . C(13) C 0.4600(19) 0.3232(5) 0.7998(8) 0.025(2) Uani 1.00 4 d . . . C(14) C 0.600(2) 0.3591(5) 0.7556(8) 0.030(3) Uani 1.00 4 d . . . C(15) C 0.561(2) 0.4202(5) 0.7467(9) 0.035(3) Uani 1.00 4 d . . . C(16) C 0.371(2) 0.4462(5) 0.7803(9) 0.034(3) Uani 1.00 4 d . . . C(17) C 0.228(2) 0.4109(6) 0.8232(9) 0.037(3) Uani 1.00 4 d . . . C(18) C 0.270(2) 0.3482(6) 0.8330(8) 0.032(3) Uani 1.00 4 d . . . C(19) C 0.7782(20) 0.0857(5) 0.7095(7) 0.022(2) Uani 1.00 4 d . . . C(20) C 0.665(2) 0.0531(5) 0.6353(9) 0.032(3) Uani 1.00 4 d . . . C(21) C 0.770(2) 0.0515(5) 0.5590(8) 0.031(3) Uani 1.00 4 d . . . C(22) C 0.984(2) 0.0823(6) 0.5557(9) 0.036(3) Uani 1.00 4 d . . . C(23) C 1.0910(19) 0.1158(5) 0.6294(8) 0.025(2) Uani 1.00 4 d . . . C(24) C 0.9840(19) 0.1178(6) 0.7068(9) 0.032(3) Uani 1.00 4 d . . . H(2) H 0.7557 0.3101 0.9474 0.028 Uiso 1.00 4 calc R . . H(3) H 1.1014 0.3176 1.0573 0.033 Uiso 1.00 4 calc R . . H(7) H 1.3879 0.0433 1.0158 0.045 Uiso 1.00 4 calc R . . H(8) H 1.0324 0.0245 0.9129 0.037 Uiso 1.00 4 calc R . . H(11A) H 1.4389 0.2316 1.1705 0.035 Uiso 1.00 4 calc R . . H(11B) H 1.5824 0.2516 1.0933 0.035 Uiso 1.00 4 calc R . . H(12A) H 1.6768 0.1554 1.0712 0.040 Uiso 1.00 4 calc R . . H(12B) H 1.5474 0.1359 1.1524 0.040 Uiso 1.00 4 calc R . . H(14) H 0.7264 0.3413 0.7309 0.036 Uiso 1.00 4 calc R . . H(15) H 0.6629 0.4444 0.7179 0.042 Uiso 1.00 4 calc R . . H(16) H 0.3399 0.4881 0.7736 0.041 Uiso 1.00 4 calc R . . H(17) H 0.0992 0.4286 0.8466 0.044 Uiso 1.00 4 calc R . . H(18) H 0.1697 0.3237 0.8620 0.038 Uiso 1.00 4 calc R . . H(20) H 0.5182 0.0323 0.6366 0.038 Uiso 1.00 4 calc R . . H(21) H 0.6949 0.0290 0.5086 0.038 Uiso 1.00 4 calc R . . H(22) H 1.0549 0.0805 0.5040 0.043 Uiso 1.00 4 calc R . . H(23) H 1.2357 0.1373 0.6279 0.030 Uiso 1.00 4 calc R . . H(24) H 1.0553 0.1413 0.7566 0.038 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Te(1) 0.0281(4) 0.0252(4) 0.0291(5) -0.0011(3) -0.0009(3) -0.0000(3) Se(1) 0.0300(6) 0.0244(6) 0.0267(7) -0.0033(5) 0.0033(5) -0.0018(4) C(1) 0.018(5) 0.027(5) 0.020(6) -0.003(4) -0.002(4) 0.004(4) C(2) 0.031(6) 0.021(5) 0.015(5) 0.003(4) -0.001(4) -0.003(4) C(3) 0.030(6) 0.024(5) 0.024(6) -0.003(5) -0.001(5) 0.000(4) C(4) 0.027(6) 0.030(6) 0.024(6) -0.009(5) 0.006(5) -0.005(4) C(5) 0.031(6) 0.023(5) 0.024(6) -0.002(5) 0.011(5) -0.002(4) C(6) 0.029(6) 0.038(6) 0.017(6) 0.004(5) -0.004(4) -0.002(5) C(7) 0.055(8) 0.031(6) 0.025(7) 0.018(6) 0.004(6) 0.001(5) C(8) 0.035(6) 0.023(5) 0.031(7) 0.003(5) -0.002(5) -0.005(5) C(9) 0.037(6) 0.028(5) 0.017(6) -0.007(5) 0.002(5) -0.001(4) C(10) 0.029(5) 0.024(5) 0.016(5) 0.004(5) 0.007(4) 0.002(4) C(11) 0.021(5) 0.038(6) 0.025(6) -0.002(5) -0.003(4) -0.003(5) C(12) 0.020(5) 0.047(7) 0.030(7) 0.001(5) -0.006(5) 0.007(5) C(13) 0.021(5) 0.018(5) 0.033(7) 0.003(4) -0.000(4) 0.003(4) C(14) 0.033(6) 0.024(5) 0.034(7) 0.007(5) 0.008(5) 0.005(5) C(15) 0.030(6) 0.029(6) 0.045(8) -0.003(5) 0.005(5) 0.017(5) C(16) 0.034(6) 0.023(5) 0.043(8) 0.009(5) 0.004(5) 0.002(5) C(17) 0.036(7) 0.034(6) 0.039(8) 0.010(6) 0.003(5) -0.001(5) C(18) 0.033(6) 0.040(7) 0.024(6) 0.008(5) 0.011(5) 0.003(5) C(19) 0.028(5) 0.020(5) 0.020(5) 0.002(4) 0.008(4) 0.000(4) C(20) 0.030(6) 0.023(5) 0.039(7) 0.000(5) -0.002(5) 0.001(5) C(21) 0.034(6) 0.029(6) 0.028(7) 0.001(5) -0.000(5) -0.002(5) C(22) 0.035(6) 0.042(7) 0.029(7) 0.012(6) 0.001(5) 0.001(5) C(23) 0.017(5) 0.024(5) 0.031(6) 0.002(4) 0.000(4) -0.001(4) C(24) 0.021(5) 0.035(6) 0.038(7) 0.002(5) 0.000(5) -0.003(5) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Te(1) C(1) 2.152(10) yes . . Te(1) C(13) 2.142(11) yes . . Se(1) C(9) 1.943(11) yes . . Se(1) C(19) 1.942(12) yes . . C(1) C(2) 1.397(14) yes . . C(1) C(10) 1.447(15) yes . . C(2) C(3) 1.404(15) yes . . C(3) C(4) 1.351(16) yes . . C(4) C(5) 1.422(16) yes . . C(4) C(11) 1.538(15) yes . . C(5) C(6) 1.409(16) yes . . C(5) C(10) 1.428(14) yes . . C(6) C(7) 1.371(17) yes . . C(6) C(12) 1.506(15) yes . . C(7) C(8) 1.405(17) yes . . C(8) C(9) 1.395(16) yes . . C(9) C(10) 1.424(15) yes . . C(11) C(12) 1.547(17) yes . . C(13) C(14) 1.384(17) yes . . C(13) C(18) 1.382(17) yes . . C(14) C(15) 1.381(16) yes . . C(15) C(16) 1.399(19) yes . . C(16) C(17) 1.374(19) yes . . C(17) C(18) 1.419(18) yes . . C(19) C(20) 1.400(16) yes . . C(19) C(24) 1.369(16) yes . . C(20) C(21) 1.403(19) yes . . C(21) C(22) 1.395(18) yes . . C(22) C(23) 1.392(17) yes . . C(23) C(24) 1.423(18) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . C(14) H(14) 0.950 yes . . C(15) H(15) 0.950 yes . . C(16) H(16) 0.950 yes . . C(17) H(17) 0.950 yes . . C(18) H(18) 0.950 yes . . C(20) H(20) 0.950 yes . . C(21) H(21) 0.950 yes . . C(22) H(22) 0.950 yes . . C(23) H(23) 0.950 yes . . C(24) H(24) 0.950 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(1) Te(1) C(13) 96.5(4) yes . . . C(9) Se(1) C(19) 98.0(5) yes . . . Te(1) C(1) C(2) 117.4(7) yes . . . Te(1) C(1) C(10) 123.1(7) yes . . . C(2) C(1) C(10) 119.5(9) yes . . . C(1) C(2) C(3) 122.5(10) yes . . . C(2) C(3) C(4) 120.0(10) yes . . . C(3) C(4) C(5) 118.8(10) yes . . . C(3) C(4) C(11) 133.3(10) yes . . . C(5) C(4) C(11) 107.9(9) yes . . . C(4) C(5) C(6) 112.2(9) yes . . . C(4) C(5) C(10) 123.8(10) yes . . . C(6) C(5) C(10) 124.0(10) yes . . . C(5) C(6) C(7) 119.6(10) yes . . . C(5) C(6) C(12) 109.2(10) yes . . . C(7) C(6) C(12) 131.2(11) yes . . . C(6) C(7) C(8) 118.2(11) yes . . . C(7) C(8) C(9) 122.8(11) yes . . . Se(1) C(9) C(8) 115.7(8) yes . . . Se(1) C(9) C(10) 123.4(8) yes . . . C(8) C(9) C(10) 120.8(10) yes . . . C(1) C(10) C(5) 114.9(9) yes . . . C(1) C(10) C(9) 130.6(9) yes . . . C(5) C(10) C(9) 114.5(9) yes . . . C(4) C(11) C(12) 104.9(9) yes . . . C(6) C(12) C(11) 105.7(9) yes . . . Te(1) C(13) C(14) 121.1(9) yes . . . Te(1) C(13) C(18) 118.5(8) yes . . . C(14) C(13) C(18) 119.8(10) yes . . . C(13) C(14) C(15) 121.4(12) yes . . . C(14) C(15) C(16) 119.4(12) yes . . . C(15) C(16) C(17) 119.7(11) yes . . . C(16) C(17) C(18) 120.8(13) yes . . . C(13) C(18) C(17) 118.9(12) yes . . . Se(1) C(19) C(20) 117.1(9) yes . . . Se(1) C(19) C(24) 122.1(9) yes . . . C(20) C(19) C(24) 120.8(12) yes . . . C(19) C(20) C(21) 119.0(11) yes . . . C(20) C(21) C(22) 121.1(11) yes . . . C(21) C(22) C(23) 119.0(12) yes . . . C(22) C(23) C(24) 120.1(11) yes . . . C(19) C(24) C(23) 119.9(11) yes . . . C(1) C(2) H(2) 118.757 yes . . . C(3) C(2) H(2) 118.761 yes . . . C(2) C(3) H(3) 119.986 yes . . . C(4) C(3) H(3) 119.998 yes . . . C(6) C(7) H(7) 120.911 yes . . . C(8) C(7) H(7) 120.895 yes . . . C(7) C(8) H(8) 118.620 yes . . . C(9) C(8) H(8) 118.617 yes . . . C(4) C(11) H(11A) 110.771 yes . . . C(4) C(11) H(11B) 110.767 yes . . . C(12) C(11) H(11A) 110.774 yes . . . C(12) C(11) H(11B) 110.770 yes . . . H(11A) C(11) H(11B) 108.846 yes . . . C(6) C(12) H(12A) 110.609 yes . . . C(6) C(12) H(12B) 110.610 yes . . . C(11) C(12) H(12A) 110.607 yes . . . C(11) C(12) H(12B) 110.602 yes . . . H(12A) C(12) H(12B) 108.744 yes . . . C(13) C(14) H(14) 119.292 yes . . . C(15) C(14) H(14) 119.316 yes . . . C(14) C(15) H(15) 120.286 yes . . . C(16) C(15) H(15) 120.310 yes . . . C(15) C(16) H(16) 120.177 yes . . . C(17) C(16) H(16) 120.169 yes . . . C(16) C(17) H(17) 119.637 yes . . . C(18) C(17) H(17) 119.613 yes . . . C(13) C(18) H(18) 120.549 yes . . . C(17) C(18) H(18) 120.544 yes . . . C(19) C(20) H(20) 120.488 yes . . . C(21) C(20) H(20) 120.498 yes . . . C(20) C(21) H(21) 119.437 yes . . . C(22) C(21) H(21) 119.438 yes . . . C(21) C(22) H(22) 120.478 yes . . . C(23) C(22) H(22) 120.474 yes . . . C(22) C(23) H(23) 119.977 yes . . . C(24) C(23) H(23) 119.961 yes . . . C(19) C(24) H(24) 120.044 yes . . . C(23) C(24) H(24) 120.037 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(1) Te(1) C(13) C(14) 83.6(7) no . . . . C(1) Te(1) C(13) C(18) -105.2(7) no . . . . C(13) Te(1) C(1) C(2) 10.7(8) no . . . . C(9) Se(1) C(19) C(24) -20.8(8) no . . . . C(19) Se(1) C(9) C(8) -82.6(8) no . . . . C(19) Se(1) C(9) C(10) 101.3(9) no . . . . Te(1) C(1) C(10) C(9) -6.5(17) no . . . . C(2) C(1) C(10) C(5) -6.8(15) no . . . . C(10) C(1) C(2) C(3) 6.2(17) no . . . . C(1) C(2) C(3) C(4) 0.2(18) no . . . . C(2) C(3) C(4) C(5) -5.4(18) no . . . . C(3) C(4) C(5) C(10) 4.4(18) no . . . . C(5) C(4) C(11) C(12) 1.9(12) no . . . . C(11) C(4) C(5) C(6) 0.3(14) no . . . . C(4) C(5) C(6) C(12) -2.5(14) no . . . . C(4) C(5) C(10) C(1) 1.8(17) no . . . . C(6) C(5) C(10) C(9) 2.6(17) no . . . . C(10) C(5) C(6) C(7) -3.6(18) no . . . . C(5) C(6) C(7) C(8) 0.7(19) no . . . . C(5) C(6) C(12) C(11) 3.6(13) no . . . . C(6) C(7) C(8) C(9) 3.2(20) no . . . . C(7) C(8) C(9) C(10) -4.2(19) no . . . . Se(1) C(9) C(10) C(1) -4.4(18) no . . . . C(8) C(9) C(10) C(5) 1.3(16) no . . . . C(4) C(11) C(12) C(6) -3.3(12) no . . . . C(14) C(13) C(18) C(17) -1.8(15) no . . . . C(18) C(13) C(14) C(15) 2.5(16) no . . . . C(13) C(14) C(15) C(16) -2.2(17) no . . . . C(14) C(15) C(16) C(17) 1.2(17) no . . . . C(15) C(16) C(17) C(18) -0.6(18) no . . . . C(16) C(17) C(18) C(13) 0.9(17) no . . . . C(20) C(19) C(24) C(23) -3.0(16) no . . . . C(24) C(19) C(20) C(21) 2.6(16) no . . . . C(19) C(20) C(21) C(22) -0.7(16) no . . . . C(20) C(21) C(22) C(23) -0.9(17) no . . . . C(21) C(22) C(23) C(24) 0.5(16) no . . . . C(22) C(23) C(24) C(19) 1.4(16) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Te(1) Se(1) 3.2479(19) yes . . Se(1) C(1) 3.478(10) yes . . C(1) C(4) 2.830(14) yes . . C(2) C(5) 2.741(15) yes . . C(2) C(13) 3.179(14) yes . . C(3) C(10) 2.869(15) yes . . C(5) C(8) 2.731(16) yes . . C(6) C(9) 2.809(15) yes . . C(7) C(10) 2.886(16) yes . . C(8) C(19) 3.548(16) yes . . C(9) C(24) 3.084(18) yes . . C(13) C(16) 2.790(16) yes . . C(14) C(17) 2.757(19) yes . . C(15) C(18) 2.792(19) yes . . C(19) C(22) 2.803(19) yes . . C(20) C(23) 2.796(16) yes . . C(21) C(24) 2.782(17) yes . . C(16) C(20) 3.599(17) yes . 2_656 C(17) C(22) 3.585(18) yes . 4_455 C(20) C(16) 3.599(17) yes . 2_646 C(20) C(23) 3.509(16) yes . 1_455 C(22) C(17) 3.585(18) yes . 4_554 C(23) C(20) 3.509(16) yes . 1_655 Te(1) H(2) 3.0456 yes . . Te(1) H(14) 3.1236 yes . . Te(1) H(18) 3.0807 yes . . Se(1) H(8) 2.8432 yes . . Se(1) H(20) 2.9122 yes . . Se(1) H(24) 2.9929 yes . . C(1) H(3) 3.3046 yes . . C(1) H(24) 3.5014 yes . . C(3) H(11A) 2.9717 yes . . C(3) H(11B) 2.9788 yes . . C(4) H(2) 3.2321 yes . . C(4) H(12A) 3.0896 yes . . C(4) H(12B) 3.1331 yes . . C(5) H(3) 3.2526 yes . . C(5) H(7) 3.2699 yes . . C(5) H(11A) 3.0434 yes . . C(5) H(11B) 3.0673 yes . . C(5) H(12A) 3.0151 yes . . C(5) H(12B) 3.0589 yes . . C(6) H(8) 3.2341 yes . . C(6) H(11A) 3.0757 yes . . C(6) H(11B) 3.1185 yes . . C(7) H(12A) 2.9417 yes . . C(7) H(12B) 2.9152 yes . . C(8) H(24) 3.1956 yes . . C(9) H(7) 3.3110 yes . . C(9) H(24) 2.6003 yes . . C(10) H(2) 3.3097 yes . . C(10) H(8) 3.2975 yes . . C(10) H(24) 2.9791 yes . . C(11) H(3) 2.8959 yes . . C(12) H(7) 2.8681 yes . . C(13) H(2) 2.5647 yes . . C(13) H(15) 3.2662 yes . . C(13) H(17) 3.2677 yes . . C(14) H(2) 3.0979 yes . . C(14) H(16) 3.2596 yes . . C(14) H(18) 3.2550 yes . . C(15) H(17) 3.2557 yes . . C(16) H(14) 3.2568 yes . . C(16) H(18) 3.2830 yes . . C(17) H(15) 3.2561 yes . . C(18) H(2) 3.0867 yes . . C(18) H(14) 3.2470 yes . . C(18) H(16) 3.2871 yes . . C(19) H(8) 3.4562 yes . . C(19) H(21) 3.2717 yes . . C(19) H(23) 3.2707 yes . . C(20) H(22) 3.2939 yes . . C(20) H(24) 3.2647 yes . . C(21) H(23) 3.2622 yes . . C(22) H(20) 3.2929 yes . . C(22) H(24) 3.2931 yes . . C(23) H(21) 3.2584 yes . . C(24) H(20) 3.2630 yes . . C(24) H(22) 3.3002 yes . . H(2) H(3) 2.3362 yes . . H(2) H(14) 3.3527 yes . . H(2) H(18) 3.3394 yes . . H(3) H(11A) 3.0130 yes . . H(3) H(11B) 3.0455 yes . . H(7) H(8) 2.3488 yes . . H(7) H(12A) 3.0145 yes . . H(7) H(12B) 2.9533 yes . . H(8) H(24) 3.5479 yes . . H(11A) H(12A) 2.7786 yes . . H(11A) H(12B) 2.2472 yes . . H(11B) H(12A) 2.2471 yes . . H(11B) H(12B) 2.7484 yes . . H(14) H(15) 2.3258 yes . . H(15) H(16) 2.3560 yes . . H(16) H(17) 2.3215 yes . . H(17) H(18) 2.3709 yes . . H(20) H(21) 2.3519 yes . . H(21) H(22) 2.3439 yes . . H(22) H(23) 2.3480 yes . . H(23) H(24) 2.3730 yes . . Te(1) H(11A) 3.5339 yes . 4_354 Te(1) H(11A) 3.5840 yes . 4_454 Te(1) H(23) 3.4382 yes . 1_455 Te(1) H(24) 3.1223 yes . 1_455 Se(1) H(15) 3.4119 yes . 2_646 Se(1) H(16) 3.4751 yes . 2_546 Se(1) H(23) 3.4645 yes . 1_455 Se(1) H(24) 3.4193 yes . 1_455 C(1) H(11B) 3.2932 yes . 1_455 C(1) H(12A) 3.0572 yes . 1_455 C(1) H(18) 3.2435 yes . 1_655 C(2) H(11B) 2.8386 yes . 1_455 C(2) H(12A) 3.4383 yes . 1_455 C(2) H(18) 2.7147 yes . 1_655 C(2) H(23) 3.3845 yes . 4_455 C(3) H(11B) 3.1581 yes . 1_455 C(3) H(18) 2.8321 yes . 1_655 C(3) H(23) 3.2087 yes . 4_455 C(4) H(12A) 3.5934 yes . 1_455 C(4) H(14) 3.2934 yes . 4_555 C(4) H(18) 3.4019 yes . 1_655 C(5) H(12A) 3.0859 yes . 1_455 C(5) H(14) 3.4804 yes . 4_555 C(6) H(14) 3.2584 yes . 4_555 C(6) H(15) 3.5791 yes . 4_555 C(7) H(7) 3.2634 yes . 3_857 C(7) H(8) 3.2719 yes . 3_757 C(7) H(15) 3.5774 yes . 4_555 C(8) H(8) 3.1864 yes . 3_757 C(9) H(12A) 3.2618 yes . 1_455 C(10) H(12A) 2.7829 yes . 1_455 C(11) H(14) 2.8660 yes . 4_555 C(11) H(23) 3.4478 yes . 4_555 C(12) H(14) 2.9004 yes . 4_555 C(13) H(11A) 3.4515 yes . 4_354 C(13) H(12A) 3.5977 yes . 4_354 C(13) H(12B) 3.0676 yes . 4_354 C(14) H(11A) 3.2101 yes . 4_454 C(14) H(12A) 3.3614 yes . 4_354 C(14) H(12B) 3.2313 yes . 4_354 C(14) H(12B) 3.2091 yes . 4_454 C(14) H(17) 3.2891 yes . 1_655 C(14) H(18) 3.4164 yes . 1_655 C(15) H(8) 3.3361 yes . 2_656 C(15) H(12A) 3.5501 yes . 4_354 C(15) H(12B) 3.2428 yes . 4_354 C(15) H(12B) 3.5476 yes . 4_454 C(15) H(17) 3.1444 yes . 1_655 C(16) H(8) 3.5537 yes . 2_656 C(16) H(12B) 3.0302 yes . 4_354 C(16) H(20) 3.3303 yes . 2_556 C(16) H(22) 3.4368 yes . 4_455 C(17) H(12B) 2.8207 yes . 4_354 C(17) H(14) 3.3070 yes . 1_455 C(17) H(15) 3.3811 yes . 1_455 C(17) H(20) 3.1473 yes . 2_556 C(17) H(21) 3.1668 yes . 4_455 C(17) H(22) 3.0351 yes . 4_455 C(18) H(11A) 3.3335 yes . 4_354 C(18) H(12B) 2.8381 yes . 4_354 C(18) H(14) 3.1820 yes . 1_455 C(18) H(22) 3.2233 yes . 4_455 C(19) H(3) 3.1916 yes . 4_454 C(19) H(15) 3.3299 yes . 2_646 C(19) H(16) 3.0365 yes . 2_646 C(19) H(23) 3.2929 yes . 1_455 C(20) H(3) 3.1108 yes . 4_454 C(20) H(15) 3.3195 yes . 2_646 C(20) H(16) 3.2281 yes . 2_646 C(20) H(17) 3.1794 yes . 2_546 C(20) H(21) 3.2645 yes . 3_656 C(20) H(23) 3.0454 yes . 1_455 C(21) H(3) 3.0637 yes . 4_454 C(21) H(16) 3.3642 yes . 2_646 C(21) H(17) 3.2420 yes . 4_554 C(21) H(21) 3.1891 yes . 3_656 C(21) H(22) 3.2969 yes . 3_756 C(22) H(2) 3.4270 yes . 4_554 C(22) H(3) 3.1035 yes . 4_454 C(22) H(16) 3.3514 yes . 2_646 C(22) H(17) 3.5282 yes . 4_554 C(22) H(20) 3.2404 yes . 1_655 C(22) H(21) 3.3221 yes . 3_756 C(23) H(2) 3.5002 yes . 4_554 C(23) H(3) 3.1518 yes . 4_454 C(23) H(3) 3.5855 yes . 4_554 C(23) H(11A) 3.5865 yes . 4_454 C(23) H(11B) 3.0006 yes . 4_454 C(23) H(16) 3.1937 yes . 2_646 C(23) H(20) 3.0285 yes . 1_655 C(24) H(3) 3.1862 yes . 4_454 C(24) H(11A) 3.3992 yes . 4_454 C(24) H(11B) 3.4800 yes . 4_454 C(24) H(16) 3.0472 yes . 2_646 H(2) C(22) 3.4270 yes . 4_455 H(2) C(23) 3.5002 yes . 4_455 H(2) H(11B) 2.8997 yes . 1_455 H(2) H(18) 2.8903 yes . 1_655 H(2) H(22) 2.8822 yes . 4_455 H(2) H(23) 3.0173 yes . 4_455 H(3) C(19) 3.1916 yes . 4_555 H(3) C(20) 3.1108 yes . 4_555 H(3) C(21) 3.0637 yes . 4_555 H(3) C(22) 3.1035 yes . 4_555 H(3) C(23) 3.5855 yes . 4_455 H(3) C(23) 3.1518 yes . 4_555 H(3) C(24) 3.1862 yes . 4_555 H(3) H(11B) 3.4075 yes . 1_455 H(3) H(18) 3.0795 yes . 1_655 H(3) H(21) 3.5527 yes . 4_555 H(3) H(23) 2.6906 yes . 4_455 H(7) C(7) 3.2634 yes . 3_857 H(7) H(7) 2.4006 yes . 3_857 H(7) H(8) 3.1653 yes . 3_757 H(7) H(8) 3.5853 yes . 3_857 H(7) H(15) 3.5560 yes . 4_555 H(8) C(7) 3.2719 yes . 3_757 H(8) C(8) 3.1864 yes . 3_757 H(8) C(15) 3.3361 yes . 2_646 H(8) C(16) 3.5537 yes . 2_646 H(8) H(7) 3.1653 yes . 3_757 H(8) H(7) 3.5853 yes . 3_857 H(8) H(8) 2.9569 yes . 3_757 H(8) H(15) 2.7531 yes . 2_646 H(8) H(16) 3.1676 yes . 2_646 H(11A) Te(1) 3.5840 yes . 4_555 H(11A) Te(1) 3.5339 yes . 4_655 H(11A) C(13) 3.4515 yes . 4_655 H(11A) C(14) 3.2101 yes . 4_555 H(11A) C(18) 3.3335 yes . 4_655 H(11A) C(23) 3.5865 yes . 4_555 H(11A) C(24) 3.3992 yes . 4_555 H(11A) H(14) 2.3052 yes . 4_555 H(11A) H(18) 3.2207 yes . 4_655 H(11A) H(23) 3.4840 yes . 4_555 H(11A) H(24) 3.1372 yes . 4_555 H(11B) C(1) 3.2932 yes . 1_655 H(11B) C(2) 2.8386 yes . 1_655 H(11B) C(3) 3.1581 yes . 1_655 H(11B) C(23) 3.0006 yes . 4_555 H(11B) C(24) 3.4800 yes . 4_555 H(11B) H(2) 2.8997 yes . 1_655 H(11B) H(3) 3.4075 yes . 1_655 H(11B) H(23) 2.6410 yes . 4_555 H(11B) H(24) 3.4725 yes . 4_555 H(12A) C(1) 3.0572 yes . 1_655 H(12A) C(2) 3.4383 yes . 1_655 H(12A) C(4) 3.5934 yes . 1_655 H(12A) C(5) 3.0859 yes . 1_655 H(12A) C(9) 3.2618 yes . 1_655 H(12A) C(10) 2.7829 yes . 1_655 H(12A) C(13) 3.5977 yes . 4_655 H(12A) C(14) 3.3614 yes . 4_655 H(12A) C(15) 3.5501 yes . 4_655 H(12A) H(14) 3.5799 yes . 4_655 H(12B) C(13) 3.0676 yes . 4_655 H(12B) C(14) 3.2091 yes . 4_555 H(12B) C(14) 3.2313 yes . 4_655 H(12B) C(15) 3.5476 yes . 4_555 H(12B) C(15) 3.2428 yes . 4_655 H(12B) C(16) 3.0302 yes . 4_655 H(12B) C(17) 2.8207 yes . 4_655 H(12B) C(18) 2.8381 yes . 4_655 H(12B) H(14) 2.4004 yes . 4_555 H(12B) H(15) 3.1119 yes . 4_555 H(12B) H(16) 3.5564 yes . 4_655 H(12B) H(17) 3.2586 yes . 4_655 H(12B) H(18) 3.2747 yes . 4_655 H(14) C(4) 3.2934 yes . 4_454 H(14) C(5) 3.4804 yes . 4_454 H(14) C(6) 3.2584 yes . 4_454 H(14) C(11) 2.8660 yes . 4_454 H(14) C(12) 2.9004 yes . 4_454 H(14) C(17) 3.3070 yes . 1_655 H(14) C(18) 3.1820 yes . 1_655 H(14) H(11A) 2.3052 yes . 4_454 H(14) H(12A) 3.5799 yes . 4_354 H(14) H(12B) 2.4004 yes . 4_454 H(14) H(17) 3.1575 yes . 1_655 H(14) H(18) 2.9313 yes . 1_655 H(15) Se(1) 3.4119 yes . 2_656 H(15) C(6) 3.5791 yes . 4_454 H(15) C(7) 3.5774 yes . 4_454 H(15) C(17) 3.3811 yes . 1_655 H(15) C(19) 3.3299 yes . 2_656 H(15) C(20) 3.3195 yes . 2_656 H(15) H(7) 3.5560 yes . 4_454 H(15) H(8) 2.7531 yes . 2_656 H(15) H(12B) 3.1119 yes . 4_454 H(15) H(17) 2.8779 yes . 1_655 H(15) H(20) 3.2460 yes . 2_656 H(16) Se(1) 3.4751 yes . 2_556 H(16) C(19) 3.0365 yes . 2_656 H(16) C(20) 3.2281 yes . 2_656 H(16) C(21) 3.3642 yes . 2_656 H(16) C(22) 3.3514 yes . 2_656 H(16) C(23) 3.1937 yes . 2_656 H(16) C(24) 3.0472 yes . 2_656 H(16) H(8) 3.1676 yes . 2_656 H(16) H(12B) 3.5564 yes . 4_354 H(16) H(20) 2.8163 yes . 2_556 H(16) H(24) 3.5034 yes . 2_656 H(17) C(14) 3.2891 yes . 1_455 H(17) C(15) 3.1444 yes . 1_455 H(17) C(20) 3.1794 yes . 2_556 H(17) C(21) 3.2420 yes . 4_455 H(17) C(22) 3.5282 yes . 4_455 H(17) H(12B) 3.2586 yes . 4_354 H(17) H(14) 3.1575 yes . 1_455 H(17) H(15) 2.8779 yes . 1_455 H(17) H(20) 2.4262 yes . 2_556 H(17) H(21) 2.6112 yes . 4_455 H(17) H(22) 3.1910 yes . 4_455 H(18) C(1) 3.2435 yes . 1_455 H(18) C(2) 2.7147 yes . 1_455 H(18) C(3) 2.8321 yes . 1_455 H(18) C(4) 3.4019 yes . 1_455 H(18) C(14) 3.4164 yes . 1_455 H(18) H(2) 2.8903 yes . 1_455 H(18) H(3) 3.0795 yes . 1_455 H(18) H(11A) 3.2207 yes . 4_354 H(18) H(12B) 3.2747 yes . 4_354 H(18) H(14) 2.9313 yes . 1_455 H(18) H(22) 3.4999 yes . 4_455 H(20) C(16) 3.3303 yes . 2_546 H(20) C(17) 3.1473 yes . 2_546 H(20) C(22) 3.2404 yes . 1_455 H(20) C(23) 3.0285 yes . 1_455 H(20) H(15) 3.2460 yes . 2_646 H(20) H(16) 2.8163 yes . 2_546 H(20) H(17) 2.4262 yes . 2_546 H(20) H(21) 2.6934 yes . 3_656 H(20) H(22) 3.1873 yes . 1_455 H(20) H(23) 2.8169 yes . 1_455 H(21) C(17) 3.1668 yes . 4_554 H(21) C(20) 3.2645 yes . 3_656 H(21) C(21) 3.1891 yes . 3_656 H(21) C(22) 3.3221 yes . 3_756 H(21) H(3) 3.5527 yes . 4_454 H(21) H(17) 2.6112 yes . 4_554 H(21) H(20) 2.6934 yes . 3_656 H(21) H(21) 2.5225 yes . 3_656 H(21) H(22) 2.8406 yes . 3_756 H(22) C(16) 3.4368 yes . 4_554 H(22) C(17) 3.0351 yes . 4_554 H(22) C(18) 3.2233 yes . 4_554 H(22) C(21) 3.2969 yes . 3_756 H(22) H(2) 2.8822 yes . 4_554 H(22) H(17) 3.1910 yes . 4_554 H(22) H(18) 3.4999 yes . 4_554 H(22) H(20) 3.1873 yes . 1_655 H(22) H(21) 2.8406 yes . 3_756 H(23) Te(1) 3.4382 yes . 1_655 H(23) Se(1) 3.4645 yes . 1_655 H(23) C(2) 3.3845 yes . 4_554 H(23) C(3) 3.2087 yes . 4_554 H(23) C(11) 3.4478 yes . 4_454 H(23) C(19) 3.2929 yes . 1_655 H(23) C(20) 3.0454 yes . 1_655 H(23) H(2) 3.0173 yes . 4_554 H(23) H(3) 2.6906 yes . 4_554 H(23) H(11A) 3.4840 yes . 4_454 H(23) H(11B) 2.6410 yes . 4_454 H(23) H(20) 2.8169 yes . 1_655 H(24) Te(1) 3.1223 yes . 1_655 H(24) Se(1) 3.4193 yes . 1_655 H(24) H(11A) 3.1372 yes . 4_454 H(24) H(11B) 3.4725 yes . 4_454 H(24) H(16) 3.5034 yes . 2_646 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A14.cif' data_LA9-3OFF _database_code_depnum_ccdc_archive 'CCDC 816092' #TrackingRef '- A14.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C12 H8 I2' _chemical_formula_moiety 'C12 H8 I2' _chemical_formula_weight 406.00 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 8.062(3) _cell_length_b 11.733(4) _cell_length_c 11.966(4) _cell_angle_alpha 90.0000 _cell_angle_beta 107.480(8) _cell_angle_gamma 90.0000 _cell_volume 1079.6(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4151 _cell_measurement_theta_min 1.74 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 2.498 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744.00 _exptl_absorpt_coefficient_mu 5.783 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.235 _exptl_absorpt_correction_T_max 0.315 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 9239 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_theta_max 28.94 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.869 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2586 _reflns_number_gt 2326 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1786 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2471 _refine_ls_number_parameters 127 _refine_ls_goodness_of_fit_ref 1.201 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1159P)^2^+1.9697P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 3.040 _refine_diff_density_min -2.940 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; I I -0.474 1.812 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 I(1) I 0.61818(6) 1.09733(4) 0.85754(4) 0.0272(2) Uani 1.00 4 d . . . I(2) I 0.93435(6) 1.07417(4) 0.70649(4) 0.0308(2) Uani 1.00 4 d . . . C(1) C 0.5211(8) 0.9617(6) 0.7407(5) 0.0219(12) Uani 1.00 4 d . . . C(2) C 0.3723(9) 0.9140(6) 0.7527(6) 0.0270(14) Uani 1.00 4 d . . . C(3) C 0.2809(9) 0.8275(7) 0.6810(6) 0.0287(15) Uani 1.00 4 d . . . C(4) C 0.3439(8) 0.7854(6) 0.5933(6) 0.0253(13) Uani 1.00 4 d . . . C(5) C 0.4968(8) 0.8329(6) 0.5800(5) 0.0219(12) Uani 1.00 4 d . . . C(6) C 0.5393(9) 0.7798(6) 0.4857(6) 0.0254(13) Uani 1.00 4 d . . . C(7) C 0.6822(9) 0.8159(7) 0.4580(6) 0.0299(15) Uani 1.00 4 d . . . C(8) C 0.7855(9) 0.9024(6) 0.5269(6) 0.0271(14) Uani 1.00 4 d . . . C(9) C 0.7453(8) 0.9534(5) 0.6210(6) 0.0213(12) Uani 1.00 4 d . . . C(10) C 0.5948(8) 0.9216(5) 0.6518(6) 0.0215(13) Uani 1.00 4 d . . . C(11) C 0.2780(10) 0.6906(7) 0.5062(6) 0.0331(16) Uani 1.00 4 d . . . C(12) C 0.4087(10) 0.6882(7) 0.4331(6) 0.0329(16) Uani 1.00 4 d . . . H(2) H 0.3293 0.9416 0.8134 0.032 Uiso 1.00 4 calc R . . H(3) H 0.1772 0.7976 0.6918 0.034 Uiso 1.00 4 calc R . . H(7) H 0.7119 0.7836 0.3937 0.036 Uiso 1.00 4 calc R . . H(8) H 0.8865 0.9270 0.5085 0.032 Uiso 1.00 4 calc R . . H(11A) H 0.1585 0.7068 0.4556 0.040 Uiso 1.00 4 calc R . . H(11B) H 0.2781 0.6170 0.5467 0.040 Uiso 1.00 4 calc R . . H(12A) H 0.4661 0.6129 0.4391 0.039 Uiso 1.00 4 calc R . . H(12B) H 0.3485 0.7045 0.3495 0.039 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I(1) 0.0299(3) 0.0245(3) 0.0278(3) 0.00258(16) 0.0094(2) -0.00308(15) I(2) 0.0262(3) 0.0323(4) 0.0349(4) -0.00520(17) 0.0110(2) -0.00498(18) C(1) 0.018(3) 0.021(3) 0.022(3) 0.001(2) -0.001(2) 0.001(2) C(2) 0.022(3) 0.031(4) 0.026(3) 0.003(3) 0.004(3) 0.007(3) C(3) 0.022(3) 0.033(4) 0.029(3) -0.004(3) 0.004(3) 0.010(3) C(4) 0.023(3) 0.026(4) 0.024(3) -0.001(3) 0.003(2) 0.007(3) C(5) 0.022(3) 0.021(3) 0.020(3) 0.000(2) 0.002(2) 0.004(2) C(6) 0.031(3) 0.019(3) 0.022(3) -0.001(3) 0.002(3) 0.002(2) C(7) 0.037(4) 0.027(4) 0.025(3) 0.009(3) 0.009(3) 0.000(3) C(8) 0.028(3) 0.028(4) 0.028(3) 0.000(3) 0.012(3) 0.004(3) C(9) 0.022(3) 0.015(3) 0.027(3) -0.004(2) 0.006(2) 0.001(2) C(10) 0.019(3) 0.018(3) 0.022(3) 0.004(2) -0.002(2) 0.006(2) C(11) 0.032(3) 0.028(4) 0.033(3) -0.010(3) 0.001(3) 0.000(3) C(12) 0.041(4) 0.025(4) 0.028(3) -0.000(3) 0.003(3) -0.004(3) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r5' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r5' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 I(1) C(1) 2.108(6) yes . . I(2) C(9) 2.107(6) yes . . C(1) C(2) 1.371(10) yes . . C(1) C(10) 1.443(10) yes . . C(2) C(3) 1.389(10) yes . . C(3) C(4) 1.386(11) yes . . C(4) C(5) 1.405(10) yes . . C(4) C(11) 1.508(10) yes . . C(5) C(6) 1.419(10) yes . . C(5) C(10) 1.427(8) yes . . C(6) C(7) 1.359(11) yes . . C(6) C(12) 1.503(10) yes . . C(7) C(8) 1.411(10) yes . . C(8) C(9) 1.397(11) yes . . C(9) C(10) 1.420(10) yes . . C(11) C(12) 1.559(12) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 I(1) C(1) C(2) 113.6(5) yes . . . I(1) C(1) C(10) 125.6(5) yes . . . C(2) C(1) C(10) 120.8(6) yes . . . C(1) C(2) C(3) 123.5(7) yes . . . C(2) C(3) C(4) 118.7(7) yes . . . C(3) C(4) C(5) 118.5(6) yes . . . C(3) C(4) C(11) 130.7(7) yes . . . C(5) C(4) C(11) 110.7(6) yes . . . C(4) C(5) C(6) 110.2(6) yes . . . C(4) C(5) C(10) 124.6(6) yes . . . C(6) C(5) C(10) 125.3(6) yes . . . C(5) C(6) C(7) 118.8(6) yes . . . C(5) C(6) C(12) 110.0(7) yes . . . C(7) C(6) C(12) 131.2(7) yes . . . C(6) C(7) C(8) 118.5(7) yes . . . C(7) C(8) C(9) 122.7(7) yes . . . I(2) C(9) C(8) 111.7(5) yes . . . I(2) C(9) C(10) 126.9(5) yes . . . C(8) C(9) C(10) 121.3(6) yes . . . C(1) C(10) C(5) 113.9(6) yes . . . C(1) C(10) C(9) 132.7(6) yes . . . C(5) C(10) C(9) 113.4(6) yes . . . C(4) C(11) C(12) 104.1(6) yes . . . C(6) C(12) C(11) 105.0(6) yes . . . C(1) C(2) H(2) 118.255 yes . . . C(3) C(2) H(2) 118.262 yes . . . C(2) C(3) H(3) 120.626 yes . . . C(4) C(3) H(3) 120.628 yes . . . C(6) C(7) H(7) 120.764 yes . . . C(8) C(7) H(7) 120.765 yes . . . C(7) C(8) H(8) 118.658 yes . . . C(9) C(8) H(8) 118.652 yes . . . C(4) C(11) H(11A) 110.922 yes . . . C(4) C(11) H(11B) 110.929 yes . . . C(12) C(11) H(11A) 110.935 yes . . . C(12) C(11) H(11B) 110.933 yes . . . H(11A) C(11) H(11B) 108.950 yes . . . C(6) C(12) H(12A) 110.758 yes . . . C(6) C(12) H(12B) 110.759 yes . . . C(11) C(12) H(12A) 110.749 yes . . . C(11) C(12) H(12B) 110.752 yes . . . H(12A) C(12) H(12B) 108.837 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 I(1) C(1) C(10) C(9) 3.2(9) no . . . . C(2) C(1) C(10) C(5) 1.4(8) no . . . . C(10) C(1) C(2) C(3) -1.4(9) no . . . . C(1) C(2) C(3) C(4) 0.9(10) no . . . . C(2) C(3) C(4) C(5) -0.6(9) no . . . . C(3) C(4) C(5) C(10) 0.7(9) no . . . . C(5) C(4) C(11) C(12) -1.9(7) no . . . . C(11) C(4) C(5) C(6) 2.1(7) no . . . . C(4) C(5) C(6) C(12) -1.4(7) no . . . . C(4) C(5) C(10) C(1) -1.1(8) no . . . . C(6) C(5) C(10) C(9) -0.5(8) no . . . . C(10) C(5) C(6) C(7) -1.3(9) no . . . . C(5) C(6) C(7) C(8) 2.0(9) no . . . . C(5) C(6) C(12) C(11) 0.1(7) no . . . . C(6) C(7) C(8) C(9) -1.0(10) no . . . . C(7) C(8) C(9) C(10) -0.9(10) no . . . . I(2) C(9) C(10) C(1) 3.5(9) no . . . . C(8) C(9) C(10) C(5) 1.6(8) no . . . . C(4) C(11) C(12) C(6) 1.0(6) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 I(1) I(2) 3.5505(12) yes . . C(1) C(4) 2.813(9) yes . . C(2) C(5) 2.726(11) yes . . C(3) C(10) 2.877(10) yes . . C(4) C(7) 3.583(11) yes . . C(5) C(8) 2.715(11) yes . . C(6) C(9) 2.814(9) yes . . C(7) C(10) 2.898(11) yes . . I(1) C(6) 3.552(6) yes . 2_656 I(1) C(7) 3.450(7) yes . 2_656 I(2) C(4) 3.536(7) yes . 2_656 C(1) C(7) 3.579(9) yes . 3_676 C(4) I(2) 3.536(7) yes . 2_646 C(6) I(1) 3.552(6) yes . 2_646 C(7) I(1) 3.450(7) yes . 2_646 C(7) C(1) 3.579(9) yes . 3_676 I(1) H(2) 2.8818 yes . . I(2) H(8) 2.8627 yes . . C(1) H(3) 3.2799 yes . . C(3) H(11A) 2.9418 yes . . C(3) H(11B) 2.9429 yes . . C(4) H(2) 3.2392 yes . . C(4) H(12A) 3.0925 yes . . C(4) H(12B) 3.0788 yes . . C(5) H(3) 3.2666 yes . . C(5) H(7) 3.2606 yes . . C(5) H(11A) 3.0672 yes . . C(5) H(11B) 3.0441 yes . . C(5) H(12A) 3.0529 yes . . C(5) H(12B) 3.0545 yes . . C(6) H(8) 3.2303 yes . . C(6) H(11A) 3.1016 yes . . C(6) H(11B) 3.0880 yes . . C(7) H(12A) 2.9194 yes . . C(7) H(12B) 2.9210 yes . . C(9) H(7) 3.3165 yes . . C(10) H(2) 3.2955 yes . . C(10) H(8) 3.3012 yes . . C(11) H(3) 2.8732 yes . . C(12) H(7) 2.8528 yes . . H(2) H(3) 2.3234 yes . . H(3) H(11A) 2.9824 yes . . H(3) H(11B) 3.0035 yes . . H(7) H(8) 2.3528 yes . . H(7) H(12A) 2.9801 yes . . H(7) H(12B) 2.9652 yes . . H(11A) H(12A) 2.7737 yes . . H(11A) H(12B) 2.2639 yes . . H(11B) H(12A) 2.2638 yes . . H(11B) H(12B) 2.7831 yes . . I(1) H(3) 3.2712 yes . 2_556 I(1) H(11B) 3.3695 yes . 4_565 I(1) H(12A) 3.5055 yes . 2_656 I(1) H(12B) 3.4667 yes . 3_676 I(2) H(2) 3.4274 yes . 1_655 I(2) H(8) 3.3073 yes . 3_776 I(2) H(11A) 3.1707 yes . 3_676 I(2) H(11B) 3.1997 yes . 2_656 I(2) H(12A) 3.4935 yes . 4_565 I(2) H(12B) 3.3876 yes . 3_676 C(1) H(11A) 3.1681 yes . 4_565 C(1) H(12B) 3.2245 yes . 4_565 C(2) H(7) 3.3475 yes . 4_465 C(2) H(11A) 3.1403 yes . 4_565 C(3) H(7) 3.0562 yes . 4_465 C(3) H(8) 3.4341 yes . 1_455 C(7) H(3) 3.4416 yes . 4_564 C(8) H(3) 3.4115 yes . 1_655 C(8) H(8) 3.4431 yes . 3_776 C(9) H(12B) 3.1987 yes . 4_565 C(10) H(12B) 3.0101 yes . 4_565 H(2) I(2) 3.4274 yes . 1_455 H(2) H(7) 3.0575 yes . 4_465 H(2) H(11A) 3.2031 yes . 4_565 H(2) H(11B) 2.9430 yes . 2_556 H(3) I(1) 3.2712 yes . 2_546 H(3) C(7) 3.4416 yes . 4_465 H(3) C(8) 3.4115 yes . 1_455 H(3) H(7) 2.5337 yes . 4_465 H(3) H(8) 3.0857 yes . 1_455 H(7) C(2) 3.3475 yes . 4_564 H(7) C(3) 3.0562 yes . 4_564 H(7) H(2) 3.0575 yes . 4_564 H(7) H(3) 2.5337 yes . 4_564 H(7) H(11A) 3.5675 yes . 1_655 H(8) I(2) 3.3073 yes . 3_776 H(8) C(3) 3.4341 yes . 1_655 H(8) C(8) 3.4431 yes . 3_776 H(8) H(3) 3.0857 yes . 1_655 H(8) H(8) 2.5597 yes . 3_776 H(8) H(11A) 3.5665 yes . 1_655 H(11A) I(2) 3.1707 yes . 3_676 H(11A) C(1) 3.1681 yes . 4_464 H(11A) C(2) 3.1403 yes . 4_464 H(11A) H(2) 3.2031 yes . 4_464 H(11A) H(7) 3.5675 yes . 1_455 H(11A) H(8) 3.5665 yes . 1_455 H(11B) I(1) 3.3695 yes . 4_464 H(11B) I(2) 3.1997 yes . 2_646 H(11B) H(2) 2.9430 yes . 2_546 H(11B) H(12A) 3.3682 yes . 3_666 H(12A) I(1) 3.5055 yes . 2_646 H(12A) I(2) 3.4935 yes . 4_464 H(12A) H(11B) 3.3682 yes . 3_666 H(12A) H(12A) 2.9930 yes . 3_666 H(12B) I(1) 3.4667 yes . 3_676 H(12B) I(2) 3.3876 yes . 3_676 H(12B) C(1) 3.2245 yes . 4_464 H(12B) C(9) 3.1987 yes . 4_464 H(12B) C(10) 3.0101 yes . 4_464 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A15.cif' data_Ferg85-1off _database_code_depnum_ccdc_archive 'CCDC 816093' #TrackingRef '- A15.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C12 H8 Br I' _chemical_formula_moiety 'C12 H8 Br I' _chemical_formula_weight 359.00 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 7.912(3) _cell_length_b 11.715(5) _cell_length_c 11.771(5) _cell_angle_alpha 90.0000 _cell_angle_beta 107.423(9) _cell_angle_gamma 90.0000 _cell_volume 1041.0(8) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4428 _cell_measurement_theta_min 1.74 _cell_measurement_theta_max 29.13 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 2.290 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672.00 _exptl_absorpt_coefficient_mu 6.880 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.492 _exptl_absorpt_correction_T_max 0.813 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 28.944 _diffrn_reflns_number 8972 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_theta_max 29.15 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.862 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2529 _reflns_number_gt 2243 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1031 _refine_ls_wR_factor_ref 0.3718 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2412 _refine_ls_number_parameters 127 _refine_ls_goodness_of_fit_ref 1.735 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.031 _refine_diff_density_max 8.240 _refine_diff_density_min -3.490 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Br Br -0.290 2.459 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; I I -0.474 1.812 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 I(1) I 0.38004(11) -0.09671(7) 0.14329(7) 0.0398(5) Uani 1.00 4 d . . . Br(1) Br 0.07266(11) -0.07499(9) 0.29313(9) 0.0266(5) Uani 1.00 4 d . . . C(1) C 0.4815(12) 0.0353(9) 0.2562(8) 0.0253(18) Uani 1.00 4 d . . . C(2) C 0.6314(20) 0.0809(12) 0.2455(12) 0.044(3) Uani 1.00 4 d . . . C(3) C 0.7250(13) 0.1705(12) 0.3177(10) 0.038(3) Uani 1.00 4 d . . . C(4) C 0.6604(12) 0.2128(9) 0.4032(8) 0.028(2) Uani 1.00 4 d . . . C(5) C 0.5032(12) 0.1648(9) 0.4188(8) 0.0252(19) Uani 1.00 4 d . . . C(6) C 0.4599(14) 0.2204(8) 0.5114(10) 0.030(2) Uani 1.00 4 d . . . C(7) C 0.3097(12) 0.1838(10) 0.5409(10) 0.033(2) Uani 1.00 4 d . . . C(8) C 0.2002(14) 0.0977(9) 0.4675(8) 0.0246(20) Uani 1.00 4 d . . . C(9) C 0.2529(12) 0.0432(9) 0.3805(9) 0.0278(20) Uani 1.00 4 d . . . C(10) C 0.4052(13) 0.0775(7) 0.3500(8) 0.0188(17) Uani 1.00 4 d . . . C(11) C 0.7252(17) 0.3103(11) 0.4967(10) 0.043(3) Uani 1.00 4 d . . . C(12) C 0.5929(14) 0.3106(10) 0.5685(9) 0.034(2) Uani 1.00 4 d . . . H(2) H 0.6775 0.0511 0.1858 0.053 Uiso 1.00 4 calc R . . H(3) H 0.8305 0.2003 0.3064 0.046 Uiso 1.00 4 calc R . . H(7) H 0.2811 0.2150 0.6074 0.039 Uiso 1.00 4 calc R . . H(8) H 0.0901 0.0782 0.4794 0.030 Uiso 1.00 4 calc R . . H(11A) H 0.8466 0.2946 0.5489 0.052 Uiso 1.00 4 calc R . . H(11B) H 0.7247 0.3847 0.4567 0.052 Uiso 1.00 4 calc R . . H(12A) H 0.6528 0.2919 0.6531 0.041 Uiso 1.00 4 calc R . . H(12B) H 0.5352 0.3861 0.5641 0.041 Uiso 1.00 4 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I(1) 0.0418(7) 0.0391(7) 0.0402(7) 0.0061(3) 0.0148(5) -0.0019(3) Br(1) 0.0181(7) 0.0346(7) 0.0289(7) -0.0014(3) 0.0097(5) 0.0012(4) C(1) 0.022(4) 0.025(4) 0.028(4) 0.000(3) 0.006(3) -0.004(4) C(2) 0.054(8) 0.054(8) 0.032(6) 0.006(5) 0.025(6) 0.005(5) C(3) 0.024(4) 0.052(7) 0.034(5) -0.008(5) 0.002(4) 0.014(5) C(4) 0.024(4) 0.025(5) 0.028(4) -0.012(4) -0.004(3) 0.001(4) C(5) 0.022(4) 0.027(5) 0.026(4) 0.002(4) 0.007(3) 0.013(4) C(6) 0.030(5) 0.018(4) 0.036(5) -0.006(4) 0.001(4) 0.001(4) C(7) 0.023(4) 0.033(5) 0.043(5) -0.001(4) 0.011(4) -0.004(5) C(8) 0.026(4) 0.038(5) 0.012(4) -0.003(4) 0.007(3) -0.005(3) C(9) 0.021(4) 0.028(5) 0.031(5) 0.005(4) 0.003(4) 0.008(4) C(10) 0.026(4) 0.015(4) 0.020(4) 0.003(3) 0.014(3) 0.009(3) C(11) 0.048(6) 0.038(6) 0.035(5) -0.029(5) 0.000(5) -0.006(5) C(12) 0.032(5) 0.033(5) 0.031(5) -0.002(4) 0.002(4) -0.002(4) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 I(1) C(1) 2.041(10) yes . . Br(1) C(9) 2.032(9) yes . . C(1) C(2) 1.340(19) yes . . C(1) C(10) 1.492(15) yes . . C(2) C(3) 1.413(18) yes . . C(3) C(4) 1.352(17) yes . . C(4) C(5) 1.426(14) yes . . C(4) C(11) 1.562(16) yes . . C(5) C(6) 1.398(16) yes . . C(5) C(10) 1.389(12) yes . . C(6) C(7) 1.402(16) yes . . C(6) C(12) 1.500(14) yes . . C(7) C(8) 1.438(14) yes . . C(8) C(9) 1.373(16) yes . . C(9) C(10) 1.414(15) yes . . C(11) C(12) 1.530(19) yes . . C(2) H(2) 0.950 yes . . C(3) H(3) 0.950 yes . . C(7) H(7) 0.950 yes . . C(8) H(8) 0.950 yes . . C(11) H(11A) 0.990 yes . . C(11) H(11B) 0.990 yes . . C(12) H(12A) 0.990 yes . . C(12) H(12B) 0.990 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 I(1) C(1) C(2) 115.3(9) yes . . . I(1) C(1) C(10) 124.4(7) yes . . . C(2) C(1) C(10) 120.2(10) yes . . . C(1) C(2) C(3) 124.0(13) yes . . . C(2) C(3) C(4) 118.2(11) yes . . . C(3) C(4) C(5) 119.4(9) yes . . . C(3) C(4) C(11) 132.4(10) yes . . . C(5) C(4) C(11) 108.2(9) yes . . . C(4) C(5) C(6) 110.1(8) yes . . . C(4) C(5) C(10) 124.9(10) yes . . . C(6) C(5) C(10) 125.0(10) yes . . . C(5) C(6) C(7) 118.4(9) yes . . . C(5) C(6) C(12) 112.0(10) yes . . . C(7) C(6) C(12) 129.6(11) yes . . . C(6) C(7) C(8) 117.9(11) yes . . . C(7) C(8) C(9) 120.8(10) yes . . . Br(1) C(9) C(8) 111.7(7) yes . . . Br(1) C(9) C(10) 125.9(7) yes . . . C(8) C(9) C(10) 122.0(9) yes . . . C(1) C(10) C(5) 113.3(9) yes . . . C(1) C(10) C(9) 131.2(8) yes . . . C(5) C(10) C(9) 115.5(9) yes . . . C(4) C(11) C(12) 104.8(10) yes . . . C(6) C(12) C(11) 104.8(9) yes . . . C(1) C(2) H(2) 118.012 yes . . . C(3) C(2) H(2) 118.010 yes . . . C(2) C(3) H(3) 120.898 yes . . . C(4) C(3) H(3) 120.902 yes . . . C(6) C(7) H(7) 121.028 yes . . . C(8) C(7) H(7) 121.022 yes . . . C(7) C(8) H(8) 119.610 yes . . . C(9) C(8) H(8) 119.614 yes . . . C(4) C(11) H(11A) 110.782 yes . . . C(4) C(11) H(11B) 110.776 yes . . . C(12) C(11) H(11A) 110.778 yes . . . C(12) C(11) H(11B) 110.781 yes . . . H(11A) C(11) H(11B) 108.852 yes . . . C(6) C(12) H(12A) 110.790 yes . . . C(6) C(12) H(12B) 110.788 yes . . . C(11) C(12) H(12A) 110.789 yes . . . C(11) C(12) H(12B) 110.795 yes . . . H(12A) C(12) H(12B) 108.861 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 I(1) C(1) C(10) C(9) -2.3(13) no . . . . C(2) C(1) C(10) C(5) 0.5(12) no . . . . C(10) C(1) C(2) C(3) -1.1(16) no . . . . C(1) C(2) C(3) C(4) 0.3(18) no . . . . C(2) C(3) C(4) C(5) 1.0(15) no . . . . C(3) C(4) C(5) C(10) -1.6(14) no . . . . C(5) C(4) C(11) C(12) 1.5(10) no . . . . C(11) C(4) C(5) C(6) -0.0(10) no . . . . C(4) C(5) C(6) C(12) -1.6(10) no . . . . C(4) C(5) C(10) C(1) 0.8(12) no . . . . C(6) C(5) C(10) C(9) -1.3(12) no . . . . C(10) C(5) C(6) C(7) 2.2(13) no . . . . C(5) C(6) C(7) C(8) -5.2(13) no . . . . C(5) C(6) C(12) C(11) 2.5(10) no . . . . C(6) C(7) C(8) C(9) 7.8(14) no . . . . C(7) C(8) C(9) C(10) -7.2(14) no . . . . Br(1) C(9) C(10) C(1) -4.3(13) no . . . . C(8) C(9) C(10) C(5) 3.8(12) no . . . . C(4) C(11) C(12) C(6) -2.3(10) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 I(1) Br(1) 3.4145(18) yes . . C(1) C(4) 2.802(13) yes . . C(2) C(5) 2.719(19) yes . . C(3) C(6) 3.579(18) yes . . C(3) C(10) 2.884(16) yes . . C(5) C(8) 2.742(15) yes . . C(6) C(9) 2.803(14) yes . . C(7) C(10) 2.862(16) yes . . I(1) C(6) 3.494(10) yes . 2_545 I(1) C(7) 3.409(11) yes . 2_545 Br(1) C(4) 3.517(10) yes . 2_545 C(1) C(7) 3.558(14) yes . 3_656 C(4) Br(1) 3.517(10) yes . 2_555 C(5) C(9) 3.538(13) yes . 3_656 C(6) I(1) 3.494(10) yes . 2_555 C(7) I(1) 3.409(11) yes . 2_555 C(7) C(1) 3.558(14) yes . 3_656 C(9) C(5) 3.538(13) yes . 3_656 I(1) H(2) 2.8430 yes . . Br(1) H(8) 2.8044 yes . . C(1) H(3) 3.2760 yes . . C(3) H(11A) 2.9795 yes . . C(3) H(11B) 2.9953 yes . . C(4) H(2) 3.2187 yes . . C(4) H(12A) 3.1018 yes . . C(4) H(12B) 3.1332 yes . . C(5) H(3) 3.2684 yes . . C(5) H(7) 3.2711 yes . . C(5) H(11A) 3.0903 yes . . C(5) H(11B) 3.0717 yes . . C(5) H(12A) 3.0444 yes . . C(5) H(12B) 3.0741 yes . . C(6) H(8) 3.2888 yes . . C(6) H(11A) 3.0830 yes . . C(6) H(11B) 3.0523 yes . . C(7) H(12A) 2.9274 yes . . C(7) H(12B) 2.9293 yes . . C(9) H(7) 3.2976 yes . . C(10) H(2) 3.3117 yes . . C(10) H(8) 3.2871 yes . . C(11) H(3) 2.9133 yes . . C(12) H(7) 2.8688 yes . . H(2) H(3) 2.3467 yes . . H(3) H(11A) 3.0274 yes . . H(3) H(11B) 3.0628 yes . . H(7) H(8) 2.3992 yes . . H(7) H(12A) 2.9672 yes . . H(7) H(12B) 2.9888 yes . . H(11A) H(12A) 2.2327 yes . . H(11A) H(12B) 2.7419 yes . . H(11B) H(12A) 2.7634 yes . . H(11B) H(12B) 2.2328 yes . . I(1) H(3) 3.2306 yes . 2_645 I(1) H(7) 3.5983 yes . 2_545 I(1) H(11B) 3.3000 yes . 4_454 I(1) H(12A) 3.3789 yes . 3_656 I(1) H(12B) 3.4628 yes . 2_545 I(1) H(12B) 3.5889 yes . 4_454 Br(1) H(2) 3.3446 yes . 1_455 Br(1) H(8) 3.3011 yes . 3_556 Br(1) H(11A) 3.1268 yes . 3_656 Br(1) H(11B) 3.2035 yes . 2_545 Br(1) H(12A) 3.2797 yes . 3_656 Br(1) H(12B) 3.4312 yes . 4_454 C(1) H(7) 3.5914 yes . 3_656 C(1) H(11A) 3.0829 yes . 4_454 C(1) H(12A) 3.2317 yes . 4_454 C(2) H(7) 3.3042 yes . 4_554 C(2) H(11A) 3.0723 yes . 4_454 C(3) H(7) 2.9630 yes . 4_554 C(3) H(8) 3.1373 yes . 1_655 C(5) H(12A) 3.5403 yes . 4_454 C(7) H(3) 3.3655 yes . 4_455 C(8) H(3) 3.2054 yes . 1_455 C(8) H(8) 3.2823 yes . 3_556 C(9) H(12A) 3.2022 yes . 4_454 C(10) H(12A) 2.9883 yes . 4_454 H(2) Br(1) 3.3446 yes . 1_655 H(2) H(7) 3.0802 yes . 4_554 H(2) H(11A) 3.1924 yes . 4_454 H(2) H(11B) 2.8267 yes . 2_645 H(3) I(1) 3.2306 yes . 2_655 H(3) C(7) 3.3655 yes . 4_554 H(3) C(8) 3.2054 yes . 1_655 H(3) H(7) 2.4651 yes . 4_554 H(3) H(8) 2.8115 yes . 1_655 H(3) H(12A) 3.5386 yes . 4_554 H(7) I(1) 3.5983 yes . 2_555 H(7) C(1) 3.5914 yes . 3_656 H(7) C(2) 3.3042 yes . 4_455 H(7) C(3) 2.9630 yes . 4_455 H(7) H(2) 3.0802 yes . 4_455 H(7) H(3) 2.4651 yes . 4_455 H(7) H(11A) 3.4266 yes . 1_455 H(8) Br(1) 3.3011 yes . 3_556 H(8) C(3) 3.1373 yes . 1_455 H(8) C(8) 3.2823 yes . 3_556 H(8) H(3) 2.8115 yes . 1_455 H(8) H(8) 2.4583 yes . 3_556 H(8) H(11A) 3.4282 yes . 1_455 H(11A) Br(1) 3.1268 yes . 3_656 H(11A) C(1) 3.0829 yes . 4_555 H(11A) C(2) 3.0723 yes . 4_555 H(11A) H(2) 3.1924 yes . 4_555 H(11A) H(7) 3.4266 yes . 1_655 H(11A) H(8) 3.4282 yes . 1_655 H(11B) I(1) 3.3000 yes . 4_555 H(11B) Br(1) 3.2035 yes . 2_555 H(11B) H(2) 2.8267 yes . 2_655 H(11B) H(12B) 3.3467 yes . 3_666 H(12A) I(1) 3.3789 yes . 3_656 H(12A) Br(1) 3.2797 yes . 3_656 H(12A) C(1) 3.2317 yes . 4_555 H(12A) C(5) 3.5403 yes . 4_555 H(12A) C(9) 3.2022 yes . 4_555 H(12A) C(10) 2.9883 yes . 4_555 H(12A) H(3) 3.5386 yes . 4_455 H(12B) I(1) 3.4628 yes . 2_555 H(12B) I(1) 3.5889 yes . 4_555 H(12B) Br(1) 3.4312 yes . 4_555 H(12B) H(11B) 3.3467 yes . 3_666 H(12B) H(12B) 3.0352 yes . 3_666 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment '- A16.cif' data_fkdw9_in_P-1 _database_code_depnum_ccdc_archive 'CCDC 816094' #TrackingRef '- A16.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C12 H8 Cl2' _chemical_formula_moiety 'C12 H8 Cl2' _chemical_formula_weight 223.10 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 7.6529(7) _cell_length_b 8.2912(8) _cell_length_c 8.8382(8) _cell_angle_alpha 64.174(2) _cell_angle_beta 78.781(2) _cell_angle_gamma 69.709(2) _cell_volume 472.83(8) _cell_formula_units_Z 2 _cell_measurement_reflns_used 4590 _cell_measurement_theta_min 3.38 _cell_measurement_theta_max 27.52 _cell_measurement_temperature 125 #------------------------------------------------------------------------------ _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 228.00 _exptl_absorpt_coefficient_mu 0.633 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.821 _exptl_absorpt_correction_T_max 0.939 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 125 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury275R CCD (SCX mini)' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 6.849 _diffrn_reflns_number 4978 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2161 _reflns_number_gt 1432 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0853 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 1663 _refine_ls_number_parameters 127 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0279P)^2^+0.4187P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.270 _refine_diff_density_min -0.270 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Cl Cl 0.148 0.159 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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(1) Cl 0.47739(10) 0.93329(9) -0.25559(8) 0.0274(2) Uani 1.00 2 d . . . Cl(2) Cl 0.74217(9) 0.67099(10) -0.42889(8) 0.0285(2) Uani 1.00 2 d . . . C(1) C 0.5714(4) 0.7389(3) -0.0751(3) 0.0193(6) Uani 1.00 2 d . . . C(2) C 0.5037(4) 0.7535(4) 0.0759(3) 0.0207(6) Uani 1.00 2 d . . . C(3) C 0.5674(4) 0.6094(4) 0.2321(3) 0.0222(6) Uani 1.00 2 d . . . C(4) C 0.7036(4) 0.4503(4) 0.2325(3) 0.0208(6) Uani 1.00 2 d . . . C(5) C 0.7735(3) 0.4360(3) 0.0774(3) 0.0184(5) Uani 1.00 2 d . . . C(6) C 0.9157(4) 0.2644(4) 0.1010(3) 0.0206(6) Uani 1.00 2 d . . . C(7) C 1.0009(4) 0.2274(4) -0.0360(3) 0.0239(6) Uani 1.00 2 d . . . C(8) C 0.9408(4) 0.3607(4) -0.1966(3) 0.0239(6) Uani 1.00 2 d . . . C(9) C 0.8028(4) 0.5265(4) -0.2201(3) 0.0205(6) Uani 1.00 2 d . . . C(10) C 0.7125(3) 0.5753(3) -0.0826(3) 0.0177(5) Uani 1.00 2 d . . . C(11) C 0.8013(4) 0.2749(4) 0.3744(3) 0.0258(6) Uani 1.00 2 d . . . C(12) C 0.9452(4) 0.1526(4) 0.2871(3) 0.0257(6) Uani 1.00 2 d . . . H(1) H 0.4104 0.8650 0.0750 0.025 Uiso 1.00 2 calc R . . H(2) H 0.5169 0.6226 0.3346 0.027 Uiso 1.00 2 calc R . . H(3) H 1.0983 0.1144 -0.0233 0.029 Uiso 1.00 2 calc R . . H(4) H 0.9981 0.3348 -0.2923 0.029 Uiso 1.00 2 calc R . . H(5) H 0.7115 0.2089 0.4495 0.031 Uiso 1.00 2 calc R . . H(6) H 0.8650 0.3053 0.4415 0.031 Uiso 1.00 2 calc R . . H(7) H 1.0740 0.1306 0.3122 0.031 Uiso 1.00 2 calc R . . H(8) H 0.9225 0.0298 0.3253 0.031 Uiso 1.00 2 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cl(1) 0.0318(4) 0.0188(4) 0.0253(4) -0.0042(3) -0.0104(3) -0.0023(3) Cl(2) 0.0298(4) 0.0369(4) 0.0160(3) -0.0109(3) -0.0024(3) -0.0067(3) C(1) 0.0204(13) 0.0158(13) 0.0209(13) -0.0078(11) -0.0068(11) -0.0022(11) C(2) 0.0180(13) 0.0179(13) 0.0279(14) -0.0061(11) -0.0025(11) -0.0096(11) C(3) 0.0223(14) 0.0277(15) 0.0208(14) -0.0115(12) 0.0012(11) -0.0112(12) C(4) 0.0214(14) 0.0239(14) 0.0201(13) -0.0127(12) -0.0029(11) -0.0060(11) C(5) 0.0172(13) 0.0188(13) 0.0217(13) -0.0114(11) -0.0012(11) -0.0056(11) C(6) 0.0189(13) 0.0182(13) 0.0245(14) -0.0100(11) -0.0045(11) -0.0037(11) C(7) 0.0191(14) 0.0186(14) 0.0344(16) -0.0046(11) -0.0033(12) -0.0110(12) C(8) 0.0209(14) 0.0312(16) 0.0251(14) -0.0107(12) 0.0021(11) -0.0151(13) C(9) 0.0204(14) 0.0231(14) 0.0179(13) -0.0102(12) -0.0023(11) -0.0045(11) C(10) 0.0169(13) 0.0172(13) 0.0193(13) -0.0082(11) -0.0020(10) -0.0047(11) C(11) 0.0258(15) 0.0268(15) 0.0217(14) -0.0086(12) -0.0041(12) -0.0050(12) C(12) 0.0255(15) 0.0214(14) 0.0258(14) -0.0097(12) -0.0087(12) -0.0003(12) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalClear _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cl(1) C(1) 1.750(2) yes . . Cl(2) C(9) 1.754(2) yes . . C(1) C(2) 1.376(4) yes . . C(1) C(10) 1.430(3) yes . . C(2) C(3) 1.411(3) yes . . C(3) C(4) 1.367(4) yes . . C(4) C(5) 1.412(4) yes . . C(4) C(11) 1.507(3) yes . . C(5) C(6) 1.417(3) yes . . C(5) C(10) 1.418(3) yes . . C(6) C(7) 1.364(4) yes . . C(6) C(12) 1.512(4) yes . . C(7) C(8) 1.408(3) yes . . C(8) C(9) 1.370(3) yes . . C(9) C(10) 1.424(4) yes . . C(11) C(12) 1.554(4) yes . . C(2) H(1) 0.950 yes . . C(3) H(2) 0.950 yes . . C(7) H(3) 0.950 yes . . C(8) H(4) 0.950 yes . . C(11) H(5) 0.990 yes . . C(11) H(6) 0.990 yes . . C(12) H(7) 0.990 yes . . C(12) H(8) 0.990 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 Cl(1) C(1) C(2) 115.97(18) yes . . . Cl(1) C(1) C(10) 122.5(2) yes . . . C(2) C(1) C(10) 121.49(20) yes . . . C(1) C(2) C(3) 122.6(2) yes . . . C(2) C(3) C(4) 118.5(3) yes . . . C(3) C(4) C(5) 118.9(2) yes . . . C(3) C(4) C(11) 131.5(3) yes . . . C(5) C(4) C(11) 109.6(2) yes . . . C(4) C(5) C(6) 111.3(2) yes . . . C(4) C(5) C(10) 124.9(2) yes . . . C(6) C(5) C(10) 123.8(3) yes . . . C(5) C(6) C(7) 119.4(2) yes . . . C(5) C(6) C(12) 109.1(2) yes . . . C(7) C(6) C(12) 131.6(2) yes . . . C(6) C(7) C(8) 118.4(2) yes . . . C(7) C(8) C(9) 122.5(3) yes . . . Cl(2) C(9) C(8) 115.8(2) yes . . . Cl(2) C(9) C(10) 122.51(17) yes . . . C(8) C(9) C(10) 121.7(2) yes . . . C(1) C(10) C(5) 113.7(2) yes . . . C(1) C(10) C(9) 132.1(2) yes . . . C(5) C(10) C(9) 114.2(2) yes . . . C(4) C(11) C(12) 104.9(2) yes . . . C(6) C(12) C(11) 105.07(19) yes . . . C(1) C(2) H(1) 118.706 yes . . . C(3) C(2) H(1) 118.709 yes . . . C(2) C(3) H(2) 120.771 yes . . . C(4) C(3) H(2) 120.771 yes . . . C(6) C(7) H(3) 120.815 yes . . . C(8) C(7) H(3) 120.811 yes . . . C(7) C(8) H(4) 118.746 yes . . . C(9) C(8) H(4) 118.749 yes . . . C(4) C(11) H(5) 110.760 yes . . . C(4) C(11) H(6) 110.762 yes . . . C(12) C(11) H(5) 110.758 yes . . . C(12) C(11) H(6) 110.758 yes . . . H(5) C(11) H(6) 108.842 yes . . . C(6) C(12) H(7) 110.734 yes . . . C(6) C(12) H(8) 110.729 yes . . . C(11) C(12) H(7) 110.732 yes . . . C(11) C(12) H(8) 110.729 yes . . . H(7) C(12) H(8) 108.822 yes . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 Cl(1) C(1) C(10) C(9) -1.6(5) no . . . . C(2) C(1) C(10) C(5) -0.6(4) no . . . . C(10) C(1) C(2) C(3) -0.3(5) no . . . . C(1) C(2) C(3) C(4) 0.9(5) no . . . . C(2) C(3) C(4) C(5) -0.5(5) no . . . . C(3) C(4) C(5) C(10) -0.4(5) no . . . . C(5) C(4) C(11) C(12) 1.7(3) no . . . . C(11) C(4) C(5) C(6) -1.1(4) no . . . . C(4) C(5) C(6) C(12) 0.0(4) no . . . . C(4) C(5) C(10) C(1) 1.0(4) no . . . . C(6) C(5) C(10) C(9) 1.8(4) no . . . . C(10) C(5) C(6) C(7) -0.1(5) no . . . . C(5) C(6) C(7) C(8) -1.3(5) no . . . . C(5) C(6) C(12) C(11) 1.0(3) no . . . . C(6) C(7) C(8) C(9) 1.1(5) no . . . . C(7) C(8) C(9) C(10) 0.7(5) no . . . . Cl(2) C(9) C(10) C(1) -3.4(5) no . . . . C(8) C(9) C(10) C(5) -2.0(4) no . . . . C(4) C(11) C(12) C(6) -1.6(3) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Cl(1) Cl(2) 3.1336(11) yes . . Cl(1) C(9) 3.352(3) yes . . Cl(2) C(1) 3.352(3) yes . . C(1) C(4) 2.804(3) yes . . C(2) C(5) 2.722(3) yes . . C(3) C(10) 2.883(4) yes . . C(5) C(8) 2.729(4) yes . . C(6) C(9) 2.793(3) yes . . C(7) C(10) 2.875(3) yes . . Cl(1) Cl(2) 3.3753(8) yes . 2_674 Cl(2) Cl(1) 3.3753(8) yes . 2_674 Cl(2) C(3) 3.569(3) yes . 2_665 C(1) C(5) 3.431(5) yes . 2_665 C(2) C(9) 3.543(4) yes . 2_665 C(3) Cl(2) 3.569(3) yes . 2_665 C(3) C(9) 3.427(5) yes . 2_665 C(4) C(8) 3.486(5) yes . 2_765 C(5) C(1) 3.431(5) yes . 2_665 C(6) C(10) 3.485(5) yes . 2_765 C(7) C(7) 3.545(5) yes . 2_755 C(8) C(4) 3.486(5) yes . 2_765 C(9) C(2) 3.543(4) yes . 2_665 C(9) C(3) 3.427(5) yes . 2_665 C(9) C(12) 3.591(5) yes . 2_765 C(10) C(6) 3.485(5) yes . 2_765 C(12) C(9) 3.591(5) yes . 2_765 C(12) C(12) 3.568(4) yes . 2_756 Cl(1) H(1) 2.7018 yes . . Cl(2) H(4) 2.6956 yes . . C(1) H(2) 3.2961 yes . . C(3) H(5) 2.9431 yes . . C(3) H(6) 2.9258 yes . . C(4) H(1) 3.2385 yes . . C(4) H(7) 3.0818 yes . . C(4) H(8) 3.1029 yes . . C(5) H(2) 3.2617 yes . . C(5) H(3) 3.2691 yes . . C(5) H(5) 3.0344 yes . . C(5) H(6) 3.0552 yes . . C(5) H(7) 3.0407 yes . . C(5) H(8) 3.0532 yes . . C(6) H(4) 3.2328 yes . . C(6) H(5) 3.0883 yes . . C(6) H(6) 3.1095 yes . . C(7) H(7) 2.9384 yes . . C(7) H(8) 2.9355 yes . . C(9) H(3) 3.2874 yes . . C(10) H(1) 3.2965 yes . . C(10) H(4) 3.2878 yes . . C(11) H(2) 2.8695 yes . . C(12) H(3) 2.8715 yes . . H(1) H(2) 2.3537 yes . . H(2) H(5) 3.0043 yes . . H(2) H(6) 2.9770 yes . . H(3) H(4) 2.3517 yes . . H(3) H(7) 2.9933 yes . . H(3) H(8) 2.9921 yes . . H(5) H(7) 2.7783 yes . . H(5) H(8) 2.2552 yes . . H(6) H(7) 2.2553 yes . . H(6) H(8) 2.7635 yes . . Cl(1) H(1) 3.1519 yes . 2_675 Cl(1) H(2) 3.4506 yes . 2_675 Cl(1) H(3) 3.4976 yes . 1_465 Cl(1) H(5) 3.3251 yes . 1_564 Cl(1) H(5) 3.2130 yes . 2_665 Cl(1) H(7) 3.2586 yes . 2_765 Cl(1) H(8) 3.1238 yes . 2_665 Cl(2) H(2) 3.1806 yes . 1_554 Cl(2) H(2) 3.3895 yes . 2_665 Cl(2) H(4) 2.8561 yes . 2_764 Cl(2) H(5) 3.2814 yes . 2_665 Cl(2) H(6) 3.4668 yes . 1_554 Cl(2) H(6) 3.0579 yes . 2_765 Cl(2) H(7) 3.0651 yes . 2_765 Cl(2) H(8) 3.3949 yes . 1_564 C(1) H(1) 3.3348 yes . 2_675 C(1) H(3) 3.5400 yes . 2_765 C(1) H(7) 3.2821 yes . 2_765 C(2) H(1) 3.1046 yes . 2_675 C(2) H(3) 3.4177 yes . 1_465 C(2) H(3) 3.4653 yes . 2_765 C(3) H(2) 3.5024 yes . 2_666 C(4) H(4) 3.5745 yes . 2_765 C(6) H(3) 3.5341 yes . 2_755 C(7) H(1) 3.4508 yes . 1_645 C(7) H(1) 3.5971 yes . 2_665 C(7) H(3) 2.9879 yes . 2_755 C(8) H(1) 3.5347 yes . 2_665 C(8) H(6) 3.3082 yes . 2_765 C(9) H(2) 3.5618 yes . 2_665 C(9) H(6) 3.2226 yes . 2_765 C(9) H(7) 3.0296 yes . 2_765 C(10) H(7) 3.1457 yes . 2_765 C(11) H(2) 3.3615 yes . 2_666 C(11) H(7) 3.2524 yes . 2_756 C(11) H(8) 3.2454 yes . 2_756 C(12) H(5) 3.4850 yes . 2_756 C(12) H(6) 3.4457 yes . 2_756 C(12) H(7) 3.2970 yes . 2_756 C(12) H(8) 3.2901 yes . 2_756 H(1) Cl(1) 3.1519 yes . 2_675 H(1) C(1) 3.3348 yes . 2_675 H(1) C(2) 3.1046 yes . 2_675 H(1) C(7) 3.4508 yes . 1_465 H(1) C(7) 3.5971 yes . 2_665 H(1) C(8) 3.5347 yes . 2_665 H(1) H(1) 2.7358 yes . 2_675 H(1) H(3) 2.5596 yes . 1_465 H(2) Cl(1) 3.4506 yes . 2_675 H(2) Cl(2) 3.1806 yes . 1_556 H(2) Cl(2) 3.3895 yes . 2_665 H(2) C(3) 3.5024 yes . 2_666 H(2) C(9) 3.5618 yes . 2_665 H(2) C(11) 3.3615 yes . 2_666 H(2) H(2) 2.7646 yes . 2_666 H(2) H(5) 2.8246 yes . 2_666 H(2) H(6) 3.2222 yes . 2_666 H(3) Cl(1) 3.4976 yes . 1_645 H(3) C(1) 3.5400 yes . 2_765 H(3) C(2) 3.4177 yes . 1_645 H(3) C(2) 3.4653 yes . 2_765 H(3) C(6) 3.5341 yes . 2_755 H(3) C(7) 2.9879 yes . 2_755 H(3) H(1) 2.5596 yes . 1_645 H(3) H(3) 2.6635 yes . 2_755 H(3) H(8) 3.4145 yes . 2_755 H(4) Cl(2) 2.8561 yes . 2_764 H(4) C(4) 3.5745 yes . 2_765 H(4) H(4) 3.4986 yes . 2_764 H(4) H(6) 2.8706 yes . 1_554 H(4) H(6) 3.1537 yes . 2_765 H(4) H(8) 3.0029 yes . 2_755 H(5) Cl(1) 3.3251 yes . 1_546 H(5) Cl(1) 3.2130 yes . 2_665 H(5) Cl(2) 3.2814 yes . 2_665 H(5) C(12) 3.4850 yes . 2_756 H(5) H(2) 2.8246 yes . 2_666 H(5) H(7) 2.8337 yes . 2_756 H(5) H(8) 3.2585 yes . 2_756 H(6) Cl(2) 3.4668 yes . 1_556 H(6) Cl(2) 3.0579 yes . 2_765 H(6) C(8) 3.3082 yes . 2_765 H(6) C(9) 3.2226 yes . 2_765 H(6) C(12) 3.4457 yes . 2_756 H(6) H(2) 3.2222 yes . 2_666 H(6) H(4) 2.8706 yes . 1_556 H(6) H(4) 3.1537 yes . 2_765 H(6) H(7) 3.2235 yes . 2_756 H(6) H(8) 2.7919 yes . 2_756 H(7) Cl(1) 3.2586 yes . 2_765 H(7) Cl(2) 3.0651 yes . 2_765 H(7) C(1) 3.2821 yes . 2_765 H(7) C(9) 3.0296 yes . 2_765 H(7) C(10) 3.1457 yes . 2_765 H(7) C(11) 3.2524 yes . 2_756 H(7) C(12) 3.2970 yes . 2_756 H(7) H(5) 2.8337 yes . 2_756 H(7) H(6) 3.2235 yes . 2_756 H(7) H(7) 3.3120 yes . 2_756 H(7) H(8) 2.8864 yes . 2_756 H(8) Cl(1) 3.1238 yes . 2_665 H(8) Cl(2) 3.3949 yes . 1_546 H(8) C(11) 3.2454 yes . 2_756 H(8) C(12) 3.2901 yes . 2_756 H(8) H(3) 3.4145 yes . 2_755 H(8) H(4) 3.0029 yes . 2_755 H(8) H(5) 3.2585 yes . 2_756 H(8) H(6) 2.7919 yes . 2_756 H(8) H(7) 2.8864 yes . 2_756 H(8) H(8) 3.2983 yes . 2_756 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================