# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global #TrackingRef '- compound-1-MF3-9B.cif' _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 loop_ _publ_author_name _publ_author_address 'Kai-Yao Wang' ; State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou, Fujian 350002 Graduate School of the Chinese Academy of Sciences Beijing, 10049 P. R. CHINA ; 'Mei-Ling Feng' ; State Key Lab of Structural Chemistry Fujian Institute of Reseach on the Structure of Matter, Chinese Academy of Sciences Fuzhou 350002 P. R. CHINA ; 'De-Nian Kong' ; State Key Lab of Structural Chemistry Fujian Institute of Reseach on the Structure of Matter, Chinese Academy of Sciences Fuzhou 350002 P. R. CHINA ; 'Xiao-Ying Huang' ; State Key Lab of Structural Chemistry Fujian Institute of Reseach on the Structure of Matter, Chinese Academy of Sciences Fuzhou 350002 P. R. CHINA ; _publ_contact_author_address ; State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Chinese Academy of Sciences Fuzhou, Fujian 350002 P. R. CHINA ; _publ_contact_author_email xyhuang@fjirsm.ac.cn _publ_contact_author_fax 86-59183793727 _publ_contact_author_phone 86-59183793727 _publ_contact_author_name 'Prof Xiao-Ying Huang' _publ_section_title ; Layered indium chalcogenidoantimonates [Me2NH2]2In2Sb2S7-xSex (x =0, 2.20, 4.20, 7) with tunable band gaps and photocatalytic properties ; data_compound-1-MF3-9B _database_code_depnum_ccdc_archive 'CCDC 832588' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'In2 S7 Sb2, 2(C2 H8 N)' _chemical_formula_sum 'C4 H16 In2 N2 S7 Sb2' _chemical_formula_weight 789.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.8124(6) _cell_length_b 6.96070(10) _cell_length_c 16.8179(4) _cell_angle_alpha 90.00 _cell_angle_beta 123.610(17) _cell_angle_gamma 90.00 _cell_volume 1931.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2257 _cell_measurement_theta_min 3.1762 _cell_measurement_theta_max 27.4835 _exptl_crystal_description lathe _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.716 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 5.864 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.509 _exptl_absorpt_correction_T_max 0.703 _exptl_absorpt_process_details 'CrystalClear (Rigaku/MSC Inc., 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Mercury70 (2x2 bin mode)' _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7084 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2217 _reflns_number_gt 2031 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 3.0 Crystal Impact' _computing_publication_material 'Windows Word2003' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0480P)^2^+4.8000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2217 _refine_ls_number_parameters 80 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0875 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.034565(18) 0.27071(5) 0.45211(2) 0.02152(12) Uani 1 1 d . . . In1 In -0.04183(2) 0.22835(5) 0.60850(2) 0.02278(12) Uani 1 1 d . . . S1 S 0.0000 0.4216(3) 0.7500 0.0283(4) Uani 1 2 d S . . S2 S 0.07897(7) 0.14021(19) 0.60839(8) 0.0283(3) Uani 1 1 d . . . S3 S 0.11911(8) 0.06982(18) 0.42149(9) 0.0291(3) Uani 1 1 d . . . S4 S 0.13055(8) 0.53869(19) 0.51744(8) 0.0306(3) Uani 1 1 d . . . N1 N 0.1922(3) 0.4268(8) 0.3518(4) 0.0524(14) Uani 1 1 d . . . H1A H 0.1410 0.4337 0.3368 0.063 Uiso 1 1 calc R . . H1B H 0.2233 0.3805 0.4116 0.063 Uiso 1 1 calc R . . C1 C 0.1942(4) 0.2906(12) 0.2865(5) 0.060(2) Uani 1 1 d . . . H1E H 0.1702 0.1712 0.2870 0.090 Uiso 1 1 calc R . . H1C H 0.2494 0.2689 0.3068 0.090 Uiso 1 1 calc R . . H1D H 0.1645 0.3426 0.2230 0.090 Uiso 1 1 calc R . . C2 C 0.2197(4) 0.6216(11) 0.3504(5) 0.0596(19) Uani 1 1 d . . . H2A H 0.2175 0.7003 0.3958 0.089 Uiso 1 1 calc R . . H2B H 0.1853 0.6754 0.2877 0.089 Uiso 1 1 calc R . . H2C H 0.2745 0.6166 0.3668 0.089 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.02475(19) 0.0177(2) 0.02342(18) 0.00123(11) 0.01413(15) 0.00079(11) In1 0.0315(2) 0.0160(2) 0.02562(19) -0.00047(12) 0.01882(16) -0.00168(12) S1 0.0401(9) 0.0233(10) 0.0236(7) 0.000 0.0189(7) 0.000 S2 0.0271(6) 0.0325(8) 0.0267(6) 0.0069(5) 0.0158(5) 0.0023(5) S3 0.0372(7) 0.0188(7) 0.0458(7) -0.0028(5) 0.0321(6) -0.0036(5) S4 0.0354(7) 0.0188(7) 0.0293(6) 0.0002(5) 0.0127(5) -0.0045(5) N1 0.068(4) 0.049(4) 0.064(3) -0.004(3) 0.052(3) -0.012(3) C1 0.042(4) 0.095(6) 0.047(4) -0.014(4) 0.027(3) -0.006(4) C2 0.045(4) 0.056(5) 0.064(4) 0.015(4) 0.021(3) -0.009(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sb1 S2 2.4386(12) . ? Sb1 S3 2.4458(12) . ? Sb1 S4 2.4474(13) . ? In1 S1 2.4446(11) . ? In1 S3 2.4599(13) 5_556 ? In1 S4 2.4665(14) 5_566 ? In1 S2 2.4717(12) . ? S1 In1 2.4446(11) 2_556 ? S3 In1 2.4599(13) 5_556 ? S4 In1 2.4665(14) 5_566 ? N1 C2 1.467(8) . ? N1 C1 1.469(8) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 H1E 0.9600 . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Sb1 S3 97.67(5) . . ? S2 Sb1 S4 94.19(5) . . ? S3 Sb1 S4 94.46(4) . . ? S1 In1 S3 120.07(4) . 5_556 ? S1 In1 S4 99.83(5) . 5_566 ? S3 In1 S4 108.17(5) 5_556 5_566 ? S1 In1 S2 109.31(4) . . ? S3 In1 S2 106.47(4) 5_556 . ? S4 In1 S2 113.12(4) 5_566 . ? In1 S1 In1 113.23(7) . 2_556 ? Sb1 S2 In1 97.85(5) . . ? Sb1 S3 In1 96.00(4) . 5_556 ? Sb1 S4 In1 96.22(5) . 5_566 ? C2 N1 C1 114.8(5) . . ? C2 N1 H1A 108.6 . . ? C1 N1 H1A 108.6 . . ? C2 N1 H1B 108.6 . . ? C1 N1 H1B 108.6 . . ? H1A N1 H1B 107.5 . . ? N1 C1 H1E 109.5 . . ? N1 C1 H1C 109.5 . . ? H1E C1 H1C 109.5 . . ? N1 C1 H1D 109.5 . . ? H1E C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S3 In1 S1 In1 38.18(4) 5_556 . . 2_556 ? S4 In1 S1 In1 155.95(3) 5_566 . . 2_556 ? S2 In1 S1 In1 -85.18(4) . . . 2_556 ? S3 Sb1 S2 In1 -156.48(5) . . . . ? S4 Sb1 S2 In1 108.44(5) . . . . ? S1 In1 S2 Sb1 -124.14(5) . . . . ? S3 In1 S2 Sb1 104.78(5) 5_556 . . . ? S4 In1 S2 Sb1 -13.88(6) 5_566 . . . ? S2 Sb1 S3 In1 72.59(5) . . . 5_556 ? S4 Sb1 S3 In1 167.43(4) . . . 5_556 ? S2 Sb1 S4 In1 -146.10(4) . . . 5_566 ? S3 Sb1 S4 In1 115.86(5) . . . 5_566 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A S1 0.90 2.54 3.365(6) 153.2 5_566 N1 H1B S3 0.90 2.84 3.569(6) 139.5 7_556 C2 H2B S2 0.96 2.85 3.811(7) 175.1 6_565 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.787 _refine_diff_density_min -0.891 _refine_diff_density_rms 0.162 # Attachment '- compound-2-KW3-10B.cif' # Supplementary Material (ESI) for CrystEngComm data_compound-2-KW3-10B _database_code_depnum_ccdc_archive 'CCDC 832589' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'In2 Sb2 S4.8 Se2.2, 2(C2 H8 N)' _chemical_formula_sum 'C4 H16 In2 N2 S4.80 Sb2 Se2.20' _chemical_formula_weight 892.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.0561(16) _cell_length_b 7.0325(3) _cell_length_c 16.8343(16) _cell_angle_alpha 90.00 _cell_angle_beta 123.485(12) _cell_angle_gamma 90.00 _cell_volume 1980.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2281 _cell_measurement_theta_min 2.4303 _cell_measurement_theta_max 28.9627 _exptl_crystal_description sheet _exptl_crystal_colour brown _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.995 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1622 _exptl_absorpt_coefficient_mu 9.532 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.31430 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis CCD; Oxford, 2006' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6427 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 26.75 _reflns_number_total 2097 _reflns_number_gt 1717 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND. Version 3.0. Crystal Impact' _computing_publication_material 'Windows Word 2003' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0780P)^2^+8.1600P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2097 _refine_ls_number_parameters 84 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1329 _refine_ls_wR_factor_gt 0.1212 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.03457(3) 0.27117(7) 0.45202(4) 0.0301(2) Uani 1 1 d . . . In1 In -0.04155(3) 0.22702(8) 0.60891(4) 0.0317(2) Uani 1 1 d . . . Se1 Se 0.0000 0.4276(3) 0.7500 0.0407(9) Uani 0.195(8) 2 d SP . . Se2 Se 0.08046(8) 0.1356(2) 0.61133(10) 0.0403(5) Uani 0.313(5) 1 d P . . Se3 Se 0.11966(9) 0.0712(2) 0.41832(12) 0.0435(6) Uani 0.315(5) 1 d P . . Se4 Se 0.13195(9) 0.5421(2) 0.52146(10) 0.0445(5) Uani 0.374(5) 1 d P . . S1 S 0.0000 0.4276(3) 0.7500 0.0407(9) Uani 0.805(8) 2 d SP . . S2 S 0.08046(8) 0.1356(2) 0.61133(10) 0.0403(5) Uani 0.687(5) 1 d P . . S3 S 0.11966(9) 0.0712(2) 0.41832(12) 0.0435(6) Uani 0.685(5) 1 d P . . S4 S 0.13195(9) 0.5421(2) 0.52146(10) 0.0445(5) Uani 0.626(5) 1 d P . . N1 N 0.1925(7) 0.4320(14) 0.3516(8) 0.079(3) Uani 1 1 d . . . H1A H 0.1425 0.4368 0.3386 0.095 Uiso 1 1 calc R . . H1B H 0.2244 0.3866 0.4112 0.095 Uiso 1 1 calc R . . C1 C 0.1930(7) 0.2947(19) 0.2857(9) 0.075(4) Uani 1 1 d . . . H1E H 0.1706 0.1761 0.2886 0.113 Uiso 1 1 calc R . . H1C H 0.2469 0.2747 0.3036 0.113 Uiso 1 1 calc R . . H1D H 0.1616 0.3438 0.2220 0.113 Uiso 1 1 calc R . . C2 C 0.2165(7) 0.6171(17) 0.3504(9) 0.071(3) Uani 1 1 d . . . H2A H 0.2027 0.6988 0.3849 0.107 Uiso 1 1 calc R . . H2B H 0.1900 0.6603 0.2857 0.107 Uiso 1 1 calc R . . H2C H 0.2733 0.6198 0.3797 0.107 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.0238(3) 0.0294(3) 0.0336(4) 0.0018(2) 0.0137(3) 0.00071(19) In1 0.0300(3) 0.0279(3) 0.0360(4) -0.0018(2) 0.0175(3) -0.0031(2) Se1 0.0447(15) 0.0408(15) 0.0351(14) 0.000 0.0211(11) 0.000 Se2 0.0253(7) 0.0513(10) 0.0391(9) 0.0065(7) 0.0144(6) -0.0002(6) Se3 0.0422(9) 0.0321(8) 0.0668(11) -0.0010(7) 0.0368(8) -0.0036(6) Se4 0.0396(8) 0.0341(8) 0.0471(9) -0.0002(6) 0.0159(7) -0.0062(6) S1 0.0447(15) 0.0408(15) 0.0351(14) 0.000 0.0211(11) 0.000 S2 0.0253(7) 0.0513(10) 0.0391(9) 0.0065(7) 0.0144(6) -0.0002(6) S3 0.0422(9) 0.0321(8) 0.0668(11) -0.0010(7) 0.0368(8) -0.0036(6) S4 0.0396(8) 0.0341(8) 0.0471(9) -0.0002(6) 0.0159(7) -0.0062(6) N1 0.089(8) 0.076(7) 0.096(8) -0.004(6) 0.066(7) -0.011(6) C1 0.044(6) 0.119(11) 0.062(7) -0.022(7) 0.027(6) -0.007(6) C2 0.045(6) 0.072(8) 0.079(8) 0.011(6) 0.023(6) -0.004(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sb1 Se2 2.4949(15) . ? Sb1 Se3 2.5062(15) . ? Sb1 Se4 2.5083(15) . ? In1 Se1 2.4781(15) . ? In1 S3 2.5040(15) 5_556 ? In1 Se3 2.5040(15) 5_556 ? In1 Se2 2.5086(15) . ? In1 S4 2.5198(16) 5_566 ? In1 Se4 2.5198(16) 5_566 ? Se1 In1 2.4781(15) 2_556 ? Se3 In1 2.5040(15) 5_556 ? Se4 In1 2.5198(16) 5_566 ? N1 C2 1.392(14) . ? N1 C1 1.475(14) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 H1E 0.9600 . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Se2 Sb1 Se3 97.79(5) . . ? Se2 Sb1 Se4 93.36(5) . . ? Se3 Sb1 Se4 94.55(5) . . ? Se1 In1 S3 119.85(6) . 5_556 ? Se1 In1 Se3 119.85(6) . 5_556 ? S3 In1 Se3 0.00(7) 5_556 5_556 ? Se1 In1 Se2 108.73(4) . . ? S3 In1 Se2 107.13(5) 5_556 . ? Se3 In1 Se2 107.13(5) 5_556 . ? Se1 In1 S4 99.67(6) . 5_566 ? S3 In1 S4 107.66(5) 5_556 5_566 ? Se3 In1 S4 107.66(5) 5_556 5_566 ? Se2 In1 S4 113.95(5) . 5_566 ? Se1 In1 Se4 99.67(6) . 5_566 ? S3 In1 Se4 107.66(5) 5_556 5_566 ? Se3 In1 Se4 107.66(5) 5_556 5_566 ? Se2 In1 Se4 113.95(5) . 5_566 ? S4 In1 Se4 0.00(12) 5_566 5_566 ? In1 Se1 In1 110.62(10) . 2_556 ? Sb1 Se2 In1 96.12(5) . . ? In1 Se3 Sb1 94.36(5) 5_556 . ? Sb1 Se4 In1 94.73(5) . 5_566 ? C2 N1 C1 117.1(10) . . ? C2 N1 H1A 108.0 . . ? C1 N1 H1A 108.0 . . ? C2 N1 H1B 108.0 . . ? C1 N1 H1B 108.0 . . ? H1A N1 H1B 107.3 . . ? N1 C1 H1E 109.5 . . ? N1 C1 H1C 109.5 . . ? H1E C1 H1C 109.5 . . ? N1 C1 H1D 109.5 . . ? H1E C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S3 In1 Se1 In1 39.00(5) 5_556 . . 2_556 ? Se3 In1 Se1 In1 39.00(5) 5_556 . . 2_556 ? Se2 In1 Se1 In1 -84.59(4) . . . 2_556 ? S4 In1 Se1 In1 155.91(4) 5_566 . . 2_556 ? Se4 In1 Se1 In1 155.91(4) 5_566 . . 2_556 ? Se3 Sb1 Se2 In1 -156.83(5) . . . . ? Se4 Sb1 Se2 In1 108.11(6) . . . . ? Se1 In1 Se2 Sb1 -122.66(6) . . . . ? S3 In1 Se2 Sb1 106.47(6) 5_556 . . . ? Se3 In1 Se2 Sb1 106.47(6) 5_556 . . . ? S4 In1 Se2 Sb1 -12.50(7) 5_566 . . . ? Se4 In1 Se2 Sb1 -12.50(7) 5_566 . . . ? Se2 Sb1 Se3 In1 71.65(6) . . . 5_556 ? Se4 Sb1 Se3 In1 165.68(6) . . . 5_556 ? Se2 Sb1 Se4 In1 -147.50(5) . . . 5_566 ? Se3 Sb1 Se4 In1 114.41(6) . . . 5_566 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Se1 0.90 2.57 3.393(11) 152.5 5_566 N1 H1B Se3 0.90 2.86 3.619(12) 142.4 7_556 C2 H2B Se2 0.96 2.90 3.814(12) 160.4 6_565 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 2.940 _refine_diff_density_min -1.424 _refine_diff_density_rms 0.275 # Attachment '- compound-3-KW3-10D.cif' # Supplementary Material (ESI) for CrystEngComm data_compound-3-KW3-10D _database_code_depnum_ccdc_archive 'CCDC 832590' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'In2 Sb2 S2.8 Se4.2, 2(C2 H8 N)' _chemical_formula_sum 'C4 H16 In2 N2 S2.80 Sb2 Se4.20' _chemical_formula_weight 986.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.2182(19) _cell_length_b 7.1175(3) _cell_length_c 16.974(3) _cell_angle_alpha 90.00 _cell_angle_beta 123.619(14) _cell_angle_gamma 90.00 _cell_volume 2034.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1231 _cell_measurement_theta_min 2.4145 _cell_measurement_theta_max 29.1225 _exptl_crystal_description sheet _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.222 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1766 _exptl_absorpt_coefficient_mu 12.654 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.35505 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis CCD; Oxford, 2006' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4660 _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_sigmaI/netI 0.0608 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 26.74 _reflns_number_total 2146 _reflns_number_gt 1636 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND. Version 3.0. Crystal Impact' _computing_publication_material 'Windows Word 2003' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0143P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2146 _refine_ls_number_parameters 84 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0659 _refine_ls_wR_factor_gt 0.0596 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.03443(3) 0.26943(6) 0.45212(4) 0.02554(14) Uani 1 1 d . . . In1 In -0.04166(4) 0.22741(7) 0.60915(4) 0.02677(15) Uani 1 1 d . . . Se1 Se 0.0000 0.4323(2) 0.7500 0.0305(6) Uani 0.396(5) 2 d SP . . Se2 Se 0.08154(7) 0.13110(14) 0.61271(8) 0.0295(4) Uani 0.592(4) 1 d P . . Se3 Se 0.12073(7) 0.07162(12) 0.41746(8) 0.0320(4) Uani 0.627(4) 1 d P . . Se4 Se 0.13257(7) 0.54249(12) 0.52364(7) 0.0338(4) Uani 0.683(4) 1 d P . . S1 S 0.0000 0.4323(2) 0.7500 0.0305(6) Uani 0.604(5) 2 d SP . . S2 S 0.08154(7) 0.13110(14) 0.61271(8) 0.0295(4) Uani 0.408(4) 1 d P . . S3 S 0.12073(7) 0.07162(12) 0.41746(8) 0.0320(4) Uani 0.373(4) 1 d P . . S4 S 0.13257(7) 0.54249(12) 0.52364(7) 0.0338(4) Uani 0.317(4) 1 d P . . N1 N 0.1908(6) 0.4320(11) 0.3486(7) 0.076(3) Uani 1 1 d . . . H1A H 0.1406 0.4393 0.3335 0.092 Uiso 1 1 calc R . . H1B H 0.2207 0.3847 0.4075 0.092 Uiso 1 1 calc R . . C1 C 0.1919(6) 0.2974(15) 0.2840(7) 0.076(4) Uani 1 1 d . . . H1E H 0.1744 0.1768 0.2908 0.114 Uiso 1 1 calc R . . H1C H 0.2450 0.2870 0.2988 0.114 Uiso 1 1 calc R . . H1D H 0.1572 0.3403 0.2200 0.114 Uiso 1 1 calc R . . C2 C 0.2181(6) 0.6217(12) 0.3507(8) 0.068(3) Uani 1 1 d . . . H2A H 0.2082 0.6997 0.3892 0.102 Uiso 1 1 calc R . . H2B H 0.1902 0.6712 0.2875 0.102 Uiso 1 1 calc R . . H2C H 0.2741 0.6197 0.3766 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.0274(3) 0.0224(2) 0.0265(3) 0.0018(2) 0.0147(3) 0.0012(2) In1 0.0351(4) 0.0201(3) 0.0283(3) -0.0004(2) 0.0196(3) -0.0021(3) Se1 0.0437(14) 0.0267(9) 0.0218(10) 0.000 0.0185(10) 0.000 Se2 0.0263(7) 0.0340(6) 0.0281(6) 0.0066(5) 0.0151(6) 0.0004(5) Se3 0.0389(8) 0.0207(5) 0.0487(8) -0.0019(5) 0.0320(7) -0.0033(5) Se4 0.0392(8) 0.0207(5) 0.0303(6) 0.0007(4) 0.0123(6) -0.0052(5) S1 0.0437(14) 0.0267(9) 0.0218(10) 0.000 0.0185(10) 0.000 S2 0.0263(7) 0.0340(6) 0.0281(6) 0.0066(5) 0.0151(6) 0.0004(5) S3 0.0389(8) 0.0207(5) 0.0487(8) -0.0019(5) 0.0320(7) -0.0033(5) S4 0.0392(8) 0.0207(5) 0.0303(6) 0.0007(4) 0.0123(6) -0.0052(5) N1 0.089(9) 0.077(6) 0.088(7) -0.001(6) 0.065(7) -0.010(6) C1 0.064(9) 0.113(9) 0.069(8) -0.029(7) 0.048(8) -0.019(7) C2 0.054(8) 0.051(6) 0.088(9) 0.014(6) 0.033(8) -0.005(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sb1 Se2 2.5361(12) . ? Sb1 Se3 2.5515(10) . ? Sb1 Se4 2.5536(11) . ? In1 Se1 2.5144(11) . ? In1 S3 2.5476(11) 5_556 ? In1 Se3 2.5476(11) 5_556 ? In1 Se2 2.5518(12) . ? In1 S4 2.5600(12) 5_566 ? In1 Se4 2.5600(12) 5_566 ? Se1 In1 2.5144(11) 2_556 ? Se3 In1 2.5476(11) 5_556 ? Se4 In1 2.5600(12) 5_566 ? N1 C2 1.453(10) . ? N1 C1 1.467(11) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 H1E 0.9600 . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Se2 Sb1 Se3 97.81(4) . . ? Se2 Sb1 Se4 93.09(4) . . ? Se3 Sb1 Se4 94.53(4) . . ? Se1 In1 S3 120.01(4) . 5_556 ? Se1 In1 Se3 120.01(4) . 5_556 ? S3 In1 Se3 0.00(5) 5_556 5_556 ? Se1 In1 Se2 108.94(4) . . ? S3 In1 Se2 106.76(4) 5_556 . ? Se3 In1 Se2 106.76(4) 5_556 . ? Se1 In1 S4 99.52(4) . 5_566 ? S3 In1 S4 107.71(4) 5_556 5_566 ? Se3 In1 S4 107.71(4) 5_556 5_566 ? Se2 In1 S4 114.10(4) . 5_566 ? Se1 In1 Se4 99.52(4) . 5_566 ? S3 In1 Se4 107.71(4) 5_556 5_566 ? Se3 In1 Se4 107.71(4) 5_556 5_566 ? Se2 In1 Se4 114.10(4) . 5_566 ? S4 In1 Se4 0.00(10) 5_566 5_566 ? In1 Se1 In1 109.10(6) . 2_556 ? Sb1 Se2 In1 95.13(4) . . ? In1 Se3 Sb1 93.42(4) 5_556 . ? Sb1 Se4 In1 94.49(4) . 5_566 ? C2 N1 C1 117.5(8) . . ? C2 N1 H1A 107.9 . . ? C1 N1 H1A 107.9 . . ? C2 N1 H1B 107.9 . . ? C1 N1 H1B 107.9 . . ? H1A N1 H1B 107.2 . . ? N1 C1 H1E 109.5 . . ? N1 C1 H1C 109.5 . . ? H1E C1 H1C 109.5 . . ? N1 C1 H1D 109.5 . . ? H1E C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S3 In1 Se1 In1 39.37(4) 5_556 . . 2_556 ? Se3 In1 Se1 In1 39.37(4) 5_556 . . 2_556 ? Se2 In1 Se1 In1 -84.01(3) . . . 2_556 ? S4 In1 Se1 In1 156.30(3) 5_566 . . 2_556 ? Se4 In1 Se1 In1 156.30(3) 5_566 . . 2_556 ? Se3 Sb1 Se2 In1 -157.84(4) . . . . ? Se4 Sb1 Se2 In1 107.16(4) . . . . ? Se1 In1 Se2 Sb1 -121.81(4) . . . . ? S3 In1 Se2 Sb1 107.23(4) 5_556 . . . ? Se3 In1 Se2 Sb1 107.23(4) 5_556 . . . ? S4 In1 Se2 Sb1 -11.63(5) 5_566 . . . ? Se4 In1 Se2 Sb1 -11.63(5) 5_566 . . . ? Se2 Sb1 Se3 In1 71.34(4) . . . 5_556 ? Se4 Sb1 Se3 In1 165.09(4) . . . 5_556 ? Se2 Sb1 Se4 In1 -148.61(4) . . . 5_566 ? Se3 Sb1 Se4 In1 113.30(4) . . . 5_566 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Se1 0.90 2.54 3.385(9) 156.3 5_566 N1 H1B Se3 0.90 2.94 3.679(10) 140.3 7_556 C2 H2B Se2 0.96 2.90 3.832(11) 164.9 6_565 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.74 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.850 _refine_diff_density_min -0.954 _refine_diff_density_rms 0.203 # Attachment '- compound-4-KW1-40C.cif' # Supplementary Material (ESI) for CrystEngComm data_compound-4-KW1-40C _database_code_depnum_ccdc_archive 'CCDC 832591' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'In2 Sb2 Se7, 2(C2 H8 N)' _chemical_formula_sum 'C4 H16 In2 N2 Sb2 Se7' _chemical_formula_weight 1118.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.3648(11) _cell_length_b 7.1872(2) _cell_length_c 17.1677(15) _cell_angle_alpha 90.00 _cell_angle_beta 123.551(9) _cell_angle_gamma 90.00 _cell_volume 2094.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2196 _cell_measurement_theta_min 2.3953 _cell_measurement_theta_max 28.7280 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1968 _exptl_absorpt_coefficient_mu 16.879 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.86342 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlis CCD; Oxford, 2006' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3977 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 26.55 _reflns_number_total 2162 _reflns_number_gt 1604 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND. Version 3.0. Crystal Impact' _computing_publication_material 'Windows Word 2003' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0080P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2162 _refine_ls_number_parameters 80 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0253 _refine_ls_wR_factor_ref 0.0415 _refine_ls_wR_factor_gt 0.0407 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.03443(2) 0.26840(4) 0.45243(3) 0.02494(10) Uani 1 1 d . . . In1 In -0.04210(3) 0.22841(5) 0.60894(3) 0.02683(11) Uani 1 1 d . . . Se1 Se 0.0000 0.43858(10) 0.7500 0.0314(2) Uani 1 2 d S . . Se2 Se 0.08167(4) 0.12788(8) 0.61320(4) 0.03060(15) Uani 1 1 d . . . Se3 Se 0.12137(4) 0.07109(7) 0.41784(5) 0.03318(17) Uani 1 1 d . . . Se4 Se 0.13169(4) 0.54366(7) 0.52482(4) 0.03678(17) Uani 1 1 d . . . N1 N 0.1948(4) 0.4275(7) 0.3506(4) 0.0640(18) Uani 1 1 d . . . H1A H 0.2278 0.3804 0.4082 0.077 Uiso 1 1 calc R . . H1B H 0.1463 0.4295 0.3401 0.077 Uiso 1 1 calc R . . C1 C 0.1933(5) 0.2999(9) 0.2832(5) 0.067(2) Uani 1 1 d . . . H1E H 0.1743 0.1806 0.2874 0.100 Uiso 1 1 calc R . . H1C H 0.2455 0.2869 0.2967 0.100 Uiso 1 1 calc R . . H1D H 0.1590 0.3486 0.2212 0.100 Uiso 1 1 calc R . . C2 C 0.2186(4) 0.6205(9) 0.3503(6) 0.068(2) Uani 1 1 d . . . H2A H 0.2209 0.6887 0.3998 0.103 Uiso 1 1 calc R . . H2B H 0.1809 0.6776 0.2914 0.103 Uiso 1 1 calc R . . H2C H 0.2695 0.6213 0.3595 0.103 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.0289(2) 0.01856(18) 0.0279(2) 0.00148(18) 0.01604(19) 0.00091(19) In1 0.0356(3) 0.01849(19) 0.0300(2) -0.00200(19) 0.0204(2) -0.0030(2) Se1 0.0457(6) 0.0236(4) 0.0260(5) 0.000 0.0205(5) 0.000 Se2 0.0281(4) 0.0337(3) 0.0289(4) 0.0059(3) 0.0151(3) 0.0006(3) Se3 0.0433(4) 0.0206(3) 0.0506(4) -0.0009(3) 0.0354(4) -0.0034(3) Se4 0.0413(4) 0.0219(3) 0.0325(4) 0.0002(3) 0.0112(3) -0.0067(3) N1 0.061(5) 0.062(4) 0.079(5) -0.001(4) 0.045(4) -0.016(4) C1 0.063(6) 0.092(6) 0.065(6) -0.020(5) 0.048(5) -0.012(5) C2 0.043(5) 0.061(5) 0.092(7) 0.015(5) 0.032(5) -0.006(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sb1 Se2 2.5746(7) . ? Sb1 Se4 2.5809(7) . ? Sb1 Se3 2.5809(7) . ? In1 Se1 2.5663(6) . ? In1 Se3 2.5751(7) 5_556 ? In1 Se4 2.5797(8) 5_566 ? In1 Se2 2.5840(8) . ? Se1 In1 2.5663(6) 2_556 ? Se3 In1 2.5751(7) 5_556 ? Se4 In1 2.5797(8) 5_566 ? N1 C1 1.463(7) . ? N1 C2 1.471(7) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 H1E 0.9600 . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Se2 Sb1 Se4 92.97(2) . . ? Se2 Sb1 Se3 97.68(2) . . ? Se4 Sb1 Se3 95.19(2) . . ? Se1 In1 Se3 120.66(2) . 5_556 ? Se1 In1 Se4 99.75(2) . 5_566 ? Se3 In1 Se4 107.86(3) 5_556 5_566 ? Se1 In1 Se2 109.03(2) . . ? Se3 In1 Se2 106.07(2) 5_556 . ? Se4 In1 Se2 113.68(2) 5_566 . ? In1 Se1 In1 107.89(3) . 2_556 ? Sb1 Se2 In1 94.55(2) . . ? In1 Se3 Sb1 93.34(2) 5_556 . ? In1 Se4 Sb1 94.65(3) 5_566 . ? C1 N1 C2 116.8(6) . . ? C1 N1 H1A 108.1 . . ? C2 N1 H1A 108.1 . . ? C1 N1 H1B 108.1 . . ? C2 N1 H1B 108.1 . . ? H1A N1 H1B 107.3 . . ? N1 C1 H1E 109.5 . . ? N1 C1 H1C 109.5 . . ? H1E C1 H1C 109.5 . . ? N1 C1 H1D 109.5 . . ? H1E C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Se3 In1 Se1 In1 39.61(2) 5_556 . . 2_556 ? Se4 In1 Se1 In1 157.23(2) 5_566 . . 2_556 ? Se2 In1 Se1 In1 -83.406(19) . . . 2_556 ? Se4 Sb1 Se2 In1 105.87(2) . . . . ? Se3 Sb1 Se2 In1 -158.49(2) . . . . ? Se1 In1 Se2 Sb1 -121.11(2) . . . . ? Se3 In1 Se2 Sb1 107.54(2) 5_556 . . . ? Se4 In1 Se2 Sb1 -10.82(3) 5_566 . . . ? Se2 Sb1 Se3 In1 71.23(3) . . . 5_556 ? Se4 Sb1 Se3 In1 164.94(2) . . . 5_556 ? Se2 Sb1 Se4 In1 -149.84(2) . . . 5_566 ? Se3 Sb1 Se4 In1 112.16(2) . . . 5_566 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1B Se1 0.90 2.66 3.474(6) 151.0 5_566 N1 H1A Se3 0.90 2.89 3.656(7) 144.4 7_556 C2 H2B Se2 0.96 2.93 3.882(8) 173.3 6_565 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.55 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.908 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.159