# 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 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_address M.Owczarek ;Faculty of Chemistry, University of Wroclaw, Joliot Curie 14, 50-383 Wroclaw, Poland ; P.Szklarz ;Faculty of Chemistry, University of Wroclaw, Joliot Curie 14, 50-383 Wroclaw, Poland ; R.Jakubas ;Faculty of Chemistry, University of Wroclaw, Joliot Curie 14, 50-383 Wroclaw, Poland ; A.Miniewicz ;Institute of Physical and Theoretical Chemistry, Wroclaw University of Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland ; _publ_contact_author_address ;Faculty of Chemistry, University of Wroclaw, Joliot Curie 14, 50-383 Wroclaw, Poland ; _publ_contact_author_email magdalena.owczarek@chem.uni.wroc.pl _publ_contact_author_name 'Owczarek, Magdalena' data_morbib _database_code_depnum_ccdc_archive 'CCDC 866102' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Bi Br5, 2(C4 H10 N O)' _chemical_formula_sum 'C8 H20 Bi Br5 N2 O2' _chemical_formula_weight 784.79 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.246(3) _cell_length_b 10.331(3) _cell_length_c 18.694(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1785.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 13603 _cell_measurement_theta_min 2.9 _cell_measurement_theta_max 36.8 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.919 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 21.059 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.020 _exptl_absorpt_correction_T_max 0.125 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_ambient_temperature 100(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 'Goniometer KM4/Xcalibur, detector: Sapphire2 (large Be window)' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18664 _diffrn_reflns_av_R_equivalents 0.0316 _diffrn_reflns_av_sigmaI/netI 0.0370 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 36.91 _reflns_number_total 6519 _reflns_number_gt 5840 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0159P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.042(4) _refine_ls_number_reflns 6519 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0254 _refine_ls_R_factor_gt 0.0205 _refine_ls_wR_factor_ref 0.0372 _refine_ls_wR_factor_gt 0.0367 _refine_ls_goodness_of_fit_ref 0.969 _refine_ls_restrained_S_all 0.969 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi Bi 0.417326(14) 0.409875(11) 0.571508(6) 0.00927(3) Uani 1 1 d . . . Br2 Br 0.39338(4) 0.60157(3) 0.451255(16) 0.01183(7) Uani 1 1 d . . . Br1 Br 0.20939(4) 0.55297(3) 0.63318(2) 0.01472(8) Uani 1 1 d . . . Br3 Br 0.62036(4) 0.57242(3) 0.626320(18) 0.01340(7) Uani 1 1 d . . . Br5 Br 0.15943(4) 0.24898(4) 0.511979(17) 0.01509(7) Uani 1 1 d . . . Br4 Br 0.45819(4) 0.25279(4) 0.685790(17) 0.01399(7) Uani 1 1 d . . . C6 C 0.5814(4) 0.4357(3) 0.98809(17) 0.0149(7) Uani 1 1 d . . . H6A H 0.5867 0.3979 1.0367 0.018 Uiso 1 1 calc R . . H6B H 0.5604 0.5293 0.9927 0.018 Uiso 1 1 calc R . . O2 O 0.7192(3) 0.4671(2) 0.87901(13) 0.0147(5) Uani 1 1 d . . . N1 N 0.5320(3) 0.3891(3) 0.32915(15) 0.0129(6) Uani 1 1 d . . . H1C H 0.5877 0.3515 0.3642 0.015 Uiso 1 1 calc R . . H1D H 0.5271 0.4765 0.3383 0.015 Uiso 1 1 calc R . . N2 N 0.4640(3) 0.3708(3) 0.94608(16) 0.0141(6) Uani 1 1 d . . . H2C H 0.4783 0.2827 0.9466 0.017 Uiso 1 1 calc R . . H2D H 0.3759 0.3878 0.9670 0.017 Uiso 1 1 calc R . . O1 O 0.4544(3) 0.1751(2) 0.24049(13) 0.0165(6) Uani 1 1 d . . . C7 C 0.4630(4) 0.4178(4) 0.87051(19) 0.0171(7) Uani 1 1 d . . . H7A H 0.4348 0.5103 0.8693 0.020 Uiso 1 1 calc R . . H7B H 0.3913 0.3681 0.8424 0.020 Uiso 1 1 calc R . . C2 C 0.6005(4) 0.3673(3) 0.25791(16) 0.0138(7) Uani 1 1 d . . . H2A H 0.7018 0.3985 0.2588 0.017 Uiso 1 1 calc R . . H2B H 0.5475 0.4165 0.2208 0.017 Uiso 1 1 calc R . . C5 C 0.7226(4) 0.4165(4) 0.94985(17) 0.0140(7) Uani 1 1 d . . . H5A H 0.8007 0.4597 0.9771 0.017 Uiso 1 1 calc R . . H5B H 0.7451 0.3228 0.9479 0.017 Uiso 1 1 calc R . . C1 C 0.5976(4) 0.2243(3) 0.24000(18) 0.0167(7) Uani 1 1 d . . . H1A H 0.6408 0.2106 0.1921 0.020 Uiso 1 1 calc R . . H1B H 0.6567 0.1763 0.2753 0.020 Uiso 1 1 calc R . . C8 C 0.6101(4) 0.4018(4) 0.83821(18) 0.0158(7) Uani 1 1 d . . . H8A H 0.6339 0.3084 0.8355 0.019 Uiso 1 1 calc R . . H8B H 0.6095 0.4365 0.7889 0.019 Uiso 1 1 calc R . . C4 C 0.3918(4) 0.1913(3) 0.3097(2) 0.0174(8) Uani 1 1 d . . . H4A H 0.4505 0.1437 0.3454 0.021 Uiso 1 1 calc R . . H4B H 0.2932 0.1539 0.3099 0.021 Uiso 1 1 calc R . . C3 C 0.3839(4) 0.3327(3) 0.3308(2) 0.0157(7) Uani 1 1 d . . . H3A H 0.3204 0.3800 0.2971 0.019 Uiso 1 1 calc R . . H3B H 0.3426 0.3409 0.3794 0.019 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 Bi 0.00860(6) 0.00915(5) 0.01006(4) -0.00084(4) 0.00028(5) 0.00004(5) Br2 0.01031(17) 0.01346(15) 0.01172(12) 0.00043(12) 0.00046(12) 0.00092(14) Br1 0.01347(19) 0.01249(16) 0.01819(16) -0.00172(13) 0.00531(14) 0.00120(13) Br3 0.01318(18) 0.01287(17) 0.01417(14) -0.00051(12) -0.00326(12) -0.00229(12) Br5 0.01469(18) 0.01421(16) 0.01637(15) -0.00120(15) -0.00236(14) -0.00252(13) Br4 0.01605(19) 0.01214(16) 0.01378(13) 0.00231(13) -0.00040(13) -0.00096(13) C6 0.0130(17) 0.0170(17) 0.0147(13) 0.0006(11) 0.0020(15) -0.0007(15) O2 0.0122(14) 0.0171(13) 0.0147(11) 0.0014(10) -0.0008(10) -0.0050(10) N1 0.0132(15) 0.0121(15) 0.0132(12) -0.0029(11) 0.0004(11) -0.0010(11) N2 0.0080(14) 0.0149(15) 0.0193(14) 0.0033(11) 0.0020(11) 0.0006(11) O1 0.0138(15) 0.0161(13) 0.0196(12) -0.0052(10) -0.0009(10) -0.0028(10) C7 0.0129(18) 0.0184(18) 0.0198(15) 0.0046(15) -0.0052(13) -0.0017(15) C2 0.0168(19) 0.0131(15) 0.0116(13) 0.0005(11) 0.0003(14) 0.0007(14) C5 0.0148(18) 0.0140(16) 0.0134(13) -0.0006(14) -0.0002(13) -0.0013(15) C1 0.017(2) 0.0184(17) 0.0148(14) -0.0033(12) -0.0001(15) 0.0034(16) C8 0.0161(19) 0.0149(16) 0.0163(14) 0.0001(13) -0.0022(13) -0.0031(15) C4 0.016(2) 0.0166(17) 0.0191(15) -0.0009(13) -0.0001(15) -0.0043(14) C3 0.011(2) 0.0156(17) 0.0211(16) -0.0012(13) 0.0019(14) -0.0015(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi Br1 2.6853(6) . ? Bi Br4 2.7093(6) . ? Bi Br3 2.7192(6) . ? Bi Br2 3.0041(7) . ? Bi Br5 3.1124(8) . ? Bi Br5 3.1844(7) 4_556 ? Br5 Bi 3.1844(7) 4_456 ? C6 N2 1.498(4) . ? C6 C5 1.502(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? O2 C5 1.424(4) . ? O2 C8 1.433(4) . ? N1 C3 1.489(4) . ? N1 C2 1.492(4) . ? N1 H1C 0.9200 . ? N1 H1D 0.9200 . ? N2 C7 1.494(5) . ? N2 H2C 0.9200 . ? N2 H2D 0.9200 . ? O1 C1 1.419(5) . ? O1 C4 1.427(4) . ? C7 C8 1.498(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C2 C1 1.515(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C4 C3 1.515(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? 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 Br1 Bi Br4 95.224(19) . . ? Br1 Bi Br3 89.57(2) . . ? Br4 Bi Br3 88.652(19) . . ? Br1 Bi Br2 84.584(19) . . ? Br4 Bi Br2 174.392(11) . . ? Br3 Bi Br2 85.742(19) . . ? Br1 Bi Br5 84.20(2) . . ? Br4 Bi Br5 93.951(18) . . ? Br3 Bi Br5 173.443(11) . . ? Br2 Bi Br5 91.607(17) . . ? Br1 Bi Br5 175.909(11) . 4_556 ? Br4 Bi Br5 88.838(19) . 4_556 ? Br3 Bi Br5 91.01(2) . 4_556 ? Br2 Bi Br5 91.421(19) . 4_556 ? Br5 Bi Br5 95.05(2) . 4_556 ? Bi Br5 Bi 171.511(12) . 4_456 ? N2 C6 C5 108.7(3) . . ? N2 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? N2 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? C5 O2 C8 109.7(3) . . ? C3 N1 C2 110.5(3) . . ? C3 N1 H1C 109.6 . . ? C2 N1 H1C 109.6 . . ? C3 N1 H1D 109.6 . . ? C2 N1 H1D 109.6 . . ? H1C N1 H1D 108.1 . . ? C7 N2 C6 110.8(3) . . ? C7 N2 H2C 109.5 . . ? C6 N2 H2C 109.5 . . ? C7 N2 H2D 109.5 . . ? C6 N2 H2D 109.5 . . ? H2C N2 H2D 108.1 . . ? C1 O1 C4 110.0(3) . . ? N2 C7 C8 109.8(3) . . ? N2 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? N2 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N1 C2 C1 109.7(3) . . ? N1 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? O2 C5 C6 112.0(3) . . ? O2 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? O2 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? O1 C1 C2 111.4(3) . . ? O1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? O1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? O2 C8 C7 111.9(3) . . ? O2 C8 H8A 109.2 . . ? C7 C8 H8A 109.2 . . ? O2 C8 H8B 109.2 . . ? C7 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? O1 C4 C3 111.6(3) . . ? O1 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? O1 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? N1 C3 C4 109.1(3) . . ? N1 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? N1 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? 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 H1D O1 0.92 2.53 3.231(4) 133.2 3_655 N1 H1D Br2 0.92 2.77 3.416(3) 128.4 . N1 H1C Br5 0.92 2.62 3.499(3) 159.7 4_556 N2 H2C Br2 0.92 2.92 3.627(3) 134.3 3_646 N2 H2C Br3 0.92 2.72 3.456(3) 137.4 3_646 N2 H2D Br2 0.92 2.51 3.318(3) 146.8 2_565 _diffrn_measured_fraction_theta_max 0.804 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.555 _refine_diff_density_min -1.195 _refine_diff_density_rms 0.169 # Attachment '- morphBiCl5.cif' data_bicldc _database_code_depnum_ccdc_archive 'CCDC 866103' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Bi Cl5, 2(C4 H10 N O)' _chemical_formula_sum 'C8 H20 Bi Cl5 N2 O2' _chemical_formula_weight 562.49 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.583(3) _cell_length_b 11.466(3) _cell_length_c 19.302(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1678.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 12195 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 28.7 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.226 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 11.297 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.138 _exptl_absorpt_correction_T_max 0.365 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_ambient_temperature 100(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 'Goniometer KM4/Xcalibur, detector: Sapphire2 (large Be window)' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13792 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 28.75 _reflns_number_total 4090 _reflns_number_gt 3985 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0192P)^2^+0.1131P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.019(3) _refine_ls_number_reflns 4090 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0149 _refine_ls_R_factor_gt 0.0141 _refine_ls_wR_factor_ref 0.0321 _refine_ls_wR_factor_gt 0.0320 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Bi Bi 0.432603(13) 0.413345(8) 0.554199(5) 0.00784(3) Uani 1 1 d . . . Cl1 Cl 0.19277(9) 0.53784(6) 0.61063(4) 0.01333(13) Uani 1 1 d . . . Cl3 Cl 0.69866(9) 0.54963(6) 0.59253(4) 0.01344(14) Uani 1 1 d . . . Cl5 Cl 0.66725(9) 0.23014(6) 0.49786(4) 0.01404(14) Uani 1 1 d . . . Cl4 Cl 0.38372(8) 0.56302(6) 0.44138(4) 0.01408(13) Uani 1 1 d . . . Cl2 Cl 0.45916(9) 0.30237(6) 0.67077(4) 0.01535(14) Uani 1 1 d . . . O1 O 0.5428(3) 0.34542(18) 0.25665(11) 0.0160(5) Uani 1 1 d . . . O2 O 0.6503(3) 0.39036(17) 0.81992(11) 0.0144(4) Uani 1 1 d . . . N2 N 0.5390(3) 0.4360(2) 0.95762(12) 0.0171(5) Uani 1 1 d . . . H2C H 0.5705 0.4445 1.0034 0.021 Uiso 1 1 calc R . . H2D H 0.4191 0.4468 0.9543 0.021 Uiso 1 1 calc R . . N1 N 0.4091(3) 0.1178(2) 0.28794(12) 0.0120(5) Uani 1 1 d . . . H1D H 0.3001 0.1196 0.2670 0.014 Uiso 1 1 calc R . . H1C H 0.4227 0.0461 0.3087 0.014 Uiso 1 1 calc R . . C5 C 0.5494(4) 0.3052(3) 0.85727(15) 0.0155(6) Uani 1 1 d . . . H5A H 0.5820 0.2259 0.8414 0.019 Uiso 1 1 calc R . . H5B H 0.4222 0.3169 0.8480 0.019 Uiso 1 1 calc R . . C6 C 0.5842(4) 0.3160(3) 0.93408(16) 0.0191(6) Uani 1 1 d . . . H6A H 0.5121 0.2583 0.9597 0.023 Uiso 1 1 calc R . . H6B H 0.7100 0.2998 0.9438 0.023 Uiso 1 1 calc R . . C3 C 0.4201(4) 0.2116(2) 0.34135(15) 0.0156(6) Uani 1 1 d . . . H3A H 0.5341 0.2065 0.3662 0.019 Uiso 1 1 calc R . . H3B H 0.3238 0.2022 0.3755 0.019 Uiso 1 1 calc R . . C2 C 0.5499(4) 0.1352(3) 0.23486(14) 0.0136(6) Uani 1 1 d . . . H2A H 0.5373 0.0766 0.1975 0.016 Uiso 1 1 calc R . . H2B H 0.6674 0.1251 0.2564 0.016 Uiso 1 1 calc R . . C1 C 0.5341(4) 0.2569(3) 0.20484(14) 0.0130(6) Uani 1 1 d . . . H1A H 0.6302 0.2694 0.1709 0.016 Uiso 1 1 calc R . . H1B H 0.4206 0.2637 0.1798 0.016 Uiso 1 1 calc R . . C4 C 0.4044(4) 0.3288(3) 0.30574(17) 0.0165(6) Uani 1 1 d . . . H4A H 0.2892 0.3337 0.2818 0.020 Uiso 1 1 calc R . . H4B H 0.4090 0.3916 0.3409 0.020 Uiso 1 1 calc R . . C8 C 0.5969(4) 0.5053(2) 0.83898(16) 0.0163(6) Uani 1 1 d . . . H8A H 0.4696 0.5153 0.8292 0.020 Uiso 1 1 calc R . . H8B H 0.6628 0.5631 0.8110 0.020 Uiso 1 1 calc R . . C7 C 0.6312(4) 0.5266(3) 0.91520(17) 0.0172(7) Uani 1 1 d . . . H7A H 0.7596 0.5236 0.9244 0.021 Uiso 1 1 calc R . . H7B H 0.5880 0.6051 0.9282 0.021 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Bi 0.00746(4) 0.00758(4) 0.00846(5) -0.00097(4) -0.00003(4) 0.00013(4) Cl1 0.0131(3) 0.0119(3) 0.0150(3) -0.0022(3) 0.0036(3) 0.0023(3) Cl3 0.0119(3) 0.0128(3) 0.0156(3) -0.0012(3) -0.0018(3) -0.0033(3) Cl5 0.0123(3) 0.0158(3) 0.0140(3) -0.0030(3) 0.0013(2) 0.0027(3) Cl4 0.0149(3) 0.0157(3) 0.0116(3) 0.0023(3) 0.0006(3) 0.0009(2) Cl2 0.0169(4) 0.0163(3) 0.0128(3) 0.0032(3) 0.0006(3) 0.0007(3) O1 0.0182(12) 0.0121(10) 0.0177(11) -0.0016(8) 0.0043(10) -0.0036(9) O2 0.0166(10) 0.0112(11) 0.0155(10) -0.0009(8) 0.0044(8) 0.0012(8) N2 0.0154(12) 0.0231(14) 0.0128(13) -0.0048(10) -0.0009(9) 0.0013(10) N1 0.0153(12) 0.0099(11) 0.0107(11) 0.0014(9) -0.0040(9) -0.0005(9) C5 0.0167(15) 0.0134(13) 0.0164(15) -0.0012(11) -0.0004(13) -0.0028(13) C6 0.0217(15) 0.0147(14) 0.0210(17) 0.0026(12) -0.0003(14) 0.0010(13) C3 0.0184(14) 0.0176(14) 0.0108(13) -0.0035(11) 0.0016(13) -0.0016(13) C2 0.0182(14) 0.0120(12) 0.0106(13) 0.0006(10) 0.0011(12) 0.0030(12) C1 0.0168(16) 0.0123(13) 0.0099(13) 0.0003(11) 0.0026(10) -0.0002(12) C4 0.0178(16) 0.0141(14) 0.0176(15) -0.0031(12) 0.0070(12) -0.0026(12) C8 0.0210(17) 0.0091(13) 0.0189(15) -0.0003(12) 0.0027(12) 0.0019(11) C7 0.0178(15) 0.0116(15) 0.0223(17) -0.0044(12) 0.0033(12) -0.0020(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Bi Cl1 2.5557(9) . ? Bi Cl2 2.5928(9) . ? Bi Cl3 2.6570(10) . ? Bi Cl5 2.7866(10) 4_456 ? Bi Cl4 2.7973(9) . ? Bi Cl5 2.9600(9) . ? Cl5 Bi 2.7866(10) 4_556 ? O1 C4 1.426(4) . ? O1 C1 1.426(3) . ? O2 C8 1.427(3) . ? O2 C5 1.435(4) . ? N2 C6 1.489(4) . ? N2 C7 1.496(4) . ? N2 H2C 0.9200 . ? N2 H2D 0.9200 . ? N1 C3 1.492(4) . ? N1 C2 1.493(4) . ? N1 H1D 0.9200 . ? N1 H1C 0.9200 . ? C5 C6 1.511(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C3 C4 1.514(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C2 C1 1.516(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C8 C7 1.514(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? 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 Cl1 Bi Cl2 87.68(3) . . ? Cl1 Bi Cl3 95.35(3) . . ? Cl2 Bi Cl3 89.31(2) . . ? Cl1 Bi Cl5 88.26(3) . 4_456 ? Cl2 Bi Cl5 94.55(3) . 4_456 ? Cl3 Bi Cl5 174.83(2) . 4_456 ? Cl1 Bi Cl4 83.96(3) . . ? Cl2 Bi Cl4 170.74(2) . . ? Cl3 Bi Cl4 87.51(2) . . ? Cl5 Bi Cl4 89.19(3) 4_456 . ? Cl1 Bi Cl5 168.74(2) . . ? Cl2 Bi Cl5 85.63(3) . . ? Cl3 Bi Cl5 93.63(3) . . ? Cl5 Bi Cl5 83.26(3) 4_456 . ? Cl4 Bi Cl5 103.24(3) . . ? Bi Cl5 Bi 170.25(3) 4_556 . ? C4 O1 C1 109.7(2) . . ? C8 O2 C5 110.4(2) . . ? C6 N2 C7 111.6(2) . . ? C6 N2 H2C 109.3 . . ? C7 N2 H2C 109.3 . . ? C6 N2 H2D 109.3 . . ? C7 N2 H2D 109.3 . . ? H2C N2 H2D 108.0 . . ? C3 N1 C2 109.7(2) . . ? C3 N1 H1D 109.7 . . ? C2 N1 H1D 109.7 . . ? C3 N1 H1C 109.7 . . ? C2 N1 H1C 109.7 . . ? H1D N1 H1C 108.2 . . ? O2 C5 C6 110.1(2) . . ? O2 C5 H5A 109.6 . . ? C6 C5 H5A 109.6 . . ? O2 C5 H5B 109.6 . . ? C6 C5 H5B 109.6 . . ? H5A C5 H5B 108.2 . . ? N2 C6 C5 109.6(2) . . ? N2 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N2 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? N1 C3 C4 108.8(2) . . ? N1 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? N1 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? N1 C2 C1 109.2(2) . . ? N1 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N1 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? O1 C1 C2 112.5(2) . . ? O1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? O1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.8 . . ? O1 C4 C3 111.3(2) . . ? O1 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? O1 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? O2 C8 C7 110.5(2) . . ? O2 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? O2 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N2 C7 C8 109.8(2) . . ? N2 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? N2 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1C O1 0.92 2.64 3.260(3) 125.7 3_645 N1 H1D O2 0.92 2.03 2.862(3) 149.9 4_456 N1 H1C Cl1 0.92 2.75 3.413(3) 130.0 4_556 N1 H1D Cl2 0.92 2.99 3.621(3) 127.4 4_456 N1 H1C Cl3 0.92 2.78 3.399(3) 125.6 4_456 N2 H2C Cl1 0.92 2.88 3.450(3) 121.1 2_565 N2 H2C Cl3 0.92 2.46 3.281(3) 149.4 2_665 N2 H2D Cl4 0.92 2.31 3.221(3) 169.2 2_565 _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.680 _refine_diff_density_min -0.525 _refine_diff_density_rms 0.091 # Attachment '- morphSbBr5.cif' data_mosbbr _database_code_depnum_ccdc_archive 'CCDC 866104' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Br5 Sb, 2(C4 H10 N O)' _chemical_formula_sum 'C8 H20 Br5 N2 O2 Sb' _chemical_formula_weight 697.56 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.274(3) _cell_length_b 10.325(3) _cell_length_c 18.472(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1768.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 22821 _cell_measurement_theta_min 2.9 _cell_measurement_theta_max 36.9 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.094 _exptl_absorpt_correction_T_max 0.217 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_ambient_temperature 100(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 'Goniometer KM4/Xcalibur, detector: Sapphire2 (large Be window)' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32133 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0314 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 37.02 _reflns_number_total 8493 _reflns_number_gt 7566 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0113P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.349(3) _refine_ls_number_reflns 8493 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0224 _refine_ls_R_factor_gt 0.0173 _refine_ls_wR_factor_ref 0.0278 _refine_ls_wR_factor_gt 0.0273 _refine_ls_goodness_of_fit_ref 0.919 _refine_ls_restrained_S_all 0.919 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb Sb 0.417489(11) 0.586111(9) 0.572708(5) 0.00996(2) Uani 1 1 d . . . Br1 Br 0.218327(18) 0.450119(16) 0.634086(9) 0.01479(3) Uani 1 1 d . . . Br3 Br 0.614216(17) 0.428822(15) 0.628480(9) 0.01376(3) Uani 1 1 d . . . Br4 Br 0.451192(18) 0.740751(16) 0.683255(8) 0.01449(3) Uani 1 1 d . . . Br5 Br 0.167155(18) 0.744695(17) 0.512798(9) 0.01583(3) Uani 1 1 d . . . Br2 Br 0.394024(16) 0.389555(15) 0.452357(8) 0.01225(3) Uani 1 1 d . . . O2 O 0.71737(13) 0.53157(11) 0.87912(6) 0.0150(2) Uani 1 1 d . . . C5 C 0.72194(17) 0.58029(17) 0.95128(9) 0.0139(3) Uani 1 1 d . . . H5A H 0.7428 0.6743 0.9501 0.017 Uiso 1 1 calc R . . H5B H 0.8008 0.5370 0.9781 0.017 Uiso 1 1 calc R . . O1 O 0.44764(14) 0.81842(11) 0.24106(7) 0.0177(2) Uani 1 1 d . . . N2 N 0.46361(15) 0.62480(14) 0.94873(8) 0.0152(3) Uani 1 1 d . . . H2C H 0.4784 0.7129 0.9501 0.018 Uiso 1 1 calc R . . H2D H 0.3759 0.6076 0.9699 0.018 Uiso 1 1 calc R . . N1 N 0.53249(15) 0.60958(14) 0.33322(7) 0.0136(3) Uani 1 1 d . . . H1D H 0.5889 0.6496 0.3675 0.016 Uiso 1 1 calc R . . H1C H 0.5289 0.5226 0.3440 0.016 Uiso 1 1 calc R . . C6 C 0.58090(19) 0.55767(15) 0.99015(9) 0.0153(3) Uani 1 1 d . . . H6A H 0.5606 0.4637 0.9931 0.018 Uiso 1 1 calc R . . H6B H 0.5862 0.5926 1.0400 0.018 Uiso 1 1 calc R . . C2 C 0.59790(19) 0.62803(15) 0.26012(8) 0.0141(3) Uani 1 1 d . . . H2A H 0.5445 0.5761 0.2239 0.017 Uiso 1 1 calc R . . H2B H 0.6994 0.5983 0.2606 0.017 Uiso 1 1 calc R . . C7 C 0.46183(18) 0.57947(17) 0.87143(9) 0.0174(3) Uani 1 1 d . . . H7A H 0.3899 0.6299 0.8436 0.021 Uiso 1 1 calc R . . H7B H 0.4339 0.4870 0.8695 0.021 Uiso 1 1 calc R . . C8 C 0.60903(18) 0.59672(17) 0.83817(9) 0.0164(3) Uani 1 1 d . . . H8A H 0.6082 0.5623 0.7882 0.020 Uiso 1 1 calc R . . H8B H 0.6323 0.6902 0.8357 0.020 Uiso 1 1 calc R . . C1 C 0.5916(2) 0.76976(16) 0.23999(9) 0.0161(3) Uani 1 1 d . . . H1A H 0.6513 0.8201 0.2744 0.019 Uiso 1 1 calc R . . H1B H 0.6327 0.7815 0.1910 0.019 Uiso 1 1 calc R . . C4 C 0.3884(2) 0.80520(16) 0.31220(10) 0.0186(3) Uani 1 1 d . . . H4A H 0.2896 0.8415 0.3129 0.022 Uiso 1 1 calc R . . H4B H 0.4477 0.8551 0.3469 0.022 Uiso 1 1 calc R . . C3 C 0.38347(19) 0.66503(17) 0.33546(10) 0.0173(3) Uani 1 1 d . . . H3A H 0.3443 0.6586 0.3852 0.021 Uiso 1 1 calc R . . H3B H 0.3195 0.6155 0.3027 0.021 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb 0.00986(4) 0.01038(4) 0.00963(4) 0.00074(4) 0.00031(4) -0.00006(4) Br1 0.01394(7) 0.01382(7) 0.01662(8) 0.00158(6) 0.00520(6) -0.00136(6) Br3 0.01391(7) 0.01393(7) 0.01344(7) 0.00021(6) -0.00281(6) 0.00228(6) Br4 0.01700(8) 0.01322(7) 0.01326(7) -0.00223(6) -0.00077(6) 0.00090(6) Br5 0.01624(7) 0.01583(7) 0.01541(7) 0.00047(7) -0.00063(6) 0.00142(6) Br2 0.01144(7) 0.01411(7) 0.01118(6) -0.00022(5) -0.00001(5) -0.00089(6) O2 0.0132(5) 0.0178(6) 0.0141(6) -0.0019(5) -0.0002(5) 0.0042(5) C5 0.0115(6) 0.0160(7) 0.0142(7) -0.0023(6) -0.0002(6) -0.0002(6) O1 0.0191(6) 0.0171(6) 0.0170(6) 0.0046(5) -0.0001(5) 0.0046(5) N2 0.0105(6) 0.0155(6) 0.0196(7) -0.0030(6) 0.0013(5) 0.0001(5) N1 0.0137(6) 0.0133(6) 0.0137(6) 0.0032(5) -0.0007(5) -0.0005(5) C6 0.0155(7) 0.0149(7) 0.0155(7) 0.0000(6) 0.0001(7) -0.0010(7) C2 0.0152(7) 0.0151(7) 0.0121(7) -0.0002(5) 0.0002(6) 0.0022(6) C7 0.0137(7) 0.0191(8) 0.0193(8) -0.0043(7) -0.0036(6) 0.0027(7) C8 0.0167(7) 0.0177(7) 0.0148(7) 0.0001(6) -0.0016(6) 0.0044(7) C1 0.0167(7) 0.0165(7) 0.0151(7) 0.0042(6) 0.0006(7) 0.0003(7) C4 0.0181(8) 0.0180(8) 0.0197(8) -0.0014(7) 0.0024(7) 0.0053(7) C3 0.0121(7) 0.0210(8) 0.0186(8) 0.0032(6) 0.0021(7) 0.0013(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 Sb Br1 2.5823(5) . ? Sb Br4 2.6109(5) . ? Sb Br3 2.6509(5) . ? Sb Br2 3.0180(6) . ? Sb Br5 3.0489(7) . ? O2 C5 1.425(2) . ? O2 C8 1.426(2) . ? C5 C6 1.510(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? O1 C1 1.427(2) . ? O1 C4 1.431(2) . ? N2 C6 1.500(2) . ? N2 C7 1.503(2) . ? N2 H2C 0.9200 . ? N2 H2D 0.9200 . ? N1 C2 1.493(2) . ? N1 C3 1.497(2) . ? N1 H1D 0.9200 . ? N1 H1C 0.9200 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C2 C1 1.511(2) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C7 C8 1.508(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C4 C3 1.510(2) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? 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 Br1 Sb Br4 94.287(17) . . ? Br1 Sb Br3 89.34(2) . . ? Br4 Sb Br3 89.330(17) . . ? Br1 Sb Br2 84.618(17) . . ? Br4 Sb Br2 174.859(6) . . ? Br3 Sb Br2 85.638(17) . . ? Br1 Sb Br5 84.65(2) . . ? Br4 Sb Br5 92.672(16) . . ? Br3 Sb Br5 173.791(6) . . ? Br2 Sb Br5 92.227(16) . . ? C5 O2 C8 110.51(12) . . ? O2 C5 C6 111.36(13) . . ? O2 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? O2 C5 H5B 109.4 . . ? C6 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C1 O1 C4 109.79(12) . . ? C6 N2 C7 110.42(13) . . ? C6 N2 H2C 109.6 . . ? C7 N2 H2C 109.6 . . ? C6 N2 H2D 109.6 . . ? C7 N2 H2D 109.6 . . ? H2C N2 H2D 108.1 . . ? C2 N1 C3 110.58(13) . . ? C2 N1 H1D 109.5 . . ? C3 N1 H1D 109.5 . . ? C2 N1 H1C 109.5 . . ? C3 N1 H1C 109.5 . . ? H1D N1 H1C 108.1 . . ? N2 C6 C5 108.31(13) . . ? N2 C6 H6A 110.0 . . ? C5 C6 H6A 110.0 . . ? N2 C6 H6B 110.0 . . ? C5 C6 H6B 110.0 . . ? H6A C6 H6B 108.4 . . ? N1 C2 C1 109.30(13) . . ? N1 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N1 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? N2 C7 C8 109.91(14) . . ? N2 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? N2 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? O2 C8 C7 111.47(14) . . ? O2 C8 H8A 109.3 . . ? C7 C8 H8A 109.3 . . ? O2 C8 H8B 109.3 . . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? O1 C1 C2 111.94(14) . . ? O1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? O1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? O1 C4 C3 111.36(14) . . ? O1 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? O1 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? N1 C3 C4 109.32(14) . . ? N1 C3 H3A 109.8 . . ? C4 C3 H3A 109.8 . . ? N1 C3 H3B 109.8 . . ? C4 C3 H3B 109.8 . . ? H3A C3 H3B 108.3 . . ? 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 H1C O1 0.92 2.64 3.310(2) 130.4 3_645 N1 H1C Br2 0.92 2.73 3.4137(15) 131.7 . N1 H1D Br5 0.92 2.57 3.4517(16) 160.7 4_566 N2 H2C Br2 0.92 2.82 3.5432(16) 135.9 3_656 N2 H2C Br3 0.92 2.80 3.5225(17) 136.8 3_656 N2 H2D Br2 0.92 2.52 3.3206(18) 145.1 2_565 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.522 _refine_diff_density_min -0.707 _refine_diff_density_rms 0.106 # Attachment '- morphSbCl5.cif' data_morfsb _database_code_depnum_ccdc_archive 'CCDC 866105' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C4 H10 N O), Cl4 Sb, Cl' _chemical_formula_sum 'C8 H20 Cl5 N2 O2 Sb' _chemical_formula_weight 475.26 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.026(3) _cell_length_b 10.120(3) _cell_length_c 17.806(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1626.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 11839 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 36.5 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.941 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 2.513 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.604 _exptl_absorpt_correction_T_max 0.770 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_ambient_temperature 100(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 'Goniometer KM4/Xcalibur, detector: Sapphire2 (large Be window)' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13814 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0207 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 36.57 _reflns_number_total 4197 _reflns_number_gt 4086 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0214P)^2^+0.2951P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.004(11) _refine_ls_number_reflns 4197 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0174 _refine_ls_R_factor_gt 0.0166 _refine_ls_wR_factor_ref 0.0390 _refine_ls_wR_factor_gt 0.0388 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb Sb 0.417079(14) 0.408320(12) 0.428067(7) 0.00996(4) Uani 1 1 d . . . Cl1 Cl 0.22803(6) 0.53724(5) 0.36681(3) 0.01557(10) Uani 1 1 d . . . Cl2 Cl 0.39462(5) 0.60726(5) 0.54385(3) 0.01291(9) Uani 1 1 d . . . Cl5 Cl 0.17391(6) 0.25728(5) 0.48136(3) 0.01729(11) Uani 1 1 d . . . Cl3 Cl 0.60464(6) 0.56068(5) 0.37092(3) 0.01496(10) Uani 1 1 d . . . Cl4 Cl 0.44779(6) 0.25900(5) 0.32155(3) 0.01586(10) Uani 1 1 d . . . O2 O 0.71457(16) 0.46640(15) 0.12088(8) 0.0141(3) Uani 1 1 d . . . O1 O 0.44248(17) 0.17860(15) 0.76057(8) 0.0163(3) Uani 1 1 d . . . N1 N 0.53446(18) 0.39207(18) 0.66680(9) 0.0128(3) Uani 1 1 d . . . H1D H 0.5928 0.3504 0.6317 0.015 Uiso 1 1 calc R . . H1C H 0.5327 0.4808 0.6556 0.015 Uiso 1 1 calc R . . C1 C 0.5909(3) 0.2279(2) 0.76367(11) 0.0146(4) Uani 1 1 d . . . H1A H 0.6538 0.1765 0.7287 0.018 Uiso 1 1 calc R . . H1B H 0.6306 0.2155 0.8150 0.018 Uiso 1 1 calc R . . C6 C 0.5691(2) 0.43629(19) 0.00760(11) 0.0152(4) Uani 1 1 d . . . H6A H 0.5435 0.5313 0.0052 0.018 Uiso 1 1 calc R . . H6B H 0.5731 0.4014 -0.0443 0.018 Uiso 1 1 calc R . . N2 N 0.45487(19) 0.36304(18) 0.05213(10) 0.0148(4) Uani 1 1 d . . . H2C H 0.4743 0.2739 0.0502 0.018 Uiso 1 1 calc R . . H2D H 0.3627 0.3772 0.0316 0.018 Uiso 1 1 calc R . . C8 C 0.6092(2) 0.3947(2) 0.16447(11) 0.0157(4) Uani 1 1 d . . . H8A H 0.6100 0.4282 0.2167 0.019 Uiso 1 1 calc R . . H8B H 0.6373 0.3002 0.1656 0.019 Uiso 1 1 calc R . . C7 C 0.4555(2) 0.4084(3) 0.13227(12) 0.0180(4) Uani 1 1 d . . . H7A H 0.3851 0.3546 0.1620 0.022 Uiso 1 1 calc R . . H7B H 0.4236 0.5019 0.1350 0.022 Uiso 1 1 calc R . . C5 C 0.7172(2) 0.4182(2) 0.04571(11) 0.0140(4) Uani 1 1 d . . . H5C H 0.7432 0.3231 0.0460 0.017 Uiso 1 1 calc R . . H5D H 0.7943 0.4658 0.0169 0.017 Uiso 1 1 calc R . . C2 C 0.5987(2) 0.37230(19) 0.74315(11) 0.0142(4) Uani 1 1 d . . . H2A H 0.5426 0.4252 0.7803 0.017 Uiso 1 1 calc R . . H2B H 0.7030 0.4023 0.7438 0.017 Uiso 1 1 calc R . . C3 C 0.3805(2) 0.3375(2) 0.66340(12) 0.0156(4) Uani 1 1 d . . . H3A H 0.3409 0.3456 0.6118 0.019 Uiso 1 1 calc R . . H3B H 0.3149 0.3875 0.6977 0.019 Uiso 1 1 calc R . . C4 C 0.3853(2) 0.1934(2) 0.68641(12) 0.0180(5) Uani 1 1 d . . . H4A H 0.2841 0.1559 0.6841 0.022 Uiso 1 1 calc R . . H4B H 0.4484 0.1437 0.6508 0.022 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 Sb 0.00954(6) 0.01099(6) 0.00936(5) 0.00044(5) -0.00028(5) -0.00002(5) Cl1 0.0145(2) 0.0154(2) 0.0168(2) 0.00197(19) -0.0052(2) 0.00115(19) Cl2 0.0121(2) 0.0154(2) 0.01118(19) -0.00028(17) 0.00019(16) 0.00087(19) Cl5 0.0182(3) 0.0175(3) 0.0162(2) -0.0002(2) -0.0002(2) -0.0018(2) Cl3 0.0147(2) 0.0162(2) 0.0140(2) -0.00028(17) 0.00321(19) -0.00264(18) Cl4 0.0187(3) 0.0149(2) 0.0140(2) -0.00289(18) 0.00176(18) -0.00123(19) O2 0.0130(7) 0.0178(8) 0.0116(7) -0.0033(6) 0.0005(6) -0.0030(6) O1 0.0188(8) 0.0160(7) 0.0143(7) 0.0036(6) 0.0008(6) -0.0042(6) N1 0.0130(8) 0.0120(8) 0.0135(8) 0.0028(7) 0.0011(6) -0.0007(7) C1 0.0154(10) 0.0146(9) 0.0139(9) 0.0041(7) 0.0009(9) 0.0000(9) C6 0.0167(10) 0.0145(10) 0.0143(9) -0.0003(7) -0.0019(8) -0.0005(8) N2 0.0103(8) 0.0149(8) 0.0192(9) -0.0034(7) -0.0034(6) 0.0002(6) C8 0.0147(10) 0.0187(10) 0.0137(9) 0.0011(8) -0.0005(7) -0.0048(9) C7 0.0146(10) 0.0222(11) 0.0172(9) -0.0036(9) 0.0049(8) -0.0032(9) C5 0.0088(9) 0.0192(11) 0.0141(9) -0.0016(9) 0.0018(7) -0.0024(9) C2 0.0157(10) 0.0154(10) 0.0116(8) -0.0003(7) -0.0016(8) -0.0011(8) C3 0.0104(10) 0.0197(11) 0.0169(10) 0.0037(8) -0.0014(8) -0.0016(8) C4 0.0190(12) 0.0184(11) 0.0166(10) 0.0010(8) -0.0022(8) -0.0042(8) _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 Sb Cl1 2.4091(7) . ? Sb Cl4 2.4408(7) . ? Sb Cl3 2.5058(7) . ? Sb Cl5 2.8380(8) . ? Sb Cl2 2.8888(8) . ? O2 C5 1.425(2) . ? O2 C8 1.426(2) . ? O1 C4 1.426(3) . ? O1 C1 1.431(3) . ? N1 C2 1.491(3) . ? N1 C3 1.497(3) . ? N1 H1D 0.9200 . ? N1 H1C 0.9200 . ? C1 C2 1.508(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C6 N2 1.497(3) . ? C6 C5 1.510(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N2 C7 1.499(3) . ? N2 H2C 0.9200 . ? N2 H2D 0.9200 . ? C8 C7 1.507(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C5 H5C 0.9900 . ? C5 H5D 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.515(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? 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 Cl1 Sb Cl4 93.66(2) . . ? Cl1 Sb Cl3 87.79(3) . . ? Cl4 Sb Cl3 89.35(2) . . ? Cl1 Sb Cl5 83.99(3) . . ? Cl4 Sb Cl5 90.81(2) . . ? Cl3 Sb Cl5 171.771(17) . . ? Cl1 Sb Cl2 84.03(2) . . ? Cl4 Sb Cl2 173.733(16) . . ? Cl3 Sb Cl2 84.74(2) . . ? Cl5 Sb Cl2 94.73(2) . . ? C5 O2 C8 110.36(15) . . ? C4 O1 C1 109.76(15) . . ? C2 N1 C3 110.37(16) . . ? C2 N1 H1D 109.6 . . ? C3 N1 H1D 109.6 . . ? C2 N1 H1C 109.6 . . ? C3 N1 H1C 109.6 . . ? H1D N1 H1C 108.1 . . ? O1 C1 C2 111.81(18) . . ? O1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? O1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 107.9 . . ? N2 C6 C5 108.13(16) . . ? N2 C6 H6A 110.1 . . ? C5 C6 H6A 110.1 . . ? N2 C6 H6B 110.1 . . ? C5 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? C6 N2 C7 110.47(16) . . ? C6 N2 H2C 109.6 . . ? C7 N2 H2C 109.6 . . ? C6 N2 H2D 109.6 . . ? C7 N2 H2D 109.6 . . ? H2C N2 H2D 108.1 . . ? O2 C8 C7 111.10(17) . . ? O2 C8 H8A 109.4 . . ? C7 C8 H8A 109.4 . . ? O2 C8 H8B 109.4 . . ? C7 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? N2 C7 C8 109.73(17) . . ? N2 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? N2 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? O2 C5 C6 111.47(16) . . ? O2 C5 H5C 109.3 . . ? C6 C5 H5C 109.3 . . ? O2 C5 H5D 109.3 . . ? C6 C5 H5D 109.3 . . ? H5C C5 H5D 108.0 . . ? N1 C2 C1 109.44(16) . . ? N1 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N1 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? N1 C3 C4 108.52(17) . . ? N1 C3 H3A 110.0 . . ? C4 C3 H3A 110.0 . . ? N1 C3 H3B 110.0 . . ? C4 C3 H3B 110.0 . . ? H3A C3 H3B 108.4 . . ? O1 C4 C3 111.23(17) . . ? O1 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? O1 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? 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 H1C O1 0.92 2.51 3.182(2) 130.5 3_656 N1 H1C Cl2 0.92 2.67 3.3359(19) 129.5 . N1 H1D Cl5 0.92 2.40 3.2907(19) 162.1 4_556 N2 H2C Cl2 0.92 2.65 3.3862(19) 137.0 3_645 N2 H2C Cl3 0.92 2.67 3.396(2) 136.2 3_645 N2 H2D Cl2 0.92 2.34 3.172(2) 150.6 2_564 _diffrn_measured_fraction_theta_max 0.564 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.563 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.076