#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/32/2213264.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2213264
loop_
_publ_author_name
'Jun Zhai'
'Qian-Xiu Pan'
'Han-Dong Yin'
'Feng Li'
'Da-Qi Wang'
_publ_section_title
Bromidobis(pyrrolidine-1-dithiocarboxylato-κ²S,S')antimony(III)
_journal_coeditor_code           CV2226
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1356
_journal_page_last               m1357
_journal_paper_doi               10.1107/S1600536807016364
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Sb Br (C5 H8 N S2)2]'
_chemical_formula_moiety         'C10 H16 Br1 N2 S4 Sb'
_chemical_formula_sum            'C10 H16 Br N2 S4 Sb'
_chemical_formula_weight         494.19
_chemical_name_systematic
;
Bromidobis(pyrrolidine-1-dithiocarboxylato-κ²S,S')antimony(III)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.716(3)
_cell_angle_beta                 92.361(4)
_cell_angle_gamma                102.869(3)
_cell_formula_units_Z            2
_cell_length_a                   6.4655(15)
_cell_length_b                   10.471(2)
_cell_length_c                   13.394(3)
_cell_measurement_reflns_used    2564
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.315
_cell_measurement_theta_min      3.154
_cell_volume                     819.7(3)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4258
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.64
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.615
_exptl_absorpt_correction_T_max  0.7383
_exptl_absorpt_correction_T_min  0.3382
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.002
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.346
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2846
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0273
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0411P)²+0.1634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0684
_refine_ls_wR_factor_ref         0.0726
_reflns_number_gt                2398
_reflns_number_total             2846
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2226.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        819.6(3)
_cod_original_formula_sum        'C10 H16 Br1 N2 S4 Sb'
_cod_database_code               2213264
_cod_database_fobs_code          2213264
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Sb Sb1 0.52221(4) 0.30318(3) 0.33026(2) 0.04874(11) Uani d . 1
Br Br1 0.43771(8) 0.49518(5) 0.24053(4) 0.06770(16) Uani d . 1
N N1 0.3437(5) -0.1226(3) 0.0798(2) 0.0471(8) Uani d . 1
N N2 0.1383(5) 0.2405(3) 0.5726(3) 0.0485(8) Uani d . 1
S S1 0.26887(16) 0.12525(10) 0.17604(8) 0.0517(3) Uani d . 1
S S2 0.67472(16) 0.05348(11) 0.22020(9) 0.0562(3) Uani d . 1
S S3 0.42675(18) 0.15338(11) 0.44839(9) 0.0565(3) Uani d . 1
S S4 0.21326(18) 0.36920(11) 0.43382(9) 0.0546(3) Uani d . 1
C C1 0.4265(6) 0.0043(4) 0.1517(3) 0.0418(8) Uani d . 1
C C2 0.1337(7) -0.1668(4) 0.0134(3) 0.0592(11) Uani d . 1
H H2A 0.1256 -0.1057 -0.0260 0.071 Uiso calc R 1
H H2B 0.0183 -0.1660 0.0575 0.071 Uiso calc R 1
C C3 0.1247(9) -0.3154(5) -0.0625(4) 0.0859(17) Uani d . 1
H H3A -0.0210 -0.3738 -0.0797 0.103 Uiso calc R 1
H H3B 0.1790 -0.3148 -0.1288 0.103 Uiso calc R 1
C C4 0.2615(9) -0.3680(5) -0.0034(4) 0.0815(15) Uani d . 1
H H4A 0.3122 -0.4442 -0.0526 0.098 Uiso calc R 1
H H4B 0.1842 -0.4015 0.0468 0.098 Uiso calc R 1
C C5 0.4443(7) -0.2415(4) 0.0553(4) 0.0622(11) Uani d . 1
H H5A 0.5048 -0.2469 0.1207 0.075 Uiso calc R 1
H H5B 0.5561 -0.2330 0.0102 0.075 Uiso calc R 1
C C6 0.2459(6) 0.2520(4) 0.4948(3) 0.0486(9) Uani d . 1
C C7 -0.0181(7) 0.3203(4) 0.6177(4) 0.0583(11) Uani d . 1
H H7A -0.1223 0.3153 0.5613 0.070 Uiso calc R 1
H H7B 0.0519 0.4186 0.6596 0.070 Uiso calc R 1
C C8 -0.1218(9) 0.2467(6) 0.6883(5) 0.0812(15) Uani d . 1
H H8A -0.1678 0.3123 0.7491 0.097 Uiso calc R 1
H H8B -0.2449 0.1703 0.6478 0.097 Uiso calc R 1
C C9 0.0453(8) 0.1916(6) 0.7248(4) 0.0727(13) Uani d . 1
H H9A -0.0188 0.1107 0.7427 0.087 Uiso calc R 1
H H9B 0.1365 0.2636 0.7879 0.087 Uiso calc R 1
C C10 0.1725(7) 0.1493(4) 0.6318(3) 0.0541(10) Uani d . 1
H H10A 0.3230 0.1678 0.6570 0.065 Uiso calc R 1
H H10B 0.1188 0.0501 0.5869 0.065 Uiso calc R 1
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'
Sb Sb -0.5866 1.5461 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 Sb1 S4 . 91.05(4) y
S1 Sb1 S3 . 91.90(4) y
S4 Sb1 S3 . 69.88(4) y
S1 Sb1 Br1 . 84.31(3) y
S4 Sb1 Br1 . 81.77(3) y
S3 Sb1 Br1 . 151.34(3) y
S1 Sb1 S2 . 66.56(3) y
S4 Sb1 S2 . 139.34(3) y
S3 Sb1 S2 . 77.13(4) y
Br1 Sb1 S2 . 125.99(3) y
S1 Sb1 S4 2_666 163.39(3) ?
S4 Sb1 S4 2_666 76.04(4) ?
S3 Sb1 S4 2_666 93.34(4) ?
Br1 Sb1 S4 2_666 83.54(3) ?
S2 Sb1 S4 2_666 130.02(3) ?
C1 N1 C5 . 125.0(3) ?
C1 N1 C2 . 124.4(3) ?
C5 N1 C2 . 110.6(3) ?
C6 N2 C7 . 125.6(3) ?
C6 N2 C10 . 122.7(3) ?
C7 N2 C10 . 111.6(3) ?
C1 S1 Sb1 . 93.30(13) ?
C1 S2 Sb1 . 79.71(13) ?
C6 S3 Sb1 . 85.88(14) ?
C6 S4 Sb1 . 86.68(15) ?
N1 C1 S2 . 122.8(3) ?
N1 C1 S1 . 117.3(3) ?
S2 C1 S1 . 119.9(2) ?
N1 C2 C3 . 103.2(4) ?
N1 C2 H2A . 111.1 ?
C3 C2 H2A . 111.1 ?
N1 C2 H2B . 111.1 ?
C3 C2 H2B . 111.1 ?
H2A C2 H2B . 109.1 ?
C4 C3 C2 . 105.0(4) ?
C4 C3 H3A . 110.8 ?
C2 C3 H3A . 110.8 ?
C4 C3 H3B . 110.8 ?
C2 C3 H3B . 110.8 ?
H3A C3 H3B . 108.8 ?
C3 C4 C5 . 104.0(4) ?
C3 C4 H4A . 111.0 ?
C5 C4 H4A . 111.0 ?
C3 C4 H4B . 111.0 ?
C5 C4 H4B . 111.0 ?
H4A C4 H4B . 109.0 ?
N1 C5 C4 . 103.2(4) ?
N1 C5 H5A . 111.1 ?
C4 C5 H5A . 111.1 ?
N1 C5 H5B . 111.1 ?
C4 C5 H5B . 111.1 ?
H5A C5 H5B . 109.1 ?
N2 C6 S3 . 121.8(3) ?
N2 C6 S4 . 121.0(3) ?
S3 C6 S4 . 117.2(2) ?
N2 C7 C8 . 103.0(3) ?
N2 C7 H7A . 111.2 ?
C8 C7 H7A . 111.2 ?
N2 C7 H7B . 111.2 ?
C8 C7 H7B . 111.2 ?
H7A C7 H7B . 109.1 ?
C9 C8 C7 . 105.2(4) ?
C9 C8 H8A . 110.7 ?
C7 C8 H8A . 110.7 ?
C9 C8 H8B . 110.7 ?
C7 C8 H8B . 110.7 ?
H8A C8 H8B . 108.8 ?
C8 C9 C10 . 105.8(4) ?
C8 C9 H9A . 110.6 ?
C10 C9 H9A . 110.6 ?
C8 C9 H9B . 110.6 ?
C10 C9 H9B . 110.6 ?
H9A C9 H9B . 108.7 ?
N2 C10 C9 . 102.8(3) ?
N2 C10 H10A . 111.2 ?
C9 C10 H10A . 111.2 ?
N2 C10 H10B . 111.2 ?
C9 C10 H10B . 111.2 ?
H10A C10 H10B . 109.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sb1 S1 . 2.4616(11) y
Sb1 S4 . 2.5606(12) y
Sb1 S3 . 2.5980(11) y
Sb1 Br1 . 2.8159(7) y
Sb1 S2 . 2.9194(13) y
Sb1 S4 2_666 3.7350(13) ?
N1 C1 . 1.310(5) ?
N1 C5 . 1.473(5) ?
N1 C2 . 1.476(5) ?
N2 C6 . 1.301(5) ?
N2 C7 . 1.469(5) ?
N2 C10 . 1.485(5) ?
S1 C1 . 1.749(4) ?
S2 C1 . 1.690(4) ?
S3 C6 . 1.721(4) ?
S4 C6 . 1.740(4) ?
C2 C3 . 1.514(6) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.477(7) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.503(6) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C7 C8 . 1.508(6) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.474(7) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.511(6) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
