#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:37:48 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179928 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/23/7022383.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7022383
loop_
_publ_author_name
'Preda, Ana Maria'
'Raţ, Ciprian I'
'Silvestru, Cristian'
'Breunig, Hans J.'
'Lang, Heinrich'
'Rüffer, Tobias'
'Mehring, Michael'
_publ_section_title
;
 Organoantimony(III) compounds containing (imino)aryl ligands of the type
 2-(RN=CH)C6H4 (R = 2',4',6'-Me3C6H2, 2',6'-(i)Pr2C6H3): bromides and
 chalcogenides.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1144
_journal_page_last               1158
_journal_paper_doi               10.1039/c2dt32494f
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C38 H44 N2 S2 Sb2'
_chemical_formula_weight         836.37
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.451(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.1241(6)
_cell_length_b                   13.9854(9)
_cell_length_c                   14.3083(9)
_cell_measurement_reflns_used    3716
_cell_measurement_temperature    110
_cell_measurement_theta_max      25.9915
_cell_measurement_theta_min      2.9728
_cell_volume                     1824.1(2)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET)
(compiled Mar 22 2010,13:57:49)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET)
(compiled Mar 22 2010,13:57:49)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET)
(compiled Mar 22 2010,13:57:49)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_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  0.0373
_diffrn_reflns_av_sigmaI/netI    0.0664
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7923
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.98
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  5
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.624
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET)
(compiled Mar 22 2010,13:57:49)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.037
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.872
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3567
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.872
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0295
_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)+(0.0300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0626
_reflns_number_gt                2493
_reflns_number_total             3567
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt32494f.txt
_cod_data_source_block           ana2
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7022383
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 0.2248(4) 0.1341(2) 0.9250(2) 0.0178(8) Uani 1 1 d .
C2 C 0.2497(4) 0.2330(2) 0.9364(2) 0.0175(8) Uani 1 1 d .
C3 C 0.3907(4) 0.2690(2) 0.9405(2) 0.0241(8) Uani 1 1 d .
H3 H 0.4053 0.3344 0.9478 0.029 Uiso 1 1 calc R
C4 C 0.5110(4) 0.2090(2) 0.9338(2) 0.0260(9) Uani 1 1 d .
H4 H 0.6056 0.2339 0.9369 0.031 Uiso 1 1 calc R
C5 C 0.4889(4) 0.1127(2) 0.9228(2) 0.0209(8) Uani 1 1 d .
H5 H 0.5690 0.0721 0.9182 0.025 Uiso 1 1 calc R
C6 C 0.3474(4) 0.0753(2) 0.9182(2) 0.0215(8) Uani 1 1 d .
H6 H 0.3344 0.0098 0.9105 0.026 Uiso 1 1 calc R
C7 C 0.1233(4) 0.2970(2) 0.9388(2) 0.0206(8) Uani 1 1 d .
H7 H 0.1389 0.3623 0.9462 0.025 Uiso 1 1 calc R
C8 C -0.1260(4) 0.3326(2) 0.9238(2) 0.0174(7) Uani 1 1 d .
C9 C -0.1872(4) 0.3525(2) 0.8333(2) 0.0208(8) Uani 1 1 d .
C10 C -0.2999(4) 0.4196(2) 0.8262(3) 0.0262(8) Uani 1 1 d .
H10 H -0.3426 0.4339 0.7677 0.031 Uiso 1 1 calc R
C11 C -0.3494(4) 0.4654(2) 0.9044(3) 0.0257(9) Uani 1 1 d .
H11 H -0.4224 0.5116 0.8978 0.031 Uiso 1 1 calc R
C12 C -0.2913(4) 0.4429(2) 0.9918(3) 0.0245(8) Uani 1 1 d .
H12 H -0.3275 0.4733 1.0438 0.029 Uiso 1 1 calc R
C13 C -0.1793(4) 0.3755(2) 1.0045(2) 0.0218(8) Uani 1 1 d .
C14 C -0.1349(4) 0.3029(2) 0.7475(2) 0.0249(9) Uani 1 1 d .
H14 H -0.0475 0.2657 0.7662 0.030 Uiso 1 1 calc R
C15 C -0.0913(5) 0.3744(3) 0.6729(3) 0.0357(10) Uani 1 1 d .
H15A H -0.0586 0.3405 0.6193 0.053 Uiso 1 1 calc R
H15B H -0.0135 0.4144 0.6977 0.053 Uiso 1 1 calc R
H15C H -0.1744 0.4133 0.6548 0.053 Uiso 1 1 calc R
C16 C -0.2507(4) 0.2332(3) 0.7075(3) 0.0354(10) Uani 1 1 d .
H16A H -0.2147 0.2026 0.6530 0.053 Uiso 1 1 calc R
H16B H -0.3390 0.2676 0.6908 0.053 Uiso 1 1 calc R
H16C H -0.2709 0.1857 0.7536 0.053 Uiso 1 1 calc R
C17 C -0.1220(4) 0.3498(2) 1.1023(2) 0.0215(8) Uani 1 1 d .
H17 H -0.0495 0.2986 1.0967 0.026 Uiso 1 1 calc R
C18 C -0.2453(5) 0.3118(3) 1.1619(3) 0.0375(10) Uani 1 1 d .
H18A H -0.2060 0.2962 1.2233 0.056 Uiso 1 1 calc R
H18B H -0.2873 0.2556 1.1331 0.056 Uiso 1 1 calc R
H18C H -0.3197 0.3599 1.1666 0.056 Uiso 1 1 calc R
C19 C -0.0452(4) 0.4346(2) 1.1500(3) 0.0287(9) Uani 1 1 d .
H19A H -0.0101 0.4163 1.2117 0.043 Uiso 1 1 calc R
H19B H -0.1131 0.4867 1.1544 0.043 Uiso 1 1 calc R
H19C H 0.0361 0.4542 1.1141 0.043 Uiso 1 1 calc R
N1 N -0.0064(3) 0.26588(18) 0.93112(17) 0.0157(6) Uani 1 1 d .
Sb1 Sb 0.00070(3) 0.084492(15) 0.908644(17) 0.02190(8) Uani 1 1 d .
S1 S 0.06695(11) -0.08981(6) 0.92997(7) 0.0282(2) Uani 1 1 d .
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'
N N 0.0061 0.0033 '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'
Sb Sb -0.5866 1.5461 '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'
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
C6 C1 C2 117.4(3) . .
C6 C1 Sb1 124.2(2) . .
C2 C1 Sb1 118.3(2) . .
C3 C2 C1 120.5(3) . .
C3 C2 C7 120.7(3) . .
C1 C2 C7 118.7(3) . .
C2 C3 C4 121.0(3) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C5 C4 C3 119.3(3) . .
C5 C4 H4 120.3 . .
C3 C4 H4 120.3 . .
C4 C5 C6 120.4(3) . .
C4 C5 H5 119.8 . .
C6 C5 H5 119.8 . .
C5 C6 C1 121.4(3) . .
C5 C6 H6 119.3 . .
C1 C6 H6 119.3 . .
N1 C7 C2 121.7(3) . .
N1 C7 H7 119.2 . .
C2 C7 H7 119.2 . .
C13 C8 C9 122.0(3) . .
C13 C8 N1 120.4(3) . .
C9 C8 N1 117.6(3) . .
C10 C9 C8 117.4(3) . .
C10 C9 C14 120.7(3) . .
C8 C9 C14 121.9(3) . .
C11 C10 C9 121.3(3) . .
C11 C10 H10 119.4 . .
C9 C10 H10 119.4 . .
C12 C11 C10 120.3(3) . .
C12 C11 H11 119.9 . .
C10 C11 H11 119.9 . .
C11 C12 C13 121.7(4) . .
C11 C12 H12 119.2 . .
C13 C12 H12 119.2 . .
C12 C13 C8 117.3(3) . .
C12 C13 C17 120.1(3) . .
C8 C13 C17 122.6(3) . .
C9 C14 C15 111.7(3) . .
C9 C14 C16 111.1(3) . .
C15 C14 C16 110.6(3) . .
C9 C14 H14 107.8 . .
C15 C14 H14 107.7 . .
C16 C14 H14 107.8 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C13 C17 C19 111.3(3) . .
C13 C17 C18 111.3(3) . .
C19 C17 C18 110.7(3) . .
C13 C17 H17 107.8 . .
C19 C17 H17 107.8 . .
C18 C17 H17 107.8 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C7 N1 C8 119.3(3) . .
C7 N1 Sb1 108.9(2) . .
C8 N1 Sb1 131.2(2) . .
C1 Sb1 S1 99.55(9) . 3_557
C1 Sb1 S1 94.36(9) . .
S1 Sb1 S1 89.08(3) 3_557 .
C1 Sb1 N1 72.39(11) . .
S1 Sb1 N1 80.82(6) 3_557 .
S1 Sb1 N1 161.56(6) . .
Sb1 S1 Sb1 90.92(3) 3_557 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.394(5) .
C1 C2 1.411(4) .
C1 Sb1 2.162(3) .
C2 C3 1.380(5) .
C2 C7 1.461(4) .
C3 C4 1.388(5) .
C3 H3 0.9300 .
C4 C5 1.370(4) .
C4 H4 0.9300 .
C5 C6 1.392(5) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 N1 1.262(4) .
C7 H7 0.9300 .
C8 C13 1.406(5) .
C8 C9 1.416(5) .
C8 N1 1.436(4) .
C9 C10 1.393(5) .
C9 C14 1.505(5) .
C10 C11 1.382(5) .
C10 H10 0.9300 .
C11 C12 1.373(5) .
C11 H11 0.9300 .
C12 C13 1.396(5) .
C12 H12 0.9300 .
C13 C17 1.516(5) .
C14 C15 1.528(5) .
C14 C16 1.530(5) .
C14 H14 0.9800 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 C19 1.524(4) .
C17 C18 1.535(5) .
C17 H17 0.9800 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
N1 Sb1 2.558(2) .
Sb1 S1 2.4167(10) 3_557
Sb1 S1 2.5269(9) .
S1 Sb1 2.4167(10) 3_557
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_4
C6 C1 C2 C3 0.0(5) . .
Sb1 C1 C2 C3 -175.4(2) . .
C6 C1 C2 C7 176.9(3) . .
Sb1 C1 C2 C7 1.4(4) . .
C1 C2 C3 C4 -0.2(5) . .
C7 C2 C3 C4 -177.0(3) . .
C2 C3 C4 C5 0.2(5) . .
C3 C4 C5 C6 0.0(5) . .
C4 C5 C6 C1 -0.2(5) . .
C2 C1 C6 C5 0.2(5) . .
Sb1 C1 C6 C5 175.3(2) . .
C3 C2 C7 N1 176.9(3) . .
C1 C2 C7 N1 0.1(5) . .
C13 C8 C9 C10 2.4(5) . .
N1 C8 C9 C10 -177.9(3) . .
C13 C8 C9 C14 -176.9(3) . .
N1 C8 C9 C14 2.7(5) . .
C8 C9 C10 C11 0.4(5) . .
C14 C9 C10 C11 179.7(3) . .
C9 C10 C11 C12 -2.3(5) . .
C10 C11 C12 C13 1.5(5) . .
C11 C12 C13 C8 1.2(5) . .
C11 C12 C13 C17 -177.7(3) . .
C9 C8 C13 C12 -3.2(5) . .
N1 C8 C13 C12 177.2(3) . .
C9 C8 C13 C17 175.7(3) . .
N1 C8 C13 C17 -4.0(5) . .
C10 C9 C14 C15 54.3(4) . .
C8 C9 C14 C15 -126.4(4) . .
C10 C9 C14 C16 -69.7(4) . .
C8 C9 C14 C16 109.6(4) . .
C12 C13 C17 C19 -65.9(4) . .
C8 C13 C17 C19 115.3(3) . .
C12 C13 C17 C18 58.2(4) . .
C8 C13 C17 C18 -120.7(4) . .
C2 C7 N1 C8 -173.3(3) . .
C2 C7 N1 Sb1 -1.2(4) . .
C13 C8 N1 C7 -81.6(4) . .
C9 C8 N1 C7 98.7(4) . .
C13 C8 N1 Sb1 108.4(3) . .
C9 C8 N1 Sb1 -71.3(4) . .
C6 C1 Sb1 S1 106.4(3) . 3_557
C2 C1 Sb1 S1 -78.5(2) . 3_557
C6 C1 Sb1 S1 16.6(3) . .
C2 C1 Sb1 S1 -168.3(2) . .
C6 C1 Sb1 N1 -176.5(3) . .
C2 C1 Sb1 N1 -1.4(2) . .
C7 N1 Sb1 C1 1.4(2) . .
C8 N1 Sb1 C1 172.2(3) . .
C7 N1 Sb1 S1 104.6(2) . 3_557
C8 N1 Sb1 S1 -84.6(3) . 3_557
C7 N1 Sb1 S1 47.0(3) . .
C8 N1 Sb1 S1 -142.2(2) . .
C1 Sb1 S1 Sb1 99.51(9) . 3_557
S1 Sb1 S1 Sb1 0.0 3_557 3_557
N1 Sb1 S1 Sb1 56.4(2) . 3_557
