#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:00:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180367 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/36/7203695.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_7203695
loop_
_publ_author_name
'Liu, Yu'
'Tiekink, Edward R. T.'
_publ_section_title
;
 Supramolecular associations in binary antimony(iii) dithiocarbamates:
 influence of ligand steric bulk, influence on coordination geometry,
 and competition with hydrogen-bonding
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              20
_journal_paper_doi               10.1039/b416493h
_journal_volume                  7
_journal_year                    2005
_chemical_formula_sum            'C21 H36 N3 S6 Sb'
_chemical_formula_weight         644.64
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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
_cell_angle_beta                 99.305(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9080(6)
_cell_length_b                   13.5802(7)
_cell_length_c                   18.8708(10)
_cell_measurement_reflns_used    1985
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      22.3
_cell_measurement_theta_min      2.4
_cell_volume                     2758.6(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SHELXTL (Bruker, 2000)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'Bruker SHEXLTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'PATTY in DIRDIF92 (Beurskens et al., 1992)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker AXS SMART CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.082
_diffrn_reflns_av_sigmaI/netI    0.107
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            23109
_diffrn_reflns_theta_full        30.1
_diffrn_reflns_theta_max         30.1
_diffrn_reflns_theta_min         1.9
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.470
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS, Bruker, 2000 & Blessing, 1995)'
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.17
_refine_diff_density_min         -0.51
_refine_diff_density_rms         0.129
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         8047
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.135
_refine_ls_R_factor_gt           0.071
_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)+(0.046P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.115
_refine_ls_wR_factor_ref         0.135
_reflns_number_gt                4663
_reflns_number_total             8047
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b416493h.txt
_cod_data_source_block           Sb{S2CN(CH2)6}3
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7203695
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb Sb 0.28915(3) 0.24504(2) 0.081230(18) 0.03213(11) Uani 1 1 d . . .
S1 S 0.16394(12) 0.31334(10) -0.03113(7) 0.0359(3) Uani 1 1 d . . .
S2 S 0.04968(16) 0.34447(13) 0.09947(8) 0.0540(4) Uani 1 1 d . . .
S3 S 0.41924(12) 0.17548(10) -0.00582(7) 0.0343(3) Uani 1 1 d . . .
S4 S 0.20016(15) 0.05998(11) 0.02100(9) 0.0471(4) Uani 1 1 d . . .
S5 S 0.41476(13) 0.40341(10) 0.07753(7) 0.0373(3) Uani 1 1 d . . .
S6 S 0.53458(13) 0.25436(9) 0.18142(7) 0.0371(3) Uani 1 1 d . . .
N1 N -0.0636(4) 0.3794(3) -0.0342(2) 0.0355(11) Uani 1 1 d . . .
N2 N 0.3446(4) 0.0111(3) -0.0739(2) 0.0318(10) Uani 1 1 d . . .
N3 N 0.6371(4) 0.4253(3) 0.1567(2) 0.0329(10) Uani 1 1 d . . .
C1 C 0.0370(5) 0.3493(3) 0.0090(3) 0.0327(12) Uani 1 1 d . . .
C2 C -0.0740(5) 0.3753(4) -0.1128(3) 0.0466(15) Uani 1 1 d . . .
H2A H 0.0058 0.3944 -0.1262 0.056 Uiso 1 1 calc R . .
H2B H -0.1363 0.4233 -0.1340 0.056 Uiso 1 1 calc R . .
C3 C -0.1101(7) 0.2741(5) -0.1441(3) 0.063(2) Uani 1 1 d . . .
H3A H -0.0341 0.2381 -0.1490 0.076 Uiso 1 1 calc R . .
H3B H -0.1576 0.2827 -0.1924 0.076 Uiso 1 1 calc R . .
C4 C -0.1864(9) 0.2115(6) -0.1004(4) 0.088(3) Uani 1 1 d . . .
H4A H -0.2187 0.1544 -0.1293 0.106 Uiso 1 1 calc R . .
H4B H -0.1315 0.1868 -0.0579 0.106 Uiso 1 1 calc R . .
C5 C -0.2911(7) 0.2632(6) -0.0769(5) 0.087(3) Uani 1 1 d . . .
H5A H -0.3554 0.2143 -0.0721 0.104 Uiso 1 1 calc R . .
H5B H -0.3260 0.3086 -0.1152 0.104 Uiso 1 1 calc R . .
C6 C -0.2654(6) 0.3216(5) -0.0068(4) 0.0628(19) Uani 1 1 d . . .
H6A H -0.3443 0.3473 0.0039 0.075 Uiso 1 1 calc R . .
H6B H -0.2318 0.2766 0.0321 0.075 Uiso 1 1 calc R . .
C7 C -0.1761(5) 0.4066(4) -0.0074(4) 0.0518(17) Uani 1 1 d . . .
H7A H -0.2178 0.4595 -0.0373 0.062 Uiso 1 1 calc R . .
H7B H -0.1539 0.4321 0.0416 0.062 Uiso 1 1 calc R . .
C8 C 0.3205(5) 0.0736(4) -0.0244(3) 0.0314(12) Uani 1 1 d . . .
C9 C 0.4474(5) 0.0224(4) -0.1143(3) 0.0382(13) Uani 1 1 d . . .
H9A H 0.4780 -0.0430 -0.1247 0.046 Uiso 1 1 calc R . .
H9B H 0.5155 0.0574 -0.0844 0.046 Uiso 1 1 calc R . .
C10 C 0.4122(6) 0.0773(5) -0.1836(3) 0.0523(16) Uani 1 1 d . . .
H10A H 0.4836 0.0774 -0.2091 0.063 Uiso 1 1 calc R . .
H10B H 0.3948 0.1459 -0.1724 0.063 Uiso 1 1 calc R . .
C11 C 0.3020(8) 0.0368(7) -0.2328(4) 0.100(3) Uani 1 1 d . . .
H11A H 0.2913 0.0758 -0.2770 0.120 Uiso 1 1 calc R . .
H11B H 0.3225 -0.0304 -0.2456 0.120 Uiso 1 1 calc R . .
C12 C 0.1873(8) 0.0336(8) -0.2088(4) 0.112(4) Uani 1 1 d . . .
H12A H 0.1240 0.0278 -0.2518 0.134 Uiso 1 1 calc R . .
H12B H 0.1756 0.0984 -0.1880 0.134 Uiso 1 1 calc R . .
C13 C 0.1545(6) -0.0431(5) -0.1550(4) 0.070(2) Uani 1 1 d . . .
H13A H 0.1241 -0.1026 -0.1815 0.084 Uiso 1 1 calc R . .
H13B H 0.0863 -0.0171 -0.1325 0.084 Uiso 1 1 calc R . .
C14 C 0.2588(6) -0.0712(4) -0.0971(3) 0.0527(17) Uani 1 1 d . . .
H14A H 0.2242 -0.0954 -0.0555 0.063 Uiso 1 1 calc R . .
H14B H 0.3058 -0.1252 -0.1144 0.063 Uiso 1 1 calc R . .
C15 C 0.5399(5) 0.3655(3) 0.1417(2) 0.0297(11) Uani 1 1 d . . .
C16 C 0.7465(5) 0.3935(4) 0.2078(3) 0.0469(16) Uani 1 1 d . . .
H16A H 0.7931 0.3458 0.1837 0.056 Uiso 1 1 calc R . .
H16B H 0.7177 0.3594 0.2478 0.056 Uiso 1 1 calc R . .
C17 C 0.8336(5) 0.4744(4) 0.2379(3) 0.0471(15) Uani 1 1 d . . .
H17A H 0.8982 0.4456 0.2741 0.056 Uiso 1 1 calc R . .
H17B H 0.8746 0.4998 0.1991 0.056 Uiso 1 1 calc R . .
C18 C 0.7762(6) 0.5612(5) 0.2720(3) 0.0543(17) Uani 1 1 d . . .
H18A H 0.7112 0.5361 0.2974 0.065 Uiso 1 1 calc R . .
H18B H 0.8404 0.5912 0.3079 0.065 Uiso 1 1 calc R . .
C19 C 0.7209(6) 0.6402(4) 0.2209(3) 0.0538(17) Uani 1 1 d . . .
H19A H 0.7864 0.6666 0.1963 0.065 Uiso 1 1 calc R . .
H19B H 0.6922 0.6940 0.2487 0.065 Uiso 1 1 calc R . .
C20 C 0.6141(5) 0.6077(4) 0.1649(3) 0.0474(16) Uani 1 1 d . . .
H20A H 0.5880 0.6633 0.1329 0.057 Uiso 1 1 calc R . .
H20B H 0.5439 0.5901 0.1889 0.057 Uiso 1 1 calc R . .
C21 C 0.6439(5) 0.5207(4) 0.1199(3) 0.0411(14) Uani 1 1 d . . .
H21A H 0.5853 0.5200 0.0747 0.049 Uiso 1 1 calc R . .
H21B H 0.7276 0.5290 0.1083 0.049 Uiso 1 1 calc R . .
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'
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
S1 Sb S3 82.80(4) . . ?
S1 Sb S5 83.50(4) . . ?
S3 Sb S5 86.38(5) . . ?
S1 Sb S4 83.43(5) . . ?
S3 Sb S4 66.60(4) . . ?
S5 Sb S4 151.21(5) . . ?
C1 S1 Sb 95.65(18) . . ?
C8 S3 Sb 91.95(19) . . ?
C8 S4 Sb 82.18(18) . . ?
C15 S5 Sb 95.44(17) . . ?
C1 N1 C2 122.1(5) . . ?
C1 N1 C7 122.0(5) . . ?
C2 N1 C7 115.5(4) . . ?
C8 N2 C9 124.0(4) . . ?
C8 N2 C14 120.5(5) . . ?
C9 N2 C14 115.3(4) . . ?
C15 N3 C21 122.3(4) . . ?
C15 N3 C16 119.7(4) . . ?
C21 N3 C16 117.9(4) . . ?
N1 C1 S2 123.9(4) . . ?
N1 C1 S1 117.1(4) . . ?
S2 C1 S1 119.0(3) . . ?
N1 C2 C3 113.5(5) . . ?
N1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
N1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 115.0(6) . . ?
C2 C3 H3A 108.5 . . ?
C4 C3 H3A 108.5 . . ?
C2 C3 H3B 108.5 . . ?
C4 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C5 C4 C3 114.7(7) . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
C4 C5 C6 117.8(7) . . ?
C4 C5 H5A 107.9 . . ?
C6 C5 H5A 107.9 . . ?
C4 C5 H5B 107.9 . . ?
C6 C5 H5B 107.9 . . ?
H5A C5 H5B 107.2 . . ?
C7 C6 C5 114.7(6) . . ?
C7 C6 H6A 108.6 . . ?
C5 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
N1 C7 C6 113.0(5) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
N2 C8 S4 123.2(4) . . ?
N2 C8 S3 117.6(4) . . ?
S4 C8 S3 119.1(3) . . ?
N2 C9 C10 113.3(4) . . ?
N2 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
N2 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 C11 115.1(6) . . ?
C9 C10 H10A 108.5 . . ?
C11 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
C11 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C12 C11 C10 118.7(8) . . ?
C12 C11 H11A 107.6 . . ?
C10 C11 H11A 107.6 . . ?
C12 C11 H11B 107.6 . . ?
C10 C11 H11B 107.6 . . ?
H11A C11 H11B 107.1 . . ?
C11 C12 C13 123.4(8) . . ?
C11 C12 H12A 106.5 . . ?
C13 C12 H12A 106.5 . . ?
C11 C12 H12B 106.5 . . ?
C13 C12 H12B 106.5 . . ?
H12A C12 H12B 106.5 . . ?
C12 C13 C14 115.2(6) . . ?
C12 C13 H13A 108.5 . . ?
C14 C13 H13A 108.5 . . ?
C12 C13 H13B 108.5 . . ?
C14 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
N2 C14 C13 113.2(5) . . ?
N2 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
N2 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.8 . . ?
N3 C15 S6 122.3(4) . . ?
N3 C15 S5 118.3(4) . . ?
S6 C15 S5 119.4(3) . . ?
N3 C16 C17 115.4(4) . . ?
N3 C16 H16A 108.4 . . ?
C17 C16 H16A 108.4 . . ?
N3 C16 H16B 108.4 . . ?
C17 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C18 C17 C16 116.6(5) . . ?
C18 C17 H17A 108.1 . . ?
C16 C17 H17A 108.1 . . ?
C18 C17 H17B 108.1 . . ?
C16 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?
C19 C18 C17 115.5(5) . . ?
C19 C18 H18A 108.4 . . ?
C17 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
C17 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C18 C19 C20 115.2(5) . . ?
C18 C19 H19A 108.5 . . ?
C20 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
C20 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C19 C20 C21 114.1(5) . . ?
C19 C20 H20A 108.7 . . ?
C21 C20 H20A 108.7 . . ?
C19 C20 H20B 108.7 . . ?
C21 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
N3 C21 C20 112.8(5) . . ?
N3 C21 H21A 109.0 . . ?
C20 C21 H21A 109.0 . . ?
N3 C21 H21B 109.0 . . ?
C20 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
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 S1 2.5069(13) . ?
Sb S3 2.5215(14) . ?
Sb S5 2.5571(14) . ?
Sb S4 2.8623(15) . ?
S1 C1 1.751(6) . ?
S2 C1 1.692(6) . ?
S3 C8 1.753(5) . ?
S4 C8 1.690(6) . ?
S5 C15 1.749(5) . ?
S6 C15 1.690(5) . ?
N1 C1 1.321(6) . ?
N1 C2 1.470(7) . ?
N1 C7 1.449(7) . ?
N2 C8 1.319(6) . ?
N2 C9 1.463(7) . ?
N2 C14 1.478(6) . ?
N3 C15 1.329(6) . ?
N3 C21 1.477(6) . ?
N3 C16 1.473(6) . ?
C2 C3 1.522(8) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.522(10) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.468(11) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 C6 1.529(9) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C7 1.511(8) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C9 C10 1.500(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.499(9) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C11 C12 1.398(11) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 C13 1.537(11) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 C14 1.494(8) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C16 C17 1.502(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 C18 1.526(8) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C19 1.503(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C19 C20 1.506(8) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 C21 1.521(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
