#------------------------------------------------------------------------------
#$Date: 2019-09-24 20:18:20 +0300 (Tue, 24 Sep 2019) $
#$Revision: 218803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/00/17/4001714.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_4001714
loop_
_publ_author_name
'Ramasamy, Karthik'
'Kuznetsov, Vladimir L.'
'Gopal, Kandasamy'
'Malik, Mohammad A.'
'Raftery, James'
'Edwards, Peter P.'
'O'Brien, Paul'
_publ_section_title
;
 Organotin Dithiocarbamates: Single-Source Precursors for Tin Sulfide Thin
 Films by Aerosol-Assisted Chemical Vapor Deposition (AACVD)
;
_journal_coden_ASTM              CMATEX
_journal_issue                   3
_journal_name_full               'Chemistry of Materials'
_journal_page_first              266
_journal_page_last               276
_journal_paper_doi               10.1021/cm301660n
_journal_volume                  25
_journal_year                    2013
_chemical_formula_sum            'C20 H42 N2 S4 Sn'
_chemical_formula_weight         557.49
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                90.00
_cell_angle_beta                 127.452(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.936(3)
_cell_length_b                   7.1640(12)
_cell_length_c                   21.873(2)
_cell_measurement_reflns_used    1450
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      20.898
_cell_measurement_theta_min      2.3375
_cell_volume                     2728.8(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0626
_diffrn_reflns_av_sigmaI/netI    0.1068
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8178
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    1.251
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.763
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         3198
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.763
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0378
_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)+(0.0114P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0647
_reflns_number_gt                1968
_reflns_number_total             3198
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm301660n_si_002.cif
_cod_data_source_block           s3352q
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

 Updated bibliographic information.

 Antanas Vaitkus,
 2019-09-24
;
_cod_original_cell_volume        2728.8(6)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4001714
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.38146(19) 0.1957(5) 0.0747(2) 0.0373(8) Uani 1 1 d .
C2 C 0.3138(2) -0.0773(5) -0.0111(2) 0.0491(10) Uani 1 1 d .
H2A H 0.2573 -0.0914 -0.0443 0.059 Uiso 1 1 calc R
H2B H 0.3353 -0.1422 0.0381 0.059 Uiso 1 1 calc R
C3 C 0.3442(3) -0.1708(6) -0.0503(2) 0.0617(12) Uani 1 1 d .
H3A H 0.3238 -0.2997 -0.0645 0.074 Uiso 1 1 calc R
H3B H 0.3240 -0.1027 -0.0986 0.074 Uiso 1 1 calc R
C4 C 0.4300(3) -0.1791(6) -0.0029(2) 0.0646(12) Uani 1 1 d .
H4A H 0.4508 -0.2473 0.0455 0.077 Uiso 1 1 calc R
H4B H 0.4509 -0.0506 0.0109 0.077 Uiso 1 1 calc R
C5 C 0.4568(3) -0.2750(6) -0.0450(3) 0.0988(19) Uani 1 1 d .
H5A H 0.4326 -0.3982 -0.0629 0.148 Uiso 1 1 calc R
H5B H 0.5127 -0.2896 -0.0099 0.148 Uiso 1 1 calc R
H5C H 0.4423 -0.1991 -0.0893 0.148 Uiso 1 1 calc R
C6 C 0.2917(2) 0.2434(5) -0.0631(2) 0.0527(11) Uani 1 1 d .
H6A H 0.2616 0.3352 -0.0585 0.079 Uiso 1 1 calc R
H6B H 0.2572 0.1672 -0.1093 0.079 Uiso 1 1 calc R
H6C H 0.3284 0.3084 -0.0672 0.079 Uiso 1 1 calc R
C7 C 0.4161(2) 0.4163(4) 0.2603(2) 0.0384(9) Uani 1 1 d .
H7A H 0.3655 0.3629 0.2184 0.046 Uiso 1 1 calc R
H7B H 0.4286 0.3726 0.3097 0.046 Uiso 1 1 calc R
C8 C 0.4090(2) 0.6261(4) 0.2572(2) 0.0426(10) Uani 1 1 d .
H8A H 0.3919 0.6700 0.2061 0.051 Uiso 1 1 calc R
H8B H 0.4602 0.6809 0.2965 0.051 Uiso 1 1 calc R
C9 C 0.3529(2) 0.6956(5) 0.2712(2) 0.0588(11) Uani 1 1 d .
H9A H 0.3026 0.6342 0.2340 0.071 Uiso 1 1 calc R
H9B H 0.3718 0.6582 0.3236 0.071 Uiso 1 1 calc R
C10 C 0.3417(3) 0.9025(6) 0.2635(3) 0.0861(16) Uani 1 1 d .
H10A H 0.3910 0.9645 0.3010 0.129 Uiso 1 1 calc R
H10B H 0.3051 0.9381 0.2730 0.129 Uiso 1 1 calc R
H10C H 0.3218 0.9406 0.2113 0.129 Uiso 1 1 calc R
N1 N 0.33320(17) 0.1238(4) 0.00464(17) 0.0388(8) Uani 1 1 d .
S1 S 0.43248(6) 0.04664(13) 0.15336(5) 0.0435(3) Uani 1 1 d .
S2 S 0.39399(6) 0.42991(13) 0.08858(6) 0.0412(3) Uani 1 1 d .
Sn1 Sn 0.5000 0.30884(5) 0.2500 0.03575(12) Uani 1 2 d S
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'
Sn Sn -0.6537 1.4246 '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
N1 C1 S2 121.3(3) . .
N1 C1 S1 119.1(3) . .
S2 C1 S1 119.6(2) . .
N1 C2 C3 113.3(3) . .
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 . .
C4 C3 C2 115.0(3) . .
C4 C3 H3A 108.5 . .
C2 C3 H3A 108.5 . .
C4 C3 H3B 108.5 . .
C2 C3 H3B 108.5 . .
H3A C3 H3B 107.5 . .
C3 C4 C5 112.5(4) . .
C3 C4 H4A 109.1 . .
C5 C4 H4A 109.1 . .
C3 C4 H4B 109.1 . .
C5 C4 H4B 109.1 . .
H4A C4 H4B 107.8 . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N1 C6 H6A 109.5 . .
N1 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
N1 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C8 C7 Sn1 115.3(2) . .
C8 C7 H7A 108.5 . .
Sn1 C7 H7A 108.5 . .
C8 C7 H7B 108.5 . .
Sn1 C7 H7B 108.5 . .
H7A C7 H7B 107.5 . .
C7 C8 C9 113.0(3) . .
C7 C8 H8A 109.0 . .
C9 C8 H8A 109.0 . .
C7 C8 H8B 109.0 . .
C9 C8 H8B 109.0 . .
H8A C8 H8B 107.8 . .
C10 C9 C8 113.5(3) . .
C10 C9 H9A 108.9 . .
C8 C9 H9A 108.9 . .
C10 C9 H9B 108.9 . .
C8 C9 H9B 108.9 . .
H9A C9 H9B 107.7 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C1 N1 C6 120.8(3) . .
C1 N1 C2 124.1(3) . .
C6 N1 C2 115.0(3) . .
C1 S1 Sn1 93.93(13) . .
C7 Sn1 C7 137.63(17) 2_655 .
C7 Sn1 S1 106.56(9) 2_655 .
C7 Sn1 S1 104.62(10) . .
C7 Sn1 S1 104.62(10) 2_655 2_655
C7 Sn1 S1 106.56(9) . 2_655
S1 Sn1 S1 83.93(5) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.327(4) .
C1 S2 1.697(4) .
C1 S1 1.736(3) .
C2 N1 1.482(4) .
C2 C3 1.524(4) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.499(5) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C5 1.525(4) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 N1 1.456(4) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.508(4) .
C7 Sn1 2.130(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.521(4) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.496(5) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
S1 Sn1 2.5264(10) .
Sn1 C7 2.130(3) 2_655
Sn1 S1 2.5264(10) 2_655
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_4
N1 C2 C3 C4 65.0(4) .
C2 C3 C4 C5 179.6(3) .
Sn1 C7 C8 C9 -175.4(3) .
C7 C8 C9 C10 -176.5(4) .
S2 C1 N1 C6 2.7(4) .
S1 C1 N1 C6 -177.4(2) .
S2 C1 N1 C2 -173.8(2) .
S1 C1 N1 C2 6.1(4) .
C3 C2 N1 C1 -111.9(4) .
C3 C2 N1 C6 71.5(4) .
N1 C1 S1 Sn1 -179.3(2) .
S2 C1 S1 Sn1 0.57(18) .
C8 C7 Sn1 C7 2.7(2) 2_655
C8 C7 Sn1 S1 -133.6(2) .
C8 C7 Sn1 S1 138.5(2) 2_655
C1 S1 Sn1 C7 -73.66(14) 2_655
C1 S1 Sn1 C7 77.28(13) .
C1 S1 Sn1 S1 -177.15(11) 2_655
