#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006407.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_2006407
loop_
_publ_author_name
'Ng, S. W.'
_publ_section_title
;
 Tetramethylammonium Hydrogen Bis[bis(dimethyldithiocarbamyl)acetate]
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1111
_journal_page_last               1113
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          'C4 H12 N + , C16 H27 N4 O4 S8 -'
_chemical_formula_moiety         '[N(C H3)4][(C8 H13 N2 O2 S4)2 H]'
_chemical_formula_sum            'C20 H39 N5 O4 S8'
_chemical_formula_weight         670.04
_chemical_name_systematic
;
 Tetramethylammonium hydrogen bis[bis(N,N-dimethylthiocarbamoylthio)acetate]
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 115.063(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   29.268(3)
_cell_length_b                   8.9925(6)
_cell_length_c                   13.569(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      13.0
_cell_measurement_theta_min      12.0
_cell_volume                     3235.0(6)
_computing_cell_refinement       'CAD4 VAX/PC Software'
_computing_data_collection       'CAD4 VAX/PC Software (Enraf-Nonius, 1988)'
_computing_data_reduction
'NRCVAX (Gabe, Le Page, Charland, Lee & White, 1989)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      298(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       '\w 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  0.0128
_diffrn_reflns_av_sigmaI/netI    0.0260
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3578
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.54
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.586
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_correction_T_min  0.706
_exptl_absorpt_correction_type   '\y scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      'Not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.223
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.037
_refine_ls_goodness_of_fit_obs   1.095
_refine_ls_hydrogen_treatment
;
 All H atoms were located and refined;  an EADP instruction was used for each
 set of methyl H atoms (Sheldrick, 1993)
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         2842
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_restrained_S_obs      1.095
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_obs          0.0391
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0647P)^2^+0.9189P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.1043
_refine_ls_wR_factor_obs         0.0985
_reflns_number_observed          2314
_reflns_number_total             2842
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    kh1134.cif
_[local]_cod_data_source_block   kh1134
_[local]_cod_cif_authors_sg_H-M  C2/c
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3234.9(6)
_cod_database_code               2006407
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_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.0411(3) 0.0445(4) 0.0355(3) 0.0093(3) 0.0098(3) -0.0031(3)
S2 0.0824(6) 0.0689(5) 0.0446(4) 0.0403(4) 0.0245(4) 0.0151(4)
S3 0.0400(3) 0.0464(4) 0.0399(3) -0.0081(3) 0.0195(3) -0.0032(3)
S4 0.0545(4) 0.0532(4) 0.0424(4) 0.0023(3) 0.0203(3) 0.0062(3)
O1 0.0470(10) 0.0470(10) 0.0710(10) 0.0000(10) 0.0360(10) -0.0070(10)
O2 0.0600(10) 0.0560(10) 0.098(2) -0.0140(10) 0.0480(10) 0.0010(10)
N1 0.0410(10) 0.0500(10) 0.0500(10) -0.0070(10) 0.0110(10) -0.0070(10)
N2 0.0570(10) 0.0440(10) 0.0370(10) 0.0010(10) 0.0210(10) -0.0050(10)
N3 0.054(2) 0.054(2) 0.045(2) 0.000 0.019(2) 0.000
C1 0.0420(10) 0.046(2) 0.0440(10) -0.0090(10) 0.0220(10) -0.0080(10)
C2 0.0380(10) 0.0350(10) 0.0380(10) -0.0020(10) 0.0180(10) -0.0040(10)
C3 0.0310(10) 0.0370(10) 0.0430(10) 0.0060(10) 0.0130(10) -0.0020(10)
C4 0.058(2) 0.071(2) 0.057(2) -0.010(2) 0.007(2) -0.016(2)
C5 0.056(2) 0.065(2) 0.074(2) -0.027(2) 0.020(2) -0.003(2)
C6 0.0440(10) 0.0340(10) 0.0350(10) 0.0010(10) 0.0180(10) -0.0020(10)
C7 0.069(2) 0.078(2) 0.0330(10) -0.002(2) 0.0150(10) 0.001(2)
C8 0.121(3) 0.072(2) 0.072(2) 0.025(2) 0.058(2) -0.012(2)
C9 0.121(4) 0.095(3) 0.058(2) -0.010(3) 0.047(2) -0.012(2)
C10 0.103(4) 0.125(5) 0.109(4) -0.055(3) 0.035(3) -0.033(4)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
S1 0.41978(2) 0.20502(7) 0.67335(5) 0.0426(2) Uani d . 1 S
S2 0.33846(3) 0.43656(9) 0.56577(6) 0.0662(3) Uani d . 1 S
S3 0.35494(2) 0.01125(7) 0.50556(5) 0.0412(2) Uani d . 1 S
S4 0.34583(3) 0.09739(8) 0.28391(5) 0.0501(2) Uani d . 1 S
O1 0.46225(6) 0.0125(2) 0.5191(2) 0.0515(5) Uani d . 1 O
O2 0.46325(8) 0.2561(2) 0.4896(2) 0.0666(6) Uani d . 1 O
N1 0.29239(8) -0.1122(2) 0.3261(2) 0.0498(5) Uani d . 1 N
N2 0.38140(8) 0.3716(2) 0.7755(2) 0.0454(5) Uani d . 1 N
N3 0.5000 0.6731(4) 0.7500 0.0516(8) Uani d S 1 N
C1 0.44494(9) 0.1445(3) 0.5092(2) 0.0426(6) Uani d . 1 C
C2 0.39781(9) 0.1658(3) 0.5298(2) 0.0363(5) Uani d . 1 C
C3 0.32778(8) -0.0060(3) 0.3621(2) 0.0381(5) Uani d . 1 C
C4 0.26780(10) -0.1466(4) 0.2090(3) 0.0682(9) Uani d . 1 C
C5 0.27650(10) -0.1949(4) 0.3982(3) 0.0675(9) Uani d . 1 C
C6 0.37730(10) 0.3452(3) 0.6757(2) 0.0374(5) Uani d . 1 C
C7 0.41380(10) 0.2851(4) 0.8713(2) 0.0623(8) Uani d . 1 C
C8 0.3538(2) 0.4923(5) 0.7966(4) 0.0820(10) Uani d . 1 C
C9 0.4961(2) 0.5718(5) 0.6576(3) 0.0880(10) Uani d . 1 C
C10 0.5455(2) 0.7673(7) 0.7833(5) 0.115(2) Uani d . 1 C
H1 0.5000 0.0000 0.5000 0.15(3) Uiso d S 1 H
H2 0.3810(10) 0.249(3) 0.495(2) 0.039(7) Uiso d . 1 H
H4A 0.250(2) -0.225(5) 0.200(4) 0.130(10) Uiso d . 1 H
H4B 0.291(2) -0.156(3) 0.180(4) 0.130(10) Uiso d . 1 H
H4C 0.254(2) -0.060(6) 0.177(4) 0.130(10) Uiso d . 1 H
H5A 0.250(2) -0.249(5) 0.358(3) 0.102(8) Uiso d . 1 H
H5B 0.269(2) -0.129(5) 0.436(3) 0.102(8) Uiso d . 1 H
H5C 0.307(2) -0.246(4) 0.458(3) 0.102(8) Uiso d . 1 H
H7A 0.403(2) 0.307(4) 0.928(3) 0.098(7) Uiso d . 1 H
H7B 0.447(2) 0.309(4) 0.892(3) 0.098(7) Uiso d . 1 H
H7C 0.416(2) 0.176(5) 0.854(3) 0.098(7) Uiso d . 1 H
H8A 0.356(2) 0.480(6) 0.862(5) 0.160(10) Uiso d . 1 H
H8B 0.320(2) 0.491(6) 0.739(5) 0.160(10) Uiso d . 1 H
H8C 0.355(2) 0.574(6) 0.764(5) 0.160(10) Uiso d . 1 H
H9A 0.468(2) 0.503(6) 0.629(5) 0.160(10) Uiso d . 1 H
H9B 0.528(2) 0.514(6) 0.683(5) 0.160(10) Uiso d . 1 H
H9C 0.496(2) 0.642(6) 0.594(5) 0.160(10) Uiso d . 1 H
H10A 0.569(2) 0.701(6) 0.808(5) 0.150(10) Uiso d . 1 H
H10B 0.538(2) 0.832(6) 0.841(5) 0.150(10) Uiso d . 1 H
H10C 0.542(2) 0.830(6) 0.713(4) 0.150(10) Uiso d . 1 H
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 S1 C6 . . 103.00(10) yes
C2 S3 C3 . . 102.80(10) yes
C3 N1 C4 . . 119.5(3) yes
C3 N1 C5 . . 122.5(2) yes
C4 N1 C5 . . 118.0(3) yes
C6 N2 C7 . . 123.6(2) yes
C6 N2 C8 . . 121.2(2) yes
C7 N2 C8 . . 115.2(3) yes
C9 N3 C9 . 2_656 106.0(4) yes
C9 N3 C10 . . 109.8(3) yes
C9 N3 C10 . 2_656 110.5(3) yes
C9 N3 C10 2_656 . 110.5(3) yes
C9 N3 C10 2_656 2_656 109.8(3) yes
C10 N3 C10 . 2_656 110.1(6) yes
O1 C1 O2 . . 126.7(2) yes
O1 C1 C2 . . 116.5(2) yes
O2 C1 C2 . . 116.8(2) yes
C1 C2 S1 . . 106.5(2) yes
C1 C2 S3 . . 118.7(2) yes
S1 C2 S3 . . 104.40(10) yes
N1 C3 S4 . . 125.0(2) yes
N1 C3 S3 . . 112.4(2) yes
S3 C3 S4 . . 122.60(10) yes
N2 C6 S1 . . 112.5(2) yes
N2 C6 S2 . . 124.0(2) yes
S1 C6 S2 . . 123.50(10) yes
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
S1 C2 . 1.809(2) yes
S1 C6 . 1.780(2) yes
S2 C6 . 1.660(2) yes
S3 C2 . 1.807(2) yes
S3 C3 . 1.770(3) yes
S4 C3 . 1.657(3) yes
O1 C1 . 1.276(3) yes
O2 C1 . 1.218(3) yes
N1 C3 . 1.339(3) yes
N1 C4 . 1.473(4) yes
N1 C5 . 1.455(4) yes
N2 C6 . 1.328(3) yes
N2 C7 . 1.466(4) yes
N2 C8 . 1.453(4) yes
N3 C9 . 1.515(4) yes
N3 C9 2_656 1.515(4) yes
N3 C10 . 1.479(5) yes
N3 C10 2_656 1.479(5) yes
C1 C2 . 1.531(3) yes