#------------------------------------------------------------------------------
#$Date: 2017-09-05 04:52:32 +0300 (Tue, 05 Sep 2017) $
#$Revision: 200155 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/69/1546939.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_1546939
loop_
_publ_author_name
'DeMartino, Anthony W.'
'Souza, Maykon Lima'
'Ford, Peter C.'
_publ_section_title
;
 Uncaging Carbon Disulfide. Delivery Platforms for Potential
 Pharmacological Applications: A Mechanistic Approach.
;
_journal_name_full               'Chem. Sci.'
_journal_paper_doi               10.1039/C7SC02727C
_journal_year                    2017
_chemical_formula_sum            'C4 H3 K N2 S2'
_chemical_formula_weight         182.30
_chemical_name_systematic        'Potassium imidazoldithiocarbamate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-06-19 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                78.314(12)
_cell_angle_beta                 80.939(15)
_cell_angle_gamma                89.287(17)
_cell_formula_units_Z            4
_cell_length_a                   7.425(6)
_cell_length_b                   8.392(7)
_cell_length_c                   11.614(9)
_cell_measurement_reflns_used    10760
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.6
_cell_measurement_theta_min      1.6
_cell_volume                     699.7(10)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_av_unetI/netI     0.2118
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_number            5549
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        24.711
_diffrn_reflns_theta_max         24.711
_diffrn_reflns_theta_min         1.813
_exptl_absorpt_coefficient_mu    1.258
_exptl_absorpt_correction_T_max  0.745373
_exptl_absorpt_correction_T_min  0.497438
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.877
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2311
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.877
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0521
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0541P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1182
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1349
_reflns_number_total             2311
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7sc02727c2.cif
_cod_data_source_block           01232017
_cod_database_code               1546939
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.744
_shelx_estimated_absorpt_t_max   0.884
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.8105(8) 0.9649(7) 0.2710(4) 0.0105(14) Uani 1 1 d . .
C2 C 0.7889(8) 0.6627(7) 0.3101(5) 0.0149(15) Uani 1 1 d . .
H2 H 0.7595 0.6476 0.3943 0.018 Uiso 1 1 calc R U
C3 C 0.8448(9) 0.6186(7) 0.1343(5) 0.0184(16) Uani 1 1 d . .
H3 H 0.8644 0.5625 0.0703 0.022 Uiso 1 1 calc R U
C4 C 0.8532(9) 0.7823(7) 0.1217(4) 0.0167(16) Uani 1 1 d . .
H4 H 0.8770 0.8610 0.0495 0.020 Uiso 1 1 calc R U
C5 C 0.3047(8) -0.3364(7) 0.2689(4) 0.0145(15) Uani 1 1 d . .
C6 C 0.3008(8) -0.0598(7) 0.3131(5) 0.0156(15) Uani 1 1 d . .
H6 H 0.2828 -0.0946 0.3973 0.019 Uiso 1 1 calc R U
C7 C 0.3369(9) 0.0877(7) 0.1382(5) 0.0159(15) Uani 1 1 d . .
H7 H 0.3511 0.1807 0.0752 0.019 Uiso 1 1 calc R U
C8 C 0.3331(9) -0.0651(7) 0.1239(4) 0.0177(16) Uani 1 1 d . .
H8 H 0.3429 -0.1002 0.0504 0.021 Uiso 1 1 calc R U
K1 K 0.5375(2) 0.29311(15) 0.34949(11) 0.0169(4) Uani 1 1 d . .
K2 K 0.03691(19) 0.29138(15) 0.35215(10) 0.0164(4) Uani 1 1 d . .
N1 N 0.8195(7) 0.8111(5) 0.2376(3) 0.0112(8) Uani 1 1 d . .
N2 N 0.8035(7) 0.5435(5) 0.2543(4) 0.0138(8) Uani 1 1 d . .
N3 N 0.3170(7) 0.0926(5) 0.2596(4) 0.0138(8) Uani 1 1 d . .
N4 N 0.3120(7) -0.1641(5) 0.2369(3) 0.0112(8) Uani 1 1 d . .
S1 S 0.8359(2) 1.13240(18) 0.16473(12) 0.0172(4) Uani 1 1 d . .
S2 S 0.7733(2) 0.96186(18) 0.42019(11) 0.0166(4) Uani 1 1 d . .
S3 S 0.2645(2) -0.41990(18) 0.41714(11) 0.0181(4) Uani 1 1 d . .
S4 S 0.3303(2) -0.44066(18) 0.16030(12) 0.0190(4) 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'
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'
K K 0.2009 0.2494 '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 S1 118.8(4) . .
N1 C1 S2 116.2(4) . .
S1 C1 S2 125.0(3) . .
N2 C2 N1 113.8(5) . .
N2 C2 H2 123.1 . .
N1 C2 H2 123.1 . .
C4 C3 N2 110.7(5) . .
C4 C3 H3 124.6 . .
N2 C3 H3 124.6 . .
C3 C4 N1 105.3(4) . .
C3 C4 H4 127.3 . .
N1 C4 H4 127.3 . .
N4 C5 S4 118.1(4) . .
N4 C5 S3 116.8(4) . .
S4 C5 S3 125.1(4) . .
N3 C6 N4 113.4(5) . .
N3 C6 H6 123.3 . .
N4 C6 H6 123.3 . .
C8 C7 N3 110.4(5) . .
C8 C7 H7 124.8 . .
N3 C7 H7 124.8 . .
C7 C8 N4 107.0(5) . .
C7 C8 H8 126.5 . .
N4 C8 H8 126.5 . .
N3 K1 N2 136.80(13) . .
N3 K1 S3 103.89(13) . 1_565
N2 K1 S3 86.36(13) . 1_565
N3 K1 S2 85.17(12) . 1_545
N2 K1 S2 104.84(13) . 1_545
S3 K1 S2 152.60(6) 1_565 1_545
N3 K1 S1 77.16(12) . 1_545
N2 K1 S1 75.94(12) . 1_545
S3 K1 S1 153.04(5) 1_565 1_545
S2 K1 S1 53.81(6) 1_545 1_545
N3 K1 S4 76.88(12) . 1_565
N2 K1 S4 76.26(12) . 1_565
S3 K1 S4 53.70(6) 1_565 1_565
S2 K1 S4 152.77(6) 1_545 1_565
S1 K1 S4 101.68(7) 1_545 1_565
N3 K1 S2 67.27(11) . 2_666
N2 K1 S2 155.69(11) . 2_666
S3 K1 S2 82.98(7) 1_565 2_666
S2 K1 S2 76.76(7) 1_545 2_666
S1 K1 S2 120.74(7) 1_545 2_666
S4 K1 S2 113.63(8) 1_565 2_666
N3 K1 S3 154.16(10) . 2_656
N2 K1 S3 68.77(11) . 2_656
S3 K1 S3 77.61(7) 1_565 2_656
S2 K1 S3 83.25(6) 1_545 2_656
S1 K1 S3 113.35(8) 1_545 2_656
S4 K1 S3 121.00(7) 1_565 2_656
S2 K1 S3 87.59(7) 2_666 2_656
N3 K1 K2 49.74(11) . .
N2 K1 K2 130.54(12) . .
S3 K1 K2 55.00(5) 1_565 .
S2 K1 K2 123.77(6) 1_545 .
S1 K1 K2 124.51(6) 1_545 .
S4 K1 K2 56.70(5) 1_565 .
S2 K1 K2 57.38(5) 2_666 .
S3 K1 K2 121.52(6) 2_656 .
N3 K1 K2 130.47(12) . 1_655
N2 K1 K2 50.13(11) . 1_655
S3 K1 K2 124.98(6) 1_565 1_655
S2 K1 K2 55.71(5) 1_545 1_655
S1 K1 K2 56.02(5) 1_545 1_655
S4 K1 K2 124.17(6) 1_565 1_655
S2 K1 K2 121.70(6) 2_666 1_655
S3 K1 K2 57.82(5) 2_656 1_655
K2 K1 K2 179.04(6) . 1_655
N3 K2 N2 136.34(13) . 1_455
N3 K2 S3 103.25(13) . 1_565
N2 K2 S3 86.39(12) 1_455 1_565
N3 K2 S2 86.44(12) . 1_445
N2 K2 S2 103.61(13) 1_455 1_445
S3 K2 S2 153.61(6) 1_565 1_445
N3 K2 S1 77.71(12) . 1_445
N2 K2 S1 75.09(12) 1_455 1_445
S3 K2 S1 151.94(5) 1_565 1_445
S2 K2 S1 53.73(5) 1_445 1_445
N3 K2 S4 75.88(11) . 1_565
N2 K2 S4 76.49(12) 1_455 1_565
S3 K2 S4 53.65(6) 1_565 1_565
S2 K2 S4 152.12(6) 1_445 1_565
S1 K2 S4 100.81(7) 1_445 1_565
N3 K2 S2 68.10(11) . 2_666
N2 K2 S2 155.46(10) 1_455 2_666
S3 K2 S2 84.61(7) 1_565 2_666
S2 K2 S2 76.25(7) 1_445 2_666
S1 K2 S2 120.41(7) 1_445 2_666
S4 K2 S2 115.26(8) 1_565 2_666
N3 K2 S3 154.22(10) . 2_556
N2 K2 S3 69.38(11) 1_455 2_556
S3 K2 S3 76.26(7) 1_565 2_556
S2 K2 S3 84.43(6) 1_445 2_556
S1 K2 S3 115.03(8) 1_445 2_556
S4 K2 S3 120.27(7) 1_565 2_556
S2 K2 S3 86.30(7) 2_666 2_556
N3 K2 K1 48.59(11) . .
N2 K2 K1 130.46(11) 1_455 .
S3 K2 K1 55.50(5) 1_565 .
S2 K2 K1 124.76(6) 1_445 .
S1 K2 K1 123.69(6) 1_445 .
S4 K2 K1 56.11(5) 1_565 .
S2 K2 K1 59.61(5) 2_666 .
S3 K2 K1 120.88(6) 2_556 .
N3 K2 K1 131.19(12) . 1_455
N2 K2 K1 48.85(10) 1_455 1_455
S3 K2 K1 124.51(6) 1_565 1_455
S2 K2 K1 55.74(5) 1_445 1_455
S1 K2 K1 55.77(5) 1_445 1_455
S4 K2 K1 123.02(6) 1_565 1_455
S2 K2 K1 121.30(5) 2_666 1_455
S3 K2 K1 59.77(5) 2_556 1_455
K1 K2 K1 179.04(6) . 1_455
C2 N1 C4 105.7(4) . .
C2 N1 C1 127.4(4) . .
C4 N1 C1 126.8(4) . .
C2 N2 C3 104.3(5) . .
C2 N2 K1 113.6(3) . .
C3 N2 K1 125.1(4) . .
C2 N2 K2 112.6(4) . 1_655
C3 N2 K2 119.2(4) . 1_655
K1 N2 K2 81.01(14) . 1_655
C6 N3 C7 104.0(5) . .
C6 N3 K1 116.7(4) . .
C7 N3 K1 122.6(4) . .
C6 N3 K2 113.3(4) . .
C7 N3 K2 118.0(4) . .
K1 N3 K2 81.67(14) . .
C6 N4 C8 105.1(5) . .
C6 N4 C5 126.2(4) . .
C8 N4 C5 128.7(4) . .
C1 S1 K1 85.4(2) . 1_565
C1 S1 K2 85.4(2) . 1_665
K1 S1 K2 68.21(7) 1_565 1_665
C1 S2 K2 85.45(19) . 1_665
C1 S2 K1 85.1(2) . 1_565
K2 S2 K1 68.54(8) 1_665 1_565
C1 S2 K2 128.9(2) . 2_666
K2 S2 K2 103.75(7) 1_665 2_666
K1 S2 K2 145.35(6) 1_565 2_666
C1 S2 K1 128.6(2) . 2_666
K2 S2 K1 145.18(6) 1_665 2_666
K1 S2 K1 103.24(7) 1_565 2_666
K2 S2 K1 63.00(6) 2_666 2_666
C5 S3 K2 87.6(2) . 1_545
C5 S3 K1 85.7(2) . 1_545
K2 S3 K1 69.50(7) 1_545 1_545
C5 S3 K2 129.0(2) . 2_556
K2 S3 K2 103.74(7) 1_545 2_556
K1 S3 K2 145.03(5) 1_545 2_556
C5 S3 K1 127.2(2) . 2_656
K2 S3 K1 144.47(5) 1_545 2_656
K1 S3 K1 102.39(7) 1_545 2_656
K2 S3 K1 62.41(7) 2_556 2_656
C5 S4 K1 83.8(2) . 1_545
C5 S4 K2 84.26(19) . 1_545
K1 S4 K2 67.19(7) 1_545 1_545
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.419(7) .
C1 S1 1.663(5) .
C1 S2 1.706(5) .
C2 N2 1.292(7) .
C2 N1 1.354(6) .
C2 H2 0.9500 .
C3 C4 1.353(8) .
C3 N2 1.396(6) .
C3 H3 0.9500 .
C4 N1 1.399(6) .
C4 H4 0.9500 .
C5 N4 1.418(7) .
C5 S4 1.662(6) .
C5 S3 1.702(5) .
C6 N3 1.302(7) .
C6 N4 1.359(7) .
C6 H6 0.9500 .
C7 C8 1.327(8) .
C7 N3 1.403(6) .
C7 H7 0.9500 .
C8 N4 1.390(6) .
C8 H8 0.9500 .
K1 N3 2.814(5) .
K1 N2 2.831(5) .
K1 S3 3.266(3) 1_565
K1 S2 3.297(3) 1_545
K1 S1 3.306(3) 1_545
K1 S4 3.343(3) 1_565
K1 S2 3.594(3) 2_666
K1 S3 3.620(3) 2_656
K1 K2 3.713(4) .
K1 K2 3.713(4) 1_655
K2 N3 2.863(5) .
K2 N2 2.885(5) 1_455
K2 S3 3.247(3) 1_565
K2 S2 3.296(3) 1_445
K2 S1 3.316(3) 1_445
K2 S4 3.366(3) 1_565
K2 S2 3.510(3) 2_666
K2 S3 3.546(3) 2_556
K2 K1 3.713(4) 1_455
N2 K2 2.885(5) 1_655
S1 K1 3.306(3) 1_565
S1 K2 3.316(3) 1_665
S2 K2 3.296(3) 1_665
S2 K1 3.298(3) 1_565
S2 K2 3.509(3) 2_666
S2 K1 3.594(3) 2_666
S3 K2 3.247(3) 1_545
S3 K1 3.266(3) 1_545
S3 K2 3.546(3) 2_556
S3 K1 3.620(3) 2_656
S4 K1 3.343(3) 1_545
S4 K2 3.366(3) 1_545
