# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_test_a
_database_code_depnum_ccdc_archive 'CCDC 1557061'
_audit_update_record             
;
2017-06-19 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'Potassium pyrroledithiocarbamate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H4 K N S2'
_chemical_formula_weight         181.31

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.41(2)
_cell_length_b                   14.04(2)
_cell_length_c                   8.042(13)
_cell_angle_alpha                90
_cell_angle_beta                 100.64(3)
_cell_angle_gamma                90
_cell_volume                     1488(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    156
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      24.7

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.179
_shelx_estimated_absorpt_T_min   0.757
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5416
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5708
_diffrn_reflns_av_unetI/netI     0.0955
_diffrn_reflns_av_R_equivalents  0.0708
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.119
_diffrn_reflns_theta_max         26.296
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             2936
_reflns_number_gt                1865
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0437P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2936
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0983
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1100
_refine_ls_wR_factor_gt          0.0926
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3484(3) 0.6303(3) 0.9631(6) 0.0191(10) Uani 1 1 d . . . . .
C2 C 0.2094(3) 0.7167(3) 1.0758(6) 0.0236(11) Uani 1 1 d . . . . .
H2 H 0.2484 0.7594 1.1491 0.028 Uiso 1 1 calc R U . . .
C3 C 0.1076(3) 0.7089(4) 1.0488(6) 0.0267(12) Uani 1 1 d . . . . .
H3 H 0.0644 0.7459 1.1002 0.032 Uiso 1 1 calc R U . . .
C4 C 0.0765(4) 0.6346(4) 0.9284(7) 0.0317(13) Uani 1 1 d . . . . .
H4 H 0.0103 0.6146 0.8887 0.038 Uiso 1 1 calc R U . . .
C5 C 0.1617(3) 0.5987(3) 0.8829(6) 0.0252(11) Uani 1 1 d . . . . .
H5 H 0.1640 0.5498 0.8057 0.030 Uiso 1 1 calc R U . . .
C6 C 0.2539(3) 0.4013(3) 0.4329(6) 0.0191(10) Uani 1 1 d . . . . .
C7 C 0.2182(4) 0.3290(3) 0.7007(6) 0.0222(11) Uani 1 1 d . . . . .
H7 H 0.2810 0.3010 0.7400 0.027 Uiso 1 1 calc R U . . .
C8 C 0.1373(3) 0.3273(3) 0.7795(6) 0.0257(11) Uani 1 1 d . . . . .
H8 H 0.1347 0.2979 0.8823 0.031 Uiso 1 1 calc R U . . .
C9 C 0.0568(3) 0.3784(3) 0.6773(6) 0.0246(11) Uani 1 1 d . . . . .
H9 H -0.0075 0.3885 0.7016 0.030 Uiso 1 1 calc R U . . .
C10 C 0.0906(3) 0.4098(3) 0.5384(6) 0.0209(11) Uani 1 1 d . . . . .
H10 H 0.0532 0.4450 0.4505 0.025 Uiso 1 1 calc R U . . .
K1 K 0.61802(8) 0.62334(8) 0.92514(14) 0.0254(3) Uani 1 1 d . . . . .
K2 K 0.37382(8) 0.60733(8) 0.43716(14) 0.0303(3) Uani 1 1 d . . . . .
N1 N 0.2464(3) 0.6486(3) 0.9730(5) 0.0210(9) Uani 1 1 d . . . . .
N2 N 0.1909(3) 0.3804(3) 0.5495(5) 0.0182(8) Uani 1 1 d . . . . .
S1 S 0.43879(9) 0.68849(9) 1.10514(16) 0.0223(3) Uani 1 1 d . . . . .
S2 S 0.37599(9) 0.55280(9) 0.81819(16) 0.0241(3) Uani 1 1 d . . . . .
S3 S 0.37573(8) 0.35899(9) 0.47450(15) 0.0218(3) Uani 1 1 d . . . . .
S4 S 0.20508(8) 0.46532(9) 0.25849(15) 0.0221(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 N1 1.409(6) . ?
C1 S2 1.685(5) . ?
C1 S1 1.712(5) . ?
C2 C3 1.347(7) . ?
C2 N1 1.412(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.432(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.360(7) . ?
C4 H4 0.9300 . ?
C5 N1 1.415(6) . ?
C5 H5 0.9300 . ?
C6 N2 1.404(6) . ?
C6 S4 1.693(5) . ?
C6 S3 1.713(5) . ?
C6 K2 3.306(6) . ?
C7 C8 1.354(7) . ?
C7 N2 1.404(6) . ?
C7 K1 3.448(6) 3_667 ?
C7 H7 0.9300 . ?
C8 C9 1.424(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.354(7) . ?
C9 H9 0.9300 . ?
C10 N2 1.394(6) . ?
C10 H10 0.9300 . ?
K1 S1 3.162(4) . ?
K1 S2 3.212(4) 3_667 ?
K1 S3 3.240(5) 3_666 ?
K1 S4 3.264(4) 3_666 ?
K1 S2 3.351(5) . ?
K1 S3 3.402(6) 2_656 ?
K1 C7 3.448(6) 3_667 ?
K1 K2 4.371(5) 3_666 ?
K1 K2 4.630(6) . ?
K1 K1 4.987(6) 3_667 ?
K1 K2 5.015(6) 4_576 ?
K2 S2 3.153(5) . ?
K2 S4 3.156(4) . ?
K2 S1 3.170(4) 1_554 ?
K2 S1 3.219(5) 4_575 ?
K2 S3 3.337(5) 3_666 ?
K2 S3 3.498(6) . ?
K2 K1 4.371(5) 3_666 ?
K2 K2 4.505(6) 3_666 ?
K2 K1 5.015(6) 4_575 ?
S1 K2 3.170(4) 1_556 ?
S1 K2 3.219(5) 4_576 ?
S2 K1 3.212(4) 3_667 ?
S3 K1 3.240(6) 3_666 ?
S3 K2 3.337(6) 3_666 ?
S3 K1 3.402(6) 2_646 ?
S4 K1 3.264(4) 3_666 ?

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
N1 C1 S2 119.8(3) . . ?
N1 C1 S1 116.8(3) . . ?
S2 C1 S1 123.4(3) . . ?
C3 C2 N1 107.8(4) . . ?
C3 C2 H2 126.1 . . ?
N1 C2 H2 126.1 . . ?
C2 C3 C4 109.2(5) . . ?
C2 C3 H3 125.4 . . ?
C4 C3 H3 125.4 . . ?
C5 C4 C3 107.3(4) . . ?
C5 C4 H4 126.3 . . ?
C3 C4 H4 126.3 . . ?
C4 C5 N1 108.3(5) . . ?
C4 C5 H5 125.9 . . ?
N1 C5 H5 125.9 . . ?
N2 C6 S4 118.4(3) . . ?
N2 C6 S3 117.9(3) . . ?
S4 C6 S3 123.7(3) . . ?
N2 C6 K2 121.8(3) . . ?
S4 C6 K2 69.96(17) . . ?
S3 C6 K2 81.73(19) . . ?
C8 C7 N2 108.1(4) . . ?
C8 C7 K1 91.8(3) . 3_667 ?
N2 C7 K1 132.8(3) . 3_667 ?
C8 C7 H7 125.9 . . ?
N2 C7 H7 125.9 . . ?
K1 C7 H7 52.7 3_667 . ?
C7 C8 C9 108.0(5) . . ?
C7 C8 H8 126.0 . . ?
C9 C8 H8 126.0 . . ?
C10 C9 C8 107.9(4) . . ?
C10 C9 H9 126.1 . . ?
C8 C9 H9 126.1 . . ?
C9 C10 N2 108.5(4) . . ?
C9 C10 H10 125.8 . . ?
N2 C10 H10 125.8 . . ?
S1 K1 S2 81.91(9) . 3_667 ?
S1 K1 S3 126.38(6) . 3_666 ?
S2 K1 S3 133.97(7) 3_667 3_666 ?
S1 K1 S4 174.36(5) . 3_666 ?
S2 K1 S4 93.63(9) 3_667 3_666 ?
S3 K1 S4 54.99(6) 3_666 3_666 ?
S1 K1 S2 54.58(10) . . ?
S2 K1 S2 81.12(6) 3_667 . ?
S3 K1 S2 88.24(6) 3_666 . ?
S4 K1 S2 121.47(10) 3_666 . ?
S1 K1 S3 66.28(5) . 2_656 ?
S2 K1 S3 126.81(11) 3_667 2_656 ?
S3 K1 S3 99.03(6) 3_666 2_656 ?
S4 K1 S3 119.33(6) 3_666 2_656 ?
S2 K1 S3 109.17(5) . 2_656 ?
S1 K1 C7 87.72(15) . 3_667 ?
S2 K1 C7 69.64(12) 3_667 3_667 ?
S3 K1 C7 136.21(12) 3_666 3_667 ?
S4 K1 C7 93.99(15) 3_666 3_667 ?
S2 K1 C7 135.43(10) . 3_667 ?
S3 K1 C7 67.70(8) 2_656 3_667 ?
S1 K1 K2 129.36(6) . 3_666 ?
S2 K1 K2 81.81(14) 3_667 3_666 ?
S3 K1 K2 52.19(8) 3_666 3_666 ?
S4 K1 K2 46.07(6) 3_666 3_666 ?
S2 K1 K2 75.66(6) . 3_666 ?
S3 K1 K2 151.15(5) 2_656 3_666 ?
C7 K1 K2 129.43(10) 3_667 3_666 ?
S1 K1 K2 85.60(13) . . ?
S2 K1 K2 115.93(8) 3_667 . ?
S3 K1 K2 46.11(9) 3_666 . ?
S4 K1 K2 93.31(12) 3_666 . ?
S2 K1 K2 42.93(5) . . ?
S3 K1 K2 103.35(4) 2_656 . ?
C7 K1 K2 170.51(9) 3_667 . ?
K2 K1 K2 59.99(8) 3_666 . ?
S1 K1 K1 61.31(10) . 3_667 ?
S2 K1 K1 41.60(6) 3_667 3_667 ?
S3 K1 K1 115.24(5) 3_666 3_667 ?
S4 K1 K1 113.05(11) 3_666 3_667 ?
S2 K1 K1 39.52(5) . 3_667 ?
S3 K1 K1 127.35(8) 2_656 3_667 ?
C7 K1 K1 104.75(12) 3_667 3_667 ?
K2 K1 K1 75.04(10) 3_666 3_667 ?
K2 K1 K1 77.85(9) . 3_667 ?
S1 K1 K2 38.60(5) . 4_576 ?
S2 K1 K2 120.44(9) 3_667 4_576 ?
S3 K1 K2 95.63(4) 3_666 4_576 ?
S4 K1 K2 145.91(5) 3_666 4_576 ?
S2 K1 K2 67.81(11) . 4_576 ?
S3 K1 K2 41.42(7) 2_656 4_576 ?
C7 K1 K2 98.64(11) 3_667 4_576 ?
K2 K1 K2 131.92(6) 3_666 4_576 ?
K2 K1 K2 71.97(7) . 4_576 ?
K1 K1 K2 94.16(13) 3_667 4_576 ?
S2 K2 S4 99.58(8) . . ?
S2 K2 S1 162.03(6) . 1_554 ?
S4 K2 S1 97.41(10) . 1_554 ?
S2 K2 S1 81.67(9) . 4_575 ?
S4 K2 S1 150.36(6) . 4_575 ?
S1 K2 S1 86.47(10) 1_554 4_575 ?
S2 K2 C6 73.43(9) . . ?
S4 K2 C6 30.25(9) . . ?
S1 K2 C6 120.97(10) 1_554 . ?
S1 K2 C6 151.22(11) 4_575 . ?
S2 K2 S3 89.95(5) . 3_666 ?
S4 K2 S3 142.72(6) . 3_666 ?
S1 K2 S3 72.89(7) 1_554 3_666 ?
S1 K2 S3 66.46(4) 4_575 3_666 ?
C6 K2 S3 126.52(9) . 3_666 ?
S2 K2 S3 71.10(4) . . ?
S4 K2 S3 53.35(7) . . ?
S1 K2 S3 115.57(5) 1_554 . ?
S1 K2 S3 148.64(8) 4_575 . ?
C6 K2 S3 28.99(9) . . ?
S3 K2 S3 97.57(4) 3_666 . ?
S2 K2 K1 118.11(11) . 3_666 ?
S4 K2 K1 48.14(7) . 3_666 ?
S1 K2 K1 70.12(11) 1_554 3_666 ?
S1 K2 K1 154.30(5) 4_575 3_666 ?
C6 K2 K1 54.36(11) . 3_666 ?
S3 K2 K1 95.67(5) 3_666 3_666 ?
S3 K2 K1 47.03(8) . 3_666 ?
S2 K2 K2 75.40(5) . 3_666 ?
S4 K2 K2 97.23(13) . 3_666 ?
S1 K2 K2 96.74(8) 1_554 3_666 ?
S1 K2 K2 111.54(10) 4_575 3_666 ?
C6 K2 K2 76.21(15) . 3_666 ?
S3 K2 K2 50.33(9) 3_666 3_666 ?
S3 K2 K2 47.24(7) . 3_666 ?
K1 K2 K2 62.86(8) 3_666 3_666 ?
S2 K2 K1 46.36(8) . . ?
S4 K2 K1 138.79(6) . . ?
S1 K2 K1 115.79(11) 1_554 . ?
S1 K2 K1 60.44(5) 4_575 . ?
C6 K2 K1 108.54(10) . . ?
S3 K2 K1 44.41(6) 3_666 . ?
S3 K2 K1 89.01(4) . . ?
K1 K2 K1 120.01(8) 3_666 . ?
K2 K2 K1 57.15(7) 3_666 . ?
S2 K2 K1 108.23(4) . 4_575 ?
S4 K2 K1 152.06(6) . 4_575 ?
S1 K2 K1 55.30(5) 1_554 4_575 ?
S1 K2 K1 37.79(6) 4_575 4_575 ?
C6 K2 K1 167.82(8) . 4_575 ?
S3 K2 K1 42.41(5) 3_666 4_575 ?
S3 K2 K1 139.32(7) . 4_575 ?
K1 K2 K1 116.66(8) 3_666 4_575 ?
K2 K2 K1 92.41(13) 3_666 4_575 ?
K1 K2 K1 67.50(7) . 4_575 ?
C1 N1 C2 127.3(4) . . ?
C1 N1 C5 125.2(4) . . ?
C2 N1 C5 107.5(4) . . ?
C10 N2 C7 107.6(4) . . ?
C10 N2 C6 126.0(4) . . ?
C7 N2 C6 126.4(4) . . ?
C1 S1 K1 93.52(19) . . ?
C1 S1 K2 96.87(19) . 1_556 ?
K1 S1 K2 129.22(7) . 1_556 ?
C1 S1 K2 92.36(18) . 4_576 ?
K1 S1 K2 103.60(8) . 4_576 ?
K2 S1 K2 125.33(6) 1_556 4_576 ?
C1 S2 K2 123.49(18) . . ?
C1 S2 K1 92.0(2) . 3_667 ?
K2 S2 K1 143.70(6) . 3_667 ?
C1 S2 K1 87.59(17) . . ?
K2 S2 K1 90.71(6) . . ?
K1 S2 K1 98.88(6) 3_667 . ?
C6 S3 K1 88.76(17) . 3_666 ?
C6 S3 K2 151.56(17) . 3_666 ?
K1 S3 K2 89.48(6) 3_666 3_666 ?
C6 S3 K1 111.36(16) . 2_646 ?
K1 S3 K1 107.80(5) 3_666 2_646 ?
K2 S3 K1 96.17(4) 3_666 2_646 ?
C6 S3 K2 69.28(16) . . ?
K1 S3 K2 80.78(4) 3_666 . ?
K2 S3 K2 82.43(4) 3_666 . ?
K1 S3 K2 171.33(5) 2_646 . ?
C6 S4 K2 79.79(18) . . ?
C6 S4 K1 88.31(19) . 3_666 ?
K2 S4 K1 85.79(12) . 3_666 ?

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.107

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_01232017
_database_code_depnum_ccdc_archive 'CCDC 1557060'
_audit_update_record             
;
2017-06-19 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'Potassium imidazoldithiocarbamate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H3 K N2 S2'
_chemical_formula_weight         182.30

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.425(6)
_cell_length_b                   8.392(7)
_cell_length_c                   11.614(9)
_cell_angle_alpha                78.314(12)
_cell_angle_beta                 80.939(15)
_cell_angle_gamma                89.287(17)
_cell_volume                     699.7(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10760
_cell_measurement_theta_min      1.6
_cell_measurement_theta_max      28.6

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.258
_shelx_estimated_absorpt_T_min   0.744
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.497438
_exptl_absorpt_correction_T_max  0.745373
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5549
_diffrn_reflns_av_unetI/netI     0.2118
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         1.813
_diffrn_reflns_theta_max         24.711
_diffrn_reflns_theta_full        24.711
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             2311
_reflns_number_gt                1349
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0541P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2311
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1182
_refine_ls_wR_factor_gt          0.1103
_refine_ls_goodness_of_fit_ref   0.877
_refine_ls_restrained_S_all      0.877
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
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 . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
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 ?

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
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 ?

_refine_diff_density_max         0.772
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.140

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_F03222017_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1557062'
_audit_update_record             
;
2017-06-19 deposited with the CCDC.
2017-09-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_F03222017_0m_a      
;
PROBLEM: D-H Without Acceptor       O1     --  H12    ...     Please Check
RESPONSE: Disordered water molecule. The packing has no acceptor atoms nearby the water molecule to make hydrogen bond.
;
# Added during the CSD deposition process: Monday 19 June 2017 07:36 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'Potassium diisopropyldithiocarbamate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H18 K N O2 S2'
_chemical_formula_weight         251.44

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'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   5.7640(9)
_cell_length_b                   28.756(5)
_cell_length_c                   7.9313(14)
_cell_angle_alpha                90
_cell_angle_beta                 110.631(10)
_cell_angle_gamma                90
_cell_volume                     1230.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    143
_cell_measurement_theta_min      4.0
_cell_measurement_theta_max      26.3

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.745
_shelx_estimated_absorpt_T_min   0.865
_shelx_estimated_absorpt_T_max   0.929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6393
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5442
_diffrn_reflns_av_unetI/netI     0.0795
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.416
_diffrn_reflns_theta_max         26.363
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2558
_reflns_number_gt                1768
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0467P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2558
_refine_ls_number_parameters     153
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1115
_refine_ls_wR_factor_gt          0.0992
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6650(6) 0.36328(12) 0.7779(4) 0.0152(7) Uani 1 1 d . . . . .
C2 C 0.6102(6) 0.39287(13) 1.0530(4) 0.0186(8) Uani 1 1 d . . . . .
H2 H 0.6803 0.3614 1.0949 0.022 Uiso 1 1 calc R U . . .
C3 C 0.7800(6) 0.42824(13) 1.1783(5) 0.0230(9) Uani 1 1 d . . . . .
H3A H 0.9472 0.4252 1.1743 0.035 Uiso 1 1 calc R U . . .
H3B H 0.7852 0.4228 1.3016 0.035 Uiso 1 1 calc R U . . .
H3C H 0.7173 0.4596 1.1402 0.035 Uiso 1 1 calc R U . . .
C4 C 0.3480(7) 0.39420(15) 1.0603(5) 0.0288(10) Uani 1 1 d . . . . .
H4A H 0.2746 0.4249 1.0216 0.043 Uiso 1 1 calc R U . . .
H4B H 0.3562 0.3883 1.1839 0.043 Uiso 1 1 calc R U . . .
H4C H 0.2458 0.3703 0.9801 0.043 Uiso 1 1 calc R U . . .
C5 C 0.5074(6) 0.44461(11) 0.7834(4) 0.0147(7) Uani 1 1 d . . . . .
H5 H 0.4708 0.4621 0.8801 0.018 Uiso 1 1 calc R U . . .
C6 C 0.7024(7) 0.47358(12) 0.7423(5) 0.0202(8) Uani 1 1 d . . . . .
H6A H 0.8549 0.4743 0.8484 0.030 Uiso 1 1 calc R U . . .
H6B H 0.6406 0.5054 0.7113 0.030 Uiso 1 1 calc R U . . .
H6C H 0.7370 0.4597 0.6407 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2609(6) 0.44232(12) 0.6264(5) 0.0189(8) Uani 1 1 d . . . . .
H7A H 0.2888 0.4306 0.5191 0.028 Uiso 1 1 calc R U . . .
H7B H 0.1880 0.4735 0.6020 0.028 Uiso 1 1 calc R U . . .
H7C H 0.1476 0.4214 0.6573 0.028 Uiso 1 1 calc R U . . .
H11 H 0.58(3) 0.274(3) 0.451(7) 0.27(11) Uiso 0.5 1 d D . P . .
H12 H 0.688(18) 0.2500 0.607(4) 0.14(4) Uiso 1 2 d DS . P . .
H21 H 1.001(7) 0.3297(14) 0.522(7) 0.08(2) Uiso 1 1 d D . . . .
H22 H 1.235(6) 0.3283(13) 0.516(6) 0.057(16) Uiso 1 1 d D . . . .
H31 H 0.31(2) 0.2500 0.234(9) 0.18(6) Uiso 1 2 d DS . P . .
H32 H 0.288(13) 0.2958(12) 0.182(8) 0.01(2) Uiso 0.5 1 d D . P . .
K1 K 1.2202(2) 0.2500 0.79406(15) 0.0199(3) Uani 1 2 d S T P . .
K2 K 0.8924(2) 0.2500 0.25242(14) 0.0210(3) Uani 1 2 d S T P . .
N1 N 0.6017(5) 0.39845(9) 0.8646(4) 0.0146(6) Uani 1 1 d . . . . .
O1 O 0.6426(7) 0.2500 0.4977(5) 0.0254(9) Uani 1 2 d DS T P . .
O2 O 1.1114(5) 0.31368(9) 0.5108(4) 0.0232(6) Uani 1 1 d D . . . .
O3 O 0.3282(10) 0.26974(19) 0.1649(8) 0.0230(12) Uani 0.5 1 d D . P . .
S1 S 0.64253(17) 0.36878(3) 0.55612(12) 0.0172(2) Uani 1 1 d . . . . .
S2 S 0.76311(18) 0.31020(3) 0.88144(14) 0.0239(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 N1 1.344(4) . ?
C1 S1 1.725(3) . ?
C1 S2 1.731(4) . ?
C2 N1 1.486(4) . ?
C2 C3 1.515(5) . ?
C2 C4 1.533(5) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N1 1.492(4) . ?
C5 C6 1.524(4) . ?
C5 C7 1.525(5) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
K1 O2 2.793(3) 4_565 ?
K1 O2 2.793(3) . ?
K1 O3 2.841(5) 1_656 ?
K1 O3 2.841(5) 4_666 ?
K1 O1 3.331(4) . ?
K1 S2 3.4213(13) 4_565 ?
K1 S2 3.4214(13) . ?
K1 S2 3.4266(14) 1_655 ?
K1 S2 3.4266(14) 4_665 ?
K1 K2 4.2781(17) 1_656 ?
K1 K2 4.6505(15) 1_556 ?
K1 H12 2.90(10) . ?
K2 O2 2.706(3) 4_565 ?
K2 O2 2.706(3) . ?
K2 O1 2.798(4) . ?
K2 O3 2.888(5) 1_655 ?
K2 O3 2.888(5) 4_665 ?
K2 O3 3.129(5) 4_565 ?
K2 O3 3.129(5) . ?
K2 S2 3.2657(13) 4_564 ?
K2 S2 3.2657(13) 1_554 ?
K2 K1 4.2781(17) 1_454 ?
K2 K1 4.6505(15) 1_554 ?
K2 H11 2.87(14) . ?
K2 H21 3.04(4) . ?
O1 H11 0.81(3) . ?
O1 H12 0.81(2) . ?
O2 H21 0.81(2) . ?
O2 H22 0.81(2) . ?
O3 O3 1.135(11) 4_565 ?
O3 K1 2.841(5) 1_454 ?
O3 K2 2.888(5) 1_455 ?
O3 H31 0.81(3) . ?
O3 H32 0.81(2) . ?
S2 K2 3.2657(13) 1_556 ?
S2 K1 3.4267(14) 1_455 ?

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
N1 C1 S1 121.1(3) . . ?
N1 C1 S2 121.5(2) . . ?
S1 C1 S2 117.3(2) . . ?
N1 C2 C3 111.8(3) . . ?
N1 C2 C4 110.6(3) . . ?
C3 C2 C4 112.1(3) . . ?
N1 C2 H2 107.3 . . ?
C3 C2 H2 107.3 . . ?
C4 C2 H2 107.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 113.3(3) . . ?
N1 C5 C7 114.0(3) . . ?
C6 C5 C7 113.2(3) . . ?
N1 C5 H5 105.1 . . ?
C6 C5 H5 105.1 . . ?
C7 C5 H5 105.1 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 K1 O2 81.93(11) 4_565 . ?
O2 K1 O3 150.34(13) 4_565 1_656 ?
O2 K1 O3 127.37(13) . 1_656 ?
O2 K1 O3 127.38(13) 4_565 4_666 ?
O2 K1 O3 150.34(13) . 4_666 ?
O3 K1 O3 23.0(2) 1_656 4_666 ?
O2 K1 O1 63.07(7) 4_565 . ?
O2 K1 O1 63.07(7) . . ?
O3 K1 O1 122.04(13) 1_656 . ?
O3 K1 O1 122.04(13) 4_666 . ?
O2 K1 S2 81.98(6) 4_565 4_565 ?
O2 K1 S2 121.60(7) . 4_565 ?
O3 K1 S2 78.16(11) 1_656 4_565 ?
O3 K1 S2 65.96(11) 4_666 4_565 ?
O1 K1 S2 59.56(6) . 4_565 ?
O2 K1 S2 121.60(7) 4_565 . ?
O2 K1 S2 81.98(6) . . ?
O3 K1 S2 65.96(11) 1_656 . ?
O3 K1 S2 78.16(11) 4_666 . ?
O1 K1 S2 59.56(6) . . ?
S2 K1 S2 60.80(4) 4_565 . ?
O2 K1 S2 115.10(7) 4_565 1_655 ?
O2 K1 S2 76.21(6) . 1_655 ?
O3 K1 S2 80.70(11) 1_656 1_655 ?
O3 K1 S2 92.31(12) 4_666 1_655 ?
O1 K1 S2 139.22(5) . 1_655 ?
S2 K1 S2 158.16(5) 4_565 1_655 ?
S2 K1 S2 114.64(3) . 1_655 ?
O2 K1 S2 76.21(6) 4_565 4_665 ?
O2 K1 S2 115.10(7) . 4_665 ?
O3 K1 S2 92.31(12) 1_656 4_665 ?
O3 K1 S2 80.70(11) 4_666 4_665 ?
O1 K1 S2 139.22(5) . 4_665 ?
S2 K1 S2 114.64(3) 4_565 4_665 ?
S2 K1 S2 158.16(5) . 4_665 ?
S2 K1 S2 60.69(4) 1_655 4_665 ?
O2 K1 K2 124.26(6) 4_565 1_656 ?
O2 K1 K2 124.26(6) . 1_656 ?
O3 K1 K2 46.98(11) 1_656 1_656 ?
O3 K1 K2 46.98(11) 4_666 1_656 ?
O1 K1 K2 168.65(7) . 1_656 ?
S2 K1 K2 111.06(3) 4_565 1_656 ?
S2 K1 K2 111.06(3) . 1_656 ?
S2 K1 K2 48.63(2) 1_655 1_656 ?
S2 K1 K2 48.63(2) 4_665 1_656 ?
O2 K1 K2 126.22(6) 4_565 1_556 ?
O2 K1 K2 126.22(6) . 1_556 ?
O3 K1 K2 36.08(11) 1_656 1_556 ?
O3 K1 K2 36.08(11) 4_666 1_556 ?
O1 K1 K2 88.36(7) . 1_556 ?
S2 K1 K2 44.58(2) 4_565 1_556 ?
S2 K1 K2 44.58(2) . 1_556 ?
S2 K1 K2 115.82(3) 1_655 1_556 ?
S2 K1 K2 115.82(3) 4_665 1_556 ?
K2 K1 K2 80.30(3) 1_656 1_556 ?
O2 K1 H12 72.0(7) 4_565 . ?
O2 K1 H12 72.0(7) . . ?
O3 K1 H12 109.6(10) 1_656 . ?
O3 K1 H12 109.6(10) 4_666 . ?
O1 K1 H12 12.7(10) . . ?
S2 K1 H12 49.6(8) 4_565 . ?
S2 K1 H12 49.6(8) . . ?
S2 K1 H12 146.1(4) 1_655 . ?
S2 K1 H12 146.1(4) 4_665 . ?
K2 K1 H12 155.9(10) 1_656 . ?
K2 K1 H12 75.6(10) 1_556 . ?
O2 K2 O2 85.16(12) 4_565 . ?
O2 K2 O1 71.98(8) 4_565 . ?
O2 K2 O1 71.98(8) . . ?
O2 K2 O3 95.84(14) 4_565 1_655 ?
O2 K2 O3 80.55(12) . 1_655 ?
O1 K2 O3 150.59(14) . 1_655 ?
O2 K2 O3 80.55(12) 4_565 4_665 ?
O2 K2 O3 95.84(14) . 4_665 ?
O1 K2 O3 150.59(14) . 4_665 ?
O3 K2 O3 22.7(2) 1_655 4_665 ?
O2 K2 O3 102.49(11) 4_565 4_565 ?
O2 K2 O3 117.50(13) . 4_565 ?
O1 K2 O3 53.48(13) . 4_565 ?
O3 K2 O3 155.0(2) 1_655 4_565 ?
O3 K2 O3 146.6(2) 4_665 4_565 ?
O2 K2 O3 117.50(13) 4_565 . ?
O2 K2 O3 102.49(11) . . ?
O1 K2 O3 53.48(13) . . ?
O3 K2 O3 146.6(2) 1_655 . ?
O3 K2 O3 155.0(2) 4_665 . ?
O3 K2 O3 20.9(2) 4_565 . ?
O2 K2 S2 102.77(6) 4_565 4_564 ?
O2 K2 S2 159.80(7) . 4_564 ?
O1 K2 S2 128.05(7) . 4_564 ?
O3 K2 S2 80.18(10) 1_655 4_564 ?
O3 K2 S2 67.73(13) 4_665 4_564 ?
O3 K2 S2 79.32(11) 4_565 4_564 ?
O3 K2 S2 90.40(10) . 4_564 ?
O2 K2 S2 159.80(7) 4_565 1_554 ?
O2 K2 S2 102.77(6) . 1_554 ?
O1 K2 S2 128.05(7) . 1_554 ?
O3 K2 S2 67.73(13) 1_655 1_554 ?
O3 K2 S2 80.18(10) 4_665 1_554 ?
O3 K2 S2 90.40(10) 4_565 1_554 ?
O3 K2 S2 79.32(11) . 1_554 ?
S2 K2 S2 64.03(4) 4_564 1_554 ?
O2 K2 K1 133.21(6) 4_565 1_454 ?
O2 K2 K1 133.21(6) . 1_454 ?
O1 K2 K1 93.26(9) . 1_454 ?
O3 K2 K1 113.57(12) 1_655 1_454 ?
O3 K2 K1 113.57(12) 4_665 1_454 ?
O3 K2 K1 41.60(10) 4_565 1_454 ?
O3 K2 K1 41.60(10) . 1_454 ?
S2 K2 K1 51.94(3) 4_564 1_454 ?
S2 K2 K1 51.94(3) 1_554 1_454 ?
O2 K2 K1 112.48(6) 4_565 1_554 ?
O2 K2 K1 112.48(6) . 1_554 ?
O1 K2 K1 173.56(9) . 1_554 ?
O3 K2 K1 35.40(11) 1_655 1_554 ?
O3 K2 K1 35.40(11) 4_665 1_554 ?
O3 K2 K1 120.23(11) 4_565 1_554 ?
O3 K2 K1 120.23(11) . 1_554 ?
S2 K2 K1 47.33(2) 4_564 1_554 ?
S2 K2 K1 47.33(2) 1_554 1_554 ?
K1 K2 K1 80.30(3) 1_454 1_554 ?
O2 K2 H11 88.0(6) 4_565 . ?
O2 K2 H11 69(3) . . ?
O1 K2 H11 16.5(8) . . ?
O3 K2 H11 149(3) 1_655 . ?
O3 K2 H11 162(2) 4_665 . ?
O3 K2 H11 50(3) 4_565 . ?
O3 K2 H11 43(2) . . ?
S2 K2 H11 129(3) 4_564 . ?
S2 K2 H11 112.2(6) 1_554 . ?
K1 K2 H11 85(2) 1_454 . ?
K1 K2 H11 159.5(6) 1_554 . ?
O2 K2 H21 93.0(9) 4_565 . ?
O2 K2 H21 14.9(6) . . ?
O1 K2 H21 62.7(8) . . ?
O3 K2 H21 92.3(7) 1_655 . ?
O3 K2 H21 109.6(6) 4_665 . ?
O3 K2 H21 103.5(6) 4_565 . ?
O3 K2 H21 87.7(6) . . ?
S2 K2 H21 163.1(9) 4_564 . ?
S2 K2 H21 99.1(9) 1_554 . ?
K1 K2 H21 119.8(7) 1_454 . ?
K1 K2 H21 120.6(8) 1_554 . ?
H11 K2 H21 56(3) . . ?
C1 N1 C2 121.0(3) . . ?
C1 N1 C5 124.9(3) . . ?
C2 N1 C5 114.1(2) . . ?
K2 O1 K1 81.91(10) . . ?
K2 O1 H11 87(10) . . ?
K1 O1 H11 120(10) . . ?
K2 O1 H12 134(7) . . ?
K1 O1 H12 52(7) . . ?
H11 O1 H12 114(4) . . ?
K2 O2 K1 94.48(8) . . ?
K2 O2 H21 107(4) . . ?
K1 O2 H21 104(4) . . ?
K2 O2 H22 124(3) . . ?
K1 O2 H22 111(3) . . ?
H21 O2 H22 114(3) . . ?
O3 O3 K1 78.48(12) 4_565 1_454 ?
O3 O3 K2 78.67(11) 4_565 1_455 ?
K1 O3 K2 108.52(18) 1_454 1_455 ?
O3 O3 K2 79.55(10) 4_565 . ?
K1 O3 K2 91.42(13) 1_454 . ?
K2 O3 K2 146.6(2) 1_455 . ?
O3 O3 H31 45.6(18) 4_565 . ?
K1 O3 H31 121(4) 1_454 . ?
K2 O3 H31 53(8) 1_455 . ?
K2 O3 H31 94(8) . . ?
O3 O3 H32 158(4) 4_565 . ?
K1 O3 H32 113(4) 1_454 . ?
K2 O3 H32 79(4) 1_455 . ?
K2 O3 H32 118(5) . . ?
H31 O3 H32 115(4) . . ?
C1 S2 K2 145.84(12) . 1_556 ?
C1 S2 K1 119.76(11) . . ?
K2 S2 K1 88.09(3) 1_556 . ?
C1 S2 K1 103.13(11) . 1_455 ?
K2 S2 K1 79.43(3) 1_556 1_455 ?
K1 S2 K1 114.64(3) . 1_455 ?

_refine_diff_density_max         0.455
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.093

