#------------------------------------------------------------------------------
#$Date: 2020-09-30 07:43:55 +0300 (Wed, 30 Sep 2020) $
#$Revision: 256848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/22/2022261.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_2022261
loop_
_publ_author_name
'Grześkiewicz, Anita M.'
'Ostrowska, Agata'
'Borzylo, Dmytro'
'Kubicki, Maciej'
_publ_section_title
;
 When solvent becomes reactant: a study of 6-aminothiocytosine derivatives
;
_journal_coeditor_code           ZO3006
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              992
_journal_page_last               999
_journal_paper_doi               10.1107/S2053229620012504
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          '[K (C4 H5 N4 O2 S)]'
_chemical_formula_moiety         'K +, C4 H5 N4 O2 S -'
_chemical_formula_sum            'C4 H5 K N4 O2 S'
_chemical_formula_weight         212.28
_chemical_name_systematic
;
Poly[(μ-4,6-diaminopyrimidine-2-sulfinato)potassium(I)]
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                103.021(10)
_cell_angle_beta                 111.568(11)
_cell_angle_gamma                106.007(10)
_cell_formula_units_Z            2
_cell_length_a                   6.9631(8)
_cell_length_b                   8.0350(10)
_cell_length_c                   8.0886(10)
_cell_measurement_reflns_used    1084
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.5880
_cell_measurement_theta_min      3.3180
_cell_volume                     376.56(10)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Xcalibur Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0137
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2466
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.016
_diffrn_reflns_theta_min         3.236
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.942
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_description       plate
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.304
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1507
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0329
_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)+(0.0408P)²+0.2579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0896
_reflns_number_gt                1321
_reflns_number_total             1507
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zo3006sup1.cif
_cod_data_source_block           4
_cod_original_cell_volume        376.56(9)
_cod_database_code               2022261
_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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K K1 0.70120(9) -0.16473(8) 0.44579(9) 0.03648(19) Uani d 1 . .
N N1 0.6643(3) 0.3677(3) 0.4567(3) 0.0254(4) Uani d 1 . .
C C2 0.8070(4) 0.2858(3) 0.5049(3) 0.0236(5) Uani d 1 . .
S S2 0.90525(10) 0.29667(9) 0.75330(8) 0.02673(18) Uani d 1 . .
O O21 1.1022(3) 0.2428(3) 0.7880(3) 0.0401(5) Uani d 1 . .
O O22 0.7085(3) 0.1347(3) 0.7254(3) 0.0429(5) Uani d 1 . .
N N3 0.8766(3) 0.1928(3) 0.3987(3) 0.0254(4) Uani d 1 . .
C C4 0.7961(4) 0.1866(3) 0.2148(3) 0.0248(5) Uani d 1 . .
N N4 0.8684(4) 0.0945(3) 0.1045(3) 0.0357(5) Uani d 1 . .
H H41 0.9594 0.0445 0.1515 0.043 Uiso calc 1 . .
H H42 0.8233 0.0860 -0.0125 0.043 Uiso calc 1 . .
C C5 0.6507(4) 0.2704(3) 0.1483(3) 0.0284(5) Uani d 1 . .
H H5 0.6017 0.2706 0.0247 0.034 Uiso calc 1 . .
C C6 0.5800(4) 0.3542(3) 0.2707(3) 0.0250(5) Uani d 1 . .
N N6 0.4250(4) 0.4277(3) 0.2136(3) 0.0336(5) Uani d 1 . .
H H61 0.3849 0.4792 0.2931 0.040 Uiso calc 1 . .
H H62 0.3666 0.4228 0.0977 0.040 Uiso calc 1 . .
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'
K K 0.2009 0.2494 '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
O21 K1 O22 2_756 2_656 116.17(6) ?
O21 K1 N3 2_756 2_756 60.51(5) ?
O22 K1 N3 2_656 2_756 176.53(6) ?
O21 K1 O22 2_756 . 142.94(6) ?
O22 K1 O22 2_656 . 73.93(6) ?
N3 K1 O22 2_756 . 108.03(6) ?
O21 K1 N3 2_756 . 76.44(6) ?
O22 K1 N3 2_656 . 82.65(6) ?
N3 K1 N3 2_756 . 95.30(5) ?
O22 K1 N3 . . 69.48(5) ?
O21 K1 N6 2_756 1_545 77.36(6) ?
O22 K1 N6 2_656 1_545 83.27(6) ?
N3 K1 N6 2_756 1_545 96.67(6) ?
O22 K1 N6 . 1_545 139.40(6) ?
N3 K1 N6 . 1_545 140.74(6) ?
O21 K1 N1 2_756 2_656 139.71(6) ?
O22 K1 N1 2_656 2_656 64.92(5) ?
N3 K1 N1 2_756 2_656 118.14(6) ?
O22 K1 N1 . 2_656 77.35(5) ?
N3 K1 N1 . 2_656 138.85(5) ?
N6 K1 N1 1_545 2_656 62.53(6) ?
O21 K1 C2 2_756 . 99.39(6) ?
O22 K1 C2 2_656 . 72.06(6) ?
N3 K1 C2 2_756 . 107.01(6) ?
O22 K1 C2 . . 47.50(5) ?
N3 K1 C2 . . 22.95(5) ?
N6 K1 C2 1_545 . 150.79(6) ?
N1 K1 C2 2_656 . 117.25(5) ?
O21 K1 O21 2_756 . 101.64(5) ?
O22 K1 O21 2_656 . 111.39(6) ?
N3 K1 O21 2_756 . 69.19(5) ?
O22 K1 O21 . . 45.25(5) ?
N3 K1 O21 . . 52.51(5) ?
N6 K1 O21 1_545 . 163.40(5) ?
N1 K1 O21 2_656 . 115.57(5) ?
C2 K1 O21 . . 45.76(5) ?
O21 K1 S2 2_756 . 118.06(5) ?
O22 K1 S2 2_656 . 86.64(5) ?
N3 K1 S2 2_756 . 94.13(5) ?
O22 K1 S2 . . 24.97(4) ?
N3 K1 S2 . . 48.75(4) ?
N6 K1 S2 1_545 . 164.28(5) ?
N1 K1 S2 2_656 . 102.21(4) ?
C2 K1 S2 . . 30.98(4) ?
O21 K1 S2 . . 25.06(3) ?
O21 K1 C6 2_756 1_545 68.84(6) ?
O22 K1 C6 2_656 1_545 105.28(6) ?
N3 K1 C6 2_756 1_545 74.78(6) ?
O22 K1 C6 . 1_545 146.15(6) ?
N3 K1 C6 . 1_545 144.35(6) ?
N6 K1 C6 1_545 1_545 22.04(5) ?
N1 K1 C6 2_656 1_545 72.25(5) ?
C2 K1 C6 . 1_545 165.77(6) ?
O21 K1 C6 . 1_545 142.22(5) ?
S2 K1 C6 . 1_545 162.28(4) ?
O21 K1 S2 2_756 2_656 120.97(5) ?
O22 K1 S2 2_656 2_656 22.37(4) ?
N3 K1 S2 2_756 2_656 159.43(5) ?
O22 K1 S2 . 2_656 82.55(4) ?
N3 K1 S2 . 2_656 105.02(4) ?
N6 K1 S2 1_545 2_656 65.50(4) ?
N1 K1 S2 2_656 2_656 45.61(4) ?
C2 K1 S2 . 2_656 93.18(4) ?
O21 K1 S2 . 2_656 126.34(4) ?
S2 K1 S2 . 2_656 101.55(2) ?
C6 K1 S2 1_545 2_656 86.65(4) ?
C2 N1 C6 . . 114.61(19) ?
C2 N1 K1 . 2_656 101.64(14) ?
C6 N1 K1 . 2_656 112.74(14) ?
N3 C2 N1 . . 129.4(2) ?
N3 C2 S2 . . 117.31(17) ?
N1 C2 S2 . . 113.22(16) ?
N3 C2 K1 . . 60.98(12) ?
N1 C2 K1 . . 129.51(16) ?
S2 C2 K1 . . 78.53(8) ?
O21 S2 O22 . . 108.96(12) ?
O21 S2 C2 . . 103.00(10) ?
O22 S2 C2 . . 99.05(10) ?
O21 S2 K1 . . 72.48(9) ?
O22 S2 K1 . . 53.69(8) ?
C2 S2 K1 . . 70.48(8) ?
O21 S2 K1 . 2_656 149.90(9) ?
O22 S2 K1 . 2_656 44.55(8) ?
C2 S2 K1 . 2_656 73.75(7) ?
K1 S2 K1 . 2_656 78.45(2) ?
S2 O21 K1 . 2_756 130.27(10) ?
S2 O21 K1 . . 82.46(9) ?
K1 O21 K1 2_756 . 78.36(5) ?
S2 O22 K1 . 2_656 113.08(10) ?
S2 O22 K1 . . 101.33(9) ?
K1 O22 K1 2_656 . 106.07(6) ?
C2 N3 C4 . . 114.94(19) ?
C2 N3 K1 . 2_756 122.60(15) ?
C4 N3 K1 . 2_756 115.99(14) ?
C2 N3 K1 . . 96.07(14) ?
C4 N3 K1 . . 115.55(14) ?
K1 N3 K1 2_756 . 84.70(5) ?
N4 C4 N3 . . 115.8(2) ?
N4 C4 C5 . . 122.8(2) ?
N3 C4 C5 . . 121.3(2) ?
C4 N4 H41 . . 120.0 ?
C4 N4 H42 . . 120.0 ?
H41 N4 H42 . . 120.0 ?
C4 C5 C6 . . 118.1(2) ?
C4 C5 H5 . . 121.0 ?
C6 C5 H5 . . 121.0 ?
N6 C6 N1 . . 116.3(2) ?
N6 C6 C5 . . 122.2(2) ?
N1 C6 C5 . . 121.5(2) ?
N6 C6 K1 . 1_565 56.44(13) ?
N1 C6 K1 . 1_565 86.70(13) ?
C5 C6 K1 . 1_565 125.28(16) ?
C6 N6 K1 . 1_565 101.52(15) ?
C6 N6 H61 . . 120.0 ?
K1 N6 H61 1_565 . 63.6 ?
C6 N6 H62 . . 120.0 ?
K1 N6 H62 1_565 . 104.1 ?
H61 N6 H62 . . 120.0 ?
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
K1 O21 2_756 2.7729(19) ?
K1 O22 2_656 2.782(2) ?
K1 N3 2_756 2.837(2) ?
K1 O22 . 2.881(2) ?
K1 N3 . 2.965(2) ?
K1 N6 1_545 3.009(2) ?
K1 N1 2_656 3.086(2) ?
K1 C2 . 3.372(2) ?
K1 O21 . 3.372(2) ?
K1 S2 . 3.5059(11) ?
K1 C6 1_545 3.538(2) ?
K1 S2 2_656 3.6484(10) ?
N1 C2 . 1.328(3) ?
N1 C6 . 1.364(3) ?
N1 K1 2_656 3.086(2) ?
C2 N3 . 1.322(3) ?
C2 S2 . 1.842(2) ?
S2 O21 . 1.4982(18) ?
S2 O22 . 1.510(2) ?
S2 K1 2_656 3.6484(10) ?
O21 K1 2_756 2.7729(19) ?
O22 K1 2_656 2.782(2) ?
N3 C4 . 1.366(3) ?
N3 K1 2_756 2.837(2) ?
C4 N4 . 1.355(3) ?
C4 C5 . 1.380(3) ?
N4 H41 . 0.8600 ?
N4 H42 . 0.8600 ?
C5 C6 . 1.385(3) ?
C5 H5 . 0.9300 ?
C6 N6 . 1.355(3) ?
C6 K1 1_565 3.538(2) ?
N6 K1 1_565 3.009(2) ?
N6 H61 . 0.8600 ?
N6 H62 . 0.8600 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 N3 . . . . -0.6(4) ?
K1 N1 C2 N3 2_656 . . . 121.3(2) ?
C6 N1 C2 S2 . . . . -176.98(16) ?
K1 N1 C2 S2 2_656 . . . -55.09(16) ?
C6 N1 C2 K1 . . . . -82.8(2) ?
K1 N1 C2 K1 2_656 . . . 39.12(18) ?
N3 C2 S2 O21 . . . . 17.3(2) ?
N1 C2 S2 O21 . . . . -165.91(18) ?
K1 C2 S2 O21 . . . . 65.82(10) ?
N3 C2 S2 O22 . . . . -94.73(19) ?
N1 C2 S2 O22 . . . . 82.10(19) ?
K1 C2 S2 O22 . . . . -46.17(9) ?
N3 C2 S2 K1 . . . . -48.56(17) ?
N1 C2 S2 K1 . . . . 128.27(19) ?
N3 C2 S2 K1 . . . 2_656 -131.78(19) ?
N1 C2 S2 K1 . . . 2_656 45.05(16) ?
K1 C2 S2 K1 . . . 2_656 -83.22(4) ?
O22 S2 O21 K1 . . . 2_756 107.82(15) ?
C2 S2 O21 K1 . . . 2_756 3.35(18) ?
K1 S2 O21 K1 . . . 2_756 67.73(13) ?
K1 S2 O21 K1 2_656 . . 2_756 83.3(2) ?
O22 S2 O21 K1 . . . . 40.09(9) ?
C2 S2 O21 K1 . . . . -64.38(9) ?
K1 S2 O21 K1 2_656 . . . 15.58(15) ?
O21 S2 O22 K1 . . . 2_656 -162.75(9) ?
C2 S2 O22 K1 . . . 2_656 -55.56(11) ?
K1 S2 O22 K1 . . . 2_656 -113.09(10) ?
O21 S2 O22 K1 . . . . -49.65(10) ?
C2 S2 O22 K1 . . . . 57.54(10) ?
K1 S2 O22 K1 2_656 . . . 113.09(10) ?
N1 C2 N3 C4 . . . . 2.8(4) ?
S2 C2 N3 C4 . . . . 179.02(16) ?
K1 C2 N3 C4 . . . . 121.9(2) ?
N1 C2 N3 K1 . . . 2_756 153.4(2) ?
S2 C2 N3 K1 . . . 2_756 -30.4(2) ?
K1 C2 N3 K1 . . . 2_756 -87.58(12) ?
N1 C2 N3 K1 . . . . -119.1(2) ?
S2 C2 N3 K1 . . . . 57.16(16) ?
C2 N3 C4 N4 . . . . 179.0(2) ?
K1 N3 C4 N4 2_756 . . . 26.4(3) ?
K1 N3 C4 N4 . . . . -70.5(2) ?
C2 N3 C4 C5 . . . . -0.8(3) ?
K1 N3 C4 C5 2_756 . . . -153.39(19) ?
K1 N3 C4 C5 . . . . 109.8(2) ?
N4 C4 C5 C6 . . . . 177.3(2) ?
N3 C4 C5 C6 . . . . -2.9(4) ?
C2 N1 C6 N6 . . . . 176.7(2) ?
K1 N1 C6 N6 2_656 . . . 61.1(2) ?
C2 N1 C6 C5 . . . . -3.5(3) ?
K1 N1 C6 C5 2_656 . . . -119.2(2) ?
C2 N1 C6 K1 . . . 1_565 -133.56(18) ?
K1 N1 C6 K1 2_656 . . 1_565 110.81(9) ?
C4 C5 C6 N6 . . . . -175.0(2) ?
C4 C5 C6 N1 . . . . 5.2(4) ?
C4 C5 C6 K1 . . . 1_565 115.7(2) ?
N1 C6 N6 K1 . . . 1_565 66.1(2) ?
C5 C6 N6 K1 . . . 1_565 -113.7(2) ?

_cod_database_fobs_code 2022261
