#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:57:45 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223663 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/22/7232229.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_7232229
loop_
_publ_author_name
'Tarai, Arup'
'Baruah, Jubaraj Bikash'
_publ_section_title
;
 Separation or combination of non-covalently linked partners provides
 polymorphs of N-(aryl)-2-(propan-2-ylidene)hydrazine carbothioamides
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              1397
_journal_paper_doi               10.1039/C8CE02000K
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C11 H15 N3 O S'
_chemical_formula_sum            'C11 H15 N3 O S'
_chemical_formula_weight         237.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-01-17 deposited with the CCDC.
2019-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.510(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.606(2)
_cell_length_b                   8.1378(8)
_cell_length_c                   14.5476(14)
_cell_measurement_reflns_used    1457
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.95
_cell_measurement_theta_min      3.62
_cell_volume                     2522.2(4)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9479
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         1.912
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_description       Block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2221
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0505
_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)+(0.0100P)²+4.2246P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1091
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1550
_reflns_number_total             2221
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce02000k2.cif
_cod_data_source_block           MethoxyPoly2
_cod_depositor_comments
'Adding full bibliography for 7232228--7232231.cif.'
_cod_original_cell_volume        2522.1(4)
_cod_database_code               7232229
_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.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
S1 S 0.42392(5) 0.51978(11) 0.03919(9) 0.0990(4) Uani 1 1 d . .
C2 C 0.56312(12) 0.0348(3) 0.12525(18) 0.0493(6) Uani 1 1 d . .
C5 C 0.37123(11) 0.2979(3) 0.16131(17) 0.0422(6) Uani 1 1 d . .
C4 C 0.45029(11) 0.3388(3) 0.09529(18) 0.0468(6) Uani 1 1 d . .
C10 C 0.32134(12) 0.1867(3) 0.12818(19) 0.0499(6) Uani 1 1 d . .
C6 C 0.36900(13) 0.4388(3) 0.2122(2) 0.0564(7) Uani 1 1 d . .
H6 H 0.4027 0.5115 0.2353 0.068 Uiso 1 1 calc R U
C9 C 0.26867(13) 0.2216(4) 0.1438(2) 0.0647(8) Uani 1 1 d . .
H9 H 0.2347 0.1498 0.1207 0.078 Uiso 1 1 calc R U
C3 C 0.57897(14) -0.1321(3) 0.1740(2) 0.0705(9) Uani 1 1 d . .
H3A H 0.6202 -0.1296 0.2294 0.106 Uiso 1 1 calc R U
H3B H 0.5780 -0.2115 0.1245 0.106 Uiso 1 1 calc R U
H3C H 0.5489 -0.1619 0.1992 0.106 Uiso 1 1 calc R U
C1 C 0.60221(13) 0.0998(4) 0.0768(2) 0.0663(8) Uani 1 1 d . .
H1A H 0.5756 0.1383 0.0095 0.099 Uiso 1 1 calc R U
H1B H 0.6290 0.0142 0.0727 0.099 Uiso 1 1 calc R U
H1C H 0.6274 0.1891 0.1167 0.099 Uiso 1 1 calc R U
C7 C 0.31680(15) 0.4720(4) 0.2289(2) 0.0707(9) Uani 1 1 d . .
H7 H 0.3152 0.5668 0.2635 0.085 Uiso 1 1 calc R U
C8 C 0.26727(15) 0.3641(4) 0.1940(2) 0.0730(9) Uani 1 1 d . .
H8 H 0.2320 0.3877 0.2046 0.088 Uiso 1 1 calc R U
C11 C 0.28207(17) -0.0745(4) 0.0500(3) 0.0948(12) Uani 1 1 d . .
H11A H 0.2757 -0.1116 0.1075 0.142 Uiso 1 1 calc R U
H11B H 0.2947 -0.1655 0.0211 0.142 Uiso 1 1 calc R U
H11C H 0.2437 -0.0290 -0.0002 0.142 Uiso 1 1 calc R U
O1 O 0.33012(9) 0.0490(2) 0.08236(15) 0.0682(6) Uani 1 1 d . .
N2 N 0.49985(10) 0.2627(3) 0.08890(17) 0.0507(6) Uani 1 1 d . .
N3 N 0.42481(9) 0.2547(3) 0.14662(16) 0.0459(5) Uani 1 1 d . .
N1 N 0.51679(9) 0.1079(2) 0.13114(15) 0.0476(5) Uani 1 1 d . .
H2 H 0.5178(12) 0.312(3) 0.058(2) 0.065(9) Uiso 1 1 d . .
H3 H 0.4388(11) 0.160(3) 0.1638(19) 0.053(8) Uiso 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'
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
N1 C2 C1 126.3(2)
N1 C2 C3 115.8(2)
C1 C2 C3 117.9(2)
C6 C5 C10 120.2(2)
C6 C5 N3 122.1(2)
C10 C5 N3 117.6(2)
N3 C4 N2 114.4(2)
N3 C4 S1 124.4(2)
N2 C4 S1 121.22(19)
O1 C10 C9 125.7(2)
O1 C10 C5 114.7(2)
C9 C10 C5 119.6(3)
C5 C6 C7 120.1(3)
C8 C9 C10 119.2(3)
C8 C7 C6 119.5(3)
C7 C8 C9 121.5(3)
C10 O1 C11 118.1(2)
C4 N2 N1 118.5(2)
C4 N3 C5 127.3(2)
C2 N1 N2 119.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C4 1.669(2)
C2 N1 1.280(3)
C2 C1 1.480(4)
C2 C3 1.503(4)
C5 C6 1.378(3)
C5 C10 1.396(3)
C5 N3 1.415(3)
C4 N3 1.332(3)
C4 N2 1.362(3)
C10 O1 1.365(3)
C10 C9 1.386(4)
C6 C7 1.381(4)
C9 C8 1.379(4)
C7 C8 1.373(4)
C11 O1 1.435(3)
N2 N1 1.383(3)
