#------------------------------------------------------------------------------
#$Date: 2020-11-29 04:34:11 +0200 (Sun, 29 Nov 2020) $
#$Revision: 259294 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/14/7241480.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_7241480
loop_
_publ_author_name
'Tan, Davin'
'Ng, Zi Xuan'
'Ganguly, Rakesh'
'Li, Yongxin'
'Soo, Han Sen'
'Mohamed, Sharmarke'
'García, Felipe'
_publ_section_title
;
 Investigating the solid-state assembly of pharmaceutically-relevant
 N,N-dimethyl-O-thiocarbamates in the absence of labile hydrogen bonds
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE01336F
_journal_year                    2020
_chemical_formula_sum            'C12 H17 N O4 S'
_chemical_formula_weight         271.32
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_update_record
;
2018-03-21 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.9708(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   37.1149(9)
_cell_length_b                   5.54430(10)
_cell_length_c                   12.8872(3)
_cell_measurement_reflns_used    7874
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      30.5218
_cell_measurement_theta_min      3.3113
_cell_volume                     2637.49(10)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'APEX3 (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'XS, VERSION 2013/1'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Multilayer Mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_limit_h_max       52
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14769
_diffrn_reflns_theta_full        30.61
_diffrn_reflns_theta_max         30.61
_diffrn_reflns_theta_min         3.25
_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.291
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3992
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0346
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0431P)²+2.0636P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0950
_reflns_number_gt                3520
_reflns_number_total             3992
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01336f2.cif
_cod_data_source_block           fg790m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7241480
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_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_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.12292(3) -0.0112(2) 0.46673(8) 0.0179(2) Uani d . . . 1 . .
C C2 0.15082(3) 0.1502(2) 0.49065(8) 0.0189(2) Uani d . . . 1 . .
H H2 0.150021 0.264029 0.545474 0.023 Uiso calc U . R 1 . .
C C3 0.18031(3) 0.14086(19) 0.43157(8) 0.0176(2) Uani d . . . 1 . .
C C4 0.21049(3) 0.4569(2) 0.53094(10) 0.0256(2) Uani d . . . 1 . .
H H4A 0.190129 0.568893 0.51728 0.038 Uiso calc U . R 1 . .
H H4B 0.233314 0.547068 0.535784 0.038 Uiso calc U . R 1 . .
H H4C 0.208481 0.371899 0.596769 0.038 Uiso calc U . R 1 . .
C C5 0.18100(3) -0.02834(19) 0.35089(8) 0.01560(19) Uani d . . . 1 . .
C C6 0.21334(3) 0.1248(2) 0.21809(9) 0.0236(2) Uani d . . . 1 . .
H H6A 0.19367 0.098332 0.162399 0.035 Uiso calc U . R 1 . .
H H6B 0.236701 0.110322 0.189519 0.035 Uiso calc U . R 1 . .
H H6C 0.211111 0.286583 0.24741 0.035 Uiso calc U . R 1 . .
C C7 0.15192(3) -0.18629(18) 0.32877(8) 0.01616(19) Uani d . . . 1 . .
C C8 0.12572(3) -0.5087(2) 0.22521(9) 0.0220(2) Uani d . . . 1 . .
H H8A 0.122913 -0.61033 0.286057 0.033 Uiso calc U . R 1 . .
H H8B 0.130702 -0.610613 0.166231 0.033 Uiso calc U . R 1 . .
H H8C 0.103368 -0.417316 0.206777 0.033 Uiso calc U . R 1 . .
C C9 0.12228(3) -0.17964(19) 0.38772(8) 0.0180(2) Uani d . . . 1 . .
H H9 0.102446 -0.287259 0.373814 0.022 Uiso calc U . R 1 . .
C C10 0.06627(3) 0.12278(19) 0.52107(8) 0.01647(19) Uani d . . . 1 . .
C C11 0.05184(4) -0.1131(3) 0.67109(11) 0.0329(3) Uani d . . . 1 . .
H H11A 0.060324 -0.257859 0.637372 0.049 Uiso calc U . R 1 . .
H H11B 0.029853 -0.151424 0.703783 0.049 Uiso calc U . R 1 . .
H H11C 0.070703 -0.056778 0.724464 0.049 Uiso calc U . R 1 . .
C C12 0.01154(3) 0.2206(2) 0.60143(10) 0.0262(2) Uani d . . . 1 . .
H H12A 0.016655 0.342227 0.656173 0.039 Uiso calc U . R 1 . .
H H12B -0.008193 0.115918 0.619135 0.039 Uiso calc U . R 1 . .
H H12C 0.004407 0.300986 0.534711 0.039 Uiso calc U . R 1 . .
N N1 0.04386(3) 0.07622(18) 0.59290(7) 0.0206(2) Uani d . . . 1 . .
O O1 0.09538(2) -0.02473(15) 0.53414(6) 0.02069(17) Uani d . . . 1 . .
O O2 0.20984(2) 0.28523(16) 0.44749(7) 0.02357(18) Uani d . . . 1 . .
O O3 0.21118(2) -0.05195(14) 0.29851(6) 0.01863(16) Uani d . . . 1 . .
O O4 0.15513(2) -0.34519(14) 0.24933(6) 0.02006(17) Uani d . . . 1 . .
S S1 0.05967(2) 0.33032(5) 0.42799(2) 0.02195(9) Uani d . . . 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'
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 C1 C9 . . 123.98(9) ?
C2 C1 O1 . . 118.18(9) ?
C9 C1 O1 . . 117.41(10) ?
C1 C2 C3 . . 117.81(10) ?
O2 C3 C2 . . 124.22(10) ?
O2 C3 C5 . . 115.48(9) ?
C2 C3 C5 . . 120.29(10) ?
O3 C5 C7 . . 119.52(9) ?
O3 C5 C3 . . 120.47(9) ?
C7 C5 C3 . . 119.83(9) ?
O4 C7 C5 . . 115.59(9) ?
O4 C7 C9 . . 123.95(10) ?
C5 C7 C9 . . 120.45(9) ?
C1 C9 C7 . . 117.63(10) ?
N1 C10 O1 . . 110.18(9) ?
N1 C10 S1 . . 125.44(9) ?
O1 C10 S1 . . 124.38(8) ?
C10 N1 C12 . . 121.65(10) ?
C10 N1 C11 . . 121.39(10) ?
C12 N1 C11 . . 116.86(9) ?
C10 O1 C1 . . 120.80(8) ?
C3 O2 C4 . . 117.10(9) ?
C5 O3 C6 . . 113.56(8) ?
C7 O4 C8 . . 116.65(8) ?
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
C1 C2 . 1.3790(16) ?
C1 C9 . 1.3801(15) ?
C1 O1 . 1.4105(12) ?
C2 C3 . 1.3979(15) ?
C3 O2 . 1.3555(13) ?
C3 C5 . 1.4026(14) ?
C4 O2 . 1.4344(13) ?
C5 O3 . 1.3728(12) ?
C5 C7 . 1.3962(15) ?
C6 O3 . 1.4347(13) ?
C7 O4 . 1.3651(12) ?
C7 C9 . 1.4011(14) ?
C8 O4 . 1.4280(13) ?
C10 N1 . 1.3325(13) ?
C10 O1 . 1.3515(13) ?
C10 S1 . 1.6619(11) ?
C11 N1 . 1.4639(15) ?
C12 N1 . 1.4558(15) ?
