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#$Date: 2022-11-10 12:35:26 +0200 (Thu, 10 Nov 2022) $
#$Revision: 279205 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/60/8106065.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_8106065
loop_
_publ_author_name
'Mao, Xian-Jie'
'Yan, Ling-Ling'
'Cai, Hong-Xin'
'Wang, Yuan'
_publ_section_title
;
 Crystal structure of
 3-(2-dimethylaminoethyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one,
 C12H15N3OS
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              115
_journal_page_last               116
_journal_paper_doi               10.1515/ncrs-2017-0202
_journal_volume                  233
_journal_year                    2018
_chemical_formula_sum            'C12 H15 N3 O S'
_chemical_formula_weight         249.33
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 105.702(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9840(18)
_cell_length_b                   11.331(3)
_cell_length_c                   14.428(3)
_cell_measurement_reflns_used    568
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.53
_cell_measurement_theta_min      2.16
_cell_volume                     1256.5(5)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_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  0.0694
_diffrn_reflns_av_unetI/netI     0.0988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7350
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         2.320
_exptl_absorpt_coefficient_mu    0.245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0080(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2832
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.1538
_refine_ls_R_factor_gt           0.0639
_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)+(0.0200P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1293
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1311
_reflns_number_total             2832
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2017-0202_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8106065
_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   0.971
_shelx_estimated_absorpt_t_max   0.981
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'
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
S1 S 0.57030(15) 1.11873(11) 0.21409(9) 0.0687(4) Uani 1 1 d . . . . .
O1 O 0.9680(3) 0.8639(2) 0.45619(17) 0.0486(7) Uani 1 1 d . . . . .
C1 C 0.5051(4) 0.8952(3) 0.4105(2) 0.0359(9) Uani 1 1 d . . . . .
C2 C 0.3622(4) 0.8552(3) 0.4407(3) 0.0439(10) Uani 1 1 d . . . . .
H2A H 0.250769 0.882373 0.410690 0.053 Uiso 1 1 calc R U . . .
C3 C 0.3882(5) 0.7765(3) 0.5141(3) 0.0516(11) Uani 1 1 d . . . . .
H3A H 0.293725 0.750004 0.534457 0.062 Uiso 1 1 calc R U . . .
C4 C 0.5545(5) 0.7347(4) 0.5595(3) 0.0606(12) Uani 1 1 d . . . . .
H4A H 0.570238 0.680870 0.609802 0.073 Uiso 1 1 calc R U . . .
C5 C 0.6945(5) 0.7729(3) 0.5301(3) 0.0523(11) Uani 1 1 d . . . . .
H5A H 0.805280 0.744517 0.559890 0.063 Uiso 1 1 calc R U . . .
C6 C 0.6703(4) 0.8547(3) 0.4550(2) 0.0366(9) Uani 1 1 d . . . . .
C7 C 0.8196(5) 0.8984(3) 0.4233(3) 0.0396(9) Uani 1 1 d . . . . .
C8 C 0.6117(5) 1.0219(3) 0.3034(3) 0.0432(9) Uani 1 1 d . . . . .
C9 C 0.9268(4) 1.0319(3) 0.3199(3) 0.0417(9) Uani 1 1 d . . . . .
H9A H 1.028302 1.034825 0.374970 0.050 Uiso 1 1 calc R U . . .
H9B H 0.899959 1.111834 0.296570 0.050 Uiso 1 1 calc R U . . .
C10 C 0.9672(5) 0.9571(3) 0.2411(3) 0.0438(10) Uani 1 1 d . . . . .
H10A H 0.989744 0.876615 0.263877 0.053 Uiso 1 1 calc R U . . .
H10B H 0.866494 0.956267 0.185492 0.053 Uiso 1 1 calc R U . . .
C11 C 1.0824(5) 1.1182(4) 0.1667(3) 0.0652(13) Uani 1 1 d . . . . .
H11A H 1.182797 1.145382 0.148492 0.098 Uiso 1 1 calc R U . . .
H11C H 0.985274 1.112557 0.110582 0.098 Uiso 1 1 calc R U . . .
H11D H 1.055376 1.172852 0.211464 0.098 Uiso 1 1 calc R U . . .
C12 C 1.1605(5) 0.9175(4) 0.1441(3) 0.0634(13) Uani 1 1 d . . . . .
H12C H 1.259153 0.945675 0.124542 0.095 Uiso 1 1 calc R U . . .
H12D H 1.187266 0.842046 0.174734 0.095 Uiso 1 1 calc R U . . .
H12A H 1.062522 0.909863 0.088575 0.095 Uiso 1 1 calc R U . . .
N1 N 0.4818(4) 0.9755(3) 0.3365(2) 0.0420(8) Uani 1 1 d . . . . .
H1A H 0.377211 0.997961 0.309111 0.050 Uiso 1 1 calc R U . . .
N2 N 0.7782(4) 0.9832(3) 0.3500(2) 0.0403(8) Uani 1 1 d . . . . .
N3 N 1.1185(4) 1.0018(2) 0.2121(2) 0.0399(8) 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 C1 C6 119.5(3) . .
N1 C1 C2 120.2(3) . .
C6 C1 C2 120.3(3) . .
C3 C2 C1 119.3(3) . .
C3 C2 H2A 120.4 . .
C1 C2 H2A 120.4 . .
C2 C3 C4 121.0(4) . .
C2 C3 H3A 119.5 . .
C4 C3 H3A 119.5 . .
C5 C4 C3 120.0(4) . .
C5 C4 H4A 120.0 . .
C3 C4 H4A 120.0 . .
C4 C5 C6 119.8(4) . .
C4 C5 H5A 120.1 . .
C6 C5 H5A 120.1 . .
C1 C6 C5 119.6(3) . .
C1 C6 C7 119.7(3) . .
C5 C6 C7 120.6(3) . .
O1 C7 N2 121.4(3) . .
O1 C7 C6 123.7(3) . .
N2 C7 C6 114.8(3) . .
N1 C8 N2 115.4(3) . .
N1 C8 S1 121.2(3) . .
N2 C8 S1 123.3(3) . .
N2 C9 C10 111.2(3) . .
N2 C9 H9A 109.4 . .
C10 C9 H9A 109.4 . .
N2 C9 H9B 109.4 . .
C10 C9 H9B 109.4 . .
H9A C9 H9B 108.0 . .
N3 C10 C9 112.2(3) . .
N3 C10 H10A 109.2 . .
C9 C10 H10A 109.2 . .
N3 C10 H10B 109.2 . .
C9 C10 H10B 109.2 . .
H10A C10 H10B 107.9 . .
N3 C11 H11A 109.5 . .
N3 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
N3 C11 H11D 109.5 . .
H11A C11 H11D 109.5 . .
H11C C11 H11D 109.5 . .
N3 C12 H12C 109.5 . .
N3 C12 H12D 109.5 . .
H12C C12 H12D 109.5 . .
N3 C12 H12A 109.5 . .
H12C C12 H12A 109.5 . .
H12D C12 H12A 109.5 . .
C8 N1 C1 124.9(3) . .
C8 N1 H1A 117.6 . .
C1 N1 H1A 117.6 . .
C8 N2 C7 125.6(3) . .
C8 N2 C9 118.7(3) . .
C7 N2 C9 115.7(3) . .
C10 N3 C11 111.1(3) . .
C10 N3 C12 108.6(3) . .
C11 N3 C12 109.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C8 1.656(4) .
O1 C7 1.216(4) .
C1 N1 1.377(4) .
C1 C6 1.380(4) .
C1 C2 1.402(4) .
C2 C3 1.358(5) .
C2 H2A 0.9300 .
C3 C4 1.395(5) .
C3 H3A 0.9300 .
C4 C5 1.369(5) .
C4 H4A 0.9300 .
C5 C6 1.399(5) .
C5 H5A 0.9300 .
C6 C7 1.474(5) .
C7 N2 1.400(4) .
C8 N1 1.359(4) .
C8 N2 1.389(4) .
C9 N2 1.475(4) .
C9 C10 1.521(4) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 N3 1.471(4) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 N3 1.465(4) .
C11 H11A 0.9600 .
C11 H11C 0.9600 .
C11 H11D 0.9600 .
C12 N3 1.472(4) .
C12 H12C 0.9600 .
C12 H12D 0.9600 .
C12 H12A 0.9600 .
N1 H1A 0.8600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A N3 0.86 2.16 2.985(4) 160.6 1_455 yes
