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#$Date: 2022-03-04 12:34:34 +0200 (Fri, 04 Mar 2022) $
#$Revision: 273341 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/46/8104640.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_8104640
loop_
_publ_author_name
'Khan, Arshad'
'Usman, Rabia'
'Khan, Amjad'
'Refat, Moamen S.'
'Alosaimi, Abeer M.'
'Bakare, Safyah B.'
'Alghamdi, Mohammed T.'
_publ_section_title
;
 The crystal structure of 4-(3-bromophenyl)pyrimidin-2-amine, C10H8BrN3
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              975
_journal_page_last               976
_journal_paper_doi               10.1515/ncrs-2021-0176
_journal_volume                  236
_journal_year                    2021
_chemical_formula_sum            'C10 H8 Br N3'
_chemical_formula_weight         250.10
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.214(3)
_cell_length_b                   12.735(6)
_cell_length_c                   21.305(9)
_cell_measurement_reflns_used    982
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.15
_cell_measurement_theta_min      2.75
_cell_volume                     1957.3(15)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_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  0.0744
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            8521
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.016
_diffrn_reflns_theta_min         1.912
_exptl_absorpt_coefficient_mu    4.160
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_description       Needle
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0050(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.882
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.882
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0353
_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)+(0.0369P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0754
_refine_ls_wR_factor_ref         0.0808
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1295
_reflns_number_total             2104
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0176_suppl.cif
_cod_data_source_block           a30115a
_cod_database_code               8104640
_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
Br1 Br 1.15001(5) 0.31066(3) 0.30008(2) 0.07590(19) Uani 1 1 d . . . . .
N1 N 0.5385(3) 0.35611(14) 0.43861(9) 0.0361(5) Uani 1 1 d . . . . .
N2 N 0.2294(3) 0.38830(15) 0.47474(10) 0.0390(5) Uani 1 1 d . . . . .
N3 N 0.3831(4) 0.23631(19) 0.49909(13) 0.0524(7) Uani 1 1 d . . . . .
C1 C 0.9874(4) 0.4209(2) 0.32252(12) 0.0480(7) Uani 1 1 d . . . . .
C2 C 1.0311(4) 0.5225(2) 0.30664(12) 0.0577(8) Uani 1 1 d . . . . .
H2 H 1.1362 0.5375 0.2830 0.069 Uiso 1 1 calc R U . . .
C3 C 0.9152(4) 0.6018(3) 0.32674(16) 0.0642(9) Uani 1 1 d . . . . .
C4 C 0.7563(4) 0.5799(2) 0.36060(15) 0.0531(8) Uani 1 1 d . . . . .
C5 C 0.7124(3) 0.47727(19) 0.37535(12) 0.0371(6) Uani 1 1 d . . . . .
C6 C 0.8305(3) 0.3979(2) 0.35617(11) 0.0416(6) Uani 1 1 d . . . . .
H6 H 0.8033 0.3285 0.3662 0.050 Uiso 1 1 calc R U . . .
C7 C 0.5414(3) 0.45067(17) 0.41095(11) 0.0347(6) Uani 1 1 d . . . . .
C8 C 0.3901(4) 0.5168(2) 0.41544(13) 0.0425(7) Uani 1 1 d . . . . .
C9 C 0.2387(4) 0.48138(19) 0.44723(13) 0.0430(6) Uani 1 1 d . . . . .
H9 H 0.1357 0.5251 0.4498 0.052 Uiso 1 1 calc R U . . .
C10 C 0.3840(3) 0.33006(18) 0.47004(12) 0.0365(6) Uani 1 1 d . . . . .
H3 H 0.953(4) 0.678(2) 0.3179(14) 0.065(9) Uiso 1 1 d . . . . .
H4 H 0.678(3) 0.634(2) 0.3768(11) 0.039(7) Uiso 1 1 d . . . . .
H8 H 0.392(3) 0.578(2) 0.3995(11) 0.040(7) Uiso 1 1 d . . . . .
H3A H 0.289(4) 0.216(2) 0.5200(14) 0.055(9) Uiso 1 1 d . . . . .
H3B H 0.477(4) 0.1975(18) 0.4994(13) 0.048(9) 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'
Br Br -0.2901 2.4595 '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
C7 N1 C10 117.0(2) . .
C9 N2 C10 114.8(2) . .
C6 C1 C2 121.3(3) . .
C6 C1 Br1 119.0(2) . .
C2 C1 Br1 119.6(2) . .
C1 C2 C3 118.3(3) . .
C2 C3 C4 121.1(3) . .
C5 C4 C3 120.0(3) . .
C4 C5 C6 118.9(3) . .
C4 C5 C7 121.5(2) . .
C6 C5 C7 119.7(2) . .
C1 C6 C5 120.4(2) . .
N1 C7 C8 120.3(2) . .
N1 C7 C5 116.2(2) . .
C8 C7 C5 123.5(2) . .
C9 C8 C7 117.8(2) . .
N2 C9 C8 123.8(2) . .
N1 C10 N2 126.2(2) . .
N1 C10 N3 116.9(2) . .
N2 C10 N3 116.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.891(3) .
N1 C7 1.341(3) .
N1 C10 1.342(3) .
N2 C9 1.324(3) .
N2 C10 1.343(3) .
N3 C10 1.345(3) .
C1 C6 1.372(3) .
C1 C2 1.375(4) .
C2 C3 1.379(4) .
C3 C4 1.382(4) .
C4 C5 1.381(4) .
C5 C6 1.384(4) .
C5 C7 1.487(3) .
C7 C8 1.382(3) .
C8 C9 1.362(4) .
