#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:25:06 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180428 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/97/7209799.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_7209799
loop_
_publ_author_name
'Owczarzak, Anita M.'
'Kourkoumelis, Nikolaos'
'Hadjikakou, Sotiris K.'
'Kubicki, Maciej'
_publ_section_title
;
 The impact of the anion size on the crystal packing in
 2-mercaptopyrimidine halides; isostructurality and polymorphism
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              3607
_journal_paper_doi               10.1039/c3ce40240a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C4 H5 N2 S, Br'
_chemical_formula_sum            'C4 H5 Br N2 S'
_chemical_formula_weight         193.07
_chemical_name_systematic
;
?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.5502(3)
_cell_length_b                   8.6872(4)
_cell_length_c                   13.6237(6)
_cell_measurement_reflns_used    7229
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      73.5979
_cell_measurement_theta_min      3.2412
_cell_volume                     1366.99(9)
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction (2009))'
_computing_data_collection       'CrysAlis Pro (Oxford Diffraction (2009))'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction (2009))'
_computing_molecular_graphics    'Stereochemical Workstation (Siemens, 1989)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.5357
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0125
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9789
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         73.76
_diffrn_reflns_theta_min         6.50
_exptl_absorpt_coefficient_mu    10.229
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.43 (release 21-10-2010 CrysAlis171 .NET)
(compiled Oct 21 2010,17:48:23)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.876
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1381
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0235
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0333P)²+0.7757P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0641
_reflns_number_gt                1311
_reflns_number_total             1381
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40240a.txt
_cod_data_source_block           4
_cod_original_cell_volume        1366.99(8)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7209799
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
N1 N 0.41879(15) 0.3335(2) 0.48344(14) 0.0452(4) Uani 1 1 d
H1 H 0.393(3) 0.389(4) 0.531(2) 0.067(9) Uiso 1 1 d
C2 C 0.51199(17) 0.2405(2) 0.50130(15) 0.0401(4) Uani 1 1 d
S2 S 0.57945(6) 0.23378(9) 0.60777(4) 0.05770(18) Uani 1 1 d
N3 N 0.54302(16) 0.1534(2) 0.42200(13) 0.0423(4) Uani 1 1 d
H3 H 0.608(3) 0.097(4) 0.426(2) 0.061(8) Uiso 1 1 d
C4 C 0.4878(2) 0.1548(3) 0.33625(17) 0.0481(5) Uani 1 1 d
H4 H 0.521(2) 0.086(3) 0.290(2) 0.058(8) Uiso 1 1 d
C5 C 0.3949(2) 0.2495(3) 0.32094(19) 0.0556(6) Uani 1 1 d
H5 H 0.354(3) 0.251(4) 0.259(2) 0.069(8) Uiso 1 1 d
C6 C 0.3629(2) 0.3414(3) 0.39820(19) 0.0508(5) Uani 1 1 d
H6 H 0.296(3) 0.417(4) 0.396(2) 0.060(8) Uiso 1 1 d
Br1 Br 0.27149(2) 0.54487(3) 0.62947(2) 0.05538(13) Uani 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0395(9) 0.0476(10) 0.0484(10) -0.0073(8) 0.0076(7) 0.0019(8)
C2 0.0377(9) 0.0416(10) 0.0411(10) -0.0009(9) 0.0063(8) -0.0039(9)
S2 0.0551(3) 0.0761(4) 0.0419(3) -0.0063(3) -0.0033(2) 0.0038(3)
N3 0.0430(9) 0.0423(9) 0.0417(9) 0.0002(7) 0.0038(7) 0.0048(8)
C4 0.0563(13) 0.0497(12) 0.0385(10) -0.0011(9) 0.0041(9) 0.0021(10)
C5 0.0532(13) 0.0674(15) 0.0461(12) 0.0023(11) -0.0056(10) 0.0036(12)
C6 0.0397(11) 0.0530(12) 0.0596(13) 0.0048(11) 0.0004(10) 0.0033(10)
Br1 0.04974(19) 0.04711(17) 0.0693(2) -0.01766(11) 0.01790(11) -0.00874(10)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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
C6 N1 C2 124.6(2)
C6 N1 H1 118(2)
C2 N1 H1 118(2)
N1 C2 N3 113.13(19)
N1 C2 S2 123.38(16)
N3 C2 S2 123.50(16)
C4 N3 C2 124.3(2)
C4 N3 H3 117.5(19)
C2 N3 H3 118.0(19)
N3 C4 C5 121.0(2)
N3 C4 H4 112.4(17)
C5 C4 H4 126.6(17)
C4 C5 C6 116.4(2)
C4 C5 H5 121.8(19)
C6 C5 H5 121.8(19)
N1 C6 C5 120.6(2)
N1 C6 H6 115.6(17)
C5 C6 H6 123.8(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C6 1.330(3)
N1 C2 1.367(3)
N1 H1 0.87(3)
C2 N3 1.367(3)
C2 S2 1.648(2)
N3 C4 1.331(3)
N3 H3 0.90(3)
C4 C5 1.369(4)
C4 H4 0.95(3)
C5 C6 1.372(4)
C5 H5 0.97(3)
C6 H6 1.02(3)
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
N1 H1 Br1 0.87(3) 2.36(3) 3.1978(18) 162(3) .
N3 H3 Br1 0.90(3) 2.38(3) 3.2282(18) 158(3) 3_556
C5 H5 Br1 0.97(3) 2.89(3) 3.700(3) 142(3) 2_564
