#------------------------------------------------------------------------------
#$Date: 2015-10-29 10:42:19 +0200 (Thu, 29 Oct 2015) $
#$Revision: 169838 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/12/2241245.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2241245
loop_
_publ_author_name
'Moreno-Fuquen, Rodolfo'
'Castillo, Juan C.'
'Becerra, Diana'
'Camargo, Hernando'
'Henao, José A.'
_publ_section_title
;
 Crystal structure of 2-fluoro-N-(1,3-thiazol-2-yl)benzamide
;
_journal_coeditor_code           HB7520
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o882
_journal_page_last               o883
_journal_paper_doi               10.1107/S2056989015019192
_journal_volume                  71
_journal_year                    2015
_chemical_formula_moiety         'C10 H7 F N2 O S'
_chemical_formula_sum            'C10 H7 F N2 O S'
_chemical_formula_weight         222.24
_chemical_melting_point          443.0(10)
_chemical_name_common            2-fluoro-N-(thiazol-2-yl)benzamide
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90.0000
_cell_angle_beta                 98.820(6)
_cell_angle_gamma                90.000
_cell_formula_units_Z            4
_cell_length_a                   12.2171(8)
_cell_length_b                   5.0741(3)
_cell_length_c                   15.7078(10)
_cell_measurement_reflns_used    8732
_cell_measurement_temperature    295
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.3
_cell_volume                     962.22(11)
_computing_cell_refinement
;
CrystalClear (Rigaku, 2008)
;
_computing_data_collection
;
CrystalClear (Rigaku, 2008)
;
_computing_data_reduction
;
CrystalClear (Rigaku, 2008)
;
_computing_molecular_graphics
;
Ortep-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al.,
2006)
;
_computing_publication_material
;
WinGX (Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL-2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS-2014 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      295
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_source         'Sealed tube_Mo'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_sigmaI/netI    0.0615
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8722
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.331
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.701
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystalClear; Rigaku, 2008
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.300
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.885
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2169
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.885
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0461
_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)+(0.0481P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0934
_refine_ls_wR_factor_ref         0.0983
_reflns_number_gt                1556
_reflns_number_total             2169
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb7520sup1.cif
_cod_data_source_block           I
_cod_database_code               2241245
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_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_occupancy
S S1 0.18106(4) 0.17354(10) 0.85154(3) 0.04570(16) Uani d 1
F F1 0.21170(8) 0.5331(2) 1.16166(6) 0.0518(3) Uani d 1
C C1 0.30360(13) 0.7730(4) 1.06395(10) 0.0358(4) Uani d 1
O O1 0.31999(9) 0.5432(3) 0.93486(8) 0.0496(3) Uani d 1
C C8 0.11054(13) 0.3206(3) 0.92625(10) 0.0343(4) Uani d 1
N N1 0.15631(11) 0.5105(3) 0.98371(9) 0.0383(3) Uani d 1
H H1 0.1156 0.5758 1.0185 0.046 Uiso calc 1
C C3 0.32638(15) 0.8821(4) 1.21586(12) 0.0479(5) Uani d 1
H H3 0.3093 0.8492 1.2706 0.057 Uiso calc 1
N N2 0.01031(11) 0.2339(3) 0.92704(9) 0.0398(3) Uani d 1
C C2 0.28064(13) 0.7317(4) 1.14663(11) 0.0380(4) Uani d 1
C C5 0.42365(16) 1.1283(4) 1.12149(14) 0.0533(5) Uani d 1
H H5 0.4722 1.2635 1.1129 0.064 Uiso calc 1
C C9 -0.01271(15) 0.0323(4) 0.86792(11) 0.0432(4) Uani d 1
H H9 -0.0799 -0.0572 0.8604 0.052 Uiso calc 1
C C7 0.26161(13) 0.6006(4) 0.98871(10) 0.0362(4) Uani d 1
C C10 0.06810(15) -0.0259(4) 0.82218(11) 0.0466(5) Uani d 1
H H10 0.0636 -0.1565 0.7802 0.056 Uiso calc 1
C C6 0.37735(14) 0.9737(4) 1.05305(12) 0.0442(4) Uani d 1
H H6 0.3959 1.0045 0.9987 0.053 Uiso calc 1
C C4 0.39778(16) 1.0819(4) 1.20273(14) 0.0549(5) Uani d 1
H H4 0.4289 1.1864 1.2488 0.066 Uiso calc 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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
C10 S1 C8 88.45(8)
C2 C1 C6 117.07(16)
C2 C1 C7 123.89(16)
C6 C1 C7 118.82(15)
N2 C8 N1 121.13(14)
N2 C8 S1 115.33(13)
N1 C8 S1 123.50(12)
C7 N1 C8 124.02(14)
C7 N1 H1 118.0
C8 N1 H1 118.0
C4 C3 C2 118.77(18)
C4 C3 H3 120.6
C2 C3 H3 120.6
C8 N2 C9 109.78(14)
F1 C2 C3 117.53(15)
F1 C2 C1 119.71(15)
C3 C2 C1 122.75(17)
C6 C5 C4 119.88(19)
C6 C5 H5 120.1
C4 C5 H5 120.1
C10 C9 N2 115.65(16)
C10 C9 H9 122.2
N2 C9 H9 122.2
O1 C7 N1 121.90(16)
O1 C7 C1 121.34(15)
N1 C7 C1 116.75(14)
C9 C10 S1 110.75(14)
C9 C10 H10 124.6
S1 C10 H10 124.6
C5 C6 C1 121.16(18)
C5 C6 H6 119.4
C1 C6 H6 119.4
C3 C4 C5 120.35(18)
C3 C4 H4 119.8
C5 C4 H4 119.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C10 1.716(2)
S1 C8 1.7280(16)
F1 C2 1.357(2)
C1 C2 1.386(2)
C1 C6 1.388(2)
C1 C7 1.496(2)
O1 C7 1.2223(18)
C8 N2 1.303(2)
C8 N1 1.379(2)
N1 C7 1.356(2)
N1 H1 0.8600
C3 C4 1.373(3)
C3 C2 1.375(2)
C3 H3 0.9300
N2 C9 1.381(2)
C5 C6 1.380(3)
C5 C4 1.381(3)
C5 H5 0.9300
C9 C10 1.340(2)
C9 H9 0.9300
C10 H10 0.9300
C6 H6 0.9300
C4 H4 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 N2 3_567 0.86 2.11 2.944(2) 165
C3 H3 O1 4_576 0.93 2.62 3.474(2) 153
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 S1 C8 N2 -1.98(14)
C10 S1 C8 N1 175.93(15)
N2 C8 N1 C7 177.02(16)
S1 C8 N1 C7 -0.8(2)
N1 C8 N2 C9 -175.59(15)
S1 C8 N2 C9 2.38(19)
C4 C3 C2 F1 179.02(16)
C4 C3 C2 C1 0.0(3)
C6 C1 C2 F1 -178.05(14)
C7 C1 C2 F1 -3.6(3)
C6 C1 C2 C3 0.9(3)
C7 C1 C2 C3 175.41(16)
C8 N2 C9 C10 -1.6(2)
C8 N1 C7 O1 9.4(3)
C8 N1 C7 C1 -170.15(15)
C2 C1 C7 O1 -140.34(18)
C6 C1 C7 O1 34.1(3)
C2 C1 C7 N1 39.2(2)
C6 C1 C7 N1 -146.37(16)
N2 C9 C10 S1 0.2(2)
C8 S1 C10 C9 0.94(14)
C4 C5 C6 C1 0.8(3)
C2 C1 C6 C5 -1.3(3)
C7 C1 C6 C5 -176.13(16)
C2 C3 C4 C5 -0.6(3)
C6 C5 C4 C3 0.2(3)

_cod_database_fobs_code 2241245
