Crystal structures of 3-fluoro-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide, 3-bromo-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide and 3-iodo-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide
Suchetan, P. A.; Suresha, E.; Naveen, S.; Lokanath, N. K.; Acta Crystallographica Section E 72 (2016) 819–823; doi:10.1107/S2056989016007866

data_2241687
_publ_section_title
;
 Crystal structures of
 3-fluoro-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide,
 3-bromo-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide and
 3-iodo-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide
;
_journal_coeditor_code           SU5298
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              819
_journal_page_last               823
_journal_paper_doi               10.1107/S2056989016007866
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C14 H9 Br F3 N O'
_chemical_formula_moiety         'C14 H9 Br F3 N O'
_chemical_formula_sum            'C14 H9 Br F3 N O'
_chemical_formula_weight         344.13
_chemical_melting_point          369
_chemical_name_systematic
;
3-Bromo-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.770(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.9456(6)
_cell_length_b                   4.7377(2)
_cell_length_c                   21.9025(10)
_cell_measurement_reflns_used    132
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      64.4
_cell_measurement_theta_min      6.4
_cell_volume                     1298.94(10)
_computing_cell_refinement
;
APEX2 and SAINT-Plus (Bruker, 2009)
;
_computing_data_collection
;
APEX2 (Bruker, 2009)
;
_computing_data_reduction
;
SAINT-Plus and XPREP (Bruker, 2009)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2008)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'phi and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            8466
_diffrn_reflns_theta_full        64.41
_diffrn_reflns_theta_max         64.41
_diffrn_reflns_theta_min         6.36
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 1
_diffrn_standards_interval_time  1
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    4.630
_exptl_absorpt_correction_T_max  0.396
_exptl_absorpt_correction_T_min  0.315
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2009)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.341
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2114
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0341
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0627P)^2^+0.3564P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.0897
_reflns_number_gt                1986
_reflns_number_total             2114
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            su5298sup1.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2241687
_cod_database_fobs_code          2241687