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_2241688
_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 F3 I N O'
_chemical_formula_moiety         'C14 H9 F3 I N O'
_chemical_formula_sum            'C14 H9 F3 I N O'
_chemical_formula_weight         391.12
_chemical_melting_point          393
_chemical_name_systematic
;
3-Iodo-<i>N</i>-[2-(trifluoromethyl)phenyl]benzamide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 105.848(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.3358(6)
_cell_length_b                   4.7471(2)
_cell_length_c                   22.3558(10)
_cell_measurement_reflns_used    131
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      64.3
_cell_measurement_theta_min      6.2
_cell_volume                     1361.47(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      173.15
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'phi and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7120
_diffrn_reflns_theta_full        64.25
_diffrn_reflns_theta_max         64.25
_diffrn_reflns_theta_min         6.20
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 1
_diffrn_standards_interval_time  1
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    18.784
_exptl_absorpt_correction_T_max  0.1330
_exptl_absorpt_correction_T_min  0.0806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2009)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.908
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.838
_refine_diff_density_min         -1.407
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2223
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0426
_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/[\s^2^(Fo^2^)+(0.0788P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1087
_reflns_number_gt                2124
_reflns_number_total             2223
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            su5298sup1.cif
_cod_data_source_block           III
_cod_database_code               2241688
_cod_database_fobs_code          2241688