2-[<i>N</i>-(2,4-Difluorophenyl)carbamoyl]-3,4,5,6-tetrafluorobenzoic acid
Guo, Duoli; Nichol, Gary S.; Cain, James P.; Yalkowsky, Samuel H.; Acta Crystallographica Section E 65 (2009) o2644–; doi:10.1107/S1600536809038306

data_2223624
_publ_section_title
;
 2-[<i>N</i>-(2,4-Difluorophenyl)carbamoyl]-3,4,5,6-tetrafluorobenzoic
 acid
;
_journal_coeditor_code           BT5063
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2644
_journal_paper_doi               10.1107/S1600536809038306
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C14 H5 F6 N O3'
_chemical_formula_moiety         'C14 H5 F6 N O3'
_chemical_formula_sum            'C14 H5 F6 N O3'
_chemical_formula_weight         349.19
_chemical_name_systematic
;
2-[<i>N</i>-(2,4-Difluorophenyl)carbamoyl]-3,4,5,6-tetrafluorobenzoic acid
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.809(5)
_cell_angle_beta                 82.747(4)
_cell_angle_gamma                68.712(4)
_cell_formula_units_Z            4
_cell_length_a                   7.5293(4)
_cell_length_b                   7.6795(5)
_cell_length_c                   24.1969(15)
_cell_measurement_reflns_used    617
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      56.92
_cell_measurement_theta_min      3.69
_cell_volume                     1291.83(14)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Version 2.2; Macrae
<i>et al.</i>,  2008)
;
_computing_publication_material  'SHELXTL (Sheldrick, 2008) and local programs'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.899
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measurement_device_type  'Bruker Kappa APEXII DUO CCD'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  silicon
_diffrn_radiation_source         microsource
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7781
_diffrn_reflns_theta_full        58.50
_diffrn_reflns_theta_max         58.50
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    1.652
_exptl_absorpt_correction_T_max  0.8683
_exptl_absorpt_correction_T_min  0.6640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(TWINABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.426
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         3296
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0665
_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^)+(0.1222P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1720
_refine_ls_wR_factor_ref         0.1820
_reflns_number_gt                2467
_reflns_number_total             3296
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bt5063.cif
_cod_data_source_block           I
_cod_original_cell_volume        1291.83(13)
_cod_database_code               2223624
_cod_database_fobs_code          2223624