<i>N</i>-(4-Bromophenyl)-5,6-dichloronicotinamide and 6-Chloro-5-fluoro-<i>N</i>-(3-pyridyl)nicotinamide
Jethmalani, J. M.; Camp, A. G.; Soman, N. G.; Hawley, J. W.; Setliff, F. L.; Holt, E. M.; Acta Crystallographica Section C 52 (1996) 438–441; doi:10.1107/S0108270195012078

data_2004487
_publ_section_title
;
 <i>N</i>-(4-Bromophenyl)-5,6-dichloronicotinamide and
 6-Chloro-5-fluoro-<i>N</i>-(3-pyridyl)nicotinamide
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              438
_journal_page_last               441
_journal_paper_doi               10.1107/S0108270195012078
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C12 H7 Br Cl2 N2 O1'
_chemical_formula_sum            'C12 H7 Br Cl2 N2 O'
_chemical_formula_weight         346.01
_chemical_melting_point          .495E-305
_chemical_name_common            'C12 H7 Br Cl2 N2 O1'
_chemical_name_systematic
;
N-(4-bromophenyl)-5,6-dichloronicotinamide
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.076(3)
_cell_length_b                   8.7220(10)
_cell_length_c                   6.5520(10)
_cell_measurement_reflns_used    45
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.673
_cell_measurement_theta_min      5.258
_cell_volume                     1261.6(3)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1992)'
_computing_publication_material  SHELXTL-Plus
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Siemens P4 four-circle'
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_monochromator  'highly oriented graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0782
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            1706
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        3.2
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.668
_exptl_absorpt_correction_T_max  0.50
_exptl_absorpt_correction_T_min  0.31
_exptl_absorpt_correction_type
'semi-empirical from six \y scans (10\% steps) (XEMP; Siemens, 1991)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_description       needle
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.301
_refine_ls_extinction_coef       0.0009(9)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   0.731
_refine_ls_goodness_of_fit_obs   0.951
_refine_ls_hydrogen_treatment    'H atoms refined as riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1417
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.157
_refine_ls_R_factor_obs          0.049
_refine_ls_shift/esd_max         -0.015
_refine_ls_shift/esd_mean        0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.0347P)^2^]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.176
_refine_ls_wR_factor_obs         0.112
_reflns_number_observed          509
_reflns_number_total             1426
_reflns_observed_criterion       >4sigma(I)
_cod_data_source_file            cr1196.cif
_cod_data_source_block           1
_cod_original_formula_sum        'C12 H7 Br Cl2 N2 O1'
_cod_database_code               2004487