Conformational disorder in 4-(5,5'-dibromo-2'-chloro-4,4'-bipyridyl-2-yl)benzaldehyde: role of π–π and halogen interactions
Abboud, Mohamed; Kadimi, Amal; Mamane, Victor; Aubert, Emmanuel; Acta Crystallographica Section C 66 (2010) o381–o384; doi:10.1107/S0108270110024261

data_2017720
_publ_section_title
;
 Conformational disorder in
 4-(5,5'-dibromo-2'-chloro-4,4'-bipyridyl-2-yl)benzaldehyde: role of
 \p--\p and halogen interactions
;
_journal_coeditor_code           KU3026
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o381
_journal_page_last               o384
_journal_paper_doi               10.1107/S0108270110024261
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C17 H9 Br2 Cl N2 O'
_chemical_formula_moiety         'C17 H9 Br2 Cl N2 O'
_chemical_formula_sum            'C17 H9 Br2 Cl N2 O'
_chemical_formula_weight         452.53
_chemical_melting_point          170
_chemical_name_systematic
;
4-(5,5'-dibromo-2'-chloro-4,4'-bipyridyl-2-yl)benzaldehyde
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.082(2)
_cell_angle_beta                 94.473(2)
_cell_angle_gamma                104.401(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5759(2)
_cell_length_b                   8.4629(2)
_cell_length_c                   13.1534(2)
_cell_measurement_reflns_used    19163
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      37.6573
_cell_measurement_theta_min      3.2053
_cell_volume                     787.52(3)
_computing_cell_refinement
;
CrysAlis Pro (Oxford Diffraction, 2009)
;
_computing_data_collection
;
CrysAlis Pro (Oxford Diffraction, 2009)
;
_computing_data_reduction
;
CrysAlis Pro (Oxford Diffraction, 2009)
;
_computing_molecular_graphics    'Mercury (Macrae <i>et al.</i>,  2008)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution
;
'SIR2004 (Burla <i>et al.</i>, 2005)'
;
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 10.4508
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Oxford Diffraction SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0769
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35546
_diffrn_reflns_theta_full        31.73
_diffrn_reflns_theta_max         31.73
_diffrn_reflns_theta_min         3.21
_exptl_absorpt_coefficient_mu    5.324
_exptl_absorpt_correction_T_max  0.758
_exptl_absorpt_correction_T_min  0.444
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlis Pro (Oxford Diffraction, 2009), based on expressions derived
by
Clark & Reid (1995)]
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.908
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.2172
_exptl_crystal_size_mid          0.1539
_exptl_crystal_size_min          0.0649
_refine_diff_density_max         2.081
_refine_diff_density_min         -1.250
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         5351
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0277
_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^)+(0.0371P)^2^+0.6279P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0731
_reflns_number_gt                4767
_reflns_number_total             5351
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ku3026.cif
_cod_data_source_block           I
_cod_database_code               2017720
_cod_database_fobs_code          2017720