The subtle balance of weak supramolecular interactions: The hierarchy of halogen and hydrogen bonds in haloanilinium and halopyridinium salts.
Raatikainen, Kari; Cametti, Massimo; Rissanen, Kari; Beilstein journal of organic chemistry 6 (2010) 4–; doi:10.3762/bjoc.6.4

data_4029790
_publ_section_title
;
 The subtle balance of weak supramolecular interactions: The hierarchy of
 halogen and hydrogen bonds in haloanilinium and halopyridinium salts.
;
_journal_name_full               'Beilstein journal of organic chemistry'
_journal_page_first              4
_journal_paper_doi               10.3762/bjoc.6.4
_journal_volume                  6
_journal_year                    2010
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C6 H7 I N, Br'
_chemical_formula_sum            'C6 H7 Br I N'
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_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
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_atom_sites_solution_hydrogens   geom
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_audit_creation_date             2009-07-01T16:07:33-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
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_cell_length_c                   12.6269(4)
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_cell_measurement_temperature    123(2)
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_cell_measurement_theta_min      0.407
_cell_measurement_wavelength     0.71073
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_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
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'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
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_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'CCD plate'
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_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
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_diffrn_measurement_method       'CCD rotation images, thick slices'
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_diffrn_orient_matrix_UB_23      -0.222128E-1
_diffrn_orient_matrix_UB_31      0.526113E-1
_diffrn_orient_matrix_UB_32      0.22163E-1
_diffrn_orient_matrix_UB_33      -0.51666E-1
_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0604
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_diffrn_reflns_limit_l_min       -12
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_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    8.293
_exptl_absorpt_correction_T_max  0.4308
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.4
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_refine_diff_density_max         2.211
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_refine_diff_density_rms         0.218
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         4404
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0503P)^2^+18.0563P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1374
_reflns_number_gt                3599
_reflns_number_total             4404
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            1860-5397-6-4-S2.cif
_cod_data_source_block           5
_cod_original_cell_volume        1289.45(7)
_cod_database_code               4029790