Linking of <i>C</i>^4^~4~(32)[<i>R</i>^4^~4~(30)] chains of rings in the hydrogen-bonded adduct 3,5-dihydroxybenzoic acid–4,4'-bipyridine (2/3) by means of π···π stacking interactions
Wheatley, Paul S.; Lough, Alan J.; Ferguson, George; Glidewell, Christopher; Acta Crystallographica Section C 55 (1999) 1489–1492; doi:10.1107/S0108270199006319

data_2008970
_publ_section_title
;
 Linking of <i>C</i>^4^~4~(32)[<i>R</i>^4^~4~(30)] chains of rings in
 the hydrogen-bonded adduct 3,5-dihydroxybenzoic acid--4,4'-bipyridine
 (2/3) by means of \p&#x00B7;&#x00B7;&#x00B7;\p stacking interactions
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1489
_journal_page_last               1492
_journal_paper_doi               10.1107/S0108270199006319
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         '2C7 H6 O4 , 3C10 H8 N2'
_chemical_formula_sum            'C44 H36 N6 O8'
_chemical_formula_weight         776.79
_chemical_name_systematic
;
3,5-Dihydroxybenzoic acid--4,4'-bipyridine (2/3)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                63.17(6)
_cell_angle_beta                 83.25(11)
_cell_angle_gamma                80.17(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6826(11)
_cell_length_b                   14.378(3)
_cell_length_c                   14.797(3)
_cell_measurement_reflns_used    6384
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      4.08
_cell_volume                     1809.3(12)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Kappa-CCD Server Software (Nonius, 1997)'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'NRCVAX96, ORTEPII (Johnson, 1976) and PLATON'
_computing_publication_material
'NRCVAX96, SHELXL97  and PRPKAPPA (Ferguson, 1999)'
_computing_structure_refinement
'NRCVAX96 (Gabe et al., 1989) and SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997b)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method       '\f and \w scans with \k offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.083
_diffrn_reflns_av_sigmaI/netI    0.126
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13753
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         4.08
_diffrn_standards_decay_%        negligible
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO-SMN; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.235
_refine_ls_extinction_coef       0.0044(8)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997a)'
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         6384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.932
_refine_ls_R_factor_all          0.138
_refine_ls_R_factor_gt           0.056
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0531P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.134
_reflns_number_gt                3132
_reflns_number_total             6384
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sk1293.cif
_cod_data_source_block           9906
_cod_original_cell_volume        1809.4(5)
_cod_database_code               2008970
_cod_database_fobs_code          2008970