Crystal structures of three co-crystals of 4,4'-bipyridyl with 4-alkoxybenzoic acids: 4-ethoxybenzoic acid–4,4'-bipyridyl (2/1), 4-<i>n</i>-propoxybenzoic acid–4,4'-bipyridyl (2/1) and 4-<i>n</i>-butoxybenzoic acid–4,4'-bipyridyl (2/1)
Tabuchi, Yohei; Gotoh, Kazuma; Ishida, Hiroyuki; Acta Crystallographica Section E 71 (2015) 1290–1295; doi:10.1107/S2056989015018435

data_2241184
_publ_section_title
;
 Crystal structures of three co-crystals of 4,4'-bipyridyl with
 4-alkoxybenzoic acids: 4-ethoxybenzoic acid--4,4'-bipyridyl (2/1),
 4-<i>n</i>-propoxybenzoic acid--4,4'-bipyridyl (2/1) and
 4-<i>n</i>-butoxybenzoic acid--4,4'-bipyridyl (2/1)
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1290
_journal_page_last               1295
_journal_paper_doi               10.1107/S2056989015018435
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '2C11 H14 O3, C10 H8 N2'
_chemical_formula_moiety         '2(C11 H14 O3), C10 H8 N2'
_chemical_formula_sum            'C32 H36 N2 O6'
_chemical_formula_weight         544.63
_chemical_name_systematic
;
4-<i>n</i>-Butoxybenzoic acid--4,4'-bipyridyl (2/1)
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                80.498(3)
_cell_angle_beta                 86.486(3)
_cell_angle_gamma                80.082(3)
_cell_formula_units_Z            2
_cell_length_a                   7.6645(10)
_cell_length_b                   8.5087(13)
_cell_length_c                   22.606(3)
_cell_measurement_reflns_used    9788
_cell_measurement_temperature    93.0(10)
_cell_measurement_theta_max      30.06
_cell_measurement_theta_min      3.21
_cell_volume                     1431.5(3)
_computing_cell_refinement
;
RAPID-AUTO (Rigaku, 2006)
;
_computing_data_collection
;
RAPID-AUTO (Rigaku, 2006)
;
_computing_data_reduction
;
RAPID-AUTO (Rigaku, 2006)
;
_computing_molecular_graphics
;
Ortep-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
CrystalStructure (Rigaku, 2010) and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2014/7 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      93.0(10)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPIDII'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12433
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             580.00
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.409
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         5610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1062
_refine_ls_R_factor_gt           0.0686
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0965P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1933
_reflns_number_gt                3432
_reflns_number_total             5612
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lh5794sup1.cif
_cod_data_source_block           III
_cod_original_cell_volume        1431.5(4)
_cod_database_code               2241184
_cod_database_fobs_code          2241184
_shelx_hkl_checksum              61736
_shelx_res_checksum              47458