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_2241183
_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          '2C10 H12 O3, C10 H8 N2'
_chemical_formula_moiety         '2(C10 H12 O3), C10 H8 N2'
_chemical_formula_sum            'C30 H32 N2 O6'
_chemical_formula_weight         516.57
_chemical_name_systematic
;
4-<i>n</i>-Propoxybenzoic 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                86.6411(11)
_cell_angle_beta                 89.2313(13)
_cell_angle_gamma                73.8867(12)
_cell_formula_units_Z            2
_cell_length_a                   10.7592(4)
_cell_length_b                   10.8838(3)
_cell_length_c                   11.6462(4)
_cell_measurement_reflns_used    13551
_cell_measurement_temperature    93.0(10)
_cell_measurement_theta_max      29.98
_cell_measurement_theta_min      3.00
_cell_volume                     1307.95(8)
_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 0.997
_diffrn_measured_fraction_theta_max 0.985
_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  0.0688
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.986
_diffrn_reflns_theta_min         3.000
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             548.00
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.323
_refine_ls_extinction_coef       0.019(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL-2014/7
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         7507
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0470
_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^)+(0.0900P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1297
_refine_ls_wR_factor_ref         0.1352
_reflns_number_gt                5980
_reflns_number_total             7507
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lh5794sup1.cif
_cod_data_source_block           II
_cod_database_code               2241183
_cod_database_fobs_code          2241183
_shelx_hkl_checksum              55417
_shelx_res_checksum              71260