Crystal structures of three co-crystals of 1,2-bis(pyridin-4-yl)ethane with 4-alkoxybenzoic acids: 4-ethoxybenzoic acid–1,2-bis(pyridin-4-yl)ethane (2/1), 4-<i>n</i>-propoxybenzoic acid–1,2-bis(pyridin-4-yl)ethane (2/1) and 4-<i>n</i>-butoxybenzoic acid–1,2-bis(pyridin-4-yl)ethane (2/1)
Tabuchi, Yohei; Gotoh, Kazuma; Ishida, Hiroyuki; Acta Crystallographica Section E 71 (2015) 1340–1344; doi:10.1107/S2056989015019349

data_2241238
_publ_section_title
;
 Crystal structures of three co-crystals of 1,2-bis(pyridin-4-yl)ethane
 with 4-alkoxybenzoic acids: 4-ethoxybenzoic
 acid--1,2-bis(pyridin-4-yl)ethane (2/1), 4-<i>n</i>-propoxybenzoic
 acid--1,2-bis(pyridin-4-yl)ethane (2/1) and 4-<i>n</i>-butoxybenzoic
 acid--1,2-bis(pyridin-4-yl)ethane (2/1)
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1340
_journal_page_last               1344
_journal_paper_doi               10.1107/S2056989015019349
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '2C10 H12 O3, C12 H12 N2'
_chemical_formula_moiety         '2(C10 H12 O3), C12 H12 N2'
_chemical_formula_sum            'C32 H36 N2 O6'
_chemical_formula_weight         544.63
_chemical_name_systematic
;
4-<i>n</i>-Propoxybenzoic acid--1,2-bis(pyridin-4-yl)ethane (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                71.328(16)
_cell_angle_beta                 75.076(18)
_cell_angle_gamma                89.817(16)
_cell_formula_units_Z            2
_cell_length_a                   9.121(3)
_cell_length_b                   12.552(5)
_cell_length_c                   13.306(6)
_cell_measurement_reflns_used    12886
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      30.06
_cell_measurement_theta_min      3.00
_cell_volume                     1389.3(10)
_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
;
<i>Il Milione</i> (Burla <i>et al.</i>, 2007)
;
_diffrn_ambient_temperature      290(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_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  0.0224
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14034
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.005
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             580.00
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.210
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         6347
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.966
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0412
_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^)+(0.0771P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1145
_refine_ls_wR_factor_ref         0.1216
_reflns_number_gt                4294
_reflns_number_total             6347
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            su5225sup1.cif
_cod_data_source_block           II
_cod_original_cell_volume        1389.2(9)
_cod_database_code               2241238
_cod_database_fobs_code          2241238
_shelx_hkl_checksum              72007
_shelx_res_checksum              83811