Cocrystals of 1,4-diethynylbenzene with 1,3-diacetylbenzene and benzene-1,4-dicarbaldehyde exhibiting strong nonconventional alkyne–carbonyl C—H···O hydrogen bonds between the components
Bosch, Eric; Acta Crystallographica Section C 72 (2016) 748–752; doi:10.1107/S2053229616014972

data_2020590
_publ_section_title
;
 Cocrystals of 1,4-diethynylbenzene with 1,3-diacetylbenzene and
 benzene-1,4-dicarbaldehyde exhibiting strong nonconventional
 alkyne--carbonyl C---H&#x00B7;&#x00B7;&#x00B7;O hydrogen bonds between
 the components
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              748
_journal_page_last               752
_journal_paper_doi               10.1107/S2053229616014972
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C10 H6, C8 H6 O2'
_chemical_formula_moiety         'C10 H6, C8 H6 O2'
_chemical_formula_sum            'C18 H12 O2'
_chemical_formula_weight         260.28
_chemical_name_common
;
Benzene-1,4-dicarbaldehyde--1,4-diethynylbenzene (1/1)
;
_chemical_name_systematic
;
Benzene-1,4-dicarbaldehyde--1,4-diethynylbenzene (1/1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 91.762(3)
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_cell_length_a                   7.6207(11)
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_cell_length_c                   10.3361(15)
_cell_measurement_reflns_used    1102
_cell_measurement_temperature    100(2)
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_computing_cell_refinement
;
SMART (Bruker, 2012)
;
_computing_data_collection
;
SMART (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
X-SEED (Barbour, 2001)
;
_computing_publication_material
;
X-SEED (Barbour, 2001)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3660
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0486
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_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8561
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.166
_diffrn_reflns_theta_min         2.674
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       'cut block'
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.199
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         1490
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0474
_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^)+(0.0533P)^2^+0.2043P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1132
_refine_ls_wR_factor_ref         0.1290
_reflns_number_gt                1093
_reflns_number_total             1490
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            fn3222sup1.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 2020589--2020590.cif.'
_cod_database_code               2020590
_cod_database_fobs_code          2020590
_shelx_estimated_absorpt_t_min   0.975
_shelx_estimated_absorpt_t_max   0.975
_shelx_hkl_checksum              29382
_shelx_res_checksum              69277