The 1:1 co-crystal of 2-bromonaphthalene-1,4-dione and 1,8-dihydroxyanthracene-9,10-dione: crystal structure and Hirshfeld surface analysis
Tonin, Marlon D. L.; Garden, Simon J.; Jotani, Mukesh M.; Wardell, Solange M. S. V.; Wardell, James L.; Tiekink, Edward R. T.; Acta Crystallographica Section E 73 (2017) 738–745; doi:10.1107/S2056989017005667

data_2242247
_publ_section_title
;
 The 1:1 co-crystal of 2-bromonaphthalene-1,4-dione and
 1,8-dihydroxyanthracene-9,10-dione: crystal structure and Hirshfeld
 surface analysis
;
_journal_coeditor_code           WM5383
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              738
_journal_page_last               745
_journal_paper_doi               10.1107/S2056989017005667
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C10 H5 Br O2, C14 H8 O4'
_chemical_formula_moiety         'C10 H5 Br O2, C14 H8 O4'
_chemical_formula_sum            'C24 H13 Br O6'
_chemical_formula_weight         477.25
_chemical_name_systematic
'2-Bromo-1,4-dihydronaphthalene-1,4-dione--1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione (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'
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90.0
_cell_angle_beta                 106.7429(7)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   17.55090(12)
_cell_length_b                   4.85939(3)
_cell_length_c                   22.83423(16)
_cell_measurement_reflns_used    22842
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.9100
_cell_measurement_theta_min      2.6190
_cell_volume                     1864.90(2)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku Oxford Diffraction, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku Oxford Diffraction, 2015)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg,
2006)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            27708
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.225
_diffrn_reflns_theta_min         2.629
_exptl_absorpt_coefficient_mu    3.387
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku Oxford Diffraction, 2015)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_description       plate
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.317
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         3507
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0247
_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^)+(0.0507P)^2^+1.0878P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0748
_refine_ls_wR_factor_ref         0.0749
_reflns_number_gt                3489
_reflns_number_total             3507
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            wm5383sup1.cif
_cod_data_source_block           I
_cod_database_code               2242247
_shelx_estimated_absorpt_t_min   0.330
_shelx_estimated_absorpt_t_max   0.905
_shelx_hkl_checksum              22715
_shelx_res_checksum              25131