Synthesis, crystal structure, Hirshfeld surface analysis, density function theory calculations and photophysical properties of methyl 4'-[(4-bromobenzo-yl)-oxy]biphenyl-4-carboxyl-ate: a compound with bromine⋯oxygen contacts.
Anilkumar, Hanumaiah; Selvanandan, Selvaraj; Omkariah, Metikurke Amruthesh; Harish Kumar, Mahadevaiah; Srinivasa, Hosapalya Thimmaiah; Palakshamurthy, Bandrehalli Siddagangaiah; Acta crystallographica. Section E, Crystallographic communications 81 (2025) 264–270; doi:10.1107/S2056989025001604

data_2023417
_publ_section_title
;
 Synthesis, crystal structure, Hirshfeld surface analysis, density
 function theory calculations and photophysical properties of methyl
 4'-[(4-bromobenzo-yl)-oxy]biphenyl-4-carboxyl-ate: a compound with
 bromine&#x22ef;oxygen contacts.
;
_journal_coeditor_code           WM5751
_journal_issue                   'Pt 3'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              264
_journal_page_last               270
_journal_paper_doi               10.1107/S2056989025001604
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C21 H15 Br O4'
_chemical_formula_moiety         'C21 H15 Br O4'
_chemical_formula_sum            'C21 H15 Br O4'
_chemical_formula_weight         411.24
_chemical_melting_point          460
_chemical_name_systematic
;
Methyl 4'-[(4-bromobenzoyl)oxy]biphenyl-4-carboxylate
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_cell_angle_beta                 90
_cell_angle_gamma                90
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_cell_length_c                   39.537(5)
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_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      30.0
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_cell_volume                     1723.7(4)
_computing_cell_refinement
;
SAINT (Bruker, 2017)
;
_computing_data_collection
;
APEX2 (Bruker, 2017),
;
_computing_data_reduction
;
SAINT (Bruker, 2017)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      300(2)
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_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       '\f and \W scans'
_diffrn_radiation_monochromator  Graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
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_diffrn_reflns_limit_k_min       -10
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_diffrn_reflns_limit_l_min       -55
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.553
_diffrn_reflns_theta_min         2.839
_diffrn_source                   'fine-focus sealed tube'
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_exptl_absorpt_correction_T_max  0.601
_exptl_absorpt_correction_T_min  0.152
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_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_description       Prism
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.210
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_refine_diff_density_min         -0.461
_refine_ls_abs_structure_details
;
 Refined as an inversion twin
;
_refine_ls_abs_structure_Flack   0.060(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_parameters     236
_refine_ls_number_reflns         5204
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0347
_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^)+(0.0182P)^2^+0.6795P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0674
_refine_ls_wR_factor_ref         0.0720
_reflns_number_gt                4189
_reflns_number_total             5204
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2023417.cif.'
_cod_database_code               2023417
_shelx_estimated_absorpt_t_min   0.552
_shelx_estimated_absorpt_t_max   0.632
_shelx_hkl_checksum              40378
_shelx_res_checksum              74180