Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O—H···O hydrogen-bonded ring
Iitsuka, Hiroaki; Li, Kun; Kobayashi, Miyuki; Iida, Kikuko; Yonezawa, Noriyuki; Okamoto, Akiko; Acta Crystallographica Section E 77 (2021) 175–179; doi:10.1107/S2056989021000669

data_2243735
_publ_section_title
;
 Crystal structure of
 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation
 of a five-membered intramolecular O---H&#x00B7;&#x00B7;&#x00B7;O
 hydrogen-bonded ring
;
_journal_coeditor_code           VM2244
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              175
_journal_page_last               179
_journal_paper_doi               10.1107/S2056989021000669
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C27 H22 F2 O4'
_chemical_formula_moiety         'C27 H22 F2 O4'
_chemical_formula_sum            'C27 H22 F2 O4'
_chemical_formula_weight         448.44
_chemical_name_systematic
;
1,2-Bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_cell_angle_alpha                66.7240(10)
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_cell_angle_gamma                63.6130(10)
_cell_formula_units_Z            2
_cell_length_a                   10.14886(18)
_cell_length_b                   11.1827(2)
_cell_length_c                   11.6411(2)
_cell_measurement_reflns_used    15130
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      68.21
_cell_measurement_theta_min      4.14
_cell_volume                     1086.06(4)
_computing_cell_refinement
;
PROCESS-AUTO (Rigaku, 1998)
;
_computing_data_collection
;
PROCESS-AUTO (Rigaku, 1998)
;
_computing_data_reduction
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CrystalStructure (Rigaku, 2010)
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_computing_molecular_graphics
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<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
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<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
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<i>SHELXL2018/3</i> (Sheldrick, 2015)
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_computing_structure_solution
;
SIR2014  (Burla <i>et al.</i>,  2007)
;
_diffrn_ambient_temperature      193.15
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           CuK\a
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_diffrn_reflns_av_R_equivalents  0.0629
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_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            40472
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.218
_diffrn_reflns_theta_min         4.139
_exptl_absorpt_coefficient_mu    0.857
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;
(NUMABS; Higashi, 1999)
;
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_exptl_crystal_description       plate
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.8
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_refine_ls_extinction_method
;
SHELXL2018/3 (Sheldrick 2015)
;
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_refine_ls_number_parameters     306
_refine_ls_number_reflns         3919
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0433
_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^)+(0.0586P)^2^+0.3980P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1152
_reflns_number_gt                3743
_reflns_number_total             3919
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vm2244sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1086.07(4)
_cod_database_code               2243735
_cod_database_fobs_code          2243735
_shelx_estimated_absorpt_t_min   0.547
_shelx_estimated_absorpt_t_max   0.919