Quantitative crystal structure analysis in trifluoromethyl- and cyano-substituted N-phenylbenzamides.
Mandal, Koushik; Chopra, Deepak; Acta crystallographica Section B, Structural science, crystal engineering and materials 81 (2025) 266–282; doi:10.1107/S205252062500099X

data_2312801
_publ_section_title
;
 Quantitative crystal structure analysis in trifluoromethyl- and
 cyano-substituted N-phenylbenzamides.
;
_journal_issue                   2
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              266
_journal_page_last               282
_journal_paper_doi               10.1107/S205252062500099X
_journal_volume                  81
_journal_year                    2025
_chemical_formula_moiety         'C15 H9 F3 N2 O'
_chemical_formula_sum            'C15 H9 F3 N2 O'
_chemical_formula_weight         290.24
_chemical_name_systematic        4CN2T
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2024-08-03
_audit_creation_method
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Olex2 1.5-alpha
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 104.148(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.8040(8)
_cell_length_b                   13.3892(10)
_cell_length_c                   18.8504(14)
_cell_measurement_reflns_used    1454
_cell_measurement_temperature    100
_cell_measurement_theta_max      21.31
_cell_measurement_theta_min      2.23
_cell_volume                     2644.1(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
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_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
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_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
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_diffrn_measurement_method       '\f and \w scans'
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_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_av_unetI/netI     0.1773
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
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_diffrn_reflns_point_group_measured_fraction_full 0.996
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_diffrn_reflns_theta_max         30.125
_diffrn_reflns_theta_min         2.228
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.4898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0986 before and 0.0687 after correction.
The Ratio of minimum to maximum transmission is 0.6566.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
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_exptl_crystal_density_diffrn    1.458
_exptl_crystal_description       plate
_exptl_crystal_F_000             1184
_exptl_crystal_preparation       'Slow evaporation'
_exptl_crystal_recrystallization_method 'Slow evaporation from EtOAc'
_exptl_crystal_size_max          0.321
_exptl_crystal_size_mid          0.153
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_refine_ls_extinction_coef       0.022(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         7736
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.1786
_refine_ls_R_factor_gt           0.0774
_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^)+(0.0505P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1611
_refine_ls_wR_factor_ref         0.2073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3487
_reflns_number_total             7736
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {3d29679a-59a0-4d21-90a6-8ac79a98dd29}
_publcif_info_exptl_table_max_cols 5
_publcif_info_exptl_table_use_headnotes n
_cod_data_source_file            aw5098sup1.cif
_cod_data_source_block           4CN2T
_cod_depositor_comments
'Adding full bibliography for 2312792--2312801.cif.'
_cod_database_code               2312801
_cod_database_fobs_code          2312801
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.962
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13), C14(H14),
 C18(H18), C19(H19), C21(H21), C22(H22), C26(H26), C27(H27), C28(H28), C29(H29)
;
_shelx_res_checksum              34451
_shelx_hkl_checksum              59196
_olex2_submission_special_instructions 'No special instructions were received'
_publcif_funding_html
'<span class="funder"><span class="fundref-name" data-id="100005926">International Centre for Diffraction Data</span><span class="fundref-subname" data-id=""></span> (<span class="fundref-grant-group"><span class="fundref-grant-type">grant</span> No. <span class="fundref-grant-id">20-07</span> to <span class="fundref-grant-recipient">Deepak Chopra</span></span>).</span>'