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_2312792
_publ_section_title
;
 Quantitative crystal structure analysis in trifluoromethyl- and
 cyano-substituted N-phenylbenzamides.
;
_journal_coeditor_code           AW5098
_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        2CN2T
_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_date             2025-01-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-02-18 # Formatted by IUCr publCIF

;
_cell_angle_alpha                95.820(4)
_cell_angle_beta                 96.025(4)
_cell_angle_gamma                110.173(4)
_cell_formula_units_Z            4
_cell_length_a                   8.0695(5)
_cell_length_b                   8.9083(6)
_cell_length_c                   19.4438(12)
_cell_measurement_reflns_used    2059
_cell_measurement_temperature    100
_cell_measurement_theta_max      21.47
_cell_measurement_theta_min      2.94
_cell_volume                     1290.48(15)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_av_unetI/netI     0.1162
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22204
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.130
_diffrn_reflns_theta_min         2.130
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1130 before and 0.0590 after correction.
The Ratio of minimum to maximum transmission is 0.8794.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_description       plate
_exptl_crystal_F_000             592
_exptl_crystal_preparation       'Slow evaporation from MeOH'
_exptl_crystal_recrystallization_method 'Slow evaporation at LT'
_exptl_crystal_size_max          0.257
_exptl_crystal_size_mid          0.139
_exptl_crystal_size_min          0.089
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       0.0111(19)
_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   0.908
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         6661
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.908
_refine_ls_R_factor_all          0.1493
_refine_ls_R_factor_gt           0.0641
_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^)+(0.0872P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1403
_refine_ls_wR_factor_ref         0.1815
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3263
_reflns_number_total             6661
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {37bc25b4-6bfd-44df-915f-cd1ad2440fd3}
_cod_data_source_file            aw5098sup1.cif
_cod_data_source_block           2CN2T
_cod_depositor_comments
'Adding full bibliography for 2312792--2312801.cif.'
_cod_database_code               2312792
_cod_database_fobs_code          2312792
_shelx_shelxl_version_number     2018/3
_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), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14),
 C18(H18), C19(H19), C20(H20), C21(H21), C26(H26), C27(H27), C28(H28), C29(H29)
;
_shelx_res_checksum              37174
_shelx_hkl_checksum              5909
_olex2_submission_special_instructions 'No special instructions were received'