Synthesis and structural elucidation of a trifluoromethylated cyclopentene hydrazone: A combined X-ray and computational studies
Panova, Elizaveta; Ganiev, Bakhtiyor Sh.; Avezov, Kuvondik G.; Umarov, Bako B.; Voronina, Julia Konstantinovna; Safin, Damir; New Journal of Chemistry  (2026) –; doi:10.1039/D6NJ00632A

data_7064356
_publ_section_title
;
 Synthesis and structural elucidation of a trifluoromethylated
 cyclopentene hydrazone: a combined X-ray and computational study
;
_journal_issue                   17
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7490
_journal_page_last               7504
_journal_paper_doi               10.1039/D6NJ00632A
_journal_volume                  50
_journal_year                    2026
_chemical_formula_moiety         'C14 H13 F3 N2 O2'
_chemical_formula_sum            'C14 H13 F3 N2 O2'
_chemical_formula_weight         298.26
_chemical_name_common
N'-(2-trifluoroacetylcyclopent-1-enyl)benzohydrazide
_chemical_name_systematic
'bezoylhydrazone 2-trifluoroacetylsiklopentanone'
_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
_audit_creation_date             2025-09-01
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-10-07 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_cell_angle_alpha                97.863(5)
_cell_angle_beta                 105.578(6)
_cell_angle_gamma                97.842(5)
_cell_formula_units_Z            4
_cell_length_a                   9.3763(6)
_cell_length_b                   11.8162(7)
_cell_length_c                   13.2214(9)
_cell_measurement_reflns_used    3569
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.4810
_cell_measurement_theta_min      3.8250
_cell_volume                     1374.54(16)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22830
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.546
_diffrn_reflns_theta_min         3.529
_exptl_absorpt_coefficient_mu    1.081
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         5637
_refine_ls_number_restraints     182
_refine_ls_restrained_S_all      1.179
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0634
_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^)+(0.0924P)^2^+0.0155P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1614
_refine_ls_wR_factor_ref         0.2008
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3139
_reflns_number_total             5637
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6nj00632a2.cif
_cod_data_source_block           1586402
_cod_depositor_comments          'Adding full bibliography for 7064356.cif.'
_cod_original_cell_volume        1374.55(16)
_cod_database_code               7064356
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 F1A"-F2A" \\sim F1A"-F3A" \\sim F2A"-F3A" \\sim F2A'-F1A' \\sim F2A'-F3A'
\\sim F1A'-F3A' \\sim F2A-
 F1A \\sim F2A-F3A \\sim F1A-F3A
 with sigma of 0.04
 C3A-F1A" \\sim C3A-F2A" \\sim C3A-C2A \\sim C3A-F3A" \\sim C3A-F2A' \\sim
C3A-F1A' \\sim C3A-F3A' ~
 C3A-F2A \\sim C3A-F1A
 with sigma of 0.02
 F1B'-F3B' \\sim F1B'-F2B' \\sim F2B"-F3B" \\sim F2B"-F1B" \\sim F3B-F2B \\sim
F3B-F1B \\sim F2B-F1B ~
 F3B'-F2B' \\sim F3B"-F1B"
 with sigma of 0.04
 C3B-F1B' \\sim C3B-F2B" \\sim C3B-F3B \\sim C3B-F2B \\sim C3B-F3B' \\sim
C3B-F3B" \\sim C3B-F1B" ~
 C3B-F1B \\sim C3B-C2B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F2A) \\sim Ueq, Uanis(F2A') \\sim Ueq, Uanis(F2A") \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(F2B) \\sim Ueq, Uanis(F2B') \\sim Ueq, Uanis(F2B") \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(F2A') = Uanis(F2A) = Uanis(F2A")
Uanis(F3A') = Uanis(F3A) = Uanis(F3A")
Uanis(F1A') = Uanis(F1A) = Uanis(F1A")
Uanis(F3B) = Uanis(F3B") = Uanis(F3B')
Uanis(F1B") = Uanis(F1B') = Uanis(F1B)
Uanis(F2B") = Uanis(F2B') = Uanis(F2B)
4. Others
 1*[Sof(F1A)+Sof(F2A)+Sof(F3A)]+1*[Sof(F1A')+Sof(F2A')+Sof(F3A')]+1*[Sof(F1A")+
 Sof(F2A")+Sof(F3A")]=1 with esd of 0.000001
 1*[Sof(F1B)+Sof(F2B)+Sof(F3B)]+1*[Sof(F1B')+Sof(F2B')+Sof(F3B')]+1*[Sof(F1B")+
 Sof(F2B")+Sof(F3B")]=1 with esd of 0.000001
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(1)
 Sof(F1A')=Sof(F2A')=Sof(F3A')=FVAR(2)
 Sof(F1A")=Sof(F2A")=Sof(F3A")=FVAR(3)
 Sof(F1B)=Sof(F2B)=Sof(F3B)=FVAR(4)
 Sof(F1B')=Sof(F2B')=Sof(F3B')=FVAR(5)
 Sof(F1B")=Sof(F2B")=Sof(F3B")=FVAR(6)
5.a Secondary CH2 refined with riding coordinates:
 C12A(H8A,H9A), C13A(H10A,H11A), C14A(H12A,H13A), C12B(H8B,H9B), C13B(H10B,
 H11B), C14B(H12B,H13B)
5.b Aromatic/amide H refined with riding coordinates:
 C5A(H3A), C6A(H4A), C7A(H5A), C8A(H6A), C9A(H7A), C5B(H3B), C6B(H4B),
 C7B(H5B), C8B(H6B), C9B(H7B)
;
_shelx_res_checksum              27548
_olex2_submission_special_instructions 'No special instructions were received'