#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:35:05 +0200 (Sat 23 de Aug de 2025) $
#$Revision: 301870 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/26/7242695.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7242695
loop_
_publ_author_name
'Tiwari, Surbhi'
'Arya, Neeru'
'Mishra, Sandeep Kumar'
'Suryaprakash, N.'
_publ_section_title
;
 Competing HB acceptors: an extensive NMR investigations corroborated by
 single crystal XRD and DFT calculations
;
_journal_issue                   25
_journal_name_full               'RSC Advances'
_journal_page_first              15195
_journal_page_last               15202
_journal_paper_doi               10.1039/D1RA02538D
_journal_volume                  11
_journal_year                    2021
_chemical_formula_sum            'C14 H11 F N2 O2'
_chemical_formula_weight         258.25
_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_method           SHELXL-2018/3
_audit_update_record
;
2020-12-09 deposited with the CCDC.	2021-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                97.121(2)
_cell_angle_beta                 98.953(2)
_cell_angle_gamma                106.990(3)
_cell_formula_units_Z            2
_cell_length_a                   7.4017(4)
_cell_length_b                   9.1653(4)
_cell_length_c                   9.6034(4)
_cell_measurement_reflns_used    2784
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.4
_cell_volume                     605.48(5)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  Bruker
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10395
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.549
_diffrn_reflns_theta_min         2.362
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_description       Needle
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.528
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2784
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0633
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1253P)²+0.3173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1959
_refine_ls_wR_factor_ref         0.2021
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2452
_reflns_number_total             2784
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra02538d2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'None' was changed
to 'none' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7242695
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0971(2) 0.45172(16) 0.85238(15) 0.0420(4) Uani 1 1 d . . . . .
O2 O -0.0659(3) 0.86417(16) 0.62659(16) 0.0494(4) Uani 1 1 d . . . . .
N1 N -0.0294(3) 0.62861(18) 0.76426(17) 0.0377(4) Uani 1 1 d . . . . .
N2 N -0.0733(3) 0.8037(2) 0.39128(19) 0.0426(4) Uani 1 1 d . . . . .
F1 F 0.0066(3) 0.8443(2) 1.0080(2) 0.0756(5) Uani 1 1 d . . . . .
H1A H -0.018(5) 0.737(4) 0.771(3) 0.069(9) Uiso 1 1 d . . . . .
H2B H -0.026(4) 0.897(4) 0.383(3) 0.053(7) Uiso 1 1 d . . . . .
H2A H -0.082(4) 0.736(4) 0.326(3) 0.056(8) Uiso 1 1 d . . . . .
C4 C -0.1931(3) 0.5966(2) 0.51777(19) 0.0326(4) Uani 1 1 d . . . . .
C5 C -0.1577(3) 0.5329(2) 0.6405(2) 0.0340(4) Uani 1 1 d . . . . .
C6 C -0.2527(3) 0.3771(2) 0.6390(2) 0.0410(5) Uani 1 1 d . . . . .
H6 H -0.231502 0.334615 0.720675 0.049 Uiso 1 1 calc R U . . .
C3 C -0.3228(3) 0.5018(2) 0.3968(2) 0.0375(4) Uani 1 1 d . . . . .
H3 H -0.348794 0.543995 0.315636 0.045 Uiso 1 1 calc R U . . .
C8 C 0.0919(3) 0.5843(2) 0.85855(19) 0.0342(4) Uani 1 1 d . . . . .
C7 C -0.1040(3) 0.7657(2) 0.5161(2) 0.0347(4) Uani 1 1 d . . . . .
C9 C 0.2298(3) 0.7125(2) 0.97159(19) 0.0366(4) Uani 1 1 d . . . . .
C10 C 0.1843(3) 0.8344(2) 1.0418(2) 0.0442(5) Uani 1 1 d . . . . .
C1 C -0.3782(3) 0.2853(2) 0.5167(3) 0.0459(5) Uani 1 1 d . . . . .
H1 H -0.439595 0.181042 0.516386 0.055 Uiso 1 1 calc R U . . .
C2 C -0.4135(3) 0.3467(2) 0.3949(2) 0.0442(5) Uani 1 1 d . . . . .
H2 H -0.497367 0.284259 0.312593 0.053 Uiso 1 1 calc R U . . .
C14 C 0.4163(3) 0.7091(3) 1.0120(2) 0.0485(5) Uani 1 1 d . . . . .
H14 H 0.451497 0.628019 0.968436 0.058 Uiso 1 1 calc R U . . .
C11 C 0.3145(4) 0.9469(3) 1.1490(3) 0.0584(7) Uani 1 1 d . . . . .
H11 H 0.277754 1.024925 1.196511 0.070 Uiso 1 1 calc R U . . .
C13 C 0.5513(4) 0.8238(4) 1.1161(3) 0.0612(7) Uani 1 1 d . . . . .
H13 H 0.676934 0.821213 1.139592 0.073 Uiso 1 1 calc R U . . .
C12 C 0.4992(4) 0.9418(3) 1.1847(3) 0.0625(7) Uani 1 1 d . . . . .
H12 H 0.589501 1.018260 1.255283 0.075 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C5 125.72(16) . . ?
C3 C4 C5 118.94(17) . . ?
C3 C4 C7 119.23(16) . . ?
C5 C4 C7 121.73(16) . . ?
C6 C5 C4 119.44(18) . . ?
C6 C5 N1 121.21(17) . . ?
C4 C5 N1 119.34(16) . . ?
C1 C6 C5 120.32(19) . . ?
C2 C3 C4 121.36(19) . . ?
O1 C8 N1 124.29(18) . . ?
O1 C8 C9 120.51(17) . . ?
N1 C8 C9 115.16(16) . . ?
O2 C7 N2 122.29(17) . . ?
O2 C7 C4 120.92(17) . . ?
N2 C7 C4 116.77(16) . . ?
C14 C9 C10 116.9(2) . . ?
C14 C9 C8 118.30(18) . . ?
C10 C9 C8 124.80(19) . . ?
F1 C10 C11 117.4(2) . . ?
F1 C10 C9 119.9(2) . . ?
C11 C10 C9 122.7(2) . . ?
C2 C1 C6 120.72(19) . . ?
C1 C2 C3 119.18(19) . . ?
C9 C14 C13 121.3(2) . . ?
C12 C11 C10 118.9(2) . . ?
C12 C13 C14 119.9(2) . . ?
C11 C12 C13 120.2(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.222(2) . ?
O2 C7 1.241(2) . ?
N1 C8 1.357(2) . ?
N1 C5 1.409(2) . ?
N2 C7 1.324(3) . ?
F1 C10 1.337(3) . ?
C4 C3 1.393(3) . ?
C4 C5 1.401(3) . ?
C4 C7 1.499(2) . ?
C5 C6 1.392(3) . ?
C6 C1 1.382(3) . ?
C3 C2 1.380(3) . ?
C8 C9 1.496(3) . ?
C9 C14 1.385(3) . ?
C9 C10 1.386(3) . ?
C10 C11 1.378(3) . ?
C1 C2 1.381(3) . ?
C14 C13 1.385(4) . ?
C11 C12 1.373(4) . ?
C13 C12 1.378(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 877411
