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#$Date: 2024-10-08 21:26:17 +0300 (Tue, 08 Oct 2024) $
#$Revision: 295359 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/20/7062000.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_7062000
loop_
_publ_author_name
'Hulushe, Siya T.'
'Malan, Frederick P.'
'Hosten, Eric C.'
'Lobb, Kevin A.'
'Khanye, Setshaba D.'
'Watkins, Gareth M.'
_publ_section_title
;
 Photo-and thermoresponsive N-salicylideneaniline derivatives: solid-state
 studies and structural aspects
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D1NJ03056F
_journal_year                    2022
_chemical_formula_moiety         'C14 H8 F3 N2 O3'
_chemical_formula_sum            'C14 H8 F3 N2 O3'
_chemical_formula_weight         309.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-07-18 deposited with the CCDC.	2022-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.952(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.3128(6)
_cell_length_b                   6.7327(2)
_cell_length_c                   14.2071(5)
_cell_measurement_temperature    270(2)
_cell_volume                     1309.56(9)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      270(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.962
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6685
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.712
_diffrn_reflns_theta_min         3.252
_exptl_absorpt_coefficient_mu    1.227
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_method    'Not measured'
_exptl_crystal_description       platelets
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.212
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.261
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1476
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.261
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0640
_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/[σ²(Fo²)+(0.0363P)²+2.5176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1574
_refine_ls_wR_factor_ref         0.1616
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1251
_reflns_number_total             1476
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj03056f3.cif
_cod_data_source_block           SH01_270_auto
_cod_depositor_comments
;

2024-10-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         154.61
_cod_original_formula_moiety         'C7 H4 F1.50 N O1.50'
_cod_original_formula_units_Z            8
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_original_formula_sum        'C7 H4 F1.50 N O1.50'
_cod_database_code               7062000
_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'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
F6 F 0.03985(14) 0.3443(4) 0.89075(15) 0.0869(7) Uani 1 1 d . . . . .
F20 F 0.1229(2) 0.500000 1.01727(17) 0.0974(12) Uani 1 2 d S T P . .
N11 N 0.2186(2) 0.500000 0.63421(19) 0.0429(7) Uani 1 2 d S T P . .
O16 O 0.0876(2) 0.500000 0.4618(2) 0.0747(11) Uani 1 2 d S T P . .
O5 O 0.3701(3) 0.500000 0.2026(2) 0.0744(10) Uani 1 2 d S T P . .
N4 N 0.3902(3) 0.500000 0.2917(2) 0.0580(9) Uani 1 2 d S T P . .
C9 C 0.1664(3) 0.500000 0.7786(2) 0.0434(9) Uani 1 2 d S T P . .
H9 H 0.102703 0.500000 0.737262 0.052 Uiso 1 2 calc R U P . .
C10 C 0.2435(3) 0.500000 0.7386(2) 0.0409(8) Uani 1 2 d S T P . .
C1 C 0.2600(3) 0.500000 0.4834(2) 0.0412(8) Uani 1 2 d S T P . .
H1 H 0.110(4) 0.500000 0.520(4) 0.084(18) Uiso 1 2 d S . P . .
C3 C 0.3115(3) 0.500000 0.3373(3) 0.0448(9) Uani 1 2 d S T P . .
C8 C 0.1829(3) 0.500000 0.8799(2) 0.0457(9) Uani 1 2 d S T P . .
C12 C 0.2846(3) 0.500000 0.5900(2) 0.0448(9) Uani 1 2 d S T P . .
H12 H 0.350009 0.500000 0.627028 0.054 Uiso 1 2 calc R U P . .
C2 C 0.3339(3) 0.500000 0.4384(3) 0.0462(9) Uani 1 2 d S T P . .
H2 H 0.398874 0.500000 0.476695 0.055 Uiso 1 2 calc R U P . .
C14 C 0.1423(3) 0.500000 0.3215(3) 0.0650(13) Uani 1 2 d S T P . .
H14 H 0.077720 0.500000 0.282167 0.078 Uiso 1 2 calc R U P . .
C13 C 0.2163(3) 0.500000 0.2785(3) 0.0546(10) Uani 1 2 d S T P . .
H13 H 0.202407 0.500000 0.210335 0.065 Uiso 1 2 calc R U P . .
C18 C 0.3543(3) 0.500000 0.9017(3) 0.0648(13) Uani 1 2 d S T P . .
H18 H 0.417973 0.500000 0.943289 0.078 Uiso 1 2 calc R U P . .
C15 C 0.1624(3) 0.500000 0.4235(3) 0.0517(10) Uani 1 2 d S T P . .
C7 C 0.0977(3) 0.500000 0.9202(3) 0.0557(11) Uani 1 2 d S T P . .
C17 C 0.3387(3) 0.500000 0.8015(3) 0.0544(11) Uani 1 2 d S T P . .
H17 H 0.391448 0.500000 0.775825 0.065 Uiso 1 2 calc R U P . .
O21 O 0.4734(2) 0.500000 0.3442(2) 0.118(2) Uani 1 2 d S T P . .
C19 C 0.2770(3) 0.500000 0.9417(3) 0.0559(11) Uani 1 2 d S T P . .
H19 H 0.288487 0.500000 1.009570 0.067 Uiso 1 2 calc R U P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C12 N11 C10 121.1(3) . . ?
O21 N4 O5 122.4(4) . . ?
O21 N4 C3 118.5(3) . . ?
O5 N4 C3 119.1(4) . . ?
C10 C9 C8 120.8(3) . . ?
C9 C10 C17 118.9(3) . . ?
C9 C10 N11 116.3(3) . . ?
C17 C10 N11 124.8(3) . . ?
C2 C1 C15 118.6(3) . . ?
C2 C1 C12 119.7(3) . . ?
C15 C1 C12 121.8(3) . . ?
C13 C3 C2 121.4(3) . . ?
C13 C3 N4 119.2(3) . . ?
C2 C3 N4 119.4(3) . . ?
C19 C8 C9 120.0(3) . . ?
C19 C8 C7 120.9(3) . . ?
C9 C8 C7 119.2(3) . . ?
N11 C12 C1 121.5(3) . . ?
C3 C2 C1 120.3(3) . . ?
C13 C14 C15 120.8(4) . . ?
C14 C13 C3 119.2(3) . . ?
C17 C18 C19 121.1(4) . . ?
O16 C15 C14 118.5(3) . . ?
O16 C15 C1 121.8(3) . . ?
C14 C15 C1 119.8(3) . . ?
F20 C7 F6 106.6(2) . . ?
F20 C7 F6 106.6(2) . 6_565 ?
F6 C7 F6 104.5(4) . 6_565 ?
F20 C7 C8 113.4(3) . . ?
F6 C7 C8 112.6(2) . . ?
F6 C7 C8 112.6(2) 6_565 . ?
C18 C17 C10 119.9(4) . . ?
C8 C19 C18 119.3(3) . . ?
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
F6 C7 1.326(3) . ?
F20 C7 1.319(4) . ?
N11 C12 1.278(5) . ?
N11 C10 1.420(4) . ?
O16 C15 1.335(5) . ?
O5 N4 1.213(4) . ?
N4 O21 1.208(5) . ?
N4 C3 1.454(5) . ?
C9 C10 1.382(5) . ?
C9 C8 1.389(4) . ?
C10 C17 1.394(5) . ?
C1 C2 1.386(5) . ?
C1 C15 1.408(5) . ?
C1 C12 1.452(4) . ?
C3 C13 1.375(5) . ?
C3 C2 1.378(5) . ?
C8 C19 1.377(5) . ?
C8 C7 1.491(5) . ?
C14 C13 1.370(6) . ?
C14 C15 1.393(5) . ?
C18 C17 1.374(5) . ?
C18 C19 1.384(6) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 C9 C10 C17 0.000(2) . . . . ?
C8 C9 C10 N11 180.000(1) . . . . ?
C12 N11 C10 C9 180.000(1) . . . . ?
C12 N11 C10 C17 0.000(2) . . . . ?
O21 N4 C3 C13 180.000(1) . . . . ?
O5 N4 C3 C13 0.000(1) . . . . ?
O21 N4 C3 C2 0.000(1) . . . . ?
O5 N4 C3 C2 180.000(1) . . . . ?
C10 C9 C8 C19 0.000(2) . . . . ?
C10 C9 C8 C7 180.000(1) . . . . ?
C10 N11 C12 C1 180.000(1) . . . . ?
C2 C1 C12 N11 180.000(1) . . . . ?
C15 C1 C12 N11 0.000(1) . . . . ?
C13 C3 C2 C1 0.000(1) . . . . ?
N4 C3 C2 C1 180.000(1) . . . . ?
C15 C1 C2 C3 0.000(1) . . . . ?
C12 C1 C2 C3 180.000(1) . . . . ?
C15 C14 C13 C3 0.000(1) . . . . ?
C2 C3 C13 C14 0.000(1) . . . . ?
N4 C3 C13 C14 180.000(1) . . . . ?
C13 C14 C15 O16 180.000(1) . . . . ?
C13 C14 C15 C1 0.000(1) . . . . ?
C2 C1 C15 O16 180.000(1) . . . . ?
C12 C1 C15 O16 0.000(1) . . . . ?
C2 C1 C15 C14 0.000(1) . . . . ?
C12 C1 C15 C14 180.000(1) . . . . ?
C19 C8 C7 F20 0.000(2) . . . . ?
C9 C8 C7 F20 180.000(1) . . . . ?
C19 C8 C7 F6 -121.1(2) . . . . ?
C9 C8 C7 F6 58.9(2) . . . . ?
C19 C8 C7 F6 121.1(2) . . . 6_565 ?
C9 C8 C7 F6 -58.9(2) . . . 6_565 ?
C19 C18 C17 C10 0.000(2) . . . . ?
C9 C10 C17 C18 0.000(2) . . . . ?
N11 C10 C17 C18 180.000(1) . . . . ?
C9 C8 C19 C18 0.000(2) . . . . ?
C7 C8 C19 C18 180.000(2) . . . . ?
C17 C18 C19 C8 0.000(2) . . . . ?
