#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/53/7235387.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_7235387
loop_
_publ_author_name
'Kumar, A. Sudheer'
'Kommu, Nagarjuna'
'Ghule, Vikas D.'
'Sahoo, Akhila K.'
_publ_section_title
;
 Synthesis of trifluoromethyl-substituted N-aryl-poly-1,2,3-triazole
 derivatives
;
_journal_issue                   21
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              7917
_journal_paper_doi               10.1039/c3ta15184k
_journal_volume                  2
_journal_year                    2014
_chemical_formula_sum            'C11 H7 F3 N6'
_chemical_formula_weight         280.23
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.220(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.445(2)
_cell_length_b                   15.889(5)
_cell_length_c                   10.638(3)
_cell_measurement_reflns_used    1963
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      21.96
_cell_measurement_theta_min      2.40
_cell_volume                     1188.3(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0425
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11835
_diffrn_reflns_theta_full        25.80
_diffrn_reflns_theta_max         25.80
_diffrn_reflns_theta_min         2.40
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.9747
_exptl_absorpt_correction_T_min  0.9643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2270
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0447P)²+0.2012P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1073
_reflns_number_gt                1622
_reflns_number_total             2270
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ta15184k2.cif
_cod_data_source_block           p21n
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               7235387
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.2284(2) 0.20450(9) 0.43504(14) 0.0438(4) Uani 1 1 d .
F1 F 0.19631(17) -0.07996(7) 0.78157(12) 0.0682(4) Uani 1 1 d .
F2 F 0.47887(19) -0.02955(8) 0.84372(12) 0.0755(4) Uani 1 1 d .
N3 N 0.2758(2) -0.13950(9) 0.55516(16) 0.0483(4) Uani 1 1 d .
F3 F 0.2428(2) 0.04974(8) 0.83121(12) 0.0849(5) Uani 1 1 d .
C1 C 0.2653(2) 0.09262(11) 0.59530(17) 0.0436(4) Uani 1 1 d .
H1 H 0.2720 0.1330 0.6600 0.052 Uiso 1 1 calc R
C2 C 0.2353(3) 0.05844(12) 0.37040(19) 0.0476(5) Uani 1 1 d .
H2 H 0.2222 0.0753 0.2841 0.057 Uiso 1 1 calc R
C3 C 0.2669(2) -0.05152(11) 0.53044(18) 0.0429(4) Uani 1 1 d .
C4 C 0.2435(2) 0.11739(11) 0.46711(17) 0.0414(4) Uani 1 1 d .
N4 N 0.1624(2) -0.19281(10) 0.46805(18) 0.0589(5) Uani 1 1 d .
C5 C 0.2771(2) 0.00822(11) 0.62886(18) 0.0427(4) Uani 1 1 d .
N5 N 0.1343(2) 0.22942(11) 0.30906(16) 0.0568(5) Uani 1 1 d .
N2 N 0.4029(2) -0.17531(10) 0.66076(17) 0.0569(5) Uani 1 1 d .
C6 C 0.2466(3) -0.02549(12) 0.40269(19) 0.0485(5) Uani 1 1 d .
H6 H 0.2405 -0.0654 0.3375 0.058 Uiso 1 1 calc R
N6 N 0.1396(3) 0.31136(11) 0.30811(17) 0.0622(5) Uani 1 1 d .
C7 C 0.2354(3) 0.33842(12) 0.4320(2) 0.0591(6) Uani 1 1 d .
H7 H 0.2587 0.3944 0.4574 0.071 Uiso 1 1 calc R
C8 C 0.2924(3) 0.27147(12) 0.51334(19) 0.0526(5) Uani 1 1 d .
H8 H 0.3611 0.2718 0.6039 0.063 Uiso 1 1 calc R
C9 C 0.2986(3) -0.01334(12) 0.7704(2) 0.0556(5) Uani 1 1 d .
C10 C 0.3668(3) -0.25589(13) 0.6406(2) 0.0617(6) Uani 1 1 d .
H10 H 0.4305 -0.2989 0.6971 0.074 Uiso 1 1 calc R
C11 C 0.2197(3) -0.26694(13) 0.5224(3) 0.0661(6) Uani 1 1 d .
H11 H 0.1690 -0.3185 0.4867 0.079 Uiso 1 1 calc R
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'
N N 0.0061 0.0033 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C8 N1 N5 110.27(15)
C8 N1 C4 129.87(15)
N5 N1 C4 119.85(15)
N4 N3 N2 115.21(15)
N4 N3 C3 121.12(15)
N2 N3 C3 123.55(15)
C4 C1 C5 120.63(17)
C4 C1 H1 119.7
C5 C1 H1 119.7
C6 C2 C4 119.33(18)
C6 C2 H2 120.3
C4 C2 H2 120.3
C6 C3 C5 119.71(17)
C6 C3 N3 117.42(16)
C5 C3 N3 122.86(16)
C1 C4 C2 120.47(17)
C1 C4 N1 119.36(16)
C2 C4 N1 120.16(16)
C11 N4 N3 102.89(17)
C1 C5 C3 118.85(17)
C1 C5 C9 117.20(16)
C3 C5 C9 123.95(16)
N6 N5 N1 107.06(15)
C10 N2 N3 103.20(16)
C2 C6 C3 121.00(17)
C2 C6 H6 119.5
C3 C6 H6 119.5
N5 N6 C7 108.63(16)
N6 C7 C8 109.26(18)
N6 C7 H7 125.4
C8 C7 H7 125.4
N1 C8 C7 104.78(17)
N1 C8 H8 127.6
C7 C8 H8 127.6
F3 C9 F1 105.99(18)
F3 C9 F2 106.01(17)
F1 C9 F2 106.77(15)
F3 C9 C5 111.61(15)
F1 C9 C5 113.31(17)
F2 C9 C5 112.63(18)
N2 C10 C11 109.37(19)
N2 C10 H10 125.3
C11 C10 H10 125.3
N4 C11 C10 109.33(19)
N4 C11 H11 125.3
C10 C11 H11 125.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C8 1.339(2)
N1 N5 1.351(2)
N1 C4 1.421(2)
F1 C9 1.332(2)
F2 C9 1.337(2)
N3 N4 1.332(2)
N3 N2 1.334(2)
N3 C3 1.420(2)
F3 C9 1.332(2)
C1 C4 1.377(2)
C1 C5 1.383(2)
C1 H1 0.9300
C2 C6 1.373(2)
C2 C4 1.378(3)
C2 H2 0.9300
C3 C6 1.380(3)
C3 C5 1.397(3)
N4 C11 1.320(3)
C5 C9 1.500(3)
N5 N6 1.303(2)
N2 C10 1.311(2)
C6 H6 0.9300
N6 C7 1.346(3)
C7 C8 1.349(3)
C7 H7 0.9300
C8 H8 0.9300
C10 C11 1.380(3)
C10 H10 0.9300
C11 H11 0.9300
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339259
