#------------------------------------------------------------------------------
#$Date: 2025-08-19 21:30:04 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301811 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/29/4002909.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_4002909
loop_
_publ_author_name
'Arhangelskis, Mihails'
'Katsenis, Athanassios D.'
'Novendra, Novendra'
'Akimbekov, Zamirbek'
'Gandrath, Dayaker'
'Marrett, Joseph M.'
'Ayoub, Ghada'
'Morris, Andrew J.'
'Farha, Omar K.'
'Friščić, Tomislav'
'Navrotsky, Alexandra'
_publ_section_title
;
 Theoretical Prediction and Experimental Evaluation of Topological
 Landscape and Thermodynamic Stability of a Fluorinated Zeolitic
 Imidazolate Framework
;
_journal_issue                   10
_journal_name_full               'Chemistry of Materials'
_journal_page_first              3777
_journal_paper_doi               10.1021/acs.chemmater.9b00994
_journal_volume                  31
_journal_year                    2019
_chemical_formula_moiety         'C4 H3 F3 N2'
_chemical_formula_sum            'C4 H3 F3 N2'
_chemical_formula_weight         136.08
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-07-28T13:25:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 108.970(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.5862(16)
_cell_length_b                   9.8792(18)
_cell_length_c                   7.6926(18)
_cell_measurement_reflns_used    981
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      54
_cell_measurement_theta_min      6.169
_cell_volume                     545.2(2)
_computing_cell_refinement       'Bruker (2012), SAINT'
_computing_data_collection       'Bruker (2012), APEX3 (v2016.5-0)'
_computing_data_reduction        'Bruker (2012), SAINT'
_computing_molecular_graphics    'Ortep-3, Farrugia (2012)'
_computing_publication_material  'WinGX v2014.1, Farrugia (2012)'
_computing_structure_refinement  'SHELXL Version 2014/7'
_computing_structure_solution    'SHELXT, (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker SMART APEX II Duo CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0991
_diffrn_reflns_av_unetI/netI     0.0948
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3499
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        64.801
_diffrn_reflns_theta_max         64.801
_diffrn_reflns_theta_min         6.169
_exptl_absorpt_coefficient_mu    1.615
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         898
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1909
_refine_ls_R_factor_gt           0.0825
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1365P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1868
_refine_ls_wR_factor_ref         0.2401
_reflns_Friedel_coverage         0
_reflns_number_gt                442
_reflns_number_total             898
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cm9b00994_si_002.cif
_cod_data_source_block           HCF3Im
_cod_depositor_comments
'Adding full bibliography for 4002907--4002909.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4002909
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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
C1 C 0.7405(9) 0.3485(5) 0.2913(11) 0.084(2) Uani 1 1 d . . . . .
C2 C 0.5424(7) 0.3411(4) 0.2613(7) 0.0638(15) Uani 1 1 d . . . . .
C3 C 0.2599(8) 0.4017(5) 0.2165(9) 0.093(2) Uani 1 1 d . . . . .
H3 H 0.1536 0.4535 0.2011 0.112 Uiso 1 1 calc R U . . .
C4 C 0.2685(8) 0.2655(5) 0.2161(9) 0.093(2) Uani 1 1 d . . . . .
H4 H 0.1676 0.2074 0.1984 0.111 Uiso 1 1 calc R U . . .
F1A F 0.799(5) 0.443(3) 0.231(6) 0.082(10) Uani 0.20(3) 1 d . U P A 1
F2A F 0.788(5) 0.240(4) 0.214(8) 0.094(10) Uani 0.20(3) 1 d . U P A 1
F3A F 0.838(8) 0.370(6) 0.453(8) 0.15(2) Uani 0.20(3) 1 d . U P A 1
F1B F 0.8270(11) 0.2306(7) 0.323(3) 0.113(4) Uani 0.80(3) 1 d . U P A 2
F2B F 0.8302(11) 0.4209(13) 0.4406(16) 0.127(3) Uani 0.80(3) 1 d . U P A 2
F3B F 0.7794(13) 0.4120(14) 0.152(2) 0.133(4) Uani 0.80(3) 1 d . U P A 2
N2 N 0.4471(6) 0.2261(3) 0.2456(6) 0.0759(15) Uani 1 1 d . . . . .
N1 N 0.4336(6) 0.4492(4) 0.2433(6) 0.0763(15) Uani 1 1 d . . . . .
H1 H 0.4671 0.5327 0.2477 0.23(5) 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
F1A C1 F3A 95(3)
F1A C1 F2A 106(2)
F3A C1 F2A 115(2)
F1B C1 F2B 103.4(9)
F1B C1 F3B 109.2(8)
F2B C1 F3B 104.6(8)
F1A C1 C2 118.4(16)
F3A C1 C2 115(3)
F1B C1 C2 114.4(5)
F2A C1 C2 107.7(16)
F2B C1 C2 112.1(7)
F3B C1 C2 112.3(6)
N1 C2 N2 112.1(5)
N1 C2 C1 123.6(4)
N2 C2 C1 124.3(4)
C4 C3 N1 107.6(5)
C4 C3 H3 126.2
N1 C3 H3 126.2
C3 C4 N2 109.4(5)
C3 C4 H4 125.3
N2 C4 H4 125.3
C1 F1A F3A 43.6(19)
C1 F3A F1A 42(2)
C2 N2 C4 104.7(4)
C2 N1 C3 106.1(4)
C2 N1 H1 126.9
C3 N1 H1 126.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 F1A 1.19(4)
C1 F3A 1.24(6)
C1 F1B 1.320(8)
C1 F2A 1.33(3)
C1 F2B 1.337(12)
C1 F3B 1.356(12)
C1 C2 1.446(9)
C2 N1 1.329(6)
C2 N2 1.330(5)
C3 C4 1.347(7)
C3 N1 1.350(6)
C3 H3 0.93
C4 N2 1.356(6)
C4 H4 0.93
F1A F3A 1.79(7)
N1 H1 0.86
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 585838
