#------------------------------------------------------------------------------
#$Date: 2025-12-02 00:02:48 +0100 (Tue 02 de Dec de 2025) $
#$Revision: 303991 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/52/7135266.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_7135266
loop_
_publ_author_name
'Huang, Yun-Tao'
'Song, Zi-Meng'
'Zhao, Xin-Ye'
'Li, Bei-Bei'
'Di, Zhengyi'
'Li, Cheng-Peng'
_publ_section_title
;
 A stable amino-functionalized fluorinated metal-organic framework for
 efficient separation of propyne/propylene
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D5CC05733G
_journal_year                    2025
_chemical_formula_moiety         'C4 H1.5 Cu0.125 F0.75 N Si0.125'
_chemical_formula_sum            'C4 H1.5 Cu0.12 F0.75 N Si0.12'
_chemical_formula_weight         89.27
_space_group_crystal_system      tetragonal
_space_group_IT_number           139
_space_group_name_Hall           '-I 4 2'
_space_group_name_H-M_alt        'I 4/m m m'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-10-07
_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.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   15.391
_cell_length_b                   15.391
_cell_length_c                   8.068
_cell_measurement_reflns_used    7083
_cell_measurement_temperature    222.00
_cell_measurement_theta_max      59.91
_cell_measurement_theta_min      4.30
_cell_volume                     1911.171
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      222.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 VENTURE Metaljet PHOTON II'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1177
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            19574
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.358
_diffrn_reflns_theta_min         2.647
_exptl_absorpt_coefficient_mu    0.663
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_description       block
_exptl_crystal_F_000             714
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.504
_refine_diff_density_min         -1.170
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     55
_refine_ls_number_reflns         594
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0644
_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)+(0.1137P)²+6.6761P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1868
_refine_ls_wR_factor_ref         0.1888
_reflns_Friedel_coverage         0.000
_reflns_number_gt                563
_reflns_number_total             594
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc05733g2.cif
_cod_data_source_block           b
_cod_original_cell_volume        1911.1
_cod_original_formula_sum        'C4 H1.50 Cu0.12 F0.75 N Si0.12'
_cod_database_code               7135266
_shelx_shelxl_version_number     2016/6
_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.
;
_shelx_estimated_absorpt_t_max   0.937
_shelx_estimated_absorpt_t_min   0.937
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: C2(0.5) C1(0.5) N2(0.25) H2A(0.25) H2B(0.25) H2C(0.25)
4.a Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'-x, y, -z'
'x, -y, -z'
'y, x, -z'
'-y, -x, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'x, -y, z'
'-x, y, z'
'-y, -x, z'
'y, x, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+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
Cu1 Cu 0.500000 0.500000 0.500000 0.0226(5) Uani 1 16 d S T P . .
Si1 Si 0.500000 0.500000 0.000000 0.0305(8) Uani 1 16 d S T P . .
F1 F 0.500000 0.500000 0.2101(7) 0.0412(14) Uani 1 8 d S T P . .
N1 N 0.500000 0.3693(3) 0.500000 0.0288(12) Uani 1 4 d S T P . .
C3 C 0.500000 0.1871(5) 0.500000 0.0452(19) Uani 1 4 d S T P . .
C4 C 0.500000 0.0907(5) 0.500000 0.051(2) Uani 1 4 d S T P . .
C5 C 0.4217(5) 0.0455(4) 0.500000 0.0600(18) Uani 1 2 d S T P . .
C2 C 0.4547(6) 0.2342(5) 0.3802(10) 0.053(2) Uani 0.5 1 d . . P . .
C1 C 0.4580(5) 0.3243(4) 0.3818(9) 0.0397(16) Uani 0.5 1 d . . P . .
F2 F 0.500000 0.3963(5) 0.000000 0.193(6) Uani 1 4 d S T P . .
N2 N 0.331(2) 0.0826(18) 0.500000 0.185(12) Uani 0.5 2 d S TU P . .
H2A H 0.307411 0.075998 0.398862 0.222 Uiso 0.25 1 calc R U P A -1
H2B H 0.333450 0.139469 0.525576 0.222 Uiso 0.25 1 calc R U P A -1
H2C H 0.298598 0.054515 0.575562 0.222 Uiso 0.25 1 calc R U P A -1
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'
Cu Cu 0.3201 1.2651 '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'
Si Si 0.0817 0.0704 '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
F1 Cu1 F1 180.0 . 17_666 ?
N1 Cu1 F1 90.000(1) 19_566 17_666 ?
N1 Cu1 F1 90.000(1) 19_566 . ?
N1 Cu1 F1 90.000(1) 3_655 . ?
N1 Cu1 F1 90.0 17_666 17_666 ?
N1 Cu1 F1 90.0 . 17_666 ?
N1 Cu1 F1 90.0 17_666 . ?
N1 Cu1 F1 90.0 . . ?
N1 Cu1 F1 90.000(1) 3_655 17_666 ?
N1 Cu1 N1 90.000(1) 19_566 . ?
N1 Cu1 N1 90.0 19_566 17_666 ?
N1 Cu1 N1 180.0 19_566 3_655 ?
N1 Cu1 N1 90.0 3_655 . ?
N1 Cu1 N1 180.0 17_666 . ?
N1 Cu1 N1 90.000(1) 3_655 17_666 ?
F1 Si1 F1 180.0 17_665 . ?
F2 Si1 F1 90.000(1) 19_565 . ?
F2 Si1 F1 90.0 17_665 . ?
F2 Si1 F1 90.000(1) 19_565 17_665 ?
F2 Si1 F1 90.000(1) 3_655 . ?
F2 Si1 F1 90.000(1) 3_655 17_665 ?
F2 Si1 F1 90.0 . . ?
F2 Si1 F1 90.0 . 17_665 ?
F2 Si1 F1 90.0 17_665 17_665 ?
F2 Si1 F2 180.0 . 17_665 ?
F2 Si1 F2 180.0 19_565 3_655 ?
F2 Si1 F2 90.000(1) . 19_565 ?
F2 Si1 F2 90.000(1) 19_565 17_665 ?
F2 Si1 F2 90.0 3_655 17_665 ?
F2 Si1 F2 90.0 . 3_655 ?
Si1 F1 Cu1 180.0 . . ?
C1 N1 Cu1 121.0(3) . . ?
C1 N1 Cu1 121.0(3) 5_656 . ?
C1 N1 Cu1 121.0(3) 22_655 . ?
C1 N1 Cu1 121.0(3) 18_556 . ?
C1 N1 C1 57.5(8) . 22_655 ?
C1 N1 C1 90.3(7) . 18_556 ?
C1 N1 C1 118.0(7) 22_655 18_556 ?
C1 N1 C1 90.3(7) 22_655 5_656 ?
C1 N1 C1 118.0(7) . 5_656 ?
C1 N1 C1 57.6(8) 5_656 18_556 ?
C2 C3 C4 121.3(4) 18_556 . ?
C2 C3 C4 121.3(4) 5_656 . ?
C2 C3 C4 121.3(4) . . ?
C2 C3 C4 121.3(4) 22_655 . ?
C2 C3 C2 117.3(8) 18_556 22_655 ?
C2 C3 C2 87.7(8) 5_656 22_655 ?
C2 C3 C2 117.3(8) 5_656 . ?
C2 C3 C2 87.7(8) 18_556 . ?
C2 C3 C2 60.0(8) 22_655 . ?
C2 C3 C2 60.0(8) 5_656 18_556 ?
C5 C4 C3 120.0(4) . . ?
C5 C4 C3 120.0(4) 5_656 . ?
C5 C4 C5 120.0(7) . 5_656 ?
C4 C5 C5 120.0(4) . 21 ?
C4 C5 N2 127.7(11) . . ?
C5 C5 N2 112.3(10) 21 . ?
C3 C2 C2 46.2(4) . 18_556 ?
C3 C2 C1 91.2(5) . 22_655 ?
C2 C2 C3 60.0(4) 22_655 . ?
C2 C2 C2 89.999(1) 22_655 18_556 ?
C2 C2 C1 45.9(4) 22_655 22_655 ?
C1 C2 C3 119.6(7) . . ?
C1 C2 C2 89.4(5) . 18_556 ?
C1 C2 C2 87.9(5) . 22_655 ?
C1 C2 C2 89.6(3) 22_655 18_556 ?
C1 C2 C1 42.1(6) . 22_655 ?
N1 C1 C2 122.6(6) . . ?
N1 C1 C2 92.3(5) . 22_655 ?
N1 C1 C1 44.8(4) . 18_556 ?
C2 C1 C2 46.2(7) . 22_655 ?
C2 C1 C1 90.6(5) . 18_556 ?
C1 C1 N1 61.2(4) 22_655 . ?
C1 C1 C2 92.1(5) 22_655 . ?
C1 C1 C2 45.9(4) 22_655 22_655 ?
C1 C1 C2 90.4(3) 18_556 22_655 ?
C1 C1 C1 90.001(1) 22_655 18_556 ?
C5 N2 H2A 109.5 . . ?
C5 N2 H2B 109.5 . . ?
C5 N2 H2C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
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
Cu1 F1 2.339(6) . ?
Cu1 F1 2.339(6) 17_666 ?
Cu1 N1 2.012(5) 17_666 ?
Cu1 N1 2.012(5) 19_566 ?
Cu1 N1 2.012(5) . ?
Cu1 N1 2.012(5) 3_655 ?
Si1 F1 1.695(6) 17_665 ?
Si1 F1 1.695(6) . ?
Si1 F2 1.596(8) 3_655 ?
Si1 F2 1.596(8) 19_565 ?
Si1 F2 1.596(8) . ?
Si1 F2 1.596(8) 17_665 ?
N1 C1 1.344(7) . ?
N1 C1 1.344(7) 5_656 ?
N1 C1 1.344(7) 22_655 ?
N1 C1 1.344(7) 18_556 ?
C3 C4 1.484(10) . ?
C3 C2 1.396(8) . ?
C3 C2 1.396(8) 18_556 ?
C3 C2 1.396(8) 22_655 ?
C3 C2 1.396(8) 5_656 ?
C4 C5 1.392(9) . ?
C4 C5 1.392(9) 5_656 ?
C5 C5 1.400(12) 21 ?
C5 N2 1.51(3) . ?
C2 C2 1.933(17) 18_556 ?
C2 C2 1.395(19) 22_655 ?
C2 C1 1.387(10) . ?
C2 C1 1.931(11) 22_655 ?
C1 C1 1.294(17) 22_655 ?
C1 C1 1.906(14) 18_556 ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N2 H2C 0.9000 . ?
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
Cu1 N1 C1 C2 -178.3(7) . . . . ?
Cu1 N1 C1 C2 144.5(3) . . . 22_655 ?
Cu1 N1 C1 C1 -127.2(5) . . . 18_556 ?
Cu1 N1 C1 C1 109.3(3) . . . 22_655 ?
C3 C4 C5 C5 180.0 . . . 21 ?
C3 C4 C5 N2 0.0 . . . . ?
C3 C2 C1 N1 -3.3(13) . . . . ?
C3 C2 C1 C2 53.4(8) . . . 22_655 ?
C3 C2 C1 C1 -36.6(7) . . . 18_556 ?
C3 C2 C1 C1 53.4(8) . . . 22_655 ?
C4 C3 C2 C2 -110.6(4) . . . 22_655 ?
C4 C3 C2 C2 125.8(6) . . . 18_556 ?
C4 C3 C2 C1 -145.9(2) . . . 22_655 ?
C4 C3 C2 C1 -178.4(6) . . . . ?
C5 C4 C5 C5 0.0 5_656 . . 21 ?
C5 C4 C5 N2 180.0 5_656 . . . ?
C2 C3 C4 C5 54.2(5) 18_556 . . . ?
C2 C3 C4 C5 -54.2(5) 5_656 . . 5_656 ?
C2 C3 C4 C5 125.8(5) 5_656 . . . ?
C2 C3 C4 C5 -125.8(5) 18_556 . . 5_656 ?
C2 C3 C4 C5 -125.8(5) 22_655 . . . ?
C2 C3 C4 C5 -54.2(5) . . . . ?
C2 C3 C4 C5 125.8(5) . . . 5_656 ?
C2 C3 C4 C5 54.2(5) 22_655 . . 5_656 ?
C2 C3 C2 C2 123.7(5) 18_556 . . 22_655 ?
C2 C3 C2 C2 69.4(4) 5_656 . . 22_655 ?
C2 C3 C2 C2 -54.2(6) 5_656 . . 18_556 ?
C2 C3 C2 C2 -123.7(5) 22_655 . . 18_556 ?
C2 C3 C2 C1 -35.3(5) 22_655 . . 22_655 ?
C2 C3 C2 C1 88.3(6) 18_556 . . 22_655 ?
C2 C3 C2 C1 55.8(11) 18_556 . . . ?
C2 C3 C2 C1 -67.9(9) 22_655 . . . ?
C2 C3 C2 C1 34.1(2) 5_656 . . 22_655 ?
C2 C3 C2 C1 1.6(6) 5_656 . . . ?
C2 C2 C1 N1 -56.7(7) 22_655 . . . ?
C2 C2 C1 N1 33.3(7) 18_556 . . . ?
C2 C2 C1 C2 90.019(16) 18_556 . . 22_655 ?
C2 C2 C1 C1 -0.002(1) 18_556 . . 18_556 ?
C2 C2 C1 C1 -90.021(17) 22_655 . . 18_556 ?
C2 C2 C1 C1 90.019(17) 18_556 . . 22_655 ?
C2 C2 C1 C1 0.001(0) 22_655 . . 22_655 ?
C1 N1 C1 C2 72.4(9) 22_655 . . . ?
C1 N1 C1 C2 -51.1(11) 18_556 . . . ?
C1 N1 C1 C2 -88.3(5) 18_556 . . 22_655 ?
C1 N1 C1 C2 1.7(7) 5_656 . . . ?
C1 N1 C1 C2 35.2(5) 22_655 . . 22_655 ?
C1 N1 C1 C2 -35.5(3) 5_656 . . 22_655 ?
C1 N1 C1 C1 -123.5(5) 18_556 . . 22_655 ?
C1 N1 C1 C1 52.8(5) 5_656 . . 18_556 ?
C1 N1 C1 C1 -70.7(3) 5_656 . . 22_655 ?
C1 N1 C1 C1 123.5(5) 22_655 . . 18_556 ?
C1 C2 C1 N1 -56.7(7) 22_655 . . . ?
C1 C2 C1 C2 0.0 22_655 . . 22_655 ?
C1 C2 C1 C1 -90.022(17) 22_655 . . 18_556 ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 0.250 -0.902 88.2 25.4 ?
2 0.250 0.750 -0.466 88.2 25.4 ?
3 0.750 0.250 -0.679 88.2 25.4 ?
4 0.750 0.750 -0.697 88.2 25.4 ?
