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#$Date: 2025-08-22 01:24:23 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/75/7117553.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_7117553
loop_
_publ_author_name
'Chansaenpak, Kantapat'
'Wang, Mengzhe'
'Wu, Zhanhong'
'Zaman, Rehmat'
'Li, Zibo'
'Gabbaï, François P'
_publ_section_title
;
 [¹⁸F]--NHC--BF₃ adducts as water stable radio-prosthetic groups
 for PET imaging
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   62
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              12439
_journal_page_last               12442
_journal_paper_doi               10.1039/c5cc04545b
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C5 H7 B F3 N3 O2'
_chemical_formula_weight         208.95
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-05-25 deposited with the CCDC.
2015-06-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.0490(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4533(5)
_cell_length_b                   9.5695(6)
_cell_length_c                   11.8645(8)
_cell_measurement_temperature    110(2)
_cell_volume                     817.21(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9885
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.77
_exptl_absorpt_coefficient_mu    0.170
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       single
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2039
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0371
_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)+(0.0579P)²+0.3922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1057
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                1868
_reflns_number_total             2039
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc04545b2.cif
_cod_data_source_block           i
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7117553
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
F1 F 0.50235(11) -0.11523(8) 0.70893(7) 0.0249(2) Uani 1 1 d .
O1 O 0.81512(14) 0.46021(11) 0.52755(9) 0.0245(2) Uani 1 1 d .
N1 N 0.37963(14) 0.20118(11) 0.52065(9) 0.0146(2) Uani 1 1 d .
C1 C 0.18569(17) 0.19109(15) 0.45065(12) 0.0221(3) Uani 1 1 d .
H1A H 0.1257 0.1146 0.4784 0.033 Uiso 1 1 calc R
H1B H 0.1832 0.1757 0.3703 0.033 Uiso 1 1 calc R
H1C H 0.1217 0.2764 0.4575 0.033 Uiso 1 1 calc R
B1 B 0.3703(2) -0.01165(14) 0.66770(12) 0.0165(3) Uani 1 1 d .
F2 F 0.30370(13) 0.03983(9) 0.75911(7) 0.0263(2) Uani 1 1 d .
O2 O 0.97051(13) 0.31931(12) 0.66152(9) 0.0270(2) Uani 1 1 d .
N2 N 0.64077(13) 0.16712(11) 0.64989(8) 0.0137(2) Uani 1 1 d .
C2 C 0.46557(16) 0.11903(12) 0.61203(9) 0.0135(2) Uani 1 1 d .
F3 F 0.22507(11) -0.06858(9) 0.58143(7) 0.0254(2) Uani 1 1 d .
N3 N 0.82716(14) 0.35793(12) 0.59167(9) 0.0176(2) Uani 1 1 d .
C3 C 0.77818(18) 0.11727(14) 0.75538(11) 0.0215(3) Uani 1 1 d .
H3A H 0.7295 0.0371 0.7862 0.032 Uiso 1 1 calc R
H3B H 0.8034 0.1902 0.8129 0.032 Uiso 1 1 calc R
H3C H 0.8910 0.0921 0.7357 0.032 Uiso 1 1 calc R
C4 C 0.66054(16) 0.27990(12) 0.58168(10) 0.0140(2) Uani 1 1 d .
C5 C 0.49791(17) 0.30107(12) 0.50031(10) 0.0153(2) Uani 1 1 d .
H5A H 0.4723 0.3694 0.4426 0.018 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'
B B 0.0013 0.0007 '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'
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
C2 N1 C5 110.77(10)
C2 N1 C1 127.12(11)
C5 N1 C1 122.11(10)
F1 B1 F3 108.85(10)
F1 B1 F2 109.87(10)
F3 B1 F2 110.10(11)
F1 B1 C2 109.90(10)
F3 B1 C2 109.50(10)
F2 B1 C2 108.61(10)
C2 N2 C4 108.28(10)
C2 N2 C3 124.87(10)
C4 N2 C3 126.45(10)
N2 C2 N1 106.50(10)
N2 C2 B1 127.11(10)
N1 C2 B1 126.37(10)
O2 N3 O1 124.69(11)
O2 N3 C4 119.00(11)
O1 N3 C4 116.31(10)
C5 C4 N2 108.85(10)
C5 C4 N3 125.40(11)
N2 C4 N3 125.71(10)
C4 C5 N1 105.60(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 B1 1.3928(16)
O1 N3 1.2285(15)
N1 C2 1.3576(15)
N1 C5 1.3637(15)
N1 C1 1.4715(15)
B1 F3 1.3933(15)
B1 F2 1.3948(16)
B1 C2 1.6575(18)
O2 N3 1.2269(15)
N2 C2 1.3468(15)
N2 C4 1.3796(15)
N2 C3 1.4756(15)
N3 C4 1.4274(15)
C4 C5 1.3545(16)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139186371
