#------------------------------------------------------------------------------
#$Date: 2018-08-14 18:09:21 +0300 (Tue, 14 Aug 2018) $
#$Revision: 209685 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/76/7117631.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_7117631
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_duplicate_entry             7117553
_cod_data_source_file            c5cc04545b2.cif
_cod_data_source_block           i1
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7117631
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
_atom_site_disorder_assembly
_atom_site_disorder_group
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
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
_geom_bond_site_symmetry_2
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) .
