#------------------------------------------------------------------------------
#$Date: 2025-08-22 01:24:23 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/25/7112568.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_7112568
loop_
_publ_author_name
'Li, Zibo'
'Chansaenpak, Kantapat'
'Liu, Shuanglong'
'Wade, Casey R.'
'Conti, Peter S.'
'Gabbaï, François P.'
_publ_section_title
;
 Harvesting 18F-fluoride ions in water via direct 18F--19F isotopic
 exchange: radiofluorination of zwitterionic aryltrifluoroborates and in
 vivo stability studies
;
_journal_issue                   10
_journal_name_full               MedChemComm
_journal_page_first              1305
_journal_paper_doi               10.1039/c2md20105d
_journal_volume                  3
_journal_year                    2012
_chemical_formula_moiety         'C13 H21 B F3 P'
_chemical_formula_sum            'C13 H21 B F3 P'
_chemical_formula_weight         276.08
_chemical_name_common            none
_space_group_IT_number           33
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.372(4)
_cell_length_b                   11.428(5)
_cell_length_c                   11.129(4)
_cell_measurement_reflns_used    4914
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.33
_cell_measurement_theta_min      2.53
_cell_volume                     1446.3(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14159
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.53
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  0.9605
_exptl_absorpt_correction_T_min  0.9510
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2844
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0285
_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)+(0.0382P)²+0.2933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0715
_reflns_number_gt                2710
_reflns_number_total             2844
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2md20105d.txt
_cod_data_source_block           ia
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'constra' was replaced with the
value 'constr' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_database_code               7112568
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
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
P1 P 0.14066(3) 1.00073(4) 0.57208(5) 0.01506(10) Uani 1 1 d .
F1 F 0.12989(8) 0.91989(9) 0.31464(10) 0.0232(2) Uani 1 1 d .
F2 F 0.28696(9) 0.84661(9) 0.21249(9) 0.0232(2) Uani 1 1 d .
F3 F 0.20156(10) 0.73913(9) 0.35965(10) 0.0245(2) Uani 1 1 d .
C4 C 0.14036(16) 1.05894(17) 0.72153(17) 0.0202(4) Uani 1 1 d .
H4A H 0.1775 1.0029 0.7763 0.030 Uiso 1 1 calc R
H4B H 0.0592 1.0731 0.7472 0.030 Uiso 1 1 calc R
H4C H 0.1842 1.1327 0.7229 0.030 Uiso 1 1 calc R
C5 C 0.32266(15) 0.91140(14) 0.42382(16) 0.0160(3) Uani 1 1 d .
C6 C 0.06095(15) 0.86252(14) 0.57664(19) 0.0197(3) Uani 1 1 d .
H6A H 0.0782 0.8200 0.5001 0.024 Uiso 1 1 calc R
C7 C 0.07101(15) 1.11152(15) 0.47696(17) 0.0191(4) Uani 1 1 d .
H7A H 0.0354 1.0707 0.4063 0.023 Uiso 1 1 calc R
C8 C 0.52858(16) 0.94487(16) 0.47706(18) 0.0228(4) Uani 1 1 d .
H8A H 0.6094 0.9342 0.4586 0.027 Uiso 1 1 calc R
C9 C 0.44313(15) 0.89790(16) 0.40292(16) 0.0197(4) Uani 1 1 d .
H9A H 0.4675 0.8544 0.3345 0.024 Uiso 1 1 calc R
C10 C 0.37766(16) 1.02169(16) 0.60346(16) 0.0204(4) Uani 1 1 d .
H10A H 0.3547 1.0644 0.6728 0.025 Uiso 1 1 calc R
C11 C 0.29183(15) 0.97393(15) 0.52794(17) 0.0160(3) Uani 1 1 d .
C12 C -0.02758(18) 1.17653(18) 0.54305(19) 0.0290(5) Uani 1 1 d .
H12A H -0.0630 1.2344 0.4890 0.044 Uiso 1 1 calc R
H12B H 0.0050 1.2164 0.6136 0.044 Uiso 1 1 calc R
H12C H -0.0877 1.1204 0.5688 0.044 Uiso 1 1 calc R
B13 B 0.23393(17) 0.85313(18) 0.32608(18) 0.0171(4) Uani 1 1 d .
C14 C 0.16276(17) 1.19777(17) 0.4298(2) 0.0269(4) Uani 1 1 d .
H14A H 0.1242 1.2563 0.3790 0.040 Uiso 1 1 calc R
H14B H 0.2218 1.1555 0.3826 0.040 Uiso 1 1 calc R
H14C H 0.2012 1.2368 0.4977 0.040 Uiso 1 1 calc R
C15 C 0.49604(15) 1.00715(16) 0.5777(2) 0.0239(4) Uani 1 1 d .
H15A H 0.5542 1.0398 0.6290 0.029 Uiso 1 1 calc R
C16 C 0.1094(2) 0.78829(18) 0.6802(2) 0.0304(5) Uani 1 1 d .
H16A H 0.0670 0.7137 0.6835 0.046 Uiso 1 1 calc R
H16B H 0.0989 0.8303 0.7562 0.046 Uiso 1 1 calc R
H16C H 0.1933 0.7734 0.6670 0.046 Uiso 1 1 calc R
C17 C -0.07226(16) 0.87734(18) 0.5849(2) 0.0289(4) Uani 1 1 d .
H17A H -0.1098 0.8002 0.5867 0.043 Uiso 1 1 calc R
H17B H -0.1005 0.9211 0.5149 0.043 Uiso 1 1 calc R
H17C H -0.0920 0.9202 0.6584 0.043 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C4 P1 C11 108.42(9)
C4 P1 C6 107.17(9)
C11 P1 C6 109.43(8)
C4 P1 C7 106.22(9)
C11 P1 C7 111.73(8)
C6 P1 C7 113.60(9)
C9 C5 C11 115.95(16)
C9 C5 B13 116.84(16)
C11 C5 B13 127.21(16)
C17 C6 C16 111.88(17)
C17 C6 P1 113.52(13)
C16 C6 P1 108.76(13)
C14 C7 C12 110.57(16)
C14 C7 P1 110.43(12)
C12 C7 P1 111.97(14)
C15 C8 C9 119.79(17)
C8 C9 C5 123.11(17)
C15 C10 C11 120.45(18)
C10 C11 C5 121.30(16)
C10 C11 P1 115.64(14)
C5 C11 P1 123.05(13)
F2 B13 F3 107.65(15)
F2 B13 F1 107.90(15)
F3 B13 F1 107.77(14)
F2 B13 C5 110.97(15)
F3 B13 C5 111.38(15)
F1 B13 C5 111.01(15)
C8 C15 C10 119.38(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 C4 1.791(2)
P1 C11 1.8139(19)
P1 C6 1.8219(17)
P1 C7 1.8305(19)
F1 B13 1.414(2)
F2 B13 1.403(2)
F3 B13 1.404(2)
C5 C9 1.398(3)
C5 C11 1.406(3)
C5 B13 1.626(3)
C6 C17 1.527(2)
C6 C16 1.533(3)
C7 C14 1.528(3)
C7 C12 1.533(3)
C8 C15 1.378(3)
C8 C9 1.383(3)
C10 C15 1.386(3)
C10 C11 1.399(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139184515
