#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:04:39 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/62/7056269.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_7056269
loop_
_publ_author_name
'Zhang, Hui'
'Wu, Yanping'
'Fan, Minhui'
'Xiao, Xu-Qiong'
'Mack, John'
'Kubheka, Gugu'
'Nyokong, Tebello'
'Lu, Hua'
_publ_section_title
;
 Aza boron-pyridyl-isoindoline analogues: synthesis and photophysical
 properties
;
_journal_issue                   13
_journal_name_full               'New J. Chem.'
_journal_page_first              5802
_journal_page_last               5807
_journal_paper_doi               10.1039/C7NJ00707H
_journal_volume                  41
_journal_year                    2017
_chemical_formula_sum            'C17 H10 B F2 N3 O'
_chemical_formula_weight         321.09
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-09-10 deposited with the CCDC.
2017-05-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.945(11)
_cell_length_b                   4.954(3)
_cell_length_c                   15.200(9)
_cell_measurement_reflns_used    443
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.15
_cell_volume                     1426.6(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0539
_diffrn_reflns_av_sigmaI/netI    0.1217
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4653
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2733
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.1627
_refine_ls_R_factor_gt           0.0602
_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+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1140
_refine_ls_wR_factor_ref         0.1568
_reflns_number_gt                1263
_reflns_number_total             2733
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7nj00707h2.cif
_cod_data_source_block           mo60408a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        1426.5(14)
_cod_original_sg_symbol_H-M      Pca2(1)
_cod_database_code               7056269
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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
B1 B 0.4570(3) -0.2285(13) 0.4361(4) 0.0381(14) Uani 1 1 d .
F1 F 0.51715(15) -0.1111(6) 0.4689(2) 0.0619(10) Uani 1 1 d .
F2 F 0.45261(17) -0.4917(6) 0.4649(2) 0.0596(8) Uani 1 1 d .
N1 N 0.4636(2) -0.2327(9) 0.3312(3) 0.0411(11) Uani 1 1 d .
N2 N 0.3911(2) -0.0684(7) 0.4539(3) 0.0373(10) Uani 1 1 d .
N3 N 0.3750(2) 0.1026(8) 0.3088(2) 0.0408(11) Uani 1 1 d .
O1 O 0.3772(2) -0.1298(9) 0.6041(2) 0.0714(13) Uani 1 1 d .
C1 C 0.3600(3) -0.0246(13) 0.5356(3) 0.0488(16) Uani 1 1 d .
C2 C 0.3024(3) 0.1730(12) 0.5201(4) 0.0483(15) Uani 1 1 d .
C3 C 0.3034(3) 0.2527(10) 0.4343(3) 0.0348(11) Uani 1 1 d .
C4 C 0.3588(3) 0.0967(10) 0.3914(3) 0.0370(13) Uani 1 1 d .
C5 C 0.4264(3) -0.0737(12) 0.2767(3) 0.0438(15) Uani 1 1 d .
C6 C 0.4377(4) -0.0811(13) 0.1874(4) 0.0590(18) Uani 1 1 d .
H6 H 0.4122 0.0336 0.1508 0.071 Uiso 1 1 calc R
C7 C 0.4852(4) -0.2516(15) 0.1520(4) 0.071(2) Uani 1 1 d .
H7 H 0.4927 -0.2563 0.0916 0.085 Uiso 1 1 calc R
C8 C 0.5225(4) -0.4199(13) 0.2079(5) 0.073(2) Uani 1 1 d .
H8 H 0.5550 -0.5420 0.1852 0.087 Uiso 1 1 calc R
C9 C 0.5113(3) -0.4059(13) 0.2962(4) 0.0594(17) Uani 1 1 d .
H9 H 0.5370 -0.5178 0.3334 0.071 Uiso 1 1 calc R
C10 C 0.2538(3) 0.2803(12) 0.5815(4) 0.0656(17) Uani 1 1 d .
H10 H 0.2542 0.2231 0.6398 0.079 Uiso 1 1 calc R
C11 C 0.2064(3) 0.4690(14) 0.5537(3) 0.0610(17) Uani 1 1 d .
H11 H 0.1735 0.5403 0.5927 0.073 Uiso 1 1 calc R
C12 C 0.2075(3) 0.5558(10) 0.4649(4) 0.0506(14) Uani 1 1 d .
C13 C 0.1581(3) 0.7569(13) 0.4348(5) 0.0641(18) Uani 1 1 d .
H13 H 0.1249 0.8290 0.4732 0.077 Uiso 1 1 calc R
C14 C 0.1607(4) 0.8412(13) 0.3484(5) 0.068(2) Uani 1 1 d .
H14 H 0.1296 0.9738 0.3293 0.081 Uiso 1 1 calc R
C15 C 0.2083(3) 0.7336(13) 0.2902(4) 0.0627(17) Uani 1 1 d .
H15 H 0.2082 0.7935 0.2322 0.075 Uiso 1 1 calc R
C16 C 0.2557(3) 0.5410(11) 0.3150(3) 0.0470(14) Uani 1 1 d .
H16 H 0.2873 0.4714 0.2741 0.056 Uiso 1 1 calc R
C17 C 0.2569(3) 0.4480(10) 0.4019(3) 0.0416(14) Uani 1 1 d .
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
F1 B1 F2 109.6(5)
F1 B1 N2 113.6(5)
F2 B1 N2 113.0(4)
F1 B1 N1 107.7(4)
F2 B1 N1 108.0(4)
N2 B1 N1 104.5(4)
C5 N1 C9 118.6(5)
C5 N1 B1 124.6(5)
C9 N1 B1 116.9(5)
C1 N2 C4 109.3(4)
C1 N2 B1 126.5(4)
C4 N2 B1 123.4(4)
C4 N3 C5 119.4(5)
O1 C1 N2 126.0(5)
O1 C1 C2 128.2(5)
N2 C1 C2 105.8(5)
C3 C2 C10 122.1(6)
C3 C2 C1 109.5(5)
C10 C2 C1 128.4(5)
C2 C3 C17 122.0(5)
C2 C3 C4 106.5(5)
C17 C3 C4 131.5(5)
N3 C4 N2 124.7(5)
N3 C4 C3 126.5(5)
N2 C4 C3 108.8(4)
N1 C5 C6 120.8(6)
N1 C5 N3 121.1(4)
C6 C5 N3 118.0(6)
C7 C6 C5 121.0(7)
C6 C7 C8 118.3(6)
C9 C8 C7 119.7(7)
N1 C9 C8 121.6(6)
C11 C10 C2 118.7(6)
C10 C11 C12 119.6(5)
C11 C12 C13 120.2(6)
C11 C12 C17 122.0(5)
C13 C12 C17 117.8(6)
C14 C13 C12 119.3(6)
C15 C14 C13 121.4(6)
C16 C15 C14 121.7(6)
C15 C16 C17 120.2(6)
C3 C17 C16 124.8(5)
C3 C17 C12 115.5(4)
C16 C17 C12 119.7(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 F1 1.373(6)
B1 F2 1.378(7)
B1 N2 1.505(7)
B1 N1 1.599(7)
N1 C5 1.342(7)
N1 C9 1.355(7)
N2 C1 1.391(6)
N2 C4 1.395(6)
N3 C4 1.294(6)
N3 C5 1.396(7)
O1 C1 1.210(6)
C1 C2 1.484(8)
C2 C3 1.362(7)
C2 C10 1.416(8)
C3 C17 1.399(7)
C3 C4 1.457(7)
C5 C6 1.375(7)
C6 C7 1.345(9)
C7 C8 1.385(9)
C8 C9 1.359(8)
C10 C11 1.364(8)
C11 C12 1.416(8)
C12 C13 1.441(8)
C12 C17 1.441(7)
C13 C14 1.378(9)
C14 C15 1.371(9)
C15 C16 1.363(8)
C16 C17 1.399(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139177892
