#------------------------------------------------------------------------------
#$Date: 2021-05-05 10:54:42 +0200 (Wed 05 de May de 2021) $
#$Revision: 264920 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/04/7060457.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_7060457
loop_
_publ_author_name
'Hasegawa, Ryohei'
'Iwakiri, Shinji'
'Kubo, Yuji'
_publ_section_title
;
 Synthesis and triplet sensitization of bis(arylselanyl)BOPHYs; potential
 application in triplet--triplet annihilation upconversion
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6091
_journal_page_last               6099
_journal_paper_doi               10.1039/D1NJ00721A
_journal_volume                  45
_journal_year                    2021
_chemical_formula_sum            'C26 H24 B2 F4 N4 Se2'
_chemical_formula_weight         648.03
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_secondary   isomor
_audit_update_record
;
2021-01-20 deposited with the CCDC.	2021-03-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 120.3860(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.0876(11)
_cell_length_b                   5.2205(2)
_cell_length_c                   22.5474(9)
_cell_measurement_reflns_used    8291
_cell_measurement_temperature    120.(2)
_cell_measurement_theta_max      66.5470
_cell_measurement_theta_min      3.5296
_cell_volume                     2547.39(18)
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9290
_diffrn_reflns_theta_full        66.54
_diffrn_reflns_theta_max         66.54
_diffrn_reflns_theta_min         4.08
_exptl_absorpt_coefficient_mu    4.101
_exptl_absorpt_correction_T_max  0.49
_exptl_absorpt_correction_T_min  0.32
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.320
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.171
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0254
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+5.9672P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0603
_refine_ls_wR_factor_ref         0.0604
_reflns_number_gt                2143
_reflns_number_total             2160
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj00721a2.cif
_cod_data_source_block           20201204
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7060457.cif.
;
_cod_database_code               7060457
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se Se1 0.34540(2) 0.74246(4) 0.58820(2) 0.01890(11) Uani d . . . 1 . .
B B1 0.40524(10) 0.0629(4) 0.44528(11) 0.0146(4) Uani d . . . 1 . .
F F1 0.39062(5) 0.2018(2) 0.38667(6) 0.0206(3) Uani d . . . 1 . .
N N1 0.40942(8) 0.2356(3) 0.50176(9) 0.0145(4) Uani d . . . 1 . .
C C1 0.33952(11) 0.2730(5) 0.76270(12) 0.0268(5) Uani d . . . 1 . .
H H00J 0.33774 0.180493 0.797938 0.032 Uiso calc U . R 1 . .
N N2 0.52701(7) 0.0565(3) 0.52628(8) 0.0139(3) Uani d . . . 1 . .
F F2 0.36495(5) -0.1381(2) 0.42973(6) 0.0202(3) Uani d . . . 1 . .
C C2 0.30393(10) 0.4892(5) 0.73483(11) 0.0265(5) Uani d . . . 1 . .
H H00K 0.277871 0.546656 0.751339 0.032 Uiso calc U . R 1 . .
C C3 0.30583(10) 0.6233(4) 0.68300(11) 0.0223(5) Uani d . . . 1 . .
H H3 0.280612 0.770473 0.663534 0.027 Uiso calc U . R 1 . .
C C4 0.34475(9) 0.5423(4) 0.65935(10) 0.0161(4) Uani d . . . 1 . .
C C5 0.38120(9) 0.3257(4) 0.68767(11) 0.0192(4) Uani d . . . 1 . .
H H5 0.408063 0.270258 0.672033 0.023 Uiso calc U . R 1 . .
C C6 0.37813(10) 0.1912(5) 0.73875(11) 0.0250(5) Uani d . . . 1 . .
H H00L 0.402589 0.041754 0.757675 0.03 Uiso calc U . R 1 . .
C C10 0.45409(9) 0.5151(4) 0.59194(10) 0.0154(4) Uani d . . . 1 . .
C C11 0.50080(10) 0.6657(4) 0.65260(11) 0.0211(4) Uani d . . . 1 . .
H H00B 0.540999 0.655122 0.65537 0.032 Uiso calc U . R 1 . .
H H11 0.504258 0.595356 0.694713 0.032 Uiso calc U . R 1 . .
H H00F 0.487723 0.845155 0.647451 0.032 Uiso calc U . R 1 . .
C C12 0.46563(9) 0.3337(4) 0.55358(10) 0.0142(4) Uani d . . . 1 . .
C C13 0.52105(9) 0.2416(4) 0.56227(10) 0.0148(4) Uani d . . . 1 . .
H H13 0.557943 0.318851 0.597241 0.018 Uiso calc U . R 1 . .
C C8 0.36337(9) 0.3525(4) 0.50584(10) 0.0157(4) Uani d . . . 1 . .
C C7 0.29711(10) 0.3022(5) 0.45556(11) 0.0214(4) Uani d . . . 1 . .
H H00G 0.289521 0.324601 0.408756 0.032 Uiso calc U . R 1 . .
H H00H 0.271372 0.422423 0.463513 0.032 Uiso calc U . R 1 . .
H H00I 0.28678 0.126325 0.461281 0.032 Uiso calc U . R 1 . .
C C9 0.39000(9) 0.5233(4) 0.56207(10) 0.0160(4) Uani d . . . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C9 Se1 C4 . . 100.80(8) ?
F2 B1 F1 . . 110.55(16) ?
F2 B1 N1 . . 113.39(16) ?
F1 B1 N1 . . 111.23(17) ?
F2 B1 N2 . 5_656 107.36(16) ?
F1 B1 N2 . 5_656 107.45(15) ?
N1 B1 N2 . 5_656 106.54(15) ?
C8 N1 C12 . . 108.29(17) ?
C8 N1 B1 . . 128.78(17) ?
C12 N1 B1 . . 122.09(16) ?
C2 C1 C6 . . 119.4(2) ?
C2 C1 H00J . . 120.3 ?
C6 C1 H00J . . 120.3 ?
C13 N2 N2 . 5_656 117.83(19) ?
C13 N2 B1 . 5_656 117.69(16) ?
N2 N2 B1 5_656 5_656 123.31(19) ?
C1 C2 C3 . . 120.6(2) ?
C1 C2 H00K . . 119.7 ?
C3 C2 H00K . . 119.7 ?
C2 C3 C4 . . 120.0(2) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
C5 C4 C3 . . 119.76(19) ?
C5 C4 Se1 . . 122.98(15) ?
C3 C4 Se1 . . 117.26(16) ?
C6 C5 C4 . . 119.6(2) ?
C6 C5 H5 . . 120.2 ?
C4 C5 H5 . . 120.2 ?
C5 C6 C1 . . 120.6(2) ?
C5 C6 H00L . . 119.7 ?
C1 C6 H00L . . 119.7 ?
C9 C10 C12 . . 105.61(17) ?
C9 C10 C11 . . 127.12(18) ?
C12 C10 C11 . . 127.26(18) ?
C10 C11 H00B . . 109.5 ?
C10 C11 H11 . . 109.5 ?
H00B C11 H11 . . 109.5 ?
C10 C11 H00F . . 109.5 ?
H00B C11 H00F . . 109.5 ?
H11 C11 H00F . . 109.5 ?
C13 C12 N1 . . 120.43(18) ?
C13 C12 C10 . . 130.45(19) ?
N1 C12 C10 . . 109.05(17) ?
N2 C13 C12 . . 125.76(19) ?
N2 C13 H13 . . 117.1 ?
C12 C13 H13 . . 117.1 ?
N1 C8 C9 . . 108.32(17) ?
N1 C8 C7 . . 122.22(18) ?
C9 C8 C7 . . 129.43(18) ?
C8 C7 H00G . . 109.5 ?
C8 C7 H00H . . 109.5 ?
H00G C7 H00H . . 109.5 ?
C8 C7 H00I . . 109.5 ?
H00G C7 H00I . . 109.5 ?
H00H C7 H00I . . 109.5 ?
C10 C9 C8 . . 108.70(17) ?
C10 C9 Se1 . . 125.98(15) ?
C8 C9 Se1 . . 125.20(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Se1 C9 . 1.8906(19) ?
Se1 C4 . 1.922(2) ?
B1 F2 . 1.374(3) ?
B1 F1 . 1.384(3) ?
B1 N1 . 1.520(3) ?
B1 N2 5_656 1.608(3) ?
N1 C8 . 1.350(3) ?
N1 C12 . 1.396(3) ?
C1 C2 . 1.378(4) ?
C1 C6 . 1.393(4) ?
C1 H00J . 0.95 ?
N2 C13 . 1.318(3) ?
N2 N2 5_656 1.401(3) ?
C2 C3 . 1.384(3) ?
C2 H00K . 0.95 ?
C3 C4 . 1.394(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.390(3) ?
C5 C6 . 1.384(3) ?
C5 H5 . 0.95 ?
C6 H00L . 0.95 ?
C10 C9 . 1.395(3) ?
C10 C12 . 1.408(3) ?
C10 C11 . 1.497(3) ?
C11 H00B . 0.98 ?
C11 H11 . 0.98 ?
C11 H00F . 0.98 ?
C12 C13 . 1.388(3) ?
C13 H13 . 0.95 ?
C8 C9 . 1.411(3) ?
C8 C7 . 1.487(3) ?
C7 H00G . 0.98 ?
C7 H00H . 0.98 ?
C7 H00I . 0.98 ?
