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#$Date: 2021-09-06 12:02:11 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268504 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/88/7128800.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_7128800
loop_
_publ_author_name
'Li, Junbo'
'Wang, Xuepu'
'Pan, Yingtong'
'Sun, Yan'
'Wang, Guangming'
'Zhang, Kaka'
_publ_section_title
;
 Unexpected long room-temperature phosphorescence lifetimes of up to 1.0 s
 observed in iodinated molecular systems.
;
_journal_issue                   70
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8794
_journal_page_last               8797
_journal_paper_doi               10.1039/d1cc04094d
_journal_volume                  57
_journal_year                    2021
_chemical_formula_sum            'C10 H8 B F2 I O2'
_chemical_formula_weight         335.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2021-06-25 deposited with the CCDC.	2021-08-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.8010(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6012(3)
_cell_length_b                   14.2747(5)
_cell_length_c                   10.6115(4)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      54.959
_cell_measurement_theta_min      4.786
_cell_volume                     1150.83(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15738
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.392
_exptl_absorpt_coefficient_mu    2.789
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_refine_diff_density_max         1.001
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.0151(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2235
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0296
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0380P)²+1.2206P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.0798
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2104
_reflns_number_total             2235
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc04094d2.cif
_cod_data_source_block           mo_d8v20839_0m
_cod_depositor_comments
'Adding full bibliography for 7128799--7128800.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7128800
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.605
_shelx_estimated_absorpt_t_max   0.713
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.81751(3) 0.34426(2) 0.84771(2) 0.05798(16) Uani 1 1 d . . . . .
F1 F 0.5421(4) 0.80271(18) 0.3294(2) 0.0745(7) Uani 1 1 d . . . . .
F2 F 0.8303(4) 0.83709(15) 0.3103(3) 0.0767(8) Uani 1 1 d . . . . .
O1 O 0.6992(3) 0.73083(17) 0.1715(2) 0.0473(6) Uani 1 1 d . . . . .
O2 O 0.7517(3) 0.69521(15) 0.3954(2) 0.0474(6) Uani 1 1 d . . . . .
C1 C 0.7083(4) 0.4498(2) 0.4701(3) 0.0429(7) Uani 1 1 d . . . . .
H1 H 0.6629 0.4256 0.3945 0.052 Uiso 1 1 calc R U . . .
C2 C 0.7257(5) 0.3924(2) 0.5756(3) 0.0458(7) Uani 1 1 d . . . . .
H2 H 0.6904 0.3300 0.5712 0.055 Uiso 1 1 calc R U . . .
C3 C 0.7956(4) 0.4285(2) 0.6866(3) 0.0393(7) Uani 1 1 d . . . . .
C4 C 0.8489(5) 0.5209(2) 0.6950(3) 0.0446(7) Uani 1 1 d . . . . .
H4 H 0.8971 0.5442 0.7702 0.054 Uiso 1 1 calc R U . . .
C5 C 0.8302(4) 0.5782(2) 0.5907(3) 0.0405(7) Uani 1 1 d . . . . .
H5 H 0.8654 0.6405 0.5960 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7587(4) 0.5434(2) 0.4773(3) 0.0345(6) Uani 1 1 d . . . . .
C7 C 0.7339(4) 0.60633(19) 0.3694(3) 0.0349(6) Uani 1 1 d . . . . .
C8 C 0.6983(4) 0.5769(2) 0.2468(3) 0.0408(7) Uani 1 1 d . . . . .
H8 H 0.6805 0.5137 0.2295 0.049 Uiso 1 1 calc R U . . .
C9 C 0.6893(4) 0.6421(2) 0.1502(3) 0.0398(7) Uani 1 1 d . . . . .
C10 C 0.6753(5) 0.6151(3) 0.0155(3) 0.0544(9) Uani 1 1 d . . . . .
H10A H 0.5669 0.6385 -0.0211 0.082 Uiso 1 1 calc R U . . .
H10B H 0.6775 0.5480 0.0085 0.082 Uiso 1 1 calc R U . . .
H10C H 0.7725 0.6411 -0.0283 0.082 Uiso 1 1 calc R U . . .
B1 B 0.7055(6) 0.7695(3) 0.3024(4) 0.0479(9) 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
_geom_angle_publ_flag
C9 O1 B1 121.8(2) . . ?
C7 O2 B1 122.3(2) . . ?
C2 C1 C6 120.2(3) . . ?
C2 C1 H1 119.9 . . ?
C6 C1 H1 119.9 . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 121.1(3) . . ?
C2 C3 I1 120.2(2) . . ?
C4 C3 I1 118.7(2) . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 120.5(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 C7 121.2(3) . . ?
C5 C6 C7 119.6(3) . . ?
O2 C7 C8 120.6(3) . . ?
O2 C7 C6 114.9(2) . . ?
C8 C7 C6 124.4(3) . . ?
C9 C8 C7 119.7(3) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
O1 C9 C8 122.0(3) . . ?
O1 C9 C10 115.3(3) . . ?
C8 C9 C10 122.7(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
F2 B1 F1 112.3(3) . . ?
F2 B1 O2 108.5(3) . . ?
F1 B1 O2 107.8(3) . . ?
F2 B1 O1 108.9(3) . . ?
F1 B1 O1 108.6(3) . . ?
O2 B1 O1 110.7(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C3 2.092(3) . ?
F1 B1 1.368(5) . ?
F2 B1 1.353(5) . ?
O1 C9 1.289(4) . ?
O1 B1 1.494(4) . ?
O2 C7 1.304(4) . ?
O2 B1 1.484(4) . ?
C1 C2 1.390(5) . ?
C1 C6 1.391(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.377(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(4) . ?
C4 C5 1.380(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.463(4) . ?
C7 C8 1.385(4) . ?
C8 C9 1.384(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.482(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C10 H10A F2 0.96 2.52 3.424(4) 156.8 4_575
C8 H8 F2 0.93 2.56 3.483(4) 173.3 2_645
C4 H4 F1 0.93 2.52 3.225(4) 133.0 4_676
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.0(5) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C1 C2 C3 I1 178.6(2) . . . . ?
C2 C3 C4 C5 0.7(5) . . . . ?
I1 C3 C4 C5 -177.9(2) . . . . ?
C3 C4 C5 C6 -0.3(5) . . . . ?
C2 C1 C6 C5 1.4(5) . . . . ?
C2 C1 C6 C7 -177.0(3) . . . . ?
C4 C5 C6 C1 -0.7(5) . . . . ?
C4 C5 C6 C7 177.7(3) . . . . ?
B1 O2 C7 C8 10.7(4) . . . . ?
B1 O2 C7 C6 -170.7(3) . . . . ?
C1 C6 C7 O2 166.3(3) . . . . ?
C5 C6 C7 O2 -12.1(4) . . . . ?
C1 C6 C7 C8 -15.1(5) . . . . ?
C5 C6 C7 C8 166.4(3) . . . . ?
O2 C7 C8 C9 2.9(5) . . . . ?
C6 C7 C8 C9 -175.5(3) . . . . ?
B1 O1 C9 C8 -5.3(5) . . . . ?
B1 O1 C9 C10 177.1(3) . . . . ?
C7 C8 C9 O1 -5.6(5) . . . . ?
C7 C8 C9 C10 171.7(3) . . . . ?
C7 O2 B1 F2 -138.9(3) . . . . ?
C7 O2 B1 F1 99.2(3) . . . . ?
C7 O2 B1 O1 -19.5(5) . . . . ?
C9 O1 B1 F2 135.9(3) . . . . ?
C9 O1 B1 F1 -101.5(3) . . . . ?
C9 O1 B1 O2 16.7(5) . . . . ?
