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#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/48/7234827.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_7234827
loop_
_publ_author_name
'Madoka Yamaguchi'
'Shunichiro Ito'
'Amane Hirose'
'Kazuo Tanaka'
'Yoshiki Chujo'
_publ_section_title
;
 Modulation of sensitivity to mechanical stimulus in mechanofluorochromic
 properties by altering substituent positions in solid-state emissive
 diiodo boron diiminates
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5314
_journal_page_last               5319
_journal_paper_doi               10.1039/C6TC01111J
_journal_volume                  4
_journal_year                    2016
_chemical_formula_sum            'C27 H19 B F2 I2 N2'
_chemical_formula_weight         674.05
_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
_cell_angle_alpha                90
_cell_angle_beta                 106.396(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8811(6)
_cell_length_b                   21.9613(11)
_cell_length_c                   11.8955(7)
_cell_measurement_reflns_used    19914
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      55.06
_cell_measurement_theta_min      6.03
_cell_volume                     2476.4(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  goniometer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23042
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.013
_exptl_absorpt_coefficient_mu    2.573
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_description       equiaxed
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.321
_refine_diff_density_min         -0.984
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5674
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.923
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1108
_refine_ls_wR_factor_ref         0.1159
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5118
_reflns_number_total             5674
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-5314.cif
_cod_data_source_block           ydkr
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7234827
_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   0.783
_shelx_estimated_absorpt_t_max   0.783
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
I001 I 0.01175(2) 0.38500(2) 0.47190(2) 0.02403(10) Uani 1 1 d . . . . .
I002 I 0.59301(3) 0.93246(2) 0.46133(2) 0.02849(10) Uani 1 1 d . . . . .
F003 F 0.3940(2) 0.63673(9) 0.41969(18) 0.0284(4) Uani 1 1 d . . . . .
F004 F 0.2682(2) 0.64863(9) 0.2293(2) 0.0321(5) Uani 1 1 d . . . . .
N005 N 0.5184(3) 0.66158(12) 0.2792(2) 0.0197(5) Uani 1 1 d . . . . .
N006 N 0.4102(3) 0.55743(12) 0.2847(2) 0.0195(5) Uani 1 1 d . . . . .
C007 C 0.1458(3) 0.44213(14) 0.4121(3) 0.0213(6) Uani 1 1 d . . . . .
C008 C 0.5696(4) 0.84192(13) 0.4027(3) 0.0206(6) Uani 1 1 d . . . . .
C009 C 0.0906(3) 0.49143(15) 0.3443(3) 0.0221(6) Uani 1 1 d . . . . .
H1 H -0.0076 0.4997 0.3258 0.026 Uiso 1 1 calc R U . . .
C00A C 0.4441(4) 0.82503(15) 0.3221(3) 0.0231(7) Uani 1 1 d . . . . .
H2 H 0.3703 0.8538 0.2949 0.028 Uiso 1 1 calc R U . . .
C00B C 0.1782(3) 0.52954(15) 0.3023(3) 0.0228(7) Uani 1 1 d . . . . .
H3 H 0.1397 0.5638 0.2554 0.027 Uiso 1 1 calc R U . . .
C00C C 0.6617(3) 0.74116(14) 0.4022(3) 0.0206(6) Uani 1 1 d . . . . .
H4 H 0.7353 0.7124 0.4299 0.025 Uiso 1 1 calc R U . . .
C00D C 0.5008(3) 0.53549(15) 0.2297(3) 0.0201(6) Uani 1 1 d . . . . .
C00E C 0.3217(3) 0.51742(14) 0.3291(3) 0.0195(6) Uani 1 1 d . . . . .
C00F C 0.8435(4) 0.65367(16) 0.1972(3) 0.0226(7) Uani 1 1 d . . . . .
H5 H 0.8749 0.6176 0.2409 0.027 Uiso 1 1 calc R U . . .
C00G C 0.5370(3) 0.72354(14) 0.3201(3) 0.0192(6) Uani 1 1 d . . . . .
C00H C 0.6044(3) 0.63658(15) 0.2227(3) 0.0194(6) Uani 1 1 d . . . . .
C00I C 0.6285(4) 0.43764(14) 0.2398(3) 0.0224(7) Uani 1 1 d . . . . .
H6 H 0.7123 0.4581 0.2816 0.027 Uiso 1 1 calc R U . . .
C00J C 0.6602(3) 0.72681(14) 0.1140(3) 0.0219(6) Uani 1 1 d . . . . .
H7 H 0.5665 0.7413 0.1016 0.026 Uiso 1 1 calc R U . . .
C00K C 0.5023(3) 0.46999(14) 0.2008(3) 0.0195(6) Uani 1 1 d . . . . .
C00L C 0.4283(3) 0.76544(15) 0.2819(3) 0.0210(6) Uani 1 1 d . . . . .
H8 H 0.3422 0.7531 0.2276 0.025 Uiso 1 1 calc R U . . .
C00M C 0.6790(4) 0.80056(15) 0.4439(3) 0.0242(7) Uani 1 1 d . . . . .
H9 H 0.7641 0.8127 0.4995 0.029 Uiso 1 1 calc R U . . .
C00N C 0.2899(3) 0.42905(14) 0.4404(3) 0.0213(6) Uani 1 1 d . . . . .
H10 H 0.3277 0.3946 0.4872 0.026 Uiso 1 1 calc R U . . .
C00O C 0.7050(3) 0.67368(14) 0.1800(3) 0.0198(6) Uani 1 1 d . . . . .
C00P C 0.3771(3) 0.46736(15) 0.3988(3) 0.0198(6) Uani 1 1 d . . . . .
H11 H 0.4754 0.4593 0.4182 0.024 Uiso 1 1 calc R U . . .
C00Q C 0.7537(4) 0.75806(15) 0.0668(3) 0.0239(7) Uani 1 1 d . . . . .
H12 H 0.7225 0.7933 0.0206 0.029 Uiso 1 1 calc R U . . .
C00R C 0.6321(4) 0.37595(15) 0.2178(3) 0.0257(7) Uani 1 1 d . . . . .
H13 H 0.7178 0.3540 0.2459 0.031 Uiso 1 1 calc R U . . .
C00S C 0.8905(4) 0.73876(15) 0.0861(3) 0.0229(7) Uani 1 1 d . . . . .
H14 H 0.9541 0.7612 0.0553 0.027 Uiso 1 1 calc R U . . .
C00T C 0.3813(4) 0.44021(14) 0.1361(3) 0.0217(6) Uani 1 1 d . . . . .
H15 H 0.2957 0.4622 0.1079 0.026 Uiso 1 1 calc R U . . .
C00U C 0.9353(4) 0.68624(16) 0.1508(3) 0.0258(7) Uani 1 1 d . . . . .
H16 H 1.0296 0.6725 0.1633 0.031 Uiso 1 1 calc R U . . .
C00V C 0.5947(4) 0.57457(14) 0.1970(3) 0.0206(6) Uani 1 1 d . . . . .
H17 H 0.6550 0.5580 0.1551 0.025 Uiso 1 1 calc R U . . .
C00W C 0.3851(4) 0.37817(15) 0.1124(3) 0.0245(7) Uani 1 1 d . . . . .
H18 H 0.3024 0.3580 0.0677 0.029 Uiso 1 1 calc R U . . .
C00X C 0.5099(4) 0.34594(15) 0.1542(3) 0.0247(7) Uani 1 1 d . . . . .
H19 H 0.5122 0.3035 0.1397 0.030 Uiso 1 1 calc R U . . .
B00Y B 0.3936(4) 0.62695(17) 0.3043(4) 0.0212(7) 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'
N N 0.0061 0.0033 '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'
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
C00H N005 C00G 121.2(3) . .
C00H N005 B00Y 123.2(3) . .
C00G N005 B00Y 115.6(2) . .
C00D N006 C00E 121.2(3) . .
C00D N006 B00Y 122.6(3) . .
C00E N006 B00Y 116.2(3) . .
C009 C007 C00N 121.0(3) . .
C009 C007 I001 119.4(2) . .
C00N C007 I001 119.7(2) . .
C00A C008 C00M 121.5(3) . .
C00A C008 I002 118.5(2) . .
C00M C008 I002 120.0(2) . .
C007 C009 C00B 120.1(3) . .
C007 C009 H1 119.9 . .
C00B C009 H1 119.9 . .
C008 C00A C00L 118.9(3) . .
C008 C00A H2 120.6 . .
C00L C00A H2 120.6 . .
C00E C00B C009 120.0(3) . .
C00E C00B H3 120.0 . .
C009 C00B H3 120.0 . .
C00M C00C C00G 120.4(3) . .
C00M C00C H4 119.8 . .
C00G C00C H4 119.8 . .
N006 C00D C00V 120.2(3) . .
N006 C00D C00K 121.0(3) . .
C00V C00D C00K 118.7(3) . .
C00B C00E C00P 119.5(3) . .
C00B C00E N006 119.0(3) . .
C00P C00E N006 121.5(3) . .
C00U C00F C00O 120.2(3) . .
C00U C00F H5 119.9 . .
C00O C00F H5 119.9 . .
C00L C00G C00C 119.6(3) . .
C00L C00G N005 120.1(3) . .
C00C C00G N005 120.2(3) . .
N005 C00H C00V 119.7(3) . .
N005 C00H C00O 121.9(3) . .
C00V C00H C00O 118.3(3) . .
C00R C00I C00K 120.3(3) . .
C00R C00I H6 119.9 . .
C00K C00I H6 119.9 . .
C00Q C00J C00O 119.6(3) . .
C00Q C00J H7 120.2 . .
C00O C00J H7 120.2 . .
C00T C00K C00I 119.5(3) . .
C00T C00K C00D 121.5(3) . .
C00I C00K C00D 119.0(3) . .
C00A C00L C00G 120.7(3) . .
C00A C00L H8 119.7 . .
C00G C00L H8 119.7 . .
C00C C00M C008 118.9(3) . .
C00C C00M H9 120.6 . .
C008 C00M H9 120.6 . .
C00P C00N C007 118.7(3) . .
C00P C00N H10 120.6 . .
C007 C00N H10 120.6 . .
C00F C00O C00J 119.0(3) . .
C00F C00O C00H 120.1(3) . .
C00J C00O C00H 120.8(3) . .
C00N C00P C00E 120.7(3) . .
C00N C00P H11 119.6 . .
C00E C00P H11 119.6 . .
C00S C00Q C00J 121.1(3) . .
C00S C00Q H12 119.5 . .
C00J C00Q H12 119.5 . .
C00I C00R C00X 120.1(3) . .
C00I C00R H13 120.0 . .
C00X C00R H13 120.0 . .
C00Q C00S C00U 119.6(3) . .
C00Q C00S H14 120.2 . .
C00U C00S H14 120.2 . .
C00K C00T C00W 120.3(3) . .
C00K C00T H15 119.9 . .
C00W C00T H15 119.9 . .
C00F C00U C00S 120.5(3) . .
C00F C00U H16 119.8 . .
C00S C00U H16 119.8 . .
C00H C00V C00D 123.3(3) . .
C00H C00V H17 118.4 . .
C00D C00V H17 118.4 . .
C00X C00W C00T 119.9(3) . .
C00X C00W H18 120.1 . .
C00T C00W H18 120.1 . .
C00W C00X C00R 119.9(3) . .
C00W C00X H19 120.0 . .
C00R C00X H19 120.0 . .
F003 B00Y F004 109.6(3) . .
F003 B00Y N005 109.5(3) . .
F004 B00Y N005 108.8(3) . .
F003 B00Y N006 109.1(3) . .
F004 B00Y N006 110.6(3) . .
N005 B00Y N006 109.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I001 C007 2.090(3) .
I002 C008 2.098(3) .
F003 B00Y 1.389(4) .
F004 B00Y 1.391(4) .
N005 C00H 1.341(4) .
N005 C00G 1.439(4) .
N005 B00Y 1.547(5) .
N006 C00D 1.338(4) .
N006 C00E 1.441(4) .
N006 B00Y 1.560(4) .
C007 C009 1.368(5) .
C007 C00N 1.397(5) .
C008 C00A 1.387(5) .
C008 C00M 1.390(5) .
C009 C00B 1.394(5) .
C009 H1 0.9500 .
C00A C00L 1.387(5) .
C00A H2 0.9500 .
C00B C00E 1.388(5) .
C00B H3 0.9500 .
C00C C00M 1.388(4) .
C00C C00G 1.394(4) .
C00C H4 0.9500 .
C00D C00V 1.398(5) .
C00D C00K 1.480(4) .
C00E C00P 1.393(5) .
C00F C00U 1.387(5) .
C00F C00O 1.396(5) .
C00F H5 0.9500 .
C00G C00L 1.390(5) .
C00H C00V 1.393(4) .
C00H C00O 1.482(4) .
C00I C00R 1.382(4) .
C00I C00K 1.395(5) .
C00I H6 0.9500 .
C00J C00Q 1.390(5) .
C00J C00O 1.407(5) .
C00J H7 0.9500 .
C00K C00T 1.389(5) .
C00L H8 0.9500 .
C00M H9 0.9500 .
C00N C00P 1.391(5) .
C00N H10 0.9500 .
C00P H11 0.9500 .
C00Q C00S 1.373(5) .
C00Q H12 0.9500 .
C00R C00X 1.396(5) .
C00R H13 0.9500 .
C00S C00U 1.388(5) .
C00S H14 0.9500 .
C00T C00W 1.394(4) .
C00T H15 0.9500 .
C00U H16 0.9500 .
C00V H17 0.9500 .
C00W C00X 1.386(5) .
C00W H18 0.9500 .
C00X H19 0.9500 .
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
C00N C007 C009 C00B 0.0(5) . . . .
I001 C007 C009 C00B -179.1(2) . . . .
C00M C008 C00A C00L -0.1(5) . . . .
I002 C008 C00A C00L 179.3(2) . . . .
C007 C009 C00B C00E 0.1(5) . . . .
C00E N006 C00D C00V -174.1(3) . . . .
B00Y N006 C00D C00V 6.1(5) . . . .
C00E N006 C00D C00K 6.8(5) . . . .
B00Y N006 C00D C00K -173.0(3) . . . .
C009 C00B C00E C00P -0.6(5) . . . .
C009 C00B C00E N006 180.0(3) . . . .
C00D N006 C00E C00B -130.5(3) . . . .
B00Y N006 C00E C00B 49.3(4) . . . .
C00D N006 C00E C00P 50.1(4) . . . .
B00Y N006 C00E C00P -130.1(3) . . . .
C00M C00C C00G C00L -1.5(5) . . . .
C00M C00C C00G N005 -178.6(3) . . . .
C00H N005 C00G C00L 121.6(3) . . . .
B00Y N005 C00G C00L -58.0(4) . . . .
C00H N005 C00G C00C -61.3(4) . . . .
B00Y N005 C00G C00C 119.1(3) . . . .
C00G N005 C00H C00V 172.2(3) . . . .
B00Y N005 C00H C00V -8.2(5) . . . .
C00G N005 C00H C00O -11.5(5) . . . .
B00Y N005 C00H C00O 168.1(3) . . . .
C00R C00I C00K C00T -2.3(5) . . . .
C00R C00I C00K C00D 177.7(3) . . . .
N006 C00D C00K C00T 55.1(4) . . . .
C00V C00D C00K C00T -124.1(4) . . . .
N006 C00D C00K C00I -124.9(3) . . . .
C00V C00D C00K C00I 55.9(4) . . . .
C008 C00A C00L C00G -1.0(5) . . . .
C00C C00G C00L C00A 1.8(5) . . . .
N005 C00G C00L C00A 179.0(3) . . . .
C00G C00C C00M C008 0.4(5) . . . .
C00A C008 C00M C00C 0.4(5) . . . .
I002 C008 C00M C00C -179.0(2) . . . .
C009 C007 C00N C00P 0.3(5) . . . .
I001 C007 C00N C00P 179.4(2) . . . .
C00U C00F C00O C00J 0.7(5) . . . .
C00U C00F C00O C00H 175.8(3) . . . .
C00Q C00J C00O C00F 0.3(5) . . . .
C00Q C00J C00O C00H -174.8(3) . . . .
N005 C00H C00O C00F 135.5(3) . . . .
C00V C00H C00O C00F -48.1(4) . . . .
N005 C00H C00O C00J -49.5(4) . . . .
C00V C00H C00O C00J 126.9(3) . . . .
C007 C00N C00P C00E -0.8(5) . . . .
C00B C00E C00P C00N 0.9(5) . . . .
N006 C00E C00P C00N -179.7(3) . . . .
C00O C00J C00Q C00S -1.6(5) . . . .
C00K C00I C00R C00X 1.4(5) . . . .
C00J C00Q C00S C00U 1.8(5) . . . .
C00I C00K C00T C00W 1.4(5) . . . .
C00D C00K C00T C00W -178.6(3) . . . .
C00O C00F C00U C00S -0.5(5) . . . .
C00Q C00S C00U C00F -0.8(5) . . . .
N005 C00H C00V C00D -1.6(5) . . . .
C00O C00H C00V C00D -178.1(3) . . . .
N006 C00D C00V C00H 2.7(5) . . . .
C00K C00D C00V C00H -178.2(3) . . . .
C00K C00T C00W C00X 0.4(5) . . . .
C00T C00W C00X C00R -1.4(5) . . . .
C00I C00R C00X C00W 0.5(5) . . . .
C00H N005 B00Y F003 134.3(3) . . . .
C00G N005 B00Y F003 -46.1(4) . . . .
C00H N005 B00Y F004 -106.0(3) . . . .
C00G N005 B00Y F004 73.6(3) . . . .
C00H N005 B00Y N006 14.8(4) . . . .
C00G N005 B00Y N006 -165.6(3) . . . .
C00D N006 B00Y F003 -133.4(3) . . . .
C00E N006 B00Y F003 46.8(4) . . . .
C00D N006 B00Y F004 106.1(3) . . . .
C00E N006 B00Y F004 -73.8(4) . . . .
C00D N006 B00Y N005 -13.6(4) . . . .
C00E N006 B00Y N005 166.5(3) . . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339091
