#------------------------------------------------------------------------------
#$Date: 2025-04-05 05:32:29 +0300 (Sat, 05 Apr 2025) $
#$Revision: 298831 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/40/1574027.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_1574027
loop_
_publ_author_name
'Parui, Retwik'
'Roy, Hirakjyoti'
'Meher, Niranjan'
'Ghosh, Siddhartha Sankar'
'Iyer, Parameswar Krishnan'
_publ_section_title
;
 Mechanistic investigation on cellular internalization triggering
 structure-induced conformational modulation of boron-nitrogen luminogens.
;
_journal_issue                   14
_journal_name_full               'Chemical science'
_journal_page_first              6023
_journal_page_last               6034
_journal_paper_doi               10.1039/d4sc08296f
_journal_volume                  16
_journal_year                    2025
_chemical_formula_sum            'C16 H12 B Br N2'
_chemical_formula_weight         323.00
_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-2018/3
_audit_update_record
;
2024-02-28 deposited with the CCDC.	2025-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.356(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.963(9)
_cell_length_b                   6.412(4)
_cell_length_c                   16.767(11)
_cell_measurement_reflns_used    9322
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      25.71
_cell_measurement_theta_min      2.43
_cell_volume                     1392.5(16)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_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  0.0444
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34504
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.316
_diffrn_reflns_theta_min         1.947
_exptl_absorpt_coefficient_mu    2.941
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.866
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2791
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0428
_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)+(0.1000P)²+0.1745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1379
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2359
_reflns_number_total             2791
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc08296f2.cif
_cod_data_source_block           TEST_0m_a_CCDC1
_cod_depositor_comments
'Adding full bibliography for 1574024--1574028.cif.'
_cod_original_cell_volume        1392.6(16)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1574027
_shelx_shelxl_version_number     2018/3
_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.
;
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
Br01 Br 0.17457(3) 1.06950(5) 0.56223(2) 0.06296(19) Uani 1 1 d . . . . .
N002 N 0.51853(17) 0.2033(3) 0.62873(13) 0.0427(5) Uani 1 1 d . . . . .
H002 H 0.518642 0.232605 0.578678 0.051 Uiso 1 1 calc R U . . .
N003 N 0.46692(18) 0.2826(3) 0.76110(13) 0.0445(5) Uani 1 1 d . . . . .
H003 H 0.436059 0.362579 0.793692 0.053 Uiso 1 1 calc R U . . .
C004 C 0.56907(19) -0.0249(4) 0.73805(16) 0.0381(5) Uani 1 1 d . . . . .
C005 C 0.3985(2) 0.5298(4) 0.64812(16) 0.0386(6) Uani 1 1 d . . . . .
C006 C 0.36760(19) 0.6871(4) 0.70029(15) 0.0399(6) Uani 1 1 d . . . . .
H006 H 0.390906 0.682182 0.753462 0.048 Uiso 1 1 calc R U . . .
C007 C 0.5716(2) 0.0259(4) 0.65546(16) 0.0385(5) Uani 1 1 d . . . . .
C008 C 0.5167(2) 0.1051(4) 0.79210(16) 0.0417(6) Uani 1 1 d . . . . .
C009 C 0.3034(2) 0.8500(4) 0.67521(16) 0.0430(6) Uani 1 1 d . . . . .
H009 H 0.284357 0.953152 0.710719 0.052 Uiso 1 1 calc R U . . .
C00A C 0.6248(2) -0.1015(4) 0.60489(19) 0.0500(7) Uani 1 1 d . . . . .
H00A H 0.626739 -0.068981 0.550914 0.060 Uiso 1 1 calc R U . . .
C00B C 0.2684(2) 0.8549(4) 0.59628(17) 0.0435(6) Uani 1 1 d . . . . .
C00C C 0.61934(19) -0.2094(4) 0.76725(17) 0.0431(6) Uani 1 1 d . . . . .
C00D C 0.2984(2) 0.7056(5) 0.54197(17) 0.0505(7) Uani 1 1 d . . . . .
H00D H 0.275304 0.712099 0.488780 0.061 Uiso 1 1 calc R U . . .
C00E C 0.3632(3) 0.5470(4) 0.56856(18) 0.0493(7) Uani 1 1 d . . . . .
H00E H 0.384123 0.447938 0.532096 0.059 Uiso 1 1 calc R U . . .
C00F C 0.6724(2) -0.3359(5) 0.7133(2) 0.0526(7) Uani 1 1 d . . . . .
H00F H 0.704915 -0.457318 0.731356 0.063 Uiso 1 1 calc R U . . .
C00G C 0.5132(3) 0.0503(5) 0.8712(2) 0.0612(9) Uani 1 1 d . . . . .
H00G H 0.478407 0.134736 0.906324 0.073 Uiso 1 1 calc R U . . .
C00H C 0.6759(2) -0.2802(5) 0.6349(2) 0.0563(8) Uani 1 1 d . . . . .
H00H H 0.713078 -0.362375 0.600479 0.068 Uiso 1 1 calc R U . . .
C00I C 0.6135(2) -0.2603(5) 0.84897(19) 0.0568(8) Uani 1 1 d . . . . .
H00I H 0.644975 -0.381180 0.868681 0.068 Uiso 1 1 calc R U . . .
B1 B 0.4641(2) 0.3388(5) 0.67954(18) 0.0396(6) Uani 1 1 d . . . . .
C00K C 0.5620(3) -0.1333(6) 0.8992(2) 0.0666(9) Uani 1 1 d . . . . .
H00K H 0.559077 -0.168662 0.952803 0.080 Uiso 1 1 calc R U . . .
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'
Br Br -0.2901 2.4595 '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'
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
C007 N002 B1 123.8(2) . . ?
C008 N003 B1 124.1(2) . . ?
C008 C004 C007 121.1(2) . . ?
C008 C004 C00C 119.3(2) . . ?
C007 C004 C00C 119.6(2) . . ?
C00E C005 C006 116.6(2) . . ?
C00E C005 B1 122.3(2) . . ?
C006 C005 B1 121.1(2) . . ?
C009 C006 C005 122.3(2) . . ?
C00A C007 N002 122.5(3) . . ?
C00A C007 C004 119.6(3) . . ?
N002 C007 C004 117.9(2) . . ?
C00G C008 N003 122.2(3) . . ?
C00G C008 C004 120.0(3) . . ?
N003 C008 C004 117.7(2) . . ?
C00B C009 C006 118.4(2) . . ?
C007 C00A C00H 120.1(3) . . ?
C009 C00B C00D 121.5(3) . . ?
C009 C00B Br01 118.9(2) . . ?
C00D C00B Br01 119.6(2) . . ?
C00F C00C C00I 122.3(3) . . ?
C00F C00C C004 118.9(3) . . ?
C00I C00C C004 118.8(2) . . ?
C00E C00D C00B 118.6(3) . . ?
C00D C00E C005 122.5(3) . . ?
C00H C00F C00C 120.2(3) . . ?
C008 C00G C00K 120.2(3) . . ?
C00F C00H C00A 121.5(3) . . ?
C00K C00I C00C 120.4(3) . . ?
N003 B1 N002 115.4(2) . . ?
N003 B1 C005 121.1(2) . . ?
N002 B1 C005 123.4(2) . . ?
C00I C00K C00G 121.2(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
Br01 C00B 1.908(3) . ?
N002 C007 1.394(3) . ?
N002 B1 1.424(4) . ?
N003 C008 1.398(3) . ?
N003 B1 1.413(4) . ?
C004 C008 1.424(4) . ?
C004 C007 1.424(4) . ?
C004 C00C 1.428(4) . ?
C005 C00E 1.397(4) . ?
C005 C006 1.405(4) . ?
C005 B1 1.569(4) . ?
C006 C009 1.390(4) . ?
C007 C00A 1.382(4) . ?
C008 C00G 1.375(4) . ?
C009 C00B 1.381(4) . ?
C00A C00H 1.407(4) . ?
C00B C00D 1.388(4) . ?
C00C C00F 1.414(4) . ?
C00C C00I 1.414(4) . ?
C00D C00E 1.381(4) . ?
C00F C00H 1.366(5) . ?
C00G C00K 1.408(5) . ?
C00I C00K 1.365(5) . ?
