#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/29/7052938.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_7052938
loop_
_publ_author_name
'Tsay, Olga G.'
'Lee, Kang Mun'
'Churchill, David G.'
_publ_section_title
;
 Selective and competitive cysteine chemosensing: resettable fluorescent
 “turn on” aqueous detection via Cu2+ displacement and
 salicylaldimine hydrolysis
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1949
_journal_paper_doi               10.1039/c2nj40387k
_journal_volume                  36
_journal_year                    2012
_chemical_formula_moiety         C23H25B1F2N2O2
_chemical_formula_sum            'C23 H25 B F2 N2 O2'
_chemical_formula_weight         410.26
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.373(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.996(2)
_cell_length_b                   11.0508(17)
_cell_length_c                   14.095(2)
_cell_measurement_reflns_used    2935
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.10
_cell_measurement_theta_min      1.89
_cell_volume                     2144.4(5)
_computing_cell_refinement       'Bruker APEX II'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker APEX II'
_computing_molecular_graphics    ORTEP3
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_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  0.0633
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23730
_diffrn_reflns_theta_full        23.10
_diffrn_reflns_theta_max         23.10
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Darkred
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cubic
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         2935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0844
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1021P)²+3.9475P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2186
_refine_ls_wR_factor_ref         0.2299
_reflns_number_gt                2372
_reflns_number_total             2935
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2nj40387k.txt
_cod_data_source_block           nchu81-1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2144.4(6)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7052938
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
B B 0.3028(4) 0.1222(5) 0.4292(4) 0.0488(13) Uani 1 1 d .
F1 F 0.2196(2) 0.0516(3) 0.4148(2) 0.0783(10) Uani 1 1 d .
F2 F 0.3615(2) 0.0888(3) 0.36389(19) 0.0757(10) Uani 1 1 d .
N1 N 0.3592(3) 0.1063(3) 0.5337(2) 0.0416(9) Uani 1 1 d .
N2 N 0.2763(3) 0.2575(3) 0.4159(2) 0.0442(9) Uani 1 1 d .
O1 O 0.3933(3) 0.6880(3) 0.8652(3) 0.0774(11) Uani 1 1 d .
O2 O 0.5292(3) 0.7584(3) 0.8098(2) 0.0730(11) Uani 1 1 d .
C1 C 0.3970(3) 0.0019(4) 0.5748(3) 0.0477(11) Uani 1 1 d .
C2 C 0.4402(3) 0.0240(4) 0.6709(3) 0.0520(12) Uani 1 1 d .
H2 H 0.4721 -0.0328 0.7140 0.062 Uiso 1 1 calc R
C3 C 0.4271(3) 0.1441(4) 0.6905(3) 0.0506(12) Uani 1 1 d .
C4 C 0.3773(3) 0.1978(4) 0.6038(3) 0.0426(10) Uani 1 1 d .
C5 C 0.3472(3) 0.3171(4) 0.5798(3) 0.0447(11) Uani 1 1 d .
C6 C 0.2973(3) 0.3471(4) 0.4874(3) 0.0443(11) Uani 1 1 d .
C7 C 0.2593(3) 0.4590(4) 0.4467(3) 0.0555(12) Uani 1 1 d .
C8 C 0.2173(4) 0.4338(4) 0.3523(4) 0.0599(13) Uani 1 1 d .
H8 H 0.1865 0.4897 0.3077 0.072 Uiso 1 1 calc R
C9 C 0.2288(3) 0.3112(4) 0.3351(3) 0.0523(12) Uani 1 1 d .
C10 C 0.3651(4) 0.4137(4) 0.6567(3) 0.0566(13) Uani 1 1 d .
C11 C 0.2961(4) 0.4307(5) 0.7179(4) 0.0703(15) Uani 1 1 d .
H11 H 0.2420 0.3805 0.7115 0.084 Uiso 1 1 calc R
C12 C 0.3082(4) 0.5208(6) 0.7871(4) 0.0758(17) Uani 1 1 d .
H12 H 0.2630 0.5329 0.8271 0.091 Uiso 1 1 calc R
C13 C 0.3880(3) 0.5901(5) 0.7942(4) 0.0585(13) Uani 1 1 d .
C14 C 0.4595(3) 0.5809(5) 0.7409(3) 0.0561(12) Uani 1 1 d .
C15 C 0.4446(4) 0.4832(5) 0.6689(4) 0.0633(14) Uani 1 1 d .
H15 H 0.4915 0.4695 0.6310 0.076 Uiso 1 1 calc R
C16 C 0.5467(4) 0.6550(5) 0.7560(4) 0.0755(16) Uani 1 1 d .
H16A H 0.6011 0.6094 0.7909 0.091 Uiso 1 1 calc R
H16B H 0.5623 0.6794 0.6945 0.091 Uiso 1 1 calc R
C17 C 0.4882(4) 0.7371(4) 0.8935(3) 0.0602(13) Uani 1 1 d .
C18 C 0.5490(5) 0.6516(5) 0.9631(4) 0.0813(18) Uani 1 1 d .
H18A H 0.5188 0.6400 1.0184 0.122 Uiso 1 1 calc R
H18B H 0.6126 0.6852 0.9832 0.122 Uiso 1 1 calc R
H18C H 0.5541 0.5752 0.9320 0.122 Uiso 1 1 calc R
C19 C 0.4753(4) 0.8599(5) 0.9339(4) 0.0732(16) Uani 1 1 d .
H19A H 0.4392 0.9102 0.8845 0.110 Uiso 1 1 calc R
H19B H 0.5378 0.8955 0.9566 0.110 Uiso 1 1 calc R
H19C H 0.4406 0.8528 0.9865 0.110 Uiso 1 1 calc R
C20 C 0.4558(4) 0.2010(5) 0.7891(3) 0.0701(15) Uani 1 1 d .
H20A H 0.3984 0.2232 0.8134 0.105 Uiso 1 1 calc R
H20B H 0.4943 0.2719 0.7842 0.105 Uiso 1 1 calc R
H20C H 0.4929 0.1441 0.8322 0.105 Uiso 1 1 calc R
C21 C 0.3921(4) -0.1160(4) 0.5230(4) 0.0662(14) Uani 1 1 d .
H21A H 0.3254 -0.1367 0.4996 0.099 Uiso 1 1 calc R
H21B H 0.4219 -0.1778 0.5664 0.099 Uiso 1 1 calc R
H21C H 0.4259 -0.1096 0.4696 0.099 Uiso 1 1 calc R
C22 C 0.2623(5) 0.5810(4) 0.4919(4) 0.0805(18) Uani 1 1 d .
H22A H 0.3287 0.6050 0.5128 0.121 Uiso 1 1 calc R
H22B H 0.2300 0.5783 0.5464 0.121 Uiso 1 1 calc R
H22C H 0.2303 0.6383 0.4457 0.121 Uiso 1 1 calc R
C23 C 0.1988(4) 0.2430(5) 0.2419(4) 0.0727(16) Uani 1 1 d .
H23A H 0.2550 0.2272 0.2135 0.109 Uiso 1 1 calc R
H23B H 0.1532 0.2906 0.1982 0.109 Uiso 1 1 calc R
H23C H 0.1691 0.1677 0.2545 0.109 Uiso 1 1 calc R
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 B F2 109.5(4)
F1 B N2 110.5(4)
F2 B N2 109.6(4)
F1 B N1 110.2(4)
F2 B N1 109.8(4)
N2 B N1 107.2(3)
C1 N1 C4 107.8(3)
C1 N1 B 126.5(4)
C4 N1 B 125.7(3)
C9 N2 C6 107.7(4)
C9 N2 B 126.8(4)
C6 N2 B 125.5(3)
C17 O1 C13 113.7(4)
C16 O2 C17 116.4(4)
N1 C1 C2 109.3(4)
N1 C1 C21 123.8(4)
C2 C1 C21 126.9(4)
C3 C2 C1 108.2(4)
C2 C3 C4 107.0(4)
C2 C3 C20 124.3(4)
C4 C3 C20 128.6(4)
N1 C4 C5 119.8(4)
N1 C4 C3 107.6(4)
C5 C4 C3 132.6(4)
C6 C5 C4 121.5(4)
C6 C5 C10 119.3(4)
C4 C5 C10 119.1(4)
C5 C6 N2 120.3(4)
C5 C6 C7 131.8(4)
N2 C6 C7 107.9(4)
C8 C7 C6 106.1(4)
C8 C7 C22 124.7(4)
C6 C7 C22 129.3(4)
C7 C8 C9 108.8(4)
N2 C9 C8 109.6(4)
N2 C9 C23 122.3(4)
C8 C9 C23 128.1(4)
C15 C10 C11 119.1(5)
C15 C10 C5 121.7(5)
C11 C10 C5 119.1(4)
C12 C11 C10 120.9(5)
C13 C12 C11 117.3(5)
C12 C13 C14 126.9(5)
C12 C13 O1 114.2(4)
C14 C13 O1 118.8(4)
C13 C14 C16 123.9(5)
C13 C14 C15 114.2(4)
C16 C14 C15 121.8(5)
C10 C15 C14 121.5(5)
O2 C16 C14 108.2(5)
O2 C17 O1 109.0(4)
O2 C17 C19 105.1(4)
O1 C17 C19 106.4(4)
O2 C17 C18 112.3(5)
O1 C17 C18 109.3(4)
C19 C17 C18 114.4(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B F1 1.386(6)
B F2 1.389(6)
B N2 1.543(6)
B N1 1.552(6)
N1 C1 1.355(5)
N1 C4 1.404(5)
N2 C9 1.349(5)
N2 C6 1.406(5)
O1 C17 1.425(6)
O1 C13 1.466(6)
O2 C16 1.416(6)
O2 C17 1.421(6)
C1 C2 1.402(6)
C1 C21 1.489(6)
C2 C3 1.375(7)
C3 C4 1.423(6)
C3 C20 1.512(6)
C4 C5 1.406(6)
C5 C6 1.402(6)
C5 C10 1.509(6)
C6 C7 1.426(6)
C7 C8 1.382(7)
C7 C22 1.489(7)
C8 C9 1.392(7)
C9 C23 1.507(7)
C10 C15 1.337(7)
C10 C11 1.419(7)
C11 C12 1.383(7)
C12 C13 1.343(7)
C13 C14 1.360(7)
C14 C16 1.453(7)
C14 C15 1.470(7)
C17 C19 1.495(7)
C17 C18 1.510(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139176171
