#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/67/7236781.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_7236781
loop_
_publ_author_name
'Sriram Babu, Seenivasagaperumal'
'Shanmugam, Sivakumar'
_publ_section_title
;
 One-pot synthesis of boron diketonate complexes: photophysical properties
 and sensor for picric acid
;
_journal_issue                   19
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              4788
_journal_paper_doi               10.1039/C7TC01569K
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'C11 H11 B F2 O3 S'
_chemical_formula_sum            'C11 H11 B F2 O3 S'
_chemical_formula_weight         272.07
_chemical_name_common            'Boron diketonate'
_chemical_name_systematic        4BMBF
_chemical_properties_physical    ', Stable'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-10-19 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;
_cell_angle_alpha                103.904(4)
_cell_angle_beta                 101.576(4)
_cell_angle_gamma                113.133(5)
_cell_formula_units_Z            2
_cell_length_a                   7.9630(18)
_cell_length_b                   8.0155(18)
_cell_length_c                   10.948(2)
_cell_measurement_reflns_used    925
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.44
_cell_measurement_theta_min      2.93
_cell_volume                     588.7(2)
_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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7056
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.296
_exptl_absorpt_correction_T_max  0.9431
_exptl_absorpt_correction_T_min  0.9008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             280
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0410P)²+0.2210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0811
_reflns_number_gt                1850
_reflns_number_total             2063
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7tc01569k2.cif
_cod_data_source_block           4bmbf_070616_0m
_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/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_refine_ls_hydrogen_treatment' value 'CONSTR' was changed
to 'constr' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               7236781
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 1.03755(6) 0.88114(6) 0.69614(4) 0.01910(14) Uani 1 1 d .
F1 F 0.45503(13) 0.51938(13) 0.73975(9) 0.0200(2) Uani 1 1 d .
O3 O -0.03273(17) 0.69187(17) 0.07764(12) 0.0220(3) Uani 1 1 d .
C6 C 0.4117(2) 0.7938(2) 0.31578(17) 0.0179(4) Uani 1 1 d .
H6 H 0.5448 0.8446 0.3240 0.021 Uiso 1 1 calc R
C7 C 0.2812(2) 0.7790(2) 0.20494(17) 0.0191(4) Uani 1 1 d .
H7 H 0.3246 0.8210 0.1378 0.023 Uiso 1 1 calc R
C9 C 0.0207(2) 0.6436(2) 0.29037(17) 0.0186(4) Uani 1 1 d .
H9 H -0.1126 0.5921 0.2816 0.022 Uiso 1 1 calc R
C5 C 0.3508(2) 0.7349(2) 0.41660(16) 0.0159(4) Uani 1 1 d .
C3 C 0.6755(2) 0.7877(2) 0.55083(17) 0.0175(4) Uani 1 1 d .
H3 H 0.7228 0.7943 0.4782 0.021 Uiso 1 1 calc R
C11 C -0.2376(3) 0.6031(3) 0.05528(18) 0.0245(4) Uani 1 1 d .
H11A H -0.2806 0.4726 0.0593 0.037 Uiso 1 1 calc R
H11B H -0.3064 0.5945 -0.0328 0.037 Uiso 1 1 calc R
H11C H -0.2652 0.6818 0.1241 0.037 Uiso 1 1 calc R
F2 F 0.50113(13) 0.81441(14) 0.86410(9) 0.0203(2) Uani 1 1 d .
C8 C 0.0846(2) 0.7020(2) 0.19132(17) 0.0178(4) Uani 1 1 d .
B1 B 0.5234(3) 0.7125(3) 0.75383(19) 0.0169(4) Uani 1 1 d .
C4 C 0.4871(2) 0.7505(2) 0.53650(17) 0.0159(4) Uani 1 1 d .
C2 C 0.7955(2) 0.8153(2) 0.67295(17) 0.0163(4) Uani 1 1 d .
O2 O 0.41663(16) 0.72854(17) 0.63376(11) 0.0181(3) Uani 1 1 d .
O1 O 0.73540(16) 0.79640(17) 0.77291(11) 0.0181(3) Uani 1 1 d .
C10 C 0.1550(2) 0.6619(2) 0.40252(17) 0.0172(4) Uani 1 1 d .
H10 H 0.1122 0.6237 0.4710 0.021 Uiso 1 1 calc R
C1 C 1.1232(3) 0.8886(3) 0.86388(18) 0.0228(4) Uani 1 1 d .
H1A H 1.1049 0.9859 0.9255 0.034 Uiso 1 1 calc R
H1B H 1.2610 0.9231 0.8883 0.034 Uiso 1 1 calc R
H1C H 1.0503 0.7610 0.8689 0.034 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0132(2) 0.0265(3) 0.0164(2) 0.00602(19) 0.00327(18) 0.00987(19)
F1 0.0187(5) 0.0203(5) 0.0189(5) 0.0071(4) 0.0022(4) 0.0088(4)
O3 0.0181(7) 0.0296(7) 0.0154(7) 0.0106(6) -0.0005(5) 0.0095(6)
C6 0.0157(9) 0.0172(8) 0.0192(9) 0.0047(7) 0.0041(7) 0.0080(7)
C7 0.0221(10) 0.0197(9) 0.0168(9) 0.0072(7) 0.0074(8) 0.0101(8)
C9 0.0151(9) 0.0194(9) 0.0176(9) 0.0052(7) 0.0015(7) 0.0072(7)
C5 0.0157(9) 0.0143(8) 0.0141(9) 0.0019(7) 0.0010(7) 0.0074(7)
C3 0.0173(9) 0.0213(9) 0.0132(9) 0.0044(7) 0.0048(7) 0.0094(7)
C11 0.0185(10) 0.0284(10) 0.0192(10) 0.0081(8) -0.0025(8) 0.0083(8)
F2 0.0165(5) 0.0265(5) 0.0156(5) 0.0041(4) 0.0029(4) 0.0110(4)
C8 0.0202(9) 0.0150(8) 0.0131(9) 0.0022(7) -0.0014(7) 0.0083(7)
B1 0.0146(10) 0.0232(10) 0.0130(10) 0.0068(8) 0.0021(8) 0.0099(8)
C4 0.0185(9) 0.0120(8) 0.0148(9) 0.0029(7) 0.0039(7) 0.0066(7)
C2 0.0150(9) 0.0146(8) 0.0177(9) 0.0034(7) 0.0042(7) 0.0072(7)
O2 0.0137(6) 0.0266(7) 0.0149(6) 0.0097(5) 0.0031(5) 0.0095(5)
O1 0.0138(6) 0.0255(6) 0.0150(6) 0.0078(5) 0.0032(5) 0.0097(5)
C10 0.0190(9) 0.0169(8) 0.0134(9) 0.0050(7) 0.0032(7) 0.0074(7)
C1 0.0177(9) 0.0339(10) 0.0181(10) 0.0092(8) 0.0026(7) 0.0148(8)
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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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
C2 S1 C1 101.90(8)
C8 O3 C11 117.41(13)
C7 C6 C5 120.86(16)
C7 C6 H6 119.6
C5 C6 H6 119.6
C6 C7 C8 119.88(16)
C6 C7 H7 120.1
C8 C7 H7 120.1
C8 C9 C10 119.00(16)
C8 C9 H9 120.5
C10 C9 H9 120.5
C10 C5 C6 118.47(15)
C10 C5 C4 119.50(15)
C6 C5 C4 122.03(15)
C4 C3 C2 119.11(15)
C4 C3 H3 120.4
C2 C3 H3 120.4
O3 C11 H11A 109.5
O3 C11 H11B 109.5
H11A C11 H11B 109.5
O3 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
O3 C8 C9 124.33(16)
O3 C8 C7 115.33(15)
C9 C8 C7 120.33(15)
F2 B1 F1 111.10(14)
F2 B1 O2 109.27(14)
F1 B1 O2 109.39(14)
F2 B1 O1 107.85(14)
F1 B1 O1 108.15(13)
O2 B1 O1 111.07(13)
O2 C4 C3 120.89(15)
O2 C4 C5 114.72(15)
C3 C4 C5 124.38(15)
O1 C2 C3 122.96(15)
O1 C2 S1 117.55(12)
C3 C2 S1 119.48(13)
C4 O2 B1 121.99(13)
C2 O1 B1 120.08(13)
C9 C10 C5 121.44(16)
C9 C10 H10 119.3
C5 C10 H10 119.3
S1 C1 H1A 109.5
S1 C1 H1B 109.5
H1A C1 H1B 109.5
S1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C2 1.7316(17)
S1 C1 1.8038(18)
F1 B1 1.380(2)
O3 C8 1.362(2)
O3 C11 1.439(2)
C6 C7 1.376(2)
C6 C5 1.401(2)
C6 H6 0.9500
C7 C8 1.399(2)
C7 H7 0.9500
C9 C8 1.390(2)
C9 C10 1.392(2)
C9 H9 0.9500
C5 C10 1.393(2)
C5 C4 1.470(2)
C3 C4 1.377(2)
C3 C2 1.389(2)
C3 H3 0.9500
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
F2 B1 1.372(2)
B1 O2 1.479(2)
B1 O1 1.498(2)
C4 O2 1.316(2)
C2 O1 1.297(2)
C10 H10 0.9500
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
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
C5 C6 C7 C8 -0.8(3)
C7 C6 C5 C10 -0.4(2)
C7 C6 C5 C4 -179.52(15)
C11 O3 C8 C9 -4.3(2)
C11 O3 C8 C7 176.40(14)
C10 C9 C8 O3 -179.73(15)
C10 C9 C8 C7 -0.4(2)
C6 C7 C8 O3 -179.42(14)
C6 C7 C8 C9 1.2(3)
C2 C3 C4 O2 -4.4(2)
C2 C3 C4 C5 174.62(15)
C10 C5 C4 O2 -12.8(2)
C6 C5 C4 O2 166.37(15)
C10 C5 C4 C3 168.12(16)
C6 C5 C4 C3 -12.7(3)
C4 C3 C2 O1 4.2(2)
C4 C3 C2 S1 -174.88(12)
C1 S1 C2 O1 2.95(15)
C1 S1 C2 C3 -177.91(13)
C3 C4 O2 B1 -9.5(2)
C5 C4 O2 B1 171.34(14)
F2 B1 O2 C4 140.12(15)
F1 B1 O2 C4 -98.05(17)
O1 B1 O2 C4 21.3(2)
C3 C2 O1 B1 9.7(2)
S1 C2 O1 B1 -171.20(11)
F2 B1 O1 C2 -140.81(14)
F1 B1 O1 C2 98.95(16)
O2 B1 O1 C2 -21.1(2)
C8 C9 C10 C5 -0.8(2)
C6 C5 C10 C9 1.2(2)
C4 C5 C10 C9 -179.64(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339808
