Rapid synthesis of a BODIPY derivative serving as a highly selective and sensitive fluorescence chemosensor for Hg2+ ion detection
Xu, Shun-Qiang; Yang, Ting-Yu; Huang, Po-Tan; Yang, Chi-Heng; Khantamat, Orawan; Chan, Leong-Perng; Li, Chien-Hung; New Journal of Chemistry 48 (2024) 17064–17070; doi:10.1039/D3NJ03275B

data_7063425
_publ_section_title
;
 Rapid synthesis of a BODIPY derivative serving as a highly selective and
 sensitive fluorescence chemosensor for Hg2+ ion detection
;
_journal_issue                   39
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17064
_journal_page_last               17070
_journal_paper_doi               10.1039/D3NJ03275B
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         '2(C17 H24 B F2 N3 O2)'
_chemical_formula_sum            'C34 H50 B2 F4 N6 O4'
_chemical_formula_weight         704.42
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-11-02
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_audit_update_record
;
2023-06-24 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.3815(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.00305(16)
_cell_length_b                   17.8739(4)
_cell_length_c                   21.0833(3)
_cell_measurement_reflns_used    15163
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      26.8830
_cell_measurement_theta_min      2.2920
_cell_volume                     3391.73(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -11.00  25.00   0.50   63.34    --   10.60  11.00-160.00   72
  2  \w    -16.00  10.00   0.50   63.34    --  -10.90  11.00-160.00   52
  3  \w     44.00 100.00   0.50   63.34    --   10.60  82.00  30.00  112
  4  \w     21.00  65.00   0.50   63.34    --   10.60  82.00 -30.00   88
  5  \w     35.00  61.00   0.50   63.34    --   10.60  82.00 -90.00   52
  6  \w     -2.00  24.00   0.50   63.34    --   10.60  82.00 -90.00   52
  7  \w    -58.00  36.00   0.50   63.34    --   10.60 -77.00  30.00  188
  8  \w     -4.00  37.00   0.50   63.34    --   10.60  77.00 -60.00   82
  9  \w     40.00  66.00   0.50   63.34    --   10.60  77.00 -60.00   52
 10  \w    -11.00  37.00   0.50   63.34    --   10.60  82.00   0.00   96
 11  \w    -29.00  20.00   0.50   63.34    --  -10.90 -57.00  30.00   98
 12  \w    -60.00 -34.00   0.50   63.34    --  -10.90 -57.00  30.00   52
 13  \w    -41.00  70.00   0.50   63.34    --  -10.90  38.00 150.00  222
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0780990000
_diffrn_orient_matrix_UB_12      -0.0024038000
_diffrn_orient_matrix_UB_13      0.0051610000
_diffrn_orient_matrix_UB_21      -0.0095522000
_diffrn_orient_matrix_UB_22      0.0054448000
_diffrn_orient_matrix_UB_23      0.0329559000
_diffrn_orient_matrix_UB_31      -0.0061048000
_diffrn_orient_matrix_UB_32      -0.0392110000
_diffrn_orient_matrix_UB_33      0.0042312000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            32271
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.279
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         5960
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0435
_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/[\s^2^(Fo^2^)+(0.0639P)^2^+1.8202P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1212
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4951
_reflns_number_total             5960
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj03275b2.cif
_cod_data_source_block           k10911-chl-a(sq-dioxide)
_cod_depositor_comments          'Adding full bibliography for 7063425.cif.'
_cod_original_cell_volume        3391.73(10)
_cod_database_code               7063425
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C17 H2 N3 O2 F2 B'
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15), C32(H32)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C16(H16A,H16B), C17(H17A,H17B), C31(H31A,H31B), C33(H33A,
 H33B), C34(H34A,H34B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C4(H4), C10(H10), N6(H6), C21(H21), C27(H27)
2.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C)
;
_shelx_res_checksum              69523
_shelx_hkl_checksum              33647
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.615
_oxdiff_exptl_absorpt_empirical_full_min 0.706