An α-benzithiazolyl 3-pyrrolyl BODIPY probe for ratiometric selective sensing of cyanide ions and bioimaging studies.
Behera, Kanhu Charan; Mohanty, Roshnara; Ravikanth, Mangalampalli; Physical chemistry chemical physics : PCCP 26 (2024) 5868–5878; doi:10.1039/d3cp05230c

data_7248271
_publ_section_title
;
 An &#x3b1;-benzithiazolyl 3-pyrrolyl BODIPY probe for ratiometric
 selective sensing of cyanide ions and bioimaging studies.
;
_journal_issue                   7
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              5868
_journal_page_last               5878
_journal_paper_doi               10.1039/d3cp05230c
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C27 H19 B F2 N4 S'
_chemical_formula_sum            'C27 H19 B F2 N4 S'
_chemical_formula_weight         480.33
_chemical_name_systematic        'a-benzethizoyl-3-pyrrolyl BODIPY'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-11
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-09-11 deposited with the CCDC.	2024-01-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.245(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.5653(3)
_cell_length_b                   16.6631(2)
_cell_length_c                   14.1015(2)
_cell_measurement_reflns_used    27586
_cell_measurement_temperature    106(8)
_cell_measurement_theta_max      33.9000
_cell_measurement_theta_min      1.7320
_cell_volume                     4390.68(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      106(8)
_diffrn_detector                 'CCD plate'
_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  \f    154.25 334.25   1.00    1.00 -25.75   0.00  73.76    --   180
  2  \w    -96.04  19.96   1.00   10.00    --   -5.07 -59.25-123.92  116
  3  \w    -96.04  19.96   1.00   10.00    --   -5.07 -59.25 -51.92  116
  4  \w    -62.98   0.02   1.00   10.00    --  -16.86  94.56  73.16   63
  5  \f    -65.73 118.27   1.00   10.00  11.39  -5.07 -31.50    --   184
  6  \w    -62.98   0.02   1.00   10.00    --  -16.86  94.56   1.16   63
  7  \f   -214.27  33.73   1.00   10.00  85.79  -5.07  31.50    --   248
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0303714000
_diffrn_orient_matrix_UB_12      -0.0254171000
_diffrn_orient_matrix_UB_13      0.0152230000
_diffrn_orient_matrix_UB_21      -0.0011217000
_diffrn_orient_matrix_UB_22      -0.0055510000
_diffrn_orient_matrix_UB_23      -0.0503115000
_diffrn_orient_matrix_UB_31      0.0227321000
_diffrn_orient_matrix_UB_32      0.0337003000
_diffrn_orient_matrix_UB_33      0.0032198000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1591
_diffrn_reflns_av_unetI/netI     0.0682
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            54489
_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         1.637
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            olive
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_description       needle
_exptl_crystal_F_000             1984
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.011
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         3845
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0348
_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^)+3.5088P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0962
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3628
_reflns_number_total             3845
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cp05230c2.cif
_cod_data_source_block           mrk_kcb_13_autored
_cod_database_code               7248271
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.978
_reflns_odcompleteness_completeness 78.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     35.93
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 N3(H004), C22(H008), C23(H00A), C26(H00E), C25(H00F), C3(H00H), C8(H00K),
 C1(H00M), C19(H00N), C11(H00O), C7(H00Q), C12(H00R), C2(H00T), C16(H00V),
 C18(H00W), C17(H00X)
1.b Idealised Me refined as rotating group:
 C27(H00B,H00C,H00D)
;
_shelx_res_checksum              63518
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.184
_oxdiff_exptl_absorpt_empirical_full_min 0.497