Iodine(III)-promoted regioselective and efficient synthesis of β-triazolyl BODIPYs for the selective recognition of nickel ion and bovine serum albumin
Kumar, Dalip; Mitra, Sivaprasad; Sarkar, Madhushree; Krishnan, R.; Kumar, Bintu; Bhatta, Anindita; Saraf, Prakriti; Dalton Transactions  (2022) –; doi:10.1039/D2DT00946C

data_7710128
_publ_section_title
;
 Iodine(III)-promoted regioselective and efficient synthesis of
 \b-triazolyl BODIPYs for the selective recognition of nickel ion and
 bovine serum albumin
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00946C
_journal_year                    2022
_chemical_formula_moiety         'C H2 Cl, C23 H16 B F2 N5'
_chemical_formula_sum            'C24 H18 B Cl F2 N5'
_chemical_formula_weight         460.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-02-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-03-03 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                104.6660(10)
_cell_angle_beta                 100.0400(10)
_cell_angle_gamma                97.3940(10)
_cell_formula_units_Z            2
_cell_length_a                   6.20900(10)
_cell_length_b                   11.20540(10)
_cell_length_c                   15.9859(2)
_cell_measurement_reflns_used    7439
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      79.5280
_cell_measurement_theta_min      4.3580
_cell_volume                     1041.91(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.971
_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    -38.00  29.00   0.50    1.50    --    0.00 -77.00 120.00  134
  2  \w    -25.00  73.00   0.50    1.50    --    0.00  77.00 -90.00  196
  3  \w    -86.00  10.00   0.50    1.50    --    0.00 -82.00-150.00  192
  4  \w    -62.00 -35.00   0.50    1.50    --    0.00 -57.00 -90.00   54
  5  \w     19.00 122.00   0.50    5.10    --  107.20 -30.00 -90.00  206
  6  \w     98.00 125.00   0.50    5.10    --  107.20 -82.00 150.00   54
  7  \w     37.00  65.00   0.50    5.10    --  107.20 -82.00  60.00   56
  8  \w     79.00 127.00   0.50    5.10    --  107.20 -30.00 150.00   96
  9  \w    107.00 133.00   0.50    5.10    --  107.20 -82.00  60.00   52
 10  \w     21.00  66.00   0.50    5.10    --  107.20 -61.00  60.00   90
 11  \w     28.00  53.00   0.50    5.10    --  107.20 -61.00 -60.00   50
 12  \w     63.00 108.00   0.50    5.10    --  107.20 -61.00 -60.00   90
 13  \w     18.00  58.00   0.50    5.10    --  107.20 -30.00 150.00   80
 14  \w     19.00 131.00   0.50    5.10    --  107.20 -61.00 120.00  224
 15  \w     88.00 120.00   0.50    5.10    --  107.20 -82.00 -30.00   64
 16  \w     46.00  72.00   0.50    5.10    --  107.20 -77.00 -60.00   52
 17  \w    137.00 194.00   0.50    5.10    --  107.20  30.00-180.00  114
 18  \w     76.00 102.00   0.50    5.10    --  107.20 -82.00  60.00   52
 19  \w     71.00 135.00   0.50    5.10    --  107.20 -82.00-150.00  128
 20  \w     55.00 125.00   0.50    5.10    --  107.20 -82.00 -90.00  140
 21  \w     25.00 132.00   0.50    5.10    --  107.20 -82.00 120.00  214
 22  \w     42.00 195.00   0.50    5.10    --  107.20   0.00 150.00  306
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0374430000
_diffrn_orient_matrix_UB_12      -0.1442750000
_diffrn_orient_matrix_UB_13      -0.0238097000
_diffrn_orient_matrix_UB_21      0.0320129000
_diffrn_orient_matrix_UB_22      0.0070585000
_diffrn_orient_matrix_UB_23      0.0990008000
_diffrn_orient_matrix_UB_31      -0.2514484000
_diffrn_orient_matrix_UB_32      -0.0043338000
_diffrn_orient_matrix_UB_33      -0.0062715000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10418
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.773
_diffrn_reflns_theta_min         4.147
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.979
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_description       Block
_exptl_crystal_F_000             474
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4407
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0538P)^2^+0.4462P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1107
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4131
_reflns_number_total             4407
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt00946c2.cif
_cod_data_source_block           exp_582_dp_compound-1
_cod_database_code               7710128
_shelx_shelxl_version_number     2016/4
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C16(H16), C3(H3), C11(H11), C9(H9), C1(H1), C12(H12), C2(H2),
 C15(H15), C19(H19), C14(H14), C20(H20), C23(H23), C13(H13), C22(H22), C21(H21)
;
_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 1.956
_oxdiff_exptl_absorpt_empirical_full_min 0.660