Structural and chemical investigation of a tridentate fluorescein hydrazone (LH3), a selective Cu2+ and Hg2+ chelator: detection of CN− and HSO4− by its Cu2+ complexes and effect on HeLa cell division
Bharti, Shachendra Kumar; Odera, Keiko; Tripathi, Kamini; Ward, Benzamin D.; Bhattacharya, S.; Takahashi, Ryoya; Mishra, Lallan; New Journal of Chemistry 49 (2025) 14219–14230; doi:10.1039/D5NJ01491C

data_7063899
_publ_section_title
;
 Structural and chemical investigation of a tridentate fluorescein
 hydrazone (LH3), a selective Cu2+ and Hg2+ chelator: detection of
 CN&#x2212; and HSO4&#x2212; by its Cu2+ complexes and effect on HeLa cell
 division
;
_journal_issue                   33
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              14219
_journal_page_last               14230
_journal_paper_doi               10.1039/D5NJ01491C
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C33 H24 Cu N5 O9, 2(C H4 O), H2 O, N O3'
_chemical_formula_sum            'C35 H34 Cu N6 O15'
_chemical_formula_weight         842.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2025-07-07
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-07-07 deposited with the CCDC.	2025-07-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.7371(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.50776(6)
_cell_length_b                   23.8096(2)
_cell_length_c                   19.83429(15)
_cell_measurement_reflns_used    20988
_cell_measurement_temperature    104(6)
_cell_measurement_theta_max      71.7030
_cell_measurement_theta_min      2.8840
_cell_volume                     3543.88(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      104.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.983
_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    -87.00 -12.00   0.50    0.24    --  -40.83 126.00 140.00  150
  2  \w   -108.00 -58.00   0.50    0.24    --  -40.83-146.00-104.00  100
  3  \w   -102.00 -23.00   0.50    0.24    --  -40.83 146.00 -52.00  158
  4  \w     34.00  91.00   0.50    0.24    --   40.83-126.00  62.00  114
  5  \w   -151.00 -58.00   0.50    0.97    --  -82.50-146.00-104.00  186
  6  \w   -102.00 -23.00   0.50    0.97    --  -82.50 146.00 -52.00  158
  7  \w    -88.00 -17.00   0.50    0.97    --  -82.50 126.00 140.00  142
  8  \w   -148.00 -72.00   0.50    0.97    --  -82.50-126.00  62.00  152
  9  \w     39.00 113.00   0.50    0.97    --  104.00-126.00  62.00  148
 10  \w     45.00 127.00   0.50    0.97    --  104.00-146.00-104.00  164
 11  \w     80.00 169.00   0.50    0.97    --  104.00 146.00 -52.00  178
 12  \w    -24.00  35.00   0.50    0.24    --  -40.83  11.00   0.00  118
 13  \w    -28.00  31.00   0.50    0.24    --  -40.83  21.00-120.00  118
 14  \w    -24.00  35.00   0.50    0.24    --  -40.83  11.00 120.00  118
 15  \w    -28.00  31.00   0.50    0.24    --  -40.83  21.00  90.00  118
 16  \w    -35.00  24.00   0.50    0.24    --   40.83 -11.00  30.00  118
 17  \w      9.00  42.00   0.50    0.24    --   40.83  91.00-100.81   66
 18  \w     13.00  43.00   0.50    0.24    --   40.83  81.00 -13.21   60
 19  \w     14.00  43.00   0.50    0.24    --   40.83  78.00 148.37   58
 20  \w     14.00  43.00   0.50    0.24    --   40.83  78.00 136.83   58
 21  \w    -27.00  37.00   0.50    0.24    --   40.83 -32.00 150.00  128
 22  \w     18.00  78.00   0.50    0.24    --   40.83-104.00 -60.00  120
 23  \w     13.00  43.00   0.50    0.24    --   40.83  81.00  35.23   60
 24  \w     45.00 105.00   0.50    0.24    --   40.83-146.00-104.00  120
 25  \w    -47.00 -15.00   0.50    0.97    --  -82.50  42.00 -60.00   64
 26  \w    -47.00 -15.00   0.50    0.97    --  -82.50  42.00 -30.00   64
 27  \w    -57.00 -16.00   0.50    0.97    --  -82.50  50.00   0.00   82
 28  \w     90.00 172.00   0.50    0.97    --  104.00  33.00  90.00  164
 29  \w     32.00 106.00   0.50    0.97    --  104.00 -93.00  60.00  148
 30  \w    102.00 170.00   0.50    0.97    --  104.00 111.00-180.00  136
 31  \w     36.00  83.00   0.50    0.97    --  104.00 -68.00 120.00   94
 32  \w     38.00 118.00   0.50    0.97    --  104.00-133.00 150.00  160
 33  \w    104.00 177.00   0.50    0.97    --  104.00  93.00-150.00  146
 34  \w     62.00 146.00   0.50    0.97    --  104.00 178.00 -30.00  168
 35  \w     36.00  83.00   0.50    0.97    --  104.00 -68.00  60.00   94
 36  \w     37.00 108.00   0.50    0.97    --  104.00-109.00  80.96  142
 37  \w     38.00 108.00   0.50    0.97    --  104.00-111.00  60.00  140
 38  \w     32.00 106.00   0.50    0.97    --  104.00 -93.00-180.00  148
 39  \w     87.00 171.00   0.50    0.97    --  104.00  42.00-180.00  168
 40  \w     36.00  68.00   0.50    0.97    --  104.00 -59.00-180.00   64
 41  \w     34.00 135.00   0.50    0.97    --  104.00 -87.00 -60.00  202
 42  \w     90.00 172.00   0.50    0.97    --  104.00  33.00-120.00  164
 43  \w     38.00 108.00   0.50    0.97    --  104.00-111.00-180.00  140
 44  \w     85.00 171.00   0.50    0.97    --  104.00  50.00 -30.00  172
 45  \w     38.00  63.00   0.50    0.97    --  104.00-133.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            36340
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.060
_diffrn_reflns_theta_min         2.900
_exptl_absorpt_coefficient_mu    1.607
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_description       block
_exptl_crystal_F_000             1740
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.080
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         6862
_refine_ls_number_restraints     47
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0686P)^2^+2.5809P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1205
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6005
_reflns_number_total             6862
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj01491c2.cif
_cod_data_source_block           lh-2-c-1_auto
_cod_depositor_comments
'Adding full bibliography for 7063897--7063900.cif.'
_cod_database_code               7063899
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O Cu'
_shelx_estimated_absorpt_t_max   0.806
_shelx_estimated_absorpt_t_min   0.783
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H6A,H6B} of O6
 At 1.5 times of:
  All C(H,H,H) groups, {H7A,H7B} of O7, {H15A,H15B} of O15, All O(H) groups
2. Restrained distances
 N6-O10 = N6-O12
 1.25 with sigma of 0.02
 N6-O11
 1.24 with sigma of 0.02
 Cu1-H7A \\sim Cu1-H7B
 with sigma of 0.02
 N6-O10 \\sim N6-O11 \\sim N6-O12
 with sigma of 0.02
 O10-O11 \\sim O11-O12 \\sim O12-O10
 with sigma of 0.04
3. Restrained planarity
 N6, O10, O11, O12
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
N6 \\sim O10 \\sim O11 \\sim O12: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 N6, O10, O11, O12
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Free rotating group:
 O7(H7A,H7B), O15(H15A,H15B)
6.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C21(H21), C27(H27), C9(H9), C19(H19), C18(H18), C29(H29), C12(H12),
 C4(H4), C5(H5), C30(H30), C16(H16), C2(H2), C24(H24), C25(H25), C17(H17),
 C33(H33), C32(H32)
6.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C34(H34A,H34B,H34C)
6.d Idealised tetrahedral OH refined as rotating group:
 O3(H3), O14(H14), O1(H1), O13(H13)
;
_shelx_res_checksum              38606
_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 1.154
_oxdiff_exptl_absorpt_empirical_full_min 0.788