Rhodamine-azo based two fluorescent probes for recognition of trivalent metal ions: crystal structures elucidation and biological application
Mandal, Jayanta; Pal, Kunal; Ghosh Chowdhury, Sougata; Karmakar, Parimal; Panja, Anangamohan; Banerjee, Snehasis; Saha, Amrita; Dalton Transactions  (2022) –; doi:10.1039/D2DT00399F

data_7711226
_publ_section_title
;
 Rhodamine-azo based two fluorescent probes for recognition of trivalent
 metal ions: crystal structures elucidation and biological application
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00399F
_journal_year                    2022
_chemical_formula_moiety         'C41 H40 N6 O4, C H Cl3'
_chemical_formula_sum            'C42 H41 Cl3 N6 O4'
_chemical_formula_weight         800.16
_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   mixed
_audit_creation_date             2022-08-06
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-08-06 deposited with the CCDC.	2022-08-25 downloaded from the CCDC.
;
_cell_angle_alpha                84.617(3)
_cell_angle_beta                 78.146(3)
_cell_angle_gamma                76.103(3)
_cell_formula_units_Z            2
_cell_length_a                   9.2184(7)
_cell_length_b                   13.4158(10)
_cell_length_c                   17.3821(13)
_cell_measurement_reflns_used    394
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.90
_cell_measurement_theta_min      3.06
_cell_volume                     2040.0(3)
_computing_cell_refinement       'Bruker Smart'
_computing_data_collection       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  CCD
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0898
_diffrn_reflns_av_unetI/netI     0.0621
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            72098
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.151
_diffrn_reflns_theta_min         1.926
_exptl_absorpt_coefficient_mu    0.274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_description       block
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   0.975
_exptl_transmission_factor_min   0.824
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         9010
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1435
_refine_ls_R_factor_gt           0.0794
_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^)+(0.0553P)^2^+1.9598P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1588
_refine_ls_wR_factor_ref         0.1903
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5171
_reflns_number_total             9010
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt00399f2.cif
_cod_data_source_block           hl2
_cod_database_code               7711226
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All Cl(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C15A-N1
 1.45 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1A \\sim Cl2 \\sim Cl3A \\sim Cl3 \\sim Cl2A \\sim Cl1 \\sim C42: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
4. Others
 Fixed Sof: H42(0.85) H42A(0.15) C15(0.75) H15A(0.75) H15B(0.75) C16(0.75)
 H16A(0.75) H16B(0.75) H16C(0.75) C16A(0.25) H16D(0.25) H16E(0.25) H16F(0.25)
 C15A(0.25) H15C(0.25) H15D(0.25) Cl1(0.85) Cl2(0.85) Cl3(0.85) Cl1A(0.15)
 Cl2A(0.15) Cl3A(0.15)
 Fixed X: H1A(0.681311)
 Fixed Y: H1A(0.63121)
 Fixed Z: H1A(0.9228)
5.a Ternary CH refined with riding coordinates:
 C42(H42), C42(H42A)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C15(H15A,H15B), C15A(H15C,H15D)
5.c Me refined with riding coordinates:
 C34(H34A,H34B,H34C), C39(H39A,H39B,H39C), C1(H1B,H1C,H1D), C16(H16A,H16B,
 H16C), C16A(H16D,H16E,H16F)
5.d Aromatic/amide H refined with riding coordinates:
 N4(H4), C32(H32), C8(H8), C30(H30), C18(H18), C5(H5), C13(H13), C27(H27),
 C36(H36), C40(H40), C37(H37), C41(H41), C23(H23), C21(H21), C24(H24), C22(H22)
5.e Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C9(H9A,H9B,H9C)
5.f Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              61866
_shelx_hkl_checksum              29460
_olex2_submission_special_instructions 'No special instructions were received'