Luminescence of ESIPT-capable zinc(II) complexes with a 1-hydroxy-1H-imidazole-based ligand: exploring the impact of substitution in the proton-donating moiety
Shekhovtsov, Nikita; Nikolaenkova, Elena B.; Vorob'eva, Sofia; Plyusnin, Victor F.; Vinogradova, Katerina A.; Sukhikh, Taisiya; Tikhonov, Alexsei Ya.; Bushuev, Mark B.; Dalton Transactions  (2023) –; doi:10.1039/D3DT01190A

data_7713048
_publ_section_title
;
 Luminescence of ESIPT-capable zinc(II) complexes with a
 1-hydroxy-1H-imidazole-based ligand: exploring the impact of substitution
 in the proton-donating moiety
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT01190A
_journal_year                    2023
_chemical_formula_moiety         'C19 H15 I2 N5 O Zn'
_chemical_formula_sum            'C19 H15 I2 N5 O Zn'
_chemical_formula_weight         648.53
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-04-20 deposited with the CCDC.	2023-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.797(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0224(11)
_cell_length_b                   18.493(2)
_cell_length_c                   11.1411(11)
_cell_measurement_reflns_used    3608
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      24.16
_cell_measurement_theta_min      2.16
_cell_volume                     2028.4(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18571
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.456
_diffrn_reflns_theta_max         24.456
_diffrn_reflns_theta_min         2.203
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.275
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6515
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.124
_exptl_crystal_description       plate
_exptl_crystal_F_000             1232
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.234
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3354
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0374
_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^)+(0.0323P)^2^+4.0770P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0793
_refine_ls_wR_factor_ref         0.0850
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2730
_reflns_number_total             3354
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01190a2.cif
_cod_data_source_block           gr-90-72
_cod_database_code               7713048
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.882
_shelx_estimated_absorpt_t_min   0.628
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C31-C32
 1.44 with sigma of 0.02
 O2-N9
 1.34 with sigma of 0.02
 I3-Zn2 \\sim I1-Zn1 \\sim I2-Zn1 \\sim I4-Zn2
 with sigma of 0.02
 C25-C24 \\sim C6-C5
 with sigma of 0.02
 C14-C15 \\sim C33-C34
 with sigma of 0.02
 C11-C10 \\sim C30-C29
 with sigma of 0.02
 N9-C34 \\sim C34-N8
 with sigma of 0.02
 C28-C30 \\sim C30-N7
 with sigma of 0.02
 C31-C29 \\sim C29-N8
 with sigma of 0.02
 C30-C32 \\sim C32-N9
 with sigma of 0.02
 C23-C25 \\sim C25-N6
 with sigma of 0.02
 C26-C24 \\sim C24-N7
 with sigma of 0.02
3. Restrained planarity
 C33, N9, N8, C31, C30, C32, O2
 with sigma of 0.1
 C28, C29, N7, C30
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uiso(C29) = Uiso(N8) = Uiso(N7) = Uiso(N6) = Uiso(C30) = Uiso(C33) = Uiso(C25)
= Uiso(C24) = Uiso(C20) = Uiso(C31) = Uiso(C34) = Uiso(N9) = Uiso(C28) =
Uiso(C26) = Uiso(C23) = Uiso(C21) = Uiso(C32) = Uiso(N10) = Uiso(C35) =
Uiso(O2) = Uiso(C27) = Uiso(C22) = Uiso(C38) = Uiso(C36) = Uiso(C37)
5. Others
 Sof(Zn2)=Sof(C34)=Sof(N10)=Sof(C38)=Sof(H38)=Sof(C37)=Sof(H37)=Sof(C36)=
 Sof(H36)=Sof(C35)=Sof(H35)=Sof(O2)=Sof(H2A)=Sof(C30)=Sof(C31)=Sof(N9)=Sof(C33)=
 Sof(N8)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=Sof(C29)=Sof(N7)=Sof(C25)=
 Sof(C26)=Sof(H26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C24)=Sof(N6)=
 Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=
 Sof(I4)=Sof(I3)=1-FVAR(1)
 Sof(I1)=Sof(I2)=Sof(Zn1)=Sof(N5)=Sof(O1)=Sof(H1)=Sof(N3)=Sof(N2)=Sof(N1)=
 Sof(N4)=Sof(C5)=Sof(C4)=Sof(H4)=Sof(C15)=Sof(C10)=Sof(C11)=Sof(C16)=Sof(H16)=
 Sof(C14)=Sof(C19)=Sof(H19)=Sof(C6)=Sof(C3)=Sof(H3)=Sof(C18)=Sof(H18)=Sof(C17)=
 Sof(H17)=Sof(C7)=Sof(H7)=Sof(C2)=Sof(H2)=Sof(C12)=Sof(C9)=Sof(H9)=Sof(C1)=
 Sof(H1A)=Sof(C8)=Sof(H8)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C16(H16), C19(H19), C3(H3), C18(H18), C17(H17), C7(H7), C2(H2),
 C9(H9), C1(H1A), C8(H8), C38(H38), C37(H37), C36(H36), C35(H35), C26(H26),
 C27(H27), C28(H28), C20(H20), C21(H21), C22(H22), C23(H23)
6.b Fitted pentagon refined as free rotating group:
 C30(C31,N9,C33,N8)
6.c Fitted hexagon refined as free rotating group:
 C34(N10,C38,C37,C36,C35), C29(N7,C25,C26,C27,C28), C24(N6,C20,C21,C22,C23)
6.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C32(H32A,H32B,H32C)
6.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2A)
;
_shelx_res_checksum              86033
_shelx_hkl_checksum              89738
_olex2_submission_special_instructions 'No special instructions were received'