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#$Date: 2024-09-06 03:59:12 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294587 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/68/7716807.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7716807
loop_
_publ_author_name
'Masternak, Joanna'
'Okła, Karol'
'Kubas, Adam'
'Voller, Jiří'
'Kozlanská, Karolína'
'Zienkiewicz-Machnik, Małgorzata'
'Gilewska, Agnieszka'
'Sitkowski, Jerzy'
'Kamecka, Anna'
'Kazimierczuk, Katarzyna'
'Barszcz, Barbara'
_publ_section_title
;
 Synthesis, photophysical characterisation, quantum-chemical study and
 in vitro antiproliferative activity of cyclometalated Ir(III)
 complexes based on 3,5-dimethyl-1-phenyl-1H-pyrazole and N,N-donor
 ligands.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14438
_journal_page_last               14450
_journal_paper_doi               10.1039/d4dt01796j
_journal_volume                  53
_journal_year                    2024
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C44 H44 Cl2 Ir2 N8'
_chemical_formula_sum            'C44 H44 Cl2 Ir2 N8'
_chemical_formula_weight         1140.17
_chemical_name_systematic
;
[di(μ₂-chlorido)-tetrakis(3,5-dimethyl-1-phenyl-1H-pyrazole-κ²N,C)\
diiridium(III)]
;
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2020-09-09
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2023-01-03 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.087(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3618(16)
_cell_length_b                   17.088(2)
_cell_length_c                   17.841(2)
_cell_measurement_reflns_used    21078
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      67.67
_cell_measurement_theta_min      2.51
_cell_volume                     4022.4(8)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_monochromator  'parabolic x-ray mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.021
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12530
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.436
_diffrn_reflns_theta_max         67.436
_diffrn_reflns_theta_min         4.233
_diffrn_source                   'GeniX Mo, 0.05 x 0.05 mm2 microfocus'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    14.185
_exptl_absorpt_correction_T_max  0.5455
_exptl_absorpt_correction_T_min  0.3751
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
        Numerical  absorption  correction was  performed
        after the  optimization of  the  crystal-shape
        description due to Herrendorf?s method
        [Herrendorf, 1994]
        Herrendorf,  W. (1994).HABITUS, a program for the
        optimization  of  the  crystal description for
 the numerical absorption correction by means of
        suitable, psi scanned reflections;dissertation
        1994,Karlsruhe;extension 1998,Gießen
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.883
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.018
_refine_diff_density_min         -1.582
_refine_diff_density_rms         0.222
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3524
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.156
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0495P)²+79.8750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1097
_reflns_Friedel_coverage         0
_reflns_number_gt                3266
_reflns_number_total             3524
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01796j2.cif
_cod_data_source_block           b3_2020
_cod_depositor_comments
'Adding full bibliography for 7716806--7716809.cif.'
_cod_original_cell_volume        4022.5(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7716807
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2860(5) 0.5816(4) 0.3242(4) 0.0256(15) Uani 1 1 d . . . . .
C2 C 0.2802(5) 0.5526(4) 0.3971(5) 0.0267(16) Uani 1 1 d . . . . .
H2 H 0.322092 0.574835 0.439713 0.032 Uiso 1 1 calc R U . . .
C3 C 0.2158(6) 0.4930(5) 0.4081(5) 0.0376(19) Uani 1 1 d . . . . .
H3 H 0.212394 0.475495 0.458118 0.045 Uiso 1 1 calc R U . . .
C4 C 0.1558(6) 0.4583(5) 0.3475(5) 0.039(2) Uani 1 1 d . . . . .
H4 H 0.113645 0.415413 0.35577 0.046 Uiso 1 1 calc R U . . .
C5 C 0.1566(6) 0.4856(4) 0.2736(5) 0.0329(18) Uani 1 1 d . . . . .
H5 H 0.114569 0.462526 0.23148 0.04 Uiso 1 1 calc R U . . .
C6 C 0.2201(6) 0.5471(4) 0.2640(4) 0.0262(15) Uani 1 1 d . . . . .
C7 C 0.2595(6) 0.6842(5) 0.1260(4) 0.0294(17) Uani 1 1 d . . . . .
C8 C 0.1838(6) 0.6423(5) 0.0825(4) 0.0309(17) Uani 1 1 d . . . . .
H8 H 0.153965 0.654553 0.031941 0.037 Uiso 1 1 calc R U . . .
C9 C 0.1587(6) 0.5807(5) 0.1235(5) 0.0296(17) Uani 1 1 d . . . . .
C10 C 0.3075(6) 0.7599(5) 0.1079(5) 0.0335(18) Uani 1 1 d . . . . .
H10A H 0.322462 0.791638 0.154054 0.05 Uiso 1 1 calc R U . . .
H10B H 0.260807 0.788525 0.069574 0.05 Uiso 1 1 calc R U . . .
H10C H 0.370502 0.749003 0.08821 0.05 Uiso 1 1 calc R U . . .
C11 C 0.0772(7) 0.5211(6) 0.1023(5) 0.045(2) Uani 1 1 d . . . . .
H11A H 0.106919 0.468555 0.107279 0.068 Uiso 1 1 calc R U . . .
H11B H 0.044993 0.52964 0.049698 0.068 Uiso 1 1 calc R U . . .
H11C H 0.026424 0.526065 0.136076 0.068 Uiso 1 1 calc R U . . .
C12 C 0.2971(5) 0.7521(5) 0.3274(4) 0.0270(16) Uani 1 1 d . . . . .
C13 C 0.2136(6) 0.7913(4) 0.2853(5) 0.0294(17) Uani 1 1 d . . . . .
H13 H 0.186039 0.772961 0.236036 0.035 Uiso 1 1 calc R U . . .
C14 C 0.1716(7) 0.8556(5) 0.3145(6) 0.041(2) Uani 1 1 d . . . . .
H14 H 0.11745 0.882367 0.284126 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2060(7) 0.8823(5) 0.3870(5) 0.039(2) Uani 1 1 d . . . . .
H15 H 0.175249 0.926352 0.406516 0.047 Uiso 1 1 calc R U . . .
C16 C 0.2857(6) 0.8440(5) 0.4309(5) 0.0343(19) Uani 1 1 d . . . . .
H16 H 0.309329 0.861265 0.481221 0.041 Uiso 1 1 calc R U . . .
C17 C 0.3310(5) 0.7809(5) 0.4018(4) 0.0273(16) Uani 1 1 d . . . . .
C18 C 0.5132(5) 0.6357(5) 0.4540(4) 0.0248(15) Uani 1 1 d . . . . .
C19 C 0.5203(6) 0.6712(5) 0.5249(5) 0.0337(19) Uani 1 1 d . . . . .
H19 H 0.562291 0.654947 0.570224 0.04 Uiso 1 1 calc R U . . .
C20 C 0.4558(6) 0.7339(5) 0.5172(4) 0.0301(17) Uani 1 1 d . . . . .
C21 C 0.5618(6) 0.5616(5) 0.4351(4) 0.0323(17) Uani 1 1 d . . . . .
H21A H 0.510109 0.526387 0.408426 0.048 Uiso 1 1 calc R U . . .
H21B H 0.594844 0.53649 0.481895 0.048 Uiso 1 1 calc R U . . .
H21C H 0.612418 0.572995 0.4024 0.048 Uiso 1 1 calc R U . . .
C22 C 0.4330(7) 0.7901(6) 0.5776(5) 0.046(2) Uani 1 1 d . . . . .
H22A H 0.449774 0.843497 0.563773 0.069 Uiso 1 1 calc R U . . .
H22B H 0.473583 0.776146 0.626377 0.069 Uiso 1 1 calc R U . . .
H22C H 0.360836 0.787168 0.581701 0.069 Uiso 1 1 calc R U . . .
Cl1 Cl 0.5 0.56690(14) 0.25 0.0229(5) Uani 1 2 d S T P . .
Cl2 Cl 0.5 0.76058(14) 0.25 0.0242(5) Uani 1 2 d S T P . .
Ir1 Ir 0.37824(2) 0.66430(2) 0.29424(2) 0.01957(13) Uani 1 1 d . . . . .
N1 N 0.2856(5) 0.6479(4) 0.1934(3) 0.0243(13) Uani 1 1 d . . . . .
N2 N 0.2211(5) 0.5838(3) 0.1917(4) 0.0259(13) Uani 1 1 d . . . . .
N3 N 0.4493(5) 0.6767(3) 0.4036(3) 0.0239(13) Uani 1 1 d . . . . .
N4 N 0.4132(4) 0.7376(4) 0.4432(3) 0.0258(13) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.771 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -2 -2 0.0430
1 2 2 0.0100
-3 2 1 0.0450
2 -2 -1 0.0520
-2 2 1 0.0430
2 0 1 0.0300
-1 -2 3 0.0320
1 2 -3 0.0350
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 116.0(7) . . ?
C2 C1 Ir1 128.5(6) . . ?
C6 C1 Ir1 115.5(5) . . ?
C3 C2 C1 121.6(8) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 120.7(8) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 120.4(8) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 117.9(8) . . ?
C6 C5 H5 121 . . ?
C4 C5 H5 121 . . ?
C5 C6 C1 123.2(7) . . ?
C5 C6 N2 122.6(7) . . ?
C1 C6 N2 114.1(6) . . ?
N1 C7 C8 109.1(7) . . ?
N1 C7 C10 121.9(7) . . ?
C8 C7 C10 128.9(7) . . ?
C9 C8 C7 108.8(7) . . ?
C9 C8 H8 125.6 . . ?
C7 C8 H8 125.6 . . ?
C8 C9 N2 106.5(7) . . ?
C8 C9 C11 128.7(8) . . ?
N2 C9 C11 124.7(8) . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 116.2(7) . . ?
C13 C12 Ir1 128.3(6) . . ?
C17 C12 Ir1 115.4(5) . . ?
C14 C13 C12 120.9(8) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 121.7(8) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C16 119.2(8) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C17 C16 C15 120.1(8) . . ?
C17 C16 H16 120 . . ?
C15 C16 H16 120 . . ?
C16 C17 C12 122.0(8) . . ?
C16 C17 N4 123.9(7) . . ?
C12 C17 N4 114.1(7) . . ?
N3 C18 C19 109.1(7) . . ?
N3 C18 C21 123.3(7) . . ?
C19 C18 C21 127.5(7) . . ?
C20 C19 C18 107.4(7) . . ?
C20 C19 H19 126.3 . . ?
C18 C19 H19 126.3 . . ?
N4 C20 C19 107.2(7) . . ?
N4 C20 C22 124.4(8) . . ?
C19 C20 C22 128.4(8) . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Ir1 Cl1 Ir1 98.08(8) . 2_655 ?
Ir1 Cl2 Ir1 98.73(8) . 2_655 ?
C12 Ir1 C1 93.8(3) . . ?
C12 Ir1 N1 94.7(3) . . ?
C1 Ir1 N1 79.9(3) . . ?
C12 Ir1 N3 80.3(3) . . ?
C1 Ir1 N3 91.8(3) . . ?
N1 Ir1 N3 170.0(2) . . ?
C12 Ir1 Cl2 90.6(2) . . ?
C1 Ir1 Cl2 175.5(2) . . ?
N1 Ir1 Cl2 98.35(17) . . ?
N3 Ir1 Cl2 90.35(17) . . ?
C12 Ir1 Cl1 172.0(2) . . ?
C1 Ir1 Cl1 94.1(2) . . ?
N1 Ir1 Cl1 88.00(17) . . ?
N3 Ir1 Cl1 98.11(17) . . ?
Cl2 Ir1 Cl1 81.60(6) . . ?
C7 N1 N2 105.7(6) . . ?
C7 N1 Ir1 139.5(6) . . ?
N2 N1 Ir1 114.5(5) . . ?
C9 N2 N1 109.7(6) . . ?
C9 N2 C6 133.9(6) . . ?
N1 N2 C6 114.8(6) . . ?
C18 N3 N4 106.7(6) . . ?
C18 N3 Ir1 137.7(5) . . ?
N4 N3 Ir1 114.7(4) . . ?
C20 N4 N3 109.6(6) . . ?
C20 N4 C17 134.3(6) . . ?
N3 N4 C17 115.2(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.405(10) . ?
C1 C6 1.407(11) . ?
C1 Ir1 2.002(8) . ?
C2 C3 1.366(11) . ?
C2 H2 0.95 . ?
C3 C4 1.375(13) . ?
C3 H3 0.95 . ?
C4 C5 1.399(12) . ?
C4 H4 0.95 . ?
C5 C6 1.378(11) . ?
C5 H5 0.95 . ?
C6 N2 1.435(10) . ?
C7 N1 1.349(10) . ?
C7 C8 1.374(12) . ?
C7 C10 1.502(12) . ?
C8 C9 1.354(12) . ?
C8 H8 0.95 . ?
C9 N2 1.364(10) . ?
C9 C11 1.495(11) . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 C13 1.412(11) . ?
C12 C17 1.421(11) . ?
C12 Ir1 1.995(8) . ?
C13 C14 1.374(12) . ?
C13 H13 0.95 . ?
C14 C15 1.379(14) . ?
C14 H14 0.95 . ?
C15 C16 1.383(13) . ?
C15 H15 0.95 . ?
C16 C17 1.378(11) . ?
C16 H16 0.95 . ?
C17 N4 1.430(10) . ?
C18 N3 1.336(10) . ?
C18 C19 1.393(11) . ?
C18 C21 1.486(11) . ?
C19 C20 1.368(12) . ?
C19 H19 0.95 . ?
C20 N4 1.354(10) . ?
C20 C22 1.510(12) . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
Cl1 Ir1 2.5387(15) . ?
Cl1 Ir1 2.5388(15) 2_655 ?
Cl2 Ir1 2.5263(16) . ?
Cl2 Ir1 2.5263(16) 2_655 ?
Ir1 N1 2.036(6) . ?
Ir1 N3 2.042(6) . ?
N1 N2 1.391(8) . ?
N3 N4 1.386(8) . ?
