Preparation and applications of metal complexes supported by fluorene- and anthrone-functionalized (bis)mesoionic 1,2,3-triazol-5-ylidenes
Campos-Dominguez, Emmanuel; Ruiz-Mendoza, Francisco J.; Rendón-Nava, David; Flores-Jarillo, Mariana; Álvarez-Hernández, Alejandro; Mendoza-Espinosa, Daniel; New Journal of Chemistry 49 (2025) 19963–19972; doi:10.1039/D5NJ03832D

data_7064094
_publ_section_title
;
 Preparation and applications of metal complexes supported by fluorene-
 and anthrone-functionalized (bis)mesoionic 1,2,3-triazol-5-ylidenes
;
_journal_issue                   46
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              19963
_journal_page_last               19972
_journal_paper_doi               10.1039/D5NJ03832D
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         '2(I), C40 H42 N6 O, C2 H3 N, 0.25[H2O]'
_chemical_formula_sum            'C42 H47 I2 N7 O2'
_chemical_formula_weight         935.66
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-10-27
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-10-27 deposited with the CCDC.	2025-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.161(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.7032(5)
_cell_length_b                   11.9742(3)
_cell_length_c                   20.5670(6)
_cell_measurement_reflns_used    51296
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.0000
_cell_measurement_theta_min      3.3590
_cell_volume                     4350.9(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3659
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -85.00   13.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172  -37.0000  -30.0000 98

  2 omega  -32.00   54.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172   37.0000  150.0000 86

  3 omega  -25.00   31.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172  -99.0000 -120.0000 56

  4 omega   24.00   50.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172   37.0000  -90.0000 26

  5 omega   -8.00   51.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000 -120.0000 59

  6 omega  -38.00   63.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172   57.0000   90.0000 101

  7 omega  -25.00   31.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172  -99.0000 -120.0000 56

  8 omega  -86.00   22.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172  -77.0000  150.0000 108

  9 omega  -25.00   52.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000  -90.0000 77

 10 omega  -62.00   40.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -57.0000  -90.0000 102

 11 omega  -16.00   58.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235 -109.0000  171.0000 74

 12 omega  -13.00   86.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235   37.0000  -30.0000 99

 13 omega  -25.00   52.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000   30.0000 77

 14 omega  -57.00   -5.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.1172  109.0000  -92.0000 52

 15 omega  -25.00   52.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000 -150.0000 77

 16 omega  -25.00   52.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000    0.0000 77

 17 omega  -17.00   85.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235   57.0000   60.0000 102

 18 omega  -29.00   92.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235   19.0000  -90.0000 121

 19 omega  -25.00   52.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000 -120.0000 77

 20 omega  -25.00   52.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000  120.0000 77

 21 omega  -25.00   52.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       11.5235  -99.0000   60.0000 77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0099299000
_diffrn_orient_matrix_UB_12      0.0391271000
_diffrn_orient_matrix_UB_13      -0.0274231000
_diffrn_orient_matrix_UB_21      0.0045664000
_diffrn_orient_matrix_UB_22      -0.0418517000
_diffrn_orient_matrix_UB_23      -0.0227238000
_diffrn_orient_matrix_UB_31      -0.0386278000
_diffrn_orient_matrix_UB_32      -0.0149961000
_diffrn_orient_matrix_UB_33      -0.0081117000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            172172
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         3.072
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.487
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.941
_refine_diff_density_min         -0.947
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     490
_refine_ls_number_reflns         7653
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0360
_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^)+(0.0414P)^2^+6.0809P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.1016
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6412
_reflns_number_total             7653
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03832d2.cif
_cod_data_source_block           dme-201
_cod_depositor_comments
'Adding full bibliography for 7064090--7064094.cif.'
_cod_database_code               7064094
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C12 H26 N6 I2'
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O2(H2A,H2B)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C28(H28A,H28B)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C30(H30), C22(H22), C20(H20), C11(H11), C7(H7), C14(H14), C33(H33),
 C35(H35), C12(H12), C8(H8), C10(H10), C13(H13), C9(H9)
2.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C24(H24A,H24B,H24C), C40(H40A,H40B,H40C), C26(H26A,H26B,
 H26C), C25(H25A,H25B,H25C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C38(H38A,
 H38B,H38C), C42(H42A,H42B,H42C)
;
_olex2_submission_special_instructions 'No special instructions were received'