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_7064090
_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         'C45 H50 Cl2 N6 Pd2'
_chemical_formula_sum            'C45 H50 Cl2 N6 Pd2'
_chemical_formula_weight         958.61
_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     iterative
_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                 91.812(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.7938(6)
_cell_length_b                   9.9184(4)
_cell_length_c                   27.8711(9)
_cell_measurement_reflns_used    27086
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4130
_cell_measurement_theta_min      3.2500
_cell_volume                     4363.8(3)
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.3659
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_details
;
  1 omega  -36.00   56.25   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610   57.0000  150.0000 123

  2 omega  -83.00   13.00   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -57.0000    0.0000 128

  3 omega  -14.00   16.00   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -99.0000  -30.0000 40

  4 omega  -50.00  -15.50   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -37.0000 -150.0000 46

  5 omega  -75.00  -30.75   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -37.0000  -90.0000 59

  6 omega  -10.00   41.00   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       11.4454  -99.0000 -120.0000 68

  7 omega  -34.00   65.00   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610   37.0000   90.0000 132

  8 omega  -25.00   51.50   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       11.4454  -99.0000  -90.0000 102

  9 omega  -13.00   86.00   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       11.4454   37.0000 -150.0000 132

 10 omega  -22.00   23.00   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       11.4454   83.0000  144.0000 60

 11 omega  -25.00   51.50   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       11.4454  -99.0000   30.0000 102

 12 omega  -25.00   11.00   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -99.0000  -90.0000 48

 13 omega  -25.00   30.50   0.7500   17.5000
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -99.0000 -180.0000 74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            102569
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.741
_diffrn_reflns_theta_min         3.005
_exptl_absorpt_coefficient_mu    0.985
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85717
_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            Grey
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description       Block
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.069
_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     578
_refine_ls_number_reflns         11695
_refine_ls_number_restraints     201
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0338P)^2^+4.0767P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0993
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8376
_reflns_number_total             11695
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03832d2.cif
_cod_data_source_block           dme-199
_cod_depositor_comments
'Adding full bibliography for 7064090--7064094.cif.'
_cod_database_code               7064090
_shelxl_version_number           2014/6
_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
2. Restrained distances
 Pd2-H43C = H43D-Pd2 = H13D-Pd1 = Pd1-H13C = Pd1-H13A = Pd1-H13B = Pd1-H15A =
 Pd1-H15B
 2.67 with sigma of 0.04
 C45-C44 \\sim C45A-C44A
 with sigma of 0.02
 Pd1-C15 \\sim Pd1-C15A
 with sigma of 0.04
 C43-C44 \\sim C43A-C44A
 with sigma of 0.02
 Pd1-C13 \\sim Pd1-C13A
 with sigma of 0.04
 Pd2-C45 \\sim Pd2-C45A
 with sigma of 0.04
 Pd1-C14 \\sim Pd1-C14A
 with sigma of 0.04
 Pd2-C43 \\sim Pd2-C43A
 with sigma of 0.04
 Pd2-C44 \\sim Pd2-C44A
 with sigma of 0.04
 C45-C43 \\sim C45A-C43A
 with sigma of 0.04
 C15-C14 \\sim C15A-C14A
 with sigma of 0.02
 C13-C14 \\sim C13A-C14A
 with sigma of 0.02
 C15-C13 \\sim C15A-C13A
 with sigma of 0.04
 C4-C6 \\sim C4-C6A
 with sigma of 0.02
 C9-C6 \\sim C9A-C6A
 with sigma of 0.02
 C9-C10 \\sim C9A-C10A
 with sigma of 0.02
 C6-C8 \\sim C6A-C8A
 with sigma of 0.02
 C10-C11 \\sim C10A-C11
 with sigma of 0.02
 C10-C12 \\sim C10A-C12A
 with sigma of 0.02
 C4-C9 \\sim C4-C9A
 with sigma of 0.04
 C4-C8 \\sim C4-C8A
 with sigma of 0.04
 C9-C8 \\sim C9A-C8A
 with sigma of 0.04
 C9-C11 \\sim C9A-C11
 with sigma of 0.04
 C9-C12 \\sim C9A-C12A
 with sigma of 0.04
 C6-C10 \\sim C6A-C10A
 with sigma of 0.04
 C11-C12 \\sim C11-C12A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C12) \\sim Ueq, Uanis(C12A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C12A) = Uanis(C12)
Uanis(C13A) = Uanis(C13)
Uanis(C15A) = Uanis(C15)
Uanis(C6) = Uanis(C6A)
Uanis(C8A) = Uanis(C8)
4. Rigid body (RIGU) restrains
 C14, C13, C15, Pd1, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15A, C14A, C13A, Pd1, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C45, C44, C43, Pd2, C32
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C43A, C44A, C45A, Pd2, C32
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C43A, C13A, C45A, C14A, C44A, C15A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C14, C13, C43, C44, C45, C15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C45, C44, C14, C15, C43, C13
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C43A, C15A, C14A, C44A, C45A, C13A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C45, C12, C9, C8, C44, C10, C15, C6, C13, C43, C14
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C43A, C12A, C8A, C10A, C15A, C9A, C44A, C45A, C6A, C13A, C14A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C43A)=Sof(H43C)=Sof(H43D)=Sof(C45A)=Sof(H45C)=Sof(H45D)=Sof(C44A)=
 Sof(H44A)=1-FVAR(1)
 Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(C43)=Sof(H43A)=Sof(H43B)=Sof(C44)=Sof(H44)=
 FVAR(1)
 Sof(C13A)=Sof(H13C)=Sof(H13D)=Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(H15C)=
 Sof(H15D)=1-FVAR(2)
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14)=
 FVAR(2)
 Sof(H11A)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(H8AC)=Sof(C6A)=Sof(C9A)=Sof(H9A)=
 Sof(C10A)=Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(3)
 Sof(C9)=Sof(H9)=Sof(C6)=Sof(C10)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(H8C)=Sof(H11)=
 Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C14(H14), C44(H44), C44A(H44A), C14A(H14A)
6.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C16(H16A,H16B), C45(H45A,H45B), C43(H43A,H43B), C45A(H45C,
 H45D), C15A(H15C,H15D)
6.c Aromatic/amide H refined with riding coordinates:
 C28(H28), C19(H19), C36(H36), C38(H38), C25(H25), C20(H20), C22(H22),
 C27(H27), C26(H26), C21(H21), C9(H9), C11(H11), C11(H11A), C9A(H9A)
6.d X=CH2 refined with riding coordinates:
 C15(H15A,H15B), C13(H13A,H13B), C43A(H43C,H43D), C13A(H13C,H13D)
6.e Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C41(H41A,H41B,H41C), C3(H3A,H3B,H3C), C40(H40A,H40B,
 H40C), C42(H42A,H42B,H42C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C12(H12A,H12B,
 H12C), C8A(H8AA,H8AB,H8AC), C12A(H12D,H12E,H12F)
;
_olex2_submission_special_instructions 'No special instructions were received'