The carbene transfer to strong Lewis acids: copper is better than silver.
Mikhaylov, Vladimir N.; Kazakov, Igor V.; Parfeniuk, Tatiana N.; Khoroshilova, Olesya V.; Scheer, Manfred; Timoshkin, Alexey Y.; Balova, Irina A.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 2872–2879; doi:10.1039/d1dt00235j

data_7706542
_publ_section_title
;
 The carbene transfer to strong Lewis acids: copper is better than silver.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2872
_journal_page_last               2879
_journal_paper_doi               10.1039/d1dt00235j
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C54 H72 Ag N4, Al Cl4'
_chemical_formula_sum            'C54 H72 Ag Al Cl4 N4'
_chemical_formula_weight         1053.80
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-05-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-04-16 deposited with the CCDC.	2021-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.5080(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.0566(2)
_cell_length_b                   18.1442(2)
_cell_length_c                   18.0974(2)
_cell_measurement_reflns_used    10357
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.0540
_cell_measurement_theta_min      2.4890
_cell_volume                     5506.83(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -91.00 -51.00   0.50    0.20    --  -38.82 -36.00 -67.00   80
  2  \w    -27.00  23.00   0.50    0.20    --  -38.82  36.00  89.00  100
  3  \w     63.00  88.00   0.50    0.20    --   38.82  36.00  89.00   50
  4  \w     30.00  57.00   0.50    0.20    --   38.82  36.00  89.00   54
  5  \w     88.00 133.00   0.50    0.61    --  100.00  36.00  89.00   90
  6  \w     34.00 113.00   0.50    0.61    --  100.00 -36.00 -67.00  158
  7  \w    -45.00 -20.00   0.50    0.20    --  -38.82 -21.00-150.00   50
  8  \w    -77.00 -16.00   0.50    0.20    --  -38.82 -65.00 -30.00  122
  9  \w    -96.00 -11.00   0.50    0.20    --  -38.82 138.00  90.00  170
 10  \w   -110.00 -68.00   0.50    0.20    --  -38.82 -21.00-150.00   84
 11  \w     22.00  57.00   0.50    0.20    --   38.82  43.00 -90.00   70
 12  \w     -7.00  51.00   0.50    0.20    --   38.82 -32.00-180.00  116
 13  \w    -27.00   7.00   0.50    0.20    --   38.82 -32.00 120.00   68
 14  \w     16.00  51.00   0.50    0.20    --   38.82 -36.00 -67.00   70
 15  \w     72.00  99.00   0.50    0.20    --   38.82  43.00 -90.00   54
 16  \w     13.00  85.00   0.50    0.20    --   38.82-138.00  60.00  144
 17  \w     17.00  44.00   0.50    0.20    --   38.82 -32.00 120.00   54
 18  \w    113.00 154.00   0.50    0.61    --  100.00  61.00   0.00   82
 19  \w     88.00 114.00   0.50    0.61    --  100.00  22.00   0.00   52
 20  \w     46.00  81.00   0.50    0.61    --  100.00-111.00-150.00   70
 21  \w     26.00 108.00   0.50    0.61    --  100.00 -93.00-150.00  164
 22  \w     36.00  69.00   0.50    0.61    --  100.00-111.00 -60.00   66
 23  \w     93.00 119.00   0.50    0.61    --  100.00 -53.00   0.00   52
 24  \w     26.00  57.00   0.50    0.61    --  100.00 -93.00 -60.00   62
 25  \w    113.00 152.00   0.50    0.61    --  100.00  61.00  90.00   78
 26  \w     89.00 143.00   0.50    0.61    --  100.00  45.00 120.00  108
 27  \w     79.00 104.00   0.50    0.61    --  100.00  61.00  90.00   50
 28  \w     32.00  90.00   0.50    0.61    --  100.00 -30.00 150.00  116
 29  \w     45.00  78.00   0.50    0.61    --  100.00 -53.00   0.00   66
 30  \w     74.00 100.00   0.50    0.61    --  100.00-111.00 -60.00   52
 31  \w     36.00 120.00   0.50    0.61    --  100.00 -69.00-150.00  168
 32  \w     55.00  80.00   0.50    0.61    --  100.00 -69.00 -30.00   50
 33  \w     92.00 122.00   0.50    0.61    --  100.00 -69.00 -30.00   60
 34  \w     92.00 118.00   0.50    0.61    --  100.00  30.00 -90.00   52
 35  \w     97.00 122.00   0.50    0.61    --  100.00 -61.00-150.00   50
 36  \w    120.00 156.00   0.50    0.61    --  100.00  53.00 -30.00   72
 37  \w     54.00  80.00   0.50    0.61    --  100.00 -61.00-150.00   52
 38  \w     80.00 105.00   0.50    0.61    --  100.00  53.00 -30.00   50
 39  \w    120.00 157.00   0.50    0.61    --  100.00  22.00   0.00   74
 40  \w     60.00  86.00   0.50    0.61    --  100.00 -53.00 150.00   52
 41  \w     71.00 102.00   0.50    0.61    --  100.00 -93.00 -60.00   62
 42  \w     86.00 111.00   0.50    0.61    --  100.00 -61.00 120.00   50
 43  \w    -89.00 -64.00   0.50    0.20    --  -38.82 -36.00 -67.00   50
 44  \w    -79.00 -33.00   0.50    0.20    --  -38.82 -43.00 120.00   92
 45  \w    -64.00 -38.00   0.50    0.20    --  -38.82  77.00 120.00   52
 46  \w     -9.00  17.00   0.50    0.20    --  -38.82  77.00 120.00   52
 47  \w     72.00  98.00   0.50    0.20    --   38.82  77.00-180.00   52
 48  \w     12.00  49.00   0.50    0.20    --   38.82  77.00-180.00   74
 49  \w     73.00 101.00   0.50    0.20    --   38.82  43.00-180.00   56
 50  \w     24.00  49.00   0.50    0.20    --   38.82  43.00-120.00   50
 51  \w     27.00  52.00   0.50    0.20    --   38.82  65.00-150.00   50
 52  \w     14.00  40.00   0.50    0.20    --   38.82  77.00-120.00   52
 53  \w     73.00  99.00   0.50    0.20    --   38.82  43.00-120.00   52
 54  \w     17.00  42.00   0.50    0.20    --   38.82  65.00-120.00   50
 55  \w     16.00  49.00   0.50    0.20    --   38.82 -32.00  30.00   66
 56  \w     26.00  58.00   0.50    0.20    --   38.82  43.00-180.00   64
 57  \w     48.00  74.00   0.50    0.20    --   38.82  77.00-120.00   52
 58  \w    115.00 152.00   0.50    0.61    --  100.00  77.00 120.00   74
 59  \w     73.00  98.00   0.50    0.61    --  100.00  77.00 120.00   50
 60  \w    117.00 143.00   0.50    0.61    --  100.00  61.00-120.00   52
 61  \w     73.00  99.00   0.50    0.61    --  100.00  77.00-120.00   52
 62  \w     74.00 156.00   0.50    0.61    --  100.00  77.00 150.00  164
 63  \w     78.00 104.00   0.50    0.61    --  100.00  61.00-120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0722020000
_diffrn_orient_matrix_UB_12      0.0383685000
_diffrn_orient_matrix_UB_13      0.0235366000
_diffrn_orient_matrix_UB_21      -0.0394404000
_diffrn_orient_matrix_UB_22      0.0079417000
_diffrn_orient_matrix_UB_23      -0.0832599000
_diffrn_orient_matrix_UB_31      -0.0409300000
_diffrn_orient_matrix_UB_32      -0.0752903000
_diffrn_orient_matrix_UB_33      0.0032404000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21028
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.565
_diffrn_reflns_theta_min         3.589
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.155
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_description       prism
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         5235
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0322
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0345P)^2^+12.1210P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0807
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5081
_reflns_number_total             5235
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt00235j2.cif
_cod_data_source_block           ipralcl3
_cod_depositor_comments
'Adding full bibliography for 7706540--7706543.cif.'
_cod_database_code               7706542
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C27 H36 N2 Al Cl3 Ag'
_reflns_odcompleteness_completeness 95.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_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
2.a Ternary CH refined with riding coordinates:
 C31(H31), C28(H28), C22(H22), C25(H25)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C12(H12), C8(H8), C9(H9), C7(H7), C20(H20), C19(H19), C18(H18)
2.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C24(H24A,H24B,H24C), C23(H23A,H23B,H23C), C32(H32A,H32B,
 H32C), C30(H30A,H30B,H30C), C29(H29A,H29B,H29C), C27(H27A,H27B,H27C), C26(H26A,
 H26B,H26C)
;
_shelx_res_checksum              71026
_shelx_hkl_checksum              88262
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.527
_oxdiff_exptl_absorpt_empirical_full_min 0.795