Introducing Axial Chirality into Mesoionic 4,4'-Bis(1,2,3-triazole) Dicarbenes.
Aizpurua, Jesus M.; Sagartzazu-Aizpurua, Maialen; Monasterio, Zaira; Azcune, Itxaso; Mendicute, Claudio; Miranda, Jose I.; García-Lecina, Eva; Altube, Ainhoa; Fratila, Raluca M.; Organic letters 14 (2012) 1866–1868; doi:10.1021/ol3004657

data_1507590
_publ_section_title
;
 Introducing Axial Chirality into Mesoionic 4,4'-Bis(1,2,3-triazole)
 Dicarbenes.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1866
_journal_page_last               1868
_journal_paper_doi               10.1021/ol3004657
_journal_volume                  14
_journal_year                    2012
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C36 H44 Cl2 N6 Rh2, C H2 Cl2'
_chemical_formula_sum            'C37 H46 Cl4 N6 Rh2'
_chemical_formula_weight         922.42
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-04-19T20:52:39-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                80.240(4)
_cell_angle_beta                 79.998(2)
_cell_angle_gamma                65.672(2)
_cell_formula_units_Z            2
_cell_length_a                   11.2161(2)
_cell_length_b                   11.3765(2)
_cell_length_c                   16.4230(4)
_cell_measurement_reflns_used    23730
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.6031
_cell_measurement_theta_min      1.9724
_cell_measurement_wavelength     0.71073
_cell_volume                     1869.23(7)
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2010)'
_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2010)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2010)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2010)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.3504
_diffrn_detector_type            'Sapphire2 (large Be window)'
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_details
;
  1 omega  -64.00   67.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000 -150.0000 131

  2 omega  -66.00  -39.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000  120.0000 27

  3 omega    8.00   64.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000  120.0000 56

  4 omega  -61.00    6.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000  150.0000 67

  5 omega -112.00  -67.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000 -180.0000 45

  6 omega -122.00  -91.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000  -90.0000 31

  7 omega   -1.00   59.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000  -60.0000 60

  8 omega  -67.00  -34.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000  -60.0000 33

  9 omega   -6.00   74.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -95.0000   50.0000 80

 10 omega -117.00   10.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000 -150.0000 127

 11 omega  -92.00    7.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -42.0000   36.0000 99

 12 omega -126.00  -76.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000  120.0000 50

 13 omega  -38.00   -6.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000  120.0000 32

 14 omega  -76.00   10.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000  -30.0000 86

 15 omega   87.00  129.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291   77.0000 -120.0000 42

 16 omega   36.00   65.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291   77.0000 -120.0000 29

;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur 2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0041576
_diffrn_orient_matrix_UB_12      0.0152648
_diffrn_orient_matrix_UB_13      0.0392585
_diffrn_orient_matrix_UB_21      -0.0147133
_diffrn_orient_matrix_UB_22      -0.0536649
_diffrn_orient_matrix_UB_23      0.0198537
_diffrn_orient_matrix_UB_31      0.0681774
_diffrn_orient_matrix_UB_32      -0.040316
_diffrn_orient_matrix_UB_33      -0.0033378
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enhance (Mo) X-ray Source, sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            41426
_diffrn_reflns_theta_full        30.5
_diffrn_reflns_theta_max         30.5
_diffrn_reflns_theta_min         1.98
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.205
_exptl_absorpt_correction_T_max  0.811
_exptl_absorpt_correction_T_min  0.747
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
        (compiled Apr 28 2010,14:27:37)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.242
_exptl_crystal_size_min          0.227
_refine_diff_density_max         0.833
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         11403
_refine_ls_number_restraints     130
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0261
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.069
_reflns_number_gt                9515
_reflns_number_total             11403
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ol3004657_si_001.cif
_cod_data_source_block           3a
_cod_database_code               1507590