Main group metal-ligand cooperation of N-heterocyclic germylene: an efficient catalyst for hydroboration of carbonyl compounds.
Wu, Yile; Shan, Changkai; Sun, Ying; Chen, Peng; Ying, Jianxi; Zhu, Jun; Liu, Liu Leo; Zhao, Yufen; Chemical communications (Cambridge, England) 52 (2016) 13799–13802; doi:10.1039/c6cc08147a

data_7125281
_publ_section_title
;
 Main group metal-ligand cooperation of N-heterocyclic germylene: an
 efficient catalyst for hydroboration of carbonyl compounds.
;
_journal_issue                   95
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13799
_journal_page_last               13802
_journal_paper_doi               10.1039/c6cc08147a
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C36 H46 Ge N2 O, C3 H7'
_chemical_formula_sum            'C39 H53 Ge N2 O'
_chemical_formula_weight         638.42
_chemical_properties_physical
', Air-sensitive,Moisture-sensitive,Oxygen-sensitive'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-08-31
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_audit_update_record
;
2016-09-01 deposited with the CCDC.
2016-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                86.134(5)
_cell_angle_beta                 88.938(5)
_cell_angle_gamma                81.551(6)
_cell_formula_units_Z            2
_cell_length_a                   10.7269(6)
_cell_length_b                   11.2060(8)
_cell_length_c                   14.4819(9)
_cell_measurement_reflns_used    5991
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.9960
_cell_measurement_theta_min      4.1820
_cell_volume                     1717.93(19)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details
;
  1 omega  -60.00   33.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   77.0000   60.0000 93

  2 omega   12.00   65.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       43.2899  -99.0000  150.0000 53

  3 omega   79.00  105.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -94.0000  150.0000 26

  4 omega   61.00  122.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719 -125.0000   60.0000 61

  5 omega   61.00   96.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -45.0000  -90.0000 35

  6 omega   58.00   83.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -30.0000 -150.0000 25

  7 omega   42.00  124.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -77.0000 -150.0000 82

  8 omega   39.00   89.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -30.0000  -30.0000 50

  9 omega   45.00  131.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -77.0000   60.0000 86

 10 omega  126.00  169.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719   45.0000   30.0000 43

 11 omega   96.00  143.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  125.0000   30.0000 47

 12 omega   89.00  115.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719   45.0000   30.0000 26

 13 omega   83.00  169.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719   45.0000  -30.0000 86

 14 omega   99.00  127.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  125.0000 -120.0000 28

 15 omega   29.00   71.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -30.0000   90.0000 42

 16 omega   30.00   60.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -30.0000  150.0000 30

 17 omega   29.00   83.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      101.8719  -30.0000   30.0000 54

 18 omega -106.00  -16.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000 -150.0000 90

 19 omega -107.00  -19.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000  -60.0000 88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0841316000
_diffrn_orient_matrix_UB_12      0.1154813000
_diffrn_orient_matrix_UB_13      0.0284272000
_diffrn_orient_matrix_UB_21      0.0950615000
_diffrn_orient_matrix_UB_22      0.0143652000
_diffrn_orient_matrix_UB_23      0.0754549000
_diffrn_orient_matrix_UB_31      0.0704891000
_diffrn_orient_matrix_UB_32      0.0765574000
_diffrn_orient_matrix_UB_33      -0.0697349000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_av_unetI/netI     0.0761
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11983
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.158
_diffrn_reflns_theta_min         3.997
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.441
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71313
_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            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_description       block
_exptl_crystal_F_000             682
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Toluene'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.969
_refine_diff_density_min         -1.485
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6542
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0618
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.1130P)^2^+2.7470P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1661
_refine_ls_wR_factor_ref         0.1970
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5690
_reflns_number_total             6542
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc08147a2.cif
_cod_data_source_block           z0716
_cod_original_cell_volume        1717.92(19)
_cod_database_code               7125281
_shelxl_version_number           2013-2
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_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.a Ternary CH refined with riding coordinates:
 C3(H3), C23(H23), C32(H32), C6(H6), C35(H35), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C38(H38A,H38B)
2.c Aromatic/amide H refined with riding coordinates:
 C29(H29), C27(H27), C8(H8), C12(H12), C16(H16), C28(H28), C10(H10), C17(H17),
 C9(H9), C15(H15), C11(H11)
2.d Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C34(H34A,H34B,H34C), C19(H19A,H19B,H19C), C33(H33A,H33B,
 H33C), C21(H21A,H21B,H21C), C5(H5A,H5B,H5C), C31(H31A,H31B,H31C), C24(H24A,
 H24B,H24C), C22(H22A,H22B,H22C), C37(H37A,H37B,H37C)
;
_olex2_date_sample_data_collection 2016-07-16
_olex2_submission_special_instructions 'No special instructions were received'