Metal-Free Catalytic Hydrogenation of Polar Substrates by Frustrated Lewis Pairs
Douglas W. Stephan; Sharonna Greenberg; Todd W. Graham; Preston Chase; Jeff J. Hastie; Stephen J. Geier; Jeffrey M. Farrell; Christopher C. Brown; Zachariah M. Heiden; Gregory C. Welch; Matthias Ullrich; Inorganic Chemistry 50 (2011) 12338–12348; doi:10.1021/ic200663v

data_4327063
_publ_section_title
;
 Metal-Free Catalytic Hydrogenation of Polar Substrates by Frustrated
 Lewis Pairs
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12338
_journal_page_last               12348
_journal_paper_doi               10.1021/ic200663v
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C33 H50 N3'
_chemical_formula_weight         488.76
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.411(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7926(8)
_cell_length_b                   21.6647(15)
_cell_length_c                   12.7760(9)
_cell_measurement_temperature    150(2)
_cell_volume                     2974.0(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            45285
_diffrn_reflns_theta_full        33.26
_diffrn_reflns_theta_max         33.26
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6828
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_F_000             1076
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         11398
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0449P)^2^+0.8871P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1065
_refine_ls_wR_factor_ref         0.1193
_reflns_number_gt                8292
_reflns_number_total             11398
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200663v_si_001.cif
_cod_data_source_block           ccb086_0m
_cod_database_code               4327063