Cross-trienamines in Asymmetric Organocatalysis
Kim Søholm Halskov; Tore Kiilerich Johansen; Rebecca L. Davis; Marianne Steurer; Frank Jensen; Karl Anker Jørgensen; Journal of the American Chemical Society 134 (2012) 12943–12946; doi:10.1021/ja3068269

data_4118495
_publ_contact_author_name
;
;
_publ_section_title
;
 Cross-trienamines in Asymmetric Organocatalysis
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12943
_journal_page_last               12946
_journal_paper_doi               10.1021/ja3068269
_journal_volume                  134
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C34 H40 O6 S2 Si'
_chemical_formula_sum            'C34 H40 O6 S2 Si'
_chemical_formula_weight         636.87
_chemical_name_systematic
;
 ? 
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_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-07-06
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  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
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_cell_angle_alpha                90.00
_cell_angle_beta                 97.9774(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.39375(13)
_cell_length_b                   9.36061(12)
_cell_length_c                   21.2883(4)
_cell_measurement_reflns_used    12463
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      29.3134
_cell_measurement_theta_min      2.3758
_cell_volume                     1656.45(5)
_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics
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O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
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_computing_publication_material
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O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
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_computing_structure_refinement
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SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
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SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100(1)
_diffrn_detector_area_resol_mean 10.3590
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_details
;
  1 omega  -37.00   64.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9364   19.0000 -120.0000 101

  2 omega  -87.00   14.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9364  -38.0000   60.0000 101

  3 omega  -90.00  -18.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9364  155.0000   32.0000 72

  4 omega  -19.00   85.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6082   57.0000  -60.0000 104

  5 omega  -20.00   29.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6082  -99.0000  -90.0000 49

  6 omega  -20.00   53.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6082  -99.0000    0.0000 73

  7 omega  -20.00   30.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9364  -99.0000  120.0000 50

  8 omega  -78.00  -12.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9364  141.0000   19.0000 66
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0026712000
_diffrn_orient_matrix_UB_12      0.0012053000
_diffrn_orient_matrix_UB_13      -0.0331509000
_diffrn_orient_matrix_UB_21      0.0849528000
_diffrn_orient_matrix_UB_22      -0.0065728000
_diffrn_orient_matrix_UB_23      0.0056294000
_diffrn_orient_matrix_UB_31      -0.0073879000
_diffrn_orient_matrix_UB_32      -0.0754955000
_diffrn_orient_matrix_UB_33      -0.0010256000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            23753
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         29.38
_diffrn_reflns_theta_min         2.38
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.240
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_description       plate
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         7796
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0418
_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^)+(0.0362P)^2^+0.2917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0871
_reflns_number_gt                6798
_reflns_number_total             7796
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja3068269_si_003.cif
_cod_data_source_block           12jo0009s
_cod_original_cell_volume        1656.45(4)
_cod_database_code               4118495
_chemical_oxdiff_formula         'C34 H40 O6 S2 Si1'
_reflns_odcompleteness_completeness 99.34
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32