Desymmetrization of 7-dimethylphenylsilylcycloheptatriene. Towards the synthesis of new aminocycloheptitols.
Girard, Emeline; Desvergnes, Valérie; Tarnus, Céline; Landais, Yannick; Organic & biomolecular chemistry 8 (2010) 5628–5634; doi:10.1039/c0ob00521e

data_7153509
_publ_section_title
;
 Desymmetrization of 7-dimethylphenylsilylcycloheptatriene. Towards the
 synthesis of new aminocycloheptitols.
;
_journal_issue                   24
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5628
_journal_page_last               5634
_journal_paper_doi               10.1039/c0ob00521e
_journal_volume                  8
_journal_year                    2010
_chemical_formula_sum            'C18 H27 N O9'
_chemical_formula_weight         401.41
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 95.081(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.432(2)
_cell_length_b                   9.9220(13)
_cell_length_c                   10.8403(14)
_cell_measurement_temperature    143(2)
_cell_volume                     1974.7(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      143(2)
_diffrn_measured_fraction_theta_full 0.930
_diffrn_measured_fraction_theta_max 0.930
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10670
_diffrn_reflns_theta_full        55.34
_diffrn_reflns_theta_max         55.34
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    0.921
_exptl_absorpt_correction_T_max  0.9136
_exptl_absorpt_correction_T_min  0.9136
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.0101(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         2341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0631
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1064P)^2^+4.8190P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1768
_refine_ls_wR_factor_ref         0.1997
_reflns_number_gt                2247
_reflns_number_total             2341
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ob00521e.txt
_cod_data_source_block           eg162f1
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7153509