Asymmetric Synthesis of Cyclohexene Nucleoside Analogues
Sylvain Dalençon; Ramzi Aït Youcef; Muriel Pipelier; Vincent Maisonneuve; Didier Dubreuil; François Huet; Stéphanie Legoupy; Journal of Organic Chemistry 76 (2011) 8059–8063; doi:10.1021/jo2012708

data_4026610
_publ_section_title
;
 Asymmetric Synthesis of Cyclohexene Nucleoside Analogues
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8059
_journal_page_last               8063
_journal_paper_doi               10.1021/jo2012708
_journal_volume                  76
_journal_year                    2011
_chemical_formula_moiety         'C25 H39 N O7'
_chemical_formula_sum            'C25 H39 N O7'
_chemical_formula_weight         465.57
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.53(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.244(3)
_cell_length_b                   9.692(9)
_cell_length_c                   13.701(15)
_cell_measurement_temperature    293(2)
_cell_volume                     1349(2)
_computing_cell_refinement       'Bruker AXS (Bruker, 2009)'
_computing_data_collection       'Bruker AXS(Bruker, 2009)'
_computing_data_reduction        'Bruker AXS (Bruker, 2009)'
_computing_molecular_graphics    'DIAMOND v3.2f (Brandenburg, 2010)'
_computing_publication_material  'ENCIFER v1.3 (CCDC, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 512x512
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker QUAZAR APEX II CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'I\mS microfocus source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_sigmaI/netI    0.0130
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            67050
_diffrn_reflns_theta_full        20.68
_diffrn_reflns_theta_max         20.68
_diffrn_reflns_theta_min         1.50
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.278
_exptl_crystal_size_min          0.168
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.123
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         2708
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.216
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0370
_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^)+(0.0886P)^2^+0.1621P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1295
_reflns_number_gt                2598
_reflns_number_total             2708
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo2012708_si_002.cif
_cod_data_source_block           shelxl
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4026610