Asymmetric 1,3-dipolar cycloaddition with a P-stereogenic dipolarophile: an efficient approach to novel P-stereogenic 1,2-diphosphine systems.
Vinokurov, Nikolai; Pietrusiewicz, K Michał; Frynas, Sławomir; Wiebcke, Michael; Butenschön, Holger; Chemical communications (Cambridge, England)  (2008) 5408–5410; doi:10.1039/b810573a

data_7103475
_publ_section_title
;
 Asymmetric 1,3-dipolar cycloaddition with a P-stereogenic
 dipolarophile: an efficient approach to novel P-stereogenic
 1,2-diphosphine systems.
;
_journal_issue                   42
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5408
_journal_page_last               5410
_journal_paper_doi               10.1039/b810573a
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_formula_sum            'C29 H35 B2 N O P2'
_chemical_formula_weight         497.14
_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                 112.33(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.370(6)
_cell_length_b                   11.336(7)
_cell_length_c                   17.169(6)
_cell_measurement_reflns_used    7998
_cell_measurement_temperature    294
_cell_measurement_theta_max      24.45
_cell_measurement_theta_min      2.15
_cell_volume                     2947(3)
_computing_cell_refinement       'Stoe IPDS software'
_computing_data_collection       'Stoe IPDS software'
_computing_data_reduction        'Stoe IPDS software'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (sheldrick, 1997)'
_diffrn_ambient_temperature      294
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       psi-scan
_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  0.0977
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            38592
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  0.9741
_exptl_absorpt_correction_T_min  0.9108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.768
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         10351
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.768
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0422
_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^)+(0.0002P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0537
_refine_ls_wR_factor_ref         0.0608
_reflns_number_gt                5205
_reflns_number_total             10351
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b810573a.txt
_cod_data_source_block           f
_cod_original_sg_symbol_H-M      P21
_cod_original_formula_sum        'C29 H35 B2 N1 O1 P2'
_cod_database_code               7103475