1,3-Dipolar cycloaddition of nitrilimines to 2,4-disubstituted-3H-1,5-benzodiazepines: remarkable effect of C4-substituent on diastereoselectivity
Nabih, Khadija; Baouid, Abdesselam; Hasnaoui, Aissa; Selkti, Mohamed; Compain, Philippe; New Journal of Chemistry 27 (2003) 1644–; doi:10.1039/b303995c

data_7050612
_publ_section_title
;
 1,3-Dipolar cycloaddition of nitrilimines to
 2,4-disubstituted-3H-1,5-benzodiazepines: remarkable effect of
 C4-substituent on diastereoselectivity
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1644
_journal_paper_doi               10.1039/b303995c
_journal_volume                  27
_journal_year                    2003
_chemical_formula_moiety         'C31 H30 Cl2 N6 O4'
_chemical_formula_sum            'C31 H30 Cl2 N6 O4'
_chemical_formula_weight         621.51
_chemical_melting_point          180.5(5)
_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                 116.76(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.749(3)
_cell_length_b                   23.587(5)
_cell_length_c                   17.758(4)
_cell_measurement_temperature    293(2)
_cell_volume                     6264(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Nonius, 1998)'
_computing_data_reduction        'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_publication_material  'WinGX - Version 1.63.02 (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.390
_diffrn_measured_fraction_theta_max 0.390
_diffrn_measurement_device_type  'KappaCCD (Nonius, 1998)'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0723
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4102
_diffrn_reflns_theta_full        24.58
_diffrn_reflns_theta_max         24.58
_diffrn_reflns_theta_min         2.57
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      1.32
_exptl_crystal_density_method    flotation
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             2592
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     775
_refine_ls_number_reflns         4102
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0612
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0933P)^2^+13.6892P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1546
_refine_ls_wR_factor_ref         0.1549
_reflns_number_gt                4097
_reflns_number_total             4102
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b303995c.txt
_cod_data_source_block           compound3b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '180-181' was changed to '180.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        6264(2)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7050612