A biomimetic synthesis of (−)-N(a)-methylervitsine
Bennasar, M.-Lluïsa; Zulaica, Ester; Alonso, Yolanda; Bosch, Joan; Mata, Ignasi; Molins, Elies; Chemical Communications  (2001) 1166–; doi:10.1039/b102010m

data_7114669
_publ_section_title
;
 A biomimetic synthesis of (&#x2212;)-N(a)-methylervitsine
;
_journal_issue                   13
_journal_name_full               'Chemical Communications'
_journal_page_first              1166
_journal_paper_doi               10.1039/b102010m
_journal_year                    2001
_chemical_compound_source        'synthesis as described -# -#'
_chemical_formula_moiety         'C25 H29 N3 O3'
_chemical_formula_structural     'C25 N3 O3 H29'
_chemical_formula_sum            'C25 H29 N3 O3'
_chemical_formula_weight         419.51
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_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_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_creation_date             2001-03-03T16:01:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 106.917(12)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.4175(10)
_cell_length_b                   8.8264(10)
_cell_length_c                   12.670(2)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.6
_cell_measurement_theta_min      11.97
_cell_measurement_wavelength     '0.71073 -# -#'
_cell_volume                     1114.6(3)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material
'WinGX publication routines (Farrugia, 1999) -# -#'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega/2theta scans'
_diffrn_orient_matrix_type
;
x-axis points to radiation source
the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_UB_11      0.45358E-1
_diffrn_orient_matrix_UB_12      0.21805E-1
_diffrn_orient_matrix_UB_13      0.79599E-1
_diffrn_orient_matrix_UB_21      0.87007E-1
_diffrn_orient_matrix_UB_22      0.15164E-1
_diffrn_orient_matrix_UB_23      -0.17041E-1
_diffrn_orient_matrix_UB_31      -0.20926E-1
_diffrn_orient_matrix_UB_32      0.110147
_diffrn_orient_matrix_UB_33      -0.0134
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3961
_diffrn_reflns_theta_full        30.4
_diffrn_reflns_theta_max         30.4
_diffrn_reflns_theta_min         2.24
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9895
_exptl_absorpt_correction_T_min  0.9647
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was   7
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.25
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.99
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.04
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.4(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3565
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.066
_refine_ls_R_factor_gt           0.0374
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0701P)^2^+0.0572P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.112
_reflns_number_gt                2818
_reflns_number_total             3565
_reflns_threshold_expression     '>2sigma(I) -# -#'
_cod_data_source_file            b102010m.txt
_cod_data_source_block           jb19
_cod_original_cell_volume        1114.6(2)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7114669
_exptl_absorpt_factor_mur        0.01
_exptl_absorpt_correction_t_ave  '0.9823 -# -#'
_diffrn_standards_decay_corr_max 1
_diffrn_standards_decay_corr_min 1