Enantioselective synthesis of isoquinoline alkaloids from simple sugar. II. Structure of 1-(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)-1,2,3,4-butanetetrayl tetraacetate <i>N</i>-oxide
Czarnocki, Zbigniew; Maurin, Jan K.; Winnicka-Maurin, Małgorzata; Acta Crystallographica Section C 50 (1994) 1779–1781; doi:10.1107/S0108270194003094

data_2010133
_publ_contact_author
;
     J. K. Maurin
     Institute of Atomic Energy
     Solid State Physics Department
     05-400 Otwock-\'Swierk
     Poland
;
_publ_section_title
;
 Enantioselective synthesis of isoquinoline alkaloids from simple
 sugar. II. Structure of
 1-(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)-1,2,3,4-butanetetrayl
 tetraacetate <i>N</i>-oxide
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1779
_journal_page_last               1781
_journal_paper_doi               10.1107/S0108270194003094
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C23 H29 N O11'
_chemical_formula_weight         495.48
_chemical_melting_point          413.5
_chemical_name_systematic
;
6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl-(1',2',3',4'-tetraacetoxy)-
butane-2-oxide
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 113.749(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.923(2)
_cell_length_b                   7.5697(11)
_cell_length_c                   13.743(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21
_cell_measurement_theta_min      20
_cell_volume                     1230.5(3)
_computing_cell_refinement       'Kuma Diffraction 1987'
_computing_data_collection       'Kuma Diffraction 1987'
_computing_data_reduction        'Kuma Diffraction 1987'
_computing_molecular_graphics    'ORTEP (Johnson, 1976)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'KM-4 \k-axis diffractometer'
_diffrn_measurement_method       'profile data from \w/\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0139
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            2607
_diffrn_reflns_theta_max         72.04
_diffrn_reflns_theta_min         3.51
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       'transparent column'
_exptl_crystal_F_000             526
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.387
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       0.0111(16)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.030
_refine_ls_goodness_of_fit_obs   1.043
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         2515
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_restrained_S_obs      1.043
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_obs          0.0515
_refine_ls_shift/esd_max         0.004
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;calc w = 1/[\s^2^(F~o~^2^)+(0.1120P)^2^+0.2155P] where
P = (F~o~^2^+2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.1471
_refine_ls_wR_factor_obs         0.1439
_reflns_number_observed          2372
_reflns_number_total             2515
_reflns_observed_criterion       >2\s(I)
_cod_data_source_file            ab1162.cif
_cod_data_source_block           N-oxide
_cod_original_cell_volume        1230.6(3)
_cod_original_sg_symbol_Hall     'P 2y1'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2010133