(3<i>R</i>*,5'<i>S</i>*)-6,7-Dimethoxy-3-(4'-methoxy-6'-methyl-5',6',7',8'-tetrahydro-1,3-dioxolo[4,5-<i>g</i>]isoquinolin-5'-yl)isobenzofuran-1(3<i>H</i>)-one (racemic α-noscapine)
von Langermann, Jan; Lorenz, Heike; Boehm, Oliver; Flemming, Anke; Bernsdorf, Arne; Köckerling, Martin; Schinzer, Dieter; Seidel-Morgenstern, Andreas; Acta Crystallographica Section E 66 (2010) o570–; doi:10.1107/S1600536810003958

data_2225247
_publ_section_title
;(3<i>R</i>*,5'<i>S</i>*)-6,7-Dimethoxy-3-(4'-methoxy-6'-methyl-5',6',7',8'-tetrahydro-1,3-dioxolo[4,5-<i>g</i>]isoquinolin-5'-yl)isobenzofuran-1(3<i>H</i>)-one
 (racemic \a-noscapine)
;
_journal_coeditor_code           HB5290
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o570
_journal_paper_doi               10.1107/S1600536810003958
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C22 H23 N O7'
_chemical_formula_moiety         'C22 H23 N O7'
_chemical_formula_sum            'C22 H23 N O7'
_chemical_formula_weight         413.41
_chemical_melting_point          501.9
_chemical_name_common            \a-noscapine
_chemical_name_systematic
;
(3<i>R</i>*,5'<i>S</i>*)-6,7-Dimethoxy-3-(4'-methoxy-6'-methyl-5',6',7',8'-
tetrahydro-1,3-dioxolo[4,5-<i>g</i>]isoquinolin-5'-yl)isobenzofuran-
1(3<i>H</i>)-one
;
_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                 95.781(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.5242(8)
_cell_length_b                   9.3581(5)
_cell_length_c                   13.2801(7)
_cell_measurement_reflns_used    6930
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.93
_cell_measurement_theta_min      2.52
_cell_volume                     1919.48(17)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'SMART (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       \w
_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  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14003
_diffrn_reflns_theta_full        26.33
_diffrn_reflns_theta_max         26.33
_diffrn_reflns_theta_min         3.42
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.708
_refine_ls_extinction_coef       0.0057(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         3864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0570
_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^)+(0.0785P)^2^+1.3900P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1567
_refine_ls_wR_factor_ref         0.1688
_reflns_number_gt                2989
_reflns_number_total             3864
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            hb5290.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2225247
_cod_database_fobs_code          2225247