Two Pairs of Enantiomeric Alkaloid Dimers from Macleaya cordata.
Sai, Chun-Mei; Li, Da-Hong; Xue, Chun-Mei; Wang, Kai-Bo; Hu, Ping; Pei, Yue-Hu; Bai, Jiao; Jing, Yong-Kui; Li, Zhan-Lin; Hua, Hui-Ming; Organic letters 17 (2015) 4102–4105; doi:10.1021/acs.orglett.5b02044

data_1555224
_publ_section_title
;
 Two Pairs of Enantiomeric Alkaloid Dimers from Macleaya cordata.
;
_journal_issue                   16
_journal_name_full               'Organic letters'
_journal_page_first              4102
_journal_page_last               4105
_journal_paper_doi               10.1021/acs.orglett.5b02044
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C41 H36 N2 O9'
_chemical_formula_sum            'C41 H36 N2 O9'
_chemical_formula_weight         700.72
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-11-14
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 92.9390(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.0503(4)
_cell_length_b                   11.68507(17)
_cell_length_c                   14.8134(3)
_cell_measurement_reflns_used    7024
_cell_measurement_temperature    102.3
_cell_measurement_theta_max      71.0560
_cell_measurement_theta_min      3.6832
_cell_volume                     3293.19(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      102.3
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details
;
  1 omega  -44.00    9.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  111.0000   60.0000 53

  2 omega   12.00   45.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969   77.0000  120.0000 33

  3 omega   35.00   87.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969   37.0000  150.0000 52

  4 omega   61.00   91.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969   77.0000 -150.0000 30

  5 omega   20.00  102.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969   37.0000  -30.0000 82

  6 omega   27.00   53.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969   77.0000 -180.0000 26

  7 omega   37.00   62.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969  -77.0000   30.0000 25

  8 omega  -11.00   59.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969  -91.0000  160.0000 70

  9 omega  -34.00   52.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969  -37.0000 -120.0000 86

 10 omega  -20.00   10.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969  -77.0000   30.0000 30

 11 omega  -32.00   83.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969    0.0000  -90.0000 115

 12 omega   10.00   53.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       34.7969   77.0000 -150.0000 43

 13 omega   81.00  172.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 91

 14 omega  143.00  169.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -120.0000 26

 15 omega   40.00   98.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 58

 16 omega   82.00  172.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 90

 17 omega   60.00   96.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 36

 18 omega   54.00   80.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 26

 19 omega   92.00  118.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 26

 20 omega  128.00  163.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 35

 21 omega   84.00  113.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 29

 22 omega  129.00  174.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 45

 23 omega   97.00  148.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  -90.0000 51
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0585419000
_diffrn_orient_matrix_UB_12      0.0263463000
_diffrn_orient_matrix_UB_13      -0.0648108000
_diffrn_orient_matrix_UB_21      0.0450512000
_diffrn_orient_matrix_UB_22      -0.0967084000
_diffrn_orient_matrix_UB_23      0.0432986000
_diffrn_orient_matrix_UB_31      -0.0329750000
_diffrn_orient_matrix_UB_32      -0.0853571000
_diffrn_orient_matrix_UB_33      -0.0689581000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15555
_diffrn_reflns_theta_full        71.23
_diffrn_reflns_theta_max         71.23
_diffrn_reflns_theta_min         4.44
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.825
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90726
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         6251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0404
_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^)+(0.0459P)^2^+1.4169P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1033
_reflns_number_gt                5389
_reflns_number_total             6251
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b02044_si_001.cif
_cod_data_source_block           exp_2502
_cod_database_code               1555224
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97