Cinerin C: a macrophyllin-type bicyclo[3.2.1]octane neolignan from <i>Pleurothyrium cinereum</i> (Lauraceae)
Coy-Barrera, Ericsson D.; Cuca-Suárez, Luis E.; Sefkow, Michael; Schilde, Uwe; Acta Crystallographica Section C 68 (2012) o320–o322; doi:10.1107/S0108270112030946

data_2018557
_publ_section_title
;
 Cinerin C: a macrophyllin-type bicyclo[3.2.1]octane neolignan from
 <i>Pleurothyrium cinereum</i> (Lauraceae)
;
_journal_coeditor_code           BM3119
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o320
_journal_page_last               o322
_journal_paper_doi               10.1107/S0108270112030946
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C22 H26 O7 , H2 O'
_chemical_formula_moiety         'C22 H26 O7, H2 O'
_chemical_formula_sum            'C22 H28 O8'
_chemical_formula_weight         420.4584
_chemical_melting_point          448
_chemical_name_common            CinerinC
_chemical_name_systematic
;
(7<i>S</i>,8<i>R</i>,3'<i>R</i>,4'<i>S</i>,5'<i>R</i>)-\D^8'^-4'-hydroxy-
5,5',3'-trimethoxy-3,4-methylenedioxy-2',3',4',5'-tetrahydro-2'-oxo-
7.3',8.5'-neolignan monohydrate
;
_space_group_IT_number           169
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 61'
_symmetry_space_group_name_H-M   'P 61'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   18.2223(12)
_cell_length_b                   18.2223(12)
_cell_length_c                   11.2387(6)
_cell_measurement_reflns_used    27502
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      50.27
_cell_measurement_theta_min      2.56
_cell_volume                     3231.9(3)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2004)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2004)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2004)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997), based on ORTEPIII
(Burnett & Johnson, 1996), and DIAMOND (Brandenburg, 2007)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      210(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS 2'
_diffrn_measurement_method       '\w scan, 0.5\%'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1884
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            19695
_diffrn_reflns_theta_full        24.73
_diffrn_reflns_theta_max         24.73
_diffrn_reflns_theta_min         1.29
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.34
_platon_squeeze_details
;
The Platon Squeeze procedure was applied to recover 71 electrons
per unit cell. The application of Squeeze gave a good improvement
in the data statistics and allowed for a full anisotropic refinement
of the structure.
;
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.163
_refine_ls_abs_structure_details
;
Friedel opposites were merged because of the absence of significant
anomalous scattering effects
;
_refine_ls_extinction_coef       0.0038(12)
_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   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         1930
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0540P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0923
_reflns_number_gt                1816
_reflns_number_total             1930
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bm3119.cif
_cod_data_source_block           I
_cod_database_code               2018557
_cod_database_fobs_code          2018557