Winchinines A and B, two unusual monoterpene indole alkaloids with a third nitrogen atom from Winchia calophylla
Li, Yu-Ting; Gao, Xian-Da; Zhang, Wei; Huang, Xiao-Jun; Zhang, Dongmei; Jiang, Renwang; Wang, Lei; Zhang, Xiaoqi; Ye, Wen-Cai; RSC Adv.  (2016) –; doi:10.1039/C6RA10137B

data_7225563
_publ_section_title
;
 Winchinines A and B, two unusual monoterpene indole alkaloids with a
 third nitrogen atom from Winchia calophylla
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA10137B
_journal_year                    2016
_chemical_absolute_configuration rm
_chemical_formula_moiety         C20H25N3O2.CH3OH
_chemical_formula_sum            'C21 H29 N3 O3'
_chemical_formula_weight         371.48
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-06-12 deposited with the CCDC.
2016-06-14 downloaded from the CCDC.
;
_cell_angle_alpha                80.843(8)
_cell_angle_beta                 81.536(10)
_cell_angle_gamma                89.868(8)
_cell_formula_units_Z            2
_cell_length_a                   7.8960(10)
_cell_length_b                   8.4207(7)
_cell_length_c                   14.3158(16)
_cell_measurement_reflns_used    2381
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      62.6260
_cell_measurement_theta_min      5.6320
_cell_volume                     929.27(18)
_computing_cell_refinement       'CrysAlis PRO '
_computing_data_collection       'CrysAlis PRO '
_computing_data_reduction        'CrysAlis PRO'
_computing_molecular_graphics    'OLEX2 (Dolomanov <i>et al.</i>, 2009)'
_computing_publication_material  'XP (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Agilent Gemini S ultra'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6107
_diffrn_reflns_theta_full        62.92
_diffrn_reflns_theta_max         62.92
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.718
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.4(4)
_refine_ls_extinction_coef       0.0110(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         3688
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0556
_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^)+(0.0757P)^2^+0.4813P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1607
_reflns_number_gt                3351
_reflns_number_total             3688
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra10137b2.cif
_cod_data_source_block           iia
_cod_original_cell_volume        929.27(17)
_cod_original_sg_symbol_H-M      P1
_cod_database_code               7225563
_shelxs_shelxl_version_number    2008
_shelxs_submission_special_instruction
;