Protecting Group-Free Total Synthesis of (-)-Lannotinidine B
Hui Ming Ge; Lan-De Zhang; Ren Xiang Tan; Zhu-Jun Yao; Journal of the American Chemical Society 134 (2012) 12323–12325; doi:10.1021/ja305261h

data_4118431
_publ_contact_author
;
     Dr. Seik Weng Ng
     Department of Chemistry
     University of Malaya
     50603 Kuala Lumpur
     Malaysia
;
_publ_contact_author_email       seikweng@um.edu.my
_publ_contact_author_fax         '03 7967 4193'
_publ_contact_author_phone       '03 7967 6778'
_publ_section_title
;
 Protecting Group-Free Total Synthesis of (-)-Lannotinidine B
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12323
_journal_page_last               12325
_journal_paper_doi               10.1021/ja305261h
_journal_volume                  134
_journal_year                    2012
_chemical_formula_moiety         'C16 H26 N O, Cl'
_chemical_formula_sum            'C16 H26 Cl N O'
_chemical_formula_weight         283.83
_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_date             2012
_audit_creation_method           SHELXL-97
_audit_update_record
;
2012-01-01

2012-05-29 # Formatted by publCIF
;
_cell_angle_alpha                87.122(4)
_cell_angle_beta                 83.596(5)
_cell_angle_gamma                74.946(5)
_cell_formula_units_Z            2
_cell_length_a                   7.0468(4)
_cell_length_b                   7.1015(4)
_cell_length_c                   15.3922(8)
_cell_measurement_reflns_used    1847
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4987
_cell_measurement_theta_min      2.6611
_cell_volume                     739.01(7)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2012)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type
'Agilent Technologies SuperNova Dual diffractometer with Atlas detector'
_diffrn_measurement_method       '\w scan'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0384
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4947
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_T_max  0.9875
_exptl_absorpt_correction_T_min  0.9514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis PRO (Agilent, 2012)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       prism
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.376
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
'Flack (Flack, 1983) parameter from 735 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.14(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4092
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0527
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1044P)^2^+0.2793P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1450
_refine_ls_wR_factor_ref         0.1467
_reflns_number_gt                3973
_reflns_number_total             4092
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ja305261h_si_003.cif
_cod_data_source_block           a
_cod_database_code               4118431