Chemoenzymatic approaches to the montanine alkaloids: a total synthesis of (+)-brunsvigine.
Banwell, Martin G.; Kokas, Okanya J.; Willis, Anthony C.; Organic letters 9 (2007) 3503–3506; doi:10.1021/ol071344y

data_1505489
_publ_section_title
;
 Chemoenzymatic approaches to the montanine alkaloids: a total synthesis
 of (+)-brunsvigine.
;
_journal_issue                   18
_journal_name_full               'Organic letters'
_journal_page_first              3503
_journal_page_last               3506
_journal_paper_doi               10.1021/ol071344y
_journal_volume                  9
_journal_year                    2007
_chemical_absolute_configuration ad
_chemical_compound_source        local
_chemical_formula_moiety         'C18 H24 Br I O6'
_chemical_formula_sum            'C18 H24 Br I O6'
_chemical_formula_weight         543.19
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             06-09-06
_audit_creation_method           CRYSTALS_ver_12.18
_audit_update_record
;
2006-09-07 - Report on C15 H22 O3
              by Anthony C. Willis
              for   Okanya Kokas and Martin Banwell

2006-09-07 - passes checkcif tests with no warnings
;
_cell_angle_alpha                90
_cell_angle_beta                 91.6476(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.3047(1)
_cell_length_b                   33.0047(3)
_cell_length_c                   13.9912(1)
_cell_measurement_reflns_used    118346
_cell_measurement_temperature    200
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     4294.90(7)
_computing_cell_refinement       'Denzo/Scalepack '
_computing_data_collection       'COLLECT (Nonius BV, 1997)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
ORTEP-II (Johnson 1976) in teXsan (MSC, 1992-1997)
;
_computing_publication_material  'CRYSTALS '
_computing_structure_refinement  'CRYSTALS (Watkin et al 2003)'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_diffrn_ambient_temperature      200
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ' \f and \w scans with CCD '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.052
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            62173
_diffrn_reflns_theta_full        25.108
_diffrn_reflns_theta_max         25.108
_diffrn_reflns_theta_min         2.595
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.380
_exptl_absorpt_correction_T_max  0.836
_exptl_absorpt_correction_T_min  0.517
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
via Gaussian method (Coppens, 1970) implemented in maXus (2000)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.87
_refine_diff_density_min         -0.63
_refine_ls_abs_structure_details 'Flack (1983), 7371 Friedel-pairs'
_refine_ls_abs_structure_Flack   -0.016(6)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1209
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     938
_refine_ls_number_reflns         10297
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.000543
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
  Method, part 1, Chebychev polynomial,
(Carruthers & Watkin, 1979, Prince, 1982)
  [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
  where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
  Method = Robust Weighting (Prince, 1982)
  W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
  A~i~ are:
  0.754 0.0216 0.571
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0360
_refine_ls_wR_factor_gt          0.0288
_refine_ls_wR_factor_ref         0.0288
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              39
_reflns_limit_k_min              -38
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                10297
_reflns_number_total             15170
_reflns_threshold_expression     I>3.0\s(I)
_oxford_diffrn_Wilson_B_factor   4.75
_oxford_diffrn_Wilson_scale      38.56
_oxford_refine_ls_scale          0.19418(13)
_oxford_structure_analysis_title '9061247 ban0624'
_cod_data_source_file            ol071344y-file005.cif
_cod_data_source_block           ban0624
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 1 21 1 '
_cod_database_code               1505489