π-Allyl cation cyclisations initiated by silver(I)-promoted electrocyclic ring opening of ring-fused gem-dibromocyclopropanes possessing tethered nucleophiles: the influence of chiral auxiliaries on the diastereoselectivity of cyclisations involving meso-substrates
Banwell, Martin; Edwards, Alison; Harvey, Joanne; Hockless, David; Willis, Anthony; Journal of the Chemical Society, Perkin Transactions 1  (2000) 2175–; doi:10.1039/b002525i

data_7213340
_publ_section_title
;
 \p-Allyl cation cyclisations initiated by silver(I)-promoted
 electrocyclic ring opening of ring-fused gem-dibromocyclopropanes
 possessing tethered nucleophiles: the influence of chiral auxiliaries on
 the diastereoselectivity of cyclisations involving meso-substrates
;
_journal_issue                   14
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              2175
_journal_paper_doi               10.1039/b002525i
_journal_year                    2000
_chemical_formula_moiety         'C18 H29 Br2 N O2 '
_chemical_formula_sum            'C18 H29 Br2 N O2'
_chemical_formula_weight         451.24
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             2000-03-09
_audit_creation_method           'by teXsan v1.8'
_audit_update_record
;
1999  data collection and refinement by dcrh
2000-03-09  cif compiled by acwillis
2000-03-09  passes checkcif with alerts

;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.080(3)
_cell_length_b                   9.637(1)
_cell_length_c                   29.064(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    193.2
_cell_measurement_theta_max      49.9
_cell_measurement_theta_min      47.7
_cell_volume                     1983.0(9)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan (MSC, 1992-1997)'
_computing_publication_material  'teXsan (MSC, 1992-1997)'
_computing_structure_refinement  'teXsan (MSC, 1992-1997)'
_computing_structure_solution
;
SIR92 (Altomare, et. al. 1994)
;
_diffrn_ambient_temperature      193.2
_diffrn_measurement_device_details
;
Rigaku AFC6R diffractometer with extended arm and
evacuated collimator and beam tunnel.
Data cannot be collected beyond \y 60 deg in this configuration.
;
_diffrn_measurement_device_type  'Rigaku AFC6R'
_diffrn_measurement_method       \w-2\q
_diffrn_orient_matrix_UB_11      -0.07276
_diffrn_orient_matrix_UB_12      0.05433
_diffrn_orient_matrix_UB_13      0.02335
_diffrn_orient_matrix_UB_21      0.11765
_diffrn_orient_matrix_UB_22      0.01234
_diffrn_orient_matrix_UB_23      0.01860
_diffrn_orient_matrix_UB_31      0.02857
_diffrn_orient_matrix_UB_32      0.08754
_diffrn_orient_matrix_UB_33      -0.01711
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.00000
_diffrn_reflns_av_sigmaI/netI    0.020
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1730
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         59.96
_diffrn_reflns_theta_min         1.52
_diffrn_standards_decay_%        -4.76
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.294
_exptl_absorpt_correction_T_max  .853
_exptl_absorpt_correction_T_min  .666
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
\y scans (North,Phillips & Matthews, 1968)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             920.00
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.38
_refine_ls_abs_structure_details
;
Absolute configuration assigned by comparative refinement.
After refinement with coordinates transformed by (-x,-y,-z),
R = 0.0392, Rw = 0.0493, GOF = 3.06.
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.480
_refine_ls_goodness_of_fit_ref   2.562
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     208
_refine_ls_number_reflns         1605
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.0250
_refine_ls_shift/su_mean         0.0006
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00008|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0416
_refine_ls_wR_factor_ref         0.0412
_reflns_number_gt                1605
_reflns_number_total             1730
_reflns_threshold_expression     I>3.00\s(I)
_cod_data_source_file            b002525isup1.cif
_cod_data_source_block           MGB46
_cod_depositor_comments
;
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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00008|Fo|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(Fo) + 0.00008|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1982.9(9)
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C18 H29 Br2 N O2 '
_cod_database_code               7213340