Elucidation of the mechanism of transposition of tricyclo[<i>m</i>.<i>n</i>.0.0^2,<i>m^+1</i>]alka-2,3,<i>m</i>+2-triol derivatives: the stereochemistry of <i>cis</i>-<i>anti</i>-<i>cis</i>-1-acetoxytricyclo[7.3.0.0^2,7^]dodecan-8-one
Ianelli, Sandra; Nardelli, Mario; Belletti, Daniele; Brosse, Nicolas; Jamart-Grégoire, Brigitte; Caubère, Paul; Acta Crystallographica Section C 50 (1994) 1482–1485; doi:10.1107/S0108270194003161

data_2010051
_publ_section_title
;Elucidation of the mechanism of transposition of
 tricyclo[<i>m</i>.<i>n</i>.0.0^2,<i>m^+1</i>]alka-2,3,<i>m</i>+2-triol
 derivatives: the stereochemistry of
 <i>cis</i>-<i>anti</i>-<i>cis</i>-1-acetoxytricyclo[7.3.0.0^2,7^]dodecan-8-one
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1482
_journal_page_last               1485
_journal_paper_doi               10.1107/S0108270194003161
_journal_volume                  50
_journal_year                    1994
_chemical_formula_analytical     'C14 H20 O3'
_chemical_formula_sum            'C14 H20 O3'
_chemical_formula_weight         236.31
_chemical_name_systematic
;
 cis-anti-cis-1-Acetoxytricyclo[7.3.0.0^2,7^]dodecan-8-one
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.
_cell_angle_beta                 106.560(10)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   16.299(3)
_cell_length_b                   8.0410(10)
_cell_length_c                   10.148(2)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      36
_cell_measurement_theta_min      18
_cell_volume                     1274.8(4)
_computing_cell_refinement       'LQPARM (Nardelli & Mangia, 1984)'
_computing_data_collection       'local programs'
_computing_data_reduction        'local programs'
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_publication_material
'PARST (Nardelli, 1983); PARSTCIF (Nardelli, 1991)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens AED diffractometer'
_diffrn_measurement_method       '\q-2\q scan'
_diffrn_radiation_monochromator  Ni-filter
_diffrn_radiation_source         'standard X-ray tube'
_diffrn_radiation_type           'Cu K\a~1~'
_diffrn_radiation_wavelength     1.5405620
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2559
_diffrn_reflns_reduction_process
;
Standard Lorentz and polarization correction.
;
_diffrn_reflns_theta_max         70.24
_diffrn_reflns_theta_min         4.62
_diffrn_standards_decay_%        'within statistical fluctuation'
_diffrn_standards_interval_count 50
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.650
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_description
;
small prisms
;
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.180
_refine_ls_extinction_coef       0.0049(3)
_refine_ls_extinction_method     'SHELXL (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   0.735
_refine_ls_goodness_of_fit_obs   1.034
_refine_ls_hydrogen_treatment
'refall excepting those of the C10, C11 and C12 methylene groups'
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2425
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.734
_refine_ls_restrained_S_obs      1.034
_refine_ls_R_factor_all          0.1398
_refine_ls_R_factor_obs          0.0453
_refine_ls_shift/esd_max         0.032
_refine_ls_shift/esd_mean        0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(F~o~^2^)+(0.0356P)^2^] where P = (F~o~^2^+2F~c~^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1033
_refine_ls_wR_factor_obs         0.0847
_reflns_number_observed          976
_reflns_number_total             2426
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            li1109.cif
_cod_data_source_block           NB12dat
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w =
1/[\s^2^(F~o~^2^)+(0.0356P)^2^] where P = (F~o~^2^+2F~c~^2^)/3' 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^(F~o~^2^)+(0.0356P)^2^] where P = (F~o~^2^+2F~c~^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2010051