Structural studies of the regioselectivity of bishydroxylation of polycyclic methylenecyclobutanol derivatives
Ianelli, S.; Nardelli, M.; Belletti, D.; Brosse, N.; Jamart-Grégoire, B.; Caubère, P.; Acta Crystallographica Section C 49 (1993) 2022–2027; doi:10.1107/S0108270193004718

data_2001261
_publ_section_title
;
 Structural studies of the regioselectivity of bishydroxylation of
 polycyclic methylenecyclobutanol derivatives
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2022
_journal_page_last               2027
_journal_paper_doi               10.1107/S0108270193004718
_journal_volume                  49
_journal_year                    1993
_chemical_formula_analytical     'C15 H24 O4'
_chemical_formula_sum            'C15 H24 O4'
_chemical_formula_weight         268.35
_chemical_name_systematic
;
cis-cisoid-cis-8,9-dihydroxytricyclo[6.5.0.0^2,7^]tridec-2-yl acetate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                65.360(10)
_cell_angle_beta                 65.09(12)
_cell_angle_gamma                63.810(10)
_cell_formula_units_Z            4
_cell_length_a                   14.172(3)
_cell_length_b                   12.174(2)
_cell_length_c                   11.105(2)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      39
_cell_measurement_theta_min      20
_cell_volume                     1495.2(12)
_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, 1983a); PARSTCIF (Nardelli, 1991)
;
_computing_structure_refinement  'SHELXL92 (Sheldrick, 1992)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1986)'
_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 Cu anode'
_diffrn_radiation_type           'Cu K\=\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5688
_diffrn_reflns_reduction_process
;
as for the previous compound 2
;
_diffrn_reflns_theta_max         70.31
_diffrn_reflns_theta_min         3.63
_diffrn_standards_decay_%        'within statistical fluctuation'
_diffrn_standards_interval_count 50
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_description
;
 small prisms
;
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.364
_refine_ls_extinction_coef       0.0063(6)
_refine_ls_extinction_method     'SHELXL92 (Sheldrick, 1992)'
_refine_ls_goodness_of_fit_all   0.924
_refine_ls_goodness_of_fit_obs   1.104
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5637
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_restrained_S_obs      1.104
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_obs          0.0492
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef F^2^
_refine_ls_weighting_scheme
; calc w = 1/[\s^2^(F~o~^2^) + ( 0.0862P)^2^ + 0.0000P]
 where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.1681
_refine_ls_wR_factor_obs         0.1351
_reflns_number_observed          3483
_reflns_number_total             5688
_reflns_observed_criterion       I>2sigma(I)
_cod_data_source_file            al1053.cif
_cod_data_source_block           4
_cod_original_cell_volume        1495.0(10)
_cod_database_code               2001261