Synthesis of [n,5]-Spiroketals by Ring Enlargement of Donor-Acceptor-Substituted Cyclopropane Derivatives
Christian Brand; Gesche Rauch; Michele Zanoni; Birger Dittrich; Daniel B. Werz; Journal of Organic Chemistry 74 (2009) 8779–8786; doi:10.1021/jo901902g

data_4025064
_publ_contact_author
;
Dittrich, Birger, Institute for inorganic chemistry,
Georg-August-University Goettingen, Tammannstr. 4,
D-37077 Goettingen, Germany.
;
_publ_contact_author_email       bdittri@gwdg.de
_publ_contact_author_fax         +49-551-3922582
_publ_contact_author_phone       +49-551-3919405
_publ_section_title
;
Synthesis of [n,5]-Spiroketals by Ring Enlargement of
Donor-Acceptor-Substituted Cyclopropane Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8779
_journal_page_last               8786
_journal_paper_doi               10.1021/jo901902g
_journal_volume                  74
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_compound_source        synthesis
_chemical_formula_moiety         'C12 H14 O2'
_chemical_formula_sum            'C12 H14 O2'
_chemical_formula_weight         190.23
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_date             2009-09-01T14:36:15-00:00
_audit_creation_method           'XD routine XDCIF'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16.0
_cell_length_a                   26.262(3)
_cell_length_b                   26.262(3)
_cell_length_c                   5.8835(7)
_cell_measurement_reflns_used    4732
_cell_measurement_temperature    100
_cell_measurement_theta_max      58.40
_cell_measurement_theta_min      6.205
_cell_volume                     4057.8(8)
_computing_molecular_graphics    'Koritsanszky et al, (2003)'
_computing_publication_material  'Koritsanszky et al, (2003)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Bruker Apex 2 Diffractometer'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_UB_11      3.4741445e-03
_diffrn_orient_matrix_UB_12      -3.7682354e-02
_diffrn_orient_matrix_UB_13      -1.8876886e-02
_diffrn_orient_matrix_UB_21      -3.7132829e-02
_diffrn_orient_matrix_UB_22      -4.2411303e-03
_diffrn_orient_matrix_UB_23      3.2520447e-02
_diffrn_orient_matrix_UB_31      -7.6809875e-03
_diffrn_orient_matrix_UB_32      3.4593483e-03
_diffrn_orient_matrix_UB_33      -1.6575436e-01
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.067
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            25743
_diffrn_reflns_theta_full        29.0
_diffrn_reflns_theta_max         29.1
_diffrn_reflns_theta_min         6.205
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5232
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS version 2008/2, Bruker AXS, 2008.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_description       plate
_exptl_crystal_F_000             1632.0
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.8176
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         1908
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0304
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
     calc w1 = 1/[s^2^(Fo)]
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0288
_reflns_number_gt                1908
_reflns_number_total             2740
_reflns_threshold_expression     F>2(\s)F
_cod_data_source_file            jo901902g_si_002_3.cif
_cod_data_source_block           TETRA
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               4025064