Siloxy(trialkoxy)ethene undergoes regioselective [2+2] cycloaddition to ynones and ynoates en route to functionalized cyclobutenediones
Iwata, Shin; Hamura, Toshiyuki; Suzuki, Keisuke; Chemical Communications 46 (2010) 5316–5318; doi:10.1039/c0cc00883d

data_7111752
_publ_section_title
;
 Siloxy(trialkoxy)ethene undergoes regioselective [2+2] cycloaddition to
 ynones and ynoates en route to functionalized cyclobutenediones
;
_journal_issue                   29
_journal_name_full               'Chemical Communications'
_journal_page_first              5316
_journal_page_last               5318
_journal_paper_doi               10.1039/c0cc00883d
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C15 H30 O5 Si'
_chemical_formula_weight         318.48
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                68.89(4)
_cell_angle_beta                 84.74(4)
_cell_angle_gamma                85.22(4)
_cell_formula_units_Z            2
_cell_length_a                   9.501(5)
_cell_length_b                   10.005(4)
_cell_length_c                   10.189(4)
_cell_measurement_temperature    173(2)
_cell_volume                     898.4(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0289
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8631
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         4.07
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  0.9782
_exptl_absorpt_correction_T_min  0.9298
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.504
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         4054
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0611
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1216P)^2^+0.8595P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1869
_refine_ls_wR_factor_ref         0.2075
_reflns_number_gt                3285
_reflns_number_total             4054
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC00883Dsup1.cif
_cod_data_source_block           shelxl
_cod_database_code               7111752