Synthesis of Formylsilanes through Oxidative Cleavage of α-Silyl Glycols
Henrik von Wachenfeldt; Daniel Strand; Journal of Organic Chemistry 78 (2013) 12268–12273; doi:10.1021/jo402123j

data_4028828
_publ_contact_author_address
;
Centre for Analysis and Synthesis
Department of Chemistry
Lund University
Box 124
221 00 Lund
Sweden
;
_publ_contact_author_email       daniel.strand@chem.lu.se
_publ_contact_author_fax         '+ 46 46 22 28 209'
_publ_contact_author_name        'Daniel Strand'
_publ_contact_author_phone       '+46 46 22 28 123'
_publ_section_title
;
 Synthesis of Formylsilanes through Oxidative Cleavage of \a-Silyl Glycols
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              12268
_journal_page_last               12273
_journal_paper_doi               10.1021/jo402123j
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C16 H26 N4 O4 Si1'
_chemical_formula_sum            'C16 H26 N4 O4 Si'
_chemical_formula_weight         366.48
_chemical_name_systematic
;
(<i>E</i>)-1-(2,4-dinitrophenyl)-2-((triisopropylsilyl)methylene)hydrazine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_update_record
;
2013-03-15 # Formatted by publCIF
;
_cell_angle_alpha                85.89(2)
_cell_angle_beta                 80.43(2)
_cell_angle_gamma                81.21(2)
_cell_formula_units_Z            2
_cell_length_a                   7.935(2)
_cell_length_b                   8.125(2)
_cell_length_c                   16.481(4)
_cell_measurement_reflns_used    1618
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8841
_cell_measurement_theta_min      2.5042
_cell_volume                     1034.3(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1829
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) x-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_av_sigmaI/netI    0.0918
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12474
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.95
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_description       cuboid
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4727
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1571
_refine_ls_R_factor_gt           0.0877
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1369P)^2^+0.0075P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2251
_refine_ls_wR_factor_ref         0.2860
_reflns_number_gt                2315
_reflns_number_total             4727
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            jo402123j_si_002_2.cif
_cod_data_source_block           compound8a
_cod_original_cell_volume        1034.3(5)
_cod_original_formula_sum        'C16 H26 N4 O4 Si1'
_cod_database_code               4028828