Dehydrogenative α-Oxygenation of Ethers with an Iron Catalyst.
Gonzalez-de-Castro, Angela; Robertson, Craig M.; Xiao, Jianliang; Journal of the American Chemical Society 136 (2014) 8350–8360; doi:10.1021/ja502167h

data_4121914
_publ_section_title
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 Dehydrogenative \a-Oxygenation of Ethers with an Iron Catalyst.
;
_journal_issue                   23
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8350
_journal_page_last               8360
_journal_paper_doi               10.1021/ja502167h
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         '2(C18 H18 O4)'
_chemical_formula_sum            'C36 H36 O8'
_chemical_formula_weight         596.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-06-09
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.255(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.2839(14)
_cell_length_b                   7.6923(15)
_cell_length_c                   26.517(5)
_cell_measurement_reflns_used    1521
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.31
_cell_measurement_theta_min      2.73
_cell_volume                     1485.7(5)
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            18112
_diffrn_reflns_theta_full        26.48
_diffrn_reflns_theta_max         26.48
_diffrn_reflns_theta_min         2.76
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6689
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platlet
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3058
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0458
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0461P)^2^+0.9856P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1153
_reflns_number_gt                2495
_reflns_number_total             3058
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja502167h_si_003.cif
_cod_data_source_block           p21c_new
_cod_depositor_comments
'Adding full bibliography for 4121911--4121914.cif.'
_cod_database_code               4121914
_olex2_refinement_description
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1. Others
 Fixed Uiso: H8(0.024) H9(0.018) H10(0.027) H11(0.026) H12(0.018) H13(0.025)
 H14A(0.027) H14B(0.027) H15A(0.026) H15B(0.026) H16(0.029) H18A(0.026)
 H18B(0.026) H19(0.028) H20A(0.026) H20B(0.026) H21(0.035) H22(0.032)
 Fixed X: H8(0.564) H9(0.821) H10(0.9298) H11(0.483) H12(0.6816) H13(0.9883)
 H14A(1.2256) H14B(1.1681) H15A(0.3195) H15B(0.2635) H16(0.4967) H18A(1.0512)
 H18B(1.2487) H19(0.7099) H20A(0.2533) H20B(0.4497) H21(0.9824) H22(0.7571)
 Fixed Y: H8(0.6991) H9(0.7547) H10(0.3964) H11(0.6652) H12(0.3382)
 H13(0.4209) H14A(0.545) H14B(0.3484) H15A(0.7421) H15B(0.5452) H16(0.6486)
 H18A(0.3625) H18B(0.4445) H19(0.5068) H20A(0.6463) H20B(0.7292) H21(0.4492)
 H22(0.584)
 Fixed Z: H8(0.1429) H9(0.2051) H10(0.3615) H11(0.4577) H12(0.2965)
 H13(0.0418) H14A(0.1237) H14B(0.1222) H15A(0.375) H15B(0.3727) H16(0.0588)
 H18A(0.2028) H18B(0.2053) H19(0.0084) H20A(0.291) H20B(0.296) H21(0.4463)
 H22(0.4943)
;