#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:10:37 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180291 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/05/7150525.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7150525
loop_
_publ_author_name
'Bhunnoo, Riaz A'
'Hobbs, Heather'
'Lainé, Dramane I'
'Light, Mark E'
'Brown, Richard C D'
_publ_section_title
;
 Synthesis of the non-adjacent bis-THF core of cis-sylvaticin using a
 double oxidative cyclisation.
;
_journal_issue                   5
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1017
_journal_page_last               1024
_journal_paper_doi               10.1039/b813201a
_journal_volume                  7
_journal_year                    2009
_chemical_compound_source        'Riaz Bhunnoo'
_chemical_formula_sum            'C28 H54 O6 Si2'
_chemical_formula_weight         542.89
_chemical_name_systematic
;
?
;
_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
_cell_angle_alpha                68.383(5)
_cell_angle_beta                 83.788(5)
_cell_angle_gamma                82.900(5)
_cell_formula_units_Z            1
_cell_length_a                   7.417(5)
_cell_length_b                   10.385(5)
_cell_length_c                   10.651(5)
_cell_measurement_reflns_used    3387
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     755.1(7)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'CAMERON (Watkin, et al., 1993)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker-Nonius CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans to fill the asymmetric unit'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker Nonius FR591 Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_sigmaI/netI    0.0609
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12517
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.63
_diffrn_reflns_theta_min         3.33
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  0.9923
_exptl_absorpt_correction_T_min  0.9786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS V2.10 (Sheldrick, G.M., 2003)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             298
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0455
_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/[σ²(Fo²)+(0.0349P)²+0.4161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1072
_reflns_number_gt                2708
_reflns_number_total             3491
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b813201a.txt
_cod_data_source_block           04sot0866
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7150525
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.30463(6) 0.79205(5) 0.23548(5) 0.01625(14) Uani 1 1 d . . .
O1 O 0.87498(18) 0.55030(15) 0.12357(15) 0.0336(3) Uani 1 1 d . . .
O2 O 0.52428(15) 0.49346(12) 0.27784(12) 0.0201(3) Uani 1 1 d . . .
O3 O 0.25387(15) 0.65660(11) 0.37165(12) 0.0171(3) Uani 1 1 d . . .
C1 C 0.7453(3) 0.5502(2) 0.0328(2) 0.0310(5) Uani 1 1 d . . .
H1A H 0.7925 0.5478 -0.0570 0.037 Uiso 1 1 calc R . .
H1B H 0.6261 0.6046 0.0337 0.037 Uiso 1 1 calc R . .
C2 C 0.7846(2) 0.42700(19) 0.1511(2) 0.0244(4) Uani 1 1 d . . .
H2 H 0.8616 0.3494 0.1319 0.029 Uiso 1 1 calc R . .
C3 C 0.6593(2) 0.38310(18) 0.27585(19) 0.0212(4) Uani 1 1 d . . .
H3 H 0.7316 0.3549 0.3573 0.025 Uiso 1 1 calc R . .
C4 C 0.5482(2) 0.26402(18) 0.28725(19) 0.0229(4) Uani 1 1 d . . .
H4A H 0.6140 0.1725 0.3344 0.027 Uiso 1 1 calc R . .
H4B H 0.5200 0.2687 0.1968 0.027 Uiso 1 1 calc R . .
C5 C 0.3736(2) 0.28895(18) 0.37095(19) 0.0221(4) Uani 1 1 d . . .
H5A H 0.2638 0.2957 0.3229 0.027 Uiso 1 1 calc R . .
H5B H 0.3649 0.2130 0.4604 0.027 Uiso 1 1 calc R . .
C6 C 0.3946(2) 0.42768(17) 0.38628(18) 0.0185(4) Uani 1 1 d . . .
H6 H 0.4465 0.4087 0.4749 0.022 Uiso 1 1 calc R . .
C7 C 0.2189(2) 0.52217(17) 0.37671(18) 0.0170(4) Uani 1 1 d . . .
H7 H 0.1601 0.5326 0.2929 0.020 Uiso 1 1 calc R . .
C8 C 0.0907(2) 0.45722(18) 0.49950(18) 0.0205(4) Uani 1 1 d . . .
H8A H 0.0676 0.3642 0.5026 0.025 Uiso 1 1 calc R . .
H8B H 0.1513 0.4441 0.5823 0.025 Uiso 1 1 calc R . .
C9 C 0.2417(2) 0.77103(19) 0.08040(18) 0.0238(4) Uani 1 1 d . . .
H9A H 0.3168 0.6921 0.0669 0.036 Uiso 1 1 calc R . .
H9B H 0.2622 0.8559 0.0020 0.036 Uiso 1 1 calc R . .
H9C H 0.1129 0.7541 0.0905 0.036 Uiso 1 1 calc R . .
C10 C 0.5503(2) 0.81755(19) 0.22193(19) 0.0226(4) Uani 1 1 d . . .
H10A H 0.5816 0.8281 0.3045 0.034 Uiso 1 1 calc R . .
H10B H 0.5761 0.9013 0.1437 0.034 Uiso 1 1 calc R . .
H10C H 0.6230 0.7367 0.2105 0.034 Uiso 1 1 calc R . .
C11 C 0.1691(2) 0.94869(18) 0.26092(18) 0.0198(4) Uani 1 1 d . . .
C12 C 0.2187(3) 1.08264(19) 0.1461(2) 0.0265(4) Uani 1 1 d . . .
H12A H 0.1470 1.1625 0.1604 0.040 Uiso 1 1 calc R . .
H12B H 0.1921 1.0789 0.0595 0.040 Uiso 1 1 calc R . .
H12C H 0.3487 1.0923 0.1450 0.040 Uiso 1 1 calc R . .
C13 C 0.2105(3) 0.9555(2) 0.3962(2) 0.0285(4) Uani 1 1 d . . .
H13A H 0.3410 0.9631 0.3959 0.043 Uiso 1 1 calc R . .
H13B H 0.1761 0.8710 0.4703 0.043 Uiso 1 1 calc R . .
H13C H 0.1410 1.0369 0.4090 0.043 Uiso 1 1 calc R . .
C14 C -0.0358(2) 0.9377(2) 0.2626(2) 0.0285(4) Uani 1 1 d . . .
H14A H -0.1043 1.0191 0.2761 0.043 Uiso 1 1 calc R . .
H14B H -0.0702 0.8531 0.3366 0.043 Uiso 1 1 calc R . .
H14C H -0.0638 0.9340 0.1763 0.043 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Si1 C10 110.78(7) . . ?
O3 Si1 C9 110.75(8) . . ?
C10 Si1 C9 110.41(9) . . ?
O3 Si1 C11 105.88(8) . . ?
C10 Si1 C11 108.19(8) . . ?
C9 Si1 C11 110.72(8) . . ?
C1 O1 C2 60.71(12) . . ?
C3 O2 C6 104.30(13) . . ?
C7 O3 Si1 127.25(11) . . ?
O1 C1 C2 59.71(12) . . ?
O1 C2 C1 59.58(13) . . ?
O1 C2 C3 117.15(16) . . ?
C1 C2 C3 123.45(16) . . ?
O2 C3 C2 111.21(14) . . ?
O2 C3 C4 103.92(14) . . ?
C2 C3 C4 113.83(16) . . ?
C3 C4 C5 103.12(15) . . ?
C6 C5 C4 103.99(14) . . ?
O2 C6 C7 110.06(14) . . ?
O2 C6 C5 104.56(14) . . ?
C7 C6 C5 114.30(14) . . ?
O3 C7 C8 109.23(14) . . ?
O3 C7 C6 110.90(13) . . ?
C8 C7 C6 109.25(14) . . ?
C8 C8 C7 113.90(18) 2_566 . ?
C12 C11 C13 109.17(16) . . ?
C12 C11 C14 108.45(14) . . ?
C13 C11 C14 108.89(16) . . ?
C12 C11 Si1 110.44(13) . . ?
C13 C11 Si1 109.55(12) . . ?
C14 C11 Si1 110.30(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 O3 1.6534(13) . ?
Si1 C10 1.856(2) . ?
Si1 C9 1.858(2) . ?
Si1 C11 1.8952(19) . ?
O1 C1 1.436(3) . ?
O1 C2 1.438(2) . ?
O2 C3 1.430(2) . ?
O2 C6 1.437(2) . ?
O3 C7 1.432(2) . ?
C1 C2 1.452(3) . ?
C2 C3 1.493(3) . ?
C3 C4 1.531(3) . ?
C4 C5 1.541(3) . ?
C5 C6 1.536(2) . ?
C6 C7 1.520(2) . ?
C7 C8 1.519(2) . ?
C8 C8 1.519(3) 2_566 ?
C11 C12 1.530(3) . ?
C11 C13 1.534(3) . ?
C11 C14 1.536(3) . ?
