# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2011


data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Procter, David'
_publ_contact_author_email       david.j.procter@manchester.ac.uk

_publ_section_title              
;
A stereoselective, Sm(II)-mediated approach
to decorated cis-hydrindanes:
synthetic studies on faurinone and pleuromutilin
;
loop_
_publ_author_name
'Thomas J. K. Findley'
'David Sucunza'
'Laura C. Miller'
'Matthew D. Helm'
'Madeleine Helliwell'
'David T. Davies'
'David J.Procter'

# Attachment 's3066n.cif'

data_s3066n
_database_code_depnum_ccdc_archive 'CCDC 802039'
#TrackingRef 's3066n.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H49 N O3 Si'
_chemical_formula_weight         643.91

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'
N N 0.0061 0.0033 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4285(15)
_cell_length_b                   12.4428(15)
_cell_length_c                   14.7188(15)
_cell_angle_alpha                86.410(3)
_cell_angle_beta                 72.131(2)
_cell_angle_gamma                86.886(3)
_cell_volume                     1813.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    951
_cell_measurement_theta_min      2.2445
_cell_measurement_theta_max      18.8385

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             692
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9695
_exptl_absorpt_correction_T_max  0.9897
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11577
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_sigmaI/netI    0.2786
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         28.28
_reflns_number_total             8096
_reflns_number_gt                2312
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0493P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8096
_refine_ls_number_parameters     386
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2302
_refine_ls_R_factor_gt           0.0756
_refine_ls_wR_factor_ref         0.1795
_refine_ls_wR_factor_gt          0.1387
_refine_ls_goodness_of_fit_ref   0.775
_refine_ls_restrained_S_all      0.775
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.1869(4) 0.3104(4) 0.5756(3) 0.0496(15) Uani 1 1 d . . .
C2 C 0.1788(5) 0.2172(5) 0.6502(3) 0.083(2) Uani 1 1 d . . .
H2A H 0.2653 0.2074 0.6635 0.125 Uiso 1 1 calc R . .
H2B H 0.1586 0.1509 0.6255 0.125 Uiso 1 1 calc R . .
H2C H 0.1074 0.2338 0.7092 0.125 Uiso 1 1 calc R . .
C3 C 0.0485(4) 0.3203(4) 0.5576(3) 0.0655(17) Uani 1 1 d . . .
H3A H -0.0226 0.3308 0.6182 0.098 Uiso 1 1 calc R . .
H3B H 0.0332 0.2544 0.5299 0.098 Uiso 1 1 calc R . .
H3C H 0.0469 0.3821 0.5132 0.098 Uiso 1 1 calc R . .
C4 C 0.2138(5) 0.4137(5) 0.6149(4) 0.133(3) Uani 1 1 d . . .
H4A H 0.2079 0.4746 0.5706 0.199 Uiso 1 1 calc R . .
H4B H 0.3042 0.4087 0.6223 0.199 Uiso 1 1 calc R . .
H4C H 0.1466 0.4247 0.6772 0.199 Uiso 1 1 calc R . .
C5 C 0.3550(2) 0.39133(16) 0.36676(13) 0.0591(17) Uani 1 1 d G . .
C6 C 0.2532(2) 0.4441(2) 0.33658(17) 0.077(2) Uani 1 1 d G . .
H6 H 0.1619 0.4262 0.3663 0.093 Uiso 1 1 calc R . .
C7 C 0.2850(3) 0.52311(18) 0.26294(17) 0.120(3) Uani 1 1 d G . .
H7 H 0.2155 0.5592 0.2423 0.144 Uiso 1 1 calc R . .
C8 C 0.4186(3) 0.54930(18) 0.21948(16) 0.144(5) Uani 1 1 d G . .
H8 H 0.4404 0.6033 0.1692 0.172 Uiso 1 1 calc R . .
C9 C 0.5204(3) 0.49651(18) 0.24966(15) 0.165(5) Uani 1 1 d G . .
H9 H 0.6117 0.5144 0.2200 0.198 Uiso 1 1 calc R . .
C10 C 0.4886(2) 0.41752(15) 0.32330(11) 0.119(3) Uani 1 1 d G . .
H10 H 0.5581 0.3814 0.3439 0.143 Uiso 1 1 calc R . .
C11 C 0.48984(17) 0.24040(16) 0.48709(11) 0.0601(17) Uani 1 1 d G . .
C12 C 0.5471(2) 0.13767(16) 0.46751(15) 0.0639(18) Uani 1 1 d G . .
H12 H 0.5025 0.0869 0.4434 0.077 Uiso 1 1 calc R . .
C13 C 0.6695(2) 0.1093(2) 0.48320(15) 0.0608(17) Uani 1 1 d G . .
H13 H 0.7087 0.0391 0.4698 0.073 Uiso 1 1 calc R . .
C14 C 0.7348(2) 0.1837(2) 0.51846(15) 0.0633(17) Uani 1 1 d G . .
H14 H 0.8185 0.1643 0.5292 0.076 Uiso 1 1 calc R . .
C15 C 0.6775(2) 0.2864(2) 0.53803(15) 0.0674(18) Uani 1 1 d G . .
H15 H 0.7221 0.3373 0.5621 0.081 Uiso 1 1 calc R . .
C16 C 0.5551(2) 0.31480(18) 0.52235(11) 0.0664(18) Uani 1 1 d G . .
H16 H 0.5159 0.3850 0.5357 0.080 Uiso 1 1 calc R . .
C17 C 0.2437(4) 0.1545(4) 0.3385(3) 0.0372(12) Uani 1 1 d . . .
H17 H 0.2339 0.2260 0.3058 0.045 Uiso 1 1 calc R . .
C18 C 0.1120(4) 0.0936(3) 0.3629(3) 0.0398(13) Uani 1 1 d . . .
H18A H 0.0347 0.1444 0.3654 0.048 Uiso 1 1 calc R . .
H18B H 0.0948 0.0536 0.4255 0.048 Uiso 1 1 calc R . .
C19 C 0.1326(4) 0.0146(4) 0.2816(3) 0.0448(14) Uani 1 1 d . . .
H19A H 0.1315 -0.0609 0.3071 0.054 Uiso 1 1 calc R . .
H19B H 0.0601 0.0263 0.2512 0.054 Uiso 1 1 calc R . .
C20 C 0.2704(4) 0.0384(4) 0.2087(3) 0.0411(13) Uani 1 1 d . . .
C21 C 0.3357(4) -0.0607(4) 0.1519(3) 0.0535(16) Uani 1 1 d . . .
H21A H 0.2684 -0.0906 0.1263 0.064 Uiso 1 1 calc R . .
H21B H 0.4115 -0.0364 0.0966 0.064 Uiso 1 1 calc R . .
C22 C 0.3884(5) -0.1510(4) 0.2072(3) 0.0595(17) Uani 1 1 d . . .
H22A H 0.3137 -0.1692 0.2656 0.071 Uiso 1 1 calc R . .
H22B H 0.4072 -0.2150 0.1678 0.071 Uiso 1 1 calc R . .
C23 C 0.5112(5) -0.1361(5) 0.2379(3) 0.0567(16) Uani 1 1 d . . .
H23 H 0.5340 -0.1953 0.2747 0.068 Uiso 1 1 calc R . .
C24 C 0.5935(5) -0.0535(5) 0.2220(3) 0.0537(17) Uani 1 1 d . . .
H24 H 0.6642 -0.0623 0.2502 0.064 Uiso 1 1 calc R . .
C25 C 0.5900(4) 0.0502(4) 0.1662(3) 0.0462(15) Uani 1 1 d . . .
H25 H 0.5829 0.0360 0.1018 0.055 Uiso 1 1 calc R . .
C26 C 0.4807(4) 0.1343(4) 0.2146(3) 0.0388(13) Uani 1 1 d . . .
H26 H 0.5138 0.1702 0.2616 0.047 Uiso 1 1 calc R . .
C27 C 0.3475(4) 0.0821(4) 0.2707(3) 0.0357(13) Uani 1 1 d . . .
H27 H 0.3700 0.0198 0.3101 0.043 Uiso 1 1 calc R . .
C28 C 0.2497(4) 0.1282(4) 0.1373(3) 0.0495(15) Uani 1 1 d . . .
H28A H 0.2091 0.0973 0.0926 0.059 Uiso 1 1 calc R . .
H28B H 0.1850 0.1835 0.1728 0.059 Uiso 1 1 calc R . .
C29 C 0.3800(4) 0.1829(4) 0.0792(3) 0.0516(16) Uani 1 1 d . . .
H29A H 0.4389 0.1309 0.0352 0.062 Uiso 1 1 calc R . .
H29B H 0.3575 0.2444 0.0400 0.062 Uiso 1 1 calc R . .
C30 C 0.4563(4) 0.2235(4) 0.1425(3) 0.0484(15) Uani 1 1 d . . .
H30 H 0.3963 0.2800 0.1815 0.058 Uiso 1 1 calc R . .
C31 C 0.5836(4) 0.2802(4) 0.0819(3) 0.0626(17) Uani 1 1 d . . .
H31A H 0.6423 0.2295 0.0377 0.094 Uiso 1 1 calc R . .
H31B H 0.6316 0.3054 0.1238 0.094 Uiso 1 1 calc R . .
H31C H 0.5582 0.3418 0.0454 0.094 Uiso 1 1 calc R . .
C32 C 0.8270(4) 0.0615(5) 0.0926(3) 0.0524(16) Uani 1 1 d . . .
C33 C 0.9483(4) 0.2179(4) 0.1228(3) 0.0401(13) Uani 1 1 d . . .
C34 C 0.8825(4) 0.2327(4) 0.2177(3) 0.0356(12) Uani 1 1 d . . .
H34 H 0.8250 0.1794 0.2557 0.043 Uiso 1 1 calc R . .
C35 C 0.9019(5) 0.3280(4) 0.2576(3) 0.0534(15) Uani 1 1 d . . .
H35 H 0.8550 0.3401 0.3227 0.064 Uiso 1 1 calc R . .
C36 C 0.9860(6) 0.4024(4) 0.2047(4) 0.108(3) Uani 1 1 d . . .
H36 H 1.0000 0.4652 0.2334 0.130 Uiso 1 1 calc R . .
C37 C 1.0541(4) 0.3883(3) 0.1066(2) 0.110(3) Uani 1 1 d G . .
C38 C 1.1388(5) 0.4668(3) 0.0526(3) 0.217(5) Uani 1 1 d G . .
H38 H 1.1515 0.5299 0.0816 0.261 Uiso 1 1 calc R . .
C39 C 1.2047(5) 0.4532(3) -0.0437(3) 0.233(6) Uani 1 1 d G . .
H39 H 1.2626 0.5069 -0.0806 0.279 Uiso 1 1 calc R . .
C40 C 1.1861(4) 0.3609(3) -0.0861(2) 0.138(3) Uani 1 1 d G . .
H40 H 1.2312 0.3516 -0.1520 0.165 Uiso 1 1 calc R . .
C41 C 1.1015(4) 0.2824(3) -0.0321(2) 0.0769(19) Uani 1 1 d G . .
H41 H 1.0888 0.2193 -0.0611 0.092 Uiso 1 1 calc R . .
C42 C 1.0355(3) 0.2960(3) 0.0642(2) 0.0606(16) Uani 1 1 d G . .
N1 N 0.9370(3) 0.1203(3) 0.0807(2) 0.0490(12) Uani 1 1 d . . .
H1 H 1.0124 0.0944 0.0413 0.059 Uiso 1 1 calc R . .
O1 O 0.2800(2) 0.1684(2) 0.42343(19) 0.0457(9) Uani 1 1 d . . .
O2 O 0.7167(3) 0.1031(3) 0.15570(19) 0.0503(10) Uani 1 1 d . . .
O3 O 0.8289(3) -0.0186(3) 0.0484(2) 0.0618(12) Uani 1 1 d . . .
Si01 Si 0.32449(12) 0.27746(13) 0.46172(10) 0.0532(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.022(3) 0.071(4) 0.052(3) -0.035(3) 0.001(2) -0.001(3)
C2 0.046(3) 0.140(7) 0.052(4) -0.026(4) 0.001(3) 0.019(4)
C3 0.037(3) 0.104(5) 0.042(3) -0.017(3) 0.009(2) 0.007(3)
C4 0.090(5) 0.144(7) 0.128(6) -0.128(5) 0.049(4) -0.043(4)
C5 0.054(3) 0.062(4) 0.048(3) -0.040(3) 0.019(3) -0.041(3)
C6 0.079(4) 0.032(4) 0.088(5) -0.026(4) 0.026(3) 0.000(3)
C7 0.174(7) 0.027(4) 0.088(5) -0.008(4) 0.066(5) -0.009(4)
C8 0.221(10) 0.048(4) 0.086(5) -0.047(4) 0.085(6) -0.078(6)
C9 0.168(8) 0.217(11) 0.069(5) -0.090(6) 0.067(5) -0.160(8)
C10 0.073(4) 0.223(9) 0.049(4) -0.074(5) 0.025(3) -0.089(5)
C11 0.023(3) 0.090(4) 0.065(3) -0.058(3) 0.000(2) -0.006(3)
C12 0.025(3) 0.098(5) 0.069(4) -0.058(3) -0.003(3) -0.010(3)
C13 0.021(3) 0.088(5) 0.070(4) -0.046(3) 0.001(2) -0.006(3)
C14 0.022(3) 0.104(5) 0.061(4) -0.035(4) 0.000(2) -0.011(3)
C15 0.025(3) 0.111(5) 0.068(4) -0.051(4) -0.003(3) -0.022(3)
C16 0.033(3) 0.091(5) 0.080(4) -0.061(4) -0.012(3) -0.006(3)
C17 0.019(2) 0.052(3) 0.039(3) -0.026(3) -0.002(2) -0.003(2)
C18 0.023(2) 0.046(3) 0.050(3) -0.026(3) -0.005(2) 0.002(2)
C19 0.028(3) 0.047(3) 0.067(3) -0.031(3) -0.021(2) 0.008(2)
C20 0.027(3) 0.056(4) 0.050(3) -0.034(3) -0.021(2) 0.018(2)
C21 0.037(3) 0.071(4) 0.066(3) -0.051(3) -0.030(3) 0.023(3)
C22 0.049(3) 0.071(4) 0.065(4) -0.044(3) -0.024(3) 0.025(3)
C23 0.042(3) 0.083(5) 0.045(3) -0.032(3) -0.014(3) 0.036(3)
C24 0.026(3) 0.100(5) 0.038(3) -0.037(3) -0.011(2) 0.018(3)
C25 0.017(2) 0.088(5) 0.037(3) -0.031(3) -0.010(2) 0.012(3)
C26 0.020(2) 0.071(4) 0.031(3) -0.033(3) -0.010(2) 0.005(2)
C27 0.016(2) 0.061(3) 0.035(3) -0.031(2) -0.011(2) 0.008(2)
C28 0.022(3) 0.073(4) 0.061(3) -0.041(3) -0.020(3) 0.015(3)
C29 0.035(3) 0.082(4) 0.042(3) -0.037(3) -0.016(2) 0.027(3)
C30 0.022(3) 0.084(4) 0.037(3) -0.024(3) -0.003(2) 0.004(3)
C31 0.036(3) 0.115(5) 0.034(3) -0.019(3) -0.003(2) 0.001(3)
C32 0.021(3) 0.110(5) 0.027(3) -0.032(3) -0.007(2) 0.015(3)
C33 0.029(3) 0.060(4) 0.028(3) -0.012(3) -0.006(2) 0.024(2)
C34 0.028(2) 0.044(3) 0.031(3) -0.009(2) -0.004(2) 0.009(2)
C35 0.057(3) 0.043(4) 0.043(3) -0.017(3) 0.013(3) 0.009(3)
C36 0.139(6) 0.029(4) 0.090(5) -0.021(4) 0.070(4) -0.015(4)
C37 0.158(6) 0.020(3) 0.079(4) -0.002(3) 0.070(4) 0.010(4)
C38 0.307(11) 0.025(4) 0.159(8) -0.012(5) 0.172(7) -0.018(6)
C39 0.350(12) 0.020(4) 0.151(8) 0.010(5) 0.181(8) 0.008(6)
C40 0.211(8) 0.054(5) 0.068(5) 0.031(4) 0.060(5) 0.060(5)
C41 0.100(4) 0.054(4) 0.040(3) 0.016(3) 0.020(3) 0.046(4)
C42 0.074(4) 0.042(4) 0.037(3) 0.006(3) 0.019(3) 0.036(3)
N1 0.018(2) 0.092(4) 0.036(2) -0.032(2) -0.0033(17) 0.011(2)
O1 0.0253(16) 0.069(2) 0.0417(19) -0.0361(18) -0.0004(14) -0.0096(16)
O2 0.0161(16) 0.096(3) 0.0371(18) -0.0379(19) -0.0010(14) 0.0111(17)
O3 0.0233(17) 0.116(3) 0.050(2) -0.056(2) -0.0079(15) 0.0086(19)
Si01 0.0229(7) 0.0792(12) 0.0528(9) -0.0491(9) 0.0056(6) -0.0087(7)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C4 1.516(6) . ?
C1 C2 1.533(7) . ?
C1 C3 1.543(5) . ?
C1 Si01 1.892(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.3900 . ?
C5 C10 1.3900 . ?
C5 Si01 1.895(3) . ?
C6 C7 1.3900 . ?
C6 H6 0.9500 . ?
C7 C8 1.3900 . ?
C7 H7 0.9500 . ?
C8 C9 1.3900 . ?
C8 H8 0.9500 . ?
C9 C10 1.3900 . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.3896 . ?
C11 C16 1.3907 . ?
C11 Si01 1.901(2) . ?
C12 C13 1.3893 . ?
C12 H12 0.9500 . ?
C13 C14 1.3907 . ?
C13 H13 0.9500 . ?
C14 C15 1.3896 . ?
C14 H14 0.9500 . ?
C15 C16 1.3893 . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 O1 1.435(4) . ?
C17 C27 1.525(5) . ?
C17 C18 1.538(5) . ?
C17 H17 1.0000 . ?
C18 C19 1.552(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.537(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C27 1.528(5) . ?
C20 C28 1.538(6) . ?
C20 C21 1.540(5) . ?
C21 C22 1.523(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.507(6) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.338(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.491(7) . ?
C24 H24 0.9500 . ?
C25 O2 1.469(5) . ?
C25 C26 1.538(5) . ?
C25 H25 1.0000 . ?
C26 C27 1.536(5) . ?
C26 C30 1.552(6) . ?
C26 H26 1.0000 . ?
C27 H27 1.0000 . ?
C28 C29 1.535(6) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.520(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.533(6) . ?
C30 H30 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 O3 1.220(5) . ?
C32 O2 1.340(4) . ?
C32 N1 1.354(5) . ?
C33 C34 1.373(5) . ?
C33 C42 1.423(5) . ?
C33 N1 1.424(5) . ?
C34 C35 1.407(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.346(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.417(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.3900 . ?
C37 C42 1.3900 . ?
C38 C39 1.3900 . ?
C38 H38 0.9500 . ?
C39 C40 1.3900 . ?
C39 H39 0.9500 . ?
C40 C41 1.3900 . ?
C40 H40 0.9500 . ?
C41 C42 1.3900 . ?
C41 H41 0.9500 . ?
N1 H1 0.8800 . ?
O1 Si01 1.643(3) . ?

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
C4 C1 C2 109.5(5) . . ?
C4 C1 C3 109.8(4) . . ?
C2 C1 C3 106.6(4) . . ?
C4 C1 Si01 111.2(3) . . ?
C2 C1 Si01 109.2(3) . . ?
C3 C1 Si01 110.4(3) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C10 120.0 . . ?
C6 C5 Si01 123.63(6) . . ?
C10 C5 Si01 116.29(6) . . ?
C7 C6 C5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C5 120.0 . . ?
C9 C10 H10 120.0 . . ?
C5 C10 H10 120.0 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 Si01 118.75(9) . . ?
C16 C11 Si01 121.19(9) . . ?
C13 C12 C11 119.9 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 119.9 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
O1 C17 C27 111.0(3) . . ?
O1 C17 C18 110.5(4) . . ?
C27 C17 C18 104.1(3) . . ?
O1 C17 H17 110.4 . . ?
C27 C17 H17 110.4 . . ?
C18 C17 H17 110.4 . . ?
C17 C18 C19 105.8(3) . . ?
C17 C18 H18A 110.6 . . ?
C19 C18 H18A 110.6 . . ?
C17 C18 H18B 110.6 . . ?
C19 C18 H18B 110.6 . . ?
H18A C18 H18B 108.7 . . ?
C20 C19 C18 106.4(3) . . ?
C20 C19 H19A 110.5 . . ?
C18 C19 H19A 110.5 . . ?
C20 C19 H19B 110.5 . . ?
C18 C19 H19B 110.5 . . ?
H19A C19 H19B 108.6 . . ?
C27 C20 C19 102.6(3) . . ?
C27 C20 C28 109.2(4) . . ?
C19 C20 C28 108.3(3) . . ?
C27 C20 C21 116.1(3) . . ?
C19 C20 C21 112.3(4) . . ?
C28 C20 C21 108.0(4) . . ?
C22 C21 C20 115.9(4) . . ?
C22 C21 H21A 108.3 . . ?
C20 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
C20 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C23 C22 C21 120.5(4) . . ?
C23 C22 H22A 107.2 . . ?
C21 C22 H22A 107.2 . . ?
C23 C22 H22B 107.2 . . ?
C21 C22 H22B 107.2 . . ?
H22A C22 H22B 106.8 . . ?
C24 C23 C22 130.8(5) . . ?
C24 C23 H23 114.6 . . ?
C22 C23 H23 114.6 . . ?
C23 C24 C25 129.2(5) . . ?
C23 C24 H24 115.4 . . ?
C25 C24 H24 115.4 . . ?
O2 C25 C24 107.0(4) . . ?
O2 C25 C26 103.6(4) . . ?
C24 C25 C26 116.1(4) . . ?
O2 C25 H25 109.9 . . ?
C24 C25 H25 109.9 . . ?
C26 C25 H25 109.9 . . ?
C27 C26 C25 112.0(4) . . ?
C27 C26 C30 110.4(3) . . ?
C25 C26 C30 112.3(4) . . ?
C27 C26 H26 107.3 . . ?
C25 C26 H26 107.3 . . ?
C30 C26 H26 107.3 . . ?
C17 C27 C20 104.0(3) . . ?
C17 C27 C26 115.8(4) . . ?
C20 C27 C26 114.7(3) . . ?
C17 C27 H27 107.3 . . ?
C20 C27 H27 107.3 . . ?
C26 C27 H27 107.3 . . ?
C29 C28 C20 113.8(4) . . ?
C29 C28 H28A 108.8 . . ?
C20 C28 H28A 108.8 . . ?
C29 C28 H28B 108.8 . . ?
C20 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C30 C29 C28 112.4(4) . . ?
C30 C29 H29A 109.1 . . ?
C28 C29 H29A 109.1 . . ?
C30 C29 H29B 109.1 . . ?
C28 C29 H29B 109.1 . . ?
H29A C29 H29B 107.9 . . ?
C29 C30 C31 110.7(4) . . ?
C29 C30 C26 112.2(4) . . ?
C31 C30 C26 114.6(4) . . ?
C29 C30 H30 106.2 . . ?
C31 C30 H30 106.2 . . ?
C26 C30 H30 106.2 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O3 C32 O2 124.4(5) . . ?
O3 C32 N1 123.1(4) . . ?
O2 C32 N1 112.4(4) . . ?
C34 C33 C42 121.8(4) . . ?
C34 C33 N1 120.6(5) . . ?
C42 C33 N1 117.5(4) . . ?
C33 C34 C35 118.8(5) . . ?
C33 C34 H34 120.6 . . ?
C35 C34 H34 120.6 . . ?
C36 C35 C34 120.8(5) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C35 C36 C37 120.8(5) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 H36 119.6 . . ?
C38 C37 C42 120.0 . . ?
C38 C37 C36 120.1(4) . . ?
C42 C37 C36 119.9(4) . . ?
C39 C38 C37 120.0 . . ?
C39 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?
C38 C39 C40 120.0 . . ?
C38 C39 H39 120.0 . . ?
C40 C39 H39 120.0 . . ?
C41 C40 C39 120.0 . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C42 C41 C40 120.0 . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
C41 C42 C37 120.0 . . ?
C41 C42 C33 122.3(3) . . ?
C37 C42 C33 117.7(3) . . ?
C32 N1 C33 129.4(4) . . ?
C32 N1 H1 115.3 . . ?
C33 N1 H1 115.3 . . ?
C17 O1 Si01 129.6(3) . . ?
C32 O2 C25 116.0(3) . . ?
O1 Si01 C1 106.56(19) . . ?
O1 Si01 C5 111.27(14) . . ?
C1 Si01 C5 113.5(2) . . ?
O1 Si01 C11 106.11(14) . . ?
C1 Si01 C11 110.84(17) . . ?
C5 Si01 C11 108.31(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C5 C6 C7 0.0 . . . . ?
Si01 C5 C6 C7 -176.63(10) . . . . ?
C5 C6 C7 C8 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C8 C9 C10 C5 0.0 . . . . ?
C6 C5 C10 C9 0.0 . . . . ?
Si01 C5 C10 C9 176.87(10) . . . . ?
C16 C11 C12 C13 0.0 . . . . ?
Si01 C11 C12 C13 178.44(9) . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C11 0.0 . . . . ?
C12 C11 C16 C15 0.0 . . . . ?
Si01 C11 C16 C15 -178.40(9) . . . . ?
O1 C17 C18 C19 -139.9(3) . . . . ?
C27 C17 C18 C19 -20.7(5) . . . . ?
C17 C18 C19 C20 -4.4(5) . . . . ?
C18 C19 C20 C27 27.6(4) . . . . ?
C18 C19 C20 C28 -87.8(4) . . . . ?
C18 C19 C20 C21 153.0(3) . . . . ?
C27 C20 C21 C22 46.0(6) . . . . ?
C19 C20 C21 C22 -71.6(5) . . . . ?
C28 C20 C21 C22 169.0(4) . . . . ?
C20 C21 C22 C23 -70.3(5) . . . . ?
C21 C22 C23 C24 -3.0(7) . . . . ?
C22 C23 C24 C25 -1.3(8) . . . . ?
C23 C24 C25 O2 -169.3(4) . . . . ?
C23 C24 C25 C26 75.6(6) . . . . ?
O2 C25 C26 C27 -155.2(3) . . . . ?
C24 C25 C26 C27 -38.2(5) . . . . ?
O2 C25 C26 C30 79.9(4) . . . . ?
C24 C25 C26 C30 -163.1(4) . . . . ?
O1 C17 C27 C20 157.4(4) . . . . ?
C18 C17 C27 C20 38.5(5) . . . . ?
O1 C17 C27 C26 -75.8(5) . . . . ?
C18 C17 C27 C26 165.3(4) . . . . ?
C19 C20 C27 C17 -40.9(4) . . . . ?
C28 C20 C27 C17 73.9(4) . . . . ?
C21 C20 C27 C17 -163.8(4) . . . . ?
C19 C20 C27 C26 -168.4(4) . . . . ?
C28 C20 C27 C26 -53.6(4) . . . . ?
C21 C20 C27 C26 68.7(6) . . . . ?
C25 C26 C27 C17 167.1(4) . . . . ?
C30 C26 C27 C17 -67.0(4) . . . . ?
C25 C26 C27 C20 -71.7(5) . . . . ?
C30 C26 C27 C20 54.3(4) . . . . ?
C27 C20 C28 C29 52.1(4) . . . . ?
C19 C20 C28 C29 163.1(3) . . . . ?
C21 C20 C28 C29 -75.0(4) . . . . ?
C20 C28 C29 C30 -53.0(5) . . . . ?
C28 C29 C30 C31 -178.5(4) . . . . ?
C28 C29 C30 C26 52.2(5) . . . . ?
C27 C26 C30 C29 -52.1(4) . . . . ?
C25 C26 C30 C29 73.6(4) . . . . ?
C27 C26 C30 C31 -179.4(3) . . . . ?
C25 C26 C30 C31 -53.7(5) . . . . ?
C42 C33 C34 C35 0.3(6) . . . . ?
N1 C33 C34 C35 176.8(4) . . . . ?
C33 C34 C35 C36 -1.8(7) . . . . ?
C34 C35 C36 C37 2.0(9) . . . . ?
C35 C36 C37 C38 178.8(5) . . . . ?
C35 C36 C37 C42 -0.7(8) . . . . ?
C42 C37 C38 C39 0.0 . . . . ?
C36 C37 C38 C39 -179.5(5) . . . . ?
C37 C38 C39 C40 0.0 . . . . ?
C38 C39 C40 C41 0.0 . . . . ?
C39 C40 C41 C42 0.0 . . . . ?
C40 C41 C42 C37 0.0 . . . . ?
C40 C41 C42 C33 -179.7(4) . . . . ?
C38 C37 C42 C41 0.0 . . . . ?
C36 C37 C42 C41 179.6(5) . . . . ?
C38 C37 C42 C33 179.7(4) . . . . ?
C36 C37 C42 C33 -0.7(5) . . . . ?
C34 C33 C42 C41 -179.3(3) . . . . ?
N1 C33 C42 C41 4.0(5) . . . . ?
C34 C33 C42 C37 0.9(5) . . . . ?
N1 C33 C42 C37 -175.7(3) . . . . ?
O3 C32 N1 C33 176.1(4) . . . . ?
O2 C32 N1 C33 -2.1(7) . . . . ?
C34 C33 N1 C32 41.8(7) . . . . ?
C42 C33 N1 C32 -141.6(5) . . . . ?
C27 C17 O1 Si01 113.8(4) . . . . ?
C18 C17 O1 Si01 -131.3(3) . . . . ?
O3 C32 O2 C25 -3.7(7) . . . . ?
N1 C32 O2 C25 174.4(4) . . . . ?
C24 C25 O2 C32 74.8(5) . . . . ?
C26 C25 O2 C32 -162.0(4) . . . . ?
C17 O1 Si01 C1 114.0(3) . . . . ?
C17 O1 Si01 C5 -10.2(3) . . . . ?
C17 O1 Si01 C11 -127.8(3) . . . . ?
C4 C1 Si01 O1 -177.0(4) . . . . ?
C2 C1 Si01 O1 62.0(4) . . . . ?
C3 C1 Si01 O1 -54.8(4) . . . . ?
C4 C1 Si01 C5 -54.2(5) . . . . ?
C2 C1 Si01 C5 -175.2(3) . . . . ?
C3 C1 Si01 C5 68.0(4) . . . . ?
C4 C1 Si01 C11 67.9(5) . . . . ?
C2 C1 Si01 C11 -53.0(4) . . . . ?
C3 C1 Si01 C11 -169.9(3) . . . . ?
C6 C5 Si01 O1 69.09(12) . . . . ?
C10 C5 Si01 O1 -107.66(14) . . . . ?
C6 C5 Si01 C1 -51.10(17) . . . . ?
C10 C5 Si01 C1 132.15(18) . . . . ?
C6 C5 Si01 C11 -174.65(6) . . . . ?
C10 C5 Si01 C11 8.60(16) . . . . ?
C12 C11 Si01 O1 2.57(15) . . . . ?
C16 C11 Si01 O1 -179.01(14) . . . . ?
C12 C11 Si01 C1 117.88(19) . . . . ?
C16 C11 Si01 C1 -63.7(2) . . . . ?
C12 C11 Si01 C5 -116.99(11) . . . . ?
C16 C11 Si01 C5 61.43(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.88 2.00 2.879(4) 172.7 2_755

_diffrn_measured_fraction_theta_max 0.899
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.054
# start Validation Reply Form
_vrf_PLAT026_s3066n              
;
PROBLEM: Ratio Observed / Unique Reflections too Low .... 29 Perc.
RESPONSE:Certainly low but that is what the crystals do.
;
_vrf_PLAT213_s3066n              
;
PROBLEM: Atom C4 has ADP max/min Ratio ............. 6.70 prola
RESPONSE: May be a symptom of Some twinning which was found but it did
not prove processable
;
_vrf_PLAT220_s3066n              
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 6.56 Ratio
RESPONSE:Vide ultra
;
_vrf_PLAT222_s3066n              
;
PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 6.49 Ratio
RESPONSE:Vide ultra
;
_vrf_PLAT241_s3066n              
;
PROBLEM: Check High Ueq as Compared to Neighbors for C39
RESPONSE:Vide ultra
;
# end Validation Reply Form