# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Kristiina Wahala'
_publ_contact_author_email       KRISTIINA.WAHALA@HELSINKI.FI

_publ_section_title              
;
Stereochemistry and rearrangement reactions of
hydroxylignanolactones
;
loop_
_publ_author_name
'Kristiina Wahala'
'C Cardin'
'Yu Gan.'
'Tapio Hase'
'Monika Pohjoispaa'
'Barbara Raffaelli'

# Attachment '8a.cif'

data_br605
_database_code_depnum_ccdc_archive 'CCDC 676372'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H20 N2 O12'
_chemical_formula_weight         564.45
_chemical_absolute_configuration ad
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.1713(3)
_cell_length_b                   7.04220(10)
_cell_length_c                   14.1832(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.234(3)
_cell_angle_gamma                90.00
_cell_volume                     1217.74(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    13566
_cell_measurement_theta_min      3.3617
_cell_measurement_theta_max      60.9750

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_absorpt_coefficient_mu    1.057
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;Oxford Diffraction Ltd. Empirical absorption correction using
spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm
;

_exptl_absorpt_correction_T_min  0.4960
_exptl_absorpt_correction_T_max  1.0000

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_standards_number         ?
_diffrn_radiation_type           'Cu k\a'
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Oxford Diffaction X-Calibur System'
_diffrn_measurement_method       
'high and low resolution path 3982 frames, counting time 2 and 20 s.'
_diffrn_detector_area_resol_mean 16.2086
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17995
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.37
_diffrn_reflns_theta_max         61.05
_reflns_number_total             3252
_reflns_number_gt                3154
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Crysalis CCD, Oxford Diffraction Ltd'
_computing_cell_refinement       'Crysalis Red, Oxford Diffraction Ltd'
_computing_data_reduction        'Crysalis Red, Oxford Diffraction Ltd'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-III (Johnson, 1996)'

_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^)+(0.1045P)^2^+0.8194P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(13)
_refine_ls_number_reflns         3252
_refine_ls_number_parameters     371
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0790
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          2.214
_refine_ls_shift/su_mean         0.006

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
O12 O 0.26504(9) 0.5231(2) 0.14812(9) 0.0232(3) Uani 1 1 d . . .
O7 O 0.17694(10) 0.8020(2) 0.13347(9) 0.0284(3) Uani 1 1 d . . .
O3 O 0.41966(11) 0.2236(2) -0.16454(10) 0.0325(3) Uani 1 1 d . . .
O2 O 0.41560(12) -0.1980(2) 0.29556(10) 0.0383(4) Uani 1 1 d . . .
O5 O -0.03022(10) -0.0944(2) -0.08592(9) 0.0266(3) Uani 1 1 d . . .
O6 O -0.01004(11) -0.3291(2) -0.19132(10) 0.0308(3) Uani 1 1 d . . .
O11 O 0.01278(14) 0.9424(3) 0.38094(11) 0.0474(4) Uani 1 1 d . . .
C2" C 0.14028(14) 0.7276(3) 0.31215(13) 0.0237(4) Uani 1 1 d . . .
H2" H 0.1159 0.8435 0.2802 0.028 Uiso 1 1 calc R . .
C9 C 0.40313(14) 0.2814(3) -0.09241(14) 0.0238(4) Uani 1 1 d . . .
N2 N 0.05572(14) 0.8065(3) 0.43360(12) 0.0335(4) Uani 1 1 d . . .
O9 O 0.29356(14) 0.0911(3) 0.42034(12) 0.0435(4) Uani 1 1 d . . .
O4 O 0.46986(10) 0.2350(2) 0.00437(10) 0.0296(3) Uani 1 1 d . . .
O1 O 0.55133(11) -0.0771(2) 0.43885(10) 0.0358(4) Uani 1 1 d . . .
C6" C 0.23586(14) 0.4304(3) 0.32431(13) 0.0251(4) Uani 1 1 d . . .
H6" H 0.2759 0.3472 0.3009 0.030 Uiso 1 1 calc R . .
C4" C 0.15335(16) 0.5050(3) 0.44691(14) 0.0294(5) Uani 1 1 d . . .
H4" H 0.1374 0.4721 0.5033 0.035 Uiso 1 1 calc R . .
C3" C 0.11951(15) 0.6757(3) 0.39686(13) 0.0253(4) Uani 1 1 d . . .
N1 N 0.24844(14) 0.2016(3) 0.45866(13) 0.0348(4) Uani 1 1 d . . .
C4 C 0.05337(15) -0.1740(3) -0.19284(13) 0.0248(4) Uani 1 1 d . . .
C3 C 0.04173(14) -0.0332(3) -0.13001(13) 0.0225(4) Uani 1 1 d . . .
C2 C 0.08813(15) 0.1415(3) -0.12380(13) 0.0240(4) Uani 1 1 d . . .
H2 H 0.0772 0.2361 -0.0829 0.029 Uiso 1 1 calc R . .
C8' C 0.31555(14) 0.3858(3) 0.01732(13) 0.0217(4) Uani 1 1 d . . .
H8' H 0.2709 0.2768 0.0208 0.026 Uiso 1 1 calc R . .
C3' C 0.45114(15) -0.0285(3) 0.27208(14) 0.0256(4) Uani 1 1 d . . .
C5" C 0.21204(15) 0.3856(3) 0.40891(15) 0.0272(4) Uani 1 1 d . . .
C7 C 0.20252(16) 0.3682(3) -0.18025(14) 0.0259(4) Uani 1 1 d . . .
H7A H 0.1495 0.4629 -0.1790 0.031 Uiso 1 1 calc R . .
H7B H 0.2139 0.3847 -0.2434 0.031 Uiso 1 1 calc R . .
O8 O 0.23315(15) 0.1677(3) 0.53702(13) 0.0527(5) Uani 1 1 d . . .
C1" C 0.19874(14) 0.6020(3) 0.27533(13) 0.0224(4) Uani 1 1 d . . .
C9' C 0.27488(16) 0.5629(3) 0.05169(14) 0.0262(4) Uani 1 1 d . . .
H9'1 H 0.3260 0.6664 0.0596 0.031 Uiso 1 1 calc R . .
H9'2 H 0.2042 0.5997 0.0014 0.031 Uiso 1 1 calc R . .
C1' C 0.46728(14) 0.2341(3) 0.17498(14) 0.0242(4) Uani 1 1 d . . .
C6' C 0.55001(17) 0.3063(4) 0.26147(15) 0.0330(5) Uani 1 1 d . . .
H6' H 0.5836 0.4202 0.2569 0.040 Uiso 1 1 calc R . .
O10 O 0.04825(18) 0.7709(3) 0.51451(14) 0.0648(6) Uani 1 1 d . . .
C5 C 0.11558(16) -0.1468(3) -0.25076(15) 0.0288(5) Uani 1 1 d . . .
H5 H 0.1237 -0.2415 -0.2930 0.035 Uiso 1 1 calc R . .
C8 C 0.31115(14) 0.4082(3) -0.09159(13) 0.0229(4) Uani 1 1 d . . .
H8 H 0.3320 0.5393 -0.0989 0.027 Uiso 1 1 calc R . .
C1 C 0.15337(15) 0.1743(3) -0.18147(13) 0.0244(4) Uani 1 1 d . . .
C7" C 0.21250(14) 0.6569(3) 0.17927(13) 0.0214(4) Uani 1 1 d . . .
C7' C 0.43728(15) 0.3429(3) 0.07791(14) 0.0248(4) Uani 1 1 d . . .
H7' H 0.4776 0.4633 0.0926 0.030 Uiso 1 1 calc R . .
C036 C -0.04864(17) -0.2905(3) -0.11162(15) 0.0285(4) Uani 1 1 d . . .
H03A H -0.1262 -0.3193 -0.1343 0.034 Uiso 1 1 calc R . .
H03B H -0.0096 -0.3683 -0.0526 0.034 Uiso 1 1 calc R . .
C6 C 0.16588(15) 0.0302(3) -0.24292(14) 0.0275(4) Uani 1 1 d . . .
H6 H 0.2094 0.0524 -0.2803 0.033 Uiso 1 1 calc R . .
C2' C 0.41601(15) 0.0627(3) 0.18032(14) 0.0273(4) Uani 1 1 d . . .
H2' H 0.3601 0.0129 0.1235 0.033 Uiso 1 1 calc R . .
C4' C 0.53334(15) 0.0450(3) 0.35751(14) 0.0295(4) Uani 1 1 d . . .
C5' C 0.58399(18) 0.2114(4) 0.35545(16) 0.0382(5) Uani 1 1 d . . .
H5' H 0.6386 0.2604 0.4134 0.046 Uiso 1 1 calc R . .
C041 C 0.4816(2) -0.2357(4) 0.39874(17) 0.0460(6) Uani 1 1 d . . .
H04A H 0.5252 -0.3489 0.4035 0.055 Uiso 1 1 calc R . .
H04B H 0.4356 -0.2568 0.4374 0.055 Uiso 1 1 calc R . .

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
O12 0.0253(6) 0.0230(8) 0.0221(6) 0.0003(6) 0.0101(5) 0.0037(6)
O7 0.0335(7) 0.0259(9) 0.0271(7) 0.0030(6) 0.0129(6) 0.0057(6)
O3 0.0378(7) 0.0340(9) 0.0315(7) 0.0016(7) 0.0195(6) 0.0074(7)
O2 0.0388(8) 0.0337(10) 0.0314(7) 0.0080(7) 0.0009(6) -0.0129(7)
O5 0.0266(6) 0.0276(9) 0.0288(6) -0.0012(6) 0.0142(5) -0.0011(6)
O6 0.0411(8) 0.0238(8) 0.0330(7) -0.0032(6) 0.0202(6) -0.0033(6)
O11 0.0614(10) 0.0490(12) 0.0344(8) 0.0066(9) 0.0213(7) 0.0265(9)
C2" 0.0220(8) 0.0232(12) 0.0217(8) -0.0031(8) 0.0035(7) -0.0035(8)
C9 0.0258(9) 0.0189(11) 0.0274(9) 0.0023(8) 0.0110(8) -0.0001(8)
N2 0.0402(10) 0.0373(12) 0.0271(9) -0.0032(8) 0.0175(8) 0.0007(9)
O9 0.0534(9) 0.0268(10) 0.0450(8) 0.0040(7) 0.0125(8) 0.0061(8)
O4 0.0271(7) 0.0355(10) 0.0282(7) 0.0017(6) 0.0126(6) 0.0074(6)
O1 0.0399(8) 0.0313(10) 0.0269(7) 0.0062(7) 0.0021(6) -0.0037(7)
C6" 0.0218(8) 0.0259(12) 0.0240(9) -0.0028(9) 0.0046(7) -0.0024(8)
C4" 0.0283(10) 0.0346(14) 0.0239(9) 0.0014(9) 0.0082(8) -0.0053(9)
C3" 0.0245(9) 0.0288(12) 0.0207(8) -0.0038(8) 0.0067(8) -0.0012(8)
N1 0.0338(9) 0.0317(11) 0.0341(9) 0.0070(8) 0.0075(8) -0.0024(9)
C4 0.0290(9) 0.0224(11) 0.0224(9) 0.0029(8) 0.0091(8) 0.0012(8)
C3 0.0212(9) 0.0267(12) 0.0194(8) 0.0006(8) 0.0075(7) 0.0015(8)
C2 0.0232(9) 0.0270(12) 0.0213(8) -0.0021(8) 0.0080(7) 0.0032(8)
C8' 0.0222(9) 0.0201(11) 0.0234(9) 0.0000(8) 0.0092(8) 0.0004(7)
C3' 0.0238(9) 0.0213(12) 0.0298(10) -0.0006(8) 0.0080(8) -0.0043(8)
C5" 0.0270(9) 0.0227(12) 0.0267(9) 0.0017(8) 0.0044(8) -0.0038(8)
C7 0.0284(9) 0.0257(12) 0.0241(9) 0.0030(8) 0.0103(8) 0.0009(8)
O8 0.0628(11) 0.0515(13) 0.0497(9) 0.0261(9) 0.0279(9) 0.0063(9)
C1" 0.0188(8) 0.0225(11) 0.0228(8) -0.0033(8) 0.0046(7) -0.0034(8)
C9' 0.0301(9) 0.0260(13) 0.0253(9) 0.0005(9) 0.0137(8) 0.0023(9)
C1' 0.0214(9) 0.0245(12) 0.0259(9) -0.0017(8) 0.0081(8) -0.0004(8)
C6' 0.0355(11) 0.0244(12) 0.0343(10) 0.0023(9) 0.0076(9) -0.0065(9)
O10 0.1062(15) 0.0602(15) 0.0540(10) 0.0169(10) 0.0599(11) 0.0266(12)
C5 0.0373(11) 0.0266(13) 0.0262(9) -0.0033(8) 0.0160(9) 0.0022(9)
C8 0.0249(9) 0.0196(11) 0.0249(9) -0.0004(8) 0.0103(7) -0.0013(8)
C1 0.0220(9) 0.0285(12) 0.0196(8) 0.0012(8) 0.0046(7) 0.0024(8)
C7" 0.0180(8) 0.0209(12) 0.0227(9) -0.0022(8) 0.0046(7) -0.0001(7)
C7' 0.0255(9) 0.0229(11) 0.0272(9) -0.0042(8) 0.0114(8) -0.0028(8)
C036 0.0378(11) 0.0212(12) 0.0306(10) 0.0016(9) 0.0175(9) 0.0011(9)
C6 0.0294(9) 0.0308(12) 0.0254(9) 0.0026(9) 0.0139(8) 0.0016(9)
C2' 0.0263(9) 0.0258(12) 0.0258(9) -0.0027(9) 0.0054(8) -0.0034(8)
C4' 0.0312(10) 0.0291(12) 0.0252(10) 0.0027(9) 0.0074(8) 0.0002(9)
C5' 0.0409(12) 0.0311(14) 0.0296(10) -0.0004(10) -0.0014(9) -0.0086(10)
C041 0.0459(12) 0.0359(16) 0.0368(11) 0.0119(11) -0.0062(10) -0.0083(11)

_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
O12 C7" 1.339(2) . ?
O12 C9' 1.449(2) . ?
O7 C7" 1.206(2) . ?
O3 C9 1.195(2) . ?
O2 C3' 1.368(3) . ?
O2 C041 1.416(3) . ?
O5 C3 1.387(2) . ?
O5 C036 1.425(3) . ?
O6 C4 1.380(3) . ?
O6 C036 1.430(2) . ?
O11 N2 1.214(3) . ?
C2" C3" 1.379(3) . ?
C2" C1" 1.397(3) . ?
C2" H2" 0.9300 . ?
C9 O4 1.360(2) . ?
C9 C8 1.509(3) . ?
N2 O10 1.215(2) . ?
N2 C3" 1.469(3) . ?
O9 N1 1.224(3) . ?
O4 C7' 1.479(2) . ?
O1 C4' 1.385(2) . ?
O1 C041 1.421(3) . ?
C6" C5" 1.387(3) . ?
C6" C1" 1.387(3) . ?
C6" H6" 0.9300 . ?
C4" C3" 1.382(3) . ?
C4" C5" 1.382(3) . ?
C4" H4" 0.9300 . ?
N1 O8 1.226(2) . ?
N1 C5" 1.467(3) . ?
C4 C5 1.376(3) . ?
C4 C3 1.380(3) . ?
C3 C2 1.362(3) . ?
C2 C1 1.412(3) . ?
C2 H2 0.9300 . ?
C8' C9' 1.509(3) . ?
C8' C8 1.532(2) . ?
C8' C7' 1.535(3) . ?
C8' H8' 0.9800 . ?
C3' C2' 1.366(3) . ?
C3' C4' 1.384(3) . ?
C7 C1 1.508(3) . ?
C7 C8 1.532(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C1" C7" 1.492(3) . ?
C9' H9'1 0.9700 . ?
C9' H9'2 0.9700 . ?
C1' C6' 1.393(3) . ?
C1' C2' 1.399(3) . ?
C1' C7' 1.492(3) . ?
C6' C5' 1.404(3) . ?
C6' H6' 0.9300 . ?
C5 C6 1.396(3) . ?
C5 H5 0.9300 . ?
C8 H8 0.9800 . ?
C1 C6 1.388(3) . ?
C7' H7' 0.9800 . ?
C036 H03A 0.9700 . ?
C036 H03B 0.9700 . ?
C6 H6 0.9300 . ?
C2' H2' 0.9300 . ?
C4' C5' 1.354(3) . ?
C5' H5' 0.9300 . ?
C041 H04A 0.9700 . ?
C041 H04B 0.9700 . ?

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
C7" O12 C9' 114.65(15) . . ?
C3' O2 C041 106.39(17) . . ?
C3 O5 C036 105.37(14) . . ?
C4 O6 C036 105.07(15) . . ?
C3" C2" C1" 118.52(19) . . ?
C3" C2" H2" 120.7 . . ?
C1" C2" H2" 120.7 . . ?
O3 C9 O4 121.65(17) . . ?
O3 C9 C8 127.96(17) . . ?
O4 C9 C8 110.39(15) . . ?
O11 N2 O10 123.98(18) . . ?
O11 N2 C3" 118.16(15) . . ?
O10 N2 C3" 117.86(19) . . ?
C9 O4 C7' 109.83(14) . . ?
C4' O1 C041 105.85(15) . . ?
C5" C6" C1" 118.64(19) . . ?
C5" C6" H6" 120.7 . . ?
C1" C6" H6" 120.7 . . ?
C3" C4" C5" 116.64(17) . . ?
C3" C4" H4" 121.7 . . ?
C5" C4" H4" 121.7 . . ?
C2" C3" C4" 123.11(19) . . ?
C2" C3" N2 118.17(19) . . ?
C4" C3" N2 118.70(16) . . ?
O9 N1 O8 123.6(2) . . ?
O9 N1 C5" 118.25(16) . . ?
O8 N1 C5" 118.19(19) . . ?
C5 C4 O6 128.37(19) . . ?
C5 C4 C3 121.5(2) . . ?
O6 C4 C3 110.05(15) . . ?
C2 C3 C4 122.30(16) . . ?
C2 C3 O5 128.19(17) . . ?
C4 C3 O5 109.24(17) . . ?
C3 C2 C1 117.85(18) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C9' C8' C8 110.98(16) . . ?
C9' C8' C7' 113.88(16) . . ?
C8 C8' C7' 102.58(13) . . ?
C9' C8' H8' 109.7 . . ?
C8 C8' H8' 109.7 . . ?
C7' C8' H8' 109.7 . . ?
C2' C3' O2 128.22(18) . . ?
C2' C3' C4' 121.9(2) . . ?
O2 C3' C4' 109.83(17) . . ?
C4" C5" C6" 122.8(2) . . ?
C4" C5" N1 118.63(17) . . ?
C6" C5" N1 118.53(19) . . ?
C1 C7 C8 116.05(17) . . ?
C1 C7 H7A 108.3 . . ?
C8 C7 H7A 108.3 . . ?
C1 C7 H7B 108.3 . . ?
C8 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C6" C1" C2" 120.25(17) . . ?
C6" C1" C7" 122.79(17) . . ?
C2" C1" C7" 116.86(18) . . ?
O12 C9' C8' 108.33(16) . . ?
O12 C9' H9'1 110.0 . . ?
C8' C9' H9'1 110.0 . . ?
O12 C9' H9'2 110.0 . . ?
C8' C9' H9'2 110.0 . . ?
H9'1 C9' H9'2 108.4 . . ?
C6' C1' C2' 120.02(18) . . ?
C6' C1' C7' 118.08(18) . . ?
C2' C1' C7' 121.89(17) . . ?
C1' C6' C5' 121.6(2) . . ?
C1' C6' H6' 119.2 . . ?
C5' C6' H6' 119.2 . . ?
C4 C5 C6 116.69(19) . . ?
C4 C5 H5 121.7 . . ?
C6 C5 H5 121.7 . . ?
C9 C8 C7 112.85(16) . . ?
C9 C8 C8' 102.87(15) . . ?
C7 C8 C8' 118.44(14) . . ?
C9 C8 H8 107.4 . . ?
C7 C8 H8 107.4 . . ?
C8' C8 H8 107.4 . . ?
C6 C1 C2 119.2(2) . . ?
C6 C1 C7 121.12(16) . . ?
C2 C1 C7 119.62(18) . . ?
O7 C7" O12 124.21(16) . . ?
O7 C7" C1" 123.70(17) . . ?
O12 C7" C1" 112.04(16) . . ?
O4 C7' C1' 109.91(16) . . ?
O4 C7' C8' 103.09(14) . . ?
C1' C7' C8' 118.25(15) . . ?
O4 C7' H7' 108.4 . . ?
C1' C7' H7' 108.4 . . ?
C8' C7' H7' 108.4 . . ?
O5 C036 O6 108.03(15) . . ?
O5 C036 H03A 110.1 . . ?
O6 C036 H03A 110.1 . . ?
O5 C036 H03B 110.1 . . ?
O6 C036 H03B 110.1 . . ?
H03A C036 H03B 108.4 . . ?
C1 C6 C5 122.51(17) . . ?
C1 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C3' C2' C1' 117.46(17) . . ?
C3' C2' H2' 121.3 . . ?
C1' C2' H2' 121.3 . . ?
C5' C4' C3' 122.21(19) . . ?
C5' C4' O1 128.64(18) . . ?
C3' C4' O1 109.14(19) . . ?
C4' C5' C6' 116.7(2) . . ?
C4' C5' H5' 121.6 . . ?
C6' C5' H5' 121.6 . . ?
O2 C041 O1 108.51(19) . . ?
O2 C041 H04A 110.0 . . ?
O1 C041 H04A 110.0 . . ?
O2 C041 H04B 110.0 . . ?
O1 C041 H04B 110.0 . . ?
H04A C041 H04B 108.4 . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        61.05
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.042

_publ_section_references         
;

Oxford Diffraction Ltd, Crysalis Program (2005)

Oxford Diffraction Ltd, Abspack Program (2005)

Sheldrick, G.M. (1997) SHELXL program for crystallography refinement.
University of Gottingen, Germany.

Johmson, C. K. and Burnett, M. N. (1996) ORTEP-III: Oak Ridge Thermal
Ellipsoid Plot Program for Crystal Structure Illustrations,
Oak Ridge National Laboratory Report ORNL-6895.

;

#===END