# 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
#TrackingRef 'XRayLactone14.cif'

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2010-04-08
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

_publ_section_references         
;
#
# Put here all your general crystallographic references
# Unecessary ones can be deleted from the document CIF
#

COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft,
The Netherlands.

DENZO/SCALEPACK: Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology,
Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr
& R. M. Sweet, pp. 307-326. New York: Academic Press.

SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison,
Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of
G ttingen, Germany.

SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.

;
loop_
_publ_author_name
J.S.Clark
F.Labre
L.H.Thomas
_publ_contact_author_name        'J. Stephen Clark'
_publ_contact_author_email       stephen.clark@glasgow.ac.uk
#
#------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_fl_ii_194
_database_code_depnum_ccdc_archive 'CCDC 799191'
#TrackingRef 'XRayLactone14.cif'

_audit_creation_date             2010-04-08T15:20:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_formula_sum            'C14 H20 O4'
_chemical_formula_weight         252.3
_chemical_absolute_configuration syn

#==============================================================================

# CRYSTAL DATA

_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                   5.28510(10)
_cell_length_b                   15.1376(4)
_cell_length_c                   8.2950(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.6100(10)
_cell_angle_gamma                90
_cell_volume                     661.48(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    21401
_cell_measurement_theta_min      1.000
_cell_measurement_theta_max      27.485
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             272
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker(2001)'
_exptl_absorpt_correction_T_min  0.8779
_exptl_absorpt_correction_T_max  1.00

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD; rotation images'
_diffrn_reflns_number            8733
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10

#==============================================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#==============================================================================

# REFINEMENT DATA

_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^ > 2\s(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.

There is disorder of the ring at the C6 and C8 positions (C6A and C8A) with a
60:40 % occupancy. The hydrogen atoms on these atoms are inserted at
calculated positions whilst all other hydrogen atoms are located in the
difference Fourier maps and their respective positions and isotropic thermal
paramaters refined independantly.

;
_reflns_number_total             2933
_reflns_number_gt                2389
_reflns_threshold_expression     >2\s(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0866
_refine_ls_goodness_of_fit_ref   0.939
_refine_ls_restrained_S_all      0.939
_refine_ls_number_reflns         2933
_refine_ls_number_parameters     245
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0415P)^2^+0.1371P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.006
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(9)
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
H16 0.811(4) 1.1994(14) 0.480(2) 0.036(5) Uiso d . 1 . . H
H19 0.315(4) 1.0059(13) 0.533(2) 0.034(5) Uiso d . 1 . . H
H17 0.747(4) 1.0524(14) 0.490(2) 0.032(5) Uiso d . 1 . . H
H11 0.677(4) 1.3426(13) 0.350(2) 0.027(5) Uiso d . 1 . . H
H3 -0.214(4) 0.9719(15) 0.106(3) 0.045(6) Uiso d . 1 . . H
H4 0.009(3) 0.9147(13) 0.029(2) 0.028(5) Uiso d . 1 . . H
H5 -0.046(5) 1.0605(16) -0.167(3) 0.047(6) Uiso d . 1 . . H
H2 0.054(3) 1.0953(12) 0.121(2) 0.027(5) Uiso d . 1 . . H
H18 0.205(4) 1.0841(13) 0.418(2) 0.032(5) Uiso d . 1 . . H
H1 0.483(4) 0.9362(13) 0.304(2) 0.035(5) Uiso d . 1 . . H
H14 0.404(3) 1.2751(14) 0.530(2) 0.035(5) Uiso d . 1 . . H
H6 0.233(4) 1.0148(14) -0.152(2) 0.033(5) Uiso d . 1 . . H
H13 0.276(4) 1.4099(14) 0.392(3) 0.040(5) Uiso d . 1 . . H
H15 0.276(4) 1.2185(12) 0.382(2) 0.025(5) Uiso d . 1 . . H
H12 0.363(3) 1.4378(14) 0.211(2) 0.034(5) Uiso d . 1 . . H
H20 0.158(4) 1.3625(15) 0.239(3) 0.045(6) Uiso d . 1 . . H
O1 0.0101(2) 0.88133(8) 0.36081(16) 0.0368(3) Uani d . 1 . . O
O2 0.3754(2) 1.02523(8) 0.14311(14) 0.0325(3) Uani d . 1 . . O
C2 0.3470(3) 0.97901(12) 0.2912(2) 0.0281(4) Uani d . 1 . . C
O4 0.3690(3) 1.23432(10) 0.07743(16) 0.0505(4) Uani d . 1 . . O
C14 0.3515(3) 1.04149(12) 0.4368(2) 0.0275(4) Uani d . 1 . . C
C11 0.4379(4) 1.24511(12) 0.4251(2) 0.0301(4) Uani d . 1 A . C
C7 0.3149(4) 1.38714(13) 0.2858(2) 0.0322(4) Uani d . 1 A . C
C12 0.6357(4) 1.17585(13) 0.4615(2) 0.0313(4) Uani d . 1 . . C
O3 0.7599(3) 1.29046(12) 0.07768(19) 0.0616(5) Uani d . 1 . . O
C4 -0.0273(3) 0.96162(13) 0.1050(2) 0.0299(4) Uani d . 1 . . C
C1 0.0938(3) 0.93189(11) 0.2647(2) 0.0278(4) Uani d . 1 . . C
C9 0.5676(4) 1.27863(12) 0.1436(2) 0.0359(5) Uani d . 1 A . C
C3 0.1233(3) 1.04393(13) 0.0689(2) 0.0282(4) Uani d . 1 . . C
C13 0.6001(4) 1.08920(12) 0.4662(2) 0.0321(4) Uani d . 1 . . C
C5 0.1418(4) 1.06334(14) -0.1091(2) 0.0367(5) Uani d . 1 . . C
C10 0.5193(4) 1.31558(11) 0.3067(2) 0.0278(4) Uani d . 1 . . C
C8 0.4342(8) 1.1965(3) -0.0842(4) 0.0312(7) Uani d P 0.6 A 1 C
H8A 0.4982 1.2421 -0.1524 0.037 Uiso calc PR 0.6 A 1 H
H8B 0.5595 1.1498 -0.0691 0.037 Uiso calc PR 0.6 A 1 H
C6 0.1856(6) 1.1613(2) -0.1551(4) 0.0309(7) Uani d P 0.6 A 1 C
H6A 0.1789 1.1664 -0.272 0.037 Uiso calc PR 0.6 A 1 H
H6B 0.0496 1.1971 -0.1179 0.037 Uiso calc PR 0.6 A 1 H
C6A 0.3725(9) 1.1295(3) -0.1360(5) 0.0270(9) Uani d P 0.4 A 2 C
H6A1 0.5208 1.1128 -0.0661 0.032 Uiso calc PR 0.4 A 2 H
H6B1 0.4159 1.1262 -0.2472 0.032 Uiso calc PR 0.4 A 2 H
C8A 0.2927(15) 1.2232(4) -0.0970(6) 0.0382(13) Uani d P 0.4 A 2 C
H8A1 0.3784 1.2659 -0.1607 0.046 Uiso calc PR 0.4 A 2 H
H8B1 0.1107 1.2305 -0.1184 0.046 Uiso calc PR 0.4 A 2 H

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0431(8) 0.0339(7) 0.0341(7) -0.0098(6) 0.0066(6) 0.0037(6)
O2 0.0281(7) 0.0420(8) 0.0280(6) -0.0070(6) 0.0065(5) 0.0005(6)
C2 0.0254(9) 0.0301(9) 0.0291(9) 0.0015(8) 0.0046(7) 0.0026(8)
O4 0.0865(12) 0.0422(8) 0.0233(7) -0.0258(8) 0.0074(7) -0.0066(6)
C14 0.0299(9) 0.0259(9) 0.0263(9) -0.0030(8) 0.0003(7) 0.0033(8)
C11 0.0348(11) 0.0296(10) 0.0258(9) -0.0030(8) 0.0022(8) -0.0005(8)
C7 0.0363(11) 0.0265(9) 0.0334(10) -0.0023(8) -0.0007(8) -0.0011(9)
C12 0.0305(10) 0.0319(9) 0.0305(9) -0.0060(8) -0.0043(7) 0.0036(8)
O3 0.0760(12) 0.0576(10) 0.0563(10) -0.0217(9) 0.0379(9) -0.0135(8)
C4 0.0266(9) 0.0351(10) 0.0285(9) -0.0027(8) 0.0054(7) -0.0024(8)
C1 0.0325(9) 0.0253(9) 0.0264(8) -0.0001(7) 0.0075(7) -0.0035(8)
C9 0.0524(12) 0.0224(9) 0.0342(10) -0.0087(9) 0.0107(9) -0.0001(8)
C3 0.0290(9) 0.0304(9) 0.0258(8) -0.0003(8) 0.0055(7) -0.0033(8)
C13 0.0285(10) 0.0310(10) 0.0355(10) -0.0007(8) -0.0057(8) 0.0078(8)
C5 0.0533(13) 0.0340(11) 0.0240(9) -0.0117(10) 0.0094(9) -0.0057(8)
C10 0.0321(10) 0.0244(9) 0.0263(9) -0.0020(8) -0.0002(7) -0.0025(7)
C8 0.043(2) 0.033(2) 0.0186(15) -0.0042(17) 0.0079(14) -0.0032(14)
C6 0.0370(18) 0.0346(18) 0.0212(15) -0.0001(15) 0.0032(12) -0.0011(12)
C6A 0.036(3) 0.029(2) 0.017(2) 0.002(2) 0.0063(17) 0.0025(19)
C8A 0.066(4) 0.024(3) 0.023(3) 0.011(3) -0.002(3) -0.005(2)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.214(2) ?
O2 C2 . 1.432(2) ?
O2 C3 . 1.450(2) ?
C2 C1 . 1.517(2) ?
C2 C14 . 1.533(3) ?
C2 H1 . 0.97(2) ?
O4 C9 . 1.327(2) ?
O4 C8A . 1.480(5) ?
O4 C8 . 1.522(4) ?
C14 C13 . 1.502(2) ?
C14 H19 . 1.00(2) ?
C14 H18 . 1.01(2) ?
C11 C12 . 1.494(3) ?
C11 C10 . 1.535(2) ?
C11 H14 . 1.01(2) ?
C11 H15 . 0.984(19) ?
C7 C10 . 1.530(3) ?
C7 H13 . 0.98(2) ?
C7 H12 . 1.03(2) ?
C7 H20 . 0.96(2) ?
C12 C13 . 1.326(3) ?
C12 H16 . 1.00(2) ?
O3 C9 . 1.206(2) ?
C4 C1 . 1.493(3) ?
C4 C3 . 1.521(3) ?
C4 H3 . 1.00(2) ?
C4 H4 . 0.981(19) ?
C9 C10 . 1.505(2) ?
C3 C5 . 1.517(2) ?
C3 H2 . 0.972(19) ?
C13 H17 . 0.96(2) ?
C5 C6 . 1.554(4) ?
C5 C6A . 1.607(5) ?
C5 H5 . 1.07(2) ?
C5 H6 . 0.96(2) ?
C10 H11 . 0.97(2) ?
C8 C6 . 1.494(5) ?
C8 H8A . 0.97 ?
C8 H8B . 0.97 ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C6A C8A . 1.523(7) ?
C6A H6A1 . 0.97 ?
C6A H6B1 . 0.97 ?
C8A H8A1 . 0.97 ?
C8A H8B1 . 0.97 ?

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
C2 O2 C3 107.66(12) . . ?
O2 C2 C1 104.92(13) . . ?
O2 C2 C14 112.25(14) . . ?
C1 C2 C14 111.22(14) . . ?
O2 C2 H1 106.9(11) . . ?
C1 C2 H1 109.9(11) . . ?
C14 C2 H1 111.4(11) . . ?
C9 O4 C8A 127.3(3) . . ?
C9 O4 C8 109.1(2) . . ?
C8A O4 C8 32.8(2) . . ?
C13 C14 C2 112.47(15) . . ?
C13 C14 H19 110.8(11) . . ?
C2 C14 H19 107.9(11) . . ?
C13 C14 H18 111.6(11) . . ?
C2 C14 H18 107.9(11) . . ?
H19 C14 H18 105.9(16) . . ?
C12 C11 C10 112.93(15) . . ?
C12 C11 H14 108.0(11) . . ?
C10 C11 H14 108.6(11) . . ?
C12 C11 H15 111.0(11) . . ?
C10 C11 H15 109.6(10) . . ?
H14 C11 H15 106.4(14) . . ?
C10 C7 H13 110.1(12) . . ?
C10 C7 H12 112.8(10) . . ?
H13 C7 H12 111.1(16) . . ?
C10 C7 H20 110.4(13) . . ?
H13 C7 H20 105.3(17) . . ?
H12 C7 H20 106.8(17) . . ?
C13 C12 C11 126.96(18) . . ?
C13 C12 H16 118.9(12) . . ?
C11 C12 H16 114.1(12) . . ?
C1 C4 C3 103.16(14) . . ?
C1 C4 H3 113.0(12) . . ?
C3 C4 H3 114.0(14) . . ?
C1 C4 H4 105.3(11) . . ?
C3 C4 H4 109.5(11) . . ?
H3 C4 H4 111.3(17) . . ?
O1 C1 C4 128.28(17) . . ?
O1 C1 C2 124.40(16) . . ?
C4 C1 C2 107.29(14) . . ?
O3 C9 O4 123.72(18) . . ?
O3 C9 C10 124.24(18) . . ?
O4 C9 C10 111.99(16) . . ?
O2 C3 C5 108.81(14) . . ?
O2 C3 C4 103.53(14) . . ?
C5 C3 C4 115.22(15) . . ?
O2 C3 H2 109.4(11) . . ?
C5 C3 H2 109.3(11) . . ?
C4 C3 H2 110.3(11) . . ?
C12 C13 C14 126.53(18) . . ?
C12 C13 H17 117.6(12) . . ?
C14 C13 H17 115.9(12) . . ?
C3 C5 C6 116.53(19) . . ?
C3 C5 C6A 111.4(2) . . ?
C6 C5 C6A 40.66(19) . . ?
C3 C5 H5 107.4(12) . . ?
C6 C5 H5 94.6(13) . . ?
C6A C5 H5 130.6(13) . . ?
C3 C5 H6 106.6(12) . . ?
C6 C5 H6 123.3(12) . . ?
C6A C5 H6 90.9(12) . . ?
H5 C5 H6 106.1(18) . . ?
C9 C10 C11 113.17(15) . . ?
C9 C10 C7 109.31(15) . . ?
C11 C10 C7 109.44(15) . . ?
C9 C10 H11 106.5(11) . . ?
C11 C10 H11 109.6(11) . . ?
C7 C10 H11 108.7(11) . . ?
C6 C8 O4 103.1(3) . . ?
C6 C8 H8A 111.1 . . ?
O4 C8 H8A 111.1 . . ?
C6 C8 H8B 111.1 . . ?
O4 C8 H8B 111.1 . . ?
H8A C8 H8B 109.1 . . ?
C8 C6 C5 112.8(3) . . ?
C8 C6 H6A 109 . . ?
C5 C6 H6A 109 . . ?
C8 C6 H6B 109 . . ?
C5 C6 H6B 109 . . ?
H6A C6 H6B 107.8 . . ?
C8A C6A C5 108.9(4) . . ?
C8A C6A H6A1 109.9 . . ?
C5 C6A H6A1 109.9 . . ?
C8A C6A H6B1 109.9 . . ?
C5 C6A H6B1 109.9 . . ?
H6A1 C6A H6B1 108.3 . . ?
O4 C8A C6A 104.8(4) . . ?
O4 C8A H8A1 110.8 . . ?
C6A C8A H8A1 110.8 . . ?
O4 C8A H8B1 110.8 . . ?
C6A C8A H8B1 110.8 . . ?
H8A1 C8A H8B1 108.9 . . ?

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
C3 O2 C2 C1 27.37(17) . . . . ?
C3 O2 C2 C14 -93.55(16) . . . . ?
O2 C2 C14 C13 -62.77(19) . . . . ?
C1 C2 C14 C13 -179.99(15) . . . . ?
C10 C11 C12 C13 -135.0(2) . . . . ?
C3 C4 C1 O1 162.42(17) . . . . ?
C3 C4 C1 C2 -15.97(18) . . . . ?
O2 C2 C1 O1 175.48(16) . . . . ?
C14 C2 C1 O1 -62.9(2) . . . . ?
O2 C2 C1 C4 -6.05(18) . . . . ?
C14 C2 C1 C4 115.54(16) . . . . ?
C8A O4 C9 O3 -27.0(5) . . . . ?
C8 O4 C9 O3 4.3(3) . . . . ?
C8A O4 C9 C10 150.5(3) . . . . ?
C8 O4 C9 C10 -178.2(2) . . . . ?
C2 O2 C3 C5 -160.75(15) . . . . ?
C2 O2 C3 C4 -37.73(17) . . . . ?
C1 C4 C3 O2 32.04(17) . . . . ?
C1 C4 C3 C5 150.72(16) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C2 C14 C13 C12 118.4(2) . . . . ?
O2 C3 C5 C6 -89.8(2) . . . . ?
C4 C3 C5 C6 154.5(2) . . . . ?
O2 C3 C5 C6A -45.4(3) . . . . ?
C4 C3 C5 C6A -161.1(2) . . . . ?
O3 C9 C10 C11 -127.4(2) . . . . ?
O4 C9 C10 C11 55.1(2) . . . . ?
O3 C9 C10 C7 110.3(2) . . . . ?
O4 C9 C10 C7 -67.10(19) . . . . ?
C12 C11 C10 C9 61.9(2) . . . . ?
C12 C11 C10 C7 -175.92(15) . . . . ?
C9 O4 C8 C6 -171.6(2) . . . . ?
C8A O4 C8 C6 -41.2(5) . . . . ?
O4 C8 C6 C5 -90.4(3) . . . . ?
C3 C5 C6 C8 63.8(3) . . . . ?
C6A C5 C6 C8 -28.7(3) . . . . ?
C3 C5 C6A C8A -77.8(4) . . . . ?
C6 C5 C6A C8A 28.4(3) . . . . ?
C9 O4 C8A C6A 103.6(4) . . . . ?
C8 O4 C8A C6A 38.7(4) . . . . ?
C5 C6A C8A O4 90.2(5) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF