# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ar45m

# start Validation Reply Form
_vrf_PLAT222_ar45m               
;
PROBLEM: Large Non-Solvent    H    Uiso(max)/Uiso(min) ..       10.0 Ratio 
RESPONSE: The atoms O4/O5/C21/C22 of the ester group are disordered,
so it showed high thermal parameters.
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H20 O6'
_chemical_formula_sum            'C22 H20 O6'
_chemical_formula_weight         380.38

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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   6.2121(16)
_cell_length_b                   9.387(3)
_cell_length_c                   32.186(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1876.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    2803
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      20.51
_chemical_absolute_configuration rm

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(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_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17714
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1956
_reflns_number_gt                1843
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  SHELXL97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0797P)²+2.2911P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1956
_refine_ls_number_parameters     295
_refine_ls_number_restraints     94
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0955
_refine_ls_wR_factor_ref         0.2185
_refine_ls_wR_factor_gt          0.2149
_refine_ls_goodness_of_fit_ref   1.339
_refine_ls_restrained_S_all      1.339
_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 0.3807(11) 0.5103(7) 0.21107(17) 0.0326(14) Uani 1 1 d . . .
C2 C 0.1922(12) 0.5359(6) 0.2299(2) 0.0384(16) Uani 1 1 d . . .
H2 H 0.1403 0.4696 0.2489 0.046 Uiso 1 1 calc R . .
C3 C 0.0676(11) 0.6616(7) 0.22200(19) 0.0361(16) Uani 1 1 d . . .
C4 C 0.1631(10) 0.7570(6) 0.19200(17) 0.0281(13) Uani 1 1 d . A .
C5 C 0.1802(11) 0.9959(6) 0.16835(18) 0.0331(15) Uani 1 1 d . A .
C6 C 0.3183(11) 0.9454(7) 0.13209(19) 0.0365(15) Uani 1 1 d . . .
H6A H 0.4014 1.0250 0.1215 0.044 Uiso 1 1 calc R . .
H6B H 0.2256 0.9116 0.1099 0.044 Uiso 1 1 calc R . .
C7 C 0.4729(10) 0.8247(7) 0.14530(17) 0.0315(14) Uani 1 1 d . . .
H7 H 0.5940 0.8671 0.1604 0.038 Uiso 1 1 calc R . .
C8 C 0.3560(10) 0.7273(6) 0.17403(16) 0.0275(14) Uani 1 1 d . . .
C9 C 0.5601(10) 0.7518(7) 0.10644(18) 0.0311(14) Uani 1 1 d . . .
C10 C 0.7572(12) 0.7988(9) 0.0896(2) 0.0480(19) Uani 1 1 d . . .
H10 H 0.8320 0.8719 0.1026 0.058 Uiso 1 1 calc R . .
C11 C 0.8404(12) 0.7388(9) 0.0543(2) 0.055(2) Uani 1 1 d . . .
H11 H 0.9691 0.7733 0.0436 0.066 Uiso 1 1 calc R . .
C12 C 0.7354(12) 0.6268(7) 0.0343(2) 0.0397(17) Uani 1 1 d . . .
C13 C 0.8199(16) 0.5568(9) -0.0016(2) 0.061(2) Uani 1 1 d . . .
H13 H 0.9505 0.5866 -0.0128 0.073 Uiso 1 1 calc R . .
C14 C 0.712(2) 0.4476(9) -0.0198(2) 0.073(3) Uani 1 1 d . . .
H14 H 0.7685 0.4027 -0.0431 0.088 Uiso 1 1 calc R . .
C15 C 0.518(2) 0.4034(11) -0.0032(3) 0.093(4) Uani 1 1 d . . .
H15 H 0.4459 0.3274 -0.0155 0.111 Uiso 1 1 calc R . .
C16 C 0.430(2) 0.4677(10) 0.0302(3) 0.086(4) Uani 1 1 d . . .
H16 H 0.2972 0.4368 0.0401 0.103 Uiso 1 1 calc R . .
C17 C 0.5361(13) 0.5808(7) 0.0503(2) 0.0432(17) Uani 1 1 d . . .
C18 C 0.4552(12) 0.6469(8) 0.0865(2) 0.0472(19) Uani 1 1 d . . .
H18 H 0.3236 0.6165 0.0971 0.057 Uiso 1 1 calc R . .
C19 C 0.5193(12) 0.3841(7) 0.2160(2) 0.0466(18) Uani 1 1 d . . .
H19A H 0.4657 0.3261 0.2383 0.070 Uiso 1 1 calc R . .
H19B H 0.6636 0.4140 0.2222 0.070 Uiso 1 1 calc R . .
H19C H 0.5189 0.3300 0.1907 0.070 Uiso 1 1 calc R . .
C20 C 0.0094(14) 1.1063(8) 0.1552(3) 0.0551(19) Uani 1 1 d U . .
O1 O 0.4630(7) 0.6052(4) 0.18298(12) 0.0333(10) Uani 1 1 d . . .
O2 O -0.1078(8) 0.6895(5) 0.23927(15) 0.0492(14) Uani 1 1 d . . .
O3 O 0.0512(7) 0.8802(4) 0.18399(12) 0.0340(10) Uani 1 1 d . . .
O4 O 0.0588(18) 1.1801(11) 0.1208(3) 0.077(3) Uani 0.664(10) 1 d PDU A 1
O5 O -0.1737(16) 1.1002(10) 0.1629(4) 0.062(2) Uani 0.664(10) 1 d PU A 1
C21 C -0.076(3) 1.2924(14) 0.1078(5) 0.083(3) Uani 0.664(10) 1 d PDU A 1
H21A H -0.2246 1.2614 0.1096 0.100 Uiso 0.664(10) 1 calc PR A 1
H21B H -0.0452 1.3140 0.0790 0.100 Uiso 0.664(10) 1 calc PR A 1
C22 C -0.049(3) 1.4238(16) 0.1329(5) 0.089(4) Uani 0.664(10) 1 d PDU A 1
H22A H -0.1455 1.4960 0.1227 0.134 Uiso 0.664(10) 1 calc PR A 1
H22B H 0.0965 1.4569 0.1306 0.134 Uiso 0.664(10) 1 calc PR A 1
H22C H -0.0817 1.4037 0.1614 0.134 Uiso 0.664(10) 1 calc PR A 1
O4' O 0.127(3) 1.2256(19) 0.1477(7) 0.071(3) Uani 0.336(10) 1 d PDU A 2
O5' O -0.128(4) 1.153(2) 0.1808(7) 0.070(4) Uani 0.336(10) 1 d PU A 2
C21' C 0.000(5) 1.343(3) 0.1386(9) 0.081(3) Uani 0.336(10) 1 d PDU A 2
H21C H 0.0966 1.4227 0.1335 0.097 Uiso 0.336(10) 1 calc PR A 2
H21D H -0.0811 1.3661 0.1635 0.097 Uiso 0.336(10) 1 calc PR A 2
C22' C -0.159(6) 1.338(4) 0.1024(10) 0.088(4) Uani 0.336(10) 1 d PDU A 2
H22D H -0.2339 1.4269 0.1005 0.132 Uiso 0.336(10) 1 calc PR A 2
H22E H -0.2611 1.2624 0.1071 0.132 Uiso 0.336(10) 1 calc PR A 2
H22F H -0.0827 1.3201 0.0770 0.132 Uiso 0.336(10) 1 calc PR A 2
O6 O 0.3128(8) 1.0492(5) 0.19830(17) 0.0474(14) Uani 1 1 d . . .
H6O H 0.247(9) 1.081(6) 0.2154(17) 0.010(15) Uiso 1 1 d . . .


_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 C2 1.340(9) . ?
C1 O1 1.368(7) . ?
C1 C19 1.473(9) . ?
C2 C3 1.434(9) . ?
C2 H2 0.9300 . ?
C3 O2 1.251(8) . ?
C3 C4 1.445(8) . ?
C4 C8 1.359(8) . ?
C4 O3 1.374(7) . ?
C5 O6 1.363(8) . ?
C5 O3 1.440(7) . ?
C5 C6 1.524(8) . ?
C5 C20 1.542(10) . ?
C6 C7 1.545(9) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.490(8) . ?
C7 C9 1.525(8) . ?
C7 H7 0.9800 . ?
C8 O1 1.355(7) . ?
C9 C18 1.344(9) . ?
C9 C10 1.410(9) . ?
C10 C11 1.368(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.395(10) . ?
C11 H11 0.9300 . ?
C12 C17 1.409(10) . ?
C12 C13 1.429(9) . ?
C13 C14 1.356(12) . ?
C13 H13 0.9300 . ?
C14 C15 1.382(14) . ?
C14 H14 0.9300 . ?
C15 C16 1.350(12) . ?
C15 H15 0.9300 . ?
C16 C17 1.407(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.414(9) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 O5 1.165(12) . ?
C20 O5' 1.26(2) . ?
C20 O4 1.342(12) . ?
C20 O4' 1.36(2) . ?
O4 C21 1.409(14) . ?
C21 C22 1.483(16) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O4' C21' 1.388(18) . ?
C21' C22' 1.53(2) . ?
C21' H21C 0.9700 . ?
C21' H21D 0.9700 . ?
C22' H22D 0.9600 . ?
C22' H22E 0.9600 . ?
C22' H22F 0.9600 . ?
O6 H6O 0.75(6) . ?

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 C1 O1 120.6(6) . . ?
C2 C1 C19 127.3(6) . . ?
O1 C1 C19 112.1(5) . . ?
C1 C2 C3 122.6(6) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
O2 C3 C2 124.3(6) . . ?
O2 C3 C4 121.7(6) . . ?
C2 C3 C4 114.0(6) . . ?
C8 C4 O3 122.6(5) . . ?
C8 C4 C3 121.3(6) . . ?
O3 C4 C3 116.1(5) . . ?
O6 C5 O3 111.4(5) . . ?
O6 C5 C6 108.4(6) . . ?
O3 C5 C6 110.3(5) . . ?
O6 C5 C20 111.3(6) . . ?
O3 C5 C20 102.7(5) . . ?
C6 C5 C20 112.7(5) . . ?
C5 C6 C7 111.6(5) . . ?
C5 C6 H6A 109.3 . . ?
C7 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C9 114.0(5) . . ?
C8 C7 C6 108.5(5) . . ?
C9 C7 C6 108.9(5) . . ?
C8 C7 H7 108.4 . . ?
C9 C7 H7 108.4 . . ?
C6 C7 H7 108.4 . . ?
O1 C8 C4 121.0(5) . . ?
O1 C8 C7 114.3(5) . . ?
C4 C8 C7 124.6(6) . . ?
C18 C9 C10 117.8(6) . . ?
C18 C9 C7 123.2(6) . . ?
C10 C9 C7 119.0(6) . . ?
C11 C10 C9 121.3(7) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 121.1(7) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C17 118.2(6) . . ?
C11 C12 C13 123.3(7) . . ?
C17 C12 C13 118.5(7) . . ?
C14 C13 C12 121.0(9) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 119.4(8) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 121.8(10) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C17 120.9(10) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C12 118.4(7) . . ?
C16 C17 C18 122.9(7) . . ?
C12 C17 C18 118.7(6) . . ?
C9 C18 C17 122.9(6) . . ?
C9 C18 H18 118.6 . . ?
C17 C18 H18 118.6 . . ?
C1 C19 H19A 109.5 . . ?
C1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O5 C20 O5' 38.8(11) . . ?
O5 C20 O4 115.0(10) . . ?
O5' C20 O4 120.9(12) . . ?
O5 C20 O4' 127.1(11) . . ?
O5' C20 O4' 101.2(15) . . ?
O4 C20 O4' 46.0(9) . . ?
O5 C20 C5 125.5(8) . . ?
O5' C20 C5 121.2(12) . . ?
O4 C20 C5 114.6(7) . . ?
O4' C20 C5 103.4(10) . . ?
C8 O1 C1 120.5(5) . . ?
C4 O3 C5 114.8(5) . . ?
C20 O4 C21 119.7(11) . . ?
O4 C21 C22 113.3(15) . . ?
O4 C21 H21A 108.9 . . ?
C22 C21 H21A 108.9 . . ?
O4 C21 H21B 108.9 . . ?
C22 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 O4' C21' 113(2) . . ?
O4' C21' C22' 120(3) . . ?
O4' C21' H21C 107.3 . . ?
C22' C21' H21C 107.3 . . ?
O4' C21' H21D 107.3 . . ?
C22' C21' H21D 107.3 . . ?
H21C C21' H21D 106.9 . . ?
C21' C22' H22D 109.5 . . ?
C21' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C21' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C5 O6 H6O 110(4) . . ?

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
O1 C1 C2 C3 0.0(9) . . . . ?
C19 C1 C2 C3 -178.4(6) . . . . ?
C1 C2 C3 O2 -179.4(6) . . . . ?
C1 C2 C3 C4 0.1(9) . . . . ?
O2 C3 C4 C8 178.6(6) . . . . ?
C2 C3 C4 C8 -0.9(8) . . . . ?
O2 C3 C4 O3 0.7(9) . . . . ?
C2 C3 C4 O3 -178.8(5) . . . . ?
O6 C5 C6 C7 61.8(7) . . . . ?
O3 C5 C6 C7 -60.4(7) . . . . ?
C20 C5 C6 C7 -174.6(6) . . . . ?
C5 C6 C7 C8 40.0(7) . . . . ?
C5 C6 C7 C9 164.6(5) . . . . ?
O3 C4 C8 O1 179.3(5) . . . . ?
C3 C4 C8 O1 1.5(8) . . . . ?
O3 C4 C8 C7 2.5(8) . . . . ?
C3 C4 C8 C7 -175.3(6) . . . . ?
C9 C7 C8 O1 48.9(7) . . . . ?
C6 C7 C8 O1 170.5(5) . . . . ?
C9 C7 C8 C4 -134.1(6) . . . . ?
C6 C7 C8 C4 -12.5(8) . . . . ?
C8 C7 C9 C18 36.7(9) . . . . ?
C6 C7 C9 C18 -84.7(7) . . . . ?
C8 C7 C9 C10 -145.3(6) . . . . ?
C6 C7 C9 C10 93.3(7) . . . . ?
C18 C9 C10 C11 -0.7(11) . . . . ?
C7 C9 C10 C11 -178.8(7) . . . . ?
C9 C10 C11 C12 -1.4(12) . . . . ?
C10 C11 C12 C17 2.7(11) . . . . ?
C10 C11 C12 C13 -177.5(8) . . . . ?
C11 C12 C13 C14 179.4(8) . . . . ?
C17 C12 C13 C14 -0.7(11) . . . . ?
C12 C13 C14 C15 0.0(13) . . . . ?
C13 C14 C15 C16 1.1(16) . . . . ?
C14 C15 C16 C17 -1.6(18) . . . . ?
C15 C16 C17 C12 0.9(15) . . . . ?
C15 C16 C17 C18 -176.9(10) . . . . ?
C11 C12 C17 C16 -179.9(8) . . . . ?
C13 C12 C17 C16 0.3(11) . . . . ?
C11 C12 C17 C18 -2.0(10) . . . . ?
C13 C12 C17 C18 178.1(7) . . . . ?
C10 C9 C18 C17 1.3(11) . . . . ?
C7 C9 C18 C17 179.3(6) . . . . ?
C16 C17 C18 C9 177.8(8) . . . . ?
C12 C17 C18 C9 0.0(11) . . . . ?
O6 C5 C20 O5 -109.1(13) . . . . ?
O3 C5 C20 O5 10.2(14) . . . . ?
C6 C5 C20 O5 128.9(12) . . . . ?
O6 C5 C20 O5' -62.5(16) . . . . ?
O3 C5 C20 O5' 56.9(16) . . . . ?
C6 C5 C20 O5' 175.5(15) . . . . ?
O6 C5 C20 O4 97.1(10) . . . . ?
O3 C5 C20 O4 -143.5(9) . . . . ?
C6 C5 C20 O4 -24.9(11) . . . . ?
O6 C5 C20 O4' 49.7(12) . . . . ?
O3 C5 C20 O4' 169.1(11) . . . . ?
C6 C5 C20 O4' -72.3(12) . . . . ?
C4 C8 O1 C1 -1.4(7) . . . . ?
C7 C8 O1 C1 175.8(5) . . . . ?
C2 C1 O1 C8 0.5(8) . . . . ?
C19 C1 O1 C8 179.2(5) . . . . ?
C8 C4 O3 C5 -21.8(7) . . . . ?
C3 C4 O3 C5 156.1(5) . . . . ?
O6 C5 O3 C4 -70.5(6) . . . . ?
C6 C5 O3 C4 50.0(7) . . . . ?
C20 C5 O3 C4 170.3(5) . . . . ?
O5 C20 O4 C21 28.9(19) . . . . ?
O5' C20 O4 C21 -15(2) . . . . ?
O4' C20 O4 C21 -89.5(17) . . . . ?
C5 C20 O4 C21 -174.5(11) . . . . ?
C20 O4 C21 C22 76.3(18) . . . . ?
O5 C20 O4' C21' -17(3) . . . . ?
O5' C20 O4' C21' -49(3) . . . . ?
O4 C20 O4' C21' 74(2) . . . . ?
C5 C20 O4' C21' -174.9(18) . . . . ?
C20 O4' C21' C22' -57(4) . . . . ?

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
O6 H6O O2 0.75(6) 1.98(6) 2.719(7) 171(6) 3

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.063

_database_code_depnum_ccdc_archive 'CCDC 979348'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_aw81m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H17 Cl O6'
_chemical_formula_sum            'C18 H17 Cl O6'
_chemical_formula_weight         364.77
_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 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   7.9426(11)
_cell_length_b                   8.8414(12)
_cell_length_c                   24.229(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1701.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    3783
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      22.25

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_process_details   'SABABS; Bruker,2001'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(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  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16379
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         24.98
_reflns_number_total             2999
_reflns_number_gt                2573
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1990)'
_computing_publication_material  SHELXL97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0815P)²+0.0059P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_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   -0.07(10)
_refine_ls_number_reflns         2999
_refine_ls_number_parameters     231
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1297
_refine_ls_wR_factor_gt          0.1232
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.102
_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 -0.1487(4) 0.9258(3) 0.12994(12) 0.0430(7) Uani 1 1 d . . .
C2 C -0.0660(4) 0.9267(3) 0.17820(12) 0.0457(7) Uani 1 1 d . . .
H2 H -0.0708 1.0126 0.2003 0.055 Uiso 1 1 calc R . .
C3 C 0.0302(4) 0.7979(3) 0.19672(11) 0.0429(7) Uani 1 1 d . . .
C4 C 0.0294(4) 0.6745(3) 0.15782(11) 0.0391(6) Uani 1 1 d . . .
C5 C 0.1131(4) 0.4186(3) 0.14007(11) 0.0432(7) Uani 1 1 d . . .
C6 C 0.0967(4) 0.4578(3) 0.07958(11) 0.0419(7) Uani 1 1 d . . .
H6A H 0.0925 0.3657 0.0578 0.050 Uiso 1 1 calc R . .
H6B H 0.1939 0.5159 0.0678 0.050 Uiso 1 1 calc R . .
C7 C -0.0643(4) 0.5502(3) 0.07011(10) 0.0372(6) Uani 1 1 d . . .
H7 H -0.1602 0.4861 0.0801 0.045 Uiso 1 1 calc R . .
C8 C -0.0582(3) 0.6787(3) 0.11029(10) 0.0363(6) Uani 1 1 d . . .
C9 C -0.0853(3) 0.5948(3) 0.01011(11) 0.0391(7) Uani 1 1 d . . .
C10 C -0.1823(4) 0.5052(3) -0.02403(11) 0.0461(7) Uani 1 1 d . . .
H10 H -0.2341 0.4192 -0.0099 0.055 Uiso 1 1 calc R . .
C11 C -0.2031(4) 0.5420(4) -0.07909(12) 0.0528(8) Uani 1 1 d . . .
H11 H -0.2672 0.4801 -0.1019 0.063 Uiso 1 1 calc R . .
C12 C -0.1294(4) 0.6695(4) -0.09999(12) 0.0564(9) Uani 1 1 d . . .
H12 H -0.1453 0.6953 -0.1368 0.068 Uiso 1 1 calc R . .
C13 C -0.0322(4) 0.7593(4) -0.06669(12) 0.0520(8) Uani 1 1 d . . .
H13 H 0.0182 0.8458 -0.0810 0.062 Uiso 1 1 calc R . .
C14 C -0.0091(4) 0.7216(4) -0.01199(12) 0.0477(8) Uani 1 1 d . . .
H14 H 0.0584 0.7821 0.0103 0.057 Uiso 1 1 calc R . .
C15 C -0.2436(4) 1.0527(4) 0.10582(14) 0.0535(8) Uani 1 1 d . . .
H15A H -0.2447 1.1368 0.1315 0.064 Uiso 1 1 calc R . .
H15B H -0.3592 1.0219 0.0994 0.064 Uiso 1 1 calc R . .
C16 C 0.2810(5) 0.3382(4) 0.15246(14) 0.0561(9) Uani 1 1 d . . .
C17 C 0.4306(6) 0.1912(7) 0.21805(19) 0.1039(17) Uani 1 1 d . . .
H17A H 0.4559 0.1092 0.1928 0.125 Uiso 1 1 calc R . .
H17B H 0.5238 0.2620 0.2173 0.125 Uiso 1 1 calc R . .
C18 C 0.4112(8) 0.1345(9) 0.2709(2) 0.131(2) Uani 1 1 d . . .
H18A H 0.4063 0.2167 0.2967 0.197 Uiso 1 1 calc R . .
H18B H 0.5050 0.0704 0.2798 0.197 Uiso 1 1 calc R . .
H18C H 0.3088 0.0770 0.2729 0.197 Uiso 1 1 calc R . .
Cl1 Cl -0.15074(14) 1.11175(10) 0.04209(4) 0.0696(3) Uani 1 1 d . . .
O1 O -0.1502(3) 0.8020(2) 0.09683(7) 0.0417(5) Uani 1 1 d . . .
O2 O 0.1098(3) 0.7925(3) 0.24014(8) 0.0587(6) Uani 1 1 d . . .
O3 O 0.1272(3) 0.5533(2) 0.17348(7) 0.0460(5) Uani 1 1 d . . .
O4 O 0.3998(4) 0.3390(4) 0.12283(12) 0.0889(10) Uani 1 1 d . . .
O5 O 0.2744(4) 0.2681(4) 0.20062(10) 0.0831(9) Uani 1 1 d . . .
O6 O -0.0265(3) 0.3380(3) 0.15534(9) 0.0525(6) Uani 1 1 d . . .
H6 H -0.025(3) 0.328(3) 0.1882(14) 0.033(8) Uiso 1 1 d . . .


_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 C2 1.341(4) . ?
C1 O1 1.357(3) . ?
C1 C15 1.473(4) . ?
C2 C3 1.443(4) . ?
C2 H2 0.9300 . ?
C3 O2 1.228(3) . ?
C3 C4 1.441(4) . ?
C4 C8 1.346(4) . ?
C4 O3 1.376(3) . ?
C5 O6 1.369(4) . ?
C5 O3 1.444(3) . ?
C5 C6 1.511(4) . ?
C5 C16 1.541(5) . ?
C6 C7 1.535(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.497(4) . ?
C7 C9 1.516(3) . ?
C7 H7 0.9800 . ?
C8 O1 1.353(3) . ?
C9 C10 1.381(4) . ?
C9 C14 1.382(4) . ?
C10 C11 1.383(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.367(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.370(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 Cl1 1.789(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 O4 1.186(4) . ?
C16 O5 1.322(4) . ?
C17 C18 1.384(6) . ?
C17 O5 1.477(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O6 H6 0.80(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
C2 C1 O1 121.7(3) . . ?
C2 C1 C15 126.3(3) . . ?
O1 C1 C15 112.0(3) . . ?
C1 C2 C3 121.7(3) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
O2 C3 C4 122.2(3) . . ?
O2 C3 C2 124.7(3) . . ?
C4 C3 C2 113.1(2) . . ?
C8 C4 O3 123.3(2) . . ?
C8 C4 C3 122.7(3) . . ?
O3 C4 C3 114.0(2) . . ?
O6 C5 O3 109.9(2) . . ?
O6 C5 C6 108.2(2) . . ?
O3 C5 C6 111.2(2) . . ?
O6 C5 C16 114.1(2) . . ?
O3 C5 C16 101.8(2) . . ?
C6 C5 C16 111.7(3) . . ?
C5 C6 C7 109.8(2) . . ?
C5 C6 H6A 109.7 . . ?
C7 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
C7 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C9 115.4(2) . . ?
C8 C7 C6 106.2(2) . . ?
C9 C7 C6 111.9(2) . . ?
C8 C7 H7 107.6 . . ?
C9 C7 H7 107.6 . . ?
C6 C7 H7 107.6 . . ?
C4 C8 O1 120.5(2) . . ?
C4 C8 C7 123.5(3) . . ?
O1 C8 C7 115.9(2) . . ?
C10 C9 C14 118.6(3) . . ?
C10 C9 C7 119.1(3) . . ?
C14 C9 C7 122.3(3) . . ?
C9 C10 C11 120.6(3) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 120.1(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 120.7(3) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C1 C15 Cl1 110.7(2) . . ?
C1 C15 H15A 109.5 . . ?
Cl1 C15 H15A 109.5 . . ?
C1 C15 H15B 109.5 . . ?
Cl1 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
O4 C16 O5 124.6(3) . . ?
O4 C16 C5 124.6(3) . . ?
O5 C16 C5 110.7(3) . . ?
C18 C17 O5 109.7(4) . . ?
C18 C17 H17A 109.7 . . ?
O5 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
O5 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C8 O1 C1 120.2(2) . . ?
C4 O3 C5 116.3(2) . . ?
C16 O5 C17 115.8(3) . . ?
C5 O6 H6 108(2) . . ?

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
O1 C1 C2 C3 2.0(4) . . . . ?
C15 C1 C2 C3 -176.9(3) . . . . ?
C1 C2 C3 O2 179.2(3) . . . . ?
C1 C2 C3 C4 1.3(4) . . . . ?
O2 C3 C4 C8 179.6(3) . . . . ?
C2 C3 C4 C8 -2.4(4) . . . . ?
O2 C3 C4 O3 -1.0(4) . . . . ?
C2 C3 C4 O3 177.0(2) . . . . ?
O6 C5 C6 C7 58.8(3) . . . . ?
O3 C5 C6 C7 -61.9(3) . . . . ?
C16 C5 C6 C7 -174.8(2) . . . . ?
C5 C6 C7 C8 52.2(3) . . . . ?
C5 C6 C7 C9 179.0(2) . . . . ?
O3 C4 C8 O1 -179.1(2) . . . . ?
C3 C4 C8 O1 0.3(4) . . . . ?
O3 C4 C8 C7 2.3(4) . . . . ?
C3 C4 C8 C7 -178.3(3) . . . . ?
C9 C7 C8 C4 -149.3(3) . . . . ?
C6 C7 C8 C4 -24.6(4) . . . . ?
C9 C7 C8 O1 32.0(3) . . . . ?
C6 C7 C8 O1 156.7(2) . . . . ?
C8 C7 C9 C10 -143.6(3) . . . . ?
C6 C7 C9 C10 94.7(3) . . . . ?
C8 C7 C9 C14 37.2(4) . . . . ?
C6 C7 C9 C14 -84.5(3) . . . . ?
C14 C9 C10 C11 -0.2(4) . . . . ?
C7 C9 C10 C11 -179.5(3) . . . . ?
C9 C10 C11 C12 -1.0(5) . . . . ?
C10 C11 C12 C13 1.3(5) . . . . ?
C11 C12 C13 C14 -0.3(5) . . . . ?
C12 C13 C14 C9 -1.0(5) . . . . ?
C10 C9 C14 C13 1.3(4) . . . . ?
C7 C9 C14 C13 -179.5(3) . . . . ?
C2 C1 C15 Cl1 116.7(3) . . . . ?
O1 C1 C15 Cl1 -62.2(3) . . . . ?
O6 C5 C16 O4 140.4(4) . . . . ?
O3 C5 C16 O4 -101.2(4) . . . . ?
C6 C5 C16 O4 17.4(5) . . . . ?
O6 C5 C16 O5 -39.5(4) . . . . ?
O3 C5 C16 O5 78.8(3) . . . . ?
C6 C5 C16 O5 -162.5(3) . . . . ?
C4 C8 O1 C1 3.2(4) . . . . ?
C7 C8 O1 C1 -178.1(2) . . . . ?
C2 C1 O1 C8 -4.3(4) . . . . ?
C15 C1 O1 C8 174.7(2) . . . . ?
C8 C4 O3 C5 -8.8(4) . . . . ?
C3 C4 O3 C5 171.7(2) . . . . ?
O6 C5 O3 C4 -81.3(3) . . . . ?
C6 C5 O3 C4 38.5(3) . . . . ?
C16 C5 O3 C4 157.5(2) . . . . ?
O4 C16 O5 C17 2.2(6) . . . . ?
C5 C16 O5 C17 -177.9(3) . . . . ?
C18 C17 O5 C16 174.7(5) . . . . ?

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
O6 H6 O2 0.80(3) 1.89(3) 2.648(3) 158(3) 3_545

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.060
_database_code_depnum_ccdc_archive 'CCDC 1017996'
