#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:05:27 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180286 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/00/7150062.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7150062
loop_
_publ_author_name
'Lemiègre, Loïc'
'Stevens, Richard L.'
'Combret, Jean-Claude'
'Maddaluno, Jacques'
_publ_section_title
;
 Ring fission of chiral cyclic acetals plus intramolecular [4 + 2]
 cycloaddition: a sequential access to medium-size lactones.
 Application to the synthesis of carbasugars.
;
_journal_issue                   7
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1308
_journal_page_last               1318
_journal_paper_doi               10.1039/b419381d
_journal_volume                  3
_journal_year                    2005
_chemical_formula_moiety         'C18 H22 O4'
_chemical_formula_sum            'C18 H22 O4'
_chemical_formula_weight         302.36
_chemical_name_common
;
2-hydroxy-3,6,11-trimethyl-1,2,4a,13a-tetrahydro-5,12-dioxa-
dibenzo(a,e)cyclo-nonan-13-one
;
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.1590(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.0036(7)
_cell_length_b                   27.0011(18)
_cell_length_c                   12.1811(8)
_cell_measurement_temperature    296(2)
_cell_volume                     3276.9(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            26441
_diffrn_reflns_theta_full        26.41
_diffrn_reflns_theta_max         26.41
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.744898
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          1.60
_exptl_crystal_size_mid          0.67
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.144
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(6)
_refine_ls_extinction_coef       0.0008(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1146
_refine_ls_number_reflns         13096
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.087
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0394P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0901
_reflns_number_gt                10487
_reflns_number_total             13096
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b419381d.txt
_cod_data_source_block           ll478m
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7150062
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.1024(2) 0.55467(8) 0.36895(19) 0.0434(5) Uani 1 1 d . . .
C3A C 0.2793(2) 0.58482(9) 0.49933(18) 0.0440(5) Uani 1 1 d . . .
C4A C 0.3152(2) 0.63824(9) 0.47985(19) 0.0447(6) Uani 1 1 d . . .
C5A C 0.3119(2) 0.65693(8) 0.37163(18) 0.0446(5) Uani 1 1 d . . .
C6A C 0.2909(2) 0.62345(10) 0.27074(18) 0.0455(5) Uani 1 1 d . . .
C8A C 0.0413(2) 0.63094(9) 0.26090(19) 0.0460(5) Uani 1 1 d . . .
C9A C -0.0064(2) 0.57971(8) 0.29641(19) 0.0460(5) Uani 1 1 d . . .
C11A C 0.2907(4) 0.56582(13) 0.6153(2) 0.0637(7) Uani 1 1 d . . .
C12A C 0.3938(3) 0.63190(14) 0.1896(2) 0.0642(7) Uani 1 1 d . . .
C13A C 0.3400(2) 0.67052(10) 0.5675(2) 0.0535(6) Uani 1 1 d . . .
C14A C 0.3620(3) 0.72011(11) 0.5506(3) 0.0696(8) Uani 1 1 d . . .
C15A C 0.3567(3) 0.73871(11) 0.4464(3) 0.0751(9) Uani 1 1 d . . .
C16A C 0.3317(3) 0.70702(10) 0.3577(3) 0.0605(7) Uani 1 1 d . . .
C17A C -0.0613(2) 0.65313(11) 0.1798(2) 0.0553(6) Uani 1 1 d . . .
C18A C -0.1622(2) 0.62931(11) 0.1259(2) 0.0567(6) Uani 1 1 d . . .
C19A C -0.1823(3) 0.57490(12) 0.1410(2) 0.0650(7) Uani 1 1 d . . .
C20A C -0.0597(3) 0.54979(11) 0.1978(3) 0.0608(7) Uani 1 1 d . . .
C22A C -0.2672(3) 0.65516(18) 0.0504(3) 0.0795(10) Uani 1 1 d . . .
C1B C 0.8833(2) 0.59671(8) 0.7510(2) 0.0490(6) Uani 1 1 d . . .
C3B C 1.0805(3) 0.58892(9) 0.8816(2) 0.0546(6) Uani 1 1 d . . .
C4B C 1.1805(2) 0.63155(9) 0.87621(17) 0.0499(5) Uani 1 1 d . . .
C5B C 1.1347(2) 0.67949(9) 0.84863(18) 0.0515(6) Uani 1 1 d . . .
C6B C 0.9864(3) 0.69314(9) 0.8359(2) 0.0551(6) Uani 1 1 d . . .
C8B C 0.9483(3) 0.66899(8) 0.6376(2) 0.0477(6) Uani 1 1 d . . .
C9B C 0.8584(2) 0.62266(8) 0.64232(19) 0.0443(5) Uani 1 1 d . . .
C11B C 1.1368(4) 0.53884(12) 0.9122(3) 0.0759(9) Uani 1 1 d . . .
C12B C 0.9571(4) 0.73939(12) 0.9008(3) 0.0733(9) Uani 1 1 d . . .
C13B C 1.3174(3) 0.62269(13) 0.8896(2) 0.0657(7) Uani 1 1 d . . .
C14B C 1.4089(3) 0.66028(16) 0.8775(2) 0.0793(9) Uani 1 1 d . . .
C15B C 1.3643(3) 0.70701(15) 0.8500(3) 0.0773(9) Uani 1 1 d . . .
C16B C 1.2289(3) 0.71644(11) 0.8361(2) 0.0649(7) Uani 1 1 d . . .
C17B C 0.9109(3) 0.69680(9) 0.5342(2) 0.0539(6) Uani 1 1 d . . .
C18B C 0.7969(3) 0.69220(8) 0.4704(2) 0.0526(6) Uani 1 1 d . . .
C19B C 0.6918(3) 0.65534(9) 0.4965(2) 0.0538(6) Uani 1 1 d . . .
C20B C 0.7120(2) 0.63632(10) 0.6129(2) 0.0537(6) Uani 1 1 d . . .
C22B C 0.7625(4) 0.72276(13) 0.3690(3) 0.0736(8) Uani 1 1 d . . .
C1C C 0.5938(2) 0.48774(8) 0.3973(2) 0.0470(5) Uani 1 1 d . . .
C3C C 0.4177(2) 0.45627(9) 0.2681(2) 0.0497(6) Uani 1 1 d . . .
C4C C 0.3840(2) 0.40252(8) 0.28914(19) 0.0458(5) Uani 1 1 d . . .
C5C C 0.3876(2) 0.38484(9) 0.3972(2) 0.0490(6) Uani 1 1 d . . .
C6C C 0.4054(2) 0.41898(11) 0.4964(2) 0.0518(6) Uani 1 1 d . . .
C8C C 0.6545(2) 0.41217(8) 0.5095(2) 0.0468(5) Uani 1 1 d . . .
C9C C 0.7022(2) 0.46306(8) 0.4715(2) 0.0475(5) Uani 1 1 d . . .
C11C C 0.4040(4) 0.47448(14) 0.1515(3) 0.0684(8) Uani 1 1 d . . .
C12C C 0.3002(3) 0.41114(17) 0.5769(3) 0.0724(8) Uani 1 1 d . . .
C13C C 0.3611(3) 0.36965(11) 0.2019(3) 0.0623(7) Uani 1 1 d . . .
C14C C 0.3429(3) 0.32018(12) 0.2218(3) 0.0756(9) Uani 1 1 d . . .
C15C C 0.3460(3) 0.30258(12) 0.3265(3) 0.0785(10) Uani 1 1 d . . .
C16C C 0.3685(3) 0.33456(11) 0.4136(3) 0.0675(8) Uani 1 1 d . . .
C17C C 0.7577(3) 0.39096(11) 0.5927(2) 0.0558(6) Uani 1 1 d . . .
C18C C 0.8599(2) 0.41549(10) 0.64460(19) 0.0566(6) Uani 1 1 d . . .
C19C C 0.8792(3) 0.46961(11) 0.6262(3) 0.0646(7) Uani 1 1 d . . .
C20C C 0.7569(3) 0.49400(11) 0.5688(3) 0.0620(7) Uani 1 1 d . . .
C22C C 0.9650(4) 0.39114(19) 0.7207(3) 0.0796(10) Uani 1 1 d . . .
C1D C 0.7983(2) 0.44303(8) 0.01522(19) 0.0483(5) Uani 1 1 d . . .
C3D C 0.6036(3) 0.44312(10) -0.1178(2) 0.0610(7) Uani 1 1 d . . .
C4D C 0.5114(3) 0.39886(11) -0.10881(19) 0.0702(8) Uani 1 1 d . . .
C5D C 0.5645(3) 0.35283(11) -0.0768(2) 0.0706(8) Uani 1 1 d . . .
C6D C 0.7137(3) 0.34327(9) -0.0592(2) 0.0634(7) Uani 1 1 d . . .
C8D C 0.7428(2) 0.37235(8) 0.13569(18) 0.0439(5) Uani 1 1 d . . .
C9D C 0.8286(2) 0.41898(8) 0.12582(19) 0.0436(5) Uani 1 1 d . . .
C11D C 0.5399(5) 0.49131(14) -0.1550(4) 0.0851(10) Uani 1 1 d . . .
C12D C 0.7621(6) 0.29725(13) -0.1171(3) 0.1000(15) Uani 1 1 d . . .
C13D C 0.3729(4) 0.40357(17) -0.1264(3) 0.0964(12) Uani 1 1 d . . .
C14D C 0.2900(5) 0.3638(2) -0.1134(3) 0.1241(18) Uani 1 1 d . . .
C15D C 0.3410(5) 0.3196(2) -0.0826(3) 0.1277(19) Uani 1 1 d . . .
C16D C 0.4761(4) 0.31399(15) -0.0636(3) 0.0963(12) Uani 1 1 d . . .
C17D C 0.7827(2) 0.34730(8) 0.24321(19) 0.0476(6) Uani 1 1 d . . .
C18D C 0.8985(2) 0.35320(8) 0.30370(19) 0.0467(5) Uani 1 1 d . . .
C19D C 1.0010(2) 0.38951(9) 0.27133(19) 0.0480(5) Uani 1 1 d . . .
C20D C 0.9749(2) 0.40748(9) 0.1532(2) 0.0486(6) Uani 1 1 d . . .
C22D C 0.9376(4) 0.32409(12) 0.4059(3) 0.0637(8) Uani 1 1 d . . .
H3A H 0.3266(17) 0.5619(6) 0.4546(14) 0.024(4) Uiso 1 1 d . . .
H6A H 0.3028(19) 0.5924(8) 0.2970(16) 0.032(5) Uiso 1 1 d . . .
H8A H 0.0529(19) 0.6507(7) 0.3263(17) 0.031(5) Uiso 1 1 d . . .
H9A H -0.080(2) 0.5859(7) 0.3455(16) 0.035(5) Uiso 1 1 d . . .
H11A H 0.257(3) 0.5329(12) 0.617(2) 0.084(9) Uiso 1 1 d . . .
H12A H 0.386(3) 0.6063(10) 0.129(2) 0.067(8) Uiso 1 1 d . . .
H13A H 0.345(2) 0.6583(8) 0.642(2) 0.049(6) Uiso 1 1 d . . .
H14A H 0.379(2) 0.7398(9) 0.610(2) 0.061(7) Uiso 1 1 d . . .
H15A H 0.370(3) 0.7725(12) 0.424(2) 0.083(9) Uiso 1 1 d . . .
H16A H 0.331(2) 0.7184(9) 0.287(2) 0.055(7) Uiso 1 1 d . . .
H17A H -0.051(2) 0.6900(10) 0.1692(19) 0.057(7) Uiso 1 1 d . . .
H19A H -0.198(2) 0.5588(9) 0.072(2) 0.056(7) Uiso 1 1 d . . .
H20A H -0.084(2) 0.5172(10) 0.2252(19) 0.066(8) Uiso 1 1 d . . .
H21A H -0.304(6) 0.582(3) 0.249(5) 0.21(3) Uiso 1 1 d . . .
H22A H -0.352(3) 0.6503(11) 0.071(3) 0.090(10) Uiso 1 1 d . . .
H3B H 1.016(2) 0.5976(8) 0.9296(18) 0.048(6) Uiso 1 1 d . . .
H6B H 0.935(2) 0.6660(9) 0.8622(19) 0.053(7) Uiso 1 1 d . . .
H8B H 1.045(2) 0.6589(7) 0.6434(15) 0.030(5) Uiso 1 1 d . . .
H9B H 0.8851(18) 0.6003(7) 0.5836(16) 0.030(5) Uiso 1 1 d . . .
H11B H 0.232(3) 0.5848(11) 0.661(2) 0.085(9) Uiso 1 1 d . . .
H12B H 0.480(3) 0.6232(12) 0.224(2) 0.089(10) Uiso 1 1 d . . .
H13B H 1.3408(19) 0.5892(8) 0.9144(16) 0.036(5) Uiso 1 1 d . . .
H14B H 1.502(4) 0.6504(11) 0.886(3) 0.104(11) Uiso 1 1 d . . .
H15B H 1.429(3) 0.7349(10) 0.841(2) 0.073(8) Uiso 1 1 d . . .
H16B H 1.194(3) 0.7481(13) 0.811(3) 0.099(11) Uiso 1 1 d . . .
H17B H 0.978(2) 0.7204(8) 0.5164(18) 0.052(6) Uiso 1 1 d . . .
H19B H 0.599(3) 0.6687(9) 0.4884(19) 0.062(7) Uiso 1 1 d . . .
H20B H 0.006(3) 0.5471(9) 0.147(2) 0.066(8) Uiso 1 1 d . . .
H21B H 0.638(3) 0.5962(13) 0.431(3) 0.103(13) Uiso 1 1 d . . .
H22B H -0.273(4) 0.6437(16) -0.026(4) 0.148(16) Uiso 1 1 d . . .
H3C H 0.368(2) 0.4752(8) 0.3125(17) 0.038(6) Uiso 1 1 d . . .
H6C H 0.403(2) 0.4526(9) 0.4752(17) 0.040(6) Uiso 1 1 d . . .
H8C H 0.644(2) 0.3890(8) 0.4481(18) 0.045(6) Uiso 1 1 d . . .
H9C H 0.767(2) 0.4569(8) 0.4279(17) 0.039(6) Uiso 1 1 d . . .
H11C H 0.384(3) 0.5659(9) 0.647(2) 0.064(8) Uiso 1 1 d . . .
H12C H 0.379(3) 0.6660(13) 0.156(3) 0.095(10) Uiso 1 1 d . . .
H13C H 0.353(3) 0.3813(10) 0.123(2) 0.077(9) Uiso 1 1 d . . .
H14C H 0.325(3) 0.2978(12) 0.164(3) 0.098(10) Uiso 1 1 d . . .
H15C H 0.327(3) 0.2731(13) 0.334(3) 0.089(11) Uiso 1 1 d . . .
H16C H 0.372(3) 0.3214(10) 0.490(2) 0.064(8) Uiso 1 1 d . . .
H17C H 0.742(2) 0.3586(9) 0.6059(18) 0.049(6) Uiso 1 1 d . . .
H19C H 0.893(3) 0.4843(10) 0.695(2) 0.065(8) Uiso 1 1 d . . .
H20C H 0.688(2) 0.6621(9) 0.6644(19) 0.054(6) Uiso 1 1 d . . .
H22C H -0.254(3) 0.6903(14) 0.051(3) 0.108(14) Uiso 1 1 d . . .
H3D H 0.683(2) 0.4337(7) -0.1606(17) 0.038(6) Uiso 1 1 d . . .
H6D H 0.763(2) 0.3695(9) -0.0861(19) 0.052(7) Uiso 1 1 d . . .
H8D H 0.647(2) 0.3809(7) 0.1293(15) 0.031(5) Uiso 1 1 d . . .
H9D H 0.7986(18) 0.4408(7) 0.1763(15) 0.028(5) Uiso 1 1 d . . .
H11D H 1.197(3) 0.5266(10) 0.858(2) 0.069(9) Uiso 1 1 d . . .
H12D H 0.994(3) 0.7689(13) 0.864(3) 0.097(11) Uiso 1 1 d . . .
H13D H 0.343(2) 0.4336(10) -0.142(2) 0.057(8) Uiso 1 1 d . . .
H14D H 0.202(3) 0.3741(11) -0.122(2) 0.085(10) Uiso 1 1 d . . .
H15D H 0.288(4) 0.2897(15) -0.070(3) 0.138(14) Uiso 1 1 d . . .
H16D H 0.515(3) 0.2837(12) -0.043(3) 0.096(11) Uiso 1 1 d . . .
H17D H 0.723(2) 0.3260(8) 0.2664(18) 0.046(6) Uiso 1 1 d . . .
H19D H 1.088(2) 0.3739(7) 0.2819(16) 0.040(5) Uiso 1 1 d . . .
H20D H 0.657(2) 0.6083(10) 0.6173(19) 0.059(7) Uiso 1 1 d . . .
H21D H 1.059(3) 0.4494(11) 0.336(2) 0.066(9) Uiso 1 1 d . . .
H22D H 0.670(3) 0.7406(12) 0.376(3) 0.097(10) Uiso 1 1 d . . .
H11E H 1.065(4) 0.5161(13) 0.917(3) 0.108(12) Uiso 1 1 d . . .
H12E H 0.998(2) 0.7333(9) 0.971(2) 0.059(7) Uiso 1 1 d . . .
H20E H 0.693(3) 0.4988(9) 0.618(2) 0.062(8) Uiso 1 1 d . . .
H22E H 0.825(3) 0.7437(11) 0.356(2) 0.080(11) Uiso 1 1 d . . .
H11F H 1.189(3) 0.5416(11) 0.984(3) 0.085(9) Uiso 1 1 d . . .
H12F H 0.853(3) 0.7443(10) 0.895(2) 0.082(9) Uiso 1 1 d . . .
H20F H 0.781(3) 0.5269(12) 0.546(2) 0.076(9) Uiso 1 1 d . . .
H22F H 0.739(3) 0.7010(12) 0.302(3) 0.088(10) Uiso 1 1 d . . .
H11G H 0.426(3) 0.5095(12) 0.153(2) 0.079(9) Uiso 1 1 d . . .
H12G H 0.211(3) 0.4102(10) 0.540(2) 0.072(8) Uiso 1 1 d . . .
H20G H 1.028(2) 0.4363(9) 0.1365(17) 0.050(6) Uiso 1 1 d . . .
H22G H 0.965(3) 0.4038(11) 0.786(3) 0.075(10) Uiso 1 1 d . . .
H11H H 0.306(3) 0.4689(12) 0.125(2) 0.099(10) Uiso 1 1 d . . .
H12H H 0.318(3) 0.3793(11) 0.614(2) 0.062(8) Uiso 1 1 d . . .
H20H H 1.003(2) 0.3820(9) 0.1009(19) 0.056(7) Uiso 1 1 d . . .
H22H H 1.051(3) 0.3941(11) 0.697(2) 0.085(10) Uiso 1 1 d . . .
H11I H 0.446(3) 0.4553(12) 0.104(2) 0.083(10) Uiso 1 1 d . . .
H12I H 0.309(3) 0.4357(12) 0.636(3) 0.098(11) Uiso 1 1 d . . .
H22I H 0.947(3) 0.3545(13) 0.722(2) 0.088(11) Uiso 1 1 d . . .
H11J H 0.606(3) 0.5167(10) -0.155(2) 0.063(8) Uiso 1 1 d . . .
H12J H 0.738(3) 0.3005(10) -0.192(3) 0.076(8) Uiso 1 1 d . . .
H22J H 0.857(3) 0.3070(10) 0.433(2) 0.077(8) Uiso 1 1 d . . .
H11K H 0.500(3) 0.4884(11) -0.233(3) 0.092(10) Uiso 1 1 d . . .
H12K H 0.717(3) 0.2699(14) -0.087(3) 0.099(11) Uiso 1 1 d . . .
H22K H 0.968(3) 0.3463(11) 0.462(2) 0.080(9) Uiso 1 1 d . . .
H11L H 0.475(3) 0.5004(12) -0.110(3) 0.095(12) Uiso 1 1 d . . .
H12L H 0.873(4) 0.2945(16) -0.109(4) 0.154(19) Uiso 1 1 d . . .
H22L H 1.000(4) 0.3016(15) 0.382(3) 0.117(13) Uiso 1 1 d . . .
H21C H 0.996(6) 0.456(2) 0.532(5) 0.20(3) Uiso 1 1 d . . .
O2A O 0.13810(14) 0.58310(5) 0.45628(12) 0.0448(3) Uani 1 1 d . . .
O7A O 0.16350(14) 0.63029(6) 0.20723(12) 0.0545(4) Uani 1 1 d . . .
O10A O 0.15678(16) 0.51610(6) 0.34995(14) 0.0567(4) Uani 1 1 d . . .
O21A O -0.2992(2) 0.56592(10) 0.1979(2) 0.0841(7) Uani 1 1 d . . .
O2B O 1.01546(15) 0.58651(5) 0.76975(13) 0.0518(4) Uani 1 1 d . . .
O7B O 0.93380(17) 0.70416(6) 0.72444(14) 0.0577(4) Uani 1 1 d . . .
O10B O 0.80261(17) 0.58732(7) 0.81461(15) 0.0671(5) Uani 1 1 d . . .
O21B O 0.69672(19) 0.61549(7) 0.41760(15) 0.0621(5) Uani 1 1 d . . .
O2C O 0.56002(13) 0.45882(5) 0.31099(12) 0.0473(4) Uani 1 1 d . . .
O7C O 0.53245(15) 0.41325(7) 0.56257(13) 0.0587(4) Uani 1 1 d . . .
O10C O 0.54080(16) 0.52664(6) 0.41484(15) 0.0624(4) Uani 1 1 d . . .
O21C O 0.9952(2) 0.47819(10) 0.5681(2) 0.0859(7) Uani 1 1 d . . .
O2D O 0.66508(16) 0.44906(6) -0.00530(13) 0.0556(4) Uani 1 1 d . . .
O7D O 0.76363(18) 0.33512(6) 0.05454(13) 0.0596(4) Uani 1 1 d . . .
O10D O 0.87886(18) 0.45406(7) -0.04831(15) 0.0700(5) Uani 1 1 d . . .
O21D O 0.9983(2) 0.42977(7) 0.34784(15) 0.0597(5) Uani 1 1 d . . .
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'
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
O10A C1A O2A 123.8(2) . . ?
O10A C1A C9A 126.3(2) . . ?
O2A C1A C9A 109.78(18) . . ?
O2A C3A C11A 108.5(2) . . ?
O2A C3A C4A 102.09(16) . . ?
C11A C3A C4A 118.4(2) . . ?
O2A C3A H3A 106.3(10) . . ?
C11A C3A H3A 108.1(10) . . ?
C4A C3A H3A 112.6(10) . . ?
C13A C4A C5A 118.9(2) . . ?
C13A C4A C3A 120.6(2) . . ?
C5A C4A C3A 120.2(2) . . ?
C16A C5A C4A 118.3(2) . . ?
C16A C5A C6A 119.5(2) . . ?
C4A C5A C6A 122.1(2) . . ?
O7A C6A C12A 104.58(19) . . ?
O7A C6A C5A 114.04(18) . . ?
C12A C6A C5A 112.7(2) . . ?
O7A C6A H6A 113.0(12) . . ?
C12A C6A H6A 107.3(13) . . ?
C5A C6A H6A 105.2(12) . . ?
O7A C8A C17A 105.54(19) . . ?
O7A C8A C9A 114.54(18) . . ?
C17A C8A C9A 109.64(19) . . ?
O7A C8A H8A 110.0(12) . . ?
C17A C8A H8A 110.7(12) . . ?
C9A C8A H8A 106.5(12) . . ?
C1A C9A C20A 114.5(2) . . ?
C1A C9A C8A 110.12(17) . . ?
C20A C9A C8A 110.8(2) . . ?
C1A C9A H9A 104.9(11) . . ?
C20A C9A H9A 109.7(11) . . ?
C8A C9A H9A 106.3(11) . . ?
C3A C11A H11A 110.2(17) . . ?
C3A C11A H11B 110.8(17) . . ?
H11A C11A H11B 104(3) . . ?
C3A C11A H11C 111.0(15) . . ?
H11A C11A H11C 109(2) . . ?
H11B C11A H11C 112(2) . . ?
C6A C12A H12A 111.4(15) . . ?
C6A C12A H12B 108.4(18) . . ?
H12A C12A H12B 99(2) . . ?
C6A C12A H12C 108.8(18) . . ?
H12A C12A H12C 109(2) . . ?
H12B C12A H12C 120(3) . . ?
C14A C13A C4A 121.2(3) . . ?
C14A C13A H13A 118.5(13) . . ?
C4A C13A H13A 120.2(13) . . ?
C15A C14A C13A 120.3(3) . . ?
C15A C14A H14A 121.3(16) . . ?
C13A C14A H14A 118.4(16) . . ?
C14A C15A C16A 119.3(3) . . ?
C14A C15A H15A 128.1(17) . . ?
C16A C15A H15A 112.5(17) . . ?
C5A C16A C15A 121.9(3) . . ?
C5A C16A H16A 117.2(15) . . ?
C15A C16A H16A 120.9(15) . . ?
C18A C17A C8A 125.9(3) . . ?
C18A C17A H17A 120.0(13) . . ?
C8A C17A H17A 114.1(13) . . ?
C17A C18A C19A 121.4(2) . . ?
C17A C18A C22A 122.6(3) . . ?
C19A C18A C22A 115.9(3) . . ?
O21A C19A C18A 110.5(2) . . ?
O21A C19A C20A 111.5(3) . . ?
C18A C19A C20A 112.6(2) . . ?
O21A C19A H19A 105.8(15) . . ?
C18A C19A H19A 110.8(14) . . ?
C20A C19A H19A 105.3(14) . . ?
C9A C20A C19A 109.8(2) . . ?
C9A C20A H20A 106.9(14) . . ?
C19A C20A H20A 110.1(15) . . ?
C9A C20A H20B 110.2(16) . . ?
C19A C20A H20B 108.6(16) . . ?
H20A C20A H20B 111(2) . . ?
C18A C22A H22A 112(2) . . ?
C18A C22A H22B 115(3) . . ?
H22A C22A H22B 104(3) . . ?
C18A C22A H22C 111(2) . . ?
H22A C22A H22C 106(3) . . ?
H22B C22A H22C 109(3) . . ?
O10B C1B O2B 123.7(2) . . ?
O10B C1B C9B 127.1(2) . . ?
O2B C1B C9B 109.1(2) . . ?
O2B C3B C11B 108.6(2) . . ?
O2B C3B C4B 103.44(18) . . ?
C11B C3B C4B 117.2(2) . . ?
O2B C3B H3B 108.7(13) . . ?
C11B C3B H3B 109.6(14) . . ?
C4B C3B H3B 109.0(14) . . ?
C13B C4B C5B 119.0(2) . . ?
C13B C4B C3B 120.5(2) . . ?
C5B C4B C3B 120.2(2) . . ?
C16B C5B C4B 118.6(3) . . ?
C16B C5B C6B 118.6(2) . . ?
C4B C5B C6B 122.8(2) . . ?
O7B C6B C12B 104.4(2) . . ?
O7B C6B C5B 114.5(2) . . ?
C12B C6B C5B 112.1(2) . . ?
O7B C6B H6B 108.2(14) . . ?
C12B C6B H6B 108.6(14) . . ?
C5B C6B H6B 108.8(14) . . ?
O7B C8B C17B 104.81(18) . . ?
O7B C8B C9B 114.23(19) . . ?
C17B C8B C9B 109.76(19) . . ?
O7B C8B H8B 106.8(11) . . ?
C17B C8B H8B 111.4(11) . . ?
C9B C8B H8B 109.8(11) . . ?
C1B C9B C20B 113.7(2) . . ?
C1B C9B C8B 111.11(18) . . ?
C20B C9B C8B 110.23(19) . . ?
C1B C9B H9B 108.6(10) . . ?
C20B C9B H9B 107.1(11) . . ?
C8B C9B H9B 105.8(11) . . ?
C3B C11B H11D 111.9(16) . . ?
C3B C11B H11E 109(2) . . ?
H11D C11B H11E 110(3) . . ?
C3B C11B H11F 108.1(18) . . ?
H11D C11B H11F 109(2) . . ?
H11E C11B H11F 110(3) . . ?
C6B C12B H12D 109.1(19) . . ?
C6B C12B H12E 104.0(16) . . ?
H12D C12B H12E 114(2) . . ?
C6B C12B H12F 108.0(15) . . ?
H12D C12B H12F 106(2) . . ?
H12E C12B H12F 116(2) . . ?
C14B C13B C4B 121.2(3) . . ?
C14B C13B H13B 124.8(12) . . ?
C4B C13B H13B 113.8(12) . . ?
C15B C14B C13B 119.8(3) . . ?
C15B C14B H14B 125(2) . . ?
C13B C14B H14B 115(2) . . ?
C14B C15B C16B 119.8(3) . . ?
C14B C15B H15B 121.3(15) . . ?
C16B C15B H15B 118.9(15) . . ?
C15B C16B C5B 121.6(3) . . ?
C15B C16B H16B 121.8(19) . . ?
C5B C16B H16B 116.3(19) . . ?
C18B C17B C8B 126.0(2) . . ?
C18B C17B H17B 120.4(13) . . ?
C8B C17B H17B 113.6(13) . . ?
C17B C18B C22B 123.6(3) . . ?
C17B C18B C19B 121.2(2) . . ?
C22B C18B C19B 115.2(3) . . ?
O21B C19B C18B 106.6(2) . . ?
O21B C19B C20B 111.2(2) . . ?
C18B C19B C20B 112.9(2) . . ?
O21B C19B H19B 107.1(14) . . ?
C18B C19B H19B 113.7(14) . . ?
C20B C19B H19B 105.3(14) . . ?
C19B C20B C9B 110.5(2) . . ?
C19B C20B H20C 109.9(14) . . ?
C9B C20B H20C 108.0(14) . . ?
C19B C20B H20D 107.3(15) . . ?
C9B C20B H20D 110.5(15) . . ?
H20C C20B H20D 111(2) . . ?
C18B C22B H22D 108.8(17) . . ?
C18B C22B H22E 113(2) . . ?
H22D C22B H22E 112(3) . . ?
C18B C22B H22F 111.3(17) . . ?
H22D C22B H22F 101(2) . . ?
H22E C22B H22F 110(3) . . ?
O10C C1C O2C 124.6(2) . . ?
O10C C1C C9C 125.8(2) . . ?
O2C C1C C9C 109.50(18) . . ?
O2C C3C C11C 108.9(2) . . ?
O2C C3C C4C 101.99(17) . . ?
C11C C3C C4C 118.1(2) . . ?
O2C C3C H3C 108.9(13) . . ?
C11C C3C H3C 111.4(13) . . ?
C4C C3C H3C 106.9(13) . . ?
C13C C4C C5C 119.4(2) . . ?
C13C C4C C3C 120.4(2) . . ?
C5C C4C C3C 119.9(2) . . ?
C16C C5C C4C 118.5(2) . . ?
C16C C5C C6C 119.2(2) . . ?
C4C C5C C6C 122.3(2) . . ?
O7C C6C C12C 104.5(2) . . ?
O7C C6C C5C 114.3(2) . . ?
C12C C6C C5C 113.0(2) . . ?
O7C C6C H6C 104.5(13) . . ?
C12C C6C H6C 108.2(13) . . ?
C5C C6C H6C 111.6(13) . . ?
O7C C8C C17C 105.47(19) . . ?
O7C C8C C9C 114.67(18) . . ?
C17C C8C C9C 109.5(2) . . ?
O7C C8C H8C 108.8(13) . . ?
C17C C8C H8C 107.3(13) . . ?
C9C C8C H8C 110.9(13) . . ?
C1C C9C C20C 114.6(2) . . ?
C1C C9C C8C 110.54(18) . . ?
C20C C9C C8C 110.9(2) . . ?
C1C C9C H9C 104.5(13) . . ?
C20C C9C H9C 109.8(13) . . ?
C8C C9C H9C 105.9(13) . . ?
C3C C11C H11G 107.4(16) . . ?
C3C C11C H11H 105.0(17) . . ?
H11G C11C H11H 111(2) . . ?
C3C C11C H11I 114.3(19) . . ?
H11G C11C H11I 117(3) . . ?
H11H C11C H11I 102(3) . . ?
C6C C12C H12G 111.9(15) . . ?
C6C C12C H12H 107.8(16) . . ?
H12G C12C H12H 108(2) . . ?
C6C C12C H12I 110.9(19) . . ?
H12G C12C H12I 112(3) . . ?
H12H C12C H12I 105(2) . . ?
C14C C13C C4C 120.2(3) . . ?
C14C C13C H13C 118.2(16) . . ?
C4C C13C H13C 121.6(16) . . ?
C15C C14C C13C 120.9(3) . . ?
C15C C14C H14C 118(2) . . ?
C13C C14C H14C 121(2) . . ?
C14C C15C C16C 119.6(3) . . ?
C14C C15C H15C 117(2) . . ?
C16C C15C H15C 123(2) . . ?
C15C C16C C5C 121.3(3) . . ?
C15C C16C H16C 119.2(15) . . ?
C5C C16C H16C 119.4(15) . . ?
C18C C17C C8C 125.9(3) . . ?
C18C C17C H17C 122.2(14) . . ?
C8C C17C H17C 111.9(14) . . ?
C17C C18C C22C 123.0(3) . . ?
C17C C18C C19C 121.4(2) . . ?
C22C C18C C19C 115.6(3) . . ?
O21C C19C C18C 110.7(2) . . ?
O21C C19C C20C 111.2(3) . . ?
C18C C19C C20C 112.8(2) . . ?
O21C C19C H19C 108.4(17) . . ?
C18C C19C H19C 107.2(17) . . ?
C20C C19C H19C 106.3(16) . . ?
C19C C20C C9C 110.1(2) . . ?
C19C C20C H20E 109.8(15) . . ?
C9C C20C H20E 111.5(16) . . ?
C19C C20C H20F 108.9(16) . . ?
C9C C20C H20F 111.2(16) . . ?
H20E C20C H20F 105(2) . . ?
C18C C22C H22G 110(2) . . ?
C18C C22C H22H 113.0(19) . . ?
H22G C22C H22H 109(3) . . ?
C18C C22C H22I 109.3(18) . . ?
H22G C22C H22I 111(3) . . ?
H22H C22C H22I 105(3) . . ?
O10D C1D O2D 124.1(2) . . ?
O10D C1D C9D 126.2(2) . . ?
O2D C1D C9D 109.64(19) . . ?
O2D C3D C11D 108.7(3) . . ?
O2D C3D C4D 103.08(19) . . ?
C11D C3D C4D 117.4(3) . . ?
O2D C3D H3D 103.0(11) . . ?
C11D C3D H3D 112.9(12) . . ?
C4D C3D H3D 110.3(12) . . ?
C13D C4D C5D 118.4(3) . . ?
C13D C4D C3D 121.4(3) . . ?
C5D C4D C3D 120.2(3) . . ?
C16D C5D C4D 118.3(3) . . ?
C16D C5D C6D 119.0(3) . . ?
C4D C5D C6D 122.6(3) . . ?
O7D C6D C5D 114.4(2) . . ?
O7D C6D C12D 102.8(2) . . ?
C5D C6D C12D 115.0(3) . . ?
O7D C6D H6D 107.6(14) . . ?
C5D C6D H6D 111.4(14) . . ?
C12D C6D H6D 104.7(14) . . ?
O7D C8D C17D 104.01(17) . . ?
O7D C8D C9D 113.75(18) . . ?
C17D C8D C9D 109.39(19) . . ?
O7D C8D H8D 108.1(11) . . ?
C17D C8D H8D 111.0(11) . . ?
C9D C8D H8D 110.4(11) . . ?
C1D C9D C20D 113.72(19) . . ?
C1D C9D C8D 110.85(18) . . ?
C20D C9D C8D 110.70(19) . . ?
C1D C9D H9D 105.7(11) . . ?
C20D C9D H9D 110.6(11) . . ?
C8D C9D H9D 104.8(11) . . ?
C3D C11D H11J 110.3(16) . . ?
C3D C11D H11K 109.9(18) . . ?
H11J C11D H11K 106(2) . . ?
C3D C11D H11L 111(2) . . ?
H11J C11D H11L 110(3) . . ?
H11K C11D H11L 110(3) . . ?
C6D C12D H12J 108.1(18) . . ?
C6D C12D H12K 106(2) . . ?
H12J C12D H12K 111(3) . . ?
C6D C12D H12L 112(2) . . ?
H12J C12D H12L 105(3) . . ?
H12K C12D H12L 114(3) . . ?
C14D C13D C4D 121.0(4) . . ?
C14D C13D H13D 123.2(18) . . ?
C4D C13D H13D 115.7(17) . . ?
C15D C14D C13D 120.7(4) . . ?
C15D C14D H14D 130(2) . . ?
C13D C14D H14D 109(2) . . ?
C14D C15D C16D 119.6(4) . . ?
C14D C15D H15D 125(2) . . ?
C16D C15D H15D 115(2) . . ?
C15D C16D C5D 122.0(4) . . ?
C15D C16D H16D 122(2) . . ?
C5D C16D H16D 116(2) . . ?
C18D C17D C8D 125.7(2) . . ?
C18D C17D H17D 118.6(14) . . ?
C8D C17D H17D 115.7(14) . . ?
C17D C18D C22D 123.4(2) . . ?
C17D C18D C19D 121.2(2) . . ?
C22D C18D C19D 115.4(2) . . ?
O21D C19D C18D 105.79(19) . . ?
O21D C19D C20D 111.22(19) . . ?
C18D C19D C20D 113.29(19) . . ?
O21D C19D H19D 108.3(12) . . ?
C18D C19D H19D 108.0(12) . . ?
C20D C19D H19D 110.0(12) . . ?
C9D C20D C19D 110.92(19) . . ?
C9D C20D H20G 109.0(13) . . ?
C19D C20D H20G 113.8(13) . . ?
C9D C20D H20H 109.1(13) . . ?
C19D C20D H20H 110.6(13) . . ?
H20G C20D H20H 103.0(18) . . ?
C18D C22D H22J 110.7(15) . . ?
C18D C22D H22K 108.4(17) . . ?
H22J C22D H22K 106(2) . . ?
C18D C22D H22L 103(2) . . ?
H22J C22D H22L 112(3) . . ?
H22K C22D H22L 117(3) . . ?
C1A O2A C3A 119.00(16) . . ?
C8A O7A C6A 120.28(16) . . ?
C19A O21A H21A 114(5) . . ?
C1B O2B C3B 119.8(2) . . ?
C8B O7B C6B 120.24(17) . . ?
C19B O21B H21B 106(3) . . ?
C1C O2C C3C 118.50(17) . . ?
C8C O7C C6C 119.45(17) . . ?
C19C O21C H21C 102(5) . . ?
C1D O2D C3D 119.25(19) . . ?
C8D O7D C6D 119.54(18) . . ?
C19D O21D H21D 108.3(19) . . ?
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
C1A O10A 1.207(3) . ?
C1A O2A 1.334(3) . ?
C1A C9A 1.500(3) . ?
C3A O2A 1.462(2) . ?
C3A C11A 1.498(3) . ?
C3A C4A 1.510(3) . ?
C3A H3A 0.975(18) . ?
C4A C13A 1.383(3) . ?
C4A C5A 1.409(3) . ?
C5A C16A 1.380(3) . ?
C5A C6A 1.525(3) . ?
C6A O7A 1.442(3) . ?
C6A C12A 1.507(3) . ?
C6A H6A 0.90(2) . ?
C8A O7A 1.437(3) . ?
C8A C17A 1.485(3) . ?
C8A C9A 1.538(3) . ?
C8A H8A 0.96(2) . ?
C9A C20A 1.505(3) . ?
C9A H9A 1.01(2) . ?
C11A H11A 0.95(3) . ?
C11A H11B 0.98(3) . ?
C11A H11C 0.98(3) . ?
C12A H12A 1.01(3) . ?
C12A H12B 0.95(3) . ?
C12A H12C 1.01(3) . ?
C13A C14A 1.375(4) . ?
C13A H13A 0.97(2) . ?
C14A C15A 1.363(4) . ?
C14A H14A 0.90(3) . ?
C15A C16A 1.383(4) . ?
C15A H15A 0.97(3) . ?
C16A H16A 0.92(2) . ?
C17A C18A 1.321(4) . ?
C17A H17A 1.01(2) . ?
C18A C19A 1.497(4) . ?
C18A C22A 1.504(4) . ?
C19A O21A 1.432(3) . ?
C19A C20A 1.513(4) . ?
C19A H19A 0.95(2) . ?
C20A H20A 0.98(3) . ?
C20A H20B 0.95(3) . ?
C22A H22A 0.92(3) . ?
C22A H22B 0.98(5) . ?
C22A H22C 0.96(4) . ?
C1B O10B 1.195(3) . ?
C1B O2B 1.350(3) . ?
C1B C9B 1.499(3) . ?
C3B O2B 1.457(3) . ?
C3B C11B 1.499(4) . ?
C3B C4B 1.530(3) . ?
C3B H3B 0.94(2) . ?
C4B C13B 1.386(4) . ?
C4B C5B 1.404(3) . ?
C5B C16B 1.390(4) . ?
C5B C6B 1.523(4) . ?
C6B O7B 1.442(3) . ?
C6B C12B 1.520(4) . ?
C6B H6B 0.96(3) . ?
C8B O7B 1.438(3) . ?
C8B C17B 1.485(3) . ?
C8B C9B 1.544(3) . ?
C8B H8B 1.01(2) . ?
C9B C20B 1.521(3) . ?
C9B H9B 0.99(2) . ?
C11B H11D 0.99(3) . ?
C11B H11E 0.95(4) . ?
C11B H11F 0.98(3) . ?
C12B H12D 1.00(4) . ?
C12B H12E 0.93(2) . ?
C12B H12F 1.05(3) . ?
C13B C14B 1.384(5) . ?
C13B H13B 0.98(2) . ?
C14B C15B 1.370(5) . ?
C14B H14B 0.96(3) . ?
C15B C16B 1.374(4) . ?
C15B H15B 1.00(3) . ?
C16B H16B 0.96(3) . ?
C17B C18B 1.328(3) . ?
C17B H17B 0.96(2) . ?
C18B C22B 1.499(4) . ?
C18B C19B 1.502(4) . ?
C19B O21B 1.446(3) . ?
C19B C20B 1.504(4) . ?
C19B H19B 0.99(3) . ?
C20B H20C 0.98(3) . ?
C20B H20D 0.94(3) . ?
C22B H22D 1.05(3) . ?
C22B H22E 0.87(3) . ?
C22B H22F 1.02(3) . ?
C1C O10C 1.205(3) . ?
C1C O2C 1.328(3) . ?
C1C C9C 1.503(3) . ?
C3C O2C 1.473(3) . ?
C3C C11C 1.498(4) . ?
C3C C4C 1.517(3) . ?
C3C H3C 0.92(2) . ?
C4C C13C 1.388(3) . ?
C4C C5C 1.398(3) . ?
C5C C16C 1.388(4) . ?
C5C C6C 1.518(4) . ?
C6C O7C 1.450(3) . ?
C6C C12C 1.516(4) . ?
C6C H6C 0.94(2) . ?
C8C O7C 1.432(3) . ?
C8C C17C 1.494(3) . ?
C8C C9C 1.539(3) . ?
C8C H8C 0.97(2) . ?
C9C C20C 1.512(3) . ?
C9C H9C 0.89(2) . ?
C11C H11G 0.97(3) . ?
C11C H11H 1.02(3) . ?
C11C H11I 0.91(3) . ?
C12C H12G 0.96(3) . ?
C12C H12H 0.98(3) . ?
C12C H12I 0.98(3) . ?
C13C C14C 1.373(4) . ?
C13C H13C 1.00(3) . ?
C14C C15C 1.358(5) . ?
C14C H14C 0.93(3) . ?
C15C C16C 1.371(5) . ?
C15C H15C 0.83(3) . ?
C16C H16C 0.99(3) . ?
C17C C18C 1.330(3) . ?
C17C H17C 0.90(2) . ?
C18C C22C 1.491(4) . ?
C18C C19C 1.494(4) . ?
C19C O21C 1.431(4) . ?
C19C C20C 1.505(4) . ?
C19C H19C 0.92(3) . ?
C20C H20E 0.92(3) . ?
C20C H20F 0.97(3) . ?
C22C H22G 0.87(3) . ?
C22C H22H 0.94(3) . ?
C22C H22I 1.01(3) . ?
C1D O10D 1.204(3) . ?
C1D O2D 1.343(3) . ?
C1D C9D 1.502(3) . ?
C3D O2D 1.459(3) . ?
C3D C11D 1.501(4) . ?
C3D C4D 1.520(4) . ?
C3D H3D 1.02(2) . ?
C4D C13D 1.389(4) . ?
C4D C5D 1.394(4) . ?
C5D C16D 1.390(4) . ?
C5D C6D 1.511(4) . ?
C6D O7D 1.446(3) . ?
C6D C12D 1.529(4) . ?
C6D H6D 0.94(2) . ?
C8D O7D 1.438(3) . ?
C8D C17D 1.496(3) . ?
C8D C9D 1.535(3) . ?
C8D H8D 0.979(19) . ?
C9D C20D 1.504(3) . ?
C9D H9D 0.92(2) . ?
C11D H11J 0.96(3) . ?
C11D H11K 1.01(3) . ?
C11D H11L 0.91(3) . ?
C12D H12J 0.93(3) . ?
C12D H12K 0.95(4) . ?
C12D H12L 1.11(4) . ?
C13D C14D 1.374(5) . ?
C13D H13D 0.88(2) . ?
C14D C15D 1.340(7) . ?
C14D H14D 0.92(3) . ?
C15D C16D 1.359(6) . ?
C15D H15D 0.98(4) . ?
C16D H16D 0.93(3) . ?
C17D C18D 1.325(3) . ?
C17D H17D 0.90(2) . ?
C18D C22D 1.494(4) . ?
C18D C19D 1.497(3) . ?
C19D O21D 1.434(3) . ?
C19D C20D 1.518(3) . ?
C19D H19D 0.96(2) . ?
C20D H20G 0.97(2) . ?
C20D H20H 1.00(3) . ?
C22D H22J 1.01(3) . ?
C22D H22K 0.94(3) . ?
C22D H22L 0.93(4) . ?
O21A H21A 0.75(6) . ?
O21B H21B 0.81(3) . ?
O21C H21C 0.75(6) . ?
O21D H21D 0.82(3) . ?
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
O21A H21A O21B 0.75(6) 2.25(6) 2.996(3) 169(7) 1_455
O21B H21B O10C 0.81(3) 2.12(4) 2.860(3) 152(3) .
O21D H21D O10A 0.82(3) 2.05(3) 2.818(3) 154(2) 1_655
O21C H21C O21D 0.75(6) 2.35(6) 2.987(3) 144(6) .
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
O2A C3A C4A C13A 110.2(2) . . . . ?
C11A C3A C4A C13A -8.8(3) . . . . ?
O2A C3A C4A C5A -64.0(2) . . . . ?
C11A C3A C4A C5A 177.0(2) . . . . ?
C13A C4A C5A C16A -1.0(3) . . . . ?
C3A C4A C5A C16A 173.4(2) . . . . ?
C13A C4A C5A C6A 177.4(2) . . . . ?
C3A C4A C5A C6A -8.2(3) . . . . ?
C16A C5A C6A O7A -70.7(3) . . . . ?
C4A C5A C6A O7A 110.9(2) . . . . ?
C16A C5A C6A C12A 48.3(3) . . . . ?
C4A C5A C6A C12A -130.0(2) . . . . ?
O10A C1A C9A C20A 7.0(3) . . . . ?
O2A C1A C9A C20A -177.1(2) . . . . ?
O10A C1A C9A C8A -118.5(2) . . . . ?
O2A C1A C9A C8A 57.3(2) . . . . ?
O7A C8A C9A C1A 55.7(3) . . . . ?
C17A C8A C9A C1A 174.05(19) . . . . ?
O7A C8A C9A C20A -72.0(2) . . . . ?
C17A C8A C9A C20A 46.4(3) . . . . ?
C5A C4A C13A C14A -0.3(4) . . . . ?
C3A C4A C13A C14A -174.7(2) . . . . ?
C4A C13A C14A C15A 1.5(4) . . . . ?
C13A C14A C15A C16A -1.4(4) . . . . ?
C4A C5A C16A C15A 1.1(4) . . . . ?
C6A C5A C16A C15A -177.3(2) . . . . ?
C14A C15A C16A C5A 0.1(4) . . . . ?
O7A C8A C17A C18A 109.0(3) . . . . ?
C9A C8A C17A C18A -14.9(3) . . . . ?
C8A C17A C18A C19A -0.9(4) . . . . ?
C8A C17A C18A C22A 176.0(3) . . . . ?
C17A C18A C19A O21A 110.5(3) . . . . ?
C22A C18A C19A O21A -66.6(3) . . . . ?
C17A C18A C19A C20A -15.0(4) . . . . ?
C22A C18A C19A C20A 167.9(3) . . . . ?
C1A C9A C20A C19A 171.2(2) . . . . ?
C8A C9A C20A C19A -63.5(3) . . . . ?
O21A C19A C20A C9A -78.6(3) . . . . ?
C18A C19A C20A C9A 46.3(3) . . . . ?
O2B C3B C4B C13B -113.8(2) . . . . ?
C11B C3B C4B C13B 5.6(4) . . . . ?
O2B C3B C4B C5B 60.9(3) . . . . ?
C11B C3B C4B C5B -179.7(3) . . . . ?
C13B C4B C5B C16B -0.2(3) . . . . ?
C3B C4B C5B C16B -175.0(2) . . . . ?
C13B C4B C5B C6B -178.0(2) . . . . ?
C3B C4B C5B C6B 7.2(3) . . . . ?
C16B C5B C6B O7B 71.2(3) . . . . ?
C4B C5B C6B O7B -111.0(2) . . . . ?
C16B C5B C6B C12B -47.6(3) . . . . ?
C4B C5B C6B C12B 130.2(3) . . . . ?
O10B C1B C9B C20B -1.8(3) . . . . ?
O2B C1B C9B C20B -179.64(19) . . . . ?
O10B C1B C9B C8B 123.2(3) . . . . ?
O2B C1B C9B C8B -54.6(2) . . . . ?
O7B C8B C9B C1B -56.5(3) . . . . ?
C17B C8B C9B C1B -173.9(2) . . . . ?
O7B C8B C9B C20B 70.4(2) . . . . ?
C17B C8B C9B C20B -46.9(3) . . . . ?
C5B C4B C13B C14B 0.8(4) . . . . ?
C3B C4B C13B C14B 175.6(2) . . . . ?
C4B C13B C14B C15B -1.2(4) . . . . ?
C13B C14B C15B C16B 1.0(5) . . . . ?
C14B C15B C16B C5B -0.4(4) . . . . ?
C4B C5B C16B C15B 0.0(4) . . . . ?
C6B C5B C16B C15B 177.9(2) . . . . ?
O7B C8B C17B C18B -105.2(3) . . . . ?
C9B C8B C17B C18B 17.9(3) . . . . ?
C8B C17B C18B C22B 177.5(3) . . . . ?
C8B C17B C18B C19B -2.1(4) . . . . ?
C17B C18B C19B O21B -106.4(2) . . . . ?
C22B C18B C19B O21B 73.9(3) . . . . ?
C17B C18B C19B C20B 16.0(3) . . . . ?
C22B C18B C19B C20B -163.7(2) . . . . ?
O21B C19B C20B C9B 74.0(3) . . . . ?
C18B C19B C20B C9B -45.8(3) . . . . ?
C1B C9B C20B C19B -171.8(2) . . . . ?
C8B C9B C20B C19B 62.7(3) . . . . ?
O2C C3C C4C C13C -109.7(2) . . . . ?
C11C C3C C4C C13C 9.6(3) . . . . ?
O2C C3C C4C C5C 64.6(2) . . . . ?
C11C C3C C4C C5C -176.1(2) . . . . ?
C13C C4C C5C C16C 0.2(3) . . . . ?
C3C C4C C5C C16C -174.1(2) . . . . ?
C13C C4C C5C C6C -176.9(2) . . . . ?
C3C C4C C5C C6C 8.7(3) . . . . ?
C16C C5C C6C O7C 71.0(3) . . . . ?
C4C C5C C6C O7C -111.9(2) . . . . ?
C16C C5C C6C C12C -48.4(3) . . . . ?
C4C C5C C6C C12C 128.7(3) . . . . ?
O10C C1C C9C C20C -7.4(3) . . . . ?
O2C C1C C9C C20C 175.7(2) . . . . ?
O10C C1C C9C C8C 118.8(2) . . . . ?
O2C C1C C9C C8C -58.1(2) . . . . ?
O7C C8C C9C C1C -55.5(3) . . . . ?
C17C C8C C9C C1C -173.74(19) . . . . ?
O7C C8C C9C C20C 72.8(3) . . . . ?
C17C C8C C9C C20C -45.4(3) . . . . ?
C5C C4C C13C C14C -0.3(4) . . . . ?
C3C C4C C13C C14C 174.0(2) . . . . ?
C4C C13C C14C C15C 0.4(4) . . . . ?
C13C C14C C15C C16C -0.4(5) . . . . ?
C14C C15C C16C C5C 0.2(5) . . . . ?
C4C C5C C16C C15C -0.2(4) . . . . ?
C6C C5C C16C C15C 177.1(3) . . . . ?
O7C C8C C17C C18C -110.2(3) . . . . ?
C9C C8C C17C C18C 13.6(3) . . . . ?
C8C C17C C18C C22C -175.4(3) . . . . ?
C8C C17C C18C C19C 2.1(4) . . . . ?
C17C C18C C19C O21C -110.9(3) . . . . ?
C22C C18C C19C O21C 66.8(3) . . . . ?
C17C C18C C19C C20C 14.4(4) . . . . ?
C22C C18C C19C C20C -167.9(3) . . . . ?
O21C C19C C20C C9C 78.8(3) . . . . ?
C18C C19C C20C C9C -46.3(3) . . . . ?
C1C C9C C20C C19C -170.5(2) . . . . ?
C8C C9C C20C C19C 63.5(3) . . . . ?
O2D C3D C4D C13D 114.7(3) . . . . ?
C11D C3D C4D C13D -4.6(4) . . . . ?
O2D C3D C4D C5D -61.9(3) . . . . ?
C11D C3D C4D C5D 178.8(3) . . . . ?
C13D C4D C5D C16D -0.3(4) . . . . ?
C3D C4D C5D C16D 176.5(3) . . . . ?
C13D C4D C5D C6D 177.9(3) . . . . ?
C3D C4D C5D C6D -5.4(4) . . . . ?
C16D C5D C6D O7D -71.2(3) . . . . ?
C4D C5D C6D O7D 110.7(3) . . . . ?
C16D C5D C6D C12D 47.6(4) . . . . ?
C4D C5D C6D C12D -130.5(3) . . . . ?
O10D C1D C9D C20D -1.6(3) . . . . ?
O2D C1D C9D C20D 176.12(19) . . . . ?
O10D C1D C9D C8D -127.1(2) . . . . ?
O2D C1D C9D C8D 50.6(2) . . . . ?
O7D C8D C9D C1D 60.0(3) . . . . ?
C17D C8D C9D C1D 175.80(19) . . . . ?
O7D C8D C9D C20D -67.2(3) . . . . ?
C17D C8D C9D C20D 48.6(3) . . . . ?
C5D C4D C13D C14D -0.4(5) . . . . ?
C3D C4D C13D C14D -177.1(3) . . . . ?
C4D C13D C14D C15D 0.4(6) . . . . ?
C13D C14D C15D C16D 0.3(7) . . . . ?
C14D C15D C16D C5D -1.0(6) . . . . ?
C4D C5D C16D C15D 1.0(5) . . . . ?
C6D C5D C16D C15D -177.2(3) . . . . ?
O7D C8D C17D C18D 101.1(2) . . . . ?
C9D C8D C17D C18D -20.8(3) . . . . ?
C8D C17D C18D C22D -174.8(2) . . . . ?
C8D C17D C18D C19D 3.9(4) . . . . ?
C17D C18D C19D O21D 107.3(2) . . . . ?
C22D C18D C19D O21D -73.9(3) . . . . ?
C17D C18D C19D C20D -14.7(3) . . . . ?
C22D C18D C19D C20D 164.0(2) . . . . ?
C1D C9D C20D C19D 172.64(19) . . . . ?
C8D C9D C20D C19D -61.8(3) . . . . ?
O21D C19D C20D C9D -75.6(2) . . . . ?
C18D C19D C20D C9D 43.4(3) . . . . ?
O10A C1A O2A C3A 32.8(3) . . . . ?
C9A C1A O2A C3A -143.21(18) . . . . ?
C11A C3A O2A C1A -118.3(2) . . . . ?
C4A C3A O2A C1A 115.87(19) . . . . ?
C17A C8A O7A C6A 163.6(2) . . . . ?
C9A C8A O7A C6A -75.7(3) . . . . ?
C12A C6A O7A C8A -172.5(2) . . . . ?
C5A C6A O7A C8A -48.9(3) . . . . ?
O10B C1B O2B C3B -33.5(3) . . . . ?
C9B C1B O2B C3B 144.42(19) . . . . ?
C11B C3B O2B C1B 119.8(3) . . . . ?
C4B C3B O2B C1B -115.1(2) . . . . ?
C17B C8B O7B C6B -167.9(2) . . . . ?
C9B C8B O7B C6B 71.9(3) . . . . ?
C12B C6B O7B C8B 177.6(2) . . . . ?
C5B C6B O7B C8B 54.6(3) . . . . ?
O10C C1C O2C C3C -34.7(3) . . . . ?
C9C C1C O2C C3C 142.19(18) . . . . ?
C11C C3C O2C C1C 118.6(3) . . . . ?
C4C C3C O2C C1C -115.8(2) . . . . ?
C17C C8C O7C C6C -163.3(2) . . . . ?
C9C C8C O7C C6C 76.2(3) . . . . ?
C12C C6C O7C C8C 172.2(2) . . . . ?
C5C C6C O7C C8C 48.1(3) . . . . ?
O10D C1D O2D C3D 33.8(3) . . . . ?
C9D C1D O2D C3D -144.0(2) . . . . ?
C11D C3D O2D C1D -118.3(3) . . . . ?
C4D C3D O2D C1D 116.5(2) . . . . ?
C17D C8D O7D C6D 169.4(2) . . . . ?
C9D C8D O7D C6D -71.6(3) . . . . ?
C5D C6D O7D C8D -57.3(3) . . . . ?
C12D C6D O7D C8D 177.3(3) . . . . ?
