##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     CRYSTALS_ver_12.83
_journal_date_recd_electronic     2006-04-12
_journal_date_accepted     2006-04-29
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue      9
_journal_page_first     o3961
_journal_page_last     o3963
_journal_paper_category     EO
_journal_coeditor_code     FL2021
_publ_contact_author_name     'Samuel Parker'
_publ_contact_author_address
;
Chemical Crystallography Laboratory
Central Research Laborary
University of Oxford
Oxford OX1 3TA
England
;
_publ_contact_author_email     samuel.parker@magd.ox.ac.uk
_publ_contact_author_fax     '+44 1865 285021'
_publ_contact_author_phone     '+44 1865 285024'
_publ_section_title
;\
3,4:5,6-Di---O-isopropylidene-3-C-hydroxymethyl-D-altrono-\
1,3'-lactone
;
loop_
    _publ_author_name
    _publ_author_address
    'Parker, Samuel G.'
;
Chemical Crystallography
Chemical Research Laboratory
University of Oxford
Oxford OX1 3TA
England
;
    'Watkin, David J.'
;
Chemical Crystallography
Chemical Research Laboratory
University of Oxford
Oxford OX1 3TA
England
;
    'Simone, Michela I.'
;
Department of Organic Chemistry
Chemical Research Laboratory
University of Oxford
Oxford OX1 3TA
England
;
    'Fleet, George W. J.'
;
Department of Organic Chemistry
Chemical Research Laboratory
University of Oxford
Oxford OX1 3TA
England
;
data_7
_chemical_name_systematic
;
3,4:5,6-Di-O-isopropylidene-3-C-hydroxymethyl-D-altrono-1,3'-lactone
;
_chemical_formula_moiety     'C13 H20 O7'
_chemical_formula_sum     'C13 H20 O7'
_chemical_formula_iupac     'C13 H20 O7'
_chemical_formula_weight     288.30
_chemical_melting_point     ?
_symmetry_cell_setting     'Monoclinic'
_symmetry_space_group_name_H-M     'P 21'
_symmetry_space_group_name_Hall     'P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x,y,z'
    '-x,y+1/2,-z'
_cell_length_a     11.5720(2)
_cell_length_b     9.2793(2)
_cell_length_c     13.1937(3)
_cell_angle_alpha     90
_cell_angle_beta     90.5971(8)
_cell_angle_gamma     90
_cell_volume     1416.66(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     2974
_cell_measurement_theta_min     1
_cell_measurement_theta_max     27
_cell_measurement_temperature     150
_exptl_crystal_description     'block'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.55
_exptl_crystal_size_mid     0.50
_exptl_crystal_size_min     0.45
_exptl_crystal_density_diffrn     1.352
_exptl_crystal_density_meas     ?
_exptl_crystal_F_000     616
_exptl_absorpt_coefficient_mu     0.110
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min     0.73
_exptl_absorpt_correction_T_max     0.95
_diffrn_ambient_temperature     150
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Nonius KappaCCD area-detector'
_diffrn_measurement_method     ω
_diffrn_reflns_number     17056
_diffrn_reflns_av_R_equivalents     0.028
_diffrn_reflns_theta_min     1.544
_diffrn_reflns_theta_max     27.467
_diffrn_reflns_theta_full     26.368
_diffrn_measured_fraction_theta_max     0.982
_diffrn_measured_fraction_theta_full     0.994
_diffrn_reflns_limit_h_min     -14
_diffrn_reflns_limit_h_max     15
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_reflns_number_total     3374
_reflns_number_gt     2956
_reflns_threshold_expression     I>3σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0352
_refine_ls_R_factor_gt     0.0294
_refine_ls_wR_factor_all     0.0736
_refine_ls_wR_factor_gt     0.0697
_refine_ls_wR_factor_ref     0.0697
_refine_ls_goodness_of_fit_ref     0.9732
_refine_ls_number_reflns     2956
_refine_ls_number_parameters     361
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
;
Method = Modified Sheldrick  w = 1/[σ²(F²) + (0.03P)² + 0.33P]
where P = [max(Fo²,0) + 2Fc²]/3
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_refine_ls_shift/su_max     0.000313
_refine_diff_density_max     0.19
_refine_diff_density_min     -0.16
_refine_ls_extinction_method     'none'
loop_
    _atom_type_symbol
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
    O 0.0106 0.0060 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
    H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Nonius, 2001)'
_computing_cell_refinement     'DENZO/SCALEPACK'
_computing_data_reduction     'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution     'SIR92 (Altomare et al.,  1994)'
_computing_structure_refinement     'CRYSTALS (Betteridge et al.,  2003)'
_computing_molecular_graphics     'CAMERON (Watkin et al.,  1996)'
_computing_publication_material     'CRYSTALS'
loop_
    _atom_site_type_symbol
    _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_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 0.44755(15) 0.7690(2) 0.28314(14) 0.0217 Uani 1.0000 . .
    C C2 0.41152(16) 0.9276(2) 0.29530(14) 0.0222 Uani 1.0000 . .
    C C3 0.29565(16) 0.9692(2) 0.24929(14) 0.0223 Uani 1.0000 . .
    C C4 0.26104(17) 1.1237(2) 0.27130(14) 0.0257 Uani 1.0000 . .
    O O5 0.19260(11) 1.16063(16) 0.18344(10) 0.0267 Uani 1.0000 . .
    O O6 0.30920(11) 0.97016(17) 0.14152(9) 0.0275 Uani 1.0000 . .
    O O7 0.40438(11) 0.94553(16) 0.40241(10) 0.0258 Uani 1.0000 . .
    C C8 0.48830(17) 0.8519(2) 0.44709(15) 0.0271 Uani 1.0000 . .
    O O9 0.49147(11) 0.72881(17) 0.38093(10) 0.0275 Uani 1.0000 . .
    C C10 0.60708(18) 0.9206(3) 0.4514(2) 0.0435 Uani 1.0000 . .
    C C11 0.35681(15) 0.6579(2) 0.25106(14) 0.0216 Uani 1.0000 . .
    O O12 0.28235(11) 0.61758(18) 0.32832(11) 0.0301 Uani 1.0000 . .
    C C13 0.53828(18) 0.7441(2) 0.20166(17) 0.0305 Uani 1.0000 . .
    O O14 0.53436(12) 0.58976(17) 0.18066(12) 0.0335 Uani 1.0000 . .
    H H21 0.4715 0.9900 0.2669 0.0268 Uiso 1.0000 . .
    H H31 0.2366 0.8990 0.2690 0.0255 Uiso 1.0000 . .
    O O34 0.40973(14) 0.40971(18) 0.20661(13) 0.0395 Uani 1.0000 . .
    C C35 0.30089(19) 1.1675(3) 0.02637(17) 0.0349 Uani 1.0000 . .
    C C36 0.12885(17) 1.0048(2) 0.05030(16) 0.0315 Uani 1.0000 . .
    C C37 0.43223(17) 0.5359(3) 0.21210(15) 0.0274 Uani 1.0000 . .
    C C38 0.4456(2) 0.8060(3) 0.54949(17) 0.0427 Uani 1.0000 . .
    C C39 0.23279(16) 1.0761(2) 0.09879(14) 0.0228 Uani 1.0000 . .
    H H41 0.3289 1.1871 0.2747 0.0305 Uiso 1.0000 . .
    H H42 0.2143 1.1331 0.3324 0.0311 Uiso 1.0000 . .
    C C101 0.08842(15) 0.9233(2) 0.70134(14) 0.0231 Uani 1.0000 . .
    H H101 0.6603 0.8461 0.4689 0.0653 Uiso 1.0000 . .
    C C102 0.12099(15) 0.7655(2) 0.68734(14) 0.0223 Uani 1.0000 . .
    H H102 0.6084 0.9962 0.5029 0.0654 Uiso 1.0000 . .
    C C103 0.10873(17) 0.6687(2) 0.77894(15) 0.0234 Uani 1.0000 . .
    H H103 0.6280 0.9590 0.3853 0.0640 Uiso 1.0000 . .
    C C104 0.16111(18) 0.5186(2) 0.76614(17) 0.0307 Uani 1.0000 . .
    O O105 0.27298(12) 0.53161(19) 0.81266(11) 0.0344 Uani 1.0000 . .
    O O106 0.17451(12) 0.73092(17) 0.86006(10) 0.0305 Uani 1.0000 . .
    O O107 0.04067(12) 0.71858(18) 0.61155(10) 0.0293 Uani 1.0000 . .
    C C108 0.01997(17) 0.8379(3) 0.54473(14) 0.0279 Uani 1.0000 . .
    O O109 0.04252(12) 0.96432(17) 0.60534(10) 0.0287 Uani 1.0000 . .
    C C110 0.1011(2) 0.8372(4) 0.45547(17) 0.0454 Uani 1.0000 . .
    C C111 0.00104(16) 0.9631(2) 0.78410(15) 0.0231 Uani 1.0000 . .
    H H111 0.3146 0.6970 0.1919 0.0264 Uiso 1.0000 . .
    O O112 -0.11611(10) 0.93697(16) 0.76295(10) 0.0267 Uani 1.0000 . .
    C C113 0.18790(18) 1.0229(3) 0.73016(17) 0.0323 Uani 1.0000 . .
    O O114 0.13331(13) 1.15310(18) 0.76873(13) 0.0376 Uani 1.0000 . .
    H H121 0.2271 0.5684 0.3058 0.0454 Uiso 1.0000 . .
    H H131 0.6159 0.7709 0.2269 0.0364 Uiso 1.0000 . .
    H H132 0.5162 0.7985 0.1388 0.0368 Uiso 1.0000 . .
    O O134 -0.04290(15) 1.21648(19) 0.81995(14) 0.0461 Uani 1.0000 . .
    C C135 0.3715(2) 0.7065(4) 0.9153(2) 0.0541 Uani 1.0000 . .
    C C136 0.2135(2) 0.5534(3) 0.98838(17) 0.0401 Uani 1.0000 . .
    C C137 0.02296(19) 1.1247(2) 0.79402(16) 0.0314 Uani 1.0000 . .
    C C138 -0.10483(18) 0.8358(3) 0.51261(17) 0.0363 Uani 1.0000 . .
    C C139 0.25957(17) 0.6287(3) 0.89522(16) 0.0291 Uani 1.0000 . .
    H H351 0.3384 1.1036 -0.0203 0.0526 Uiso 1.0000 . .
    H H352 0.3585 1.2243 0.0646 0.0505 Uiso 1.0000 . .
    H H353 0.2498 1.2327 -0.0106 0.0517 Uiso 1.0000 . .
    H H361 0.1540 0.9449 -0.0068 0.0463 Uiso 1.0000 . .
    H H362 0.0767 1.0795 0.0251 0.0460 Uiso 1.0000 . .
    H H363 0.0913 0.9441 0.1009 0.0464 Uiso 1.0000 . .
    H H381 0.5024 0.7404 0.5807 0.0632 Uiso 1.0000 . .
    H H382 0.4368 0.8905 0.5918 0.0634 Uiso 1.0000 . .
    H H383 0.3710 0.7558 0.5405 0.0627 Uiso 1.0000 . .
    H H1021 0.2003 0.7598 0.6619 0.0266 Uiso 1.0000 . .
    H H1031 0.0275 0.6611 0.7981 0.0274 Uiso 1.0000 . .
    H H1041 0.1145 0.4435 0.7999 0.0373 Uiso 1.0000 . .
    H H1042 0.1694 0.4940 0.6947 0.0369 Uiso 1.0000 . .
    H H1101 0.0824 0.9194 0.4109 0.0677 Uiso 1.0000 . .
    H H1102 0.1816 0.8432 0.4780 0.0660 Uiso 1.0000 . .
    H H1103 0.0887 0.7501 0.4153 0.0671 Uiso 1.0000 . .
    H H1111 0.0230 0.9192 0.8494 0.0266 Uiso 1.0000 . .
    H H1121 -0.1342 0.8567 0.7863 0.0411 Uiso 1.0000 . .
    H H1131 0.2382 0.9802 0.7852 0.0377 Uiso 1.0000 . .
    H H1132 0.2350 1.0455 0.6720 0.0386 Uiso 1.0000 . .
    H H1351 0.4291 0.6367 0.9360 0.0807 Uiso 1.0000 . .
    H H1352 0.3618 0.7787 0.9687 0.0806 Uiso 1.0000 . .
    H H1353 0.3948 0.7532 0.8537 0.0799 Uiso 1.0000 . .
    H H1361 0.2758 0.4927 1.0143 0.0593 Uiso 1.0000 . .
    H H1362 0.1923 0.6260 1.0383 0.0598 Uiso 1.0000 . .
    H H1363 0.1487 0.4927 0.9686 0.0595 Uiso 1.0000 . .
    H H1381 -0.1196 0.9170 0.4694 0.0537 Uiso 1.0000 . .
    H H1382 -0.1533 0.8416 0.5714 0.0535 Uiso 1.0000 . .
    H H1383 -0.1222 0.7490 0.4772 0.0542 Uiso 1.0000 . .
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C1 C2 . . 1.539(3) no
    C1 O9 . . 1.431(2) no
    C1 C11 . . 1.528(3) no
    C1 C13 . . 1.528(3) no
    C2 C3 . . 1.516(2) no
    C2 O7 . . 1.426(2) no
    C2 H21 . . 0.981 no
    C3 C4 . . 1.517(3) no
    C3 O6 . . 1.432(2) no
    C3 H31 . . 0.980 no
    C4 O5 . . 1.439(2) no
    C4 H41 . . 0.982 no
    C4 H42 . . 0.979 no
    O5 C39 . . 1.446(2) no
    O6 C39 . . 1.434(2) no
    O7 C8 . . 1.426(2) no
    C8 O9 . . 1.438(3) no
    C8 C10 . . 1.516(3) no
    C8 C38 . . 1.505(3) no
    C10 H101 . . 0.952 no
    C10 H102 . . 0.976 no
    C10 H103 . . 0.975 no
    C11 O12 . . 1.393(2) no
    C11 C37 . . 1.522(3) no
    C11 H111 . . 0.986 no
    O12 H121 . . 0.837 no
    C13 O14 . . 1.460(3) no
    C13 H131 . . 0.986 no
    C13 H132 . . 1.002 no
    O14 C37 . . 1.353(3) no
    O34 C37 . . 1.201(3) no
    C35 C39 . . 1.506(3) no
    C35 H351 . . 0.961 no
    C35 H352 . . 0.984 no
    C35 H353 . . 0.974 no
    C36 C39 . . 1.509(3) no
    C36 H361 . . 0.983 no
    C36 H362 . . 0.974 no
    C36 H363 . . 0.979 no
    C38 H381 . . 0.984 no
    C38 H382 . . 0.969 no
    C38 H383 . . 0.987 no
    C101 C102 . . 1.524(3) no
    C101 O109 . . 1.420(2) no
    C101 C111 . . 1.541(3) no
    C101 C113 . . 1.521(3) no
    C102 C103 . . 1.514(3) no
    C102 O107 . . 1.426(2) no
    C102 H1021 . . 0.982 no
    C103 C104 . . 1.529(3) no
    C103 O106 . . 1.429(2) no
    C103 H1031 . . 0.979 no
    C104 O105 . . 1.432(2) no
    C104 H1041 . . 0.990 no
    C104 H1042 . . 0.975 no
    O105 C139 . . 1.423(3) no
    O106 C139 . . 1.440(2) no
    O107 C108 . . 1.434(3) no
    C108 O109 . . 1.442(3) no
    C108 C110 . . 1.514(3) no
    C108 C138 . . 1.501(3) no
    C110 H1101 . . 0.986 no
    C110 H1102 . . 0.977 no
    C110 H1103 . . 0.976 no
    C111 O112 . . 1.402(2) no
    C111 C137 . . 1.527(3) no
    C111 H1111 . . 0.984 no
    O112 H1121 . . 0.834 no
    C113 O114 . . 1.458(3) no
    C113 H1131 . . 1.007 no
    C113 H1132 . . 0.969 no
    O114 C137 . . 1.349(3) no
    O134 C137 . . 1.195(3) no
    C135 C139 . . 1.503(3) no
    C135 H1351 . . 0.967 no
    C135 H1352 . . 0.979 no
    C135 H1353 . . 0.962 no
    C136 C139 . . 1.516(3) no
    C136 H1361 . . 0.974 no
    C136 H1362 . . 0.975 no
    C136 H1363 . . 0.972 no
    C138 H1381 . . 0.959 no
    C138 H1382 . . 0.964 no
    C138 H1383 . . 0.951 no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C2 C1 O9 . . . 104.43(16) no
    C2 C1 C11 . . . 119.21(15) no
    O9 C1 C11 . . . 108.09(16) no
    C2 C1 C13 . . . 114.00(17) no
    O9 C1 C13 . . . 110.78(15) no
    C11 C1 C13 . . . 100.29(16) no
    C1 C2 C3 . . . 116.18(16) no
    C1 C2 O7 . . . 103.50(16) no
    C3 C2 O7 . . . 107.88(14) no
    C1 C2 H21 . . . 109.3 no
    C3 C2 H21 . . . 108.9 no
    O7 C2 H21 . . . 111.0 no
    C2 C3 C4 . . . 113.45(16) no
    C2 C3 O6 . . . 107.07(14) no
    C4 C3 O6 . . . 102.47(16) no
    C2 C3 H31 . . . 109.9 no
    C4 C3 H31 . . . 113.0 no
    O6 C3 H31 . . . 110.6 no
    C3 C4 O5 . . . 102.43(15) no
    C3 C4 H41 . . . 111.2 no
    O5 C4 H41 . . . 109.1 no
    C3 C4 H42 . . . 113.0 no
    O5 C4 H42 . . . 109.7 no
    H41 C4 H42 . . . 111.0 no
    C4 O5 C39 . . . 108.32(14) no
    C3 O6 C39 . . . 108.74(14) no
    C2 O7 C8 . . . 107.00(14) no
    O7 C8 O9 . . . 104.75(14) no
    O7 C8 C10 . . . 111.89(19) no
    O9 C8 C10 . . . 109.14(18) no
    O7 C8 C38 . . . 108.36(18) no
    O9 C8 C38 . . . 109.30(19) no
    C10 C8 C38 . . . 113.05(19) no
    C8 O9 C1 . . . 109.22(15) no
    C8 C10 H101 . . . 106.7 no
    C8 C10 H102 . . . 109.7 no
    H101 C10 H102 . . . 110.4 no
    C8 C10 H103 . . . 110.7 no
    H101 C10 H103 . . . 108.4 no
    H102 C10 H103 . . . 110.9 no
    C1 C11 O12 . . . 114.02(16) no
    C1 C11 C37 . . . 101.57(15) no
    O12 C11 C37 . . . 114.12(17) no
    C1 C11 H111 . . . 107.8 no
    O12 C11 H111 . . . 111.9 no
    C37 C11 H111 . . . 106.7 no
    C11 O12 H121 . . . 111.3 no
    C1 C13 O14 . . . 105.16(17) no
    C1 C13 H131 . . . 110.7 no
    O14 C13 H131 . . . 109.8 no
    C1 C13 H132 . . . 109.6 no
    O14 C13 H132 . . . 109.3 no
    H131 C13 H132 . . . 112.1 no
    C13 O14 C37 . . . 109.28(16) no
    C39 C35 H351 . . . 107.5 no
    C39 C35 H352 . . . 109.4 no
    H351 C35 H352 . . . 110.5 no
    C39 C35 H353 . . . 110.4 no
    H351 C35 H353 . . . 109.8 no
    H352 C35 H353 . . . 109.2 no
    C39 C36 H361 . . . 109.4 no
    C39 C36 H362 . . . 108.7 no
    H361 C36 H362 . . . 109.2 no
    C39 C36 H363 . . . 108.7 no
    H361 C36 H363 . . . 109.5 no
    H362 C36 H363 . . . 111.3 no
    C11 C37 O14 . . . 109.54(18) no
    C11 C37 O34 . . . 128.4(2) no
    O14 C37 O34 . . . 122.1(2) no
    C8 C38 H381 . . . 109.1 no
    C8 C38 H382 . . . 109.0 no
    H381 C38 H382 . . . 109.5 no
    C8 C38 H383 . . . 108.7 no
    H381 C38 H383 . . . 109.8 no
    H382 C38 H383 . . . 110.8 no
    C36 C39 C35 . . . 113.44(17) no
    C36 C39 O5 . . . 107.69(15) no
    C35 C39 O5 . . . 111.06(17) no
    C36 C39 O6 . . . 110.60(17) no
    C35 C39 O6 . . . 108.11(15) no
    O5 C39 O6 . . . 105.68(14) no
    C102 C101 O109 . . . 103.91(16) no
    C102 C101 C111 . . . 118.76(17) no
    O109 C101 C111 . . . 109.00(15) no
    C102 C101 C113 . . . 115.24(16) no
    O109 C101 C113 . . . 109.56(16) no
    C111 C101 C113 . . . 100.24(16) no
    C101 C102 C103 . . . 116.63(16) no
    C101 C102 O107 . . . 102.58(15) no
    C103 C102 O107 . . . 108.24(16) no
    C101 C102 H1021 . . . 109.1 no
    C103 C102 H1021 . . . 109.6 no
    O107 C102 H1021 . . . 110.4 no
    C102 C103 C104 . . . 114.32(17) no
    C102 C103 O106 . . . 107.72(16) no
    C104 C103 O106 . . . 104.02(15) no
    C102 C103 H1031 . . . 110.3 no
    C104 C103 H1031 . . . 110.2 no
    O106 C103 H1031 . . . 110.0 no
    C103 C104 O105 . . . 103.49(16) no
    C103 C104 H1041 . . . 111.9 no
    O105 C104 H1041 . . . 111.2 no
    C103 C104 H1042 . . . 111.3 no
    O105 C104 H1042 . . . 109.6 no
    H1041 C104 H1042 . . . 109.3 no
    C104 O105 C139 . . . 106.04(14) no
    C103 O106 C139 . . . 109.39(15) no
    C102 O107 C108 . . . 107.39(16) no
    O107 C108 O109 . . . 105.02(13) no
    O107 C108 C110 . . . 111.94(19) no
    O109 C108 C110 . . . 108.98(19) no
    O107 C108 C138 . . . 108.52(18) no
    O109 C108 C138 . . . 109.59(18) no
    C110 C108 C138 . . . 112.51(17) no
    C108 O109 C101 . . . 109.89(15) no
    C108 C110 H1101 . . . 109.1 no
    C108 C110 H1102 . . . 111.1 no
    H1101 C110 H1102 . . . 109.9 no
    C108 C110 H1103 . . . 109.7 no
    H1101 C110 H1103 . . . 106.6 no
    H1102 C110 H1103 . . . 110.3 no
    C101 C111 O112 . . . 117.24(16) no
    C101 C111 C137 . . . 100.75(17) no
    O112 C111 C137 . . . 110.25(17) no
    C101 C111 H1111 . . . 110.9 no
    O112 C111 H1111 . . . 110.1 no
    C137 C111 H1111 . . . 106.8 no
    C111 O112 H1121 . . . 109.1 no
    C101 C113 O114 . . . 105.14(16) no
    C101 C113 H1131 . . . 111.8 no
    O114 C113 H1131 . . . 108.8 no
    C101 C113 H1132 . . . 111.4 no
    O114 C113 H1132 . . . 110.2 no
    H1131 C113 H1132 . . . 109.3 no
    C113 O114 C137 . . . 109.82(16) no
    C139 C135 H1351 . . . 108.6 no
    C139 C135 H1352 . . . 110.5 no
    H1351 C135 H1352 . . . 109.8 no
    C139 C135 H1353 . . . 108.4 no
    H1351 C135 H1353 . . . 110.0 no
    H1352 C135 H1353 . . . 109.6 no
    C139 C136 H1361 . . . 106.6 no
    C139 C136 H1362 . . . 108.9 no
    H1361 C136 H1362 . . . 110.6 no
    C139 C136 H1363 . . . 109.0 no
    H1361 C136 H1363 . . . 109.0 no
    H1362 C136 H1363 . . . 112.6 no
    C111 C137 O114 . . . 109.12(18) no
    C111 C137 O134 . . . 128.2(2) no
    O114 C137 O134 . . . 122.7(2) no
    C108 C138 H1381 . . . 108.9 no
    C108 C138 H1382 . . . 109.8 no
    H1381 C138 H1382 . . . 109.4 no
    C108 C138 H1383 . . . 110.3 no
    H1381 C138 H1383 . . . 109.8 no
    H1382 C138 H1383 . . . 108.7 no
    C136 C139 C135 . . . 112.83(19) no
    C136 C139 O106 . . . 108.64(17) no
    C135 C139 O106 . . . 109.0(2) no
    C136 C139 O105 . . . 111.78(19) no
    C135 C139 O105 . . . 109.76(19) no
    O106 C139 O105 . . . 104.48(15) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_D
    _geom_hbond_site_symmetry_H
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    O12 H121 O112 . . 2_546 0.84 1.98 2.813(2) 170 yes
    O112 H1121 O5 . . 2_546 0.83 1.98 2.806(2) 169 yes
