#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/74/2017418.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2017418
loop_
_publ_author_name
'Cerna, Jorge'
'Bernès, Sylvain'
'Cañizo, Adriana'
'Eyler, Nora'
_publ_section_title
;
 3,3,6,6,9,9-Hexaethyl-1,2,4,5,7,8-hexaoxacyclononane at 296 K
;
_journal_coeditor_code           UK3010
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o562
_journal_page_last               o564
_journal_paper_doi               10.1107/S0108270109039833
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C15 H30 O6'
_chemical_formula_moiety         'C15 H30 O6'
_chemical_formula_sum            'C15 H30 O6'
_chemical_formula_weight         306.39
_chemical_melting_point_gt       332
_chemical_melting_point_lt       333
_chemical_name_common            'Diethyl ketone triperoxide'
_chemical_name_systematic
;
3,3,6,6,9,9-Hexaethyl-1,2,4,5,7,8-hexaoxacyclononane
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.796(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.4545(12)
_cell_length_b                   10.859(3)
_cell_length_c                   32.168(5)
_cell_measurement_reflns_used    68
_cell_measurement_temperature    296.0(10)
_cell_measurement_theta_max      12.52
_cell_measurement_theta_min      4.66
_cell_volume                     3650.1(12)
_computing_cell_refinement       'XSCANS (Siemens, 1996)'
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'XSCANS (Siemens, 1996)'
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and Mercury (Version 2.0; Macrae et al.,
2006)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.0(10)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       ω
_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  0.0451
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            17260
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        >50
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.145
_refine_ls_extinction_coef       0.0046(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         6424
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0440P)²+0.5376P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0978
_refine_ls_wR_factor_ref         0.1119
_reflns_number_gt                4356
_reflns_number_total             6424
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            uk3010.cif
_cod_data_source_block           I
_cod_original_cell_volume        3650.0(12)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2017418
_cod_database_fobs_code          2017418
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.57682(11) 0.42338(11) 0.67141(4) 0.0569(3) Uani d . 1 . .
O O2 0.64392(11) 0.30702(11) 0.68168(4) 0.0580(3) Uani d . 1 . .
O O3 0.67111(10) 0.37723(11) 0.75086(4) 0.0575(3) Uani d . 1 . .
O O4 0.57335(10) 0.28663(11) 0.76263(4) 0.0566(3) Uani d . 1 . .
O O5 0.41644(11) 0.42489(11) 0.73694(3) 0.0560(3) Uani d . 1 . .
O O6 0.39324(11) 0.34037(11) 0.70158(3) 0.0572(3) Uani d . 1 . .
C C1 0.44428(16) 0.39613(17) 0.66591(5) 0.0536(4) Uani d . 1 . .
C C2 0.41999(19) 0.29785(19) 0.63246(5) 0.0679(5) Uani d . 1 . .
H H2A 0.4582 0.2209 0.6419 0.081 Uiso calc R 1 . .
H H2B 0.3285 0.2847 0.6290 0.081 Uiso calc R 1 . .
C C3 0.4734(3) 0.3313(2) 0.59054(6) 0.0929(7) Uani d . 1 . .
H H3A 0.4630 0.2628 0.5718 0.139 Uiso calc R 1 . .
H H3B 0.5627 0.3507 0.5940 0.139 Uiso calc R 1 . .
H H3C 0.4283 0.4014 0.5793 0.139 Uiso calc R 1 . .
C C4 0.38639(17) 0.52195(18) 0.65660(6) 0.0625(5) Uani d . 1 . .
H H4A 0.4094 0.5774 0.6793 0.075 Uiso calc R 1 . .
H H4B 0.4233 0.5543 0.6316 0.075 Uiso calc R 1 . .
C C5 0.24196(19) 0.5203(2) 0.65079(7) 0.0838(7) Uani d . 1 . .
H H5A 0.2112 0.6030 0.6470 0.126 Uiso calc R 1 . .
H H5B 0.2046 0.4850 0.6749 0.126 Uiso calc R 1 . .
H H5C 0.2186 0.4720 0.6268 0.126 Uiso calc R 1 . .
C C6 0.73208(15) 0.33097(17) 0.71521(5) 0.0549(4) Uani d . 1 . .
C C7 0.82448(18) 0.4350(2) 0.70541(6) 0.0697(5) Uani d . 1 . .
H H7A 0.7769 0.5116 0.7033 0.084 Uiso calc R 1 . .
H H7B 0.8865 0.4432 0.7283 0.084 Uiso calc R 1 . .
C C8 0.8955(2) 0.4155(3) 0.66541(8) 0.1025(8) Uani d . 1 . .
H H8A 0.9405 0.4894 0.6585 0.154 Uiso calc R 1 . .
H H8B 0.8354 0.3954 0.6433 0.154 Uiso calc R 1 . .
H H8C 0.9556 0.3492 0.6692 0.154 Uiso calc R 1 . .
C C9 0.79281(18) 0.20506(19) 0.72283(6) 0.0666(5) Uani d . 1 . .
H H9A 0.7258 0.1463 0.7286 0.080 Uiso calc R 1 . .
H H9B 0.8334 0.1787 0.6976 0.080 Uiso calc R 1 . .
C C10 0.8909(2) 0.2024(3) 0.75826(8) 0.1013(8) Uani d . 1 . .
H H10A 0.9168 0.1189 0.7635 0.152 Uiso calc R 1 . .
H H10B 0.8542 0.2362 0.7828 0.152 Uiso calc R 1 . .
H H10C 0.9640 0.2504 0.7510 0.152 Uiso calc R 1 . .
C C11 0.46000(15) 0.35313(17) 0.77143(5) 0.0527(4) Uani d . 1 . .
C C12 0.48267(18) 0.45023(18) 0.80509(5) 0.0621(5) Uani d . 1 . .
H H12A 0.5406 0.5122 0.7948 0.075 Uiso calc R 1 . .
H H12B 0.4021 0.4904 0.8105 0.075 Uiso calc R 1 . .
C C13 0.5383(2) 0.3983(2) 0.84564(6) 0.0881(7) Uani d . 1 . .
H H13A 0.5527 0.4642 0.8652 0.132 Uiso calc R 1 . .
H H13B 0.6180 0.3579 0.8405 0.132 Uiso calc R 1 . .
H H13C 0.4794 0.3402 0.8568 0.132 Uiso calc R 1 . .
C C14 0.36694(16) 0.25044(18) 0.78204(6) 0.0622(5) Uani d . 1 . .
H H14A 0.3626 0.1919 0.7593 0.075 Uiso calc R 1 . .
H H14B 0.3994 0.2073 0.8066 0.075 Uiso calc R 1 . .
C C15 0.23330(19) 0.2970(2) 0.78999(9) 0.0988(8) Uani d . 1 . .
H H15A 0.1775 0.2283 0.7944 0.148 Uiso calc R 1 . .
H H15B 0.2022 0.3436 0.7664 0.148 Uiso calc R 1 . .
H H15C 0.2355 0.3486 0.8142 0.148 Uiso calc R 1 . .
O O21 0.81301(11) 0.12670(12) 0.41802(3) 0.0573(3) Uani d . 1 . .
O O22 0.89907(11) 0.02031(11) 0.42479(3) 0.0563(3) Uani d . 1 . .
O O23 1.06812(12) 0.14682(12) 0.40392(4) 0.0637(3) Uani d . 1 . .
O O24 1.11347(11) 0.15049(11) 0.44775(4) 0.0602(3) Uani d . 1 . .
O O25 0.95525(11) 0.29950(11) 0.46059(4) 0.0604(3) Uani d . 1 . .
O O26 0.88545(11) 0.20421(11) 0.48317(3) 0.0551(3) Uani d . 1 . .
C C21 0.77720(15) 0.16837(17) 0.45789(5) 0.0514(4) Uani d . 1 . .
C C22 0.71799(17) 0.06752(17) 0.48385(5) 0.0573(5) Uani d . 1 . .
H H22A 0.7851 0.0122 0.4938 0.069 Uiso calc R 1 . .
H H22B 0.6800 0.1046 0.5079 0.069 Uiso calc R 1 . .
C C23 0.6164(2) -0.0068(2) 0.46017(6) 0.0794(6) Uani d . 1 . .
H H23A 0.5857 -0.0712 0.4777 0.119 Uiso calc R 1 . .
H H23B 0.6527 -0.0423 0.4359 0.119 Uiso calc R 1 . .
H H23C 0.5466 0.0462 0.4520 0.119 Uiso calc R 1 . .
C C24 0.68985(18) 0.27793(19) 0.44725(6) 0.0661(5) Uani d . 1 . .
H H24A 0.7358 0.3350 0.4300 0.079 Uiso calc R 1 . .
H H24B 0.6161 0.2485 0.4311 0.079 Uiso calc R 1 . .
C C25 0.6436(2) 0.3463(2) 0.48475(7) 0.0888(7) Uani d . 1 . .
H H25A 0.6009 0.4205 0.4759 0.133 Uiso calc R 1 . .
H H25B 0.7154 0.3666 0.5028 0.133 Uiso calc R 1 . .
H H25C 0.5852 0.2952 0.4994 0.133 Uiso calc R 1 . .
C C26 1.00319(17) 0.03319(18) 0.39764(5) 0.0572(5) Uani d . 1 . .
C C27 0.9592(2) 0.0418(2) 0.35197(5) 0.0730(6) Uani d . 1 . .
H H27A 0.9153 0.1197 0.3475 0.088 Uiso calc R 1 . .
H H27B 1.0339 0.0417 0.3349 0.088 Uiso calc R 1 . .
C C28 0.8708(2) -0.0618(2) 0.33774(7) 0.0902(7) Uani d . 1 . .
H H28A 0.8429 -0.0478 0.3094 0.135 Uiso calc R 1 . .
H H28B 0.7979 -0.0644 0.3551 0.135 Uiso calc R 1 . .
H H28C 0.9158 -0.1387 0.3397 0.135 Uiso calc R 1 . .
C C29 1.08606(18) -0.07766(19) 0.40901(6) 0.0659(5) Uani d . 1 . .
H H29A 1.0897 -0.0864 0.4390 0.079 Uiso calc R 1 . .
H H29B 1.0458 -0.1511 0.3975 0.079 Uiso calc R 1 . .
C C30 1.2219(2) -0.0698(2) 0.39369(7) 0.0892(7) Uani d . 1 . .
H H30A 1.2651 -0.1465 0.3990 0.134 Uiso calc R 1 . .
H H30B 1.2668 -0.0047 0.4081 0.134 Uiso calc R 1 . .
H H30C 1.2195 -0.0533 0.3644 0.134 Uiso calc R 1 . .
C C31 1.08821(17) 0.26987(17) 0.46351(6) 0.0608(5) Uani d . 1 . .
C C32 1.1474(2) 0.3720(2) 0.43788(8) 0.0834(6) Uani d . 1 . .
H H32A 1.0998 0.3791 0.4116 0.100 Uiso calc R 1 . .
H H32B 1.1389 0.4495 0.4526 0.100 Uiso calc R 1 . .
C C33 1.2877(2) 0.3512(3) 0.42913(11) 0.1209(10) Uani d . 1 . .
H H33A 1.3173 0.4155 0.4114 0.181 Uiso calc R 1 . .
H H33B 1.2976 0.2730 0.4157 0.181 Uiso calc R 1 . .
H H33C 1.3369 0.3518 0.4548 0.181 Uiso calc R 1 . .
C C34 1.1376(2) 0.2585(2) 0.50854(6) 0.0724(6) Uani d . 1 . .
H H34A 1.1070 0.1816 0.5199 0.087 Uiso calc R 1 . .
H H34B 1.2303 0.2550 0.5089 0.087 Uiso calc R 1 . .
C C35 1.0968(3) 0.3636(2) 0.53648(8) 0.1039(8) Uani d . 1 . .
H H35A 1.1301 0.3499 0.5643 0.156 Uiso calc R 1 . .
H H35B 1.0051 0.3674 0.5367 0.156 Uiso calc R 1 . .
H H35C 1.1296 0.4399 0.5262 0.156 Uiso calc R 1 . .
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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 -1 3
2 -1 -3
-1 -2 5
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_3
_geom_angle
_geom_angle_publ_flag
C1 O1 O2 . . 107.68(12) ?
C6 O2 O1 . . 107.78(11) ?
C6 O3 O4 . . 107.64(11) ?
C11 O4 O3 . . 107.47(12) ?
C11 O5 O6 . . 107.58(12) ?
C1 O6 O5 . . 107.55(11) ?
O6 C1 O1 . . 112.24(12) ?
O6 C1 C4 . . 112.70(15) ?
O1 C1 C4 . . 102.58(14) ?
O6 C1 C2 . . 102.30(14) ?
O1 C1 C2 . . 111.83(15) ?
C4 C1 C2 . . 115.58(15) ?
C3 C2 C1 . . 113.57(17) ?
C3 C2 H2A . . 108.9 ?
C1 C2 H2A . . 108.9 ?
C3 C2 H2B . . 108.9 ?
C1 C2 H2B . . 108.9 ?
H2A C2 H2B . . 107.7 ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C5 C4 C1 . . 113.75(17) ?
C5 C4 H4A . . 108.8 ?
C1 C4 H4A . . 108.8 ?
C5 C4 H4B . . 108.8 ?
C1 C4 H4B . . 108.8 ?
H4A C4 H4B . . 107.7 ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
O2 C6 O3 . . 112.38(13) ?
O2 C6 C9 . . 102.42(14) ?
O3 C6 C9 . . 112.48(15) ?
O2 C6 C7 . . 112.24(15) ?
O3 C6 C7 . . 102.00(14) ?
C9 C6 C7 . . 115.73(15) ?
C8 C7 C6 . . 113.62(18) ?
C8 C7 H7A . . 108.8 ?
C6 C7 H7A . . 108.8 ?
C8 C7 H7B . . 108.8 ?
C6 C7 H7B . . 108.8 ?
H7A C7 H7B . . 107.7 ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C10 C9 C6 . . 114.12(17) ?
C10 C9 H9A . . 108.7 ?
C6 C9 H9A . . 108.7 ?
C10 C9 H9B . . 108.7 ?
C6 C9 H9B . . 108.7 ?
H9A C9 H9B . . 107.6 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
O5 C11 O4 . . 111.83(13) ?
O5 C11 C12 . . 102.38(14) ?
O4 C11 C12 . . 112.34(14) ?
O5 C11 C14 . . 112.64(14) ?
O4 C11 C14 . . 102.38(14) ?
C12 C11 C14 . . 115.64(15) ?
C13 C12 C11 . . 113.58(17) ?
C13 C12 H12A . . 108.8 ?
C11 C12 H12A . . 108.8 ?
C13 C12 H12B . . 108.8 ?
C11 C12 H12B . . 108.8 ?
H12A C12 H12B . . 107.7 ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C15 C14 C11 . . 113.07(17) ?
C15 C14 H14A . . 109.0 ?
C11 C14 H14A . . 109.0 ?
C15 C14 H14B . . 109.0 ?
C11 C14 H14B . . 109.0 ?
H14A C14 H14B . . 107.8 ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C21 O21 O22 . . 107.01(10) ?
C26 O22 O21 . . 107.87(12) ?
C26 O23 O24 . . 107.33(11) ?
C31 O24 O23 . . 107.96(12) ?
C31 O25 O26 . . 107.83(11) ?
C21 O26 O25 . . 107.89(11) ?
O21 C21 O26 . . 112.00(13) ?
O21 C21 C22 . . 112.93(14) ?
O26 C21 C22 . . 102.28(12) ?
O21 C21 C24 . . 102.57(13) ?
O26 C21 C24 . . 111.84(15) ?
C22 C21 C24 . . 115.59(15) ?
C23 C22 C21 . . 113.41(15) ?
C23 C22 H22A . . 108.9 ?
C21 C22 H22A . . 108.9 ?
C23 C22 H22B . . 108.9 ?
C21 C22 H22B . . 108.9 ?
H22A C22 H22B . . 107.7 ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C25 C24 C21 . . 114.02(16) ?
C25 C24 H24A . . 108.7 ?
C21 C24 H24A . . 108.7 ?
C25 C24 H24B . . 108.7 ?
C21 C24 H24B . . 108.7 ?
H24A C24 H24B . . 107.6 ?
C24 C25 H25A . . 109.5 ?
C24 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C24 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
O23 C26 O22 . . 111.68(14) ?
O23 C26 C29 . . 112.79(15) ?
O22 C26 C29 . . 102.44(14) ?
O23 C26 C27 . . 102.23(14) ?
O22 C26 C27 . . 112.50(15) ?
C29 C26 C27 . . 115.59(16) ?
C28 C27 C26 . . 113.99(17) ?
C28 C27 H27A . . 108.8 ?
C26 C27 H27A . . 108.8 ?
C28 C27 H27B . . 108.8 ?
C26 C27 H27B . . 108.8 ?
H27A C27 H27B . . 107.6 ?
C27 C28 H28A . . 109.5 ?
C27 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C27 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C30 C29 C26 . . 114.11(18) ?
C30 C29 H29A . . 108.7 ?
C26 C29 H29A . . 108.7 ?
C30 C29 H29B . . 108.7 ?
C26 C29 H29B . . 108.7 ?
H29A C29 H29B . . 107.6 ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
O24 C31 O25 . . 111.97(14) ?
O24 C31 C32 . . 112.83(16) ?
O25 C31 C32 . . 102.20(15) ?
O24 C31 C34 . . 101.76(14) ?
O25 C31 C34 . . 112.34(16) ?
C32 C31 C34 . . 116.14(17) ?
C33 C32 C31 . . 113.7(2) ?
C33 C32 H32A . . 108.8 ?
C31 C32 H32A . . 108.8 ?
C33 C32 H32B . . 108.8 ?
C31 C32 H32B . . 108.8 ?
H32A C32 H32B . . 107.7 ?
C32 C33 H33A . . 109.5 ?
C32 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C32 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C35 C34 C31 . . 114.02(17) ?
C35 C34 H34A . . 108.7 ?
C31 C34 H34A . . 108.7 ?
C35 C34 H34B . . 108.7 ?
C31 C34 H34B . . 108.7 ?
H34A C34 H34B . . 107.6 ?
C34 C35 H35A . . 109.5 ?
C34 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
C34 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.4224(19) ?
O1 O2 . 1.4775(17) ?
O2 C6 . 1.4207(19) ?
O3 C6 . 1.421(2) ?
O3 O4 . 1.4765(16) ?
O4 C11 . 1.424(2) ?
O5 C11 . 1.4190(19) ?
O5 O6 . 1.4757(16) ?
O6 C1 . 1.416(2) ?
C1 C4 . 1.520(3) ?
C1 C2 . 1.531(2) ?
C2 C3 . 1.519(3) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 H3A . 0.9600 ?
C3 H3B . 0.9600 ?
C3 H3C . 0.9600 ?
C4 C5 . 1.516(3) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C6 C9 . 1.524(3) ?
C6 C7 . 1.526(3) ?
C7 C8 . 1.521(3) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C10 . 1.509(3) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 C12 . 1.524(2) ?
C11 C14 . 1.525(3) ?
C12 C13 . 1.520(3) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 C15 . 1.515(3) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
O21 C21 . 1.4211(19) ?
O21 O22 . 1.4762(17) ?
O22 C26 . 1.424(2) ?
O23 C26 . 1.420(2) ?
O23 O24 . 1.4739(16) ?
O24 C31 . 1.420(2) ?
O25 C31 . 1.427(2) ?
O25 O26 . 1.4711(16) ?
O26 C21 . 1.4269(19) ?
C21 C22 . 1.521(2) ?
C21 C24 . 1.532(3) ?
C22 C23 . 1.519(3) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C23 H23C . 0.9600 ?
C24 C25 . 1.509(3) ?
C24 H24A . 0.9700 ?
C24 H24B . 0.9700 ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C26 C29 . 1.521(3) ?
C26 C27 . 1.529(2) ?
C27 C28 . 1.517(3) ?
C27 H27A . 0.9700 ?
C27 H27B . 0.9700 ?
C28 H28A . 0.9600 ?
C28 H28B . 0.9600 ?
C28 H28C . 0.9600 ?
C29 C30 . 1.520(3) ?
C29 H29A . 0.9700 ?
C29 H29B . 0.9700 ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
C31 C32 . 1.525(3) ?
C31 C34 . 1.527(3) ?
C32 C33 . 1.519(3) ?
C32 H32A . 0.9700 ?
C32 H32B . 0.9700 ?
C33 H33A . 0.9600 ?
C33 H33B . 0.9600 ?
C33 H33C . 0.9600 ?
C34 C35 . 1.522(3) ?
C34 H34A . 0.9700 ?
C34 H34B . 0.9700 ?
C35 H35A . 0.9600 ?
C35 H35B . 0.9600 ?
C35 H35C . 0.9600 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 O1 O2 C6 . . . . -135.40(13) ?
C6 O3 O4 C11 . . . . -135.28(13) ?
C11 O5 O6 C1 . . . . -136.30(13) ?
O5 O6 C1 O1 . . . . 57.42(16) ?
O5 O6 C1 C4 . . . . -57.80(15) ?
O5 O6 C1 C2 . . . . 177.44(12) ?
O2 O1 C1 O6 . . . . 57.54(16) ?
O2 O1 C1 C4 . . . . 178.77(12) ?
O2 O1 C1 C2 . . . . -56.77(16) ?
O6 C1 C2 C3 . . . . -176.63(17) ?
O1 C1 C2 C3 . . . . -56.3(2) ?
C4 C1 C2 C3 . . . . 60.5(2) ?
O6 C1 C4 C5 . . . . -57.0(2) ?
O1 C1 C4 C5 . . . . -177.93(15) ?
C2 C1 C4 C5 . . . . 60.1(2) ?
O1 O2 C6 O3 . . . . 58.51(17) ?
O1 O2 C6 C9 . . . . 179.45(12) ?
O1 O2 C6 C7 . . . . -55.78(16) ?
O4 O3 C6 O2 . . . . 56.96(17) ?
O4 O3 C6 C9 . . . . -58.01(16) ?
O4 O3 C6 C7 . . . . 177.36(12) ?
O2 C6 C7 C8 . . . . -54.1(2) ?
O3 C6 C7 C8 . . . . -174.60(18) ?
C9 C6 C7 C8 . . . . 63.0(2) ?
O2 C6 C9 C10 . . . . -178.82(17) ?
O3 C6 C9 C10 . . . . -57.9(2) ?
C7 C6 C9 C10 . . . . 58.7(2) ?
O6 O5 C11 O4 . . . . 58.43(16) ?
O6 O5 C11 C12 . . . . 178.90(12) ?
O6 O5 C11 C14 . . . . -56.24(16) ?
O3 O4 C11 O5 . . . . 57.93(16) ?
O3 O4 C11 C12 . . . . -56.54(16) ?
O3 O4 C11 C14 . . . . 178.76(11) ?
O5 C11 C12 C13 . . . . -176.61(16) ?
O4 C11 C12 C13 . . . . -56.5(2) ?
C14 C11 C12 C13 . . . . 60.5(2) ?
O5 C11 C14 C15 . . . . -55.8(2) ?
O4 C11 C14 C15 . . . . -176.08(17) ?
C12 C11 C14 C15 . . . . 61.4(2) ?
C21 O21 O22 C26 . . . . -136.54(13) ?
C26 O23 O24 C31 . . . . -136.54(14) ?
C31 O25 O26 C21 . . . . -134.54(14) ?
O22 O21 C21 O26 . . . . 59.57(16) ?
O22 O21 C21 C22 . . . . -55.26(16) ?
O22 O21 C21 C24 . . . . 179.66(12) ?
O25 O26 C21 O21 . . . . 56.61(16) ?
O25 O26 C21 C22 . . . . 177.80(12) ?
O25 O26 C21 C24 . . . . -57.91(16) ?
O21 C21 C22 C23 . . . . -47.0(2) ?
O26 C21 C22 C23 . . . . -167.56(16) ?
C24 C21 C22 C23 . . . . 70.7(2) ?
O21 C21 C24 C25 . . . . -176.27(17) ?
O26 C21 C24 C25 . . . . -56.1(2) ?
C22 C21 C24 C25 . . . . 60.4(2) ?
O24 O23 C26 O22 . . . . 58.39(16) ?
O24 O23 C26 C29 . . . . -56.34(16) ?
O24 O23 C26 C27 . . . . 178.88(13) ?
O21 O22 C26 O23 . . . . 56.67(16) ?
O21 O22 C26 C29 . . . . 177.63(12) ?
O21 O22 C26 C27 . . . . -57.62(18) ?
O23 C26 C27 C28 . . . . -172.48(17) ?
O22 C26 C27 C28 . . . . -52.6(2) ?
C29 C26 C27 C28 . . . . 64.6(2) ?
O23 C26 C29 C30 . . . . -43.7(2) ?
O22 C26 C29 C30 . . . . -163.93(16) ?
C27 C26 C29 C30 . . . . 73.4(2) ?
O23 O24 C31 O25 . . . . 58.89(17) ?
O23 O24 C31 C32 . . . . -55.75(18) ?
O23 O24 C31 C34 . . . . 179.07(13) ?
O26 O25 C31 O24 . . . . 57.09(17) ?
O26 O25 C31 C32 . . . . 178.11(13) ?
O26 O25 C31 C34 . . . . -56.71(18) ?
O24 C31 C32 C33 . . . . -49.3(3) ?
O25 C31 C32 C33 . . . . -169.8(2) ?
C34 C31 C32 C33 . . . . 67.6(3) ?
O24 C31 C34 C35 . . . . -167.02(18) ?
O25 C31 C34 C35 . . . . -47.1(2) ?
C32 C31 C34 C35 . . . . 70.0(3) ?
