#------------------------------------------------------------------------------
#$Date: 2024-02-04 14:33:14 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289650 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/04/1570474.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_1570474
loop_
_publ_author_name
'Zhou, Tong'
'Guo, Yu-Ting'
'Yang, Chun'
'Meng, Xian-Bin'
'Du, Fu-Sheng'
'Li, Zi-Chen'
_publ_section_title
;
 High-Tg PLA copolymers via base-catalyzed transesterification of PLA with
 2,5,7-trioxabicyclo[2.2.2]octan-6-one
;
_journal_issue                   3
_journal_name_full               'Polymer Chemistry'
_journal_page_first              156
_journal_page_last               165
_journal_paper_doi               10.1039/D3PY01250F
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C17 H20 O9'
_chemical_formula_sum            'C17 H20 O9'
_chemical_formula_weight         368.33
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2022-10-31 deposited with the CCDC.	2023-11-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.74180(10)
_cell_length_b                   34.0977(4)
_cell_length_c                   8.47780(10)
_cell_measurement_reflns_used    14056
_cell_measurement_temperature    170.01(10)
_cell_measurement_theta_max      74.8840
_cell_measurement_theta_min      2.5770
_cell_volume                     3394.24(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00 120.00   0.50    0.08    --   47.20  76.00 -36.00  190
  2  ω    -20.00  61.00   0.50    0.08    --   47.20 -56.00  51.00  162
  3  ω   -168.00 -91.00   0.50    0.20    --  -99.00 -56.00  51.00  154
  4  ω    -99.00 -56.00   0.50    0.20    --  -99.00  93.00  61.00   86
  5  ω     43.00  96.00   0.50    0.20    --  103.25 -76.00-163.00  106
  6  ω   -115.00 -89.00   0.50    0.08    --  -47.20-125.00-180.00   52
  7  ω   -112.00 -71.00   0.50    0.20    --  -99.00 125.00 120.00   82
  8  ω    -67.00 -26.00   0.50    0.20    --  -99.00  61.00 150.00   82
  9  ω    -61.00 -26.00   0.50    0.20    --  -99.00  56.00-165.00   70
 10  ω    -64.00 -38.00   0.50    0.20    --  -99.00  61.00  30.00   52
 11  ω    -55.00 -29.00   0.50    0.20    --  -99.00  61.00 -90.00   52
 12  ω     31.00 111.00   0.50    0.20    --  103.25-125.00   0.00  160
 13  ω     34.00  75.00   0.50    0.20    --  103.25 -61.00  30.00   82
 14  ω     93.00 163.00   0.50    0.20    --  103.25  45.00-120.00  140
 15  ω    138.00 169.00   0.50    0.20    --  103.25  77.00 -90.00   62
 16  ω     83.00 132.00   0.50    0.20    --  103.25  77.00 -90.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0470376000
_diffrn_orient_matrix_UB_12      -0.0255688000
_diffrn_orient_matrix_UB_13      -0.0416780000
_diffrn_orient_matrix_UB_21      0.0740026000
_diffrn_orient_matrix_UB_22      -0.1490035000
_diffrn_orient_matrix_UB_23      -0.0042526000
_diffrn_orient_matrix_UB_31      -0.0976122000
_diffrn_orient_matrix_UB_32      -0.1007997000
_diffrn_orient_matrix_UB_33      0.0169149000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            19029
_diffrn_reflns_point_group_measured_fraction_full 0.855
_diffrn_reflns_point_group_measured_fraction_max 0.817
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.532
_diffrn_reflns_theta_min         2.592
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.008
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_description       plate
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.770
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1942 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.08(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         5758
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0640P)²+0.8559P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1018
_reflns_Friedel_coverage         0.565
_reflns_Friedel_fraction_full    0.687
_reflns_Friedel_fraction_max     0.635
_reflns_number_gt                5557
_reflns_number_total             5758
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3py01250f2.cif
_cod_data_source_block           tx5104
_cod_depositor_comments
'Adding full bibliography for 1570470--1570474.cif.'
_cod_database_code               1570474
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHO
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9A), C11(H11), C14(H14), C16(H16), C9A(H9AB), C11A(H11A), C14A(H14A),
 C16A(H16A)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C10(H10A,H10B), C12(H12A,H12B), C15(H15A,H15B), C17(H17A,H17B),
 C7A(H7AA,H7AB), C10A(H10C,H10D), C12A(H12C,H12D), C15A(H15C,H15D), C17A(H17C,
 H17D)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C2A(H2A), C3A(H3A), C4A(H4A),
 C5A(H5A), C6A(H6A)
2.d Idealised tetrahedral OH refined as rotating group:
 O9(H9), O9A(H9AA)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.396
_oxdiff_exptl_absorpt_empirical_full_min 0.691
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.34635(15) 0.35959(5) 0.8488(2) 0.0328(4) Uani 1 1 d . . . . .
O2 O 0.2871(3) 0.31511(7) 0.6777(4) 0.0722(9) Uani 1 1 d . . . . .
O3 O 0.47122(12) 0.27839(5) 0.8631(2) 0.0270(3) Uani 1 1 d . . . . .
O4 O 0.28465(12) 0.26386(5) 0.9305(2) 0.0317(4) Uani 1 1 d . . . . .
O5 O 0.41579(14) 0.19377(5) 0.8582(2) 0.0319(4) Uani 1 1 d . . . . .
O6 O 0.5576(2) 0.15362(7) 0.9272(4) 0.0677(8) Uani 1 1 d . . . . .
O7 O 0.42458(14) 0.10163(4) 0.7439(2) 0.0273(4) Uani 1 1 d . . . . .
O8 O 0.36891(14) 0.15730(4) 0.6041(2) 0.0275(3) Uani 1 1 d . . . . .
O9 O 0.21042(15) 0.08996(6) 0.5781(2) 0.0371(4) Uani 1 1 d . . . . .
H9 H 0.159605 0.098149 0.520492 0.056 Uiso 1 1 calc R U . . .
C1 C 0.3397(2) 0.42872(7) 0.7955(3) 0.0338(5) Uani 1 1 d . . . . .
C2 C 0.2694(3) 0.44895(10) 0.8976(4) 0.0572(9) Uani 1 1 d . . . . .
H2 H 0.201240 0.437730 0.930535 0.069 Uiso 1 1 calc R U . . .
C3 C 0.2995(5) 0.48547(12) 0.9509(5) 0.0875(17) Uani 1 1 d . . . . .
H3 H 0.251786 0.498803 1.020027 0.105 Uiso 1 1 calc R U . . .
C4 C 0.3997(6) 0.50253(10) 0.9028(5) 0.0839(17) Uani 1 1 d . . . . .
H4 H 0.419446 0.527329 0.939398 0.101 Uiso 1 1 calc R U . . .
C5 C 0.4704(4) 0.48303(10) 0.8010(5) 0.0658(11) Uani 1 1 d . . . . .
H5 H 0.538066 0.494629 0.768056 0.079 Uiso 1 1 calc R U . . .
C6 C 0.4410(2) 0.44585(8) 0.7471(4) 0.0405(6) Uani 1 1 d . . . . .
H6 H 0.489214 0.432493 0.678648 0.049 Uiso 1 1 calc R U . . .
C7 C 0.3082(3) 0.38918(8) 0.7347(4) 0.0429(7) Uani 1 1 d . . . . .
H7A H 0.226295 0.387500 0.720886 0.052 Uiso 1 1 calc R U . . .
H7B H 0.344120 0.384658 0.633324 0.052 Uiso 1 1 calc R U . . .
C8 C 0.3256(2) 0.32332(7) 0.8044(3) 0.0343(6) Uani 1 1 d . . . . .
C9 C 0.36803(18) 0.29314(6) 0.9236(3) 0.0247(5) Uani 1 1 d . . . . .
H9A H 0.379549 0.305157 1.027422 0.030 Uiso 1 1 calc R U . . .
C10 C 0.51653(18) 0.24972(7) 0.9709(3) 0.0290(5) Uani 1 1 d . . . . .
H10A H 0.535686 0.262410 1.069813 0.035 Uiso 1 1 calc R U . . .
H10B H 0.585795 0.238658 0.927236 0.035 Uiso 1 1 calc R U . . .
C11 C 0.4314(2) 0.21706(7) 1.0016(3) 0.0292(5) Uani 1 1 d . . . . .
H11 H 0.458170 0.200313 1.087897 0.035 Uiso 1 1 calc R U . . .
C12 C 0.3165(2) 0.23425(7) 1.0416(3) 0.0336(6) Uani 1 1 d . . . . .
H12A H 0.259695 0.213596 1.041631 0.040 Uiso 1 1 calc R U . . .
H12B H 0.319069 0.245537 1.146607 0.040 Uiso 1 1 calc R U . . .
C13 C 0.4813(2) 0.16284(7) 0.8411(3) 0.0303(5) Uani 1 1 d . . . . .
C14 C 0.45559(19) 0.13962(6) 0.6923(3) 0.0253(5) Uani 1 1 d . . . . .
H14 H 0.524667 0.137881 0.627820 0.030 Uiso 1 1 calc R U . . .
C15 C 0.4061(2) 0.07643(7) 0.6096(3) 0.0317(5) Uani 1 1 d . . . . .
H15A H 0.381582 0.050793 0.645640 0.038 Uiso 1 1 calc R U . . .
H15B H 0.477120 0.073177 0.552532 0.038 Uiso 1 1 calc R U . . .
C16 C 0.3168(2) 0.09344(7) 0.4998(3) 0.0286(5) Uani 1 1 d . . . . .
H16 H 0.314835 0.078113 0.402094 0.034 Uiso 1 1 calc R U . . .
C17 C 0.3484(2) 0.13555(6) 0.4617(3) 0.0278(5) Uani 1 1 d . . . . .
H17A H 0.416314 0.135915 0.396548 0.033 Uiso 1 1 calc R U . . .
H17B H 0.287161 0.147785 0.402847 0.033 Uiso 1 1 calc R U . . .
O1A O 0.15326(15) 0.35582(5) 0.3442(3) 0.0364(4) Uani 1 1 d . . . . .
O2A O 0.29240(15) 0.31461(5) 0.2734(3) 0.0394(4) Uani 1 1 d . . . . .
O3A O 0.20391(12) 0.25733(4) 0.4451(2) 0.0265(3) Uani 1 1 d . . . . .
O4A O 0.03348(12) 0.28333(4) 0.3554(2) 0.0256(3) Uani 1 1 d . . . . .
O5A O 0.04605(13) 0.19707(4) 0.3417(2) 0.0266(3) Uani 1 1 d . . . . .
O6A O 0.0269(2) 0.14155(5) 0.4800(3) 0.0463(5) Uani 1 1 d . . . . .
O7A O 0.09671(15) 0.09941(4) 0.2409(2) 0.0285(4) Uani 1 1 d . . . . .
O8A O 0.13518(14) 0.15719(4) 0.1059(2) 0.0266(3) Uani 1 1 d . . . . .
O9A O 0.29880(16) 0.09160(7) 0.0360(3) 0.0445(5) Uani 1 1 d . . . . .
H9AA H 0.342900 0.096287 -0.036573 0.067 Uiso 1 1 calc R U . . .
C1A C 0.1581(2) 0.42477(7) 0.2903(3) 0.0325(5) Uani 1 1 d . . . . .
C2A C 0.0533(2) 0.43552(9) 0.2314(4) 0.0417(6) Uani 1 1 d . . . . .
H2A H 0.014552 0.418551 0.164349 0.050 Uiso 1 1 calc R U . . .
C3A C 0.0051(3) 0.47102(11) 0.2704(4) 0.0586(9) Uani 1 1 d . . . . .
H3A H -0.065817 0.477767 0.229681 0.070 Uiso 1 1 calc R U . . .
C4A C 0.0603(4) 0.49624(9) 0.3679(5) 0.0660(12) Uani 1 1 d . . . . .
H4A H 0.026671 0.520016 0.394780 0.079 Uiso 1 1 calc R U . . .
C5A C 0.1644(4) 0.48689(10) 0.4264(5) 0.0635(11) Uani 1 1 d . . . . .
H5A H 0.202509 0.504547 0.491186 0.076 Uiso 1 1 calc R U . . .
C6A C 0.2150(3) 0.45065(9) 0.3895(4) 0.0470(7) Uani 1 1 d . . . . .
H6A H 0.285784 0.444072 0.431024 0.056 Uiso 1 1 calc R U . . .
C7A C 0.2103(3) 0.38611(8) 0.2510(4) 0.0472(7) Uani 1 1 d . . . . .
H7AA H 0.201374 0.380667 0.139390 0.057 Uiso 1 1 calc R U . . .
H7AB H 0.291041 0.386490 0.275279 0.057 Uiso 1 1 calc R U . . .
C8A C 0.20388(18) 0.32102(6) 0.3386(3) 0.0264(5) Uani 1 1 d . . . . .
C9A C 0.13679(17) 0.29086(6) 0.4339(3) 0.0227(4) Uani 1 1 d . . . . .
H9AB H 0.121276 0.301180 0.539616 0.027 Uiso 1 1 calc R U . . .
C10A C 0.1509(2) 0.22975(7) 0.5493(3) 0.0286(5) Uani 1 1 d . . . . .
H10C H 0.145056 0.240916 0.654208 0.034 Uiso 1 1 calc R U . . .
H10D H 0.196797 0.206145 0.555793 0.034 Uiso 1 1 calc R U . . .
C11A C 0.03331(19) 0.21973(6) 0.4879(3) 0.0271(5) Uani 1 1 d . . . . .
H11A H -0.008089 0.204209 0.566512 0.033 Uiso 1 1 calc R U . . .
C12A C -0.03248(18) 0.25648(6) 0.4499(3) 0.0289(5) Uani 1 1 d . . . . .
H12C H -0.101426 0.249511 0.393404 0.035 Uiso 1 1 calc R U . . .
H12D H -0.054540 0.269317 0.547288 0.035 Uiso 1 1 calc R U . . .
C13A C 0.04207(18) 0.15866(6) 0.3576(3) 0.0251(4) Uani 1 1 d . . . . .
C14A C 0.05758(18) 0.13714(6) 0.2016(3) 0.0228(4) Uani 1 1 d . . . . .
H14A H -0.015912 0.135144 0.147411 0.027 Uiso 1 1 calc R U . . .
C15A C 0.1074(2) 0.07592(7) 0.1008(3) 0.0345(6) Uani 1 1 d . . . . .
H15C H 0.032686 0.072108 0.054433 0.041 Uiso 1 1 calc R U . . .
H15D H 0.137506 0.050356 0.128734 0.041 Uiso 1 1 calc R U . . .
C16A C 0.1848(2) 0.09490(7) -0.0189(3) 0.0292(5) Uani 1 1 d . . . . .
H16A H 0.177909 0.080837 -0.119228 0.035 Uiso 1 1 calc R U . . .
C17A C 0.1482(2) 0.13720(6) -0.0431(3) 0.0272(5) Uani 1 1 d . . . . .
H17C H 0.204771 0.150711 -0.106438 0.033 Uiso 1 1 calc R U . . .
H17D H 0.076551 0.137783 -0.099940 0.033 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
C8 O1 C7 113.6(2) . . ?
C9 O3 C10 109.20(17) . . ?
C9 O4 C12 110.35(18) . . ?
C13 O5 C11 116.97(19) . . ?
C14 O7 C15 109.89(18) . . ?
C14 O8 C17 110.38(17) . . ?
C16 O9 H9 109.5 . . ?
C2 C1 C6 119.2(3) . . ?
C2 C1 C7 121.3(3) . . ?
C6 C1 C7 119.5(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(4) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.5(4) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.9(4) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 120.0(3) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
O1 C7 C1 108.5(2) . . ?
O1 C7 H7A 110.0 . . ?
O1 C7 H7B 110.0 . . ?
C1 C7 H7A 110.0 . . ?
C1 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
O1 C8 C9 112.5(2) . . ?
O2 C8 O1 123.1(3) . . ?
O2 C8 C9 124.0(2) . . ?
O3 C9 C8 106.3(2) . . ?
O3 C9 H9A 111.0 . . ?
O4 C9 O3 111.24(17) . . ?
O4 C9 C8 106.25(18) . . ?
O4 C9 H9A 111.0 . . ?
C8 C9 H9A 111.0 . . ?
O3 C10 H10A 109.4 . . ?
O3 C10 H10B 109.4 . . ?
O3 C10 C11 111.31(18) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
O5 C11 C10 109.8(2) . . ?
O5 C11 H11 110.1 . . ?
O5 C11 C12 106.58(19) . . ?
C10 C11 H11 110.1 . . ?
C12 C11 C10 109.98(19) . . ?
C12 C11 H11 110.1 . . ?
O4 C12 C11 111.1(2) . . ?
O4 C12 H12A 109.4 . . ?
O4 C12 H12B 109.4 . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
O5 C13 C14 113.2(2) . . ?
O6 C13 O5 125.6(2) . . ?
O6 C13 C14 121.2(2) . . ?
O7 C14 C13 105.8(2) . . ?
O7 C14 H14 109.3 . . ?
O8 C14 O7 111.85(18) . . ?
O8 C14 C13 111.34(17) . . ?
O8 C14 H14 109.3 . . ?
C13 C14 H14 109.3 . . ?
O7 C15 H15A 109.4 . . ?
O7 C15 H15B 109.4 . . ?
O7 C15 C16 111.10(18) . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
O9 C16 C15 106.8(2) . . ?
O9 C16 H16 109.3 . . ?
O9 C16 C17 113.21(19) . . ?
C15 C16 H16 109.3 . . ?
C15 C16 C17 108.82(19) . . ?
C17 C16 H16 109.3 . . ?
O8 C17 C16 110.5(2) . . ?
O8 C17 H17A 109.5 . . ?
O8 C17 H17B 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C8A O1A C7A 113.99(19) . . ?
C9A O3A C10A 109.60(17) . . ?
C9A O4A C12A 108.43(17) . . ?
C13A O5A C11A 115.66(18) . . ?
C14A O7A C15A 110.01(18) . . ?
C14A O8A C17A 110.26(16) . . ?
C16A O9A H9AA 109.5 . . ?
C2A C1A C6A 118.7(3) . . ?
C2A C1A C7A 121.4(3) . . ?
C6A C1A C7A 119.9(3) . . ?
C1A C2A H2A 119.5 . . ?
C3A C2A C1A 121.0(3) . . ?
C3A C2A H2A 119.5 . . ?
C2A C3A H3A 119.8 . . ?
C4A C3A C2A 120.4(3) . . ?
C4A C3A H3A 119.8 . . ?
C3A C4A H4A 119.9 . . ?
C5A C4A C3A 120.2(3) . . ?
C5A C4A H4A 119.9 . . ?
C4A C5A H5A 119.8 . . ?
C4A C5A C6A 120.4(3) . . ?
C6A C5A H5A 119.8 . . ?
C1A C6A C5A 119.3(3) . . ?
C1A C6A H6A 120.4 . . ?
C5A C6A H6A 120.4 . . ?
O1A C7A C1A 108.4(2) . . ?
O1A C7A H7AA 110.0 . . ?
O1A C7A H7AB 110.0 . . ?
C1A C7A H7AA 110.0 . . ?
C1A C7A H7AB 110.0 . . ?
H7AA C7A H7AB 108.4 . . ?
O1A C8A C9A 110.61(18) . . ?
O2A C8A O1A 124.6(2) . . ?
O2A C8A C9A 124.7(2) . . ?
O3A C9A O4A 111.75(16) . . ?
O3A C9A C8A 107.29(17) . . ?
O3A C9A H9AB 109.7 . . ?
O4A C9A C8A 108.52(19) . . ?
O4A C9A H9AB 109.7 . . ?
C8A C9A H9AB 109.7 . . ?
O3A C10A H10C 109.8 . . ?
O3A C10A H10D 109.8 . . ?
O3A C10A C11A 109.4(2) . . ?
H10C C10A H10D 108.2 . . ?
C11A C10A H10C 109.8 . . ?
C11A C10A H10D 109.8 . . ?
O5A C11A C10A 108.40(18) . . ?
O5A C11A H11A 109.9 . . ?
O5A C11A C12A 108.0(2) . . ?
C10A C11A H11A 109.9 . . ?
C12A C11A C10A 110.70(18) . . ?
C12A C11A H11A 109.9 . . ?
O4A C12A C11A 111.81(18) . . ?
O4A C12A H12C 109.3 . . ?
O4A C12A H12D 109.3 . . ?
C11A C12A H12C 109.3 . . ?
C11A C12A H12D 109.3 . . ?
H12C C12A H12D 107.9 . . ?
O5A C13A C14A 112.7(2) . . ?
O6A C13A O5A 125.1(2) . . ?
O6A C13A C14A 122.18(19) . . ?
O7A C14A C13A 105.90(18) . . ?
O7A C14A H14A 109.6 . . ?
O8A C14A O7A 111.83(17) . . ?
O8A C14A C13A 110.26(17) . . ?
O8A C14A H14A 109.6 . . ?
C13A C14A H14A 109.6 . . ?
O7A C15A H15C 109.3 . . ?
O7A C15A H15D 109.3 . . ?
O7A C15A C16A 111.67(19) . . ?
H15C C15A H15D 107.9 . . ?
C16A C15A H15C 109.3 . . ?
C16A C15A H15D 109.3 . . ?
O9A C16A C15A 108.3(2) . . ?
O9A C16A H16A 108.9 . . ?
O9A C16A C17A 112.7(2) . . ?
C15A C16A H16A 108.9 . . ?
C15A C16A C17A 109.1(2) . . ?
C17A C16A H16A 108.9 . . ?
O8A C17A C16A 111.1(2) . . ?
O8A C17A H17C 109.4 . . ?
O8A C17A H17D 109.4 . . ?
C16A C17A H17C 109.4 . . ?
C16A C17A H17D 109.4 . . ?
H17C C17A H17D 108.0 . . ?
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
O1 C7 1.468(3) . ?
O1 C8 1.316(3) . ?
O2 C8 1.198(4) . ?
O3 C9 1.409(3) . ?
O3 C10 1.440(3) . ?
O4 C9 1.399(3) . ?
O4 C12 1.431(3) . ?
O5 C11 1.464(3) . ?
O5 C13 1.314(3) . ?
O6 C13 1.197(3) . ?
O7 C14 1.415(3) . ?
O7 C15 1.443(3) . ?
O8 C14 1.399(3) . ?
O8 C17 1.437(3) . ?
O9 H9 0.8200 . ?
O9 C16 1.419(3) . ?
C1 C2 1.381(4) . ?
C1 C6 1.387(4) . ?
C1 C7 1.490(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.371(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.370(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(5) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.527(3) . ?
C9 H9A 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.519(3) . ?
C11 H11 0.9800 . ?
C11 C12 1.510(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.519(3) . ?
C14 H14 0.9800 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.517(3) . ?
C16 H16 0.9800 . ?
C16 C17 1.518(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
O1A C7A 1.463(3) . ?
O1A C8A 1.328(3) . ?
O2A C8A 1.198(3) . ?
O3A C9A 1.392(2) . ?
O3A C10A 1.432(3) . ?
O4A C9A 1.407(3) . ?
O4A C12A 1.442(3) . ?
O5A C11A 1.469(3) . ?
O5A C13A 1.318(3) . ?
O6A C13A 1.204(3) . ?
O7A C14A 1.406(3) . ?
O7A C15A 1.438(3) . ?
O8A C14A 1.399(3) . ?
O8A C17A 1.444(3) . ?
O9A H9AA 0.8200 . ?
O9A C16A 1.421(3) . ?
C1A C2A 1.378(4) . ?
C1A C6A 1.390(4) . ?
C1A C7A 1.491(4) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.376(5) . ?
C3A H3A 0.9300 . ?
C3A C4A 1.358(6) . ?
C4A H4A 0.9300 . ?
C4A C5A 1.357(6) . ?
C5A H5A 0.9300 . ?
C5A C6A 1.406(5) . ?
C6A H6A 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C8A C9A 1.527(3) . ?
C9A H9AB 0.9800 . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A C11A 1.515(3) . ?
C11A H11A 0.9800 . ?
C11A C12A 1.507(3) . ?
C12A H12C 0.9700 . ?
C12A H12D 0.9700 . ?
C13A C14A 1.523(3) . ?
C14A H14A 0.9800 . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C16A 1.508(4) . ?
C16A H16A 0.9800 . ?
C16A C17A 1.519(3) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
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
_geom_hbond_publ_flag
O9 H9 O6A 0.82 2.18 2.903(3) 147.8 . yes
O9A H9AA O7 0.82 2.10 2.904(3) 165.8 1_554 yes
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 C8 C9 O3 -101.3(2) . . . . ?
O1 C8 C9 O4 140.2(2) . . . . ?
O2 C8 C9 O3 72.3(4) . . . . ?
O2 C8 C9 O4 -46.3(4) . . . . ?
O3 C10 C11 O5 68.0(2) . . . . ?
O3 C10 C11 C12 -48.9(3) . . . . ?
O5 C11 C12 O4 -70.4(2) . . . . ?
O5 C13 C14 O7 -120.1(2) . . . . ?
O5 C13 C14 O8 1.6(3) . . . . ?
O6 C13 C14 O7 62.7(3) . . . . ?
O6 C13 C14 O8 -175.6(3) . . . . ?
O7 C15 C16 O9 -71.0(2) . . . . ?
O7 C15 C16 C17 51.6(3) . . . . ?
O9 C16 C17 O8 66.7(3) . . . . ?
C1 C2 C3 C4 0.3(6) . . . . ?
C2 C1 C6 C5 -0.2(4) . . . . ?
C2 C1 C7 O1 -86.3(3) . . . . ?
C2 C3 C4 C5 -0.1(6) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C6 C1 C2 C3 -0.2(5) . . . . ?
C6 C1 C7 O1 94.6(3) . . . . ?
C7 O1 C8 O2 5.4(4) . . . . ?
C7 O1 C8 C9 179.0(2) . . . . ?
C7 C1 C2 C3 -179.3(3) . . . . ?
C7 C1 C6 C5 178.9(3) . . . . ?
C8 O1 C7 C1 -178.1(2) . . . . ?
C9 O3 C10 C11 56.5(2) . . . . ?
C9 O4 C12 C11 -56.5(3) . . . . ?
C10 O3 C9 O4 -65.1(2) . . . . ?
C10 O3 C9 C8 179.70(17) . . . . ?
C10 C11 C12 O4 48.5(3) . . . . ?
C11 O5 C13 O6 -5.3(4) . . . . ?
C11 O5 C13 C14 177.62(19) . . . . ?
C12 O4 C9 O3 65.5(3) . . . . ?
C12 O4 C9 C8 -179.27(19) . . . . ?
C13 O5 C11 C10 92.1(2) . . . . ?
C13 O5 C11 C12 -148.8(2) . . . . ?
C14 O7 C15 C16 -56.5(3) . . . . ?
C14 O8 C17 C16 58.0(2) . . . . ?
C15 O7 C14 O8 62.6(2) . . . . ?
C15 O7 C14 C13 -175.98(18) . . . . ?
C15 C16 C17 O8 -51.9(3) . . . . ?
C17 O8 C14 O7 -63.7(2) . . . . ?
C17 O8 C14 C13 178.21(18) . . . . ?
O1A C8A C9A O3A -170.1(2) . . . . ?
O1A C8A C9A O4A 69.0(2) . . . . ?
O2A C8A C9A O3A 7.0(3) . . . . ?
O2A C8A C9A O4A -113.9(3) . . . . ?
O3A C10A C11A O5A 68.7(2) . . . . ?
O3A C10A C11A C12A -49.5(3) . . . . ?
O5A C11A C12A O4A -69.8(2) . . . . ?
O5A C13A C14A O7A 156.95(17) . . . . ?
O5A C13A C14A O8A 35.8(2) . . . . ?
O6A C13A C14A O7A -23.7(3) . . . . ?
O6A C13A C14A O8A -144.8(2) . . . . ?
O7A C15A C16A O9A 72.9(3) . . . . ?
O7A C15A C16A C17A -50.1(3) . . . . ?
O9A C16A C17A O8A -70.4(3) . . . . ?
C1A C2A C3A C4A 0.1(5) . . . . ?
C2A C1A C6A C5A -0.2(4) . . . . ?
C2A C1A C7A O1A -76.4(4) . . . . ?
C2A C3A C4A C5A 0.8(5) . . . . ?
C3A C4A C5A C6A -1.4(5) . . . . ?
C4A C5A C6A C1A 1.1(5) . . . . ?
C6A C1A C2A C3A -0.4(4) . . . . ?
C6A C1A C7A O1A 102.9(3) . . . . ?
C7A O1A C8A O2A 4.9(4) . . . . ?
C7A O1A C8A C9A -178.0(2) . . . . ?
C7A C1A C2A C3A 178.9(3) . . . . ?
C7A C1A C6A C5A -179.5(3) . . . . ?
C8A O1A C7A C1A -169.9(2) . . . . ?
C9A O3A C10A C11A 58.4(2) . . . . ?
C9A O4A C12A C11A -54.7(2) . . . . ?
C10A O3A C9A O4A -68.1(2) . . . . ?
C10A O3A C9A C8A 173.09(19) . . . . ?
C10A C11A C12A O4A 48.7(3) . . . . ?
C11A O5A C13A O6A 1.5(3) . . . . ?
C11A O5A C13A C14A -179.17(17) . . . . ?
C12A O4A C9A O3A 65.0(2) . . . . ?
C12A O4A C9A C8A -176.90(17) . . . . ?
C13A O5A C11A C10A 95.7(2) . . . . ?
C13A O5A C11A C12A -144.34(18) . . . . ?
C14A O7A C15A C16A 56.5(3) . . . . ?
C14A O8A C17A C16A -56.5(2) . . . . ?
C15A O7A C14A O8A -63.3(2) . . . . ?
C15A O7A C14A C13A 176.52(18) . . . . ?
C15A C16A C17A O8A 49.9(3) . . . . ?
C17A O8A C14A O7A 63.5(2) . . . . ?
C17A O8A C14A C13A -178.92(17) . . . . ?
