#------------------------------------------------------------------------------
#$Date: 2024-12-16 19:33:52 +0200 (Mon, 16 Dec 2024) $
#$Revision: 296876 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/17/7061769.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_7061769
loop_
_publ_author_name
'Ozakai, Chiharu'
'Kitamura, Kei'
'Horikawa, Mitsuyo'
'Tsunoda, Tetsuto'
'Kaku, Hiroto'
_publ_section_title
;
 Base-induced isomerization of red uroleuconaphins revisited:
 characterization and absolute stereochemistry of the yellow aphid
 pigments uroleuconaphins A2 and B2
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16256
_journal_page_last               16259
_journal_paper_doi               10.1039/D2NJ02676G
_journal_volume                  46
_journal_year                    2022
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C32H32O12, 0.5(C4H8O2)'
_chemical_formula_sum            'C34 H36 O13'
_chemical_formula_weight         652.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2022-05-08 deposited with the CCDC.	2022-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.3590(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4954(7)
_cell_length_b                   20.8647(13)
_cell_length_c                   13.5984(9)
_cell_measurement_reflns_used    8085
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.04
_cell_measurement_theta_min      2.23
_cell_volume                     3057.8(3)
_computing_data_collection       'APEX3 (Bruker AXS)'
_computing_molecular_graphics    'XSHELL V6.3.1'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multilayered conforcal mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18984
_diffrn_reflns_point_group_measured_fraction_full 0.875
_diffrn_reflns_point_group_measured_fraction_max 0.760
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.243
_diffrn_reflns_theta_min         1.597
_diffrn_source                   'rotating anode X-ray tube'
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 3781 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     869
_refine_ls_number_reflns         12642
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0388
_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)+(0.0474P)²+0.3979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0961
_reflns_Friedel_coverage         0.634
_reflns_Friedel_fraction_full    0.746
_reflns_Friedel_fraction_max     0.606
_reflns_number_gt                11076
_reflns_number_total             12642
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj02676g2.cif
_cod_data_source_block           15C1827b_a
_cod_depositor_comments
;

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C68 H72 O26'
_cod_original_formula_weight         1305.28
_cod_original_formula_moiety         '2(C32H32O12), C4H8O2'
_cod_original_formula_units_Z            2
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7061769
_shelx_shelxl_version_number     2019/1
_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.
;
_shelx_estimated_absorpt_t_min   0.981
_shelx_estimated_absorpt_t_max   0.997
loop_
_space_group_symop_operation_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_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
O5 O 0.31680(16) 0.65335(8) 0.42250(13) 0.0131(3) Uani 1 1 d . . . . .
O6 O 0.46180(16) 0.64317(8) 0.58431(14) 0.0141(4) Uani 1 1 d . . . . .
O2 O 0.24507(18) 0.47549(9) 0.68188(15) 0.0196(4) Uani 1 1 d . . . . .
O1 O 0.04938(16) 0.64721(8) 0.62902(15) 0.0178(4) Uani 1 1 d . . . . .
O11 O 0.55882(16) 0.58748(8) 0.34055(14) 0.0161(4) Uani 1 1 d . . . . .
H11 H 0.569931 0.552377 0.314894 0.024 Uiso 1 1 calc R U . . .
O19 O 0.58037(16) 0.52214(9) 0.12216(14) 0.0148(4) Uani 1 1 d . . . . .
O7 O 0.28236(17) 0.74649(8) 0.58379(15) 0.0183(4) Uani 1 1 d . . . . .
H7 H 0.327327 0.743706 0.546744 0.027 Uiso 1 1 calc R U . . .
O17 O 0.45677(16) 0.58536(9) -0.17782(14) 0.0165(4) Uani 1 1 d . . . . .
H17 H 0.438440 0.621899 -0.204703 0.025 Uiso 1 1 calc R U . . .
O13 O 0.56754(17) 0.39867(8) 0.01539(14) 0.0163(4) Uani 1 1 d . . . . .
O18 O 0.71403(16) 0.52043(8) 0.03407(13) 0.0138(3) Uani 1 1 d . . . . .
O20 O 1.00344(17) 0.52580(9) 0.39450(15) 0.0210(4) Uani 1 1 d . . . . .
O8 O 0.46676(17) 0.77086(8) 0.49294(14) 0.0158(4) Uani 1 1 d . . . . .
O4 O 0.53021(18) 0.45953(8) 0.35693(15) 0.0190(4) Uani 1 1 d . . . . .
O21 O 0.77676(18) 0.42320(8) 0.21415(15) 0.0200(4) Uani 1 1 d . . . . .
H21 H 0.727721 0.424385 0.151749 0.030 Uiso 1 1 calc R U . . .
O3 O 0.36086(19) 0.39014(9) 0.61310(16) 0.0214(4) Uani 1 1 d . . . . .
H3 H 0.326001 0.405181 0.653052 0.032 Uiso 1 1 calc R U . . .
O9 O 0.35099(19) 0.74671(9) 0.16078(15) 0.0229(4) Uani 1 1 d . . . . .
O22 O 0.78963(19) 0.68941(9) 0.34984(15) 0.0229(4) Uani 1 1 d . . . . .
O24 O 0.47421(19) 0.71255(8) -0.13755(15) 0.0206(4) Uani 1 1 d . . . . .
O23 O 0.6570(2) 0.77605(9) 0.21990(16) 0.0250(4) Uani 1 1 d . . . . .
H23 H 0.704081 0.761793 0.277847 0.038 Uiso 1 1 calc R U . . .
O12 O 0.1273(2) 0.46568(10) 0.08311(16) 0.0281(5) Uani 1 1 d . . . . .
O14 O 0.6740(2) 0.43500(10) -0.25070(17) 0.0314(5) Uani 1 1 d . . . . .
O10 O 0.1920(2) 0.68399(10) 0.01415(16) 0.0298(5) Uani 1 1 d . . . . .
H10 H 0.244486 0.713188 0.038389 0.045 Uiso 1 1 calc R U . . .
O16 O 0.8599(2) 0.72205(11) -0.21597(18) 0.0370(6) Uani 1 1 d . . . . .
O15 O 0.8184(2) 0.50615(11) -0.30979(19) 0.0381(6) Uani 1 1 d . . . . .
H15 H 0.779642 0.472828 -0.305070 0.057 Uiso 1 1 calc R U . . .
O26 O 0.0218(2) 0.29212(13) 0.7327(2) 0.0497(7) Uani 1 1 d . . . . .
C3 C 0.2711(2) 0.51707(12) 0.6273(2) 0.0146(5) Uani 1 1 d . . . . .
C4 C 0.3449(2) 0.50119(11) 0.5624(2) 0.0138(5) Uani 1 1 d . . . . .
C10 C 0.3458(2) 0.61743(11) 0.51691(19) 0.0125(5) Uani 1 1 d . . . . .
C18 C 0.4433(2) 0.70732(11) 0.3342(2) 0.0144(5) Uani 1 1 d . . . . .
H18 H 0.531355 0.706855 0.336804 0.017 Uiso 1 1 calc R U . . .
C28 C 0.5303(2) 0.66023(11) 0.51678(19) 0.0132(5) Uani 1 1 d . . . . .
H28 H 0.603292 0.631336 0.528290 0.016 Uiso 1 1 calc R U . . .
C5 C 0.3853(2) 0.43806(12) 0.5565(2) 0.0162(5) Uani 1 1 d . . . . .
C17 C 0.4253(2) 0.77369(11) 0.3788(2) 0.0155(5) Uani 1 1 d . . . . .
H17A H 0.476429 0.806171 0.358035 0.019 Uiso 1 1 calc R U . . .
C11 C 0.2510(2) 0.62939(12) 0.56837(19) 0.0132(5) Uani 1 1 d . . . . .
C57 C 0.6559(2) 0.62210(11) 0.0894(2) 0.0134(5) Uani 1 1 d . . . . .
C41 C 0.6750(2) 0.59674(12) -0.15008(19) 0.0147(5) Uani 1 1 d . . . . .
C19 C 0.3655(2) 0.69976(12) 0.2197(2) 0.0163(5) Uani 1 1 d . . . . .
C23 C 0.1833(3) 0.52378(14) 0.1098(2) 0.0217(6) Uani 1 1 d . . . . .
C51 C 0.7627(2) 0.65010(12) 0.2771(2) 0.0170(5) Uani 1 1 d . . . . .
C53 C 0.6341(3) 0.72944(12) 0.1467(2) 0.0187(6) Uani 1 1 d . . . . .
C9 C 0.3703(2) 0.54802(11) 0.4989(2) 0.0127(5) Uani 1 1 d . . . . .
C42 C 0.5766(2) 0.58732(12) -0.09868(19) 0.0130(5) Uani 1 1 d . . . . .
C7 C 0.4708(2) 0.47057(12) 0.4264(2) 0.0147(5) Uani 1 1 d . . . . .
C13 C 0.1210(3) 0.70367(12) 0.6320(2) 0.0185(5) Uani 1 1 d . . . . .
H13 H 0.180906 0.709904 0.704897 0.022 Uiso 1 1 calc R U . . .
C27 C 0.4335(2) 0.65229(11) 0.40442(19) 0.0125(5) Uani 1 1 d . . . . .
C50 C 0.8216(2) 0.58537(13) 0.2952(2) 0.0168(5) Uani 1 1 d . . . . .
C58 C 0.6906(2) 0.55253(11) 0.1175(2) 0.0142(5) Uani 1 1 d . . . . .
C52 C 0.6816(2) 0.66722(12) 0.1711(2) 0.0161(5) Uani 1 1 d . . . . .
C25 C 0.3372(2) 0.58279(12) 0.24696(19) 0.0144(5) Uani 1 1 d . . . . .
C8 C 0.4288(2) 0.53436(11) 0.4279(2) 0.0139(5) Uani 1 1 d . . . . .
C44 C 0.5044(2) 0.50863(11) 0.0151(2) 0.0148(5) Uani 1 1 d . . . . .
H44 H 0.430795 0.537778 -0.009362 0.018 Uiso 1 1 calc R U . . .
C59 C 0.7926(2) 0.54084(12) 0.2198(2) 0.0154(5) Uani 1 1 d . . . . .
C21 C 0.2206(3) 0.63319(13) 0.0798(2) 0.0216(6) Uani 1 1 d . . . . .
C34 C 0.5822(2) 0.46763(12) -0.1269(2) 0.0153(5) Uani 1 1 d . . . . .
H34 H 0.493527 0.468272 -0.174555 0.018 Uiso 1 1 calc R U . . .
C20 C 0.3101(3) 0.63779(12) 0.1816(2) 0.0165(5) Uani 1 1 d . . . . .
C45 C 0.4645(2) 0.43845(12) 0.0134(2) 0.0172(5) Uani 1 1 d . . . . .
H45 H 0.452089 0.430926 0.081683 0.021 Uiso 1 1 calc R U . . .
C1 C 0.1244(2) 0.59281(13) 0.6739(2) 0.0176(5) Uani 1 1 d . . . . .
H1 H 0.068301 0.554652 0.655864 0.021 Uiso 1 1 calc R U . . .
C26 C 0.4411(2) 0.58681(12) 0.35423(19) 0.0133(5) Uani 1 1 d . . . . .
C24 C 0.2747(3) 0.52619(13) 0.2104(2) 0.0182(5) Uani 1 1 d . . . . .
H24 H 0.293390 0.488930 0.253222 0.022 Uiso 1 1 calc R U . . .
C12 C 0.1934(2) 0.69592(12) 0.5572(2) 0.0148(5) Uani 1 1 d . . . . .
H12 H 0.135634 0.701954 0.483368 0.018 Uiso 1 1 calc R U . . .
C55 C 0.5401(2) 0.69995(12) -0.0346(2) 0.0162(5) Uani 1 1 d . . . . .
C6 C 0.4499(2) 0.42336(12) 0.4899(2) 0.0170(5) Uani 1 1 d . . . . .
H6 H 0.479596 0.381062 0.487929 0.020 Uiso 1 1 calc R U . . .
C2 C 0.2202(2) 0.58262(12) 0.62222(19) 0.0146(5) Uani 1 1 d . . . . .
C61 C 0.9503(2) 0.46688(13) 0.3453(2) 0.0189(5) Uani 1 1 d . . . . .
H61 H 0.905579 0.446127 0.388198 0.023 Uiso 1 1 calc R U . . .
C43 C 0.5930(2) 0.52022(12) -0.04735(19) 0.0134(5) Uani 1 1 d . . . . .
C36 C 0.7053(2) 0.54412(13) -0.2019(2) 0.0173(5) Uani 1 1 d . . . . .
C54 C 0.5609(3) 0.74534(13) 0.0439(2) 0.0199(5) Uani 1 1 d . . . . .
H54 H 0.525769 0.786944 0.028032 0.024 Uiso 1 1 calc R U . . .
C39 C 0.8071(3) 0.66476(14) -0.2083(2) 0.0243(6) Uani 1 1 d . . . . .
C33 C 0.6034(3) 0.39964(12) -0.0771(2) 0.0167(5) Uani 1 1 d . . . . .
H33 H 0.550936 0.368254 -0.129442 0.020 Uiso 1 1 calc R U . . .
C22 C 0.1555(3) 0.57651(14) 0.0447(2) 0.0235(6) Uani 1 1 d . . . . .
H22 H 0.092959 0.574233 -0.022776 0.028 Uiso 1 1 calc R U . . .
C60 C 0.8589(2) 0.47686(12) 0.2338(2) 0.0165(5) Uani 1 1 d . . . . .
H60 H 0.905755 0.474861 0.184194 0.020 Uiso 1 1 calc R U . . .
C15 C 0.5823(3) 0.39689(13) 0.3564(3) 0.0281(7) Uani 1 1 d . . . . .
H15A H 0.638489 0.386301 0.427214 0.042 Uiso 1 1 calc R U . . .
H15B H 0.628413 0.396550 0.307895 0.042 Uiso 1 1 calc R U . . .
H15C H 0.515358 0.365138 0.333796 0.042 Uiso 1 1 calc R U . . .
C29 C 0.5710(2) 0.72976(11) 0.5439(2) 0.0155(5) Uani 1 1 d . . . . .
H29 H 0.588336 0.734337 0.620878 0.019 Uiso 1 1 calc R U . . .
C40 C 0.7272(3) 0.65631(13) -0.1510(2) 0.0197(5) Uani 1 1 d . . . . .
H40 H 0.709371 0.691105 -0.113484 0.024 Uiso 1 1 calc R U . . .
C35 C 0.6573(3) 0.47991(13) -0.1974(2) 0.0190(5) Uani 1 1 d . . . . .
C46 C 0.7365(3) 0.37622(13) -0.0381(2) 0.0192(5) Uani 1 1 d . . . . .
H46A H 0.790608 0.409711 0.004475 0.029 Uiso 1 1 calc R U . . .
H46B H 0.761767 0.366178 -0.098165 0.029 Uiso 1 1 calc R U . . .
H46C H 0.743074 0.337627 0.004556 0.029 Uiso 1 1 calc R U . . .
C49 C 0.9134(3) 0.57117(13) 0.4023(2) 0.0196(5) Uani 1 1 d . . . . .
H49 H 0.957922 0.611883 0.431537 0.024 Uiso 1 1 calc R U . . .
C56 C 0.5889(2) 0.63720(11) -0.0134(2) 0.0139(5) Uani 1 1 d . . . . .
C63 C 1.0583(3) 0.42446(14) 0.3470(2) 0.0254(6) Uani 1 1 d . . . . .
H63A H 1.109409 0.446953 0.313415 0.038 Uiso 1 1 calc R U . . .
H63B H 1.026538 0.384642 0.308930 0.038 Uiso 1 1 calc R U . . .
H63C H 1.108771 0.414421 0.419802 0.038 Uiso 1 1 calc R U . . .
C31 C 0.2924(3) 0.79733(12) 0.3449(2) 0.0205(6) Uani 1 1 d . . . . .
H31A H 0.239779 0.763920 0.358149 0.031 Uiso 1 1 calc R U . . .
H31B H 0.262946 0.807433 0.269803 0.031 Uiso 1 1 calc R U . . .
H31C H 0.288537 0.835930 0.384692 0.031 Uiso 1 1 calc R U . . .
C37 C 0.7858(3) 0.55463(14) -0.2591(2) 0.0235(6) Uani 1 1 d . . . . .
C38 C 0.8358(3) 0.61468(15) -0.2619(2) 0.0251(6) Uani 1 1 d . . . . .
H38 H 0.889492 0.621316 -0.300603 0.030 Uiso 1 1 calc R U . . .
C14 C 0.1768(3) 0.59671(17) 0.7935(2) 0.0287(7) Uani 1 1 d . . . . .
H14A H 0.236802 0.631919 0.815001 0.043 Uiso 1 1 calc R U . . .
H14B H 0.218142 0.556268 0.822084 0.043 Uiso 1 1 calc R U . . .
H14C H 0.109081 0.604459 0.820198 0.043 Uiso 1 1 calc R U . . .
C47 C 0.3420(3) 0.42120(13) -0.0715(2) 0.0236(6) Uani 1 1 d . . . . .
H47A H 0.347919 0.429125 -0.140603 0.035 Uiso 1 1 calc R U . . .
H47B H 0.275506 0.447562 -0.063127 0.035 Uiso 1 1 calc R U . . .
H47C H 0.323757 0.375811 -0.065299 0.035 Uiso 1 1 calc R U . . .
C30 C 0.6898(3) 0.74970(13) 0.5263(2) 0.0197(5) Uani 1 1 d . . . . .
H30A H 0.677346 0.747091 0.451339 0.029 Uiso 1 1 calc R U . . .
H30B H 0.757558 0.721014 0.565525 0.029 Uiso 1 1 calc R U . . .
H30C H 0.710913 0.793828 0.550651 0.029 Uiso 1 1 calc R U . . .
C62 C 0.8443(3) 0.54922(15) 0.4742(2) 0.0248(6) Uani 1 1 d . . . . .
H62A H 0.784144 0.515921 0.438857 0.037 Uiso 1 1 calc R U . . .
H62B H 0.800594 0.585764 0.490554 0.037 Uiso 1 1 calc R U . . .
H62C H 0.903756 0.531917 0.539310 0.037 Uiso 1 1 calc R U . . .
C64 C 0.4269(3) 0.77655(13) -0.1649(2) 0.0292(7) Uani 1 1 d . . . . .
H64A H 0.368263 0.786607 -0.129314 0.044 Uiso 1 1 calc R U . . .
H64B H 0.384465 0.779385 -0.241006 0.044 Uiso 1 1 calc R U . . .
H64C H 0.495824 0.807171 -0.143116 0.044 Uiso 1 1 calc R U . . .
C32 C 0.0301(3) 0.46046(16) -0.0174(3) 0.0326(7) Uani 1 1 d . . . . .
H32A H -0.038942 0.488579 -0.019239 0.049 Uiso 1 1 calc R U . . .
H32B H 0.000884 0.416021 -0.028959 0.049 Uiso 1 1 calc R U . . .
H32C H 0.061977 0.473240 -0.072617 0.049 Uiso 1 1 calc R U . . .
C16 C 0.0320(3) 0.75935(14) 0.6035(3) 0.0316(7) Uani 1 1 d . . . . .
H16A H -0.028432 0.752956 0.532807 0.047 Uiso 1 1 calc R U . . .
H16B H 0.078189 0.799099 0.605357 0.047 Uiso 1 1 calc R U . . .
H16C H -0.011450 0.762231 0.653845 0.047 Uiso 1 1 calc R U . . .
C65 C 0.0376(4) 0.2715(2) 0.8272(4) 0.0549(11) Uani 1 1 d . . . . .
O25 O 0.0730(5) 0.3069(2) 0.9000(3) 0.1057(15) Uani 1 1 d . . . . .
C48 C 0.8317(5) 0.77655(18) -0.1638(3) 0.0597(14) Uani 1 1 d . . . . .
H48A H 0.741509 0.782303 -0.187099 0.090 Uiso 1 1 calc R U . . .
H48B H 0.869806 0.814967 -0.180978 0.090 Uiso 1 1 calc R U . . .
H48C H 0.864368 0.769562 -0.087826 0.090 Uiso 1 1 calc R U . . .
C68 C -0.0011(4) 0.3780(2) 0.6117(3) 0.0598(12) Uani 1 1 d . . . . .
H68A H 0.051646 0.353997 0.581482 0.090 Uiso 1 1 calc R U . . .
H68B H 0.010241 0.424030 0.604326 0.090 Uiso 1 1 calc R U . . .
H68C H -0.088208 0.366611 0.574844 0.090 Uiso 1 1 calc R U . . .
C67 C 0.0329(5) 0.3620(2) 0.7221(3) 0.0598(12) Uani 1 1 d . . . . .
H67A H -0.022524 0.384573 0.752419 0.072 Uiso 1 1 calc R U . . .
H67B H 0.119248 0.375766 0.760638 0.072 Uiso 1 1 calc R U . . .
C66 C 0.0106(4) 0.2025(2) 0.8338(4) 0.0635(14) Uani 1 1 d . . . . .
H66A H 0.083200 0.181358 0.883871 0.095 Uiso 1 1 calc R U . . .
H66B H -0.008950 0.182766 0.764513 0.095 Uiso 1 1 calc R U . . .
H66C H -0.060488 0.197789 0.857292 0.095 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 0.0033 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
C10 O5 C27 101.87(18) . . ?
C10 O6 C28 106.09(18) . . ?
C1 O1 C13 112.76(19) . . ?
C26 O11 H11 109.5 . . ?
C58 O19 C44 106.00(17) . . ?
C12 O7 H7 109.5 . . ?
C42 O17 H17 109.5 . . ?
C45 O13 C33 117.06(19) . . ?
C58 O18 C43 102.32(17) . . ?
C61 O20 C49 113.6(2) . . ?
C29 O8 C17 116.44(18) . . ?
C7 O4 C15 117.8(2) . . ?
C60 O21 H21 109.5 . . ?
C5 O3 H3 109.5 . . ?
C55 O24 C64 117.9(2) . . ?
C53 O23 H23 109.5 . . ?
C23 O12 C32 117.4(2) . . ?
C21 O10 H10 109.5 . . ?
C39 O16 C48 118.3(2) . . ?
C37 O15 H15 109.5 . . ?
C65 O26 C67 115.7(4) . . ?
O2 C3 C4 120.9(2) . . ?
O2 C3 C2 120.0(2) . . ?
C4 C3 C2 119.0(2) . . ?
C9 C4 C5 118.3(2) . . ?
C9 C4 C3 120.3(2) . . ?
C5 C4 C3 121.3(2) . . ?
O5 C10 O6 104.67(18) . . ?
O5 C10 C11 110.6(2) . . ?
O6 C10 C11 107.65(19) . . ?
O5 C10 C9 110.93(19) . . ?
O6 C10 C9 106.1(2) . . ?
C11 C10 C9 116.07(19) . . ?
C19 C18 C27 114.9(2) . . ?
C19 C18 C17 112.6(2) . . ?
C27 C18 C17 112.18(19) . . ?
C19 C18 H18 105.4 . . ?
C27 C18 H18 105.4 . . ?
C17 C18 H18 105.4 . . ?
O6 C28 C29 105.60(18) . . ?
O6 C28 C27 103.62(19) . . ?
C29 C28 C27 113.1(2) . . ?
O6 C28 H28 111.4 . . ?
C29 C28 H28 111.4 . . ?
C27 C28 H28 111.4 . . ?
O3 C5 C6 118.2(2) . . ?
O3 C5 C4 121.4(2) . . ?
C6 C5 C4 120.4(2) . . ?
O8 C17 C31 105.0(2) . . ?
O8 C17 C18 109.96(19) . . ?
C31 C17 C18 115.3(2) . . ?
O8 C17 H17A 108.8 . . ?
C31 C17 H17A 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C2 C11 C10 120.3(2) . . ?
C2 C11 C12 122.0(2) . . ?
C10 C11 C12 117.7(2) . . ?
C56 C57 C52 122.5(2) . . ?
C56 C57 C58 118.6(2) . . ?
C52 C57 C58 118.5(2) . . ?
C40 C41 C36 120.7(2) . . ?
C40 C41 C42 120.7(2) . . ?
C36 C41 C42 118.4(2) . . ?
O9 C19 C20 121.9(2) . . ?
O9 C19 C18 118.8(2) . . ?
C20 C19 C18 119.3(2) . . ?
O12 C23 C22 123.9(3) . . ?
O12 C23 C24 114.5(2) . . ?
C22 C23 C24 121.6(3) . . ?
O22 C51 C52 121.5(2) . . ?
O22 C51 C50 119.7(2) . . ?
C52 C51 C50 118.7(2) . . ?
O23 C53 C54 117.5(2) . . ?
O23 C53 C52 122.1(2) . . ?
C54 C53 C52 120.4(2) . . ?
C8 C9 C4 122.8(2) . . ?
C8 C9 C10 118.2(2) . . ?
C4 C9 C10 118.6(2) . . ?
O17 C42 C56 113.7(2) . . ?
O17 C42 C41 109.39(19) . . ?
C56 C42 C41 111.7(2) . . ?
O17 C42 C43 104.43(19) . . ?
C56 C42 C43 108.04(19) . . ?
C41 C42 C43 109.2(2) . . ?
O4 C7 C6 123.3(2) . . ?
O4 C7 C8 115.1(2) . . ?
C6 C7 C8 121.6(2) . . ?
O1 C13 C16 107.2(2) . . ?
O1 C13 C12 109.6(2) . . ?
C16 C13 C12 112.8(2) . . ?
O1 C13 H13 109.0 . . ?
C16 C13 H13 109.0 . . ?
C12 C13 H13 109.0 . . ?
O5 C27 C18 111.78(19) . . ?
O5 C27 C26 106.73(18) . . ?
C18 C27 C26 111.22(19) . . ?
O5 C27 C28 102.76(18) . . ?
C18 C27 C28 110.6(2) . . ?
C26 C27 C28 113.4(2) . . ?
C59 C50 C51 121.7(2) . . ?
C59 C50 C49 120.7(2) . . ?
C51 C50 C49 117.6(2) . . ?
O18 C58 O19 104.01(18) . . ?
O18 C58 C59 111.2(2) . . ?
O19 C58 C59 107.74(19) . . ?
O18 C58 C57 110.86(19) . . ?
O19 C58 C57 105.9(2) . . ?
C59 C58 C57 116.2(2) . . ?
C53 C52 C57 118.4(2) . . ?
C53 C52 C51 121.4(2) . . ?
C57 C52 C51 120.1(2) . . ?
C24 C25 C20 119.5(2) . . ?
C24 C25 C26 121.7(2) . . ?
C20 C25 C26 118.7(2) . . ?
C9 C8 C7 117.0(2) . . ?
C9 C8 C26 119.3(2) . . ?
C7 C8 C26 123.6(2) . . ?
O19 C44 C45 106.0(2) . . ?
O19 C44 C43 103.83(19) . . ?
C45 C44 C43 112.9(2) . . ?
O19 C44 H44 111.2 . . ?
C45 C44 H44 111.2 . . ?
C43 C44 H44 111.2 . . ?
C50 C59 C58 120.4(2) . . ?
C50 C59 C60 122.4(2) . . ?
C58 C59 C60 117.2(2) . . ?
O10 C21 C22 117.5(3) . . ?
O10 C21 C20 121.4(2) . . ?
C22 C21 C20 121.0(2) . . ?
C43 C34 C35 113.9(2) . . ?
C43 C34 C33 112.9(2) . . ?
C35 C34 C33 113.0(2) . . ?
C43 C34 H34 105.3 . . ?
C35 C34 H34 105.3 . . ?
C33 C34 H34 105.3 . . ?
C21 C20 C25 119.1(2) . . ?
C21 C20 C19 119.3(2) . . ?
C25 C20 C19 121.5(2) . . ?
O13 C45 C47 114.6(2) . . ?
O13 C45 C44 108.1(2) . . ?
C47 C45 C44 115.5(2) . . ?
O13 C45 H45 105.9 . . ?
C47 C45 H45 105.9 . . ?
C44 C45 H45 105.9 . . ?
O1 C1 C2 110.0(2) . . ?
O1 C1 C14 111.6(2) . . ?
C2 C1 C14 114.9(2) . . ?
O1 C1 H1 106.6 . . ?
C2 C1 H1 106.6 . . ?
C14 C1 H1 106.6 . . ?
O11 C26 C8 113.7(2) . . ?
O11 C26 C25 109.65(18) . . ?
C8 C26 C25 111.5(2) . . ?
O11 C26 C27 104.56(19) . . ?
C8 C26 C27 108.18(19) . . ?
C25 C26 C27 108.9(2) . . ?
C25 C24 C23 120.0(2) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
O7 C12 C11 113.6(2) . . ?
O7 C12 C13 105.14(19) . . ?
C11 C12 C13 110.4(2) . . ?
O7 C12 H12 109.2 . . ?
C11 C12 H12 109.2 . . ?
C13 C12 H12 109.2 . . ?
O24 C55 C54 123.0(2) . . ?
O24 C55 C56 115.2(2) . . ?
C54 C55 C56 121.8(2) . . ?
C7 C6 C5 119.8(2) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C11 C2 C3 121.6(2) . . ?
C11 C2 C1 121.7(2) . . ?
C3 C2 C1 116.6(2) . . ?
O20 C61 C63 106.2(2) . . ?
O20 C61 C60 112.4(2) . . ?
C63 C61 C60 111.7(2) . . ?
O20 C61 H61 108.8 . . ?
C63 C61 H61 108.8 . . ?
C60 C61 H61 108.8 . . ?
O18 C43 C34 111.5(2) . . ?
O18 C43 C42 106.05(19) . . ?
C34 C43 C42 111.5(2) . . ?
O18 C43 C44 102.77(19) . . ?
C34 C43 C44 111.8(2) . . ?
C42 C43 C44 112.8(2) . . ?
C41 C36 C37 118.3(2) . . ?
C41 C36 C35 122.1(2) . . ?
C37 C36 C35 119.6(2) . . ?
C55 C54 C53 119.4(2) . . ?
C55 C54 H54 120.3 . . ?
C53 C54 H54 120.3 . . ?
O16 C39 C38 115.5(2) . . ?
O16 C39 C40 123.1(3) . . ?
C38 C39 C40 121.3(3) . . ?
O13 C33 C46 104.4(2) . . ?
O13 C33 C34 109.92(19) . . ?
C46 C33 C34 115.7(2) . . ?
O13 C33 H33 108.9 . . ?
C46 C33 H33 108.9 . . ?
C34 C33 H33 108.9 . . ?
C23 C22 C21 118.8(3) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
O21 C60 C59 113.3(2) . . ?
O21 C60 C61 105.1(2) . . ?
C59 C60 C61 112.7(2) . . ?
O21 C60 H60 108.5 . . ?
C59 C60 H60 108.5 . . ?
C61 C60 H60 108.5 . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O8 C29 C30 113.8(2) . . ?
O8 C29 C28 108.4(2) . . ?
C30 C29 C28 115.9(2) . . ?
O8 C29 H29 106.0 . . ?
C30 C29 H29 106.0 . . ?
C28 C29 H29 106.0 . . ?
C41 C40 C39 119.1(2) . . ?
C41 C40 H40 120.4 . . ?
C39 C40 H40 120.4 . . ?
O14 C35 C36 122.2(2) . . ?
O14 C35 C34 118.6(2) . . ?
C36 C35 C34 119.2(2) . . ?
C33 C46 H46A 109.5 . . ?
C33 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C33 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
O20 C49 C50 109.9(2) . . ?
O20 C49 C62 113.5(2) . . ?
C50 C49 C62 109.5(2) . . ?
O20 C49 H49 107.9 . . ?
C50 C49 H49 107.9 . . ?
C62 C49 H49 107.9 . . ?
C57 C56 C55 117.4(2) . . ?
C57 C56 C42 119.1(2) . . ?
C55 C56 C42 123.5(2) . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C17 C31 H31A 109.5 . . ?
C17 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C17 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O15 C37 C38 118.2(2) . . ?
O15 C37 C36 121.0(3) . . ?
C38 C37 C36 120.8(3) . . ?
C39 C38 C37 119.6(2) . . ?
C39 C38 H38 120.2 . . ?
C37 C38 H38 120.2 . . ?
C1 C14 H14A 109.5 . . ?
C1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
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 . . ?
C49 C62 H62A 109.5 . . ?
C49 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C49 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
O24 C64 H64A 109.5 . . ?
O24 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
O24 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
O12 C32 H32A 109.5 . . ?
O12 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O12 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O25 C65 O26 120.4(4) . . ?
O25 C65 C66 124.9(5) . . ?
O26 C65 C66 114.7(5) . . ?
O16 C48 H48A 109.5 . . ?
O16 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
O16 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C68 C67 O26 109.0(4) . . ?
C68 C67 H67A 109.9 . . ?
O26 C67 H67A 109.9 . . ?
C68 C67 H67B 109.9 . . ?
O26 C67 H67B 109.9 . . ?
H67A C67 H67B 108.3 . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
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
O5 C10 1.422(3) . ?
O5 C27 1.445(3) . ?
O6 C10 1.434(3) . ?
O6 C28 1.447(3) . ?
O2 C3 1.244(3) . ?
O1 C1 1.428(3) . ?
O1 C13 1.430(3) . ?
O11 C26 1.428(3) . ?
O11 H11 0.8400 . ?
O19 C58 1.438(3) . ?
O19 C44 1.441(3) . ?
O7 C12 1.426(3) . ?
O7 H7 0.8400 . ?
O17 C42 1.423(3) . ?
O17 H17 0.8400 . ?
O13 C45 1.439(3) . ?
O13 C33 1.454(3) . ?
O18 C58 1.421(3) . ?
O18 C43 1.446(3) . ?
O20 C61 1.431(3) . ?
O20 C49 1.433(3) . ?
O8 C29 1.440(3) . ?
O8 C17 1.457(3) . ?
O4 C7 1.364(3) . ?
O4 C15 1.438(3) . ?
O21 C60 1.428(3) . ?
O21 H21 0.8400 . ?
O3 C5 1.350(3) . ?
O3 H3 0.8400 . ?
O9 C19 1.240(3) . ?
O22 C51 1.238(3) . ?
O24 C55 1.366(3) . ?
O24 C64 1.441(3) . ?
O23 C53 1.351(3) . ?
O23 H23 0.8400 . ?
O12 C23 1.361(3) . ?
O12 C32 1.438(4) . ?
O14 C35 1.240(3) . ?
O10 C21 1.351(3) . ?
O10 H10 0.8400 . ?
O16 C39 1.361(3) . ?
O16 C48 1.436(5) . ?
O15 C37 1.348(3) . ?
O15 H15 0.8400 . ?
O26 C65 1.307(6) . ?
O26 C67 1.475(5) . ?
C3 C4 1.459(3) . ?
C3 C2 1.480(4) . ?
C4 C9 1.400(3) . ?
C4 C5 1.408(3) . ?
C10 C11 1.506(3) . ?
C10 C9 1.511(3) . ?
C18 C19 1.509(4) . ?
C18 C27 1.523(3) . ?
C18 C17 1.554(3) . ?
C18 H18 1.0000 . ?
C28 C29 1.529(3) . ?
C28 C27 1.555(4) . ?
C28 H28 1.0000 . ?
C5 C6 1.390(3) . ?
C17 C31 1.517(4) . ?
C17 H17A 1.0000 . ?
C11 C2 1.339(3) . ?
C11 C12 1.523(3) . ?
C57 C56 1.378(4) . ?
C57 C52 1.406(3) . ?
C57 C58 1.518(3) . ?
C41 C40 1.382(4) . ?
C41 C36 1.412(3) . ?
C41 C42 1.535(3) . ?
C19 C20 1.455(4) . ?
C23 C22 1.377(4) . ?
C23 C24 1.406(4) . ?
C51 C52 1.463(4) . ?
C51 C50 1.492(4) . ?
C53 C54 1.397(4) . ?
C53 C52 1.403(4) . ?
C9 C8 1.385(3) . ?
C42 C56 1.527(3) . ?
C42 C43 1.546(3) . ?
C7 C6 1.385(3) . ?
C7 C8 1.419(3) . ?
C13 C16 1.506(4) . ?
C13 C12 1.531(3) . ?
C13 H13 1.0000 . ?
C27 C26 1.543(3) . ?
C50 C59 1.337(4) . ?
C50 C49 1.501(4) . ?
C58 C59 1.495(4) . ?
C25 C24 1.382(4) . ?
C25 C20 1.418(3) . ?
C25 C26 1.533(4) . ?
C8 C26 1.524(3) . ?
C44 C45 1.532(3) . ?
C44 C43 1.555(3) . ?
C44 H44 1.0000 . ?
C59 C60 1.516(4) . ?
C21 C22 1.392(4) . ?
C21 C20 1.411(4) . ?
C34 C43 1.515(3) . ?
C34 C35 1.518(3) . ?
C34 C33 1.554(3) . ?
C34 H34 1.0000 . ?
C45 C47 1.520(4) . ?
C45 H45 1.0000 . ?
C1 C2 1.514(3) . ?
C1 C14 1.527(4) . ?
C1 H1 1.0000 . ?
C24 H24 0.9500 . ?
C12 H12 1.0000 . ?
C55 C54 1.384(4) . ?
C55 C56 1.414(4) . ?
C6 H6 0.9500 . ?
C61 C63 1.519(4) . ?
C61 C60 1.529(4) . ?
C61 H61 1.0000 . ?
C36 C37 1.419(4) . ?
C36 C35 1.458(4) . ?
C54 H54 0.9500 . ?
C39 C38 1.378(4) . ?
C39 C40 1.407(4) . ?
C33 C46 1.515(4) . ?
C33 H33 1.0000 . ?
C22 H22 0.9500 . ?
C60 H60 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C29 C30 1.524(3) . ?
C29 H29 1.0000 . ?
C40 H40 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C49 C62 1.529(4) . ?
C49 H49 1.0000 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C37 C38 1.384(4) . ?
C38 H38 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C65 O25 1.187(6) . ?
C65 C66 1.483(6) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C68 C67 1.453(6) . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
