#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/45/1504542.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_1504542
loop_
_publ_author_name
'Iida, Motoo'
'Ooi, Takashi'
'Kito, Keijiro'
'Yoshida, Sanae'
'Kanoh, Kaneo'
'Shizuri, Yoshikazu'
'Kusumi, Takenori'
_publ_section_title
;
 Three new polyketide-terpenoid hybrids from Penicillium sp.
;
_journal_issue                   5
_journal_name_full               'Organic letters'
_journal_page_first              845
_journal_page_last               848
_journal_paper_doi               10.1021/ol7029867
_journal_volume                  10
_journal_year                    2008
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C26 H32 O10, C H4 O, H2 O '
_chemical_formula_sum            'C27 H38 O12'
_chemical_formula_weight         554.59
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.674(2)
_cell_length_b                   10.289(3)
_cell_length_c                   29.529(8)
_cell_measurement_reflns_used    24139
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     2635.4(12)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9968
_diffrn_measured_fraction_theta_max 0.9968
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            26021
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
    Higashi, T. (1999). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1184.00
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.68
_refine_diff_density_min         -0.71
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     406
_refine_ls_number_reflns         3428
_refine_ls_R_factor_gt           0.0470
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0021Fo² + 1.0000σ(Fo²)]/(4Fo²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1290
_reflns_number_gt                2845
_reflns_number_total             3428
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ol7029867-file001.cif
_cod_data_source_block           '_compound_3'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_absolute_configuration' value 'unk ' changed to 'unk'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_formula_sum        'C27 H38 O12 '
_cod_database_code               1504542
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O(1) O 0.1509(3) 0.7430(2) 0.23592(7) 0.0223(5) Uani 1.00 1 d .
O(2) O 0.4653(2) 0.6071(2) 0.07019(6) 0.0188(5) Uani 1.00 1 d .
O(3) O 0.7141(2) 0.5425(2) 0.07503(7) 0.0212(5) Uani 1.00 1 d .
O(4) O 0.6377(3) 0.7232(2) 0.03744(7) 0.0232(5) Uani 1.00 1 d .
O(5) O 0.4883(2) 0.6373(2) 0.17954(7) 0.0216(5) Uani 1.00 1 d .
O(6) O 0.1221(3) 0.5436(2) 0.26371(7) 0.0255(5) Uani 1.00 1 d .
O(7) O 0.2299(3) 0.9021(2) 0.18469(7) 0.0240(5) Uani 1.00 1 d .
O(8) O -0.0104(3) 0.7471(2) 0.12466(7) 0.0277(5) Uani 1.00 1 d .
O(9) O 0.6499(3) 0.1240(3) 0.1676(1) 0.0465(8) Uani 1.00 1 d .
O(10) O 0.767(1) 0.9152(8) 0.1232(3) 0.167(3) Uani 1.00 1 d .
O(11) O 0.2140(3) 0.0856(2) 0.03013(7) 0.0338(6) Uani 1.00 1 d .
O(12) O 0.0657(5) -0.0498(4) 0.0668(1) 0.027(1) Uani 0.58 1 d P
O(13) O -0.0176(8) 0.0141(6) 0.0570(2) 0.034(2) Uani 0.42 1 d P
C(1) C 0.1549(9) 0.0402(8) 0.0695(3) 0.022(2) Uani 0.58 1 d P
C(2) C 0.103(1) 0.073(1) 0.0638(4) 0.023(3) Uani 0.42 1 d P
C(9) C 0.2282(3) 0.4385(3) 0.15816(9) 0.0148(6) Uani 1.00 1 d .
C(10) C 0.3858(3) 0.7092(3) 0.16705(9) 0.0168(6) Uani 1.00 1 d .
C(12) C 0.2910(4) 0.2980(3) 0.15481(9) 0.0178(6) Uani 1.00 1 d .
C(13) C 0.2592(4) 0.2257(3) 0.11128(9) 0.0210(7) Uani 1.00 1 d .
C(15) C 0.4178(3) 0.3778(3) 0.06545(9) 0.0192(6) Uani 1.00 1 d .
C(16) C 0.4189(3) 0.4941(3) 0.09677(9) 0.0167(6) Uani 1.00 1 d .
C(17) C 0.0246(3) 0.5922(3) 0.18705(9) 0.0177(6) Uani 1.00 1 d .
C(18) C 0.6176(3) 0.6166(3) 0.06198(9) 0.0166(6) Uani 1.00 1 d .
C(19) C 0.1027(3) 0.6178(3) 0.23279(9) 0.0195(7) Uani 1.00 1 d .
C(20) C 0.2582(3) 0.5288(3) 0.11699(9) 0.0151(6) Uani 1.00 1 d .
C(21) C 0.2454(4) 0.2197(3) 0.19711(9) 0.0237(7) Uani 1.00 1 d .
C(22) C 0.7950(4) 0.7468(3) 0.0231(1) 0.0287(8) Uani 1.00 1 d .
C(23) C 0.1348(4) 0.5171(3) 0.07946(9) 0.0193(6) Uani 1.00 1 d .
C(24) C 0.4761(4) 0.8780(3) 0.2243(1) 0.0276(8) Uani 1.00 1 d .
C(25) C 0.2535(3) 0.6710(3) 0.13565(9) 0.0156(6) Uani 1.00 1 d .
C(26) C 0.0941(3) 0.7046(3) 0.15799(9) 0.0172(6) Uani 1.00 1 d .
C(27) C 0.1161(4) 0.8121(3) 0.1936(1) 0.0211(7) Uani 1.00 1 d .
C(28) C 0.3612(4) 0.1554(3) 0.0347(1) 0.0256(7) Uani 1.00 1 d .
C(29) C 0.1645(5) 0.1236(3) 0.1093(1) 0.0333(9) Uani 1.00 1 d .
C(30) C 0.0589(3) 0.4523(3) 0.17197(9) 0.0176(6) Uani 1.00 1 d .
C(31) C 0.3467(4) 0.2633(3) 0.07067(9) 0.0195(6) Uani 1.00 1 d .
C(32) C 0.3852(4) 0.8522(3) 0.1813(1) 0.0218(7) Uani 1.00 1 d .
C(33) C 0.3895(4) 0.2061(4) -0.0130(1) 0.0313(8) Uani 1.00 1 d .
C(34) C -0.1503(3) 0.6086(3) 0.1937(1) 0.0244(7) Uani 1.00 1 d .
C(35) C 0.4825(6) 0.0571(4) 0.0486(1) 0.046(1) Uani 1.00 1 d .
C(37) C 0.7271(6) 0.2298(6) 0.1462(2) 0.063(1) Uani 1.00 1 d .
H(1) H 0.0982 0.0932 0.1341 0.040 Uiso 1.00 1 c R
H(2) H 0.2844 0.4768 0.1823 0.018 Uiso 1.00 1 c R
H(3) H 0.3030 0.1412 0.1981 0.028 Uiso 1.00 1 c R
H(4) H 0.2666 0.2696 0.2235 0.028 Uiso 1.00 1 c R
H(5) H 0.1385 0.2001 0.1960 0.029 Uiso 1.00 1 c R
H(6) H 0.4000 0.3063 0.1563 0.021 Uiso 1.00 1 c R
H(7) H 0.1656 0.5678 0.0541 0.023 Uiso 1.00 1 c R
H(8) H 0.0387 0.5480 0.0905 0.023 Uiso 1.00 1 c R
H(9) H 0.1242 0.4289 0.0705 0.023 Uiso 1.00 1 c R
H(10) H 0.4753 0.3873 0.0383 0.023 Uiso 1.00 1 c R
H(11) H -0.1711 0.6944 0.2039 0.029 Uiso 1.00 1 c R
H(12) H -0.1860 0.5479 0.2156 0.029 Uiso 1.00 1 c R
H(13) H -0.2017 0.5940 0.1658 0.029 Uiso 1.00 1 c R
H(14) H 0.4908 0.4802 0.1206 0.020 Uiso 1.00 1 c R
H(15) H 0.4346 0.8288 0.2487 0.033 Uiso 1.00 1 c R
H(16) H 0.4707 0.9679 0.2314 0.033 Uiso 1.00 1 c R
H(17) H 0.5805 0.8538 0.2195 0.033 Uiso 1.00 1 c R
H(18) H 0.2620 0.7260 0.1099 0.019 Uiso 1.00 1 c R
H(19) H 0.0212 0.8569 0.1973 0.025 Uiso 1.00 1 c R
H(21) H -0.0048 0.4310 0.1469 0.021 Uiso 1.00 1 c R
H(22) H 0.5818 0.0958 0.0466 0.055 Uiso 1.00 1 c R
H(23) H 0.4641 0.0295 0.0788 0.055 Uiso 1.00 1 c R
H(27) H 0.3197 0.2750 -0.0191 0.038 Uiso 1.00 1 c R
H(25) H 0.4923 0.2370 -0.0155 0.038 Uiso 1.00 1 c R
H(26) H 0.3736 0.1378 -0.0342 0.038 Uiso 1.00 1 c R
H(30) H 0.8626 0.7322 0.0479 0.034 Uiso 1.00 1 c R
H(28) H 0.8210 0.6897 -0.0010 0.035 Uiso 1.00 1 c R
H(29) H 0.8044 0.8343 0.0132 0.035 Uiso 1.00 1 c R
H(35) H 0.8236 0.1993 0.1353 0.075 Uiso 1.00 1 c R
H(31) H 0.0238 0.8103 0.1122 0.034 Uiso 1.00 1 c R
H(32) H 0.7154 0.0746 0.1877 0.056 Uiso 1.00 1 c R
H(33) H 0.6667 0.2601 0.1215 0.075 Uiso 1.00 1 c R
H(34) H 0.7436 0.2991 0.1669 0.075 Uiso 1.00 1 c R
H(20) H 0.0376 0.3946 0.1963 0.021 Uiso 1.00 1 c R
H(36) H 0.4339 0.8994 0.1576 0.026 Uiso 1.00 1 c R
H(24) H 0.4775 -0.0156 0.0288 0.055 Uiso 1.00 1 c R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, 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
O(1) C(19) O(6) 120.6(3)
O(1) C(19) C(17) 111.1(2)
C(27) O(1) C(19) 109.7(2)
O(1) C(27) O(7) 109.8(2)
O(1) C(27) C(26) 105.0(2)
O(2) C(16) C(15) 107.7(2)
C(18) O(2) C(16) 115.2(2)
O(2) C(16) C(20) 105.7(2)
O(2) C(18) O(3) 125.6(3)
O(2) C(18) O(4) 106.7(2)
O(3) C(18) O(4) 127.7(3)
C(22) O(4) C(18) 115.0(2)
O(5) C(10) C(25) 125.3(3)
O(5) C(10) C(32) 120.4(3)
O(6) C(19) C(17) 128.4(3)
O(7) C(27) C(26) 116.3(2)
C(32) O(7) C(27) 116.2(2)
O(7) C(32) C(10) 111.4(2)
O(7) C(32) C(24) 111.3(3)
O(8) C(26) C(17) 111.4(2)
O(8) C(26) C(25) 110.0(2)
O(8) C(26) C(27) 109.5(2)
O(11) C(1) O(12) 116.8(6)
O(11) C(1) O(13) 102.6(5)
O(11) C(1) C(2) 81(1)
C(2) O(11) C(1) 24.6(6)
C(28) O(11) C(1) 114.7(4)
O(11) C(1) C(29) 117.9(6)
O(11) C(2) O(12) 108.2(7)
O(11) C(2) O(13) 121.4(9)
O(11) C(2) C(1) 74(1)
C(28) O(11) C(2) 125.6(5)
O(11) C(2) C(29) 110.6(8)
O(11) C(28) C(31) 110.1(3)
O(11) C(28) C(33) 102.8(3)
O(11) C(28) C(35) 107.6(3)
O(12) O(13) C(1) 50.7(5)
C(1) O(12) O(13) 88.7(6)
O(12) O(13) C(2) 70.5(7)
C(2) O(12) O(13) 62.1(7)
O(12) C(1) O(13) 40.6(4)
O(12) C(1) C(2) 85(1)
C(2) O(12) C(1) 26.6(6)
O(12) C(1) C(29) 122.7(7)
O(12) C(2) O(13) 47.4(5)
O(12) C(2) C(1) 67(1)
O(12) C(2) C(29) 110.8(7)
O(13) C(1) C(2) 45(1)
C(2) O(13) C(1) 19.9(6)
O(13) C(1) C(29) 110.3(6)
O(13) C(2) C(1) 114(1)
O(13) C(2) C(29) 127.5(9)
C(1) C(2) C(29) 71(1)
C(29) C(1) C(2) 86(1)
C(1) C(29) C(2) 22.4(5)
C(1) C(29) C(13) 122.2(4)
C(2) C(29) C(13) 121.3(5)
C(20) C(9) C(12) 116.7(2)
C(30) C(9) C(12) 116.2(2)
C(9) C(12) C(13) 116.8(2)
C(9) C(12) C(21) 110.3(2)
C(9) C(20) C(25) 106.2(2)
C(9) C(20) C(16) 108.2(2)
C(9) C(20) C(23) 113.5(2)
C(30) C(9) C(20) 108.3(2)
C(9) C(30) C(17) 110.5(2)
C(10) C(25) C(26) 110.5(2)
C(32) C(10) C(25) 114.3(2)
C(10) C(25) C(20) 115.8(2)
C(10) C(32) C(24) 113.3(2)
C(12) C(13) C(29) 122.4(3)
C(12) C(13) C(31) 118.0(3)
C(21) C(12) C(13) 112.7(2)
C(31) C(13) C(29) 119.3(3)
C(13) C(31) C(15) 124.3(3)
C(13) C(31) C(28) 114.5(2)
C(15) C(16) C(20) 114.2(2)
C(31) C(15) C(16) 129.0(3)
C(15) C(31) C(28) 121.1(3)
C(16) C(20) C(25) 111.9(2)
C(16) C(20) C(23) 109.1(2)
C(26) C(17) C(19) 100.7(2)
C(34) C(17) C(19) 107.7(2)
C(30) C(17) C(19) 109.3(2)
C(17) C(26) C(25) 114.1(2)
C(17) C(26) C(27) 101.9(2)
C(34) C(17) C(26) 111.7(2)
C(30) C(17) C(26) 117.4(2)
C(34) C(17) C(30) 109.4(2)
C(25) C(20) C(23) 107.9(2)
C(20) C(25) C(26) 112.1(2)
C(25) C(26) C(27) 109.6(2)
C(33) C(28) C(31) 113.8(3)
C(35) C(28) C(31) 110.6(3)
C(35) C(28) C(33) 111.5(3)
O(1) C(27) H(19) 108.3015
O(2) C(16) H(14) 109.6470
O(4) C(22) H(30) 109.2714
O(4) C(22) H(28) 109.8199
O(4) C(22) H(29) 109.2268
O(7) C(27) H(19) 108.4037
O(7) C(32) H(36) 106.5164
H(31) O(8) C(26) 109.4448
O(9) C(37) H(33) 109.3375
O(9) C(37) H(35) 108.1321
H(32) O(9) C(37) 113.4387
O(9) C(37) H(34) 111.0261
C(1) C(29) H(1) 112.3528
C(2) C(29) H(1) 109.8582
H(2) C(9) C(12) 104.7669
C(9) C(12) H(6) 105.2458
H(2) C(9) C(20) 104.7097
H(2) C(9) C(30) 104.7282
C(9) C(30) H(20) 109.2888
C(9) C(30) H(21) 109.2169
C(10) C(25) H(18) 105.9115
C(10) C(32) H(36) 106.7592
H(6) C(12) C(13) 105.3091
H(6) C(12) C(21) 105.4628
C(12) C(21) H(4) 109.4661
C(12) C(21) H(3) 109.5104
C(12) C(21) H(5) 109.5863
C(13) C(29) H(1) 125.3808
H(10) C(15) C(16) 115.5504
C(15) C(16) H(14) 109.6853
H(10) C(15) C(31) 115.4844
H(14) C(16) C(20) 109.7872
C(17) C(30) H(20) 109.1477
C(17) C(30) H(21) 109.2388
C(17) C(34) H(11) 109.2543
C(17) C(34) H(12) 109.6488
C(17) C(34) H(13) 109.4916
C(20) C(23) H(7) 109.0748
C(20) C(23) H(9) 109.9873
C(20) C(23) H(8) 109.5655
C(20) C(25) H(18) 105.8598
H(4) C(21) H(3) 109.4691
H(5) C(21) H(3) 109.4780
H(5) C(21) H(4) 109.3172
H(28) C(22) H(30) 109.4673
H(29) C(22) H(30) 109.4880
H(29) C(22) H(28) 109.5531
H(9) C(23) H(7) 109.4650
H(8) C(23) H(7) 109.4393
H(9) C(23) H(8) 109.2947
H(15) C(24) C(32) 110.1146
H(17) C(24) C(32) 108.9628
C(24) C(32) H(36) 107.1428
H(16) C(24) C(32) 109.2003
H(17) C(24) H(15) 109.5638
H(16) C(24) H(15) 109.4669
H(17) C(24) H(16) 109.5167
H(18) C(25) C(26) 105.8256
C(26) C(27) H(19) 108.7190
C(28) C(33) H(27) 109.2501
C(28) C(33) H(25) 109.7216
C(28) C(33) H(26) 109.3630
C(28) C(35) H(23) 109.6305
C(28) C(35) H(22) 109.4537
C(28) C(35) H(24) 109.1268
H(20) C(30) H(21) 109.4514
H(25) C(33) H(27) 109.4738
H(26) C(33) H(27) 109.5908
H(26) C(33) H(25) 109.4281
H(12) C(34) H(11) 109.4653
H(13) C(34) H(11) 109.5117
H(13) C(34) H(12) 109.4556
H(23) C(35) H(22) 109.5783
H(24) C(35) H(22) 109.4761
H(24) C(35) H(23) 109.5610
H(33) C(37) H(35) 109.4720
H(34) C(37) H(35) 109.4511
H(34) C(37) H(33) 109.3968
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) C(19) 1.357(4)
O(1) C(27) 1.470(4)
O(2) C(16) 1.460(3)
O(2) C(18) 1.347(3)
O(3) C(18) 1.196(4)
O(4) C(18) 1.326(4)
O(4) C(22) 1.449(4)
O(5) C(10) 1.214(3)
O(6) C(19) 1.202(4)
O(7) C(27) 1.379(4)
O(7) C(32) 1.445(4)
O(8) C(26) 1.408(4)
O(9) C(37) 1.425(6)
O(11) C(1) 1.354(8)
O(11) C(2) 1.39(1)
O(11) C(28) 1.471(4)
O(12) O(13) 1.019(8)
O(12) C(1) 1.210(9)
O(12) C(2) 1.31(1)
O(13) C(1) 1.56(1)
O(13) C(2) 1.22(1)
C(1) C(2) 0.59(1)
C(1) C(29) 1.458(8)
C(2) C(29) 1.54(1)
C(9) C(12) 1.548(4)
C(9) C(20) 1.552(4)
C(9) C(30) 1.531(4)
C(10) C(25) 1.527(4)
C(10) C(32) 1.530(4)
C(12) C(13) 1.511(4)
C(12) C(21) 1.538(4)
C(13) C(29) 1.335(5)
C(13) C(31) 1.471(4)
C(15) C(16) 1.513(4)
C(15) C(31) 1.338(4)
C(16) C(20) 1.558(4)
C(17) C(19) 1.534(4)
C(17) C(26) 1.562(4)
C(17) C(30) 1.536(4)
C(17) C(34) 1.539(4)
C(20) C(23) 1.545(4)
C(20) C(25) 1.564(4)
C(24) C(32) 1.519(5)
C(25) C(26) 1.570(4)
C(26) C(27) 1.537(4)
C(28) C(31) 1.541(4)
C(28) C(33) 1.523(4)
C(28) C(35) 1.516(6)
O(8) H(31) 0.8038
O(9) H(32) 0.9662
C(9) H(2) 0.9499
C(12) H(6) 0.9500
C(15) H(10) 0.9500
C(16) H(14) 0.9499
C(21) H(3) 0.9500
C(21) H(4) 0.9500
C(21) H(5) 0.9500
C(22) H(30) 0.9499
C(22) H(28) 0.9501
C(22) H(29) 0.9500
C(23) H(7) 0.9501
C(23) H(8) 0.9500
C(23) H(9) 0.9500
C(24) H(15) 0.9499
C(24) H(16) 0.9501
C(24) H(17) 0.9500
C(25) H(18) 0.9501
C(27) H(19) 0.9500
C(29) H(1) 0.9822
C(30) H(21) 0.9500
C(30) H(20) 0.9499
C(32) H(36) 0.9499
C(33) H(27) 0.9500
C(33) H(25) 0.9500
C(33) H(26) 0.9500
C(34) H(11) 0.9500
C(34) H(12) 0.9500
C(34) H(13) 0.9499
C(35) H(22) 0.9500
C(35) H(23) 0.9499
C(35) H(24) 0.9500
C(37) H(35) 0.9500
C(37) H(33) 0.9501
C(37) H(34) 0.9499
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
C(27) O(1) C(19) O(6) 179.0(3)
C(27) O(1) C(19) C(17) -1.7(3)
C(19) O(1) C(27) O(7) -145.6(2)
C(19) O(1) C(27) C(26) -19.8(3)
C(19) O(1) C(27) H(19) 96.2
C(18) O(2) C(16) C(15) -78.2(3)
C(18) O(2) C(16) C(20) 159.3(2)
C(18) O(2) C(16) H(14) 41.0
C(16) O(2) C(18) O(3) -1.1(4)
C(16) O(2) C(18) O(4) 179.5(2)
C(22) O(4) C(18) O(2) -177.0(2)
C(22) O(4) C(18) O(3) 3.6(4)
C(18) O(4) C(22) H(30) -44.6
C(18) O(4) C(22) H(28) 75.5
C(18) O(4) C(22) H(29) -164.3
C(32) O(7) C(27) O(1) 57.5(3)
C(32) O(7) C(27) C(26) -61.6(3)
C(32) O(7) C(27) H(19) 175.7
C(27) O(7) C(32) C(10) 25.8(3)
C(27) O(7) C(32) C(24) -101.7(3)
C(27) O(7) C(32) H(36) 141.8
H(31) O(8) C(26) C(17) 173.1
H(31) O(8) C(26) C(25) -59.4
H(31) O(8) C(26) C(27) 61.2
H(32) O(9) C(37) H(35) 45.9
H(32) O(9) C(37) H(33) 165.0
H(32) O(9) C(37) H(34) -74.2
C(2) O(11) C(1) O(12) 80.7(9)
C(2) O(11) C(1) O(13) 40.0(6)
C(2) O(11) C(1) C(29) -81.3(9)
C(28) O(11) C(1) O(12) -157.0(5)
C(28) O(11) C(1) O(13) 162.3(4)
C(28) O(11) C(1) C(2) 122(1)
C(28) O(11) C(1) C(29) 40.9(7)
C(1) O(11) C(2) O(12) -59.3(8)
C(1) O(11) C(2) O(13) -109(1)
C(1) O(11) C(2) C(29) 62(1)
C(28) O(11) C(2) O(12) -130.2(6)
C(28) O(11) C(2) O(13) 179.2(7)
C(28) O(11) C(2) C(1) -70(1)
C(28) O(11) C(2) C(29) -8.7(9)
C(1) O(11) C(28) C(31) -52.6(3)
C(1) O(11) C(28) C(33) -174.3(3)
C(1) O(11) C(28) C(35) 67.9(3)
C(2) O(11) C(28) C(31) -27.0(4)
C(2) O(11) C(28) C(33) -148.6(3)
C(2) O(11) C(28) C(35) 93.6(3)
C(1) O(12) O(13) C(2) -0.1(5)
C(2) O(12) O(13) C(1) 0.1(3)
O(13) O(12) C(1) O(11) -77.7(7)
O(13) O(12) C(1) C(2) 0(1)
O(13) O(12) C(1) C(29) 83.4(7)
C(2) O(12) C(1) O(11) -77.9(9)
C(2) O(12) C(1) O(13) -0.2(6)
C(2) O(12) C(1) C(29) 83(1)
O(13) O(12) C(2) O(11) -116.3(8)
O(13) O(12) C(2) C(1) -179(1)
O(13) O(12) C(2) C(29) 122.3(9)
C(1) O(12) C(2) O(11) 63(1)
C(1) O(12) C(2) O(13) 179(1)
C(1) O(12) C(2) C(29) -57.9(9)
O(12) O(13) C(1) O(11) 116.6(7)
O(12) O(13) C(1) C(2) -179(1)
O(12) O(13) C(1) C(29) -117.0(8)
C(2) O(13) C(1) O(11) -63(1)
C(2) O(13) C(1) O(12) 179(1)
C(2) O(13) C(1) C(29) 62(1)
O(12) O(13) C(2) O(11) 86.3(9)
O(12) O(13) C(2) C(1) 0(1)
O(12) O(13) C(2) C(29) -84(1)
C(1) O(13) C(2) O(11) 86(1)
C(1) O(13) C(2) O(12) 0(1)
C(1) O(13) C(2) C(29) -84(1)
O(11) C(1) C(2) O(12) 117.9(6)
O(11) C(1) C(2) O(13) 117(1)
O(11) C(1) C(2) C(29) -118.9(6)
O(12) C(1) C(2) O(11) -117.9(6)
O(12) C(1) C(2) O(13) 0(1)
O(12) C(1) C(2) C(29) 123.2(7)
O(13) C(1) C(2) O(11) -117(1)
O(13) C(1) C(2) O(12) 0(1)
O(13) C(1) C(2) C(29) 123(1)
C(29) C(1) C(2) O(11) 118.9(6)
C(29) C(1) C(2) O(12) -123.2(6)
C(29) C(1) C(2) O(13) -123(1)
O(11) C(1) C(29) C(2) 78(1)
O(11) C(1) C(29) C(13) -16.5(9)
O(11) C(1) C(29) H(1) 166.2
O(12) C(1) C(29) C(2) -82(1)
O(12) C(1) C(29) C(13) -177.4(7)
O(12) C(1) C(29) H(1) 5.3
O(13) C(1) C(29) C(2) -39(1)
O(13) C(1) C(29) C(13) -133.8(5)
O(13) C(1) C(29) H(1) 48.9
C(2) C(1) C(29) C(13) -94(1)
C(2) C(1) C(29) H(1) 88.0
O(11) C(2) C(29) C(1) -64(1)
O(11) C(2) C(29) C(13) 35(1)
O(11) C(2) C(29) H(1) -164.8
O(12) C(2) C(29) C(1) 55(1)
O(12) C(2) C(29) C(13) 155.3(8)
O(12) C(2) C(29) H(1) -44.8
O(13) C(2) C(29) C(1) 107(1)
O(13) C(2) C(29) C(13) -153.1(9)
O(13) C(2) C(29) H(1) 6.8
C(1) C(2) C(29) C(13) 99(1)
C(1) C(2) C(29) H(1) -100.7
C(20) C(9) C(12) C(13) -47.0(4)
C(20) C(9) C(12) C(21) -177.4(2)
C(20) C(9) C(12) H(6) 69.3
C(30) C(9) C(12) C(13) 82.7(3)
C(30) C(9) C(12) C(21) -47.6(3)
C(30) C(9) C(12) H(6) -160.9
H(2) C(9) C(12) C(13) -162.3
H(2) C(9) C(12) C(21) 67.4
H(2) C(9) C(12) H(6) -45.9
C(12) C(9) C(20) C(16) -35.1(3)
C(12) C(9) C(20) C(23) 86.2(3)
C(12) C(9) C(20) C(25) -155.4(2)
C(30) C(9) C(20) C(16) -168.4(2)
C(30) C(9) C(20) C(23) -47.2(3)
C(30) C(9) C(20) C(25) 71.3(3)
H(2) C(9) C(20) C(16) 80.2
H(2) C(9) C(20) C(23) -158.5
H(2) C(9) C(20) C(25) -40.1
C(12) C(9) C(30) C(17) 163.9(2)
C(12) C(9) C(30) H(21) -76.0
C(12) C(9) C(30) H(20) 43.8
C(20) C(9) C(30) C(17) -62.5(3)
C(20) C(9) C(30) H(21) 57.7
C(20) C(9) C(30) H(20) 177.4
H(2) C(9) C(30) C(17) 48.9
H(2) C(9) C(30) H(21) 169.0
H(2) C(9) C(30) H(20) -71.3
O(5) C(10) C(25) C(20) -2.9(4)
O(5) C(10) C(25) C(26) 126.0(3)
O(5) C(10) C(25) H(18) -119.9
C(32) C(10) C(25) C(20) 174.9(2)
C(32) C(10) C(25) C(26) -56.2(3)
C(32) C(10) C(25) H(18) 57.9
O(5) C(10) C(32) O(7) -149.7(3)
O(5) C(10) C(32) C(24) -23.3(4)
O(5) C(10) C(32) H(36) 94.4
C(25) C(10) C(32) O(7) 32.4(3)
C(25) C(10) C(32) C(24) 158.8(3)
C(25) C(10) C(32) H(36) -83.5
C(9) C(12) C(13) C(29) -111.8(3)
C(9) C(12) C(13) C(31) 73.5(4)
C(21) C(12) C(13) C(29) 17.4(4)
C(21) C(12) C(13) C(31) -157.3(3)
H(6) C(12) C(13) C(29) 131.9
H(6) C(12) C(13) C(31) -42.8
C(9) C(12) C(21) H(3) -166.9
C(9) C(12) C(21) H(4) -46.9
C(9) C(12) C(21) H(5) 73.0
C(13) C(12) C(21) H(3) 60.6
C(13) C(12) C(21) H(4) -179.4
C(13) C(12) C(21) H(5) -59.5
H(6) C(12) C(21) H(3) -53.8
H(6) C(12) C(21) H(4) 66.2
H(6) C(12) C(21) H(5) -173.9
C(12) C(13) C(29) C(1) -168.9(5)
C(12) C(13) C(29) C(2) 164.8(6)
C(12) C(13) C(29) H(1) 8.1
C(31) C(13) C(29) C(1) 5.8(6)
C(31) C(13) C(29) C(2) -20.6(7)
C(31) C(13) C(29) H(1) -177.3
C(12) C(13) C(31) C(15) -20.3(4)
C(12) C(13) C(31) C(28) 155.6(3)
C(29) C(13) C(31) C(15) 164.8(3)
C(29) C(13) C(31) C(28) -19.3(4)
C(31) C(15) C(16) O(2) -160.8(3)
C(31) C(15) C(16) C(20) -43.7(4)
C(31) C(15) C(16) H(14) 80.0
H(10) C(15) C(16) O(2) 19.1
H(10) C(15) C(16) C(20) 136.1
H(10) C(15) C(16) H(14) -100.1
C(16) C(15) C(31) C(13) -3.8(5)
C(16) C(15) C(31) C(28) -179.3(3)
H(10) C(15) C(31) C(13) 176.4
H(10) C(15) C(31) C(28) 0.8
O(2) C(16) C(20) C(9) -160.1(2)
O(2) C(16) C(20) C(23) 76.0(3)
O(2) C(16) C(20) C(25) -43.4(3)
C(15) C(16) C(20) C(9) 81.8(3)
C(15) C(16) C(20) C(23) -42.2(3)
C(15) C(16) C(20) C(25) -161.5(2)
H(14) C(16) C(20) C(9) -41.9
H(14) C(16) C(20) C(23) -165.8
H(14) C(16) C(20) C(25) 74.8
C(26) C(17) C(19) O(1) 21.8(3)
C(26) C(17) C(19) O(6) -159.0(3)
C(30) C(17) C(19) O(1) 146.1(2)
C(30) C(17) C(19) O(6) -34.7(4)
C(34) C(17) C(19) O(1) -95.2(3)
C(34) C(17) C(19) O(6) 84.0(4)
C(19) C(17) C(26) O(8) -148.4(2)
C(19) C(17) C(26) C(25) 86.4(3)
C(19) C(17) C(26) C(27) -31.7(3)
C(30) C(17) C(26) O(8) 93.1(3)
C(30) C(17) C(26) C(25) -32.1(3)
C(30) C(17) C(26) C(27) -150.2(2)
C(34) C(17) C(26) O(8) -34.3(3)
C(34) C(17) C(26) C(25) -159.6(2)
C(34) C(17) C(26) C(27) 82.4(3)
C(19) C(17) C(30) C(9) -70.9(3)
C(19) C(17) C(30) H(21) 168.9
C(19) C(17) C(30) H(20) 49.3
C(26) C(17) C(30) C(9) 42.9(3)
C(26) C(17) C(30) H(21) -77.3
C(26) C(17) C(30) H(20) 163.1
C(34) C(17) C(30) C(9) 171.4(2)
C(34) C(17) C(30) H(21) 51.3
C(34) C(17) C(30) H(20) -68.4
C(19) C(17) C(34) H(11) 59.5
C(19) C(17) C(34) H(12) -60.4
C(19) C(17) C(34) H(13) 179.5
C(26) C(17) C(34) H(11) -50.1
C(26) C(17) C(34) H(12) -170.1
C(26) C(17) C(34) H(13) 69.8
C(30) C(17) C(34) H(11) 178.2
C(30) C(17) C(34) H(12) 58.3
C(30) C(17) C(34) H(13) -61.8
C(9) C(20) C(23) H(7) -174.1
C(9) C(20) C(23) H(8) 66.1
C(9) C(20) C(23) H(9) -54.0
C(16) C(20) C(23) H(7) -53.3
C(16) C(20) C(23) H(8) -173.1
C(16) C(20) C(23) H(9) 66.7
C(25) C(20) C(23) H(7) 68.4
C(25) C(20) C(23) H(8) -51.3
C(25) C(20) C(23) H(9) -171.5
C(9) C(20) C(25) C(10) 68.5(3)
C(9) C(20) C(25) C(26) -59.6(3)
C(9) C(20) C(25) H(18) -174.5
C(16) C(20) C(25) C(10) -49.5(3)
C(16) C(20) C(25) C(26) -177.5(2)
C(16) C(20) C(25) H(18) 67.6
C(23) C(20) C(25) C(10) -169.5(2)
C(23) C(20) C(25) C(26) 62.5(3)
C(23) C(20) C(25) H(18) -52.5
H(15) C(24) C(32) O(7) 67.0
H(15) C(24) C(32) C(10) -59.4
H(15) C(24) C(32) H(36) -176.9
H(16) C(24) C(32) O(7) -53.2
H(16) C(24) C(32) C(10) -179.7
H(16) C(24) C(32) H(36) 62.9
H(17) C(24) C(32) O(7) -172.8
H(17) C(24) C(32) C(10) 60.7
H(17) C(24) C(32) H(36) -56.7
C(10) C(25) C(26) O(8) 143.6(2)
C(10) C(25) C(26) C(17) -90.3(3)
C(10) C(25) C(26) C(27) 23.1(3)
C(20) C(25) C(26) O(8) -85.5(3)
C(20) C(25) C(26) C(17) 40.5(3)
C(20) C(25) C(26) C(27) 154.0(2)
H(18) C(25) C(26) O(8) 29.4
H(18) C(25) C(26) C(17) 155.5
H(18) C(25) C(26) C(27) -91.1
O(8) C(26) C(27) O(1) 150.3(2)
O(8) C(26) C(27) O(7) -88.1(3)
O(8) C(26) C(27) H(19) 34.5
C(17) C(26) C(27) O(1) 32.2(3)
C(17) C(26) C(27) O(7) 153.8(2)
C(17) C(26) C(27) H(19) -83.5
C(25) C(26) C(27) O(1) -88.9(3)
C(25) C(26) C(27) O(7) 32.7(3)
C(25) C(26) C(27) H(19) 155.3
O(11) C(28) C(31) C(13) 41.2(4)
O(11) C(28) C(31) C(15) -142.9(3)
C(33) C(28) C(31) C(13) 156.0(3)
C(33) C(28) C(31) C(15) -28.1(4)
C(35) C(28) C(31) C(13) -77.6(3)
C(35) C(28) C(31) C(15) 98.4(3)
O(11) C(28) C(33) H(27) 72.4
O(11) C(28) C(33) H(25) -167.6
O(11) C(28) C(33) H(26) -47.6
C(31) C(28) C(33) H(27) -46.7
C(31) C(28) C(33) H(25) 73.3
C(31) C(28) C(33) H(26) -166.7
C(35) C(28) C(33) H(27) -172.7
C(35) C(28) C(33) H(25) -52.7
C(35) C(28) C(33) H(26) 67.4
O(11) C(28) C(35) H(22) 169.8
O(11) C(28) C(35) H(23) -70.0
O(11) C(28) C(35) H(24) 50.0
C(31) C(28) C(35) H(22) -70.0
C(31) C(28) C(35) H(23) 50.3
C(31) C(28) C(35) H(24) 170.2
C(33) C(28) C(35) H(22) 57.8
C(33) C(28) C(35) H(23) 178.0
C(33) C(28) C(35) H(24) -62.0
