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#$Date: 2020-04-23 23:27:30 +0300 (Thu, 23 Apr 2020) $
#$Revision: 251105 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/78/1557890.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_1557890
loop_
_publ_author_name
'Zhou, Jia'
'Gao, Ying'
'Chang, Jin-Ling'
'Yu, Heng-Yi'
'Chen, Juan'
'Zhou, Ming'
'Meng, Xiang-Gao'
'Ruan, Han-Li'
_publ_section_title
;
 Resorcylic Acid Lactones from an Ilyonectria sp.
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.9b01167
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C20 H23 Cl O6'
_chemical_formula_sum            'C20 H23 Cl O6'
_chemical_formula_weight         394.83
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-10-14
_audit_creation_method
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_cell_angle_alpha                90
_cell_angle_beta                 131.699(3)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   36.0878(7)
_cell_length_b                   10.82580(10)
_cell_length_c                   26.8601(9)
_cell_measurement_reflns_used    19738
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      4.393
_cell_measurement_theta_min      73.380
_cell_volume                     7835.1(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            44030
_diffrn_reflns_point_group_measured_fraction_full 0.886
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.929
_diffrn_reflns_theta_min         3.280
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.017
_exptl_absorpt_correction_T_max  0.906
_exptl_absorpt_correction_T_min  0.752
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       block
_exptl_crystal_F_000             3328
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
; 
 Flack x determined using 3903 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.015(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1018
_refine_ls_number_reflns         13690
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0482
_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)+(0.0856P)²+2.3362P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1380
_refine_ls_wR_factor_ref         0.1452
_reflns_Friedel_coverage         0.651
_reflns_Friedel_fraction_full    0.758
_reflns_Friedel_fraction_max     0.718
_reflns_number_gt                11563
_reflns_number_total             13690
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np9b01167_si_004.cif
_cod_data_source_block           t
_cod_original_cell_volume        7835.1(4)
_cod_database_code               1557890
_shelx_shelxl_version_number     2014/7
_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_max   0.906
_shelx_estimated_absorpt_t_min   0.752
_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 C(H,H,H) groups, All O(H) groups 
2. Restrained distances 
 C2C-C1C 
 1.51 with sigma of 0.01 
 C4C-C3C = C4C-C3D = C3D-C2D = C3C-C2C = C2D-C1D = C2C-C1C 
 1.51 with sigma of 0.01 
 O2C-C2D = O2C-C2C 
 1.42 with sigma of 0.01 
 C1C-C2C \\sim C1D-C2D 
 with sigma of 0.02 
 C2C-C3C \\sim C2D-C3D 
 with sigma of 0.02 
 C2C-O2C \\sim C2D-O2C 
 with sigma of 0.02 
 C3C-C4C \\sim C3D-C4C 
 with sigma of 0.02 
 C1C-C3C \\sim C1D-C3D 
 with sigma of 0.04 
 C1C-O2C \\sim C1D-O2C 
 with sigma of 0.04 
 C2C-C4C \\sim C2D-C4C 
 with sigma of 0.04 
 C3C-O2C \\sim C3D-O2C 
 with sigma of 0.04 
3. Uiso/Uaniso restraints and constraints 
Uanis(O1C) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim 
Ueq, Uanis(C8) \\sim Ueq, Uanis(C9) \\sim Ueq: with sigma of 0.01 and sigma for 
terminal atoms of 0.02 
4. Others 
 Sof(H4CA)=Sof(C1D)=Sof(H1DA)=Sof(H1DB)=Sof(H1DC)=Sof(C2D)=Sof(H2D)=Sof(C3D)= 
 Sof(H3DA)=Sof(H3DB)=1-FVAR(1) 
 Sof(H4C)=Sof(C1C)=Sof(H1CA)=Sof(H1CB)=Sof(H1CC)=Sof(C2C)=Sof(H2C)=Sof(C3C)= 
 Sof(H3CA)=Sof(H3CB)=FVAR(1) 
5.a Ternary CH refined with riding coordinates: 
 C2(H2), C10(H10), C2A(H2A), C10A(H10A), C2B(H2B), C10B(H10B), C10C(H10C), 
 C2C(H2C), C2D(H2D) 
5.b Secondary CH2 refined with riding coordinates: 
 C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B), C11(H11C,H11D), C13(H13C,H13D), 
 C3A(H3AA,H3AB), C6A(H6AA,H6AB), C7A(H7AA,H7AB), C11A(H11E,H11F), C13A(H13E, 
 H13F), C3B(H3BA,H3BB), C6B(H6BA,H6BB), C7B(H7BA,H7BB), C11B(H11G,H11H), 
 C13B(H13G,H13H), C6C(H6CA,H6CB), C7C(H7CA,H7CB), C11C(H11A,H11B), C13C(H13A, 
 H13B), C3C(H3CA,H3CB), C3D(H3DA,H3DB) 
5.c Aromatic/amide H refined with riding coordinates: 
 C4(H4), C5(H5), C8(H8), C9(H9), C17(H17), C4A(H4A), C5A(H5AA), C8A(H8A), 
 C9A(H9A), C17A(H17A), C4B(H4B), C5B(H5B), C8B(H8B), C9B(H9B), C17B(H17B), 
 C4C(H4C), C4C(H4CA), C5C(H5C), C8C(H8C), C9C(H9C), C17C(H17C) 
5.d Idealised Me refined as rotating group: 
 C1(H1A,H1B,H1C), C1A(H1AA,H1AB,H1AC), C1B(H1BA,H1BB,H1BC), C1C(H1CA,H1CB, 
 H1CC), C1D(H1DA,H1DB,H1DC) 
5.e Idealised tetrahedral OH refined as rotating group: 
 O3(H3), O5(H5A), O6(H6), O3A(H3AC), O5A(H5AB), O6A(H6AC), O3B(H3BC), 
 O5B(H5BA), O6B(H6BC), O3C(H3C), O5C(H5CA), O6C(H6C) 
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, 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
C1 C 0.4693(3) 0.3043(5) 0.6903(3) 0.0884(17) Uani 1 1 d . . . . .
H1A H 0.4583 0.2446 0.7045 0.133 Uiso 1 1 calc GR . . . .
H1B H 0.4886 0.2639 0.6824 0.133 Uiso 1 1 calc GR . . . .
H1C H 0.4410 0.3430 0.6499 0.133 Uiso 1 1 calc GR . . . .
C2 C 0.5002(2) 0.4000(5) 0.7432(3) 0.0750(13) Uani 1 1 d . . . . .
H2 H 0.5272 0.3595 0.7855 0.090 Uiso 1 1 calc R . . . .
C3 C 0.4717(2) 0.4809(6) 0.7528(3) 0.0832(15) Uani 1 1 d . . . . .
H3A H 0.4588 0.4305 0.7681 0.100 Uiso 1 1 calc R . . . .
H3B H 0.4943 0.5408 0.7874 0.100 Uiso 1 1 calc R . . . .
C4 C 0.4299(2) 0.5477(6) 0.6915(4) 0.0908(18) Uani 1 1 d . . . . .
H4 H 0.4384 0.6104 0.6770 0.109 Uiso 1 1 calc R . . . .
C5 C 0.3818(3) 0.5280(9) 0.6551(4) 0.119(3) Uani 1 1 d . U . . .
H5 H 0.3726 0.4626 0.6673 0.143 Uiso 1 1 calc R . . . .
C6 C 0.3417(3) 0.6022(11) 0.5965(4) 0.137(3) Uani 1 1 d . U . . .
H6A H 0.3555 0.6778 0.5953 0.164 Uiso 1 1 calc R . . . .
H6B H 0.3177 0.6245 0.6004 0.164 Uiso 1 1 calc R . . . .
C7 C 0.3154(3) 0.5305(10) 0.5312(4) 0.130(3) Uani 1 1 d . U . . .
H7A H 0.3142 0.4434 0.5387 0.156 Uiso 1 1 calc R . . . .
H7B H 0.2816 0.5599 0.4977 0.156 Uiso 1 1 calc R . . . .
C8 C 0.3422(2) 0.5467(9) 0.5064(4) 0.109(2) Uani 1 1 d . U . . .
H8 H 0.3425 0.6261 0.4935 0.131 Uiso 1 1 calc R . . . .
C9 C 0.36426(18) 0.4654(7) 0.5012(3) 0.0809(15) Uani 1 1 d . U . . .
H9 H 0.3655 0.3869 0.5164 0.097 Uiso 1 1 calc R . . . .
C10 C 0.38860(15) 0.4797(5) 0.4737(2) 0.0595(10) Uani 1 1 d . . . . .
H10 H 0.3844 0.5648 0.4583 0.071 Uiso 1 1 calc R . . . .
C11 C 0.44319(14) 0.4480(5) 0.52308(19) 0.0591(10) Uani 1 1 d . . . . .
H11C H 0.4474 0.3700 0.5441 0.071 Uiso 1 1 calc R . . . .
H11D H 0.4542 0.4362 0.4988 0.071 Uiso 1 1 calc R . . . .
C12 C 0.47634(14) 0.5426(4) 0.57696(18) 0.0508(9) Uani 1 1 d . . . . .
C13 C 0.53051(14) 0.5058(4) 0.62832(18) 0.0541(9) Uani 1 1 d . . . . .
H13C H 0.5335 0.4345 0.6526 0.065 Uiso 1 1 calc R . . . .
H13D H 0.5415 0.4811 0.6053 0.065 Uiso 1 1 calc R . . . .
C14 C 0.56453(14) 0.6059(4) 0.67767(19) 0.0537(9) Uani 1 1 d . . . . .
C15 C 0.58061(15) 0.6957(4) 0.65929(19) 0.0557(10) Uani 1 1 d . . . . .
C16 C 0.61396(15) 0.7887(4) 0.7026(2) 0.0575(10) Uani 1 1 d . . . . .
C17 C 0.63273(16) 0.7904(5) 0.7671(2) 0.0639(11) Uani 1 1 d . . . . .
H17 H 0.6552 0.8513 0.7966 0.077 Uiso 1 1 calc R . . . .
C18 C 0.61792(16) 0.7009(5) 0.7876(2) 0.0640(11) Uani 1 1 d . . . . .
C19 C 0.58264(15) 0.6107(5) 0.74348(19) 0.0578(10) Uani 1 1 d . . . . .
C20 C 0.56501(18) 0.5301(5) 0.7683(2) 0.0652(11) Uani 1 1 d . . . . .
Cl1 Cl 0.55872(4) 0.69943(13) 0.57878(5) 0.0709(3) Uani 1 1 d . . . . .
O1 O 0.58724(17) 0.5189(5) 0.82747(16) 0.1007(14) Uani 1 1 d . . . . .
O2 O 0.52108(12) 0.4765(3) 0.72160(14) 0.0662(8) Uani 1 1 d . . . . .
O3 O 0.36594(11) 0.3965(4) 0.41826(15) 0.0789(11) Uani 1 1 d . . . . .
H3 H 0.3357 0.3986 0.3945 0.118 Uiso 1 1 calc GR . . . .
O4 O 0.46130(12) 0.6412(3) 0.57790(17) 0.0714(9) Uani 1 1 d . . . . .
O5 O 0.62921(12) 0.8790(3) 0.68542(17) 0.0711(9) Uani 1 1 d . . . . .
H5A H 0.6239 0.8585 0.6518 0.107 Uiso 1 1 calc GR . . . .
O6 O 0.63953(14) 0.7061(5) 0.85228(15) 0.0846(11) Uani 1 1 d . . . . .
H6 H 0.6243 0.6616 0.8581 0.127 Uiso 1 1 calc GR . . . .
C1A C 0.2919(3) 0.6610(7) 0.3012(4) 0.109(2) Uani 1 1 d . . . . .
H1AA H 0.3254 0.6778 0.3210 0.163 Uiso 1 1 calc GR . . . .
H1AB H 0.2915 0.6369 0.3353 0.163 Uiso 1 1 calc GR . . . .
H1AC H 0.2720 0.7339 0.2792 0.163 Uiso 1 1 calc GR . . . .
C2A C 0.27106(18) 0.5587(6) 0.2515(3) 0.0726(13) Uani 1 1 d . . . . .
H2A H 0.2933 0.4872 0.2725 0.087 Uiso 1 1 calc R . . . .
C3A C 0.2615(2) 0.5941(6) 0.1902(3) 0.0813(15) Uani 1 1 d . . . . .
H3AA H 0.2914 0.6306 0.2034 0.098 Uiso 1 1 calc R . . . .
H3AB H 0.2358 0.6570 0.1668 0.098 Uiso 1 1 calc R . . . .
C4A C 0.24577(18) 0.4901(6) 0.1432(3) 0.0755(14) Uani 1 1 d . . . . .
H4A H 0.2242 0.4320 0.1374 0.091 Uiso 1 1 calc R . . . .
C5A C 0.25971(18) 0.4737(6) 0.1097(3) 0.0800(15) Uani 1 1 d . . . . .
H5AA H 0.2845 0.5258 0.1200 0.096 Uiso 1 1 calc R . . . .
C6A C 0.2401(2) 0.3806(7) 0.0567(3) 0.0907(19) Uani 1 1 d . . . . .
H6AA H 0.2272 0.3108 0.0636 0.109 Uiso 1 1 calc R . . . .
H6AB H 0.2671 0.3509 0.0601 0.109 Uiso 1 1 calc R . . . .
C7A C 0.19932(18) 0.4323(9) -0.0130(3) 0.096(2) Uani 1 1 d . . . . .
H7AA H 0.2101 0.5106 -0.0172 0.116 Uiso 1 1 calc R . . . .
H7AB H 0.1935 0.3758 -0.0456 0.116 Uiso 1 1 calc R . . . .
C8A C 0.15201(16) 0.4509(6) -0.0274(2) 0.0715(13) Uani 1 1 d . . . . .
H8A H 0.1317 0.3818 -0.0425 0.086 Uiso 1 1 calc R . . . .
C9A C 0.13572(16) 0.5508(5) -0.0215(2) 0.0640(11) Uani 1 1 d . . . . .
H9A H 0.1559 0.6202 -0.0054 0.077 Uiso 1 1 calc R . . . .
C10A C 0.08761(15) 0.5649(4) -0.03800(18) 0.0546(9) Uani 1 1 d . . . . .
H10A H 0.0702 0.4855 -0.0537 0.066 Uiso 1 1 calc R . . . .
C11A C 0.09306(17) 0.6095(4) 0.02072(19) 0.0575(10) Uani 1 1 d . . . . .
H11E H 0.1165 0.6774 0.0424 0.069 Uiso 1 1 calc R . . . .
H11F H 0.0613 0.6412 0.0035 0.069 Uiso 1 1 calc R . . . .
C12A C 0.11028(14) 0.5116(4) 0.07244(18) 0.0494(8) Uani 1 1 d . . . . .
C13A C 0.12000(15) 0.5571(4) 0.13352(18) 0.0522(9) Uani 1 1 d . . . . .
H13E H 0.0928 0.6103 0.1192 0.063 Uiso 1 1 calc R . . . .
H13F H 0.1500 0.6066 0.1602 0.063 Uiso 1 1 calc R . . . .
C14A C 0.12568(13) 0.4549(4) 0.17693(17) 0.0498(8) Uani 1 1 d . . . . .
C15A C 0.08251(14) 0.3954(4) 0.15355(18) 0.0548(10) Uani 1 1 d . . . . .
C16A C 0.08233(16) 0.3038(5) 0.1896(2) 0.0601(11) Uani 1 1 d . . . . .
C17A C 0.12613(17) 0.2738(5) 0.2523(2) 0.0625(11) Uani 1 1 d . . . . .
H17A H 0.1263 0.2144 0.2775 0.075 Uiso 1 1 calc R . . . .
C18A C 0.16929(15) 0.3313(5) 0.2774(2) 0.0628(11) Uani 1 1 d . . . . .
C19A C 0.17081(13) 0.4194(4) 0.23960(17) 0.0515(9) Uani 1 1 d . . . . .
C20A C 0.22033(14) 0.4617(5) 0.26766(19) 0.0565(10) Uani 1 1 d . . . . .
Cl1A Cl 0.02583(4) 0.43632(18) 0.07678(5) 0.0834(4) Uani 1 1 d . . . . .
O1A O 0.25838(11) 0.4322(5) 0.32402(15) 0.0852(11) Uani 1 1 d . . . . .
O2A O 0.22161(11) 0.5238(3) 0.22710(15) 0.0637(8) Uani 1 1 d . . . . .
O3A O 0.05713(12) 0.6563(4) -0.08991(15) 0.0713(9) Uani 1 1 d . . . . .
H3AC H 0.0628 0.6552 -0.1148 0.107 Uiso 1 1 calc GR . . . .
O4A O 0.11469(13) 0.4049(3) 0.06483(15) 0.0632(7) Uani 1 1 d . . . . .
O5A O 0.04136(13) 0.2419(4) 0.16676(18) 0.0836(11) Uani 1 1 d . . . . .
H5AB H 0.0181 0.2624 0.1281 0.125 Uiso 1 1 calc GR . . . .
O6A O 0.21020(13) 0.2971(5) 0.33999(17) 0.0953(14) Uani 1 1 d . . . . .
H6AC H 0.2347 0.3315 0.3502 0.143 Uiso 1 1 calc GR . . . .
C1B C 0.4766(2) -0.1809(7) 0.2147(3) 0.0926(18) Uani 1 1 d . . . . .
H1BA H 0.4908 -0.2226 0.1991 0.139 Uiso 1 1 calc GR . . . .
H1BB H 0.4437 -0.1536 0.1772 0.139 Uiso 1 1 calc GR . . . .
H1BC H 0.4753 -0.2366 0.2413 0.139 Uiso 1 1 calc GR . . . .
C2B C 0.50823(16) -0.0712(5) 0.2562(2) 0.0637(11) Uani 1 1 d . . . . .
H2B H 0.5099 -0.0137 0.2295 0.076 Uiso 1 1 calc R . . . .
C3B C 0.55982(19) -0.1069(5) 0.3185(3) 0.0718(13) Uani 1 1 d . . . . .
H3BA H 0.5574 -0.1575 0.3460 0.086 Uiso 1 1 calc R . . . .
H3BB H 0.5748 -0.1570 0.3059 0.086 Uiso 1 1 calc R . . . .
C4B C 0.59346(17) 0.0007(5) 0.3592(2) 0.0672(11) Uani 1 1 d . . . . .
H4B H 0.5805 0.0639 0.3671 0.081 Uiso 1 1 calc R . . . .
C5B C 0.63884(19) 0.0141(7) 0.3845(3) 0.0849(17) Uani 1 1 d . . . . .
H5B H 0.6517 -0.0450 0.3744 0.102 Uiso 1 1 calc R . . . .
C6B C 0.6720(2) 0.1199(8) 0.4294(3) 0.100(2) Uani 1 1 d . . . . .
H6BA H 0.6518 0.1921 0.4182 0.120 Uiso 1 1 calc R . . . .
H6BB H 0.6942 0.1400 0.4221 0.120 Uiso 1 1 calc R . . . .
C7B C 0.7027(2) 0.0872(9) 0.5034(3) 0.108(3) Uani 1 1 d . . . . .
H7BA H 0.7181 0.0072 0.5125 0.129 Uiso 1 1 calc R . . . .
H7BB H 0.7288 0.1479 0.5310 0.129 Uiso 1 1 calc R . . . .
C8B C 0.67148(18) 0.0841(7) 0.5209(2) 0.0822(16) Uani 1 1 d . . . . .
H8B H 0.6676 0.1578 0.5348 0.099 Uiso 1 1 calc R . . . .
C9B C 0.64870(15) -0.0145(5) 0.5187(2) 0.0661(12) Uani 1 1 d . . . . .
H9B H 0.6526 -0.0888 0.5052 0.079 Uiso 1 1 calc R . . . .
C10B C 0.61737(14) -0.0151(5) 0.53619(19) 0.0566(10) Uani 1 1 d . . . . .
H10B H 0.6175 0.0682 0.5506 0.068 Uiso 1 1 calc R . . . .
C11B C 0.56439(14) -0.0535(5) 0.48087(19) 0.0584(9) Uani 1 1 d . . . . .
H11G H 0.5508 -0.0795 0.5004 0.070 Uiso 1 1 calc R . . . .
H11H H 0.5641 -0.1248 0.4587 0.070 Uiso 1 1 calc R . . . .
C12B C 0.53064(13) 0.0437(4) 0.42894(17) 0.0465(8) Uani 1 1 d . . . . .
C13B C 0.47703(13) 0.0038(4) 0.37407(18) 0.0488(8) Uani 1 1 d . . . . .
H13G H 0.4762 -0.0619 0.3488 0.059 Uiso 1 1 calc R . . . .
H13H H 0.4653 -0.0306 0.3948 0.059 Uiso 1 1 calc R . . . .
C14B C 0.44123(12) 0.1030(4) 0.32594(17) 0.0465(8) Uani 1 1 d . . . . .
C15B C 0.42133(13) 0.1797(4) 0.34447(18) 0.0499(9) Uani 1 1 d . . . . .
C16B C 0.38415(14) 0.2666(5) 0.3013(2) 0.0585(10) Uani 1 1 d . . . . .
C17B C 0.36557(16) 0.2757(6) 0.2373(2) 0.0700(13) Uani 1 1 d . . . . .
H17B H 0.3398 0.3303 0.2075 0.084 Uiso 1 1 calc R . . . .
C18B C 0.38515(15) 0.2039(5) 0.21716(19) 0.0647(12) Uani 1 1 d . . . . .
C19B C 0.42426(14) 0.1183(4) 0.26092(18) 0.0510(9) Uani 1 1 d . . . . .
C20B C 0.44682(15) 0.0611(5) 0.23740(19) 0.0558(10) Uani 1 1 d . . . . .
Cl1B Cl 0.44230(4) 0.17415(13) 0.42411(5) 0.0709(3) Uani 1 1 d . . . . .
O1B O 0.43110(13) 0.0779(4) 0.18092(15) 0.0826(11) Uani 1 1 d . . . . .
O2B O 0.48630(10) -0.0092(3) 0.28032(13) 0.0581(7) Uani 1 1 d . . . . .
O3B O 0.63806(11) -0.0988(4) 0.59074(15) 0.0785(11) Uani 1 1 d . . . . .
H3BC H 0.6683 -0.1016 0.6144 0.118 Uiso 1 1 calc GR . . . .
O4B O 0.54466(11) 0.1459(3) 0.43131(15) 0.0639(8) Uani 1 1 d . . . . .
O5B O 0.36450(13) 0.3408(4) 0.31813(17) 0.0828(11) Uani 1 1 d . . . . .
H5BA H 0.3739 0.3192 0.3542 0.124 Uiso 1 1 calc GR . . . .
O6B O 0.36453(14) 0.2199(5) 0.15341(16) 0.0945(14) Uani 1 1 d . . . . .
H6BC H 0.3819 0.1866 0.1478 0.142 Uiso 1 1 calc GR . . . .
C4C C 0.2346(2) 0.9651(8) 0.1534(3) 0.111(2) Uani 1 1 d D . . . .
H4C H 0.2042 0.9318 0.1358 0.133 Uiso 0.536(10) 1 calc R . P A 1
H4CA H 0.2233 0.8939 0.1590 0.133 Uiso 0.464(10) 1 calc R . P A 2
C5C C 0.2423(2) 0.9687(8) 0.1125(3) 0.100(2) Uani 1 1 d . . . . .
H5C H 0.2667 1.0221 0.1227 0.120 Uiso 1 1 calc R . . . .
C6C C 0.2151(3) 0.8943(9) 0.0512(3) 0.114(3) Uani 1 1 d . . . . .
H6CA H 0.1997 0.8248 0.0543 0.137 Uiso 1 1 calc R . . . .
H6CB H 0.2385 0.8616 0.0481 0.137 Uiso 1 1 calc R . . . .
C7C C 0.1753(3) 0.9665(10) -0.0117(4) 0.132(3) Uani 1 1 d . . . . .
H7CA H 0.1896 1.0436 -0.0105 0.159 Uiso 1 1 calc R . . . .
H7CB H 0.1653 0.9197 -0.0498 0.159 Uiso 1 1 calc R . . . .
C8C C 0.1309(2) 0.9948(8) -0.0220(3) 0.0941(19) Uani 1 1 d . . . . .
H8C H 0.1061 0.9349 -0.0445 0.113 Uiso 1 1 calc R . . . .
C9C C 0.1215(2) 1.0922(6) -0.0040(3) 0.0797(15) Uani 1 1 d . . . . .
H9C H 0.1456 1.1536 0.0178 0.096 Uiso 1 1 calc R . . . .
C10C C 0.07581(18) 1.1158(5) -0.0148(3) 0.0727(13) Uani 1 1 d . . . . .
H10C H 0.0519 1.0503 -0.0439 0.087 Uiso 1 1 calc R . . . .
C11C C 0.0829(2) 1.1175(5) 0.0459(3) 0.0806(15) Uani 1 1 d . . . . .
H11A H 0.0526 1.1492 0.0336 0.097 Uiso 1 1 calc R . . . .
H11B H 0.1090 1.1767 0.0764 0.097 Uiso 1 1 calc R . . . .
C12C C 0.09573(16) 0.9997(5) 0.0838(2) 0.0615(10) Uani 1 1 d . . . . .
C13C C 0.1012(2) 1.0167(5) 0.1443(3) 0.0685(12) Uani 1 1 d . . . . .
H13A H 0.1266 1.0785 0.1729 0.082 Uiso 1 1 calc R . . . .
H13B H 0.0702 1.0490 0.1296 0.082 Uiso 1 1 calc R . . . .
C14C C 0.11448(16) 0.9023(4) 0.1854(2) 0.0569(9) Uani 1 1 d . . . . .
C15C C 0.07573(16) 0.8263(4) 0.1657(2) 0.0563(10) Uani 1 1 d . . . . .
C16C C 0.08213(16) 0.7268(5) 0.2037(2) 0.0573(10) Uani 1 1 d . . . . .
C17C C 0.12911(17) 0.7024(5) 0.2630(2) 0.0664(12) Uani 1 1 d . . . . .
H17C H 0.1339 0.6384 0.2899 0.080 Uiso 1 1 calc R . . . .
C18C C 0.16884(17) 0.7703(6) 0.2832(2) 0.0705(13) Uani 1 1 d . . . . .
C19C C 0.16306(15) 0.8717(5) 0.2448(2) 0.0643(12) Uani 1 1 d . . . . .
C20C C 0.20851(18) 0.9341(6) 0.2683(2) 0.0758(14) Uani 1 1 d . . . . .
Cl1C Cl 0.01552(4) 0.85215(14) 0.09075(6) 0.0787(3) Uani 1 1 d . . . . .
O1C O 0.24928(14) 0.9149(6) 0.32298(19) 0.1109(17) Uani 1 1 d . U . . .
O2C O 0.20330(15) 1.0101(4) 0.2248(2) 0.0905(12) Uani 1 1 d D . . . .
O3C O 0.05364(14) 1.2330(4) -0.04939(19) 0.0859(11) Uani 1 1 d . . . . .
H3C H 0.0716 1.2900 -0.0244 0.129 Uiso 1 1 calc GR . . . .
O4C O 0.10006(16) 0.9016(3) 0.06765(18) 0.0809(10) Uani 1 1 d . . . . .
O5C O 0.04502(12) 0.6536(4) 0.18694(16) 0.0729(9) Uani 1 1 d . . . . .
H5CA H 0.0188 0.6757 0.1509 0.109 Uiso 1 1 calc GR . . . .
O6C O 0.21344(13) 0.7365(6) 0.34142(18) 0.1117(18) Uani 1 1 d . . . . .
H6C H 0.2355 0.7627 0.3429 0.168 Uiso 1 1 calc GR . . . .
C1C C 0.2182(4) 1.2030(9) 0.1905(6) 0.084(3) Uani 0.536(10) 1 d D . P A 1
H1CA H 0.2443 1.2580 0.2039 0.126 Uiso 0.536(10) 1 calc GR . P A 1
H1CB H 0.1962 1.2449 0.1934 0.126 Uiso 0.536(10) 1 calc GR . P A 1
H1CC H 0.2000 1.1768 0.1454 0.126 Uiso 0.536(10) 1 calc GR . P A 1
C2C C 0.2401(4) 1.0924(9) 0.2356(6) 0.076(4) Uani 0.536(10) 1 d D . P A 1
H2C H 0.2625 1.1211 0.2819 0.091 Uiso 0.536(10) 1 calc R . P A 1
C3C C 0.2685(3) 1.0081(9) 0.2270(4) 0.075(3) Uani 0.536(10) 1 d D . P A 1
H3CA H 0.2802 0.9368 0.2560 0.090 Uiso 0.536(10) 1 calc R . P A 1
H3CB H 0.2972 1.0511 0.2394 0.090 Uiso 0.536(10) 1 calc R . P A 1
C1D C 0.2752(6) 1.1506(14) 0.3038(7) 0.102(5) Uani 0.464(10) 1 d D . P A 2
H1DA H 0.2517 1.2169 0.2854 0.153 Uiso 0.464(10) 1 calc GR . P A 2
H1DB H 0.3052 1.1805 0.3154 0.153 Uiso 0.464(10) 1 calc GR . P A 2
H1DC H 0.2826 1.1192 0.3430 0.153 Uiso 0.464(10) 1 calc GR . P A 2
C2D C 0.2536(4) 1.0488(14) 0.2530(5) 0.068(4) Uani 0.464(10) 1 d D . P A 2
H2D H 0.2758 0.9772 0.2740 0.081 Uiso 0.464(10) 1 calc R . P A 2
C3D C 0.2450(4) 1.0845(10) 0.1918(5) 0.086(4) Uani 0.464(10) 1 d D . P A 2
H3DA H 0.2740 1.1257 0.2044 0.103 Uiso 0.464(10) 1 calc R . P A 2
H3DB H 0.2169 1.1403 0.1642 0.103 Uiso 0.464(10) 1 calc R . P A 2
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'
Cl Cl 0.3639 0.7018 '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
C1 C2 C3 114.0(5) . . ?
O2 C2 C1 105.6(4) . . ?
O2 C2 C3 109.1(4) . . ?
C4 C3 C2 113.6(4) . . ?
C5 C4 C3 127.3(7) . . ?
C4 C5 C6 125.0(9) . . ?
C5 C6 C7 111.4(8) . . ?
C8 C7 C6 110.7(7) . . ?
C9 C8 C7 127.5(9) . . ?
C8 C9 C10 127.7(7) . . ?
C9 C10 C11 113.4(4) . . ?
O3 C10 C9 109.4(4) . . ?
O3 C10 C11 106.1(3) . . ?
C12 C11 C10 115.3(4) . . ?
C11 C12 C13 114.5(4) . . ?
O4 C12 C11 122.8(4) . . ?
O4 C12 C13 122.7(4) . . ?
C14 C13 C12 114.5(4) . . ?
C15 C14 C13 118.8(4) . . ?
C15 C14 C19 117.7(4) . . ?
C19 C14 C13 123.5(4) . . ?
C14 C15 C16 122.9(4) . . ?
C14 C15 Cl1 120.6(3) . . ?
C16 C15 Cl1 116.4(3) . . ?
C17 C16 C15 119.2(4) . . ?
O5 C16 C15 124.1(4) . . ?
O5 C16 C17 116.7(4) . . ?
C16 C17 C18 119.5(4) . . ?
C17 C18 C19 121.7(4) . . ?
O6 C18 C17 115.9(4) . . ?
O6 C18 C19 122.4(5) . . ?
C14 C19 C20 124.1(4) . . ?
C18 C19 C14 118.9(4) . . ?
C18 C19 C20 116.9(4) . . ?
O1 C20 C19 122.7(5) . . ?
O1 C20 O2 121.4(5) . . ?
O2 C20 C19 115.7(3) . . ?
C20 O2 C2 118.3(4) . . ?
C3A C2A C1A 113.9(5) . . ?
O2A C2A C1A 108.9(5) . . ?
O2A C2A C3A 104.5(4) . . ?
C2A C3A C4A 114.8(5) . . ?
C5A C4A C3A 125.7(5) . . ?
C4A C5A C6A 126.8(6) . . ?
C5A C6A C7A 112.5(6) . . ?
C8A C7A C6A 111.9(5) . . ?
C9A C8A C7A 128.2(6) . . ?
C8A C9A C10A 126.0(5) . . ?
C9A C10A C11A 113.6(3) . . ?
O3A C10A C9A 110.3(4) . . ?
O3A C10A C11A 105.8(3) . . ?
C12A C11A C10A 114.7(4) . . ?
C11A C12A C13A 115.1(4) . . ?
O4A C12A C11A 122.5(4) . . ?
O4A C12A C13A 122.4(4) . . ?
C12A C13A C14A 114.2(4) . . ?
C15A C14A C13A 116.9(3) . . ?
C15A C14A C19A 118.1(4) . . ?
C19A C14A C13A 125.0(4) . . ?
C14A C15A Cl1A 119.9(3) . . ?
C16A C15A C14A 122.6(4) . . ?
C16A C15A Cl1A 117.5(3) . . ?
C17A C16A C15A 119.1(4) . . ?
O5A C16A C15A 123.5(4) . . ?
O5A C16A C17A 117.4(4) . . ?
C18A C17A C16A 120.0(4) . . ?
C17A C18A C19A 121.7(4) . . ?
O6A C18A C17A 115.5(4) . . ?
O6A C18A C19A 122.8(4) . . ?
C14A C19A C18A 118.2(4) . . ?
C14A C19A C20A 124.8(4) . . ?
C18A C19A C20A 116.9(3) . . ?
O1A C20A C19A 122.0(4) . . ?
O1A C20A O2A 122.0(4) . . ?
O2A C20A C19A 115.8(3) . . ?
C20A O2A C2A 117.5(4) . . ?
C1B C2B C3B 112.8(5) . . ?
O2B C2B C1B 108.7(4) . . ?
O2B C2B C3B 104.9(3) . . ?
C4B C3B C2B 114.3(4) . . ?
C5B C4B C3B 126.4(5) . . ?
C4B C5B C6B 123.8(6) . . ?
C5B C6B C7B 111.4(6) . . ?
C8B C7B C6B 111.7(5) . . ?
C9B C8B C7B 125.8(7) . . ?
C8B C9B C10B 124.7(5) . . ?
C9B C10B C11B 115.1(4) . . ?
O3B C10B C9B 109.6(4) . . ?
O3B C10B C11B 106.9(3) . . ?
C10B C11B C12B 115.8(4) . . ?
C11B C12B C13B 115.0(3) . . ?
O4B C12B C11B 122.8(4) . . ?
O4B C12B C13B 122.2(4) . . ?
C14B C13B C12B 116.2(3) . . ?
C15B C14B C13B 118.1(3) . . ?
C15B C14B C19B 117.9(4) . . ?
C19B C14B C13B 123.9(4) . . ?
C14B C15B C16B 123.0(3) . . ?
C14B C15B Cl1B 121.1(3) . . ?
C16B C15B Cl1B 115.9(3) . . ?
C17B C16B C15B 119.1(4) . . ?
O5B C16B C15B 123.9(4) . . ?
O5B C16B C17B 117.0(4) . . ?
C16B C17B C18B 120.0(4) . . ?
C17B C18B C19B 121.9(4) . . ?
O6B C18B C17B 115.5(4) . . ?
O6B C18B C19B 122.6(4) . . ?
C14B C19B C20B 125.0(4) . . ?
C18B C19B C14B 118.0(4) . . ?
C18B C19B C20B 116.8(3) . . ?
O1B C20B C19B 122.6(4) . . ?
O1B C20B O2B 120.4(4) . . ?
O2B C20B C19B 117.0(3) . . ?
C20B O2B C2B 117.4(3) . . ?
C5C C4C C3C 129.5(7) . . ?
C5C C4C C3D 116.6(8) . . ?
C4C C5C C6C 124.6(7) . . ?
C5C C6C C7C 113.3(8) . . ?
C8C C7C C6C 115.0(6) . . ?
C9C C8C C7C 128.6(8) . . ?
C8C C9C C10C 126.5(6) . . ?
C11C C10C C9C 115.5(4) . . ?
O3C C10C C9C 109.8(4) . . ?
O3C C10C C11C 108.2(5) . . ?
C10C C11C C12C 119.2(5) . . ?
C11C C12C C13C 112.7(4) . . ?
O4C C12C C11C 124.4(4) . . ?
O4C C12C C13C 122.8(4) . . ?
C14C C13C C12C 115.9(4) . . ?
C15C C14C C13C 117.3(4) . . ?
C15C C14C C19C 117.9(4) . . ?
C19C C14C C13C 124.7(4) . . ?
C14C C15C C16C 123.0(4) . . ?
C14C C15C Cl1C 120.7(3) . . ?
C16C C15C Cl1C 116.3(3) . . ?
C17C C16C C15C 118.3(4) . . ?
O5C C16C C15C 124.4(4) . . ?
O5C C16C C17C 117.2(4) . . ?
C18C C17C C16C 121.1(5) . . ?
C17C C18C C19C 121.3(4) . . ?
O6C C18C C17C 116.3(5) . . ?
O6C C18C C19C 122.4(5) . . ?
C14C C19C C18C 118.2(4) . . ?
C14C C19C C20C 124.4(5) . . ?
C18C C19C C20C 117.3(4) . . ?
O1C C20C C19C 122.9(5) . . ?
O1C C20C O2C 120.9(5) . . ?
O2C C20C C19C 116.1(4) . . ?
C20C O2C C2C 128.5(6) . . ?
C20C O2C C2D 108.2(6) . . ?
O2C C2C C1C 113.9(8) . . ?
O2C C2C C3C 102.9(7) . . ?
C3C C2C C1C 114.2(9) . . ?
C2C C3C C4C 109.7(8) . . ?
O2C C2D C1D 112.9(11) . . ?
O2C C2D C3D 102.7(8) . . ?
C1D C2D C3D 114.0(11) . . ?
C2D C3D C4C 107.4(9) . . ?
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
C1 C2 1.493(8) . ?
C2 C3 1.497(8) . ?
C2 O2 1.475(6) . ?
C3 C4 1.487(9) . ?
C4 C5 1.323(9) . ?
C5 C6 1.479(13) . ?
C6 C7 1.536(10) . ?
C7 C8 1.506(10) . ?
C8 C9 1.255(9) . ?
C9 C10 1.485(6) . ?
C10 C11 1.510(6) . ?
C10 O3 1.441(5) . ?
C11 C12 1.507(6) . ?
C12 C13 1.515(5) . ?
C12 O4 1.206(5) . ?
C13 C14 1.507(6) . ?
C14 C15 1.381(7) . ?
C14 C19 1.420(5) . ?
C15 C16 1.397(6) . ?
C15 Cl1 1.741(4) . ?
C16 C17 1.377(6) . ?
C16 O5 1.346(6) . ?
C17 C18 1.385(7) . ?
C18 C19 1.404(7) . ?
C18 O6 1.353(5) . ?
C19 C20 1.474(7) . ?
C20 O1 1.221(5) . ?
C20 O2 1.333(6) . ?
C1A C2A 1.497(9) . ?
C2A C3A 1.488(8) . ?
C2A O2A 1.484(5) . ?
C3A C4A 1.494(8) . ?
C4A C5A 1.304(7) . ?
C5A C6A 1.485(9) . ?
C6A C7A 1.522(8) . ?
C7A C8A 1.492(6) . ?
C8A C9A 1.290(7) . ?
C9A C10A 1.486(6) . ?
C10A C11A 1.532(5) . ?
C10A O3A 1.446(5) . ?
C11A C12A 1.513(6) . ?
C12A C13A 1.514(5) . ?
C12A O4A 1.202(5) . ?
C13A C14A 1.519(6) . ?
C14A C15A 1.391(6) . ?
C14A C19A 1.409(5) . ?
C15A C16A 1.389(6) . ?
C15A Cl1A 1.738(4) . ?
C16A C17A 1.378(6) . ?
C16A O5A 1.344(5) . ?
C17A C18A 1.368(6) . ?
C18A C19A 1.421(6) . ?
C18A O6A 1.357(5) . ?
C19A C20A 1.476(5) . ?
C20A O1A 1.230(5) . ?
C20A O2A 1.307(5) . ?
C1B C2B 1.505(8) . ?
C2B C3B 1.507(7) . ?
C2B O2B 1.476(5) . ?
C3B C4B 1.504(8) . ?
C4B C5B 1.298(7) . ?
C5B C6B 1.509(10) . ?
C6B C7B 1.539(8) . ?
C7B C8B 1.483(8) . ?
C8B C9B 1.324(8) . ?
C9B C10B 1.485(6) . ?
C10B C11B 1.502(6) . ?
C10B O3B 1.438(5) . ?
C11B C12B 1.509(6) . ?
C12B C13B 1.519(5) . ?
C12B O4B 1.201(5) . ?
C13B C14B 1.507(6) . ?
C14B C15B 1.389(6) . ?
C14B C19B 1.425(5) . ?
C15B C16B 1.400(6) . ?
C15B Cl1B 1.731(4) . ?
C16B C17B 1.372(6) . ?
C16B O5B 1.333(5) . ?
C17B C18B 1.381(7) . ?
C18B C19B 1.423(6) . ?
C18B O6B 1.349(5) . ?
C19B C20B 1.459(6) . ?
C20B O1B 1.229(5) . ?
C20B O2B 1.324(5) . ?
C4C C5C 1.300(9) . ?
C4C C3C 1.552(9) . ?
C4C C3D 1.537(10) . ?
C5C C6C 1.474(10) . ?
C6C C7C 1.518(10) . ?
C7C C8C 1.466(10) . ?
C8C C9C 1.296(9) . ?
C9C C10C 1.493(8) . ?
C10C C11C 1.473(8) . ?
C10C O3C 1.458(6) . ?
C11C C12C 1.499(7) . ?
C12C C13C 1.514(7) . ?
C12C O4C 1.196(6) . ?
C13C C14C 1.509(7) . ?
C14C C15C 1.389(6) . ?
C14C C19C 1.417(6) . ?
C15C C16C 1.392(6) . ?
C15C Cl1C 1.741(4) . ?
C16C C17C 1.375(6) . ?
C16C O5C 1.350(5) . ?
C17C C18C 1.362(7) . ?
C18C C19C 1.423(8) . ?
C18C O6C 1.349(6) . ?
C19C C20C 1.473(7) . ?
C20C O1C 1.221(6) . ?
C20C O2C 1.336(7) . ?
O2C C2C 1.459(9) . ?
O2C C2D 1.488(10) . ?
C1C C2C 1.500(8) . ?
C2C C3C 1.500(10) . ?
C1D C2D 1.505(11) . ?
C2D C3D 1.507(10) . ?
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
O5 H5A O3B 0.82 2.07 2.776(5) 144.5 1_565
O6 H6 O1 0.82 1.84 2.538(7) 142.0 .
C13A H13F O2A 0.97 2.13 2.762(5) 121.5 .
O3A H3AC O1B 0.82 2.10 2.874(4) 156.7 4
O5A H5AB O3C 0.82 2.00 2.706(5) 144.4 2_545
O6A H6AC O1A 0.82 1.79 2.518(6) 146.5 .
O5B H5BA O3 0.82 2.10 2.723(4) 133.0 .
O6B H6BC O1B 0.82 1.80 2.514(5) 145.3 .
O5C H5CA O3A 0.82 2.06 2.757(5) 142.1 2
O6C H6C O1C 0.82 1.90 2.549(7) 135.6 .
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
C1 C2 C3 C4 -57.8(6) . . . . ?
C1 C2 O2 C20 -150.4(5) . . . . ?
C2 C3 C4 C5 109.8(7) . . . . ?
C3 C2 O2 C20 86.6(6) . . . . ?
C3 C4 C5 C6 176.4(6) . . . . ?
C4 C5 C6 C7 107.3(9) . . . . ?
C5 C6 C7 C8 -86.2(11) . . . . ?
C6 C7 C8 C9 114.6(9) . . . . ?
C7 C8 C9 C10 176.7(6) . . . . ?
C8 C9 C10 C11 120.8(7) . . . . ?
C8 C9 C10 O3 -121.0(6) . . . . ?
C9 C10 C11 C12 -74.4(6) . . . . ?
C10 C11 C12 C13 176.6(4) . . . . ?
C10 C11 C12 O4 -5.8(6) . . . . ?
C11 C12 C13 C14 173.5(4) . . . . ?
C12 C13 C14 C15 -81.7(5) . . . . ?
C12 C13 C14 C19 100.7(5) . . . . ?
C13 C14 C15 C16 -177.0(4) . . . . ?
C13 C14 C15 Cl1 4.3(5) . . . . ?
C13 C14 C19 C18 173.9(4) . . . . ?
C13 C14 C19 C20 -9.2(7) . . . . ?
C14 C15 C16 C17 1.4(6) . . . . ?
C14 C15 C16 O5 -178.2(4) . . . . ?
C14 C19 C20 O1 165.4(5) . . . . ?
C14 C19 C20 O2 -19.4(7) . . . . ?
C15 C14 C19 C18 -3.7(6) . . . . ?
C15 C14 C19 C20 173.2(4) . . . . ?
C15 C16 C17 C18 -0.6(7) . . . . ?
C16 C17 C18 C19 -2.5(7) . . . . ?
C16 C17 C18 O6 177.4(4) . . . . ?
C17 C18 C19 C14 4.7(7) . . . . ?
C17 C18 C19 C20 -172.5(4) . . . . ?
C18 C19 C20 O1 -17.5(8) . . . . ?
C18 C19 C20 O2 157.7(4) . . . . ?
C19 C14 C15 C16 0.8(6) . . . . ?
C19 C14 C15 Cl1 -177.9(3) . . . . ?
C19 C20 O2 C2 -176.8(4) . . . . ?
Cl1 C15 C16 C17 -179.8(3) . . . . ?
Cl1 C15 C16 O5 0.5(6) . . . . ?
O1 C20 O2 C2 -1.6(8) . . . . ?
O2 C2 C3 C4 60.0(6) . . . . ?
O3 C10 C11 C12 165.4(4) . . . . ?
O4 C12 C13 C14 -4.2(6) . . . . ?
O5 C16 C17 C18 179.1(4) . . . . ?
O6 C18 C19 C14 -175.2(4) . . . . ?
O6 C18 C19 C20 7.6(7) . . . . ?
C1A C2A C3A C4A 173.9(5) . . . . ?
C1A C2A O2A C20A -73.5(6) . . . . ?
C2A C3A C4A C5A -140.8(6) . . . . ?
C3A C2A O2A C20A 164.4(5) . . . . ?
C3A C4A C5A C6A -172.0(6) . . . . ?
C4A C5A C6A C7A 95.2(8) . . . . ?
C5A C6A C7A C8A -72.8(8) . . . . ?
C6A C7A C8A C9A 95.8(8) . . . . ?
C7A C8A C9A C10A 178.5(4) . . . . ?
C8A C9A C10A C11A 122.5(5) . . . . ?
C8A C9A C10A O3A -118.9(5) . . . . ?
C9A C10A C11A C12A -76.2(5) . . . . ?
C10A C11A C12A C13A 175.0(3) . . . . ?
C10A C11A C12A O4A -6.8(6) . . . . ?
C11A C12A C13A C14A 166.7(3) . . . . ?
C12A C13A C14A C15A -75.2(4) . . . . ?
C12A C13A C14A C19A 107.2(4) . . . . ?
C13A C14A C15A C16A -177.4(4) . . . . ?
C13A C14A C15A Cl1A 1.8(5) . . . . ?
C13A C14A C19A C18A 173.3(4) . . . . ?
C13A C14A C19A C20A -10.5(7) . . . . ?
C14A C15A C16A C17A 2.9(7) . . . . ?
C14A C15A C16A O5A -177.3(4) . . . . ?
C14A C19A C20A O1A 176.5(5) . . . . ?
C14A C19A C20A O2A -8.8(7) . . . . ?
C15A C14A C19A C18A -4.3(6) . . . . ?
C15A C14A C19A C20A 171.9(4) . . . . ?
C15A C16A C17A C18A -1.9(7) . . . . ?
C16A C17A C18A C19A -2.2(8) . . . . ?
C16A C17A C18A O6A 178.7(5) . . . . ?
C17A C18A C19A C14A 5.3(7) . . . . ?
C17A C18A C19A C20A -171.2(5) . . . . ?
C18A C19A C20A O1A -7.2(7) . . . . ?
C18A C19A C20A O2A 167.5(4) . . . . ?
C19A C14A C15A C16A 0.4(6) . . . . ?
C19A C14A C15A Cl1A 179.6(3) . . . . ?
C19A C20A O2A C2A -174.9(4) . . . . ?
Cl1A C15A C16A C17A -176.4(4) . . . . ?
Cl1A C15A C16A O5A 3.4(6) . . . . ?
O1A C20A O2A C2A -0.2(7) . . . . ?
O2A C2A C3A C4A -67.4(6) . . . . ?
O3A C10A C11A C12A 162.7(4) . . . . ?
O4A C12A C13A C14A -11.4(5) . . . . ?
O5A C16A C17A C18A 178.2(5) . . . . ?
O6A C18A C19A C14A -175.6(5) . . . . ?
O6A C18A C19A C20A 7.8(7) . . . . ?
C1B C2B C3B C4B 176.6(4) . . . . ?
C1B C2B O2B C20B -77.3(5) . . . . ?
C2B C3B C4B C5B -133.5(5) . . . . ?
C3B C2B O2B C20B 161.8(4) . . . . ?
C3B C4B C5B C6B -175.2(5) . . . . ?
C4B C5B C6B C7B 91.6(7) . . . . ?
C5B C6B C7B C8B -72.2(9) . . . . ?
C6B C7B C8B C9B 91.4(9) . . . . ?
C7B C8B C9B C10B -179.6(5) . . . . ?
C8B C9B C10B C11B 119.8(5) . . . . ?
C8B C9B C10B O3B -119.7(5) . . . . ?
C9B C10B C11B C12B -78.4(5) . . . . ?
C10B C11B C12B C13B -179.0(3) . . . . ?
C10B C11B C12B O4B -0.5(6) . . . . ?
C11B C12B C13B C14B 173.3(3) . . . . ?
C12B C13B C14B C15B -82.9(4) . . . . ?
C12B C13B C14B C19B 100.9(4) . . . . ?
C13B C14B C15B C16B -173.5(4) . . . . ?
C13B C14B C15B Cl1B 7.5(5) . . . . ?
C13B C14B C19B C18B 171.0(4) . . . . ?
C13B C14B C19B C20B -14.7(6) . . . . ?
C14B C15B C16B C17B 1.2(7) . . . . ?
C14B C15B C16B O5B 179.8(4) . . . . ?
C14B C19B C20B O1B -179.3(5) . . . . ?
C14B C19B C20B O2B -0.7(7) . . . . ?
C15B C14B C19B C18B -5.1(6) . . . . ?
C15B C14B C19B C20B 169.1(4) . . . . ?
C15B C16B C17B C18B -3.0(8) . . . . ?
C16B C17B C18B C19B 0.6(8) . . . . ?
C16B C17B C18B O6B -179.7(5) . . . . ?
C17B C18B C19B C14B 3.5(7) . . . . ?
C17B C18B C19B C20B -171.2(5) . . . . ?
C18B C19B C20B O1B -5.1(7) . . . . ?
C18B C19B C20B O2B 173.6(4) . . . . ?
C19B C14B C15B C16B 2.9(6) . . . . ?
C19B C14B C15B Cl1B -176.2(3) . . . . ?
C19B C20B O2B C2B 177.8(4) . . . . ?
Cl1B C15B C16B C17B -179.7(4) . . . . ?
Cl1B C15B C16B O5B -1.1(6) . . . . ?
O1B C20B O2B C2B -3.6(6) . . . . ?
O2B C2B C3B C4B -65.2(5) . . . . ?
O3B C10B C11B C12B 159.6(4) . . . . ?
O4B C12B C13B C14B -5.2(5) . . . . ?
O5B C16B C17B C18B 178.3(5) . . . . ?
O6B C18B C19B C14B -176.1(5) . . . . ?
O6B C18B C19B C20B 9.2(7) . . . . ?
C4C C5C C6C C7C 101.9(10) . . . . ?
C5C C4C C3C C2C 128.1(10) . . . . ?
C5C C4C C3D C2D -157.9(8) . . . . ?
C5C C6C C7C C8C -73.4(11) . . . . ?
C6C C7C C8C C9C 92.3(11) . . . . ?
C7C C8C C9C C10C -179.0(6) . . . . ?
C8C C9C C10C C11C 112.0(7) . . . . ?
C8C C9C C10C O3C -125.4(6) . . . . ?
C9C C10C C11C C12C -68.4(7) . . . . ?
C10C C11C C12C C13C -179.4(5) . . . . ?
C10C C11C C12C O4C -1.1(8) . . . . ?
C11C C12C C13C C14C -179.6(4) . . . . ?
C12C C13C C14C C15C -85.6(5) . . . . ?
C12C C13C C14C C19C 98.7(5) . . . . ?
C13C C14C C15C C16C -171.8(4) . . . . ?
C13C C14C C15C Cl1C 8.0(5) . . . . ?
C13C C14C C19C C18C 171.2(4) . . . . ?
C13C C14C C19C C20C -11.7(7) . . . . ?
C14C C15C C16C C17C -0.7(6) . . . . ?
C14C C15C C16C O5C 177.8(4) . . . . ?
C14C C19C C20C O1C 171.9(5) . . . . ?
C14C C19C C20C O2C -11.1(7) . . . . ?
C15C C14C C19C C18C -4.4(6) . . . . ?
C15C C14C C19C C20C 172.7(4) . . . . ?
C15C C16C C17C C18C -2.6(7) . . . . ?
C16C C17C C18C C19C 2.2(8) . . . . ?
C16C C17C C18C O6C -178.3(5) . . . . ?
C17C C18C C19C C14C 1.4(7) . . . . ?
C17C C18C C19C C20C -175.9(5) . . . . ?
C18C C19C C20C O1C -10.9(8) . . . . ?
C18C C19C C20C O2C 166.0(5) . . . . ?
C19C C14C C15C C16C 4.2(6) . . . . ?
C19C C14C C15C Cl1C -176.1(3) . . . . ?
C19C C20C O2C C2C 173.8(7) . . . . ?
C19C C20C O2C C2D -171.4(7) . . . . ?
C20C O2C C2C C1C -152.9(8) . . . . ?
C20C O2C C2C C3C 83.0(10) . . . . ?
C20C O2C C2D C1D -80.1(11) . . . . ?
C20C O2C C2D C3D 156.6(8) . . . . ?
Cl1C C15C C16C C17C 179.6(4) . . . . ?
Cl1C C15C C16C O5C -1.9(6) . . . . ?
O1C C20C O2C C2C -9.2(10) . . . . ?
O1C C20C O2C C2D 5.6(9) . . . . ?
O2C C2C C3C C4C 67.3(10) . . . . ?
O2C C2D C3D C4C -70.2(11) . . . . ?
O3C C10C C11C C12C 168.0(4) . . . . ?
O4C C12C C13C C14C 2.2(7) . . . . ?
O5C C16C C17C C18C 178.8(5) . . . . ?
O6C C18C C19C C14C -178.1(5) . . . . ?
O6C C18C C19C C20C 4.6(7) . . . . ?
C1C C2C C3C C4C -56.6(11) . . . . ?
C3C C4C C5C C6C 161.2(8) . . . . ?
C1D C2D C3D C4C 167.3(11) . . . . ?
C3D C4C C5C C6C -150.3(8) . . . . ?
