#------------------------------------------------------------------------------
#$Date: 2020-10-17 07:19:04 +0300 (Sat, 17 Oct 2020) $
#$Revision: 258446 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/14/7241404.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_7241404
loop_
_publ_author_name
'Colston, Kyle J.'
'Dille, Sara A.'
'Mogesa, Benjamin'
'Brant, Jacilynn'
'Nemykin, Victor N.'
'Zeller, Matthias'
'Basu, Partha'
_publ_section_title
;
 Syntheses, spectroscopic, redox, and structural properties of homoleptic
 Iron(III/II) dithione complexes
;
_journal_issue                   63
_journal_name_full               'RSC Advances'
_journal_page_first              38294
_journal_page_last               38303
_journal_paper_doi               10.1039/D0RA07371G
_journal_volume                  10
_journal_year                    2020
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C20 H30 O2'
_chemical_formula_sum            'C20 H30 O2'
_chemical_formula_weight         302.44
_chemical_name_common            'trans communic acid'
_chemical_name_systematic        'trans communic acid'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-02-12 deposited with the CCDC.	2020-10-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.2270(5)
_cell_length_b                   11.9270(5)
_cell_length_c                   27.9572(12)
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      68.24
_cell_measurement_theta_min      3.71
_cell_volume                     3743.6(3)
_computing_cell_refinement       'APEX3 v2016.1 (Bruker, 2014)'
_computing_data_collection       'APEX3 v2016.1 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.37A  (Bruker, 2014)'
_computing_molecular_graphics    'XP V 5.1 (Bruker, 1998)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-2014 (Bruker, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 52.0833
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker D8 Venture κ-geometry diffractometer 208039-01'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            27625
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.239
_diffrn_reflns_theta_min         3.161
_diffrn_source                   'micro-focus X-ray source'
_exptl_absorpt_coefficient_mu    0.518
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.073
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.449
_exptl_crystal_size_mid          0.258
_exptl_crystal_size_min          0.252
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details
; 
 Flack x determined using 2230 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         6852
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0488
_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)+(0.0594P)²+0.3505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1374
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                6023
_reflns_number_total             6852
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ra07371g2.cif
_cod_data_source_block           trans_communic_acid
_cod_database_code               7241404
_shelx_shelxl_version_number     2018/3
_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   0.801
_shelx_estimated_absorpt_t_max   0.880
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.1511(2) 0.3884(2) 0.26477(8) 0.0980(7) Uani 1 1 d . . . . .
O2 O 0.1999(2) 0.5152(3) 0.31814(9) 0.1037(8) Uani 1 1 d D . . . .
H2 H 0.256(3) 0.527(4) 0.2979(13) 0.124 Uiso 1 1 d D U . . .
C1 C -0.0119(3) 0.2000(3) 0.36943(11) 0.0816(8) Uani 1 1 d . . . . .
H1A H 0.022220 0.126628 0.375404 0.098 Uiso 1 1 calc R U . . .
H1B H -0.091909 0.200236 0.382498 0.098 Uiso 1 1 calc R U . . .
C2 C -0.0193(3) 0.2182(3) 0.31594(11) 0.0866(9) Uani 1 1 d . . . . .
H2A H -0.072395 0.162894 0.302084 0.104 Uiso 1 1 calc R U . . .
H2B H 0.058995 0.207759 0.301930 0.104 Uiso 1 1 calc R U . . .
C3 C -0.0642(3) 0.3346(3) 0.30403(11) 0.0855(9) Uani 1 1 d . . . . .
H3A H -0.146237 0.341074 0.314592 0.103 Uiso 1 1 calc R U . . .
H3B H -0.063263 0.344170 0.269577 0.103 Uiso 1 1 calc R U . . .
C4 C 0.0086(2) 0.4289(3) 0.32685(10) 0.0726(7) Uani 1 1 d . . . . .
C5 C 0.0180(2) 0.4069(2) 0.38203(9) 0.0676(6) Uani 1 1 d . . . . .
H5 H -0.064725 0.408738 0.393222 0.081 Uiso 1 1 calc R U . . .
C6 C 0.0794(3) 0.4989(3) 0.41052(11) 0.0825(8) Uani 1 1 d . . . . .
H6A H 0.045890 0.570997 0.401815 0.099 Uiso 1 1 calc R U . . .
H6B H 0.163548 0.499960 0.402601 0.099 Uiso 1 1 calc R U . . .
C7 C 0.0647(3) 0.4805(3) 0.46434(11) 0.0889(9) Uani 1 1 d . . . . .
H7A H 0.110652 0.536319 0.481571 0.107 Uiso 1 1 calc R U . . .
H7B H -0.018391 0.489792 0.472986 0.107 Uiso 1 1 calc R U . . .
C8 C 0.1054(3) 0.3663(3) 0.47845(10) 0.0812(8) Uani 1 1 d . . . . .
C9 C 0.0435(3) 0.2733(3) 0.45141(10) 0.0726(7) Uani 1 1 d . . . . .
H9 H -0.041971 0.283893 0.456992 0.087 Uiso 1 1 calc R U . . .
C10 C 0.0627(2) 0.2885(2) 0.39597(9) 0.0664(6) Uani 1 1 d . . . . .
C11 C 0.0729(4) 0.1553(3) 0.46960(13) 0.0979(10) Uani 1 1 d . . . . .
H11A H 0.035321 0.100887 0.448712 0.117 Uiso 1 1 calc R U . . .
H11B H 0.158330 0.144093 0.467622 0.117 Uiso 1 1 calc R U . . .
C12 C 0.0334(4) 0.1336(3) 0.52004(13) 0.0952(10) Uani 1 1 d . . . . .
H12 H -0.032649 0.173626 0.530542 0.114 Uiso 1 1 calc R U . . .
C13 C 0.0816(3) 0.0645(3) 0.55098(13) 0.0956(10) Uani 1 1 d . . . . .
C14 C 0.0301(5) 0.0519(4) 0.59853(15) 0.1205(15) Uani 1 1 d . . . . .
H14 H -0.035988 0.095975 0.605544 0.145 Uiso 1 1 calc R U . . .
C15 C 0.0679(7) -0.0156(7) 0.6326(2) 0.178(3) Uani 1 1 d . . . . .
H15A H 0.133708 -0.061372 0.627281 0.213 Uiso 1 1 calc R U . . .
H15B H 0.028817 -0.017626 0.661881 0.213 Uiso 1 1 calc R U . . .
C16 C 0.1859(6) -0.0066(6) 0.5387(2) 0.171(3) Uani 1 1 d . . . . .
H16A H 0.166228 -0.084004 0.543823 0.256 Uiso 1 1 calc R U . . .
H16B H 0.252131 0.013604 0.558664 0.256 Uiso 1 1 calc R U . . .
H16C H 0.206750 0.004683 0.505770 0.256 Uiso 1 1 calc R U . . .
C17 C 0.1912(4) 0.3517(4) 0.51008(13) 0.1084(12) Uani 1 1 d . . . . .
H17A H 0.227668 0.413559 0.524089 0.130 Uiso 1 1 calc R U . . .
H17B H 0.215176 0.279687 0.518366 0.130 Uiso 1 1 calc R U . . .
C20 C 0.1960(3) 0.2724(3) 0.38445(11) 0.0784(8) Uani 1 1 d . . . . .
H20A H 0.221431 0.200066 0.395549 0.118 Uiso 1 1 calc R U . . .
H20B H 0.241565 0.329689 0.400124 0.118 Uiso 1 1 calc R U . . .
H20C H 0.207826 0.277313 0.350511 0.118 Uiso 1 1 calc R U . . .
C19 C 0.1280(3) 0.4415(3) 0.30119(10) 0.0741(7) Uani 1 1 d . . . . .
C18 C -0.0559(4) 0.5412(3) 0.31763(15) 0.1023(11) Uani 1 1 d . . . . .
H18A H -0.008874 0.601687 0.330189 0.153 Uiso 1 1 calc R U . . .
H18B H -0.132150 0.540344 0.333135 0.153 Uiso 1 1 calc R U . . .
H18C H -0.066602 0.551440 0.283850 0.153 Uiso 1 1 calc R U . . .
O3 O 0.6117(2) 1.0602(2) 0.23713(8) 0.1027(8) Uani 1 1 d . . . . .
O4 O 0.6757(2) 0.9506(3) 0.29494(8) 0.1039(8) Uani 1 1 d D . . . .
H4 H 0.724(4) 0.924(4) 0.2742(15) 0.156 Uiso 1 1 d D U . . .
C21 C 0.2743(2) 1.0279(2) 0.30105(10) 0.0691(6) Uani 1 1 d . . . . .
H21A H 0.215220 0.984755 0.283673 0.083 Uiso 1 1 calc R U . . .
H21B H 0.232383 1.075169 0.323688 0.083 Uiso 1 1 calc R U . . .
C22 C 0.3404(3) 1.1019(3) 0.26601(12) 0.0862(9) Uani 1 1 d . . . . .
H22A H 0.372985 1.056090 0.240513 0.103 Uiso 1 1 calc R U . . .
H22B H 0.285193 1.154959 0.251859 0.103 Uiso 1 1 calc R U . . .
C23 C 0.4402(3) 1.1652(3) 0.29020(13) 0.0906(10) Uani 1 1 d . . . . .
H23A H 0.406227 1.216568 0.313380 0.109 Uiso 1 1 calc R U . . .
H23B H 0.481912 1.209486 0.266405 0.109 Uiso 1 1 calc R U . . .
C24 C 0.5300(3) 1.0892(2) 0.31562(10) 0.0729(7) Uani 1 1 d . . . . .
C25 C 0.4603(2) 1.0123(2) 0.35112(8) 0.0614(6) Uani 1 1 d . . . . .
H25 H 0.422214 1.065049 0.373217 0.074 Uiso 1 1 calc R U . . .
C26 C 0.5377(2) 0.9388(3) 0.38352(10) 0.0786(8) Uani 1 1 d . . . . .
H26A H 0.574602 0.880121 0.364615 0.094 Uiso 1 1 calc R U . . .
H26B H 0.600556 0.984023 0.397480 0.094 Uiso 1 1 calc R U . . .
C27 C 0.4634(3) 0.8861(4) 0.42333(10) 0.0856(9) Uani 1 1 d . . . . .
H27A H 0.512559 0.835573 0.442014 0.103 Uiso 1 1 calc R U . . .
H27B H 0.433633 0.944233 0.444441 0.103 Uiso 1 1 calc R U . . .
C28 C 0.3613(3) 0.8230(3) 0.40219(10) 0.0718(7) Uani 1 1 d . . . . .
C29 C 0.2819(2) 0.8960(2) 0.37170(8) 0.0595(6) Uani 1 1 d . . . . .
H29 H 0.260141 0.959842 0.391931 0.071 Uiso 1 1 calc R U . . .
C30 C 0.3543(2) 0.9467(2) 0.32888(8) 0.0546(5) Uani 1 1 d . . . . .
C31 C 0.1642(3) 0.8394(3) 0.35819(11) 0.0805(8) Uani 1 1 d . . . . .
H31A H 0.122669 0.885505 0.334995 0.097 Uiso 1 1 calc R U . . .
H31B H 0.180736 0.767495 0.343371 0.097 Uiso 1 1 calc R U . . .
C32 C 0.0864(3) 0.8220(3) 0.40054(11) 0.0802(8) Uani 1 1 d . . . . .
H32 H 0.125547 0.802522 0.428661 0.096 Uiso 1 1 calc R U . . .
C33 C -0.0317(3) 0.8303(3) 0.40382(11) 0.0757(7) Uani 1 1 d . . . . .
C34 C -0.0895(3) 0.8102(4) 0.44928(14) 0.0964(10) Uani 1 1 d . . . . .
H34 H -0.039170 0.796662 0.475071 0.116 Uiso 1 1 calc R U . . .
C35 C -0.2045(4) 0.8086(5) 0.45873(19) 0.1279(16) Uani 1 1 d . . . . .
H35A H -0.259324 0.821585 0.434422 0.154 Uiso 1 1 calc R U . . .
H35B H -0.230756 0.794585 0.489698 0.154 Uiso 1 1 calc R U . . .
C36 C -0.1073(3) 0.8567(5) 0.36182(16) 0.1178(15) Uani 1 1 d . . . . .
H36A H -0.058115 0.863572 0.333879 0.177 Uiso 1 1 calc R U . . .
H36B H -0.148605 0.925967 0.367274 0.177 Uiso 1 1 calc R U . . .
H36C H -0.164079 0.797528 0.357110 0.177 Uiso 1 1 calc R U . . .
C37 C 0.3493(4) 0.7139(3) 0.40827(16) 0.1053(12) Uani 1 1 d . . . . .
H37A H 0.405255 0.674388 0.426106 0.126 Uiso 1 1 calc R U . . .
H37B H 0.284942 0.676502 0.394728 0.126 Uiso 1 1 calc R U . . .
C38 C 0.6192(4) 1.1631(4) 0.34385(16) 0.1141(14) Uani 1 1 d . . . . .
H38A H 0.684135 1.117629 0.354941 0.171 Uiso 1 1 calc R U . . .
H38B H 0.579469 1.196353 0.370742 0.171 Uiso 1 1 calc R U . . .
H38C H 0.649281 1.221142 0.323345 0.171 Uiso 1 1 calc R U . . .
C39 C 0.6081(2) 1.0292(3) 0.27909(10) 0.0727(7) Uani 1 1 d . . . . .
C40 C 0.3954(3) 0.8526(2) 0.29540(9) 0.0716(7) Uani 1 1 d . . . . .
H40A H 0.327374 0.811489 0.284214 0.107 Uiso 1 1 calc R U . . .
H40B H 0.447721 0.802933 0.312415 0.107 Uiso 1 1 calc R U . . .
H40C H 0.436908 0.884335 0.268604 0.107 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O2 H2 109(3) . . ?
C2 C1 C10 114.1(3) . . ?
C2 C1 H1A 108.7 . . ?
C10 C1 H1A 108.7 . . ?
C2 C1 H1B 108.7 . . ?
C10 C1 H1B 108.7 . . ?
H1A C1 H1B 107.6 . . ?
C1 C2 C3 111.5(3) . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 113.8(3) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C19 C4 C3 110.2(2) . . ?
C19 C4 C18 104.3(3) . . ?
C3 C4 C18 108.5(3) . . ?
C19 C4 C5 114.8(2) . . ?
C3 C4 C5 108.9(2) . . ?
C18 C4 C5 109.9(3) . . ?
C6 C5 C10 112.2(2) . . ?
C6 C5 C4 115.2(2) . . ?
C10 C5 C4 114.9(2) . . ?
C6 C5 H5 104.3 . . ?
C10 C5 H5 104.3 . . ?
C4 C5 H5 104.3 . . ?
C5 C6 C7 111.3(3) . . ?
C5 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C6 111.0(2) . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C17 C8 C7 121.4(4) . . ?
C17 C8 C9 125.1(4) . . ?
C7 C8 C9 113.4(3) . . ?
C8 C9 C11 114.1(3) . . ?
C8 C9 C10 110.2(2) . . ?
C11 C9 C10 113.7(2) . . ?
C8 C9 H9 106.0 . . ?
C11 C9 H9 106.0 . . ?
C10 C9 H9 106.0 . . ?
C1 C10 C20 110.0(2) . . ?
C1 C10 C5 109.1(2) . . ?
C20 C10 C5 112.1(2) . . ?
C1 C10 C9 108.7(2) . . ?
C20 C10 C9 108.9(2) . . ?
C5 C10 C9 107.9(2) . . ?
C12 C11 C9 114.0(3) . . ?
C12 C11 H11A 108.7 . . ?
C9 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
C9 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 C11 127.4(4) . . ?
C13 C12 H12 116.3 . . ?
C11 C12 H12 116.3 . . ?
C12 C13 C14 120.2(4) . . ?
C12 C13 C16 122.1(4) . . ?
C14 C13 C16 117.6(4) . . ?
C15 C14 C13 126.5(6) . . ?
C15 C14 H14 116.8 . . ?
C13 C14 H14 116.8 . . ?
C14 C15 H15A 120.0 . . ?
C14 C15 H15B 120.0 . . ?
H15A C15 H15B 120.0 . . ?
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 . . ?
C8 C17 H17A 120.0 . . ?
C8 C17 H17B 120.0 . . ?
H17A C17 H17B 120.0 . . ?
C10 C20 H20A 109.5 . . ?
C10 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C10 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C19 O2 121.8(3) . . ?
O1 C19 C4 121.6(3) . . ?
O2 C19 C4 116.5(2) . . ?
C4 C18 H18A 109.5 . . ?
C4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C39 O4 H4 115(4) . . ?
C22 C21 C30 114.2(2) . . ?
C22 C21 H21A 108.7 . . ?
C30 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
C30 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C23 C22 C21 111.4(3) . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22B 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C22 C23 C24 113.6(3) . . ?
C22 C23 H23A 108.8 . . ?
C24 C23 H23A 108.8 . . ?
C22 C23 H23B 108.8 . . ?
C24 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C39 C24 C23 110.2(3) . . ?
C39 C24 C38 103.7(2) . . ?
C23 C24 C38 108.9(3) . . ?
C39 C24 C25 116.0(2) . . ?
C23 C24 C25 108.2(2) . . ?
C38 C24 C25 109.5(3) . . ?
C26 C25 C30 112.6(2) . . ?
C26 C25 C24 115.3(2) . . ?
C30 C25 C24 115.2(2) . . ?
C26 C25 H25 104.0 . . ?
C30 C25 H25 104.0 . . ?
C24 C25 H25 104.0 . . ?
C27 C26 C25 110.9(2) . . ?
C27 C26 H26A 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 108.1 . . ?
C28 C27 C26 109.8(2) . . ?
C28 C27 H27A 109.7 . . ?
C26 C27 H27A 109.7 . . ?
C28 C27 H27B 109.7 . . ?
C26 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
C37 C28 C27 121.6(3) . . ?
C37 C28 C29 125.5(3) . . ?
C27 C28 C29 112.7(3) . . ?
C28 C29 C31 113.3(2) . . ?
C28 C29 C30 110.3(2) . . ?
C31 C29 C30 115.4(2) . . ?
C28 C29 H29 105.6 . . ?
C31 C29 H29 105.6 . . ?
C30 C29 H29 105.6 . . ?
C21 C30 C40 109.2(2) . . ?
C21 C30 C25 109.5(2) . . ?
C40 C30 C25 112.5(2) . . ?
C21 C30 C29 109.12(19) . . ?
C40 C30 C29 109.8(2) . . ?
C25 C30 C29 106.59(18) . . ?
C32 C31 C29 111.9(2) . . ?
C32 C31 H31A 109.2 . . ?
C29 C31 H31A 109.2 . . ?
C32 C31 H31B 109.2 . . ?
C29 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
C33 C32 C31 129.0(3) . . ?
C33 C32 H32 115.5 . . ?
C31 C32 H32 115.5 . . ?
C32 C33 C34 119.6(3) . . ?
C32 C33 C36 122.1(3) . . ?
C34 C33 C36 118.3(3) . . ?
C35 C34 C33 128.2(4) . . ?
C35 C34 H34 115.9 . . ?
C33 C34 H34 115.9 . . ?
C34 C35 H35A 120.0 . . ?
C34 C35 H35B 120.0 . . ?
H35A C35 H35B 120.0 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C28 C37 H37A 120.0 . . ?
C28 C37 H37B 120.0 . . ?
H37A C37 H37B 120.0 . . ?
C24 C38 H38A 109.5 . . ?
C24 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C24 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O3 C39 O4 121.9(3) . . ?
O3 C39 C24 121.1(3) . . ?
O4 C39 C24 116.8(3) . . ?
C30 C40 H40A 109.5 . . ?
C30 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C30 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 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
O1 C19 1.227(3) . ?
O2 C19 1.284(4) . ?
O2 H2 0.859(14) . ?
C1 C2 1.513(5) . ?
C1 C10 1.538(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.515(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.530(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C19 1.528(4) . ?
C4 C18 1.544(5) . ?
C4 C5 1.568(4) . ?
C5 C6 1.521(4) . ?
C5 C10 1.550(4) . ?
C5 H5 0.9800 . ?
C6 C7 1.529(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.490(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C17 1.319(5) . ?
C8 C9 1.511(5) . ?
C9 C11 1.532(5) . ?
C9 C10 1.575(4) . ?
C9 H9 0.9800 . ?
C10 C20 1.542(4) . ?
C11 C12 1.501(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.311(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.457(6) . ?
C13 C16 1.487(8) . ?
C14 C15 1.317(7) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9300 . ?
C15 H15B 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9300 . ?
C17 H17B 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O3 C39 1.231(3) . ?
O4 C39 1.285(4) . ?
O4 H4 0.858(14) . ?
C21 C22 1.514(4) . ?
C21 C30 1.532(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.510(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.531(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C39 1.524(4) . ?
C24 C38 1.550(5) . ?
C24 C25 1.562(4) . ?
C25 C26 1.531(4) . ?
C25 C30 1.553(3) . ?
C25 H25 0.9800 . ?
C26 C27 1.527(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.492(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C37 1.319(5) . ?
C28 C29 1.509(4) . ?
C29 C31 1.531(4) . ?
C29 C30 1.569(3) . ?
C29 H29 0.9800 . ?
C30 C40 1.533(3) . ?
C31 C32 1.486(4) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.332(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.447(5) . ?
C33 C36 1.483(5) . ?
C34 C35 1.318(5) . ?
C34 H34 0.9300 . ?
C35 H35A 0.9300 . ?
C35 H35B 0.9300 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9300 . ?
C37 H37B 0.9300 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O3 0.859(14) 1.822(16) 2.674(3) 171(4) 3_645 yes
O4 H4 O1 0.858(14) 1.822(18) 2.667(3) 168(6) 3_655 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -54.7(4) . . . . ?
C1 C2 C3 C4 55.3(4) . . . . ?
C2 C3 C4 C19 73.9(3) . . . . ?
C2 C3 C4 C18 -172.5(3) . . . . ?
C2 C3 C4 C5 -52.9(3) . . . . ?
C19 C4 C5 C6 60.7(3) . . . . ?
C3 C4 C5 C6 -175.2(3) . . . . ?
C18 C4 C5 C6 -56.4(3) . . . . ?
C19 C4 C5 C10 -72.1(3) . . . . ?
C3 C4 C5 C10 52.0(3) . . . . ?
C18 C4 C5 C10 170.7(2) . . . . ?
C10 C5 C6 C7 -56.2(3) . . . . ?
C4 C5 C6 C7 169.8(3) . . . . ?
C5 C6 C7 C8 54.0(4) . . . . ?
C6 C7 C8 C17 121.2(4) . . . . ?
C6 C7 C8 C9 -55.9(4) . . . . ?
C17 C8 C9 C11 10.0(4) . . . . ?
C7 C8 C9 C11 -173.0(3) . . . . ?
C17 C8 C9 C10 -119.3(3) . . . . ?
C7 C8 C9 C10 57.7(3) . . . . ?
C2 C1 C10 C20 -71.3(4) . . . . ?
C2 C1 C10 C5 52.0(3) . . . . ?
C2 C1 C10 C9 169.5(3) . . . . ?
C6 C5 C10 C1 174.4(2) . . . . ?
C4 C5 C10 C1 -51.4(3) . . . . ?
C6 C5 C10 C20 -63.5(3) . . . . ?
C4 C5 C10 C20 70.7(3) . . . . ?
C6 C5 C10 C9 56.4(3) . . . . ?
C4 C5 C10 C9 -169.4(2) . . . . ?
C8 C9 C10 C1 -174.2(3) . . . . ?
C11 C9 C10 C1 56.3(4) . . . . ?
C8 C9 C10 C20 65.9(3) . . . . ?
C11 C9 C10 C20 -63.6(4) . . . . ?
C8 C9 C10 C5 -56.0(3) . . . . ?
C11 C9 C10 C5 174.5(3) . . . . ?
C8 C9 C11 C12 63.4(4) . . . . ?
C10 C9 C11 C12 -169.1(3) . . . . ?
C9 C11 C12 C13 -151.5(4) . . . . ?
C11 C12 C13 C14 -178.8(4) . . . . ?
C11 C12 C13 C16 -1.4(7) . . . . ?
C12 C13 C14 C15 178.6(5) . . . . ?
C16 C13 C14 C15 1.1(8) . . . . ?
C3 C4 C19 O1 6.5(4) . . . . ?
C18 C4 C19 O1 -109.8(4) . . . . ?
C5 C4 C19 O1 129.9(3) . . . . ?
C3 C4 C19 O2 -177.3(3) . . . . ?
C18 C4 C19 O2 66.3(4) . . . . ?
C5 C4 C19 O2 -54.0(4) . . . . ?
C30 C21 C22 C23 -54.2(3) . . . . ?
C21 C22 C23 C24 56.6(3) . . . . ?
C22 C23 C24 C39 73.4(3) . . . . ?
C22 C23 C24 C38 -173.5(3) . . . . ?
C22 C23 C24 C25 -54.5(3) . . . . ?
C39 C24 C25 C26 61.6(3) . . . . ?
C23 C24 C25 C26 -173.9(3) . . . . ?
C38 C24 C25 C26 -55.3(3) . . . . ?
C39 C24 C25 C30 -72.1(3) . . . . ?
C23 C24 C25 C30 52.4(3) . . . . ?
C38 C24 C25 C30 171.0(3) . . . . ?
C30 C25 C26 C27 -56.9(3) . . . . ?
C24 C25 C26 C27 168.2(2) . . . . ?
C25 C26 C27 C28 55.1(4) . . . . ?
C26 C27 C28 C37 118.2(4) . . . . ?
C26 C27 C28 C29 -58.2(3) . . . . ?
C37 C28 C29 C31 15.5(4) . . . . ?
C27 C28 C29 C31 -168.3(2) . . . . ?
C37 C28 C29 C30 -115.6(3) . . . . ?
C27 C28 C29 C30 60.6(3) . . . . ?
C22 C21 C30 C40 -73.1(3) . . . . ?
C22 C21 C30 C25 50.5(3) . . . . ?
C22 C21 C30 C29 166.8(2) . . . . ?
C26 C25 C30 C21 174.5(2) . . . . ?
C24 C25 C30 C21 -50.6(3) . . . . ?
C26 C25 C30 C40 -63.9(3) . . . . ?
C24 C25 C30 C40 71.1(3) . . . . ?
C26 C25 C30 C29 56.6(3) . . . . ?
C24 C25 C30 C29 -168.5(2) . . . . ?
C28 C29 C30 C21 -175.3(2) . . . . ?
C31 C29 C30 C21 54.7(3) . . . . ?
C28 C29 C30 C40 65.0(3) . . . . ?
C31 C29 C30 C40 -65.0(3) . . . . ?
C28 C29 C30 C25 -57.1(3) . . . . ?
C31 C29 C30 C25 172.9(2) . . . . ?
C28 C29 C31 C32 67.2(3) . . . . ?
C30 C29 C31 C32 -164.3(3) . . . . ?
C29 C31 C32 C33 142.8(4) . . . . ?
C31 C32 C33 C34 -179.6(3) . . . . ?
C31 C32 C33 C36 2.2(6) . . . . ?
C32 C33 C34 C35 -176.0(5) . . . . ?
C36 C33 C34 C35 2.3(7) . . . . ?
C23 C24 C39 O3 14.6(4) . . . . ?
C38 C24 C39 O3 -101.8(4) . . . . ?
C25 C24 C39 O3 138.0(3) . . . . ?
C23 C24 C39 O4 -170.2(3) . . . . ?
C38 C24 C39 O4 73.3(4) . . . . ?
C25 C24 C39 O4 -46.8(4) . . . . ?
