#------------------------------------------------------------------------------
#$Date: 2021-03-09 02:15:14 +0200 (Tue, 09 Mar 2021) $
#$Revision: 262891 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/09/1560944.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_1560944
loop_
_publ_author_name
'Zheng, Dan'
'Jiang, Jia-Ming'
'Chen, Si-Min'
'Wan, Shi-Jie'
'Ren, Han-Gui'
'Chen, Gan'
'Xu, Gang'
'Zhou, Hua'
'Zhang, Hong'
'Xu, Hong-Xi'
_publ_section_title
;
 Structural Revision of Guttiferone F and 30-epi-Cambogin
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.0c01031
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C38 H50 O6, C2 H3 N'
_chemical_formula_sum            'C40 H53 N O6'
_chemical_formula_weight         643.83
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-11-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 103.0290(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.8272(4)
_cell_length_b                   9.0795(3)
_cell_length_c                   19.3623(7)
_cell_measurement_reflns_used    7412
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.17
_cell_measurement_theta_min      17.203
_cell_volume                     1854.42(11)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13031
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.183
_diffrn_reflns_theta_min         2.342
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.607
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1377 before and 0.0479 after correction. The Ratio of minimum to maximum transmission is 0.8927. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details
;
 Flack x determined using 2559 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     444
_refine_ls_number_reflns         6546
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0520P)²+0.1590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.0943
_reflns_Friedel_coverage         0.823
_reflns_Friedel_fraction_full    0.944
_reflns_Friedel_fraction_max     0.938
_reflns_number_gt                6080
_reflns_number_total             6546
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np0c01031_si_002.cif
_cod_data_source_block           170423zzy5_0m
_cod_database_code               1560944
_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.
;
_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.a Ternary CH refined with riding coordinates:
 C7(H7), C30(H30)
2.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C6(H6A,H6B), C29(H29A,H29B), C24(H24A,H24B), C34(H34A,H34B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C20(H20), C16(H16), C15(H15), C25(H25), C35(H35)
2.d Tetrahedral OH refined with riding coordinates:
 O1(H1)
2.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C23(H23A,H23B,H23C), C22(H22A,H22B,
 H22C), C33(H33A,H33B,H33C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C39(H39A,
 H39B,H39C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C)
2.f Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
O3 O 0.74325(15) 0.61792(18) 0.13393(8) 0.0250(4) Uani 1 1 d . . . . .
O6 O 0.84314(18) 0.7172(2) 0.37356(9) 0.0332(4) Uani 1 1 d . . . . .
O1 O 0.93168(16) 0.26075(18) 0.29104(9) 0.0286(4) Uani 1 1 d . . . . .
H1 H 0.930053 0.234108 0.332366 0.043 Uiso 1 1 calc R . . . .
O4 O 0.31989(16) 0.5285(2) 0.07687(10) 0.0321(4) Uani 1 1 d . . . . .
H4 H 0.249647 0.503496 0.051286 0.048 Uiso 1 1 calc GR . . . .
O5 O 0.27172(16) 0.3213(2) -0.02622(10) 0.0340(4) Uani 1 1 d . . . . .
H5 H 0.271519 0.261725 -0.059450 0.051 Uiso 1 1 calc GR . . . .
O2 O 0.78336(18) 0.18048(19) 0.18630(10) 0.0371(5) Uani 1 1 d . . . . .
C2 C 0.7889(2) 0.5831(2) 0.19585(12) 0.0205(5) Uani 1 1 d . . . . .
C9 C 0.8672(2) 0.6462(3) 0.32523(13) 0.0229(5) Uani 1 1 d . . . . .
C3 C 0.7962(2) 0.4291(3) 0.21869(12) 0.0219(5) Uani 1 1 d . . . . .
C12 C 0.5216(2) 0.4246(3) 0.12359(12) 0.0232(5) Uani 1 1 d . . . . .
H12 H 0.537328 0.499018 0.158975 0.028 Uiso 1 1 calc R . . . .
C10 C 0.7346(2) 0.3097(3) 0.17509(13) 0.0248(5) Uani 1 1 d . . . . .
C14 C 0.3851(2) 0.3131(3) 0.02178(12) 0.0256(5) Uani 1 1 d . . . . .
C11 C 0.6146(2) 0.3183(3) 0.12164(12) 0.0231(5) Uani 1 1 d . . . . .
C13 C 0.4077(2) 0.4219(3) 0.07457(12) 0.0234(5) Uani 1 1 d . . . . .
C4 C 0.8875(2) 0.3918(3) 0.28039(12) 0.0231(5) Uani 1 1 d . . . . .
C5 C 0.9400(2) 0.5020(3) 0.33804(12) 0.0237(5) Uani 1 1 d . . . . .
C7 C 1.0843(2) 0.6257(3) 0.26229(13) 0.0247(5) Uani 1 1 d . . . . .
H7 H 1.167893 0.677667 0.273785 0.030 Uiso 1 1 calc R . . . .
C8 C 0.9848(2) 0.7527(3) 0.24110(12) 0.0231(5) Uani 1 1 d . . . . .
C19 C 0.7499(2) 0.8334(3) 0.23973(14) 0.0255(5) Uani 1 1 d . . . . .
H19A H 0.784644 0.913543 0.273165 0.031 Uiso 1 1 calc R . . . .
H19B H 0.738484 0.872532 0.190968 0.031 Uiso 1 1 calc R . . . .
C1 C 0.8459(2) 0.7039(2) 0.24990(12) 0.0216(5) Uani 1 1 d . . . . .
C20 C 0.6233(2) 0.7868(3) 0.25199(14) 0.0286(5) Uani 1 1 d . . . . .
H20 H 0.624044 0.740676 0.296132 0.034 Uiso 1 1 calc R . . . .
C6 C 1.0765(2) 0.5480(3) 0.33207(13) 0.0257(5) Uani 1 1 d . . . . .
H6A H 1.112602 0.614434 0.372093 0.031 Uiso 1 1 calc R . . . .
H6B H 1.130251 0.458658 0.337270 0.031 Uiso 1 1 calc R . . . .
C16 C 0.5896(2) 0.2079(3) 0.06981(13) 0.0269(5) Uani 1 1 d . . . . .
H16 H 0.651320 0.134092 0.068678 0.032 Uiso 1 1 calc R . . . .
C29 C 0.9446(2) 0.4383(3) 0.41208(13) 0.0291(5) Uani 1 1 d . . . . .
H29A H 0.988346 0.510229 0.447741 0.035 Uiso 1 1 calc R . . . .
H29B H 0.996961 0.347876 0.417693 0.035 Uiso 1 1 calc R . . . .
C21 C 0.5099(2) 0.8027(3) 0.20801(14) 0.0286(5) Uani 1 1 d . . . . .
C18 C 0.9807(2) 0.8074(3) 0.16603(13) 0.0289(5) Uani 1 1 d . . . . .
H18A H 1.065773 0.838315 0.162504 0.043 Uiso 1 1 calc GR . . . .
H18B H 0.922447 0.891237 0.155322 0.043 Uiso 1 1 calc GR . . . .
H18C H 0.951192 0.727921 0.132091 0.043 Uiso 1 1 calc GR . . . .
C15 C 0.4753(2) 0.2061(3) 0.02017(13) 0.0288(5) Uani 1 1 d . . . . .
H15 H 0.458935 0.131306 -0.015014 0.035 Uiso 1 1 calc R . . . .
C25 C 1.2043(2) 0.4118(3) 0.22646(14) 0.0307(6) Uani 1 1 d . . . . .
H25 H 1.272099 0.444503 0.263422 0.037 Uiso 1 1 calc R . . . .
C30 C 0.8159(2) 0.4000(3) 0.42922(14) 0.0311(6) Uani 1 1 d . . . . .
H30 H 0.756769 0.483649 0.412246 0.037 Uiso 1 1 calc R . . . .
C24 C 1.0958(2) 0.5176(3) 0.20305(13) 0.0276(5) Uani 1 1 d . . . . .
H24A H 1.015855 0.461326 0.188467 0.033 Uiso 1 1 calc R . . . .
H24B H 1.108735 0.573628 0.161393 0.033 Uiso 1 1 calc R . . . .
N1 N 0.0535(2) 0.5257(4) 0.01128(15) 0.0516(7) Uani 1 1 d . . . . .
C17 C 1.0302(2) 0.8840(3) 0.29157(14) 0.0300(5) Uani 1 1 d . . . . .
H17A H 1.027029 0.856376 0.340078 0.045 Uiso 1 1 calc GR . . . .
H17B H 0.974780 0.968929 0.276610 0.045 Uiso 1 1 calc GR . . . .
H17C H 1.117382 0.909590 0.289940 0.045 Uiso 1 1 calc GR . . . .
C31 C 0.7552(2) 0.2614(3) 0.39331(14) 0.0346(6) Uani 1 1 d . . . . .
C23 C 0.3916(3) 0.7517(3) 0.22893(17) 0.0401(7) Uani 1 1 d . . . . .
H23A H 0.349816 0.676204 0.195552 0.060 Uiso 1 1 calc GR . . . .
H23B H 0.334150 0.835380 0.228032 0.060 Uiso 1 1 calc GR . . . .
H23C H 0.413722 0.710176 0.276858 0.060 Uiso 1 1 calc GR . . . .
C26 C 1.2157(3) 0.2777(3) 0.20114(15) 0.0368(6) Uani 1 1 d . . . . .
C34 C 0.8348(3) 0.3915(4) 0.51096(15) 0.0409(7) Uani 1 1 d . . . . .
H34A H 0.893745 0.309707 0.528987 0.049 Uiso 1 1 calc R . . . .
H34B H 0.874644 0.484009 0.532058 0.049 Uiso 1 1 calc R . . . .
C40 C -0.0431(3) 0.4736(4) 0.00470(16) 0.0401(7) Uani 1 1 d . . . . .
C22 C 0.4875(3) 0.8685(4) 0.13545(16) 0.0402(7) Uani 1 1 d . . . . .
H22A H 0.439985 0.960659 0.134439 0.060 Uiso 1 1 calc GR . . . .
H22B H 0.438755 0.799410 0.100915 0.060 Uiso 1 1 calc GR . . . .
H22C H 0.569098 0.888665 0.123441 0.060 Uiso 1 1 calc GR . . . .
C35 C 0.7145(3) 0.3681(4) 0.53477(16) 0.0502(8) Uani 1 1 d . . . . .
H35 H 0.680941 0.270967 0.530731 0.060 Uiso 1 1 calc R . . . .
C33 C 0.8175(3) 0.1159(4) 0.41618(18) 0.0484(8) Uani 1 1 d . . . . .
H33A H 0.905771 0.118580 0.411540 0.073 Uiso 1 1 calc GR . . . .
H33B H 0.772054 0.037310 0.386189 0.073 Uiso 1 1 calc GR . . . .
H33C H 0.815334 0.097112 0.465733 0.073 Uiso 1 1 calc GR . . . .
C32 C 0.6488(3) 0.2676(5) 0.34387(18) 0.0537(9) Uani 1 1 d . . . . .
C27 C 1.3348(3) 0.1893(4) 0.2270(2) 0.0594(9) Uani 1 1 d . . . . .
H27A H 1.378055 0.175708 0.188156 0.089 Uiso 1 1 calc GR . . . .
H27B H 1.312896 0.092915 0.243690 0.089 Uiso 1 1 calc GR . . . .
H27C H 1.390864 0.241720 0.266089 0.089 Uiso 1 1 calc GR . . . .
C28 C 1.1186(4) 0.2083(4) 0.1436(2) 0.0585(9) Uani 1 1 d . . . . .
H28A H 1.037905 0.260621 0.138547 0.088 Uiso 1 1 calc GR . . . .
H28B H 1.107508 0.104972 0.155456 0.088 Uiso 1 1 calc GR . . . .
H28C H 1.146567 0.213738 0.098921 0.088 Uiso 1 1 calc GR . . . .
C39 C -0.1668(3) 0.4059(5) -0.0041(2) 0.0623(10) Uani 1 1 d . . . . .
H39A H -0.213193 0.415892 -0.053593 0.093 Uiso 1 1 calc GR . . . .
H39B H -0.214153 0.454780 0.026900 0.093 Uiso 1 1 calc GR . . . .
H39C H -0.156675 0.301287 0.008260 0.093 Uiso 1 1 calc GR . . . .
C36 C 0.6495(4) 0.4698(5) 0.5611(2) 0.0683(12) Uani 1 1 d . . . . .
C37 C 0.5261(5) 0.4328(8) 0.5809(3) 0.0996(19) Uani 1 1 d . . . . .
H37A H 0.456547 0.485051 0.549219 0.149 Uiso 1 1 calc GR . . . .
H37B H 0.530407 0.462898 0.629974 0.149 Uiso 1 1 calc GR . . . .
H37C H 0.511271 0.326404 0.576318 0.149 Uiso 1 1 calc GR . . . .
C38 C 0.6910(7) 0.6267(6) 0.5728(4) 0.116(2) Uani 1 1 d . . . . .
H38A H 0.750789 0.635895 0.618882 0.174 Uiso 1 1 calc GR . . . .
H38B H 0.617025 0.689329 0.572137 0.174 Uiso 1 1 calc GR . . . .
H38C H 0.732488 0.657726 0.535168 0.174 Uiso 1 1 calc GR . . . .
H32A H 0.612(3) 0.372(4) 0.3301(19) 0.052(10) Uiso 1 1 d . . . . .
H32B H 0.606(4) 0.176(5) 0.315(2) 0.061(11) Uiso 1 1 d . . . . .
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'
N N 0.0311 0.0180 '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
C4 O1 H1 109.5 . . ?
C13 O4 H4 109.5 . . ?
C14 O5 H5 109.5 . . ?
O3 C2 C3 121.5(2) . . ?
O3 C2 C1 119.3(2) . . ?
C3 C2 C1 119.18(19) . . ?
O6 C9 C5 121.7(2) . . ?
O6 C9 C1 123.1(2) . . ?
C1 C9 C5 114.53(19) . . ?
C10 C3 C2 123.7(2) . . ?
C4 C3 C2 117.8(2) . . ?
C4 C3 C10 117.3(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C13 C12 C11 120.4(2) . . ?
O2 C10 C3 118.0(2) . . ?
O2 C10 C11 115.6(2) . . ?
C3 C10 C11 126.2(2) . . ?
O5 C14 C13 116.1(2) . . ?
O5 C14 C15 123.7(2) . . ?
C15 C14 C13 120.2(2) . . ?
C12 C11 C10 123.0(2) . . ?
C16 C11 C12 119.2(2) . . ?
C16 C11 C10 117.6(2) . . ?
O4 C13 C12 119.2(2) . . ?
O4 C13 C14 121.0(2) . . ?
C12 C13 C14 119.8(2) . . ?
O1 C4 C3 121.7(2) . . ?
O1 C4 C5 115.6(2) . . ?
C3 C4 C5 122.8(2) . . ?
C9 C5 C6 102.82(19) . . ?
C9 C5 C29 112.6(2) . . ?
C4 C5 C9 110.82(19) . . ?
C4 C5 C6 109.03(19) . . ?
C4 C5 C29 111.6(2) . . ?
C29 C5 C6 109.67(19) . . ?
C8 C7 H7 104.2 . . ?
C6 C7 H7 104.2 . . ?
C6 C7 C8 113.28(19) . . ?
C24 C7 H7 104.2 . . ?
C24 C7 C8 116.19(19) . . ?
C24 C7 C6 113.0(2) . . ?
C7 C8 C1 111.89(18) . . ?
C18 C8 C7 111.05(19) . . ?
C18 C8 C1 111.23(18) . . ?
C18 C8 C17 106.7(2) . . ?
C17 C8 C7 107.39(18) . . ?
C17 C8 C1 108.37(18) . . ?
H19A C19 H19B 107.9 . . ?
C1 C19 H19A 109.2 . . ?
C1 C19 H19B 109.2 . . ?
C20 C19 H19A 109.2 . . ?
C20 C19 H19B 109.2 . . ?
C20 C19 C1 112.03(19) . . ?
C2 C1 C8 111.28(18) . . ?
C2 C1 C19 107.33(18) . . ?
C9 C1 C2 110.89(18) . . ?
C9 C1 C8 104.67(17) . . ?
C9 C1 C19 109.61(19) . . ?
C19 C1 C8 113.11(18) . . ?
C19 C20 H20 116.3 . . ?
C21 C20 C19 127.5(2) . . ?
C21 C20 H20 116.3 . . ?
C5 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C7 C6 C5 115.17(19) . . ?
C7 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.2(2) . . ?
C15 C16 H16 119.9 . . ?
C5 C29 H29A 108.2 . . ?
C5 C29 H29B 108.2 . . ?
C5 C29 C30 116.4(2) . . ?
H29A C29 H29B 107.3 . . ?
C30 C29 H29A 108.2 . . ?
C30 C29 H29B 108.2 . . ?
C20 C21 C23 120.8(2) . . ?
C20 C21 C22 125.0(2) . . ?
C22 C21 C23 114.2(2) . . ?
C8 C18 H18A 109.5 . . ?
C8 C18 H18B 109.5 . . ?
C8 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C24 C25 H25 116.4 . . ?
C26 C25 H25 116.4 . . ?
C26 C25 C24 127.2(3) . . ?
C29 C30 H30 107.5 . . ?
C29 C30 C34 108.3(2) . . ?
C31 C30 C29 114.1(2) . . ?
C31 C30 H30 107.5 . . ?
C31 C30 C34 111.7(2) . . ?
C34 C30 H30 107.5 . . ?
C7 C24 H24A 109.2 . . ?
C7 C24 H24B 109.2 . . ?
C25 C24 C7 111.9(2) . . ?
C25 C24 H24A 109.2 . . ?
C25 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C8 C17 H17A 109.5 . . ?
C8 C17 H17B 109.5 . . ?
C8 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C33 C31 C30 118.4(2) . . ?
C32 C31 C30 121.0(3) . . ?
C32 C31 C33 120.6(3) . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C26 C27 120.6(3) . . ?
C25 C26 C28 123.7(3) . . ?
C28 C26 C27 115.5(3) . . ?
C30 C34 H34A 108.9 . . ?
C30 C34 H34B 108.9 . . ?
H34A C34 H34B 107.7 . . ?
C35 C34 C30 113.5(2) . . ?
C35 C34 H34A 108.9 . . ?
C35 C34 H34B 108.9 . . ?
N1 C40 C39 179.6(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C34 C35 H35 116.8 . . ?
C36 C35 C34 126.5(4) . . ?
C36 C35 H35 116.8 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C32 H32A 116(2) . . ?
C31 C32 H32B 124(2) . . ?
H32A C32 H32B 119(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C40 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
C40 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C35 C36 C37 121.2(5) . . ?
C35 C36 C38 123.5(4) . . ?
C38 C36 C37 115.3(4) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 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
O3 C2 1.231(3) . ?
O6 C9 1.212(3) . ?
O1 H1 0.8400 . ?
O1 C4 1.281(3) . ?
O4 H4 0.8400 . ?
O4 C13 1.365(3) . ?
O5 H5 0.8400 . ?
O5 C14 1.364(3) . ?
O2 C10 1.285(3) . ?
C2 C3 1.463(3) . ?
C2 C1 1.546(3) . ?
C9 C5 1.519(3) . ?
C9 C1 1.518(3) . ?
C3 C10 1.442(3) . ?
C3 C4 1.410(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.401(3) . ?
C12 C13 1.377(3) . ?
C10 C11 1.470(3) . ?
C14 C13 1.403(3) . ?
C14 C15 1.383(4) . ?
C11 C16 1.401(3) . ?
C4 C5 1.512(3) . ?
C5 C6 1.566(3) . ?
C5 C29 1.536(3) . ?
C7 H7 1.0000 . ?
C7 C8 1.568(3) . ?
C7 C6 1.543(3) . ?
C7 C24 1.536(3) . ?
C8 C1 1.612(3) . ?
C8 C18 1.527(3) . ?
C8 C17 1.549(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C1 1.552(3) . ?
C19 C20 1.504(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.334(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C16 H16 0.9500 . ?
C16 C15 1.385(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.543(4) . ?
C21 C23 1.501(4) . ?
C21 C22 1.496(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C15 H15 0.9500 . ?
C25 H25 0.9500 . ?
C25 C24 1.506(3) . ?
C25 C26 1.328(4) . ?
C30 H30 1.0000 . ?
C30 C31 1.514(4) . ?
C30 C34 1.551(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
N1 C40 1.129(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C31 C33 1.504(4) . ?
C31 C32 1.323(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C26 C27 1.505(4) . ?
C26 C28 1.488(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.492(4) . ?
C40 C39 1.448(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C35 H35 0.9500 . ?
C35 C36 1.330(5) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C32 H32A 1.04(4) . ?
C32 H32B 1.05(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C36 C37 1.507(6) . ?
C36 C38 1.496(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
