#------------------------------------------------------------------------------
#$Date: 2019-11-23 16:55:05 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/33/1553305.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_1553305
loop_
_publ_author_name
'Olivier, Wesley J.'
'Kilah, Nathan L.'
'Horne, James'
'Bissember, Alex C.'
'Smith, Jason A.'
_publ_section_title
;
 ent-Labdane Diterpenoids from Dodonaea viscosa.
;
_journal_issue                   12
_journal_name_full               'Journal of natural products'
_journal_page_first              3117
_journal_page_last               3126
_journal_paper_doi               10.1021/acs.jnatprod.6b00858
_journal_volume                  79
_journal_year                    2016
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C30 H42 O5'
_chemical_formula_sum            'C30 H42 O5'
_chemical_formula_weight         482.66
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9309(11)
_cell_length_b                   10.7160(14)
_cell_length_c                   31.529(4)
_cell_measurement_reflns_used    7232
_cell_measurement_temperature    100
_cell_measurement_theta_max      52.69
_cell_measurement_theta_min      4.21
_cell_volume                     2679.6(6)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX3 v2016.1-0  (Bruker, 2016)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CMOS area detector'
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'Bruker AXS PHOTON-100'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'fixed-chi three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator
'Bruker multilayer X-ray optics (Goebel mirror)'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            9236
_diffrn_reflns_theta_full        33.773
_diffrn_reflns_theta_max         52.771
_diffrn_reflns_theta_min         4.358
_diffrn_source                   'Incoatec I\mS Cu microsource'
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  0.7504
_exptl_absorpt_correction_T_min  0.6399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014) was used for absorption correction.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.17
_refine_ls_abs_structure_details 'Flack (1983), 1240 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.0(3)
_refine_ls_extinction_coef       113(5)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   0.9840
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         3016
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.0003372
_refine_ls_shift/su_mean         0.0000335
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 13.1 16.5 5.57 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0767
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0767
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              32
_reflns_limit_l_min              0
_reflns_number_gt                2810
_reflns_number_total             3037
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0424
_oxford_refine_ls_scale          0.6117(13)
_oxford_reflns_number_all        3016
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            np6b00858_si_003.cif
_cod_data_source_block           Compound18
_cod_original_sg_symbol_Hall     'P 2ac 2ab '
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               1553305
_iucr_refine_instructions_details_constraints
;
#
# Punched on 08/06/16 at 16:15:24
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
CONT ENANTIO 
RIDE C   (   1,X'S) H   (  11,X'S) H   (  12,X'S) 
RIDE C   (   2,X'S) H   (  21,X'S) H   (  22,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  62,X'S) H   (  61,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 112,X'S) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 123,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) H   ( 133,X'S) H   ( 132,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) H   ( 143,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) H   ( 153,X'S) H   ( 152,X'S) 
RIDE C   (  16,X'S) H   ( 162,X'S) H   ( 161,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  30,X'S) H   ( 302,X'S) H   ( 301,X'S) H   ( 303,X'S) 
RIDE C   (  31,X'S) H   ( 312,X'S) H   ( 311,X'S) 
RIDE C   (  32,X'S) H   ( 322,X'S) H   ( 321,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) H   ( 343,X'S) H   ( 342,X'S) 
RIDE C   (  35,X'S) H   ( 352,X'S) H   ( 351,X'S) H   ( 353,X'S) 
END                                                                             
;
_iucr_refine_instructions_details_restraints
;
#
# Punched on 08/06/16 at 16:15:24
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
loop_
_symmetry_equiv_pos_as_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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
C1 C 0.7777(4) 0.5353(3) 0.48433(9) 0.0278 1.0000 Uani .
C2 C 0.8110(4) 0.5147(3) 0.53123(9) 0.0287 1.0000 Uani .
C3 C 0.7056(4) 0.4069(3) 0.54671(9) 0.0266 1.0000 Uani .
C4 C 0.5150(4) 0.4289(3) 0.54239(9) 0.0270 1.0000 Uani .
C5 C 0.4809(4) 0.4617(3) 0.49537(9) 0.0275 1.0000 Uani .
C6 C 0.2918(4) 0.4851(3) 0.48614(10) 0.0339 1.0000 Uani .
C7 C 0.2612(4) 0.5302(3) 0.44203(10) 0.0377 1.0000 Uani .
C8 C 0.3791(4) 0.5619(3) 0.41432(10) 0.0369 1.0000 Uani .
C9 C 0.5644(4) 0.5492(3) 0.42546(9) 0.0315 1.0000 Uani .
C10 C 0.5925(4) 0.5627(3) 0.47407(9) 0.0278 1.0000 Uani .
C11 C 0.6834(4) 0.6310(3) 0.39794(10) 0.0348 1.0000 Uani .
C12 C 0.3292(5) 0.6099(4) 0.37087(11) 0.0543 1.0000 Uani .
C13 C 0.4255(4) 0.3048(3) 0.55340(10) 0.0364 1.0000 Uani .
C14 C 0.4547(4) 0.5279(3) 0.57466(9) 0.0358 1.0000 Uani .
C15 C 0.5497(4) 0.6974(3) 0.48749(9) 0.0326 1.0000 Uani .
C16 C 0.7642(5) 0.5535(3) 0.36277(10) 0.0421 1.0000 Uani .
C17 C 0.8729(4) 0.6244(3) 0.33269(10) 0.0399 1.0000 Uani .
C18 C 0.9089(5) 0.7473(4) 0.33270(11) 0.0559 1.0000 Uani .
O19 O 1.0125(4) 0.7809(3) 0.30025(9) 0.0781 1.0000 Uani .
C20 C 1.0463(5) 0.6679(5) 0.27859(12) 0.0655 1.0000 Uani .
C21 C 0.9630(5) 0.5741(4) 0.29751(11) 0.0519 1.0000 Uani .
O22 O 0.7407(2) 0.38013(17) 0.59152(6) 0.0295 1.0000 Uani .
C23 C 0.8825(4) 0.3181(3) 0.59982(10) 0.0329 1.0000 Uani .
O24 O 0.9864(3) 0.28636(19) 0.57386(6) 0.0367 1.0000 Uani .
C25 C 0.8942(4) 0.2942(3) 0.64659(9) 0.0338 1.0000 Uani .
O26 O 1.0452(3) 0.2182(2) 0.65417(7) 0.0430 1.0000 Uani .
C27 C 1.0844(5) 0.2340(3) 0.69599(11) 0.0464 1.0000 Uani .
O28 O 1.2038(4) 0.1812(2) 0.71188(8) 0.0628 1.0000 Uani .
C29 C 0.9552(5) 0.3183(3) 0.71494(10) 0.0411 1.0000 Uani .
C30 C 1.0009(6) 0.3744(4) 0.75749(10) 0.0539 1.0000 Uani .
C31 C 0.7937(5) 0.2357(3) 0.71526(11) 0.0513 1.0000 Uani .
C32 C 0.7499(4) 0.2223(3) 0.66735(10) 0.0454 1.0000 Uani .
C33 C 0.9241(4) 0.4072(3) 0.67645(10) 0.0348 1.0000 Uani .
C34 C 0.7732(5) 0.4939(3) 0.68223(11) 0.0484 1.0000 Uani .
C35 C 1.0789(5) 0.4831(3) 0.66383(11) 0.0526 1.0000 Uani .
H11 H 0.8507 0.6034 0.4736 0.0380 1.0000 Uiso R
H12 H 0.8025 0.4577 0.4689 0.0376 1.0000 Uiso R
H21 H 0.7809 0.5924 0.5473 0.0404 1.0000 Uiso R
H22 H 0.9325 0.4948 0.5354 0.0406 1.0000 Uiso R
H31 H 0.7355 0.3307 0.5291 0.0367 1.0000 Uiso R
H51 H 0.5113 0.3831 0.4792 0.0393 1.0000 Uiso R
H62 H 0.2539 0.5489 0.5067 0.0482 1.0000 Uiso R
H61 H 0.2289 0.4070 0.4917 0.0486 1.0000 Uiso R
H71 H 0.1442 0.5366 0.4335 0.0475 1.0000 Uiso R
H91 H 0.5960 0.4599 0.4188 0.0432 1.0000 Uiso R
H111 H 0.7732 0.6653 0.4163 0.0488 1.0000 Uiso R
H112 H 0.6181 0.6982 0.3847 0.0483 1.0000 Uiso R
H122 H 0.3915 0.5632 0.3486 0.0833 1.0000 Uiso R
H123 H 0.3586 0.6987 0.3690 0.0837 1.0000 Uiso R
H121 H 0.2053 0.5977 0.3678 0.0831 1.0000 Uiso R
H131 H 0.3023 0.3198 0.5539 0.0626 1.0000 Uiso R
H133 H 0.4660 0.2755 0.5812 0.0619 1.0000 Uiso R
H132 H 0.4533 0.2432 0.5320 0.0618 1.0000 Uiso R
H142 H 0.3334 0.5433 0.5703 0.0584 1.0000 Uiso R
H141 H 0.4768 0.4972 0.6037 0.0581 1.0000 Uiso R
H143 H 0.5198 0.6050 0.5704 0.0582 1.0000 Uiso R
H151 H 0.4281 0.7111 0.4841 0.0557 1.0000 Uiso R
H153 H 0.5826 0.7115 0.5168 0.0552 1.0000 Uiso R
H152 H 0.6095 0.7559 0.4687 0.0550 1.0000 Uiso R
H162 H 0.8371 0.4913 0.3773 0.0566 1.0000 Uiso R
H161 H 0.6717 0.5114 0.3465 0.0571 1.0000 Uiso R
H181 H 0.8688 0.8065 0.3532 0.0750 1.0000 Uiso R
H201 H 1.1170 0.6623 0.2543 0.0763 1.0000 Uiso R
H211 H 0.9617 0.4892 0.2894 0.0721 1.0000 Uiso R
H302 H 0.9065 0.4273 0.7671 0.0898 1.0000 Uiso R
H301 H 1.0226 0.3088 0.7782 0.0894 1.0000 Uiso R
H303 H 1.1029 0.4256 0.7538 0.0890 1.0000 Uiso R
H312 H 0.8198 0.1535 0.7281 0.0671 1.0000 Uiso R
H311 H 0.6993 0.2764 0.7311 0.0671 1.0000 Uiso R
H322 H 0.7489 0.1321 0.6582 0.0596 1.0000 Uiso R
H321 H 0.6414 0.2646 0.6604 0.0596 1.0000 Uiso R
H341 H 0.7974 0.5513 0.7058 0.0803 1.0000 Uiso R
H343 H 0.6742 0.4444 0.6895 0.0797 1.0000 Uiso R
H342 H 0.7518 0.5416 0.6558 0.0801 1.0000 Uiso R
H352 H 1.0920 0.5485 0.6852 0.0892 1.0000 Uiso R
H351 H 1.1785 0.4261 0.6633 0.0899 1.0000 Uiso R
H353 H 1.0608 0.5210 0.6358 0.0888 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 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_publ_flag
C2 C1 C10 113.6(2) yes
C2 C1 H11 109.8 no
C10 C1 H11 110.2 no
C2 C1 H12 109.0 no
C10 C1 H12 104.4 no
H11 C1 H12 109.7 no
C1 C2 C3 109.3(2) yes
C1 C2 H21 109.3 no
C3 C2 H21 109.9 no
C1 C2 H22 109.2 no
C3 C2 H22 109.3 no
H21 C2 H22 109.9 no
C2 C3 C4 113.6(2) yes
C2 C3 O22 110.9(2) yes
C4 C3 O22 107.6(2) yes
C2 C3 H31 108.0 no
C4 C3 H31 107.7 no
O22 C3 H31 109.0 no
C3 C4 C5 107.0(2) yes
C3 C4 C13 107.4(2) yes
C5 C4 C13 109.3(2) yes
C3 C4 C14 110.6(2) yes
C5 C4 C14 114.9(2) yes
C13 C4 C14 107.5(2) yes
C4 C5 C6 112.7(2) yes
C4 C5 C10 118.3(2) yes
C6 C5 C10 111.0(2) yes
C4 C5 H51 104.6 no
C6 C5 H51 105.7 no
C10 C5 H51 103.1 no
C5 C6 C7 112.6(3) yes
C5 C6 H62 106.4 no
C7 C6 H62 109.8 no
C5 C6 H61 108.5 no
C7 C6 H61 111.0 no
H62 C6 H61 108.3 no
C6 C7 C8 125.7(3) yes
C6 C7 H71 115.9 no
C8 C7 H71 118.4 no
C7 C8 C9 120.6(3) yes
C7 C8 C12 119.9(3) yes
C9 C8 C12 119.5(3) yes
C8 C9 C10 111.0(2) yes
C8 C9 C11 114.1(3) yes
C10 C9 C11 114.3(2) yes
C8 C9 H91 106.1 no
C10 C9 H91 104.8 no
C11 C9 H91 105.6 no
C1 C10 C5 108.8(2) yes
C1 C10 C9 109.1(2) yes
C5 C10 C9 106.3(2) yes
C1 C10 C15 109.5(2) yes
C5 C10 C15 114.1(2) yes
C9 C10 C15 109.0(2) yes
C9 C11 C16 110.7(2) yes
C9 C11 H111 108.7 no
C16 C11 H111 109.0 no
C9 C11 H112 109.4 no
C16 C11 H112 108.1 no
H111 C11 H112 111.0 no
C8 C12 H122 109.8 no
C8 C12 H123 108.7 no
H122 C12 H123 109.1 no
C8 C12 H121 107.4 no
H122 C12 H121 110.9 no
H123 C12 H121 110.9 no
C4 C13 H131 108.5 no
C4 C13 H133 108.9 no
H131 C13 H133 111.0 no
C4 C13 H132 108.9 no
H131 C13 H132 110.3 no
H133 C13 H132 109.3 no
C4 C14 H142 109.0 no
C4 C14 H141 109.1 no
H142 C14 H141 111.0 no
C4 C14 H143 108.9 no
H142 C14 H143 110.7 no
H141 C14 H143 108.3 no
C10 C15 H151 109.1 no
C10 C15 H153 110.3 no
H151 C15 H153 110.1 no
C10 C15 H152 109.0 no
H151 C15 H152 108.3 no
H153 C15 H152 110.1 no
C11 C16 C17 115.4(3) yes
C11 C16 H162 105.9 no
C17 C16 H162 107.4 no
C11 C16 H161 108.0 no
C17 C16 H161 109.1 no
H162 C16 H161 111.1 no
C16 C17 C18 128.4(3) yes
C16 C17 C21 126.4(3) yes
C18 C17 C21 105.2(3) yes
C17 C18 O19 112.7(4) yes
C17 C18 H181 125.1 no
O19 C18 H181 122.2 no
C18 O19 C20 104.6(3) yes
O19 C20 C21 109.4(3) yes
O19 C20 H201 123.7 no
C21 C20 H201 126.9 no
C17 C21 C20 108.1(4) yes
C17 C21 H211 124.6 no
C20 C21 H211 127.3 no
C3 O22 C23 116.5(2) yes
O22 C23 O24 125.6(3) yes
O22 C23 C25 109.3(3) yes
O24 C23 C25 125.1(3) yes
C23 C25 O26 107.8(2) yes
C23 C25 C32 117.4(3) yes
O26 C25 C32 105.2(2) yes
C23 C25 C33 118.2(3) yes
O26 C25 C33 102.1(2) yes
C32 C25 C33 104.3(2) yes
C25 O26 C27 105.9(2) yes
O26 C27 O28 121.3(3) yes
O26 C27 C29 107.8(3) yes
O28 C27 C29 130.9(3) yes
C27 C29 C30 115.5(3) yes
C27 C29 C31 102.9(3) yes
C30 C29 C31 114.6(3) yes
C27 C29 C33 99.6(3) yes
C30 C29 C33 118.9(3) yes
C31 C29 C33 102.8(3) yes
C29 C30 H302 108.5 no
C29 C30 H301 110.5 no
H302 C30 H301 110.0 no
C29 C30 H303 108.3 no
H302 C30 H303 109.8 no
H301 C30 H303 109.6 no
C29 C31 C32 103.3(3) yes
C29 C31 H312 109.7 no
C32 C31 H312 111.1 no
C29 C31 H311 111.8 no
C32 C31 H311 111.0 no
H312 C31 H311 109.9 no
C25 C32 C31 101.7(3) yes
C25 C32 H322 111.5 no
C31 C32 H322 111.5 no
C25 C32 H321 108.9 no
C31 C32 H321 111.3 no
H322 C32 H321 111.6 no
C25 C33 C29 91.1(2) yes
C25 C33 C34 115.3(3) yes
C29 C33 C34 113.7(3) yes
C25 C33 C35 112.4(3) yes
C29 C33 C35 113.6(3) yes
C34 C33 C35 109.7(3) yes
C33 C34 H341 108.6 no
C33 C34 H343 109.2 no
H341 C34 H343 108.6 no
C33 C34 H342 110.3 no
H341 C34 H342 110.3 no
H343 C34 H342 109.9 no
C33 C35 H352 106.7 no
C33 C35 H351 108.4 no
H352 C35 H351 111.5 no
C33 C35 H353 109.7 no
H352 C35 H353 109.7 no
H351 C35 H353 110.7 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.518(4) yes
C1 C10 1.532(4) yes
C1 H11 0.991 no
C1 H12 0.983 no
C2 C3 1.507(4) yes
C2 H21 1.004 no
C2 H22 0.996 no
C3 C4 1.536(4) yes
C3 O22 1.468(3) yes
C3 H31 1.016 no
C4 C5 1.547(4) yes
C4 C13 1.547(4) yes
C4 C14 1.546(4) yes
C5 C6 1.548(4) yes
C5 C10 1.551(4) yes
C5 H51 1.014 no
C6 C7 1.492(4) yes
C6 H62 0.990 no
C6 H61 0.990 no
C7 C8 1.324(4) yes
C7 H71 0.969 no
C8 C9 1.517(4) yes
C8 C12 1.516(5) yes
C9 C10 1.556(4) yes
C9 C11 1.552(4) yes
C9 H91 1.011 no
C10 C15 1.542(4) yes
C11 C16 1.527(4) yes
C11 H111 0.989 no
C11 H112 0.981 no
C12 H122 0.995 no
C12 H123 0.981 no
C12 H121 0.996 no
C13 H131 0.990 no
C13 H133 0.985 no
C13 H132 0.970 no
C14 H142 0.986 no
C14 H141 0.990 no
C14 H143 0.983 no
C15 H151 0.981 no
C15 H153 0.972 no
C15 H152 0.983 no
C16 C17 1.490(4) yes
C16 H162 0.993 no
C16 H161 1.003 no
C17 C18 1.349(5) yes
C17 C21 1.425(5) yes
C18 O19 1.360(4) yes
C18 H181 0.959 no
O19 C20 1.415(5) yes
C20 C21 1.343(5) yes
C20 H201 0.951 no
C21 H211 0.945 no
O22 C23 1.333(4) yes
C23 O24 1.210(4) yes
C23 C25 1.500(4) yes
C25 O26 1.467(4) yes
C25 C32 1.527(4) yes
C25 C33 1.552(4) yes
O26 C27 1.365(4) yes
C27 O28 1.211(4) yes
C27 C29 1.491(5) yes
C29 C30 1.514(5) yes
C29 C31 1.557(5) yes
C29 C33 1.563(4) yes
C30 H302 0.987 no
C30 H301 0.976 no
C30 H303 0.984 no
C31 C32 1.557(5) yes
C31 H312 0.991 no
C31 H311 1.000 no
C32 H322 1.009 no
C32 H321 0.996 no
C33 C34 1.526(4) yes
C33 C35 1.526(4) yes
C34 H341 0.984 no
C34 H343 0.975 no
C34 H342 0.992 no
C35 H352 0.978 no
C35 H351 0.998 no
C35 H353 0.982 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C5 H51 O24 2_456 158.43(8) 1.014 2.477 3.440(5) yes
C20 H201 O28 4_764 134.69(13) 0.951 2.573 3.311(5) yes
C31 H311 C20 4_665 167.32(15) 1.000 2.528 3.511(5) yes
