#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/32/2223263.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2223263
loop_
_publ_author_name
'Rao, Xiao-Ping'
'Song, Zhan-Qian'
'Shang, Shi-Bin'
_publ_section_title
;
 Dehydroabietic acid
;
_journal_coeditor_code           AT2868
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2402
_journal_paper_doi               10.1107/S1600536809035600
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C20 H28 O2'
_chemical_formula_moiety         'C20 H28 O2'
_chemical_formula_sum            'C20 H28 O2'
_chemical_formula_weight         300.42
_chemical_name_common            'Dehydroabietic acid'
_chemical_name_systematic
;
(1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-
1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.50(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.738(2)
_cell_length_b                   11.875(2)
_cell_length_c                   13.654(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      9
_cell_volume                     1815.1(7)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1985)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1985)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3592
_diffrn_reflns_theta_full        25.15
_diffrn_reflns_theta_max         25.15
_diffrn_reflns_theta_min         1.56
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_correction_T_min  0.9730
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(XCAD4; Harms & Wocadlo, 1995)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.099
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.520
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         3417
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0770
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.06P)²+1.6P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1629
_refine_ls_wR_factor_ref         0.1817
_reflns_number_gt                2173
_reflns_number_total             3417
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2868.cif
_cod_data_source_block           I
_cod_original_cell_volume        1815.1(6)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2223263
_cod_database_fobs_code          2223263
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.7903(4) 0.0770(5) 0.5980(5) 0.111(2) Uani d . 1 . .
O O2 0.6194(4) -0.0132(5) 0.5509(4) 0.0981(18) Uani d . 1 . .
H H2D 0.6584 -0.0487 0.5206 0.147 Uiso calc R 1 . .
C C1 1.0216(7) 0.7319(9) 0.7227(6) 0.105 Uani d D 1 . .
H H1A 1.0473 0.6592 0.7068 0.158 Uiso calc R 1 . .
H H1B 1.0879 0.7832 0.7385 0.158 Uiso calc R 1 . .
H H1C 0.9594 0.7594 0.6646 0.158 Uiso calc R 1 . .
C C2 0.9229(7) 0.8140(7) 0.8668(6) 0.094 Uani d . 1 . .
H H2A 0.8972 0.7796 0.9202 0.141 Uiso calc R 1 . .
H H2B 0.8559 0.8493 0.8180 0.141 Uiso calc R 1 . .
H H2C 0.9827 0.8697 0.8961 0.141 Uiso calc R 1 . .
C C3 0.9762(7) 0.7223(7) 0.8115(5) 0.089 Uani d D 1 . .
H H3A 1.0471 0.6976 0.8660 0.107 Uiso calc R 1 . .
C C4 0.8968(8) 0.6219(7) 0.7975(7) 0.094(2) Uani d . 1 . .
C C5 0.9072(8) 0.5624(8) 0.8875(7) 0.104(3) Uani d . 1 . .
H H5A 0.9543 0.5913 0.9499 0.125 Uiso calc R 1 . .
C C6 0.8482(6) 0.4603(7) 0.8856(5) 0.079(2) Uani d . 1 . .
H H6A 0.8596 0.4206 0.9465 0.095 Uiso calc R 1 . .
C C7 0.7739(5) 0.4168(5) 0.7964(4) 0.0580(15) Uani d . 1 . .
C C8 0.7635(6) 0.4722(6) 0.7055(5) 0.0660(16) Uani d . 1 . .
C C9 0.8238(7) 0.5731(6) 0.7076(6) 0.085(2) Uani d . 1 . .
H H9A 0.8151 0.6101 0.6457 0.102 Uiso calc R 1 . .
C C10 0.7026(5) 0.3060(5) 0.7991(4) 0.0554(15) Uani d . 1 . .
C C11 0.6944(4) 0.2442(5) 0.6962(4) 0.0463(13) Uani d . 1 . .
H H11A 0.7771 0.2384 0.6946 0.056 Uiso calc R 1 . .
C C12 0.6319(5) 0.3137(6) 0.6046(4) 0.0636(16) Uani d . 1 . .
H H12A 0.5501 0.3259 0.6042 0.076 Uiso calc R 1 . .
H H12B 0.6299 0.2722 0.5429 0.076 Uiso calc R 1 . .
C C13 0.6904(7) 0.4267(7) 0.6020(5) 0.085(2) Uani d . 1 . .
H H13A 0.6285 0.4810 0.5704 0.101 Uiso calc R 1 . .
H H13B 0.7419 0.4203 0.5585 0.101 Uiso calc R 1 . .
C C14 0.7656(6) 0.2326(6) 0.8889(4) 0.0674(17) Uani d . 1 . .
H H14A 0.7627 0.2688 0.9518 0.081 Uiso calc R 1 . .
H H14B 0.8489 0.2255 0.8917 0.081 Uiso calc R 1 . .
C C15 0.7105(7) 0.1152(6) 0.8826(5) 0.084(2) Uani d . 1 . .
H H15A 0.7548 0.0714 0.9418 0.101 Uiso calc R 1 . .
H H15B 0.6288 0.1217 0.8844 0.101 Uiso calc R 1 . .
C C16 0.7117(6) 0.0560(6) 0.7883(6) 0.081(2) Uani d . 1 . .
H H16A 0.6743 -0.0170 0.7869 0.097 Uiso calc R 1 . .
H H16B 0.7940 0.0434 0.7903 0.097 Uiso calc R 1 . .
C C17 0.6479(4) 0.1187(6) 0.6895(4) 0.0549(15) Uani d . 1 . .
C C19 0.5766(5) 0.3435(7) 0.8062(6) 0.085(2) Uani d . 1 . .
H H19A 0.5293 0.2780 0.8080 0.128 Uiso calc R 1 . .
H H19B 0.5369 0.3884 0.7473 0.128 Uiso calc R 1 . .
H H19C 0.5867 0.3869 0.8675 0.128 Uiso calc R 1 . .
C C18 0.6865(5) 0.0604(5) 0.6094(5) 0.0623(16) Uani d . 1 . .
C C20 0.5112(5) 0.1113(6) 0.6643(6) 0.082(2) Uani d . 1 . .
H H20A 0.4874 0.0336 0.6609 0.123 Uiso calc R 1 . .
H H20B 0.4741 0.1468 0.5994 0.123 Uiso calc R 1 . .
H H20C 0.4866 0.1487 0.7169 0.123 Uiso calc R 1 . .
O O3 0.2917(4) 0.3532(5) 0.5604(4) 0.0990(19) Uani d . 1 . .
O O4 0.1213(4) 0.4452(5) 0.5126(4) 0.0960(18) Uani d . 1 . .
H H4A 0.1581 0.4809 0.4806 0.144 Uiso calc R 1 . .
C C21 0.4859(7) 0.2433(8) 1.2965(6) 0.098 Uani d . 1 . .
H H21A 0.5408 0.2628 1.3620 0.148 Uiso calc R 1 . .
H H21B 0.4750 0.1631 1.2926 0.148 Uiso calc R 1 . .
H H21C 0.4105 0.2793 1.2887 0.148 Uiso calc R 1 . .
C C22 0.6600(6) 0.2601(9) 1.2160(6) 0.107 Uani d D 1 . .
H H22A 0.7119 0.2770 1.2834 0.160 Uiso calc R 1 . .
H H22B 0.6806 0.3068 1.1664 0.160 Uiso calc R 1 . .
H H22C 0.6689 0.1824 1.2004 0.160 Uiso calc R 1 . .
C C23 0.5353(6) 0.2817(7) 1.2122(5) 0.085 Uani d D 1 . .
H H23A 0.5325 0.3640 1.2170 0.102 Uiso calc R 1 . .
C C24 0.4502(6) 0.2576(9) 1.1044(6) 0.093(2) Uani d . 1 . .
C C25 0.4036(8) 0.1542(8) 1.0763(7) 0.112(3) Uani d . 1 . .
H H25A 0.4219 0.0958 1.1239 0.134 Uiso calc R 1 . .
C C26 0.3299(7) 0.1337(7) 0.9789(7) 0.108(3) Uani d . 1 . .
H H26A 0.3076 0.0599 0.9597 0.129 Uiso calc R 1 . .
C C27 0.2870(5) 0.2205(6) 0.9074(5) 0.0695(19) Uani d . 1 . .
C C28 0.3299(6) 0.3285(6) 0.9408(5) 0.0709(18) Uani d . 1 . .
C C29 0.4126(6) 0.3443(6) 1.0387(5) 0.0747(19) Uani d . 1 . .
H H29A 0.4419 0.4162 1.0586 0.090 Uiso calc R 1 . .
C C30 0.1924(5) 0.1988(6) 0.8056(5) 0.0650(18) Uani d . 1 . .
C C31 0.2050(5) 0.2939(5) 0.7340(4) 0.0540(14) Uani d . 1 . .
H H31A 0.2888 0.2904 0.7352 0.065 Uiso calc R 1 . .
C C32 0.1918(7) 0.4097(6) 0.7754(5) 0.079(2) Uani d . 1 . .
H H32A 0.1163 0.4150 0.7905 0.095 Uiso calc R 1 . .
H H32B 0.1927 0.4665 0.7246 0.095 Uiso calc R 1 . .
C C33 0.2942(7) 0.4292(6) 0.8722(5) 0.084(2) Uani d . 1 . .
H H33A 0.3630 0.4545 0.8529 0.101 Uiso calc R 1 . .
H H33B 0.2722 0.4894 0.9110 0.101 Uiso calc R 1 . .
C C34 0.2114(6) 0.0853(6) 0.7582(5) 0.0736(19) Uani d . 1 . .
H H34A 0.2947 0.0796 0.7609 0.088 Uiso calc R 1 . .
H H34B 0.1953 0.0252 0.8004 0.088 Uiso calc R 1 . .
C C35 0.1367(6) 0.0670(7) 0.6509(5) 0.087(2) Uani d . 1 . .
H H35A 0.0534 0.0631 0.6486 0.105 Uiso calc R 1 . .
H H35B 0.1580 -0.0043 0.6266 0.105 Uiso calc R 1 . .
C C36 0.1528(6) 0.1607(7) 0.5810(5) 0.078(2) Uani d . 1 . .
H H36A 0.0986 0.1477 0.5127 0.094 Uiso calc R 1 . .
H H36B 0.2336 0.1571 0.5763 0.094 Uiso calc R 1 . .
C C37 0.1309(5) 0.2781(6) 0.6151(5) 0.0650(17) Uani d . 1 . .
C C39 -0.0057(5) 0.3022(8) 0.5926(5) 0.087(2) Uani d . 1 . .
H H39A -0.0457 0.2913 0.5208 0.130 Uiso calc R 1 . .
H H39B -0.0169 0.3784 0.6112 0.130 Uiso calc R 1 . .
H H39C -0.0384 0.2516 0.6320 0.130 Uiso calc R 1 . .
C C38 0.1848(5) 0.3630(6) 0.5582(5) 0.0688(19) Uani d . 1 . .
C C40 0.0688(5) 0.1971(8) 0.8262(5) 0.090(3) Uani d . 1 . .
H H40A 0.0568 0.2672 0.8567 0.136 Uiso calc R 1 . .
H H40B 0.0668 0.1363 0.8719 0.136 Uiso calc R 1 . .
H H40C 0.0066 0.1868 0.7625 0.136 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C18 O2 H2D . . 109.5 ?
C3 C1 H1A . . 109.5 ?
C3 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C3 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C3 C2 H2A . . 109.5 ?
C3 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
C3 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
C1 C3 C4 . . 108.9(7) ?
C1 C3 C2 . . 130.1(7) ?
C4 C3 C2 . . 107.1(6) ?
C1 C3 H3A . . 102.4 ?
C4 C3 H3A . . 102.4 ?
C2 C3 H3A . . 102.4 ?
C5 C4 C9 . . 115.8(7) ?
C5 C4 C3 . . 114.1(7) ?
C9 C4 C3 . . 129.8(7) ?
C4 C5 C6 . . 121.0(7) ?
C4 C5 H5A . . 119.5 ?
C6 C5 H5A . . 119.5 ?
C7 C6 C5 . . 121.7(7) ?
C7 C6 H6A . . 119.2 ?
C5 C6 H6A . . 119.2 ?
C6 C7 C8 . . 118.9(6) ?
C6 C7 C10 . . 119.9(6) ?
C8 C7 C10 . . 121.3(5) ?
C7 C8 C9 . . 119.2(6) ?
C7 C8 C13 . . 122.8(6) ?
C9 C8 C13 . . 118.0(6) ?
C8 C9 C4 . . 123.4(7) ?
C8 C9 H9A . . 118.3 ?
C4 C9 H9A . . 118.3 ?
C14 C10 C11 . . 110.1(5) ?
C14 C10 C7 . . 111.7(5) ?
C11 C10 C7 . . 105.2(4) ?
C14 C10 C19 . . 110.7(5) ?
C11 C10 C19 . . 112.5(5) ?
C7 C10 C19 . . 106.4(5) ?
C12 C11 C10 . . 112.0(5) ?
C12 C11 C17 . . 113.5(4) ?
C10 C11 C17 . . 114.9(4) ?
C12 C11 H11A . . 105.1 ?
C10 C11 H11A . . 105.1 ?
C17 C11 H11A . . 105.1 ?
C11 C12 C13 . . 113.5(5) ?
C11 C12 H12A . . 108.9 ?
C13 C12 H12A . . 108.9 ?
C11 C12 H12B . . 108.9 ?
C13 C12 H12B . . 108.9 ?
H12A C12 H12B . . 107.7 ?
C12 C13 C8 . . 115.4(6) ?
C12 C13 H13A . . 108.4 ?
C8 C13 H13A . . 108.4 ?
C12 C13 H13B . . 108.4 ?
C8 C13 H13B . . 108.4 ?
H13A C13 H13B . . 107.5 ?
C10 C14 C15 . . 112.8(5) ?
C10 C14 H14A . . 109.0 ?
C15 C14 H14A . . 109.0 ?
C10 C14 H14B . . 109.0 ?
C15 C14 H14B . . 109.0 ?
H14A C14 H14B . . 107.8 ?
C16 C15 C14 . . 111.7(6) ?
C16 C15 H15A . . 109.3 ?
C14 C15 H15A . . 109.3 ?
C16 C15 H15B . . 109.3 ?
C14 C15 H15B . . 109.3 ?
H15A C15 H15B . . 107.9 ?
C15 C16 C17 . . 114.2(6) ?
C15 C16 H16A . . 108.7 ?
C17 C16 H16A . . 108.7 ?
C15 C16 H16B . . 108.7 ?
C17 C16 H16B . . 108.7 ?
H16A C16 H16B . . 107.6 ?
C18 C17 C16 . . 104.4(5) ?
C18 C17 C20 . . 109.8(5) ?
C16 C17 C20 . . 111.8(5) ?
C18 C17 C11 . . 107.9(4) ?
C16 C17 C11 . . 109.9(5) ?
C20 C17 C11 . . 112.7(5) ?
C10 C19 H19A . . 109.5 ?
C10 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C10 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
O2 C18 O1 . . 117.1(6) ?
O2 C18 C17 . . 120.9(5) ?
O1 C18 C17 . . 121.9(6) ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C38 O4 H4A . . 109.5 ?
C23 C21 H21A . . 109.5 ?
C23 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C23 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C23 C22 H22A . . 109.5 ?
C23 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C23 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C22 C23 C21 . . 121.9(7) ?
C22 C23 C24 . . 110.7(6) ?
C21 C23 C24 . . 112.7(6) ?
C22 C23 H23A . . 102.9 ?
C21 C23 H23A . . 102.9 ?
C24 C23 H23A . . 102.9 ?
C29 C24 C25 . . 118.7(7) ?
C29 C24 C23 . . 118.8(8) ?
C25 C24 C23 . . 122.1(8) ?
C24 C25 C26 . . 121.3(8) ?
C24 C25 H25A . . 119.4 ?
C26 C25 H25A . . 119.4 ?
C25 C26 C27 . . 122.3(8) ?
C25 C26 H26A . . 118.9 ?
C27 C26 H26A . . 118.9 ?
C28 C27 C26 . . 115.2(6) ?
C28 C27 C30 . . 123.0(6) ?
C26 C27 C30 . . 121.5(7) ?
C27 C28 C29 . . 120.5(6) ?
C27 C28 C33 . . 121.4(6) ?
C29 C28 C33 . . 118.0(7) ?
C24 C29 C28 . . 121.6(7) ?
C24 C29 H29A . . 119.2 ?
C28 C29 H29A . . 119.2 ?
C27 C30 C31 . . 105.9(5) ?
C27 C30 C34 . . 112.0(5) ?
C31 C30 C34 . . 108.9(5) ?
C27 C30 C40 . . 107.6(5) ?
C31 C30 C40 . . 113.5(5) ?
C34 C30 C40 . . 108.9(6) ?
C32 C31 C30 . . 113.1(5) ?
C32 C31 C37 . . 113.5(5) ?
C30 C31 C37 . . 115.6(5) ?
C32 C31 H31A . . 104.4 ?
C30 C31 H31A . . 104.4 ?
C37 C31 H31A . . 104.4 ?
C31 C32 C33 . . 108.8(6) ?
C31 C32 H32A . . 109.9 ?
C33 C32 H32A . . 109.9 ?
C31 C32 H32B . . 109.9 ?
C33 C32 H32B . . 109.9 ?
H32A C32 H32B . . 108.3 ?
C28 C33 C32 . . 115.0(7) ?
C28 C33 H33A . . 108.5 ?
C32 C33 H33A . . 108.5 ?
C28 C33 H33B . . 108.5 ?
C32 C33 H33B . . 108.5 ?
H33A C33 H33B . . 107.5 ?
C35 C34 C30 . . 115.2(6) ?
C35 C34 H34A . . 108.5 ?
C30 C34 H34A . . 108.5 ?
C35 C34 H34B . . 108.5 ?
C30 C34 H34B . . 108.5 ?
H34A C34 H34B . . 107.5 ?
C34 C35 C36 . . 111.6(6) ?
C34 C35 H35A . . 109.3 ?
C36 C35 H35A . . 109.3 ?
C34 C35 H35B . . 109.3 ?
C36 C35 H35B . . 109.3 ?
H35A C35 H35B . . 108.0 ?
C35 C36 C37 . . 114.6(6) ?
C35 C36 H36A . . 108.6 ?
C37 C36 H36A . . 108.6 ?
C35 C36 H36B . . 108.6 ?
C37 C36 H36B . . 108.6 ?
H36A C36 H36B . . 107.6 ?
C36 C37 C38 . . 108.5(5) ?
C36 C37 C39 . . 111.5(6) ?
C38 C37 C39 . . 109.7(5) ?
C36 C37 C31 . . 109.2(5) ?
C38 C37 C31 . . 104.9(5) ?
C39 C37 C31 . . 112.9(5) ?
C37 C39 H39A . . 109.5 ?
C37 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C37 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
O3 C38 O4 . . 121.3(6) ?
O3 C38 C37 . . 119.6(6) ?
O4 C38 C37 . . 119.1(5) ?
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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C18 . 1.289(7) ?
O2 C18 . 1.281(7) ?
O2 H2D . 0.8200 ?
C1 C3 . 1.469(7) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 C3 . 1.559(10) ?
C2 H2A . 0.9600 ?
C2 H2B . 0.9600 ?
C2 H2C . 0.9600 ?
C3 C4 . 1.490(10) ?
C3 H3A . 0.9800 ?
C4 C5 . 1.391(12) ?
C4 C9 . 1.395(10) ?
C5 C6 . 1.393(10) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.368(8) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.377(8) ?
C7 C10 . 1.567(9) ?
C8 C9 . 1.388(9) ?
C8 C13 . 1.516(9) ?
C9 H9A . 0.9300 ?
C10 C14 . 1.504(9) ?
C10 C11 . 1.562(7) ?
C10 C19 . 1.576(7) ?
C11 C12 . 1.494(8) ?
C11 C17 . 1.581(8) ?
C11 H11A . 0.9800 ?
C12 C13 . 1.511(10) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C15 . 1.529(10) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 C16 . 1.471(10) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.524(9) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C18 . 1.477(8) ?
C17 C20 . 1.540(7) ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
O3 C38 . 1.252(6) ?
O4 C38 . 1.271(8) ?
O4 H4A . 0.8200 ?
C21 C23 . 1.507(10) ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 C23 . 1.472(7) ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
C23 C24 . 1.538(10) ?
C23 H23A . 0.9800 ?
C24 C29 . 1.350(10) ?
C24 C25 . 1.352(12) ?
C25 C26 . 1.373(11) ?
C25 H25A . 0.9300 ?
C26 C27 . 1.405(9) ?
C26 H26A . 0.9300 ?
C27 C28 . 1.404(10) ?
C27 C30 . 1.518(9) ?
C28 C29 . 1.408(9) ?
C28 C33 . 1.498(10) ?
C29 H29A . 0.9300 ?
C30 C31 . 1.530(8) ?
C30 C34 . 1.540(10) ?
C30 C40 . 1.558(7) ?
C31 C32 . 1.513(9) ?
C31 C37 . 1.605(8) ?
C31 H31A . 0.9800 ?
C32 C33 . 1.514(10) ?
C32 H32A . 0.9700 ?
C32 H32B . 0.9700 ?
C33 H33A . 0.9700 ?
C33 H33B . 0.9700 ?
C34 C35 . 1.480(9) ?
C34 H34A . 0.9700 ?
C34 H34B . 0.9700 ?
C35 C36 . 1.515(10) ?
C35 H35A . 0.9700 ?
C35 H35B . 0.9700 ?
C36 C37 . 1.516(10) ?
C36 H36A . 0.9700 ?
C36 H36B . 0.9700 ?
C37 C38 . 1.522(9) ?
C37 C39 . 1.566(7) ?
C39 H39A . 0.9600 ?
C39 H39B . 0.9600 ?
C39 H39C . 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_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2 H2D O3 2_646 0.8200 1.8200 2.621(8) 165.00 yes
O4 H4A O1 2_656 0.8200 1.7900 2.598(8) 168.00 yes
C11 H11A O1 . 0.9800 2.3600 2.813(8) 108.00 yes
C31 H31A O3 . 0.9800 2.5100 2.933(8) 106.00 yes
C36 H36B O3 . 0.9700 2.4500 2.870(10) 105.00 yes
