#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/40/2224078.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_2224078
loop_
_publ_author_name
'Rao, Xiao-Ping'
'Song, Zhan-Qian'
'Shang, Shi-Bin'
'Wu, Yong'
_publ_section_title
;7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydrophenanthrene-1-carboxylic
 acid
;
_journal_coeditor_code           XU2627
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2804
_journal_paper_doi               10.1107/S1600536809042305
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C20 H32 O2'
_chemical_formula_moiety         'C20 H32 O2'
_chemical_formula_sum            'C20 H32 O2'
_chemical_formula_weight         304.42
_chemical_name_systematic
;
7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,5,6,7,8,9,10,10a-
dodecahydrophenanthrene-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                 114.93(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.543(2)
_cell_length_b                   13.580(3)
_cell_length_c                   13.345(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      10
_cell_volume                     1897.0(8)
_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  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3775
_diffrn_reflns_theta_full        25.27
_diffrn_reflns_theta_max         25.27
_diffrn_reflns_theta_min         1.68
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.066
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.176
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         3590
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.1030
_refine_ls_R_factor_gt           0.0619
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1130P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1688
_refine_ls_wR_factor_ref         0.1938
_reflns_number_gt                2046
_reflns_number_total             3590
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2627.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1897.0(7)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2224078
_cod_database_fobs_code          2224078
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 0.5995(3) -0.3368(3) 0.9250(4) 0.0953(14) Uani d . 1 . .
O O2 0.7106(3) -0.2421(4) 0.8667(4) 0.1058(16) Uani d . 1 . .
H H2D 0.7689 -0.2728 0.9145 0.159 Uiso calc R 1 . .
C C1 0.5526(10) 0.4293(8) 0.7003(9) 0.162(4) Uani d . 1 . .
H H1A 0.5698 0.4958 0.7268 0.242 Uiso calc R 1 . .
H H1B 0.4692 0.4258 0.6402 0.242 Uiso calc R 1 . .
H H1C 0.6155 0.4087 0.6752 0.242 Uiso calc R 1 . .
C C2 0.6790(9) 0.3821(7) 0.8947(8) 0.151(3) Uani d . 1 . .
H H2A 0.6744 0.3412 0.9515 0.226 Uiso calc R 1 . .
H H2B 0.6852 0.4499 0.9168 0.226 Uiso calc R 1 . .
H H2C 0.7530 0.3645 0.8830 0.226 Uiso calc R 1 . .
C C3 0.5574(8) 0.3672(6) 0.7861(8) 0.117(2) Uani d . 1 . .
H H3A 0.4866 0.3885 0.8031 0.140 Uiso calc R 1 . .
C C4 0.5336(5) 0.2562(5) 0.7585(6) 0.0872(17) Uani d . 1 . .
H H4A 0.5989 0.2350 0.7342 0.105 Uiso calc R 1 . .
C C5 0.4077(6) 0.2351(5) 0.6649(6) 0.101(2) Uani d . 1 . .
H H5A 0.3967 0.2776 0.6030 0.122 Uiso calc R 1 . .
H H5B 0.3399 0.2497 0.6873 0.122 Uiso calc R 1 . .
C C6 0.3975(5) 0.1284(4) 0.6285(5) 0.0835(17) Uani d . 1 . .
H H6A 0.3094 0.1146 0.5788 0.100 Uiso calc R 1 . .
H H6B 0.4488 0.1192 0.5874 0.100 Uiso calc R 1 . .
C C7 0.4403(4) 0.0550(4) 0.7227(5) 0.0673(14) Uani d . 1 . .
C C8 0.5082(5) 0.0867(4) 0.8256(5) 0.0743(15) Uani d . 1 . .
C C9 0.5507(6) 0.1922(5) 0.8566(6) 0.0921(19) Uani d . 1 . .
H H9A 0.5022 0.2205 0.8938 0.111 Uiso calc R 1 . .
H H9B 0.6401 0.1926 0.9083 0.111 Uiso calc R 1 . .
C C10 0.4006(4) -0.0506(4) 0.6951(4) 0.0667(14) Uani d . 1 . .
C C11 0.4961(4) -0.1151(4) 0.7890(4) 0.0656(14) Uani d . 1 . .
H H11A 0.5800 -0.0982 0.7920 0.079 Uiso calc R 1 . .
C C12 0.5025(5) -0.0827(5) 0.9023(5) 0.0780(16) Uani d . 1 . .
H H12A 0.4178 -0.0849 0.9009 0.094 Uiso calc R 1 . .
H H12B 0.5573 -0.1271 0.9596 0.094 Uiso calc R 1 . .
C C13 0.5550(6) 0.0217(5) 0.9272(5) 0.0840(17) Uani d . 1 . .
H H13A 0.5302 0.0508 0.9815 0.101 Uiso calc R 1 . .
H H13B 0.6476 0.0190 0.9590 0.101 Uiso calc R 1 . .
C C14 0.4079(5) -0.0832(4) 0.5888(4) 0.0774(16) Uani d . 1 . .
H H14A 0.4900 -0.0634 0.5918 0.093 Uiso calc R 1 . .
H H14B 0.3423 -0.0487 0.5274 0.093 Uiso calc R 1 . .
C C15 0.3914(6) -0.1936(5) 0.5660(5) 0.0931(19) Uani d . 1 . .
H H15A 0.3066 -0.2135 0.5565 0.112 Uiso calc R 1 . .
H H15B 0.3994 -0.2082 0.4981 0.112 Uiso calc R 1 . .
C C16 0.4894(6) -0.2508(5) 0.6590(5) 0.0857(17) Uani d . 1 . .
H H16A 0.5736 -0.2339 0.6648 0.103 Uiso calc R 1 . .
H H16B 0.4761 -0.3206 0.6424 0.103 Uiso calc R 1 . .
C C17 0.4845(5) -0.2311(4) 0.7703(5) 0.0758(16) Uani d . 1 . .
C C18 0.2594(4) -0.0591(6) 0.6788(5) 0.097(2) Uani d . 1 . .
H H18A 0.2306 -0.1257 0.6600 0.145 Uiso calc R 1 . .
H H18B 0.2069 -0.0159 0.6203 0.145 Uiso calc R 1 . .
H H18C 0.2535 -0.0409 0.7460 0.145 Uiso calc R 1 . .
C C19 0.3683(5) -0.2784(5) 0.7804(6) 0.113(2) Uani d . 1 . .
H H19A 0.3678 -0.3480 0.7674 0.169 Uiso calc R 1 . .
H H19B 0.2911 -0.2496 0.7268 0.169 Uiso calc R 1 . .
H H19C 0.3737 -0.2671 0.8533 0.169 Uiso calc R 1 . .
C C20 0.6034(5) -0.2739(4) 0.8604(5) 0.0715(14) Uani d . 1 . .
O O3 1.0841(3) 0.1724(4) 0.9849(3) 0.0991(14) Uani d . 1 . .
O O4 1.1955(3) 0.0884(4) 0.9141(3) 0.1037(15) Uani d . 1 . .
H H4B 1.2551 0.1139 0.9661 0.156 Uiso calc R 1 . .
C C21 1.0284(11) -0.0278(10) 0.1895(9) 0.164(2) Uani d . 1 . .
H H21A 1.0483 -0.0113 0.1286 0.246 Uiso calc R 1 . .
H H21B 0.9479 -0.0616 0.1625 0.246 Uiso calc R 1 . .
H H21C 1.0941 -0.0696 0.2400 0.246 Uiso calc R 1 . .
C C22 1.1466(10) 0.0976(10) 0.2801(8) 0.164(2) Uani d . 1 . .
H H22A 1.1628 0.1577 0.3218 0.246 Uiso calc R 1 . .
H H22B 1.1602 0.1082 0.2147 0.246 Uiso calc R 1 . .
H H22C 1.2035 0.0472 0.3243 0.246 Uiso calc R 1 . .
C C23 1.0201(11) 0.0682(10) 0.2501(9) 0.164(2) Uani d . 1 . .
H H23A 0.9582 0.1153 0.2004 0.197 Uiso calc R 1 . .
C C24 0.9939(7) 0.0429(7) 0.3525(5) 0.110(3) Uani d . 1 . .
H H24A 1.0632 0.0000 0.4007 0.132 Uiso calc R 1 . .
C C25 0.8671(7) -0.0108(6) 0.3270(5) 0.110(3) Uani d . 1 . .
H H25A 0.7960 0.0328 0.2866 0.132 Uiso calc R 1 . .
H H25B 0.8601 -0.0680 0.2813 0.132 Uiso calc R 1 . .
C C26 0.8618(6) -0.0429(5) 0.4348(5) 0.0893(18) Uani d . 1 . .
H H26A 0.7753 -0.0631 0.4191 0.107 Uiso calc R 1 . .
H H26B 0.9171 -0.0996 0.4639 0.107 Uiso calc R 1 . .
C C27 0.9020(5) 0.0367(4) 0.5217(4) 0.0645(13) Uani d . 1 . .
C C28 0.9620(5) 0.1162(4) 0.5122(4) 0.0692(14) Uani d . 1 . .
C C29 0.9967(6) 0.1337(6) 0.4162(5) 0.0893(19) Uani d . 1 . .
H H29A 0.9377 0.1813 0.3666 0.107 Uiso calc R 1 . .
H H29B 1.0817 0.1619 0.4442 0.107 Uiso calc R 1 . .
C C30 0.8702(4) 0.0187(4) 0.6208(4) 0.0581(12) Uani d . 1 . .
C C31 0.9664(4) 0.0813(4) 0.7182(4) 0.0609(13) Uani d . 1 . .
H H31A 1.0507 0.0599 0.7255 0.073 Uiso calc R 1 . .
C C32 0.9591(5) 0.1894(4) 0.6862(5) 0.0763(16) Uani d . 1 . .
H H32A 0.8724 0.2133 0.6626 0.092 Uiso calc R 1 . .
H H32B 1.0145 0.2281 0.7494 0.092 Uiso calc R 1 . .
C C33 1.0000(5) 0.2002(4) 0.5941(5) 0.0804(16) Uani d . 1 . .
H H33A 1.0923 0.2068 0.6259 0.097 Uiso calc R 1 . .
H H33B 0.9639 0.2606 0.5545 0.097 Uiso calc R 1 . .
C C34 0.8919(6) -0.0900(4) 0.6569(5) 0.0815(16) Uani d . 1 . .
H H34A 0.8284 -0.1304 0.6004 0.098 Uiso calc R 1 . .
H H34B 0.9755 -0.1105 0.6637 0.098 Uiso calc R 1 . .
C C35 0.8836(6) -0.1070(5) 0.7676(5) 0.096(2) Uani d . 1 . .
H H35A 0.7988 -0.0894 0.7599 0.115 Uiso calc R 1 . .
H H35B 0.8969 -0.1763 0.7867 0.115 Uiso calc R 1 . .
C C36 0.9802(6) -0.0478(5) 0.8582(5) 0.0916(19) Uani d . 1 . .
H H36A 1.0648 -0.0696 0.8696 0.110 Uiso calc R 1 . .
H H36B 0.9707 -0.0602 0.9259 0.110 Uiso calc R 1 . .
C C37 0.9695(5) 0.0636(5) 0.8356(4) 0.0731(16) Uani d . 1 . .
C C38 0.7292(4) 0.0467(5) 0.5848(5) 0.0867(17) Uani d . 1 . .
H H38A 0.6762 0.0052 0.5248 0.130 Uiso calc R 1 . .
H H38B 0.7166 0.1143 0.5613 0.130 Uiso calc R 1 . .
H H38C 0.7068 0.0383 0.6459 0.130 Uiso calc R 1 . .
C C39 0.8541(5) 0.1048(6) 0.8505(5) 0.101(2) Uani d . 1 . .
H H39A 0.8626 0.0900 0.9236 0.152 Uiso calc R 1 . .
H H39B 0.7773 0.0753 0.7971 0.152 Uiso calc R 1 . .
H H39C 0.8502 0.1748 0.8400 0.152 Uiso calc R 1 . .
C C40 1.0881(4) 0.1130(5) 0.9177(4) 0.0701(14) Uani d . 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
C20 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 C2 . . 113.2(8) ?
C1 C3 C4 . . 116.6(8) ?
C2 C3 C4 . . 110.5(7) ?
C1 C3 H3A . . 105.1 ?
C2 C3 H3A . . 105.1 ?
C4 C3 H3A . . 105.1 ?
C5 C4 C9 . . 109.9(6) ?
C5 C4 C3 . . 113.5(6) ?
C9 C4 C3 . . 114.0(6) ?
C5 C4 H4A . . 106.3 ?
C9 C4 H4A . . 106.3 ?
C3 C4 H4A . . 106.3 ?
C4 C5 C6 . . 111.6(5) ?
C4 C5 H5A . . 109.3 ?
C6 C5 H5A . . 109.3 ?
C4 C5 H5B . . 109.3 ?
C6 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C7 C6 C5 . . 114.1(5) ?
C7 C6 H6A . . 108.7 ?
C5 C6 H6A . . 108.7 ?
C7 C6 H6B . . 108.7 ?
C5 C6 H6B . . 108.7 ?
H6A C6 H6B . . 107.6 ?
C8 C7 C10 . . 123.1(5) ?
C8 C7 C6 . . 119.2(5) ?
C10 C7 C6 . . 117.7(5) ?
C7 C8 C13 . . 124.5(6) ?
C7 C8 C9 . . 124.7(6) ?
C13 C8 C9 . . 110.8(5) ?
C4 C9 C8 . . 113.4(5) ?
C4 C9 H9A . . 108.9 ?
C8 C9 H9A . . 108.9 ?
C4 C9 H9B . . 108.9 ?
C8 C9 H9B . . 108.9 ?
H9A C9 H9B . . 107.7 ?
C7 C10 C14 . . 112.0(5) ?
C7 C10 C11 . . 107.6(4) ?
C14 C10 C11 . . 106.9(4) ?
C7 C10 C18 . . 107.3(5) ?
C14 C10 C18 . . 108.3(5) ?
C11 C10 C18 . . 114.7(5) ?
C10 C11 C12 . . 110.8(4) ?
C10 C11 C17 . . 116.8(4) ?
C12 C11 C17 . . 113.7(5) ?
C10 C11 H11A . . 104.8 ?
C12 C11 H11A . . 104.8 ?
C17 C11 H11A . . 104.8 ?
C13 C12 C11 . . 109.2(5) ?
C13 C12 H12A . . 109.8 ?
C11 C12 H12A . . 109.8 ?
C13 C12 H12B . . 109.8 ?
C11 C12 H12B . . 109.8 ?
H12A C12 H12B . . 108.3 ?
C8 C13 C12 . . 112.9(5) ?
C8 C13 H13A . . 109.0 ?
C12 C13 H13A . . 109.0 ?
C8 C13 H13B . . 109.0 ?
C12 C13 H13B . . 109.0 ?
H13A C13 H13B . . 107.8 ?
C10 C14 C15 . . 114.8(5) ?
C10 C14 H14A . . 108.6 ?
C15 C14 H14A . . 108.6 ?
C10 C14 H14B . . 108.6 ?
C15 C14 H14B . . 108.6 ?
H14A C14 H14B . . 107.5 ?
C16 C15 C14 . . 111.0(5) ?
C16 C15 H15A . . 109.4 ?
C14 C15 H15A . . 109.4 ?
C16 C15 H15B . . 109.4 ?
C14 C15 H15B . . 109.4 ?
H15A C15 H15B . . 108.0 ?
C15 C16 C17 . . 112.9(5) ?
C15 C16 H16A . . 109.0 ?
C17 C16 H16A . . 109.0 ?
C15 C16 H16B . . 109.0 ?
C17 C16 H16B . . 109.0 ?
H16A C16 H16B . . 107.8 ?
C20 C17 C16 . . 108.2(5) ?
C20 C17 C19 . . 107.6(5) ?
C16 C17 C19 . . 113.5(5) ?
C20 C17 C11 . . 105.6(4) ?
C16 C17 C11 . . 106.8(5) ?
C19 C17 C11 . . 114.7(5) ?
C10 C18 H18A . . 109.5 ?
C10 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C10 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
O1 C20 O2 . . 120.6(5) ?
O1 C20 C17 . . 122.6(5) ?
O2 C20 C17 . . 116.8(5) ?
C40 O4 H4B . . 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 C24 . . 112.2(9) ?
C22 C23 C21 . . 95.9(9) ?
C24 C23 C21 . . 110.4(9) ?
C22 C23 H23A . . 112.5 ?
C24 C23 H23A . . 112.5 ?
C21 C23 H23A . . 112.5 ?
C29 C24 C25 . . 107.9(5) ?
C29 C24 C23 . . 110.7(8) ?
C25 C24 C23 . . 115.4(7) ?
C29 C24 H24A . . 107.5 ?
C25 C24 H24A . . 107.5 ?
C23 C24 H24A . . 107.5 ?
C26 C25 C24 . . 109.8(5) ?
C26 C25 H25A . . 109.7 ?
C24 C25 H25A . . 109.7 ?
C26 C25 H25B . . 109.7 ?
C24 C25 H25B . . 109.7 ?
H25A C25 H25B . . 108.2 ?
C27 C26 C25 . . 113.5(6) ?
C27 C26 H26A . . 108.9 ?
C25 C26 H26A . . 108.9 ?
C27 C26 H26B . . 108.9 ?
C25 C26 H26B . . 108.9 ?
H26A C26 H26B . . 107.7 ?
C28 C27 C26 . . 121.1(5) ?
C28 C27 C30 . . 122.7(5) ?
C26 C27 C30 . . 116.2(5) ?
C27 C28 C33 . . 123.5(5) ?
C27 C28 C29 . . 123.2(6) ?
C33 C28 C29 . . 113.2(5) ?
C24 C29 C28 . . 113.8(6) ?
C24 C29 H29A . . 108.8 ?
C28 C29 H29A . . 108.8 ?
C24 C29 H29B . . 108.8 ?
C28 C29 H29B . . 108.8 ?
H29A C29 H29B . . 107.7 ?
C27 C30 C38 . . 107.3(4) ?
C27 C30 C34 . . 110.8(4) ?
C38 C30 C34 . . 110.3(4) ?
C27 C30 C31 . . 106.6(4) ?
C38 C30 C31 . . 114.4(4) ?
C34 C30 C31 . . 107.3(4) ?
C32 C31 C30 . . 111.0(4) ?
C32 C31 C37 . . 113.7(4) ?
C30 C31 C37 . . 117.2(4) ?
C32 C31 H31A . . 104.5 ?
C30 C31 H31A . . 104.5 ?
C37 C31 H31A . . 104.5 ?
C33 C32 C31 . . 108.9(5) ?
C33 C32 H32A . . 109.9 ?
C31 C32 H32A . . 109.9 ?
C33 C32 H32B . . 109.9 ?
C31 C32 H32B . . 109.9 ?
H32A C32 H32B . . 108.3 ?
C32 C33 C28 . . 115.1(4) ?
C32 C33 H33A . . 108.5 ?
C28 C33 H33A . . 108.5 ?
C32 C33 H33B . . 108.5 ?
C28 C33 H33B . . 108.5 ?
H33A C33 H33B . . 107.5 ?
C35 C34 C30 . . 112.1(5) ?
C35 C34 H34A . . 109.2 ?
C30 C34 H34A . . 109.2 ?
C35 C34 H34B . . 109.2 ?
C30 C34 H34B . . 109.2 ?
H34A C34 H34B . . 107.9 ?
C36 C35 C34 . . 111.7(5) ?
C36 C35 H35A . . 109.3 ?
C34 C35 H35A . . 109.3 ?
C36 C35 H35B . . 109.3 ?
C34 C35 H35B . . 109.3 ?
H35A C35 H35B . . 107.9 ?
C35 C36 C37 . . 113.7(5) ?
C35 C36 H36A . . 108.8 ?
C37 C36 H36A . . 108.8 ?
C35 C36 H36B . . 108.8 ?
C37 C36 H36B . . 108.8 ?
H36A C36 H36B . . 107.7 ?
C40 C37 C39 . . 108.5(5) ?
C40 C37 C36 . . 108.9(5) ?
C39 C37 C36 . . 109.6(5) ?
C40 C37 C31 . . 106.9(4) ?
C39 C37 C31 . . 114.7(5) ?
C36 C37 C31 . . 108.2(5) ?
C30 C38 H38A . . 109.5 ?
C30 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C30 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
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 C40 O4 . . 121.8(5) ?
O3 C40 C37 . . 121.7(5) ?
O4 C40 C37 . . 116.5(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 C20 . 1.228(6) ?
O2 C20 . 1.280(6) ?
O2 H2D . 0.8200 ?
C1 C3 . 1.404(12) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 C3 . 1.548(11) ?
C2 H2A . 0.9600 ?
C2 H2B . 0.9600 ?
C2 H2C . 0.9600 ?
C3 C4 . 1.549(10) ?
C3 H3A . 0.9800 ?
C4 C5 . 1.491(9) ?
C4 C9 . 1.513(9) ?
C4 H4A . 0.9800 ?
C5 C6 . 1.517(9) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.515(8) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.333(7) ?
C7 C10 . 1.504(8) ?
C8 C13 . 1.514(8) ?
C8 C9 . 1.515(9) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C14 . 1.521(8) ?
C10 C11 . 1.545(7) ?
C10 C18 . 1.556(7) ?
C11 C12 . 1.547(8) ?
C11 C17 . 1.591(8) ?
C11 H11A . 0.9800 ?
C12 C13 . 1.522(9) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C15 . 1.527(9) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 C16 . 1.496(8) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.534(8) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C20 . 1.508(8) ?
C17 C19 . 1.544(8) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
O3 C40 . 1.221(6) ?
O4 C40 . 1.304(6) ?
O4 H4B . 0.8200 ?
C21 C23 . 1.559(16) ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 C23 . 1.400(14) ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
C23 C24 . 1.557(11) ?
C23 H23A . 0.9800 ?
C24 C29 . 1.490(11) ?
C24 C25 . 1.539(11) ?
C24 H24A . 0.9800 ?
C25 C26 . 1.529(9) ?
C25 H25A . 0.9700 ?
C25 H25B . 0.9700 ?
C26 C27 . 1.508(8) ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C27 C28 . 1.317(7) ?
C27 C30 . 1.534(7) ?
C28 C33 . 1.511(8) ?
C28 C29 . 1.513(7) ?
C29 H29A . 0.9700 ?
C29 H29B . 0.9700 ?
C30 C38 . 1.539(7) ?
C30 C34 . 1.539(8) ?
C30 C31 . 1.558(7) ?
C31 C32 . 1.521(8) ?
C31 C37 . 1.571(7) ?
C31 H31A . 0.9800 ?
C32 C33 . 1.499(8) ?
C32 H32A . 0.9700 ?
C32 H32B . 0.9700 ?
C33 H33A . 0.9700 ?
C33 H33B . 0.9700 ?
C34 C35 . 1.539(9) ?
C34 H34A . 0.9700 ?
C34 H34B . 0.9700 ?
C35 C36 . 1.488(9) ?
C35 H35A . 0.9700 ?
C35 H35B . 0.9700 ?
C36 C37 . 1.538(9) ?
C36 H36A . 0.9700 ?
C36 H36B . 0.9700 ?
C37 C40 . 1.503(7) ?
C37 C39 . 1.532(7) ?
C38 H38A . 0.9600 ?
C38 H38B . 0.9600 ?
C38 H38C . 0.9600 ?
C39 H39A . 0.9600 ?
C39 H39B . 0.9600 ?
C39 H39C . 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_747 0.82 1.82 2.632(6) 170 y
O4 H4B O1 2_757 0.82 1.82 2.638(6) 173 y
