#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/23/4112360.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_4112360
loop_
_publ_author_name
'Dario Braga'
'Shuang Chen'
'Heather Filson'
'Lucia Maini'
'Matthew R. Netherton'
'Brian O. Patrick'
'John R. Scheffer'
'Carl Scott'
'Wujiong Xia'
_publ_contact_author_address
;
   Department of Chemistry
   The University of British Columbia
   2036 Main Mall
   Vancouver, BC V6T 1Z1
;
_publ_contact_author_email       ' scheffer@chem.ubc.ca '
_publ_contact_author_fax         ' 604-822-2847 '
_publ_contact_author_name        ' Dr John R. Scheffer'
_publ_contact_author_phone       ' 604-822-3496 '
_publ_section_title
;
 1,4-Hydroxybiradical Behavior Revealed through Crystal
 Structure-Solid-State Reactivity Correlations
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3511
_journal_page_last               3520
_journal_paper_doi               10.1021/ja039076w
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C20 H24 O '
_chemical_formula_sum            'C20 H24 O'
_chemical_formula_weight         280.41
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                99.52(3)
_cell_angle_beta                 109.01(4)
_cell_angle_gamma                62.27(2)
_cell_formula_units_Z            2
_cell_length_a                   10.898(4)
_cell_length_b                   11.213(2)
_cell_length_c                   7.218(6)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    294.2
_cell_measurement_theta_max      18.5
_cell_measurement_theta_min      12.7
_cell_volume                     738.1(7)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan (MSC, 1992-1997)'
_computing_publication_material  'teXsan (MSC, 1992-1997)'
_computing_structure_refinement  'teXsan (MSC, 1992-1997)'
_computing_structure_solution
;
SIR97 (Altomare, et. al. 1998)
;
_diffrn_ambient_temperature      294.2
_diffrn_measurement_device_type  'Rigaku AFC6S'
_diffrn_measurement_method       'ω - 2θ'
_diffrn_orient_matrix_UB_11      0.03039
_diffrn_orient_matrix_UB_12      -0.09630
_diffrn_orient_matrix_UB_13      0.02474
_diffrn_orient_matrix_UB_21      -0.09939
_diffrn_orient_matrix_UB_22      0.02413
_diffrn_orient_matrix_UB_23      0.00554
_diffrn_orient_matrix_UB_31      -0.02989
_diffrn_orient_matrix_UB_32      -0.01728
_diffrn_orient_matrix_UB_33      -0.14434
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.02276
_diffrn_reflns_av_sigmaI/netI    0.090
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4513
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.20
_diffrn_standards_decay_%        -0.74
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.931
_exptl_absorpt_correction_type
;
\y scans (North,Phillips & Matthews, 1968)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_description       prism
_exptl_crystal_F_000             304.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.50
_refine_diff_density_max         0.10
_refine_diff_density_min         -0.11
_refine_ls_extinction_coef       0.0000076(8)
_refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.'
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_all   1.720
_refine_ls_goodness_of_fit_ref   2.151
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1278
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0590
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00006|Fo|²]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0553
_refine_ls_wR_factor_ref         0.0501
_reflns_number_gt                2345
_reflns_number_total             4305
_reflns_threshold_expression     I>3.00σ(I)
_cod_data_source_file            ja039076wsi20031015_043604_06.cif
_cod_data_source_block           13c
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C20 H24 O '
_cod_database_code               4112360
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   -y,   -z'
loop_
_atom_site_label
_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_calc_flag
O(1) 0.2184(1) 0.0477(1) 0.6394(2) 0.0426(4) 1.000 Uani d
C(1) 0.1917(2) 0.1367(2) 0.7628(2) 0.0295(5) 1.000 Uani d
C(2) 0.0519(2) 0.1924(2) 0.8228(2) 0.0274(5) 1.000 Uani d
C(3) -0.0654(2) 0.1633(2) 0.6616(3) 0.0339(5) 1.000 Uani d
C(4) -0.1047(2) 0.2332(2) 0.4698(3) 0.0399(6) 1.000 Uani d
C(5) -0.1635(2) 0.3855(2) 0.5043(3) 0.0388(5) 1.000 Uani d
C(6) -0.0491(2) 0.4161(2) 0.6648(3) 0.0361(5) 1.000 Uani d
C(7) -0.0112(2) 0.3478(2) 0.8561(2) 0.0287(5) 1.000 Uani d
C(8) -0.1490(2) 0.3997(2) 0.9192(3) 0.0363(5) 1.000 Uani d
C(9) -0.2642(2) 0.3697(2) 0.7593(3) 0.0389(6) 1.000 Uani d
C(10) -0.3002(2) 0.4390(2) 0.5704(3) 0.0433(6) 1.000 Uani d
C(11) -0.2051(2) 0.2169(2) 0.7217(3) 0.0418(6) 1.000 Uani d
C(12) 0.0978(2) 0.1141(2) 1.0108(3) 0.0388(6) 1.000 Uani d
C(13) 0.1997(2) 0.1417(2) 1.1947(3) 0.0438(6) 1.000 Uani d
C(14) 0.3532(2) 0.0947(2) 1.1878(3) 0.0465(6) 1.000 Uani d
C(15) 0.3748(2) 0.1735(2) 1.0605(3) 0.0358(5) 1.000 Uani d
C(16) 0.4788(2) 0.2225(2) 1.1376(3) 0.0471(6) 1.000 Uani d
C(17) 0.5071(2) 0.2874(2) 1.0220(4) 0.0527(7) 1.000 Uani d
C(18) 0.4346(2) 0.3027(2) 0.8251(3) 0.0499(7) 1.000 Uani d
C(19) 0.3334(2) 0.2532(2) 0.7453(3) 0.0405(6) 1.000 Uani d
C(20) 0.3011(2) 0.1909(2) 0.8611(3) 0.0308(5) 1.000 Uani d
H(1) -0.0290 0.0659 0.6376 0.041 1.000 Uiso c
H(2) -0.0183 0.2000 0.4255 0.048 1.000 Uiso c
H(3) -0.1786 0.2130 0.3695 0.048 1.000 Uiso c
H(4) -0.1862 0.4294 0.3829 0.047 1.000 Uiso c
H(5) -0.0867 0.5138 0.6874 0.043 1.000 Uiso c
H(6) 0.0383 0.3827 0.6224 0.043 1.000 Uiso c
H(7) 0.0605 0.3701 0.9580 0.034 1.000 Uiso c
H(8) -0.1864 0.4972 0.9429 0.044 1.000 Uiso c
H(9) -0.1263 0.3551 1.0401 0.044 1.000 Uiso c
H(10) -0.3515 0.4028 0.8016 0.047 1.000 Uiso c
H(11) -0.3366 0.5365 0.5939 0.052 1.000 Uiso c
H(12) -0.3742 0.4200 0.4681 0.052 1.000 Uiso c
H(13) -0.2774 0.1977 0.6163 0.050 1.000 Uiso c
H(14) -0.1846 0.1724 0.8415 0.050 1.000 Uiso c
H(15) 0.0092 0.1346 1.0430 0.046 1.000 Uiso c
H(16) 0.1450 0.0179 0.9788 0.046 1.000 Uiso c
H(17) 0.1585 0.2393 1.2192 0.053 1.000 Uiso c
H(18) 0.2045 0.0966 1.3039 0.053 1.000 Uiso c
H(19) 0.3879 0.0010 1.1400 0.056 1.000 Uiso c
H(20) 0.4123 0.0985 1.3221 0.056 1.000 Uiso c
H(21) 0.5326 0.2103 1.2770 0.056 1.000 Uiso c
H(22) 0.5787 0.3227 1.0798 0.063 1.000 Uiso c
H(23) 0.4547 0.3485 0.7423 0.060 1.000 Uiso c
H(24) 0.2837 0.2621 0.6044 0.049 1.000 Uiso c
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 40 0.002 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0 48 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O 0 2 0.008 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-3 -2 2
-1 -3 1
-2 -3 1
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
O(1) C(1) C(2) 121.6(2) yes
O(1) C(1) C(20) 118.6(2) yes
C(2) C(1) C(20) 119.7(2) yes
C(1) C(2) C(3) 110.9(1) yes
C(1) C(2) C(7) 111.4(1) yes
C(1) C(2) C(12) 103.9(1) yes
C(3) C(2) C(7) 107.3(1) yes
C(3) C(2) C(12) 110.2(1) yes
C(7) C(2) C(12) 113.3(1) yes
C(2) C(3) C(4) 110.7(1) yes
C(2) C(3) C(11) 111.2(1) yes
C(2) C(3) H(1) 109.3 no
C(4) C(3) C(11) 107.1(2) yes
C(4) C(3) H(1) 109.2 no
C(11) C(3) H(1) 109.3 no
C(3) C(4) C(5) 109.9(1) yes
C(3) C(4) H(2) 109.4 no
C(3) C(4) H(3) 109.4 no
C(5) C(4) H(2) 109.4 no
C(5) C(4) H(3) 109.3 no
H(2) C(4) H(3) 109.5 no
C(4) C(5) C(6) 109.1(1) yes
C(4) C(5) C(10) 109.9(2) yes
C(4) C(5) H(4) 109.6 no
C(6) C(5) C(10) 109.0(2) yes
C(6) C(5) H(4) 109.6 no
C(10) C(5) H(4) 109.6 no
C(5) C(6) C(7) 110.6(1) yes
C(5) C(6) H(5) 109.2 no
C(5) C(6) H(6) 109.2 no
C(7) C(6) H(5) 109.2 no
C(7) C(6) H(6) 109.2 no
H(5) C(6) H(6) 109.4 no
C(2) C(7) C(6) 109.6(1) yes
C(2) C(7) C(8) 110.0(1) yes
C(2) C(7) H(7) 109.5 no
C(6) C(7) C(8) 108.6(1) yes
C(6) C(7) H(7) 109.5 no
C(8) C(7) H(7) 109.5 no
C(7) C(8) C(9) 110.4(1) yes
C(7) C(8) H(8) 109.2 no
C(7) C(8) H(9) 109.2 no
C(9) C(8) H(8) 109.2 no
C(9) C(8) H(9) 109.2 no
H(8) C(8) H(9) 109.5 no
C(8) C(9) C(10) 109.5(1) yes
C(8) C(9) C(11) 109.1(2) yes
C(8) C(9) H(10) 109.7 no
C(10) C(9) C(11) 109.1(2) yes
C(10) C(9) H(10) 109.7 no
C(11) C(9) H(10) 109.7 no
C(5) C(10) C(9) 109.3(2) yes
C(5) C(10) H(11) 109.5 no
C(5) C(10) H(12) 109.5 no
C(9) C(10) H(11) 109.5 no
C(9) C(10) H(12) 109.5 no
H(11) C(10) H(12) 109.5 no
C(3) C(11) C(9) 110.1(1) yes
C(3) C(11) H(13) 109.3 no
C(3) C(11) H(14) 109.3 no
C(9) C(11) H(13) 109.3 no
C(9) C(11) H(14) 109.3 no
H(13) C(11) H(14) 109.5 no
C(2) C(12) C(13) 118.3(2) yes
C(2) C(12) H(15) 107.2 no
C(2) C(12) H(16) 107.2 no
C(13) C(12) H(15) 107.2 no
C(13) C(12) H(16) 107.2 no
H(15) C(12) H(16) 109.4 no
C(12) C(13) C(14) 116.0(2) yes
C(12) C(13) H(17) 107.8 no
C(12) C(13) H(18) 107.9 no
C(14) C(13) H(17) 107.8 no
C(14) C(13) H(18) 107.9 no
H(17) C(13) H(18) 109.5 no
C(13) C(14) C(15) 116.8(2) yes
C(13) C(14) H(19) 107.5 no
C(13) C(14) H(20) 107.6 no
C(15) C(14) H(19) 107.7 no
C(15) C(14) H(20) 107.7 no
H(19) C(14) H(20) 109.4 no
C(14) C(15) C(16) 120.2(2) yes
C(14) C(15) C(20) 121.7(2) yes
C(16) C(15) C(20) 118.0(2) yes
C(15) C(16) C(17) 121.5(2) yes
C(15) C(16) H(21) 119.3 no
C(17) C(16) H(21) 119.2 no
C(16) C(17) C(18) 119.9(2) yes
C(16) C(17) H(22) 120.1 no
C(18) C(17) H(22) 120.0 no
C(17) C(18) C(19) 119.5(2) yes
C(17) C(18) H(23) 120.2 no
C(19) C(18) H(23) 120.3 no
C(18) C(19) C(20) 121.1(2) yes
C(18) C(19) H(24) 119.4 no
C(20) C(19) H(24) 119.5 no
C(1) C(20) C(15) 121.9(2) yes
C(1) C(20) C(19) 118.0(2) yes
C(15) C(20) C(19) 119.9(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.217(2) yes
C(1) C(2) 1.535(2) yes
C(1) C(20) 1.508(2) yes
C(2) C(3) 1.545(2) yes
C(2) C(7) 1.556(2) yes
C(2) C(12) 1.550(2) yes
C(3) C(4) 1.540(3) yes
C(3) C(11) 1.536(3) yes
C(3) H(1) 0.98 no
C(4) C(5) 1.528(3) yes
C(4) H(2) 0.98 no
C(4) H(3) 0.98 no
C(5) C(6) 1.530(3) yes
C(5) C(10) 1.531(3) yes
C(5) H(4) 0.98 no
C(6) C(7) 1.532(2) yes
C(6) H(5) 0.98 no
C(6) H(6) 0.98 no
C(7) C(8) 1.532(2) yes
C(7) H(7) 0.98 no
C(8) C(9) 1.530(2) yes
C(8) H(8) 0.98 no
C(8) H(9) 0.98 no
C(9) C(10) 1.528(3) yes
C(9) C(11) 1.535(3) yes
C(9) H(10) 0.98 no
C(10) H(11) 0.98 no
C(10) H(12) 0.98 no
C(11) H(13) 0.98 no
C(11) H(14) 0.98 no
C(12) C(13) 1.521(3) yes
C(12) H(15) 0.98 no
C(12) H(16) 0.98 no
C(13) C(14) 1.518(3) yes
C(13) H(17) 0.98 no
C(13) H(18) 0.98 no
C(14) C(15) 1.511(3) yes
C(14) H(19) 0.98 no
C(14) H(20) 0.98 no
C(15) C(16) 1.401(3) yes
C(15) C(20) 1.396(2) yes
C(16) C(17) 1.378(3) yes
C(16) H(21) 0.98 no
C(17) C(18) 1.378(3) yes
C(17) H(22) 0.98 no
C(18) C(19) 1.381(3) yes
C(18) H(23) 0.98 no
C(19) C(20) 1.387(2) yes
C(19) H(24) 0.98 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O(1) C(16) 3.393(2) 2_657 no
O(1) C(13) 3.457(2) 1_554 no
O(1) C(3) 3.565(2) 2_556 no
O(1) C(11) 3.635(2) 2_556 no
C(10) C(10) 3.729(4) 2_466 no
C(14) C(20) 3.720(3) 2_657 no
C(15) C(15) 3.727(4) 2_657 no
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_publ_flag
O(1) C(1) C(2) C(3) -21.4(2) no
O(1) C(1) C(2) C(7) -140.8(2) no
O(1) C(1) C(2) C(12) 96.9(2) no
O(1) C(1) C(20) C(15) -114.1(2) no
O(1) C(1) C(20) C(19) 62.4(2) no
C(1) C(2) C(3) C(4) -61.9(2) no
C(1) C(2) C(3) C(11) 179.2(1) no
C(1) C(2) C(3) H(1) 58.5(2) no
C(1) C(2) C(7) C(6) 61.6(2) no
C(1) C(2) C(7) C(8) -179.0(1) no
C(1) C(2) C(7) H(7) -58.6(2) no
C(1) C(2) C(12) C(13) 68.1(2) no
C(1) C(2) C(12) H(15) -170.6(2) no
C(1) C(2) C(12) H(16) -53.2(2) no
C(1) C(20) C(15) C(14) 2.3(3) no
C(1) C(20) C(15) C(16) 177.5(2) no
C(1) C(20) C(19) C(18) -178.7(2) no
C(1) C(20) C(19) H(24) 1.2(3) no
C(2) C(1) C(20) C(15) 64.6(2) no
C(2) C(1) C(20) C(19) -118.9(2) no
C(2) C(3) C(4) C(5) -60.4(2) no
C(2) C(3) C(4) H(2) 59.7(2) no
C(2) C(3) C(4) H(3) 179.6(2) no
C(2) C(3) C(11) C(9) 59.5(2) no
C(2) C(3) C(11) H(13) 179.5(2) no
C(2) C(3) C(11) H(14) -60.7(2) no
C(2) C(7) C(6) C(5) 61.1(2) no
C(2) C(7) C(6) H(5) -178.7(1) no
C(2) C(7) C(6) H(6) -59.1(2) no
C(2) C(7) C(8) C(9) -61.3(2) no
C(2) C(7) C(8) H(8) 178.6(1) no
C(2) C(7) C(8) H(9) 58.9(2) no
C(2) C(12) C(13) C(14) -68.5(2) no
C(2) C(12) C(13) H(17) 52.4(2) no
C(2) C(12) C(13) H(18) 170.5(2) no
C(3) C(2) C(1) C(20) 159.9(1) no
C(3) C(2) C(7) C(6) -59.8(2) no
C(3) C(2) C(7) C(8) 59.5(2) no
C(3) C(2) C(7) H(7) 179.9(1) no
C(3) C(2) C(12) C(13) -173.1(2) no
C(3) C(2) C(12) H(15) -51.8(2) no
C(3) C(2) C(12) H(16) 65.6(2) no
C(3) C(4) C(5) C(6) 58.6(2) no
C(3) C(4) C(5) C(10) -60.9(2) no
C(3) C(4) C(5) H(4) 178.6(2) no
C(3) C(11) C(9) C(8) -58.1(2) no
C(3) C(11) C(9) C(10) 61.6(2) no
C(3) C(11) C(9) H(10) -178.2(2) no
C(4) C(3) C(2) C(7) 59.9(2) no
C(4) C(3) C(2) C(12) -176.3(1) no
C(4) C(3) C(11) C(9) -61.6(2) no
C(4) C(3) C(11) H(13) 58.5(2) no
C(4) C(3) C(11) H(14) 178.3(2) no
C(4) C(5) C(6) C(7) -59.7(2) no
C(4) C(5) C(6) H(5) -179.9(2) no
C(4) C(5) C(6) H(6) 60.5(2) no
C(4) C(5) C(10) C(9) 59.3(2) no
C(4) C(5) C(10) H(11) 179.3(2) no
C(4) C(5) C(10) H(12) -60.7(2) no
C(5) C(4) C(3) C(11) 61.0(2) no
C(5) C(4) C(3) H(1) 179.3(2) no
C(5) C(6) C(7) C(8) -59.1(2) no
C(5) C(6) C(7) H(7) -178.7(1) no
C(5) C(10) C(9) C(8) 60.2(2) no
C(5) C(10) C(9) C(11) -59.2(2) no
C(5) C(10) C(9) H(10) -179.4(2) no
C(6) C(5) C(4) H(2) -61.5(2) no
C(6) C(5) C(4) H(3) 178.6(2) no
C(6) C(5) C(10) C(9) -60.2(2) no
C(6) C(5) C(10) H(11) 59.8(2) no
C(6) C(5) C(10) H(12) 179.8(2) no
C(6) C(7) C(2) C(12) 178.3(1) no
C(6) C(7) C(8) C(9) 58.7(2) no
C(6) C(7) C(8) H(8) -61.5(2) no
C(6) C(7) C(8) H(9) 178.8(1) no
C(7) C(2) C(1) C(20) 40.5(2) no
C(7) C(2) C(3) C(11) -59.0(2) no
C(7) C(2) C(3) H(1) -179.7(1) no
C(7) C(2) C(12) C(13) -52.9(2) no
C(7) C(2) C(12) H(15) 68.4(2) no
C(7) C(2) C(12) H(16) -174.2(1) no
C(7) C(6) C(5) C(10) 60.3(2) no
C(7) C(6) C(5) H(4) -179.7(2) no
C(7) C(8) C(9) C(10) -59.9(2) no
C(7) C(8) C(9) C(11) 59.5(2) no
C(7) C(8) C(9) H(10) 179.7(2) no
C(8) C(7) C(2) C(12) -62.4(2) no
C(8) C(7) C(6) H(5) 61.1(2) no
C(8) C(7) C(6) H(6) -179.3(1) no
C(8) C(9) C(10) H(11) -59.8(2) no
C(8) C(9) C(10) H(12) -179.9(2) no
C(8) C(9) C(11) H(13) -178.1(2) no
C(8) C(9) C(11) H(14) 62.0(2) no
C(9) C(8) C(7) H(7) 178.3(2) no
C(9) C(10) C(5) H(4) 179.8(2) no
C(9) C(11) C(3) H(1) -179.8(2) no
C(10) C(5) C(4) H(2) 179.1(2) no
C(10) C(5) C(4) H(3) 59.2(2) no
C(10) C(5) C(6) H(5) -59.9(2) no
C(10) C(5) C(6) H(6) -179.5(2) no
C(10) C(9) C(8) H(8) 60.3(2) no
C(10) C(9) C(8) H(9) 180.0(2) no
C(10) C(9) C(11) H(13) -58.5(2) no
C(10) C(9) C(11) H(14) -178.3(2) no
C(11) C(3) C(2) C(12) 64.7(2) no
C(11) C(3) C(4) H(2) -178.9(2) no
C(11) C(3) C(4) H(3) -59.0(2) no
C(11) C(9) C(8) H(8) 179.7(2) no
C(11) C(9) C(8) H(9) -60.7(2) no
C(11) C(9) C(10) H(11) -179.2(2) no
C(11) C(9) C(10) H(12) 60.8(2) no
C(12) C(2) C(1) C(20) -81.8(2) no
C(12) C(2) C(3) H(1) -56.0(2) no
C(12) C(2) C(7) H(7) 58.1(2) no
C(12) C(13) C(14) C(15) 72.1(2) no
C(12) C(13) C(14) H(19) -49.0(2) no
C(12) C(13) C(14) H(20) -166.8(2) no
C(13) C(14) C(15) C(16) 128.2(2) no
C(13) C(14) C(15) C(20) -56.8(3) no
C(14) C(13) C(12) H(15) 170.2(2) no
C(14) C(13) C(12) H(16) 52.8(2) no
C(14) C(15) C(16) C(17) 176.0(2) no
C(14) C(15) C(16) H(21) -4.1(3) no
C(14) C(15) C(20) C(19) -174.1(2) no
C(15) C(14) C(13) H(17) -48.8(2) no
C(15) C(14) C(13) H(18) -166.8(2) no
C(15) C(16) C(17) C(18) -1.4(3) no
C(15) C(16) C(17) H(22) 178.6(2) no
C(15) C(20) C(19) C(18) -2.2(3) no
C(15) C(20) C(19) H(24) 177.8(2) no
C(16) C(15) C(14) H(19) -110.8(2) no
C(16) C(15) C(14) H(20) 7.1(3) no
C(16) C(15) C(20) C(19) 1.1(3) no
C(16) C(17) C(18) C(19) 0.3(3) no
C(16) C(17) C(18) H(23) -179.8(2) no
C(17) C(16) C(15) C(20) 0.7(3) no
C(17) C(18) C(19) C(20) 1.5(3) no
C(17) C(18) C(19) H(24) -178.5(2) no
C(18) C(17) C(16) H(21) 178.6(2) no
C(19) C(18) C(17) H(22) -179.7(2) no
C(20) C(15) C(14) H(19) 64.3(2) no
C(20) C(15) C(14) H(20) -177.8(2) no
C(20) C(15) C(16) H(21) -179.3(2) no
C(20) C(19) C(18) H(23) -178.4(2) no
H(1) C(3) C(4) H(2) -60.7(2) no
H(1) C(3) C(4) H(3) 59.3(2) no
H(1) C(3) C(11) H(13) -59.7(2) no
H(1) C(3) C(11) H(14) 60.1(2) no
H(2) C(4) C(5) H(4) 58.5(2) no
H(3) C(4) C(5) H(4) -61.4(2) no
H(4) C(5) C(6) H(5) 60.1(2) no
H(4) C(5) C(6) H(6) -59.5(2) no
H(4) C(5) C(10) H(11) -60.2(2) no
H(4) C(5) C(10) H(12) 59.8(2) no
H(5) C(6) C(7) H(7) -58.5(2) no
H(6) C(6) C(7) H(7) 61.1(2) no
H(7) C(7) C(8) H(8) 58.1(2) no
H(7) C(7) C(8) H(9) -61.6(2) no
H(8) C(8) C(9) H(10) -60.2(2) no
H(9) C(8) C(9) H(10) 59.5(2) no
H(10) C(9) C(10) H(11) 60.6(2) no
H(10) C(9) C(10) H(12) -59.4(2) no
H(10) C(9) C(11) H(13) 61.7(2) no
H(10) C(9) C(11) H(14) -58.1(2) no
H(15) C(12) C(13) H(17) -68.9(2) no
H(15) C(12) C(13) H(18) 49.2(2) no
H(16) C(12) C(13) H(17) 173.6(2) no
H(16) C(12) C(13) H(18) -68.3(2) no
H(17) C(13) C(14) H(19) -169.9(2) no
H(17) C(13) C(14) H(20) 72.3(2) no
H(18) C(13) C(14) H(19) 72.0(2) no
H(18) C(13) C(14) H(20) -45.7(2) no
H(21) C(16) C(17) H(22) -1.4(3) no
H(22) C(17) C(18) H(23) 0.2(4) no
H(23) C(18) C(19) H(24) 1.6(4) no
