#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/11/23/4112361.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_4112361
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         'C21 H26 O '
_chemical_formula_sum            'C21 H26 O'
_chemical_formula_weight         294.44
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      33
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.318(4)
_cell_length_b                   8.282(2)
_cell_length_c                   10.045(1)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    294.2
_cell_measurement_theta_max      56.0
_cell_measurement_theta_min      48.1
_cell_volume                     1607.1(5)
_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      -0.05111
_diffrn_orient_matrix_UB_12      0.01312
_diffrn_orient_matrix_UB_13      -0.01138
_diffrn_orient_matrix_UB_21      -0.00672
_diffrn_orient_matrix_UB_22      -0.11745
_diffrn_orient_matrix_UB_23      0.01930
_diffrn_orient_matrix_UB_31      -0.00467
_diffrn_orient_matrix_UB_32      0.02476
_diffrn_orient_matrix_UB_33      0.09700
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.00000
_diffrn_reflns_av_sigmaI/netI    0.040
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1903
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         77.88
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        -2.76
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.550
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.686
_exptl_absorpt_correction_type
;
\y scans (North,Phillips & Matthews, 1968)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       prism
_exptl_crystal_F_000             640.00
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.17
_refine_ls_extinction_coef       0.0000198(7)
_refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.'
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_all   3.495
_refine_ls_goodness_of_fit_ref   3.676
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     199
_refine_ls_number_reflns         1564
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00001|Fo|²]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0496
_refine_ls_wR_factor_ref         0.0494
_reflns_number_gt                1564
_reflns_number_total             1903
_reflns_threshold_expression     I>3.00σ(I)
_cod_data_source_file            ja039076wsi20031015_043604_07.cif
_cod_data_source_block           13d
_cod_original_cell_volume        1607.1(4)
_cod_original_sg_symbol_H-M      'P n a 21 '
_cod_original_formula_sum        'C21 H26 O '
_cod_database_code               4112361
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   -y,1/2+z'
1/2-x,1/2+y,1/2+z
'1/2+x,1/2-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) 0.9152(1) 0.6800(2) 0.1269 0.0620(7) 1.000 Uani d
C(1) 0.9145(1) 0.6428(3) 0.2424(4) 0.0381(7) 1.000 Uani d
C(2) 0.8879(1) 0.4798(3) 0.2915(4) 0.0368(6) 1.000 Uani d
C(3) 0.8571(1) 0.3791(3) 0.1755(4) 0.0452(7) 1.000 Uani d
C(4) 0.7931(2) 0.4638(4) 0.1160(4) 0.0579(9) 1.000 Uani d
C(5) 0.7379(2) 0.4858(4) 0.2228(5) 0.064(1) 1.000 Uani d
C(6) 0.7678(1) 0.5856(4) 0.3368(5) 0.0589(9) 1.000 Uani d
C(7) 0.8306(1) 0.4979(4) 0.3973(4) 0.0461(7) 1.000 Uani d
C(8) 0.8064(2) 0.3314(4) 0.4479(4) 0.0575(9) 1.000 Uani d
C(9) 0.7777(2) 0.2330(4) 0.3317(5) 0.0630(9) 1.000 Uani d
C(10) 0.7146(2) 0.3201(5) 0.2746(5) 0.073(1) 1.000 Uani d
C(11) 0.8333(2) 0.2134(4) 0.2270(4) 0.0569(9) 1.000 Uani d
C(12) 0.9532(1) 0.3982(3) 0.3536(4) 0.0431(7) 1.000 Uani d
C(13) 1.0170(1) 0.3819(3) 0.2616(4) 0.0529(8) 1.000 Uani d
C(14) 1.0771(2) 0.5000(4) 0.2886(4) 0.0557(8) 1.000 Uani d
C(15) 1.0655(1) 0.6758(4) 0.2484(4) 0.0531(8) 1.000 Uani d
C(16) 1.0196(1) 0.7724(3) 0.3409(4) 0.0407(6) 1.000 Uani d
C(17) 1.0494(1) 0.8830(3) 0.4283(4) 0.0504(8) 1.000 Uani d
C(18) 1.0103(2) 0.9735(4) 0.5149(5) 0.058(1) 1.000 Uani d
C(19) 0.9397(2) 0.9561(3) 0.5158(4) 0.0563(9) 1.000 Uani d
C(20) 0.9082(1) 0.8477(3) 0.4290(4) 0.0490(8) 1.000 Uani d
C(21) 0.9478(1) 0.7557(3) 0.3425(4) 0.0388(6) 1.000 Uani d
H(1) 0.8922 0.3644 0.1061 0.054 1.000 Uiso c
H(2) 0.8067 0.5698 0.0813 0.069 1.000 Uiso c
H(3) 0.7743 0.3979 0.0435 0.069 1.000 Uiso c
H(4) 0.6981 0.5426 0.1846 0.077 1.000 Uiso c
H(5) 0.7823 0.6912 0.3030 0.071 1.000 Uiso c
H(6) 0.7323 0.6003 0.4055 0.071 1.000 Uiso c
H(7) 0.8485 0.5610 0.4724 0.055 1.000 Uiso c
H(8) 0.7701 0.3461 0.5150 0.069 1.000 Uiso c
H(9) 0.8456 0.2740 0.4877 0.069 1.000 Uiso c
H(10) 0.7637 0.1262 0.3639 0.076 1.000 Uiso c
H(11) 0.6949 0.2567 0.2014 0.087 1.000 Uiso c
H(12) 0.6796 0.3341 0.3443 0.087 1.000 Uiso c
H(13) 0.8149 0.1501 0.1526 0.068 1.000 Uiso c
H(14) 0.8730 0.1566 0.2660 0.068 1.000 Uiso c
H(15) 0.9399 0.2895 0.3824 0.052 1.000 Uiso c
H(16) 0.9671 0.4622 0.4312 0.052 1.000 Uiso c
H(17) 1.0015 0.3987 0.1698 0.064 1.000 Uiso c
H(18) 1.0350 0.2718 0.2712 0.064 1.000 Uiso c
H(19) 1.0866 0.4980 0.3844 0.067 1.000 Uiso c
H(20) 1.1177 0.4606 0.2400 0.067 1.000 Uiso c
H(21) 1.1107 0.7291 0.2445 0.064 1.000 Uiso c
H(22) 1.0442 0.6768 0.1598 0.064 1.000 Uiso c
H(23) 1.0998 0.8966 0.4281 0.060 1.000 Uiso c
H(24) 1.0327 1.0500 0.5756 0.070 1.000 Uiso c
H(25) 0.9115 1.0200 0.5774 0.068 1.000 Uiso c
H(26) 0.8577 0.8364 0.4290 0.059 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 84 0.017 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0 104 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O 0 4 0.047 0.032
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
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) 122.9(3) yes
O(1) C(1) C(21) 118.5(2) yes
C(2) C(1) C(21) 118.3(2) yes
C(1) C(2) C(3) 111.2(2) yes
C(1) C(2) C(7) 112.2(2) yes
C(1) C(2) C(12) 103.9(2) yes
C(3) C(2) C(7) 107.1(2) yes
C(3) C(2) C(12) 112.2(2) yes
C(7) C(2) C(12) 110.3(2) yes
C(2) C(3) C(4) 110.7(2) yes
C(2) C(3) C(11) 110.0(2) yes
C(2) C(3) H(1) 109.6 no
C(4) C(3) C(11) 107.3(2) yes
C(4) C(3) H(1) 109.6 no
C(11) C(3) H(1) 109.6 no
C(3) C(4) C(5) 110.1(3) yes
C(3) C(4) H(2) 109.3 no
C(3) C(4) H(3) 109.3 no
C(5) C(4) H(2) 109.3 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(2) yes
C(4) C(5) C(10) 109.7(3) yes
C(4) C(5) H(4) 109.4 no
C(6) C(5) C(10) 109.9(3) yes
C(6) C(5) H(4) 109.4 no
C(10) C(5) H(4) 109.3 no
C(5) C(6) C(7) 109.8(3) yes
C(5) C(6) H(5) 109.4 no
C(5) C(6) H(6) 109.4 no
C(7) C(6) H(5) 109.4 no
C(7) C(6) H(6) 109.4 no
H(5) C(6) H(6) 109.5 no
C(2) C(7) C(6) 109.9(3) yes
C(2) C(7) C(8) 111.0(2) yes
C(2) C(7) H(7) 109.3 no
C(6) C(7) C(8) 108.2(2) yes
C(6) C(7) H(7) 109.3 no
C(8) C(7) H(7) 109.3 no
C(7) C(8) C(9) 109.6(3) yes
C(7) C(8) H(8) 109.4 no
C(7) C(8) H(9) 109.4 no
C(9) C(8) H(8) 109.4 no
C(9) C(8) H(9) 109.4 no
H(8) C(8) H(9) 109.5 no
C(8) C(9) C(10) 108.9(3) yes
C(8) C(9) C(11) 109.4(3) yes
C(8) C(9) H(10) 109.2 no
C(10) C(9) C(11) 110.9(3) yes
C(10) C(9) H(10) 109.2 no
C(11) C(9) H(10) 109.2 no
C(5) C(10) C(9) 108.4(2) yes
C(5) C(10) H(11) 109.8 no
C(5) C(10) H(12) 109.8 no
C(9) C(10) H(11) 109.8 no
C(9) C(10) H(12) 109.8 no
H(11) C(10) H(12) 109.5 no
C(3) C(11) C(9) 110.5(3) yes
C(3) C(11) H(13) 109.2 no
C(3) C(11) H(14) 109.2 no
C(9) C(11) H(13) 109.2 no
C(9) C(11) H(14) 109.2 no
H(13) C(11) H(14) 109.5 no
C(2) C(12) C(13) 116.3(2) yes
C(2) C(12) H(15) 107.7 no
C(2) C(12) H(16) 107.7 no
C(13) C(12) H(15) 107.7 no
C(13) C(12) H(16) 107.7 no
H(15) C(12) H(16) 109.5 no
C(12) C(13) C(14) 116.1(3) yes
C(12) C(13) H(17) 107.8 no
C(12) C(13) H(18) 107.8 no
C(14) C(13) H(17) 107.8 no
C(14) C(13) H(18) 107.8 no
H(17) C(13) H(18) 109.5 no
C(13) C(14) C(15) 116.6(3) yes
C(13) C(14) H(19) 107.7 no
C(13) C(14) H(20) 107.7 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) 109.5 no
C(14) C(15) C(16) 115.3(3) yes
C(14) C(15) H(21) 108.0 no
C(14) C(15) H(22) 108.0 no
C(16) C(15) H(21) 108.0 no
C(16) C(15) H(22) 108.0 no
H(21) C(15) H(22) 109.5 no
C(15) C(16) C(17) 119.5(2) yes
C(15) C(16) C(21) 122.5(3) yes
C(17) C(16) C(21) 118.0(3) yes
C(16) C(17) C(18) 122.0(3) yes
C(16) C(17) H(23) 119.0 no
C(18) C(17) H(23) 119.0 no
C(17) C(18) C(19) 119.6(3) yes
C(17) C(18) H(24) 120.2 no
C(19) C(18) H(24) 120.2 no
C(18) C(19) C(20) 119.9(3) yes
C(18) C(19) H(25) 120.0 no
C(20) C(19) H(25) 120.0 no
C(19) C(20) C(21) 120.4(3) yes
C(19) C(20) H(26) 119.8 no
C(21) C(20) H(26) 119.8 no
C(1) C(21) C(16) 118.5(3) yes
C(1) C(21) C(20) 121.3(2) yes
C(16) C(21) C(20) 120.1(3) 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) 1.201(3) yes
C(1) C(2) 1.526(3) yes
C(1) C(21) 1.517(4) yes
C(2) C(3) 1.551(4) yes
C(2) C(7) 1.542(4) yes
C(2) C(12) 1.561(4) yes
C(3) C(4) 1.542(4) yes
C(3) C(11) 1.537(4) yes
C(3) H(1) 0.98 no
C(4) C(5) 1.523(5) yes
C(4) H(2) 0.98 no
C(4) H(3) 0.98 no
C(5) C(6) 1.526(5) yes
C(5) C(10) 1.536(5) yes
C(5) H(4) 0.98 no
C(6) C(7) 1.539(4) yes
C(6) H(5) 0.98 no
C(6) H(6) 0.98 no
C(7) C(8) 1.543(4) yes
C(7) H(7) 0.98 no
C(8) C(9) 1.527(5) yes
C(8) H(8) 0.98 no
C(8) H(9) 0.98 no
C(9) C(10) 1.529(5) yes
C(9) C(11) 1.512(5) 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) 1.546(4) yes
C(12) H(15) 0.98 no
C(12) H(16) 0.98 no
C(13) C(14) 1.542(4) yes
C(13) H(17) 0.98 no
C(13) H(18) 0.98 no
C(14) C(15) 1.528(5) yes
C(14) H(19) 0.98 no
C(14) H(20) 0.98 no
C(15) C(16) 1.513(4) yes
C(15) H(21) 0.98 no
C(15) H(22) 0.98 no
C(16) C(17) 1.393(4) yes
C(16) C(21) 1.394(3) yes
C(17) C(18) 1.375(5) yes
C(17) H(23) 0.98 no
C(18) C(19) 1.372(5) yes
C(18) H(24) 0.98 no
C(19) C(20) 1.392(4) yes
C(19) H(25) 0.98 no
C(20) C(21) 1.387(4) yes
C(20) H(26) 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(18) 3.402(4) 2_774 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) -4.9(4) no
O(1) C(1) C(2) C(7) -124.9(3) no
O(1) C(1) C(2) C(12) 116.0(3) no
O(1) C(1) C(21) C(16) -69.1(4) no
O(1) C(1) C(21) C(20) 107.3(3) no
C(1) C(2) C(3) C(4) -63.7(3) no
C(1) C(2) C(3) C(11) 177.9(2) no
C(1) C(2) C(3) H(1) 57.3(3) no
C(1) C(2) C(7) C(6) 62.1(3) no
C(1) C(2) C(7) C(8) -178.3(2) no
C(1) C(2) C(7) H(7) -57.8(3) no
C(1) C(2) C(12) C(13) -55.7(3) no
C(1) C(2) C(12) H(15) -176.7(3) no
C(1) C(2) C(12) H(16) 65.3(3) no
C(1) C(21) C(16) C(15) -3.3(4) no
C(1) C(21) C(16) C(17) 176.6(2) no
C(1) C(21) C(20) C(19) -177.0(3) no
C(1) C(21) C(20) H(26) 3.0(5) no
C(2) C(1) C(21) C(16) 105.0(3) no
C(2) C(1) C(21) C(20) -78.6(3) no
C(2) C(3) C(4) C(5) -59.5(3) no
C(2) C(3) C(4) H(2) 60.5(4) no
C(2) C(3) C(4) H(3) -179.6(3) no
C(2) C(3) C(11) C(9) 61.0(3) no
C(2) C(3) C(11) H(13) -178.9(3) no
C(2) C(3) C(11) H(14) -59.2(4) no
C(2) C(7) C(6) C(5) 62.1(3) no
C(2) C(7) C(6) H(5) -58.0(4) no
C(2) C(7) C(6) H(6) -177.8(2) no
C(2) C(7) C(8) C(9) -60.0(3) no
C(2) C(7) C(8) H(8) 179.9(3) no
C(2) C(7) C(8) H(9) 60.0(4) no
C(2) C(12) C(13) C(14) 105.0(3) no
C(2) C(12) C(13) H(17) -15.9(3) no
C(2) C(12) C(13) H(18) -134.0(3) no
C(3) C(2) C(1) C(21) -178.7(2) no
C(3) C(2) C(7) C(6) -60.3(3) no
C(3) C(2) C(7) C(8) 59.3(3) no
C(3) C(2) C(7) H(7) 179.9(2) no
C(3) C(2) C(12) C(13) 64.5(3) no
C(3) C(2) C(12) H(15) -56.5(3) no
C(3) C(2) C(12) H(16) -174.5(2) no
C(3) C(4) C(5) C(6) 58.8(3) no
C(3) C(4) C(5) C(10) -61.7(3) no
C(3) C(4) C(5) H(4) 178.3(3) no
C(3) C(11) C(9) C(8) -59.9(4) no
C(3) C(11) C(9) C(10) 60.2(3) no
C(3) C(11) C(9) H(10) -179.4(3) no
C(4) C(3) C(2) C(7) 59.3(3) no
C(4) C(3) C(2) C(12) -179.6(2) no
C(4) C(3) C(11) C(9) -59.5(3) no
C(4) C(3) C(11) H(13) 60.6(4) no
C(4) C(3) C(11) H(14) -179.7(3) no
C(4) C(5) C(6) C(7) -60.2(3) no
C(4) C(5) C(6) H(5) 59.9(4) no
C(4) C(5) C(6) H(6) 179.8(3) no
C(4) C(5) C(10) C(9) 59.2(4) no
C(4) C(5) C(10) H(11) -60.6(4) no
C(4) C(5) C(10) H(12) 179.1(3) no
C(5) C(4) C(3) C(11) 60.5(3) no
C(5) C(4) C(3) H(1) 179.4(2) no
C(5) C(6) C(7) C(8) -59.2(3) no
C(5) C(6) C(7) H(7) -178.1(3) no
C(5) C(10) C(9) C(8) 61.7(4) no
C(5) C(10) C(9) C(11) -58.7(4) no
C(5) C(10) C(9) H(10) -179.1(4) no
C(6) C(5) C(4) H(2) -61.3(4) no
C(6) C(5) C(4) H(3) 178.9(3) no
C(6) C(5) C(10) C(9) -60.8(4) no
C(6) C(5) C(10) H(11) 179.4(3) no
C(6) C(5) C(10) H(12) 59.0(4) no
C(6) C(7) C(2) C(12) 177.4(2) no
C(6) C(7) C(8) C(9) 60.5(4) no
C(6) C(7) C(8) H(8) -59.5(4) no
C(6) C(7) C(8) H(9) -179.4(3) no
C(7) C(2) C(1) C(21) 61.3(3) no
C(7) C(2) C(3) C(11) -59.2(3) no
C(7) C(2) C(3) H(1) -179.7(2) no
C(7) C(2) C(12) C(13) -176.1(2) no
C(7) C(2) C(12) H(15) 62.9(3) no
C(7) C(2) C(12) H(16) -55.1(3) no
C(7) C(6) C(5) C(10) 60.2(4) no
C(7) C(6) C(5) H(4) -179.8(3) no
C(7) C(8) C(9) C(10) -62.5(3) no
C(7) C(8) C(9) C(11) 58.8(4) no
C(7) C(8) C(9) H(10) 178.3(3) no
C(8) C(7) C(2) C(12) -63.0(3) no
C(8) C(7) C(6) H(5) -179.3(3) no
C(8) C(7) C(6) H(6) 60.9(3) no
C(8) C(9) C(10) H(11) -178.5(3) no
C(8) C(9) C(10) H(12) -58.2(4) no
C(8) C(9) C(11) H(13) 180.0(3) no
C(8) C(9) C(11) H(14) 60.3(3) no
C(9) C(8) C(7) H(7) 179.4(3) no
C(9) C(10) C(5) H(4) 179.2(4) no
C(9) C(11) C(3) H(1) -178.5(3) no
C(10) C(5) C(4) H(2) 178.2(3) no
C(10) C(5) C(4) H(3) 58.4(4) no
C(10) C(5) C(6) H(5) -179.7(3) no
C(10) C(5) C(6) H(6) -59.9(4) no
C(10) C(9) C(8) H(8) 57.5(4) no
C(10) C(9) C(8) H(9) 177.5(3) no
C(10) C(9) C(11) H(13) -59.9(4) no
C(10) C(9) C(11) H(14) -179.6(3) no
C(11) C(3) C(2) C(12) 62.0(3) no
C(11) C(3) C(4) H(2) -179.4(3) no
C(11) C(3) C(4) H(3) -59.6(4) no
C(11) C(9) C(8) H(8) 178.8(3) no
C(11) C(9) C(8) H(9) -61.2(3) no
C(11) C(9) C(10) H(11) 61.1(4) no
C(11) C(9) C(10) H(12) -178.6(3) no
C(12) C(2) C(1) C(21) -57.8(3) no
C(12) C(2) C(3) H(1) -58.6(3) no
C(12) C(2) C(7) H(7) 57.5(3) no
C(12) C(13) C(14) C(15) -72.7(4) no
C(12) C(13) C(14) H(19) 48.4(3) no
C(12) C(13) C(14) H(20) 166.3(3) no
C(13) C(14) C(15) C(16) 76.5(4) no
C(13) C(14) C(15) H(21) -162.6(3) no
C(13) C(14) C(15) H(22) -44.4(4) no
C(14) C(13) C(12) H(15) -134.0(3) no
C(14) C(13) C(12) H(16) -16.0(4) no
C(14) C(15) C(16) C(17) 103.9(3) no
C(14) C(15) C(16) C(21) -76.2(4) no
C(15) C(14) C(13) H(17) 48.3(4) no
C(15) C(14) C(13) H(18) 166.4(3) no
C(15) C(16) C(17) C(18) -179.7(3) no
C(15) C(16) C(17) H(23) 0.3(5) no
C(15) C(16) C(21) C(20) -179.8(3) no
C(16) C(15) C(14) H(19) -44.6(4) no
C(16) C(15) C(14) H(20) -162.5(3) no
C(16) C(17) C(18) C(19) -0.3(5) no
C(16) C(17) C(18) H(24) 179.7(3) no
C(16) C(21) C(20) C(19) -0.7(5) no
C(16) C(21) C(20) H(26) 179.3(3) no
C(17) C(16) C(15) H(21) -17.0(4) no
C(17) C(16) C(15) H(22) -135.3(3) no
C(17) C(16) C(21) C(20) 0.2(4) no
C(17) C(18) C(19) C(20) -0.2(5) no
C(17) C(18) C(19) H(25) 179.8(4) no
C(18) C(17) C(16) C(21) 0.3(5) no
C(18) C(19) C(20) C(21) 0.7(5) no
C(18) C(19) C(20) H(26) -179.3(3) no
C(19) C(18) C(17) H(23) 179.7(3) no
C(20) C(19) C(18) H(24) 179.8(4) no
C(21) C(16) C(15) H(21) 162.9(3) no
C(21) C(16) C(15) H(22) 44.6(4) no
C(21) C(16) C(17) H(23) -179.7(3) no
C(21) C(20) C(19) H(25) -179.3(3) no
H(1) C(3) C(4) H(2) -60.5(4) no
H(1) C(3) C(4) H(3) 59.3(4) no
H(1) C(3) C(11) H(13) -58.3(4) no
H(1) C(3) C(11) H(14) 61.4(4) no
H(2) C(4) C(5) H(4) 58.2(4) no
H(3) C(4) C(5) H(4) -61.6(4) no
H(4) C(5) C(6) H(5) -59.7(4) no
H(4) C(5) C(6) H(6) 60.2(4) no
H(4) C(5) C(10) H(11) 59.3(5) no
H(4) C(5) C(10) H(12) -61.0(5) no
H(5) C(6) C(7) H(7) 61.9(4) no
H(6) C(6) C(7) H(7) -58.0(4) no
H(7) C(7) C(8) H(8) 59.4(4) no
H(7) C(7) C(8) H(9) -60.6(4) no
H(8) C(8) C(9) H(10) -61.7(4) no
H(9) C(8) C(9) H(10) 58.3(4) no
H(10) C(9) C(10) H(11) -59.3(5) no
H(10) C(9) C(10) H(12) 61.0(4) no
H(10) C(9) C(11) H(13) 60.5(4) no
H(10) C(9) C(11) H(14) -59.2(4) no
H(15) C(12) C(13) H(17) 105.1(3) no
H(15) C(12) C(13) H(18) -13.0(4) no
H(16) C(12) C(13) H(17) -136.9(3) no
H(16) C(12) C(13) H(18) 105.0(3) no
H(17) C(13) C(14) H(19) 169.4(3) no
H(17) C(13) C(14) H(20) -72.7(4) no
H(18) C(13) C(14) H(19) -72.6(4) no
H(18) C(13) C(14) H(20) 45.3(4) no
H(19) C(14) C(15) H(21) 76.3(4) no
H(19) C(14) C(15) H(22) -165.4(3) no
H(20) C(14) C(15) H(21) -41.6(4) no
H(20) C(14) C(15) H(22) 76.7(4) no
H(23) C(17) C(18) H(24) -0.3(6) no
H(24) C(18) C(19) H(25) -0.2(6) no
H(25) C(19) C(20) H(26) 0.7(5) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4052488
