#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/40/4024071.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_4024071
loop_
_publ_author_name
'Harry W. Gibson'
'Michael A. G. Berg'
'Jennifer Clifton Dickson'
'Pierre R. Lecavalier'
'Hong Wang'
'Joseph S. Merola'
_publ_contact_author             'Berg, Michael A. G.'
_publ_contact_author_email       bergm@vt.edu
_publ_section_title
;
 Diastereomeric Reissert Compounds of Isoquinoline and
 6,7-Dimethoxy-3,4-dihydroisoquinoline in Stereoselective Synthesis
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5759
_journal_page_last               5770
_journal_paper_doi               10.1021/jo070786k
_journal_volume                  72
_journal_year                    2007
_chemical_absolute_configuration syn
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C38 H52 N2 O2'
_chemical_formula_sum            'C38 H52 N2 O2'
_chemical_formula_weight         568.82
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_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_date             2006-09-15T17:33:04-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90(0)
_cell_angle_beta                 92.86(4)
_cell_angle_gamma                90(0)
_cell_formula_units_Z            2
_cell_length_a                   10.224(5)
_cell_length_b                   9.366(5)
_cell_length_c                   16.942(9)
_cell_measurement_reflns_used    4125
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.75
_cell_measurement_wavelength     0.71073
_cell_volume                     1620.4(14)
_computing_cell_refinement
'Siemens SHELXTL PLUS (VMS) (Sheldrick, 1990)'
_computing_data_collection
'Siemens SHELXTL PLUS (VMS) (Sheldrick, 1990)'
_computing_data_reduction
'Siemens SHELXTL PLUS (VMS) (Sheldrick, 1990)'
_computing_molecular_graphics    'Ortep 3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'Siemens SHELXTL PLUS (VMS) (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'scintillation counter'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'four circle'
_diffrn_measurement_device_type  'Siemens R3m/V four-circle defractometer'
_diffrn_measurement_method       'Wyckoff scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            4120
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.41
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 300
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       0.099(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.1
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         3912
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.1
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0677
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1533P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.186
_refine_ls_wR_factor_ref         0.2183
_reflns_number_gt                2742
_reflns_number_total             3912
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo070786krom20070415_124357.cif
_cod_data_source_block           newchol
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4024071
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0559(3) 0.2593(5) 0.6577(2) 0.0662(9) Uani 1 1 d . . .
H1A H 0.0888 0.2311 0.7101 0.079 Uiso 1 1 calc R . .
H1B H 0.0018 0.1819 0.6366 0.079 Uiso 1 1 calc R . .
C2 C 0.1709(4) 0.2773(5) 0.6062(2) 0.0673(9) Uani 1 1 d . . .
H2A H 0.2319 0.3464 0.6297 0.081 Uiso 1 1 calc R . .
H2B H 0.2163 0.187 0.6016 0.081 Uiso 1 1 calc R . .
C3 C 0.1233(3) 0.3272(4) 0.5267(2) 0.0609(8) Uani 1 1 d . . .
H3 H 0.0638 0.2558 0.5024 0.073 Uiso 1 1 calc R . .
C4 C 0.0539(4) 0.4650(4) 0.5330(2) 0.0641(8) Uani 1 1 d . . .
H4A H 0.0226 0.4962 0.4808 0.077 Uiso 1 1 calc R . .
H4B H 0.1138 0.5367 0.5548 0.077 Uiso 1 1 calc R . .
C5 C -0.0593(3) 0.4495(4) 0.5849(2) 0.0569(8) Uani 1 1 d . . .
C6 C -0.1764(3) 0.4866(4) 0.5583(2) 0.0608(8) Uani 1 1 d . . .
H6 H -0.1854 0.5207 0.5068 0.073 Uiso 1 1 calc R . .
C7 C -0.2950(4) 0.4786(5) 0.6033(2) 0.0656(9) Uani 1 1 d . . .
H7A H -0.3494 0.4008 0.5829 0.079 Uiso 1 1 calc R . .
H7B H -0.3442 0.5665 0.5959 0.079 Uiso 1 1 calc R . .
C8 C -0.2654(3) 0.4558(4) 0.6897(2) 0.0559(7) Uani 1 1 d . . .
H8 H -0.2368 0.5465 0.7138 0.067 Uiso 1 1 calc R . .
C9 C -0.1577(3) 0.3470(4) 0.70297(19) 0.0576(7) Uani 1 1 d . . .
H9 H -0.1879 0.26 0.6755 0.069 Uiso 1 1 calc R . .
C10 C -0.0302(3) 0.3911(4) 0.6657(2) 0.0580(8) Uani 1 1 d . . .
C11 C -0.1398(4) 0.3084(6) 0.7897(2) 0.0737(11) Uani 1 1 d . . .
H11A H -0.078 0.2301 0.7952 0.088 Uiso 1 1 calc R . .
H11B H -0.1019 0.3896 0.8181 0.088 Uiso 1 1 calc R . .
C12 C -0.2652(4) 0.2659(5) 0.8274(3) 0.0739(11) Uani 1 1 d . . .
H12A H -0.2972 0.1771 0.8042 0.089 Uiso 1 1 calc R . .
H12B H -0.2472 0.2499 0.8834 0.089 Uiso 1 1 calc R . .
C13 C -0.3691(3) 0.3788(4) 0.8162(2) 0.0599(8) Uani 1 1 d . . .
C14 C -0.3854(3) 0.4061(4) 0.7280(2) 0.0588(8) Uani 1 1 d . . .
H14 H -0.4075 0.3134 0.704 0.071 Uiso 1 1 calc R . .
C15 C -0.5073(4) 0.4940(7) 0.7190(3) 0.0819(13) Uani 1 1 d . . .
H15A H -0.5497 0.4818 0.6669 0.098 Uiso 1 1 calc R . .
H15B H -0.4882 0.5945 0.7274 0.098 Uiso 1 1 calc R . .
C16 C -0.5922(4) 0.4362(7) 0.7826(3) 0.0858(14) Uani 1 1 d . . .
H16A H -0.6239 0.5139 0.8143 0.103 Uiso 1 1 calc R . .
H16B H -0.6671 0.3858 0.7588 0.103 Uiso 1 1 calc R . .
C17 C -0.5097(3) 0.3358(5) 0.8337(2) 0.0680(9) Uani 1 1 d . . .
H17 H -0.5239 0.2397 0.8121 0.082 Uiso 1 1 calc R . .
C18 C -0.3301(4) 0.5117(6) 0.8615(2) 0.0782(11) Uani 1 1 d . . .
H18A H -0.3312 0.493 0.9171 0.117 Uiso 1 1 calc R . .
H18B H -0.3907 0.587 0.8478 0.117 Uiso 1 1 calc R . .
H18C H -0.2435 0.5399 0.8484 0.117 Uiso 1 1 calc R . .
C19 C 0.0429(4) 0.5017(5) 0.7149(2) 0.0723(10) Uani 1 1 d . . .
H19A H 0.1197 0.5307 0.6887 0.108 Uiso 1 1 calc R . .
H19B H 0.0681 0.4619 0.7656 0.108 Uiso 1 1 calc R . .
H19C H -0.0126 0.583 0.7217 0.108 Uiso 1 1 calc R . .
C20 C -0.5508(3) 0.3321(7) 0.9180(2) 0.0776(12) Uani 1 1 d . . .
H20 H -0.5414 0.4292 0.9391 0.093 Uiso 1 1 calc R . .
C21 C -0.4692(6) 0.2366(12) 0.9705(4) 0.139(3) Uani 1 1 d . . .
H21A H -0.4689 0.1422 0.9484 0.209 Uiso 1 1 calc R . .
H21B H -0.5049 0.2333 1.0218 0.209 Uiso 1 1 calc R . .
H21C H -0.3812 0.2725 0.9751 0.209 Uiso 1 1 calc R . .
C22 C -0.6938(4) 0.2911(8) 0.9215(3) 0.0953(16) Uani 1 1 d . . .
H22A H -0.7426 0.3398 0.879 0.114 Uiso 1 1 calc R . .
H22B H -0.7017 0.1893 0.9116 0.114 Uiso 1 1 calc R . .
C23 C -0.7557(4) 0.3233(8) 0.9964(3) 0.0928(15) Uani 1 1 d . . .
H23A H -0.7114 0.2689 1.0385 0.111 Uiso 1 1 calc R . .
H23B H -0.7429 0.4238 1.0084 0.111 Uiso 1 1 calc R . .
C24 C -0.8962(5) 0.2915(10) 0.9958(3) 0.114(2) Uani 1 1 d . . .
H24A H -0.9395 0.3523 0.9562 0.136 Uiso 1 1 calc R . .
H24B H -0.908 0.1938 0.9779 0.136 Uiso 1 1 calc R . .
C25 C -0.9660(6) 0.3070(16) 1.0685(4) 0.155(5) Uani 1 1 d . . .
H25 H -0.9281 0.2245 1.097 0.186 Uiso 1 1 calc R . .
C26 C -0.9363(10) 0.402(2) 1.1199(6) 0.237(10) Uani 1 1 d . . .
H26A H -0.8428 0.407 1.1278 0.356 Uiso 1 1 calc R . .
H26B H -0.9743 0.3775 1.1688 0.356 Uiso 1 1 calc R . .
H26C H -0.9694 0.4926 1.1018 0.356 Uiso 1 1 calc R . .
C27 C -1.1021(7) 0.256(2) 1.0606(5) 0.221(8) Uani 1 1 d . . .
H27A H -1.1047 0.1557 1.0724 0.332 Uiso 1 1 calc R . .
H27B H -1.1362 0.2716 1.0074 0.332 Uiso 1 1 calc R . .
H27C H -1.1544 0.3069 1.0966 0.332 Uiso 1 1 calc R . .
C28 C 0.4469(3) 0.3910(4) 0.4069(2) 0.0571(8) Uani 1 1 d . . .
H28 H 0.4532 0.3249 0.4518 0.068 Uiso 1 1 calc R . .
C30 C 0.3134(4) 0.3973(5) 0.2852(2) 0.0734(10) Uani 1 1 d . . .
H30 H 0.2306 0.4079 0.2606 0.088 Uiso 1 1 calc R . .
C31 C 0.4166(5) 0.4110(6) 0.2432(3) 0.0810(12) Uani 1 1 d . . .
H31 H 0.4056 0.4354 0.1901 0.097 Uiso 1 1 calc R . .
C32 C 0.5454(4) 0.3896(5) 0.2769(2) 0.0710(10) Uani 1 1 d . . .
C33 C 0.6562(5) 0.3811(7) 0.2337(3) 0.0966(16) Uani 1 1 d . . .
H33 H 0.6493 0.3951 0.1793 0.116 Uiso 1 1 calc R . .
C34 C 0.7744(4) 0.3529(9) 0.2694(3) 0.1046(18) Uani 1 1 d . . .
H34 H 0.8483 0.3511 0.2396 0.126 Uiso 1 1 calc R . .
C35 C 0.7868(4) 0.3273(7) 0.3477(3) 0.0901(14) Uani 1 1 d . . .
H35 H 0.8683 0.3055 0.3715 0.108 Uiso 1 1 calc R . .
C36 C 0.6792(3) 0.3336(5) 0.3916(3) 0.0705(10) Uani 1 1 d . . .
H36 H 0.6867 0.3149 0.4456 0.085 Uiso 1 1 calc R . .
C37 C 0.5606(3) 0.3672(4) 0.3568(2) 0.0583(8) Uani 1 1 d . . .
C38 C 0.4531(4) 0.5365(5) 0.4366(2) 0.0664(9) Uani 1 1 d . . .
C39 C 0.2113(3) 0.3480(5) 0.4026(2) 0.0637(8) Uani 1 1 d . . .
N1 N 0.3243(3) 0.3680(4) 0.36371(16) 0.0606(7) Uani 1 1 d . . .
N2 N 0.4613(5) 0.6490(5) 0.4589(3) 0.0988(13) Uani 1 1 d . . .
O1 O 0.1076(2) 0.3353(4) 0.36999(17) 0.0810(9) Uani 1 1 d . . .
O2 O 0.2360(2) 0.3430(3) 0.47979(14) 0.0646(6) Uani 1 1 d . . .
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 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C10 115.5(3) . . ?
C3 C2 C1 109.3(3) . . ?
O2 C3 C4 110.5(3) . . ?
O2 C3 C2 107.3(3) . . ?
C4 C3 C2 110.3(3) . . ?
C3 C4 C5 110.3(3) . . ?
C6 C5 C10 123.5(3) . . ?
C6 C5 C4 119.7(3) . . ?
C10 C5 C4 116.8(3) . . ?
C5 C6 C7 125.2(3) . . ?
C6 C7 C8 112.6(3) . . ?
C14 C8 C7 109.8(3) . . ?
C14 C8 C9 109.6(3) . . ?
C7 C8 C9 110.6(3) . . ?
C8 C9 C11 110.9(3) . . ?
C8 C9 C10 112.7(3) . . ?
C11 C9 C10 113.5(3) . . ?
C5 C10 C19 109.1(3) . . ?
C5 C10 C1 107.8(3) . . ?
C19 C10 C1 109.4(3) . . ?
C5 C10 C9 110.0(3) . . ?
C19 C10 C9 111.4(3) . . ?
C1 C10 C9 109.0(3) . . ?
C12 C11 C9 114.0(3) . . ?
C13 C12 C11 111.7(4) . . ?
C12 C13 C18 110.5(3) . . ?
C12 C13 C14 106.5(3) . . ?
C18 C13 C14 112.1(3) . . ?
C12 C13 C17 117.0(4) . . ?
C18 C13 C17 110.2(3) . . ?
C14 C13 C17 100.2(3) . . ?
C8 C14 C15 118.9(3) . . ?
C8 C14 C13 115.4(3) . . ?
C15 C14 C13 104.1(3) . . ?
C14 C15 C16 103.5(4) . . ?
C17 C16 C15 107.9(3) . . ?
C16 C17 C20 112.5(4) . . ?
C16 C17 C13 103.2(3) . . ?
C20 C17 C13 119.8(3) . . ?
C21 C20 C17 113.9(4) . . ?
C21 C20 C22 109.7(5) . . ?
C17 C20 C22 111.0(4) . . ?
C23 C22 C20 116.0(5) . . ?
C24 C23 C22 114.5(5) . . ?
C25 C24 C23 119.6(5) . . ?
C26 C25 C24 122.5(8) . . ?
C26 C25 C27 118.9(8) . . ?
C24 C25 C27 112.9(6) . . ?
N1 C28 C38 109.8(3) . . ?
N1 C28 C37 112.0(3) . . ?
C38 C28 C37 108.4(3) . . ?
C31 C30 N1 121.6(4) . . ?
C30 C31 C32 121.6(4) . . ?
C37 C32 C33 117.3(4) . . ?
C37 C32 C31 118.4(3) . . ?
C33 C32 C31 124.2(4) . . ?
C34 C33 C32 120.9(4) . . ?
C35 C34 C33 120.9(4) . . ?
C34 C35 C36 119.4(4) . . ?
C37 C36 C35 120.1(4) . . ?
C36 C37 C32 121.3(3) . . ?
C36 C37 C28 119.5(3) . . ?
C32 C37 C28 119.1(3) . . ?
N2 C38 C28 178.1(5) . . ?
O1 C39 O2 125.9(3) . . ?
O1 C39 N1 123.2(3) . . ?
O2 C39 N1 110.9(3) . . ?
C30 N1 C39 118.0(3) . . ?
C30 N1 C28 119.7(3) . . ?
C39 N1 C28 120.7(3) . . ?
C39 O2 C3 115.5(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.508(5) . ?
C1 C10 1.527(5) . ?
C2 C3 1.484(5) . ?
C3 O2 1.440(4) . ?
C3 C4 1.480(6) . ?
C4 C5 1.495(5) . ?
C5 C6 1.306(5) . ?
C5 C10 1.490(5) . ?
C6 C7 1.465(5) . ?
C7 C8 1.496(5) . ?
C8 C14 1.491(5) . ?
C8 C9 1.509(5) . ?
C9 C11 1.515(5) . ?
C9 C10 1.534(4) . ?
C10 C19 1.504(5) . ?
C11 C12 1.514(5) . ?
C12 C13 1.505(6) . ?
C13 C18 1.505(6) . ?
C13 C14 1.517(5) . ?
C13 C17 1.535(5) . ?
C14 C15 1.496(6) . ?
C15 C16 1.517(6) . ?
C16 C17 1.507(7) . ?
C17 C20 1.508(5) . ?
C20 C21 1.488(8) . ?
C20 C22 1.515(6) . ?
C22 C23 1.477(6) . ?
C23 C24 1.466(7) . ?
C24 C25 1.461(7) . ?
C25 C26 1.269(15) . ?
C25 C27 1.472(10) . ?
C28 N1 1.435(5) . ?
C28 C38 1.453(6) . ?
C28 C37 1.490(4) . ?
C30 C31 1.307(6) . ?
C30 N1 1.358(5) . ?
C31 C32 1.423(7) . ?
C32 C37 1.371(6) . ?
C32 C33 1.381(5) . ?
C33 C34 1.351(8) . ?
C34 C35 1.347(7) . ?
C35 C36 1.360(5) . ?
C36 C37 1.358(5) . ?
C38 N2 1.121(6) . ?
C39 O1 1.177(4) . ?
C39 O2 1.320(4) . ?
C39 N1 1.372(4) . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -55.6(5) . . . . ?
C1 C2 C3 O2 179.9(3) . . . . ?
C1 C2 C3 C4 59.5(4) . . . . ?
O2 C3 C4 C5 -177.3(3) . . . . ?
C2 C3 C4 C5 -58.8(4) . . . . ?
C3 C4 C5 C6 -125.3(4) . . . . ?
C3 C4 C5 C10 54.6(4) . . . . ?
C10 C5 C6 C7 0.9(6) . . . . ?
C4 C5 C6 C7 -179.2(4) . . . . ?
C5 C6 C7 C8 13.5(6) . . . . ?
C6 C7 C8 C14 -163.3(3) . . . . ?
C6 C7 C8 C9 -42.2(4) . . . . ?
C14 C8 C9 C11 -51.1(4) . . . . ?
C7 C8 C9 C11 -172.3(3) . . . . ?
C14 C8 C9 C10 -179.6(3) . . . . ?
C7 C8 C9 C10 59.1(4) . . . . ?
C6 C5 C10 C19 -108.4(4) . . . . ?
C4 C5 C10 C19 71.7(4) . . . . ?
C6 C5 C10 C1 132.8(4) . . . . ?
C4 C5 C10 C1 -47.1(4) . . . . ?
C6 C5 C10 C9 14.1(5) . . . . ?
C4 C5 C10 C9 -165.8(3) . . . . ?
C2 C1 C10 C5 47.6(4) . . . . ?
C2 C1 C10 C19 -70.9(4) . . . . ?
C2 C1 C10 C9 167.0(3) . . . . ?
C8 C9 C10 C5 -43.6(4) . . . . ?
C11 C9 C10 C5 -170.8(3) . . . . ?
C8 C9 C10 C19 77.5(4) . . . . ?
C11 C9 C10 C19 -49.7(5) . . . . ?
C8 C9 C10 C1 -161.6(3) . . . . ?
C11 C9 C10 C1 71.2(4) . . . . ?
C8 C9 C11 C12 51.4(5) . . . . ?
C10 C9 C11 C12 179.5(4) . . . . ?
C9 C11 C12 C13 -54.7(5) . . . . ?
C11 C12 C13 C18 -67.0(5) . . . . ?
C11 C12 C13 C14 55.0(5) . . . . ?
C11 C12 C13 C17 165.9(3) . . . . ?
C7 C8 C14 C15 -55.2(5) . . . . ?
C9 C8 C14 C15 -176.9(4) . . . . ?
C7 C8 C14 C13 -179.9(3) . . . . ?
C9 C8 C14 C13 58.3(4) . . . . ?
C12 C13 C14 C8 -59.5(4) . . . . ?
C18 C13 C14 C8 61.4(4) . . . . ?
C17 C13 C14 C8 178.2(3) . . . . ?
C12 C13 C14 C15 168.4(4) . . . . ?
C18 C13 C14 C15 -70.7(4) . . . . ?
C17 C13 C14 C15 46.1(4) . . . . ?
C8 C14 C15 C16 -164.4(4) . . . . ?
C13 C14 C15 C16 -34.4(5) . . . . ?
C14 C15 C16 C17 9.0(6) . . . . ?
C15 C16 C17 C20 149.7(5) . . . . ?
C15 C16 C17 C13 19.2(5) . . . . ?
C12 C13 C17 C16 -153.8(4) . . . . ?
C18 C13 C17 C16 78.9(4) . . . . ?
C14 C13 C17 C16 -39.3(4) . . . . ?
C12 C13 C17 C20 80.2(5) . . . . ?
C18 C13 C17 C20 -47.1(6) . . . . ?
C14 C13 C17 C20 -165.3(4) . . . . ?
C16 C17 C20 C21 -178.6(6) . . . . ?
C13 C17 C20 C21 -57.1(8) . . . . ?
C16 C17 C20 C22 57.0(6) . . . . ?
C13 C17 C20 C22 178.5(5) . . . . ?
C21 C20 C22 C23 70.2(8) . . . . ?
C17 C20 C22 C23 -163.0(5) . . . . ?
C20 C22 C23 C24 175.9(6) . . . . ?
C22 C23 C24 C25 174.6(9) . . . . ?
C23 C24 C25 C26 33.4(17) . . . . ?
C23 C24 C25 C27 -173.5(12) . . . . ?
N1 C30 C31 C32 2.9(8) . . . . ?
C30 C31 C32 C37 -6.1(7) . . . . ?
C30 C31 C32 C33 169.7(6) . . . . ?
C37 C32 C33 C34 -0.5(9) . . . . ?
C31 C32 C33 C34 -176.3(6) . . . . ?
C32 C33 C34 C35 2.3(11) . . . . ?
C33 C34 C35 C36 -1.7(10) . . . . ?
C34 C35 C36 C37 -0.8(8) . . . . ?
C35 C36 C37 C32 2.7(7) . . . . ?
C35 C36 C37 C28 -172.6(4) . . . . ?
C33 C32 C37 C36 -2.0(7) . . . . ?
C31 C32 C37 C36 174.1(4) . . . . ?
C33 C32 C37 C28 173.4(4) . . . . ?
C31 C32 C37 C28 -10.6(6) . . . . ?
N1 C28 C37 C36 -156.4(4) . . . . ?
C38 C28 C37 C36 82.3(4) . . . . ?
N1 C28 C37 C32 28.1(5) . . . . ?
C38 C28 C37 C32 -93.1(4) . . . . ?
C31 C30 N1 C39 -176.8(5) . . . . ?
C31 C30 N1 C28 17.6(7) . . . . ?
O1 C39 N1 C30 10.9(7) . . . . ?
O2 C39 N1 C30 -170.1(4) . . . . ?
O1 C39 N1 C28 176.4(4) . . . . ?
O2 C39 N1 C28 -4.6(5) . . . . ?
C38 C28 N1 C30 88.7(4) . . . . ?
C37 C28 N1 C30 -31.8(5) . . . . ?
C38 C28 N1 C39 -76.5(5) . . . . ?
C37 C28 N1 C39 163.0(3) . . . . ?
O1 C39 O2 C3 -3.1(6) . . . . ?
N1 C39 O2 C3 178.0(3) . . . . ?
C4 C3 O2 C39 -77.7(4) . . . . ?
C2 C3 O2 C39 162.0(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 20575963
