#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:58:40 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180163 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/59/7105915.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_7105915
loop_
_publ_author_name
'Zhi-Hua Chen'
'Yong-Qiang Zhang'
'Zhi-Min Chen'
'Yong Qiang Tu'
'Fu-Min Zhang'
_publ_section_title
;
 Total Synthesis of (Â+-)-Maistemonine and (Â+-)-Stemonamide
;
_journal_name_full               Chem.Commun.
_journal_page_first              1836
_journal_paper_doi               10.1039/c0cc02612c
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C23 H29 N O6'
_chemical_formula_weight         415.47
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.413(5)
_cell_angle_beta                 99.406(4)
_cell_angle_gamma                103.506(4)
_cell_formula_units_Z            2
_cell_length_a                   7.2280(6)
_cell_length_b                   10.2719(8)
_cell_length_c                   15.1769(11)
_cell_measurement_reflns_used    1512
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.93
_cell_measurement_theta_min      2.78
_cell_volume                     1056.75(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5741
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.39
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.9759
_exptl_absorpt_correction_T_min  0.9651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.036
_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     275
_refine_ls_number_reflns         3903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0904
_refine_ls_R_factor_gt           0.0511
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0571P)²+0.3250P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1367
_reflns_number_gt                2476
_reflns_number_total             3903
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC02612C.TXT
_cod_data_source_block           p-1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1056.75(14)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7105915
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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 -0.1640(3) 0.1022(2) 0.73312(15) 0.0375(5) Uani 1 1 d . . .
C2 C -0.1981(3) -0.0249(2) 0.77413(16) 0.0414(6) Uani 1 1 d . . .
C3 C -0.1597(4) -0.1537(2) 0.7289(2) 0.0554(7) Uani 1 1 d . . .
H3A H -0.1999 -0.1657 0.6633 0.066 Uiso 1 1 calc R . .
H3B H -0.2389 -0.2307 0.7471 0.066 Uiso 1 1 calc R . .
C4 C 0.0529(4) -0.1561(3) 0.7517(2) 0.0617(8) Uani 1 1 d . . .
H4A H 0.0963 -0.1367 0.8176 0.074 Uiso 1 1 calc R . .
H4B H 0.0622 -0.2474 0.7281 0.074 Uiso 1 1 calc R . .
C5 C 0.1877(4) -0.0545(3) 0.7132(2) 0.0568(7) Uani 1 1 d . . .
H5A H 0.1473 -0.0755 0.6472 0.068 Uiso 1 1 calc R . .
H5B H 0.3187 -0.0643 0.7285 0.068 Uiso 1 1 calc R . .
C6 C 0.1896(3) 0.0938(2) 0.74963(18) 0.0479(6) Uani 1 1 d . . .
H6A H 0.1951 0.1055 0.8148 0.057 Uiso 1 1 calc R . .
H6B H 0.3092 0.1525 0.7416 0.057 Uiso 1 1 calc R . .
C7 C -0.2705(4) -0.0091(3) 0.85022(18) 0.0482(6) Uani 1 1 d . . .
C8 C -0.2951(3) 0.1282(3) 0.87186(17) 0.0453(6) Uani 1 1 d . . .
C9 C -0.1985(3) 0.2128(2) 0.80873(16) 0.0391(6) Uani 1 1 d . . .
C10 C -0.3067(3) 0.0801(3) 0.64139(17) 0.0482(6) Uani 1 1 d . . .
H10A H -0.3429 -0.0149 0.6095 0.058 Uiso 1 1 calc R . .
H10B H -0.4236 0.1066 0.6506 0.058 Uiso 1 1 calc R . .
C11 C -0.1932(4) 0.1725(3) 0.58838(18) 0.0532(7) Uani 1 1 d . . .
H11A H -0.2457 0.1436 0.5231 0.064 Uiso 1 1 calc R . .
H11B H -0.1923 0.2674 0.6082 0.064 Uiso 1 1 calc R . .
C12 C 0.0080(4) 0.1515(3) 0.61335(17) 0.0478(6) Uani 1 1 d . . .
H12 H 0.0099 0.0634 0.5777 0.057 Uiso 1 1 calc R . .
C13 C -0.0221(3) 0.3233(2) 0.86218(15) 0.0397(6) Uani 1 1 d . . .
C14 C -0.0429(4) 0.4484(2) 0.85771(16) 0.0442(6) Uani 1 1 d . . .
C15 C -0.2370(4) 0.4274(3) 0.80437(18) 0.0506(7) Uani 1 1 d . . .
C16 C -0.3305(5) -0.1128(3) 0.9065(2) 0.0792(10) Uani 1 1 d . . .
H16A H -0.3446 -0.2030 0.8720 0.119 Uiso 1 1 calc R . .
H16B H -0.4524 -0.1072 0.9220 0.119 Uiso 1 1 calc R . .
H16C H -0.2330 -0.0946 0.9614 0.119 Uiso 1 1 calc R . .
C17 C 0.3030(4) 0.3711(3) 0.9479(2) 0.0617(8) Uani 1 1 d . . .
H17A H 0.3476 0.4207 0.9036 0.093 Uiso 1 1 calc R . .
H17B H 0.3936 0.3210 0.9669 0.093 Uiso 1 1 calc R . .
H17C H 0.2931 0.4342 0.9999 0.093 Uiso 1 1 calc R . .
C18 C 0.0835(4) 0.5916(3) 0.8973(2) 0.0638(8) Uani 1 1 d . . .
H18A H 0.1436 0.5981 0.9597 0.096 Uiso 1 1 calc R . .
H18B H 0.0052 0.6552 0.8948 0.096 Uiso 1 1 calc R . .
H18C H 0.1824 0.6130 0.8627 0.096 Uiso 1 1 calc R . .
C19 C 0.1783(4) 0.2632(3) 0.60210(18) 0.0565(7) Uani 1 1 d . . .
H19 H 0.2969 0.2325 0.6136 0.068 Uiso 1 1 calc R . .
C20 C 0.2182(4) 0.4058(3) 0.65794(19) 0.0605(8) Uani 1 1 d . . .
H20A H 0.3026 0.4173 0.7169 0.073 Uiso 1 1 calc R . .
H20B H 0.0986 0.4284 0.6669 0.073 Uiso 1 1 calc R . .
C21 C 0.3179(5) 0.4904(3) 0.5984(2) 0.0677(8) Uani 1 1 d . . .
H21 H 0.4517 0.4821 0.6069 0.081 Uiso 1 1 calc R . .
C22 C 0.2161(4) 0.4112(3) 0.5041(2) 0.0603(8) Uani 1 1 d . . .
C23 C 0.3318(5) 0.6394(3) 0.6137(2) 0.0797(10) Uani 1 1 d . . .
H23A H 0.2035 0.6524 0.6010 0.119 Uiso 1 1 calc R . .
H23B H 0.4071 0.6802 0.5738 0.119 Uiso 1 1 calc R . .
H23C H 0.3936 0.6819 0.6760 0.119 Uiso 1 1 calc R . .
N1 N 0.0279(3) 0.14354(19) 0.70973(13) 0.0397(5) Uani 1 1 d . . .
O1 O -0.3781(3) 0.1729(2) 0.92840(13) 0.0658(6) Uani 1 1 d . . .
O2 O -0.3253(2) 0.29016(17) 0.77310(12) 0.0489(4) Uani 1 1 d . . .
O3 O -0.3240(3) 0.5104(2) 0.78753(15) 0.0761(6) Uani 1 1 d . . .
O4 O 0.1153(2) 0.27734(16) 0.90805(11) 0.0479(4) Uani 1 1 d . . .
O5 O 0.1413(3) 0.27868(19) 0.50732(13) 0.0664(6) Uani 1 1 d . . .
O6 O 0.2006(3) 0.4489(2) 0.43321(15) 0.0822(7) 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 0.0016 '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'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 114.95(18) . . ?
N1 C1 C10 103.21(18) . . ?
C2 C1 C10 111.77(18) . . ?
N1 C1 C9 112.96(17) . . ?
C2 C1 C9 102.50(18) . . ?
C10 C1 C9 111.79(19) . . ?
C7 C2 C3 125.5(2) . . ?
C7 C2 C1 113.5(2) . . ?
C3 C2 C1 121.0(2) . . ?
C2 C3 C4 114.0(2) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 C3 113.8(2) . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C6 112.8(2) . . ?
C4 C5 H5A 109.0 . . ?
C6 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
C6 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
N1 C6 C5 118.1(2) . . ?
N1 C6 H6A 107.8 . . ?
C5 C6 H6A 107.8 . . ?
N1 C6 H6B 107.8 . . ?
C5 C6 H6B 107.8 . . ?
H6A C6 H6B 107.1 . . ?
C2 C7 C8 109.9(2) . . ?
C2 C7 C16 128.6(3) . . ?
C8 C7 C16 121.4(2) . . ?
O1 C8 C7 128.0(2) . . ?
O1 C8 C9 123.7(2) . . ?
C7 C8 C9 108.3(2) . . ?
O2 C9 C13 102.54(18) . . ?
O2 C9 C8 109.62(18) . . ?
C13 C9 C8 110.90(19) . . ?
O2 C9 C1 113.43(19) . . ?
C13 C9 C1 116.68(18) . . ?
C8 C9 C1 103.75(18) . . ?
C11 C10 C1 104.00(18) . . ?
C11 C10 H10A 111.0 . . ?
C1 C10 H10A 111.0 . . ?
C11 C10 H10B 111.0 . . ?
C1 C10 H10B 111.0 . . ?
H10A C10 H10B 109.0 . . ?
C12 C11 C10 101.4(2) . . ?
C12 C11 H11A 111.5 . . ?
C10 C11 H11A 111.5 . . ?
C12 C11 H11B 111.5 . . ?
C10 C11 H11B 111.5 . . ?
H11A C11 H11B 109.3 . . ?
N1 C12 C11 103.47(19) . . ?
N1 C12 C19 109.6(2) . . ?
C11 C12 C19 116.6(2) . . ?
N1 C12 H12 109.0 . . ?
C11 C12 H12 109.0 . . ?
C19 C12 H12 109.0 . . ?
O4 C13 C14 133.8(2) . . ?
O4 C13 C9 114.4(2) . . ?
C14 C13 C9 111.7(2) . . ?
C13 C14 C15 106.0(2) . . ?
C13 C14 C18 134.2(2) . . ?
C15 C14 C18 119.8(2) . . ?
O3 C15 O2 120.0(2) . . ?
O3 C15 C14 129.6(3) . . ?
O2 C15 C14 110.4(2) . . ?
C7 C16 H16A 109.5 . . ?
C7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 H17A 109.5 . . ?
O4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C19 C20 104.6(2) . . ?
O5 C19 C12 107.8(2) . . ?
C20 C19 C12 118.9(2) . . ?
O5 C19 H19 108.4 . . ?
C20 C19 H19 108.4 . . ?
C12 C19 H19 108.4 . . ?
C19 C20 C21 101.4(2) . . ?
C19 C20 H20A 111.5 . . ?
C21 C20 H20A 111.5 . . ?
C19 C20 H20B 111.5 . . ?
C21 C20 H20B 111.5 . . ?
H20A C20 H20B 109.3 . . ?
C23 C21 C22 114.6(3) . . ?
C23 C21 C20 119.3(3) . . ?
C22 C21 C20 102.4(2) . . ?
C23 C21 H21 106.6 . . ?
C22 C21 H21 106.6 . . ?
C20 C21 H21 106.6 . . ?
O6 C22 O5 121.2(3) . . ?
O6 C22 C21 129.6(3) . . ?
O5 C22 C21 109.2(2) . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C6 N1 C12 117.00(19) . . ?
C6 N1 C1 120.62(18) . . ?
C12 N1 C1 110.99(18) . . ?
C15 O2 C9 109.26(18) . . ?
C13 O4 C17 118.71(19) . . ?
C22 O5 C19 109.3(2) . . ?
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 N1 1.472(3) . ?
C1 C2 1.522(3) . ?
C1 C10 1.540(3) . ?
C1 C9 1.572(3) . ?
C2 C7 1.345(3) . ?
C2 C3 1.495(3) . ?
C3 C4 1.525(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.513(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.529(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N1 1.464(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.454(3) . ?
C7 C16 1.502(3) . ?
C8 O1 1.215(3) . ?
C8 C9 1.539(3) . ?
C9 O2 1.442(3) . ?
C9 C13 1.502(3) . ?
C10 C11 1.524(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.516(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.464(3) . ?
C12 C19 1.527(3) . ?
C12 H12 0.9800 . ?
C13 O4 1.339(3) . ?
C13 C14 1.339(3) . ?
C14 C15 1.450(4) . ?
C14 C18 1.505(3) . ?
C15 O3 1.207(3) . ?
C15 O2 1.372(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 O4 1.437(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 O5 1.461(3) . ?
C19 C20 1.504(4) . ?
C19 H19 0.9800 . ?
C20 C21 1.506(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C23 1.487(4) . ?
C21 C22 1.498(4) . ?
C21 H21 0.9800 . ?
C22 O6 1.200(3) . ?
C22 O5 1.354(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
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
N1 C1 C2 C7 131.8(2) . . . . ?
C10 C1 C2 C7 -111.0(2) . . . . ?
C9 C1 C2 C7 8.9(3) . . . . ?
N1 C1 C2 C3 -50.5(3) . . . . ?
C10 C1 C2 C3 66.7(3) . . . . ?
C9 C1 C2 C3 -173.4(2) . . . . ?
C7 C2 C3 C4 -99.5(3) . . . . ?
C1 C2 C3 C4 83.1(3) . . . . ?
C2 C3 C4 C5 -67.6(3) . . . . ?
C3 C4 C5 C6 60.9(3) . . . . ?
C4 C5 C6 N1 -78.8(3) . . . . ?
C3 C2 C7 C8 -177.8(2) . . . . ?
C1 C2 C7 C8 -0.2(3) . . . . ?
C3 C2 C7 C16 -0.6(5) . . . . ?
C1 C2 C7 C16 177.0(3) . . . . ?
C2 C7 C8 O1 170.1(3) . . . . ?
C16 C7 C8 O1 -7.3(4) . . . . ?
C2 C7 C8 C9 -9.0(3) . . . . ?
C16 C7 C8 C9 173.6(2) . . . . ?
O1 C8 C9 O2 -43.8(3) . . . . ?
C7 C8 C9 O2 135.4(2) . . . . ?
O1 C8 C9 C13 68.7(3) . . . . ?
C7 C8 C9 C13 -112.1(2) . . . . ?
O1 C8 C9 C1 -165.3(2) . . . . ?
C7 C8 C9 C1 13.9(2) . . . . ?
N1 C1 C9 O2 103.7(2) . . . . ?
C2 C1 C9 O2 -132.02(18) . . . . ?
C10 C1 C9 O2 -12.2(2) . . . . ?
N1 C1 C9 C13 -15.1(3) . . . . ?
C2 C1 C9 C13 109.1(2) . . . . ?
C10 C1 C9 C13 -131.0(2) . . . . ?
N1 C1 C9 C8 -137.42(19) . . . . ?
C2 C1 C9 C8 -13.2(2) . . . . ?
C10 C1 C9 C8 106.7(2) . . . . ?
N1 C1 C10 C11 -26.1(2) . . . . ?
C2 C1 C10 C11 -150.1(2) . . . . ?
C9 C1 C10 C11 95.6(2) . . . . ?
C1 C10 C11 C12 39.8(3) . . . . ?
C10 C11 C12 N1 -38.3(2) . . . . ?
C10 C11 C12 C19 -158.6(2) . . . . ?
O2 C9 C13 O4 175.74(18) . . . . ?
C8 C9 C13 O4 58.8(3) . . . . ?
C1 C9 C13 O4 -59.7(3) . . . . ?
O2 C9 C13 C14 -0.4(3) . . . . ?
C8 C9 C13 C14 -117.3(2) . . . . ?
C1 C9 C13 C14 124.2(2) . . . . ?
O4 C13 C14 C15 -172.8(2) . . . . ?
C9 C13 C14 C15 2.3(3) . . . . ?
O4 C13 C14 C18 4.6(5) . . . . ?
C9 C13 C14 C18 179.7(3) . . . . ?
C13 C14 C15 O3 174.7(3) . . . . ?
C18 C14 C15 O3 -3.1(4) . . . . ?
C13 C14 C15 O2 -3.6(3) . . . . ?
C18 C14 C15 O2 178.6(2) . . . . ?
N1 C12 C19 O5 -173.5(2) . . . . ?
C11 C12 C19 O5 -56.5(3) . . . . ?
N1 C12 C19 C20 -54.8(3) . . . . ?
C11 C12 C19 C20 62.2(3) . . . . ?
O5 C19 C20 C21 -33.5(3) . . . . ?
C12 C19 C20 C21 -153.8(2) . . . . ?
C19 C20 C21 C23 162.2(3) . . . . ?
C19 C20 C21 C22 34.4(3) . . . . ?
C23 C21 C22 O6 27.1(5) . . . . ?
C20 C21 C22 O6 157.8(3) . . . . ?
C23 C21 C22 O5 -155.0(3) . . . . ?
C20 C21 C22 O5 -24.3(3) . . . . ?
C5 C6 N1 C12 -65.2(3) . . . . ?
C5 C6 N1 C1 75.1(3) . . . . ?
C11 C12 N1 C6 167.0(2) . . . . ?
C19 C12 N1 C6 -67.9(3) . . . . ?
C11 C12 N1 C1 23.2(2) . . . . ?
C19 C12 N1 C1 148.2(2) . . . . ?
C2 C1 N1 C6 -18.6(3) . . . . ?
C10 C1 N1 C6 -140.5(2) . . . . ?
C9 C1 N1 C6 98.6(2) . . . . ?
C2 C1 N1 C12 123.8(2) . . . . ?
C10 C1 N1 C12 1.8(2) . . . . ?
C9 C1 N1 C12 -119.1(2) . . . . ?
O3 C15 O2 C9 -175.0(2) . . . . ?
C14 C15 O2 C9 3.4(3) . . . . ?
C13 C9 O2 C15 -1.9(2) . . . . ?
C8 C9 O2 C15 116.0(2) . . . . ?
C1 C9 O2 C15 -128.6(2) . . . . ?
C14 C13 O4 C17 -15.9(4) . . . . ?
C9 C13 O4 C17 169.1(2) . . . . ?
O6 C22 O5 C19 -178.9(3) . . . . ?
C21 C22 O5 C19 3.0(3) . . . . ?
C20 C19 O5 C22 19.7(3) . . . . ?
C12 C19 O5 C22 147.2(2) . . . . ?
