#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:59:53 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178415 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/36/4023601.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_4023601
loop_
_publ_author_name
'Chenliang Su'
'Xian Huang'
'Qingyang Liu'
_publ_section_title
;
 CAN-Mediated Highly Regio- and Stereoselective Oxidation of
 Vinylidenecyclopropanes: A Novel Method for the Synthesis of
 Unsymmetrical Divinyl Ketone and Functional Enone Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6421
_journal_page_last               6424
_journal_paper_doi               10.1021/jo800829a
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C28 H28 N4 O5'
_chemical_formula_weight         500.54
_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                103.655(3)
_cell_angle_beta                 98.201(3)
_cell_angle_gamma                107.701(3)
_cell_formula_units_Z            2
_cell_length_a                   8.3847(10)
_cell_length_b                   11.1611(14)
_cell_length_c                   14.8806(18)
_cell_measurement_reflns_used    582
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      37.306
_cell_measurement_theta_min      5.317
_cell_volume                     1254.1(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0878
_diffrn_reflns_av_sigmaI/netI    0.1731
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6664
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.10
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86677
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.039
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.109
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.854
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         4594
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.853
_refine_ls_R_factor_all          0.1624
_refine_ls_R_factor_gt           0.0659
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1088P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1558
_refine_ls_wR_factor_ref         0.2479
_reflns_number_gt                1867
_reflns_number_total             4594
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo800829a-file001.cif
_cod_data_source_block           cd2820
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_database_code               4023601
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
N1 N 0.9799(5) -0.0110(4) 0.1599(3) 0.0330(10) Uani 1 1 d . . .
N2 N 0.8208(5) -0.0700(4) 0.0942(3) 0.0347(10) Uani 1 1 d D . .
N3 N 0.5338(5) -0.1960(4) -0.0759(3) 0.0448(11) Uani 1 1 d . . .
N4 N 0.6827(6) 0.2173(5) -0.1505(3) 0.0509(12) Uani 1 1 d . . .
O1 O 0.8026(5) -0.3135(3) 0.1130(2) 0.0516(10) Uani 1 1 d . . .
O2 O 0.5579(5) -0.2654(4) -0.0256(3) 0.0726(13) Uani 1 1 d . . .
O3 O 0.4168(5) -0.2394(4) -0.1467(3) 0.0656(12) Uani 1 1 d . . .
O4 O 0.5627(5) 0.1630(4) -0.2206(3) 0.0716(13) Uani 1 1 d . . .
O5 O 0.7756(6) 0.3331(5) -0.1302(3) 0.0817(15) Uani 1 1 d . . .
C1 C 0.9983(6) -0.0521(4) 0.2334(3) 0.0288(11) Uani 1 1 d . . .
C2 C 1.1707(6) 0.0135(5) 0.2988(3) 0.0326(11) Uani 1 1 d . . .
H2A H 1.2193 -0.0409 0.3222 0.039 Uiso 1 1 calc R . .
C3 C 1.2646(5) 0.1423(5) 0.3281(3) 0.0296(11) Uani 1 1 d . . .
C4 C 0.8605(6) -0.1529(5) 0.2610(3) 0.0351(12) Uani 1 1 d . . .
H4A H 0.7515 -0.1414 0.2397 0.042 Uiso 1 1 calc R . .
C5 C 0.8892(7) -0.1257(5) 0.3681(3) 0.0437(13) Uani 1 1 d . . .
H5A H 0.9942 -0.1389 0.3923 0.052 Uiso 1 1 calc R . .
H5B H 0.9032 -0.0345 0.3972 0.052 Uiso 1 1 calc R . .
C6 C 0.7438(8) -0.2125(6) 0.3951(4) 0.0563(16) Uani 1 1 d . . .
H6A H 0.6400 -0.1949 0.3753 0.068 Uiso 1 1 calc R . .
H6B H 0.7679 -0.1944 0.4636 0.068 Uiso 1 1 calc R . .
C7 C 0.7158(8) -0.3566(6) 0.3484(4) 0.0669(19) Uani 1 1 d . . .
H7A H 0.6156 -0.4123 0.3632 0.080 Uiso 1 1 calc R . .
H7B H 0.8148 -0.3766 0.3734 0.080 Uiso 1 1 calc R . .
C8 C 0.6896(7) -0.3859(5) 0.2409(4) 0.0531(15) Uani 1 1 d . . .
H8A H 0.6797 -0.4764 0.2132 0.064 Uiso 1 1 calc R . .
H8B H 0.5828 -0.3761 0.2152 0.064 Uiso 1 1 calc R . .
C9 C 0.8340(7) -0.2966(5) 0.2136(3) 0.0407(13) Uani 1 1 d . . .
H9 H 0.9398 -0.3132 0.2337 0.049 Uiso 1 1 calc R . .
C10 C 0.7854(6) -0.0056(5) 0.0321(3) 0.0323(11) Uani 1 1 d . . .
C11 C 0.8862(6) 0.1274(5) 0.0500(3) 0.0378(12) Uani 1 1 d . . .
H11 H 0.9781 0.1677 0.1029 0.045 Uiso 1 1 calc R . .
C12 C 0.8527(7) 0.1986(5) -0.0079(3) 0.0441(13) Uani 1 1 d . . .
H12 H 0.9211 0.2866 0.0061 0.053 Uiso 1 1 calc R . .
C13 C 0.7165(6) 0.1405(5) -0.0882(3) 0.0380(12) Uani 1 1 d . . .
C14 C 0.6149(6) 0.0108(5) -0.1085(3) 0.0382(13) Uani 1 1 d . . .
H14 H 0.5238 -0.0280 -0.1618 0.046 Uiso 1 1 calc R . .
C15 C 0.6477(6) -0.0617(5) -0.0498(3) 0.0351(12) Uani 1 1 d . . .
C16 C 1.1933(6) 0.2415(4) 0.3024(3) 0.0299(11) Uani 1 1 d . . .
C17 C 1.0426(6) 0.2503(5) 0.3263(3) 0.0399(13) Uani 1 1 d . . .
H17 H 0.9874 0.1956 0.3594 0.048 Uiso 1 1 calc R . .
C18 C 0.9732(7) 0.3380(6) 0.3022(4) 0.0570(16) Uani 1 1 d . . .
H18 H 0.8705 0.3408 0.3177 0.068 Uiso 1 1 calc R . .
C19 C 1.0535(9) 0.4207(6) 0.2559(4) 0.0638(19) Uani 1 1 d . . .
H19 H 1.0064 0.4803 0.2397 0.077 Uiso 1 1 calc R . .
C20 C 1.2054(8) 0.4159(6) 0.2329(4) 0.0548(16) Uani 1 1 d . . .
H20 H 1.2605 0.4723 0.2009 0.066 Uiso 1 1 calc R . .
C21 C 1.2764(7) 0.3282(5) 0.2571(3) 0.0413(13) Uani 1 1 d . . .
H21 H 1.3805 0.3273 0.2428 0.050 Uiso 1 1 calc R . .
C22 C 1.4399(6) 0.1933(5) 0.3919(3) 0.0339(12) Uani 1 1 d . . .
C23 C 1.5162(6) 0.3260(5) 0.4445(3) 0.0434(13) Uani 1 1 d . . .
H23 H 1.4598 0.3840 0.4362 0.052 Uiso 1 1 calc R . .
C24 C 1.6728(7) 0.3730(6) 0.5082(4) 0.0610(17) Uani 1 1 d . . .
H24 H 1.7209 0.4618 0.5426 0.073 Uiso 1 1 calc R . .
C25 C 1.7579(7) 0.2892(7) 0.5210(4) 0.0691(19) Uani 1 1 d . . .
H25 H 1.8640 0.3213 0.5640 0.083 Uiso 1 1 calc R . .
C26 C 1.6875(7) 0.1577(7) 0.4706(4) 0.0674(19) Uani 1 1 d . . .
H26 H 1.7450 0.1007 0.4800 0.081 Uiso 1 1 calc R . .
C27 C 1.5312(7) 0.1110(6) 0.4062(4) 0.0525(15) Uani 1 1 d . . .
H27 H 1.4853 0.0224 0.3714 0.063 Uiso 1 1 calc R . .
C28 C 0.7782(8) -0.4412(5) 0.0543(4) 0.0661(18) Uani 1 1 d . . .
H28A H 0.8657 -0.4712 0.0796 0.099 Uiso 1 1 calc R . .
H28B H 0.7857 -0.4377 -0.0089 0.099 Uiso 1 1 calc R . .
H28C H 0.6670 -0.5010 0.0524 0.099 Uiso 1 1 calc R . .
H2 H 0.771(11) -0.151(3) 0.087(6) 0.10(4) Uiso 1 1 d 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
C1 N1 N2 117.5(4) . . ?
C10 N2 N1 117.1(4) . . ?
C10 N2 H2 124(6) . . ?
N1 N2 H2 116(6) . . ?
O3 N3 O2 121.5(5) . . ?
O3 N3 C15 119.8(5) . . ?
O2 N3 C15 118.7(4) . . ?
O4 N4 O5 123.2(5) . . ?
O4 N4 C13 118.3(5) . . ?
O5 N4 C13 118.5(5) . . ?
C28 O1 C9 115.7(4) . . ?
N1 C1 C2 114.4(4) . . ?
N1 C1 C4 127.0(4) . . ?
C2 C1 C4 118.5(4) . . ?
C3 C2 C1 127.4(4) . . ?
C3 C2 H2A 116.3 . . ?
C1 C2 H2A 116.3 . . ?
C2 C3 C22 121.1(4) . . ?
C2 C3 C16 121.2(4) . . ?
C22 C3 C16 117.6(4) . . ?
C5 C4 C9 110.2(4) . . ?
C5 C4 C1 111.9(4) . . ?
C9 C4 C1 115.4(4) . . ?
C5 C4 H4A 106.2 . . ?
C9 C4 H4A 106.2 . . ?
C1 C4 H4A 106.2 . . ?
C6 C5 C4 111.8(4) . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C5 C6 C7 110.4(5) . . ?
C5 C6 H6A 109.6 . . ?
C7 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C7 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C6 C7 C8 110.7(5) . . ?
C6 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C9 C8 C7 112.1(4) . . ?
C9 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
O1 C9 C8 112.7(4) . . ?
O1 C9 C4 106.0(4) . . ?
C8 C9 C4 110.6(4) . . ?
O1 C9 H9 109.2 . . ?
C8 C9 H9 109.2 . . ?
C4 C9 H9 109.2 . . ?
N2 C10 C11 119.0(4) . . ?
N2 C10 C15 124.4(4) . . ?
C11 C10 C15 116.6(4) . . ?
C12 C11 C10 121.7(4) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 N4 120.1(5) . . ?
C12 C13 N4 120.1(5) . . ?
C13 C14 C15 120.0(4) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 121.5(5) . . ?
C14 C15 N3 116.1(4) . . ?
C10 C15 N3 122.4(4) . . ?
C21 C16 C17 117.9(5) . . ?
C21 C16 C3 121.9(4) . . ?
C17 C16 C3 120.2(4) . . ?
C18 C17 C16 121.4(5) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C19 C18 C17 120.3(6) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 119.6(6) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C19 C20 C21 120.6(6) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C16 120.2(5) . . ?
C20 C21 H21 119.9 . . ?
C16 C21 H21 119.9 . . ?
C27 C22 C23 116.8(4) . . ?
C27 C22 C3 122.3(5) . . ?
C23 C22 C3 120.8(4) . . ?
C24 C23 C22 121.6(5) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C25 C24 C23 120.0(6) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.4(5) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C27 119.5(6) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C26 C27 C22 121.7(5) . . ?
C26 C27 H27 119.1 . . ?
C22 C27 H27 119.1 . . ?
O1 C28 H28A 109.5 . . ?
O1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
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
N1 C1 1.290(5) . ?
N1 N2 1.399(5) . ?
N2 C10 1.351(6) . ?
N2 H2 0.84(2) . ?
N3 O3 1.217(5) . ?
N3 O2 1.235(5) . ?
N3 C15 1.435(6) . ?
N4 O4 1.225(5) . ?
N4 O5 1.227(6) . ?
N4 C13 1.457(6) . ?
O1 C28 1.422(6) . ?
O1 C9 1.438(5) . ?
C1 C2 1.480(6) . ?
C1 C4 1.527(6) . ?
C2 C3 1.340(6) . ?
C2 H2A 0.9300 . ?
C3 C22 1.491(6) . ?
C3 C16 1.505(6) . ?
C4 C5 1.520(6) . ?
C4 C9 1.524(6) . ?
C4 H4A 0.9800 . ?
C5 C6 1.480(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.523(8) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.524(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.491(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9 0.9800 . ?
C10 C11 1.405(6) . ?
C10 C15 1.417(6) . ?
C11 C12 1.356(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.395(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(7) . ?
C14 C15 1.376(6) . ?
C14 H14 0.9300 . ?
C16 C21 1.382(6) . ?
C16 C17 1.386(6) . ?
C17 C18 1.370(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.355(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.378(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.379(7) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.395(7) . ?
C22 C23 1.396(6) . ?
C23 C24 1.374(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.369(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.375(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(7) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.84(2) 2.03(5) 2.757(6) 144(8) .
N2 H2 O2 0.84(2) 2.09(7) 2.630(5) 122(7) .
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
C1 N1 N2 C10 162.9(4) . . . . ?
N2 N1 C1 C2 179.1(4) . . . . ?
N2 N1 C1 C4 -4.5(7) . . . . ?
N1 C1 C2 C3 43.5(7) . . . . ?
C4 C1 C2 C3 -133.2(5) . . . . ?
C1 C2 C3 C22 -177.8(4) . . . . ?
C1 C2 C3 C16 5.6(7) . . . . ?
N1 C1 C4 C5 -148.8(5) . . . . ?
C2 C1 C4 C5 27.4(6) . . . . ?
N1 C1 C4 C9 84.2(6) . . . . ?
C2 C1 C4 C9 -99.6(5) . . . . ?
C9 C4 C5 C6 -57.7(6) . . . . ?
C1 C4 C5 C6 172.6(4) . . . . ?
C4 C5 C6 C7 57.5(6) . . . . ?
C5 C6 C7 C8 -55.4(6) . . . . ?
C6 C7 C8 C9 55.1(6) . . . . ?
C28 O1 C9 C8 -60.4(6) . . . . ?
C28 O1 C9 C4 178.5(4) . . . . ?
C7 C8 C9 O1 -173.7(5) . . . . ?
C7 C8 C9 C4 -55.3(6) . . . . ?
C5 C4 C9 O1 178.1(4) . . . . ?
C1 C4 C9 O1 -54.0(5) . . . . ?
C5 C4 C9 C8 55.7(5) . . . . ?
C1 C4 C9 C8 -176.4(4) . . . . ?
N1 N2 C10 C11 -15.1(6) . . . . ?
N1 N2 C10 C15 167.2(4) . . . . ?
N2 C10 C11 C12 -177.5(5) . . . . ?
C15 C10 C11 C12 0.3(7) . . . . ?
C10 C11 C12 C13 -0.5(8) . . . . ?
C11 C12 C13 C14 0.4(7) . . . . ?
C11 C12 C13 N4 -179.4(5) . . . . ?
O4 N4 C13 C14 -0.2(7) . . . . ?
O5 N4 C13 C14 179.8(5) . . . . ?
O4 N4 C13 C12 179.6(5) . . . . ?
O5 N4 C13 C12 -0.4(7) . . . . ?
C12 C13 C14 C15 -0.2(7) . . . . ?
N4 C13 C14 C15 179.6(4) . . . . ?
C13 C14 C15 C10 0.0(7) . . . . ?
C13 C14 C15 N3 179.3(4) . . . . ?
N2 C10 C15 C14 177.6(4) . . . . ?
C11 C10 C15 C14 -0.1(7) . . . . ?
N2 C10 C15 N3 -1.7(7) . . . . ?
C11 C10 C15 N3 -179.4(4) . . . . ?
O3 N3 C15 C14 0.3(7) . . . . ?
O2 N3 C15 C14 179.9(5) . . . . ?
O3 N3 C15 C10 179.6(5) . . . . ?
O2 N3 C15 C10 -0.8(7) . . . . ?
C2 C3 C16 C21 -124.6(5) . . . . ?
C22 C3 C16 C21 58.7(6) . . . . ?
C2 C3 C16 C17 57.1(6) . . . . ?
C22 C3 C16 C17 -119.6(5) . . . . ?
C21 C16 C17 C18 2.9(7) . . . . ?
C3 C16 C17 C18 -178.8(4) . . . . ?
C16 C17 C18 C19 -1.5(8) . . . . ?
C17 C18 C19 C20 0.1(8) . . . . ?
C18 C19 C20 C21 -0.3(8) . . . . ?
C19 C20 C21 C16 1.7(8) . . . . ?
C17 C16 C21 C20 -3.0(7) . . . . ?
C3 C16 C21 C20 178.7(4) . . . . ?
C2 C3 C22 C27 15.4(7) . . . . ?
C16 C3 C22 C27 -167.9(4) . . . . ?
C2 C3 C22 C23 -160.9(4) . . . . ?
C16 C3 C22 C23 15.8(6) . . . . ?
C27 C22 C23 C24 -0.8(8) . . . . ?
C3 C22 C23 C24 175.7(5) . . . . ?
C22 C23 C24 C25 0.2(9) . . . . ?
C23 C24 C25 C26 -0.2(10) . . . . ?
C24 C25 C26 C27 0.7(10) . . . . ?
C25 C26 C27 C22 -1.3(9) . . . . ?
C23 C22 C27 C26 1.3(8) . . . . ?
C3 C22 C27 C26 -175.1(5) . . . . ?
