#------------------------------------------------------------------------------
#$Date: 2020-07-04 04:56:14 +0300 (Sat, 04 Jul 2020) $
#$Revision: 253742 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/85/4038516.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_4038516
loop_
_publ_author_name
'Zimnitskiy, Nikolay S.'
'Denikaev, Andrey D.'
'Barkov, Alexey Y.'
'Kutyashev, Igor B.'
'Korotaev, Vladislav Y.'
'Sosnovskikh, Vyacheslav Y.'
_publ_section_title
;
 Catalyst-free Tandem 1,3-Dipolar Cycloaddition/Aldol Condensation:
 Diastereoselective Construction of the Azatetraquinane Skeleton.
;
_journal_issue                   13
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              8683
_journal_page_last               8694
_journal_paper_doi               10.1021/acs.joc.0c01127
_journal_volume                  85
_journal_year                    2020
_chemical_formula_moiety         'C31 H24 Cl N O4'
_chemical_formula_sum            'C31 H24 Cl N O4'
_chemical_formula_weight         509.96
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.636(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.7883(9)
_cell_length_b                   26.2735(14)
_cell_length_c                   10.5970(8)
_cell_measurement_reflns_used    3246
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.6790
_cell_measurement_theta_min      3.7350
_cell_volume                     2515.3(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measurement_device_type  'Xcalibur 3'
_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  0.0473
_diffrn_reflns_av_sigmaI/netI    0.0569
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19665
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         30.90
_diffrn_reflns_theta_min         3.61
_exptl_absorpt_coefficient_mu    0.191
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.38a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.018(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         6807
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1451
_refine_ls_R_factor_gt           0.0797
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1300P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2158
_refine_ls_wR_factor_ref         0.2839
_reflns_number_gt                3182
_reflns_number_total             6807
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0c01127_si_002.cif
_cod_data_source_block           exp_443
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 4038516.cif.
;
_cod_original_cell_volume        2515.3(3)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4038516
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
O1 O 0.3738(2) -0.28269(8) -0.5750(2) 0.0748(6) Uani 1 1 d . . .
O2 O 0.4174(3) -0.18004(8) -0.3530(2) 0.0717(6) Uani 1 1 d . . .
O3 O 0.5438(3) -0.43831(9) -0.0852(3) 0.0890(8) Uani 1 1 d . . .
O4 O 1.0111(3) -0.14990(10) -0.2833(3) 0.0956(9) Uani 1 1 d . . .
N1 N 0.7210(3) -0.13970(10) -0.5341(3) 0.0732(7) Uani 1 1 d . A .
C24 C 0.4747(3) -0.28094(10) -0.4631(3) 0.0550(6) Uani 1 1 d . . .
C25 C 0.5015(3) -0.32197(10) -0.3613(3) 0.0554(6) Uani 1 1 d . . .
C9 C 0.6969(3) -0.22583(11) -0.4453(3) 0.0571(7) Uani 1 1 d . . .
C11 C 0.5311(3) -0.18778(10) -0.3706(3) 0.0558(6) Uani 1 1 d . . .
C10 C 0.5703(3) -0.23451(10) -0.4270(3) 0.0533(6) Uani 1 1 d . . .
C27 C 0.4356(4) -0.40396(13) -0.3021(4) 0.0745(9) Uani 1 1 d . . .
C1 C 0.7504(3) -0.17272(10) -0.4131(3) 0.0591(7) Uani 1 1 d . A .
C30 C 0.6030(4) -0.31715(12) -0.2283(3) 0.0666(8) Uani 1 1 d . . .
C3 C 0.9440(3) -0.22808(12) -0.4131(4) 0.0677(8) Uani 1 1 d . . .
C28 C 0.5364(4) -0.39800(12) -0.1704(3) 0.0683(8) Uani 1 1 d . . .
C7 C 0.8086(4) -0.30262(14) -0.5279(3) 0.0724(8) Uani 1 1 d . . .
H7A H 0.7216 -0.3214 -0.5632 0.087 Uiso 1 1 calc R . .
C18 C 0.6617(3) -0.05707(10) -0.2706(4) 0.0643(8) Uani 1 1 d D . .
C8 C 0.8120(3) -0.25594(12) -0.4686(3) 0.0622(7) Uani 1 1 d . . .
C12 C 0.6630(3) -0.15062(10) -0.3346(3) 0.0598(7) Uani 1 1 d . . .
C4 C 1.0745(4) -0.24820(16) -0.4189(4) 0.0858(11) Uani 1 1 d . . .
H4A H 1.1636 -0.2306 -0.3825 0.103 Uiso 1 1 calc R . .
C26 C 0.4178(4) -0.36625(11) -0.3976(4) 0.0683(8) Uani 1 1 d . . .
C29 C 0.6206(5) -0.35471(13) -0.1325(4) 0.0762(9) Uani 1 1 d . . .
C13 C 0.6237(4) -0.09515(11) -0.3874(4) 0.0699(8) Uani 1 1 d . . .
H13A H 0.5168 -0.0935 -0.4403 0.084 Uiso 1 1 calc R . .
C2 C 0.9199(4) -0.17968(13) -0.3556(4) 0.0713(9) Uani 1 1 d . . .
C6 C 0.9386(5) -0.32075(16) -0.5333(4) 0.0860(11) Uani 1 1 d . . .
H6A H 0.9378 -0.3519 -0.5750 0.103 Uiso 1 1 calc R . .
C14 C 0.7037(5) -0.08936(13) -0.4896(4) 0.0787(9) Uani 1 1 d . . .
H14A H 0.8014 -0.0740 -0.4421 0.094 Uiso 1 1 calc R A .
C5 C 1.0661(5) -0.29472(18) -0.4802(5) 0.0938(12) Uani 1 1 d . . .
H5A H 1.1513 -0.3086 -0.4851 0.113 Uiso 1 1 calc R . .
C17 C 0.5884(6) -0.14944(16) -0.6554(4) 0.1022(14) Uani 1 1 d . . .
H17A H 0.5081 -0.1610 -0.6302 0.123 Uiso 1 1 calc R A .
H17B H 0.6072 -0.1751 -0.7125 0.123 Uiso 1 1 calc R . .
C31 C 0.6408(6) -0.43535(17) 0.0522(4) 0.1037(14) Uani 1 1 d . . .
H31A H 0.6338 -0.4660 0.0987 0.156 Uiso 1 1 calc R . .
H31B H 0.6146 -0.4067 0.0945 0.156 Uiso 1 1 calc R . .
H31C H 0.7403 -0.4313 0.0575 0.156 Uiso 1 1 calc R . .
C15 C 0.6205(7) -0.05995(16) -0.6219(5) 0.1114(16) Uani 1 1 d . A .
H15A H 0.5453 -0.0382 -0.6118 0.134 Uiso 1 1 calc R . .
H15B H 0.6882 -0.0391 -0.6466 0.134 Uiso 1 1 calc R . .
C16 C 0.5515(7) -0.10020(17) -0.7276(5) 0.1159(16) Uani 1 1 d . A .
H16A H 0.4450 -0.0957 -0.7693 0.139 Uiso 1 1 calc R . .
H16B H 0.5909 -0.0986 -0.7986 0.139 Uiso 1 1 calc R . .
Cl1 Cl 0.7682(3) 0.04916(11) 0.0841(3) 0.1037(7) Uani 0.73 1 d P A 1
C23 C 0.7569(7) -0.0172(2) -0.2581(6) 0.0786(15) Uani 0.73 1 d PU A 1
H23A H 0.8005 -0.0126 -0.3212 0.094 Uiso 0.73 1 calc PR A 1
C22 C 0.7864(8) 0.0162(2) -0.1480(7) 0.0924(17) Uani 0.73 1 d PU A 1
H22A H 0.8482 0.0440 -0.1388 0.111 Uiso 0.73 1 calc PR A 1
C21 C 0.7254(10) 0.0082(3) -0.0543(8) 0.0699(15) Uani 0.73 1 d PU A 1
C19 C 0.5969(6) -0.0627(2) -0.1807(5) 0.0657(11) Uani 0.73 1 d P A 1
H19A H 0.5292 -0.0889 -0.1936 0.079 Uiso 0.73 1 calc PR A 1
C20 C 0.6267(7) -0.0313(2) -0.0717(6) 0.0732(14) Uani 0.73 1 d P A 1
H20A H 0.5816 -0.0364 -0.0098 0.088 Uiso 0.73 1 calc PR A 1
Cl1A Cl 0.8553(12) 0.0581(3) 0.0936(9) 0.163(4) Uani 0.27 1 d PD A 2
C23A C 0.8029(16) -0.0382(6) -0.2075(16) 0.080(4) Uani 0.27 1 d PDU A 2
H23B H 0.8712 -0.0528 -0.2380 0.097 Uiso 0.27 1 calc PR A 2
C22A C 0.8615(18) -0.0022(6) -0.1088(17) 0.088(5) Uani 0.27 1 d PDU A 2
H22B H 0.9546 0.0114 -0.0921 0.106 Uiso 0.27 1 calc PR A 2
C21A C 0.784(2) 0.0132(9) -0.036(2) 0.083(7) Uani 0.27 1 d PDU A 2
C20A C 0.648(3) -0.0075(11) -0.071(3) 0.122(11) Uani 0.27 1 d PDU A 2
H20B H 0.5945 -0.0021 -0.0166 0.147 Uiso 0.27 1 calc PR A 2
C19A C 0.586(3) -0.0376(10) -0.192(3) 0.143(10) Uani 0.27 1 d PDU A 2
H19B H 0.4855 -0.0451 -0.2210 0.172 Uiso 0.27 1 calc PR A 2
H12 H 0.714(3) -0.1532(11) -0.230(3) 0.062(8) Uiso 1 1 d . . .
H30 H 0.664(4) -0.2850(12) -0.200(3) 0.069(9) Uiso 1 1 d . . .
H26 H 0.342(4) -0.3706(11) -0.499(4) 0.069(9) Uiso 1 1 d . . .
H27 H 0.399(6) -0.440(2) -0.308(5) 0.131(16) Uiso 1 1 d . . .
H29 H 0.700(5) -0.3531(17) -0.043(5) 0.115(14) Uiso 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'
Cl Cl 0.1484 0.1585 '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
C28 O3 C31 118.9(3) . . ?
C14 N1 C17 105.9(3) . . ?
C14 N1 C1 105.3(3) . . ?
C17 N1 C1 118.1(3) . . ?
O1 C24 C25 122.3(2) . . ?
O1 C24 C10 118.2(3) . . ?
C25 C24 C10 119.5(2) . . ?
C30 C25 C26 118.3(3) . . ?
C30 C25 C24 122.3(2) . . ?
C26 C25 C24 119.3(3) . . ?
C10 C9 C8 137.7(3) . . ?
C10 C9 C1 112.9(3) . . ?
C8 C9 C1 108.6(2) . . ?
O2 C11 C10 126.6(3) . . ?
O2 C11 C12 125.8(3) . . ?
C10 C11 C12 107.5(2) . . ?
C9 C10 C11 108.3(2) . . ?
C9 C10 C24 128.5(3) . . ?
C11 C10 C24 123.1(2) . . ?
C28 C27 C26 120.2(3) . . ?
C28 C27 H27 105(3) . . ?
C26 C27 H27 134(3) . . ?
N1 C1 C9 114.7(3) . . ?
N1 C1 C12 106.7(2) . . ?
C9 C1 C12 105.2(2) . . ?
N1 C1 C2 103.4(2) . . ?
C9 C1 C2 102.1(2) . . ?
C12 C1 C2 125.1(3) . . ?
C29 C30 C25 121.5(3) . . ?
C29 C30 H30 119.1(18) . . ?
C25 C30 H30 119.4(18) . . ?
C8 C3 C4 119.5(3) . . ?
C8 C3 C2 110.9(3) . . ?
C4 C3 C2 129.6(3) . . ?
C29 C28 C27 120.5(3) . . ?
C29 C28 O3 125.0(3) . . ?
C27 C28 O3 114.5(3) . . ?
C8 C7 C6 117.9(3) . . ?
C8 C7 H7A 121.1 . . ?
C6 C7 H7A 121.1 . . ?
C19 C18 C23 120.3(4) . . ?
C19 C18 C23A 110.9(8) . . ?
C23 C18 C23A 33.0(6) . . ?
C19 C18 C19A 28.1(11) . . ?
C23 C18 C19A 99.1(11) . . ?
C23A C18 C19A 103.9(13) . . ?
C19 C18 C13 118.2(3) . . ?
C23 C18 C13 121.5(4) . . ?
C23A C18 C13 121.1(7) . . ?
C19A C18 C13 134.5(11) . . ?
C7 C8 C3 120.9(3) . . ?
C7 C8 C9 132.2(3) . . ?
C3 C8 C9 106.9(3) . . ?
C1 C12 C11 102.5(2) . . ?
C1 C12 C13 105.9(2) . . ?
C11 C12 C13 115.8(2) . . ?
C1 C12 H12 115.0(17) . . ?
C11 C12 H12 103.6(17) . . ?
C13 C12 H12 113.7(16) . . ?
C5 C4 C3 117.8(3) . . ?
C5 C4 H4A 121.1 . . ?
C3 C4 H4A 121.1 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 120.8(17) . . ?
C25 C26 H26 118.9(17) . . ?
C28 C29 C30 119.2(3) . . ?
C28 C29 H29 119(3) . . ?
C30 C29 H29 121(3) . . ?
C18 C13 C12 111.9(3) . . ?
C18 C13 C14 117.9(3) . . ?
C12 C13 C14 102.7(3) . . ?
C18 C13 H13A 108.0 . . ?
C12 C13 H13A 108.0 . . ?
C14 C13 H13A 108.0 . . ?
O4 C2 C3 128.6(3) . . ?
O4 C2 C1 126.3(3) . . ?
C3 C2 C1 105.0(2) . . ?
C5 C6 C7 122.0(4) . . ?
C5 C6 H6A 119.0 . . ?
C7 C6 H6A 119.0 . . ?
N1 C14 C15 104.6(3) . . ?
N1 C14 C13 106.9(3) . . ?
C15 C14 C13 116.7(4) . . ?
N1 C14 H14A 109.4 . . ?
C15 C14 H14A 109.4 . . ?
C13 C14 H14A 109.4 . . ?
C6 C5 C4 122.0(3) . . ?
C6 C5 H5A 119.0 . . ?
C4 C5 H5A 119.0 . . ?
N1 C17 C16 105.1(4) . . ?
N1 C17 H17A 110.7 . . ?
C16 C17 H17A 110.7 . . ?
N1 C17 H17B 110.7 . . ?
C16 C17 H17B 110.7 . . ?
H17A C17 H17B 108.8 . . ?
O3 C31 H31A 109.5 . . ?
O3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C16 C15 C14 104.8(3) . . ?
C16 C15 H15A 110.8 . . ?
C14 C15 H15A 110.8 . . ?
C16 C15 H15B 110.8 . . ?
C14 C15 H15B 110.8 . . ?
H15A C15 H15B 108.9 . . ?
C17 C16 C15 106.3(3) . . ?
C17 C16 H16A 110.5 . . ?
C15 C16 H16A 110.5 . . ?
C17 C16 H16B 110.5 . . ?
C15 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
C18 C23 C22 118.2(5) . . ?
C18 C23 H23A 120.9 . . ?
C22 C23 H23A 120.9 . . ?
C21 C22 C23 120.4(6) . . ?
C21 C22 H22A 119.8 . . ?
C23 C22 H22A 119.8 . . ?
C22 C21 C20 120.0(6) . . ?
C22 C21 Cl1 119.4(6) . . ?
C20 C21 Cl1 120.6(6) . . ?
C18 C19 C20 122.3(5) . . ?
C18 C19 H19A 118.9 . . ?
C20 C19 H19A 118.9 . . ?
C19 C20 C21 118.7(6) . . ?
C19 C20 H20A 120.7 . . ?
C21 C20 H20A 120.7 . . ?
C22A C23A C18 132.1(14) . . ?
C22A C23A H23B 113.9 . . ?
C18 C23A H23B 113.9 . . ?
C21A C22A C23A 119.3(15) . . ?
C21A C22A H22B 120.3 . . ?
C23A C22A H22B 120.3 . . ?
C22A C21A C20A 115.9(18) . . ?
C22A C21A Cl1A 121.4(14) . . ?
C20A C21A Cl1A 122.7(17) . . ?
C21A C20A C19A 120(2) . . ?
C21A C20A H20B 119.8 . . ?
C19A C20A H20B 119.8 . . ?
C18 C19A C20A 126(2) . . ?
C18 C19A H19B 116.9 . . ?
C20A C19A H19B 116.9 . . ?
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
O1 C24 1.218(3) . ?
O2 C11 1.214(3) . ?
O3 C28 1.375(4) . ?
O3 C31 1.401(5) . ?
O4 C2 1.212(4) . ?
N1 C14 1.436(4) . ?
N1 C17 1.456(5) . ?
N1 C1 1.482(4) . ?
C24 C25 1.475(4) . ?
C24 C10 1.495(4) . ?
C25 C30 1.383(4) . ?
C25 C26 1.389(4) . ?
C9 C10 1.345(4) . ?
C9 C8 1.473(4) . ?
C9 C1 1.483(4) . ?
C11 C10 1.480(4) . ?
C11 C12 1.546(4) . ?
C27 C28 1.373(5) . ?
C27 C26 1.379(5) . ?
C27 H27 1.01(5) . ?
C1 C12 1.519(4) . ?
C1 C2 1.543(4) . ?
C30 C29 1.378(5) . ?
C30 H30 1.01(3) . ?
C3 C8 1.403(4) . ?
C3 C4 1.405(5) . ?
C3 C2 1.468(5) . ?
C28 C29 1.371(5) . ?
C7 C8 1.373(5) . ?
C7 C6 1.380(5) . ?
C7 H7A 0.9300 . ?
C18 C19 1.340(6) . ?
C18 C23 1.374(6) . ?
C18 C23A 1.376(13) . ?
C18 C19A 1.412(17) . ?
C18 C13 1.523(5) . ?
C12 C13 1.556(4) . ?
C12 H12 1.02(3) . ?
C4 C5 1.371(6) . ?
C4 H4A 0.9300 . ?
C26 H26 1.05(3) . ?
C29 H29 0.97(5) . ?
C13 C14 1.568(5) . ?
C13 H13A 0.9800 . ?
C6 C5 1.342(6) . ?
C6 H6A 0.9300 . ?
C14 C15 1.531(6) . ?
C14 H14A 0.9800 . ?
C5 H5A 0.9300 . ?
C17 C16 1.475(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C15 C16 1.499(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
Cl1 C21 1.735(7) . ?
C23 C22 1.398(8) . ?
C23 H23A 0.9300 . ?
C22 C21 1.358(10) . ?
C22 H22A 0.9300 . ?
C21 C20 1.381(11) . ?
C19 C20 1.356(8) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
Cl1A C21A 1.742(16) . ?
C23A C22A 1.363(15) . ?
C23A H23B 0.9300 . ?
C22A C21A 1.331(17) . ?
C22A H22B 0.9300 . ?
C21A C20A 1.356(18) . ?
C20A C19A 1.420(18) . ?
C20A H20B 0.9300 . ?
C19A H19B 0.9300 . ?
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
O1 C24 C25 C30 -171.2(3) . . . . ?
C10 C24 C25 C30 6.4(4) . . . . ?
O1 C24 C25 C26 5.9(4) . . . . ?
C10 C24 C25 C26 -176.5(3) . . . . ?
C8 C9 C10 C11 164.2(3) . . . . ?
C1 C9 C10 C11 -3.8(3) . . . . ?
C8 C9 C10 C24 -19.4(6) . . . . ?
C1 C9 C10 C24 172.6(3) . . . . ?
O2 C11 C10 C9 172.7(3) . . . . ?
C12 C11 C10 C9 -8.5(3) . . . . ?
O2 C11 C10 C24 -3.9(4) . . . . ?
C12 C11 C10 C24 174.9(2) . . . . ?
O1 C24 C10 C9 -91.5(4) . . . . ?
C25 C24 C10 C9 90.7(4) . . . . ?
O1 C24 C10 C11 84.4(4) . . . . ?
C25 C24 C10 C11 -93.4(3) . . . . ?
C14 N1 C1 C9 149.6(3) . . . . ?
C17 N1 C1 C9 31.8(4) . . . . ?
C14 N1 C1 C12 33.5(3) . . . . ?
C17 N1 C1 C12 -84.3(4) . . . . ?
C14 N1 C1 C2 -100.0(3) . . . . ?
C17 N1 C1 C2 142.1(3) . . . . ?
C10 C9 C1 N1 -102.3(3) . . . . ?
C8 C9 C1 N1 86.1(3) . . . . ?
C10 C9 C1 C12 14.6(3) . . . . ?
C8 C9 C1 C12 -156.9(2) . . . . ?
C10 C9 C1 C2 146.6(3) . . . . ?
C8 C9 C1 C2 -24.9(3) . . . . ?
C26 C25 C30 C29 -0.9(5) . . . . ?
C24 C25 C30 C29 176.3(3) . . . . ?
C26 C27 C28 C29 -0.2(6) . . . . ?
C26 C27 C28 O3 -179.8(3) . . . . ?
C31 O3 C28 C29 1.9(5) . . . . ?
C31 O3 C28 C27 -178.4(4) . . . . ?
C6 C7 C8 C3 -1.2(5) . . . . ?
C6 C7 C8 C9 -179.6(3) . . . . ?
C4 C3 C8 C7 0.3(5) . . . . ?
C2 C3 C8 C7 -179.9(3) . . . . ?
C4 C3 C8 C9 179.1(3) . . . . ?
C2 C3 C8 C9 -1.1(4) . . . . ?
C10 C9 C8 C7 27.4(6) . . . . ?
C1 C9 C8 C7 -164.2(3) . . . . ?
C10 C9 C8 C3 -151.2(3) . . . . ?
C1 C9 C8 C3 17.2(3) . . . . ?
N1 C1 C12 C11 104.2(2) . . . . ?
C9 C1 C12 C11 -18.1(3) . . . . ?
C2 C1 C12 C11 -135.4(3) . . . . ?
N1 C1 C12 C13 -17.6(3) . . . . ?
C9 C1 C12 C13 -139.9(2) . . . . ?
C2 C1 C12 C13 102.8(3) . . . . ?
O2 C11 C12 C1 -164.6(3) . . . . ?
C10 C11 C12 C1 16.6(3) . . . . ?
O2 C11 C12 C13 -49.8(4) . . . . ?
C10 C11 C12 C13 131.4(3) . . . . ?
C8 C3 C4 C5 0.3(5) . . . . ?
C2 C3 C4 C5 -179.4(4) . . . . ?
C28 C27 C26 C25 -0.2(5) . . . . ?
C30 C25 C26 C27 0.7(5) . . . . ?
C24 C25 C26 C27 -176.5(3) . . . . ?
C27 C28 C29 C30 0.0(6) . . . . ?
O3 C28 C29 C30 179.6(3) . . . . ?
C25 C30 C29 C28 0.5(6) . . . . ?
C19 C18 C13 C12 -59.4(4) . . . . ?
C23 C18 C13 C12 122.0(5) . . . . ?
C23A C18 C13 C12 83.2(10) . . . . ?
C19A C18 C13 C12 -88.1(17) . . . . ?
C19 C18 C13 C14 -178.2(3) . . . . ?
C23 C18 C13 C14 3.3(6) . . . . ?
C23A C18 C13 C14 -35.5(10) . . . . ?
C19A C18 C13 C14 153.2(17) . . . . ?
C1 C12 C13 C18 -130.7(3) . . . . ?
C11 C12 C13 C18 116.5(3) . . . . ?
C1 C12 C13 C14 -3.3(3) . . . . ?
C11 C12 C13 C14 -116.1(3) . . . . ?
C8 C3 C2 O4 168.4(3) . . . . ?
C4 C3 C2 O4 -11.9(6) . . . . ?
C8 C3 C2 C1 -14.4(3) . . . . ?
C4 C3 C2 C1 165.3(3) . . . . ?
N1 C1 C2 O4 81.4(4) . . . . ?
C9 C1 C2 O4 -159.2(3) . . . . ?
C12 C1 C2 O4 -40.6(5) . . . . ?
N1 C1 C2 C3 -95.9(3) . . . . ?
C9 C1 C2 C3 23.5(3) . . . . ?
C12 C1 C2 C3 142.1(3) . . . . ?
C8 C7 C6 C5 1.5(6) . . . . ?
C17 N1 C14 C15 -34.4(4) . . . . ?
C1 N1 C14 C15 -160.2(3) . . . . ?
C17 N1 C14 C13 90.0(3) . . . . ?
C1 N1 C14 C13 -35.8(3) . . . . ?
C18 C13 C14 N1 147.5(3) . . . . ?
C12 C13 C14 N1 24.0(3) . . . . ?
C18 C13 C14 C15 -95.8(4) . . . . ?
C12 C13 C14 C15 140.7(3) . . . . ?
C7 C6 C5 C4 -0.9(6) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C14 N1 C17 C16 36.6(5) . . . . ?
C1 N1 C17 C16 154.2(3) . . . . ?
N1 C14 C15 C16 19.2(5) . . . . ?
C13 C14 C15 C16 -98.7(4) . . . . ?
N1 C17 C16 C15 -23.5(5) . . . . ?
C14 C15 C16 C17 2.8(6) . . . . ?
C19 C18 C23 C22 1.5(9) . . . . ?
C23A C18 C23 C22 -80.3(15) . . . . ?
C19A C18 C23 C22 21.3(14) . . . . ?
C13 C18 C23 C22 -179.9(5) . . . . ?
C18 C23 C22 C21 1.9(11) . . . . ?
C23 C22 C21 C20 -3.8(12) . . . . ?
C23 C22 C21 Cl1 178.1(6) . . . . ?
C23 C18 C19 C20 -3.1(7) . . . . ?
C23A C18 C19 C20 32.1(9) . . . . ?
C19A C18 C19 C20 -48(3) . . . . ?
C13 C18 C19 C20 178.4(4) . . . . ?
C18 C19 C20 C21 1.1(8) . . . . ?
C22 C21 C20 C19 2.3(10) . . . . ?
Cl1 C21 C20 C19 -179.6(5) . . . . ?
C19 C18 C23A C22A -40(2) . . . . ?
C23 C18 C23A C22A 74(2) . . . . ?
C19A C18 C23A C22A -11(3) . . . . ?
C13 C18 C23A C22A 175.3(17) . . . . ?
C18 C23A C22A C21A 15(3) . . . . ?
C23A C22A C21A C20A -2(4) . . . . ?
C23A C22A C21A Cl1A 178.6(17) . . . . ?
C22A C21A C20A C19A -9(5) . . . . ?
Cl1A C21A C20A C19A 170(2) . . . . ?
C19 C18 C19A C20A 106(4) . . . . ?
C23 C18 C19A C20A -36(3) . . . . ?
C23A C18 C19A C20A -3(3) . . . . ?
C13 C18 C19A C20A 170(2) . . . . ?
C21A C20A C19A C18 13(5) . . . . ?
