#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:24:52 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178431 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/52/4025236.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_4025236
loop_
_publ_author_name
'Subhadeep Banerjee'
'Matthias Zeller'
'Christian Brückner'
_publ_section_title
;
 OsO4-Mediated Dihydroxylation of meso-Tetraphenylporphyrin N-Oxide and
 Transformation of the Resulting Diolchlorin N-Oxide Regioisomers
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1179
_journal_page_last               1187
_journal_paper_doi               10.1021/jo9024286
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C43 H28 N4 O3'
_chemical_formula_weight         648.69
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_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                 101.958(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9842(19)
_cell_length_b                   12.015(2)
_cell_length_c                   24.528(5)
_cell_measurement_reflns_used    1738
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.03
_cell_measurement_theta_min      2.83
_cell_volume                     3166.8(10)
_computing_cell_refinement       'Apex2 v2008.2-4'
_computing_data_collection       'Apex2 v2008.2-4 (Bruker, 2008)'
_computing_data_reduction        'Apex2 v2008.2-4'
_computing_molecular_graphics    'SHELXTL 6.14'
_computing_publication_material  'SHELXTL 6.14'
_computing_structure_refinement  'SHELXTL 6.14'
_computing_structure_solution
'SHELXTL 6.14 (Bruker, 2000-2003; Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       '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  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0403
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            23873
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.70
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS (Sheldrick, 2007)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         6553
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.198
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0629
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0302P)²+3.7103P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1410
_reflns_number_gt                5676
_reflns_number_total             6553
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo9024286_si_002.cif
_cod_data_source_block           09mz306_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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        3166.7(10)
_cod_database_code               4025236
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
C1 C 0.0536(3) 0.5813(2) 0.23398(11) 0.0198(6) Uani 1 1 d D . .
C2 C 0.0892(3) 0.6918(3) 0.24328(11) 0.0210(6) Uani 1 1 d . A .
C3 C 0.1489(2) 0.7577(2) 0.20850(11) 0.0193(6) Uani 1 1 d . . .
C4 C 0.1730(3) 0.8746(2) 0.21339(12) 0.0232(6) Uani 1 1 d . A .
H4 H 0.1602 0.9212 0.2430 0.028 Uiso 1 1 calc R . .
C5 C 0.2174(3) 0.9073(3) 0.16810(12) 0.0223(6) Uani 1 1 d . . .
H5 H 0.2412 0.9808 0.1606 0.027 Uiso 1 1 calc R A .
C6 C 0.2223(3) 0.8119(2) 0.13357(11) 0.0200(6) Uani 1 1 d . A .
C7 C 0.2568(3) 0.8078(2) 0.08173(12) 0.0208(6) Uani 1 1 d . . .
C8 C 0.2450(3) 0.7148(2) 0.04600(11) 0.0199(6) Uani 1 1 d . A .
C9 C 0.2859(3) 0.7144(2) -0.00664(12) 0.0232(6) Uani 1 1 d . . .
H9 H 0.3246 0.7740 -0.0220 0.028 Uiso 1 1 calc R A .
C10 C 0.2583(3) 0.6131(2) -0.02948(11) 0.0217(6) Uani 1 1 d . A .
H10 H 0.2719 0.5882 -0.0645 0.026 Uiso 1 1 calc R . .
C11 C 0.2040(3) 0.5495(2) 0.00956(11) 0.0199(6) Uani 1 1 d . . .
C12 C 0.1696(3) 0.4363(2) 0.00044(11) 0.0187(6) Uani 1 1 d . A .
C13 C 0.1121(3) 0.3698(2) 0.03473(11) 0.0191(6) Uani 1 1 d . . .
C14 C 0.0911(3) 0.2527(2) 0.03093(12) 0.0226(6) Uani 1 1 d . A .
H14 H 0.1038 0.2059 0.0014 0.027 Uiso 1 1 calc R . .
C15 C 0.0498(3) 0.2195(2) 0.07690(12) 0.0220(6) Uani 1 1 d . . .
H15 H 0.0289 0.1454 0.0850 0.026 Uiso 1 1 calc R A .
C16 C 0.0430(3) 0.3148(2) 0.11087(12) 0.0194(6) Uani 1 1 d . A .
C17 C 0.0095(3) 0.3163(2) 0.16314(12) 0.0201(6) Uani 1 1 d . . .
C18 C 0.0153(3) 0.4091(2) 0.19798(11) 0.0200(6) Uani 1 1 d D A .
C19 C -0.0513(7) 0.4267(8) 0.2439(3) 0.0201(12) Uani 0.845(4) 1 d PD A 1
O1 O -0.0261(5) 0.5351(2) 0.2631(2) 0.0220(8) Uani 0.845(4) 1 d PD A 1
O3 O -0.1260(2) 0.3724(2) 0.26135(11) 0.0312(7) Uani 0.845(4) 1 d PD A 1
C19B C -0.023(5) 0.508(3) 0.2634(19) 0.0220(8) Uani 0.155(4) 1 d PD A 2
O1B O -0.059(3) 0.410(3) 0.2335(12) 0.0201(12) Uani 0.155(4) 1 d PD A 2
O3B O -0.0696(13) 0.5245(12) 0.3027(6) 0.0312(7) Uani 0.155(4) 1 d PD A 2
C20 C 0.0494(3) 0.7499(2) 0.29057(11) 0.0191(6) Uani 1 1 d . . .
C21 C -0.0764(3) 0.7598(2) 0.29324(12) 0.0200(6) Uani 1 1 d . A .
H21 H -0.1382 0.7250 0.2657 0.024 Uiso 1 1 calc R . .
C22 C -0.1112(3) 0.8198(2) 0.33559(12) 0.0233(6) Uani 1 1 d . . .
H22 H -0.1968 0.8257 0.3370 0.028 Uiso 1 1 calc R A .
C23 C -0.0221(3) 0.8714(3) 0.37598(12) 0.0260(7) Uani 1 1 d . A .
H23 H -0.0464 0.9132 0.4048 0.031 Uiso 1 1 calc R . .
C24 C 0.1022(3) 0.8616(3) 0.37404(13) 0.0316(8) Uani 1 1 d . . .
H24 H 0.1637 0.8964 0.4017 0.038 Uiso 1 1 calc R A .
C25 C 0.1376(3) 0.8009(3) 0.33181(12) 0.0279(7) Uani 1 1 d . A .
H25 H 0.2234 0.7941 0.3310 0.033 Uiso 1 1 calc R . .
C26 C 0.3087(3) 0.9130(2) 0.06272(12) 0.0217(6) Uani 1 1 d . A .
C27 C 0.4153(3) 0.9611(3) 0.09533(13) 0.0270(7) Uani 1 1 d . . .
H27 H 0.4553 0.9264 0.1291 0.032 Uiso 1 1 calc R A .
C28 C 0.4632(3) 1.0597(3) 0.07848(15) 0.0348(8) Uani 1 1 d . A .
H28 H 0.5345 1.0929 0.1012 0.042 Uiso 1 1 calc R . .
C29 C 0.4074(3) 1.1091(3) 0.02902(16) 0.0357(8) Uani 1 1 d . . .
H29 H 0.4404 1.1763 0.0177 0.043 Uiso 1 1 calc R A .
C30 C 0.3040(3) 1.0616(3) -0.00427(14) 0.0344(8) Uani 1 1 d . A .
H30 H 0.2677 1.0948 -0.0390 0.041 Uiso 1 1 calc R . .
C31 C 0.2525(3) 0.9646(3) 0.01298(13) 0.0274(7) Uani 1 1 d . . .
H31 H 0.1791 0.9339 -0.0092 0.033 Uiso 1 1 calc R A .
C32 C 0.2091(3) 0.3778(2) -0.04692(11) 0.0210(6) Uani 1 1 d . . .
C33 C 0.3360(3) 0.3735(3) -0.04862(12) 0.0234(6) Uani 1 1 d . A .
H33 H 0.3955 0.4088 -0.0202 0.028 Uiso 1 1 calc R . .
C34 C 0.3750(3) 0.3179(3) -0.09164(14) 0.0317(7) Uani 1 1 d . . .
H34 H 0.4609 0.3161 -0.0929 0.038 Uiso 1 1 calc R A .
C35 C 0.2889(3) 0.2650(3) -0.13273(13) 0.0340(8) Uani 1 1 d . A .
H35 H 0.3155 0.2276 -0.1623 0.041 Uiso 1 1 calc R . .
C36 C 0.1640(3) 0.2668(3) -0.13061(13) 0.0327(7) Uani 1 1 d . . .
H36 H 0.1052 0.2288 -0.1582 0.039 Uiso 1 1 calc R A .
C37 C 0.1243(3) 0.3241(3) -0.08821(12) 0.0278(7) Uani 1 1 d . A .
H37 H 0.0381 0.3263 -0.0875 0.033 Uiso 1 1 calc R . .
C38 C -0.0385(3) 0.2111(2) 0.18335(12) 0.0208(6) Uani 1 1 d . A .
C39 C -0.1363(3) 0.1528(3) 0.15032(13) 0.0247(6) Uani 1 1 d . . .
H39 H -0.1719 0.1788 0.1139 0.030 Uiso 1 1 calc R A .
C40 C -0.1820(3) 0.0564(3) 0.17050(16) 0.0342(8) Uani 1 1 d . A .
H40 H -0.2487 0.0168 0.1479 0.041 Uiso 1 1 calc R . .
C41 C -0.1307(3) 0.0185(3) 0.22319(16) 0.0363(8) Uani 1 1 d . . .
H41 H -0.1629 -0.0466 0.2370 0.044 Uiso 1 1 calc R A .
C42 C -0.0323(3) 0.0748(3) 0.25630(15) 0.0346(8) Uani 1 1 d . A .
H42 H 0.0032 0.0479 0.2925 0.042 Uiso 1 1 calc R . .
C43 C 0.0145(3) 0.1711(3) 0.23634(13) 0.0259(7) Uani 1 1 d . . .
H43 H 0.0824 0.2094 0.2588 0.031 Uiso 1 1 calc R A .
N1 N 0.0777(2) 0.4046(2) 0.08284(9) 0.0188(5) Uani 1 1 d . A .
H1 H 0.0779 0.4742 0.0940 0.023 Uiso 1 1 calc R . .
N2 N 0.1952(2) 0.6130(2) 0.05461(10) 0.0205(5) Uani 1 1 d . A .
N3 N 0.1804(2) 0.7244(2) 0.15993(9) 0.0193(5) Uani 1 1 d . A .
H3 H 0.1743 0.6556 0.1474 0.023 Uiso 1 1 calc R . .
N4 N 0.0827(2) 0.5050(2) 0.19774(10) 0.0235(5) Uani 1 1 d . A .
O2 O 0.1808(2) 0.51296(19) 0.17351(9) 0.0299(5) 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
O1 C1 N4 109.4(3) . . ?
O1 C1 C2 119.7(3) . . ?
N4 C1 C2 130.9(3) . . ?
N4 C1 C19B 98.6(12) . . ?
C2 C1 C19B 130.4(12) . . ?
C1 C2 C3 125.7(3) . . ?
C1 C2 C20 117.1(2) . . ?
C3 C2 C20 116.8(3) . . ?
N3 C3 C2 126.3(3) . . ?
N3 C3 C4 106.6(2) . . ?
C2 C3 C4 126.7(3) . . ?
C5 C4 C3 107.8(3) . . ?
C5 C4 H4 126.1 . . ?
C3 C4 H4 126.1 . . ?
C4 C5 C6 108.4(3) . . ?
C4 C5 H5 125.8 . . ?
C6 C5 H5 125.8 . . ?
N3 C6 C7 125.8(3) . . ?
N3 C6 C5 106.2(2) . . ?
C7 C6 C5 127.9(3) . . ?
C6 C7 C8 125.8(3) . . ?
C6 C7 C26 116.4(3) . . ?
C8 C7 C26 117.8(2) . . ?
N2 C8 C7 126.7(2) . . ?
N2 C8 C9 109.8(2) . . ?
C7 C8 C9 123.4(3) . . ?
C10 C9 C8 106.8(3) . . ?
C10 C9 H9 126.6 . . ?
C8 C9 H9 126.6 . . ?
C9 C10 C11 106.9(2) . . ?
C9 C10 H10 126.6 . . ?
C11 C10 H10 126.6 . . ?
N2 C11 C12 127.2(3) . . ?
N2 C11 C10 110.4(3) . . ?
C12 C11 C10 122.4(3) . . ?
C13 C12 C11 126.2(3) . . ?
C13 C12 C32 115.9(3) . . ?
C11 C12 C32 117.6(2) . . ?
N1 C13 C12 125.4(3) . . ?
N1 C13 C14 106.6(2) . . ?
C12 C13 C14 127.6(3) . . ?
C15 C14 C13 108.2(3) . . ?
C15 C14 H14 125.9 . . ?
C13 C14 H14 125.9 . . ?
C14 C15 C16 108.4(3) . . ?
C14 C15 H15 125.8 . . ?
C16 C15 H15 125.8 . . ?
N1 C16 C17 126.8(3) . . ?
N1 C16 C15 106.5(2) . . ?
C17 C16 C15 126.7(3) . . ?
C18 C17 C16 125.5(3) . . ?
C18 C17 C38 116.5(2) . . ?
C16 C17 C38 118.0(3) . . ?
O1B C18 N4 113.8(15) . . ?
O1B C18 C17 117.4(15) . . ?
N4 C18 C17 128.6(2) . . ?
N4 C18 C19 103.6(4) . . ?
C17 C18 C19 127.8(4) . . ?
O3 C19 O1 119.5(5) . . ?
O3 C19 C18 132.8(6) . . ?
O1 C19 C18 107.2(5) . . ?
C1 O1 C19 108.0(4) . . ?
O3B C19B O1B 116(2) . . ?
O3B C19B C1 132(3) . . ?
O1B C19B C1 112(2) . . ?
C18 O1B C19B 102(2) . . ?
C25 C20 C21 118.3(3) . . ?
C25 C20 C2 119.9(3) . . ?
C21 C20 C2 121.7(3) . . ?
C22 C21 C20 120.6(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C24 C23 C22 119.6(3) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C20 121.0(3) . . ?
C24 C25 H25 119.5 . . ?
C20 C25 H25 119.5 . . ?
C31 C26 C27 118.9(3) . . ?
C31 C26 C7 121.2(3) . . ?
C27 C26 C7 119.8(3) . . ?
C28 C27 C26 120.3(3) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C29 C28 C27 120.1(3) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 120.4(3) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C29 C30 C31 120.1(3) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 C30 120.1(3) . . ?
C26 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C37 C32 C33 118.8(3) . . ?
C37 C32 C12 121.8(3) . . ?
C33 C32 C12 119.3(3) . . ?
C34 C33 C32 120.3(3) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C35 C34 C33 120.1(3) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C36 C35 C34 119.9(3) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 120.2(3) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C32 C37 C36 120.6(3) . . ?
C32 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C39 C38 C43 119.4(3) . . ?
C39 C38 C17 121.0(3) . . ?
C43 C38 C17 119.6(3) . . ?
C38 C39 C40 120.2(3) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C41 C40 C39 120.0(3) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C41 C42 120.5(3) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 H41 119.8 . . ?
C41 C42 C43 119.9(3) . . ?
C41 C42 H42 120.1 . . ?
C43 C42 H42 120.1 . . ?
C38 C43 C42 120.0(3) . . ?
C38 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C16 N1 C13 110.2(2) . . ?
C16 N1 H1 124.9 . . ?
C13 N1 H1 124.9 . . ?
C11 N2 C8 106.1(2) . . ?
C6 N3 C3 111.0(2) . . ?
C6 N3 H3 124.5 . . ?
C3 N3 H3 124.5 . . ?
O2 N4 C1 124.2(2) . . ?
O2 N4 C18 123.2(2) . . ?
C1 N4 C18 111.3(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 O1 1.357(4) . ?
C1 N4 1.361(4) . ?
C1 C2 1.389(4) . ?
C1 C19B 1.501(19) . ?
C2 C3 1.420(4) . ?
C2 C20 1.495(4) . ?
C3 N3 1.367(3) . ?
C3 C4 1.429(4) . ?
C4 C5 1.361(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.432(4) . ?
C5 H5 0.9500 . ?
C6 N3 1.364(4) . ?
C6 C7 1.401(4) . ?
C7 C8 1.409(4) . ?
C7 C26 1.500(4) . ?
C8 N2 1.375(4) . ?
C8 C9 1.452(4) . ?
C9 C10 1.348(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.447(4) . ?
C10 H10 0.9500 . ?
C11 N2 1.362(4) . ?
C11 C12 1.417(4) . ?
C12 C13 1.402(4) . ?
C12 C32 1.496(4) . ?
C13 N1 1.377(3) . ?
C13 C14 1.425(4) . ?
C14 C15 1.360(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.427(4) . ?
C15 H15 0.9500 . ?
C16 N1 1.375(4) . ?
C16 C17 1.405(4) . ?
C17 C18 1.398(4) . ?
C17 C38 1.493(4) . ?
C18 O1B 1.314(19) . ?
C18 N4 1.371(4) . ?
C18 C19 1.479(6) . ?
C19 O3 1.195(7) . ?
C19 O1 1.393(6) . ?
C19B O3B 1.20(2) . ?
C19B O1B 1.397(18) . ?
C20 C25 1.389(4) . ?
C20 C21 1.401(4) . ?
C21 C22 1.382(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.387(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C31 1.393(4) . ?
C26 C27 1.399(4) . ?
C27 C28 1.393(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.375(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.378(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.399(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C37 1.386(4) . ?
C32 C33 1.405(4) . ?
C33 C34 1.390(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.385(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.384(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.390(4) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C39 1.393(4) . ?
C38 C43 1.395(4) . ?
C39 C40 1.393(4) . ?
C39 H39 0.9500 . ?
C40 C41 1.376(5) . ?
C40 H40 0.9500 . ?
C41 C42 1.386(5) . ?
C41 H41 0.9500 . ?
C42 C43 1.395(4) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
N1 H1 0.8800 . ?
N3 H3 0.8800 . ?
N4 O2 1.337(3) . ?
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 C1 C2 C3 -165.6(4) . . . . ?
N4 C1 C2 C3 12.6(5) . . . . ?
C19B C1 C2 C3 -172(3) . . . . ?
O1 C1 C2 C20 7.5(5) . . . . ?
N4 C1 C2 C20 -174.4(3) . . . . ?
C19B C1 C2 C20 1(3) . . . . ?
C1 C2 C3 N3 0.6(5) . . . . ?
C20 C2 C3 N3 -172.4(3) . . . . ?
C1 C2 C3 C4 171.9(3) . . . . ?
C20 C2 C3 C4 -1.2(4) . . . . ?
N3 C3 C4 C5 0.1(3) . . . . ?
C2 C3 C4 C5 -172.6(3) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C4 C5 C6 N3 -0.2(3) . . . . ?
C4 C5 C6 C7 176.9(3) . . . . ?
N3 C6 C7 C8 5.2(5) . . . . ?
C5 C6 C7 C8 -171.4(3) . . . . ?
N3 C6 C7 C26 -175.8(3) . . . . ?
C5 C6 C7 C26 7.6(4) . . . . ?
C6 C7 C8 N2 1.8(5) . . . . ?
C26 C7 C8 N2 -177.1(3) . . . . ?
C6 C7 C8 C9 -178.1(3) . . . . ?
C26 C7 C8 C9 3.0(4) . . . . ?
N2 C8 C9 C10 1.0(3) . . . . ?
C7 C8 C9 C10 -179.1(3) . . . . ?
C8 C9 C10 C11 -1.7(3) . . . . ?
C9 C10 C11 N2 1.9(3) . . . . ?
C9 C10 C11 C12 -176.6(3) . . . . ?
N2 C11 C12 C13 4.5(5) . . . . ?
C10 C11 C12 C13 -177.3(3) . . . . ?
N2 C11 C12 C32 -169.0(3) . . . . ?
C10 C11 C12 C32 9.2(4) . . . . ?
C11 C12 C13 N1 1.1(5) . . . . ?
C32 C12 C13 N1 174.6(3) . . . . ?
C11 C12 C13 C14 -171.1(3) . . . . ?
C32 C12 C13 C14 2.5(4) . . . . ?
N1 C13 C14 C15 -2.2(3) . . . . ?
C12 C13 C14 C15 171.1(3) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 N1 1.8(3) . . . . ?
C14 C15 C16 C17 -177.2(3) . . . . ?
N1 C16 C17 C18 -5.4(5) . . . . ?
C15 C16 C17 C18 173.4(3) . . . . ?
N1 C16 C17 C38 173.5(3) . . . . ?
C15 C16 C17 C38 -7.7(4) . . . . ?
C16 C17 C18 O1B 155(2) . . . . ?
C38 C17 C18 O1B -24(2) . . . . ?
C16 C17 C18 N4 -19.7(5) . . . . ?
C38 C17 C18 N4 161.4(3) . . . . ?
C16 C17 C18 C19 160.0(6) . . . . ?
C38 C17 C18 C19 -18.9(6) . . . . ?
O1B C18 C19 O3 21(11) . . . . ?
N4 C18 C19 O3 176.9(10) . . . . ?
C17 C18 C19 O3 -2.8(14) . . . . ?
O1B C18 C19 O1 -151(13) . . . . ?
N4 C18 C19 O1 5.4(8) . . . . ?
C17 C18 C19 O1 -174.3(5) . . . . ?
N4 C1 O1 C19 -1.5(7) . . . . ?
C2 C1 O1 C19 177.0(5) . . . . ?
C19B C1 O1 C19 -26(12) . . . . ?
O3 C19 O1 C1 -175.3(6) . . . . ?
C18 C19 O1 C1 -2.5(9) . . . . ?
O1 C1 C19B O3B -29(6) . . . . ?
N4 C1 C19B O3B 175(6) . . . . ?
C2 C1 C19B O3B -2(9) . . . . ?
O1 C1 C19B O1B 140(16) . . . . ?
N4 C1 C19B O1B -16(5) . . . . ?
C2 C1 C19B O1B 167(3) . . . . ?
N4 C18 O1B C19B -9(4) . . . . ?
C17 C18 O1B C19B 176(3) . . . . ?
C19 C18 O1B C19B 16(10) . . . . ?
O3B C19B O1B C18 -173(4) . . . . ?
C1 C19B O1B C18 16(6) . . . . ?
C1 C2 C20 C25 125.1(3) . . . . ?
C3 C2 C20 C25 -61.2(4) . . . . ?
C1 C2 C20 C21 -58.3(4) . . . . ?
C3 C2 C20 C21 115.4(3) . . . . ?
C25 C20 C21 C22 0.6(4) . . . . ?
C2 C20 C21 C22 -176.1(3) . . . . ?
C20 C21 C22 C23 0.2(4) . . . . ?
C21 C22 C23 C24 -0.7(5) . . . . ?
C22 C23 C24 C25 0.3(5) . . . . ?
C23 C24 C25 C20 0.6(5) . . . . ?
C21 C20 C25 C24 -1.0(5) . . . . ?
C2 C20 C25 C24 175.7(3) . . . . ?
C6 C7 C26 C31 -121.0(3) . . . . ?
C8 C7 C26 C31 58.0(4) . . . . ?
C6 C7 C26 C27 58.8(4) . . . . ?
C8 C7 C26 C27 -122.2(3) . . . . ?
C31 C26 C27 C28 0.8(4) . . . . ?
C7 C26 C27 C28 -179.0(3) . . . . ?
C26 C27 C28 C29 -1.5(5) . . . . ?
C27 C28 C29 C30 0.0(5) . . . . ?
C28 C29 C30 C31 2.2(5) . . . . ?
C27 C26 C31 C30 1.3(4) . . . . ?
C7 C26 C31 C30 -178.9(3) . . . . ?
C29 C30 C31 C26 -2.8(4) . . . . ?
C13 C12 C32 C37 60.5(4) . . . . ?
C11 C12 C32 C37 -125.4(3) . . . . ?
C13 C12 C32 C33 -117.0(3) . . . . ?
C11 C12 C32 C33 57.1(4) . . . . ?
C37 C32 C33 C34 1.2(5) . . . . ?
C12 C32 C33 C34 178.8(3) . . . . ?
C32 C33 C34 C35 -0.9(5) . . . . ?
C33 C34 C35 C36 -0.6(5) . . . . ?
C34 C35 C36 C37 1.7(5) . . . . ?
C33 C32 C37 C36 0.0(5) . . . . ?
C12 C32 C37 C36 -177.5(3) . . . . ?
C35 C36 C37 C32 -1.4(5) . . . . ?
C18 C17 C38 C39 126.7(3) . . . . ?
C16 C17 C38 C39 -52.3(4) . . . . ?
C18 C17 C38 C43 -52.6(4) . . . . ?
C16 C17 C38 C43 128.4(3) . . . . ?
C43 C38 C39 C40 1.1(4) . . . . ?
C17 C38 C39 C40 -178.3(3) . . . . ?
C38 C39 C40 C41 0.0(5) . . . . ?
C39 C40 C41 C42 -0.9(5) . . . . ?
C40 C41 C42 C43 0.6(5) . . . . ?
C39 C38 C43 C42 -1.4(4) . . . . ?
C17 C38 C43 C42 178.0(3) . . . . ?
C41 C42 C43 C38 0.6(5) . . . . ?
C17 C16 N1 C13 175.8(3) . . . . ?
C15 C16 N1 C13 -3.2(3) . . . . ?
C12 C13 N1 C16 -170.1(3) . . . . ?
C14 C13 N1 C16 3.4(3) . . . . ?
C12 C11 N2 C8 177.1(3) . . . . ?
C10 C11 N2 C8 -1.3(3) . . . . ?
C7 C8 N2 C11 -179.7(3) . . . . ?
C9 C8 N2 C11 0.2(3) . . . . ?
C7 C6 N3 C3 -176.9(3) . . . . ?
C5 C6 N3 C3 0.2(3) . . . . ?
C2 C3 N3 C6 172.5(3) . . . . ?
C4 C3 N3 C6 -0.2(3) . . . . ?
O1 C1 N4 O2 -162.2(4) . . . . ?
C2 C1 N4 O2 19.5(5) . . . . ?
C19B C1 N4 O2 -157(3) . . . . ?
O1 C1 N4 C18 5.3(4) . . . . ?
C2 C1 N4 C18 -172.9(3) . . . . ?
C19B C1 N4 C18 10(3) . . . . ?
O1B C18 N4 O2 166(2) . . . . ?
C17 C18 N4 O2 -19.1(5) . . . . ?
C19 C18 N4 O2 161.2(5) . . . . ?
O1B C18 N4 C1 -2(2) . . . . ?
C17 C18 N4 C1 173.2(3) . . . . ?
C19 C18 N4 C1 -6.5(5) . . . . ?
