#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:11:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178424 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/45/4024571.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_4024571
loop_
_publ_author_name
'Subhadeep Banerjee'
'Matthias Zeller'
'Christian Brückner'
_publ_section_title
;
MTO/H2O2/Pyrazole-Mediated N-Oxidation of meso-Tetraarylporphyrins and
-chlorins, and S-Oxidation of a meso-Tetraaryldithiaporphyrin and -chlorin
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4283
_journal_page_last               4288
_journal_paper_doi               10.1021/jo9005443
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C56 H52 N4 O13, 2(C H2 Cl2)'
_chemical_formula_sum            'C58 H56 Cl4 N4 O13'
_chemical_formula_weight         1158.87
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 113.475(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.870(5)
_cell_length_b                   17.144(6)
_cell_length_c                   11.875(4)
_cell_measurement_reflns_used    2686
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.39
_cell_measurement_theta_min      2.22
_cell_volume                     2776.8(17)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0956
_diffrn_reflns_av_sigmaI/netI    0.1375
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15185
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         1.49
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.282
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.497
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 v2008.2-4 (Bruker, 2008)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5277
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1903
_refine_ls_R_factor_gt           0.0823
_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)+(0.1315P)²+1.1463P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2237
_refine_ls_wR_factor_ref         0.2951
_reflns_number_gt                2282
_reflns_number_total             5277
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo9005443_si_002.cif
_cod_data_source_block           09mz003_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4024571
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 -0.0350(4) 0.8939(3) -0.2258(5) 0.0502(14) Uani 1 1 d . . .
C2 C -0.0026(4) 0.8205(3) -0.2516(5) 0.0480(14) Uani 1 1 d . . .
H2 H -0.0321 0.7919 -0.3259 0.058 Uiso 1 1 calc R . .
C3 C 0.0769(4) 0.7987(3) -0.1530(4) 0.0509(14) Uani 1 1 d . . .
H3 H 0.1143 0.7526 -0.1457 0.061 Uiso 1 1 calc R . .
C4 C 0.0951(4) 0.8573(3) -0.0613(4) 0.0491(14) Uani 1 1 d . A .
C5 C 0.1675(4) 0.8524(3) 0.0579(4) 0.0461(13) Uani 1 1 d . . .
C6 C 0.2390(4) 0.7893(3) 0.0791(4) 0.0466(13) Uani 1 1 d . . .
C7 C 0.2302(4) 0.7185(3) 0.1253(4) 0.0466(14) Uani 1 1 d . . .
H7 H 0.1782 0.7098 0.1512 0.056 Uiso 1 1 calc R . .
C8 C 0.2962(4) 0.6587(3) 0.1354(4) 0.0493(14) Uani 1 1 d . . .
C9 C 0.3712(4) 0.6705(4) 0.0955(5) 0.0514(15) Uani 1 1 d . . .
C10 C 0.3822(4) 0.7428(4) 0.0515(5) 0.0572(16) Uani 1 1 d . . .
C11 C 0.3171(4) 0.8022(4) 0.0448(5) 0.0541(15) Uani 1 1 d . . .
H11 H 0.3258 0.8523 0.0164 0.065 Uiso 1 1 calc R . .
C12 C 0.2178(5) 0.5703(4) 0.2215(6) 0.0713(18) Uani 1 1 d . . .
H12A H 0.2206 0.6094 0.2830 0.107 Uiso 1 1 calc R . .
H12B H 0.2277 0.5182 0.2586 0.107 Uiso 1 1 calc R . .
H12C H 0.1536 0.5725 0.1526 0.107 Uiso 1 1 calc R . .
C13 C 0.5143(5) 0.6012(4) 0.1996(6) 0.079(2) Uani 1 1 d . . .
H13A H 0.5425 0.6527 0.2293 0.118 Uiso 1 1 calc R . .
H13B H 0.5624 0.5692 0.1833 0.118 Uiso 1 1 calc R . .
H13C H 0.4969 0.5757 0.2620 0.118 Uiso 1 1 calc R . .
C14 C 0.4777(5) 0.8267(5) -0.0184(7) 0.102(3) Uani 1 1 d . . .
H14A H 0.4213 0.8432 -0.0918 0.154 Uiso 1 1 calc R . .
H14B H 0.5364 0.8254 -0.0365 0.154 Uiso 1 1 calc R . .
H14C H 0.4875 0.8636 0.0485 0.154 Uiso 1 1 calc R . .
C15 C 0.1788(4) 0.9005(3) 0.1583(4) 0.0468(13) Uani 1 1 d . . .
C16 C 0.2488(4) 0.8908(3) 0.2819(4) 0.0482(14) Uani 1 1 d . . .
H16 H 0.2973 0.8511 0.3104 0.058 Uiso 1 1 calc R . .
C17 C 0.2338(4) 0.9485(3) 0.3514(4) 0.0480(14) Uani 1 1 d . . .
H17 H 0.2694 0.9557 0.4371 0.058 Uiso 1 1 calc R . .
C18 C 0.1552(4) 0.9963(3) 0.2729(4) 0.0477(13) Uani 1 1 d . . .
C19 C 0.1157(4) 1.0618(3) 0.3044(4) 0.0466(13) Uani 1 1 d . . .
C20 C 0.1645(4) 1.0894(3) 0.4343(4) 0.0456(13) Uani 1 1 d . . .
C21 C 0.2630(4) 1.1034(3) 0.4888(5) 0.0515(14) Uani 1 1 d . . .
H21 H 0.3025 1.0964 0.4434 0.062 Uiso 1 1 calc R . .
C22 C 0.3064(4) 1.1282(4) 0.6122(5) 0.0575(15) Uani 1 1 d . . .
C23 C 0.2485(4) 1.1379(3) 0.6763(5) 0.0554(15) Uani 1 1 d . . .
C24 C 0.1497(4) 1.1239(3) 0.6227(5) 0.0492(14) Uani 1 1 d . . .
C25 C 0.1065(4) 1.0992(3) 0.5024(4) 0.0480(14) Uani 1 1 d . . .
H25 H 0.0381 1.0888 0.4657 0.058 Uiso 1 1 calc R . .
C26 C 0.4672(4) 1.1144(5) 0.6251(7) 0.095(3) Uani 1 1 d . . .
H26A H 0.4430 1.0873 0.5490 0.114 Uiso 1 1 calc R . .
H26B H 0.5356 1.1230 0.6675 0.114 Uiso 1 1 calc R . .
C27 C 0.2818(5) 1.2372(5) 0.8279(7) 0.088(2) Uani 1 1 d . . .
H27A H 0.3154 1.2705 0.7898 0.132 Uiso 1 1 calc R . .
H27B H 0.3111 1.2446 0.9171 0.132 Uiso 1 1 calc R . .
H27C H 0.2122 1.2511 0.7959 0.132 Uiso 1 1 calc R . .
C28 C 0.0031(5) 1.1085(4) 0.6519(6) 0.0719(19) Uani 1 1 d . . .
H28A H -0.0352 1.1386 0.5781 0.108 Uiso 1 1 calc R . .
H28B H -0.0233 1.1171 0.7144 0.108 Uiso 1 1 calc R . .
H28C H -0.0007 1.0529 0.6313 0.108 Uiso 1 1 calc R . .
N1 N 0.0268(3) 0.9149(3) -0.1091(4) 0.0611(13) Uani 1 1 d . . .
N2 N 0.1240(3) 0.9645(3) 0.1573(4) 0.0509(12) Uani 1 1 d . . .
H2A H 0.0755 0.9828 0.0919 0.061 Uiso 1 1 calc R . .
O1 O 0.0505(6) 0.9883(6) -0.0834(7) 0.075(3) Uani 0.50 1 d P A 1
O2 O 0.2925(3) 0.5857(2) 0.1783(3) 0.0600(11) Uani 1 1 d . . .
O3 O 0.4299(3) 0.6099(3) 0.0909(3) 0.0695(12) Uani 1 1 d . . .
O4 O 0.4595(3) 0.7496(3) 0.0178(4) 0.0787(14) Uani 1 1 d . . .
O5 O 0.4025(3) 1.1413(3) 0.6743(4) 0.0807(14) Uani 1 1 d . . .
O6 O 0.2916(3) 1.1573(3) 0.8000(3) 0.0803(14) Uani 1 1 d . . .
O7 O 0.1003(3) 1.1326(2) 0.6970(3) 0.0628(11) Uani 1 1 d . . .
C29 C 0.2450(12) 1.0711(10) -0.0250(14) 0.096(4) Uani 0.50 1 d P B 1
H29A H 0.1854 1.0382 -0.0507 0.115 Uiso 0.50 1 calc PR B 1
H29B H 0.2462 1.0962 -0.0994 0.115 Uiso 0.50 1 calc PR B 1
Cl1 Cl 0.3463(7) 1.0126(4) 0.0391(5) 0.175(3) Uani 0.50 1 d P B 1
Cl2 Cl 0.2378(6) 1.1446(5) 0.0766(5) 0.169(3) Uani 0.50 1 d P B 1
C29B C 0.1691(12) 1.0848(11) -0.0305(12) 0.096(4) Uani 0.50 1 d P C 2
H29C H 0.1232 1.0410 -0.0401 0.115 Uiso 0.50 1 calc PR C 2
H29D H 0.1710 1.0946 -0.1117 0.115 Uiso 0.50 1 calc PR C 2
Cl1B Cl 0.2840(4) 1.0571(4) 0.0702(5) 0.121(2) Uani 0.50 1 d P C 2
Cl2B Cl 0.1224(4) 1.1686(3) 0.0134(4) 0.1090(15) Uani 0.50 1 d P C 2
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
N1 C1 C19 125.4(5) . 3_575 ?
N1 C1 C2 107.5(5) . . ?
C19 C1 C2 127.1(5) 3_575 . ?
C3 C2 C1 108.3(5) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
C2 C3 C4 107.6(5) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 H3 126.2 . . ?
N1 C4 C5 127.4(5) . . ?
N1 C4 C3 108.0(4) . . ?
C5 C4 C3 124.5(5) . . ?
C4 C5 C15 127.5(5) . . ?
C4 C5 C6 115.5(5) . . ?
C15 C5 C6 117.0(4) . . ?
C7 C6 C11 119.1(5) . . ?
C7 C6 C5 123.2(5) . . ?
C11 C6 C5 117.7(5) . . ?
C6 C7 C8 120.9(5) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
O2 C8 C9 114.9(5) . . ?
O2 C8 C7 125.2(5) . . ?
C9 C8 C7 119.9(5) . . ?
O3 C9 C10 119.5(5) . . ?
O3 C9 C8 120.8(6) . . ?
C10 C9 C8 119.5(5) . . ?
O4 C10 C9 115.4(5) . . ?
O4 C10 C11 124.8(6) . . ?
C9 C10 C11 119.8(5) . . ?
C10 C11 C6 120.7(6) . . ?
C10 C11 H11 119.6 . . ?
C6 C11 H11 119.6 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C5 126.5(4) . . ?
N2 C15 C16 106.9(4) . . ?
C5 C15 C16 126.5(5) . . ?
C17 C16 C15 108.0(5) . . ?
C17 C16 H16 126.0 . . ?
C15 C16 H16 126.0 . . ?
C16 C17 C18 108.1(4) . . ?
C16 C17 H17 126.0 . . ?
C18 C17 H17 126.0 . . ?
N2 C18 C19 125.4(5) . . ?
N2 C18 C17 106.7(5) . . ?
C19 C18 C17 127.8(5) . . ?
C18 C19 C1 126.6(5) . 3_575 ?
C18 C19 C20 116.8(4) . . ?
C1 C19 C20 116.6(5) 3_575 . ?
C21 C20 C25 119.6(5) . . ?
C21 C20 C19 122.1(5) . . ?
C25 C20 C19 118.3(4) . . ?
C20 C21 C22 120.3(5) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
O5 C22 C23 116.3(5) . . ?
O5 C22 C21 124.6(5) . . ?
C23 C22 C21 119.1(5) . . ?
C22 C23 C24 121.1(5) . . ?
C22 C23 O6 119.3(5) . . ?
C24 C23 O6 119.5(5) . . ?
O7 C24 C23 115.8(5) . . ?
O7 C24 C25 123.7(5) . . ?
C23 C24 C25 120.4(5) . . ?
C24 C25 C20 119.5(5) . . ?
C24 C25 H25 120.2 . . ?
C20 C25 H25 120.2 . . ?
O5 C26 H26A 120.0 . . ?
O5 C26 H26B 120.0 . . ?
H26A C26 H26B 120.0 . . ?
O6 C27 H27A 109.5 . . ?
O6 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O6 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O7 C28 H28A 109.5 . . ?
O7 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O7 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O1 N1 C4 120.8(6) . . ?
O1 N1 C1 119.8(6) . . ?
C4 N1 C1 108.5(5) . . ?
C15 N2 C18 110.3(4) . . ?
C15 N2 H2A 124.9 . . ?
C18 N2 H2A 124.9 . . ?
C8 O2 C12 117.5(5) . . ?
C9 O3 C13 113.2(4) . . ?
C10 O4 C14 116.4(5) . . ?
C22 O5 C26 118.6(5) . . ?
C23 O6 C27 115.3(5) . . ?
C24 O7 C28 117.7(4) . . ?
Cl1 C29 Cl2 113.2(9) . . ?
Cl1 C29 H29A 108.9 . . ?
Cl2 C29 H29A 108.9 . . ?
Cl1 C29 H29B 108.9 . . ?
Cl2 C29 H29B 108.9 . . ?
H29A C29 H29B 107.8 . . ?
Cl1B C29B Cl2B 114.8(9) . . ?
Cl1B C29B H29C 108.6 . . ?
Cl2B C29B H29C 108.6 . . ?
Cl1B C29B H29D 108.6 . . ?
Cl2B C29B H29D 108.6 . . ?
H29C C29B H29D 107.5 . . ?
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
C1 N1 1.371(7) . ?
C1 C19 1.412(7) 3_575 ?
C1 C2 1.424(8) . ?
C2 C3 1.344(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.425(7) . ?
C3 H3 0.9500 . ?
C4 N1 1.367(7) . ?
C4 C5 1.399(7) . ?
C5 C15 1.403(7) . ?
C5 C6 1.468(7) . ?
C6 C7 1.359(7) . ?
C6 C11 1.393(7) . ?
C7 C8 1.392(7) . ?
C7 H7 0.9500 . ?
C8 O2 1.361(7) . ?
C8 C9 1.389(8) . ?
C9 O3 1.373(6) . ?
C9 C10 1.379(8) . ?
C10 O4 1.364(6) . ?
C10 C11 1.384(8) . ?
C11 H11 0.9500 . ?
C12 O2 1.421(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O3 1.405(7) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 O4 1.449(8) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 N2 1.365(7) . ?
C15 C16 1.431(7) . ?
C16 C17 1.363(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.428(7) . ?
C17 H17 0.9500 . ?
C18 N2 1.375(6) . ?
C18 C19 1.386(8) . ?
C19 C1 1.412(7) 3_575 ?
C19 C20 1.496(7) . ?
C20 C21 1.367(7) . ?
C20 C25 1.407(7) . ?
C21 C22 1.411(8) . ?
C21 H21 0.9500 . ?
C22 O5 1.341(6) . ?
C22 C23 1.368(8) . ?
C23 C24 1.370(8) . ?
C23 O6 1.388(6) . ?
C24 O7 1.362(6) . ?
C24 C25 1.379(7) . ?
C25 H25 0.9500 . ?
C26 O5 1.388(8) . ?
C26 H26A 0.9500 . ?
C26 H26B 0.9500 . ?
C27 O6 1.430(8) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O7 1.389(7) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
N1 O1 1.310(10) . ?
N2 H2A 0.8800 . ?
C29 Cl1 1.715(18) . ?
C29 Cl2 1.778(18) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29B Cl1B 1.717(15) . ?
C29B Cl2B 1.761(18) . ?
C29B H29C 0.9900 . ?
C29B H29D 0.9900 . ?
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 C3 -0.4(6) . . . . ?
C19 C1 C2 C3 179.5(5) 3_575 . . . ?
C1 C2 C3 C4 1.4(6) . . . . ?
C2 C3 C4 N1 -1.9(6) . . . . ?
C2 C3 C4 C5 175.0(5) . . . . ?
N1 C4 C5 C15 8.2(9) . . . . ?
C3 C4 C5 C15 -168.1(5) . . . . ?
N1 C4 C5 C6 -172.2(5) . . . . ?
C3 C4 C5 C6 11.5(8) . . . . ?
C4 C5 C6 C7 -95.1(6) . . . . ?
C15 C5 C6 C7 84.6(7) . . . . ?
C4 C5 C6 C11 82.1(6) . . . . ?
C15 C5 C6 C11 -98.2(6) . . . . ?
C11 C6 C7 C8 -1.8(7) . . . . ?
C5 C6 C7 C8 175.3(4) . . . . ?
C6 C7 C8 O2 -178.8(5) . . . . ?
C6 C7 C8 C9 -1.3(7) . . . . ?
O2 C8 C9 O3 5.5(7) . . . . ?
C7 C8 C9 O3 -172.2(4) . . . . ?
O2 C8 C9 C10 -179.3(5) . . . . ?
C7 C8 C9 C10 3.1(8) . . . . ?
O3 C9 C10 O4 -6.6(7) . . . . ?
C8 C9 C10 O4 178.1(5) . . . . ?
O3 C9 C10 C11 173.7(5) . . . . ?
C8 C9 C10 C11 -1.6(8) . . . . ?
O4 C10 C11 C6 178.7(5) . . . . ?
C9 C10 C11 C6 -1.6(8) . . . . ?
C7 C6 C11 C10 3.3(8) . . . . ?
C5 C6 C11 C10 -174.0(5) . . . . ?
C4 C5 C15 N2 -4.0(9) . . . . ?
C6 C5 C15 N2 176.4(5) . . . . ?
C4 C5 C15 C16 174.7(5) . . . . ?
C6 C5 C15 C16 -4.9(8) . . . . ?
N2 C15 C16 C17 0.4(6) . . . . ?
C5 C15 C16 C17 -178.5(5) . . . . ?
C15 C16 C17 C18 -0.9(6) . . . . ?
C16 C17 C18 N2 1.0(6) . . . . ?
C16 C17 C18 C19 -179.6(5) . . . . ?
N2 C18 C19 C1 2.3(9) . . . 3_575 ?
C17 C18 C19 C1 -177.0(5) . . . 3_575 ?
N2 C18 C19 C20 -176.6(5) . . . . ?
C17 C18 C19 C20 4.1(8) . . . . ?
C18 C19 C20 C21 52.6(8) . . . . ?
C1 C19 C20 C21 -126.4(6) 3_575 . . . ?
C18 C19 C20 C25 -125.8(6) . . . . ?
C1 C19 C20 C25 55.2(7) 3_575 . . . ?
C25 C20 C21 C22 -0.6(9) . . . . ?
C19 C20 C21 C22 -179.0(5) . . . . ?
C20 C21 C22 O5 178.2(6) . . . . ?
C20 C21 C22 C23 0.0(9) . . . . ?
O5 C22 C23 C24 -178.1(6) . . . . ?
C21 C22 C23 C24 0.2(9) . . . . ?
O5 C22 C23 O6 -2.5(9) . . . . ?
C21 C22 C23 O6 175.8(5) . . . . ?
C22 C23 C24 O7 177.5(5) . . . . ?
O6 C23 C24 O7 1.9(8) . . . . ?
C22 C23 C24 C25 0.2(9) . . . . ?
O6 C23 C24 C25 -175.4(5) . . . . ?
O7 C24 C25 C20 -177.8(5) . . . . ?
C23 C24 C25 C20 -0.8(8) . . . . ?
C21 C20 C25 C24 1.0(8) . . . . ?
C19 C20 C25 C24 179.4(5) . . . . ?
C5 C4 N1 O1 40.7(9) . . . . ?
C3 C4 N1 O1 -142.5(6) . . . . ?
C5 C4 N1 C1 -175.1(5) . . . . ?
C3 C4 N1 C1 1.7(6) . . . . ?
C19 C1 N1 O1 -36.2(9) 3_575 . . . ?
C2 C1 N1 O1 143.7(6) . . . . ?
C19 C1 N1 C4 179.3(5) 3_575 . . . ?
C2 C1 N1 C4 -0.8(6) . . . . ?
C5 C15 N2 C18 179.1(5) . . . . ?
C16 C15 N2 C18 0.2(6) . . . . ?
C19 C18 N2 C15 179.9(5) . . . . ?
C17 C18 N2 C15 -0.7(6) . . . . ?
C9 C8 O2 C12 179.5(5) . . . . ?
C7 C8 O2 C12 -3.0(7) . . . . ?
C10 C9 O3 C13 93.7(6) . . . . ?
C8 C9 O3 C13 -91.1(6) . . . . ?
C9 C10 O4 C14 -174.8(5) . . . . ?
C11 C10 O4 C14 4.9(8) . . . . ?
C23 C22 O5 C26 164.4(6) . . . . ?
C21 C22 O5 C26 -13.8(10) . . . . ?
C22 C23 O6 C27 103.3(7) . . . . ?
C24 C23 O6 C27 -81.0(7) . . . . ?
C23 C24 O7 C28 -171.2(5) . . . . ?
C25 C24 O7 C28 6.0(8) . . . . ?
