#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/54/2015401.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2015401
loop_
_publ_author_name
'Graham Smith'
'Urs D. Wermuth'
'Jonathan M. White'
_publ_section_title
;
 Mixed dicationic and monocationic benzidine species in the
 proton-transfer compound of benzidine with 3,5-dinitrosalicylic acid
;
_journal_coeditor_code           AV3018
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o402
_journal_page_last               o404
_journal_paper_doi               10.1107/S010827010601821X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac
'C12 H14 N2 2+, 2C12 H13 N2 +, 4C7 H3 N2 O7 -, 2C2 H6 O'
_chemical_formula_moiety
'C12 H14 N2 2+, 2C12 H13 N2 +, 4C7 H3 N2 O7 -, 2C2 H6 O'
_chemical_formula_sum            'C68 H64 N14 O30'
_chemical_formula_weight         1557.34
_chemical_name_systematic
;
1,1'-biphenyl-4,4'-diaminium bis(4'-amino-1,1'-biphenyl-4-aminium)
tetrakis(2-carboxy-4,6-dinitrophenolate) ethanol disolvate
;
_chemical_temperature_decomposition 481.3(16)
_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           'SHELXL97 (Sheldrick, 1997)'
_cell_angle_alpha                90.00
_cell_angle_beta                 109.154(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   18.862(2)
_cell_length_b                   10.5138(11)
_cell_length_c                   19.081(2)
_cell_measurement_reflns_used    1773
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      19.12
_cell_measurement_theta_min      2.26
_cell_volume                     3574.5(7)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXTL (Bruker, 1997)'
_computing_structure_solution    'SHELXTL (Bruker, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  'graphite '
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_sigmaI/netI    0.1197
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22178
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         2.24
_diffrn_standards_decay_%        0.0
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow--brown
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'prism '
_exptl_crystal_F_000             1620
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.154
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.867
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     549
_refine_ls_number_reflns         8165
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.868
_refine_ls_R_factor_all          0.1574
_refine_ls_R_factor_gt           0.0493
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0239P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0976
_reflns_number_gt                3072
_reflns_number_total             8165
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            av3018.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' tag was changed to
'_chemical_temperature_decomposition' since the value had been given
as '479.7--482.9 (dec)'. The value was changed to '481.3(16)' - the
average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' tag was changed to
'_chemical_temperature_decomposition' since the value had been given
as '479.7--482.9 (dec)'. The value was changed to '481.3(16)' - the
average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3574.6(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2015401
_cod_database_fobs_code          2015401
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
x,1/2-y,1/2+z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
N N4D 0.43574(15) 0.1927(2) 0.16941(13) 0.0429(9) Uani 1.000
C C1D 0.48955(14) 0.4535(2) 0.02470(12) 0.0369(9) Uani 1.000
C C2D 0.51012(13) 0.3270(2) 0.02723(12) 0.0431(10) Uani 1.000
C C3D 0.49182(14) 0.2413(2) 0.07314(13) 0.0455(10) Uani 1.000
C C4D 0.45242(13) 0.2816(2) 0.11734(13) 0.0374(9) Uani 1.000
C C5D 0.43044(15) 0.4054(2) 0.11621(14) 0.0558(11) Uani 1.000
C C6D 0.44887(15) 0.4898(2) 0.06944(14) 0.0602(11) Uani 1.000
N N4C 0.10555(16) 0.9872(3) 0.49959(14) 0.0598(11) Uani 1.000
N N41C 0.37076(18) 0.9499(2) 0.12627(17) 0.0549(11) Uani 1.000
C C1C 0.21828(15) 0.9816(2) 0.33928(14) 0.0406(9) Uani 1.000
C C2C 0.14193(16) 0.9628(3) 0.32006(14) 0.0620(11) Uani 1.000
C C3C 0.10484(16) 0.9647(3) 0.37120(15) 0.0686(13) Uani 1.000
C C4C 0.14459(16) 0.9866(2) 0.44408(15) 0.0497(11) Uani 1.000
C C5C 0.21944(17) 1.0045(2) 0.46612(14) 0.0607(11) Uani 1.000
C C6C 0.25613(15) 1.0023(2) 0.41433(14) 0.0598(11) Uani 1.000
C C11C 0.25797(15) 0.9758(2) 0.28410(13) 0.0405(9) Uani 1.000
C C21C 0.33445(15) 0.9617(2) 0.30435(14) 0.0518(11) Uani 1.000
C C31C 0.37132(15) 0.9513(2) 0.25312(14) 0.0502(10) Uani 1.000
C C41C 0.33200(16) 0.9548(2) 0.17830(14) 0.0421(10) Uani 1.000
C C51C 0.25602(16) 0.9707(2) 0.15665(14) 0.0554(11) Uani 1.000
C C61C 0.21961(15) 0.9815(2) 0.20846(14) 0.0531(11) Uani 1.000
O O2A 0.19965(10) 0.64259(16) 0.12008(10) 0.0568(7) Uani 1.000
O O31A 0.05855(11) 0.5914(2) 0.12155(11) 0.0813(9) Uani 1.000
O O32A 0.03550(13) 0.6965(3) 0.20652(14) 0.1420(13) Uani 1.000
O O51A 0.21813(15) 0.6419(2) 0.45221(12) 0.1118(11) Uani 1.000
O O52A 0.33430(15) 0.6507(2) 0.46371(11) 0.1010(11) Uani 1.000
O O71A 0.41757(11) 0.62515(18) 0.24999(11) 0.0737(8) Uani 1.000
O O72A 0.33586(13) 0.64814(18) 0.13806(13) 0.0607(8) Uani 1.000
N N3A 0.07911(15) 0.6437(3) 0.18152(15) 0.0747(11) Uani 1.000
N N5A 0.2681(2) 0.6474(2) 0.42585(14) 0.0732(13) Uani 1.000
C C1A 0.28934(15) 0.6402(2) 0.23949(14) 0.0435(10) Uani 1.000
C C2A 0.21433(15) 0.6406(2) 0.19032(15) 0.0449(10) Uani 1.000
C C3A 0.15841(15) 0.6422(2) 0.22624(15) 0.0490(10) Uani 1.000
C C4A 0.17515(16) 0.6464(2) 0.30195(15) 0.0549(11) Uani 1.000
C C5A 0.24900(18) 0.6458(2) 0.34559(14) 0.0509(10) Uani 1.000
C C6A 0.30597(15) 0.6427(2) 0.31512(14) 0.0496(11) Uani 1.000
C C7A 0.35296(18) 0.6370(2) 0.21045(18) 0.0516(11) Uani 1.000
O O2B 0.32386(10) 0.31570(15) 0.21442(9) 0.0537(7) Uani 1.000
O O31B 0.46337(11) 0.2989(2) 0.31660(12) 0.0854(10) Uani 1.000
O O32B 0.47081(11) 0.41536(17) 0.41125(11) 0.0698(8) Uani 1.000
O O51B 0.28318(12) 0.3210(2) 0.52540(11) 0.0820(9) Uani 1.000
O O52B 0.16754(13) 0.3205(2) 0.45598(11) 0.0973(10) Uani 1.000
O O71B 0.10119(11) 0.3095(2) 0.18682(10) 0.0835(9) Uani 1.000
O O72B 0.18955(13) 0.31358(19) 0.13545(10) 0.0701(9) Uani 1.000
N N3B 0.43459(14) 0.3500(2) 0.35821(13) 0.0566(10) Uani 1.000
N N5B 0.23424(17) 0.3226(2) 0.46471(14) 0.0654(11) Uani 1.000
C C1B 0.22656(15) 0.3139(2) 0.26719(14) 0.0430(10) Uani 1.000
C C2B 0.30369(15) 0.3182(2) 0.27207(14) 0.0436(10) Uani 1.000
C C3B 0.35465(15) 0.3321(2) 0.34556(14) 0.0445(12) Uani 1.000
C C4B 0.33251(16) 0.3351(2) 0.40770(14) 0.0517(10) Uani 1.000
C C5B 0.25779(16) 0.3243(2) 0.39910(14) 0.0468(10) Uani 1.000
C C6B 0.20481(15) 0.3158(2) 0.32950(15) 0.0501(11) Uani 1.000
C C7B 0.16737(18) 0.3113(3) 0.19375(16) 0.0546(11) Uani 1.000
O O1E 1.01662(12) 0.3206(2) 0.04173(12) 0.0744(9) Uani 1.000
C C1E 1.0060(3) 0.1916(4) 0.0164(3) 0.144(3) Uani 1.000
C C2E 0.9594(6) 0.1286(6) 0.0536(9) 0.246(8) Uani 0.806(13)
C C21E 0.9356(12) 0.1340(19) -0.0278(18) 0.149(11) Uani 0.194(13)
H H2D 0.537000 0.298900 -0.002800 0.0520 Uiso 1.000
H H3D 0.506200 0.156600 0.074000 0.0550 Uiso 1.000
H H5D 0.403500 0.432600 0.146400 0.0670 Uiso 1.000
H H6D 0.433300 0.573900 0.068100 0.0720 Uiso 1.000
H H41D 0.4132(13) 0.125(2) 0.1462(12) 0.047(9) Uiso 1.000
H H42D 0.3982(17) 0.234(2) 0.1845(15) 0.106(11) Uiso 1.000
H H43D 0.4864(18) 0.169(2) 0.1972(16) 0.118(12) Uiso 1.000
H H2C 0.114400 0.948200 0.270500 0.0750 Uiso 1.000
H H3C 0.053300 0.951300 0.356300 0.0820 Uiso 1.000
H H5C 0.246200 1.018200 0.516000 0.0730 Uiso 1.000
H H6C 0.307800 1.015100 0.430100 0.0720 Uiso 1.000
H H21C 0.362400 0.959000 0.354600 0.0620 Uiso 1.000
H H31C 0.423200 0.942000 0.269200 0.0600 Uiso 1.000
H H41C 0.0900(17) 1.065(3) 0.5050(16) 0.097(14) Uiso 1.000
H H42C 0.138(2) 0.943(3) 0.541(2) 0.192(16) Uiso 1.000
H H43C 0.0659(15) 0.928(2) 0.4857(13) 0.061(10) Uiso 1.000
H H44C 0.3401(17) 0.926(3) 0.0798(17) 0.114(14) Uiso 1.000
H H45C 0.4122(16) 0.907(3) 0.1402(16) 0.094(14) Uiso 1.000
H H51C 0.228400 0.974300 0.106400 0.0660 Uiso 1.000
H H61C 0.167900 0.993100 0.192200 0.0640 Uiso 1.000
H H4A 0.137200 0.649500 0.323000 0.0660 Uiso 1.000
H H6A 0.355800 0.642300 0.345900 0.0600 Uiso 1.000
H H72A 0.2861(16) 0.647(3) 0.1215(15) 0.084(12) Uiso 1.000
H H4B 0.367800 0.344400 0.454700 0.0620 Uiso 1.000
H H6B 0.154100 0.311300 0.324500 0.0600 Uiso 1.000
H H72B 0.2409(17) 0.314(2) 0.1548(16) 0.094(11) Uiso 1.000
H H1E 1.0476(17) 0.315(3) 0.0904(17) 0.106(13) Uiso 1.000
H H3E 0.958600 0.038700 0.044400 0.296 Uiso 0.806
H H4E 0.909200 0.161600 0.034900 0.296 Uiso 0.806
H H2E 0.979600 0.143900 0.106000 0.296 Uiso 0.806
H H5E 0.930400 0.140300 -0.079500 0.180 Uiso 0.194
H H6E 0.894700 0.177500 -0.018800 0.180 Uiso 0.194
H H7E 0.935200 0.046000 -0.014400 0.180 Uiso 0.194
H H11E 0.98200 0.190000 -0.03600 0.170 Uiso 1.000
H H12E 1.05300 0.150000 0.02800 0.170 Uiso 1.000
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_site_symmetry_1
_geom_angle
_geom_angle_publ_flag
C7A O72A H72A . 103.8(18) no
C7B O72B H72B . 104.3(18) no
C1E O1E H1E . 105(2) no
C4D N4D H43D . 98.2(17) no
C4D N4D H41D . 110.6(15) no
H41D N4D H43D . 107(2) no
H41D N4D H42D . 104(2) no
H42D N4D H43D . 131(2) no
C4D N4D H42D . 105.0(14) no
H41C N4C H43C . 112(3) no
H42C N4C H43C . 98(3) no
C4C N4C H41C . 111(2) no
C4C N4C H43C . 109.4(16) no
C4C N4C H42C . 105(2) no
H41C N4C H42C . 120(3) no
C41C N41C H44C . 112(2) no
H44C N41C H45C . 112(3) no
C41C N41C H45C . 115(2) no
O31A N3A C3A . 119.7(3) no
O31A N3A O32A . 122.1(3) no
O32A N3A C3A . 118.2(3) no
O51A N5A C5A . 118.8(3) no
O51A N5A O52A . 122.8(3) no
O52A N5A C5A . 118.4(3) no
O31B N3B C3B . 119.4(2) no
O31B N3B O32B . 122.4(3) no
O32B N3B C3B . 118.3(2) no
O52B N5B C5B . 118.4(2) no
O51B N5B C5B . 117.7(3) no
O51B N5B O52B . 123.8(3) no
C1D C1D C6D 3_665 121.7(2) no
C1D C1D C2D 3_665 121.4(2) no
C2D C1D C6D . 116.9(2) no
C1D C2D C3D . 121.7(2) no
C2D C3D C4D . 119.5(2) no
N4D C4D C5D . 119.1(2) no
N4D C4D C3D . 120.1(2) no
C3D C4D C5D . 120.8(2) no
C4D C5D C6D . 118.9(2) no
C1D C6D C5D . 122.2(2) no
C1D C2D H2D . 119.00 no
C3D C2D H2D . 119.00 no
C4D C3D H3D . 120.00 no
C2D C3D H3D . 120.00 no
C6D C5D H5D . 120.00 no
C4D C5D H5D . 121.00 no
C5D C6D H6D . 119.00 no
C1D C6D H6D . 119.00 no
C6C C1C C11C . 122.0(3) no
C2C C1C C6C . 115.8(3) no
C2C C1C C11C . 122.2(2) no
C1C C2C C3C . 122.7(2) no
C2C C3C C4C . 119.2(3) no
C3C C4C C5C . 120.7(3) no
N4C C4C C5C . 119.6(2) no
N4C C4C C3C . 119.7(3) no
C4C C5C C6C . 119.6(2) no
C1C C6C C5C . 122.1(3) no
C21C C11C C61C . 116.0(2) no
C1C C11C C21C . 122.3(2) no
C1C C11C C61C . 121.7(3) no
C11C C21C C31C . 122.5(2) no
C21C C31C C41C . 120.6(3) no
N41C C41C C51C . 121.7(3) no
C31C C41C C51C . 118.2(3) no
N41C C41C C31C . 120.0(3) no
C41C C51C C61C . 120.8(2) no
C11C C61C C51C . 121.9(3) no
C3C C2C H2C . 119.00 no
C1C C2C H2C . 119.00 no
C4C C3C H3C . 120.00 no
C2C C3C H3C . 120.00 no
C4C C5C H5C . 120.00 no
C6C C5C H5C . 120.00 no
C1C C6C H6C . 119.00 no
C5C C6C H6C . 119.00 no
C11C C21C H21C . 119.00 no
C31C C21C H21C . 119.00 no
C41C C31C H31C . 120.00 no
C21C C31C H31C . 120.00 no
C61C C51C H51C . 120.00 no
C41C C51C H51C . 120.00 no
C11C C61C H61C . 119.00 no
C51C C61C H61C . 119.00 no
C2A C1A C7A . 120.6(2) no
C6A C1A C7A . 117.5(3) no
C2A C1A C6A . 122.0(3) no
C1A C2A C3A . 114.5(2) no
O2A C2A C3A . 124.2(3) no
O2A C2A C1A . 121.4(3) no
C2A C3A C4A . 123.5(3) no
N3A C3A C4A . 116.9(3) no
N3A C3A C2A . 119.6(2) no
C3A C4A C5A . 118.5(3) no
C4A C5A C6A . 121.5(2) no
N5A C5A C6A . 119.1(3) no
N5A C5A C4A . 119.5(3) no
C1A C6A C5A . 120.2(3) no
O71A C7A C1A . 122.9(3) no
O72A C7A C1A . 116.2(3) no
O71A C7A O72A . 120.9(3) no
C3A C4A H4A . 121.00 no
C5A C4A H4A . 121.00 no
C5A C6A H6A . 120.00 no
C1A C6A H6A . 120.00 no
C2B C1B C7B . 119.9(2) no
C2B C1B C6B . 121.9(2) no
C6B C1B C7B . 118.2(3) no
O2B C2B C3B . 123.7(3) no
C1B C2B C3B . 114.3(2) no
O2B C2B C1B . 121.9(2) no
C2B C3B C4B . 123.5(3) no
N3B C3B C2B . 120.2(2) no
N3B C3B C4B . 116.3(2) no
C3B C4B C5B . 119.0(2) no
C4B C5B C6B . 120.9(3) no
N5B C5B C6B . 119.8(3) no
N5B C5B C4B . 119.3(2) no
C1B C6B C5B . 120.3(3) no
O72B C7B C1B . 116.9(3) no
O71B C7B O72B . 120.8(3) no
O71B C7B C1B . 122.3(3) no
C5B C4B H4B . 120.00 no
C3B C4B H4B . 121.00 no
C1B C6B H6B . 120.00 no
C5B C6B H6B . 120.00 no
O1E C1E C2E . 107.8(5) no
O1E C1E C21E . 126.3(9) no
O1E C1E H11E . 109.9 no
O1E C1E H12E . 109.9 no
C2E C1E H11E . 109.9 no
C2E C1E H12E . 109.9 no
H11E C1E H12E . 109.5 no
C1E C2E H3E . 110.00 no
C1E C2E H4E . 109.00 no
H2E C2E H3E . 109.00 no
H2E C2E H4E . 109.00 no
H3E C2E H4E . 109.00 no
C1E C21E H5E . 109.00 no
C1E C21E H6E . 109.00 no
C1E C21E H7E . 109.00 no
H5E C21E H6E . 109.00 no
H5E C21E H7E . 109.00 no
H6E C21E H7E . 110.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O2A C2A . 1.277(3) no
O31A N3A . 1.213(3) no
O32A N3A . 1.212(4) no
O51A N5A . 1.207(5) no
O52A N5A . 1.221(4) no
O71A C7A . 1.211(4) no
O72A C7A . 1.317(4) no
O72A H72A . 0.89(3) no
O2B C2B . 1.277(3) no
O31B N3B . 1.223(3) no
O32B N3B . 1.229(3) no
O51B N5B . 1.222(3) no
O52B N5B . 1.214(4) no
O71B C7B . 1.212(4) no
O72B C7B . 1.311(4) no
O72B H72B . 0.92(3) no
O1E C1E . 1.432(5) no
O1E H1E . 0.92(3) no
N4D C4D . 1.471(3) no
N4D H41D . 0.87(2) no
N4D H43D . 0.96(3) no
N4D H42D . 0.95(3) no
N4C C4C . 1.475(4) no
N41C C41C . 1.414(4) no
N4C H43C . 0.94(3) no
N4C H41C . 0.89(3) no
N4C H42C . 0.95(4) no
N41C H45C . 0.87(3) no
N41C H44C . 0.92(3) no
N3A C3A . 1.459(4) no
N5A C5A . 1.454(4) no
N3B C3B . 1.459(4) no
N5B C5B . 1.459(4) no
C1D C6D . 1.376(4) no
C1D C1D 3_665 1.498(3) no
C1D C2D . 1.382(3) no
C2D C3D . 1.377(3) no
C3D C4D . 1.362(4) no
C4D C5D . 1.364(3) no
C5D C6D . 1.381(3) no
C2D H2D . 0.9300 no
C3D H3D . 0.9300 no
C5D H5D . 0.9300 no
C6D H6D . 0.9300 no
C1C C6C . 1.392(4) no
C1C C2C . 1.379(4) no
C1C C11C . 1.480(4) no
C2C C3C . 1.375(4) no
C3C C4C . 1.366(4) no
C4C C5C . 1.348(4) no
C5C C6C . 1.380(4) no
C11C C21C . 1.374(4) no
C11C C61C . 1.387(3) no
C21C C31C . 1.377(4) no
C31C C41C . 1.377(4) no
C41C C51C . 1.365(4) no
C51C C61C . 1.381(4) no
C2C H2C . 0.9300 no
C3C H3C . 0.9300 no
C5C H5C . 0.9300 no
C6C H6C . 0.9300 no
C21C H21C . 0.9300 no
C31C H31C . 0.9300 no
C51C H51C . 0.9300 no
C61C H61C . 0.9300 no
C1A C6A . 1.373(4) no
C1A C2A . 1.418(4) no
C1A C7A . 1.478(5) no
C2A C3A . 1.434(4) no
C3A C4A . 1.375(4) no
C4A C5A . 1.368(4) no
C5A C6A . 1.380(4) no
C4A H4A . 0.9300 no
C6A H6A . 0.9300 no
C1B C6B . 1.379(4) no
C1B C7B . 1.478(4) no
C1B C2B . 1.428(4) no
C2B C3B . 1.424(4) no
C3B C4B . 1.381(4) no
C4B C5B . 1.369(4) no
C5B C6B . 1.378(4) no
C4B H4B . 0.9300 no
C6B H6B . 0.9300 no
C1E C2E . 1.458(14) no
C1E C21E . 1.45(3) no
C1E H11E . 0.9500 no
C1E H12E . 0.9500 no
C2E H2E . 0.9600 no
C2E H3E . 0.9600 no
C2E H4E . 0.9600 no
C21E H5E . 0.9600 no
C21E H6E . 0.9600 no
C21E H7E . 0.9600 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O72A H72A O2A . 0.89(3) 1.62(3) 2.479(3) 161(3) yes
O72B H72B O2B . 0.92(3) 1.61(3) 2.487(3) 160(3) yes
O1E H1E O71B 1_655 0.92(3) 1.79(3) 2.706(3) 175(3) yes
O1E H1E O72B 1_655 0.92(3) 2.53(3) 3.165(3) 126(3) yes
N4C H41C O1E 4_465 0.89(3) 2.12(3) 2.903(4) 147(3) yes
N4C H42C O2A 4_565 0.95(4) 1.81(4) 2.761(3) 180(4) yes
N4C H42C O31A 4_565 0.95(4) 2.50(4) 2.870(3) 103(3) yes
N4C H43C O1E 2_655 0.94(3) 1.85(3) 2.794(4) 176(2) yes
N4D H41D N41C 1_545 0.87(2) 1.99(2) 2.835(3) 162(2) yes
N4D H42D O2B . 0.95(3) 1.89(3) 2.838(3) 180(3) yes
N4D H42D O31B . 0.95(3) 2.51(3) 2.906(3) 105(2) yes
N4D H43D O71A 2_645 0.96(3) 1.82(3) 2.781(3) 180(3) yes
N41C H44C O52A 4_564 0.92(3) 2.33(3) 3.133(4) 146(3) yes
N41C H45C O31B 2_655 0.87(3) 2.49(3) 3.356(4) 176(3) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O32A N3A C3A C4A . . . 28.5(4) no
O31A N3A C3A C4A . . . -150.5(3) no
O31A N3A C3A C2A . . . 31.5(4) no
O32A N3A C3A C2A . . . -149.5(3) no
O52A N5A C5A C4A . . . -177.8(2) no
O52A N5A C5A C6A . . . 2.7(3) no
O51A N5A C5A C6A . . . -175.3(2) no
O51A N5A C5A C4A . . . 4.2(3) no
O32B N3B C3B C2B . . . 147.7(2) no
O31B N3B C3B C2B . . . -33.0(3) no
O32B N3B C3B C4B . . . -29.6(3) no
O31B N3B C3B C4B . . . 149.6(2) no
O51B N5B C5B C6B . . . 174.8(2) no
O51B N5B C5B C4B . . . -5.6(3) no
O52B N5B C5B C6B . . . -3.9(3) no
O52B N5B C5B C4B . . . 175.7(2) no
C6D C1D C1D C6D . 3_665 3_665 180.0(3) no
C2D C1D C6D C5D . . . 1.4(4) no
C2D C1D C1D C6D . 3_665 3_665 -0.2(4) no
C6D C1D C1D C2D . 3_665 3_665 0.2(4) no
C2D C1D C1D C2D . 3_665 3_665 180.0(2) no
C1D C1D C2D C3D 3_665 . . 179.3(2) no
C1D C1D C6D C5D 3_665 . . -178.8(2) no
C6D C1D C2D C3D . . . -0.9(4) no
C1D C2D C3D C4D . . . 0.0(4) no
C2D C3D C4D C5D . . . 0.5(4) no
C2D C3D C4D N4D . . . -176.9(2) no
C3D C4D C5D C6D . . . -0.1(4) no
N4D C4D C5D C6D . . . 177.4(2) no
C4D C5D C6D C1D . . . -0.9(4) no
C2C C1C C11C C21C . . . -162.9(2) no
C6C C1C C11C C61C . . . -166.5(2) no
C2C C1C C6C C5C . . . -0.3(3) no
C2C C1C C11C C61C . . . 15.7(3) no
C11C C1C C6C C5C . . . -178.3(2) no
C6C C1C C11C C21C . . . 15.0(3) no
C6C C1C C2C C3C . . . 0.3(4) no
C11C C1C C2C C3C . . . 178.3(3) no
C1C C2C C3C C4C . . . 0.3(5) no
C2C C3C C4C C5C . . . -0.9(4) no
C2C C3C C4C N4C . . . -179.2(3) no
N4C C4C C5C C6C . . . 179.2(2) no
C3C C4C C5C C6C . . . 0.8(3) no
C4C C5C C6C C1C . . . -0.2(3) no
C61C C11C C21C C31C . . . -1.2(3) no
C1C C11C C21C C31C . . . 177.4(2) no
C1C C11C C61C C51C . . . -177.2(2) no
C21C C11C C61C C51C . . . 1.4(3) no
C11C C21C C31C C41C . . . 0.0(3) no
C21C C31C C41C N41C . . . 177.1(2) no
C21C C31C C41C C51C . . . 1.0(3) no
C31C C41C C51C C61C . . . -0.7(3) no
N41C C41C C51C C61C . . . -176.8(2) no
C41C C51C C61C C11C . . . -0.5(3) no
C6A C1A C7A O72A . . . -173.1(2) no
C6A C1A C2A C3A . . . -0.7(3) no
C6A C1A C7A O71A . . . 6.8(3) no
C6A C1A C2A O2A . . . 177.6(2) no
C7A C1A C2A O2A . . . -2.4(3) no
C2A C1A C7A O72A . . . 6.9(3) no
C2A C1A C7A O71A . . . -173.2(2) no
C7A C1A C6A C5A . . . 180.0(2) no
C2A C1A C6A C5A . . . 0.0(3) no
C7A C1A C2A C3A . . . 179.25(19) no
C1A C2A C3A N3A . . . 179.6(2) no
O2A C2A C3A C4A . . . -176.7(2) no
C1A C2A C3A C4A . . . 1.6(3) no
O2A C2A C3A N3A . . . 1.3(3) no
N3A C3A C4A C5A . . . -179.7(2) no
C2A C3A C4A C5A . . . -1.7(3) no
C3A C4A C5A N5A . . . -178.7(2) no
C3A C4A C5A C6A . . . 0.8(3) no
N5A C5A C6A C1A . . . 179.5(2) no
C4A C5A C6A C1A . . . 0.0(3) no
C7B C1B C2B O2B . . . -2.3(3) no
C6B C1B C2B C3B . . . -3.5(3) no
C7B C1B C6B C5B . . . -176.9(2) no
C7B C1B C2B C3B . . . 174.5(2) no
C2B C1B C6B C5B . . . 1.2(3) no
C6B C1B C7B O71B . . . -0.8(4) no
C6B C1B C7B O72B . . . 177.9(2) no
C2B C1B C7B O71B . . . -178.9(3) no
C2B C1B C7B O72B . . . -0.2(4) no
C6B C1B C2B O2B . . . 179.6(2) no
O2B C2B C3B N3B . . . 2.6(3) no
O2B C2B C3B C4B . . . 179.8(2) no
C1B C2B C3B N3B . . . -174.17(19) no
C1B C2B C3B C4B . . . 3.0(3) no
C2B C3B C4B C5B . . . 0.0(3) no
N3B C3B C4B C5B . . . 177.25(19) no
C3B C4B C5B C6B . . . -2.7(3) no
C3B C4B C5B N5B . . . 177.7(2) no
N5B C5B C6B C1B . . . -178.3(2) no
C4B C5B C6B C1B . . . 2.1(3) no
