#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/78/2017889.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_2017889
loop_
_publ_author_name
'Smith, Graham'
'Wermuth, Urs D.'
_publ_section_title
;
 Anhydrous 1:1 proton-transfer compounds of isonipecotamide with picric
 acid and 3,5-dinitrosalicylic acid: 4-carbamoylpiperidinium
 2,4,6-trinitrophenolate and two polymorphs of 4-carbamoylpiperidinium
 2-carboxy-4,6-dinitrophenolate
;
_journal_coeditor_code           FG3206
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o609
_journal_page_last               o613
_journal_paper_doi               10.1107/S010827011004672X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C6 H13 N2 O +, C7 H3 N2 O7 -'
_chemical_formula_moiety         'C7 H3 N2 O7, C6 H13 N2 O'
_chemical_formula_sum            'C13 H16 N4 O8'
_chemical_formula_weight         356.30
_chemical_melting_point          475
_chemical_name_common
'isonipecotamide 3,5-dinitrosalicylate: polymorph 2'
_chemical_name_systematic
;
4-carbamoylpiperidinium 2-carboxy-4,6-dinitrophenolate
;
_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           SHELXL97
_cell_angle_alpha                98.644(4)
_cell_angle_beta                 96.905(5)
_cell_angle_gamma                100.753(5)
_cell_formula_units_Z            4
_cell_length_a                   6.4628(4)
_cell_length_b                   10.2375(5)
_cell_length_c                   23.8964(12)
_cell_measurement_reflns_used    6525
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      3.23
_cell_volume                     1517.65(15)
_computing_cell_refinement
'CrysAlis PRO (Oxford Diffraction, 2009)'
_computing_data_collection
'CrysAlis PRO (Oxford Diffraction, 2009)'
_computing_data_reduction
'CrysAlis PRO (Oxford Diffraction, 2009)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) within WinGX
(Farrugia, 1999)
;
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 16.0774
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Oxford Diffraction Gemini S Ultra CCD-detector diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            19052
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.23
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'(CrysAlis PRO; Oxford Diffraction, 2009)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.230
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.819
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         5940
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.819
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0387
_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)+(0.0513P)²+0.9420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0948
_reflns_number_gt                4477
_reflns_number_total             5940
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fg3206.cif
_cod_data_source_block           III
_cod_database_code               2017889
_cod_database_fobs_code          2017889
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O41A 0.4007(2) 0.55488(13) 0.15540(6) 0.0393(5) Uani . . 1.000
N N1A 0.3377(3) 0.28117(17) 0.30206(6) 0.0303(5) Uani . . 1.000
N N41A 0.3364(3) 0.36629(19) 0.08796(7) 0.0326(5) Uani . . 1.000
C C2A 0.4617(3) 0.22154(19) 0.25964(7) 0.0313(6) Uani . . 1.000
C C3A 0.5066(3) 0.31061(18) 0.21499(7) 0.0271(5) Uani . . 1.000
C C4A 0.3010(3) 0.34102(16) 0.18570(7) 0.0224(5) Uani . . 1.000
C C5A 0.1867(3) 0.40601(19) 0.23145(7) 0.0309(6) Uani . . 1.000
C C6A 0.1381(3) 0.3132(2) 0.27419(8) 0.0336(6) Uani . . 1.000
C C41A 0.3492(3) 0.43050(17) 0.14166(7) 0.0249(5) Uani . . 1.000
O O41B 0.2595(2) 0.04969(13) 0.34894(6) 0.0386(4) Uani . . 1.000
N N1B -0.2843(3) -0.21807(18) 0.19773(7) 0.0383(5) Uani . . 1.000
N N41B 0.0602(3) -0.02188(17) 0.41370(7) 0.0318(5) Uani . . 1.000
C C2B -0.3944(3) -0.1694(2) 0.24597(8) 0.0343(6) Uani . . 1.000
C C3B -0.2408(3) -0.06578(17) 0.29159(7) 0.0281(5) Uani . . 1.000
C C4B -0.0528(3) -0.12542(16) 0.31373(7) 0.0224(5) Uani . . 1.000
C C5B 0.0566(3) -0.17283(19) 0.26336(8) 0.0313(6) Uani . . 1.000
C C6B -0.0969(3) -0.2745(2) 0.21742(8) 0.0387(6) Uani . . 1.000
C C41B 0.1025(3) -0.02486(17) 0.36037(7) 0.0258(5) Uani . . 1.000
O O2C 0.7910(2) 0.36537(14) 0.64334(5) 0.0357(4) Uani . . 1.000
O O11C 0.3216(2) 0.12946(16) 0.52181(6) 0.0499(5) Uani . . 1.000
O O12C 0.4301(2) 0.22647(16) 0.61149(6) 0.0452(5) Uani . . 1.000
O O31C 1.1939(2) 0.47632(15) 0.67064(6) 0.0505(5) Uani . . 1.000
O O32C 1.3761(2) 0.52172(14) 0.60282(7) 0.0487(5) Uani . . 1.000
O O51C 1.1336(3) 0.31938(16) 0.40967(6) 0.0515(5) Uani . . 1.000
O O52C 0.8068(3) 0.21578(15) 0.38024(5) 0.0466(5) Uani . . 1.000
N N3C 1.2125(3) 0.46726(15) 0.61903(7) 0.0334(5) Uani . . 1.000
N N5C 0.9529(3) 0.27440(15) 0.41862(6) 0.0343(5) Uani . . 1.000
C C1C 0.6723(3) 0.26236(17) 0.54569(7) 0.0242(5) Uani . . 1.000
C C2C 0.8319(3) 0.34157(16) 0.59197(7) 0.0232(5) Uani . . 1.000
C C3C 1.0354(3) 0.38988(16) 0.57617(7) 0.0236(5) Uani . . 1.000
C C4C 1.0726(3) 0.36687(16) 0.52000(7) 0.0248(5) Uani . . 1.000
C C5C 0.9110(3) 0.29343(17) 0.47753(7) 0.0255(5) Uani . . 1.000
C C6C 0.7112(3) 0.23996(16) 0.48980(7) 0.0259(5) Uani . . 1.000
C C11C 0.4610(3) 0.19998(18) 0.55862(8) 0.0272(5) Uani . . 1.000
O O2D -0.25480(19) -0.09966(12) -0.01267(5) 0.0320(4) Uani . . 1.000
O O11D -0.1786(2) 0.05121(15) 0.15760(5) 0.0407(5) Uani . . 1.000
O O12D -0.2154(2) -0.12496(14) 0.08783(6) 0.0392(5) Uani . . 1.000
O O31D -0.3012(3) -0.04976(14) -0.11857(6) 0.0465(5) Uani . . 1.000
O O32D -0.2836(3) 0.15379(15) -0.13274(5) 0.0476(5) Uani . . 1.000
O O51D -0.2266(3) 0.52462(14) 0.01892(6) 0.0520(5) Uani . . 1.000
O O52D -0.1368(3) 0.50050(15) 0.10611(6) 0.0520(5) Uani . . 1.000
N N3D -0.2812(2) 0.07086(15) -0.10056(6) 0.0271(5) Uani . . 1.000
N N5D -0.1895(2) 0.45422(16) 0.05479(6) 0.0330(5) Uani . . 1.000
C C1D -0.2129(2) 0.09091(17) 0.06083(7) 0.0236(5) Uani . . 1.000
C C2D -0.2419(2) 0.02863(17) 0.00131(7) 0.0229(5) Uani . . 1.000
C C3D -0.2541(2) 0.11969(17) -0.03879(7) 0.0225(5) Uani . . 1.000
C C4D -0.2388(3) 0.25717(17) -0.02187(7) 0.0244(5) Uani . . 1.000
C C5D -0.2093(3) 0.31009(17) 0.03614(7) 0.0246(5) Uani . . 1.000
C C6D -0.1967(2) 0.22769(18) 0.07723(7) 0.0255(5) Uani . . 1.000
C C11D -0.2005(3) 0.0049(2) 0.10630(8) 0.0300(6) Uani . . 1.000
H H4A 0.20640 0.25370 0.16560 0.0270 Uiso calc R 1.000
H H11A 0.423(3) 0.355(2) 0.3248(8) 0.034(5) Uiso . . 1.000
H H12A 0.308(3) 0.217(2) 0.3255(9) 0.040(6) Uiso . . 1.000
H H21A 0.38030 0.13100 0.24020 0.0380 Uiso calc R 1.000
H H22A 0.59830 0.21040 0.28000 0.0380 Uiso calc R 1.000
H H31A 0.57780 0.26460 0.18580 0.0320 Uiso calc R 1.000
H H32A 0.60460 0.39650 0.23370 0.0320 Uiso calc R 1.000
H H41A 0.295(3) 0.280(2) 0.0779(9) 0.043(6) Uiso . . 1.000
H H42A 0.356(3) 0.416(2) 0.0597(10) 0.050(6) Uiso . . 1.000
H H51A 0.27760 0.49310 0.25170 0.0370 Uiso calc R 1.000
H H52A 0.05220 0.42450 0.21300 0.0370 Uiso calc R 1.000
H H61A 0.06650 0.35730 0.30380 0.0400 Uiso calc R 1.000
H H62A 0.03990 0.22850 0.25430 0.0400 Uiso calc R 1.000
H H4B -0.11020 -0.20610 0.33050 0.0270 Uiso calc R 1.000
H H11B -0.383(4) -0.284(2) 0.1729(10) 0.056(7) Uiso . . 1.000
H H12B -0.244(4) -0.140(3) 0.1801(10) 0.063(7) Uiso . . 1.000
H H21B -0.45650 -0.24700 0.26320 0.0410 Uiso calc R 1.000
H H22B -0.51220 -0.12860 0.23100 0.0410 Uiso calc R 1.000
H H31B -0.31580 -0.03800 0.32370 0.0340 Uiso calc R 1.000
H H32B -0.18760 0.01530 0.27530 0.0340 Uiso calc R 1.000
H H41B -0.057(4) -0.073(2) 0.4221(9) 0.048(6) Uiso . . 1.000
H H42B 0.148(3) 0.035(2) 0.4421(9) 0.036(5) Uiso . . 1.000
H H51B 0.11740 -0.09390 0.24680 0.0380 Uiso calc R 1.000
H H52B 0.17520 -0.21410 0.27740 0.0380 Uiso calc R 1.000
H H61B -0.02320 -0.29860 0.18460 0.0460 Uiso calc R 1.000
H H62B -0.14600 -0.35770 0.23270 0.0460 Uiso calc R 1.000
H H4C 1.20870 0.40150 0.51070 0.0300 Uiso calc R 1.000
H H6C 0.60260 0.18860 0.46010 0.0310 Uiso calc R 1.000
H H12C 0.584 0.292 0.635 0.061 Uiso . R 1.000
H H4D -0.24830 0.31420 -0.04960 0.0290 Uiso calc R 1.000
H H6D -0.17690 0.26600 0.11670 0.0310 Uiso calc R 1.000
H H12D -0.229 -0.131 0.0410 0.048 Uiso . R 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_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11C O12C H12C . . . 105 no
C11D O12D H12D . . . 103 no
C2A N1A C6A . . . 112.62(13) no
H11A N1A H12A . . . 106.4(18) no
C2A N1A H12A . . . 105.4(13) no
C2A N1A H11A . . . 109.0(12) no
C6A N1A H11A . . . 111.7(13) no
C6A N1A H12A . . . 111.4(12) no
H41A N41A H42A . . . 118(2) no
C41A N41A H41A . . . 123.0(14) no
C41A N41A H42A . . . 118.9(14) no
C2B N1B C6B . . . 112.62(15) no
C6B N1B H12B . . . 112.1(16) no
C2B N1B H11B . . . 106.8(16) no
H11B N1B H12B . . . 111(2) no
C6B N1B H11B . . . 109.6(15) no
C2B N1B H12B . . . 104.8(15) no
C41B N41B H42B . . . 119.1(13) no
H41B N41B H42B . . . 118.2(19) no
C41B N41B H41B . . . 122.7(13) no
O32C N3C C3C . . . 118.70(16) no
O31C N3C O32C . . . 122.24(17) no
O31C N3C C3C . . . 119.06(17) no
O51C N5C O52C . . . 123.02(16) no
O52C N5C C5C . . . 118.91(18) no
O51C N5C C5C . . . 118.07(15) no
O31D N3D O32D . . . 122.13(15) no
O31D N3D C3D . . . 119.63(14) no
O32D N3D C3D . . . 118.24(14) no
O51D N5D O52D . . . 122.75(16) no
O51D N5D C5D . . . 119.05(14) no
O52D N5D C5D . . . 118.20(15) no
N1A C2A C3A . . . 111.46(15) no
C2A C3A C4A . . . 111.45(16) no
C3A C4A C41A . . . 110.65(16) no
C3A C4A C5A . . . 108.97(14) no
C5A C4A C41A . . . 111.81(14) no
C4A C5A C6A . . . 110.43(15) no
N1A C6A C5A . . . 110.89(16) no
O41A C41A N41A . . . 122.69(17) no
N41A C41A C4A . . . 115.86(16) no
O41A C41A C4A . . . 121.44(15) no
H21A C2A H22A . . . 108.00 no
C3A C2A H22A . . . 109.00 no
C3A C2A H21A . . . 109.00 no
N1A C2A H22A . . . 109.00 no
N1A C2A H21A . . . 109.00 no
C4A C3A H31A . . . 109.00 no
C2A C3A H31A . . . 109.00 no
H31A C3A H32A . . . 108.00 no
C2A C3A H32A . . . 109.00 no
C4A C3A H32A . . . 109.00 no
C3A C4A H4A . . . 108.00 no
C5A C4A H4A . . . 108.00 no
C41A C4A H4A . . . 109.00 no
C6A C5A H51A . . . 110.00 no
C6A C5A H52A . . . 110.00 no
H51A C5A H52A . . . 108.00 no
C4A C5A H52A . . . 110.00 no
C4A C5A H51A . . . 110.00 no
C5A C6A H61A . . . 109.00 no
C5A C6A H62A . . . 109.00 no
N1A C6A H62A . . . 109.00 no
H61A C6A H62A . . . 108.00 no
N1A C6A H61A . . . 110.00 no
N1B C2B C3B . . . 111.12(16) no
C2B C3B C4B . . . 110.17(15) no
C3B C4B C5B . . . 109.12(14) no
C3B C4B C41B . . . 111.55(14) no
C5B C4B C41B . . . 111.66(16) no
C4B C5B C6B . . . 111.68(16) no
N1B C6B C5B . . . 110.62(16) no
O41B C41B C4B . . . 121.21(15) no
N41B C41B C4B . . . 116.54(16) no
O41B C41B N41B . . . 122.25(17) no
C3B C2B H21B . . . 109.00 no
N1B C2B H22B . . . 109.00 no
N1B C2B H21B . . . 109.00 no
C3B C2B H22B . . . 109.00 no
H21B C2B H22B . . . 108.00 no
C2B C3B H31B . . . 110.00 no
C4B C3B H31B . . . 110.00 no
C4B C3B H32B . . . 110.00 no
H31B C3B H32B . . . 108.00 no
C2B C3B H32B . . . 110.00 no
C5B C4B H4B . . . 108.00 no
C3B C4B H4B . . . 108.00 no
C41B C4B H4B . . . 108.00 no
H51B C5B H52B . . . 108.00 no
C4B C5B H51B . . . 109.00 no
C6B C5B H51B . . . 109.00 no
C4B C5B H52B . . . 109.00 no
C6B C5B H52B . . . 109.00 no
N1B C6B H62B . . . 110.00 no
C5B C6B H61B . . . 109.00 no
N1B C6B H61B . . . 110.00 no
C5B C6B H62B . . . 110.00 no
H61B C6B H62B . . . 108.00 no
C2C C1C C11C . . . 119.10(15) no
C6C C1C C11C . . . 118.67(16) no
C2C C1C C6C . . . 122.21(17) no
O2C C2C C3C . . . 123.32(16) no
C1C C2C C3C . . . 115.22(15) no
O2C C2C C1C . . . 121.46(17) no
N3C C3C C4C . . . 117.13(17) no
N3C C3C C2C . . . 120.84(15) no
C2C C3C C4C . . . 122.03(16) no
C3C C4C C5C . . . 119.74(17) no
N5C C5C C6C . . . 119.97(16) no
C4C C5C C6C . . . 121.54(16) no
N5C C5C C4C . . . 118.49(17) no
C1C C6C C5C . . . 119.20(16) no
O11C C11C O12C . . . 121.22(18) no
O11C C11C C1C . . . 122.32(17) no
O12C C11C C1C . . . 116.44(16) no
C5C C4C H4C . . . 120.00 no
C3C C4C H4C . . . 120.00 no
C5C C6C H6C . . . 120.00 no
C1C C6C H6C . . . 120.00 no
C2D C1D C11D . . . 119.46(15) no
C2D C1D C6D . . . 121.72(15) no
C6D C1D C11D . . . 118.82(15) no
C1D C2D C3D . . . 115.03(15) no
O2D C2D C3D . . . 124.73(15) no
O2D C2D C1D . . . 120.24(15) no
N3D C3D C2D . . . 121.03(15) no
N3D C3D C4D . . . 116.14(15) no
C2D C3D C4D . . . 122.83(15) no
C3D C4D C5D . . . 118.93(16) no
C4D C5D C6D . . . 121.24(16) no
N5D C5D C4D . . . 119.79(15) no
N5D C5D C6D . . . 118.98(15) no
C1D C6D C5D . . . 120.26(15) no
O12D C11D C1D . . . 115.85(16) no
O11D C11D O12D . . . 121.42(18) no
O11D C11D C1D . . . 122.73(18) no
C3D C4D H4D . . . 120.00 no
C5D C4D H4D . . . 121.00 no
C1D C6D H6D . . . 120.00 no
C5D C6D H6D . . . 120.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O41A C41A . . 1.237(2) no
O41B C41B . . 1.236(2) no
O2C C2C . . 1.284(2) no
O11C C11C . . 1.218(2) no
O12C C11C . . 1.299(2) no
O31C N3C . . 1.245(2) no
O32C N3C . . 1.234(2) no
O51C N5C . . 1.229(3) no
O52C N5C . . 1.228(2) no
O12C H12C . . 1.12 no
O2D C2D . . 1.290(2) no
O11D C11D . . 1.227(2) no
O12D C11D . . 1.318(2) no
O31D N3D . . 1.222(2) no
O32D N3D . . 1.229(2) no
O51D N5D . . 1.230(2) no
O52D N5D . . 1.229(2) no
O12D H12D . . 1.10 no
N1A C6A . . 1.494(3) no
N1A C2A . . 1.495(3) no
N41A C41A . . 1.337(2) no
N1A H12A . . 0.93(2) no
N1A H11A . . 0.91(2) no
N41A H41A . . 0.86(2) no
N41A H42A . . 0.91(2) no
N1B C6B . . 1.493(3) no
N1B C2B . . 1.497(3) no
N41B C41B . . 1.332(2) no
N1B H11B . . 0.92(2) no
N1B H12B . . 0.97(3) no
N41B H41B . . 0.90(2) no
N41B H42B . . 0.89(2) no
N3C C3C . . 1.457(2) no
N5C C5C . . 1.457(2) no
N3D C3D . . 1.464(2) no
N5D C5D . . 1.453(2) no
C2A C3A . . 1.524(3) no
C3A C4A . . 1.533(3) no
C4A C41A . . 1.519(2) no
C4A C5A . . 1.531(3) no
C5A C6A . . 1.517(3) no
C2A H22A . . 0.9900 no
C2A H21A . . 0.9900 no
C3A H31A . . 0.9900 no
C3A H32A . . 0.9900 no
C4A H4A . . 1.0000 no
C5A H52A . . 0.9900 no
C5A H51A . . 0.9900 no
C6A H61A . . 0.9900 no
C6A H62A . . 0.9900 no
C2B C3B . . 1.516(3) no
C3B C4B . . 1.532(3) no
C4B C5B . . 1.530(3) no
C4B C41B . . 1.520(2) no
C5B C6B . . 1.511(3) no
C2B H21B . . 0.9900 no
C2B H22B . . 0.9900 no
C3B H32B . . 0.9900 no
C3B H31B . . 0.9900 no
C4B H4B . . 1.0000 no
C5B H51B . . 0.9900 no
C5B H52B . . 0.9900 no
C6B H62B . . 0.9900 no
C6B H61B . . 0.9900 no
C1C C6C . . 1.382(2) no
C1C C11C . . 1.484(3) no
C1C C2C . . 1.445(2) no
C2C C3C . . 1.432(3) no
C3C C4C . . 1.385(2) no
C4C C5C . . 1.382(2) no
C5C C6C . . 1.389(3) no
C4C H4C . . 0.9500 no
C6C H6C . . 0.9500 no
C1D C11D . . 1.502(3) no
C1D C2D . . 1.443(2) no
C1D C6D . . 1.377(2) no
C2D C3D . . 1.439(2) no
C3D C4D . . 1.386(2) no
C4D C5D . . 1.387(2) no
C5D C6D . . 1.392(2) no
C4D H4D . . 0.9500 no
C6D H6D . . 0.9500 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
N1A H11A O32C 2_766 0.91(2) 2.113(19) 2.980(2) 160.1(17) yes
N1A H12A O41B . 0.93(2) 1.86(2) 2.759(2) 159.7(19) yes
N1B H11B O41A 1_445 0.92(2) 1.91(2) 2.757(2) 153(2) yes
N1B H12B O11D . 0.97(3) 2.09(3) 3.039(2) 167(2) yes
N1B H12B O12D . 0.97(3) 2.26(2) 2.980(2) 131(2) yes
N41A H41A O2D 2_555 0.86(2) 2.18(2) 2.954(2) 148.8(19) yes
N41A H42A O51D 2_565 0.91(2) 2.18(2) 2.999(2) 149.0(18) yes
N41B H41B O11C 2_556 0.90(2) 2.34(2) 3.176(2) 154.9(18) yes
N41B H41B O12C 2_556 0.90(2) 2.58(2) 3.388(2) 149.5(18) yes
N41B H42B O11C . 0.89(2) 2.09(2) 2.950(2) 164.3(19) yes
O12C H12C O2C . 1.12 1.38 2.460(2) 157 yes
O12D H12D O2D . 1.10 1.37 2.4422(18) 163 yes
C4A H4A O31D 2_555 1.00 2.44 3.167(2) 129 no
C2B H22B O32D 2_455 0.99 2.50 3.252(2) 132 no
C3A H32A O31C 2_766 0.99 2.52 3.367(2) 143 no
C6B H61B O52D 1_545 0.99 2.50 3.197(2) 128 no
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6A N1A C2A C3A . . . . 53.7(2) no
C2A N1A C6A C5A . . . . -55.8(2) no
C6B N1B C2B C3B . . . . 56.1(2) no
C2B N1B C6B C5B . . . . -54.9(2) no
O32C N3C C3C C2C . . . . -170.75(16) no
O31C N3C C3C C2C . . . . 9.2(3) no
O31C N3C C3C C4C . . . . -171.43(16) no
O32C N3C C3C C4C . . . . 8.6(2) no
O52C N5C C5C C4C . . . . -175.98(17) no
O52C N5C C5C C6C . . . . 3.1(3) no
O51C N5C C5C C6C . . . . -177.67(17) no
O51C N5C C5C C4C . . . . 3.3(3) no
O32D N3D C3D C2D . . . . -177.65(15) no
O32D N3D C3D C4D . . . . 1.6(2) no
O31D N3D C3D C4D . . . . -178.16(17) no
O31D N3D C3D C2D . . . . 2.6(2) no
O52D N5D C5D C6D . . . . 8.6(3) no
O51D N5D C5D C6D . . . . -171.10(17) no
O51D N5D C5D C4D . . . . 9.3(3) no
O52D N5D C5D C4D . . . . -170.94(18) no
N1A C2A C3A C4A . . . . -54.19(19) no
C2A C3A C4A C41A . . . . 179.66(14) no
C2A C3A C4A C5A . . . . 56.34(18) no
C5A C4A C41A O41A . . . . 36.6(2) no
C3A C4A C41A O41A . . . . -85.1(2) no
C3A C4A C5A C6A . . . . -58.21(19) no
C3A C4A C41A N41A . . . . 93.6(2) no
C5A C4A C41A N41A . . . . -144.70(18) no
C41A C4A C5A C6A . . . . 179.16(15) no
C4A C5A C6A N1A . . . . 58.2(2) no
N1B C2B C3B C4B . . . . -57.0(2) no
C2B C3B C4B C5B . . . . 57.19(19) no
C2B C3B C4B C41B . . . . -178.97(15) no
C41B C4B C5B C6B . . . . 179.07(15) no
C3B C4B C5B C6B . . . . -57.15(19) no
C5B C4B C41B N41B . . . . -151.11(17) no
C3B C4B C41B O41B . . . . -93.6(2) no
C3B C4B C41B N41B . . . . 86.5(2) no
C5B C4B C41B O41B . . . . 28.8(2) no
C4B C5B C6B N1B . . . . 55.7(2) no
C6C C1C C2C O2C . . . . 177.56(17) no
C6C C1C C2C C3C . . . . -2.7(3) no
C11C C1C C2C C3C . . . . 175.82(16) no
C2C C1C C6C C5C . . . . 1.0(3) no
C11C C1C C2C O2C . . . . -4.0(3) no
C11C C1C C6C C5C . . . . -177.53(16) no
C2C C1C C11C O11C . . . . -178.18(18) no
C2C C1C C11C O12C . . . . 3.0(3) no
C6C C1C C11C O11C . . . . 0.4(3) no
C6C C1C C11C O12C . . . . -178.44(17) no
O2C C2C C3C N3C . . . . 1.8(3) no
O2C C2C C3C C4C . . . . -177.54(17) no
C1C C2C C3C C4C . . . . 2.7(2) no
C1C C2C C3C N3C . . . . -177.99(15) no
C2C C3C C4C C5C . . . . -1.0(3) no
N3C C3C C4C C5C . . . . 179.62(16) no
C3C C4C C5C N5C . . . . 178.15(16) no
C3C C4C C5C C6C . . . . -0.9(3) no
N5C C5C C6C C1C . . . . -178.11(16) no
C4C C5C C6C C1C . . . . 0.9(3) no
C6D C1D C2D O2D . . . . 179.44(13) no
C6D C1D C2D C3D . . . . -0.50(19) no
C11D C1D C2D O2D . . . . -0.7(2) no
C11D C1D C2D C3D . . . . 179.33(14) no
C2D C1D C6D C5D . . . . 0.4(2) no
C11D C1D C6D C5D . . . . -179.48(16) no
C2D C1D C11D O11D . . . . -179.09(16) no
C2D C1D C11D O12D . . . . 0.7(2) no
C6D C1D C11D O11D . . . . 0.8(3) no
C6D C1D C11D O12D . . . . -179.49(15) no
O2D C2D C3D N3D . . . . -0.6(2) no
O2D C2D C3D C4D . . . . -179.80(15) no
C1D C2D C3D N3D . . . . 179.38(12) no
C1D C2D C3D C4D . . . . 0.1(2) no
N3D C3D C4D C5D . . . . -178.91(16) no
C2D C3D C4D C5D . . . . 0.4(3) no
C3D C4D C5D N5D . . . . 179.03(16) no
C3D C4D C5D C6D . . . . -0.5(3) no
N5D C5D C6D C1D . . . . -179.39(14) no
C4D C5D C6D C1D . . . . 0.2(3) no
