#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:27:13 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180394 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/63/7206309.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_7206309
loop_
_publ_author_name
'González-González, Juan Saulo'
'Martínez-Martínez, Francisco Javier'
'Peraza Campos, Ana Lilia'
'de Jesus Rosales-Hoz, Maria'
'García-Báez, Efrén V.'
'Padilla-Martínez, Itzia I.'
_publ_section_title
;
 Supramolecular architectures of conformationally controlled
 1,3-phenyl-dioxalamic molecular clefts through hydrogen bonding and
 steric restraints
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              4748
_journal_paper_doi               10.1039/c1ce05302g
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C15 H20 N4 O6'
_chemical_formula_sum            'C15 H20 N4 O6'
_chemical_formula_weight         352.35
_chemical_name_common
;N,N'-Bis(2-(2-hydroxyethylamino)oxalyl)-1,3-(2-methyl)
phenylenediamine
;
_chemical_name_systematic
;
N,N'-Bis[2-(2-hydroxyethylamino)oxalyl]-1,3-(2-methyl)
phenylenediamine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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           SHELXL-97
_cell_angle_alpha                94.80(2)
_cell_angle_beta                 99.01(3)
_cell_angle_gamma                109.34(3)
_cell_formula_units_Z            2
_cell_length_a                   9.0080(18)
_cell_length_b                   9.5510(19)
_cell_length_c                   10.5930(19)
_cell_measurement_reflns_used    600
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      20
_cell_volume                     840.3(3)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX II (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2008)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and WINGX-2003 (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Bruker APEXII area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.1289
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5214
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.97
_diffrn_standards_decay_%        5
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.76(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         2956
_refine_ls_number_restraints     170
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.1192
_refine_ls_R_factor_gt           0.0804
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1267P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2297
_refine_ls_wR_factor_ref         0.2432
_reflns_number_gt                1440
_reflns_number_total             2956
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05302g.txt
_cod_data_source_block           Srl31
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               7206309
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O8 O Uani 1.0049(5) 0.3575(4) 0.0903(4) 1.000 0.1077(17) . .
O9 O Uani 1.3120(4) 0.5865(3) 0.3411(3) 1.000 0.0640(12) . .
O18 O Uani 0.6992(4) -0.3174(3) 0.4670(3) 1.000 0.0525(11) . .
O19 O Uani 0.4925(4) -0.1124(3) 0.6073(3) 1.000 0.0574(12) . .
O23A O Uani 0.3370(9) -0.4690(10) 0.9250(8) 0.504(8) 0.095(4) . .
N7 N Uani 1.0908(4) 0.3128(4) 0.2897(4) 1.000 0.0506(12) . .
N10 N Uani 1.1931(5) 0.6542(4) 0.1655(4) 1.000 0.0794(17) . .
N17 N Uani 0.6946(4) -0.0828(4) 0.4436(4) 1.000 0.0499(14) . .
N20 N Uani 0.4990(4) -0.3430(4) 0.6388(4) 1.000 0.0526(12) . .
C1 C Uani 0.9905(5) 0.1579(5) 0.2804(4) 1.000 0.0455(16) . .
C2 C Uani 0.8963(5) 0.1143(5) 0.3715(4) 1.000 0.0443(16) . .
C3 C Uani 0.8013(5) -0.0360(5) 0.3572(4) 1.000 0.0452(17) . .
C4 C Uani 0.8008(6) -0.1407(5) 0.2572(5) 1.000 0.0558(17) . .
C5 C Uani 0.8996(7) -0.0945(6) 0.1693(5) 1.000 0.0662(19) . .
C6 C Uani 0.9947(6) 0.0549(5) 0.1807(5) 1.000 0.0600(17) . .
C8 C Uani 1.0924(6) 0.3996(5) 0.1979(5) 1.000 0.0597(17) . .
C9 C Uani 1.2109(5) 0.5561(5) 0.2408(4) 1.000 0.0503(17) . .
C18 C Uani 0.6532(5) -0.2121(5) 0.4919(4) 1.000 0.0415(14) . .
C19 C Uani 0.5378(5) -0.2184(5) 0.5833(4) 1.000 0.0454(16) . .
C21 C Uani 0.3862(6) -0.3755(6) 0.7255(5) 1.000 0.0631(17) . .
C22 C Uani 0.4542(6) -0.4348(6) 0.8410(5) 1.000 0.080(3) . .
C24 C Uani 0.9016(5) 0.2276(5) 0.4824(4) 1.000 0.0540(17) . .
O13A O Uani 1.447(3) 1.0161(16) 0.125(2) 0.245(8) 0.120(5) . .
O13B O Uani 1.3191(19) 0.8929(18) -0.0150(14) 0.291(9) 0.104(4) . .
O13C O Uani 1.4384(15) 0.8277(14) 0.0399(13) 0.463(9) 0.118(4) . .
O23B O Uani 0.6062(9) -0.3298(9) 0.9163(7) 0.496(8) 0.110(4) . .
C11A C Uani 1.2582(5) 0.8172(4) 0.2000(4) 0.245(8) 0.086(3) . .
C11B C Uani 1.296(5) 0.8117(16) 0.185(3) 0.291(9) 0.086(3) . .
C11C C Uani 1.294(3) 0.8116(10) 0.2044(14) 0.463(9) 0.084(3) . .
C12A C Uani 1.379(3) 0.8526(16) 0.111(3) 0.245(8) 0.094(3) . .
C12B C Uani 1.420(3) 0.875(3) 0.100(2) 0.291(9) 0.095(3) . .
C12C C Uani 1.3297(17) 0.8936(14) 0.0885(13) 0.463(9) 0.084(3) . .
H22C H Uiso 0.46710 -0.52803 0.80746 1.000 0.0963 . .
H23A H Uiso 0.43674 -0.36686 0.97761 0.504(8) 0.1422 . .
H24A H Uiso 0.80618 0.19081 0.51743 1.000 0.0807 . .
H24B H Uiso 0.99396 0.24297 0.54841 1.000 0.0807 . .
H24C H Uiso 0.90815 0.32087 0.45187 1.000 0.0807 . .
H4 H Uiso 0.73486 -0.24055 0.24948 1.000 0.0670 . .
H5 H Uiso 0.90200 -0.16356 0.10300 1.000 0.0793 . .
H6 H Uiso 1.06130 0.08658 0.12213 1.000 0.0722 . .
H7 H Uiso 1.15605 0.35308 0.36195 1.000 0.0759 . .
H10 H Uiso 1.13782 0.61916 0.08866 1.000 0.1187 . .
H17 H Uiso 0.65128 -0.01993 0.46793 1.000 0.0747 . .
H20A H Uiso 0.54351 -0.40756 0.62208 1.000 0.0630 . .
H21A H Uiso 0.36711 -0.28498 0.75435 1.000 0.0759 . .
H21B H Uiso 0.28481 -0.44949 0.68054 1.000 0.0759 . .
H22B H Uiso 0.56394 -0.34818 0.88809 0.504(8) 0.1313 . .
H11A H Uiso 1.17690 0.86219 0.17992 0.245(8) 0.1034 . .
H11B H Uiso 1.30976 0.84775 0.29031 0.245(8) 0.1034 . .
H11C H Uiso 1.22558 0.86974 0.17925 0.291(9) 0.1034 . .
H11D H Uiso 1.35482 0.83444 0.27351 0.291(9) 0.1034 . .
H11E H Uiso 1.24123 0.86118 0.25604 0.463(9) 0.1007 . .
H11F H Uiso 1.39468 0.81762 0.25772 0.463(9) 0.1007 . .
H12A H Uiso 1.32655 0.81116 0.02176 0.245(8) 0.1128 . .
H12B H Uiso 1.46256 0.81135 0.13544 0.245(8) 0.1128 . .
H12C H Uiso 1.47352 0.80604 0.08011 0.291(9) 0.1143 . .
H12D H Uiso 1.49917 0.97084 0.14217 0.291(9) 0.1143 . .
H12E H Uiso 1.38115 1.00097 0.11486 0.463(9) 0.1001 . .
H12F H Uiso 1.23283 0.87392 0.02459 0.463(9) 0.1001 . .
H13A H Uiso 1.52480 1.04687 0.18487 0.245(8) 0.1793 . .
H13B H Uiso 1.37611 0.93541 -0.06357 0.291(9) 0.1556 . .
H13C H Uiso 1.41095 0.80482 -0.03880 0.463(9) 0.1761 . .
H22A H Uiso 0.37844 -0.43788 0.90359 0.496(8) 0.1313 . .
H23B H Uiso 0.64352 -0.37222 0.97441 0.496(8) 0.1642 . .
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12A O13A H13A 109.00 . . . no
C12B O13B H13B 109.00 . . . no
C12C O13C H13C 109.00 . . . no
C22 O23A H23A 75.00 . . . no
C22 O23B H23B 110.00 . . . no
C1 N7 C8 126.5(4) . . . yes
C9 N10 C11B 124.8(14) . . . yes
C9 N10 C11C 118.8(8) . . . yes
C9 N10 C11A 126.2(4) . . . yes
C3 N17 C18 128.2(4) . . . yes
C19 N20 C21 123.8(4) . . . yes
C8 N7 H7 117.00 . . . no
C1 N7 H7 117.00 . . . no
C9 N10 H10 117.00 . . . no
C11C N10 H10 123.00 . . . no
C11A N10 H10 117.00 . . . no
C11B N10 H10 115.00 . . . no
C18 N17 H17 116.00 . . . no
C3 N17 H17 116.00 . . . no
C19 N20 H20A 118.00 . . . no
C21 N20 H20A 118.00 . . . no
N7 C1 C6 118.6(4) . . . yes
N7 C1 C2 119.7(4) . . . yes
C2 C1 C6 121.8(4) . . . no
C3 C2 C24 122.6(4) . . . no
C1 C2 C3 117.2(4) . . . no
C1 C2 C24 120.3(4) . . . no
N17 C3 C2 118.7(4) . . . yes
N17 C3 C4 119.0(4) . . . yes
C2 C3 C4 122.3(4) . . . no
C3 C4 C5 119.3(4) . . . no
C4 C5 C6 119.7(5) . . . no
C1 C6 C5 119.8(5) . . . no
O8 C8 C9 123.6(4) . . . yes
O8 C8 N7 123.9(4) . . . yes
N7 C8 C9 112.5(4) . . . yes
O9 C9 C8 120.9(4) . . . yes
N10 C9 C8 114.7(4) . . . yes
O9 C9 N10 124.4(4) . . . yes
N10 C11A C12A 98.5(7) . . . yes
N10 C11B C12B 123(2) . . . yes
N10 C11C C12C 112.4(10) . . . yes
O13A C12A C11A 105.9(19) . . . yes
O13B C12B C11B 102(2) . . . yes
O13C C12C C11C 101.6(13) . . . yes
O18 C18 C19 121.9(4) . . . yes
N17 C18 C19 112.2(4) . . . yes
O18 C18 N17 125.9(4) . . . yes
N20 C19 C18 114.3(4) . . . yes
O19 C19 C18 121.3(4) . . . yes
O19 C19 N20 124.3(4) . . . yes
N20 C21 C22 109.4(5) . . . yes
O23A C22 C21 108.1(5) . . . yes
O23B C22 C21 113.9(5) . . . yes
C5 C4 H4 120.00 . . . no
C3 C4 H4 120.00 . . . no
C4 C5 H5 120.00 . . . no
C6 C5 H5 120.00 . . . no
C1 C6 H6 120.00 . . . no
C5 C6 H6 120.00 . . . no
C12A C11A H11A 112.00 . . . no
N10 C11A H11A 112.00 . . . no
N10 C11A H11B 112.00 . . . no
H11A C11A H11B 110.00 . . . no
C12A C11A H11B 112.00 . . . no
C12B C11B H11D 107.00 . . . no
C12B C11B H11C 107.00 . . . no
N10 C11B H11C 107.00 . . . no
H11C C11B H11D 107.00 . . . no
N10 C11B H11D 107.00 . . . no
N10 C11C H11E 109.00 . . . no
N10 C11C H11F 109.00 . . . no
H11E C11C H11F 108.00 . . . no
C12C C11C H11E 109.00 . . . no
C12C C11C H11F 109.00 . . . no
O13A C12A H12A 110.00 . . . no
O13A C12A H12B 110.00 . . . no
C11A C12A H12A 111.00 . . . no
C11A C12A H12B 111.00 . . . no
H12A C12A H12B 108.00 . . . no
C11B C12B H12D 111.00 . . . no
O13B C12B H12C 112.00 . . . no
O13B C12B H12D 111.00 . . . no
H12C C12B H12D 110.00 . . . no
C11B C12B H12C 111.00 . . . no
O13C C12C H12E 111.00 . . . no
O13C C12C H12F 111.00 . . . no
H12E C12C H12F 109.00 . . . no
C11C C12C H12E 111.00 . . . no
C11C C12C H12F 111.00 . . . no
N20 C21 H21B 110.00 . . . no
H21A C21 H21B 108.00 . . . no
C22 C21 H21A 110.00 . . . no
C22 C21 H21B 110.00 . . . no
N20 C21 H21A 110.00 . . . no
C21 C22 H22C 107.00 . . . no
C21 C22 H22A 105.00 . . . no
H22B C22 H22C 114.00 . . . no
O23B C22 H22C 110.00 . . . no
H22A C22 H22C 119.00 . . . no
O23B C22 H22A 102.00 . . . no
O23A C22 H22C 109.00 . . . no
C21 C22 H22B 107.00 . . . no
O23A C22 H22B 112.00 . . . no
C2 C24 H24C 110.00 . . . no
H24A C24 H24C 109.00 . . . no
H24B C24 H24C 109.00 . . . no
H24A C24 H24B 109.00 . . . no
C2 C24 H24A 109.00 . . . no
C2 C24 H24B 109.00 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O8 C8 1.231(7) . . yes
O9 C9 1.230(5) . . yes
O13A C12A 1.46(2) . . yes
O13B C12B 1.46(3) . . yes
O13C C12C 1.46(2) . . yes
O18 C18 1.232(6) . . yes
O19 C19 1.233(6) . . yes
O23A C22 1.459(10) . . yes
O23B C22 1.460(10) . . yes
O13A H13A 0.8200 . . no
O13B H13B 0.8200 . . no
O13C H13C 0.8200 . . no
O23A H23A 1.1100 . . no
O23B H23B 0.8500 . . no
N7 C1 1.441(6) . . yes
N7 C8 1.328(6) . . yes
N10 C11B 1.46(2) . . yes
N10 C11A 1.461(5) . . yes
N10 C9 1.313(6) . . yes
N10 C11C 1.459(12) . . yes
N17 C18 1.337(6) . . yes
N17 C3 1.422(6) . . yes
N20 C19 1.338(6) . . yes
N20 C21 1.450(7) . . yes
N7 H7 0.8600 . . no
N10 H10 0.8600 . . no
N17 H17 0.8600 . . no
N20 H20A 0.8600 . . no
C1 C2 1.384(6) . . no
C1 C6 1.396(7) . . no
C2 C24 1.513(6) . . no
C2 C3 1.388(6) . . no
C3 C4 1.393(7) . . no
C4 C5 1.386(8) . . no
C5 C6 1.383(7) . . no
C8 C9 1.503(7) . . no
C11A C12A 1.52(3) . . no
C11B C12B 1.54(4) . . no
C11C C12C 1.530(19) . . no
C18 C19 1.518(6) . . no
C21 C22 1.518(8) . . no
C4 H4 0.9300 . . no
C5 H5 0.9300 . . no
C6 H6 0.9300 . . no
C11A H11B 0.9700 . . no
C11A H11A 0.9700 . . no
C11B H11D 0.9700 . . no
C11B H11C 0.9700 . . no
C11C H11E 0.9700 . . no
C11C H11F 0.9700 . . no
C12A H12A 0.9700 . . no
C12A H12B 0.9700 . . no
C12B H12C 0.9600 . . no
C12B H12D 0.9700 . . no
C12C H12E 0.9700 . . no
C12C H12F 0.9700 . . no
C21 H21A 0.9700 . . no
C21 H21B 0.9700 . . no
C22 H22C 0.9800 . . no
C22 H22A 1.0200 . . no
C22 H22B 1.0700 . . no
C24 H24B 0.9600 . . no
C24 H24C 0.9600 . . no
C24 H24A 0.9600 . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O8 N10 2.749(5) . . no
O8 C6 3.097(6) . . no
O8 O13B 3.034(18) . 2_765 no
O8 N10 2.973(6) . 2_765 no
O8 C12C 3.330(15) . 2_765 no
O9 C18 3.119(6) . 1_665 no
O9 N20 3.235(5) . 1_665 no
O9 N7 2.659(5) . . no
O9 C19 3.041(5) . 1_665 no
O13A O13A 2.98(3) . 2_875 no
O13A C12A 3.28(3) . 2_875 no
O13A C21 3.388(17) . 2_766 no
O13A O19 2.82(2) . 2_766 no
O13B O13B 3.17(2) . 2_875 no
O13B C6 3.293(18) . 2_765 no
O13B C12B 2.97(3) . 2_875 no
O13B O8 3.034(18) . 2_765 no
O13B N10 3.136(16) . . no
O13C C12C 3.334(19) . 2_875 no
O13C N10 2.875(14) . . no
O13C O23A 2.776(16) . 1_664 no
O13C C22 3.192(14) . 1_664 no
O18 N20 3.145(5) . 2_646 no
O18 C21 3.220(6) . 2_646 no
O18 C1 3.384(6) . 2_756 no
O18 C4 2.978(6) . . no
O18 N7 2.936(5) . 2_756 no
O18 C24 3.351(6) . 2_756 no
O18 N20 2.727(5) . . no
O19 N17 2.670(5) . . no
O19 C11B 3.28(3) . 2_766 no
O19 N17 2.928(5) . 2_656 no
O19 C11A 3.251(5) . 2_766 no
O19 C24 3.301(6) . 2_656 no
O19 C11C 3.180(13) . 2_766 no
O19 O13A 2.82(2) . 2_766 no
O23A O13C 2.776(16) . 1_446 no
O23A C12A 3.38(2) . 1_446 no
O23A C22 3.255(10) . 2_647 no
O23B C8 3.372(10) . 2_756 no
O23B N20 2.925(8) . . no
O8 H6 2.8300 . . no
O8 H12A 2.8800 . 2_765 no
O8 H10 2.1900 . 2_765 no
O8 H10 2.3900 . . no
O8 H12F 2.5600 . 2_765 no
O9 H11D 2.4600 . . no
O9 H20A 2.4900 . 2_756 no
O9 H11F 2.3800 . . no
O9 H7 2.2600 . . no
O9 H22C 2.8800 . 2_756 no
O9 H11B 2.6000 . . no
O13A H21A 2.6400 . 2_766 no
O13A H12A 2.9100 . 2_875 no
O13B H13B 2.6400 . 2_875 no
O13B H12D 2.4000 . 2_875 no
O13C H12E 2.7400 . 2_875 no
O13C H22B 2.8400 . 1_664 no
O13C H23A 1.9100 . 1_664 no
O18 H24B 2.6500 . 2_756 no
O18 H7 2.1800 . 2_756 no
O18 H20A 2.3600 . . no
O18 H4 2.5100 . . no
O18 H20A 2.7800 . 2_646 no
O18 H21B 2.6700 . 2_646 no
O19 H21A 2.4800 . . no
O19 H17 2.2500 . . no
O19 H11E 2.8500 . 2_766 no
O19 H11F 2.8200 . 2_766 no
O19 H11B 2.5900 . 2_766 no
O19 H11D 2.6500 . 2_766 no
O19 H17 2.2000 . 2_656 no
O19 H24A 2.6300 . 2_656 no
O19 H12D 2.8500 . 2_766 no
O19 H13A 2.2800 . 2_766 no
O23A H12A 2.8200 . 1_446 no
O23A H12C 2.7600 . 1_446 no
O23A H13C 2.4600 . 1_446 no
N7 O18 2.936(5) . 2_756 no
N7 O9 2.659(5) . . no
N7 C18 3.430(6) . 2_756 no
N10 O13C 2.875(14) . . no
N10 O13B 3.136(16) . . no
N10 O8 2.749(5) . . no
N10 O8 2.973(6) . 2_765 no
N17 O19 2.670(5) . . no
N17 O19 2.928(5) . 2_656 no
N20 O23B 2.925(8) . . no
N20 O18 3.145(5) . 2_646 no
N20 O9 3.235(5) . 1_445 no
N20 O18 2.727(5) . . no
N7 H24C 2.5700 . . no
N17 H11F 2.9000 . 1_445 no
N17 H24A 2.4700 . . no
C1 O18 3.384(6) . 2_756 no
C1 C18 3.557(6) . 2_756 no
C4 O18 2.978(6) . . no
C5 C11A 3.574(8) . 1_545 no
C6 O13B 3.293(18) . 2_765 no
C6 O8 3.097(6) . . no
C8 O23B 3.372(10) . 2_756 no
C11A O19 3.251(5) . 2_766 no
C11A C5 3.574(8) . 1_565 no
C11B O19 3.28(2) . 2_766 no
C11C O19 3.180(13) . 2_766 no
C12A O13A 3.28(3) . 2_875 no
C12A O23A 3.38(2) . 1_664 no
C12B O13B 2.97(3) . 2_875 no
C12B C12B 3.43(4) . 2_875 no
C12C O13C 3.334(19) . 2_875 no
C12C O8 3.330(15) . 2_765 no
C18 N7 3.430(6) . 2_756 no
C18 C1 3.557(6) . 2_756 no
C18 O9 3.119(6) . 1_445 no
C19 O9 3.041(5) . 1_445 no
C21 O13A 3.388(17) . 2_766 no
C21 O18 3.220(6) . 2_646 no
C22 O13C 3.192(14) . 1_446 no
C22 O23A 3.255(10) . 2_647 no
C24 O19 3.301(6) . 2_656 no
C24 O18 3.351(6) . 2_756 no
C4 H24B 2.9900 . 2_756 no
C4 H12C 3.1000 . 1_445 no
C4 H12B 2.9800 . 1_445 no
C5 H11C 3.0500 . 1_545 no
C5 H11A 2.6500 . 1_545 no
C6 H12F 3.0300 . 2_765 no
C6 H11A 2.8400 . 1_545 no
C8 H6 2.9400 . . no
C12A H23A 2.6700 . 1_664 no
C12B H13B 2.2200 . 2_875 no
C12B H23A 2.6100 . 1_664 no
C18 H7 2.8700 . 2_756 no
C18 H4 2.8000 . . no
C19 H13A 3.0700 . 2_766 no
C21 H13C 2.8500 . 1_446 no
C21 H13A 3.0000 . 2_766 no
C22 H13C 2.7000 . 1_446 no
C22 H23A 3.0800 . 2_647 no
C22 H23B 2.8400 . 2_647 no
C22 H4 2.9900 . 2_646 no
C24 H17 2.6500 . . no
C24 H7 2.7700 . . no
H4 O18 2.5100 . . no
H4 C18 2.8000 . . no
H4 C22 2.9900 . 2_646 no
H4 H22C 2.3100 . 2_646 no
H5 H23B 2.5900 . 1_554 no
H5 H11A 2.4100 . 1_545 no
H5 H6 2.5900 . 2_755 no
H6 O8 2.8300 . . no
H6 C8 2.9400 . . no
H6 H5 2.5900 . 2_755 no
H7 H24C 2.5000 . . no
H7 O18 2.1800 . 2_756 no
H7 H20A 2.5600 . 2_756 no
H7 C24 2.7700 . . no
H7 C18 2.8700 . 2_756 no
H7 O9 2.2600 . . no
H10 O8 2.3900 . . no
H10 O8 2.1900 . 2_765 no
H10 H12A 2.3000 . . no
H10 H12F 2.4900 . . no
H11A C5 2.6500 . 1_565 no
H11A C6 2.8400 . 1_565 no
H11A H5 2.4100 . 1_565 no
H11B O9 2.6000 . . no
H11B O19 2.5900 . 2_766 no
H11B H24A 2.4300 . 2_766 no
H11C C5 3.0500 . 1_565 no
H11D O19 2.6500 . 2_766 no
H11D O9 2.4600 . . no
H11E H24A 2.5600 . 2_766 no
H11E O19 2.8500 . 2_766 no
H11F O9 2.3800 . . no
H11F N17 2.9000 . 1_665 no
H11F O19 2.8200 . 2_766 no
H12A H10 2.3000 . . no
H12A O13A 2.9100 . 2_875 no
H12A H23A 2.2900 . 1_664 no
H12A O8 2.8800 . 2_765 no
H12A O23A 2.8200 . 1_664 no
H12B C4 2.9800 . 1_665 no
H12B H23A 2.2100 . 1_664 no
H12C H13B 2.4300 . 2_875 no
H12C O23A 2.7600 . 1_664 no
H12C H23A 1.8000 . 1_664 no
H12C C4 3.1000 . 1_665 no
H12D O13B 2.4000 . 2_875 no
H12D H13B 1.5800 . 2_875 no
H12D O19 2.8500 . 2_766 no
H12E H13C 2.4500 . 2_875 no
H12E O13C 2.7400 . 2_875 no
H12F O8 2.5600 . 2_765 no
H12F H10 2.4900 . . no
H12F C6 3.0300 . 2_765 no
H13A C19 3.0700 . 2_766 no
H13A O19 2.2800 . 2_766 no
H13A H21A 2.1500 . 2_766 no
H13A C21 3.0000 . 2_766 no
H13B H12C 2.4300 . 2_875 no
H13B C12B 2.2200 . 2_875 no
H13B O13B 2.6400 . 2_875 no
H13B H12D 1.5800 . 2_875 no
H13B H13B 2.3000 . 2_875 no
H13C O23A 2.4600 . 1_664 no
H13C H21A 2.2100 . 1_664 no
H13C H22B 2.4700 . 1_664 no
H13C H23A 1.7500 . 1_664 no
H13C H12E 2.4500 . 2_875 no
H13C C21 2.8500 . 1_664 no
H13C C22 2.7000 . 1_664 no
H17 O19 2.2500 . . no
H17 O19 2.2000 . 2_656 no
H17 C24 2.6500 . . no
H17 H24A 2.0000 . . no
H20A O18 2.3600 . . no
H20A H22C 2.4400 . . no
H20A O9 2.4900 . 2_756 no
H20A O18 2.7800 . 2_646 no
H20A H7 2.5600 . 2_756 no
H21A O13A 2.6400 . 2_766 no
H21A H13A 2.1500 . 2_766 no
H21A H13C 2.2100 . 1_446 no
H21A O19 2.4800 . . no
H21B O18 2.6700 . 2_646 no
H22A H23B 2.2900 . 2_647 no
H22B H13C 2.4700 . 1_446 no
H22B O13C 2.8400 . 1_446 no
H22C H4 2.3100 . 2_646 no
H22C H20A 2.4400 . . no
H22C O9 2.8800 . 2_756 no
H23A O13C 1.9100 . 1_446 no
H23A C22 3.0800 . 2_647 no
H23A H12A 2.2900 . 1_446 no
H23A C12A 2.6700 . 1_446 no
H23A C12B 2.6100 . 1_446 no
H23A H13C 1.7500 . 1_446 no
H23A H12B 2.2100 . 1_446 no
H23A H12C 1.8000 . 1_446 no
H23B C22 2.8400 . 2_647 no
H23B H5 2.5900 . 1_556 no
H23B H22A 2.2900 . 2_647 no
H24A H11B 2.4300 . 2_766 no
H24A H11E 2.5600 . 2_766 no
H24A O19 2.6300 . 2_656 no
H24A N17 2.4700 . . no
H24A H17 2.0000 . . no
H24B O18 2.6500 . 2_756 no
H24B C4 2.9900 . 2_756 no
H24C N7 2.5700 . . no
H24C H7 2.5000 . . no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N7 H7 O9 0.8600 2.2600 2.659(5) 109.00 . yes
N7 H7 O18 0.8600 2.1800 2.936(5) 146.00 2_756 yes
N10 H10 O8 0.8600 2.3900 2.749(5) 106.00 . yes
N10 H10 O8 0.8600 2.1900 2.973(6) 151.00 2_765 yes
N17 H17 O19 0.8600 2.2500 2.670(5) 110.00 . yes
N17 H17 O19 0.8600 2.2000 2.928(5) 142.00 2_656 yes
N20 H20A O18 0.8600 2.3600 2.727(5) 106.00 . yes
N20 H20A O9 0.8600 2.4900 3.308(5) 160.00 2_756 yes
C4 H4 O18 0.9300 2.5100 2.978(6) 111.00 . yes
C21 H21A O19 0.9700 2.4800 2.847(6) 102.00 . yes
C24 H24A N17 0.9600 2.4700 2.886(6) 106.00 . 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N7 C1 C2 -125.9(5) . . . . no
C8 N7 C1 C6 55.8(7) . . . . no
C1 N7 C8 O8 0.5(9) . . . . no
C1 N7 C8 C9 179.4(4) . . . . no
C3 N17 C18 O18 -1.7(8) . . . . no
C18 N17 C3 C2 -144.6(5) . . . . no
C18 N17 C3 C4 38.7(7) . . . . no
C3 N17 C18 C19 179.0(4) . . . . no
C21 N20 C19 O19 6.1(7) . . . . no
C19 N20 C21 C22 -135.7(5) . . . . no
C21 N20 C19 C18 -177.6(4) . . . . no
N7 C1 C2 C24 -1.6(7) . . . . no
C6 C1 C2 C24 176.7(4) . . . . no
C2 C1 C6 C5 1.8(8) . . . . no
N7 C1 C2 C3 179.6(4) . . . . no
N7 C1 C6 C5 -179.9(5) . . . . no
C6 C1 C2 C3 -2.2(7) . . . . no
C1 C2 C3 N17 -175.6(4) . . . . no
C24 C2 C3 C4 -177.9(5) . . . . no
C1 C2 C3 C4 0.9(7) . . . . no
C24 C2 C3 N17 5.6(7) . . . . no
N17 C3 C4 C5 177.3(5) . . . . no
C2 C3 C4 C5 0.8(8) . . . . no
C3 C4 C5 C6 -1.2(8) . . . . no
C4 C5 C6 C1 0.0(8) . . . . no
O8 C8 C9 N10 13.1(8) . . . . no
O8 C8 C9 O9 -168.9(5) . . . . no
N7 C8 C9 N10 -165.9(4) . . . . no
N7 C8 C9 O9 12.2(7) . . . . no
O18 C18 C19 O19 -179.9(4) . . . . no
O18 C18 C19 N20 3.6(6) . . . . no
N17 C18 C19 O19 -0.5(6) . . . . no
N17 C18 C19 N20 -177.0(4) . . . . no
N20 C21 C22 O23A -179.0(5) . . . . no
