# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_m20150603g
_database_code_depnum_ccdc_archive 'CCDC 1410778'
_audit_update_record             
;
2015-07-06 deposited with the CCDC.
2016-03-01 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C4 H10 N8 O3'
_chemical_formula_moiety         'C4 H10 N8 O3'
_chemical_formula_weight         218.17
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   6.7212(17)
_cell_length_b                   11.023(3)
_cell_length_c                   11.825(3)
_cell_angle_alpha                87.770(9)
_cell_angle_beta                 82.156(8)
_cell_angle_gamma                78.806(7)
_cell_volume                     851.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2143
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456.00
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.895
_exptl_absorpt_correction_T_max  0.969

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            14660
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_theta_max         35.022
_diffrn_reflns_theta_min         1.739
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             7145
_reflns_number_gt                6169
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0987
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_reflns         7145
_refine_ls_number_parameters     351
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0668P)²+0.0654P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.56
_refine_diff_density_min         -0.28
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.34016(9) 0.73676(5) 0.87607(5) 0.01390(10) Uani 1 2 d . . .
O2 O 0.21415(10) 1.09977(5) 1.06416(5) 0.01700(11) Uani 1 2 d . . .
O3 O 0.28497(9) 1.09993(5) 0.67724(5) 0.01453(10) Uani 1 2 d . . .
O4 O 0.30419(10) 0.80462(5) 0.56675(5) 0.01565(11) Uani 1 2 d . . .
O5 O 0.21310(10) 1.16821(5) 0.36898(5) 0.01777(11) Uani 1 2 d . . .
O6 O 0.24595(9) 0.80740(5) 0.18952(5) 0.01380(10) Uani 1 2 d . . .
N1 N 0.25025(10) 1.10938(5) 0.87078(5) 0.01223(11) Uani 1 2 d . . .
N2 N 0.27421(10) 0.91860(5) 0.97146(5) 0.01160(11) Uani 1 2 d . . .
N3 N 0.30553(10) 0.91903(5) 0.77596(5) 0.01160(11) Uani 1 2 d . . .
N4 N 0.25472(10) 0.98629(5) 0.46999(5) 0.01114(10) Uani 1 2 d . . .
N5 N 0.22361(10) 0.98826(5) 0.27868(5) 0.01138(10) Uani 1 2 d . . .
N6 N 0.26704(9) 0.79702(5) 0.37910(5) 0.01081(10) Uani 1 2 d . . .
N7 N -0.08173(10) 0.41294(6) 0.82308(6) 0.01483(12) Uani 1 2 d . . .
N8 N 0.07826(10) 0.56838(5) 0.86693(6) 0.01234(11) Uani 1 2 d . . .
N9 N -0.08694(10) 0.65435(6) 0.83248(6) 0.01448(11) Uani 1 2 d . . .
N10 N 0.22411(10) 0.36464(6) 0.89802(6) 0.01342(11) Uani 1 2 d . . .
N11 N 0.38617(11) 0.40781(6) 0.93815(6) 0.01627(12) Uani 1 2 d . . .
N12 N 0.21910(10) 0.56203(6) 0.58994(6) 0.01375(11) Uani 1 2 d . . .
N13 N 0.50431(10) 0.45161(6) 0.66600(6) 0.01370(11) Uani 1 2 d . . .
N14 N 0.58168(10) 0.55629(6) 0.68928(6) 0.01481(12) Uani 1 2 d . . .
N15 N 0.28102(10) 0.34834(6) 0.60146(6) 0.01316(11) Uani 1 2 d . . .
N16 N 0.10129(10) 0.34725(6) 0.55329(6) 0.01282(11) Uani 1 2 d . . .
C1 C 0.30869(10) 0.85045(6) 0.87462(6) 0.01019(11) Uani 1 2 d . . .
C2 C 0.24461(11) 1.04648(6) 0.97082(6) 0.01101(11) Uani 1 2 d . . .
C3 C 0.27913(10) 1.04702(6) 0.77269(6) 0.01040(11) Uani 1 2 d . . .
C4 C 0.27648(10) 0.85844(6) 0.47403(6) 0.01042(11) Uani 1 2 d . . .
C5 C 0.22950(11) 1.05539(6) 0.37244(6) 0.01109(11) Uani 1 2 d . . .
C6 C 0.24546(10) 0.86082(6) 0.28051(6) 0.00989(11) Uani 1 2 d . . .
C7 C 0.07323(10) 0.44856(6) 0.86324(6) 0.01017(11) Uani 1 2 d . . .
C8 C 0.33305(10) 0.45676(6) 0.61863(6) 0.01010(11) Uani 1 2 d . . .
H1 H 0.268(2) 0.8839(13) 1.0387(12) 0.026(3) Uiso 1 2 d . . .
H2 H 0.323(2) 0.8821(13) 0.7120(12) 0.025(3) Uiso 1 2 d . . .
H3 H 0.269(2) 1.0217(13) 0.5341(12) 0.027(3) Uiso 1 2 d . . .
H4 H 0.214(2) 1.0244(13) 0.2119(12) 0.025(3) Uiso 1 2 d . . .
H5 H -0.091(2) 0.3324(14) 0.8285(12) 0.029(3) Uiso 1 2 d . . .
H6 H -0.1778(19) 0.4748(12) 0.7997(11) 0.018(3) Uiso 1 2 d . . .
H7 H 0.1856(18) 0.5898(11) 0.8873(10) 0.013(3) Uiso 1 2 d . . .
H8 H -0.121(2) 0.7186(13) 0.8817(12) 0.026(3) Uiso 1 2 d . . .
H9 H -0.047(2) 0.6889(13) 0.7606(12) 0.025(3) Uiso 1 2 d . . .
H10 H 0.234(2) 0.2827(13) 0.8871(12) 0.024(3) Uiso 1 2 d . . .
H11 H 0.389(2) 0.3831(12) 1.0135(12) 0.023(3) Uiso 1 2 d . . .
H12 H 0.503(2) 0.3671(14) 0.8993(12) 0.028(3) Uiso 1 2 d . . .
H13 H 0.267(2) 0.6337(12) 0.5875(11) 0.019(3) Uiso 1 2 d . . .
H14 H 0.112(2) 0.5608(12) 0.5580(11) 0.021(3) Uiso 1 2 d . . .
H15 H 0.590(2) 0.3832(14) 0.6596(12) 0.027(3) Uiso 1 2 d . . .
H16 H 0.597(2) 0.6042(14) 0.6253(13) 0.030(3) Uiso 1 2 d . . .
H17 H 0.499(2) 0.5995(13) 0.7435(12) 0.021(3) Uiso 1 2 d . . .
H18 H 0.338(2) 0.2793(13) 0.6385(12) 0.025(3) Uiso 1 2 d . . .
H19 H 0.015(2) 0.3230(13) 0.6079(12) 0.026(3) Uiso 1 2 d . . .
H20 H 0.133(2) 0.2867(13) 0.4998(12) 0.022(3) Uiso 1 2 d . . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_structure_solution    'SHELXS2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C1 1.2296(9) yes . .
O2 C2 1.2439(10) yes . .
O3 C3 1.2495(9) yes . .
O4 C4 1.2454(9) yes . .
O5 C5 1.2266(9) yes . .
O6 C6 1.2458(10) yes . .
N1 C2 1.3475(9) yes . .
N1 C3 1.3433(10) yes . .
N2 C1 1.3625(10) yes . .
N2 C2 1.3847(9) yes . .
N3 C1 1.3656(9) yes . .
N3 C3 1.3870(9) yes . .
N4 C4 1.3880(9) yes . .
N4 C5 1.3691(9) yes . .
N5 C5 1.3659(10) yes . .
N5 C6 1.3834(9) yes . .
N6 C4 1.3482(10) yes . .
N6 C6 1.3482(9) yes . .
N7 C7 1.3314(11) yes . .
N8 N9 1.4077(9) yes . .
N8 C7 1.3303(10) yes . .
N10 N11 1.4135(11) yes . .
N10 C7 1.3316(9) yes . .
N12 C8 1.3204(9) yes . .
N13 N14 1.4051(11) yes . .
N13 C8 1.3379(11) yes . .
N15 N16 1.4064(11) yes . .
N15 C8 1.3388(11) yes . .
N2 H1 0.868(14) no . .
N3 H2 0.856(15) no . .
N4 H3 0.890(15) no . .
N5 H4 0.875(14) no . .
N7 H5 0.902(16) no . .
N7 H6 0.906(12) no . .
N8 H7 0.867(13) no . .
N9 H8 0.909(14) no . .
N9 H9 0.944(14) no . .
N10 H10 0.906(14) no . .
N11 H11 0.924(14) no . .
N11 H12 0.899(13) no . .
N12 H13 0.906(14) no . .
N12 H14 0.860(15) no . .
N13 H15 0.853(14) no . .
N14 H16 0.911(15) no . .
N14 H17 0.876(13) no . .
N15 H18 0.908(13) no . .
N16 H19 0.879(14) no . .
N16 H20 0.912(14) no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C2 N1 C3 119.34(6) yes . . .
C1 N2 C2 123.30(6) yes . . .
C1 N3 C3 123.55(6) yes . . .
C4 N4 C5 123.36(6) yes . . .
C5 N5 C6 123.29(6) yes . . .
C4 N6 C6 119.12(6) yes . . .
N9 N8 C7 118.38(7) yes . . .
N11 N10 C7 117.70(7) yes . . .
N14 N13 C8 123.84(6) yes . . .
N16 N15 C8 119.28(6) yes . . .
O1 C1 N2 122.75(7) yes . . .
O1 C1 N3 122.90(7) yes . . .
N2 C1 N3 114.35(6) yes . . .
O2 C2 N1 121.99(6) yes . . .
O2 C2 N2 118.14(6) yes . . .
N1 C2 N2 119.87(6) yes . . .
O3 C3 N1 122.44(6) yes . . .
O3 C3 N3 118.03(6) yes . . .
N1 C3 N3 119.52(6) yes . . .
O4 C4 N4 117.93(7) yes . . .
O4 C4 N6 122.38(6) yes . . .
N4 C4 N6 119.69(6) yes . . .
O5 C5 N4 123.10(7) yes . . .
O5 C5 N5 122.49(7) yes . . .
N4 C5 N5 114.41(6) yes . . .
O6 C6 N5 118.54(6) yes . . .
O6 C6 N6 121.39(6) yes . . .
N5 C6 N6 120.06(6) yes . . .
N7 C7 N8 119.70(6) yes . . .
N7 C7 N10 120.20(7) yes . . .
N8 C7 N10 120.09(7) yes . . .
N12 C8 N13 122.75(7) yes . . .
N12 C8 N15 120.88(7) yes . . .
N13 C8 N15 116.38(6) yes . . .
C1 N2 H1 121.6(10) no . . .
C2 N2 H1 115.2(10) no . . .
C1 N3 H2 119.2(10) no . . .
C3 N3 H2 117.2(10) no . . .
C4 N4 H3 115.9(9) no . . .
C5 N4 H3 120.5(9) no . . .
C5 N5 H4 120.6(10) no . . .
C6 N5 H4 115.9(10) no . . .
C7 N7 H5 118.9(10) no . . .
C7 N7 H6 115.5(9) no . . .
H5 N7 H6 125.2(13) no . . .
N9 N8 H7 123.0(7) no . . .
C7 N8 H7 118.6(7) no . . .
N8 N9 H8 109.7(9) no . . .
N8 N9 H9 109.9(8) no . . .
H8 N9 H9 105.8(12) no . . .
N11 N10 H10 119.9(9) no . . .
C7 N10 H10 121.8(9) no . . .
N10 N11 H11 108.2(9) no . . .
N10 N11 H12 106.7(11) no . . .
H11 N11 H12 106.1(12) no . . .
C8 N12 H13 120.8(8) no . . .
C8 N12 H14 119.5(9) no . . .
H13 N12 H14 118.1(12) no . . .
N14 N13 H15 116.5(11) no . . .
C8 N13 H15 116.1(11) no . . .
N13 N14 H16 110.8(11) no . . .
N13 N14 H17 109.9(10) no . . .
H16 N14 H17 110.0(12) no . . .
N16 N15 H18 118.5(10) no . . .
C8 N15 H18 119.9(10) no . . .
N15 N16 H19 106.4(10) no . . .
N15 N16 H20 106.7(9) no . . .
H19 N16 H20 106.7(13) 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
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 N1 C3 O3 179.68(6) no . . . .
C2 N1 C3 N3 -0.91(10) no . . . .
C3 N1 C2 O2 -178.50(6) no . . . .
C3 N1 C2 N2 1.80(10) no . . . .
C1 N2 C2 O2 179.96(6) no . . . .
C1 N2 C2 N1 -0.33(11) no . . . .
C2 N2 C1 O1 178.02(6) no . . . .
C2 N2 C1 N3 -1.92(10) no . . . .
C1 N3 C3 O3 177.88(6) no . . . .
C1 N3 C3 N1 -1.55(10) no . . . .
C3 N3 C1 O1 -177.08(6) no . . . .
C3 N3 C1 N2 2.86(10) no . . . .
C4 N4 C5 O5 -178.98(6) no . . . .
C4 N4 C5 N5 1.14(10) no . . . .
C5 N4 C4 O4 178.06(6) no . . . .
C5 N4 C4 N6 -1.99(10) no . . . .
C5 N5 C6 O6 -177.21(6) no . . . .
C5 N5 C6 N6 2.33(10) no . . . .
C6 N5 C5 O5 178.82(6) no . . . .
C6 N5 C5 N4 -1.30(10) no . . . .
C4 N6 C6 O6 176.48(6) no . . . .
C4 N6 C6 N5 -3.05(9) no . . . .
C6 N6 C4 O4 -177.17(6) no . . . .
C6 N6 C4 N4 2.88(9) no . . . .
N9 N8 C7 N7 2.76(10) no . . . .
N9 N8 C7 N10 -178.22(5) no . . . .
N11 N10 C7 N7 179.02(5) no . . . .
N11 N10 C7 N8 0.01(9) no . . . .
N14 N13 C8 N12 -0.54(10) no . . . .
N14 N13 C8 N15 179.60(6) no . . . .
N16 N15 C8 N12 -0.67(10) no . . . .
N16 N15 C8 N13 179.20(5) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 C2 3.5459(12) no . .
O1 C3 3.5533(12) no . .
O2 C1 3.5203(12) no . .
O2 C3 3.4720(13) no . .
O3 C1 3.5309(11) no . .
O3 C2 3.4812(13) no . .
O4 C5 3.5291(11) no . .
O4 C6 3.4789(13) no . .
O5 C4 3.5544(12) no . .
O5 C6 3.5426(13) no . .
O6 C4 3.4725(13) no . .
O6 C5 3.5272(12) no . .
N1 C1 2.8040(12) no . .
N2 C3 2.6959(11) no . .
N3 C2 2.6873(11) no . .
N4 C6 2.6925(11) no . .
N5 C4 2.6981(11) no . .
N6 C5 2.8089(12) no . .
N7 N9 2.6609(12) no . .
N7 N11 3.5830(13) no . .
N8 N11 2.6575(10) no . .
N9 N10 3.5815(12) no . .
N12 N14 2.8352(12) no . .
N12 N16 2.7058(12) no . .
N13 N16 3.5710(13) no . .
O1 N8 2.8091(11) no . .
O1 N9 3.2839(12) no . .
O1 N11 3.2313(11) no . 2_667
O1 N14 3.0953(10) no . .
O2 O6 3.4752(11) no . 1_556
O2 N2 3.4109(13) no . 2_577
O2 N2 3.3742(13) no . 2_677
O2 N5 2.7786(10) no . 1_556
O2 N9 2.9400(11) no . 2_577
O2 N10 3.4615(12) no . 1_565
O2 C1 3.4296(13) no . 2_577
O2 C1 3.5297(13) no . 2_677
O2 C6 3.5964(11) no . 1_556
O3 O4 3.5273(12) no . .
O3 N4 2.8444(11) no . .
O3 N4 3.3201(11) no . 2_676
O3 N5 3.3630(12) no . 2_676
O3 N6 3.3944(12) no . 2_676
O3 N15 2.8441(11) no . 1_565
O3 N16 3.1592(11) no . 1_565
O3 C4 3.3348(11) no . 2_676
O3 C5 3.3633(11) no . 2_676
O3 C6 3.4754(13) no . 2_576
O3 C6 3.3727(12) no . 2_676
O4 O3 3.5273(12) no . .
O4 O5 3.4129(13) no . 2_576
O4 O5 3.5016(13) no . 2_676
O4 N3 2.8221(11) no . .
O4 N12 2.8367(12) no . .
O4 N14 3.3938(11) no . .
O4 N15 3.3903(10) no . 2_666
O5 O4 3.4129(13) no . 2_576
O5 O4 3.5016(13) no . 2_676
O5 N3 3.4259(11) no . 2_676
O5 N9 3.1248(11) no . 2_576
O5 N14 3.5782(12) no . 2_676
O5 N15 3.5816(12) no . 1_565
O5 N16 2.9192(11) no . 1_565
O6 O2 3.4752(11) no . 1_554
O6 N1 3.4472(12) no . 2_576
O6 N2 2.8104(10) no . 1_554
O6 N7 2.8729(11) no . 2_566
O6 N11 3.3171(10) no . 2_666
O6 N13 3.5257(11) no . 2_666
O6 C3 3.5576(12) no . 2_576
N1 O6 3.4472(12) no . 2_576
N1 N10 2.8133(12) no . 1_565
N2 O2 3.4109(13) no . 2_577
N2 O2 3.3742(13) no . 2_677
N2 O6 2.8104(10) no . 1_556
N2 C2 3.4093(13) no . 2_577
N2 C2 3.4900(13) no . 2_677
N3 O4 2.8221(11) no . .
N3 O5 3.4259(11) no . 2_676
N3 N5 3.4819(12) no . 2_676
N3 C5 3.4252(12) no . 2_676
N4 O3 2.8444(11) no . .
N4 O3 3.3201(11) no . 2_676
N4 N4 3.3572(13) no . 2_576
N4 N4 3.5368(13) no . 2_676
N5 O2 2.7786(10) no . 1_554
N5 O3 3.3630(12) no . 2_676
N5 N3 3.4819(12) no . 2_676
N5 C3 3.2634(12) no . 2_676
N6 O3 3.3944(12) no . 2_676
N6 N12 3.5541(11) no . .
N6 N13 2.9004(10) no . 2_666
N6 N15 3.1811(11) no . 2_666
N6 N16 3.1916(11) no . 2_566
N6 C8 3.4850(11) no . 2_666
N7 O6 2.8729(11) no . 2_566
N7 N13 3.5017(12) no . 1_455
N7 N14 3.0843(11) no . 1_455
N7 N15 3.3236(11) no . .
N7 N16 3.3133(12) no . .
N7 C8 3.5274(12) no . .
N8 O1 2.8091(11) no . .
N8 N8 3.5534(12) no . 2_567
N8 N10 3.2305(11) no . 2_567
N8 N11 3.5904(12) no . 2_567
N8 N12 3.2825(13) no . .
N8 N13 3.5287(11) no . .
N8 C7 3.2238(12) no . 2_567
N8 C8 3.3404(12) no . .
N9 O1 3.2839(12) no . .
N9 O2 2.9400(11) no . 2_577
N9 O5 3.1248(11) no . 2_576
N9 N10 3.2048(12) no . 2_567
N9 N11 3.2821(11) no . 2_567
N9 N12 3.3610(11) no . .
N9 N14 3.3321(12) no . 1_455
N10 O2 3.4615(12) no . 1_545
N10 N1 2.8133(12) no . 1_545
N10 N8 3.2305(11) no . 2_567
N10 N9 3.2048(12) no . 2_567
N10 N13 3.3286(11) no . .
N10 N15 3.4832(13) no . .
N10 C2 3.5594(13) no . 1_545
N10 C8 3.4423(13) no . .
N11 O1 3.2313(11) no . 2_667
N11 O6 3.3171(10) no . 2_666
N11 N8 3.5904(12) no . 2_567
N11 N9 3.2821(11) no . 2_567
N11 N11 3.2652(12) no . 2_667
N11 N13 3.2482(13) no . .
N11 N14 3.5314(12) no . .
N12 O4 2.8367(12) no . .
N12 N6 3.5541(11) no . .
N12 N8 3.2825(13) no . .
N12 N9 3.3610(11) no . .
N12 N13 3.3211(12) no . 2_666
N12 N14 3.5841(12) no . 2_666
N12 N16 2.9212(11) no . 2_566
N12 C4 3.5636(13) no . .
N12 C7 3.5024(12) no . .
N12 C8 3.5997(12) no . 2_666
N13 O6 3.5257(11) no . 2_666
N13 N6 2.9004(10) no . 2_666
N13 N7 3.5017(12) no . 1_655
N13 N8 3.5287(11) no . .
N13 N10 3.3286(11) no . .
N13 N11 3.2482(13) no . .
N13 N12 3.3211(12) no . 2_666
N13 C7 3.4674(11) no . .
N13 C8 3.5642(13) no . 2_666
N14 O1 3.0953(10) no . .
N14 O4 3.3938(11) no . .
N14 O5 3.5782(12) no . 2_676
N14 N7 3.0843(11) no . 1_655
N14 N9 3.3321(12) no . 1_655
N14 N11 3.5314(12) no . .
N14 N12 3.5841(12) no . 2_666
N14 N16 3.5878(12) no . 2_666
N15 O3 2.8441(11) no . 1_545
N15 O4 3.3903(10) no . 2_666
N15 O5 3.5816(12) no . 1_545
N15 N6 3.1811(11) no . 2_666
N15 N7 3.3236(11) no . .
N15 N10 3.4832(13) no . .
N15 C4 3.4116(11) no . 2_666
N15 C7 3.3527(12) no . .
N16 O3 3.1592(11) no . 1_545
N16 O5 2.9192(11) no . 1_545
N16 N6 3.1916(11) no . 2_566
N16 N7 3.3133(12) no . .
N16 N12 2.9212(11) no . 2_566
N16 N14 3.5878(12) no . 2_666
C1 O2 3.4296(13) no . 2_577
C1 O2 3.5297(13) no . 2_677
C2 N2 3.4093(13) no . 2_577
C2 N2 3.4900(13) no . 2_677
C2 N10 3.5594(13) no . 1_565
C2 C2 3.5409(13) no . 2_677
C3 O6 3.5576(12) no . 2_576
C3 N5 3.2634(12) no . 2_676
C3 C5 3.5047(12) no . 2_676
C3 C6 3.5071(13) no . 2_676
C4 O3 3.3348(11) no . 2_676
C4 N12 3.5636(13) no . .
C4 N15 3.4116(11) no . 2_666
C4 C5 3.5998(12) no . 2_576
C5 O3 3.3633(11) no . 2_676
C5 N3 3.4252(12) no . 2_676
C5 C3 3.5047(12) no . 2_676
C5 C4 3.5998(12) no . 2_576
C6 O2 3.5964(11) no . 1_554
C6 O3 3.4754(13) no . 2_576
C6 O3 3.3727(12) no . 2_676
C6 C3 3.5071(13) no . 2_676
C7 N8 3.2238(12) no . 2_567
C7 N12 3.5024(12) no . .
C7 N13 3.4674(11) no . .
C7 N15 3.3527(12) no . .
C7 C7 3.4204(13) no . 2_567
C7 C8 3.1759(12) no . .
C8 N6 3.4850(11) no . 2_666
C8 N7 3.5274(12) no . .
C8 N8 3.3404(12) no . .
C8 N10 3.4423(13) no . .
C8 N12 3.5997(12) no . 2_666
C8 N13 3.5642(13) no . 2_666
C8 C7 3.1759(12) no . .
C8 C8 3.5666(12) no . 2_666
O1 H1 2.500(14) no . .
O1 H2 2.468(14) no . .
O2 H1 2.361(15) no . .
O3 H2 2.390(15) no . .
O4 H3 2.380(15) no . .
O5 H3 2.505(14) no . .
O5 H4 2.487(15) no . .
O6 H4 2.382(14) no . .
N1 H1 3.114(14) no . .
N1 H2 3.111(15) no . .
N2 H2 3.074(14) no . .
N3 H1 3.098(14) no . .
N4 H4 3.106(15) no . .
N5 H3 3.119(15) no . .
N6 H3 3.140(15) no . .
N6 H4 3.127(14) no . .
N7 H7 3.075(13) no . .
N7 H8 3.419(15) no . .
N7 H9 3.147(15) no . .
N7 H10 2.511(13) no . .
N8 H5 3.107(16) no . .
N8 H6 2.405(15) no . .
N8 H10 3.131(13) no . .
N8 H11 3.257(13) no . .
N8 H12 3.314(14) no . .
N9 H5 3.557(16) no . .
N9 H6 2.244(14) no . .
N10 H5 2.467(16) no . .
N10 H6 3.098(13) no . .
N10 H7 2.445(12) no . .
N11 H7 2.298(11) no . .
N12 H15 3.049(14) no . .
N12 H16 2.759(16) no . .
N12 H17 2.882(15) no . .
N12 H18 3.115(14) no . .
N12 H19 3.188(16) no . .
N12 H20 3.432(15) no . .
N13 H13 2.540(12) no . .
N13 H14 3.099(14) no . .
N13 H18 2.437(16) no . .
N14 H13 2.563(13) no . .
N15 H13 3.127(14) no . .
N15 H14 2.464(13) no . .
N15 H15 2.376(16) no . .
N16 H13 3.599(14) no . .
N16 H14 2.372(14) no . .
C2 H2 3.542(15) no . .
C3 H1 3.561(14) no . .
C4 H4 3.570(14) no . .
C6 H3 3.579(15) no . .
C7 H8 3.014(14) no . .
C7 H9 2.886(14) no . .
C7 H11 2.921(14) no . .
C7 H12 2.937(15) no . .
C8 H16 2.640(17) no . .
C8 H17 2.686(15) no . .
C8 H19 2.844(16) no . .
C8 H20 2.999(16) no . .
H5 H10 2.34(2) no . .
H6 H7 3.26(2) no . .
H6 H8 3.00(2) no . .
H6 H9 2.68(2) no . .
H6 H10 3.398(18) no . .
H7 H8 2.274(17) no . .
H7 H9 2.394(18) no . .
H7 H10 3.338(18) no . .
H7 H11 2.894(17) no . .
H7 H12 2.935(17) no . .
H10 H11 2.36(2) no . .
H10 H12 2.21(2) no . .
H13 H15 3.325(18) no . .
H13 H16 2.28(2) no . .
H13 H17 2.55(2) no . .
H14 H16 3.58(2) no . .
H14 H18 3.343(18) no . .
H14 H19 2.84(2) no . .
H14 H20 3.10(2) no . .
H15 H16 2.46(2) no . .
H15 H17 2.55(2) no . .
H15 H18 2.27(2) no . .
H18 H19 2.21(2) no . .
H18 H20 2.27(2) no . .
O1 H7 2.079(13) no . .
O1 H8 3.139(15) no . .
O1 H8 3.595(15) no . 1_655
O1 H9 3.237(15) no . .
O1 H11 2.517(13) no . 2_667
O1 H12 3.089(15) no . 2_667
O1 H16 3.445(14) no . .
O1 H17 2.234(13) no . .
O2 H1 3.587(15) no . 2_577
O2 H1 3.561(14) no . 2_677
O2 H4 1.905(14) no . 1_556
O2 H8 2.076(14) no . 2_577
O2 H9 3.116(14) no . 2_577
O2 H10 2.857(14) no . 1_565
O2 H11 3.548(14) no . 1_565
O3 H3 1.955(15) no . .
O3 H5 3.573(13) no . 1_565
O3 H10 3.197(14) no . 1_565
O3 H18 2.098(15) no . 1_565
O3 H19 2.922(13) no . 1_565
O3 H20 3.019(14) no . 1_565
O4 H2 1.978(15) no . .
O4 H9 3.453(14) no . .
O4 H13 1.951(14) no . .
O4 H14 3.211(15) no . .
O4 H15 3.361(15) no . 2_666
O4 H16 2.794(14) no . .
O4 H17 3.230(13) no . .
O4 H18 3.202(13) no . 2_666
O4 H20 3.480(15) no . 2_566
O5 H2 3.081(13) no . 2_676
O5 H8 3.262(14) no . 2_576
O5 H9 2.381(14) no . 2_576
O5 H13 3.512(12) no . 2_576
O5 H14 3.405(12) no . 2_576
O5 H16 3.033(17) no . 2_676
O5 H19 3.336(14) no . 1_565
O5 H20 2.012(14) no . 1_565
O6 H1 1.942(14) no . 1_554
O6 H5 2.052(16) no . 2_566
O6 H6 3.226(14) no . 2_566
O6 H10 3.448(13) no . 2_666
O6 H12 2.463(13) no . 2_666
O6 H15 2.857(14) no . 2_666
O6 H19 3.231(14) no . 2_566
N1 H1 3.492(14) no . 2_577
N1 H1 3.558(15) no . 2_677
N1 H5 3.097(14) no . 1_565
N1 H8 3.466(14) no . 2_577
N1 H10 1.908(14) no . 1_565
N1 H18 3.314(14) no . 1_565
N2 H4 3.061(14) no . 1_556
N2 H12 3.594(14) no . 2_667
N3 H3 3.059(14) no . .
N3 H4 3.410(14) no . 2_576
N3 H4 3.428(15) no . 2_676
N3 H17 3.527(13) no . .
N4 H2 3.102(14) no . .
N4 H3 3.543(15) no . 2_576
N4 H3 3.181(15) no . 2_676
N4 H20 3.274(14) no . 1_565
N5 H1 3.058(14) no . 1_554
N5 H9 3.559(14) no . 2_576
N6 H5 3.343(16) no . 2_566
N6 H13 2.995(13) no . .
N6 H14 3.517(14) no . .
N6 H15 2.071(14) no . 2_666
N6 H18 2.608(13) no . 2_666
N6 H19 2.497(16) no . 2_566
N6 H20 3.154(14) no . 2_566
N7 H7 3.400(11) no . 2_567
N7 H11 3.242(12) no . 2_567
N7 H12 2.948(15) no . 1_455
N7 H15 3.196(16) no . 1_455
N7 H17 3.372(13) no . 1_455
N7 H18 3.442(12) no . .
N7 H19 2.716(14) no . .
N8 H10 3.595(13) no . 2_567
N8 H11 3.219(13) no . 2_567
N8 H13 3.473(13) no . .
N8 H17 3.077(13) no . .
N9 H4 3.514(14) no . 2_576
N9 H10 3.387(13) no . 2_567
N9 H11 2.623(13) no . 2_567
N9 H13 3.472(12) no . .
N9 H14 3.453(13) no . .
N9 H16 3.577(17) no . 1_455
N9 H17 3.273(15) no . 1_455
N10 H7 3.454(11) no . 2_567
N10 H8 2.770(14) no . 2_567
N10 H15 3.505(14) no . .
N10 H18 3.193(14) no . .
N11 H5 3.524(14) no . 1_655
N11 H6 3.354(13) no . 1_655
N11 H6 3.416(12) no . 2_567
N11 H8 3.057(14) no . 2_567
N11 H11 3.098(15) no . 2_667
N11 H12 3.448(16) no . 2_667
N11 H15 3.390(14) no . .
N11 H17 3.179(14) no . .
N12 H7 3.515(12) no . .
N12 H9 2.737(13) no . .
N12 H14 3.501(15) no . 2_566
N12 H15 3.139(14) no . 2_666
N12 H16 3.161(15) no . 2_666
N12 H19 3.089(14) no . 2_566
N12 H20 2.920(13) no . 2_566
N13 H5 3.557(15) no . 1_655
N13 H6 2.880(14) no . 1_655
N13 H7 3.358(11) no . .
N13 H12 2.877(14) no . .
N13 H13 3.262(12) no . 2_666
N13 H14 3.423(13) no . 2_666
N13 H19 3.434(13) no . 1_655
N14 H5 3.493(14) no . 1_655
N14 H6 2.247(13) no . 1_655
N14 H7 3.270(11) no . .
N14 H9 3.341(16) no . 1_655
N14 H12 3.235(14) no . .
N14 H14 3.475(12) no . 2_666
N14 H19 3.540(13) no . 1_655
N14 H20 3.389(14) no . 2_666
N15 H5 3.435(14) no . .
N15 H10 3.412(14) no . .
N15 H13 3.552(12) no . 2_666
N15 H14 3.424(14) no . 2_566
N15 H16 2.756(15) no . 2_666
N16 H3 3.553(14) no . 1_545
N16 H5 3.344(14) no . .
N16 H6 3.434(12) no . .
N16 H13 3.135(14) no . 2_566
N16 H14 2.159(14) no . 2_566
N16 H15 3.448(14) no . 1_455
N16 H16 2.832(15) no . 2_666
C1 H7 3.133(13) no . .
C1 H8 3.468(16) no . .
C1 H11 3.306(13) no . 2_667
C1 H17 3.181(13) no . .
C2 H1 3.401(14) no . 2_577
C2 H1 3.490(15) no . 2_677
C2 H4 2.835(14) no . 1_556
C2 H8 3.091(14) no . 2_577
C2 H10 2.740(14) no . 1_565
C3 H3 2.858(15) no . .
C3 H4 3.533(15) no . 2_576
C3 H4 3.372(14) no . 2_676
C3 H10 2.920(14) no . 1_565
C3 H18 3.022(14) no . 1_565
C4 H2 2.901(15) no . .
C4 H3 3.547(16) no . 2_676
C4 H13 2.779(13) no . .
C4 H15 3.068(15) no . 2_666
C4 H18 2.913(12) no . 2_666
C4 H19 3.309(16) no . 2_566
C4 H20 3.417(15) no . 2_566
C5 H2 3.231(14) no . 2_676
C5 H9 3.281(14) no . 2_576
C5 H20 2.929(14) no . 1_565
C6 H1 2.846(14) no . 1_554
C6 H5 2.951(16) no . 2_566
C6 H12 3.388(14) no . 2_666
C6 H15 2.806(14) no . 2_666
C6 H18 3.176(14) no . 2_666
C6 H19 3.072(15) no . 2_566
C7 H7 3.270(11) no . 2_567
C7 H8 3.493(14) no . 2_567
C7 H11 3.460(12) no . 2_567
C7 H18 3.394(13) no . .
C7 H19 3.472(15) no . .
C8 H7 3.488(11) no . .
C8 H9 3.538(13) no . .
C8 H13 3.396(12) no . 2_666
C8 H16 2.942(15) no . 2_666
H1 O2 3.587(15) no . 2_577
H1 O2 3.561(14) no . 2_677
H1 O6 1.942(14) no . 1_556
H1 N1 3.492(14) no . 2_577
H1 N1 3.558(15) no . 2_677
H1 N5 3.058(14) no . 1_556
H1 C2 3.401(14) no . 2_577
H1 C2 3.490(15) no . 2_677
H1 C6 2.846(14) no . 1_556
H1 H4 2.56(2) no . 1_556
H1 H5 3.14(2) no . 2_567
H1 H11 3.385(18) no . 2_667
H1 H12 3.009(19) no . 2_667
H2 O4 1.978(15) no . .
H2 O5 3.081(13) no . 2_676
H2 N4 3.102(14) no . .
H2 C4 2.901(15) no . .
H2 C5 3.231(14) no . 2_676
H2 H3 2.58(2) no . .
H2 H4 3.558(19) no . 2_576
H2 H9 3.55(2) no . .
H2 H13 3.27(2) no . .
H2 H16 3.371(19) no . .
H2 H17 3.138(19) no . .
H3 O3 1.955(15) no . .
H3 N3 3.059(14) no . .
H3 N4 3.543(15) no . 2_576
H3 N4 3.181(15) no . 2_676
H3 N16 3.553(14) no . 1_565
H3 C3 2.858(15) no . .
H3 C4 3.547(16) no . 2_676
H3 H2 2.58(2) no . .
H3 H3 3.05(2) no . 2_676
H3 H18 3.28(2) no . 1_565
H3 H19 3.510(19) no . 1_565
H3 H20 2.92(2) no . 1_565
H4 O2 1.905(14) no . 1_554
H4 N2 3.061(14) no . 1_554
H4 N3 3.410(14) no . 2_576
H4 N3 3.428(15) no . 2_676
H4 N9 3.514(14) no . 2_576
H4 C2 2.835(14) no . 1_554
H4 C3 3.533(15) no . 2_576
H4 C3 3.372(14) no . 2_676
H4 H1 2.56(2) no . 1_554
H4 H2 3.558(19) no . 2_576
H4 H8 2.98(2) no . 2_576
H4 H9 3.156(19) no . 2_576
H5 O3 3.573(13) no . 1_545
H5 O6 2.052(16) no . 2_566
H5 N1 3.097(14) no . 1_545
H5 N6 3.343(16) no . 2_566
H5 N11 3.524(14) no . 1_455
H5 N13 3.557(15) no . 1_455
H5 N14 3.493(14) no . 1_455
H5 N15 3.435(14) no . .
H5 N16 3.344(14) no . .
H5 C6 2.951(16) no . 2_566
H5 H1 3.14(2) no . 2_567
H5 H7 3.444(18) no . 2_567
H5 H12 2.70(2) no . 1_455
H5 H15 3.08(2) no . 1_455
H5 H18 3.374(18) no . .
H5 H19 2.61(2) no . .
H6 O6 3.226(14) no . 2_566
H6 N11 3.354(13) no . 1_455
H6 N11 3.416(12) no . 2_567
H6 N13 2.880(14) no . 1_455
H6 N14 2.247(13) no . 1_455
H6 N16 3.434(12) no . .
H6 H11 2.811(18) no . 2_567
H6 H12 2.76(2) no . 1_455
H6 H14 3.442(18) no . .
H6 H15 2.77(2) no . 1_455
H6 H16 2.89(2) no . 1_455
H6 H17 2.491(18) no . 1_455
H6 H19 2.877(18) no . .
H7 O1 2.079(13) no . .
H7 N7 3.400(11) no . 2_567
H7 N10 3.454(11) no . 2_567
H7 N12 3.515(12) no . .
H7 N13 3.358(11) no . .
H7 N14 3.270(11) no . .
H7 C1 3.133(13) no . .
H7 C7 3.270(11) no . 2_567
H7 C8 3.488(11) no . .
H7 H5 3.444(18) no . 2_567
H7 H11 3.301(19) no . 2_667
H7 H12 3.59(2) no . 2_667
H7 H13 3.541(17) no . .
H7 H17 2.539(17) no . .
H8 O1 3.595(15) no . 1_455
H8 O1 3.139(15) no . .
H8 O2 2.076(14) no . 2_577
H8 O5 3.262(14) no . 2_576
H8 N1 3.466(14) no . 2_577
H8 N10 2.770(14) no . 2_567
H8 N11 3.057(14) no . 2_567
H8 C1 3.468(16) no . .
H8 C2 3.091(14) no . 2_577
H8 C7 3.493(14) no . 2_567
H8 H4 2.98(2) no . 2_576
H8 H10 2.735(19) no . 2_567
H8 H11 2.47(2) no . 2_567
H9 O1 3.237(15) no . .
H9 O2 3.116(14) no . 2_577
H9 O4 3.453(14) no . .
H9 O5 2.381(14) no . 2_576
H9 N5 3.559(14) no . 2_576
H9 N12 2.737(13) no . .
H9 N14 3.341(16) no . 1_455
H9 C5 3.281(14) no . 2_576
H9 C8 3.538(13) no . .
H9 H2 3.55(2) no . .
H9 H4 3.156(19) no . 2_576
H9 H11 3.453(19) no . 2_567
H9 H13 2.725(17) no . .
H9 H14 2.803(18) no . .
H9 H16 3.34(2) no . 1_455
H9 H17 3.41(2) no . 1_455
H9 H17 3.593(19) no . .
H9 H20 3.20(2) no . 2_566
H10 O2 2.857(14) no . 1_545
H10 O3 3.197(14) no . 1_545
H10 O6 3.448(13) no . 2_666
H10 N1 1.908(14) no . 1_545
H10 N8 3.595(13) no . 2_567
H10 N9 3.387(13) no . 2_567
H10 N15 3.412(14) no . .
H10 C2 2.740(14) no . 1_545
H10 C3 2.920(14) no . 1_545
H10 H8 2.735(19) no . 2_567
H10 H18 2.928(19) no . .
H11 O1 2.517(13) no . 2_667
H11 O2 3.548(14) no . 1_545
H11 N7 3.242(12) no . 2_567
H11 N8 3.219(13) no . 2_567
H11 N9 2.623(13) no . 2_567
H11 N11 3.098(15) no . 2_667
H11 C1 3.306(13) no . 2_667
H11 C7 3.460(12) no . 2_567
H11 H1 3.385(18) no . 2_667
H11 H6 2.811(18) no . 2_567
H11 H7 3.301(19) no . 2_667
H11 H8 2.47(2) no . 2_567
H11 H9 3.453(19) no . 2_567
H11 H11 3.20(2) no . 2_667
H11 H12 3.22(2) no . 2_667
H11 H17 3.09(2) no . 2_667
H12 O1 3.089(15) no . 2_667
H12 O6 2.463(13) no . 2_666
H12 N2 3.594(14) no . 2_667
H12 N7 2.948(15) no . 1_655
H12 N11 3.448(16) no . 2_667
H12 N13 2.877(14) no . .
H12 N14 3.235(14) no . .
H12 C6 3.388(14) no . 2_666
H12 H1 3.009(19) no . 2_667
H12 H5 2.70(2) no . 1_655
H12 H6 2.76(2) no . 1_655
H12 H7 3.59(2) no . 2_667
H12 H11 3.22(2) no . 2_667
H12 H15 2.82(2) no . .
H12 H17 3.09(2) no . .
H13 O4 1.951(14) no . .
H13 O5 3.512(12) no . 2_576
H13 N6 2.995(13) no . .
H13 N8 3.473(13) no . .
H13 N9 3.472(12) no . .
H13 N13 3.262(12) no . 2_666
H13 N15 3.552(12) no . 2_666
H13 N16 3.135(14) no . 2_566
H13 C4 2.779(13) no . .
H13 C8 3.396(12) no . 2_666
H13 H2 3.27(2) no . .
H13 H7 3.541(17) no . .
H13 H9 2.725(17) no . .
H13 H15 2.951(19) no . 2_666
H13 H19 3.15(2) no . 2_566
H13 H20 2.972(19) no . 2_566
H14 O4 3.211(15) no . .
H14 O5 3.405(12) no . 2_576
H14 N6 3.517(14) no . .
H14 N9 3.453(13) no . .
H14 N12 3.501(15) no . 2_566
H14 N13 3.423(13) no . 2_666
H14 N14 3.475(12) no . 2_666
H14 N15 3.424(14) no . 2_566
H14 N16 2.159(14) no . 2_566
H14 H6 3.442(18) no . .
H14 H9 2.803(18) no . .
H14 H14 2.73(2) no . 2_566
H14 H15 3.158(19) no . 2_666
H14 H16 3.39(2) no . 1_455
H14 H16 3.098(18) no . 2_666
H14 H19 2.459(19) no . 2_566
H14 H20 2.269(18) no . 2_566
H15 O4 3.361(15) no . 2_666
H15 O6 2.857(14) no . 2_666
H15 N6 2.071(14) no . 2_666
H15 N7 3.196(16) no . 1_655
H15 N10 3.505(14) no . .
H15 N11 3.390(14) no . .
H15 N12 3.139(14) no . 2_666
H15 N16 3.448(14) no . 1_655
H15 C4 3.068(15) no . 2_666
H15 C6 2.806(14) no . 2_666
H15 H5 3.08(2) no . 1_655
H15 H6 2.77(2) no . 1_655
H15 H12 2.82(2) no . .
H15 H13 2.951(19) no . 2_666
H15 H14 3.158(19) no . 2_666
H15 H19 2.79(2) no . 1_655
H16 O1 3.445(14) no . .
H16 O4 2.794(14) no . .
H16 O5 3.033(17) no . 2_676
H16 N9 3.577(17) no . 1_655
H16 N12 3.161(15) no . 2_666
H16 N15 2.756(15) no . 2_666
H16 N16 2.832(15) no . 2_666
H16 C8 2.942(15) no . 2_666
H16 H2 3.371(19) no . .
H16 H6 2.89(2) no . 1_655
H16 H9 3.34(2) no . 1_655
H16 H14 3.39(2) no . 1_655
H16 H14 3.098(18) no . 2_666
H16 H18 3.33(2) no . 2_666
H16 H20 2.63(2) no . 2_666
H17 O1 2.234(13) no . .
H17 O4 3.230(13) no . .
H17 N3 3.527(13) no . .
H17 N7 3.372(13) no . 1_655
H17 N8 3.077(13) no . .
H17 N9 3.273(15) no . 1_655
H17 N11 3.179(14) no . .
H17 C1 3.181(13) no . .
H17 H2 3.138(19) no . .
H17 H6 2.491(18) no . 1_655
H17 H7 2.539(17) no . .
H17 H9 3.593(19) no . .
H17 H9 3.41(2) no . 1_655
H17 H11 3.09(2) no . 2_667
H17 H12 3.09(2) no . .
H18 O3 2.098(15) no . 1_545
H18 O4 3.202(13) no . 2_666
H18 N1 3.314(14) no . 1_545
H18 N6 2.608(13) no . 2_666
H18 N7 3.442(12) no . .
H18 N10 3.193(14) no . .
H18 C3 3.022(14) no . 1_545
H18 C4 2.913(12) no . 2_666
H18 C6 3.176(14) no . 2_666
H18 C7 3.394(13) no . .
H18 H3 3.28(2) no . 1_545
H18 H5 3.374(18) no . .
H18 H10 2.928(19) no . .
H18 H16 3.33(2) no . 2_666
H19 O3 2.922(13) no . 1_545
H19 O5 3.336(14) no . 1_545
H19 O6 3.231(14) no . 2_566
H19 N6 2.497(16) no . 2_566
H19 N7 2.716(14) no . .
H19 N12 3.089(14) no . 2_566
H19 N13 3.434(13) no . 1_455
H19 N14 3.540(13) no . 1_455
H19 C4 3.309(16) no . 2_566
H19 C6 3.072(15) no . 2_566
H19 C7 3.472(15) no . .
H19 H3 3.510(19) no . 1_545
H19 H5 2.61(2) no . .
H19 H6 2.877(18) no . .
H19 H13 3.15(2) no . 2_566
H19 H14 2.459(19) no . 2_566
H19 H15 2.79(2) no . 1_455
H20 O3 3.019(14) no . 1_545
H20 O4 3.480(15) no . 2_566
H20 O5 2.012(14) no . 1_545
H20 N4 3.274(14) no . 1_545
H20 N6 3.154(14) no . 2_566
H20 N12 2.920(13) no . 2_566
H20 N14 3.389(14) no . 2_666
H20 C4 3.417(15) no . 2_566
H20 C5 2.929(14) no . 1_545
H20 H3 2.92(2) no . 1_545
H20 H9 3.20(2) no . 2_566
H20 H13 2.972(19) no . 2_566
H20 H14 2.269(18) no . 2_566
H20 H16 2.63(2) no . 2_666

#==============================================================================

# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1410779'
_audit_update_record             
;
2015-11-06 deposited with the CCDC.
2016-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H8 N8 O4'
_chemical_formula_sum            'C4 H8 N8 O4'
_chemical_formula_weight         232.18

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.4748(11)
_cell_length_b                   9.655(2)
_cell_length_c                   9.881(2)
_cell_angle_alpha                66.29(2)
_cell_angle_beta                 75.35(3)
_cell_angle_gamma                72.33(3)
_cell_volume                     450.50(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    1163
_cell_measurement_theta_min      4.00
_cell_measurement_theta_max      27.50

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_F_000             240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.150
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.536
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            5846
_diffrn_reflns_av_unetI/netI     0.0762
_diffrn_reflns_av_R_equivalents  0.0800
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.821
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2036
_reflns_number_gt                1665
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_structure_solution    'SHELXS2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_refine_special_details          
; 
    ENTER TEXT OF LETTER 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1443P)²+0.0955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2036
_refine_ls_number_parameters     177
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0729
_refine_ls_wR_factor_ref         0.2125
_refine_ls_wR_factor_gt          0.1961
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4217(3) 0.42584(19) 0.27799(19) 0.0272(4) Uani 1 1 d . . . . .
O2 O 0.2959(3) -0.06268(17) 0.43133(17) 0.0235(4) Uani 1 1 d . . . . .
O3 O -0.0899(3) 0.32230(17) 0.04774(17) 0.0235(4) Uani 1 1 d . . . . .
O4 O 0.2024(4) 0.6054(2) 0.5583(2) 0.0348(5) Uani 1 1 d . . . . .
N1 N 0.3716(4) 0.1793(2) 0.3516(2) 0.0222(5) Uani 1 1 d . . . . .
N2 N 0.0998(4) 0.1287(2) 0.2395(2) 0.0218(5) Uani 1 1 d . . . . .
N3 N 0.1774(4) 0.3757(2) 0.1550(2) 0.0221(5) Uani 1 1 d . . . . .
N4 N 0.4913(4) 0.7629(2) 0.1083(2) 0.0259(5) Uani 1 1 d . . . . .
N5 N 0.7660(4) 0.6971(2) 0.2891(2) 0.0226(5) Uani 1 1 d . . . . .
N6 N 0.9042(4) 0.7741(2) 0.3198(2) 0.0247(5) Uani 1 1 d . . . . .
N7 N 0.8622(4) 0.9140(2) 0.2250(2) 0.0244(5) Uani 1 1 d . . . . .
N8 N 0.7003(4) 0.9347(2) 0.1312(2) 0.0228(5) Uani 1 1 d . . . . .
C1 C 0.3291(4) 0.3333(3) 0.2621(3) 0.0222(5) Uani 1 1 d . . . . .
C2 C 0.2580(4) 0.0725(3) 0.3458(2) 0.0210(5) Uani 1 1 d . . . . .
C3 C 0.0536(4) 0.2788(2) 0.1407(2) 0.0203(5) Uani 1 1 d . . . . .
C4 C 0.6428(4) 0.7970(3) 0.1738(2) 0.0205(5) Uani 1 1 d . . . . .
H1 H 0.481(5) 0.145(3) 0.430(3) 0.031(7) Uiso 1 1 d . . . . .
H2 H 0.141(5) 0.467(4) 0.093(3) 0.032(7) Uiso 1 1 d . . . . .
H3 H 0.030(5) 0.074(4) 0.233(3) 0.022(6) Uiso 1 1 d . . . . .
H4 H 0.446(6) 0.672(4) 0.162(4) 0.033(7) Uiso 1 1 d . . . . .
H5 H 0.403(5) 0.836(3) 0.037(3) 0.018(6) Uiso 1 1 d . . . . .
H6 H 0.771(6) 0.588(5) 0.349(4) 0.045(9) Uiso 1 1 d . . . . .
H7 H 0.147(7) 0.670(5) 0.475(4) 0.049(10) Uiso 1 1 d . . . . .
H8 H 0.332(7) 0.632(5) 0.577(4) 0.055(10) Uiso 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
O1 C1 1.228(3) . ?
O2 C2 1.224(3) . ?
O3 C3 1.221(3) . ?
O4 H7 0.87(4) . ?
O4 H8 0.90(4) . ?
N1 C1 1.372(3) . ?
N1 C2 1.381(3) . ?
N1 H1 0.99(3) . ?
N2 C2 1.365(3) . ?
N2 C3 1.372(3) . ?
N2 H3 0.78(3) . ?
N3 C1 1.367(3) . ?
N3 C3 1.376(3) . ?
N3 H2 0.85(3) . ?
N4 C4 1.350(3) . ?
N4 H4 0.89(4) . ?
N4 H5 0.89(3) . ?
N5 C4 1.339(3) . ?
N5 N6 1.362(2) . ?
N5 H6 0.98(4) . ?
N6 N7 1.288(3) . ?
N7 N8 1.359(3) . ?
N8 C4 1.334(3) . ?

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
H7 O4 H8 112(4) . . ?
C1 N1 C2 124.4(2) . . ?
C1 N1 H1 117.5(18) . . ?
C2 N1 H1 118.0(18) . . ?
C2 N2 C3 124.68(19) . . ?
C2 N2 H3 119(2) . . ?
C3 N2 H3 116(2) . . ?
C1 N3 C3 124.58(19) . . ?
C1 N3 H2 123(2) . . ?
C3 N3 H2 112(2) . . ?
C4 N4 H4 114(2) . . ?
C4 N4 H5 121.4(19) . . ?
H4 N4 H5 122(3) . . ?
C4 N5 N6 107.99(18) . . ?
C4 N5 H6 133(2) . . ?
N6 N5 H6 119(2) . . ?
N7 N6 N5 106.31(18) . . ?
N6 N7 N8 111.78(17) . . ?
C4 N8 N7 105.05(18) . . ?
O1 C1 N3 122.7(2) . . ?
O1 C1 N1 121.9(2) . . ?
N3 C1 N1 115.38(19) . . ?
O2 C2 N2 122.71(19) . . ?
O2 C2 N1 121.9(2) . . ?
N2 C2 N1 115.4(2) . . ?
O3 C3 N2 121.67(19) . . ?
O3 C3 N3 122.9(2) . . ?
N2 C3 N3 115.40(18) . . ?
N8 C4 N5 108.88(19) . . ?
N8 C4 N4 125.4(2) . . ?
N5 C4 N4 125.6(2) . . ?

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
C4 N5 N6 N7 -0.1(3) . . . . ?
N5 N6 N7 N8 0.0(3) . . . . ?
N6 N7 N8 C4 0.0(2) . . . . ?
C3 N3 C1 O1 -174.7(2) . . . . ?
C3 N3 C1 N1 5.3(3) . . . . ?
C2 N1 C1 O1 175.2(2) . . . . ?
C2 N1 C1 N3 -4.8(3) . . . . ?
C3 N2 C2 O2 -179.4(2) . . . . ?
C3 N2 C2 N1 1.1(3) . . . . ?
C1 N1 C2 O2 -177.6(2) . . . . ?
C1 N1 C2 N2 1.8(3) . . . . ?
C2 N2 C3 O3 179.9(2) . . . . ?
C2 N2 C3 N3 -0.7(3) . . . . ?
C1 N3 C3 O3 176.7(2) . . . . ?
C1 N3 C3 N2 -2.7(3) . . . . ?
N7 N8 C4 N5 -0.1(2) . . . . ?
N7 N8 C4 N4 -178.2(2) . . . . ?
N6 N5 C4 N8 0.1(3) . . . . ?
N6 N5 C4 N4 178.2(2) . . . . ?

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
N1 H1 O2 0.99(3) 1.84(3) 2.823(3) 174(3) 2_656
N3 H2 O3 0.85(3) 1.93(3) 2.772(3) 174(3) 2_565
N2 H3 N7 0.78(3) 2.05(4) 2.825(3) 176(3) 1_445
N4 H4 O1 0.89(4) 2.22(4) 3.097(3) 168(3) .
N4 H5 N8 0.89(3) 2.18(3) 3.011(3) 156(2) 2_675
N5 H6 O4 0.98(4) 1.69(4) 2.668(3) 175(3) 2_666
O4 H7 N6 0.87(4) 2.03(4) 2.849(3) 157(3) 1_455
O4 H8 O1 0.90(4) 2.02(4) 2.803(3) 145(3) 2_666

_refine_diff_density_max         0.667
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.160



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1435469'
_audit_update_record             
;
2015-11-06 deposited with the CCDC.
2016-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H7 N5 O3'
_chemical_formula_weight         161.14

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   9.4591(15)
_cell_length_b                   6.7214(10)
_cell_length_c                   9.6711(15)
_cell_angle_alpha                90
_cell_angle_beta                 101.349(3)
_cell_angle_gamma                90
_cell_volume                     602.85(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    1974
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_F_000             336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.156
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.900
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            5845
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.361
_diffrn_reflns_theta_max         27.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1380
_reflns_number_gt                1280
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
; 
Rigaku CrystalClear-SM Expert 2.1 b42 
;
_computing_cell_refinement       
; 
Rigaku CrystalClear-SM Expert 2.1 b42 
;
_computing_data_reduction        
; 
Rigaku CrystalClear-SM Expert 2.1 b42 
;
_computing_structure_solution    'SHELXS2014 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+0.1245P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1380
_refine_ls_number_parameters     129
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0792
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.34781(7) 0.72966(10) 0.38462(6) 0.01405(18) Uani 1 1 d . . . . .
O2 O 0.55050(7) 0.16128(10) 0.26101(7) 0.01494(18) Uani 1 1 d . . . . .
O3 O 0.18306(7) 0.13129(9) 0.49963(7) 0.01252(18) Uani 1 1 d . . . . .
N1 N 0.25681(8) 0.43730(11) 0.44557(7) 0.01060(19) Uani 1 1 d . . . . .
N2 N 0.44873(8) 0.44772(11) 0.32119(7) 0.01057(18) Uani 1 1 d . . . . .
N3 N 0.37153(8) 0.14488(11) 0.38783(7) 0.00985(19) Uani 1 1 d . . . . .
C1 C 0.34906(9) 0.54537(13) 0.38522(8) 0.0099(2) Uani 1 1 d . . . . .
C2 C 0.46289(9) 0.24557(13) 0.31967(9) 0.0102(2) Uani 1 1 d . . . . .
C3 C 0.26625(9) 0.23781(13) 0.44637(8) 0.0093(2) Uani 1 1 d . . . . .
N4 N 0.60575(8) 0.75281(11) 0.05360(8) 0.01159(19) Uani 1 1 d . . . . .
N5 N 0.63028(8) 0.74162(12) 0.20695(8) 0.01262(19) Uani 1 1 d . . . . .
H4A H 0.5099(16) 0.7426(19) 0.0196(13) 0.020(3) Uiso 1 1 d . . . . .
H4B H 0.6491(14) 0.646(2) 0.0220(14) 0.021(3) Uiso 1 1 d . . . . .
H5A H 0.6010(14) 0.856(2) 0.2330(13) 0.019(3) Uiso 1 1 d . . . . .
H3 H 0.3732(12) 0.014(2) 0.3870(12) 0.021(3) Uiso 1 1 d . . . . .
H5B H 0.7252(15) 0.7399(19) 0.2357(14) 0.020(3) Uiso 1 1 d . . . . .
H4C H 0.6431(14) 0.868(2) 0.0217(14) 0.023(3) Uiso 1 1 d . . . . .
H2 H 0.5099(14) 0.528(2) 0.2820(13) 0.029(3) Uiso 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
O1 C1 1.2388(12) . ?
O2 C2 1.2306(11) . ?
O3 C3 1.2477(11) . ?
N1 C3 1.3437(12) . ?
N1 C1 1.3528(11) . ?
N2 C2 1.3657(12) . ?
N2 C1 1.3903(11) . ?
N2 H2 0.924(14) . ?
N3 C2 1.3651(11) . ?
N3 C3 1.3872(11) . ?
N3 H3 0.882(16) . ?
N4 N5 1.4573(11) . ?
N4 H4A 0.904(14) . ?
N4 H4B 0.910(14) . ?
N4 H4C 0.931(14) . ?
N5 H5A 0.870(14) . ?
N5 H5B 0.886(13) . ?

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
C3 N1 C1 119.37(7) . . ?
C2 N2 C1 123.44(7) . . ?
C2 N2 H2 120.2(9) . . ?
C1 N2 H2 116.3(9) . . ?
C2 N3 C3 123.19(8) . . ?
C2 N3 H3 118.5(7) . . ?
C3 N3 H3 118.0(7) . . ?
O1 C1 N1 122.18(8) . . ?
O1 C1 N2 118.46(8) . . ?
N1 C1 N2 119.35(8) . . ?
O2 C2 N3 122.82(8) . . ?
O2 C2 N2 122.64(8) . . ?
N3 C2 N2 114.53(7) . . ?
O3 C3 N1 121.90(8) . . ?
O3 C3 N3 118.16(8) . . ?
N1 C3 N3 119.94(7) . . ?
N5 N4 H4A 108.3(8) . . ?
N5 N4 H4B 108.0(8) . . ?
H4A N4 H4B 107.7(11) . . ?
N5 N4 H4C 112.7(8) . . ?
H4A N4 H4C 111.2(11) . . ?
H4B N4 H4C 108.9(12) . . ?
N4 N5 H5A 104.7(8) . . ?
N4 N5 H5B 105.6(9) . . ?
H5A N5 H5B 106.4(12) . . ?

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
C3 N1 C1 O1 -178.08(7) . . . . ?
C3 N1 C1 N2 2.08(11) . . . . ?
C2 N2 C1 O1 177.76(7) . . . . ?
C2 N2 C1 N1 -2.40(11) . . . . ?
C3 N3 C2 O2 -175.73(8) . . . . ?
C3 N3 C2 N2 3.95(11) . . . . ?
C1 N2 C2 O2 179.09(7) . . . . ?
C1 N2 C2 N3 -0.60(11) . . . . ?
C1 N1 C3 O3 -179.41(7) . . . . ?
C1 N1 C3 N3 1.11(11) . . . . ?
C2 N3 C3 O3 176.13(7) . . . . ?
C2 N3 C3 N1 -4.38(11) . . . . ?

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
N2 H2 N5 0.924(14) 2.053(15) 2.9696(11) 171.1(13) .
N4 H4C N1 0.931(14) 1.928(14) 2.8389(11) 165.6(12) 4_675
N5 H5B O2 0.886(13) 2.181(14) 3.0228(11) 158.5(12) 2_655
N3 H3 O1 0.882(16) 1.924(16) 2.7996(11) 171.9(11) 1_545
N5 H5A O2 0.870(14) 2.137(14) 2.9924(11) 167.4(12) 1_565
N4 H4B O3 0.910(14) 1.910(14) 2.7609(11) 155.0(12) 4_665
N4 H4A O3 0.904(14) 1.948(14) 2.8003(11) 156.6(12) 2

_refine_diff_density_max         0.294
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.048



