# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_70352
_database_code_depnum_ccdc_archive 'CCDC 1039004'
_audit_update_record             
;
2014-12-12 deposited with the CCDC.
2015-10-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        70352
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 N4 O2'
_chemical_formula_sum            'C14 H16 N4 O2'
_chemical_formula_weight         272.31

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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.7426(13)
_cell_length_b                   9.9228(7)
_cell_length_c                   9.8994(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.030(7)
_cell_angle_gamma                90
_cell_volume                     1447.25(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2508
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      25.02

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BROWN
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9710
_exptl_absorpt_correction_T_max  0.9799
_exptl_absorpt_process_details   'SADABS (BRUKER, 2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'



_diffrn_detector_area_resol_mean ?



_diffrn_reflns_number            16234
_diffrn_reflns_av_unetI/netI     0.0937
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.475
_diffrn_reflns_theta_max         25.253
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             16234
_reflns_number_gt                9569
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0582P)²+1.1032P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         16234
_refine_ls_number_parameters     210
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.1291
_refine_ls_R_factor_gt           0.0694
_refine_ls_wR_factor_ref         0.1837
_refine_ls_wR_factor_gt          0.1537
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_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
C1 C -0.0108(3) 0.0061(4) -0.1516(4) 0.0266(11) Uani 1 1 d . . . . .
C2 C 0.0387(3) 0.1043(4) -0.0674(4) 0.0227(10) Uani 1 1 d . . . . .
C3 C 0.0484(3) 0.1012(4) 0.0694(4) 0.0218(10) Uani 1 1 d . . . . .
C4 C 0.1209(3) 0.2735(4) 0.0064(4) 0.0252(11) Uani 1 1 d . . . . .
C5 C 0.1766(6) 0.402(2) 0.0048(13) 0.0376(18) Uani 0.869(13) 1 d D U P A 1
H5A H 0.1352 0.4765 -0.0174 0.045 Uiso 0.869(13) 1 calc R U P A 1
C6 C 0.2450(6) 0.3951(9) -0.1035(8) 0.082(3) Uani 0.869(13) 1 d D U P A 1
H6A H 0.2147 0.3759 -0.1888 0.123 Uiso 0.869(13) 1 calc R U P A 1
H6B H 0.2760 0.4799 -0.1089 0.123 Uiso 0.869(13) 1 calc R U P A 1
H6C H 0.2882 0.3251 -0.0823 0.123 Uiso 0.869(13) 1 calc R U P A 1
C7 C 0.2215(7) 0.4316(10) 0.1394(7) 0.078(3) Uani 0.869(13) 1 d D U P A 1
H7A H 0.1765 0.4355 0.2070 0.118 Uiso 0.869(13) 1 calc R U P A 1
H7B H 0.2646 0.3619 0.1621 0.118 Uiso 0.869(13) 1 calc R U P A 1
H7C H 0.2524 0.5167 0.1355 0.118 Uiso 0.869(13) 1 calc R U P A 1
C5' C 0.186(4) 0.386(15) -0.007(10) 0.0376(18) Uani 0.131(13) 1 d D U P A 2
H5B H 0.1663 0.4422 -0.0836 0.045 Uiso 0.131(13) 1 calc R U P A 2
C6' C 0.282(4) 0.340(5) -0.028(6) 0.082(3) Uani 0.131(13) 1 d D U P A 2
H6D H 0.3205 0.4175 -0.0356 0.123 Uiso 0.131(13) 1 calc R U P A 2
H6E H 0.3025 0.2865 0.0479 0.123 Uiso 0.131(13) 1 calc R U P A 2
H6F H 0.2836 0.2875 -0.1090 0.123 Uiso 0.131(13) 1 calc R U P A 2
C7' C 0.180(5) 0.467(7) 0.121(6) 0.078(3) Uani 0.131(13) 1 d D U P A 2
H7D H 0.2215 0.5415 0.1179 0.118 Uiso 0.131(13) 1 calc R U P A 2
H7E H 0.1195 0.4996 0.1287 0.118 Uiso 0.131(13) 1 calc R U P A 2
H7F H 0.1961 0.4108 0.1971 0.118 Uiso 0.131(13) 1 calc R U P A 2
C8 C 0.5115(3) 0.4964(4) -0.1515(4) 0.0319(12) Uani 1 1 d . . . . .
C9 C 0.4591(3) 0.5960(4) -0.0806(4) 0.0264(11) Uani 1 1 d . . . . .
N4 N 0.3917(2) 0.7075(3) 0.0878(3) 0.0290(10) Uani 1 1 d . . . . .
C11 C 0.3694(3) 0.7629(4) -0.0308(4) 0.0286(11) Uani 1 1 d . . . . .
C12 C 0.3010(13) 0.8705(17) -0.0531(17) 0.035(3) Uani 0.81(6) 1 d D U P B 3
H12A H 0.3131 0.9116 -0.1407 0.042 Uiso 0.81(6) 1 calc R U P B 3
C13 C 0.3103(18) 0.980(2) 0.050(2) 0.120(6) Uani 0.81(6) 1 d D U P B 3
H13D H 0.2649 1.0477 0.0321 0.179 Uiso 0.81(6) 1 calc R U P B 3
H13E H 0.3026 0.9432 0.1386 0.179 Uiso 0.81(6) 1 calc R U P B 3
H13F H 0.3695 1.0202 0.0461 0.179 Uiso 0.81(6) 1 calc R U P B 3
C14 C 0.2051(14) 0.8158(17) -0.064(2) 0.103(5) Uani 0.81(6) 1 d D U P B 3
H14D H 0.1633 0.8889 -0.0779 0.154 Uiso 0.81(6) 1 calc R U P B 3
H14E H 0.1997 0.7540 -0.1380 0.154 Uiso 0.81(6) 1 calc R U P B 3
H14F H 0.1917 0.7699 0.0187 0.154 Uiso 0.81(6) 1 calc R U P B 3
C12' C 0.316(4) 0.900(8) -0.048(8) 0.035(3) Uani 0.19(6) 1 d D U P B 4
H12B H 0.3427 0.9618 -0.1129 0.042 Uiso 0.19(6) 1 calc R U P B 4
C13' C 0.302(9) 0.961(12) 0.088(8) 0.120(6) Uani 0.19(6) 1 d D U P B 4
H13A H 0.3571 1.0057 0.1193 0.179 Uiso 0.19(6) 1 calc R U P B 4
H13B H 0.2539 1.0260 0.0812 0.179 Uiso 0.19(6) 1 calc R U P B 4
H13C H 0.2871 0.8922 0.1511 0.179 Uiso 0.19(6) 1 calc R U P B 4
C14' C 0.232(5) 0.829(8) -0.100(10) 0.103(5) Uani 0.19(6) 1 d D U P B 4
H14A H 0.2424 0.7908 -0.1873 0.154 Uiso 0.19(6) 1 calc R U P B 4
H14B H 0.2159 0.7591 -0.0386 0.154 Uiso 0.19(6) 1 calc R U P B 4
H14C H 0.1828 0.8930 -0.1085 0.154 Uiso 0.19(6) 1 calc R U P B 4
N1 N 0.0851(2) 0.2168(3) -0.1072(3) 0.0268(9) Uani 1 1 d D . . . .
N2 N 0.0996(2) 0.2078(3) 0.1169(3) 0.0268(9) Uani 1 1 d . . . . .
N3 N 0.4080(3) 0.7002(3) -0.1347(4) 0.0311(10) Uani 1 1 d D . . . .
C10 C 0.4474(3) 0.6023(4) 0.0554(4) 0.0267(11) Uani 1 1 d . . . . .
O1 O -0.0186(2) 0.0130(3) -0.2740(3) 0.0523(11) Uani 1 1 d . . . . .
O2 O 0.5218(2) 0.4963(3) -0.2722(3) 0.0548(11) Uani 1 1 d . . . . .
H1A H 0.087(3) 0.240(5) -0.203(4) 0.065(15) Uiso 1 1 d D . . . .
H3A H 0.398(4) 0.732(6) -0.232(4) 0.14(3) Uiso 1 1 d 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
C1 O1 1.216(4) . ?
C1 C2 1.460(5) . ?
C1 C3 1.462(5) 3 ?
C2 C3 1.357(5) . ?
C2 N1 1.374(5) . ?
C3 N2 1.372(5) . ?
C3 C1 1.462(5) 3 ?
C4 N2 1.320(5) . ?
C4 N1 1.348(5) . ?
C4 C5' 1.48(14) . ?
C4 C5 1.52(2) . ?
C5 C7 1.497(8) . ?
C5 C6 1.500(13) . ?
C5 H5A 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C5' C6' 1.50(2) . ?
C5' C7' 1.50(2) . ?
C5' H5B 0.9800 . ?
C6' H6D 0.9600 . ?
C6' H6E 0.9600 . ?
C6' H6F 0.9600 . ?
C7' H7D 0.9600 . ?
C7' H7E 0.9600 . ?
C7' H7F 0.9600 . ?
C8 O2 1.210(5) . ?
C8 C9 1.451(6) . ?
C8 C10 1.479(5) 3_665 ?
C9 C10 1.365(5) . ?
C9 N3 1.377(5) . ?
N4 C11 1.328(5) . ?
N4 C10 1.373(5) . ?
C11 N3 1.345(5) . ?
C11 C12 1.480(16) . ?
C11 C12' 1.57(8) . ?
C12 C13 1.496(11) . ?
C12 C14 1.514(9) . ?
C12 H12A 0.9800 . ?
C13 H13D 0.9600 . ?
C13 H13E 0.9600 . ?
C13 H13F 0.9600 . ?
C14 H14D 0.9600 . ?
C14 H14E 0.9600 . ?
C14 H14F 0.9600 . ?
C12' C13' 1.50(2) . ?
C12' C14' 1.51(2) . ?
C12' H12B 0.9800 . ?
C13' H13A 0.9600 . ?
C13' H13B 0.9600 . ?
C13' H13C 0.9600 . ?
C14' H14A 0.9600 . ?
C14' H14B 0.9600 . ?
C14' H14C 0.9600 . ?
N1 H1A 0.98(4) . ?
N3 H3A 1.02(4) . ?
C10 C8 1.479(5) 3_665 ?

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
O1 C1 C2 124.0(4) . . ?
O1 C1 C3 124.9(4) . 3 ?
C2 C1 C3 111.1(3) . 3 ?
C3 C2 N1 105.6(3) . . ?
C3 C2 C1 126.0(4) . . ?
N1 C2 C1 128.5(3) . . ?
C2 C3 N2 111.2(4) . . ?
C2 C3 C1 122.9(4) . 3 ?
N2 C3 C1 125.9(3) . 3 ?
N2 C4 N1 112.8(4) . . ?
N2 C4 C5' 128(4) . . ?
N1 C4 C5' 118(3) . . ?
N2 C4 C5 124.6(6) . . ?
N1 C4 C5 122.6(6) . . ?
C7 C5 C6 111.0(7) . . ?
C7 C5 C4 112.3(14) . . ?
C6 C5 C4 110.4(8) . . ?
C7 C5 H5A 107.6 . . ?
C6 C5 H5A 107.6 . . ?
C4 C5 H5A 107.6 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C5' C6' 114(9) . . ?
C4 C5' C7' 106(8) . . ?
C6' C5' C7' 111(2) . . ?
C4 C5' H5B 108.8 . . ?
C6' C5' H5B 108.8 . . ?
C7' C5' H5B 108.8 . . ?
C5' C6' H6D 109.5 . . ?
C5' C6' H6E 109.5 . . ?
H6D C6' H6E 109.5 . . ?
C5' C6' H6F 109.5 . . ?
H6D C6' H6F 109.5 . . ?
H6E C6' H6F 109.5 . . ?
C5' C7' H7D 109.5 . . ?
C5' C7' H7E 109.5 . . ?
H7D C7' H7E 109.5 . . ?
C5' C7' H7F 109.5 . . ?
H7D C7' H7F 109.5 . . ?
H7E C7' H7F 109.5 . . ?
O2 C8 C9 124.5(4) . . ?
O2 C8 C10 124.8(4) . 3_665 ?
C9 C8 C10 110.7(3) . 3_665 ?
C10 C9 N3 105.2(4) . . ?
C10 C9 C8 126.6(4) . . ?
N3 C9 C8 128.1(4) . . ?
C11 N4 C10 103.9(3) . . ?
N4 C11 N3 112.8(4) . . ?
N4 C11 C12 125.2(7) . . ?
N3 C11 C12 121.6(7) . . ?
N4 C11 C12' 124(3) . . ?
N3 C11 C12' 123(3) . . ?
C11 C12 C13 112.2(15) . . ?
C11 C12 C14 112.4(13) . . ?
C13 C12 C14 111.7(8) . . ?
C11 C12 H12A 106.7 . . ?
C13 C12 H12A 106.7 . . ?
C14 C12 H12A 106.7 . . ?
C12 C13 H13D 109.5 . . ?
C12 C13 H13E 109.5 . . ?
H13D C13 H13E 109.5 . . ?
C12 C13 H13F 109.5 . . ?
H13D C13 H13F 109.5 . . ?
H13E C13 H13F 109.5 . . ?
C12 C14 H14D 109.5 . . ?
C12 C14 H14E 109.5 . . ?
H14D C14 H14E 109.5 . . ?
C12 C14 H14F 109.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
C13' C12' C14' 111(2) . . ?
C13' C12' C11 110(8) . . ?
C14' C12' C11 92(5) . . ?
C13' C12' H12B 113.9 . . ?
C14' C12' H12B 113.9 . . ?
C11 C12' H12B 113.9 . . ?
C12' C13' H13A 109.5 . . ?
C12' C13' H13B 109.5 . . ?
H13A C13' H13B 109.5 . . ?
C12' C13' H13C 109.5 . . ?
H13A C13' H13C 109.5 . . ?
H13B C13' H13C 109.5 . . ?
C12' C14' H14A 109.5 . . ?
C12' C14' H14B 109.5 . . ?
H14A C14' H14B 109.5 . . ?
C12' C14' H14C 109.5 . . ?
H14A C14' H14C 109.5 . . ?
H14B C14' H14C 109.5 . . ?
C4 N1 C2 106.5(3) . . ?
C4 N1 H1A 133(3) . . ?
C2 N1 H1A 120(3) . . ?
C4 N2 C3 103.9(3) . . ?
C11 N3 C9 106.9(3) . . ?
C11 N3 H3A 122(4) . . ?
C9 N3 H3A 131(4) . . ?
C9 C10 N4 111.3(4) . . ?
C9 C10 C8 122.7(4) . 3_665 ?
N4 C10 C8 126.0(4) . 3_665 ?

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
O1 C1 C2 C3 179.3(4) . . . . ?
C3 C1 C2 C3 -1.2(7) 3 . . . ?
O1 C1 C2 N1 -1.2(7) . . . . ?
C3 C1 C2 N1 178.3(4) 3 . . . ?
N1 C2 C3 N2 -0.2(5) . . . . ?
C1 C2 C3 N2 179.4(4) . . . . ?
N1 C2 C3 C1 -178.2(4) . . . 3 ?
C1 C2 C3 C1 1.4(8) . . . 3 ?
N2 C4 C5 C7 11.9(10) . . . . ?
N1 C4 C5 C7 -170.3(6) . . . . ?
N2 C4 C5 C6 136.3(8) . . . . ?
N1 C4 C5 C6 -45.9(12) . . . . ?
N2 C4 C5' C6' 87(5) . . . . ?
N1 C4 C5' C6' -84(7) . . . . ?
N2 C4 C5' C7' -35(8) . . . . ?
N1 C4 C5' C7' 154(4) . . . . ?
O2 C8 C9 C10 -178.3(5) . . . . ?
C10 C8 C9 C10 0.1(7) 3_665 . . . ?
O2 C8 C9 N3 4.6(8) . . . . ?
C10 C8 C9 N3 -177.0(4) 3_665 . . . ?
C10 N4 C11 N3 -0.6(5) . . . . ?
C10 N4 C11 C12 172.1(10) . . . . ?
C10 N4 C11 C12' -172(3) . . . . ?
N4 C11 C12 C13 45(2) . . . . ?
N3 C11 C12 C13 -143.0(13) . . . . ?
N4 C11 C12 C14 -81.9(18) . . . . ?
N3 C11 C12 C14 90.1(13) . . . . ?
N4 C11 C12' C13' 4(6) . . . . ?
N3 C11 C12' C13' -166(5) . . . . ?
N4 C11 C12' C14' -109(5) . . . . ?
N3 C11 C12' C14' 81(5) . . . . ?
N2 C4 N1 C2 -1.3(5) . . . . ?
C5' C4 N1 C2 171(4) . . . . ?
C5 C4 N1 C2 -179.3(6) . . . . ?
C3 C2 N1 C4 0.9(5) . . . . ?
C1 C2 N1 C4 -178.7(4) . . . . ?
N1 C4 N2 C3 1.2(5) . . . . ?
C5' C4 N2 C3 -170(4) . . . . ?
C5 C4 N2 C3 179.1(6) . . . . ?
C2 C3 N2 C4 -0.6(5) . . . . ?
C1 C3 N2 C4 177.4(4) 3 . . . ?
N4 C11 N3 C9 0.1(5) . . . . ?
C12 C11 N3 C9 -172.8(10) . . . . ?
C12' C11 N3 C9 171(3) . . . . ?
C10 C9 N3 C11 0.3(5) . . . . ?
C8 C9 N3 C11 177.9(4) . . . . ?
N3 C9 C10 N4 -0.7(5) . . . . ?
C8 C9 C10 N4 -178.3(4) . . . . ?
N3 C9 C10 C8 177.5(4) . . . 3_665 ?
C8 C9 C10 C8 -0.1(8) . . . 3_665 ?
C11 N4 C10 C9 0.8(5) . . . . ?
C11 N4 C10 C8 -177.4(4) . . . 3_665 ?

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
C5 H5A O1 0.98 2.66 3.389(13) 131.0 2_554
C12 H12A O2 0.98 2.74 3.419(18) 126.6 2_654
N1 H1A N2 0.98(4) 1.87(4) 2.848(4) 175(4) 4_565
N3 H3A N4 1.02(4) 1.88(4) 2.897(5) 175(6) 4_575

_refine_diff_density_max         0.247
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.061



