Electronic Supplementary Material for PCCP
This journal is (c) The Owner Societies 2007

data_global
_journal_name_full               Phys.Chem.Chem.Phys.(PCCP)

_journal_coden_Cambridge         1326

_publ_contact_author_name        'Vytautas Balevicius'
_publ_contact_author_address     
;
Faculty of Physics
Vilnius University
Sauletekio 9, bld.3
Vilnius
LT-10222
LITHUANIA
;

_publ_contact_author_email       VYTAUTAS.BALEVICIUS@FF.VU.LT

_publ_section_title              
;
Proton transfer in hydrogen-bonded pyridine/acid
systems: the role of higher aggregation
;
loop_
_publ_author_name
'Vytautas Balevicius'
'Kestutis Aidas'
'Ruta Bariseviciute'
'Helmut Ehrenberg'
'Hartmut Fuess'
;
I.Svoboda
;

data_bal5
_database_code_depnum_ccdc_archive 'CCDC 635846'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C7 H4 N2 O6) (C7 H3 N2 O6) (C5 H6 N1)'
_chemical_formula_sum            'C19 H13 N5 O12'
_chemical_formula_weight         503.34

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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna21
_symmetry_space_group_name_HALL  P2c-2n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   6.860(2)
_cell_length_b                   13.404(5)
_cell_length_c                   22.474(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2066.5(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    1865
_cell_measurement_theta_min      2.781
_cell_measurement_theta_max      22.696

_exptl_crystal_description       rod-shaped
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      299(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  
;
Oxford Diffraction Xcalibur (TM) Single Crystal X-ray Diffractometer
with Sapphire CCD Detector.
;
_diffrn_measurement_method       
;
Rotation method data acquisition using omega scans.
;
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12628
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         4.25
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2153
_reflns_number_gt                1469
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD (Oxford Diffraction Limited, 2003)
;
_computing_cell_refinement       
;
CrysAlis RED-CCD (Oxford Diffraction Limited, 2004)
;
_computing_data_reduction        
;
CrysAlis RED-CCD (Oxford Diffraction Limited, 2004)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON-2002 (Spek, 2005)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0609P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'none; Friedel pairs merged'
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         2153
_refine_ls_number_parameters     364
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1078
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_restrained_S_all      0.951
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1956(6) 0.5273(3) 0.26913(19) 0.0501(11) Uani 1 1 d . . .
C2 C 0.1305(6) 0.5432(3) 0.20503(19) 0.0455(9) Uani 1 1 d . . .
C3 C 0.1273(7) 0.4633(3) 0.1661(2) 0.0512(10) Uani 1 1 d . . .
H3 H 0.165(7) 0.403(4) 0.181(2) 0.061 Uiso 1 1 d . . .
C4 C 0.0745(7) 0.4794(3) 0.1080(2) 0.0555(11) Uani 1 1 d . . .
C5 C 0.0177(7) 0.5693(3) 0.0867(2) 0.0542(11) Uani 1 1 d . . .
H5 H -0.015(7) 0.581(3) 0.048(2) 0.065 Uiso 1 1 d . . .
C6 C 0.0194(6) 0.6466(3) 0.12644(19) 0.0496(10) Uani 1 1 d . . .
C7 C 0.0752(6) 0.6361(3) 0.1845(2) 0.0487(10) Uani 1 1 d . . .
H7 H 0.072(6) 0.689(3) 0.210(2) 0.058 Uiso 1 1 d . . .
C8 C 0.2538(7) 0.8389(3) 0.3280(2) 0.0586(12) Uani 1 1 d . . .
C9 C 0.2469(6) 0.9481(3) 0.3181(2) 0.0488(10) Uani 1 1 d . . .
C10 C 0.1812(6) 0.9875(3) 0.26469(18) 0.0460(10) Uani 1 1 d . . .
H10 H 0.139(6) 0.946(3) 0.233(2) 0.055 Uiso 1 1 d . . .
C11 C 0.1761(6) 1.0906(3) 0.25878(19) 0.0505(10) Uani 1 1 d . . .
C12 C 0.2367(6) 1.1545(3) 0.3018(2) 0.0511(10) Uani 1 1 d . . .
H12 H 0.236(6) 1.234(3) 0.297(2) 0.061 Uiso 1 1 d . . .
C13 C 0.3046(7) 1.1119(3) 0.3536(2) 0.0521(11) Uani 1 1 d . . .
C14 C 0.3078(7) 1.0110(3) 0.36304(19) 0.0507(11) Uani 1 1 d . . .
H14 H 0.352(6) 0.979(3) 0.398(2) 0.061 Uiso 1 1 d . . .
C15 C 0.3794(9) 0.6438(4) 0.4640(3) 0.0738(15) Uani 1 1 d . . .
H15 H 0.356(7) 0.716(4) 0.455(2) 0.089 Uiso 1 1 d . . .
C16 C 0.4403(9) 0.6058(4) 0.5166(3) 0.0719(15) Uani 1 1 d . . .
H16 H 0.470(8) 0.645(4) 0.549(3) 0.086 Uiso 1 1 d . . .
C17 C 0.4544(8) 0.5036(4) 0.5226(2) 0.0607(13) Uani 1 1 d . . .
H17 H 0.515(7) 0.474(3) 0.560(2) 0.073 Uiso 1 1 d . . .
C18 C 0.4099(8) 0.4448(4) 0.4758(2) 0.0648(13) Uani 1 1 d . . .
H18 H 0.419(7) 0.373(4) 0.477(2) 0.078 Uiso 1 1 d . . .
C19 C 0.3499(8) 0.4860(5) 0.4236(2) 0.0695(14) Uani 1 1 d . . .
H19 H 0.317(8) 0.443(4) 0.389(3) 0.083 Uiso 1 1 d . . .
N1 N 0.0805(7) 0.3943(3) 0.0666(2) 0.0760(12) Uani 1 1 d . . .
N2 N -0.0363(6) 0.7463(3) 0.10520(18) 0.0587(10) Uani 1 1 d . . .
N3 N 0.0957(7) 1.1315(3) 0.20389(19) 0.0678(11) Uani 1 1 d . . .
N4 N 0.3794(7) 1.1768(3) 0.3999(2) 0.0724(12) Uani 1 1 d . . .
N5 N 0.3366(6) 0.5829(4) 0.4191(2) 0.0704(11) Uani 1 1 d . . .
H5A H 0.274(8) 0.613(4) 0.379(3) 0.084 Uiso 1 1 d . . .
O1 O 0.2200(5) 0.6040(2) 0.30088(13) 0.0575(8) Uani 1 1 d . . .
O2 O 0.2218(5) 0.4411(2) 0.28559(15) 0.0614(8) Uani 1 1 d . . .
O3 O 0.1371(10) 0.3150(3) 0.0858(2) 0.129(2) Uani 1 1 d . . .
O4 O 0.0401(7) 0.4091(3) 0.01520(19) 0.0969(13) Uani 1 1 d . . .
O5 O -0.1246(5) 0.7522(3) 0.05791(16) 0.0788(10) Uani 1 1 d . . .
O6 O 0.0079(6) 0.8174(3) 0.13558(17) 0.0815(11) Uani 1 1 d . . .
O7 O 0.2807(7) 0.8039(3) 0.37583(16) 0.0914(13) Uani 1 1 d . . .
O8 O 0.2286(6) 0.7877(2) 0.27932(16) 0.0695(10) Uani 1 1 d . . .
H8A H 0.234(8) 0.728(4) 0.288(3) 0.083 Uiso 1 1 d . . .
O9 O 0.0893(7) 1.0782(3) 0.16045(15) 0.0912(12) Uani 1 1 d . . .
O10 O 0.0349(6) 1.2172(3) 0.20513(18) 0.0904(12) Uani 1 1 d . . .
O11 O 0.3995(8) 1.2640(3) 0.38797(19) 0.1098(16) Uani 1 1 d . . .
O12 O 0.4180(8) 1.1416(3) 0.44759(19) 0.1126(17) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.055(3) 0.046(2) 0.050(3) -0.001(2) 0.006(2) 0.0018(19)
C2 0.048(2) 0.046(2) 0.042(2) -0.0024(19) 0.0042(18) -0.0087(18)
C3 0.063(3) 0.043(2) 0.048(3) -0.002(2) 0.004(2) -0.005(2)
C4 0.066(3) 0.048(3) 0.052(3) -0.012(2) 0.005(2) -0.007(2)
C5 0.056(3) 0.058(3) 0.049(2) -0.004(2) 0.001(2) -0.005(2)
C6 0.050(2) 0.044(2) 0.054(3) 0.002(2) 0.007(2) 0.0013(19)
C7 0.053(2) 0.044(2) 0.049(3) -0.0035(19) 0.005(2) -0.001(2)
C8 0.073(3) 0.050(3) 0.053(3) 0.001(2) 0.001(2) -0.002(2)
C9 0.052(2) 0.043(2) 0.051(3) -0.0010(18) 0.0056(19) 0.0025(19)
C10 0.055(3) 0.042(2) 0.040(2) -0.0043(19) 0.004(2) 0.0030(19)
C11 0.054(2) 0.053(3) 0.045(2) 0.003(2) 0.003(2) -0.004(2)
C12 0.059(3) 0.047(2) 0.048(2) -0.005(2) 0.007(2) -0.0007(19)
C13 0.060(3) 0.050(3) 0.046(3) -0.0070(19) 0.000(2) -0.004(2)
C14 0.061(3) 0.049(3) 0.042(2) 0.004(2) 0.003(2) 0.005(2)
C15 0.091(4) 0.056(3) 0.075(4) 0.016(3) 0.011(3) 0.005(3)
C16 0.102(4) 0.056(3) 0.057(3) -0.002(2) -0.004(3) -0.001(3)
C17 0.084(4) 0.049(3) 0.049(3) 0.004(2) -0.010(3) 0.009(2)
C18 0.088(4) 0.054(3) 0.052(3) -0.007(2) 0.003(3) -0.001(3)
C19 0.076(4) 0.078(4) 0.055(3) -0.009(3) -0.001(3) -0.008(3)
N1 0.109(3) 0.062(3) 0.057(3) -0.016(2) -0.003(2) -0.013(2)
N2 0.066(2) 0.059(3) 0.051(2) 0.0042(19) 0.006(2) 0.013(2)
N3 0.088(3) 0.059(3) 0.056(3) 0.007(2) -0.007(2) -0.001(2)
N4 0.101(3) 0.058(3) 0.058(3) -0.016(2) -0.010(2) -0.006(2)
N5 0.069(3) 0.089(4) 0.053(3) 0.017(2) 0.004(2) 0.002(2)
O1 0.089(2) 0.0382(16) 0.0458(17) -0.0054(13) -0.0033(16) -0.0025(14)
O2 0.085(2) 0.0408(17) 0.0586(19) 0.0035(14) -0.0044(16) 0.0038(15)
O3 0.260(7) 0.047(2) 0.081(3) -0.015(2) 0.005(3) -0.001(3)
O4 0.131(4) 0.101(3) 0.060(3) -0.032(2) -0.013(2) 0.010(3)
O5 0.086(2) 0.091(2) 0.059(2) 0.0157(18) -0.0049(19) 0.0174(19)
O6 0.111(3) 0.0524(19) 0.081(3) 0.0012(19) -0.007(2) 0.0112(19)
O7 0.162(4) 0.058(2) 0.054(2) 0.0104(18) -0.011(2) 0.001(2)
O8 0.108(3) 0.0386(17) 0.062(2) -0.0012(15) -0.0084(18) -0.0058(18)
O9 0.136(4) 0.088(3) 0.050(2) -0.006(2) -0.016(2) 0.007(2)
O10 0.132(3) 0.053(2) 0.086(3) 0.0168(19) -0.020(2) 0.008(2)
O11 0.191(5) 0.053(2) 0.085(3) -0.014(2) -0.019(3) -0.027(3)
O12 0.187(5) 0.087(3) 0.064(3) -0.005(2) -0.048(3) -0.016(3)

_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 O2 1.226(5) . ?
C1 O1 1.263(5) . ?
C1 C2 1.523(6) . ?
C2 C7 1.381(6) . ?
C2 C3 1.383(5) . ?
C3 C4 1.372(7) . ?
C3 H3 0.91(5) . ?
C4 C5 1.354(6) . ?
C4 N1 1.472(6) . ?
C5 C6 1.367(6) . ?
C5 H5 0.91(5) . ?
C6 C7 1.367(6) . ?
C6 N2 1.470(5) . ?
C7 H7 0.92(5) . ?
C8 O7 1.188(5) . ?
C8 O8 1.302(6) . ?
C8 C9 1.481(6) . ?
C9 C14 1.381(6) . ?
C9 C10 1.386(6) . ?
C10 C11 1.389(6) . ?
C10 H10 0.94(5) . ?
C11 C12 1.357(6) . ?
C11 N3 1.458(6) . ?
C12 C13 1.379(6) . ?
C12 H12 1.07(4) . ?
C13 C14 1.368(6) . ?
C13 N4 1.449(6) . ?
C14 H14 0.95(5) . ?
C15 N5 1.330(7) . ?
C15 C16 1.355(8) . ?
C15 H15 1.00(6) . ?
C16 C17 1.379(7) . ?
C16 H16 0.92(6) . ?
C17 C18 1.349(7) . ?
C17 H17 1.03(5) . ?
C18 C19 1.361(8) . ?
C18 H18 0.97(5) . ?
C19 N5 1.307(7) . ?
C19 H19 0.99(6) . ?
N1 O4 1.205(6) . ?
N1 O3 1.210(6) . ?
N2 O6 1.211(5) . ?
N2 O5 1.226(5) . ?
N3 O9 1.211(5) . ?
N3 O10 1.222(5) . ?
N4 O12 1.201(6) . ?
N4 O11 1.208(6) . ?
N5 H5A 1.08(6) . ?
O8 H8A 0.83(5) . ?

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
O2 C1 O1 125.3(4) . . ?
O2 C1 C2 117.4(4) . . ?
O1 C1 C2 117.3(3) . . ?
C7 C2 C3 118.9(4) . . ?
C7 C2 C1 121.5(4) . . ?
C3 C2 C1 119.6(4) . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 H3 125(3) . . ?
C2 C3 H3 116(3) . . ?
C5 C4 C3 123.5(4) . . ?
C5 C4 N1 118.3(4) . . ?
C3 C4 N1 118.1(4) . . ?
C4 C5 C6 116.1(5) . . ?
C4 C5 H5 124(3) . . ?
C6 C5 H5 120(3) . . ?
C5 C6 C7 123.2(4) . . ?
C5 C6 N2 118.3(4) . . ?
C7 C6 N2 118.5(4) . . ?
C6 C7 C2 119.2(4) . . ?
C6 C7 H7 121(3) . . ?
C2 C7 H7 120(3) . . ?
O7 C8 O8 124.9(4) . . ?
O7 C8 C9 122.1(4) . . ?
O8 C8 C9 113.0(4) . . ?
C14 C9 C10 119.9(4) . . ?
C14 C9 C8 119.0(4) . . ?
C10 C9 C8 121.1(4) . . ?
C11 C10 C9 118.1(4) . . ?
C11 C10 H10 120(3) . . ?
C9 C10 H10 122(3) . . ?
C12 C11 C10 123.5(4) . . ?
C12 C11 N3 118.7(4) . . ?
C10 C11 N3 117.7(4) . . ?
C11 C12 C13 116.3(4) . . ?
C11 C12 H12 123(3) . . ?
C13 C12 H12 120(3) . . ?
C14 C13 C12 123.1(4) . . ?
C14 C13 N4 118.5(4) . . ?
C12 C13 N4 118.5(4) . . ?
C13 C14 C9 119.1(4) . . ?
C13 C14 H14 126(3) . . ?
C9 C14 H14 115(3) . . ?
N5 C15 C16 120.0(5) . . ?
N5 C15 H15 113(3) . . ?
C16 C15 H15 127(3) . . ?
C15 C16 C17 118.7(5) . . ?
C15 C16 H16 123(3) . . ?
C17 C16 H16 118(3) . . ?
C18 C17 C16 119.2(5) . . ?
C18 C17 H17 120(3) . . ?
C16 C17 H17 120(3) . . ?
C17 C18 C19 120.3(5) . . ?
C17 C18 H18 123(3) . . ?
C19 C18 H18 117(3) . . ?
N5 C19 C18 119.4(5) . . ?
N5 C19 H19 120(3) . . ?
C18 C19 H19 121(3) . . ?
O4 N1 O3 124.0(5) . . ?
O4 N1 C4 118.2(5) . . ?
O3 N1 C4 117.7(4) . . ?
O6 N2 O5 124.2(4) . . ?
O6 N2 C6 117.9(4) . . ?
O5 N2 C6 117.9(4) . . ?
O9 N3 O10 124.1(4) . . ?
O9 N3 C11 118.3(4) . . ?
O10 N3 C11 117.6(4) . . ?
O12 N4 O11 123.5(4) . . ?
O12 N4 C13 118.9(4) . . ?
O11 N4 C13 117.6(4) . . ?
C19 N5 C15 122.4(5) . . ?
C19 N5 H5A 118(3) . . ?
C15 N5 H5A 120(3) . . ?
C8 O8 H8A 108(5) . . ?

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
O2 C1 C2 C7 172.2(4) . . . . ?
O1 C1 C2 C7 -8.5(6) . . . . ?
O2 C1 C2 C3 -8.1(6) . . . . ?
O1 C1 C2 C3 171.2(4) . . . . ?
C7 C2 C3 C4 1.8(6) . . . . ?
C1 C2 C3 C4 -177.9(4) . . . . ?
C2 C3 C4 C5 -2.5(7) . . . . ?
C2 C3 C4 N1 177.3(4) . . . . ?
C3 C4 C5 C6 1.5(7) . . . . ?
N1 C4 C5 C6 -178.4(4) . . . . ?
C4 C5 C6 C7 0.3(7) . . . . ?
C4 C5 C6 N2 178.5(4) . . . . ?
C5 C6 C7 C2 -0.9(6) . . . . ?
N2 C6 C7 C2 -179.2(4) . . . . ?
C3 C2 C7 C6 -0.2(6) . . . . ?
C1 C2 C7 C6 179.5(4) . . . . ?
O7 C8 C9 C14 11.9(8) . . . . ?
O8 C8 C9 C14 -167.8(4) . . . . ?
O7 C8 C9 C10 -168.3(5) . . . . ?
O8 C8 C9 C10 12.0(6) . . . . ?
C14 C9 C10 C11 -1.1(6) . . . . ?
C8 C9 C10 C11 179.1(4) . . . . ?
C9 C10 C11 C12 1.9(7) . . . . ?
C9 C10 C11 N3 -176.3(4) . . . . ?
C10 C11 C12 C13 -0.5(7) . . . . ?
N3 C11 C12 C13 177.6(4) . . . . ?
C11 C12 C13 C14 -1.6(7) . . . . ?
C11 C12 C13 N4 177.2(4) . . . . ?
C12 C13 C14 C9 2.3(7) . . . . ?
N4 C13 C14 C9 -176.5(4) . . . . ?
C10 C9 C14 C13 -0.9(7) . . . . ?
C8 C9 C14 C13 178.9(4) . . . . ?
N5 C15 C16 C17 -0.7(9) . . . . ?
C15 C16 C17 C18 0.9(9) . . . . ?
C16 C17 C18 C19 -0.7(9) . . . . ?
C17 C18 C19 N5 0.3(8) . . . . ?
C5 C4 N1 O4 2.2(7) . . . . ?
C3 C4 N1 O4 -177.7(5) . . . . ?
C5 C4 N1 O3 177.8(5) . . . . ?
C3 C4 N1 O3 -2.1(7) . . . . ?
C5 C6 N2 O6 -163.1(4) . . . . ?
C7 C6 N2 O6 15.3(6) . . . . ?
C5 C6 N2 O5 16.9(6) . . . . ?
C7 C6 N2 O5 -164.7(4) . . . . ?
C12 C11 N3 O9 161.1(5) . . . . ?
C10 C11 N3 O9 -20.7(6) . . . . ?
C12 C11 N3 O10 -20.5(6) . . . . ?
C10 C11 N3 O10 157.8(4) . . . . ?
C14 C13 N4 O12 -9.5(7) . . . . ?
C12 C13 N4 O12 171.6(5) . . . . ?
C14 C13 N4 O11 170.4(5) . . . . ?
C12 C13 N4 O11 -8.4(7) . . . . ?
C18 C19 N5 C15 -0.1(8) . . . . ?
C16 C15 N5 C19 0.3(8) . . . . ?

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
N5 H5A O1 1.08(6) 1.79(6) 2.789(5) 151(4) .
N5 H5A O7 1.08(6) 2.56(5) 3.141(6) 113(3) .
O8 H8A O1 0.83(5) 1.68(5) 2.510(4) 173(6) .

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.038