# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is (c) The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2009

data_global
_journal_name_full               'New J.Chem.'
_journal_coden_cambridge         0440

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2008-06-26
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#------------------ SUBMISSION DETAILS --------------------------------------#

# Name and address of author for correspondence

_publ_contact_author_name        'Thomas Klapotke'
_publ_contact_author_address     
;
Department of Chemistry and Biochemistry
University of Munich
D-81377 M\"unchen
Germany
;
_publ_contact_author_email       tmk@cup.uni-muenchen.de
_publ_contact_author_fax         +4989218077492
_publ_contact_author_phone       +4989218077491
_publ_requested_coeditor_name    ?
_publ_contact_letter             
;
Please accept this CIF submission for deposition in the Cambridge
Crystallographic Data Centre. An article (entitled below) referring
to this structure as 'compound 4' has been submitted to New Journal
of Chemistry.

;

_publ_section_title              
;
New Energetic Compounds Based on the Nitrogen-rich 5,5'-Azotetrazolate
Anion ([C2N10]2-)
;

loop_
_publ_author_name
_publ_author_address

T.M.Klapotke
;
Department Chemie
Ludwig-Maximilians Universit\"at
Butenandtstra\&se 5-13 (Haus D)
D-81377 M\"unchen
Bundesrepublik Deutschland
;
'C.Miro Sabate'
;
Department Chemie
Ludwig-Maximilians Universit\"at
Butenandtstra\&se 5-13 (Haus D)
D-81377 M\"unchen
Bundesrepublik Deutschland
;

#------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_SczZTx2H2O_mn066
_database_code_depnum_ccdc_archive 'CCDC 707555'

_audit_creation_date             2008-06-26T19:21:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C2 N10, 2(C H6 N3 O), 2(H2 O)'
_chemical_formula_sum            'C4 H16 N16 O4'
_chemical_formula_weight         352.33

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.563(1)
_cell_length_b                   7.362(2)
_cell_length_c                   11.334(1)
_cell_angle_alpha                105.125(1)
_cell_angle_beta                 90.933(1)
_cell_angle_gamma                102.871(2)
_cell_volume                     357.20(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.38
_diffrn_measured_fraction_theta_full 0.991

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       platelet
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             184
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   none

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Oxford Xcalibur3 CCD area detector'
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_method       'omega scan'
_diffrn_reflns_number            4400
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.74
_diffrn_reflns_theta_max         25.38
_reflns_number_total             1311
_reflns_number_gt                1164
_cell_measurement_reflns_used    3898
_cell_measurement_theta_min      3.134
_cell_measurement_theta_max      25.350
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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^)+(0.0335P)^2^+0.3575P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1311
_refine_ls_number_parameters     122
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1378
_refine_ls_wR_factor_gt          0.1323
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.118
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.059

#------------------ ATOMIC TYPES, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8249(4) 0.0041(2) 0.88506(14) 0.0289(4) Uani 1 1 d . . .
O2 O 0.6947(5) -0.3120(3) 1.02225(16) 0.0385(5) Uani 1 1 d . . .
N1 N 0.5334(5) 0.2846(3) 0.56094(17) 0.0300(5) Uani 1 1 d . . .
N3 N 0.5431(4) 0.3681(3) 0.76003(18) 0.0296(5) Uani 1 1 d . . .
N2 N 0.3891(4) 0.2520(3) 0.65847(18) 0.0287(5) Uani 1 1 d . . .
N6 N 0.8101(5) -0.0464(3) 0.67755(18) 0.0284(5) Uani 1 1 d . . .
N8 N 0.2926(5) -0.2352(3) 0.87260(19) 0.0281(5) Uani 1 1 d . . .
N7 N 0.4078(4) -0.1825(3) 0.76800(19) 0.0293(5) Uani 1 1 d . . .
N4 N 0.7906(4) 0.4786(3) 0.73208(19) 0.0307(5) Uani 1 1 d . . .
N5 N 1.0178(5) 0.5265(3) 0.55647(19) 0.0336(5) Uani 1 1 d . . .
C2 C 0.6941(5) -0.0691(3) 0.7809(2) 0.0232(5) Uani 1 1 d . . .
C1 C 0.7774(5) 0.4248(3) 0.6101(2) 0.0263(5) Uani 1 1 d . . .
H6B H 0.712(7) -0.101(4) 0.609(3) 0.036(8) Uiso 1 1 d . . .
H7 H 0.322(7) -0.252(5) 0.702(3) 0.038(8) Uiso 1 1 d . . .
H6A H 0.980(7) 0.035(4) 0.678(3) 0.033(7) Uiso 1 1 d . . .
H8C H 0.116(9) -0.343(6) 0.842(4) 0.069(11) Uiso 1 1 d . . .
H8B H 0.445(8) -0.265(5) 0.922(3) 0.053(9) Uiso 1 1 d . . .
H8A H 0.227(6) -0.146(5) 0.920(3) 0.031(7) Uiso 1 1 d . . .
H2A H 0.845(11) -0.214(6) 1.057(4) 0.067(11) Uiso 1 1 d . . .
H2B H 0.594(11) -0.344(7) 1.087(5) 0.090(14) Uiso 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
O1 0.0270(9) 0.0329(9) 0.0186(8) 0.0026(7) -0.0032(6) -0.0043(7)
O2 0.0390(11) 0.0428(11) 0.0233(9) 0.0092(8) -0.0027(8) -0.0116(8)
N1 0.0329(11) 0.0374(12) 0.0188(11) 0.0063(8) 0.0008(8) 0.0081(9)
N3 0.0290(11) 0.0321(11) 0.0224(11) 0.0051(8) 0.0031(8) -0.0008(8)
N2 0.0253(11) 0.0307(11) 0.0264(11) 0.0064(8) 0.0018(8) 0.0001(8)
N6 0.0258(11) 0.0354(12) 0.0185(11) 0.0054(9) -0.0024(8) -0.0018(9)
N8 0.0238(11) 0.0294(11) 0.0243(11) 0.0020(9) 0.0032(8) -0.0014(9)
N7 0.0227(11) 0.0367(12) 0.0208(11) 0.0057(9) -0.0030(8) -0.0056(8)
N4 0.0263(11) 0.0309(11) 0.0299(11) 0.0073(9) 0.0032(8) -0.0024(8)
N5 0.0355(12) 0.0330(12) 0.0287(11) 0.0121(9) 0.0237(9) 0.0101(9)
C2 0.0225(11) 0.0231(11) 0.0219(11) 0.0043(9) -0.0009(9) 0.0038(9)
C1 0.0228(11) 0.0288(12) 0.0302(12) 0.0126(11) 0.0079(9) 0.0063(9)

#------------------ MOLECULAR GEOMETRY --------------------------------------#
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 C2 1.242(3) . ?
O2 H2A 0.88(5) . ?
O2 H2B 0.93(5) . ?
N1 C1 1.336(3) . ?
N1 N2 1.343(3) . ?
N3 N2 1.320(3) . ?
N3 N4 1.332(3) . ?
N6 C2 1.328(3) . ?
N6 H6B 0.84(3) . ?
N6 H6A 0.87(3) . ?
N8 N7 1.415(3) . ?
N8 H8C 0.98(4) . ?
N8 H8B 0.98(4) . ?
N8 H8A 0.85(3) . ?
N7 C2 1.367(3) . ?
N7 H7 0.83(3) . ?
N4 C1 1.332(3) . ?
N5 N5 1.233(4) 2_766 ?
N5 C1 1.423(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
H2A O2 H2B 104(4) . . ?
C1 N1 N2 103.92(19) . . ?
N2 N3 N4 109.64(19) . . ?
N3 N2 N1 109.53(19) . . ?
C2 N6 H6B 121(2) . . ?
C2 N6 H6A 121.8(19) . . ?
H6B N6 H6A 117(3) . . ?
N7 N8 H8C 106(2) . . ?
N7 N8 H8B 112(2) . . ?
H8C N8 H8B 114(3) . . ?
N7 N8 H8A 111.8(19) . . ?
H8C N8 H8A 106(3) . . ?
H8B N8 H8A 107(3) . . ?
C2 N7 N8 117.5(2) . . ?
C2 N7 H7 124(2) . . ?
N8 N7 H7 115(2) . . ?
C1 N4 N3 104.51(19) . . ?
N5 N5 C1 111.3(3) 2_766 . ?
O1 C2 N6 125.1(2) . . ?
O1 C2 N7 119.3(2) . . ?
N6 C2 N7 115.6(2) . . ?
N4 C1 N1 112.4(2) . . ?
N4 C1 N5 115.5(2) . . ?
N1 C1 N5 132.1(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
N4 N3 N2 N1 -0.1(3) . . . . ?
C1 N1 N2 N3 -0.2(3) . . . . ?
N2 N3 N4 C1 0.3(3) . . . . ?
N8 N7 C2 O1 -9.7(3) . . . . ?
N8 N7 C2 N6 170.5(2) . . . . ?
N3 N4 C1 N1 -0.4(3) . . . . ?
N3 N4 C1 N5 178.73(19) . . . . ?
N2 N1 C1 N4 0.4(3) . . . . ?
N2 N1 C1 N5 -178.6(2) . . . . ?
N5 N5 C1 N4 -177.3(2) 2_766 . . . ?
N5 N5 C1 N1 1.7(4) 2_766 . . . ?

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
N6 H6B N1 0.84(3) 2.17(3) 3.000(3) 171(3) 2_656
N7 H7 N5 0.83(3) 2.19(4) 2.998(3) 165(3) 1_445
N6 H6A N2 0.87(3) 2.22(3) 3.088(4) 173(3) 1_655
N8 H8C N4 0.98(4) 1.92(4) 2.864(3) 159(3) 1_445
N8 H8B O2 0.98(4) 1.75(4) 2.725(3) 174(3) .
N8 H8A O1 0.85(3) 2.23(3) 2.957(3) 144(3) 2_657
N8 H8A O1 0.85(3) 2.42(3) 3.038(4) 131(2) 1_455
O2 H2A O1 0.88(5) 1.87(5) 2.742(3) 174(4) 2_757
O2 H2B N3 0.93(5) 1.89(5) 2.803(3) 168(4) 2_657

# Attachment '13DMATZTx6H2O_ln471.cif'

#\#CIF_1.1

# CIF produced by WinGX routine CIF_UPDATE
# Created on 2008-06-26 at 15:07:53
# Using CIFtbx version 2.6.2 16 Jun 1998

# Dictionary name : cif_core.dic
# Dictionary vers : 2.3
# Request file : c:\wingx\files\cifdoc.dat
# CIF files read : 13DMATZTx6H2O_ln471 ln471 ox3abs struct

#------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_13DMATZTx6H2O_ln471
_database_code_depnum_ccdc_archive 'CCDC 707556'

_audit_creation_date             2008-06-26T15:07:53-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C3 H8 N5, 0.5(C2 N10), 3(H2 O)'
_chemical_formula_sum            'C4 H14 N10 O3'
_chemical_formula_weight         250.25

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_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                   9.3101(3)
_cell_length_b                   6.5383(2)
_cell_length_c                   19.5637(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.481(2)
_cell_angle_gamma                90.00
_cell_volume                     1190.84(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    12627
_cell_measurement_theta_min      3.134
_cell_measurement_theta_max      27.485

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   none

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Oxford Xcalibur3 CCD area detector'
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_method       'omega scan'
_diffrn_reflns_number            4400
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         25.99
_reflns_number_total             2327
_reflns_number_gt                1728
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.998
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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^)+(0.0335P)^2^+0.3575P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2327
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1500
_refine_ls_wR_factor_gt          0.1400
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.050
#------------------ ATOMIC TYPES, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N10 N 0.51187(18) 0.5100(2) 0.46859(8) 0.0329(4) Uani 1 1 d . . .
N9 N 0.39519(18) 0.5391(3) 0.36177(8) 0.0358(4) Uani 1 1 d . . .
N8 N 0.25906(18) 0.5517(3) 0.33961(9) 0.0379(4) Uani 1 1 d . . .
N7 N 0.17261(19) 0.5450(3) 0.39268(9) 0.0385(4) Uani 1 1 d . . .
N6 N 0.24944(18) 0.5280(3) 0.45069(9) 0.0358(4) Uani 1 1 d . . .
N2 N 0.15576(18) 0.0497(3) 0.36695(8) 0.0346(4) Uani 1 1 d . . .
N3 N 0.12342(19) 0.0390(3) 0.43349(9) 0.0370(4) Uani 1 1 d . . .
N4 N 0.24783(18) 0.0284(2) 0.46268(8) 0.0329(4) Uani 1 1 d . . .
N5 N 0.36158(18) 0.0311(3) 0.42130(8) 0.0339(4) Uani 1 1 d . . .
N1 N 0.3688(2) 0.0520(3) 0.30014(9) 0.0396(5) Uani 1 1 d . . .
C4 C 0.3854(2) 0.5252(3) 0.42921(10) 0.0303(4) Uani 1 1 d . . .
C1 C 0.3005(2) 0.0445(3) 0.35904(10) 0.0315(5) Uani 1 1 d . . .
C2 C 0.0437(2) 0.0612(4) 0.31466(12) 0.0508(6) Uani 1 1 d . . .
H2A H -0.0506 0.0625 0.3365 0.076 Uiso 1 1 calc R . .
H2B H 0.0506 -0.0577 0.2844 0.076 Uiso 1 1 calc R . .
H2C H 0.0558 0.1867 0.2879 0.076 Uiso 1 1 calc R . .
C3 C 0.2642(3) 0.0167(4) 0.53680(10) 0.0417(5) Uani 1 1 d . . .
H3A H 0.3666 0.0100 0.5488 0.063 Uiso 1 1 calc R . .
H3B H 0.2156 -0.1060 0.5537 0.063 Uiso 1 1 calc R . .
H3C H 0.2216 0.1383 0.5577 0.063 Uiso 1 1 calc R . .
O1 O 0.83292(18) 0.5033(4) 0.19510(9) 0.0529(5) Uani 1 1 d . . .
O2 O 0.6855(2) 0.5829(3) 0.31510(9) 0.0525(5) Uani 1 1 d . . .
O3 O 0.1294(2) 0.5385(3) 0.58690(10) 0.0622(6) Uani 1 1 d . . .
H1A H 0.314(3) 0.048(4) 0.2583(15) 0.058(7) Uiso 1 1 d . . .
H1B H 0.466(3) 0.047(4) 0.3007(14) 0.056(8) Uiso 1 1 d . . .
H32 H 0.147(4) 0.514(5) 0.538(2) 0.086(10) Uiso 1 1 d . . .
H21 H 0.601(4) 0.555(5) 0.3261(17) 0.078(10) Uiso 1 1 d . . .
H31 H 0.042(4) 0.493(4) 0.5918(17) 0.080(11) Uiso 1 1 d . . .
H22 H 0.748(4) 0.539(5) 0.3500(19) 0.085(11) Uiso 1 1 d . . .
H12 H 0.787(4) 0.528(5) 0.2366(19) 0.089(11) Uiso 1 1 d . . .
H11 H 0.823(3) 0.373(5) 0.1907(15) 0.074(11) Uiso 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
N10 0.0295(9) 0.0437(10) 0.0254(8) -0.0005(7) 0.0018(7) -0.0017(7)
N9 0.0310(9) 0.0487(10) 0.0276(9) 0.0008(7) 0.0009(7) -0.0018(7)
N8 0.0329(10) 0.0516(11) 0.0291(9) 0.0028(7) 0.0003(7) -0.0011(8)
N7 0.0302(9) 0.0532(11) 0.0321(9) 0.0028(8) -0.0007(7) -0.0016(8)
N6 0.0278(9) 0.0497(10) 0.0300(9) 0.0009(7) 0.0015(7) -0.0011(7)
N2 0.0292(9) 0.0483(10) 0.0264(9) 0.0003(7) 0.0017(7) 0.0009(7)
N3 0.0336(9) 0.0499(10) 0.0277(9) 0.0001(7) 0.0036(7) -0.0001(8)
N4 0.0314(9) 0.0413(9) 0.0260(9) -0.0006(7) 0.0030(7) -0.0002(7)
N5 0.0291(9) 0.0455(10) 0.0271(9) 0.0005(7) 0.0033(7) -0.0002(7)
N1 0.0324(10) 0.0591(12) 0.0274(9) -0.0001(8) 0.0044(8) 0.0015(8)
C4 0.0289(10) 0.0359(10) 0.0261(10) 0.0000(8) 0.0029(8) -0.0024(8)
C1 0.0305(10) 0.0355(10) 0.0286(10) -0.0011(8) 0.0014(8) 0.0007(8)
C2 0.0370(12) 0.0809(18) 0.0344(12) 0.0006(11) -0.0065(10) 0.0043(12)
C3 0.0412(12) 0.0594(14) 0.0246(10) 0.0026(9) 0.0014(9) -0.0024(10)
O1 0.0378(9) 0.0803(15) 0.0407(10) -0.0047(9) 0.0087(7) -0.0009(8)
O2 0.0357(10) 0.0849(13) 0.0371(9) 0.0083(8) 0.0078(8) 0.0021(9)
O3 0.0334(9) 0.1143(17) 0.0390(10) 0.0005(9) 0.0025(8) -0.0037(10)

#------------------ MOLECULAR GEOMETRY --------------------------------------#
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
N10 N10 1.257(3) 3_666 ?
N10 C4 1.406(3) . ?
N9 C4 1.326(2) . ?
N9 N8 1.339(2) . ?
N8 N7 1.320(2) . ?
N7 N6 1.341(3) . ?
N6 C4 1.337(3) . ?
N2 N3 1.340(2) . ?
N2 C1 1.358(3) . ?
N2 C2 1.457(3) . ?
N3 N4 1.289(2) . ?
N4 N5 1.339(2) . ?
N4 C3 1.459(2) . ?
N5 C1 1.343(3) . ?
N1 C1 1.322(3) . ?
N1 H1A 0.96(3) . ?
N1 H1B 0.91(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
O1 H12 0.94(4) . ?
O1 H11 0.86(4) . ?
O2 H21 0.84(4) . ?
O2 H22 0.94(4) . ?
O3 H32 0.98(4) . ?
O3 H31 0.88(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N10 N10 C4 112.9(2) 3_666 . ?
C4 N9 N8 104.68(16) . . ?
N7 N8 N9 108.97(16) . . ?
N8 N7 N6 110.12(16) . . ?
C4 N6 N7 103.57(16) . . ?
N3 N2 C1 109.91(17) . . ?
N3 N2 C2 121.29(17) . . ?
C1 N2 C2 128.80(17) . . ?
N4 N3 N2 102.99(16) . . ?
N3 N4 N5 116.36(16) . . ?
N3 N4 C3 121.96(17) . . ?
N5 N4 C3 121.68(17) . . ?
N4 N5 C1 102.60(16) . . ?
C1 N1 H1A 119.3(17) . . ?
C1 N1 H1B 118.5(17) . . ?
H1A N1 H1B 122(2) . . ?
N9 C4 N6 112.65(18) . . ?
N9 C4 N10 119.05(17) . . ?
N6 C4 N10 128.30(18) . . ?
N1 C1 N5 126.16(19) . . ?
N1 C1 N2 125.70(19) . . ?
N5 C1 N2 108.15(17) . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N4 C3 H3A 109.5 . . ?
N4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
H12 O1 H11 102(3) . . ?
H21 O2 H22 109(3) . . ?
H32 O3 H31 103(3) . . ?

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 N9 N8 N7 -0.1(2) . . . . ?
N9 N8 N7 N6 0.0(2) . . . . ?
N8 N7 N6 C4 0.1(2) . . . . ?
C1 N2 N3 N4 0.1(2) . . . . ?
C2 N2 N3 N4 179.18(19) . . . . ?
N2 N3 N4 N5 0.0(2) . . . . ?
N2 N3 N4 C3 179.25(17) . . . . ?
N3 N4 N5 C1 -0.1(2) . . . . ?
C3 N4 N5 C1 -179.38(17) . . . . ?
N8 N9 C4 N6 0.1(2) . . . . ?
N8 N9 C4 N10 -179.84(16) . . . . ?
N7 N6 C4 N9 -0.1(2) . . . . ?
N7 N6 C4 N10 179.84(18) . . . . ?
N10 N10 C4 N9 -177.4(2) 3_666 . . . ?
N10 N10 C4 N6 2.6(3) 3_666 . . . ?
N4 N5 C1 N1 -179.96(19) . . . . ?
N4 N5 C1 N2 0.2(2) . . . . ?
N3 N2 C1 N1 179.95(19) . . . . ?
C2 N2 C1 N1 1.0(3) . . . . ?
N3 N2 C1 N5 -0.2(2) . . . . ?
C2 N2 C1 N5 -179.2(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 H1A N8 0.96(3) 2.03(3) 2.973(3) 168(2) 2_545
N1 H1B O1 0.91(3) 1.89(3) 2.796(3) 173(2) 2_645
O3 H32 N6 0.98(4) 1.97(4) 2.899(3) 158(3) .
O2 H21 N9 0.84(4) 2.04(4) 2.875(2) 169(3) .
O3 H31 N7 0.88(4) 2.03(4) 2.895(3) 167(3) 3_566
O2 H22 O3 0.94(4) 1.75(4) 2.687(3) 177(3) 3_666
O1 H12 O2 0.94(4) 1.84(4) 2.778(2) 176(3) .
O1 H11 O2 0.86(4) 1.90(4) 2.761(3) 175(3) 2_645