# 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, 2008

data_global
_journal_name_full               'New J.Chem.'

_journal_coden_Cambridge         0440

_publ_contact_author_name        'T M Klapotke'
_publ_contact_author_email       TMK@CUP.UNI-MUENCHEN.DE

_publ_section_title              
;
Neutral 5-Nitrotetrazoles: Easy Initiation with Low
Pollution
;
loop_
_publ_author_name
'T M Klapotke'
'Carles Miro Sabate'
'Jorg Stierstorfer'

# Attachment 'cx433a_1MeTzNO2.cif'

data_cx433
_database_code_depnum_ccdc_archive 'CCDC 689201'

_publ_section_abstract           ?
_publ_section_comment            ?

_audit_author_name               'Joerg Stierstorfer'
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Thu Dec 06 16:35:32 2007'
;
_audit_update_record             21.05.08

_chemical_name_systematic        1-methyl-5-nitrotetrazole
_chemical_compound_source        ?
_chemical_name_common            1-methyl-5-nitrotetrazole
_chemical_formula_moiety         'C2 H3 N5 O2'
_chemical_formula_sum            'C2 H3 N5 O2'
_chemical_formula_weight         129.09

_diffrn_ambient_temperature      200 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       omega-scan
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            7250
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_av_sigmaI/netI    0.1125
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.92
_diffrn_reflns_theta_max         25.00
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             2766
_reflns_number_gt                1139
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0536444022
_diffrn_orient_matrix_UB_12      -0.0388329561
_diffrn_orient_matrix_UB_13      -0.0106479815
_diffrn_orient_matrix_UB_21      0.0449079027
_diffrn_orient_matrix_UB_22      0.0249406313
_diffrn_orient_matrix_UB_23      0.0357300636
_diffrn_orient_matrix_UB_31      -0.0169147666
_diffrn_orient_matrix_UB_32      -0.0566527565
_diffrn_orient_matrix_UB_33      0.0230157815

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_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                   10.0578(4)
_cell_length_b                   9.7055(4)
_cell_length_c                   16.5331(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.701(4)
_cell_angle_gamma                90.00
_cell_volume                     1580.36(11)
_cell_formula_units_Z            12
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    1160
_cell_measurement_theta_min      3.9080
_cell_measurement_theta_max      33.4781
_cell_special_details            ?

_exptl_crystal_description       rods
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             792
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95246
_exptl_absorpt_correction_T_max  0.99000
_exptl_absorpt_process_details   
;SCALE3 ABSPACK - An Oxford Diffraction program (1.0.4,gui:1.0.3)
(C) 2005 Oxford Diffraction Ltd.
;
_exptl_special_details           ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.847
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.076

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         2766
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1622
_refine_ls_R_factor_gt           0.0664
_refine_ls_wR_factor_ref         0.2102
_refine_ls_wR_factor_gt          0.1622
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_restrained_S_all      0.914
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O6 O 0.8412(4) 0.1957(4) 0.5214(3) 0.0653(12) Uani 1 1 d . . .
O5 O 0.8652(4) 0.1917(4) 0.6516(3) 0.0549(10) Uani 1 1 d . . .
O3 O 0.2982(5) 0.1181(4) 0.4208(2) 0.0662(12) Uani 1 1 d . . .
N6 N 0.3103(4) 0.1568(4) 0.5871(3) 0.0415(11) Uani 1 1 d . . .
N12 N 0.6720(4) 0.5614(5) 0.6208(3) 0.0519(12) Uani 1 1 d . . .
N1 N 0.2699(4) 0.0753(5) 0.8398(2) 0.0460(11) Uani 1 1 d . . .
O1 O 0.2577(5) 0.3585(4) 0.8282(3) 0.0751(13) Uani 1 1 d . . .
N4 N 0.4880(5) 0.0941(5) 0.8837(3) 0.0565(13) Uani 1 1 d . . .
N15 N 0.8280(4) 0.2435(5) 0.5853(4) 0.0515(12) Uani 1 1 d . . .
C3 C 0.4161(5) 0.1627(4) 0.5517(3) 0.0308(11) Uani 1 1 d . . .
N5 N 0.3699(6) 0.3089(5) 0.8472(3) 0.0540(13) Uani 1 1 d . . .
N13 N 0.6615(5) 0.5583(5) 0.5396(4) 0.0671(15) Uani 1 1 d . . .
N10 N 0.4078(6) 0.1410(5) 0.4621(3) 0.0531(12) Uani 1 1 d . . .
N8 N 0.4903(5) 0.1897(5) 0.6778(3) 0.0621(14) Uani 1 1 d . . .
O2 O 0.4759(5) 0.3677(5) 0.8587(3) 0.0888(15) Uani 1 1 d . . .
N2 N 0.3185(5) -0.0519(5) 0.8567(3) 0.0541(13) Uani 1 1 d . . .
O4 O 0.5140(4) 0.1455(4) 0.4395(3) 0.0688(12) Uani 1 1 d . . .
N7 N 0.3581(5) 0.1733(4) 0.6686(2) 0.0475(11) Uani 1 1 d . . .
N14 N 0.7140(4) 0.4446(6) 0.5159(3) 0.0619(14) Uani 1 1 d . . .
C5 C 0.7602(4) 0.3745(4) 0.5823(3) 0.0279(11) Uani 1 1 d . . .
N11 N 0.7389(4) 0.4442(5) 0.6486(3) 0.0544(13) Uani 1 1 d . . .
N9 N 0.5293(5) 0.1799(5) 0.6037(3) 0.0597(14) Uani 1 1 d . . .
C1 C 0.3751(6) 0.1603(6) 0.8562(3) 0.0416(13) Uani 1 1 d . . .
C4 C 0.1632(6) 0.1450(8) 0.5527(5) 0.0562(17) Uani 1 1 d . . .
C6 C 0.7751(6) 0.4122(7) 0.7383(3) 0.0682(18) Uani 1 1 d . . .
H6A H 0.7251 0.3302 0.7499 0.102 Uiso 1 1 calc R . .
H6B H 0.7511 0.4905 0.7700 0.102 Uiso 1 1 calc R . .
H6C H 0.8729 0.3946 0.7542 0.102 Uiso 1 1 calc R . .
C2 C 0.1248(5) 0.0994(7) 0.8100(4) 0.0629(17) Uani 1 1 d . . .
H2A H 0.0876 0.1469 0.8528 0.094 Uiso 1 1 calc R . .
H2B H 0.0783 0.0109 0.7971 0.094 Uiso 1 1 calc R . .
H2C H 0.1112 0.1564 0.7601 0.094 Uiso 1 1 calc R . .
N3 N 0.4485(5) -0.0396(6) 0.8828(3) 0.0626(14) Uani 1 1 d . . .
H4C H 0.148(6) 0.047(8) 0.532(4) 0.10(2) Uiso 1 1 d . . .
H4A H 0.141(6) 0.209(6) 0.517(4) 0.07(2) Uiso 1 1 d . . .
H4B H 0.114(7) 0.147(7) 0.591(4) 0.09(3) 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
O6 0.073(3) 0.062(3) 0.065(3) -0.027(2) 0.025(2) -0.006(2)
O5 0.064(2) 0.047(2) 0.052(3) 0.012(2) 0.0076(19) 0.007(2)
O3 0.075(3) 0.078(3) 0.043(3) -0.004(2) 0.005(2) 0.006(3)
N6 0.049(3) 0.034(3) 0.042(3) 0.004(2) 0.011(2) 0.002(2)
N12 0.064(3) 0.039(3) 0.052(3) 0.008(2) 0.011(2) 0.014(2)
N1 0.052(3) 0.057(3) 0.032(3) -0.004(2) 0.013(2) 0.008(3)
O1 0.106(4) 0.059(3) 0.059(3) 0.013(2) 0.015(2) 0.029(3)
N4 0.056(3) 0.053(3) 0.059(3) 0.004(2) 0.007(2) 0.005(3)
N15 0.042(3) 0.051(3) 0.060(4) -0.007(3) 0.008(2) -0.009(2)
C3 0.043(3) 0.019(2) 0.031(3) 0.001(2) 0.010(2) 0.003(2)
N5 0.073(4) 0.048(3) 0.040(3) 0.001(2) 0.010(3) 0.002(3)
N13 0.061(3) 0.040(3) 0.099(5) 0.004(3) 0.011(3) 0.014(3)
N10 0.071(4) 0.034(3) 0.061(4) 0.008(2) 0.028(3) 0.015(3)
N8 0.074(4) 0.066(4) 0.045(3) 0.001(2) 0.010(3) 0.008(3)
O2 0.096(4) 0.075(3) 0.092(4) 0.000(3) 0.011(3) -0.030(3)
N2 0.080(4) 0.032(3) 0.051(3) 0.004(2) 0.016(3) 0.008(3)
O4 0.076(3) 0.067(3) 0.075(3) 0.001(2) 0.043(2) 0.005(2)
N7 0.072(3) 0.043(3) 0.023(3) -0.0021(19) 0.000(2) 0.010(3)
N14 0.051(3) 0.066(4) 0.065(4) 0.021(3) 0.004(2) -0.006(3)
C5 0.041(3) 0.019(2) 0.025(3) 0.004(2) 0.008(2) 0.006(2)
N11 0.056(3) 0.059(3) 0.048(3) 0.000(3) 0.011(2) -0.007(3)
N9 0.053(3) 0.048(3) 0.073(4) 0.009(3) -0.001(3) 0.003(2)
C1 0.049(3) 0.048(4) 0.029(3) 0.004(2) 0.014(2) 0.001(3)
C4 0.040(4) 0.056(5) 0.072(5) 0.010(4) 0.011(3) -0.002(3)
C6 0.089(4) 0.095(5) 0.019(3) -0.007(3) 0.007(3) -0.011(4)
C2 0.036(3) 0.083(5) 0.066(4) -0.016(3) 0.001(3) 0.002(3)
N3 0.064(3) 0.058(4) 0.065(4) 0.000(3) 0.010(3) 0.018(3)

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
O6 N15 1.185(5) . ?
O5 N15 1.196(5) . ?
O3 N10 1.194(6) . ?
N6 C3 1.316(6) . ?
N6 N7 1.345(5) . ?
N6 C4 1.478(7) . ?
N12 N13 1.325(6) . ?
N12 N11 1.354(6) . ?
N1 C1 1.326(6) . ?
N1 N2 1.336(6) . ?
N1 C2 1.461(6) . ?
O1 N5 1.208(6) . ?
N4 C1 1.303(6) . ?
N4 N3 1.356(7) . ?
N15 C5 1.438(6) . ?
C3 N9 1.291(6) . ?
C3 N10 1.481(7) . ?
N5 O2 1.191(6) . ?
N5 C1 1.450(7) . ?
N13 N14 1.317(7) . ?
N10 O4 1.202(5) . ?
N8 N7 1.317(6) . ?
N8 N9 1.363(6) . ?
N2 N3 1.297(6) . ?
N14 C5 1.295(6) . ?
C5 N11 1.342(6) . ?
N11 C6 1.487(6) . ?
C4 H4C 1.01(7) . ?
C4 H4A 0.86(6) . ?
C4 H4B 0.89(7) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?

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 N6 N7 106.5(4) . . ?
C3 N6 C4 131.9(5) . . ?
N7 N6 C4 121.5(5) . . ?
N13 N12 N11 104.9(4) . . ?
C1 N1 N2 106.8(4) . . ?
C1 N1 C2 132.1(5) . . ?
N2 N1 C2 121.1(5) . . ?
C1 N4 N3 103.6(5) . . ?
O6 N15 O5 125.6(5) . . ?
O6 N15 C5 117.0(5) . . ?
O5 N15 C5 117.4(5) . . ?
N9 C3 N6 113.1(5) . . ?
N9 C3 N10 123.2(5) . . ?
N6 C3 N10 123.5(5) . . ?
O2 N5 O1 127.6(6) . . ?
O2 N5 C1 116.6(5) . . ?
O1 N5 C1 115.8(5) . . ?
N14 N13 N12 111.5(5) . . ?
O3 N10 O4 127.2(5) . . ?
O3 N10 C3 117.2(5) . . ?
O4 N10 C3 115.7(5) . . ?
N7 N8 N9 110.8(4) . . ?
N3 N2 N1 106.6(5) . . ?
N8 N7 N6 106.2(4) . . ?
C5 N14 N13 106.6(5) . . ?
N14 C5 N11 109.7(5) . . ?
N14 C5 N15 125.4(5) . . ?
N11 C5 N15 124.8(4) . . ?
C5 N11 N12 107.3(4) . . ?
C5 N11 C6 131.4(5) . . ?
N12 N11 C6 121.3(5) . . ?
C3 N9 N8 103.5(4) . . ?
N4 C1 N1 111.6(5) . . ?
N4 C1 N5 122.5(5) . . ?
N1 C1 N5 125.9(5) . . ?
N6 C4 H4C 106(4) . . ?
N6 C4 H4A 108(4) . . ?
H4C C4 H4A 117(6) . . ?
N6 C4 H4B 113(4) . . ?
H4C C4 H4B 101(5) . . ?
H4A C4 H4B 112(6) . . ?
N11 C6 H6A 109.5 . . ?
N11 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N11 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 N3 N4 111.4(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
N7 N6 C3 N9 0.8(5) . . . . ?
C4 N6 C3 N9 176.7(6) . . . . ?
N7 N6 C3 N10 176.4(4) . . . . ?
C4 N6 C3 N10 -7.7(8) . . . . ?
N11 N12 N13 N14 2.0(6) . . . . ?
N9 C3 N10 O3 175.7(5) . . . . ?
N6 C3 N10 O3 0.5(7) . . . . ?
N9 C3 N10 O4 -2.7(7) . . . . ?
N6 C3 N10 O4 -177.8(5) . . . . ?
C1 N1 N2 N3 0.4(5) . . . . ?
C2 N1 N2 N3 -178.9(4) . . . . ?
N9 N8 N7 N6 -1.9(6) . . . . ?
C3 N6 N7 N8 0.7(5) . . . . ?
C4 N6 N7 N8 -175.8(5) . . . . ?
N12 N13 N14 C5 -0.8(6) . . . . ?
N13 N14 C5 N11 -0.8(6) . . . . ?
N13 N14 C5 N15 -179.0(4) . . . . ?
O6 N15 C5 N14 -0.8(7) . . . . ?
O5 N15 C5 N14 179.8(5) . . . . ?
O6 N15 C5 N11 -178.7(4) . . . . ?
O5 N15 C5 N11 1.9(7) . . . . ?
N14 C5 N11 N12 2.1(5) . . . . ?
N15 C5 N11 N12 -179.7(4) . . . . ?
N14 C5 N11 C6 -178.2(5) . . . . ?
N15 C5 N11 C6 0.1(8) . . . . ?
N13 N12 N11 C5 -2.4(5) . . . . ?
N13 N12 N11 C6 177.8(5) . . . . ?
N6 C3 N9 N8 -1.9(6) . . . . ?
N10 C3 N9 N8 -177.5(4) . . . . ?
N7 N8 N9 C3 2.3(6) . . . . ?
N3 N4 C1 N1 0.8(5) . . . . ?
N3 N4 C1 N5 179.8(4) . . . . ?
N2 N1 C1 N4 -0.8(5) . . . . ?
C2 N1 C1 N4 178.5(5) . . . . ?
N2 N1 C1 N5 -179.8(4) . . . . ?
C2 N1 C1 N5 -0.5(8) . . . . ?
O2 N5 C1 N4 6.9(7) . . . . ?
O1 N5 C1 N4 -173.6(5) . . . . ?
O2 N5 C1 N1 -174.2(5) . . . . ?
O1 N5 C1 N1 5.3(7) . . . . ?
N1 N2 N3 N4 0.0(6) . . . . ?
C1 N4 N3 N2 -0.5(6) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
? ? ? ? ? ? ? ?

_geom_special_details            ?

# Attachment 'dx215a_HTzNO2.cif'

data_dx215
_database_code_depnum_ccdc_archive 'CCDC 689202'

_publ_section_abstract           ?
_publ_section_comment            ?

_audit_author_name               'Joerg Stierstorfer'
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Tue May 20 23:44:47 2008'
;
_audit_update_record             21.05.2008

_chemical_name_systematic        2H-5-Nitrotetrazole
_chemical_compound_source        ?
_chemical_name_common            2H-5-Nitrotetrazole
_chemical_formula_moiety         'C H N5 O2'
_chemical_formula_sum            'C H N5 O2'
_chemical_formula_weight         115.07

_diffrn_ambient_temperature      200 # in K
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ? # in kW
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       omega-scan
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            5975
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_sigmaI/netI    0.1134
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.99
_diffrn_reflns_theta_max         32.55
_diffrn_measured_fraction_theta_max 0.942
_diffrn_reflns_theta_full        32.55
_diffrn_measured_fraction_theta_full 0.942

_reflns_number_total             1452
_reflns_number_gt                742
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      0.0428137642
_diffrn_orient_matrix_UB_12      -0.0477492994
_diffrn_orient_matrix_UB_13      -0.0519070588
_diffrn_orient_matrix_UB_21      -0.0184217052
_diffrn_orient_matrix_UB_22      -0.0569374826
_diffrn_orient_matrix_UB_23      0.0506391120
_diffrn_orient_matrix_UB_31      -0.1308358654
_diffrn_orient_matrix_UB_32      -0.0077866495
_diffrn_orient_matrix_UB_33      -0.0519044255

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'

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'

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

_cell_length_a                   5.3358(4)
_cell_length_b                   9.4799(7)
_cell_length_c                   8.3190(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.989(9)
_cell_angle_gamma                90.00
_cell_volume                     402.44(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    1448
_cell_measurement_theta_min      3.9821
_cell_measurement_theta_max      32.5212
_cell_special_details            ?

_exptl_crystal_description       plates
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             232
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98444
_exptl_absorpt_correction_T_max  0.99000
_exptl_absorpt_process_details   
;SCALE3 ABSPACK - An Oxford Diffraction program (1.0.4,gui:1.0.3)
(C) 2005 Oxford Diffraction Ltd.
;
_exptl_special_details           ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.057

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -10(10)
_refine_ls_number_reflns         1452
_refine_ls_number_parameters     153
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0497
_refine_ls_wR_factor_gt          0.0402
_refine_ls_goodness_of_fit_ref   0.835
_refine_ls_restrained_S_all      0.834
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.9981(4) 1.2722(2) 0.6903(3) 0.0246(5) Uani 1 1 d . . .
N3 N 0.8583(4) 1.2646(2) 0.7977(2) 0.0243(5) Uani 1 1 d . . .
N4 N 0.6690(3) 1.1741(2) 0.7313(2) 0.0216(5) Uani 1 1 d . . .
N9 N 0.4190(4) 0.76342(19) 0.9394(2) 0.0189(4) Uani 1 1 d . . .
N1 N 0.9150(3) 1.1926(2) 0.5549(2) 0.0225(5) Uani 1 1 d . . .
N6 N 0.1792(4) 0.95775(19) 0.8586(2) 0.0197(5) Uani 1 1 d . . .
N7 N 0.4216(4) 0.9855(2) 0.9515(2) 0.0207(5) Uani 1 1 d . . .
N8 N 0.5699(4) 0.8732(2) 1.0017(2) 0.0206(5) Uani 1 1 d . . .
H7 H 0.495(4) 1.078(3) 0.991(3) 0.039(8) Uiso 1 1 d . . .
H8 H 1.123(5) 1.330(3) 0.708(3) 0.051(10) Uiso 1 1 d . . .
O1 O 0.3661(3) 0.98294(19) 0.5186(2) 0.0285(4) Uani 1 1 d . . .
O2 O 0.6204(3) 0.9917(2) 0.3565(2) 0.0299(4) Uani 1 1 d . . .
N5 N 0.5528(4) 1.02831(19) 0.4791(3) 0.0217(5) Uani 1 1 d . . .
C1 C 0.7131(4) 1.1341(2) 0.5879(3) 0.0180(5) Uani 1 1 d . . .
N10 N -0.0376(4) 0.7321(2) 0.7803(2) 0.0212(5) Uani 1 1 d . . .
O3 O -0.0194(3) 0.60726(16) 0.8179(2) 0.0299(4) Uani 1 1 d . . .
O4 O -0.2317(3) 0.78953(18) 0.68594(19) 0.0262(4) Uani 1 1 d . . .
C2 C 0.1879(5) 0.8186(2) 0.8556(3) 0.0162(5) 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
N2 0.0246(12) 0.0247(12) 0.0231(12) 0.0027(11) 0.0049(10) -0.0039(11)
N3 0.0251(11) 0.0266(12) 0.0215(11) -0.0006(10) 0.0071(9) -0.0061(10)
N4 0.0232(11) 0.0211(10) 0.0212(11) -0.0056(10) 0.0077(9) -0.0048(10)
N9 0.0235(11) 0.0164(11) 0.0166(10) -0.0003(10) 0.0053(8) 0.0003(10)
N1 0.0209(10) 0.0242(12) 0.0213(11) 0.0024(10) 0.0045(9) 0.0020(10)
N6 0.0198(12) 0.0186(13) 0.0195(11) 0.0012(10) 0.0037(9) -0.0015(10)
N7 0.0230(12) 0.0140(11) 0.0225(11) 0.0009(11) 0.0026(9) 0.0003(10)
N8 0.0227(10) 0.0150(10) 0.0237(11) 0.0024(11) 0.0061(9) 0.0014(11)
O1 0.0252(9) 0.0266(9) 0.0320(11) -0.0011(10) 0.0057(8) -0.0073(9)
O2 0.0338(10) 0.0321(10) 0.0239(10) -0.0068(9) 0.0086(8) 0.0065(8)
N5 0.0226(12) 0.0192(11) 0.0219(12) -0.0008(10) 0.0043(10) 0.0052(9)
C1 0.0180(11) 0.0175(13) 0.0180(12) 0.0000(10) 0.0046(10) 0.0014(10)
N10 0.0230(12) 0.0215(13) 0.0198(11) -0.0013(9) 0.0073(9) -0.0016(9)
O3 0.0375(11) 0.0170(11) 0.0313(11) 0.0018(8) 0.0039(8) -0.0056(8)
O4 0.0193(9) 0.0292(10) 0.0276(10) -0.0007(9) 0.0026(8) 0.0008(9)
C2 0.0171(13) 0.0162(12) 0.0154(12) 0.0001(10) 0.0047(10) -0.0014(10)

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
N2 N1 1.320(3) . ?
N2 N3 1.322(2) . ?
N2 H8 0.85(3) . ?
N3 N4 1.317(2) . ?
N4 C1 1.337(3) . ?
N9 N8 1.325(3) . ?
N9 C2 1.333(3) . ?
N1 C1 1.310(3) . ?
N6 C2 1.320(3) . ?
N6 N7 1.325(3) . ?
N7 N8 1.319(2) . ?
N7 H7 0.98(3) . ?
O1 N5 1.215(2) . ?
O2 N5 1.227(2) . ?
N5 C1 1.450(3) . ?
N10 O3 1.221(2) . ?
N10 O4 1.229(2) . ?
N10 C2 1.440(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
N1 N2 N3 115.4(2) . . ?
N1 N2 H8 124.7(19) . . ?
N3 N2 H8 119.7(19) . . ?
N4 N3 N2 105.51(18) . . ?
N3 N4 C1 104.22(17) . . ?
N8 N9 C2 105.05(18) . . ?
C1 N1 N2 98.93(19) . . ?
C2 N6 N7 100.1(2) . . ?
N8 N7 N6 114.69(19) . . ?
N8 N7 H7 118.3(14) . . ?
N6 N7 H7 126.9(14) . . ?
N7 N8 N9 105.67(15) . . ?
O1 N5 O2 126.0(2) . . ?
O1 N5 C1 117.17(18) . . ?
O2 N5 C1 116.83(19) . . ?
N1 C1 N4 115.9(2) . . ?
N1 C1 N5 122.2(2) . . ?
N4 C1 N5 121.9(2) . . ?
O3 N10 O4 125.6(2) . . ?
O3 N10 C2 116.5(2) . . ?
O4 N10 C2 117.83(19) . . ?
N6 C2 N9 114.5(2) . . ?
N6 C2 N10 123.2(2) . . ?
N9 C2 N10 122.1(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
N1 N2 N3 N4 0.1(3) . . . . ?
N2 N3 N4 C1 0.3(2) . . . . ?
N3 N2 N1 C1 -0.5(3) . . . . ?
C2 N6 N7 N8 0.3(3) . . . . ?
N6 N7 N8 N9 -0.1(2) . . . . ?
C2 N9 N8 N7 -0.1(2) . . . . ?
N2 N1 C1 N4 0.7(3) . . . . ?
N2 N1 C1 N5 -176.99(19) . . . . ?
N3 N4 C1 N1 -0.7(3) . . . . ?
N3 N4 C1 N5 177.04(19) . . . . ?
O1 N5 C1 N1 -178.3(2) . . . . ?
O2 N5 C1 N1 2.5(3) . . . . ?
O1 N5 C1 N4 4.2(3) . . . . ?
O2 N5 C1 N4 -175.0(2) . . . . ?
N7 N6 C2 N9 -0.4(3) . . . . ?
N7 N6 C2 N10 174.81(19) . . . . ?
N8 N9 C2 N6 0.3(3) . . . . ?
N8 N9 C2 N10 -174.9(2) . . . . ?
O3 N10 C2 N6 -164.0(2) . . . . ?
O4 N10 C2 N6 15.1(3) . . . . ?
O3 N10 C2 N9 10.8(3) . . . . ?
O4 N10 C2 N9 -170.0(2) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

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
N7 H7 N9 0.98(3) 1.86(3) 2.835(3) 171(2) 2_657
N2 H8 O2 0.85(3) 2.22(3) 3.015(3) 157(2) 2_756
N2 H8 N8 0.85(3) 2.53(3) 3.056(3) 122(2) 2_757

_geom_special_details            ?

# Attachment 'ln590j_2MeTzNO2.cif'

data_ln590
_database_code_depnum_ccdc_archive 'CCDC 689203'

_publ_section_abstract           ?
_publ_section_comment            ?

_audit_author_name               'Peter Mayer'
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             26-Oct-07
_audit_update_record             ?

_chemical_name_systematic        2-methyl-5-nitrotetrazole
_chemical_compound_source        ?
_chemical_name_common            2-methyl-5-nitrotetrazole
_chemical_formula_moiety         'C2 H3 N5 O2'
_chemical_formula_sum            'C2 H3 N5 O2'
_chemical_formula_weight         129.09

_diffrn_ambient_temperature      200(2)
_diffrn_source_type              ?
_diffrn_source_power             3.025
_diffrn_source_voltage           55.00
_diffrn_source_current           55.00
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       omega-scan
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 9

_diffrn_reflns_number            3454
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         26.01
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.01
_diffrn_measured_fraction_theta_full 0.997

_reflns_number_total             1003
_reflns_number_gt                862
_reflns_threshold_expression     >2sigma(I)

_diffrn_orient_matrix_UB_11      -0.1543810
_diffrn_orient_matrix_UB_12      0.0425147
_diffrn_orient_matrix_UB_13      -0.0000484
_diffrn_orient_matrix_UB_21      -0.0090579
_diffrn_orient_matrix_UB_22      -0.1355605
_diffrn_orient_matrix_UB_23      0.0443505
_diffrn_orient_matrix_UB_31      0.0377947
_diffrn_orient_matrix_UB_32      0.1411726
_diffrn_orient_matrix_UB_33      0.0426020

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.3305(13)
_cell_length_b                   4.9929(10)
_cell_length_c                   16.388(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.13(3)
_cell_angle_gamma                90.00
_cell_volume                     513.97(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4549
_cell_measurement_theta_min      3.134
_cell_measurement_theta_max      26.022
_cell_special_details            ?

_exptl_crystal_description       platelet
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             264
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.020000
0 0 -1 0.010000
7 6 -2 0.143000
-12 -11 4 0.127000
5 -2 -1 0.085000
-8 7 3 0.094000
4 -5 -1 0.106000

_diffrn_special_details          ?

_refine_diff_density_max         0.143
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.052

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'

_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'

_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'

_computing_structure_solution    SIR-92
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of Freiburg (Breisgau),
# Germany, 1995)'
;

_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;

_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         1003
_refine_ls_number_parameters     94
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.89302(16) 0.2876(2) 0.35871(7) 0.0378(3) Uani 1 1 d . . .
O2 O 0.70216(16) 0.6456(2) 0.36624(7) 0.0414(3) Uani 1 1 d . . .
N2 N 0.74465(17) 0.3904(2) 0.11908(7) 0.0297(3) Uani 1 1 d . . .
N4 N 0.62437(18) 0.6699(2) 0.19860(8) 0.0330(3) Uani 1 1 d . . .
N1 N 0.82254(17) 0.3011(2) 0.19245(7) 0.0282(3) Uani 1 1 d . . .
N3 N 0.62597(18) 0.6096(3) 0.12044(8) 0.0343(3) Uani 1 1 d . . .
N5 N 0.78212(17) 0.4707(2) 0.32789(7) 0.0302(3) Uani 1 1 d . . .
C1 C 0.74302(18) 0.4812(3) 0.23919(8) 0.0260(3) Uani 1 1 d . . .
C2 C 0.7811(3) 0.2600(4) 0.04229(10) 0.0432(4) Uani 1 1 d . . .
H1B H 0.934(3) 0.249(4) 0.0385(15) 0.074(7) Uiso 1 1 d . . .
H1A H 0.726(4) 0.076(5) 0.0407(15) 0.092(8) Uiso 1 1 d . . .
H1C H 0.717(3) 0.372(5) -0.0043(15) 0.079(7) 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 0.0368(6) 0.0448(7) 0.0312(6) 0.0067(5) 0.0020(4) 0.0054(5)
O2 0.0398(6) 0.0482(7) 0.0375(6) -0.0114(5) 0.0093(5) 0.0037(5)
N2 0.0263(6) 0.0353(7) 0.0267(6) 0.0016(5) 0.0010(5) 0.0010(5)
N4 0.0296(6) 0.0356(7) 0.0338(7) 0.0027(5) 0.0034(5) 0.0050(5)
N1 0.0252(6) 0.0322(7) 0.0264(6) 0.0020(5) 0.0008(5) 0.0003(5)
N3 0.0302(6) 0.0380(7) 0.0341(7) 0.0053(6) 0.0021(5) 0.0049(5)
N5 0.0243(6) 0.0364(7) 0.0303(7) -0.0009(5) 0.0050(5) -0.0026(5)
C1 0.0199(6) 0.0296(7) 0.0286(7) 0.0010(6) 0.0034(5) -0.0015(5)
C2 0.0469(10) 0.0549(11) 0.0270(8) -0.0053(8) 0.0015(7) 0.0082(9)

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 N5 1.2229(15) . ?
O2 N5 1.2219(15) . ?
N2 N1 1.3193(17) . ?
N2 N3 1.3291(18) . ?
N2 C2 1.461(2) . ?
N4 N3 1.3171(18) . ?
N4 C1 1.3307(18) . ?
N1 C1 1.3206(17) . ?
N5 C1 1.4448(19) . ?
C2 H1B 0.98(2) . ?
C2 H1A 0.98(3) . ?
C2 H1C 0.99(2) . ?

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
N1 N2 N3 114.28(11) . . ?
N1 N2 C2 123.59(13) . . ?
N3 N2 C2 122.13(13) . . ?
N3 N4 C1 104.61(11) . . ?
N2 N1 C1 99.92(11) . . ?
N4 N3 N2 106.09(11) . . ?
O2 N5 O1 125.10(13) . . ?
O2 N5 C1 117.49(12) . . ?
O1 N5 C1 117.41(12) . . ?
N1 C1 N4 115.10(13) . . ?
N1 C1 N5 121.94(12) . . ?
N4 C1 N5 122.96(12) . . ?
N2 C2 H1B 110.1(14) . . ?
N2 C2 H1A 110.3(14) . . ?
H1B C2 H1A 107.3(18) . . ?
N2 C2 H1C 108.5(13) . . ?
H1B C2 H1C 107.2(19) . . ?
H1A C2 H1C 113.4(19) . . ?

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
N3 N2 N1 C1 0.05(14) . . . . ?
C2 N2 N1 C1 -179.00(13) . . . . ?
C1 N4 N3 N2 -0.06(14) . . . . ?
N1 N2 N3 N4 0.00(16) . . . . ?
C2 N2 N3 N4 179.07(13) . . . . ?
N2 N1 C1 N4 -0.09(14) . . . . ?
N2 N1 C1 N5 179.54(11) . . . . ?
N3 N4 C1 N1 0.10(15) . . . . ?
N3 N4 C1 N5 -179.53(11) . . . . ?
O2 N5 C1 N1 -179.99(11) . . . . ?
O1 N5 C1 N1 0.13(18) . . . . ?
O2 N5 C1 N4 -0.38(18) . . . . ?
O1 N5 C1 N4 179.74(11) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
? ? ? ? ? ? ? ?

_geom_special_details            ?