#------------------------------------------------------------------------------
#$Date: 2017-10-13 13:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201982 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/14/4021465.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4021465
loop_
_publ_author_name
'Konstantin Karaghiosoff'
'Thomas M. Klapötke'
'Peter Mayer'
'Holger Piotrowski'
'Kurt Polborn'
'Rodney L. Willer'
'Jan J. Weigand'
_publ_contact_author_address
;
Department Chemie
Ludwig-Maximilians Universität
Butenandtstrasse 5-13 (Haus D)
D-81377 München
Bundesrepublik Deutschland
;
_publ_contact_author_email       tmk@cup.uni-muenchen.de
_publ_contact_author_fax         +49-89-2180-77492
_publ_contact_author_name        'Thomas M. Klapötke '
_publ_contact_author_phone       +49-89-2180-77491
_publ_section_title
;
 N-Nitroso- and N-Nitraminotetrazoles
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1295
_journal_page_last               1305
_journal_paper_doi               10.1021/jo0513820
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C H3 N H C N C H3 N N N'
_chemical_formula_sum            'C3 H7 N5'
_chemical_formula_weight         113.121
_chemical_name_common            C3H7N5
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_author_name               'Piotrowski, H.'
_audit_block_code                C3H7N5_gn085_klapoetke
_audit_creation_date             22-Apr-2002
_audit_creation_method           'form98_non/compatible with shelxl97-2'
_audit_update_record
; 
12-Apr-05
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.9999(4)
_cell_length_b                   7.6682(3)
_cell_length_c                   14.1917(5)
_cell_measurement_reflns_used    4878
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.395
_cell_volume                     1088.24(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement
'SHELXL-97 (G. M. Sheldrick. University of Göttingen, 97-2 version)'
_computing_structure_solution
;
A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A.
Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for
crystal structure determination and refinement, J. Appl. Crystallogr. 1999,
32, 115-119.
;
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_radiation_collimation    0.35
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10739
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.52
_diffrn_source_current           75.00
_diffrn_source_power             4.125
_diffrn_source_type              'FR 591 generator'
_diffrn_source_voltage           55.00
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.9945
_exptl_absorpt_correction_T_min  0.9862
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'Absorption correction with XRed, rev 1.09, STOE (Darmstadt, Germany)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.38091(9)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1240
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0522
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0912P)²+0.0260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1282
_refine_ls_wR_factor_ref         0.1477
_reflns_number_gt                822
_reflns_number_total             1240
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0513820rom20050704_032718.cif
_cod_database_code               4021465
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
C1 C 0.22093(16) 0.3977(2) 0.30146(10) 0.0275(4) Uani 1 1 d
H1 H 0.383(3) 0.453(3) 0.2408(14) 0.045(6) Uiso 1 1 d
N1 N 0.30032(17) 0.47315(19) 0.23742(10) 0.0344(4) Uani 1 1 d
C11 C 0.2462(2) 0.5301(3) 0.14771(13) 0.0378(5) Uani 1 1 d
H111 H 0.213(2) 0.432(3) 0.1101(15) 0.050(6) Uiso 1 1 d
H112 H 0.317(2) 0.590(3) 0.1132(16) 0.054(6) Uiso 1 1 d
H113 H 0.171(2) 0.609(3) 0.1561(16) 0.063(7) Uiso 1 1 d
N2 N 0.26394(14) 0.32277(18) 0.38142(9) 0.0307(4) Uani 1 1 d
C2 C 0.3994(2) 0.3019(3) 0.41643(16) 0.0415(5) Uani 1 1 d
H21 H 0.433(3) 0.411(4) 0.4383(18) 0.081(8) Uiso 1 1 d
H22 H 0.455(2) 0.248(3) 0.3739(17) 0.065(7) Uiso 1 1 d
H23 H 0.398(3) 0.236(4) 0.470(2) 0.105(10) Uiso 1 1 d
N3 N 0.15563(16) 0.2649(2) 0.43047(10) 0.0395(5) Uani 1 1 d
N4 N 0.05207(15) 0.3058(2) 0.38082(10) 0.0421(5) Uani 1 1 d
N5 N 0.08817(14) 0.38923(19) 0.29902(9) 0.0338(4) 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 0.0249(10) 0.0292(8) 0.0284(9) -0.0039(7) 0.0000(7) 0.0012(6)
N1 0.0249(9) 0.0443(9) 0.0340(9) 0.0050(6) 0.0015(7) 0.0005(7)
C11 0.0363(11) 0.0434(11) 0.0336(10) 0.0054(8) 0.0007(8) -0.0008(9)
N2 0.0265(8) 0.0372(8) 0.0285(8) 0.0010(6) -0.0024(6) -0.0014(6)
C2 0.0298(11) 0.0533(13) 0.0414(11) 0.0013(10) -0.0108(9) 0.0032(9)
N3 0.0331(10) 0.0515(10) 0.0338(9) 0.0041(7) 0.0012(6) -0.0059(7)
N4 0.0310(9) 0.0581(10) 0.0373(9) 0.0052(7) 0.0020(7) -0.0072(7)
N5 0.0253(9) 0.0435(9) 0.0327(8) 0.0021(6) 0.0010(6) -0.0005(6)
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.100000
1 0 0 0.100000
0 -1 0 0.030000
0 1 0 0.030000
0 0 -1 0.020000
0 0 1 0.040000
1 0 -1 0.080000
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N5 C1 N1 126.57(14)
N5 C1 N2 108.72(14)
N1 C1 N2 124.68(16)
C1 N1 C11 120.31(16)
C1 N1 H1 117.5(14)
C11 N1 H1 118.2(14)
N1 C11 H111 111.8(12)
N1 C11 H112 108.2(13)
H111 C11 H112 109.4(17)
N1 C11 H113 111.6(14)
H111 C11 H113 106.9(19)
H112 C11 H113 108.9(19)
C1 N2 N3 108.46(14)
C1 N2 C2 129.46(16)
N3 N2 C2 122.08(16)
N2 C2 H21 110.1(15)
N2 C2 H22 113.0(14)
H21 C2 H22 113(2)
N2 C2 H23 109(2)
H21 C2 H23 103(2)
H22 C2 H23 108(2)
N4 N3 N2 106.24(14)
N3 N4 N5 111.32(14)
C1 N5 N4 105.26(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N5 1.330(2)
C1 N1 1.338(2)
C1 N2 1.343(2)
N1 C11 1.451(2)
N1 H1 0.84(3)
C11 H111 0.98(2)
C11 H112 0.97(2)
C11 H113 0.97(3)
N2 N3 1.3618(19)
N2 C2 1.451(2)
C2 H21 0.96(3)
C2 H22 0.92(2)
C2 H23 0.91(3)
N3 N4 1.291(2)
N4 N5 1.374(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 N5 0.84(3) 2.18(3) 2.995(2) 161.5(19) 6_656
N1 H1 N4 0.84(3) 2.67(2) 3.286(2) 131.6(18) 6_656
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
N5 C1 N1 C11 -10.6(2)
N2 C1 N1 C11 171.92(16)
N5 C1 N2 N3 0.27(17)
N1 C1 N2 N3 178.10(14)
N5 C1 N2 C2 -179.18(16)
N1 C1 N2 C2 -1.4(3)
C1 N2 N3 N4 -0.37(19)
C2 N2 N3 N4 179.14(16)
N2 N3 N4 N5 0.3(2)
N1 C1 N5 N4 -177.84(15)
N2 C1 N5 N4 -0.07(16)
N3 N4 N5 C1 -0.17(18)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 123650
