#------------------------------------------------------------------------------
#$Date: 2019-11-24 09:30:18 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237469 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/71/7237170.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_7237170
loop_
_publ_author_name
'Szimhardt, Norbert'
'Wurzenberger, Maximilian H. H.'
'Zeisel, Lukas'
'Gruhne, Michael S.'
'Lommel, Marcus'
'Stierstorfer, Jörg'
_publ_section_title
;
 Maximization of the energy capability level in transition metal complexes
 through application of 1-amino- and 2-amino-5H-tetrazole ligands
;
_journal_issue                   33
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              16257
_journal_paper_doi               10.1039/C8TA06326E
_journal_volume                  6
_journal_year                    2018
_chemical_formula_moiety         'C H3 N5'
_chemical_formula_sum            'C H3 N5'
_chemical_formula_weight         85.08
_chemical_name_common            1-amino-5H-tetrazole
_chemical_name_systematic
;
1-amino-5H-tetrazole
;
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2018-01-18
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2018-04-04 deposited with the CCDC.
2018-08-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.0889(3)
_cell_length_b                   6.5662(5)
_cell_length_c                   11.1652(8)
_cell_measurement_reflns_used    1454
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      32.2070
_cell_measurement_theta_min      5.0830
_cell_volume                     373.08(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      143(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -52.00  44.00   1.00    5.00    --  -28.70  19.00 120.00   96
  2  ω     79.00 110.00   1.00    5.00    --   29.79 179.00  60.00   31
  3  ω    -20.00  72.00   1.00    5.00    --   29.79 -99.00-150.00   92
  4  ω     27.00 109.00   1.00    5.00    --   29.79-163.00-163.00   82
  5  ω    -83.00 -57.00   1.00    5.00    --  -28.70-179.00 -60.00   26
  6  ω    -80.00 -47.00   1.00    5.00    --  -28.70-179.00 150.00   33
  7  ω   -102.00 -13.00   1.00    5.00    --  -28.70 -38.00 -60.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0024404000
_diffrn_orient_matrix_UB_12      -0.0543840000
_diffrn_orient_matrix_UB_13      -0.0548468000
_diffrn_orient_matrix_UB_21      0.0365738000
_diffrn_orient_matrix_UB_22      0.0903093000
_diffrn_orient_matrix_UB_23      -0.0306220000
_diffrn_orient_matrix_UB_31      0.1345213000
_diffrn_orient_matrix_UB_32      -0.0236581000
_diffrn_orient_matrix_UB_33      0.0092729000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0286
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2753
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_min         4.401
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87247
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_description       rod
_exptl_crystal_F_000             176
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.115
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details
;
 Flack x determined using 265 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -2.3(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     67
_refine_ls_number_reflns         730
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0208
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0218P)²+0.0395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0494
_refine_ls_wR_factor_ref         0.0504
_reflns_Friedel_coverage         0.604
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                701
_reflns_number_total             730
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ta06326e2.cif
_cod_data_source_block           nx013
_cod_database_code               7237170
_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.
;
_shelx_estimated_absorpt_t_min   0.943
_shelx_estimated_absorpt_t_max   0.977
_shelxl_version_number           2013-4
_shelx_res_file
;
TITL v1 in P2(1)2(1)2(1)
CELL  0.71073   5.0889   6.5662  11.1652   90.000   90.000   90.000
ZERR     4.00   0.0003   0.0005   0.0008    0.000    0.000    0.000
LATT  -1
SYMM  1/2 - X, - Y, 1/2 + Z
SYMM  1/2 + X, 1/2 - Y, - Z
SYMM  - X, 1/2 + Y, 1/2 - Z
SFAC  C    N    H
UNIT  4    20   12
MERG   2
OMIT    -2.00  52.00
EQIV $1 x+1/2, -y+3/2, -z
EQIV $2 -x+1/2, -y+2, z-1/2
EQIV $3 x-1/2, -y+5/2, -z
HTAB  N5 N3_$1
HTAB N5 N4_$2
HTAB N5 N5_$3
FMAP   2
PLAN   20
SIZE     0.200   0.400   0.500
ACTA
BOND   $H
CONF
L.S.   5
TEMP  -130.00
WGHT    0.021800    0.039500
FVAR       1.93899
N1    2    0.208656    0.970352    0.079114    11.00000    0.01792    0.01712 =
         0.01948   -0.00128    0.00012    0.00006
N2    2   -0.013326    0.860194    0.071486    11.00000    0.02172    0.02516 =
         0.02871   -0.00119   -0.00154   -0.00483
N3    2   -0.005489    0.733438    0.160685    11.00000    0.02800    0.02567 =
         0.03033    0.00095    0.00110   -0.00466
N4    2    0.220538    0.758251    0.225680    11.00000    0.02964    0.02521 =
         0.02512    0.00173   -0.00090    0.00028
N5    2    0.278717    1.119417   -0.004685    11.00000    0.02615    0.02148 =
         0.02510    0.00565    0.00139    0.00137
C1    1    0.347231    0.907178    0.172546    11.00000    0.02147    0.02270 =
         0.02138   -0.00192   -0.00184   -0.00004
H1    3    0.510583    0.962907    0.193562    11.00000    0.03301
H5A   3    0.311028    1.056251   -0.072100    11.00000    0.04676
H5B   3    0.134767    1.202589   -0.009663    11.00000    0.03555
HKLF    4

REM  v1 in P2(1)2(1)2(1)
REM R1 =  0.0208 for     701 Fo > 4sig(Fo)  and  0.0226 for all     730 data
REM     67 parameters refined using      0 restraints

END

WGHT      0.0218      0.0395

REM Highest difference peak  0.115,  deepest hole -0.132,  1-sigma level  0.029
Q1    1   0.2197  0.7441  0.3079  11.00000  0.05    0.12
Q2    1  -0.1129  0.8457  0.0078  11.00000  0.05    0.09
Q3    1  -0.0034  0.6208  0.1041  11.00000  0.05    0.08
Q4    1  -0.2067  0.7398  0.2038  11.00000  0.05    0.07
Q5    1   0.1153  0.8953  0.0591  11.00000  0.05    0.07
Q6    1   0.1973  1.0414 -0.0798  11.00000  0.05    0.07
Q7    1   0.2420  1.0381  0.0331  11.00000  0.05    0.06
Q8    1   0.7447  1.0913  0.1781  11.00000  0.05    0.06
Q9    1  -0.2029  0.7615  0.3058  11.00000  0.05    0.06
Q10   1   0.4140  1.2376 -0.0008  11.00000  0.05    0.06
Q11   1  -0.1748  0.6395  0.1400  11.00000  0.05    0.06
Q12   1  -0.2123  0.8683  0.1636  11.00000  0.05    0.06
Q13   1   0.2214  0.5606  0.0617  11.00000  0.05    0.06
Q14   1   0.3273  0.8211  0.0015  11.00000  0.05    0.06
Q15   1   0.6061  0.7390  0.1524  11.00000  0.05    0.06
Q16   1   0.3830  0.6169  0.1185  11.00000  0.05    0.06
Q17   1   0.4521  1.1193  0.0453  11.00000  0.05    0.06
Q18   1   0.1757  0.7456 -0.0397  11.00000  0.05    0.06
Q19   1  -0.1891  0.9656  0.0855  11.00000  0.05    0.06
Q20   1   0.2622  0.9994  0.1394  11.00000  0.05    0.06
;
_shelx_res_checksum              71008
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
N1 N 0.2087(2) 0.97035(17) 0.07911(10) 0.0182(3) Uani 1 1 d
N2 N -0.0133(2) 0.8602(2) 0.07149(12) 0.0252(3) Uani 1 1 d
N3 N -0.0055(3) 0.7334(2) 0.16068(12) 0.0280(3) Uani 1 1 d
N4 N 0.2205(3) 0.7583(2) 0.22568(11) 0.0267(3) Uani 1 1 d
N5 N 0.2787(3) 1.1194(2) -0.00468(12) 0.0242(3) Uani 1 1 d
C1 C 0.3472(3) 0.9072(2) 0.17255(13) 0.0219(3) Uani 1 1 d
H1 H 0.511(4) 0.963(3) 0.1936(15) 0.033(5) Uiso 1 1 d
H5A H 0.311(4) 1.056(3) -0.0721(19) 0.047(6) Uiso 1 1 d
H5B H 0.135(4) 1.203(3) -0.0097(17) 0.036(5) 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
N1 0.0179(5) 0.0171(6) 0.0195(6) -0.0013(5) 0.0001(5) 0.0001(5)
N2 0.0217(6) 0.0252(6) 0.0287(7) -0.0012(6) -0.0015(6) -0.0048(6)
N3 0.0280(7) 0.0257(7) 0.0303(7) 0.0010(6) 0.0011(6) -0.0047(6)
N4 0.0296(7) 0.0252(7) 0.0251(6) 0.0017(5) -0.0009(6) 0.0003(6)
N5 0.0262(7) 0.0215(6) 0.0251(7) 0.0057(5) 0.0014(6) 0.0014(6)
C1 0.0215(7) 0.0227(8) 0.0214(7) -0.0019(6) -0.0018(6) 0.0000(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'
N N 0.0061 0.0033 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 N2 109.18(12)
C1 N1 N5 127.52(12)
N2 N1 N5 123.22(11)
N3 N2 N1 105.70(12)
N2 N3 N4 110.85(12)
C1 N4 N3 105.16(13)
N1 N5 H5A 106.9(13)
N1 N5 H5B 104.7(12)
H5A N5 H5B 112.4(18)
N4 C1 N1 109.11(13)
N4 C1 H1 127.8(11)
N1 C1 H1 123.1(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.3258(18)
N1 N2 1.3441(16)
N1 N5 1.4002(16)
N2 N3 1.2985(19)
N3 N4 1.3697(18)
N4 C1 1.313(2)
N5 H5A 0.88(2)
N5 H5B 0.92(2)
C1 H1 0.94(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
N5 H5A N3 0.88(2) 2.34(2) 3.100(2) 145.5(17) 3_565
N5 H5A N4 0.88(2) 2.57(2) 3.1159(18) 121.3(16) 2_574
N5 H5B N5 0.92(2) 2.16(2) 3.0702(16) 171.4(17) 3_475
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
C1 N1 N2 N3 0.34(15)
N5 N1 N2 N3 177.35(12)
N1 N2 N3 N4 -0.64(16)
N2 N3 N4 C1 0.71(17)
N3 N4 C1 N1 -0.48(16)
N2 N1 C1 N4 0.10(16)
N5 N1 C1 N4 -176.75(13)
