#------------------------------------------------------------------------------
#$Date: 2019-10-29 06:16:43 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220352 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/89/7058949.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_7058949
loop_
_publ_author_name
'Stierstorfer, Joerg'
'Wurzenberger, Maximilian Hans Horst'
'Lommel, Marcus'
'Gruhne, Michael S.'
'Szimhardt, Norbert'
'Bissinger, Benjamin'
_publ_section_title
;
 Synthesis and Comparison of Copper(II) Complexes with various
 N-Aminotetrazole Ligands Involving Trinitrophenol Anions
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/C9NJ03937F
_journal_year                    2019
_chemical_formula_moiety         'C2 H5 N5'
_chemical_formula_sum            'C2 H5 N5'
_chemical_formula_weight         99.11
_chemical_name_common            1-amino-5-methyltetrazole
_chemical_name_systematic
;
1-amino-5-methyltetrazole
;
_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
_atom_sites_solution_primary     difmap
_audit_creation_date             2018-05-24
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2019-10-24 deposited with the CCDC.    2019-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.7191(4)
_cell_length_b                   7.7483(5)
_cell_length_c                   10.4586(7)
_cell_measurement_reflns_used    1511
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      31.3710
_cell_measurement_theta_min      4.6860
_cell_volume                     463.46(5)
_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_molecular_graphics    'Diamond 2.1c, Crystal Impact GbR'
_computing_publication_material  'Encifer 1.5.1, CCDC 2014'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SIR-92
_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 0.994
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     44.00  95.20   0.80   10.00    --   29.79  77.00 120.00   64
  2  ω     55.00  99.00   0.80   10.00    --   29.79  57.00   0.00   55
  3  ω    -17.00  75.00   0.80   10.00    --   29.79 -99.00 -30.00  115
  4  ω     56.00 112.00   0.80   10.00    --   29.79-179.00 -90.00   70
  5  ω    -25.00  65.40   0.80   10.00    --   29.79 -99.00  90.00  113
  6  ω    -40.00  39.20   0.80   10.00    --   29.79 -57.00-150.00   99
  7  ω    -96.00 -72.00   0.80   10.00    --  -28.70 -57.00  90.00   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1213768000
_diffrn_orient_matrix_UB_12      0.0016440000
_diffrn_orient_matrix_UB_13      -0.0140435000
_diffrn_orient_matrix_UB_21      -0.0200347000
_diffrn_orient_matrix_UB_22      -0.0631980000
_diffrn_orient_matrix_UB_23      0.0477999000
_diffrn_orient_matrix_UB_31      -0.0161084000
_diffrn_orient_matrix_UB_32      0.0662215000
_diffrn_orient_matrix_UB_33      0.0459681000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4787
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.438
_diffrn_reflns_theta_min         4.429
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88883
_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    1.420
_exptl_crystal_description       block
_exptl_crystal_F_000             208
_exptl_crystal_size_max          0.526
_exptl_crystal_size_mid          0.259
_exptl_crystal_size_min          0.240
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 469 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         1534
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0362
_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)+(0.0482P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.0925
_reflns_Friedel_coverage         0.649
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.887
_reflns_number_gt                1360
_reflns_number_total             1534
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj03937f2.cif
_cod_data_source_block           nx192
_cod_database_code               7058949
_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   0.946
_shelx_estimated_absorpt_t_max   0.975
_shelx_res_file
;
TITL v1 in P2(1)2(1)2(1)
    shelx.res
    created by SHELXL-2018/3 at 08:03:44 on 24-Oct-2019
CELL  0.71073   5.7191   7.7483  10.4586   90.000   90.000   90.000
ZERR     4.00   0.0004   0.0005   0.0007    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  8 20 20
MERG   2
EQIV $1 -x, y+1/2, -z+3/2
HTAB N5 N3_$1
EQIV $2 -x+1/2, -y+1, z+1/2
HTAB N5 N4_$2
HTAB N5 N3_$1
HTAB N5 N4_$2
FMAP   2
PLAN   20
SIZE     0.240   0.259   0.526
ACTA
BOND   $H
CONF
L.S.  20
TEMP  -130.00
WGHT    0.048200
FVAR       0.53460
N1    2    0.234374    0.632427    0.820665    11.00000    0.02847    0.02375 =
         0.02170    0.00104   -0.00154    0.00018
N2    2    0.037360    0.543230    0.846082    11.00000    0.03276    0.03083 =
         0.03079    0.00210    0.00016   -0.00628
N3    2   -0.027218    0.478074    0.737574    11.00000    0.04126    0.03300 =
         0.03636   -0.00180   -0.00404   -0.00809
N4    2    0.122162    0.525462    0.642062    11.00000    0.04207    0.02952 =
         0.02833   -0.00425   -0.00392   -0.00213
N5    2    0.360339    0.722277    0.912934    11.00000    0.03355    0.03666 =
         0.02228   -0.00161   -0.00512   -0.00431
C1    1    0.283832    0.622824    0.696206    11.00000    0.03095    0.02381 =
         0.02258    0.00044   -0.00193    0.00413
C2    1    0.480746    0.712839    0.633558    11.00000    0.03989    0.04449 =
         0.02877    0.00060    0.00742   -0.00587
H5B   3    0.282916    0.824564    0.921558    11.00000    0.05143
H5A   3    0.361953    0.666824    0.981921    11.00000    0.05266
H2A   3    0.615304    0.696915    0.680999    11.00000    0.07161
H2C   3    0.442853    0.826515    0.619627    11.00000    0.05818
H2B   3    0.504397    0.659902    0.556153    11.00000    0.06571
HKLF    4




REM  v1 in P2(1)2(1)2(1)
REM wR2 = 0.0925, GooF = S = 1.055, Restrained GooF = 1.055 for all data
REM R1 = 0.0362 for 1360 Fo > 4sig(Fo) and 0.0436 for all 1534 data
REM 84 parameters refined using 0 restraints

END

WGHT      0.0482      0.0000

REM Highest difference peak  0.134,  deepest hole -0.176,  1-sigma level  0.037
Q1    1   0.1329  0.6033  0.8393  11.00000  0.05    0.13
Q2    1  -0.0038  0.5169  0.9189  11.00000  0.05    0.13
Q3    1   0.3844  0.6411  0.6664  11.00000  0.05    0.13
Q4    1   0.0137  0.7570  0.7593  11.00000  0.05    0.12
Q5    1  -0.0105  0.5085  0.5798  11.00000  0.05    0.12
Q6    1   0.2621  0.6397  0.7585  11.00000  0.05    0.12
Q7    1  -0.1226  0.3726  0.7416  11.00000  0.05    0.12
Q8    1   0.2247  0.5690  0.6687  11.00000  0.05    0.11
Q9    1   0.6256  0.6043  0.5987  11.00000  0.05    0.11
Q10   1   0.4088  0.3929  0.6933  11.00000  0.05    0.11
Q11   1   0.1051  0.4760  0.5646  11.00000  0.05    0.11
Q12   1  -0.0826  0.6976  0.8778  11.00000  0.05    0.11
Q13   1   0.6205  0.5712  0.6764  11.00000  0.05    0.10
Q14   1   0.4979  0.7239  0.8651  11.00000  0.05    0.10
Q15   1   0.5176  1.0049  0.7004  11.00000  0.05    0.10
Q16   1   0.2483  0.6219  0.4463  11.00000  0.05    0.10
Q17   1   0.3986  0.4643  0.7624  11.00000  0.05    0.10
Q18   1   0.7232  0.7994  0.8188  11.00000  0.05    0.09
Q19   1   0.6217  0.9217  0.6172  11.00000  0.05    0.09
Q20   1   0.5892  0.7617  0.7116  11.00000  0.05    0.09
;
_shelx_res_checksum              90474
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 0.2344(2) 0.63243(14) 0.82067(11) 0.0246(3) Uani 1 1 d
N2 N 0.0374(2) 0.54323(17) 0.84608(12) 0.0315(3) Uani 1 1 d
N3 N -0.0272(3) 0.47807(17) 0.73757(13) 0.0369(3) Uani 1 1 d
N4 N 0.1222(2) 0.52546(16) 0.64206(12) 0.0333(3) Uani 1 1 d
N5 N 0.3603(2) 0.72228(19) 0.91293(12) 0.0308(3) Uani 1 1 d
C1 C 0.2838(3) 0.62282(17) 0.69621(13) 0.0258(3) Uani 1 1 d
C2 C 0.4807(3) 0.7128(2) 0.63356(16) 0.0377(4) Uani 1 1 d
H5B H 0.283(4) 0.825(3) 0.9216(19) 0.051(6) Uiso 1 1 d
H5A H 0.362(4) 0.667(3) 0.982(2) 0.053(6) Uiso 1 1 d
H2A H 0.615(5) 0.697(3) 0.681(3) 0.072(7) Uiso 1 1 d
H2C H 0.443(5) 0.827(3) 0.620(2) 0.058(7) Uiso 1 1 d
H2B H 0.504(5) 0.660(3) 0.556(3) 0.066(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
N1 0.0285(6) 0.0238(5) 0.0217(6) 0.0010(4) -0.0015(4) 0.0002(5)
N2 0.0328(6) 0.0308(6) 0.0308(6) 0.0021(5) 0.0002(5) -0.0063(6)
N3 0.0413(8) 0.0330(7) 0.0364(7) -0.0018(5) -0.0040(6) -0.0081(6)
N4 0.0421(7) 0.0295(6) 0.0283(6) -0.0043(5) -0.0039(6) -0.0021(6)
N5 0.0335(7) 0.0367(7) 0.0223(6) -0.0016(5) -0.0051(5) -0.0043(6)
C1 0.0309(7) 0.0238(6) 0.0226(6) 0.0004(5) -0.0019(5) 0.0041(6)
C2 0.0399(9) 0.0445(10) 0.0288(8) 0.0006(7) 0.0074(7) -0.0059(8)
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 109.94(12)
C1 N1 N5 126.51(12)
N2 N1 N5 123.54(11)
N3 N2 N1 105.38(12)
N2 N3 N4 110.96(13)
C1 N4 N3 106.14(12)
N1 N5 H5B 104.6(14)
N1 N5 H5A 110.2(15)
H5B N5 H5A 111.4(19)
N4 C1 N1 107.56(13)
N4 C1 C2 127.80(14)
N1 C1 C2 124.60(14)
C1 C2 H2A 109.5(16)
C1 C2 H2C 110.1(16)
H2A C2 H2C 114(2)
C1 C2 H2B 107.0(16)
H2A C2 H2B 107(2)
H2C C2 H2B 109(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.3341(18)
N1 N2 1.3483(17)
N1 N5 1.3910(16)
N2 N3 1.2958(17)
N3 N4 1.3647(19)
N4 C1 1.3209(19)
N5 H5B 0.91(2)
N5 H5A 0.84(2)
C1 C2 1.478(2)
C2 H2A 0.92(3)
C2 H2C 0.92(2)
C2 H2B 0.92(3)
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 H5B N3 0.91(2) 2.51(2) 3.168(2) 128.9(16) 4_556
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 1.25(15)
N5 N1 N2 N3 -179.83(13)
N1 N2 N3 N4 -0.91(17)
N2 N3 N4 C1 0.25(18)
N3 N4 C1 N1 0.53(16)
N3 N4 C1 C2 -177.20(15)
N2 N1 C1 N4 -1.12(15)
N5 N1 C1 N4 180.00(13)
N2 N1 C1 C2 176.71(14)
N5 N1 C1 C2 -2.2(2)
