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#$Date: 2018-09-27 07:13:35 +0300 (Thu, 27 Sep 2018) $
#$Revision: 211196 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/91/4329115.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_4329115
loop_
_publ_author_name
'Guo-Hong Tao'
'Damon A. Parrish'
'Jean'ne M. Shreeve'
_publ_contact_author_address
;
Laboratory for the Structure of Matter
Naval Research Laboratory
Washington, DC 20375
;
_publ_contact_author_email       damon.parrish@nrl.navy.mil
_publ_contact_author_fax         202-767-6874
_publ_contact_author_name        'Dr Damon A. Parrish'
_publ_contact_author_phone       202-404-2141
_publ_section_title
;
 Nitrogen-Rich 5-(1-Methylhydrazinyl)tetrazole and its Copper and Silver
 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5305
_journal_page_last               5312
_journal_paper_doi               10.1021/ic300242e
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C4 H10 Cu N12'
_chemical_formula_sum            'C4 H10 Cu N12'
_chemical_formula_weight         289.78
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.6330(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.2643(2)
_cell_length_b                   9.6889(3)
_cell_length_c                   7.8137(3)
_cell_measurement_reflns_used    5795
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.60
_cell_volume                     473.75(3)
_computing_cell_refinement       'SAINT+  v. 7.23a (Bruker, 2006)'
_computing_data_collection       'SMART v. 5.632 (Bruker, 2006)'
_computing_data_reduction        'SAINT+  v. 7.23a (Bruker, 2006)'
_computing_molecular_graphics    'XP, SHELXTL  v. 6.14 (Bruker, 2003)'
_computing_publication_material  'XCIF, SHELXTL, v. 6.14 (Bruker, 2003)'
_computing_structure_refinement  'XL, SHELXTL  v. 6.14 (Bruker, 2003)'
_computing_structure_solution    'XS, SHELXTL  v. 6.14 (Bruker, 2003)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker/Siemens SMART APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0141
_diffrn_reflns_av_sigmaI/netI    0.0091
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7000
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.26
_diffrn_source                   'normal-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.308
_exptl_absorpt_correction_T_max  0.656
_exptl_absorpt_correction_T_min  0.547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2007/4 (Bruker, 2007)'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    2.031
_exptl_crystal_description       needle
_exptl_crystal_F_000             294
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1087
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.0207
_refine_ls_R_factor_gt           0.0204
_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)+(0.0355P)²+0.3288P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0611
_refine_ls_wR_factor_ref         0.0613
_reflns_number_gt                1068
_reflns_number_total             1087
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic300242e_si_002_3.cif
_cod_data_source_block           bt1296
_cod_database_code               4329115
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'
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
C3 C 0.7412(2) 0.88971(15) 0.02942(19) 0.0127(3) Uani 1 1 d .
H3A H 0.7867 0.9684 0.1009 0.019 Uiso 1 1 calc R
H3B H 0.5849 0.8886 0.0158 0.019 Uiso 1 1 calc R
H3C H 0.8024 0.8980 -0.0833 0.019 Uiso 1 1 calc R
C4 C 1.0309(2) 0.75475(14) 0.16196(17) 0.0086(3) Uani 1 1 d .
Cu1 Cu 1.0000 0.5000 0.0000 0.01181(11) Uani 1 2 d S
H1A H 0.700(3) 0.663(2) -0.084(3) 0.020(5) Uiso 1 1 d .
H1B H 0.646(3) 0.608(2) 0.067(3) 0.017(5) Uiso 1 1 d .
N1 N 0.75277(19) 0.63809(12) 0.01588(16) 0.0098(2) Uani 1 1 d .
N2 N 0.81523(19) 0.76129(12) 0.11144(15) 0.0095(2) Uani 1 1 d .
N5 N 1.14518(19) 0.64109(12) 0.13862(15) 0.0095(2) Uani 1 1 d .
N6 N 1.34282(19) 0.66853(13) 0.20957(16) 0.0112(2) Uani 1 1 d .
N7 N 1.34062(19) 0.79327(13) 0.27255(16) 0.0120(2) Uani 1 1 d .
N8 N 1.14277(19) 0.85218(13) 0.24535(16) 0.0116(2) 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
C3 0.0151(7) 0.0087(6) 0.0139(6) 0.0005(5) -0.0027(5) 0.0027(5)
C4 0.0094(6) 0.0088(6) 0.0077(6) 0.0013(5) 0.0003(5) -0.0005(5)
Cu1 0.00827(16) 0.00859(16) 0.01815(17) -0.00511(8) -0.00406(10) 0.00175(8)
N1 0.0090(5) 0.0086(6) 0.0116(6) -0.0020(4) -0.0018(4) -0.0011(4)
N2 0.0093(6) 0.0067(5) 0.0121(6) -0.0016(4) -0.0024(4) 0.0008(4)
N5 0.0075(5) 0.0099(6) 0.0109(5) -0.0004(4) -0.0011(4) -0.0003(4)
N6 0.0082(5) 0.0132(6) 0.0120(5) -0.0007(4) -0.0019(4) -0.0015(4)
N7 0.0101(6) 0.0131(6) 0.0127(6) -0.0006(5) -0.0017(4) -0.0008(4)
N8 0.0113(6) 0.0109(6) 0.0123(5) -0.0011(4) -0.0015(4) -0.0005(4)
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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N2 C3 H3A 109.5 . .
N2 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
N2 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
N8 C4 N5 112.33(12) . .
N8 C4 N2 126.18(12) . .
N5 C4 N2 121.36(12) . .
N5 Cu1 N5 180.00(8) 3_765 .
N5 Cu1 N1 80.97(5) 3_765 3_765
N5 Cu1 N1 99.03(5) . 3_765
N5 Cu1 N1 99.03(5) 3_765 .
N5 Cu1 N1 80.97(5) . .
N1 Cu1 N1 180.0 3_765 .
N2 N1 Cu1 112.35(8) . .
N2 N1 H1A 108.7(14) . .
Cu1 N1 H1A 112.3(14) . .
N2 N1 H1B 103.9(14) . .
Cu1 N1 H1B 114.6(14) . .
H1A N1 H1B 104.3(19) . .
C4 N2 N1 110.10(10) . .
C4 N2 C3 116.53(11) . .
N1 N2 C3 113.62(11) . .
C4 N5 N6 105.55(11) . .
C4 N5 Cu1 114.67(9) . .
N6 N5 Cu1 139.36(10) . .
N7 N6 N5 108.04(11) . .
N6 N7 N8 110.60(11) . .
C4 N8 N7 103.47(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C3 N2 1.4652(18) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 N8 1.3286(18) .
C4 N5 1.3307(18) .
C4 N2 1.3912(17) .
Cu1 N5 1.9438(12) 3_765
Cu1 N5 1.9438(12) .
Cu1 N1 2.0546(12) 3_765
Cu1 N1 2.0546(12) .
N1 N2 1.4522(16) .
N1 H1A 0.87(2) .
N1 H1B 0.85(2) .
N5 N6 1.3594(16) .
N6 N7 1.3053(18) .
N7 N8 1.3722(17) .
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 N7 0.87(2) 2.51(2) 3.2050(17) 138.2(18) 4_475
N1 H1A N2 0.87(2) 2.62(2) 3.3472(18) 141.8(18) 4_575
N1 H1B N6 0.85(2) 2.32(2) 3.0545(17) 145.1(19) 1_455
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
N5 Cu1 N1 N2 -178.40(9) 3_765
N5 Cu1 N1 N2 1.60(9) .
N8 C4 N2 N1 177.10(13) .
N5 C4 N2 N1 -7.21(17) .
N8 C4 N2 C3 45.83(19) .
N5 C4 N2 C3 -138.47(13) .
Cu1 N1 N2 C4 2.17(13) .
Cu1 N1 N2 C3 134.94(10) .
N8 C4 N5 N6 -0.81(15) .
N2 C4 N5 N6 -177.06(12) .
N8 C4 N5 Cu1 -174.84(9) .
N2 C4 N5 Cu1 8.91(16) .
N1 Cu1 N5 C4 174.63(10) 3_765
N1 Cu1 N5 C4 -5.37(10) .
N1 Cu1 N5 N6 3.48(15) 3_765
C4 N5 N6 N7 0.52(15) .
Cu1 N5 N6 N7 172.18(11) .
N5 N6 N7 N8 -0.07(15) .
N5 C4 N8 N7 0.75(15) .
N2 C4 N8 N7 176.78(13) .
N6 N7 N8 C4 -0.40(15) .
