#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/49/2204913.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2204913
loop_
_publ_author_name
'Lyakhov, Alexander S.'
'Gaponik, Pavel N.'
'Degtyarik, Michail M.'
'Ivashkevich, Ludmila S.'
_publ_section_title
catena-Poly[[(2-hexyl-2H-tetrazole-κN⁴)copper(II)]-di-μ-chloro]
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m183
_journal_page_last               m186
_journal_paper_doi               10.1107/S1600536804033446
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Cu Cl2 (C7 H14 N4)]'
_chemical_formula_moiety         'C7 H14 Cl2 Cu N4'
_chemical_formula_sum            'C7 H14 Cl2 Cu N4'
_chemical_formula_weight         288.66
_chemical_name_systematic
;
catena-Poly[[(2-hexyl-2H-tetrazole-\kN⁴)copper(II)]-di-μ-chloro]
;
_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                 97.49(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.9958(13)
_cell_length_b                   15.891(3)
_cell_length_c                   13.085(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.0
_cell_measurement_theta_min      15.5
_cell_volume                     1236.1(5)
_computing_cell_refinement       'R3m Software'
_computing_data_collection       'R3m Software (Nicolet, 1980)'
_computing_data_reduction        'R3m Software'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003)
;
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nicolet R3m four-circle'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0136
_diffrn_reflns_av_sigmaI/netI    0.0192
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4072
_diffrn_reflns_theta_full        30.10
_diffrn_reflns_theta_max         30.10
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.169
_exptl_absorpt_correction_T_max  0.6209
_exptl_absorpt_correction_T_min  0.3937
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.742
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         3639
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0327
_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)+(0.0545P)²+0.229P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0948
_reflns_number_gt                2979
_reflns_number_total             3639
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            kp6026.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (13
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (13
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (10 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2204913
_cod_database_fobs_code          2204913
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cu1 0.76217(3) 0.044398(13) 0.030530(17) 0.04229(9) Uani d . 1 . . Cu
Cl1 0.44828(8) 0.09494(3) -0.06247(4) 0.05115(12) Uani d . 1 . . Cl
Cl2 1.09158(8) -0.00491(3) 0.11722(4) 0.04929(12) Uani d . 1 . . Cl
N1 0.5838(5) 0.19677(18) 0.2654(2) 0.0921(8) Uani d . 1 . . N
N2 0.7980(4) 0.21071(12) 0.26275(17) 0.0681(5) Uani d . 1 . . N
N3 0.8879(4) 0.16618(12) 0.19521(16) 0.0616(5) Uani d . 1 . . N
N4 0.7206(3) 0.12066(11) 0.14882(14) 0.0529(4) Uani d . 1 . . N
C5 0.5397(5) 0.14017(19) 0.1916(2) 0.0809(9) Uani d . 1 . . C
H5 0.3983 0.1169 0.1721 0.097 Uiso calc R 1 . . H
C6 0.9282(7) 0.27235(19) 0.3307(2) 0.0924(10) Uani d . 1 . . C
H6A 1.0740 0.2803 0.3076 0.111 Uiso calc R 1 . . H
H6B 0.8503 0.3260 0.3252 0.111 Uiso calc R 1 . . H
C7 0.9607(6) 0.2456(2) 0.4393(2) 0.0858(9) Uani d . 1 . . C
H7A 0.8145 0.2338 0.4603 0.103 Uiso calc R 1 . . H
H7B 1.0262 0.2920 0.4811 0.103 Uiso calc R 1 . . H
C8 1.1063(10) 0.1702(3) 0.4614(4) 0.1379(19) Uani d . 1 A . C
H8A 1.0369 0.1231 0.4222 0.165 Uiso calc R 1 . . H
H8B 1.2499 0.1809 0.4372 0.165 Uiso calc R 1 . . H
C9 1.1475(16) 0.1461(4) 0.5700(6) 0.206(4) Uani d DU 1 . . C
H9A 1.0014 0.1486 0.5941 0.248 Uiso calc PR 0.583(14) A 1 H
H9B 1.2342 0.1921 0.6039 0.248 Uiso calc PR 0.583(14) A 1 H
H9C 1.0192 0.1180 0.5929 0.248 Uiso calc PR 0.417(14) A 2 H
H9D 1.1922 0.1936 0.6146 0.248 Uiso calc PR 0.417(14) A 2 H
C10A 1.260(2) 0.0645(8) 0.6191(10) 0.157(4) Uani d PDU 0.583(14) A 1 C
H10A 1.2174 0.0550 0.6871 0.188 Uiso calc PR 0.583(14) A 1 H
H10B 1.2170 0.0159 0.5762 0.188 Uiso calc PR 0.583(14) A 1 H
C11A 1.506(2) 0.0810(12) 0.6250(12) 0.186(6) Uani d PDU 0.583(14) A 1 C
H11A 1.5472 0.0840 0.5566 0.280 Uiso calc PR 0.583(14) A 1 H
H11B 1.5879 0.0363 0.6622 0.280 Uiso calc PR 0.583(14) A 1 H
H11C 1.5414 0.1334 0.6599 0.280 Uiso calc PR 0.583(14) A 1 H
C10B 1.349(4) 0.0839(14) 0.5606(13) 0.188(8) Uani d PDU 0.417(14) A 2 C
H10C 1.3097 0.0424 0.5068 0.225 Uiso calc PR 0.417(14) A 2 H
H10D 1.4831 0.1138 0.5475 0.225 Uiso calc PR 0.417(14) A 2 H
C11B 1.377(5) 0.0446(19) 0.6650(18) 0.241(14) Uani d PDU 0.417(14) A 2 C
H11D 1.4128 0.0873 0.7163 0.362 Uiso calc PR 0.417(14) A 2 H
H11E 1.4970 0.0041 0.6696 0.362 Uiso calc PR 0.417(14) A 2 H
H11F 1.2400 0.0170 0.6762 0.362 Uiso calc PR 0.417(14) A 2 H
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N4 Cu1 Cl1 . . 91.28(6) y
N4 Cu1 Cl2 . . 90.60(6) y
Cl1 Cu1 Cl2 . . 176.72(2) y
N4 Cu1 Cl2 . 3_755 155.22(5) y
Cl1 Cu1 Cl2 . 3_755 91.51(3) y
Cl2 Cu1 Cl2 . 3_755 85.67(3) y
N4 Cu1 Cl1 . 3_655 106.12(6) y
Cl1 Cu1 Cl1 . 3_655 90.10(2) y
Cl2 Cu1 Cl1 . 3_655 91.96(2) y
Cl2 Cu1 Cl1 3_755 3_655 98.49(2) y
Cu1 Cl1 Cu1 . 3_655 89.90(2) ?
Cu1 Cl2 Cu1 . 3_755 94.33(3) ?
N2 N1 C5 . . 101.5(2) ?
N3 N2 N1 . . 114.86(19) ?
N3 N2 C6 . . 122.4(2) ?
N1 N2 C6 . . 122.7(2) ?
N2 N3 N4 . . 104.64(19) ?
N3 N4 C5 . . 107.09(18) ?
N3 N4 Cu1 . . 121.50(14) ?
C5 N4 Cu1 . . 131.31(17) ?
N4 C5 N1 . . 111.9(2) ?
N4 C5 H5 . . 124.1 ?
N1 C5 H5 . . 124.1 ?
C7 C6 N2 . . 112.5(2) ?
C7 C6 H6A . . 109.1 ?
N2 C6 H6A . . 109.1 ?
C7 C6 H6B . . 109.1 ?
N2 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.8 ?
C6 C7 C8 . . 114.8(3) ?
C6 C7 H7A . . 108.6 ?
C8 C7 H7A . . 108.6 ?
C6 C7 H7B . . 108.6 ?
C8 C7 H7B . . 108.6 ?
H7A C7 H7B . . 107.5 ?
C9 C8 C7 . . 114.8(5) ?
C9 C8 H8A . . 108.6 ?
C7 C8 H8A . . 108.6 ?
C9 C8 H8B . . 108.6 ?
C7 C8 H8B . . 108.6 ?
H8A C8 H8B . . 107.5 ?
C8 C9 C10A . . 128.8(8) ?
C8 C9 C10B . . 97.0(8) ?
C8 C9 H9A . . 105.1 ?
C10A C9 H9A . . 105.1 ?
C10B C9 H9A . . 141.6 ?
C8 C9 H9B . . 105.1 ?
C10A C9 H9B . . 105.1 ?
C10B C9 H9B . . 97.9 ?
H9A C9 H9B . . 105.9 ?
C8 C9 H9C . . 112.4 ?
C10A C9 H9C . . 78.9 ?
C10B C9 H9C . . 112.4 ?
C8 C9 H9D . . 112.4 ?
C10A C9 H9D . . 109.1 ?
C10B C9 H9D . . 112.4 ?
H9C C9 H9D . . 109.9 ?
C11A C10A C9 . . 104.3(12) ?
C11A C10A H10A . . 110.9 ?
C9 C10A H10A . . 110.9 ?
C11A C10A H10B . . 110.9 ?
C9 C10A H10B . . 110.9 ?
H10A C10A H10B . . 108.9 ?
C10A C11A H11A . . 109.5 ?
C10A C11A H11B . . 109.5 ?
H11A C11A H11B . . 109.5 ?
C10A C11A H11C . . 109.5 ?
H11A C11A H11C . . 109.5 ?
H11B C11A H11C . . 109.5 ?
C11B C10B C9 . . 100.8(16) ?
C11B C10B H10C . . 111.6 ?
C9 C10B H10C . . 111.6 ?
C11B C10B H10D . . 111.6 ?
C9 C10B H10D . . 111.6 ?
H10C C10B H10D . . 109.4 ?
C10B C11B H11D . . 109.5 ?
C10B C11B H11E . . 109.5 ?
H11D C11B H11E . . 109.5 ?
C10B C11B H11F . . 109.5 ?
H11D C11B H11F . . 109.5 ?
H11E C11B H11F . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N4 . 2.0068(17) y
Cu1 Cl1 . 2.2519(7) y
Cu1 Cl2 . 2.2842(7) y
Cu1 Cl2 3_755 2.3114(7) y
Cu1 Cl1 3_655 2.6091(6) y
Cu1 Cu1 3_755 3.3700(7) y
Cu1 Cu1 3_655 3.4436(8) y
N1 N2 . 1.308(3) y
N1 C5 . 1.321(3) y
N2 N3 . 1.303(3) y
N2 C6 . 1.476(3) y
N3 N4 . 1.319(2) y
N4 C5 . 1.320(3) y
C5 H5 . 0.9300 ?
C6 C7 . 1.472(4) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.489(6) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.462(8) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10A . 1.560(12) ?
C9 C10B . 1.577(15) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C9 H9C . 0.9700 ?
C9 H9D . 0.9700 ?
C10A C11A . 1.491(14) ?
C10A H10A . 0.9700 ?
C10A H10B . 0.9700 ?
C11A H11A . 0.9600 ?
C11A H11B . 0.9600 ?
C11A H11C . 0.9600 ?
C10B C11B . 1.492(18) ?
C10B H10C . 0.9700 ?
C10B H10D . 0.9700 ?
C11B H11D . 0.9600 ?
C11B H11E . 0.9600 ?
C11B H11F . 0.9600 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
N4 Cu1 Cl1 Cu1 . 3_655 -106.13(6)
Cl2 Cu1 Cl1 Cu1 3_755 3_655 98.50(2)
Cl1 Cu1 Cl1 Cu1 3_655 3_655 0.0
N4 Cu1 Cl2 Cu1 . 3_755 -155.48(6)
Cl2 Cu1 Cl2 Cu1 3_755 3_755 0.0
Cl1 Cu1 Cl2 Cu1 3_655 3_755 98.37(2)
C5 N1 N2 N3 . . -1.3(4)
C5 N1 N2 C6 . . 178.4(3)
N1 N2 N3 N4 . . 1.1(3)
C6 N2 N3 N4 . . -178.7(2)
N2 N3 N4 C5 . . -0.3(3)
N2 N3 N4 Cu1 . . 176.42(16)
Cl1 Cu1 N4 N3 . . -132.28(17)
Cl2 Cu1 N4 N3 . . 45.03(17)
Cl2 Cu1 N4 N3 3_755 . -35.9(3)
Cl1 Cu1 N4 N3 3_655 . 137.25(16)
Cl1 Cu1 N4 C5 . . 43.6(3)
Cl2 Cu1 N4 C5 . . -139.1(3)
Cl2 Cu1 N4 C5 3_755 . 139.9(2)
Cl1 Cu1 N4 C5 3_655 . -46.9(3)
N3 N4 C5 N1 . . -0.5(4)
Cu1 N4 C5 N1 . . -176.8(2)
N2 N1 C5 N4 . . 1.1(4)
N3 N2 C6 C7 . . -110.9(3)
N1 N2 C6 C7 . . 69.3(4)
N2 C6 C7 C8 . . 67.0(4)
C6 C7 C8 C9 . . 177.2(6)
C7 C8 C9 C10A . . 170.1(9)
C7 C8 C9 C10B . . -165.9(10)
C8 C9 C10A C11A . . 81.6(14)
C10B C9 C10A C11A . . 41.1(15)
C8 C9 C10B C11B . . -171(2)
C10A C9 C10B C11B . . -21.4(16)
