#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/19/2211948.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_2211948
loop_
_publ_author_name
'A. Elangovan'
'A. Thamaraichelvan'
'A. Ramu'
'S. Athimoolam'
'S. Natarajan'
_publ_section_title
;
 N,N,N',N'-Tetramethylbutane-1,4-diammonium
 tetrachlorocuprate(II)
;
_journal_coeditor_code           SJ2190
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m201
_journal_page_last               m203
_journal_paper_doi               10.1107/S1600536806053153
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '(C8 H22 N2) [Cu Cl4]'
_chemical_formula_moiety         'C8 H22 N2 2+, Cl4 Cu 2-'
_chemical_formula_sum            'C8 H22 Cl4 Cu N2'
_chemical_formula_weight         351.62
_chemical_name_common
;
N,N,N',N'-Tetramethylbutane-1,4-diammonium tetrachlorocuprate
;
_chemical_name_systematic
;
N,N,N',N'-Tetramethylbutane-1,4-diammonium tetrachlorocuprate
;
_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                 95.784(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.9731(6)
_cell_length_b                   15.2456(9)
_cell_length_c                   12.7314(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.61
_cell_measurement_theta_min      10.12
_cell_volume                     1539.68(17)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius MACH3 sealed tube'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0156
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3145
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         24.96
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.088
_exptl_absorpt_correction_T_max  0.6573
_exptl_absorpt_correction_T_min  0.5855
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.056
_refine_diff_density_min         -1.179
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2700
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0419
_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)+(0.0668P)²+2.5565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1197
_reflns_number_gt                2340
_reflns_number_total             2700
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2190.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2211948
_cod_database_fobs_code          2211948
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_type_symbol
_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
C C1 0.7387(10) -0.0304(4) 0.5660(5) 0.120(3) Uani d D 1 B .
H H1A 0.7118 0.0297 0.5790 0.180 Uiso calc R 1 . .
H H1B 0.6387 -0.0608 0.5377 0.180 Uiso calc R 1 . .
H H1C 0.8214 -0.0330 0.5162 0.180 Uiso calc R 1 . .
C C2 0.8463(8) -0.1653(4) 0.6404(5) 0.0794(16) Uani d . 1 B .
H H2A 0.9010 -0.1944 0.7014 0.119 Uiso calc R 1 . .
H H2B 0.9193 -0.1658 0.5848 0.119 Uiso calc R 1 . .
H H2C 0.7433 -0.1953 0.6172 0.119 Uiso calc R 1 . .
N N1 0.8082(4) -0.0732(3) 0.6678(3) 0.0506(9) Uani d D 1 . .
H H1 0.9093 -0.0471 0.6868 0.061 Uiso calc PR 0.75 A 1
H H1' 0.9033 -0.0442 0.6936 0.061 Uiso d PR 0.25 A 2
C C31 0.7214(8) -0.0833(4) 0.7702(5) 0.0499(13) Uani d PD 0.75 B 1
H H31A 0.6159 -0.1146 0.7547 0.060 Uiso calc PR 0.75 B 1
H H31B 0.7929 -0.1177 0.8208 0.060 Uiso calc PR 0.75 B 1
C C32 0.6440(10) -0.0532(7) 0.7284(5) 0.0499(13) Uani d PD 0.25 B 2
H H32A 0.5580 -0.0254 0.6802 0.060 Uiso calc PR 0.25 B 2
H H32B 0.5986 -0.1078 0.7524 0.060 Uiso calc PR 0.25 B 2
C C4 0.6874(5) 0.0036(4) 0.8177(4) 0.0584(12) Uani d D 1 . .
H H4A 0.6040 -0.0039 0.8674 0.070 Uiso calc PR 0.75 B 1
H H4B 0.6397 0.0426 0.7622 0.070 Uiso calc PR 0.75 B 1
H H4A' 0.6188 -0.0137 0.8729 0.070 Uiso d PR 0.25 B 2
H H4B' 0.6264 0.0508 0.7795 0.070 Uiso d PR 0.25 B 2
C C5 0.8430(5) 0.0465(3) 0.8742(4) 0.0510(10) Uani d . 1 B .
H H5A 0.8654 0.0205 0.9437 0.061 Uiso calc R 1 . .
H H5B 0.9389 0.0341 0.8353 0.061 Uiso calc R 1 . .
C C6 0.8271(5) 0.1446(3) 0.8861(3) 0.0490(10) Uani d . 1 . .
H H6A 0.9320 0.1672 0.9209 0.059 Uiso calc R 1 B .
H H6B 0.8107 0.1708 0.8164 0.059 Uiso calc R 1 . .
N N2 0.6857(4) 0.1724(2) 0.9474(2) 0.0358(7) Uani d . 1 B .
H H2 0.5889 0.1484 0.9158 0.043 Uiso calc R 1 . .
C C7 0.6664(6) 0.2699(3) 0.9432(4) 0.0522(10) Uani d . 1 . .
H H7A 0.6522 0.2887 0.8709 0.078 Uiso calc R 1 B .
H H7B 0.7652 0.2969 0.9785 0.078 Uiso calc R 1 . .
H H7C 0.5694 0.2867 0.9774 0.078 Uiso calc R 1 . .
C C8 0.7071(6) 0.1419(3) 1.0586(3) 0.0521(10) Uani d . 1 . .
H H8A 0.7193 0.0792 1.0601 0.078 Uiso calc R 1 B .
H H8B 0.6101 0.1582 1.0930 0.078 Uiso calc R 1 . .
H H8C 0.8059 0.1684 1.0946 0.078 Uiso calc R 1 . .
Cu Cu 0.24346(6) 0.10806(3) 0.73377(4) 0.03828(18) Uani d . 1 . .
Cl Cl1 0.30296(12) 0.10867(6) 0.91185(7) 0.0419(3) Uani d . 1 . .
Cl Cl2 0.20857(14) -0.03742(7) 0.70411(9) 0.0507(3) Uani d . 1 . .
Cl Cl3 0.01321(15) 0.15933(10) 0.63877(9) 0.0671(4) Uani d . 1 . .
Cl Cl4 0.44388(14) 0.19790(8) 0.68889(10) 0.0589(3) Uani d . 1 . .
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
_geom_angle_publ_flag
N1 C1 H1A 109.5 ?
N1 C1 H1B 109.5 ?
H1A C1 H1B 109.5 ?
N1 C1 H1C 109.5 ?
H1A C1 H1C 109.5 ?
H1B C1 H1C 109.5 ?
N1 C2 H2A 109.5 ?
N1 C2 H2B 109.5 ?
H2A C2 H2B 109.5 ?
N1 C2 H2C 109.5 ?
H2A C2 H2C 109.5 ?
H2B C2 H2C 109.5 ?
C2 N1 C1 105.8(4) ?
C2 N1 C31 102.9(4) ?
C1 N1 C31 127.8(4) ?
C2 N1 C32 119.1(5) ?
C1 N1 C32 94.8(3) ?
C2 N1 H1 106.2 ?
C1 N1 H1 106.2 ?
C31 N1 H1 106.2 ?
C32 N1 H1 122.0 ?
C2 N1 H1' 111.2 ?
C1 N1 H1' 108.7 ?
C31 N1 H1' 99.9 ?
C32 N1 H1' 115.0 ?
C4 C31 N1 111.6(5) ?
C4 C31 H31A 109.3 ?
N1 C31 H31A 109.3 ?
C4 C31 H31B 109.3 ?
N1 C31 H31B 109.3 ?
H31A C31 H31B 108.0 ?
C4 C32 N1 110.4(6) ?
C4 C32 H32A 109.6 ?
N1 C32 H32A 109.6 ?
C4 C32 H32B 109.6 ?
N1 C32 H32B 109.6 ?
H32A C32 H32B 108.1 ?
C32 C4 C5 138.7(5) ?
C31 C4 C5 113.6(4) ?
C32 C4 H4A 108.5 ?
C31 C4 H4A 108.8 ?
C5 C4 H4A 108.8 ?
C32 C4 H4B 75.5 ?
C31 C4 H4B 108.8 ?
C5 C4 H4B 108.8 ?
H4A C4 H4B 107.7 ?
C32 C4 H4A' 107.4 ?
C31 C4 H4A' 100.9 ?
C5 C4 H4A' 105.5 ?
C32 C4 H4B' 89.0 ?
C31 C4 H4B' 123.9 ?
C5 C4 H4B' 105.2 ?
H4A' C4 H4B' 106.0 ?
C6 C5 C4 113.6(4) ?
C6 C5 H5A 108.8 ?
C4 C5 H5A 108.8 ?
C6 C5 H5B 108.8 ?
C4 C5 H5B 108.8 ?
H5A C5 H5B 107.7 ?
N2 C6 C5 114.1(3) ?
N2 C6 H6A 108.7 ?
C5 C6 H6A 108.7 ?
N2 C6 H6B 108.7 ?
C5 C6 H6B 108.7 ?
H6A C6 H6B 107.6 ?
C8 N2 C7 110.3(3) ?
C8 N2 C6 112.8(3) ?
C7 N2 C6 110.1(3) ?
C8 N2 H2 107.8 ?
C7 N2 H2 107.8 ?
C6 N2 H2 107.8 ?
N2 C7 H7A 109.5 ?
N2 C7 H7B 109.5 ?
H7A C7 H7B 109.5 ?
N2 C7 H7C 109.5 ?
H7A C7 H7C 109.5 ?
H7B C7 H7C 109.5 ?
N2 C8 H8A 109.5 ?
N2 C8 H8B 109.5 ?
H8A C8 H8B 109.5 ?
N2 C8 H8C 109.5 ?
H8A C8 H8C 109.5 ?
H8B C8 H8C 109.5 ?
Cl4 Cu Cl3 102.59(5) ?
Cl4 Cu Cl2 129.85(5) y
Cl3 Cu Cl2 99.91(5) ?
Cl4 Cu Cl1 99.85(4) ?
Cl3 Cu Cl1 128.08(5) y
Cl2 Cu Cl1 100.41(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 1.506(7) ?
C1 H1A 0.9600 ?
C1 H1B 0.9600 ?
C1 H1C 0.9600 ?
C2 N1 1.487(7) ?
C2 H2A 0.9600 ?
C2 H2B 0.9600 ?
C2 H2C 0.9600 ?
N1 C31 1.545(7) ?
N1 C32 1.614(7) ?
N1 H1 0.9100 ?
N1 H1' 0.9100 ?
C31 C4 1.492(7) ?
C31 H31A 0.9700 ?
C31 H31B 0.9700 ?
C32 C4 1.443(9) ?
C32 H32A 0.9700 ?
C32 H32B 0.9700 ?
C4 C5 1.518(6) ?
C4 H4A 0.9700 ?
C4 H4B 0.9700 ?
C4 H4A' 0.9700 ?
C4 H4B' 0.9700 ?
C5 C6 1.509(6) ?
C5 H5A 0.9700 ?
C5 H5B 0.9700 ?
C6 N2 1.496(5) ?
C6 H6A 0.9700 ?
C6 H6B 0.9700 ?
N2 C8 1.484(5) ?
N2 C7 1.494(5) ?
N2 H2 0.9100 ?
C7 H7A 0.9600 ?
C7 H7B 0.9600 ?
C7 H7C 0.9600 ?
C8 H8A 0.9600 ?
C8 H8B 0.9600 ?
C8 H8C 0.9600 ?
Cu Cl4 2.2226(11) y
Cu Cl3 2.2353(12) y
Cu Cl2 2.2623(11) y
Cu Cl1 2.2691(11) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 Cl2 1_655 0.91 2.38 3.225(4) 155
N1 H1' Cl2 1_655 0.91 2.43 3.225(4) 147
N2 H2 Cl1 . 0.91 2.35 3.191(3) 153
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_publ_flag
C2 N1 C31 C4 174.3(4) y
C1 N1 C31 C4 -63.5(7) ?
C32 N1 C31 C4 -61.5(8) ?
C2 N1 C32 C4 131.7(6) ?
C1 N1 C32 C4 -117.2(6) ?
C31 N1 C32 C4 64.4(7) ?
N1 C32 C4 C31 -60.7(6) ?
N1 C32 C4 C5 -3.7(11) ?
N1 C31 C4 C32 66.8(7) ?
N1 C31 C4 C5 -76.1(6) ?
C32 C4 C5 C6 126.1(8) ?
C31 C4 C5 C6 158.3(4) ?
C4 C5 C6 N2 60.0(5) ?
C5 C6 N2 C8 63.4(4) ?
C5 C6 N2 C7 -172.8(3) y
