#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/90/2229093.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_2229093
loop_
_publ_author_name
'Dai, Jing'
'Xu, Jie'
_publ_section_title
;
 Bis(N,N-diisopropylbutanaminium)
 bis[di-μ-chlorido-bis[dichloridocuprate(II)]]
;
_journal_coeditor_code           HY2392
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m170
_journal_paper_doi               10.1107/S1600536810054280
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '(C10 H24 N)2 [Cu2 Cl6]'
_chemical_formula_moiety         '2(C10 H24 N +), Cl6 Cu2 2-'
_chemical_formula_sum            'C20 H48 Cl6 Cu2 N2'
_chemical_formula_weight         656.40
_chemical_name_systematic
;
Bis(N,N-diisopropylbutanaminium)
bis[di-μ-chlorido-bis[dichloridocuprate(II)]]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                72.43(3)
_cell_angle_beta                 68.53(3)
_cell_angle_gamma                71.78(3)
_cell_formula_units_Z            1
_cell_length_a                   8.5697(17)
_cell_length_b                   10.213(2)
_cell_length_c                   10.384(2)
_cell_measurement_reflns_used    3588
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.35
_cell_volume                     785.1(3)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2006)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku Mercury2 CCD'
_diffrn_measurement_method       'ω scans'
_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  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8206
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.35
_exptl_absorpt_coefficient_mu    1.876
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.520
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         3588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0459
_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)+(0.0342P)²+0.4528P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.1072
_reflns_number_gt                2728
_reflns_number_total             3588
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2392.cif
_cod_data_source_block           I
_cod_database_code               2229093
_cod_database_fobs_code          2229093
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
N N1 0.7275(3) 0.3131(3) 0.7043(3) 0.0374(6) Uani d . 1 . .
H H1 0.7197 0.4066 0.6644 0.045 Uiso calc R 1 . .
C C1 0.5308(7) 0.1423(5) 0.8060(6) 0.0907(17) Uani d . 1 . .
H H1A 0.4248 0.1297 0.8051 0.136 Uiso calc R 1 . .
H H1B 0.5300 0.1267 0.9021 0.136 Uiso calc R 1 . .
H H1C 0.6256 0.0761 0.7589 0.136 Uiso calc R 1 . .
Cu Cu1 0.55821(5) 0.83754(4) 0.59096(4) 0.03888(14) Uani d . 1 . .
Cl Cl1 0.30886(11) 1.01180(9) 0.60170(11) 0.0629(3) Uani d . 1 . .
C C2 0.5495(4) 0.2903(4) 0.7304(4) 0.0510(9) Uani d . 1 . .
H H2A 0.5344 0.3062 0.6374 0.061 Uiso calc R 1 . .
Cl Cl2 0.50922(16) 0.75177(13) 0.81673(10) 0.0778(4) Uani d . 1 . .
C C3 0.4106(5) 0.3995(5) 0.8062(5) 0.0680(12) Uani d . 1 . .
H H3A 0.3011 0.4003 0.8002 0.102 Uiso calc R 1 . .
H H3B 0.4357 0.4909 0.7625 0.102 Uiso calc R 1 . .
H H3C 0.4069 0.3766 0.9038 0.102 Uiso calc R 1 . .
Cl Cl3 0.70329(12) 0.64171(9) 0.51116(9) 0.0505(2) Uani d . 1 . .
C C4 0.8746(6) 0.4013(5) 0.8158(4) 0.0663(12) Uani d . 1 . .
H H4A 0.8994 0.3922 0.9015 0.099 Uiso calc R 1 . .
H H4B 0.8065 0.4941 0.7912 0.099 Uiso calc R 1 . .
H H4C 0.9805 0.3864 0.7407 0.099 Uiso calc R 1 . .
C C5 0.7756(4) 0.2922(4) 0.8379(4) 0.0449(8) Uani d . 1 . .
H H5A 0.6679 0.3114 0.9140 0.054 Uiso calc R 1 . .
C C6 0.8723(6) 0.1434(4) 0.8862(4) 0.0707(13) Uani d . 1 . .
H H6A 0.8802 0.1331 0.9787 0.106 Uiso calc R 1 . .
H H6B 0.9860 0.1261 0.8209 0.106 Uiso calc R 1 . .
H H6C 0.8119 0.0771 0.8894 0.106 Uiso calc R 1 . .
C C7 0.8673(4) 0.2391(4) 0.5948(3) 0.0447(8) Uani d . 1 . .
H H7A 0.8709 0.1389 0.6258 0.054 Uiso calc R 1 . .
H H7B 0.9768 0.2520 0.5902 0.054 Uiso calc R 1 . .
C C8 0.8484(5) 0.2876(4) 0.4479(3) 0.0452(8) Uani d . 1 . .
H H8A 0.8366 0.3890 0.4183 0.054 Uiso calc R 1 . .
H H8B 0.7446 0.2670 0.4494 0.054 Uiso calc R 1 . .
C C9 1.0015(5) 0.2162(4) 0.3426(4) 0.0565(10) Uani d . 1 . .
H H9A 1.1046 0.2375 0.3417 0.068 Uiso calc R 1 . .
H H9B 1.0137 0.1149 0.3740 0.068 Uiso calc R 1 . .
C C10 0.9891(6) 0.2596(5) 0.1937(4) 0.0698(12) Uani d . 1 . .
H H10A 1.0904 0.2107 0.1328 0.105 Uiso calc R 1 . .
H H10B 0.9796 0.3595 0.1607 0.105 Uiso calc R 1 . .
H H10C 0.8893 0.2364 0.1929 0.105 Uiso calc R 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'
Cu Cu 0.3201 1.2651 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 N1 C5 . . 113.3(2) ?
C7 N1 C2 . . 113.5(3) ?
C5 N1 C2 . . 114.8(3) ?
C7 N1 H1 . . 104.6 ?
C5 N1 H1 . . 104.6 ?
C2 N1 H1 . . 104.6 ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
Cl2 Cu1 Cl3 . . 99.48(5) ?
Cl2 Cu1 Cl1 . 2_676 146.21(6) ?
Cl3 Cu1 Cl1 . 2_676 96.22(5) ?
Cl2 Cu1 Cl1 . . 97.69(6) ?
Cl3 Cu1 Cl1 . . 143.17(5) ?
Cl1 Cu1 Cl1 2_676 . 87.01(5) ?
Cu1 Cl1 Cu1 2_676 . 92.99(5) ?
C1 C2 C3 . . 112.0(4) ?
C1 C2 N1 . . 113.3(3) ?
C3 C2 N1 . . 110.3(3) ?
C1 C2 H2A . . 107.0 ?
C3 C2 H2A . . 107.0 ?
N1 C2 H2A . . 107.0 ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C5 C4 H4A . . 109.5 ?
C5 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C5 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C4 . . 111.9(3) ?
C6 C5 N1 . . 113.9(3) ?
C4 C5 N1 . . 109.1(3) ?
C6 C5 H5A . . 107.2 ?
C4 C5 H5A . . 107.2 ?
N1 C5 H5A . . 107.2 ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N1 C7 C8 . . 115.2(3) ?
N1 C7 H7A . . 108.5 ?
C8 C7 H7A . . 108.5 ?
N1 C7 H7B . . 108.5 ?
C8 C7 H7B . . 108.5 ?
H7A C7 H7B . . 107.5 ?
C7 C8 C9 . . 111.6(3) ?
C7 C8 H8A . . 109.3 ?
C9 C8 H8A . . 109.3 ?
C7 C8 H8B . . 109.3 ?
C9 C8 H8B . . 109.3 ?
H8A C8 H8B . . 108.0 ?
C10 C9 C8 . . 114.0(3) ?
C10 C9 H9A . . 108.8 ?
C8 C9 H9A . . 108.8 ?
C10 C9 H9B . . 108.8 ?
C8 C9 H9B . . 108.8 ?
H9A C9 H9B . . 107.6 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 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
N1 C7 . 1.501(4) ?
N1 C5 . 1.525(4) ?
N1 C2 . 1.528(4) ?
N1 H1 . 0.9100 ?
C1 C2 . 1.506(5) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
Cu1 Cl2 . 2.1701(13) ?
Cu1 Cl3 . 2.2190(12) ?
Cu1 Cl1 2_676 2.2884(14) ?
Cu1 Cl1 . 2.3051(13) ?
Cl1 Cu1 2_676 2.2884(14) ?
C2 C3 . 1.515(5) ?
C2 H2A . 0.9800 ?
C3 H3A . 0.9600 ?
C3 H3B . 0.9600 ?
C3 H3C . 0.9600 ?
C4 C5 . 1.519(5) ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 C6 . 1.518(5) ?
C5 H5A . 0.9800 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C7 C8 . 1.508(4) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.511(5) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.509(5) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
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
_geom_hbond_publ_flag
N1 H1 Cl3 . 0.91 2.44 3.336(3) 168 y
C2 H2A Cl3 2_666 0.98 2.82 3.668(5) 146 y
C5 H5A Cl2 2_667 0.98 2.64 3.511(4) 149 y
C8 H8A Cl3 . 0.97 2.78 3.617(4) 144 y
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Cl2 Cu1 Cl1 Cu1 . . . 2_676 146.38(6) ?
Cl3 Cu1 Cl1 Cu1 . . . 2_676 -96.39(7) ?
Cl1 Cu1 Cl1 Cu1 2_676 . . 2_676 0.0 ?
C7 N1 C2 C1 . . . . 70.5(4) ?
C5 N1 C2 C1 . . . . -62.1(4) ?
C7 N1 C2 C3 . . . . -163.1(3) ?
C5 N1 C2 C3 . . . . 64.3(4) ?
C7 N1 C5 C6 . . . . -40.5(4) ?
C2 N1 C5 C6 . . . . 92.1(4) ?
C7 N1 C5 C4 . . . . 85.3(4) ?
C2 N1 C5 C4 . . . . -142.1(3) ?
C5 N1 C7 C8 . . . . -163.7(3) ?
C2 N1 C7 C8 . . . . 63.0(4) ?
N1 C7 C8 C9 . . . . 175.3(3) ?
C7 C8 C9 C10 . . . . 179.4(3) ?
