#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/46/2014641.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_2014641
loop_
_publ_author_name
'Goreshnik, Evgeny'
'Schollmeyer, Dieter'
'Mys'kiv, Marian'
_publ_section_title
catena-Poly[bis[(η²-1-allyl-3-aminopyridinium)copper(I)]-di-μ-chloro-copper(I)-di-μ-chloro-copper(I)-di-μ-chloro]
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m127
_journal_page_last               m129
_journal_paper_doi               10.1107/S0108270105000806
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Cu4 Cl6 (C8 H11 N2)2]'
_chemical_formula_moiety         'C16 H12 Cl6 Cu4 N4'
_chemical_formula_sum            'C16 H12 Cl6 Cu4 N4'
_chemical_formula_weight         737.24
_chemical_name_systematic
;catena-Poly[bis{[η²-3-(3-amino-1-pyridinio)propene]copper(I)}-di-μ-chloro-
copper(I)-di-μ-chloro-copper(I)-di-μ-chloro]
;
_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                102.177(16)
_cell_angle_beta                 104.587(12)
_cell_angle_gamma                113.166(13)
_cell_formula_units_Z            1
_cell_length_a                   8.4148(12)
_cell_length_b                   8.7310(16)
_cell_length_c                   9.8916(16)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      45
_cell_measurement_theta_min      35
_cell_volume                     606.1(2)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'Corinc (Dräger & Gattow, 1971)'
_computing_molecular_graphics    'Diamond (Bergerhoff, 1996)'
_computing_publication_material  'enCIFer (Allen et al., 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       θ/2ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1059
_diffrn_reflns_av_sigmaI/netI    0.0383
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2615
_diffrn_reflns_theta_full        73.35
_diffrn_reflns_theta_max         73.35
_diffrn_reflns_theta_min         4.93
_diffrn_standards_decay_%        5
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    10.141
_exptl_absorpt_correction_T_max  0.696
_exptl_absorpt_correction_T_min  0.19
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(de Meulenaer & Tompa, 1965)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.020
_exptl_crystal_density_meas      2.000
_exptl_crystal_density_method    flotation
_exptl_crystal_description       plate
_exptl_crystal_F_000             364
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.278
_refine_diff_density_min         -0.954
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2443
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0600
_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)+(0.1252P)²+0.1886P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.1633
_refine_ls_wR_factor_ref         0.1747
_reflns_number_gt                2004
_reflns_number_total             2443
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa1102.cif
_cod_data_source_block           I
_cod_database_code               2014641
_cod_database_fobs_code          2014641
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.37372(10) 0.08635(10) 0.55036(8) 0.0357(3) Uani d . 1 . . Cu
Cu2 0.83984(13) 0.32969(13) 0.47343(11) 0.0541(3) Uani d . 1 . . Cu
Cl1 0.67770(15) 0.28543(16) 0.64312(13) 0.0356(3) Uani d . 1 . . Cl
Cl2 0.68444(17) 0.04525(17) 0.28167(13) 0.0413(3) Uani d . 1 . . Cl
Cl3 0.83960(16) 0.55051(16) 0.37308(14) 0.0389(3) Uani d . 1 . . Cl
N1 0.2456(5) 0.2954(5) 0.2040(4) 0.0320(8) Uani d . 1 . . N
C2 0.0691(7) 0.2630(7) 0.1697(5) 0.0375(10) Uani d . 1 . . C
H2 0.0103 0.2350 0.2356 0.045 Uiso calc R 1 . . H
C3 -0.0290(7) 0.2704(7) 0.0370(6) 0.0394(11) Uani d . 1 . . C
C4 0.0648(9) 0.3151(8) -0.0560(6) 0.0507(14) Uani d . 1 . . C
H4 0.0059 0.3270 -0.1433 0.061 Uiso calc R 1 . . H
C5 0.2467(10) 0.3425(10) -0.0204(7) 0.0614(18) Uani d . 1 . . C
H5 0.3082 0.3688 -0.0851 0.074 Uiso calc R 1 . . H
C6 0.3352(8) 0.3305(9) 0.1112(6) 0.0489(14) Uani d . 1 . . C
H6 0.4563 0.3466 0.1355 0.059 Uiso calc R 1 . . H
N7 -0.2074(8) 0.2375(9) 0.0043(6) 0.0629(15) Uani d . 1 . . N
H7A -0.2639 0.2213 -0.0841 0.076 Uiso d R 1 . . H
H7B -0.2432 0.2122 0.0814 0.076 Uiso d R 1 . . H
C8 0.3429(6) 0.2873(6) 0.3489(5) 0.0319(9) Uani d . 1 . . C
H8A 0.3258 0.3572 0.4288 0.038 Uiso calc R 1 . . H
H8B 0.4753 0.3370 0.3691 0.038 Uiso calc R 1 . . H
C9 0.2662(6) 0.0981(6) 0.3431(5) 0.0311(9) Uani d . 1 . . C
H9 0.3168 0.0295 0.3054 0.037 Uiso calc R 1 . . H
C10 0.1274(7) 0.0235(7) 0.3901(5) 0.0350(10) Uani d . 1 . . C
H10A 0.0749 0.0897 0.4281 0.042 Uiso calc R 1 . . H
H10B 0.0840 -0.0943 0.3845 0.042 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0288(4) 0.0416(5) 0.0373(4) 0.0128(3) 0.0123(3) 0.0222(3)
Cu2 0.0447(5) 0.0533(6) 0.0653(6) 0.0175(4) 0.0214(4) 0.0326(5)
Cl1 0.0250(5) 0.0389(6) 0.0410(6) 0.0095(5) 0.0124(4) 0.0212(5)
Cl2 0.0356(6) 0.0434(7) 0.0396(6) 0.0088(5) 0.0152(5) 0.0228(5)
Cl3 0.0270(6) 0.0406(6) 0.0487(6) 0.0099(5) 0.0140(5) 0.0269(5)
N1 0.030(2) 0.0293(19) 0.0306(18) 0.0053(16) 0.0117(16) 0.0168(15)
C2 0.037(3) 0.042(3) 0.035(2) 0.016(2) 0.015(2) 0.020(2)
C3 0.039(3) 0.035(2) 0.036(2) 0.014(2) 0.006(2) 0.013(2)
C4 0.059(4) 0.050(3) 0.033(2) 0.018(3) 0.007(2) 0.023(2)
C5 0.055(4) 0.082(5) 0.043(3) 0.017(3) 0.022(3) 0.039(3)
C6 0.033(3) 0.064(4) 0.047(3) 0.012(3) 0.018(2) 0.030(3)
N7 0.048(3) 0.091(4) 0.051(3) 0.036(3) 0.008(2) 0.034(3)
C8 0.024(2) 0.033(2) 0.031(2) 0.0058(18) 0.0074(17) 0.0148(17)
C9 0.032(2) 0.035(2) 0.033(2) 0.0170(19) 0.0114(18) 0.0206(18)
C10 0.031(2) 0.031(2) 0.040(2) 0.0100(19) 0.0096(19) 0.021(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
C10 Cu1 C9 . . 38.15(19) yes
C10 Cu1 Cl1 . . 140.52(14) no
C9 Cu1 Cl1 . . 105.51(14) no
C10 Cu1 Cl2 . 2_656 109.63(14) no
C9 Cu1 Cl2 . 2_656 146.35(14) ?
Cl1 Cu1 Cl2 . 2_656 108.12(5) yes
Cl3 Cu2 Cl2 . . 110.82(6) yes
Cl3 Cu2 Cl3 . 2_766 103.01(5) yes
Cl2 Cu2 Cl3 . 2_766 119.73(6) yes
Cl3 Cu2 Cl1 . . 115.89(6) yes
Cl2 Cu2 Cl1 . . 103.51(5) yes
Cl3 Cu2 Cl1 2_766 . 104.32(5) yes
Cl3 Cu2 Cu2 . 2_766 52.18(4) no
Cl2 Cu2 Cu2 . 2_766 133.23(6) no
Cl3 Cu2 Cu2 2_766 2_766 50.83(4) no
Cl1 Cu2 Cu2 . 2_766 123.23(7) no
Cu1 Cl1 Cu2 . . 118.67(6) no
Cu1 Cl2 Cu2 2_656 . 89.96(5) no
Cu2 Cl3 Cu2 . 2_766 76.99(5) no
C2 N1 C6 . . 121.9(4) no
C2 N1 C8 . . 118.4(4) yes
C6 N1 C8 . . 119.6(4) yes
N1 C2 C3 . . 121.3(5) no
N1 C2 H2 . . 119.3 no
C3 C2 H2 . . 119.3 no
N7 C3 C4 . . 122.3(5) no
N7 C3 C2 . . 120.5(5) no
C4 C3 C2 . . 117.2(5) no
C3 C4 C5 . . 120.5(5) no
C3 C4 H4 . . 119.8 no
C5 C4 H4 . . 119.8 no
C6 C5 C4 . . 119.5(6) no
C6 C5 H5 . . 120.3 no
C4 C5 H5 . . 120.3 no
N1 C6 C5 . . 119.4(5) no
N1 C6 H6 . . 120.3 no
C5 C6 H6 . . 120.3 no
C3 N7 H7A . . 114.6 no
C3 N7 H7B . . 108.7 no
H7A N7 H7B . . 134.7 no
N1 C8 C9 . . 109.9(4) yes
N1 C8 H8A . . 109.7 no
C9 C8 H8A . . 109.7 no
N1 C8 H8B . . 109.7 no
C9 C8 H8B . . 109.7 no
H8A C8 H8B . . 108.2 no
C10 C9 C8 . . 122.8(4) yes
C10 C9 H9 . . 118.6 no
C8 C9 H9 . . 118.6 no
C10 C9 Cu1 . . 70.3(3) no
C8 C9 Cu1 . . 110.6(3) no
C9 C10 Cu1 . . 71.6(3) no
C9 C10 H10A . . 120.0 no
Cu1 C10 H10A . . 109.5 no
C9 C10 H10B . . 120.0 no
Cu1 C10 H10B . . 89.0 no
H10A C10 H10B . . 120.0 no
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 C10 . 2.048(5) yes
Cu1 C9 . 2.064(4) yes
Cu1 Cl1 . 2.2478(14) yes
Cu1 Cl2 2_656 2.2568(14) yes
Cu2 Cl3 . 2.3477(15) yes
Cu2 Cl2 . 2.3841(18) yes
Cu2 Cl3 2_766 2.3922(16) yes
Cu2 Cl1 . 2.4167(15) yes
Cu2 Cu2 2_766 2.9506(19) no
N1 C2 . 1.333(7) no
N1 C6 . 1.338(7) no
N1 C8 . 1.492(5) yes
C2 C3 . 1.392(7) no
C2 H2 . 0.9300 no
C3 N7 . 1.348(8) no
C3 C4 . 1.378(8) no
C4 C5 . 1.389(10) no
C4 H4 . 0.9300 no
C5 C6 . 1.375(8) no
C5 H5 . 0.9300 no
C6 H6 . 0.9300 no
N7 H7A . 0.8344 no
N7 H7B . 0.9251 no
C8 C9 . 1.501(6) yes
C8 H8A . 0.9700 no
C8 H8B . 0.9700 no
C9 C10 . 1.344(7) yes
C9 H9 . 0.9300 no
C10 H10A . 0.9300 no
C10 H10B . 0.9300 no
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
N7 H7A Cl1 1_454 0.83 2.83 3.618(5) 158
N7 H7B Cl2 1_455 0.93 2.75 3.629(6) 160
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
_geom_torsion_publ_flag
C10 Cu1 Cl1 Cu2 . . -52.9(3) no
C9 Cu1 Cl1 Cu2 . . -34.05(16) no
Cl2 Cu1 Cl1 Cu2 2_656 . 144.79(6) no
Cl3 Cu2 Cl1 Cu1 . . 90.30(8) no
Cl2 Cu2 Cl1 Cu1 . . -31.23(8) no
Cl3 Cu2 Cl1 Cu1 2_766 . -157.23(6) no
Cu2 Cu2 Cl1 Cu1 2_766 . 150.51(6) no
Cl3 Cu2 Cl2 Cu1 . 2_656 -156.23(6) no
Cl3 Cu2 Cl2 Cu1 2_766 2_656 84.13(6) no
Cl1 Cu2 Cl2 Cu1 . 2_656 -31.35(6) no
Cu2 Cu2 Cl2 Cu1 2_766 2_656 146.65(7) no
Cl2 Cu2 Cl3 Cu2 . 2_766 -129.23(7) no
Cl3 Cu2 Cl3 Cu2 2_766 2_766 0.0 no
Cl1 Cu2 Cl3 Cu2 . 2_766 113.23(7) no
C6 N1 C2 C3 . . -2.3(8) no
C8 N1 C2 C3 . . 179.3(5) no
N1 C2 C3 N7 . . -179.9(5) no
N1 C2 C3 C4 . . -1.0(8) no
N7 C3 C4 C5 . . -177.9(7) no
C2 C3 C4 C5 . . 3.1(9) no
C3 C4 C5 C6 . . -2.2(11) no
C2 N1 C6 C5 . . 3.3(9) no
C8 N1 C6 C5 . . -178.3(6) no
C4 C5 C6 N1 . . -1.1(11) no
C2 N1 C8 C9 . . 71.2(6) yes
C6 N1 C8 C9 . . -107.3(5) yes
N1 C8 C9 C10 . . -93.3(5) yes
N1 C8 C9 Cu1 . . -172.6(3) no
Cl1 Cu1 C9 C10 . . -160.6(3) yes
Cl2 Cu1 C9 C10 2_656 . 21.4(4) yes
C10 Cu1 C9 C8 . . 118.6(5) no
Cl1 Cu1 C9 C8 . . -42.0(3) no
Cl2 Cu1 C9 C8 2_656 . 140.0(3) no
C8 C9 C10 Cu1 . . -102.3(4) no
Cl1 Cu1 C10 C9 . . 30.2(4) no
Cl2 Cu1 C10 C9 2_656 . -167.6(3) no
