#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/51/2235121.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_2235121
loop_
_publ_author_name
'Starosta, Radosław'
'Komarnicka, Urszula K.'
'Nagaj, Justyna'
'Stokowa-Sołtys, Kamila'
'Bykowska, Aleksandra'
_publ_section_title
;
 Di-μ-iodido-bis[(dimethyl
 2,2'-biquinoline-4,4'-dicarboxylate-κ²N,N')copper(I)]
;
_journal_coeditor_code           KP2406
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m756
_journal_page_last               m757
_journal_paper_doi               10.1107/S1600536812020843
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu2 I2 (C22 H16 N2 O4)2]'
_chemical_formula_moiety         'C44 H32 Cu2 I2 N4 O8'
_chemical_formula_sum            'C44 H32 Cu2 I2 N4 O8'
_chemical_formula_weight         1125.62
_chemical_name_systematic
;
Di-μ-iodido-bis[(dimethyl 2,2'-biquinoline-4,4'-dicarboxylate-
κ²N,N')copper(I)]
;
_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                96.59(3)
_cell_angle_beta                 102.49(3)
_cell_angle_gamma                103.51(3)
_cell_formula_units_Z            1
_cell_length_a                   8.792(3)
_cell_length_b                   9.157(3)
_cell_length_c                   12.865(4)
_cell_measurement_reflns_used    11359
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.80
_cell_measurement_theta_min      2.89
_cell_volume                     968.2(6)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2006)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2006)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2006)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Kuma KM-4-CCD κ-geometry'
_diffrn_measurement_method       ω
_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  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15308
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.90
_exptl_absorpt_coefficient_mu    2.760
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_correction_T_min  0.466
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlis RED (Oxford Diffraction, 2006), based on expressions derived
by Clark & Reid (1995)]
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.89
_refine_diff_density_min         -1.16
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         5471
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0400P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0647
_reflns_number_gt                4606
_reflns_number_total             5471
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            kp2406.cif
_cod_data_source_block           I
_cod_original_cell_volume        968.2(5)
_cod_database_code               2235121
_cod_database_fobs_code          2235121
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_symmetry_multiplicity
Cu Cu1 0.34262(3) -0.02511(3) 0.49564(2) 0.01649(7) Uani d . 1 1
I I1 0.495174(17) 0.240323(17) 0.478225(12) 0.01826(5) Uani d . 1 1
N N1A 0.1380(2) -0.1629(2) 0.38141(15) 0.0142(3) Uani d . 1 1
C C2A 0.0293(3) -0.2436(3) 0.42433(18) 0.0153(4) Uani d . 1 1
C C3A -0.0976(3) -0.3688(3) 0.36264(18) 0.0172(4) Uani d . 1 1
H H3A -0.1715 -0.4265 0.3963 0.021 Uiso calc R 1 1
C C4A -0.1132(3) -0.4064(3) 0.25341(18) 0.0165(4) Uani d . 1 1
C C5A -0.0028(3) -0.3491(3) 0.09277(18) 0.0191(4) Uani d . 1 1
H H5A -0.0859 -0.4295 0.0451 0.023 Uiso calc R 1 1
C C6A 0.1133(3) -0.2621(3) 0.05366(19) 0.0204(5) Uani d . 1 1
H H6A 0.1111 -0.2840 -0.0207 0.024 Uiso calc R 1 1
C C7A 0.2367(3) -0.1399(3) 0.12198(19) 0.0200(5) Uani d . 1 1
H H7A 0.3155 -0.0795 0.0932 0.024 Uiso calc R 1 1
C C8A 0.2426(3) -0.1086(3) 0.22991(19) 0.0178(4) Uani d . 1 1
H H8A 0.3256 -0.0265 0.2759 0.021 Uiso calc R 1 1
C C9A 0.1252(3) -0.1986(2) 0.27237(18) 0.0150(4) Uani d . 1 1
C C10A -0.0005(3) -0.3205(3) 0.20414(18) 0.0158(4) Uani d . 1 1
C C11A -0.2508(3) -0.5363(3) 0.18690(19) 0.0190(4) Uani d . 1 1
O O11A -0.3182(2) -0.5417(2) 0.09388(14) 0.0281(4) Uani d . 1 1
O O12A -0.28999(19) -0.64555(19) 0.24393(14) 0.0212(3) Uani d . 1 1
C C12A -0.4228(3) -0.7757(3) 0.1849(2) 0.0245(5) Uani d . 1 1
H H12D -0.5155 -0.7399 0.1519 0.037 Uiso calc R 1 1
H H12E -0.4536 -0.8435 0.2349 0.037 Uiso calc R 1 1
H H12F -0.3887 -0.8313 0.1283 0.037 Uiso calc R 1 1
N N1B 0.1763(2) -0.0732(2) 0.58953(15) 0.0144(3) Uani d . 1 1
C C2B 0.0491(2) -0.1915(3) 0.54192(17) 0.0140(4) Uani d . 1 1
C C3B -0.0588(3) -0.2629(3) 0.59879(18) 0.0154(4) Uani d . 1 1
H H3B -0.1447 -0.3501 0.5632 0.019 Uiso calc R 1 1
C C4B -0.0395(3) -0.2061(3) 0.70607(18) 0.0155(4) Uani d . 1 1
C C5B 0.1212(3) -0.0045(3) 0.86815(18) 0.0169(4) Uani d . 1 1
H H5B 0.0512 -0.0429 0.9113 0.020 Uiso calc R 1 1
C C6B 0.2517(3) 0.1184(3) 0.91204(18) 0.0193(4) Uani d . 1 1
H H6B 0.2709 0.1642 0.9854 0.023 Uiso calc R 1 1
C C7B 0.3583(3) 0.1782(3) 0.85011(19) 0.0188(4) Uani d . 1 1
H H7B 0.4489 0.2630 0.8821 0.023 Uiso calc R 1 1
C C8B 0.3309(3) 0.1139(3) 0.74412(18) 0.0176(4) Uani d . 1 1
H H8B 0.4023 0.1548 0.7025 0.021 Uiso calc R 1 1
C C9B 0.1967(3) -0.0135(3) 0.69604(18) 0.0153(4) Uani d . 1 1
C C10B 0.0894(3) -0.0752(2) 0.75828(17) 0.0145(4) Uani d . 1 1
C C11B -0.1583(3) -0.2831(3) 0.76375(18) 0.0163(4) Uani d . 1 1
O O11B -0.1970(2) -0.2197(2) 0.83756(14) 0.0220(4) Uani d . 1 1
O O12B -0.2166(2) -0.43175(19) 0.72286(14) 0.0210(3) Uani d . 1 1
C C12B -0.3430(3) -0.5141(3) 0.7667(2) 0.0241(5) Uani d . 1 1
H H12A -0.3126 -0.4851 0.8456 0.036 Uiso calc R 1 1
H H12B -0.3575 -0.6240 0.7470 0.036 Uiso calc R 1 1
H H12C -0.4443 -0.4890 0.7371 0.036 Uiso calc R 1 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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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_3
_geom_angle
N1A Cu1 N1B . 78.10(8)
N1A Cu1 I1 . 124.55(6)
N1B Cu1 I1 . 125.61(6)
N1A Cu1 I1 2_656 96.95(6)
N1B Cu1 I1 2_656 103.46(6)
I1 Cu1 I1 2_656 118.85(3)
Cu1 I1 Cu1 2_656 61.15(3)
C2A N1A C9A . 119.28(19)
C2A N1A Cu1 . 113.75(15)
C9A N1A Cu1 . 125.41(15)
N1A C2A C3A . 122.3(2)
N1A C2A C2B . 115.21(19)
C3A C2A C2B . 122.5(2)
C4A C3A C2A . 119.4(2)
C4A C3A H3A . 120.3
C2A C3A H3A . 120.3
C3A C4A C10A . 119.8(2)
C3A C4A C11A . 119.7(2)
C10A C4A C11A . 120.5(2)
C6A C5A C10A . 120.6(2)
C6A C5A H5A . 119.7
C10A C5A H5A . 119.7
C5A C6A C7A . 121.1(2)
C5A C6A H6A . 119.5
C7A C6A H6A . 119.5
C8A C7A C6A . 120.0(2)
C8A C7A H7A . 120.0
C6A C7A H7A . 120.0
C7A C8A C9A . 119.8(2)
C7A C8A H8A . 120.1
C9A C8A H8A . 120.1
N1A C9A C8A . 117.3(2)
N1A C9A C10A . 122.1(2)
C8A C9A C10A . 120.6(2)
C9A C10A C5A . 117.9(2)
C9A C10A C4A . 117.1(2)
C5A C10A C4A . 125.0(2)
O11A C11A O12A . 123.9(2)
O11A C11A C4A . 124.7(2)
O12A C11A C4A . 111.4(2)
C11A O12A C12A . 114.73(19)
O12A C12A H12D . 109.5
O12A C12A H12E . 109.5
H12D C12A H12E . 109.5
O12A C12A H12F . 109.5
H12D C12A H12F . 109.5
H12E C12A H12F . 109.5
C2B N1B C9B . 118.65(19)
C2B N1B Cu1 . 113.28(14)
C9B N1B Cu1 . 127.25(15)
N1B C2B C3B . 122.3(2)
N1B C2B C2A . 115.52(19)
C3B C2B C2A . 122.14(19)
C4B C3B C2B . 119.9(2)
C4B C3B H3B . 120.1
C2B C3B H3B . 120.1
C3B C4B C10B . 119.5(2)
C3B C4B C11B . 118.5(2)
C10B C4B C11B . 121.9(2)
C6B C5B C10B . 120.6(2)
C6B C5B H5B . 119.7
C10B C5B H5B . 119.7
C5B C6B C7B . 121.1(2)
C5B C6B H6B . 119.4
C7B C6B H6B . 119.4
C8B C7B C6B . 119.9(2)
C8B C7B H7B . 120.0
C6B C7B H7B . 120.0
C7B C8B C9B . 120.4(2)
C7B C8B H8B . 119.8
C9B C8B H8B . 119.8
N1B C9B C8B . 117.5(2)
N1B C9B C10B . 122.5(2)
C8B C9B C10B . 120.0(2)
C4B C10B C5B . 125.0(2)
C4B C10B C9B . 117.0(2)
C5B C10B C9B . 118.0(2)
O11B C11B O12B . 124.0(2)
O11B C11B C4B . 124.8(2)
O12B C11B C4B . 111.19(19)
C11B O12B C12B . 115.55(18)
O12B C12B H12A . 109.5
O12B C12B H12B . 109.5
H12A C12B H12B . 109.5
O12B C12B H12C . 109.5
H12A C12B H12C . 109.5
H12B C12B H12C . 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 N1A . 2.088(2) yes
Cu1 N1B . 2.092(2) yes
Cu1 I1 . 2.5473(10) yes
Cu1 I1 2_656 2.6996(9) yes
Cu1 Cu1 2_656 2.6723(11) yes
I1 Cu1 2_656 2.6997(9) ?
N1A C2A . 1.325(3) ?
N1A C9A . 1.377(3) ?
C2A C3A . 1.414(3) ?
C2A C2B . 1.493(3) ?
C3A C4A . 1.377(3) ?
C3A H3A . 0.9500 ?
C4A C10A . 1.423(3) ?
C4A C11A . 1.502(3) ?
C5A C6A . 1.366(3) ?
C5A C10A . 1.421(3) ?
C5A H5A . 0.9500 ?
C6A C7A . 1.412(3) ?
C6A H6A . 0.9500 ?
C7A C8A . 1.372(3) ?
C7A H7A . 0.9500 ?
C8A C9A . 1.412(3) ?
C8A H8A . 0.9500 ?
C9A C10A . 1.420(3) ?
C11A O11A . 1.205(3) ?
C11A O12A . 1.332(3) ?
O12A C12A . 1.455(3) ?
C12A H12D . 0.9800 ?
C12A H12E . 0.9800 ?
C12A H12F . 0.9800 ?
N1B C2B . 1.336(3) ?
N1B C9B . 1.373(3) ?
C2B C3B . 1.408(3) ?
C3B C4B . 1.377(3) ?
C3B H3B . 0.9500 ?
C4B C10B . 1.422(3) ?
C4B C11B . 1.500(3) ?
C5B C6B . 1.368(3) ?
C5B C10B . 1.425(3) ?
C5B H5B . 0.9500 ?
C6B C7B . 1.413(3) ?
C6B H6B . 0.9500 ?
C7B C8B . 1.368(3) ?
C7B H7B . 0.9500 ?
C8B C9B . 1.419(3) ?
C8B H8B . 0.9500 ?
C9B C10B . 1.426(3) ?
C11B O11B . 1.208(3) ?
C11B O12B . 1.336(3) ?
O12B C12B . 1.448(3) ?
C12B H12A . 0.9800 ?
C12B H12B . 0.9800 ?
C12B H12C . 0.9800 ?
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
N1A Cu1 I1 Cu1 . 2_656 -123.16(7)
N1B Cu1 I1 Cu1 . 2_656 136.17(7)
I1 Cu1 I1 Cu1 2_656 2_656 0.0
N1B Cu1 N1A C2A . . -17.89(15)
I1 Cu1 N1A C2A . . -143.16(14)
I1 Cu1 N1A C2A 2_656 . 84.46(15)
N1B Cu1 N1A C9A . . 176.59(19)
I1 Cu1 N1A C9A . . 51.33(19)
I1 Cu1 N1A C9A 2_656 . -81.05(18)
C9A N1A C2A C3A . . 1.9(3)
Cu1 N1A C2A C3A . . -164.62(17)
C9A N1A C2A C2B . . -177.27(19)
Cu1 N1A C2A C2B . . 16.2(2)
N1A C2A C3A C4A . . -2.1(3)
C2B C2A C3A C4A . . 177.0(2)
C2A C3A C4A C10A . . 0.9(3)
C2A C3A C4A C11A . . -178.1(2)
C10A C5A C6A C7A . . -1.2(4)
C5A C6A C7A C8A . . 1.0(4)
C6A C7A C8A C9A . . 0.0(3)
C2A N1A C9A C8A . . 179.3(2)
Cu1 N1A C9A C8A . . -15.9(3)
C2A N1A C9A C10A . . -0.5(3)
Cu1 N1A C9A C10A . . 164.31(16)
C7A C8A C9A N1A . . 179.4(2)
C7A C8A C9A C10A . . -0.8(3)
N1A C9A C10A C5A . . -179.6(2)
C8A C9A C10A C5A . . 0.6(3)
N1A C9A C10A C4A . . -0.6(3)
C8A C9A C10A C4A . . 179.5(2)
C6A C5A C10A C9A . . 0.4(3)
C6A C5A C10A C4A . . -178.5(2)
C3A C4A C10A C9A . . 0.4(3)
C11A C4A C10A C9A . . 179.4(2)
C3A C4A C10A C5A . . 179.3(2)
C11A C4A C10A C5A . . -1.7(3)
C3A C4A C11A O11A . . 146.9(3)
C10A C4A C11A O11A . . -32.1(4)
C3A C4A C11A O12A . . -32.9(3)
C10A C4A C11A O12A . . 148.1(2)
O11A C11A O12A C12A . . 0.2(3)
C4A C11A O12A C12A . . 179.96(18)
N1A Cu1 N1B C2B . . 16.69(15)
I1 Cu1 N1B C2B . . 140.88(14)
I1 Cu1 N1B C2B 2_656 . -77.71(15)
N1A Cu1 N1B C9B . . -173.9(2)
I1 Cu1 N1B C9B . . -49.7(2)
I1 Cu1 N1B C9B 2_656 . 91.69(18)
C9B N1B C2B C3B . . -4.1(3)
Cu1 N1B C2B C3B . . 166.34(17)
C9B N1B C2B C2A . . 176.24(19)
Cu1 N1B C2B C2A . . -13.4(2)
N1A C2A C2B N1B . . -1.9(3)
C3A C2A C2B N1B . . 179.0(2)
N1A C2A C2B C3B . . 178.4(2)
C3A C2A C2B C3B . . -0.7(3)
N1B C2B C3B C4B . . 3.3(3)
C2A C2B C3B C4B . . -177.0(2)
C2B C3B C4B C10B . . 0.2(3)
C2B C3B C4B C11B . . 178.9(2)
C10B C5B C6B C7B . . -0.1(4)
C5B C6B C7B C8B . . 0.6(4)
C6B C7B C8B C9B . . -0.5(4)
C2B N1B C9B C8B . . -178.8(2)
Cu1 N1B C9B C8B . . 12.3(3)
C2B N1B C9B C10B . . 1.5(3)
Cu1 N1B C9B C10B . . -167.44(16)
C7B C8B C9B N1B . . -179.7(2)
C7B C8B C9B C10B . . 0.0(3)
C3B C4B C10B C5B . . 179.2(2)
C11B C4B C10B C5B . . 0.6(3)
C3B C4B C10B C9B . . -2.6(3)
C11B C4B C10B C9B . . 178.8(2)
C6B C5B C10B C4B . . 177.8(2)
C6B C5B C10B C9B . . -0.4(3)
N1B C9B C10B C4B . . 1.8(3)
C8B C9B C10B C4B . . -177.9(2)
N1B C9B C10B C5B . . -179.8(2)
C8B C9B C10B C5B . . 0.4(3)
C3B C4B C11B O11B . . -149.8(2)
C10B C4B C11B O11B . . 28.8(3)
C3B C4B C11B O12B . . 30.2(3)
C10B C4B C11B O12B . . -151.2(2)
O11B C11B O12B C12B . . 5.1(3)
C4B C11B O12B C12B . . -174.87(19)
