#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:04:16 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179824 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/20/7012028.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7012028
loop_
_publ_author_name
'Richardson, Chris'
'Steel, Peter J.'
_publ_section_title
;
 Benzotriazole as a structural component in chelating and bridging
 heterocyclic ligands; ruthenium, palladium, copper and silver
 complexes
;
_journal_issue                   5
_journal_name_full               'Dalton Transactions'
_journal_page_first              992
_journal_paper_doi               10.1039/b206990c
_journal_year                    2003
_chemical_formula_sum            'C24 H20 Cl4 Cu2 N8'
_chemical_formula_weight         689.36
_chemical_name_systematic
; 
? 
;
_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                 119.217(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.390(2)
_cell_length_b                   21.467(6)
_cell_length_c                   8.328(2)
_cell_measurement_temperature    168(2)
_cell_volume                     1309.1(6)
_computing_cell_refinement       'SAINT (Siemens, 1999)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1999)'
_computing_molecular_graphics    XP
_computing_publication_material  Xcif
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      168(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Siemens SMART CCD'
_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  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0115
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            16369
_diffrn_reflns_theta_full        26.44
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_min         2.78
_exptl_absorpt_coefficient_mu    2.065
_exptl_absorpt_correction_T_max  0.8047
_exptl_absorpt_correction_T_min  0.3963
_exptl_absorpt_correction_type   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.749
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2663
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0225
_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)+(0.0264P)²+1.3515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0570
_refine_ls_wR_factor_ref         0.0579
_reflns_number_gt                2483
_reflns_number_total             2663
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b206990c.txt
_cod_data_source_block           3cr40(complex18)
_cod_original_cell_volume        1309.0(6)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7012028
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_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.47269(3) 0.603771(10) 0.93756(3) 0.01751(8) Uani 1 1 d . . .
Cl1 Cl 0.36446(6) 0.62705(2) 1.13425(7) 0.02484(11) Uani 1 1 d . . .
Cl2 Cl 0.44193(7) 0.62787(2) 0.66074(7) 0.02676(12) Uani 1 1 d . . .
N1 N 0.8676(2) 0.53785(7) 1.1214(2) 0.0164(3) Uani 1 1 d . . .
N2 N 0.6997(2) 0.51530(7) 1.0683(2) 0.0183(3) Uani 1 1 d . . .
N3 N 0.7179(2) 0.46410(7) 1.1623(2) 0.0182(3) Uani 1 1 d . . .
C3A C 0.9006(2) 0.45303(8) 1.2792(2) 0.0169(4) Uani 1 1 d . . .
C4 C 0.9920(3) 0.40408(9) 1.4026(3) 0.0212(4) Uani 1 1 d . . .
H4 H 0.9279 0.3707 1.4202 0.025 Uiso 1 1 calc R . .
C5 C 1.1801(3) 0.40741(9) 1.4965(3) 0.0236(4) Uani 1 1 d . . .
H5 H 1.2472 0.3750 1.5800 0.028 Uiso 1 1 calc R . .
C6 C 1.2767(3) 0.45734(10) 1.4730(3) 0.0238(4) Uani 1 1 d . . .
H6 H 1.4062 0.4578 1.5436 0.029 Uiso 1 1 calc R . .
C7 C 1.1900(3) 0.50516(9) 1.3517(3) 0.0204(4) Uani 1 1 d . . .
H7 H 1.2549 0.5385 1.3350 0.024 Uiso 1 1 calc R . .
C7A C 0.9987(2) 0.50126(8) 1.2542(2) 0.0160(3) Uani 1 1 d . . .
C10 C 0.8901(3) 0.59322(8) 1.0321(3) 0.0179(4) Uani 1 1 d . . .
H10A H 0.8038 0.5909 0.8983 0.021 Uiso 1 1 calc R . .
H10B H 1.0155 0.5937 1.0494 0.021 Uiso 1 1 calc R . .
N1' N 0.6833(2) 0.66527(7) 1.0664(2) 0.0166(3) Uani 1 1 d . . .
C2' C 0.8572(2) 0.65296(8) 1.1072(2) 0.0163(3) Uani 1 1 d . . .
C3' C 1.0002(3) 0.69392(9) 1.2070(3) 0.0218(4) Uani 1 1 d . . .
H3' H 1.1217 0.6831 1.2380 0.026 Uiso 1 1 calc R . .
C4' C 0.9632(3) 0.75097(10) 1.2611(3) 0.0268(4) Uani 1 1 d . . .
H4' H 1.0588 0.7795 1.3312 0.032 Uiso 1 1 calc R . .
C5' C 0.7838(3) 0.76516(9) 1.2102(3) 0.0259(4) Uani 1 1 d . . .
H5' H 0.7535 0.8046 1.2394 0.031 Uiso 1 1 calc R . .
C6' C 0.6489(3) 0.72120(9) 1.1163(3) 0.0214(4) Uani 1 1 d . . .
H6' H 0.5268 0.7309 1.0858 0.026 Uiso 1 1 calc R . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N1' 172.80(6) 3_667 . ?
N3 Cu1 Cl2 94.14(5) 3_667 . ?
N1' Cu1 Cl2 91.53(5) . . ?
N3 Cu1 Cl1 86.63(5) 3_667 . ?
N1' Cu1 Cl1 91.53(5) . . ?
Cl2 Cu1 Cl1 142.91(2) . . ?
N2 N1 C7A 111.09(15) . . ?
N2 N1 C10 120.03(15) . . ?
C7A N1 C10 128.82(15) . . ?
N3 N2 N1 107.90(14) . . ?
N2 N3 C3A 109.30(15) . . ?
N2 N3 Cu1 121.34(12) . 3_667 ?
C3A N3 Cu1 123.45(12) . 3_667 ?
N3 C3A C7A 107.43(16) . . ?
N3 C3A C4 131.82(17) . . ?
C7A C3A C4 120.71(17) . . ?
C5 C4 C3A 116.13(18) . . ?
C4 C5 C6 122.36(18) . . ?
C7 C6 C5 122.33(18) . . ?
C6 C7 C7A 115.25(18) . . ?
N1 C7A C3A 104.27(16) . . ?
N1 C7A C7 132.53(17) . . ?
C3A C7A C7 123.19(17) . . ?
N1 C10 C2' 112.63(15) . . ?
C6' N1' C2' 117.64(16) . . ?
C6' N1' Cu1 118.55(13) . . ?
C2' N1' Cu1 123.81(12) . . ?
N1' C2' C3' 122.48(17) . . ?
N1' C2' C10 117.05(16) . . ?
C3' C2' C10 120.41(17) . . ?
C2' C3' C4' 119.14(18) . . ?
C5' C4' C3' 118.42(18) . . ?
C4' C5' C6' 119.32(18) . . ?
N1' C6' C5' 122.84(18) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N3 2.0181(16) 3_667 ?
Cu1 N1' 2.0408(16) . ?
Cu1 Cl2 2.2511(8) . ?
Cu1 Cl1 2.2823(7) . ?
N1 N2 1.344(2) . ?
N1 C7A 1.365(2) . ?
N1 C10 1.462(2) . ?
N2 N3 1.314(2) . ?
N3 C3A 1.377(2) . ?
N3 Cu1 2.0181(16) 3_667 ?
C3A C7A 1.400(3) . ?
C3A C4 1.407(3) . ?
C4 C5 1.379(3) . ?
C5 C6 1.414(3) . ?
C6 C7 1.373(3) . ?
C7 C7A 1.404(3) . ?
C10 C2' 1.510(2) . ?
N1' C6' 1.347(2) . ?
N1' C2' 1.353(2) . ?
C2' C3' 1.390(3) . ?
C3' C4' 1.391(3) . ?
C4' C5' 1.384(3) . ?
C5' C6' 1.386(3) . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7A N1 N2 N3 -0.7(2) . . . . ?
C10 N1 N2 N3 176.75(15) . . . . ?
N1 N2 N3 C3A 0.2(2) . . . . ?
N1 N2 N3 Cu1 -153.62(12) . . . 3_667 ?
N2 N3 C3A C7A 0.4(2) . . . . ?
Cu1 N3 C3A C7A 153.54(12) 3_667 . . . ?
N2 N3 C3A C4 -177.52(19) . . . . ?
Cu1 N3 C3A C4 -24.4(3) 3_667 . . . ?
N3 C3A C4 C5 178.55(19) . . . . ?
C7A C3A C4 C5 0.8(3) . . . . ?
C3A C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C7 -1.6(3) . . . . ?
C5 C6 C7 C7A 0.6(3) . . . . ?
N2 N1 C7A C3A 1.0(2) . . . . ?
C10 N1 C7A C3A -176.23(17) . . . . ?
N2 N1 C7A C7 -179.91(19) . . . . ?
C10 N1 C7A C7 2.9(3) . . . . ?
N3 C3A C7A N1 -0.82(19) . . . . ?
C4 C3A C7A N1 177.41(16) . . . . ?
N3 C3A C7A C7 179.94(16) . . . . ?
C4 C3A C7A C7 -1.8(3) . . . . ?
C6 C7 C7A N1 -177.94(19) . . . . ?
C6 C7 C7A C3A 1.1(3) . . . . ?
N2 N1 C10 C2' 81.0(2) . . . . ?
C7A N1 C10 C2' -102.0(2) . . . . ?
N3 Cu1 N1' C6' -117.3(5) 3_667 . . . ?
Cl2 Cu1 N1' C6' 100.74(14) . . . . ?
Cl1 Cu1 N1' C6' -42.29(14) . . . . ?
N3 Cu1 N1' C2' 61.8(5) 3_667 . . . ?
Cl2 Cu1 N1' C2' -80.13(14) . . . . ?
Cl1 Cu1 N1' C2' 136.84(14) . . . . ?
C6' N1' C2' C3' 4.1(3) . . . . ?
Cu1 N1' C2' C3' -175.09(14) . . . . ?
C6' N1' C2' C10 -173.38(16) . . . . ?
Cu1 N1' C2' C10 7.5(2) . . . . ?
N1 C10 C2' N1' -70.1(2) . . . . ?
N1 C10 C2' C3' 112.41(19) . . . . ?
N1' C2' C3' C4' -2.8(3) . . . . ?
C10 C2' C3' C4' 174.58(18) . . . . ?
C2' C3' C4' C5' -1.0(3) . . . . ?
C3' C4' C5' C6' 3.4(3) . . . . ?
C2' N1' C6' C5' -1.6(3) . . . . ?
Cu1 N1' C6' C5' 177.59(15) . . . . ?
C4' C5' C6' N1' -2.1(3) . . . . ?
