#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:21:15 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179626 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/90/4509076.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4509076
loop_
_publ_author_name
'Drabent, Krzysztof'
'Ciunik, Zbigniew'
_publ_section_title
;
 Copper(I) Complexes withN4-Functionalized-1,2,4-Triazole and Bidentate
 Spacer Ligands: From One- to Three-Dimensional Architecture
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3367
_journal_paper_doi               10.1021/cg800774z
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         {[Cu(\m1-L1)(\m2-L3)(CH3CN)](ClO4)}
_chemical_formula_sum            'C21 H18 Cl2 Cu N7 O4'
_chemical_formula_weight         566.86
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.229(2)
_cell_length_b                   13.050(3)
_cell_length_c                   31.854(6)
_cell_measurement_reflns_used    2500
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      3.07
_cell_volume                     4667.8(16)
_computing_cell_refinement       'Oxford Diffraction (Poland) Sp. z o.o'
_computing_data_collection       'Oxford Diffraction (Poland) Sp. z o.o'
_computing_data_reduction        'Oxford Diffraction (Poland) Sp. z o.o'
_computing_molecular_graphics    'SHELXTL-NT V5.1, Bruker AXS 1999'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Kuma KM4CCD'
_diffrn_measurement_method       'ο scan'
_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  0.1446
_diffrn_reflns_av_sigmaI/netI    0.1660
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            50807
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.07
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.209
_exptl_absorpt_correction_T_max  0.8685
_exptl_absorpt_correction_T_min  0.8117
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
'(Instruction, Oxford Diffraction,Poland Sp. z o.o)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         6800
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.911
_refine_ls_R_factor_all          0.1724
_refine_ls_R_factor_gt           0.0548
_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)+(0.0149P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0570
_refine_ls_wR_factor_ref         0.0731
_reflns_number_gt                3164
_reflns_number_total             6800
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg800774zsup1.cif
_cod_data_source_block           cmpd_4
_cod_database_code               4509076
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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
Cu1 Cu 0.50002(4) 0.35197(3) 0.138120(12) 0.02145(10) Uani 1 1 d .
Cl1 Cl 0.02156(7) 0.39631(6) 0.15178(3) 0.0237(2) Uani 1 1 d .
Cl2 Cl 1.36731(7) 0.34460(6) -0.06808(3) 0.0259(2) Uani 1 1 d .
O1 O -0.08996(19) 0.44036(18) 0.13792(8) 0.0317(6) Uani 1 1 d .
O2 O 0.02059(19) 0.38489(16) 0.19686(6) 0.0279(6) Uani 1 1 d .
O3 O 0.1168(2) 0.4632(2) 0.13954(8) 0.0475(8) Uani 1 1 d .
O4 O 0.0367(2) 0.29745(18) 0.13251(8) 0.0436(7) Uani 1 1 d .
N1 N 0.5818(2) 0.39214(19) 0.08589(8) 0.0163(6) Uani 1 1 d .
N2 N 0.5209(2) 0.40773(19) 0.04809(8) 0.0203(6) Uani 1 1 d .
N3 N 0.7131(2) 0.39550(19) 0.03501(8) 0.0144(6) Uani 1 1 d .
N4 N 0.8137(2) 0.3889(2) 0.00961(8) 0.0162(6) Uani 1 1 d .
N5 N 0.6066(2) 0.2585(2) 0.17435(8) 0.0199(6) Uani 1 1 d .
N6 N 0.9269(2) -0.0480(2) 0.32100(8) 0.0197(7) Uani 1 1 d .
N7 N 0.3634(2) 0.2562(2) 0.12239(8) 0.0239(7) Uani 1 1 d .
C1 C 0.9139(3) 0.3831(2) 0.02861(11) 0.0168(8) Uani 1 1 d .
H1B H 0.9162 0.3847 0.0584 0.020 Uiso 1 1 calc R
C2 C 1.0245(2) 0.3741(2) 0.00486(9) 0.0138(7) Uani 1 1 d .
C3 C 1.1328(3) 0.3654(2) 0.02602(10) 0.0186(8) Uani 1 1 d .
H3B H 1.1338 0.3657 0.0558 0.022 Uiso 1 1 calc R
C4 C 1.2394(3) 0.3565(3) 0.00393(10) 0.0188(8) Uani 1 1 d .
H4C H 1.3131 0.3505 0.0184 0.023 Uiso 1 1 calc R
C5 C 1.2354(3) 0.3567(3) -0.03941(10) 0.0183(8) Uani 1 1 d .
C6 C 1.1290(3) 0.3669(2) -0.06119(10) 0.0188(8) Uani 1 1 d .
H6B H 1.1283 0.3682 -0.0910 0.023 Uiso 1 1 calc R
C7 C 1.0248(3) 0.3750(2) -0.03894(10) 0.0192(8) Uani 1 1 d .
H7A H 0.9515 0.3814 -0.0536 0.023 Uiso 1 1 calc R
C8 C 0.6021(3) 0.4088(3) 0.01889(11) 0.0197(8) Uani 1 1 d .
H8A H 0.5857 0.4178 -0.0101 0.024 Uiso 1 1 calc R
C9 C 0.6955(3) 0.3858(2) 0.07698(10) 0.0154(7) Uani 1 1 d .
H9A H 0.7569 0.3759 0.0971 0.019 Uiso 1 1 calc R
C10 C 0.7151(3) 0.2875(3) 0.18815(10) 0.0231(8) Uani 1 1 d .
H10A H 0.7475 0.3498 0.1778 0.028 Uiso 1 1 calc R
C11 C 0.7820(3) 0.2314(2) 0.21658(10) 0.0207(8) Uani 1 1 d .
H11A H 0.8580 0.2555 0.2252 0.025 Uiso 1 1 calc R
C12 C 0.7377(3) 0.1402(3) 0.23233(10) 0.0188(8) Uani 1 1 d .
C13 C 0.6262(3) 0.1095(3) 0.21796(10) 0.0254(8) Uani 1 1 d .
H13A H 0.5916 0.0477 0.2279 0.030 Uiso 1 1 calc R
C14 C 0.5664(3) 0.1689(3) 0.18931(10) 0.0252(9) Uani 1 1 d .
H14A H 0.4916 0.1449 0.1794 0.030 Uiso 1 1 calc R
C15 C 0.9506(3) 0.0529(2) 0.31711(10) 0.0191(8) Uani 1 1 d .
H15A H 1.0110 0.0819 0.3343 0.023 Uiso 1 1 calc R
C16 C 0.8914(3) 0.1160(3) 0.28938(10) 0.0207(8) Uani 1 1 d .
H16A H 0.9108 0.1868 0.2882 0.025 Uiso 1 1 calc R
C17 C 0.8039(3) 0.0774(2) 0.26324(9) 0.0155(8) Uani 1 1 d .
C18 C 0.7798(3) -0.0274(2) 0.26719(10) 0.0250(9) Uani 1 1 d .
H18A H 0.7205 -0.0585 0.2501 0.030 Uiso 1 1 calc R
C19 C 0.8418(3) -0.0852(3) 0.29577(10) 0.0278(9) Uani 1 1 d .
H19A H 0.8233 -0.1560 0.2978 0.033 Uiso 1 1 calc R
C20 C 0.2948(3) 0.1984(3) 0.11121(10) 0.0203(8) Uani 1 1 d .
C21 C 0.2098(2) 0.1229(2) 0.09543(10) 0.0233(8) Uani 1 1 d .
H21A H 0.2291 0.1060 0.0662 0.035 Uiso 1 1 calc R
H21B H 0.1291 0.1513 0.0968 0.035 Uiso 1 1 calc R
H21C H 0.2141 0.0608 0.1126 0.035 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'
O O 0.0106 0.0060 '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
N1 Cu1 N6 124.20(11) . 6_566
N1 Cu1 N7 107.79(10) . .
N6 Cu1 N7 104.40(11) 6_566 .
N1 Cu1 N5 111.07(10) . .
N6 Cu1 N5 104.91(10) 6_566 .
N7 Cu1 N5 102.20(10) . .
O3 Cl1 O4 109.98(16) . .
O3 Cl1 O2 109.81(15) . .
O4 Cl1 O2 109.43(14) . .
O3 Cl1 O1 108.69(14) . .
O4 Cl1 O1 109.15(14) . .
O2 Cl1 O1 109.75(14) . .
C9 N1 N2 107.4(2) . .
C9 N1 Cu1 128.3(2) . .
N2 N1 Cu1 122.51(18) . .
C8 N2 N1 105.9(2) . .
C9 N3 C8 104.5(3) . .
C9 N3 N4 133.2(2) . .
C8 N3 N4 122.1(3) . .
C1 N4 N3 116.2(3) . .
C14 N5 C10 115.6(3) . .
C14 N5 Cu1 121.3(2) . .
C10 N5 Cu1 122.7(2) . .
C19 N6 C15 116.0(3) . .
C19 N6 Cu1 116.3(2) . 6_656
C15 N6 Cu1 127.6(2) . 6_656
C20 N7 Cu1 173.6(3) . .
N4 C1 C2 120.5(3) . .
N4 C1 H1B 119.7 . .
C2 C1 H1B 119.7 . .
C7 C2 C3 118.8(3) . .
C7 C2 C1 121.3(3) . .
C3 C2 C1 119.9(3) . .
C4 C3 C2 120.8(3) . .
C4 C3 H3B 119.6 . .
C2 C3 H3B 119.6 . .
C5 C4 C3 118.5(3) . .
C5 C4 H4C 120.8 . .
C3 C4 H4C 120.8 . .
C4 C5 C6 121.8(3) . .
C4 C5 Cl2 119.7(2) . .
C6 C5 Cl2 118.5(3) . .
C7 C6 C5 118.9(3) . .
C7 C6 H6B 120.5 . .
C5 C6 H6B 120.5 . .
C6 C7 C2 121.2(3) . .
C6 C7 H7A 119.4 . .
C2 C7 H7A 119.4 . .
N2 C8 N3 111.8(3) . .
N2 C8 H8A 124.1 . .
N3 C8 H8A 124.1 . .
N1 C9 N3 110.5(3) . .
N1 C9 H9A 124.8 . .
N3 C9 H9A 124.8 . .
N5 C10 C11 123.7(3) . .
N5 C10 H10A 118.1 . .
C11 C10 H10A 118.1 . .
C12 C11 C10 119.7(3) . .
C12 C11 H11A 120.1 . .
C10 C11 H11A 120.1 . .
C11 C12 C13 116.9(3) . .
C11 C12 C17 122.4(3) . .
C13 C12 C17 120.7(3) . .
C14 C13 C12 119.8(3) . .
C14 C13 H13A 120.1 . .
C12 C13 H13A 120.1 . .
N5 C14 C13 124.3(3) . .
N5 C14 H14A 117.8 . .
C13 C14 H14A 117.8 . .
N6 C15 C16 123.1(3) . .
N6 C15 H15A 118.4 . .
C16 C15 H15A 118.4 . .
C15 C16 C17 120.7(3) . .
C15 C16 H16A 119.7 . .
C17 C16 H16A 119.7 . .
C16 C17 C18 116.1(3) . .
C16 C17 C12 123.7(3) . .
C18 C17 C12 120.2(3) . .
C19 C18 C17 119.9(3) . .
C19 C18 H18A 120.1 . .
C17 C18 H18A 120.1 . .
N6 C19 C18 124.2(3) . .
N6 C19 H19A 117.9 . .
C18 C19 H19A 117.9 . .
N7 C20 C21 177.7(4) . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.971(3) .
Cu1 N6 2.018(3) 6_566
Cu1 N7 2.041(3) .
Cu1 N5 2.062(3) .
Cl1 O3 1.434(2) .
Cl1 O4 1.439(2) .
Cl1 O2 1.444(2) .
Cl1 O1 1.447(2) .
Cl2 C5 1.747(3) .
N1 C9 1.311(3) .
N1 N2 1.399(3) .
N2 C8 1.303(4) .
N3 C9 1.357(4) .
N3 C8 1.359(3) .
N3 N4 1.392(3) .
N4 C1 1.280(3) .
N5 C14 1.341(4) .
N5 C10 1.349(4) .
N6 C19 1.340(4) .
N6 C15 1.350(4) .
N6 Cu1 2.018(3) 6_656
N7 C20 1.135(4) .
C1 C2 1.459(4) .
C1 H1B 0.9500 .
C2 C7 1.395(4) .
C2 C3 1.395(4) .
C3 C4 1.394(4) .
C3 H3B 0.9500 .
C4 C5 1.381(4) .
C4 H4C 0.9500 .
C5 C6 1.389(4) .
C6 C7 1.372(4) .
C6 H6B 0.9500 .
C7 H7A 0.9500 .
C8 H8A 0.9500 .
C9 H9A 0.9500 .
C10 C11 1.386(4) .
C10 H10A 0.9500 .
C11 C12 1.384(4) .
C11 H11A 0.9500 .
C12 C13 1.392(4) .
C12 C17 1.482(4) .
C13 C14 1.373(4) .
C13 H13A 0.9500 .
C14 H14A 0.9500 .
C15 C16 1.379(4) .
C15 H15A 0.9500 .
C16 C17 1.383(4) .
C16 H16A 0.9500 .
C17 C18 1.400(4) .
C18 C19 1.372(4) .
C18 H18A 0.9500 .
C19 H19A 0.9500 .
C20 C21 1.461(4) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 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
_geom_torsion_site_symmetry_1
N6 Cu1 N1 C9 110.6(3) 6_566
N7 Cu1 N1 C9 -127.1(3) .
N5 Cu1 N1 C9 -15.9(3) .
N6 Cu1 N1 N2 -86.7(2) 6_566
N7 Cu1 N1 N2 35.5(2) .
N5 Cu1 N1 N2 146.7(2) .
C9 N1 N2 C8 0.6(3) .
Cu1 N1 N2 C8 -165.2(2) .
C9 N3 N4 C1 -8.7(5) .
C8 N3 N4 C1 175.6(3) .
N1 Cu1 N5 C14 -129.0(3) .
N6 Cu1 N5 C14 94.5(3) 6_566
N7 Cu1 N5 C14 -14.3(3) .
N1 Cu1 N5 C10 58.1(3) .
N6 Cu1 N5 C10 -78.4(3) 6_566
N7 Cu1 N5 C10 172.9(3) .
N1 Cu1 N7 C20 45(3) .
N6 Cu1 N7 C20 179(100) 6_566
N5 Cu1 N7 C20 -72(3) .
N3 N4 C1 C2 178.9(3) .
N4 C1 C2 C7 2.2(5) .
N4 C1 C2 C3 -178.5(3) .
C7 C2 C3 C4 -0.9(4) .
C1 C2 C3 C4 179.9(3) .
C2 C3 C4 C5 0.2(5) .
C3 C4 C5 C6 0.9(5) .
C3 C4 C5 Cl2 -179.5(2) .
C4 C5 C6 C7 -1.3(5) .
Cl2 C5 C6 C7 179.1(2) .
C5 C6 C7 C2 0.6(4) .
C3 C2 C7 C6 0.5(4) .
C1 C2 C7 C6 179.8(3) .
N1 N2 C8 N3 -0.4(4) .
C9 N3 C8 N2 0.0(4) .
N4 N3 C8 N2 176.8(3) .
N2 N1 C9 N3 -0.6(3) .
Cu1 N1 C9 N3 164.2(2) .
C8 N3 C9 N1 0.4(3) .
N4 N3 C9 N1 -175.9(3) .
C14 N5 C10 C11 -1.4(5) .
Cu1 N5 C10 C11 171.9(2) .
N5 C10 C11 C12 0.0(5) .
C10 C11 C12 C13 0.5(5) .
C10 C11 C12 C17 -179.1(3) .
C11 C12 C13 C14 0.4(5) .
C17 C12 C13 C14 -180.0(3) .
C10 N5 C14 C13 2.3(5) .
Cu1 N5 C14 C13 -171.0(3) .
C12 C13 C14 N5 -1.9(5) .
C19 N6 C15 C16 0.6(5) .
Cu1 N6 C15 C16 -176.8(2) 6_656
N6 C15 C16 C17 -1.0(5) .
C15 C16 C17 C18 0.6(5) .
C15 C16 C17 C12 -179.2(3) .
C11 C12 C17 C16 22.6(5) .
C13 C12 C17 C16 -157.0(3) .
C11 C12 C17 C18 -157.2(3) .
C13 C12 C17 C18 23.2(4) .
C16 C17 C18 C19 -0.1(5) .
C12 C17 C18 C19 179.7(3) .
C15 N6 C19 C18 -0.1(5) .
Cu1 N6 C19 C18 177.6(3) 6_656
C17 C18 C19 N6 -0.2(5) .
Cu1 N7 C20 C21 -14(12) .
