#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:21:35 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180074 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/20/7052020.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_7052020
loop_
_publ_author_name
'Budzisz, Elzbieta'
'Lorenz, Ingo-Peter'
'Mayer, Peter'
'Paneth, Piotr'
'Szatkowski, Lukasz'
'Krajewska, Urszula'
'Rozalski, Marek'
'Miernicka, Magdalena'
_publ_section_title
;
 Synthesis, crystal structure, theoretical calculation and cytotoxic
 effect of new Pt(ii), Pd(ii) and Cu(ii) complexes with
 pyridine-pyrazoles derivatives
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2238
_journal_paper_doi               10.1039/b808301k
_journal_volume                  32
_journal_year                    2008
_chemical_formula_moiety         '2(C16 H11 Cl2 Cu N3 O2)'
_chemical_formula_sum            'C32 H22 Cl4 Cu2 N6 O4'
_chemical_formula_weight         823.458
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_block_code                Cu_Cl2_C16H11N3O2_jn367_lorenz
_audit_creation_date             14-Sep-05
_audit_creation_method           'form98_non/compatible with shelxl97-2'
_audit_update_record             13-Jun-08
_cell_angle_alpha                83.019(2)
_cell_angle_beta                 87.266(2)
_cell_angle_gamma                70.3459(16)
_cell_formula_units_Z            1
_cell_length_a                   8.4188(4)
_cell_length_b                   9.2762(4)
_cell_length_c                   10.6495(5)
_cell_measurement_reflns_used    9300
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.134
_cell_volume                     777.39(6)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement
'SHELXL-97 (G. M. Sheldrick. University of Göttingen, 97-2 version)'
_computing_structure_solution
;
A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A.
Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for
crystal structure determination and refinement; J. Appl. Crystallogr. 1999,
32, 115-119.
;
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       phi/omega-scan
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.0188709
_diffrn_orient_matrix_UB_12      0.0837573
_diffrn_orient_matrix_UB_13      -0.0608797
_diffrn_orient_matrix_UB_21      -0.1244904
_diffrn_orient_matrix_UB_22      0.0478345
_diffrn_orient_matrix_UB_23      -0.0128013
_diffrn_orient_matrix_UB_31      -0.0074613
_diffrn_orient_matrix_UB_32      0.0629864
_diffrn_orient_matrix_UB_33      0.0712733
_diffrn_radiation_collimation    0.20
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_sigmaI/netI    0.0687
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9991
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.20
_diffrn_source_current           45.00
_diffrn_source_power             2.250
_diffrn_source_type              'FR 591 generator'
_diffrn_source_voltage           50.00
_exptl_absorpt_coefficient_mu    1.762
_exptl_absorpt_correction_T_max  0.9592
_exptl_absorpt_correction_T_min  0.8707
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
Crystal faces optimized with XShape, rev. 1.02, STOE (Darmstadt, Germany)
Absorption correction with XRed, rev 1.09, STOE (Darmstadt, Germany)
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.75897(14)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             414
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2716
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0397
_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)+(0.0400P)²+0.1154P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0956
_reflns_number_gt                2156
_reflns_number_total             2716
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b808301k.txt
_cod_data_source_block           jn367
_cod_database_code               7052020
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.08496(5) 0.09666(4) 0.88072(4) 0.02631(16) Uani 1 1 d . . .
Cl1 Cl 0.34674(11) -0.07280(10) 0.86292(9) 0.0365(3) Uani 1 1 d . . .
Cl2 Cl -0.04305(12) -0.07612(10) 0.86821(9) 0.0332(2) Uani 1 1 d . . .
O1 O -0.4499(3) 0.7043(3) 0.5561(2) 0.0327(6) Uani 1 1 d . . .
O2 O -0.5947(3) 0.5507(3) 0.6232(3) 0.0397(7) Uani 1 1 d . . .
N1 N -0.0549(3) 0.4050(3) 0.7644(3) 0.0218(6) Uani 1 1 d . . .
N2 N -0.1157(3) 0.2846(3) 0.8043(3) 0.0233(6) Uani 1 1 d . . .
N3 N 0.1688(3) 0.2710(3) 0.8955(3) 0.0246(6) Uani 1 1 d . . .
C1 C 0.2924(4) 0.2632(4) 0.9736(3) 0.0287(8) Uani 1 1 d . . .
H1 H 0.3563 0.1658 1.0156 0.034 Uiso 1 1 calc R . .
C2 C 0.3297(4) 0.3921(4) 0.9949(3) 0.0303(8) Uani 1 1 d . . .
H2 H 0.4183 0.3834 1.0505 0.036 Uiso 1 1 calc R . .
C3 C 0.2366(4) 0.5338(4) 0.9343(3) 0.0265(8) Uani 1 1 d . . .
H3 H 0.2616 0.6237 0.9464 0.032 Uiso 1 1 calc R . .
C4 C 0.1063(4) 0.5432(4) 0.8555(3) 0.0258(8) Uani 1 1 d . . .
H4 H 0.0374 0.6396 0.8150 0.031 Uiso 1 1 calc R . .
C5 C 0.0800(4) 0.4093(4) 0.8380(3) 0.0214(7) Uani 1 1 d . . .
C6 C -0.2686(4) 0.3236(4) 0.7543(3) 0.0256(8) Uani 1 1 d . . .
C7 C -0.3078(4) 0.4711(4) 0.6832(3) 0.0242(8) Uani 1 1 d . . .
C8 C -0.1675(4) 0.5158(4) 0.6865(3) 0.0223(7) Uani 1 1 d . . .
C9 C -0.3731(5) 0.2223(4) 0.7690(4) 0.0339(9) Uani 1 1 d . . .
H9A H -0.3340 0.1448 0.7093 0.051 Uiso 1 1 calc R . .
H9B H -0.4912 0.2842 0.7517 0.051 Uiso 1 1 calc R . .
H9C H -0.3632 0.1707 0.8556 0.051 Uiso 1 1 calc R . .
C10 C -0.1524(4) 0.6471(4) 0.6063(3) 0.0227(7) Uani 1 1 d . . .
C11 C -0.0056(4) 0.6839(4) 0.5762(3) 0.0262(8) Uani 1 1 d . . .
H11 H 0.0980 0.6209 0.6146 0.031 Uiso 1 1 calc R . .
C12 C -0.0094(5) 0.8095(4) 0.4921(3) 0.0311(8) Uani 1 1 d . . .
H12 H 0.0906 0.8342 0.4738 0.037 Uiso 1 1 calc R . .
C13 C -0.1603(5) 0.9007(4) 0.4335(4) 0.0353(9) Uani 1 1 d . . .
H13 H -0.1636 0.9895 0.3775 0.042 Uiso 1 1 calc R . .
C14 C -0.3032(5) 0.8634(4) 0.4559(4) 0.0337(9) Uani 1 1 d . . .
H14 H -0.4046 0.9240 0.4133 0.040 Uiso 1 1 calc R . .
C15 C -0.3006(4) 0.7369(4) 0.5412(3) 0.0287(8) Uani 1 1 d . . .
C16 C -0.4607(5) 0.5704(4) 0.6209(3) 0.0300(8) Uani 1 1 d . . .
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?
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 Cu N2 78.54(10) . . ?
N3 Cu Cl2 172.34(8) . . ?
N2 Cu Cl2 94.97(8) . . ?
N3 Cu Cl1 93.18(8) . . ?
N2 Cu Cl1 150.21(8) . . ?
Cl2 Cu Cl1 94.46(4) . . ?
N3 Cu Cl2 87.45(8) . 2_557 ?
N2 Cu Cl2 106.95(8) . 2_557 ?
Cl2 Cu Cl2 90.62(3) . 2_557 ?
Cl1 Cu Cl2 101.14(3) . 2_557 ?
Cu Cl2 Cu 89.38(3) . 2_557 ?
C16 O1 C15 123.2(3) . . ?
C8 N1 N2 110.7(2) . . ?
C8 N1 C5 131.8(3) . . ?
N2 N1 C5 114.6(2) . . ?
C6 N2 N1 106.5(3) . . ?
C6 N2 Cu 143.0(2) . . ?
N1 N2 Cu 108.20(18) . . ?
C5 N3 C1 117.9(3) . . ?
C5 N3 Cu 117.4(2) . . ?
C1 N3 Cu 124.0(2) . . ?
N3 C1 C2 122.0(3) . . ?
N3 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C2 C3 C4 119.1(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
N3 C5 C4 123.9(3) . . ?
N3 C5 N1 112.9(3) . . ?
C4 C5 N1 123.0(3) . . ?
N2 C6 C7 109.2(3) . . ?
N2 C6 C9 123.5(3) . . ?
C7 C6 C9 127.2(3) . . ?
C8 C7 C6 107.0(3) . . ?
C8 C7 C16 121.6(3) . . ?
C6 C7 C16 131.3(3) . . ?
N1 C8 C7 106.4(3) . . ?
N1 C8 C10 131.5(3) . . ?
C7 C8 C10 121.6(3) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 117.7(3) . . ?
C11 C10 C8 127.6(3) . . ?
C15 C10 C8 114.2(3) . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 119.8(3) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.0(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
O1 C15 C14 116.4(3) . . ?
O1 C15 C10 122.8(3) . . ?
C14 C15 C10 120.8(3) . . ?
O2 C16 O1 117.7(3) . . ?
O2 C16 C7 127.3(3) . . ?
O1 C16 C7 115.0(3) . . ?
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
Cu N3 1.995(3) . ?
Cu N2 2.088(3) . ?
Cu Cl2 2.2306(9) . ?
Cu Cl1 2.2508(10) . ?
Cu Cl2 2.6724(10) 2_557 ?
Cl2 Cu 2.6724(10) 2_557 ?
O1 C16 1.374(4) . ?
O1 C15 1.387(4) . ?
O2 C16 1.201(4) . ?
N1 C8 1.362(4) . ?
N1 N2 1.393(4) . ?
N1 C5 1.424(4) . ?
N2 C6 1.333(4) . ?
N3 C5 1.337(4) . ?
N3 C1 1.340(4) . ?
C1 C2 1.380(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.382(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.368(5) . ?
C4 H4 0.9500 . ?
C6 C7 1.422(5) . ?
C6 C9 1.480(5) . ?
C7 C8 1.381(5) . ?
C7 C16 1.443(5) . ?
C8 C10 1.439(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.401(5) . ?
C10 C15 1.406(5) . ?
C11 C12 1.373(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.395(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.362(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(5) . ?
C14 H14 0.9500 . ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
? ? ? ? ? ? ? ? ?
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
N3 Cu Cl2 Cu -75.3(6) . . . 2_557 ?
N2 Cu Cl2 Cu -107.07(8) . . . 2_557 ?
Cl1 Cu Cl2 Cu 101.22(3) . . . 2_557 ?
Cl2 Cu Cl2 Cu 0.0 2_557 . . 2_557 ?
C8 N1 N2 C6 -2.0(3) . . . . ?
C5 N1 N2 C6 161.0(3) . . . . ?
C8 N1 N2 Cu 164.9(2) . . . . ?
C5 N1 N2 Cu -32.1(3) . . . . ?
N3 Cu N2 C6 -179.2(4) . . . . ?
Cl2 Cu N2 C6 -3.3(4) . . . . ?
Cl1 Cu N2 C6 104.7(4) . . . . ?
Cl2 Cu N2 C6 -95.5(4) 2_557 . . . ?
N3 Cu N2 N1 21.89(19) . . . . ?
Cl2 Cu N2 N1 -162.22(18) . . . . ?
Cl1 Cu N2 N1 -54.2(3) . . . . ?
Cl2 Cu N2 N1 105.62(18) 2_557 . . . ?
N2 Cu N3 C5 -9.4(2) . . . . ?
Cl2 Cu N3 C5 -41.8(8) . . . . ?
Cl1 Cu N3 C5 141.7(2) . . . . ?
Cl2 Cu N3 C5 -117.3(2) 2_557 . . . ?
N2 Cu N3 C1 160.6(3) . . . . ?
Cl2 Cu N3 C1 128.2(6) . . . . ?
Cl1 Cu N3 C1 -48.3(3) . . . . ?
Cl2 Cu N3 C1 52.7(3) 2_557 . . . ?
C5 N3 C1 C2 -0.3(5) . . . . ?
Cu N3 C1 C2 -170.2(3) . . . . ?
N3 C1 C2 C3 0.2(5) . . . . ?
C1 C2 C3 C4 1.1(5) . . . . ?
C2 C3 C4 C5 -2.3(5) . . . . ?
C1 N3 C5 C4 -1.0(5) . . . . ?
Cu N3 C5 C4 169.6(3) . . . . ?
C1 N3 C5 N1 -175.9(3) . . . . ?
Cu N3 C5 N1 -5.4(4) . . . . ?
C3 C4 C5 N3 2.4(5) . . . . ?
C3 C4 C5 N1 176.8(3) . . . . ?
C8 N1 C5 N3 -175.7(3) . . . . ?
N2 N1 C5 N3 25.8(4) . . . . ?
C8 N1 C5 C4 9.4(5) . . . . ?
N2 N1 C5 C4 -149.2(3) . . . . ?
N1 N2 C6 C7 -0.9(4) . . . . ?
Cu N2 C6 C7 -160.0(3) . . . . ?
N1 N2 C6 C9 176.9(3) . . . . ?
Cu N2 C6 C9 17.8(6) . . . . ?
N2 C6 C7 C8 3.4(4) . . . . ?
C9 C6 C7 C8 -174.3(3) . . . . ?
N2 C6 C7 C16 -173.6(3) . . . . ?
C9 C6 C7 C16 8.8(6) . . . . ?
N2 N1 C8 C7 4.1(3) . . . . ?
C5 N1 C8 C7 -155.1(3) . . . . ?
N2 N1 C8 C10 -168.5(3) . . . . ?
C5 N1 C8 C10 32.4(6) . . . . ?
C6 C7 C8 N1 -4.5(4) . . . . ?
C16 C7 C8 N1 172.8(3) . . . . ?
C6 C7 C8 C10 169.0(3) . . . . ?
C16 C7 C8 C10 -13.7(5) . . . . ?
N1 C8 C10 C11 8.7(6) . . . . ?
C7 C8 C10 C11 -162.9(3) . . . . ?
N1 C8 C10 C15 -179.0(3) . . . . ?
C7 C8 C10 C15 9.4(4) . . . . ?
C15 C10 C11 C12 4.2(5) . . . . ?
C8 C10 C11 C12 176.3(3) . . . . ?
C10 C11 C12 C13 -1.2(5) . . . . ?
C11 C12 C13 C14 -2.1(5) . . . . ?
C12 C13 C14 C15 2.3(5) . . . . ?
C16 O1 C15 C14 169.4(3) . . . . ?
C16 O1 C15 C10 -9.7(5) . . . . ?
C13 C14 C15 O1 -178.3(3) . . . . ?
C13 C14 C15 C10 0.8(5) . . . . ?
C11 C10 C15 O1 175.0(3) . . . . ?
C8 C10 C15 O1 1.9(5) . . . . ?
C11 C10 C15 C14 -4.0(5) . . . . ?
C8 C10 C15 C14 -177.1(3) . . . . ?
C15 O1 C16 O2 -176.7(3) . . . . ?
C15 O1 C16 C7 5.5(4) . . . . ?
C8 C7 C16 O2 -171.7(4) . . . . ?
C6 C7 C16 O2 4.9(6) . . . . ?
C8 C7 C16 O1 5.9(5) . . . . ?
C6 C7 C16 O1 -177.5(3) . . . . ?
loop_
_reflns_scale_group_code
_reflns_scale_meas_F
1 1.0
