# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Elzbieta Budzisz' _publ_contact_author_email ELORA@ICH.PHARM.AM.LODZ.PL _publ_section_title ; Synthesis, X-ray structure, theoretical calculation and cytotoxic effect of new Pt(II), Pd(II) and Cu(II) complexes with pyridine-pyrazoles derivatives ; loop_ _publ_author_name 'Elzbieta Budzisz' 'U. Krajewska' 'Ingo-Peter Lorenz' 'Peter Mayer' 'Magdalena Miernicka' ; P.Paneth ; 'M. Rozalski' 'Lukasz Szatkowski' # Attachment 'B808301K_ccdc_664742_cif.txt' data_jn526 #?# MeasurementCode _database_code_depnum_ccdc_archive 'CCDC 664742' _publ_section_abstract ; will be added later ; _publ_section_comment ? _audit_update_record 13-Jun-08 _chemical_name_common ? #?# use for preliminary identification _chemical_compound_source ? _exptl_crystal_description platelet #?# e.g.: needle, platelet; _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 #?# in millimeters _exptl_crystal_size_mid 0.09 #?# in millimeters _exptl_crystal_size_min 0.02 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? _audit_author_name 'Mayer, P.' #?# X-ray operator _audit_creation_date 28-Dec-05 #?# style: 18-Aug-1998 _diffrn_ambient_temperature 200(2) #?# in K _diffrn_source_type 'FR 591 generator' _diffrn_source_power 2.250 #?# in kW _diffrn_source_voltage 50.00 #?# in kV _diffrn_source_current 45.00 #?# in mA _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.20 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean 9 _diffrn_special_details ? _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_UB_11 0.0493095 _diffrn_orient_matrix_UB_12 0.0383796 _diffrn_orient_matrix_UB_13 -0.0072731 _diffrn_orient_matrix_UB_21 0.0332178 _diffrn_orient_matrix_UB_22 -0.0100457 _diffrn_orient_matrix_UB_23 -0.0921905 _diffrn_orient_matrix_UB_31 -0.1353361 _diffrn_orient_matrix_UB_32 0.0115179 _diffrn_orient_matrix_UB_33 -0.0561715 loop_ _reflns_scale_group_code _reflns_scale_meas_F 1 1.0 _cell_length_a 9.5751(2) _cell_length_b 24.2068(4) _cell_length_c 7.00870(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.1538(8) _cell_angle_gamma 90.00 _cell_volume 1568.01(5) _cell_measurement_temperature 200(2) #?# in K _cell_measurement_reflns_used 3574 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 27.485 _cell_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.015000 0 -1 0 0.001000 1 0 -14 0.040000 -1 0 14 0.050000 10 4 -3 0.050000 -10 -4 3 0.060000 _exptl_absorpt_coefficient_mu 1.538 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _diffrn_reflns_number 6706 #xl _diffrn_reflns_av_R_equivalents 0.0206 #xl _diffrn_reflns_av_sigmaI/netI 0.0389 #xl _diffrn_reflns_limit_h_min -12 #xl _diffrn_reflns_limit_h_max 12 #xl _diffrn_reflns_limit_k_min -31 #xl _diffrn_reflns_limit_k_max 31 #xl _diffrn_reflns_limit_l_min -9 #xl _diffrn_reflns_limit_l_max 9 #xl _diffrn_reflns_theta_min 3.34 #xl _diffrn_reflns_theta_max 27.48 #xl _diffrn_measured_fraction_theta_max 0.992 #xl _diffrn_reflns_theta_full 27.48 #xl _diffrn_measured_fraction_theta_full 0.992 #xl _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 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_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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _reflns_number_total 3560 #xl _reflns_number_gt 2706 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0401P)^2^+0.0500P] where P=(Fo^2^+2Fc^2^)/3' #xl _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr #?# mixed --> _refine_special_details _refine_ls_extinction_method none #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_details ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 3560 #xl _refine_ls_number_parameters 218 #xl _refine_ls_number_restraints 0 #xl _refine_ls_R_factor_all 0.0470 #xl _refine_ls_R_factor_gt 0.0295 #xl _refine_ls_wR_factor_ref 0.0782 #xl _refine_ls_wR_factor_gt 0.0714 #xl _refine_ls_goodness_of_fit_ref 1.064 #xl _refine_ls_restrained_S_all 1.064 #xl _refine_ls_shift/su_max 0.001 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 1.003 #xl _refine_diff_density_min -0.743 #xl _refine_diff_density_rms 0.093 #xl _refine_special_details ? _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _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. ; _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ? _computing_publication_material ? 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 Pd Pd 0.43935(2) 0.251817(7) 0.47184(3) 0.02302(9) Uani 1 1 d . . . Cl1 Cl 0.64984(7) 0.30013(3) 0.56937(11) 0.03674(19) Uani 1 1 d . . . Cl2 Cl 0.31647(8) 0.33338(3) 0.42309(11) 0.03282(17) Uani 1 1 d . . . O1 O 0.6423(2) 0.00124(7) 0.7694(3) 0.0366(5) Uani 1 1 d . . . O2 O 0.8431(2) 0.04857(9) 0.7835(3) 0.0485(6) Uani 1 1 d . . . N1 N 0.2562(2) 0.20571(8) 0.3798(3) 0.0236(5) Uani 1 1 d . . . N2 N 0.4137(2) 0.13675(8) 0.5236(3) 0.0242(5) Uani 1 1 d . . . N3 N 0.5252(2) 0.17422(9) 0.5227(3) 0.0260(5) Uani 1 1 d . . . C1 C 0.1291(3) 0.22423(11) 0.2654(4) 0.0304(6) Uani 1 1 d . . . H1 H 0.1135 0.2629 0.2486 0.037 Uiso 1 1 calc R . . C2 C 0.0210(3) 0.18827(12) 0.1723(4) 0.0353(7) Uani 1 1 d . . . H2 H -0.0699 0.2019 0.0974 0.042 Uiso 1 1 calc R . . C3 C 0.0473(3) 0.13215(12) 0.1896(4) 0.0350(7) Uani 1 1 d . . . H3 H -0.0241 0.1069 0.1205 0.042 Uiso 1 1 calc R . . C4 C 0.1763(3) 0.11276(11) 0.3066(4) 0.0284(6) Uani 1 1 d . . . H4 H 0.1960 0.0743 0.3197 0.034 Uiso 1 1 calc R . . C5 C 0.2770(3) 0.15145(11) 0.4052(4) 0.0237(6) Uani 1 1 d . . . C6 C 0.4693(3) 0.08943(10) 0.6175(4) 0.0255(6) Uani 1 1 d . . . C7 C 0.4008(3) 0.04149(11) 0.6749(4) 0.0285(6) Uani 1 1 d . . . C8 C 0.2553(3) 0.03604(11) 0.6799(4) 0.0338(7) Uani 1 1 d . . . H8 H 0.1905 0.0662 0.6422 0.041 Uiso 1 1 calc R . . C9 C 0.2066(4) -0.01312(11) 0.7396(4) 0.0395(7) Uani 1 1 d . . . H9 H 0.1082 -0.0167 0.7414 0.047 Uiso 1 1 calc R . . C10 C 0.3004(4) -0.05697(12) 0.7967(4) 0.0413(8) Uani 1 1 d . . . H10 H 0.2644 -0.0912 0.8305 0.050 Uiso 1 1 calc R . . C11 C 0.4447(4) -0.05196(11) 0.8054(4) 0.0383(7) Uani 1 1 d . . . H11 H 0.5094 -0.0818 0.8498 0.046 Uiso 1 1 calc R . . C12 C 0.4947(3) -0.00230(10) 0.7480(4) 0.0303(7) Uani 1 1 d . . . C13 C 0.7135(3) 0.04980(12) 0.7421(4) 0.0346(7) Uani 1 1 d . . . C14 C 0.6176(3) 0.09486(11) 0.6630(4) 0.0280(6) Uani 1 1 d . . . C15 C 0.6493(3) 0.14830(11) 0.6046(4) 0.0285(6) Uani 1 1 d . . . C16 C 0.7926(3) 0.17379(12) 0.6217(4) 0.0371(7) Uani 1 1 d . . . H16A H 0.7936 0.1912 0.4958 0.056 Uiso 1 1 calc R . . H16B H 0.8677 0.1453 0.6543 0.056 Uiso 1 1 calc R . . H16C H 0.8114 0.2018 0.7263 0.056 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd 0.02517(13) 0.02087(13) 0.02346(14) -0.00029(8) 0.00717(9) -0.00152(7) Cl1 0.0334(4) 0.0324(4) 0.0436(5) -0.0049(3) 0.0086(3) -0.0095(3) Cl2 0.0413(4) 0.0227(3) 0.0373(4) 0.0012(3) 0.0152(3) 0.0022(3) O1 0.0477(13) 0.0302(11) 0.0280(11) 0.0002(8) 0.0030(9) 0.0132(9) O2 0.0362(12) 0.0547(14) 0.0495(15) 0.0042(11) 0.0023(10) 0.0157(10) N1 0.0238(11) 0.0245(11) 0.0233(12) 0.0010(9) 0.0077(9) 0.0017(9) N2 0.0238(11) 0.0225(11) 0.0262(12) 0.0021(9) 0.0061(9) -0.0001(9) N3 0.0236(11) 0.0257(11) 0.0272(13) -0.0001(9) 0.0037(9) -0.0021(9) C1 0.0277(14) 0.0284(15) 0.0354(17) 0.0045(13) 0.0086(12) 0.0046(11) C2 0.0212(13) 0.0419(17) 0.0421(18) 0.0033(14) 0.0069(12) 0.0026(12) C3 0.0269(14) 0.0382(16) 0.0396(18) 0.0019(14) 0.0081(13) -0.0089(12) C4 0.0251(13) 0.0273(13) 0.0330(16) 0.0025(12) 0.0078(11) -0.0026(11) C5 0.0277(13) 0.0269(13) 0.0182(14) 0.0036(11) 0.0091(11) 0.0072(11) C6 0.0328(14) 0.0234(13) 0.0198(14) -0.0031(11) 0.0058(11) 0.0025(11) C7 0.0421(16) 0.0226(13) 0.0189(14) -0.0007(11) 0.0049(12) 0.0014(11) C8 0.0433(17) 0.0277(14) 0.0303(16) 0.0010(12) 0.0092(13) -0.0003(12) C9 0.0554(19) 0.0297(15) 0.0337(18) 0.0027(13) 0.0123(15) -0.0061(14) C10 0.070(2) 0.0239(15) 0.0308(17) 0.0023(13) 0.0144(16) -0.0047(14) C11 0.069(2) 0.0227(14) 0.0212(16) -0.0004(12) 0.0077(14) 0.0093(14) C12 0.0457(18) 0.0264(16) 0.0171(14) -0.0037(12) 0.0053(12) 0.0053(14) C13 0.0388(17) 0.0389(17) 0.0228(16) -0.0054(12) 0.0024(13) 0.0099(13) C14 0.0298(14) 0.0306(14) 0.0209(14) -0.0024(11) 0.0022(11) 0.0066(11) C15 0.0282(14) 0.0341(15) 0.0225(15) -0.0033(12) 0.0055(12) 0.0034(11) C16 0.0276(14) 0.0443(17) 0.0370(18) 0.0008(14) 0.0041(13) -0.0010(12) 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 Pd N1 2.036(2) . ? Pd N3 2.044(2) . ? Pd Cl1 2.2752(7) . ? Pd Cl2 2.2780(7) . ? O1 C12 1.384(3) . ? O1 C13 1.397(4) . ? O2 C13 1.199(3) . ? N1 C5 1.333(3) . ? N1 C1 1.348(3) . ? N2 C6 1.358(3) . ? N2 C5 1.400(3) . ? N2 N3 1.402(3) . ? N3 C15 1.334(3) . ? C1 C2 1.379(4) . ? C1 H1 0.9500 . ? C2 C3 1.381(4) . ? C2 H2 0.9500 . ? C3 C4 1.374(4) . ? C3 H3 0.9500 . ? C4 C5 1.391(4) . ? C4 H4 0.9500 . ? C6 C14 1.378(4) . ? C6 C7 1.441(4) . ? C7 C12 1.398(4) . ? C7 C8 1.409(4) . ? C8 C9 1.382(4) . ? C8 H8 0.9500 . ? C9 C10 1.380(4) . ? C9 H9 0.9500 . ? C10 C11 1.373(4) . ? C10 H10 0.9500 . ? C11 C12 1.392(4) . ? C11 H11 0.9500 . ? C13 C14 1.440(4) . ? C14 C15 1.414(4) . ? C15 C16 1.481(4) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? 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 N1 Pd N3 79.93(8) . . ? N1 Pd Cl1 177.28(6) . . ? N3 Pd Cl1 97.81(6) . . ? N1 Pd Cl2 93.40(6) . . ? N3 Pd Cl2 172.33(6) . . ? Cl1 Pd Cl2 88.96(3) . . ? C12 O1 C13 123.9(2) . . ? C5 N1 C1 119.1(2) . . ? C5 N1 Pd 114.32(17) . . ? C1 N1 Pd 125.14(17) . . ? C6 N2 C5 133.5(2) . . ? C6 N2 N3 110.2(2) . . ? C5 N2 N3 115.3(2) . . ? C15 N3 N2 106.7(2) . . ? C15 N3 Pd 141.23(18) . . ? N2 N3 Pd 108.87(15) . . ? N1 C1 C2 121.4(2) . . ? N1 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? C1 C2 C3 118.9(3) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 117.7(2) . . ? C3 C4 H4 121.2 . . ? C5 C4 H4 121.2 . . ? N1 C5 C4 122.5(2) . . ? N1 C5 N2 114.4(2) . . ? C4 C5 N2 122.8(2) . . ? N2 C6 C14 106.4(2) . . ? N2 C6 C7 131.7(2) . . ? C14 C6 C7 121.9(2) . . ? C12 C7 C8 117.7(3) . . ? C12 C7 C6 114.7(3) . . ? C8 C7 C6 127.4(2) . . ? C9 C8 C7 120.1(3) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C10 C9 C8 120.3(3) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C11 C10 C9 121.1(3) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 118.8(3) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? O1 C12 C11 116.1(2) . . ? O1 C12 C7 122.2(2) . . ? C11 C12 C7 121.6(3) . . ? O2 C13 O1 117.2(3) . . ? O2 C13 C14 128.9(3) . . ? O1 C13 C14 113.9(2) . . ? C6 C14 C15 107.8(2) . . ? C6 C14 C13 122.1(3) . . ? C15 C14 C13 129.9(3) . . ? N3 C15 C14 108.7(2) . . ? N3 C15 C16 122.8(3) . . ? C14 C15 C16 128.5(2) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? 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 Pd N1 C5 3.38(18) . . . . ? Cl1 Pd N1 C5 37.0(14) . . . . ? Cl2 Pd N1 C5 -172.81(17) . . . . ? N3 Pd N1 C1 -162.9(2) . . . . ? Cl1 Pd N1 C1 -129.3(12) . . . . ? Cl2 Pd N1 C1 20.9(2) . . . . ? C6 N2 N3 C15 4.0(3) . . . . ? C5 N2 N3 C15 -166.4(2) . . . . ? C6 N2 N3 Pd -160.38(17) . . . . ? C5 N2 N3 Pd 29.2(2) . . . . ? N1 Pd N3 C15 -172.8(3) . . . . ? Cl1 Pd N3 C15 8.7(3) . . . . ? Cl2 Pd N3 C15 -142.9(4) . . . . ? N1 Pd N3 N2 -17.12(15) . . . . ? Cl1 Pd N3 N2 164.40(14) . . . . ? Cl2 Pd N3 N2 12.7(6) . . . . ? C5 N1 C1 C2 -0.9(4) . . . . ? Pd N1 C1 C2 164.8(2) . . . . ? N1 C1 C2 C3 -3.2(4) . . . . ? C1 C2 C3 C4 3.4(4) . . . . ? C2 C3 C4 C5 0.2(4) . . . . ? C1 N1 C5 C4 4.8(4) . . . . ? Pd N1 C5 C4 -162.4(2) . . . . ? C1 N1 C5 N2 178.9(2) . . . . ? Pd N1 C5 N2 11.7(3) . . . . ? C3 C4 C5 N1 -4.4(4) . . . . ? C3 C4 C5 N2 -178.0(2) . . . . ? C6 N2 C5 N1 164.6(3) . . . . ? N3 N2 C5 N1 -27.9(3) . . . . ? C6 N2 C5 C4 -21.3(4) . . . . ? N3 N2 C5 C4 146.2(2) . . . . ? C5 N2 C6 C14 163.3(3) . . . . ? N3 N2 C6 C14 -4.7(3) . . . . ? C5 N2 C6 C7 -19.3(5) . . . . ? N3 N2 C6 C7 172.7(3) . . . . ? N2 C6 C7 C12 172.4(3) . . . . ? C14 C6 C7 C12 -10.6(4) . . . . ? N2 C6 C7 C8 -13.1(5) . . . . ? C14 C6 C7 C8 163.9(3) . . . . ? C12 C7 C8 C9 -5.5(4) . . . . ? C6 C7 C8 C9 -179.8(3) . . . . ? C7 C8 C9 C10 0.7(4) . . . . ? C8 C9 C10 C11 3.4(5) . . . . ? C9 C10 C11 C12 -2.5(4) . . . . ? C13 O1 C12 C11 -172.0(2) . . . . ? C13 O1 C12 C7 7.4(4) . . . . ? C10 C11 C12 O1 176.9(2) . . . . ? C10 C11 C12 C7 -2.5(4) . . . . ? C8 C7 C12 O1 -172.9(2) . . . . ? C6 C7 C12 O1 2.1(4) . . . . ? C8 C7 C12 C11 6.4(4) . . . . ? C6 C7 C12 C11 -178.5(2) . . . . ? C12 O1 C13 O2 173.0(2) . . . . ? C12 O1 C13 C14 -8.0(4) . . . . ? N2 C6 C14 C15 3.6(3) . . . . ? C7 C6 C14 C15 -174.1(2) . . . . ? N2 C6 C14 C13 -172.2(2) . . . . ? C7 C6 C14 C13 10.1(4) . . . . ? O2 C13 C14 C6 178.1(3) . . . . ? O1 C13 C14 C6 -0.6(4) . . . . ? O2 C13 C14 C15 3.3(5) . . . . ? O1 C13 C14 C15 -175.4(3) . . . . ? N2 N3 C15 C14 -1.6(3) . . . . ? Pd N3 C15 C14 154.4(2) . . . . ? N2 N3 C15 C16 177.1(2) . . . . ? Pd N3 C15 C16 -27.0(5) . . . . ? C6 C14 C15 N3 -1.2(3) . . . . ? C13 C14 C15 N3 174.1(3) . . . . ? C6 C14 C15 C16 -179.8(3) . . . . ? C13 C14 C15 C16 -4.5(5) . . . . ? 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 ? ? ? ? ? ? ? ? ? _geom_special_details ? _audit_block_code Pd_Cl_C16H11N3O2_jn526_lorenz _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ? _chemical_formula_moiety 'Pd, 2Cl, C16 H11 N3 O2' _chemical_formula_sum 'C16 H11 Cl2 N3 O2 Pd' _chemical_formula_weight 454.60 _chemical_melting_point ? #?# in K! _cell_formula_units_Z 4 #?# adjust to _chemical_formula_[] _exptl_crystal_density_diffrn 1.92575(6) _exptl_crystal_F_000 896 data_jn367 #?# MeasurementCode _database_code_depnum_ccdc_archive 'CCDC 664743' _audit_update_record 13-Jun-08 _chemical_name_common ? #?# use for preliminary identification _chemical_compound_source ? _exptl_crystal_description platelet #?# e.g.: needle, platelet; _exptl_crystal_colour green _exptl_crystal_size_max 0.06 #?# in millimeters _exptl_crystal_size_mid 0.04 #?# in millimeters _exptl_crystal_size_min 0.02 #?# in millimeters _exptl_crystal_density_method 'not measured' _exptl_crystal_density_meas ? _exptl_special_details ? _audit_author_name 'Mayer, P.' #?# X-ray operator _audit_creation_date 14-Sep-05 #?# style: 18-Aug-1998 _diffrn_ambient_temperature 200(2) #?# in K _diffrn_source_type 'FR 591 generator' _diffrn_source_power 2.250 #?# in kW _diffrn_source_voltage 50.00 #?# in kV _diffrn_source_current 45.00 #?# in mA _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.20 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method phi/omega-scan _diffrn_detector_area_resol_mean 9 _diffrn_special_details ? _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 loop_ _reflns_scale_group_code _reflns_scale_meas_F 1 1.0 _cell_length_a 8.4188(4) _cell_length_b 9.2762(4) _cell_length_c 10.6495(5) _cell_angle_alpha 83.019(2) _cell_angle_beta 87.266(2) _cell_angle_gamma 70.3459(16) _cell_volume 777.39(6) _cell_measurement_temperature 200(2) #?# in K _cell_measurement_reflns_used 9300 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 27.485 _cell_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist ? ? ? ? _exptl_absorpt_coefficient_mu 1.762 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8707 _exptl_absorpt_correction_T_max 0.9592 _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) ; _diffrn_reflns_number 9991 #xl _diffrn_reflns_av_R_equivalents 0.0846 #xl _diffrn_reflns_av_sigmaI/netI 0.0687 #xl _diffrn_reflns_limit_h_min -10 #xl _diffrn_reflns_limit_h_max 10 #xl _diffrn_reflns_limit_k_min -11 #xl _diffrn_reflns_limit_k_max 11 #xl _diffrn_reflns_limit_l_min -12 #xl _diffrn_reflns_limit_l_max 12 #xl _diffrn_reflns_theta_min 3.20 #xl _diffrn_reflns_theta_max 25.00 #xl _diffrn_measured_fraction_theta_max 0.996 #xl _diffrn_reflns_theta_full 25.00 #xl _diffrn_measured_fraction_theta_full 0.996 #xl _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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' _reflns_number_total 2716 #xl _reflns_number_gt 2156 #xl _reflns_threshold_expression >2sigma(I) #xl _reflns_special_details ? _refine_ls_structure_factor_coef Fsqd #xl _refine_ls_matrix_type full #xl _refine_ls_weighting_scheme calc #xl _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+0.1154P] where P=(Fo^2^+2Fc^2^)/3' #xl _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr #?# mixed --> _refine_special_details _refine_ls_extinction_method none #xl _refine_ls_extinction_coef ? #xl _refine_ls_abs_structure_details ? #xl _refine_ls_abs_structure_Flack ? #xl _refine_ls_number_reflns 2716 #xl _refine_ls_number_parameters 218 #xl _refine_ls_number_restraints 0 #xl _refine_ls_R_factor_all 0.0589 #xl _refine_ls_R_factor_gt 0.0397 #xl _refine_ls_wR_factor_ref 0.0956 #xl _refine_ls_wR_factor_gt 0.0898 #xl _refine_ls_goodness_of_fit_ref 1.051 #xl _refine_ls_restrained_S_all 1.051 #xl _refine_ls_shift/su_max 0.000 #xl _refine_ls_shift/su_mean 0.000 #xl _refine_diff_density_max 0.446 #xl _refine_diff_density_min -0.504 #xl _refine_diff_density_rms 0.098 #xl _refine_special_details ? _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _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. ; _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick. University of G\"ottingen, 97-2 version)' _computing_molecular_graphics ? _computing_publication_material ? 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_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0296(3) 0.0170(2) 0.0313(3) 0.00173(18) -0.00521(19) -0.00714(18) Cl1 0.0345(5) 0.0263(5) 0.0404(5) -0.0009(4) -0.0109(4) 0.0011(4) Cl2 0.0462(6) 0.0219(4) 0.0349(5) -0.0018(4) -0.0015(4) -0.0160(4) O1 0.0259(14) 0.0288(14) 0.0392(15) 0.0047(12) -0.0097(11) -0.0053(11) O2 0.0228(15) 0.0514(17) 0.0442(16) 0.0007(14) -0.0062(12) -0.0125(13) N1 0.0195(15) 0.0186(14) 0.0274(15) 0.0008(12) -0.0059(12) -0.0070(12) N2 0.0253(16) 0.0216(15) 0.0251(16) -0.0016(12) -0.0022(13) -0.0107(12) N3 0.0250(16) 0.0188(15) 0.0281(16) 0.0032(13) -0.0068(13) -0.0057(12) C1 0.0230(19) 0.0257(19) 0.034(2) 0.0068(16) -0.0088(16) -0.0054(15) C2 0.025(2) 0.033(2) 0.032(2) -0.0035(17) -0.0074(16) -0.0077(16) C3 0.0256(19) 0.0258(19) 0.031(2) -0.0021(16) -0.0001(16) -0.0121(16) C4 0.0270(19) 0.0185(17) 0.0297(19) 0.0005(15) -0.0043(15) -0.0052(14) C5 0.0207(18) 0.0219(18) 0.0215(17) -0.0010(15) -0.0002(14) -0.0076(14) C6 0.025(2) 0.0256(19) 0.0258(19) -0.0031(16) -0.0009(15) -0.0084(15) C7 0.0233(19) 0.0239(18) 0.0248(19) -0.0021(15) -0.0023(15) -0.0071(15) C8 0.0225(19) 0.0197(17) 0.0215(18) -0.0007(15) -0.0035(14) -0.0031(14) C9 0.032(2) 0.034(2) 0.037(2) 0.0051(18) -0.0072(17) -0.0160(17) C10 0.0256(19) 0.0193(17) 0.0215(18) -0.0011(14) -0.0023(14) -0.0054(14) C11 0.027(2) 0.0258(19) 0.0237(18) -0.0016(16) -0.0036(15) -0.0063(15) C12 0.040(2) 0.031(2) 0.0262(19) -0.0032(17) 0.0021(17) -0.0175(18) C13 0.052(3) 0.027(2) 0.026(2) 0.0050(16) -0.0049(18) -0.0139(18) C14 0.039(2) 0.026(2) 0.031(2) 0.0022(17) -0.0114(17) -0.0039(17) C15 0.031(2) 0.0253(19) 0.028(2) -0.0035(16) -0.0042(16) -0.0058(16) C16 0.028(2) 0.032(2) 0.028(2) -0.0033(17) -0.0020(16) -0.0071(17) 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_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_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_ _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 ? ? ? ? ? ? ? ? ? _geom_special_details ? _audit_block_code Cu_Cl2_C16H11N3O2_jn367_lorenz _audit_creation_method 'form98_non/compatible with shelxl97-2' _chemical_name_systematic ? _chemical_formula_moiety '2(C16 H11 Cl2 Cu N3 O2)' _chemical_formula_sum 'C32 H22 Cl4 Cu2 N6 O4' _chemical_formula_weight 823.458 _chemical_melting_point ? #?# in K! _cell_formula_units_Z 1 #?# adjust to _chemical_formula_[] _exptl_crystal_density_diffrn 1.75897(14) _exptl_crystal_F_000 414