# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' #TrackingRef '- Rigamonti_dinuclearNNbridge_revised.CIF' _journal_coden_Cambridge 0222 _audit_creation_date 'Mon May 10 10:00:08 2010' _audit_creation_method ;manual editing of form.cif from SHELXL-97 (Sheldrick, 1997) ; _publ_contact_author_name 'Dr. Alessandra Forni' _publ_contact_author_address ; CNR - Istituto di Scienze e Tecnologie Molecolari Via Golgi 19 I-20133 Milano Italy ; _publ_contact_author_email a.forni@istm.cnr.it _publ_contact_author_fax 39(2)50314300 _publ_contact_author_phone 39(2)50314273 _publ_requested_category ' ' _publ_requested_coeditor_name ' ' # AUTHOR LIST loop_ _publ_author_name _publ_author_address 'Luca Rigamonti' ; Dipartimento di Chimica Inorganica, Metallorganica e Analitica via Venezian, 21 I-20133 Milano Italy ; 'Alessandra Forni' ; CNR - Istituto di Scienze e Tecnologie Molecolari Via Golgi 19 I-20133 Milano Italy ; 'Alessandro Pasini' ; Dipartimento di Chimica Inorganica, Metallorganica e Analitica via Venezian, 21 I-20133 Milano Italy ; 'Roberta Pievo' ; Max Planck Institute for Biophysical Chemistry Am Fa\&sberg 11 37077 G ttingen Germany ; 'Jan Reedijk' ; Leiden Institute of Chemistry Leiden University P.O. Box 9502 2300 RA Leiden The Netherlands ; # TITLE _publ_section_title ; New Dinuclear-Based Copper(II) Compounds with Tridentate Schiff Base Ligands Bridged by Aliphatic Diamine and Aromatic Diimine Linkers: Magnetic Communication Between the Metal Ions Over Long Distances ; #-------------------------- data section of block compound (I) --------- data_(I) _database_code_depnum_ccdc_archive 'CCDC 776518' #TrackingRef '- Rigamonti_dinuclearNNbridge_revised.CIF' #data_lr46_rev _audit_creation_method SHELXL-97 _chemical_name_systematic ; ((\m-bipyridine)bis-[(E)-2-((2-aminoethylimino)methyl)phenolato-methanol- copper(II)])diperchlorate ; _chemical_formula_sum 'C30 H38 Cl2 Cu2 N6 O12' _chemical_formula_moiety 'C28 H30 Cu2 N6 O2, 2(Cl O4), 2(C H4 O)' _chemical_formula_weight 872.64 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 38.531(2) _cell_length_b 12.5358(7) _cell_length_c 15.0958(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.6590(10) _cell_angle_gamma 90.00 _cell_volume 7226.4(7) _cell_formula_units_Z 8 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 7253 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 25.19 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3584 _exptl_absorpt_coefficient_mu 1.394 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.676 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; SADABS, Bruker, 1997 ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 53155 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0208 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.00 _reflns_number_total 8656 _reflns_number_gt 6672 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III ( Burnett&Johnson, 1996)' _computing_publication_material 'SHELXL-97,PARST (Nardelli, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0542P)^2^+6.1356P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 8656 _refine_ls_number_parameters 549 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.1031 _refine_ls_wR_factor_gt 0.0941 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 0.211848(7) 0.941732(19) 0.486280(17) 0.03754(8) Uani 1 1 d . B . Cu2 Cu 0.042228(7) 0.24498(2) 0.58812(2) 0.04562(9) Uani 1 1 d . C . Cl1 Cl 0.176534(15) 1.15456(5) 0.63111(4) 0.05039(15) Uani 1 1 d . . . Cl2 Cl 0.09387(2) 0.15589(6) 0.30694(5) 0.06413(18) Uani 1 1 d . . . O1P O 0.16551(7) 1.0768(2) 0.56772(19) 0.0996(9) Uani 1 1 d . A . O5P O 0.10853(8) 0.0923(3) 0.24360(19) 0.1113(10) Uani 1 1 d . A . O2A O 0.21184(12) 1.1614(7) 0.6585(5) 0.121(3) Uani 0.609(8) 1 d P A 1 O3A O 0.1568(3) 1.1588(9) 0.7008(6) 0.106(4) Uani 0.609(8) 1 d P A 1 O4A O 0.1673(2) 1.2515(4) 0.5785(4) 0.123(3) Uani 0.609(8) 1 d P A 1 O6A O 0.1084(2) 0.1292(9) 0.3925(3) 0.121(3) Uani 0.609(8) 1 d P A 1 O7A O 0.05672(15) 0.1313(7) 0.3013(5) 0.104(3) Uani 0.609(8) 1 d P A 1 O8A O 0.0959(3) 0.2650(5) 0.2888(6) 0.133(3) Uani 0.609(8) 1 d P A 1 O2B O 0.1516(4) 1.1851(13) 0.6831(10) 0.104(6) Uani 0.391(8) 1 d P A 2 O3B O 0.1988(4) 1.2262(9) 0.6154(8) 0.133(7) Uani 0.391(8) 1 d P A 2 O4B O 0.1965(3) 1.0673(9) 0.6865(7) 0.130(4) Uani 0.391(8) 1 d P A 2 O6B O 0.0772(5) 0.221(2) 0.2582(16) 0.265(12) Uani 0.391(8) 1 d P A 2 O7B O 0.1211(4) 0.2013(19) 0.3586(18) 0.232(11) Uani 0.391(8) 1 d P A 2 O8B O 0.0724(7) 0.1049(13) 0.3492(14) 0.211(11) Uani 0.391(8) 1 d P A 2 O1 O 0.24222(4) 0.90136(12) 0.59211(10) 0.0410(3) Uani 1 1 d . B . O2 O 0.00595(4) 0.33775(15) 0.61323(14) 0.0592(5) Uani 1 1 d . C . N2 N 0.23991(5) 1.06461(14) 0.46404(13) 0.0417(4) Uani 1 1 d . B . N3 N 0.17805(5) 0.82474(14) 0.50771(12) 0.0379(4) Uani 1 1 d . . . N5 N 0.01631(6) 0.11825(17) 0.61683(15) 0.0541(5) Uani 1 1 d . C . N6 N 0.07191(5) 0.37610(15) 0.57012(14) 0.0447(4) Uani 1 1 d . . . N1 N 0.18095(6) 0.99107(17) 0.37479(14) 0.0526(5) Uani 1 1 d . . . H1A H 0.1736 0.9347 0.3404 0.063 Uiso 0.527(11) 1 calc PR B 1 H1B H 0.1620 1.0254 0.3897 0.063 Uiso 0.527(11) 1 calc PR B 1 H1C H 0.1852 0.9525 0.3272 0.063 Uiso 0.473(11) 1 calc PR B 2 H1D H 0.1582 0.9839 0.3815 0.063 Uiso 0.473(11) 1 calc PR B 2 C2 C 0.22556(9) 1.1244(3) 0.3842(2) 0.0783(10) Uani 1 1 d . . . H2A H 0.2137 1.1873 0.4023 0.094 Uiso 0.527(11) 1 calc PR B 1 H2B H 0.2447 1.1481 0.3533 0.094 Uiso 0.527(11) 1 calc PR B 1 H2C H 0.2300 1.1999 0.3945 0.094 Uiso 0.473(11) 1 calc PR B 2 H2D H 0.2374 1.1026 0.3344 0.094 Uiso 0.473(11) 1 calc PR B 2 C1A C 0.20199(18) 1.0644(6) 0.3250(4) 0.058(2) Uani 0.527(11) 1 d P B 1 H1A1 H 0.2149 1.0230 0.2859 0.070 Uiso 0.527(11) 1 calc PR B 1 H1A2 H 0.1864 1.1122 0.2881 0.070 Uiso 0.527(11) 1 calc PR B 1 C1B C 0.18997(16) 1.1084(5) 0.3623(5) 0.0488(19) Uani 0.473(11) 1 d P B 2 H1B1 H 0.1828 1.1291 0.3006 0.059 Uiso 0.473(11) 1 calc PR B 2 H1B2 H 0.1773 1.1525 0.4000 0.059 Uiso 0.473(11) 1 calc PR B 2 C3 C 0.26771(6) 1.09663(17) 0.51220(16) 0.0428(5) Uani 1 1 d . . . H3 H 0.2784 1.1578 0.4937 0.051 Uiso 1 1 calc R B . C4 C 0.28390(6) 1.04606(16) 0.59260(15) 0.0378(4) Uani 1 1 d . B . C5 C 0.31461(6) 1.09258(18) 0.63724(17) 0.0449(5) Uani 1 1 d . . . H5 H 0.3229 1.1552 0.6147 0.054 Uiso 1 1 calc R B . C6 C 0.33255(6) 1.0488(2) 0.71241(18) 0.0517(6) Uani 1 1 d . B . H6 H 0.3529 1.0808 0.7403 0.062 Uiso 1 1 calc R . . C7 C 0.32000(7) 0.9559(2) 0.74677(17) 0.0516(6) Uani 1 1 d . . . H7 H 0.3323 0.9249 0.7975 0.062 Uiso 1 1 calc R B . C8 C 0.28947(6) 0.90895(19) 0.70641(15) 0.0439(5) Uani 1 1 d . B . H8 H 0.2812 0.8478 0.7315 0.053 Uiso 1 1 calc R . . C9 C 0.27056(6) 0.95136(16) 0.62837(14) 0.0367(4) Uani 1 1 d . . . C10 C 0.15898(7) 0.82287(18) 0.57512(16) 0.0478(5) Uani 1 1 d . . . H10 H 0.1603 0.8808 0.6139 0.057 Uiso 1 1 calc R . . C11 C 0.13729(7) 0.73893(18) 0.59006(17) 0.0474(6) Uani 1 1 d . . . H11 H 0.1242 0.7416 0.6375 0.057 Uiso 1 1 calc R . . C12 C 0.13508(5) 0.65069(16) 0.53430(14) 0.0361(4) Uani 1 1 d . . . C13 C 0.15470(6) 0.65393(18) 0.46329(16) 0.0436(5) Uani 1 1 d . . . H13 H 0.1539 0.5971 0.4235 0.052 Uiso 1 1 calc R . . C14 C 0.17517(6) 0.74095(18) 0.45216(17) 0.0440(5) Uani 1 1 d . . . H14 H 0.1877 0.7419 0.4036 0.053 Uiso 1 1 calc R . . N4 N 0.08024(6) 0.13698(18) 0.57426(17) 0.0593(6) Uani 1 1 d . . . H4A H 0.0917 0.1549 0.5281 0.071 Uiso 0.814(16) 1 calc PR C 1 H4B H 0.0958 0.1344 0.6243 0.071 Uiso 0.814(16) 1 calc PR C 1 H4C H 0.0822 0.1302 0.5158 0.071 Uiso 0.186(16) 1 calc PR C 2 H4D H 0.1008 0.1624 0.6016 0.071 Uiso 0.186(16) 1 calc PR C 2 C16 C 0.03526(9) 0.0180(2) 0.6134(3) 0.0804(10) Uani 1 1 d . . . H16A H 0.0455 -0.0023 0.6732 0.096 Uiso 0.814(16) 1 calc PR C 1 H16B H 0.0192 -0.0379 0.5898 0.096 Uiso 0.814(16) 1 calc PR C 1 H16C H 0.0252 -0.0233 0.5620 0.096 Uiso 0.186(16) 1 calc PR C 2 H16D H 0.0334 -0.0234 0.6669 0.096 Uiso 0.186(16) 1 calc PR C 2 C15A C 0.06237(16) 0.0304(3) 0.5573(5) 0.0644(14) Uani 0.814(16) 1 d P C 1 H15A H 0.0523 0.0255 0.4950 0.077 Uiso 0.814(16) 1 calc PR C 1 H15B H 0.0794 -0.0264 0.5695 0.077 Uiso 0.814(16) 1 calc PR C 1 C15B C 0.0750(6) 0.0432(13) 0.606(2) 0.055(6) Uani 0.186(16) 1 d P C 2 H15C H 0.0883 0.0374 0.6655 0.066 Uiso 0.186(16) 1 calc PR C 2 H15D H 0.0839 -0.0103 0.5688 0.066 Uiso 0.186(16) 1 calc PR C 2 C17 C -0.01448(8) 0.1176(2) 0.64043(18) 0.0614(7) Uani 1 1 d . . . H17 H -0.0239 0.0513 0.6511 0.074 Uiso 1 1 calc R C . C18 C -0.03543(7) 0.2082(3) 0.65180(17) 0.0585(7) Uani 1 1 d . C . C19 C -0.06863(8) 0.1929(4) 0.6808(2) 0.0796(11) Uani 1 1 d . . . H19 H -0.0762 0.1237 0.6895 0.096 Uiso 1 1 calc R C . C20 C -0.08944(8) 0.2745(4) 0.6960(2) 0.0912(13) Uani 1 1 d . C . H20 H -0.1110 0.2619 0.7154 0.109 Uiso 1 1 calc R . . C21 C -0.07862(8) 0.3770(4) 0.6826(2) 0.0852(11) Uani 1 1 d . . . H21 H -0.0931 0.4338 0.6931 0.102 Uiso 1 1 calc R C . C22 C -0.04676(7) 0.3973(3) 0.6540(2) 0.0723(8) Uani 1 1 d . C . H22 H -0.0402 0.4675 0.6448 0.087 Uiso 1 1 calc R . . C23 C -0.02407(6) 0.3139(2) 0.63849(18) 0.0554(6) Uani 1 1 d . . . C24 C 0.06644(7) 0.4693(2) 0.60816(19) 0.0535(6) Uani 1 1 d . . . H24 H 0.0482 0.4739 0.6425 0.064 Uiso 1 1 calc R . . C25 C 0.08624(7) 0.55917(19) 0.59966(18) 0.0502(6) Uani 1 1 d . . . H25 H 0.0815 0.6217 0.6289 0.060 Uiso 1 1 calc R . . C26 C 0.11308(5) 0.55637(17) 0.54774(15) 0.0377(4) Uani 1 1 d . . . C27 C 0.11887(8) 0.4596(2) 0.5087(2) 0.0652(8) Uani 1 1 d . . . H27 H 0.1370 0.4526 0.4742 0.078 Uiso 1 1 calc R . . C28 C 0.09794(8) 0.3736(2) 0.5206(2) 0.0665(8) Uani 1 1 d . . . H28 H 0.1022 0.3099 0.4925 0.080 Uiso 1 1 calc R . . O1M O 0.24636(5) 0.81785(13) 0.39706(13) 0.0562(5) Uani 1 1 d . . . H1M H 0.2482 0.7531 0.4041 0.084 Uiso 1 1 calc R . . C1M C 0.26954(7) 0.8518(2) 0.3401(2) 0.0627(7) Uani 1 1 d . . . H1M1 H 0.2847 0.9057 0.3693 0.094 Uiso 1 1 calc R . . H1M2 H 0.2567 0.8808 0.2867 0.094 Uiso 1 1 calc R . . H1M3 H 0.2833 0.7925 0.3249 0.094 Uiso 1 1 calc R . . O2M O 0.02133(6) 0.2306(2) 0.42946(16) 0.0790(7) Uani 1 1 d . . . H2M H 0.0328(12) 0.213(4) 0.385(3) 0.119 Uiso 1 1 d . . . C2M C -0.00421(14) 0.2997(4) 0.3921(3) 0.135(2) Uani 1 1 d . C . H2M1 H -0.0253 0.2606 0.3725 0.203 Uiso 1 1 calc R . . H2M2 H 0.0036 0.3351 0.3420 0.203 Uiso 1 1 calc R . . H2M3 H -0.0088 0.3517 0.4358 0.203 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 Cu1 0.04010(15) 0.03010(13) 0.04167(15) 0.00343(10) 0.00272(11) -0.00700(10) Cu2 0.03878(16) 0.04159(16) 0.05754(19) 0.00216(12) 0.01034(13) -0.00835(11) Cl1 0.0452(3) 0.0559(3) 0.0512(3) -0.0100(3) 0.0107(2) -0.0025(3) Cl2 0.0697(4) 0.0753(5) 0.0482(4) 0.0009(3) 0.0104(3) -0.0056(4) O1P 0.108(2) 0.0896(17) 0.1046(19) -0.0460(15) 0.0267(16) -0.0295(15) O5P 0.103(2) 0.153(3) 0.0850(18) -0.0316(18) 0.0359(15) -0.0019(19) O2A 0.047(2) 0.166(8) 0.146(6) -0.072(5) -0.005(3) 0.003(4) O3A 0.112(7) 0.143(7) 0.075(3) 0.020(4) 0.055(4) 0.011(4) O4A 0.182(7) 0.057(3) 0.123(4) 0.031(3) -0.006(4) 0.011(3) O6A 0.124(6) 0.193(8) 0.043(2) 0.012(3) 0.004(3) 0.056(5) O7A 0.070(3) 0.137(6) 0.109(5) -0.051(5) 0.022(3) -0.019(3) O8A 0.193(9) 0.074(3) 0.146(6) 0.010(4) 0.070(6) -0.042(4) O2B 0.066(5) 0.115(9) 0.137(12) -0.082(10) 0.041(7) -0.009(6) O3B 0.189(16) 0.107(8) 0.122(9) -0.032(7) 0.087(10) -0.105(10) O4B 0.116(7) 0.120(8) 0.146(8) 0.014(6) -0.017(6) 0.019(6) O6B 0.157(14) 0.27(2) 0.36(3) 0.21(2) -0.003(15) 0.073(14) O7B 0.159(12) 0.24(2) 0.28(2) -0.184(18) -0.051(14) -0.018(13) O8B 0.36(3) 0.126(10) 0.192(18) -0.017(12) 0.19(2) -0.104(17) O1 0.0450(8) 0.0335(7) 0.0436(8) 0.0053(6) 0.0024(7) -0.0086(6) O2 0.0421(9) 0.0532(10) 0.0866(14) -0.0007(9) 0.0247(9) -0.0082(8) N2 0.0486(11) 0.0308(9) 0.0450(10) 0.0060(8) 0.0035(8) -0.0054(8) N3 0.0377(9) 0.0336(9) 0.0428(10) -0.0012(7) 0.0064(8) -0.0051(7) N5 0.0534(12) 0.0485(12) 0.0592(13) 0.0075(10) 0.0030(10) -0.0151(10) N6 0.0403(10) 0.0416(10) 0.0542(11) -0.0022(9) 0.0131(9) -0.0075(8) N1 0.0524(12) 0.0484(12) 0.0537(12) 0.0086(9) -0.0057(9) -0.0071(9) C2 0.093(2) 0.0591(18) 0.075(2) 0.0341(15) -0.0177(17) -0.0255(16) C1A 0.067(4) 0.058(4) 0.047(3) 0.015(3) -0.002(3) 0.000(3) C1B 0.057(3) 0.037(3) 0.052(4) 0.012(3) 0.007(3) 0.006(2) C3 0.0481(13) 0.0282(10) 0.0537(13) 0.0015(9) 0.0125(10) -0.0069(9) C4 0.0373(10) 0.0300(10) 0.0470(12) -0.0062(9) 0.0094(9) -0.0015(8) C5 0.0420(12) 0.0323(10) 0.0615(15) -0.0113(10) 0.0110(11) -0.0024(9) C6 0.0414(12) 0.0511(14) 0.0610(15) -0.0201(12) 0.0004(11) -0.0012(10) C7 0.0538(14) 0.0549(15) 0.0437(13) -0.0093(11) -0.0025(11) 0.0083(11) C8 0.0527(13) 0.0395(11) 0.0401(12) -0.0033(9) 0.0080(10) 0.0018(10) C9 0.0395(11) 0.0325(10) 0.0393(11) -0.0065(8) 0.0102(9) 0.0015(8) C10 0.0636(15) 0.0359(11) 0.0460(13) -0.0068(10) 0.0158(11) -0.0075(10) C11 0.0573(14) 0.0406(12) 0.0480(13) -0.0037(10) 0.0215(11) -0.0066(10) C12 0.0321(10) 0.0357(10) 0.0407(11) -0.0011(8) 0.0060(8) -0.0038(8) C13 0.0428(12) 0.0410(12) 0.0496(13) -0.0133(10) 0.0160(10) -0.0099(9) C14 0.0409(12) 0.0435(12) 0.0506(13) -0.0071(10) 0.0172(10) -0.0088(9) N4 0.0516(12) 0.0545(13) 0.0714(15) 0.0004(11) 0.0068(11) 0.0023(10) C16 0.082(2) 0.0476(16) 0.109(3) 0.0076(17) 0.003(2) -0.0100(15) C15A 0.078(3) 0.0458(19) 0.068(3) -0.0014(19) 0.005(3) -0.0006(18) C15B 0.060(11) 0.037(8) 0.068(14) 0.002(8) 0.009(9) 0.005(6) C17 0.0624(17) 0.0665(18) 0.0528(15) 0.0165(13) -0.0010(12) -0.0307(14) C18 0.0438(13) 0.085(2) 0.0454(14) 0.0137(13) 0.0026(11) -0.0189(14) C19 0.0490(16) 0.127(3) 0.0623(18) 0.0314(19) 0.0037(14) -0.0241(19) C20 0.0413(16) 0.166(4) 0.067(2) 0.035(2) 0.0129(14) -0.006(2) C21 0.0462(16) 0.145(4) 0.067(2) 0.004(2) 0.0139(14) 0.014(2) C22 0.0479(15) 0.094(2) 0.077(2) -0.0021(18) 0.0160(14) 0.0020(15) C23 0.0367(12) 0.0782(19) 0.0519(14) 0.0022(13) 0.0083(10) -0.0077(12) C24 0.0443(13) 0.0491(14) 0.0724(17) -0.0050(12) 0.0274(12) -0.0058(11) C25 0.0476(13) 0.0410(12) 0.0666(16) -0.0092(11) 0.0241(12) -0.0055(10) C26 0.0334(10) 0.0381(11) 0.0426(11) 0.0000(9) 0.0082(8) -0.0037(8) C27 0.0685(18) 0.0449(14) 0.094(2) -0.0166(14) 0.0526(16) -0.0170(12) C28 0.0732(18) 0.0441(14) 0.092(2) -0.0186(14) 0.0456(17) -0.0180(13) O1M 0.0617(11) 0.0374(9) 0.0757(12) 0.0008(8) 0.0320(9) -0.0013(8) C1M 0.0575(16) 0.0568(16) 0.0774(19) 0.0171(14) 0.0221(14) 0.0038(13) O2M 0.0735(15) 0.0951(17) 0.0670(14) 0.0044(12) 0.0038(11) 0.0145(12) C2M 0.145(5) 0.138(4) 0.108(4) -0.003(3) -0.031(3) 0.064(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 1.9182(15) . ? Cu1 N2 1.9369(18) . ? Cu1 N3 2.0159(17) . ? Cu1 N1 2.024(2) . ? Cu2 O2 1.8951(18) . ? Cu2 N5 1.956(2) . ? Cu2 N4 2.026(2) . ? Cu2 N6 2.0412(19) . ? Cu2 O2M 2.430(2) . ? Cl1 O3B 1.286(7) . ? Cl1 O2A 1.371(4) . ? Cl1 O2B 1.373(14) . ? Cl1 O3A 1.379(9) . ? Cl1 O1P 1.392(2) . ? Cl1 O4A 1.469(4) . ? Cl1 O4B 1.522(9) . ? Cl2 O6B 1.225(12) . ? Cl2 O8B 1.280(11) . ? Cl2 O7B 1.347(11) . ? Cl2 O6A 1.379(5) . ? Cl2 O8A 1.399(6) . ? Cl2 O5P 1.419(3) . ? Cl2 O7A 1.455(6) . ? O1 C9 1.314(3) . ? O2 C23 1.300(3) . ? N2 C3 1.276(3) . ? N2 C2 1.464(3) . ? N3 C10 1.332(3) . ? N3 C14 1.339(3) . ? N5 C17 1.283(4) . ? N5 C16 1.458(4) . ? N6 C28 1.328(3) . ? N6 C24 1.331(3) . ? N1 C1A 1.493(6) . ? N1 C1B 1.529(6) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N1 H1C 0.9000 . ? N1 H1D 0.9000 . ? C2 C1B 1.382(7) . ? C2 C1A 1.405(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C2 H2C 0.9700 . ? C2 H2D 0.9700 . ? C1A H1A1 0.9700 . ? C1A H1A2 0.9700 . ? C1B H1B1 0.9700 . ? C1B H1B2 0.9700 . ? C3 C4 1.436(3) . ? C3 H3 0.9300 . ? C4 C5 1.408(3) . ? C4 C9 1.428(3) . ? C5 C6 1.363(4) . ? C5 H5 0.9300 . ? C6 C7 1.388(4) . ? C6 H6 0.9300 . ? C7 C8 1.382(3) . ? C7 H7 0.9300 . ? C8 C9 1.404(3) . ? C8 H8 0.9300 . ? C10 C11 1.381(3) . ? C10 H10 0.9300 . ? C11 C12 1.386(3) . ? C11 H11 0.9300 . ? C12 C13 1.392(3) . ? C12 C26 1.484(3) . ? C13 C14 1.370(3) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? N4 C15B 1.299(15) . ? N4 C15A 1.509(6) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? N4 H4C 0.9000 . ? N4 H4D 0.9000 . ? C16 C15A 1.439(5) . ? C16 C15B 1.581(19) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C16 H16D 0.9700 . ? C15A H15A 0.9700 . ? C15A H15B 0.9700 . ? C15B H15C 0.9700 . ? C15B H15D 0.9700 . ? C17 C18 1.416(4) . ? C17 H17 0.9300 . ? C18 C19 1.419(4) . ? C18 C23 1.419(4) . ? C19 C20 1.338(6) . ? C19 H19 0.9300 . ? C20 C21 1.375(6) . ? C20 H20 0.9300 . ? C21 C22 1.378(4) . ? C21 H21 0.9300 . ? C22 C23 1.402(4) . ? C22 H22 0.9300 . ? C24 C25 1.376(3) . ? C24 H24 0.9300 . ? C25 C26 1.379(3) . ? C25 H25 0.9300 . ? C26 C27 1.380(3) . ? C27 C28 1.372(3) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? O1M C1M 1.386(3) . ? O1M H1M 0.8200 . ? C1M H1M1 0.9600 . ? C1M H1M2 0.9600 . ? C1M H1M3 0.9600 . ? O2M C2M 1.375(5) . ? O2M H2M 0.87(5) . ? C2M H2M1 0.9600 . ? C2M H2M2 0.9600 . ? C2M H2M3 0.9600 . ? 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 O1 Cu1 N2 93.52(7) . . ? O1 Cu1 N3 90.57(7) . . ? N2 Cu1 N3 173.68(8) . . ? O1 Cu1 N1 177.30(7) . . ? N2 Cu1 N1 83.86(8) . . ? N3 Cu1 N1 91.99(8) . . ? O2 Cu2 N5 92.41(9) . . ? O2 Cu2 N4 173.48(9) . . ? N5 Cu2 N4 82.97(10) . . ? O2 Cu2 N6 88.50(8) . . ? N5 Cu2 N6 174.51(9) . . ? N4 Cu2 N6 95.66(9) . . ? O2 Cu2 O2M 94.96(9) . . ? N5 Cu2 O2M 92.64(9) . . ? N4 Cu2 O2M 89.87(9) . . ? N6 Cu2 O2M 92.68(9) . . ? O3B Cl1 O2B 116.5(8) . . ? O2A Cl1 O3A 113.2(6) . . ? O3B Cl1 O1P 120.8(4) . . ? O2A Cl1 O1P 116.8(3) . . ? O2B Cl1 O1P 114.5(5) . . ? O3A Cl1 O1P 113.8(5) . . ? O2A Cl1 O4A 105.7(5) . . ? O3A Cl1 O4A 105.2(6) . . ? O1P Cl1 O4A 100.2(3) . . ? O3B Cl1 O4B 107.6(9) . . ? O2B Cl1 O4B 103.2(9) . . ? O1P Cl1 O4B 87.7(4) . . ? O6B Cl2 O8B 108.1(14) . . ? O6B Cl2 O7B 111.8(14) . . ? O8B Cl2 O7B 115.3(13) . . ? O6A Cl2 O8A 113.2(5) . . ? O6B Cl2 O5P 101.2(13) . . ? O8B Cl2 O5P 113.4(7) . . ? O7B Cl2 O5P 106.1(8) . . ? O6A Cl2 O5P 110.3(3) . . ? O8A Cl2 O5P 112.3(3) . . ? O6A Cl2 O7A 106.1(4) . . ? O8A Cl2 O7A 106.1(6) . . ? O5P Cl2 O7A 108.6(3) . . ? C9 O1 Cu1 127.02(13) . . ? C23 O2 Cu2 128.81(19) . . ? C3 N2 C2 120.3(2) . . ? C3 N2 Cu1 126.65(16) . . ? C2 N2 Cu1 113.05(16) . . ? C10 N3 C14 117.15(19) . . ? C10 N3 Cu1 124.70(15) . . ? C14 N3 Cu1 118.11(15) . . ? C17 N5 C16 119.4(2) . . ? C17 N5 Cu2 125.8(2) . . ? C16 N5 Cu2 114.81(19) . . ? C28 N6 C24 116.0(2) . . ? C28 N6 Cu2 122.31(17) . . ? C24 N6 Cu2 121.71(16) . . ? C1A N1 Cu1 108.0(2) . . ? C1B N1 Cu1 106.2(2) . . ? C1A N1 H1A 110.1 . . ? Cu1 N1 H1A 110.1 . . ? C1A N1 H1B 110.1 . . ? Cu1 N1 H1B 110.1 . . ? H1A N1 H1B 108.4 . . ? C1B N1 H1C 110.5 . . ? Cu1 N1 H1C 110.5 . . ? C1B N1 H1D 110.5 . . ? Cu1 N1 H1D 110.5 . . ? H1C N1 H1D 108.7 . . ? C1B C2 N2 112.2(3) . . ? C1A C2 N2 113.0(3) . . ? C1A C2 H2A 109.0 . . ? N2 C2 H2A 109.0 . . ? C1A C2 H2B 109.0 . . ? N2 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? C1B C2 H2C 109.2 . . ? N2 C2 H2C 109.2 . . ? C1B C2 H2D 109.2 . . ? N2 C2 H2D 109.2 . . ? H2C C2 H2D 107.9 . . ? C2 C1A N1 110.9(4) . . ? C2 C1A H1A1 109.5 . . ? N1 C1A H1A1 109.5 . . ? C2 C1A H1A2 109.5 . . ? N1 C1A H1A2 109.5 . . ? H1A1 C1A H1A2 108.0 . . ? C2 C1B N1 110.2(4) . . ? C2 C1B H1B1 109.6 . . ? N1 C1B H1B1 109.6 . . ? C2 C1B H1B2 109.6 . . ? N1 C1B H1B2 109.6 . . ? H1B1 C1B H1B2 108.1 . . ? N2 C3 C4 125.4(2) . . ? N2 C3 H3 117.3 . . ? C4 C3 H3 117.3 . . ? C5 C4 C9 119.0(2) . . ? C5 C4 C3 117.7(2) . . ? C9 C4 C3 123.3(2) . . ? C6 C5 C4 122.2(2) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C5 C6 C7 119.1(2) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 120.7(2) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 121.6(2) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? O1 C9 C8 118.58(19) . . ? O1 C9 C4 124.1(2) . . ? C8 C9 C4 117.3(2) . . ? N3 C10 C11 123.1(2) . . ? N3 C10 H10 118.5 . . ? C11 C10 H10 118.5 . . ? C10 C11 C12 119.9(2) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C13 116.66(19) . . ? C11 C12 C26 122.9(2) . . ? C13 C12 C26 120.48(19) . . ? C14 C13 C12 119.9(2) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? N3 C14 C13 123.3(2) . . ? N3 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? C15B N4 Cu2 114.6(7) . . ? C15A N4 Cu2 106.8(2) . . ? C15A N4 H4A 110.4 . . ? Cu2 N4 H4A 110.4 . . ? C15A N4 H4B 110.4 . . ? Cu2 N4 H4B 110.4 . . ? H4A N4 H4B 108.6 . . ? C15B N4 H4C 108.6 . . ? Cu2 N4 H4C 108.6 . . ? C15B N4 H4D 108.6 . . ? Cu2 N4 H4D 108.6 . . ? H4C N4 H4D 107.6 . . ? C15A C16 N5 109.5(3) . . ? N5 C16 C15B 108.9(6) . . ? C15A C16 H16A 109.8 . . ? N5 C16 H16A 109.8 . . ? C15A C16 H16B 109.8 . . ? N5 C16 H16B 109.8 . . ? H16A C16 H16B 108.2 . . ? N5 C16 H16C 109.9 . . ? C15B C16 H16C 109.9 . . ? N5 C16 H16D 109.9 . . ? C15B C16 H16D 109.9 . . ? H16C C16 H16D 108.3 . . ? C16 C15A N4 110.3(4) . . ? C16 C15A H15A 109.6 . . ? N4 C15A H15A 109.6 . . ? C16 C15A H15B 109.6 . . ? N4 C15A H15B 109.6 . . ? H15A C15A H15B 108.1 . . ? N4 C15B C16 113.9(13) . . ? N4 C15B H15C 108.8 . . ? C16 C15B H15C 108.8 . . ? N4 C15B H15D 108.8 . . ? C16 C15B H15D 108.8 . . ? H15C C15B H15D 107.7 . . ? N5 C17 C18 126.3(2) . . ? N5 C17 H17 116.9 . . ? C18 C17 H17 116.9 . . ? C17 C18 C19 118.8(3) . . ? C17 C18 C23 122.7(2) . . ? C19 C18 C23 118.5(3) . . ? C20 C19 C18 122.4(4) . . ? C20 C19 H19 118.8 . . ? C18 C19 H19 118.8 . . ? C19 C20 C21 119.3(3) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? C20 C21 C22 121.3(4) . . ? C20 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C21 C22 C23 121.0(4) . . ? C21 C22 H22 119.5 . . ? C23 C22 H22 119.5 . . ? O2 C23 C22 118.5(3) . . ? O2 C23 C18 124.0(3) . . ? C22 C23 C18 117.5(3) . . ? N6 C24 C25 123.8(2) . . ? N6 C24 H24 118.1 . . ? C25 C24 H24 118.1 . . ? C24 C25 C26 119.9(2) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C26 C27 116.2(2) . . ? C25 C26 C12 122.9(2) . . ? C27 C26 C12 120.9(2) . . ? C28 C27 C26 120.2(2) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? N6 C28 C27 123.8(2) . . ? N6 C28 H28 118.1 . . ? C27 C28 H28 118.1 . . ? C1M O1M H1M 109.5 . . ? O1M C1M H1M1 109.5 . . ? O1M C1M H1M2 109.5 . . ? H1M1 C1M H1M2 109.5 . . ? O1M C1M H1M3 109.5 . . ? H1M1 C1M H1M3 109.5 . . ? H1M2 C1M H1M3 109.5 . . ? C2M O2M Cu2 118.8(3) . . ? C2M O2M H2M 105(3) . . ? Cu2 O2M H2M 129(3) . . ? O2M C2M H2M1 109.5 . . ? O2M C2M H2M2 109.5 . . ? H2M1 C2M H2M2 109.5 . . ? O2M C2M H2M3 109.5 . . ? H2M1 C2M H2M3 109.5 . . ? H2M2 C2M H2M3 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 N2 Cu1 O1 C9 1.65(18) . . . . ? N3 Cu1 O1 C9 -173.52(17) . . . . ? N5 Cu2 O2 C23 -0.9(2) . . . . ? N6 Cu2 O2 C23 -175.5(2) . . . . ? O2M Cu2 O2 C23 92.0(2) . . . . ? O1 Cu1 N2 C3 -1.6(2) . . . . ? N1 Cu1 N2 C3 177.8(2) . . . . ? O1 Cu1 N2 C2 -179.7(2) . . . . ? N1 Cu1 N2 C2 -0.4(2) . . . . ? O1 Cu1 N3 C10 67.9(2) . . . . ? N1 Cu1 N3 C10 -111.2(2) . . . . ? O1 Cu1 N3 C14 -109.90(18) . . . . ? N1 Cu1 N3 C14 70.96(18) . . . . ? O2 Cu2 N5 C17 1.6(2) . . . . ? N4 Cu2 N5 C17 177.0(2) . . . . ? O2M Cu2 N5 C17 -93.5(2) . . . . ? O2 Cu2 N5 C16 -175.9(2) . . . . ? N4 Cu2 N5 C16 -0.6(2) . . . . ? O2M Cu2 N5 C16 89.0(2) . . . . ? O2 Cu2 N6 C28 -156.2(2) . . . . ? N4 Cu2 N6 C28 28.8(2) . . . . ? O2M Cu2 N6 C28 -61.3(2) . . . . ? O2 Cu2 N6 C24 24.4(2) . . . . ? N4 Cu2 N6 C24 -150.6(2) . . . . ? O2M Cu2 N6 C24 119.3(2) . . . . ? N2 Cu1 N1 C1A 18.5(4) . . . . ? N3 Cu1 N1 C1A -166.3(4) . . . . ? N2 Cu1 N1 C1B -19.9(4) . . . . ? N3 Cu1 N1 C1B 155.3(4) . . . . ? C3 N2 C2 C1B -154.6(4) . . . . ? Cu1 N2 C2 C1B 23.7(5) . . . . ? C3 N2 C2 C1A 162.0(5) . . . . ? Cu1 N2 C2 C1A -19.7(6) . . . . ? C1B C2 C1A N1 -61.9(6) . . . . ? N2 C2 C1A N1 35.6(7) . . . . ? Cu1 N1 C1A C2 -34.3(7) . . . . ? N2 C2 C1B N1 -40.9(7) . . . . ? Cu1 N1 C1B C2 38.5(6) . . . . ? C2 N2 C3 C4 178.8(3) . . . . ? Cu1 N2 C3 C4 0.8(3) . . . . ? N2 C3 C4 C5 180.0(2) . . . . ? N2 C3 C4 C9 0.5(4) . . . . ? C9 C4 C5 C6 1.6(3) . . . . ? C3 C4 C5 C6 -177.9(2) . . . . ? C4 C5 C6 C7 -0.7(4) . . . . ? C5 C6 C7 C8 -1.0(4) . . . . ? C6 C7 C8 C9 1.7(4) . . . . ? Cu1 O1 C9 C8 -179.92(15) . . . . ? Cu1 O1 C9 C4 -1.0(3) . . . . ? C7 C8 C9 O1 178.3(2) . . . . ? C7 C8 C9 C4 -0.7(3) . . . . ? C5 C4 C9 O1 -179.86(19) . . . . ? C3 C4 C9 O1 -0.4(3) . . . . ? C5 C4 C9 C8 -0.9(3) . . . . ? C3 C4 C9 C8 178.5(2) . . . . ? C14 N3 C10 C11 0.9(4) . . . . ? Cu1 N3 C10 C11 -176.89(19) . . . . ? N3 C10 C11 C12 1.0(4) . . . . ? C10 C11 C12 C13 -1.8(4) . . . . ? C10 C11 C12 C26 178.3(2) . . . . ? C11 C12 C13 C14 0.8(3) . . . . ? C26 C12 C13 C14 -179.3(2) . . . . ? C10 N3 C14 C13 -2.0(4) . . . . ? Cu1 N3 C14 C13 175.94(19) . . . . ? C12 C13 C14 N3 1.2(4) . . . . ? N5 Cu2 N4 C15B -13.6(16) . . . . ? N6 Cu2 N4 C15B 161.0(16) . . . . ? O2M Cu2 N4 C15B -106.3(16) . . . . ? N5 Cu2 N4 C15A 22.0(3) . . . . ? N6 Cu2 N4 C15A -163.4(3) . . . . ? O2M Cu2 N4 C15A -70.7(3) . . . . ? C17 N5 C16 C15A 159.8(4) . . . . ? Cu2 N5 C16 C15A -22.4(5) . . . . ? C17 N5 C16 C15B -166.1(12) . . . . ? Cu2 N5 C16 C15B 11.6(12) . . . . ? N5 C16 C15A N4 41.2(6) . . . . ? Cu2 N4 C15A C16 -40.7(5) . . . . ? Cu2 N4 C15B C16 23(2) . . . . ? N5 C16 C15B N4 -23(2) . . . . ? C16 N5 C17 C18 176.3(3) . . . . ? Cu2 N5 C17 C18 -1.2(4) . . . . ? N5 C17 C18 C19 -178.2(3) . . . . ? N5 C17 C18 C23 -0.6(4) . . . . ? C17 C18 C19 C20 177.7(3) . . . . ? C23 C18 C19 C20 -0.1(4) . . . . ? C18 C19 C20 C21 0.5(5) . . . . ? C19 C20 C21 C22 -0.1(5) . . . . ? C20 C21 C22 C23 -0.8(5) . . . . ? Cu2 O2 C23 C22 179.4(2) . . . . ? Cu2 O2 C23 C18 -0.4(4) . . . . ? C21 C22 C23 O2 -178.7(3) . . . . ? C21 C22 C23 C18 1.1(4) . . . . ? C17 C18 C23 O2 1.4(4) . . . . ? C19 C18 C23 O2 179.1(3) . . . . ? C17 C18 C23 C22 -178.4(3) . . . . ? C19 C18 C23 C22 -0.7(4) . . . . ? C28 N6 C24 C25 -1.0(4) . . . . ? Cu2 N6 C24 C25 178.5(2) . . . . ? N6 C24 C25 C26 1.4(4) . . . . ? C24 C25 C26 C27 -1.7(4) . . . . ? C24 C25 C26 C12 178.9(2) . . . . ? C11 C12 C26 C25 18.2(4) . . . . ? C13 C12 C26 C25 -161.7(2) . . . . ? C11 C12 C26 C27 -161.2(3) . . . . ? C13 C12 C26 C27 18.9(4) . . . . ? C25 C26 C27 C28 1.6(5) . . . . ? C12 C26 C27 C28 -179.0(3) . . . . ? C24 N6 C28 C27 0.9(5) . . . . ? Cu2 N6 C28 C27 -178.6(3) . . . . ? C26 C27 C28 N6 -1.3(5) . . . . ? O2 Cu2 O2M C2M 12.1(4) . . . . ? N5 Cu2 O2M C2M 104.7(4) . . . . ? N4 Cu2 O2M C2M -172.3(4) . . . . ? N6 Cu2 O2M C2M -76.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.480 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.057 _chemical_name_common ; ((mu-bipyridine)bis-((E)-2-((2- aminoethylimino)methyl)phenolato-methanol-copper(ii)))diperchlorate ; #-------------------------- data section of block compound (II) --------- data_(II) _database_code_depnum_ccdc_archive 'CCDC 776519' #TrackingRef '- Rigamonti_dinuclearNNbridge_revised.CIF' #data_lr37 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ((\m-piperazine)bis-[(E)-2-((2-aminoethylimino)methyl)phenolato- copper(II)])diperchlorate ; _chemical_formula_moiety 'C22 H32 Cu2 N6 O2, 2(Cl O4)' _chemical_formula_sum 'C22 H32 Cl2 Cu2 N6 O10' _chemical_formula_weight 738.52 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2758(3) _cell_length_b 8.7094(4) _cell_length_c 10.8201(5) _cell_angle_alpha 93.566(1) _cell_angle_beta 98.300(1) _cell_angle_gamma 93.424(1) _cell_volume 675.51(5) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8907 _cell_measurement_theta_min 2.349 _cell_measurement_theta_max 32.095 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.815 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 378 _exptl_absorpt_coefficient_mu 1.840 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.642 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; SADABS, Bruker, 1997 ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 12659 _diffrn_reflns_av_R_equivalents 0.0169 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 32.41 _reflns_number_total 4548 _reflns_number_gt 4158 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SIR2004 (Burla et al., 2004)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III ( Burnett&Johnson, 1996)' _computing_publication_material 'SHELXL-97,PARST (Nardelli, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0312P)^2^+0.2962P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_number_reflns 4548 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0254 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0629 _refine_ls_wR_factor_gt 0.0613 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.354107(19) 0.166432(15) 0.224772(12) 0.01513(5) Uani 1 d . . . Cl1 Cl 0.83885(4) 0.64938(3) 0.37827(3) 0.02112(6) Uani 1 d . . . O1P O 0.75719(18) 0.51321(14) 0.42471(12) 0.0400(3) Uani 1 d . . . O2P O 0.98722(18) 0.60926(17) 0.31183(13) 0.0449(3) Uani 1 d . . . O3P O 0.69735(16) 0.71679(15) 0.29537(11) 0.0366(3) Uani 1 d . . . O4P O 0.90793(17) 0.75757(14) 0.48194(11) 0.0399(3) Uani 1 d . . . O1 O 0.34942(13) -0.02954(10) 0.13861(8) 0.01848(16) Uani 1 d . . . N1 N 0.36483(16) 0.38271(12) 0.30735(10) 0.0216(2) Uani 1 d . . . H1A H 0.2731 0.3904 0.3572 0.026 Uiso 1 calc R . . H1B H 0.4784 0.4062 0.3564 0.026 Uiso 1 calc R . . N2 N 0.22168(13) 0.25688(11) 0.08118(9) 0.01607(17) Uani 1 d . . . N3 N 0.47318(14) 0.05817(11) 0.37418(9) 0.01522(17) Uani 1 d . . . H3A H 0.5604 -0.0022 0.3439 0.018 Uiso 1 calc R . . C1 C 0.33705(17) 0.49017(14) 0.20620(12) 0.0198(2) Uani 1 d . . . H1C H 0.4535 0.5075 0.1702 0.024 Uiso 1 calc R . . H1D H 0.3019 0.5908 0.2399 0.024 Uiso 1 calc R . . C2 C 0.18299(17) 0.41794(14) 0.10628(12) 0.0198(2) Uani 1 d . . . H2A H 0.0608 0.4235 0.1358 0.024 Uiso 1 calc R . . H2B H 0.1798 0.4735 0.0290 0.024 Uiso 1 calc R . . C3 C 0.16498(16) 0.18872(14) -0.02807(11) 0.0172(2) Uani 1 d . . . H3B H 0.0990 0.2466 -0.0893 0.021 Uiso 1 calc R . . C4 C 0.19451(16) 0.03137(14) -0.06383(11) 0.0169(2) Uani 1 d . . . C5 C 0.12643(17) -0.02449(16) -0.18859(11) 0.0207(2) Uani 1 d . . . H5 H 0.0611 0.0415 -0.2435 0.025 Uiso 1 calc R . . C6 C 0.15270(17) -0.17257(16) -0.23244(11) 0.0235(2) Uani 1 d . . . H6 H 0.1040 -0.2093 -0.3160 0.028 Uiso 1 calc R . . C7 C 0.25257(17) -0.26760(15) -0.15147(12) 0.0225(2) Uani 1 d . . . H7 H 0.2750 -0.3686 -0.1814 0.027 Uiso 1 calc R . . C8 C 0.31922(17) -0.21692(14) -0.02850(12) 0.0194(2) Uani 1 d . . . H8 H 0.3865 -0.2839 0.0244 0.023 Uiso 1 calc R . . C9 C 0.28901(15) -0.06711(13) 0.01995(11) 0.01584(19) Uani 1 d . . . C10 C 0.57691(16) 0.15222(13) 0.48473(10) 0.01609(19) Uani 1 d . . . H10A H 0.4904 0.2190 0.5215 0.019 Uiso 1 calc R . . H10B H 0.6752 0.2198 0.4572 0.019 Uiso 1 calc R . . C11 C 0.33418(16) -0.05257(13) 0.41555(11) 0.0165(2) Uani 1 d . . . H11A H 0.2727 -0.1199 0.3424 0.020 Uiso 1 calc R . . H11B H 0.2374 0.0055 0.4494 0.020 Uiso 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 Cu1 0.01959(7) 0.01425(7) 0.01090(7) 0.00179(5) -0.00018(5) 0.00081(5) Cl1 0.02288(13) 0.02268(13) 0.01689(13) -0.00366(10) 0.00369(10) -0.00238(10) O1P 0.0429(7) 0.0345(6) 0.0429(7) 0.0135(5) 0.0069(5) -0.0080(5) O2P 0.0412(7) 0.0551(8) 0.0428(7) -0.0072(6) 0.0243(6) 0.0060(6) O3P 0.0310(5) 0.0482(7) 0.0280(5) 0.0125(5) -0.0050(4) -0.0050(5) O4P 0.0421(6) 0.0358(6) 0.0345(6) -0.0206(5) -0.0111(5) 0.0082(5) O1 0.0255(4) 0.0168(4) 0.0122(4) 0.0010(3) -0.0009(3) 0.0027(3) N1 0.0290(5) 0.0183(5) 0.0168(5) 0.0005(4) 0.0012(4) 0.0015(4) N2 0.0160(4) 0.0158(4) 0.0162(4) 0.0029(3) 0.0008(3) 0.0010(3) N3 0.0184(4) 0.0157(4) 0.0111(4) 0.0015(3) 0.0011(3) -0.0002(3) C1 0.0197(5) 0.0157(5) 0.0232(6) 0.0021(4) 0.0001(4) 0.0010(4) C2 0.0178(5) 0.0163(5) 0.0243(6) 0.0026(4) -0.0011(4) 0.0028(4) C3 0.0163(5) 0.0205(5) 0.0147(5) 0.0045(4) 0.0007(4) 0.0009(4) C4 0.0169(5) 0.0208(5) 0.0125(5) 0.0020(4) 0.0013(4) -0.0004(4) C5 0.0193(5) 0.0290(6) 0.0129(5) 0.0015(4) 0.0009(4) -0.0028(4) C6 0.0217(5) 0.0324(7) 0.0150(5) -0.0053(5) 0.0038(4) -0.0055(5) C7 0.0207(5) 0.0237(6) 0.0225(6) -0.0066(4) 0.0064(4) -0.0029(4) C8 0.0195(5) 0.0187(5) 0.0198(5) -0.0012(4) 0.0035(4) -0.0006(4) C9 0.0157(4) 0.0184(5) 0.0130(5) 0.0009(4) 0.0016(4) -0.0005(4) C10 0.0196(5) 0.0154(5) 0.0123(5) 0.0013(4) -0.0001(4) -0.0011(4) C11 0.0175(5) 0.0177(5) 0.0132(5) 0.0027(4) -0.0006(4) -0.0013(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 1.8892(9) . ? Cu1 N2 1.9426(10) . ? Cu1 N1 2.0262(11) . ? Cu1 N3 2.0337(10) . ? Cl1 O2P 1.4291(12) . ? Cl1 O4P 1.4311(10) . ? Cl1 O3P 1.4424(12) . ? Cl1 O1P 1.4450(12) . ? O1 C9 1.3100(13) . ? N1 C1 1.4835(16) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? N2 C3 1.2894(15) . ? N2 C2 1.4637(15) . ? N3 C10 1.4883(14) . ? N3 C11 1.4905(15) . ? N3 H3A 0.9300 . ? C1 C2 1.5174(17) . ? C1 H1C 0.9900 . ? C1 H1D 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.4378(17) . ? C3 H3B 0.9500 . ? C4 C5 1.4145(16) . ? C4 C9 1.4204(16) . ? C5 C6 1.3800(19) . ? C5 H5 0.9500 . ? C6 C7 1.400(2) . ? C6 H6 0.9500 . ? C7 C8 1.3841(17) . ? C7 H7 0.9500 . ? C8 C9 1.4170(16) . ? C8 H8 0.9500 . ? C10 C11 1.5224(16) 2_656 ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C10 1.5225(16) 2_656 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? 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 O1 Cu1 N2 93.38(4) . . ? O1 Cu1 N1 176.25(4) . . ? N2 Cu1 N1 84.09(4) . . ? O1 Cu1 N3 84.02(4) . . ? N2 Cu1 N3 174.98(4) . . ? N1 Cu1 N3 98.71(4) . . ? O2P Cl1 O4P 110.00(8) . . ? O2P Cl1 O3P 109.59(8) . . ? O4P Cl1 O3P 109.43(7) . . ? O2P Cl1 O1P 110.00(8) . . ? O4P Cl1 O1P 108.92(8) . . ? O3P Cl1 O1P 108.87(7) . . ? C9 O1 Cu1 127.43(8) . . ? C1 N1 Cu1 107.47(8) . . ? C1 N1 H1A 110.2 . . ? Cu1 N1 H1A 110.2 . . ? C1 N1 H1B 110.2 . . ? Cu1 N1 H1B 110.2 . . ? H1A N1 H1B 108.5 . . ? C3 N2 C2 119.58(10) . . ? C3 N2 Cu1 126.65(8) . . ? C2 N2 Cu1 113.75(8) . . ? C10 N3 C11 109.76(9) . . ? C10 N3 Cu1 119.22(7) . . ? C11 N3 Cu1 110.33(7) . . ? C10 N3 H3A 105.5 . . ? C11 N3 H3A 105.5 . . ? Cu1 N3 H3A 105.5 . . ? N1 C1 C2 107.79(10) . . ? N1 C1 H1C 110.1 . . ? C2 C1 H1C 110.1 . . ? N1 C1 H1D 110.1 . . ? C2 C1 H1D 110.1 . . ? H1C C1 H1D 108.5 . . ? N2 C2 C1 107.62(9) . . ? N2 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? N2 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? N2 C3 C4 124.68(11) . . ? N2 C3 H3B 117.7 . . ? C4 C3 H3B 117.7 . . ? C5 C4 C9 119.80(11) . . ? C5 C4 C3 117.39(11) . . ? C9 C4 C3 122.81(10) . . ? C6 C5 C4 121.55(12) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C5 C6 C7 118.70(11) . . ? C5 C6 H6 120.6 . . ? C7 C6 H6 120.6 . . ? C8 C7 C6 121.12(12) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 121.27(12) . . ? C7 C8 H8 119.4 . . ? C9 C8 H8 119.4 . . ? O1 C9 C8 117.81(10) . . ? O1 C9 C4 124.71(10) . . ? C8 C9 C4 117.48(10) . . ? N3 C10 C11 112.19(9) . 2_656 ? N3 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 2_656 . ? N3 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 2_656 . ? H10A C10 H10B 107.9 . . ? N3 C11 C10 112.14(9) . 2_656 ? N3 C11 H11A 109.2 . . ? C10 C11 H11A 109.2 2_656 . ? N3 C11 H11B 109.2 . . ? C10 C11 H11B 109.2 2_656 . ? H11A C11 H11B 107.9 . . ? 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 N2 Cu1 O1 C9 5.65(10) . . . . ? N3 Cu1 O1 C9 -178.66(10) . . . . ? N2 Cu1 N1 C1 -20.96(8) . . . . ? N3 Cu1 N1 C1 163.24(8) . . . . ? O1 Cu1 N2 C3 -1.15(10) . . . . ? N1 Cu1 N2 C3 176.08(11) . . . . ? O1 Cu1 N2 C2 177.45(8) . . . . ? N1 Cu1 N2 C2 -5.33(8) . . . . ? O1 Cu1 N3 C10 162.02(9) . . . . ? N1 Cu1 N3 C10 -15.38(9) . . . . ? O1 Cu1 N3 C11 -69.63(7) . . . . ? N1 Cu1 N3 C11 112.96(8) . . . . ? Cu1 N1 C1 C2 42.07(11) . . . . ? C3 N2 C2 C1 -151.45(11) . . . . ? Cu1 N2 C2 C1 29.84(12) . . . . ? N1 C1 C2 N2 -46.80(13) . . . . ? C2 N2 C3 C4 179.98(11) . . . . ? Cu1 N2 C3 C4 -1.50(17) . . . . ? N2 C3 C4 C5 -178.66(11) . . . . ? N2 C3 C4 C9 0.84(19) . . . . ? C9 C4 C5 C6 -1.32(18) . . . . ? C3 C4 C5 C6 178.19(11) . . . . ? C4 C5 C6 C7 -1.33(18) . . . . ? C5 C6 C7 C8 2.02(19) . . . . ? C6 C7 C8 C9 -0.04(19) . . . . ? Cu1 O1 C9 C8 172.54(8) . . . . ? Cu1 O1 C9 C4 -7.72(17) . . . . ? C7 C8 C9 O1 177.19(11) . . . . ? C7 C8 C9 C4 -2.57(17) . . . . ? C5 C4 C9 O1 -176.53(11) . . . . ? C3 C4 C9 O1 3.99(18) . . . . ? C5 C4 C9 C8 3.21(16) . . . . ? C3 C4 C9 C8 -176.28(11) . . . . ? C11 N3 C10 C11 54.61(13) . . . 2_656 ? Cu1 N3 C10 C11 -176.78(7) . . . 2_656 ? C10 N3 C11 C10 -54.59(13) . . . 2_656 ? Cu1 N3 C11 C10 172.08(7) . . . 2_656 ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.485 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.063 _chemical_name_common ; ((mu-piperazine)bis-((E)-2-((2- aminoethylimino)methyl)phenolato-copper(ii)))diperchlorate ; #-------------------------- data section of block compound (III) --------- data_(III) _database_code_depnum_ccdc_archive 'CCDC 776520' #TrackingRef '- Rigamonti_dinuclearNNbridge_revised.CIF' #data_lr22 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ((\m-bipyridine)bis-[(E)-2-((2-aminopropylimino)methyl)phenolato-methanol- copper(II)])diperchlorate ; _chemical_formula_moiety 'C30 H34 Cu2 N6 O2, 2(Cl O4), 2(C H4 O)' _chemical_formula_sum 'C32 H42 Cl2 Cu2 N6 O12' _chemical_formula_weight 900.70 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.0625(9) _cell_length_b 18.8831(17) _cell_length_c 20.6196(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3918.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7961 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 23.52 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 1.288 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.618 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; SADABS, Bruker, 1997 ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 79536 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0395 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 30.65 _reflns_number_total 12108 _reflns_number_gt 8564 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III ( Burnett&Johnson, 1996)' _computing_publication_material 'SHELXL-97,PARST (Nardelli, 1995)' _refine_special_details ; Two restraints (DFIX) were applied to refine the distances of the O-H groups of the cocrystallized methanol molecules. The coordinates of these two hydrogens were refined and their isotropic thermal parameters were fixed equal to 1.2 times those of the oxygen atom to which they were attached. The other H atoms were kept in calculated positions and were not refined. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0546P)^2^+1.4968P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.022(11) _refine_ls_number_reflns 12108 _refine_ls_number_parameters 495 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.1182 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.43207(4) 0.43677(2) 0.126763(18) 0.04064(9) Uani 1 d . . . Cu2 Cu -0.42583(4) 0.809632(19) 0.148278(17) 0.03874(9) Uani 1 d . . . O1 O 0.4814(2) 0.46679(13) 0.21263(11) 0.0470(5) Uani 1 d . . . O2 O -0.4683(2) 0.77590(13) 0.23311(11) 0.0452(5) Uani 1 d . . . N1 N 0.3839(3) 0.43437(17) 0.03104(13) 0.0532(7) Uani 1 d . . . H1A H 0.2947 0.4323 0.0288 0.064 Uiso 1 calc R . . H1B H 0.4078 0.4765 0.0144 0.064 Uiso 1 calc R . . N2 N 0.6044(3) 0.38955(15) 0.11366(14) 0.0480(7) Uani 1 d . . . N3 N 0.2698(3) 0.50038(13) 0.14073(13) 0.0412(6) Uani 1 d . . . N4 N -0.3726(3) 0.82327(16) 0.05502(14) 0.0499(7) Uani 1 d . . . H4A H -0.2842 0.8305 0.0546 0.060 Uiso 1 calc R . . H4B H -0.3871 0.7818 0.0346 0.060 Uiso 1 calc R . . N5 N -0.6078(3) 0.84973(13) 0.13640(12) 0.0415(6) Uani 1 d . . . N6 N -0.2591(3) 0.74631(14) 0.15552(13) 0.0416(6) Uani 1 d . . . C1 C 0.4349(5) 0.3801(3) -0.0133(2) 0.0756(12) Uani 1 d . . . H1C H 0.4162 0.3938 -0.0577 0.091 Uiso 1 calc R . . H1D H 0.3901 0.3355 -0.0049 0.091 Uiso 1 calc R . . C2 C 0.5849(5) 0.3704(3) -0.0046(2) 0.0785(13) Uani 1 d . . . H2A H 0.6180 0.3394 -0.0385 0.094 Uiso 1 calc R . . H2B H 0.6284 0.4159 -0.0095 0.094 Uiso 1 calc R . . C3 C 0.6203(4) 0.3400(2) 0.0595(2) 0.0652(11) Uani 1 d . . . H3A H 0.5650 0.2988 0.0674 0.078 Uiso 1 calc R . . H3B H 0.7120 0.3242 0.0582 0.078 Uiso 1 calc R . . C11 C 0.1464(3) 0.48183(16) 0.12496(17) 0.0427(7) Uani 1 d . . . H11 H 0.1314 0.4360 0.1102 0.051 Uiso 1 calc R . . C4 C 0.7084(3) 0.40147(18) 0.14977(18) 0.0482(8) Uani 1 d . . . H4 H 0.7862 0.3783 0.1378 0.058 Uiso 1 calc R . . C5 C 0.7164(3) 0.44546(18) 0.20488(18) 0.0456(7) Uani 1 d . . . C6 C 0.8408(3) 0.4553(2) 0.2346(2) 0.0578(10) Uani 1 d . . . H6 H 0.9146 0.4319 0.2179 0.069 Uiso 1 calc R . . C7 C 0.8562(4) 0.4983(2) 0.2871(2) 0.0714(12) Uani 1 d . . . H7 H 0.9399 0.5044 0.3054 0.086 Uiso 1 calc R . . C8 C 0.7474(5) 0.5327(2) 0.3131(2) 0.0678(11) Uani 1 d . . . H8 H 0.7580 0.5627 0.3485 0.081 Uiso 1 calc R . . C9 C 0.6232(4) 0.5227(2) 0.28668(19) 0.0561(9) Uani 1 d . . . H9 H 0.5507 0.5460 0.3047 0.067 Uiso 1 calc R . . C10 C 0.6034(3) 0.47835(17) 0.23346(16) 0.0435(7) Uani 1 d . . . C12 C 0.0391(3) 0.52760(16) 0.12947(16) 0.0408(6) Uani 1 d . . . H12 H -0.0459 0.5125 0.1184 0.049 Uiso 1 calc R . . C13 C 0.0603(3) 0.59597(15) 0.15071(14) 0.0390(6) Uani 1 d . . . C14 C 0.1884(3) 0.61476(18) 0.16758(18) 0.0488(8) Uani 1 d . . . H14 H 0.2063 0.6602 0.1826 0.059 Uiso 1 calc R . . C15 C 0.2897(3) 0.56591(19) 0.16202(18) 0.0498(8) Uani 1 d . . . H15 H 0.3753 0.5794 0.1736 0.060 Uiso 1 calc R . . C16 C -0.4325(4) 0.8790(2) 0.01480(17) 0.0589(9) Uani 1 d . . . H16A H -0.4056 0.8724 -0.0300 0.071 Uiso 1 calc R . . H16B H -0.4005 0.9248 0.0290 0.071 Uiso 1 calc R . . C17 C -0.5843(4) 0.8774(2) 0.01914(17) 0.0600(9) Uani 1 d . . . H17A H -0.6213 0.9079 -0.0141 0.072 Uiso 1 calc R . . H17B H -0.6153 0.8295 0.0110 0.072 Uiso 1 calc R . . C18 C -0.6328(4) 0.9012(2) 0.08422(17) 0.0531(9) Uani 1 d . . . H18A H -0.5897 0.9455 0.0952 0.064 Uiso 1 calc R . . H18B H -0.7276 0.9100 0.0816 0.064 Uiso 1 calc R . . C19 C -0.7061(3) 0.83316(18) 0.17313(17) 0.0446(7) Uani 1 d . . . H19 H -0.7874 0.8538 0.1630 0.053 Uiso 1 calc R . . C20 C -0.7050(3) 0.78619(17) 0.22840(16) 0.0427(7) Uani 1 d . . . C21 C -0.8269(4) 0.7709(2) 0.2588(2) 0.0543(9) Uani 1 d . . . H21 H -0.9044 0.7915 0.2430 0.065 Uiso 1 calc R . . C22 C -0.8340(4) 0.7263(2) 0.3115(2) 0.0675(11) Uani 1 d . . . H22 H -0.9154 0.7167 0.3308 0.081 Uiso 1 calc R . . C23 C -0.7190(5) 0.6960(2) 0.3353(2) 0.0691(11) Uani 1 d . . . H23 H -0.7236 0.6645 0.3698 0.083 Uiso 1 calc R . . C24 C -0.5978(4) 0.71217(19) 0.30824(18) 0.0545(9) Uani 1 d . . . H24 H -0.5213 0.6919 0.3254 0.065 Uiso 1 calc R . . C25 C -0.5867(3) 0.75908(16) 0.25479(16) 0.0432(7) Uani 1 d . . . C26 C -0.1357(3) 0.76592(16) 0.13963(17) 0.0445(7) Uani 1 d . . . H26 H -0.1203 0.8131 0.1292 0.053 Uiso 1 calc R . . C27 C -0.0302(3) 0.71941(16) 0.13796(17) 0.0439(7) Uani 1 d . . . H27 H 0.0542 0.7353 0.1268 0.053 Uiso 1 calc R . . C28 C -0.0510(3) 0.64829(15) 0.15316(15) 0.0373(6) Uani 1 d . . . C29 C -0.1792(3) 0.62800(18) 0.16862(18) 0.0488(8) Uani 1 d . . . H29 H -0.1979 0.5809 0.1783 0.059 Uiso 1 calc R . . C30 C -0.2788(3) 0.67768(17) 0.16957(17) 0.0458(7) Uani 1 d . . . H30 H -0.3642 0.6631 0.1805 0.055 Uiso 1 calc R . . Cl1 Cl 0.49544(10) 0.63214(6) 0.01863(6) 0.0699(3) Uani 1 d . . . O1P O 0.5862(4) 0.6739(2) -0.0158(2) 0.1125(14) Uani 1 d . . . O2P O 0.5557(5) 0.5796(2) 0.0564(2) 0.1136(14) Uani 1 d . . . O3P O 0.3990(6) 0.6013(3) -0.0196(3) 0.158(2) Uani 1 d . . . O4P O 0.4300(7) 0.6794(3) 0.0617(3) 0.173(3) Uani 1 d . . . Cl2 Cl -0.01264(11) 0.38418(6) -0.01584(6) 0.0680(3) Uani 1 d . . . O5P O 0.1089(5) 0.4116(5) -0.0291(4) 0.214(4) Uani 1 d . . . O6P O -0.0877(6) 0.4306(4) 0.0174(4) 0.192(3) Uani 1 d . . . O7P O 0.0119(13) 0.3372(5) 0.0248(5) 0.315(7) Uani 1 d . . . O8P O -0.0769(5) 0.3560(4) -0.0665(3) 0.187(3) Uani 1 d . . . O1M O 0.3240(3) 0.33555(15) 0.16506(15) 0.0649(7) Uani 1 d D . . H1M H 0.364(4) 0.327(3) 0.1986(15) 0.078 Uiso 1 d D . . O2M O -0.3298(3) 0.91342(14) 0.18749(14) 0.0602(7) Uani 1 d D . . H2M H -0.375(4) 0.916(2) 0.2199(15) 0.072 Uiso 1 d D . . C1M C 0.2356(6) 0.2840(3) 0.1444(4) 0.109(2) Uani 1 d . . . H1M1 H 0.1739 0.3043 0.1141 0.163 Uiso 1 calc R . . H1M2 H 0.1879 0.2655 0.1810 0.163 Uiso 1 calc R . . H1M3 H 0.2837 0.2463 0.1237 0.163 Uiso 1 calc R . . C2M C -0.2480(6) 0.9669(3) 0.1666(3) 0.109(2) Uani 1 d . . . H2M1 H -0.2052 0.9529 0.1270 0.164 Uiso 1 calc R . . H2M2 H -0.1819 0.9764 0.1990 0.164 Uiso 1 calc R . . H2M3 H -0.2996 1.0089 0.1591 0.164 Uiso 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 Cu1 0.03442(16) 0.04414(19) 0.04336(19) -0.00115(15) 0.00302(16) 0.00559(17) Cu2 0.03673(17) 0.04095(18) 0.03855(17) 0.00372(15) -0.00047(16) 0.00624(16) O1 0.0357(10) 0.0588(14) 0.0464(12) -0.0013(11) 0.0015(10) 0.0029(10) O2 0.0375(11) 0.0561(13) 0.0420(12) 0.0070(10) 0.0006(9) 0.0047(10) N1 0.0516(16) 0.0629(18) 0.0449(15) -0.0035(14) -0.0006(12) 0.0081(14) N2 0.0451(15) 0.0486(15) 0.0504(16) 0.0037(12) 0.0089(12) 0.0118(12) N3 0.0381(13) 0.0401(13) 0.0455(15) -0.0020(11) 0.0005(11) 0.0065(10) N4 0.0491(15) 0.0579(18) 0.0427(15) 0.0036(13) 0.0018(12) 0.0130(13) N5 0.0414(13) 0.0438(13) 0.0392(14) -0.0007(11) -0.0025(10) 0.0069(10) N6 0.0411(13) 0.0371(12) 0.0465(15) 0.0064(11) 0.0020(12) 0.0065(11) C1 0.067(2) 0.106(3) 0.054(2) -0.018(2) -0.004(2) 0.020(3) C2 0.064(3) 0.115(4) 0.056(2) -0.023(2) 0.011(2) 0.018(3) C3 0.058(2) 0.069(3) 0.068(3) -0.016(2) 0.0071(19) 0.0188(19) C11 0.0443(16) 0.0330(14) 0.0508(17) -0.0015(13) 0.0085(14) 0.0030(12) C4 0.0373(15) 0.0510(18) 0.0564(19) 0.0164(16) 0.0069(15) 0.0125(14) C5 0.0361(14) 0.0417(16) 0.059(2) 0.0150(15) 0.0007(14) 0.0013(13) C6 0.0386(17) 0.063(2) 0.072(3) 0.0224(19) -0.0025(16) -0.0055(16) C7 0.053(2) 0.081(3) 0.081(3) 0.024(2) -0.018(2) -0.025(2) C8 0.073(3) 0.066(3) 0.065(2) 0.011(2) -0.014(2) -0.023(2) C9 0.059(2) 0.055(2) 0.054(2) 0.0050(17) -0.0023(17) -0.0102(17) C10 0.0413(17) 0.0420(16) 0.0471(17) 0.0130(13) -0.0009(13) -0.0045(13) C12 0.0347(15) 0.0404(15) 0.0473(16) 0.0038(13) 0.0026(12) -0.0005(11) C13 0.0425(15) 0.0370(13) 0.0375(13) 0.0026(11) 0.0033(14) 0.0070(12) C14 0.0504(19) 0.0380(16) 0.058(2) -0.0089(14) -0.0087(15) 0.0066(14) C15 0.0417(16) 0.0476(18) 0.060(2) -0.0043(16) -0.0075(15) 0.0034(15) C16 0.061(2) 0.071(2) 0.0447(17) 0.0180(17) -0.0011(19) 0.009(2) C17 0.057(2) 0.082(3) 0.0406(16) 0.0103(17) -0.0099(17) 0.012(2) C18 0.056(2) 0.055(2) 0.0476(19) 0.0037(15) -0.0021(16) 0.0197(17) C19 0.0396(16) 0.0440(17) 0.0502(18) -0.0109(14) -0.0055(14) 0.0068(13) C20 0.0439(16) 0.0412(16) 0.0430(17) -0.0086(13) 0.0011(13) 0.0002(13) C21 0.0467(19) 0.055(2) 0.061(2) -0.0122(18) 0.0071(16) -0.0046(16) C22 0.057(2) 0.075(3) 0.071(3) -0.010(2) 0.019(2) -0.016(2) C23 0.083(3) 0.066(3) 0.057(2) 0.011(2) 0.015(2) -0.014(2) C24 0.058(2) 0.0515(19) 0.054(2) 0.0096(15) 0.0049(16) 0.0020(16) C25 0.0476(18) 0.0385(15) 0.0436(16) -0.0042(12) 0.0064(14) 0.0027(14) C26 0.0429(16) 0.0352(15) 0.056(2) 0.0069(14) -0.0033(14) 0.0025(12) C27 0.0359(14) 0.0388(15) 0.057(2) 0.0013(14) -0.0004(13) 0.0022(12) C28 0.0373(15) 0.0354(13) 0.0391(14) 0.0000(11) 0.0017(12) 0.0059(11) C29 0.0435(17) 0.0393(16) 0.064(2) 0.0133(15) 0.0095(15) 0.0039(13) C30 0.0391(16) 0.0383(16) 0.060(2) 0.0128(14) 0.0082(14) 0.0046(13) Cl1 0.0524(5) 0.0631(6) 0.0941(8) 0.0150(5) -0.0106(5) -0.0048(5) O1P 0.092(3) 0.100(3) 0.145(4) 0.025(3) 0.037(3) -0.010(2) O2P 0.106(3) 0.092(3) 0.143(4) 0.026(2) -0.048(3) 0.000(2) O3P 0.170(5) 0.122(4) 0.182(5) 0.040(3) -0.114(4) -0.050(4) O4P 0.191(5) 0.100(3) 0.228(7) 0.009(4) 0.113(5) 0.027(4) Cl2 0.0588(6) 0.0799(7) 0.0651(6) -0.0161(5) -0.0060(5) -0.0022(5) O5P 0.089(3) 0.360(11) 0.194(6) -0.125(7) 0.059(4) -0.083(5) O6P 0.118(4) 0.210(6) 0.248(7) -0.172(6) 0.071(4) -0.052(4) O7P 0.47(2) 0.203(7) 0.276(11) 0.102(8) -0.165(12) 0.025(10) O8P 0.096(3) 0.322(8) 0.142(4) -0.139(5) -0.037(3) 0.014(4) O1M 0.0691(18) 0.0584(15) 0.0671(18) 0.0136(13) -0.0172(14) -0.0139(14) O2M 0.0632(17) 0.0564(15) 0.0611(17) -0.0111(13) 0.0157(13) -0.0095(12) C1M 0.094(4) 0.076(3) 0.157(6) 0.015(4) -0.053(4) -0.022(3) C2M 0.100(4) 0.093(4) 0.135(5) -0.040(4) 0.056(4) -0.042(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 1.924(2) . ? Cu1 N2 1.969(3) . ? Cu1 N1 2.033(3) . ? Cu1 N3 2.048(2) . ? Cu1 O1M 2.337(3) . ? Cu2 O2 1.910(2) . ? Cu2 N5 1.996(3) . ? Cu2 N4 2.013(3) . ? Cu2 N6 2.066(2) . ? Cu2 O2M 2.330(3) . ? O1 C10 1.319(4) . ? O2 C25 1.311(4) . ? N1 C1 1.466(5) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 C4 1.304(5) . ? N2 C3 1.465(5) . ? N3 C15 1.328(4) . ? N3 C11 1.331(4) . ? N4 C16 1.469(4) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? N5 C19 1.285(4) . ? N5 C18 1.471(4) . ? N6 C26 1.337(4) . ? N6 C30 1.343(4) . ? C1 C2 1.531(7) . ? C1 H1C 0.9700 . ? C1 H1D 0.9700 . ? C2 C3 1.486(6) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C11 C12 1.386(4) . ? C11 H11 0.9300 . ? C4 C5 1.410(5) . ? C4 H4 0.9300 . ? C5 C6 1.406(5) . ? C5 C10 1.424(5) . ? C6 C7 1.361(6) . ? C6 H6 0.9300 . ? C7 C8 1.383(7) . ? C7 H7 0.9300 . ? C8 C9 1.377(6) . ? C8 H8 0.9300 . ? C9 C10 1.395(5) . ? C9 H9 0.9300 . ? C12 C13 1.380(4) . ? C12 H12 0.9300 . ? C13 C14 1.382(5) . ? C13 C28 1.494(4) . ? C14 C15 1.379(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.530(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.497(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.444(5) . ? C19 H19 0.9300 . ? C20 C25 1.405(5) . ? C20 C21 1.408(5) . ? C21 C22 1.376(6) . ? C21 H21 0.9300 . ? C22 C23 1.380(7) . ? C22 H22 0.9300 . ? C23 C24 1.375(6) . ? C23 H23 0.9300 . ? C24 C25 1.418(5) . ? C24 H24 0.9300 . ? C26 C27 1.378(4) . ? C26 H26 0.9300 . ? C27 C28 1.395(4) . ? C27 H27 0.9300 . ? C28 C29 1.383(4) . ? C29 C30 1.373(4) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? Cl1 O3P 1.380(4) . ? Cl1 O2P 1.399(4) . ? Cl1 O1P 1.400(4) . ? Cl1 O4P 1.420(5) . ? Cl2 O7P 1.246(7) . ? Cl2 O8P 1.339(4) . ? Cl2 O6P 1.345(5) . ? Cl2 O5P 1.356(5) . ? O1M C1M 1.386(6) . ? O1M H1M 0.819(19) . ? O2M C2M 1.373(5) . ? O2M H2M 0.809(19) . ? C1M H1M1 0.9600 . ? C1M H1M2 0.9600 . ? C1M H1M3 0.9600 . ? C2M H2M1 0.9600 . ? C2M H2M2 0.9600 . ? C2M H2M3 0.9600 . ? 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 O1 Cu1 N2 91.87(11) . . ? O1 Cu1 N1 164.04(12) . . ? N2 Cu1 N1 93.81(12) . . ? O1 Cu1 N3 84.46(10) . . ? N2 Cu1 N3 170.97(12) . . ? N1 Cu1 N3 87.69(11) . . ? O1 Cu1 O1M 92.87(10) . . ? N2 Cu1 O1M 94.93(11) . . ? N1 Cu1 O1M 101.47(12) . . ? N3 Cu1 O1M 93.50(11) . . ? O2 Cu2 N5 91.93(10) . . ? O2 Cu2 N4 167.74(11) . . ? N5 Cu2 N4 94.50(11) . . ? O2 Cu2 N6 85.56(10) . . ? N5 Cu2 N6 166.73(11) . . ? N4 Cu2 N6 85.80(11) . . ? O2 Cu2 O2M 93.18(10) . . ? N5 Cu2 O2M 95.96(10) . . ? N4 Cu2 O2M 96.51(12) . . ? N6 Cu2 O2M 97.18(11) . . ? C10 O1 Cu1 126.0(2) . . ? C25 O2 Cu2 126.6(2) . . ? C1 N1 Cu1 122.5(3) . . ? C1 N1 H1A 106.7 . . ? Cu1 N1 H1A 106.7 . . ? C1 N1 H1B 106.7 . . ? Cu1 N1 H1B 106.7 . . ? H1A N1 H1B 106.6 . . ? C4 N2 C3 117.2(3) . . ? C4 N2 Cu1 123.4(2) . . ? C3 N2 Cu1 119.3(2) . . ? C15 N3 C11 117.8(3) . . ? C15 N3 Cu1 118.2(2) . . ? C11 N3 Cu1 123.7(2) . . ? C16 N4 Cu2 121.4(2) . . ? C16 N4 H4A 107.0 . . ? Cu2 N4 H4A 107.0 . . ? C16 N4 H4B 107.0 . . ? Cu2 N4 H4B 107.0 . . ? H4A N4 H4B 106.7 . . ? C19 N5 C18 117.4(3) . . ? C19 N5 Cu2 122.8(2) . . ? C18 N5 Cu2 119.8(2) . . ? C26 N6 C30 117.2(3) . . ? C26 N6 Cu2 125.2(2) . . ? C30 N6 Cu2 117.0(2) . . ? N1 C1 C2 110.8(4) . . ? N1 C1 H1C 109.5 . . ? C2 C1 H1C 109.5 . . ? N1 C1 H1D 109.5 . . ? C2 C1 H1D 109.5 . . ? H1C C1 H1D 108.1 . . ? C3 C2 C1 112.7(4) . . ? C3 C2 H2A 109.0 . . ? C1 C2 H2A 109.0 . . ? C3 C2 H2B 109.0 . . ? C1 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? N2 C3 C2 113.9(4) . . ? N2 C3 H3A 108.8 . . ? C2 C3 H3A 108.8 . . ? N2 C3 H3B 108.8 . . ? C2 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? N3 C11 C12 123.1(3) . . ? N3 C11 H11 118.4 . . ? C12 C11 H11 118.4 . . ? N2 C4 C5 127.5(3) . . ? N2 C4 H4 116.3 . . ? C5 C4 H4 116.3 . . ? C6 C5 C4 118.7(3) . . ? C6 C5 C10 118.2(3) . . ? C4 C5 C10 123.0(3) . . ? C7 C6 C5 121.8(4) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C8 119.9(4) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C9 C8 C7 120.0(4) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C10 121.6(4) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? O1 C10 C9 119.2(3) . . ? O1 C10 C5 122.5(3) . . ? C9 C10 C5 118.3(3) . . ? C13 C12 C11 119.0(3) . . ? C13 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C12 C13 C14 117.7(3) . . ? C12 C13 C28 120.9(3) . . ? C14 C13 C28 121.4(3) . . ? C15 C14 C13 119.8(3) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? N3 C15 C14 122.6(3) . . ? N3 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? N4 C16 C17 111.3(3) . . ? N4 C16 H16A 109.4 . . ? C17 C16 H16A 109.4 . . ? N4 C16 H16B 109.4 . . ? C17 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? C18 C17 C16 111.8(3) . . ? C18 C17 H17A 109.2 . . ? C16 C17 H17A 109.2 . . ? C18 C17 H17B 109.2 . . ? C16 C17 H17B 109.2 . . ? H17A C17 H17B 107.9 . . ? N5 C18 C17 113.7(3) . . ? N5 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? N5 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? N5 C19 C20 127.5(3) . . ? N5 C19 H19 116.3 . . ? C20 C19 H19 116.3 . . ? C25 C20 C21 119.4(3) . . ? C25 C20 C19 122.4(3) . . ? C21 C20 C19 118.0(3) . . ? C22 C21 C20 121.4(4) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 119.4(4) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? C24 C23 C22 120.5(4) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 121.5(4) . . ? C23 C24 H24 119.2 . . ? C25 C24 H24 119.2 . . ? O2 C25 C20 123.3(3) . . ? O2 C25 C24 119.2(3) . . ? C20 C25 C24 117.5(3) . . ? N6 C26 C27 123.0(3) . . ? N6 C26 H26 118.5 . . ? C27 C26 H26 118.5 . . ? C26 C27 C28 119.5(3) . . ? C26 C27 H27 120.2 . . ? C28 C27 H27 120.2 . . ? C29 C28 C27 117.3(3) . . ? C29 C28 C13 121.6(3) . . ? C27 C28 C13 121.1(3) . . ? C30 C29 C28 119.7(3) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? N6 C30 C29 123.3(3) . . ? N6 C30 H30 118.4 . . ? C29 C30 H30 118.4 . . ? O3P Cl1 O2P 108.9(3) . . ? O3P Cl1 O1P 114.0(4) . . ? O2P Cl1 O1P 113.5(3) . . ? O3P Cl1 O4P 107.2(4) . . ? O2P Cl1 O4P 107.4(4) . . ? O1P Cl1 O4P 105.4(3) . . ? O7P Cl2 O8P 109.7(6) . . ? O7P Cl2 O6P 103.5(7) . . ? O8P Cl2 O6P 112.7(4) . . ? O7P Cl2 O5P 103.3(7) . . ? O8P Cl2 O5P 115.4(4) . . ? O6P Cl2 O5P 111.1(4) . . ? C1M O1M Cu1 140.3(3) . . ? C1M O1M H1M 116(3) . . ? Cu1 O1M H1M 103(3) . . ? C2M O2M Cu2 139.4(3) . . ? C2M O2M H2M 123(3) . . ? Cu2 O2M H2M 96(3) . . ? O1M C1M H1M1 109.5 . . ? O1M C1M H1M2 109.5 . . ? H1M1 C1M H1M2 109.5 . . ? O1M C1M H1M3 109.5 . . ? H1M1 C1M H1M3 109.5 . . ? H1M2 C1M H1M3 109.5 . . ? O2M C2M H2M1 109.5 . . ? O2M C2M H2M2 109.5 . . ? H2M1 C2M H2M2 109.5 . . ? O2M C2M H2M3 109.5 . . ? H2M1 C2M H2M3 109.5 . . ? H2M2 C2M H2M3 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 N2 Cu1 O1 C10 27.1(3) . . . . ? N1 Cu1 O1 C10 -83.8(5) . . . . ? N3 Cu1 O1 C10 -144.6(3) . . . . ? O1M Cu1 O1 C10 122.1(3) . . . . ? N5 Cu2 O2 C25 26.3(3) . . . . ? N4 Cu2 O2 C25 -95.4(6) . . . . ? N6 Cu2 O2 C25 -140.7(3) . . . . ? O2M Cu2 O2 C25 122.4(3) . . . . ? O1 Cu1 N1 C1 138.1(4) . . . . ? N2 Cu1 N1 C1 27.5(4) . . . . ? N3 Cu1 N1 C1 -161.4(3) . . . . ? O1M Cu1 N1 C1 -68.3(3) . . . . ? O1 Cu1 N2 C4 -16.2(3) . . . . ? N1 Cu1 N2 C4 148.8(3) . . . . ? O1M Cu1 N2 C4 -109.3(3) . . . . ? O1 Cu1 N2 C3 165.9(3) . . . . ? N1 Cu1 N2 C3 -29.0(3) . . . . ? O1M Cu1 N2 C3 72.8(3) . . . . ? O1 Cu1 N3 C15 49.3(3) . . . . ? N1 Cu1 N3 C15 -116.8(3) . . . . ? O1M Cu1 N3 C15 141.9(3) . . . . ? O1 Cu1 N3 C11 -136.1(3) . . . . ? N1 Cu1 N3 C11 57.8(3) . . . . ? O1M Cu1 N3 C11 -43.6(3) . . . . ? O2 Cu2 N4 C16 148.3(5) . . . . ? N5 Cu2 N4 C16 26.9(3) . . . . ? N6 Cu2 N4 C16 -166.4(3) . . . . ? O2M Cu2 N4 C16 -69.6(3) . . . . ? O2 Cu2 N5 C19 -15.0(3) . . . . ? N4 Cu2 N5 C19 154.6(3) . . . . ? N6 Cu2 N5 C19 63.8(6) . . . . ? O2M Cu2 N5 C19 -108.4(3) . . . . ? O2 Cu2 N5 C18 164.3(2) . . . . ? N4 Cu2 N5 C18 -26.1(3) . . . . ? N6 Cu2 N5 C18 -116.9(5) . . . . ? O2M Cu2 N5 C18 70.9(2) . . . . ? O2 Cu2 N6 C26 -134.4(3) . . . . ? N5 Cu2 N6 C26 146.2(4) . . . . ? N4 Cu2 N6 C26 54.4(3) . . . . ? O2M Cu2 N6 C26 -41.7(3) . . . . ? O2 Cu2 N6 C30 54.4(2) . . . . ? N5 Cu2 N6 C30 -25.1(6) . . . . ? N4 Cu2 N6 C30 -116.9(3) . . . . ? O2M Cu2 N6 C30 147.0(2) . . . . ? Cu1 N1 C1 C2 -47.1(6) . . . . ? N1 C1 C2 C3 66.9(6) . . . . ? C4 N2 C3 C2 -123.5(4) . . . . ? Cu1 N2 C3 C2 54.5(5) . . . . ? C1 C2 C3 N2 -72.6(6) . . . . ? C15 N3 C11 C12 0.3(5) . . . . ? Cu1 N3 C11 C12 -174.3(2) . . . . ? C3 N2 C4 C5 -178.5(3) . . . . ? Cu1 N2 C4 C5 3.5(5) . . . . ? N2 C4 C5 C6 -175.4(3) . . . . ? N2 C4 C5 C10 7.0(5) . . . . ? C4 C5 C6 C7 178.6(4) . . . . ? C10 C5 C6 C7 -3.7(5) . . . . ? C5 C6 C7 C8 0.9(6) . . . . ? C6 C7 C8 C9 1.1(6) . . . . ? C7 C8 C9 C10 -0.2(6) . . . . ? Cu1 O1 C10 C9 157.2(2) . . . . ? Cu1 O1 C10 C5 -24.8(4) . . . . ? C8 C9 C10 O1 175.5(3) . . . . ? C8 C9 C10 C5 -2.6(5) . . . . ? C6 C5 C10 O1 -173.6(3) . . . . ? C4 C5 C10 O1 4.0(5) . . . . ? C6 C5 C10 C9 4.5(5) . . . . ? C4 C5 C10 C9 -178.0(3) . . . . ? N3 C11 C12 C13 0.6(5) . . . . ? C11 C12 C13 C14 -1.1(5) . . . . ? C11 C12 C13 C28 176.9(3) . . . . ? C12 C13 C14 C15 0.8(5) . . . . ? C28 C13 C14 C15 -177.2(3) . . . . ? C11 N3 C15 C14 -0.7(5) . . . . ? Cu1 N3 C15 C14 174.2(3) . . . . ? C13 C14 C15 N3 0.1(6) . . . . ? Cu2 N4 C16 C17 -49.8(4) . . . . ? N4 C16 C17 C18 70.3(5) . . . . ? C19 N5 C18 C17 -129.9(4) . . . . ? Cu2 N5 C18 C17 50.8(4) . . . . ? C16 C17 C18 N5 -71.9(5) . . . . ? C18 N5 C19 C20 -177.7(3) . . . . ? Cu2 N5 C19 C20 1.6(5) . . . . ? N5 C19 C20 C25 9.0(5) . . . . ? N5 C19 C20 C21 -174.9(3) . . . . ? C25 C20 C21 C22 -4.2(5) . . . . ? C19 C20 C21 C22 179.6(3) . . . . ? C20 C21 C22 C23 0.3(6) . . . . ? C21 C22 C23 C24 2.3(7) . . . . ? C22 C23 C24 C25 -1.1(6) . . . . ? Cu2 O2 C25 C20 -23.8(4) . . . . ? Cu2 O2 C25 C24 157.3(2) . . . . ? C21 C20 C25 O2 -173.6(3) . . . . ? C19 C20 C25 O2 2.4(5) . . . . ? C21 C20 C25 C24 5.3(5) . . . . ? C19 C20 C25 C24 -178.7(3) . . . . ? C23 C24 C25 O2 176.2(4) . . . . ? C23 C24 C25 C20 -2.8(5) . . . . ? C30 N6 C26 C27 -0.8(5) . . . . ? Cu2 N6 C26 C27 -172.0(3) . . . . ? N6 C26 C27 C28 0.2(5) . . . . ? C26 C27 C28 C29 0.7(5) . . . . ? C26 C27 C28 C13 178.9(3) . . . . ? C12 C13 C28 C29 35.0(4) . . . . ? C14 C13 C28 C29 -147.1(4) . . . . ? C12 C13 C28 C27 -143.1(3) . . . . ? C14 C13 C28 C27 34.8(5) . . . . ? C27 C28 C29 C30 -1.1(5) . . . . ? C13 C28 C29 C30 -179.2(3) . . . . ? C26 N6 C30 C29 0.4(5) . . . . ? Cu2 N6 C30 C29 172.3(3) . . . . ? C28 C29 C30 N6 0.6(6) . . . . ? O1 Cu1 O1M C1M 165.3(5) . . . . ? N2 Cu1 O1M C1M -102.6(6) . . . . ? N1 Cu1 O1M C1M -7.7(6) . . . . ? N3 Cu1 O1M C1M 80.7(6) . . . . ? O2 Cu2 O2M C2M 164.0(5) . . . . ? N5 Cu2 O2M C2M -103.7(5) . . . . ? N4 Cu2 O2M C2M -8.5(6) . . . . ? N6 Cu2 O2M C2M 78.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.65 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.503 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.065 _chemical_name_common ; ((mu-bipyridine)bis-((E)-2-((2- aminopropylimino)methyl)phenolato-methanol-copper(ii)))diperchlorate ; #-------------------------- data section of block compound (IV) --------- data_(IV) _database_code_depnum_ccdc_archive 'CCDC 776521' #TrackingRef '- Rigamonti_dinuclearNNbridge_revised.CIF' #data_lr27 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ((\m-piperazine)bis-[(E)-2-((2-aminopropylimino)methyl)phenolato- copper(II)])diperchlorate ; _chemical_formula_moiety 'C24 H36 Cu2 N6 O2, 2(Cl O4)' _chemical_formula_sum 'C24 H36 Cl2 Cu2 N6 O10' _chemical_formula_weight 766.57 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8017(5) _cell_length_b 9.3998(6) _cell_length_c 10.7936(6) _cell_angle_alpha 95.3740(10) _cell_angle_beta 106.0920(10) _cell_angle_gamma 99.7760(10) _cell_volume 741.16(8) _cell_formula_units_Z 1 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 8867 _cell_measurement_theta_min 2.223 _cell_measurement_theta_max 31.960 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.717 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 394 _exptl_absorpt_coefficient_mu 1.681 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.572 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; SADABS, Bruker, 1997 ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 15842 _diffrn_reflns_av_R_equivalents 0.0174 _diffrn_reflns_av_sigmaI/netI 0.0162 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 32.34 _reflns_number_total 4995 _reflns_number_gt 4463 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III ( Burnett&Johnson, 1996)' _computing_publication_material 'SHELXL-97,PARST (Nardelli, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0423P)^2^+0.2337P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_number_reflns 4995 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0810 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.15990(2) 0.352450(17) 0.289340(15) 0.03074(6) Uani 1 d . . . O1 O 0.14277(16) 0.53501(12) 0.36692(10) 0.0384(2) Uani 1 d . . . N1 N 0.1397(2) 0.16422(15) 0.17899(14) 0.0428(3) Uani 1 d . . . H1A H 0.0202 0.1234 0.1480 0.051 Uiso 1 calc R . . H1B H 0.1758 0.1873 0.1098 0.051 Uiso 1 calc R . . N2 N 0.29917(17) 0.30277(15) 0.45695(12) 0.0354(2) Uani 1 d . . . N3 N 0.03663(16) 0.44108(13) 0.12414(11) 0.0311(2) Uani 1 d . . . H3 H -0.0394 0.4917 0.1510 0.037 Uiso 1 calc R . . C1 C 0.2347(3) 0.04740(19) 0.2288(2) 0.0507(4) Uani 1 d . . . H1C H 0.3565 0.0661 0.2200 0.061 Uiso 1 calc R . . H1D H 0.1696 -0.0458 0.1766 0.061 Uiso 1 calc R . . C2 C 0.2471(3) 0.03903(19) 0.3692(2) 0.0510(4) Uani 1 d . . . H2A H 0.1260 0.0309 0.3788 0.061 Uiso 1 calc R . . H2B H 0.2893 -0.0490 0.3922 0.061 Uiso 1 calc R . . C3 C 0.3714(2) 0.1672(2) 0.46296(18) 0.0479(4) Uani 1 d . . . H3A H 0.3932 0.1434 0.5508 0.057 Uiso 1 calc R . . H3B H 0.4876 0.1844 0.4448 0.057 Uiso 1 calc R . . C4 C 0.3394(2) 0.38661(18) 0.56692(14) 0.0373(3) Uani 1 d . . . H4 H 0.4078 0.3533 0.6394 0.045 Uiso 1 calc R . . C5 C 0.29144(19) 0.52513(17) 0.59087(13) 0.0348(3) Uani 1 d . . . C6 C 0.3469(2) 0.5976(2) 0.72100(15) 0.0442(3) Uani 1 d . . . H6 H 0.4128 0.5544 0.7874 0.053 Uiso 1 calc R . . C7 C 0.3054(2) 0.7301(2) 0.75104(16) 0.0498(4) Uani 1 d . . . H7 H 0.3458 0.7778 0.8365 0.060 Uiso 1 calc R . . C8 C 0.2018(2) 0.79241(19) 0.65162(17) 0.0445(3) Uani 1 d . . . H8 H 0.1715 0.8814 0.6717 0.053 Uiso 1 calc R . . C9 C 0.1436(2) 0.72422(17) 0.52398(15) 0.0375(3) Uani 1 d . . . H9 H 0.0721 0.7666 0.4596 0.045 Uiso 1 calc R . . C10 C 0.19139(18) 0.59091(15) 0.49012(13) 0.0319(2) Uani 1 d . . . C11 C 0.17166(19) 0.55601(16) 0.09721(13) 0.0341(3) Uani 1 d . . . H11A H 0.2548 0.5104 0.0627 0.041 Uiso 1 calc R . . H11B H 0.2424 0.6186 0.1782 0.041 Uiso 1 calc R . . C12 C -0.0811(2) 0.35155(15) -0.00046(13) 0.0351(3) Uani 1 d . . . H12A H -0.1745 0.2812 0.0171 0.042 Uiso 1 calc R . . H12B H -0.0081 0.2979 -0.0389 0.042 Uiso 1 calc R . . Cl2 Cl -0.30832(5) -0.17607(5) 0.12989(4) 0.04525(9) Uani 1 d . . . O1P O -0.2348(3) -0.0501(2) 0.0817(2) 0.0869(6) Uani 1 d . . . O2P O -0.4611(3) -0.1560(3) 0.1686(3) 0.0982(7) Uani 1 d . . . O3P O -0.1728(3) -0.2012(3) 0.2364(2) 0.1269(11) Uani 1 d . . . O4P O -0.3599(4) -0.2940(2) 0.0278(2) 0.1070(8) Uani 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 Cu1 0.03690(10) 0.02908(9) 0.02589(8) 0.00749(6) 0.00725(6) 0.00754(6) O1 0.0537(6) 0.0350(5) 0.0251(4) 0.0054(4) 0.0062(4) 0.0144(4) N1 0.0564(8) 0.0340(6) 0.0390(6) 0.0065(5) 0.0124(6) 0.0145(6) N2 0.0342(6) 0.0417(6) 0.0340(6) 0.0146(5) 0.0099(4) 0.0127(5) N3 0.0375(6) 0.0300(5) 0.0235(5) 0.0055(4) 0.0057(4) 0.0058(4) C1 0.0568(10) 0.0339(7) 0.0603(11) 0.0038(7) 0.0116(8) 0.0182(7) C2 0.0456(8) 0.0390(8) 0.0728(12) 0.0265(8) 0.0160(8) 0.0131(7) C3 0.0458(8) 0.0529(9) 0.0494(9) 0.0185(7) 0.0093(7) 0.0247(7) C4 0.0321(6) 0.0491(8) 0.0307(6) 0.0153(6) 0.0065(5) 0.0083(6) C5 0.0311(6) 0.0437(7) 0.0274(6) 0.0066(5) 0.0077(5) 0.0022(5) C6 0.0402(8) 0.0592(10) 0.0273(6) 0.0049(6) 0.0062(5) 0.0015(7) C7 0.0454(8) 0.0639(11) 0.0333(7) -0.0073(7) 0.0142(6) -0.0037(7) C8 0.0404(8) 0.0459(8) 0.0451(8) -0.0065(7) 0.0188(6) 0.0002(6) C9 0.0347(7) 0.0378(7) 0.0384(7) 0.0021(5) 0.0124(5) 0.0029(5) C10 0.0311(6) 0.0346(6) 0.0281(6) 0.0042(5) 0.0092(5) 0.0008(5) C11 0.0341(6) 0.0355(6) 0.0275(6) 0.0065(5) 0.0033(5) 0.0015(5) C12 0.0418(7) 0.0305(6) 0.0270(6) 0.0051(5) 0.0041(5) 0.0007(5) Cl2 0.04168(19) 0.0515(2) 0.03901(18) -0.00066(15) 0.01181(15) 0.00446(16) O1P 0.0985(14) 0.0845(13) 0.0760(12) 0.0233(10) 0.0354(11) -0.0079(10) O2P 0.0829(13) 0.1009(15) 0.135(2) 0.0117(14) 0.0714(14) 0.0242(12) O3P 0.0703(12) 0.193(3) 0.0928(16) 0.0793(19) -0.0134(11) -0.0063(15) O4P 0.1280(19) 0.0754(13) 0.1004(16) -0.0388(12) 0.0245(14) 0.0191(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 1.8800(11) . ? Cu1 N2 1.9780(12) . ? Cu1 N1 1.9952(13) . ? Cu1 N3 2.0972(11) . ? O1 C10 1.3077(16) . ? N1 C1 1.487(2) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 C4 1.290(2) . ? N2 C3 1.478(2) . ? N3 C12 1.4838(17) . ? N3 C11 1.4844(18) . ? N3 H3 0.9100 . ? C1 C2 1.501(3) . ? C1 H1C 0.9700 . ? C1 H1D 0.9700 . ? C2 C3 1.499(3) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.435(2) . ? C4 H4 0.9300 . ? C5 C10 1.412(2) . ? C5 C6 1.417(2) . ? C6 C7 1.371(3) . ? C6 H6 0.9300 . ? C7 C8 1.395(3) . ? C7 H7 0.9300 . ? C8 C9 1.380(2) . ? C8 H8 0.9300 . ? C9 C10 1.411(2) . ? C9 H9 0.9300 . ? C11 C12 1.5211(19) 2_565 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C11 1.5211(19) 2_565 ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? Cl2 O3P 1.399(2) . ? Cl2 O2P 1.4026(18) . ? Cl2 O4P 1.4070(19) . ? Cl2 O1P 1.4330(18) . ? 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 O1 Cu1 N2 93.06(5) . . ? O1 Cu1 N1 169.17(5) . . ? N2 Cu1 N1 97.28(6) . . ? O1 Cu1 N3 79.14(4) . . ? N2 Cu1 N3 170.37(5) . . ? N1 Cu1 N3 90.87(5) . . ? C10 O1 Cu1 129.75(9) . . ? C1 N1 Cu1 122.95(11) . . ? C1 N1 H1A 106.6 . . ? Cu1 N1 H1A 106.6 . . ? C1 N1 H1B 106.6 . . ? Cu1 N1 H1B 106.6 . . ? H1A N1 H1B 106.6 . . ? C4 N2 C3 115.21(13) . . ? C4 N2 Cu1 123.39(11) . . ? C3 N2 Cu1 121.36(11) . . ? C12 N3 C11 109.50(10) . . ? C12 N3 Cu1 123.66(9) . . ? C11 N3 Cu1 110.28(8) . . ? C12 N3 H3 103.7 . . ? C11 N3 H3 103.7 . . ? Cu1 N3 H3 103.7 . . ? N1 C1 C2 111.98(14) . . ? N1 C1 H1C 109.2 . . ? C2 C1 H1C 109.2 . . ? N1 C1 H1D 109.2 . . ? C2 C1 H1D 109.2 . . ? H1C C1 H1D 107.9 . . ? C3 C2 C1 114.35(15) . . ? C3 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? C3 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N2 C3 C2 113.67(14) . . ? N2 C3 H3A 108.8 . . ? C2 C3 H3A 108.8 . . ? N2 C3 H3B 108.8 . . ? C2 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? N2 C4 C5 127.75(13) . . ? N2 C4 H4 116.1 . . ? C5 C4 H4 116.1 . . ? C10 C5 C6 119.22(15) . . ? C10 C5 C4 122.52(13) . . ? C6 C5 C4 118.26(14) . . ? C7 C6 C5 121.40(16) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? C6 C7 C8 119.08(15) . . ? C6 C7 H7 120.5 . . ? C8 C7 H7 120.5 . . ? C9 C8 C7 121.12(16) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 120.70(15) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? O1 C10 C9 118.50(13) . . ? O1 C10 C5 123.12(13) . . ? C9 C10 C5 118.37(13) . . ? N3 C11 C12 112.11(11) . 2_565 ? N3 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 2_565 . ? N3 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 2_565 . ? H11A C11 H11B 107.9 . . ? N3 C12 C11 112.25(11) . 2_565 ? N3 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 2_565 . ? N3 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 2_565 . ? H12A C12 H12B 107.9 . . ? O3P Cl2 O2P 109.66(17) . . ? O3P Cl2 O4P 110.87(18) . . ? O2P Cl2 O4P 109.42(15) . . ? O3P Cl2 O1P 108.32(14) . . ? O2P Cl2 O1P 111.35(14) . . ? O4P Cl2 O1P 107.19(15) . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.593 _refine_diff_density_min -0.394 _refine_diff_density_rms 0.055 _chemical_name_common ; ((mu-piperazine)bis-((E)-2-((2- aminopropylimino)methyl)phenolato-copper(ii)))diperchlorate ; #-------------------------- data section of block compound (V) --------- data_(V) _database_code_depnum_ccdc_archive 'CCDC 776522' #TrackingRef '- Rigamonti_dinuclearNNbridge_revised.CIF' #data_lr36 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ((\m-bipyridine)bis-[(E)-2-((2-aminoethylimino)methyl)4-methoxyphenolato- copper(II)])diperchlorate ; _chemical_formula_moiety 'C30 H34 Cu2 N6 O4, 2(Cl O4)' _chemical_formula_sum 'C30 H34 Cl2 Cu2 N6 O12' _chemical_formula_weight 868.61 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.441(3) _cell_length_b 8.2417(10) _cell_length_c 19.432(2) _cell_angle_alpha 90.00 _cell_angle_beta 112.9630(10) _cell_angle_gamma 90.00 _cell_volume 3309.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9993 _cell_measurement_theta_min 2.278 _cell_measurement_theta_max 27.999 _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.16 _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 1.522 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.609 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; SADABS, Bruker, 1997 ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 21762 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0253 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 26.99 _reflns_number_total 3620 _reflns_number_gt 3162 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1997)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III ( Burnett&Johnson, 1996)' _computing_publication_material 'SHELXL-97,PARST (Nardelli, 1995)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0614P)^2^+6.1029P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_number_reflns 3620 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.1047 _refine_ls_wR_factor_gt 0.0995 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.136605(13) 0.24068(3) 0.097547(15) 0.01847(11) Uani 1 d . . . O1 O 0.11999(8) 0.1345(2) 0.00628(9) 0.0240(4) Uani 1 d . . . O2 O 0.01102(13) -0.4650(3) -0.09599(15) 0.0544(7) Uani 1 d . . . N1 N 0.15979(10) 0.3302(3) 0.20078(11) 0.0225(4) Uani 1 d . . . H1A H 0.2015 0.3695 0.2191 0.027 Uiso 1 calc R . . H1B H 0.1323 0.4139 0.1998 0.027 Uiso 1 calc R . . N2 N 0.09258(9) 0.0726(2) 0.13083(10) 0.0196(4) Uani 1 d . . . N3 N 0.17552(9) 0.4297(2) 0.06185(10) 0.0189(4) Uani 1 d . . . C1 C 0.15386(12) 0.1967(3) 0.24899(13) 0.0231(5) Uani 1 d . . . H1C H 0.1521 0.2413 0.2955 0.028 Uiso 1 calc R . . H1D H 0.1916 0.1230 0.2626 0.028 Uiso 1 calc R . . C2 C 0.09208(11) 0.1053(3) 0.20510(13) 0.0231(5) Uani 1 d . . . H2A H 0.0905 0.0024 0.2306 0.028 Uiso 1 calc R . . H2B H 0.0539 0.1715 0.2004 0.028 Uiso 1 calc R . . C3 C 0.06843(11) -0.0604(3) 0.09714(13) 0.0205(5) Uani 1 d . . . H3 H 0.0497 -0.1326 0.1212 0.025 Uiso 1 calc R . . C4 C 0.06759(10) -0.1085(3) 0.02521(13) 0.0198(5) Uani 1 d . . . C5 C 0.04090(12) -0.2614(3) -0.00298(15) 0.0222(5) Uani 1 d . . . H5 H 0.0227 -0.3260 0.0244 0.027 Uiso 1 calc R . . C6 C 0.04091(12) -0.3182(3) -0.06976(15) 0.0269(5) Uani 1 d . . . C7 C 0.06806(13) -0.2228(3) -0.10969(15) 0.0249(5) Uani 1 d . . . H7 H 0.0691 -0.2625 -0.1551 0.030 Uiso 1 calc R . . C8 C 0.09322(11) -0.0718(3) -0.08370(13) 0.0227(5) Uani 1 d . . . H8 H 0.1104 -0.0081 -0.1124 0.027 Uiso 1 calc R . . C9 C 0.09416(11) -0.0089(3) -0.01548(13) 0.0193(5) Uani 1 d . . . C10 C 0.03545(15) -0.5618(4) -0.13823(18) 0.0389(7) Uani 1 d . . . H10A H 0.0174 -0.5254 -0.1904 0.058 Uiso 1 calc R . . H10B H 0.0233 -0.6752 -0.1357 0.058 Uiso 1 calc R . . H10C H 0.0827 -0.5527 -0.1182 0.058 Uiso 1 calc R . . C11 C 0.18384(11) 0.5788(3) 0.09267(13) 0.0216(5) Uani 1 d . . . H11 H 0.1691 0.5975 0.1317 0.026 Uiso 1 calc R . . C12 C 0.21255(11) 0.7058(3) 0.07076(13) 0.0197(5) Uani 1 d . . . H12 H 0.2172 0.8084 0.0946 0.024 Uiso 1 calc R . . C13 C 0.23486(10) 0.6831(3) 0.01330(12) 0.0183(4) Uani 1 d . . . C14 C 0.22643(12) 0.5281(3) -0.01787(14) 0.0227(5) Uani 1 d . . . H14 H 0.2410 0.5056 -0.0567 0.027 Uiso 1 calc R . . C15 C 0.19720(12) 0.4067(3) 0.00697(13) 0.0230(5) Uani 1 d . . . H15 H 0.1922 0.3027 -0.0156 0.028 Uiso 1 calc R . . Cl1 Cl 0.31882(3) 0.21899(7) 0.20926(3) 0.02141(15) Uani 1 d . . . O1P O 0.26791(9) 0.0992(2) 0.17822(10) 0.0288(4) Uani 1 d . . . O2P O 0.30383(9) 0.3191(3) 0.26113(10) 0.0319(4) Uani 1 d . . . O3P O 0.37995(9) 0.1386(3) 0.24978(12) 0.0378(5) Uani 1 d . . . O4P O 0.32377(10) 0.3164(3) 0.15078(11) 0.0359(5) Uani 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 Cu1 0.01940(18) 0.01729(17) 0.01945(17) -0.00042(10) 0.00836(13) -0.00171(10) O1 0.0318(9) 0.0190(9) 0.0238(8) -0.0027(7) 0.0136(7) -0.0090(7) O2 0.0773(17) 0.0355(12) 0.0808(17) -0.0336(12) 0.0637(15) -0.0360(12) N1 0.0245(10) 0.0205(10) 0.0239(10) -0.0025(8) 0.0110(8) -0.0017(8) N2 0.0168(9) 0.0219(10) 0.0202(9) 0.0011(8) 0.0074(7) 0.0001(8) N3 0.0178(9) 0.0178(10) 0.0205(9) 0.0002(7) 0.0069(7) -0.0007(7) C1 0.0225(12) 0.0282(13) 0.0190(11) 0.0001(9) 0.0085(9) -0.0008(10) C2 0.0209(11) 0.0289(13) 0.0213(11) 0.0005(9) 0.0101(9) -0.0014(9) C3 0.0157(10) 0.0218(12) 0.0247(11) 0.0041(9) 0.0087(9) 0.0002(8) C4 0.0146(10) 0.0212(12) 0.0229(11) 0.0013(9) 0.0065(8) 0.0009(8) C5 0.0223(12) 0.0169(12) 0.0314(13) 0.0029(9) 0.0147(10) -0.0007(9) C6 0.0249(12) 0.0230(13) 0.0355(13) -0.0059(10) 0.0149(11) -0.0059(10) C7 0.0230(12) 0.0265(13) 0.0288(13) -0.0059(10) 0.0140(10) -0.0041(10) C8 0.0205(11) 0.0263(13) 0.0231(11) 0.0008(9) 0.0105(9) -0.0035(9) C9 0.0163(10) 0.0164(11) 0.0235(11) 0.0013(9) 0.0058(9) -0.0006(8) C10 0.0374(15) 0.0330(16) 0.0479(17) -0.0192(13) 0.0185(13) -0.0083(12) C11 0.0212(11) 0.0224(12) 0.0219(11) -0.0015(9) 0.0091(9) 0.0002(9) C12 0.0195(11) 0.0180(11) 0.0210(11) -0.0016(9) 0.0071(9) -0.0005(9) C13 0.0137(10) 0.0191(11) 0.0195(10) -0.0006(9) 0.0036(8) 0.0005(8) C14 0.0263(12) 0.0202(12) 0.0248(11) -0.0032(9) 0.0136(10) -0.0034(9) C15 0.0249(12) 0.0183(12) 0.0269(12) -0.0026(9) 0.0112(9) -0.0019(9) Cl1 0.0206(3) 0.0213(3) 0.0235(3) 0.0025(2) 0.0098(2) -0.0012(2) O1P 0.0288(9) 0.0264(10) 0.0339(10) -0.0071(8) 0.0150(8) -0.0085(7) O2P 0.0297(10) 0.0356(11) 0.0324(10) -0.0099(8) 0.0145(8) -0.0060(8) O3P 0.0220(9) 0.0347(11) 0.0548(12) 0.0140(9) 0.0130(9) 0.0059(8) O4P 0.0372(11) 0.0417(12) 0.0306(10) 0.0095(9) 0.0150(8) -0.0074(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1 1.8798(17) . ? Cu1 N2 1.9525(19) . ? Cu1 N1 2.006(2) . ? Cu1 N3 2.0355(19) . ? O1 C9 1.312(3) . ? O2 C6 1.380(3) . ? O2 C10 1.401(3) . ? N1 C1 1.485(3) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? N2 C3 1.283(3) . ? N2 C2 1.473(3) . ? N3 C15 1.347(3) . ? N3 C11 1.347(3) . ? C1 C2 1.514(3) . ? C1 H1C 0.9900 . ? C1 H1D 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.446(3) . ? C3 H3 0.9500 . ? C4 C5 1.411(3) . ? C4 C9 1.422(3) . ? C5 C6 1.380(4) . ? C5 H5 0.9500 . ? C6 C7 1.400(4) . ? C7 C8 1.379(3) . ? C7 H7 0.9500 . ? C8 C9 1.416(3) . ? C8 H8 0.9500 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.381(3) . ? C11 H11 0.9500 . ? C12 C13 1.403(3) . ? C12 H12 0.9500 . ? C13 C14 1.395(3) . ? C13 C13 1.489(5) 7_565 ? C14 C15 1.382(3) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? Cl1 O4P 1.4307(19) . ? Cl1 O2P 1.4402(19) . ? Cl1 O3P 1.4483(19) . ? Cl1 O1P 1.4514(18) . ? 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 O1 Cu1 N2 92.44(8) . . ? O1 Cu1 N1 173.28(8) . . ? N2 Cu1 N1 84.10(8) . . ? O1 Cu1 N3 89.33(7) . . ? N2 Cu1 N3 174.70(8) . . ? N1 Cu1 N3 94.63(8) . . ? C9 O1 Cu1 128.57(15) . . ? C6 O2 C10 118.1(2) . . ? C1 N1 Cu1 107.82(15) . . ? C1 N1 H1A 110.1 . . ? Cu1 N1 H1A 110.1 . . ? C1 N1 H1B 110.1 . . ? Cu1 N1 H1B 110.1 . . ? H1A N1 H1B 108.5 . . ? C3 N2 C2 119.6(2) . . ? C3 N2 Cu1 127.20(16) . . ? C2 N2 Cu1 113.13(15) . . ? C15 N3 C11 116.7(2) . . ? C15 N3 Cu1 119.85(16) . . ? C11 N3 Cu1 123.36(16) . . ? N1 C1 C2 107.51(19) . . ? N1 C1 H1C 110.2 . . ? C2 C1 H1C 110.2 . . ? N1 C1 H1D 110.2 . . ? C2 C1 H1D 110.2 . . ? H1C C1 H1D 108.5 . . ? N2 C2 C1 106.71(19) . . ? N2 C2 H2A 110.4 . . ? C1 C2 H2A 110.4 . . ? N2 C2 H2B 110.4 . . ? C1 C2 H2B 110.4 . . ? H2A C2 H2B 108.6 . . ? N2 C3 C4 124.8(2) . . ? N2 C3 H3 117.6 . . ? C4 C3 H3 117.6 . . ? C5 C4 C9 120.4(2) . . ? C5 C4 C3 117.6(2) . . ? C9 C4 C3 122.0(2) . . ? C6 C5 C4 120.9(2) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 O2 117.8(2) . . ? C5 C6 C7 119.3(2) . . ? O2 C6 C7 122.8(2) . . ? C8 C7 C6 120.6(2) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C9 121.9(2) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? O1 C9 C8 118.3(2) . . ? O1 C9 C4 124.7(2) . . ? C8 C9 C4 117.0(2) . . ? O2 C10 H10A 109.5 . . ? O2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 C12 123.7(2) . . ? N3 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C11 C12 C13 119.9(2) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C14 C13 C12 116.0(2) . . ? C14 C13 C13 122.0(3) . 7_565 ? C12 C13 C13 122.0(3) . 7_565 ? C15 C14 C13 120.9(2) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? N3 C15 C14 122.8(2) . . ? N3 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? O4P Cl1 O2P 110.25(13) . . ? O4P Cl1 O3P 109.76(12) . . ? O2P Cl1 O3P 108.17(13) . . ? O4P Cl1 O1P 110.13(12) . . ? O2P Cl1 O1P 108.63(11) . . ? O3P Cl1 O1P 109.86(12) . . ? 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 N2 Cu1 O1 C9 -6.4(2) . . . . ? N3 Cu1 O1 C9 178.6(2) . . . . ? N2 Cu1 N1 C1 20.82(15) . . . . ? N3 Cu1 N1 C1 -164.35(15) . . . . ? O1 Cu1 N2 C3 4.5(2) . . . . ? N1 Cu1 N2 C3 -169.7(2) . . . . ? O1 Cu1 N2 C2 -179.25(16) . . . . ? N1 Cu1 N2 C2 6.52(16) . . . . ? O1 Cu1 N3 C15 -21.59(18) . . . . ? N1 Cu1 N3 C15 152.97(18) . . . . ? O1 Cu1 N3 C11 161.54(18) . . . . ? N1 Cu1 N3 C11 -23.90(19) . . . . ? Cu1 N1 C1 C2 -43.3(2) . . . . ? C3 N2 C2 C1 144.9(2) . . . . ? Cu1 N2 C2 C1 -31.7(2) . . . . ? N1 C1 C2 N2 48.5(3) . . . . ? C2 N2 C3 C4 -178.3(2) . . . . ? Cu1 N2 C3 C4 -2.2(3) . . . . ? N2 C3 C4 C5 178.0(2) . . . . ? N2 C3 C4 C9 -0.2(4) . . . . ? C9 C4 C5 C6 1.0(4) . . . . ? C3 C4 C5 C6 -177.3(2) . . . . ? C4 C5 C6 O2 -176.7(2) . . . . ? C4 C5 C6 C7 0.3(4) . . . . ? C10 O2 C6 C5 -149.0(3) . . . . ? C10 O2 C6 C7 34.2(4) . . . . ? C5 C6 C7 C8 -1.5(4) . . . . ? O2 C6 C7 C8 175.3(3) . . . . ? C6 C7 C8 C9 1.6(4) . . . . ? Cu1 O1 C9 C8 -172.81(16) . . . . ? Cu1 O1 C9 C4 6.2(3) . . . . ? C7 C8 C9 O1 178.8(2) . . . . ? C7 C8 C9 C4 -0.3(3) . . . . ? C5 C4 C9 O1 -179.9(2) . . . . ? C3 C4 C9 O1 -1.8(4) . . . . ? C5 C4 C9 C8 -1.0(3) . . . . ? C3 C4 C9 C8 177.2(2) . . . . ? C15 N3 C11 C12 0.3(3) . . . . ? Cu1 N3 C11 C12 177.31(17) . . . . ? N3 C11 C12 C13 0.1(4) . . . . ? C11 C12 C13 C14 -0.5(3) . . . . ? C11 C12 C13 C13 178.9(2) . . . 7_565 ? C12 C13 C14 C15 0.5(3) . . . . ? C13 C13 C14 C15 -178.9(3) 7_565 . . . ? C11 N3 C15 C14 -0.3(3) . . . . ? Cu1 N3 C15 C14 -177.39(18) . . . . ? C13 C14 C15 N3 -0.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.988 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.105 _chemical_name_common ; ((mu-bipyridine)bis-((E)-2-((2-aminoethylimino)methyl)4- methoxyphenolato-copper(ii)))diperchlorate ;