# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1849 data_Cu-dipica-NO3 # paper ref.: 9/08185B _audit_creation_date may-15-1999 _audit_creation_method 'ct.exe (M. K\"ockerling, 1996)' _publ_contact_author_name 'Palaniandavar, Mallayan' _publ_contact_author_address ; Department of Chemistry Bharathidasan University Tiruchirappalli 620 024 Tamil Nadu India ; _publ_contact_author_phone '+91 431 660353' _publ_contact_author_fax '+91 431 660245' _publ_contact_author_email 'palani@bdu.ernet.in' loop_ _publ_author_name _publ_author_address 'Palaniandavar, Mallayan' ; Department of Chemistry Bharathidasan University Tiruchirappalli 620 024 Tamil Nadu India ; 'Mahadevan, Sethuraman' ; Department of Chemistry Bharathidasan University Tiruchirappalli 620 024 Tamil Nadu India ; 'K\"ockerling, Martin' ; Universit\"at Duisburg FB6 - Institut f\"ur Synthesechemie Gerhard-Mercator-Universit\"at Lotharstr. 1 47057 Duisburg Germany ; 'Henkel, Gerald' ; Universit\"at Duisburg FB6 - Institut f\"ur Synthesechemie Gerhard-Mercator-Universit\"at Lotharstr. 1 47057 Duisburg Germany ; _publ_requested_journal 'Dalton Transactions' _publ_section_title ; The structural pathways of dinitratobis(dipicolylamine)copper(II): An extreme example of the uncommon see-saw stereochemistry ; _chemical_formula_moiety 'C12 H13 Cu N5 O6' _chemical_formula_sum 'C12 H13 Cu N5 O6' _chemical_formula_weight 386.810 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'C 2/c' loop_ _atom_type_symbol _atom_type_description 'C' 'C' 'H' 'H' 'N' 'N' 'O' 'O' 'Cu' 'Cu' 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 14.852(3) _cell_length_b 8.050(2) _cell_length_c 25.395(5) _cell_angle_alpha 90 _cell_angle_beta 103.18(3) _cell_angle_gamma 90 _cell_volume 2956(1) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 41 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 20.0 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Siemens P4-diffractometer' _diffrn_measurement_method \w-scans _diffrn_radiation_monochromator graphite _exptl_crystal_description 'dark blue block' _exptl_crystal_colour 'dark blue' _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.40 _exptl_crystal_density_diffrn 1.738 _exptl_absorpt_coefficient_mu 1.52 _exptl_crystal_F_000 1576 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.768 _exptl_absorpt_correction_T_max 0.806 _refine_ls_structure_factor_coef 'F' _refine_ls_matrix_type 'full' _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo)+(0.02 Fo)^2^]' _atom_sites_solution_primary 'direct' _atom_sites_solution_secondary 'difmap' _refine_ls_hydrogen_treatment mixed _computing_data_collection 'Siemens XSCANS 2.1' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens SHELXTL' _refine_ls_extinction_method 'Siemens SHELXTL' _refine_ls_extinction_coef 0.00002(4) _refine_ls_extinction_expression 'Siemens ShelxlTL' _refine_ls_number_reflns 2278 _refine_ls_number_parameter 221 _refine_ls_R_factor_obs 0.0573 _refine_ls_wR_factor_obs 0.0613 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_shift/su_max 0.000 _refine_diff_density_max 1.15 _refine_diff_density_min -1.1 _diffrn_reflns_av_R_equivalents 0.0487 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 27.00 _diffrn_reflns_number 4089 _reflns_number_total 3195 _reflns_number_gt 2335 _reflns_threshold_expression >2sigma(I) _refine_ls_number_parameters 222 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv Cu1 0.39748(4) 0.19105(8) 0.37307(2) 0.0440(2) N1 0.4809(3) 0.0531(5) 0.3415(2) 0.043(1) N2 0.2990(3) 0.2720(5) 0.4070(2) 0.046(1) N3 0.3304(5) -0.0210(7) 0.3719(4) 0.132(4) N4 0.3432(3) 0.3712(7) 0.2718(2) 0.059(2) N5 0.5408(4) 0.2756(7) 0.4630(2) 0.069(2) O1 0.5072(3) 0.3443(6) 0.4181(2) 0.081(2) O2 0.5038(4) 0.1523(7) 0.4737(2) 0.106(3) O3 0.6117(4) 0.3262(8) 0.4925(2) 0.128(3) O4 0.3966(3) 0.3949(5) 0.3184(2) 0.070(2) O5 0.3515(4) 0.4584(7) 0.2342(2) 0.103(2) O6 0.2876(3) 0.2565(7) 0.2666(2) 0.091(2) C1 0.5537(3) 0.1063(8) 0.3225(2) 0.052(2) C2 0.6103(4) -0.0011(8) 0.3042(2) 0.055(2) C3 0.5921(4) -0.1693(8) 0.3032(2) 0.058(2) C4 0.5166(4) -0.2262(7) 0.3216(2) 0.052(2) C5 0.4629(3) -0.1113(7) 0.3406(2) 0.044(2) C6 0.3804(4) -0.1609(7) 0.3618(2) 0.056(2) C7 0.2598(4) -0.0181(7) 0.4004(2) 0.052(2) C8 0.2387(3) 0.1548(7) 0.4151(2) 0.046(2) C9 0.1641(3) 0.1952(8) 0.4366(2) 0.056(2) C10 0.1518(4) 0.3581(8) 0.4506(2) 0.058(2) C11 0.2144(4) 0.4761(8) 0.4430(2) 0.063(2) C12 0.2867(4) 0.4286(7) 0.4209(2) 0.055(2) H3B 0.28982 -0.01204 0.33526 0.09(1) H1A 0.56556 0.22346 0.32197 0.090(10) H2A 0.66254 0.04021 0.29184 0.09(1) H3A 0.63165 -0.24583 0.29018 0.09(1) H4A 0.50198 -0.34243 0.32111 0.09(1) H6A 0.34258 -0.23639 0.3369 0.090(10) H6B 0.40043 -0.21675 0.39583 0.090(10) H7A 0.28272 -0.08064 0.43285 0.090(10) H7B 0.20417 -0.07041 0.38069 0.090(10) H9A 0.12155 0.11049 0.44186 0.09(1) H10A 0.09993 0.38787 0.46533 0.09(1) H11A 0.20744 0.58958 0.45298 0.09(1) H12A 0.33029 0.51086 0.41513 0.09(1) 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 0.0472(4) 0.0433(3) 0.0430(3) 0.0006(3) 0.0131(2) -0.0079(3) N1 0.041(2) 0.049(2) 0.036(2) 0.002(2) 0.005(2) -0.004(2) N2 0.050(2) 0.050(3) 0.039(2) 0.005(2) 0.011(2) -0.001(2) N3 0.142(6) 0.051(3) 0.254(9) -0.037(5) 0.151(6) -0.038(4) N4 0.056(3) 0.060(3) 0.067(3) -0.003(3) 0.022(3) 0.006(3) N5 0.084(4) 0.056(3) 0.074(4) -0.009(3) 0.031(3) -0.011(3) O1 0.100(3) 0.079(3) 0.067(3) -0.009(2) 0.025(2) -0.037(3) O2 0.103(4) 0.084(4) 0.144(5) 0.029(4) 0.052(4) 0.002(3) O3 0.135(5) 0.124(5) 0.105(4) -0.033(4) -0.010(4) -0.035(4) O4 0.085(3) 0.057(2) 0.070(3) 0.001(2) 0.022(2) -0.013(2) O5 0.118(4) 0.102(4) 0.085(3) 0.042(3) 0.014(3) 0.009(3) O6 0.078(3) 0.103(4) 0.099(4) -0.023(3) 0.034(3) -0.029(3) C1 0.047(3) 0.067(4) 0.041(3) 0.006(3) 0.009(2) -0.007(3) C2 0.042(3) 0.081(4) 0.042(3) -0.001(3) 0.008(2) -0.004(3) C3 0.057(3) 0.078(4) 0.033(2) -0.004(3) 0.002(2) 0.014(3) C4 0.058(3) 0.055(4) 0.039(3) -0.001(2) 0.000(2) 0.001(3) C5 0.048(3) 0.053(3) 0.027(2) 0.002(2) 0.001(2) -0.005(3) C6 0.065(4) 0.047(3) 0.059(3) 0.000(3) 0.022(3) -0.011(3) C7 0.052(3) 0.060(3) 0.043(3) 0.002(3) 0.008(2) -0.010(3) C8 0.043(3) 0.062(4) 0.029(2) 0.013(2) 0.000(2) -0.001(3) C9 0.045(3) 0.083(4) 0.040(3) 0.013(3) 0.008(2) 0.000(3) C10 0.052(3) 0.085(5) 0.037(3) 0.007(3) 0.007(2) 0.015(3) C11 0.072(4) 0.072(4) 0.042(3) -0.001(3) 0.008(3) 0.023(3) C12 0.058(3) 0.057(3) 0.045(3) 0.000(3) 0.006(3) -0.002(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Cu1 N1 1.965(4) Cu1 N2 1.970(5) Cu1 N3 1.973(6) Cu1 O1 2.153(4) Cu1 O4 2.148(4) N1 C1 1.351(7) N1 C5 1.350(7) N2 C8 1.348(7) N2 C12 1.333(7) N3 C6 1.404(8) N3 C7 1.40(1) N4 O4 1.279(6) N4 O5 1.213(8) N4 O6 1.226(7) N5 O1 1.262(7) N5 O2 1.196(8) N5 O3 1.216(8) C1 C2 1.360(8) C2 C3 1.380(9) C3 C4 1.387(8) C4 C5 1.380(8) C5 C6 1.500(8) C7 C8 1.492(8) C8 C9 1.382(8) C10 C9 1.382(9) C11 C10 1.374(9) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N1 Cu1 N2 164.8(2) N1 Cu1 N3 82.4(3) N2 Cu1 N3 82.5(3) N1 Cu1 O1 94.0(2) N2 Cu1 O1 97.2(2) N3 Cu1 O1 145.3(3) N1 Cu1 O4 94.6(2) N2 Cu1 O4 97.7(2) N3 Cu1 O4 136.3(3) O1 Cu1 O4 78.4(2) Cu1 N1 C1 126.7(4) Cu1 N1 C5 114.9(3) C1 N1 C5 118.4(5) Cu1 N2 C8 114.8(3) Cu1 N2 C12 126.0(4) C12 N2 C8 119.1(5) Cu1 N3 C6 114.3(5) Cu1 N3 C7 114.4(4) C6 N3 C7 126.6(6) O4 N4 O5 119.2(5) O4 N4 O6 118.2(5) O5 N4 O6 122.5(5) O1 N5 O2 117.5(5) O1 N5 O3 121.3(6) O2 N5 O3 121.0(6) Cu1 O1 N5 108.9(4) Cu1 O4 N4 113.3(3) N1 C1 C2 121.9(5) C1 C2 C3 119.8(5) C2 C3 C4 119.2(5) C3 C4 C5 118.3(5) N1 C5 C4 122.4(5) N1 C5 C6 115.4(4) C4 C5 C6 122.2(5) N3 C6 C5 111.2(5) N3 C7 C8 111.6(5) N2 C8 C7 115.5(5) N2 C8 C9 121.0(5) C7 C8 C9 123.5(5) C10 C9 C8 119.4(5) C11 C10 C9 119.1(6) C12 C11 C10 118.9(6) N2 C12 C11 122.5(5)