data_Cu(L)(phen) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H18 Cu N4 O2' _chemical_formula_sum 'C25 H18 Cu N4 O2' _chemical_formula_weight 469.97 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' '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 'C2/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 25.1157(11) _cell_length_b 11.2432(4) _cell_length_c 15.2228(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.727(3) _cell_angle_gamma 90.00 _cell_volume 4284.0(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9871 _cell_measurement_theta_min 3.24 _cell_measurement_theta_max 27.62 _exptl_crystal_description irregular _exptl_crystal_colour ? _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1928 _exptl_absorpt_coefficient_mu 1.050 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.6610 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS; Bruker, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39718 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0187 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4620 _reflns_number_gt 3839 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'XPW (Siemens, 1996)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^ > 2\s(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 'calc w=1/[\s^2^(Fo^2^)+(0.0533P)^2^+3.9956P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4620 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0882 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 0.927 _refine_ls_restrained_S_all 0.927 _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 O2 O 0.45163(6) 0.14071(13) 0.03307(10) 0.0502(4) Uani 1 1 d . . . Cu1 Cu 0.388520(9) 0.15664(2) 0.098286(14) 0.03636(9) Uani 1 1 d . . . C11 C 0.41752(7) 0.34982(16) 0.21642(12) 0.0375(4) Uani 1 1 d . . . H11 H 0.4440 0.3977 0.2443 0.045 Uiso 1 1 calc R . . C10 C 0.36459(7) 0.35703(15) 0.24578(12) 0.0348(4) Uani 1 1 d . . . N4 N 0.48223(6) 0.29143(17) 0.12639(11) 0.0477(4) Uani 1 1 d . . . N1 N 0.40514(7) 0.00897(17) 0.19512(11) 0.0511(4) Uani 1 1 d . . . C16 C 0.41671(17) -0.1968(4) 0.2914(3) 0.1133(15) Uani 1 1 d . . . H16 H 0.4207 -0.2659 0.3248 0.136 Uiso 1 1 calc R . . C8 C 0.39764(9) 0.48329(18) 0.37564(13) 0.0467(5) Uani 1 1 d . . . H8 H 0.4328 0.4630 0.3673 0.056 Uiso 1 1 calc R . . C25 C 0.38373(9) -0.09278(19) 0.16156(14) 0.0508(5) Uani 1 1 d . . . C20 C 0.33328(10) -0.1928(2) 0.0365(2) 0.0640(7) Uani 1 1 d . . . C6 C 0.33512(12) 0.5932(2) 0.45610(17) 0.0682(7) Uani 1 1 d . . . H6 H 0.3286 0.6470 0.5004 0.082 Uiso 1 1 calc R . . C7 C 0.38749(11) 0.5590(2) 0.44375(15) 0.0587(6) Uani 1 1 d . . . H7 H 0.4156 0.5873 0.4816 0.070 Uiso 1 1 calc R . . C2 C 0.26807(8) 0.3288(2) 0.22262(15) 0.0522(5) Uani 1 1 d . . . H2 H 0.2389 0.2905 0.1937 0.063 Uiso 1 1 calc R . . C5 C 0.29398(10) 0.5481(2) 0.40371(15) 0.0595(6) Uani 1 1 d . . . H5 H 0.2593 0.5709 0.4127 0.071 Uiso 1 1 calc R . . C23 C 0.32615(9) 0.0227(2) -0.04589(15) 0.0586(6) Uani 1 1 d . . . H23 H 0.3231 0.0959 -0.0744 0.070 Uiso 1 1 calc R . . C3 C 0.25990(9) 0.4118(2) 0.28421(15) 0.0567(6) Uani 1 1 d . . . H3 H 0.2251 0.4336 0.2934 0.068 Uiso 1 1 calc R . . C4 C 0.30268(8) 0.46653(18) 0.33514(13) 0.0467(5) Uani 1 1 d . . . C12 C 0.48769(8) 0.2139(2) 0.06415(13) 0.0457(5) Uani 1 1 d . . . C24 C 0.35542(8) -0.08846(17) 0.07572(14) 0.0449(5) Uani 1 1 d . . . C13 C 0.54016(10) 0.2093(3) 0.02378(18) 0.0712(7) Uani 1 1 d . . . H13A H 0.5496 0.1279 0.0140 0.107 Uiso 1 1 calc R . . H13B H 0.5673 0.2459 0.0629 0.107 Uiso 1 1 calc R . . H13C H 0.5372 0.2511 -0.0314 0.107 Uiso 1 1 calc R . . C18 C 0.36476(16) -0.3050(3) 0.1651(3) 0.1041(14) Uani 1 1 d . . . H18 H 0.3675 -0.3774 0.1947 0.125 Uiso 1 1 calc R . . C15 C 0.43809(17) -0.0942(4) 0.3243(2) 0.1074(13) Uani 1 1 d . . . H15 H 0.4565 -0.0920 0.3798 0.129 Uiso 1 1 calc R . . C19 C 0.33893(13) -0.3011(3) 0.0850(3) 0.0913(11) Uani 1 1 d . . . H19 H 0.3243 -0.3706 0.0603 0.110 Uiso 1 1 calc R . . C21 C 0.30760(11) -0.1831(3) -0.0479(2) 0.0778(9) Uani 1 1 d . . . H21 H 0.2928 -0.2502 -0.0761 0.093 Uiso 1 1 calc R . . C22 C 0.30408(11) -0.0768(3) -0.08874(19) 0.0780(8) Uani 1 1 d . . . H22 H 0.2870 -0.0702 -0.1451 0.094 Uiso 1 1 calc R . . C17 C 0.38847(12) -0.2016(3) 0.2073(2) 0.0776(9) Uani 1 1 d . . . C14 C 0.43185(12) 0.0077(3) 0.27345(15) 0.0747(8) Uani 1 1 d . . . H14 H 0.4471 0.0781 0.2954 0.090 Uiso 1 1 calc R . . N3 N 0.43047(6) 0.28128(14) 0.15401(10) 0.0366(3) Uani 1 1 d . . . C9 C 0.35586(8) 0.43611(15) 0.31840(12) 0.0380(4) Uani 1 1 d . . . C1 C 0.32108(7) 0.29853(17) 0.20093(12) 0.0389(4) Uani 1 1 d . . . O1 O 0.32391(5) 0.21858(13) 0.13915(9) 0.0447(3) Uani 1 1 d . . . N2 N 0.35140(6) 0.01780(14) 0.03404(10) 0.0417(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O2 0.0469(8) 0.0599(9) 0.0451(8) -0.0170(6) 0.0112(6) -0.0031(7) Cu1 0.03773(14) 0.03631(14) 0.03501(13) -0.00382(8) 0.00289(9) -0.00145(9) C11 0.0344(9) 0.0385(10) 0.0396(9) -0.0058(7) 0.0037(7) -0.0014(7) C10 0.0360(9) 0.0311(9) 0.0379(9) 0.0028(7) 0.0070(7) 0.0038(7) N4 0.0312(8) 0.0630(11) 0.0502(9) -0.0141(8) 0.0100(7) -0.0037(8) N1 0.0583(11) 0.0571(11) 0.0382(9) 0.0069(8) 0.0065(7) 0.0114(9) C16 0.142(3) 0.107(3) 0.098(3) 0.071(2) 0.047(2) 0.049(3) C8 0.0578(12) 0.0391(10) 0.0446(10) -0.0031(8) 0.0136(9) -0.0024(9) C25 0.0548(12) 0.0447(12) 0.0564(12) 0.0131(9) 0.0257(10) 0.0113(10) C20 0.0519(13) 0.0414(12) 0.104(2) -0.0169(12) 0.0351(14) -0.0083(10) C6 0.104(2) 0.0450(13) 0.0607(14) -0.0098(11) 0.0370(14) 0.0050(13) C7 0.0843(17) 0.0440(12) 0.0497(12) -0.0100(9) 0.0168(11) -0.0094(11) C2 0.0337(10) 0.0674(14) 0.0557(12) 0.0023(10) 0.0061(9) 0.0026(10) C5 0.0731(15) 0.0499(13) 0.0598(13) 0.0018(10) 0.0303(12) 0.0169(12) C23 0.0598(14) 0.0646(15) 0.0498(12) -0.0076(10) -0.0045(10) -0.0066(11) C3 0.0414(11) 0.0740(16) 0.0569(12) 0.0089(11) 0.0184(9) 0.0170(11) C4 0.0543(12) 0.0410(10) 0.0474(10) 0.0080(8) 0.0196(9) 0.0123(9) C12 0.0380(10) 0.0593(13) 0.0404(10) -0.0070(9) 0.0075(8) 0.0015(9) C24 0.0406(10) 0.0378(10) 0.0593(12) -0.0052(9) 0.0221(9) 0.0006(8) C13 0.0501(13) 0.098(2) 0.0695(16) -0.0249(15) 0.0256(12) -0.0052(13) C18 0.108(3) 0.0473(17) 0.166(4) 0.043(2) 0.061(3) 0.0123(17) C15 0.131(3) 0.137(3) 0.0543(17) 0.040(2) 0.0106(17) 0.055(3) C19 0.079(2) 0.0382(14) 0.163(4) -0.0010(18) 0.048(2) -0.0081(14) C21 0.0589(15) 0.0719(19) 0.104(2) -0.0449(17) 0.0158(15) -0.0178(14) C22 0.0695(17) 0.094(2) 0.0689(17) -0.0313(16) -0.0069(13) -0.0149(16) C17 0.0867(19) 0.0607(16) 0.091(2) 0.0378(15) 0.0412(16) 0.0212(15) C14 0.0860(19) 0.097(2) 0.0403(12) 0.0087(12) 0.0027(11) 0.0252(16) N3 0.0300(7) 0.0418(8) 0.0386(8) -0.0042(6) 0.0058(6) 0.0004(6) C9 0.0480(10) 0.0287(9) 0.0390(9) 0.0057(7) 0.0134(7) 0.0056(8) C1 0.0343(9) 0.0432(10) 0.0401(9) 0.0057(8) 0.0078(7) 0.0052(8) O1 0.0338(7) 0.0515(8) 0.0486(7) -0.0095(6) 0.0023(5) -0.0042(6) N2 0.0432(9) 0.0404(9) 0.0418(8) -0.0040(7) 0.0048(7) -0.0036(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O2 C12 1.285(3) . ? O2 Cu1 1.9466(14) . ? Cu1 N3 1.9095(15) . ? Cu1 O1 1.9161(13) . ? Cu1 N2 2.0280(16) . ? Cu1 N1 2.2366(17) . ? C11 N3 1.286(2) . ? C11 C10 1.439(2) . ? C11 H11 0.9300 . ? C10 C1 1.403(3) . ? C10 C9 1.449(2) . ? N4 C12 1.303(3) . ? N4 N3 1.403(2) . ? N1 C14 1.319(3) . ? N1 C25 1.347(3) . ? C16 C15 1.352(6) . ? C16 C17 1.412(5) . ? C16 H16 0.9300 . ? C8 C7 1.381(3) . ? C8 C9 1.411(3) . ? C8 H8 0.9300 . ? C25 C17 1.408(3) . ? C25 C24 1.436(3) . ? C20 C21 1.394(4) . ? C20 C24 1.410(3) . ? C20 C19 1.425(4) . ? C6 C5 1.351(4) . ? C6 C7 1.398(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C2 C3 1.350(3) . ? C2 C1 1.439(3) . ? C2 H2 0.9300 . ? C5 C4 1.420(3) . ? C5 H5 0.9300 . ? C23 N2 1.326(3) . ? C23 C22 1.388(3) . ? C23 H23 0.9300 . ? C3 C4 1.413(3) . ? C3 H3 0.9300 . ? C4 C9 1.422(3) . ? C12 C13 1.500(3) . ? C24 N2 1.353(3) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C18 C19 1.334(6) . ? C18 C17 1.433(5) . ? C18 H18 0.9300 . ? C15 C14 1.384(4) . ? C15 H15 0.9300 . ? C19 H19 0.9300 . ? C21 C22 1.346(5) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C14 H14 0.9300 . ? C1 O1 1.307(2) . ? 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 C12 O2 Cu1 109.41(12) . . ? N3 Cu1 O1 92.30(6) . . ? N3 Cu1 O2 81.45(6) . . ? O1 Cu1 O2 161.08(6) . . ? N3 Cu1 N2 173.78(6) . . ? O1 Cu1 N2 93.92(6) . . ? O2 Cu1 N2 92.55(6) . . ? N3 Cu1 N1 100.71(7) . . ? O1 Cu1 N1 99.95(6) . . ? O2 Cu1 N1 98.75(7) . . ? N2 Cu1 N1 78.45(7) . . ? N3 C11 C10 124.03(17) . . ? N3 C11 H11 118.0 . . ? C10 C11 H11 118.0 . . ? C1 C10 C11 121.64(16) . . ? C1 C10 C9 119.85(16) . . ? C11 C10 C9 118.24(16) . . ? C12 N4 N3 108.60(16) . . ? C14 N1 C25 119.4(2) . . ? C14 N1 Cu1 131.10(19) . . ? C25 N1 Cu1 109.49(13) . . ? C15 C16 C17 121.5(3) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C7 C8 C9 121.4(2) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? N1 C25 C17 122.4(2) . . ? N1 C25 C24 117.95(18) . . ? C17 C25 C24 119.7(2) . . ? C21 C20 C24 117.5(2) . . ? C21 C20 C19 124.3(3) . . ? C24 C20 C19 118.2(3) . . ? C5 C6 C7 120.0(2) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C8 C7 C6 120.3(2) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C3 C2 C1 121.3(2) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C6 C5 C4 121.3(2) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? N2 C23 C22 122.7(3) . . ? N2 C23 H23 118.7 . . ? C22 C23 H23 118.7 . . ? C2 C3 C4 121.97(19) . . ? C2 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C3 C4 C5 121.9(2) . . ? C3 C4 C9 118.68(18) . . ? C5 C4 C9 119.4(2) . . ? O2 C12 N4 125.66(18) . . ? O2 C12 C13 116.33(19) . . ? N4 C12 C13 118.01(19) . . ? N2 C24 C20 121.7(2) . . ? N2 C24 C25 117.97(18) . . ? C20 C24 C25 120.4(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C19 C18 C17 122.4(3) . . ? C19 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? C16 C15 C14 118.4(3) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? C18 C19 C20 121.4(3) . . ? C18 C19 H19 119.3 . . ? C20 C19 H19 119.3 . . ? C22 C21 C20 120.2(2) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 119.4(3) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? C16 C17 C25 115.5(3) . . ? C16 C17 C18 126.6(3) . . ? C25 C17 C18 117.9(3) . . ? N1 C14 C15 122.7(3) . . ? N1 C14 H14 118.6 . . ? C15 C14 H14 118.6 . . ? C11 N3 N4 118.01(15) . . ? C11 N3 Cu1 127.17(13) . . ? N4 N3 Cu1 114.67(11) . . ? C8 C9 C4 117.42(17) . . ? C8 C9 C10 123.37(17) . . ? C4 C9 C10 119.20(18) . . ? O1 C1 C10 125.88(16) . . ? O1 C1 C2 115.72(18) . . ? C10 C1 C2 118.40(18) . . ? C1 O1 Cu1 125.53(12) . . ? C23 N2 C24 118.62(19) . . ? C23 N2 Cu1 125.20(15) . . ? C24 N2 Cu1 116.10(13) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.299 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.047