data_1100952 _chemical_formula_sum 'C20 H22 Cu N5 O13 Tm' _chemical_formula_weight 772.90 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' 'Tm' 'Tm' -0.3139 5.2483 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 8.566(3) _cell_length_b 13.735(3) _cell_length_c 21.1786(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2491.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour Red _exptl_crystal_size_max 50 _exptl_crystal_size_mid 35 _exptl_crystal_size_min 18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.060 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1516 _exptl_absorpt_coefficient_mu 4.470 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2507 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2507 _reflns_number_gt 2060 _reflns_threshold_expression >2sigma(I) _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^)+(0.0326P)^2^+0.0000P] 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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(2) _refine_ls_number_reflns 2507 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0803 _refine_ls_wR_factor_gt 0.0700 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tm Tm 0.74061(4) 0.49850(3) 0.101388(16) 0.03013(12) Uani 1 1 d . . . Cu Cu 1.06180(14) 0.55672(8) 0.18305(6) 0.0360(3) Uani 1 1 d . . . O10 O 0.7105(8) 0.4910(6) -0.0104(3) 0.0473(17) Uani 1 1 d . . . N4 N 0.8517(10) 0.5087(7) -0.0251(4) 0.044(2) Uani 1 1 d . . . O8 O 0.8949(11) 0.5054(7) -0.0792(4) 0.071(2) Uani 1 1 d . . . O9 O 0.9396(9) 0.5224(6) 0.0210(4) 0.057(2) Uani 1 1 d . . . O13 O 0.6405(8) 0.3908(5) 0.1834(4) 0.0432(17) Uani 1 1 d . . . O12 O 0.6855(10) 0.5377(6) 0.2129(4) 0.050(2) Uani 1 1 d . . . N5 N 0.6407(11) 0.4525(9) 0.2263(5) 0.048(3) Uani 1 1 d . . . O2 O 0.9048(8) 0.6232(4) 0.1367(3) 0.0390(18) Uani 1 1 d . . . O1 O 0.9527(8) 0.4439(5) 0.1550(3) 0.0340(15) Uani 1 1 d . . . N1 N 1.1996(9) 0.4865(6) 0.2379(4) 0.0382(19) Uani 1 1 d . . . C6 C 1.1424(13) 0.3277(7) 0.1931(5) 0.038(3) Uani 1 1 d . . . C7 C 1.2207(11) 0.3951(7) 0.2369(5) 0.035(2) Uani 1 1 d . . . H7A H 1.2906 0.3689 0.2658 0.042 Uiso 1 1 calc R . . N2 N 1.1705(10) 0.6712(6) 0.2091(4) 0.035(2) Uani 1 1 d . . . O4 O 0.6798(8) 0.6809(4) 0.0696(3) 0.0365(16) Uani 1 1 d . . . C15 C 0.7753(12) 0.7531(7) 0.0900(4) 0.035(2) Uani 1 1 d . . . C16 C 0.9027(12) 0.7194(7) 0.1272(5) 0.035(3) Uani 1 1 d . . . C11 C 1.0119(11) 0.7848(7) 0.1511(5) 0.033(2) Uani 1 1 d . . . C10 C 1.1419(12) 0.7565(7) 0.1911(6) 0.041(3) Uani 1 1 d . . . H10A H 1.2093 0.8054 0.2045 0.050 Uiso 1 1 calc R . . O3 O 0.8321(8) 0.3254(5) 0.0773(3) 0.0360(16) Uani 1 1 d . . . C3 C 1.0128(11) 0.1940(6) 0.1086(5) 0.038(2) Uani 1 1 d . . . H3A H 0.9725 0.1503 0.0793 0.045 Uiso 1 1 calc R . . C1 C 1.0158(11) 0.3552(6) 0.1558(5) 0.030(2) Uani 1 1 d . . . O11 O 0.6022(11) 0.4311(8) 0.2806(4) 0.079(3) Uani 1 1 d . . . C2 C 0.9528(12) 0.2881(6) 0.1136(5) 0.032(2) Uani 1 1 d . . . C17 C 0.7635(13) 0.2596(7) 0.0299(4) 0.045(3) Uani 1 1 d . . . H17A H 0.8468 0.2240 0.0091 0.054 Uiso 1 1 calc R . . H17B H 0.7106 0.2982 -0.0020 0.054 Uiso 1 1 calc R . . C14 C 0.7642(15) 0.8512(7) 0.0746(5) 0.047(3) Uani 1 1 d . . . H14A H 0.6811 0.8738 0.0504 0.057 Uiso 1 1 calc R . . C19 C 0.5394(11) 0.7108(8) 0.0342(5) 0.043(3) Uani 1 1 d . . . H19A H 0.4984 0.6550 0.0116 0.051 Uiso 1 1 calc R . . H19B H 0.5688 0.7595 0.0032 0.051 Uiso 1 1 calc R . . C8 C 1.2767(13) 0.5531(8) 0.2829(5) 0.048(3) Uani 1 1 d . . . H8A H 1.3735 0.5249 0.2980 0.057 Uiso 1 1 calc R . . H8B H 1.2093 0.5654 0.3188 0.057 Uiso 1 1 calc R . . C12 C 0.9973(14) 0.8840(8) 0.1327(5) 0.046(3) Uani 1 1 d . . . H12A H 1.0717 0.9283 0.1466 0.055 Uiso 1 1 calc R . . C20 C 0.4152(14) 0.7512(8) 0.0750(6) 0.054(3) Uani 1 1 d . . . H20A H 0.3273 0.7695 0.0495 0.082 Uiso 1 1 calc R . . H20B H 0.4541 0.8075 0.0968 0.082 Uiso 1 1 calc R . . H20C H 0.3836 0.7029 0.1052 0.082 Uiso 1 1 calc R . . C13 C 0.8803(15) 0.9161(7) 0.0960(6) 0.057(3) Uani 1 1 d . . . H13A H 0.8758 0.9815 0.0846 0.068 Uiso 1 1 calc R . . C4 C 1.1348(13) 0.1666(8) 0.1488(5) 0.047(3) Uani 1 1 d . . . H4A H 1.1752 0.1038 0.1465 0.057 Uiso 1 1 calc R . . C9 C 1.3088(13) 0.6475(8) 0.2471(6) 0.046(3) Uani 1 1 d . . . H9A H 1.3302 0.6998 0.2767 0.055 Uiso 1 1 calc R . . H9B H 1.3991 0.6396 0.2199 0.055 Uiso 1 1 calc R . . C5 C 1.1951(13) 0.2314(7) 0.1913(5) 0.041(3) Uani 1 1 d . . . H5A H 1.2720 0.2112 0.2194 0.049 Uiso 1 1 calc R . . C18 C 0.6500(14) 0.1884(8) 0.0574(7) 0.059(3) Uani 1 1 d . . . H18A H 0.6085 0.1481 0.0244 0.088 Uiso 1 1 calc R . . H18B H 0.5665 0.2231 0.0776 0.088 Uiso 1 1 calc R . . H18C H 0.7024 0.1484 0.0880 0.088 Uiso 1 1 calc R . . O6 O 0.4713(8) 0.5359(5) 0.1131(4) 0.0470(19) Uani 1 1 d . . . N3 N 0.4054(10) 0.4668(7) 0.0823(5) 0.046(2) Uani 1 1 d . . . O7 O 0.4986(11) 0.4031(7) 0.0609(4) 0.070(3) Uani 1 1 d . . . O5 O 0.2674(9) 0.4606(9) 0.0776(5) 0.091(3) 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 Tm 0.02807(19) 0.02740(18) 0.0349(2) -0.0022(2) -0.00386(18) -0.0002(3) Cu 0.0341(6) 0.0263(5) 0.0476(7) -0.0039(6) -0.0115(6) -0.0009(5) O10 0.051(4) 0.041(4) 0.050(4) -0.004(4) -0.007(3) -0.003(4) N4 0.054(5) 0.025(4) 0.053(5) 0.011(5) 0.003(4) -0.005(5) O8 0.102(7) 0.062(5) 0.049(4) -0.002(5) 0.027(5) -0.020(6) O9 0.044(4) 0.071(6) 0.056(5) 0.001(4) 0.000(4) -0.002(4) O13 0.038(4) 0.040(4) 0.051(5) 0.006(4) 0.005(4) 0.005(3) O12 0.045(5) 0.049(4) 0.054(5) -0.012(4) 0.002(4) 0.000(4) N5 0.033(5) 0.061(6) 0.050(6) 0.011(6) 0.004(5) 0.016(5) O2 0.039(4) 0.020(3) 0.058(5) -0.001(3) -0.011(4) -0.003(3) O1 0.029(3) 0.030(3) 0.044(4) -0.006(3) -0.005(3) -0.004(3) N1 0.033(4) 0.038(5) 0.043(5) -0.005(4) -0.006(3) 0.004(4) C6 0.036(6) 0.038(5) 0.039(6) -0.001(5) -0.010(5) 0.001(5) C7 0.023(5) 0.039(5) 0.043(6) 0.010(5) -0.005(4) 0.010(5) N2 0.031(5) 0.038(5) 0.035(5) -0.008(4) -0.009(4) 0.002(4) O4 0.035(4) 0.028(3) 0.046(4) 0.000(3) -0.002(3) -0.004(3) C15 0.038(5) 0.034(5) 0.032(5) -0.003(4) 0.003(5) 0.007(5) C16 0.036(6) 0.030(5) 0.038(6) -0.009(4) 0.009(5) 0.007(5) C11 0.034(5) 0.031(5) 0.032(5) -0.010(4) 0.002(5) -0.005(4) C10 0.035(6) 0.032(5) 0.057(7) -0.012(5) 0.006(6) -0.009(5) O3 0.041(4) 0.030(4) 0.038(4) -0.006(3) -0.004(3) -0.001(3) C3 0.035(5) 0.022(5) 0.056(7) -0.006(5) 0.007(5) -0.003(4) C1 0.027(5) 0.022(4) 0.040(6) 0.004(4) 0.005(4) 0.004(4) O11 0.078(6) 0.105(7) 0.053(5) 0.021(6) 0.019(5) 0.042(6) C2 0.037(6) 0.025(4) 0.034(6) 0.005(4) 0.007(5) 0.002(4) C17 0.056(7) 0.040(5) 0.038(5) -0.011(4) -0.007(6) -0.011(6) C14 0.061(7) 0.030(5) 0.051(6) -0.001(4) -0.005(6) 0.001(6) C19 0.027(5) 0.054(6) 0.048(7) 0.005(5) -0.014(5) 0.002(5) C8 0.047(6) 0.050(6) 0.046(6) -0.013(5) -0.014(5) 0.005(6) C12 0.055(7) 0.034(6) 0.049(7) -0.010(5) 0.010(6) -0.004(5) C20 0.042(6) 0.045(7) 0.077(9) 0.016(6) 0.000(6) 0.007(6) C13 0.077(8) 0.028(6) 0.065(8) 0.003(6) 0.006(7) -0.007(6) C4 0.040(6) 0.032(5) 0.069(8) 0.003(5) -0.001(6) 0.002(5) C9 0.036(6) 0.046(6) 0.055(7) -0.010(5) -0.001(5) -0.002(5) C5 0.032(6) 0.039(5) 0.051(7) 0.006(5) -0.007(5) 0.001(5) C18 0.059(7) 0.033(6) 0.084(9) 0.008(6) -0.018(7) -0.014(6) O6 0.032(4) 0.048(4) 0.061(5) 0.007(4) -0.005(4) 0.003(3) N3 0.032(5) 0.060(6) 0.046(5) 0.002(4) -0.003(4) -0.017(4) O7 0.065(6) 0.068(6) 0.076(6) -0.016(5) 0.009(5) -0.010(5) O5 0.033(4) 0.151(10) 0.089(6) 0.010(7) -0.009(4) -0.021(6)