# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2003 data_011115d _database_code_CSD 194670 _journal_coden_Cambridge 440 loop_ _publ_author_name 'Licun Li' 'Zong-Hui Jiang' 'Dai-Zheng Liao' 'Zhiliang Liu' 'Scott S. Turner' 'Shi-Ping Yan' _publ_contact_author_name 'Dr Licun Li' _publ_contact_author_address ; Department of Chemistry Nankai Unicersity Tianjin 300071 CHINA ; _publ_contact_author_email 'LLICUN@EYOU.COM' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; The first one dimensionaml copper(II)-radical system with alternating double end-on and end-to-end azido bridges ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H20 Cu N9 O3' _chemical_formula_weight 413.92 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.358(8) _cell_length_b 7.680(5) _cell_length_c 23.191(17) _cell_angle_alpha 90.00 _cell_angle_beta 102.903(10) _cell_angle_gamma 90.00 _cell_volume 1798(2) _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 ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.249 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7882 _exptl_absorpt_correction_T_max 0.8853 _exptl_absorpt_process_details SADABS _exptl_special_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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7150 _diffrn_reflns_av_R_equivalents 0.1026 _diffrn_reflns_av_sigmaI/netI 0.1461 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3166 _reflns_number_gt 1497 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 'calc w=1/[\s^2^(Fo^2^)+(0.0340P)^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_number_reflns 3166 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1377 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1076 _refine_ls_wR_factor_gt 0.0836 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.974 _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 Cu1 Cu 0.95619(8) 0.85204(9) 0.53720(3) 0.0370(3) Uani 1 1 d . . . N1 N 1.0188(5) 0.7682(7) 0.6201(2) 0.0375(13) Uani 1 1 d . . . N2 N 1.0146(6) 1.0813(8) 0.7764(2) 0.0621(18) Uani 1 1 d . . . N3 N 0.9542(5) 0.8501(8) 0.8157(2) 0.0515(15) Uani 1 1 d . . . N4 N 0.8258(5) 0.6659(7) 0.5156(2) 0.0491(15) Uani 1 1 d . . . N5 N 0.8463(5) 0.5150(8) 0.5117(2) 0.0403(14) Uani 1 1 d . . . N6 N 0.8602(6) 0.3646(8) 0.5064(3) 0.0691(18) Uani 1 1 d . . . N7 N 1.0834(5) 1.0488(6) 0.5449(2) 0.0423(14) Uani 1 1 d . . . N8 N 1.1556(6) 1.1142(7) 0.5871(3) 0.0426(14) Uani 1 1 d . . . N9 N 1.2225(6) 1.1782(9) 0.6274(3) 0.084(2) Uani 1 1 d . . . O1 O 1.0609(7) 1.1805(7) 0.7414(2) 0.115(2) Uani 1 1 d . . . O2 O 0.9265(5) 0.6918(7) 0.8232(2) 0.0815(17) Uani 1 1 d . . . O3 O 0.8013(4) 1.0504(5) 0.56125(19) 0.0548(13) Uani 1 1 d . . . H3B H 0.8288 1.1443 0.5863 0.066 Uiso 1 1 calc R . . C1 C 1.0714(6) 0.6092(8) 0.6319(3) 0.0419(17) Uani 1 1 d . . . H1A H 1.0852 0.5420 0.6005 0.050 Uiso 1 1 calc R . . C2 C 1.1059(6) 0.5406(8) 0.6876(3) 0.0482(18) Uani 1 1 d . . . H2A H 1.1422 0.4295 0.6937 0.058 Uiso 1 1 calc R . . C3 C 1.0862(6) 0.6382(9) 0.7344(3) 0.0474(17) Uani 1 1 d . . . H3A H 1.1088 0.5944 0.7727 0.057 Uiso 1 1 calc R . . C4 C 1.0324(6) 0.8022(8) 0.7237(3) 0.0388(17) Uani 1 1 d . . . C5 C 1.0002(6) 0.8628(8) 0.6658(2) 0.0383(15) Uani 1 1 d . . . H5A H 0.9642 0.9737 0.6586 0.046 Uiso 1 1 calc R . . C6 C 1.0003(6) 0.9108(9) 0.7716(3) 0.0418(17) Uani 1 1 d . . . C7 C 0.9659(7) 1.1554(9) 0.8273(3) 0.0517(18) Uani 1 1 d . . . C8 C 0.9303(7) 0.9876(9) 0.8570(3) 0.053(2) Uani 1 1 d . . . C9 C 0.7881(8) 0.9745(10) 0.8607(4) 0.104(3) Uani 1 1 d . . . H9A H 0.7322 0.9990 0.8226 0.156 Uiso 1 1 calc R . . H9B H 0.7707 1.0571 0.8891 0.156 Uiso 1 1 calc R . . H9C H 0.7704 0.8590 0.8727 0.156 Uiso 1 1 calc R . . C10 C 1.0229(10) 0.9497(10) 0.9168(3) 0.122(4) Uani 1 1 d . . . H10A H 0.9958 0.8440 0.9328 0.183 Uiso 1 1 calc R . . H10B H 1.0192 1.0442 0.9435 0.183 Uiso 1 1 calc R . . H10C H 1.1119 0.9370 0.9118 0.183 Uiso 1 1 calc R . . C11 C 1.0775(7) 1.2622(10) 0.8625(3) 0.084(3) Uani 1 1 d . . . H11A H 1.1512 1.1877 0.8785 0.126 Uiso 1 1 calc R . . H11B H 1.0486 1.3194 0.8942 0.126 Uiso 1 1 calc R . . H11C H 1.1040 1.3479 0.8373 0.126 Uiso 1 1 calc R . . C12 C 0.8480(8) 1.2704(11) 0.8000(4) 0.101(3) Uani 1 1 d . . . H12A H 0.8786 1.3714 0.7826 0.151 Uiso 1 1 calc R . . H12B H 0.8034 1.3059 0.8302 0.151 Uiso 1 1 calc R . . H12C H 0.7878 1.2062 0.7700 0.151 Uiso 1 1 calc R . . C13 C 0.6653(8) 1.0213(10) 0.5362(4) 0.088(3) Uani 1 1 d . . . H13A H 0.6134 1.1100 0.5495 0.132 Uiso 1 1 calc R . . H13B H 0.6399 0.9092 0.5483 0.132 Uiso 1 1 calc R . . H13C H 0.6504 1.0250 0.4938 0.132 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 0.0503(5) 0.0313(4) 0.0286(4) 0.0015(4) 0.0069(3) -0.0083(5) N1 0.046(4) 0.035(3) 0.034(3) -0.002(2) 0.013(3) -0.005(3) N2 0.111(5) 0.046(4) 0.036(4) -0.002(3) 0.030(4) -0.011(4) N3 0.072(4) 0.045(4) 0.042(4) 0.002(3) 0.022(3) -0.003(4) N4 0.056(4) 0.027(4) 0.060(4) 0.006(3) 0.005(3) -0.006(3) N5 0.041(4) 0.044(4) 0.034(3) 0.004(3) 0.005(3) -0.010(3) N6 0.085(5) 0.033(4) 0.091(5) -0.007(4) 0.025(4) -0.011(4) N7 0.055(4) 0.044(3) 0.026(3) -0.003(3) 0.003(3) -0.013(3) N8 0.054(4) 0.038(4) 0.037(4) 0.006(3) 0.013(3) -0.005(3) N9 0.092(5) 0.100(6) 0.053(5) -0.007(4) 0.001(4) -0.033(4) O1 0.222(7) 0.059(4) 0.089(5) 0.000(3) 0.087(5) -0.030(4) O2 0.118(5) 0.056(4) 0.088(4) 0.003(3) 0.060(4) -0.008(3) O3 0.054(3) 0.053(3) 0.056(3) -0.010(2) 0.010(3) 0.001(3) C1 0.047(4) 0.039(5) 0.043(4) -0.002(3) 0.015(3) -0.002(3) C2 0.064(5) 0.039(4) 0.041(5) 0.005(3) 0.010(4) 0.006(4) C3 0.053(4) 0.051(5) 0.034(4) 0.010(4) 0.001(3) 0.003(4) C4 0.041(4) 0.044(5) 0.033(4) 0.003(3) 0.012(3) -0.004(3) C5 0.051(4) 0.036(4) 0.026(4) 0.006(3) 0.005(3) -0.002(3) C6 0.055(5) 0.041(5) 0.028(4) 0.004(3) 0.007(4) 0.000(3) C7 0.061(5) 0.051(5) 0.043(4) -0.010(4) 0.011(4) -0.003(5) C8 0.067(6) 0.055(5) 0.043(5) 0.000(4) 0.024(4) 0.004(4) C9 0.114(8) 0.080(7) 0.152(9) -0.015(6) 0.100(7) -0.011(6) C10 0.224(12) 0.081(7) 0.044(6) 0.013(4) -0.008(7) -0.017(7) C11 0.101(7) 0.091(6) 0.061(6) -0.016(4) 0.022(5) -0.031(6) C12 0.082(7) 0.089(7) 0.124(8) 0.040(6) 0.007(6) 0.025(6) C13 0.068(7) 0.077(7) 0.123(8) 0.001(5) 0.031(6) 0.005(5) _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 N4 1.954(5) . ? Cu1 N7 1.986(5) . ? Cu1 N1 1.994(5) . ? Cu1 N7 2.007(5) 3_776 ? Cu1 O3 2.368(4) . ? N1 C5 1.333(7) . ? N1 C1 1.340(7) . ? N2 O1 1.282(6) . ? N2 C6 1.320(7) . ? N2 C7 1.494(7) . ? N3 O2 1.270(6) . ? N3 C6 1.309(7) . ? N3 C8 1.482(8) . ? N4 N5 1.185(6) . ? N5 N6 1.174(7) . ? N7 N8 1.201(6) . ? N7 Cu1 2.007(5) 3_776 ? N8 N9 1.142(7) . ? O3 C13 1.416(7) . ? O3 H3B 0.9300 . ? C1 C2 1.367(8) . ? C1 H1A 0.9300 . ? C2 C3 1.371(8) . ? C2 H2A 0.9300 . ? C3 C4 1.377(8) . ? C3 H3A 0.9300 . ? C4 C5 1.391(7) . ? C4 C6 1.484(8) . ? C5 H5A 0.9300 . ? C7 C11 1.502(8) . ? C7 C12 1.525(9) . ? C7 C8 1.544(9) . ? C8 C9 1.498(9) . ? C8 C10 1.528(9) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 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 N4 Cu1 N7 170.5(2) . . ? N4 Cu1 N1 93.9(2) . . ? N7 Cu1 N1 95.3(2) . . ? N4 Cu1 N7 92.9(2) . 3_776 ? N7 Cu1 N7 77.7(2) . 3_776 ? N1 Cu1 N7 172.5(2) . 3_776 ? N4 Cu1 O3 93.7(2) . . ? N7 Cu1 O3 87.70(19) . . ? N1 Cu1 O3 94.15(18) . . ? N7 Cu1 O3 88.51(18) 3_776 . ? C5 N1 C1 117.3(5) . . ? C5 N1 Cu1 121.1(4) . . ? C1 N1 Cu1 121.4(4) . . ? O1 N2 C6 125.8(6) . . ? O1 N2 C7 120.9(6) . . ? C6 N2 C7 113.3(6) . . ? O2 N3 C6 125.5(6) . . ? O2 N3 C8 121.2(5) . . ? C6 N3 C8 113.2(6) . . ? N5 N4 Cu1 127.6(4) . . ? N6 N5 N4 176.7(6) . . ? N8 N7 Cu1 132.2(4) . . ? N8 N7 Cu1 124.9(4) . 3_776 ? Cu1 N7 Cu1 102.3(2) . 3_776 ? N9 N8 N7 178.8(7) . . ? C13 O3 Cu1 117.8(4) . . ? C13 O3 H3B 121.1 . . ? Cu1 O3 H3B 121.1 . . ? N1 C1 C2 123.6(6) . . ? N1 C1 H1A 118.2 . . ? C2 C1 H1A 118.2 . . ? C1 C2 C3 118.9(6) . . ? C1 C2 H2A 120.6 . . ? C3 C2 H2A 120.6 . . ? C2 C3 C4 118.9(6) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C4 C5 118.7(6) . . ? C3 C4 C6 121.9(6) . . ? C5 C4 C6 119.3(6) . . ? N1 C5 C4 122.6(6) . . ? N1 C5 H5A 118.7 . . ? C4 C5 H5A 118.7 . . ? N3 C6 N2 109.8(6) . . ? N3 C6 C4 124.5(6) . . ? N2 C6 C4 125.6(6) . . ? N2 C7 C11 106.5(6) . . ? N2 C7 C12 105.9(6) . . ? C11 C7 C12 110.9(7) . . ? N2 C7 C8 101.0(5) . . ? C11 C7 C8 116.4(6) . . ? C12 C7 C8 114.8(6) . . ? N3 C8 C9 107.3(6) . . ? N3 C8 C10 106.8(6) . . ? C9 C8 C10 111.1(7) . . ? N3 C8 C7 102.5(6) . . ? C9 C8 C7 114.7(6) . . ? C10 C8 C7 113.6(6) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 N4 Cu1 N1 C5 -114.4(5) . . . . ? N7 Cu1 N1 C5 67.7(5) . . . . ? N7 Cu1 N1 C5 90.1(17) 3_776 . . . ? O3 Cu1 N1 C5 -20.4(5) . . . . ? N4 Cu1 N1 C1 60.2(5) . . . . ? N7 Cu1 N1 C1 -117.7(5) . . . . ? N7 Cu1 N1 C1 -95.3(16) 3_776 . . . ? O3 Cu1 N1 C1 154.2(4) . . . . ? N7 Cu1 N4 N5 100.1(13) . . . . ? N1 Cu1 N4 N5 -67.0(5) . . . . ? N7 Cu1 N4 N5 109.9(5) 3_776 . . . ? O3 Cu1 N4 N5 -161.4(5) . . . . ? Cu1 N4 N5 N6 -167(10) . . . . ? N4 Cu1 N7 N8 -179.0(11) . . . . ? N1 Cu1 N7 N8 -11.9(6) . . . . ? N7 Cu1 N7 N8 171.0(7) 3_776 . . . ? O3 Cu1 N7 N8 82.0(6) . . . . ? N4 Cu1 N7 Cu1 10.0(14) . . . 3_776 ? N1 Cu1 N7 Cu1 177.1(2) . . . 3_776 ? N7 Cu1 N7 Cu1 0.0 3_776 . . 3_776 ? O3 Cu1 N7 Cu1 -89.0(2) . . . 3_776 ? Cu1 N7 N8 N9 -86(35) . . . . ? Cu1 N7 N8 N9 84(35) 3_776 . . . ? N4 Cu1 O3 C13 -22.1(5) . . . . ? N7 Cu1 O3 C13 148.6(5) . . . . ? N1 Cu1 O3 C13 -116.3(5) . . . . ? N7 Cu1 O3 C13 70.8(5) 3_776 . . . ? C5 N1 C1 C2 0.2(9) . . . . ? Cu1 N1 C1 C2 -174.6(5) . . . . ? N1 C1 C2 C3 0.0(10) . . . . ? C1 C2 C3 C4 -0.1(10) . . . . ? C2 C3 C4 C5 0.0(9) . . . . ? C2 C3 C4 C6 176.0(6) . . . . ? C1 N1 C5 C4 -0.3(9) . . . . ? Cu1 N1 C5 C4 174.5(4) . . . . ? C3 C4 C5 N1 0.3(9) . . . . ? C6 C4 C5 N1 -175.9(5) . . . . ? O2 N3 C6 N2 178.2(6) . . . . ? C8 N3 C6 N2 0.8(8) . . . . ? O2 N3 C6 C4 -2.3(10) . . . . ? C8 N3 C6 C4 -179.8(6) . . . . ? O1 N2 C6 N3 178.0(7) . . . . ? C7 N2 C6 N3 -4.1(8) . . . . ? O1 N2 C6 C4 -1.5(12) . . . . ? C7 N2 C6 C4 176.4(6) . . . . ? C3 C4 C6 N3 -36.4(10) . . . . ? C5 C4 C6 N3 139.7(6) . . . . ? C3 C4 C6 N2 143.0(7) . . . . ? C5 C4 C6 N2 -40.9(9) . . . . ? O1 N2 C7 C11 -54.6(9) . . . . ? C6 N2 C7 C11 127.4(7) . . . . ? O1 N2 C7 C12 63.5(8) . . . . ? C6 N2 C7 C12 -114.5(7) . . . . ? O1 N2 C7 C8 -176.6(7) . . . . ? C6 N2 C7 C8 5.4(7) . . . . ? O2 N3 C8 C9 -53.9(8) . . . . ? C6 N3 C8 C9 123.7(6) . . . . ? O2 N3 C8 C10 65.4(8) . . . . ? C6 N3 C8 C10 -117.1(7) . . . . ? O2 N3 C8 C7 -175.0(6) . . . . ? C6 N3 C8 C7 2.6(7) . . . . ? N2 C7 C8 N3 -4.4(6) . . . . ? C11 C7 C8 N3 -119.1(6) . . . . ? C12 C7 C8 N3 109.0(7) . . . . ? N2 C7 C8 C9 -120.2(7) . . . . ? C11 C7 C8 C9 125.0(7) . . . . ? C12 C7 C8 C9 -6.9(9) . . . . ? N2 C7 C8 C10 110.4(7) . . . . ? C11 C7 C8 C10 -4.3(9) . . . . ? C12 C7 C8 C10 -136.2(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.375 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.082