Supplementary Material (ESI) for Dalton Transactions This journal is (C) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'C. N. R. Rao' _publ_contact_author_address ; Chemistry and Physics of Materials Unit Jawaharlal Nehru Centre for Advanced Scientific Research Jakkur P.O. Bangalore 560 064 INDIA ; _publ_contact_author_email CNRRAO@JNCASR.AC.IN _publ_section_title ; Maleate-fumarate conversion and other novel aspects of the reaction of a Co(II) maleate with pyridine and bipyridine ; loop_ _publ_author_name 'C. N. R. Rao' 'James C. Joseph' 'M. Padmanabhan' 'A. Thirumurugan' data_compound3 _database_code_depnum_ccdc_archive 'CCDC 611831' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H10 Co O8' _chemical_formula_weight 245.05 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.5251(2) _cell_length_b 14.4513(2) _cell_length_c 7.7358(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.590(2) _cell_angle_gamma 90.00 _cell_volume 829.49(3) _cell_formula_units_Z 4 _cell_measurement_temperature 571(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour pink _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.962 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 2.084 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.677005 _exptl_absorpt_correction_T_max 0.747000 _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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3369 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI 0.0314 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 23.20 _reflns_number_total 1179 _reflns_number_gt 1087 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'siemans XSCANS' _computing_cell_refinement 'siemans XSCANS' _computing_data_reduction 'siemans SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'siemans 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^)+(0.0434P)^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 1179 _refine_ls_number_parameters 158 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0262 _refine_ls_R_factor_gt 0.0246 _refine_ls_wR_factor_ref 0.0649 _refine_ls_wR_factor_gt 0.0643 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 C1 C 0.0610(3) 0.37935(15) -0.0504(3) 0.0190(5) Uani 1 1 d . . . C2 C -0.0329(3) 0.40346(16) -0.2314(3) 0.0198(5) Uani 1 1 d D . . C3 C -0.1762(3) 0.36026(15) -0.3158(3) 0.0218(6) Uani 1 1 d D . . C4 C 0.7310(3) 0.39051(16) 0.5072(3) 0.0179(5) Uani 1 1 d . . . O1 O 0.4764(2) 0.50135(12) 0.2159(2) 0.0283(4) Uani 1 1 d D . . O2 O 0.3588(2) 0.21761(11) 0.1895(2) 0.0252(4) Uani 1 1 d D . . O3 O 0.6090(2) 0.34291(11) 0.0320(2) 0.0209(4) Uani 1 1 d D . . O4 O 0.2192(2) 0.37298(11) 0.3640(2) 0.0220(4) Uani 1 1 d D . . O5 O 0.2333(2) 0.37601(11) -0.0325(2) 0.0230(4) Uani 1 1 d . . . O6 O -0.0271(2) 0.36627(12) 0.0698(2) 0.0305(5) Uani 1 1 d . . . O7 O 0.6145(2) 0.33484(11) 0.4237(2) 0.0223(4) Uani 1 1 d . . . O8 O 0.7679(2) 0.46799(11) 0.4496(2) 0.0274(4) Uani 1 1 d . . . Co1 Co 0.41930(4) 0.360206(18) 0.20001(4) 0.01574(17) Uani 1 1 d . . . H1A H 0.5823(19) 0.506(2) 0.271(3) 0.040(9) Uiso 1 1 d D . . H1B H 0.457(5) 0.5409(18) 0.136(3) 0.055(10) Uiso 1 1 d D . . H2A H 0.309(4) 0.1924(19) 0.097(2) 0.048(9) Uiso 1 1 d D . . H2B H 0.315(4) 0.1897(17) 0.267(3) 0.038(8) Uiso 1 1 d D . . H3A H 0.7201(16) 0.3537(16) 0.061(4) 0.025(8) Uiso 1 1 d D . . H3B H 0.609(4) 0.2877(10) -0.002(4) 0.052(10) Uiso 1 1 d D . . H4A H 0.123(3) 0.3640(17) 0.294(3) 0.034(9) Uiso 1 1 d D . . H4B H 0.222(4) 0.4250(11) 0.413(3) 0.037(8) Uiso 1 1 d D . . H21 H 0.025(3) 0.4487(13) -0.288(3) 0.026(7) Uiso 1 1 d D . . H31 H -0.230(3) 0.3077(11) -0.271(3) 0.026(6) Uiso 1 1 d 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 C1 0.0160(13) 0.0207(11) 0.0183(13) -0.0029(9) -0.0032(10) -0.0005(10) C2 0.0144(12) 0.0261(13) 0.0178(12) 0.0026(10) -0.0007(10) 0.0004(10) C3 0.0206(14) 0.0258(14) 0.0176(13) 0.0024(9) -0.0004(11) -0.0024(10) C4 0.0142(12) 0.0245(12) 0.0138(11) -0.0020(10) -0.0009(9) 0.0002(10) O1 0.0256(11) 0.0232(9) 0.0319(10) 0.0051(8) -0.0068(8) -0.0012(8) O2 0.0339(10) 0.0241(9) 0.0170(9) -0.0020(7) 0.0025(8) -0.0076(8) O3 0.0126(9) 0.0266(9) 0.0227(9) -0.0043(7) 0.0002(7) -0.0001(7) O4 0.0200(10) 0.0261(10) 0.0181(10) -0.0029(7) -0.0018(8) 0.0000(7) O5 0.0134(9) 0.0381(10) 0.0157(8) 0.0021(7) -0.0027(7) 0.0009(7) O6 0.0156(9) 0.0566(13) 0.0184(10) 0.0029(7) 0.0002(8) -0.0044(8) O7 0.0240(9) 0.0216(8) 0.0176(9) 0.0017(7) -0.0071(7) -0.0038(7) O8 0.0287(10) 0.0280(10) 0.0215(9) 0.0053(7) -0.0075(7) -0.0094(8) Co1 0.0137(2) 0.0194(2) 0.0126(2) 0.00083(11) -0.00231(15) -0.00113(11) _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 C1 O6 1.243(3) . ? C1 O5 1.282(3) . ? C1 C2 1.500(3) . ? C2 C3 1.321(3) . ? C3 C4 1.495(3) 1_454 ? C4 O8 1.253(3) . ? C4 O7 1.283(3) . ? C4 C3 1.495(3) 1_656 ? O1 Co1 2.0839(18) . ? O2 Co1 2.1090(16) . ? O3 Co1 2.0999(17) . ? O4 Co1 2.1326(18) . ? O5 Co1 2.0995(16) . ? O7 Co1 2.1072(15) . ? 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 O6 C1 O5 124.7(2) . . ? O6 C1 C2 120.4(2) . . ? O5 C1 C2 114.8(2) . . ? C3 C2 C1 124.8(2) . . ? C2 C3 C4 122.2(2) . 1_454 ? O8 C4 O7 123.7(2) . . ? O8 C4 C3 119.3(2) . 1_656 ? O7 C4 C3 117.0(2) . 1_656 ? C1 O5 Co1 127.94(15) . . ? C4 O7 Co1 128.98(15) . . ? O1 Co1 O5 92.60(6) . . ? O1 Co1 O3 89.90(7) . . ? O5 Co1 O3 84.71(7) . . ? O1 Co1 O7 90.76(6) . . ? O5 Co1 O7 175.28(6) . . ? O3 Co1 O7 92.00(6) . . ? O1 Co1 O2 178.62(7) . . ? O5 Co1 O2 87.96(6) . . ? O3 Co1 O2 91.40(7) . . ? O7 Co1 O2 88.75(6) . . ? O1 Co1 O4 92.25(7) . . ? O5 Co1 O4 93.68(7) . . ? O3 Co1 O4 177.37(6) . . ? O7 Co1 O4 89.49(7) . . ? O2 Co1 O4 86.46(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.20 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.292 _refine_diff_density_min -0.573 _refine_diff_density_rms 0.091 #=================================END data_compound4 _database_code_depnum_ccdc_archive 'CCDC 611832' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H9 N O4' _chemical_formula_weight 195.17 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' _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 7.7396(4) _cell_length_b 7.7859(4) _cell_length_c 14.9927(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 903.46(8) _cell_formula_units_Z 4 _cell_measurement_temperature 571(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 408 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.968000 _exptl_absorpt_correction_T_max 0.980000 _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 'Siemens SMART-CCD' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3773 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0226 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 23.27 _reflns_number_total 1302 _reflns_number_gt 1245 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'siemans XSCANS' _computing_cell_refinement 'siemans XSCANS' _computing_data_reduction 'siemans SHELXTL' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'siemans 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^)+(0.0548P)^2^+0.0041P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1302 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0743 _refine_ls_wR_factor_gt 0.0733 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 C1 C 0.4194(2) 0.67589(19) 0.59209(10) 0.0374(4) Uani 1 1 d . . . C2 C 0.4324(2) 0.49274(19) 0.56013(10) 0.0365(4) Uani 1 1 d . . . H2A H 0.5450 0.4749 0.5332 0.044 Uiso 1 1 calc R . . H2B H 0.3456 0.4729 0.5146 0.044 Uiso 1 1 calc R . . C3 C 0.40750(19) 0.36347(19) 0.63550(10) 0.0329(4) Uani 1 1 d . . . H3 H 0.4918 0.3901 0.6823 0.040 Uiso 1 1 calc R . . C4 C 0.4449(2) 0.18022(19) 0.60157(9) 0.0360(4) Uani 1 1 d . . . C11 C 0.0908(2) 0.3689(2) 0.62300(11) 0.0480(5) Uani 1 1 d . . . H11 H 0.1037 0.3549 0.5618 0.058 Uiso 1 1 calc R . . C12 C -0.0701(2) 0.3782(3) 0.65862(14) 0.0613(5) Uani 1 1 d . . . H12 H -0.1667 0.3707 0.6219 0.074 Uiso 1 1 calc R . . C13 C -0.0901(2) 0.3986(3) 0.74878(14) 0.0629(5) Uani 1 1 d . . . H13 H -0.1996 0.4045 0.7741 0.075 Uiso 1 1 calc R . . C14 C 0.0545(3) 0.4100(3) 0.80077(12) 0.0637(6) Uani 1 1 d . . . H14 H 0.0435 0.4240 0.8621 0.076 Uiso 1 1 calc R . . C15 C 0.2153(2) 0.4010(2) 0.76318(11) 0.0470(4) Uani 1 1 d . . . H15 H 0.3132 0.4097 0.7989 0.056 Uiso 1 1 calc R . . N1 N 0.23154(15) 0.37967(16) 0.67489(8) 0.0325(3) Uani 1 1 d . . . O1 O 0.44441(18) 0.71578(16) 0.66913(8) 0.0556(4) Uani 1 1 d . . . O2 O 0.37734(18) 0.78326(15) 0.52934(8) 0.0590(4) Uani 1 1 d . . . H2 H 0.3719 0.8806 0.5500 0.088 Uiso 1 1 calc R . . O3 O 0.59925(16) 0.14804(15) 0.58857(8) 0.0487(3) Uani 1 1 d . . . O4 O 0.31751(18) 0.08468(15) 0.58623(9) 0.0558(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 C1 0.0389(8) 0.0319(8) 0.0414(9) -0.0015(7) 0.0049(7) -0.0042(7) C2 0.0422(9) 0.0299(8) 0.0374(8) -0.0006(6) 0.0051(7) 0.0003(7) C3 0.0308(8) 0.0328(9) 0.0352(8) -0.0004(6) 0.0008(6) 0.0008(6) C4 0.0459(10) 0.0295(8) 0.0327(8) 0.0042(6) 0.0029(7) 0.0049(8) C11 0.0399(10) 0.0637(12) 0.0405(9) -0.0104(8) -0.0043(7) 0.0001(9) C12 0.0372(10) 0.0828(14) 0.0640(12) -0.0105(10) -0.0013(9) -0.0053(10) C13 0.0462(10) 0.0730(13) 0.0695(13) -0.0103(11) 0.0206(11) -0.0066(10) C14 0.0665(14) 0.0861(15) 0.0385(10) -0.0090(10) 0.0156(9) 0.0012(12) C15 0.0525(10) 0.0575(11) 0.0311(9) -0.0042(8) 0.0013(8) 0.0013(9) N1 0.0361(7) 0.0286(6) 0.0328(6) -0.0013(5) 0.0011(5) -0.0015(5) O1 0.0791(9) 0.0412(7) 0.0465(7) -0.0080(5) -0.0028(6) -0.0063(7) O2 0.0947(10) 0.0289(6) 0.0534(7) 0.0000(5) -0.0062(7) 0.0040(6) O3 0.0439(7) 0.0474(7) 0.0547(7) -0.0052(6) 0.0048(5) 0.0112(6) O4 0.0557(8) 0.0290(6) 0.0825(9) -0.0071(6) 0.0073(7) -0.0019(6) _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 C1 O1 1.2117(19) . ? C1 O2 1.2999(19) . ? C1 C2 1.508(2) . ? C2 C3 1.525(2) . ? C3 N1 1.4897(19) . ? C3 C4 1.542(2) . ? C4 O3 1.236(2) . ? C4 O4 1.257(2) . ? C11 N1 1.341(2) . ? C11 C12 1.357(3) . ? C12 C13 1.370(3) . ? C13 C14 1.366(3) . ? C14 C15 1.368(3) . ? C15 N1 1.340(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 O1 C1 O2 124.41(15) . . ? O1 C1 C2 122.32(14) . . ? O2 C1 C2 113.27(13) . . ? C1 C2 C3 112.34(12) . . ? N1 C3 C2 110.70(12) . . ? N1 C3 C4 112.38(12) . . ? C2 C3 C4 110.02(12) . . ? O3 C4 O4 127.56(15) . . ? O3 C4 C3 114.91(14) . . ? O4 C4 C3 117.42(14) . . ? N1 C11 C12 120.91(16) . . ? C11 C12 C13 119.86(19) . . ? C14 C13 C12 118.57(18) . . ? C13 C14 C15 120.43(17) . . ? N1 C15 C14 119.92(17) . . ? C15 N1 C11 120.30(14) . . ? C15 N1 C3 119.21(14) . . ? C11 N1 C3 120.47(13) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.27 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.098 _refine_diff_density_min -0.165 _refine_diff_density_rms 0.035 #=================================END