# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1776 data_global #============================================================================== #Manuscript Number:B004980H _publ_contact_author_name 'Prof. Xiao-Zeng You' _publ_contact_author_address ; Prof. Xiao-Zeng You Coordination Chemistry Institue Nanjing University, Nanjing 210093, P. R. China ; _publ_contact_author_email 'xyz@netra.nju.edu.cn' _publ_contact_author_fax '86-25-3317761' _publ_contact_author_phone '86-25-3594724' _publ_requested_journal 'Chem. Commun.' _publ_section_title ; Opto-Electronic Multifunctional Chiral Diamondoid-Network Coordination Polymer: Bis{4-[2-(4-pyridyl)ethenyl]benzoato}zinc with Highly Thermal Stability ; _publ_section_references ; Allen, F.H., Kennard, O., Watson, D.G., Brammer, L., Orpen, A.G. & Taylor, R. (1987). Chem. Soc. Perkin Trans. II, S1-S19. Nardelli, M. (1995). J. Appl. Cryst. 28, 659. Orpen, A.G., Brammer, L., Allen, F.H., Kennard, O., Watson, D.G. & Taylor, R. (1989). J. Chem. Soc. Dalton Trans., S1-S83. Siemens (1996). SMART and SAINT. Area Detector Control and Integration Software. Siemens Analytical X-Ray Systems, Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1996). SADABS. Program for Empirical Absorption Correction of Area Detector Data, University of G\"ottingen, Germany. Sheldrick, G.M. (1997). SHELXTL V5.1 Software Reference Manual, Bruker AXS, Inc., Madison, Wisconsin, USA. Spek, A.L. (1990). Acta Cryst. A46, C-34. ; _publ_section_exptl_refinement ; The data collection covered over a hemisphere of reciprocal space by a combination of three sets of exposures; each set had a different \f angle (0, 88 and 180\%) for the crystal and each exposure of 10s covered 0.3\% in \w. The crystal-to-detector distance was 4 cm and the detector swing angle was -35\%. Coverage of the unique set is over 99% complete. Crystal decay was monitored by repeating fifty initial frames at the end of data collection and analysing the duplicate reflections, and was found to be negligible. ; #========================================================================= data_B004980H _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C28 H20 N2 O4 Zn' _chemical_formula_weight 513.83 _chemical_melting_point ? _chemical_compound_source synthesis 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' 'Zn' 'Zn' 0.2839 1.4301 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 21.4550(2) _cell_length_b 8.8584(2) _cell_length_c 13.2661(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.8150(10) _cell_angle_gamma 90.00 _cell_volume 2515.73(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6831 _cell_measurement_theta_min 1.37 _cell_measurement_theta_max 33.22 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method ? _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 1.012 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.405 _exptl_absorpt_correction_T_max 0.868 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 ; Siemens SMART CCD area detector diffractometer ; _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8437 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0587 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4927 _reflns_number_observed 4327 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART (Siemens, 1996)' _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_reduction 'SAINT (Siemens, 1996)' _computing_structure_solution 'SHELXTL (Sheldrick, 1996)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1996)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1996)' _computing_publication_material ; SHELXTL (Sheldrick, 1996) PARST (Nardelli, 1995) ; _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0703P)^2^+9.1449P] 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 model' _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 0.08(2) _refine_ls_number_reflns 4927 _refine_ls_number_parameters 317 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0638 _refine_ls_R_factor_obs 0.0565 _refine_ls_wR_factor_all 0.1684 _refine_ls_wR_factor_obs 0.1638 _refine_ls_goodness_of_fit_all 1.100 _refine_ls_goodness_of_fit_obs 1.146 _refine_ls_restrained_S_all 1.100 _refine_ls_restrained_S_obs 1.146 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 1.5000 1.50718(10) 0.0000 0.0347(3) Uani 1 d S . Zn2 Zn 2.0000 2.58007(10) 0.5000 0.0352(3) Uani 1 d S . O1 O 1.9474(2) 0.6405(7) -0.3794(4) 0.0660(15) Uani 1 d . . O2 O 1.9195(3) 0.7507(8) -0.5196(4) 0.079(2) Uani 1 d . . O3 O 1.5529(2) 1.6169(7) 0.1007(4) 0.060(2) Uani 1 d . . O4 O 1.6054(3) 1.6474(10) -0.0347(4) 0.095(2) Uani 1 d . . N1 N 1.5440(2) 1.3498(7) -0.0870(4) 0.0448(12) Uani 1 d . . N2 N 1.9473(2) 2.4196(7) 0.4170(4) 0.0440(13) Uani 1 d . . C1 C 1.9140(3) 0.7318(8) -0.4270(6) 0.051(2) Uani 1 d . . C2 C 1.8637(3) 0.8144(8) -0.3762(5) 0.0469(15) Uani 1 d . . C3 C 1.8195(4) 0.8978(10) -0.4299(7) 0.065(2) Uani 1 d . . H3A H 1.8205(4) 0.9046(10) -0.4997(7) 0.078 Uiso 1 calc R . C4 C 1.7727(4) 0.9735(10) -0.3809(7) 0.070(2) Uani 1 d . . H4A H 1.7424(4) 1.0282(10) -0.4186(7) 0.084 Uiso 1 calc R . C5 C 1.7713(3) 0.9672(9) -0.2777(7) 0.059(2) Uani 1 d . . C6 C 1.8169(4) 0.8855(11) -0.2240(7) 0.068(2) Uani 1 d . . H6A H 1.8167(4) 0.8818(11) -0.1540(7) 0.082 Uiso 1 calc R . C7 C 1.8631(3) 0.8086(10) -0.2711(5) 0.055(2) Uani 1 d . . H7A H 1.8933(3) 0.7539(10) -0.2332(5) 0.066 Uiso 1 calc R . C8 C 1.7236(4) 1.0424(10) -0.2203(8) 0.072(3) Uani 1 d . . H8A H 1.7284(4) 1.0345(10) -0.1503(8) 0.087 Uiso 1 calc R . C9 C 1.6765(4) 1.1168(11) -0.2563(8) 0.069(2) Uani 1 d . . H9A H 1.6710(4) 1.1252(11) -0.3262(8) 0.083 Uiso 1 calc R . C10 C 1.6296(3) 1.1916(9) -0.1951(6) 0.054(2) Uani 1 d . . C11 C 1.5866(3) 1.2880(10) -0.2423(6) 0.056(2) Uani 1 d . . H11A H 1.5856(3) 1.3015(10) -0.3119(6) 0.068 Uiso 1 calc R . C12 C 1.5452(3) 1.3638(9) -0.1864(5) 0.051(2) Uani 1 d . . H12A H 1.5165(3) 1.4283(9) -0.2198(5) 0.061 Uiso 1 calc R . C13 C 1.5830(4) 1.2531(11) -0.0410(6) 0.065(2) Uani 1 d . . H13A H 1.5806(4) 1.2376(11) 0.0279(6) 0.078 Uiso 1 calc R . C14 C 1.6274(4) 1.1735(11) -0.0905(7) 0.071(2) Uani 1 d . . H14A H 1.6551(4) 1.1092(11) -0.0550(7) 0.085 Uiso 1 calc R . C15 C 1.5983(3) 1.6714(9) 0.0552(6) 0.048(2) Uani 1 d . . C16 C 1.6433(3) 1.7746(9) 0.1134(5) 0.0458(15) Uani 1 d . . C17 C 1.6943(3) 1.8315(9) 0.0656(5) 0.053(2) Uani 1 d . . H17A H 1.6999(3) 1.8065(9) -0.0013(5) 0.064 Uiso 1 calc R . C18 C 1.7366(3) 1.9255(9) 0.1183(6) 0.054(2) Uani 1 d . . H18A H 1.7699(3) 1.9650(9) 0.0854(6) 0.065 Uiso 1 calc R . C19 C 1.7305(3) 1.9622(9) 0.2190(6) 0.053(2) Uani 1 d . . C20 C 1.6781(4) 1.9040(12) 0.2635(7) 0.072(3) Uani 1 d . . H20A H 1.6714(4) 1.9309(12) 0.3296(7) 0.086 Uiso 1 calc R . C21 C 1.6361(4) 1.8086(11) 0.2130(7) 0.067(2) Uani 1 d . . H21A H 1.6032(4) 1.7676(11) 0.2460(7) 0.080 Uiso 1 calc R . C22 C 1.7737(3) 2.0610(10) 0.2794(6) 0.060(2) Uani 1 d . . H22A H 1.7632(3) 2.0868(10) 0.3441(6) 0.072 Uiso 1 calc R . C23 C 1.8256(3) 2.1147(9) 0.2484(6) 0.056(2) Uani 1 d . . H23A H 1.8365(3) 2.0882(9) 0.1841(6) 0.067 Uiso 1 calc R . C24 C 1.8684(3) 2.2155(9) 0.3097(6) 0.047(2) Uani 1 d . . C25 C 1.9176(3) 2.2841(9) 0.2657(6) 0.057(2) Uani 1 d . . H25A H 1.9256(3) 2.2624(9) 0.1992(6) 0.068 Uiso 1 calc R . C26 C 1.9552(3) 2.3858(8) 0.3217(5) 0.049(2) Uani 1 d . . H26A H 1.9876(3) 2.4326(8) 0.2905(5) 0.059 Uiso 1 calc R . C27 C 1.9010(4) 2.3496(11) 0.4614(6) 0.061(2) Uani 1 d . . H27A H 1.8954(4) 2.3711(11) 0.5288(6) 0.073 Uiso 1 calc R . C28 C 1.8613(3) 2.2469(10) 0.4119(6) 0.061(2) Uani 1 d . . H28A H 1.8303(3) 2.1993(10) 0.4460(6) 0.074 Uiso 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 Zn1 0.0260(5) 0.0421(6) 0.0364(5) 0.000 0.0052(4) 0.000 Zn2 0.0280(5) 0.0421(6) 0.0361(5) 0.000 0.0074(4) 0.000 O1 0.052(3) 0.074(4) 0.074(4) -0.003(3) 0.016(2) 0.023(3) O2 0.089(4) 0.088(5) 0.063(3) 0.002(3) 0.035(3) 0.027(4) O3 0.051(3) 0.062(4) 0.068(3) -0.008(3) 0.005(2) -0.018(3) O4 0.097(4) 0.135(7) 0.053(3) -0.013(4) 0.008(3) -0.062(5) N1 0.036(3) 0.049(3) 0.051(3) -0.007(3) 0.014(2) 0.006(2) N2 0.034(3) 0.045(3) 0.053(3) -0.003(3) 0.005(2) -0.009(2) C1 0.040(3) 0.045(4) 0.072(5) -0.006(4) 0.023(3) 0.001(3) C2 0.041(3) 0.047(4) 0.054(4) -0.006(3) 0.014(3) 0.006(3) C3 0.063(5) 0.064(5) 0.070(5) 0.006(4) 0.017(4) 0.020(4) C4 0.058(4) 0.066(6) 0.088(6) 0.003(4) 0.012(4) 0.024(4) C5 0.047(4) 0.056(5) 0.077(5) -0.018(4) 0.025(3) -0.002(3) C6 0.047(4) 0.087(7) 0.072(5) -0.022(5) 0.017(3) 0.012(4) C7 0.049(4) 0.071(5) 0.047(4) -0.010(4) 0.008(3) 0.012(3) C8 0.043(4) 0.068(6) 0.108(7) -0.026(5) 0.024(4) 0.000(3) C9 0.059(5) 0.061(5) 0.090(6) -0.019(5) 0.024(4) 0.001(4) C10 0.042(3) 0.055(4) 0.066(4) -0.016(4) 0.017(3) -0.003(3) C11 0.047(4) 0.070(5) 0.054(4) -0.011(4) 0.018(3) 0.000(3) C12 0.042(3) 0.060(4) 0.051(4) -0.006(3) 0.010(3) 0.001(3) C13 0.068(5) 0.081(6) 0.049(4) 0.014(4) 0.015(3) 0.033(4) C14 0.060(5) 0.078(6) 0.076(5) 0.008(5) 0.014(4) 0.030(4) C15 0.042(3) 0.051(4) 0.051(4) 0.003(4) -0.006(3) -0.009(3) C16 0.038(3) 0.048(4) 0.051(4) 0.007(3) 0.001(3) -0.008(3) C17 0.050(4) 0.058(5) 0.052(4) 0.000(3) 0.006(3) -0.013(3) C18 0.040(3) 0.055(4) 0.068(4) 0.006(4) 0.006(3) -0.009(3) C19 0.039(3) 0.048(5) 0.071(5) -0.006(4) 0.001(3) -0.006(3) C20 0.054(4) 0.086(7) 0.078(6) -0.033(5) 0.021(4) -0.030(4) C21 0.055(4) 0.074(6) 0.074(5) -0.019(5) 0.020(4) -0.024(4) C22 0.046(4) 0.057(5) 0.077(5) -0.013(4) 0.010(3) -0.005(3) C23 0.053(4) 0.051(5) 0.063(4) -0.013(4) 0.003(3) -0.009(3) C24 0.036(3) 0.048(4) 0.056(4) -0.007(3) -0.002(3) -0.005(3) C25 0.048(4) 0.067(5) 0.057(4) -0.019(4) 0.009(3) -0.011(3) C26 0.042(3) 0.048(4) 0.058(4) -0.008(3) 0.010(3) -0.008(3) C27 0.055(4) 0.069(5) 0.060(5) 0.000(4) 0.014(3) -0.019(4) C28 0.053(4) 0.073(6) 0.059(4) 0.004(4) 0.008(3) -0.028(4) _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 Zn1 O3 1.953(5) . ? Zn1 O3 1.953(5) 2_855 ? Zn1 N1 2.077(5) . ? Zn1 N1 2.077(5) 2_855 ? Zn2 N2 2.085(6) . ? Zn2 N2 2.085(6) 2_956 ? Zn2 O1 2.088(5) 2_975 ? Zn2 O1 2.088(5) 1_576 ? Zn2 O2 2.297(6) 1_576 ? Zn2 O2 2.297(6) 2_975 ? Zn2 C1 2.528(6) 1_576 ? Zn2 C1 2.528(6) 2_975 ? O1 C1 1.228(9) . ? O1 Zn2 2.088(5) 1_534 ? O2 C1 1.253(9) . ? O2 Zn2 2.297(6) 1_534 ? O3 C15 1.274(9) . ? O4 C15 1.230(9) . ? N1 C13 1.318(9) . ? N1 C12 1.326(8) . ? N2 C26 1.321(9) . ? N2 C27 1.339(9) . ? C1 C2 1.499(8) . ? C1 Zn2 2.528(6) 1_534 ? C2 C3 1.364(10) . ? C2 C7 1.396(9) . ? C3 C4 1.404(10) . ? C4 C5 1.373(11) . ? C5 C6 1.377(13) . ? C5 C8 1.475(10) . ? C6 C7 1.385(9) . ? C8 C9 1.272(12) . ? C9 C10 1.489(9) . ? C10 C11 1.377(11) . ? C10 C14 1.401(11) . ? C11 C12 1.370(9) . ? C13 C14 1.385(10) . ? C15 C16 1.505(9) . ? C16 C21 1.374(10) . ? C16 C17 1.395(9) . ? C17 C18 1.386(10) . ? C18 C19 1.390(10) . ? C19 C20 1.402(11) . ? C19 C22 1.472(10) . ? C20 C21 1.375(11) . ? C22 C23 1.303(10) . ? C23 C24 1.484(10) . ? C24 C25 1.381(10) . ? C24 C28 1.403(10) . ? C25 C26 1.390(9) . ? C27 C28 1.382(11) . ? 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 O3 Zn1 O3 120.3(4) . 2_855 ? O3 Zn1 N1 116.7(2) . . ? O3 Zn1 N1 102.7(2) 2_855 . ? O3 Zn1 N1 102.7(2) . 2_855 ? O3 Zn1 N1 116.7(2) 2_855 2_855 ? N1 Zn1 N1 95.7(3) . 2_855 ? N2 Zn2 N2 94.0(3) . 2_956 ? N2 Zn2 O1 94.1(2) . 2_975 ? N2 Zn2 O1 106.1(2) 2_956 2_975 ? N2 Zn2 O1 106.1(2) . 1_576 ? N2 Zn2 O1 94.1(2) 2_956 1_576 ? O1 Zn2 O1 150.3(4) 2_975 1_576 ? N2 Zn2 O2 90.6(2) . 1_576 ? N2 Zn2 O2 152.4(2) 2_956 1_576 ? O1 Zn2 O2 100.7(2) 2_975 1_576 ? O1 Zn2 O2 58.5(2) 1_576 1_576 ? N2 Zn2 O2 152.4(2) . 2_975 ? N2 Zn2 O2 90.6(2) 2_956 2_975 ? O1 Zn2 O2 58.5(2) 2_975 2_975 ? O1 Zn2 O2 100.7(2) 1_576 2_975 ? O2 Zn2 O2 97.7(4) 1_576 2_975 ? N2 Zn2 C1 100.4(2) . 1_576 ? N2 Zn2 C1 123.0(2) 2_956 1_576 ? O1 Zn2 C1 127.1(3) 2_975 1_576 ? O1 Zn2 C1 28.9(2) 1_576 1_576 ? O2 Zn2 C1 29.6(2) 1_576 1_576 ? O2 Zn2 C1 99.8(2) 2_975 1_576 ? N2 Zn2 C1 123.0(2) . 2_975 ? N2 Zn2 C1 100.4(2) 2_956 2_975 ? O1 Zn2 C1 28.9(2) 2_975 2_975 ? O1 Zn2 C1 127.1(3) 1_576 2_975 ? O2 Zn2 C1 99.8(2) 1_576 2_975 ? O2 Zn2 C1 29.6(2) 2_975 2_975 ? C1 Zn2 C1 115.7(3) 1_576 2_975 ? C1 O1 Zn2 95.8(4) . 1_534 ? C1 O2 Zn2 85.4(4) . 1_534 ? C15 O3 Zn1 107.0(5) . . ? C13 N1 C12 117.9(6) . . ? C13 N1 Zn1 118.5(5) . . ? C12 N1 Zn1 121.9(5) . . ? C26 N2 C27 117.5(6) . . ? C26 N2 Zn2 124.0(4) . . ? C27 N2 Zn2 118.4(5) . . ? O1 C1 O2 120.2(6) . . ? O1 C1 C2 120.2(7) . . ? O2 C1 C2 119.5(7) . . ? O1 C1 Zn2 55.3(3) . 1_534 ? O2 C1 Zn2 65.0(4) . 1_534 ? C2 C1 Zn2 175.4(6) . 1_534 ? C3 C2 C7 119.3(6) . . ? C3 C2 C1 121.7(7) . . ? C7 C2 C1 119.0(6) . . ? C2 C3 C4 120.7(8) . . ? C5 C4 C3 120.4(7) . . ? C4 C5 C6 118.4(7) . . ? C4 C5 C8 123.9(8) . . ? C6 C5 C8 117.7(8) . . ? C5 C6 C7 122.0(8) . . ? C6 C7 C2 119.1(7) . . ? C9 C8 C5 127.0(10) . . ? C8 C9 C10 125.1(9) . . ? C11 C10 C14 117.0(6) . . ? C11 C10 C9 119.0(7) . . ? C14 C10 C9 123.9(8) . . ? C12 C11 C10 119.8(7) . . ? N1 C12 C11 123.2(7) . . ? N1 C13 C14 123.1(7) . . ? C13 C14 C10 118.8(7) . . ? O4 C15 O3 122.7(7) . . ? O4 C15 C16 119.1(6) . . ? O3 C15 C16 118.2(6) . . ? C21 C16 C17 120.0(6) . . ? C21 C16 C15 121.2(6) . . ? C17 C16 C15 118.8(6) . . ? C18 C17 C16 119.7(7) . . ? C17 C18 C19 121.7(6) . . ? C18 C19 C20 116.6(7) . . ? C18 C19 C22 124.5(7) . . ? C20 C19 C22 118.9(7) . . ? C21 C20 C19 122.6(8) . . ? C16 C21 C20 119.4(7) . . ? C23 C22 C19 124.5(8) . . ? C22 C23 C24 123.9(8) . . ? C25 C24 C28 117.1(6) . . ? C25 C24 C23 119.8(7) . . ? C28 C24 C23 123.1(7) . . ? C24 C25 C26 119.5(6) . . ? N2 C26 C25 123.5(6) . . ? N2 C27 C28 123.2(8) . . ? C27 C28 C24 119.1(7) . . ? _refine_diff_density_max 2.044 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.099