# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (C) The Royal Society of Chemistry 2007 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _publ_contact_author_name 'Jeroen Cornelissen' _publ_contact_author_address ; Institute for Molecules and Materials Radboud University Nijmegen Toernooiveld 1 6525 ED Nijmegen The Netherlands ; _publ_contact_author_phone '031 024 3652381' _publ_contact_author_fax '031 024 3553450' _publ_contact_author_email J.Cornelissen@science.ru.nl _publ_section_title ; Synthesis, characterisation and chiroptical properties of 'click'able polyisocyanopeptides ; #============================================================================== # 3. AUTHOR LIST loop_ _publ_author_name _publ_author_address 'E. Schwartz' ; Institute for Molecules and Materials Radboud University Nijmegen Toernooiveld 1 6525 ED Nijmegen The Netherlands ; 'Heather J. Kitto' ; Institute for Molecules and Materials Radboud University Nijmegen Toernooiveld 1 6525 ED Nijmegen The Netherlands ; 'R.de Gelder' ; Institute for Molecules and Materials Radboud University Nijmegen Toernooiveld 1 6525 ED Nijmegen The Netherlands ; 'Roland J. M. Nolte' ; Institute for Molecules and Materials Radboud University Nijmegen Toernooiveld 1 6525 ED Nijmegen The Netherlands ; 'Alan E. Rowan' ; Institute for Molecules and Materials Radboud University Nijmegen Toernooiveld 1 6525 ED Nijmegen The Netherlands ; ; J.Cornelissen ; ; Institute for Molecules and Materials Radboud University Nijmegen Toernooiveld 1 6525 ED Nijmegen The Netherlands ; #============================================================================== # 4. TEXT _publ_section_references ; Duisenberg, A.J.M. (1998). Reflections on area detectors, PhD Thesis, Utrecht University, Utrecht, The Netherlands. Gelder, R. de, Graaff, R. A. G. de & Schenk, H. (1993). Acta Cryst. A49, 287--293. International Tables for X-ray Crystallography (1974). Vol. IV, Birmingham, England: Kynoch Press. Nonius B.V. (1999). COLLECT, data collection software. Delft, The Netherlands. Sheldrick, G.M. (1996). SADABS. Program for Emperical Absorption Correction. University of G\"ottingen, Germany. Sheldrick, G. M. (1997). SHELXL-97, Program for the refinement of crystal structures. University of G\"ottingen, Germany. Spek, A. L. (2003). PLATON. A Multipurpose Crystallographic Tool. Utrecht University, Utrecht, The Netherlands. ; #============================================================================== data_ERIK07 _database_code_depnum_ccdc_archive 'CCDC 637825' _audit_creation_method 'SHELXL, adapted and expanded' _audit_creation_date 2007-01-15 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12 N2 O3' _chemical_formula_weight 208.22 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 triclinic _symmetry_space_group_name_H-M 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 4.7566(12) _cell_length_b 6.225(2) _cell_length_c 10.116(17) _cell_angle_alpha 72.97(6) _cell_angle_beta 85.49(8) _cell_angle_gamma 80.83(3) _cell_volume 282.6(5) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 23 _cell_measurement_theta_min 2.110 _cell_measurement_theta_max 25.000 _exptl_crystal_description 'rough tough platelet' _exptl_crystal_colour 'translucent colourless' _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.03 #_exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 110 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS multiscan (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 1.000 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Nonius KappaCCD' _diffrn_measurement_method 'area detector \f and \w scan' _diffrn_detector_area_resol_mean 18.4 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.000 _diffrn_reflns_number 4505 _diffrn_reflns_av_R_equivalents 0.0695 _diffrn_reflns_av_sigmaI/netI 0.0952 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1778 _reflns_number_gt 1167 _reflns_number_observed 1167 _reflns_threshold_expression >2sigma(I) _reflns_observed_criterion >2sigma(I) _computing_data_collection ; Nonius "Collect" program suite (Nonius, 1999) ; _computing_cell_refinement ? _computing_data_reduction ; Nonius "EvalCCD" program suite (Duisenberg, 1998) ; _computing_structure_solution ; CRUNCH (de Gelder et al., 1993), ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLATON (Spek, 2003) ; _computing_publication_material ? _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 ; w=1/[\s^2^(Fo^2^)+(0.0679P)^2^+0.0723P] 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_abs_structure_Flack -1(3) _refine_ls_number_reflns 1778 _refine_ls_number_parameters 138 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1154 _refine_ls_R_factor_gt 0.0698 _refine_ls_R_factor_obs 0.0698 _refine_ls_wR_factor_ref 0.1591 _refine_ls_wR_factor_all 0.1591 _refine_ls_wR_factor_gt 0.1399 _refine_ls_wR_factor_obs 0.1399 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_goodness_of_fit_all 1.026 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/su_mean 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_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -1.1150(7) -0.0381(7) -0.4010(4) 0.0741(12) Uani 1 d . . . O2 O -0.7434(7) -0.5074(5) 0.0208(4) 0.0642(11) Uani 1 d . . . O3 O -0.4773(7) -0.2364(5) -0.0762(3) 0.0524(9) Uani 1 d . . . N1 N -0.9533(10) 0.3523(8) -0.5728(5) 0.0634(13) Uani 1 d . . . N2 N -0.6700(8) -0.1594(6) -0.3286(4) 0.0479(11) Uani 1 d . . . H1 H -0.4993 -0.1269 -0.3361 0.058 Uiso 1 calc R . . C1 C -1.1264(17) 0.5028(12) -0.6055(8) 0.105(3) Uani 1 d . . . C2 C -0.7456(10) 0.1526(8) -0.5351(5) 0.0466(13) Uani 1 d . . . H2 H -0.5732 0.1926 -0.5068 0.056 Uiso 1 calc R . . C3 C -0.8654(10) -0.0227(8) -0.4135(5) 0.0421(12) Uani 1 d . . . C4 C -0.7364(10) -0.3607(8) -0.2241(5) 0.0544(15) Uani 1 d . . . H4 H -0.9428 -0.3597 -0.2229 0.065 Uiso 1 calc R . . C5 C -0.6577(9) -0.3770(8) -0.0804(6) 0.0459(14) Uani 1 d . . . C6 C -0.3973(11) -0.2472(10) 0.0610(5) 0.0585(15) Uani 1 d . . . H6A H -0.2847 -0.3926 0.1026 0.070 Uiso 1 calc R . . H6B H -0.5663 -0.2302 0.1194 0.070 Uiso 1 calc R . . C7 C -0.6712(13) 0.0558(11) -0.6532(6) 0.0753(18) Uani 1 d . . . H7A H -0.6154 0.1715 -0.7325 0.113 Uiso 1 calc R . . H7B H -0.8336 -0.0004 -0.6744 0.113 Uiso 1 calc R . . H7C H -0.5163 -0.0665 -0.6291 0.113 Uiso 1 calc R . . C8 C -0.5927(18) -0.5728(10) -0.2629(7) 0.098(2) Uani 1 d . . . H8A H -0.3898 -0.5845 -0.2582 0.147 Uiso 1 calc R . . H8B H -0.6406 -0.5622 -0.3552 0.147 Uiso 1 calc R . . H8C H -0.6575 -0.7048 -0.1996 0.147 Uiso 1 calc R . . C9 C -0.2320(11) -0.0644(9) 0.0476(5) 0.0542(14) Uani 1 d . . . C10 C -0.1031(13) 0.0810(10) 0.0388(6) 0.0718(17) Uani 1 d . . . H10 H 0.0010 0.1985 0.0317 0.086 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 O1 0.032(2) 0.080(3) 0.091(3) 0.004(2) -0.0058(18) -0.0052(18) O2 0.079(3) 0.045(2) 0.066(3) -0.007(2) 0.0051(19) -0.023(2) O3 0.058(2) 0.054(2) 0.048(2) -0.0140(17) -0.0021(15) -0.0156(19) N1 0.063(3) 0.052(3) 0.067(3) -0.010(2) -0.007(2) 0.004(3) N2 0.027(2) 0.054(3) 0.057(3) -0.003(2) -0.0057(19) -0.011(2) C1 0.113(6) 0.073(5) 0.108(6) -0.015(4) -0.010(5) 0.031(5) C2 0.042(3) 0.049(3) 0.041(3) -0.003(2) -0.009(2) 0.003(2) C3 0.031(3) 0.047(3) 0.049(3) -0.018(2) 0.000(2) 0.001(2) C4 0.050(3) 0.052(4) 0.054(4) 0.000(3) -0.006(3) -0.013(3) C5 0.033(3) 0.034(3) 0.059(4) 0.001(3) 0.001(2) 0.001(2) C6 0.068(4) 0.059(4) 0.051(4) -0.019(3) -0.001(3) -0.010(3) C7 0.081(4) 0.077(4) 0.057(4) -0.017(3) 0.010(3) 0.010(3) C8 0.182(7) 0.055(4) 0.066(4) -0.026(3) -0.003(4) -0.025(4) C9 0.059(3) 0.048(3) 0.059(4) -0.020(3) -0.009(3) -0.003(3) C10 0.082(4) 0.055(4) 0.083(4) -0.022(3) -0.012(3) -0.014(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 O1 C3 1.200(5) . Y O2 C5 1.194(5) . Y O3 C5 1.331(5) . Y O3 C6 1.447(6) . Y N1 C1 1.132(7) . Y N1 C2 1.434(7) . Y N2 C3 1.331(6) . Y N2 C4 1.444(6) . Y C2 C7 1.484(8) . Y C2 C3 1.526(7) . Y C4 C5 1.501(7) . Y C4 C8 1.528(8) . Y C6 C9 1.453(8) . Y C9 C10 1.151(7) . Y 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 C5 O3 C6 115.2(4) . . Y C1 N1 C2 176.0(6) . . Y C3 N2 C4 121.9(4) . . Y N1 C2 C7 111.0(4) . . Y N1 C2 C3 109.0(4) . . Y C7 C2 C3 109.8(4) . . Y O1 C3 N2 124.0(5) . . Y O1 C3 C2 121.5(5) . . Y N2 C3 C2 114.5(4) . . Y N2 C4 C5 114.7(4) . . Y N2 C4 C8 110.0(4) . . Y C5 C4 C8 109.2(4) . . Y O2 C5 O3 123.0(5) . . Y O2 C5 C4 123.3(5) . . Y O3 C5 C4 113.7(4) . . Y O3 C6 C9 107.8(4) . . Y C10 C9 C6 179.0(6) . . Y _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.227 _refine_diff_density_min -0.191 _refine_diff_density_rms 0.055 _publ_section_experimental ; Least-squares refinement using calculated weights: w=1/[\s^2^(Fo^2^)+(0.0679P)^2^+0.0723P] where P=(Fo^2^+2Fc^2^)/3 ; #===END