# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Charlotte Williams' _publ_contact_author_email C.K.WILLIAMS@IMPERIAL.AC.UK _publ_section_title ; Biomaterials from sugars: ring-opening polymerization of a carbohydrate lactone ; loop_ _publ_author_name 'Charlotte Williams' 'Molly Stevens' 'Min Tang.' 'Andrew J P White' # Attachment 'tang_et_al_supporting_information2.cif' data_Compound_3 _database_code_depnum_ccdc_archive 'CCDC 680953' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H14 O6' _chemical_formula_sum 'C10 H14 O6' _chemical_formula_weight 230.21 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' _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 7.19184(19) _cell_length_b 14.5149(4) _cell_length_c 11.0204(3) _cell_angle_alpha 90 _cell_angle_beta 104.824(3) _cell_angle_gamma 90 _cell_volume 1112.11(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6683 _cell_measurement_theta_min 3.8156 _cell_measurement_theta_max 32.3027 _exptl_crystal_description plates _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.375 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.969 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 15.9863 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16882 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 32.36 _reflns_number_total 3718 _reflns_number_gt 2332 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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^)+(0.0754P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3718 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0659 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1316 _refine_ls_wR_factor_gt 0.1209 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _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 0.64602(15) 0.67165(8) 0.81943(9) 0.0270(2) Uani 1 1 d . . . C2 C 0.80770(15) 0.70632(8) 0.76719(9) 0.0274(2) Uani 1 1 d . . . H2A H 0.8746 0.7585 0.8200 0.033 Uiso 1 1 calc R . . C3 C 0.72617(17) 0.73966(9) 0.63292(10) 0.0349(3) Uani 1 1 d . . . H3A H 0.6829 0.6863 0.5769 0.042 Uiso 1 1 calc R . . H3B H 0.8272 0.7724 0.6035 0.042 Uiso 1 1 calc R . . C4 C 0.55498(17) 0.80505(8) 0.62778(10) 0.0324(3) Uani 1 1 d . . . H4A H 0.5779 0.8643 0.5896 0.039 Uiso 1 1 calc R . . H4B H 0.4362 0.7775 0.5741 0.039 Uiso 1 1 calc R . . C5 C 0.52768(16) 0.82258(7) 0.75798(10) 0.0293(2) Uani 1 1 d . . . H5A H 0.6420 0.8562 0.8098 0.035 Uiso 1 1 calc R . . C6 C 0.34777(18) 0.87508(9) 0.75787(10) 0.0354(3) Uani 1 1 d . . . H6A H 0.3390 0.9317 0.7065 0.042 Uiso 1 1 calc R . . H6B H 0.2326 0.8367 0.7231 0.042 Uiso 1 1 calc R . . C7 C 0.19818(17) 0.90525(8) 0.92395(11) 0.0336(3) Uani 1 1 d . . . C8 C 0.2358(2) 0.92668(12) 1.05986(12) 0.0541(4) Uani 1 1 d . . . H8A H 0.1595 0.9804 1.0713 0.081 Uiso 1 1 calc R . . H8B H 0.3728 0.9401 1.0939 0.081 Uiso 1 1 calc R . . H8C H 0.1999 0.8737 1.1040 0.081 Uiso 1 1 calc R . . C9 C 1.06089(16) 0.61504(9) 0.88452(10) 0.0317(3) Uani 1 1 d . . . C10 C 1.18401(17) 0.53401(9) 0.88232(11) 0.0377(3) Uani 1 1 d . . . H10A H 1.2976 0.5529 0.8549 0.057 Uiso 1 1 calc R . . H10B H 1.1115 0.4880 0.8239 0.057 Uiso 1 1 calc R . . H10C H 1.2246 0.5074 0.9667 0.057 Uiso 1 1 calc R . . O1 O 0.63285(12) 0.59565(6) 0.85880(8) 0.0375(2) Uani 1 1 d . . . O2 O 0.50757(11) 0.73416(5) 0.81708(7) 0.0298(2) Uani 1 1 d . . . O3 O 0.36123(12) 0.89828(6) 0.88806(7) 0.0408(2) Uani 1 1 d . . . O4 O 0.04130(13) 0.89530(7) 0.85327(8) 0.0430(2) Uani 1 1 d . . . O5 O 0.94154(11) 0.63294(6) 0.76908(7) 0.0325(2) Uani 1 1 d . . . O6 O 1.06155(13) 0.66179(7) 0.97489(8) 0.0462(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 C1 0.0292(5) 0.0335(6) 0.0169(5) 0.0003(4) 0.0033(4) 0.0009(4) C2 0.0270(5) 0.0323(6) 0.0222(5) 0.0010(4) 0.0049(4) 0.0019(4) C3 0.0358(6) 0.0468(7) 0.0243(5) 0.0080(5) 0.0116(4) 0.0065(5) C4 0.0362(6) 0.0376(6) 0.0240(5) 0.0061(4) 0.0088(4) 0.0034(5) C5 0.0338(6) 0.0284(6) 0.0249(5) 0.0016(4) 0.0059(4) 0.0016(4) C6 0.0390(6) 0.0410(7) 0.0236(5) -0.0022(4) 0.0035(4) 0.0090(5) C7 0.0361(6) 0.0302(6) 0.0332(6) 0.0000(4) 0.0063(5) 0.0073(5) C8 0.0547(8) 0.0723(10) 0.0349(7) -0.0089(6) 0.0105(6) 0.0203(7) C9 0.0257(5) 0.0429(7) 0.0251(5) 0.0027(4) 0.0039(4) -0.0007(4) C10 0.0335(6) 0.0466(8) 0.0311(6) 0.0035(5) 0.0046(5) 0.0058(5) O1 0.0405(5) 0.0357(5) 0.0369(4) 0.0100(3) 0.0110(4) 0.0007(4) O2 0.0319(4) 0.0341(5) 0.0254(4) 0.0063(3) 0.0107(3) 0.0035(3) O3 0.0339(5) 0.0581(6) 0.0283(4) -0.0118(4) 0.0038(3) 0.0094(4) O4 0.0348(5) 0.0502(6) 0.0417(5) -0.0025(4) 0.0054(4) -0.0017(4) O5 0.0302(4) 0.0425(5) 0.0234(4) 0.0001(3) 0.0045(3) 0.0082(3) O6 0.0456(5) 0.0605(6) 0.0268(4) -0.0073(4) -0.0011(4) 0.0123(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 C1 O1 1.1979(13) . ? C1 O2 1.3424(13) . ? C1 C2 1.5097(15) . ? C2 O5 1.4322(13) . ? C2 C3 1.5243(14) . ? C3 C4 1.5441(16) . ? C4 C5 1.5186(15) . ? C5 O2 1.4630(13) . ? C5 C6 1.5013(16) . ? C6 O3 1.4527(13) . ? C7 O4 1.2045(14) . ? C7 O3 1.3338(14) . ? C7 C8 1.4852(17) . ? C9 O6 1.2040(14) . ? C9 O5 1.3653(13) . ? C9 C10 1.4762(17) . ? 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 120.16(10) . . ? O1 C1 C2 125.81(10) . . ? O2 C1 C2 114.03(9) . . ? O5 C2 C1 109.08(9) . . ? O5 C2 C3 109.90(8) . . ? C1 C2 C3 109.48(8) . . ? C2 C3 C4 109.62(9) . . ? C5 C4 C3 111.28(9) . . ? O2 C5 C6 105.20(9) . . ? O2 C5 C4 108.97(9) . . ? C6 C5 C4 113.83(9) . . ? O3 C6 C5 106.10(9) . . ? O4 C7 O3 123.25(11) . . ? O4 C7 C8 125.17(12) . . ? O3 C7 C8 111.58(11) . . ? O6 C9 O5 122.14(11) . . ? O6 C9 C10 125.96(10) . . ? O5 C9 C10 111.90(9) . . ? C1 O2 C5 116.37(8) . . ? C7 O3 C6 117.97(9) . . ? C9 O5 C2 114.52(8) . . ? _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 31.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.313 _refine_diff_density_min -0.217 _refine_diff_density_rms 0.046 #===END