# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Chris Pigge' _publ_contact_author_email CHRIS-PIGGE@UIOWA.EDU _publ_section_title ; A 1D crystalline organic polyrotaxane formed via hydrogen bond-mediated self-assembly of a conformationally flexible tri-carboxylic acid ; loop_ _publ_author_name 'Chris Pigge' 'Mayuri K. Dighe' 'Dale C. Swenson' # Attachment '6-DMF.cif' data_fcp83z _database_code_depnum_ccdc_archive 'CCDC 715817' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C30 H17 O9)-1, (C2 H8 N1)+1, 0.5(C3 H7 N1 O1), 0.595(H2 O1)' _chemical_formula_sum 'C33.50 H29.69 N1.50 O10.10' _chemical_formula_weight 614.80 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M ' C 2/c ' _symmetry_space_group_name_Hall ' -C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.7490(19) _cell_length_b 13.8366(15) _cell_length_c 25.634(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.396(5) _cell_angle_gamma 90.00 _cell_volume 6039.3(12) _cell_formula_units_Z 8 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 5337 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.352 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2576 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9831 _exptl_absorpt_correction_T_max 0.9980 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 'Nonius KappaCCD' _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18610 _diffrn_reflns_av_R_equivalents 0.1191 _diffrn_reflns_av_sigmaI/netI 0.1278 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.3 _diffrn_reflns_theta_max 23.0 _reflns_number_total 4135 _reflns_number_gt 2071 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_publication_material 'SHELXTL v6.1 (Sheldrick, 2008)' _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. Several low angle reflections were omitted from refinement due to beam stop shadowing effects. Few data above two-theta=46 were above background, thus were omitted from the final cycles of refinement. The dimethyl ammonium cation was disordered over three sites. The cation was modelled as rigid groups (tetrahedral angles, C-N=1.50A, N-H=1.0A methyl C-H=0.98A) with partial occupancy (restrained to sum to one). A single overall isotropic displacement parameter (Uiso) was used for the partial C and N atoms with the ammonium H atoms 1.2 times and the methyl H atoms 1.5 times the Uiso. A solvent molecule of DMF is situated near a two-fold axis and is necessarily disordered. Bond distances were restrained to be chemically reasonable (C-O=1.25A, C-N=1.35A, C-N=1.5A), an individual isotropic displacement parameters were used and H atoms were added using shelxl default values. Water molecules were also present at two sites with partial occupancy. The occupancy was refined for each site with an isotropic displacement parameter for each. H atoms were not located or included. ; _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^)+(0.0913P)^2^+2.5327P] 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 4135 _refine_ls_number_parameters 404 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1702 _refine_ls_R_factor_gt 0.0756 _refine_ls_wR_factor_ref 0.2067 _refine_ls_wR_factor_gt 0.1652 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.5040(2) 0.1745(3) 0.4619(2) 0.0419(13) Uani 1 1 d . . . C2 C 0.4606(2) 0.1598(3) 0.4081(2) 0.0450(13) Uani 1 1 d . . . H2 H 0.4773 0.1889 0.3796 0.054 Uiso 1 1 calc R . . C3 C 0.3939(2) 0.1037(3) 0.39551(19) 0.0411(12) Uani 1 1 d . . . C4 C 0.3672(2) 0.0644(3) 0.43708(19) 0.0408(12) Uani 1 1 d . . . H4 H 0.3214 0.0252 0.4285 0.049 Uiso 1 1 calc R . . C5 C 0.4078(2) 0.0826(3) 0.49122(19) 0.0374(12) Uani 1 1 d . . . C6 C 0.4778(2) 0.1353(3) 0.5029(2) 0.0435(13) Uani 1 1 d . . . H6 H 0.5077 0.1442 0.5397 0.052 Uiso 1 1 calc R . . C7 C 0.5828(3) 0.2236(4) 0.4761(2) 0.0568(15) Uani 1 1 d . . . O7 O 0.63360(19) 0.1981(3) 0.51703(16) 0.0784(12) Uani 1 1 d . . . C8 C 0.3508(3) 0.0890(4) 0.3370(2) 0.0496(14) Uani 1 1 d . . . O8 O 0.3437(2) 0.1568(3) 0.30549(16) 0.0773(13) Uani 1 1 d . . . C9 C 0.3801(3) 0.0452(3) 0.5371(2) 0.0467(13) Uani 1 1 d . . . O9 O 0.42774(18) 0.0251(3) 0.58077(15) 0.0616(10) Uani 1 1 d . . . C11 C 0.5978(3) 0.2982(4) 0.4388(2) 0.0512(14) Uani 1 1 d . . . C12 C 0.5401(3) 0.3623(4) 0.4108(2) 0.0533(14) Uani 1 1 d . . . H12 H 0.4885 0.3574 0.4146 0.064 Uiso 1 1 calc R . . C13 C 0.5569(3) 0.4330(4) 0.3778(2) 0.0616(15) Uani 1 1 d . . . C14 C 0.6321(4) 0.4375(5) 0.3715(3) 0.0774(18) Uani 1 1 d . . . H14 H 0.6441 0.4847 0.3481 0.093 Uiso 1 1 calc R . . C15 C 0.6893(4) 0.3739(5) 0.3989(3) 0.0764(19) Uani 1 1 d . . . H15 H 0.7405 0.3777 0.3944 0.092 Uiso 1 1 calc R . . C16 C 0.6730(3) 0.3053(4) 0.4328(2) 0.0674(17) Uani 1 1 d . . . H16 H 0.7132 0.2627 0.4522 0.081 Uiso 1 1 calc R . . C17 C 0.4969(4) 0.5048(5) 0.3492(3) 0.0742(18) Uani 1 1 d . . . O17 O 0.5128(3) 0.5682(4) 0.3206(2) 0.1161(18) Uani 1 1 d . . . O18 O 0.4287(2) 0.4973(2) 0.35829(15) 0.0697(11) Uani 1 1 d . . . H18 H 0.4022 0.5474 0.3472 0.105 Uiso 1 1 calc R . . C21 C 0.3192(3) -0.0077(4) 0.31744(19) 0.0456(13) Uani 1 1 d . . . C22 C 0.3595(3) -0.0897(4) 0.34088(19) 0.0459(13) Uani 1 1 d . . . H22 H 0.4061 -0.0838 0.3702 0.055 Uiso 1 1 calc R . . C23 C 0.3319(3) -0.1805(4) 0.32151(19) 0.0452(13) Uani 1 1 d . . . C24 C 0.2631(3) -0.1888(4) 0.2795(2) 0.0580(15) Uani 1 1 d . . . H24 H 0.2430 -0.2509 0.2671 0.070 Uiso 1 1 calc R . . C25 C 0.2238(3) -0.1068(4) 0.2557(2) 0.0620(16) Uani 1 1 d . . . H25 H 0.1772 -0.1128 0.2265 0.074 Uiso 1 1 calc R . . C26 C 0.2518(3) -0.0163(4) 0.2740(2) 0.0586(15) Uani 1 1 d . . . H26 H 0.2252 0.0399 0.2570 0.070 Uiso 1 1 calc R . . C27 C 0.3772(3) -0.2695(4) 0.3457(2) 0.0535(14) Uani 1 1 d . . . O27 O 0.3483(2) -0.3509(3) 0.32809(15) 0.0712(12) Uani 1 1 d . . . O28 O 0.4405(2) -0.2574(2) 0.38212(15) 0.0692(11) Uani 1 1 d . . . C31 C 0.2937(2) 0.0334(4) 0.53043(19) 0.0452(13) Uani 1 1 d . . . C32 C 0.2391(3) 0.0952(4) 0.4983(2) 0.0465(13) Uani 1 1 d . . . H32 H 0.2557 0.1446 0.4783 0.056 Uiso 1 1 calc R . . C33 C 0.1594(3) 0.0857(4) 0.4949(2) 0.0463(13) Uani 1 1 d . . . C34 C 0.1357(3) 0.0134(4) 0.5237(2) 0.0570(15) Uani 1 1 d . . . H34 H 0.0817 0.0064 0.5214 0.068 Uiso 1 1 calc R . . C35 C 0.1907(3) -0.0495(4) 0.5562(2) 0.0618(15) Uani 1 1 d . . . H35 H 0.1740 -0.0996 0.5757 0.074 Uiso 1 1 calc R . . C36 C 0.2695(3) -0.0387(4) 0.5598(2) 0.0595(15) Uani 1 1 d . . . H36 H 0.3072 -0.0807 0.5825 0.071 Uiso 1 1 calc R . . C37 C 0.1026(3) 0.1527(4) 0.4581(2) 0.0511(14) Uani 1 1 d . . . O37 O 0.12447(18) 0.2206(3) 0.43628(15) 0.0679(11) Uani 1 1 d . . . O38 O 0.02869(18) 0.1304(2) 0.45228(14) 0.0622(10) Uani 1 1 d . . . H38 H -0.0004 0.1676 0.4294 0.093 Uiso 1 1 calc R . . O41 O -0.0150(7) 0.4995(10) 0.2210(4) 0.170(5) Uiso 0.50 1 d PD A -1 C42 C -0.0430(9) 0.5830(10) 0.2122(6) 0.133(6) Uiso 0.50 1 d PD A -1 H42 H -0.0893 0.5969 0.1839 0.159 Uiso 0.50 1 calc PR A -1 N43 N -0.0027(10) 0.6515(7) 0.2458(8) 0.123(3) Uiso 0.50 1 d PD A -1 C44 C 0.0719(8) 0.6452(14) 0.2911(7) 0.139(6) Uiso 0.50 1 d PD A -1 H44A H 0.0856 0.7094 0.3071 0.208 Uiso 0.50 1 calc PR A -1 H44B H 0.1141 0.6214 0.2768 0.208 Uiso 0.50 1 calc PR A -1 H44C H 0.0646 0.6007 0.3190 0.208 Uiso 0.50 1 calc PR A -1 C45 C -0.0284(8) 0.7543(8) 0.2352(7) 0.128(6) Uiso 0.50 1 d PD A -1 H45A H 0.0061 0.7960 0.2627 0.193 Uiso 0.50 1 calc PR A -1 H45B H -0.0826 0.7609 0.2369 0.193 Uiso 0.50 1 calc PR A -1 H45C H -0.0254 0.7732 0.1990 0.193 Uiso 0.50 1 calc PR A -1 N51 N 0.1622(8) 0.3002(13) 0.3466(11) 0.133(9) Uiso 0.347(7) 1 d PG B 2 C52 C 0.2497(8) 0.3023(15) 0.3702(9) 0.133 Uiso 0.347(7) 1 d PG B 2 H52A H 0.2676 0.2406 0.3882 0.199 Uiso 0.347(7) 1 calc PR B 2 H52B H 0.2642 0.3550 0.3967 0.199 Uiso 0.347(7) 1 calc PR B 2 H52C H 0.2746 0.3128 0.3410 0.199 Uiso 0.347(7) 1 calc PR B 2 C53 C 0.1348(12) 0.3946(15) 0.3190(9) 0.133 Uiso 0.347(7) 1 d PG B 2 H53A H 0.0776 0.3931 0.3036 0.199 Uiso 0.347(7) 1 calc PR B 2 H53B H 0.1596 0.4051 0.2898 0.199 Uiso 0.347(7) 1 calc PR B 2 H53C H 0.1492 0.4472 0.3455 0.199 Uiso 0.347(7) 1 calc PR B 2 H51 H 0.1369 0.2895 0.3764 0.160 Uiso 0.347(7) 1 d PG B 2 H52 H 0.1475 0.2465 0.3195 0.160 Uiso 0.347(7) 1 d PG B 2 N61 N 0.0846(10) 0.3207(14) 0.3321(8) 0.133 Uiso 0.373(8) 1 d PG C 3 C62 C 0.0524(10) 0.2609(17) 0.2819(8) 0.133 Uiso 0.373(8) 1 d PG C 3 H62A H -0.0048 0.2560 0.2743 0.199 Uiso 0.373(8) 1 calc PR C 3 H62B H 0.0755 0.1961 0.2877 0.199 Uiso 0.373(8) 1 calc PR C 3 H62C H 0.0654 0.2915 0.2511 0.199 Uiso 0.373(8) 1 calc PR C 3 C63 C 0.1722(10) 0.328(2) 0.3439(12) 0.133 Uiso 0.373(8) 1 d PG C 3 H63A H 0.1932 0.3673 0.3767 0.199 Uiso 0.373(8) 1 calc PR C 3 H63B H 0.1852 0.3589 0.3131 0.199 Uiso 0.373(8) 1 calc PR C 3 H63C H 0.1953 0.2635 0.3497 0.199 Uiso 0.373(8) 1 calc PR C 3 H61 H 0.0714 0.2894 0.3636 0.160 Uiso 0.373(8) 1 d PG C 3 H62 H 0.0610 0.3868 0.3262 0.160 Uiso 0.373(8) 1 d PG C 3 N71 N 0.0885(12) 0.2518(16) 0.3333(11) 0.133 Uiso 0.280(8) 1 d PG D 4 C72 C 0.1677(14) 0.222(2) 0.3288(12) 0.133 Uiso 0.280(8) 1 d PG D 4 H72A H 0.1770 0.1538 0.3395 0.199 Uiso 0.280(8) 1 calc PR D 4 H72B H 0.2083 0.2620 0.3528 0.199 Uiso 0.280(8) 1 calc PR D 4 H72C H 0.1693 0.2297 0.2912 0.199 Uiso 0.280(8) 1 calc PR D 4 C73 C 0.0741(17) 0.3558(16) 0.3170(13) 0.133 Uiso 0.280(8) 1 d PG D 4 H73A H 0.0224 0.3753 0.3200 0.199 Uiso 0.280(8) 1 calc PR D 4 H73B H 0.0757 0.3638 0.2793 0.199 Uiso 0.280(8) 1 calc PR D 4 H73C H 0.1147 0.3961 0.3410 0.199 Uiso 0.280(8) 1 calc PR D 4 H71 H 0.0869 0.2437 0.3718 0.199 Uiso 0.280(8) 1 d PG D 4 H72 H 0.0471 0.2107 0.3088 0.199 Uiso 0.280(8) 1 d PG D 4 O81 O 0.1210(9) 0.1543(11) 0.2792(6) 0.143(9) Uiso 0.397(18) 1 d P E 5 O82 O 0.0409(14) 0.184(2) 0.2526(11) 0.121(15) Uiso 0.198(16) 1 d P . 6 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 0.030(3) 0.045(3) 0.051(3) -0.002(3) 0.012(2) 0.000(2) C2 0.042(3) 0.042(3) 0.052(4) 0.000(3) 0.014(3) 0.001(2) C3 0.032(3) 0.043(3) 0.044(3) -0.002(3) 0.004(2) -0.003(2) C4 0.034(2) 0.038(3) 0.050(3) -0.003(3) 0.010(2) -0.003(2) C5 0.037(3) 0.038(3) 0.036(3) 0.002(2) 0.008(2) 0.001(2) C6 0.038(3) 0.041(3) 0.046(3) -0.004(3) 0.003(2) 0.006(2) C7 0.037(3) 0.064(4) 0.069(4) -0.011(3) 0.012(3) -0.001(3) O7 0.039(2) 0.107(3) 0.080(3) 0.012(3) 0.001(2) -0.009(2) C8 0.046(3) 0.049(4) 0.050(4) 0.005(3) 0.006(3) 0.000(3) O8 0.088(3) 0.058(3) 0.065(3) 0.021(2) -0.012(2) -0.011(2) C9 0.042(3) 0.042(3) 0.055(4) 0.005(3) 0.012(3) 0.006(2) O9 0.0474(19) 0.075(3) 0.058(2) 0.015(2) 0.0084(18) 0.0081(18) C11 0.043(3) 0.054(4) 0.058(4) -0.013(3) 0.017(3) -0.009(3) C12 0.047(3) 0.050(4) 0.065(4) -0.016(3) 0.020(3) -0.017(3) C13 0.075(4) 0.045(4) 0.073(4) -0.010(3) 0.034(3) -0.014(3) C14 0.092(5) 0.062(4) 0.101(5) -0.018(4) 0.065(4) -0.024(4) C15 0.072(4) 0.065(4) 0.109(5) -0.026(4) 0.052(4) -0.024(4) C16 0.049(3) 0.071(4) 0.090(5) -0.018(4) 0.030(3) -0.019(3) C17 0.106(5) 0.056(5) 0.075(5) -0.017(4) 0.050(4) -0.016(4) O17 0.166(5) 0.085(4) 0.132(4) 0.030(3) 0.097(4) 0.016(3) O18 0.079(3) 0.050(3) 0.078(3) 0.001(2) 0.019(2) -0.004(2) C21 0.043(3) 0.051(4) 0.039(3) -0.002(3) 0.005(2) -0.001(3) C22 0.037(3) 0.056(4) 0.041(3) -0.002(3) 0.004(2) -0.008(3) C23 0.046(3) 0.046(4) 0.041(3) 0.003(3) 0.007(3) 0.000(3) C24 0.056(3) 0.054(4) 0.058(4) -0.009(3) 0.007(3) -0.006(3) C25 0.053(3) 0.062(4) 0.056(4) -0.005(3) -0.009(3) -0.007(3) C26 0.053(3) 0.063(4) 0.050(4) 0.005(3) -0.002(3) 0.003(3) C27 0.059(3) 0.061(4) 0.040(3) -0.002(3) 0.012(3) -0.002(3) O27 0.077(2) 0.049(3) 0.072(3) 0.000(2) -0.004(2) -0.012(2) O28 0.066(2) 0.054(3) 0.070(3) -0.008(2) -0.010(2) 0.0078(19) C31 0.039(3) 0.045(3) 0.051(3) 0.005(3) 0.010(2) 0.002(2) C32 0.043(3) 0.044(3) 0.053(3) 0.002(3) 0.016(2) 0.000(2) C33 0.039(3) 0.046(3) 0.053(3) -0.002(3) 0.011(2) -0.003(2) C34 0.046(3) 0.058(4) 0.072(4) 0.007(3) 0.023(3) 0.000(3) C35 0.066(4) 0.055(4) 0.071(4) 0.012(3) 0.030(3) -0.013(3) C36 0.053(3) 0.056(4) 0.069(4) 0.019(3) 0.017(3) 0.005(3) C37 0.038(3) 0.050(4) 0.068(4) -0.004(3) 0.019(3) 0.000(3) O37 0.051(2) 0.063(3) 0.090(3) 0.022(2) 0.021(2) 0.0055(19) O38 0.039(2) 0.060(2) 0.082(3) 0.004(2) 0.0092(17) 0.0013(17) _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 C6 1.376(6) . ? C1 C2 1.392(6) . ? C1 C7 1.504(6) . ? C2 C3 1.375(6) . ? C2 H2 0.9500 . ? C3 C4 1.393(6) . ? C3 C8 1.493(6) . ? C4 C5 1.394(6) . ? C4 H4 0.9500 . ? C5 C6 1.399(6) . ? C5 C9 1.490(6) . ? C6 H6 0.9500 . ? C7 O7 1.226(5) . ? C7 C11 1.483(7) . ? C8 O8 1.220(5) . ? C8 C21 1.482(7) . ? C9 O9 1.229(5) . ? C9 C31 1.503(6) . ? C11 C12 1.390(7) . ? C11 C16 1.390(7) . ? C12 C13 1.380(7) . ? C12 H12 0.9500 . ? C13 C14 1.391(7) . ? C13 C17 1.490(8) . ? C14 C15 1.377(8) . ? C14 H14 0.9500 . ? C15 C16 1.372(8) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 O17 1.227(7) . ? C17 O18 1.300(7) . ? O18 H18 0.8400 . ? C21 C22 1.385(6) . ? C21 C26 1.389(6) . ? C22 C23 1.389(6) . ? C22 H22 0.9500 . ? C23 C24 1.387(6) . ? C23 C27 1.505(7) . ? C24 C25 1.380(7) . ? C24 H24 0.9500 . ? C25 C26 1.381(7) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 O28 1.253(5) . ? C27 O27 1.268(6) . ? C31 C32 1.378(6) . ? C31 C36 1.390(7) . ? C32 C33 1.398(6) . ? C32 H32 0.9500 . ? C33 C34 1.378(7) . ? C33 C37 1.493(7) . ? C34 C35 1.394(7) . ? C34 H34 0.9500 . ? C35 C36 1.384(6) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 O37 1.211(6) . ? C37 O38 1.315(5) . ? O38 H38 0.8400 . ? O41 C42 1.252(5) . ? C42 N43 1.343(5) . ? C42 H42 0.9500 . ? N43 C45 1.494(5) . ? N43 C44 1.495(5) . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? N51 C52 1.5000 . ? N51 C53 1.5000 . ? N51 H51 1.0000 . ? N51 H52 1.0000 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? N61 C62 1.5000 . ? N61 C63 1.5000 . ? N61 H61 1.0000 . ? N61 H62 1.0000 . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? N71 C72 1.5000 . ? N71 C73 1.5000 . ? N71 H71 1.0000 . ? N71 H72 1.0000 . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? 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 C6 C1 C2 119.2(4) . . ? C6 C1 C7 118.9(4) . . ? C2 C1 C7 121.6(5) . . ? C3 C2 C1 120.9(5) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 119.8(4) . . ? C2 C3 C8 118.4(4) . . ? C4 C3 C8 121.8(4) . . ? C3 C4 C5 120.0(4) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 119.0(4) . . ? C4 C5 C9 122.1(4) . . ? C6 C5 C9 118.9(4) . . ? C1 C6 C5 120.9(4) . . ? C1 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? O7 C7 C11 122.0(4) . . ? O7 C7 C1 119.1(5) . . ? C11 C7 C1 118.8(5) . . ? O8 C8 C21 120.8(5) . . ? O8 C8 C3 119.2(5) . . ? C21 C8 C3 120.0(5) . . ? O9 C9 C5 120.1(4) . . ? O9 C9 C31 119.8(5) . . ? C5 C9 C31 120.1(4) . . ? C12 C11 C16 119.3(5) . . ? C12 C11 C7 122.5(5) . . ? C16 C11 C7 118.2(5) . . ? C13 C12 C11 120.9(5) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C14 118.9(6) . . ? C12 C13 C17 121.8(6) . . ? C14 C13 C17 119.3(6) . . ? C15 C14 C13 120.3(6) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C16 C15 C14 120.7(6) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C11 119.9(6) . . ? C15 C16 H16 120.1 . . ? C11 C16 H16 120.1 . . ? O17 C17 O18 123.2(7) . . ? O17 C17 C13 121.2(7) . . ? O18 C17 C13 115.5(6) . . ? C17 O18 H18 109.5 . . ? C22 C21 C26 120.0(5) . . ? C22 C21 C8 119.5(4) . . ? C26 C21 C8 120.4(5) . . ? C21 C22 C23 119.9(4) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 119.8(5) . . ? C24 C23 C27 120.2(5) . . ? C22 C23 C27 119.9(4) . . ? C25 C24 C23 119.9(5) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.5(5) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C21 119.7(5) . . ? C25 C26 H26 120.1 . . ? C21 C26 H26 120.1 . . ? O28 C27 O27 124.9(5) . . ? O28 C27 C23 117.4(5) . . ? O27 C27 C23 117.7(4) . . ? C32 C31 C36 119.8(4) . . ? C32 C31 C9 121.5(5) . . ? C36 C31 C9 118.5(4) . . ? C31 C32 C33 120.4(5) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C34 C33 C32 119.4(5) . . ? C34 C33 C37 122.4(5) . . ? C32 C33 C37 118.1(5) . . ? C33 C34 C35 120.4(5) . . ? C33 C34 H34 119.8 . . ? C35 C34 H34 119.8 . . ? C36 C35 C34 119.8(5) . . ? C36 C35 H35 120.1 . . ? C34 C35 H35 120.1 . . ? C35 C36 C31 120.1(5) . . ? C35 C36 H36 119.9 . . ? C31 C36 H36 119.9 . . ? O37 C37 O38 124.7(5) . . ? O37 C37 C33 121.8(4) . . ? O38 C37 C33 113.6(5) . . ? C37 O38 H38 109.5 . . ? O41 C42 N43 115.1(15) . . ? O41 C42 H42 122.5 . . ? N43 C42 H42 122.5 . . ? C42 N43 C45 118.3(12) . . ? C42 N43 C44 130.6(15) . . ? C45 N43 C44 110.8(13) . . ? N43 C44 H44A 109.5 . . ? N43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? N43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N43 C45 H45A 109.5 . . ? N43 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N43 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C52 N51 C53 109.5 . . ? C52 N51 H51 109.4 . . ? C53 N51 H51 109.4 . . ? C52 N51 H52 109.4 . . ? C53 N51 H52 109.4 . . ? H51 N51 H52 109.5 . . ? N51 C52 H52A 109.5 . . ? N51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? N51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? N51 C53 H53A 109.5 . . ? N51 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? N51 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C62 N61 C63 109.5 . . ? N61 C62 H62A 109.5 . . ? N61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? N61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? N61 C63 H63A 109.5 . . ? N61 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? N61 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C72 N71 C73 109.5 . . ? H52 N71 H72 109.2 . . ? N71 C72 H72A 109.5 . . ? H52 C72 H72A 145.6 . . ? N71 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? N71 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? N71 C73 H73A 109.5 . . ? N71 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? N71 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 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 C6 C1 C2 C3 -2.6(7) . . . . ? C7 C1 C2 C3 171.2(4) . . . . ? C1 C2 C3 C4 2.9(7) . . . . ? C1 C2 C3 C8 -178.8(4) . . . . ? C2 C3 C4 C5 0.5(7) . . . . ? C8 C3 C4 C5 -177.8(4) . . . . ? C3 C4 C5 C6 -4.0(6) . . . . ? C3 C4 C5 C9 177.7(4) . . . . ? C2 C1 C6 C5 -1.1(7) . . . . ? C7 C1 C6 C5 -175.1(4) . . . . ? C4 C5 C6 C1 4.4(6) . . . . ? C9 C5 C6 C1 -177.3(4) . . . . ? C6 C1 C7 O7 27.7(7) . . . . ? C2 C1 C7 O7 -146.1(5) . . . . ? C6 C1 C7 C11 -155.2(5) . . . . ? C2 C1 C7 C11 31.0(7) . . . . ? C2 C3 C8 O8 -39.9(6) . . . . ? C4 C3 C8 O8 138.4(5) . . . . ? C2 C3 C8 C21 138.4(5) . . . . ? C4 C3 C8 C21 -43.2(6) . . . . ? C4 C5 C9 O9 149.0(4) . . . . ? C6 C5 C9 O9 -29.3(7) . . . . ? C4 C5 C9 C31 -31.9(7) . . . . ? C6 C5 C9 C31 149.9(4) . . . . ? O7 C7 C11 C12 -146.5(5) . . . . ? C1 C7 C11 C12 36.5(7) . . . . ? O7 C7 C11 C16 31.9(7) . . . . ? C1 C7 C11 C16 -145.1(5) . . . . ? C16 C11 C12 C13 -0.5(7) . . . . ? C7 C11 C12 C13 177.8(5) . . . . ? C11 C12 C13 C14 1.9(7) . . . . ? C11 C12 C13 C17 -177.5(5) . . . . ? C12 C13 C14 C15 -1.6(8) . . . . ? C17 C13 C14 C15 177.8(5) . . . . ? C13 C14 C15 C16 0.0(9) . . . . ? C14 C15 C16 C11 1.4(9) . . . . ? C12 C11 C16 C15 -1.1(8) . . . . ? C7 C11 C16 C15 -179.5(5) . . . . ? C12 C13 C17 O17 178.9(6) . . . . ? C14 C13 C17 O17 -0.5(8) . . . . ? C12 C13 C17 O18 1.1(8) . . . . ? C14 C13 C17 O18 -178.3(5) . . . . ? O8 C8 C21 C22 144.5(5) . . . . ? C3 C8 C21 C22 -33.9(7) . . . . ? O8 C8 C21 C26 -32.1(7) . . . . ? C3 C8 C21 C26 149.6(5) . . . . ? C26 C21 C22 C23 -1.1(7) . . . . ? C8 C21 C22 C23 -177.6(4) . . . . ? C21 C22 C23 C24 -1.3(7) . . . . ? C21 C22 C23 C27 178.0(4) . . . . ? C22 C23 C24 C25 2.4(7) . . . . ? C27 C23 C24 C25 -176.9(5) . . . . ? C23 C24 C25 C26 -1.1(8) . . . . ? C24 C25 C26 C21 -1.3(8) . . . . ? C22 C21 C26 C25 2.4(8) . . . . ? C8 C21 C26 C25 178.9(5) . . . . ? C24 C23 C27 O28 177.3(5) . . . . ? C22 C23 C27 O28 -2.0(7) . . . . ? C24 C23 C27 O27 -3.2(7) . . . . ? C22 C23 C27 O27 177.5(5) . . . . ? O9 C9 C31 C32 145.9(5) . . . . ? C5 C9 C31 C32 -33.3(7) . . . . ? O9 C9 C31 C36 -30.7(7) . . . . ? C5 C9 C31 C36 150.1(5) . . . . ? C36 C31 C32 C33 -0.2(7) . . . . ? C9 C31 C32 C33 -176.8(4) . . . . ? C31 C32 C33 C34 -0.5(7) . . . . ? C31 C32 C33 C37 -178.2(4) . . . . ? C32 C33 C34 C35 0.3(7) . . . . ? C37 C33 C34 C35 177.9(5) . . . . ? C33 C34 C35 C36 0.6(8) . . . . ? C34 C35 C36 C31 -1.2(8) . . . . ? C32 C31 C36 C35 1.0(8) . . . . ? C9 C31 C36 C35 177.7(5) . . . . ? C34 C33 C37 O37 174.2(5) . . . . ? C32 C33 C37 O37 -8.2(7) . . . . ? C34 C33 C37 O38 -5.8(7) . . . . ? C32 C33 C37 O38 171.8(4) . . . . ? O41 C42 N43 C45 174.9(18) . . . . ? O41 C42 N43 C44 2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 23.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.341 _refine_diff_density_min -0.268 _refine_diff_density_rms 0.055 # Attachment '6-polyrotaxane.cif' data_fcp86 _database_code_depnum_ccdc_archive 'CCDC 715818' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H18 O9' _chemical_formula_sum 'C30 H18 O9' _chemical_formula_weight 522.44 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 Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4264(8) _cell_length_b 11.3620(12) _cell_length_c 15.2805(16) _cell_angle_alpha 103.301(5) _cell_angle_beta 94.507(5) _cell_angle_gamma 108.265(5) _cell_volume 1175.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 5259 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour 'pale orange' _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.9593 _exptl_absorpt_correction_T_max 0.9772 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 'Nonius KappaCCD' _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28836 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.4 _diffrn_reflns_theta_max 25.0 _reflns_number_total 4135 _reflns_number_gt 3069 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV< 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXTL v6.2 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL v6.2 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.2 (Sheldrick, 2008)' _computing_publication_material 'SHELXTL v6.2 (Sheldrick, 2008)' _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. Data above 25 degrees theta were excluded from the final cycles of refinement due to the paucity of data above the noise level. Several low angle reflections were excluded due to beam-stop shadowing effects. ; _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^)+(0.0725P)^2^+0.2722P] 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 4135 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0672 _refine_ls_R_factor_gt 0.0464 _refine_ls_wR_factor_ref 0.1331 _refine_ls_wR_factor_gt 0.1182 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.8009(3) -0.05206(18) 0.60156(13) 0.0318(5) Uani 1 1 d . . . C2 C 0.9789(3) -0.04269(18) 0.64499(13) 0.0324(5) Uani 1 1 d . . . H2 H 1.0853 0.0345 0.6549 0.039 Uiso 1 1 calc R . . C3 C 1.0023(3) -0.14506(18) 0.67390(13) 0.0318(5) Uani 1 1 d . . . C4 C 0.8433(3) -0.25581(18) 0.66109(13) 0.0308(4) Uani 1 1 d . . . H4 H 0.8589 -0.3272 0.6791 0.037 Uiso 1 1 calc R . . C5 C 0.6622(3) -0.26445(18) 0.62260(13) 0.0309(4) Uani 1 1 d . . . C6 C 0.6428(3) -0.16282(18) 0.59063(13) 0.0325(5) Uani 1 1 d . . . H6 H 0.5212 -0.1692 0.5613 0.039 Uiso 1 1 calc R . . C7 C 0.7793(3) 0.05176(19) 0.55974(14) 0.0335(5) Uani 1 1 d . . . O7 O 0.6973(2) 0.02170(14) 0.48110(10) 0.0440(4) Uani 1 1 d . . . C8 C 1.1905(3) -0.14775(19) 0.71457(14) 0.0353(5) Uani 1 1 d . . . O8 O 1.2303(2) -0.24495(14) 0.68776(12) 0.0520(4) Uani 1 1 d . . . C9 C 0.4925(3) -0.38641(19) 0.60645(14) 0.0334(5) Uani 1 1 d . . . O9 O 0.3607(2) -0.41410(14) 0.54404(10) 0.0436(4) Uani 1 1 d . . . C11 C 0.8629(3) 0.18926(19) 0.61411(14) 0.0322(5) Uani 1 1 d . . . C12 C 0.9202(3) 0.22471(18) 0.70799(14) 0.0329(5) Uani 1 1 d . . . H12 H 0.9045 0.1602 0.7396 0.039 Uiso 1 1 calc R . . C13 C 1.0000(3) 0.35318(18) 0.75576(14) 0.0334(5) Uani 1 1 d . . . C14 C 1.0202(3) 0.44801(19) 0.70965(15) 0.0372(5) Uani 1 1 d . . . H14 H 1.0760 0.5363 0.7421 0.045 Uiso 1 1 calc R . . C15 C 0.9589(3) 0.4134(2) 0.61672(15) 0.0381(5) Uani 1 1 d . . . H15 H 0.9700 0.4782 0.5857 0.046 Uiso 1 1 calc R . . C16 C 0.8816(3) 0.28519(19) 0.56856(14) 0.0359(5) Uani 1 1 d . . . H16 H 0.8411 0.2621 0.5045 0.043 Uiso 1 1 calc R . . C17 C 1.0707(3) 0.38873(19) 0.85460(15) 0.0390(5) Uani 1 1 d . . . O17 O 1.0585(2) 0.30349(14) 0.89549(10) 0.0477(4) Uani 1 1 d . . . O18 O 1.1460(3) 0.51020(14) 0.89407(11) 0.0571(5) Uani 1 1 d . . . H18 H 1.1984 0.5212 0.9475 0.086 Uiso 1 1 calc R . . C21 C 1.3190(3) -0.03958(18) 0.79102(14) 0.0327(5) Uani 1 1 d . . . C22 C 1.4947(3) -0.04740(19) 0.82365(14) 0.0352(5) Uani 1 1 d . . . H22 H 1.5345 -0.1151 0.7925 0.042 Uiso 1 1 calc R . . C23 C 1.6115(3) 0.04258(19) 0.90091(14) 0.0362(5) Uani 1 1 d . . . C24 C 1.5549(3) 0.1427(2) 0.94600(15) 0.0420(5) Uani 1 1 d . . . H24 H 1.6352 0.2052 0.9986 0.050 Uiso 1 1 calc R . . C25 C 1.3807(3) 0.1511(2) 0.91396(15) 0.0423(5) Uani 1 1 d . . . H25 H 1.3418 0.2195 0.9448 0.051 Uiso 1 1 calc R . . C26 C 1.2632(3) 0.06049(19) 0.83728(14) 0.0363(5) Uani 1 1 d . . . H26 H 1.1436 0.0666 0.8161 0.044 Uiso 1 1 calc R . . C27 C 1.7888(3) 0.0273(2) 0.93943(15) 0.0391(5) Uani 1 1 d . . . O27 O 1.8330(2) -0.06807(16) 0.89886(11) 0.0529(4) Uani 1 1 d . . . O28 O 1.8846(2) 0.10852(15) 1.01323(11) 0.0531(4) Uani 1 1 d . . . H28 H 1.9714 0.0841 1.0332 0.080 Uiso 1 1 calc R . . C31 C 0.4960(3) -0.47659(18) 0.66359(14) 0.0327(5) Uani 1 1 d . . . C32 C 0.5811(3) -0.43579(18) 0.75431(13) 0.0326(5) Uani 1 1 d . . . H32 H 0.6333 -0.3465 0.7845 0.039 Uiso 1 1 calc R . . C33 C 0.5900(3) -0.52604(19) 0.80106(14) 0.0343(5) Uani 1 1 d . . . C34 C 0.5139(3) -0.65695(19) 0.75684(14) 0.0394(5) Uani 1 1 d . . . H34 H 0.5231 -0.7183 0.7884 0.047 Uiso 1 1 calc R . . C35 C 0.4254(3) -0.69736(19) 0.66723(14) 0.0398(5) Uani 1 1 d . . . H35 H 0.3724 -0.7867 0.6371 0.048 Uiso 1 1 calc R . . C36 C 0.4137(3) -0.60830(19) 0.62144(14) 0.0366(5) Uani 1 1 d . . . H36 H 0.3488 -0.6368 0.5603 0.044 Uiso 1 1 calc R . . C37 C 0.6892(3) -0.4852(2) 0.89607(15) 0.0405(5) Uani 1 1 d . . . O37 O 0.6927(3) -0.56644(15) 0.93772(11) 0.0650(5) Uani 1 1 d . . . O38 O 0.7742(2) -0.36309(13) 0.93168(11) 0.0513(4) Uani 1 1 d . . . H38 H 0.8343 -0.3504 0.9838 0.077 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 C1 0.0328(11) 0.0276(10) 0.0295(11) 0.0045(8) -0.0012(9) 0.0068(8) C2 0.0307(11) 0.0288(10) 0.0320(11) 0.0059(8) 0.0007(9) 0.0051(8) C3 0.0292(10) 0.0310(10) 0.0313(11) 0.0041(8) 0.0012(8) 0.0090(8) C4 0.0323(11) 0.0271(10) 0.0305(11) 0.0056(8) 0.0007(9) 0.0095(8) C5 0.0293(10) 0.0291(10) 0.0300(11) 0.0053(8) 0.0003(9) 0.0071(8) C6 0.0292(11) 0.0353(11) 0.0295(11) 0.0050(8) -0.0016(8) 0.0105(9) C7 0.0297(11) 0.0345(11) 0.0328(12) 0.0083(9) -0.0002(9) 0.0082(9) O7 0.0465(9) 0.0418(8) 0.0375(9) 0.0111(7) -0.0057(7) 0.0095(7) C8 0.0302(11) 0.0327(11) 0.0416(12) 0.0095(9) 0.0032(9) 0.0100(9) O8 0.0418(9) 0.0396(9) 0.0669(11) -0.0009(8) -0.0079(8) 0.0183(7) C9 0.0289(11) 0.0334(11) 0.0328(11) 0.0048(8) 0.0001(9) 0.0075(9) O9 0.0339(8) 0.0441(8) 0.0441(9) 0.0127(7) -0.0075(7) 0.0040(7) C11 0.0285(10) 0.0342(11) 0.0355(12) 0.0126(8) 0.0018(9) 0.0114(8) C12 0.0327(11) 0.0310(10) 0.0378(12) 0.0131(9) 0.0021(9) 0.0127(9) C13 0.0346(11) 0.0324(10) 0.0344(11) 0.0090(8) 0.0023(9) 0.0139(9) C14 0.0362(12) 0.0295(10) 0.0455(13) 0.0101(9) 0.0010(10) 0.0120(9) C15 0.0395(12) 0.0374(11) 0.0418(13) 0.0183(9) 0.0024(10) 0.0148(9) C16 0.0349(11) 0.0398(11) 0.0342(12) 0.0128(9) 0.0005(9) 0.0136(9) C17 0.0467(13) 0.0324(11) 0.0383(12) 0.0071(9) 0.0023(10) 0.0169(10) O17 0.0678(11) 0.0380(8) 0.0358(8) 0.0099(7) -0.0043(8) 0.0190(8) O18 0.0883(13) 0.0335(8) 0.0402(9) 0.0032(7) -0.0091(9) 0.0175(9) C21 0.0267(10) 0.0334(11) 0.0371(12) 0.0131(9) 0.0015(9) 0.0074(9) C22 0.0309(11) 0.0376(11) 0.0379(12) 0.0123(9) 0.0020(9) 0.0121(9) C23 0.0309(11) 0.0379(11) 0.0382(12) 0.0158(9) -0.0017(9) 0.0074(9) C24 0.0433(13) 0.0354(11) 0.0404(13) 0.0096(9) -0.0044(10) 0.0071(10) C25 0.0440(13) 0.0365(11) 0.0424(13) 0.0052(9) -0.0016(10) 0.0143(10) C26 0.0298(11) 0.0369(11) 0.0412(12) 0.0121(9) -0.0001(9) 0.0103(9) C27 0.0308(11) 0.0417(12) 0.0403(13) 0.0148(10) -0.0015(10) 0.0052(10) O27 0.0424(9) 0.0672(11) 0.0503(10) 0.0120(8) -0.0031(8) 0.0256(8) O28 0.0406(9) 0.0549(10) 0.0564(11) 0.0178(8) -0.0152(8) 0.0098(8) C31 0.0272(10) 0.0320(10) 0.0351(11) 0.0070(8) 0.0040(9) 0.0068(8) C32 0.0309(11) 0.0286(10) 0.0335(11) 0.0043(8) 0.0039(9) 0.0067(8) C33 0.0342(11) 0.0328(11) 0.0337(11) 0.0081(9) 0.0054(9) 0.0092(9) C34 0.0441(13) 0.0324(11) 0.0373(12) 0.0098(9) 0.0062(10) 0.0068(10) C35 0.0425(12) 0.0276(10) 0.0390(12) 0.0046(9) 0.0054(10) 0.0015(9) C36 0.0330(11) 0.0352(11) 0.0326(11) 0.0041(9) 0.0031(9) 0.0035(9) C37 0.0470(13) 0.0334(12) 0.0372(12) 0.0089(9) 0.0017(10) 0.0101(10) O37 0.0984(15) 0.0389(9) 0.0437(10) 0.0146(8) -0.0131(9) 0.0080(9) O38 0.0687(11) 0.0330(8) 0.0406(9) 0.0010(7) -0.0136(8) 0.0132(8) _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 C2 1.393(3) . ? C1 C6 1.392(3) . ? C1 C7 1.508(3) . ? C2 C3 1.389(3) . ? C2 H2 0.9500 . ? C3 C4 1.391(3) . ? C3 C8 1.497(3) . ? C4 C5 1.389(3) . ? C4 H4 0.9500 . ? C5 C6 1.395(3) . ? C5 C9 1.506(3) . ? C6 H6 0.9500 . ? C7 O7 1.224(2) . ? C7 C11 1.493(3) . ? C8 O8 1.221(2) . ? C8 C21 1.488(3) . ? C9 O9 1.220(2) . ? C9 C31 1.496(3) . ? C11 C12 1.390(3) . ? C11 C16 1.400(3) . ? C12 C13 1.384(3) . ? C12 H12 0.9500 . ? C13 C14 1.394(3) . ? C13 C17 1.477(3) . ? C14 C15 1.381(3) . ? C14 H14 0.9500 . ? C15 C16 1.382(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 O17 1.252(2) . ? C17 O18 1.289(2) . ? O18 H18 0.8400 . ? C21 C26 1.391(3) . ? C21 C22 1.396(3) . ? C22 C23 1.385(3) . ? C22 H22 0.9500 . ? C23 C24 1.390(3) . ? C23 C27 1.476(3) . ? C24 C25 1.386(3) . ? C24 H24 0.9500 . ? C25 C26 1.384(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 O28 1.270(3) . ? C27 O27 1.270(3) . ? O28 H28 0.8400 . ? C31 C32 1.385(3) . ? C31 C36 1.396(3) . ? C32 C33 1.392(3) . ? C32 H32 0.9500 . ? C33 C34 1.392(3) . ? C33 C37 1.474(3) . ? C34 C35 1.378(3) . ? C34 H34 0.9500 . ? C35 C36 1.376(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 O37 1.241(3) . ? C37 O38 1.292(2) . ? O38 H38 0.8400 . ? 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 C2 C1 C6 119.73(18) . . ? C2 C1 C7 121.05(17) . . ? C6 C1 C7 119.06(18) . . ? C3 C2 C1 120.67(17) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 118.76(18) . . ? C2 C3 C8 124.47(17) . . ? C4 C3 C8 116.70(17) . . ? C5 C4 C3 121.49(18) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 118.92(17) . . ? C4 C5 C9 120.94(17) . . ? C6 C5 C9 119.85(18) . . ? C1 C6 C5 120.26(18) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? O7 C7 C11 121.30(18) . . ? O7 C7 C1 119.22(17) . . ? C11 C7 C1 119.45(17) . . ? O8 C8 C21 120.42(18) . . ? O8 C8 C3 118.26(18) . . ? C21 C8 C3 121.12(17) . . ? O9 C9 C31 121.00(17) . . ? O9 C9 C5 120.05(18) . . ? C31 C9 C5 118.80(17) . . ? C12 C11 C16 119.24(18) . . ? C12 C11 C7 122.26(17) . . ? C16 C11 C7 118.49(18) . . ? C13 C12 C11 120.54(18) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 119.79(19) . . ? C12 C13 C17 119.70(17) . . ? C14 C13 C17 120.46(18) . . ? C15 C14 C13 119.92(19) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.46(18) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 120.02(19) . . ? C15 C16 H16 120.0 . . ? C11 C16 H16 120.0 . . ? O17 C17 O18 123.4(2) . . ? O17 C17 C13 120.50(18) . . ? O18 C17 C13 116.09(18) . . ? C17 O18 H18 109.5 . . ? C26 C21 C22 118.87(19) . . ? C26 C21 C8 122.94(18) . . ? C22 C21 C8 117.79(18) . . ? C23 C22 C21 120.71(19) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C22 C23 C24 119.83(19) . . ? C22 C23 C27 120.32(19) . . ? C24 C23 C27 119.70(19) . . ? C25 C24 C23 119.8(2) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C26 C25 C24 120.3(2) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C25 C26 C21 120.47(19) . . ? C25 C26 H26 119.8 . . ? C21 C26 H26 119.8 . . ? O28 C27 O27 123.9(2) . . ? O28 C27 C23 117.6(2) . . ? O27 C27 C23 118.39(19) . . ? C27 O28 H28 109.5 . . ? C32 C31 C36 119.18(18) . . ? C32 C31 C9 123.33(17) . . ? C36 C31 C9 117.46(18) . . ? C31 C32 C33 119.80(18) . . ? C31 C32 H32 120.1 . . ? C33 C32 H32 120.1 . . ? C34 C33 C32 120.19(19) . . ? C34 C33 C37 118.83(18) . . ? C32 C33 C37 120.89(17) . . ? C35 C34 C33 119.90(19) . . ? C35 C34 H34 120.1 . . ? C33 C34 H34 120.1 . . ? C36 C35 C34 119.94(19) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? C35 C36 C31 120.90(19) . . ? C35 C36 H36 119.5 . . ? C31 C36 H36 119.5 . . ? O37 C37 O38 122.7(2) . . ? O37 C37 C33 120.33(18) . . ? O38 C37 C33 116.92(18) . . ? C37 O38 H38 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 C6 C1 C2 C3 2.9(3) . . . . ? C7 C1 C2 C3 -172.44(18) . . . . ? C1 C2 C3 C4 -1.9(3) . . . . ? C1 C2 C3 C8 175.11(19) . . . . ? C2 C3 C4 C5 -1.8(3) . . . . ? C8 C3 C4 C5 -179.02(18) . . . . ? C3 C4 C5 C6 4.4(3) . . . . ? C3 C4 C5 C9 178.10(19) . . . . ? C2 C1 C6 C5 -0.3(3) . . . . ? C7 C1 C6 C5 175.15(18) . . . . ? C4 C5 C6 C1 -3.3(3) . . . . ? C9 C5 C6 C1 -177.08(18) . . . . ? C2 C1 C7 O7 129.5(2) . . . . ? C6 C1 C7 O7 -45.9(3) . . . . ? C2 C1 C7 C11 -48.9(3) . . . . ? C6 C1 C7 C11 135.70(19) . . . . ? C2 C3 C8 O8 -134.7(2) . . . . ? C4 C3 C8 O8 42.3(3) . . . . ? C2 C3 C8 C21 50.3(3) . . . . ? C4 C3 C8 C21 -132.7(2) . . . . ? C4 C5 C9 O9 -150.8(2) . . . . ? C6 C5 C9 O9 22.9(3) . . . . ? C4 C5 C9 C31 24.7(3) . . . . ? C6 C5 C9 C31 -161.62(18) . . . . ? O7 C7 C11 C12 166.2(2) . . . . ? C1 C7 C11 C12 -15.4(3) . . . . ? O7 C7 C11 C16 -13.1(3) . . . . ? C1 C7 C11 C16 165.30(18) . . . . ? C16 C11 C12 C13 -1.8(3) . . . . ? C7 C11 C12 C13 178.88(19) . . . . ? C11 C12 C13 C14 1.1(3) . . . . ? C11 C12 C13 C17 -176.34(19) . . . . ? C12 C13 C14 C15 0.6(3) . . . . ? C17 C13 C14 C15 177.99(19) . . . . ? C13 C14 C15 C16 -1.5(3) . . . . ? C14 C15 C16 C11 0.7(3) . . . . ? C12 C11 C16 C15 0.9(3) . . . . ? C7 C11 C16 C15 -179.78(19) . . . . ? C12 C13 C17 O17 -0.2(3) . . . . ? C14 C13 C17 O17 -177.6(2) . . . . ? C12 C13 C17 O18 178.9(2) . . . . ? C14 C13 C17 O18 1.5(3) . . . . ? O8 C8 C21 C26 -165.8(2) . . . . ? C3 C8 C21 C26 9.1(3) . . . . ? O8 C8 C21 C22 6.9(3) . . . . ? C3 C8 C21 C22 -178.24(18) . . . . ? C26 C21 C22 C23 0.2(3) . . . . ? C8 C21 C22 C23 -172.83(19) . . . . ? C21 C22 C23 C24 -0.8(3) . . . . ? C21 C22 C23 C27 174.74(18) . . . . ? C22 C23 C24 C25 0.7(3) . . . . ? C27 C23 C24 C25 -174.82(19) . . . . ? C23 C24 C25 C26 -0.1(3) . . . . ? C24 C25 C26 C21 -0.5(3) . . . . ? C22 C21 C26 C25 0.5(3) . . . . ? C8 C21 C26 C25 173.08(19) . . . . ? C22 C23 C27 O28 -176.01(19) . . . . ? C24 C23 C27 O28 -0.5(3) . . . . ? C22 C23 C27 O27 1.6(3) . . . . ? C24 C23 C27 O27 177.1(2) . . . . ? O9 C9 C31 C32 -149.9(2) . . . . ? C5 C9 C31 C32 34.6(3) . . . . ? O9 C9 C31 C36 32.1(3) . . . . ? C5 C9 C31 C36 -143.42(19) . . . . ? C36 C31 C32 C33 2.4(3) . . . . ? C9 C31 C32 C33 -175.56(19) . . . . ? C31 C32 C33 C34 0.1(3) . . . . ? C31 C32 C33 C37 176.58(19) . . . . ? C32 C33 C34 C35 -1.6(3) . . . . ? C37 C33 C34 C35 -178.1(2) . . . . ? C33 C34 C35 C36 0.5(3) . . . . ? C34 C35 C36 C31 2.1(3) . . . . ? C32 C31 C36 C35 -3.5(3) . . . . ? C9 C31 C36 C35 174.54(19) . . . . ? C34 C33 C37 O37 -5.0(3) . . . . ? C32 C33 C37 O37 178.5(2) . . . . ? C34 C33 C37 O38 173.3(2) . . . . ? C32 C33 C37 O38 -3.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.0 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.185 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.048