# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'L. Barbour' 'Jerry L. Atwood' 'Gareth O. Lloyd' _publ_contact_author_name 'Dr L Barbour' _publ_contact_author_address ; Department of Chemistry University of Stellenbosch 7602 Matieland Stellenbosch 7602 SOUTH AFRICA ; _publ_contact_author_email LJB@SUN.AC.ZA _publ_requested_journal 'Chemical Communications' _publ_section_title ; Water-assisted self-assembly of harmonic single and triple helices in a polymeric coordination complex ; data_Barbour.CIF _database_code_depnum_ccdc_archive 'CCDC 260452' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common TripleHelix _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H24 Cd N4 O7' _chemical_formula_weight 544.83 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.332(12) _cell_length_b 10.334(10) _cell_length_c 16.890(17) _cell_angle_alpha 90.00 _cell_angle_beta 102.652(16) _cell_angle_gamma 90.00 _cell_volume 2100(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.723 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8113 _exptl_absorpt_correction_T_max 0.8987 _exptl_absorpt_process_details ? _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 150(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 'Bruker SMART Apex CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 12333 _diffrn_reflns_av_R_equivalents 0.0562 _diffrn_reflns_av_sigmaI/netI 0.0731 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 28.26 _reflns_number_total 4817 _reflns_number_gt 3717 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0767P)^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 4817 _refine_ls_number_parameters 297 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1341 _refine_ls_wR_factor_gt 0.1268 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.021 _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 Cd1 Cd 0.92289(2) 0.18320(3) 0.259181(18) 0.01724(12) Uani 1 1 d . . . O1B O 0.9207(3) 0.3326(3) 0.14340(19) 0.0233(7) Uani 1 1 d . . . O8B O 0.5121(2) 0.5222(3) 0.13327(18) 0.0227(7) Uani 1 1 d . . . O3B O 0.7652(3) 0.2732(3) 0.17725(19) 0.0235(7) Uani 1 1 d . . . O1W O 1.1084(3) 0.1910(3) 0.2576(2) 0.0263(7) Uani 1 1 d D . . C5A C 0.9844(4) 0.5970(4) 0.3605(3) 0.0225(9) Uani 1 1 d . . . H5A H 0.9529 0.6792 0.3438 0.027 Uiso 1 1 calc R . . O7B O 0.6878(2) 0.5797(3) 0.16350(19) 0.0228(7) Uani 1 1 d . . . N20A N 1.5790(3) 1.5037(3) 0.3273(2) 0.0209(8) Uani 1 1 d . . . C6B C 0.6096(3) 0.5130(4) 0.1226(2) 0.0163(8) Uani 1 1 d . . . C2B C 0.8162(4) 0.3322(4) 0.1314(3) 0.0186(9) Uani 1 1 d . . . N3A N 0.9737(3) 0.3654(4) 0.3449(2) 0.0240(8) Uani 1 1 d . . . C5B C 0.6307(3) 0.4224(4) 0.0576(3) 0.0186(9) Uani 1 1 d . . . H5B1 H 0.5929 0.4568 0.0040 0.022 Uiso 1 1 calc R . . H5B2 H 0.5972 0.3373 0.0647 0.022 Uiso 1 1 calc R . . C4A C 0.9349(4) 0.4848(4) 0.3238(3) 0.0241(10) Uani 1 1 d . . . H4A H 0.8702 0.4931 0.2816 0.029 Uiso 1 1 calc R . . C6A C 1.0799(4) 0.5886(4) 0.4214(3) 0.0215(9) Uani 1 1 d . . . C22A C 1.6086(4) 1.2764(5) 0.3547(3) 0.0226(9) Uani 1 1 d . . . H22A H 1.6445 1.1985 0.3449 0.027 Uiso 1 1 calc R . . C1A C 1.1200(4) 0.4650(4) 0.4448(3) 0.0258(10) Uani 1 1 d . . . H1A H 1.1836 0.4540 0.4876 0.031 Uiso 1 1 calc R . . C21A C 1.6259(4) 1.3902(4) 0.3158(3) 0.0235(10) Uani 1 1 d . . . H21A H 1.6737 1.3875 0.2787 0.028 Uiso 1 1 calc R . . C19A C 1.5121(4) 1.5046(4) 0.3800(3) 0.0276(10) Uani 1 1 d . . . H19A H 1.4789 1.5841 0.3902 0.033 Uiso 1 1 calc R . . C4B C 0.7521(3) 0.4031(4) 0.0583(3) 0.0198(9) Uani 1 1 d . . . H4B1 H 0.7582 0.3545 0.0089 0.024 Uiso 1 1 calc R . . H4B2 H 0.7868 0.4889 0.0555 0.024 Uiso 1 1 calc R . . C18A C 1.4892(4) 1.3946(5) 0.4203(3) 0.0247(10) Uani 1 1 d . . . H18A H 1.4399 1.3994 0.4562 0.030 Uiso 1 1 calc R . . N15A N 1.4617(3) 1.0585(3) 0.3932(2) 0.0217(8) Uani 1 1 d . . . H15A H 1.5007 0.9910 0.3840 0.026 Uiso 1 1 calc R . . O14A O 1.2965(3) 1.1589(3) 0.36907(19) 0.0244(7) Uani 1 1 d . . . C13A C 1.3554(4) 1.0708(4) 0.3532(3) 0.0199(9) Uani 1 1 d . . . C16A C 1.5128(4) 1.1560(4) 0.4517(3) 0.0230(10) Uani 1 1 d . . . H16A H 1.5827 1.1215 0.4854 0.028 Uiso 1 1 calc R . . H16B H 1.4621 1.1770 0.4880 0.028 Uiso 1 1 calc R . . N8A N 1.1453(3) 0.8102(3) 0.4047(2) 0.0232(8) Uani 1 1 d . . . H8A H 1.0983 0.8754 0.3988 0.028 Uiso 1 1 calc R . . C17A C 1.5377(4) 1.2787(4) 0.4085(3) 0.0194(9) Uani 1 1 d . . . C7A C 1.1372(4) 0.7084(4) 0.4623(3) 0.0241(10) Uani 1 1 d . . . H7A1 H 1.0953 0.7412 0.5019 0.029 Uiso 1 1 calc R . . H7A2 H 1.2128 0.6850 0.4926 0.029 Uiso 1 1 calc R . . C2A C 1.0653(4) 0.3579(5) 0.4046(3) 0.0280(10) Uani 1 1 d . . . H2A H 1.0947 0.2746 0.4203 0.034 Uiso 1 1 calc R . . O10A O 1.2980(3) 0.7246(3) 0.3729(2) 0.0283(7) Uani 1 1 d . . . C9A C 1.2234(4) 0.8068(4) 0.3599(3) 0.0228(9) Uani 1 1 d . . . C11A C 1.2099(4) 0.9030(4) 0.2925(3) 0.0241(10) Uani 1 1 d . . . H11A H 1.1544 0.9683 0.3002 0.029 Uiso 1 1 calc R . . H11B H 1.1796 0.8577 0.2407 0.029 Uiso 1 1 calc R . . C12A C 1.3156(4) 0.9726(4) 0.2853(3) 0.0224(9) Uani 1 1 d . . . H12A H 1.3025 1.0180 0.2324 0.027 Uiso 1 1 calc R . . H12B H 1.3749 0.9079 0.2860 0.027 Uiso 1 1 calc R . . H1W1 H 1.130(4) 0.208(6) 0.2052(16) 0.06(2) Uiso 1 1 d D . . H2W1 H 1.177(3) 0.170(5) 0.300(2) 0.048(18) 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 Cd1 0.01758(18) 0.01602(18) 0.01817(18) 0.00143(12) 0.00400(13) 0.00081(12) O1B 0.0171(15) 0.0274(17) 0.0244(17) 0.0020(13) 0.0026(13) 0.0000(13) O8B 0.0170(15) 0.0306(17) 0.0201(16) -0.0063(13) 0.0031(13) 0.0017(13) O3B 0.0196(16) 0.0264(16) 0.0249(17) 0.0058(13) 0.0055(14) 0.0028(13) O1W 0.0209(16) 0.0309(19) 0.0285(18) 0.0060(14) 0.0085(14) -0.0010(14) C5A 0.024(2) 0.021(2) 0.024(2) -0.0008(18) 0.0064(19) 0.0045(18) O7B 0.0201(15) 0.0238(16) 0.0249(16) -0.0075(13) 0.0056(13) -0.0053(13) N20A 0.0243(19) 0.0215(19) 0.0162(18) -0.0018(14) 0.0028(16) -0.0012(15) C6B 0.020(2) 0.016(2) 0.0134(19) 0.0029(15) 0.0048(17) 0.0028(16) C2B 0.021(2) 0.016(2) 0.019(2) -0.0039(16) 0.0051(18) 0.0016(17) N3A 0.025(2) 0.026(2) 0.0218(19) 0.0022(16) 0.0067(17) 0.0003(17) C5B 0.015(2) 0.021(2) 0.017(2) -0.0012(16) -0.0017(17) 0.0003(17) C4A 0.021(2) 0.028(2) 0.023(2) 0.0000(19) 0.0030(19) 0.0049(19) C6A 0.023(2) 0.024(2) 0.020(2) -0.0017(17) 0.0087(19) -0.0009(18) C22A 0.021(2) 0.024(2) 0.021(2) 0.0004(18) 0.0017(19) 0.0044(18) C1A 0.024(2) 0.028(2) 0.025(2) 0.0027(19) 0.005(2) -0.0010(19) C21A 0.023(2) 0.027(2) 0.021(2) 0.0023(18) 0.0067(19) 0.0037(19) C19A 0.037(3) 0.021(2) 0.027(3) -0.0017(19) 0.011(2) 0.004(2) C4B 0.020(2) 0.026(2) 0.014(2) -0.0008(17) 0.0054(17) 0.0000(18) C18A 0.029(2) 0.033(3) 0.016(2) -0.0029(18) 0.0112(19) 0.002(2) N15A 0.0217(18) 0.0202(19) 0.0215(19) 0.0022(15) 0.0010(16) 0.0015(15) O14A 0.0229(16) 0.0262(17) 0.0245(17) -0.0011(13) 0.0061(14) 0.0051(13) C13A 0.021(2) 0.021(2) 0.018(2) 0.0026(17) 0.0048(18) -0.0018(18) C16A 0.024(2) 0.023(2) 0.019(2) 0.0032(18) 0.0007(19) 0.0007(18) N8A 0.025(2) 0.0174(18) 0.030(2) 0.0003(15) 0.0112(17) 0.0023(15) C17A 0.018(2) 0.022(2) 0.015(2) -0.0007(17) -0.0024(17) -0.0001(17) C7A 0.026(2) 0.028(2) 0.020(2) -0.0007(18) 0.0079(19) 0.0005(19) C2A 0.031(3) 0.026(2) 0.028(2) 0.007(2) 0.008(2) 0.004(2) O10A 0.0272(18) 0.0319(18) 0.0277(18) 0.0049(14) 0.0104(15) 0.0103(15) C9A 0.020(2) 0.025(2) 0.024(2) -0.0032(18) 0.0052(19) -0.0032(19) C11A 0.025(2) 0.024(2) 0.024(2) 0.0010(18) 0.0056(19) 0.0003(19) C12A 0.024(2) 0.021(2) 0.025(2) 0.0031(17) 0.0107(19) 0.0010(18) _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 Cd1 O1W 2.296(4) . ? Cd1 O3B 2.321(3) . ? Cd1 O7B 2.344(3) 2_645 ? Cd1 N20A 2.359(4) 2_735 ? Cd1 N3A 2.374(4) . ? Cd1 O8B 2.464(3) 2_645 ? Cd1 O1B 2.487(4) . ? Cd1 C2B 2.741(5) . ? Cd1 C6B 2.756(4) 2_645 ? O1B C2B 1.260(5) . ? O8B C6B 1.258(5) . ? O8B Cd1 2.464(3) 2_655 ? O3B C2B 1.257(5) . ? C5A C6A 1.387(6) . ? C5A C4A 1.391(6) . ? O7B C6B 1.261(5) . ? O7B Cd1 2.344(3) 2_655 ? N20A C19A 1.340(6) . ? N20A C21A 1.340(6) . ? N20A Cd1 2.359(4) 2_765 ? C6B C5B 1.507(6) . ? C6B Cd1 2.756(4) 2_655 ? C2B C4B 1.504(6) . ? N3A C2A 1.342(6) . ? N3A C4A 1.344(6) . ? C5B C4B 1.508(6) . ? C6A C1A 1.395(6) . ? C6A C7A 1.515(6) . ? C22A C21A 1.386(7) . ? C22A C17A 1.393(6) . ? C1A C2A 1.393(7) . ? C19A C18A 1.385(7) . ? C18A C17A 1.373(6) . ? N15A C13A 1.344(6) . ? N15A C16A 1.454(6) . ? O14A C13A 1.230(5) . ? C13A C12A 1.530(6) . ? C16A C17A 1.527(6) . ? N8A C9A 1.348(6) . ? N8A C7A 1.452(6) . ? O10A C9A 1.237(5) . ? C9A C11A 1.493(6) . ? C11A C12A 1.517(6) . ? 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 O1W Cd1 O3B 133.34(12) . . ? O1W Cd1 O7B 136.58(11) . 2_645 ? O3B Cd1 O7B 90.05(12) . 2_645 ? O1W Cd1 N20A 83.99(13) . 2_735 ? O3B Cd1 N20A 93.02(13) . 2_735 ? O7B Cd1 N20A 93.34(13) 2_645 2_735 ? O1W Cd1 N3A 81.29(13) . . ? O3B Cd1 N3A 96.92(13) . . ? O7B Cd1 N3A 97.48(13) 2_645 . ? N20A Cd1 N3A 165.28(13) 2_735 . ? O1W Cd1 O8B 82.42(11) . 2_645 ? O3B Cd1 O8B 143.63(10) . 2_645 ? O7B Cd1 O8B 54.30(11) 2_645 2_645 ? N20A Cd1 O8B 83.29(14) 2_735 2_645 ? N3A Cd1 O8B 94.93(14) . 2_645 ? O1W Cd1 O1B 78.94(11) . . ? O3B Cd1 O1B 54.46(11) . . ? O7B Cd1 O1B 144.49(10) 2_645 . ? N20A Cd1 O1B 90.24(14) 2_735 . ? N3A Cd1 O1B 86.75(14) . . ? O8B Cd1 O1B 160.82(10) 2_645 . ? O1W Cd1 C2B 106.18(13) . . ? O3B Cd1 C2B 27.16(12) . . ? O7B Cd1 C2B 117.21(13) 2_645 . ? N20A Cd1 C2B 90.92(14) 2_735 . ? N3A Cd1 C2B 92.98(14) . . ? O8B Cd1 C2B 169.13(12) 2_645 . ? O1B Cd1 C2B 27.33(12) . . ? O1W Cd1 C6B 109.54(12) . 2_645 ? O3B Cd1 C6B 116.89(13) . 2_645 ? O7B Cd1 C6B 27.13(11) 2_645 2_645 ? N20A Cd1 C6B 87.92(14) 2_735 2_645 ? N3A Cd1 C6B 97.18(14) . 2_645 ? O8B Cd1 C6B 27.17(12) 2_645 2_645 ? O1B Cd1 C6B 171.05(11) . 2_645 ? C2B Cd1 C6B 143.91(13) . 2_645 ? C2B O1B Cd1 87.7(3) . . ? C6B O8B Cd1 89.4(2) . 2_655 ? C2B O3B Cd1 95.4(3) . . ? C6A C5A C4A 119.8(4) . . ? C6B O7B Cd1 94.9(3) . 2_655 ? C19A N20A C21A 116.8(4) . . ? C19A N20A Cd1 118.8(3) . 2_765 ? C21A N20A Cd1 123.0(3) . 2_765 ? O8B C6B O7B 121.3(4) . . ? O8B C6B C5B 118.3(4) . . ? O7B C6B C5B 120.3(4) . . ? O8B C6B Cd1 63.4(2) . 2_655 ? O7B C6B Cd1 57.9(2) . 2_655 ? C5B C6B Cd1 178.1(3) . 2_655 ? O3B C2B O1B 122.3(4) . . ? O3B C2B C4B 119.9(4) . . ? O1B C2B C4B 117.8(4) . . ? O3B C2B Cd1 57.4(2) . . ? O1B C2B Cd1 65.0(2) . . ? C4B C2B Cd1 174.9(3) . . ? C2A N3A C4A 116.4(4) . . ? C2A N3A Cd1 118.6(3) . . ? C4A N3A Cd1 122.4(3) . . ? C6B C5B C4B 114.0(4) . . ? N3A C4A C5A 123.5(4) . . ? C5A C6A C1A 117.3(4) . . ? C5A C6A C7A 121.5(4) . . ? C1A C6A C7A 121.2(4) . . ? C21A C22A C17A 118.6(4) . . ? C2A C1A C6A 119.0(4) . . ? N20A C21A C22A 123.9(4) . . ? N20A C19A C18A 122.8(4) . . ? C2B C4B C5B 114.4(4) . . ? C17A C18A C19A 120.2(4) . . ? C13A N15A C16A 120.4(4) . . ? O14A C13A N15A 121.2(4) . . ? O14A C13A C12A 123.1(4) . . ? N15A C13A C12A 115.6(4) . . ? N15A C16A C17A 110.7(4) . . ? C9A N8A C7A 121.3(4) . . ? C18A C17A C22A 117.7(4) . . ? C18A C17A C16A 121.0(4) . . ? C22A C17A C16A 121.2(4) . . ? N8A C7A C6A 112.4(4) . . ? N3A C2A C1A 124.0(4) . . ? O10A C9A N8A 120.9(4) . . ? O10A C9A C11A 123.1(4) . . ? N8A C9A C11A 115.9(4) . . ? C9A C11A C12A 115.0(4) . . ? C11A C12A C13A 113.3(4) . . ? _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.924 _refine_diff_density_max 2.304 _refine_diff_density_min -0.844 _refine_diff_density_rms 0.169