# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _publ_contact_author_email arc@ipc.iisc.ernet.in _publ_contact_author_name 'Prof. A. R. Chakravarty' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_address ; Dept. of Inorganic and Physical Chemistry, Bangalore-560012, India ; _publ_contact_author_phone 91-80-2932533 _publ_contact_author_fax 91-80-3600-683 _publ_section_title ; Helical supramolecular host with aquapores anchoring alternate molecules of helical water chains ; loop_ _publ_author_name 'Akhil R. Chakravarty' 'Adrindam Mukherjee' 'Munirathinam Nethaji' 'Manas K. Saha' data_[Cu2L{O2CCH=CH(C6H4)p-OH}].2H2O _database_code_depnum_ccdc_archive 'CCDC 222969' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H22 Cu2 N2 O6.2H2O' _chemical_formula_sum 'C26 H26 Cu2 N2 O8' _chemical_formula_weight 621.57 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' Cu Cu 0.3201 1.2651 '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 orthorhombic _symmetry_space_group_name_H-M P21nb _symmetry_Int_Tables_number 33 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, y+1/2, -z+1/2' 'x+1/2, -y, -z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 8.106(3) _cell_length_b 13.166(3) _cell_length_c 25.160(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2685.2(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.62 _cell_measurement_theta_max 24.99 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 1.635 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.6615 _exptl_absorpt_correction_T_max 0.9188 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe ? _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius TurboCAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 4 _diffrn_reflns_number 2545 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0660 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2545 _reflns_number_gt 1799 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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 fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1108P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(4) _refine_ls_number_reflns 2545 _refine_ls_number_parameters 363 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0931 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1669 _refine_ls_wR_factor_gt 0.1399 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 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 Cu1 Cu 0.10635(18) 0.63004(8) 0.25939(4) 0.0398(3) Uani 1 1 d . . . Cu2 Cu -0.10110(19) 0.83775(8) 0.31227(5) 0.0445(3) Uani 1 1 d . . . O1 O 0.2445(10) 0.5130(5) 0.2593(3) 0.0489(19) Uani 1 1 d . . . O2 O -0.0214(10) 0.7518(5) 0.2559(2) 0.0461(18) Uani 1 1 d . . . O3 O -0.1773(10) 0.9279(6) 0.3660(3) 0.059(2) Uani 1 1 d . . . O4 O -0.0521(11) 0.7437(5) 0.3695(3) 0.062(2) Uani 1 1 d . . . O5 O 0.0937(12) 0.6131(5) 0.3348(2) 0.055(2) Uani 1 1 d . . . O6 O -0.0230(10) 0.4530(6) 0.6678(3) 0.059(2) Uani 1 1 d . . . N1 N 0.1023(13) 0.6388(6) 0.1826(3) 0.044(2) Uani 1 1 d . . . N2 N -0.1653(11) 0.9262(7) 0.2546(3) 0.045(2) Uani 1 1 d . . . C1 C 0.2884(14) 0.4577(7) 0.2178(4) 0.044(3) Uani 1 1 d . . . C2 C 0.3829(15) 0.3689(8) 0.2260(5) 0.056(3) Uani 1 1 d . . . H2 H 0.4178 0.3521 0.2601 0.067 Uiso 1 1 calc R . . C3 C 0.423(2) 0.3074(9) 0.1842(5) 0.078(4) Uani 1 1 d . . . H3 H 0.4758 0.2460 0.1914 0.094 Uiso 1 1 calc R . . C4 C 0.391(2) 0.3310(9) 0.1336(5) 0.078(4) Uani 1 1 d . . . H4 H 0.4298 0.2905 0.1060 0.094 Uiso 1 1 calc R . . C5 C 0.2976(17) 0.4189(9) 0.1231(5) 0.065(4) Uani 1 1 d . . . H5 H 0.2703 0.4357 0.0883 0.078 Uiso 1 1 calc R . . C6 C 0.2456(14) 0.4811(8) 0.1651(4) 0.047(3) Uani 1 1 d . . . C7 C 0.1568(13) 0.5734(8) 0.1505(4) 0.046(3) Uani 1 1 d . . . H7 H 0.1390 0.5849 0.1145 0.055 Uiso 1 1 calc R . . C8 C 0.0120(16) 0.7283(7) 0.1648(4) 0.050(3) Uani 1 1 d . . . H8A H 0.0737 0.7614 0.1367 0.060 Uiso 1 1 calc R . . H8B H -0.0935 0.7074 0.1503 0.060 Uiso 1 1 calc R . . C9 C -0.015(2) 0.7993(9) 0.2072(4) 0.068(4) Uani 1 1 d . . . H9 H 0.0926 0.8328 0.2091 0.081 Uiso 1 1 calc R . . C10 C -0.1228(18) 0.8854(8) 0.2016(4) 0.058(3) Uani 1 1 d . . . H10A H -0.2226 0.8651 0.1832 0.069 Uiso 1 1 calc R . . H10B H -0.0687 0.9375 0.1807 0.069 Uiso 1 1 calc R . . C11 C -0.2526(14) 1.0054(7) 0.2576(4) 0.046(3) Uani 1 1 d . . . H11 H -0.2832 1.0366 0.2259 0.055 Uiso 1 1 calc R . . C12 C -0.3094(14) 1.0521(8) 0.3074(5) 0.052(3) Uani 1 1 d . . . C13 C -0.4016(19) 1.1391(8) 0.3047(5) 0.066(4) Uani 1 1 d . . . H13 H -0.4225 1.1667 0.2713 0.079 Uiso 1 1 calc R . . C14 C -0.4646(16) 1.1876(9) 0.3481(6) 0.070(4) Uani 1 1 d . . . H14 H -0.5319 1.2444 0.3446 0.084 Uiso 1 1 calc R . . C15 C -0.4262(16) 1.1505(9) 0.3954(6) 0.074(4) Uani 1 1 d . . . H15 H -0.4663 1.1834 0.4254 0.089 Uiso 1 1 calc R . . C16 C -0.3257(19) 1.0619(9) 0.4026(6) 0.083(4) Uani 1 1 d . . . H16 H -0.2989 1.0384 0.4363 0.099 Uiso 1 1 calc R . . C17 C -0.2685(14) 1.0114(7) 0.3564(4) 0.049(3) Uani 1 1 d . . . C18 C 0.0269(15) 0.6603(8) 0.3730(4) 0.045(3) Uani 1 1 d . . . C19 C 0.0414(17) 0.6165(8) 0.4272(4) 0.059(3) Uani 1 1 d . . . H19 H 0.1140 0.5624 0.4313 0.071 Uiso 1 1 calc R . . C20 C -0.0362(14) 0.6458(7) 0.4690(4) 0.052(3) Uani 1 1 d . . . H20 H -0.1028 0.7029 0.4653 0.063 Uiso 1 1 calc R . . C21 C -0.0313(14) 0.5994(8) 0.5216(4) 0.047(3) Uani 1 1 d . . . C22 C -0.1511(13) 0.6208(7) 0.5599(4) 0.042(3) Uani 1 1 d . . . H22 H -0.2325 0.6684 0.5522 0.051 Uiso 1 1 calc R . . C23 C -0.1519(13) 0.5735(8) 0.6085(4) 0.046(3) Uani 1 1 d . . . H23 H -0.2343 0.5884 0.6330 0.056 Uiso 1 1 calc R . . C24 C -0.0306(14) 0.5038(7) 0.6211(4) 0.045(3) Uani 1 1 d . . . C25 C 0.0947(19) 0.4839(10) 0.5841(4) 0.076(4) Uani 1 1 d . . . H25 H 0.1796 0.4388 0.5920 0.091 Uiso 1 1 calc R . . C26 C 0.0884(17) 0.5337(10) 0.5353(4) 0.080(4) Uani 1 1 d . . . H26 H 0.1717 0.5207 0.5108 0.096 Uiso 1 1 calc R . . O7 O 0.434(2) 0.0937(9) 0.5297(4) 0.144(6) Uani 1 1 d D . . H27 H -0.10(2) 0.433(12) 0.696(6) 0.13(6) Uiso 1 1 d . . . H29A H 0.221(3) 0.108(7) 0.490(5) 0.22(12) Uiso 1 1 d D . . H29B H 0.030(6) 0.158(6) 0.497(5) 0.19(10) Uiso 1 1 d D . . H28A H 0.390(9) 0.073(5) 0.5633(16) 0.03(2) Uiso 1 1 d D . . H28B H 0.45(3) 0.032(5) 0.510(5) 0.32(17) Uiso 1 1 d D . . O8 O 0.104(3) 0.1069(13) 0.4823(5) 0.172(7) Uani 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 Cu1 0.0471(6) 0.0379(5) 0.0345(5) 0.0041(5) 0.0017(7) 0.0024(7) Cu2 0.0566(7) 0.0360(5) 0.0409(6) 0.0046(5) 0.0022(7) 0.0075(7) O1 0.061(5) 0.040(4) 0.046(4) 0.005(3) -0.003(4) 0.004(4) O2 0.062(4) 0.038(4) 0.038(3) 0.006(3) 0.003(4) 0.014(4) O3 0.070(5) 0.056(4) 0.053(4) -0.005(4) 0.006(4) 0.025(4) O4 0.093(7) 0.053(4) 0.040(4) 0.008(3) 0.016(4) 0.021(4) O5 0.081(5) 0.055(4) 0.028(3) 0.006(3) 0.004(4) 0.028(4) O6 0.066(5) 0.066(5) 0.044(4) 0.009(4) -0.007(4) -0.002(4) N1 0.051(5) 0.047(4) 0.034(4) 0.004(3) -0.003(5) -0.006(5) N2 0.053(5) 0.037(5) 0.046(5) 0.010(4) -0.004(4) -0.012(4) C1 0.050(6) 0.038(5) 0.044(6) -0.001(5) 0.009(5) 0.005(5) C2 0.052(7) 0.047(6) 0.070(7) 0.005(5) 0.024(6) 0.026(6) C3 0.095(11) 0.042(6) 0.096(9) -0.008(7) 0.019(9) 0.011(8) C4 0.105(10) 0.054(7) 0.076(8) -0.014(6) 0.018(10) 0.013(9) C5 0.076(9) 0.056(7) 0.063(7) -0.023(6) -0.005(7) 0.009(7) C6 0.055(7) 0.041(6) 0.047(6) -0.006(5) 0.007(6) -0.006(5) C7 0.040(6) 0.051(6) 0.048(6) -0.004(5) -0.007(5) 0.006(5) C8 0.069(8) 0.047(6) 0.034(5) 0.010(4) -0.012(5) 0.010(6) C9 0.113(11) 0.056(6) 0.034(6) 0.003(5) -0.006(7) 0.029(8) C10 0.081(9) 0.045(6) 0.047(6) 0.011(5) -0.008(7) 0.002(7) C11 0.051(6) 0.029(5) 0.059(6) 0.010(5) -0.009(6) 0.007(5) C12 0.047(6) 0.038(6) 0.071(8) -0.003(5) -0.008(6) -0.001(5) C13 0.085(9) 0.033(5) 0.080(8) 0.008(5) -0.032(9) 0.009(7) C14 0.055(7) 0.038(6) 0.117(11) 0.002(7) 0.012(8) 0.010(6) C15 0.059(9) 0.063(8) 0.100(10) -0.006(7) 0.026(8) 0.023(6) C16 0.106(11) 0.051(7) 0.091(9) 0.005(7) 0.050(9) 0.012(8) C17 0.049(6) 0.036(5) 0.064(7) 0.000(5) 0.005(6) -0.003(5) C18 0.056(6) 0.049(6) 0.029(5) 0.003(4) 0.004(5) 0.010(6) C19 0.085(8) 0.055(6) 0.037(6) 0.008(5) 0.005(6) 0.025(7) C20 0.059(7) 0.044(6) 0.054(6) -0.003(5) 0.009(6) 0.004(5) C21 0.046(6) 0.045(6) 0.051(6) 0.005(5) 0.000(5) 0.002(5) C22 0.043(6) 0.035(5) 0.048(6) -0.002(4) -0.004(5) 0.005(4) C23 0.056(7) 0.039(5) 0.044(6) -0.006(5) 0.014(5) -0.002(5) C24 0.056(7) 0.042(5) 0.038(5) 0.000(5) -0.004(5) -0.010(5) C25 0.078(9) 0.098(9) 0.051(6) 0.015(6) 0.009(8) 0.039(9) C26 0.086(10) 0.117(10) 0.037(6) 0.012(6) 0.032(7) 0.048(9) O7 0.260(18) 0.104(8) 0.067(6) 0.013(6) 0.018(10) -0.028(12) O8 0.25(2) 0.176(15) 0.088(8) -0.003(9) 0.014(14) 0.055(16) _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 Cu1 O1 1.905(7) . ? Cu1 O2 1.911(7) . ? Cu1 O5 1.914(6) . ? Cu1 N1 1.935(7) . ? Cu2 O3 1.901(7) . ? Cu2 O2 1.926(7) . ? Cu2 N2 1.932(8) . ? Cu2 O4 1.939(7) . ? O1 C1 1.321(12) . ? O2 C9 1.377(12) . ? O3 C17 1.347(13) . ? O4 C18 1.274(12) . ? O5 C18 1.267(12) . ? O6 C24 1.352(12) . ? N1 C7 1.261(13) . ? N1 C8 1.457(13) . ? N2 C11 1.262(13) . ? N2 C10 1.479(13) . ? C1 C6 1.404(15) . ? C1 C2 1.413(14) . ? C2 C3 1.366(16) . ? C3 C4 1.336(18) . ? C4 C5 1.408(19) . ? C5 C6 1.402(15) . ? C6 C7 1.459(15) . ? C8 C9 1.435(15) . ? C9 C10 1.436(17) . ? C11 C12 1.470(16) . ? C12 C13 1.370(16) . ? C12 C17 1.385(15) . ? C13 C14 1.364(18) . ? C14 C15 1.324(19) . ? C15 C16 1.434(18) . ? C16 C17 1.416(16) . ? C18 C19 1.485(14) . ? C19 C20 1.284(15) . ? C20 C21 1.458(15) . ? C21 C26 1.345(16) . ? C21 C22 1.397(14) . ? C22 C23 1.373(14) . ? C23 C24 1.382(14) . ? C24 C25 1.403(16) . ? C25 C26 1.394(15) . ? 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 Cu1 O2 175.8(3) . . ? O1 Cu1 O5 86.5(3) . . ? O2 Cu1 O5 96.6(3) . . ? O1 Cu1 N1 93.3(3) . . ? O2 Cu1 N1 83.9(3) . . ? O5 Cu1 N1 174.8(4) . . ? O3 Cu2 O2 177.3(3) . . ? O3 Cu2 N2 94.0(4) . . ? O2 Cu2 N2 83.8(3) . . ? O3 Cu2 O4 86.5(3) . . ? O2 Cu2 O4 95.9(3) . . ? N2 Cu2 O4 175.8(4) . . ? C1 O1 Cu1 127.3(7) . . ? C9 O2 Cu1 113.8(7) . . ? C9 O2 Cu2 113.6(6) . . ? Cu1 O2 Cu2 129.8(3) . . ? C17 O3 Cu2 124.2(7) . . ? C18 O4 Cu2 134.9(6) . . ? C18 O5 Cu1 135.9(7) . . ? C7 N1 C8 122.1(9) . . ? C7 N1 Cu1 126.3(8) . . ? C8 N1 Cu1 111.3(6) . . ? C11 N2 C10 119.0(9) . . ? C11 N2 Cu2 127.1(8) . . ? C10 N2 Cu2 113.3(7) . . ? O1 C1 C6 123.9(9) . . ? O1 C1 C2 119.2(10) . . ? C6 C1 C2 116.9(10) . . ? C3 C2 C1 120.6(12) . . ? C4 C3 C2 123.2(13) . . ? C3 C4 C5 118.3(12) . . ? C6 C5 C4 120.1(12) . . ? C5 C6 C1 120.6(10) . . ? C5 C6 C7 116.4(10) . . ? C1 C6 C7 122.8(9) . . ? N1 C7 C6 125.5(10) . . ? C9 C8 N1 112.1(8) . . ? O2 C9 C8 111.7(9) . . ? O2 C9 C10 115.0(10) . . ? C8 C9 C10 122.3(10) . . ? C9 C10 N2 109.9(9) . . ? N2 C11 C12 124.9(10) . . ? C13 C12 C17 119.9(11) . . ? C13 C12 C11 118.6(11) . . ? C17 C12 C11 121.5(10) . . ? C14 C13 C12 123.8(12) . . ? C15 C14 C13 117.3(12) . . ? C14 C15 C16 123.2(13) . . ? C17 C16 C15 117.7(13) . . ? O3 C17 C12 127.3(10) . . ? O3 C17 C16 114.6(10) . . ? C12 C17 C16 118.1(11) . . ? O5 C18 O4 125.8(9) . . ? O5 C18 C19 118.2(9) . . ? O4 C18 C19 116.1(9) . . ? C20 C19 C18 126.5(11) . . ? C19 C20 C21 127.1(11) . . ? C26 C21 C22 117.0(10) . . ? C26 C21 C20 121.5(10) . . ? C22 C21 C20 121.5(10) . . ? C23 C22 C21 121.7(10) . . ? C22 C23 C24 120.2(9) . . ? O6 C24 C23 124.1(10) . . ? O6 C24 C25 116.8(10) . . ? C23 C24 C25 119.1(9) . . ? C26 C25 C24 118.1(12) . . ? C21 C26 C25 123.7(11) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.536 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.092