# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_publication_text _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_contact_author_name 'Myunghyun Paik Suh (Prof.)' _publ_contact_author_address 'Department of Chemistry, Seoul National University, Seoul, Republic of Korea.' _publ_contact_author_email mpsuh@snu.ac.kr _publ_contact_author_phone +82-2-880-7760 _publ_contact_author_fax +82-2-886-8516 loop_ _publ_author_name _publ_author_address 'Young Eun Cheon' 'Department of Chemistry, Seoul National University, Seoul, Republic of Korea.' 'Jungeun Park' 'Department of Chemistry, Seoul National University, Seoul, Republic of Korea.' 'Myunghyun Paik Suh' 'Department of Chemistry, Seoul National University, Seoul, Republic of Korea.' data_[Mg(TCPBDA)(H2O)2] _database_code_depnum_ccdc_archive 'CCDC 739772' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H28 Mg N2 O10 ' _chemical_formula_sum 'C40 H28 Mg N2 O10' _chemical_formula_weight 720.95 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' Mg Mg 0.0486 0.0363 '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 Imma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' 'x, -y, -z' '-x, y+1/2, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x+1/2, y+1, -z+1/2' '-x, -y, -z' 'x, y-1/2, -z' '-x, y, z' 'x, -y-1/2, z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y, -z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y, z+1/2' _cell_length_a 25.16(2) _cell_length_b 36.592(18) _cell_length_c 15.7272(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 14479(14) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 13074 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 25.028 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.661 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2992 _exptl_absorpt_coefficient_mu 0.056 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31218 _diffrn_reflns_av_R_equivalents 0.1586 _diffrn_reflns_av_sigmaI/netI 0.2033 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.25 _reflns_number_total 6243 _reflns_number_gt 2126 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1660P)^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 6243 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2456 _refine_ls_R_factor_gt 0.1109 _refine_ls_wR_factor_ref 0.3181 _refine_ls_wR_factor_gt 0.2728 _refine_ls_goodness_of_fit_ref 0.879 _refine_ls_restrained_S_all 0.879 _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 C5 C 0.28885(19) 0.10066(15) 0.0468(4) 0.0726(16) Uani 1 1 d . . . C4 C 0.31264(19) 0.06817(14) 0.0656(3) 0.0671(15) Uani 1 1 d . . . H2 H 0.3014 0.0548 0.1125 0.080 Uiso 1 1 calc R . . C3 C 0.35343(19) 0.05500(15) 0.0150(4) 0.0761(17) Uani 1 1 d . . . H3 H 0.3690 0.0327 0.0286 0.091 Uiso 1 1 calc R . . C2 C 0.3713(2) 0.07368(18) -0.0538(4) 0.0793(17) Uani 1 1 d . . . C7 C 0.3460(2) 0.10687(16) -0.0737(4) 0.102(2) Uani 1 1 d . . . H5 H 0.3567 0.1200 -0.1213 0.122 Uiso 1 1 calc R . . C6 C 0.3052(2) 0.12023(18) -0.0227(4) 0.110(2) Uani 1 1 d . . . H6 H 0.2890 0.1424 -0.0358 0.131 Uiso 1 1 calc R . . C1 C 0.4140(2) 0.06179(19) -0.1123(5) 0.091(2) Uani 1 1 d . . . C8 C 0.2046(2) 0.09049(16) 0.1257(5) 0.0778(17) Uani 1 1 d . . . C9 C 0.1870(2) 0.06516(18) 0.0692(4) 0.0914(19) Uani 1 1 d . . . H9 H 0.2010 0.0643 0.0145 0.110 Uiso 1 1 calc R . . C10 C 0.1475(2) 0.04025(16) 0.0943(4) 0.0876(19) Uani 1 1 d . . . H10 H 0.1379 0.0212 0.0581 0.105 Uiso 1 1 calc R . . C11 C 0.12276(19) 0.04383(17) 0.1724(4) 0.0730(16) Uani 1 1 d . . . C13 C 0.13999(19) 0.07154(16) 0.2265(4) 0.0754(16) Uani 1 1 d . . . H12 H 0.1241 0.0742 0.2796 0.090 Uiso 1 1 calc R . . C14 C 0.1802(2) 0.09520(16) 0.2029(4) 0.0866(18) Uani 1 1 d . . . H13 H 0.1906 0.1140 0.2389 0.104 Uiso 1 1 calc R . . C12 C 0.0783(2) 0.01977(17) 0.2039(6) 0.087(2) Uani 1 1 d . . . C15 C 0.2452(2) 0.15275(16) 0.1138(4) 0.0816(18) Uani 1 1 d . . . C20 C 0.2900(2) 0.17219(16) 0.1317(5) 0.102(2) Uani 1 1 d . . . H16 H 0.3222 0.1600 0.1372 0.122 Uiso 1 1 calc R . . C19 C 0.2883(2) 0.20953(19) 0.1419(4) 0.100(2) Uani 1 1 d . . . H17 H 0.3193 0.2217 0.1575 0.121 Uiso 1 1 calc R . . C18 C 0.2420(3) 0.22988(15) 0.1297(4) 0.0894(19) Uani 1 1 d . . . C17 C 0.1973(3) 0.21040(18) 0.1165(5) 0.115(2) Uani 1 1 d . . . H19 H 0.1650 0.2227 0.1149 0.138 Uiso 1 1 calc R . . C16 C 0.1974(3) 0.17130(17) 0.1047(5) 0.114(2) Uani 1 1 d . . . H20 H 0.1662 0.1588 0.0915 0.137 Uiso 1 1 calc R . . Mg1 Mg 0.5000 0.00513(7) -0.16388(15) 0.0644(8) Uani 1 2 d S . . N1 N 0.24640(16) 0.11443(12) 0.0984(3) 0.0858(15) Uani 1 1 d . . . O4 O 0.44049(13) -0.02194(11) -0.2265(3) 0.0779(13) Uani 1 1 d . . . O3 O 0.06352(17) -0.00272(16) 0.1433(3) 0.1315(19) Uani 1 1 d . . . O1 O 0.44082(12) 0.03320(11) -0.0910(2) 0.0738(11) Uani 1 1 d . . . O2 O 0.4209(2) 0.07906(15) -0.1796(4) 0.160(3) Uani 1 1 d . . . O100 O 0.5000 0.04776(13) -0.2536(3) 0.0773(15) Uani 1 2 d S . . O101 O 0.5000 -0.03321(12) -0.0653(3) 0.0634(13) Uani 1 2 d S . . 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 C5 0.062(3) 0.062(4) 0.094(5) 0.017(4) 0.021(3) 0.009(3) C4 0.067(3) 0.069(4) 0.065(4) 0.006(3) 0.014(3) 0.004(3) C3 0.062(3) 0.073(4) 0.093(5) -0.004(4) 0.002(3) 0.003(3) C2 0.079(4) 0.096(5) 0.063(4) 0.004(4) 0.012(3) 0.014(4) C7 0.106(4) 0.085(4) 0.115(6) 0.040(4) 0.058(4) 0.033(4) C6 0.107(5) 0.107(5) 0.114(6) 0.056(5) 0.055(4) 0.053(4) C1 0.076(4) 0.090(5) 0.106(6) -0.001(4) 0.031(4) 0.023(4) C8 0.070(4) 0.061(4) 0.103(6) 0.008(4) 0.025(4) -0.015(3) C9 0.106(5) 0.100(5) 0.069(5) 0.009(4) 0.036(4) -0.007(4) C10 0.100(4) 0.081(4) 0.082(5) -0.015(4) 0.018(4) -0.019(4) C11 0.058(3) 0.089(4) 0.072(5) 0.000(4) 0.023(3) -0.006(3) C13 0.066(3) 0.086(4) 0.075(5) 0.004(4) 0.025(3) -0.011(3) C14 0.085(4) 0.080(4) 0.095(5) -0.019(4) 0.037(4) -0.009(3) C12 0.068(4) 0.080(5) 0.113(7) -0.010(5) -0.018(4) -0.009(3) C15 0.073(4) 0.068(4) 0.103(5) 0.009(4) 0.038(3) 0.019(4) C20 0.074(4) 0.050(4) 0.181(7) 0.013(4) -0.001(4) -0.008(3) C19 0.084(4) 0.087(5) 0.130(6) -0.006(4) -0.018(4) -0.009(4) C18 0.082(4) 0.067(3) 0.119(5) -0.004(3) 0.032(4) -0.017(3) C17 0.109(5) 0.075(5) 0.162(7) 0.002(5) 0.024(5) 0.022(4) C16 0.108(5) 0.063(5) 0.172(8) -0.011(4) 0.028(5) -0.010(4) Mg1 0.0517(13) 0.0856(18) 0.0557(17) -0.0045(14) 0.000 0.000 N1 0.067(3) 0.061(3) 0.131(5) 0.009(3) 0.036(3) 0.008(3) O4 0.066(2) 0.104(3) 0.063(3) 0.010(2) -0.024(2) -0.0068(19) O3 0.111(3) 0.177(5) 0.107(4) -0.003(4) 0.026(3) -0.069(3) O1 0.063(2) 0.096(3) 0.062(3) 0.006(2) 0.0098(17) 0.021(2) O2 0.156(4) 0.190(6) 0.135(5) 0.091(4) 0.090(4) 0.094(4) O100 0.082(3) 0.084(3) 0.066(4) 0.017(3) 0.000 0.000 O101 0.067(3) 0.065(3) 0.058(3) 0.003(3) 0.000 0.000 _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 C5 C4 1.363(6) . ? C5 C6 1.370(7) . ? C5 N1 1.433(6) . ? C4 C3 1.385(6) . ? C4 H2 0.9300 . ? C3 C2 1.358(7) . ? C3 H3 0.9300 . ? C2 C7 1.407(7) . ? C2 C1 1.478(8) . ? C7 C6 1.392(7) . ? C7 H5 0.9300 . ? C6 H6 0.9300 . ? C1 O2 1.246(7) . ? C1 O1 1.289(7) . ? C8 C9 1.358(7) . ? C8 C14 1.371(7) . ? C8 N1 1.435(6) . ? C9 C10 1.406(7) . ? C9 H9 0.9300 . ? C10 C11 1.383(7) . ? C10 H10 0.9300 . ? C11 C13 1.393(7) . ? C11 C12 1.507(8) . ? C13 C14 1.383(7) . ? C13 H12 0.9300 . ? C14 H13 0.9300 . ? C12 O4 1.196(8) 6_545 ? C12 O3 1.312(7) . ? C15 C20 1.361(7) . ? C15 C16 1.389(8) . ? C15 N1 1.423(7) . ? C20 C19 1.376(7) . ? C20 H16 0.9300 . ? C19 C18 1.396(7) . ? C19 H17 0.9300 . ? C18 C17 1.348(8) . ? C18 C18 1.472(11) 12_565 ? C17 C16 1.443(8) . ? C17 H19 0.9300 . ? C16 H20 0.9300 . ? Mg1 O4 2.047(4) . y Mg1 O4 2.047(4) 11_655 y Mg1 O101 2.091(5) . y Mg1 O100 2.104(5) . y Mg1 O1 2.141(4) 11_655 y Mg1 O1 2.141(4) . y O4 C12 1.196(8) 6_544 ? O2 O100 2.574(5) . ? 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 C4 C5 C6 119.8(5) . . ? C4 C5 N1 120.7(5) . . ? C6 C5 N1 119.5(5) . . ? C5 C4 C3 120.3(5) . . ? C5 C4 H2 119.8 . . ? C3 C4 H2 119.8 . . ? C2 C3 C4 121.9(5) . . ? C2 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C3 C2 C7 117.5(5) . . ? C3 C2 C1 126.0(6) . . ? C7 C2 C1 116.4(6) . . ? C6 C7 C2 120.7(5) . . ? C6 C7 H5 119.7 . . ? C2 C7 H5 119.7 . . ? C5 C6 C7 119.8(5) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? O2 C1 O1 124.0(5) . . ? O2 C1 C2 118.7(6) . . ? O1 C1 C2 117.3(7) . . ? C9 C8 C14 121.4(5) . . ? C9 C8 N1 117.3(6) . . ? C14 C8 N1 121.0(6) . . ? C8 C9 C10 119.2(5) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 120.4(5) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C13 118.1(5) . . ? C10 C11 C12 124.8(6) . . ? C13 C11 C12 117.1(6) . . ? C14 C13 C11 121.3(5) . . ? C14 C13 H12 119.3 . . ? C11 C13 H12 119.3 . . ? C8 C14 C13 119.1(6) . . ? C8 C14 H13 120.5 . . ? C13 C14 H13 120.5 . . ? O4 C12 O3 126.5(6) 6_545 . ? O4 C12 C11 123.7(7) 6_545 . ? O3 C12 C11 109.7(7) . . ? C20 C15 C16 118.9(6) . . ? C20 C15 N1 122.2(5) . . ? C16 C15 N1 118.8(6) . . ? C15 C20 C19 121.2(6) . . ? C15 C20 H16 119.4 . . ? C19 C20 H16 119.4 . . ? C20 C19 C18 122.6(6) . . ? C20 C19 H17 118.7 . . ? C18 C19 H17 118.7 . . ? C17 C18 C19 115.8(5) . . ? C17 C18 C18 121.9(4) . 12_565 ? C19 C18 C18 122.2(4) . 12_565 ? C18 C17 C16 122.9(6) . . ? C18 C17 H19 118.6 . . ? C16 C17 H19 118.6 . . ? C15 C16 C17 118.2(6) . . ? C15 C16 H20 120.9 . . ? C17 C16 H20 120.9 . . ? O4 Mg1 O4 94.0(2) . 11_655 y O4 Mg1 O101 91.81(17) . . y O4 Mg1 O101 91.81(17) 11_655 . y O4 Mg1 O100 92.08(17) . . y O4 Mg1 O100 92.08(17) 11_655 . y O101 Mg1 O100 174.3(2) . . y O4 Mg1 O1 176.26(18) . 11_655 y O4 Mg1 O1 88.89(14) 11_655 11_655 y O101 Mg1 O1 85.71(15) . 11_655 y O100 Mg1 O1 90.19(16) . 11_655 y O4 Mg1 O1 88.89(14) . . y O4 Mg1 O1 176.25(18) 11_655 . y O101 Mg1 O1 85.71(15) . . y O100 Mg1 O1 90.19(16) . . y O1 Mg1 O1 88.1(2) 11_655 . y C15 N1 C5 117.2(4) . . ? C15 N1 C8 122.4(4) . . ? C5 N1 C8 120.1(5) . . ? C12 O4 Mg1 134.2(4) 6_544 . ? C1 O1 Mg1 127.9(4) . . ? C1 O2 O100 105.5(4) . . ? Mg1 O100 O2 91.52(18) . . ? _diffrn_measured_fraction_theta_max 0.912 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.936 _refine_diff_density_max 1.284 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.066 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.007 -0.001 -0.007 8905 1706 ' ' _platon_squeeze_details ; ;