# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb4827_0m #TrackingRef 'xb4827_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 N6 O4 Zn' _chemical_formula_weight 579.95 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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _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 10.5666(16) _cell_length_b 23.405(3) _cell_length_c 11.4006(15) _cell_angle_alpha 90.00 _cell_angle_beta 101.661(2) _cell_angle_gamma 90.00 _cell_volume 2761.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.934 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8352 _exptl_absorpt_correction_T_max 0.8803 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 11309 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4827 _reflns_number_gt 3262 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0529P)^2^+0.1242P] 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 4827 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0714 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1126 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.053 _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 N5 N -0.0901(2) -0.22027(10) 0.1685(3) 0.0421(7) Uani 1 1 d . . . C28 C -0.1185(4) -0.23557(14) 0.0494(4) 0.0516(9) Uani 1 1 d . . . H28 H -0.1871 -0.2586 0.0133 0.062 Uiso 1 1 calc R . . C29 C -0.0308(4) -0.21171(15) -0.0062(4) 0.0612(11) Uani 1 1 d . . . H29 H -0.0274 -0.2154 -0.0868 0.073 Uiso 1 1 calc R . . C22 C 0.0147(3) -0.18666(13) 0.1827(3) 0.0464(9) Uani 1 1 d . . . N6 N 0.0523(3) -0.18109(11) 0.0779(3) 0.0548(8) Uani 1 1 d . . . C36 C 0.1642(4) -0.14888(15) 0.0568(4) 0.0674(12) Uani 1 1 d . . . H36A H 0.1954 -0.1659 -0.0096 0.081 Uiso 1 1 calc R . . H36B H 0.2329 -0.1512 0.1273 0.081 Uiso 1 1 calc R . . O1 O 1.6710(2) 0.70443(9) 0.2615(2) 0.0533(6) Uani 1 1 d . . . O2 O 1.7924(3) 0.64765(13) 0.1769(3) 0.1071(13) Uani 1 1 d . . . C19 C 1.6915(4) 0.65837(16) 0.2080(3) 0.0586(10) Uani 1 1 d . . . C13 C 1.5827(3) 0.61543(14) 0.1876(3) 0.0489(9) Uani 1 1 d . . . C18 C 1.4580(3) 0.63089(14) 0.1903(3) 0.0527(9) Uani 1 1 d . . . H18 H 1.4399 0.6689 0.2044 0.063 Uiso 1 1 calc R . . C35 C 1.6087(4) 0.55861(15) 0.1664(4) 0.0664(12) Uani 1 1 d . . . H35 H 1.6926 0.5475 0.1638 0.080 Uiso 1 1 calc R . . C16 C 1.3583(3) 0.59124(13) 0.1723(3) 0.0511(9) Uani 1 1 d . . . H16 H 1.2742 0.6026 0.1731 0.061 Uiso 1 1 calc R . . Zn1 Zn 0.67345(3) 0.252076(14) 0.19840(3) 0.03846(14) Uani 1 1 d . . . N3 N 0.5399(2) 0.21236(10) 0.0762(3) 0.0429(7) Uani 1 1 d . . . O4 O 0.7286(2) 0.32682(9) 0.1473(2) 0.0553(6) Uani 1 1 d . . . N1 N 1.1818(3) 0.50474(11) 0.1504(3) 0.0514(7) Uani 1 1 d . . . C6 C 1.0857(3) 0.46090(13) 0.1219(3) 0.0460(8) Uani 1 1 d . . . O3 O 0.7938(2) 0.29394(10) -0.0143(3) 0.0687(8) Uani 1 1 d . . . N2 N 1.2894(3) 0.49045(11) 0.1305(3) 0.0566(8) Uani 1 1 d . . . N4 N 0.3927(3) 0.15224(11) -0.0144(3) 0.0500(7) Uani 1 1 d . . . C10 C 0.8923(3) 0.37843(13) 0.0809(3) 0.0456(9) Uani 1 1 d . . . C11 C 1.0010(3) 0.37270(14) 0.0322(3) 0.0499(9) Uani 1 1 d . . . H11 H 1.0086 0.3412 -0.0156 0.060 Uiso 1 1 calc R . . C12 C 0.5380(3) 0.21286(14) -0.0450(3) 0.0507(9) Uani 1 1 d . . . H12 H 0.5909 0.2353 -0.0824 0.061 Uiso 1 1 calc R . . C15 C 1.0996(3) 0.41326(14) 0.0531(3) 0.0516(9) Uani 1 1 d . . . H15 H 1.1735 0.4085 0.0215 0.062 Uiso 1 1 calc R . . C17 C 0.7959(3) 0.32883(15) 0.0677(4) 0.0514(9) Uani 1 1 d . . . C20 C 1.3854(3) 0.53454(13) 0.1532(3) 0.0477(9) Uani 1 1 d . . . C21 C 0.3332(3) 0.04901(13) -0.0098(4) 0.0555(10) Uani 1 1 d . . . H21A H 0.3922 0.0467 0.0672 0.067 Uiso 1 1 calc R . . H21B H 0.3788 0.0366 -0.0710 0.067 Uiso 1 1 calc R . . C24 C 0.8769(3) 0.42632(14) 0.1462(3) 0.0525(9) Uani 1 1 d . . . H24 H 0.8030 0.4307 0.1780 0.063 Uiso 1 1 calc R . . C25 C 0.9735(3) 0.46889(15) 0.1647(3) 0.0539(9) Uani 1 1 d . . . H25 H 0.9618 0.5022 0.2057 0.065 Uiso 1 1 calc R . . C26 C 0.4494(3) 0.17482(14) 0.0915(3) 0.0475(9) Uani 1 1 d . . . C27 C 0.4477(4) 0.17587(14) -0.1013(3) 0.0552(10) Uani 1 1 d . . . H27 H 0.4271 0.1681 -0.1830 0.066 Uiso 1 1 calc R . . C30 C 0.2503(4) -0.05257(14) 0.0142(4) 0.0653(11) Uani 1 1 d . . . H30A H 0.3166 -0.0559 0.0864 0.078 Uiso 1 1 calc R . . H30B H 0.2848 -0.0681 -0.0518 0.078 Uiso 1 1 calc R . . C31 C 0.1315(4) -0.08731(14) 0.0289(4) 0.0638(11) Uani 1 1 d . . . H31A H 0.0953 -0.0709 0.0930 0.077 Uiso 1 1 calc R . . H31B H 0.0665 -0.0850 -0.0443 0.077 Uiso 1 1 calc R . . C32 C 0.2880(3) 0.10999(13) -0.0339(4) 0.0599(11) Uani 1 1 d . . . H32A H 0.2412 0.1129 -0.1161 0.072 Uiso 1 1 calc R . . H32B H 0.2282 0.1192 0.0177 0.072 Uiso 1 1 calc R . . C33 C 0.2170(4) 0.01014(14) -0.0098(4) 0.0640(11) Uani 1 1 d . . . H33A H 0.1715 0.0237 0.0506 0.077 Uiso 1 1 calc R . . H33B H 0.1586 0.0133 -0.0870 0.077 Uiso 1 1 calc R . . C34 C 1.5098(4) 0.51828(14) 0.1490(4) 0.0631(11) Uani 1 1 d . . . H34 H 1.5277 0.4803 0.1346 0.076 Uiso 1 1 calc R . . C37 C 0.0801(4) -0.16140(18) 0.2981(4) 0.0785(13) Uani 1 1 d . . . H37A H 0.1649 -0.1776 0.3217 0.118 Uiso 1 1 calc R . . H37B H 0.0308 -0.1694 0.3583 0.118 Uiso 1 1 calc R . . H37C H 0.0870 -0.1208 0.2892 0.118 Uiso 1 1 calc R . . C38 C 0.4117(4) 0.16178(19) 0.2066(4) 0.0803(14) Uani 1 1 d . . . H38A H 0.3203 0.1672 0.1985 0.121 Uiso 1 1 calc R . . H38B H 0.4571 0.1868 0.2677 0.121 Uiso 1 1 calc R . . H38C H 0.4334 0.1228 0.2285 0.121 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 N5 0.0462(17) 0.0350(14) 0.047(2) -0.0020(13) 0.0128(14) -0.0026(12) C28 0.058(2) 0.0389(19) 0.057(3) -0.0014(18) 0.011(2) -0.0032(16) C29 0.085(3) 0.047(2) 0.055(3) -0.005(2) 0.024(2) -0.004(2) C22 0.048(2) 0.0374(18) 0.056(3) 0.0009(17) 0.0148(19) -0.0034(15) N6 0.0574(19) 0.0413(16) 0.075(2) 0.0048(16) 0.0364(18) -0.0021(14) C36 0.062(3) 0.053(2) 0.099(3) 0.009(2) 0.043(2) -0.0063(19) O1 0.0486(14) 0.0404(13) 0.0682(18) -0.0039(13) 0.0052(12) -0.0081(11) O2 0.081(2) 0.096(2) 0.166(3) -0.059(2) 0.078(2) -0.0460(18) C19 0.059(3) 0.054(2) 0.066(3) -0.010(2) 0.021(2) -0.0171(19) C13 0.047(2) 0.047(2) 0.054(2) -0.0075(17) 0.0131(17) -0.0134(16) C18 0.054(2) 0.0355(18) 0.066(3) -0.0058(17) 0.0073(19) -0.0062(16) C35 0.046(2) 0.054(2) 0.105(4) -0.018(2) 0.027(2) -0.0091(18) C16 0.044(2) 0.045(2) 0.066(3) -0.0049(18) 0.0143(18) -0.0055(16) Zn1 0.0364(2) 0.0310(2) 0.0485(3) -0.00011(18) 0.00968(17) -0.00062(16) N3 0.0418(16) 0.0387(15) 0.049(2) -0.0002(13) 0.0102(13) -0.0075(12) O4 0.0508(15) 0.0515(14) 0.0641(18) 0.0064(13) 0.0127(13) -0.0119(12) N1 0.0483(19) 0.0438(16) 0.063(2) -0.0020(14) 0.0131(15) -0.0117(13) C6 0.048(2) 0.0370(18) 0.053(2) 0.0040(17) 0.0104(17) -0.0095(15) O3 0.0645(17) 0.0558(16) 0.086(2) -0.0164(15) 0.0150(15) -0.0178(13) N2 0.0467(19) 0.0436(16) 0.080(2) -0.0049(15) 0.0144(17) -0.0122(14) N4 0.0438(17) 0.0354(15) 0.066(2) 0.0029(15) 0.0004(15) -0.0082(12) C10 0.051(2) 0.0367(18) 0.047(2) 0.0032(16) 0.0060(17) -0.0094(15) C11 0.056(2) 0.0396(18) 0.054(2) -0.0034(17) 0.0119(19) -0.0069(16) C12 0.051(2) 0.046(2) 0.053(3) 0.0042(18) 0.0069(18) -0.0128(16) C15 0.048(2) 0.044(2) 0.062(3) -0.0017(18) 0.0108(18) -0.0072(16) C17 0.043(2) 0.044(2) 0.061(3) 0.0016(19) -0.0028(19) -0.0011(16) C20 0.042(2) 0.0394(18) 0.061(3) -0.0030(17) 0.0108(17) -0.0103(15) C21 0.053(2) 0.0376(19) 0.073(3) 0.0026(18) 0.0040(19) -0.0084(16) C24 0.045(2) 0.060(2) 0.056(3) 0.0018(19) 0.0184(18) -0.0074(17) C25 0.057(2) 0.049(2) 0.058(3) -0.0070(18) 0.0169(19) -0.0113(17) C26 0.044(2) 0.0409(18) 0.058(3) -0.0007(18) 0.0117(18) -0.0095(16) C27 0.066(2) 0.048(2) 0.047(2) 0.0033(18) 0.000(2) -0.0057(18) C30 0.067(3) 0.048(2) 0.083(3) 0.008(2) 0.020(2) -0.0095(19) C31 0.061(2) 0.043(2) 0.094(3) -0.002(2) 0.031(2) -0.0107(18) C32 0.047(2) 0.0392(19) 0.087(3) -0.0004(19) -0.002(2) -0.0137(16) C33 0.059(2) 0.046(2) 0.088(3) -0.001(2) 0.017(2) -0.0101(18) C34 0.052(2) 0.0398(19) 0.100(3) -0.012(2) 0.021(2) -0.0054(17) C37 0.068(3) 0.085(3) 0.079(3) -0.009(3) 0.007(2) -0.032(2) C38 0.082(3) 0.089(3) 0.078(3) -0.010(3) 0.035(3) -0.045(3) _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 N5 C22 1.341(4) . ? N5 C28 1.378(4) . ? N5 Zn1 2.009(3) 2_545 ? C28 C29 1.345(5) . ? C29 N6 1.365(5) . ? C22 N6 1.340(4) . ? C22 C37 1.480(5) . ? N6 C36 1.462(4) . ? C36 C31 1.501(5) . ? O1 C19 1.278(4) . ? O1 Zn1 1.962(2) 2_755 ? O2 C19 1.216(4) . ? C19 C13 1.509(5) . ? C13 C18 1.372(4) . ? C13 C35 1.389(4) . ? C18 C16 1.388(4) . ? C35 C34 1.392(5) . ? C16 C20 1.384(4) . ? Zn1 O1 1.962(2) 2_745 ? Zn1 O4 1.969(2) . ? Zn1 N3 2.001(3) . ? Zn1 N5 2.009(3) 2 ? N3 C26 1.335(4) . ? N3 C12 1.378(4) . ? O4 C17 1.261(4) . ? N1 N2 1.249(4) . ? N1 C6 1.434(4) . ? C6 C25 1.383(4) . ? C6 C15 1.388(4) . ? O3 C17 1.238(4) . ? N2 C20 1.434(4) . ? N4 C26 1.343(4) . ? N4 C27 1.363(4) . ? N4 C32 1.467(4) . ? C10 C24 1.373(4) . ? C10 C11 1.380(4) . ? C10 C17 1.532(4) . ? C11 C15 1.394(4) . ? C12 C27 1.351(4) . ? C20 C34 1.379(5) . ? C21 C32 1.512(4) . ? C21 C33 1.527(4) . ? C24 C25 1.412(4) . ? C26 C38 1.478(5) . ? C30 C33 1.521(5) . ? C30 C31 1.533(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 C22 N5 C28 106.4(3) . . ? C22 N5 Zn1 125.1(2) . 2_545 ? C28 N5 Zn1 128.3(2) . 2_545 ? C29 C28 N5 108.8(3) . . ? C28 C29 N6 107.1(3) . . ? N5 C22 N6 109.6(3) . . ? N5 C22 C37 124.6(3) . . ? N6 C22 C37 125.8(3) . . ? C22 N6 C29 108.1(3) . . ? C22 N6 C36 126.3(3) . . ? C29 N6 C36 125.5(3) . . ? N6 C36 C31 111.8(3) . . ? C19 O1 Zn1 112.1(2) . 2_755 ? O2 C19 O1 123.8(3) . . ? O2 C19 C13 120.2(3) . . ? O1 C19 C13 116.0(3) . . ? C18 C13 C35 118.7(3) . . ? C18 C13 C19 121.7(3) . . ? C35 C13 C19 119.5(3) . . ? C13 C18 C16 121.6(3) . . ? C13 C35 C34 120.3(3) . . ? C20 C16 C18 119.3(3) . . ? O1 Zn1 O4 106.85(10) 2_745 . ? O1 Zn1 N3 109.76(10) 2_745 . ? O4 Zn1 N3 114.59(11) . . ? O1 Zn1 N5 118.78(11) 2_745 2 ? O4 Zn1 N5 97.96(10) . 2 ? N3 Zn1 N5 108.67(11) . 2 ? C26 N3 C12 105.7(3) . . ? C26 N3 Zn1 129.6(2) . . ? C12 N3 Zn1 124.0(2) . . ? C17 O4 Zn1 119.3(2) . . ? N2 N1 C6 113.3(3) . . ? C25 C6 C15 120.3(3) . . ? C25 C6 N1 116.2(3) . . ? C15 C6 N1 123.5(3) . . ? N1 N2 C20 114.3(3) . . ? C26 N4 C27 108.4(3) . . ? C26 N4 C32 125.9(3) . . ? C27 N4 C32 125.6(3) . . ? C24 C10 C11 119.8(3) . . ? C24 C10 C17 121.5(3) . . ? C11 C10 C17 118.6(3) . . ? C10 C11 C15 121.3(3) . . ? C27 C12 N3 109.7(3) . . ? C6 C15 C11 118.9(3) . . ? O3 C17 O4 126.3(3) . . ? O3 C17 C10 118.9(3) . . ? O4 C17 C10 114.7(3) . . ? C16 C20 C34 120.0(3) . . ? C16 C20 N2 123.9(3) . . ? C34 C20 N2 116.1(3) . . ? C32 C21 C33 109.7(3) . . ? C10 C24 C25 119.7(3) . . ? C6 C25 C24 119.8(3) . . ? N3 C26 N4 110.0(3) . . ? N3 C26 C38 125.5(3) . . ? N4 C26 C38 124.5(3) . . ? C12 C27 N4 106.2(3) . . ? C33 C30 C31 111.5(3) . . ? C36 C31 C30 112.0(3) . . ? N4 C32 C21 114.1(3) . . ? C30 C33 C21 114.7(3) . . ? C20 C34 C35 120.1(3) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.456 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.053 _database_code_depnum_ccdc_archive 'CCDC 832029' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb4225_0m #TrackingRef 'xb4225_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C84 H90 Cd3 N12 O12 S6' _chemical_formula_weight 1989.24 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' Cd Cd -0.8075 1.2024 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P3121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'y, x, -z' '-x, -x+y, -z+1/3' 'x-y, -y, -z+2/3' _cell_length_a 11.9375(13) _cell_length_b 11.9375(13) _cell_length_c 17.2686(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2131.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1014 _exptl_absorpt_coefficient_mu 0.956 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.751 _exptl_absorpt_correction_T_max 0.875 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 10764 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.09 _reflns_number_total 2522 _reflns_number_gt 1960 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0758P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(4) _refine_ls_number_reflns 2522 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0527 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.1110 _refine_ls_wR_factor_gt 0.0971 _refine_ls_goodness_of_fit_ref 0.905 _refine_ls_restrained_S_all 0.905 _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 Cd1 Cd 0.0000 0.47401(5) 0.1667 0.0783(2) Uani 1 2 d S . . S1 S 0.25536(13) 0.91362(13) 0.30438(7) 0.0804(4) Uani 1 1 d . . . O1 O 0.1279(4) 0.6970(4) 0.2206(2) 0.0957(11) Uani 1 1 d . . . O2 O 0.2122(4) 0.6099(4) 0.1464(2) 0.1017(13) Uani 1 1 d . . . C14 C 0.1396(7) 0.3245(7) 0.3538(4) 0.1025(18) Uani 1 1 d . . . H14 H 0.2060 0.3163 0.3762 0.123 Uiso 1 1 calc R . . N2 N 0.0136(5) 0.2658(5) 0.3777(2) 0.0921(12) Uani 1 1 d . . . C26 C 0.3744(5) 0.9293(5) 0.2350(3) 0.0726(14) Uani 1 1 d . . . C31 C 0.4955(6) 1.0384(6) 0.2323(3) 0.101(2) Uani 1 1 d . . . H31 H 0.5170 1.1039 0.2683 0.121 Uiso 1 1 calc R . . C39 C 0.2221(6) 0.7050(5) 0.1851(3) 0.0754(13) Uani 1 1 d . . . C42 C 0.3470(5) 0.8272(5) 0.1848(3) 0.0719(13) Uani 1 1 d . . . C48 C 0.5571(7) 0.9506(7) 0.1257(4) 0.110(2) Uani 1 1 d . . . H48 H 0.6170 0.9579 0.0887 0.132 Uiso 1 1 calc R . . N1 N 0.0287(4) 0.3806(5) 0.2747(2) 0.0862(12) Uani 1 1 d . . . C57 C -0.0486(6) 0.3043(6) 0.3289(3) 0.0831(15) Uani 1 1 d . . . C62 C 0.5843(6) 1.0522(8) 0.1779(4) 0.104(2) Uani 1 1 d . . . H62 H 0.6631 1.1289 0.1752 0.125 Uiso 1 1 calc R . . C65 C 0.1487(6) 0.3961(7) 0.2919(4) 0.1019(19) Uani 1 1 d . . . H65 H 0.2244 0.4484 0.2646 0.122 Uiso 1 1 calc R . . C66 C 0.4402(6) 0.8423(6) 0.1318(3) 0.0854(15) Uani 1 1 d . . . H66 H 0.4213 0.7740 0.0984 0.102 Uiso 1 1 calc R . . C76 C -0.1862(6) 0.2692(8) 0.3415(4) 0.113(2) Uani 1 1 d . . . H76A H -0.2106 0.3114 0.3033 0.169 Uiso 1 1 calc R . . H76B H -0.1953 0.2964 0.3922 0.169 Uiso 1 1 calc R . . H76C H -0.2409 0.1772 0.3370 0.169 Uiso 1 1 calc R . . C85 C -0.0380(10) 0.1830(8) 0.4444(4) 0.129(3) Uani 1 1 d . . . H85A H 0.0175 0.2263 0.4884 0.155 Uiso 1 1 calc R . . H85B H -0.1226 0.1718 0.4559 0.155 Uiso 1 1 calc R . . C100 C -0.1092(15) -0.0381(12) 0.4935(8) 0.191(6) Uani 1 1 d . . . H10A H -0.1966 -0.0991 0.4770 0.229 Uiso 1 1 calc R . . H10B H -0.1149 -0.0008 0.5422 0.229 Uiso 1 1 calc R . . C105 C -0.0500(18) 0.0630(11) 0.4370(7) 0.298(11) Uani 1 1 d . . . H10C H 0.0367 0.0776 0.4291 0.358 Uiso 1 1 calc R . . H10D H -0.0964 0.0271 0.3889 0.358 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 Cd1 0.0689(4) 0.0781(3) 0.0848(3) 0.00164(15) 0.0033(3) 0.03447(19) S1 0.0755(8) 0.0768(9) 0.0779(7) -0.0048(6) 0.0028(6) 0.0299(7) O1 0.067(2) 0.073(2) 0.123(3) -0.021(2) -0.003(2) 0.017(2) O2 0.105(3) 0.069(2) 0.113(3) -0.015(2) 0.008(2) 0.030(2) C14 0.102(5) 0.128(5) 0.097(4) -0.002(4) -0.011(4) 0.071(4) N2 0.107(4) 0.096(4) 0.085(3) 0.002(3) -0.002(3) 0.059(3) C26 0.064(3) 0.063(3) 0.076(3) 0.003(2) 0.000(2) 0.021(3) C31 0.095(4) 0.080(4) 0.090(4) -0.015(3) 0.009(3) 0.016(4) C39 0.069(3) 0.070(3) 0.080(3) -0.003(3) -0.010(3) 0.029(3) C42 0.068(3) 0.065(3) 0.076(3) 0.000(3) -0.002(2) 0.029(3) C48 0.096(5) 0.105(5) 0.111(5) -0.010(4) 0.026(4) 0.036(5) N1 0.079(3) 0.099(3) 0.077(2) 0.008(2) 0.003(2) 0.042(3) C57 0.080(4) 0.083(4) 0.084(3) 0.000(3) -0.002(3) 0.039(3) C62 0.074(4) 0.081(4) 0.113(5) -0.005(4) 0.023(3) 0.006(4) C65 0.078(4) 0.134(6) 0.103(4) 0.001(4) 0.007(3) 0.060(4) C66 0.084(4) 0.066(3) 0.097(4) -0.008(3) 0.003(3) 0.030(3) C76 0.082(4) 0.122(6) 0.126(5) 0.033(5) 0.014(4) 0.045(4) C85 0.178(9) 0.131(6) 0.104(5) 0.022(4) 0.011(5) 0.096(7) C100 0.216(12) 0.139(9) 0.210(10) 0.059(8) 0.008(10) 0.084(8) C105 0.58(3) 0.146(9) 0.196(11) 0.070(8) 0.144(14) 0.203(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 Cd1 O2 2.249(4) 5 ? Cd1 O2 2.249(4) . ? Cd1 N1 2.286(4) . ? Cd1 N1 2.286(4) 5 ? Cd1 O1 2.494(4) . ? Cd1 O1 2.494(4) 5 ? Cd1 C39 2.725(6) 5 ? S1 C26 1.795(5) . ? S1 S1 2.047(3) 6_675 ? O1 C39 1.241(7) . ? O2 C39 1.271(6) . ? C14 C65 1.338(9) . ? C14 N2 1.367(8) . ? N2 C57 1.347(7) . ? N2 C85 1.441(8) . ? C26 C31 1.381(8) . ? C26 C42 1.394(7) . ? C31 C62 1.362(8) . ? C39 C42 1.476(8) . ? C42 C66 1.381(8) . ? C48 C66 1.351(9) . ? C48 C62 1.413(10) . ? N1 C57 1.310(7) . ? N1 C65 1.381(7) . ? C57 C76 1.493(9) . ? C85 C105 1.373(12) . ? C100 C105 1.434(14) . ? C100 C100 1.49(2) 4_556 ? 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 O2 Cd1 O2 161.8(2) 5 . ? O2 Cd1 N1 95.10(15) 5 . ? O2 Cd1 N1 95.11(16) . . ? O2 Cd1 N1 95.11(16) 5 5 ? O2 Cd1 N1 95.10(15) . 5 ? N1 Cd1 N1 111.5(2) . 5 ? O2 Cd1 O1 109.80(15) 5 . ? O2 Cd1 O1 54.59(14) . . ? N1 Cd1 O1 93.12(15) . . ? N1 Cd1 O1 143.35(16) 5 . ? O2 Cd1 O1 54.59(14) 5 5 ? O2 Cd1 O1 109.80(15) . 5 ? N1 Cd1 O1 143.35(16) . 5 ? N1 Cd1 O1 93.12(15) 5 5 ? O1 Cd1 O1 80.9(2) . 5 ? O2 Cd1 C39 27.54(15) 5 5 ? O2 Cd1 C39 136.09(18) . 5 ? N1 Cd1 C39 120.05(17) . 5 ? N1 Cd1 C39 95.22(15) 5 5 ? O1 Cd1 C39 95.19(17) . 5 ? O1 Cd1 C39 27.06(15) 5 5 ? C26 S1 S1 104.32(18) . 6_675 ? C39 O1 Cd1 86.9(3) . . ? C39 O2 Cd1 97.5(4) . . ? C65 C14 N2 106.6(6) . . ? C57 N2 C14 106.8(5) . . ? C57 N2 C85 127.9(6) . . ? C14 N2 C85 125.2(6) . . ? C31 C26 C42 118.7(5) . . ? C31 C26 S1 121.5(4) . . ? C42 C26 S1 119.8(4) . . ? C62 C31 C26 121.5(6) . . ? O1 C39 O2 121.0(5) . . ? O1 C39 C42 120.4(5) . . ? O2 C39 C42 118.6(6) . . ? C66 C42 C26 118.5(5) . . ? C66 C42 C39 118.7(5) . . ? C26 C42 C39 122.8(5) . . ? C66 C48 C62 117.1(6) . . ? C57 N1 C65 105.2(5) . . ? C57 N1 Cd1 134.2(4) . . ? C65 N1 Cd1 120.6(4) . . ? N1 C57 N2 111.5(5) . . ? N1 C57 C76 126.3(5) . . ? N2 C57 C76 122.0(5) . . ? C31 C62 C48 120.3(6) . . ? C14 C65 N1 109.8(6) . . ? C48 C66 C42 123.8(6) . . ? C105 C85 N2 115.2(8) . . ? C105 C100 C100 113.6(13) . 4_556 ? C85 C105 C100 124.4(11) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.326 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.050 _database_code_depnum_ccdc_archive 'CCDC 802649'