# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email zmw@pku.edu.cn _publ_contact_author_name 'Zheming Wang' loop_ _publ_author_name 'Zheming Wang' 'Bin Liu' 'Hai-Bin Zheng' 'Song Gao' data_1 _database_code_depnum_ccdc_archive 'CCDC 814182' #TrackingRef 'Chiral-Er-formate.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H8 Er N O8' _chemical_formula_weight 365.37 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.5447(2) _cell_length_b 7.4781(3) _cell_length_c 8.7578(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.8955(14) _cell_angle_gamma 90.00 _cell_volume 427.63(3) _cell_formula_units_Z 2 _cell_measurement_temperature 290 _cell_measurement_reflns_used 4357 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.838 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 342 _exptl_absorpt_coefficient_mu 9.836 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.140 _exptl_absorpt_correction_T_max 0.288 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 8297 _diffrn_reflns_av_R_equivalents 0.0820 _diffrn_reflns_av_sigmaI/netI 0.0539 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 27.49 _reflns_number_total 1959 _reflns_number_gt 1806 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _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^)+(0.0235P)^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 SHELXL _refine_ls_extinction_coef 0.058(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.058(17) _refine_ls_number_reflns 1959 _refine_ls_number_parameters 142 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0299 _refine_ls_R_factor_gt 0.0259 _refine_ls_wR_factor_ref 0.0541 _refine_ls_wR_factor_gt 0.0532 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.994 _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 Er1 Er 0.18579(3) 0.27131(5) 0.28931(2) 0.01536(13) Uani 1 1 d . . . O1 O 0.3950(7) 0.3409(6) 0.5203(6) 0.0269(11) Uani 1 1 d . . . O2 O 0.6090(7) 0.5149(6) 0.6606(5) 0.0236(10) Uani 1 1 d . . . O3 O 0.5042(7) 0.3315(6) 0.1899(6) 0.0249(12) Uani 1 1 d . . . O4 O 0.8375(7) 0.3605(8) 0.2378(6) 0.0308(12) Uani 1 1 d . . . O5 O 0.1487(7) 0.3865(6) 0.0312(5) 0.0243(10) Uani 1 1 d . . . O6 O -0.0453(9) 0.5325(7) -0.1469(5) 0.0313(12) Uani 1 1 d . . . O7 O 0.1710(7) 0.5797(7) 0.3220(6) 0.0230(10) Uani 1 1 d . . . O8 O -0.0175(8) 0.6349(7) 0.5174(6) 0.0280(11) Uani 1 1 d . . . C1 C 0.5309(11) 0.4603(9) 0.5354(8) 0.0243(14) Uani 1 1 d . . . H1 H 0.5761 0.5112 0.4469 0.029 Uiso 1 1 calc R . . C2 C 0.6798(8) 0.269(2) 0.2273(6) 0.0261(12) Uani 1 1 d . . . H2 H 0.6911 0.1473 0.2480 0.031 Uiso 1 1 calc R . . C3 C 0.0303(16) 0.5097(15) -0.0152(12) 0.027(2) Uani 1 1 d . . . H3 H -0.0044 0.5931 0.0574 0.033 Uiso 1 1 calc R . . C4 C 0.0672(10) 0.6806(9) 0.4020(7) 0.0195(13) Uani 1 1 d . . . H4 H 0.0533 0.7994 0.3715 0.023 Uiso 1 1 calc R . . N1 N 0.4392(13) 0.2209(8) 0.8343(8) 0.046(2) Uani 1 1 d D . . H11 H 0.383(10) 0.233(11) 0.744(5) 0.066(15) Uiso 1 1 d D . . H12 H 0.550(9) 0.282(11) 0.841(8) 0.066(15) Uiso 1 1 d D . . H13 H 0.467(13) 0.112(6) 0.851(9) 0.066(15) Uiso 1 1 d D . . H14 H 0.359(9) 0.260(11) 0.898(7) 0.066(15) 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 Er1 0.01535(16) 0.01605(16) 0.01460(15) 0.0008(2) 0.00030(8) -0.0004(2) O1 0.026(3) 0.022(2) 0.032(3) -0.0011(19) -0.001(2) -0.0072(19) O2 0.026(3) 0.024(2) 0.020(2) -0.0008(19) -0.0031(19) -0.002(2) O3 0.013(2) 0.033(3) 0.029(2) 0.0074(19) 0.0023(19) 0.0018(17) O4 0.014(3) 0.037(3) 0.042(3) 0.004(2) 0.001(2) -0.001(2) O5 0.023(3) 0.026(3) 0.024(3) 0.003(2) 0.002(2) 0.007(2) O6 0.041(3) 0.030(3) 0.021(2) 0.004(2) -0.013(2) 0.006(2) O7 0.025(3) 0.023(3) 0.021(2) -0.0028(19) 0.0033(19) 0.0007(19) O8 0.034(3) 0.029(3) 0.022(2) -0.003(2) 0.011(2) 0.003(2) C1 0.028(4) 0.021(4) 0.024(4) 0.000(3) 0.002(3) -0.004(3) C2 0.020(3) 0.030(3) 0.029(3) 0.009(8) 0.005(2) -0.001(7) C3 0.043(7) 0.021(4) 0.017(4) 0.001(3) 0.001(4) 0.006(4) C4 0.024(4) 0.018(3) 0.016(3) -0.001(2) 0.000(3) 0.000(3) N1 0.070(6) 0.027(5) 0.042(4) -0.001(3) 0.021(4) 0.004(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 Er1 O8 2.318(5) 2_546 ? Er1 O7 2.327(5) . ? Er1 O6 2.331(5) 2_545 ? Er1 O3 2.356(4) . ? Er1 O2 2.365(5) 2_646 ? Er1 O4 2.388(5) 1_455 ? Er1 O5 2.416(5) . ? Er1 O1 2.421(5) . ? O1 C1 1.261(8) . ? O2 C1 1.247(9) . ? O2 Er1 2.365(5) 2_656 ? O3 C2 1.263(9) . ? O4 C2 1.237(11) . ? O4 Er1 2.388(5) 1_655 ? O5 C3 1.254(11) . ? O6 C3 1.235(13) . ? O6 Er1 2.331(5) 2 ? O7 C4 1.259(8) . ? O8 C4 1.234(8) . ? O8 Er1 2.318(5) 2_556 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? N1 H11 0.86(4) . ? N1 H12 0.86(4) . ? N1 H13 0.85(4) . ? N1 H14 0.85(4) . ? 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 O8 Er1 O7 108.69(17) 2_546 . ? O8 Er1 O6 82.18(18) 2_546 2_545 ? O7 Er1 O6 143.80(17) . 2_545 ? O8 Er1 O3 146.10(18) 2_546 . ? O7 Er1 O3 84.34(16) . . ? O6 Er1 O3 105.98(19) 2_545 . ? O8 Er1 O2 78.45(17) 2_546 2_646 ? O7 Er1 O2 143.96(16) . 2_646 ? O6 Er1 O2 71.13(17) 2_545 2_646 ? O3 Er1 O2 73.61(16) . 2_646 ? O8 Er1 O4 76.47(19) 2_546 1_455 ? O7 Er1 O4 72.49(19) . 1_455 ? O6 Er1 O4 77.1(2) 2_545 1_455 ? O3 Er1 O4 137.20(17) . 1_455 ? O2 Er1 O4 141.65(18) 2_646 1_455 ? O8 Er1 O5 144.86(18) 2_546 . ? O7 Er1 O5 76.08(17) . . ? O6 Er1 O5 76.21(17) 2_545 . ? O3 Er1 O5 67.76(16) . . ? O2 Er1 O5 118.84(16) 2_646 . ? O4 Er1 O5 71.92(17) 1_455 . ? O8 Er1 O1 75.77(18) 2_546 . ? O7 Er1 O1 73.15(17) . . ? O6 Er1 O1 142.35(16) 2_545 . ? O3 Er1 O1 78.65(17) . . ? O2 Er1 O1 74.77(16) 2_646 . ? O4 Er1 O1 125.17(18) 1_455 . ? O5 Er1 O1 136.09(17) . . ? C1 O1 Er1 126.5(5) . . ? C1 O2 Er1 128.5(4) . 2_656 ? C2 O3 Er1 130.2(6) . . ? C2 O4 Er1 129.8(8) . 1_655 ? C3 O5 Er1 125.9(5) . . ? C3 O6 Er1 136.3(6) . 2 ? C4 O7 Er1 133.7(4) . . ? C4 O8 Er1 137.6(4) . 2_556 ? O2 C1 O1 124.6(7) . . ? O2 C1 H1 117.7 . . ? O1 C1 H1 117.7 . . ? O4 C2 O3 123.7(14) . . ? O4 C2 H2 118.1 . . ? O3 C2 H2 118.1 . . ? O6 C3 O5 127.1(8) . . ? O6 C3 H3 116.4 . . ? O5 C3 H3 116.4 . . ? O8 C4 O7 125.3(6) . . ? O8 C4 H4 117.3 . . ? O7 C4 H4 117.3 . . ? H11 N1 H12 108(3) . . ? H11 N1 H13 110(3) . . ? H12 N1 H13 109(3) . . ? H11 N1 H14 109(3) . . ? H12 N1 H14 110(3) . . ? H13 N1 H14 111(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H11 O1 0.86(4) 2.12(5) 2.888(9) 149(7) . N1 H12 O2 0.86(4) 2.40(7) 2.935(8) 121(6) . N1 H13 O3 0.85(4) 2.13(5) 2.945(8) 159(7) 2_646 N1 H14 O5 0.85(4) 2.09(4) 2.927(8) 171(7) 1_556 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.081 _refine_diff_density_min -1.509 _refine_diff_density_rms 0.165 ###### END of data_1 ###### data_2 _database_code_depnum_ccdc_archive 'CCDC 814183' #TrackingRef 'Chiral-Er-formate.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H10 Er N O8' _chemical_formula_weight 379.40 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.61180(10) _cell_length_b 7.5662(2) _cell_length_c 9.2756(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.8267(12) _cell_angle_gamma 90.00 _cell_volume 457.215(17) _cell_formula_units_Z 2 _cell_measurement_temperature 290 _cell_measurement_reflns_used 5903 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.756 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 358 _exptl_absorpt_coefficient_mu 9.205 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.136 _exptl_absorpt_correction_T_max 0.225 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 8232 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.0402 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2078 _reflns_number_gt 1974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _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^)+(0.0259P)^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 SHELXL _refine_ls_extinction_coef 0.101(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.041(15) _refine_ls_number_reflns 2078 _refine_ls_number_parameters 139 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0232 _refine_ls_R_factor_gt 0.0214 _refine_ls_wR_factor_ref 0.0492 _refine_ls_wR_factor_gt 0.0488 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 Er1 Er 0.16154(2) 0.27135(6) 0.292989(16) 0.01437(10) Uani 1 1 d . . . O1 O 0.3876(6) 0.3498(5) 0.5202(4) 0.0235(8) Uani 1 1 d . . . O2 O 0.6247(6) 0.5219(5) 0.6536(4) 0.0224(8) Uani 1 1 d . . . O3 O 0.4735(5) 0.3379(5) 0.2242(4) 0.0227(8) Uani 1 1 d . . . O4 O 0.8086(5) 0.3631(6) 0.2380(5) 0.0229(8) Uani 1 1 d . . . O5 O 0.1150(6) 0.3697(5) 0.0427(4) 0.0215(8) Uani 1 1 d . . . O6 O 0.0019(6) 0.5333(5) -0.1529(4) 0.0219(8) Uani 1 1 d . . . O7 O 0.1346(6) 0.5733(5) 0.3343(5) 0.0208(8) Uani 1 1 d . . . O8 O -0.0175(6) 0.6331(5) 0.5251(4) 0.0257(9) Uani 1 1 d . . . C1 C 0.5283(8) 0.4661(7) 0.5363(6) 0.0217(11) Uani 1 1 d . . . H1 H 0.5623 0.5142 0.4513 0.026 Uiso 1 1 calc R . . C2 C 0.6517(6) 0.2768(16) 0.2422(5) 0.0208(9) Uani 1 1 d . . . H2 H 0.6672 0.1562 0.2602 0.025 Uiso 1 1 calc R . . C3 C 0.0126(12) 0.4922(8) -0.0208(8) 0.0271(16) Uani 1 1 d . . . H3 H -0.0634 0.5600 0.0343 0.033 Uiso 1 1 calc R . . C4 C 0.0700(8) 0.6754(8) 0.4216(6) 0.0227(11) Uani 1 1 d . . . H4 H 0.0892 0.7956 0.4079 0.027 Uiso 1 1 calc R . . C5 C 0.5364(11) 0.2366(9) 0.8891(7) 0.040(2) Uani 1 1 d . . . H51 H 0.6394 0.2169 0.8294 0.061 Uiso 1 1 calc R . . H52 H 0.5449 0.1457 0.9622 0.061 Uiso 1 1 calc R . . H53 H 0.5582 0.3498 0.9360 0.061 Uiso 1 1 calc R . . N1 N 0.3305(8) 0.2327(7) 0.7963(6) 0.0334(17) Uani 1 1 d . . . H11 H 0.3367 0.2830 0.7105 0.050 Uiso 1 1 calc R . . H12 H 0.2419 0.2915 0.8406 0.050 Uiso 1 1 calc R . . H13 H 0.2892 0.1211 0.7821 0.050 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 Er1 0.01324(12) 0.01421(13) 0.01521(13) 0.00082(16) 0.00113(7) -0.00022(16) O1 0.024(2) 0.0203(18) 0.0245(19) 0.0002(16) 0.0000(15) -0.0037(16) O2 0.020(2) 0.020(2) 0.025(2) -0.0023(16) -0.0024(15) 0.0010(16) O3 0.0138(17) 0.029(2) 0.026(2) 0.0072(15) 0.0045(14) 0.0019(14) O4 0.0140(18) 0.025(2) 0.0292(19) 0.0011(17) 0.0026(14) 0.0012(16) O5 0.0238(19) 0.019(2) 0.0201(18) 0.0028(15) 0.0003(14) 0.0025(15) O6 0.027(2) 0.0235(19) 0.0145(18) 0.0052(15) 0.0028(15) 0.0010(16) O7 0.0209(19) 0.017(2) 0.0252(19) -0.0057(16) 0.0065(15) 0.0039(14) O8 0.026(2) 0.027(2) 0.027(2) -0.0029(17) 0.0107(17) -0.0012(17) C1 0.024(3) 0.016(3) 0.025(3) -0.0034(19) 0.004(2) 0.000(2) C2 0.019(2) 0.022(2) 0.022(2) 0.005(5) 0.0044(14) 0.005(4) C3 0.031(3) 0.019(4) 0.033(4) 0.006(3) 0.008(3) 0.007(3) C4 0.021(3) 0.019(3) 0.027(3) -0.001(2) 0.003(2) 0.000(2) C5 0.061(4) 0.035(7) 0.023(3) -0.004(3) 0.002(3) -0.008(3) N1 0.036(3) 0.034(5) 0.033(3) -0.004(2) 0.015(2) -0.003(2) _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 Er1 O3 2.316(3) . ? Er1 O8 2.323(4) 2_546 ? Er1 O7 2.328(4) . ? Er1 O2 2.360(4) 2_646 ? Er1 O6 2.371(4) 2_545 ? Er1 O4 2.405(4) 1_455 ? Er1 O5 2.407(4) . ? Er1 O1 2.440(4) . ? O1 C1 1.271(7) . ? O2 C1 1.238(7) . ? O2 Er1 2.360(4) 2_656 ? O3 C2 1.250(7) . ? O4 C2 1.232(8) . ? O4 Er1 2.405(4) 1_655 ? O5 C3 1.236(8) . ? O6 C3 1.254(9) . ? O6 Er1 2.371(4) 2 ? O7 C4 1.246(7) . ? O8 C4 1.244(7) . ? O8 Er1 2.323(4) 2_556 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 N1 1.482(8) . ? C5 H51 0.9600 . ? C5 H52 0.9600 . ? C5 H53 0.9600 . ? N1 H11 0.8900 . ? N1 H12 0.8900 . ? N1 H13 0.8900 . ? 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 O3 Er1 O8 142.44(13) . 2_546 ? O3 Er1 O7 85.93(14) . . ? O8 Er1 O7 105.64(15) 2_546 . ? O3 Er1 O2 72.65(13) . 2_646 ? O8 Er1 O2 78.03(14) 2_546 2_646 ? O7 Er1 O2 144.13(14) . 2_646 ? O3 Er1 O6 110.98(13) . 2_545 ? O8 Er1 O6 81.45(14) 2_546 2_545 ? O7 Er1 O6 142.66(14) . 2_545 ? O2 Er1 O6 73.03(13) 2_646 2_545 ? O3 Er1 O4 139.16(14) . 1_455 ? O8 Er1 O4 77.33(15) 2_546 1_455 ? O7 Er1 O4 69.70(14) . 1_455 ? O2 Er1 O4 143.17(13) 2_646 1_455 ? O6 Er1 O4 76.57(14) 2_545 1_455 ? O3 Er1 O5 68.92(13) . . ? O8 Er1 O5 147.04(14) 2_546 . ? O7 Er1 O5 81.64(14) . . ? O2 Er1 O5 115.03(13) 2_646 . ? O6 Er1 O5 74.63(13) 2_545 . ? O4 Er1 O5 75.31(14) 1_455 . ? O3 Er1 O1 75.06(14) . . ? O8 Er1 O1 75.44(14) 2_546 . ? O7 Er1 O1 70.85(14) . . ? O2 Er1 O1 75.91(13) 2_646 . ? O6 Er1 O1 144.39(13) 2_545 . ? O4 Er1 O1 122.85(14) 1_455 . ? O5 Er1 O1 135.77(14) . . ? C1 O1 Er1 126.7(3) . . ? C1 O2 Er1 131.1(4) . 2_656 ? C2 O3 Er1 138.3(5) . . ? C2 O4 Er1 129.2(5) . 1_655 ? C3 O5 Er1 131.4(4) . . ? C3 O6 Er1 131.9(4) . 2 ? C4 O7 Er1 139.4(4) . . ? C4 O8 Er1 138.3(4) . 2_556 ? O2 C1 O1 126.6(5) . . ? O2 C1 H1 116.7 . . ? O1 C1 H1 116.7 . . ? O4 C2 O3 125.4(10) . . ? O4 C2 H2 117.3 . . ? O3 C2 H2 117.3 . . ? O5 C3 O6 125.9(5) . . ? O5 C3 H3 117.0 . . ? O6 C3 H3 117.0 . . ? O8 C4 O7 126.7(5) . . ? O8 C4 H4 116.6 . . ? O7 C4 H4 116.6 . . ? N1 C5 H51 109.5 . . ? N1 C5 H52 109.5 . . ? H51 C5 H52 109.5 . . ? N1 C5 H53 109.5 . . ? H51 C5 H53 109.5 . . ? H52 C5 H53 109.5 . . ? C5 N1 H11 109.5 . . ? C5 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? C5 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H11 O1 0.89 1.92 2.796(7) 167.8 . N1 H13 O4 0.89 2.05 2.944(7) 176.6 2_646 N1 H12 O5 0.89 2.26 3.072(6) 151.7 1_556 C5 H51 O2 0.96 2.82 3.195(8) 104.4 . C5 H52 O3 0.96 2.89 3.192(8) 99.4 2_646 C5 H53 O3 0.96 2.82 3.295(8) 111.2 1_556 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.151 _refine_diff_density_min -1.109 _refine_diff_density_rms 0.141 ###### END of data_2 ###### data_3 _database_code_depnum_ccdc_archive 'CCDC 814184' #TrackingRef 'Chiral-Er-formate.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H9 Er N2 O8' _chemical_formula_weight 392.40 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'C 222(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 6.6552(2) _cell_length_b 18.3549(5) _cell_length_c 8.4346(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1030.33(6) _cell_formula_units_Z 4 _cell_measurement_temperature 290 _cell_measurement_reflns_used 4707 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description column _exptl_crystal_colour pink _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 740 _exptl_absorpt_coefficient_mu 8.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.639 _exptl_absorpt_correction_T_max 0.726 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 8267 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.06 _diffrn_reflns_theta_max 28.66 _reflns_number_total 1330 _reflns_number_gt 1177 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _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^)+(0.0212P)^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 -0.014(17) _refine_ls_number_reflns 1330 _refine_ls_number_parameters 75 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0294 _refine_ls_R_factor_gt 0.0224 _refine_ls_wR_factor_ref 0.0439 _refine_ls_wR_factor_gt 0.0428 _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_restrained_S_all 0.984 _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 Er1 Er 0.5000 0.357292(12) 0.7500 0.01312(8) Uani 1 2 d S . . O1 O 0.3207(5) 0.25808(19) 0.8471(4) 0.0228(8) Uani 1 1 d . . . O2 O 0.1743(5) 0.18375(19) 1.0189(4) 0.0268(8) Uani 1 1 d . . . O3 O 0.1656(5) 0.40540(16) 0.7687(9) 0.0269(11) Uani 1 1 d . . . O4 O 0.4889(12) 0.45012(16) 0.5703(4) 0.0324(8) Uani 1 1 d . . . C1 C 0.2371(12) 0.2439(4) 0.9753(8) 0.0250(16) Uani 1 1 d . . . H1 H 0.2200 0.2825 1.0455 0.030 Uiso 1 1 calc R . . C2 C 0.0000 0.3743(3) 0.7500 0.0239(13) Uani 1 2 d S . . H2 H 0.0000 0.3236 0.7500 0.029 Uiso 1 2 calc SR . . C3 C 0.5741(11) 0.5000 0.5000 0.0271(17) Uani 1 2 d S . . H3 H 0.7138 0.5000 0.5000 0.033 Uiso 1 2 calc SR . . C4 C 0.5000 0.0953(3) 0.7500 0.0322(14) Uani 1 2 d S . . H4 H 0.5000 0.1459 0.7500 0.039 Uiso 1 2 calc SR . . N1 N 0.3634(7) 0.0630(3) 0.8311(5) 0.0387(12) Uani 1 1 d . . . H11 H 0.3589 0.0162 0.8337 0.046 Uiso 1 1 calc R . . H12 H 0.2763 0.0881 0.8828 0.046 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 Er1 0.01297(12) 0.01319(12) 0.01321(12) 0.000 -0.0010(3) 0.000 O1 0.0225(19) 0.0256(19) 0.0202(19) 0.0053(15) 0.0070(14) -0.0048(15) O2 0.031(2) 0.024(2) 0.025(2) 0.0052(16) 0.0096(16) -0.0053(16) O3 0.0105(14) 0.0249(15) 0.045(3) -0.002(2) 0.003(2) -0.0012(11) O4 0.032(2) 0.0265(16) 0.0387(18) 0.0195(14) -0.004(3) 0.001(4) C1 0.027(3) 0.021(3) 0.026(4) 0.001(3) 0.006(3) 0.001(2) C2 0.013(3) 0.021(3) 0.037(4) 0.000 0.012(7) 0.000 C3 0.025(4) 0.026(4) 0.031(4) 0.004(3) 0.000 0.000 C4 0.036(4) 0.024(3) 0.037(4) 0.000 -0.006(10) 0.000 N1 0.040(3) 0.039(3) 0.037(3) -0.006(2) 0.014(2) -0.003(2) _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 Er1 O4 2.282(3) . ? Er1 O4 2.282(3) 3_656 ? Er1 O1 2.326(3) . ? Er1 O1 2.326(3) 3_656 ? Er1 O2 2.390(3) 6_554 ? Er1 O2 2.390(3) 8_557 ? Er1 O3 2.399(3) 3_656 ? Er1 O3 2.399(3) . ? O1 C1 1.244(8) . ? O2 C1 1.237(8) . ? O2 Er1 2.390(3) 6 ? O3 C2 1.251(4) . ? O4 C3 1.229(5) . ? C1 H1 0.9300 . ? C2 O3 1.251(4) 3_556 ? C2 H2 0.9300 . ? C3 O4 1.229(5) 4_566 ? C3 H3 0.9300 . ? C4 N1 1.283(5) 3_656 ? C4 N1 1.283(5) . ? C4 H4 0.9300 . ? N1 H11 0.8600 . ? N1 H12 0.8600 . ? 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 O4 Er1 O4 83.38(16) . 3_656 ? O4 Er1 O1 143.31(19) . . ? O4 Er1 O1 111.56(15) 3_656 . ? O4 Er1 O1 111.56(15) . 3_656 ? O4 Er1 O1 143.31(19) 3_656 3_656 ? O1 Er1 O1 76.94(17) . 3_656 ? O4 Er1 O2 71.21(14) . 6_554 ? O4 Er1 O2 142.46(17) 3_656 6_554 ? O1 Er1 O2 77.96(12) . 6_554 ? O1 Er1 O2 73.44(12) 3_656 6_554 ? O4 Er1 O2 142.46(17) . 8_557 ? O4 Er1 O2 71.21(14) 3_656 8_557 ? O1 Er1 O2 73.44(12) . 8_557 ? O1 Er1 O2 77.96(12) 3_656 8_557 ? O2 Er1 O2 143.25(17) 6_554 8_557 ? O4 Er1 O3 73.2(2) . 3_656 ? O4 Er1 O3 74.9(2) 3_656 3_656 ? O1 Er1 O3 141.91(13) . 3_656 ? O1 Er1 O3 77.83(12) 3_656 3_656 ? O2 Er1 O3 120.83(19) 6_554 3_656 ? O2 Er1 O3 73.71(17) 8_557 3_656 ? O4 Er1 O3 74.9(2) . . ? O4 Er1 O3 73.2(2) 3_656 . ? O1 Er1 O3 77.83(12) . . ? O1 Er1 O3 141.91(13) 3_656 . ? O2 Er1 O3 73.71(17) 6_554 . ? O2 Er1 O3 120.83(19) 8_557 . ? O3 Er1 O3 136.81(14) 3_656 . ? C1 O1 Er1 134.4(4) . . ? C1 O2 Er1 133.5(4) . 6 ? C2 O3 Er1 129.8(3) . . ? C3 O4 Er1 149.5(6) . . ? O2 C1 O1 126.6(6) . . ? O2 C1 H1 116.7 . . ? O1 C1 H1 116.7 . . ? O3 C2 O3 125.7(5) . 3_556 ? O3 C2 H2 117.2 . . ? O3 C2 H2 117.2 3_556 . ? O4 C3 O4 125.1(9) . 4_566 ? O4 C3 H3 117.5 . . ? O4 C3 H3 117.5 4_566 . ? N1 C4 N1 125.0(7) 3_656 . ? N1 C4 H4 117.5 3_656 . ? N1 C4 H4 117.5 . . ? C4 N1 H11 120.0 . . ? C4 N1 H12 120.0 . . ? H11 N1 H12 120.0 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H12 O2 0.86 2.20 3.002(6) 154.1 . N1 H11 O3 0.86 2.22 3.018(6) 155.4 7_546 N1 H11 O4 0.86 2.74 3.237(8) 118.7 7_546 N1 H12 O4 0.86 2.47 3.103(7) 130.8 6 C4 H4 O1 0.93 2.52 3.321(7) 144.9 . C4 H4 O1 0.93 2.52 3.321(7) 144.9 3_656 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.66 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.002 _refine_diff_density_min -1.175 _refine_diff_density_rms 0.151 ###### END of data_3 ###### data_4 _database_code_depnum_ccdc_archive 'CCDC 814185' #TrackingRef 'Chiral-Er-formate.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H10 Er N3 O8' _chemical_formula_weight 407.42 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 6.6456(3) _cell_length_b 8.0898(3) _cell_length_c 20.1549(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1083.56(8) _cell_formula_units_Z 4 _cell_measurement_temperature 290 _cell_measurement_reflns_used 12746 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 _exptl_crystal_description column _exptl_crystal_colour pink _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 7.783 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.354 _exptl_absorpt_correction_T_max 0.509 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 12746 _diffrn_reflns_av_R_equivalents 0.0792 _diffrn_reflns_av_sigmaI/netI 0.0780 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.67 _diffrn_reflns_theta_max 27.41 _reflns_number_total 2463 _reflns_number_gt 1833 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _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^)+(0.0170P)^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 SHELXL _refine_ls_extinction_coef 0.0030(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.032(16) _refine_ls_number_reflns 2463 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0524 _refine_ls_wR_factor_gt 0.0487 _refine_ls_goodness_of_fit_ref 0.917 _refine_ls_restrained_S_all 0.917 _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 Er1 Er 0.49295(6) 0.44471(3) 0.619538(12) 0.01683(10) Uani 1 1 d . . 1 O1 O 0.5091(9) 0.5861(5) 0.7186(2) 0.0350(11) Uani 1 1 d . . . O2 O 0.4999(11) 0.7213(5) 0.81347(19) 0.0295(10) Uani 1 1 d . . . O3 O 0.3158(7) 0.2326(7) 0.5631(2) 0.0302(13) Uani 1 1 d . . . O4 O 0.1668(7) 0.0980(6) 0.4800(2) 0.0273(13) Uani 1 1 d . . . O5 O 0.1600(7) 0.4577(9) 0.6596(3) 0.0239(16) Uani 1 1 d . . . O6 O -0.1725(8) 0.4344(9) 0.6553(3) 0.0295(17) Uani 1 1 d . . . O7 O 0.5958(8) 0.7221(7) 0.5910(3) 0.0378(15) Uani 1 1 d . . . O8 O 0.3242(7) 0.6269(7) 0.5431(3) 0.0337(15) Uani 1 1 d . . . C1 C 0.4210(10) 0.6660(9) 0.7613(4) 0.0263(19) Uani 1 1 d . . . H1 H 0.2850 0.6874 0.7546 0.032 Uiso 1 1 calc R . . C2 C 0.2529(13) 0.2251(16) 0.5058(5) 0.033(3) Uani 1 1 d . . . H2 H 0.2686 0.3181 0.4792 0.040 Uiso 1 1 calc R . . C3 C -0.0035(13) 0.4688(8) 0.6308(3) 0.0292(15) Uani 1 1 d . . . H3 H -0.0014 0.5059 0.5871 0.035 Uiso 1 1 calc R . . C4 C 0.4464(12) 0.7373(11) 0.5528(4) 0.037(2) Uani 1 1 d . . 2 H4 H 0.4283 0.8375 0.5310 0.044 Uiso 1 1 calc R . 2 C5 C 0.0124(14) 0.4318(8) 0.8370(3) 0.0251(15) Uani 1 1 d . . . N1 N 0.1349(9) 0.3474(8) 0.7980(3) 0.0354(17) Uani 1 1 d . . . H11 H 0.2331 0.2923 0.8148 0.043 Uiso 1 1 calc R . . H12 H 0.1164 0.3477 0.7557 0.043 Uiso 1 1 calc R . . N2 N -0.1407(9) 0.5140(8) 0.8105(4) 0.042(2) Uani 1 1 d . . . H21 H -0.2224 0.5676 0.8357 0.050 Uiso 1 1 calc R . . H22 H -0.1582 0.5137 0.7683 0.050 Uiso 1 1 calc R . . N3 N 0.0393(10) 0.4322(7) 0.9016(3) 0.043(2) Uani 1 1 d . . . H31 H 0.1372 0.3773 0.9187 0.051 Uiso 1 1 calc R . . H32 H -0.0409 0.4874 0.9267 0.051 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 Er1 0.01419(15) 0.02284(15) 0.01345(14) -0.00065(15) 0.0002(3) -0.0015(3) O1 0.028(3) 0.050(3) 0.027(2) -0.023(2) -0.002(4) -0.005(5) O2 0.035(3) 0.031(3) 0.023(2) -0.011(2) -0.003(4) 0.012(5) O3 0.029(3) 0.042(4) 0.019(3) -0.006(3) -0.007(2) -0.014(3) O4 0.025(3) 0.035(4) 0.021(3) -0.010(3) -0.006(2) -0.004(2) O5 0.014(3) 0.038(4) 0.020(4) 0.004(4) -0.004(2) 0.000(3) O6 0.016(3) 0.040(4) 0.033(4) -0.003(4) -0.003(2) -0.003(3) O7 0.046(3) 0.032(4) 0.035(4) -0.004(3) -0.015(3) -0.007(3) O8 0.021(3) 0.042(4) 0.039(4) 0.011(3) -0.002(3) -0.002(3) C1 0.022(4) 0.030(5) 0.027(5) -0.002(4) 0.003(3) 0.006(3) C2 0.033(4) 0.045(8) 0.021(5) 0.005(5) -0.004(3) -0.002(4) C3 0.021(4) 0.051(4) 0.015(3) 0.006(3) -0.014(6) 0.010(7) C4 0.043(7) 0.036(5) 0.030(5) 0.002(4) 0.004(4) 0.009(4) C5 0.031(4) 0.023(3) 0.021(3) -0.002(3) -0.002(5) -0.002(7) N1 0.042(4) 0.046(5) 0.018(4) 0.006(4) -0.001(3) 0.021(4) N2 0.031(4) 0.051(5) 0.043(5) -0.001(4) -0.011(3) 0.020(3) N3 0.049(5) 0.059(4) 0.019(3) 0.000(3) -0.003(3) 0.016(5) _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 Er1 O2 2.256(4) 3_646 ? Er1 O1 2.303(4) . ? Er1 O6 2.339(5) 1_655 ? Er1 O4 2.342(5) 4_556 ? Er1 O5 2.358(5) . ? Er1 O3 2.371(5) . ? Er1 O8 2.409(5) . ? Er1 O7 2.415(6) . ? O1 C1 1.226(7) . ? O2 C1 1.257(8) . ? O2 Er1 2.256(4) 3_656 ? O3 C2 1.230(11) . ? O4 C2 1.286(13) . ? O4 Er1 2.342(5) 4_456 ? O5 C3 1.235(8) . ? O6 C3 1.258(9) . ? O6 Er1 2.339(5) 1_455 ? O7 C4 1.262(8) . ? O8 C4 1.223(9) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 N3 1.314(8) . ? C5 N1 1.322(9) . ? C5 N2 1.328(9) . ? N1 H11 0.8600 . ? N1 H12 0.8600 . ? N2 H21 0.8600 . ? N2 H22 0.8600 . ? N3 H31 0.8600 . ? N3 H32 0.8600 . ? 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 Er1 O1 83.00(15) 3_646 . ? O2 Er1 O6 76.5(3) 3_646 1_655 ? O1 Er1 O6 72.9(2) . 1_655 ? O2 Er1 O4 112.60(18) 3_646 4_556 ? O1 Er1 O4 142.48(19) . 4_556 ? O6 Er1 O4 77.85(19) 1_655 4_556 ? O2 Er1 O5 81.4(3) 3_646 . ? O1 Er1 O5 74.0(2) . . ? O6 Er1 O5 142.02(14) 1_655 . ? O4 Er1 O5 139.77(18) 4_556 . ? O2 Er1 O3 73.62(17) 3_646 . ? O1 Er1 O3 142.95(18) . . ? O6 Er1 O3 126.4(2) 1_655 . ? O4 Er1 O3 74.17(16) 4_556 . ? O5 Er1 O3 74.4(2) . . ? O2 Er1 O8 152.0(2) 3_646 . ? O1 Er1 O8 105.79(19) . . ? O6 Er1 O8 131.4(2) 1_655 . ? O4 Er1 O8 76.81(18) 4_556 . ? O5 Er1 O8 75.83(19) . . ? O3 Er1 O8 84.54(19) . . ? O2 Er1 O7 151.73(19) 3_646 . ? O1 Er1 O7 74.45(17) . . ? O6 Er1 O7 80.6(2) 1_655 . ? O4 Er1 O7 78.07(18) 4_556 . ? O5 Er1 O7 107.8(2) . . ? O3 Er1 O7 134.30(17) . . ? O8 Er1 O7 53.91(17) . . ? C1 O1 Er1 148.1(6) . . ? C1 O2 Er1 142.6(5) . 3_656 ? C2 O3 Er1 130.9(7) . . ? C2 O4 Er1 133.1(6) . 4_456 ? C3 O5 Er1 131.8(5) . . ? C3 O6 Er1 136.1(5) . 1_455 ? C4 O7 Er1 90.8(6) . . ? C4 O8 Er1 92.0(5) . . ? O1 C1 O2 125.2(7) . . ? O1 C1 H1 117.4 . . ? O2 C1 H1 117.4 . . ? O3 C2 O4 124.7(10) . . ? O3 C2 H2 117.6 . . ? O4 C2 H2 117.6 . . ? O5 C3 O6 125.7(5) . . ? O5 C3 H3 117.1 . . ? O6 C3 H3 117.1 . . ? O8 C4 O7 123.3(9) . . ? O8 C4 H4 118.3 . . ? O7 C4 H4 118.3 . . ? N3 C5 N1 120.5(8) . . ? N3 C5 N2 120.1(8) . . ? N1 C5 N2 119.4(6) . . ? C5 N1 H11 120.0 . . ? C5 N1 H12 120.0 . . ? H11 N1 H12 120.0 . . ? C5 N2 H21 120.0 . . ? C5 N2 H22 120.0 . . ? H21 N2 H22 120.0 . . ? C5 N3 H31 120.0 . . ? C5 N3 H32 120.0 . . ? H31 N3 H32 120.0 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H11 O7 0.86 2.29 3.040(8) 146.5 3_646 N1 H11 O1 0.86 2.48 3.190(8) 139.9 3_646 N1 H12 O5 0.86 2.15 2.932(8) 150.8 . N2 H21 O2 0.86 2.27 2.919(8) 132.3 1_455 N2 H21 O3 0.86 2.52 3.312(8) 154.3 3_556 N2 H22 O6 0.86 2.37 3.202(9) 163.6 . N2 H22 O1 0.86 2.50 3.032(8) 121.1 1_455 N3 H31 O7 0.86 2.18 2.965(8) 151.1 3_646 N3 H31 O8 0.86 2.52 3.031(8) 119.0 2_565 N3 H32 O4 0.86 2.24 3.061(8) 158.6 3_556 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.663 _refine_diff_density_min -1.572 _refine_diff_density_rms 0.186 ###### END of data_4 ###### data_5 _database_code_depnum_ccdc_archive 'CCDC 814186' #TrackingRef 'Chiral-Er-formate.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H9 Er N2 O8' _chemical_formula_weight 416.42 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 2(1)2(1)2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 6.69730(10) _cell_length_b 8.2497(2) _cell_length_c 20.3822(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1126.13(5) _cell_formula_units_Z 4 _cell_measurement_temperature 290 _cell_measurement_reflns_used 11330 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 7.489 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.536 _exptl_absorpt_correction_T_max 0.691 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 16507 _diffrn_reflns_av_R_equivalents 0.0668 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2592 _reflns_number_gt 2004 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _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^)+(0.0233P)^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 -0.028(15) _refine_ls_number_reflns 2592 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0500 _refine_ls_wR_factor_gt 0.0476 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.924 _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 Er1 Er 0.49861(6) 0.43402(2) 0.619154(9) 0.01730(7) Uani 1 1 d . . 1 O1 O 0.5208(8) 0.5626(5) 0.72340(18) 0.0331(10) Uani 1 1 d . . . O2 O 0.4857(8) 0.7205(4) 0.81096(16) 0.0306(8) Uani 1 1 d . . . O3 O 0.3362(5) 0.2316(5) 0.55895(18) 0.0293(10) Uani 1 1 d . . . O4 O 0.1896(5) 0.1078(5) 0.4749(2) 0.0278(10) Uani 1 1 d . . . O5 O 0.1692(7) 0.4635(7) 0.6529(3) 0.0301(16) Uani 1 1 d . . . O6 O -0.1593(7) 0.4474(8) 0.6512(3) 0.0320(15) Uani 1 1 d . . . O7 O 0.5411(6) 0.7108(5) 0.5952(2) 0.0404(13) Uani 1 1 d . . . O8 O 0.3235(6) 0.6009(6) 0.5290(2) 0.0405(12) Uani 1 1 d . . . C1 C 0.4318(9) 0.6572(8) 0.7586(3) 0.0324(17) Uani 1 1 d . . . H1 H 0.3051 0.6864 0.7442 0.039 Uiso 1 1 calc R . . C2 C 0.2535(10) 0.2266(11) 0.5054(4) 0.0283(19) Uani 1 1 d . . . H2 H 0.2362 0.3261 0.4847 0.034 Uiso 1 1 calc R . . C3 C 0.0038(12) 0.4689(6) 0.6246(2) 0.0314(12) Uani 1 1 d . . . H3 H 0.0039 0.4911 0.5799 0.038 Uiso 1 1 calc R . . C4 C 0.4202(8) 0.7197(8) 0.5476(3) 0.0330(15) Uani 1 1 d . . 2 H4 H 0.4039 0.8182 0.5261 0.040 Uiso 1 1 calc R . 2 C5 C 0.1079(11) 0.3644(9) 0.7990(4) 0.044(2) Uani 1 1 d . . . H5 H 0.1915 0.3124 0.7693 0.053 Uiso 1 1 calc R . . C6 C -0.0198(13) 0.4584(7) 0.8888(3) 0.0434(17) Uani 1 1 d . . . H6 H -0.0384 0.4807 0.9331 0.052 Uiso 1 1 calc R . . C7 C -0.1407(10) 0.5002(9) 0.8403(4) 0.0424(19) Uani 1 1 d . . . H7 H -0.2578 0.5602 0.8437 0.051 Uiso 1 1 calc R . . N1 N -0.0599(7) 0.4382(8) 0.7845(3) 0.0408(16) Uani 1 1 d . . . H1A H -0.1107 0.4461 0.7458 0.049 Uiso 1 1 calc R . . N2 N 0.1382(8) 0.3759(8) 0.8617(3) 0.0490(16) Uani 1 1 d . . . H2A H 0.2396 0.3384 0.8827 0.059 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 Er1 0.01439(10) 0.02159(11) 0.01593(11) -0.00122(9) 0.0003(3) -0.0014(3) O1 0.027(2) 0.044(2) 0.0276(19) -0.0146(18) -0.004(3) -0.006(3) O2 0.035(2) 0.0326(19) 0.0236(18) -0.0149(15) -0.003(3) 0.007(3) O3 0.033(2) 0.036(3) 0.018(2) 0.0003(19) -0.0072(17) -0.011(2) O4 0.023(2) 0.030(3) 0.030(2) -0.0105(19) -0.0067(18) -0.0023(17) O5 0.017(3) 0.047(4) 0.026(4) -0.004(3) -0.001(2) -0.004(3) O6 0.016(2) 0.055(4) 0.024(4) -0.002(4) 0.001(2) -0.007(3) O7 0.046(4) 0.026(2) 0.049(3) 0.005(2) -0.020(2) -0.006(2) O8 0.030(2) 0.043(3) 0.049(3) -0.006(2) -0.006(2) -0.005(2) C1 0.027(4) 0.035(4) 0.035(4) -0.004(3) -0.004(2) 0.011(3) C2 0.031(3) 0.028(5) 0.026(4) 0.008(3) -0.005(2) -0.003(3) C3 0.021(3) 0.054(3) 0.019(3) -0.003(2) 0.010(6) -0.008(6) C4 0.039(4) 0.029(4) 0.032(4) 0.003(3) 0.005(3) 0.001(3) C5 0.044(4) 0.043(5) 0.046(5) 0.001(4) 0.004(4) 0.009(4) C6 0.056(5) 0.046(4) 0.029(3) 0.001(3) 0.005(5) 0.000(5) C7 0.042(4) 0.045(5) 0.040(5) -0.003(4) -0.008(3) 0.020(3) N1 0.044(4) 0.049(4) 0.030(3) 0.006(3) -0.011(2) 0.000(3) N2 0.044(4) 0.049(4) 0.054(5) 0.008(4) -0.016(3) 0.011(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 Er1 O2 2.268(3) 3_646 ? Er1 O5 2.324(5) . ? Er1 O4 2.330(4) 4_556 ? Er1 O3 2.340(4) . ? Er1 O7 2.352(4) . ? Er1 O1 2.379(4) . ? Er1 O6 2.385(4) 1_655 ? Er1 O8 2.578(4) . ? O1 C1 1.216(6) . ? O2 C1 1.242(6) . ? O2 Er1 2.268(3) 3_656 ? O3 C2 1.225(7) . ? O4 C2 1.237(9) . ? O4 Er1 2.330(4) 4_456 ? O5 C3 1.249(8) . ? O6 C3 1.232(7) . ? O6 Er1 2.385(4) 1_455 ? O7 C4 1.266(6) . ? O8 C4 1.234(7) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 N2 1.297(9) . ? C5 N1 1.312(8) . ? C5 H5 0.9300 . ? C6 C7 1.325(9) . ? C6 N2 1.374(9) . ? C6 H6 0.9300 . ? C7 N1 1.359(9) . ? C7 H7 0.9300 . ? N1 H1A 0.8600 . ? N2 H2A 0.8600 . ? 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 Er1 O5 86.5(2) 3_646 . ? O2 Er1 O4 112.09(15) 3_646 4_556 ? O5 Er1 O4 141.28(17) . 4_556 ? O2 Er1 O3 78.27(14) 3_646 . ? O5 Er1 O3 77.79(17) . . ? O4 Er1 O3 73.63(13) 4_556 . ? O2 Er1 O7 151.50(15) 3_646 . ? O5 Er1 O7 94.29(18) . . ? O4 Er1 O7 84.64(15) 4_556 . ? O3 Er1 O7 129.79(14) . . ? O2 Er1 O1 77.44(13) 3_646 . ? O5 Er1 O1 75.42(19) . . ? O4 Er1 O1 140.03(15) 4_556 . ? O3 Er1 O1 144.61(14) . . ? O7 Er1 O1 75.24(15) . . ? O2 Er1 O6 79.6(2) 3_646 1_655 ? O5 Er1 O6 145.72(12) . 1_655 ? O4 Er1 O6 72.82(16) 4_556 1_655 ? O3 Er1 O6 128.54(17) . 1_655 ? O7 Er1 O6 84.01(18) . 1_655 ? O1 Er1 O6 71.04(19) . 1_655 ? O2 Er1 O8 152.07(15) 3_646 . ? O5 Er1 O8 73.94(17) . . ? O4 Er1 O8 75.07(14) 4_556 . ? O3 Er1 O8 78.22(15) . . ? O7 Er1 O8 52.32(14) . . ? O1 Er1 O8 115.27(16) . . ? O6 Er1 O8 127.39(16) 1_655 . ? C1 O1 Er1 141.5(5) . . ? C1 O2 Er1 151.6(4) . 3_656 ? C2 O3 Er1 134.6(5) . . ? C2 O4 Er1 136.1(4) . 4_456 ? C3 O5 Er1 135.2(4) . . ? C3 O6 Er1 137.6(4) . 1_455 ? C4 O7 Er1 97.9(4) . . ? C4 O8 Er1 88.1(4) . . ? O1 C1 O2 129.4(6) . . ? O1 C1 H1 115.3 . . ? O2 C1 H1 115.3 . . ? O3 C2 O4 129.1(7) . . ? O3 C2 H2 115.4 . . ? O4 C2 H2 115.4 . . ? O6 C3 O5 125.4(5) . . ? O6 C3 H3 117.3 . . ? O5 C3 H3 117.3 . . ? O8 C4 O7 121.7(6) . . ? O8 C4 H4 119.2 . . ? O7 C4 H4 119.2 . . ? N2 C5 N1 108.8(7) . . ? N2 C5 H5 125.6 . . ? N1 C5 H5 125.6 . . ? C7 C6 N2 107.4(6) . . ? C7 C6 H6 126.3 . . ? N2 C6 H6 126.3 . . ? C6 C7 N1 106.5(6) . . ? C6 C7 H7 126.8 . . ? N1 C7 H7 126.8 . . ? C5 N1 C7 109.1(7) . . ? C5 N1 H1A 125.5 . . ? C7 N1 H1A 125.5 . . ? C5 N2 C6 108.2(6) . . ? C5 N2 H2A 125.9 . . ? C6 N2 H2A 125.9 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A O5 0.86 2.67 3.097(8) 112.1 . N1 H1A O6 0.86 1.96 2.799(8) 165.7 . N1 H1A O1 0.86 2.69 3.238(7) 123.1 1_455 N2 H2A O7 0.86 1.86 2.691(7) 161.2 3_646 C5 H5 O5 0.93 2.68 3.115(10) 109.2 . C6 H6 O8 0.93 2.52 3.183(8) 128.6 2_565 C6 H6 O4 0.93 2.37 3.245(8) 155.7 3_556 C6 H6 O3 0.93 2.88 3.272(9) 106.8 3_556 C7 H7 O3 0.93 2.49 3.095(8) 122.6 3_556 C7 H7 O2 0.93 2.27 3.150(8) 158.0 1_455 C7 H7 O1 0.93 2.87 3.328(8) 112.1 1_455 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.789 _refine_diff_density_min -1.265 _refine_diff_density_rms 0.150 ###### END of data_5 ###### data_6 _database_code_depnum_ccdc_archive 'CCDC 814187' #TrackingRef 'Chiral-Er-formate.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H12 Er N O8' _chemical_formula_weight 393.43 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.6349(2) _cell_length_b 8.6371(3) _cell_length_c 9.6727(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.101(2) _cell_angle_gamma 90.00 _cell_volume 541.99(3) _cell_formula_units_Z 2 _cell_measurement_temperature 290 _cell_measurement_reflns_used 7654 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 28.700 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 374 _exptl_absorpt_coefficient_mu 7.770 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.226 _exptl_absorpt_correction_T_max 0.288 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 9034 _diffrn_reflns_av_R_equivalents 0.0579 _diffrn_reflns_av_sigmaI/netI 0.0553 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2441 _reflns_number_gt 2132 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction: R.H. Blessing (1995) Acta Cryst. A51, 33-37. R.H. Blessing (1997) J.Appl. Cryst. 30, 421-426. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _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^)+(0.0165P)^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 SHELXL _refine_ls_extinction_coef 0.0281(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.017(15) _refine_ls_number_reflns 2441 _refine_ls_number_parameters 148 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0455 _refine_ls_wR_factor_gt 0.0443 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _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 Er1 Er 0.10557(3) 0.23094(5) 0.270764(19) 0.01713(11) Uani 1 1 d . . . O1 O 0.0734(6) 0.4561(5) 0.1262(4) 0.0243(9) Uani 1 1 d . . . O2 O 0.0021(7) 0.6179(4) -0.0535(4) 0.0301(10) Uani 1 1 d . . . O3 O 0.1422(7) 0.4253(5) 0.4323(4) 0.0362(11) Uani 1 1 d . . . O4 O 0.0634(7) 0.5869(6) 0.5883(5) 0.0402(12) Uani 1 1 d . . . O5 O 0.4235(7) 0.3007(5) 0.2288(5) 0.0371(11) Uani 1 1 d . . . O6 O 0.7542(7) 0.3053(6) 0.2208(5) 0.0374(11) Uani 1 1 d . . . O7 O 0.3741(7) 0.1305(5) 0.4793(4) 0.0340(11) Uani 1 1 d . . . O8 O 0.2807(7) -0.0201(5) 0.2942(4) 0.0330(10) Uani 1 1 d . . . C1 C -0.021(2) 0.4968(14) 0.0102(14) 0.032(3) Uani 1 1 d . . . H1 H -0.1215 0.4291 -0.0362 0.038 Uiso 1 1 calc R . . C2 C 0.0411(17) 0.5141(14) 0.4826(13) 0.075(4) Uani 1 1 d . . . H2 H -0.0877 0.5304 0.4244 0.090 Uiso 1 1 calc R . . C3 C 0.5990(10) 0.2509(18) 0.2396(7) 0.041(3) Uani 1 1 d . . . H3 H 0.6128 0.1481 0.2687 0.049 Uiso 1 1 calc R . . C4 C 0.3831(10) 0.0043(7) 0.4165(7) 0.0323(15) Uani 1 1 d . . . H4 H 0.4686 -0.0735 0.4623 0.039 Uiso 1 1 calc R . . C5 C 0.5289(15) 0.6713(8) 0.1348(8) 0.049(2) Uani 1 1 d . . . H51 H 0.4459 0.6932 0.0418 0.059 Uiso 1 1 calc R . . H52 H 0.5912 0.5702 0.1313 0.059 Uiso 1 1 calc R . . C6 C 0.695(2) 0.7901(11) 0.1705(13) 0.090(4) Uani 1 1 d . . . H61 H 0.6342 0.8915 0.1612 0.135 Uiso 1 1 calc R . . H62 H 0.7878 0.7802 0.1073 0.135 Uiso 1 1 calc R . . H63 H 0.7685 0.7750 0.2660 0.135 Uiso 1 1 calc R . . N1 N 0.3934(8) 0.6679(6) 0.2396(5) 0.0359(13) Uani 1 1 d . . . H11 H 0.4692 0.6490 0.3253 0.054 Uiso 1 1 calc R . . H12 H 0.2993 0.5938 0.2163 0.054 Uiso 1 1 calc R . . H13 H 0.3307 0.7590 0.2398 0.054 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 Er1 0.01846(14) 0.01632(13) 0.01678(13) 0.0000(3) 0.00406(7) 0.0004(3) O1 0.024(2) 0.025(2) 0.022(2) 0.0107(19) 0.0000(17) 0.0000(18) O2 0.046(3) 0.016(2) 0.025(2) 0.0094(18) -0.0015(19) -0.0044(19) O3 0.032(3) 0.042(3) 0.034(3) -0.017(2) 0.006(2) 0.005(2) O4 0.039(3) 0.045(3) 0.038(3) -0.024(2) 0.013(2) -0.001(2) O5 0.025(3) 0.041(2) 0.048(3) 0.017(2) 0.014(2) 0.0097(19) O6 0.018(2) 0.046(3) 0.051(3) 0.024(2) 0.013(2) 0.011(2) O7 0.042(3) 0.034(3) 0.025(2) -0.006(2) 0.0045(19) 0.000(2) O8 0.038(3) 0.030(2) 0.026(2) -0.005(2) -0.003(2) 0.008(2) C1 0.039(6) 0.024(5) 0.029(4) -0.003(4) 0.000(4) -0.010(4) C2 0.048(8) 0.111(11) 0.061(7) -0.053(7) -0.001(5) 0.024(6) C3 0.031(3) 0.036(8) 0.051(4) 0.021(5) 0.000(3) 0.004(4) C4 0.030(4) 0.025(4) 0.039(4) 0.003(3) 0.002(3) 0.004(3) C5 0.071(6) 0.038(4) 0.042(4) 0.005(3) 0.018(4) 0.001(4) C6 0.107(9) 0.075(7) 0.110(8) -0.032(6) 0.074(7) -0.041(6) N1 0.047(4) 0.027(3) 0.031(3) 0.002(2) 0.001(3) -0.006(2) _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 Er1 O3 2.271(4) . ? Er1 O2 2.291(4) 2_545 ? Er1 O4 2.303(4) 2_546 ? Er1 O5 2.310(4) . ? Er1 O6 2.368(4) 1_455 ? Er1 O1 2.378(4) . ? Er1 O8 2.448(4) . ? Er1 O7 2.547(4) . ? Er1 C4 2.850(6) . ? O1 C1 1.216(14) . ? O2 C1 1.239(14) . ? O2 Er1 2.291(4) 2 ? O3 C2 1.189(12) . ? O4 C2 1.183(12) . ? O4 Er1 2.303(4) 2_556 ? O5 C3 1.225(9) . ? O6 C3 1.180(10) . ? O6 Er1 2.368(4) 1_655 ? O7 C4 1.255(7) . ? O8 C4 1.252(8) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C5 N1 1.490(9) . ? C5 C6 1.490(11) . ? C5 H51 0.9700 . ? C5 H52 0.9700 . ? C6 H61 0.9600 . ? C6 H62 0.9600 . ? C6 H63 0.9600 . ? N1 H11 0.8900 . ? N1 H12 0.8900 . ? N1 H13 0.8900 . ? 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 O3 Er1 O2 156.02(15) . 2_545 ? O3 Er1 O4 89.27(18) . 2_546 ? O2 Er1 O4 102.47(18) 2_545 2_546 ? O3 Er1 O5 87.60(16) . . ? O2 Er1 O5 94.04(16) 2_545 . ? O4 Er1 O5 145.15(16) 2_546 . ? O3 Er1 O6 84.19(17) . 1_455 ? O2 Er1 O6 79.88(16) 2_545 1_455 ? O4 Er1 O6 71.74(16) 2_546 1_455 ? O5 Er1 O6 142.15(15) . 1_455 ? O3 Er1 O1 77.49(16) . . ? O2 Er1 O1 80.63(15) 2_545 . ? O4 Er1 O1 142.64(16) 2_546 . ? O5 Er1 O1 69.88(14) . . ? O6 Er1 O1 72.26(14) 1_455 . ? O3 Er1 O8 127.63(15) . . ? O2 Er1 O8 76.00(14) 2_545 . ? O4 Er1 O8 75.35(17) 2_546 . ? O5 Er1 O8 79.29(16) . . ? O6 Er1 O8 133.38(17) 1_455 . ? O1 Er1 O8 139.56(15) . . ? O3 Er1 O7 75.56(15) . . ? O2 Er1 O7 127.80(14) 2_545 . ? O4 Er1 O7 72.16(16) 2_546 . ? O5 Er1 O7 73.45(14) . . ? O6 Er1 O7 138.50(15) 1_455 . ? O1 Er1 O7 134.87(14) . . ? O8 Er1 O7 52.08(14) . . ? O3 Er1 C4 101.68(17) . . ? O2 Er1 C4 101.87(16) 2_545 . ? O4 Er1 C4 71.36(18) 2_546 . ? O5 Er1 C4 75.34(17) . . ? O6 Er1 C4 142.51(17) 1_455 . ? O1 Er1 C4 145.23(17) . . ? O8 Er1 C4 25.95(16) . . ? O7 Er1 C4 26.14(15) . . ? C1 O1 Er1 138.1(7) . . ? C1 O2 Er1 140.3(7) . 2 ? C2 O3 Er1 140.4(7) . . ? C2 O4 Er1 144.1(6) . 2_556 ? C3 O5 Er1 141.3(7) . . ? C3 O6 Er1 135.6(7) . 1_655 ? C4 O7 Er1 90.5(4) . . ? C4 O8 Er1 95.2(4) . . ? O1 C1 O2 127.6(13) . . ? O1 C1 H1 116.2 . . ? O2 C1 H1 116.2 . . ? O4 C2 O3 135.9(12) . . ? O4 C2 H2 112.1 . . ? O3 C2 H2 112.1 . . ? O6 C3 O5 133.8(14) . . ? O6 C3 H3 113.1 . . ? O5 C3 H3 113.1 . . ? O8 C4 O7 122.1(6) . . ? O8 C4 Er1 58.8(3) . . ? O7 C4 Er1 63.4(3) . . ? O8 C4 H4 118.9 . . ? O7 C4 H4 118.9 . . ? Er1 C4 H4 177.0 . . ? N1 C5 C6 112.1(6) . . ? N1 C5 H51 109.2 . . ? C6 C5 H51 109.2 . . ? N1 C5 H52 109.2 . . ? C6 C5 H52 109.2 . . ? H51 C5 H52 107.9 . . ? C5 C6 H61 109.5 . . ? C5 C6 H62 109.5 . . ? H61 C6 H62 109.5 . . ? C5 C6 H63 109.5 . . ? H61 C6 H63 109.5 . . ? H62 C6 H63 109.5 . . ? C5 N1 H11 109.5 . . ? C5 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? C5 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H11 O7 0.89 1.96 2.849(6) 173.4 2_656 N1 H12 O1 0.89 1.97 2.843(7) 167.4 . N1 H13 O8 0.89 2.02 2.875(7) 159.3 1_565 C1 H1 O8 0.93 2.54 3.089(15) 118.3 2 C2 H2 O7 0.93 2.44 3.026(12) 120.8 2_556 C3 H3 O4 0.93 2.36 2.869(10) 114.3 2_646 C4 H4 O3 0.93 2.57 3.255(8) 130.8 2_646 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.309 _refine_diff_density_min -0.736 _refine_diff_density_rms 0.135 ###### END of data_6 ###### data_7 _database_code_depnum_ccdc_archive 'CCDC 814188' #TrackingRef 'Chiral-Er-formate.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H12 Er N O9' _chemical_formula_weight 409.43 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2(1)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.6243(2) _cell_length_b 8.6345(3) _cell_length_c 9.7545(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.5988(14) _cell_angle_gamma 90.00 _cell_volume 544.50(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6307 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 390 _exptl_absorpt_coefficient_mu 7.746 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.289 _exptl_absorpt_correction_T_max 0.614 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.0900 -1 0 0 0.1000 0 1 1 0.0150 0 -1 -1 0.0600 0 0 1 0.0500 0 0 -1 0.0500 0 -1 1 0.0800 _exptl_special_details ; ? ; _diffrn_ambient_temperature 290 _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 _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 9594 _diffrn_reflns_av_R_equivalents 0.0557 _diffrn_reflns_av_sigmaI/netI 0.0449 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2424 _reflns_number_gt 2211 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD (Nonius B. V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V5.1 (Sheldrick, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _publ_section_references ; collect: "Collect" data collection software, Nonius B.V., Delft, The Netherlands, 1998. HKL Scalepack & HKL Denzo: Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R.M. Sweet, Eds., Academic Press. absorption correction (Numerical): P. Coppens, in Crystallographic Computing, edited by F. R. Ahmed, S. R. Hall, C. P. Huber, pp255-270, 1970, Copenhagen: Munksgaard. maXus: S.Mackay, C.J.Gilmore, C.Edwards, M. Tremayne, N. Stuart, K.Shankland "maXus: a computer program for the solution and refinement of crystal structures from diffraction data", University of Glasgow, Scotland, UK, Nonius BV, Delft, The Netherlands and MacScience Co. Ltd., Yokohama, Japan (1998). Sheldrick, G. M. (1998). SHELXTL Version 5.1. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1997). SHELX-97. PC Version. University of Goettingen, Germany. ; _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^)+(0.0123P)^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 SHELXL _refine_ls_extinction_coef 0.0143(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.052(12) _refine_ls_number_reflns 2424 _refine_ls_number_parameters 157 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0250 _refine_ls_R_factor_gt 0.0204 _refine_ls_wR_factor_ref 0.0395 _refine_ls_wR_factor_gt 0.0387 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 0.994 _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 Er1 Er 0.89118(2) 0.76915(4) 0.730545(14) 0.01319(8) Uani 1 1 d . . . O1 O 0.9255(5) 0.5433(4) 0.8714(3) 0.0198(7) Uani 1 1 d . . . O2 O 1.0018(5) 0.3813(4) 1.0530(3) 0.0256(8) Uani 1 1 d . . . O3 O 0.8770(6) 0.5885(4) 0.5614(4) 0.0293(9) Uani 1 1 d . . . O4 O 0.9428(5) 0.4346(4) 0.3975(3) 0.0256(8) Uani 1 1 d . . . O5 O 0.5725(5) 0.6937(5) 0.7664(3) 0.0300(9) Uani 1 1 d . . . O6 O 0.2453(5) 0.7041(5) 0.7852(4) 0.0321(10) Uani 1 1 d . . . O7 O 0.6201(5) 0.8717(4) 0.5195(3) 0.0260(8) Uani 1 1 d . . . O8 O 0.7036(5) 1.0150(4) 0.7089(3) 0.0261(8) Uani 1 1 d . . . C1 C 1.0272(12) 0.5016(10) 0.9911(9) 0.0291(19) Uani 1 1 d . . . H1 H 1.1307 0.5681 1.0366 0.035 Uiso 1 1 calc R . . C2 C 0.9544(8) 0.4715(6) 0.5225(5) 0.0247(12) Uani 1 1 d . . . H2 H 1.0271 0.4058 0.5915 0.030 Uiso 1 1 calc R . . C3 C 0.3884(7) 0.7193(7) 0.7308(6) 0.0356(17) Uani 1 1 d . . . H3 H 0.3504 0.7601 0.6406 0.043 Uiso 1 1 calc R . . C4 C 0.6033(8) 0.9932(6) 0.5851(5) 0.0262(12) Uani 1 1 d . . . H4 H 0.5138 1.0702 0.5412 0.031 Uiso 1 1 calc R . . N1 N 0.3960(6) 0.8273(5) 0.2309(4) 0.0263(10) Uani 1 1 d . . . H11 H 0.3385 0.7356 0.2389 0.039 Uiso 1 1 calc R . . H12 H 0.2982 0.8998 0.2140 0.039 Uiso 1 1 calc R . . H13 H 0.4861 0.8494 0.3104 0.039 Uiso 1 1 calc R . . C5 C 0.5049(9) 0.8226(6) 0.1132(5) 0.0329(14) Uani 1 1 d . . . H51 H 0.5773 0.9197 0.1100 0.040 Uiso 1 1 calc R . . H52 H 0.4040 0.8114 0.0254 0.040 Uiso 1 1 calc R . . C6 C 0.6566(9) 0.6917(7) 0.1283(6) 0.0345(13) Uani 1 1 d . . . H61 H 0.5881 0.5948 0.1400 0.041 Uiso 1 1 calc R . . H62 H 0.7127 0.6840 0.0446 0.041 Uiso 1 1 calc R . . O9 O 0.8173(7) 0.7196(5) 0.2466(4) 0.0509(13) Uani 1 1 d . . . H9 H 0.8359 0.6421 0.2963 0.076 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 Er1 0.01270(10) 0.01441(11) 0.01261(11) 0.0000(2) 0.00308(6) 0.0002(2) O1 0.0233(17) 0.020(2) 0.0164(18) 0.0080(15) 0.0038(14) 0.0015(15) O2 0.0281(19) 0.026(2) 0.0212(19) 0.0078(16) 0.0014(15) -0.0010(16) O3 0.037(2) 0.026(2) 0.023(2) -0.0131(16) 0.0033(16) 0.0110(18) O4 0.0239(19) 0.027(2) 0.027(2) -0.0112(16) 0.0076(16) 0.0019(16) O5 0.0130(17) 0.038(2) 0.039(2) 0.0122(17) 0.0063(15) 0.0050(14) O6 0.0235(18) 0.046(3) 0.029(2) 0.0145(16) 0.0103(16) 0.0112(16) O7 0.0287(18) 0.023(2) 0.0258(19) -0.0057(16) 0.0053(15) -0.0014(16) O8 0.0279(19) 0.026(2) 0.0223(19) -0.0036(16) 0.0017(15) 0.0072(16) C1 0.026(4) 0.026(4) 0.031(3) 0.006(3) -0.002(3) -0.007(3) C2 0.030(3) 0.021(3) 0.022(3) -0.003(2) 0.003(2) 0.007(2) C3 0.019(2) 0.043(4) 0.047(4) 0.022(3) 0.013(2) 0.015(2) C4 0.021(3) 0.025(3) 0.030(3) 0.009(2) 0.000(2) 0.007(2) N1 0.028(2) 0.022(2) 0.025(2) 0.0004(16) -0.0015(19) 0.0041(17) C5 0.038(3) 0.036(4) 0.026(3) 0.006(2) 0.010(2) 0.003(2) C6 0.041(3) 0.036(3) 0.029(3) -0.001(3) 0.014(3) 0.003(3) O9 0.052(2) 0.041(4) 0.049(3) 0.0055(19) -0.012(2) 0.008(2) _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 Er1 O3 2.258(3) . ? Er1 O2 2.290(3) 2_757 ? Er1 O5 2.308(3) . ? Er1 O4 2.326(3) 2_756 ? Er1 O6 2.357(3) 1_655 ? Er1 O1 2.368(3) . ? Er1 O8 2.446(3) . ? Er1 O7 2.576(3) . ? Er1 C4 2.866(5) . ? O1 C1 1.267(9) . ? O2 C1 1.231(10) . ? O2 Er1 2.290(3) 2_747 ? O3 C2 1.229(6) . ? O4 C2 1.246(5) . ? O4 Er1 2.326(3) 2_746 ? O5 C3 1.213(5) . ? O6 C3 1.190(5) . ? O6 Er1 2.357(3) 1_455 ? O7 C4 1.247(6) . ? O8 C4 1.259(6) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? N1 C5 1.483(6) . ? N1 H11 0.8900 . ? N1 H12 0.8900 . ? N1 H13 0.8900 . ? C5 C6 1.499(7) . ? C5 H51 0.9700 . ? C5 H52 0.9700 . ? C6 O9 1.410(7) . ? C6 H61 0.9700 . ? C6 H62 0.9700 . ? O9 H9 0.8200 . ? 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 O3 Er1 O2 157.09(13) . 2_757 ? O3 Er1 O5 91.26(14) . . ? O2 Er1 O5 95.11(12) 2_757 . ? O3 Er1 O4 88.91(13) . 2_756 ? O2 Er1 O4 98.51(12) 2_757 2_756 ? O5 Er1 O4 144.11(12) . 2_756 ? O3 Er1 O6 83.19(14) . 1_655 ? O2 Er1 O6 78.44(12) 2_757 1_655 ? O5 Er1 O6 142.80(13) . 1_655 ? O4 Er1 O6 72.78(12) 2_756 1_655 ? O3 Er1 O1 80.69(13) . . ? O2 Er1 O1 80.93(13) 2_757 . ? O5 Er1 O1 69.81(12) . . ? O4 Er1 O1 145.14(12) 2_756 . ? O6 Er1 O1 72.99(12) 1_655 . ? O3 Er1 O8 126.68(12) . . ? O2 Er1 O8 76.21(12) 2_757 . ? O5 Er1 O8 78.09(13) . . ? O4 Er1 O8 73.24(12) 2_756 . ? O6 Er1 O8 133.49(13) 1_655 . ? O1 Er1 O8 138.40(12) . . ? O3 Er1 O7 75.10(12) . . ? O2 Er1 O7 127.81(12) 2_757 . ? O5 Er1 O7 73.56(11) . . ? O4 Er1 O7 71.85(11) 2_756 . ? O6 Er1 O7 138.47(11) 1_655 . ? O1 Er1 O7 135.15(11) . . ? O8 Er1 O7 51.69(11) . . ? O3 Er1 C4 100.81(14) . . ? O2 Er1 C4 102.10(14) 2_757 . ? O5 Er1 C4 74.55(14) . . ? O4 Er1 C4 70.19(13) 2_756 . ? O6 Er1 C4 142.64(14) 1_655 . ? O1 Er1 C4 144.36(13) . . ? O8 Er1 C4 25.91(13) . . ? O7 Er1 C4 25.78(12) . . ? C1 O1 Er1 137.2(5) . . ? C1 O2 Er1 139.6(5) . 2_747 ? C2 O3 Er1 147.1(3) . . ? C2 O4 Er1 138.3(3) . 2_746 ? C3 O5 Er1 143.2(3) . . ? C3 O6 Er1 136.2(3) . 1_455 ? C4 O7 Er1 90.2(3) . . ? C4 O8 Er1 96.0(3) . . ? O2 C1 O1 126.2(8) . . ? O2 C1 H1 116.9 . . ? O1 C1 H1 116.9 . . ? O3 C2 O4 124.8(5) . . ? O3 C2 H2 117.6 . . ? O4 C2 H2 117.6 . . ? O6 C3 O5 134.4(5) . . ? O6 C3 H3 112.8 . . ? O5 C3 H3 112.8 . . ? O7 C4 O8 122.0(5) . . ? O7 C4 Er1 64.0(3) . . ? O8 C4 Er1 58.1(2) . . ? O7 C4 H4 119.0 . . ? O8 C4 H4 119.0 . . ? Er1 C4 H4 176.8 . . ? C5 N1 H11 109.5 . . ? C5 N1 H12 109.5 . . ? H11 N1 H12 109.5 . . ? C5 N1 H13 109.5 . . ? H11 N1 H13 109.5 . . ? H12 N1 H13 109.5 . . ? N1 C5 C6 111.9(4) . . ? N1 C5 H51 109.2 . . ? C6 C5 H51 109.2 . . ? N1 C5 H52 109.2 . . ? C6 C5 H52 109.2 . . ? H51 C5 H52 107.9 . . ? O9 C6 C5 108.8(5) . . ? O9 C6 H61 109.9 . . ? C5 C6 H61 109.9 . . ? O9 C6 H62 109.9 . . ? C5 C6 H62 109.9 . . ? H61 C6 H62 108.3 . . ? C6 O9 H9 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H13 O7 0.89 2.05 2.907(5) 161.9 . N1 H11 O8 0.89 2.01 2.867(6) 162.4 2_646 N1 H12 O1 0.89 1.97 2.843(5) 165.9 2_656 O9 H9 O4 0.82 2.09 2.895(5) 165.8 . C1 H1 O8 0.93 2.53 3.079(9) 118.3 2_747 C2 H2 O7 0.93 2.80 3.059(6) 97.4 2_746 C3 H3 O4 0.93 2.42 2.938(6) 115.0 2_656 C4 H4 O3 0.93 2.57 3.295(6) 135.2 2_656 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.150 _refine_diff_density_min -0.604 _refine_diff_density_rms 0.117 ###### END of data_7 ######