####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_mer _database_code_depnum_ccdc_archive 'CCDC 1511902' # publcif _publ_body_element loop end loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 8 _journal_issue 2 _journal_year 2017 _journal_page_first 137 _journal_page_last 143 _audit_update_record ; 2016-10-27 deposited with the CCDC. 2017-04-04 downloaded from the CCDC. ; _publcif_datablock.id {f3966e52-0f67-49dc-8ba3-2fcc6d4d2dd2} # publcif _publ_body_element loop start loop_ _publ_body_element _publ_body_title _publ_body_contents section ; Chemical context ; ; ; section ; Structural commentary ; ; ; section ; Supramolecular features ; ; ; section ; Database survey ; ; ; section ; Synthesis and crystallization ; ; In a .... ; section ; Refinement ; ; Crystal data, data collection and structure refinement details are summarized in Table 1. H atoms of the water molecules were located in the Fourier difference maps and refined with O-H distance restraints of 0.85(2) \%A.Others H atoms (=CH and CH~3~groups) were geometrically optimized and refined as riding model by AFIX instructions with U~iso~(H) = 1.2U~eq~(C)(1.5 for CH~3~ groups). ; _publ_section_related_literature ; For related structure: see ... ; _audit_creation_date 31-10-15 _publ_contact_author_name ; 'Mohamed Gaye' ; _publ_contact_author_address ; D\'epartement de Chimie Facult\'e des Sciences et Techniques Universit\'e Cheikh Anta Diop Dakar S\'en\'egal ; _publ_contact_author_phone 00221338247804 _publ_contact_author_fax 00221338246318 _publ_contact_author_email mlgayeastou@yahoo.fr _publ_requested_journal 'Acta Cryst. E' _publ_contact_letter ; ; _publ_requested_category EO _publ_section_title ; Title (type here to add) ; loop_ _publ_author_name _publ_author_address "Ndiaye, Mboss\'e" ; D\'epartement de Chimie Facult\'e des Sciences et Techniques Universit\'e Cheikh Anta Diop Dakar, S\'en\'egal ; 'Dieng, Moussa' ; D\'epartement de Chimie Facult\'e des Sciences et Techniques Universit\'e Cheikh Anta Diop Dakar, S\'en\'egal ; 'Thiam, Ibrahima Elhadj' ; D\'epartement de Chimie Facult\'e des Sciences et Techniques Universit\'e Cheikh Anta Diop Dakar, S\'en\'egal ; 'Barry, Aliou Hamady' ; D\'epartement de Chimie Facult\'e des Sciences Universit\'e de Nouakchott Nouakchott, Mauritanie ; 'Gaye, Mohamed' ; D\'epartement de Chimie Facult\'e des Sciences et Techniques Universit\'e Cheikh Anta Diop Dakar, S\'en\'egal ; 'Retailleau, Pascal' ; Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS-UPR2301, 1 Avenue la Terrasse, 91198 Gif sur Yvette, France ; _publ_section_abstract ; (type here to add) ; _publ_section_references ; Bruker AXS BV (1997--2004). COLLECT. Bruker AXS BV, Delft, The Netherlands. Farrugia, J. L. (1999). J. Appl. Cryst. 32, 837--838. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, pp. 307--326. New York: Academic Press. Sheldrick, G. M. (2008). Acta Cryst. A64, 112--122. ; _iucr_refine_instructions_details ; TITL mer_a.res in P-1 CELL 0.71073 7.913092 11.71884 12.486666 78.8319 73.6743 72.0123 ZERR 2 0.000136 0.000193 0.000181 0.0013 0.0014 0.0015 LATT 1 SFAC C H N O Er UNIT 30 44 10 20 2 PLAN 20 BOND $H HTAB LIST 6 MORE -1 REM CONF fmap 2 acta 50 OMIT 2 3 1 OMIT -2 -1 2 OMIT 6 7 4 HTAB EQIV $1 x-1, y, z EQIV $2 -x+1, -y+1, -z EQIV $3 x-1, y, z EQIV $4 -x+2, -y, -z EQIV $5 -x, -y+1, -z+1 EQIV $6 -x, -y, -z HTAB O5W O10_$1 HTAB O5W O2_$2 HTAB O6W O7W HTAB O6W O8 HTAB O7W O10_$3 HTAB O7W O9_$4 HTAB N5 O3_$5 DFIX .90 .02 H5N N5 DFIX .82 .02 O5W H5WA O5W H5WB DFIX 1.36 .02 H5WA H5WB DFIX .82 .02 O6W H6WA O6W H6WB DFIX 1.36 .02 H6WA H6WB DFIX .82 .02 O7W H7WA O7W H7WB DFIX 1.36 .02 H7WA H7WB BIND ER1 ER1_$2 L.S. 4 WGHT 0.0214 1.4516 FVAR 0.49827 ER1 5 0.419485 0.379711 0.259115 11.00000 0.02505 0.02535 = 0.02067 -0.00326 -0.00369 -0.00717 O1 4 0.650064 0.453253 0.284224 11.00000 0.04498 0.05062 = 0.02892 0.00366 -0.01276 -0.02556 O2 4 0.611701 0.489614 0.113418 11.00000 0.03719 0.04519 = 0.02514 -0.00138 -0.00671 -0.02014 O3 4 0.112899 0.361870 0.344577 11.00000 0.03388 0.04311 = 0.05270 -0.00533 0.00149 -0.01008 O4 4 0.309283 0.202124 0.277584 11.00000 0.03902 0.03634 = 0.04240 -0.00513 -0.00610 -0.01408 O5W 4 0.325625 0.390012 0.096494 11.00000 0.05484 0.04462 = 0.02473 0.00062 -0.01405 -0.02834 H5WA 2 0.308443 0.326828 0.092573 11.00000 -1.50000 H5WB 2 0.342984 0.430765 0.035885 11.00000 -1.50000 O6W 4 0.669598 0.229828 0.182146 11.00000 0.03229 0.04096 = 0.04867 -0.01818 0.00093 -0.00639 H6WA 2 0.647645 0.182541 0.151853 11.00000 -1.50000 H6WB 2 0.773396 0.238038 0.155328 11.00000 -1.50000 O7W 4 0.623307 0.043919 0.111687 11.00000 0.06352 0.06573 = 0.09772 -0.04323 -0.01981 0.00061 H7WA 2 0.528364 0.080643 0.094052 11.00000 -1.50000 H7WB 2 0.707511 0.020153 0.059595 11.00000 -1.50000 O8 4 1.016309 0.264493 0.102720 11.00000 0.04913 0.03856 = 0.07192 -0.01719 0.00356 -0.00517 O9 4 1.093325 0.078198 0.075500 11.00000 0.07650 0.03826 = 0.09308 -0.00910 -0.01798 -0.02555 O10 4 1.295924 0.178151 0.030842 11.00000 0.03671 0.06506 = 0.07374 -0.01543 -0.00643 -0.01270 N1 3 0.293113 0.472545 0.439812 11.00000 0.07755 0.03675 = 0.02579 -0.00529 -0.01030 0.01323 N2 3 0.501386 0.248754 0.434811 11.00000 0.03526 0.03184 = 0.02959 0.00100 -0.00897 -0.00957 N3 3 0.234777 0.599683 0.246795 11.00000 0.03630 0.02885 = 0.02839 -0.00306 -0.00808 -0.00516 N4 3 1.134502 0.171800 0.070783 11.00000 0.04202 0.03798 = 0.04194 -0.00620 -0.01132 -0.01096 N5 3 0.172933 0.580297 0.442312 11.00000 0.19367 0.05720 = 0.02605 -0.00964 0.00129 0.04790 H5N 2 0.107065 0.608118 0.509204 11.00000 -1.20000 C1 1 0.446752 0.292989 0.532303 11.00000 0.06884 0.04517 = 0.03061 0.00119 -0.01755 -0.00259 C2 1 0.497298 0.226904 0.629613 11.00000 0.14629 0.06982 = 0.03668 -0.00298 -0.03944 0.01836 AFIX 43 H2 2 0.459855 0.262062 0.696066 11.00000 -1.20000 AFIX 0 C3 1 0.602077 0.110358 0.626053 11.00000 0.08444 0.05420 = 0.05327 0.02077 -0.03542 -0.00951 AFIX 43 H3 2 0.634977 0.064137 0.690204 11.00000 -1.20000 AFIX 0 C4 1 0.656519 0.063945 0.528300 11.00000 0.07761 0.04122 = 0.06351 0.01107 -0.02285 0.00361 AFIX 43 H4 2 0.729611 -0.014920 0.523093 11.00000 -1.20000 AFIX 0 C5 1 0.602535 0.134978 0.434808 11.00000 0.08715 0.03630 = 0.04712 -0.00136 -0.01849 0.00262 AFIX 43 H5 2 0.639571 0.100696 0.367902 11.00000 -1.20000 AFIX 0 C6 1 0.334805 0.413067 0.533594 11.00000 0.15483 0.04047 = 0.01899 -0.00685 -0.01852 0.02012 AFIX 43 H6 2 0.291434 0.449327 0.599634 11.00000 -1.20000 AFIX 0 C7 1 0.143721 0.649101 0.340918 11.00000 0.07896 0.04093 = 0.03391 -0.00400 -0.00826 0.01860 C8 1 0.020779 0.763937 0.340521 11.00000 0.14682 0.05868 = 0.04243 -0.00777 -0.00283 0.04951 AFIX 43 H8 2 -0.047597 0.793814 0.407928 11.00000 -1.20000 AFIX 0 C9 1 0.001547 0.832009 0.240764 11.00000 0.09305 0.04396 = 0.06410 -0.00014 -0.02086 0.02296 AFIX 43 H9 2 -0.077683 0.909405 0.239210 11.00000 -1.20000 AFIX 0 C10 1 0.100297 0.784775 0.143435 11.00000 0.06326 0.03749 = 0.05064 0.00902 -0.02461 -0.01028 AFIX 43 H10 2 0.092386 0.829851 0.074125 11.00000 -1.20000 AFIX 0 C11 1 0.212188 0.668629 0.150100 11.00000 0.05236 0.03547 = 0.03231 0.00114 -0.01417 -0.01447 AFIX 43 H11 2 0.276103 0.635972 0.083302 11.00000 -1.20000 AFIX 0 C12 1 0.695434 0.496977 0.183069 11.00000 0.03136 0.03205 = 0.02969 -0.00084 -0.00724 -0.01133 C13 1 0.848145 0.556495 0.147979 11.00000 0.04323 0.05588 = 0.04623 0.00128 -0.01070 -0.02692 AFIX 137 H13A 2 0.807894 0.632668 0.177640 11.00000 -1.50000 H13B 2 0.883713 0.569483 0.067448 11.00000 -1.50000 H13C 2 0.950709 0.505484 0.176359 11.00000 -1.50000 AFIX 0 C14 1 0.149204 0.252496 0.327677 11.00000 0.03103 0.03816 = 0.02478 0.00243 -0.00874 -0.01365 C15 1 0.017524 0.192872 0.363707 11.00000 0.05740 0.05029 = 0.04542 0.00633 -0.00317 -0.02876 AFIX 137 H15A 2 -0.004310 0.173029 0.443796 11.00000 -1.50000 H15B 2 0.056962 0.120034 0.328605 11.00000 -1.50000 H15C 2 -0.093255 0.243364 0.344214 11.00000 -1.50000 HKLF 4 REM mer_a.res in P-1 REM R1 = 0.0280 for 5100 Fo > 4sig(Fo) and 0.0316 for all 5545 data REM 303 parameters refined using 10 restraints END WGHT 0.0214 1.4516 REM Highest difference peak 0.683, deepest hole -1.004, 1-sigma level 0.119 Q1 1 0.4068 0.4073 0.5179 11.00000 0.05 0.68 Q2 1 0.1235 0.5624 0.4513 11.00000 0.05 0.66 Q3 1 0.2669 0.4069 0.5353 11.00000 0.05 0.62 Q4 1 0.2362 0.5951 0.4345 11.00000 0.05 0.62 Q5 1 0.3297 0.3978 0.3572 11.00000 0.05 0.58 Q6 1 0.5082 0.3127 0.2444 11.00000 0.05 0.58 Q7 1 0.3034 0.4582 0.2315 11.00000 0.05 0.57 Q8 1 0.3577 0.4364 0.5497 11.00000 0.05 0.56 Q9 1 0.0847 0.1654 0.3912 11.00000 0.05 0.54 Q10 1 0.3432 0.4543 0.2739 11.00000 0.05 0.54 Q11 1 0.5007 0.3864 0.1568 11.00000 0.05 0.52 Q12 1 0.5749 0.2538 0.1970 11.00000 0.05 0.51 Q13 1 0.0926 0.6182 0.3693 11.00000 0.05 0.49 Q14 1 0.3675 0.4800 0.4044 11.00000 0.05 0.49 Q15 1 0.3959 0.3413 0.1694 11.00000 0.05 0.49 Q16 1 0.4659 0.4786 0.2315 11.00000 0.05 0.49 Q17 1 0.2493 0.4668 0.4218 11.00000 0.05 0.48 Q18 1 0.5329 0.2510 0.5774 11.00000 0.05 0.47 Q19 1 0.3954 0.3177 0.3096 11.00000 0.05 0.45 Q20 1 0.3725 0.2789 0.2719 11.00000 0.05 0.44 ; _publ_section_figure_captions ; Fig. 1. An ORTEP view of the title compound, showing the atom-numbering scheme. Displacement ellipsoids are plotted at the 50% probability level. Fig. 2. Molecular representation of the compound showing hydrogen bonds. ; _publ_section_acknowledgements ; (type here to add acknowledgements) ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H20 Er N4 O6, N O3, H2 O' _chemical_formula_sum 'C15 H22 Er N5 O10' _chemical_formula_weight 599.64 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 triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.91309(14) _cell_length_b 11.71884(19) _cell_length_c 12.48666(18) _cell_angle_alpha 78.8319(13) _cell_angle_beta 73.6743(14) _cell_angle_gamma 72.0123(15) _cell_volume 1049.64(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11 _cell_measurement_theta_max 15 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.897 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 590 _exptl_absorpt_coefficient_mu 4.060 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% 0 _diffrn_reflns_number 25647 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0391 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 30.30 _reflns_number_total 5545 _reflns_number_gt 5100 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick,2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia,1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0214P)^2^+1.4516P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5545 _refine_ls_number_parameters 303 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_ref 0.0616 _refine_ls_wR_factor_gt 0.0604 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.037 _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 0.419485(17) 0.379711(11) 0.259115(10) 0.02389(5) Uani 1 1 d . . . O1 O 0.6501(3) 0.4533(2) 0.2842(2) 0.0389(6) Uani 1 1 d . . . O2 O 0.6117(3) 0.4896(2) 0.11342(19) 0.0343(5) Uani 1 1 d . . . O3 O 0.1129(3) 0.3619(2) 0.3446(2) 0.0458(6) Uani 1 1 d . . . O4 O 0.3093(3) 0.2021(2) 0.2776(2) 0.0390(5) Uani 1 1 d . . . O5W O 0.3256(4) 0.3900(2) 0.0965(2) 0.0376(6) Uani 1 1 d D . . H5WA H 0.308(6) 0.327(2) 0.093(4) 0.056 Uiso 1 1 d D . . H5WB H 0.343(6) 0.431(3) 0.036(2) 0.056 Uiso 1 1 d D . . O6W O 0.6696(3) 0.2298(2) 0.1821(2) 0.0419(6) Uani 1 1 d D . . H6WA H 0.648(6) 0.183(4) 0.152(4) 0.063 Uiso 1 1 d D . . H6WB H 0.773(4) 0.238(4) 0.155(4) 0.063 Uiso 1 1 d D . . O7W O 0.6233(5) 0.0439(3) 0.1117(4) 0.0749(11) Uani 1 1 d D . . H7WA H 0.528(5) 0.081(6) 0.094(5) 0.112 Uiso 1 1 d D . . H7WB H 0.708(6) 0.020(6) 0.060(4) 0.112 Uiso 1 1 d D . . O8 O 1.0163(4) 0.2645(2) 0.1027(3) 0.0571(8) Uani 1 1 d . . . O9 O 1.0933(5) 0.0782(3) 0.0755(3) 0.0672(9) Uani 1 1 d . . . O10 O 1.2959(4) 0.1782(3) 0.0308(3) 0.0591(8) Uani 1 1 d . . . N1 N 0.2931(5) 0.4725(3) 0.4398(3) 0.0536(10) Uani 1 1 d . . . N2 N 0.5014(4) 0.2488(2) 0.4348(2) 0.0325(6) Uani 1 1 d . . . N3 N 0.2348(4) 0.5997(2) 0.2468(2) 0.0320(6) Uani 1 1 d . . . N4 N 1.1345(4) 0.1718(3) 0.0708(3) 0.0401(7) Uani 1 1 d . . . N5 N 0.1729(10) 0.5803(4) 0.4423(3) 0.117(3) Uani 1 1 d D . . H5N H 0.107(10) 0.608(7) 0.509(4) 0.140 Uiso 1 1 d D . . C1 C 0.4468(6) 0.2930(4) 0.5323(3) 0.0508(10) Uani 1 1 d . . . C2 C 0.4973(10) 0.2269(5) 0.6296(4) 0.092(2) Uani 1 1 d . . . H2 H 0.4599 0.2621 0.6961 0.111 Uiso 1 1 calc R . . C3 C 0.6021(7) 0.1104(4) 0.6261(4) 0.0660(14) Uani 1 1 d . . . H3 H 0.6350 0.0641 0.6902 0.079 Uiso 1 1 calc R . . C4 C 0.6565(7) 0.0639(4) 0.5283(5) 0.0666(14) Uani 1 1 d . . . H4 H 0.7296 -0.0149 0.5231 0.080 Uiso 1 1 calc R . . C5 C 0.6025(7) 0.1350(4) 0.4348(4) 0.0614(13) Uani 1 1 d . . . H5 H 0.6396 0.1007 0.3679 0.074 Uiso 1 1 calc R . . C6 C 0.3348(9) 0.4131(4) 0.5336(3) 0.082(2) Uani 1 1 d . . . H6 H 0.2914 0.4493 0.5996 0.099 Uiso 1 1 calc R . . C7 C 0.1437(7) 0.6491(4) 0.3409(4) 0.0606(13) Uani 1 1 d . . . C8 C 0.0208(10) 0.7639(5) 0.3405(4) 0.105(3) Uani 1 1 d . . . H8 H -0.0476 0.7938 0.4079 0.126 Uiso 1 1 calc R . . C9 C 0.0015(8) 0.8320(4) 0.2408(5) 0.0772(17) Uani 1 1 d . . . H9 H -0.0777 0.9094 0.2392 0.093 Uiso 1 1 calc R . . C10 C 0.1003(6) 0.7848(4) 0.1434(4) 0.0509(10) Uani 1 1 d . . . H10 H 0.0924 0.8299 0.0741 0.061 Uiso 1 1 calc R . . C11 C 0.2122(5) 0.6686(3) 0.1501(3) 0.0393(8) Uani 1 1 d . . . H11 H 0.2761 0.6360 0.0833 0.047 Uiso 1 1 calc R . . C12 C 0.6954(4) 0.4970(3) 0.1831(3) 0.0308(7) Uani 1 1 d . . . C13 C 0.8481(5) 0.5565(4) 0.1480(4) 0.0463(9) Uani 1 1 d . . . H13A H 0.8079 0.6327 0.1776 0.069 Uiso 1 1 calc R . . H13B H 0.8837 0.5695 0.0674 0.069 Uiso 1 1 calc R . . H13C H 0.9507 0.5055 0.1764 0.069 Uiso 1 1 calc R . . C14 C 0.1492(4) 0.2525(3) 0.3277(3) 0.0307(7) Uani 1 1 d . . . C15 C 0.0175(6) 0.1929(4) 0.3637(4) 0.0513(10) Uani 1 1 d . . . H15A H -0.0043 0.1730 0.4438 0.077 Uiso 1 1 calc R . . H15B H 0.0570 0.1200 0.3286 0.077 Uiso 1 1 calc R . . H15C H -0.0933 0.2434 0.3442 0.077 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 0.02505(8) 0.02535(7) 0.02067(7) -0.00326(5) -0.00369(5) -0.00717(5) O1 0.0450(14) 0.0506(14) 0.0289(12) 0.0037(11) -0.0128(11) -0.0256(12) O2 0.0372(13) 0.0452(13) 0.0251(11) -0.0014(10) -0.0067(10) -0.0201(10) O3 0.0339(13) 0.0431(14) 0.0527(17) -0.0053(12) 0.0015(12) -0.0101(11) O4 0.0390(14) 0.0363(12) 0.0424(14) -0.0051(10) -0.0061(11) -0.0141(10) O5W 0.0548(15) 0.0446(14) 0.0247(12) 0.0006(10) -0.0140(11) -0.0283(12) O6W 0.0323(13) 0.0410(14) 0.0487(16) -0.0182(12) 0.0009(11) -0.0064(11) O7W 0.064(2) 0.066(2) 0.098(3) -0.043(2) -0.020(2) 0.0006(18) O8 0.0491(17) 0.0386(14) 0.072(2) -0.0172(14) 0.0036(15) -0.0052(12) O9 0.077(2) 0.0383(15) 0.093(3) -0.0091(16) -0.018(2) -0.0255(15) O10 0.0367(15) 0.0651(19) 0.074(2) -0.0154(16) -0.0064(15) -0.0127(13) N1 0.078(2) 0.0367(16) 0.0258(15) -0.0053(12) -0.0103(16) 0.0132(16) N2 0.0353(15) 0.0318(14) 0.0296(14) 0.0010(11) -0.0090(12) -0.0096(11) N3 0.0363(15) 0.0289(13) 0.0284(14) -0.0031(11) -0.0081(12) -0.0052(11) N4 0.0420(17) 0.0380(16) 0.0419(17) -0.0062(13) -0.0113(14) -0.0110(13) N5 0.194(6) 0.057(3) 0.0261(19) -0.0096(18) 0.001(3) 0.048(3) C1 0.069(3) 0.045(2) 0.0306(19) 0.0012(16) -0.0175(19) -0.0026(19) C2 0.146(6) 0.070(3) 0.037(3) -0.003(2) -0.039(3) 0.018(3) C3 0.084(3) 0.054(3) 0.053(3) 0.021(2) -0.035(3) -0.010(2) C4 0.078(3) 0.041(2) 0.064(3) 0.011(2) -0.023(3) 0.004(2) C5 0.087(3) 0.036(2) 0.047(2) -0.0014(18) -0.018(2) 0.003(2) C6 0.155(6) 0.040(2) 0.0190(18) -0.0069(16) -0.019(3) 0.020(3) C7 0.079(3) 0.041(2) 0.034(2) -0.0040(16) -0.008(2) 0.019(2) C8 0.147(6) 0.059(3) 0.042(3) -0.008(2) -0.003(3) 0.050(3) C9 0.093(4) 0.044(2) 0.064(3) 0.000(2) -0.021(3) 0.023(2) C10 0.063(3) 0.0375(19) 0.051(2) 0.0090(17) -0.025(2) -0.0103(18) C11 0.052(2) 0.0355(17) 0.0323(18) 0.0011(14) -0.0142(16) -0.0145(16) C12 0.0314(16) 0.0321(16) 0.0297(16) -0.0008(13) -0.0072(13) -0.0113(13) C13 0.043(2) 0.056(2) 0.046(2) 0.0013(18) -0.0107(18) -0.0269(18) C14 0.0310(17) 0.0382(17) 0.0248(15) 0.0024(13) -0.0087(13) -0.0136(13) C15 0.057(3) 0.050(2) 0.045(2) 0.0063(18) -0.0032(19) -0.029(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 O6W 2.316(2) . ? Er1 O5W 2.321(2) . ? Er1 O1 2.360(2) . ? Er1 O3 2.417(3) . ? Er1 O4 2.443(2) . ? Er1 O2 2.455(2) . ? Er1 N1 2.507(3) . ? Er1 N3 2.540(3) . ? Er1 N2 2.543(3) . ? Er1 C12 2.782(3) . ? Er1 C14 2.824(3) . ? Er1 Er1 6.4778(3) 2_665 ? O1 C12 1.263(4) . ? O2 C12 1.261(4) . ? O3 C14 1.270(4) . ? O4 C14 1.257(4) . ? O5W H5WA 0.806(18) . ? O5W H5WB 0.813(18) . ? O6W H6WA 0.811(18) . ? O6W H6WB 0.823(18) . ? O7W H7WA 0.809(19) . ? O7W H7WB 0.810(19) . ? O8 N4 1.243(4) . ? O9 N4 1.224(4) . ? O10 N4 1.254(4) . ? N1 C6 1.313(5) . ? N1 N5 1.325(5) . ? N2 C1 1.322(5) . ? N2 C5 1.326(5) . ? N3 C7 1.329(5) . ? N3 C11 1.340(4) . ? N5 C7 1.400(6) . ? N5 H5N 0.91(2) . ? C1 C2 1.398(6) . ? C1 C6 1.413(6) . ? C2 C3 1.363(7) . ? C2 H2 0.9300 . ? C3 C4 1.337(7) . ? C3 H3 0.9300 . ? C4 C5 1.387(6) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.396(6) . ? C8 C9 1.363(7) . ? C8 H8 0.9300 . ? C9 C10 1.361(7) . ? C9 H9 0.9300 . ? C10 C11 1.377(5) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.498(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.357(5) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? 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 O6W Er1 O5W 84.82(10) . . ? O6W Er1 O1 82.14(10) . . ? O5W Er1 O1 129.13(8) . . ? O6W Er1 O3 126.73(9) . . ? O5W Er1 O3 81.42(10) . . ? O1 Er1 O3 142.71(10) . . ? O6W Er1 O4 73.76(9) . . ? O5W Er1 O4 73.12(9) . . ? O1 Er1 O4 145.74(9) . . ? O3 Er1 O4 52.98(9) . . ? O6W Er1 O2 75.59(9) . . ? O5W Er1 O2 75.32(8) . . ? O1 Er1 O2 53.81(8) . . ? O3 Er1 O2 146.14(9) . . ? O4 Er1 O2 137.41(8) . . ? O6W Er1 N1 137.72(11) . . ? O5W Er1 N1 137.21(11) . . ? O1 Er1 N1 73.51(12) . . ? O3 Er1 N1 69.21(12) . . ? O4 Er1 N1 109.07(11) . . ? O2 Er1 N1 113.51(11) . . ? O6W Er1 N3 148.64(10) . . ? O5W Er1 N3 81.10(9) . . ? O1 Er1 N3 85.28(9) . . ? O3 Er1 N3 78.62(9) . . ? O4 Er1 N3 127.31(9) . . ? O2 Er1 N3 73.79(9) . . ? N1 Er1 N3 63.49(9) . . ? O6W Er1 N2 78.59(10) . . ? O5W Er1 N2 146.42(9) . . ? O1 Er1 N2 77.38(9) . . ? O3 Er1 N2 85.43(9) . . ? O4 Er1 N2 74.29(9) . . ? O2 Er1 N2 126.91(8) . . ? N1 Er1 N2 62.85(9) . . ? N3 Er1 N2 126.26(9) . . ? O6W Er1 C12 77.22(10) . . ? O5W Er1 C12 102.27(9) . . ? O1 Er1 C12 26.86(9) . . ? O3 Er1 C12 156.04(10) . . ? O4 Er1 C12 150.90(9) . . ? O2 Er1 C12 26.96(9) . . ? N1 Er1 C12 93.86(12) . . ? N3 Er1 C12 78.61(9) . . ? N2 Er1 C12 102.21(9) . . ? O6W Er1 C14 100.11(10) . . ? O5W Er1 C14 76.04(9) . . ? O1 Er1 C14 154.71(9) . . ? O3 Er1 C14 26.62(9) . . ? O4 Er1 C14 26.36(9) . . ? O2 Er1 C14 151.31(8) . . ? N1 Er1 C14 89.01(12) . . ? N3 Er1 C14 103.43(9) . . ? N2 Er1 C14 78.40(9) . . ? C12 Er1 C14 177.02(10) . . ? O6W Er1 Er1 80.20(7) . 2_665 ? O5W Er1 Er1 41.28(6) . 2_665 ? O1 Er1 Er1 87.98(6) . 2_665 ? O3 Er1 Er1 117.14(7) . 2_665 ? O4 Er1 Er1 110.90(6) . 2_665 ? O2 Er1 Er1 34.25(5) . 2_665 ? N1 Er1 Er1 131.47(7) . 2_665 ? N3 Er1 Er1 70.72(6) . 2_665 ? N2 Er1 Er1 155.64(6) . 2_665 ? C12 Er1 Er1 61.17(7) . 2_665 ? C14 Er1 Er1 117.28(6) . 2_665 ? C12 O1 Er1 95.6(2) . . ? C12 O2 Er1 91.12(19) . . ? C14 O3 Er1 94.9(2) . . ? C14 O4 Er1 94.0(2) . . ? Er1 O5W H5WA 110(3) . . ? Er1 O5W H5WB 132(3) . . ? H5WA O5W H5WB 113(3) . . ? Er1 O6W H6WA 116(3) . . ? Er1 O6W H6WB 124(3) . . ? H6WA O6W H6WB 113(3) . . ? H7WA O7W H7WB 114(4) . . ? C6 N1 N5 119.3(4) . . ? C6 N1 Er1 121.1(3) . . ? N5 N1 Er1 119.4(3) . . ? C1 N2 C5 116.1(3) . . ? C1 N2 Er1 120.7(2) . . ? C5 N2 Er1 123.2(3) . . ? C7 N3 C11 116.7(3) . . ? C7 N3 Er1 119.2(2) . . ? C11 N3 Er1 123.9(2) . . ? O9 N4 O8 120.9(3) . . ? O9 N4 O10 121.1(3) . . ? O8 N4 O10 118.0(3) . . ? N1 N5 C7 119.1(4) . . ? N1 N5 H5N 120(5) . . ? C7 N5 H5N 120(5) . . ? N2 C1 C2 122.8(4) . . ? N2 C1 C6 116.4(3) . . ? C2 C1 C6 120.8(4) . . ? C3 C2 C1 119.3(5) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C4 C3 C2 118.5(4) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 C5 119.1(4) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N2 C5 C4 124.1(5) . . ? N2 C5 H5 117.9 . . ? C4 C5 H5 117.9 . . ? N1 C6 C1 118.8(4) . . ? N1 C6 H6 120.6 . . ? C1 C6 H6 120.6 . . ? N3 C7 C8 122.1(4) . . ? N3 C7 N5 117.3(3) . . ? C8 C7 N5 120.6(4) . . ? C9 C8 C7 119.6(5) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 118.9(4) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C9 C10 C11 118.4(4) . . ? C9 C10 H10 120.8 . . ? C11 C10 H10 120.8 . . ? N3 C11 C10 124.1(4) . . ? N3 C11 H11 117.9 . . ? C10 C11 H11 117.9 . . ? O2 C12 O1 119.5(3) . . ? O2 C12 C13 121.2(3) . . ? O1 C12 C13 119.3(3) . . ? O2 C12 Er1 61.93(16) . . ? O1 C12 Er1 57.58(16) . . ? C13 C12 Er1 176.7(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O4 C14 O3 118.1(3) . . ? O4 C14 C15 121.7(4) . . ? O3 C14 C15 120.2(3) . . ? O4 C14 Er1 59.64(17) . . ? O3 C14 Er1 58.49(17) . . ? C15 C14 Er1 178.2(3) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 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 O5W H5WA O10 0.806(18) 2.08(2) 2.855(4) 162(4) 1_455 O5W H5WB O2 0.813(18) 1.91(2) 2.716(3) 174(4) 2_665 O6W H6WA O7W 0.811(18) 1.87(2) 2.659(5) 165(5) . O6W H6WB O8 0.823(18) 1.950(18) 2.771(4) 175(4) . O7W H7WA O10 0.809(19) 2.12(2) 2.923(5) 174(6) 1_455 O7W H7WB O9 0.810(19) 2.19(3) 2.984(5) 167(7) 2_755 N5 H5N O3 0.91(2) 2.14(4) 3.004(5) 158(7) 2_566 _diffrn_measured_fraction_theta_max 0.880 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.683 _refine_diff_density_min -1.004 _refine_diff_density_rms 0.119 _publcif_info_exptl_table_max_cols 4 _publcif_info_exptl_table_use_headnotes n loop_ _publcif_info_datablock.id _publcif_info_datablock.publ_exptl _publcif_info_datablock.publ_geom _publcif_info_datablock.structure {f3966e52-0f67-49dc-8ba3-2fcc6d4d2dd2} y y y loop_ _publcif_info_exptl_table_extra_item sin_theta_over_lambda_max loop_ _publcif_info_exptl_table_header_item ? loop_ _publcif_info_tables.block_id _publcif_info_tables.reference_item {f3966e52-0f67-49dc-8ba3-2fcc6d4d2dd2} '_publcif_info_datablock.publ_exptl' {f3966e52-0f67-49dc-8ba3-2fcc6d4d2dd2} '_geom_hbond_atom_site_label_D' loop_ _publcif_info_cif.paper_type EE