############################################################################## # # # This CIF contains the data in a paper accepted for publication in # # Acta Crystallographica Section E. It conforms to the requirements of # # Notes for Authors for Acta Crystallographica Section E, and has been # # peer reviewed under the auspices of the IUCr Commission on Journals. # # # # Full details of the Crystallographic Information File format # # are given in the paper "The Crystallographic Information File (CIF): # # a New Standard Archive File for Crystallography" by S. R. Hall, F. H. # # Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. # # # # The current version of the core CIF dictionary is obtainable from # # ftp://ftp.iucr.org/pub/cif_core.dic. # # # # Software is freely available for graphical display of the structure(s) # # in this CIF. For information consult the CIF software page # # http://www.iucr.org/resources/cif/software. # # # # This file may be used for bona fide research purposes within the # # scientific community so long as proper attribution is given to the journal # # article from which it was obtained. # # # ############################################################################## data_global _audit_creation_method 'PLATON option' _journal_date_recd_electronic 2013-07-01 _journal_date_accepted 2013-07-04 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2013 _journal_volume 69 _journal_issue 8 _journal_page_first o1242 _journal_page_last o1242 _journal_paper_category QO _journal_paper_doi 10.1107/S1600536813018618 _journal_coeditor_code SU2618 _publ_contact_author_name ; Antar A. Abdelhamid ; _publ_contact_author_address ; Chemistry Department, Faculty of Science, Sohag University, 82524 Sohag, Egypt ; _publ_contact_author_email 'shaabankamel@yahoo.com' _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_section_title ; Ethyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate ; loop_ _publ_author_name _publ_author_address 'Mohamed, Shaaban K.' ; Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England Chemistry Department, Faculty of Science, Mini University, 61519 El-Minia, Egypt ; 'Joel T. Mague' ; Department of Chemistry, Tulane University, New Orleans, LA 70118, USA ; 'Akkurt, Mehmet' ; Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey ; 'Alaa A. Hassan' ; Chemistry Department, Faculty of Science, Mini University, 61519 El-Minia, Egypt ; 'Mustafa R. Albayati' ; Kirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq ; data_I _chemical_name_systematic ; Ethyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate ; _chemical_name_common ? _chemical_formula_moiety 'C14 H17 N O3' _chemical_formula_sum 'C14 H17 N O3' _chemical_formula_structural ? _chemical_formula_iupac 'C14 H17 N O3' _chemical_formula_weight 247.29 _chemical_melting_point ? _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 7.8117(5) _cell_length_b 17.1953(12) _cell_length_c 9.9003(7) _cell_angle_alpha 90 _cell_angle_beta 106.7560(10) _cell_angle_gamma 90 _cell_volume 1273.39(15) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9989 _cell_measurement_theta_min 2.3689 _cell_measurement_theta_max 29.0977 _cell_measurement_temperature 150(2) _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.230 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_min 0.060 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2013)' _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 1.00 _exptl_special_details ; Spectroscopic data for the title compound: IR (KBr cm^-1^): (C=O ester 1728), (NH 3317), (C---H aliphatic, 2833--2924), (C---H, Ar, 2975--3002). ^1^H-NMR: (DMSO-D~6~) \d at 1.3(t, 3H, CH~3~ of ethyl group), 4.0(q, 2H, --CH~2~ aliphatic in ethyl group), 2.3(s, 3H, CH3), 3.4(s, --CH~2~), 3.7(s, 3H, --OCH~3~), 10.8(s, 1H, --NH), 6.8(s, 1H, Ar), 6.6(d, 1H, Ar), 7.2(d, 1H, Ar). ^13^C-NMR: 171 (C=O ester), 11(CH~3~ in indole), 14(CH~3~ of ethyl group), 29(--CH~2~), 55 (--OCH~3~), 59(--CH~2~ of ethyl group). 99, 103, 109, 110, 128, 129, 133,152 (8 C, aromatics). There are two signals at 29 and 59 p.p.m. oriented downward in the DEPT spectrum confirming the existence of two --CH~2~ groups. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3660 _diffrn_reflns_number 22947 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0255 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 29.12 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_reduction_process ; ; _refine_special_details ; Refinement on F^2^ for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > \s(F^2^) is used only for calculating -R-factor-obs 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. ; _reflns_number_total 3374 _reflns_number_gt 2889 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_gt 0.1110 _refine_ls_wR_factor_ref 0.1168 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_number_reflns 3374 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'W=1/[\S^2^(Fo^2^)+(0.0539P)^2^+0.3155P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary difmap _atom_sites_solution_secondary geom _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.308 _refine_diff_density_min -0.240 _refine_ls_extinction_method 'none' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack . 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' _computing_data_collection 'APEX2 (Bruker, 2013)' _computing_cell_refinement 'SAINT (Bruker, 2013)' _computing_data_reduction 'SAINT (Bruker, 2013)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg & Putz, 2012)' _computing_publication_material 'WinGX (Farrugia, 2012) and PLATON (Spek, 2009)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O O1 0.17116(13) 0.36046(6) -0.24184(10) 0.0376(3) Uani d . 1.000 . . O O2 0.75724(12) 0.08270(5) -0.02263(9) 0.0312(3) Uani d . 1.000 . . O O3 0.75501(11) 0.01325(4) 0.16773(9) 0.0251(2) Uani d . 1.000 . . N N1 0.65214(13) 0.29386(6) 0.27056(11) 0.0264(3) Uani d . 1.000 . . C C1 0.47230(14) 0.25588(6) 0.05968(12) 0.0216(3) Uani d . 1.000 . . C C2 0.34868(15) 0.26677(6) -0.07390(13) 0.0240(3) Uani d . 1.000 . . C C3 0.29070(16) 0.34165(7) -0.11378(13) 0.0282(3) Uani d . 1.000 . . C C4 0.35262(18) 0.40558(7) -0.02372(15) 0.0336(4) Uani d . 1.000 . . C C5 0.47322(17) 0.39589(7) 0.10729(15) 0.0309(3) Uani d . 1.000 . . C C6 0.53295(15) 0.32062(6) 0.14800(13) 0.0245(3) Uani d . 1.000 . . C C7 0.09045(18) 0.29785(9) -0.33106(15) 0.0367(4) Uani d . 1.000 . . C C8 0.66375(15) 0.21415(7) 0.26458(12) 0.0243(3) Uani d . 1.000 . . C C9 0.55670(14) 0.18869(6) 0.13595(12) 0.0220(3) Uani d . 1.000 . . C C10 0.77677(16) 0.16917(8) 0.38672(13) 0.0312(4) Uani d . 1.000 . . C C11 0.52395(15) 0.10556(6) 0.08854(13) 0.0258(3) Uani d . 1.000 . . C C12 0.68958(14) 0.06698(6) 0.06967(12) 0.0224(3) Uani d . 1.000 . . C C13 0.91945(15) -0.02529(7) 0.16271(13) 0.0272(3) Uani d . 1.000 . . C C14 0.98064(19) -0.07392(8) 0.29348(16) 0.0395(4) Uani d . 1.000 . . H H1 0.700(2) 0.3250(10) 0.347(2) 0.052(5) Uiso d . 1.000 . . H H2 0.30620 0.22390 -0.13500 0.0290 Uiso c RU 1.000 . . H H4 0.31030 0.45630 -0.05410 0.0400 Uiso c RU 1.000 . . H H5 0.51440 0.43900 0.16800 0.0370 Uiso c RU 1.000 . . H H7A 0.18300 0.26750 -0.35610 0.0550 Uiso c RU 1.000 . . H H7B 0.00600 0.31840 -0.41700 0.0550 Uiso c RU 1.000 . . H H7C 0.02660 0.26440 -0.28160 0.0550 Uiso c RU 1.000 . . H H10A 0.72640 0.11700 0.38710 0.0470 Uiso c RU 1.000 . . H H10B 0.77960 0.19600 0.47470 0.0470 Uiso c RU 1.000 . . H H10C 0.89850 0.16500 0.37860 0.0470 Uiso c RU 1.000 . . H H11A 0.42780 0.10380 -0.00200 0.0310 Uiso c RU 1.000 . . H H11B 0.48250 0.07610 0.15910 0.0310 Uiso c RU 1.000 . . H H13A 1.01170 0.01370 0.16000 0.0330 Uiso c RU 1.000 . . H H13B 0.89690 -0.05840 0.07760 0.0330 Uiso c RU 1.000 . . H H14A 1.00740 -0.04020 0.37670 0.0590 Uiso c RU 1.000 . . H H14B 1.08850 -0.10270 0.29240 0.0590 Uiso c RU 1.000 . . H H14C 0.88610 -0.11070 0.29690 0.0590 Uiso c RU 1.000 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0347(5) 0.0333(5) 0.0417(5) 0.0089(4) 0.0059(4) 0.0110(4) O2 0.0383(5) 0.0288(4) 0.0283(4) 0.0066(4) 0.0124(4) 0.0065(3) O3 0.0260(4) 0.0219(4) 0.0277(4) 0.0049(3) 0.0084(3) 0.0047(3) N1 0.0275(5) 0.0268(5) 0.0265(5) -0.0049(4) 0.0104(4) -0.0073(4) C1 0.0206(5) 0.0194(5) 0.0273(5) -0.0005(4) 0.0111(4) -0.0010(4) C2 0.0233(5) 0.0217(5) 0.0283(6) 0.0017(4) 0.0093(4) -0.0001(4) C3 0.0258(5) 0.0269(6) 0.0340(6) 0.0052(4) 0.0122(5) 0.0067(5) C4 0.0348(6) 0.0200(5) 0.0503(8) 0.0051(5) 0.0191(6) 0.0048(5) C5 0.0352(6) 0.0196(5) 0.0432(7) -0.0024(5) 0.0198(6) -0.0048(5) C6 0.0251(5) 0.0222(5) 0.0299(6) -0.0027(4) 0.0140(4) -0.0039(4) C7 0.0297(6) 0.0455(8) 0.0335(7) 0.0111(5) 0.0071(5) 0.0055(6) C8 0.0227(5) 0.0268(5) 0.0255(5) -0.0017(4) 0.0104(4) -0.0018(4) C9 0.0199(5) 0.0205(5) 0.0265(5) -0.0002(4) 0.0080(4) -0.0006(4) C10 0.0282(6) 0.0394(7) 0.0249(6) 0.0023(5) 0.0058(5) 0.0005(5) C11 0.0216(5) 0.0191(5) 0.0345(6) -0.0002(4) 0.0047(4) -0.0003(4) C12 0.0239(5) 0.0164(5) 0.0243(5) -0.0006(4) 0.0027(4) -0.0016(4) C13 0.0244(5) 0.0247(5) 0.0323(6) 0.0060(4) 0.0080(5) 0.0028(5) C14 0.0364(7) 0.0369(7) 0.0444(8) 0.0134(6) 0.0106(6) 0.0145(6) _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C3 . . 1.3789(16) no O1 C7 . . 1.4198(18) no O2 C12 . . 1.2108(15) no O3 C12 . . 1.3309(13) no O3 C13 . . 1.4590(15) no N1 C6 . . 1.3782(16) no N1 C8 . . 1.3760(16) no N1 H1 . . 0.914(18) no C1 C2 . . 1.4072(17) no C1 C6 . . 1.4105(15) no C1 C9 . . 1.4327(15) no C2 C3 . . 1.3841(16) no C3 C4 . . 1.4102(18) no C4 C5 . . 1.376(2) no C5 C6 . . 1.3953(16) no C8 C9 . . 1.3779(16) no C8 C10 . . 1.4914(17) no C9 C11 . . 1.5033(15) no C11 C12 . . 1.5128(16) no C13 C14 . . 1.4990(19) no C2 H2 . . 0.9500 no C4 H4 . . 0.9500 no C5 H5 . . 0.9500 no C7 H7A . . 0.9800 no C7 H7B . . 0.9800 no C7 H7C . . 0.9800 no C10 H10A . . 0.9800 no C10 H10B . . 0.9800 no C10 H10C . . 0.9800 no C11 H11A . . 0.9900 no C11 H11B . . 0.9900 no C13 H13A . . 0.9900 no C13 H13B . . 0.9900 no C14 H14A . . 0.9800 no C14 H14B . . 0.9800 no C14 H14C . . 0.9800 no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C3 O1 C7 . . . 117.11(11) no C12 O3 C13 . . . 116.57(9) no C6 N1 C8 . . . 109.32(10) no C6 N1 H1 . . . 123.0(11) no C8 N1 H1 . . . 127.1(11) no C2 C1 C6 . . . 119.63(10) no C6 C1 C9 . . . 106.77(10) no C2 C1 C9 . . . 133.59(10) no C1 C2 C3 . . . 118.12(10) no O1 C3 C2 . . . 124.03(11) no O1 C3 C4 . . . 114.61(11) no C2 C3 C4 . . . 121.36(12) no C3 C4 C5 . . . 121.23(11) no C4 C5 C6 . . . 117.76(12) no C1 C6 C5 . . . 121.90(11) no N1 C6 C5 . . . 130.45(11) no N1 C6 C1 . . . 107.65(9) no N1 C8 C9 . . . 109.04(10) no N1 C8 C10 . . . 120.84(11) no C9 C8 C10 . . . 130.11(11) no C1 C9 C8 . . . 107.18(10) no C8 C9 C11 . . . 126.44(10) no C1 C9 C11 . . . 126.24(10) no C9 C11 C12 . . . 112.39(10) no O2 C12 O3 . . . 123.10(11) no O2 C12 C11 . . . 124.77(10) no O3 C12 C11 . . . 112.13(10) no O3 C13 C14 . . . 106.78(10) no C1 C2 H2 . . . 121.00 no C3 C2 H2 . . . 121.00 no C3 C4 H4 . . . 119.00 no C5 C4 H4 . . . 119.00 no C4 C5 H5 . . . 121.00 no C6 C5 H5 . . . 121.00 no O1 C7 H7A . . . 109.00 no O1 C7 H7B . . . 109.00 no O1 C7 H7C . . . 109.00 no H7A C7 H7B . . . 109.00 no H7A C7 H7C . . . 109.00 no H7B C7 H7C . . . 109.00 no C8 C10 H10A . . . 109.00 no C8 C10 H10B . . . 109.00 no C8 C10 H10C . . . 109.00 no H10A C10 H10B . . . 109.00 no H10A C10 H10C . . . 109.00 no H10B C10 H10C . . . 109.00 no C9 C11 H11A . . . 109.00 no C9 C11 H11B . . . 109.00 no C12 C11 H11A . . . 109.00 no C12 C11 H11B . . . 109.00 no H11A C11 H11B . . . 108.00 no O3 C13 H13A . . . 110.00 no O3 C13 H13B . . . 110.00 no C14 C13 H13A . . . 110.00 no C14 C13 H13B . . . 110.00 no H13A C13 H13B . . . 109.00 no C13 C14 H14A . . . 110.00 no C13 C14 H14B . . . 109.00 no C13 C14 H14C . . . 110.00 no H14A C14 H14B . . . 109.00 no H14A C14 H14C . . . 109.00 no H14B C14 H14C . . . 109.00 no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C7 O1 C3 C2 . . . . 6.53(18) no C7 O1 C3 C4 . . . . -173.81(12) no C13 O3 C12 O2 . . . . 2.08(16) no C13 O3 C12 C11 . . . . -177.50(9) no C12 O3 C13 C14 . . . . 171.98(10) no C8 N1 C6 C1 . . . . -2.16(14) no C8 N1 C6 C5 . . . . 177.77(13) no C6 N1 C8 C9 . . . . 2.03(14) no C6 N1 C8 C10 . . . . -176.93(11) no C6 C1 C2 C3 . . . . -0.02(17) no C9 C1 C2 C3 . . . . 178.39(13) no C2 C1 C6 N1 . . . . -179.74(11) no C2 C1 C6 C5 . . . . 0.33(18) no C9 C1 C6 N1 . . . . 1.47(13) no C9 C1 C6 C5 . . . . -178.47(12) no C2 C1 C9 C8 . . . . -178.81(13) no C2 C1 C9 C11 . . . . -2.9(2) no C6 C1 C9 C8 . . . . -0.25(13) no C6 C1 C9 C11 . . . . 175.68(11) no C1 C2 C3 O1 . . . . 179.49(11) no C1 C2 C3 C4 . . . . -0.15(19) no O1 C3 C4 C5 . . . . -179.64(13) no C2 C3 C4 C5 . . . . 0.0(2) no C3 C4 C5 C6 . . . . 0.3(2) no C4 C5 C6 N1 . . . . 179.64(13) no C4 C5 C6 C1 . . . . -0.4(2) no N1 C8 C9 C1 . . . . -1.07(13) no N1 C8 C9 C11 . . . . -176.98(11) no C10 C8 C9 C1 . . . . 177.77(12) no C10 C8 C9 C11 . . . . 1.9(2) no C1 C9 C11 C12 . . . . 117.42(13) no C8 C9 C11 C12 . . . . -67.42(15) no C9 C11 C12 O2 . . . . -69.51(15) no C9 C11 C12 O3 . . . . 110.07(11) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N1 H1 O2 4_555 0.914(18) 2.013(18) 2.8987(14) 162.7(16) yes C7 H7B O2 4_454 0.98 2.57 3.4271(18) 146 yes C13 H13A O1 4_655 0.99 2.55 3.4236(16) 148 yes C7 H7A Cg1 4_554 0.98 2.99 3.9550(16) 169 yes _iucr_refine_instructions_details ; TITL K-1b in P2(1)/c CELL 0.71073 7.8117 17.1953 9.9003 90.000 106.756 90.000 ZERR 4.00 0.0005 0.0012 0.0007 0.000 0.001 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H N O UNIT 56 68 4 12 L.S. 13 SHEL 999 0.73 BOND $H FMAP 2 PLAN 5 EQIV $1 x-1, -y+1/2, z-1/2 HTAB C7 O2_$1 EQIV $2 x+1, -y+1/2, z+1/2 HTAB C13 O1_$2 EQIV $3 x, -y+1/2, z+1/2 HTAB N1 O2_$3 ACTA 57 LIST 4 CONF SIZE 0.06 0.21 0.23 TEMP -123 WGHT 0.053900 0.315500 FVAR 0.55287 O1 4 0.171156 0.360462 -0.241838 11.00000 0.03467 0.03326 = 0.04175 0.01103 0.00585 0.00892 O2 4 0.757235 0.082702 -0.022629 11.00000 0.03828 0.02878 = 0.02830 0.00648 0.01236 0.00663 O3 4 0.755014 0.013255 0.167734 11.00000 0.02595 0.02186 = 0.02768 0.00472 0.00845 0.00487 N1 3 0.652144 0.293859 0.270557 11.00000 0.02748 0.02677 = 0.02651 -0.00731 0.01042 -0.00486 H1 2 0.699641 0.325050 0.346948 11.00000 0.05150 C1 1 0.472296 0.255877 0.059678 11.00000 0.02057 0.01939 = 0.02734 -0.00098 0.01113 -0.00046 C2 1 0.348676 0.266775 -0.073901 11.00000 0.02325 0.02174 = 0.02829 -0.00008 0.00927 0.00173 AFIX 43 H2 2 0.306212 0.223944 -0.134984 11.00000 -1.20000 AFIX 0 C3 1 0.290700 0.341648 -0.113784 11.00000 0.02582 0.02691 = 0.03395 0.00671 0.01221 0.00522 C4 1 0.352621 0.405583 -0.023721 11.00000 0.03482 0.02000 = 0.05026 0.00478 0.01905 0.00505 AFIX 43 H4 2 0.310281 0.456286 -0.054074 11.00000 -1.20000 AFIX 0 C5 1 0.473216 0.395886 0.107289 11.00000 0.03517 0.01960 = 0.04325 -0.00481 0.01976 -0.00235 AFIX 43 H5 2 0.514424 0.438987 0.167987 11.00000 -1.20000 AFIX 0 C6 1 0.532954 0.320619 0.148003 11.00000 0.02508 0.02216 = 0.02991 -0.00394 0.01396 -0.00269 C7 1 0.090446 0.297849 -0.331058 11.00000 0.02969 0.04547 = 0.03352 0.00549 0.00705 0.01112 AFIX 137 H7A 2 0.183046 0.267518 -0.356128 11.00000 -1.50000 H7B 2 0.006030 0.318425 -0.416996 11.00000 -1.50000 H7C 2 0.026553 0.264388 -0.281636 11.00000 -1.50000 AFIX 0 C8 1 0.663748 0.214148 0.264582 11.00000 0.02271 0.02684 = 0.02554 -0.00184 0.01037 -0.00167 C9 1 0.556698 0.188693 0.135954 11.00000 0.01986 0.02049 = 0.02646 -0.00058 0.00801 -0.00018 C10 1 0.776768 0.169167 0.386719 11.00000 0.02818 0.03936 = 0.02492 0.00048 0.00585 0.00229 AFIX 137 H10A 2 0.726410 0.116995 0.387088 11.00000 -1.50000 H10B 2 0.779624 0.195960 0.474708 11.00000 -1.50000 H10C 2 0.898536 0.164989 0.378616 11.00000 -1.50000 AFIX 0 C11 1 0.523948 0.105557 0.088543 11.00000 0.02164 0.01914 = 0.03452 -0.00035 0.00474 -0.00020 AFIX 23 H11A 2 0.427814 0.103829 -0.001991 11.00000 -1.20000 H11B 2 0.482540 0.076065 0.159103 11.00000 -1.20000 AFIX 0 C12 1 0.689582 0.066977 0.069673 11.00000 0.02389 0.01640 = 0.02426 -0.00156 0.00268 -0.00061 C13 1 0.919452 -0.025287 0.162711 11.00000 0.02438 0.02472 = 0.03229 0.00277 0.00797 0.00603 AFIX 23 H13A 2 1.011657 0.013694 0.159970 11.00000 -1.20000 H13B 2 0.896893 -0.058431 0.077611 11.00000 -1.20000 AFIX 0 C14 1 0.980636 -0.073922 0.293484 11.00000 0.03645 0.03689 = 0.04437 0.01452 0.01059 0.01336 AFIX 137 H14A 2 1.007386 -0.040161 0.376716 11.00000 -1.50000 H14B 2 1.088462 -0.102733 0.292366 11.00000 -1.50000 H14C 2 0.886059 -0.110666 0.296859 11.00000 -1.50000 AFIX 0 HKLF 4 REM K-1b in P2(1)/c REM R1 = 0.0441 for 2889 Fo > 4sig(Fo) and 0.0519 for all 3374 data REM 170 parameters refined using 0 restraints END WGHT 0.0539 0.3155 REM Highest difference peak 0.308, deepest hole -0.240, 1-sigma level 0.052 Q1 1 0.5215 0.2197 0.0831 11.00000 0.05 0.31 Q2 1 0.6045 0.0835 0.0770 11.00000 0.05 0.30 Q3 1 0.5079 0.2902 0.1001 11.00000 0.05 0.27 Q4 1 0.6133 0.1906 0.2046 11.00000 0.05 0.22 Q5 1 0.7268 0.1915 0.3140 11.00000 0.05 0.22 ;