#------------------------------------------------------------------------------ #$Date: 2022-12-14 02:11:13 +0200 (Wed, 14 Dec 2022) $ #$Revision: 279881 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/81/1568123.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1568123 loop_ _publ_author_name 'Damian, Jesus' 'Rentero, Christian' 'Echeverr\'ia, Jorge' 'Mosquera, Marta Elena Gonzalez' _publ_section_title ; Alkali metal···methyl short contacts in aluminates: more than agostic interactions ; _journal_name_full 'Faraday Discussions' _journal_paper_doi 10.1039/D2FD00144F _journal_year 2022 _chemical_formula_sum 'C11 H17 Al N Na O' _chemical_formula_weight 229.22 _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary 'direct - structure invariant direct methods' _atom_sites_solution_secondary 'direct - structure invariant direct methods' _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4.3 _audit_creation_date 2022-10-29T11:32:31-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 90 _cell_angle_beta 99.386(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.5855(4) _cell_length_b 11.0763(5) _cell_length_c 13.1896(7) _cell_measurement_reflns_used 66 _cell_measurement_temperature 200(2) _cell_measurement_theta_max 19.56 _cell_measurement_theta_min 2.87 _cell_measurement_wavelength 0.71073 _cell_volume 1381.62(11) _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_molecular_graphics 'Ortep for Windows (Farrugia, 2012)' _computing_publication_material 'WinGX publication routines (Farrugia, 2012)' _computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)' _computing_structure_solution 'SHELXS-2013 (Sheldrick, 2008)' _diffrn_ambient_temperature 200(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_orient_matrix_UB_11 0.01 _diffrn_orient_matrix_UB_12 0 _diffrn_orient_matrix_UB_13 0 _diffrn_orient_matrix_UB_21 0 _diffrn_orient_matrix_UB_22 0.01 _diffrn_orient_matrix_UB_23 0 _diffrn_orient_matrix_UB_31 0 _diffrn_orient_matrix_UB_32 0 _diffrn_orient_matrix_UB_33 0.01 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_unetI/netI 0.0532 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 29270 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_reduction_process ; Scaled and merged with Sortav R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.502 _diffrn_reflns_theta_min 3.061 _diffrn_source 'Enraf Nonius FR590' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.155 _exptl_absorpt_correction_T_max 0.949 _exptl_absorpt_correction_T_min 0.908 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.102 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 488 _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.342 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.045 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 172 _refine_ls_number_reflns 3171 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.031 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_gt 0.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0578P)^2^+0.1449P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1043 _refine_ls_wR_factor_ref 0.114 _reflns_Friedel_coverage 0 _reflns_number_gt 2146 _reflns_number_total 3171 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL shelx in P21/c shelx.res created by SHELXL-2016/6 at 11:32:02 on 29-Oct-2022 CELL 0.71073 9.5855 11.0763 13.1896 90.00 99.386 90.00 ZERR 4.00 0.0004 0.0005 0.0007 0.00 0.004 0.00 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H AL N NA O UNIT 44 68 4 4 4 4 MERG 2 FMAP 2 PLAN 4 BOND acta L.S. 16 WGHT 0.057800 0.144900 FVAR 1.86360 AL1 3 0.157884 0.906845 0.180040 11.00000 0.02800 0.02930 = 0.02659 0.00176 0.00230 -0.00161 NA 5 0.068679 0.876011 -0.076962 11.00000 0.04647 0.03578 = 0.03468 -0.00209 0.01488 0.00857 N1 4 -0.073151 0.827470 0.046625 11.00000 0.02706 0.03418 = 0.02865 -0.00188 0.00003 -0.00161 O1 6 -0.020825 0.926697 0.108352 11.00000 0.03107 0.03180 = 0.03846 -0.00346 -0.00124 -0.00121 C1 1 0.145272 0.783442 0.287282 11.00000 0.04748 0.03812 = 0.03691 0.00742 0.00711 -0.00465 C2 1 0.199534 1.071185 0.235481 11.00000 0.04702 0.03796 = 0.04130 -0.00258 -0.00651 -0.00128 C3 1 0.288561 0.856254 0.085300 11.00000 0.03531 0.05167 = 0.04033 0.00190 0.00909 0.00322 C4 1 -0.284949 0.853909 0.127195 11.00000 0.03618 0.04554 = 0.05244 -0.00292 0.01587 0.00194 AFIX 33 H4A 2 -0.375162 0.814595 0.121354 11.00000 -1.50000 H4B 2 -0.236341 0.847427 0.196622 11.00000 -1.50000 H4C 2 -0.298588 0.937551 0.109201 11.00000 -1.50000 AFIX 0 C10 1 -0.198673 0.794804 0.055995 11.00000 0.02756 0.03296 = 0.03025 0.00676 0.00278 0.00213 C11 1 -0.256728 0.691632 -0.009584 11.00000 0.03362 0.03532 = 0.02855 0.00499 0.00323 -0.00412 C12 1 -0.401820 0.681357 -0.043524 11.00000 0.03210 0.05609 = 0.06330 -0.00564 0.00095 -0.00361 AFIX 43 H12 2 -0.463019 0.739031 -0.024314 11.00000 -1.20000 AFIX 0 C13 1 -0.455344 0.585815 -0.105652 11.00000 0.04310 0.06842 = 0.08124 -0.00870 -0.01037 -0.01782 AFIX 43 H13 2 -0.552188 0.580365 -0.128485 11.00000 -1.20000 AFIX 0 C14 1 -0.367216 0.499437 -0.133744 11.00000 0.07058 0.05198 = 0.05226 -0.00972 -0.00530 -0.02244 AFIX 43 H14 2 -0.403703 0.435187 -0.175163 11.00000 -1.20000 AFIX 0 C15 1 -0.224579 0.508460 -0.100269 11.00000 0.06555 0.04529 = 0.05410 -0.01098 0.00556 -0.00091 AFIX 43 H15 2 -0.164148 0.450131 -0.119465 11.00000 -1.20000 AFIX 0 C16 1 -0.169837 0.602848 -0.038591 11.00000 0.03918 0.04377 = 0.04443 -0.00275 0.00138 -0.00062 AFIX 43 H16 2 -0.072839 0.607021 -0.016037 11.00000 -1.20000 AFIX 0 H2A 2 0.199400 1.133319 0.183719 11.00000 0.05912 H2B 2 0.135424 1.100382 0.273435 11.00000 0.06995 H3A 2 0.297017 0.917929 0.026419 11.00000 0.06859 H3C 2 0.268229 0.781974 0.051556 11.00000 0.05654 H1B 2 0.092046 0.808186 0.331051 11.00000 0.12080 H1A 2 0.103451 0.714703 0.265040 11.00000 0.08038 H2C 2 0.288956 1.074016 0.274616 11.00000 0.07313 H3B 2 0.388713 0.846299 0.129122 11.00000 0.07815 H1C 2 0.236926 0.756333 0.327411 11.00000 0.09913 HKLF 4 REM shelx in P21/c REM R1 = 0.0420 for 2146 Fo > 4sig(Fo) and 0.0754 for all 3171 data REM 172 parameters refined using 0 restraints END WGHT 0.0578 0.1442 REM Highest difference peak 0.342, deepest hole -0.291, 1-sigma level 0.045 Q1 1 -0.3321 0.7963 0.1692 11.00000 0.05 0.34 Q2 1 -0.3577 0.9022 0.0732 11.00000 0.05 0.30 Q3 1 -0.2288 0.9123 0.1724 11.00000 0.05 0.27 Q4 1 0.1768 0.9993 0.2036 11.00000 0.05 0.26 ; _cod_data_source_file d2fd00144f3.cif _cod_data_source_block shelx _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 1568123 _exptl_sortav_scale_factor_max 1.236 _exptl_sortav_scale_factor_min 0.842 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.15788(6) 0.90684(5) 0.18004(4) 0.02820(16) Uani 1 1 d . . . . . Na Na 0.06868(8) 0.87601(6) -0.07696(6) 0.0381(2) Uani 1 1 d . . . . . N1 N -0.07315(15) 0.82747(14) 0.04662(11) 0.0305(3) Uani 1 1 d . . . . . O1 O -0.02083(13) 0.92670(11) 0.10835(10) 0.0345(3) Uani 1 1 d . . . . . C1 C 0.1453(3) 0.7834(2) 0.28728(17) 0.0408(5) Uani 1 1 d . . . . . C2 C 0.1995(3) 1.0712(2) 0.23548(18) 0.0436(5) Uani 1 1 d . . . . . C3 C 0.2886(2) 0.8563(2) 0.08530(17) 0.0421(5) Uani 1 1 d . . . . . C4 C -0.2849(2) 0.85391(19) 0.12720(17) 0.0438(5) Uani 1 1 d . . . . . H4A H -0.375162 0.814595 0.121354 0.066 Uiso 1 1 calc R U . . . H4B H -0.236341 0.847427 0.196622 0.066 Uiso 1 1 calc R U . . . H4C H -0.298588 0.937551 0.109201 0.066 Uiso 1 1 calc R U . . . C10 C -0.19867(19) 0.79480(16) 0.05599(13) 0.0305(4) Uani 1 1 d . . . . . C11 C -0.25673(19) 0.69163(16) -0.00958(14) 0.0327(4) Uani 1 1 d . . . . . C12 C -0.4018(2) 0.6814(2) -0.04352(18) 0.0513(6) Uani 1 1 d . . . . . H12 H -0.463019 0.739031 -0.024314 0.062 Uiso 1 1 calc R U . . . C13 C -0.4553(3) 0.5858(2) -0.1057(2) 0.0665(7) Uani 1 1 d . . . . . H13 H -0.552188 0.580365 -0.128485 0.08 Uiso 1 1 calc R U . . . C14 C -0.3672(3) 0.4994(2) -0.13374(19) 0.0600(7) Uani 1 1 d . . . . . H14 H -0.403703 0.435187 -0.175163 0.072 Uiso 1 1 calc R U . . . C15 C -0.2246(3) 0.5085(2) -0.10027(18) 0.0554(6) Uani 1 1 d . . . . . H15 H -0.164148 0.450131 -0.119465 0.067 Uiso 1 1 calc R U . . . C16 C -0.1698(2) 0.60285(18) -0.03859(16) 0.0431(5) Uani 1 1 d . . . . . H16 H -0.072839 0.607021 -0.016037 0.052 Uiso 1 1 calc R U . . . H2A H 0.199(3) 1.133(2) 0.184(2) 0.059(7) Uiso 1 1 d . . . . . H2B H 0.135(3) 1.100(2) 0.273(2) 0.070(8) Uiso 1 1 d . . . . . H3A H 0.297(3) 0.918(2) 0.026(2) 0.069(7) Uiso 1 1 d . . . . . H3C H 0.268(3) 0.782(2) 0.0516(18) 0.057(7) Uiso 1 1 d . . . . . H1B H 0.092(4) 0.808(3) 0.331(3) 0.121(14) Uiso 1 1 d . . . . . H1A H 0.103(3) 0.715(3) 0.265(2) 0.080(9) Uiso 1 1 d . . . . . H2C H 0.289(3) 1.074(2) 0.275(2) 0.073(8) Uiso 1 1 d . . . . . H3B H 0.389(3) 0.846(2) 0.129(2) 0.078(8) Uiso 1 1 d . . . . . H1C H 0.237(4) 0.756(3) 0.327(2) 0.099(10) Uiso 1 1 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 Al1 0.0280(3) 0.0293(3) 0.0266(3) 0.0018(2) 0.0023(2) -0.0016(2) Na 0.0465(5) 0.0358(4) 0.0347(4) -0.0021(3) 0.0149(3) 0.0086(3) N1 0.0271(8) 0.0342(8) 0.0287(8) -0.0019(6) 0.0000(6) -0.0016(6) O1 0.0311(7) 0.0318(7) 0.0385(7) -0.0035(6) -0.0012(5) -0.0012(5) C1 0.0475(13) 0.0381(12) 0.0369(11) 0.0074(9) 0.0071(10) -0.0046(10) C2 0.0470(13) 0.0380(12) 0.0413(12) -0.0026(10) -0.0065(10) -0.0013(10) C3 0.0353(11) 0.0517(13) 0.0403(12) 0.0019(11) 0.0091(9) 0.0032(9) C4 0.0362(11) 0.0455(12) 0.0524(13) -0.0029(10) 0.0159(9) 0.0019(9) C10 0.0276(9) 0.0330(10) 0.0303(9) 0.0068(7) 0.0028(7) 0.0021(7) C11 0.0336(10) 0.0353(10) 0.0285(9) 0.0050(8) 0.0032(7) -0.0041(8) C12 0.0321(11) 0.0561(14) 0.0633(15) -0.0056(11) 0.0009(10) -0.0036(10) C13 0.0431(14) 0.0684(17) 0.0812(18) -0.0087(14) -0.0104(12) -0.0178(12) C14 0.0706(18) 0.0520(14) 0.0523(14) -0.0097(11) -0.0053(12) -0.0224(12) C15 0.0656(16) 0.0453(12) 0.0541(14) -0.0110(11) 0.0056(12) -0.0009(11) C16 0.0392(11) 0.0438(11) 0.0444(12) -0.0028(9) 0.0014(9) -0.0006(9) 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 '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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 5 7 6 0.099 -5 -8 -6 0.156 -1 -9 8 0.149 1 4 -2 0.119 6 -1 -1 0.046 -1 0 0 0.104 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 O1 Al1 C2 101.30(8) . . ? O1 Al1 C1 106.88(9) . . ? C2 Al1 C1 113.73(10) . . ? O1 Al1 C3 109.98(8) . . ? C2 Al1 C3 112.44(11) . . ? C1 Al1 C3 111.81(10) . . ? O1 Al1 Na 38.69(4) . 3_575 ? C2 Al1 Na 64.59(7) . 3_575 ? C1 Al1 Na 131.91(8) . 3_575 ? C3 Al1 Na 112.19(7) . 3_575 ? O1 Al1 Na 55.30(5) . . ? C2 Al1 Na 117.85(7) . . ? C1 Al1 Na 127.67(7) . . ? C3 Al1 Na 54.75(7) . . ? Na Al1 Na 68.07(2) 3_575 . ? O1 Na N1 103.04(6) 3_575 . ? O1 Na C1 125.49(7) 3_575 4_575 ? N1 Na C1 124.13(7) . 4_575 ? O1 Na C3 109.03(6) 3_575 . ? N1 Na C3 84.19(6) . . ? C1 Na C3 101.93(7) 4_575 . ? O1 Na O1 83.28(5) 3_575 . ? N1 Na O1 30.51(4) . . ? C1 Na O1 150.73(7) 4_575 . ? C3 Na O1 68.87(5) . . ? O1 Na C2 64.62(5) 3_575 3_575 ? N1 Na C2 90.06(7) . 3_575 ? C1 Na C2 87.79(7) 4_575 3_575 ? C3 Na C2 170.28(7) . 3_575 ? O1 Na C2 102.40(6) . 3_575 ? O1 Na Al1 30.45(3) 3_575 3_575 ? N1 Na Al1 92.03(4) . 3_575 ? C1 Na Al1 115.19(6) 4_575 3_575 ? C3 Na Al1 136.86(6) . 3_575 ? O1 Na Al1 86.54(3) . 3_575 ? C2 Na Al1 35.27(4) 3_575 3_575 ? O1 Na Al1 95.56(4) 3_575 . ? N1 Na Al1 53.61(4) . . ? C1 Na Al1 132.87(6) 4_575 . ? C3 Na Al1 36.10(5) . . ? O1 Na Al1 32.81(3) . . ? C2 Na Al1 134.92(6) 3_575 . ? Al1 Na Al1 111.93(2) 3_575 . ? O1 Na Na 46.88(4) 3_575 3_575 ? N1 Na Na 60.10(4) . 3_575 ? C1 Na Na 171.14(6) 4_575 3_575 ? C3 Na Na 85.98(5) . 3_575 ? O1 Na Na 36.40(3) . 3_575 ? C2 Na Na 84.36(5) 3_575 3_575 ? Al1 Na Na 55.98(2) 3_575 3_575 ? Al1 Na Na 55.95(2) . 3_575 ? C10 N1 O1 114.55(15) . . ? C10 N1 Na 142.21(12) . . ? O1 N1 Na 91.76(9) . . ? N1 O1 Al1 114.80(10) . . ? N1 O1 Na 127.30(9) . 3_575 ? Al1 O1 Na 110.87(6) . 3_575 ? N1 O1 Na 57.73(8) . . ? Al1 O1 Na 91.89(6) . . ? Na O1 Na 96.72(5) 3_575 . ? Al1 C1 Na 167.86(12) . 4_576 ? Al1 C2 Na 80.14(7) . 3_575 ? Al1 C3 Na 89.16(8) . . ? N1 C10 C11 115.43(16) . . ? N1 C10 C4 124.03(17) . . ? C11 C10 C4 120.54(17) . . ? C16 C11 C12 117.87(18) . . ? C16 C11 C10 121.53(17) . . ? C12 C11 C10 120.60(18) . . ? C13 C12 C11 120.4(2) . . ? C14 C13 C12 120.6(2) . . ? C13 C14 C15 119.3(2) . . ? C14 C15 C16 120.7(2) . . ? C15 C16 C11 121.0(2) . . ? 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 Al1 O1 1.8299(13) . ? Al1 C2 1.978(2) . ? Al1 C1 1.985(2) . ? Al1 C3 1.989(2) . ? Al1 Na 3.3743(9) 3_575 ? Al1 Na 3.3753(9) . ? Na O1 2.2573(14) 3_575 ? Na N1 2.3489(17) . ? Na C1 2.701(2) 4_575 ? Na C3 2.757(2) . ? Na O1 2.7766(15) . ? Na C2 3.094(2) 3_575 ? Na Na 3.7777(14) 3_575 ? N1 C10 1.282(2) . ? N1 O1 1.4104(19) . ? C4 C10 1.499(3) . ? C10 C11 1.486(3) . ? C11 C16 1.382(3) . ? C11 C12 1.394(3) . ? C12 C13 1.385(3) . ? C13 C14 1.367(4) . ? C14 C15 1.370(4) . ? C15 C16 1.375(3) . ?