#------------------------------------------------------------------------------ #$Date: 2016-02-21 00:03:34 +0000 (Sun, 21 Feb 2016) $ #$Revision: 176798 $ #$URL: svn://www.crystallography.net/cod/cif/2/23/88/2238855.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2238855 loop_ _publ_author_name 'Zaitsev, Kirill V.' 'Kuchuk, Ekaterina A.' 'Karlov, Sergey S.' 'Zaitseva, Galina S.' 'Churakov, Andrei V.' _publ_section_title ; {2,2'-[Ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}(isopropanolato)aluminium dichloromethane hemisolvate ; _journal_coeditor_code FK2075 _journal_issue 12 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m631 _journal_page_last m632 _journal_paper_doi 10.1107/S1600536813029644 _journal_volume 69 _journal_year 2013 _chemical_formula_iupac '[Al (C16 H14 N2 O2) (C3 H7 O)], 0.5C H2 Cl2' _chemical_formula_moiety 'C19 H21 Al N2 O3, 0.5(C H2 Cl2)' _chemical_formula_sum 'C19.5 H22 Al Cl N2 O3' _chemical_formula_weight 394.82 _chemical_name_systematic ;{2,2'-[Ethane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}(isopropanolato)aluminium dichloromethane hemisolvate ; _space_group_IT_number 43 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'F 2 -2d' _symmetry_space_group_name_H-M 'F d d 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 16 _cell_length_a 24.427(3) _cell_length_b 30.875(4) _cell_length_c 10.0956(13) _cell_measurement_reflns_used 4106 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.590 _cell_measurement_theta_min 2.280 _cell_volume 7613.9(17) _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_collection 'APEX2 (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker SMART APEXII' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 13794 _diffrn_reflns_theta_full 26.99 _diffrn_reflns_theta_max 26.99 _diffrn_reflns_theta_min 2.28 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.269 _exptl_absorpt_correction_T_max 0.9893 _exptl_absorpt_correction_T_min 0.9357 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2008)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 3312 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.323 _refine_diff_density_min -0.324 _refine_ls_abs_structure_details 'Flack (1983), 1872 Friedel pairs' _refine_ls_abs_structure_Flack -0.09(7) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 242 _refine_ls_number_reflns 4069 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.042 _refine_ls_R_factor_all 0.0397 _refine_ls_R_factor_gt 0.0337 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0417P)^2^+4.1450P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0780 _refine_ls_wR_factor_ref 0.0812 _reflns_number_gt 3687 _reflns_number_total 4069 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL z in Fdd2 CELL 0.71073 24.4275 30.8748 10.0956 90.000 90.000 90.000 ZERR 16.00 0.0030 0.0038 0.0013 0.000 0.000 0.000 LATT -4 SYMM -X, -Y, Z SYMM 0.25+X, 0.25-Y, 0.25+Z SYMM 0.25-X, 0.25+Y, 0.25+Z SFAC C H N O AL CL UNIT 312 352 32 48 16 16 TEMP -100 SIZE .25 .15 .04 EQIV $1 0.25+X, 0.75-Y, -0.25+Z EQIV $2 1.75-X, 0.25+Y, -0.25+Z HTAB C1 N1 HTAB C18 O3_$1 HTAB C4 O1_$2 L.S. 10 BOND $H ACTA FMAP 2 PLAN 8 OMIT -2 54 OMIT 2 2 0 OMIT 9 17 -1 OMIT 0 12 8 OMIT 4 10 6 OMIT 16 12 -10 OMIT 9 15 -9 MPLA 4 O1 O2 N1 N2 AL1 WGHT 0.041700 4.145000 FVAR 0.03347 AL1 5 0.805428 0.339391 0.487624 11.00000 0.01728 0.02116 = 0.02377 0.00008 0.00134 -0.00126 O1 4 0.833068 0.320930 0.642667 11.00000 0.02185 0.03533 = 0.02488 0.00366 -0.00315 -0.00629 O2 4 0.746188 0.305201 0.512990 11.00000 0.02162 0.02643 = 0.02524 0.00295 -0.00029 -0.00464 O3 4 0.777950 0.391209 0.501169 11.00000 0.02097 0.02107 = 0.04182 -0.00326 0.00217 -0.00134 N1 3 0.882072 0.353846 0.429717 11.00000 0.02093 0.02232 = 0.02656 0.00162 0.00305 -0.00072 N2 3 0.801551 0.325322 0.293803 11.00000 0.02319 0.02406 = 0.02378 0.00187 0.00374 -0.00050 C1 1 0.803820 0.431567 0.521374 11.00000 0.02218 0.02294 = 0.03442 -0.00227 0.00270 -0.00228 AFIX 13 H1A 2 0.840114 0.431140 0.475574 11.00000 -1.20000 AFIX 0 C2 1 0.769036 0.466817 0.460105 11.00000 0.04588 0.02633 = 0.05024 -0.00084 -0.00876 0.00134 AFIX 137 H2A 2 0.764749 0.461225 0.365116 11.00000 -1.50000 H2B 2 0.786873 0.494935 0.472977 11.00000 -1.50000 H2C 2 0.732955 0.467124 0.502536 11.00000 -1.50000 AFIX 0 C3 1 0.813157 0.440405 0.667250 11.00000 0.05225 0.03745 = 0.04162 -0.00086 -0.00649 -0.01249 AFIX 137 H3A 2 0.833433 0.416232 0.706636 11.00000 -1.50000 H3B 2 0.777780 0.443524 0.712028 11.00000 -1.50000 H3C 2 0.834297 0.467175 0.677447 11.00000 -1.50000 AFIX 0 C11 1 0.880047 0.327671 0.704757 11.00000 0.02319 0.02332 = 0.02756 -0.00124 -0.00307 0.00068 C12 1 0.884271 0.317428 0.838643 11.00000 0.03005 0.03733 = 0.03209 0.00013 -0.00159 -0.00017 AFIX 43 H12 2 0.853257 0.306332 0.884165 11.00000 -1.20000 AFIX 0 C13 1 0.932935 0.323164 0.906363 11.00000 0.03655 0.04315 = 0.03010 -0.00403 -0.00750 0.00498 AFIX 43 H13 2 0.934889 0.316059 0.997799 11.00000 -1.20000 AFIX 0 C14 1 0.979093 0.339224 0.842151 11.00000 0.02718 0.03679 = 0.04090 -0.00839 -0.01069 0.00299 AFIX 43 H14 2 1.012546 0.342641 0.888989 11.00000 -1.20000 AFIX 0 C15 1 0.975859 0.350007 0.711419 11.00000 0.02271 0.02928 = 0.04644 -0.00447 -0.00305 -0.00086 AFIX 43 H15 2 1.007266 0.361230 0.667810 11.00000 -1.20000 AFIX 0 C16 1 0.926652 0.344793 0.639623 11.00000 0.02251 0.02263 = 0.03316 -0.00279 -0.00238 0.00045 C17 1 0.925423 0.356296 0.501254 11.00000 0.01997 0.02209 = 0.03902 0.00033 0.00386 -0.00032 AFIX 43 H17 2 0.958293 0.366172 0.461038 11.00000 -1.20000 AFIX 0 C18 1 0.885430 0.365507 0.288680 11.00000 0.02141 0.02800 = 0.03305 0.00678 0.00630 -0.00034 AFIX 23 H18A 2 0.923870 0.364410 0.257794 11.00000 -1.20000 H18B 2 0.871135 0.395136 0.274205 11.00000 -1.20000 AFIX 0 C21 1 0.705331 0.295259 0.433749 11.00000 0.02050 0.01570 = 0.02753 -0.00053 -0.00148 0.00219 C22 1 0.657375 0.276439 0.486409 11.00000 0.02713 0.02065 = 0.03015 -0.00059 0.00217 -0.00015 AFIX 43 H22 2 0.656029 0.268563 0.577316 11.00000 -1.20000 AFIX 0 C23 1 0.612615 0.269461 0.406689 11.00000 0.02222 0.02571 = 0.04330 -0.00295 0.00329 -0.00291 AFIX 43 H23 2 0.580526 0.257149 0.444225 11.00000 -1.20000 AFIX 0 C24 1 0.612939 0.279913 0.272530 11.00000 0.02427 0.04132 = 0.04106 -0.00269 -0.00881 -0.00335 AFIX 43 H24 2 0.580947 0.276669 0.219951 11.00000 -1.20000 AFIX 0 C25 1 0.660696 0.295002 0.218567 11.00000 0.03092 0.04287 = 0.02991 0.00201 -0.00590 -0.00469 AFIX 43 H25 2 0.662225 0.300766 0.126207 11.00000 -1.20000 AFIX 0 C26 1 0.707516 0.302172 0.296481 11.00000 0.02676 0.02678 = 0.02733 -0.00016 -0.00163 -0.00147 C27 1 0.757568 0.314265 0.232737 11.00000 0.02796 0.03001 = 0.02276 0.00011 0.00089 -0.00082 AFIX 43 H27 2 0.758325 0.314107 0.138656 11.00000 -1.20000 AFIX 0 C28 1 0.851138 0.332865 0.215151 11.00000 0.02716 0.03272 = 0.02800 0.00436 0.00637 0.00204 AFIX 23 H28A 2 0.841345 0.344100 0.126414 11.00000 -1.20000 H28B 2 0.871707 0.305485 0.203848 11.00000 -1.20000 AFIX 0 CL1 6 0.961343 0.464180 0.617651 11.00000 0.06625 0.06858 = 0.05588 0.02617 0.01356 -0.01155 C4 1 1.000000 0.500000 0.520857 10.50000 0.03474 0.03281 = 0.02364 0.00000 0.00000 -0.00035 AFIX 3 H4 2 0.975760 0.516280 0.464966 11.00000 -1.20000 HKLF 4 REM z in Fdd2 REM R1 = 0.0337 for 3687 Fo > 4sig(Fo) and 0.0397 for all 4069 data REM 242 parameters refined using 1 restraints END WGHT 0.0417 4.1467 REM Highest difference peak 0.323, deepest hole -0.324, 1-sigma level 0.040 Q1 1 0.9631 0.4828 0.6756 11.00000 0.05 0.32 Q2 1 0.7693 0.3254 0.4948 11.00000 0.05 0.27 Q3 1 0.8503 0.3468 0.4500 11.00000 0.05 0.18 Q4 1 0.9440 0.3564 0.6808 11.00000 0.05 0.17 Q5 1 0.6758 0.3110 0.2547 11.00000 0.05 0.16 Q6 1 0.8821 0.3566 0.3623 11.00000 0.05 0.16 Q7 1 0.9834 0.3292 0.7670 11.00000 0.05 0.15 Q8 1 0.7284 0.3192 0.2590 11.00000 0.05 0.15 ; _cod_data_source_file fk2075.cif _cod_data_source_block I _cod_original_cell_volume 7614.0(16) _cod_database_code 2238855 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' 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_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_symmetry_multiplicity Al Al1 0.80543(2) 0.339391(17) 0.48762(6) 0.02073(13) Uani d . 1 1 O O1 0.83307(5) 0.32093(4) 0.64267(15) 0.0274(3) Uani d . 1 1 O O2 0.74619(5) 0.30520(4) 0.51299(14) 0.0244(3) Uani d . 1 1 O O3 0.77795(5) 0.39121(4) 0.50117(16) 0.0280(3) Uani d . 1 1 N N1 0.88207(6) 0.35385(5) 0.42972(17) 0.0233(4) Uani d . 1 1 N N2 0.80155(6) 0.32532(5) 0.29380(17) 0.0237(4) Uani d . 1 1 C C1 0.80382(8) 0.43157(6) 0.5214(2) 0.0265(4) Uani d . 1 1 H H1A 0.8401 0.4311 0.4756 0.032 Uiso calc R 1 1 C C2 0.76904(10) 0.46682(7) 0.4601(3) 0.0408(6) Uani d . 1 1 H H2A 0.7647 0.4612 0.3651 0.061 Uiso calc R 1 1 H H2B 0.7869 0.4949 0.4730 0.061 Uiso calc R 1 1 H H2C 0.7330 0.4671 0.5025 0.061 Uiso calc R 1 1 C C3 0.81316(11) 0.44040(8) 0.6673(3) 0.0438(6) Uani d . 1 1 H H3A 0.8334 0.4162 0.7066 0.066 Uiso calc R 1 1 H H3B 0.7778 0.4435 0.7120 0.066 Uiso calc R 1 1 H H3C 0.8343 0.4672 0.6774 0.066 Uiso calc R 1 1 C C11 0.88005(8) 0.32767(6) 0.7048(2) 0.0247(4) Uani d . 1 1 C C12 0.88427(9) 0.31743(7) 0.8386(2) 0.0332(5) Uani d . 1 1 H H12 0.8533 0.3063 0.8842 0.040 Uiso calc R 1 1 C C13 0.93293(9) 0.32316(7) 0.9064(3) 0.0366(5) Uani d . 1 1 H H13 0.9349 0.3161 0.9978 0.044 Uiso calc R 1 1 C C14 0.97909(9) 0.33922(7) 0.8422(3) 0.0350(5) Uani d . 1 1 H H14 1.0125 0.3426 0.8890 0.042 Uiso calc R 1 1 C C15 0.97586(9) 0.35001(7) 0.7114(3) 0.0328(5) Uani d . 1 1 H H15 1.0073 0.3612 0.6678 0.039 Uiso calc R 1 1 C C16 0.92665(8) 0.34479(6) 0.6396(2) 0.0261(4) Uani d . 1 1 C C17 0.92542(8) 0.35630(6) 0.5013(2) 0.0270(4) Uani d . 1 1 H H17 0.9583 0.3662 0.4610 0.032 Uiso calc R 1 1 C C18 0.88543(8) 0.36551(7) 0.2887(2) 0.0275(5) Uani d . 1 1 H H18A 0.9239 0.3644 0.2578 0.033 Uiso calc R 1 1 H H18B 0.8711 0.3951 0.2742 0.033 Uiso calc R 1 1 C C21 0.70533(7) 0.29526(6) 0.4337(2) 0.0212(4) Uani d . 1 1 C C22 0.65738(8) 0.27644(6) 0.4864(2) 0.0260(4) Uani d . 1 1 H H22 0.6560 0.2686 0.5773 0.031 Uiso calc R 1 1 C C23 0.61261(8) 0.26946(6) 0.4067(2) 0.0304(5) Uani d . 1 1 H H23 0.5805 0.2571 0.4442 0.036 Uiso calc R 1 1 C C24 0.61294(9) 0.27991(7) 0.2725(2) 0.0356(5) Uani d . 1 1 H H24 0.5809 0.2767 0.2200 0.043 Uiso calc R 1 1 C C25 0.66070(9) 0.29500(7) 0.2186(2) 0.0346(5) Uani d . 1 1 H H25 0.6622 0.3008 0.1262 0.041 Uiso calc R 1 1 C C26 0.70752(8) 0.30217(6) 0.2965(2) 0.0270(4) Uani d . 1 1 C C27 0.75757(8) 0.31427(6) 0.2327(2) 0.0269(4) Uani d . 1 1 H H27 0.7583 0.3141 0.1387 0.032 Uiso calc R 1 1 C C28 0.85114(8) 0.33286(7) 0.2152(2) 0.0293(4) Uani d . 1 1 H H28A 0.8413 0.3441 0.1264 0.035 Uiso calc R 1 1 H H28B 0.8717 0.3055 0.2038 0.035 Uiso calc R 1 1 Cl Cl1 0.96134(3) 0.46418(3) 0.61765(8) 0.0636(2) Uani d . 1 1 C C4 1.0000 0.5000 0.5209(3) 0.0304(7) Uani d S 1 2 H H4 0.9758 0.5163 0.4650 0.036 Uiso d R 1 1 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 Al1 0.0173(2) 0.0212(3) 0.0238(3) -0.0013(2) 0.0013(2) 0.0001(2) O1 0.0219(7) 0.0353(8) 0.0249(8) -0.0063(6) -0.0031(6) 0.0037(6) O2 0.0216(6) 0.0264(6) 0.0252(8) -0.0046(5) -0.0003(6) 0.0029(6) O3 0.0210(6) 0.0211(6) 0.0418(9) -0.0013(5) 0.0022(7) -0.0033(7) N1 0.0209(8) 0.0223(8) 0.0266(9) -0.0007(6) 0.0031(7) 0.0016(7) N2 0.0232(8) 0.0241(8) 0.0238(9) -0.0005(6) 0.0037(7) 0.0019(7) C1 0.0222(9) 0.0229(9) 0.0344(12) -0.0023(7) 0.0027(9) -0.0023(8) C2 0.0459(13) 0.0263(10) 0.0502(17) 0.0013(9) -0.0088(12) -0.0008(10) C3 0.0522(15) 0.0374(12) 0.0416(15) -0.0125(11) -0.0065(12) -0.0009(11) C11 0.0232(9) 0.0233(9) 0.0276(12) 0.0007(8) -0.0031(8) -0.0012(8) C12 0.0300(11) 0.0373(12) 0.0321(13) -0.0002(9) -0.0016(9) 0.0001(10) C13 0.0365(12) 0.0431(13) 0.0301(13) 0.0050(10) -0.0075(10) -0.0040(10) C14 0.0272(11) 0.0368(12) 0.0409(14) 0.0030(9) -0.0107(10) -0.0084(10) C15 0.0227(9) 0.0293(10) 0.0464(15) -0.0009(8) -0.0030(9) -0.0045(10) C16 0.0225(9) 0.0226(9) 0.0332(12) 0.0004(7) -0.0024(9) -0.0028(8) C17 0.0200(9) 0.0221(9) 0.0390(13) -0.0003(7) 0.0039(9) 0.0003(9) C18 0.0214(10) 0.0280(10) 0.0330(12) -0.0003(8) 0.0063(9) 0.0068(9) C21 0.0205(9) 0.0157(8) 0.0275(10) 0.0022(7) -0.0015(8) -0.0005(7) C22 0.0271(10) 0.0207(9) 0.0302(11) -0.0002(7) 0.0022(10) -0.0006(9) C23 0.0222(10) 0.0257(10) 0.0433(14) -0.0029(8) 0.0033(10) -0.0030(9) C24 0.0243(10) 0.0413(12) 0.0411(14) -0.0034(9) -0.0088(10) -0.0027(10) C25 0.0309(11) 0.0429(12) 0.0299(12) -0.0047(9) -0.0059(10) 0.0020(10) C26 0.0268(10) 0.0268(10) 0.0273(12) -0.0015(8) -0.0016(9) -0.0002(8) C27 0.0280(10) 0.0300(10) 0.0228(11) -0.0008(8) 0.0009(9) 0.0001(9) C28 0.0272(10) 0.0327(10) 0.0280(12) 0.0020(8) 0.0064(9) 0.0044(9) Cl1 0.0662(4) 0.0686(4) 0.0559(5) -0.0116(4) 0.0136(4) 0.0262(4) C4 0.0347(16) 0.0328(15) 0.0236(16) -0.0003(12) 0.000 0.000 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O3 Al1 O1 . 111.59(8) O3 Al1 O2 . 102.52(7) O1 Al1 O2 . 89.55(7) O3 Al1 N2 . 104.92(8) O1 Al1 N2 . 142.97(7) O2 Al1 N2 . 88.51(7) O3 Al1 N1 . 100.24(7) O1 Al1 N1 . 88.50(7) O2 Al1 N1 . 156.20(7) N2 Al1 N1 . 78.96(7) C11 O1 Al1 . 133.47(13) C21 O2 Al1 . 131.06(13) C1 O3 Al1 . 130.54(12) C17 N1 C18 . 118.95(17) C17 N1 Al1 . 128.11(15) C18 N1 Al1 . 112.80(13) C27 N2 C28 . 118.22(18) C27 N2 Al1 . 124.39(15) C28 N2 Al1 . 117.03(13) O3 C1 C2 . 108.93(17) O3 C1 C3 . 111.52(18) C2 C1 C3 . 110.63(19) O3 C1 H1A . 108.6 C2 C1 H1A . 108.6 C3 C1 H1A . 108.6 C1 C2 H2A . 109.5 C1 C2 H2B . 109.5 H2A C2 H2B . 109.5 C1 C2 H2C . 109.5 H2A C2 H2C . 109.5 H2B C2 H2C . 109.5 C1 C3 H3A . 109.5 C1 C3 H3B . 109.5 H3A C3 H3B . 109.5 C1 C3 H3C . 109.5 H3A C3 H3C . 109.5 H3B C3 H3C . 109.5 O1 C11 C12 . 119.22(19) O1 C11 C16 . 122.36(19) C12 C11 C16 . 118.41(19) C13 C12 C11 . 121.0(2) C13 C12 H12 . 119.5 C11 C12 H12 . 119.5 C12 C13 C14 . 120.8(2) C12 C13 H13 . 119.6 C14 C13 H13 . 119.6 C15 C14 C13 . 119.4(2) C15 C14 H14 . 120.3 C13 C14 H14 . 120.3 C14 C15 C16 . 121.2(2) C14 C15 H15 . 119.4 C16 C15 H15 . 119.4 C15 C16 C11 . 119.2(2) C15 C16 C17 . 119.13(19) C11 C16 C17 . 121.66(18) N1 C17 C16 . 123.21(18) N1 C17 H17 . 118.4 C16 C17 H17 . 118.4 N1 C18 C28 . 106.40(16) N1 C18 H18A . 110.4 C28 C18 H18A . 110.4 N1 C18 H18B . 110.4 C28 C18 H18B . 110.4 H18A C18 H18B . 108.6 O2 C21 C26 . 122.43(17) O2 C21 C22 . 119.78(18) C26 C21 C22 . 117.78(18) C23 C22 C21 . 120.3(2) C23 C22 H22 . 119.9 C21 C22 H22 . 119.9 C22 C23 C24 . 121.9(2) C22 C23 H23 . 119.0 C24 C23 H23 . 119.0 C25 C24 C23 . 118.1(2) C25 C24 H24 . 121.0 C23 C24 H24 . 121.0 C24 C25 C26 . 121.6(2) C24 C25 H25 . 119.2 C26 C25 H25 . 119.2 C21 C26 C25 . 119.85(19) C21 C26 C27 . 121.08(19) C25 C26 C27 . 119.0(2) N2 C27 C26 . 124.6(2) N2 C27 H27 . 117.7 C26 C27 H27 . 117.7 N2 C28 C18 . 107.38(17) N2 C28 H28A . 110.2 C18 C28 H28A . 110.2 N2 C28 H28B . 110.2 C18 C28 H28B . 110.2 H28A C28 H28B . 108.5 Cl1 C4 Cl1 2_765 112.20(18) Cl1 C4 H4 2_765 109.3 Cl1 C4 H4 . 109.0 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance Al1 O3 . 1.7404(14) Al1 O1 . 1.7974(15) Al1 O2 . 1.8094(14) Al1 N2 . 2.0066(18) Al1 N1 . 2.0115(17) O1 C11 . 1.324(2) O2 C21 . 1.315(2) O3 C1 . 1.412(2) N1 C17 . 1.284(3) N1 C18 . 1.471(3) N2 C27 . 1.285(3) N2 C28 . 1.467(2) C1 C2 . 1.513(3) C1 C3 . 1.515(3) C1 H1A . 1.0000 C2 H2A . 0.9800 C2 H2B . 0.9800 C2 H2C . 0.9800 C3 H3A . 0.9800 C3 H3B . 0.9800 C3 H3C . 0.9800 C11 C12 . 1.392(3) C11 C16 . 1.417(3) C12 C13 . 1.383(3) C12 H12 . 0.9500 C13 C14 . 1.392(3) C13 H13 . 0.9500 C14 C15 . 1.363(4) C14 H14 . 0.9500 C15 C16 . 1.413(3) C15 H15 . 0.9500 C16 C17 . 1.442(3) C17 H17 . 0.9500 C18 C28 . 1.506(3) C18 H18A . 0.9900 C18 H18B . 0.9900 C21 C26 . 1.403(3) C21 C22 . 1.412(3) C22 C23 . 1.375(3) C22 H22 . 0.9500 C23 C24 . 1.392(3) C23 H23 . 0.9500 C24 C25 . 1.369(3) C24 H24 . 0.9500 C25 C26 . 1.406(3) C25 H25 . 0.9500 C26 C27 . 1.431(3) C27 H27 . 0.9500 C28 H28A . 0.9900 C28 H28B . 0.9900 Cl1 C4 . 1.7521(19) C4 Cl1 2_765 1.7520(19) C4 H4 . 0.9600 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 C1 H1A N1 . 1.00 2.64 3.204(3) 115.9 C18 H18A O3 7_554 0.99 2.55 3.508(2) 163.0 C4 H4 O1 12_654 0.96 2.33 3.2539(18) 160.4