# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_abs _iucr_refine_instructions_details ; TITL CELL 0.71073 12.8504 7.6927 11.9619 90 101.321 90 ZERR 4 0.0002 0.0001 0.0002 0 0.001 0 LATT -7 SYMM +X,-Y,0.5+Z SFAC C H Cl N O UNIT 44 44 4 16 8 L.S. 10 PLAN 15 fmap 2 acta MORE -1 BOND $H CONF MERG 2 REM E:/carbon_bond/fenobam/2datamerging/after_sortav/sortav.hkl WGHT 0.042100 FVAR 3.72666 C1 1 0.165294 0.312278 0.666348 11.00000 0.01846 0.01547 = 0.01344 0.00006 0.00474 -0.00248 C2 1 0.215887 0.472209 0.667388 11.00000 0.01865 0.01389 = 0.01305 -0.00008 0.00453 -0.00163 C3 1 0.262505 0.515527 0.574551 11.00000 0.01541 0.01308 = 0.01282 0.00058 0.00360 -0.00003 C4 1 0.257279 0.397211 0.484162 11.00000 0.01753 0.01620 = 0.01293 -0.00081 0.00412 -0.00068 C5 1 0.205481 0.239224 0.485852 11.00000 0.02008 0.01762 = 0.01447 -0.00292 0.00394 -0.00279 C6 1 0.157787 0.194453 0.577259 11.00000 0.02073 0.01660 = 0.01638 -0.00208 0.00442 -0.00430 C7 1 0.330358 0.811893 0.638399 11.00000 0.01891 0.01285 = 0.01671 -0.00018 0.00704 -0.00124 C8 1 0.421765 1.072423 0.656760 11.00000 0.01614 0.01281 = 0.01519 0.00082 0.00605 -0.00022 C9 1 0.443509 1.279032 0.796786 11.00000 0.01558 0.01434 = 0.01518 0.00021 0.00467 0.00015 C10 1 0.502504 1.337408 0.705149 11.00000 0.01597 0.01487 = 0.01634 0.00002 0.00493 -0.00209 C11 1 0.513852 1.201789 0.513567 11.00000 0.02083 0.02312 = 0.01607 0.00228 0.00833 -0.00115 CL1 3 0.112150 0.256797 0.784541 11.00000 0.03452 0.02167 = 0.01813 -0.00138 0.01292 -0.00900 N1 4 0.316651 0.671095 0.566159 11.00000 0.02114 0.01346 = 0.01519 -0.00081 0.00707 -0.00268 N2 4 0.391030 0.934873 0.596050 11.00000 0.02027 0.01333 = 0.01734 -0.00072 0.00773 -0.00227 N3 4 0.481909 1.197364 0.623049 11.00000 0.01991 0.01552 = 0.01570 -0.00054 0.00823 -0.00377 N4 4 0.401861 1.118925 0.763328 11.00000 0.01874 0.01396 = 0.01571 0.00000 0.00768 -0.00137 O1 5 0.291808 0.821487 0.725473 11.00000 0.03025 0.01711 = 0.02208 -0.00384 0.01566 -0.00589 O2 5 0.434326 1.359029 0.881982 11.00000 0.02277 0.01861 = 0.01763 -0.00316 0.00745 -0.00065 H1 2 0.348575 0.680865 0.508364 11.00000 0.01534 H2 2 0.216163 0.543922 0.722737 11.00000 0.02788 H4 2 0.292468 0.428019 0.422052 11.00000 0.01933 H4A 2 0.366693 1.062489 0.790370 11.00000 0.03796 H5 2 0.203960 0.145795 0.425608 11.00000 0.03427 H6 2 0.120789 0.083602 0.579984 11.00000 0.03211 H10A 2 0.577227 1.352205 0.739319 11.00000 0.02897 H10B 2 0.475540 1.449888 0.673106 11.00000 0.02879 H11A 2 0.585040 1.246397 0.521208 11.00000 0.02998 H11B 2 0.470224 1.276014 0.463925 11.00000 0.03728 H11C 2 0.511061 1.090140 0.481076 11.00000 0.03289 HKLF 4 REM REM R1 = 0.0301 for 10670 Fo > 4sig(Fo) and 0.0380 for all 12156 data REM 207 parameters refined using 2 restraints END WGHT 0.0421 0.0000 REM Highest difference peak 0.391, deepest hole -0.438, 1-sigma level 0.050 Q1 1 0.1899 0.3841 0.6677 11.00000 0.05 0.39 Q2 1 0.1591 0.2444 0.6272 11.00000 0.05 0.39 Q3 1 0.3099 0.8049 0.6787 11.00000 0.05 0.39 Q4 1 0.4040 1.0139 0.6265 11.00000 0.05 0.38 Q5 1 0.3681 0.8728 0.6278 11.00000 0.05 0.34 Q6 1 0.2355 0.3130 0.4894 11.00000 0.05 0.33 Q7 1 0.2376 0.4983 0.6215 11.00000 0.05 0.33 Q8 1 0.1761 0.2212 0.5342 11.00000 0.05 0.32 Q9 1 0.4567 1.1383 0.6372 11.00000 0.05 0.31 Q10 1 0.2903 0.5820 0.5741 11.00000 0.05 0.31 Q11 1 0.2580 0.4564 0.5287 11.00000 0.05 0.29 Q12 1 0.4444 1.3044 0.8485 11.00000 0.05 0.29 Q13 1 0.4050 1.0848 0.7090 11.00000 0.05 0.29 Q14 1 0.1403 0.2902 0.7318 11.00000 0.05 0.29 Q15 1 0.0707 0.1816 0.7606 11.00000 0.05 0.27 REM The information below was added by Olex2. REM REM R1 = 0.0301 for 10670 Fo > 4sig(Fo) and 0.0380 for all 12156 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.39, deepest hole -0.44 REM Mean Shift 0, Max Shift 0. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0380 REM R1_gt = 0.0301 REM wR_ref = 0.0767 REM GOOF = 0.995 REM Shift_max = 0 REM Shift_mean = 0 REM Reflections_all = 12156 REM Reflections_gt = 10670 REM Parameters = n/a REM Hole = -0.44 REM Peak = 0.39 REM Flack = n/a ; _audit_update_record ; 2013-09-20 # Formatted by publCIF ; _audit_creation_date '20-Sep-09 T00:22:33-00:00' _audit_creation_method 'XD routine XDCIF' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_common Fenobam _chemical_melting_point ? _chemical_formula_moiety 'C11 H11 Cl N4 O2' _chemical_formula_sum 'C11 H11 Cl N4 O2' _chemical_formula_weight 266.69 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 +X,-Y,1/2+Z 3 1/2+X,1/2+Y,+Z 4 1/2+X,1/2-Y,1/2+Z _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall 'C -2yc' _symmetry_space_group_name_H-M 'C c' _symmetry_Int_Tables_number 9 _cell_length_a 12.8504(2) _cell_length_b 7.69270(10) _cell_length_c 11.9619(2) _cell_angle_alpha 90 _cell_angle_beta 101.3210(10) _cell_angle_gamma 90 _cell_volume 1159.48(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 41168 _cell_measurement_theta_min 3.0710 _cell_measurement_theta_max 47.4560 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3416 _exptl_crystal_size_mid 0.1745 _exptl_crystal_size_min 0.1151 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 552 _exptl_crystal_density_meas_temp ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.329 _exptl_absorpt_correction_T_min 0.981 _exptl_absorpt_correction_T_max 1.799 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) compiled Feb 1 2013,16:14:44) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _exptl_special_details ; A nitrogen gas-flow low temperature device was used to cool the crystal. A face indexed analytical absorption correction was performed. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Mova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Eos, Nova' _diffrn_detector_area_resol_mean 16.0839 _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? # number of measured reflections (redundant set) _diffrn_reflns_number 180449 _diffrn_reflns_av_R_equivalents 0.0677 _diffrn_reflns_av_sigmaI/netI 0.0793 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.1026 _diffrn_reflns_theta_max 52.1550 _diffrn_measured_fraction_theta_max 0.9879 _diffrn_reflns_theta_full 52.0093 _diffrn_measured_fraction_theta_full 0.9994 _diffrn_orient_matrix_UB_11 0.0027268000 _diffrn_orient_matrix_UB_12 -0.0920990000 _diffrn_orient_matrix_UB_13 0.0007167000 _diffrn_orient_matrix_UB_21 0.0488427000 _diffrn_orient_matrix_UB_22 0.0039825000 _diffrn_orient_matrix_UB_23 0.0396624000 _diffrn_orient_matrix_UB_31 -0.0278617000 _diffrn_orient_matrix_UB_32 -0.0020514000 _diffrn_orient_matrix_UB_33 0.0456321000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -41.00 -16.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 32.0000 149.0000 141.3190 25 #__ type_ start__ end____ width___ exp.time_ 2 omega -43.00 -18.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 32.0000 153.0000 -73.2591 25 #__ type_ start__ end____ width___ exp.time_ 3 omega -101.00 -48.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -77.0000 120.0000 53 #__ type_ start__ end____ width___ exp.time_ 4 omega -45.00 -5.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -77.0000 120.0000 40 #__ type_ start__ end____ width___ exp.time_ 5 omega -57.00 -30.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -37.0000 0.0000 27 #__ type_ start__ end____ width___ exp.time_ 6 omega -106.00 11.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -19.0000 -30.0000 117 #__ type_ start__ end____ width___ exp.time_ 7 omega -108.00 -35.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -179.0000 -30.0000 73 #__ type_ start__ end____ width___ exp.time_ 8 omega -39.00 -12.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -58.0000 -151.5587 27 #__ type_ start__ end____ width___ exp.time_ 9 omega -34.00 -9.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -43.0000 -161.7297 25 #__ type_ start__ end____ width___ exp.time_ 10 omega -84.00 -58.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -43.0000 -161.7297 26 #__ type_ start__ end____ width___ exp.time_ 11 omega -39.00 -12.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -57.0000 -180.0000 27 #__ type_ start__ end____ width___ exp.time_ 12 omega -28.00 -3.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -77.0000 -180.0000 25 #__ type_ start__ end____ width___ exp.time_ 13 omega 13.00 98.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 33.2757 57.0000 -120.0000 85 #__ type_ start__ end____ width___ exp.time_ 14 omega -20.00 75.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 33.2757 -99.0000 -90.0000 95 #__ type_ start__ end____ width___ exp.time_ 15 omega 8.00 35.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 33.2757 37.0000 -120.0000 27 #__ type_ start__ end____ width___ exp.time_ 16 omega 1.00 26.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 40.0000 93.0000 -16.3178 25 #__ type_ start__ end____ width___ exp.time_ 17 omega 9.00 34.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 85.0000 -144.8680 25 #__ type_ start__ end____ width___ exp.time_ 18 omega 9.00 34.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 85.0000 18.6480 25 #__ type_ start__ end____ width___ exp.time_ 19 omega 8.00 33.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 87.0000 58.5128 25 #__ type_ start__ end____ width___ exp.time_ 20 omega 10.00 35.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 84.0000 101.9688 25 #__ type_ start__ end____ width___ exp.time_ 21 omega 8.00 33.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 87.0000 167.7233 25 #__ type_ start__ end____ width___ exp.time_ 22 omega 8.00 33.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 87.0000 -86.6454 25 #__ type_ start__ end____ width___ exp.time_ 23 omega 12.00 37.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 82.0000 -66.7488 25 #__ type_ start__ end____ width___ exp.time_ 24 omega 17.00 47.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 79.0000 -176.1162 30 #__ type_ start__ end____ width___ exp.time_ 25 omega 16.00 41.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 80.0000 -24.8406 25 #__ type_ start__ end____ width___ exp.time_ 26 omega 17.00 43.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 79.0000 -153.1474 26 #__ type_ start__ end____ width___ exp.time_ 27 omega 15.00 40.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 82.0000 2.7791 25 #__ type_ start__ end____ width___ exp.time_ 28 omega 16.00 41.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 82.0000 35.5462 25 #__ type_ start__ end____ width___ exp.time_ 29 omega 16.00 41.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 80.0000 80.6163 25 #__ type_ start__ end____ width___ exp.time_ 30 omega 17.00 43.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 80.0000 118.0084 26 #__ type_ start__ end____ width___ exp.time_ 31 omega 19.00 44.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 82.0000 -99.7316 25 #__ type_ start__ end____ width___ exp.time_ 32 omega 21.00 46.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 78.0000 -167.3136 25 #__ type_ start__ end____ width___ exp.time_ 33 omega 20.00 45.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 80.0000 89.0095 25 #__ type_ start__ end____ width___ exp.time_ 34 omega -51.00 -25.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -76.0000 -112.4187 26 #__ type_ start__ end____ width___ exp.time_ 35 omega -45.00 -20.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -82.0000 106.1816 25 #__ type_ start__ end____ width___ exp.time_ 36 omega -45.00 -20.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -82.0000 83.8263 25 #__ type_ start__ end____ width___ exp.time_ 37 omega -119.00 -93.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -77.0000 -32.0835 26 #__ type_ start__ end____ width___ exp.time_ 38 omega -51.00 -25.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -75.0000 -11.1965 26 #__ type_ start__ end____ width___ exp.time_ 39 omega -47.00 -22.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -77.0000 -32.0835 25 #__ type_ start__ end____ width___ exp.time_ 40 omega 19.00 44.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 82.0000 10.8547 25 #__ type_ start__ end____ width___ exp.time_ 41 omega -45.00 -20.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -82.0000 -127.2576 25 #__ type_ start__ end____ width___ exp.time_ 42 omega 23.00 65.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 76.0000 -12.1110 42 #__ type_ start__ end____ width___ exp.time_ 43 omega -45.00 -19.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -82.0000 41.4365 26 #__ type_ start__ end____ width___ exp.time_ 44 omega -45.00 -20.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -52.0000 -82.0000 154.5495 25 #__ type_ start__ end____ width___ exp.time_ 45 omega 21.00 46.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 79.0000 -70.9448 25 #__ type_ start__ end____ width___ exp.time_ 46 omega 21.00 46.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 78.0000 -44.4231 25 #__ type_ start__ end____ width___ exp.time_ 47 omega 21.00 46.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 78.0000 -114.8578 25 #__ type_ start__ end____ width___ exp.time_ 48 omega -53.00 -27.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -75.0000 47.4988 26 #__ type_ start__ end____ width___ exp.time_ 49 omega -60.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -120.0000 26 #__ type_ start__ end____ width___ exp.time_ 50 omega -54.00 -28.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -76.0000 -43.8077 26 #__ type_ start__ end____ width___ exp.time_ 51 omega 26.00 52.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - 56.0000 77.0000 165.1148 26 #__ type_ start__ end____ width___ exp.time_ 52 omega -53.00 -27.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -76.0000 159.9120 26 #__ type_ start__ end____ width___ exp.time_ 53 omega -54.00 -28.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -74.0000 -38.4411 26 #__ type_ start__ end____ width___ exp.time_ 54 omega -126.00 -99.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -74.0000 -38.4411 27 #__ type_ start__ end____ width___ exp.time_ 55 omega -56.00 -30.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -72.0000 9.4820 26 #__ type_ start__ end____ width___ exp.time_ 56 omega -57.00 -28.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -74.0000 -70.8818 29 #__ type_ start__ end____ width___ exp.time_ 57 omega -54.00 -28.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -56.0000 -74.0000 72.5561 26 #__ type_ start__ end____ width___ exp.time_ 58 omega -57.00 -31.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -77.0000 57.1600 26 #__ type_ start__ end____ width___ exp.time_ 59 omega -56.00 -31.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -77.0000 -106.1095 25 #__ type_ start__ end____ width___ exp.time_ 60 omega -56.00 -30.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -77.0000 125.4085 26 #__ type_ start__ end____ width___ exp.time_ 61 omega -60.00 -30.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -77.0000 -7.2372 30 #__ type_ start__ end____ width___ exp.time_ 62 omega -56.00 -30.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -77.0000 -175.0317 26 #__ type_ start__ end____ width___ exp.time_ 63 omega -60.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 120.0000 26 #__ type_ start__ end____ width___ exp.time_ 64 omega -58.00 -32.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -74.0000 33.1911 26 #__ type_ start__ end____ width___ exp.time_ 65 omega -57.00 -31.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -75.0000 -142.7400 26 #__ type_ start__ end____ width___ exp.time_ 66 omega -58.00 -32.00 1.0000 55.0000 omega____ theta____ kappa____ phi______ frames - -60.0000 -74.0000 -90.8743 26 #__ type_ start__ end____ width___ exp.time_ 67 omega -59.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 0.0000 25 #__ type_ start__ end____ width___ exp.time_ 68 omega -61.00 -35.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -180.0000 26 #__ type_ start__ end____ width___ exp.time_ 69 omega -61.00 -35.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -75.0000 -14.3848 26 #__ type_ start__ end____ width___ exp.time_ 70 omega -62.00 -36.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -150.0000 26 #__ type_ start__ end____ width___ exp.time_ 71 omega -61.00 -36.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -73.0000 73.0201 25 #__ type_ start__ end____ width___ exp.time_ 72 omega -61.00 -35.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 127.1669 26 #__ type_ start__ end____ width___ exp.time_ 73 omega -60.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 30.0000 26 #__ type_ start__ end____ width___ exp.time_ 74 omega -65.00 -39.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -69.0000 34.2587 26 #__ type_ start__ end____ width___ exp.time_ 75 omega -60.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -30.0000 26 #__ type_ start__ end____ width___ exp.time_ 76 omega -62.00 -36.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -131.7072 26 #__ type_ start__ end____ width___ exp.time_ 77 omega -59.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -71.4582 25 #__ type_ start__ end____ width___ exp.time_ 78 omega -61.00 -35.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 167.6216 26 #__ type_ start__ end____ width___ exp.time_ 79 omega -61.00 -36.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -74.0000 101.5594 25 #__ type_ start__ end____ width___ exp.time_ 80 omega -61.00 -35.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 150.0000 26 #__ type_ start__ end____ width___ exp.time_ 81 omega 15.00 119.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -125.0000 -30.0000 104 #__ type_ start__ end____ width___ exp.time_ 82 omega -60.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 90.0000 26 #__ type_ start__ end____ width___ exp.time_ 83 omega -60.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -60.0000 26 #__ type_ start__ end____ width___ exp.time_ 84 omega -59.00 -34.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 -77.0000 -90.0000 25 #__ type_ start__ end____ width___ exp.time_ 85 omega 43.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -180.0000 26 #__ type_ start__ end____ width___ exp.time_ 86 omega 75.00 142.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -30.0000 67 #__ type_ start__ end____ width___ exp.time_ 87 omega 43.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -30.0000 26 #__ type_ start__ end____ width___ exp.time_ 88 omega 3.00 60.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -30.0000 0.0000 57 #__ type_ start__ end____ width___ exp.time_ 89 omega 10.00 77.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -61.0000 -180.0000 67 #__ type_ start__ end____ width___ exp.time_ 90 omega 8.00 66.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -77.0000 -30.0000 58 #__ type_ start__ end____ width___ exp.time_ 91 omega 26.00 93.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -77.0000 0.0000 67 #__ type_ start__ end____ width___ exp.time_ 92 omega 77.00 103.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -94.0000 150.0000 26 #__ type_ start__ end____ width___ exp.time_ 93 omega 77.00 143.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 150.0000 66 #__ type_ start__ end____ width___ exp.time_ 94 omega 43.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 150.0000 26 #__ type_ start__ end____ width___ exp.time_ 95 omega 81.00 140.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 120.0000 59 #__ type_ start__ end____ width___ exp.time_ 96 omega 43.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 120.0000 26 #__ type_ start__ end____ width___ exp.time_ 97 omega 76.00 117.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 0.0000 41 #__ type_ start__ end____ width___ exp.time_ 98 omega 43.00 68.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 0.0000 25 #__ type_ start__ end____ width___ exp.time_ 99 omega 79.00 120.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 60.0000 41 #__ type_ start__ end____ width___ exp.time_ 100 omega 43.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 60.0000 26 #__ type_ start__ end____ width___ exp.time_ 101 omega 75.00 127.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -60.0000 52 #__ type_ start__ end____ width___ exp.time_ 102 omega 44.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -60.0000 25 #__ type_ start__ end____ width___ exp.time_ 103 omega 77.00 121.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -150.0000 44 #__ type_ start__ end____ width___ exp.time_ 104 omega 45.00 70.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -150.0000 25 #__ type_ start__ end____ width___ exp.time_ 105 omega 21.00 99.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -77.0000 90.0000 78 #__ type_ start__ end____ width___ exp.time_ 106 omega 77.00 110.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -90.0000 33 #__ type_ start__ end____ width___ exp.time_ 107 omega 44.00 70.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -90.0000 26 #__ type_ start__ end____ width___ exp.time_ 108 omega 79.00 128.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 30.0000 49 #__ type_ start__ end____ width___ exp.time_ 109 omega 43.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 30.0000 26 #__ type_ start__ end____ width___ exp.time_ 110 omega 77.00 138.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 90.0000 61 #__ type_ start__ end____ width___ exp.time_ 111 omega 43.00 69.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 90.0000 26 #__ type_ start__ end____ width___ exp.time_ 112 omega 0.00 60.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -30.0000 90.0000 60 #__ type_ start__ end____ width___ exp.time_ 113 omega 3.00 68.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -30.0000 -180.0000 65 #__ type_ start__ end____ width___ exp.time_ 114 omega 78.00 142.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -120.0000 64 #__ type_ start__ end____ width___ exp.time_ 115 omega -109.00 -34.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -179.0000 -90.0000 75 #__ type_ start__ end____ width___ exp.time_ 116 omega 45.00 71.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -120.0000 26 #__ type_ start__ end____ width___ exp.time_ 117 omega 78.00 114.00 1.0000 65.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -180.0000 36 #__ type_ start__ end____ width___ exp.time_ 118 omega -110.00 -34.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 179.0000 0.0000 76 #__ type_ start__ end____ width___ exp.time_ 119 omega -106.00 -7.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -37.0000 -60.0000 99 #__ type_ start__ end____ width___ exp.time_ 120 omega -110.00 -34.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 179.0000 90.0000 76 #__ type_ start__ end____ width___ exp.time_ 121 omega -109.00 -34.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -179.0000 30.0000 75 #__ type_ start__ end____ width___ exp.time_ 122 omega -110.00 -34.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 179.0000 120.0000 76 #__ type_ start__ end____ width___ exp.time_ 123 omega -109.00 -34.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -179.0000 -150.0000 75 #__ type_ start__ end____ width___ exp.time_ 124 omega -110.00 -34.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 179.0000 150.0000 76 #__ type_ start__ end____ width___ exp.time_ 125 omega -6.00 20.00 1.0000 15.0000 omega____ theta____ kappa____ phi______ frames - 36.0000 99.0000 74.0612 26 #__ type_ start__ end____ width___ exp.time_ 126 omega 3.00 32.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 40.0000 90.0000 -109.6181 29 #__ type_ start__ end____ width___ exp.time_ 127 omega 11.00 40.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 44.0000 83.0000 -16.4526 29 #__ type_ start__ end____ width___ exp.time_ 128 omega -115.00 -25.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -48.0000 -64.0000 122.3245 90 #__ type_ start__ end____ width___ exp.time_ 129 omega -116.00 -28.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -48.0000 -59.0000 80.6196 88 #__ type_ start__ end____ width___ exp.time_ 130 omega -115.00 -25.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -48.0000 -64.0000 -100.1204 90 #__ type_ start__ end____ width___ exp.time_ 131 omega -116.00 -26.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - -48.0000 -63.0000 146.4870 90 #__ type_ start__ end____ width___ exp.time_ 132 omega 15.00 45.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 48.0000 82.0000 164.0905 30 #__ type_ start__ end____ width___ exp.time_ 133 omega 23.00 122.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 75.0000 -73.5512 99 #__ type_ start__ end____ width___ exp.time_ 134 omega 24.00 121.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 73.0000 174.9087 97 #__ type_ start__ end____ width___ exp.time_ 135 omega 23.00 122.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 75.0000 5.4354 99 #__ type_ start__ end____ width___ exp.time_ 136 omega 23.00 122.00 1.0000 35.0000 omega____ theta____ kappa____ phi______ frames - 52.0000 76.0000 -12.1110 99 ; _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_total 12156 # number of observed reflections (> n sig(I)) _reflns_number_gt 10670 _reflns_threshold_expression I>3\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_structure_solution 'SHELXS-2012 (Sheldrick, 2008)' _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Reflections were merged with Sortav (Blessing, 1995). ; _refine_ls_abs_structure_details ; Flack x determined using 4115 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons and Flack (2004), Acta Cryst. A60, s61). ; _refine_ls_abs_structure_Flack 0.015(18) _chemical_absolute_configuration ? _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w2 = 1/[s^2^(Fo^2^)] ; _refine_ls_extinction_method none _refine_ls_number_reflns 10048 _refine_ls_number_parameters 276 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.033 _refine_ls_R_factor_gt 0.02 _refine_ls_wR_factor_ref 0.044 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.391 _refine_diff_density_min -0.438 _refine_diff_density_rms 0.050 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_symmetry_multiplicity CL(1) 0.11215 0.256814 0.784539 0.023 1 4 O(1) 0.291811 0.821547 0.725474 0.022 1 4 O(2) 0.434388 1.359064 0.882028 0.019 1 4 N(1) 0.316675 0.671136 0.566225 0.016 1 4 N(2) 0.391043 0.93485 0.596255 0.016 1 4 N(3) 0.482029 1.197437 0.623106 0.016 1 4 N(4) 0.401843 1.118952 0.763304 0.015 1 4 C(1) 0.165332 0.312173 0.666408 0.015 1 4 C(2) 0.215961 0.472287 0.667469 0.015 1 4 C(3) 0.262582 0.515581 0.574613 0.013 1 4 C(4) 0.257379 0.397115 0.48419 0.015 1 4 C(5) 0.205432 0.23915 0.485773 0.017 1 4 C(6) 0.157773 0.194454 0.577343 0.018 1 4 C(7) 0.330415 0.811773 0.638251 0.016 1 4 C(8) 0.421824 1.072589 0.656803 0.014 1 4 C(9) 0.443526 1.279014 0.796714 0.015 1 4 C(10) 0.502481 1.337469 0.705099 0.015 1 4 C(11) 0.513918 1.201624 0.513607 0.019 1 4 H(1N) 0.35368 0.682444 0.499036 0.03 1 4 H(2) 0.216204 0.5624 0.736988 0.033 1 4 H(4) 0.296472 0.431558 0.414938 0.032 1 4 H(4N) 0.353965 1.042106 0.800141 0.031 1 4 H(5) 0.203855 0.139558 0.421585 0.031 1 4 H(6) 0.116908 0.072011 0.580261 0.031 1 4 H(10A) 0.586365 1.354022 0.743496 0.031 1 4 H(10B) 0.47252 1.462462 0.669521 0.031 1 4 H(11A) 0.593449 1.251695 0.522087 0.041 1 4 H(11B) 0.463379 1.287633 0.456133 0.041 1 4 H(11C) 0.510632 1.073959 0.476332 0.04 1 4 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 CL(1) 0.034127 0.021436 0.017929 -0.001366 0.012665 -0.009002 O(1) 0.030231 0.016689 0.021997 -0.004064 0.015616 -0.006405 O(2) 0.022695 0.018356 0.017394 -0.003028 0.007655 -0.001187 N(1) 0.020899 0.013226 0.015003 -0.000634 0.00694 -0.002618 N(2) 0.02033 0.01317 0.016964 -0.000645 0.008069 -0.002401 N(3) 0.019369 0.015741 0.015284 -0.000298 0.007779 -0.003501 N(4) 0.018357 0.01384 0.015521 0.000221 0.007522 -0.001449 C(1) 0.018611 0.014908 0.013326 -0.000156 0.004752 -0.002902 C(2) 0.018723 0.013622 0.012769 -0.000182 0.004801 -0.001788 C(3) 0.015596 0.012979 0.012303 0.000305 0.00375 -0.000554 C(4) 0.017691 0.015823 0.012875 -0.000913 0.004292 -0.001116 C(5) 0.020394 0.017562 0.0141 -0.003023 0.004531 -0.003221 C(6) 0.021142 0.016395 0.015687 -0.002148 0.004926 -0.004785 C(7) 0.019215 0.012612 0.016451 -0.000315 0.007712 -0.001556 C(8) 0.016413 0.012557 0.014766 0.000305 0.006252 -0.00089 C(9) 0.016002 0.014091 0.01444 -0.000416 0.005187 -0.000282 C(10) 0.015355 0.014729 0.016467 0.000406 0.004777 -0.001952 C(11) 0.020252 0.022723 0.016038 0.002224 0.00797 -0.001006 H(1N) 0.03868 0.030858 0.025383 -0.003309 0.017412 -0.006722 H(2) 0.045875 0.028555 0.026921 -0.00787 0.016351 -0.007524 H(4) 0.040844 0.033462 0.025577 -0.002281 0.016734 -0.007281 H(4N) 0.039539 0.027734 0.030728 -0.002995 0.018483 -0.009233 H(5) 0.040309 0.027041 0.026964 -0.007833 0.009356 -0.003973 H(6) 0.038241 0.023987 0.032689 -0.000706 0.009341 -0.009337 H(10A) 0.022473 0.036437 0.032961 -0.002002 0.003568 -0.001057 H(10B) 0.03655 0.024055 0.033153 0.005672 0.007464 0.005435 H(11A) 0.03285 0.05199 0.039934 -0.004401 0.014788 -0.015682 H(11B) 0.046881 0.043995 0.031767 0.010813 0.009085 0.006524 H(11C) 0.059287 0.028157 0.037978 -0.007696 0.022371 -0.009062 #----------------------------------------------------------------------------# # MULTIPOLE PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 CL(1) 6.9965 0 0 0 0.0489 -0.1572 0 0 -0.0183 0 0.109 0 0 0.0482 0 0 0 0.0339 0 0 -0.0198 0 0 0 0.0038 0 0.997606 1.025028 1.025028 1.025028 1.025028 1.025028 4 4.2587714285714 4 4.2587714285714 4 4.2587714285714 4 4.2587714285714 4 4.2587714285714 O(1) 6.1152 0 0 0 -0.0116 -0.0411 0 0 -0.0648 0 -0.0095 0 0 0.0713 0 0 0 0 0 0 0 0 0 0 0 0 0.989168 0.990504 0.990504 0.990504 0.990504 0.990504 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.1443 0 0 0 -0.0186 -0.0539 0 0 -0.0851 0 0.0188 0 0 0.0234 0 0 0 0 0 0 0 0 0 0 0 0 0.989168 0.990504 0.990504 0.990504 0.990504 0.990504 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.0134 0 0 -0.0063 0.0047 -0.037 0 0.0095 0.0156 0 0.1635 0 -0.0053 0.0821 0 0 0.0008 0 0 0 0 0 0 0 0 0 0.999131 0.99511 0.99511 0.99511 0.99511 0.99511 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2) 5.125 0 0 -0.1109 -0.0933 -0.0031 0 0.017 -0.0514 0 0.0877 0 0.0275 0.0273 0 0 -0.0371 0 0 0 0 0 0 0 0 0 0.994744 1.004444 1.004444 1.004444 1.004444 1.004444 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3) 4.9946 0 0 -0.0189 0.0522 -0.0466 0 0.0327 0.0283 0 0.1066 0 -0.0485 0.1237 0 0 0.0017 0 0 0 0 0 0 0 0 0 1.006692 0.994727 0.994727 0.994727 0.994727 0.994727 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(4) 5.0477 0 0 -0.0243 -0.017 0.0429 0 -0.0194 0.0188 0 0.1327 0 0.046 0.083 0 0 -0.0029 0 0 0 0 0 0 0 0 0 1.00259 0.985327 0.985327 0.985327 0.985327 0.985327 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.3645 0 0 0.0977 0.0666 0.1266 0 -0.0773 -0.0839 0 0.1759 0 -0.0412 0.1677 0 0 -0.0169 0 0 0 0 0 0 0 0 0 0.983492 1.002734 1.002734 1.002734 1.002734 1.002734 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 3.8806 0 0 -0.0438 -0.0867 0.0519 0 0.0026 -0.1302 0 0.2148 0 -0.0052 0.1143 0 0 -0.0033 0 0 0 0 0 0 0 0 0 1.00935 0.987465 0.987465 0.987465 0.987465 0.987465 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.0976 0 0 -0.0535 -0.0682 0.0401 0 0.0071 -0.1907 0 0.2433 0 0.008 0.1581 0 0 -0.0004 0 0 0 0 0 0 0 0 0 1.000566 0.987304 0.987304 0.987304 0.987304 0.987304 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 3.9533 0 0 0.0355 -0.0199 0.0312 0 -0.0421 -0.1429 0 0.193 0 0.0171 0.1148 0 0 0.0027 0 0 0 0 0 0 0 0 0 1.001297 0.998854 0.998854 0.998854 0.998854 0.998854 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 3.8022 0 0 0.0452 0.0114 0.0469 0 0.0539 -0.2065 0 0.2292 0 0.0552 0.0868 0 0 -0.0168 0 0 0 0 0 0 0 0 0 1.013282 0.97798 0.97798 0.97798 0.97798 0.97798 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.1007 0 0 -0.0743 -0.0404 0.0794 0 0.043 -0.177 0 0.1884 0 -0.0775 0.1537 0 0 -0.0532 0 0 0 0 0 0 0 0 0 0.995592 0.978576 0.978576 0.978576 0.978576 0.978576 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 4.1079 0 0 -0.0134 0.0476 0.1993 0 0.0629 -0.1683 0 0.2972 0 -0.0326 0.1951 0 0 0.0168 0 0 0 0 0 0 0 0 0 1.000904 0.989956 0.989956 0.989956 0.989956 0.989956 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.1013 0 0 0.0209 0.0819 0.1783 0 -0.0054 -0.138 0 0.2671 0 -0.0665 0.2172 0 0 0.0042 0 0 0 0 0 0 0 0 0 0.994706 0.998439 0.998439 0.998439 0.998439 0.998439 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.1688 0 0 0.0123 0.0755 0.2401 0 0.0166 -0.1844 0 0.2927 0 -0.0411 0.2331 0 0 0.0369 0 0 0 0 0 0 0 0 0 1.000501 0.990197 0.990197 0.990197 0.990197 0.990197 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(10) 3.9111 0 0.0592 -0.0427 0.039 0.0345 0.0427 -0.0011 -0.0346 0.0374 0.2296 0.0288 0.0219 -0.0253 0.036 -0.0184 -0.1453 0 0 0 0 0 0 0 0 0 1.009739 0.975422 0.975422 0.975422 0.975422 0.975422 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(11) 4.0472 0 -0.017 -0.0368 0.1188 0.0544 -0.0495 0.0177 0.0048 -0.0476 0.2039 -0.0035 0.0709 -0.0233 -0.0851 0.0773 -0.1402 0 0 0 0 0 0 0 0 0 0.983566 0.995724 0.995724 0.995724 0.995724 0.995724 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(1N) 0.9142 0 0 0 0.2742 0.1539 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(2) 1.0258 0 0 0 0.2968 0.1128 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(4) 1.0129 0 0 0 0.2394 0.0956 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(4N) 0.8719 0 0 0 0.2014 0.038 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(5) 0.9488 0 0 0 0.119 -0.0421 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(6) 0.9233 0 0 0 0.1697 -0.0148 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(10A) 0.7866 0 0 0 0.11 0.0343 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(10B) 0.9413 0 0 0 0.1777 0.1239 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(11A) 0.8756 0 0 0 0.1412 0.0002 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(11B) 0.7643 0 0 0 0.1063 -0.0436 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(11C) 0.9632 0 0 0 0.2444 0.0656 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 CL(1) C(1) Z CL(1) C(2) Y O(1) C(7) Z O(1) H(4N) Y O(2) C(9) Z O(2) N(4) Y N(1) H(1N) Z N(1) C(7) Y N(2) C(8) Z N(2) C(7) Y N(3) C(8) Z N(3) C(10) Y N(4) H(4N) Z N(4) C(9) Y C(1) C(6) Z C(1) C(2) Y C(2) H(2) Z C(2) C(1) Y C(3) N(1) Z C(3) C(2) Y C(4) H(4) Z C(4) C(5) Y C(5) H(5) Z C(5) C(4) Y C(6) H(6) Z C(6) C(1) Y C(7) O(1) Z C(7) N(1) Y C(8) N(2) Z C(8) N(3) Y C(9) O(2) Z C(9) N(4) Y C(10) H(10A) Z C(10) H(10B) Y C(11) H(11B) Z C(11) H(11C) Y H(1N) N(1) Z H(1N) C(7) Y H(2) C(2) Z H(2) C(1) Y H(4) C(4) Z H(4) C(3) Y H(4N) N(4) Z H(4N) C(8) Y H(5) C(5) Z H(5) C(6) Y H(6) C(6) Z H(6) C(1) Y H(10A) C(10) Z H(10A) H(10B) Y H(10B) C(10) Z H(10B) H(10A) Y H(11A) C(11) Z H(11A) H(11B) Y H(11B) C(11) Z H(11B) H(11A) Y H(11C) C(11) Z H(11C) H(11B) Y #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CL(1) C(1) 1.7390587679977 1_555 1_555 yes O(1) C(7) 1.2423929318137 1_555 1_555 yes O(2) C(9) 1.2171705072592 1_555 1_555 yes N(1) C(3) 1.3973471341263 1_555 1_555 yes N(1) C(7) 1.3726645848328 1_555 1_555 yes N(1) H(1N) 1.0147378746851 1_555 1_555 yes N(2) C(7) 1.3818194006809 1_555 1_555 yes N(2) C(8) 1.3004866631052 1_555 1_555 yes N(3) C(8) 1.3438222575732 1_555 1_555 yes N(3) C(10) 1.4457636846051 1_555 1_555 yes N(3) C(11) 1.4475197111203 1_555 1_555 yes N(4) C(8) 1.3944591900604 1_555 1_555 yes N(4) C(9) 1.3706588845632 1_555 1_555 yes N(4) H(4N) 1.0141989534871 1_555 1_555 yes C(1) C(2) 1.3918725682803 1_555 1_555 yes C(1) C(6) 1.3870550818939 1_555 1_555 yes C(2) C(3) 1.4017240258926 1_555 1_555 yes C(2) H(2) 1.0821538313173 1_555 1_555 yes C(3) C(4) 1.4058846008741 1_555 1_555 yes C(4) C(5) 1.3883751535421 1_555 1_555 yes C(4) H(4) 1.0826715009858 1_555 1_555 yes C(5) C(6) 1.3987396558058 1_555 1_555 yes C(5) H(5) 1.0820310002952 1_555 1_555 yes C(6) H(6) 1.082305644969 1_555 1_555 yes C(9) C(10) 1.5175957138878 1_555 1_555 yes C(10) H(10A) 1.0930463843956 1_555 1_555 yes C(10) H(10B) 1.0906737798667 1_555 1_555 yes C(11) H(11A) 1.0781679848158 1_555 1_555 yes C(11) H(11B) 1.0755957050447 1_555 1_555 yes C(11) H(11C) 1.0759633330399 1_555 1_555 yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(3) N(1) C(7) 129.37464344871 1_555 1_555 1_555 yes C(3) N(1) H(1N) 116.57401680328 1_555 1_555 1_555 yes C(7) N(1) H(1N) 114.01819772837 1_555 1_555 1_555 yes C(7) N(2) C(8) 119.1661688145 1_555 1_555 1_555 yes C(8) N(3) C(10) 111.57480277924 1_555 1_555 1_555 yes C(8) N(3) C(11) 124.69695511361 1_555 1_555 1_555 yes C(10) N(3) C(11) 123.45093845847 1_555 1_555 1_555 yes C(8) N(4) C(9) 111.38519528372 1_555 1_555 1_555 yes C(8) N(4) H(4N) 118.9500341816 1_555 1_555 1_555 yes C(9) N(4) H(4N) 129.24331829057 1_555 1_555 1_555 yes CL(1) C(1) C(2) 117.82918419852 1_555 1_555 1_555 yes CL(1) C(1) C(6) 118.99933361193 1_555 1_555 1_555 yes C(2) C(1) C(6) 123.15341956004 1_555 1_555 1_555 yes C(1) C(2) C(3) 118.34362923985 1_555 1_555 1_555 yes C(1) C(2) H(2) 120.31215257146 1_555 1_555 1_555 yes C(3) C(2) H(2) 121.29955012138 1_555 1_555 1_555 yes N(1) C(3) C(2) 123.80637898442 1_555 1_555 1_555 yes N(1) C(3) C(4) 116.68377392638 1_555 1_555 1_555 yes C(2) C(3) C(4) 119.50207575421 1_555 1_555 1_555 yes C(3) C(4) C(5) 120.48012268245 1_555 1_555 1_555 yes C(3) C(4) H(4) 118.09218450659 1_555 1_555 1_555 yes C(5) C(4) H(4) 121.41196747633 1_555 1_555 1_555 yes C(4) C(5) C(6) 120.75964343962 1_555 1_555 1_555 yes C(4) C(5) H(5) 123.51269053937 1_555 1_555 1_555 yes C(6) C(5) H(5) 115.56598149476 1_555 1_555 1_555 yes C(1) C(6) C(5) 117.74876809579 1_555 1_555 1_555 yes C(1) C(6) H(6) 120.31027696933 1_555 1_555 1_555 yes C(5) C(6) H(6) 121.93720422593 1_555 1_555 1_555 yes O(1) C(7) N(1) 123.46558064688 1_555 1_555 1_555 yes O(1) C(7) N(2) 127.61899168951 1_555 1_555 1_555 yes N(1) C(7) N(2) 108.90990003293 1_555 1_555 1_555 yes N(2) C(8) N(3) 123.04698285755 1_555 1_555 1_555 yes N(2) C(8) N(4) 128.81156267352 1_555 1_555 1_555 yes N(3) C(8) N(4) 108.13968952151 1_555 1_555 1_555 yes O(2) C(9) N(4) 127.04599390828 1_555 1_555 1_555 yes O(2) C(9) C(10) 126.83717922762 1_555 1_555 1_555 yes N(4) C(9) C(10) 106.11364948418 1_555 1_555 1_555 yes N(3) C(10) C(9) 102.65428111484 1_555 1_555 1_555 yes N(3) C(10) H(10A) 113.87901205976 1_555 1_555 1_555 yes N(3) C(10) H(10B) 112.88763152259 1_555 1_555 1_555 yes C(9) C(10) H(10A) 108.7845547095 1_555 1_555 1_555 yes C(9) C(10) H(10B) 110.79178558092 1_555 1_555 1_555 yes H(10A) C(10) H(10B) 107.7416863944 1_555 1_555 1_555 yes N(3) C(11) H(11A) 110.75152493688 1_555 1_555 1_555 yes N(3) C(11) H(11B) 110.45032284962 1_555 1_555 1_555 yes N(3) C(11) H(11C) 111.07663349877 1_555 1_555 1_555 yes H(11A) C(11) H(11B) 106.41738736727 1_555 1_555 1_555 yes H(11A) C(11) H(11C) 108.9314782699 1_555 1_555 1_555 yes H(11B) C(11) H(11C) 109.08324931195 1_555 1_555 1_555 yes 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C(3) N(1) C(7) O(1) -1.7356693548812 1_555 1_555 1_555 1_555 yes C(3) N(1) C(7) N(2) 179.06196171764 1_555 1_555 1_555 1_555 yes C(7) N(1) C(3) C(2) -4.0142007575306 1_555 1_555 1_555 1_555 yes C(7) N(1) C(3) C(4) 177.00781257056 1_555 1_555 1_555 1_555 yes H(1N) N(1) C(3) C(2) 173.74564642859 1_555 1_555 1_555 1_555 yes H(1N) N(1) C(3) C(4) -5.2323444455293 1_555 1_555 1_555 1_555 yes H(1N) N(1) C(7) O(1) -179.54228192751 1_555 1_555 1_555 1_555 yes H(1N) N(1) C(7) N(2) 1.2553491450098 1_555 1_555 1_555 1_555 yes C(8) N(2) C(7) O(1) 6.96718951336 1_555 1_555 1_555 1_555 yes C(8) N(2) C(7) N(1) -173.87286915024 1_555 1_555 1_555 1_555 yes C(7) N(2) C(8) N(3) 179.11771785972 1_555 1_555 1_555 1_555 yes C(7) N(2) C(8) N(4) -0.33918160175179 1_555 1_555 1_555 1_555 yes C(10) N(3) C(8) N(2) 178.6055848168 1_555 1_555 1_555 1_555 yes C(10) N(3) C(8) N(4) -1.8397394129185 1_555 1_555 1_555 1_555 yes C(8) N(3) C(10) C(9) -0.35773256277955 1_555 1_555 1_555 1_555 yes C(8) N(3) C(10) H(10A) 117.04981671638 1_555 1_555 1_555 1_555 yes C(8) N(3) C(10) H(10B) -119.67762595434 1_555 1_555 1_555 1_555 yes C(11) N(3) C(8) N(2) 4.4922213107864 1_555 1_555 1_555 1_555 yes C(11) N(3) C(8) N(4) -175.95310291893 1_555 1_555 1_555 1_555 yes C(8) N(3) C(11) H(11A) -143.28631778987 1_555 1_555 1_555 1_555 yes C(8) N(3) C(11) H(11B) 99.077267006417 1_555 1_555 1_555 1_555 yes C(8) N(3) C(11) H(11C) -22.098439449267 1_555 1_555 1_555 1_555 yes C(11) N(3) C(10) C(9) 173.84188853278 1_555 1_555 1_555 1_555 yes C(11) N(3) C(10) H(10A) -68.750566390268 1_555 1_555 1_555 1_555 yes C(11) N(3) C(10) H(10B) 54.521995141219 1_555 1_555 1_555 1_555 yes C(10) N(3) C(11) H(11A) 43.277479714065 1_555 1_555 1_555 1_555 yes C(10) N(3) C(11) H(11B) -74.358939691862 1_555 1_555 1_555 1_555 yes C(10) N(3) C(11) H(11C) 164.46535805466 1_555 1_555 1_555 1_555 yes C(8) N(4) C(9) O(2) 175.66569369995 1_555 1_555 1_555 1_555 yes C(9) N(4) C(8) N(2) -176.8939109168 1_555 1_555 1_555 1_555 yes C(9) N(4) C(8) N(3) 3.5851397402277 1_555 1_555 1_555 1_555 yes C(8) N(4) C(9) C(10) -3.7174383111284 1_555 1_555 1_555 1_555 yes H(4N) N(4) C(8) N(2) -3.6629464024818 1_555 1_555 1_555 1_555 yes H(4N) N(4) C(8) N(3) 176.81610425455 1_555 1_555 1_555 1_555 yes H(4N) N(4) C(9) O(2) 3.3187444943427 1_555 1_555 1_555 1_555 yes H(4N) N(4) C(9) C(10) -176.06438751674 1_555 1_555 1_555 1_555 yes CL(1) C(1) C(2) C(3) 177.66640547518 1_555 1_555 1_555 1_555 yes CL(1) C(1) C(2) H(2) -4.7328394278066 1_555 1_555 1_555 1_555 yes CL(1) C(1) C(6) C(5) -177.1711081429 1_555 1_555 1_555 1_555 yes CL(1) C(1) C(6) H(6) 2.1375726806946 1_555 1_555 1_555 1_555 yes C(6) C(1) C(2) C(3) -0.76974552016615 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) C(5) 1.2476625269243 1_555 1_555 1_555 1_555 yes C(6) C(1) C(2) H(2) 176.83101377906 1_555 1_555 1_555 1_555 yes C(2) C(1) C(6) H(6) -179.44366085169 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) N(1) -179.21705240211 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -0.26626148248459 1_555 1_555 1_555 1_555 yes H(2) C(2) C(3) N(1) 3.2069886137536 1_555 1_555 1_555 1_555 yes H(2) C(2) C(3) C(4) -177.84222466883 1_555 1_555 1_555 1_555 yes N(1) C(3) C(4) C(5) 179.80671285508 1_555 1_555 1_555 1_555 yes N(1) C(3) C(4) H(4) 1.2291323354655 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 0.78243318647532 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) H(4) -177.79514733314 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) -0.29204176139741 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) H(5) -175.46230631219 1_555 1_555 1_555 1_555 yes H(4) C(4) C(5) C(6) 178.23761254076 1_555 1_555 1_555 1_555 yes H(4) C(4) C(5) H(5) 3.0673479899631 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(1) -0.6956656158342 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) H(6) -179.99238973764 1_555 1_555 1_555 1_555 yes H(5) C(5) C(6) C(1) 174.84118168482 1_555 1_555 1_555 1_555 yes H(5) C(5) C(6) H(6) -4.4555424368836 1_555 1_555 1_555 1_555 yes O(2) C(9) C(10) N(3) -176.95156691709 1_555 1_555 1_555 1_555 yes O(2) C(9) C(10) H(10A) 62.078267183518 1_555 1_555 1_555 1_555 yes O(2) C(9) C(10) H(10B) -56.179423942887 1_555 1_555 1_555 1_555 yes N(4) C(9) C(10) N(3) 2.4332533857649 1_555 1_555 1_555 1_555 yes N(4) C(9) C(10) H(10A) -118.53691671583 1_555 1_555 1_555 1_555 yes N(4) C(9) C(10) H(10B) 123.20539635997 1_555 1_555 1_555 1_555 yes _database_code_depnum_ccdc_archive 'CCDC 962724' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_face _iucr_refine_instructions_details ; TITL face in Pbca CELL 0.71073 10.2123 9.9415 19.0947 90.000 90.000 90.000 ZERR 8.00 0.0002 0.0002 0.0004 0.000 0.000 0.000 LATT 1 SYMM 1/2 - X, - Y, 1/2 + Z SYMM 1/2 + X, 1/2 - Y, - Z SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O UNIT 72 104 8 24 MERG 2 FMAP 2 PLAN 15 L.S. 10 acta WGHT 0.058400 0.027700 FVAR 5.86852 C1 1 0.471550 0.212801 0.104546 11.00000 0.01209 0.01579 = 0.01406 0.00036 -0.00112 -0.00116 C2 1 0.427284 0.172945 0.176537 11.00000 0.01122 0.01393 = 0.01366 -0.00014 -0.00044 -0.00065 C3 1 0.483170 0.063360 0.211584 11.00000 0.01225 0.01432 = 0.01483 -0.00042 0.00038 0.00117 C4 1 0.437548 0.023500 0.276897 11.00000 0.01361 0.01532 = 0.01601 0.00155 0.00053 0.00216 C5 1 0.336198 0.094651 0.309256 11.00000 0.01191 0.01704 = 0.01416 0.00089 0.00061 0.00065 C6 1 0.283193 0.208258 0.276180 11.00000 0.01314 0.01635 = 0.01639 0.00034 0.00176 0.00259 C7 1 0.327697 0.245031 0.210176 11.00000 0.01279 0.01396 = 0.01615 0.00079 0.00007 0.00079 C8 1 0.128111 0.088758 0.054818 11.00000 0.02771 0.01675 = 0.02476 -0.00036 -0.00341 -0.00194 C9 1 0.045271 0.310765 0.091233 11.00000 0.02229 0.02484 = 0.01991 -0.00288 0.00237 0.00324 N1 3 0.138391 0.236625 0.046107 11.00000 0.01500 0.01652 = 0.01476 0.00012 -0.00120 -0.00078 O1 4 0.399690 0.287521 0.068081 11.00000 0.01476 0.01996 = 0.01907 0.00564 -0.00119 0.00052 O2 4 0.581243 0.167882 0.082985 11.00000 0.01446 0.02821 = 0.01416 0.00257 0.00125 0.00447 O3 4 0.294222 0.050885 0.372431 11.00000 0.01701 0.02690 = 0.01617 0.00559 0.00404 0.00536 H1N 2 0.221827 0.262328 0.055278 11.00000 0.02198 H2N 2 0.118942 0.263015 -0.001958 11.00000 0.03384 H3 2 0.555590 0.013154 0.190262 11.00000 0.02234 H3O 2 0.216783 0.094757 0.383145 11.00000 0.04695 H4 2 0.475782 -0.051641 0.300756 11.00000 0.02700 H6 2 0.217474 0.263527 0.300415 11.00000 0.02926 H7 2 0.288439 0.322800 0.187647 11.00000 0.02434 H8A 2 0.036960 0.063925 0.050462 11.00000 0.03549 H8B 2 0.160271 0.065073 0.100414 11.00000 0.03063 H8C 2 0.180075 0.046280 0.019310 11.00000 0.03734 H9A 2 0.061643 0.288115 0.139889 11.00000 0.02571 H9B 2 0.057768 0.403192 0.082912 11.00000 0.03353 H9C 2 -0.045865 0.288168 0.078171 11.00000 0.03694 HKLF 4 REM face in Pbca REM R1 = 0.0413 for 5535 Fo > 4sig(Fo) and 0.0736 for all 8120 data REM 170 parameters refined using 0 restraints END WGHT 0.0584 0.0245 REM Highest difference peak 0.573, deepest hole -0.290, 1-sigma level 0.054 Q1 1 0.3849 0.0590 0.2940 11.00000 0.05 0.57 Q2 1 0.4583 0.0423 0.2454 11.00000 0.05 0.51 Q3 1 0.3076 0.2238 0.2441 11.00000 0.05 0.50 Q4 1 0.3752 0.2127 0.1935 11.00000 0.05 0.49 Q5 1 0.4562 0.1183 0.1949 11.00000 0.05 0.48 Q6 1 0.3056 0.1452 0.2942 11.00000 0.05 0.46 Q7 1 0.4470 0.1922 0.1387 11.00000 0.05 0.40 Q8 1 0.4368 0.2495 0.0857 11.00000 0.05 0.36 Q9 1 0.5251 0.1928 0.0932 11.00000 0.05 0.34 Q10 1 0.2378 0.2344 0.2837 11.00000 0.05 0.24 Q11 1 0.0944 0.2696 0.0679 11.00000 0.05 0.23 Q12 1 0.5869 0.0986 0.1071 11.00000 0.05 0.22 Q13 1 0.3694 0.3027 0.0945 11.00000 0.05 0.22 Q14 1 0.1346 0.1805 0.0496 11.00000 0.05 0.20 Q15 1 0.3377 0.1694 0.1794 11.00000 0.05 0.19 ; _audit_update_record ; 2013-09-20 # Formatted by publCIF ; _audit_creation_date '20-Sep-09 T00:56:33-00:00' _audit_creation_method 'XD routine XDCIF' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_common 'Dimethylamine 4-hydroxybenzoate' _chemical_melting_point ? _chemical_formula_moiety 'C7 H5 O3, C2 H8 N' _chemical_formula_sum 'C9 H13 N O3' _chemical_formula_weight 183.20 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 1/2-X,-Y,1/2+Z 3 1/2+X,1/2-Y,-Z 4 -X,1/2+Y,1/2-Z 5 -X,-Y,-Z 6 1/2+X,+Y,1/2-Z 7 1/2-X,1/2+Y,+Z 8 +X,1/2-Y,1/2+Z _symmetry_cell_setting orthorhombic _space_group_IT_number 61 _space_group_name_H-M_alt 'P b c a' _space_group_name_Hall '-P 2ac 2ab' _cell_length_a 10.2123(2) _cell_length_b 9.9415(2) _cell_length_c 19.0947(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1938.60(7) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 19533 _cell_measurement_theta_min 3.5390 _cell_measurement_theta_max 44.0890 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4025 _exptl_crystal_size_mid 0.2010 _exptl_crystal_size_min 0.1003 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 784 _exptl_crystal_density_meas_temp ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 14 1 3 0.1374 14.2796 0.9137 2.9862 0.3067 -0.0091 0.9518 1 5 -25 0.0946 1.4919 5.0942 -24.9214 0.9587 -0.0249 -0.2833 -1 -5 25 0.0876 -1.1253 -5.0723 25.0056 -0.9511 0.0247 0.3078 -1 -14 1 0.0371 -1.0010 -13.9770 0.5196 -0.4306 -0.9025 -0.0090 -13 -1 -10 0.2085 -13.2424 -1.0322 -10.3969 -0.0514 -0.1102 -0.9926 0 14 -2 0.0510 -0.2775 13.9889 -1.5338 0.4291 0.8990 -0.0874 1 -8 -22 0.0704 1.0000 -8.0001 -21.9997 0.4910 -0.8399 -0.2280 0 13 11 0.0529 0.0000 13.0001 10.9998 0.0175 1.0069 0.1154 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_T_min 0.968 _exptl_absorpt_correction_T_max 1.346 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _exptl_special_details ; A nitrogen gas-flow low temperature device was used to cool the crystal. A face indexed analytical absorption correction was performed. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Mova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Eos, Nova' _diffrn_detector_area_resol_mean 8.0419 _diffrn_reflns_number 154677 _diffrn_reflns_av_R_equivalents 0.1051 _diffrn_reflns_av_unetI/netI 0.0324 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 45.29 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measured_fraction_theta_full 0.999 _diffrn_orient_matrix_UB_11 0.0262278000 _diffrn_orient_matrix_UB_12 0.0277681000 _diffrn_orient_matrix_UB_13 -0.0312230000 _diffrn_orient_matrix_UB_21 -0.0077544000 _diffrn_orient_matrix_UB_22 0.0656449000 _diffrn_orient_matrix_UB_23 0.0139539000 _diffrn_orient_matrix_UB_31 0.0638383000 _diffrn_orient_matrix_UB_32 -0.0033894000 _diffrn_orient_matrix_UB_33 0.0144957000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -100.00 -23.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -57.0000 30.0000 77 #__ type_ start__ end____ width___ exp.time_ 2 omega 14.00 49.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 33.2757 57.0000 -180.0000 35 #__ type_ start__ end____ width___ exp.time_ 3 omega 16.00 43.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 33.2757 -57.0000 -120.0000 27 #__ type_ start__ end____ width___ exp.time_ 4 omega 61.00 135.00 1.0000 50.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 61.0000 30.0000 74 #__ type_ start__ end____ width___ exp.time_ 5 omega 37.00 63.00 1.0000 50.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -30.0000 83.0000 26 #__ type_ start__ end____ width___ exp.time_ 6 omega 42.00 103.00 1.0000 50.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -77.0000 -120.0000 61 #__ type_ start__ end____ width___ exp.time_ 7 omega 67.00 142.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -30.0000 75 #__ type_ start__ end____ width___ exp.time_ 8 omega 10.00 36.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -45.0000 -180.0000 26 #__ type_ start__ end____ width___ exp.time_ 9 omega -106.00 -7.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -37.0000 -120.0000 99 #__ type_ start__ end____ width___ exp.time_ 10 omega -102.00 -12.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -57.0000 150.0000 90 #__ type_ start__ end____ width___ exp.time_ 11 omega 5.00 95.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -61.0000 30.0000 90 #__ type_ start__ end____ width___ exp.time_ 12 omega 51.00 141.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 61.0000 90.0000 90 #__ type_ start__ end____ width___ exp.time_ 13 omega 44.00 146.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 30.0000 -60.0000 102 #__ type_ start__ end____ width___ exp.time_ 14 omega 50.00 144.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 45.0000 -180.0000 94 #__ type_ start__ end____ width___ exp.time_ 15 omega -63.00 37.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 77.0000 -150.0000 100 #__ type_ start__ end____ width___ exp.time_ 16 omega 3.00 103.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 33.2757 77.0000 0.0000 100 #__ type_ start__ end____ width___ exp.time_ 17 omega -94.00 6.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - -64.0000 77.0000 -120.0000 100 #__ type_ start__ end____ width___ exp.time_ 18 omega 2.00 77.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 -45.0000 -60.0000 75 #__ type_ start__ end____ width___ exp.time_ 19 omega 43.00 143.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -30.0000 100 #__ type_ start__ end____ width___ exp.time_ 20 omega 43.00 143.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -150.0000 100 #__ type_ start__ end____ width___ exp.time_ 21 omega -103.00 -3.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 -77.0000 90.0000 100 #__ type_ start__ end____ width___ exp.time_ 22 omega -55.00 36.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - -33.2757 57.0000 30.0000 91 #__ type_ start__ end____ width___ exp.time_ 23 omega 43.00 143.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 30.0000 100 #__ type_ start__ end____ width___ exp.time_ 24 omega 43.00 118.00 1.0000 60.0000 omega____ theta____ kappa____ phi______ frames - 73.1180 77.0000 -90.0000 75 ; _diffrn_measurement_method '\w scans' _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_gt 5535 _reflns_number_total 8120 _reflns_threshold_expression I>3\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_structure_solution 'SHELXS-2012 (Sheldrick, 2008)' _computing_structure_refinement 'Volkov et al, (2006)' _computing_molecular_graphics 'Volkov et al, (2006)' _computing_publication_material 'Volkov et al, (2006)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Reflections were merged with Sortav (Blessing, 1995). ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; calc w2 = 1/[s^2^(Fo^2^)] ; _refine_ls_extinction_method none _refine_ls_number_reflns 5535 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.063 _refine_ls_R_factor_gt 0.03 _refine_ls_wR_factor_ref 0.055 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_shift/su_max 0.0003 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_symmetry_multiplicity O(1) 0.399804 0.287503 0.068093 0.018 1 8 O(2) 0.581111 0.167796 0.082991 0.019 1 8 O(3) 0.2941 0.050931 0.372391 0.02 1 8 N(1) 0.138269 0.236543 0.046118 0.016 1 8 C(1) 0.471538 0.212799 0.104557 0.014 1 8 C(2) 0.427258 0.172864 0.17645 0.013 1 8 C(3) 0.483227 0.063279 0.211591 0.014 1 8 C(4) 0.437551 0.023442 0.276877 0.016 1 8 C(5) 0.336125 0.094694 0.309329 0.015 1 8 C(6) 0.283134 0.208316 0.276258 0.016 1 8 C(7) 0.327675 0.245048 0.210178 0.015 1 8 C(8) 0.127787 0.08892 0.054885 0.023 1 8 C(9) 0.045241 0.310743 0.091174 0.023 1 8 H(1N) 0.233565 0.26603 0.056627 0.029 1 8 H(2N) 0.117804 0.264639 -0.004969 0.031 1 8 H(3) 0.563182 0.007783 0.188066 0.031 1 8 H(3O) 0.211201 0.097971 0.383943 0.034 1 8 H(4) 0.480746 -0.061447 0.303892 0.031 1 8 H(6) 0.210624 0.269178 0.302883 0.033 1 8 H(7) 0.284011 0.331817 0.185065 0.03 1 8 H(8A) 0.02631 0.060979 0.049962 0.043 1 8 H(8B) 0.164178 0.062261 0.105972 0.038 1 8 H(8C) 0.186364 0.041319 0.015065 0.041 1 8 H(9A) 0.063414 0.2858 0.145194 0.038 1 8 H(9B) 0.059545 0.416531 0.081726 0.04 1 8 H(9C) -0.054012 0.2861 0.07707 0.042 1 8 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 O(1) 0.014542 0.020675 0.019399 0.005773 -0.001021 0.001018 O(2) 0.014995 0.02886 0.014445 0.002757 0.00151 0.005021 O(3) 0.017397 0.026852 0.016916 0.005321 0.003697 0.005165 N(1) 0.015612 0.016946 0.015059 0.000006 -0.001231 -0.000706 C(1) 0.011973 0.016697 0.01416 0.000836 -0.000997 -0.000639 C(2) 0.011464 0.014244 0.014254 0.000031 -0.000142 -0.000211 C(3) 0.012908 0.014909 0.015059 -0.000136 0.000718 0.001416 C(4) 0.013926 0.016112 0.016489 0.001709 0.000746 0.002418 C(5) 0.012092 0.017315 0.014809 0.001154 0.001156 0.001455 C(6) 0.013788 0.016774 0.016709 0.000493 0.002085 0.002601 C(7) 0.012949 0.014611 0.016759 0.000859 0.000368 0.001282 C(8) 0.027679 0.017535 0.025194 -0.000438 -0.002979 -0.001764 C(9) 0.022655 0.025081 0.020587 -0.002888 0.002467 0.003144 H(1N) 0.021503 0.034069 0.030618 0.002026 -0.003065 -0.003203 H(2N) 0.030546 0.038933 0.024281 0.003711 -0.004535 0.001503 H(3) 0.029976 0.034499 0.028224 -0.000542 0.00603 0.012411 H(3O) 0.023794 0.047464 0.030202 0.007864 0.006351 0.010696 H(4) 0.03583 0.028021 0.030019 0.007464 0.001752 0.010205 H(6) 0.030437 0.038201 0.030572 -0.000807 0.006388 0.014152 H(7) 0.032655 0.024892 0.031473 0.005329 -0.000506 0.007927 H(8A) 0.026462 0.040691 0.061717 0.001939 -0.009964 -0.007916 H(8B) 0.049516 0.033888 0.031486 0.003832 -0.013702 -0.003603 H(8C) 0.048339 0.034469 0.039891 -0.007017 0.007583 0.004602 H(9A) 0.039596 0.05074 0.024903 0.004648 -0.001785 0.012134 H(9B) 0.045236 0.027407 0.046028 0.002619 0.007616 0.004375 H(9C) 0.021649 0.057669 0.045492 -0.00868 -0.004693 -0.000129 #----------------------------------------------------------------------------# # MULTIPOLE PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 6.25(6) 0 0 0 -0.12(3) -0.039(17) 0 0 -0.009(11) 0 0.064(17) 0 0 0.015(14) 0 0 0 0 0 0 0 0 0 0 0 0 0.981(3) 0.65(4) 0.654206 0.654206 0.654206 0.654206 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(2) 6.26(6) 0 0 0 -0.16(3) -0.042(18) 0 0 -0.099(14) 0 0.049(17) 0 0 0.026(16) 0 0 0 0 0 0 0 0 0 0 0 0 0.981(3) 0.65(4) 0.654206 0.654206 0.654206 0.654206 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 O(3) 6.27(5) 0 0 -0.050(11) -0.016(10) 0.020(10) 0 0.022(8) 0.056(9) 0 0.070(13) 0 -0.027(10) 0.045(11) 0 0 -0.009(10) 0 0 0 0 0 0 0 0 0 0.981(3) 0.88(6) 0.881707 0.881707 0.881707 0.881707 2 4.466 2 4.466 2 4.466 3 4.466 4 4.466 N(1) 5.04(8) 0 0 0.047(15) 0.083(17) 0.056(15) 0 -0.016(10) -0.035(12) 0 0.26(2) 0 -0.004(13) -0.014(14) 0 0 -0.202(19) 0 0 0 0 0 0 0 0 0 0.987(5) 0.79(3) 0.790241 0.790241 0.790241 0.790241 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1) 4.44(15) 0 0 0.045(18) 0.025(16) 0.19(2) 0 -0.061(14) -0.24(2) 0 0.36(4) 0 0.016(14) 0.27(3) 0 0 0.005(14) 0 0 0 0 0 0 0 0 0 0.960(11) 0.91(3) 0.911443 0.911443 0.911443 0.911443 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2) 4.11(12) 0 0 0.059(17) 0.017(13) 0.094(16) 0 -0.054(14) -0.105(16) 0 0.20(3) 0 -0.011(16) 0.17(3) 0 0 -0.023(14) 0 0 0 0 0 0 0 0 0 0.991(9) 0.94(5) 0.94136 0.94136 0.94136 0.94136 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(3) 4.04(10) 0 0 -0.024(15) -0.011(15) 0.084(13) 0 0.006(11) -0.144(15) 0 0.21(3) 0 -0.003(14) 0.130(19) 0 0 0.011(13) 0 0 0 0 0 0 0 0 0 0.992(8) 0.98(4) 0.975822 0.975822 0.975822 0.975822 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(4) 4.16(9) 0 0 0.04(2) -0.03(2) 0.069(15) 0 -0.023(15) -0.154(18) 0 0.29(3) 0 0.026(17) 0.23(2) 0 0 0.019(16) 0 0 0 0 0 0 0 0 0 0.990(7) 0.87(3) 0.870809 0.870809 0.870809 0.870809 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(5) 4.11(11) 0 0 -0.023(15) -0.092(19) 0.049(14) 0 -0.014(12) -0.25(2) 0 0.30(4) 0 -0.044(18) 0.17(3) 0 0 -0.004(15) 0 0 0 0 0 0 0 0 0 0.976(10) 0.92(4) 0.920344 0.920344 0.920344 0.920344 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(6) 4.11(9) 0 0 0.06(2) -0.02(2) 0.087(16) 0 -0.052(15) -0.142(17) 0 0.27(3) 0 -0.006(17) 0.20(2) 0 0 -0.020(16) 0 0 0 0 0 0 0 0 0 0.990(7) 0.87(3) 0.870809 0.870809 0.870809 0.870809 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(7) 4.00(10) 0 0 -0.035(16) -0.002(15) 0.075(13) 0 0.032(12) -0.137(16) 0 0.23(3) 0 -0.020(14) 0.16(2) 0 0 0.011(13) 0 0 0 0 0 0 0 0 0 0.992(8) 0.98(4) 0.975822 0.975822 0.975822 0.975822 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(8) 4.38(8) 0 -0.11(2) -0.01(2) 0.14(2) 0.08(2) 0.098(15) 0.000(15) 0.020(16) 0.083(16) 0.25(3) 0.010(17) 0.038(16) -0.054(19) 0.072(18) 0.001(16) -0.26(2) 0 0 0 0 0 0 0 0 0 0.961(7) 0.83(2) 0.828382 0.828382 0.828382 0.828382 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(9) 4.56(8) 0 0.130(19) 0.02(2) 0.00(2) 0.046(19) -0.063(14) 0.014(14) -0.012(16) -0.100(15) 0.29(3) -0.008(18) 0.058(17) 0.002(18) -0.036(18) -0.028(16) -0.31(2) 0 0 0 0 0 0 0 0 0 0.961(7) 0.83(2) 0.828382 0.828382 0.828382 0.828382 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(1N) 0.66(2) 0 0 0 0.124(18) 0.07(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(2N) 0.72(2) 0 0 0 0.150(18) 0.12(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(3) 0.89(3) 0 0 0 0.150(17) 0.03(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(3O) 0.697(19) 0 0 0 0.140(17) 0.07(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(4) 0.87(3) 0 0 0 0.147(19) 0.02(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(6) 0.85(3) 0 0 0 0.162(18) 0.03(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(7) 0.90(3) 0 0 0 0.145(18) 0.02(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(8A) 0.70(3) 0 0 0 0.101(17) -0.04(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(8B) 0.94(3) 0 0 0 0.21(2) 0.06(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(8C) 0.78(3) 0 0 0 0.13(2) 0.04(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(9A) 0.83(3) 0 0 0 0.14(2) 0.02(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(9B) 0.80(3) 0 0 0 0.10(2) 0.02(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(9C) 0.59(2) 0 0 0 0.066(17) -0.013(19) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) Z O(1) H(1N) Y O(2) C(1) Z O(2) O(1) Y O(3) H(3O) Z O(3) C(5) Y N(1) H(1N) Z N(1) H(2N) Y C(1) O(1) Z C(1) O(2) Y C(2) C(3) Z C(2) C(7) Y C(3) H(3) Z C(3) C(4) Y C(4) H(4) Z C(4) C(3) Y C(5) O(3) Z C(5) C(4) Y C(6) H(6) Z C(6) C(7) Y C(7) H(7) Z C(7) C(6) Y C(8) H(8C) Z C(8) H(8B) Y C(9) H(9B) Z C(9) H(9A) Y H(1N) N(1) Z H(1N) H(2N) Y H(2N) N(1) Z H(2N) H(1N) Y H(3) C(3) Z H(3) C(4) Y H(3O) O(3) Z H(3O) C(5) Y H(4) C(4) Z H(4) C(5) Y H(6) C(6) Z H(6) C(7) Y H(7) C(7) Z H(7) C(6) Y H(8A) C(8) Z H(8A) H(8B) Y H(8B) C(8) Z H(8B) H(8C) Y H(8C) C(8) Z H(8C) H(8B) Y H(9A) C(9) Z H(9A) H(9B) Y H(9B) C(9) Z H(9B) H(9C) Y H(9C) C(9) Z H(9C) H(9B) Y #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.2541959277869 1_555 1_555 yes O(2) C(1) 1.2735326681606 1_555 1_555 yes O(3) C(5) 1.3503527654911 1_555 1_555 yes O(3) H(3O) 0.99200078137696 1_555 1_555 yes N(1) H(1N) 1.0360027014798 1_555 1_555 yes N(1) H(2N) 1.0359918794184 1_555 1_555 yes C(1) C(2) 1.4988724476869 1_555 1_555 yes C(2) C(3) 1.401365125308 1_555 1_555 yes C(2) C(7) 1.4014193616198 1_555 1_555 yes C(3) C(4) 1.3886985061117 1_555 1_555 yes C(3) H(3) 1.0829976275283 1_555 1_555 yes C(4) C(5) 1.3995035028247 1_555 1_555 yes C(4) H(4) 1.0830004245877 1_555 1_555 yes C(5) C(6) 1.4026970009665 1_555 1_555 yes C(6) C(7) 1.3900853989414 1_555 1_555 yes C(6) H(6) 1.0830031534056 1_555 1_555 yes C(7) H(7) 1.0829975688118 1_555 1_555 yes C(8) H(8A) 1.0770056045527 1_555 1_555 yes C(8) H(8B) 1.077003657386 1_555 1_555 yes C(8) H(8C) 1.076998881291 1_555 1_555 yes C(9) H(9A) 1.0769939647229 1_555 1_555 yes C(9) H(9B) 1.0770050546122 1_555 1_555 yes C(9) H(9C) 1.0770028419748 1_555 1_555 yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(5) O(3) H(3O) 108.51989810666 1_555 1_555 1_555 yes H(1N) N(1) H(2N) 107.19320811304 1_555 1_555 1_555 yes O(1) C(1) O(2) 122.80164682913 1_555 1_555 1_555 yes O(1) C(1) C(2) 119.2798449772 1_555 1_555 1_555 yes O(2) C(1) C(2) 117.9161922241 1_555 1_555 1_555 yes C(1) C(2) C(3) 121.42670746349 1_555 1_555 1_555 yes C(1) C(2) C(7) 120.27756960457 1_555 1_555 1_555 yes C(3) C(2) C(7) 118.2955569568 1_555 1_555 1_555 yes C(2) C(3) C(4) 120.96682785527 1_555 1_555 1_555 yes C(2) C(3) H(3) 120.32774335188 1_555 1_555 1_555 yes C(4) C(3) H(3) 118.70528874607 1_555 1_555 1_555 yes C(3) C(4) C(5) 120.11423522784 1_555 1_555 1_555 yes C(3) C(4) H(4) 120.86346304562 1_555 1_555 1_555 yes C(5) C(4) H(4) 119.01075160644 1_555 1_555 1_555 yes O(3) C(5) C(4) 117.83866175269 1_555 1_555 1_555 yes O(3) C(5) C(6) 122.5671828044 1_555 1_555 1_555 yes C(4) C(5) C(6) 119.59040428389 1_555 1_555 1_555 yes C(5) C(6) C(7) 119.59998721168 1_555 1_555 1_555 yes C(5) C(6) H(6) 120.15603640465 1_555 1_555 1_555 yes C(7) C(6) H(6) 120.20348013829 1_555 1_555 1_555 yes C(2) C(7) C(6) 121.33717120097 1_555 1_555 1_555 yes C(2) C(7) H(7) 120.20994949967 1_555 1_555 1_555 yes C(6) C(7) H(7) 118.45169115646 1_555 1_555 1_555 yes H(8A) C(8) H(8B) 110.34143627988 1_555 1_555 1_555 yes H(8A) C(8) H(8C) 111.06990278904 1_555 1_555 1_555 yes H(8B) C(8) H(8C) 109.85610970045 1_555 1_555 1_555 yes H(9A) C(9) H(9B) 111.21642269225 1_555 1_555 1_555 yes H(9A) C(9) H(9C) 110.44416533526 1_555 1_555 1_555 yes H(9B) C(9) H(9C) 107.9319213253 1_555 1_555 1_555 yes 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag H(3O) O(3) C(5) C(4) -168.06847074727 1_555 1_555 1_555 1_555 yes H(3O) O(3) C(5) C(6) 12.640148122691 1_555 1_555 1_555 1_555 yes O(1) C(1) C(2) C(3) 162.38455683884 1_555 1_555 1_555 1_555 yes O(1) C(1) C(2) C(7) -17.462798402038 1_555 1_555 1_555 1_555 yes O(2) C(1) C(2) C(3) -17.076973663546 1_555 1_555 1_555 1_555 yes O(2) C(1) C(2) C(7) 163.07567529779 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -177.11976799699 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) H(3) 2.7402734475185 1_555 1_555 1_555 1_555 yes C(1) C(2) C(7) C(6) 178.69741299231 1_555 1_555 1_555 1_555 yes C(1) C(2) C(7) H(7) -1.7060130846281 1_555 1_555 1_555 1_555 yes C(7) C(2) C(3) C(4) 2.7305207129219 1_555 1_555 1_555 1_555 yes C(3) C(2) C(7) C(6) -1.1546587666573 1_555 1_555 1_555 1_555 yes C(7) C(2) C(3) H(3) -177.40944204478 1_555 1_555 1_555 1_555 yes C(3) C(2) C(7) H(7) 178.44191935862 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) -1.4220793301848 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) H(4) 179.82666954078 1_555 1_555 1_555 1_555 yes H(3) C(3) C(4) C(5) 178.71565728892 1_555 1_555 1_555 1_555 yes H(3) C(3) C(4) H(4) 0 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) O(3) 179.18672236115 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) -1.5000425067766 1_555 1_555 1_555 1_555 yes H(4) C(4) C(5) O(3) -2.0389815136783 1_555 1_555 1_555 1_555 yes H(4) C(4) C(5) C(6) 177.27425782061 1_555 1_555 1_555 1_555 yes O(3) C(5) C(6) C(7) -177.67987997529 1_555 1_555 1_555 1_555 yes O(3) C(5) C(6) H(6) 4.6298074454525 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(7) 3.0407090840165 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) H(6) -174.64960769745 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(2) -1.7123207425045 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) H(7) 178.68420803649 1_555 1_555 1_555 1_555 yes H(6) C(6) C(7) C(2) 175.97688295099 1_555 1_555 1_555 1_555 yes H(6) C(6) C(7) H(7) -3.6265924722266 1_555 1_555 1_555 1_555 yes #===END _database_code_depnum_ccdc_archive 'CCDC 962725'