data_16srv117 _audit_creation_date 2016-03-18 _audit_creation_method ; Olex2 1.2-beta (compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155) ; loop_ _publ_author_name _publ_author_email _publ_author_address 'Yufit, D.' d.s.yufit@durham.ac.uk ; Science Site, South Rd. Durham DH1 3LE UK ; _publ_contact_author_address ? _publ_contact_author_email ? _publ_contact_author_name '' _publ_contact_author_phone ? _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C8 H12 F N O3' _chemical_formula_sum 'C8 H12 F N O3' _chemical_formula_weight 189.19 _chemical_melting_point ? 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system 'triclinic' _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 5.9304(3) _cell_length_b 6.8227(3) _cell_length_c 11.3964(5) _cell_angle_alpha 86.5454(18) _cell_angle_beta 80.2800(17) _cell_angle_gamma 80.4348(17) _cell_volume 447.93(4) _cell_formula_units_Z 2 _cell_measurement_reflns_used 7028 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 31.439 _cell_measurement_theta_min 3.03 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_refinement_flags_posn F1 F 0.28847(12) 0.68536(10) 0.15335(6) 0.02126(16) Uani 1 d . . . O1 O 0.13554(15) 0.35929(12) 0.37171(7) 0.0238(2) Uani 1 d . . . O2 O 0.17212(15) 0.35805(13) 0.10342(7) 0.0243(2) Uani 1 d . . . O3 O 0.49640(17) 0.18246(13) 0.15722(8) 0.0302(2) Uani 1 d . . . N1 N 0.18187(18) 0.66945(15) 0.40975(9) 0.0204(2) Uani 1 d . . . C1 C 0.21925(18) 0.51255(17) 0.34154(9) 0.0175(2) Uani 1 d . . . C2 C 0.37708(19) 0.51908(16) 0.21964(9) 0.0173(2) Uani 1 d . . . C3 C 0.6275(2) 0.53022(18) 0.22895(11) 0.0239(2) Uani 1 d . . . H3A H 0.6763 0.4339 0.2919 0.029 Uiso 1 calc . . R H3B H 0.7263 0.4891 0.1527 0.029 Uiso 1 calc . . R C4 C 0.6700(2) 0.73492(19) 0.25702(12) 0.0259(3) Uani 1 d . . . H4A H 0.6241 0.8296 0.1927 0.031 Uiso 1 calc . . R H4B H 0.8386 0.7290 0.2548 0.031 Uiso 1 calc . . R C5 C 0.5453(2) 0.8193(2) 0.37586(12) 0.0269(3) Uani 1 d . . . H5A H 0.5916 0.7266 0.4410 0.032 Uiso 1 calc . . R H5B H 0.5964 0.9473 0.3860 0.032 Uiso 1 calc . . R C6 C 0.2828(2) 0.85298(17) 0.38744(11) 0.0228(2) Uani 1 d . . . H6A H 0.2167 0.9437 0.4535 0.027 Uiso 1 calc . . R H6B H 0.2381 0.9194 0.3132 0.027 Uiso 1 calc . . R C7 C 0.3581(2) 0.33233(17) 0.15643(10) 0.0200(2) Uani 1 d . . . C8 C 0.1202(3) 0.1803(2) 0.05684(12) 0.0320(3) Uani 1 d . . . H8A H 0.0066 0.2179 0.0029 0.048 Uiso 1 calc . . GR H8B H 0.0564 0.0965 0.1229 0.048 Uiso 1 calc . . GR H8C H 0.2625 0.1064 0.0132 0.048 Uiso 1 calc . . GR H1 H 0.092(3) 0.653(2) 0.4758(15) 0.027(4) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0239(3) 0.0195(3) 0.0190(3) 0.0042(2) -0.0052(3) 0.0008(3) O1 0.0304(5) 0.0220(4) 0.0188(4) -0.0016(3) 0.0022(3) -0.0092(3) O2 0.0266(4) 0.0241(4) 0.0225(4) -0.0065(3) -0.0064(3) -0.0005(3) O3 0.0318(5) 0.0222(4) 0.0341(5) -0.0031(4) -0.0062(4) 0.0048(4) N1 0.0228(5) 0.0222(5) 0.0160(4) -0.0027(3) 0.0023(4) -0.0074(4) C1 0.0161(5) 0.0216(5) 0.0145(5) 0.0004(4) -0.0028(4) -0.0027(4) C2 0.0174(5) 0.0177(5) 0.0154(5) 0.0022(4) -0.0021(4) 0.0002(4) C3 0.0158(5) 0.0241(6) 0.0298(6) 0.0016(4) -0.0023(4) 0.0001(4) C4 0.0159(5) 0.0274(6) 0.0342(7) 0.0009(5) -0.0031(5) -0.0050(4) C5 0.0256(6) 0.0306(7) 0.0280(6) 0.0003(5) -0.0082(5) -0.0106(5) C6 0.0255(6) 0.0203(6) 0.0233(6) -0.0031(4) -0.0020(4) -0.0072(4) C7 0.0221(5) 0.0216(5) 0.0140(5) 0.0009(4) 0.0010(4) -0.0011(4) C8 0.0408(8) 0.0299(7) 0.0275(6) -0.0118(5) -0.0092(6) -0.0048(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 C2 1.4024(12) . ? O1 C1 1.2368(14) . ? O2 C7 1.3264(14) . ? O2 C8 1.4506(15) . ? O3 C7 1.2006(14) . ? N1 C1 1.3276(14) . ? N1 C6 1.4663(15) . ? N1 H1 0.858(17) . ? C1 C2 1.5412(15) . ? C2 C3 1.5213(16) . ? C2 C7 1.5300(16) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C3 C4 1.5212(18) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C4 C5 1.5253(18) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C5 C6 1.5195(17) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O2 C8 115.54(10) . . ? C1 N1 C6 128.08(10) . . ? C1 N1 H1 112.8(10) . . ? C6 N1 H1 119.1(10) . . ? O1 C1 N1 123.10(10) . . ? O1 C1 C2 118.04(10) . . ? N1 C1 C2 118.86(10) . . ? F1 C2 C1 108.55(8) . . ? F1 C2 C3 109.04(9) . . ? F1 C2 C7 108.05(8) . . ? C3 C2 C1 113.40(9) . . ? C3 C2 C7 111.44(9) . . ? C7 C2 C1 106.17(9) . . ? C2 C3 H3A 108.7 . . ? C2 C3 H3B 108.7 . . ? H3A C3 H3B 107.6 . . ? C4 C3 C2 114.42(9) . . ? C4 C3 H3A 108.7 . . ? C4 C3 H3B 108.7 . . ? C3 C4 H4A 108.1 . . ? C3 C4 H4B 108.1 . . ? C3 C4 C5 116.80(10) . . ? H4A C4 H4B 107.3 . . ? C5 C4 H4A 108.1 . . ? C5 C4 H4B 108.1 . . ? C4 C5 H5A 108.8 . . ? C4 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C6 C5 C4 113.82(10) . . ? C6 C5 H5A 108.8 . . ? C6 C5 H5B 108.8 . . ? N1 C6 C5 113.59(10) . . ? N1 C6 H6A 108.8 . . ? N1 C6 H6B 108.8 . . ? C5 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? O2 C7 C2 111.71(9) . . ? O3 C7 O2 125.57(11) . . ? O3 C7 C2 122.72(11) . . ? O2 C8 H8A 109.5 . . ? O2 C8 H8B 109.5 . . ? O2 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.858(17) 2.020(17) 2.8750(13) 174.7(14) 2_566 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 F1 C2 C3 C4 43.96(13) . . . . ? F1 C2 C7 O2 -33.52(12) . . . . ? F1 C2 C7 O3 147.07(11) . . . . ? O1 C1 C2 F1 124.60(10) . . . . ? O1 C1 C2 C3 -114.05(12) . . . . ? O1 C1 C2 C7 8.65(13) . . . . ? N1 C1 C2 F1 -56.29(13) . . . . ? N1 C1 C2 C3 65.06(13) . . . . ? N1 C1 C2 C7 -172.24(10) . . . . ? C1 N1 C6 C5 -60.50(16) . . . . ? C1 C2 C3 C4 -77.11(13) . . . . ? C1 C2 C7 O2 82.77(11) . . . . ? C1 C2 C7 O3 -96.64(13) . . . . ? C2 C3 C4 C5 62.38(15) . . . . ? C3 C2 C7 O2 -153.30(10) . . . . ? C3 C2 C7 O3 27.29(15) . . . . ? C3 C4 C5 C6 -62.77(14) . . . . ? C4 C5 C6 N1 75.78(13) . . . . ? C6 N1 C1 O1 175.62(11) . . . . ? C6 N1 C1 C2 -3.45(17) . . . . ? C7 C2 C3 C4 163.16(10) . . . . ? C8 O2 C7 O3 8.45(17) . . . . ? C8 O2 C7 C2 -170.94(10) . . . . ? _iucr_refine_instructions_details ; TITL 16srv117 in P-1 #2 REM reset to P-1 #2 CELL 0.71073 5.9304 6.8227 11.3964 86.5454 80.28 80.4348 ZERR 2 0.0003 0.0003 0.0005 0.0018 0.0017 0.0017 LATT 1 SFAC C H N O F UNIT 16 24 2 6 2 EQIV $1 -X,1-Y,1-Z L.S. 9 PLAN 5 TEMP -153.15 HTAB N1 O1_$1 BOND $h CONF fmap 2 ACTA OMIT -2 60 WGHT 0.045 0.14 FVAR 0.43509 REM REM REM F1 5 0.28847 0.68536 0.15335 11.00000 0.02389 0.01949 0.01895 = 0.00420 -0.00525 0.00084 O1 4 0.13554 0.35929 0.37171 11.00000 0.03041 0.02195 0.01883 = -0.00161 0.00224 -0.00923 O2 4 0.17212 0.35805 0.10342 11.00000 0.02664 0.02406 0.02252 = -0.00655 -0.00644 -0.00045 O3 4 0.49640 0.18246 0.15722 11.00000 0.03177 0.02224 0.03411 = -0.00312 -0.00620 0.00481 N1 3 0.18187 0.66945 0.40975 11.00000 0.02279 0.02216 0.01604 = -0.00275 0.00234 -0.00736 C1 1 0.21925 0.51255 0.34154 11.00000 0.01615 0.02161 0.01455 = 0.00040 -0.00280 -0.00265 C2 1 0.37708 0.51908 0.21964 11.00000 0.01740 0.01767 0.01535 = 0.00223 -0.00207 0.00024 C3 1 0.62751 0.53022 0.22895 11.00000 0.01578 0.02408 0.02979 = 0.00162 -0.00233 0.00009 AFIX 23 H3a 2 0.67632 0.43392 0.29189 11.00000 -1.20000 H3b 2 0.72632 0.48912 0.15269 11.00000 -1.20000 AFIX 0 C4 1 0.66996 0.73491 0.25702 11.00000 0.01589 0.02744 0.03423 = 0.00092 -0.00307 -0.00505 AFIX 23 H4a 2 0.62415 0.82956 0.19269 11.00000 -1.20000 H4b 2 0.83856 0.72903 0.25476 11.00000 -1.20000 AFIX 0 C5 1 0.54529 0.81927 0.37586 11.00000 0.02559 0.03059 0.02798 = 0.00026 -0.00821 -0.01056 AFIX 23 H5a 2 0.59160 0.72664 0.44097 11.00000 -1.20000 H5b 2 0.59636 0.94732 0.38595 11.00000 -1.20000 AFIX 0 C6 1 0.28280 0.85298 0.38744 11.00000 0.02549 0.02031 0.02332 = -0.00311 -0.00196 -0.00724 AFIX 23 H6a 2 0.21666 0.94370 0.45354 11.00000 -1.20000 H6b 2 0.23812 0.91940 0.31325 11.00000 -1.20000 AFIX 0 C7 1 0.35805 0.33233 0.15643 11.00000 0.02212 0.02156 0.01400 = 0.00093 0.00104 -0.00111 C8 1 0.12019 0.18030 0.05684 11.00000 0.04084 0.02988 0.02753 = -0.01175 -0.00921 -0.00476 AFIX 137 H8a 2 0.00663 0.21793 0.00292 11.00000 -1.50000 H8b 2 0.05639 0.09651 0.12288 11.00000 -1.50000 H8c 2 0.26248 0.10639 0.01325 11.00000 -1.50000 AFIX 0 H1 2 0.09219 0.65344 0.47580 11.00000 0.02697 HKLF 4 END ;