data_22dub_vj05 _audit_creation_date 2022-06-27 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _shelx_SHELXL_version_number '2018/3' loop_ _audit_author_name _audit_author_email _audit_author_address 'Josef, V.' nena.josef@fau.de ; OC1-Dube DCP ; 'F.H, P.G.' ? ? _audit_contact_author_address ? _audit_contact_author_email ? _audit_contact_author_name '' _audit_contact_author_phone ? _publ_contact_author_id_orcid ? _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. (2015). Acta Cryst. A71, 3-8. Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8. ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C14 H11 N O S' _chemical_formula_sum 'C14 H11 N O S' _chemical_formula_weight 241.30 _chemical_melting_point ? _chemical_oxdiff_formula C14H11NOS _chemical_oxdiff_usercomment VJ27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system 'monoclinic' _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.5881(5) _cell_length_b 3.94440(10) _cell_length_c 23.2090(9) _cell_angle_alpha 90 _cell_angle_beta 103.301(4) _cell_angle_gamma 90 _cell_volume 1121.47(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1752 _cell_measurement_temperature 153.0(3) _cell_measurement_theta_max 71.0250 _cell_measurement_theta_min 3.6510 _shelx_estimated_absorpt_T_max 0.870 _shelx_estimated_absorpt_T_min 0.479 _exptl_absorpt_coefficient_mu 2.394 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.625 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear dark red' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier dark _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 504 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 -2 -4 0.1281 5 0 9 0.0394 -5 0 -10 0.0579 -6 0 12 0.0299 6 0 -12 0.0299 0 3 2 0.2177 -3 2 -4 0.1433 _exptl_crystal_recrystallization_method 'The material was recrystallised from a mixture of DCM and heptane by solvent layering' _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 loop_ _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 0.7063 -2.4892 -3.5265 -0.0200 -0.0512 0.9985 5.0347 -0.2525 9.3167 0.3329 0.9424 0.0326 -4.8006 -0.2072 -9.7660 -0.3296 -0.9321 0.1503 -6.4548 -0.0841 11.7057 -0.9285 0.3283 -0.1734 6.4548 0.0841 -11.7057 0.9285 -0.3283 0.1734 -0.2000 2.5466 1.6438 0.1156 -0.0390 -0.9925 -3.4684 2.0983 -4.1730 -0.1460 -0.6044 -0.7832 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_unetI/netI 0.0356 _diffrn_reflns_Laue_measured_fraction_full 0.988 _diffrn_reflns_Laue_measured_fraction_max 0.959 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 3174 _diffrn_reflns_point_group_measured_fraction_full 0.988 _diffrn_reflns_point_group_measured_fraction_max 0.959 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 71.477 _diffrn_reflns_theta_min 3.688 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 153.0(3) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.6144 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.988 _diffrn_measured_fraction_theta_max 0.959 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames -------------------------------------------------------------------------- 1 \w -107.00 -19.00 1.00 1.29 -- -42.06 -38.00 60.00 88 2 \w -111.00 -28.00 1.00 1.29 -- -42.06 -38.00 150.00 83 3 \w 50.00 169.00 1.00 5.17 -- 102.55 15.00 120.00 119 4 \w 40.00 102.00 1.00 5.17 -- 102.55 -94.00 30.00 62 5 \w 81.00 150.00 1.00 5.17 -- 102.55 45.00 0.00 69 6 \w 35.00 119.00 1.00 5.17 -- 102.55 -61.00 60.00 84 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.1065905000 _diffrn_orient_matrix_UB_12 0.0667211000 _diffrn_orient_matrix_UB_13 -0.0200656000 _diffrn_orient_matrix_UB_21 0.0660175000 _diffrn_orient_matrix_UB_22 -0.0514805000 _diffrn_orient_matrix_UB_23 0.0640826000 _diffrn_orient_matrix_UB_31 0.0098200000 _diffrn_orient_matrix_UB_32 -0.3811492000 _diffrn_orient_matrix_UB_33 -0.0121361000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 1771 _reflns_number_total 2095 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_data_collection 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_data_reduction 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/4 (Sheldrick, 2014)' _refine_diff_density_max 0.266 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.055 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 155 _refine_ls_number_reflns 2095 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0385 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0655P)^2^+0.0632P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0994 _refine_ls_wR_factor_ref 0.1072 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: N12(H12), C1(H1), C14(H14), C15(H15), C24(H24), C25(H25), C26(H26), C27(H27) 2.b Idealised Me refined as rotating group: C16(H16A,H16B,H16C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group S22 S 0.34512(3) 0.58206(12) 0.31513(2) 0.02737(17) Uani 1 1 d . . . . . O17 O 0.59532(11) 0.0605(4) 0.39715(6) 0.0344(3) Uani 1 1 d . . . . . N12 N 0.30084(13) 0.3575(4) 0.50709(7) 0.0290(4) Uani 1 1 d . . . . . H12 H 0.349304 0.243081 0.533266 0.035 Uiso 1 1 calc R U . . . C1 C 0.40427(15) 0.3319(5) 0.43049(8) 0.0278(4) Uani 1 1 d . . . . . H1 H 0.458208 0.214053 0.458757 0.033 Uiso 1 1 calc R U . . . C2 C 0.52620(14) 0.2295(5) 0.36287(8) 0.0272(4) Uani 1 1 d . . . . . C11 C 0.31116(15) 0.4388(5) 0.45069(8) 0.0275(4) Uani 1 1 d . . . . . C13 C 0.20561(16) 0.4789(5) 0.51630(9) 0.0309(4) Uani 1 1 d . . . . . C14 C 0.15234(17) 0.6455(6) 0.46521(9) 0.0340(4) Uani 1 1 d . . . . . H14 H 0.083540 0.755649 0.459093 0.041 Uiso 1 1 calc R U . . . C15 C 0.21809(16) 0.6223(5) 0.42428(9) 0.0315(4) Uani 1 1 d . . . . . H15 H 0.202152 0.714978 0.385457 0.038 Uiso 1 1 calc R U . . . C16 C 0.17410(18) 0.4267(6) 0.57390(10) 0.0383(5) Uani 1 1 d . . . . . H16A H 0.167328 0.183369 0.580846 0.057 Uiso 1 1 calc R U . . . H16B H 0.104048 0.538310 0.572629 0.057 Uiso 1 1 calc R U . . . H16C H 0.230247 0.523997 0.606027 0.057 Uiso 1 1 calc R U . . . C21 C 0.42686(15) 0.3745(5) 0.37663(8) 0.0270(4) Uani 1 1 d . . . . . C23 C 0.43855(15) 0.4934(5) 0.27142(8) 0.0266(4) Uani 1 1 d . . . . . C24 C 0.42783(16) 0.5865(5) 0.21271(8) 0.0304(4) Uani 1 1 d . . . . . H24 H 0.365448 0.707520 0.191956 0.036 Uiso 1 1 calc R U . . . C25 C 0.51073(17) 0.4980(6) 0.18505(9) 0.0343(4) Uani 1 1 d . . . . . H25 H 0.504698 0.560218 0.144885 0.041 Uiso 1 1 calc R U . . . C26 C 0.60266(17) 0.3197(6) 0.21504(9) 0.0347(4) Uani 1 1 d . . . . . H26 H 0.658249 0.261174 0.195219 0.042 Uiso 1 1 calc R U . . . C27 C 0.61290(16) 0.2281(5) 0.27359(9) 0.0321(4) Uani 1 1 d . . . . . H27 H 0.675540 0.108143 0.294316 0.039 Uiso 1 1 calc R U . . . C28 C 0.53008(15) 0.3141(5) 0.30181(8) 0.0271(4) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S22 0.0264(2) 0.0315(3) 0.0245(2) 0.00140(16) 0.00640(17) 0.00243(17) O17 0.0287(7) 0.0432(8) 0.0302(7) 0.0048(6) 0.0045(5) 0.0054(6) N12 0.0275(8) 0.0348(8) 0.0251(8) 0.0019(6) 0.0066(6) 0.0012(7) C1 0.0273(9) 0.0287(9) 0.0266(9) -0.0005(7) 0.0046(7) -0.0015(7) C2 0.0248(9) 0.0287(9) 0.0272(9) 0.0000(7) 0.0043(7) -0.0011(7) C11 0.0298(9) 0.0293(9) 0.0235(9) 0.0007(7) 0.0061(7) -0.0022(8) C13 0.0270(9) 0.0352(10) 0.0316(10) -0.0018(8) 0.0092(7) -0.0026(8) C14 0.0276(9) 0.0399(11) 0.0344(10) 0.0000(8) 0.0067(8) 0.0014(8) C15 0.0307(10) 0.0335(10) 0.0285(9) 0.0016(8) 0.0032(7) 0.0026(8) C16 0.0366(11) 0.0475(12) 0.0354(11) 0.0004(9) 0.0176(8) -0.0003(9) C21 0.0263(9) 0.0259(9) 0.0278(9) -0.0001(7) 0.0046(7) 0.0009(7) C23 0.0264(9) 0.0260(8) 0.0279(9) -0.0027(7) 0.0074(7) -0.0048(7) C24 0.0322(10) 0.0329(10) 0.0253(9) 0.0001(7) 0.0052(7) -0.0029(8) C25 0.0378(10) 0.0395(11) 0.0266(9) -0.0030(8) 0.0097(8) -0.0100(9) C26 0.0320(10) 0.0406(11) 0.0346(10) -0.0063(9) 0.0142(8) -0.0069(8) C27 0.0265(9) 0.0368(10) 0.0337(10) -0.0048(8) 0.0086(7) -0.0025(8) C28 0.0253(9) 0.0260(9) 0.0294(9) -0.0018(7) 0.0052(7) -0.0026(7) _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 S22 C21 1.7580(19) . ? S22 C23 1.7560(19) . ? O17 C2 1.231(2) . ? N12 H12 0.8800 . ? N12 C11 1.383(2) . ? N12 C13 1.353(3) . ? C1 H1 0.9500 . ? C1 C11 1.423(3) . ? C1 C21 1.355(3) . ? C2 C21 1.475(3) . ? C2 C28 1.468(3) . ? C11 C15 1.393(3) . ? C13 C14 1.386(3) . ? C13 C16 1.494(3) . ? C14 H14 0.9500 . ? C14 C15 1.399(3) . ? C15 H15 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C23 C24 1.387(3) . ? C23 C28 1.397(3) . ? C24 H24 0.9500 . ? C24 C25 1.390(3) . ? C25 H25 0.9500 . ? C25 C26 1.396(3) . ? C26 H26 0.9500 . ? C26 C27 1.383(3) . ? C27 H27 0.9500 . ? C27 C28 1.395(3) . ? 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 C23 S22 C21 91.82(9) . . ? C11 N12 H12 124.8 . . ? C13 N12 H12 124.8 . . ? C13 N12 C11 110.31(17) . . ? C11 C1 H1 115.4 . . ? C21 C1 H1 115.4 . . ? C21 C1 C11 129.13(18) . . ? O17 C2 C21 125.33(17) . . ? O17 C2 C28 124.85(17) . . ? C28 C2 C21 109.82(15) . . ? N12 C11 C1 120.48(17) . . ? N12 C11 C15 106.52(17) . . ? C15 C11 C1 133.00(18) . . ? N12 C13 C14 107.73(17) . . ? N12 C13 C16 121.33(18) . . ? C14 C13 C16 130.94(19) . . ? C13 C14 H14 126.1 . . ? C13 C14 C15 107.73(18) . . ? C15 C14 H14 126.1 . . ? C11 C15 C14 107.70(18) . . ? C11 C15 H15 126.2 . . ? C14 C15 H15 126.2 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1 C21 S22 126.80(15) . . ? C1 C21 C2 121.33(17) . . ? C2 C21 S22 111.82(13) . . ? C24 C23 S22 126.02(15) . . ? C24 C23 C28 120.82(18) . . ? C28 C23 S22 113.16(14) . . ? C23 C24 H24 120.9 . . ? C23 C24 C25 118.26(19) . . ? C25 C24 H24 120.9 . . ? C24 C25 H25 119.3 . . ? C24 C25 C26 121.40(18) . . ? C26 C25 H25 119.3 . . ? C25 C26 H26 120.0 . . ? C27 C26 C25 120.04(18) . . ? C27 C26 H26 120.0 . . ? C26 C27 H27 120.4 . . ? C26 C27 C28 119.15(19) . . ? C28 C27 H27 120.4 . . ? C23 C28 C2 113.32(16) . . ? C27 C28 C2 126.35(18) . . ? C27 C28 C23 120.32(18) . . ? 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 S22 C23 C24 C25 179.27(15) . . . . ? S22 C23 C28 C2 1.9(2) . . . . ? S22 C23 C28 C27 -179.05(15) . . . . ? O17 C2 C21 S22 -177.12(16) . . . . ? O17 C2 C21 C1 0.5(3) . . . . ? O17 C2 C28 C23 176.75(19) . . . . ? O17 C2 C28 C27 -2.2(3) . . . . ? N12 C11 C15 C14 -0.6(2) . . . . ? N12 C13 C14 C15 0.0(2) . . . . ? C1 C11 C15 C14 178.8(2) . . . . ? C11 N12 C13 C14 -0.4(2) . . . . ? C11 N12 C13 C16 -179.91(19) . . . . ? C11 C1 C21 S22 0.4(3) . . . . ? C11 C1 C21 C2 -176.89(19) . . . . ? C13 N12 C11 C1 -178.85(18) . . . . ? C13 N12 C11 C15 0.6(2) . . . . ? C13 C14 C15 C11 0.4(2) . . . . ? C16 C13 C14 C15 179.4(2) . . . . ? C21 S22 C23 C24 179.96(18) . . . . ? C21 S22 C23 C28 -0.44(15) . . . . ? C21 C1 C11 N12 177.14(19) . . . . ? C21 C1 C11 C15 -2.2(4) . . . . ? C21 C2 C28 C23 -2.7(2) . . . . ? C21 C2 C28 C27 178.33(18) . . . . ? C23 S22 C21 C1 -178.65(19) . . . . ? C23 S22 C21 C2 -1.15(15) . . . . ? C23 C24 C25 C26 0.1(3) . . . . ? C24 C23 C28 C2 -178.45(17) . . . . ? C24 C23 C28 C27 0.6(3) . . . . ? C24 C25 C26 C27 -0.2(3) . . . . ? C25 C26 C27 C28 0.5(3) . . . . ? C26 C27 C28 C2 178.23(19) . . . . ? C26 C27 C28 C23 -0.6(3) . . . . ? C28 C2 C21 S22 2.4(2) . . . . ? C28 C2 C21 C1 -179.98(18) . . . . ? C28 C23 C24 C25 -0.3(3) . . . . ? _shelx_res_file ; TITL 22dub_vj05_auto_a.res in P2(1)/n 22dub_vj05.res created by SHELXL-2018/3 at 15:41:27 on 27-Jun-2022 REM Old TITL 22Dub_VJ05_auto in P2(1)/n REM SHELXT solution in P2(1)/n REM R1 0.086, Rweak 0.209, Alpha 0.017, Orientation as input REM Formula found by SHELXT: C16 N12 O S CELL 1.54184 12.5881 3.9444 23.209 90 103.301 90 ZERR 4 0.0005 0.0001 0.0009 0 0.004 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O S UNIT 56 44 4 4 4 L.S. 10 PLAN 5 SIZE 0.06 0.12 0.36 TEMP -120 CONF MORE -1 BOND $H fmap 2 acta REM REM REM WGHT 0.065500 0.063200 FVAR 0.65830 S22 5 0.345121 0.582057 0.315128 11.00000 0.02636 0.03149 = 0.02454 0.00140 0.00640 0.00243 O17 4 0.595325 0.060456 0.397148 11.00000 0.02871 0.04317 = 0.03018 0.00482 0.00450 0.00544 N12 3 0.300839 0.357493 0.507090 11.00000 0.02753 0.03480 = 0.02508 0.00191 0.00665 0.00122 AFIX 43 H12 2 0.349304 0.243081 0.533266 11.00000 -1.20000 AFIX 0 C1 1 0.404271 0.331899 0.430490 11.00000 0.02726 0.02873 = 0.02660 -0.00052 0.00460 -0.00147 AFIX 43 H1 2 0.458208 0.214053 0.458757 11.00000 -1.20000 AFIX 0 C2 1 0.526197 0.229512 0.362871 11.00000 0.02475 0.02874 = 0.02718 0.00005 0.00433 -0.00109 C11 1 0.311159 0.438796 0.450690 11.00000 0.02975 0.02925 = 0.02348 0.00068 0.00614 -0.00221 C13 1 0.205606 0.478915 0.516296 11.00000 0.02703 0.03520 = 0.03163 -0.00181 0.00917 -0.00262 C14 1 0.152344 0.645489 0.465214 11.00000 0.02757 0.03993 = 0.03435 0.00004 0.00672 0.00145 AFIX 43 H14 2 0.083540 0.755649 0.459093 11.00000 -1.20000 AFIX 0 C15 1 0.218094 0.622291 0.424277 11.00000 0.03073 0.03348 = 0.02851 0.00164 0.00324 0.00264 AFIX 43 H15 2 0.202152 0.714978 0.385457 11.00000 -1.20000 AFIX 0 C16 1 0.174098 0.426654 0.573903 11.00000 0.03661 0.04745 = 0.03537 0.00038 0.01757 -0.00026 AFIX 137 H16A 2 0.167328 0.183369 0.580846 11.00000 -1.50000 H16B 2 0.104048 0.538310 0.572629 11.00000 -1.50000 H16C 2 0.230247 0.523997 0.606027 11.00000 -1.50000 AFIX 0 C21 1 0.426856 0.374479 0.376630 11.00000 0.02634 0.02592 = 0.02783 -0.00011 0.00462 0.00092 C23 1 0.438550 0.493447 0.271419 11.00000 0.02636 0.02602 = 0.02786 -0.00270 0.00738 -0.00478 C24 1 0.427831 0.586489 0.212707 11.00000 0.03215 0.03290 = 0.02533 0.00007 0.00521 -0.00294 AFIX 43 H24 2 0.365448 0.707520 0.191956 11.00000 -1.20000 AFIX 0 C25 1 0.510731 0.498006 0.185052 11.00000 0.03781 0.03948 = 0.02658 -0.00298 0.00971 -0.01001 AFIX 43 H25 2 0.504698 0.560218 0.144885 11.00000 -1.20000 AFIX 0 C26 1 0.602663 0.319689 0.215035 11.00000 0.03201 0.04061 = 0.03460 -0.00633 0.01418 -0.00687 AFIX 43 H26 2 0.658249 0.261174 0.195219 11.00000 -1.20000 AFIX 0 C27 1 0.612899 0.228093 0.273590 11.00000 0.02650 0.03685 = 0.03374 -0.00477 0.00859 -0.00247 AFIX 43 H27 2 0.675540 0.108143 0.294316 11.00000 -1.20000 AFIX 0 C28 1 0.530077 0.314094 0.301810 11.00000 0.02527 0.02601 = 0.02938 -0.00181 0.00519 -0.00263 HKLF 4 REM 22dub_vj05_auto_a.res in P2(1)/n REM wR2 = 0.1072, GooF = S = 1.033, Restrained GooF = 1.033 for all data REM R1 = 0.0385 for 1771 Fo > 4sig(Fo) and 0.0466 for all 2095 data REM 155 parameters refined using 0 restraints END WGHT 0.0655 0.0632 REM Highest difference peak 0.266, deepest hole -0.440, 1-sigma level 0.055 Q1 1 0.3991 0.5242 0.2894 11.00000 0.05 0.27 Q2 1 0.3480 0.3113 0.3160 11.00000 0.05 0.24 Q3 1 0.4702 0.2851 0.3729 11.00000 0.05 0.23 Q4 1 0.3425 0.8553 0.3133 11.00000 0.05 0.23 Q5 1 0.5744 0.3032 0.2911 11.00000 0.05 0.23 ; _shelx_res_checksum 41355 _shelx_hkl_file ; 0 0 -2 166.65 4.03 0 0 -3 -0.26 0.68 0 0 -4 663.58 11.38 0 0 -5 0.19 1.21 0 0 -6 2.06 1.64 0 0 -7 -0.18 1.31 0 0 -8 1670.67 26.50 0 0 -9 -2.21 1.76 0 0 -10 1883.79 32.27 0 0 -11 -0.08 1.67 0 0 -12 215.41 12.34 0 0 -13 -4.69 2.44 0 0 -14 10.48 3.24 0 0 -15 0.12 1.29 0 0 -15 -1.53 1.20 0 0 -16 428.10 20.97 0 0 -16 416.99 11.21 0 0 -17 0.60 1.31 0 0 -18 18.15 2.78 0 0 -19 -0.16 1.54 0 0 -20 160.50 7.73 0 0 -21 -0.17 1.43 0 0 -22 209.71 8.68 0 0 -23 -0.37 1.49 0 0 -24 159.54 6.95 0 0 -25 0.02 1.07 0 0 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12.18 1.99 -10 2 -11 13.28 1.98 -10 2 -12 0.96 0.88 10 -3 -14 154.78 4.78 10 -3 -13 38.12 2.77 10 -3 -12 87.81 4.45 10 -3 -11 13.21 2.08 10 -3 -10 145.85 6.29 10 -3 -9 3.43 1.69 10 -3 -8 48.96 3.99 10 -3 -7 0.58 1.47 10 -3 -6 38.42 3.72 10 -3 -5 7.07 2.02 10 -3 -4 48.99 4.06 10 -3 -3 21.38 2.92 10 -3 -2 219.00 7.79 10 -3 -1 3.41 1.57 10 -3 0 73.17 4.29 10 -3 1 -0.25 1.03 10 -3 2 8.52 1.56 10 -3 3 1.87 0.91 10 -3 5 7.29 1.22 10 -3 6 11.14 1.38 -11 0 23 306.17 7.38 -11 0 22 -0.06 0.94 -11 0 21 70.77 4.31 -11 0 20 1.14 1.22 -11 0 19 9.55 2.13 -11 0 18 1.62 1.56 -11 0 17 59.11 4.63 -11 0 16 0.76 1.58 -11 0 15 4.33 1.94 -11 0 14 -0.55 1.77 -11 0 13 18.91 3.07 -11 0 12 0.27 1.74 -11 0 11 532.48 14.63 -11 0 10 0.15 1.82 -11 0 9 9.85 2.66 -11 0 8 0.24 1.75 -11 0 7 120.03 7.17 -11 0 6 1.20 1.96 -11 0 5 94.84 6.59 -11 0 4 -1.06 2.12 -11 0 3 705.62 17.27 -11 0 2 -0.14 1.91 -11 0 1 584.79 15.37 -11 0 0 -0.53 1.97 -11 0 -1 1445.19 23.86 -11 0 -2 0.20 1.81 -11 0 -3 -0.14 1.71 -11 0 -4 0.31 1.62 -11 0 -4 -0.34 1.62 -11 0 -5 299.77 10.65 -11 0 -6 0.94 1.62 -11 0 -7 156.08 7.67 -11 0 -8 -0.58 1.70 -11 0 -9 2.52 1.68 -11 0 -10 -0.35 1.33 -11 0 -11 185.86 7.21 -11 0 -12 0.52 1.12 -11 0 -13 20.87 2.28 -11 0 -14 -1.60 0.89 -11 1 23 0.78 0.78 -11 1 22 42.76 2.99 -11 1 21 8.15 1.57 -11 -1 20 43.06 3.01 -11 1 20 51.46 3.63 -11 -1 19 7.12 1.57 -11 1 19 13.30 2.22 -11 -1 18 144.78 6.23 -11 1 18 146.53 6.48 -11 -1 17 19.74 2.55 -11 1 17 22.27 2.86 -11 -1 16 9.33 2.03 -11 1 16 7.87 2.11 -11 -1 15 1.62 1.41 -11 1 15 -0.96 1.55 -11 1 14 19.34 2.86 -11 -1 14 14.25 2.53 -11 -1 13 12.61 2.65 -11 1 13 12.11 2.49 -11 -1 12 365.69 11.66 -11 1 12 349.76 11.10 -11 -1 11 149.77 7.70 -11 1 11 152.05 7.43 -11 -1 10 44.84 4.58 -11 1 10 44.11 4.18 -11 -1 9 5.27 2.21 -11 1 9 5.73 2.03 -11 -1 8 86.55 6.18 -11 1 8 77.57 5.44 -11 -1 7 7.80 2.59 -11 1 7 4.72 1.91 -11 -1 6 19.82 3.51 -11 1 6 15.42 2.65 -11 -1 5 60.17 5.43 -11 1 5 65.29 5.01 -11 -1 4 222.40 10.06 -11 1 4 213.27 8.77 -11 -1 3 12.69 3.22 -11 1 3 13.00 2.55 -11 -1 2 2.03 2.01 -11 1 2 3.68 1.78 -11 -1 1 2.31 2.06 -11 1 1 1.99 1.50 -11 -1 0 0.99 1.99 -11 -1 -1 20.99 3.50 -11 -1 -2 96.31 6.74 -11 -1 -3 61.03 5.47 -11 1 -3 58.99 5.04 -11 -1 -3 51.64 4.52 -11 -1 -4 30.17 3.38 -11 1 -4 36.48 4.11 -11 -1 -5 78.79 5.16 -11 1 -5 83.10 5.76 -11 -1 -6 39.12 3.62 -11 1 -6 41.35 4.19 -11 1 -7 -1.73 1.66 -11 1 -8 12.28 2.44 -11 1 -9 64.89 4.71 -11 1 -10 12.00 2.26 -11 1 -11 39.74 3.44 -11 1 -12 58.38 3.80 -11 1 -13 9.09 1.62 -11 1 -14 5.04 1.13 -11 2 18 30.78 2.41 -11 2 17 61.42 3.52 11 -2 -17 50.45 3.22 -11 2 16 20.63 2.22 11 -2 -16 22.57 2.50 11 -2 -15 12.96 2.10 -11 2 15 8.40 1.71 -11 -2 9 72.55 4.82 -11 -2 8 74.26 5.04 -11 -2 7 15.91 2.65 -11 -2 6 78.66 5.39 11 -2 -5 3.90 2.13 -11 -2 5 1.06 1.46 -11 -2 4 43.40 4.24 11 -2 -4 51.94 4.74 11 -2 -3 13.89 2.81 -11 -2 3 9.89 2.39 11 -2 -2 11.00 2.43 -11 2 2 10.20 2.01 -11 -2 2 8.90 2.21 11 -2 -1 6.07 2.01 -11 2 1 3.23 1.45 -11 2 0 122.51 6.32 11 -2 0 127.07 6.41 -11 2 -1 9.87 2.11 11 -2 1 9.26 2.01 11 -2 2 1.49 1.24 -11 2 -2 1.28 1.34 -11 2 -3 -0.65 1.25 -11 2 -4 17.00 2.51 -11 2 -5 11.76 2.06 -11 2 -6 94.79 5.07 -11 2 -7 38.01 3.17 -11 2 -8 6.41 1.44 -11 2 -9 4.73 1.37 -11 2 -10 -0.23 0.80 11 -3 -12 26.16 2.12 11 -3 -11 25.79 2.29 11 -3 -10 3.17 1.25 11 -3 -9 7.01 1.62 11 -3 -8 3.62 1.35 11 -3 -7 0.33 1.21 11 -3 -6 18.45 2.43 11 -3 -5 168.65 6.24 11 -3 -4 0.16 1.12 11 -3 -3 86.62 4.37 11 -3 -2 4.71 1.36 11 -3 -1 1.39 0.90 11 -3 0 21.14 2.04 11 -3 1 61.40 2.99 -12 0 22 84.29 3.72 -12 0 21 1.00 0.96 -12 0 20 26.56 2.61 -12 0 19 0.87 1.09 -12 0 18 174.08 6.96 -12 0 17 0.43 1.23 -12 0 16 145.93 6.91 -12 0 15 1.22 1.53 -12 0 14 85.38 5.61 -12 0 13 -0.56 1.64 -12 0 12 191.59 8.52 -12 0 11 0.46 1.78 -12 0 10 1.02 1.74 -12 0 9 -0.41 1.87 -12 0 8 114.90 6.99 -12 0 7 1.05 1.81 -12 0 6 43.85 4.59 -12 0 5 -1.55 2.22 -12 0 4 88.08 6.45 -12 0 3 -0.25 1.78 -12 0 2 215.51 9.54 -12 0 1 -0.91 1.81 -12 0 0 68.17 5.40 -12 0 -1 1.48 1.84 -12 0 -2 -0.96 1.59 -12 0 -3 0.71 1.77 -12 0 -3 0.71 1.49 -12 0 -4 537.07 13.66 -12 0 -5 0.05 1.51 -12 0 -6 28.51 3.30 -12 0 -7 -0.80 1.32 -12 0 -8 137.09 6.32 -12 0 -9 -0.15 1.12 -12 0 -10 18.09 2.26 -12 0 -11 -0.35 0.89 -12 1 21 48.68 2.92 -12 1 20 27.18 2.47 -12 -1 19 120.59 4.80 -12 1 19 127.02 5.32 -12 -1 18 2.62 1.15 -12 1 18 1.21 1.09 -12 -1 17 3.62 1.34 -12 1 17 3.01 1.43 -12 -1 16 33.17 3.23 -12 1 16 29.75 3.10 -12 -1 15 52.72 4.14 -12 1 15 50.05 3.96 -12 -1 14 47.53 4.08 -12 1 14 45.88 3.89 -12 -1 13 42.97 4.01 -12 1 13 42.03 3.80 -12 -1 12 94.15 5.94 -12 1 12 82.14 5.25 -12 -1 11 34.67 3.88 -12 1 11 33.56 3.48 -12 -1 10 0.06 1.64 -12 1 10 1.46 1.38 -12 -1 9 0.67 1.66 -12 1 9 1.09 1.35 -12 -1 8 26.47 3.74 -12 1 8 24.82 3.12 -12 -1 7 86.37 6.21 -12 1 7 65.41 4.88 -12 -1 6 128.14 7.56 -12 1 6 95.17 5.85 -12 -1 5 52.83 5.08 -12 1 5 41.40 3.94 -12 -1 4 33.25 4.35 -12 1 4 22.43 3.05 -12 -1 3 82.12 6.21 -12 1 3 62.47 4.71 -12 1 2 17.21 2.67 -12 -1 2 17.12 3.40 -12 -1 1 156.49 8.24 -12 -1 0 22.68 3.66 -12 -1 -1 76.39 5.86 -12 -1 -2 2.27 1.38 -12 1 -2 0.33 1.54 -12 -1 -3 361.72 10.29 -12 1 -3 371.79 11.29 -12 -1 -4 61.49 4.29 -12 1 -4 68.72 4.96 -12 1 -5 46.25 4.10 -12 1 -6 -0.43 1.45 -12 1 -7 11.11 2.09 -12 1 -8 43.88 3.54 -12 1 -9 124.00 5.47 -12 1 -10 2.97 1.16 -12 1 -11 21.03 2.06 12 -2 -16 57.15 3.26 12 -2 -15 24.33 2.42 12 -2 -14 22.66 2.48 12 -2 -13 1.50 1.38 12 -2 -12 16.11 2.43 12 -2 -11 105.54 5.64 12 -2 -10 52.78 4.21 -12 -2 9 78.97 4.68 12 -2 -9 98.06 5.74 12 -2 -8 2.56 1.78 -12 -2 8 0.46 1.13 -12 -2 7 25.60 3.01 12 -2 -7 37.99 3.81 12 -2 -6 -0.32 1.51 -12 -2 6 -0.08 1.14 -12 -2 5 13.20 2.45 12 -2 -5 22.27 2.93 12 -2 -4 2.81 1.65 -12 2 4 0.09 1.04 -12 -2 4 1.28 1.53 -12 2 3 81.85 4.71 12 -2 -3 90.43 5.25 -12 2 2 65.03 4.21 12 -2 -2 61.64 4.27 -12 2 1 82.98 4.78 12 -2 -1 79.56 4.57 -12 2 0 62.52 4.17 12 -2 0 62.01 3.80 -12 2 -1 -0.47 1.11 -12 2 -2 43.44 3.42 -12 2 -3 0.09 0.95 -12 2 -4 12.07 1.82 -12 2 -5 44.89 3.16 -12 2 -6 2.74 1.08 12 -3 -8 13.09 1.51 12 -3 -7 0.89 0.77 12 -3 -6 100.59 3.85 12 -3 -5 2.44 0.97 12 -3 -4 0.17 0.72 -13 0 20 -0.44 0.73 -13 0 19 61.24 3.51 -13 0 18 0.84 1.07 -13 0 17 117.71 5.47 -13 0 16 0.54 1.28 -13 0 15 3.63 1.61 -13 0 14 0.87 1.29 -13 0 13 10.56 2.36 -13 0 12 -0.29 1.53 -13 0 11 93.17 5.90 -13 0 10 -0.28 1.51 -13 0 9 4.24 1.99 -13 0 8 -0.35 1.65 -13 0 7 80.68 5.68 -13 0 6 -0.01 1.46 -13 0 5 1.36 1.71 -13 0 4 -0.82 1.70 -13 0 3 108.69 6.44 -13 0 2 -1.32 1.66 -13 0 1 218.63 8.72 -13 0 0 1.47 1.39 -13 0 -1 66.56 4.78 -13 0 -1 72.60 5.11 -13 0 -2 0.21 1.33 -13 0 -3 119.21 6.10 -13 0 -4 0.69 1.24 -13 0 -5 0.59 1.28 -13 0 -6 0.68 1.18 -13 0 -7 15.99 2.11 -13 0 -8 1.29 1.00 -13 1 19 5.02 1.15 -13 1 18 27.45 2.34 -13 -1 17 0.12 0.84 -13 1 17 -0.23 0.95 -13 -1 16 58.22 3.66 -13 1 16 59.01 3.68 -13 -1 15 1.83 1.17 -13 1 15 3.07 1.30 -13 -1 14 48.62 3.71 -13 1 14 39.91 3.32 -13 -1 13 1.63 1.19 -13 1 13 2.37 1.39 -13 -1 12 93.41 5.40 -13 1 12 83.94 4.85 -13 -1 11 4.22 1.70 -13 1 11 1.95 1.38 -13 -1 10 87.13 5.47 -13 1 10 74.43 4.70 -13 -1 9 149.36 7.29 -13 1 9 136.20 6.36 -13 -1 8 16.76 2.81 -13 1 8 11.82 2.23 -13 -1 7 8.49 2.34 -13 1 7 7.55 1.91 -13 -1 6 64.43 5.09 -13 1 6 50.82 4.02 -13 -1 5 16.13 2.95 -13 1 5 11.47 2.13 -13 -1 4 14.65 2.78 -13 1 4 9.31 2.02 -13 -1 3 26.99 3.53 -13 1 3 17.60 2.43 -13 -1 2 85.85 5.80 -13 -1 1 105.85 6.30 -13 -1 0 83.89 5.52 -13 -1 0 79.18 4.61 -13 1 0 91.11 5.33 -13 -1 -1 82.73 4.58 -13 1 -1 103.53 5.59 -13 -1 -2 193.10 6.76 -13 1 -2 207.49 7.74 -13 1 -3 103.08 5.46 -13 1 -4 2.79 1.44 -13 1 -5 0.46 1.14 -13 1 -6 28.39 2.68 -13 1 -7 89.97 4.30 -13 1 -8 42.07 2.77 13 -2 -14 11.81 1.59 13 -2 -13 6.75 1.43 13 -2 -12 117.64 4.93 13 -2 -11 41.13 3.19 13 -2 -10 213.85 7.04 13 -2 -9 41.11 3.34 13 -2 -8 2.53 1.37 13 -2 -7 14.12 2.10 13 -2 -6 6.15 1.66 13 -2 -5 7.48 1.75 13 -2 -4 159.05 5.84 13 -2 -3 34.68 2.77 13 -2 -2 31.77 2.47 -13 2 0 7.72 1.43 -14 0 17 -0.48 0.88 -14 0 16 31.24 2.59 -14 0 15 -0.88 1.18 -14 0 14 142.95 5.91 -14 0 13 0.06 1.18 -14 0 12 70.07 4.47 -14 0 11 -0.02 1.24 -14 0 10 84.95 4.99 -14 0 9 0.28 1.34 -14 0 8 0.73 1.30 -14 0 7 -0.36 1.35 -14 0 6 172.20 7.23 -14 0 5 0.03 1.39 -14 0 4 80.71 5.00 -14 0 3 0.90 1.28 -14 0 2 2.50 1.48 -14 0 1 -0.59 1.06 -14 0 1 0.53 1.09 -14 0 0 14.32 2.16 -14 0 -1 1.16 1.20 -14 0 -2 8.03 1.71 -14 0 -3 0.26 1.14 -14 0 -4 107.01 4.60 -14 0 -5 -0.58 0.79 -14 -1 15 76.29 3.62 -14 1 15 67.55 3.33 -14 -1 14 0.18 0.77 -14 1 14 1.39 0.88 -14 -1 13 6.16 1.43 -14 1 13 5.46 1.29 -14 -1 12 3.09 1.36 -14 1 12 2.56 1.17 -14 -1 11 8.42 1.75 -14 1 11 6.19 1.46 -14 -1 10 67.62 4.32 -14 1 10 58.43 3.63 -14 -1 9 16.62 2.36 -14 1 9 12.01 1.88 -14 -1 8 5.92 1.80 -14 1 8 5.64 1.34 -14 -1 7 19.08 2.65 -14 1 7 13.22 1.94 -14 -1 6 3.02 1.62 -14 1 6 5.01 1.30 -14 -1 5 19.96 2.71 14 -1 -4 0.67 0.94 -14 -1 4 0.33 1.30 -14 1 3 -0.44 1.10 -14 -1 3 1.92 1.11 -14 -1 3 0.19 1.15 -14 -1 2 59.39 3.47 -14 1 2 66.60 4.06 -14 -1 1 59.83 3.39 -14 1 1 62.94 3.89 -14 1 0 31.97 2.83 -14 1 -1 -0.02 0.99 -14 1 -2 1.30 1.02 -14 1 -3 7.57 1.45 -14 1 -4 2.19 0.99 -15 0 13 74.36 3.49 -15 0 12 -0.69 0.85 -15 0 11 48.88 3.10 -15 0 10 -0.89 0.96 -15 0 9 22.98 2.29 -15 0 8 0.23 0.94 -15 0 7 39.27 3.03 -15 0 6 0.29 0.87 -15 0 5 3.18 1.17 -15 0 4 -0.32 0.98 -15 0 4 0.12 0.84 -15 0 3 35.87 2.69 -15 0 2 0.06 0.86 -15 0 1 26.08 2.24 -15 -1 9 7.55 1.42 -15 -1 8 21.68 2.19 -15 1 7 0.17 0.73 -15 -1 7 -0.06 0.81 -15 1 6 12.49 1.59 -15 1 5 -0.15 0.76 -15 1 4 23.74 2.09 TITL 22Dub_VJ05_auto in P2(1)/n REM P2(1)/n (#14 in standard setting) CELL 1.54184 12.588060 3.944380 23.208962 90.0000 103.3011 90.0000 ZERR 4.00 0.000508 0.000143 0.000904 0.0000 0.0040 0.0000 LATT 1 SYMM -x+1/2, y+1/2,-z+1/2 SFAC C H N O S UNIT 56.00 44.00 4.00 4.00 4.00 REM CrysAlisPro recorded range (K): Min=152.8; max=153.2; aver:153.0 TEMP -120 SIZE 0.06 0.12 0.36 TREF HKLF 4 END _computing_structure_solution 'SHELXT 2014/4 (Sheldrick, 2014)' ; _shelx_hkl_checksum 57977 _olex2_date_sample_data_collection 2022-05-09 _olex2_exptl_crystal_mounting_method 'The crystal was mounted on a mylar loop in perfluoroether oil' _olex2_submission_original_sample_id VJ27 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.192 _oxdiff_exptl_absorpt_empirical_full_min 0.827