#------------------------------------------------------------------------------ #$Date: 2026-06-01 23:15:06 +0100 (Mon, 01 Jun 2026) $ #$Revision: 306154 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/73/1577327.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1577327 loop_ _publ_author_name 'Liu, Qiang' 'Yan, Chenxu' 'Li, Xie' 'Huang, Haiyang' 'Fan, Zheyu' 'Zhang, Jizhan' 'Zhang, Weiwei' 'Shi, Ping' 'Zhao, Yuzheng' 'Guo, Zhiqian' 'Zhu, Weihong' _publ_section_title ; Hydroxyl-radical-specific cascade photogeneration for oxygen-chain photocatalytic therapy ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D6SC03309A _journal_year 2026 _chemical_formula_moiety 'C28 H24 N4 S' _chemical_formula_sum 'C28 H24 N4 S' _chemical_formula_weight 448.57 _chemical_name_systematic QM-FN _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens geom _audit_creation_date 2025-06-13 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2025-08-22 deposited with the CCDC. 2026-06-01 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 11.0463(3) _cell_length_b 7.7452(3) _cell_length_c 53.7430(16) _cell_measurement_reflns_used 4595 _cell_measurement_temperature 200.00 _cell_measurement_theta_max 73.784 _cell_measurement_theta_min 3.289 _cell_volume 4598.0(3) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _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 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 200.00 _diffrn_detector 'photon counting detector' _diffrn_detector_area_resol_mean 7.9 _diffrn_detector_type 'PHOTON III detector' _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.969 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture PHOTON III' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'mirror optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0687 _diffrn_reflns_av_unetI/netI 0.0618 _diffrn_reflns_Laue_measured_fraction_full 0.987 _diffrn_reflns_Laue_measured_fraction_max 0.969 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 66 _diffrn_reflns_limit_l_min -65 _diffrn_reflns_number 26195 _diffrn_reflns_point_group_measured_fraction_full 0.987 _diffrn_reflns_point_group_measured_fraction_max 0.969 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 74.609 _diffrn_reflns_theta_min 3.289 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_current 1.0 _diffrn_source_power 0.05 _diffrn_source_type 'Incoatec I\ms Diamond II' _diffrn_source_voltage 50.0 _exptl_absorpt_coefficient_mu 1.426 _exptl_absorpt_correction_T_max 0.7538 _exptl_absorpt_correction_T_min 0.5996 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1286 before and 0.0708 after correction. The Ratio of minimum to maximum transmission is 0.7954. The \l/2 correction factor is Not present. ; _exptl_crystal_colour red _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.296 _exptl_crystal_description plate _exptl_crystal_F_000 1888 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.067 _exptl_crystal_size_min 0.006 _refine_diff_density_max 0.253 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.042 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 323 _refine_ls_number_reflns 4565 _refine_ls_number_restraints 50 _refine_ls_restrained_S_all 1.037 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0470 _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^)+(0.0469P)^2^+1.4991P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1159 _refine_ls_wR_factor_ref 0.1234 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3700 _reflns_number_total 4565 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc03309a2.cif _cod_data_source_block cu_20250612_y13230014_lq_qm_fna_a _cod_database_code 1577327 _shelx_shelxl_version_number 2018/3 _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. ; _shelx_estimated_absorpt_t_max 0.991 _shelx_estimated_absorpt_t_min 0.848 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances N1-C00W \\sim N1-C10 with sigma of 0.02 C11-C10 \\sim C00X-C00W with sigma of 0.02 3. Uiso/Uaniso restraints and constraints C00W \\sim C11 \\sim C00X \\sim N1 \\sim C10: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A 4. Others Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=1-FVAR(1) Sof(C00W)=Sof(H00M)=Sof(H00O)=Sof(C00X)=Sof(H00P)=Sof(H00Q)=Sof(H00R)=FVAR(1) 5.a Secondary CH2 refined with riding coordinates: C00W(H00M,H00O), C10(H10A,H10B) 5.b Aromatic/amide H refined with riding coordinates: C005(H005), C007(H007), C00A(H00A), C00B(H00B), C00C(H00C), C00F(H00F), C00G(H00G), C00H(H00H), C00N(H00N), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V) 5.c Idealised Me refined as rotating group: C00M(H00D,H00E,H00I), C00O(H00J,H00K,H00L), C00X(H00P,H00Q,H00R), C11(H11A, H11B,H11C) ; _shelx_res_file ; TITL cu_20250612_Y13230014_LQ_QM_FNa_a.res in Pbca cu_20250612_y13230014_lq_qm_fna_a.res created by SHELXL-2018/3 at 09:03:34 on 13-Jun-2025 REM Old TITL __TMP__ in Pbca REM SHELXT solution in Pbca: R1 0.147, Rweak 0.005, Alpha 0.027 REM 0.595 for 667 systematic absences, Orientation as input REM Formula found by SHELXT: C29 N3 S REM ##### CELL 1.54178 11.0463 7.7452 53.743 90 90 90 ZERR 8 0.0003 0.0003 0.0016 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H N S UNIT 224 192 32 8 SADI N1 C00W N1 C10 SADI C11 C10 C00X C00W SIMU 0.01 0.02 2 C00W C11 C00X N1 C10 L.S. 10 PLAN 3 SIZE 0.006 0.067 0.12 TEMP -73.15 CONF BOND LIST 4 MORE -1 BOND $H fmap 2 acta REM REM REM WGHT 0.046900 1.499100 SWAT 0.134033 0.5586 FVAR 0.32534 0.83292 S001 4 0.705462 0.376508 0.306895 11.00000 0.03030 0.03554 = 0.04804 0.00131 -0.00737 -0.00603 N1 3 0.578719 0.502710 0.420147 11.00000 0.04513 0.07009 = 0.05225 0.00008 0.00022 0.00197 N002 3 0.632811 0.288068 0.183116 11.00000 0.03845 0.03979 = 0.04734 -0.00524 0.00327 -0.00663 C003 1 0.620963 0.255276 0.261431 11.00000 0.02732 0.02286 = 0.05000 0.00016 -0.00460 0.00199 C005 1 0.531239 0.181150 0.246564 11.00000 0.02631 0.03086 = 0.05094 -0.00088 -0.00104 -0.00253 AFIX 43 H005 2 0.465471 0.123315 0.254327 11.00000 -1.20000 AFIX 0 C006 1 0.630632 0.274104 0.208605 11.00000 0.03089 0.02544 = 0.04972 -0.00215 0.00015 0.00280 C007 1 0.717108 0.335890 0.249059 11.00000 0.02614 0.02994 = 0.05371 -0.00255 -0.00619 -0.00226 AFIX 43 H007 2 0.780469 0.385647 0.258622 11.00000 -1.20000 AFIX 0 N008 3 1.074649 0.470959 0.387865 11.00000 0.05391 0.08157 = 0.05453 -0.01051 -0.00365 0.00246 C009 1 0.611295 0.252194 0.288511 11.00000 0.02604 0.02372 = 0.05056 0.00019 -0.00640 0.00200 C00A 1 0.722964 0.345509 0.223543 11.00000 0.02993 0.02834 = 0.05700 -0.00013 0.00128 -0.00249 AFIX 43 H00A 2 0.790010 0.400921 0.215876 11.00000 -1.20000 AFIX 0 C00B 1 0.535295 0.189415 0.221029 11.00000 0.02926 0.03226 = 0.05294 -0.00417 -0.00427 -0.00561 AFIX 43 H00B 2 0.472602 0.137011 0.211574 11.00000 -1.20000 AFIX 0 C00C 1 0.777333 0.439307 0.406513 11.00000 0.04502 0.03981 = 0.04256 -0.00081 -0.00399 -0.00170 AFIX 43 H00C 2 0.828344 0.395059 0.393790 11.00000 -1.20000 AFIX 0 C00D 1 0.634975 0.309715 0.334023 11.00000 0.03138 0.03501 = 0.04867 0.00306 -0.00803 0.00051 C00E 1 0.831979 0.499532 0.428442 11.00000 0.05253 0.03328 = 0.04006 0.00265 -0.00379 0.00085 C00F 1 0.544461 0.194369 0.328731 11.00000 0.03615 0.03623 = 0.05094 0.00641 -0.00435 -0.00402 AFIX 43 H00F 2 0.495596 0.141508 0.341122 11.00000 -1.20000 AFIX 0 C00G 1 0.671171 0.384365 0.357475 11.00000 0.03679 0.04007 = 0.04850 0.00412 -0.01099 -0.00164 AFIX 43 H00G 2 0.745855 0.445117 0.357890 11.00000 -1.20000 AFIX 0 C00H 1 0.531225 0.162273 0.303275 11.00000 0.03489 0.03030 = 0.05461 0.00124 -0.00672 -0.00683 AFIX 43 H00H 2 0.472271 0.085317 0.296745 11.00000 -1.20000 AFIX 0 C00I 1 0.655190 0.440398 0.402331 11.00000 0.04572 0.04376 = 0.04505 0.00423 -0.00288 -0.00317 C00J 1 0.749578 0.548765 0.448144 11.00000 0.05710 0.03543 = 0.04189 0.00409 0.00067 0.00241 C00K 1 1.023682 0.485521 0.406438 11.00000 0.04378 0.04795 = 0.05117 -0.00597 -0.01276 0.00105 C00L 1 0.959327 0.507848 0.429139 11.00000 0.05108 0.04274 = 0.04142 -0.00226 -0.00938 -0.00204 C00M 1 0.727521 0.383934 0.170732 11.00000 0.04080 0.04812 = 0.05732 0.00608 0.00309 -0.00492 AFIX 137 H00D 2 0.805671 0.327875 0.173770 11.00000 -1.50000 H00E 2 0.729657 0.502129 0.177226 11.00000 -1.50000 H00I 2 0.711455 0.386801 0.152804 11.00000 -1.50000 AFIX 0 C00N 1 0.607941 0.374914 0.378716 11.00000 0.04062 0.05102 = 0.05082 0.00233 -0.00803 -0.00600 AFIX 43 H00N 2 0.529734 0.323927 0.378428 11.00000 -1.20000 AFIX 0 C00O 1 0.536944 0.214256 0.168141 11.00000 0.04244 0.04923 = 0.05024 -0.00300 -0.00390 -0.00601 AFIX 137 H00J 2 0.551732 0.240183 0.150553 11.00000 -1.50000 H00K 2 0.459090 0.263770 0.173193 11.00000 -1.50000 H00L 2 0.535117 0.088852 0.170538 11.00000 -1.50000 AFIX 0 C00P 1 0.624293 0.549362 0.443418 11.00000 0.06248 0.04955 = 0.04211 0.00557 0.00338 0.00268 N00Q 3 1.104097 0.556940 0.465790 11.00000 0.07825 0.10373 = 0.06044 -0.01131 -0.02838 -0.00339 C00R 1 1.035808 0.537048 0.449914 11.00000 0.05934 0.05926 = 0.04886 -0.00233 -0.01288 -0.00214 C00S 1 0.788942 0.600699 0.472001 11.00000 0.07392 0.05787 = 0.04342 -0.00589 -0.00403 0.00593 AFIX 43 H00S 2 0.872976 0.597942 0.475740 11.00000 -1.20000 AFIX 0 C00T 1 0.587849 0.657608 0.484780 11.00000 0.09332 0.06134 = 0.04971 0.00067 0.01803 0.01330 AFIX 43 H00T 2 0.533057 0.697160 0.497156 11.00000 -1.20000 AFIX 0 C00U 1 0.709383 0.654839 0.489864 11.00000 0.09178 0.06180 = 0.04586 -0.00496 0.00330 0.00873 AFIX 43 H00U 2 0.738216 0.690339 0.505712 11.00000 -1.20000 AFIX 0 C00V 1 0.543828 0.604645 0.462275 11.00000 0.06567 0.06957 = 0.05778 0.00664 0.01196 0.00998 AFIX 43 H00V 2 0.459060 0.604963 0.459292 11.00000 -1.20000 AFIX 0 PART 1 C00W 1 0.450452 0.547271 0.413525 21.00000 0.04799 0.04957 = 0.06844 0.00518 -0.00307 0.00850 AFIX 23 H00M 2 0.444912 0.567222 0.395366 21.00000 -1.20000 H00O 2 0.427455 0.655802 0.422031 21.00000 -1.20000 AFIX 0 C00X 1 0.362512 0.406512 0.420804 21.00000 0.04302 0.06808 = 0.10455 0.00212 0.00456 0.00384 AFIX 137 H00P 2 0.378979 0.302604 0.410965 21.00000 -1.50000 H00Q 2 0.279548 0.445572 0.417636 21.00000 -1.50000 H00R 2 0.372000 0.380109 0.438531 21.00000 -1.50000 AFIX 0 PART 2 C10 1 0.449101 0.425298 0.418594 -21.00000 0.04540 0.05772 = 0.06888 0.00221 0.01127 -0.00291 AFIX 23 H10A 2 0.445118 0.326367 0.406959 -21.00000 -1.20000 H10B 2 0.418561 0.389602 0.435131 -21.00000 -1.20000 AFIX 0 C11 1 0.381755 0.582423 0.408587 -21.00000 0.04637 0.07496 = 0.09349 0.00287 0.00003 0.00325 AFIX 137 H11A 2 0.424990 0.628585 0.394120 -21.00000 -1.50000 H11B 2 0.377263 0.671116 0.421559 -21.00000 -1.50000 H11C 2 0.299716 0.548583 0.403648 -21.00000 -1.50000 AFIX 0 HKLF 4 REM cu_20250612_Y13230014_LQ_QM_FNa_a.res in Pbca REM wR2 = 0.1234, GooF = S = 1.039, Restrained GooF = 1.037 for all data REM R1 = 0.0470 for 3700 Fo > 4sig(Fo) and 0.0598 for all 4565 data REM 323 parameters refined using 50 restraints END WGHT 0.0467 1.5062 REM Highest difference peak 0.253, deepest hole -0.300, 1-sigma level 0.042 Q1 1 0.5754 0.3984 0.4211 11.00000 0.05 0.25 Q2 1 0.6315 0.3435 0.2938 11.00000 0.05 0.22 Q3 1 0.6351 0.3413 0.2546 11.00000 0.05 0.20 ; _shelx_res_checksum 80274 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' 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 S001 S 0.70546(4) 0.37651(6) 0.30689(2) 0.0380(2) Uani 1 1 d . . . . . N1 N 0.57872(17) 0.5027(3) 0.42015(3) 0.0558(5) Uani 1 1 d D U . . . N002 N 0.63281(15) 0.2881(2) 0.18312(3) 0.0419(4) Uani 1 1 d . . . . . C003 C 0.62096(16) 0.2553(2) 0.26143(3) 0.0334(4) Uani 1 1 d . . . . . C005 C 0.53124(16) 0.1811(2) 0.24656(3) 0.0360(4) Uani 1 1 d . . . . . H005 H 0.465471 0.123315 0.254327 0.043 Uiso 1 1 calc R U . . . C006 C 0.63063(16) 0.2741(2) 0.20861(3) 0.0353(4) Uani 1 1 d . . . . . C007 C 0.71711(16) 0.3359(2) 0.24906(4) 0.0366(4) Uani 1 1 d . . . . . H007 H 0.780469 0.385647 0.258622 0.044 Uiso 1 1 calc R U . . . N008 N 1.07465(19) 0.4710(3) 0.38787(4) 0.0633(6) Uani 1 1 d . . . . . C009 C 0.61129(15) 0.2522(2) 0.28851(3) 0.0334(4) Uani 1 1 d . . . . . C00A C 0.72296(17) 0.3455(2) 0.22354(4) 0.0384(4) Uani 1 1 d . . . . . H00A H 0.790010 0.400921 0.215876 0.046 Uiso 1 1 calc R U . . . C00B C 0.53530(17) 0.1894(2) 0.22103(3) 0.0382(4) Uani 1 1 d . . . . . H00B H 0.472602 0.137011 0.211574 0.046 Uiso 1 1 calc R U . . . C00C C 0.77733(19) 0.4393(3) 0.40651(3) 0.0425(5) Uani 1 1 d . . . . . H00C H 0.828344 0.395059 0.393790 0.051 Uiso 1 1 calc R U . . . C00D C 0.63498(17) 0.3097(3) 0.33402(3) 0.0384(4) Uani 1 1 d . . . . . C00E C 0.8320(2) 0.4995(3) 0.42844(3) 0.0420(5) Uani 1 1 d . . . . . C00F C 0.54446(18) 0.1944(3) 0.32873(4) 0.0411(5) Uani 1 1 d . . . . . H00F H 0.495596 0.141508 0.341122 0.049 Uiso 1 1 calc R U . . . C00G C 0.67117(19) 0.3844(3) 0.35747(3) 0.0418(5) Uani 1 1 d . . . . . H00G H 0.745855 0.445117 0.357890 0.050 Uiso 1 1 calc R U . . . C00H C 0.53123(18) 0.1623(2) 0.30327(4) 0.0399(4) Uani 1 1 d . . . . . H00H H 0.472271 0.085317 0.296745 0.048 Uiso 1 1 calc R U . . . C00I C 0.6552(2) 0.4404(3) 0.40233(4) 0.0448(5) Uani 1 1 d . . . . . C00J C 0.7496(2) 0.5488(3) 0.44814(3) 0.0448(5) Uani 1 1 d . . . . . C00K C 1.0237(2) 0.4855(3) 0.40644(4) 0.0476(5) Uani 1 1 d . . . . . C00L C 0.9593(2) 0.5078(3) 0.42914(4) 0.0451(5) Uani 1 1 d . . . . . C00M C 0.72752(19) 0.3839(3) 0.17073(4) 0.0487(5) Uani 1 1 d . . . . . H00D H 0.805671 0.327875 0.173770 0.073 Uiso 1 1 calc R U . . . H00E H 0.729657 0.502129 0.177226 0.073 Uiso 1 1 calc R U . . . H00I H 0.711455 0.386801 0.152804 0.073 Uiso 1 1 calc R U . . . C00N C 0.6079(2) 0.3749(3) 0.37872(4) 0.0475(5) Uani 1 1 d . . . . . H00N H 0.529734 0.323927 0.378428 0.057 Uiso 1 1 calc R U . . . C00O C 0.53694(19) 0.2143(3) 0.16814(4) 0.0473(5) Uani 1 1 d . . . . . H00J H 0.551732 0.240183 0.150553 0.071 Uiso 1 1 calc R U . . . H00K H 0.459090 0.263770 0.173193 0.071 Uiso 1 1 calc R U . . . H00L H 0.535117 0.088852 0.170538 0.071 Uiso 1 1 calc R U . . . C00P C 0.6243(2) 0.5494(3) 0.44342(4) 0.0514(5) Uani 1 1 d . . . . . N00Q N 1.1041(2) 0.5569(4) 0.46579(4) 0.0808(7) Uani 1 1 d . . . . . C00R C 1.0358(2) 0.5370(3) 0.44991(4) 0.0558(6) Uani 1 1 d . . . . . C00S C 0.7889(3) 0.6007(3) 0.47200(4) 0.0584(6) Uani 1 1 d . . . . . H00S H 0.872976 0.597942 0.475740 0.070 Uiso 1 1 calc R U . . . C00T C 0.5878(3) 0.6576(3) 0.48478(4) 0.0681(8) Uani 1 1 d . . . . . H00T H 0.533057 0.697160 0.497156 0.082 Uiso 1 1 calc R U . . . C00U C 0.7094(3) 0.6548(4) 0.48986(4) 0.0665(7) Uani 1 1 d . . . . . H00U H 0.738216 0.690339 0.505712 0.080 Uiso 1 1 calc R U . . . C00V C 0.5438(3) 0.6046(4) 0.46227(4) 0.0643(7) Uani 1 1 d . . . . . H00V H 0.459060 0.604963 0.459292 0.077 Uiso 1 1 calc R U . . . C00W C 0.4505(3) 0.5473(4) 0.41353(6) 0.0553(8) Uani 0.833(6) 1 d D U P A 1 H00M H 0.444912 0.567222 0.395366 0.066 Uiso 0.833(6) 1 calc R U P A 1 H00O H 0.427455 0.655802 0.422031 0.066 Uiso 0.833(6) 1 calc R U P A 1 C00X C 0.3625(3) 0.4065(5) 0.42080(7) 0.0719(10) Uani 0.833(6) 1 d D U P A 1 H00P H 0.378979 0.302604 0.410965 0.108 Uiso 0.833(6) 1 calc R U P A 1 H00Q H 0.279548 0.445572 0.417636 0.108 Uiso 0.833(6) 1 calc R U P A 1 H00R H 0.372000 0.380109 0.438531 0.108 Uiso 0.833(6) 1 calc R U P A 1 C10 C 0.4491(11) 0.425(2) 0.4186(3) 0.057(3) Uani 0.167(6) 1 d D U P A 2 H10A H 0.445118 0.326367 0.406959 0.069 Uiso 0.167(6) 1 calc R U P A 2 H10B H 0.418561 0.389602 0.435131 0.069 Uiso 0.167(6) 1 calc R U P A 2 C11 C 0.3818(17) 0.582(2) 0.4086(4) 0.072(4) Uani 0.167(6) 1 d D U P A 2 H11A H 0.424990 0.628585 0.394120 0.107 Uiso 0.167(6) 1 calc R U P A 2 H11B H 0.377263 0.671116 0.421559 0.107 Uiso 0.167(6) 1 calc R U P A 2 H11C H 0.299716 0.548583 0.403648 0.107 Uiso 0.167(6) 1 calc R U P A 2 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 S001 0.0303(3) 0.0355(3) 0.0480(3) 0.00131(18) -0.00737(17) -0.0060(2) N1 0.0451(11) 0.0701(13) 0.0522(10) 0.0001(9) 0.0002(8) 0.0020(10) N002 0.0385(9) 0.0398(9) 0.0473(8) -0.0052(7) 0.0033(6) -0.0066(8) C003 0.0273(9) 0.0229(8) 0.0500(10) 0.0002(7) -0.0046(7) 0.0020(8) C005 0.0263(9) 0.0309(9) 0.0509(10) -0.0009(7) -0.0010(7) -0.0025(8) C006 0.0309(9) 0.0254(9) 0.0497(10) -0.0021(7) 0.0002(7) 0.0028(8) C007 0.0261(9) 0.0299(9) 0.0537(10) -0.0025(7) -0.0062(7) -0.0023(8) N008 0.0539(12) 0.0816(15) 0.0545(11) -0.0105(10) -0.0036(9) 0.0025(11) C009 0.0260(8) 0.0237(8) 0.0506(9) 0.0002(7) -0.0064(7) 0.0020(8) C00A 0.0299(10) 0.0283(10) 0.0570(11) -0.0001(7) 0.0013(7) -0.0025(8) C00B 0.0293(10) 0.0323(10) 0.0529(10) -0.0042(8) -0.0043(7) -0.0056(8) C00C 0.0450(12) 0.0398(11) 0.0426(9) -0.0008(8) -0.0040(8) -0.0017(9) C00D 0.0314(10) 0.0350(10) 0.0487(10) 0.0031(8) -0.0080(7) 0.0005(8) C00E 0.0525(12) 0.0333(10) 0.0401(9) 0.0027(7) -0.0038(8) 0.0009(9) C00F 0.0361(10) 0.0362(10) 0.0509(10) 0.0064(8) -0.0043(8) -0.0040(9) C00G 0.0368(10) 0.0401(11) 0.0485(10) 0.0041(8) -0.0110(8) -0.0016(9) C00H 0.0349(10) 0.0303(9) 0.0546(11) 0.0012(7) -0.0067(8) -0.0068(9) C00I 0.0457(12) 0.0438(11) 0.0450(10) 0.0042(8) -0.0029(8) -0.0032(10) C00J 0.0571(13) 0.0354(10) 0.0419(10) 0.0041(8) 0.0007(9) 0.0024(10) C00K 0.0438(12) 0.0479(12) 0.0512(12) -0.0060(9) -0.0128(9) 0.0010(10) C00L 0.0511(13) 0.0427(11) 0.0414(10) -0.0023(8) -0.0094(8) -0.0020(10) C00M 0.0408(12) 0.0481(13) 0.0573(12) 0.0061(9) 0.0031(9) -0.0049(10) C00N 0.0406(11) 0.0510(12) 0.0508(11) 0.0023(9) -0.0080(8) -0.0060(10) C00O 0.0424(12) 0.0492(12) 0.0502(11) -0.0030(9) -0.0039(8) -0.0060(10) C00P 0.0625(14) 0.0496(12) 0.0421(10) 0.0056(9) 0.0034(9) 0.0027(12) N00Q 0.0783(16) 0.1037(19) 0.0604(12) -0.0113(12) -0.0284(11) -0.0034(15) C00R 0.0593(15) 0.0593(14) 0.0489(11) -0.0023(10) -0.0129(10) -0.0021(12) C00S 0.0739(17) 0.0579(14) 0.0434(11) -0.0059(9) -0.0040(10) 0.0059(13) C00T 0.093(2) 0.0613(16) 0.0497(12) 0.0007(11) 0.0180(12) 0.0133(16) C00U 0.092(2) 0.0618(16) 0.0459(11) -0.0050(10) 0.0033(11) 0.0087(15) C00V 0.0657(16) 0.0696(17) 0.0578(13) 0.0066(11) 0.0120(11) 0.0100(14) C00W 0.0480(18) 0.0496(18) 0.0684(17) 0.0052(13) -0.0031(13) 0.0085(16) C00X 0.0430(19) 0.068(2) 0.105(2) 0.0021(18) 0.0046(16) 0.0038(17) C10 0.045(6) 0.058(6) 0.069(5) 0.002(5) 0.011(5) -0.003(5) C11 0.046(8) 0.075(9) 0.093(8) 0.003(7) 0.000(7) 0.003(8) 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' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C009 S001 C00D 92.54(9) . . ? C00I N1 C00P 119.79(19) . . ? C00I N1 C00W 119.9(2) . . ? C00I N1 C10 113.3(6) . . ? C00P N1 C00W 119.6(2) . . ? C00P N1 C10 118.7(6) . . ? C006 N002 C00M 120.80(16) . . ? C006 N002 C00O 120.68(16) . . ? C00M N002 C00O 118.45(16) . . ? C005 C003 C007 116.75(17) . . ? C005 C003 C009 120.79(16) . . ? C007 C003 C009 122.44(16) . . ? C003 C005 H005 119.0 . . ? C00B C005 C003 121.93(17) . . ? C00B C005 H005 119.0 . . ? N002 C006 C00A 121.58(17) . . ? N002 C006 C00B 121.47(16) . . ? C00B C006 C00A 116.95(17) . . ? C003 C007 H007 118.9 . . ? C00A C007 C003 122.25(17) . . ? C00A C007 H007 118.9 . . ? C003 C009 S001 121.13(13) . . ? C00H C009 S001 109.82(14) . . ? C00H C009 C003 129.03(16) . . ? C006 C00A H00A 119.6 . . ? C007 C00A C006 120.82(17) . . ? C007 C00A H00A 119.6 . . ? C005 C00B C006 121.28(17) . . ? C005 C00B H00B 119.4 . . ? C006 C00B H00B 119.4 . . ? C00E C00C H00C 118.0 . . ? C00I C00C H00C 118.0 . . ? C00I C00C C00E 124.1(2) . . ? C00F C00D S001 110.36(14) . . ? C00F C00D C00G 130.12(19) . . ? C00G C00D S001 119.40(15) . . ? C00C C00E C00J 115.5(2) . . ? C00C C00E C00L 117.83(18) . . ? C00L C00E C00J 126.62(18) . . ? C00D C00F H00F 123.4 . . ? C00D C00F C00H 113.28(18) . . ? C00H C00F H00F 123.4 . . ? C00D C00G H00G 117.4 . . ? C00N C00G C00D 125.3(2) . . ? C00N C00G H00G 117.4 . . ? C009 C00H C00F 113.99(17) . . ? C009 C00H H00H 123.0 . . ? C00F C00H H00H 123.0 . . ? N1 C00I C00C 119.83(18) . . ? N1 C00I C00N 120.68(19) . . ? C00C C00I C00N 119.49(19) . . ? C00P C00J C00E 119.17(18) . . ? C00P C00J C00S 117.8(2) . . ? C00S C00J C00E 123.1(2) . . ? N008 C00K C00L 178.4(3) . . ? C00E C00L C00K 118.08(17) . . ? C00E C00L C00R 128.5(2) . . ? C00R C00L C00K 113.4(2) . . ? N002 C00M H00D 109.5 . . ? N002 C00M H00E 109.5 . . ? N002 C00M H00I 109.5 . . ? H00D C00M H00E 109.5 . . ? H00D C00M H00I 109.5 . . ? H00E C00M H00I 109.5 . . ? C00G C00N C00I 122.3(2) . . ? C00G C00N H00N 118.9 . . ? C00I C00N H00N 118.9 . . ? N002 C00O H00J 109.5 . . ? N002 C00O H00K 109.5 . . ? N002 C00O H00L 109.5 . . ? H00J C00O H00K 109.5 . . ? H00J C00O H00L 109.5 . . ? H00K C00O H00L 109.5 . . ? N1 C00P C00J 121.04(19) . . ? N1 C00P C00V 119.6(2) . . ? C00J C00P C00V 119.3(2) . . ? N00Q C00R C00L 175.4(3) . . ? C00J C00S H00S 119.1 . . ? C00U C00S C00J 121.8(2) . . ? C00U C00S H00S 119.1 . . ? C00U C00T H00T 119.3 . . ? C00V C00T H00T 119.3 . . ? C00V C00T C00U 121.4(2) . . ? C00S C00U C00T 119.6(2) . . ? C00S C00U H00U 120.2 . . ? C00T C00U H00U 120.2 . . ? C00P C00V H00V 120.0 . . ? C00T C00V C00P 120.1(3) . . ? C00T C00V H00V 120.0 . . ? N1 C00W H00M 109.1 . . ? N1 C00W H00O 109.1 . . ? N1 C00W C00X 112.3(3) . . ? H00M C00W H00O 107.9 . . ? C00X C00W H00M 109.1 . . ? C00X C00W H00O 109.1 . . ? C00W C00X H00P 109.5 . . ? C00W C00X H00Q 109.5 . . ? C00W C00X H00R 109.5 . . ? H00P C00X H00Q 109.5 . . ? H00P C00X H00R 109.5 . . ? H00Q C00X H00R 109.5 . . ? N1 C10 H10A 111.9 . . ? N1 C10 H10B 111.9 . . ? H10A C10 H10B 109.6 . . ? C11 C10 N1 99.2(11) . . ? C11 C10 H10A 111.9 . . ? C11 C10 H10B 111.9 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? 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 S001 C009 1.7278(18) . ? S001 C00D 1.7319(19) . ? N1 C00I 1.365(3) . ? N1 C00P 1.396(3) . ? N1 C00W 1.501(4) . ? N1 C10 1.555(13) . ? N002 C006 1.374(2) . ? N002 C00M 1.445(3) . ? N002 C00O 1.448(2) . ? C003 C005 1.397(2) . ? C003 C007 1.400(3) . ? C003 C009 1.460(3) . ? C005 H005 0.9500 . ? C005 C00B 1.375(3) . ? C006 C00A 1.411(3) . ? C006 C00B 1.409(3) . ? C007 H007 0.9500 . ? C007 C00A 1.375(3) . ? N008 C00K 1.152(3) . ? C009 C00H 1.377(3) . ? C00A H00A 0.9500 . ? C00B H00B 0.9500 . ? C00C H00C 0.9500 . ? C00C C00E 1.404(3) . ? C00C C00I 1.368(3) . ? C00D C00F 1.371(3) . ? C00D C00G 1.443(3) . ? C00E C00J 1.447(3) . ? C00E C00L 1.409(3) . ? C00F H00F 0.9500 . ? C00F C00H 1.398(3) . ? C00G H00G 0.9500 . ? C00G C00N 1.340(3) . ? C00H H00H 0.9500 . ? C00I C00N 1.463(3) . ? C00J C00P 1.407(3) . ? C00J C00S 1.412(3) . ? C00K C00L 1.423(3) . ? C00L C00R 1.418(3) . ? C00M H00D 0.9800 . ? C00M H00E 0.9800 . ? C00M H00I 0.9800 . ? C00N H00N 0.9500 . ? C00O H00J 0.9800 . ? C00O H00K 0.9800 . ? C00O H00L 0.9800 . ? C00P C00V 1.414(3) . ? N00Q C00R 1.149(3) . ? C00S H00S 0.9500 . ? C00S C00U 1.367(3) . ? C00T H00T 0.9500 . ? C00T C00U 1.370(4) . ? C00T C00V 1.367(4) . ? C00U H00U 0.9500 . ? C00V H00V 0.9500 . ? C00W H00M 0.9900 . ? C00W H00O 0.9900 . ? C00W C00X 1.512(5) . ? C00X H00P 0.9800 . ? C00X H00Q 0.9800 . ? C00X H00R 0.9800 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C10 C11 1.524(16) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? 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 S001 C009 C00H C00F 0.7(2) . . . . ? S001 C00D C00F C00H -0.8(2) . . . . ? S001 C00D C00G C00N 164.12(18) . . . . ? N1 C00I C00N C00G 149.8(2) . . . . ? N1 C00P C00V C00T -177.2(2) . . . . ? N002 C006 C00A C007 177.59(17) . . . . ? N002 C006 C00B C005 -177.63(17) . . . . ? C003 C005 C00B C006 -0.2(3) . . . . ? C003 C007 C00A C006 0.3(3) . . . . ? C003 C009 C00H C00F -177.68(18) . . . . ? C005 C003 C007 C00A 1.2(3) . . . . ? C005 C003 C009 S001 -167.86(14) . . . . ? C005 C003 C009 C00H 10.4(3) . . . . ? C007 C003 C005 C00B -1.3(3) . . . . ? C007 C003 C009 S001 10.2(2) . . . . ? C007 C003 C009 C00H -171.58(18) . . . . ? C009 S001 C00D C00F 1.00(15) . . . . ? C009 S001 C00D C00G -175.58(16) . . . . ? C009 C003 C005 C00B 176.88(17) . . . . ? C009 C003 C007 C00A -176.89(17) . . . . ? C00A C006 C00B C005 1.7(3) . . . . ? C00B C006 C00A C007 -1.7(3) . . . . ? C00C C00E C00J C00P -6.0(3) . . . . ? C00C C00E C00J C00S 175.5(2) . . . . ? C00C C00E C00L C00K 11.3(3) . . . . ? C00C C00E C00L C00R -169.0(2) . . . . ? C00C C00I C00N C00G -30.1(3) . . . . ? C00D S001 C009 C003 177.58(15) . . . . ? C00D S001 C009 C00H -0.98(15) . . . . ? C00D C00F C00H C009 0.0(3) . . . . ? C00D C00G C00N C00I 174.4(2) . . . . ? C00E C00C C00I N1 -0.1(3) . . . . ? C00E C00C C00I C00N 179.8(2) . . . . ? C00E C00J C00P N1 0.3(3) . . . . ? C00E C00J C00P C00V -177.2(2) . . . . ? C00E C00J C00S C00U 176.6(2) . . . . ? C00F C00D C00G C00N -11.7(4) . . . . ? C00G C00D C00F C00H 175.3(2) . . . . ? C00I N1 C00P C00J 6.1(3) . . . . ? C00I N1 C00P C00V -176.5(2) . . . . ? C00I N1 C00W C00X 99.7(3) . . . . ? C00I N1 C10 C11 -107.5(10) . . . . ? C00I C00C C00E C00J 6.1(3) . . . . ? C00I C00C C00E C00L -173.3(2) . . . . ? C00J C00E C00L C00K -168.08(19) . . . . ? C00J C00E C00L C00R 11.6(4) . . . . ? C00J C00P C00V C00T 0.3(4) . . . . ? C00J C00S C00U C00T 0.7(4) . . . . ? C00L C00E C00J C00P 173.4(2) . . . . ? C00L C00E C00J C00S -5.1(3) . . . . ? C00M N002 C006 C00A -2.9(3) . . . . ? C00M N002 C006 C00B 176.38(18) . . . . ? C00O N002 C006 C00A -179.82(18) . . . . ? C00O N002 C006 C00B -0.5(3) . . . . ? C00P N1 C00I C00C -6.2(3) . . . . ? C00P N1 C00I C00N 174.0(2) . . . . ? C00P N1 C00W C00X -90.0(3) . . . . ? C00P N1 C10 C11 103.9(10) . . . . ? C00P C00J C00S C00U -1.9(4) . . . . ? C00S C00J C00P N1 178.8(2) . . . . ? C00S C00J C00P C00V 1.3(3) . . . . ? C00U C00T C00V C00P -1.6(4) . . . . ? C00V C00T C00U C00S 1.0(4) . . . . ? C00W N1 C00I C00C 164.1(2) . . . . ? C00W N1 C00I C00N -15.7(3) . . . . ? C00W N1 C00P C00J -164.3(2) . . . . ? C00W N1 C00P C00V 13.2(3) . . . . ? C10 N1 C00I C00C -154.3(6) . . . . ? C10 N1 C00I C00N 25.8(7) . . . . ? C10 N1 C00P C00J 152.5(7) . . . . ? C10 N1 C00P C00V -30.0(7) . . . . ?