#------------------------------------------------------------------------------ #$Date: 2021-10-03 03:38:13 +0300 (Sun, 03 Oct 2021) $ #$Revision: 269452 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/06/09/7060988.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_7060988 loop_ _publ_author_name 'Arumugam, Shanmugapriya' 'Giriraj, Kalaiarasi' 'Manoharan, Ravi' 'Sparkes, Hazel Anne' 'Palaniappan, Kalaivani' 'Prabhakaran, Rathinasabapathi' _publ_section_title ; Palladium mediated C-O bond activation of benzopyrone in 4-oxo-4H-chromone-3-carbaldehyde-4(N)-substituted thiosemicarbazone: Synthesis, structure, nucleic acid/albumin interaction, DNA cleavage, antioxidant and cytotoxic studies ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D1NJ04076F _journal_year 2021 _chemical_formula_moiety 'C31 H27 Cl N3 O2 P Pd S' _chemical_formula_sum 'C31 H27 Cl N3 O2 P Pd S' _chemical_formula_weight 678.43 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2017-05-08 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335) ; _audit_update_record ; 2019-10-15 deposited with the CCDC. 2021-09-20 downloaded from the CCDC. ; _cell_angle_alpha 83.771(3) _cell_angle_beta 83.572(3) _cell_angle_gamma 68.836(3) _cell_formula_units_Z 2 _cell_length_a 11.2795(6) _cell_length_b 11.5534(6) _cell_length_c 11.9252(7) _cell_measurement_reflns_used 7096 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 27.78 _cell_measurement_theta_min 2.18 _cell_volume 1436.23(14) _computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)' _computing_data_collection 'Bruker Apex suite' _computing_data_reduction 'SAINT v8.37A (Bruker, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'Bruker area detector' _diffrn_detector_type 'CCD area detector' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device 'Bruker Apex II kappa CCD area detector' _diffrn_measurement_device_type 'Bruker Apex II kappa CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_unetI/netI 0.0370 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 26615 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.940 _diffrn_reflns_theta_min 1.723 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.902 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.5982 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0704 before and 0.0456 after correction. The Ratio of minimum to maximum transmission is 0.8023. The \l/2 correction factor is Not present.' _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.569 _exptl_crystal_description block _exptl_crystal_F_000 688 _exptl_crystal_size_max 0.357 _exptl_crystal_size_mid 0.139 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.418 _refine_diff_density_min -0.574 _refine_diff_density_rms 0.077 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 366 _refine_ls_number_reflns 6865 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.025 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0270 _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^)+(0.0237P)^2^+0.6878P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.0604 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5792 _reflns_number_total 6865 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1nj04076f2.cif _cod_data_source_block testt1 _cod_database_code 7060988 _shelxl_version_number 2013-4 _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. ; _shelx_estimated_absorpt_t_max 0.931 _shelx_estimated_absorpt_t_min 0.739 _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.a Secondary CH2 refined with riding coordinates: C12(H12A,H12B) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31) 2.c Idealised Me refined as rotating group: C13(H13A,H13B,H13C) ; _shelx_res_file ; TITL testt1_a.res in P-1 REM Old TITL testt1 in P-1 REM SHELXT solution in P-1 REM R1 0.055, Rweak 0.004, Alpha 0.037, Orientation as input REM Formula found by SHELXT: C31 N3 O2 S2 Cl Pd CELL 0.71073 11.2795 11.5534 11.9252 83.771 83.572 68.836 ZERR 2 0.0006 0.0006 0.0007 0.003 0.003 0.003 LATT 1 SFAC C H Cl N O P Pd S UNIT 62 54 2 6 4 2 2 2 L.S. 4 PLAN 5 SIZE 0.08 0.139 0.357 TEMP -173(2) BOND $H list 4 fmap 2 ACTA REM REM REM WGHT 0.023700 0.687800 FVAR 0.42624 PD1 7 0.370376 0.454137 0.717604 11.00000 0.01067 0.00880 = 0.00978 0.00005 -0.00075 -0.00296 CL1 3 0.163958 0.456411 0.714048 11.00000 0.01117 0.01567 = 0.01994 0.00104 -0.00176 -0.00468 S1 8 0.571231 0.460063 0.709423 11.00000 0.01202 0.01198 = 0.01551 0.00315 -0.00296 -0.00388 P1 6 0.415735 0.288841 0.844778 11.00000 0.01208 0.00956 = 0.00971 -0.00003 -0.00057 -0.00316 O1 5 0.025533 1.134881 0.335504 11.00000 0.01906 0.01435 = 0.02411 0.00520 -0.00405 -0.00373 O2 5 0.225614 0.993017 0.428694 11.00000 0.01752 0.01370 = 0.02583 0.00359 -0.00720 -0.00687 N1 4 0.335263 0.609607 0.604481 11.00000 0.01100 0.01234 = 0.01163 -0.00173 0.00056 -0.00569 N2 4 0.433330 0.651340 0.571034 11.00000 0.01049 0.01104 = 0.01272 -0.00062 -0.00071 -0.00488 N3 4 0.640642 0.633553 0.570738 11.00000 0.01157 0.01273 = 0.01809 0.00087 -0.00321 -0.00424 C1 1 0.002635 1.029481 0.325852 11.00000 0.01417 0.01880 = 0.01205 0.00059 0.00067 -0.00371 C2 1 -0.101860 1.039971 0.267368 11.00000 0.01461 0.02754 = 0.01683 0.00533 -0.00199 -0.00303 AFIX 43 H2 2 -0.155464 1.119366 0.238579 11.00000 -1.20000 AFIX 0 C3 1 -0.126946 0.935171 0.251569 11.00000 0.01715 0.04743 = 0.01559 0.00267 -0.00473 -0.01680 AFIX 43 H3 2 -0.196802 0.942926 0.209925 11.00000 -1.20000 AFIX 0 C4 1 -0.052185 0.817962 0.295283 11.00000 0.02639 0.03332 = 0.01992 0.00198 -0.00493 -0.01991 AFIX 43 H4 2 -0.070850 0.746359 0.284093 11.00000 -1.20000 AFIX 0 C5 1 0.049603 0.807489 0.355208 11.00000 0.02124 0.02122 = 0.01675 0.00234 -0.00206 -0.01099 AFIX 43 H5 2 0.101077 0.727816 0.385333 11.00000 -1.20000 AFIX 0 C6 1 0.078441 0.912782 0.372448 11.00000 0.01275 0.01636 = 0.01033 0.00178 -0.00026 -0.00460 C7 1 0.189920 0.902842 0.431728 11.00000 0.01433 0.01266 = 0.01200 -0.00149 0.00125 -0.00298 C8 1 0.264913 0.787177 0.493953 11.00000 0.01490 0.01290 = 0.01132 -0.00059 -0.00241 -0.00361 C9 1 0.234020 0.690003 0.557528 11.00000 0.01164 0.01195 = 0.01428 -0.00171 -0.00177 -0.00447 AFIX 43 H9 2 0.151908 0.683393 0.565414 11.00000 -1.20000 AFIX 0 C10 1 0.393013 0.758163 0.505514 11.00000 0.01463 0.01133 = 0.01130 -0.00052 -0.00026 -0.00551 AFIX 43 H10 2 0.443655 0.805291 0.472966 11.00000 -1.20000 AFIX 0 C11 1 0.557847 0.587248 0.610392 11.00000 0.01381 0.01057 = 0.01148 -0.00187 -0.00274 -0.00105 C12 1 0.770332 0.576765 0.607209 11.00000 0.01166 0.01911 = 0.02597 0.00214 -0.00464 -0.00448 AFIX 23 H12A 2 0.817082 0.501218 0.566320 11.00000 -1.20000 H12B 2 0.766590 0.551605 0.689194 11.00000 -1.20000 AFIX 0 C13 1 0.839809 0.666753 0.584098 11.00000 0.01966 0.02720 = 0.03303 0.00571 -0.01014 -0.01269 AFIX 137 H13A 2 0.845410 0.689900 0.502676 11.00000 -1.50000 H13B 2 0.925894 0.627745 0.609783 11.00000 -1.50000 H13C 2 0.793529 0.741421 0.624730 11.00000 -1.50000 AFIX 0 C14 1 0.286700 0.299454 0.953293 11.00000 0.01042 0.01569 = 0.01042 0.00046 -0.00200 -0.00327 C15 1 0.223122 0.411777 1.002428 11.00000 0.01888 0.01599 = 0.01840 -0.00066 0.00193 -0.00593 AFIX 43 H15 2 0.247088 0.481950 0.978521 11.00000 -1.20000 AFIX 0 C16 1 0.125082 0.421413 1.086025 11.00000 0.02049 0.02141 = 0.01750 -0.00314 0.00203 -0.00139 AFIX 43 H16 2 0.082960 0.497730 1.120303 11.00000 -1.20000 AFIX 0 C17 1 0.088321 0.319970 1.119756 11.00000 0.01648 0.03072 = 0.01356 0.00151 0.00190 -0.00554 AFIX 43 H17 2 0.020720 0.326952 1.176833 11.00000 -1.20000 AFIX 0 C18 1 0.149818 0.208664 1.070517 11.00000 0.01923 0.02399 = 0.01869 0.00372 -0.00091 -0.01124 AFIX 43 H18 2 0.124533 0.139170 1.093846 11.00000 -1.20000 AFIX 0 C19 1 0.248532 0.198230 0.986981 11.00000 0.01774 0.01756 = 0.01319 -0.00003 -0.00101 -0.00694 AFIX 43 H19 2 0.290125 0.121822 0.952731 11.00000 -1.20000 AFIX 0 C20 1 0.448224 0.144029 0.780674 11.00000 0.01416 0.01139 = 0.01209 -0.00207 0.00294 -0.00549 C21 1 0.394147 0.146541 0.680328 11.00000 0.01133 0.01452 = 0.01355 0.00058 0.00032 -0.00453 AFIX 43 H21 2 0.342287 0.223590 0.645802 11.00000 -1.20000 AFIX 0 C22 1 0.416171 0.036233 0.630847 11.00000 0.01630 0.01999 = 0.01511 -0.00602 -0.00115 -0.00749 AFIX 43 H22 2 0.378401 0.037533 0.563185 11.00000 -1.20000 AFIX 0 C23 1 0.493736 -0.075839 0.680985 11.00000 0.02496 0.01405 = 0.02435 -0.00639 -0.00175 -0.00602 AFIX 43 H23 2 0.510568 -0.150943 0.646204 11.00000 -1.20000 AFIX 0 C24 1 0.546982 -0.079255 0.781503 11.00000 0.02716 0.01167 = 0.02210 0.00027 -0.00361 -0.00351 AFIX 43 H24 2 0.599066 -0.156356 0.815770 11.00000 -1.20000 AFIX 0 C25 1 0.523549 0.030598 0.831362 11.00000 0.02286 0.01386 = 0.01465 -0.00171 -0.00267 -0.00449 AFIX 43 H25 2 0.559006 0.028601 0.900461 11.00000 -1.20000 AFIX 0 C26 1 0.556194 0.265233 0.919262 11.00000 0.01507 0.01123 = 0.01300 0.00343 -0.00223 -0.00572 C27 1 0.677146 0.205022 0.867377 11.00000 0.01746 0.02021 = 0.01184 -0.00009 -0.00061 -0.00395 AFIX 43 H27 2 0.685081 0.170797 0.796802 11.00000 -1.20000 AFIX 0 C28 1 0.785671 0.194650 0.917676 11.00000 0.01441 0.02680 = 0.01868 0.00414 -0.00140 -0.00417 AFIX 43 H28 2 0.867475 0.152177 0.882128 11.00000 -1.20000 AFIX 0 C29 1 0.775538 0.245779 1.019310 11.00000 0.02202 0.02938 = 0.02329 0.00489 -0.00974 -0.01238 AFIX 43 H29 2 0.850061 0.239907 1.053118 11.00000 -1.20000 AFIX 0 C30 1 0.655654 0.305848 1.071769 11.00000 0.02807 0.02424 = 0.01688 -0.00329 -0.00587 -0.01201 AFIX 43 H30 2 0.648276 0.340437 1.142069 11.00000 -1.20000 AFIX 0 C31 1 0.547132 0.315584 1.022339 11.00000 0.02004 0.01432 = 0.01713 -0.00173 -0.00172 -0.00475 AFIX 43 H31 2 0.465577 0.356952 1.058878 11.00000 -1.20000 AFIX 0 H1 2 0.096744 1.108179 0.363522 11.00000 0.05762 HKLF 4 REM testt1_a.res in P-1 REM R1 = 0.0270 for 5792 Fo > 4sig(Fo) and 0.0363 for all 6865 data REM 366 parameters refined using 0 restraints END WGHT 0.0237 0.6865 REM Highest difference peak 0.418, deepest hole -0.574, 1-sigma level 0.077 Q1 1 0.2441 0.7394 0.5118 11.00000 0.05 0.42 Q2 1 0.4560 0.1961 0.7992 11.00000 0.05 0.39 Q3 1 0.3377 0.2980 0.9059 11.00000 0.05 0.39 Q4 1 0.5561 0.5371 0.6722 11.00000 0.05 0.38 Q5 1 0.4160 0.7182 0.5565 11.00000 0.05 0.37 ; _shelx_res_checksum 86534 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 Pd1 Pd 0.37038(2) 0.45414(2) 0.71760(2) 0.00994(5) Uani 1 1 d . . . . . Cl1 Cl 0.16396(5) 0.45641(5) 0.71405(4) 0.01575(11) Uani 1 1 d . . . . . S1 S 0.57123(5) 0.46006(5) 0.70942(4) 0.01345(11) Uani 1 1 d . . . . . P1 P 0.41574(5) 0.28884(5) 0.84478(4) 0.01071(11) Uani 1 1 d . . . . . O1 O 0.02553(16) 1.13488(15) 0.33550(14) 0.0201(3) Uani 1 1 d . . . . . O2 O 0.22561(14) 0.99302(14) 0.42869(13) 0.0186(3) Uani 1 1 d . . . . . N1 N 0.33526(16) 0.60961(16) 0.60448(14) 0.0113(3) Uani 1 1 d . . . . . N2 N 0.43333(16) 0.65134(15) 0.57103(14) 0.0112(3) Uani 1 1 d . . . . . N3 N 0.64064(16) 0.63355(16) 0.57074(15) 0.0141(4) Uani 1 1 d . . . . . C1 C 0.0026(2) 1.0295(2) 0.32585(17) 0.0159(4) Uani 1 1 d . . . . . C2 C -0.1019(2) 1.0400(2) 0.26737(18) 0.0214(5) Uani 1 1 d . . . . . H2 H -0.1555 1.1194 0.2386 0.026 Uiso 1 1 calc R . . . . C3 C -0.1269(2) 0.9352(3) 0.25157(19) 0.0253(5) Uani 1 1 d . . . . . H3 H -0.1968 0.9429 0.2099 0.030 Uiso 1 1 calc R . . . . C4 C -0.0522(2) 0.8180(2) 0.29528(19) 0.0240(5) Uani 1 1 d . . . . . H4 H -0.0709 0.7464 0.2841 0.029 Uiso 1 1 calc R . . . . C5 C 0.0496(2) 0.8075(2) 0.35521(18) 0.0190(5) Uani 1 1 d . . . . . H5 H 0.1011 0.7278 0.3853 0.023 Uiso 1 1 calc R . . . . C6 C 0.07844(19) 0.9128(2) 0.37245(17) 0.0136(4) Uani 1 1 d . . . . . C7 C 0.1899(2) 0.90284(19) 0.43173(17) 0.0136(4) Uani 1 1 d . . . . . C8 C 0.2649(2) 0.78718(19) 0.49395(17) 0.0133(4) Uani 1 1 d . . . . . C9 C 0.23402(19) 0.69000(19) 0.55753(17) 0.0124(4) Uani 1 1 d . . . . . H9 H 0.1519 0.6834 0.5654 0.015 Uiso 1 1 calc R . . . . C10 C 0.39301(19) 0.75816(19) 0.50551(16) 0.0122(4) Uani 1 1 d . . . . . H10 H 0.4437 0.8053 0.4730 0.015 Uiso 1 1 calc R . . . . C11 C 0.55785(19) 0.58725(19) 0.61039(17) 0.0126(4) Uani 1 1 d . . . . . C12 C 0.7703(2) 0.5768(2) 0.6072(2) 0.0192(5) Uani 1 1 d . . . . . H12A H 0.8171 0.5012 0.5663 0.023 Uiso 1 1 calc R . . . . H12B H 0.7666 0.5516 0.6892 0.023 Uiso 1 1 calc R . . . . C13 C 0.8398(2) 0.6668(2) 0.5841(2) 0.0254(5) Uani 1 1 d . . . . . H13A H 0.8454 0.6899 0.5027 0.038 Uiso 1 1 calc GR . . . . H13B H 0.9259 0.6277 0.6098 0.038 Uiso 1 1 calc GR . . . . H13C H 0.7935 0.7414 0.6247 0.038 Uiso 1 1 calc GR . . . . C14 C 0.28670(19) 0.29945(19) 0.95329(16) 0.0126(4) Uani 1 1 d . . . . . C15 C 0.2231(2) 0.4118(2) 1.00243(18) 0.0181(5) Uani 1 1 d . . . . . H15 H 0.2471 0.4820 0.9785 0.022 Uiso 1 1 calc R . . . . C16 C 0.1251(2) 0.4214(2) 1.08603(19) 0.0216(5) Uani 1 1 d . . . . . H16 H 0.0830 0.4977 1.1203 0.026 Uiso 1 1 calc R . . . . C17 C 0.0883(2) 0.3200(2) 1.11976(18) 0.0215(5) Uani 1 1 d . . . . . H17 H 0.0207 0.3270 1.1768 0.026 Uiso 1 1 calc R . . . . C18 C 0.1498(2) 0.2087(2) 1.07052(18) 0.0201(5) Uani 1 1 d . . . . . H18 H 0.1245 0.1392 1.0938 0.024 Uiso 1 1 calc R . . . . C19 C 0.2485(2) 0.1982(2) 0.98698(17) 0.0161(4) Uani 1 1 d . . . . . H19 H 0.2901 0.1218 0.9527 0.019 Uiso 1 1 calc R . . . . C20 C 0.44822(19) 0.14403(19) 0.78067(17) 0.0125(4) Uani 1 1 d . . . . . C21 C 0.39415(19) 0.1465(2) 0.68033(17) 0.0134(4) Uani 1 1 d . . . . . H21 H 0.3423 0.2236 0.6458 0.016 Uiso 1 1 calc R . . . . C22 C 0.4162(2) 0.0362(2) 0.63085(18) 0.0165(4) Uani 1 1 d . . . . . H22 H 0.3784 0.0375 0.5632 0.020 Uiso 1 1 calc R . . . . C23 C 0.4937(2) -0.0758(2) 0.68098(19) 0.0210(5) Uani 1 1 d . . . . . H23 H 0.5106 -0.1509 0.6462 0.025 Uiso 1 1 calc R . . . . C24 C 0.5470(2) -0.0793(2) 0.78150(19) 0.0212(5) Uani 1 1 d . . . . . H24 H 0.5991 -0.1564 0.8158 0.025 Uiso 1 1 calc R . . . . C25 C 0.5235(2) 0.0306(2) 0.83136(18) 0.0175(4) Uani 1 1 d . . . . . H25 H 0.5590 0.0286 0.9005 0.021 Uiso 1 1 calc R . . . . C26 C 0.5562(2) 0.26523(19) 0.91926(17) 0.0130(4) Uani 1 1 d . . . . . C27 C 0.6771(2) 0.2050(2) 0.86738(18) 0.0174(4) Uani 1 1 d . . . . . H27 H 0.6851 0.1708 0.7968 0.021 Uiso 1 1 calc R . . . . C28 C 0.7857(2) 0.1947(2) 0.91768(19) 0.0213(5) Uani 1 1 d . . . . . H28 H 0.8675 0.1522 0.8821 0.026 Uiso 1 1 calc R . . . . C29 C 0.7755(2) 0.2458(2) 1.01931(19) 0.0239(5) Uani 1 1 d . . . . . H29 H 0.8501 0.2399 1.0531 0.029 Uiso 1 1 calc R . . . . C30 C 0.6557(2) 0.3058(2) 1.07177(19) 0.0218(5) Uani 1 1 d . . . . . H30 H 0.6483 0.3404 1.1421 0.026 Uiso 1 1 calc R . . . . C31 C 0.5471(2) 0.3156(2) 1.02234(18) 0.0175(4) Uani 1 1 d . . . . . H31 H 0.4656 0.3570 1.0589 0.021 Uiso 1 1 calc R . . . . H1 H 0.097(3) 1.108(3) 0.364(3) 0.058(11) Uiso 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 Pd1 0.01067(8) 0.00880(8) 0.00978(8) 0.00005(5) -0.00075(5) -0.00296(6) Cl1 0.0112(2) 0.0157(3) 0.0199(3) 0.0010(2) -0.00176(19) -0.0047(2) S1 0.0120(3) 0.0120(2) 0.0155(3) 0.0031(2) -0.00296(19) -0.0039(2) P1 0.0121(3) 0.0096(2) 0.0097(2) -0.00003(19) -0.00057(19) -0.0032(2) O1 0.0191(9) 0.0143(8) 0.0241(9) 0.0052(6) -0.0040(7) -0.0037(7) O2 0.0175(8) 0.0137(8) 0.0258(8) 0.0036(6) -0.0072(6) -0.0069(7) N1 0.0110(8) 0.0123(9) 0.0116(8) -0.0017(7) 0.0006(6) -0.0057(7) N2 0.0105(8) 0.0110(8) 0.0127(8) -0.0006(7) -0.0007(6) -0.0049(7) N3 0.0116(9) 0.0127(9) 0.0181(9) 0.0009(7) -0.0032(7) -0.0042(7) C1 0.0142(10) 0.0188(11) 0.0121(10) 0.0006(8) 0.0007(8) -0.0037(9) C2 0.0146(11) 0.0275(13) 0.0168(11) 0.0053(9) -0.0020(9) -0.0030(10) C3 0.0171(12) 0.0474(16) 0.0156(11) 0.0027(11) -0.0047(9) -0.0168(12) C4 0.0264(13) 0.0333(14) 0.0199(12) 0.0020(10) -0.0049(10) -0.0199(11) C5 0.0212(12) 0.0212(12) 0.0168(11) 0.0023(9) -0.0021(9) -0.0110(10) C6 0.0127(10) 0.0164(10) 0.0103(10) 0.0018(8) -0.0003(8) -0.0046(9) C7 0.0143(10) 0.0127(10) 0.0120(10) -0.0015(8) 0.0013(8) -0.0030(8) C8 0.0149(10) 0.0129(10) 0.0113(10) -0.0006(8) -0.0024(8) -0.0036(8) C9 0.0116(10) 0.0120(10) 0.0143(10) -0.0017(8) -0.0018(8) -0.0045(8) C10 0.0146(10) 0.0113(10) 0.0113(10) -0.0005(8) -0.0003(8) -0.0055(8) C11 0.0138(10) 0.0106(10) 0.0115(10) -0.0019(8) -0.0027(8) -0.0010(8) C12 0.0117(10) 0.0191(11) 0.0260(12) 0.0021(9) -0.0046(9) -0.0045(9) C13 0.0197(12) 0.0272(13) 0.0330(14) 0.0057(11) -0.0101(10) -0.0127(11) C14 0.0104(10) 0.0157(10) 0.0104(9) 0.0005(8) -0.0020(8) -0.0033(8) C15 0.0189(11) 0.0160(11) 0.0184(11) -0.0007(9) 0.0019(9) -0.0059(9) C16 0.0205(12) 0.0214(12) 0.0175(11) -0.0031(9) 0.0020(9) -0.0014(10) C17 0.0165(11) 0.0307(13) 0.0136(11) 0.0015(9) 0.0019(9) -0.0055(10) C18 0.0192(11) 0.0240(12) 0.0187(11) 0.0037(9) -0.0009(9) -0.0112(10) C19 0.0177(11) 0.0176(11) 0.0132(10) 0.0000(8) -0.0010(8) -0.0069(9) C20 0.0142(10) 0.0114(10) 0.0121(10) -0.0021(8) 0.0029(8) -0.0055(8) C21 0.0113(10) 0.0145(10) 0.0136(10) 0.0006(8) 0.0003(8) -0.0045(8) C22 0.0163(11) 0.0200(11) 0.0151(10) -0.0060(9) -0.0011(8) -0.0075(9) C23 0.0250(12) 0.0140(11) 0.0244(12) -0.0064(9) -0.0017(10) -0.0060(10) C24 0.0272(13) 0.0117(11) 0.0221(12) 0.0003(9) -0.0036(10) -0.0035(10) C25 0.0229(12) 0.0139(11) 0.0146(10) -0.0017(8) -0.0027(9) -0.0045(9) C26 0.0151(10) 0.0112(10) 0.0130(10) 0.0034(8) -0.0022(8) -0.0057(8) C27 0.0175(11) 0.0202(11) 0.0118(10) -0.0001(8) -0.0006(8) -0.0039(9) C28 0.0144(11) 0.0268(13) 0.0187(11) 0.0041(9) -0.0014(9) -0.0042(10) C29 0.0220(12) 0.0294(13) 0.0233(12) 0.0049(10) -0.0097(10) -0.0124(11) C30 0.0281(13) 0.0242(12) 0.0169(11) -0.0033(9) -0.0059(9) -0.0120(11) C31 0.0200(11) 0.0143(11) 0.0171(11) -0.0017(8) -0.0017(9) -0.0048(9) 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' Cl Cl 0.1484 0.1585 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 S1 Pd1 Cl1 176.02(2) . . ? P1 Pd1 Cl1 90.88(2) . . ? P1 Pd1 S1 92.89(2) . . ? N1 Pd1 Cl1 91.74(5) . . ? N1 Pd1 S1 84.53(5) . . ? N1 Pd1 P1 176.90(5) . . ? C11 S1 Pd1 100.79(7) . . ? C14 P1 Pd1 112.94(7) . . ? C14 P1 C26 106.11(9) . . ? C20 P1 Pd1 112.55(7) . . ? C20 P1 C14 105.87(9) . . ? C20 P1 C26 105.31(10) . . ? C26 P1 Pd1 113.40(7) . . ? C1 O1 H1 103(2) . . ? N2 N1 Pd1 117.81(13) . . ? C9 N1 Pd1 135.65(14) . . ? C9 N1 N2 106.37(16) . . ? N1 N2 C11 121.05(17) . . ? C10 N2 N1 110.66(16) . . ? C10 N2 C11 128.19(17) . . ? C11 N3 C12 119.08(18) . . ? O1 C1 C2 117.4(2) . . ? O1 C1 C6 122.65(19) . . ? C2 C1 C6 119.9(2) . . ? C1 C2 H2 120.1 . . ? C3 C2 C1 119.9(2) . . ? C3 C2 H2 120.1 . . ? C2 C3 H3 119.3 . . ? C2 C3 C4 121.4(2) . . ? C4 C3 H3 119.3 . . ? C3 C4 H4 120.6 . . ? C5 C4 C3 118.9(2) . . ? C5 C4 H4 120.6 . . ? C4 C5 H5 119.4 . . ? C4 C5 C6 121.2(2) . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 118.7(2) . . ? C1 C6 C7 119.27(18) . . ? C5 C6 C7 122.0(2) . . ? O2 C7 C6 120.37(19) . . ? O2 C7 C8 117.25(19) . . ? C8 C7 C6 122.37(18) . . ? C9 C8 C7 133.75(19) . . ? C10 C8 C7 121.48(19) . . ? C10 C8 C9 104.66(19) . . ? N1 C9 C8 110.51(18) . . ? N1 C9 H9 124.7 . . ? C8 C9 H9 124.7 . . ? N2 C10 C8 107.78(18) . . ? N2 C10 H10 126.1 . . ? C8 C10 H10 126.1 . . ? N2 C11 S1 115.70(14) . . ? N3 C11 S1 129.61(17) . . ? N3 C11 N2 114.65(18) . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? N3 C12 C13 110.50(19) . . ? H12A C12 H12B 108.1 . . ? C13 C12 H12A 109.5 . . ? C13 C12 H12B 109.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 P1 119.33(16) . . ? C19 C14 P1 121.30(15) . . ? C19 C14 C15 119.36(19) . . ? C14 C15 H15 119.9 . . ? C16 C15 C14 120.2(2) . . ? C16 C15 H15 119.9 . . ? C15 C16 H16 119.9 . . ? C15 C16 C17 120.1(2) . . ? C17 C16 H16 119.9 . . ? C16 C17 H17 120.0 . . ? C18 C17 C16 120.1(2) . . ? C18 C17 H17 120.0 . . ? C17 C18 H18 120.0 . . ? C17 C18 C19 120.1(2) . . ? C19 C18 H18 120.0 . . ? C14 C19 H19 119.9 . . ? C18 C19 C14 120.2(2) . . ? C18 C19 H19 119.9 . . ? C21 C20 P1 119.14(16) . . ? C25 C20 P1 121.10(16) . . ? C25 C20 C21 119.74(18) . . ? C20 C21 H21 120.0 . . ? C22 C21 C20 120.0(2) . . ? C22 C21 H21 120.0 . . ? C21 C22 H22 120.2 . . ? C23 C22 C21 119.6(2) . . ? C23 C22 H22 120.2 . . ? C22 C23 H23 119.6 . . ? C22 C23 C24 120.7(2) . . ? C24 C23 H23 119.6 . . ? C23 C24 H24 120.2 . . ? C25 C24 C23 119.5(2) . . ? C25 C24 H24 120.2 . . ? C20 C25 H25 119.8 . . ? C24 C25 C20 120.4(2) . . ? C24 C25 H25 119.8 . . ? C27 C26 P1 119.34(15) . . ? C31 C26 P1 121.86(16) . . ? C31 C26 C27 118.5(2) . . ? C26 C27 H27 119.7 . . ? C28 C27 C26 120.68(19) . . ? C28 C27 H27 119.7 . . ? C27 C28 H28 119.9 . . ? C29 C28 C27 120.3(2) . . ? C29 C28 H28 119.9 . . ? C28 C29 H29 120.2 . . ? C28 C29 C30 119.5(2) . . ? C30 C29 H29 120.2 . . ? C29 C30 H30 119.8 . . ? C31 C30 C29 120.4(2) . . ? C31 C30 H30 119.8 . . ? C26 C31 H31 119.7 . . ? C30 C31 C26 120.6(2) . . ? C30 C31 H31 119.7 . . ? 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 Pd1 Cl1 2.3240(5) . ? Pd1 S1 2.2821(5) . ? Pd1 P1 2.2469(6) . ? Pd1 N1 2.0696(17) . ? S1 C11 1.755(2) . ? P1 C14 1.814(2) . ? P1 C20 1.814(2) . ? P1 C26 1.823(2) . ? O1 C1 1.352(3) . ? O1 H1 0.84(3) . ? O2 C7 1.241(2) . ? N1 N2 1.364(2) . ? N1 C9 1.321(3) . ? N2 C10 1.344(3) . ? N2 C11 1.436(3) . ? N3 C11 1.261(3) . ? N3 C12 1.465(3) . ? C1 C2 1.397(3) . ? C1 C6 1.403(3) . ? C2 H2 0.9500 . ? C2 C3 1.375(3) . ? C3 H3 0.9500 . ? C3 C4 1.392(4) . ? C4 H4 0.9500 . ? C4 C5 1.381(3) . ? C5 H5 0.9500 . ? C5 C6 1.408(3) . ? C6 C7 1.474(3) . ? C7 C8 1.470(3) . ? C8 C9 1.413(3) . ? C8 C10 1.380(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C12 C13 1.500(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.393(3) . ? C14 C19 1.392(3) . ? C15 H15 0.9500 . ? C15 C16 1.385(3) . ? C16 H16 0.9500 . ? C16 C17 1.385(3) . ? C17 H17 0.9500 . ? C17 C18 1.381(3) . ? C18 H18 0.9500 . ? C18 C19 1.388(3) . ? C19 H19 0.9500 . ? C20 C21 1.396(3) . ? C20 C25 1.394(3) . ? C21 H21 0.9500 . ? C21 C22 1.391(3) . ? C22 H22 0.9500 . ? C22 C23 1.389(3) . ? C23 H23 0.9500 . ? C23 C24 1.390(3) . ? C24 H24 0.9500 . ? C24 C25 1.386(3) . ? C25 H25 0.9500 . ? C26 C27 1.395(3) . ? C26 C31 1.394(3) . ? C27 H27 0.9500 . ? C27 C28 1.384(3) . ? C28 H28 0.9500 . ? C28 C29 1.381(3) . ? C29 H29 0.9500 . ? C29 C30 1.389(3) . ? C30 H30 0.9500 . ? C30 C31 1.381(3) . ? C31 H31 0.9500 . ?