#------------------------------------------------------------------------------ #$Date: 2024-09-25 04:20:10 +0300 (Wed, 25 Sep 2024) $ #$Revision: 294878 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/93/7249370.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_7249370 loop_ _publ_author_name 'Rajeev, Anjana' 'Muthuramalingam, Sethuraman' 'Sankaralingam, Muniyandi' _publ_section_title ; Selective synthesis of cyclic alcohols from cycloalkanes using nickel(ii) complexes of tetradentate amidate ligands ; _journal_issue 41 _journal_name_full 'RSC Advances' _journal_page_first 30440 _journal_page_last 30451 _journal_paper_doi 10.1039/D4RA05222F _journal_volume 14 _journal_year 2024 _chemical_formula_sum 'C28 H28 Cl2 N6 Ni O9' _chemical_formula_weight 722.17 _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 geom _audit_update_record ; 2024-07-18 deposited with the CCDC. 2024-08-26 downloaded from the CCDC. ; _cell_angle_alpha 87.684(2) _cell_angle_beta 77.714(2) _cell_angle_gamma 72.944(2) _cell_formula_units_Z 2 _cell_length_a 10.8951(6) _cell_length_b 12.6583(7) _cell_length_c 12.8328(7) _cell_measurement_reflns_used 9976 _cell_measurement_temperature 100.(2) _cell_measurement_theta_max 27.5240 _cell_measurement_theta_min 2.8302 _cell_volume 1652.77(16) _computing_cell_refinement 'SAINT V8.40B (Bruker AXS LLC, 2019)' _computing_data_collection 'Bruker Instrument Service vV6.2.16' _computing_data_reduction 'SAINT V8.40B (Bruker AXS LLC, 2019)' _computing_molecular_graphics 'shelXle (C.B. Huebschle, rev 1365)' _computing_structure_refinement 'SHELXL-2019/1 (Sheldrick, 2019)' _computing_structure_solution 'XT, VERSION 2018/2' _diffrn_ambient_temperature 100.(2) _diffrn_detector_area_resol_mean 7.3910 _diffrn_measured_fraction_theta_full 0.988 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'D8 QUEST ECO' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'doubly curved silicon crystal Bruker Triumph' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_unetI/netI 0.0118 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 52485 _diffrn_reflns_theta_full 25.24 _diffrn_reflns_theta_max 27.55 _diffrn_reflns_theta_min 2.31 _diffrn_source_current 20.0 _diffrn_source_power 1.00 _diffrn_source_type 'Ceramic x-ray tube' _diffrn_source_voltage 50 _exptl_absorpt_coefficient_mu 0.808 _exptl_absorpt_correction_T_max 0.90 _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015). "Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination" J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985 ; _exptl_crystal_colour violet _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 744 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.140 _exptl_crystal_size_min 0.140 _refine_diff_density_max 1.250 _refine_diff_density_min -0.814 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.915 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 555 _refine_ls_number_reflns 7553 _refine_ls_number_restraints 13 _refine_ls_restrained_S_all 0.918 _refine_ls_R_factor_all 0.0763 _refine_ls_R_factor_gt 0.0708 _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^)+(0.1575P)^2^+3.5539P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2171 _refine_ls_wR_factor_ref 0.2247 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6818 _reflns_number_total 7553 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4ra05222f2.cif _cod_data_source_block MSAR13_2on _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_database_code 7249370 _shelx_res_file ; TITL MSAR13_2on_0m_a.res in P-1 MSAR13_2on_0m_a.res created by SHELXL-2019/1 at 13:57:03 on 19-Jun-2024 REM Old TITL MSAR13_2on_0m in P-1 REM SHELXT solution in P-1: R1 0.292, Rweak 0.022, Alpha 0.085 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C34 Cl2 N8 Ni O3 CELL 0.71073 10.8951 12.6583 12.8328 87.684 77.714 72.944 ZERR 2.000 0.0006 0.0007 0.0007 0.002 0.002 0.002 LATT 1 SFAC C H CL N NI O UNIT 56 56 4 12 2 18 OMIT 0 -1 2 OMIT 2 1 3 OMIT 1 -2 1 OMIT -2 -2 1 OMIT -1 -1 2 OMIT 0 -1 3 OMIT 0 1 1 OMIT 1 1 1 OMIT -1 -1 1 OMIT 1 0 1 TEMP -173.150 SIZE 0.14 0.14 0.20 L.S. 10 BOND $h conf acta LIST 6 FMAP 2 isor 0.001 o3' o3" eadp c20 c20' dfix -2.2 o2" o3" PLAN 20 WGHT 0.157500 3.553900 FVAR 0.74197 0.66693 0.74421 0.82741 NI1 5 0.743571 0.601868 0.698938 11.00000 0.02150 0.03136 = 0.05768 0.01995 -0.00572 -0.00241 O1 6 0.847834 0.697976 0.607895 11.00000 0.02628 0.02895 = 0.10659 0.03025 0.00065 0.00107 N1 4 0.691100 0.708288 0.828460 11.00000 0.04139 0.03139 = 0.06473 0.01695 -0.02242 -0.00768 N2 4 0.583034 0.720822 0.658801 11.00000 0.02315 0.04242 = 0.04598 0.01132 -0.00153 0.00318 N3 4 0.743016 0.528929 0.557202 11.00000 0.02739 0.03386 = 0.05803 0.01602 0.00197 0.00306 N4 4 0.630757 0.505946 0.783424 11.00000 0.03459 0.04115 = 0.05603 0.01273 -0.00268 -0.01028 N5 4 0.908492 0.498393 0.736520 11.00000 0.02986 0.03443 = 0.07379 0.02603 -0.01100 -0.00664 part 1 21 N6 4 0.817197 0.840088 0.486421 21.00000 0.03093 0.02651 = 0.05781 0.01514 -0.00953 -0.00164 AFIX 43 H6A 2 0.757868 0.885017 0.455469 21.00000 -1.20000 AFIX 0 part 2 -21 N6' 4 0.838551 0.863601 0.542251 -21.00000 0.05492 0.02599 = 0.07358 0.02593 -0.04854 -0.02051 AFIX 43 H6B 2 0.784685 0.930125 0.538580 -21.00000 -1.20000 AFIX 0 part 0 C2 1 0.762686 0.716992 0.899977 11.00000 0.06642 0.03708 = 0.10216 0.02092 -0.05158 -0.01252 AFIX 43 H2 2 0.850721 0.670969 0.890532 11.00000 -1.20000 AFIX 0 C3 1 0.714124 0.788581 0.984513 11.00000 0.10478 0.03595 = 0.09603 0.01695 -0.06695 -0.01281 AFIX 43 H3 2 0.767866 0.793176 1.032538 11.00000 -1.20000 AFIX 0 C4 1 0.585988 0.854738 1.000259 11.00000 0.10356 0.03191 = 0.06768 0.01475 -0.04194 -0.01145 AFIX 43 H4 2 0.549410 0.903453 1.060639 11.00000 -1.20000 AFIX 0 C5 1 0.511546 0.849332 0.927272 11.00000 0.05980 0.03033 = 0.05354 0.01475 -0.01373 -0.00797 AFIX 43 H5 2 0.423799 0.895668 0.935364 11.00000 -1.20000 AFIX 0 C6 1 0.566457 0.776021 0.843069 11.00000 0.03864 0.03233 = 0.05283 0.02004 -0.00849 -0.00982 C7 1 0.491090 0.762772 0.761414 11.00000 0.02392 0.04064 = 0.04745 0.00695 -0.00036 -0.00253 AFIX 23 H7A 2 0.440007 0.710349 0.787194 11.00000 -1.20000 H7B 2 0.428715 0.834894 0.750663 11.00000 -1.20000 AFIX 0 C8 1 0.527942 0.661865 0.591061 11.00000 0.03138 0.06743 = 0.06412 -0.01169 -0.01531 0.01586 AFIX 23 H8A 2 0.474735 0.715973 0.548196 11.00000 -1.20000 H8B 2 0.469701 0.623832 0.637097 11.00000 -1.20000 AFIX 0 C9 1 0.635994 0.578646 0.517927 11.00000 0.03488 0.04455 = 0.05397 0.00456 -0.00225 0.00615 C10 1 0.625356 0.551276 0.418098 11.00000 0.05084 0.04812 = 0.05531 0.00434 -0.00546 0.00375 AFIX 43 H10 2 0.550601 0.589373 0.390301 11.00000 -1.20000 AFIX 0 C11 1 0.724985 0.467487 0.358618 11.00000 0.05658 0.04380 = 0.05913 0.00363 0.01169 -0.01057 AFIX 43 H11 2 0.718419 0.446732 0.290153 11.00000 -1.20000 AFIX 0 C12 1 0.833533 0.414637 0.399700 11.00000 0.04346 0.03049 = 0.07295 0.00558 0.01763 -0.00617 AFIX 43 H12 2 0.902430 0.356409 0.360708 11.00000 -1.20000 AFIX 0 C13 1 0.839716 0.448027 0.497993 11.00000 0.02928 0.02613 = 0.08108 0.01760 0.00917 -0.00052 AFIX 43 H13 2 0.915328 0.412787 0.525866 11.00000 -1.20000 AFIX 0 C14 1 0.580662 0.447684 0.831454 11.00000 0.04271 0.04509 = 0.05436 0.01088 -0.00178 -0.01543 C15 1 0.516079 0.372882 0.894726 11.00000 0.07582 0.07080 = 0.08164 0.02646 0.00355 -0.04187 AFIX 137 H15A 2 0.505175 0.319156 0.847198 11.00000 -1.50000 H15B 2 0.429771 0.415539 0.934956 11.00000 -1.50000 H15C 2 0.569991 0.333800 0.944447 11.00000 -1.50000 AFIX 0 C16 1 0.991853 0.447490 0.774056 11.00000 0.02956 0.03344 = 0.06249 0.01840 -0.00541 -0.00507 C17 1 1.098855 0.382807 0.822350 11.00000 0.03416 0.04699 = 0.06521 0.02079 -0.01341 0.00026 AFIX 137 H17A 2 1.174459 0.346702 0.766156 11.00000 -1.50000 H17B 2 1.070224 0.326545 0.867511 11.00000 -1.50000 H17C 2 1.123899 0.431639 0.865886 11.00000 -1.50000 AFIX 116 part 1 21 C20 1 0.952208 0.833289 0.447715 21.00000 0.03894 0.02362 = 0.06387 0.01180 -0.01927 -0.00803 C21 1 1.006996 0.809103 0.340139 21.00000 0.04633 0.02853 = 0.07536 0.01198 -0.00479 -0.00399 AFIX 43 H21 2 0.955765 0.794277 0.294322 21.00000 -1.20000 AFIX 115 C22 1 1.136743 0.806611 0.299599 21.00000 0.04736 0.04332 = 0.09386 0.01802 0.00302 -0.00582 AFIX 43 H22 2 1.174187 0.790080 0.226076 21.00000 -1.20000 AFIX 115 C23 1 1.211702 0.828304 0.366636 21.00000 0.02958 0.03732 = 0.15049 0.03833 -0.00565 -0.00327 AFIX 43 H23 2 1.300377 0.826600 0.338928 21.00000 -1.20000 AFIX 115 C24 1 1.156915 0.852490 0.474212 21.00000 0.03255 0.02139 = 0.13212 0.02089 -0.01939 -0.00375 C29 1 1.027169 0.854983 0.514753 21.00000 0.03688 0.01513 = 0.09445 0.01171 -0.02387 -0.00319 C28 1 0.972377 0.879169 0.622328 21.00000 0.06098 0.01936 = 0.12992 0.01311 -0.04309 -0.00523 AFIX 43 H28 2 0.883701 0.880872 0.650033 21.00000 -1.20000 AFIX 115 C27 1 1.047333 0.900862 0.689366 21.00000 0.12014 0.03211 = 0.12107 0.00088 -0.07551 -0.00708 AFIX 43 H27 2 1.009887 0.917392 0.762890 21.00000 -1.20000 AFIX 115 C26 1 1.177079 0.898370 0.648829 21.00000 0.10649 0.03280 = 0.22904 0.02337 -0.11915 -0.01875 AFIX 43 H26 2 1.228308 0.913197 0.694647 21.00000 -1.20000 AFIX 115 C25 1 1.231870 0.874185 0.541254 21.00000 0.06317 0.02486 = 0.21910 0.02511 -0.08425 -0.00396 AFIX 43 H25 2 1.320546 0.872482 0.513549 21.00000 -1.20000 AFIX 116 part 2 -21 C20' 1 0.977035 0.857038 0.518728 -21.00000 0.03894 0.02362 = 0.06387 0.01180 -0.01927 -0.00803 C21' 1 1.028671 0.872252 0.605219 -21.00000 0.08134 0.04707 = 0.06600 0.02486 -0.06156 -0.03665 AFIX 43 H21' 2 0.976162 0.879313 0.675344 -21.00000 -1.20000 AFIX 115 C22' 1 1.157135 0.877135 0.589107 -21.00000 0.07429 0.03092 = 0.10129 0.01767 -0.06662 -0.01675 AFIX 43 H22' 2 1.192425 0.887533 0.648221 -21.00000 -1.20000 AFIX 115 C23' 1 1.233964 0.866805 0.486504 -21.00000 0.05451 0.04149 = 0.11887 0.03035 -0.04372 -0.02352 AFIX 43 H23' 2 1.321763 0.870142 0.475493 -21.00000 -1.20000 AFIX 115 C24' 1 1.182329 0.851591 0.400012 -21.00000 0.02748 0.03465 = 0.12112 -0.01549 -0.00971 -0.00793 C29' 1 1.053866 0.846707 0.416122 -21.00000 0.03878 0.02020 = 0.06688 0.00752 -0.01260 -0.00580 C28' 1 1.002226 0.831493 0.329634 -21.00000 0.04084 0.02781 = 0.10355 0.00505 -0.03217 -0.01278 AFIX 43 H28' 2 0.914426 0.828156 0.340648 -21.00000 -1.20000 AFIX 115 C27' 1 1.079052 0.821162 0.227030 -21.00000 0.05166 0.08098 = 0.08910 -0.02828 -0.00499 -0.02396 AFIX 43 H27' 2 1.043760 0.810764 0.167918 -21.00000 -1.20000 AFIX 115 C26' 1 1.207516 0.826045 0.210916 -21.00000 0.05582 0.07962 = 0.08698 -0.02657 0.00854 -0.01244 AFIX 43 H26' 2 1.260023 0.818984 0.140790 -21.00000 -1.20000 AFIX 115 C25' 1 1.259155 0.841259 0.297405 -21.00000 0.03088 0.04998 = 0.11206 -0.01454 -0.01530 -0.00494 AFIX 43 H25' 2 1.346954 0.844596 0.286390 -21.00000 -1.20000 AFIX 0 part 0 C18 1 0.629702 0.809389 0.600971 11.00000 0.02982 0.04742 = 0.06154 0.02960 0.00470 0.01114 AFIX 23 H18A 2 0.596674 0.877329 0.646503 11.00000 -1.20000 H18B 2 0.593262 0.825648 0.535748 11.00000 -1.20000 AFIX 0 C19 1 0.776771 0.778904 0.570306 11.00000 0.03098 0.03378 = 0.11920 0.03522 0.01005 0.00580 part 0 part 1 41 CL1R 3 0.391528 0.099986 0.704588 41.00000 0.05013 0.03794 = 0.04600 0.00415 -0.00435 0.00509 O2R 6 0.385089 0.034727 0.616672 41.00000 0.06430 0.04527 = 0.05266 0.00014 -0.01486 0.01594 O3R 6 0.277919 0.104927 0.788568 41.00000 0.06102 0.08548 = 0.04819 0.00135 0.00199 -0.01759 O4R 6 0.507245 0.044568 0.745303 41.00000 0.06465 0.05532 = 0.07275 0.00118 -0.02724 0.00649 O5R 6 0.392514 0.207770 0.672687 41.00000 0.10620 0.03369 = 0.09192 0.00939 0.00303 -0.00116 part 2 -41 CL1' 3 0.410077 0.130526 0.684311 -41.00000 0.04246 0.04215 = 0.04605 -0.00617 -0.00705 -0.01894 O2' 6 0.513962 0.093145 0.597011 -41.00000 0.04549 0.08976 = 0.04412 0.02048 -0.00715 -0.00961 O3' 6 0.385478 0.045598 0.763759 -41.00000 0.08068 0.07937 = 0.07933 0.00254 -0.01694 -0.02372 O4' 6 0.431410 0.214785 0.742366 -41.00000 0.07890 0.04438 = 0.03680 0.00025 -0.03085 -0.01893 O5' 6 0.290397 0.188267 0.642232 -41.00000 0.02260 0.08803 = 0.04661 0.00319 -0.01004 -0.00165 part 1 31 CL1S 3 0.815524 0.354243 0.050506 31.00000 0.05967 0.08126 = 0.05704 -0.01294 -0.01684 -0.00821 O2S 6 0.691688 0.392829 0.115090 31.00000 0.03054 0.11183 = 0.11231 0.05340 0.00250 -0.01022 O3S 6 0.916309 0.344143 0.099732 31.00000 0.04289 0.15776 = 0.12591 0.00113 -0.03443 -0.02741 O4S 6 0.828434 0.462622 0.003541 31.00000 0.15955 0.14659 = 0.12201 0.02321 0.01800 -0.08830 O5S 6 0.848220 0.294596 -0.049581 31.00000 0.17684 0.15446 = 0.07858 -0.03740 0.01547 -0.08915 part 2 -31 CL1" 3 0.178991 0.683899 0.934678 -31.00000 0.05047 0.03760 = 0.07197 0.01849 -0.00983 -0.02125 O2" 6 0.245804 0.756658 0.956400 -31.00000 0.07009 0.06127 = 0.11814 -0.04577 0.06368 -0.04376 O3" 6 0.166539 0.740110 0.829394 -31.00000 0.09610 0.09627 = 0.09619 0.00518 -0.01937 -0.02646 O4" 6 0.040632 0.759410 0.996381 -31.00000 0.05404 0.06221 = 0.08258 0.01220 -0.00421 -0.01722 O5" 6 0.204566 0.601287 1.037843 -31.00000 0.07779 0.07848 = 0.03779 0.02681 -0.02348 -0.03414 HKLF 4 REM MSAR13_2on_0m_a.res in P-1 REM wR2 = 0.2247, GooF = S = 0.915, Restrained GooF = 0.918 for all data REM R1 = 0.0708 for 6818 Fo > 4sig(Fo) and 0.0763 for all 7553 data REM 555 parameters refined using 13 restraints END WGHT 0.1247 2.9645 REM Highest difference peak 1.250, deepest hole -0.814, 1-sigma level 0.106 Q1 1 0.1918 0.7778 0.8832 11.00000 0.05 1.25 Q2 1 0.0737 0.9780 0.9986 11.00000 0.05 1.17 Q3 1 -0.0432 0.9825 1.0246 11.00000 0.05 1.16 Q4 1 0.7985 0.9801 0.8669 11.00000 0.05 0.99 Q5 1 0.7220 0.6381 0.7481 11.00000 0.05 0.92 Q6 1 0.7447 0.9692 0.8177 11.00000 0.05 0.78 Q7 1 0.8925 0.4118 0.0683 11.00000 0.05 0.74 Q8 1 0.2963 0.6735 0.9797 11.00000 0.05 0.69 Q9 1 0.7103 0.3455 0.1011 11.00000 0.05 0.65 Q10 1 0.9247 0.8772 0.5671 11.00000 0.05 0.62 Q11 1 0.6992 0.4150 0.1542 11.00000 0.05 0.59 Q12 1 0.4777 0.1795 0.6168 11.00000 0.05 0.59 Q13 1 0.8856 0.3350 0.1445 11.00000 0.05 0.58 Q14 1 0.9639 0.8891 0.6550 11.00000 0.05 0.55 Q15 1 0.7166 0.4227 0.0912 11.00000 0.05 0.52 Q16 1 0.8704 0.7193 0.6498 11.00000 0.05 0.50 Q17 1 1.1135 0.8955 0.6624 11.00000 0.05 0.45 Q18 1 0.7585 0.5510 0.5940 11.00000 0.05 0.39 Q19 1 0.9354 0.3019 0.0680 11.00000 0.05 0.39 Q20 1 1.2208 0.8926 0.6073 11.00000 0.05 0.37 ; _shelx_res_checksum 8107 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni1 0.74357(4) 0.60187(3) 0.69894(4) 0.03896(18) Uani d . . . 1.000000 . . O O1 0.8478(2) 0.6980(2) 0.6079(3) 0.0590(9) Uani d . . . 1.000000 . . N N1 0.6911(3) 0.7083(3) 0.8285(3) 0.0452(7) Uani d . . . 1.000000 . . N N2 0.5830(3) 0.7208(3) 0.6588(2) 0.0412(7) Uani d . . . 1.000000 . . N N3 0.7430(3) 0.5289(3) 0.5572(3) 0.0445(7) Uani d . . . 1.000000 . . N N4 0.6308(3) 0.5059(3) 0.7834(3) 0.0455(7) Uani d . . . 1.000000 . . N N5 0.9085(3) 0.4984(3) 0.7365(3) 0.0473(8) Uani d . . . 1.000000 . . N N6 0.8172(5) 0.8401(4) 0.4864(5) 0.0403(12) Uani d . P . 0.667(5) A 1 H H6A 0.757868 0.885017 0.455469 0.048000 Uiso calc U P R 0.667(5) A 1 N N6' 0.8386(10) 0.8636(7) 0.5423(10) 0.045(3) Uani d . P . 0.333(5) A 2 H H6B 0.784685 0.930125 0.538580 0.054000 Uiso calc U P R 0.333(5) A 2 C C2 0.7627(5) 0.7170(4) 0.9000(5) 0.0644(13) Uani d . . . 1.000000 . . H H2 0.850721 0.670969 0.890532 0.077000 Uiso calc U . R 1.000000 . . C C3 0.7141(6) 0.7886(4) 0.9845(5) 0.0739(16) Uani d . . . 1.000000 . . H H3 0.767866 0.793176 1.032538 0.089000 Uiso calc U . R 1.000000 . . C C4 0.5860(6) 0.8547(3) 1.0003(4) 0.0662(14) Uani d . . . 1.000000 . . H H4 0.549410 0.903453 1.060639 0.079000 Uiso calc U . R 1.000000 . . C C5 0.5115(5) 0.8493(3) 0.9273(3) 0.0491(9) Uani d . . . 1.000000 . . H H5 0.423799 0.895668 0.935364 0.059000 Uiso calc U . R 1.000000 . . C C6 0.5665(4) 0.7760(3) 0.8431(3) 0.0421(8) Uani d . . . 1.000000 . . C C7 0.4911(3) 0.7628(3) 0.7614(3) 0.0401(7) Uani d . . . 1.000000 . . H H7A 0.440007 0.710349 0.787194 0.048000 Uiso calc U . R 1.000000 . . H H7B 0.428715 0.834894 0.750663 0.048000 Uiso calc U . R 1.000000 . . C C8 0.5279(4) 0.6619(4) 0.5911(4) 0.0597(12) Uani d . . . 1.000000 . . H H8A 0.474735 0.715973 0.548196 0.072000 Uiso calc U . R 1.000000 . . H H8B 0.469701 0.623832 0.637097 0.072000 Uiso calc U . R 1.000000 . . C C9 0.6360(4) 0.5786(3) 0.5179(3) 0.0495(9) Uani d . . . 1.000000 . . C C10 0.6254(5) 0.5513(4) 0.4181(4) 0.0564(10) Uani d . . . 1.000000 . . H H10 0.550601 0.589373 0.390301 0.068000 Uiso calc U . R 1.000000 . . C C11 0.7250(5) 0.4675(4) 0.3586(4) 0.0578(11) Uani d . . . 1.000000 . . H H11 0.718419 0.446732 0.290153 0.069000 Uiso calc U . R 1.000000 . . C C12 0.8335(4) 0.4146(3) 0.3997(4) 0.0547(11) Uani d . . . 1.000000 . . H H12 0.902430 0.356409 0.360708 0.066000 Uiso calc U . R 1.000000 . . C C13 0.8397(4) 0.4480(3) 0.4980(4) 0.0509(10) Uani d . . . 1.000000 . . H H13 0.915328 0.412787 0.525866 0.061000 Uiso calc U . R 1.000000 . . C C14 0.5807(4) 0.4477(3) 0.8315(3) 0.0484(9) Uani d . . . 1.000000 . . C C15 0.5161(6) 0.3729(5) 0.8947(5) 0.0754(15) Uani d . . . 1.000000 . . H H15A 0.505175 0.319156 0.847198 0.113000 Uiso calc U . R 1.000000 . . H H15B 0.429771 0.415539 0.934956 0.113000 Uiso calc U . R 1.000000 . . H H15C 0.569991 0.333800 0.944447 0.113000 Uiso calc U . R 1.000000 . . C C16 0.9919(3) 0.4475(3) 0.7741(3) 0.0439(8) Uani d . . . 1.000000 . . C C17 1.0989(4) 0.3828(3) 0.8223(4) 0.0515(10) Uani d . . . 1.000000 . . H H17A 1.174459 0.346702 0.766156 0.077000 Uiso calc U . R 1.000000 . . H H17B 1.070224 0.326545 0.867511 0.077000 Uiso calc U . R 1.000000 . . H H17C 1.123899 0.431639 0.865886 0.077000 Uiso calc U . R 1.000000 . . C C20 0.9522(3) 0.8333(3) 0.4477(3) 0.0414(11) Uani d . P G 0.667(5) A 1 C C21 1.0070(4) 0.8091(3) 0.3401(3) 0.053(2) Uani d . P G 0.667(5) A 1 H H21 0.955765 0.794277 0.294322 0.064000 Uiso calc U P R 0.667(5) A 1 C C22 1.1367(4) 0.8066(4) 0.2996(3) 0.066(2) Uani d . P G 0.667(5) A 1 H H22 1.174187 0.790080 0.226076 0.080000 Uiso calc U P R 0.667(5) A 1 C C23 1.2117(3) 0.8283(4) 0.3666(4) 0.077(4) Uani d . P G 0.667(5) A 1 H H23 1.300377 0.826600 0.338928 0.092000 Uiso calc U P R 0.667(5) A 1 C C24 1.1569(3) 0.8525(2) 0.4742(4) 0.063(2) Uani d . P G 0.667(5) A 1 C C29 1.0272(3) 0.8550(2) 0.5148(3) 0.0485(17) Uani d . P G 0.667(5) A 1 C C28 0.9724(4) 0.8792(3) 0.6223(3) 0.068(3) Uani d . P G 0.667(5) A 1 H H28 0.883701 0.880872 0.650033 0.082000 Uiso calc U P R 0.667(5) A 1 C C27 1.0473(6) 0.9009(3) 0.6894(3) 0.087(3) Uani d . P G 0.667(5) A 1 H H27 1.009887 0.917392 0.762890 0.104000 Uiso calc U P R 0.667(5) A 1 C C26 1.1771(5) 0.8984(4) 0.6488(5) 0.111(5) Uani d . P G 0.667(5) A 1 H H26 1.228308 0.913197 0.694647 0.133000 Uiso calc U P R 0.667(5) A 1 C C25 1.2319(4) 0.8742(4) 0.5413(5) 0.096(5) Uani d . P G 0.667(5) A 1 H H25 1.320546 0.872482 0.513549 0.116000 Uiso calc U P R 0.667(5) A 1 C C20' 0.9770(6) 0.8570(7) 0.5187(5) 0.0414(11) Uani d . P G 0.333(5) A 2 C C21' 1.0287(9) 0.8723(7) 0.6052(5) 0.054(4) Uani d . P G 0.333(5) A 2 H H21' 0.976162 0.879313 0.675344 0.065000 Uiso calc U P R 0.333(5) A 2 C C22' 1.1571(9) 0.8771(8) 0.5891(6) 0.062(5) Uani d . P G 0.333(5) A 2 H H22' 1.192425 0.887533 0.648221 0.074000 Uiso calc U P R 0.333(5) A 2 C C23' 1.2340(7) 0.8668(8) 0.4865(7) 0.066(5) Uani d . P G 0.333(5) A 2 H H23' 1.321763 0.870142 0.475493 0.080000 Uiso calc U P R 0.333(5) A 2 C C24' 1.1823(5) 0.8516(5) 0.4000(5) 0.062(5) Uani d . P G 0.333(5) A 2 C C29' 1.0539(5) 0.8467(5) 0.4161(5) 0.043(3) Uani d . P G 0.333(5) A 2 C C28' 1.0022(6) 0.8315(8) 0.3296(5) 0.054(5) Uani d . P G 0.333(5) A 2 H H28' 0.914426 0.828156 0.340648 0.065000 Uiso calc U P R 0.333(5) A 2 C C27' 1.0791(8) 0.8212(8) 0.2270(5) 0.074(5) Uani d . P G 0.333(5) A 2 H H27' 1.043760 0.810764 0.167918 0.088000 Uiso calc U P R 0.333(5) A 2 C C26' 1.2075(8) 0.8260(8) 0.2109(5) 0.079(5) Uani d . P G 0.333(5) A 2 H H26' 1.260023 0.818984 0.140790 0.094000 Uiso calc U P R 0.333(5) A 2 C C25' 1.2592(6) 0.8413(8) 0.2974(6) 0.065(4) Uani d . P G 0.333(5) A 2 H H25' 1.346954 0.844596 0.286390 0.078000 Uiso calc U P R 0.333(5) A 2 C C18 0.6297(4) 0.8094(3) 0.6010(3) 0.0542(11) Uani d . . . 1.000000 . . H H18A 0.596674 0.877329 0.646503 0.065000 Uiso calc U . R 1.000000 . . H H18B 0.593262 0.825648 0.535748 0.065000 Uiso calc U . R 1.000000 . . C C19 0.7768(4) 0.7789(3) 0.5703(5) 0.0696(16) Uani d . . . 1.000000 . . Cl Cl1R 0.3915(2) 0.1000(2) 0.70459(17) 0.0496(5) Uani d . P . 0.827(6) B 1 O O2R 0.3851(4) 0.0347(3) 0.6167(3) 0.0606(11) Uani d . P . 0.827(6) B 1 O O3R 0.2779(4) 0.1049(4) 0.7886(3) 0.0678(12) Uani d . P . 0.827(6) B 1 O O4R 0.5072(4) 0.0446(3) 0.7453(4) 0.0675(12) Uani d . P . 0.827(6) B 1 O O5R 0.3925(6) 0.2078(4) 0.6727(5) 0.0854(19) Uani d . P . 0.827(6) B 1 Cl Cl1' 0.4101(10) 0.1305(9) 0.6843(9) 0.042(2) Uani d . P . 0.173(6) B 2 O O2' 0.5140(18) 0.0931(19) 0.5970(14) 0.063(6) Uani d . P . 0.173(6) B 2 O O3' 0.385(3) 0.046(2) 0.764(2) 0.080(7) Uani d U P . 0.173(6) B 2 O O4' 0.4314(19) 0.2148(14) 0.7424(13) 0.050(4) Uani d . P . 0.173(6) B 2 O O5' 0.2904(14) 0.1883(18) 0.6422(13) 0.055(5) Uani d . P . 0.173(6) B 2 Cl Cl1S 0.8155(3) 0.3542(3) 0.0505(2) 0.0676(8) Uani d . P . 0.744(6) C 1 O O2S 0.6917(4) 0.3928(6) 0.1151(5) 0.091(2) Uani d . P . 0.744(6) C 1 O O3S 0.9163(5) 0.3441(7) 0.0997(6) 0.107(3) Uani d . P . 0.744(6) C 1 O O4S 0.8284(10) 0.4626(9) 0.0035(8) 0.141(4) Uani d . P . 0.744(6) C 1 O O5S 0.8482(10) 0.2946(9) -0.0496(6) 0.133(4) Uani d . P . 0.744(6) C 1 Cl Cl1" 0.1790(9) 0.6839(5) 0.9347(7) 0.0525(16) Uani d . P . 0.256(6) C 2 O O2" 0.2458(13) 0.7567(11) 0.9564(12) 0.089(7) Uani d . P D 0.256(6) C 2 O O3" 0.167(2) 0.7401(17) 0.8294(14) 0.097(6) Uani d U P D 0.256(6) C 2 O O4" 0.0406(14) 0.7594(12) 0.9964(13) 0.068(4) Uani d . P . 0.256(6) C 2 O O5" 0.2046(15) 0.6013(14) 1.0378(9) 0.061(4) Uani d . P . 0.256(6) C 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ni1 0.0215(2) 0.0314(3) 0.0577(3) -0.00241(16) -0.00572(18) 0.01995(19) O1 0.0263(12) 0.0290(12) 0.107(2) 0.0011(10) 0.0006(13) 0.0303(14) N1 0.0414(16) 0.0314(14) 0.0647(19) -0.0077(12) -0.0224(14) 0.0170(13) N2 0.0231(13) 0.0424(16) 0.0460(15) 0.0032(11) -0.0015(11) 0.0113(12) N3 0.0274(13) 0.0339(14) 0.0580(18) 0.0031(11) 0.0020(12) 0.0160(13) N4 0.0346(15) 0.0411(16) 0.0560(18) -0.0103(13) -0.0027(13) 0.0127(14) N5 0.0299(14) 0.0344(15) 0.074(2) -0.0066(12) -0.0110(14) 0.0260(15) N6 0.031(2) 0.027(2) 0.058(3) -0.0016(16) -0.010(2) 0.015(2) N6' 0.055(6) 0.026(4) 0.074(7) -0.021(4) -0.049(5) 0.026(4) C2 0.066(3) 0.037(2) 0.102(4) -0.0125(19) -0.052(3) 0.021(2) C3 0.105(4) 0.036(2) 0.096(4) -0.013(2) -0.067(4) 0.017(2) C4 0.104(4) 0.0319(19) 0.068(3) -0.011(2) -0.042(3) 0.0148(18) C5 0.060(2) 0.0303(16) 0.054(2) -0.0080(16) -0.0137(18) 0.0147(15) C6 0.0386(17) 0.0323(16) 0.0528(19) -0.0098(13) -0.0085(14) 0.0200(14) C7 0.0239(14) 0.0406(17) 0.0474(18) -0.0025(12) -0.0004(13) 0.0069(14) C8 0.0314(18) 0.067(3) 0.064(2) 0.0159(18) -0.0153(17) -0.012(2) C9 0.0349(18) 0.045(2) 0.054(2) 0.0061(15) -0.0023(15) 0.0046(16) C10 0.051(2) 0.048(2) 0.055(2) 0.0038(18) -0.0055(18) 0.0043(18) C11 0.057(2) 0.044(2) 0.059(2) -0.0106(19) 0.0117(19) 0.0036(18) C12 0.043(2) 0.0305(17) 0.073(3) -0.0062(15) 0.0176(19) 0.0056(17) C13 0.0293(16) 0.0261(15) 0.081(3) -0.0005(13) 0.0092(17) 0.0176(17) C14 0.0427(19) 0.045(2) 0.054(2) -0.0154(16) -0.0018(16) 0.0109(17) C15 0.076(3) 0.071(3) 0.082(3) -0.042(3) 0.004(3) 0.026(3) C16 0.0296(16) 0.0334(16) 0.062(2) -0.0051(13) -0.0054(15) 0.0184(15) C17 0.0342(18) 0.047(2) 0.065(2) 0.0003(15) -0.0134(17) 0.0208(18) C20 0.039(3) 0.024(2) 0.064(3) -0.0080(17) -0.019(2) 0.012(2) C21 0.046(4) 0.029(3) 0.075(5) -0.004(3) -0.005(4) 0.012(3) C22 0.047(4) 0.043(3) 0.094(6) -0.006(3) 0.003(4) 0.018(3) C23 0.030(3) 0.037(4) 0.150(10) -0.003(3) -0.006(5) 0.038(5) C24 0.033(3) 0.021(3) 0.132(7) -0.004(2) -0.019(4) 0.021(4) C29 0.037(3) 0.015(2) 0.094(5) -0.003(2) -0.024(3) 0.012(2) C28 0.061(5) 0.019(3) 0.130(8) -0.005(3) -0.043(5) 0.013(3) C27 0.120(8) 0.032(3) 0.121(8) -0.007(4) -0.076(7) 0.001(4) C26 0.106(8) 0.033(4) 0.229(15) -0.019(4) -0.119(10) 0.023(6) C25 0.063(6) 0.025(4) 0.219(17) -0.004(4) -0.084(9) 0.025(6) C20' 0.039(3) 0.024(2) 0.064(3) -0.0080(17) -0.019(2) 0.012(2) C21' 0.081(12) 0.047(7) 0.066(8) -0.037(8) -0.062(8) 0.025(6) C22' 0.074(11) 0.031(6) 0.101(12) -0.017(7) -0.067(10) 0.018(7) C23' 0.055(10) 0.041(8) 0.119(15) -0.024(7) -0.044(9) 0.030(8) C24' 0.027(7) 0.035(7) 0.121(15) -0.008(6) -0.010(9) -0.015(9) C29' 0.039(6) 0.020(4) 0.067(7) -0.006(4) -0.013(5) 0.008(4) C28' 0.041(8) 0.028(6) 0.104(14) -0.013(5) -0.032(9) 0.005(7) C27' 0.052(8) 0.081(11) 0.089(11) -0.024(8) -0.005(8) -0.028(9) C26' 0.056(9) 0.080(11) 0.087(11) -0.012(8) 0.009(8) -0.027(9) C25' 0.031(6) 0.050(8) 0.112(13) -0.005(5) -0.015(7) -0.015(8) C18 0.0298(17) 0.047(2) 0.062(2) 0.0111(15) 0.0047(15) 0.0296(18) C19 0.0310(18) 0.0338(19) 0.119(4) 0.0058(15) 0.010(2) 0.035(2) Cl1R 0.0501(11) 0.0379(10) 0.0460(9) 0.0051(7) -0.0043(7) 0.0041(7) O2R 0.064(2) 0.0453(19) 0.0527(19) 0.0159(17) -0.0149(17) 0.0001(15) O3R 0.061(3) 0.085(3) 0.048(2) -0.018(2) 0.0020(17) 0.0013(19) O4R 0.065(3) 0.055(2) 0.073(3) 0.0065(19) -0.027(2) 0.0012(19) O5R 0.106(4) 0.034(2) 0.092(4) -0.001(2) 0.003(3) 0.009(2) Cl1' 0.042(3) 0.042(6) 0.046(5) -0.019(3) -0.007(3) -0.006(4) O2' 0.045(9) 0.090(14) 0.044(9) -0.010(9) -0.007(7) 0.020(9) O3' 0.081(7) 0.079(7) 0.079(7) -0.024(3) -0.017(2) 0.003(2) O4' 0.079(12) 0.044(9) 0.037(8) -0.019(8) -0.031(8) 0.000(6) O5' 0.023(7) 0.088(13) 0.047(8) -0.002(7) -0.010(6) 0.003(8) Cl1S 0.0597(11) 0.081(2) 0.0570(13) -0.0082(15) -0.0168(9) -0.0129(13) O2S 0.031(2) 0.112(5) 0.112(4) -0.010(2) 0.002(2) 0.053(4) O3S 0.043(3) 0.158(7) 0.126(5) -0.027(3) -0.034(3) 0.001(5) O4S 0.160(9) 0.147(8) 0.122(6) -0.088(7) 0.018(6) 0.023(6) O5S 0.177(9) 0.154(8) 0.079(4) -0.089(8) 0.015(5) -0.037(5) Cl1" 0.050(3) 0.038(3) 0.072(3) -0.021(2) -0.010(2) 0.018(2) O2" 0.070(9) 0.061(8) 0.118(12) -0.044(7) 0.064(9) -0.046(8) O3" 0.096(6) 0.096(6) 0.096(6) -0.026(3) -0.019(2) 0.005(2) O4" 0.054(8) 0.062(8) 0.083(9) -0.017(6) -0.004(7) 0.012(7) O5" 0.078(9) 0.078(10) 0.038(6) -0.034(8) -0.023(6) 0.027(6) 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' Ni Ni 0.3393 1.1124 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N5 Ni1 N1 . . 97.51(14) ? N5 Ni1 O1 . . 92.13(11) ? N1 Ni1 O1 . . 91.96(14) ? N5 Ni1 N3 . . 100.69(14) ? N1 Ni1 N3 . . 161.79(12) ? O1 Ni1 N3 . . 87.31(14) ? N5 Ni1 N4 . . 90.75(12) ? N1 Ni1 N4 . . 90.03(13) ? O1 Ni1 N4 . . 176.26(13) ? N3 Ni1 N4 . . 89.81(13) ? N5 Ni1 N2 . . 174.28(12) ? N1 Ni1 N2 . . 80.01(12) ? O1 Ni1 N2 . . 82.84(11) ? N3 Ni1 N2 . . 81.85(12) ? N4 Ni1 N2 . . 94.39(12) ? C19 O1 Ni1 . . 113.0(3) ? C2 N1 C6 . . 117.4(4) ? C2 N1 Ni1 . . 128.7(3) ? C6 N1 Ni1 . . 113.9(3) ? C18 N2 C7 . . 111.4(3) ? C18 N2 C8 . . 112.0(4) ? C7 N2 C8 . . 112.8(3) ? C18 N2 Ni1 . . 108.6(2) ? C7 N2 Ni1 . . 105.9(2) ? C8 N2 Ni1 . . 105.8(2) ? C9 N3 C13 . . 118.6(4) ? C9 N3 Ni1 . . 112.8(3) ? C13 N3 Ni1 . . 128.2(3) ? C14 N4 Ni1 . . 173.3(3) ? C16 N5 Ni1 . . 168.7(4) ? C19 N6 C20 . . 122.2(4) ? C19 N6 H6A . . 118.900000 ? C20 N6 H6A . . 118.900000 ? C19 N6' C20' . . 129.8(7) ? C19 N6' H6B . . 115.100000 ? C20' N6' H6B . . 115.100000 ? N1 C2 C3 . . 122.7(5) ? N1 C2 H2 . . 118.600000 ? C3 C2 H2 . . 118.600000 ? C2 C3 C4 . . 119.4(5) ? C2 C3 H3 . . 120.300000 ? C4 C3 H3 . . 120.300000 ? C3 C4 C5 . . 119.2(5) ? C3 C4 H4 . . 120.400000 ? C5 C4 H4 . . 120.400000 ? C6 C5 C4 . . 118.7(4) ? C6 C5 H5 . . 120.700000 ? C4 C5 H5 . . 120.700000 ? N1 C6 C5 . . 122.7(4) ? N1 C6 C7 . . 115.2(3) ? C5 C6 C7 . . 122.1(3) ? N2 C7 C6 . . 110.0(3) ? N2 C7 H7A . . 109.700000 ? C6 C7 H7A . . 109.700000 ? N2 C7 H7B . . 109.700000 ? C6 C7 H7B . . 109.700000 ? H7A C7 H7B . . 108.200000 ? N2 C8 C9 . . 110.7(3) ? N2 C8 H8A . . 109.500000 ? C9 C8 H8A . . 109.500000 ? N2 C8 H8B . . 109.500000 ? C9 C8 H8B . . 109.500000 ? H8A C8 H8B . . 108.100000 ? N3 C9 C10 . . 121.4(4) ? N3 C9 C8 . . 115.9(4) ? C10 C9 C8 . . 122.7(4) ? C9 C10 C11 . . 119.3(4) ? C9 C10 H10 . . 120.400000 ? C11 C10 H10 . . 120.400000 ? C12 C11 C10 . . 119.4(5) ? C12 C11 H11 . . 120.300000 ? C10 C11 H11 . . 120.300000 ? C13 C12 C11 . . 118.4(4) ? C13 C12 H12 . . 120.800000 ? C11 C12 H12 . . 120.800000 ? N3 C13 C12 . . 122.9(4) ? N3 C13 H13 . . 118.600000 ? C12 C13 H13 . . 118.600000 ? N4 C14 C15 . . 179.3(5) ? C14 C15 H15A . . 109.500000 ? C14 C15 H15B . . 109.500000 ? H15A C15 H15B . . 109.500000 ? C14 C15 H15C . . 109.500000 ? H15A C15 H15C . . 109.500000 ? H15B C15 H15C . . 109.500000 ? N5 C16 C17 . . 179.7(5) ? C16 C17 H17A . . 109.500000 ? C16 C17 H17B . . 109.500000 ? H17A C17 H17B . . 109.500000 ? C16 C17 H17C . . 109.500000 ? H17A C17 H17C . . 109.500000 ? H17B C17 H17C . . 109.500000 ? C21 C20 C29 . . 120.000000 ? C21 C20 N6 . . 118.9(3) ? C29 C20 N6 . . 121.0(3) ? C20 C21 C22 . . 120.000000 ? C20 C21 H21 . . 120.000000 ? C22 C21 H21 . . 120.000000 ? C21 C22 C23 . . 120.000000 ? C21 C22 H22 . . 120.000000 ? C23 C22 H22 . . 120.000000 ? C24 C23 C22 . . 120.000000 ? C24 C23 H23 . . 120.000000 ? C22 C23 H23 . . 120.000000 ? C29 C24 C23 . . 120.000000 ? C29 C24 C25 . . 120.000000 ? C23 C24 C25 . . 120.000000 ? C24 C29 C28 . . 120.000000 ? C24 C29 C20 . . 120.000000 ? C28 C29 C20 . . 120.000000 ? C27 C28 C29 . . 120.000000 ? C27 C28 H28 . . 120.000000 ? C29 C28 H28 . . 120.000000 ? C26 C27 C28 . . 120.000000 ? C26 C27 H27 . . 120.000000 ? C28 C27 H27 . . 120.000000 ? C27 C26 C25 . . 120.000000 ? C27 C26 H26 . . 120.000000 ? C25 C26 H26 . . 120.000000 ? C26 C25 C24 . . 120.000000 ? C26 C25 H25 . . 120.000000 ? C24 C25 H25 . . 120.000000 ? C21' C20' C29' . . 120.000000 ? C21' C20' N6' . . 116.0(6) ? C29' C20' N6' . . 123.8(6) ? C22' C21' C20' . . 120.000000 ? C22' C21' H21' . . 120.000000 ? C20' C21' H21' . . 120.000000 ? C21' C22' C23' . . 120.000000 ? C21' C22' H22' . . 120.000000 ? C23' C22' H22' . . 120.000000 ? C24' C23' C22' . . 120.000000 ? C24' C23' H23' . . 120.000000 ? C22' C23' H23' . . 120.000000 ? C29' C24' C23' . . 120.000000 ? C29' C24' C25' . . 120.000000 ? C23' C24' C25' . . 120.000000 ? C24' C29' C28' . . 120.000000 ? C24' C29' C20' . . 120.000000 ? C28' C29' C20' . . 120.000000 ? C27' C28' C29' . . 120.000000 ? C27' C28' H28' . . 120.000000 ? C29' C28' H28' . . 120.000000 ? C28' C27' C26' . . 120.000000 ? C28' C27' H27' . . 120.000000 ? C26' C27' H27' . . 120.000000 ? C27' C26' C25' . . 120.000000 ? C27' C26' H26' . . 120.000000 ? C25' C26' H26' . . 120.000000 ? C26' C25' C24' . . 120.000000 ? C26' C25' H25' . . 120.000000 ? C24' C25' H25' . . 120.000000 ? N2 C18 C19 . . 112.4(3) ? N2 C18 H18A . . 109.100000 ? C19 C18 H18A . . 109.100000 ? N2 C18 H18B . . 109.100000 ? C19 C18 H18B . . 109.100000 ? H18A C18 H18B . . 107.900000 ? O1 C19 N6 . . 126.0(4) ? O1 C19 N6' . . 112.1(5) ? O1 C19 C18 . . 122.0(3) ? N6 C19 C18 . . 111.2(4) ? N6' C19 C18 . . 119.3(5) ? O5R Cl1R O4R . . 110.8(4) ? O5R Cl1R O3R . . 109.9(3) ? O4R Cl1R O3R . . 107.9(3) ? O5R Cl1R O2R . . 111.3(3) ? O4R Cl1R O2R . . 109.1(3) ? O3R Cl1R O2R . . 107.8(3) ? O2' Cl1' O4' . . 110.4(14) ? O2' Cl1' O3' . . 116.1(16) ? O4' Cl1' O3' . . 106.0(14) ? O2' Cl1' O5' . . 107.7(12) ? O4' Cl1' O5' . . 104.1(13) ? O3' Cl1' O5' . . 111.9(14) ? O3S Cl1S O2S . . 115.0(5) ? O3S Cl1S O5S . . 115.7(6) ? O2S Cl1S O5S . . 126.4(6) ? O3S Cl1S O4S . . 91.4(6) ? O2S Cl1S O4S . . 98.5(5) ? O5S Cl1S O4S . . 96.2(6) ? O2" Cl1" O3" . . 89.0(9) ? O2" Cl1" O4" . . 93.3(9) ? O3" Cl1" O4" . . 93.7(11) ? O2" Cl1" O5" . . 96.9(11) ? O3" Cl1" O5" . . 169.9(12) ? O4" Cl1" O5" . . 94.1(9) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 N5 . 2.028(3) ? Ni1 N1 . 2.056(4) ? Ni1 O1 . 2.066(3) ? Ni1 N3 . 2.075(4) ? Ni1 N4 . 2.089(3) ? Ni1 N2 . 2.090(3) ? O1 C19 . 1.239(5) ? N1 C2 . 1.351(6) ? N1 C6 . 1.355(5) ? N2 C18 . 1.474(5) ? N2 C7 . 1.484(4) ? N2 C8 . 1.487(6) ? N3 C9 . 1.343(5) ? N3 C13 . 1.351(5) ? N4 C14 . 1.130(5) ? N5 C16 . 1.136(5) ? N6 C19 . 1.372(6) ? N6 C20 . 1.427(5) ? N6 H6A . 0.880000 ? N6' C19 . 1.422(9) ? N6' C20' . 1.452(11) ? N6' H6B . 0.880000 ? C2 C3 . 1.353(8) ? C2 H2 . 0.950000 ? C3 C4 . 1.378(8) ? C3 H3 . 0.950000 ? C4 C5 . 1.379(7) ? C4 H4 . 0.950000 ? C5 C6 . 1.366(6) ? C5 H5 . 0.950000 ? C6 C7 . 1.504(5) ? C7 H7A . 0.990000 ? C7 H7B . 0.990000 ? C8 C9 . 1.503(5) ? C8 H8A . 0.990000 ? C8 H8B . 0.990000 ? C9 C10 . 1.377(6) ? C10 C11 . 1.387(6) ? C10 H10 . 0.950000 ? C11 C12 . 1.377(7) ? C11 H11 . 0.950000 ? C12 C13 . 1.368(7) ? C12 H12 . 0.950000 ? C13 H13 . 0.950000 ? C14 C15 . 1.462(5) ? C15 H15A . 0.980000 ? C15 H15B . 0.980000 ? C15 H15C . 0.980000 ? C16 C17 . 1.456(5) ? C17 H17A . 0.980000 ? C17 H17B . 0.980000 ? C17 H17C . 0.980000 ? C20 C21 . 1.390000 ? C20 C29 . 1.390000 ? C21 C22 . 1.390000 ? C21 H21 . 0.950000 ? C22 C23 . 1.390000 ? C22 H22 . 0.950000 ? C23 C24 . 1.390000 ? C23 H23 . 0.950000 ? C24 C29 . 1.390000 ? C24 C25 . 1.390000 ? C29 C28 . 1.390000 ? C28 C27 . 1.390000 ? C28 H28 . 0.950000 ? C27 C26 . 1.390000 ? C27 H27 . 0.950000 ? C26 C25 . 1.390000 ? C26 H26 . 0.950000 ? C25 H25 . 0.950000 ? C20' C21' . 1.390000 ? C20' C29' . 1.390000 ? C21' C22' . 1.390000 ? C21' H21' . 0.950000 ? C22' C23' . 1.390000 ? C22' H22' . 0.950000 ? C23' C24' . 1.390000 ? C23' H23' . 0.950000 ? C24' C29' . 1.390000 ? C24' C25' . 1.390000 ? C29' C28' . 1.390000 ? C28' C27' . 1.390000 ? C28' H28' . 0.950000 ? C27' C26' . 1.390000 ? C27' H27' . 0.950000 ? C26' C25' . 1.390000 ? C26' H26' . 0.950000 ? C25' H25' . 0.950000 ? C18 C19 . 1.501(5) ? C18 H18A . 0.990000 ? C18 H18B . 0.990000 ? Cl1R O5R . 1.411(5) ? Cl1R O4R . 1.444(5) ? Cl1R O3R . 1.446(4) ? Cl1R O2R . 1.450(5) ? Cl1' O2' . 1.40(2) ? Cl1' O4' . 1.425(17) ? Cl1' O3' . 1.49(3) ? Cl1' O5' . 1.495(19) ? Cl1S O3S . 1.352(6) ? Cl1S O2S . 1.384(6) ? Cl1S O5S . 1.440(7) ? Cl1S O4S . 1.508(9) ? Cl1" O2" . 1.399(14) ? Cl1" O3" . 1.51(2) ? Cl1" O4" . 1.588(17) ? Cl1" O5" . 1.673(13) ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C6 N1 C2 C3 . . . . 0.9(7) ? Ni1 N1 C2 C3 . . . . -177.5(4) ? N1 C2 C3 C4 . . . . 1.0(8) ? C2 C3 C4 C5 . . . . -2.3(8) ? C3 C4 C5 C6 . . . . 1.8(7) ? C2 N1 C6 C5 . . . . -1.4(5) ? Ni1 N1 C6 C5 . . . . 177.2(3) ? C2 N1 C6 C7 . . . . -179.9(3) ? Ni1 N1 C6 C7 . . . . -1.2(4) ? C4 C5 C6 N1 . . . . 0.1(6) ? C4 C5 C6 C7 . . . . 178.4(4) ? C18 N2 C7 C6 . . . . -77.3(4) ? C8 N2 C7 C6 . . . . 155.7(3) ? Ni1 N2 C7 C6 . . . . 40.5(3) ? N1 C6 C7 N2 . . . . -27.2(4) ? C5 C6 C7 N2 . . . . 154.4(3) ? C18 N2 C8 C9 . . . . 79.8(4) ? C7 N2 C8 C9 . . . . -153.6(3) ? Ni1 N2 C8 C9 . . . . -38.3(4) ? C13 N3 C9 C10 . . . . -2.1(6) ? Ni1 N3 C9 C10 . . . . 171.8(4) ? C13 N3 C9 C8 . . . . 175.6(4) ? Ni1 N3 C9 C8 . . . . -10.5(5) ? N2 C8 C9 N3 . . . . 33.9(6) ? N2 C8 C9 C10 . . . . -148.4(4) ? N3 C9 C10 C11 . . . . 2.6(7) ? C8 C9 C10 C11 . . . . -175.0(5) ? C9 C10 C11 C12 . . . . -1.1(7) ? C10 C11 C12 C13 . . . . -0.8(6) ? C9 N3 C13 C12 . . . . 0.1(5) ? Ni1 N3 C13 C12 . . . . -172.7(3) ? C11 C12 C13 N3 . . . . 1.3(6) ? C19 N6 C20 C21 . . . . 125.5(5) ? C19 N6 C20 C29 . . . . -57.2(6) ? C29 C20 C21 C22 . . . . 0.000000 ? N6 C20 C21 C22 . . . . 177.3(3) ? C20 C21 C22 C23 . . . . 0.000000 ? C21 C22 C23 C24 . . . . 0.000000 ? C22 C23 C24 C29 . . . . 0.000000 ? C22 C23 C24 C25 . . . . 180.000000 ? C23 C24 C29 C28 . . . . 180.000000 ? C25 C24 C29 C28 . . . . 0.000000 ? C23 C24 C29 C20 . . . . 0.000000 ? C25 C24 C29 C20 . . . . 180.000000 ? C21 C20 C29 C24 . . . . 0.000000 ? N6 C20 C29 C24 . . . . -177.2(3) ? C21 C20 C29 C28 . . . . 180.000000 ? N6 C20 C29 C28 . . . . 2.8(3) ? C24 C29 C28 C27 . . . . 0.000000 ? C20 C29 C28 C27 . . . . 180.000000 ? C29 C28 C27 C26 . . . . 0.000000 ? C28 C27 C26 C25 . . . . 0.000000 ? C27 C26 C25 C24 . . . . 0.000000 ? C29 C24 C25 C26 . . . . 0.000000 ? C23 C24 C25 C26 . . . . 180.000000 ? C19 N6' C20' C21' . . . . -90.3(12) ? C19 N6' C20' C29' . . . . 95.6(12) ? C29' C20' C21' C22' . . . . 0.000000 ? N6' C20' C21' C22' . . . . -174.3(7) ? C20' C21' C22' C23' . . . . 0.000000 ? C21' C22' C23' C24' . . . . 0.000000 ? C22' C23' C24' C29' . . . . 0.000000 ? C22' C23' C24' C25' . . . . 180.000000 ? C23' C24' C29' C28' . . . . 180.000000 ? C25' C24' C29' C28' . . . . 0.000000 ? C23' C24' C29' C20' . . . . 0.000000 ? C25' C24' C29' C20' . . . . 180.000000 ? C21' C20' C29' C24' . . . . 0.000000 ? N6' C20' C29' C24' . . . . 173.9(8) ? C21' C20' C29' C28' . . . . 180.000000 ? N6' C20' C29' C28' . . . . -6.1(8) ? C24' C29' C28' C27' . . . . 0.000000 ? C20' C29' C28' C27' . . . . 180.000000 ? C29' C28' C27' C26' . . . . 0.000000 ? C28' C27' C26' C25' . . . . 0.000000 ? C27' C26' C25' C24' . . . . 0.000000 ? C29' C24' C25' C26' . . . . 0.000000 ? C23' C24' C25' C26' . . . . 180.000000 ? C7 N2 C18 C19 . . . . 126.9(4) ? C8 N2 C18 C19 . . . . -105.7(5) ? Ni1 N2 C18 C19 . . . . 10.8(5) ? Ni1 O1 C19 N6 . . . . -161.8(6) ? Ni1 O1 C19 N6' . . . . 158.6(6) ? Ni1 O1 C19 C18 . . . . 7.4(7) ? C20 N6 C19 O1 . . . . -15.0(10) ? C20 N6 C19 C18 . . . . 174.8(5) ? C20' N6' C19 O1 . . . . 22.1(15) ? C20' N6' C19 C18 . . . . 174.2(9) ? N2 C18 C19 O1 . . . . -12.8(8) ? N2 C18 C19 N6 . . . . 157.8(5) ? N2 C18 C19 N6' . . . . -162.1(7) ?