Gauging Donor/Acceptor Properties and Redox Stability of Chelating Click-Derived Triazoles and Triazolylidenes: A Case Study with Rhenium(I) Complexes.
Suntrup, Lisa; Klenk, Sinja; Klein, Johannes; Sobottka, Sebastian; Sarkar, Biprajit; Inorganic chemistry 56 (2017) 5771–5783; doi:10.1021/acs.inorgchem.7b00393

data_4345746
_publ_section_title
;
 Gauging Donor/Acceptor Properties and Redox Stability of Chelating
 Click-Derived Triazoles and Triazolylidenes: A Case Study with Rhenium(I)
 Complexes.
;
_journal_issue                   10
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5771
_journal_page_last               5783
_journal_paper_doi               10.1021/acs.inorgchem.7b00393
_journal_volume                  56
_journal_year                    2017
_chemical_formula_sum            'C11.5 H13 Cl2 N6 O3 Re'
_chemical_formula_weight         540.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/4
_cell_angle_alpha                90
_cell_angle_beta                 96.506(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.150(4)
_cell_length_b                   10.394(3)
_cell_length_c                   25.411(7)
_cell_measurement_reflns_used    5651
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      1.56
_cell_volume                     3450.8(17)
_computing_cell_refinement       'Saint+, 2004'
_computing_data_collection       'Bruker Smart AXS software'
_computing_data_reduction        'Saint+, 2004'
_computing_molecular_graphics    'ORTEP 3, version 2.0 (Farrugia, 2012)'
_computing_publication_material  'shelxle (H&#x00FC;bschle, Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'direct methods, SHELXS-97'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker Smart AXS'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            30175
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_min         1.559
_exptl_absorpt_coefficient_mu    7.375
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bessing, 1995'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.080
_exptl_crystal_description       block
_exptl_crystal_F_000             2056
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.505
_refine_diff_density_min         -1.048
_refine_diff_density_rms         0.260
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         7839
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0413
_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^)+(0.0497P)^2^+2.4714P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1064
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5651
_reflns_number_total             7839
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic7b00393_si_002.cif
_cod_data_source_block           sar491m
_cod_depositor_comments
;
Adding full bibliography for 4345740--4345746.cif.

2020-05-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C23 H26 Cl4 N12 O6 Re2'
_cod_original_formula_weight         1080.76
_cod_original_formula_units_Z            4
_cod_original_cell_volume        3450.8(16)
_cod_database_code               4345746
_shelx_shelxl_version_number     2016/4
_shelx_res_checksum              94872
_shelx_hkl_checksum
'76822 84 Coordinates from ORCA-job Re_bicarben_dipp_geom Re 10.35980449938558 3.48885733562293 3.28913342005299 C 8.99017671134104 3.78684668571859 4.63900277477881 C 9.48790185532429 4.75642318935828 1.77872959329176 C 11.27644267409877 2.15319503256781 4.36703111247559 C 11.58992010074853 3.25955994990982 1.53287673017735 Cl 8.94804375873345 1.68949781451248 2.18932752873007 C 11.43173721917444 4.87005434081453 4.02042497245387 O 8.17510679268414 3.96286966358394 5.45689837366207 N 8.42115758891291 5.58959973403678 1.62864598107255 C 10.06238076455300 4.77474302597857 0.49059456055525 O 11.82409666125372 1.35385608512219 5.01914456808978 N 12.68271008030911 2.55381061103046 1.12965922180622 C 11.22739250222018 3.94441321667002 0.35417788813979 O 12.09805502377455 5.72801703358916 4.47143547901211 H 9.77651081118695 7.33644872200957 5.39401367055585 N 8.28496044396594 6.11783347260042 0.39568383681894 C 7.46078992625275 5.93141673923725 2.64713056079229 N 9.30574101718364 5.60012955279858 -0.28634540250710 N 13.02740532122725 2.73322122964418 -0.16166328905860 C 13.46227188564058 1.65519353346898 1.94281850587111 N 12.11546651679723 3.59104591494176 -0.61747526590115 C 9.65226810538207 8.19906365877567 4.72554443284011 C 6.29717603709511 5.15169921144997 2.74327594343731 C 7.77261813040541 6.98929030105011 3.51677810400149 C 9.44935205515369 5.96850926056531 -1.69186296084969 C 14.48512234533088 2.20353765857505 2.73391183371462 C 13.11709571601133 0.29450056891886 1.93698896014696 C 12.19915484865890 4.00223388388869 -2.01611684375043 C 9.06323820422456 7.77581449244166 3.37526801927702 H 10.63989749566845 8.65600843935876 4.57153854938969 H 9.01793603571952 8.94163218153411 5.23122437541128 C 5.38216384363303 5.50526560095620 3.74311439425086 C 6.04255760171029 3.98847341996232 1.80263381243395 C 6.82596501322202 7.29760303809705 4.50126390563715 H 9.32420029161665 5.07806193321996 -2.31743103052874 H 10.43461990516686 6.41883397077353 -1.85137655974870 H 8.66787698550525 6.69690623273615 -1.92290542671759 C 15.22532799561952 1.30991871376903 3.51736484264725 C 14.78500710063382 3.69157162164064 2.71816046320856 C 11.96383397888404 -0.22838832212137 1.10089862247985 C 13.89226455355609 -0.55622515392985 2.73539661148004 H 13.04153312894620 3.47098443734523 -2.46599558910079 H 12.37023920916879 5.08242814758774 -2.06960084052400 H 11.27209987007907 3.73047486957559 -2.53136942075262 H 9.80197883612772 7.11868486809975 2.89208017353148 C 8.84599045716371 8.99355878197384 2.45771674204035 H 4.46204236035041 4.93203671315253 3.85639150835752 C 5.64036952961259 6.56981708451834 4.60581551789407 H 7.01800408753911 3.63922607179644 1.43193720846288 C 5.19985038082455 4.44580166461542 0.59843239392916 C 5.39746903790218 2.79116640241298 2.50932565515819 H 7.02105549234110 8.11214493175202 5.19854483162391 H 16.03100162468742 1.68644724420450 4.14723102493425 C 14.93825942924011 -0.05534136844273 3.50924832177628 C 15.21698831134102 4.22503391566099 4.08853648004059 H 13.85522703873558 4.21409057467433 2.44739151360186 C 15.83626370902295 4.01345419754116 1.63977011317288 C 11.14991123213921 -1.30272539520146 1.83120185588616 H 11.27530671832186 0.61076710732082 0.91990466898357 C 12.47367342090323 -0.74088849725769 -0.25791398240068 H 13.66573495712768 -1.62208495412380 2.76158398421187 H 9.79035686928633 9.53872486969720 2.31421155006356 H 8.11296498186092 9.68271051287926 2.90411460555801 H 8.46970225928680 8.68800079353326 1.47142026612809 H 4.91568029767186 6.82666508212819 5.38014389339610 H 5.05594779529508 3.61277914176787 -0.10527807225718 H 5.68770986786046 5.27155101914670 0.06205006363064 H 4.20844907582909 4.79152386422984 0.92912868270002 H 5.33623168021066 1.94262603279476 1.81346009806247 H 4.37651134182887 3.01638000551043 2.85152749681651 H 5.99889995806419 2.47713747162476 3.37271892739869 H 15.52773941093822 -0.73500969845013 4.12688083732144 H 15.29652679698564 5.32027902759102 4.05143038677293 H 16.19895836661572 3.83091743573705 4.38851537117163 H 14.48621005145879 3.96264283293226 4.86540506111896 H 16.01979101348388 5.09693281438829 1.59623592044639 H 15.50553849317008 3.67822197862556 0.64675232780172 H 16.78813816782778 3.51132668441980 1.87020845924093 H 10.26725511618527 -1.56627567411862 1.23191570665959 H 10.79887426113582 -0.93273737774873 2.80357030901157 H 11.73163853295525 -2.22228653722024 1.99124618546063 H 11.63111150102079 -1.07938169816882 -0.87868781879997 H 13.16042928646731 -1.58980935718646 -0.11842322336745 H 13.01107764502103 0.04695038380258 -0.80398406479278 84 Coordinates from ORCA-job Re_bicarben_dipp_ox_geom Re 10.34890482756174 3.48453809862465 3.23635423836291 C 9.09177326279689 3.88422926862152 4.72072791987283 C 9.47703255587031 4.73574948173239 1.74546006319202 C 11.34127009480822 2.28043471637005 4.46453894370255 C 11.56829271528155 3.24628367295527 1.50129971036867 Cl 8.97127631348226 1.67421791545687 2.47212704756115 C 11.48733064679905 4.98905220517264 3.74007608793219 O 8.38901741820151 4.12314309555253 5.60540575773128 N 8.42128930347616 5.58758195070324 1.61643017563039 C 10.07314005936970 4.78980046939178 0.46701793333098 O 11.91956500220503 1.60749174387493 5.20372489931013 N 12.67817447929681 2.55436122138548 1.11876114777906 C 11.23411069956578 3.96181991119875 0.33118467851654 O 12.16535064147412 5.88395791465148 4.01917350202056 H 9.82256360217993 7.28135284202092 5.29225048261682 N 8.30983899510015 6.14629346609275 0.40125506509692 C 7.45670457804610 5.89578840440483 2.64439293426978 N 9.33117167071776 5.64627661697572 -0.29049607925386 N 13.04873789073705 2.76805770592600 -0.15315210781710 C 13.43090221602693 1.64376783307875 1.94757529096861 N 12.15308010659781 3.63477466985582 -0.62037444960713 C 9.63350790690758 8.17739843256638 4.68508221079444 C 6.33105970432224 5.06218588097901 2.75680504462741 C 7.73960374095992 6.96556636050109 3.50791890854980 C 9.49622480190806 6.05892158652983 -1.68320117951019 C 14.48112272761171 2.17328659035309 2.71378945927951 C 13.01948930796646 0.30070138775671 1.98609072153699 C 12.28031273617088 4.08948131451853 -2.00370483764038 C 8.98338106083615 7.81905857806499 3.34253316311493 H 10.59302126773485 8.68306960653820 4.51066365206318 H 9.00076094354697 8.85855471266005 5.27148257608153 C 5.43051847580770 5.36288833857869 3.78582299754776 C 6.08969497047395 3.91743381468507 1.78999996821235 C 6.80366016961398 7.22226161278464 4.51767513241743 H 9.37784022601242 5.18647783212912 -2.33449450611160 H 10.48540005125407 6.51074801794468 -1.80819802061013 H 8.71970100651969 6.79622891946320 -1.90183523065787 C 15.17366076390924 1.27518121610179 3.53521566997202 C 14.86536044119265 3.63949595739301 2.63630473227451 C 11.86764654206158 -0.20182470978048 1.13538729387594 C 13.74548143699437 -0.55165036022395 2.82646997411859 H 13.12999082344699 3.56346147045957 -2.44507845938526 H 12.46279062888257 5.16897680513263 -2.01380784940639 H 11.36394050297672 3.84126433960020 -2.54829130974491 H 9.72061839583476 7.23845094607555 2.76695793685919 C 8.65576620793565 9.08313237486791 2.52634660220529 H 4.54075016321942 4.74795328374319 3.91741765991484 C 5.66190295226685 6.43304294655433 4.65057009416370 H 7.06742683338789 3.58969827096889 1.40362647177302 C 5.24754580988957 4.40284132331889 0.59528780011734 C 5.44793763223579 2.69724156996006 2.45979764484870 H 6.97555819318034 8.04329246856208 5.21336223916746 H 15.99890106153801 1.63558779834094 4.14885203135247 C 14.81223042243524 -0.07061732323578 3.58599553445097 C 15.23489623414106 4.22571787064989 4.00462802577065 H 13.99327619614835 4.19969229783670 2.26585297468489 C 16.00424902984667 3.83738804753054 1.61917102941719 C 11.04441778095043 -1.29199860239038 1.83014702553325 H 11.18632299165514 0.64506542069077 0.95730206793077 C 12.38823381327754 -0.68548860972626 -0.23084768739505 H 13.46789300154125 -1.60303497445336 2.89405150451626 H 9.56499329020224 9.68048166679481 2.36800069250165 H 7.92225856516154 9.70458520459386 3.06166944023333 H 8.23403422098190 8.82570207800603 1.54467325186929 H 4.94781273751281 6.64706282540090 5.44701623400635 H 5.11202775852353 3.58816620373674 -0.13064351606655 H 5.72779002127159 5.24786404520730 0.08251169258813 H 4.25443364814276 4.73204940641090 0.93618450699521 H 5.40316738216883 1.86520564902244 1.74342783334907 H 4.42050606121310 2.90681613326597 2.79006828594243 H 6.03349350259927 2.36715981715149 3.32859875850039 H 15.36169411776735 -0.75237959992413 4.23636221234220 H 15.37480674924164 5.31198998436288 3.91799851483895 H 16.17331656823397 3.79940485021065 4.38663503938939 H 14.44812645118916 4.03849714968513 4.74856169625389 H 16.25459859039003 4.90420766797404 1.53014916673847 H 15.72032194711158 3.46321839072544 0.62584864387455 H 16.90546102336472 3.29645133387693 1.94368084187371 H 10.15865232512415 -1.52604922530661 1.22374713135561 H 10.70136868537884 -0.96147225980756 2.82002591467895 H 11.61864569336421 -2.22182281124462 1.95187203589798 H 11.54935575367815 -1.00241379507931 -0.86664734959831 H 13.06645565550788 -1.54203005624452 -0.10020993670684 H 12.93954521568113 0.10748932310481 -0.75470339915378 56 Coordinates from ORCA-job Re_pyca_dipp_geom Re 2.76813918757213 -2.22587948859173 -3.43866002925130 Cl 1.86922443486264 -0.00566514685235 -2.67042527647638 N 6.57416260091999 -0.05705128729889 -3.59449875594880 N 3.46980279551930 -2.36739379127287 -1.31778841366505 C 2.34755434953961 -1.89535483863225 -5.27349363733684 O 2.10435947561485 -1.68733775195053 -6.39762847720037 C 4.63900937259114 -1.23859859629995 -3.39233876375357 C 5.13608601916236 -1.74753960079185 0.32145406538648 H 6.07291145411519 -1.25167415610466 0.56275355008589 C 4.63693611376339 0.83465329011641 -6.02283977834144 C 4.65185190992960 -1.74808281214667 -0.98841404974536 O 3.95824122972410 -4.95649131143369 -4.19137525749177 N 5.48621193805911 -0.55927622656078 -4.21271247735579 C 5.52374617676597 -1.10495454914506 -7.87439603846297 H 5.84453613554427 -1.84980393571255 -8.60237969454566 N 6.41920611067911 -0.42530203521887 -2.32895849084370 O -0.01826264425931 -3.54351408470974 -2.96248113025663 C 4.90118437713879 0.06381181711403 -8.31350136911005 H 4.74748143466610 0.22513350539764 -9.38165648126576 C 6.41808277200756 -2.59554121883590 -6.00852875816363 H 6.08028402782586 -2.77004268081253 -4.97593126978992 C 5.73296916858354 -1.33710499928395 -6.50969261607612 C 4.45651051158977 1.01850274602525 -7.39967098526436 H 3.95112150965211 1.91442673481459 -7.76005024596618 C 4.15124859665914 1.85678845892312 -5.01184126754679 H 4.03034113498169 1.34294063979830 -4.04647034925834 C 3.20704614352828 -3.01837898687173 0.98163716433454 H 2.60349837537636 -3.53289843789202 1.72736518642961 C 3.51020545023142 -3.90845589777055 -3.91023070635582 C 7.43839089250738 -0.03400911929887 -1.35926582562936 H 8.20413846426707 0.53345434257876 -1.89393720106748 H 7.87975361028994 -0.93290809998324 -0.91431917591983 H 6.97999728178976 0.59186880443992 -0.58527641069069 C 2.77578649572972 2.43022114709135 -5.37174451249634 H 2.42483534338218 3.08282567492818 -4.56012447417508 H 2.03938395206136 1.62597841046803 -5.50139698031902 H 2.80859010354489 3.03078002443260 -6.29254270112282 C 5.26816351177993 -1.14125443792163 -2.14783074283951 C 7.94426076765159 -2.39365720714773 -5.97317904008228 H 8.43867534705391 -3.28808262504156 -5.56725211641418 H 8.21853644812498 -1.53270714352529 -5.34777777150032 H 8.33112806688043 -2.21573731498060 -6.98785513954410 C 5.29982078115719 -0.33682518362423 -5.62392115936525 C 1.02300949213912 -3.04749946900211 -3.14182643993968 C 5.19579026531676 2.97371210795347 -4.83606826761539 H 4.86309277817379 3.69044943518291 -4.07108615468486 H 5.33981380745849 3.52062685824691 -5.78030557649504 H 6.16786936788496 2.56451757997042 -4.52730455118662 C 2.77745852934577 -2.98267824902721 -0.34223044825855 H 1.84715362400474 -3.46111594200749 -0.64163482492642 C 6.04191069677184 -3.83972967273537 -6.82109047881716 H 6.46284088851236 -4.73529432370368 -6.34362084759284 H 6.43884913177067 -3.79249711011219 -7.84545609148103 H 4.95195332028601 -3.96341761481801 -6.87823672170457 C 4.40509010273302 -2.38978777459153 1.31867595980648 H 4.76999676703811 -2.39712845577200 2.34530204729802 56 Coordinates from ORCA-job Re_pyca_dipp_red_geom Re 2.78975824502727 -2.23736585721129 -3.43629616881164 Cl 1.82641560664006 0.01158161066128 -2.70631375476254 N 6.60031250239503 -0.04241312640861 -3.62028063521149 N 3.43985488383302 -2.36027000499679 -1.33440782875401 C 2.38618703217042 -1.89683697647387 -5.27754478736230 O 2.14430939242651 -1.68921946767637 -6.40700882786092 C 4.65197996958834 -1.22290176210943 -3.38322431861899 C 5.12662456658361 -1.75770161965130 0.34157993189921 H 6.07083025561883 -1.27277638062687 0.58763427037533 C 4.63439303670845 0.83351617451142 -6.01892015623591 C 4.66428283516427 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6.14788301373800 2.56474844000283 -4.51111304070789 C 2.75000188529844 -2.96582041191873 -0.34191434234552 H 1.81323921270781 -3.43560957242892 -0.64352400895010 C 6.00249951954918 -3.83661743101578 -6.80196247431760 H 6.42613612772663 -4.73517673593377 -6.33187706392192 H 6.36681996862138 -3.80148347101035 -7.83922846110903 H 4.90975390557379 -3.94606885588350 -6.82253051669912 C 4.39400184142749 -2.38614524405105 1.32864397689480 H 4.75462126658464 -2.40115828123026 2.35755373299304'