Supporting Information for "Reaction Pathways and Energetics of the Deconstruction of Lignin Carbohydrate Complexes (LCCs) in Lignocellulosic Biomass" This file contains the Cartesian coordinates (in Angstroms) as well as the electronic energies, enthalpies and the free energies (in a.u. at 298K and 1 atm) of the optimized structures at the M06-2X/6-311++G(d,p) level of theory. The imaginary frequency (in cm^-1) associated with each transition state is also provided. Additionally, the activation entropy and reaction entropy (in kJ/[K mol] at 298K and 1 atm) for every reaction pathway are tabulated. Naming/Numbering of the deconstruction pathways will follow the main paper. Reaction Pathways for the Primary Benzyl Ether Linkage with Mannose LCC Linkage C6-O1 C2-OH C3-OH O3-CH3 Cγ-OH C4'-O2 Cβ-O2 Reaction Pathways for the Secondary Benzyl Ether Linkage with Mannose LCC Linkage' C2-O1 Reaction Pathways for the Secondary Benzyl Ether Linkage with Xylose LCC Linkage'' C3-O1 Reaction Pathways for the Primary Benzyl Ether Linkage with Arabinose LCC Linkage''' C5-O1 Nomenclature LCC=Lignin Carbohydrate Complex α=Alpha β=Beta γ=Gamma --------------------------------------------------------------- PRIMARY BENZYL ETHER LINKAGE WITH MANNOSE --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- LCC Linkage (Reactant) Electronic Energy (-1875.007088) Enthalpy (-1874.377141) Free Energy (-1874.487693) Coordinates --------------------------------------------------------------- C 4.57891300 -2.41757200 0.88449200 C 3.38366600 -2.60292900 1.56154700 C 4.65914600 -1.45931600 -0.14354100 C 2.26427800 -1.84412400 1.22429600 C 3.53995500 -0.72108200 -0.49626300 C 2.33539700 -0.91475400 0.18810300 C 6.08408000 -0.38498000 -1.71786500 C 1.12398700 -0.12338600 -0.22041500 C 0.73279600 1.04309100 0.70112400 C 0.72567500 0.76772100 2.20060400 C -1.16763500 -0.72668800 -1.03908000 C 1.18794700 3.31429700 0.19461700 C -2.36087800 -1.17256700 -0.22132900 C -3.66049300 -1.15817000 -1.01316700 C -3.48878500 -0.62188800 1.80746000 C -4.82726500 -1.52313100 -0.09759800 C -4.85458800 -0.61524100 1.12559200 C 1.52443200 4.35022800 1.04721500 C 0.39334400 3.55530900 -0.93738500 C 1.07085900 5.64248500 0.79200400 C -0.06616300 4.84363000 -1.18447800 C 0.27613000 5.88175400 -0.31799500 C -0.53603900 2.71763400 -2.95922900 O 5.65809500 -3.14889700 1.21528900 O 5.88623600 -1.36700400 -0.71239000 O 0.01354900 -1.08143600 -0.29263200 O 1.69192000 2.05463900 0.42951600 O -0.22484800 -0.22493300 2.55082500 O -2.46155900 -0.28039500 0.87043200 O -3.54606700 -2.11907400 -2.05761500 O -3.50086500 0.34491000 2.78741800 O -6.02724100 -1.47985600 -0.82880000 O -5.18724800 0.66759300 0.65173200 O 0.12915900 2.47009200 -1.73044500 H 6.40535200 -2.86771900 0.67154200 H 3.35661500 -3.32362100 2.36969100 H 1.34345200 -1.95500600 1.78918500 H 3.59184900 0.01350500 -1.29017400 H 5.45072400 -0.58873300 -2.58543900 H 5.87431800 0.61373100 -1.32631000 H 7.12945300 -0.45457000 -2.00579300 H 1.26093100 0.30382600 -1.21670200 H -0.26690300 1.38662100 0.41007600 H 1.71038600 0.42897300 2.52682500 H 0.50793900 1.71710100 2.70344500 H -0.95026800 -0.18080600 1.91383200 H -1.13977300 -1.23637200 -2.00704300 H -1.18393300 0.35382600 -1.19484600 H -2.18058700 -2.19770500 0.14454300 H -3.82534200 -0.15858300 -1.43156800 H -3.26696000 -1.62231200 2.20975700 H -4.42288000 -2.22088800 -2.45254700 H -4.69255900 -2.56227400 0.22481400 H -2.69567400 0.29776900 3.31816400 H -5.60006800 -0.97972800 1.84208200 H -6.35113700 -0.56949700 -0.81471700 H -5.12876200 1.29834500 1.37848900 H 2.15396600 4.12663200 1.90021700 H 1.33974100 6.45116200 1.45915600 H -0.67858700 5.05518000 -2.05049500 H -0.08392500 6.88156800 -0.52556300 H 0.02310200 3.43222300 -3.56817000 H -0.58199400 1.76174300 -3.47851800 H -1.54960600 3.09233000 -2.79076100 H 0.36989600 -2.21056200 -0.63055700 O 0.57647000 -3.27385800 -1.05119800 H -0.28214300 -3.76290500 -1.26155300 H 1.17350300 -3.77303100 -0.47825900 O -1.74752200 -4.18225600 -1.60208000 H -1.96034500 -5.02587000 -2.01103000 H -2.44299400 -3.54247400 -1.85442600 --------------------------------------------------------------- LCC Linkage (Transition State) Electronic Energy (-1874.979335) Enthalpy (-1874.348707) Free Energy (-1874.462933) Frequency (-164.63) Coordinates --------------------------------------------------------------- C 2.70097100 3.67047500 -0.98763500 C 2.81252900 2.61393800 -1.89018700 C 2.11770100 3.47355600 0.29147800 C 2.35264800 1.36193100 -1.53843500 C 1.65021700 2.23223500 0.63665400 C 1.76285000 1.14956900 -0.27578200 C 1.50648800 4.51598200 2.33671200 C 1.17003600 -0.08292600 0.08511300 C 1.42255500 -1.40481500 -0.62611900 C 0.53772000 -1.72916000 -1.85203200 C -1.80777800 0.56143100 0.49984800 C 3.63494500 -2.25862900 -0.39889300 C -3.11804700 0.02591000 -0.04704200 C -4.30479400 0.18658300 0.89006400 C -3.95149600 -2.04774900 -0.88556600 C -5.52879900 -0.49208100 0.27404100 C -5.23134300 -1.95107200 -0.05683600 C 4.31130500 -3.23554900 -1.10608200 C 3.85519300 -2.09171500 0.97551900 C 5.22007400 -4.06437700 -0.45220100 C 4.75019000 -2.92976300 1.62942900 C 5.43097700 -3.91130300 0.90936600 C 3.39831800 -0.83417900 2.94253700 O 3.14371500 4.87342100 -1.32885400 O 2.08723600 4.59785300 1.04299500 O -0.78762700 0.30645200 -0.46939500 O 2.77831900 -1.41351900 -1.07137100 O -0.67960000 -2.32167400 -1.50005600 O -2.88953500 -1.35412900 -0.24304600 O -4.55940100 1.57156700 1.07647300 O -3.59303500 -3.37745200 -0.95992900 O -6.62658900 -0.35639100 1.14493200 O -5.09041300 -2.61031700 1.17957500 O 3.14541100 -1.08717700 1.57029700 H 3.00376100 5.48971900 -0.59494100 H 3.27512500 2.80508400 -2.84996300 H 2.45949600 0.53752700 -2.22988500 H 1.18337200 2.06551300 1.60020300 H 0.45518400 4.22441500 2.26481600 H 2.05600600 3.80357900 2.95765900 H 1.58313100 5.51071200 2.76633600 H 0.79330700 -0.16134500 1.09818900 H 1.26203800 -2.20920900 0.09641700 H 0.40002100 -0.83613600 -2.47295500 H 1.10318500 -2.46405800 -2.42580200 H -1.24172000 -1.67213700 -1.05463800 H -1.87360000 1.63040200 0.71909300 H -1.55387400 0.01378400 1.41192600 H -3.33637300 0.52258900 -1.00699700 H -4.07295500 -0.29161200 1.84906900 H -4.10640300 -1.60051500 -1.88027200 H -5.42537300 1.64959400 1.49888900 H -5.78913500 0.04576000 -0.64477600 H -2.72772500 -3.45667700 -1.38599300 H -6.05831400 -2.37650400 -0.63780600 H -6.58589600 -1.08028800 1.78374500 H -4.73801600 -3.49360300 1.01970900 H 4.12232200 -3.32668800 -2.16885800 H 5.75327300 -4.82492400 -1.00756200 H 4.93476900 -2.82134100 2.68965200 H 6.13163400 -4.55388300 1.42743500 H 4.44909900 -0.58064900 3.10271400 H 2.77665200 0.01784000 3.21288700 H 3.12592600 -1.69508300 3.55864800 H -0.70804400 1.12645500 -1.02596400 O -0.87701300 2.66347400 -1.57770700 H -1.76337300 3.01962300 -1.36313200 H -0.65905700 2.94477400 -2.46958900 O -3.37725900 3.32785800 -0.73259300 H -3.88848200 4.11672200 -0.92792400 H -3.88838000 2.81106700 -0.08459200 --------------------------------------------------------------- LCC Linkage (Product) Electronic Energy (-1874.994202) Enthalpy (-1874.362221) Free Energy (-1874.479678) Coordinates --------------------------------------------------------------- C 2.95848700 3.94342800 -0.37619800 C 3.73118300 2.85465300 -0.81983400 C 1.71566100 3.74927800 0.30155800 C 3.28334600 1.58054300 -0.61366300 C 1.28367500 2.48249900 0.54645300 C 2.04732400 1.35181800 0.08022900 C -0.20522900 4.81827600 1.18731700 C 1.51579800 0.10822900 0.32976200 C 1.89708900 -1.23089400 -0.14516700 C 0.67442400 -1.86066400 -0.88196400 C -2.76554000 0.91208500 0.79230800 C 4.00596200 -2.12812500 -0.70589100 C -3.58344200 -0.11337200 0.03043800 C -5.03960800 -0.18355600 0.46694500 C -3.52751400 -2.46612700 -0.38661500 C -5.74517800 -1.31974000 -0.26947100 C -5.00920600 -2.63533500 -0.05457300 C 4.30611300 -3.18009300 -1.54992300 C 4.75475000 -1.89896800 0.45824800 C 5.35980600 -4.03676300 -1.23755800 C 5.79758900 -2.76288900 0.77298700 C 6.09283100 -3.82717600 -0.07914500 C 5.11087100 -0.53642400 2.37347600 O 3.38174500 5.16293200 -0.59818400 O 1.10567300 4.90647900 0.62217200 O -1.41652100 0.89563500 0.34322100 O 2.99003200 -1.24821100 -1.03377700 O -0.38690300 -2.12285900 -0.00903500 O -2.96921900 -1.35878600 0.30527400 O -5.67458200 1.05120500 0.16171700 O -2.87001800 -3.60164900 0.04408400 O -7.09050400 -1.38755700 0.14506700 O -5.19288400 -2.97306200 1.30042500 O 4.37782100 -0.81317900 1.18924200 H 2.74024000 5.80235300 -0.24538200 H 4.66240500 3.06471200 -1.32980500 H 3.85482800 0.73305200 -0.95826000 H 0.34300100 2.29277500 1.04876300 H -0.86326800 4.27006400 0.50828800 H -0.15894500 4.33067200 2.16394100 H -0.54723900 5.84236200 1.30449000 H 0.59479200 0.09395000 0.91081900 H 2.07594200 -1.86112100 0.73704800 H 0.38612100 -1.21630300 -1.71836700 H 1.03452900 -2.80972100 -1.28280700 H -0.99414700 -1.36765600 0.07600200 H -3.20486100 1.90799400 0.68104600 H -2.76630800 0.64113400 1.85046300 H -3.53551300 0.10729900 -1.04999100 H -5.07936200 -0.37383900 1.54594500 H -3.40249500 -2.29854400 -1.46942700 H -6.62664800 0.91049600 0.24997600 H -5.75956600 -1.07701800 -1.33806200 H -1.91540800 -3.43287200 0.01114500 H -5.42662100 -3.40886800 -0.71058300 H -7.12010300 -1.91624000 0.95325300 H -4.57155500 -3.67605900 1.52414300 H 3.71468700 -3.30953800 -2.44847600 H 5.59959300 -4.86110800 -1.89631400 H 6.38839500 -2.61267400 1.66647300 H 6.90996900 -4.49124100 0.17328300 H 6.16290300 -0.34848500 2.14442300 H 4.66493500 0.35893700 2.80056300 H 5.02884000 -1.36173300 3.08538900 H -1.36316400 1.52104900 -0.40455200 O -1.69417700 2.92638100 -1.44216500 H -2.66954300 3.00501100 -1.50155000 H -1.36565800 3.01878600 -2.33973600 O -4.40991700 2.92347700 -1.44919000 H -5.00259700 3.60769700 -1.76828500 H -4.94769200 2.30412800 -0.92298300 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- C6-O1 (Reactant) Electronic Energy (-1875.002226) Enthalpy (-1874.371857) Free Energy (-1874.479305) Coordinates --------------------------------------------------------------- C 3.61697500 2.19736400 -1.10167800 C 2.71887700 1.76553800 -2.06528300 C 3.45183200 1.79576700 0.23618400 C 1.67124000 0.91786000 -1.71131100 C 2.38016400 0.99214200 0.59201200 C 1.48590900 0.53616400 -0.38431300 C 4.34593600 1.87073500 2.44128800 C 0.38072200 -0.39774800 0.04368100 C 0.45315100 -1.83023300 -0.56520600 C -0.26227700 -2.01782100 -1.90945800 C -1.85386200 0.37671600 0.77464800 C 2.64783300 -2.19325300 0.30650500 C -3.22941300 0.43354500 0.14104000 C -4.33692100 0.83688900 1.10205500 C -4.68656400 -1.05219600 -1.04603600 C -5.68739800 0.72995800 0.39323600 C -5.88630700 -0.66821600 -0.18105100 C 2.29535800 -2.69871800 1.54575100 C 3.93836500 -1.66635000 0.09572200 C 3.21339300 -2.69086000 2.59921600 C 4.85394600 -1.68284700 1.14300000 C 4.48782700 -2.19215900 2.39152300 C 5.44462000 -0.57438000 -1.36540700 O 4.65720600 2.97593500 -1.45268600 O 4.41926200 2.24802800 1.07184400 O -0.91813300 0.18569900 -0.30218800 O 1.80401400 -2.18398600 -0.77676000 O -1.63110900 -2.31274700 -1.74208900 O -3.47316800 -0.87564400 -0.31570200 O -4.11670900 2.18331500 1.51286300 O -4.79471200 -2.38986800 -1.34776600 O -6.70745500 1.09609800 1.28904700 O -6.01457600 -1.52502300 0.92727000 O 4.16942500 -1.14170100 -1.12550700 H 5.17582800 3.18039000 -0.66351700 H 2.88094600 2.06404500 -3.09382800 H 1.01749800 0.54821900 -2.49199600 H 2.26747500 0.65965000 1.61776400 H 3.43761100 2.27175700 2.89918700 H 4.36985200 0.78214400 2.54073100 H 5.21839700 2.30732300 2.91985500 H 0.41391400 -0.47658500 1.13277900 H -0.03255900 -2.52535300 0.13028900 H -0.12227900 -1.15269700 -2.56421000 H 0.20032900 -2.87841100 -2.39126400 H -2.04477100 -1.62399200 -1.20775400 H -1.61159000 1.29317100 1.32439000 H -1.80901300 -0.48084600 1.44962900 H -3.22103800 1.14018700 -0.70803700 H -4.32842800 0.17038000 1.97140400 H -4.64209000 -0.41879300 -1.94604900 H -4.91465900 2.47872000 1.97351100 H -5.70437000 1.46467800 -0.42036900 H -4.00812800 -2.69030100 -1.82519200 H -6.78740200 -0.68848800 -0.80541600 H -6.95989200 0.30874900 1.78982000 H -5.99775400 -2.43916500 0.61980600 H 1.30907800 -3.12282300 1.69391000 H 2.93096100 -3.09809800 3.56156300 H 5.85518300 -1.29971600 0.99703300 H 5.21549800 -2.20259700 3.19388900 H 6.22969600 -1.33366400 -1.30788300 H 5.40509000 -0.16321800 -2.37155500 H 5.65777300 0.23032700 -0.65301700 H -0.81804900 1.45078200 -0.90348200 O -0.83596900 2.46188000 -1.24191400 H -1.44297500 3.06901100 -0.63390700 H 0.08323200 2.76690200 -1.31476500 O -2.33384100 3.74920700 0.23597700 H -2.63737400 4.64134700 0.04343100 H -3.04033200 3.27002200 0.72743400 --------------------------------------------------------------- C6-O1 (Transition State) Electronic Energy (-1874.923544) Enthalpy (-1874.294716) Free Energy (-1874.405740) Frequency (-255.61) Coordinates --------------------------------------------------------------- C 3.24070000 2.28353500 -1.49084400 C 2.13068700 1.79865100 -2.16364000 C 3.47377500 1.89385800 -0.16122100 C 1.26968300 0.90358900 -1.53177300 C 2.60376200 1.02004300 0.47016600 C 1.50446700 0.49836000 -0.22054600 C 4.84652900 2.18804900 1.76273200 C 0.61925600 -0.50230900 0.48420500 C 0.73837500 -1.95663100 -0.06687600 C -0.05788900 -2.26720300 -1.33538700 C -2.92702100 0.69939600 1.50970800 C 3.07628500 -2.09858100 0.48157300 C -3.44754500 0.38173500 0.26045200 C -4.94406500 0.83081600 0.91386000 C -4.33555000 -1.34246500 -1.08966500 C -5.88818400 0.44164700 -0.27951100 C -5.77645900 -1.00788100 -0.72197500 C 2.97041500 -2.48770000 1.80456300 C 4.27574600 -1.53615500 -0.00221200 C 4.05298500 -2.32901500 2.67427300 C 5.35593200 -1.40375100 0.86336500 C 5.24004400 -1.79838800 2.19941700 C 5.39967900 -0.45647600 -1.78029900 O 4.09433500 3.12398400 -2.11214300 O 4.59551700 2.43526100 0.38609200 O -0.76562700 -0.09811400 0.43449900 O 2.07312000 -2.23863500 -0.43730000 O -1.45476200 -2.30827700 -1.09068900 O -3.49814400 -0.94915800 0.01368000 O -5.04571400 2.20233800 1.14028700 O -4.21593800 -2.69120900 -1.23277000 O -7.17314600 0.76940900 0.15882700 O -6.22712100 -1.77228600 0.36667500 O 4.25678700 -1.13198300 -1.28875200 H 4.78879200 3.37363000 -1.48922700 H 1.97087000 2.11191600 -3.18820200 H 0.41329100 0.52685500 -2.07930400 H 2.79662400 0.69813600 1.48739100 H 4.02373800 2.56949200 2.37393300 H 4.98382300 1.11935400 1.94600700 H 5.76060900 2.72502300 2.00290900 H 0.91922400 -0.52815500 1.53534300 H 0.38703800 -2.64604300 0.71213300 H 0.18875500 -1.55286700 -2.12476000 H 0.25153600 -3.25512400 -1.67506200 H -1.65961000 -1.56841800 -0.50526300 H -2.70319100 1.73114700 1.77277100 H -2.84280200 -0.09621900 2.24309900 H -3.27496000 1.06818200 -0.57346700 H -5.19613800 0.21602600 1.78250700 H -4.00732100 -0.77905500 -1.97614600 H -5.98478900 2.43003900 1.05425000 H -5.64444300 1.11861200 -1.10433600 H -3.27657300 -2.90619500 -1.39044000 H -6.40855100 -1.15404200 -1.60636500 H -7.55212800 -0.00286400 0.60353300 H -6.03661200 -2.70375900 0.19774700 H 2.04580800 -2.92623600 2.16195500 H 3.96403600 -2.64180900 3.70679500 H 6.29006800 -0.98824800 0.50891500 H 6.09224300 -1.69099300 2.85946400 H 6.27034900 -1.11849200 -1.80222100 H 5.15096000 -0.14655000 -2.79265500 H 5.62399800 0.42739400 -1.17278600 H -0.79670400 0.81734900 0.09659500 O -1.28900900 2.44870700 -0.49648400 H -1.59855500 3.16683300 0.07808600 H -0.51358900 2.76858700 -0.97229900 O -2.69885200 3.82429400 1.47246900 H -2.51125500 4.62048400 1.97778700 H -3.65573300 3.78262900 1.35400300 --------------------------------------------------------------- C6-O1 (Product) Electronic Energy (-1874.999892) Enthalpy (-1874.373407) Free Energy (-1874.490120) Coordinates --------------------------------------------------------------- C 2.20833800 2.81492100 -0.70277600 C 1.09899400 2.21187300 -1.27458700 C 2.88506400 2.17709400 0.35230900 C 0.67935600 0.96325200 -0.82623300 C 2.45425600 0.94151400 0.80620300 C 1.35781500 0.31535200 0.20027100 C 4.62583000 2.35816600 1.96754500 C 0.99145800 -1.06656200 0.66467500 C 1.23003400 -2.20430900 -0.36651600 C 0.26830300 -2.22934000 -1.55389100 C -5.40655600 -1.54289400 0.29160600 C 3.60904200 -1.92825700 -0.20420700 C -4.03660400 -1.89775500 0.78419700 C -5.84990900 -0.09890700 0.48286600 C -3.30562200 -0.02167100 -1.61885800 C -5.00482800 1.04263500 -0.10992100 C -4.55859200 0.81293300 -1.55577500 C 3.87239900 -2.71279500 0.90355900 C 4.51754700 -0.93359100 -0.61425200 C 5.04630700 -2.52054600 1.63540400 C 5.69650300 -0.76562000 0.10608100 C 5.95329900 -1.55577400 1.22917700 C 4.97935500 0.88537700 -2.05343600 O 2.63187500 4.00990200 -1.15626400 O 3.94939800 2.87454900 0.82861200 O -0.40621400 -1.15487600 1.09260900 O 2.48658100 -2.06996700 -0.98287900 O -1.06899200 -2.23779000 -1.04878000 O -3.15086100 -1.08996600 0.94075700 O -5.96004300 0.13321700 1.88802200 O -3.21362400 -1.01251600 -2.30377900 O -5.76028900 2.23330200 0.00930900 O -5.62759000 0.27289700 -2.27965600 O 4.14207900 -0.19362500 -1.67716100 H 3.39197600 4.29167100 -0.63100600 H 0.58804100 2.73024500 -2.07628200 H -0.18829000 0.50184400 -1.28463800 H 2.98983300 0.43331900 1.60038300 H 3.94038300 2.28302600 2.81612500 H 5.05877600 1.37823100 1.74953400 H 5.41525500 3.06919700 2.19639900 H 1.57356600 -1.30085500 1.55589500 H 1.14119600 -3.15576700 0.17431900 H 0.45502600 -1.35851600 -2.18520300 H 0.46547100 -3.13234000 -2.13432800 H -0.95806200 -1.56839600 0.35485900 H -6.13444500 -2.19703600 0.77943900 H -5.43263500 -1.80165600 -0.77586600 H -3.84519900 -2.97002000 0.96528400 H -6.84365900 -0.02398000 0.02858400 H -2.46024400 0.34999000 -1.01285000 H -6.42697300 0.97033600 2.00473400 H -4.11884600 1.19488800 0.50990500 H -1.71949900 -1.99629100 -1.72941100 H -4.25937200 1.80236300 -1.94233800 H -6.47386500 2.21720000 -0.63976800 H -5.30790600 -0.10055200 -3.10917300 H 3.16808800 -3.48447400 1.19415900 H 5.24998400 -3.13896900 2.49994900 H 6.42005300 -0.02121300 -0.19930200 H 6.87718900 -1.41308800 1.77625600 H 5.95597800 0.52755900 -2.39156900 H 4.47081500 1.38533300 -2.87443800 H 5.11002800 1.58775200 -1.22265100 H -0.85526800 -0.19243000 1.36575400 O -1.45898600 0.96678200 1.60169300 H -2.23074700 0.93304200 2.23223300 H -0.90592300 1.73217700 1.78766500 O -3.56140200 0.87658000 3.14614800 H -3.61722100 0.83885300 4.10376700 H -4.37969500 0.49008200 2.78388000 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- C2-OH (Reactant) Electronic Energy (-1874.997396) Enthalpy (-1874.366462) Free Energy (-1874.473548) Coordinates --------------------------------------------------------------- C 1.36948000 2.59512100 -1.25670600 C 0.57580800 1.60379900 -1.81239700 C 2.07547000 2.33560500 -0.07110600 C 0.49063600 0.35388700 -1.20509100 C 1.97473900 1.09517300 0.53840000 C 1.18546300 0.08692500 -0.02852300 C 3.59914200 3.18953600 1.54451200 C 1.18403600 -1.26322800 0.64874800 C 1.66909500 -2.43369000 -0.23879200 C 0.85059500 -2.74475000 -1.50499000 C -0.85664100 -0.80274300 1.90861500 C 3.93926200 -1.68238400 0.04007300 C -1.86160900 -0.08182600 0.99464700 C -3.17785500 0.32993200 1.65519300 C -2.91090000 -0.52005300 -1.08660200 C -4.08072100 0.91939300 0.57180600 C -4.27842600 -0.02354400 -0.60449600 C 4.32158100 -2.30941200 1.21334500 C 4.59111100 -0.50903200 -0.38707600 C 5.34602900 -1.77596900 1.99630500 C 5.62668500 0.00643000 0.38902400 C 5.99506800 -0.62488300 1.57890200 C 4.71408900 1.25798100 -1.95469500 O 1.47291000 3.79769900 -1.86120400 O 2.83648900 3.37846900 0.36233300 O -0.07798300 -1.71035900 1.16333400 O 2.95382700 -2.16588100 -0.77784300 O -0.56170700 -2.75047600 -1.33417000 O -2.20774300 -1.03523500 0.00834100 O -3.05522800 1.36082600 2.61697800 O -3.13132900 -1.57428900 -1.95398400 O -5.34752600 1.27306100 1.11394900 O -5.01894600 -1.18808900 -0.19213900 O 4.13305000 0.03980600 -1.53272200 H 2.07176400 4.35111400 -1.34387900 H 0.05618900 1.82144700 -2.73811800 H -0.12420400 -0.41514300 -1.65637800 H 2.54511000 0.88110400 1.43558400 H 2.94332000 3.00328500 2.39958000 H 4.29700600 2.35496700 1.42648500 H 4.14920900 4.11395600 1.70060400 H 1.87340700 -1.19867900 1.49803100 H 1.69120700 -3.31883200 0.40941400 H 1.12885900 -2.00621800 -2.25984300 H 1.16947900 -3.72399900 -1.86782700 H -0.77251200 -2.49057600 -0.42540600 H -0.23188100 -0.07452900 2.43656600 H -1.39784900 -1.40819900 2.64245700 H -1.39263200 0.79480700 0.52982600 H -3.65772000 -0.55898300 2.08375400 H -2.34633000 0.30473900 -1.54606300 H -2.70627400 1.01348900 3.44261800 H -3.58384900 1.82125900 0.18780100 H -2.29069700 -2.06792000 -2.04584600 H -4.81997500 0.47271000 -1.41583800 H -5.17047400 1.68985800 1.96924000 H -4.67894400 -1.93187800 -0.72661200 H 3.81669300 -3.22168500 1.51159600 H 5.64067100 -2.27244800 2.91195500 H 6.15686900 0.89458600 0.07096100 H 6.80528200 -0.21250500 2.16777900 H 5.77489600 1.13029200 -2.19002600 H 4.17455300 1.55140800 -2.85255300 H 4.59791300 2.03649200 -1.19185900 H -6.34866900 -1.06382400 -0.11429600 O -7.42339900 -0.88389500 -0.08726900 H -7.59027400 0.12860500 -0.25857300 H -7.82022200 -1.16823600 0.74489200 O -7.46194000 1.54027700 -0.51007500 H -6.77554100 1.89244300 0.08310200 H -8.12099600 2.20817400 -0.71793600 --------------------------------------------------------------- C2-OH (Transition State) Electronic Energy (-1874.909466) Enthalpy (-1874.281228) Free Energy (-1874.394084) Frequency (-262.09) Coordinates --------------------------------------------------------------- C -1.83173700 2.14809900 1.49640300 C -1.13955900 1.02217200 1.91222200 C -2.26052600 2.24407800 0.16072500 C -0.88384500 -0.01604300 1.01771700 C -1.98880200 1.21727100 -0.72836700 C -1.30430500 0.06739900 -0.30788800 C -3.44683800 3.54867000 -1.43534900 C -1.07656600 -1.02706200 -1.33043200 C -1.48359000 -2.46892300 -0.94902200 C -0.87900600 -3.06044900 0.33454400 C 1.06507200 -0.04880000 -2.03447500 C -3.75242900 -1.61496200 -0.72320600 C 1.83853800 0.38380300 -0.78584200 C 3.04261800 1.29132300 -1.02385200 C 2.65863400 -0.72361900 1.17060600 C 3.81186300 1.36286100 0.36537800 C 3.91632300 0.00526700 0.88568500 C -4.37183800 -1.06487500 -1.83315600 C -4.05956700 -1.13637600 0.56377800 C -5.26837100 -0.00574400 -1.69712000 C -4.94911800 -0.07280100 0.69687000 C -5.54477200 0.48995400 -0.43151700 C -3.73125100 -1.28991400 2.90662700 O -2.10299600 3.13665800 2.37179700 O -2.94391300 3.38278100 -0.11794000 O 0.29574700 -1.19165200 -1.74356500 O -2.89431000 -2.67725200 -0.89401600 O 0.52371000 -2.80888000 0.47008800 O 2.37265800 -0.81636800 -0.23740200 O 2.70637100 2.60300500 -1.35505700 O 2.86810800 -1.95147800 1.69170600 O 5.05978400 1.97051600 0.22362900 O 5.01884200 -0.93023400 -1.25742100 O -3.43789400 -1.74697800 1.59794400 H -2.61027600 3.82112000 1.91635500 H -0.83187200 0.96300400 2.95008100 H -0.34990500 -0.88983600 1.36571500 H -2.35789200 1.27205300 -1.74585500 H -2.62561300 3.58814000 -2.15666400 H -4.13010200 2.73424700 -1.68901600 H -3.97986600 4.49576300 -1.43791200 H -1.65605900 -0.76460700 -2.22339400 H -1.13598500 -3.07360400 -1.79293100 H -1.39600800 -2.65574500 1.20154200 H -1.05684000 -4.13779600 0.30869200 H 0.86559500 -2.49009200 -0.37685100 H 0.45226600 0.78598700 -2.38963200 H 1.76780300 -0.34139100 -2.81948200 H 1.15773000 0.85793900 -0.07217100 H 3.73994600 0.83298200 -1.72940300 H 1.87545900 -0.13393100 1.66391600 H 2.94206400 2.79285000 -2.26743400 H 3.14476300 1.94517900 1.02415100 H 2.04211100 -2.46610500 1.57927600 H 4.87982700 -0.48467100 0.99522600 H 4.93213200 2.82609000 -0.20426800 H 4.72668100 -1.83479100 -1.40174400 H -4.14645600 -1.49149200 -2.80420600 H -5.75641900 0.40787400 -2.57115100 H -5.19070400 0.31869900 1.67572700 H -6.24546700 1.30697200 -0.30486200 H -4.79343000 -1.41205200 3.13466300 H -3.14480200 -1.91209600 3.57932000 H -3.44167200 -0.24133200 3.02722600 H 5.99753100 -0.94863600 -1.25815300 O 7.67160700 -0.74391500 -0.80278600 H 7.70389500 -0.48006500 0.12846700 H 8.50750300 -1.15702400 -1.02767200 O 6.86418600 0.36441300 1.62583000 H 6.61195800 1.23751800 1.29682600 H 7.32133000 0.49594100 2.46119000 --------------------------------------------------------------- C2-OH (Product) Electronic Energy (-1874.983450) Enthalpy (-1874.355005) Free Energy (-1874.467414) Coordinates --------------------------------------------------------------- C -3.01807400 2.61734300 0.59573100 C -1.87576000 2.30117300 1.30971900 C -3.33846900 1.88461600 -0.55902000 C -1.05943900 1.25412300 0.89297100 C -2.50250700 0.86789500 -0.98822800 C -1.35325300 0.52959300 -0.25914600 C -4.90792600 1.56623500 -2.31967400 C -0.58921700 -0.68708800 -0.73317400 C -0.54479600 -1.86145300 0.28174300 C 0.53830000 -1.70050300 1.34879000 C 1.35033800 0.70344600 -1.45545400 C -2.91454300 -2.10370500 0.30486000 C 2.10215800 1.34242400 -0.27870800 C 3.26831600 2.28178700 -0.66172500 C 4.70342900 -0.51176700 1.42862100 C 4.40620500 1.80674100 0.24857600 C 4.08886200 0.31896500 0.33100000 C -3.06403500 -2.96202200 -0.76929000 C -3.99192600 -1.30940600 0.74121400 C -4.28572500 -3.04633200 -1.43981300 C -5.21322700 -1.41472600 0.08082200 C -5.35408800 -2.27845800 -1.00705800 C -4.78916700 0.36696000 2.20703200 O -3.83541300 3.60094100 1.02487700 O -4.50668600 2.25852400 -1.14633100 O 0.79349900 -0.52997600 -1.05391600 O -1.73970700 -1.99435100 1.01573600 O 1.81377200 -2.25962000 0.89891300 O 2.69527700 0.29008800 0.49669300 O 3.05008600 3.64764000 -0.41283400 O 4.05504200 -1.34117400 2.02428800 O 5.69503100 2.02460800 -0.27944300 O 3.00752700 -2.06213700 -1.28423500 O -3.73637700 -0.47254700 1.76579400 H -4.56040400 3.69742000 0.39405300 H -1.65386800 2.86658100 2.20633400 H -0.20299900 1.01446300 1.50721600 H -2.76663800 0.28447000 -1.86278000 H -4.17374100 1.70744500 -3.11768600 H -5.03578900 0.50003900 -2.11229200 H -5.85795300 2.00251800 -2.61705100 H -1.09955700 -1.04539900 -1.63281700 H -0.31887400 -2.78246900 -0.27437100 H 0.72141400 -0.66626800 1.61845100 H 0.25268600 -2.28366700 2.22135200 H 2.11285400 -2.05352400 -0.08020400 H 0.58981200 1.39016700 -1.84066900 H 2.05538400 0.46846600 -2.25873500 H 1.41361500 1.87944800 0.37371100 H 3.57965600 2.11455600 -1.70182800 H 5.77259800 -0.36566000 1.64201700 H 2.51701100 4.03971200 -1.10966500 H 4.29289000 2.28494700 1.22835600 H 2.56759300 -1.88999500 1.44726800 H 4.40012000 -0.15351300 -0.61799600 H 5.87682800 2.97048200 -0.29726000 H 2.63138900 -2.33923000 -2.12339100 H -2.22954700 -3.57895300 -1.08303700 H -4.39639900 -3.72405300 -2.27643800 H -6.05971900 -0.82455800 0.40561200 H -6.31305700 -2.34906400 -1.50597300 H -5.60905600 -0.22248100 2.62758100 H -4.36047100 1.00486900 2.97647100 H -5.16375300 0.99178400 1.38961300 H 3.92404300 -2.40631700 -1.19884700 O 5.54152100 -2.52701900 -0.66905800 H 6.21523500 -1.82569900 -0.74511100 H 5.97733200 -3.31158200 -0.32768100 O 7.16953200 -0.32171000 -0.58571100 H 6.83808600 0.59010800 -0.61296800 H 8.10572400 -0.28622300 -0.79813000 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- C3-OH (Reactant) Electronic Energy (-1874.996626) Enthalpy (-1874.366230) Free Energy (-1874.474310) Coordinates --------------------------------------------------------------- C 3.21897600 2.39039400 1.06528700 C 2.09859500 2.58767000 0.27528500 C 3.47229900 1.11810500 1.60476800 C 1.24290700 1.52490000 -0.00304100 C 2.61226400 0.06625900 1.33511200 C 1.49539600 0.25417200 0.50989300 C 4.83990800 -0.14296600 3.08821000 C 0.60405000 -0.93631300 0.23792400 C 0.48795100 -1.44851800 -1.22184600 C 0.13556700 -0.40507300 -2.28783800 C -1.20007100 0.07864100 1.64361200 C 2.85108600 -2.09246400 -1.10615200 C -2.51567900 0.69920300 1.18115500 C -3.47692200 -0.37140200 0.64239800 C -3.24983100 2.29135400 -0.46687200 C -4.69589200 0.27175900 0.00912300 C -4.28241600 1.31438400 -1.03783400 C 3.29372200 -3.10665500 -0.27313400 C 3.70545000 -1.02477600 -1.43146400 C 4.58101100 -3.07699200 0.26222000 C 4.99164900 -0.99678100 -0.89838700 C 5.42337500 -2.02212400 -0.05794700 C 3.97014900 1.08061600 -2.49069500 O 4.06168600 3.41444800 1.31364400 O 4.59829300 1.05344500 2.36417100 O -0.78273900 -0.70689900 0.55090200 O 1.60827900 -2.19956400 -1.68226900 O -1.13488600 0.20670700 -2.04896500 O -2.16913900 1.57261200 0.12066500 O -3.90218200 -1.24407900 1.69138600 O -2.74342000 3.12961600 -1.42440300 O -5.48224200 -0.72097100 -0.66860000 O -3.85122300 0.63805100 -2.19837400 O 3.18717200 -0.07452000 -2.23890600 H 4.76518100 3.09814600 1.89479300 H 1.90884200 3.57995600 -0.11497400 H 0.36486400 1.72694200 -0.60425300 H 2.82957600 -0.92385400 1.72066900 H 4.00845500 -0.35095100 3.76801800 H 4.98477400 -0.98538600 2.40784700 H 5.74759300 0.02918900 3.66109900 H 0.96564600 -1.77524700 0.84457200 H -0.33981900 -2.16493100 -1.18940500 H 0.91697800 0.35045800 -2.36048300 H 0.07037600 -0.92360600 -3.24359300 H -1.13950300 0.55147900 -1.14575900 H -0.49306900 0.87945000 1.87214700 H -1.34590800 -0.53167500 2.54347300 H -2.98851000 1.25355500 2.00481400 H -2.94831700 -0.94711900 -0.12297100 H -3.71913200 2.91658100 0.30293000 H -3.23626900 -1.92794400 1.82043000 H -5.33331900 0.72269700 0.77803000 H -2.48796000 2.61551200 -2.20218900 H -5.16302800 1.88951400 -1.33492900 H -5.17004400 -0.74615800 -1.59202200 H -2.90989100 0.36284100 -2.17484600 H 2.61726900 -3.92911500 -0.06998700 H 4.92253000 -3.88156600 0.90133800 H 5.66356600 -0.18267000 -1.13448000 H 6.43284400 -1.99110900 0.33518600 H 4.87691200 0.82555600 -3.04580400 H 3.34835800 1.73703400 -3.09583800 H 4.22962000 1.58503300 -1.55542000 H -6.76033700 -1.07782000 -0.18365300 O -7.58621300 -1.31200700 0.42499700 H -8.12161800 -2.03166700 0.06880100 H -7.17360000 -1.52497600 1.39689800 O -6.40770900 -1.70897900 2.50285500 H -5.45180000 -1.53748500 2.33752900 H -6.65793400 -1.39391200 3.37653600 --------------------------------------------------------------- C3-OH (Transition State) Electronic Energy (-1874.943114) Enthalpy (-1874.314261) Free Energy (-1874.424924) Frequency (-342.15) Coordinates --------------------------------------------------------------- C -2.63926500 3.39779700 -0.12628700 C -1.38120200 3.26949200 0.43826400 C -3.22803400 2.29697000 -0.77206700 C -0.70931300 2.05039200 0.37756500 C -2.54562000 1.09558600 -0.85848000 C -1.28282400 0.96324700 -0.27241800 C -5.14568500 1.45653600 -1.88707500 C -0.65338600 -0.40599200 -0.28641800 C -0.96667400 -1.20137700 1.01160500 C -0.50205500 -0.51927000 2.30272000 C 1.41818100 0.39084100 -1.33710800 C -3.10508800 -2.03867600 0.29341300 C 2.80673600 0.68582300 -0.77463600 C 3.69739600 -0.60576000 -0.80804900 C 3.59061100 1.20700000 1.46427800 C 4.75957600 -0.37832600 0.19138800 C 4.40937500 -0.41540800 1.54343300 C -2.61139800 -3.03708500 -0.53052600 C -4.48109300 -1.72648100 0.27434700 C -3.46938200 -3.73786000 -1.38203100 C -5.32679100 -2.43505300 -0.57047300 C -4.81910400 -3.43832300 -1.39935600 C -6.26075300 -0.53597700 1.28758000 O -3.29459000 4.57470900 -0.05529600 O -4.46890400 2.53949200 -1.27045200 O 0.78076000 -0.41888200 -0.37122600 O -2.35988000 -1.31619000 1.18196700 O 0.91667300 -0.32938300 2.31933500 O 2.58793800 1.12949700 0.54626200 O 4.18199700 -0.70121700 -2.12503100 O 3.08055900 1.33761300 2.69504400 O 5.86592900 -2.15090100 -0.46236100 O 3.45684600 -1.34175500 1.85889100 O -4.87001700 -0.72481300 1.09704700 H -4.15371500 4.47529400 -0.48430100 H -0.94947400 4.13048600 0.93315700 H 0.26752600 1.95479600 0.84044000 H -2.99506400 0.24307000 -1.35527400 H -4.62376400 1.14089800 -2.79487100 H -5.22401300 0.61170200 -1.19685600 H -6.13587900 1.82382700 -2.14471500 H -1.05687600 -0.96910100 -1.13458400 H -0.48143800 -2.18267000 0.93682800 H -1.01855200 0.43669000 2.41072800 H -0.77259800 -1.16012800 3.14155600 H 1.20007100 -0.32771100 1.39016400 H 0.87896200 1.32841500 -1.48628600 H 1.51613600 -0.13103000 -2.29498800 H 3.32517500 1.44844800 -1.36501600 H 3.07639000 -1.46095300 -0.53312900 H 4.37267200 1.94271300 1.27423300 H 4.63559200 -1.55186800 -2.19830600 H 5.62519200 0.21061900 -0.10245800 H 2.18639700 0.92096200 2.73241400 H 5.18034400 -0.22508300 2.28969600 H 5.94921200 -2.88019300 0.16071600 H 2.99875400 -1.13472400 2.68625900 H -1.55798400 -3.28767000 -0.51074700 H -3.07120000 -4.51856200 -2.01742500 H -6.38605000 -2.21509200 -0.58749500 H -5.49252400 -3.98061300 -2.05089000 H -6.73493000 -1.45688600 1.63850200 H -6.35574500 0.23836700 2.04467100 H -6.75083500 -0.20268200 0.36717000 H 6.75485500 -1.75934200 -0.60897300 O 7.84213700 -0.43899500 -0.92788900 H 8.79883400 -0.43932400 -1.01009500 H 7.49263000 0.27416800 -1.48907700 O 6.09461900 1.32412700 -2.14491200 H 5.42559300 0.74763700 -2.54426700 H 6.23851500 2.06055200 -2.74582100 --------------------------------------------------------------- C3-OH (Product) Electronic Energy (-1874.982554) Enthalpy (-1874.354279) Free Energy (-1874.470391) Coordinates --------------------------------------------------------------- C -2.92237700 2.69755500 0.92426000 C -1.83094300 2.27523600 1.66685500 C -3.21748200 2.07306600 -0.30005900 C -1.05830300 1.20745800 1.22164500 C -2.43939100 1.01789900 -0.74644200 C -1.37052800 0.55764200 0.03100900 C -4.54622700 2.16243900 -2.27492600 C -0.63615900 -0.66743400 -0.44130300 C -0.92688900 -1.94177300 0.41135800 C -0.30150200 -1.92940300 1.80883800 C 1.42887500 0.65177200 -0.89352700 C -3.22474500 -2.03623400 -0.28003300 C 2.73885900 0.79265700 -0.12114700 C 3.77517200 -0.24420100 -0.59517600 C 3.08663000 0.60945300 2.32678800 C 4.96556700 -0.34573300 0.31274000 C 5.06681700 -1.28393300 1.25121100 C -3.07853500 -2.67959900 -1.49387200 C -4.38392400 -1.29292800 0.01164500 C -4.08827400 -2.59266600 -2.45546800 C -5.39429500 -1.23169200 -0.94289900 C -5.24021100 -1.87790800 -2.17203000 C -5.49003000 0.19273200 1.48213900 O -3.68656500 3.71335900 1.36923200 O -4.29641500 2.59339400 -0.94320500 O 0.80952500 -0.55509400 -0.40890800 O -2.28582000 -2.08658400 0.72396300 O 1.14874300 -1.80191800 1.64673600 O 2.33327400 0.52884800 1.22502000 O 4.12115600 0.19000000 -1.89738800 O 2.77566400 -0.08055800 3.26156600 O 6.45230000 -0.96751600 -2.44255500 O 4.03964800 -2.14605600 1.49661500 O -4.39820600 -0.66849000 1.20511200 H -4.35956100 3.91076900 0.70516400 H -1.60215100 2.79551000 2.58847300 H -0.18513300 0.91610400 1.79599200 H -2.67975100 0.51921800 -1.67893200 H -3.67902600 2.36615400 -2.90893900 H -4.78547700 1.09622500 -2.29930600 H -5.39894800 2.73972400 -2.62277300 H -0.92817600 -0.88020600 -1.47318000 H -0.53693600 -2.80866500 -0.13869200 H -0.68540200 -1.09855800 2.39782100 H -0.49629200 -2.87451000 2.30889700 H 1.26256600 -1.19241500 0.79117000 H 0.77040100 1.49777700 -0.69756600 H 1.62953900 0.55570900 -1.96164500 H 3.15371500 1.80035800 -0.22173900 H 3.27911900 -1.22200100 -0.64272500 H 3.90093400 1.33977700 2.31811500 H 4.87963700 -0.34703100 -2.22196800 H 5.79800700 0.33271200 0.15841700 H 1.62924500 -1.37002000 2.39780600 H 5.94782600 -1.38978900 1.87508100 H 6.87058300 -1.32424700 -3.22885700 H 4.31799100 -2.83178000 2.10947500 H -2.18328100 -3.25840000 -1.69310800 H -3.97364400 -3.09964600 -3.40472400 H -6.30194400 -0.67872600 -0.73983800 H -6.03773500 -1.82082800 -2.90275700 H -6.42640000 -0.36837400 1.54835000 H -5.27111400 0.65109700 2.44352100 H -5.57672300 0.97118500 0.71655500 H 7.06864500 -0.32443200 -2.04572400 O 7.61471100 1.15151700 -1.13859400 H 8.48712700 1.52794900 -1.00558400 H 6.99043300 1.88726300 -1.26983800 O 5.32509100 2.63630000 -1.52053500 H 4.83401900 1.87171200 -1.87325000 H 5.19044400 3.36632800 -2.12978300 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- O3-CH3 (Reactant) Electronic Energy (-1875.028963) Enthalpy (-1874.397915) Free Energy (-1874.505498) Coordinates --------------------------------------------------------------- C 3.78016800 -1.84407600 1.64192700 C 2.99782500 -0.77912200 2.05025200 C 3.38910800 -2.61162100 0.52668900 C 1.84425800 -0.44932900 1.34089100 C 2.23932300 -2.28476500 -0.17325800 C 1.47312300 -1.18122800 0.22324900 C 3.89476200 -4.50199200 -0.82806500 C 0.32969000 -0.75031200 -0.66012800 C 0.74618900 0.10802700 -1.86418800 C -0.47358500 0.52491600 -2.70694200 C -1.56017300 -0.55183500 0.91137500 C 2.60261200 1.45712200 -1.00911800 C -2.91686600 -0.04877300 0.46539200 C -4.04410300 -0.36695300 1.43319700 C -4.36242500 -0.22129100 -1.42838700 C -5.37612100 0.08279000 0.83541000 C -5.57605300 -0.51862200 -0.55029300 C 3.63642900 0.58111900 -1.31616200 C 2.87649400 2.56865400 -0.20739000 C 4.90638700 0.80472700 -0.79305800 C 4.13860700 2.79413800 0.31032200 C 5.16383300 1.89966600 0.02335900 C 1.67526700 4.48423000 -0.92575700 O 4.90365500 -2.15422000 2.31727700 O 4.22629100 -3.64329400 0.25074300 O -0.61306700 0.06414400 0.03754200 O 1.30020700 1.34844900 -1.42417400 O -1.36475700 -0.54028000 -2.93835900 O -3.16331400 -0.65881700 -0.78812400 O -3.78835300 0.35009700 2.63587300 O -4.50271600 -0.93880100 -2.59644200 O -6.42298800 -0.23904900 1.71738600 O -5.74188000 -1.90243600 -0.35540400 O 1.84119400 3.46230200 0.08147100 H 5.30092100 -2.93892500 1.91868400 H 3.30910500 -0.21458400 2.92021200 H 1.25102200 0.40034700 1.66084200 H 1.93641200 -2.87059800 -1.03426600 H 2.92408200 -4.97574900 -0.65948300 H 3.88244700 -3.95008500 -1.77222400 H 4.67137100 -5.26125500 -0.86074400 H -0.19146700 -1.62992900 -1.05516900 H 1.45522500 -0.45584200 -2.47461500 H -0.96761000 1.35635100 -2.19130300 H -0.12775600 0.88594100 -3.67557000 H -1.85099000 -0.70764600 -2.11668600 H -1.34144400 -0.27580000 1.94520200 H -1.51020200 -1.63880100 0.80913800 H -2.86586400 1.04770100 0.34420400 H -4.07550500 -1.44495300 1.62818900 H -4.27964500 0.86186300 -1.61066900 H -4.58862200 0.30679500 3.17606600 H -5.35858000 1.17599700 0.75697000 H -3.77434100 -0.74496500 -3.20132600 H -6.46108700 -0.07559300 -1.02225300 H -6.67797500 -1.15627700 1.55194300 H -5.76478500 -2.34077700 -1.21373200 H 3.45819900 -0.29169300 -1.92888700 H 5.70021600 0.10547100 -1.02540400 H 4.29908000 3.66310000 0.93776900 H 6.15274100 2.05846700 0.43263600 H 1.45731800 4.01704200 -1.88729500 H 0.84310900 5.10769800 -0.60433800 H 2.58868200 5.07532300 -0.98253600 H -0.39917700 1.52675300 0.27570100 O -0.38650600 2.50043300 0.58995800 H 0.56850000 2.90091600 0.45011800 H -0.78594900 2.52938300 1.50767900 O -1.66539000 2.17156600 2.81140200 H -1.59619900 2.60479900 3.66619000 H -2.46874500 1.61594100 2.82584700 --------------------------------------------------------------- O3-CH3 (Transition State) Electronic Energy (-1874.923182) Enthalpy (-1874.294372) Free Energy (-1874.402137) Frequency (-439.57) Coordinates --------------------------------------------------------------- C -3.67757700 2.07138100 1.37194500 C -2.92724300 1.05440700 1.93604200 C -3.28385100 2.63122600 0.14064600 C -1.80560500 0.56402300 1.27089800 C -2.16557300 2.14533100 -0.51715300 C -1.43659700 1.08752400 0.04039500 C -3.73981200 4.30451900 -1.48901300 C -0.32552300 0.46488200 -0.76617400 C -0.77620400 -0.62174400 -1.75990200 C 0.44189500 -1.26984600 -2.44339800 C 1.55126200 0.64432300 0.77856700 C -2.78374300 -1.56096300 -0.68916200 C 2.93142800 0.09636000 0.48619500 C 4.03227300 0.72580100 1.32523700 C 4.39760600 -0.17092200 -1.38590200 C 5.39289700 0.19796400 0.87407900 C 5.58442400 0.41079000 -0.62199300 C -3.72394600 -0.70159000 -1.23754900 C -3.14069600 -2.47036800 0.30796100 C -5.01888400 -0.73022100 -0.73074900 C -4.44458000 -2.52567900 0.77588700 C -5.37920500 -1.63249700 0.26799100 C -0.97249800 -3.92327600 -1.25710900 O -4.77115600 2.53465600 2.00713900 O -4.08629600 3.64032200 -0.28547900 O 0.64741200 -0.17436400 0.03949700 O -1.46050800 -1.69501600 -1.06732700 O 1.36326700 -0.31461300 -2.89313700 O 3.16934900 0.35636800 -0.89042400 O 3.79947000 0.36645100 2.67876300 O 4.52140900 0.21433000 -2.70574600 O 6.41214700 0.80074500 1.63357000 O 5.68444100 1.80201900 -0.81129800 O -2.19335500 -3.36872200 0.69870400 H -5.14443000 3.26312400 1.49484600 H -3.23806900 0.65505100 2.89338600 H -1.23283200 -0.24530800 1.71167300 H -1.85873200 2.57191300 -1.46602300 H -2.74694900 4.75512000 -1.40925100 H -3.76859800 3.61232500 -2.33556700 H -4.48429400 5.08321000 -1.63102600 H 0.15828600 1.23769500 -1.37849400 H -1.43905100 -0.18028900 -2.50655200 H 0.90621900 -1.95961700 -1.72840000 H 0.11075500 -1.83245200 -3.31994500 H 1.85654900 0.02017400 -2.12404500 H 1.31746100 0.58964700 1.84385500 H 1.48433500 1.68341900 0.44208600 H 2.92448200 -0.99195000 0.66638200 H 4.00801600 1.81545300 1.20518100 H 4.37460500 -1.26639300 -1.27226100 H 4.59176900 0.59718400 3.18116500 H 5.43034200 -0.87443500 1.09719500 H 3.79615800 -0.14583400 -3.23155100 H 6.49498800 -0.10043000 -0.95662000 H 6.61572700 1.65428500 1.22930500 H 5.69737300 1.99025200 -1.75648100 H -3.46167500 0.00990100 -2.00795600 H -5.75288100 -0.03775200 -1.12346800 H -4.69799100 -3.25203700 1.53785600 H -6.39254200 -1.64080600 0.64819800 H -0.85195400 -3.51172900 -2.24670500 H -0.14190600 -3.90886300 -0.55918700 H -1.80030800 -4.59265900 -1.07414000 H 0.35066900 -1.71501500 0.75420100 O 0.22169600 -2.57444800 1.20011400 H -1.34929400 -2.94908600 1.03175400 H 0.73163200 -2.48450400 2.02496100 O 1.80103100 -1.57471600 3.26179300 H 1.69814200 -1.72521700 4.20487300 H 2.56124400 -0.97700800 3.16495600 --------------------------------------------------------------- O3-CH3 (Product) Electronic Energy (-1874.990348) Enthalpy (-1874.356917) Free Energy (-1874.464095) Coordinates --------------------------------------------------------------- C 3.55091500 -2.38795900 -0.55770400 C 2.52092700 -2.52633200 0.35075500 C 3.47519600 -1.39413500 -1.55819200 C 1.42956800 -1.65600800 0.31027000 C 2.38303900 -0.55060200 -1.61486800 C 1.36981600 -0.65920400 -0.64930800 C 4.54231100 -0.43356300 -3.45203600 C 0.24379900 0.35047600 -0.65278600 C 0.63537900 1.79172700 -0.29527000 C -0.60682200 2.67009600 -0.06531000 C -1.74972000 -0.96334900 -0.25691500 C 2.90293100 1.46400300 0.77314200 C -3.11097300 -0.43431600 0.13531900 C -4.21859500 -1.46803000 0.00298100 C -4.59250800 1.34913900 -0.47875600 C -5.57229200 -0.81879200 0.28104400 C -5.77690200 0.39550200 -0.61467100 C 3.67995600 2.12964900 -0.15879000 C 3.38649000 0.48243900 1.63452500 C 5.00673400 1.75125700 -0.29789200 C 4.72451700 0.10921400 1.46020500 C 5.51422700 0.72862700 0.50664000 C 1.33773200 2.88115200 1.95199100 O 4.62888800 -3.19286200 -0.49042000 O 4.54639200 -1.37316200 -2.39113700 O -0.80806100 -0.00136000 0.21532200 O 1.51084500 1.81612000 0.94074500 O -1.41824400 2.59259900 -1.20449400 O -3.36207300 0.67248700 -0.72317300 O -3.95754500 -2.48004800 0.96298800 O -4.73637700 2.32524600 -1.44553200 O -6.59800500 -1.76976500 0.13360200 O -5.88966800 -0.09916600 -1.92760100 O 2.67350600 -0.08176800 2.61022800 H 5.22052900 -2.98451600 -1.22453900 H 2.59413300 -3.30305200 1.10145400 H 0.64225400 -1.75514300 1.04919200 H 2.32353100 0.21345200 -2.38240100 H 3.69208800 -0.60681600 -4.11737100 H 4.50940200 0.58718800 -3.05919100 H 5.46972800 -0.58645100 -3.99755600 H -0.14961100 0.44992100 -1.67487600 H 1.25331900 2.21024300 -1.08886200 H -1.13611200 2.32872200 0.82855200 H -0.31306500 3.71339500 0.06160600 H -2.00107100 1.81666300 -1.11831100 H -1.55368900 -1.93634200 0.19340600 H -1.69381800 -1.04374700 -1.34758000 H -3.06879200 -0.09442200 1.18267000 H -4.21794000 -1.88540700 -1.01120500 H -4.56127000 1.77112000 0.53802100 H -4.74579100 -3.03434600 1.02749300 H -5.58763000 -0.50411700 1.33073500 H -4.01806700 2.96624300 -1.39067200 H -6.68534000 0.93088300 -0.31380600 H -6.81519400 -1.82706300 -0.80596100 H -5.92310400 0.64270800 -2.54184600 H 3.26227700 2.92389300 -0.76711600 H 5.63959400 2.25451400 -1.01699400 H 5.11220900 -0.67657400 2.09703100 H 6.54639200 0.42029800 0.39485200 H 1.66255900 3.82277700 1.51238100 H 0.30020700 2.86982100 2.26129600 H 1.97519400 2.58215000 2.77979800 H -0.45175500 0.05097600 2.03738700 O -0.00272900 0.42356900 2.81618600 H 1.71193400 0.12226300 2.59039600 H -0.42235500 -0.03056500 3.55488200 O -1.71795000 -1.88988500 2.66638800 H -1.42411000 -2.62188500 3.21546600 H -2.55280600 -2.18877900 2.27061700 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- Cγ-OH (Reactant) Electronic Energy (-1875.016170) Enthalpy (-1874.385758) Free Energy (-1874.492310) Coordinates --------------------------------------------------------------- C 3.74676300 1.92664800 -1.84090500 C 2.63663500 1.42111400 -2.49730300 C 3.80916500 1.87287300 -0.43826400 C 1.60157300 0.84226600 -1.76882200 C 2.77722700 1.29487900 0.28326700 C 1.67066600 0.75528000 -0.38130800 C 4.97127600 2.65196800 1.48670200 C 0.55421700 0.13081700 0.41979000 C 0.39241500 -1.41226400 0.36781700 C 0.25769600 -1.96627900 -1.05133100 C -1.69567900 0.86278400 0.89041800 C 2.59814100 -1.72808300 1.38170100 C -2.98104200 1.20869800 0.17519600 C -4.11175500 1.44282900 1.17442100 C -4.46897000 0.30348000 -1.44058000 C -5.43591500 1.62773400 0.43801600 C -5.67964400 0.47373700 -0.52610600 C 2.91214300 -1.37137000 2.68149100 C 3.58667500 -1.73022500 0.38629600 C 4.21288800 -0.99630500 3.01466600 C 4.88437300 -1.35342100 0.71908400 C 5.19089200 -0.99236300 2.03028500 C 4.10147100 -1.92824000 -1.92108100 O 4.75859900 2.47274200 -2.54622600 O 4.93914600 2.41663300 0.08671400 O -0.69437900 0.64865000 -0.09090400 O 1.32299500 -2.17661900 1.11005100 O -0.99062000 -1.48098700 -1.62817700 O -3.29934900 0.10518200 -0.68145400 O -3.78202200 2.58776200 1.91622700 O -4.64836200 -0.85470300 -2.21635100 O -6.49459200 1.79690200 1.34554400 O -5.87588800 -0.70663900 0.25136900 O 3.17717000 -2.08156200 -0.85365500 H 5.41714200 2.81135800 -1.92609900 H 2.59458600 1.50050700 -3.57652300 H 0.72628600 0.48922400 -2.30209000 H 2.84280100 1.22796900 1.36355600 H 4.13182600 3.28668100 1.78431300 H 4.94191100 1.71037900 2.03965000 H 5.90875600 3.16537100 1.68480400 H 0.66423500 0.41944800 1.47133400 H -0.56717000 -1.61663800 0.86172900 H 1.07239300 -1.67360400 -1.70429600 H 0.19315400 -3.05310500 -1.01236500 H -1.13857900 -0.56245700 -1.29937600 H -1.41619300 1.69120200 1.54730800 H -1.85963900 -0.04181500 1.48997900 H -2.83610400 2.11299500 -0.43193100 H -4.18621200 0.56260800 1.83152900 H -4.35787800 1.18931300 -2.08061500 H -4.55897200 2.85900000 2.41926200 H -5.37405300 2.55843400 -0.13665200 H -4.41283100 -0.68574300 -3.13393900 H -6.56930100 0.67595400 -1.12899300 H -6.72933300 0.93397900 1.70693000 H -6.39905900 -1.33629400 -0.25575400 H 2.12668800 -1.41123000 3.42740700 H 4.45639200 -0.72966200 4.03535500 H 5.66076100 -1.33936300 -0.03386800 H 6.20934000 -0.71472500 2.27497500 H 4.94537700 -2.61346200 -1.80793300 H 3.55536200 -2.17574000 -2.82915400 H 4.45562200 -0.89524200 -1.97824400 H -1.95781000 -2.13911600 -1.33233200 O -2.93923600 -2.75279500 -1.06405100 H -3.65885900 -2.29159600 -1.53745900 H -3.15094900 -2.62473000 -0.09739500 O -3.66887800 -2.10456800 1.36146000 H -3.89425900 -2.69291100 2.08847100 H -4.45937700 -1.57632000 1.15332000 --------------------------------------------------------------- Cγ-OH (Transition State) Electronic Energy (-1874.967402) Enthalpy (-1874.336254) Free Energy (-1874.443498) Frequency (-552.77) Coordinates --------------------------------------------------------------- C -3.86082900 2.74377400 0.74961500 C -2.64950300 2.88563000 1.40171300 C -3.94593400 1.92529600 -0.39440400 C -1.52417600 2.19278000 0.94979900 C -2.82092700 1.27034400 -0.86538500 C -1.60927700 1.37960200 -0.17084300 C -5.38033300 0.99186400 -2.04265800 C -0.44632900 0.53090400 -0.61819400 C -0.57117300 -0.97404400 -0.27041200 C -0.72605100 -1.21642200 1.21962700 C 1.85218100 1.05138400 -0.89937400 C -2.79810900 -1.93140900 -0.76476600 C 3.12052000 1.19544300 -0.09460000 C 4.31725300 1.43730600 -1.01123300 C 4.44824900 -0.07992700 1.45516500 C 5.61311400 1.38935900 -0.20755100 C 5.70130400 0.10050200 0.59502300 C -3.54261600 -2.63460100 -1.70390100 C -3.39972800 -1.55649500 0.43515000 C -4.87160000 -2.94982600 -1.44970200 C -4.72620800 -1.86891000 0.69868500 C -5.46436700 -2.56705100 -0.25227700 C -3.14224400 -0.36658100 2.53500600 O -4.95821000 3.38239600 1.20818500 O -5.18661600 1.86720900 -0.94207000 O 0.75545700 0.95406600 -0.00151400 O -1.50444800 -1.65253200 -1.09509800 O 1.20826300 -1.53432100 1.67479300 O 3.29059400 -0.02459100 0.62750500 O 4.14179400 2.69626900 -1.61018400 O 4.43335900 -1.28701600 2.12010200 O 6.72381400 1.57751700 -1.05160300 O 5.82394000 -0.97787100 -0.33695300 O -2.59055100 -0.85118000 1.30352600 H -5.69061400 3.21574200 0.60135600 H -2.60181100 3.54073400 2.26318200 H -0.57571400 2.30573600 1.45991200 H -2.87930300 0.65473400 -1.75548500 H -4.78184700 1.31136900 -2.89990900 H -5.12224000 -0.03558000 -1.76586400 H -6.43601400 1.05182300 -2.29406600 H -0.35984800 0.58045300 -1.70997200 H 0.38412500 -1.42129000 -0.55069100 H -0.57961200 -0.39777100 1.90655000 H -0.89868400 -2.21173500 1.60022200 H 1.77544500 -0.78851700 1.39659900 H 1.73486000 1.92005100 -1.55405000 H 1.93720100 0.13881900 -1.50515300 H 3.02778200 2.03442400 0.60867200 H 4.33977800 0.64638400 -1.77652200 H 4.40658300 0.71920100 2.20642100 H 4.97543900 2.94912900 -2.02410200 H 5.60953000 2.23579800 0.48774000 H 4.11675300 -1.98687900 1.52387400 H 6.57928800 0.12738900 1.24608200 H 6.91087400 0.74093700 -1.49335400 H 6.27034200 -1.71449700 0.09277500 H -3.05634400 -2.92042200 -2.62842600 H -5.44122400 -3.49763200 -2.18950600 H -5.18818100 -1.56941500 1.62961800 H -6.49878000 -2.81041800 -0.04789200 H -3.45331800 -1.20281500 3.16350700 H -2.35402700 0.20759100 3.01607900 H -3.97624400 0.29703700 2.30519200 H 1.69388300 -2.32094000 1.35960100 O 3.04011500 -3.23982300 0.54038400 H 3.18759200 -4.18835500 0.58896100 H 3.15127600 -2.96447900 -0.39417800 O 3.58965300 -1.97429100 -1.76440500 H 3.84508800 -2.28589900 -2.63697000 H 4.37136700 -1.54090000 -1.37844800 --------------------------------------------------------------- Cγ-OH (Product) Electronic Energy (-1874.991410) Enthalpy (-1874.358554) Free Energy (-1874.468272) Coordinates --------------------------------------------------------------- C 3.76137100 -2.67010700 1.03601100 C 2.50721100 -2.67808400 1.62004900 C 3.95636300 -1.99500000 -0.18518700 C 1.45013100 -1.98715400 1.02330600 C 2.89968600 -1.33655600 -0.79330700 C 1.64415100 -1.30669000 -0.17080700 C 5.53371100 -1.34759600 -1.84151400 C 0.56210000 -0.42290800 -0.74872000 C 0.84045400 1.08297900 -0.52111700 C 1.15468300 1.42064600 0.92036800 C -1.78780100 -0.66094800 -1.01677000 C 3.08401200 1.84445400 -0.97200000 C -3.02169100 -1.05383200 -0.24032700 C -4.19784400 -1.34796900 -1.16737500 C -4.44785200 -0.21960600 1.49151100 C -5.44083700 -1.63866600 -0.33076100 C -5.70426000 -0.52094500 0.66628700 C 3.98814900 2.42122300 -1.86086300 C 3.52248700 1.59069200 0.32476500 C 5.28157100 2.71287300 -1.45387100 C 4.80477200 1.88049200 0.75521100 C 5.69481700 2.44311600 -0.15218100 C 2.92533200 0.64080000 2.55583800 O 4.79198500 -3.30725400 1.63149500 O 5.22584900 -2.07099200 -0.66046000 O -0.67323800 -0.71012200 -0.13565200 O 1.84468900 1.55355000 -1.42229000 O -1.42998400 2.04949500 1.17442900 O -3.35119300 0.02799300 0.62356500 O -3.85880400 -2.46235000 -1.95644700 O -4.61175300 0.88314200 2.30051100 O -6.54949900 -1.89220000 -1.16240500 O -6.10085800 0.62859200 -0.08322400 O 2.56136500 0.98673200 1.18497700 H 5.56160700 -3.26609200 1.04974900 H 2.37172700 -3.23316300 2.54070400 H 0.46857500 -1.99227900 1.48044200 H 3.04289400 -0.83255300 -1.74199900 H 4.95246600 -1.72212700 -2.68807500 H 5.34077600 -0.27921500 -1.69732700 H 6.59224900 -1.50884600 -2.02776100 H 0.50299900 -0.56818600 -1.83455700 H -0.07199900 1.63234900 -0.75709400 H 0.53156500 0.84525800 1.59795400 H 1.10877400 2.48408300 1.14661700 H -1.96186500 1.24271100 1.09320000 H -1.64761500 -1.36889100 -1.83949600 H -1.93172900 0.35247500 -1.41657200 H -2.79998400 -1.95343300 0.35163300 H -4.37662800 -0.46689700 -1.80089700 H -4.22487700 -1.08224500 2.13359500 H -4.66569300 -2.78399400 -2.37547100 H -5.25562500 -2.56489500 0.22435200 H -4.44920900 1.69757700 1.78900900 H -6.51201100 -0.81230600 1.34412500 H -6.92460400 -1.04429600 -1.42755600 H -6.52468900 1.25429000 0.51436100 H 3.64529500 2.62540200 -2.86763700 H 5.97191000 3.15989000 -2.15802000 H 5.11966100 1.67497100 1.76899500 H 6.70229400 2.67465800 0.16634700 H 3.12018600 1.55752000 3.11154100 H 2.07527100 0.09111800 2.94756900 H 3.79153200 -0.01269000 2.48745700 H -2.10384200 2.73849300 1.24488300 O -3.99172800 3.25333900 0.89973600 H -4.38363300 4.11152200 1.08014900 H -4.04279900 3.09882000 -0.06464000 O -4.29295200 2.19357600 -1.57122600 H -4.66886600 2.51430400 -2.39486400 H -4.92943100 1.56135400 -1.19604900 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- C4'-O2 (Reactant) Electronic Energy (-1875.027701) Enthalpy (-1874.396223) Free Energy (-1874.505007) Coordinates --------------------------------------------------------------- C -3.78483100 -1.57919700 -1.82351200 C -2.99817800 -0.47097300 -2.07922500 C -3.37778400 -2.51635800 -0.85283800 C -1.82420800 -0.26789900 -1.35606300 C -2.20782800 -2.31486200 -0.13943000 C -1.43581500 -1.17071300 -0.37824700 C -3.88435500 -4.58255000 0.21345700 C -0.28002800 -0.87845200 0.54317800 C -0.70009700 -0.17838100 1.84422900 C 0.51236000 0.16002200 2.72940100 C 1.62831400 -0.45219800 -0.97768400 C -2.61977100 1.21982400 1.25170200 C 2.96850800 0.01417400 -0.44806900 C 4.11403200 -0.13197600 -1.43494800 C 4.39564400 -0.37576000 1.42461600 C 5.42497800 0.26788700 -0.76001100 C 5.62797000 -0.51310100 0.53283200 C -3.61078800 0.29786900 1.54863400 C -2.96937000 2.41664800 0.61060400 C -4.93433600 0.55821100 1.19890200 C -4.28471000 2.67788900 0.26836800 C -5.27311800 1.74020600 0.56226200 C -2.25795400 4.65333600 0.05903900 O -4.92694700 -1.76932900 -2.51150300 O -4.22257000 -3.56967600 -0.71958900 O 0.65955100 0.02649700 -0.04373200 O -1.28375100 1.08524300 1.53514600 O 1.40998000 -0.91987900 2.84734900 O 3.21899400 -0.75822000 0.71021100 O 3.84675600 0.74262800 -2.52615200 O 4.54434800 -1.24072900 2.48623200 O 6.49099000 0.10259800 -1.66182600 O 5.83951600 -1.85113200 0.15172500 O -1.92829900 3.28822500 0.32767900 H -5.33078400 -2.59770200 -2.22321500 H -3.32304400 0.22589800 -2.84161600 H -1.22757600 0.61663400 -1.55151800 H -1.89455100 -3.02968000 0.61363000 H -2.92486100 -5.03906300 -0.04360800 H -3.84504300 -4.17612900 1.22812000 H -4.67230700 -5.32810500 0.15035300 H 0.24422700 -1.80256300 0.81066000 H -1.39019600 -0.82605300 2.38775800 H 1.00291400 1.04680200 2.31250900 H 0.16004800 0.41180100 3.72949700 H 1.89674700 -0.99601100 2.01307300 H 1.41536000 -0.04602500 -1.96870400 H 1.59793300 -1.54374500 -1.01791000 H 2.88790700 1.08124100 -0.17412000 H 4.18072300 -1.16948300 -1.78130000 H 4.27498600 0.66943300 1.75084500 H 4.65186700 0.79993800 -3.05782200 H 5.37251700 1.33867600 -0.53113400 H 3.81033400 -1.14113800 3.10717700 H 6.49321400 -0.11321600 1.07478700 H 6.77399900 -0.82036400 -1.62001300 H 5.86560100 -2.40353400 0.94142300 H -3.36696100 -0.63599000 2.03530200 H -5.69673800 -0.17448800 1.43132600 H -4.55087500 3.60052000 -0.22992200 H -6.30000200 1.94334000 0.28837500 H -2.90449700 5.03876700 0.84823100 H -1.31603900 5.19868000 0.05709000 H -2.74456700 4.75042800 -0.91283600 H 0.46486500 1.47372700 -0.01461000 O 0.44711700 2.50150200 -0.13471200 H -0.50478100 2.82588100 0.03412500 H 0.83988800 2.69594400 -1.03545300 O 1.72035500 2.55839200 -2.38260900 H 1.63568800 3.10270000 -3.16981600 H 2.52388700 2.01204600 -2.48961100 --------------------------------------------------------------- C4'-O2 (Transition State) Electronic Energy (-1874.927748) Enthalpy (-1874.297438) Free Energy (-1874.406634) Frequency (-501.1) Coordinates --------------------------------------------------------------- C 3.82344500 1.50332300 -1.69506200 C 3.21872200 0.28490200 -1.77598500 C 3.23613200 2.52107500 -0.87649000 C 2.07018100 0.00299300 -0.98010600 C 2.03206300 2.30504100 -0.21144200 C 1.42157400 1.05994600 -0.29776100 C 3.44463800 4.76966300 -0.11573600 C 0.13599400 0.76480400 0.42205400 C 0.46052200 -0.01369800 1.71117400 C -0.80699200 -0.39657700 2.48653400 C -1.75649800 0.48381800 -1.08824900 C 2.99324000 -0.83120900 0.67906100 C -3.05412200 -0.03042900 -0.49770200 C -4.25942300 0.13690400 -1.41068500 C -4.38999800 0.19803900 1.46265200 C -5.51577000 -0.35791600 -0.69713500 C -5.67887200 0.32455000 0.65439400 C 3.69833900 0.03299200 1.47150600 C 3.42844100 -2.10762700 0.31853300 C 4.97171100 -0.37721600 1.89678500 C 4.69876100 -2.47560900 0.73834300 C 5.46548600 -1.61309500 1.52887400 C 3.02128000 -4.15211200 -0.80647000 O 4.94789900 1.76754300 -2.37918300 O 3.92828600 3.65984100 -0.87282200 O -0.68748800 -0.08217700 -0.34445300 O 1.19005700 -1.17851200 1.38087600 O -1.54450100 0.75711700 2.82460400 O -3.27853100 0.68500800 0.70907700 O -4.03040200 -0.64607300 -2.57471600 O -4.52345400 0.98368800 2.58896400 O -6.63936800 -0.17750600 -1.52540100 O -5.98196200 1.67266500 0.38202400 O 2.58711500 -2.85064700 -0.43745200 H 5.22439800 2.67774100 -2.21546200 H 3.67016200 -0.48964400 -2.38406900 H 1.49560200 -0.88816700 -1.20710700 H 1.56462700 3.10288300 0.35283800 H 2.47261400 5.09065700 -0.49476600 H 3.37574500 4.50367800 0.94115400 H 4.17519300 5.56123900 -0.25204500 H -0.37535300 1.69654400 0.68827100 H 1.09966300 0.59590100 2.35594800 H -1.39543900 -1.09636700 1.88422000 H -0.50833500 -0.88986200 3.41144600 H -2.02865500 1.02290500 2.02817600 H -1.66119700 0.16896900 -2.12783600 H -1.74065000 1.57786700 -1.03903800 H -2.92220600 -1.10143000 -0.27362100 H -4.38026900 1.19414100 -1.67526200 H -4.19905200 -0.85764700 1.71259700 H -4.86761200 -0.71024100 -3.05217600 H -5.41030100 -1.43839700 -0.54591300 H -3.76956500 0.84899200 3.17910200 H -6.48829800 -0.15522700 1.21742100 H -6.94666100 0.73101200 -1.40948300 H -5.98306400 2.16564800 1.21028500 H 3.31713200 1.00820100 1.74318900 H 5.55596100 0.29259000 2.51504700 H 5.09499900 -3.44315600 0.45806600 H 6.44775300 -1.92803800 1.85560800 H 3.20821000 -4.76455700 0.07924500 H 2.21029700 -4.58365800 -1.38795400 H 3.92368900 -4.10257700 -1.42114200 H 0.62659900 -1.80282400 0.83179000 O -0.50624600 -2.80212800 0.18638100 H -0.43559500 -3.75962100 0.20091100 H -0.93069700 -2.56165900 -0.65824400 O -1.84734300 -2.41380000 -2.25296100 H -1.62168600 -2.92926800 -3.03097000 H -2.66361600 -1.93215500 -2.47226400 --------------------------------------------------------------- C4'-O2 (Product) Electronic Energy (-1874.990125) Enthalpy (-1874.356379) Free Energy (-1874.466778) Coordinates --------------------------------------------------------------- C -3.47614100 2.66145000 0.94104800 C -3.52480400 1.34198900 1.23973300 C -2.45214200 3.10856600 0.04579400 C -2.61289800 0.35470100 0.63055500 C -1.45676200 2.23389400 -0.46631900 C -1.48826100 0.90819000 -0.15255500 C -1.57186000 5.00564400 -1.12334800 C -0.29648400 0.03309500 -0.50080900 C -0.60866100 -1.39419500 -0.98377900 C 0.63976900 -2.04431000 -1.58745200 C 1.56913400 0.76658500 0.87349300 C -3.52070700 -0.53981100 -0.25437600 C 2.84006400 0.04546500 0.46684000 C 4.09858400 0.75199200 0.95968000 C 3.97325000 -0.81517600 -1.43883100 C 5.33171300 -0.02329200 0.50552200 C 5.31351200 -0.22940200 -1.00111100 C -3.90914900 -0.15809800 -1.53128400 C -3.96293600 -1.75266300 0.28647700 C -4.69213400 -1.00220700 -2.31024600 C -4.73376200 -2.60700500 -0.50122400 C -5.08910200 -2.22875000 -1.79113800 C -3.64032800 -3.35479200 2.00417200 O -4.36978500 3.53323800 1.44131600 O -2.51045600 4.38568300 -0.22291300 O 0.43520700 -0.07087700 0.71051500 O -1.09997400 -2.17930300 0.07048200 O 1.14651600 -1.32173400 -2.69629400 O 2.88817000 -0.01718200 -0.95467800 O 4.07007900 0.80654200 2.37927800 O 3.95212200 -0.79505500 -2.81868600 O 6.49764600 0.63581800 0.94117200 O 5.52807400 1.03872500 -1.57806100 O -3.61788300 -2.00157500 1.56767500 H -4.19496000 4.42519300 1.11934200 H -4.31700300 0.96813100 1.88020800 H -2.21266400 -0.33202900 1.38980600 H -0.65895100 2.63642200 -1.07770500 H -0.56630100 4.94213700 -0.70765700 H -1.62773100 4.52726500 -2.10102800 H -1.88566600 6.04213700 -1.19172400 H 0.28802600 0.55821900 -1.26296400 H -1.38324300 -1.34487200 -1.75448900 H 1.39491500 -2.15759900 -0.80014500 H 0.36075500 -3.03615900 -1.94246200 H 1.56762600 -0.52990800 -2.33963200 H 1.62343600 1.01873600 1.93219900 H 1.47053100 1.69097800 0.29065900 H 2.80019600 -0.97366000 0.88172200 H 4.13156300 1.76509000 0.54025200 H 3.85307100 -1.83337400 -1.03674500 H 4.95775700 1.05126600 2.67249800 H 5.31774900 -0.99838900 1.00565500 H 3.20660100 -1.31836000 -3.14571000 H 6.10518100 -0.93015800 -1.29146700 H 6.71502000 1.31066300 0.28502000 H 5.41876700 0.96444400 -2.53285200 H -3.57886400 0.79467500 -1.93343100 H -4.97993600 -0.70864500 -3.31123800 H -5.06544100 -3.55909500 -0.10940500 H -5.69233500 -2.89993900 -2.39016600 H -3.07713100 -3.98022500 1.30757000 H -3.16283600 -3.36261400 2.98083400 H -4.66582700 -3.71857400 2.10196000 H -0.36755900 -2.34885100 0.69423600 O 1.12296000 -2.78252600 1.66413000 H 1.31394400 -3.65596700 2.01439900 H 1.42525300 -2.14711700 2.33753600 O 2.20812100 -0.96218400 3.48474300 H 2.13954200 -1.00493900 4.44115600 H 2.96078700 -0.38265800 3.27928400 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- Cβ-O2 (Reactant) Electronic Energy (-1875.019680) Enthalpy (-1874.388283) Free Energy (-1874.494021) Coordinates --------------------------------------------------------------- C 2.86558400 -2.79392200 -1.02845300 C 1.77131300 -3.18554300 -0.27647800 C 2.89592400 -1.49828000 -1.58300800 C 0.72635200 -2.28264600 -0.03151000 C 1.85003900 -0.62202600 -1.35940000 C 0.77191400 -0.99378900 -0.54368700 C 4.09736700 0.03034000 -2.96098300 C -0.26485400 0.05719200 -0.18667600 C 0.41227600 1.37682500 0.25096500 C -0.52340700 2.29888400 1.03054100 C -2.25612600 -1.20726600 0.41593200 C 2.73627800 1.76215300 0.61433800 C -3.54997000 -0.43072900 0.52208600 C -4.74497500 -1.26719400 0.08240200 C -4.56343000 1.58500300 -0.24549100 C -6.01264700 -0.41575400 0.13900000 C -5.83837800 0.86482200 -0.67058700 C 2.74536300 3.05541300 0.10644500 C 3.94968500 1.06705200 0.72442500 C 3.93861300 3.64883600 -0.30055500 C 5.13949300 1.66159600 0.32964600 C 5.13217600 2.95476700 -0.18921800 C 5.01844000 -1.06891800 1.04445500 O 3.89458200 -3.64178800 -1.22425900 O 4.01947500 -1.22458200 -2.29135800 O -1.14787500 -0.39559000 0.84226800 O 1.59329900 1.11419400 1.02009600 O -1.64732800 2.62698300 0.25487500 O -3.43602100 0.70305800 -0.32427500 O -4.83357500 -2.37026700 0.95281500 O -4.34667200 2.62753600 -1.12093000 O -7.11691900 -1.16840800 -0.29981700 O -5.77835300 0.47517800 -2.02287300 O 3.88885200 -0.20846900 1.23311500 H 4.50417500 -3.25424300 -1.86570400 H 1.73567100 -4.20454200 0.09227000 H -0.11065800 -2.60676800 0.57571600 H 1.89482600 0.37444600 -1.78156400 H 3.27966400 0.12959900 -3.67895200 H 4.07380500 0.85390300 -2.24047800 H 5.04833900 0.03005200 -3.48675600 H -0.88168400 0.30085500 -1.06036300 H 0.69615700 1.88801900 -0.67249300 H -0.80392200 1.82529200 1.97823700 H 0.00100000 3.22487600 1.26960700 H -2.15272200 1.81359800 0.08065600 H -2.31359200 -2.08502000 1.06212600 H -2.09451800 -1.53302700 -0.61582700 H -3.69628800 -0.10887300 1.56520500 H -4.58417500 -1.58905100 -0.95572500 H -4.65079900 1.93006800 0.79630800 H -5.69294800 -2.78587000 0.81277600 H -6.20545100 -0.16228200 1.18743000 H -3.62264700 3.18360600 -0.80551700 H -6.68707500 1.53564400 -0.49160900 H -7.13065100 -1.13471800 -1.26501400 H -5.58388400 1.24867000 -2.56348800 H 1.82035400 3.61280900 0.02955100 H 3.92482000 4.65770200 -0.69241600 H 6.07453800 1.12531400 0.41889100 H 6.06468600 3.41170500 -0.49430500 H 5.85793300 -0.73878600 1.65760500 H 4.70144600 -2.06090700 1.36301000 H 5.29096800 -1.09128900 -0.01278800 H -0.18468200 -0.16943300 3.86538400 O -0.01635000 -0.80058600 3.15970700 H -0.53366300 -0.56152500 2.34782500 H 1.23933000 -1.14602800 2.84185300 O 2.19710800 -1.54046600 2.51512200 H 2.76272900 -0.84598600 2.03473800 H 2.01495100 -2.22305100 1.84279900 --------------------------------------------------------------- Cβ-O2 (Transition State) Electronic Energy (-1874.957743) Enthalpy (-1874.328418) Free Energy (-1874.438216) Frequency (-453.02) Coordinates --------------------------------------------------------------- C -3.09668100 -1.38782900 -2.02161200 C -2.32051200 -0.31680300 -2.41833300 C -2.72289400 -2.14373400 -0.89120200 C -1.20396000 0.05649800 -1.66910500 C -1.59637300 -1.79429800 -0.16803000 C -0.84955500 -0.66917000 -0.54628500 C -3.22461900 -4.03844200 0.45341200 C 0.37870300 -0.29177900 0.26407000 C 0.06524500 0.12285200 1.68205500 C 0.78484100 1.19892000 2.34774200 C 2.17923800 0.27782200 -1.21414300 C -3.04127800 0.58569800 1.43205000 C 3.54084800 0.54509100 -0.60313000 C 4.64871000 -0.00129000 -1.49568000 C 4.82073000 0.03492300 1.38025900 C 6.00542800 0.16866500 -0.81926100 C 5.98980000 -0.48950500 0.55373600 C -3.40211200 -0.42108600 2.31197900 C -3.89818000 0.94912400 0.38537300 C -4.59151200 -1.12084300 2.12525600 C -5.07835100 0.24040500 0.19331100 C -5.41558300 -0.80169600 1.05597100 C -4.24733000 2.30225400 -1.54244600 O -4.20672600 -1.71101800 -2.71438400 O -3.54665200 -3.18867900 -0.63486900 O 1.15392600 0.72462000 -0.32496300 O -1.83159400 1.20350400 1.60118300 O 1.73026200 0.11490200 2.51360700 O 3.57614800 -0.10591900 0.67259900 O 4.58697400 0.71700800 -2.70340300 O 4.74068900 -0.73779000 2.52201700 O 7.02278100 -0.34993000 -1.63869700 O 5.87634300 -1.87484500 0.33062700 O -3.48882900 2.01010700 -0.37043300 H -4.60484300 -2.49478300 -2.31371900 H -2.59787000 0.22078400 -3.31664100 H -0.61171600 0.90599600 -1.98288700 H -1.30233200 -2.38380100 0.69340500 H -2.25180800 -4.51249200 0.29557700 H -3.22464500 -3.47459300 1.39019300 H -3.99998700 -4.79937500 0.48358300 H 0.98920000 -1.20069000 0.38262300 H -0.47934300 -0.57961900 2.29924400 H 1.14062700 2.00957200 1.72249000 H 0.39385200 1.51207600 3.30863700 H 2.37785900 0.09428200 1.75094400 H 2.09728900 0.82211600 -2.15538300 H 2.06246400 -0.79079600 -1.42027800 H 3.68097400 1.62687600 -0.46607100 H 4.47241400 -1.07349100 -1.65893700 H 4.96444200 1.10165800 1.60513900 H 5.38895800 0.52328200 -3.20357200 H 6.20686900 1.24028400 -0.71272900 H 4.19497400 -0.32056900 3.19635600 H 6.91406300 -0.24999200 1.09270100 H 7.04742700 -1.30699300 -1.51121700 H 5.84752800 -2.33207000 1.17794400 H -2.74872200 -0.64540700 3.14834500 H -4.87355400 -1.90130800 2.82107600 H -5.74077800 0.49200900 -0.62404600 H -6.33887000 -1.34385700 0.89582100 H -5.24094700 2.67183900 -1.27369300 H -3.69593100 3.07850100 -2.06832200 H -4.34199100 1.41384900 -2.16957500 H -1.62276800 1.89227700 0.92182100 O -0.49856500 2.98529700 0.22652300 H 0.01476400 2.61256300 -0.49691200 H -1.01940400 3.73637500 -0.11093900 O -2.54828700 4.68605500 -0.29898100 H -3.18628400 4.06813300 0.07764500 H -2.79128400 5.56622200 -0.00115700 --------------------------------------------------------------- Cβ-O2 (Product) Electronic Energy (-1874.970925) Enthalpy (-1874.341095) Free Energy (-1874.453101) Coordinates --------------------------------------------------------------- C -3.10955700 2.76518700 -0.61627800 C -1.91289100 3.25699400 -0.12879300 C -3.14133500 1.51446000 -1.25893800 C -0.73977900 2.53054700 -0.31186100 C -1.97216900 0.78557200 -1.43475100 C -0.75783000 1.30516400 -0.96795800 C -4.50417800 0.00153000 -2.50057500 C 0.57768400 0.62864200 -1.22941600 C 0.45077100 -0.86784200 -1.44756900 C 0.56073500 -1.82133200 -0.35370500 C 2.71344800 1.45360600 -0.41531800 C -3.18728300 -1.93132800 0.39294000 C 3.78016700 0.66788300 0.31211500 C 5.17728200 1.20395500 0.03134300 C 4.61758300 -1.61055100 0.43592700 C 6.22538800 0.29852700 0.67459500 C 6.04893700 -1.13961400 0.19981600 C -3.62606300 -3.01697400 -0.35257900 C -4.12118300 -1.00291600 0.87759300 C -4.98180900 -3.18062400 -0.62845100 C -5.47142200 -1.16088800 0.59473600 C -5.90100100 -2.25224900 -0.16065100 C -4.43239700 1.12662500 1.91199100 O -4.24620100 3.47803700 -0.46645500 O -4.38252100 1.14289700 -1.66035400 O 1.45897000 0.84079400 -0.14480100 O -1.86269600 -1.79502700 0.64520400 O 1.71019700 -1.63122800 -1.28486000 O 3.69320000 -0.68482600 -0.17216300 O 5.22537600 2.50128100 0.56728900 O 4.43749500 -2.82690700 -0.19170300 O 7.51521600 0.78310800 0.40419800 O 6.36356600 -1.15072900 -1.17138900 O -3.59054200 0.00937400 1.63303000 H -4.94973800 3.04435900 -0.96674500 H -1.90948500 4.22040100 0.36568400 H 0.19665200 2.93766200 0.05013100 H -2.02487200 -0.17940400 -1.92374300 H -3.92870200 0.14864700 -3.41909300 H -4.17538400 -0.90050900 -1.98058000 H -5.56128800 -0.08574300 -2.73711200 H 1.01589500 1.05262000 -2.14212900 H -0.03792600 -1.18763900 -2.36006900 H 0.74785500 -1.42806000 0.64055100 H 0.13854300 -2.80831400 -0.45628200 H 2.53451600 -1.14539500 -0.80598400 H 2.72325500 2.48734000 -0.06259400 H 2.92822200 1.44119600 -1.48990100 H 3.58004700 0.67241700 1.39116600 H 5.34047700 1.21195000 -1.05549500 H 4.39460100 -1.65108000 1.50952300 H 6.14676900 2.78768100 0.57343000 H 6.09724200 0.34457400 1.76179800 H 3.86674100 -3.40688400 0.31928100 H 6.71551000 -1.80015100 0.76696500 H 7.76155300 0.49789700 -0.48508800 H 6.32030300 -2.05276300 -1.50626400 H -2.89189700 -3.73420200 -0.70085000 H -5.31301600 -4.03540200 -1.20455200 H -6.19350100 -0.44424200 0.96344500 H -6.95646100 -2.37228000 -0.36920800 H -5.20491300 0.85531400 2.63696300 H -3.78567000 1.89471700 2.33065000 H -4.89641600 1.49140700 0.99466400 H -1.64486800 -0.97729100 1.13597200 O -0.30020600 -0.03924800 2.01567000 H -0.09635200 0.83068800 1.65701600 H -0.74196600 0.09823300 2.87303300 O -2.12784400 0.05613800 4.03228400 H -2.81570200 -0.24174700 3.42176800 H -2.29069500 -0.36155200 4.88077000 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- SECONDARY BENZYL ETHER LINKAGE WITH MANNOSE --------------------------------------------------------------- LCC Linkage' (Reactant) Electronic Energy (-1875.003473) Enthalpy (-1874.372858) Free Energy (-1874.484095) Coordinates --------------------------------------------------------------- C 2.54130800 -3.16735200 0.25724900 C 1.36023600 -2.89483200 0.92383400 C 2.87505900 -2.43872200 -0.90039800 C 0.51281500 -1.89148400 0.45385000 C 2.02479700 -1.45559500 -1.37435800 C 0.83933500 -1.16994600 -0.68782400 C 4.51873500 -2.06456800 -2.57765400 C 0.01131000 0.01054700 -1.12809700 C 0.51028800 1.34972800 -0.54213200 C 0.37974400 1.39518700 0.98305400 C -5.30376900 1.50383700 0.61727400 C 2.69112000 2.31699100 -0.29828300 C -4.67621000 0.57280300 -0.40377000 C -4.05212400 -0.66258500 0.24472900 C -3.06597700 0.62292600 -2.13892600 C -3.30468600 -1.47727500 -0.81154900 C -2.32412400 -0.59057000 -1.57717400 C 2.78810400 3.65658800 -0.62558200 C 3.50029100 1.75675800 0.70369400 C 3.69858500 4.47193100 0.04500200 C 4.41344900 2.57320200 1.36522400 C 4.50522200 3.92472600 1.03156800 C 4.18655300 -0.20269700 1.86043900 O 3.37832000 -4.11633600 0.72519100 O 4.06644600 -2.79262200 -1.44597700 O -5.88487300 2.62275200 0.00127500 O 1.84010900 1.47749300 -0.99077500 O -1.06114300 1.38602400 1.28583100 O -3.65924800 1.32423100 -1.06837500 O -5.08028200 -1.40614000 0.84188800 O -2.12359500 1.44077700 -2.73821000 O -2.64170100 -2.54099300 -0.14498400 O -1.34418800 -0.12054500 -0.66702500 O 3.30039300 0.43881800 0.95598400 H 4.13338900 -4.18511700 0.12656200 H 1.12627900 -3.46829600 1.81253300 H -0.40671500 -1.67484100 0.98507700 H 2.29120700 -0.86877100 -2.24392900 H 3.83104500 -2.19194000 -3.41773500 H 4.61989000 -1.00312400 -2.33513000 H 5.48969700 -2.47884700 -2.83530300 H 0.01876700 0.12228100 -2.21533200 H -0.11544400 2.15025100 -0.96155800 H 0.84899600 0.53396500 1.45917500 H 0.77204700 2.32454100 1.38954100 H -1.50855900 0.91971500 0.51096100 H -6.09352400 0.97217000 1.14620800 H -4.53157900 1.80009200 1.34313700 H -5.44240100 0.26217000 -1.12797800 H -3.32937400 -0.32543300 1.00348700 H -3.84777700 0.30461800 -2.84491500 H -4.70823500 -1.94342200 1.54969400 H -4.04711500 -1.88053400 -1.51148900 H -2.56459200 2.20168000 -3.13047300 H -1.83647500 -1.14984700 -2.38353900 H -2.07882700 -3.03753800 -0.74904000 H -5.19479500 3.09883600 -0.46978200 H 2.16017000 4.04477500 -1.41943500 H 3.78149300 5.51944500 -0.21382300 H 5.05582400 2.16756200 2.13530100 H 5.22218600 4.54713500 1.55253600 H 4.09272800 0.21380900 2.86749500 H 3.89424700 -1.25074600 1.86980300 H 5.22146100 -0.11030200 1.51989600 H -2.55986400 -2.59262400 1.61327300 O -2.72785600 -2.32723700 2.53999600 H -2.68267200 -3.12060700 3.08242900 H -1.99181200 -0.89547700 3.04339800 O -1.58089500 -0.01345500 3.22298600 H -1.96574300 0.35309200 4.02500200 H -1.28618200 0.82159200 2.16048800 --------------------------------------------------------------- LCC Linkage' (Transition State) Electronic Energy (-1874.967690) Enthalpy (-1874.337461) Free Energy (-1874.448324) Frequency (-229.58) Coordinates --------------------------------------------------------------- C 3.05632600 -3.02840400 0.62368900 C 2.64418500 -2.08198000 1.55961800 C 2.61517000 -2.94861800 -0.72025100 C 1.80013800 -1.06128500 1.17699700 C 1.76412900 -1.93767900 -1.09556500 C 1.34337600 -0.96497500 -0.15014900 C 2.71743500 -3.95161000 -2.87318400 C 0.43458500 0.02049900 -0.62309100 C 0.09514900 1.42067300 -0.11927400 C 0.24901400 1.72872700 1.36401000 C -5.02025200 1.78821400 0.46284500 C 1.76653200 3.14494600 -0.47469400 C -4.53120700 0.62285100 -0.37674500 C -4.26221400 -0.64161400 0.44389100 C -2.78142100 0.10078800 -1.87972800 C -3.58863400 -1.69662000 -0.42776900 C -2.33558000 -1.13751600 -1.10030600 C 1.51203500 4.49852800 -0.34908700 C 3.03194300 2.62684200 -0.16777500 C 2.51300800 5.35903500 0.09797500 C 4.02885500 3.48451100 0.28568400 C 3.76220000 4.84736100 0.41515100 C 4.42544000 0.70321100 -0.06890300 O 3.87076100 -4.01058900 0.99429300 O 3.11026600 -3.93225000 -1.50764300 O -5.29819700 2.91417900 -0.32583700 O 0.78497100 2.31581600 -0.98725600 O -0.55418400 0.83075500 2.12305400 O -3.31755700 1.05826200 -0.99176100 O -5.45534800 -1.25183300 0.89478000 O -1.68481700 0.65013700 -2.52058400 O -3.27255400 -2.84745700 0.32511300 O -1.35769500 -0.75835300 -0.13367500 O 3.16197100 1.28767800 -0.33349900 H 4.05164900 -4.58222900 0.23399000 H 2.98562200 -2.18162400 2.58182800 H 1.46522200 -0.36260500 1.92554200 H 1.41694700 -1.86282000 -2.11890400 H 1.63435500 -4.07326600 -2.95709100 H 3.03502500 -3.03442500 -3.37592500 H 3.21793600 -4.80638100 -3.31912800 H 0.23550500 -0.01725000 -1.68918500 H -0.96192600 1.55169600 -0.36228800 H 1.27990000 1.63574800 1.70652800 H -0.06598900 2.76187400 1.53440100 H -1.32671800 0.58719500 1.59733200 H -5.95430300 1.51575700 0.95828200 H -4.26736300 2.01020400 1.23306200 H -5.27725300 0.39663600 -1.15177200 H -3.60025300 -0.40487400 1.28803800 H -3.55992300 -0.19399100 -2.59958800 H -5.80287600 -0.79921700 1.66761000 H -4.29439600 -1.96494100 -1.22660700 H -1.96029900 1.41333600 -3.04007300 H -1.91677200 -1.87931400 -1.78904400 H -4.09573500 -3.15297600 0.72653100 H -4.48901400 3.16979700 -0.77855700 H 0.52857500 4.86590000 -0.61799200 H 2.31368900 6.41857300 0.19184400 H 5.01202500 3.10449000 0.52919600 H 4.54729200 5.50700800 0.76322100 H 4.70488600 0.82832700 0.98141700 H 4.31525100 -0.35679600 -0.29205300 H 5.19694900 1.13551400 -0.71152100 H -1.07791600 -1.57049500 0.43672600 O -0.69817100 -2.72721000 1.31020500 H -1.53144300 -3.21295400 1.35628000 H -0.45435100 -2.45473600 2.21669100 O -0.07616500 -1.44226200 3.65833000 H -0.19968700 -1.54542300 4.60463000 H -0.25210800 -0.51604400 3.43239100 --------------------------------------------------------------- LCC Linkage' (Product) Electronic Energy (-1874.979359) Enthalpy (-1874.347767) Free Energy (-1874.460299) Coordinates --------------------------------------------------------------- C -0.63712000 3.86828600 1.18981000 C -0.65209400 2.66249300 1.90265100 C -0.90600500 3.90198600 -0.21074100 C -0.86660900 1.48961800 1.23185400 C -1.17266000 2.73813800 -0.86843000 C -1.13037500 1.48645200 -0.16706900 C -1.10272400 5.30203100 -2.11819300 C -1.42038600 0.34825200 -0.89526800 C -1.20858600 -1.10769100 -0.66417300 C -0.91841700 -1.67551700 0.72789800 C 3.57698200 -2.70204700 1.63483900 C -3.32888300 -2.22235200 -0.65005000 C 3.71494400 -2.11303900 0.24381600 C 4.00971800 -0.61605800 0.26700700 C 2.49941000 -1.92666000 -1.79190300 C 3.99085500 -0.06948300 -1.15479700 C 2.67534600 -0.40938400 -1.86169000 C -3.65946700 -3.56439100 -0.57536200 C -4.15797200 -1.26083500 -0.05898600 C -4.80888400 -3.96503300 0.10107600 C -5.29380800 -1.65957100 0.63505800 C -5.61511800 -3.01414900 0.70928500 C -4.41540900 1.03723300 0.53770800 O -0.37948700 4.98938800 1.82430900 O -0.86084100 5.14963400 -0.72348000 O 3.33561100 -4.08563900 1.58810000 O -2.20370300 -1.85410800 -1.35899800 O 0.36084500 -1.28504100 1.18721100 O 2.47181700 -2.34176100 -0.43181600 O 5.27373400 -0.44953600 0.86198400 O 1.28515000 -2.25972100 -2.36706400 O 4.20582000 1.33607000 -1.05933600 O 1.54612500 0.16976500 -1.25643300 O -3.75955300 0.03549400 -0.22278500 H -0.38791800 5.73028100 1.19742000 H -0.43917100 2.68396400 2.96311100 H -0.84665100 0.56147700 1.77933200 H -1.38686100 2.73412700 -1.92993400 H -0.36022900 4.74409000 -2.69388500 H -2.11106500 4.96290300 -2.36810200 H -1.01006100 6.36399800 -2.32576200 H -1.76008000 0.51042100 -1.91707700 H -0.29248000 -1.26794100 -1.25838000 H -1.65646100 -1.35966800 1.46821900 H -0.98822300 -2.76490700 0.64514900 H 1.03130900 -1.54993500 0.53068900 H 4.51035000 -2.54889500 2.17557800 H 2.77303200 -2.17310200 2.16693200 H 4.51776100 -2.63886700 -0.29085500 H 3.22993200 -0.10945600 0.85342600 H 3.33874100 -2.43123600 -2.29178300 H 5.52113700 0.47843200 0.79506000 H 4.82072500 -0.53339500 -1.70306700 H 1.23536100 -3.21367100 -2.48641000 H 2.73710800 -0.11902100 -2.91898500 H 4.59068300 1.66936200 -1.87490300 H 2.52119000 -4.23214100 1.09857400 H -3.00611900 -4.28064700 -1.05902800 H -5.06610200 -5.01500300 0.15306800 H -5.94071700 -0.92717900 1.09943300 H -6.50795800 -3.31654700 1.24180200 H -4.39608700 0.79193800 1.60320300 H -3.86205700 1.95979600 0.36338400 H -5.44747300 1.16384200 0.20261600 H 1.76087100 0.99520300 -0.77843000 O 1.99999200 2.33900900 0.42820700 H 2.93212700 2.43511400 0.19844000 H 1.97862900 1.91798800 1.30469400 O 1.67024700 0.67166600 2.68713700 H 2.15420600 0.39956000 3.47097300 H 1.21007300 -0.11233800 2.34316900 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- C2-O1 (Reactant) Electronic Energy (-1875.006758) Enthalpy (-1874.375862) Free Energy (-1874.484377) Coordinates --------------------------------------------------------------- C -2.79667100 2.65704300 -0.48619900 C -1.67450100 2.78330100 0.31677300 C -3.01708000 1.46350200 -1.19731400 C -0.78718600 1.71736500 0.44297500 C -2.12334100 0.41150800 -1.08259200 C -1.01254700 0.52454400 -0.23782200 C -4.37388300 0.36828400 -2.81997000 C -0.12450900 -0.67778800 -0.05435900 C -0.25020600 -1.40001000 1.31806000 C 0.56934900 -0.76995500 2.44157600 C 5.74858000 -0.88306300 -0.05097300 C -2.58573800 -1.84449600 1.07058600 C 4.60877100 -0.50013500 -0.97686000 C 3.95201800 0.81787800 -0.57320300 C 2.58713600 -1.39261400 -1.81337000 C 2.71950200 1.07791100 -1.44091600 C 1.79399500 -0.13753400 -1.45027700 C -2.50640700 -3.02074100 0.34991600 C -3.76406500 -1.07395600 1.06813200 C -3.60661400 -3.46327800 -0.38917400 C -4.86228100 -1.53442500 0.34911900 C -4.77820700 -2.72561800 -0.37650000 C -4.84569500 0.93505500 1.68998400 O -3.67284400 3.67534600 -0.58333300 O -4.14989600 1.46776500 -1.94585900 O 6.34204000 -2.09311500 -0.44088200 O -1.55240500 -1.35484700 1.83745500 O 1.99692800 -0.90826800 2.14255500 O 3.64145200 -1.54787100 -0.88908000 O 4.90645200 1.83711700 -0.70520300 O 1.73006800 -2.47360400 -1.69580800 O 2.06313200 2.23047700 -0.93090700 O 1.26753800 -0.31380600 -0.14369700 O -3.70983100 0.08850300 1.74781900 H -4.36142800 3.43459000 -1.21672900 H -1.52175700 3.71705800 0.84374800 H 0.08992300 1.83059200 1.07017700 H -2.30733600 -0.52149400 -1.60438100 H -3.54924300 0.27573600 -3.53194400 H -4.48723200 -0.55912000 -2.25322300 H -5.29474200 0.59106700 -3.35243700 H -0.33921800 -1.41333500 -0.83332300 H 0.10390200 -2.43057300 1.18282400 H 0.33097000 0.28555600 2.57006000 H 0.38448700 -1.30892700 3.36719400 H 2.06331700 -0.81961700 1.14162000 H 6.51596900 -0.11143100 -0.09295900 H 5.36135500 -0.93809000 0.97791700 H 4.98819900 -0.42922600 -2.00576900 H 3.62557200 0.72552100 0.47349600 H 3.00379800 -1.30268200 -2.82783800 H 4.66788100 2.56899500 -0.12575800 H 3.06353900 1.27174200 -2.46455000 H 2.20305900 -3.27931300 -1.92925500 H 0.96906700 0.01139500 -2.15630000 H 2.59819200 2.92978200 0.58985000 H 5.67244600 -2.78244000 -0.40552900 H -1.59335400 -3.60508500 0.36653700 H -3.54330300 -4.38823300 -0.94752100 H -5.78462500 -0.96887200 0.34170300 H -5.64433400 -3.07081800 -0.92802700 H -5.70813800 0.46786900 2.17373600 H -4.57092300 1.84047500 2.22578100 H -5.09429100 1.18595400 0.65335700 H 1.14244400 2.26619900 -1.22017500 O 3.14785500 3.07888700 1.38716000 H 3.06918600 4.00601000 1.63129600 H 3.17016600 1.85243900 2.52706600 O 3.12889800 1.03542500 3.08531100 H 3.89392800 0.99885900 3.66710800 H 2.54491900 -0.10331700 2.58244400 --------------------------------------------------------------- C2-O1 (Transition State) Electronic Energy (-1874.918731) Enthalpy (-1874.290699) Free Energy (-1874.402709) Frequency (-187.96) Coordinates --------------------------------------------------------------- C -2.86668000 3.60304600 0.07764500 C -1.51034200 3.72998300 0.31485200 C -3.38725000 2.36503700 -0.34594600 C -0.66366200 2.63422300 0.14262800 C -2.54615400 1.28314900 -0.53207200 C -1.17474100 1.41404600 -0.28014100 C -5.33316800 1.14736100 -0.94565100 C -0.30499800 0.19386800 -0.44623900 C -0.29578900 -0.73459300 0.78504000 C 0.16947600 -0.08122900 2.08211100 C 4.89876200 -0.39034200 1.76290700 C -2.21857600 -2.06613300 0.22195900 C 4.48897400 -0.82534400 0.36577900 C 4.10541000 0.37887800 -0.48295500 C 3.05846300 -2.33326600 -0.75000200 C 3.57827600 -0.20257200 -1.98609000 C 2.66569400 -1.23566700 -1.69559700 C -1.57201900 -2.84174900 -0.72797200 C -3.61264100 -2.19198800 0.40221200 C -2.29625800 -3.74331000 -1.51283100 C -4.32062500 -3.09535000 -0.38065100 C -3.66204200 -3.86763900 -1.33988100 C -5.50260600 -1.64847200 1.72215000 O -3.68554800 4.66053300 0.24707100 O -4.73069000 2.36694200 -0.54252500 O 5.27899100 -1.56117900 2.44264300 O -1.60707200 -1.17442000 1.05806700 O 1.57120300 0.18152900 2.07162200 O 3.35295500 -1.67098800 0.47264500 O 5.16062200 1.20073000 -0.70315000 O 1.97933000 -3.16380000 -0.58703800 O 3.07814900 0.78983600 -2.79302000 O 1.06197900 0.53029600 -0.71585300 O -4.15763300 -1.39670200 1.35305500 H -4.58881300 4.38824100 0.04171500 H -1.13384800 4.69201100 0.63965900 H 0.39493500 2.74085800 0.34849500 H -2.94231500 0.32954700 -0.86197000 H -4.97445300 0.84903500 -1.93483800 H -5.11581700 0.35914500 -0.21960900 H -6.40270700 1.33712300 -0.98688300 H -0.70085700 -0.39291400 -1.28471300 H 0.37004800 -1.58387000 0.57306900 H -0.33808500 0.87170500 2.23606700 H -0.08739800 -0.74985400 2.90690500 H 2.03532400 -0.61301300 1.77620500 H 5.72600100 0.31798800 1.65278900 H 4.06122300 0.12078300 2.25363600 H 5.32819900 -1.37140200 -0.08550100 H 3.22037500 0.87749600 -0.08627900 H 3.95807700 -2.86201100 -1.09872500 H 4.83661400 2.11188200 -0.82074600 H 4.54849400 -0.61397400 -2.31551300 H 2.21922500 -3.91516900 -0.03136500 H 1.65343700 -1.22382800 -2.08611000 H 3.32324200 1.66848900 -2.45447600 H 5.61278300 -1.33538300 3.31465000 H -0.49910300 -2.76974200 -0.85666100 H -1.77932200 -4.34464800 -2.24991200 H -5.38794400 -3.20959800 -0.24688500 H -4.23004800 -4.56579600 -1.94139800 H -5.62858800 -2.68292900 2.05335800 H -5.71850500 -0.97039400 2.54409300 H -6.18973700 -1.44570900 0.89436400 H 1.07125200 1.17605400 -1.43604800 O 3.32520700 3.13453700 -1.22579600 H 3.27947200 4.03960300 -1.54759000 H 2.92395300 3.11372200 -0.33055300 O 2.63322500 2.57775100 1.32504800 H 2.71932900 3.13944600 2.09990100 H 2.16478900 1.76495700 1.61120000 --------------------------------------------------------------- C2-O1 (Product) Electronic Energy (-1874.973024) Enthalpy (-1874.344741) Free Energy (-1874.460101) Coordinates --------------------------------------------------------------- C -3.46574300 -2.63214200 0.38535500 C -2.42116700 -3.03145200 -0.43106900 C -3.35536600 -1.44280800 1.12634200 C -1.28458400 -2.23484900 -0.54751300 C -2.22117900 -0.65712900 1.01587700 C -1.18755800 -1.03461100 0.15018400 C -4.31143100 -0.14064600 2.87637700 C -0.01631300 -0.09860600 -0.02232800 C -0.01850100 0.68279500 -1.36126700 C 0.39189000 -0.12199400 -2.59277300 C 4.41894100 -0.29576800 2.37100200 C -2.08194100 1.81821400 -0.87180900 C 4.44588800 -0.36711900 0.83982800 C 5.26730700 -1.55070400 0.38611400 C 4.22394200 1.57570200 -0.55553100 C 2.73309300 3.41829100 0.04881100 C 2.97502200 2.11003600 0.05585100 C -1.58900800 2.80856800 -0.04483700 C -3.44862000 1.47804900 -0.85819200 C -2.45398600 3.49273800 0.81412000 C -4.30524200 2.18237700 -0.01910800 C -3.80428200 3.18650900 0.81397100 C -5.13292400 -0.03728500 -1.53238900 O -4.57865500 -3.38931200 0.48040500 O -4.43783400 -1.17213000 1.90660600 O 3.53626200 0.70481000 2.80487600 O -1.30431600 1.10598400 -1.75062100 O 1.78302700 -0.55314700 -2.59555400 O 5.02278400 0.82462600 0.32306100 O 4.90431900 -2.69037400 0.54801700 O 3.86711200 0.76900900 -1.68708100 O 1.60188400 3.92830400 0.58098700 O 1.24337900 -0.76990500 0.00774200 O -3.80651200 0.44843500 -1.65017200 H -5.16647100 -2.99046200 1.13459200 H -2.51621500 -3.96648800 -0.96903500 H -0.46982200 -2.57089700 -1.17832800 H -2.14424300 0.27091400 1.57173700 H -3.47189000 -0.34987400 3.54502100 H -4.17265400 0.83048900 2.39540100 H -5.24060300 -0.14263100 3.44069900 H -0.05040900 0.64165000 0.78551400 H 0.66734600 1.53713300 -1.25979400 H -0.20858300 -1.02417600 -2.69308700 H 0.25212500 0.49957900 -3.47442800 H 2.42747200 0.07217300 -2.16651000 H 4.04972100 -1.24558500 2.76181900 H 5.43540400 -0.13434600 2.74719700 H 3.42012900 -0.50420300 0.48095100 H 6.23882800 -1.32358700 -0.08799500 H 4.87199700 2.38780800 -0.88981800 H 3.19598700 -3.20877400 1.00120600 H 3.42584000 4.13043500 -0.39363500 H 4.65336100 0.59355300 -2.21787600 H 2.28568800 1.41749500 0.52821900 H 1.60797800 4.88893800 0.54871400 H 3.91691400 1.56451700 2.59776400 H -0.53093900 3.04492200 -0.05090700 H -2.06532000 4.26471300 1.46607300 H -5.36086900 1.94599600 0.00360200 H -4.48509900 3.72337400 1.46348400 H -5.85705700 0.70722800 -1.87557600 H -5.18582900 -0.91734500 -2.16869000 H -5.35318400 -0.31968600 -0.49745700 H 1.23733600 -1.43423000 0.71088900 O 2.23170400 -3.23684900 0.86135200 H 1.87654800 -3.97090500 1.37171600 H 2.00978300 -3.04085900 -0.81913800 O 1.96316900 -2.84215300 -1.78424700 H 2.44936500 -3.51126600 -2.27472400 H 1.89734500 -1.53299200 -2.18264500 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- SECONDARY BENZYL ETHER LINKAGE WITH XYLOSE --------------------------------------------------------------- LCC Linkage'' (Reactant) Electronic Energy (-1760.482984) Enthalpy (-1759.888631) Free Energy (-1759.991236) Coordinates --------------------------------------------------------------- C -1.60864900 4.13595000 -0.61010800 C -0.26791300 4.03105200 -0.94576900 C -2.33804000 2.97109000 -0.32028600 C 0.34476500 2.78111000 -0.97386500 C -1.72595300 1.72629200 -0.34184000 C -0.36284200 1.62619100 -0.64818200 C -4.44073600 2.07860400 0.32390700 C 0.38223800 0.30660600 -0.70699700 C -0.33022200 -0.92979900 -0.14489000 C -0.75276600 -0.86230500 1.32826100 C -2.07529400 -2.37052800 -0.87030900 C -1.53318000 -3.47248700 -1.50790700 C -3.28891300 -2.46726600 -0.17453200 C -2.18717900 -4.70060700 -1.45709600 C -3.94484000 -3.69518600 -0.13399700 C -3.38929000 -4.80254700 -0.77290000 C -4.98224600 -1.39792000 1.09096500 O -2.20511400 5.34252700 -0.58084200 O -3.64863700 3.19562700 -0.03827800 O -1.46746300 -1.13414700 -0.95925500 O 0.37630100 -0.98609800 2.23554000 O -3.72819300 -1.32747000 0.42792100 H -3.13904100 5.22372200 -0.36588500 H 0.27111300 4.93396100 -1.20624100 H 1.38477000 2.69940100 -1.27087900 H -2.31957800 0.83814600 -0.16941600 H -4.48410100 1.34696200 -0.48789500 H -4.03328800 1.60172600 1.22148900 H -5.43574000 2.46587200 0.52890800 H 0.62620300 0.09305300 -1.75269800 H 0.35826600 -1.78283100 -0.25150800 H -1.24429600 0.07639600 1.57810900 H -1.42463700 -1.69133800 1.54498800 H 1.22626700 -1.32185500 1.82005400 H -0.60980400 -3.35050000 -2.06341900 H -1.76789700 -5.56079800 -1.96245300 H -4.88612100 -3.80140400 0.38743700 H -3.91358800 -5.74921000 -0.73421600 H -4.95332800 -2.11978600 1.91150800 H -5.17113300 -0.40557100 1.49314700 H -5.77783700 -1.66569800 0.39104100 H 0.54074600 -0.05540200 2.82529000 O 0.62989700 1.07178300 3.43582800 H 0.93234100 1.10176900 4.34791400 H 1.25377500 3.42902500 1.49363900 O 1.73178500 2.64464000 1.78807000 H 1.07441900 1.79346100 2.87900000 H 1.74089500 2.04938100 1.01726800 C 2.74288300 -0.24425900 -0.48697500 C 3.49602800 -0.84990500 0.67830100 C 3.66301600 0.67537600 -1.28029500 C 4.77289800 -1.51814800 0.18578500 C 4.95640400 -0.07049500 -1.62810200 O 5.57822300 -0.56759300 -0.45572300 O 1.61802700 0.45873300 0.02449800 O 2.65133800 -1.81148000 1.30914400 O 2.94526900 1.04499000 -2.43737800 O 5.40672800 -2.00414500 1.31628600 H 2.40444300 -1.05098900 -1.15093200 H 3.78312900 -0.07028900 1.39448900 H 3.89998100 1.54984900 -0.65911400 H 4.52764300 -2.33048400 -0.51944800 H 4.72383100 -0.88704200 -2.32537400 H 5.67425900 0.59771600 -2.10321800 H 3.19707300 -2.34702000 1.90260800 H 3.42924200 1.71409700 -2.93087300 H 6.22569700 -2.44815100 1.07116100 --------------------------------------------------------------- LCC Linkage'' (Transition State) Electronic Energy (-1760.446227) Enthalpy (-1759.851593) Free Energy (-1759.958855) Frequency (-146.00) Coordinates --------------------------------------------------------------- C -1.61810500 4.24134200 -0.40702200 C -0.45371300 4.12656000 -1.17035800 C -2.24688000 3.09005800 0.14507500 C 0.08240600 2.87877100 -1.38624500 C -1.70081300 1.84989200 -0.04414000 C -0.51396200 1.72507200 -0.82460600 C -4.13469300 2.27930800 1.32118900 C 0.07325100 0.48049700 -1.09633300 C -0.54177400 -0.82467200 -0.63181900 C -0.59497500 -0.99129800 0.90786700 C -2.52498400 -2.00119400 -1.18725900 C -2.18196900 -3.03804800 -2.03744600 C -3.61584200 -2.12039300 -0.31494000 C -2.91240900 -4.22206300 -2.02867400 C -4.34968700 -3.30429900 -0.31586100 C -3.99278700 -4.34673600 -1.16829800 C -4.95629300 -1.18701800 1.40118300 O -2.15457100 5.43319600 -0.21051200 O -3.38568400 3.37812200 0.81457700 O -1.83855600 -0.80193600 -1.22543100 O 0.25711100 -2.01270100 1.37854800 O -3.87919200 -1.04723700 0.48699900 H -2.96678900 5.34132400 0.31077800 H -0.01860900 5.02637600 -1.58507500 H 0.98520500 2.75597400 -1.97234600 H -2.20595100 0.96533100 0.32418400 H -4.40339200 1.59701400 0.51034400 H -3.55357400 1.74379500 2.07794100 H -5.02736400 2.70519900 1.77120900 H 0.78794300 0.44944800 -1.91174300 H 0.03868500 -1.66150000 -1.03552200 H -0.37152300 -0.04254900 1.40829900 H -1.60983200 -1.28551500 1.17716000 H 1.16399400 -1.89362200 1.04822200 H -1.34859800 -2.90047600 -2.71737300 H -2.64485500 -5.03029200 -2.69666800 H -5.20031000 -3.42695000 0.34006500 H -4.57508900 -5.25953800 -1.15496700 H -4.78808600 -2.02697700 2.08026700 H -4.99194200 -0.26486400 1.97702300 H -5.90364400 -1.32218800 0.87304100 H 0.54261100 -1.54006100 3.12549800 O 0.77248600 -0.89151000 3.81644400 H 0.93474600 -1.37188300 4.63109900 H 1.89990800 1.97076300 2.91603100 O 1.99561000 1.10658900 2.50937500 H 1.61246500 0.44077500 3.12277400 H 1.84217500 0.68381000 0.96310700 C 3.00462500 -0.15943900 -0.46400700 C 3.78786900 -0.99356000 0.53689000 C 3.82950400 1.03008000 -0.92853300 C 5.14821500 -1.36100500 -0.04287800 C 5.19912600 0.53143500 -1.40347500 O 5.85269100 -0.18937100 -0.38061100 O 1.75223000 0.21005700 0.08940800 O 3.02003100 -2.14711900 0.81129300 O 3.11077600 1.64265900 -1.98530900 O 5.82223800 -2.04196600 0.95346200 H 2.77666700 -0.78321900 -1.33830200 H 3.96527100 -0.41171300 1.45074700 H 3.96321100 1.72461700 -0.08880500 H 5.02054300 -1.98276300 -0.94507000 H 5.06068200 -0.09075600 -2.29935900 H 5.84808700 1.36936200 -1.66089600 H 3.53508700 -2.72646600 1.38584400 H 3.63179200 2.36709100 -2.34589100 H 6.68246400 -2.32955700 0.63059800 --------------------------------------------------------------- LCC Linkage'' (Product) Electronic Energy (-1760.456150) Enthalpy (-1759.860643) Free Energy (-1759.972179) Coordinates --------------------------------------------------------------- C -0.59878400 4.49596600 -0.01089900 C 0.59712300 3.93597600 -0.48147900 C -1.79425200 3.71405200 0.10166300 C 0.60551700 2.62054500 -0.84847900 C -1.79031700 2.40072800 -0.25276600 C -0.57586500 1.81249300 -0.75620800 C -4.08131500 3.76009600 0.73770200 C -0.44275300 0.49799200 -1.13391100 C -1.37072100 -0.63852000 -1.04155900 C -0.72525100 -1.69862000 -0.08782300 C -3.63506000 -1.21908400 -0.70616500 C -4.18116900 -1.53399900 -1.93757300 C -4.10373000 -1.82495000 0.46918700 C -5.20724200 -2.47174600 -2.02572400 C -5.13661400 -2.75520800 0.37581300 C -5.67865200 -3.07331500 -0.86853100 C -3.94939700 -2.03982200 2.82366300 O -0.62654500 5.75759400 0.34359800 O -2.83185300 4.42996900 0.58309500 O -2.64871700 -0.25344300 -0.59645700 O 0.33329300 -2.36194400 -0.72323600 O -3.49055800 -1.45084400 1.61775700 H -1.51932200 5.99364800 0.64596500 H 1.48252200 4.55520400 -0.53205900 H 1.53128000 2.16939100 -1.18124800 H -2.67320900 1.78677600 -0.16749300 H -4.43528400 3.39466900 -0.22893500 H -3.98059500 2.93071900 1.44145600 H -4.77136900 4.50086300 1.13053100 H 0.53342900 0.20289700 -1.50774300 H -1.42027200 -1.12266000 -2.02926200 H -0.42484200 -1.23181500 0.85280700 H -1.51005400 -2.42918000 0.11645300 H 1.18591600 -1.90653700 -0.59936400 H -3.80742900 -1.02914400 -2.82172100 H -5.63677800 -2.71708800 -2.98812900 H -5.52322300 -3.23719700 1.26341700 H -6.48069100 -3.79894500 -0.92256500 H -3.81549300 -3.12506900 2.80675600 H -3.34224100 -1.61032800 3.61655900 H -5.00196000 -1.80222200 2.99972500 H 1.10033400 -3.99483700 -0.05049900 O 1.80702700 -4.32002700 0.53236500 H 1.71254700 -5.27222600 0.61199500 H 1.72592100 -2.18428500 3.11632100 O 1.68998200 -2.05244700 2.16614000 H 1.77697000 -2.93178500 1.75600200 H 1.92646400 -0.51072800 1.18455500 C 3.24893300 0.10653100 -0.13222500 C 3.90282600 -1.26085600 0.00051900 C 4.14320500 1.18705500 0.45772100 C 5.32503500 -1.24620900 -0.54154500 C 5.55353000 1.04341900 -0.12359200 O 6.07169000 -0.24712100 0.11947300 O 1.94770400 0.09717000 0.42326300 O 3.08105900 -2.16668300 -0.70098000 O 3.58319300 2.44143200 0.10360100 O 5.87347400 -2.48327700 -0.25943300 H 3.13205500 0.32656100 -1.20404400 H 3.96974700 -1.53347000 1.06179800 H 4.17584500 1.06657900 1.54770200 H 5.31857100 -1.03969400 -1.62479200 H 5.51482600 1.25675200 -1.20162700 H 6.23989100 1.75148900 0.34206900 H 3.26695200 -3.07131400 -0.41503300 H 4.02800600 3.13449200 0.59920300 H 6.77320600 -2.51969300 -0.59901200 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- C3-O1 (Reactant) Electronic Energy (-1760.479345) Enthalpy (-1759.884983) Free Energy (-1759.989446) Coordinates --------------------------------------------------------------- C -1.70448100 4.11683000 -0.60833400 C -0.34785200 4.04889200 -0.88574300 C -2.41911100 2.92916300 -0.37689900 C 0.29436600 2.81180300 -0.91810100 C -1.77768100 1.69882900 -0.39430600 C -0.40087600 1.63440600 -0.64279600 C -4.52543100 1.97380400 0.15456900 C 0.35784900 0.32168400 -0.69663200 C -0.32336400 -0.91621200 -0.09737700 C -0.76684100 -0.83326900 1.36912900 C -2.00812300 -2.42415100 -0.83087500 C -1.41651700 -3.52778200 -1.41948500 C -3.23549400 -2.53896400 -0.16261200 C -2.03208700 -4.77472700 -1.34601400 C -3.85247000 -3.78577300 -0.09854200 C -3.24656800 -4.89456300 -0.68789100 C -4.98566700 -1.49769500 1.04292000 O -2.32812400 5.30855300 -0.57790800 O -3.74363000 3.11777700 -0.14773200 O -1.43357200 -1.17478600 -0.94056900 O 0.33258700 -0.68811600 2.26269700 O -3.72915600 -1.39600500 0.39082200 H -3.26946500 5.16500200 -0.41622000 H 0.18125600 4.96847600 -1.10472800 H 1.34531500 2.75927100 -1.18255400 H -2.35197400 0.79174700 -0.25908300 H -4.51823300 1.26148100 -0.67483600 H -4.14309100 1.48402700 1.05565400 H -5.53614700 2.33498900 0.32689300 H 0.58330300 0.09448800 -1.74340600 H 0.39791400 -1.74472200 -0.17461400 H -1.42949600 0.01486500 1.53592700 H -1.31945600 -1.74720300 1.60540300 H 1.10725100 -1.19729900 1.96226100 H -0.48181500 -3.39386500 -1.95277200 H -1.57235600 -5.63624300 -1.81250600 H -4.80187800 -3.90735000 0.40434700 H -3.74131500 -5.85607700 -0.63061000 H -4.93599300 -2.19143900 1.88651300 H -5.22160000 -0.50230000 1.41154900 H -5.76281900 -1.82068500 0.34534100 H 0.55087600 0.44152700 3.40440400 O 0.92002400 1.29049200 3.76823900 H 0.41421000 1.61702200 4.51683200 H 1.00323500 3.02468100 1.33978300 O 1.60379800 2.36542900 1.72689500 H 1.26204100 1.98490300 2.70013600 H 1.65277200 1.60169600 1.04571100 C 2.75101600 -0.20682400 -0.50962900 C 3.51941400 -0.79727400 0.65683900 C 3.64547700 0.70780500 -1.33480400 C 4.80085800 -1.44834200 0.14320400 C 4.93246700 -0.03629800 -1.70375300 O 5.58244300 -0.50096200 -0.53577900 O 1.62214500 0.51363600 -0.01498200 O 2.70303800 -1.75895500 1.30409200 O 2.89171800 1.06688100 -2.47205500 O 5.47045100 -1.90189800 1.26524400 H 2.39320400 -1.02127700 -1.15119800 H 3.81674100 -0.00547000 1.35763500 H 3.89818800 1.58855700 -0.72840600 H 4.55147000 -2.27695000 -0.54135100 H 4.68800500 -0.86893200 -2.37777500 H 5.63289200 0.62683400 -2.21123600 H 3.26803000 -2.26530700 1.90341500 H 3.36775300 1.71849600 -2.99568500 H 6.28410400 -2.34738500 1.00623800 --------------------------------------------------------------- C3-O1 (Transition State) Electronic Energy (-1760.408214) Enthalpy (-1759.814849) Free Energy (-1759.922355) Frequency (-244.74) Coordinates --------------------------------------------------------------- C -2.18815800 4.13292200 -0.16703800 C -0.82949400 4.15179500 -0.42235500 C -2.87712000 2.90747700 -0.20274600 C -0.15394900 2.96320000 -0.69816200 C -2.20625000 1.72475100 -0.46563000 C -0.82378900 1.74301100 -0.70618600 C -5.01076200 1.86335100 -0.16496200 C -0.06843300 0.46636000 -1.04828900 C -0.58908600 -0.82799200 -0.39944600 C -0.74783100 -0.78802500 1.12090900 C -2.32859400 -2.38778100 -0.83341800 C -1.86617400 -3.47063600 -1.56031900 C -3.37276900 -2.53929500 0.09145800 C -2.42798300 -4.73153600 -1.37303200 C -3.93639400 -3.79968800 0.27196100 C -3.45953400 -4.88686400 -0.45950400 C -4.75447300 -1.55687200 1.74817000 O -2.84596800 5.27832400 0.09983000 O -4.21027500 3.01711900 0.03788900 O -1.81356700 -1.12718000 -1.05039200 O 0.53131100 -0.69959500 1.74731700 O -3.74716000 -1.41469000 0.75851400 H -3.78504500 5.07802700 0.20204100 H -0.31805600 5.10658600 -0.42595400 H 0.90276300 3.00754100 -0.93399700 H -2.74939000 0.78959000 -0.49490800 H -4.92676700 1.51526200 -1.19805000 H -4.71197300 1.05898400 0.51146700 H -6.03406800 2.16495400 0.04316000 H -0.12764400 0.29119000 -2.12818000 H 0.14463900 -1.61501800 -0.64233500 H -1.31491800 0.08731400 1.43395400 H -1.27513300 -1.68430800 1.45677200 H 1.08737400 -1.43477600 1.45961800 H -1.07978600 -3.30769200 -2.28908400 H -2.07191800 -5.57610400 -1.94854700 H -4.74719500 -3.94599800 0.97246200 H -3.91205900 -5.85940700 -0.31101900 H -4.45210800 -2.27621800 2.51427000 H -4.87487300 -0.57617100 2.20312200 H -5.70148300 -1.87115700 1.30141100 H 1.40158100 -0.06659400 3.22549700 O 2.30013300 0.21228300 3.48452900 H 2.33766500 0.27752600 4.44318800 H 1.72387500 2.91266600 1.46391300 O 2.19237700 2.07603100 1.37534200 H 2.23457400 1.68336000 2.26135400 H 1.43813000 1.09899100 0.09962900 C 3.26556800 -0.48144200 -0.63767400 C 3.76224700 -0.48474300 0.67318200 C 3.85145800 0.44991300 -1.62130600 C 5.42706200 -1.01983200 0.25584700 C 5.31907300 -0.04646000 -1.83071200 O 5.96889700 -0.11806700 -0.58825300 O 1.32556300 0.62903100 -0.75578800 O 3.29384600 -1.43745200 1.54701200 O 3.23253900 0.39382900 -2.86519300 O 6.06203000 -0.97542500 1.44113700 H 2.76154000 -1.36679400 -1.01966000 H 4.00736000 0.48251600 1.10992500 H 3.89511000 1.46210500 -1.20459600 H 5.30204500 -2.02778800 -0.15332500 H 5.30305000 -1.01428600 -2.34143100 H 5.84728600 0.68158500 -2.44056500 H 3.14878900 -1.00562600 2.41081800 H 2.35451300 0.78124500 -2.76458400 H 5.96664100 -1.81484900 1.90360000 --------------------------------------------------------------- C3-O1 (Product) Electronic Energy (-1760.461300) Enthalpy (-1759.867302) Free Energy (-1759.977096) Coordinates --------------------------------------------------------------- C 0.57630800 3.60102900 -0.41015300 C 1.45386900 2.79180600 -1.11443400 C -0.65824800 3.07527500 0.00736500 C 1.11467200 1.46709400 -1.38290800 C -0.99236000 1.75262100 -0.25297200 C -0.09183800 0.92765300 -0.94030900 C -2.71363900 3.51834400 1.10834900 C -0.33538500 -0.54916200 -1.21601300 C -1.59032600 -1.16675400 -0.59004700 C -1.60425700 -1.20932900 0.94684200 C -3.93111700 -1.03494000 -0.94469500 C -4.30407000 -2.09320300 -1.75581400 C -4.82474900 -0.50599000 -0.00204700 C -5.57368000 -2.65245500 -1.63776300 C -6.09708900 -1.06210800 0.10663600 C -6.46227500 -2.13182200 -0.70906600 C -5.27739900 1.10928100 1.66884800 O 0.90060000 4.88189900 -0.14598600 O -1.44805700 3.96989800 0.65778000 O -2.69761500 -0.43675400 -1.08591200 O -0.80218000 -2.28472800 1.45472400 O -4.36009600 0.52780500 0.75534600 H 0.15387100 5.30790700 0.29378500 H 2.38420700 3.22230200 -1.46463700 H 1.79322900 0.85025300 -1.96288800 H -1.96451000 1.37837900 0.04066600 H -3.32582200 3.16820500 0.27265900 H -2.59136700 2.70525300 1.83145400 H -3.18706800 4.37220600 1.58676600 H -0.41081100 -0.70023000 -2.29579800 H -1.64177100 -2.20477800 -0.95080100 H -1.18881800 -0.30058400 1.38090700 H -2.63412300 -1.32195300 1.29250200 H -1.06497100 -3.11229500 1.03762400 H -3.59885500 -2.45548500 -2.49586200 H -5.86663700 -3.47384000 -2.27866100 H -6.81170400 -0.67149600 0.81791500 H -7.45653800 -2.55010600 -0.61399800 H -5.60358600 0.38174100 2.41707900 H -4.74537000 1.91776200 2.16468400 H -6.14704300 1.51355000 1.14434300 H 0.48742000 -2.27383400 2.46412700 O 1.35509400 -2.29284600 2.94931600 H 1.27912300 -2.90300400 3.69038200 H 1.39679300 0.92328700 1.09723300 O 1.57277900 0.07774700 1.53530900 H 1.36228600 0.19636100 2.46711300 H 0.96676500 -1.10366100 0.12832900 C 4.80931800 -1.50903300 0.06203100 C 3.89628200 -1.62125300 1.17768000 C 4.05515600 -0.59848100 -1.01840500 C 6.07143000 -0.67914700 0.29522100 C 5.25797800 0.07167700 -1.72018600 O 6.42912100 -0.22445300 -0.96578600 O 0.79317300 -1.32691200 -0.79921500 O 3.10084300 -2.58176900 1.26110300 O 3.31089400 -1.34496900 -1.90707400 O 5.70165800 0.36253900 1.16557200 H 5.00842400 -2.46618400 -0.41929900 H 3.84164100 -0.81325500 1.90933600 H 3.44652800 0.14848600 -0.49790300 H 6.91599300 -1.24788300 0.68772200 H 5.37133800 -0.35121900 -2.71781100 H 5.11640600 1.15197900 -1.78460900 H 2.36806200 -2.48277800 2.04027700 H 2.38333400 -1.40281300 -1.61009600 H 6.44238200 0.97143700 1.25707000 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- PRIMARY BENZYL ETHER LINKAGE WITH ARABINOSE --------------------------------------------------------------- LCC Linkage''' (Reactant) Electronic Energy (-1760.479224) Enthalpy (-1759.883672) Free Energy (-1759.987147) Coordinates --------------------------------------------------------------- C -0.10118700 2.90116500 1.36786200 C 0.11117800 1.71499800 2.05282400 C -0.28091200 2.87486800 -0.02792900 C 0.14623500 0.50470600 1.35820000 C -0.22548800 1.67054900 -0.71273800 C -0.00383500 0.47260200 -0.02364800 C -0.69895400 4.16874800 -1.98127500 C 0.03266600 -0.81242500 -0.81660900 C -1.24710300 -1.66137400 -0.69686800 C -1.69459600 -1.98346400 0.72882000 C -3.53789400 -1.02546400 -1.10360500 C -4.31604400 -1.98467400 -1.72565600 C -4.10359500 -0.12383400 -0.18735600 C -5.67726400 -2.07387100 -1.43912600 C -5.46468900 -0.21281500 0.09199800 C -6.24147800 -1.18767300 -0.53392200 C -3.79018000 1.73472900 1.25707200 O -0.15608800 4.06718100 2.03907800 O -0.50130600 4.09395700 -0.57564200 O -2.20047500 -0.89131900 -1.41598300 O -0.66696800 -2.69145700 1.43332800 O -3.24792900 0.76811500 0.37252600 H -0.30531500 4.78349300 1.40792700 H 0.22247500 1.75146200 3.12999200 H 0.27456500 -0.40981900 1.92203600 H -0.37376400 1.64755700 -1.78532500 H 0.18839800 3.81476100 -2.51255900 H -1.57365100 3.58392100 -2.27690100 H -0.86541200 5.21861800 -2.20590800 H 0.08260300 -0.54432700 -1.87525600 H -1.06399900 -2.60878100 -1.22858600 H -1.88934300 -1.06549200 1.28155000 H -2.61182300 -2.57577600 0.70804000 H -0.59344300 -3.57954400 1.06840600 H -3.84706000 -2.64595300 -2.44555900 H -6.28736500 -2.82110000 -1.92973700 H -5.92847600 0.47167700 0.78941600 H -7.29931600 -1.24204500 -0.30847900 H -4.23719400 1.25949200 2.13522100 H -2.95290600 2.35664700 1.56733700 H -4.53985300 2.34974900 0.75173600 H -0.14502500 -2.44521000 3.24552100 O 0.63383200 -2.07922300 3.69676100 H 0.70826500 -2.46426600 4.57445900 H 2.75752600 -1.07386000 1.69223300 O 2.28307900 -1.96536500 1.78522200 H 1.69170100 -2.01670400 2.61512300 H 1.72419400 -1.99091000 0.94419000 C 3.34478900 0.36431100 -1.22515400 C 3.40229600 -1.16773000 -1.49387000 C 4.10775200 0.50938100 0.10792900 C 5.00590600 -0.71861000 0.06684900 C 2.08429500 -1.90829700 -1.59674500 O 4.15250000 -1.72833000 -0.41015200 O 3.91872000 1.11851700 -2.25824800 O 3.26194200 0.34364200 1.24579500 O 6.02209600 -0.41654300 -0.84750700 O 1.19221700 -1.61317700 -0.51381100 H 2.32033000 0.72217900 -1.11361200 H 3.94398800 -1.32606400 -2.43307200 H 4.66002600 1.44708900 0.16807600 H 5.39083300 -1.03964400 1.03648200 H 2.28450100 -2.98188700 -1.57345400 H 1.59986200 -1.66801100 -2.54576200 H 4.85119100 0.87864200 -2.33084400 H 2.54650200 0.99612100 1.24131100 H 6.62264000 -1.16497000 -0.92725800 --------------------------------------------------------------- LCC Linkage''' (Transition State) Electronic Energy (-1760.437479) Enthalpy (-1759.842821) Free Energy (-1759.948528) Frequency (-233.49) Coordinates --------------------------------------------------------------- C 0.54309700 2.99810200 1.03426200 C -0.14235200 2.08690000 1.84182600 C 0.81615200 2.70184800 -0.32806600 C -0.56699000 0.89224800 1.30961400 C 0.41572700 1.49958900 -0.84973300 C -0.29702000 0.56565300 -0.03925000 C 1.80047000 3.48492700 -2.34250800 C -0.64296000 -0.65537600 -0.63929700 C -1.74314900 -1.66666900 -0.35246400 C -2.28842600 -1.78627800 1.06555300 C -4.00784100 -1.02972500 -0.97437600 C -5.04454300 -1.92948400 -1.14270500 C -4.25810700 0.27070100 -0.51732400 C -6.35182700 -1.54996700 -0.84520600 C -5.56259300 0.64685600 -0.21446600 C -6.60240300 -0.26738100 -0.38124600 C -3.36076800 2.41446400 -0.01583300 O 0.94785000 4.15100100 1.54373000 O 1.48344800 3.68769200 -0.96603800 O -2.72735800 -1.39966300 -1.34874200 O -1.24261700 -2.09328400 1.97496100 O -3.16265700 1.06208900 -0.39106000 H 1.40558400 4.66106800 0.85799600 H -0.31398100 2.33575100 2.88116200 H -1.06008200 0.18544100 1.95562900 H 0.64942300 1.24216900 -1.87644500 H 2.41674700 2.59112100 -2.46067300 H 0.88205900 3.39314800 -2.92831100 H 2.34800400 4.36942100 -2.65538300 H -0.32322400 -0.75426400 -1.67542000 H -1.31812900 -2.63907000 -0.61822500 H -2.75598600 -0.85972000 1.39968600 H -3.05350200 -2.56778700 1.07248700 H -0.62482900 -2.71236400 1.56683900 H -4.81399200 -2.91806700 -1.52194900 H -7.16310400 -2.25318000 -0.98090600 H -5.77815300 1.64535000 0.14172500 H -7.61475200 0.03784500 -0.14761500 H -3.77425000 2.48722500 0.99432100 H -2.37531800 2.87687400 -0.03977200 H -4.02116400 2.92217600 -0.72364200 H -0.60584600 -1.28639700 3.59458300 O -0.02343800 -0.61955000 3.98895600 H 0.02785900 -0.80811500 4.92938700 H 2.63074400 -0.26345900 1.92880900 O 1.93131200 -0.92256200 2.04547700 H 1.37325400 -0.68281700 2.80698600 H 1.35468000 -1.64701500 0.76884800 C 3.12210700 -0.40420300 -1.02362600 C 3.08820100 -1.94219100 -1.07439100 C 4.39400600 -0.07984600 -0.21790000 C 4.94953900 -1.46946400 0.12564000 C 1.71595700 -2.58042600 -1.01581100 O 3.84500100 -2.34052300 0.05886400 O 3.00409400 0.20979900 -2.28612400 O 4.00398000 0.64655600 0.94135100 O 5.89500100 -1.76254200 -0.86295300 O 0.86041600 -2.03432900 -0.01831500 H 2.28153400 -0.03503100 -0.43569600 H 3.58028300 -2.28794000 -1.99409100 H 5.11256900 0.48861400 -0.81218700 H 5.35882300 -1.54901800 1.13521600 H 1.83687500 -3.65331100 -0.84223500 H 1.22049700 -2.44546900 -1.98231800 H 3.71313900 -0.09966700 -2.86084700 H 4.78429800 0.99643300 1.38258100 H 6.24202500 -2.64909400 -0.71755000 --------------------------------------------------------------- LCC Linkage''' (Product) Electronic Energy (-1760.449848) Enthalpy (-1759.853879) Free Energy (-1759.960170) Coordinates --------------------------------------------------------------- C 1.60829600 2.32922300 1.34414400 C 0.86119300 1.36520700 2.04009500 C 1.37526100 2.59126300 -0.04104000 C -0.08643200 0.64398000 1.37063100 C 0.39257700 1.91195800 -0.69546300 C -0.34942900 0.88558000 -0.01269100 C 2.09157800 3.82752000 -1.93435000 C -1.26227500 0.17165500 -0.75620500 C -2.01627700 -1.09912500 -0.51165800 C -2.41778900 -1.53614600 0.90696300 C -4.34600900 -0.71552600 -0.97183600 C -5.43691400 -1.55179700 -1.13324300 C -4.51242600 0.55942100 -0.41820800 C -6.70264600 -1.13203100 -0.73326800 C -5.77081300 0.97106800 0.00294100 C -6.86338700 0.12119500 -0.16036100 C -3.42201500 2.51052000 0.43158600 O 2.53941500 3.00504800 1.97370700 O 2.21123800 3.52158300 -0.54473400 O -3.11325100 -1.15045000 -1.41735200 O -1.34295900 -2.09248400 1.63591000 O -3.37715200 1.31802800 -0.33595700 H 2.96739100 3.61772800 1.35322000 H 1.06657300 1.18809200 3.08854100 H -0.62575100 -0.12616100 1.89782100 H 0.20788300 2.07927600 -1.74865600 H 2.23604600 2.92015400 -2.52402000 H 1.11332500 4.27015300 -2.13762400 H 2.87285300 4.55053300 -2.14987400 H -1.39647100 0.49303000 -1.78750900 H -1.31929900 -1.86422600 -0.89038100 H -2.81826700 -0.69319200 1.47766800 H -3.21677500 -2.27345800 0.78895100 H -0.68039400 -2.47254800 1.03147400 H -5.27420400 -2.52656700 -1.57701600 H -7.55390100 -1.78725100 -0.86473200 H -5.91175500 1.95163600 0.43783900 H -7.84291400 0.45276200 0.16006300 H -3.78473500 2.30784100 1.44293400 H -2.39741800 2.87933200 0.47522700 H -4.05683600 3.25771800 -0.05004700 H -0.56527100 -1.71964400 3.33466200 O 0.08230000 -1.22780500 3.86522500 H -0.00339200 -1.53874200 4.77011500 H 2.78947200 -0.87932900 1.96247200 O 2.28782200 -1.67720100 2.17553800 H 1.66644500 -1.45680300 2.88843600 H 1.50511900 -2.27431900 0.75522400 C 2.74155800 -0.41787100 -1.11840400 C 2.78908400 -1.93279900 -1.39349000 C 4.08299900 -0.10884500 -0.43035000 C 4.76660100 -1.48213800 -0.36903400 C 1.47784500 -2.67061700 -1.20126500 O 3.72794800 -2.42412300 -0.44597900 O 2.44825500 0.36299700 -2.25740300 O 3.80724100 0.42478300 0.86212300 O 5.60153700 -1.54280500 -1.49181400 O 0.84853700 -2.35038600 0.02311700 H 1.95166400 -0.21731200 -0.39360200 H 3.15250100 -2.11426000 -2.41450800 H 4.68023700 0.59195400 -1.01809000 H 5.30445900 -1.67452700 0.56277300 H 1.67080100 -3.74555600 -1.27323800 H 0.79495000 -2.38883800 -2.00899000 H 3.06308900 0.12770600 -2.96148600 H 4.63231500 0.69502100 1.27900500 H 6.00133400 -2.41786200 -1.53866000 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- C5-O1 (Reactant) Electronic Energy (-1760.479224) Enthalpy (-1759.883672) Free Energy (-1759.987148) Coordinates --------------------------------------------------------------- C -0.10118500 2.90115000 1.36786700 C 0.11118300 1.71497900 2.05282300 C -0.28091200 2.87486000 -0.02792300 C 0.14623900 0.50469200 1.35819300 C -0.22548900 1.67054500 -0.71273900 C -0.00383400 0.47259500 -0.02365500 C -0.69894900 4.16875200 -1.98126200 C 0.03266300 -0.81242900 -0.81662100 C -1.24711100 -1.66137300 -0.69687900 C -1.69459900 -1.98346700 0.72880800 C -3.53790000 -1.02545500 -1.10360400 C -4.31605100 -1.98466700 -1.72565100 C -4.10359700 -0.12382400 -0.18735500 C -5.67726900 -2.07386600 -1.43911500 C -5.46469000 -0.21280700 0.09200500 C -6.24148100 -1.18766600 -0.53390900 C -3.79017800 1.73473600 1.25707700 O -0.15609000 4.06716200 2.03909000 O -0.50130800 4.09395200 -0.57562900 O -2.20048100 -0.89130900 -1.41598600 O -0.66696700 -2.69145800 1.43331200 O -3.24793200 0.76812800 0.37252100 H -0.30530700 4.78347800 1.40794100 H 0.22248300 1.75143900 3.12999100 H 0.27457000 -0.40983700 1.92202300 H -0.37376800 1.64755800 -1.78532500 H 0.18840400 3.81476600 -2.51254400 H -1.57364600 3.58392800 -2.27689600 H -0.86540500 5.21862300 -2.20589000 H 0.08259600 -0.54432900 -1.87526700 H -1.06401300 -2.60877800 -1.22860200 H -1.88934800 -1.06549700 1.28154100 H -2.61182400 -2.57578200 0.70803000 H -0.59343700 -3.57954300 1.06838500 H -3.84706800 -2.64594600 -2.44555500 H -6.28737200 -2.82109600 -1.92972200 H -5.92847500 0.47168700 0.78942300 H -7.29931800 -1.24204100 -0.30846100 H -4.23718700 1.25949300 2.13522400 H -2.95290300 2.35665200 1.56734000 H -4.53985400 2.34975900 0.75174800 H -0.14502600 -2.44522400 3.24551600 O 0.63383900 -2.07925000 3.69675200 H 0.70824700 -2.46425700 4.57446800 H 2.75752900 -1.07387300 1.69222900 O 2.28308100 -1.96538000 1.78520500 H 1.69170300 -2.01672600 2.61510300 H 1.72420300 -1.99091700 0.94417000 C 3.34479100 0.36432800 -1.22513600 C 3.40229700 -1.16771000 -1.49387400 C 4.10775800 0.50938000 0.10794500 C 5.00591000 -0.71861200 0.06684800 C 2.08429900 -1.90828000 -1.59676600 O 4.15250000 -1.72832400 -0.41016100 O 3.91871500 1.11854900 -2.25822300 O 3.26195000 0.34362600 1.24581200 O 6.02209700 -0.41653700 -0.84750900 O 1.19221200 -1.61318900 -0.51383200 H 2.32033100 0.72219300 -1.11358400 H 3.94399300 -1.32603000 -2.43307600 H 4.66003400 1.44708700 0.16810500 H 5.39084000 -1.03965800 1.03647600 H 2.28451100 -2.98186900 -1.57349500 H 1.59987000 -1.66797900 -2.54578100 H 4.85118300 0.87866800 -2.33083300 H 2.54651100 0.99610600 1.24133900 H 6.62263700 -1.16496600 -0.92727200 --------------------------------------------------------------- C5-O1 (Transition State) Electronic Energy (-1760.397913) Enthalpy (-1759.805393) Free Energy (-1759.912323) Frequency (-200.21) Coordinates --------------------------------------------------------------- C -0.19115900 2.64289000 1.57901800 C 0.17584900 1.44969200 2.18054400 C -0.48220400 2.66672000 0.20315000 C 0.25438900 0.27972700 1.42183300 C -0.37484900 1.51006500 -0.55296900 C -0.00466100 0.30480700 0.05225700 C -1.34538000 3.96202000 -1.59456000 C -0.00443500 -0.95407300 -0.78804500 C -1.35725500 -1.69542800 -0.72893500 C -1.84949600 -1.99620200 0.68649500 C -3.58604100 -0.93442100 -1.20901200 C -4.35554200 -1.88104800 -1.86087100 C -4.17572700 -0.01586700 -0.32503600 C -5.72997900 -1.94101400 -1.63677300 C -5.54963800 -0.07538700 -0.10775000 C -6.31704100 -1.03853200 -0.76284800 C -3.88842200 1.81953100 1.15381300 O -0.29631400 3.76806200 2.31505100 O -0.87460900 3.88224700 -0.25609900 O -2.23228800 -0.83400200 -1.44812600 O -0.86435300 -2.74478300 1.40078000 O -3.32961300 0.86706600 0.26535200 H -0.56686900 4.49270300 1.73645800 H 0.37145700 1.44198300 3.24604100 H 0.50131900 -0.64897000 1.92662300 H -0.62960900 1.51636200 -1.60531200 H -0.54135500 3.73848300 -2.30056200 H -2.17903300 3.27109500 -1.74634600 H -1.67965800 4.98622900 -1.73631200 H 0.09879600 -0.66723100 -1.83955400 H -1.23695400 -2.64251300 -1.27585900 H -2.00232200 -1.06748300 1.23632100 H -2.79584500 -2.54099000 0.65407900 H -0.81048600 -3.63374400 1.03526600 H -3.86780200 -2.55869500 -2.55265100 H -6.33186800 -2.67977600 -2.14993800 H -6.03040200 0.62073800 0.56626100 H -7.38471100 -1.07122800 -0.58456000 H -4.36982900 1.33025200 2.00550900 H -3.05418600 2.42265200 1.50766200 H -4.61330400 2.45751600 0.64000800 H -0.21541300 -2.58117500 3.17558100 O 0.54039000 -2.40497000 3.75603600 H 0.32278200 -2.73464800 4.63063500 H 2.95725000 -1.63966300 1.89131200 O 2.40066300 -2.41906800 1.76822100 H 1.93997700 -2.56562100 2.61417200 H 1.20298100 -2.00974800 0.43238800 C 3.32621900 0.22381400 -1.39093000 C 4.27040000 -1.28435700 -1.37167900 C 3.91602500 0.78037900 -0.08278000 C 5.34557200 0.26373100 -0.08248000 C 3.33167600 -2.29879600 -1.16584000 O 5.20554800 -1.11454400 -0.35811000 O 3.57608900 0.91258200 -2.52310100 O 3.28441300 0.22858100 1.03024100 O 6.00384500 0.93053000 -1.12305400 O 1.08737200 -1.82580000 -0.52178800 H 2.27286600 -0.01935100 -1.31900000 H 4.67497300 -1.23172400 -2.38443000 H 3.87412900 1.87394700 -0.11008300 H 5.85268500 0.35155600 0.87708900 H 3.23542100 -2.78792100 -0.19829000 H 2.73724300 -2.65913200 -1.99524600 H 4.48532700 1.25096200 -2.50618200 H 2.38082400 0.57295200 1.11143400 H 6.94266600 0.71546200 -1.12536200 --------------------------------------------------------------- C5-O1 (Product) Electronic Energy (-1760.420482) Enthalpy (-1759.827821) Free Energy (-1759.939153) Coordinates --------------------------------------------------------------- C 0.48591900 1.89361800 1.82106700 C 0.57405200 0.55814300 2.18572300 C 0.13466000 2.23214700 0.49786500 C 0.33673600 -0.43627500 1.23855600 C -0.08187900 1.23778700 -0.44074200 C 0.03282400 -0.11133800 -0.08086200 C -0.57857800 3.98485500 -0.93989500 C -0.27893200 -1.17782300 -1.11426000 C -1.76132000 -1.59820800 -1.07331900 C -2.25443900 -2.04456300 0.30288300 C -3.77558700 -0.29433100 -1.23175000 C -4.75909800 -0.92333300 -1.97372900 C -4.11552600 0.55314100 -0.16466900 C -6.10347900 -0.73017600 -1.66016900 C -5.45909600 0.74815900 0.14256800 C -6.44420800 0.10336100 -0.60576800 C -3.37377500 1.97661500 1.58506100 O 0.69718200 2.86256800 2.73347200 O 0.01419200 3.56895500 0.28361900 O -2.44314800 -0.44009900 -1.54718900 O -1.44231000 -3.11193800 0.79926300 O -3.07241700 1.11677400 0.50047100 H 0.54538400 3.72055200 2.31575700 H 0.80532000 0.31096700 3.21480800 H 0.36571700 -1.46833900 1.55984900 H -0.38312800 1.48860800 -1.45051000 H 0.06956400 3.74308400 -1.78685300 H -1.55311800 3.50726300 -1.07127800 H -0.69530700 5.06293300 -0.86893500 H -0.15124900 -0.73560900 -2.10756100 H -1.88859300 -2.42391400 -1.78840300 H -2.16763700 -1.22477800 1.01678700 H -3.30124800 -2.35320900 0.25429500 H -1.59070200 -3.90072700 0.26743400 H -4.45912000 -1.55361900 -2.80343900 H -6.87239700 -1.22045300 -2.24309700 H -5.74917400 1.39689200 0.95813100 H -7.48539400 0.26557800 -0.35602100 H -3.91845600 1.44574800 2.37128900 H -2.41432300 2.31290300 1.97492200 H -3.95962600 2.83876800 1.25304200 H -0.81395900 -3.28246600 2.56107200 O -0.06689000 -3.20953500 3.17597600 H -0.34101100 -3.55700900 4.02728300 H 2.46707300 -3.97672200 1.25203700 O 1.89285100 -3.21026600 1.33457800 H 1.35048600 -3.34701400 2.13732300 H 0.65117300 -2.67193400 -0.19583400 C 2.77771900 -0.13264700 -1.17846500 C 5.46481000 -0.38170900 -1.66412400 C 3.36096400 0.09193400 0.18075700 C 4.68056000 0.89301700 0.13130400 C 5.21337600 -1.67770600 -1.81266900 O 5.71748000 0.15354100 -0.42025200 O 2.63218400 0.78981700 -2.03562600 O 3.61422200 -1.09228900 0.84154800 O 4.38006000 2.05625000 -0.62067900 O 0.61156300 -2.27636400 -1.07973900 H 2.35011000 -1.10617700 -1.43220200 H 5.51697600 0.32026700 -2.49213800 H 2.63037700 0.74649600 0.69223000 H 4.98992000 1.13772600 1.14664800 H 5.19184500 -2.33177500 -0.94974900 H 5.06617100 -2.08954800 -2.80278900 H 3.09392500 1.61069900 -1.73085500 H 2.81018700 -1.60110100 1.06335900 H 5.10622800 2.68858200 -0.58230200 --------------------------------------------------------------- --------------------------------------------------------------- --------------------------------------------------------------- Activation Entropy (kJ/[K mol]) // Reaction Entropy (kJ/[K mol]) LCC Linkage 0.032 // 0.061 C6-O1 0.032 // 0.082 C2-OH 0.051 // 0.047 C3-OH 0.023 // 0.071 O3-CH3 0.002 //-0.004 Cγ-OH 0.006 // 0.028 C4'-O2 0.004 // 0.014 Cβ-O2 0.036 // 0.055 LCC Linkage' -0.003 // 0.011 C2-O1 0.031 // 0.060 LCC Linkage'' 0.041 // 0.079 C3-O1 0.027 // 0.047 LCC Linkage''' 0.020 // 0.025 C5-O1 0.030 // 0.069 End of File