Database of Zeolite Structures
Organic Structure-directing Agents
ordered by number of C atoms

In the tables below, the more common organic structure directing agents are listed in order of increasing C content. Each entry has a stick diagram, an abbreviated name and the chemical formula. A common name, the IUPAC name and the SMILES string can be seen by moving the mouse over the abbreviated name. The chemical formula is linked to the NIH PubChem website, which contains more information.















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MA methylamine methanamine CN
      CH5N
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MAH+ methylammonium ion methylazanium C[NH3+]
      CH6N+
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DMA dimethylamine N‑methylmethanamine CNC
      C2H7N
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EA ethylamine ethanamine CCN
      C2H7N
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DMAH+ dimethylammonium ion dimethylazanium C[NH2+]C
      C2H8N+
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EDA ethylenediamine ethane‑1,2‑diamine C(CN)N
      C2H8N2
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TrMA trimethylamine N,N‑dimethylmethanamine CN(C)C
      C3H9N
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IPA+ isopropylammonium ion propan‑2‑ylazanium CC(C)[NH3+]
      C3H10N+
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PDA 1,2‑diaminopropane propane‑1,2‑diamine CC(CN)N
      C3H10N2
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DMF dimethylformamide N,N‑dimethylformamide CN(C)C=O
      C3H7NO
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Py pyrrolidine pyrrolidine C1CCNC1
      C4H9N
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Pipa piperazine piperazine C1CNCCN1
      C4H10N2
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DEA diethylamine N‑ethylethanamine CCNCC
      C4H11N
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TMA+ tetramethylammonium ion tetramethylazanium C[N+](C)(C)C
      C4H12N+
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DETA diethylenetriamine N'‑(2‑aminoethyl)ethane‑1,2‑diamine C(CNCCN)N"
      C4H13N3
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Pyr pyridine pyridine C1=CC=NC=C1
      C5H5N
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Pip piperidine piperidine C1CCNCC1
      C5H11N
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MPIP N‑methylpiperazine 1‑methylpiperazine CN1CCNCC1
      C5H12N2
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PenA 2‑aminopentane pentan‑2‑amine CCCC(C)N
      C5H13N
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ETMA+ ethyltrimethylammonium ion ethyl(trimethyl)azanium CC[N+](C)(C)C
      C5H14N+
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IED isopropylethylenediamine N‑isopropylethylenediamine CC(C)NCCN
      C5H14N2
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Cho+ choline             2‑hydroxyethyl(trimethyl)azanium C[N+](C)(C)CCO
      C5H14NO+
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DABCO triethylenediamine 1,4‑diazabicyclo[2.2.2]octane C1CN2CCN1CC2
      C6H12N2
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HMI hexamethyleneimine azepane C1CCCNCC1
      C6H13N
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DEDMA+ diethyldimethylammonium ion diethyl(dimethyl)azanium CC[N+](C)(C)CC
      C6H14N+
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DACH 1,2‑diaminocyclohexane cyclohexane‑1,2‑diamine C1CCC(C(C1)N)N
      C6H14N2
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DPA dipropylamine N‑propylpropan‑1‑amine CCCNCCC
      C6H15N
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TrEA triethylamine N,N‑diethylethanamine CCN(CC)CC
      C6H15N
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DIPA diisopropylamine N‑propan‑2‑ylpropan‑2‑amine CC(C)NC(C)C
      C6H15N
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TAEA tris(2‑aminoethyl)amine N',N'‑bis(2‑aminoethyl)ethane‑1,2‑diamine C(CN(CCN)CCN)N
      C6H18N4
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DMAP 4‑dimethylaminopyridine N,N‑dimethylpyridin‑4‑amine CN(C)C1=CC=NC=C1
      C7H10N2
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Quin quinuclidine 1‑azabicyclo[2.2.2]octane C1CN2CCC1CC2
      C7H13N
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ABH exo‑2‑aminobicyclo[2.2.1.]heptane bicyclo[2.2.1]heptan‑2‑amine C1CC2CC1CC2N
      C7H13N
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ABN 3‑azabicyclo[3.2.2]nonane 3‑azabicyclo[3.2.2]nonane C1CC2CCC1CNC2
      C8H15N
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ETMI+ 2‑ethyl‑1,3,4‑trimethylimidazol‑1‑ium CCC1=[N+](C=C(N1C)C)C
      C8H15N2+
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PMI+ 1,2,3,4,5‑pentamethylimidazol‑1‑ium CC1=C([N+](=C(N1C)C)C)C
      C8H15N2+
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ASN+ 5-azoniaspiro[4.4]nonane C1CC[N+]2(C1)CCCC2
      C8H16N+
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DM-DABCO+2 dimethyltriethylenediammonium ion 1,4‑dimethyl‑1,4‑diazoniabicyclo[2.2.2]octane C[N+]12CC[N+](CC1)(CC2)C
      C8H18N2+2
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TEA+ tetraethylammonium ion tetraethylazanium CC[N+](CC)(CC)CC
      C8H20N+
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MEPI 1‑methyl‑2‑ethyl‑3‑n‑propylimidazolium 2‑ethyl‑1‑methyl‑3‑propylimidazol‑1‑ium C1=C[N](=C([N]1C)CC)CCC
      C9H17N2+
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123TEI 1,2,3‑triethylimidazol‑1‑ium      1,2,3‑triethylimidazol‑1‑ium      CCC1=[N+](C=CN1CC)CC
      C9H17N2+
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TrPA tripropylamine N,N‑dipropylpropan‑1‑amine CCCN(CCC)CCC
      C9H21N
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DAN 1,9‑diaminononane nonane‑1,9‑diamine C(CCCCN)CCCCN
      C9H22N2
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1135TMP 1,1,3,5‑tetramethyl piperidinium  1,1,3,5‑tetramethylpiperidin‑1‑ium CC1CC(C[N+](C1)(C)C)C
      C9H29N+
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Cp* pentamethylcyclopentadiene 1,2,3,4,5‑pentamethylcyclopenta‑1,3‑diene CC1C(=C(C(=C1C)C)C)C
      C10H16
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AdaA 1‑aminoadamantane adamantan‑1‑amine C1C2CC3CC1CC(C2)(C3)N
     C10H17N
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PMP+ pentamethylpiperidinium ion 1,2,2,6,6‑Pentamethylpiperidin‑1‑ium CC1(CCCC([NH+]1C)(C)C)C
      C10H22N
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TOTDDA 4,7,10‑trioxa‑1,13‑tridecanediamine 3‑[2‑[2‑(3‑aminopropoxy)ethoxy]ethoxy]propan‑1‑amine C(CN)COCCOCCOCCCN
      C10H24N2O3
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t-Bu-P1 N‑[tert‑butylimino‑bis(dimethylamino)‑λ5‑phosphanyl]‑N‑methylmethanamine CC(C)(C)N=P(N(C)C)(N(C)C)N(C)C
      C10H27N4P
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CpDABCO+ N‑cyclopentyl‑DABCO 1‑cyclopentyl‑4‑aza‑1‑azoniabicyclo[2.2.2]octane C1CCC(C1)[N+]23CCN(CC2)CC3
      C11H21N2+
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4BI 1,1'‑(1,4‑butanediyl)bis(3‑methyl‑1H‑imidazolium) 1‑methyl‑3‑[4‑(3‑methylimidazol‑3‑ium‑1‑yl)butyl]imidazol‑1‑ium C[N+]1=CN(C=C1)CCCCN2C=C[N+](=C2)C
      C12H20N4+2
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18‑crown‑6 18‑crown‑6 ether 1,4,7,10,13,16‑hexaoxacyclooctadecane C1COCCOCCOCCOCCOCCO1
      C12H24O6
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BDMP+2 3,3'‑Bi[1,1‑dimethylpyrrodidinium] ion      3‑(1,1‑dimethylpyrrolidin‑1‑ium‑3‑yl)‑1,1‑dimethylpyrrolidin‑1‑ium C1C(C[N+](C1)(C)C)C2C[N+](CC2)(C)C
      C12H26N2+2
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Kr22+ kryptofix 22           1,4,10,13‑tetraoxa‑7,16‑diazacyclooctadecane C1COCCOCCNCCOCCOCCN1
      C12H26N2O4
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TPA+ tetrapropylammonium ion      tetrapropylazanium CCC[N+](CCC)(CCC)CCC
      C12H28N+
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HM+2 hexamethonium ion trimethyl‑[6‑(trimethylazaniumyl)hexyl]azanium C[N+](C)(C)CCCCCC[N+](C)(C)C
      C12H30N2+2
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DMMBI+ 1,2‑dimethyl‑3‑(3‑methylbenzyl)imidazolium ion 1,2‑dimethyl‑3‑[(3‑methylphenyl)methyl]imidazol‑1‑ium CC1=CC(=CC=C1)CN2C=C[N+](=C2C)C
      C13H17N2+
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MDMBI+ 1‑methyl‑3‑(3,5‑dimethylbenzyl)‑imidazolium 1‑[(3,5‑dimethylphenyl)methyl]‑3‑methylimidazol‑3‑ium CC1=CC(=CC(=C1)CN2C=C[N+](=C2)C)C
      C13H17N2+
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TMAda+ trimethylaminoadamantane ion              1‑adamantyl(trimethyl)azanium      C[N+](C)(C)C12CC3CC(C1)CC(C3)C2
      C13H24N+
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HexQuin+ 1‑hexylquinuclidinium ion     1‑hexyl‑1‑azoniabicyclo[2.2.2]octane CCCCCC[N+]12CCC(CC1)CC2
      C13H26N+
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TBMP+ tri‑tertbutylmethylphosphonium ion      tritert‑butyl(methyl)phosphanium      CC(C)(C)[P+](C)(C(C)(C)C)C(C)(C)C
      C13H30P+
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14DMP-C4+2 1,1ˊ‑(1,4‑butanediyl)bis(2,4‑dimethyl‑1H‑pyrazol‑2‑ium) CC[N+]1(CCC2CCC1C(C2C)C)CC
      C14H24N4+2
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TAT+ 1,3,3‑Trimethylspiro[6‑azonia‑bicyclo[3.2.1]]octane‑6,1'‑piperidinium ion 1,3,3‑Trimethyl‑6,6‑(tetramethylene)‑6‑azoniabicyclo[3.2.1]octane CC1(CC2CC(C1)(C[N+]23CCCC3)C)C
      C14H26N+
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DEDMAB+ (1S,5S,6S,7R)‑2,2‑diethyl‑6,7‑dimethyl‑2‑azoniabicyclo[3.2.2]nonane CC[N+]1(CCC2CCC1C(C2C)C)CC
      C14H28N+
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DEMDQ+ N,N‑diethyl‑2‑methyldecahydroquinolinium ion 1,1‑diethyl‑2‑methyl‑3,4,4a,5,6,7,8,8a‑octahydro‑2H‑quinolin‑1‑ium CC[N+]1(C(CCC2C1CCCC2)C)CC
      C14H28 N+
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ETMCP+ 1‑ethyl‑1‑(2,4,4‑trimethylcyclopentyl)pyrrolidin‑1‑ium CC[N+]1(CCCC1)C2CC(CC2C)(C)C
      C14H28 N+
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TMC tetramethylcyclam 1,4,8,11‑tetramethyl‑1,4,8,11‑tetraazacyclotetradecane CN1CCCN(CCN(CCCN(CC1)C)C)C
      C14H32 N4
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FPCMTMA+ [1‑(3‑fluorophenyl)cyclopentyl]methyl‑trimethylazanium C[N+](C)(C)CC1(CCCC1)C2=CC(=CC=C2)F
      C15FH23N+
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PCMTMA+ [(1‑phenylcyclopentyl)methyl]‑trimethylazanium C[N+](C)(C)CC1(CCCC1)C2=CC=CC=C2
      C15H24N+
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DEAT 8,8‑Diethyl‑8‑azoniatetracyclo [4.3.3.12,5.01,6]tridec‑3‑ene CC[N+]1(CC23CCCC2(C1)C4CC3C=C4)CC+
      C16H26N+
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BCOP+ 1‑butyl‑1‑cyclooctylpyrrolidin‑1‑ium CCCC[N+]1(CCCC1)C2CCCCCCC2
      C16H32N+
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MPH+2 1,6‑bis(N‑methylpyrrolidinium)‑hexane 1‑methyl‑1‑[6‑(1‑methylpyrrolidin‑1‑ium‑1‑yl)hexyl]pyrrolidin‑1‑ium C[N+]1(CCCC1)CCCCCC[N+]2(CCCC2)C
      C16H34N2+2
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DecM+2 decamethonium ion trimethyl‑[10‑(trimethylazaniumyl)decyl]azanium C[N+](C)(C)CCCCCCCCCC[N+](C)(C)C
      C16H38N2+2
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BTEAB+2 1,4‑bis(triethylammonium)butane triethyl‑[4‑(triethylazaniumyl)butyl]azanium CC[N+](CC)(CC)CCCC[N+](CC)(CC)CC
      C16H38N2+2
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DMSOP+2 N,N'-dimethylsophoridinium C[N@@+]12CCCC[C@@]1([C@@]3([C@]([H])([C@@]([H])(C2)CCC4)[N@+]4(CCC3)C)[H])[H]
      C17H32N2+2
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MPCMP+ 1‑methyl‑1‑[(1‑phenylcyclopentyl)methyl]piperidin‑1‑ium C[N+]1(CCCCC1)CC2(CCCC2)C3=CC=CC=C3
      C18H28N+
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DQB+2 1,4‑diquinuclidiniumbutane 1‑[4‑(1‑azoniabicyclo[2.2.2]octan‑1‑yl)butyl]‑1‑azoniabicyclo[2.2.2]octane C1C[N+]2(CCC1CC2)CCCC[N+]34CCC(CC3)CC4
      C18H34N2+2
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Kr222 kryptofix 222 4,7,13,16,21,24‑hexaoxa‑1,10‑diazabicyclo[8.8.8]hexacosane C1COCCOCCN2CCOCCOCCN1CCOCCOCC2
      C18H36N2O6
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HMHACO hexamethylhexacyclen 1,4,7,10,13,16‑hexamethyl‑1,4,7,10,13,16‑hexazacyclooctadecane CN1CCN(CCN(CCN(CCN(CCN(CC1)C)C)C)C)C
      C18H42N6
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RR-DQ+2 1,2,4,5‑tetramethyl‑3‑[[(1R,2R)‑2‑[(2,3,4,5‑tetramethylimidazol‑3‑ium‑1‑yl)methyl]cyclopropyl]methyl]imidazol‑1‑ium ion C1(=C([N+](=C([N]1C)C)C[C@@H]2C[C@H]2C[N]3=C([N](C(=C3C)C)C)C)C)C
      C19H32N4+2
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TCyMP+ 1,7‑diquinuclidiniumheptane 1‑[7‑(1‑azoniabicyclo[2.2.2]octan‑1‑yl)heptyl]‑1‑azoniabicyclo[2.2.2]octane C[P+](C1CCCCC1)(C2CCCCC2)C3CCCCC3
      C19H36P+
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PDPP+2 tricyclohexyl(methyl)phospoanium ion tricyclohexyl(methyl)phospoanium CCC[N+]1(CCCC1)CCCCC[N+]2(CCCC2)CCC
      C19H40N2+2
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DQH+2 1,7‑diquinuclidiniumheptane 1‑[7‑(1‑azoniabicyclo[2.2.2]octan‑1‑yl)heptyl]‑1‑azoniabicyclo[2.2.2]octane C1C[N+]2(CCC1CC2)CCCCCCC[N+]34CCC(CC3)CC4
      C21H40N2+2
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TEDATD+2 4,4,10,10‑tetraethyl‑1,14‑dimethyl‑4,10‑diazoniatetracyclo[5.5.2.02,6.08,12]tetradec‑13‑ene CC[N+]1(CC2C(C1)C3(C=C(C2C4C3C[N+](C4)(CC)CC)C)C)CC
      C22H40N2+2
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MDPB+2 1,4‑bis(N‑methyl‑N,N‑dipentylammonium)butane methyl‑[4‑[methyl(dipentyl)azaniumyl]butyl]‑dipentylazanium CCCCC[N+](C)(CCCCC)CCCC[N+](C)(CCCCC)CCCCC
      C26H58N2+2
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TTEAMB+3 [3,5‑bis[(triethylazaniumyl)methyl]phenyl]methyl‑triethylazanium                      1,3,5‑tris(triethylammonoiomethyl)benzene                 C1=C(C=C(C=C1C[N+](CC)(CC)CC)C[N+](CC)(CC)CC)C[N+](CC)(CC)CC
      C27H54N3+3

20-January-2024