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href="https://ar.wikipedia.org/wiki/%D8%B0%D8%B1%D8%A9_%D8%BA%D9%8A%D8%B1_%D9%85%D8%AA%D8%AC%D8%A7%D9%86%D8%B3%D8%A9" title="ذرة غير متجانسة – Arabic" lang="ar" hreflang="ar" data-title="ذرة غير متجانسة" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Hetero%C3%A0tom" title="Heteroàtom – Catalan" lang="ca" hreflang="ca" data-title="Heteroàtom" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Czech" lang="cs" hreflang="cs" data-title="Heteroatom" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Danish" lang="da" hreflang="da" data-title="Heteroatom" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Heteroatom" title="Heteroatom – German" lang="de" hreflang="de" data-title="Heteroatom" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Heteroaatom" title="Heteroaatom – Estonian" lang="et" hreflang="et" data-title="Heteroaatom" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%95%CF%84%CE%B5%CF%81%CE%BF%CE%AC%CF%84%CE%BF%CE%BC%CE%BF" title="Ετεροάτομο – Greek" lang="el" hreflang="el" data-title="Ετεροάτομο" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Hetero%C3%A1tomo" title="Heteroátomo – Spanish" lang="es" hreflang="es" data-title="Heteroátomo" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Heteroatomo" title="Heteroatomo – Basque" lang="eu" hreflang="eu" data-title="Heteroatomo" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%86%D8%A7%D8%AC%D9%88%D8%B1%D8%A7%D8%AA%D9%85" title="ناجوراتم – Persian" lang="fa" hreflang="fa" data-title="ناجوراتم" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/H%C3%A9t%C3%A9roatome" title="Hétéroatome – French" lang="fr" hreflang="fr" data-title="Hétéroatome" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%ED%97%A4%ED%85%8C%EB%A1%9C%EC%9B%90%EC%9E%90" title="헤테로원자 – Korean" lang="ko" hreflang="ko" data-title="헤테로원자" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Indonesian" lang="id" hreflang="id" data-title="Heteroatom" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Hungarian" lang="hu" hreflang="hu" data-title="Heteroatom" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Heteroatoom" title="Heteroatoom – Dutch" lang="nl" hreflang="nl" data-title="Heteroatoom" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%98%E3%83%86%E3%83%AD%E5%8E%9F%E5%AD%90" title="ヘテロ原子 – Japanese" lang="ja" hreflang="ja" data-title="ヘテロ原子" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Heteroatom" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Polish" lang="pl" hreflang="pl" data-title="Heteroatom" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Hetero%C3%A1tomo" title="Heteroátomo – Portuguese" lang="pt" hreflang="pt" data-title="Heteroátomo" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Romanian" lang="ro" hreflang="ro" data-title="Heteroatom" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%93%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D0%B0%D1%82%D0%BE%D0%BC" title="Гетероатом – Russian" lang="ru" hreflang="ru" data-title="Гетероатом" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Heteroat%C3%B3m" title="Heteroatóm – Slovak" lang="sk" hreflang="sk" data-title="Heteroatóm" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Serbian" lang="sr" hreflang="sr" data-title="Heteroatom" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Heteroatom" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Heteroatom" title="Heteroatom – Swedish" lang="sv" hreflang="sv" data-title="Heteroatom" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%93%D0%B5%D1%82%D0%B5%D1%80%D0%BE%D0%B0%D1%82%D0%BE%D0%BC" title="Гетероатом – Ukrainian" lang="uk" hreflang="uk" data-title="Гетероатом" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E6%9D%82%E5%8E%9F%E5%AD%90" title="杂原子 – Chinese" lang="zh" hreflang="zh" data-title="杂原子" data-language-autonym="中文" data-language-local-name="Chinese" 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class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Atom which is not carbon or hydrogen</div> <figure class="mw-default-size mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Pyridine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/55/Pyridine.svg/110px-Pyridine.svg.png" decoding="async" width="110" height="139" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/55/Pyridine.svg/165px-Pyridine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/55/Pyridine.svg/220px-Pyridine.svg.png 2x" data-file-width="440" data-file-height="556" /></a><figcaption><a href="/wiki/Pyridine" title="Pyridine">Pyridine</a> is a <a href="/wiki/Heterocyclic_compound" title="Heterocyclic compound">heterocyclic compound</a> and the heteroatom is nitrogen.</figcaption></figure> <p>In <a href="/wiki/Chemistry" title="Chemistry">chemistry</a>, a <b>heteroatom</b> (from <a href="/wiki/Ancient_Greek_language" class="mw-redirect" title="Ancient Greek language">Ancient Greek</a> <i> heteros</i> 'different' and <i> atomos</i> 'uncut') is, strictly, any <a href="/wiki/Atom" title="Atom">atom</a> that is not <a href="/wiki/Carbon" title="Carbon">carbon</a> or <a href="/wiki/Hydrogen" title="Hydrogen">hydrogen</a>.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Organic_chemistry">Organic chemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heteroatom&action=edit&section=1" title="Edit section: Organic chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In practice, the term is mainly used more specifically to indicate that non-carbon atoms have replaced carbon in the backbone of the molecular structure. Typical heteroatoms are <a href="/wiki/Nitrogen" title="Nitrogen">nitrogen</a> (N), <a href="/wiki/Oxygen" title="Oxygen">oxygen</a> (O), <a href="/wiki/Sulfur" title="Sulfur">sulfur</a> (S), <a href="/wiki/Phosphorus" title="Phosphorus">phosphorus</a> (P), <a href="/wiki/Chlorine" title="Chlorine">chlorine</a> (Cl), <a href="/wiki/Bromine" title="Bromine">bromine</a> (Br), and <a href="/wiki/Iodine" title="Iodine">iodine</a> (I),<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> as well as the metals <a href="/wiki/Lithium" title="Lithium">lithium</a> (Li) and <a href="/wiki/Magnesium" title="Magnesium">magnesium</a> (Mg). </p> <div class="mw-heading mw-heading2"><h2 id="Proteins">Proteins</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heteroatom&action=edit&section=2" title="Edit section: Proteins"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>It can also be used with highly specific meanings in specialised contexts. In the description of <a href="/wiki/Protein" title="Protein">protein</a> structure, in particular in the <a href="/wiki/Protein_Data_Bank_(file_format)" title="Protein Data Bank (file format)">Protein Data Bank</a> file format, a heteroatom record (HETATM) describes an atom as belonging to a small molecule cofactor rather than being part of a <a href="/wiki/Biopolymer" title="Biopolymer">biopolymer</a> chain.<sup id="cite_ref-pdbformat_4-0" class="reference"><a href="#cite_note-pdbformat-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Zeolites">Zeolites</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heteroatom&action=edit&section=3" title="Edit section: Zeolites"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In the context of <a href="/wiki/Zeolite" title="Zeolite">zeolites</a>, the term <i>heteroatom</i> refers to partial <a href="/w/index.php?title=Isomorphous_substitution&action=edit&redlink=1" class="new" title="Isomorphous substitution (page does not exist)">isomorphous substitution</a> of the typical framework atoms (<a href="/wiki/Silicon" title="Silicon">silicon</a>, <a href="/wiki/Aluminium" title="Aluminium">aluminium</a>, and <a href="/wiki/Phosphorus" title="Phosphorus">phosphorus</a>) by other elements such as <a href="/wiki/Beryllium" title="Beryllium">beryllium</a>, <a href="/wiki/Vanadium" title="Vanadium">vanadium</a>, and <a href="/wiki/Chromium" title="Chromium">chromium</a>.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> The goal is usually to adjust properties of the material (e.g., <a href="/wiki/Lewis_acids_and_bases" title="Lewis acids and bases">Lewis acidity</a>) to optimize the material for a certain application (e.g., <a href="/wiki/Catalysis" title="Catalysis">catalysis</a>). </p> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heteroatom&action=edit&section=4" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFHousecroftConstable2006" class="citation book cs1">Housecroft, Catherine E.; Constable, Edwin C. (2006). <i>Chemistry - An introduction to organic, inorganic and physical chemistry</i> (3rd ed.). Prentice Hall. p. 945. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0131275676" title="Special:BookSources/978-0131275676"><bdi>978-0131275676</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Chemistry+-+An+introduction+to+organic%2C+inorganic+and+physical+chemistry&rft.pages=945&rft.edition=3rd&rft.pub=Prentice+Hall&rft.date=2006&rft.isbn=978-0131275676&rft.aulast=Housecroft&rft.aufirst=Catherine+E.&rft.au=Constable%2C+Edwin+C.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeteroatom" class="Z3988"></span></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSenda2002" class="citation journal cs1">Senda, Y. (2002). "Role of the heteroatom on stereoselectivity in the complex metal hydride reduction of six-membered cyclic ketones". <i>Chirality</i>. <b>14</b> (2–3): 110–120. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fchir.10051">10.1002/chir.10051</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11835553">11835553</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Chirality&rft.atitle=Role+of+the+heteroatom+on+stereoselectivity+in+the+complex+metal+hydride+reduction+of+six-membered+cyclic+ketones&rft.volume=14&rft.issue=2%E2%80%933&rft.pages=110-120&rft.date=2002&rft_id=info%3Adoi%2F10.1002%2Fchir.10051&rft_id=info%3Apmid%2F11835553&rft.aulast=Senda&rft.aufirst=Y.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeteroatom" class="Z3988"></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWalling1968" class="citation encyclopaedia cs1">Walling, Cheves (1968). "The Role of Heteroatoms in Oxidation". In Mayo, Frank R. (ed.). <i>Oxidation of Organic Compounds</i>. Advances in Chemistry. Vol. 75. pp. 166–173. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fba-1968-0075.ch013">10.1021/ba-1968-0075.ch013</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9780841200760" title="Special:BookSources/9780841200760"><bdi>9780841200760</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=The+Role+of+Heteroatoms+in+Oxidation&rft.btitle=Oxidation+of+Organic+Compounds&rft.series=Advances+in+Chemistry&rft.pages=166-173&rft.date=1968&rft_id=info%3Adoi%2F10.1021%2Fba-1968-0075.ch013&rft.isbn=9780841200760&rft.aulast=Walling&rft.aufirst=Cheves&rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeteroatom" class="Z3988"></span></span> </li> <li id="cite_note-pdbformat-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-pdbformat_4-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20110814055416/http://www.wwpdb.org/documentation/format32/v3.2.html">"Atomic Coordinate Entry Format Version 3.2"</a>. wwPDB. October 2008. Archived from <a rel="nofollow" class="external text" href="http://www.wwpdb.org/documentation/format32/v3.2.html">the original</a> on 2011-08-14.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Atomic+Coordinate+Entry+Format+Version+3.2&rft.pub=wwPDB&rft.date=2008-10&rft_id=http%3A%2F%2Fwww.wwpdb.org%2Fdocumentation%2Fformat32%2Fv3.2.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeteroatom" class="Z3988"></span></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFXuPangYuHuo2007" class="citation book cs1">Xu; Pang; Yu; Huo; Chen (2007). <i>Chemistry of Zeolites and Related Porous Materials: Synthesis and Structure</i>. p. 373. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0470822333" title="Special:BookSources/978-0470822333"><bdi>978-0470822333</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Chemistry+of+Zeolites+and+Related+Porous+Materials%3A+Synthesis+and+Structure&rft.pages=373&rft.date=2007&rft.isbn=978-0470822333&rft.au=Xu&rft.au=Pang&rft.au=Yu&rft.au=Huo&rft.au=Chen&rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeteroatom" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heteroatom&action=edit&section=5" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1235681985">.mw-parser-output .side-box{margin:4px 0;box-sizing:border-box;border:1px solid #aaa;font-size:88%;line-height:1.25em;background-color:var(--background-color-interactive-subtle,#f8f9fa);display:flow-root}.mw-parser-output .side-box-abovebelow,.mw-parser-output .side-box-text{padding:0.25em 0.9em}.mw-parser-output .side-box-image{padding:2px 0 2px 0.9em;text-align:center}.mw-parser-output .side-box-imageright{padding:2px 0.9em 2px 0;text-align:center}@media(min-width:500px){.mw-parser-output .side-box-flex{display:flex;align-items:center}.mw-parser-output .side-box-text{flex:1;min-width:0}}@media(min-width:720px){.mw-parser-output .side-box{width:238px}.mw-parser-output .side-box-right{clear:right;float:right;margin-left:1em}.mw-parser-output .side-box-left{margin-right:1em}}</style><style data-mw-deduplicate="TemplateStyles:r1237033735">@media print{body.ns-0 .mw-parser-output .sistersitebox{display:none!important}}@media screen{html.skin-theme-clientpref-night .mw-parser-output .sistersitebox img[src*="Wiktionary-logo-en-v2.svg"]{background-color:white}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .sistersitebox img[src*="Wiktionary-logo-en-v2.svg"]{background-color:white}}</style><div class="side-box side-box-right plainlinks sistersitebox"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style> <div class="side-box-flex"> <div class="side-box-image"><span class="noviewer" typeof="mw:File"><span><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/40px-Wiktionary-logo-en-v2.svg.png" decoding="async" width="40" height="40" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/60px-Wiktionary-logo-en-v2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/80px-Wiktionary-logo-en-v2.svg.png 2x" data-file-width="512" data-file-height="512" /></span></span></div> <div class="side-box-text plainlist">Look up <i><b><a href="https://en.wiktionary.org/wiki/Special:Search/heteroatom" class="extiw" title="wiktionary:Special:Search/heteroatom">heteroatom</a></b></i> in Wiktionary, the free dictionary.</div></div> </div> <ul><li><a rel="nofollow" class="external text" href="http://onlinelibrary.wiley.com/journal/10.1002/%28ISSN%291098-1071/issues">Journal - Heteroatom Chemistry</a></li></ul>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; 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