{"id":3670,"date":"2011-03-09T13:54:28","date_gmt":"2011-03-09T13:54:28","guid":{"rendered":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/?p=3670"},"modified":"2011-03-09T16:07:31","modified_gmt":"2011-03-09T16:07:31","slug":"from-the-colour-blue-to-molecular-wires","status":"publish","type":"post","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=3670","title":{"rendered":"From the colour blue to molecular wires"},"content":{"rendered":"
\n

In the previous post<\/a> I pondered the colour of Monastral blue (copper phthalocyanine). Something did not quite fit, and so I speculated that perhaps some oxidation of the pigment might give a new species. This species (Cambridge code FEGJOQ<\/a>) comprises two parts of copper phthalocyanine, 1 part of the corresponding cation, and 1 part of triodide anion. Looking at the packing of this system, I spotted something I had seen<\/a> some time ago in NaI2<\/sub>.Acetone, namely an infinitely long and absolutely straight chain of iodine atoms, a molecular wire if you like.<\/p>\n

\"\"<\/a>

An iodine molecular wire.<\/p><\/div>\n

A different view shows how this wire runs down layers of the phthalocyanine. The iodines are 3.2\u00c5 apart, compared to the sum of their van der Waals radii of ~4.0\u00c5.<\/p>\n

\"\"

FEGJOQ, seen edge on. Click for 3D<\/p><\/div>Four phthalocyanines stack to form a cavity for the iodine wire to run down, and the size of that cavity is perfectly filled by the iodine! One might speculate if a smaller halogen, with lots more space to rattle around it, might not form this structure!<\/p>\n

 <\/p>\n

\"\"

End on view, showing the filling of the channel by iodines. Click for 3D<\/p><\/div>\n\n<\/div> ","protected":false},"excerpt":{"rendered":"

In the previous post I pondered the colour of Monastral blue (copper phthalocyanine). Something did not quite fit, and so I speculated that perhaps some oxidation of the pigment might give a new species. This species (Cambridge code FEGJOQ) comprises two parts of copper phthalocyanine, 1 part of the corresponding cation, and 1 part of […]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"jetpack_post_was_ever_published":false,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"activitypub_content_warning":"","activitypub_content_visibility":"","activitypub_max_image_attachments":5,"activitypub_interaction_policy_quote":"anyone","activitypub_status":"","footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":false,"jetpack_social_options":{"image_generator_settings":{"template":"highway","default_image_id":0,"font":"","enabled":false},"version":2}},"categories":[4],"tags":[144,476,477],"ppma_author":[2661],"class_list":["post-3670","post","type-post","status-publish","format-standard","hentry","category-interesting-chemistry","tag-cambridge","tag-molecular-wire","tag-phthalocyanine"],"yoast_head":"\nFrom the colour blue to molecular wires - Henry Rzepa's Blog<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=3670\" \/>\n<meta property=\"og:locale\" content=\"en_GB\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"From the colour blue to molecular wires - Henry Rzepa's Blog\" \/>\n<meta property=\"og:description\" content=\"In the previous post I pondered the colour of Monastral blue (copper phthalocyanine). 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This species (Cambridge code FEGJOQ) comprises two parts of copper phthalocyanine, 1 part of the corresponding cation, and 1 part of […]\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=3670\" \/>\n<meta property=\"og:site_name\" content=\"Henry Rzepa's Blog\" \/>\n<meta property=\"article:published_time\" content=\"2011-03-09T13:54:28+00:00\" \/>\n<meta property=\"article:modified_time\" content=\"2011-03-09T16:07:31+00:00\" \/>\n<meta property=\"og:image\" content=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2011\/03\/FEGJOQ2.jpg\" \/>\n<meta name=\"author\" content=\"Henry Rzepa\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Henry Rzepa\" \/>\n\t<meta name=\"twitter:label2\" content=\"Estimated reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"1 minute\" \/>\n<!-- \/ Yoast SEO plugin. -->","yoast_head_json":{"title":"From the colour blue to molecular wires - Henry Rzepa's Blog","robots":{"index":"index","follow":"follow","max-snippet":"max-snippet:-1","max-image-preview":"max-image-preview:large","max-video-preview":"max-video-preview:-1"},"canonical":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=3670","og_locale":"en_GB","og_type":"article","og_title":"From the colour blue to molecular wires - Henry Rzepa's Blog","og_description":"In the previous post I pondered the colour of Monastral blue (copper phthalocyanine). 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Fortunately, much of that story is actually recorded on film (itself a unique archive dating from 1933 and being\u2026","rel":"","context":"In "Interesting chemistry"","block_context":{"text":"Interesting chemistry","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=4"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2011\/03\/phthalocyanine.jpg?resize=350%2C200","width":350,"height":200},"classes":[]},{"id":3736,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=3736","url_meta":{"origin":3670,"position":1},"title":"The colour of Monastral blue (part 2).","author":"Henry Rzepa","date":"April 4, 2011","format":false,"excerpt":"Andy Mclean posted a comment to my story of copper phthalocyanine (Monastral blue). The issue was its colour, and more specifically why this pigment has two peaks \u03bbmax 610 and 710nm making it blue. The first was accurately reproduced by calculation on the monomer, but the second was absent with\u2026","rel":"","context":"In "Interesting chemistry"","block_context":{"text":"Interesting chemistry","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=4"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2011\/04\/stacked-mb.jpg?resize=350%2C200","width":350,"height":200},"classes":[]},{"id":3723,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=3723","url_meta":{"origin":3670,"position":2},"title":"Chemicalizing a blog.","author":"Henry Rzepa","date":"March 30, 2011","format":false,"excerpt":"I am at the ACS meeting, attending a session on chemistry and the Internet. This post was inspired by Chemicalize, a service offered by ChemAxon, which scans a post like this one, and identifies molecules named. I had previously used generic post taggers, which frankly did not work well in\u2026","rel":"","context":"In "Chemical IT"","block_context":{"text":"Chemical IT","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=2"},"img":{"alt_text":"","src":"","width":0,"height":0},"classes":[]},{"id":2619,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=2619","url_meta":{"origin":3670,"position":3},"title":"Hypervalency: I(CN)7 is not hypervalent!","author":"Henry Rzepa","date":"October 17, 2010","format":false,"excerpt":"In the last post, IH7 was examined to see if it might exhibit true hypervalency. The iodine, despite its high coordination, turned out not to be hypervalent, with its (s\/p) valence shell not exceeding eight electrons (and its d-shell still with 10, and the 6s\/6p shells largely unoccupied). Instead, the\u2026","rel":"","context":"In "Hypervalency"","block_context":{"text":"Hypervalency","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=7"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.ic.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2010\/10\/ICN7.jpg?resize=350%2C200","width":350,"height":200},"classes":[]},{"id":9322,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=9322","url_meta":{"origin":3670,"position":4},"title":"Anapolar ring currents: a [144]-Annulene.","author":"Henry Rzepa","date":"February 1, 2013","format":false,"excerpt":"This is a recently published (hypothetical) molecule which has such unusual properties that I cannot resist sharing it with you. It is an annulene with 144 all-cis CH groups, being a (very) much larger cousin of (also hypothetical) systems mooted in 2009,. One fascinating novel aspect of Berger's work is\u2026","rel":"","context":"In "Interesting chemistry"","block_context":{"text":"Interesting chemistry","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=4"},"img":{"alt_text":"A 144-carbon annulene. Click for 3D.","src":"https:\/\/i0.wp.com\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2013\/02\/C144.jpg?resize=350%2C200","width":350,"height":200},"classes":[]},{"id":2599,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=2599","url_meta":{"origin":3670,"position":5},"title":"Hypervalency: Is it real?","author":"Henry Rzepa","date":"October 16, 2010","format":false,"excerpt":"The Wikipedia page on hypervalent compounds reveals that the concept is almost as old as that of normally valent compounds. The definition there, \u00a0is \"a molecule that contains one or more\u00a0main group elements formally bearing more than eight\u00a0electrons in their\u00a0valence shells\" (although it could equally apply to e.g. transition elements\u2026","rel":"","context":"In "Hypervalency"","block_context":{"text":"Hypervalency","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=7"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.ic.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2010\/10\/IH7.jpg?resize=350%2C200","width":350,"height":200},"classes":[]}],"jetpack_likes_enabled":false,"authors":[{"term_id":2661,"user_id":1,"is_guest":0,"slug":"admin","display_name":"Henry Rzepa","avatar_url":"https:\/\/secure.gravatar.com\/avatar\/897b6740f7f599bca7942cdf7d7914af5988937ae0e3869ab09aebb87f26a731?s=96&d=blank&r=g","0":null,"1":"","2":"","3":"","4":"","5":"","6":"","7":"","8":""}],"_links":{"self":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/posts\/3670","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=3670"}],"version-history":[{"count":0,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/posts\/3670\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=3670"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=3670"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=3670"},{"taxonomy":"author","embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fppma_author&post=3670"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}