{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T10:27:24Z","timestamp":1785407244464,"version":"3.56.0"},"reference-count":37,"publisher":"International Union of Crystallography (IUCr)","issue":"8","license":[{"start":{"date-parts":[[2024,7,9]],"date-time":"2024-07-09T00:00:00Z","timestamp":1720483200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2024,7,9]],"date-time":"2024-07-09T00:00:00Z","timestamp":1720483200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr E Cryst Commun","Acta Cryst E","Acta Cryst Sect E","Acta Crystallogr E","Acta Crystallogr Sect E","Acta Cryst E Cryst Commun","Acta Cryst Sect E Cryst Commun"],"accepted":{"date-parts":[[2024,7,5]]},"published-print":{"date-parts":[[2024,8,1]]},"abstract":"<jats:p>\n                    Two new [1-(phenylsulfonyl)-1\n                    <jats:italic>H<\/jats:italic>\n                    -indol-2-yl]methanamine derivatives, namely,\n                    <jats:italic>N<\/jats:italic>\n                    -(3-methoxyphenyl)-\n                    <jats:italic>N<\/jats:italic>\n                    -{[1-(phenylsulfonyl)-1\n                    <jats:italic>H<\/jats:italic>\n                    -indol-2-yl]methyl}acetamide, C\n                    <jats:sub>24<\/jats:sub>\n                    H\n                    <jats:sub>22<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sub>4<\/jats:sub>\n                    S, (\n                    <jats:bold>I<\/jats:bold>\n                    ), and\n                    <jats:italic>N<\/jats:italic>\n                    -(2,5-dimethoxyphenyl)-\n                    <jats:italic>N<\/jats:italic>\n                    -{[1-(phenylsulfonyl)-1\n                    <jats:italic>H<\/jats:italic>\n                    -indol-2-yl]methyl}benzenesulfonamide, C\n                    <jats:sub>29<\/jats:sub>\n                    H\n                    <jats:sub>26<\/jats:sub>\n                    N\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sub>6<\/jats:sub>\n                    S\n                    <jats:sub>2<\/jats:sub>\n                    , (\n                    <jats:bold>II<\/jats:bold>\n                    ), reveal a nearly orthogonal orientation of their indole ring systems and sulfonyl-bound phenyl rings. The sulfonyl moieties adopt the anti-periplanar conformation. For both compounds, the crystal packing is dominated by C\u2014H...O bonding [C...O = 3.312\u2005(4)\u20133.788\u2005(8)\u2005\u00c5], with the structure of\n                    <jats:bold>II<\/jats:bold>\n                    exhibiting a larger number, but weaker bonds of this type. Slipped \u03c0\u2013\u03c0 interactions of antiparallel indole systems are specific for\n                    <jats:bold>I<\/jats:bold>\n                    , whereas the structure of\n                    <jats:bold>II<\/jats:bold>\n                    delivers two kinds of C\u2014H...\u03c0 interactions at both axial sides of the indole moiety. These findings agree with the results of Hirshfeld surface analysis. The primary contributions to the surface areas are associated with the contacts involving H atoms. Although\n                    <jats:bold>II<\/jats:bold>\n                    manifests a larger fraction of the O...H\/H...O contacts (25.8\n                    <jats:italic>versus<\/jats:italic>\n                    22.4%), most of them are relatively distal and agree with the corresponding van der Waals separations.\n                  <\/jats:p>","DOI":"10.1107\/s2056989024006649","type":"journal-article","created":{"date-parts":[[2024,7,9]],"date-time":"2024-07-09T04:29:04Z","timestamp":1720499344000},"page":"845-851","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":2,"title":["Crystal structure determination and Hirshfeld surface analysis of\n                    <i>N<\/i>\n                    -acetyl-\n                    <i>N<\/i>\n                    -3-methoxyphenyl and\n                    <i>N<\/i>\n                    -(2,5-dimethoxyphenyl)-\n                    <i>N<\/i>\n                    -phenylsulfonyl derivatives of\n                    <i>N<\/i>\n                    -[1-(phenylsulfonyl)-1\n                    <i>H<\/i>\n                    -indol-2-yl]methanamine"],"prefix":"10.1107","volume":"80","author":[{"given":"S.","family":"Madhan","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/04jmt9361","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"M.","family":"NizamMohideen","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/04jmt9361","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vinayagam","family":"Pavunkumar","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/04jmt9361","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Arasambattu K.","family":"MohanaKrishnan","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/04jmt9361","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2024,7,9]]},"reference":[{"key":"nu2006_bb1","doi-asserted-by":"crossref","first-page":"900","DOI":"10.1107\/S0567740881004548","volume":"37","author":"Allen","year":"1981","journal-title":"Acta Cryst. 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