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All three compounds crystallize in chiral space groups: compounds <jats:bold>1<\/jats:bold> and <jats:bold>2<\/jats:bold> in the orthorhombic space group <jats:italic>P<\/jats:italic>2<jats:sub>1<\/jats:sub>2<jats:sub>1<\/jats:sub>2<jats:sub>1<\/jats:sub> each with one molecule in the asymmetric unit, and compound <jats:bold>3<\/jats:bold> in the monoclinic space group <jats:italic>P<\/jats:italic>2<jats:sub>1<\/jats:sub> with two similar but independent molecules, Mol A and Mol B, in the asymmetric unit. Both the five-membered and six-membered non-aromatic rings in all three compounds have envelope or near envelope shapes. In compounds <jats:bold>2<\/jats:bold> and <jats:bold>3<\/jats:bold> the N=N units have (<jats:italic>E<\/jats:italic>)-arrangements. The intermolecular interactions in crystals of compound <jats:bold>1<\/jats:bold> are C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009O hydrogen bonds and C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009\u03c0 interactions, in compound <jats:bold>2<\/jats:bold> N\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009O and C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009O hydrogen bonds and C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009\u03c0 interactions are present, while in compound <jats:bold>3<\/jats:bold> there are just C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009\u03c0 interactions. An important substructure in <jats:bold>1<\/jats:bold> is a sheet of molecules, composed of <jats:inline-formula id=\"j_znb-2019-0094_ineq_001_w2aab3b7c46b1b6b1aab1c16b1c43Aa\">\n                     <jats:alternatives>\n                        <jats:inline-graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" xlink:href=\"graphic\/j_znb-2019-0094_eq_001.png\"\/>\n                        <m:math xmlns:m=\"http:\/\/www.w3.org\/1998\/Math\/MathML\">\n                           <m:mrow>\n                              <m:msubsup>\n                                 <m:mtext>R<\/m:mtext>\n                                 <m:mn>6<\/m:mn>\n                                 <m:mn>6<\/m:mn>\n                              <\/m:msubsup>\n                              <m:mn>(<\/m:mn>\n                              <m:mn>44<\/m:mn>\n                              <m:mn>)<\/m:mn>\n                           <\/m:mrow>\n                        <\/m:math>\n                        <jats:tex-math>${\\rm{R}}_6^6(44)$<\/jats:tex-math>\n                     <\/jats:alternatives>\n                  <\/jats:inline-formula> rings, formed from C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009O(methoxy) and C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009O(carbonyl) hydrogen bonds, the molecules of which form columns linked via the B and D rings, i.e. in a head-to-tail fashion. Compound <jats:bold>2<\/jats:bold> is an acylhydrazonyl compound, in which the two independent molecules are linked into asymmetric dimers via strong classical N\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009O hydrogen bonds, with the formation of <jats:inline-formula id=\"j_znb-2019-0094_ineq_002_w2aab3b7c46b1b6b1aab1c16b1c47Aa\">\n                     <jats:alternatives>\n                        <jats:inline-graphic xmlns:xlink=\"http:\/\/www.w3.org\/1999\/xlink\" xlink:href=\"graphic\/j_znb-2019-0094_eq_002.png\"\/>\n                        <m:math xmlns:m=\"http:\/\/www.w3.org\/1998\/Math\/MathML\">\n                           <m:mrow>\n                              <m:msubsup>\n                                 <m:mtext>R<\/m:mtext>\n                                 <m:mn>2<\/m:mn>\n                                 <m:mn>2<\/m:mn>\n                              <\/m:msubsup>\n                              <m:mn>(<\/m:mn>\n                              <m:mn>8<\/m:mn>\n                              <m:mn>)<\/m:mn>\n                           <\/m:mrow>\n                        <\/m:math>\n                        <jats:tex-math>${\\rm{R}}_2^2(8)$<\/jats:tex-math>\n                     <\/jats:alternatives>\n                  <\/jats:inline-formula> rings. In both <jats:bold>1<\/jats:bold> and <jats:bold>2<\/jats:bold>, further intermolecular interactions result in 3-dimensional structures, while compound <jats:bold>3<\/jats:bold> has a 1-dimensional structure arising from C\u2013H\u2009\u00b7\u2009\u00b7\u2009\u00b7\u2009O interactions generating spiral chains. The results have been compared with existing data.<\/jats:p>","DOI":"10.1515\/znb-2019-0094","type":"journal-article","created":{"date-parts":[[2019,8,22]],"date-time":"2019-08-22T09:03:29Z","timestamp":1566464609000},"page":"649-663","source":"Crossref","is-referenced-by-count":1,"title":["Crystal structures and Hirshfeld surface analyses of a des-A-B-aromatic steroidal compound, and two of its derivatives, having a <i>trans<\/i>-2,3,4,5-tetrahydro-3<i>a<\/i>-methyl-7-methoxybenz[<i>e<\/i>]indane skeleton \u2013 structural comparisons with reported tetrahydrobenz[<i>e<\/i>]indene derivatives"],"prefix":"10.1515","volume":"74","author":[{"given":"Ligia R.","family":"Gomes","sequence":"first","affiliation":[{"name":"FP-ENAS-Faculdade de Ci\u00eancias de Sa\u00fade, Escola Superior de Sa\u00fade da UFP, Universidade Fernando Pessoa , Rua Carlos da Maia, 296 , P-4200-150 Porto , Portugal"},{"name":"REQUIMTE, Departamento de Qu\u00edmica e Bioqu\u00edmica, Faculdade de Ci\u00eancias da Universidade do Porto , Rua do Campo Alegre, 687 , P-4169-007 Porto , Portugal"}]},{"given":"John N.","family":"Low","sequence":"additional","affiliation":[{"name":"Department of Chemistry , University of Aberdeen , Meston Walk , Old Aberdeen AB24 3UE , Scotland"}]},{"given":"Alan B.","family":"Turner","sequence":"additional","affiliation":[{"name":"Department of Chemistry , University of Aberdeen , Meston Walk , Old Aberdeen AB24 3UE , Scotland"}]},{"given":"Alexander W.","family":"Nowicki","sequence":"additional","affiliation":[{"name":"Department of Chemistry , University of Aberdeen , Meston Walk , Old Aberdeen AB24 3UE , Scotland"}]},{"given":"Thomas C.","family":"Baddeley","sequence":"additional","affiliation":[{"name":"Department of Chemistry , University of Aberdeen , Meston Walk , Old Aberdeen AB24 3UE , Scotland"}]},{"given":"James L.","family":"Wardell","sequence":"additional","affiliation":[{"name":"Department of Chemistry , University of Aberdeen , Meston Walk , Old Aberdeen AB24 3UE , Scotland"},{"name":"Instituto de Tecnologia em F\u00e1rmacos e Farmanguinhos, Funda\u00e7\u00e3o Oswaldo Cruz , 21041-250 Rio de Janeiro , RJ , Brazil"}]}],"member":"374","published-online":{"date-parts":[[2019,8,22]]},"reference":[{"key":"2025051309583212640_j_znb-2019-0094_ref_001_w2aab3b7c46b1b6b1ab2b1b1Aa","doi-asserted-by":"crossref","unstructured":"H. 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