{"title":"Synthesis and structure of pentakis(2-aminopyridinium) nonavanado(V)tellurate(VI)","authors":"Houda Mrad , Ahlem Maalaoui , Mohamed Rzaigui , Samah Akriche","doi":"10.1107/S2056989024010533","DOIUrl":"10.1107/S2056989024010533","url":null,"abstract":"<div><div>In the title compound, the tellurium(VI) and vanadium(V) atoms are statistically disordered over two of the ten metal-atom sites in the unprotonated [TeV<sub>9</sub>O<sub>28</sub>]<sup>5–</sup> heteropolyanion.</div></div><div><div>In the title compound, (C<sub>5</sub>H<sub>7</sub>N<sub>2</sub>)<sub>5</sub>[TeV<sub>9</sub>O<sub>28</sub>], the tellurium and vanadium atoms are statistically disordered over two of the ten metal-atom sites in the [TeV<sub>9</sub>O<sub>28</sub>]<sup>5–</sup> heteropolyanion. The anions stack along [100] and are extended into a three-dimensional supramolecular network through N—H⋯O and weak C—H⋯O hydrogen bonds involving the self-assembled 2-aminopyridinium pentamers, which are linked by C—H⋯π and π–π stacking interactions. The most important contributions to the Hirshfeld surface arise from O⋯H/H⋯O (54.8%), H⋯H (17.8%) and C⋯H/H⋯C (13.4%) contacts.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 12","pages":"Pages 1255-1258"},"PeriodicalIF":0.5,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143129710","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Mary Helene Marmande , Bailey N. Baxter , Matthias Zeller , David C. Forbes
{"title":"N,N′-Dibenzylethylenediammonium dichloride","authors":"Mary Helene Marmande , Bailey N. Baxter , Matthias Zeller , David C. Forbes","doi":"10.1107/S205698902400954X","DOIUrl":"10.1107/S205698902400954X","url":null,"abstract":"<div><div>Modulation of the phenyl groups in <em>N</em>,<em>N</em>′-dibenzylethylenediammonium dichloride in <em>P</em>2<sub>1</sub>/<em>n</em> allows for the formation of a network of strong N—H⋯Cl hydrogen bonds and C—H⋯Cl interactions and breaks <em>C</em>2/<em>c</em> symmetry.</div></div><div><div>The isolation and crystalline structure of <em>N</em>,<em>N</em>′-dibenzylethylenediammonium dichloride, C<sub>16</sub>H<sub>22</sub>N<sub>2</sub><sup>2+</sup>·2Cl<sup>−</sup>, is reported. This was obtained as an unintended product of an attempted Curtius rearrangement that involved benzylamine as one of the reagents and 1,2-dichloroethane as the solvent. Part of a series of reactions of a course-based undergraduate research experience (CURE), this was not the intended reaction outcome. The goal of the course was to engage students as active participants in a laboratory experience which applies the foundational techniques of a synthetic organic laboratory, using the Curtius rearrangement as a tool for the assembly of medicinally significant scaffolds. The isolation of the title compound, <em>N,N′</em>-dibenzylethylenediammonium dichloride, the result of the 1,2-dichloroethane solvent outcompeting the Curtius isocyanate intermediate in the reaction with the nucleophilic amine, confirms the importance of conducting research at the undergraduate level where the outcome is not predetermined. The solid-state structure of <em>N</em>,<em>N</em>′-dibenzylethylenediammonium dichloride was found to feature an all-<em>trans</em> methylene-ammonium backbone. Strong N—H⋯Cl hydrogen bonds and C—H⋯Cl interactions lead to a layered structure with pseudo-translational symmetry emulating a <em>C</em>-centered setting. Different phenyl torsion angles at each end of the molecule enable a more stable packing by allowing stronger hydrogen-bonding interactions, leading to a more ordered but lower symmetry and modulated structure in <em>P</em>2<sub>1</sub>/<em>n</em>.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1130-1134"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660484/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875768","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Benjamin A. Mukda , Diane A. Dickie , Mark M. Turnbull
{"title":"Salts of 2-amino-5-iodopyridinium","authors":"Benjamin A. Mukda , Diane A. Dickie , Mark M. Turnbull","doi":"10.1107/S2056989024010259","DOIUrl":"10.1107/S2056989024010259","url":null,"abstract":"<div><div>Compound <strong>1</strong> is the anhydrous form of the known crystal 2-amino-5-iodopyridinium bromide monohydrate and crystallizes in layers inclined ∼40° to the <em>ab</em> face. Hydrogen bonding between the amino and pyridinium ions to the bromide ion acceptor stabilizes the layers. Compound <strong>2</strong> is a salt of 2-amino-5-iodopyridium and a trihalidocobaltate(II) ion with one coordinated 2-amino-5-iodopyridine ligand. The halide ions are mixed Cl/Br with differing occupancies.</div></div><div><div>Reaction of 2-amino-5-iodopyridine (5IAP) with concentrated HBr at room temperature yielded 2-amino-5-iodopyridinium bromide, C<sub>5</sub>H<sub>6</sub>IN<sub>2</sub><sup>+</sup>·Br<sup>−</sup> or (5IAPH)Br. The complex formed pale-yellow crystals, which exhibit significant hydrogen bonding between the amino and pyridinium N—H donors and bromide ion acceptors. Halogen bonding is also observed. Similarly, reaction of 5IAP with cobalt(II) chloride in mixed HCl/HBr in 1-propanol yielded 2-amino-5-iodopyridinium (2-amino-5-iodopyridine-κ<em>N</em><sup>1</sup>)bromido/chlorido(0.51/2.48)cobalt(II), (C<sub>5</sub>H<sub>6</sub>IN<sub>2</sub>)[CoBr<sub>0.51</sub>Cl<sub>2.48</sub>(C<sub>5</sub>H<sub>5</sub>IN<sub>2</sub>)] or (5-IAPH)[(5IAP)CoCl<sub>2.48</sub>Br<sub>0.51</sub>], as blue block-shaped crystals. Two of the three halide positions exhibit mixed occupancy [Cl/Br = 0.797 (5):0.203 (5) and 0.689 (6):0.311 (6)], while the third position is occupied solely by a chloride ion. Extensive hydrogen and halogen bonding is observed.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1230-1234"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660468/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875865","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jacob P. Brannon , Kevin Liang , S. Chantal E. Stieber
{"title":"Crystal structure of [Ni(OH2)6]Cl2·(18-crown-6)2·2H2O","authors":"Jacob P. Brannon , Kevin Liang , S. Chantal E. Stieber","doi":"10.1107/S2056989024010041","DOIUrl":"10.1107/S2056989024010041","url":null,"abstract":"<div><div>A new crystal structure of [Ni(OH<sub>2</sub>)<sub>6</sub>]Cl<sub>2</sub>·(18-crown-6)<sub>2</sub>·2H<sub>2</sub>O is reported, demonstrating the effect a small chloride counter-ion has on the hydrogen-bonding network.</div></div><div><div>The crystal structure of the title compound, hexaaquanickel(II) dichloride–1,4,7,10,13,16-hexaoxacyclooctadecane–water (1/2/2), [Ni(H<sub>2</sub>O)<sub>6</sub>]Cl<sub>2</sub>·2C<sub>12</sub>H<sub>24</sub>O<sub>6</sub>·2H<sub>2</sub>O, is reported. The asymmetric unit contains half of the Ni(OH<sub>2</sub>)<sub>6</sub> moiety with a formula of C<sub>12</sub>H<sub>32</sub>ClNi<sub>0.50</sub>O<sub>10</sub> at 105 K and triclinic (<em>P</em>1) symmetry. The [Ni(OH<sub>2</sub>)<sub>6</sub>]<sup>2+</sup> cation has close to ideal octahedral geometry with O—Ni—O bond angles that are within 3° of idealized values. The supramolecular structure includes hydrogen bonding between the water ligands, 18-crown-6 molecules, Cl<sup>−</sup> anions, and co-crystallized water solvent. Two crown ether molecules flank the [Ni(OH<sub>2</sub>)<sub>6</sub>]<sup>2+</sup> molecule at the axial positions in a sandwich-like structure. The relatively symmetric hydrogen-bonding network is enabled by small Cl<sup>−</sup> counter-ions and likely influences the more idealized octahedral geometry of [Ni(OH<sub>2</sub>)<sub>6</sub>]<sup>2+</sup>.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1190-1193"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660469/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875730","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Koji Kubono , Kanata Tanaka , Keita Tani , Yukiyasu Kashiwagi
{"title":"Crystal structure of (μ2-7-{[bis(pyridin-2-ylmethyl)amino-1κ3N,N′,N′′]methyl}-5-chloroquinolin-8-olato-2κN;1:2κ2O)trichlorido-1κCl,2κ2Cl-dizinc(II)","authors":"Koji Kubono , Kanata Tanaka , Keita Tani , Yukiyasu Kashiwagi","doi":"10.1107/S2056989024009782","DOIUrl":"10.1107/S2056989024009782","url":null,"abstract":"<div><div>The title compound is a dinuclear zinc(II) complex with three chlorido ligands and one pentadentate ligand containing quinolin-8-olato and bis(pyridin-2-ylmethyl)amine units. One Zn<sup>II</sup> atom has a tetrahedral coordination environment by two chlorido and chelate coordination of the N and O atoms of the quinolin-8-olato unit in the pentadentate ligand, and the other has a distorted trigonal–bipyramidal coordination environment by one chlorido and four donating atoms except for the N atom of the quinolin-8-olato in the pentadentate ligand. In the crystal, the molecules are linked by four different kinds of intermolecular C—H⋯Cl hydrogen bonds, forming a three-dimensional network structure.</div></div><div><div>The title compound, [Zn<sub>2</sub>(C<sub>22</sub>H<sub>18</sub>ClN<sub>4</sub>O)Cl<sub>3</sub>], is a dinuclear zinc(II) complex with three chlorido ligands and one pentadentate ligand containing quinolin-8-olato and bis(pyridin-2-ylmethyl)amine groups. One of the two Zn<sup>II</sup> atom adopts a tetrahedral geometry and coordinates two chlorido ligands with chelate coordination of the N and O atoms of the quinolin-8-olato group in the ligand. The other Zn<sup>II</sup> atom adopts a distorted trigonal–bipyramidal geometry, and coordinates one chlorido-O atom of the quinolin-8-olato group and three N atoms of the bis(pyridin-2-ylmethyl)amine unit. In the crystal, two molecules are associated through a pair of intermolecular C—H⋯Cl hydrogen bonds, forming a dimer with an <em>R</em><sub>2</sub><sup>2</sup>(12) ring motif. Another intermolecular C—H⋯Cl hydrogen bond forms a spiral <em>C</em>(8) chain running parallel to the [010] direction. The dimers are linked by these two intermolecular C—H⋯Cl hydrogen bonds, generating a ribbon sheet structure in <em>ac</em> plane. Two other intermolecular C—H⋯Cl hydrogen bonds form a <em>C</em>(7) chain along the <em>c</em>-axis direction and another <em>C</em>(7) chain generated by a <em>d</em>-glide plane. The molecules are cross-linked through the four intermolecular C—H⋯Cl hydrogen bonds to form a three-dimensional network.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1175-1179"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660488/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875727","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Crystal structure, Hirshfeld surface analysis, and DFT and molecular docking studies of 6-cyanonaphthalen-2-yl 4-(benzyloxy)benzoate","authors":"Mahadevaiah Harish Kumar , Shivakumar Santhosh Kumar , Hirehalli Chikkegowda Devarajegowda , Hosapalya Thimmaiah Srinivasa , Bandrehalli Siddagangaiah Palakshamurthy","doi":"10.1107/S2056989024009964","DOIUrl":"10.1107/S2056989024009964","url":null,"abstract":"<div><div>The crystal structure of the title compound is consolidated by C—H⋯O, C—H⋯π and π–π stacking interactions. Hirshfeld surface analysis indicates that dispersion energy makes a dominate contribution to the isosurface.</div></div><div><div>In the title compound, C<sub>25</sub>H<sub>17</sub>NO<sub>3</sub>, the torsion angle associated with the phenyl benzoate group is −173.7 (2)° and that for the benzyloxy group is −174.8 (2)° establishing an <em>anti</em>-type conformation. The dihedral angles between the ten-membered cyanonaphthalene ring and the aromatic ring of the phenyl benzoate and the benzyloxy fragments are 40.70 (10) and 87.51 (11)°, respectively, whereas the dihedral angle between the aromatic phenyl benzoate and the benzyloxy fragments is 72.30 (13)°. In the crystal, the molecules are linked by weak C—H⋯O interactions forming <em>S</em>(4) chains propagating parallel to [010]. The packing is consolidated by three C—H⋯π interactions and two π–π stacking interactions between the aromatic rings of naphthalene and phenyl benzoate with centroid-to-centroid distances of 3.9698 (15) and 3.8568 (15) Å, respectively. Intermolecular interactions were quantified using Hirshfeld surface analysis. The molecular structure was further optimized by density functional theory (DFT) at the B3LYP/6–311+ G(d,p) level, revealing that the energy gap between HOMO and LUMO is 3.17 eV. Molecular docking studies were carried out for the title compound as a ligand and SARS-Covid-2(PDB ID:7QF0) protein as a receptor giving a binding affinity of −9.5 kcal mol<sup>−1</sup>.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1180-1185"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660483/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875841","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis, crystal structure and Hirshfeld surface analysis of (2-amino-1-methylbenzimidazole-κN3)aquabis(4-oxopent-2-en-2-olato-κ2O,O′)nickel(II) ethanol monosolvate","authors":"Kyzlarkhan Siddikova , Murodov Sardor , Akmaljon Tojiboyev , Zukhra Kadirova , Jamshid Ashurov , Shahlo Daminova","doi":"10.1107/S2056989024008958","DOIUrl":"10.1107/S2056989024008958","url":null,"abstract":"<div><div>The title compound was synthesized from acetylacetone and benzimidazole derivative. There are two independent complex molecules in the asymmetric unit, which are linked by N—H⋯O and O—H⋯O hydrogen bonds along [111].</div></div><div><div>The molecule of the title compound, [Ni(C<sub>5</sub>H<sub>7</sub>O<sub>2</sub>)<sub>2</sub>(C<sub>8</sub>H<sub>9</sub>N<sub>3</sub>)(H<sub>2</sub>O)]·C<sub>2</sub>H<sub>5</sub>OH, has triclinic (<em>P</em><blockquote><div><figure><img></figure></div></blockquote>) symmetry. This compound is of interest for its antimicrobial properties. The asymmetric unit comprises two independent complex molecules, which are linked by N—H⋯O and O—H⋯O hydrogen bonds along [111]. Hirshfeld surface analysis indicates that 71.7% of intermolecular interactions come from H⋯H contacts, 17.7% from C⋯H/H⋯C contacts and 7.6% from O⋯H/H⋯O contacts, with the remaining contribution coming from N⋯H/H⋯N, C⋯N/N⋯C, C⋯C and O⋯O contacts.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1186-1189"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660480/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875891","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alejandro Peixoto de Abreu Lima , Enrique Pandolfi , Valeria Schapiro , Leopoldo Suescun
{"title":"Synthesis, crystal structure and absolute configuration of (3aS,4R,5S,7aR)-7-(but-3-en-1-yn-1-yl)-2,2-dimethyl-3a,4,5,7a-tetrahydro-2H-1,3-benzodioxole-4,5-diol","authors":"Alejandro Peixoto de Abreu Lima , Enrique Pandolfi , Valeria Schapiro , Leopoldo Suescun","doi":"10.1107/S2056989024009733","DOIUrl":"10.1107/S2056989024009733","url":null,"abstract":"<div><div>The crystal structure of the title compound was solved to confirm the relative absolute configuration of the chiral centers.</div></div><div><div>The absolute configuration of the title compound, C<sub>13</sub>H<sub>16</sub>O<sub>4</sub>, determined as 1<em>S</em>,2<em>R</em>,3<em>S</em>,4<em>R</em> based on the synthetic pathway, was confirmed by single-crystal X-ray diffraction. The molecule is a relevant intermediary for the synthesis of speciosins, epoxyquinoides or their analogues. The molecule contains fused five- and six-membered rings with two free hydroxyl groups and two protected as an isopropylidenedioxo ring. The packing is directed by hydrogen bonds that define double planes of molecules laying along the <em>ab</em> plane and van der Waals interactions between aliphatic chains that point outwards of the planes.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1165-1169"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660465/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875888","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and structure of trans-2,5-dimethylpiperazine-1,4-diium dihydrogen diphosphate","authors":"Houda Mrad , Adel Elboulali , Benoît Baptiste , Samah Akriche","doi":"10.1107/S2056989024010132","DOIUrl":"10.1107/S2056989024010132","url":null,"abstract":"<div><div>In the title salt, the complete cation and anion are generated by crystallographic inversion and twofold symmetry, respectively. In the crystal, the dihydrogen diphosphate anions are linked by O—H⋯O hydrogen bonds, generating (001) layers. The organic cations bond to the inorganic layers by way of N—H⋯O and C—H⋯O hydrogen bonds.</div></div><div><div>In the title salt, C<sub>6</sub>H<sub>16</sub>N<sub>2</sub><sup>2+</sup> ·H<sub>2</sub>P<sub>2</sub>O<sub>7</sub><sup>2−</sup>, the complete dication is generated by a crystallographic centre of symmetry with the methyl groups in equatorial orientations. The complete dianion is generated by a crystallographic twofold axis with the central O atom lying on the axis: the P—O—P bond angle is 135.50 (12)°. In the crystal, the dihydrogen diphosphate anions are linked by O—H⋯O hydrogen bonds, generating (001) layers. The organic cations bond to the inorganic layers by way of N—H⋯O and C—H⋯O hydrogen bonds. A Hirshfeld surface analysis shows that the most important contributions for the crystal packing are from O⋯H/H⋯O (60.5%) and H⋯H (39.4%) contacts.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1202-1205"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660472/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875885","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Hamza Assila , Younes Zaoui , Camille Kalonji Mubengayi , Walid Guerrab , Abdulsalam Alsubari , Joel T. Mague , Youssef Ramli , Mhammed Ansar
{"title":"Synthesis, crystal structure and Hirshfeld surface analysis of 2-{4-[(2-chlorophenyl)methyl]-3-methyl-6-oxopyridazin-1-yl}-N-phenylacetamide","authors":"Hamza Assila , Younes Zaoui , Camille Kalonji Mubengayi , Walid Guerrab , Abdulsalam Alsubari , Joel T. Mague , Youssef Ramli , Mhammed Ansar","doi":"10.1107/S2056989024010296","DOIUrl":"10.1107/S2056989024010296","url":null,"abstract":"<div><div>The phenylacetamide moiety is nearly planar due to a weak, intramolecular C—H⋯O hydrogen bond and its nitrogen lone pair appears involved in N→C π bonding. In the crystal, N—H⋯O hydrogen bonds and π-stacking interactions between pyridazine and phenyl rings form helical chains of molecules, which are linked by C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions.</div></div><div><div>In the title molecule, C<sub>20</sub>H<sub>18</sub>ClN<sub>3</sub>O<sub>2</sub>, the 2-chlorophenyl group is disordered to a small extent [occupancies 0.875 (2)/0.125 (2)]. The phenylacetamide moiety is nearly planar due to a weak, intramolecular C—H⋯O hydrogen bond. In the crystal, N—H⋯O hydrogen bonds and π-stacking interactions between pyridazine and phenyl rings form helical chains of molecules in the <em>b</em>-axis direction, which are linked by C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions. A Hirshfeld surface analysis was performed, which showed that H⋯H, C⋯H/H⋯C and O⋯H/H⋯O interactions to dominate the intermolecular contacts in the crystal.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 11","pages":"Pages 1221-1225"},"PeriodicalIF":0.5,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11660474/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142875894","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}