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The effect of hydrogen bonding on the conformations of 2-(1H-indol-3-yl)-2-oxoacetamide and 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Sonar, Vijayakumar N. Parkin, Sean Crooks, Peter A. |
| Copyright Year | 2012 |
| Abstract | In the title compounds, C(10)H(8)N(2)O(2), (I), and C(12)H(12)N(2)O(2), (II), the two carbonyl groups are oriented with torsion angles of -149.3 (3) and -88.55 (15)°, respectively. The single-bond distances linking the two carbonyl groups are 1.528 (4) and 1.5298 (17) Å, respectively. In (I), the molecules are linked by an elaborate system of N-H···O hydrogen bonds, which form adjacent R(2)(2)(8) and R(4)(2)(8) ring motifs to generate a ladder-like construct. Adjacent ladders are further linked by N-H···O hydrogen bonds to build a three-dimensional network. The hydrogen bonding in (II) is far simpler, consisting of helical chains of N-H···O-linked molecules that follow the 2(1) screw of the b axis. It is the presence of an elaborate hydrogen-bonding system in the crystal structure of (I) that leads to the different torsion angle for the orientation of the two adjacent carbonyl groups from that in (II). |
| Starting Page | 2059 |
| Ending Page | 2065 |
| Page Count | 7 |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | http://xray.uky.edu/people/parkin/papers/320_ACsCv68o405.pdf |
| PubMed reference number | 23007543v1 |
| Volume Number | 68 |
| Part | 10 |
| Journal | Acta crystallographica. Section C, Crystal structure communications |
| Language | English |
| Access Restriction | Open |
| Subject Keyword | Axis vertebra Distance Hydrogen Bonding Pyschological Bonding |
| Content Type | Text |
| Resource Type | Article |
