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Journal articles on the topic 'Hydrogen bond network'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Jiang, Zhiqiang, Ya Li, Yirui Shen, et al. "Robust Hydrogel Adhesive with Dual Hydrogen Bond Networks." Molecules 26, no. 9 (2021): 2688. http://dx.doi.org/10.3390/molecules26092688.

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Hydrogel adhesives are attractive for applications in intelligent soft materials and tissue engineering, but conventional hydrogels usually have poor adhesion. In this study, we designed a strategy to synthesize a novel adhesive with a thin hydrogel adhesive layer integrated on a tough substrate hydrogel. The adhesive layer with positive charges of ammonium groups on the polymer backbones strongly bonds to a wide range of nonporous materials’ surfaces. The substrate layer with a dual hydrogen bond system consists of (i) weak hydrogen bonds between N,N-dimethyl acrylamide (DMAA) and acrylic aci

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2

Chase, D. B., and R. M. Ikeda. "Hydrogen bond network formation." Macromolecular Symposia 141, no. 1 (1999): 217–26. http://dx.doi.org/10.1002/masy.19991410119.

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3

XIONG, ZICHANG, JUN GAO, DONGJU ZHANG, and CHENGBU LIU. "HYDROGEN BOND NETWORK OF 1-ALKYL-3-METHYLIMIDAZOLIUM IONIC LIQUIDS: A NETWORK THEORY ANALYSIS." Journal of Theoretical and Computational Chemistry 11, no. 03 (2012): 587–98. http://dx.doi.org/10.1142/s0219633612500381.

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Hydrogen bond is a key factor in the determination of structures and properties of room-temperature ionic liquids. Connections of these hydrogen bonds form a network. In this work, we analyzed the hydrogen bond network of 1-alkyl-3-methylimidazolium ionic liquids using network theory. A two-dimensional view of the hydrogen bond network has been generated, the connection pattern shown that the average length of line shape connection is 2.44 to 2.77 for six 1-alkyl-3-methylimidazolium ionic liquids, and the connection patterns are different for short and long alkyl side chain length. The degree

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4

Aida, Misako, and Dai Akase. "Hydrogen-bond pattern to characterize water network." Pure and Applied Chemistry 91, no. 2 (2019): 301–16. http://dx.doi.org/10.1515/pac-2018-0721.

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Abstract Hydrogen-bond (HB) patterns correspond to topologically distinct isomers of water clusters, and can be expressed by digraphs. The HB pattern is used to divide the configuration space of water cluster at a finite temperature. The populations of the HB patterns are transformed into the relative Helmholtz energies. The method is based on the combination of molecular simulation with graph theory. At a finite temperature it can be observed that other isomers than local minimum structures on the potential energy surface are highly populated. The dipole moment of a constituent molecule in a

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5

Flores-Alamo, M., A. L. Maldonado-Hermenegildo, and H. Gómez-Ruiz. "The hydrogen bond in supramolecular network." Acta Crystallographica Section A Foundations of Crystallography 67, a1 (2011): C665—C666. http://dx.doi.org/10.1107/s0108767311083152.

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6

Sano, K., H. Murayama, and F. Yokoyama. "Lubricant bonding via hydrogen bond network." IEEE Transactions on Magnetics 30, no. 6 (1994): 4140–42. http://dx.doi.org/10.1109/20.334015.

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7

Bachrach, Steven M. "Extended Hydrogen Bond Network Enabled Superbases." Organic Letters 14, no. 21 (2012): 5598–601. http://dx.doi.org/10.1021/ol302722s.

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8

Borowiak, Teresa, Grzegorz Dutkiewicz, and Jacek Thiel. "The Hydrogen Bond Networks in Nicinquinium Salts." Zeitschrift für Naturforschung B 55, no. 11 (2000): 1020–24. http://dx.doi.org/10.1515/znb-2000-1106.

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Abstract Crystals of nicinquinium chloride and bromide incorporate water molecules due to the im balance of hydrogen bond donors and acceptors. The resulting intermolecular hydrogen bond system indicates a better proton accepting ability of chloride ions than bromide ions. The chlo ride anions accept four hydrogen bonds in an almost tetrahedral arrangement whereas only two are formed with the bromide anions. As a consequence in the crystal structure of the chloride a three dimensional network of hydrogen bonds is formed, while in that of the bromide only chains of hydrogen bonded species exi

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9

Fábry, Jan, Michaela Fridrichová, Michal Dušek, Karla Fejfarová, and Radmila Krupková. "Two polymorphs of bis(2-carbamoylguanidinium) fluorophosphonate dihydrate." Acta Crystallographica Section C Crystal Structure Communications 68, no. 2 (2012): o71—o75. http://dx.doi.org/10.1107/s0108270111053133.

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Two polymorphs of bis(2-carbamoylguanidinium) fluorophosphonate dihydrate, 2C2H7N4O+·FO3P2−·2H2O, are presented. Polymorph (I), crystallizing in the space groupPnma, is slightly less densely packed than polymorph (II), which crystallizes inPbca. In (I), the fluorophosphonate anion is situated on a crystallographic mirror plane and the O atom of the water molecule is disordered over two positions, in contrast with its H atoms. The hydrogen-bond patterns in both polymorphs share similar features. There are O—H...O and N—H...O hydrogen bonds in both structures. The water molecules donate their H

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10

Barnes, J. C., and T. J. R. Weakley. "Hydrogen Bond Network in Ethylenediammonium Bis(hydrogenmaleate)." Acta Crystallographica Section C Crystal Structure Communications 53, no. 10 (1997): IUC9700018. http://dx.doi.org/10.1107/s0108270197099381.

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11

Ohara, Taku, and Toshio Aihara. "Molecular Dynamics Study on Hydrogen Bond in Water. 2nd Report. Analysis of Hydrogen Bond Network." Transactions of the Japan Society of Mechanical Engineers Series B 61, no. 583 (1995): 1107–13. http://dx.doi.org/10.1299/kikaib.61.1107.

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12

Yokoyama, Takeshi, Mineyuki Mizuguchi, Katsuhiro Kusaka, Ichiro Tanaka, and Nobuo Niimura. "Hydrogen-bond Network and pH Sensitivity in Transthyretin." hamon 23, no. 2 (2013): 142–45. http://dx.doi.org/10.5611/hamon.23.2_142.

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13

Petit, Tristan, Ljiljana Puskar, Tatiana Dolenko, et al. "Unusual Water Hydrogen Bond Network around Hydrogenated Nanodiamonds." Journal of Physical Chemistry C 121, no. 9 (2017): 5185–94. http://dx.doi.org/10.1021/acs.jpcc.7b00721.

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14

Novakovskaya, Yu V. "Hydrogen-bond Network of Water and Irradiation Effects." Physics of Wave Phenomena 28, no. 2 (2020): 161–67. http://dx.doi.org/10.3103/s1541308x20020120.

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15

Sasai, Masaki. "Instabilities of hydrogen bond network in liquid water." Journal of Chemical Physics 93, no. 10 (1990): 7329–41. http://dx.doi.org/10.1063/1.459406.

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16

Radisavljevic, Ziv. "Muon disrupts AKT hydrogen bond network in cancer." Journal of Cellular Physiology 234, no. 6 (2018): 7994–98. http://dx.doi.org/10.1002/jcp.27554.

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17

Sasai, Masaki. "The Random Graph Model of Hydrogen Bond Network." Bulletin of the Chemical Society of Japan 66, no. 11 (1993): 3362–71. http://dx.doi.org/10.1246/bcsj.66.3362.

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18

Xue, Bingchun, Caiyun Zhang, Cuilan Liu, and Erbao Liu. "Luminol: Extended hydrogen bond network in water solution." Computational and Theoretical Chemistry 1028 (January 2014): 81–86. http://dx.doi.org/10.1016/j.comptc.2013.11.022.

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19

Álvarez-Santos, Silvia, Àngels González-Lafont, and José M. Lluch. "Effect of the hydrogen bond network in carbonic anhydrase II zinc binding site. A theoretical study." Canadian Journal of Chemistry 76, no. 7 (1998): 1027–32. http://dx.doi.org/10.1139/v98-098.

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The hydrogen bond network influence on the carbonic anhydrase II (CAII) zinc binding site has been studied theoretically by using the semiempirical AM1 method. To this aim, quantum mechanical reduced models of wild-type CAII and several CAII variants have been constructed. We have shown that, when a direct metal ligand donates a hydrogen bond to an indirect metal ligand, the first-shell residues enhance their electrostatic interaction with the zinc cation. Thus, the hydrogen-bond network is able to modulate the zinc binding affinity and the zinc-water pKa.Key words: hydrogen bond network, carb

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20

Stikute, Agnese, Karina Skestere, Inese Mierina, Anatoly Mishnev, and Mara Jure. "Crystal structure of 3-hydroxy-2-(4-hydroxy-3-methoxyphenylmethyl)-5,5-dimethylcyclohex-2-enone." Acta Crystallographica Section E Crystallographic Communications 74, no. 6 (2018): 796–98. http://dx.doi.org/10.1107/s2056989018006941.

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In the title compound, C16H20O4, a new starting compound for the synthesis of various heterocycles, the partially saturated six-membered ring adopts a sofa conformation. An intramolecular O—H...O hydrogen bond is observed in the guaiacol residue. In the crystal, molecules are assembled into a sheet structure parallel to the ab plane via O—H...O hydrogen bonds. The hydrogen-bond pattern is described by an R 4 4(28) graph-set motif. The sheets are further linked by C—H...O hydrogen bonds into a three-dimensional network.

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21

Kargar, Hadi, Reza Kia, and Muhammad Nawaz Tahir. "(E)-4-Amino-N′-(2-hydroxy-5-methoxybenzylidene)benzohydrazide monohydrate." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (2012): o2321—o2322. http://dx.doi.org/10.1107/s1600536812026633.

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In the title compound, C15H15N3O3·H2O, the hydazide Schiff base molecule shows anEconformation around the C=N bond. An intramolecular O—H...N hydrogen bond makes anS(6) ring motif. The dihedral angle between the substituted phenyl rings is 23.40 (11)°. The water molecule mediates linking of neighbouring molecules through O—H...(O,O) hydrogen bonds into infinite chains along theaaxis, which are further connected together through N—H...O hydrogen bonds, forming a two-dimensional network parallel to (001). C—H...O interactions aso occur.

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22

Lu, Norman, Rong-Jyun Wei, Hsing-Fang Chiang, Joseph S. Thrasher, Yuh-Sheng Wen, and Ling-Kang Liu. "Weak hydrogen and halogen bonding in 4-[(2,2-difluoroethoxy)methyl]pyridinium iodide and 4-[(3-chloro-2,2,3,3-tetrafluoropropoxy)methyl]pyridinium iodide." Acta Crystallographica Section C Structural Chemistry 73, no. 9 (2017): 682–87. http://dx.doi.org/10.1107/s2053229617011172.

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To enable a comparison between a C—H...X hydrogen bond and a halogen bond, the structures of two fluorous-substituted pyridinium iodide salts have been determined. 4-[(2,2-Difluoroethoxy)methyl]pyridinium iodide, C8H10F2NO+·I−, (1), has a –CH2OCH2CF2H substituent at the para position of the pyridinium ring and 4-[(3-chloro-2,2,3,3-tetrafluoropropoxy)methyl]pyridinium iodide, C9H9ClF4NO+·I−, (2), has a –CH2OCH2CF2CF2Cl substituent at the para position of the pyridinium ring. In salt (1), the iodide anion is involved in one N—H...I and three C—H...I hydrogen bonds, which, together with C—H...F h

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23

Mohamed, Shaaban K., Joel T. Mague, Mehmet Akkurt, Mustafa R. Albayati, Sahar M. I. Elgarhy, and Elham A. Al-Taifi. "Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide." Acta Crystallographica Section E Crystallographic Communications 77, no. 3 (2021): 242–46. http://dx.doi.org/10.1107/s2056989021001353.

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The conformation about the central benzene ring in the molecule of (I), C20H19N3O2, is partially determined by an intramolecular N—H...O hydrogen bond. In the crystal, chains parallel to the c axis are generated by intermolecular N—H...O hydrogen bonds with the chains assembled into a three-dimensional network structure by intermolecular C—H...O hydrogen bonds and C—H...π(ring) interactions. The molecule of (II), C22H21N3O, differs from (I) only in the substituent at the hydrazide N atom where a phenylmethylene moiety for (II) is present instead of a furanmethylene moiety for (I). Hence, molec

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24

Kretchmer, Joshua S., Nicholas Boekelheide, Jeffrey J. Warren, Jay R. Winkler, Harry B. Gray, and Thomas F. Miller. "Fluctuating hydrogen-bond networks govern anomalous electron transfer kinetics in a blue copper protein." Proceedings of the National Academy of Sciences 115, no. 24 (2018): 6129–34. http://dx.doi.org/10.1073/pnas.1805719115.

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We combine experimental and computational methods to address the anomalous kinetics of long-range electron transfer (ET) in mutants of Pseudomonas aeruginosa azurin. ET rates and driving forces for wild type (WT) and three N47X mutants (X = L, S, and D) of Ru(2,2′-bipyridine)2 (imidazole)(His83) azurin are reported. An enhanced ET rate for the N47L mutant suggests either an increase of the donor–acceptor (DA) electronic coupling or a decrease in the reorganization energy for the reaction. The underlying atomistic features are investigated using a recently developed nonadiabatic molecular dynam

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25

WANG, Y. Y., M. TIAN, H. X. XU, and P. FAN. "INFLUENCE OF MOISTURE ON MECHANICAL PROPERTIES OF CELLULOSE INSULATION PAPER." International Journal of Modern Physics B 28, no. 07 (2014): 1450051. http://dx.doi.org/10.1142/s0217979214500519.

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This paper aims to investigate the impact of moisture on mechanical properties of insulation paper. According to the molecular modeling approach proposed by Theodorou, the amorphous cellulose models of insulation paper with different moisture contents were built up to calculate mechanical parameters and hydrogen bond networks. And relevant conclusions could be drawn through further analysis on these calculation results: water molecules can destroy hydrogen bond network between the neighboring cellulose molecules, which might be responsible for the significant decrease of Young's modulus and ot

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26

Mukherjee, Arijit, Ana Sanz-Matias, Gangamallaiah Velpula, et al. "Halogenated building blocks for 2D crystal engineering on solid surfaces: lessons from hydrogen bonding." Chemical Science 10, no. 13 (2019): 3881–91. http://dx.doi.org/10.1039/c8sc04499f.

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27

Lukianova, Tamara J., Vasyl Kinzhybalo, and Adam Pietraszko. "Crystal structure of tris(piperidinium) hydrogen sulfate sulfate." Acta Crystallographica Section E Crystallographic Communications 71, no. 12 (2015): 1444–46. http://dx.doi.org/10.1107/s2056989015020538.

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In the title molecular salt, 3C5H12N+·HSO4−·SO42−, each cation adopts a chair conformation. In the crystal, the hydrogen sulfate ion is connected to the sulfate ion by a strong O—H...O hydrogen bond. The packing also features a number of N—H...O hydrogen bonds, which lead to a three-dimensional network structure. The hydrogen sulfate anion accepts four hydrogen bonds from two cations, whereas the sulfate ion, as an acceptor, binds to five separate piperidinium cations, forming seven hydrogen bonds.

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28

Lv, Lu-Ping, Tie-Ming Yu, Wen-Bo Yu, Wei-Wei Li, and Xian-Chao Hu. "Methyl 2-[(E)-3-hydroxy-4-methoxybenzylidene]hydrazinecarboxylate." Acta Crystallographica Section E Structure Reports Online 65, no. 6 (2009): o1384. http://dx.doi.org/10.1107/s1600536809018996.

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The title compound, C10H12N2O4, adopts atransconfiguration with respect to the C=N bond. The hydrazinecarboxylate group is twisted from the benzene ring by 6.62 (5)° and an intramolecular O—H...O hydrogen bond occurs. In the crystal structure, molecules are linked into a two-dimensional network parallel to (100) by O—H...O, N—H...O and C—H...O hydrogen bonds. In addition, weak C—H...π interactions are observed.

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29

Zhao, Lin, Kai Ma, and Zi Yang. "Changes of Water Hydrogen Bond Network with Different Externalities." International Journal of Molecular Sciences 16, no. 12 (2015): 8454–89. http://dx.doi.org/10.3390/ijms16048454.

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30

Sutmann, G., and R. Vallauri. "Dynamics of the hydrogen bond network in liquid water." Journal of Molecular Liquids 98-99 (May 2002): 215–26. http://dx.doi.org/10.1016/s0167-7322(01)00320-8.

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31

Yokoyama, Takeshi, Mineyuki Mizuguchi, Yuko Nabeshima, et al. "Hydrogen-bond network and pH sensitivity in human transthyretin." Journal of Synchrotron Radiation 20, no. 6 (2013): 834–37. http://dx.doi.org/10.1107/s090904951302075x.

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32

Rahat, Ofer, Uri Alon, Yaakov Levy, and Gideon Schreiber. "Understanding hydrogen-bond patterns in proteins using network motifs." Bioinformatics 25, no. 22 (2009): 2921–28. http://dx.doi.org/10.1093/bioinformatics/btp541.

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33

Bas, G. Le, та G. Tsoucaris. "Two-dimensional hydrogen bond network in β-cyclodextrin complexes". Supramolecular Chemistry 4, № 1 (1994): 13–16. http://dx.doi.org/10.1080/10610279408029857.

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34

Radisavljevic, Ziv. "AKT as Locus of Hydrogen Bond Network in Cancer." Journal of Cellular Biochemistry 119, no. 1 (2017): 130–33. http://dx.doi.org/10.1002/jcb.26193.

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35

Ryzhkin, M. I., A. V. Klyuev, V. V. Sinitsyn, and I. A. Ryzhkin. "Liquid state of a hydrogen bond network in ice." JETP Letters 104, no. 4 (2016): 248–52. http://dx.doi.org/10.1134/s0021364016160013.

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36

Lamanna, R., G. Floridi, and S. Cannistraro. "Cooperativity and hydrogen bond network lifetime in liquid water." Physical Review E 52, no. 4 (1995): 4529–32. http://dx.doi.org/10.1103/physreve.52.4529.

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37

Matsumoto, M., A. Baba, and I. Ohmine. "Topological building blocks of hydrogen bond network in water." Journal of Chemical Physics 127, no. 13 (2007): 134504. http://dx.doi.org/10.1063/1.2772627.

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38

Smith, J. D. "Energetics of Hydrogen Bond Network Rearrangements in Liquid Water." Science 306, no. 5697 (2004): 851–53. http://dx.doi.org/10.1126/science.1102560.

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39

Angeloni, Alessandro, and A. Guy Orpen. "Control of hydrogen bond network dimensionality in tetrachloroplatinate salts." Chemical Communications, no. 4 (2001): 343–44. http://dx.doi.org/10.1039/b009515j.

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40

LaPointe, Shenna M., Sarah Farrag, Hugo J. Bohórquez та Russell J. Boyd. "QTAIM Study of an α-Helix Hydrogen Bond Network". Journal of Physical Chemistry B 113, № 31 (2009): 10957–64. http://dx.doi.org/10.1021/jp903635h.

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41

Mudi, Anirban, Charusita Chakravarty, and Edoardo Milotti. "Spectral characterization of hydrogen bond network dynamics in water." Journal of Chemical Physics 125, no. 7 (2006): 074508. http://dx.doi.org/10.1063/1.2221684.

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42

Xiong, Xike, Jun Sun, Di Hu, et al. "Fabrication of polyvinyl alcohol hydrogels with excellent shape memory and ultraviolet-shielding behavior via the introduction of tea polyphenols." RSC Advances 10, no. 58 (2020): 35226–34. http://dx.doi.org/10.1039/d0ra06053d.

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A PVA-based hydrogel composed of three-dimensional porous network with outstanding shape memory and excellent UV shielding properties was prepared via freezing–thawing process by introduction of non-toxic tea polyphenols and through hydrogen bond crosslinking.

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43

Быков, А. В., Ю. В. Старокуров та А. М. Салецкий. "ИК спектроскопия бидистиллированной и дейтериевой воды в условиях геометрического ограничения в нанопорах стекла". Журнал технической физики 128, № 1 (2020): 118. http://dx.doi.org/10.21883/os.2020.01.48847.247-19.

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The IR spectra of H2O and D2O were studied under the conditions of geometric restriction in nanoporous glass (PG) matrices with different pore sizes. It was found that with increasing pore size of PG in the region of 2 nm < R < 6 nm there is a decrease in the proportion of water with a strong H bond and an increase in the proportion of water with a weak H - bond of molecules. At R > 6 nm, no change in the structure of geometrically bounded H2O and D2O is observed. While for D2O the effect is smaller (because of the stronger connection of D – O compared to H – O). It has been shown tha

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44

Saravanakumar, Rajendran, Babu Varghese, and Sethuraman Sankararaman. "Hydrogen-bond network in isomeric phenylenedipropynoic acids and their DABCO salts. Water mediated helical hydrogen bond motifs." CrystEngComm 11, no. 2 (2009): 337–46. http://dx.doi.org/10.1039/b816658g.

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45

Vella-Zarb, L., and U. Baisch. "Crystal water as the molecular glue for obtaining different co-crystal ratios: the case of gallic acid tris-caffeine hexahydrate." Acta Crystallographica Section E Crystallographic Communications 74, no. 4 (2018): 559–62. http://dx.doi.org/10.1107/s2056989018004528.

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The crystal structure of the hexahydrate co-crystal of gallic acid and caffeine, C7H6O5·3C8H10N4O2·6H2O or GAL3CAF·6H2O, is a remarkable example of the importance of hydrate water acting as structural glue to facilitate the crystallization of two components of different stoichiometries and thus to compensate an imbalance of hydrogen-bond donors and acceptors. The water molecules provide the additional hydrogen bonds required to form a crystalline solid. Whereas the majority of hydrogen bonds forming the intermolecular network between gallic acid and caffeine are formed by crystal water, only o

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46

Nehar, Oussama, Samira Louhibi, and Thierry Roisnel. "Synthesis and crystal structure of (E)-2-({2-[azaniumylidene(methylsulfanyl)methyl]hydrazinylidene}methyl)benzene-1,4-diol hydrogen sulfate." Acta Crystallographica Section E Crystallographic Communications 75, no. 11 (2019): 1738–40. http://dx.doi.org/10.1107/s2056989019014233.

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The title molecular salt, C9H12N3O2S+·HSO4 −, was obtained through the protonation of the azomethine N atom in a sulfuric acid medium. The crystal comprises two entities, a thiosemicarbazide cation and a hydrogen sulfate anion. The cation is essentially planar and is further stabilized by a strong intramolecular O—H...N hydrogen bond. In the crystal, a three-dimensional network is established through O—H...O and N—H...O hydrogen bonds. A weak intermolecular C—H...O hydrogen bond is also observed. The hydrogen sulfate anion exhibits disorder over two sets of sites and was modelled with refined

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47

Tahir, Muhammad Nawaz, Muhammad Naeem Ahmed, Arshad Farooq Butt, and Hazoor Ahmad Shad. "Crystal structure of 4-(3-carboxypropanamido)-2-hydroxybenzoic acid monohydrate." Acta Crystallographica Section E Structure Reports Online 70, no. 12 (2014): o1254—o1255. http://dx.doi.org/10.1107/s1600536814024581.

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In the title hydrate, C11H11NO6·H2O, the organic molecule is approximately planar (r.m.s. deviation for the non-H atoms = 0.129 Å) and an intramolecular O—H...O hydrogen bond closes anS(6) ring. In the crystal, the benzoic acid group participates in an O—H...O hydrogen bond to the water molecule and accepts a similar bond from another water molecule. The other –CO2H group forms a carboxylic acid inversion dimer, thereby forming anR22(8) loop. These bonds, along with N—H...O and C—H...O interactions, generate a three-dimensional network.

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48

Fujii, Asuka, Natsuko Sugawara, Po-Jen Hsu, et al. "Hydrogen bond network structures of protonated short-chain alcohol clusters." Physical Chemistry Chemical Physics 20, no. 22 (2018): 14971–91. http://dx.doi.org/10.1039/c7cp08072g.

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49

Akkurt, Mehmet, Joel T. Mague, Shaaban K. Mohamed, Antar A. Abelhamid, and Mustafa R. Albayati. "N′-[(E)-4-Methoxybenzylidene]-2-(5-methoxy-2-methyl-1H-indol-3-yl)acetohydrazide." Acta Crystallographica Section E Structure Reports Online 69, no. 11 (2013): o1660—o1661. http://dx.doi.org/10.1107/s1600536813027050.

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The conformation adopted by the title compound, C20H21N3O3, in the crystal is `J'-shaped and appears to be at least partially directed by a weak intramolecular C—H...N hydrogen bond. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming dimers withR22(8) motifs. Furthermore, these dimers connect to each otherviaC—H...O and N—H...O hydrogen bonds to form a three-dimensional network.

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Sedwick, Caitlin. "Rhomboids make do with a weak hydrogen bond." Journal of General Physiology 151, no. 3 (2019): 274. http://dx.doi.org/10.1085/jgp.201912334.

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