Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues

The anhydrous salts morpholinium (tetrahydro-2-H-1,4-oxazin-4-ium) phenoxyacetate, C4H10NO+·C8H7O3−, (I), morpholinium (4-fluorophenoxy)acetate, C4H10NO+·C8H6 FO3−, (II), and isomeric morpholinium (3,5-dichlorophenoxy)acetate (3,5-D), (III), and morpholinium (2,4-dichlorophenoxy)acetic acid (2,4-D),...
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Gespeichert in:

Autor*in:	Graham Smith [verfasserIn] Daniel E. Lynch [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2015

Schlagwörter:	crystal structure morpholine salts phenoxyacetic acids herbicides 2,4-D 3,5-D hydrogen bonding

Übergeordnetes Werk:	In: Acta Crystallographica Section E: Crystallographic Communications - International Union of Crystallography, 2015, 71(2015), 11, Seite 1392-1396
Übergeordnetes Werk:	volume:71 ; year:2015 ; number:11 ; pages:1392-1396

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.1107/S2056989015019842

Katalog-ID:	DOAJ087105365

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520			\|a The anhydrous salts morpholinium (tetrahydro-2-H-1,4-oxazin-4-ium) phenoxyacetate, C4H10NO+·C8H7O3−, (I), morpholinium (4-fluorophenoxy)acetate, C4H10NO+·C8H6 FO3−, (II), and isomeric morpholinium (3,5-dichlorophenoxy)acetate (3,5-D), (III), and morpholinium (2,4-dichlorophenoxy)acetic acid (2,4-D), C4H10NO+·C8H5Cl2O3−, (IV), have been determined and their hydrogen-bonded structures are described. In the crystals of (I), (III) and (IV), one of the the aminium H atoms is involved in a three-centre asymmetric cation–anion N—H...O,O′ R12(4) hydrogen-bonding interaction with the two carboxyl O-atom acceptors of the anion. With the structure of (II), the primary N—H...O interaction is linear. In the structures of (I), (II) and (III), the second N—H...Ocarboxyl hydrogen bond generates one-dimensional chain structures extending in all cases along [100]. With (IV), the ion pairs are linked though inversion-related N—H...O hydrogen bonds [graph set R42(8)], giving a cyclic heterotetrameric structure.
650		4	\|a crystal structure
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spelling	10.1107/S2056989015019842 doi (DE-627)DOAJ087105365 (DE-599)DOAJ171923be3996414a95ba3ce1f5c28138 DE-627 ger DE-627 rakwb eng QD901-999 Graham Smith verfasserin aut Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues 2015 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The anhydrous salts morpholinium (tetrahydro-2-H-1,4-oxazin-4-ium) phenoxyacetate, C4H10NO+·C8H7O3−, (I), morpholinium (4-fluorophenoxy)acetate, C4H10NO+·C8H6 FO3−, (II), and isomeric morpholinium (3,5-dichlorophenoxy)acetate (3,5-D), (III), and morpholinium (2,4-dichlorophenoxy)acetic acid (2,4-D), C4H10NO+·C8H5Cl2O3−, (IV), have been determined and their hydrogen-bonded structures are described. In the crystals of (I), (III) and (IV), one of the the aminium H atoms is involved in a three-centre asymmetric cation–anion N—H...O,O′ R12(4) hydrogen-bonding interaction with the two carboxyl O-atom acceptors of the anion. With the structure of (II), the primary N—H...O interaction is linear. In the structures of (I), (II) and (III), the second N—H...Ocarboxyl hydrogen bond generates one-dimensional chain structures extending in all cases along [100]. With (IV), the ion pairs are linked though inversion-related N—H...O hydrogen bonds [graph set R42(8)], giving a cyclic heterotetrameric structure. crystal structure morpholine salts phenoxyacetic acids herbicides 2,4-D 3,5-D hydrogen bonding Crystallography Daniel E. Lynch verfasserin aut In Acta Crystallographica Section E: Crystallographic Communications International Union of Crystallography, 2015 71(2015), 11, Seite 1392-1396 (DE-627)845400835 (DE-600)2843762-7 20569890 nnns volume:71 year:2015 number:11 pages:1392-1396 https://doi.org/10.1107/S2056989015019842 kostenfrei https://doaj.org/article/171923be3996414a95ba3ce1f5c28138 kostenfrei http://scripts.iucr.org/cgi-bin/paper?S2056989015019842 kostenfrei https://doaj.org/toc/2056-9890 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 71 2015 11 1392-1396
allfields_unstemmed	10.1107/S2056989015019842 doi (DE-627)DOAJ087105365 (DE-599)DOAJ171923be3996414a95ba3ce1f5c28138 DE-627 ger DE-627 rakwb eng QD901-999 Graham Smith verfasserin aut Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues 2015 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The anhydrous salts morpholinium (tetrahydro-2-H-1,4-oxazin-4-ium) phenoxyacetate, C4H10NO+·C8H7O3−, (I), morpholinium (4-fluorophenoxy)acetate, C4H10NO+·C8H6 FO3−, (II), and isomeric morpholinium (3,5-dichlorophenoxy)acetate (3,5-D), (III), and morpholinium (2,4-dichlorophenoxy)acetic acid (2,4-D), C4H10NO+·C8H5Cl2O3−, (IV), have been determined and their hydrogen-bonded structures are described. In the crystals of (I), (III) and (IV), one of the the aminium H atoms is involved in a three-centre asymmetric cation–anion N—H...O,O′ R12(4) hydrogen-bonding interaction with the two carboxyl O-atom acceptors of the anion. With the structure of (II), the primary N—H...O interaction is linear. In the structures of (I), (II) and (III), the second N—H...Ocarboxyl hydrogen bond generates one-dimensional chain structures extending in all cases along [100]. With (IV), the ion pairs are linked though inversion-related N—H...O hydrogen bonds [graph set R42(8)], giving a cyclic heterotetrameric structure. crystal structure morpholine salts phenoxyacetic acids herbicides 2,4-D 3,5-D hydrogen bonding Crystallography Daniel E. Lynch verfasserin aut In Acta Crystallographica Section E: Crystallographic Communications International Union of Crystallography, 2015 71(2015), 11, Seite 1392-1396 (DE-627)845400835 (DE-600)2843762-7 20569890 nnns volume:71 year:2015 number:11 pages:1392-1396 https://doi.org/10.1107/S2056989015019842 kostenfrei https://doaj.org/article/171923be3996414a95ba3ce1f5c28138 kostenfrei http://scripts.iucr.org/cgi-bin/paper?S2056989015019842 kostenfrei https://doaj.org/toc/2056-9890 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 71 2015 11 1392-1396
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source	In Acta Crystallographica Section E: Crystallographic Communications 71(2015), 11, Seite 1392-1396 volume:71 year:2015 number:11 pages:1392-1396
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callnumber-first	Q - Science
author	Graham Smith
spellingShingle	Graham Smith misc QD901-999 misc crystal structure misc morpholine salts misc phenoxyacetic acids misc herbicides misc 2,4-D misc 3,5-D misc hydrogen bonding misc Crystallography Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues
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topic_title	QD901-999 Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues crystal structure morpholine salts phenoxyacetic acids herbicides 2,4-D 3,5-D hydrogen bonding
topic	misc QD901-999 misc crystal structure misc morpholine salts misc phenoxyacetic acids misc herbicides misc 2,4-D misc 3,5-D misc hydrogen bonding misc Crystallography
topic_unstemmed	misc QD901-999 misc crystal structure misc morpholine salts misc phenoxyacetic acids misc herbicides misc 2,4-D misc 3,5-D misc hydrogen bonding misc Crystallography
topic_browse	misc QD901-999 misc crystal structure misc morpholine salts misc phenoxyacetic acids misc herbicides misc 2,4-D misc 3,5-D misc hydrogen bonding misc Crystallography
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title	Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues
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title_full	Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues
author_sort	Graham Smith
journal	Acta Crystallographica Section E: Crystallographic Communications
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doi_str_mv	10.1107/S2056989015019842
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title_sort	crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues
callnumber	QD901-999
title_auth	Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues
abstract	The anhydrous salts morpholinium (tetrahydro-2-H-1,4-oxazin-4-ium) phenoxyacetate, C4H10NO+·C8H7O3−, (I), morpholinium (4-fluorophenoxy)acetate, C4H10NO+·C8H6 FO3−, (II), and isomeric morpholinium (3,5-dichlorophenoxy)acetate (3,5-D), (III), and morpholinium (2,4-dichlorophenoxy)acetic acid (2,4-D), C4H10NO+·C8H5Cl2O3−, (IV), have been determined and their hydrogen-bonded structures are described. In the crystals of (I), (III) and (IV), one of the the aminium H atoms is involved in a three-centre asymmetric cation–anion N—H...O,O′ R12(4) hydrogen-bonding interaction with the two carboxyl O-atom acceptors of the anion. With the structure of (II), the primary N—H...O interaction is linear. In the structures of (I), (II) and (III), the second N—H...Ocarboxyl hydrogen bond generates one-dimensional chain structures extending in all cases along [100]. With (IV), the ion pairs are linked though inversion-related N—H...O hydrogen bonds [graph set R42(8)], giving a cyclic heterotetrameric structure.
abstractGer	The anhydrous salts morpholinium (tetrahydro-2-H-1,4-oxazin-4-ium) phenoxyacetate, C4H10NO+·C8H7O3−, (I), morpholinium (4-fluorophenoxy)acetate, C4H10NO+·C8H6 FO3−, (II), and isomeric morpholinium (3,5-dichlorophenoxy)acetate (3,5-D), (III), and morpholinium (2,4-dichlorophenoxy)acetic acid (2,4-D), C4H10NO+·C8H5Cl2O3−, (IV), have been determined and their hydrogen-bonded structures are described. In the crystals of (I), (III) and (IV), one of the the aminium H atoms is involved in a three-centre asymmetric cation–anion N—H...O,O′ R12(4) hydrogen-bonding interaction with the two carboxyl O-atom acceptors of the anion. With the structure of (II), the primary N—H...O interaction is linear. In the structures of (I), (II) and (III), the second N—H...Ocarboxyl hydrogen bond generates one-dimensional chain structures extending in all cases along [100]. With (IV), the ion pairs are linked though inversion-related N—H...O hydrogen bonds [graph set R42(8)], giving a cyclic heterotetrameric structure.
abstract_unstemmed	The anhydrous salts morpholinium (tetrahydro-2-H-1,4-oxazin-4-ium) phenoxyacetate, C4H10NO+·C8H7O3−, (I), morpholinium (4-fluorophenoxy)acetate, C4H10NO+·C8H6 FO3−, (II), and isomeric morpholinium (3,5-dichlorophenoxy)acetate (3,5-D), (III), and morpholinium (2,4-dichlorophenoxy)acetic acid (2,4-D), C4H10NO+·C8H5Cl2O3−, (IV), have been determined and their hydrogen-bonded structures are described. In the crystals of (I), (III) and (IV), one of the the aminium H atoms is involved in a three-centre asymmetric cation–anion N—H...O,O′ R12(4) hydrogen-bonding interaction with the two carboxyl O-atom acceptors of the anion. With the structure of (II), the primary N—H...O interaction is linear. In the structures of (I), (II) and (III), the second N—H...Ocarboxyl hydrogen bond generates one-dimensional chain structures extending in all cases along [100]. With (IV), the ion pairs are linked though inversion-related N—H...O hydrogen bonds [graph set R42(8)], giving a cyclic heterotetrameric structure.
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title_short	Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues
url	https://doi.org/10.1107/S2056989015019842 https://doaj.org/article/171923be3996414a95ba3ce1f5c28138 http://scripts.iucr.org/cgi-bin/paper?S2056989015019842 https://doaj.org/toc/2056-9890
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up_date	2024-07-04T00:16:38.382Z
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Crystal structures and hydrogen bonding in the morpholinium salts of four phenoxyacetic acid analogues

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