Triprolidinium dipicrate

Abstract

In the tripodinium cation of the title compound {systematic name: 2-[(E)-1-(4-methyl­phen­yl)-3-(pyrrolidin-1-ium-1-yl)prop-1-en­yl]pyridinium bis­(2,4,6-trinitro­phenolate)}, C19H24N2 +·2C6H2N3O7 −, the N atoms on both the pyrrolidine and pyridinium groups are protonated. The pyrrolidine group adopts a slightly distorted envelope configuration. Strong N—H⋯O cation–anion hydrogen bonds and weak inter­molecular N—H⋯O inter­actions link the dication and two anions. In both picrate anions, the nitro groups display rotational disorder over two orientations in a 0.605 (6):0.395 (6) ratio. The crystal packing also features weak inter­molecular π–π [centroid–centroid distance = 3.8036 (14) Å] and C—H⋯O inter­actions.

Crystal growth, characterization and theoretical studies of 4-aminopyridinium picrate

“…Theoretical calculations were performed using the Gaussian 09W [10] by Hartree-Fock method, a program package on a (2) 1.2182 (6) 1.1972 N(5)AC (10) 1.3298 (7) 1.3334 N(5)AC (9) 1.3387 (7) 1.3355 N(5)AH(5A) 0.86 1.0206 N(2)AO (5) 1.2226 (6) 1.1975 N(2)AC (4) 1.4361 (6) 1.4345 C(1)AC (6) 1.4509 (6) 1.4483 C(1)AC (2) 1.4525 (6) 1.4491 C(5)AC (6) 1.3681 (6) 1.3738 C(5)AC (4) 1.3792 (6) 1.3824 C(5)AH (5) 0.93 1.0705 C(2)AC (3) 1.3568 (7) 1.3628 C(4)AC (3) 1.3792 (7) 1.3934 C(3)AH (3) 0.93 1.0709 C(7)AN (4) 1.3217 (7) 1.3394 C(7)AC (8) 1.4028 (7) 1.4084 C(7)AC (11) 1.4038 (7) 1.411 N(4)AH(4A) 0.86 0.9921 N(4)AH(4B) 0.86 0.992 C(9)AC (8) 1.3448 (7) 1.3624 C(9)AH (9) 0.93 1.0737 C(8)AH (8) 0.93 1.0731 C(11)AC (10) 1.3531 (8) 1.361 C(11)AH (11) 0.93 1.0731 C(10)AH (10) 0 (2) 123.54 (4) 122.8849 C(6)AC(1)AC (2) 111.09 (4) 112.4846 C(6)AC(5)AC (4) 119.03 (4) 119.8534 C(6)AC(5)AH (5) 120.5 120.0468 C(4)AC(5)AH (5) 120.5 120.098 C(3)AC(2)AC (1) 124.51 (4) 123.8819 C(3)AC(2)AN (1) 115.80 <...>…”

“…In particular, little is known about the relative importance of classical van der Waals interactions and charge transfer forces in controlling the overall configuration and donor-acceptor contacts in charge-transfer interactions on the internal geometries. Pyridinium cations have been studied especially extensively [1][2][3] and particular attention has been given to the donor-acceptor properties. Several complexes of picric acid with organic molecules exhibit nonlinear optical applications [4].…”

Triprolidinium dichloranilate–chloranilic acid–methanol–water (2/1/2/2)

“…For spectroscopic studies of the interaction between triprolidine hydrochloride and serum albumins, see: Sandhya et al (2011). For related structures, see: Adam et al (2010); Dayananda et al (2011); Dutkiewicz et al (2010); Gotoh et al (2010); Hakim Al-arique et al (2010); Jasinski et al (2010); Parvez & Sabir (1997); Udachin et al (2011). For ring puckering parameters, see: Cremer & Pople (1975).…”

“…The synthesis and spectroscopic studies of charge transfer complexes between chloranilic acid and some heterocyclic amines in ethanol (Al-Attas, Habeeb & Al-Raimi, 2009) have been studied. The crystal structures of triprolidine tetrachlorocuprate (II) (Parvez & Sabir, 1997), triethylammonium hydrogen chloranilate (Gotoh et al, 2010), chloranilic acid: a redetermination at 100 K (Dutkiewicz et al, 2010), bis(3-picoline) chloranilate chloranilic acid (Adam et al, 2010), Gabapentin-lactum-chloranilic acid (Jasinski et al, 2010) arique et al, 2010), bis(guanidinium) chloranilate (Udachin et al, 2011) and triprolinidium dipicrate (Dayananda et al, 2011) have been reported. In view of the importance of triprolidine, the paper reports the crystal structure of the title compound, (I).…”