. 2020 Jan 1;76(Pt 1):102–110. doi: 10.1107/S2056989019016840

Table 4. Selected geometric data, i.e. central C—C bond length, O—H⋯N and NC—H⋯O(carbonyl) separations (Å) for ⁴ LH₂ in its co-crystals with carboxylic acids and salt with a carboxylate anion.

Carboxylic acid (CA)	Symmetry of ⁴ LH₂	C—C	O—H⋯N(pyridyl)	NC—H⋯O(carbonyl)	REFCODE	Reference
1:1 co-crystal
bis(carboxymethyl)urea	–	1.53 (2)	1.73	2.54	CAJRAH	Nguyen et al. (2001 ▸)
			1.75	4.21
diglycineoxamide		1.514 (5)	1.74	3.11	SEPSIP01	Nguyen et al. (2001 ▸)
poly(1,2-bis(2-carboxyethyl)tetra-1-en-3-yn-1,4-diyl		1.537 (13)	1.80	2.98	DOVSIR	Curtis et al. (2005 ▸)

2:1 co-crystal
(4-nitrophenyl)acetic acid		1.543 (2)	1.57	2.72	NAXMEG	Arman, Kaulgud et al. (2012 ▸)
benzoic acid	–	1.5401 (14)	1.67	2.59	–	This work
			1.72	3.46
2-methylbenzoic acid		1.5356 (19)	1.79	2.60	WADXUX	Syed et al. (2016 ▸)
acetic acid^a		1.5397 (17)	1.75	2.81	GOQQIP	Tan & Tiekink (2019b ▸)
2-[(4-hydroxyphenyl)diazenyl]benzoic acid^b		1.542 (2)	1.89	–	AJEZEV	Arman et al. (2009 ▸)
2,6-dinitrobenzoate^c		1.543 (3)	1.96^c	2.51	TIPGUW	Arman, Miller et al. (2012 ▸)

Notes: (a) Characterized as a di-hydrate; (b) hydroxy-O—N(pyridyl) hydrogen bond; (c) salt with a pyridinium-N—H⋯O(carboxylate) hydrogen bond.

Table 4. Selected geometric data, i.e. central C—C bond length, O—H⋯N and NC—H⋯O(carbon­yl) separations (Å) for 4 LH2 in its co-crystals with carb­oxy­lic acids and salt with a carboxyl­ate anion.