(1E,1′E)-4,4′-[1,1′-(Hydrazine-1,2-diylidene)bis(ethan-1-yl-1-ylidene)]diphenol dihydrate

Abstract

Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.002 Å; R factor = 0.046; wR factor = 0.125; data-to-parameter ratio = 21.1.The asymmetric unit of the title compound, C 16 H 16 N 2 O 2 Á-2H 2 O, contains one half-molecule of diphenol and one water molecule. The complete diphenol molecule is generated by a crystallographic inversion centre. In the molecule, the central C methyl -C N-N C-C methyl plane makes a dihedral angle of 8.88 (6) with its adjacent benzene ring. In the crystal, the components are linked by O-HÁ Á ÁN and O-HÁ Á ÁO hydrogen bonds into a three-dimensional network. The crystal structure is further stabilized by a weak C-HÁ Á Á interaction. Related literature

(1E,2E)-1,2-Bis[1-(3-nitrophenyl)ethylidene]hydrazine

“…The methyl groups are twisted from the planes of benzene (C1-C6 and C1A-C6A) rings and their orientations can be indicated by the torsion angles (C1-C6-C7-C8 and C1A-C6A-C7A-C8A) = 24.91 (19)°. The bond length are within the normal range (Allen et al, 1987) and are comparable with the related structures (Chantrapromma et al, 2011;Fun, Nilwanna et al, 2011;Jansrisewangwong et al, 2010;Nilwanna et al, 2011). In the crystal structure ( Fig.…”

“…Owing to our medicinal chemistry research on hydrazones, we previously reported the synthesis and crystal structures of some hydrazone derivatives (Chantrapromma et al, 2011;Fun, Nilwanna et al, 2011;Jansrisewangwong et al, 2010;Nilwanna et al, 2011). The title compound was synthesized to study for antibacterial activity and fluorescence properties in order to get more detail on the structural activity relationship through comparing with other closely related compounds.…”

“…For the biological acivity of hydrazones, see: Khanmohammadi et al (2008); Luboch et al (2009). For related structures, see: Chantrapromma et al (2011); Fun, Jansrisewangwong et al (2011); Fun, Nilwanna et al (2011); Jansrisewangwong et al (2010); Nilwanna et al (2011). For bondlength data, see: Allen et al (1987).…”

Phenol hemihydrate: redetermination of the crystal structure by neutron powder diffraction, Hirshfeld surface analysis and characterization of the thermal expansion

“…Searches of the Cambridge Structural Database (CSD Version 5.41, March 2020 update; Groom et al, 2016) were carried out to identify structures with geometrically similar OÁ Á ÁO hydrogen-bonding motifs and similar distorted T-shaped C-HÁ Á Á motifs. Square rings comprised of two alcohol O-H groups and two water molecules are comparatively uncommon in organic crystals; examples include CSD refcodes KONTIQ (Demirtaş et al, 2011), AYOPIO (Chantrapromma et al, 2011), CERYIK (Zhang et al, 2018) and VABKOA (Li et al, 2010). However, the compound most closely related structurally to phenol hemihydrate that contains this motif is TMBUOL (2,3,3trimethyl butan-2-ol hemihydrate; Pachler & von Stackelberg, 1963).…”