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Four interpenetrating hydrogen‐bonded three‐dimensional networks in divanillin
Author(s) -
Imer Marcos R.,
Aldabalde Virginia,
Pagola Silvina,
Streek Jacco van de,
Suescun Leopoldo
Publication year - 2018
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229618016200
Subject(s) - molecule , hydrogen bond , orthorhombic crystal system , crystallography , materials science , hydrogen , crystal structure , chemistry , organic chemistry
The crystal structure of divainillin (systematic name: 6,6′‐dihydroxy‐5,5′‐dimethoxy‐[1,1′‐biphenyl]‐3,3′‐dicarbaldehyde), C 16 H 14 O 6 , was determined from laboratory powder X‐ray diffraction data using the software EXPO2013 (direct methods) and WinPSSP (direct‐space approach). Divanillin molecules crystallize in the orthorhombic space group Pba 2 (No. 32), with two molecules per unit cell ( Z ′ = ). Each divanillin molecule, with twofold symmetry, is linked through strong alcohol–aldehyde hydrogen bonds to four equivalent molecules, defining a three‐dimensional hydrogen‐bonding network, with rings made up of six divanillin units (a diamond‐like arrangement). Each molecule is also connected through π–π interactions to a translation‐equivalent molecule along c . Four consecutive molecules stacked along [001] belong to four different three‐dimensional hydrogen‐bonding networks defining a quadruple array of interpenetrating networks. This complex hydrogen‐bonding array is proposed as an explanation for the aging process experienced by divanillin powders.