Lamya H. Al-Wahaibi, Mohammed S. M. Abdelbaky, Santiago Garcia-Granda, Guido J. Reiss,
Edward R. T. Tiekink and Ali A. El-Emam*
N′-[(1E)-(4–Fluorophenyl)methylidene]
adamantane-1-carbohydrazide, C
18
H
21
FN
2
O
https://doi.org/10.1515/ncrs-2023-0195
Received April 23, 2023; accepted June 14, 2023;
published online July 5, 2023
Abstract
C
18
H
21
FN
2
O, triclinic, P 1 (no. 2), a = 10.6377(5) Å,
b = 14.4869(7) Å, c = 21.0557(13) Å, α = 98.583(5)°, β = 91.979(4)°,
γ = 90.101(4)°, V = 3206.5(3) Å
3
, Z = 8, R
gt
(F ) = 0.0815,
wR
ref
(F
2
) = 0.1930, T = 172 K.
CCDC no.: 2269765.
The crystallographic images is shown in the figure. Table 1
contains crystallographic data and Table 2 contains the list of
the atoms including atomic coordinates and displacement
parameters.
1 Source of material
To a solution of adamantane-1-carbohydrazide (1.94 g,
0.01 mol), in ethanol (10 mL), 4-fluorobenzaldehyde (1.24 g,
0.01 mol) was added, after which the mixture was heated
under reflux for 1 h. On cooling, the separated crude product
was filtered, washed with cold ethanol, dried and recrys-
tallised from ethanol to yield 2.76 g (92 %) of the title
compound as colourless prisms [5]. M.pt 476–478 K.
1
H NMR
(DMSO-d
6
, 500.13 MHz): δ 1.66–1.69 (m, 6H, adamantane–H),
1.88 (s, 6H, adamantane–H), 2.01 (s, 3H, adamantane–H), 5.67
(s, 1H, NH), 7.27–7.29 (m, 2H, Ar–H), 7.85–7.87 (m, 2H, Ar–H),
*Corresponding author: Ali A. El-Emam, Department of Medicinal
Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt,
E-mail: elemam@mans.edu.eg. https://orcid.org/0000-0002-9325-9497
Lamya H. Al-Wahaibi, Department of Chemistry, College of Sciences,
Princess Nourah bint Abdulrahman University, Riyadh 11671, Saudi Arabia.
https://orcid.org/0000-0001-7537-1840
Mohammed S. M. Abdelbaky and Santiago Garcia-Granda, Department
of Physical and Analytical Chemistry, Faculty of Chemistry, Oviedo
University–CINN, Oviedo 33006, Spain
Guido J. Reiss, Inorganic Chemistry and Structural Chemistry, Heinrich–
Heine–Universitẗ; Ds ̈ seldorf, 40225 Düsseldorf, Germany. https://orcid.org/
0000-0002-3004-3955
Edward R. T. Tiekink, Research Centre for Crystalline Materials, School of
Medical and Life Sciences, Sunway University, 47500 Bandar Sunway,
Selangor Darul Ehsan, Malaysia. https://orcid.org/0000-0003-1401-1520
Z. Kristallogr. - N. Cryst. Struct. 2023; aop
Open Access. © 2023 the author(s), published by De Gruyter. This work is licensed under the Creative Commons Attribution 4.0 International License.