Thus von Groth showed first that benzene, C_{6}H_{6}, crystallises in
the rhombic system with axial ratios _a_ : _b_ : _c_ = 0.891 : 1 :
0.977. Next, that when one or two of the hydrogen atoms are replaced by
hydroxyl OH groups the substances produced, phenol C_{6}H_{5}.OH and
resorcinol C_{6}H_{4}(OH)_{2}, are found also to crystallise in the
rhombic system, and in the second case, for which alone the axial ratios
could be determined, the ratio _a_ : _b_ proved to be very similar, but
the ratio _c_ : _b_ was different, the actual values being _a_ : _b_ :
_c_ = 0.910 : 1 : 0.540. Pyrocatechol, the isomer of resorcinol, also
crystallises in the rhombic system, but the crystals have not been
obtained sufficiently well formed to enable any deductions to be made
from any measurements carried out with them.
Similarly, the nitro-derivatives of phenol, orthonitrophenol
C_{6}H_{4}.OH.NO_{2}, dinitrophenol C_{6}H_{3}.OH.(NO_{2})_{2}, and
trinitrophenol C_{6}H_{2}.OH.(NO_{2})_{3}, also crystallise in the
rhombic system, and with the following respective axial ratios: 0.873 :
1 : 0.60; 10.933 : 1 : 0.753; 0.937 : 1 : 0.974. Again, the value for
the ratio _a_ : _b_ is not very different from that of benzene itself,
while the ratio _c_ : _b_ differs considerably in the first two cases.
Similar relations were also found to hold good in the cases of
meta-dinitrobenzene, C_{6}H_{4}(NO_{2})_{2}, axial ratios 0.943 : 1 :
0.538, and trinitrobenzene, C_{6}H_{3}(NO_{2})_{3}, which possesses the
axial ratios 0.954 : 1 : 0.733.
The introduction of a chlorine or bromine atom or a CH_{3} group in
place of hydrogen was found by von Groth to produce more than the above
effect, the symmetry being often lowered to monoclinic, a fact which had
also been observed to occur in the cases of certain isomers of the
substances quoted above, ortho-dinitrobenzene for instance. But it was
nevertheless observed that the angles between the faces in the prism
zone remained very similar, the angles between the faces of the primary
prism (110) and (1̄10), for instance, only varying in eight such
derivatives of all three types, whether rhombic or monoclinic, from 93°
45′ to 98° 51′.
The crystallographic relationships of organic substances, however, are
very much complicated by the possibilities of isomerism, the ortho,
meta, and para compounds—corresponding to the replacement of the two
hydrogen atoms attached to two adjacent, alternate, or opposite carbon
atoms respectively, of the six forming the benzene ring—generally
differing extensively and sometimes completely in crystalline form.
Consequently, the phenomenon of morphotropy is best considered quite
independently of isomorphism.
Public-domain text, read in full here on John Shaqi.
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