FLIPPEN-ANDERSON, GEORGE AND GILARDI 1125
Related literature. A search of the most recent Cam-
bridge Structural Database file did not produce any
similar structures.
This work was supported in part by contract
# N00173-86-M-R828 from the ONR Mechanics
Division.
References
International Tables for X-ray Crystallography (1974). Vol. IV.
Birmingham: Kynoch Press. (Present distributor Kluwer
Academic Publishers, Dordrecht.)
SrmLDRICK, G. M. (1980). SHELXTL80. An Integrated System for
Solving, Refining, and Displaying Crystal Structures from
Diffraction Data. Univ. of Grttingen, Federal Republic of
Germany.
Acta Cryst. (1990). C46, 1125-1127
Structure of (S,S)-3,6-Diphenyl-l,4-dioxane-2,5-dione
BY V. M. LYNCH, J. POJMAN, J. K. WHITESELL AND B. E. DAVIS
Department of Chemistry, University of Texas at Austin, Austin, TX 78712, USA
(Received 24 October 1989; accepted 4 January 1990)
Abstract. CI6H1204, Mr=268"27, orthorhombic,
P2~2~2~, a = 5" 103 (3), b = 9.272 (6), c = 26.50 (3) A,
V = 1254 (2) A 3, Z = 4, Dx = 1.42 g cm- 3, a(Mo Ka)
=0.7107A, /z=0-9574cm -~, F(000)=560, T%
198 K, R = 0.0542 for 886 reflections [Fo >-4tr(Fo)].
The absolute configuration is assigned on the basis of
internal comparison to the (+)-mandelate moiety.
Close C--H...O contacts are observed resulting in a
two-dimensional network of H-bonded molecules
lying parallel to ab. Atom H3 is involved in a
three-center C--H...O-type hydrogen bond. The
shorter H...O contact involves C3--H3.-.O8 (1 -x,
½+y, 3 z) with H3--.O8 2.26(6)A, C3...O8
2-949 (7)A and C--H...O 127 (4) °, while the longer
contact involves C3--H3...O7 (x-1, y, Z) with
H3...O7 2.41 (6) A, C3--.O7 3.143 (8) A and
C--H...O 132 (4) °.
Experimental. (1) was prepared by p-toluenesulfonic
acid catalyzed self-condensation of S-(+)-mandelic
acid in benzene at reflux with azeotropic removal of
water (Pojman, 1988). After recrystallization from
tetrahydrofuran, the material was sublimed in vacuo
providing single crystals suitable for X-ray analysis.
The data crystal was a colorless needle of approxi-
mate dimensions 0-03 x 0-13 x 0.54 mm. The data
were collected on a Nicolet R3 diffractometer using a
graphite monochromator and equipped with a
Oh O
(1)
0108-2701/90/061125-03503.00
H
Nicolet LT-2 low-temperature assembly. Lattice
parameters were obtained from the least-squares
refinement of 36 reflections with 12.7 < 20 < 21.3 °.
The data were collected using the to-scan technique
(2444 reflections, of which 1323 were unique, Rin t =
0.0412 from averaging hkl and hl~i reflections), with a
20 range from 4.0-50.0 °, and a 1.0 ° to scan at a scan
rate of 1-4 ° min -~ (h=0---,6, k = -11--,11, l =
-31----31). Four reflections (006; 110; 123; 021) were
remeasured every 96 reflections to monitor instru-
ment and crystal stability (maximum correction on I
was < 4%). The data were also corrected for Lp
effects but not for absorption. The decay correction
and the data reduction were performed using
SHELXTL-PLUS (Sheldrick, 1987). Reflections
having 17o< 4tr(Fo) were considered unobserved (437
reflections). The structure was solved by direct
methods (Sheldrick, 1987) and refined by full-matrix
least squares (Sheldrick, 1976). The non-H atoms
were refined with anisotropic thermal parameters.
All H-atom positions were obtained from a AF map
and refined with isotropic thermal parameters. After
several cycles of refinement, the Uiso for H3 refined
to a negative value and, therefore, was fixed at 1.2 x
Ue~ of C3 for the final refinement cycles. In all, 228
parameters were refined. The function Y.w(IFol-
IF~I) 2 was minimized, where w = 1/[tr(Fo)] 2 and tr(Fo)
=0.5kI-~/2{[o-(I)]2+ (0-021)2} 1/2. The intensity I is
given by (/peak- /background)X (scan rate); 0-02 is a
factor to downweight intense reflections and to
account for instrument instability and k is the correc-
tion due to Lp effects and decay, tr(/) was estimated
from counting statistics; or(/) = [(/peak + /background) 1/2
x (scan rate)]. The final R = 0-0542 for 886 reflec-
tions, with wR=0-0487 (Ra,=0"0919, wRan =
0"0557) and goodness of fit = 1-250. The maximum
IA/trl < 0"1 in the final refinement cycle and the
© 1990 International Union of Crystallography