organic compounds
Re®nement
Table 3
Selected geometric parameters (A, ) for (II).
ꢀ
Ê
Re®nement on F2
R[F2 > 2ꢇ(F2)] = 0.044
wR(F2) = 0.125
S = 1.02
3337 re¯ections
227 parameters
H-atom parameters constrained
w = 1/[ꢇ2(Fo2) + (0.0568P)2
+ 0.1515P]
where P = (Fo2 + 2Fc2)/3
(Á/ꢇ)max = 0.001
C9ÐC11
C9ÐC15
N10ÐC12
1.395 (2)
1.487 (2)
1.335 (2)
C15ÐO16
C15ÐO17
O16ÐC18
1.330 (2)
1.182 (2)
1.413 (2)
3
Ê
Áꢈmax = 0.20 e A
3
Ê
0.18 e A
Áꢈmin
=
Extinction correction: SHELXL97
(Sheldrick, 1997)
Extinction coef®cient: 0.027 (4)
C9ÐC15ÐO16
C9ÐC15ÐO17
110.12 (13)
126.07 (15)
C15ÐO16ÐC18
O16ÐC15ÐO17
119.69 (12)
123.80 (15)
C9ÐC15ÐO16ÐC18
C11ÐC9ÐC15ÐO17
176.78 (13)
79.4 (2)
C15ÐO16ÐC18ÐC23
71.6 (2)
Table 2
ꢀ
Ê
Geometry of CÐHÁ Á Áꢀ interactions (A, ) for (I).
CgA is the centroid of the six-membered ring A (atoms C18±C23) and CgB is
the centroid of the six-membered ring B (atoms C9/N10/C11±C14) (Fig. 1).
Table 4
ꢀ
Ê
Geometry of CÐHÁ Á Áꢀ interactions (A, ) for (II).
CgC is the centroid of the six-membered ring C (atoms C5±C8/C13/C14)
(Fig. 3).
DÐH
HÁ Á ÁA
DÁ Á ÁA
DÐHÁ Á ÁA
C2ÐH2AÁ Á ÁCgAi
C6ÐH6AÁ Á ÁCgAii
C24ÐH24AÁ Á ÁCgBiii
0.96
0.96
0.96
2.81
2.81
2.70
3.608 (3)
3.540 (3)
3.576 (3)
142
133
151
DÐH
HÁ Á ÁA
DÁ Á ÁA
DÐHÁ Á ÁA
Symmetry codes: (i) x 1; y 1; z 2; (ii) x; y 2; z 2; (iii) x 1;
C25ÐH25CÁ Á ÁCgCi
0.96
2.87
3.622 (2)
136
y 2; z 2.
Symmetry code: (i) x 1; y 32; z 23.
Compound (II)
ware; program(s) used to solve structure: SHELXS97 (Sheldrick,
1997); program(s) used to re®ne structure: SHELXL97 (Sheldrick,
1997); molecular graphics: ORTEPII (Johnson, 1976); software used
to prepare material for publication: SHELXL97.
Crystal data
3
C22H17NO2
Mr = 327.37
Dx = 1.309 Mg m
Mo Kꢃ radiation
Cell parameters from 50
re¯ections
Monoclinic, P21=c
Ê
Ê
a = 11.769 (2) A
The authors thank the Polish State Committee for Scienti®c
Research (KBN) for ®nancial support through grant No.
4 T09A 123 23 (contract No. 0674/T09/2002/23).
b = 15.404 (3) A
ꢅ = 2.3±26ꢀ
ꢆ = 0.08 mm
T = 293 (2) K
1
Ê
c = 10.125 (2) A
ꢄ = 115.18 (3)ꢀ
V = 1661.1 (7) A
Z = 4
3
Ê
Prism, yellow
0.5 Â 0.4 Â 0.3 mm
Supplementary data for this paper are available from the IUCr electronic
archives (Reference: GA1086). Services for accessing these data are
described at the back of the journal.
Data collection
Kuma KM-4 diffractometer
ꢅ/2ꢅ scans
h = 0 ! 14
k = 19 ! 0
3424 measured re¯ections
3267 independent re¯ections
1619 re¯ections with I > 2ꢇ(I)
Rint = 0.019
l = 12 ! 11
3 standard re¯ections
every 200 re¯ections
intensity decay: 0.6%
References
Adamczyk, M., Chen, Y. Y., Mattingly, P. G., Moore, J. A. & Shreder, K. (1999).
Tetrahedron, 55, 10899±10914.
ꢅmax = 26.0ꢀ
Dodeigne, C., Thunus, L. & Lejeune, R. (2000). Talanta, 51, 415-439.
Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National
Laboratory, Tennessee, USA.
Kuma (1989). Kuma KM-4 Software User's Guide. Version 3.1. Kuma
Diffraction, Wrocøaw, Poland.
Â
Ç
Meszko, J., Krzyminski, K., Konitz, A. & Bøazejowski, J. (2002). Acta Cryst.
Re®nement
Re®nement on F2
R[F2 > 2ꢇ(F2)] = 0.036
wR(F2) = 0.103
S = 0.92
3267 re¯ections
w = 1/[ꢇ2(Fo2) + (0.0582P)2]
where P = (Fo2 + 2Fc2)/3
(Á/ꢇ)max = 0.001
3
Ê
Áꢈmax = 0.17 e A
3
Ê
0.15 e A
Áꢈmin
=
C58, o157±o158.
Rak, J., Skurski, P. & Bøazejowski, J. (1999). J. Org. Chem. 64, 3002±3008.
227 parameters
H-atom parameters constrained
Extinction correction: SHELXL97
(Sheldrick, 1997)
Extinction coef®cient: 0.0155 (17)
Ç
Razawi, Z. & McCapra, F. (2000). Luminescence, 15, 245±249.
Sato, N. (1996). Tetrahedron Lett. 37, 8519±8522.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of
È
All H atoms were placed geometrically and re®ned using a riding
Gottingen, Germany.
Ê
model, with CÐH distances of 0.96 A and with Uiso(H) = 1.2Ueq(C)
or 1.5Ueq(methyl C).
Smith, K., Li, Z., Yang, J. J., Weeks, I. & Woodhead, J. S. (2000). J. Photochem.
Photobiol. A, 132, 181±191.
Zomer, G. & Jacquemijns, M. (2001). Chemiluminescence in Analytical
Chemistry, edited by A. M. Garcia-Campana & W. R. G. Baeyens, pp. 529±
549. New York: Marcel Dekker.
For both compounds, data collection: KM-4 Software (Kuma,
1989); cell re®nement: KM-4 Software; data reduction: KM-4 Soft-
ꢁ
o52 Sikorski et al.
C22H17NO2 and C22H17NO2
Acta Cryst. (2005). C61, o50±o52