Table 1.

Crystallographic data and structure refinement for compounds 1f, 2b and 3b.

	1f	2b	3b
Empirical formula	C21H15BrF4N3O4	C20H17I2N3O4	C21H19ClN2O4
CCDC number	1433534	1433532	1433533
Formula weight	529.27	617.17	398.83
Temperature [K]	293(2)	293(2)	293(2)
Wavelength [Å]	0.71073	0.71073	0.71073
Crystal system	Monoclinic	Monoclinic	Monoclinic
Space group	P21/c	P21/n	P21/c
Unit cell dimensions
a [Å]	20.446 (4)	11.639 (2)	11.773(2)
b [Å]	13.551(3)	16.736(3)	7.8560(16)
c [Å]	7.0590(14)	12.343(3)	21.480(4)
α [°]	90.00	90.00	90.00
β [°]	90.10(3)	116.01(3)	93.27(3)
γ [°]	90.00	90.00	90.00
Volume [Å3]	1955.8(7)	2160.8(7)	1983.4(7)
Z	4	4	4
ρcalcd [g cm−3]	1.797	1.897	1.336
μ [mm−1]	2.177	2.941	0.222
F(000)	1060	1184	832
Crystal size [mm3]	0.20 × 0.10 × 0.10	0.20 × 0.10 × 0.10	0.30 × 0.20 × 0.10
θ range [°] for data collection	1.99 to 28.18	2.01 to 25.42	1.73 to 25.36
Index ranges	−24 ≤ h ≤ 0	0 ≤ h ≤ 14	0 ≤ h ≤ 14
	−16 ≤ k ≤ 0	0 ≤ k ≤ 20	0 ≤ k ≤ 9
	−9 ≤ l ≤ 9	−14 ≤ l ≤ 13	−25 ≤ l ≤ 25
Reflections collected	4077	4139	3824
Independent reflections	3967 [Rint = 0.0997]	3941 [Rint = 0.0990]	3637 [Rint = 0.0657]
Max. and min. transmission	0.8117/0.6699	0.7574/0.5908	0.9781/0.9364
Data/restraints/parameters	3967/2/298	3941/0/262	3637/1/253
Goodness-of-fit on F2	1.004	1.009	1.008
Final R indices [I > 2σ(I)]; R1, wR2	0.0772, 0.1344	0.0791, 0.1683	0.0771, 0.1690
R1, wR2 (all data)	0.1942, 0.1657	0.1544, 0.1963	0.1452, 0.1997
Largest diff. peak and hole [e·Å−3]	0.383 and −0.404	0.522 and −0.305	1.051 and −0.309