Phenyl pyrazin-2-yl ether.

In the title compound, C(10)H(8)N(2)O, the dihedral angle between the aromatic rings is 64.2 (1)° and the bridging C-O-C angle is 119.1 (1)°.

Related literature

For the structure of quinoxalinyl phenyl ether, see: Hassan et al. (2008 ▶). For the structure of N-(pyrazin-2-yl)aniline, see: Wan Saffiee et al. (2008 ▶).

Experimental

Crystal data

C10H8N2O

M = 172.18

Monoclinic,

a = 5.704 (1) Å

b = 8.557 (2) Å

c = 17.595 (4) Å

β = 94.382 (3)°

V = 856.4 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.09 mm−1

T = 100 (2) K

0.20 × 0.15 × 0.10 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: none

4641 measured reflections

1950 independent reflections

1207 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.119

S = 0.97

1950 reflections

118 parameters

H-atom parameters constrained

Δρmax = 0.20 e Å−3

Δρmin = −0.27 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808040099/hb2867sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808040099/hb2867Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C10H8N2O	F(000) = 360
Mr = 172.18	Dx = 1.335 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 739 reflections
a = 5.704 (1) Å	θ = 3.3–26.1°
b = 8.557 (2) Å	µ = 0.09 mm−1
c = 17.595 (4) Å	T = 100 K
β = 94.382 (3)°	Irregular block, colorless
V = 856.4 (3) Å3	0.20 × 0.15 × 0.10 mm
Z = 4

Bruker SMART APEX diffractometer	1207 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.042
graphite	θmax = 27.5°, θmin = 2.3°
ω scans	h = −6→7
4641 measured reflections	k = −11→10
1950 independent reflections	l = −22→21

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.119	H-atom parameters constrained
S = 0.97	w = 1/[σ2(Fo2) + (0.0572P)2] where P = (Fo2 + 2Fc2)/3
1950 reflections	(Δ/σ)max = 0.001
118 parameters	Δρmax = 0.20 e Å−3
0 restraints	Δρmin = −0.27 e Å−3

	x	y	z	Uiso*/Ueq
O1	0.0900 (2)	0.70888 (14)	0.45704 (7)	0.0301 (3)
N1	0.4770 (3)	0.56153 (17)	0.60955 (8)	0.0281 (4)
N2	0.4352 (3)	0.81790 (16)	0.51088 (8)	0.0252 (4)
C1	0.0879 (3)	0.8138 (2)	0.39557 (9)	0.0244 (4)
C2	−0.1015 (3)	0.9128 (2)	0.38509 (10)	0.0288 (4)
H2	−0.2208	0.9130	0.4199	0.035*
C3	−0.1150 (3)	1.0127 (2)	0.32238 (10)	0.0320 (5)
H3	−0.2447	1.0819	0.3140	0.038*
C4	0.0604 (3)	1.0112 (2)	0.27248 (10)	0.0309 (5)
H4	0.0520	1.0803	0.2301	0.037*
C5	0.2481 (3)	0.9097 (2)	0.28386 (10)	0.0298 (5)
H5	0.3672	0.9086	0.2489	0.036*
C6	0.2641 (3)	0.8093 (2)	0.34580 (9)	0.0266 (4)
H6	0.3927	0.7393	0.3539	0.032*
C7	0.2816 (3)	0.70451 (19)	0.50838 (9)	0.0225 (4)
C8	0.2987 (3)	0.5762 (2)	0.55764 (10)	0.0279 (4)
H8	0.1799	0.4981	0.5537	0.033*
C9	0.6367 (3)	0.6767 (2)	0.61232 (10)	0.0275 (4)
H9	0.7686	0.6707	0.6486	0.033*
C10	0.6149 (3)	0.8027 (2)	0.56430 (9)	0.0274 (4)
H10	0.7311	0.8823	0.5690	0.033*

	U11	U22	U33	U12	U13	U23
O1	0.0285 (7)	0.0309 (8)	0.0299 (7)	−0.0092 (6)	−0.0033 (5)	0.0105 (6)
N1	0.0356 (9)	0.0253 (8)	0.0237 (8)	−0.0023 (7)	0.0037 (7)	0.0021 (7)
N2	0.0304 (9)	0.0229 (8)	0.0222 (8)	−0.0055 (6)	0.0020 (6)	0.0000 (7)
C1	0.0279 (10)	0.0230 (10)	0.0215 (9)	−0.0088 (8)	−0.0028 (7)	0.0039 (8)
C2	0.0233 (10)	0.0323 (11)	0.0307 (10)	−0.0049 (8)	0.0021 (7)	0.0031 (9)
C3	0.0267 (11)	0.0321 (11)	0.0362 (10)	−0.0007 (8)	−0.0041 (8)	0.0044 (9)
C4	0.0338 (11)	0.0344 (11)	0.0237 (9)	−0.0062 (9)	−0.0037 (8)	0.0068 (9)
C5	0.0316 (11)	0.0368 (11)	0.0209 (9)	−0.0056 (9)	0.0011 (8)	−0.0027 (9)
C6	0.0280 (10)	0.0256 (10)	0.0255 (9)	−0.0014 (8)	−0.0020 (8)	−0.0032 (8)
C7	0.0253 (10)	0.0224 (10)	0.0203 (8)	−0.0029 (7)	0.0043 (7)	−0.0007 (8)
C8	0.0319 (11)	0.0246 (10)	0.0274 (10)	−0.0060 (8)	0.0048 (8)	0.0015 (8)
C9	0.0315 (11)	0.0287 (10)	0.0219 (9)	−0.0001 (8)	−0.0011 (7)	0.0005 (8)
C10	0.0295 (10)	0.0287 (11)	0.0238 (9)	−0.0076 (8)	0.0003 (7)	−0.0011 (9)

O1—C7	1.364 (2)	C3—H3	0.9500
O1—C1	1.4050 (19)	C4—C5	1.382 (3)
N1—C8	1.320 (2)	C4—H4	0.9500
N1—C9	1.340 (2)	C5—C6	1.385 (2)
N2—C7	1.306 (2)	C5—H5	0.9500
N2—C10	1.343 (2)	C6—H6	0.9500
C1—C2	1.374 (3)	C7—C8	1.398 (2)
C1—C6	1.383 (2)	C8—H8	0.9500
C2—C3	1.394 (2)	C9—C10	1.370 (2)
C2—H2	0.9500	C9—H9	0.9500
C3—C4	1.381 (3)	C10—H10	0.9500
C7—O1—C1	119.11 (13)	C6—C5—H5	119.8
C8—N1—C9	116.18 (15)	C1—C6—C5	118.29 (17)
C7—N2—C10	115.21 (15)	C1—C6—H6	120.9
C2—C1—C6	122.28 (16)	C5—C6—H6	120.9
C2—C1—O1	117.23 (15)	N2—C7—O1	120.23 (15)
C6—C1—O1	120.38 (16)	N2—C7—C8	123.24 (16)
C1—C2—C3	118.68 (17)	O1—C7—C8	116.52 (15)
C1—C2—H2	120.7	N1—C8—C7	121.13 (16)
C3—C2—H2	120.7	N1—C8—H8	119.4
C4—C3—C2	119.90 (18)	C7—C8—H8	119.4
C4—C3—H3	120.0	N1—C9—C10	121.80 (16)
C2—C3—H3	120.0	N1—C9—H9	119.1
C3—C4—C5	120.36 (17)	C10—C9—H9	119.1
C3—C4—H4	119.8	N2—C10—C9	122.43 (17)
C5—C4—H4	119.8	N2—C10—H10	118.8
C4—C5—C6	120.49 (17)	C9—C10—H10	118.8
C4—C5—H5	119.8
C7—O1—C1—C2	−126.78 (17)	C10—N2—C7—O1	179.05 (14)
C7—O1—C1—C6	56.9 (2)	C10—N2—C7—C8	0.5 (2)
C6—C1—C2—C3	−0.5 (3)	C1—O1—C7—N2	15.5 (2)
O1—C1—C2—C3	−176.75 (15)	C1—O1—C7—C8	−165.92 (14)
C1—C2—C3—C4	−0.2 (3)	C9—N1—C8—C7	0.6 (2)
C2—C3—C4—C5	0.8 (3)	N2—C7—C8—N1	−1.1 (3)
C3—C4—C5—C6	−0.7 (3)	O1—C7—C8—N1	−179.72 (15)
C2—C1—C6—C5	0.6 (3)	C8—N1—C9—C10	0.4 (3)
O1—C1—C6—C5	176.75 (14)	C7—N2—C10—C9	0.5 (2)
C4—C5—C6—C1	0.0 (3)	N1—C9—C10—N2	−1.0 (3)