1-Bromo-adamantane.

The mol-ecule of the title compound, C(10)H(15)Br, shows noncrystallographic mirror symmetry. In the crystal structure, no inter-molecular inter-actions with distances less than the sum of the van der Waals radii of the respective atoms are present.

Related literature

For the crystal structure of the thio­urea solvate of the compound, see Chao et al. (2003 ▶).

Experimental

Crystal data

C10H15Br

M = 215.13

Monoclinic,

a = 10.154 (3) Å

b = 6.8541 (11) Å

c = 13.240 (3) Å

β = 90.027 (17)°

V = 921.5 (4) Å3

Z = 4

Mo Kα radiation

μ = 4.40 mm−1

T = 200 (2) K

0.21 × 0.16 × 0.13 mm

Data collection

Oxford Xcalibur diffractometer

Absorption correction: analytical (de Meulenaer & Tompa, 1965 ▶) T min = 0.462, T max = 0.614

4563 measured reflections

1629 independent reflections

1313 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.080

S = 1.02

1629 reflections

101 parameters

H-atom parameters constrained

Δρmax = 0.77 e Å−3

Δρmin = −0.38 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2005 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2005 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808038452/hg2442sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808038452/hg2442Isup2.hkl

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

C10H15Br	F(000) = 440
Mr = 215.13	Dx = 1.551 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2345 reflections
a = 10.154 (3) Å	θ = 3.9–26.3°
b = 6.8541 (11) Å	µ = 4.39 mm−1
c = 13.240 (3) Å	T = 200 K
β = 90.027 (17)°	Block, colourless
V = 921.5 (4) Å3	0.21 × 0.16 × 0.13 mm
Z = 4

Oxford Xcalibur diffractometer	1629 independent reflections
Radiation source: fine-focus sealed tube	1313 reflections with I > 2σ(I)
graphite	Rint = 0.054
ω scans	θmax = 25.3°, θmin = 3.9°
Absorption correction: analytical (de Meulenaer & Tompa, 1965)	h = −12→11
Tmin = 0.462, Tmax = 0.614	k = −8→8
4563 measured reflections	l = −15→14

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.080	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0393P)2] where P = (Fo2 + 2Fc2)/3
1629 reflections	(Δ/σ)max < 0.001
101 parameters	Δρmax = 0.77 e Å−3
0 restraints	Δρmin = −0.37 e Å−3

	x	y	z	Uiso*/Ueq
Br1	0.23244 (6)	0.64478 (6)	0.19046 (4)	0.04391 (18)
C1	0.2412 (4)	0.4548 (6)	0.3057 (3)	0.0281 (9)
C2	0.3872 (4)	0.4075 (6)	0.3225 (4)	0.0361 (11)
H21	0.4369	0.5279	0.3386	0.043*
H22	0.4255	0.3481	0.2610	0.043*
C3	0.1789 (4)	0.5508 (7)	0.3973 (3)	0.0315 (11)
H31	0.0859	0.5840	0.3829	0.038*
H32	0.2266	0.6724	0.4144	0.038*
C4	0.1651 (5)	0.2707 (7)	0.2754 (3)	0.0330 (11)
H41	0.2042	0.2120	0.2140	0.040*
H42	0.0719	0.3031	0.2612	0.040*
C5	0.1743 (6)	0.1266 (7)	0.3651 (4)	0.0356 (14)
H5	0.1251	0.0048	0.3477	0.043*
C6	0.3174 (6)	0.0759 (8)	0.3849 (5)	0.0418 (15)
H61	0.3563	0.0147	0.3241	0.050*
H62	0.3233	−0.0185	0.4413	0.050*
C7	0.3940 (4)	0.2628 (8)	0.4118 (4)	0.0372 (13)
H7	0.4880	0.2294	0.4261	0.045*
C8	0.3321 (6)	0.3549 (7)	0.5051 (4)	0.0345 (14)
H81	0.3807	0.4752	0.5229	0.041*
H82	0.3390	0.2633	0.5627	0.041*
C9	0.1869 (6)	0.4047 (7)	0.4865 (4)	0.0317 (13)
H9	0.1480	0.4648	0.5486	0.038*
C10	0.1118 (5)	0.2199 (8)	0.4592 (4)	0.0369 (13)
H101	0.0184	0.2519	0.4454	0.044*
H102	0.1149	0.1268	0.5163	0.044*

	U11	U22	U33	U12	U13	U23
Br1	0.0506 (3)	0.0472 (3)	0.0339 (2)	−0.0028 (3)	−0.0007 (3)	0.0092 (2)
C1	0.030 (2)	0.0264 (19)	0.0282 (19)	−0.0018 (18)	0.003 (4)	0.0013 (18)
C2	0.027 (2)	0.040 (3)	0.042 (3)	−0.006 (2)	0.007 (2)	−0.002 (2)
C3	0.031 (3)	0.026 (2)	0.037 (3)	0.000 (2)	0.001 (2)	−0.005 (2)
C4	0.029 (2)	0.037 (3)	0.033 (2)	−0.008 (2)	−0.001 (2)	−0.009 (2)
C5	0.042 (3)	0.023 (3)	0.042 (3)	−0.010 (2)	0.000 (3)	−0.003 (2)
C6	0.050 (4)	0.029 (3)	0.046 (3)	0.001 (3)	0.006 (3)	−0.002 (3)
C7	0.024 (2)	0.040 (3)	0.048 (4)	−0.006 (3)	−0.005 (2)	0.002 (3)
C8	0.035 (3)	0.036 (3)	0.033 (3)	−0.012 (3)	−0.009 (2)	0.002 (2)
C9	0.036 (3)	0.031 (3)	0.029 (3)	−0.007 (2)	0.003 (2)	−0.003 (2)
C10	0.033 (3)	0.035 (3)	0.043 (3)	−0.008 (2)	0.004 (3)	0.001 (2)

Br1—C1	2.008 (4)	C5—C10	1.538 (8)
C1—C3	1.518 (6)	C5—H5	1.0000
C1—C4	1.533 (6)	C6—C7	1.540 (8)
C1—C2	1.533 (6)	C6—H61	0.9900
C2—C7	1.545 (7)	C6—H62	0.9900
C2—H21	0.9900	C7—C8	1.523 (8)
C2—H22	0.9900	C7—H7	1.0000
C3—C9	1.551 (6)	C8—C9	1.533 (7)
C3—H31	0.9900	C8—H81	0.9900
C3—H32	0.9900	C8—H82	0.9900
C4—C5	1.547 (7)	C9—C10	1.522 (7)
C4—H41	0.9900	C9—H9	1.0000
C4—H42	0.9900	C10—H101	0.9900
C5—C6	1.517 (8)	C10—H102	0.9900
C3—C1—C4	110.8 (4)	C5—C6—C7	109.4 (5)
C3—C1—C2	112.3 (4)	C5—C6—H61	109.8
C4—C1—C2	110.6 (4)	C7—C6—H61	109.8
C3—C1—Br1	107.9 (3)	C5—C6—H62	109.8
C4—C1—Br1	108.2 (3)	C7—C6—H62	109.8
C2—C1—Br1	106.9 (3)	H61—C6—H62	108.2
C1—C2—C7	106.8 (4)	C8—C7—C6	108.9 (4)
C1—C2—H21	110.4	C8—C7—C2	109.6 (4)
C7—C2—H21	110.4	C6—C7—C2	109.6 (4)
C1—C2—H22	110.4	C8—C7—H7	109.6
C7—C2—H22	110.4	C6—C7—H7	109.6
H21—C2—H22	108.6	C2—C7—H7	109.6
C1—C3—C9	107.9 (4)	C7—C8—C9	111.1 (5)
C1—C3—H31	110.1	C7—C8—H81	109.4
C9—C3—H31	110.1	C9—C8—H81	109.4
C1—C3—H32	110.1	C7—C8—H82	109.4
C9—C3—H32	110.1	C9—C8—H82	109.4
H31—C3—H32	108.4	H81—C8—H82	108.0
C1—C4—C5	107.1 (4)	C10—C9—C8	109.5 (5)
C1—C4—H41	110.3	C10—C9—C3	109.3 (4)
C5—C4—H41	110.3	C8—C9—C3	108.4 (4)
C1—C4—H42	110.3	C10—C9—H9	109.9
C5—C4—H42	110.3	C8—C9—H9	109.9
H41—C4—H42	108.5	C3—C9—H9	109.9
C6—C5—C10	110.5 (5)	C9—C10—C5	109.4 (4)
C6—C5—C4	109.7 (5)	C9—C10—H101	109.8
C10—C5—C4	109.4 (4)	C5—C10—H101	109.8
C6—C5—H5	109.1	C9—C10—H102	109.8
C10—C5—H5	109.1	C5—C10—H102	109.8
C4—C5—H5	109.1	H101—C10—H102	108.2
C3—C1—C2—C7	61.4 (5)	C5—C6—C7—C2	−60.8 (6)
C4—C1—C2—C7	−62.9 (5)	C1—C2—C7—C8	−58.8 (5)
Br1—C1—C2—C7	179.5 (3)	C1—C2—C7—C6	60.6 (5)
C4—C1—C3—C9	62.2 (5)	C6—C7—C8—C9	−59.1 (6)
C2—C1—C3—C9	−62.0 (5)	C2—C7—C8—C9	60.7 (5)
Br1—C1—C3—C9	−179.5 (3)	C7—C8—C9—C10	59.1 (5)
C3—C1—C4—C5	−62.2 (5)	C7—C8—C9—C3	−60.0 (5)
C2—C1—C4—C5	62.9 (5)	C1—C3—C9—C10	−60.4 (5)
Br1—C1—C4—C5	179.6 (3)	C1—C3—C9—C8	58.9 (5)
C1—C4—C5—C6	−60.9 (6)	C8—C9—C10—C5	−58.0 (6)
C1—C4—C5—C10	60.5 (5)	C3—C9—C10—C5	60.6 (5)
C10—C5—C6—C7	−60.0 (6)	C6—C5—C10—C9	59.7 (6)
C4—C5—C6—C7	60.7 (6)	C4—C5—C10—C9	−61.2 (5)
C5—C6—C7—C8	59.1 (6)