(E)-N'-(5-Bromo-2-hy-droxy-benzyl-idene)-4-(dimethyl-amino)-benzohydrazide.

The title compound, C(16)H(16)BrN(3)O(2), crystallized with two independent molcules in the asymmetric unit. Each mol-ecule has an E conformation about the C=N bond and the dihedral angles between the benzene rings are 30.5 (3) and 28.7 (3)°. In each mol-ecule, there is an O-H⋯N hydrogen bond and the two mol-ecules are linked by an N-H⋯O hydrogen bond. In the crystal, mol-ecules are further linked via N-H⋯O hydrogen bonds into chains propagating along [001].

Related literature

For further details concerning benzohydrazone compounds, see: Wang et al. (2012 ▶); Horkaew et al. (2012 ▶); Li (2011a ▶,b ▶, 2012 ▶).

Experimental

Crystal data

C16H16BrN3O2

M = 362.23

Monoclinic,

a = 35.3800 (12) Å

b = 10.452 (1) Å

c = 18.5070 (15) Å

β = 111.463 (2)°

V = 6369.1 (8) Å3

Z = 16

Mo Kα radiation

μ = 2.59 mm−1

T = 298 K

0.20 × 0.20 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.625, T max = 0.653

25287 measured reflections

6931 independent reflections

2320 reflections with I > 2σ(I)

R int = 0.168

Refinement

R[F 2 > 2σ(F 2)] = 0.065

wR(F 2) = 0.197

S = 0.94

6931 reflections

411 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.70 e Å−3

Δρmin = −0.44 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812013785/su2400sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812013785/su2400Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536812013785/su2400Isup3.cml

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

C16H16BrN3O2	F(000) = 2944
Mr = 362.23	Dx = 1.511 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1759 reflections
a = 35.3800 (12) Å	θ = 2.3–24.3°
b = 10.452 (1) Å	µ = 2.59 mm−1
c = 18.5070 (15) Å	T = 298 K
β = 111.463 (2)°	Block, colourless
V = 6369.1 (8) Å3	0.20 × 0.20 × 0.18 mm
Z = 16

Bruker SMART CCD area-detector diffractometer	6931 independent reflections
Radiation source: fine-focus sealed tube	2320 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.168
ω scans	θmax = 27.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −43→45
Tmin = 0.625, Tmax = 0.653	k = −13→12
25287 measured reflections	l = −23→23

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)] = 0.065	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.197	H atoms treated by a mixture of independent and constrained refinement
S = 0.94	w = 1/[σ2(Fo2) + (0.0705P)2] where P = (Fo2 + 2Fc2)/3
6931 reflections	(Δ/σ)max < 0.001
411 parameters	Δρmax = 0.70 e Å−3
3 restraints	Δρmin = −0.44 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Br1	0.05924 (3)	−0.17985 (8)	0.26798 (6)	0.1074 (4)
O1	0.09419 (15)	0.3023 (6)	0.4577 (3)	0.0859 (16)
O2	0.19862 (13)	0.4457 (4)	0.5806 (2)	0.0575 (12)
N1	0.16745 (16)	0.2904 (5)	0.4615 (3)	0.0483 (14)
N2	0.20495 (17)	0.3485 (5)	0.4771 (3)	0.0488 (14)
N3	0.34499 (18)	0.7781 (5)	0.5532 (3)	0.0642 (16)
C1	0.1174 (2)	0.1398 (6)	0.3926 (3)	0.0457 (16)
C2	0.0872 (2)	0.1945 (7)	0.4124 (4)	0.0616 (19)
C3	0.0489 (3)	0.1427 (9)	0.3884 (4)	0.081 (2)
H3	0.0285	0.1829	0.4005	0.097*
C4	0.0410 (2)	0.0325 (9)	0.3468 (4)	0.078 (2)
H4	0.0153	−0.0046	0.3319	0.094*
C5	0.0707 (3)	−0.0244 (7)	0.3268 (4)	0.067 (2)
C6	0.1089 (2)	0.0274 (6)	0.3481 (4)	0.0601 (19)
H6	0.1286	−0.0112	0.3333	0.072*
C7	0.15762 (19)	0.1970 (6)	0.4126 (4)	0.0487 (17)
H7	0.1757	0.1668	0.3907	0.058*
C8	0.2167 (2)	0.4381 (6)	0.5350 (4)	0.0462 (16)
C9	0.25160 (19)	0.5209 (6)	0.5393 (3)	0.0421 (15)
C10	0.27268 (19)	0.5113 (6)	0.4902 (3)	0.0473 (16)
H10	0.2659	0.4464	0.4533	0.057*
C11	0.30347 (19)	0.5941 (6)	0.4937 (3)	0.0513 (17)
H11	0.3172	0.5836	0.4599	0.062*
C12	0.31442 (19)	0.6953 (6)	0.5485 (4)	0.0468 (16)
C13	0.2933 (2)	0.7025 (6)	0.5984 (4)	0.0570 (19)
H13	0.3003	0.7656	0.6365	0.068*
C14	0.2622 (2)	0.6194 (6)	0.5936 (4)	0.0540 (18)
H14	0.2482	0.6294	0.6270	0.065*
C15	0.3659 (2)	0.7698 (7)	0.5001 (5)	0.088 (3)
H15A	0.3793	0.6885	0.5060	0.132*
H15B	0.3856	0.8372	0.5108	0.132*
H15C	0.3467	0.7781	0.4479	0.132*
C16	0.3560 (2)	0.8819 (6)	0.6096 (4)	0.082 (2)
H16A	0.3324	0.9323	0.6037	0.123*
H16B	0.3762	0.9348	0.6012	0.123*
H16C	0.3668	0.8470	0.6612	0.123*
Br2	−0.01643 (2)	0.70242 (8)	0.01969 (5)	0.0909 (4)
O3	0.10533 (15)	0.3944 (4)	0.2737 (3)	0.0643 (13)
H3A	0.1282	0.4005	0.2723	0.097*
O4	0.21854 (13)	0.3436 (4)	0.3307 (2)	0.0555 (12)
N4	0.15959 (17)	0.4691 (5)	0.2196 (3)	0.0499 (14)
N5	0.19915 (17)	0.4732 (5)	0.2255 (3)	0.0520 (14)
N6	0.39439 (18)	0.5341 (5)	0.3585 (3)	0.0650 (16)
C17	0.0911 (2)	0.5253 (6)	0.1589 (4)	0.0453 (16)
C18	0.0787 (2)	0.4598 (6)	0.2135 (4)	0.0508 (17)
C19	0.0387 (3)	0.4636 (7)	0.2065 (5)	0.072 (2)
H19	0.0306	0.4175	0.2414	0.086*
C20	0.0101 (2)	0.5342 (8)	0.1489 (5)	0.075 (2)
H20	−0.0168	0.5370	0.1456	0.090*
C21	0.0222 (2)	0.6009 (7)	0.0961 (4)	0.0591 (19)
C22	0.0617 (2)	0.5949 (6)	0.1007 (4)	0.0533 (18)
H22	0.0691	0.6384	0.0641	0.064*
C23	0.1324 (2)	0.5246 (6)	0.1638 (4)	0.0492 (17)
H23	0.1394	0.5653	0.1257	0.059*
C24	0.2283 (2)	0.4141 (6)	0.2863 (4)	0.0445 (16)
C25	0.27063 (18)	0.4424 (5)	0.2981 (3)	0.0389 (15)
C26	0.3015 (2)	0.3623 (6)	0.3429 (3)	0.0506 (17)
H26	0.2944	0.2859	0.3604	0.061*
C27	0.3415 (2)	0.3897 (6)	0.3625 (4)	0.0552 (18)
H27	0.3608	0.3324	0.3933	0.066*
C28	0.3544 (2)	0.5040 (6)	0.3371 (4)	0.0466 (16)
C29	0.3231 (2)	0.5837 (6)	0.2899 (4)	0.0532 (18)
H29	0.3299	0.6590	0.2707	0.064*
C30	0.2829 (2)	0.5538 (6)	0.2713 (3)	0.0494 (17)
H30	0.2633	0.6094	0.2398	0.059*
C31	0.4259 (2)	0.4599 (8)	0.4144 (5)	0.104 (3)
H31A	0.4193	0.4464	0.4597	0.155*
H31B	0.4513	0.5050	0.4288	0.155*
H31C	0.4283	0.3788	0.3921	0.155*
C32	0.4071 (2)	0.6560 (6)	0.3366 (4)	0.069 (2)
H32A	0.3908	0.6751	0.2836	0.103*
H32B	0.4351	0.6508	0.3420	0.103*
H32C	0.4039	0.7224	0.3697	0.103*
H2	0.2137 (19)	0.345 (6)	0.437 (3)	0.080*
H5	0.2045 (19)	0.509 (6)	0.186 (3)	0.080*
H1	0.1197 (5)	0.314 (7)	0.471 (4)	0.080*

	U11	U22	U33	U12	U13	U23
Br1	0.0913 (7)	0.0587 (6)	0.1314 (9)	−0.0037 (5)	−0.0073 (6)	−0.0273 (5)
O1	0.075 (4)	0.097 (4)	0.096 (4)	−0.017 (4)	0.043 (4)	−0.043 (4)
O2	0.077 (3)	0.058 (3)	0.047 (3)	−0.006 (2)	0.034 (3)	−0.007 (2)
N1	0.061 (4)	0.041 (3)	0.044 (3)	−0.002 (3)	0.021 (3)	0.002 (3)
N2	0.062 (4)	0.049 (3)	0.040 (3)	−0.005 (3)	0.024 (3)	−0.005 (3)
N3	0.069 (4)	0.059 (4)	0.068 (4)	−0.013 (3)	0.029 (4)	−0.004 (3)
C1	0.053 (5)	0.045 (4)	0.037 (4)	0.000 (4)	0.014 (3)	0.007 (3)
C2	0.066 (5)	0.065 (5)	0.056 (5)	−0.008 (5)	0.025 (4)	−0.008 (4)
C3	0.070 (6)	0.103 (7)	0.074 (6)	−0.010 (5)	0.033 (5)	−0.011 (5)
C4	0.061 (5)	0.090 (7)	0.073 (6)	−0.016 (5)	0.011 (5)	0.004 (5)
C5	0.077 (6)	0.047 (5)	0.058 (5)	−0.011 (4)	0.001 (4)	−0.004 (4)
C6	0.067 (5)	0.052 (5)	0.051 (4)	0.001 (4)	0.010 (4)	−0.001 (4)
C7	0.056 (5)	0.047 (4)	0.043 (4)	0.011 (4)	0.019 (3)	0.008 (4)
C8	0.060 (4)	0.044 (4)	0.033 (4)	0.009 (4)	0.015 (3)	0.001 (3)
C9	0.052 (4)	0.037 (4)	0.040 (4)	0.005 (3)	0.020 (3)	0.000 (3)
C10	0.059 (4)	0.042 (4)	0.046 (4)	−0.001 (4)	0.025 (4)	−0.007 (3)
C11	0.061 (5)	0.057 (5)	0.045 (4)	−0.003 (4)	0.031 (4)	−0.011 (4)
C12	0.054 (4)	0.037 (4)	0.049 (4)	0.001 (4)	0.017 (4)	−0.001 (3)
C13	0.075 (5)	0.043 (4)	0.048 (4)	−0.009 (4)	0.017 (4)	−0.015 (3)
C14	0.075 (5)	0.045 (4)	0.051 (4)	−0.001 (4)	0.033 (4)	−0.004 (4)
C15	0.079 (6)	0.092 (6)	0.102 (6)	−0.037 (5)	0.044 (5)	−0.015 (5)
C16	0.102 (6)	0.043 (4)	0.082 (6)	−0.016 (4)	0.012 (5)	−0.010 (4)
Br2	0.0675 (6)	0.0902 (7)	0.1043 (7)	0.0140 (5)	0.0188 (5)	0.0122 (5)
O3	0.083 (4)	0.052 (3)	0.064 (3)	−0.001 (3)	0.034 (3)	0.003 (3)
O4	0.072 (3)	0.050 (3)	0.044 (3)	−0.016 (2)	0.021 (2)	0.000 (2)
N4	0.050 (4)	0.047 (3)	0.056 (4)	−0.005 (3)	0.023 (3)	−0.003 (3)
N5	0.060 (4)	0.052 (4)	0.045 (4)	−0.003 (3)	0.020 (3)	0.012 (3)
N6	0.058 (4)	0.054 (4)	0.080 (4)	−0.002 (3)	0.022 (3)	0.016 (3)
C17	0.053 (4)	0.034 (4)	0.048 (4)	−0.005 (3)	0.018 (4)	−0.004 (3)
C18	0.064 (5)	0.039 (4)	0.058 (5)	−0.009 (4)	0.032 (4)	−0.010 (4)
C19	0.080 (6)	0.071 (5)	0.080 (6)	0.000 (5)	0.046 (5)	0.007 (5)
C20	0.060 (5)	0.084 (6)	0.091 (6)	0.001 (5)	0.039 (5)	−0.001 (5)
C21	0.052 (5)	0.059 (5)	0.065 (5)	−0.004 (4)	0.021 (4)	−0.007 (4)
C22	0.065 (5)	0.041 (4)	0.060 (5)	−0.011 (4)	0.030 (4)	−0.008 (4)
C23	0.051 (4)	0.050 (4)	0.045 (4)	0.000 (4)	0.015 (4)	−0.001 (3)
C24	0.062 (5)	0.039 (4)	0.033 (4)	−0.004 (4)	0.018 (4)	−0.005 (3)
C25	0.052 (4)	0.036 (4)	0.032 (4)	0.000 (3)	0.019 (3)	0.006 (3)
C26	0.075 (5)	0.026 (4)	0.051 (4)	−0.002 (4)	0.023 (4)	0.001 (3)
C27	0.057 (5)	0.043 (4)	0.060 (5)	0.007 (4)	0.016 (4)	0.005 (4)
C28	0.059 (5)	0.033 (4)	0.050 (4)	−0.001 (4)	0.022 (4)	0.000 (3)
C29	0.073 (5)	0.036 (4)	0.053 (4)	−0.002 (4)	0.025 (4)	0.007 (3)
C30	0.064 (5)	0.039 (4)	0.043 (4)	0.002 (3)	0.017 (3)	0.012 (3)
C31	0.069 (6)	0.081 (6)	0.135 (8)	−0.005 (5)	0.007 (5)	0.029 (6)
C32	0.080 (5)	0.059 (5)	0.068 (5)	−0.017 (4)	0.029 (4)	0.007 (4)

Br1—C5	1.915 (7)	Br2—C21	1.893 (7)
O1—C2	1.372 (8)	O3—C18	1.352 (7)
O1—H1	0.852 (10)	O3—H3A	0.8200
O2—C8	1.232 (7)	O4—C24	1.244 (7)
N1—C7	1.290 (7)	N4—C23	1.266 (7)
N1—N2	1.390 (7)	N4—N5	1.364 (7)
N2—C8	1.369 (7)	N5—C24	1.364 (7)
N2—H2	0.900 (10)	N5—H5	0.900 (10)
N3—C12	1.363 (7)	N6—C28	1.358 (7)
N3—C15	1.432 (8)	N6—C31	1.440 (8)
N3—C16	1.456 (8)	N6—C32	1.457 (8)
C1—C2	1.375 (9)	C17—C22	1.396 (8)
C1—C6	1.403 (8)	C17—C18	1.417 (8)
C1—C7	1.460 (8)	C17—C23	1.432 (8)
C2—C3	1.375 (9)	C18—C19	1.373 (9)
C3—C4	1.356 (10)	C19—C20	1.385 (9)
C3—H3	0.9300	C19—H19	0.9300
C4—C5	1.370 (10)	C20—C21	1.391 (9)
C4—H4	0.9300	C20—H20	0.9300
C5—C6	1.374 (9)	C21—C22	1.368 (8)
C6—H6	0.9300	C22—H22	0.9300
C7—H7	0.9300	C23—H23	0.9300
C8—C9	1.487 (8)	C24—C25	1.462 (8)
C9—C10	1.373 (8)	C25—C26	1.384 (8)
C9—C14	1.391 (8)	C25—C30	1.396 (8)
C10—C11	1.374 (8)	C26—C27	1.356 (8)
C10—H10	0.9300	C26—H26	0.9300
C11—C12	1.418 (8)	C27—C28	1.420 (8)
C11—H11	0.9300	C27—H27	0.9300
C12—C13	1.387 (9)	C28—C29	1.406 (8)
C13—C14	1.377 (8)	C29—C30	1.371 (8)
C13—H13	0.9300	C29—H29	0.9300
C14—H14	0.9300	C30—H30	0.9300
C15—H15A	0.9600	C31—H31A	0.9600
C15—H15B	0.9600	C31—H31B	0.9600
C15—H15C	0.9600	C31—H31C	0.9600
C16—H16A	0.9600	C32—H32A	0.9600
C16—H16B	0.9600	C32—H32B	0.9600
C16—H16C	0.9600	C32—H32C	0.9600
C2—O1—H1	104 (5)	C18—O3—H3A	109.5
C7—N1—N2	117.9 (5)	C23—N4—N5	120.0 (5)
C8—N2—N1	116.9 (5)	N4—N5—C24	119.7 (5)
C8—N2—H2	125 (5)	N4—N5—H5	118 (4)
N1—N2—H2	114 (4)	C24—N5—H5	122 (4)
C12—N3—C15	121.0 (6)	C28—N6—C31	122.3 (6)
C12—N3—C16	121.1 (6)	C28—N6—C32	121.1 (6)
C15—N3—C16	117.8 (6)	C31—N6—C32	115.7 (6)
C2—C1—C6	118.9 (6)	C22—C17—C18	117.7 (6)
C2—C1—C7	122.8 (6)	C22—C17—C23	120.4 (6)
C6—C1—C7	118.3 (6)	C18—C17—C23	121.9 (6)
O1—C2—C1	121.5 (7)	O3—C18—C19	118.4 (7)
O1—C2—C3	117.1 (7)	O3—C18—C17	121.8 (6)
C1—C2—C3	121.4 (7)	C19—C18—C17	119.7 (7)
C4—C3—C2	119.5 (8)	C18—C19—C20	121.7 (7)
C4—C3—H3	120.2	C18—C19—H19	119.1
C2—C3—H3	120.2	C20—C19—H19	119.1
C3—C4—C5	120.1 (7)	C19—C20—C21	118.7 (7)
C3—C4—H4	119.9	C19—C20—H20	120.6
C5—C4—H4	119.9	C21—C20—H20	120.6
C4—C5—C6	121.6 (7)	C22—C21—C20	120.3 (7)
C4—C5—Br1	119.9 (6)	C22—C21—Br2	120.9 (6)
C6—C5—Br1	118.5 (7)	C20—C21—Br2	118.7 (6)
C5—C6—C1	118.4 (7)	C21—C22—C17	121.8 (6)
C5—C6—H6	120.8	C21—C22—H22	119.1
C1—C6—H6	120.8	C17—C22—H22	119.1
N1—C7—C1	118.4 (6)	N4—C23—C17	120.4 (6)
N1—C7—H7	120.8	N4—C23—H23	119.8
C1—C7—H7	120.8	C17—C23—H23	119.8
O2—C8—N2	119.7 (6)	O4—C24—N5	120.2 (6)
O2—C8—C9	123.7 (6)	O4—C24—C25	122.6 (6)
N2—C8—C9	116.6 (6)	N5—C24—C25	117.1 (6)
C10—C9—C14	117.6 (6)	C26—C25—C30	115.9 (6)
C10—C9—C8	124.3 (6)	C26—C25—C24	120.5 (6)
C14—C9—C8	118.0 (6)	C30—C25—C24	123.4 (6)
C9—C10—C11	122.4 (6)	C27—C26—C25	123.4 (6)
C9—C10—H10	118.8	C27—C26—H26	118.3
C11—C10—H10	118.8	C25—C26—H26	118.3
C10—C11—C12	120.5 (6)	C26—C27—C28	121.4 (6)
C10—C11—H11	119.7	C26—C27—H27	119.3
C12—C11—H11	119.7	C28—C27—H27	119.3
N3—C12—C13	122.2 (6)	N6—C28—C29	122.8 (6)
N3—C12—C11	121.5 (6)	N6—C28—C27	121.8 (6)
C13—C12—C11	116.3 (6)	C29—C28—C27	115.3 (6)
C14—C13—C12	122.3 (6)	C30—C29—C28	122.0 (6)
C14—C13—H13	118.9	C30—C29—H29	119.0
C12—C13—H13	118.9	C28—C29—H29	119.0
C13—C14—C9	120.8 (6)	C29—C30—C25	122.1 (6)
C13—C14—H14	119.6	C29—C30—H30	119.0
C9—C14—H14	119.6	C25—C30—H30	119.0
N3—C15—H15A	109.5	N6—C31—H31A	109.5
N3—C15—H15B	109.5	N6—C31—H31B	109.5
H15A—C15—H15B	109.5	H31A—C31—H31B	109.5
N3—C15—H15C	109.5	N6—C31—H31C	109.5
H15A—C15—H15C	109.5	H31A—C31—H31C	109.5
H15B—C15—H15C	109.5	H31B—C31—H31C	109.5
N3—C16—H16A	109.5	N6—C32—H32A	109.5
N3—C16—H16B	109.5	N6—C32—H32B	109.5
H16A—C16—H16B	109.5	H32A—C32—H32B	109.5
N3—C16—H16C	109.5	N6—C32—H32C	109.5
H16A—C16—H16C	109.5	H32A—C32—H32C	109.5
H16B—C16—H16C	109.5	H32B—C32—H32C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1	0.85 (1)	1.78 (3)	2.570 (7)	153 (7)
O3—H3A···N4	0.82	1.87	2.588 (7)	146
N2—H2···O4	0.90 (1)	2.04 (2)	2.920 (6)	166 (6)
N5—H5···O2i	0.90 (1)	1.95 (3)	2.807 (7)	160 (6)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯N1	0.85 (1)	1.78 (3)	2.570 (7)	153 (7)
O3—H3A⋯N4	0.82	1.87	2.588 (7)	146
N2—H2⋯O4	0.90 (1)	2.04 (2)	2.920 (6)	166 (6)
N5—H5⋯O2i	0.90 (1)	1.95 (3)	2.807 (7)	160 (6)

Symmetry code: (i) .