4-(3-Chloro-phen-yl)-3-[(2,6-difluoro-benz-yl)sulfan-yl]-5-(3,4,5-trimeth-oxy-phen-yl)-4H-1,2,4-triazole.

In the title compound, C(24)H(20)ClF(2)N(3)O(3)S, the essentially planar triazole ring (r.m.s. deviation = 0.001 Å) forms dihedral angles of 22.35 (10), 68.17 (10) and 42.01 (10)° with the mean planes of the trimeth-oxy-phenyl, chloro-phenyl and difluoro-phenyl rings, respectively. A weak intra-molecular C-H⋯π inter-action occurs. In the crystal, mol-ecules are linked into sheets lying parallel to the bc plane by C-H⋯O and C-H⋯N hydrogen bonds. The crystal packing also features weak C-H⋯π inter-actions.

Related literature

For the pharmacological activity of [1,2,4] triazole derivatives, see: Zhou et al. (2007 ▶); Chen et al. (2007 ▶); Isloor et al. (2010 ▶); Kalluraya et al. (2004 ▶); Sunil et al. (2009 ▶); Chandrakantha et al. (2010 ▶). For stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).

Experimental

Crystal data

C24H20ClF2N3O3S

M = 503.94

Monoclinic,

a = 9.9867 (2) Å

b = 21.5140 (3) Å

c = 11.9793 (2) Å

β = 117.197 (1)°

V = 2289.24 (7) Å3

Z = 4

Mo Kα radiation

μ = 0.31 mm−1

T = 100 K

0.36 × 0.17 × 0.11 mm

Data collection

Bruker SMART APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T min = 0.896, T max = 0.968

26235 measured reflections

6681 independent reflections

5130 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.110

S = 1.03

6681 reflections

310 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.33 e Å−3

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811048653/hb6503sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811048653/hb6503Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811048653/hb6503Isup3.cml

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

C24H20ClF2N3O3S	F(000) = 1040
Mr = 503.94	Dx = 1.462 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7706 reflections
a = 9.9867 (2) Å	θ = 2.3–30.0°
b = 21.5140 (3) Å	µ = 0.31 mm−1
c = 11.9793 (2) Å	T = 100 K
β = 117.197 (1)°	Block, colourless
V = 2289.24 (7) Å3	0.36 × 0.17 × 0.11 mm
Z = 4

Bruker SMART APEXII CCD diffractometer	6681 independent reflections
Radiation source: fine-focus sealed tube	5130 reflections with I > 2σ(I)
graphite	Rint = 0.039
φ and ω scans	θmax = 30.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2009)	h = −13→14
Tmin = 0.896, Tmax = 0.968	k = −30→28
26235 measured reflections	l = −16→13

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.110	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0429P)2 + 1.4878P] where P = (Fo2 + 2Fc2)/3
6681 reflections	(Δ/σ)max < 0.001
310 parameters	Δρmax = 0.43 e Å−3
0 restraints	Δρmin = −0.33 e Å−3

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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
Cl1	0.09590 (5)	0.86248 (3)	0.08433 (5)	0.03151 (13)
S1	0.68053 (5)	0.94142 (2)	0.38418 (4)	0.01701 (10)
F1	1.00621 (13)	0.87358 (6)	0.32771 (11)	0.0301 (3)
F2	0.68850 (14)	0.78856 (5)	0.47897 (11)	0.0313 (3)
O1	0.29452 (13)	0.86279 (6)	−0.34883 (11)	0.0175 (3)
O2	0.48997 (14)	0.88263 (6)	−0.44702 (11)	0.0175 (3)
O3	0.75145 (14)	0.93893 (6)	−0.31485 (11)	0.0182 (3)
N1	0.77291 (16)	0.99061 (7)	0.11532 (13)	0.0162 (3)
N2	0.79349 (16)	0.99452 (7)	0.23776 (13)	0.0163 (3)
N3	0.61625 (16)	0.92492 (6)	0.13604 (13)	0.0137 (3)
C1	0.47268 (19)	0.90647 (8)	−0.14903 (15)	0.0147 (3)
H1A	0.4059	0.8999	−0.1136	0.018*
C2	0.42908 (18)	0.89043 (8)	−0.27358 (15)	0.0146 (3)
C3	0.52434 (19)	0.90190 (8)	−0.32781 (15)	0.0139 (3)
C4	0.66518 (19)	0.92956 (8)	−0.25484 (15)	0.0143 (3)
C5	0.71188 (18)	0.94367 (8)	−0.12895 (15)	0.0146 (3)
H5A	0.8088	0.9609	−0.0791	0.018*
C6	0.61431 (19)	0.93212 (8)	−0.07673 (15)	0.0136 (3)
C7	0.66734 (18)	0.94915 (8)	0.05602 (15)	0.0137 (3)
C8	0.69995 (18)	0.95528 (8)	0.24881 (15)	0.0143 (3)
C9	0.50775 (19)	0.87636 (8)	0.11320 (14)	0.0139 (3)
C10	0.5402 (2)	0.81642 (8)	0.09147 (16)	0.0180 (3)
H10A	0.6346	0.8069	0.0944	0.022*
C11	0.4324 (2)	0.77023 (9)	0.06527 (16)	0.0216 (4)
H11A	0.4528	0.7289	0.0494	0.026*
C12	0.2952 (2)	0.78418 (9)	0.06222 (17)	0.0223 (4)
H12A	0.2215	0.7527	0.0442	0.027*
C13	0.2666 (2)	0.84463 (9)	0.08571 (16)	0.0196 (4)
C14	0.37204 (19)	0.89165 (8)	0.11156 (15)	0.0156 (3)
H14A	0.3518	0.9329	0.1276	0.019*
C15	0.8492 (2)	0.89379 (8)	0.47096 (16)	0.0180 (4)
H15A	0.9389	0.9180	0.4825	0.022*
H15B	0.8586	0.8847	0.5553	0.022*
C16	0.84819 (19)	0.83360 (8)	0.40752 (15)	0.0174 (3)
C17	0.9269 (2)	0.82486 (9)	0.33895 (16)	0.0201 (4)
C18	0.9289 (2)	0.76939 (9)	0.28106 (17)	0.0251 (4)
H18A	0.9852	0.7655	0.2354	0.030*
C19	0.8471 (2)	0.71991 (9)	0.29131 (18)	0.0270 (4)
H19A	0.8467	0.6815	0.2521	0.032*
C20	0.7655 (2)	0.72574 (9)	0.35825 (17)	0.0256 (4)
H20A	0.7092	0.6918	0.3657	0.031*
C21	0.7685 (2)	0.78214 (9)	0.41376 (16)	0.0208 (4)
C22	0.2031 (2)	0.84505 (9)	−0.29081 (17)	0.0204 (4)
H22A	0.1137	0.8230	−0.3518	0.031*
H22B	0.1720	0.8823	−0.2616	0.031*
H22C	0.2609	0.8178	−0.2193	0.031*
C23	0.3695 (2)	0.91553 (10)	−0.54687 (16)	0.0236 (4)
H23A	0.3463	0.8955	−0.6272	0.035*
H23B	0.4001	0.9587	−0.5485	0.035*
H23C	0.2801	0.9148	−0.5331	0.035*
C24	0.8921 (2)	0.97061 (9)	−0.24538 (18)	0.0237 (4)
H24A	0.9396	0.9779	−0.2999	0.036*
H24B	0.9586	0.9450	−0.1737	0.036*
H24C	0.8740	1.0105	−0.2151	0.036*

	U11	U22	U33	U12	U13	U23
Cl1	0.0222 (2)	0.0397 (3)	0.0385 (3)	−0.0091 (2)	0.0190 (2)	−0.0078 (2)
S1	0.0213 (2)	0.0192 (2)	0.01326 (19)	0.00148 (17)	0.01018 (16)	−0.00077 (16)
F1	0.0286 (6)	0.0313 (7)	0.0378 (7)	−0.0063 (5)	0.0217 (5)	−0.0054 (5)
F2	0.0480 (8)	0.0257 (6)	0.0333 (6)	−0.0054 (5)	0.0299 (6)	−0.0001 (5)
O1	0.0166 (6)	0.0213 (7)	0.0138 (6)	−0.0053 (5)	0.0063 (5)	−0.0016 (5)
O2	0.0221 (6)	0.0185 (6)	0.0120 (5)	0.0011 (5)	0.0080 (5)	−0.0016 (5)
O3	0.0198 (6)	0.0215 (6)	0.0170 (6)	−0.0054 (5)	0.0115 (5)	−0.0030 (5)
N1	0.0173 (7)	0.0187 (8)	0.0126 (7)	−0.0025 (6)	0.0068 (6)	−0.0017 (5)
N2	0.0183 (7)	0.0172 (7)	0.0131 (6)	−0.0016 (6)	0.0070 (6)	−0.0012 (5)
N3	0.0149 (6)	0.0134 (7)	0.0129 (6)	−0.0018 (5)	0.0064 (5)	−0.0013 (5)
C1	0.0160 (8)	0.0144 (8)	0.0136 (7)	0.0010 (6)	0.0066 (6)	0.0020 (6)
C2	0.0147 (8)	0.0132 (8)	0.0139 (8)	0.0007 (6)	0.0048 (6)	0.0015 (6)
C3	0.0176 (8)	0.0125 (8)	0.0109 (7)	0.0010 (6)	0.0060 (6)	−0.0002 (6)
C4	0.0164 (8)	0.0145 (8)	0.0143 (8)	−0.0001 (6)	0.0091 (6)	0.0016 (6)
C5	0.0152 (8)	0.0130 (8)	0.0148 (8)	−0.0012 (6)	0.0061 (6)	−0.0001 (6)
C6	0.0159 (7)	0.0120 (8)	0.0121 (7)	0.0013 (6)	0.0057 (6)	0.0015 (6)
C7	0.0153 (7)	0.0146 (8)	0.0122 (7)	0.0012 (6)	0.0070 (6)	0.0010 (6)
C8	0.0165 (8)	0.0146 (8)	0.0120 (7)	0.0018 (6)	0.0068 (6)	−0.0004 (6)
C9	0.0169 (8)	0.0148 (8)	0.0092 (7)	−0.0024 (6)	0.0053 (6)	0.0012 (6)
C10	0.0200 (8)	0.0157 (8)	0.0161 (8)	0.0013 (7)	0.0066 (7)	0.0005 (7)
C11	0.0283 (10)	0.0138 (8)	0.0188 (8)	−0.0022 (7)	0.0074 (7)	0.0004 (7)
C12	0.0261 (9)	0.0193 (9)	0.0190 (9)	−0.0098 (7)	0.0082 (7)	0.0005 (7)
C13	0.0194 (8)	0.0248 (10)	0.0157 (8)	−0.0039 (7)	0.0091 (7)	0.0001 (7)
C14	0.0189 (8)	0.0155 (8)	0.0135 (8)	−0.0013 (6)	0.0084 (6)	−0.0003 (6)
C15	0.0219 (9)	0.0170 (9)	0.0122 (8)	0.0002 (7)	0.0052 (7)	−0.0004 (6)
C16	0.0190 (8)	0.0162 (8)	0.0125 (8)	0.0018 (7)	0.0034 (6)	0.0006 (6)
C17	0.0185 (8)	0.0215 (9)	0.0184 (8)	−0.0004 (7)	0.0068 (7)	0.0001 (7)
C18	0.0259 (10)	0.0288 (11)	0.0206 (9)	0.0078 (8)	0.0105 (8)	−0.0015 (8)
C19	0.0343 (11)	0.0197 (10)	0.0210 (9)	0.0074 (8)	0.0075 (8)	−0.0015 (7)
C20	0.0332 (11)	0.0176 (9)	0.0217 (9)	0.0011 (8)	0.0087 (8)	0.0032 (7)
C21	0.0285 (10)	0.0198 (9)	0.0160 (8)	0.0023 (7)	0.0118 (7)	0.0030 (7)
C22	0.0168 (8)	0.0252 (10)	0.0196 (9)	−0.0050 (7)	0.0087 (7)	−0.0011 (7)
C23	0.0211 (9)	0.0335 (11)	0.0142 (8)	0.0018 (8)	0.0065 (7)	0.0021 (7)
C24	0.0233 (9)	0.0285 (10)	0.0242 (9)	−0.0108 (8)	0.0151 (8)	−0.0085 (8)

Cl1—C13	1.7404 (19)	C10—H10A	0.9500
S1—C8	1.7446 (17)	C11—C12	1.386 (3)
S1—C15	1.8352 (18)	C11—H11A	0.9500
F1—C17	1.357 (2)	C12—C13	1.388 (3)
F2—C21	1.355 (2)	C12—H12A	0.9500
O1—C2	1.366 (2)	C13—C14	1.389 (2)
O1—C22	1.429 (2)	C14—H14A	0.9500
O2—C3	1.3714 (19)	C15—C16	1.499 (2)
O2—C23	1.436 (2)	C15—H15A	0.9900
O3—C4	1.366 (2)	C15—H15B	0.9900
O3—C24	1.436 (2)	C16—C17	1.385 (3)
N1—C7	1.314 (2)	C16—C21	1.386 (3)
N1—N2	1.3875 (19)	C17—C18	1.385 (3)
N2—C8	1.310 (2)	C18—C19	1.381 (3)
N3—C7	1.378 (2)	C18—H18A	0.9500
N3—C8	1.385 (2)	C19—C20	1.385 (3)
N3—C9	1.439 (2)	C19—H19A	0.9500
C1—C6	1.391 (2)	C20—C21	1.377 (3)
C1—C2	1.393 (2)	C20—H20A	0.9500
C1—H1A	0.9500	C22—H22A	0.9800
C2—C3	1.397 (2)	C22—H22B	0.9800
C3—C4	1.405 (2)	C22—H22C	0.9800
C4—C5	1.393 (2)	C23—H23A	0.9800
C5—C6	1.400 (2)	C23—H23B	0.9800
C5—H5A	0.9500	C23—H23C	0.9800
C6—C7	1.474 (2)	C24—H24A	0.9800
C9—C10	1.383 (2)	C24—H24B	0.9800
C9—C14	1.386 (2)	C24—H24C	0.9800
C10—C11	1.392 (3)
C8—S1—C15	99.14 (8)	C14—C13—Cl1	118.74 (14)
C2—O1—C22	116.74 (13)	C9—C14—C13	117.84 (16)
C3—O2—C23	115.73 (13)	C9—C14—H14A	121.1
C4—O3—C24	116.76 (13)	C13—C14—H14A	121.1
C7—N1—N2	107.89 (13)	C16—C15—S1	113.79 (12)
C8—N2—N1	107.45 (13)	C16—C15—H15A	108.8
C7—N3—C8	104.48 (13)	S1—C15—H15A	108.8
C7—N3—C9	128.96 (14)	C16—C15—H15B	108.8
C8—N3—C9	126.46 (14)	S1—C15—H15B	108.8
C6—C1—C2	119.75 (15)	H15A—C15—H15B	107.7
C6—C1—H1A	120.1	C17—C16—C21	114.80 (16)
C2—C1—H1A	120.1	C17—C16—C15	122.94 (16)
O1—C2—C1	123.12 (15)	C21—C16—C15	122.26 (16)
O1—C2—C3	116.34 (14)	F1—C17—C18	118.26 (17)
C1—C2—C3	120.54 (15)	F1—C17—C16	117.97 (16)
O2—C3—C2	122.08 (15)	C18—C17—C16	123.77 (18)
O2—C3—C4	118.62 (15)	C19—C18—C17	118.37 (18)
C2—C3—C4	119.10 (15)	C19—C18—H18A	120.8
O3—C4—C5	123.91 (15)	C17—C18—H18A	120.8
O3—C4—C3	115.34 (14)	C18—C19—C20	120.65 (18)
C5—C4—C3	120.70 (15)	C18—C19—H19A	119.7
C4—C5—C6	119.21 (15)	C20—C19—H19A	119.7
C4—C5—H5A	120.4	C21—C20—C19	118.10 (18)
C6—C5—H5A	120.4	C21—C20—H20A	121.0
C1—C6—C5	120.63 (15)	C19—C20—H20A	121.0
C1—C6—C7	122.13 (15)	F2—C21—C20	118.68 (17)
C5—C6—C7	117.23 (15)	F2—C21—C16	117.01 (16)
N1—C7—N3	109.96 (14)	C20—C21—C16	124.31 (18)
N1—C7—C6	123.75 (15)	O1—C22—H22A	109.5
N3—C7—C6	126.29 (15)	O1—C22—H22B	109.5
N2—C8—N3	110.22 (14)	H22A—C22—H22B	109.5
N2—C8—S1	126.26 (13)	O1—C22—H22C	109.5
N3—C8—S1	123.52 (13)	H22A—C22—H22C	109.5
C10—C9—C14	122.02 (16)	H22B—C22—H22C	109.5
C10—C9—N3	119.47 (15)	O2—C23—H23A	109.5
C14—C9—N3	118.49 (15)	O2—C23—H23B	109.5
C9—C10—C11	118.98 (17)	H23A—C23—H23B	109.5
C9—C10—H10A	120.5	O2—C23—H23C	109.5
C11—C10—H10A	120.5	H23A—C23—H23C	109.5
C12—C11—C10	120.31 (17)	H23B—C23—H23C	109.5
C12—C11—H11A	119.8	O3—C24—H24A	109.5
C10—C11—H11A	119.8	O3—C24—H24B	109.5
C11—C12—C13	119.34 (17)	H24A—C24—H24B	109.5
C11—C12—H12A	120.3	O3—C24—H24C	109.5
C13—C12—H12A	120.3	H24A—C24—H24C	109.5
C12—C13—C14	121.50 (17)	H24B—C24—H24C	109.5
C12—C13—Cl1	119.76 (14)
C7—N1—N2—C8	0.07 (18)	C9—N3—C8—N2	176.61 (15)
C22—O1—C2—C1	−5.8 (2)	C7—N3—C8—S1	−179.61 (12)
C22—O1—C2—C3	173.75 (15)	C9—N3—C8—S1	−3.0 (2)
C6—C1—C2—O1	177.28 (15)	C15—S1—C8—N2	−76.25 (16)
C6—C1—C2—C3	−2.3 (2)	C15—S1—C8—N3	103.35 (15)
C23—O2—C3—C2	71.3 (2)	C7—N3—C9—C10	65.5 (2)
C23—O2—C3—C4	−113.93 (18)	C8—N3—C9—C10	−110.22 (19)
O1—C2—C3—O2	−4.5 (2)	C7—N3—C9—C14	−113.38 (19)
C1—C2—C3—O2	175.11 (15)	C8—N3—C9—C14	70.9 (2)
O1—C2—C3—C4	−179.25 (15)	C14—C9—C10—C11	1.0 (2)
C1—C2—C3—C4	0.3 (2)	N3—C9—C10—C11	−177.84 (15)
C24—O3—C4—C5	−6.1 (2)	C9—C10—C11—C12	−0.6 (3)
C24—O3—C4—C3	176.26 (15)	C10—C11—C12—C13	−0.1 (3)
O2—C3—C4—O3	4.8 (2)	C11—C12—C13—C14	0.4 (3)
C2—C3—C4—O3	179.76 (15)	C11—C12—C13—Cl1	−179.09 (14)
O2—C3—C4—C5	−172.94 (15)	C10—C9—C14—C13	−0.7 (2)
C2—C3—C4—C5	2.0 (2)	N3—C9—C14—C13	178.12 (14)
O3—C4—C5—C6	−179.94 (15)	C12—C13—C14—C9	0.0 (3)
C3—C4—C5—C6	−2.4 (2)	Cl1—C13—C14—C9	179.49 (12)
C2—C1—C6—C5	1.9 (2)	C8—S1—C15—C16	−63.03 (14)
C2—C1—C6—C7	−179.10 (15)	S1—C15—C16—C17	100.76 (18)
C4—C5—C6—C1	0.4 (2)	S1—C15—C16—C21	−79.58 (19)
C4—C5—C6—C7	−178.63 (15)	C21—C16—C17—F1	179.26 (15)
N2—N1—C7—N3	−0.04 (19)	C15—C16—C17—F1	−1.1 (3)
N2—N1—C7—C6	−179.95 (15)	C21—C16—C17—C18	−0.5 (3)
C8—N3—C7—N1	0.00 (18)	C15—C16—C17—C18	179.14 (17)
C9—N3—C7—N1	−176.45 (16)	F1—C17—C18—C19	−179.36 (16)
C8—N3—C7—C6	179.90 (16)	C16—C17—C18—C19	0.4 (3)
C9—N3—C7—C6	3.5 (3)	C17—C18—C19—C20	−0.2 (3)
C1—C6—C7—N1	−156.64 (17)	C18—C19—C20—C21	0.1 (3)
C5—C6—C7—N1	22.4 (2)	C19—C20—C21—F2	179.65 (17)
C1—C6—C7—N3	23.5 (3)	C19—C20—C21—C16	−0.2 (3)
C5—C6—C7—N3	−157.48 (16)	C17—C16—C21—F2	−179.45 (15)
N1—N2—C8—N3	−0.08 (19)	C15—C16—C21—F2	0.9 (3)
N1—N2—C8—S1	179.57 (12)	C17—C16—C21—C20	0.4 (3)
C7—N3—C8—N2	0.05 (18)	C15—C16—C21—C20	−179.24 (17)

Cg2 and Cg3 are the centroids of the C1–C6 and C9–C14 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C11—H11A···O2i	0.95	2.43	3.353 (2)	165
C15—H15B···O3ii	0.99	2.54	3.281 (2)	132
C24—H24A···N2iii	0.98	2.49	3.189 (2)	128
C20—H20A···Cg2iv	0.95	2.66	3.543 (2)	154
C1—H1A···Cg3	0.95	2.85	3.6138 (19)	138

Table 1

Hydrogen-bond geometry (Å, °)

Cg2 and Cg3 are the centroids of the C1–C6 and C9–C14 rings, respectively.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C11—H11A⋯O2i	0.95	2.43	3.353 (2)	165
C15—H15B⋯O3ii	0.99	2.54	3.281 (2)	132
C24—H24A⋯N2iii	0.98	2.49	3.189 (2)	128
C20—H20A⋯Cg2iv	0.95	2.66	3.543 (2)	154
C1—H1A⋯Cg3	0.95	2.85	3.6138 (19)	138

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .