Crystal structure of 1-{2-[(2-meth­oxy­phen­yl)selan­yl]phen­yl}-4-phenyl-1H-1,2,3-triazole

Camargo, L.R.S.; Zukerman-Schpector, J.; Deobald, A.M.; Braga, A.L.; Tiekink, E.R.T.

doi:10.1107/S2056989015003230

organic compounds

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ISSN: 2056-9890

Volume 71| Part 3| March 2015| Pages o202-o203

doi:10.1107/S2056989015003230

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Crystal structure of 1-{2-[(2-methoxyphenyl)selanyl]phenyl}-4-phenyl-1H-1,2,3-triazole

Leandro R. S. Camargo,^a Julio Zukerman-Schpector,^a ^* Anna M. Deobald,^b ‡ Antonio L. Braga ^c and Edward R. T. Tiekink ^d

^aDepartmento de Química, Universidade Federal de São Carlos, 13565-905 São Carlos, SP, Brazil, ^bDepartmento de Química, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil, ^cDepartmento de Química, Universidade Federal de Santa Catarina, 88040-900 Florianópolis, SC, Brazil, and ^dDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: julio@power.ufscar.br

Edited by P. C. Healy, Griffith University, Australia (Received 12 February 2015; accepted 16 February 2015; online 25 February 2015)

In the title compound, C₂₁H₁₇N₃OSe, the dihedral angles between the central five-membered ring and the C- and N-bound rings are 17.89 (10) and 42.35 (10)°, respectively, indicating the molecule is twisted. The dihedral angle between the Se-bound rings is 85.36 (10)°. A close intramolecular Se⋯O contact of 2.8507 (13) Å is noted. In the crystal, C—H⋯O, C—H⋯N and C—H⋯π interactions lead to the formation of supramolecular layers parallel to (011); these stack with no specific intermolecular interactions between them.

Keywords: crystal structure; organoselenium; Se⋯O halogen bonding; hydrogen bonding; C—H⋯π interactions.

CCDC reference: 1049507

1. Related literature

For background to arylseleno-1,2,3-triazoles and to the synthesis of the title compound, see: Deobald et al. (2011 ). For an analysis of intra- and intermolecular Se⋯O interactions, see: Linden et al. (2014 ). For a related organoselenium compound with a 1,2,3-triazole residue, see: Camargo et al. (2015 ).

2. Experimental

2.1. Crystal data

C₂₁H₁₇N₃OSe
M_r = 406.33
Triclinic, $[P \overline 1]$
a = 5.6565 (3) Å
b = 10.3682 (5) Å
c = 15.3358 (7) Å
α = 81.604 (4)°
β = 80.006 (4)°
γ = 85.340 (4)°
V = 874.83 (8) Å³
Z = 2
Mo Kα radiation
μ = 2.16 mm⁻¹
T = 100 K
0.30 × 0.20 × 0.10 mm

2.2. Data collection

Agilent SuperNova CCD diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ) T_min = 0.759, T_max = 1.000
6845 measured reflections
3869 independent reflections
3548 reflections with I > 2σ(I)
R_int = 0.040

2.3. Refinement

R[F² > 2σ(F²)] = 0.028
wR(F²) = 0.064
S = 1.01
3869 reflections
236 parameters
H-atom parameters constrained
Δρ_max = 0.41 e Å⁻³
Δρ_min = −0.52 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 is the centroid of the C1–C6 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C18—H18⋯O1ⁱ	0.95	2.54	3.472 (2)	165
C14—H14⋯N3ⁱⁱ	0.95	2.58	3.520 (2)	170
C10—H10⋯Cg1ⁱⁱⁱ	0.95	2.82	3.630 (2)	144
Symmetry codes: (i) -x+2, -y+2, -z+1; (ii) x-1, y, z; (iii) -x+1, -y+1, -z+2.

Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2014 (Burla et al., 2015 ); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015 ); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ) and DIAMOND (Brandenburg, 2006 ); software used to prepare material for publication: MarvinSketch (ChemAxon, 2010 ) and publCIF (Westrip, 2010 ).

Supporting information

CCDC reference: 1049507

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S2056989015003230/hg5432sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S2056989015003230/hg5432Isup2.hkl

Supporting information file. DOI: 10.1107/S2056989015003230/hg5432Isup3.cml

checkCIF report

Related literature top

For background to arylseleno-1,2,3-triazoles and to the synthesis of the title compound, see: Deobald et al. (2011). For an analysis of intra- and intermolecular Se···O interactions, see: Linden et al. (2014). For a related organoselenium compound with a 1,2,3-triazole residue, see: Camargo et al. (2015).

Experimental top

The compound was prepared in accord with the literature (Deobald et al., 2011). Crystals were obtained by taking 200 mg of sample into a sample vial containing methanol (10 ml) and letting it stand at room temperature.

Computing details top

Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO (Agilent, 2011); data reduction: CrysAlis PRO (Agilent, 2011); program(s) used to solve structure: SIR2014 (Burla et al., 2015); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: MarvinSketch (ChemAxon, 2010) and publCIF (Westrip, 2010).

Figures top

	Fig. 1. The molecular structure of the title compound showing the atom-labelling scheme and displacement ellipsoids at the 70% probability level.
	Fig. 2. A view in projection down the a axis of the unit-cell contents. The C—H···O, C—H···N and C—H···π interactions are shown as orange, blue and purple dashed lines, respectively.

1-{2-[(2-Methoxyphenyl)selanyl]phenyl}-4-phenyl-1H-1,2,3-triazole top

Crystal data top

C₂₁H₁₇N₃OSe	Z = 2
M_r = 406.33	F(000) = 412
Triclinic, P1	D_x = 1.543 Mg m⁻³
a = 5.6565 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.3682 (5) Å	Cell parameters from 4524 reflections
c = 15.3358 (7) Å	θ = 2.6–29.2°
α = 81.604 (4)°	µ = 2.16 mm⁻¹
β = 80.006 (4)°	T = 100 K
γ = 85.340 (4)°	Prism, colourless
V = 874.83 (8) Å³	0.30 × 0.20 × 0.10 mm

Data collection top

Agilent SuperNova CCD diffractometer	3548 reflections with I > 2σ(I)
Radiation source: SuperNova (Cu) X-ray Source	R_int = 0.040
ω scans	θ_max = 27.5°, θ_min = 2.6°
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	h = −6→7
T_min = 0.759, T_max = 1.000	k = −13→12
6845 measured reflections	l = −19→19
3869 independent reflections

Refinement top

Refinement on F²	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.028	H-atom parameters constrained
wR(F²) = 0.064	w = 1/[σ²(F_o²) + (0.026P)² + 0.4456P] where P = (F_o² + 2F_c²)/3
S = 1.01	(Δ/σ)_max = 0.002
3869 reflections	Δρ_max = 0.41 e Å⁻³
236 parameters	Δρ_min = −0.52 e Å⁻³

Crystal data top

C₂₁H₁₇N₃OSe	γ = 85.340 (4)°
M_r = 406.33	V = 874.83 (8) Å³
Triclinic, P1	Z = 2
a = 5.6565 (3) Å	Mo Kα radiation
b = 10.3682 (5) Å	µ = 2.16 mm⁻¹
c = 15.3358 (7) Å	T = 100 K
α = 81.604 (4)°	0.30 × 0.20 × 0.10 mm
β = 80.006 (4)°

Data collection top

Agilent SuperNova CCD diffractometer	3869 independent reflections
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	3548 reflections with I > 2σ(I)
T_min = 0.759, T_max = 1.000	R_int = 0.040
6845 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.028	0 restraints
wR(F²) = 0.064	H-atom parameters constrained
S = 1.01	Δρ_max = 0.41 e Å⁻³
3869 reflections	Δρ_min = −0.52 e Å⁻³
236 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Se	0.46182 (3)	0.71551 (2)	0.79326 (2)	0.01503 (7)
O1	0.5130 (2)	0.51326 (12)	0.68268 (9)	0.0185 (3)
N1	0.8216 (3)	0.94528 (14)	0.79605 (10)	0.0128 (3)
N2	1.0599 (3)	0.96928 (15)	0.78243 (11)	0.0154 (3)
N3	1.1085 (3)	1.03509 (15)	0.70214 (10)	0.0150 (3)
C1	0.4930 (4)	0.4251 (2)	0.62080 (14)	0.0255 (5)
H1A	0.3570	0.4549	0.5897	0.038*
H1B	0.4669	0.3374	0.6533	0.038*
H1C	0.6414	0.4227	0.5771	0.038*
C2	0.6840 (3)	0.48102 (18)	0.73647 (12)	0.0164 (4)
C3	0.8446 (4)	0.37256 (18)	0.73332 (13)	0.0209 (4)
H3	0.8404	0.3139	0.6916	0.025*
C4	1.0113 (4)	0.34994 (19)	0.79132 (14)	0.0238 (4)
H4	1.1196	0.2750	0.7897	0.029*
C5	1.0204 (4)	0.4358 (2)	0.85130 (14)	0.0227 (4)
H5	1.1355	0.4202	0.8905	0.027*
C6	0.8611 (3)	0.54507 (19)	0.85434 (13)	0.0194 (4)
H6	0.8684	0.6041	0.8956	0.023*
C7	0.6917 (3)	0.56852 (17)	0.79755 (12)	0.0150 (4)
C8	0.5446 (3)	0.78849 (18)	0.89132 (12)	0.0153 (4)
C9	0.4431 (4)	0.73766 (19)	0.97760 (13)	0.0194 (4)
H9	0.3236	0.6758	0.9856	0.023*
C10	0.5126 (4)	0.7755 (2)	1.05209 (13)	0.0223 (4)
H10	0.4427	0.7386	1.1104	0.027*
C11	0.6845 (4)	0.8671 (2)	1.04128 (13)	0.0224 (4)
H11	0.7347	0.8922	1.0920	0.027*
C12	0.7825 (4)	0.92197 (19)	0.95603 (13)	0.0182 (4)
H12	0.8974	0.9863	0.9485	0.022*
C13	0.7135 (3)	0.88317 (17)	0.88174 (12)	0.0133 (4)
C14	0.7201 (3)	0.99764 (17)	0.72442 (12)	0.0127 (3)
H14	0.5569	0.9958	0.7172	0.015*
C15	0.9046 (3)	1.05438 (17)	0.66405 (12)	0.0124 (3)
C16	0.8998 (3)	1.12626 (17)	0.57456 (12)	0.0126 (4)
C17	1.0842 (3)	1.20866 (18)	0.53447 (13)	0.0166 (4)
H17	1.2131	1.2173	0.5651	0.020*
C18	1.0791 (3)	1.27779 (19)	0.44998 (13)	0.0192 (4)
H18	1.2047	1.3334	0.4233	0.023*
C19	0.8925 (3)	1.26635 (19)	0.40436 (13)	0.0184 (4)
H19	0.8903	1.3136	0.3465	0.022*
C20	0.7089 (3)	1.18527 (18)	0.44379 (13)	0.0180 (4)
H20	0.5802	1.1772	0.4129	0.022*
C21	0.7127 (3)	1.11581 (18)	0.52828 (12)	0.0152 (4)
H21	0.5861	1.0606	0.5547	0.018*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Se	0.01551 (10)	0.01235 (10)	0.01832 (11)	−0.00120 (7)	−0.00576 (7)	−0.00192 (7)
O1	0.0237 (7)	0.0152 (7)	0.0177 (7)	−0.0024 (5)	−0.0049 (6)	−0.0032 (5)
N1	0.0117 (7)	0.0131 (7)	0.0145 (8)	−0.0021 (6)	−0.0051 (6)	−0.0002 (6)
N2	0.0108 (7)	0.0180 (8)	0.0185 (8)	−0.0012 (6)	−0.0056 (6)	−0.0015 (6)
N3	0.0125 (7)	0.0174 (8)	0.0155 (8)	−0.0012 (6)	−0.0040 (6)	−0.0011 (6)
C1	0.0338 (12)	0.0244 (11)	0.0210 (10)	−0.0045 (9)	−0.0057 (9)	−0.0090 (8)
C2	0.0193 (9)	0.0138 (9)	0.0147 (9)	−0.0045 (7)	0.0008 (8)	0.0010 (7)
C3	0.0252 (10)	0.0148 (9)	0.0200 (10)	−0.0012 (8)	0.0030 (8)	−0.0017 (8)
C4	0.0218 (10)	0.0165 (10)	0.0282 (11)	0.0032 (8)	0.0033 (9)	0.0028 (8)
C5	0.0182 (10)	0.0219 (10)	0.0265 (11)	0.0008 (8)	−0.0053 (9)	0.0021 (8)
C6	0.0182 (9)	0.0181 (9)	0.0218 (10)	−0.0020 (7)	−0.0031 (8)	−0.0024 (8)
C7	0.0148 (9)	0.0112 (8)	0.0168 (9)	−0.0014 (7)	0.0006 (7)	0.0014 (7)
C8	0.0142 (9)	0.0152 (9)	0.0168 (9)	0.0021 (7)	−0.0053 (7)	−0.0016 (7)
C9	0.0177 (9)	0.0185 (10)	0.0200 (10)	−0.0012 (7)	−0.0018 (8)	0.0020 (8)
C10	0.0228 (10)	0.0273 (11)	0.0139 (9)	0.0043 (8)	−0.0026 (8)	0.0031 (8)
C11	0.0243 (10)	0.0285 (11)	0.0154 (10)	0.0017 (8)	−0.0081 (8)	−0.0020 (8)
C12	0.0178 (9)	0.0205 (10)	0.0179 (10)	−0.0017 (7)	−0.0074 (8)	−0.0017 (8)
C13	0.0129 (8)	0.0135 (8)	0.0126 (9)	0.0018 (7)	−0.0029 (7)	0.0006 (7)
C14	0.0129 (8)	0.0135 (8)	0.0129 (9)	−0.0002 (7)	−0.0056 (7)	−0.0021 (7)
C15	0.0110 (8)	0.0123 (8)	0.0148 (9)	−0.0003 (6)	−0.0031 (7)	−0.0043 (7)
C16	0.0122 (8)	0.0121 (8)	0.0127 (9)	0.0015 (7)	−0.0007 (7)	−0.0022 (7)
C17	0.0139 (9)	0.0183 (9)	0.0183 (10)	−0.0031 (7)	−0.0036 (8)	−0.0022 (7)
C18	0.0178 (9)	0.0187 (9)	0.0191 (10)	−0.0047 (7)	0.0002 (8)	0.0018 (8)
C19	0.0199 (10)	0.0193 (9)	0.0136 (9)	0.0020 (8)	0.0000 (8)	0.0012 (7)
C20	0.0168 (9)	0.0208 (10)	0.0174 (10)	−0.0006 (8)	−0.0060 (8)	−0.0021 (8)
C21	0.0134 (9)	0.0160 (9)	0.0163 (9)	−0.0032 (7)	−0.0023 (7)	−0.0018 (7)

Geometric parameters (Å, º) top

Se—C8	1.9202 (19)	C8—C13	1.400 (2)
Se—C7	1.9224 (19)	C9—C10	1.388 (3)
O1—C2	1.368 (2)	C9—H9	0.9500
O1—C1	1.434 (2)	C10—C11	1.387 (3)
N1—C14	1.351 (2)	C10—H10	0.9500
N1—N2	1.365 (2)	C11—C12	1.387 (3)
N1—C13	1.433 (2)	C11—H11	0.9500
N2—N3	1.313 (2)	C12—C13	1.388 (3)
N3—C15	1.369 (2)	C12—H12	0.9500
C1—H1A	0.9800	C14—C15	1.378 (2)
C1—H1B	0.9800	C14—H14	0.9500
C1—H1C	0.9800	C15—C16	1.467 (2)
C2—C3	1.388 (3)	C16—C21	1.392 (3)
C2—C7	1.404 (3)	C16—C17	1.402 (2)
C3—C4	1.389 (3)	C17—C18	1.390 (3)
C3—H3	0.9500	C17—H17	0.9500
C4—C5	1.380 (3)	C18—C19	1.385 (3)
C4—H4	0.9500	C18—H18	0.9500
C5—C6	1.390 (3)	C19—C20	1.388 (3)
C5—H5	0.9500	C19—H19	0.9500
C6—C7	1.388 (3)	C20—C21	1.390 (3)
C6—H6	0.9500	C20—H20	0.9500
C8—C9	1.393 (3)	C21—H21	0.9500

C8—Se—C7	96.32 (8)	C11—C10—C9	119.82 (18)
C2—O1—C1	117.14 (16)	C11—C10—H10	120.1
C14—N1—N2	110.78 (14)	C9—C10—H10	120.1
C14—N1—C13	130.06 (15)	C12—C11—C10	119.69 (19)
N2—N1—C13	118.87 (15)	C12—C11—H11	120.2
N3—N2—N1	106.67 (14)	C10—C11—H11	120.2
N2—N3—C15	109.61 (14)	C11—C12—C13	120.24 (18)
O1—C1—H1A	109.5	C11—C12—H12	119.9
O1—C1—H1B	109.5	C13—C12—H12	119.9
H1A—C1—H1B	109.5	C12—C13—C8	120.86 (16)
O1—C1—H1C	109.5	C12—C13—N1	116.82 (16)
H1A—C1—H1C	109.5	C8—C13—N1	122.32 (16)
H1B—C1—H1C	109.5	N1—C14—C15	104.97 (16)
O1—C2—C3	125.05 (17)	N1—C14—H14	127.5
O1—C2—C7	114.90 (17)	C15—C14—H14	127.5
C3—C2—C7	120.05 (19)	N3—C15—C14	107.96 (16)
C2—C3—C4	119.93 (19)	N3—C15—C16	122.74 (15)
C2—C3—H3	120.0	C14—C15—C16	129.29 (17)
C4—C3—H3	120.0	C21—C16—C17	118.71 (17)
C5—C4—C3	120.32 (19)	C21—C16—C15	121.23 (16)
C5—C4—H4	119.8	C17—C16—C15	120.06 (17)
C3—C4—H4	119.8	C18—C17—C16	120.19 (18)
C4—C5—C6	120.0 (2)	C18—C17—H17	119.9
C4—C5—H5	120.0	C16—C17—H17	119.9
C6—C5—H5	120.0	C19—C18—C17	120.64 (17)
C7—C6—C5	120.45 (19)	C19—C18—H18	119.7
C7—C6—H6	119.8	C17—C18—H18	119.7
C5—C6—H6	119.8	C18—C19—C20	119.46 (18)
C6—C7—C2	119.22 (18)	C18—C19—H19	120.3
C6—C7—Se	125.27 (14)	C20—C19—H19	120.3
C2—C7—Se	115.50 (15)	C19—C20—C21	120.26 (18)
C9—C8—C13	117.89 (17)	C19—C20—H20	119.9
C9—C8—Se	117.98 (14)	C21—C20—H20	119.9
C13—C8—Se	123.97 (14)	C20—C21—C16	120.73 (17)
C10—C9—C8	121.44 (18)	C20—C21—H21	119.6
C10—C9—H9	119.3	C16—C21—H21	119.6
C8—C9—H9	119.3

C14—N1—N2—N3	−0.75 (19)	C9—C8—C13—N1	−177.53 (17)
C13—N1—N2—N3	−175.16 (14)	Se—C8—C13—N1	7.1 (3)
N1—N2—N3—C15	0.31 (19)	C14—N1—C13—C12	−133.19 (19)
C1—O1—C2—C3	2.6 (3)	N2—N1—C13—C12	40.0 (2)
C1—O1—C2—C7	−178.26 (16)	C14—N1—C13—C8	46.3 (3)
O1—C2—C3—C4	179.81 (17)	N2—N1—C13—C8	−140.54 (18)
C7—C2—C3—C4	0.7 (3)	N2—N1—C14—C15	0.86 (19)
C2—C3—C4—C5	−0.9 (3)	C13—N1—C14—C15	174.46 (17)
C3—C4—C5—C6	0.4 (3)	N2—N3—C15—C14	0.2 (2)
C4—C5—C6—C7	0.2 (3)	N2—N3—C15—C16	179.29 (16)
C5—C6—C7—C2	−0.5 (3)	N1—C14—C15—N3	−0.65 (19)
C5—C6—C7—Se	−179.52 (14)	N1—C14—C15—C16	−179.64 (17)
O1—C2—C7—C6	−179.22 (16)	N3—C15—C16—C21	162.95 (17)
C3—C2—C7—C6	0.0 (3)	C14—C15—C16—C21	−18.2 (3)
O1—C2—C7—Se	−0.1 (2)	N3—C15—C16—C17	−17.9 (3)
C3—C2—C7—Se	179.15 (13)	C14—C15—C16—C17	161.00 (18)
C13—C8—C9—C10	−2.4 (3)	C21—C16—C17—C18	−0.2 (3)
Se—C8—C9—C10	173.23 (15)	C15—C16—C17—C18	−179.43 (17)
C8—C9—C10—C11	0.9 (3)	C16—C17—C18—C19	0.0 (3)
C9—C10—C11—C12	1.1 (3)	C17—C18—C19—C20	0.2 (3)
C10—C11—C12—C13	−1.5 (3)	C18—C19—C20—C21	−0.2 (3)
C11—C12—C13—C8	0.0 (3)	C19—C20—C21—C16	0.0 (3)
C11—C12—C13—N1	179.48 (17)	C17—C16—C21—C20	0.2 (3)
C9—C8—C13—C12	1.9 (3)	C15—C16—C21—C20	179.44 (17)
Se—C8—C13—C12	−173.39 (15)

Hydrogen-bond geometry (Å, º) top

Cg1 is the centroid of the C1–C6 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C18—H18···O1ⁱ	0.95	2.54	3.472 (2)	165
C14—H14···N3ⁱⁱ	0.95	2.58	3.520 (2)	170
C10—H10···Cg1ⁱⁱⁱ	0.95	2.82	3.630 (2)	144

Symmetry codes: (i) −x+2, −y+2, −z+1; (ii) x−1, y, z; (iii) −x+1, −y+1, −z+2.

Hydrogen-bond geometry (Å, º) top

Cg1 is the centroid of the C1–C6 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C18—H18···O1ⁱ	0.95	2.54	3.472 (2)	165
C14—H14···N3ⁱⁱ	0.95	2.58	3.520 (2)	170
C10—H10···Cg1ⁱⁱⁱ	0.95	2.82	3.630 (2)	144

Symmetry codes: (i) −x+2, −y+2, −z+1; (ii) x−1, y, z; (iii) −x+1, −y+1, −z+2.

Footnotes

‡Present address: Instituto Federal de Educação, Ciência e Tecnologia Farroupilha Rua Erechim, 860 - Bairro Planalto, 98280-000 Panambi, RS, Brazil.

Acknowledgements

The Brazilian agencies CNPq (305626/2013-2 to JZ-S), CAPES, FAPESC and FAPESP (2010/10855-5 to LRSC) are acknowledged for financial support.

References

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Volume 71| Part 3| March 2015| Pages o202-o203

doi:10.1107/S2056989015003230

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organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Crystal structure of 1-{2-[(2-meth­­oxy­phen­yl)selan­yl]phen­yl}-4-phenyl-1H-1,2,3-triazole

1. Related literature

2. Experimental

2.1. Crystal data

2.2. Data collection

2.3. Refinement

Supporting information

Footnotes

Acknowledgements

References

organic compounds

Crystal structure of 1-{2-[(2-methoxyphenyl)selanyl]phenyl}-4-phenyl-1H-1,2,3-triazole