organic compounds
4-Chloro-N-methyl-6-(morpholin-4-yl)-N-phenyl-1,3,5-triazin-2-amine
aChemistry and Biology College, Yantai University, Yantai 264005, People's Republic of China
*Correspondence e-mail: zengtaotj@126.com
In the title compound, C14H16ClN5O, the phenyl and triazine rings form a dihedral angle of 69.34 (8)°. The morpholine ring adopts a chair conformation. The structure is stabilized by C—H⋯N and intermolecular C—H⋯O hydrogen-bonding interactions.
Related literature
For related literature, see: Cremer & Pople (1975); Dong et al. (2005); Manasek & Hrdlovik (1990); Mathias & Simanek (1994).
Experimental
Crystal data
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Refinement
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Data collection: SMART (Bruker, 1997); cell SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
Supporting information
https://doi.org/10.1107/S1600536807066093/rz2182sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807066093/rz2182Isup2.hkl
2,4-Dichloro-6-morpholino-1,3,5-triazine (11.75 g, 0.05 mol), which was prepared from morpholine and 2,4,6-trichloro-1,3,5-triazine according to the literature method (Dong et al., 2005), and N-methylaniline (6.15 g, 0.05 mol) were dissolved in THF (60 ml) at 323 K with stirring for 2 h. A solution of Na2CO3 (2.76 g, 0.026 mol) in water (20 ml) was then added and the mixture stirred for a further 3 h. The solution was evaporated under reduced pressure and the precipitate was filtered off to give the title compound (12.69 g; yield 81.3%). Single crystals (m.p.371–372 K) suitable for X-ray analysis were obtained by slow evaporation of an ethyl acetate/ethanol (2:5 v/v) solution.
All the H atoms were positioned geometrically and refined using a riding model, with C—H = 0.93–0.97 Å and Uiso(H) = 1.2Ueq(C) or 1.5Ueq(C) for methyl H atoms.
2,4,6-Trichloro-1,3,5-triazine and its derivatives have been widely investigated, as a result of their importance as starting materials for many products. Moreover, these compounds possess valuable properties, as they are widely used as drugs and light stabilizers (Mathias & Simanek, 1994; Manasek & Hrdlovik, 1990). In the present paper, the
of the title compound, which has been synthesized from 2,4-dichloro-6-morpholin-4-yl-1,3,5-triazine and N-methylaniline, is reported.In the title compound bond lengths and angles are within normal ranges (Table 1). The morpholine ring adopts a chair conformation with puckering parameters (Cremer and Pople, 1975) Q = 0.549 (2) Å, θ = 178.6 (2)° and φ = 121 (12)°. The dihedral angle formed by the phenyl and triazine rings is 110.66 (8)°. The is stabilized by two intramolecular C—H···N hydrogen bonds (Table 2). In the the molecules are linked by intermolecular C—H···O hydrogen interactions (Table 2).
For related literature, see: Cremer & Pople (1975); Dong et al. (2005); Manasek & Hrdlovik (1990); Mathias & Simanek (1994).
Data collection: SMART (Bruker, 1997); cell
SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).C14H16ClN5O | F(000) = 1280 |
Mr = 305.77 | Dx = 1.367 Mg m−3 |
Orthorhombic, Pnna | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2a 2bc | Cell parameters from 2473 reflections |
a = 17.121 (3) Å | θ = 2.4–22.2° |
b = 17.308 (3) Å | µ = 0.26 mm−1 |
c = 10.0243 (17) Å | T = 294 K |
V = 2970.4 (9) Å3 | Block, colourless |
Z = 8 | 0.22 × 0.20 × 0.10 mm |
Bruker SMART CCD area-detector diffractometer | 3053 independent reflections |
Radiation source: fine-focus sealed tube | 1607 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.065 |
φ and ω scans | θmax = 26.4°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −21→14 |
Tmin = 0.944, Tmax = 0.974 | k = −21→21 |
16109 measured reflections | l = −12→12 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.045 | H-atom parameters constrained |
wR(F2) = 0.136 | w = 1/[σ2(Fo2) + (0.062P)2 + 0.2969P] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max = 0.003 |
3053 reflections | Δρmax = 0.19 e Å−3 |
192 parameters | Δρmin = −0.27 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0011 (3) |
C14H16ClN5O | V = 2970.4 (9) Å3 |
Mr = 305.77 | Z = 8 |
Orthorhombic, Pnna | Mo Kα radiation |
a = 17.121 (3) Å | µ = 0.26 mm−1 |
b = 17.308 (3) Å | T = 294 K |
c = 10.0243 (17) Å | 0.22 × 0.20 × 0.10 mm |
Bruker SMART CCD area-detector diffractometer | 3053 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 1607 reflections with I > 2σ(I) |
Tmin = 0.944, Tmax = 0.974 | Rint = 0.065 |
16109 measured reflections |
R[F2 > 2σ(F2)] = 0.045 | 0 restraints |
wR(F2) = 0.136 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.19 e Å−3 |
3053 reflections | Δρmin = −0.27 e Å−3 |
192 parameters |
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 | ||
Cl1 | 0.07523 (4) | 0.34130 (5) | 1.13890 (7) | 0.0763 (3) | |
O1 | 0.41747 (12) | 0.45017 (12) | 0.7735 (2) | 0.0843 (7) | |
N1 | 0.05798 (12) | 0.35026 (11) | 0.8833 (2) | 0.0534 (6) | |
N2 | 0.16659 (12) | 0.35391 (11) | 0.73300 (19) | 0.0518 (5) | |
N3 | 0.18823 (13) | 0.34704 (11) | 0.96853 (19) | 0.0523 (5) | |
N4 | 0.29091 (13) | 0.35119 (12) | 0.8197 (2) | 0.0582 (6) | |
N5 | 0.04129 (13) | 0.36020 (12) | 0.65470 (19) | 0.0570 (6) | |
C1 | 0.11173 (16) | 0.34659 (14) | 0.9766 (2) | 0.0510 (6) | |
C2 | 0.09049 (15) | 0.35471 (13) | 0.7589 (2) | 0.0491 (6) | |
C3 | 0.21311 (15) | 0.35082 (13) | 0.8403 (2) | 0.0481 (6) | |
C4 | 0.32424 (16) | 0.35968 (16) | 0.6869 (3) | 0.0645 (8) | |
H4A | 0.2837 | 0.3533 | 0.6202 | 0.077* | |
H4B | 0.3635 | 0.3202 | 0.6724 | 0.077* | |
C5 | 0.36033 (17) | 0.43769 (17) | 0.6733 (3) | 0.0701 (8) | |
H5A | 0.3844 | 0.4423 | 0.5861 | 0.084* | |
H5B | 0.3201 | 0.4769 | 0.6802 | 0.084* | |
C6 | 0.38457 (18) | 0.44244 (18) | 0.9033 (3) | 0.0780 (9) | |
H6A | 0.3455 | 0.4823 | 0.9161 | 0.094* | |
H6B | 0.4252 | 0.4501 | 0.9694 | 0.094* | |
C7 | 0.34768 (15) | 0.36491 (15) | 0.9247 (3) | 0.0602 (7) | |
H7A | 0.3874 | 0.3250 | 0.9230 | 0.072* | |
H7B | 0.3221 | 0.3635 | 1.0110 | 0.072* | |
C8 | 0.07219 (18) | 0.36424 (18) | 0.5184 (3) | 0.0752 (9) | |
H8A | 0.0936 | 0.4147 | 0.5027 | 0.113* | |
H8B | 0.0308 | 0.3546 | 0.4559 | 0.113* | |
H8C | 0.1124 | 0.3261 | 0.5073 | 0.113* | |
C9 | −0.04133 (16) | 0.36926 (16) | 0.6715 (2) | 0.0551 (7) | |
C10 | −0.07178 (18) | 0.43669 (17) | 0.7235 (3) | 0.0662 (8) | |
H10 | −0.0386 | 0.4762 | 0.7509 | 0.079* | |
C11 | −0.15150 (19) | 0.44530 (19) | 0.7346 (3) | 0.0780 (9) | |
H11 | −0.1721 | 0.4905 | 0.7703 | 0.094* | |
C12 | −0.20090 (18) | 0.3871 (2) | 0.6931 (3) | 0.0766 (9) | |
H12 | −0.2547 | 0.3929 | 0.7009 | 0.092* | |
C13 | −0.17014 (19) | 0.32093 (18) | 0.6404 (3) | 0.0698 (8) | |
H13 | −0.2034 | 0.2819 | 0.6116 | 0.084* | |
C14 | −0.09104 (17) | 0.31129 (16) | 0.6294 (3) | 0.0609 (7) | |
H14 | −0.0708 | 0.2659 | 0.5937 | 0.073* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1 | 0.0725 (5) | 0.1138 (7) | 0.0427 (4) | −0.0041 (4) | 0.0069 (3) | 0.0068 (4) |
O1 | 0.0782 (14) | 0.0923 (16) | 0.0824 (15) | −0.0245 (12) | −0.0001 (13) | 0.0206 (12) |
N1 | 0.0602 (14) | 0.0568 (14) | 0.0432 (12) | −0.0043 (11) | −0.0018 (11) | 0.0057 (10) |
N2 | 0.0591 (14) | 0.0527 (14) | 0.0435 (12) | −0.0033 (11) | 0.0008 (11) | 0.0012 (9) |
N3 | 0.0590 (15) | 0.0578 (14) | 0.0401 (12) | −0.0032 (11) | 0.0019 (10) | 0.0050 (10) |
N4 | 0.0584 (15) | 0.0670 (15) | 0.0492 (13) | −0.0053 (12) | 0.0052 (11) | −0.0005 (10) |
N5 | 0.0653 (15) | 0.0653 (15) | 0.0405 (12) | −0.0033 (11) | −0.0040 (11) | 0.0007 (10) |
C1 | 0.0616 (19) | 0.0485 (15) | 0.0430 (14) | −0.0034 (13) | 0.0038 (13) | 0.0039 (12) |
C2 | 0.0635 (18) | 0.0423 (15) | 0.0416 (14) | −0.0059 (12) | −0.0014 (13) | 0.0013 (11) |
C3 | 0.0541 (17) | 0.0392 (15) | 0.0511 (16) | −0.0017 (12) | 0.0043 (13) | 0.0019 (11) |
C4 | 0.0618 (18) | 0.072 (2) | 0.0596 (17) | −0.0030 (15) | 0.0131 (14) | −0.0008 (14) |
C5 | 0.072 (2) | 0.073 (2) | 0.0651 (19) | 0.0081 (17) | 0.0117 (16) | 0.0175 (15) |
C6 | 0.079 (2) | 0.079 (2) | 0.076 (2) | −0.0142 (17) | −0.0108 (18) | 0.0022 (17) |
C7 | 0.0547 (16) | 0.0635 (18) | 0.0623 (18) | 0.0032 (14) | −0.0021 (14) | 0.0108 (13) |
C8 | 0.085 (2) | 0.097 (2) | 0.0429 (15) | −0.0017 (17) | 0.0013 (15) | −0.0017 (15) |
C9 | 0.0629 (18) | 0.0592 (18) | 0.0432 (15) | −0.0050 (15) | −0.0104 (13) | 0.0061 (12) |
C10 | 0.076 (2) | 0.0608 (19) | 0.0621 (17) | −0.0039 (16) | −0.0125 (16) | −0.0028 (14) |
C11 | 0.073 (2) | 0.080 (2) | 0.081 (2) | 0.0114 (18) | −0.0085 (18) | −0.0052 (17) |
C12 | 0.060 (2) | 0.095 (3) | 0.074 (2) | 0.0002 (19) | −0.0110 (16) | 0.0061 (19) |
C13 | 0.077 (2) | 0.070 (2) | 0.0625 (18) | −0.0112 (16) | −0.0200 (16) | 0.0075 (15) |
C14 | 0.070 (2) | 0.0589 (18) | 0.0542 (16) | −0.0014 (15) | −0.0142 (14) | 0.0037 (13) |
Cl1—C1 | 1.745 (2) | C6—C7 | 1.498 (4) |
O1—C5 | 1.419 (3) | C6—H6A | 0.9700 |
O1—C6 | 1.424 (3) | C6—H6B | 0.9700 |
N1—C1 | 1.314 (3) | C7—H7A | 0.9700 |
N1—C2 | 1.368 (3) | C7—H7B | 0.9700 |
N2—C2 | 1.328 (3) | C8—H8A | 0.9600 |
N2—C3 | 1.339 (3) | C8—H8B | 0.9600 |
N3—C1 | 1.312 (3) | C8—H8C | 0.9600 |
N3—C3 | 1.356 (3) | C9—C10 | 1.380 (4) |
N4—C3 | 1.348 (3) | C9—C14 | 1.382 (4) |
N4—C7 | 1.452 (3) | C10—C11 | 1.377 (4) |
N4—C4 | 1.456 (3) | C10—H10 | 0.9300 |
N5—C2 | 1.345 (3) | C11—C12 | 1.379 (4) |
N5—C9 | 1.433 (3) | C11—H11 | 0.9300 |
N5—C8 | 1.467 (3) | C12—C13 | 1.367 (4) |
C4—C5 | 1.491 (4) | C12—H12 | 0.9300 |
C4—H4A | 0.9700 | C13—C14 | 1.369 (4) |
C4—H4B | 0.9700 | C13—H13 | 0.9300 |
C5—H5A | 0.9700 | C14—H14 | 0.9300 |
C5—H5B | 0.9700 | ||
C5—O1—C6 | 111.1 (2) | O1—C6—H6B | 109.1 |
C1—N1—C2 | 111.5 (2) | C7—C6—H6B | 109.1 |
C2—N2—C3 | 115.3 (2) | H6A—C6—H6B | 107.8 |
C1—N3—C3 | 111.9 (2) | N4—C7—C6 | 109.0 (2) |
C3—N4—C7 | 123.5 (2) | N4—C7—H7A | 109.9 |
C3—N4—C4 | 121.8 (2) | C6—C7—H7A | 109.9 |
C7—N4—C4 | 112.6 (2) | N4—C7—H7B | 109.9 |
C2—N5—C9 | 122.3 (2) | C6—C7—H7B | 109.9 |
C2—N5—C8 | 120.0 (2) | H7A—C7—H7B | 108.3 |
C9—N5—C8 | 117.4 (2) | N5—C8—H8A | 109.5 |
N3—C1—N1 | 130.9 (2) | N5—C8—H8B | 109.5 |
N3—C1—Cl1 | 114.54 (19) | H8A—C8—H8B | 109.5 |
N1—C1—Cl1 | 114.6 (2) | N5—C8—H8C | 109.5 |
N2—C2—N5 | 117.6 (2) | H8A—C8—H8C | 109.5 |
N2—C2—N1 | 125.2 (2) | H8B—C8—H8C | 109.5 |
N5—C2—N1 | 117.2 (2) | C10—C9—C14 | 119.8 (3) |
N2—C3—N4 | 117.7 (2) | C10—C9—N5 | 120.6 (3) |
N2—C3—N3 | 125.2 (2) | C14—C9—N5 | 119.5 (3) |
N4—C3—N3 | 117.1 (2) | C11—C10—C9 | 119.8 (3) |
N4—C4—C5 | 109.7 (2) | C11—C10—H10 | 120.1 |
N4—C4—H4A | 109.7 | C9—C10—H10 | 120.1 |
C5—C4—H4A | 109.7 | C10—C11—C12 | 120.3 (3) |
N4—C4—H4B | 109.7 | C10—C11—H11 | 119.9 |
C5—C4—H4B | 109.7 | C12—C11—H11 | 119.9 |
H4A—C4—H4B | 108.2 | C13—C12—C11 | 119.5 (3) |
O1—C5—C4 | 111.0 (2) | C13—C12—H12 | 120.3 |
O1—C5—H5A | 109.4 | C11—C12—H12 | 120.3 |
C4—C5—H5A | 109.4 | C12—C13—C14 | 121.0 (3) |
O1—C5—H5B | 109.4 | C12—C13—H13 | 119.5 |
C4—C5—H5B | 109.4 | C14—C13—H13 | 119.5 |
H5A—C5—H5B | 108.0 | C13—C14—C9 | 119.8 (3) |
O1—C6—C7 | 112.4 (2) | C13—C14—H14 | 120.1 |
O1—C6—H6A | 109.1 | C9—C14—H14 | 120.1 |
C7—C6—H6A | 109.1 | ||
C3—N3—C1—N1 | −1.1 (4) | C3—N4—C4—C5 | 108.2 (3) |
C3—N3—C1—Cl1 | 179.70 (16) | C7—N4—C4—C5 | −55.8 (3) |
C2—N1—C1—N3 | 0.5 (4) | C6—O1—C5—C4 | −58.0 (3) |
C2—N1—C1—Cl1 | 179.67 (16) | N4—C4—C5—O1 | 56.6 (3) |
C3—N2—C2—N5 | 178.0 (2) | C5—O1—C6—C7 | 57.5 (3) |
C3—N2—C2—N1 | −2.1 (3) | C3—N4—C7—C6 | −109.5 (3) |
C9—N5—C2—N2 | −173.7 (2) | C4—N4—C7—C6 | 54.2 (3) |
C8—N5—C2—N2 | 0.6 (3) | O1—C6—C7—N4 | −54.6 (3) |
C9—N5—C2—N1 | 6.4 (3) | C2—N5—C9—C10 | 68.3 (3) |
C8—N5—C2—N1 | −179.3 (2) | C8—N5—C9—C10 | −106.2 (3) |
C1—N1—C2—N2 | 1.3 (3) | C2—N5—C9—C14 | −114.8 (3) |
C1—N1—C2—N5 | −178.8 (2) | C8—N5—C9—C14 | 70.8 (3) |
C2—N2—C3—N4 | −178.9 (2) | C14—C9—C10—C11 | 0.8 (4) |
C2—N2—C3—N3 | 1.3 (3) | N5—C9—C10—C11 | 177.8 (2) |
C7—N4—C3—N2 | 166.1 (2) | C9—C10—C11—C12 | −0.5 (4) |
C4—N4—C3—N2 | 3.9 (3) | C10—C11—C12—C13 | −0.2 (5) |
C7—N4—C3—N3 | −14.1 (3) | C11—C12—C13—C14 | 0.6 (4) |
C4—N4—C3—N3 | −176.3 (2) | C12—C13—C14—C9 | −0.3 (4) |
C1—N3—C3—N2 | 0.1 (3) | C10—C9—C14—C13 | −0.5 (4) |
C1—N3—C3—N4 | −179.6 (2) | N5—C9—C14—C13 | −177.4 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
C4—H4A···N2 | 0.97 | 2.30 | 2.740 (3) | 107 |
C7—H7B···N3 | 0.97 | 2.35 | 2.782 (3) | 106 |
C10—H10···O1i | 0.93 | 2.44 | 3.327 (4) | 158 |
Symmetry code: (i) −x+1/2, −y+1, z. |
Experimental details
Crystal data | |
Chemical formula | C14H16ClN5O |
Mr | 305.77 |
Crystal system, space group | Orthorhombic, Pnna |
Temperature (K) | 294 |
a, b, c (Å) | 17.121 (3), 17.308 (3), 10.0243 (17) |
V (Å3) | 2970.4 (9) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.26 |
Crystal size (mm) | 0.22 × 0.20 × 0.10 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.944, 0.974 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 16109, 3053, 1607 |
Rint | 0.065 |
(sin θ/λ)max (Å−1) | 0.626 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.136, 1.00 |
No. of reflections | 3053 |
No. of parameters | 192 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.19, −0.27 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997).
Cl1—C1 | 1.745 (2) | N5—C2 | 1.345 (3) |
O1—C6 | 1.424 (3) | N5—C9 | 1.433 (3) |
N3—C3 | 1.356 (3) | N5—C8 | 1.467 (3) |
N4—C3 | 1.348 (3) | ||
C3—N4—C4 | 121.8 (2) | N3—C1—Cl1 | 114.54 (19) |
C2—N5—C9 | 122.3 (2) | N2—C3—N4 | 117.7 (2) |
C2—N5—C8 | 120.0 (2) | N2—C3—N3 | 125.2 (2) |
C3—N3—C1—Cl1 | 179.70 (16) | C2—N2—C3—N4 | −178.9 (2) |
C2—N1—C1—Cl1 | 179.67 (16) | C4—N4—C3—N2 | 3.9 (3) |
C8—N5—C2—N2 | 0.6 (3) | C4—N4—C3—N3 | −176.3 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
C4—H4A···N2 | 0.97 | 2.30 | 2.740 (3) | 106.5 |
C7—H7B···N3 | 0.97 | 2.35 | 2.782 (3) | 106.4 |
C10—H10···O1i | 0.93 | 2.44 | 3.327 (4) | 158.2 |
Symmetry code: (i) −x+1/2, −y+1, z. |
Acknowledgements
The authors acknowledge financial support from the Start Foundation for Doctors (grant No. HY071314) of Yantai University.
References
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2,4,6-Trichloro-1,3,5-triazine and its derivatives have been widely investigated, as a result of their importance as starting materials for many products. Moreover, these compounds possess valuable properties, as they are widely used as drugs and light stabilizers (Mathias & Simanek, 1994; Manasek & Hrdlovik, 1990). In the present paper, the crystal structure of the title compound, which has been synthesized from 2,4-dichloro-6-morpholin-4-yl-1,3,5-triazine and N-methylaniline, is reported.
In the title compound bond lengths and angles are within normal ranges (Table 1). The morpholine ring adopts a chair conformation with puckering parameters (Cremer and Pople, 1975) Q = 0.549 (2) Å, θ = 178.6 (2)° and φ = 121 (12)°. The dihedral angle formed by the phenyl and triazine rings is 110.66 (8)°. The molecular conformation is stabilized by two intramolecular C—H···N hydrogen bonds (Table 2). In the crystal structure, the molecules are linked by intermolecular C—H···O hydrogen interactions (Table 2).