Download citation
Download citation
link to html
In the title compound, C18H30N6, the central triazine ring is planar, with C-N bond lengths 1.3415 (14)-1.3504 (13) Å, N-C-N angles 125.58 (10)-125.97 (9)° and C-N-C angles 113.82 (9)-114.33 (9)°.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803020440/bt6344sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803020440/bt6344Isup2.hkl
Contains datablock I

CCDC reference: 226996

Key indicators

  • Single-crystal X-ray study
  • T = 133 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.040
  • wR factor = 0.117
  • Data-to-parameter ratio = 20.3

checkCIF/PLATON results

No syntax errors found




Alert level C PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: SHELXL97.

(I) top
Crystal data top
C18H30N6Z = 2
Mr = 330.48F(000) = 360
Triclinic, P1Dx = 1.228 Mg m3
a = 8.3527 (8) ÅMo Kα radiation, λ = 0.71073 Å
b = 9.8192 (10) ÅCell parameters from 5270 reflections
c = 12.0219 (12) Åθ = 2–30°
α = 98.377 (3)°µ = 0.08 mm1
β = 101.455 (3)°T = 133 K
γ = 108.361 (3)°Cut tablet, colourless
V = 893.88 (15) Å30.38 × 0.22 × 0.13 mm
Data collection top
Bruker SMART 1000 CCD
diffractometer
3407 reflections with I > 2s(I)
Radiation source: fine-focus sealed tubeRint = 0.031
Graphite monochromatorθmax = 28.3°, θmin = 1.8°
Detector resolution: 8.192 pixels mm-1h = 1111
ω– and φ scansk = 1313
12279 measured reflectionsl = 1616
4407 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.117Riding
S = 1.05 w = 1/[σ2(Fo2) + (0.065P)2 + 0.0581P]
where P = (Fo2 + 2Fc2)/3
4407 reflections(Δ/σ)max < 0.001
217 parametersΔρmax = 0.27 e Å3
0 restraintsΔρmin = 0.17 e Å3
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.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C10.18725 (13)0.04736 (10)0.21320 (8)0.0246 (2)
C20.33816 (14)0.28662 (10)0.30150 (8)0.0243 (2)
C30.06960 (14)0.17362 (11)0.32453 (9)0.0259 (2)
C40.31516 (14)0.09231 (12)0.09208 (10)0.0300 (2)
H4A0.36740.15700.12990.036*
H4B0.40730.00580.10710.036*
C50.24791 (16)0.15620 (14)0.03807 (10)0.0386 (3)
H5A0.34310.17340.06880.046*
H5B0.21120.08480.07710.046*
C60.09321 (16)0.30125 (14)0.06577 (10)0.0394 (3)
H6A0.04530.33610.15120.047*
H6B0.13310.37690.03560.047*
C70.04821 (14)0.28013 (12)0.01067 (10)0.0317 (3)
H7A0.09800.21380.04790.038*
H7B0.14330.37620.02410.038*
C80.02412 (15)0.21524 (11)0.11900 (10)0.0308 (2)
H8A0.06800.19500.15180.037*
H8B0.06040.28700.15780.037*
C90.22720 (15)0.05333 (12)0.34689 (10)0.0326 (3)
H9A0.22240.03090.29300.039*
H9B0.32510.08080.30860.039*
C100.25786 (14)0.00891 (12)0.45900 (10)0.0322 (3)
H10A0.16640.02840.49290.039*
H10B0.37260.07130.44180.039*
C110.25376 (15)0.14000 (13)0.54648 (10)0.0326 (3)
H11A0.35250.17110.51590.039*
H11B0.26680.11100.62060.039*
C120.08223 (14)0.26768 (12)0.56851 (9)0.0293 (2)
H12A0.08460.35420.62090.035*
H12B0.01530.24020.60750.035*
C130.05192 (16)0.30755 (11)0.45529 (9)0.0317 (3)
H13A0.14060.34770.42150.038*
H13B0.06480.38460.47080.038*
C140.47647 (14)0.55506 (11)0.36704 (9)0.0282 (2)
H14A0.59120.62130.41870.034*
H14B0.38830.54500.41250.034*
C150.42725 (14)0.62080 (11)0.26373 (9)0.0277 (2)
H15A0.42750.72070.29240.033*
H15B0.30790.55910.21620.033*
C160.55606 (16)0.62956 (12)0.18868 (10)0.0323 (3)
H16A0.67200.70220.23300.039*
H16B0.51600.66380.11840.039*
C170.57258 (14)0.47957 (12)0.15190 (9)0.0291 (2)
H17A0.46180.41090.09710.035*
H17B0.66670.49060.11140.035*
C180.61390 (13)0.41662 (11)0.25816 (9)0.0279 (2)
H18A0.61490.31640.23270.034*
H18B0.73150.47900.30810.034*
N10.33687 (11)0.16378 (9)0.23397 (7)0.0258 (2)
N20.21014 (12)0.29855 (9)0.34978 (7)0.0273 (2)
N30.04970 (12)0.04516 (9)0.25566 (7)0.0269 (2)
N40.17390 (12)0.07876 (10)0.14146 (8)0.0317 (2)
N50.06290 (13)0.17814 (10)0.37227 (8)0.0333 (2)
N60.48509 (12)0.41008 (9)0.32508 (7)0.0270 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0302 (5)0.0214 (5)0.0201 (5)0.0066 (4)0.0067 (4)0.0037 (4)
C20.0312 (5)0.0213 (5)0.0173 (5)0.0067 (4)0.0037 (4)0.0048 (4)
C30.0357 (6)0.0212 (5)0.0190 (5)0.0066 (4)0.0088 (4)0.0041 (4)
C40.0263 (5)0.0260 (5)0.0361 (6)0.0085 (4)0.0096 (4)0.0023 (4)
C50.0380 (6)0.0406 (6)0.0346 (6)0.0076 (5)0.0191 (5)0.0022 (5)
C60.0380 (7)0.0397 (6)0.0301 (6)0.0037 (5)0.0127 (5)0.0063 (5)
C70.0279 (5)0.0300 (5)0.0321 (6)0.0063 (4)0.0053 (4)0.0038 (4)
C80.0338 (6)0.0215 (5)0.0329 (6)0.0029 (4)0.0156 (5)0.0003 (4)
C90.0322 (6)0.0273 (5)0.0329 (6)0.0045 (4)0.0128 (5)0.0025 (4)
C100.0272 (5)0.0280 (5)0.0407 (6)0.0053 (4)0.0157 (5)0.0061 (5)
C110.0310 (6)0.0373 (6)0.0303 (6)0.0101 (5)0.0151 (4)0.0049 (5)
C120.0300 (6)0.0312 (5)0.0264 (5)0.0112 (4)0.0094 (4)0.0016 (4)
C130.0426 (6)0.0222 (5)0.0299 (6)0.0096 (4)0.0149 (5)0.0012 (4)
C140.0361 (6)0.0200 (5)0.0222 (5)0.0034 (4)0.0075 (4)0.0001 (4)
C150.0336 (6)0.0250 (5)0.0249 (5)0.0119 (4)0.0085 (4)0.0017 (4)
C160.0425 (6)0.0308 (5)0.0311 (6)0.0170 (5)0.0160 (5)0.0118 (4)
C170.0306 (5)0.0318 (5)0.0296 (6)0.0133 (4)0.0140 (4)0.0073 (4)
C180.0240 (5)0.0231 (5)0.0324 (6)0.0059 (4)0.0035 (4)0.0036 (4)
N10.0291 (5)0.0210 (4)0.0241 (4)0.0060 (3)0.0058 (4)0.0031 (3)
N20.0359 (5)0.0207 (4)0.0215 (4)0.0050 (4)0.0093 (4)0.0022 (3)
N30.0326 (5)0.0215 (4)0.0233 (4)0.0051 (3)0.0104 (4)0.0014 (3)
N40.0317 (5)0.0227 (4)0.0353 (5)0.0019 (4)0.0166 (4)0.0030 (4)
N50.0418 (6)0.0213 (4)0.0325 (5)0.0025 (4)0.0204 (4)0.0019 (4)
N60.0328 (5)0.0195 (4)0.0239 (4)0.0044 (3)0.0066 (4)0.0019 (3)
Geometric parameters (Å, º) top
C1—N31.3422 (14)C5—H5A0.9900
C1—N11.3504 (13)C5—H5B0.9900
C1—N41.3614 (13)C6—H6A0.9900
C2—N21.3415 (14)C6—H6B0.9900
C2—N11.3480 (13)C7—H7A0.9900
C2—N61.3713 (13)C7—H7B0.9900
C3—N31.3465 (13)C8—H8A0.9900
C3—N21.3482 (13)C8—H8B0.9900
C3—N51.3535 (15)C9—H9A0.9900
C4—N41.4548 (14)C9—H9B0.9900
C4—C51.5166 (16)C10—H10A0.9900
C5—C61.5299 (16)C10—H10B0.9900
C6—C71.5172 (17)C11—H11A0.9900
C7—C81.5150 (15)C11—H11B0.9900
C8—N41.4622 (13)C12—H12A0.9900
C9—N51.4641 (13)C12—H12B0.9900
C9—C101.5200 (16)C13—H13A0.9900
C10—C111.5256 (15)C13—H13B0.9900
C11—C121.5217 (15)C14—H14A0.9900
C12—C131.5164 (15)C14—H14B0.9900
C13—N51.4629 (13)C15—H15A0.9900
C14—N61.4683 (13)C15—H15B0.9900
C14—C151.5253 (14)C16—H16A0.9900
C15—C161.5261 (16)C16—H16B0.9900
C16—C171.5317 (15)C17—H17A0.9900
C17—C181.5239 (15)C17—H17B0.9900
C18—N61.4575 (14)C18—H18A0.9900
C4—H4A0.9900C18—H18B0.9900
C4—H4B0.9900
N3—C1—N1125.97 (9)N4—C8—H8A109.6
N3—C1—N4117.03 (9)C7—C8—H8A109.6
N1—C1—N4116.99 (10)N4—C8—H8B109.6
N2—C2—N1125.97 (9)C7—C8—H8B109.6
N2—C2—N6116.86 (9)H8A—C8—H8B108.1
N1—C2—N6117.15 (10)N5—C9—H9A109.7
N3—C3—N2125.58 (10)C10—C9—H9A109.7
N3—C3—N5117.33 (9)N5—C9—H9B109.7
N2—C3—N5117.09 (9)C10—C9—H9B109.7
N4—C4—C5110.56 (9)H9A—C9—H9B108.2
C4—C5—C6111.20 (10)C9—C10—H10A109.5
C7—C6—C5110.27 (10)C11—C10—H10A109.5
C8—C7—C6111.07 (9)C9—C10—H10B109.5
N4—C8—C7110.49 (9)C11—C10—H10B109.5
N5—C9—C10109.98 (9)H10A—C10—H10B108.1
C9—C10—C11110.55 (9)C12—C11—H11A109.6
C12—C11—C10110.27 (9)C10—C11—H11A109.6
C13—C12—C11110.92 (9)C12—C11—H11B109.6
N5—C13—C12110.61 (9)C10—C11—H11B109.6
N6—C14—C15109.69 (8)H11A—C11—H11B108.1
C14—C15—C16110.58 (9)C13—C12—H12A109.5
C15—C16—C17111.25 (9)C11—C12—H12A109.5
C18—C17—C16110.30 (9)C13—C12—H12B109.5
N6—C18—C17111.00 (8)C11—C12—H12B109.5
C2—N1—C1113.82 (9)H12A—C12—H12B108.0
C2—N2—C3114.33 (9)N5—C13—H13A109.5
C1—N3—C3114.27 (9)C12—C13—H13A109.5
C1—N4—C4122.56 (9)N5—C13—H13B109.5
C1—N4—C8122.15 (9)C12—C13—H13B109.5
C4—N4—C8114.95 (8)H13A—C13—H13B108.1
C3—N5—C13122.56 (9)N6—C14—H14A109.7
C3—N5—C9122.85 (9)C15—C14—H14A109.7
C13—N5—C9114.57 (9)N6—C14—H14B109.7
C2—N6—C18120.33 (8)C15—C14—H14B109.7
C2—N6—C14119.48 (9)H14A—C14—H14B108.2
C18—N6—C14112.82 (8)C14—C15—H15A109.5
N4—C4—H4A109.5C16—C15—H15A109.5
C5—C4—H4A109.5C14—C15—H15B109.5
N4—C4—H4B109.5C16—C15—H15B109.5
C5—C4—H4B109.5H15A—C15—H15B108.1
H4A—C4—H4B108.1C15—C16—H16A109.4
C4—C5—H5A109.4C17—C16—H16A109.4
C6—C5—H5A109.4C15—C16—H16B109.4
C4—C5—H5B109.4C17—C16—H16B109.4
C6—C5—H5B109.4H16A—C16—H16B108.0
H5A—C5—H5B108.0C18—C17—H17A109.6
C7—C6—H6A109.6C16—C17—H17A109.6
C5—C6—H6A109.6C18—C17—H17B109.6
C7—C6—H6B109.6C16—C17—H17B109.6
C5—C6—H6B109.6H17A—C17—H17B108.1
H6A—C6—H6B108.1N6—C18—H18A109.4
C8—C7—H7A109.4C17—C18—H18A109.4
C6—C7—H7A109.4N6—C18—H18B109.4
C8—C7—H7B109.4C17—C18—H18B109.4
C6—C7—H7B109.4H18A—C18—H18B108.0
H7A—C7—H7B108.0
N4—C4—C5—C653.74 (13)N3—C1—N4—C4178.34 (9)
C4—C5—C6—C754.34 (14)N1—C1—N4—C42.46 (15)
C5—C6—C7—C854.75 (13)N3—C1—N4—C85.34 (15)
C6—C7—C8—N454.65 (12)N1—C1—N4—C8175.46 (9)
N5—C9—C10—C1155.62 (12)C5—C4—N4—C1130.84 (11)
C9—C10—C11—C1255.89 (12)C5—C4—N4—C855.69 (13)
C10—C11—C12—C1355.10 (12)C7—C8—N4—C1130.37 (11)
C11—C12—C13—N554.20 (13)C7—C8—N4—C456.14 (13)
N6—C14—C15—C1656.30 (11)N3—C3—N5—C13175.36 (9)
C14—C15—C16—C1753.87 (12)N2—C3—N5—C134.87 (15)
C15—C16—C17—C1852.59 (12)N3—C3—N5—C93.42 (16)
C16—C17—C18—N654.63 (11)N2—C3—N5—C9176.35 (9)
N2—C2—N1—C12.27 (14)C12—C13—N5—C3122.67 (11)
N6—C2—N1—C1179.14 (8)C12—C13—N5—C956.21 (13)
N3—C1—N1—C21.86 (14)C10—C9—N5—C3122.00 (11)
N4—C1—N1—C2177.27 (9)C10—C9—N5—C1356.87 (13)
N1—C2—N2—C30.85 (15)N2—C2—N6—C18167.25 (8)
N6—C2—N2—C3179.45 (8)N1—C2—N6—C1814.03 (13)
N3—C3—N2—C21.25 (15)N2—C2—N6—C1419.37 (13)
N5—C3—N2—C2179.00 (9)N1—C2—N6—C14161.91 (8)
N1—C1—N3—C30.10 (15)C17—C18—N6—C290.31 (11)
N4—C1—N3—C3179.03 (9)C17—C18—N6—C1459.55 (11)
N2—C3—N3—C11.60 (15)C15—C14—N6—C290.17 (11)
N5—C3—N3—C1178.65 (9)C15—C14—N6—C1859.98 (11)
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds