The title compound, C
21H
20N
2O
2, crystallizes in the monoclinic space group
P2
1/
c. The pyrimidine ring is essentially planar. The structure is stabilized by intermolecular C—H
O interactions.
Supporting information
CCDC reference: 227891
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.062
- wR factor = 0.197
- Data-to-parameter ratio = 15.4
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.97
PLAT220_ALERT_2_A Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.29 Ratio
PLAT222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.83 Ratio
Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C7
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5
PLAT432_ALERT_2_C Short Inter X...Y Contact O2 .. C4 = 3.00 Ang.
3 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: PARST (Nardelli, 1995), WinGX publication routines (Farrugia,
1999).
5-benzoyl-1-
n-butyl-4-phenylpyrimidin-2(1
H)-one
top
Crystal data top
C21H20N2O2 | F(000) = 704 |
Mr = 332.39 | Dx = 1.239 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -P 2ybc | Cell parameters from 15 reflections |
a = 10.125 (5) Å | θ = 25–35° |
b = 15.518 (5) Å | µ = 0.08 mm−1 |
c = 11.398 (5) Å | T = 293 K |
β = 95.727 (5)° | Prism, white |
V = 1781.9 (13) Å3 | 0.42 × 0.42 × 0.33 mm |
Z = 4 | |
Data collection top
Enraf-Nonius CAD-4 diffractometer | Rint = 0.000 |
ω/2θ scans | θmax = 26.3°, θmin = 2.2° |
Absorption correction: part of the refinement model (ΔF) (Parkin et al., 1995;
cubic fit to sinθ/λ - 24 parameters) | h = −12→12 |
Tmin = 0.967, Tmax = 0.974 | k = 0→19 |
3491 measured reflections | l = 0→14 |
3491 independent reflections | 3 standard reflections every 120 min |
1865 reflections with I > 2σ(I) | intensity decay: 2% |
Refinement top
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)] = 0.062 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.197 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.1151P)2] where P = (Fo2 + 2Fc2)/3 |
3491 reflections | (Δ/σ)max < 0.001 |
226 parameters | Δρmax = 0.47 e Å−3 |
1 restraint | Δρmin = −0.42 e Å−3 |
Special details top
Geometry. Bond distances, angles etc. have been calculated using the rounded
fractional coordinates. All su's are estimated from the variances of the
(full) variance-covariance matrix. The cell e.s.d.'s are taken into account in
the estimation of distances, angles and torsion angles |
Refinement. Refinement on F2 for ALL reflections except those flagged by the user
for potential systematic errors. Weighted R-factors wR
and all goodnesses of fit S are based on F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
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 | x | y | z | Uiso*/Ueq | |
O1 | 1.1051 (2) | 0.23118 (14) | 0.29445 (16) | 0.0623 (8) | |
O2 | 0.81816 (19) | −0.02863 (12) | 0.57723 (16) | 0.0512 (7) | |
N1 | 0.9329 (2) | 0.14119 (15) | 0.32296 (18) | 0.0458 (7) | |
N2 | 1.0634 (2) | 0.20715 (14) | 0.48316 (19) | 0.0496 (8) | |
C1 | 0.9989 (3) | 0.16239 (18) | 0.5597 (2) | 0.0451 (9) | |
C2 | 0.9010 (2) | 0.10559 (17) | 0.5239 (2) | 0.0408 (8) | |
C3 | 0.8677 (2) | 0.09951 (17) | 0.3988 (2) | 0.0408 (8) | |
C4 | 1.0375 (3) | 0.19363 (17) | 0.3615 (2) | 0.0448 (9) | |
C5 | 1.1691 (4) | 0.2681 (2) | 0.5252 (3) | 0.0737 (13) | |
C6 | 1.3019 (5) | 0.2285 (3) | 0.5416 (5) | 0.118 (2) | |
C7 | 1.3872 (5) | 0.2998 (4) | 0.6025 (6) | 0.146 (3) | |
C8 | 1.5299 (6) | 0.2676 (5) | 0.6301 (10) | 0.210 (5) | |
C9 | 0.8495 (2) | 0.04417 (17) | 0.6090 (2) | 0.0397 (8) | |
C10 | 0.8382 (2) | 0.07039 (18) | 0.7331 (2) | 0.0425 (9) | |
C11 | 0.8057 (3) | 0.15306 (19) | 0.7650 (2) | 0.0524 (10) | |
C12 | 0.7866 (4) | 0.1716 (2) | 0.8811 (3) | 0.0664 (11) | |
C13 | 0.8045 (3) | 0.1087 (2) | 0.9656 (3) | 0.0684 (11) | |
C14 | 0.8402 (4) | 0.0275 (2) | 0.9350 (3) | 0.0685 (13) | |
C15 | 0.8543 (3) | 0.0073 (2) | 0.8195 (2) | 0.0540 (10) | |
C16 | 0.7505 (3) | 0.05085 (19) | 0.3469 (2) | 0.0465 (9) | |
C17 | 0.6262 (3) | 0.0615 (2) | 0.3889 (3) | 0.0586 (10) | |
C18 | 0.5168 (3) | 0.0213 (3) | 0.3331 (3) | 0.0733 (13) | |
C19 | 0.5272 (4) | −0.0297 (3) | 0.2380 (3) | 0.0846 (14) | |
C20 | 0.6490 (4) | −0.0423 (3) | 0.1968 (3) | 0.0894 (16) | |
C21 | 0.7600 (3) | −0.0014 (2) | 0.2504 (3) | 0.0653 (13) | |
H1 | 1.02180 | 0.17030 | 0.64010 | 0.0540* | |
H5A | 1.14870 | 0.29250 | 0.59960 | 0.0880* | |
H5B | 1.17050 | 0.31490 | 0.46890 | 0.0880* | |
H6A | 1.33290 | 0.21310 | 0.46660 | 0.1420* | |
H6B | 1.30190 | 0.17740 | 0.59080 | 0.1420* | |
H7A | 1.35130 | 0.31650 | 0.67500 | 0.1750* | |
H7B | 1.38610 | 0.35000 | 0.55160 | 0.1750* | |
H8A | 1.58350 | 0.31290 | 0.66730 | 0.3150* | |
H8B | 1.56480 | 0.25090 | 0.55820 | 0.3150* | |
H8C | 1.53070 | 0.21890 | 0.68210 | 0.3150* | |
H11 | 0.79660 | 0.19640 | 0.70830 | 0.0630* | |
H12 | 0.76160 | 0.22680 | 0.90170 | 0.0800* | |
H13 | 0.79240 | 0.12130 | 1.04350 | 0.0820* | |
H14 | 0.85520 | −0.01450 | 0.99290 | 0.0820* | |
H15 | 0.87460 | −0.04890 | 0.79920 | 0.0650* | |
H17 | 0.61780 | 0.09580 | 0.45460 | 0.0700* | |
H18 | 0.43440 | 0.02900 | 0.36100 | 0.0880* | |
H19 | 0.45210 | −0.05610 | 0.20050 | 0.1010* | |
H20 | 0.65640 | −0.07850 | 0.13280 | 0.1070* | |
H21 | 0.84170 | −0.00920 | 0.22120 | 0.0780* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0672 (13) | 0.0822 (16) | 0.0398 (11) | −0.0131 (11) | 0.0161 (9) | 0.0134 (10) |
O2 | 0.0627 (12) | 0.0476 (12) | 0.0437 (11) | −0.0065 (9) | 0.0075 (9) | −0.0001 (9) |
N1 | 0.0477 (12) | 0.0586 (14) | 0.0319 (11) | 0.0037 (11) | 0.0083 (9) | 0.0042 (10) |
N2 | 0.0656 (15) | 0.0510 (13) | 0.0338 (12) | −0.0110 (12) | 0.0133 (10) | 0.0017 (10) |
C1 | 0.0545 (16) | 0.0538 (16) | 0.0281 (13) | −0.0030 (13) | 0.0103 (11) | 0.0018 (11) |
C2 | 0.0460 (14) | 0.0467 (14) | 0.0309 (13) | 0.0003 (12) | 0.0094 (11) | 0.0020 (11) |
C3 | 0.0429 (14) | 0.0477 (15) | 0.0320 (13) | 0.0072 (12) | 0.0054 (11) | 0.0015 (11) |
C4 | 0.0525 (16) | 0.0510 (16) | 0.0322 (13) | 0.0024 (13) | 0.0107 (12) | 0.0065 (11) |
C5 | 0.102 (3) | 0.079 (2) | 0.0424 (16) | −0.052 (2) | 0.0187 (17) | −0.0082 (16) |
C6 | 0.080 (3) | 0.157 (5) | 0.111 (4) | −0.058 (3) | −0.022 (3) | 0.017 (3) |
C7 | 0.131 (5) | 0.172 (5) | 0.128 (5) | −0.058 (4) | −0.019 (4) | 0.020 (4) |
C8 | 0.125 (6) | 0.178 (7) | 0.311 (12) | −0.008 (5) | −0.054 (7) | −0.032 (8) |
C9 | 0.0398 (13) | 0.0475 (16) | 0.0317 (13) | 0.0006 (12) | 0.0038 (10) | 0.0043 (11) |
C10 | 0.0416 (14) | 0.0532 (17) | 0.0338 (13) | −0.0040 (12) | 0.0092 (11) | 0.0046 (12) |
C11 | 0.0652 (18) | 0.0504 (17) | 0.0440 (16) | −0.0103 (14) | 0.0180 (13) | 0.0010 (13) |
C12 | 0.087 (2) | 0.0576 (19) | 0.060 (2) | −0.0161 (17) | 0.0335 (17) | −0.0152 (16) |
C13 | 0.089 (2) | 0.083 (2) | 0.0368 (16) | −0.021 (2) | 0.0240 (16) | −0.0078 (16) |
C14 | 0.083 (2) | 0.086 (3) | 0.0384 (16) | −0.0006 (19) | 0.0156 (15) | 0.0163 (16) |
C15 | 0.0605 (17) | 0.0632 (18) | 0.0396 (15) | 0.0034 (15) | 0.0113 (13) | 0.0080 (13) |
C16 | 0.0478 (15) | 0.0606 (17) | 0.0310 (13) | 0.0016 (13) | 0.0038 (11) | 0.0044 (12) |
C17 | 0.0500 (17) | 0.076 (2) | 0.0506 (17) | 0.0054 (15) | 0.0089 (14) | 0.0013 (15) |
C18 | 0.0474 (18) | 0.109 (3) | 0.064 (2) | −0.0078 (18) | 0.0077 (16) | 0.008 (2) |
C19 | 0.065 (2) | 0.122 (3) | 0.065 (2) | −0.032 (2) | −0.0026 (18) | 0.001 (2) |
C20 | 0.084 (3) | 0.128 (3) | 0.057 (2) | −0.032 (2) | 0.0110 (19) | −0.033 (2) |
C21 | 0.0588 (18) | 0.096 (3) | 0.0428 (16) | −0.0180 (18) | 0.0133 (14) | −0.0142 (16) |
Geometric parameters (Å, º) top
O1—C4 | 1.223 (3) | C18—C19 | 1.355 (6) |
O2—C9 | 1.219 (3) | C19—C20 | 1.377 (6) |
N1—C3 | 1.310 (3) | C20—C21 | 1.379 (5) |
N1—C4 | 1.373 (4) | C1—H1 | 0.9307 |
N2—C1 | 1.336 (3) | C5—H5A | 0.9696 |
N2—C4 | 1.401 (3) | C5—H5B | 0.9702 |
N2—C5 | 1.472 (4) | C6—H6A | 0.9695 |
C1—C2 | 1.358 (4) | C6—H6B | 0.9712 |
C2—C3 | 1.435 (3) | C7—H7A | 0.9706 |
C2—C9 | 1.491 (3) | C7—H7B | 0.9707 |
C3—C16 | 1.479 (4) | C8—H8A | 0.9605 |
C5—C6 | 1.473 (6) | C8—H8B | 0.9599 |
C6—C7 | 1.527 (8) | C8—H8C | 0.9600 |
C7—C8 | 1.532 (9) | C11—H11 | 0.9309 |
C9—C10 | 1.487 (3) | C12—H12 | 0.9300 |
C10—C11 | 1.382 (4) | C13—H13 | 0.9292 |
C10—C15 | 1.387 (4) | C14—H14 | 0.9292 |
C11—C12 | 1.387 (4) | C15—H15 | 0.9305 |
C12—C13 | 1.371 (5) | C17—H17 | 0.9295 |
C13—C14 | 1.366 (5) | C18—H18 | 0.9297 |
C14—C15 | 1.375 (4) | C19—H19 | 0.9294 |
C16—C17 | 1.400 (4) | C20—H20 | 0.9296 |
C16—C21 | 1.378 (4) | C21—H21 | 0.9299 |
C17—C18 | 1.371 (5) | | |
| | | |
O1···C6 | 3.284 (6) | C3···H12i | 2.9029 |
O1···C5i | 3.199 (4) | C4···H15ii | 3.0849 |
O1···C1i | 3.236 (4) | C8···H11v | 2.9710 |
O2···C1ii | 3.279 (4) | C9···H17 | 2.9015 |
O2···C17 | 3.084 (4) | C10···H1 | 2.7159 |
O2···C4ii | 2.996 (4) | C11···H1 | 2.7399 |
O2···C2ii | 3.390 (3) | C11···H8Cvi | 3.0273 |
O2···C16 | 2.920 (3) | C11···H19iii | 3.0719 |
O2···N2ii | 3.123 (3) | C12···H19iii | 3.0773 |
O2···N1ii | 3.182 (3) | C21···H13viii | 3.0739 |
O2···C3ii | 3.351 (3) | H1···C10 | 2.7159 |
O1···H1i | 2.4182 | H1···C11 | 2.7399 |
O1···H5B | 2.4119 | H1···H5A | 2.3618 |
O1···H5Ai | 2.3362 | H1···H11 | 2.5142 |
O1···H6A | 2.8888 | H1···O1iv | 2.4182 |
O2···H15 | 2.5569 | H5A···H1 | 2.3618 |
O2···H18iii | 2.7192 | H5A···H7A | 2.1756 |
N1···C12i | 3.357 (4) | H5A···O1iv | 2.3362 |
N1···O2ii | 3.182 (3) | H5B···O1 | 2.4119 |
N2···O2ii | 3.123 (3) | H5B···H7B | 2.3537 |
N1···H21 | 2.7259 | H6A···O1 | 2.8888 |
N1···H12i | 2.8846 | H6A···H8B | 2.5412 |
N1···H15ii | 2.8862 | H6B···C1 | 3.0618 |
C1···C11 | 3.200 (4) | H6B···H8C | 2.5265 |
C1···O1iv | 3.236 (4) | H7A···H5A | 2.1756 |
C1···O2ii | 3.279 (4) | H7B···H5B | 2.3537 |
C2···O2ii | 3.390 (3) | H7B···H20ix | 2.3777 |
C3···O2ii | 3.351 (3) | H8B···H6A | 2.5412 |
C4···C11i | 3.444 (4) | H8C···C11v | 3.0273 |
C4···C12i | 3.315 (5) | H8C···H6B | 2.5265 |
C4···O2ii | 2.996 (4) | H11···C1 | 2.8346 |
C5···O1iv | 3.199 (4) | H11···C2 | 2.8221 |
C6···O1 | 3.284 (6) | H11···C8vi | 2.9710 |
C8···C11v | 3.531 (8) | H11···H1 | 2.5142 |
C9···C17 | 3.217 (4) | H12···N1iv | 2.8846 |
C11···C4iv | 3.444 (4) | H12···C3iv | 2.9029 |
C11···C1 | 3.200 (4) | H13···C21x | 3.0739 |
C11···C8vi | 3.531 (8) | H15···O2 | 2.5569 |
C12···C4iv | 3.315 (5) | H15···N1ii | 2.8862 |
C12···N1iv | 3.357 (4) | H15···C4ii | 3.0849 |
C14···C14vii | 3.527 (6) | H17···C2 | 2.9012 |
C16···O2 | 2.920 (3) | H17···C9 | 2.9015 |
C17···C9 | 3.217 (4) | H18···O2iii | 2.7192 |
C17···O2 | 3.084 (4) | H19···C11iii | 3.0719 |
C1···H11 | 2.8346 | H19···C12iii | 3.0773 |
C1···H6B | 3.0618 | H20···H7Bxi | 2.3777 |
C2···H11 | 2.8221 | H21···N1 | 2.7259 |
C2···H17 | 2.9012 | | |
| | | |
C3—N1—C4 | 120.4 (2) | C6—C5—H5A | 108.86 |
C1—N2—C4 | 120.9 (2) | C6—C5—H5B | 108.83 |
C1—N2—C5 | 120.6 (2) | H5A—C5—H5B | 107.74 |
C4—N2—C5 | 118.5 (2) | C5—C6—H6A | 111.26 |
N2—C1—C2 | 122.1 (2) | C5—C6—H6B | 111.18 |
C1—C2—C3 | 115.7 (2) | C7—C6—H6A | 111.17 |
C1—C2—C9 | 120.8 (2) | C7—C6—H6B | 111.20 |
C3—C2—C9 | 122.8 (2) | H6A—C6—H6B | 109.06 |
N1—C3—C2 | 122.6 (2) | C6—C7—H7A | 109.73 |
N1—C3—C16 | 115.2 (2) | C6—C7—H7B | 109.73 |
C2—C3—C16 | 122.0 (2) | C8—C7—H7A | 109.76 |
O1—C4—N1 | 123.0 (2) | C8—C7—H7B | 109.81 |
O1—C4—N2 | 119.1 (2) | H7A—C7—H7B | 108.16 |
N1—C4—N2 | 117.9 (2) | C7—C8—H8A | 109.38 |
N2—C5—C6 | 113.5 (3) | C7—C8—H8B | 109.44 |
C5—C6—C7 | 102.9 (4) | C7—C8—H8C | 109.47 |
C6—C7—C8 | 109.6 (5) | H8A—C8—H8B | 109.55 |
O2—C9—C2 | 119.8 (2) | H8A—C8—H8C | 109.51 |
O2—C9—C10 | 119.6 (2) | H8B—C8—H8C | 109.48 |
C2—C9—C10 | 120.6 (2) | C10—C11—H11 | 119.84 |
C9—C10—C11 | 123.2 (2) | C12—C11—H11 | 119.94 |
C9—C10—C15 | 117.9 (2) | C11—C12—H12 | 119.97 |
C11—C10—C15 | 118.9 (2) | C13—C12—H12 | 119.92 |
C10—C11—C12 | 120.2 (2) | C12—C13—H13 | 120.06 |
C11—C12—C13 | 120.1 (3) | C14—C13—H13 | 120.11 |
C12—C13—C14 | 119.8 (3) | C13—C14—H14 | 119.63 |
C13—C14—C15 | 120.7 (3) | C15—C14—H14 | 119.67 |
C10—C15—C14 | 120.2 (3) | C10—C15—H15 | 119.89 |
C3—C16—C17 | 121.0 (2) | C14—C15—H15 | 119.90 |
C3—C16—C21 | 120.2 (3) | C16—C17—H17 | 120.04 |
C17—C16—C21 | 118.6 (3) | C18—C17—H17 | 119.97 |
C16—C17—C18 | 120.0 (3) | C17—C18—H18 | 119.59 |
C17—C18—C19 | 120.9 (3) | C19—C18—H18 | 119.53 |
C18—C19—C20 | 120.0 (4) | C18—C19—H19 | 120.01 |
C19—C20—C21 | 120.1 (4) | C20—C19—H19 | 120.01 |
C16—C21—C20 | 120.4 (3) | C19—C20—H20 | 119.91 |
N2—C1—H1 | 118.98 | C21—C20—H20 | 119.98 |
C2—C1—H1 | 118.95 | C16—C21—H21 | 119.86 |
N2—C5—H5A | 108.92 | C20—C21—H21 | 119.75 |
N2—C5—H5B | 108.89 | | |
| | | |
C3—N1—C4—O1 | 176.9 (3) | C2—C3—C16—C17 | 47.5 (4) |
C3—N1—C4—N2 | −5.9 (4) | C2—C3—C16—C21 | −137.1 (3) |
C4—N1—C3—C2 | −0.3 (4) | N2—C5—C6—C7 | −171.5 (4) |
C4—N1—C3—C16 | 175.2 (2) | C5—C6—C7—C8 | 178.1 (6) |
C5—N2—C1—C2 | −179.9 (3) | O2—C9—C10—C15 | 30.0 (3) |
C1—N2—C5—C6 | 89.8 (4) | C2—C9—C10—C15 | −148.9 (2) |
C4—N2—C1—C2 | −3.6 (4) | O2—C9—C10—C11 | −146.5 (3) |
C1—N2—C4—N1 | 8.0 (4) | C2—C9—C10—C11 | 34.6 (3) |
C5—N2—C4—N1 | −175.7 (2) | C9—C10—C11—C12 | 174.9 (3) |
C1—N2—C4—O1 | −174.8 (3) | C11—C10—C15—C14 | −1.1 (4) |
C4—N2—C5—C6 | −86.6 (4) | C9—C10—C15—C14 | −177.7 (3) |
C5—N2—C4—O1 | 1.6 (4) | C15—C10—C11—C12 | −1.5 (4) |
N2—C1—C2—C9 | 167.8 (2) | C10—C11—C12—C13 | 2.3 (5) |
N2—C1—C2—C3 | −2.5 (4) | C11—C12—C13—C14 | −0.5 (5) |
C9—C2—C3—N1 | −165.5 (2) | C12—C13—C14—C15 | −2.1 (5) |
C1—C2—C3—C16 | −170.6 (3) | C13—C14—C15—C10 | 2.9 (5) |
C3—C2—C9—C10 | −154.8 (2) | C17—C16—C21—C20 | −0.1 (5) |
C9—C2—C3—C16 | 19.4 (4) | C21—C16—C17—C18 | −0.9 (5) |
C1—C2—C3—N1 | 4.6 (4) | C3—C16—C21—C20 | −175.6 (3) |
C1—C2—C9—O2 | −143.2 (3) | C3—C16—C17—C18 | 174.5 (3) |
C3—C2—C9—O2 | 26.3 (3) | C16—C17—C18—C19 | 0.7 (6) |
C1—C2—C9—C10 | 35.7 (3) | C17—C18—C19—C20 | 0.6 (6) |
N1—C3—C16—C17 | −128.0 (3) | C18—C19—C20—C21 | −1.6 (6) |
N1—C3—C16—C21 | 47.4 (4) | C19—C20—C21—C16 | 1.4 (6) |
Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) −x+2, −y, −z+1; (iii) −x+1, −y, −z+1; (iv) x, −y+1/2, z+1/2; (v) x+1, y, z; (vi) x−1, y, z; (vii) −x+2, −y, −z+2; (viii) x, y, z−1; (ix) −x+2, y+1/2, −z+1/2; (x) x, y, z+1; (xi) −x+2, y−1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···O1iv | 0.93 | 2.42 | 3.236 (4) | 147 |
C5—H5A···O1iv | 0.97 | 2.34 | 3.199 (4) | 148 |
Symmetry code: (iv) x, −y+1/2, z+1/2. |