The title compound, C
30H
31ClN
2O
4, crystallizes as discrete molecules. Non-classical C—H
O hydrogen bonds link the molecules in the crystal structure into a sheet parallel to (
01).
Supporting information
CCDC reference: 270429
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.038
- wR factor = 0.102
- Data-to-parameter ratio = 15.6
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT480_ALERT_4_C Long H...A H-Bond Reported H241 .. O4 .. 2.62 Ang.
PLAT482_ALERT_4_C Small D-H..A Angle Rep for N2 .. O4 .. 96.00 Deg.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 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
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
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: PROCESS-AUTO (Rigaku Corporation,1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure 3.6.0 (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick,1997); program(s) used to refine structure: CRYSTALS (Watkin et al.,1996); molecular graphics: WinGX (Farrugia, 1999); software used to prepare material for publication: CrystalStructure 3.6.0.
Crystal data top
C30H31ClN2O4 | F(000) = 1096.00 |
Mr = 519.04 | Dx = 1.278 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.7107 Å |
Hall symbol: -P 2yn | Cell parameters from 13437 reflections |
a = 14.7792 (3) Å | θ = 2.2–27.5° |
b = 16.7390 (2) Å | µ = 0.18 mm−1 |
c = 14.6920 (3) Å | T = 293 K |
β = 132.0900 (5)° | Block, colorless |
V = 2697.24 (8) Å3 | 0.33 × 0.30 × 0.17 mm |
Z = 4 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 5221 reflections with F2 > 2σ(F2) |
Detector resolution: 10.00 pixels mm-1 | Rint = 0.028 |
ω scans | θmax = 27.5° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −19→19 |
Tmin = 0.925, Tmax = 0.970 | k = −21→21 |
25182 measured reflections | l = −19→19 |
6039 independent reflections | |
Refinement top
Refinement on F2 | w = 1/[0.0009Fo2 + σ(Fo2)]/(4Fo2) |
R[F2 > 2σ(F2)] = 0.038 | (Δ/σ)max < 0.001 |
wR(F2) = 0.102 | Δρmax = 0.29 e Å−3 |
S = 1.01 | Δρmin = −0.26 e Å−3 |
5221 reflections | Extinction correction: Larson (1970), equation 22 |
335 parameters | Extinction coefficient: 231 (36) |
H-atom parameters constrained | |
Special details top
Geometry. ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY |
Refinement. Refinement using all reflections. The weighted R-factor (wR) and
goodness of fit (S) are based on F2. R-factor (gt) are
based on F. The threshold expression of F2 > 2.0
σ(F2) is used only for calculating R-factor (gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cl(1) | −0.02323 (4) | 0.48001 (3) | −0.25630 (4) | 0.0653 (1) | |
O(1) | 0.2652 (1) | 0.82569 (6) | 0.3288 (1) | 0.0467 (3) | |
O(2) | 0.2908 (1) | 0.63642 (6) | 0.4647 (1) | 0.0514 (3) | |
O(3) | 0.0352 (1) | 0.78008 (7) | 0.4021 (1) | 0.0532 (3) | |
O(4) | 0.55329 (9) | 0.58872 (7) | 0.4960 (1) | 0.0520 (3) | |
N(1) | 0.1832 (1) | 0.75266 (7) | 0.3907 (1) | 0.0402 (3) | |
N(2) | 0.3618 (1) | 0.65965 (7) | 0.2993 (1) | 0.0424 (4) | |
C(1) | 0.2453 (1) | 0.69213 (8) | 0.1902 (1) | 0.0363 (4) | |
C(2) | 0.1638 (1) | 0.70366 (9) | 0.2190 (1) | 0.0364 (4) | |
C(3) | 0.0346 (1) | 0.7323 (1) | 0.1074 (1) | 0.0514 (5) | |
C(4) | 0.2147 (1) | 0.76554 (9) | 0.3185 (1) | 0.0363 (4) | |
C(5) | 0.2186 (1) | 0.68110 (9) | 0.4538 (1) | 0.0415 (4) | |
C(6) | 0.1593 (1) | 0.66331 (9) | 0.5009 (1) | 0.0479 (5) | |
C(7) | 0.1882 (2) | 0.5940 (1) | 0.5688 (2) | 0.0644 (6) | |
C(8) | 0.1202 (3) | 0.5742 (1) | 0.5994 (2) | 0.0824 (8) | |
C(9) | 0.0243 (3) | 0.6219 (2) | 0.5611 (2) | 0.0865 (9) | |
C(10) | −0.0049 (2) | 0.6907 (1) | 0.4955 (2) | 0.0711 (7) | |
C(11) | 0.0644 (2) | 0.7120 (1) | 0.4670 (2) | 0.0520 (5) | |
C(12) | 0.1327 (1) | 0.81669 (9) | 0.4164 (1) | 0.0425 (4) | |
C(13) | 0.2304 (1) | 0.8492 (1) | 0.5455 (2) | 0.0498 (5) | |
C(14) | 0.1808 (2) | 0.9153 (1) | 0.5743 (2) | 0.0687 (7) | |
C(15) | 0.1189 (2) | 0.9809 (1) | 0.4792 (2) | 0.0711 (7) | |
C(16) | 0.0199 (2) | 0.9474 (1) | 0.3513 (2) | 0.0670 (6) | |
C(17) | 0.0716 (2) | 0.8835 (1) | 0.3225 (2) | 0.0569 (5) | |
C(18) | 0.4610 (1) | 0.65158 (8) | 0.3103 (1) | 0.0380 (4) | |
C(19) | 0.4656 (1) | 0.6792 (1) | 0.2247 (1) | 0.0476 (5) | |
C(20) | 0.5712 (2) | 0.6703 (1) | 0.2440 (2) | 0.0601 (6) | |
C(21) | 0.6717 (2) | 0.6327 (1) | 0.3471 (2) | 0.0636 (6) | |
C(22) | 0.6691 (1) | 0.6042 (1) | 0.4342 (2) | 0.0552 (5) | |
C(23) | 0.5661 (1) | 0.61303 (9) | 0.4167 (1) | 0.0422 (4) | |
C(24) | 0.6531 (2) | 0.5472 (1) | 0.6045 (1) | 0.0607 (5) | |
C(25) | 0.1825 (1) | 0.63793 (8) | 0.0788 (1) | 0.0369 (4) | |
C(26) | 0.1666 (1) | 0.55728 (9) | 0.0859 (1) | 0.0403 (4) | |
C(27) | 0.1034 (1) | 0.50865 (9) | −0.0162 (1) | 0.0428 (4) | |
C(28) | 0.0563 (1) | 0.54092 (9) | −0.1265 (1) | 0.0452 (4) | |
C(29) | 0.0717 (2) | 0.6203 (1) | −0.1361 (1) | 0.0581 (5) | |
C(30) | 0.1352 (2) | 0.6684 (1) | −0.0331 (1) | 0.0516 (5) | |
H(1) | 0.2597 | 0.7443 | 0.1717 | 0.040* | |
H(2) | 0.1573 | 0.6525 | 0.2468 | 0.042* | |
H(201) | 0.3563 | 0.6444 | 0.3551 | 0.051* | |
H(7) | 0.2558 | 0.5598 | 0.5948 | 0.075* | |
H(8) | 0.1404 | 0.5262 | 0.6481 | 0.102* | |
H(9) | −0.0244 | 0.6063 | 0.5813 | 0.118* | |
H(10) | −0.0733 | 0.7241 | 0.4693 | 0.094* | |
H(19) | 0.3940 | 0.7052 | 0.1497 | 0.059* | |
H(20) | 0.5736 | 0.6912 | 0.1833 | 0.081* | |
H(21) | 0.7450 | 0.6259 | 0.3592 | 0.081* | |
H(22) | 0.7411 | 0.5777 | 0.5082 | 0.063* | |
H(26) | 0.2007 | 0.5344 | 0.1648 | 0.050* | |
H(27) | 0.0923 | 0.4518 | −0.0100 | 0.054* | |
H(30) | 0.1469 | 0.7251 | −0.0396 | 0.058* | |
H(131) | 0.2964 | 0.8709 | 0.5537 | 0.063* | |
H(132) | 0.2610 | 0.8060 | 0.6037 | 0.063* | |
H(140) | 0.1223 | 0.8921 | 0.5766 | 0.091* | |
H(142) | 0.2480 | 0.9382 | 0.6537 | 0.091* | |
H(151) | 0.1792 | 1.0080 | 0.4825 | 0.098* | |
H(152) | 0.0828 | 1.0187 | 0.4969 | 0.098* | |
H(161) | −0.0145 | 0.9903 | 0.2920 | 0.086* | |
H(162) | −0.0434 | 0.9238 | 0.3461 | 0.086* | |
H(171) | 0.0056 | 0.8613 | 0.2420 | 0.071* | |
H(172) | 0.1311 | 0.9080 | 0.3224 | 0.071* | |
H(229) | 0.0379 | 0.6428 | −0.2151 | 0.063* | |
H(241) | 0.6236 | 0.5159 | 0.6348 | 0.065* | |
H(242) | 0.6908 | 0.5128 | 0.5860 | 0.064* | |
H(243) | 0.7119 | 0.5851 | 0.6659 | 0.065* | |
H(301) | 0.0378 | 0.7874 | 0.0917 | 0.057* | |
H(302) | −0.0177 | 0.7266 | 0.1241 | 0.058* | |
H(303) | 0.0037 | 0.7008 | 0.0370 | 0.058* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cl(1) | 0.0691 (3) | 0.0595 (3) | 0.0491 (3) | −0.0123 (2) | 0.0321 (2) | −0.0176 (2) |
O(1) | 0.0498 (6) | 0.0419 (6) | 0.0515 (7) | −0.0063 (5) | 0.0352 (6) | −0.0041 (5) |
O(2) | 0.0550 (7) | 0.0449 (6) | 0.0500 (7) | 0.0119 (6) | 0.0335 (6) | 0.0078 (5) |
O(3) | 0.0481 (7) | 0.0498 (7) | 0.0697 (8) | −0.0052 (5) | 0.0427 (6) | −0.0056 (6) |
O(4) | 0.0450 (6) | 0.0584 (7) | 0.0447 (6) | 0.0144 (5) | 0.0268 (6) | 0.0125 (5) |
N(1) | 0.0499 (7) | 0.0355 (7) | 0.0433 (7) | 0.0052 (6) | 0.0345 (7) | 0.0027 (6) |
N(2) | 0.0348 (7) | 0.0585 (8) | 0.0339 (7) | 0.0079 (6) | 0.0230 (6) | 0.0061 (6) |
C(1) | 0.0354 (8) | 0.0361 (8) | 0.0319 (7) | 0.0036 (6) | 0.0204 (7) | 0.0029 (6) |
C(2) | 0.0339 (7) | 0.0367 (8) | 0.0350 (8) | 0.0011 (6) | 0.0215 (7) | 0.0009 (6) |
C(3) | 0.0365 (9) | 0.060 (1) | 0.0453 (9) | 0.0035 (8) | 0.0222 (8) | −0.0040 (8) |
C(4) | 0.0317 (7) | 0.0376 (8) | 0.0351 (8) | 0.0048 (7) | 0.0205 (7) | 0.0031 (6) |
C(5) | 0.0447 (9) | 0.0376 (8) | 0.0359 (8) | −0.0032 (7) | 0.0244 (7) | −0.0030 (7) |
C(6) | 0.055 (1) | 0.0458 (9) | 0.0415 (9) | −0.0124 (8) | 0.0317 (8) | −0.0074 (7) |
C(7) | 0.082 (1) | 0.056 (1) | 0.050 (1) | −0.013 (1) | 0.042 (1) | 0.0010 (9) |
C(8) | 0.109 (2) | 0.076 (1) | 0.071 (1) | −0.026 (1) | 0.064 (1) | 0.003 (1) |
C(9) | 0.109 (2) | 0.095 (2) | 0.091 (2) | −0.041 (2) | 0.081 (2) | −0.020 (1) |
C(10) | 0.075 (1) | 0.075 (1) | 0.086 (1) | −0.027 (1) | 0.063 (1) | −0.021 (1) |
C(11) | 0.057 (1) | 0.053 (1) | 0.055 (1) | −0.0187 (9) | 0.0407 (9) | −0.0149 (8) |
C(12) | 0.0447 (9) | 0.0406 (8) | 0.0530 (9) | −0.0003 (7) | 0.0371 (8) | −0.0033 (7) |
C(13) | 0.056 (1) | 0.0471 (9) | 0.056 (1) | −0.0096 (8) | 0.0416 (9) | −0.0093 (8) |
C(14) | 0.078 (1) | 0.069 (1) | 0.080 (1) | −0.018 (1) | 0.062 (1) | −0.029 (1) |
C(15) | 0.082 (1) | 0.047 (1) | 0.115 (2) | −0.003 (1) | 0.079 (1) | −0.016 (1) |
C(16) | 0.071 (1) | 0.051 (1) | 0.094 (2) | 0.013 (1) | 0.061 (1) | 0.003 (1) |
C(17) | 0.065 (1) | 0.047 (1) | 0.066 (1) | 0.0145 (9) | 0.046 (1) | 0.0073 (9) |
C(18) | 0.0364 (8) | 0.0350 (8) | 0.0406 (8) | −0.0021 (6) | 0.0250 (7) | −0.0066 (6) |
C(19) | 0.049 (1) | 0.0486 (9) | 0.050 (1) | −0.0007 (8) | 0.0357 (9) | −0.0010 (8) |
C(20) | 0.067 (1) | 0.060 (1) | 0.076 (1) | −0.006 (1) | 0.057 (1) | −0.003 (1) |
C(21) | 0.051 (1) | 0.064 (1) | 0.088 (1) | −0.0005 (9) | 0.051 (1) | −0.005 (1) |
C(22) | 0.0405 (9) | 0.051 (1) | 0.065 (1) | 0.0048 (8) | 0.0317 (9) | −0.0005 (9) |
C(23) | 0.0389 (8) | 0.0368 (8) | 0.0460 (9) | 0.0007 (7) | 0.0265 (8) | −0.0038 (7) |
C(24) | 0.057 (1) | 0.054 (1) | 0.048 (1) | 0.0161 (9) | 0.0254 (9) | 0.0096 (8) |
C(25) | 0.0350 (8) | 0.0379 (8) | 0.0351 (8) | 0.0061 (6) | 0.0224 (7) | 0.0042 (6) |
C(26) | 0.0447 (9) | 0.0414 (8) | 0.0398 (9) | 0.0064 (7) | 0.0303 (8) | 0.0058 (7) |
C(27) | 0.0474 (9) | 0.0362 (8) | 0.0518 (9) | 0.0009 (7) | 0.0361 (8) | 0.0004 (7) |
C(28) | 0.0429 (9) | 0.0445 (9) | 0.0407 (9) | 0.0001 (7) | 0.0250 (8) | −0.0050 (7) |
C(29) | 0.073 (1) | 0.048 (1) | 0.0347 (9) | 0.0010 (9) | 0.0289 (9) | 0.0041 (7) |
C(30) | 0.067 (1) | 0.0377 (9) | 0.0400 (9) | 0.0009 (8) | 0.0319 (8) | 0.0039 (7) |
Geometric parameters (Å, º) top
Cl(1)—C(28) | 1.748 (2) | C(25)—C(30) | 1.383 (3) |
O(1)—C(4) | 1.201 (2) | C(26)—C(27) | 1.381 (2) |
O(2)—C(5) | 1.223 (3) | C(27)—C(28) | 1.375 (3) |
O(3)—C(11) | 1.357 (2) | C(28)—C(29) | 1.372 (2) |
O(3)—C(12) | 1.446 (3) | C(29)—C(30) | 1.383 (2) |
O(4)—C(23) | 1.361 (3) | N(2)—H(201) | 0.9124 |
O(4)—C(24) | 1.431 (2) | C(1)—H(1) | 0.9800 |
N(1)—C(4) | 1.432 (3) | C(2)—H(2) | 0.9800 |
N(1)—C(5) | 1.385 (2) | C(3)—H(301) | 0.9600 |
N(1)—C(12) | 1.493 (3) | C(3)—H(302) | 0.9600 |
N(2)—C(1) | 1.460 (1) | C(3)—H(303) | 0.9600 |
N(2)—C(18) | 1.370 (3) | C(7)—H(7) | 0.9800 |
C(1)—C(2) | 1.533 (3) | C(8)—H(8) | 0.9800 |
C(1)—C(25) | 1.525 (2) | C(9)—H(9) | 0.9800 |
C(2)—C(3) | 1.538 (2) | C(10)—H(10) | 0.9800 |
C(2)—C(4) | 1.517 (2) | C(13)—H(131) | 0.9700 |
C(5)—C(6) | 1.465 (4) | C(13)—H(132) | 0.9700 |
C(6)—C(7) | 1.398 (3) | C(14)—H(140) | 0.9700 |
C(6)—C(11) | 1.394 (3) | C(14)—H(142) | 0.9700 |
C(7)—C(8) | 1.387 (5) | C(15)—H(151) | 0.9700 |
C(8)—C(9) | 1.376 (5) | C(15)—H(152) | 0.9700 |
C(9)—C(10) | 1.373 (4) | C(16)—H(161) | 0.9700 |
C(10)—C(11) | 1.387 (5) | C(16)—H(162) | 0.9700 |
C(12)—C(13) | 1.519 (2) | C(17)—H(171) | 0.9700 |
C(12)—C(17) | 1.517 (2) | C(17)—H(172) | 0.9700 |
C(13)—C(14) | 1.534 (4) | C(19)—H(19) | 0.9800 |
C(14)—C(15) | 1.511 (3) | C(20)—H(20) | 0.9800 |
C(15)—C(16) | 1.517 (3) | C(21)—H(21) | 0.9800 |
C(16)—C(17) | 1.530 (4) | C(22)—H(22) | 0.9800 |
C(18)—C(19) | 1.384 (3) | C(24)—H(241) | 0.9600 |
C(18)—C(23) | 1.420 (2) | C(24)—H(242) | 0.9600 |
C(19)—C(20) | 1.394 (4) | C(24)—H(243) | 0.9600 |
C(20)—C(21) | 1.371 (2) | C(26)—H(26) | 0.9800 |
C(21)—C(22) | 1.390 (4) | C(27)—H(27) | 0.9800 |
C(22)—C(23) | 1.372 (4) | C(29)—H(229) | 0.9800 |
C(25)—C(26) | 1.386 (2) | C(30)—H(30) | 0.9800 |
| | | |
Cl(1)—C(28)—C(27) | 119.7 (1) | H(201)—N(2)—C(18) | 126.8402 |
Cl(1)—C(28)—C(29) | 119.3 (1) | H(1)—C(1)—C(2) | 108.7459 |
O(1)—C(4)—N(1) | 121.1 (2) | C(1)—C(2)—H(2) | 108.5756 |
O(1)—C(4)—C(2) | 124.0 (2) | H(1)—C(1)—C(25) | 108.7737 |
O(2)—C(5)—N(1) | 121.4 (2) | H(2)—C(2)—C(3) | 108.6035 |
O(2)—C(5)—C(6) | 124.1 (2) | C(2)—C(3)—H(301) | 109.3182 |
C(12)—O(3)—C(11) | 115.9 (1) | C(2)—C(3)—H(302) | 109.4677 |
O(3)—C(11)—C(6) | 120.8 (2) | C(2)—C(3)—H(303) | 109.3612 |
O(3)—C(11)—C(10) | 118.4 (2) | H(2)—C(2)—C(4) | 108.5752 |
O(3)—C(12)—N(1) | 106.1 (1) | H(302)—C(3)—H(301) | 109.5593 |
O(3)—C(12)—C(13) | 110.7 (2) | H(303)—C(3)—H(301) | 109.4654 |
O(3)—C(12)—C(17) | 104.7 (1) | H(303)—C(3)—H(302) | 109.6548 |
O(4)—C(23)—C(18) | 113.7 (2) | C(6)—C(7)—H(7) | 120.4219 |
O(4)—C(23)—C(22) | 125.5 (1) | H(7)—C(7)—C(8) | 120.3472 |
C(24)—O(4)—C(23) | 117.9 (2) | C(7)—C(8)—H(8) | 119.9805 |
N(1)—C(4)—C(2) | 114.4 (1) | H(8)—C(8)—C(9) | 119.9865 |
C(5)—N(1)—C(4) | 117.5 (2) | C(8)—C(9)—H(9) | 119.1249 |
C(12)—N(1)—C(4) | 123.1 (1) | C(9)—C(10)—H(10) | 120.6720 |
C(12)—N(1)—C(5) | 118.6 (2) | H(9)—C(9)—C(10) | 119.1064 |
N(1)—C(5)—C(6) | 114.5 (2) | H(10)—C(10)—C(11) | 120.7175 |
N(1)—C(12)—C(13) | 110.8 (1) | C(12)—C(13)—H(131) | 108.8733 |
N(1)—C(12)—C(17) | 113.1 (2) | C(12)—C(13)—H(132) | 108.8805 |
N(2)—C(1)—C(2) | 108.1 (1) | C(12)—C(17)—H(171) | 108.9680 |
C(18)—N(2)—C(1) | 123.2 (2) | C(12)—C(17)—H(172) | 109.0075 |
N(2)—C(1)—C(25) | 112.2 (1) | H(131)—C(13)—C(14) | 108.8698 |
N(2)—C(18)—C(19) | 124.1 (1) | H(132)—C(13)—C(14) | 108.8614 |
N(2)—C(18)—C(23) | 117.9 (2) | C(13)—C(14)—H(140) | 108.8476 |
C(1)—C(2)—C(3) | 112.9 (2) | C(13)—C(14)—H(142) | 108.8415 |
C(1)—C(2)—C(4) | 112.2 (1) | H(132)—C(13)—H(131) | 109.4539 |
C(25)—C(1)—C(2) | 110.2 (1) | H(140)—C(14)—C(15) | 108.8482 |
C(1)—C(25)—C(26) | 120.7 (2) | H(142)—C(14)—C(15) | 108.8333 |
C(1)—C(25)—C(30) | 121.0 (1) | C(14)—C(15)—H(151) | 109.0728 |
C(4)—C(2)—C(3) | 105.9 (1) | C(14)—C(15)—H(152) | 109.0735 |
C(5)—C(6)—C(7) | 120.9 (2) | H(142)—C(14)—H(140) | 109.4606 |
C(5)—C(6)—C(11) | 119.3 (2) | C(15)—C(16)—H(162) | 109.1495 |
C(11)—C(6)—C(7) | 119.5 (3) | H(151)—C(15)—C(16) | 109.0966 |
C(6)—C(7)—C(8) | 119.2 (2) | C(15)—C(16)—H(161) | 109.1145 |
C(6)—C(11)—C(10) | 120.8 (2) | H(152)—C(15)—C(16) | 109.0376 |
C(7)—C(8)—C(9) | 120.0 (3) | H(152)—C(15)—H(151) | 109.4644 |
C(8)—C(9)—C(10) | 121.8 (4) | C(16)—C(17)—H(171) | 108.9068 |
C(9)—C(10)—C(11) | 118.6 (3) | C(16)—C(17)—H(172) | 109.0096 |
C(17)—C(12)—C(13) | 111.1 (1) | H(162)—C(16)—C(17) | 109.1602 |
C(12)—C(13)—C(14) | 111.9 (1) | H(161)—C(16)—C(17) | 109.1376 |
C(12)—C(17)—C(16) | 111.5 (2) | H(162)—C(16)—H(161) | 109.4594 |
C(13)—C(14)—C(15) | 112.0 (3) | H(172)—C(17)—H(171) | 109.4604 |
C(14)—C(15)—C(16) | 111.1 (2) | C(18)—C(19)—H(19) | 119.6977 |
C(15)—C(16)—C(17) | 110.8 (2) | H(19)—C(19)—C(20) | 119.6593 |
C(23)—C(18)—C(19) | 118.0 (2) | C(19)—C(20)—H(20) | 119.6626 |
C(18)—C(19)—C(20) | 120.6 (2) | H(20)—C(20)—C(21) | 119.7006 |
C(18)—C(23)—C(22) | 120.8 (2) | C(20)—C(21)—H(21) | 120.1031 |
C(19)—C(20)—C(21) | 120.6 (3) | C(21)—C(22)—H(22) | 119.8354 |
C(20)—C(21)—C(22) | 119.8 (3) | H(21)—C(21)—C(22) | 120.1353 |
C(21)—C(22)—C(23) | 120.2 (2) | H(22)—C(22)—C(23) | 119.9811 |
C(25)—C(26)—C(27) | 121.2 (2) | H(242)—C(24)—H(241) | 109.4741 |
C(30)—C(25)—C(26) | 118.2 (1) | H(243)—C(24)—H(241) | 109.4639 |
C(25)—C(30)—C(29) | 121.1 (2) | H(243)—C(24)—H(242) | 109.3262 |
C(26)—C(27)—C(28) | 119.2 (2) | C(25)—C(26)—H(26) | 119.4336 |
C(27)—C(28)—C(29) | 121.0 (2) | C(25)—C(30)—H(30) | 119.4373 |
C(28)—C(29)—C(30) | 119.3 (2) | C(26)—C(27)—H(27) | 120.3668 |
O(4)—C(24)—H(241) | 109.4369 | H(26)—C(26)—C(27) | 119.3886 |
O(4)—C(24)—H(242) | 109.6548 | H(27)—C(27)—C(28) | 120.4253 |
O(4)—C(24)—H(243) | 109.4712 | C(28)—C(29)—H(229) | 120.4107 |
N(2)—C(1)—H(1) | 108.7047 | H(229)—C(29)—C(30) | 120.3181 |
H(201)—N(2)—C(1) | 109.9252 | C(29)—C(30)—H(30) | 119.4185 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H201···O2 | 0.91 | 2.37 | 3.251 (3) | 161 |
N2—H201···O4 | 0.91 | 2.36 | 2.609 (1) | 96 |
C24—H243···O1i | 0.96 | 2.46 | 3.287 (2) | 144 |
C24—H241···O4ii | 0.96 | 2.62 | 3.259 (2) | 124 |
Symmetry codes: (i) x+1/2, −y+3/2, z+1/2; (ii) −x+1, −y+1, −z+1. |