(5RS)-5-(4-Meth­oxy­phen­yl)-2-(methyl­sulfan­yl)benzo[g]pyrimido[4,5-b]quinoline-4,6,11(3H,5H,12H)-trione, with Z' = 3, forms a three-dimensional hydrogen-bonded framework con­taining five types of hydrogen bond

The title compound, C₂₃H₁₇N₃O₄S, crystallizes with Z' = 3 in the space group P. Two of the three independent mol­ecules are broadly similar in terms of both their mol­ecular con­formations and their participation in hydrogen bonds, but the third mol­ecule differs from the other two in both of these respects. The mol­ecules are linked by a combination of N-H...O, N-H...N, C-H...O, C-H...N and C-H...[pi](arene) hydrogen bonds to form a continuous three-dimensional framework structure within which a centrosymmetric six-mol­ecule aggregate can be identified as a key structural element.

Computing details

Data collection: COLLECT (Hooft, 1998); cell refinement: DIRAX/LSQ (Duisenberg et al., 2000); data reduction: EVALCCD (Duisenberg et al., 2003); program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009).

(5RS)-5-(4-Methoxyphenyl)-2-(methylsulfanyl)benzo[g]pyrimido[4,5-b]quinoline-4,6,11(3H,5H,12H)-trione

Crystal data

C23H17N3O4S	Z = 6
Mr = 431.47	F(000) = 1344
Triclinic, P1	Dx = 1.468 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 11.020 (3) Å	Cell parameters from 13434 reflections
b = 12.138 (5) Å	θ = 2.5–27.5°
c = 23.139 (5) Å	µ = 0.20 mm^−1
α = 85.33 (3)°	T = 120 K
β = 79.56 (2)°	Plate, colourless
γ = 74.33 (3)°	0.40 × 0.27 × 0.10 mm
V = 2929.0 (16) Å^3

Data collection

Bruker-Nonius KappaCCD diffractometer	13434 independent reflections
Radiation source: Bruker–Nonius FR591 rotating anode	7678 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.091
Detector resolution: 9.091 pixels mm^-1	θmax = 27.5°, θmin = 2.5°
φ and ω scans	h = −14→14
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −15→15
Tmin = 0.923, Tmax = 0.980	l = −30→30
82441 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.068	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.153	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0472P)^2 + 3.7271P] where P = (Fo^2 + 2Fc^2)/3
13434 reflections	(Δ/σ)max = 0.001
844 parameters	Δρmax = 0.51 e Å^−3
0 restraints	Δρmin = −0.38 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
N11	0.3978 (2)	0.5957 (2)	0.22925 (12)	0.0302 (6)
C12	0.4994 (3)	0.6106 (3)	0.24674 (13)	0.0264 (7)
N13	0.5594 (2)	0.5423 (2)	0.28768 (11)	0.0255 (6)
H13	0.6319	0.5519	0.2985	0.031*
C14	0.5252 (3)	0.4451 (3)	0.31220 (14)	0.0266 (7)
O14	0.5859 (2)	0.38237 (19)	0.34824 (10)	0.0324 (5)
C14A	0.4190 (3)	0.4233 (3)	0.29272 (14)	0.0264 (7)
C15	0.3876 (3)	0.3096 (3)	0.30818 (14)	0.0282 (7)
H15	0.3955	0.2881	0.3502	0.034*
C15A	0.2515 (3)	0.3209 (3)	0.29969 (14)	0.0307 (7)
C16	0.1854 (3)	0.2360 (3)	0.32839 (15)	0.0371 (8)
O16	0.2281 (2)	0.1701 (2)	0.36763 (11)	0.0470 (7)
C16A	0.0672 (3)	0.2294 (3)	0.30777 (15)	0.0404 (9)
C17	0.0154 (4)	0.1378 (4)	0.32732 (17)	0.0507 (11)
H17	0.0541	0.0800	0.3534	0.061*
C18	−0.0965 (4)	0.1333 (4)	0.3072 (2)	0.0637 (13)
H18	−0.1322	0.0705	0.3192	0.076*
C19	−0.1551 (4)	0.2178 (5)	0.27050 (19)	0.0621 (13)
H19	−0.2313	0.2134	0.2582	0.075*
C110	−0.1041 (3)	0.3092 (4)	0.25142 (17)	0.0523 (11)
H110	−0.1452	0.3679	0.2264	0.063*
C10A	0.0090 (3)	0.3143 (3)	0.26938 (15)	0.0417 (9)
C111	0.0689 (3)	0.4070 (3)	0.24610 (16)	0.0421 (9)
O111	0.0235 (3)	0.4834 (3)	0.21167 (13)	0.0624 (8)
C11A	0.1945 (3)	0.4033 (3)	0.26256 (14)	0.0316 (8)
N112	0.2508 (2)	0.4878 (2)	0.23656 (12)	0.0341 (7)
H112	0.2183	0.5402	0.2066	0.041*
C12A	0.3588 (3)	0.5019 (3)	0.25412 (14)	0.0274 (7)
S12	0.56759 (9)	0.72241 (7)	0.21852 (4)	0.0363 (2)
C121	0.4984 (4)	0.7670 (4)	0.15328 (18)	0.0596 (12)
H12A	0.5410	0.7121	0.1224	0.089*
H12B	0.5094	0.8429	0.1399	0.089*
H12C	0.4071	0.7704	0.1618	0.089*
C151	0.4765 (3)	0.2155 (3)	0.26919 (14)	0.0279 (7)
C152	0.5365 (3)	0.2385 (3)	0.21367 (15)	0.0334 (8)
H152	0.5282	0.3161	0.2006	0.040*
C153	0.6088 (3)	0.1524 (3)	0.17604 (15)	0.0367 (8)
H153	0.6492	0.1714	0.1381	0.044*
C154	0.6216 (3)	0.0398 (3)	0.19395 (15)	0.0329 (8)
C155	0.5643 (4)	0.0133 (3)	0.25010 (16)	0.0406 (9)
H155	0.5748	−0.0644	0.2632	0.049*
C156	0.4926 (3)	0.0995 (3)	0.28665 (15)	0.0373 (8)
H156	0.4530	0.0802	0.3247	0.045*
O154	0.6864 (2)	−0.0515 (2)	0.15964 (10)	0.0423 (6)
C158	0.7206 (4)	−0.0270 (3)	0.09858 (16)	0.0513 (10)
H18A	0.6457	0.0218	0.0835	0.077*
H18B	0.7509	−0.0987	0.0775	0.077*
H18C	0.7886	0.0127	0.0928	0.077*
N21	0.2029 (2)	0.6058 (2)	0.11220 (12)	0.0290 (6)
C22	0.0923 (3)	0.6184 (3)	0.09535 (14)	0.0286 (7)
N23	0.0746 (2)	0.5551 (2)	0.05314 (11)	0.0276 (6)
H23	−0.0032	0.5706	0.0396	0.033*
C24	0.1707 (3)	0.4670 (3)	0.02623 (14)	0.0257 (7)
O24	0.1509 (2)	0.41057 (18)	−0.01164 (10)	0.0310 (5)
C24A	0.2916 (3)	0.4477 (3)	0.04575 (13)	0.0253 (7)
C25	0.3946 (3)	0.3419 (3)	0.02720 (14)	0.0266 (7)
H25	0.4021	0.3330	−0.0160	0.032*
C25A	0.5211 (3)	0.3522 (3)	0.04039 (14)	0.0268 (7)
C26	0.6378 (3)	0.2731 (3)	0.01293 (14)	0.0288 (7)
O26	0.6356 (2)	0.2103 (2)	−0.02530 (11)	0.0393 (6)
C26A	0.7609 (3)	0.2692 (3)	0.03281 (14)	0.0299 (7)
C27	0.8711 (3)	0.1864 (3)	0.01159 (16)	0.0379 (8)
H27	0.8691	0.1340	−0.0163	0.045*
C28	0.9848 (3)	0.1809 (3)	0.03171 (18)	0.0447 (10)
H28	1.0602	0.1240	0.0176	0.054*
C29	0.9883 (3)	0.2575 (3)	0.07180 (17)	0.0412 (9)
H29	1.0663	0.2531	0.0850	0.049*
C210	0.8802 (3)	0.3400 (3)	0.09291 (15)	0.0356 (8)
H210	0.8835	0.3931	0.1202	0.043*
C20A	0.7645 (3)	0.3451 (3)	0.07387 (14)	0.0311 (8)
C211	0.6468 (3)	0.4312 (3)	0.09814 (15)	0.0312 (8)
O211	0.6444 (2)	0.4987 (2)	0.13469 (12)	0.0461 (7)
C21A	0.5255 (3)	0.4298 (3)	0.07841 (14)	0.0266 (7)
N212	0.4181 (2)	0.5088 (2)	0.10348 (11)	0.0270 (6)
H212	0.4184	0.5564	0.1357	0.032*
C22A	0.3011 (3)	0.5202 (3)	0.08592 (13)	0.0264 (7)
S22	−0.04467 (8)	0.71910 (8)	0.12509 (4)	0.0410 (2)
C221	0.0176 (4)	0.7892 (4)	0.17366 (19)	0.0607 (12)
H22A	0.0443	0.7359	0.2059	0.091*
H22B	−0.0488	0.8560	0.1897	0.091*
H22C	0.0912	0.8139	0.1519	0.091*
C251	0.3593 (3)	0.2378 (3)	0.06053 (14)	0.0268 (7)
C252	0.3190 (3)	0.2395 (3)	0.12117 (14)	0.0323 (8)
H252	0.3177	0.3048	0.1416	0.039*
C253	0.2810 (3)	0.1494 (3)	0.15261 (15)	0.0357 (8)
H253	0.2541	0.1526	0.1940	0.043*
C254	0.2826 (3)	0.0551 (3)	0.12310 (16)	0.0362 (8)
C255	0.3243 (3)	0.0498 (3)	0.06293 (15)	0.0358 (8)
H255	0.3261	−0.0159	0.0428	0.043*
C256	0.3636 (3)	0.1402 (3)	0.03213 (15)	0.0332 (8)
H256	0.3938	0.1354	−0.0090	0.040*
O254	0.2426 (3)	−0.0375 (2)	0.14941 (11)	0.0496 (7)
C258	0.2091 (5)	−0.0391 (4)	0.21191 (18)	0.0749 (15)
H28A	0.2781	−0.0249	0.2292	0.112*
H28B	0.1959	−0.1140	0.2260	0.112*
H28C	0.1301	0.0207	0.2235	0.112*
N31	0.9511 (2)	0.3615 (2)	0.44169 (11)	0.0282 (6)
C32	0.8469 (3)	0.3521 (3)	0.42515 (14)	0.0261 (7)
N33	0.7837 (2)	0.4275 (2)	0.38721 (11)	0.0276 (6)
H33	0.7088	0.4246	0.3808	0.033*
C34	0.8226 (3)	0.5229 (3)	0.36264 (14)	0.0283 (7)
O34	0.7645 (2)	0.58546 (19)	0.32588 (10)	0.0340 (5)
C34A	0.9324 (3)	0.5390 (3)	0.38219 (14)	0.0284 (7)
C35	0.9754 (3)	0.6465 (3)	0.36203 (15)	0.0314 (8)
H35	0.9812	0.6559	0.3184	0.038*
C35A	1.1076 (3)	0.6330 (3)	0.37730 (14)	0.0319 (8)
C36	1.1734 (3)	0.7219 (3)	0.35460 (15)	0.0327 (8)
O36	1.1301 (2)	0.7964 (2)	0.31947 (11)	0.0470 (7)
C36A	1.2949 (3)	0.7184 (3)	0.37640 (14)	0.0305 (7)
C37	1.3520 (3)	0.8078 (3)	0.36069 (16)	0.0389 (9)
H37	1.3143	0.8700	0.3365	0.047*
C38	1.4638 (3)	0.8063 (3)	0.38035 (16)	0.0395 (9)
H38	1.5023	0.8678	0.3697	0.047*
C39	1.5201 (3)	0.7158 (3)	0.41539 (15)	0.0356 (8)
H39	1.5973	0.7153	0.4284	0.043*
C310	1.4644 (3)	0.6265 (3)	0.43147 (14)	0.0332 (8)
H310	1.5034	0.5639	0.4551	0.040*
C30A	1.3500 (3)	0.6287 (3)	0.41264 (14)	0.0288 (7)
C311	1.2860 (3)	0.5365 (3)	0.43244 (14)	0.0313 (8)
O311	1.3267 (2)	0.4561 (2)	0.46526 (11)	0.0422 (6)
C31A	1.1609 (3)	0.5466 (3)	0.41238 (14)	0.0269 (7)
N312	1.1040 (2)	0.4617 (2)	0.43530 (11)	0.0297 (6)
H312	1.1478	0.4021	0.4627	0.036*
C32A	0.9916 (3)	0.4556 (3)	0.41895 (14)	0.0273 (7)
S32	0.77743 (8)	0.23980 (7)	0.44995 (4)	0.0312 (2)
C321	0.8967 (3)	0.1482 (3)	0.48793 (17)	0.0422 (9)
H32A	0.9789	0.1297	0.4613	0.063*
H32B	0.8720	0.0775	0.5013	0.063*
H32C	0.9046	0.1873	0.5219	0.063*
C351	0.8797 (3)	0.7529 (3)	0.39029 (14)	0.0307 (8)
C352	0.8693 (3)	0.7702 (3)	0.44935 (15)	0.0330 (8)
H352	0.9210	0.7148	0.4723	0.040*
C353	0.7866 (3)	0.8650 (3)	0.47587 (15)	0.0358 (8)
H353	0.7809	0.8744	0.5167	0.043*
C354	0.7102 (3)	0.9482 (3)	0.44258 (15)	0.0324 (8)
C355	0.7192 (3)	0.9324 (3)	0.38339 (15)	0.0328 (8)
H355	0.6681	0.9880	0.3603	0.039*
C356	0.8027 (3)	0.8354 (3)	0.35774 (15)	0.0330 (8)
H356	0.8076	0.8249	0.3171	0.040*
O354	0.6322 (2)	1.0414 (2)	0.47199 (10)	0.0404 (6)
C358	0.5388 (3)	1.1202 (3)	0.44166 (17)	0.0433 (9)
H38A	0.5826	1.1529	0.4065	0.065*
H38B	0.4885	1.1817	0.4678	0.065*
H38C	0.4820	1.0793	0.4301	0.065*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
N11	0.0287 (14)	0.0292 (15)	0.0350 (16)	−0.0082 (12)	−0.0122 (12)	0.0029 (12)
C12	0.0274 (17)	0.0251 (17)	0.0276 (17)	−0.0072 (13)	−0.0055 (14)	−0.0031 (13)
N13	0.0248 (13)	0.0271 (14)	0.0288 (14)	−0.0106 (11)	−0.0113 (11)	0.0025 (11)
C14	0.0249 (16)	0.0267 (17)	0.0313 (18)	−0.0095 (13)	−0.0096 (14)	0.0009 (14)
O14	0.0299 (12)	0.0336 (13)	0.0412 (14)	−0.0152 (10)	−0.0196 (11)	0.0092 (10)
C14A	0.0243 (16)	0.0287 (17)	0.0288 (17)	−0.0090 (13)	−0.0078 (14)	−0.0001 (14)
C15	0.0269 (16)	0.0315 (18)	0.0320 (18)	−0.0136 (14)	−0.0131 (14)	0.0052 (14)
C15A	0.0266 (17)	0.041 (2)	0.0282 (18)	−0.0154 (15)	−0.0056 (14)	0.0003 (15)
C16	0.039 (2)	0.045 (2)	0.032 (2)	−0.0202 (17)	−0.0031 (16)	−0.0040 (17)
O16	0.0498 (16)	0.0530 (17)	0.0456 (16)	−0.0278 (13)	−0.0102 (13)	0.0108 (13)
C16A	0.035 (2)	0.061 (3)	0.032 (2)	−0.0250 (18)	0.0021 (16)	−0.0126 (18)
C17	0.049 (2)	0.067 (3)	0.047 (2)	−0.039 (2)	0.0079 (19)	−0.011 (2)
C18	0.060 (3)	0.091 (4)	0.056 (3)	−0.052 (3)	0.005 (2)	−0.013 (3)
C19	0.043 (2)	0.109 (4)	0.048 (3)	−0.043 (3)	−0.002 (2)	−0.016 (3)
C110	0.033 (2)	0.094 (3)	0.040 (2)	−0.031 (2)	−0.0004 (17)	−0.018 (2)
C10A	0.0320 (19)	0.067 (3)	0.032 (2)	−0.0229 (18)	−0.0003 (16)	−0.0126 (18)
C111	0.0316 (19)	0.062 (3)	0.038 (2)	−0.0177 (18)	−0.0115 (17)	−0.0019 (19)
O111	0.0427 (16)	0.089 (2)	0.0652 (19)	−0.0270 (15)	−0.0303 (15)	0.0256 (17)
C11A	0.0286 (17)	0.040 (2)	0.0308 (18)	−0.0138 (15)	−0.0075 (15)	−0.0029 (15)
N112	0.0269 (15)	0.0425 (17)	0.0391 (17)	−0.0139 (13)	−0.0185 (13)	0.0091 (13)
C12A	0.0258 (16)	0.0290 (18)	0.0303 (18)	−0.0099 (13)	−0.0086 (14)	−0.0004 (14)
S12	0.0474 (5)	0.0317 (5)	0.0365 (5)	−0.0197 (4)	−0.0137 (4)	0.0068 (4)
C121	0.084 (3)	0.047 (3)	0.059 (3)	−0.028 (2)	−0.037 (2)	0.024 (2)
C151	0.0286 (17)	0.0314 (18)	0.0311 (18)	−0.0156 (14)	−0.0154 (14)	0.0064 (14)
C152	0.042 (2)	0.0239 (18)	0.036 (2)	−0.0092 (15)	−0.0129 (16)	0.0037 (15)
C153	0.042 (2)	0.036 (2)	0.034 (2)	−0.0143 (16)	−0.0108 (16)	0.0085 (16)
C154	0.0348 (18)	0.0289 (19)	0.037 (2)	−0.0076 (15)	−0.0130 (16)	0.0025 (15)
C155	0.055 (2)	0.0287 (19)	0.041 (2)	−0.0143 (17)	−0.0143 (19)	0.0074 (17)
C156	0.050 (2)	0.034 (2)	0.0317 (19)	−0.0157 (17)	−0.0125 (17)	0.0078 (16)
O154	0.0543 (16)	0.0324 (14)	0.0371 (14)	−0.0064 (12)	−0.0097 (12)	0.0042 (11)
C158	0.062 (3)	0.043 (2)	0.039 (2)	−0.002 (2)	−0.004 (2)	0.0052 (18)
N21	0.0240 (14)	0.0307 (15)	0.0327 (15)	−0.0040 (11)	−0.0109 (12)	0.0007 (12)
C22	0.0248 (16)	0.0312 (18)	0.0299 (18)	−0.0075 (13)	−0.0079 (14)	0.0064 (14)
N23	0.0188 (13)	0.0329 (15)	0.0327 (15)	−0.0059 (11)	−0.0118 (12)	0.0035 (12)
C24	0.0216 (16)	0.0278 (17)	0.0283 (17)	−0.0078 (13)	−0.0073 (13)	0.0068 (14)
O24	0.0272 (12)	0.0323 (13)	0.0364 (13)	−0.0066 (10)	−0.0151 (10)	0.0004 (10)
C24A	0.0242 (16)	0.0263 (17)	0.0273 (17)	−0.0089 (13)	−0.0090 (13)	0.0067 (13)
C25	0.0237 (16)	0.0310 (18)	0.0270 (17)	−0.0073 (13)	−0.0102 (13)	0.0017 (14)
C25A	0.0203 (15)	0.0303 (18)	0.0298 (17)	−0.0062 (13)	−0.0090 (13)	0.0084 (14)
C26	0.0296 (17)	0.0266 (18)	0.0318 (18)	−0.0108 (14)	−0.0066 (15)	0.0058 (15)
O26	0.0324 (13)	0.0393 (14)	0.0452 (15)	−0.0079 (11)	−0.0038 (11)	−0.0065 (12)
C26A	0.0207 (16)	0.0326 (18)	0.0331 (18)	−0.0052 (13)	−0.0040 (14)	0.0108 (15)
C27	0.0317 (19)	0.037 (2)	0.042 (2)	−0.0090 (16)	−0.0025 (16)	0.0086 (16)
C28	0.0223 (18)	0.047 (2)	0.057 (3)	−0.0021 (16)	−0.0017 (17)	0.013 (2)
C29	0.0232 (18)	0.052 (2)	0.046 (2)	−0.0100 (16)	−0.0078 (16)	0.0157 (19)
C210	0.0243 (17)	0.049 (2)	0.0338 (19)	−0.0110 (16)	−0.0080 (15)	0.0115 (16)
C20A	0.0246 (17)	0.039 (2)	0.0301 (18)	−0.0119 (14)	−0.0079 (14)	0.0128 (15)
C211	0.0245 (17)	0.038 (2)	0.0334 (19)	−0.0120 (14)	−0.0093 (15)	0.0080 (16)
O211	0.0306 (13)	0.0600 (17)	0.0548 (17)	−0.0158 (12)	−0.0128 (12)	−0.0160 (14)
C21A	0.0237 (16)	0.0312 (18)	0.0269 (17)	−0.0111 (14)	−0.0063 (14)	0.0064 (14)
N212	0.0208 (13)	0.0305 (15)	0.0319 (15)	−0.0055 (11)	−0.0107 (12)	−0.0032 (12)
C22A	0.0259 (16)	0.0292 (17)	0.0264 (17)	−0.0096 (14)	−0.0106 (14)	0.0082 (14)
S22	0.0296 (5)	0.0461 (6)	0.0411 (5)	0.0028 (4)	−0.0082 (4)	−0.0039 (4)
C221	0.056 (3)	0.060 (3)	0.059 (3)	0.007 (2)	−0.017 (2)	−0.023 (2)
C251	0.0181 (15)	0.0305 (18)	0.0339 (18)	−0.0074 (13)	−0.0103 (14)	0.0034 (14)
C252	0.0378 (19)	0.0298 (18)	0.0342 (19)	−0.0118 (15)	−0.0152 (16)	0.0012 (15)
C253	0.042 (2)	0.044 (2)	0.0263 (18)	−0.0172 (17)	−0.0114 (16)	0.0034 (16)
C254	0.0322 (18)	0.037 (2)	0.041 (2)	−0.0126 (15)	−0.0100 (16)	0.0081 (16)
C255	0.042 (2)	0.0304 (19)	0.037 (2)	−0.0111 (16)	−0.0047 (16)	−0.0058 (15)
C256	0.0317 (18)	0.0340 (19)	0.0350 (19)	−0.0111 (15)	−0.0046 (15)	−0.0008 (15)
O254	0.0709 (19)	0.0439 (16)	0.0405 (15)	−0.0301 (14)	−0.0065 (14)	0.0066 (12)
C258	0.126 (5)	0.076 (3)	0.041 (3)	−0.067 (3)	−0.004 (3)	0.008 (2)
N31	0.0264 (14)	0.0330 (15)	0.0304 (15)	−0.0128 (12)	−0.0132 (12)	0.0054 (12)
C32	0.0232 (16)	0.0285 (17)	0.0281 (17)	−0.0092 (13)	−0.0047 (13)	0.0009 (14)
N33	0.0202 (13)	0.0334 (15)	0.0336 (15)	−0.0118 (11)	−0.0111 (12)	0.0054 (12)
C34	0.0237 (16)	0.0323 (18)	0.0323 (18)	−0.0119 (14)	−0.0082 (14)	0.0036 (15)
O34	0.0310 (12)	0.0366 (13)	0.0415 (14)	−0.0153 (10)	−0.0210 (11)	0.0138 (11)
C34A	0.0243 (16)	0.0329 (18)	0.0325 (18)	−0.0141 (14)	−0.0088 (14)	0.0052 (14)
C35	0.0266 (17)	0.038 (2)	0.0358 (19)	−0.0164 (15)	−0.0147 (15)	0.0123 (15)
C35A	0.0259 (17)	0.040 (2)	0.0338 (19)	−0.0138 (15)	−0.0090 (15)	0.0043 (15)
C36	0.0250 (17)	0.041 (2)	0.0351 (19)	−0.0154 (15)	−0.0055 (15)	0.0074 (16)
O36	0.0367 (14)	0.0584 (17)	0.0549 (16)	−0.0278 (12)	−0.0215 (13)	0.0290 (14)
C36A	0.0228 (16)	0.042 (2)	0.0297 (18)	−0.0154 (14)	−0.0031 (14)	0.0029 (15)
C37	0.0296 (18)	0.046 (2)	0.047 (2)	−0.0215 (16)	−0.0084 (16)	0.0093 (17)
C38	0.0361 (19)	0.052 (2)	0.041 (2)	−0.0289 (17)	−0.0089 (17)	0.0024 (18)
C39	0.0247 (17)	0.055 (2)	0.0343 (19)	−0.0214 (16)	−0.0046 (15)	−0.0067 (17)
C310	0.0258 (17)	0.049 (2)	0.0276 (18)	−0.0144 (15)	−0.0041 (14)	−0.0024 (15)
C30A	0.0212 (16)	0.041 (2)	0.0274 (17)	−0.0138 (14)	−0.0027 (14)	−0.0008 (15)
C311	0.0251 (17)	0.044 (2)	0.0283 (18)	−0.0134 (15)	−0.0086 (14)	0.0036 (16)
O311	0.0330 (13)	0.0479 (15)	0.0517 (16)	−0.0167 (11)	−0.0221 (12)	0.0179 (13)
C31A	0.0217 (16)	0.0350 (19)	0.0278 (17)	−0.0126 (14)	−0.0066 (13)	0.0012 (14)
N312	0.0251 (14)	0.0364 (16)	0.0343 (16)	−0.0159 (12)	−0.0161 (12)	0.0117 (12)
C32A	0.0228 (16)	0.0338 (18)	0.0304 (18)	−0.0137 (14)	−0.0093 (14)	0.0020 (14)
S32	0.0300 (4)	0.0324 (5)	0.0372 (5)	−0.0160 (4)	−0.0124 (4)	0.0068 (4)
C321	0.042 (2)	0.035 (2)	0.056 (2)	−0.0164 (16)	−0.0226 (19)	0.0161 (18)
C351	0.0275 (17)	0.0368 (19)	0.037 (2)	−0.0219 (15)	−0.0151 (15)	0.0125 (15)
C352	0.0332 (18)	0.0340 (19)	0.038 (2)	−0.0177 (16)	−0.0152 (16)	0.0158 (16)
C353	0.040 (2)	0.049 (2)	0.0285 (18)	−0.0258 (18)	−0.0154 (16)	0.0088 (16)
C354	0.0297 (18)	0.0325 (19)	0.041 (2)	−0.0178 (15)	−0.0085 (16)	0.0025 (16)
C355	0.0301 (18)	0.040 (2)	0.037 (2)	−0.0201 (16)	−0.0182 (16)	0.0143 (16)
C356	0.0323 (18)	0.037 (2)	0.0366 (19)	−0.0190 (16)	−0.0143 (16)	0.0103 (16)
O354	0.0424 (14)	0.0459 (15)	0.0402 (14)	−0.0206 (12)	−0.0169 (12)	0.0095 (12)
C358	0.039 (2)	0.047 (2)	0.050 (2)	−0.0181 (17)	−0.0135 (18)	0.0018 (18)

Geometric parameters (Å, º)

N11—C12	1.318 (4)	C210—H210	0.9500
N11—C12A	1.371 (4)	C20A—C211	1.480 (5)
C12—N13	1.350 (4)	C211—O211	1.217 (4)
C12—S12	1.750 (3)	C211—C21A	1.493 (4)
N13—C14	1.383 (4)	C21A—N212	1.373 (4)
N13—H13	0.9170	N212—C22A	1.389 (4)
C14—O14	1.243 (3)	N212—H212	0.9799
C14—C14A	1.422 (4)	S22—C221	1.791 (4)
C14A—C12A	1.372 (4)	C221—H22A	0.9800
C14A—C15	1.512 (4)	C221—H22B	0.9800
C15—C15A	1.517 (4)	C221—H22C	0.9800
C15—C151	1.523 (5)	C251—C256	1.386 (5)
C15—H15	1.0000	C251—C252	1.393 (5)
C15A—C11A	1.360 (5)	C252—C253	1.382 (5)
C15A—C16	1.466 (5)	C252—H252	0.9500
C16—O16	1.233 (4)	C253—C254	1.375 (5)
C16—C16A	1.489 (5)	C253—H253	0.9500
C16A—C17	1.391 (5)	C254—O254	1.373 (4)
C16A—C10A	1.401 (5)	C254—C255	1.386 (5)
C17—C18	1.411 (6)	C255—C256	1.385 (5)
C17—H17	0.9500	C255—H255	0.9500
C18—C19	1.374 (7)	C256—H256	0.9500
C18—H18	0.9500	O254—C258	1.426 (5)
C19—C110	1.381 (6)	C258—H28A	0.9800
C19—H19	0.9500	C258—H28B	0.9800
C110—C10A	1.401 (5)	C258—H28C	0.9800
C110—H110	0.9500	N31—C32	1.310 (4)
C10A—C111	1.472 (5)	N31—C32A	1.368 (4)
C111—O111	1.232 (4)	C32—N33	1.357 (4)
C111—C11A	1.489 (4)	C32—S32	1.746 (3)
C11A—N112	1.380 (4)	N33—C34	1.387 (4)
N112—C12A	1.381 (4)	N33—H33	0.8750
N112—H112	0.9537	C34—O34	1.241 (4)
S12—C121	1.793 (4)	C34—C34A	1.431 (4)
C121—H12A	0.9800	C34A—C32A	1.370 (4)
C121—H12B	0.9800	C34A—C35	1.517 (4)
C121—H12C	0.9800	C35—C35A	1.524 (4)
C151—C152	1.378 (5)	C35—C351	1.536 (5)
C151—C156	1.406 (5)	C35—H35	1.0000
C152—C153	1.390 (5)	C35A—C31A	1.343 (4)
C152—H152	0.9500	C35A—C36	1.469 (4)
C153—C154	1.373 (5)	C36—O36	1.222 (4)
C153—H153	0.9500	C36—C36A	1.503 (4)
C154—O154	1.371 (4)	C36A—C37	1.389 (4)
C154—C155	1.391 (5)	C36A—C30A	1.391 (4)
C155—C156	1.374 (5)	C37—C38	1.384 (4)
C155—H155	0.9500	C37—H37	0.9500
C156—H156	0.9500	C38—C39	1.385 (5)
O154—C158	1.423 (4)	C38—H38	0.9500
C158—H18A	0.9800	C39—C310	1.380 (5)
C158—H18B	0.9800	C39—H39	0.9500
C158—H18C	0.9800	C310—C30A	1.400 (4)
N21—C22	1.313 (4)	C310—H310	0.9500
N21—C22A	1.370 (4)	C30A—C311	1.479 (4)
C22—N23	1.361 (4)	C311—O311	1.223 (4)
C22—S22	1.735 (3)	C311—C31A	1.504 (4)
N23—C24	1.383 (4)	C31A—N312	1.369 (4)
N23—H23	0.9322	N312—C32A	1.381 (4)
C24—O24	1.238 (4)	N312—H312	1.0027
C24—C24A	1.437 (4)	S32—C321	1.791 (3)
C24A—C22A	1.367 (4)	C321—H32A	0.9800
C24A—C25	1.499 (4)	C321—H32B	0.9800
C25—C25A	1.519 (4)	C321—H32C	0.9800
C25—C251	1.530 (4)	C351—C352	1.379 (5)
C25—H25	1.0000	C351—C356	1.393 (4)
C25A—C21A	1.356 (4)	C352—C353	1.370 (5)
C25A—C26	1.455 (4)	C352—H352	0.9500
C26—O26	1.222 (4)	C353—C354	1.404 (5)
C26—C26A	1.497 (4)	C353—H353	0.9500
C26A—C20A	1.389 (5)	C354—O354	1.367 (4)
C26A—C27	1.390 (5)	C354—C355	1.381 (5)
C27—C28	1.397 (5)	C355—C356	1.384 (5)
C27—H27	0.9500	C355—H355	0.9500
C28—C29	1.378 (5)	C356—H356	0.9500
C28—H28	0.9500	O354—C358	1.444 (4)
C29—C210	1.373 (5)	C358—H38A	0.9800
C29—H29	0.9500	C358—H38B	0.9800
C210—C20A	1.407 (4)	C358—H38C	0.9800
C12—N11—C12A	115.0 (3)	O211—C211—C21A	119.5 (3)
N11—C12—N13	123.6 (3)	C20A—C211—C21A	117.5 (3)
N11—C12—S12	122.2 (2)	C25A—C21A—N212	122.4 (3)
N13—C12—S12	114.3 (2)	C25A—C21A—C211	122.1 (3)
C12—N13—C14	122.9 (2)	N212—C21A—C211	115.4 (3)
C12—N13—H13	122.7	C21A—N212—C22A	120.6 (3)
C14—N13—H13	114.0	C21A—N212—H212	122.6
O14—C14—N13	120.8 (3)	C22A—N212—H212	116.8
O14—C14—C14A	123.9 (3)	C24A—C22A—N21	125.6 (3)
N13—C14—C14A	115.2 (3)	C24A—C22A—N212	119.6 (3)
C12A—C14A—C14	117.5 (3)	N21—C22A—N212	114.8 (3)
C12A—C14A—C15	122.3 (3)	C22—S22—C221	101.05 (17)
C14—C14A—C15	119.7 (3)	S22—C221—H22A	109.5
C14A—C15—C15A	109.0 (3)	S22—C221—H22B	109.5
C14A—C15—C151	111.5 (3)	H22A—C221—H22B	109.5
C15A—C15—C151	108.4 (2)	S22—C221—H22C	109.5
C14A—C15—H15	109.3	H22A—C221—H22C	109.5
C15A—C15—H15	109.3	H22B—C221—H22C	109.5
C151—C15—H15	109.3	C256—C251—C252	117.7 (3)
C11A—C15A—C16	120.2 (3)	C256—C251—C25	122.0 (3)
C11A—C15A—C15	120.6 (3)	C252—C251—C25	120.2 (3)
C16—C15A—C15	119.1 (3)	C253—C252—C251	122.1 (3)
O16—C16—C15A	120.9 (3)	C253—C252—H252	118.9
O16—C16—C16A	120.9 (3)	C251—C252—H252	118.9
C15A—C16—C16A	118.3 (3)	C254—C253—C252	119.0 (3)
C17—C16A—C10A	120.5 (3)	C254—C253—H253	120.5
C17—C16A—C16	119.0 (4)	C252—C253—H253	120.5
C10A—C16A—C16	120.5 (3)	O254—C254—C253	124.0 (3)
C16A—C17—C18	118.0 (4)	O254—C254—C255	115.7 (3)
C16A—C17—H17	121.0	C253—C254—C255	120.3 (3)
C18—C17—H17	121.0	C256—C255—C254	120.0 (3)
C19—C18—C17	121.5 (4)	C256—C255—H255	120.0
C19—C18—H18	119.2	C254—C255—H255	120.0
C17—C18—H18	119.2	C255—C256—C251	120.8 (3)
C18—C19—C110	120.5 (4)	C255—C256—H256	119.6
C18—C19—H19	119.8	C251—C256—H256	119.6
C110—C19—H19	119.8	C254—O254—C258	117.0 (3)
C19—C110—C10A	119.3 (4)	O254—C258—H28A	109.5
C19—C110—H110	120.4	O254—C258—H28B	109.5
C10A—C110—H110	120.4	H28A—C258—H28B	109.5
C16A—C10A—C110	120.2 (4)	O254—C258—H28C	109.5
C16A—C10A—C111	120.1 (3)	H28A—C258—H28C	109.5
C110—C10A—C111	119.7 (4)	H28B—C258—H28C	109.5
O111—C111—C10A	123.3 (3)	C32—N31—C32A	115.2 (3)
O111—C111—C11A	119.0 (3)	N31—C32—N33	123.4 (3)
C10A—C111—C11A	117.7 (3)	N31—C32—S32	122.6 (2)
C15A—C11A—N112	122.1 (3)	N33—C32—S32	114.0 (2)
C15A—C11A—C111	122.4 (3)	C32—N33—C34	123.1 (2)
N112—C11A—C111	115.5 (3)	C32—N33—H33	121.3
C11A—N112—C12A	120.6 (3)	C34—N33—H33	115.0
C11A—N112—H112	123.5	O34—C34—N33	120.0 (3)
C12A—N112—H112	115.9	O34—C34—C34A	125.2 (3)
N11—C12A—C14A	125.5 (3)	N33—C34—C34A	114.8 (3)
N11—C12A—N112	114.9 (3)	C32A—C34A—C34	117.2 (3)
C14A—C12A—N112	119.6 (3)	C32A—C34A—C35	124.0 (3)
C12—S12—C121	102.29 (17)	C34—C34A—C35	118.8 (3)
S12—C121—H12A	109.5	C34A—C35—C35A	109.0 (3)
S12—C121—H12B	109.5	C34A—C35—C351	111.2 (3)
H12A—C121—H12B	109.5	C35A—C35—C351	110.7 (3)
S12—C121—H12C	109.5	C34A—C35—H35	108.6
H12A—C121—H12C	109.5	C35A—C35—H35	108.6
H12B—C121—H12C	109.5	C351—C35—H35	108.6
C152—C151—C156	116.6 (3)	C31A—C35A—C36	120.4 (3)
C152—C151—C15	122.3 (3)	C31A—C35A—C35	122.1 (3)
C156—C151—C15	120.9 (3)	C36—C35A—C35	117.4 (3)
C151—C152—C153	122.4 (3)	O36—C36—C35A	120.9 (3)
C151—C152—H152	118.8	O36—C36—C36A	121.3 (3)
C153—C152—H152	118.8	C35A—C36—C36A	117.7 (3)
C154—C153—C152	119.7 (3)	C37—C36A—C30A	119.4 (3)
C154—C153—H153	120.2	C37—C36A—C36	119.0 (3)
C152—C153—H153	120.2	C30A—C36A—C36	121.5 (3)
O154—C154—C153	124.5 (3)	C38—C37—C36A	119.9 (3)
O154—C154—C155	116.0 (3)	C38—C37—H37	120.0
C153—C154—C155	119.5 (3)	C36A—C37—H37	120.0
C156—C155—C154	120.0 (3)	C37—C38—C39	120.7 (3)
C156—C155—H155	120.0	C37—C38—H38	119.7
C154—C155—H155	120.0	C39—C38—H38	119.7
C155—C156—C151	121.7 (3)	C310—C39—C38	120.1 (3)
C155—C156—H156	119.2	C310—C39—H39	120.0
C151—C156—H156	119.2	C38—C39—H39	120.0
C154—O154—C158	116.7 (3)	C39—C310—C30A	119.5 (3)
O154—C158—H18A	109.5	C39—C310—H310	120.3
O154—C158—H18B	109.5	C30A—C310—H310	120.3
H18A—C158—H18B	109.5	C36A—C30A—C310	120.4 (3)
O154—C158—H18C	109.5	C36A—C30A—C311	119.8 (3)
H18A—C158—H18C	109.5	C310—C30A—C311	119.8 (3)
H18B—C158—H18C	109.5	O311—C311—C30A	123.9 (3)
C22—N21—C22A	115.4 (3)	O311—C311—C31A	119.1 (3)
N21—C22—N23	123.6 (3)	C30A—C311—C31A	117.0 (3)
N21—C22—S22	122.3 (3)	C35A—C31A—N312	123.2 (3)
N23—C22—S22	114.1 (2)	C35A—C31A—C311	123.3 (3)
C22—N23—C24	122.7 (2)	N312—C31A—C311	113.4 (3)
C22—N23—H23	121.6	C31A—N312—C32A	120.6 (3)
C24—N23—H23	115.6	C31A—N312—H312	118.6
O24—C24—N23	121.0 (3)	C32A—N312—H312	120.7
O24—C24—C24A	124.1 (3)	N31—C32A—C34A	126.1 (3)
N23—C24—C24A	114.9 (3)	N31—C32A—N312	114.2 (3)
C22A—C24A—C24	117.7 (3)	C34A—C32A—N312	119.7 (3)
C22A—C24A—C25	123.2 (3)	C32—S32—C321	101.51 (15)
C24—C24A—C25	118.7 (3)	S32—C321—H32A	109.5
C24A—C25—C25A	109.6 (3)	S32—C321—H32B	109.5
C24A—C25—C251	109.1 (3)	H32A—C321—H32B	109.5
C25A—C25—C251	110.3 (2)	S32—C321—H32C	109.5
C24A—C25—H25	109.3	H32A—C321—H32C	109.5
C25A—C25—H25	109.3	H32B—C321—H32C	109.5
C251—C25—H25	109.3	C352—C351—C356	117.8 (3)
C21A—C25A—C26	120.7 (3)	C352—C351—C35	120.2 (3)
C21A—C25A—C25	121.2 (3)	C356—C351—C35	121.9 (3)
C26—C25A—C25	118.1 (3)	C353—C352—C351	121.9 (3)
O26—C26—C25A	120.8 (3)	C353—C352—H352	119.1
O26—C26—C26A	120.5 (3)	C351—C352—H352	119.1
C25A—C26—C26A	118.7 (3)	C352—C353—C354	119.9 (3)
C20A—C26A—C27	119.9 (3)	C352—C353—H353	120.0
C20A—C26A—C26	120.4 (3)	C354—C353—H353	120.0
C27—C26A—C26	119.7 (3)	O354—C354—C355	124.5 (3)
C26A—C27—C28	119.4 (4)	O354—C354—C353	116.4 (3)
C26A—C27—H27	120.3	C355—C354—C353	119.1 (3)
C28—C27—H27	120.3	C354—C355—C356	119.9 (3)
C29—C28—C27	120.5 (3)	C354—C355—H355	120.1
C29—C28—H28	119.8	C356—C355—H355	120.1
C27—C28—H28	119.8	C355—C356—C351	121.4 (3)
C210—C29—C28	120.7 (3)	C355—C356—H356	119.3
C210—C29—H29	119.7	C351—C356—H356	119.3
C28—C29—H29	119.7	C354—O354—C358	117.9 (3)
C29—C210—C20A	119.5 (4)	O354—C358—H38A	109.5
C29—C210—H210	120.3	O354—C358—H38B	109.5
C20A—C210—H210	120.3	H38A—C358—H38B	109.5
C26A—C20A—C210	120.1 (3)	O354—C358—H38C	109.5
C26A—C20A—C211	120.3 (3)	H38A—C358—H38C	109.5
C210—C20A—C211	119.6 (3)	H38B—C358—H38C	109.5
O211—C211—C20A	122.9 (3)
C12A—N11—C12—N13	−2.5 (5)	C26A—C20A—C211—C21A	2.1 (4)
C12A—N11—C12—S12	177.9 (2)	C210—C20A—C211—C21A	−177.4 (3)
N11—C12—N13—C14	4.8 (5)	C26—C25A—C21A—N212	177.4 (3)
S12—C12—N13—C14	−175.5 (2)	C25—C25A—C21A—N212	−5.2 (5)
C12—N13—C14—O14	177.4 (3)	C26—C25A—C21A—C211	−5.7 (5)
C12—N13—C14—C14A	−2.0 (4)	C25—C25A—C21A—C211	171.7 (3)
O14—C14—C14A—C12A	178.1 (3)	O211—C211—C21A—C25A	−176.1 (3)
N13—C14—C14A—C12A	−2.5 (4)	C20A—C211—C21A—C25A	0.9 (4)
O14—C14—C14A—C15	−10.1 (5)	O211—C211—C21A—N212	1.0 (4)
N13—C14—C14A—C15	169.3 (3)	C20A—C211—C21A—N212	178.0 (3)
C12A—C14A—C15—C15A	−26.1 (4)	C25A—C21A—N212—C22A	−6.8 (4)
C14—C14A—C15—C15A	162.4 (3)	C211—C21A—N212—C22A	176.1 (3)
C12A—C14A—C15—C151	93.6 (4)	C24—C24A—C22A—N21	4.4 (5)
C14—C14A—C15—C151	−77.9 (4)	C25—C24A—C22A—N21	−167.7 (3)
C14A—C15—C15A—C11A	23.6 (4)	C24—C24A—C22A—N212	−176.3 (3)
C151—C15—C15A—C11A	−98.0 (4)	C25—C24A—C22A—N212	11.5 (4)
C14A—C15—C15A—C16	−161.2 (3)	C22—N21—C22A—C24A	−1.6 (4)
C151—C15—C15A—C16	77.2 (4)	C22—N21—C22A—N212	179.1 (3)
C11A—C15A—C16—O16	−170.7 (3)	C21A—N212—C22A—C24A	3.7 (4)
C15—C15A—C16—O16	14.1 (5)	C21A—N212—C22A—N21	−176.9 (3)
C11A—C15A—C16—C16A	10.9 (5)	N21—C22—S22—C221	3.1 (3)
C15—C15A—C16—C16A	−164.3 (3)	N23—C22—S22—C221	−176.4 (3)
O16—C16—C16A—C17	−9.0 (5)	C24A—C25—C251—C256	130.8 (3)
C15A—C16—C16A—C17	169.4 (3)	C25A—C25—C251—C256	−108.8 (3)
O16—C16—C16A—C10A	170.9 (3)	C24A—C25—C251—C252	−48.0 (4)
C15A—C16—C16A—C10A	−10.8 (5)	C25A—C25—C251—C252	72.4 (4)
C10A—C16A—C17—C18	0.2 (6)	C256—C251—C252—C253	−1.7 (5)
C16—C16A—C17—C18	−180.0 (3)	C25—C251—C252—C253	177.1 (3)
C16A—C17—C18—C19	−1.6 (6)	C251—C252—C253—C254	−0.2 (5)
C17—C18—C19—C110	1.2 (7)	C252—C253—C254—O254	−177.6 (3)
C18—C19—C110—C10A	0.6 (6)	C252—C253—C254—C255	1.4 (5)
C17—C16A—C10A—C110	1.6 (6)	O254—C254—C255—C256	178.4 (3)
C16—C16A—C10A—C110	−178.3 (3)	C253—C254—C255—C256	−0.6 (5)
C17—C16A—C10A—C111	−176.3 (3)	C254—C255—C256—C251	−1.3 (5)
C16—C16A—C10A—C111	3.9 (5)	C252—C251—C256—C255	2.4 (5)
C19—C110—C10A—C16A	−2.0 (6)	C25—C251—C256—C255	−176.4 (3)
C19—C110—C10A—C111	175.9 (4)	C253—C254—O254—C258	−6.1 (5)
C16A—C10A—C111—O111	179.1 (4)	C255—C254—O254—C258	174.9 (4)
C110—C10A—C111—O111	1.2 (6)	C32A—N31—C32—N33	1.5 (5)
C16A—C10A—C111—C11A	2.9 (5)	C32A—N31—C32—S32	−178.9 (2)
C110—C10A—C111—C11A	−175.0 (3)	N31—C32—N33—C34	−0.7 (5)
C16—C15A—C11A—N112	177.2 (3)	S32—C32—N33—C34	179.7 (2)
C15—C15A—C11A—N112	−7.7 (5)	C32—N33—C34—O34	176.3 (3)
C16—C15A—C11A—C111	−4.3 (5)	C32—N33—C34—C34A	−2.4 (5)
C15—C15A—C11A—C111	170.8 (3)	O34—C34—C34A—C32A	−174.1 (3)
O111—C111—C11A—C15A	−179.1 (4)	N33—C34—C34A—C32A	4.6 (5)
C10A—C111—C11A—C15A	−2.7 (5)	O34—C34—C34A—C35	6.7 (5)
O111—C111—C11A—N112	−0.5 (5)	N33—C34—C34A—C35	−174.7 (3)
C10A—C111—C11A—N112	175.9 (3)	C32A—C34A—C35—C35A	12.7 (5)
C15A—C11A—N112—C12A	−9.8 (5)	C34—C34A—C35—C35A	−168.1 (3)
C111—C11A—N112—C12A	171.6 (3)	C32A—C34A—C35—C351	−109.7 (4)
C12—N11—C12A—C14A	−2.5 (5)	C34—C34A—C35—C351	69.5 (4)
C12—N11—C12A—N112	178.8 (3)	C34A—C35—C35A—C31A	−10.8 (5)
C14—C14A—C12A—N11	5.0 (5)	C351—C35—C35A—C31A	111.8 (4)
C15—C14A—C12A—N11	−166.6 (3)	C34A—C35—C35A—C36	172.3 (3)
C14—C14A—C12A—N112	−176.4 (3)	C351—C35—C35A—C36	−65.1 (4)
C15—C14A—C12A—N112	12.0 (5)	C31A—C35A—C36—O36	174.9 (3)
C11A—N112—C12A—N11	−173.7 (3)	C35—C35A—C36—O36	−8.1 (5)
C11A—N112—C12A—C14A	7.6 (5)	C31A—C35A—C36—C36A	−5.5 (5)
N11—C12—S12—C121	−16.4 (3)	C35—C35A—C36—C36A	171.4 (3)
N13—C12—S12—C121	163.9 (3)	O36—C36—C36A—C37	6.3 (5)
C14A—C15—C151—C152	−25.5 (4)	C35A—C36—C36A—C37	−173.2 (3)
C15A—C15—C151—C152	94.5 (3)	O36—C36—C36A—C30A	−174.7 (3)
C14A—C15—C151—C156	159.7 (3)	C35A—C36—C36A—C30A	5.7 (5)
C15A—C15—C151—C156	−80.2 (3)	C30A—C36A—C37—C38	1.0 (5)
C156—C151—C152—C153	0.6 (5)	C36—C36A—C37—C38	180.0 (3)
C15—C151—C152—C153	−174.3 (3)	C36A—C37—C38—C39	0.4 (6)
C151—C152—C153—C154	0.3 (5)	C37—C38—C39—C310	−0.5 (6)
C152—C153—C154—O154	177.4 (3)	C38—C39—C310—C30A	−0.7 (5)
C152—C153—C154—C155	−1.5 (5)	C37—C36A—C30A—C310	−2.2 (5)
O154—C154—C155—C156	−177.2 (3)	C36—C36A—C30A—C310	178.8 (3)
C153—C154—C155—C156	1.8 (5)	C37—C36A—C30A—C311	176.5 (3)
C154—C155—C156—C151	−1.0 (5)	C36—C36A—C30A—C311	−2.5 (5)
C152—C151—C156—C155	−0.2 (5)	C39—C310—C30A—C36A	2.1 (5)
C15—C151—C156—C155	174.8 (3)	C39—C310—C30A—C311	−176.6 (3)
C153—C154—O154—C158	−12.7 (5)	C36A—C30A—C311—O311	−178.4 (3)
C155—C154—O154—C158	166.3 (3)	C310—C30A—C311—O311	0.3 (5)
C22A—N21—C22—N23	−2.5 (4)	C36A—C30A—C311—C31A	−0.9 (5)
C22A—N21—C22—S22	178.0 (2)	C310—C30A—C311—C31A	177.8 (3)
N21—C22—N23—C24	3.6 (5)	C36—C35A—C31A—N312	179.5 (3)
S22—C22—N23—C24	−176.9 (2)	C35—C35A—C31A—N312	2.7 (5)
C22—N23—C24—O24	179.3 (3)	C36—C35A—C31A—C311	2.2 (5)
C22—N23—C24—C24A	−0.6 (4)	C35—C35A—C31A—C311	−174.6 (3)
O24—C24—C24A—C22A	177.0 (3)	O311—C311—C31A—C35A	178.7 (3)
N23—C24—C24A—C22A	−3.1 (4)	C30A—C311—C31A—C35A	1.1 (5)
O24—C24—C24A—C25	−10.5 (5)	O311—C311—C31A—N312	1.2 (5)
N23—C24—C24A—C25	169.4 (3)	C30A—C311—C31A—N312	−176.4 (3)
C22A—C24A—C25—C25A	−21.0 (4)	C35A—C31A—N312—C32A	5.7 (5)
C24—C24A—C25—C25A	167.0 (3)	C311—C31A—N312—C32A	−176.8 (3)
C22A—C24A—C25—C251	99.8 (3)	C32—N31—C32A—C34A	1.1 (5)
C24—C24A—C25—C251	−72.2 (3)	C32—N31—C32A—N312	−177.8 (3)
C24A—C25—C25A—C21A	17.6 (4)	C34—C34A—C32A—N31	−4.2 (5)
C251—C25—C25A—C21A	−102.5 (3)	C35—C34A—C32A—N31	174.9 (3)
C24A—C25—C25A—C26	−164.9 (3)	C34—C34A—C32A—N312	174.7 (3)
C251—C25—C25A—C26	75.0 (3)	C35—C34A—C32A—N312	−6.2 (5)
C21A—C25A—C26—O26	−173.3 (3)	C31A—N312—C32A—N31	175.1 (3)
C25—C25A—C26—O26	9.2 (4)	C31A—N312—C32A—C34A	−3.9 (5)
C21A—C25A—C26—C26A	7.3 (4)	N31—C32—S32—C321	−8.6 (3)
C25—C25A—C26—C26A	−170.2 (3)	N33—C32—S32—C321	171.1 (3)
O26—C26—C26A—C20A	176.3 (3)	C34A—C35—C351—C352	71.1 (3)
C25A—C26—C26A—C20A	−4.2 (4)	C35A—C35—C351—C352	−50.3 (4)
O26—C26—C26A—C27	−6.0 (5)	C34A—C35—C351—C356	−110.0 (3)
C25A—C26—C26A—C27	173.4 (3)	C35A—C35—C351—C356	128.7 (3)
C20A—C26A—C27—C28	−0.3 (5)	C356—C351—C352—C353	−0.1 (5)
C26—C26A—C27—C28	−178.0 (3)	C35—C351—C352—C353	178.9 (3)
C26A—C27—C28—C29	−0.6 (5)	C351—C352—C353—C354	−0.5 (5)
C27—C28—C29—C210	0.4 (5)	C352—C353—C354—O354	−178.6 (3)
C28—C29—C210—C20A	0.8 (5)	C352—C353—C354—C355	0.5 (5)
C27—C26A—C20A—C210	1.5 (5)	O354—C354—C355—C356	179.1 (3)
C26—C26A—C20A—C210	179.1 (3)	C353—C354—C355—C356	0.0 (4)
C27—C26A—C20A—C211	−178.0 (3)	C354—C355—C356—C351	−0.6 (5)
C26—C26A—C20A—C211	−0.4 (4)	C352—C351—C356—C355	0.7 (4)
C29—C210—C20A—C26A	−1.8 (5)	C35—C351—C356—C355	−178.3 (3)
C29—C210—C20A—C211	177.8 (3)	C355—C354—O354—C358	9.9 (4)
C26A—C20A—C211—O211	179.1 (3)	C353—C354—O354—C358	−171.0 (3)
C210—C20A—C211—O211	−0.5 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N13—H13···O34	0.92	1.84	2.757 (3)	173
N23—H23···O24^i	0.93	1.81	2.741 (3)	176
N33—H33···O14	0.87	1.86	2.702 (3)	160
N112—H112···N21	0.95	2.28	3.175 (4)	156
N212—H212···N11	0.98	2.21	3.125 (4)	154
N312—H312···O311	1.00	2.25	2.651 (4)	102
C255—H255···O26^ii	0.95	2.34	3.237 (4)	158
C352—H352···N31^iii	0.95	2.61	3.503 (4)	157
C29—H29···Cg^iv	0.95	2.79	3.659 (4)	152

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