2-(Pyridin-2-yl)-1,8-naphthyridine

The title compound, C₁₃H₉N₃, has three symmetry-independent mol­ecules in the asymmetric unit. The dihedral angles between the naphthyridine ring system and the pyridine group are in the range 3.927 (4)–7.362 (4)°. In the crystal, C—H...N inter­actions and aromatic π–π stacking [centroid–centroid distances = 3.5755 (7) and 3.6544 (7) Å] generate a three-dimensional network.

Computing details

Data collection: CrystalClear (Rigaku, 2008); cell refinement: CrystalClear (Rigaku, 2008); data reduction: CrystalClear (Rigaku, 2008); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008) and ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: CrystalStructure (Rigaku, 2010), PLATON (Spek, 2009) and publCIF (Westrip, 2010).

2-(Pyridin-2-yl)-1,8-naphthyridine

Crystal data

C13H9N3	F(000) = 648.00
Mr = 207.23	Dx = 1.402 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: P 2yb	Cell parameters from 4248 reflections
a = 6.1708 (2) Å	θ = 3.1–27.5°
b = 16.9596 (7) Å	µ = 0.09 mm^−1
c = 14.2882 (6) Å	T = 93 K
β = 99.9699 (19)°	Prism, yellow
V = 1472.74 (10) Å^3	0.45 × 0.20 × 0.10 mm
Z = 6

Data collection

Rigaku Saturn724 diffractometer	6058 reflections with F^2 > 2.0σ(F^2)
Detector resolution: 28.944 pixels mm^-1	Rint = 0.014
ω scans	θmax = 27.5°
Absorption correction: multi-scan (REQAB; Rigaku, 1998)	h = −8→8
Tmin = 0.928, Tmax = 0.991	k = −22→22
14789 measured reflections	l = −18→18
6626 independent reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.093	Only H-atom coordinates refined
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0695P)^2] where P = (Fo^2 + 2Fc^2)/3
6626 reflections	(Δ/σ)max = 0.001
515 parameters	Δρmax = 0.35 e Å^−3
1 restraint	Δρmin = −0.19 e Å^−3
Primary atom site location: structure-invariant direct methods

Special details

Refinement. Refinement was performed 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 sigma(F²) is used only for calculating R-factor (gt). All H atoms were identified in a difference Fourier map and their positions refined freely with U_iso(H) = 1.2U_eq(C).

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

	x	y	z	Uiso*/Ueq
N1	0.87594 (17)	0.28801 (6)	0.69204 (7)	0.0204 (3)
N2	0.66559 (16)	0.46716 (6)	0.57649 (7)	0.0172 (2)
N3	0.57101 (16)	0.58104 (6)	0.49070 (7)	0.0195 (2)
N4	0.70483 (16)	0.59955 (6)	0.12837 (7)	0.0207 (3)
N5	0.92194 (17)	0.42608 (6)	0.25484 (7)	0.0177 (2)
N6	1.01665 (17)	0.31352 (6)	0.34193 (7)	0.0209 (3)
N7	0.53827 (17)	0.42723 (6)	−0.01887 (7)	0.0233 (3)
N8	0.75468 (17)	0.25164 (6)	0.10279 (7)	0.0179 (2)
N9	0.85512 (17)	0.14117 (6)	0.19418 (7)	0.0209 (3)
C1	0.8171 (3)	0.23280 (7)	0.74938 (9)	0.0218 (3)
C2	0.6213 (2)	0.23424 (7)	0.78485 (9)	0.0221 (3)
C3	0.4808 (2)	0.29730 (8)	0.76089 (9)	0.0221 (3)
C4	0.5402 (2)	0.35602 (7)	0.70257 (9)	0.0195 (3)
C5	0.73813 (19)	0.34860 (6)	0.66848 (8)	0.0168 (3)
C6	0.80663 (19)	0.40977 (7)	0.60424 (8)	0.0162 (3)
C7	1.01571 (19)	0.40401 (7)	0.57595 (8)	0.0192 (3)
C8	1.07842 (18)	0.46107 (7)	0.51931 (8)	0.0189 (3)
C9	0.93315 (19)	0.52367 (7)	0.48811 (8)	0.0170 (3)
C10	0.72520 (19)	0.52397 (7)	0.51823 (8)	0.0163 (3)
C11	0.9799 (2)	0.58520 (7)	0.42822 (8)	0.0196 (3)
C12	0.8255 (2)	0.64204 (7)	0.40108 (8)	0.0212 (3)
C13	0.6239 (2)	0.63686 (7)	0.43447 (8)	0.0203 (3)
C14	0.7579 (3)	0.64916 (7)	0.06284 (9)	0.0230 (3)
C15	0.9466 (2)	0.64282 (7)	0.02335 (9)	0.0224 (3)
C16	1.0919 (2)	0.58223 (8)	0.05402 (9)	0.0222 (3)
C17	1.03995 (19)	0.52957 (7)	0.12084 (8)	0.0189 (3)
C18	0.84483 (19)	0.54007 (7)	0.15603 (8)	0.0168 (3)
C19	0.77970 (19)	0.48275 (7)	0.22518 (8)	0.0162 (3)
C20	0.5714 (2)	0.48967 (7)	0.25356 (8)	0.0182 (3)
C21	0.50999 (19)	0.43385 (7)	0.31242 (8)	0.0191 (3)
C22	0.65624 (18)	0.37180 (7)	0.34473 (8)	0.0171 (3)
C23	0.86361 (19)	0.37057 (7)	0.31452 (8)	0.0169 (3)
C24	0.6076 (2)	0.31011 (7)	0.40441 (8)	0.0208 (3)
C25	0.7604 (2)	0.25285 (7)	0.43064 (8)	0.0218 (3)
C26	0.9624 (3)	0.25739 (7)	0.39766 (9)	0.0221 (3)
C27	0.5951 (3)	0.48079 (8)	−0.07890 (9)	0.0257 (3)
C28	0.7876 (3)	0.47778 (8)	−0.11602 (9)	0.0245 (3)
C29	0.9295 (3)	0.41530 (8)	−0.09078 (9)	0.0238 (3)
C30	0.8740 (2)	0.35895 (7)	−0.02897 (9)	0.0206 (3)
C31	0.6778 (2)	0.36714 (7)	0.00599 (8)	0.0179 (3)
C32	0.61384 (19)	0.30907 (7)	0.07453 (8)	0.0173 (3)
C33	0.4090 (2)	0.31726 (7)	0.10632 (8)	0.0200 (3)
C34	0.3500 (2)	0.26294 (7)	0.16728 (9)	0.0214 (3)
C35	0.49601 (19)	0.20031 (7)	0.19869 (8)	0.0185 (3)
C36	0.70007 (19)	0.19762 (7)	0.16541 (8)	0.0175 (3)
C37	0.4553 (2)	0.14189 (7)	0.26402 (9)	0.0219 (3)
C38	0.6114 (2)	0.08649 (7)	0.29344 (9)	0.0231 (3)
C39	0.8090 (3)	0.08885 (7)	0.25631 (9)	0.0226 (3)
H1	0.918 (3)	0.1879 (9)	0.7651 (10)	0.0261*
H2	0.588 (3)	0.1882 (9)	0.8247 (10)	0.0265*
H3	0.338 (3)	0.3016 (9)	0.7824 (10)	0.0266*
H4	0.450 (3)	0.4017 (9)	0.6859 (10)	0.0233*
H7	1.110 (3)	0.3603 (9)	0.5981 (10)	0.0230*
H8	1.222 (3)	0.4602 (9)	0.5002 (10)	0.0227*
H11	1.126 (3)	0.5869 (9)	0.4105 (10)	0.0235*
H12	0.852 (3)	0.6858 (9)	0.3612 (10)	0.0254*
H13	0.515 (3)	0.6776 (9)	0.4162 (10)	0.0244*
H14	0.650 (3)	0.6926 (9)	0.0445 (10)	0.0276*
H15	0.972 (3)	0.6769 (9)	−0.0263 (10)	0.0268*
H16	1.231 (3)	0.5731 (9)	0.0279 (10)	0.0267*
H17	1.131 (3)	0.4865 (9)	0.1423 (10)	0.0226*
H20	0.477 (3)	0.5351 (9)	0.2313 (10)	0.0218*
H21	0.366 (3)	0.4350 (9)	0.3317 (10)	0.0229*
H24	0.458 (3)	0.3102 (9)	0.4236 (10)	0.0250*
H25	0.737 (3)	0.2052 (10)	0.4710 (10)	0.0261*
H26	1.076 (3)	0.2168 (9)	0.4170 (10)	0.0265*
H27	0.489 (3)	0.5225 (10)	−0.0949 (11)	0.0309*
H28	0.826 (3)	0.5167 (10)	−0.1569 (11)	0.0293*
H29	1.073 (3)	0.4118 (9)	−0.1160 (10)	0.0286*
H30	0.970 (3)	0.3149 (9)	−0.0107 (10)	0.0247*
H33	0.317 (3)	0.3607 (9)	0.0848 (10)	0.0240*
H34	0.210 (3)	0.2664 (9)	0.1898 (10)	0.0257*
H37	0.314 (3)	0.1435 (9)	0.2909 (10)	0.0263*
H38	0.589 (3)	0.0444 (9)	0.3389 (11)	0.0278*
H39	0.926 (3)	0.0485 (9)	0.2772 (10)	0.0271*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
N1	0.0203 (6)	0.0204 (5)	0.0210 (5)	0.0033 (5)	0.0048 (4)	0.0011 (4)
N2	0.0162 (5)	0.0183 (5)	0.0176 (5)	−0.0002 (4)	0.0040 (4)	−0.0010 (4)
N3	0.0200 (5)	0.0199 (5)	0.0191 (5)	0.0020 (4)	0.0047 (4)	0.0008 (4)
N4	0.0219 (5)	0.0185 (5)	0.0221 (5)	0.0016 (4)	0.0049 (4)	0.0023 (4)
N5	0.0195 (5)	0.0167 (5)	0.0171 (5)	0.0017 (4)	0.0033 (4)	0.0006 (4)
N6	0.0230 (6)	0.0206 (5)	0.0194 (5)	0.0053 (4)	0.0046 (4)	0.0024 (4)
N7	0.0246 (6)	0.0228 (6)	0.0219 (5)	0.0041 (5)	0.0022 (4)	0.0012 (5)
N8	0.0189 (5)	0.0176 (5)	0.0174 (5)	−0.0010 (4)	0.0037 (4)	−0.0010 (4)
N9	0.0208 (5)	0.0201 (5)	0.0227 (5)	0.0013 (4)	0.0062 (4)	0.0014 (4)
C1	0.0236 (7)	0.0211 (6)	0.0205 (6)	0.0051 (5)	0.0035 (5)	0.0005 (5)
C2	0.0243 (7)	0.0210 (6)	0.0206 (6)	−0.0032 (5)	0.0029 (5)	0.0012 (5)
C3	0.0182 (6)	0.0241 (6)	0.0244 (6)	−0.0025 (5)	0.0043 (5)	0.0002 (5)
C4	0.0158 (6)	0.0192 (6)	0.0230 (6)	0.0016 (5)	0.0023 (5)	0.0000 (5)
C5	0.0157 (6)	0.0178 (6)	0.0161 (5)	−0.0014 (5)	0.0005 (5)	−0.0033 (5)
C6	0.0157 (6)	0.0164 (6)	0.0155 (5)	−0.0006 (5)	0.0001 (5)	−0.0026 (5)
C7	0.0158 (6)	0.0199 (6)	0.0212 (6)	0.0022 (5)	0.0009 (5)	−0.0021 (5)
C8	0.0127 (6)	0.0232 (6)	0.0212 (6)	−0.0019 (5)	0.0039 (5)	−0.0040 (5)
C9	0.0153 (6)	0.0191 (6)	0.0166 (6)	−0.0039 (5)	0.0028 (5)	−0.0051 (5)
C10	0.0151 (6)	0.0183 (6)	0.0152 (5)	−0.0000 (5)	0.0022 (5)	−0.0020 (5)
C11	0.0175 (6)	0.0223 (6)	0.0199 (6)	−0.0043 (5)	0.0060 (5)	−0.0026 (5)
C12	0.0252 (7)	0.0199 (6)	0.0191 (6)	−0.0052 (5)	0.0056 (5)	−0.0005 (5)
C13	0.0222 (6)	0.0194 (6)	0.0194 (6)	0.0028 (5)	0.0036 (5)	0.0006 (5)
C14	0.0274 (7)	0.0185 (6)	0.0235 (6)	0.0013 (5)	0.0052 (5)	0.0035 (5)
C15	0.0293 (7)	0.0178 (6)	0.0207 (6)	−0.0053 (5)	0.0062 (5)	−0.0002 (5)
C16	0.0218 (7)	0.0246 (7)	0.0210 (6)	−0.0039 (5)	0.0061 (5)	−0.0032 (5)
C17	0.0176 (6)	0.0183 (6)	0.0200 (6)	−0.0005 (5)	0.0011 (5)	−0.0022 (5)
C18	0.0194 (6)	0.0148 (6)	0.0157 (5)	−0.0015 (5)	0.0013 (5)	−0.0012 (5)
C19	0.0164 (6)	0.0163 (6)	0.0155 (6)	−0.0022 (5)	0.0018 (5)	−0.0026 (5)
C20	0.0166 (6)	0.0170 (6)	0.0202 (6)	0.0009 (5)	0.0010 (5)	−0.0018 (5)
C21	0.0139 (6)	0.0219 (6)	0.0212 (6)	−0.0017 (5)	0.0027 (5)	−0.0029 (5)
C22	0.0165 (6)	0.0186 (6)	0.0156 (5)	−0.0032 (5)	0.0012 (5)	−0.0023 (5)
C23	0.0161 (6)	0.0184 (6)	0.0160 (6)	−0.0007 (5)	0.0017 (5)	−0.0028 (5)
C24	0.0192 (6)	0.0236 (7)	0.0196 (6)	−0.0043 (5)	0.0035 (5)	−0.0014 (5)
C25	0.0281 (7)	0.0194 (6)	0.0171 (6)	−0.0037 (5)	0.0018 (5)	0.0026 (5)
C26	0.0255 (7)	0.0193 (6)	0.0207 (6)	0.0033 (5)	0.0020 (5)	0.0011 (5)
C27	0.0298 (7)	0.0246 (7)	0.0218 (6)	0.0063 (6)	0.0015 (6)	0.0037 (5)
C28	0.0303 (7)	0.0211 (6)	0.0209 (6)	−0.0019 (6)	0.0016 (5)	0.0037 (5)
C29	0.0222 (7)	0.0257 (7)	0.0232 (6)	−0.0037 (5)	0.0030 (5)	0.0008 (5)
C30	0.0200 (6)	0.0181 (6)	0.0227 (6)	0.0016 (5)	0.0011 (5)	−0.0009 (5)
C31	0.0205 (6)	0.0167 (6)	0.0153 (5)	−0.0017 (5)	−0.0001 (5)	−0.0031 (5)
C32	0.0164 (6)	0.0181 (6)	0.0167 (6)	−0.0022 (5)	0.0015 (5)	−0.0039 (5)
C33	0.0179 (6)	0.0219 (6)	0.0196 (6)	0.0030 (5)	0.0017 (5)	−0.0047 (5)
C34	0.0163 (6)	0.0267 (7)	0.0221 (6)	−0.0008 (5)	0.0053 (5)	−0.0067 (5)
C35	0.0181 (6)	0.0206 (6)	0.0173 (6)	−0.0034 (5)	0.0043 (5)	−0.0058 (5)
C36	0.0169 (6)	0.0191 (6)	0.0173 (6)	−0.0022 (5)	0.0045 (5)	−0.0030 (5)
C37	0.0225 (7)	0.0234 (6)	0.0214 (6)	−0.0073 (5)	0.0079 (5)	−0.0052 (5)
C38	0.0309 (7)	0.0201 (6)	0.0198 (6)	−0.0068 (5)	0.0082 (5)	−0.0007 (5)
C39	0.0259 (7)	0.0201 (6)	0.0221 (6)	−0.0008 (5)	0.0050 (5)	0.0007 (5)

Geometric parameters (Å, º)

N1—C1	1.3353 (17)	C25—C26	1.409 (2)
N1—C5	1.3391 (15)	C27—C28	1.383 (2)
N2—C6	1.3200 (15)	C28—C29	1.3823 (19)
N2—C10	1.3648 (16)	C29—C30	1.3839 (19)
N3—C10	1.3665 (15)	C30—C31	1.3944 (19)
N3—C13	1.3188 (16)	C31—C32	1.4896 (18)
N4—C14	1.3408 (17)	C32—C33	1.4219 (18)
N4—C18	1.3423 (16)	C33—C34	1.3601 (18)
N5—C19	1.3210 (16)	C34—C35	1.4148 (17)
N5—C23	1.3599 (16)	C35—C36	1.4217 (18)
N6—C23	1.3614 (16)	C35—C37	1.4133 (18)
N6—C26	1.3209 (17)	C37—C38	1.3591 (17)
N7—C27	1.3371 (18)	C38—C39	1.412 (2)
N7—C31	1.3418 (16)	C1—H1	0.986 (15)
N8—C32	1.3212 (16)	C2—H2	1.009 (15)
N8—C36	1.3630 (16)	C3—H3	0.985 (16)
N9—C36	1.3656 (16)	C4—H4	0.960 (15)
N9—C39	1.3205 (17)	C7—H7	0.963 (15)
C1—C2	1.389 (2)	C8—H8	0.972 (15)
C2—C3	1.3818 (18)	C11—H11	0.978 (16)
C3—C4	1.3878 (19)	C12—H12	0.968 (16)
C4—C5	1.3967 (19)	C13—H13	0.967 (15)
C5—C6	1.4939 (17)	C14—H14	0.998 (15)
C6—C7	1.4206 (18)	C15—H15	0.949 (16)
C7—C8	1.3600 (17)	C16—H16	1.004 (15)
C8—C9	1.4111 (16)	C17—H17	0.941 (15)
C9—C10	1.4224 (18)	C20—H20	0.984 (15)
C9—C11	1.4107 (17)	C21—H21	0.973 (15)
C11—C12	1.3640 (17)	C24—H24	1.008 (16)
C12—C13	1.4097 (19)	C25—H25	1.017 (16)
C14—C15	1.383 (2)	C26—H26	0.986 (15)
C15—C16	1.3840 (18)	C27—H27	0.965 (16)
C16—C17	1.3848 (19)	C28—H28	0.938 (17)
C17—C18	1.3942 (18)	C29—H29	1.013 (16)
C18—C19	1.4901 (17)	C30—H30	0.961 (15)
C19—C20	1.4178 (18)	C33—H33	0.949 (15)
C20—C21	1.3630 (18)	C34—H34	0.976 (16)
C21—C22	1.4109 (16)	C37—H37	1.011 (16)
C22—C23	1.4197 (18)	C38—H38	0.992 (16)
C22—C24	1.4144 (17)	C39—H39	1.003 (15)
C24—C25	1.3602 (17)
N1···N2	3.5917 (14)	C23···H34^iv	3.490 (16)
N1···C3	2.7870 (18)	C24···H13^vi	3.588 (15)
N1···C7	2.8037 (16)	C24···H37	3.589 (15)
N2···C4	2.8070 (17)	C25···H7	3.453 (14)
N2···C8	2.8087 (16)	C25···H13^vi	3.256 (15)
N2···C13	3.5052 (16)	C26···H7	3.344 (14)
N3···C6	3.5166 (16)	C26···H24^iv	3.146 (15)
N3···C11	2.8196 (17)	C26···H34^iv	3.570 (16)
N4···N5	3.5885 (14)	C26···H37^iv	3.453 (16)
N4···C16	2.7925 (18)	C27···H4^xi	3.585 (14)
N4···C20	2.8035 (16)	C27···H16^ii	3.320 (15)
N5···C17	2.7856 (16)	C27···H29^ii	3.382 (15)
N5···C21	2.8072 (17)	C28···H4^xi	3.460 (14)
N5···C26	3.4979 (16)	C28···H16	3.518 (14)
N6···C19	3.5090 (16)	C28···H39^ix	3.357 (16)
N6···C24	2.8199 (18)	C29···H16	3.522 (14)
N7···N8	3.5874 (14)	C29···H17	3.559 (14)
N7···C29	2.7901 (18)	C29···H33^iv	3.284 (13)
N7···C33	2.7943 (17)	C30···H15^v	3.286 (16)
N8···C30	2.8070 (17)	C30···H17	3.441 (14)
N8···C34	2.8141 (18)	C30···H33^iv	2.927 (13)
N8···C39	3.5059 (16)	C31···H14^xii	3.587 (15)
N9···C32	3.5166 (16)	C32···H14^xii	2.912 (15)
N9···C37	2.8172 (18)	C32···H15^v	3.555 (16)
C1···C4	2.7088 (17)	C33···H14^xii	2.995 (15)
C2···C5	2.7315 (17)	C33···H15^xii	3.402 (15)
C6···C9	2.7464 (18)	C33···H17^ii	3.427 (15)
C7···C10	2.7424 (17)	C33···H30^ii	2.928 (14)
C9···C13	2.7216 (17)	C34···H14^xii	3.252 (15)
C10···C12	2.7482 (17)	C34···H15^xii	2.958 (14)
C14···C17	2.7075 (17)	C34···H30^ii	3.268 (14)
C15···C18	2.7272 (18)	C35···H14^xii	3.438 (14)
C19···C22	2.7367 (17)	C35···H15^xii	3.479 (14)
C20···C23	2.7469 (17)	C35···H27^xii	3.368 (16)
C22···C26	2.7222 (17)	C36···H14^xii	3.380 (14)
C23···C25	2.7405 (18)	C36···H15^v	3.092 (16)
C27···C30	2.7050 (18)	C36···H16^v	3.560 (15)
C28···C31	2.7254 (19)	C36···H27^xii	3.284 (16)
C32···C35	2.7431 (17)	C36···H34^iv	3.315 (15)
C33···C36	2.7442 (17)	C37···H25	3.338 (14)
C35···C39	2.7260 (17)	C37···H27^xii	3.217 (16)
C36···C38	2.7468 (18)	C37···H28^xii	2.991 (15)
N1···C12^i	3.4847 (17)	C38···H4^vi	3.176 (16)
N2···C8^ii	3.5751 (15)	C38···H25	3.226 (15)
N2···C38^iii	3.4016 (17)	C38···H27^xii	3.000 (15)
N3···C21	3.5398 (16)	C38···H28^xii	3.266 (15)
N3···C38^iii	3.4626 (18)	C39···H26	3.373 (14)
N4···C2^iii	3.4160 (17)	C39···H27^xii	2.915 (14)
N4···C27	3.5484 (17)	C39···H28^v	3.114 (17)
N5···C21^iv	3.5817 (16)	C39···H37^iv	3.208 (15)
N5···C32	3.5347 (15)	H1···N4^i	2.957 (14)
N6···C8	3.5350 (16)	H1···C11^i	3.414 (15)
N6···C36	3.5121 (15)	H1···C12^i	3.169 (16)
N7···C18	3.4422 (15)	H1···C14^i	2.961 (13)
N8···C15^v	3.3470 (18)	H1···C15^i	3.089 (14)
N9···C15^v	3.5319 (18)	H1···C16^i	3.155 (15)
N9···C26	3.4799 (16)	H1···C17^i	3.129 (15)
C2···N4^vi	3.4160 (17)	H1···C18^i	3.020 (15)
C2···C30^vii	3.5420 (17)	H1···H3^iv	3.20 (2)
C4···C7^ii	3.5190 (16)	H1···H11^i	3.01 (2)
C4···C28^vii	3.4559 (18)	H1···H12^i	2.48 (3)
C6···C24	3.3620 (16)	H1···H13^vi	3.390 (18)
C7···C4^iv	3.5190 (16)	H1···H14^i	3.464 (19)
C7···C24	3.5704 (16)	H1···H20^vi	3.57 (2)
C7···C25	3.4974 (16)	H2···N4^vi	2.528 (16)
C7···C26	3.5342 (17)	H2···C14^vi	2.959 (16)
C8···N2^iv	3.5751 (15)	H2···C15^i	3.376 (14)
C8···N6	3.5350 (16)	H2···C16^i	2.992 (14)
C8···C23	3.3663 (16)	H2···C17^i	3.536 (15)
C9···C22	3.5410 (16)	H2···H12^vi	3.455 (19)
C9···C23	3.5650 (17)	H2···H13^vi	3.395 (19)
C10···C21	3.3756 (16)	H2···H14^vi	2.57 (3)
C10···C22	3.5527 (17)	H2···H16^i	2.95 (2)
C11···C19	3.4236 (16)	H2···H20^vi	2.73 (2)
C12···N1^viii	3.4847 (17)	H3···N1^ii	2.929 (14)
C12···C20	3.5261 (16)	H3···N7^vii	3.593 (14)
C12···C26^viii	3.5365 (17)	H3···C1^ii	3.376 (15)
C13···C20	3.5676 (17)	H3···C14^vi	3.519 (16)
C14···C27	3.5440 (18)	H3···H1^ii	3.20 (2)
C15···N8^ix	3.3470 (18)	H3···H7^ii	2.935 (19)
C15···N9^ix	3.5319 (18)	H3···H12^vi	2.93 (2)
C15···C28	3.4765 (18)	H3···H14^vi	3.08 (2)
C16···C28	3.3146 (18)	H3···H29^xiii	3.02 (3)
C16···C29	3.5470 (19)	H4···C7^ii	2.862 (14)
C17···C20^iv	3.5577 (16)	H4···C8^ii	3.169 (14)
C17···C28	3.5812 (17)	H4···C27^vii	3.585 (14)
C17···C29	3.5566 (18)	H4···C28^vii	3.460 (14)
C18···N7	3.4422 (15)	H4···C38^iii	3.176 (16)
C18···C27	3.5864 (17)	H4···H7^ii	2.355 (19)
C19···C11	3.4236 (16)	H4···H8^ii	2.950 (19)
C20···C12	3.5261 (16)	H4···H28^vii	3.52 (2)
C20···C13	3.5676 (17)	H4···H38^iii	2.45 (3)
C20···C17^ii	3.5577 (16)	H4···H39^iii	3.50 (3)
C21···N3	3.5398 (16)	H7···C3^iv	3.152 (14)
C21···N5^ii	3.5817 (16)	H7···C4^iv	2.809 (14)
C21···C10	3.3756 (16)	H7···C25	3.453 (14)
C21···C33	3.5121 (17)	H7···C26	3.344 (14)
C22···C9	3.5410 (16)	H7···H3^iv	2.935 (19)
C22···C10	3.5527 (17)	H7···H4^iv	2.355 (19)
C22···C34	3.4277 (16)	H7···H12^i	3.02 (3)
C23···C8	3.3663 (16)	H7···H26	3.53 (2)
C23···C9	3.5650 (17)	H8···N2^iv	2.767 (14)
C24···C6	3.3620 (16)	H8···N3^iv	2.993 (15)
C24···C7	3.5704 (16)	H8···N6	3.452 (14)
C24···C34	3.5752 (17)	H8···C10^iv	3.255 (15)
C24···C35	3.4469 (16)	H8···C21^iv	3.493 (15)
C24···C37	3.5205 (17)	H8···C23	3.495 (13)
C25···C7	3.4974 (16)	H8···H4^iv	2.950 (19)
C25···C35	3.5450 (16)	H8···H21^iv	2.74 (2)
C25···C37	3.3470 (17)	H8···H24^iv	3.21 (2)
C25···C38	3.4677 (17)	H8···H38^viii	2.78 (2)
C26···N9	3.4799 (16)	H11···N3^iv	2.788 (14)
C26···C7	3.5342 (17)	H11···C1^viii	3.426 (15)
C26···C12^i	3.5365 (17)	H11···C13^iv	3.148 (15)
C26···C36	3.5776 (17)	H11···C19	3.569 (14)
C26···C39	3.5331 (17)	H11···H1^viii	3.01 (2)
C27···N4	3.5484 (17)	H11···H13^iv	2.84 (2)
C27···C14	3.5440 (18)	H11···H21^iv	3.27 (2)
C27···C18	3.5864 (17)	H11···H25^viii	2.67 (2)
C27···C38^x	3.5890 (18)	H12···N1^viii	2.614 (16)
C28···C4^xi	3.4559 (18)	H12···C1^viii	2.899 (16)
C28···C15	3.4765 (18)	H12···C2^iii	3.385 (14)
C28···C16	3.3146 (18)	H12···C3^iii	3.099 (14)
C28···C17	3.5812 (17)	H12···H1^viii	2.48 (3)
C29···C16	3.5470 (19)	H12···H2^iii	3.455 (19)
C29···C17	3.5566 (18)	H12···H3^iii	2.93 (2)
C30···C2^xi	3.5420 (17)	H12···H7^viii	3.02 (3)
C30···C33^iv	3.5951 (17)	H12···H25^viii	3.189 (19)
C32···N5	3.5347 (15)	H12···H26^viii	3.17 (2)
C33···C21	3.5121 (17)	H13···N1^iii	3.230 (14)
C33···C30^ii	3.5951 (17)	H13···C1^iii	2.999 (13)
C34···C22	3.4277 (16)	H13···C2^iii	3.007 (14)
C34···C24	3.5752 (17)	H13···C3^iii	3.247 (15)
C35···C24	3.4469 (16)	H13···C4^iii	3.457 (15)
C35···C25	3.5450 (16)	H13···C5^iii	3.415 (15)
C36···N6	3.5121 (15)	H13···C24^iii	3.588 (15)
C36···C26	3.5776 (17)	H13···C25^iii	3.256 (15)
C37···C24	3.5205 (17)	H13···H1^iii	3.390 (18)
C37···C25	3.3470 (17)	H13···H2^iii	3.395 (19)
C38···N2^vi	3.4016 (17)	H13···H11^ii	2.84 (2)
C38···N3^vi	3.4626 (18)	H13···H20	3.56 (2)
C38···C25	3.4677 (17)	H13···H24^iii	3.19 (2)
C38···C27^xii	3.5890 (18)	H13···H25^iii	2.47 (3)
C39···C26	3.5331 (17)	H13···H26^viii	3.228 (18)
N1···H2	3.284 (16)	H14···N8^x	3.138 (14)
N1···H4	3.249 (15)	H14···C2^iii	3.265 (16)
N1···H7	2.464 (16)	H14···C3^iii	3.509 (16)
N2···H4	2.483 (16)	H14···C31^x	3.587 (15)
N2···H7	3.259 (15)	H14···C32^x	2.912 (15)
N3···H12	3.273 (16)	H14···C33^x	2.995 (15)
N4···H15	3.254 (16)	H14···C34^x	3.252 (15)
N4···H17	3.234 (15)	H14···C35^x	3.438 (14)
N4···H20	2.458 (15)	H14···C36^x	3.380 (14)
N5···H17	2.453 (15)	H14···H1^viii	3.464 (19)
N5···H20	3.277 (14)	H14···H2^iii	2.57 (3)
N6···H25	3.294 (16)	H14···H3^iii	3.08 (2)
N7···H28	3.248 (17)	H14···H16^ii	3.26 (2)
N7···H30	3.261 (15)	H14···H27	3.55 (3)
N7···H33	2.457 (16)	H14···H30^ix	3.23 (3)
N8···H30	2.508 (16)	H14···H33^x	3.42 (3)
N8···H33	3.248 (15)	H15···N8^ix	2.506 (16)
N9···H38	3.294 (16)	H15···N9^ix	2.854 (16)
C1···H3	3.287 (15)	H15···C30^ix	3.286 (16)
C2···H4	3.266 (15)	H15···C32^ix	3.555 (16)
C3···H1	3.268 (15)	H15···C33^x	3.402 (15)
C4···H2	3.325 (15)	H15···C34^x	2.958 (14)
C5···H1	3.168 (15)	H15···C35^x	3.479 (14)
C5···H3	3.282 (16)	H15···C36^ix	3.092 (16)
C5···H7	2.670 (16)	H15···H28	3.33 (3)
C6···H4	2.667 (16)	H15···H30^ix	2.41 (3)
C6···H8	3.292 (15)	H15···H34^x	2.85 (2)
C8···H11	2.687 (15)	H16···N4^iv	3.060 (14)
C9···H7	3.279 (15)	H16···N7^iv	3.257 (15)
C9···H12	3.285 (15)	H16···N8^ix	3.566 (15)
C10···H8	3.304 (15)	H16···N9^ix	3.331 (14)
C10···H11	3.309 (16)	H16···C14^iv	3.454 (14)
C10···H13	3.153 (15)	H16···C27^iv	3.320 (15)
C11···H8	2.694 (14)	H16···C28	3.518 (14)
C11···H13	3.246 (15)	H16···C29	3.522 (14)
C13···H11	3.287 (15)	H16···C36^ix	3.560 (15)
C14···H16	3.307 (15)	H16···H2^viii	2.95 (2)
C15···H17	3.248 (15)	H16···H14^iv	3.26 (2)
C16···H14	3.291 (15)	H16···H20^iv	3.106 (19)
C17···H15	3.246 (15)	H16···H27^iv	2.70 (3)
C18···H14	3.165 (15)	H16···H28	3.442 (19)
C18···H16	3.294 (16)	H16···H29	3.46 (2)
C18···H20	2.674 (15)	H17···C20^iv	2.901 (14)
C19···H17	2.645 (16)	H17···C21^iv	3.194 (13)
C19···H21	3.290 (15)	H17···C29	3.559 (14)
C21···H24	2.684 (15)	H17···C30	3.441 (14)
C22···H20	3.301 (15)	H17···C33^iv	3.427 (15)
C22···H25	3.343 (16)	H17···H20^iv	2.433 (19)
C23···H21	3.306 (15)	H17···H21^iv	2.972 (19)
C23···H24	3.331 (16)	H17···H33^iv	2.62 (3)
C23···H26	3.161 (15)	H20···C2^iii	3.432 (15)
C24···H21	2.692 (14)	H20···C12	3.462 (13)
C24···H26	3.270 (15)	H20···C13	3.364 (14)
C26···H24	3.321 (16)	H20···C16^ii	3.260 (13)
C27···H29	3.299 (16)	H20···C17^ii	2.883 (13)
C28···H30	3.252 (15)	H20···H1^iii	3.57 (2)
C29···H27	3.264 (16)	H20···H2^iii	2.73 (2)
C30···H28	3.224 (16)	H20···H13	3.56 (2)
C31···H27	3.131 (16)	H20···H16^ii	3.106 (19)
C31···H29	3.321 (16)	H20···H17^ii	2.433 (19)
C31···H33	2.668 (16)	H21···N3	3.450 (14)
C32···H30	2.692 (16)	H21···N5^ii	2.776 (14)
C32···H34	3.298 (16)	H21···N6^ii	3.005 (15)
C34···H37	2.722 (15)	H21···C8^ii	3.491 (15)
C35···H33	3.263 (15)	H21···C10	3.499 (13)
C35···H38	3.307 (15)	H21···C23^ii	3.257 (15)
C36···H34	3.317 (15)	H21···H8^ii	2.74 (2)
C36···H37	3.347 (16)	H21···H11^ii	3.27 (2)
C36···H39	3.182 (15)	H21···H17^ii	2.972 (19)
C37···H34	2.707 (14)	H21···H34	3.54 (2)
C37···H39	3.286 (15)	H24···N2	3.540 (15)
C39···H37	3.308 (15)	H24···N6^ii	2.770 (14)
H1···H2	2.34 (3)	H24···C6	3.496 (14)
H2···H3	2.47 (2)	H24···C26^ii	3.146 (15)
H3···H4	2.36 (3)	H24···H8^ii	3.21 (2)
H7···H8	2.37 (2)	H24···H13^vi	3.19 (2)
H8···H11	2.52 (2)	H24···H26^ii	2.83 (2)
H11···H12	2.40 (2)	H24···H34	3.505 (19)
H12···H13	2.35 (3)	H24···H37	3.43 (2)
H14···H15	2.40 (3)	H25···N1	3.427 (14)
H15···H16	2.41 (2)	H25···N3^vi	2.952 (16)
H16···H17	2.36 (2)	H25···C11^i	2.897 (15)
H20···H21	2.40 (2)	H25···C12^i	3.172 (14)
H21···H24	2.50 (2)	H25···C13^vi	3.030 (16)
H24···H25	2.49 (2)	H25···C37	3.338 (14)
H25···H26	2.36 (3)	H25···C38	3.226 (15)
H27···H28	2.40 (3)	H25···H11^i	2.67 (2)
H28···H29	2.35 (2)	H25···H12^i	3.189 (19)
H29···H30	2.39 (3)	H25···H13^vi	2.47 (3)
H33···H34	2.36 (3)	H25···H37	3.493 (19)
H34···H37	2.56 (2)	H25···H38	3.35 (2)
H37···H38	2.40 (2)	H26···N3^i	3.286 (15)
H38···H39	2.40 (3)	H26···N9	3.483 (14)
N1···H3^iv	2.929 (14)	H26···C9^i	3.548 (15)
N1···H12^i	2.614 (16)	H26···C10^i	3.559 (15)
N1···H13^vi	3.230 (14)	H26···C11^i	3.202 (15)
N1···H25	3.427 (14)	H26···C12^i	2.861 (14)
N1···H29^vii	3.500 (14)	H26···C13^i	2.901 (14)
N2···H8^ii	2.767 (14)	H26···C39	3.373 (14)
N2···H24	3.540 (15)	H26···H7	3.53 (2)
N2···H37^iii	3.530 (15)	H26···H12^i	3.17 (2)
N2···H38^iii	2.509 (16)	H26···H13^i	3.228 (18)
N2···H39^viii	3.285 (14)	H26···H24^iv	2.83 (2)
N3···H8^ii	2.993 (15)	H26···H34^iv	3.59 (2)
N3···H11^ii	2.788 (14)	H26···H37^iv	2.81 (3)
N3···H21	3.450 (14)	H26···H39	3.51 (2)
N3···H25^iii	2.952 (16)	H27···N4	3.490 (15)
N3···H26^viii	3.286 (15)	H27···N9^x	3.086 (15)
N3···H37^iii	3.255 (14)	H27···C14	3.339 (15)
N3···H38^iii	2.849 (16)	H27···C35^x	3.368 (16)
N4···H1^viii	2.957 (14)	H27···C36^x	3.284 (16)
N4···H2^iii	2.528 (16)	H27···C37^x	3.217 (16)
N4···H16^ii	3.060 (14)	H27···C38^x	3.000 (15)
N4···H27	3.490 (15)	H27···C39^x	2.915 (14)
N5···H21^iv	2.776 (14)	H27···H14	3.55 (3)
N5···H34^iv	3.453 (15)	H27···H16^ii	2.70 (3)
N6···H8	3.452 (14)	H27···H29^ii	3.15 (3)
N6···H21^iv	3.005 (15)	H27···H38^x	3.46 (2)
N6···H24^iv	2.770 (14)	H27···H39^x	3.351 (19)
N6···H34^iv	2.772 (16)	H28···N9^ix	2.997 (17)
N6···H37^iv	3.562 (15)	H28···C15	3.332 (16)
N7···H3^xi	3.593 (14)	H28···C16	3.361 (15)
N7···H16^ii	3.257 (15)	H28···C37^x	2.991 (15)
N7···H29^ii	2.977 (14)	H28···C38^x	3.266 (15)
N8···H14^xii	3.138 (14)	H28···C39^ix	3.114 (17)
N8···H15^v	2.506 (16)	H28···H4^xi	3.52 (2)
N8···H16^v	3.566 (15)	H28···H15	3.33 (3)
N8···H34^iv	2.878 (14)	H28···H16	3.442 (19)
N9···H15^v	2.854 (16)	H28···H37^x	2.91 (2)
N9···H16^v	3.331 (14)	H28···H38^x	3.35 (2)
N9···H26	3.483 (14)	H28···H39^ix	2.55 (3)
N9···H27^xii	3.086 (15)	H29···N1^xi	3.500 (14)
N9···H28^v	2.997 (17)	H29···N7^iv	2.977 (14)
N9···H34^iv	3.058 (15)	H29···C5^xi	3.563 (14)
N9···H37^iv	2.930 (14)	H29···C27^iv	3.382 (15)
C1···H3^iv	3.376 (15)	H29···H3^xiv	3.02 (3)
C1···H11^i	3.426 (15)	H29···H16	3.46 (2)
C1···H12^i	2.899 (16)	H29···H27^iv	3.15 (3)
C1···H13^vi	2.999 (13)	H29···H33^iv	3.123 (19)
C2···H12^vi	3.385 (14)	H29···H39^ix	3.27 (2)
C2···H13^vi	3.007 (14)	H30···C2^xi	3.585 (14)
C2···H14^vi	3.265 (16)	H30···C14^v	3.422 (16)
C2···H20^vi	3.432 (15)	H30···C15^v	2.974 (15)
C2···H30^vii	3.585 (14)	H30···C33^iv	2.928 (14)
C3···H7^ii	3.152 (14)	H30···C34^iv	3.268 (14)
C3···H12^vi	3.099 (14)	H30···H14^v	3.23 (3)
C3···H13^vi	3.247 (15)	H30···H15^v	2.41 (3)
C3···H14^vi	3.509 (16)	H30···H33^iv	2.457 (19)
C4···H7^ii	2.809 (14)	H30···H34^iv	3.099 (19)
C4···H13^vi	3.457 (15)	H33···C17^ii	3.419 (16)
C4···H38^iii	3.321 (16)	H33···C20	3.429 (14)
C5···H13^vi	3.415 (15)	H33···C21	3.492 (14)
C5···H29^vii	3.563 (14)	H33···C29^ii	3.284 (13)
C6···H24	3.496 (14)	H33···C30^ii	2.927 (13)
C6···H38^iii	3.537 (16)	H33···H14^xii	3.42 (3)
C6···H39^viii	3.186 (15)	H33···H17^ii	2.62 (3)
C7···H4^iv	2.862 (14)	H33···H29^ii	3.123 (19)
C7···H38^viii	3.475 (15)	H33···H30^ii	2.457 (19)
C7···H39^viii	3.205 (15)	H34···N5^ii	3.453 (15)
C8···H4^iv	3.169 (14)	H34···N6^ii	2.772 (16)
C8···H21^iv	3.491 (15)	H34···N8^ii	2.878 (14)
C8···H38^viii	2.979 (14)	H34···N9^ii	3.058 (15)
C8···H39^viii	3.268 (15)	H34···C23^ii	3.490 (16)
C9···H26^viii	3.548 (15)	H34···C26^ii	3.570 (16)
C9···H38^viii	3.522 (13)	H34···C36^ii	3.315 (15)
C9···H39^viii	3.341 (14)	H34···H15^xii	2.85 (2)
C10···H8^ii	3.255 (15)	H34···H21	3.54 (2)
C10···H21	3.499 (13)	H34···H24	3.505 (19)
C10···H26^viii	3.559 (15)	H34···H26^ii	3.59 (2)
C10···H37^iii	3.440 (15)	H34···H30^ii	3.099 (19)
C10···H38^iii	3.067 (16)	H37···N2^vi	3.530 (15)
C10···H39^viii	3.342 (14)	H37···N3^vi	3.255 (14)
C11···H1^viii	3.414 (15)	H37···N6^ii	3.562 (15)
C11···H25^viii	2.897 (15)	H37···N9^ii	2.930 (14)
C11···H26^viii	3.202 (15)	H37···C10^vi	3.440 (15)
C12···H1^viii	3.169 (16)	H37···C24	3.589 (15)
C12···H20	3.462 (13)	H37···C26^ii	3.453 (16)
C12···H25^viii	3.172 (14)	H37···C39^ii	3.208 (15)
C12···H26^viii	2.861 (14)	H37···H24	3.43 (2)
C13···H11^ii	3.148 (15)	H37···H25	3.493 (19)
C13···H20	3.364 (14)	H37···H26^ii	2.81 (3)
C13···H25^iii	3.030 (16)	H37···H28^xii	2.91 (2)
C13···H26^viii	2.901 (14)	H37···H39^ii	2.86 (2)
C14···H1^viii	2.961 (13)	H38···N2^vi	2.509 (16)
C14···H2^iii	2.959 (16)	H38···N3^vi	2.849 (16)
C14···H3^iii	3.519 (16)	H38···C4^vi	3.321 (16)
C14···H16^ii	3.454 (14)	H38···C6^vi	3.537 (16)
C14···H27	3.339 (15)	H38···C7^i	3.475 (15)
C14···H30^ix	3.422 (16)	H38···C8^i	2.979 (14)
C15···H1^viii	3.089 (14)	H38···C9^i	3.522 (13)
C15···H2^viii	3.376 (14)	H38···C10^vi	3.067 (16)
C15···H28	3.332 (16)	H38···H4^vi	2.45 (3)
C15···H30^ix	2.974 (15)	H38···H8^i	2.78 (2)
C16···H1^viii	3.155 (15)	H38···H25	3.35 (2)
C16···H2^viii	2.992 (14)	H38···H27^xii	3.46 (2)
C16···H20^iv	3.260 (13)	H38···H28^xii	3.35 (2)
C16···H28	3.361 (15)	H39···N2^i	3.285 (14)
C17···H1^viii	3.129 (15)	H39···C6^i	3.186 (15)
C17···H2^viii	3.536 (15)	H39···C7^i	3.205 (15)
C17···H20^iv	2.883 (13)	H39···C8^i	3.268 (15)
C17···H33^iv	3.419 (16)	H39···C9^i	3.341 (14)
C18···H1^viii	3.020 (15)	H39···C10^i	3.342 (14)
C19···H11	3.569 (14)	H39···C28^v	3.357 (16)
C20···H17^ii	2.901 (14)	H39···H4^vi	3.50 (3)
C20···H33	3.429 (14)	H39···H26	3.51 (2)
C21···H8^ii	3.493 (15)	H39···H27^xii	3.351 (19)
C21···H17^ii	3.194 (13)	H39···H28^v	2.55 (3)
C21···H33	3.492 (14)	H39···H29^v	3.27 (2)
C23···H8	3.495 (13)	H39···H37^iv	2.86 (2)
C23···H21^iv	3.257 (15)
C1—N1—C5	117.64 (12)	C34—C35—C36	118.06 (11)
C6—N2—C10	118.06 (11)	C34—C35—C37	124.02 (12)
C10—N3—C13	116.77 (11)	C36—C35—C37	117.88 (11)
C14—N4—C18	117.04 (11)	N8—C36—N9	115.40 (11)
C19—N5—C23	118.14 (11)	N8—C36—C35	122.14 (11)
C23—N6—C26	116.74 (12)	N9—C36—C35	122.47 (11)
C27—N7—C31	117.27 (12)	C35—C37—C38	119.43 (13)
C32—N8—C36	118.15 (11)	C37—C38—C39	118.43 (12)
C36—N9—C39	116.88 (12)	N9—C39—C38	124.90 (12)
N1—C1—C2	123.91 (12)	N1—C1—H1	116.9 (9)
C1—C2—C3	118.10 (12)	C2—C1—H1	119.2 (9)
C2—C3—C4	119.00 (13)	C1—C2—H2	118.0 (9)
C3—C4—C5	118.84 (11)	C3—C2—H2	123.9 (9)
N1—C5—C4	122.48 (11)	C2—C3—H3	122.5 (9)
N1—C5—C6	116.90 (11)	C4—C3—H3	118.5 (9)
C4—C5—C6	120.61 (10)	C3—C4—H4	121.8 (10)
N2—C6—C5	117.04 (11)	C5—C4—H4	119.4 (10)
N2—C6—C7	123.32 (11)	C6—C7—H7	119.3 (10)
C5—C6—C7	119.64 (10)	C8—C7—H7	121.6 (10)
C6—C7—C8	119.10 (11)	C7—C8—H8	121.5 (9)
C7—C8—C9	119.52 (11)	C9—C8—H8	119.0 (9)
C8—C9—C10	117.66 (11)	C9—C11—H11	118.3 (9)
C8—C9—C11	124.24 (12)	C12—C11—H11	122.4 (9)
C10—C9—C11	118.10 (11)	C11—C12—H12	121.8 (9)
N2—C10—N3	115.33 (11)	C13—C12—H12	119.9 (9)
N2—C10—C9	122.32 (11)	N3—C13—H13	116.4 (9)
N3—C10—C9	122.35 (11)	C12—C13—H13	118.4 (9)
C9—C11—C12	119.26 (12)	N4—C14—H14	114.5 (10)
C11—C12—C13	118.29 (12)	C15—C14—H14	121.4 (9)
N3—C13—C12	125.23 (11)	C14—C15—H15	121.1 (10)
N4—C14—C15	124.10 (12)	C16—C15—H15	120.5 (10)
C14—C15—C16	118.26 (12)	C15—C16—H16	123.0 (9)
C15—C16—C17	118.86 (13)	C17—C16—H16	118.1 (9)
C16—C17—C18	118.92 (11)	C16—C17—H17	122.0 (10)
N4—C18—C17	122.80 (11)	C18—C17—H17	119.1 (10)
N4—C18—C19	116.86 (11)	C19—C20—H20	119.0 (9)
C17—C18—C19	120.31 (11)	C21—C20—H20	122.1 (9)
N5—C19—C18	116.54 (11)	C20—C21—H21	121.7 (9)
N5—C19—C20	123.59 (12)	C22—C21—H21	119.0 (9)
C18—C19—C20	119.84 (11)	C22—C24—H24	117.6 (9)
C19—C20—C21	118.80 (11)	C25—C24—H24	123.4 (9)
C20—C21—C22	119.30 (12)	C24—C25—H25	124.4 (9)
C21—C22—C23	118.07 (11)	C26—C25—H25	116.9 (9)
C21—C22—C24	123.95 (12)	N6—C26—H26	115.5 (9)
C23—C22—C24	117.97 (11)	C25—C26—H26	119.5 (9)
N5—C23—N6	115.26 (11)	N7—C27—H27	114.0 (10)
N5—C23—C22	122.06 (11)	C28—C27—H27	122.0 (10)
N6—C23—C22	122.67 (11)	C27—C28—H28	122.6 (10)
C22—C24—C25	119.01 (12)	C29—C28—H28	119.0 (10)
C24—C25—C26	118.69 (12)	C28—C29—H29	120.3 (9)
N6—C26—C25	124.92 (12)	C30—C29—H29	121.0 (9)
N7—C27—C28	123.98 (13)	C29—C30—H30	120.1 (10)
C27—C28—C29	118.41 (13)	C31—C30—H30	120.8 (10)
C28—C29—C30	118.70 (13)	C32—C33—H33	119.3 (10)
C29—C30—C31	119.07 (12)	C34—C33—H33	121.4 (10)
N7—C31—C30	122.56 (12)	C33—C34—H34	121.4 (9)
N7—C31—C32	116.43 (11)	C35—C34—H34	119.6 (9)
C30—C31—C32	121.01 (11)	C35—C37—H37	119.7 (9)
N8—C32—C31	116.94 (11)	C38—C37—H37	120.8 (9)
N8—C32—C33	123.26 (12)	C37—C38—H38	121.9 (9)
C31—C32—C33	119.80 (11)	C39—C38—H38	119.7 (9)
C32—C33—C34	119.33 (11)	N9—C39—H39	115.5 (9)
C33—C34—C35	119.02 (12)	C38—C39—H39	119.6 (9)
C1—N1—C5—C4	0.89 (16)	C11—C9—C10—N2	−179.70 (10)
C1—N1—C5—C6	−179.97 (9)	C11—C9—C10—N3	0.45 (16)
C5—N1—C1—C2	0.73 (17)	C9—C11—C12—C13	0.09 (16)
C6—N2—C10—N3	178.97 (9)	C11—C12—C13—N3	0.13 (17)
C6—N2—C10—C9	−0.89 (16)	N4—C14—C15—C16	−0.90 (18)
C10—N2—C6—C5	179.62 (9)	C14—C15—C16—C17	1.59 (17)
C10—N2—C6—C7	−0.49 (16)	C15—C16—C17—C18	−0.98 (17)
C10—N3—C13—C12	−0.06 (16)	C16—C17—C18—N4	−0.44 (17)
C13—N3—C10—N2	179.90 (9)	C16—C17—C18—C19	177.64 (10)
C13—N3—C10—C9	−0.24 (15)	N4—C18—C19—N5	−177.53 (9)
C14—N4—C18—C17	1.15 (16)	N4—C18—C19—C20	4.20 (15)
C14—N4—C18—C19	−176.99 (9)	C17—C18—C19—N5	4.28 (15)
C18—N4—C14—C15	−0.47 (17)	C17—C18—C19—C20	−173.98 (9)
C19—N5—C23—N6	179.55 (9)	N5—C19—C20—C21	−2.03 (17)
C19—N5—C23—C22	0.40 (16)	C18—C19—C20—C21	176.11 (9)
C23—N5—C19—C18	−176.97 (9)	C19—C20—C21—C22	1.14 (16)
C23—N5—C19—C20	1.22 (16)	C20—C21—C22—C23	0.34 (16)
C23—N6—C26—C25	−0.39 (17)	C20—C21—C22—C24	−178.77 (10)
C26—N6—C23—N5	−178.05 (9)	C21—C22—C23—N5	−1.17 (16)
C26—N6—C23—C22	1.10 (16)	C21—C22—C23—N6	179.73 (10)
C27—N7—C31—C30	−0.64 (16)	C21—C22—C24—C25	179.46 (10)
C27—N7—C31—C32	178.72 (9)	C23—C22—C24—C25	0.34 (16)
C31—N7—C27—C28	−0.21 (17)	C24—C22—C23—N5	177.99 (10)
C32—N8—C36—N9	−178.06 (9)	C24—C22—C23—N6	−1.10 (16)
C32—N8—C36—C35	1.63 (16)	C22—C24—C25—C26	0.32 (16)
C36—N8—C32—C31	−179.91 (9)	C24—C25—C26—N6	−0.32 (18)
C36—N8—C32—C33	0.11 (16)	N7—C27—C28—C29	0.81 (19)
C36—N9—C39—C38	1.07 (17)	C27—C28—C29—C30	−0.56 (18)
C39—N9—C36—N8	178.70 (9)	C28—C29—C30—C31	−0.22 (17)
C39—N9—C36—C35	−0.98 (16)	C29—C30—C31—N7	0.86 (17)
N1—C1—C2—C3	−1.29 (18)	C29—C30—C31—C32	−178.48 (10)
C1—C2—C3—C4	0.22 (17)	N7—C31—C32—N8	−177.05 (9)
C2—C3—C4—C5	1.26 (17)	N7—C31—C32—C33	2.93 (15)
C3—C4—C5—N1	−1.89 (17)	C30—C31—C32—N8	2.33 (16)
C3—C4—C5—C6	179.00 (10)	C30—C31—C32—C33	−177.69 (10)
N1—C5—C6—N2	176.21 (9)	N8—C32—C33—C34	−1.46 (17)
N1—C5—C6—C7	−3.69 (15)	C31—C32—C33—C34	178.56 (9)
C4—C5—C6—N2	−4.63 (15)	C32—C33—C34—C35	1.02 (16)
C4—C5—C6—C7	175.47 (10)	C33—C34—C35—C36	0.60 (16)
N2—C6—C7—C8	1.67 (17)	C33—C34—C35—C37	178.06 (10)
C5—C6—C7—C8	−178.43 (9)	C34—C35—C36—N8	−2.00 (16)
C6—C7—C8—C9	−1.43 (16)	C34—C35—C36—N9	177.67 (10)
C7—C8—C9—C10	0.15 (16)	C34—C35—C37—C38	−176.60 (10)
C7—C8—C9—C11	−179.04 (10)	C36—C35—C37—C38	0.86 (16)
C8—C9—C10—N2	1.06 (16)	C37—C35—C36—N8	−179.62 (10)
C8—C9—C10—N3	−178.79 (9)	C37—C35—C36—N9	0.05 (16)
C8—C9—C11—C12	178.83 (10)	C35—C37—C38—C39	−0.81 (17)
C10—C9—C11—C12	−0.36 (16)	C37—C38—C39—N9	−0.19 (18)

Symmetry codes: (i) −x+2, y−1/2, −z+1; (ii) x−1, y, z; (iii) −x+1, y+1/2, −z+1; (iv) x+1, y, z; (v) −x+2, y−1/2, −z; (vi) −x+1, y−1/2, −z+1; (vii) x, y, z+1; (viii) −x+2, y+1/2, −z+1; (ix) −x+2, y+1/2, −z; (x) −x+1, y+1/2, −z; (xi) x, y, z−1; (xii) −x+1, y−1/2, −z; (xiii) x−1, y, z+1; (xiv) x+1, y, z−1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···N4^vi	1.008 (15)	2.529 (17)	3.4161 (16)	146.6 (14)
C7—H7···N1	0.962 (16)	2.462 (17)	2.8037 (16)	100.6 (12)
C12—H12···N1^viii	0.967 (15)	2.616 (17)	3.4845 (16)	149.6 (14)
C15—H15···N8^ix	0.949 (15)	2.507 (17)	3.3470 (16)	147.6 (14)
C17—H17···N5	0.940 (16)	2.453 (16)	2.7856 (15)	100.7 (12)
C20—H20···N4	0.985 (16)	2.460 (17)	2.8036 (15)	100.0 (12)
C33—H33···N7	0.948 (16)	2.456 (16)	2.7944 (16)	100.9 (13)
C38—H38···N2^vi	0.991 (16)	2.511 (17)	3.4016 (16)	149.5 (14)

Symmetry codes: (vi) −x+1, y−1/2, −z+1; (viii) −x+2, y+1/2, −z+1; (ix) −x+2, y+1/2, −z.