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In the title structure, C16H13N3, there are two crystallographically independent mol­ecules in the asymmetric unit. In one mol­ecule, the dihedral angle between the two phenyl rings is 49.5 (2)° and in the other it is 54.1 (2)°. In the crystal structure, symmetry-related mol­ecules are linked into dimers via inter­molecular N—H...N hydrogen bonds. In addition, C—H...π inter­actions help to stabilize the crystal structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680604390X/lh2210sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680604390X/lh2210Isup2.hkl
Contains datablock I

CCDC reference: 627997

Key indicators

  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.008 Å
  • R factor = 0.088
  • wR factor = 0.294
  • Data-to-parameter ratio = 12.1

checkCIF/PLATON results

No syntax errors found



Alert level B DIFMX01_ALERT_2_B The maximum difference density is > 0.1*ZMAX*1.00 _refine_diff_density_max given = 0.779 Test value = 0.700 PLAT097_ALERT_2_B Maximum (Positive) Residual Density ............ 0.78 e/A   
Alert level C DIFMX02_ALERT_1_C The maximum difference density is > 0.1*ZMAX*0.75 The relevant atom site should be identified. RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25 Weighted R factor given 0.294 RINTA01_ALERT_3_C The value of Rint is greater than 0.10 Rint given 0.128 PLAT020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.13 PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT084_ALERT_2_C High R2 Value .................................. 0.29 PLAT245_ALERT_2_C U(iso) H1NB Smaller than U(eq) N3B by ... 0.01 AngSq PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8 PLAT352_ALERT_3_C Short N-H Bond (0.87A) N3B - H1NB ... 0.75 Ang. PLAT420_ALERT_2_C D-H Without Acceptor N3A - H2NA ... ? PLAT420_ALERT_2_C D-H Without Acceptor N3B - H2NB ... ? PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 16 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1 C16 H13 N3 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2 C16 H13 N3
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 14 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 6 ALERT type 2 Indicator that the structure model may be wrong or deficient 5 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2; data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXTL (Sheldrick, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).

4,6-Diphenylpyrimidin-2-ylamine top
Crystal data top
C16H13N3F(000) = 1040
Mr = 247.29Dx = 1.331 Mg m3
Monoclinic, P21/cMelting point = 407–408 K
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71073 Å
a = 18.8775 (6) ÅCell parameters from 4351 reflections
b = 7.3316 (2) Åθ = 1.3–25.0°
c = 21.3634 (7) ŵ = 0.08 mm1
β = 123.413 (2)°T = 100 K
V = 2468.06 (14) Å3Block, colorless
Z = 80.15 × 0.11 × 0.07 mm
Data collection top
Bruker SMART APEX2 CCD area-detector
diffractometer
4351 independent reflections
Radiation source: fine-focus sealed tube2205 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.128
Detector resolution: 8.33 pixels mm-1θmax = 25.0°, θmin = 1.3°
ω scansh = 2222
Absorption correction: multi-scan
(SADABS; Bruker, 2005)
k = 88
Tmin = 0.989, Tmax = 0.994l = 2525
22973 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.088Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.294H atoms treated by a mixture of independent and constrained refinement
S = 1.00 w = 1/[σ2(Fo2) + (0.1711P)2]
where P = (Fo2 + 2Fc2)/3
4351 reflections(Δ/σ)max < 0.001
359 parametersΔρmax = 0.78 e Å3
0 restraintsΔρmin = 0.43 e Å3
Special details top

Experimental. IR (KBr): 3475, 3302, 3171, 1628, 1566, 1542, 1364, 763 cm-1.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
N1A0.2788 (2)0.7130 (5)0.4030 (2)0.0159 (9)
N2A0.1968 (3)0.7276 (5)0.3479 (2)0.0172 (9)
N3A0.1332 (3)0.6949 (6)0.4749 (2)0.0225 (10)
C1A0.1897 (3)0.8169 (6)0.2191 (3)0.0208 (11)
H1AA0.14640.86900.26370.025*
C2A0.1818 (3)0.8078 (7)0.1594 (3)0.0241 (12)
H2AA0.13340.85460.16380.029*
C3A0.2452 (3)0.7293 (7)0.0917 (3)0.0242 (12)
H3AA0.23890.72040.05160.029*
C4A0.3174 (3)0.6654 (7)0.0855 (3)0.0234 (12)
H4AA0.36080.61590.04030.028*
C5A0.3262 (3)0.6737 (6)0.1459 (3)0.0190 (11)
H5AA0.37520.62890.14090.023*
C6A0.2616 (3)0.7493 (6)0.2143 (3)0.0186 (11)
C7A0.2688 (3)0.7475 (6)0.2802 (3)0.0182 (11)
C8A0.3475 (3)0.7622 (6)0.2715 (3)0.0196 (11)
H8AA0.39660.78570.22490.024*
C9A0.3502 (3)0.7406 (6)0.3351 (3)0.0172 (11)
C10A0.4312 (3)0.7388 (6)0.3298 (2)0.0160 (11)
C11A0.5050 (3)0.8158 (6)0.2692 (3)0.0185 (11)
H11A0.50270.87400.23170.022*
C12A0.5814 (3)0.8074 (6)0.2636 (3)0.0222 (12)
H12A0.62980.85800.22230.027*
C13A0.5860 (3)0.7237 (7)0.3196 (3)0.0239 (12)
H13A0.63710.71920.31650.029*
C14A0.5130 (3)0.6467 (7)0.3805 (3)0.0228 (12)
H14A0.51580.58930.41790.027*
C15A0.4366 (3)0.6540 (6)0.3863 (3)0.0197 (11)
H15A0.38830.60270.42770.024*
C16A0.2062 (3)0.7136 (6)0.4059 (3)0.0173 (11)
N1B0.1241 (3)0.2879 (5)0.5519 (2)0.0200 (10)
N2B0.0423 (2)0.2672 (5)0.4965 (2)0.0168 (9)
N3B0.0180 (3)0.3430 (6)0.6204 (3)0.0224 (11)
C1B0.0336 (3)0.1414 (6)0.3728 (3)0.0206 (12)
H1BA0.00640.08440.41760.025*
C2B0.0224 (3)0.1466 (7)0.3134 (3)0.0234 (12)
H2BA0.02530.09340.31870.028*
C3B0.0821 (3)0.2306 (7)0.2469 (3)0.0246 (12)
H3BA0.07380.23550.20790.029*
C4B0.1558 (3)0.3091 (6)0.2376 (3)0.0219 (12)
H4BA0.19650.36460.19260.026*
C5B0.1658 (3)0.3014 (6)0.2967 (3)0.0201 (11)
H5BA0.21450.35080.29070.024*
C6B0.1060 (3)0.2229 (6)0.3644 (3)0.0167 (11)
C7B0.1138 (3)0.2318 (6)0.4302 (3)0.0156 (10)
C8B0.1919 (3)0.2163 (6)0.4220 (3)0.0191 (11)
H8BA0.24090.18720.37600.023*
C9B0.1941 (3)0.2459 (6)0.4853 (3)0.0167 (11)
C10B0.2750 (3)0.2381 (6)0.4824 (3)0.0185 (11)
C11B0.3488 (3)0.1546 (6)0.4233 (3)0.0199 (11)
H11B0.34810.09870.38450.024*
C12B0.4228 (3)0.1553 (7)0.4226 (3)0.0201 (11)
H12B0.47130.09990.38310.024*
C13B0.4254 (3)0.2359 (7)0.4790 (3)0.0252 (12)
H13B0.47530.23510.47790.030*
C14B0.3529 (3)0.3194 (7)0.5382 (3)0.0263 (13)
H14B0.35440.37520.57650.032*
C15B0.2784 (3)0.3190 (7)0.5399 (3)0.0213 (12)
H15B0.22990.37340.58000.026*
C16B0.0502 (3)0.2966 (6)0.5553 (3)0.0183 (11)
H1NA0.079 (4)0.715 (7)0.486 (3)0.038 (17)*
H2NA0.136 (4)0.668 (8)0.514 (4)0.05 (2)*
H1NB0.060 (3)0.324 (7)0.626 (3)0.011 (15)*
H2NB0.012 (3)0.358 (6)0.655 (3)0.016 (14)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
N1A0.015 (2)0.015 (2)0.011 (2)0.0005 (16)0.0029 (18)0.0000 (16)
N2A0.020 (2)0.016 (2)0.011 (2)0.0027 (17)0.0051 (18)0.0003 (16)
N3A0.009 (2)0.040 (3)0.014 (2)0.0022 (19)0.004 (2)0.0014 (19)
C1A0.014 (3)0.023 (3)0.018 (3)0.001 (2)0.005 (2)0.001 (2)
C2A0.019 (3)0.027 (3)0.028 (3)0.001 (2)0.014 (3)0.005 (2)
C3A0.025 (3)0.033 (3)0.021 (3)0.005 (2)0.016 (3)0.008 (2)
C4A0.022 (3)0.026 (3)0.018 (3)0.000 (2)0.009 (2)0.001 (2)
C5A0.018 (3)0.024 (3)0.016 (3)0.005 (2)0.010 (2)0.000 (2)
C6A0.021 (3)0.020 (3)0.015 (3)0.002 (2)0.011 (2)0.002 (2)
C7A0.018 (3)0.016 (3)0.021 (3)0.004 (2)0.011 (2)0.001 (2)
C8A0.013 (3)0.029 (3)0.011 (2)0.002 (2)0.003 (2)0.001 (2)
C9A0.022 (3)0.014 (2)0.017 (3)0.001 (2)0.012 (2)0.0009 (19)
C10A0.020 (3)0.014 (2)0.010 (2)0.000 (2)0.005 (2)0.0009 (19)
C11A0.018 (3)0.021 (3)0.016 (3)0.002 (2)0.009 (2)0.001 (2)
C12A0.018 (3)0.019 (3)0.012 (3)0.001 (2)0.003 (2)0.004 (2)
C13A0.022 (3)0.028 (3)0.027 (3)0.002 (2)0.017 (3)0.000 (2)
C14A0.018 (3)0.033 (3)0.019 (3)0.005 (2)0.011 (2)0.003 (2)
C15A0.018 (3)0.022 (3)0.016 (3)0.001 (2)0.007 (2)0.001 (2)
C16A0.017 (3)0.017 (3)0.016 (3)0.004 (2)0.008 (2)0.001 (2)
N1B0.016 (2)0.024 (2)0.018 (2)0.0006 (18)0.008 (2)0.0004 (17)
N2B0.015 (2)0.016 (2)0.018 (2)0.0041 (16)0.0076 (19)0.0017 (17)
N3B0.018 (3)0.035 (3)0.017 (3)0.003 (2)0.012 (2)0.0046 (19)
C1B0.019 (3)0.020 (3)0.018 (3)0.001 (2)0.008 (2)0.004 (2)
C2B0.016 (3)0.035 (3)0.025 (3)0.003 (2)0.015 (2)0.009 (2)
C3B0.026 (3)0.031 (3)0.022 (3)0.003 (2)0.017 (3)0.003 (2)
C4B0.032 (3)0.018 (3)0.016 (3)0.007 (2)0.014 (3)0.003 (2)
C5B0.018 (3)0.021 (3)0.020 (3)0.000 (2)0.010 (2)0.002 (2)
C6B0.018 (3)0.017 (2)0.018 (3)0.008 (2)0.012 (2)0.009 (2)
C7B0.015 (3)0.015 (2)0.015 (2)0.0019 (19)0.008 (2)0.0001 (19)
C8B0.011 (3)0.023 (3)0.016 (3)0.001 (2)0.003 (2)0.003 (2)
C9B0.013 (3)0.017 (2)0.014 (2)0.0002 (19)0.004 (2)0.0014 (19)
C10B0.015 (3)0.020 (3)0.018 (3)0.005 (2)0.007 (2)0.002 (2)
C11B0.018 (3)0.026 (3)0.012 (2)0.004 (2)0.006 (2)0.003 (2)
C12B0.008 (3)0.035 (3)0.014 (3)0.006 (2)0.004 (2)0.006 (2)
C13B0.015 (3)0.035 (3)0.025 (3)0.001 (2)0.011 (2)0.001 (2)
C14B0.024 (3)0.023 (3)0.028 (3)0.005 (2)0.012 (3)0.001 (2)
C15B0.019 (3)0.026 (3)0.019 (3)0.000 (2)0.011 (2)0.002 (2)
C16B0.019 (3)0.016 (2)0.020 (3)0.003 (2)0.010 (2)0.002 (2)
Geometric parameters (Å, º) top
N1A—C9A1.344 (6)N1B—C9B1.340 (6)
N1A—C16A1.338 (6)N1B—C16B1.359 (6)
N2A—C7A1.341 (6)N2B—C7B1.339 (6)
N2A—C16A1.349 (6)N2B—C16B1.359 (6)
N3A—C16A1.362 (6)N3B—C16B1.317 (6)
N3A—H1NA0.93 (6)N3B—H1NB0.75 (5)
N3A—H2NA0.89 (6)N3B—H2NB0.82 (5)
C1A—C2A1.365 (7)C1B—C2B1.398 (6)
C1A—C6A1.395 (7)C1B—C6B1.409 (7)
C1A—H1AA0.9300C1B—H1BA0.9300
C2A—C3A1.396 (7)C2B—C3B1.379 (7)
C2A—H2AA0.9300C2B—H2BA0.9300
C3A—C4A1.376 (7)C3B—C4B1.414 (7)
C3A—H3AA0.9300C3B—H3BA0.9300
C4A—C5A1.390 (7)C4B—C5B1.377 (7)
C4A—H4AA0.9300C4B—H4BA0.9300
C5A—C6A1.403 (6)C5B—C6B1.379 (7)
C5A—H5AA0.9300C5B—H5BA0.9300
C6A—C7A1.487 (7)C6B—C7B1.493 (6)
C7A—C8A1.396 (7)C7B—C8B1.390 (7)
C8A—C9A1.397 (6)C8B—C9B1.393 (7)
C8A—H8AA0.9300C8B—H8BA0.9300
C9A—C10A1.470 (7)C9B—C10B1.494 (7)
C10A—C11A1.397 (6)C10B—C15B1.398 (7)
C10A—C15A1.409 (6)C10B—C11B1.404 (7)
C11A—C12A1.380 (7)C11B—C12B1.388 (7)
C11A—H11A0.9300C11B—H11B0.9300
C12A—C13A1.390 (7)C12B—C13B1.368 (7)
C12A—H12A0.9300C12B—H12B0.9300
C13A—C14A1.390 (7)C13B—C14B1.393 (7)
C13A—H13A0.9300C13B—H13B0.9300
C14A—C15A1.380 (7)C14B—C15B1.387 (7)
C14A—H14A0.9300C14B—H14B0.9300
C15A—H15A0.9300C15B—H15B0.9300
C16A—N1A—C9A116.3 (4)C9B—N1B—C16B116.8 (4)
C7A—N2A—C16A115.5 (4)C7B—N2B—C16B116.7 (4)
C16A—N3A—H1NA125 (3)C16B—N3B—H1NB117 (4)
C16A—N3A—H2NA119 (4)C16B—N3B—H2NB117 (4)
H1NA—N3A—H2NA116 (5)H1NB—N3B—H2NB123 (5)
C2A—C1A—C6A121.1 (5)C2B—C1B—C6B119.6 (5)
C2A—C1A—H1AA119.4C2B—C1B—H1BA120.2
C6A—C1A—H1AA119.4C6B—C1B—H1BA120.2
C1A—C2A—C3A121.0 (5)C3B—C2B—C1B120.0 (5)
C1A—C2A—H2AA119.5C3B—C2B—H2BA120.0
C3A—C2A—H2AA119.5C1B—C2B—H2BA120.0
C4A—C3A—C2A118.6 (5)C2B—C3B—C4B120.7 (4)
C4A—C3A—H3AA120.7C2B—C3B—H3BA119.7
C2A—C3A—H3AA120.7C4B—C3B—H3BA119.7
C3A—C4A—C5A120.9 (5)C5B—C4B—C3B118.3 (5)
C3A—C4A—H4AA119.5C5B—C4B—H4BA120.8
C5A—C4A—H4AA119.5C3B—C4B—H4BA120.8
C4A—C5A—C6A120.3 (5)C4B—C5B—C6B122.2 (5)
C4A—C5A—H5AA119.9C4B—C5B—H5BA118.9
C6A—C5A—H5AA119.9C6B—C5B—H5BA118.9
C1A—C6A—C5A118.0 (4)C5B—C6B—C1B119.1 (4)
C1A—C6A—C7A121.8 (4)C5B—C6B—C7B121.4 (4)
C5A—C6A—C7A120.1 (4)C1B—C6B—C7B119.4 (4)
N2A—C7A—C8A121.6 (4)N2B—C7B—C8B122.0 (4)
N2A—C7A—C6A117.0 (4)N2B—C7B—C6B116.1 (4)
C8A—C7A—C6A121.3 (4)C8B—C7B—C6B121.7 (4)
C7A—C8A—C9A117.9 (4)C7B—C8B—C9B117.5 (4)
C7A—C8A—H8AA121.0C7B—C8B—H8BA121.3
C9A—C8A—H8AA121.0C9B—C8B—H8BA121.3
N1A—C9A—C8A120.9 (5)N1B—C9B—C8B121.9 (4)
N1A—C9A—C10A117.7 (4)N1B—C9B—C10B116.2 (4)
C8A—C9A—C10A121.3 (4)C8B—C9B—C10B121.9 (4)
C11A—C10A—C15A117.9 (4)C15B—C10B—C11B118.2 (5)
C11A—C10A—C9A122.1 (4)C15B—C10B—C9B119.2 (4)
C15A—C10A—C9A120.0 (4)C11B—C10B—C9B122.7 (4)
C12A—C11A—C10A121.5 (4)C12B—C11B—C10B120.2 (4)
C12A—C11A—H11A119.2C12B—C11B—H11B119.9
C10A—C11A—H11A119.2C10B—C11B—H11B119.9
C11A—C12A—C13A120.2 (5)C13B—C12B—C11B121.1 (5)
C11A—C12A—H12A119.9C13B—C12B—H12B119.5
C13A—C12A—H12A119.9C11B—C12B—H12B119.5
C12A—C13A—C14A119.0 (5)C12B—C13B—C14B119.7 (5)
C12A—C13A—H13A120.5C12B—C13B—H13B120.1
C14A—C13A—H13A120.5C14B—C13B—H13B120.1
C15A—C14A—C13A121.2 (5)C15B—C14B—C13B119.9 (5)
C15A—C14A—H14A119.4C15B—C14B—H14B120.1
C13A—C14A—H14A119.4C13B—C14B—H14B120.1
C14A—C15A—C10A120.3 (5)C14B—C15B—C10B121.0 (5)
C14A—C15A—H15A119.9C14B—C15B—H15B119.5
C10A—C15A—H15A119.9C10B—C15B—H15B119.5
N1A—C16A—N2A127.5 (4)N3B—C16B—N1B116.5 (5)
N1A—C16A—N3A116.8 (4)N3B—C16B—N2B118.4 (5)
N2A—C16A—N3A115.8 (4)N1B—C16B—N2B125.1 (4)
C6A—C1A—C2A—C3A0.5 (8)C6B—C1B—C2B—C3B0.3 (7)
C1A—C2A—C3A—C4A1.8 (7)C1B—C2B—C3B—C4B1.1 (8)
C2A—C3A—C4A—C5A1.8 (7)C2B—C3B—C4B—C5B0.7 (7)
C3A—C4A—C5A—C6A0.5 (7)C3B—C4B—C5B—C6B1.1 (7)
C2A—C1A—C6A—C5A0.8 (7)C4B—C5B—C6B—C1B2.5 (7)
C2A—C1A—C6A—C7A176.1 (4)C4B—C5B—C6B—C7B174.0 (4)
C4A—C5A—C6A—C1A0.8 (7)C2B—C1B—C6B—C5B2.0 (7)
C4A—C5A—C6A—C7A176.2 (4)C2B—C1B—C6B—C7B174.5 (4)
C16A—N2A—C7A—C8A3.3 (7)C16B—N2B—C7B—C8B3.3 (6)
C16A—N2A—C7A—C6A175.5 (4)C16B—N2B—C7B—C6B172.6 (4)
C1A—C6A—C7A—N2A31.1 (7)C5B—C6B—C7B—N2B137.7 (5)
C5A—C6A—C7A—N2A145.8 (4)C1B—C6B—C7B—N2B38.8 (6)
C1A—C6A—C7A—C8A150.1 (5)C5B—C6B—C7B—C8B38.2 (7)
C5A—C6A—C7A—C8A33.0 (7)C1B—C6B—C7B—C8B145.3 (5)
N2A—C7A—C8A—C9A5.2 (7)N2B—C7B—C8B—C9B2.4 (7)
C6A—C7A—C8A—C9A173.5 (4)C6B—C7B—C8B—C9B173.2 (4)
C16A—N1A—C9A—C8A2.1 (6)C16B—N1B—C9B—C8B1.4 (7)
C16A—N1A—C9A—C10A179.3 (4)C16B—N1B—C9B—C10B179.6 (4)
C7A—C8A—C9A—N1A2.4 (7)C7B—C8B—C9B—N1B0.1 (7)
C7A—C8A—C9A—C10A174.8 (4)C7B—C8B—C9B—C10B178.1 (4)
N1A—C9A—C10A—C11A161.2 (4)N1B—C9B—C10B—C15B16.7 (6)
C8A—C9A—C10A—C11A21.6 (7)C8B—C9B—C10B—C15B161.5 (4)
N1A—C9A—C10A—C15A20.2 (6)N1B—C9B—C10B—C11B164.2 (4)
C8A—C9A—C10A—C15A157.0 (4)C8B—C9B—C10B—C11B17.6 (7)
C15A—C10A—C11A—C12A1.0 (7)C15B—C10B—C11B—C12B0.6 (7)
C9A—C10A—C11A—C12A177.7 (4)C9B—C10B—C11B—C12B178.5 (4)
C10A—C11A—C12A—C13A1.0 (7)C10B—C11B—C12B—C13B0.2 (7)
C11A—C12A—C13A—C14A0.9 (7)C11B—C12B—C13B—C14B0.1 (8)
C12A—C13A—C14A—C15A0.7 (7)C12B—C13B—C14B—C15B0.5 (8)
C13A—C14A—C15A—C10A0.6 (7)C13B—C14B—C15B—C10B0.9 (7)
C11A—C10A—C15A—C14A0.8 (7)C11B—C10B—C15B—C14B1.0 (7)
C9A—C10A—C15A—C14A177.9 (4)C9B—C10B—C15B—C14B178.2 (4)
C9A—N1A—C16A—N2A4.4 (7)C9B—N1B—C16B—N3B178.2 (4)
C9A—N1A—C16A—N3A176.8 (4)C9B—N1B—C16B—N2B0.4 (7)
C7A—N2A—C16A—N1A1.7 (7)C7B—N2B—C16B—N3B175.8 (4)
C7A—N2A—C16A—N3A179.5 (4)C7B—N2B—C16B—N1B1.8 (7)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3A—H1NA···N2Bi0.93 (8)2.11 (8)3.033 (8)173 (3)
N3B—H1NB···N2Ai0.75 (7)2.35 (7)3.099 (9)176 (6)
C15B—H15B···N1B0.932.462.789 (9)101
C1A—H1AA···Cg3ii0.932.763.457 (5)132
C4A—H4AA···Cg5iii0.932.943.543 (6)124
C11A—H11A···Cg4iv0.932.943.736 (5)144
C12A—H12A···Cg1iv0.933.163.932 (5)141
C15A—H15A···Cg50.932.843.528 (5)131
C4B—H4BA···Cg20.932.913.607 (5)133
C12B—H12B···Cg4v0.932.903.597 (6)133
Symmetry codes: (i) x, y1, z1; (ii) x, y1, z; (iii) x, y3/2, z1/2; (iv) x+1, y1/2, z1/2; (v) x, y+1, z.
 

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