Literature DB >> 24109349

Bis(2,4,6-tri-amino-pyrimidin-1-ium) sulfate penta-hydrate.

Ruthairat Nimthong1, Siva Chamchong, Chaveng Pakawatchai, Jedsada Mokhagul, Yupa Wattanakanjana.   

Abstract

The asymmetric unit of the title salt, 2C4n class="Species">H8N5 (+)·SO4 (2-)·5H2O, contains four 2,4,6-tri-amino-pyrimidinium (TAPH(+)) cations, two sulfate anions and ten lattice water mol-ecules. Each two of the four TAPH(+) cations form dimers via N-H⋯N hydrogen bonds between the amino groups and the unprotonated pyrimidine N atoms [graph-set motif R 2 (2)(8)]. The (TAPH(+))2 dimers, in turn, form slightly offset infinite π-π stacks parallel to [010], with centroid-centroid distances between pyrimidine rings of 3.5128 (15) and 3.6288 (16) Å. Other amino H atoms, as well as the pyrimidinium N-H groups, are hydrogen-bonded to sulfate and lattice water O atoms. The SO4 (2-) anions and water mol-ecules are inter-connected with each other via O-H⋯O hydrogen bonds. The combination of hydrogen-bonding inter-actions and π-π stacking leads to the formation of a three-dimensional network with alternating columns of TAPH(+) cations and channels filled with sulfate anions and water mol-ecules. One of the sulfate anions shows a minor disorder by a ca 37° rotation around one of the S-O bonds [occupancy ratio of the two sets of sites 0.927 (3):0.073 (3)]. One water mol-ecule is disordered over two mutually exclusive positions with an occupancy ratio of 0.64 (7):0.36 (7).

Entities:  

Year:  2013        PMID： 24109349      PMCID： PMC3793762          DOI： 10.1107/S1600536813019223

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For background to melamine, see: Wei & Liu (2012 ▶); Dobson et al. (2008 ▶); Whitesides et al. (1991 ▶). For pyrimidine–metal complexes, see: Zamora et al. (1997 ▶); Louloudi et al. (1997 ▶); Jolibois et al. (1998 ▶); Katritzky et al. (1984 ▶). For carbon protonation of pyrimidines, see: Demeter & Wéber (2004 ▶); Németh et al. (2006 ▶). For related structures, see: Hemamalini et al. (2005 ▶); Krygowski et al. (2005 ▶). For graph-set analysis, see: Etter et al. (1990 ▶).

Experimental

Crystal data

2C4H8N5 +·SO4 2−·5H2O M = 438.45 Triclinic, a = 10.6571 (7) Å b = 13.2482 (9) Å c = 15.0132 (10) Å α = 100.843 (2)° β = 110.596 (2)° γ = 92.096 (2)° V = 1936.6 (2) Å3 Z = 4 Mo Kα radiation μ = 0.23 mm−1 T = 293 K 0.22 × 0.11 × 0.03 mm

Data collection

Bruker APEX CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2003 ▶) T min = 0.762, T max = 1 22960 measured reflections 9354 independent reflections 5782 reflections with I > 2σ(I) R int = 0.052

Refinement

R[F 2 > 2σ(F 2)] = 0.077 wR(F 2) = 0.170 S = 1.08 9354 reflections 601 parameters 40 restraints H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.37 e Å−3 Δρmin = −0.28 e Å−3 Data collection: SMART (Bruker, 2003 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL2013 and SHELXLE (Hübschle et al., 2011 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXL2013 and publCIF (Westrip, 2010 ▶). Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536813019223/wm2755sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813019223/wm2755Isup2.hkl Click here for additional data file. Supplementary material file. DOI: 10.1107/S1600536813019223/wm2755Isup3.cml Additional supplementary materials: crystallographic information; 3D view; checkCIF report
2C4H8N5+·SO42−·5H2OZ = 4
Mr = 438.45F(000) = 928
Triclinic, P1Dx = 1.504 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.6571 (7) ÅCell parameters from 1991 reflections
b = 13.2482 (9) Åθ = 2.9–22.1°
c = 15.0132 (10) ŵ = 0.23 mm−1
α = 100.843 (2)°T = 293 K
β = 110.596 (2)°Block, yellow
γ = 92.096 (2)°0.22 × 0.11 × 0.03 mm
V = 1936.6 (2) Å3
Bruker APEX CCD diffractometer5782 reflections with I > 2σ(I)
Radiation source: sealed tubeRint = 0.052
Phi and ω scansθmax = 28.1°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2003)h = −14→14
Tmin = 0.762, Tmax = 1k = −17→17
22960 measured reflectionsl = −19→18
9354 independent reflections
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.077Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.170H atoms treated by a mixture of independent and constrained refinement
S = 1.08w = 1/[σ2(Fo2) + (0.0614P)2 + 0.4094P] where P = (Fo2 + 2Fc2)/3
9354 reflections(Δ/σ)max < 0.001
601 parametersΔρmax = 0.37 e Å−3
40 restraintsΔρmin = −0.28 e Å−3
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.
xyzUiso*/UeqOcc. (<1)
S10.31694 (8)0.31861 (6)0.75524 (5)0.0316 (2)
O10.3919 (2)0.3087 (2)0.85473 (16)0.0523 (7)
O20.2346 (2)0.22044 (18)0.69832 (18)0.0550 (7)
C2C0.7573 (3)0.3707 (2)0.8800 (2)0.0293 (7)
O30.2280 (3)0.39993 (18)0.75571 (17)0.0530 (7)
O40.4109 (2)0.3429 (2)0.70841 (16)0.0488 (6)
C4C0.9531 (3)0.3724 (2)0.8494 (2)0.0315 (7)
S20.7903 (3)0.1546 (2)0.2933 (2)0.0342 (2)0.927 (3)
O50.8248 (4)0.2552 (3)0.2780 (3)0.0894 (12)0.927 (3)
O60.7184 (6)0.1688 (5)0.3602 (4)0.0617 (9)0.927 (3)
O70.9162 (3)0.1100 (2)0.33715 (18)0.0483 (7)0.927 (3)
O80.7067 (3)0.0885 (2)0.20102 (19)0.0627 (9)0.927 (3)
S2B0.790 (3)0.150 (2)0.293 (3)0.0342 (2)0.073 (3)
O5B0.743 (4)0.205 (3)0.214 (3)0.0894 (12)0.073 (3)
O6B0.717 (6)0.177 (6)0.358 (5)0.0617 (9)0.073 (3)
O7B0.935 (3)0.181 (3)0.345 (2)0.0483 (7)0.073 (3)
O8B0.765 (3)0.040 (2)0.253 (2)0.0627 (9)0.073 (3)
N3B0.2310 (2)0.13336 (18)0.15229 (17)0.0290 (6)
C2B0.3628 (3)0.1343 (2)0.1830 (2)0.0280 (6)
C2A0.1864 (3)0.3781 (2)0.1557 (2)0.0306 (7)
N3A0.2487 (2)0.37711 (19)0.09404 (17)0.0327 (6)
C2D0.9274 (3)0.1235 (2)0.9110 (2)0.0324 (7)
N4B0.4275 (3)0.1298 (2)0.12153 (19)0.0406 (7)
H4BA0.38320.12620.06060.049*
H4BB0.51380.13050.14260.049*
C4B0.1731 (3)0.1369 (2)0.2198 (2)0.0290 (7)
N4A0.0528 (3)0.3711 (2)0.12353 (19)0.0405 (7)
H4AA0.00740.36600.06250.049*
H4AB0.01160.37170.16360.049*
N3D0.8648 (3)0.12722 (19)0.97309 (18)0.0344 (6)
N3C0.8900 (2)0.37463 (18)0.91433 (17)0.0308 (6)
C4A0.3854 (3)0.3852 (2)0.1309 (2)0.0335 (7)
N5B0.0394 (3)0.1343 (2)0.1869 (2)0.0426 (7)
H5BA−0.00490.13050.12600.051*
H5BB−0.00260.13630.22660.051*
C5B0.2473 (3)0.1422 (2)0.3185 (2)0.0324 (7)
H5B0.20470.14420.36320.039*
N5A0.4473 (3)0.3823 (2)0.0675 (2)0.0488 (8)
H5AA0.40070.37550.00650.059*
H5AB0.53390.38710.08750.059*
C4D0.7289 (3)0.1243 (2)0.9359 (2)0.0334 (7)
N4D1.0610 (3)0.1265 (2)0.9424 (2)0.0458 (7)
H4DA1.10660.13081.00330.055*
H4DB1.10180.12410.90190.055*
N4C0.6882 (3)0.3737 (2)0.93852 (19)0.0380 (6)
H4CA0.72990.37830.99990.046*
H4CB0.60170.37100.91500.046*
C5A0.4596 (3)0.3952 (2)0.2307 (2)0.0353 (7)
H5A0.55330.40120.25440.042*
N1D0.8612 (3)0.11725 (18)0.81367 (18)0.0328 (6)
H1D0.90640.11510.77600.036 (9)*
N1C0.6842 (3)0.36454 (18)0.78397 (18)0.0328 (6)
H1CB0.59780.36250.76480.034 (9)*
N1B0.4407 (3)0.14033 (19)0.27794 (17)0.0326 (6)
H1B0.52670.14160.29460.034 (9)*
N1A0.2526 (3)0.38643 (18)0.25311 (18)0.0320 (6)
H1A0.20730.38570.29040.050 (11)*
C6A0.3906 (3)0.3959 (2)0.2921 (2)0.0312 (7)
C5D0.6560 (3)0.1176 (2)0.8379 (2)0.0342 (7)
H5D0.56250.11540.81510.041*
N5D0.6668 (3)0.1283 (2)1.0000 (2)0.0488 (8)
H5DA0.71340.13241.06060.059*
H5DB0.58050.12670.98040.059*
N5C1.0869 (3)0.3771 (2)0.8860 (2)0.0480 (8)
H5CA1.12840.38130.94730.058*
H5CB1.13190.37600.84830.058*
N6A0.4492 (3)0.4047 (2)0.38832 (18)0.0436 (7)
H6AA0.53570.41040.41510.052*
H6AB0.40040.40470.42340.052*
O90.0270 (3)0.0924 (2)0.7016 (2)0.0576 (7)
C6C0.7456 (3)0.3616 (2)0.7173 (2)0.0314 (7)
C5C0.8827 (3)0.3658 (2)0.7500 (2)0.0341 (7)
H5C0.92840.36420.70730.041*
H9C0.048 (4)0.0364 (17)0.687 (3)0.051*
C6D0.7236 (3)0.1144 (2)0.7752 (2)0.0306 (7)
N6D0.6658 (3)0.10910 (19)0.68015 (18)0.0393 (7)
H6DA0.57970.10750.65380.047*
H6DB0.71460.10730.64490.047*
N6C0.6642 (3)0.3551 (2)0.62472 (19)0.0445 (7)
H6CA0.69770.35330.58010.053*
H6CB0.57830.35280.60990.053*
C6B0.3847 (3)0.1444 (2)0.3472 (2)0.0292 (7)
N6B0.4690 (3)0.1497 (2)0.43876 (19)0.0444 (7)
H6BA0.55440.15030.45160.053*
H6BB0.43790.15240.48470.053*
H9D0.087 (3)0.135 (2)0.703 (3)0.067*
O100.3179 (3)0.3727 (4)0.5185 (2)0.0917 (11)
H10C0.340 (6)0.359 (5)0.573 (2)0.138*
H10D0.241 (3)0.345 (4)0.495 (4)0.138*
O110.0766 (4)0.4674 (3)0.5928 (2)0.0791 (9)
H11C0.023 (5)0.411 (3)0.568 (4)0.119*
H11D0.130 (5)0.445 (4)0.641 (3)0.119*
O120.7554 (3)0.3892 (2)0.14932 (19)0.0575 (7)
H12A0.769 (5)0.346 (3)0.183 (3)0.086*
H12B0.773 (5)0.447 (2)0.185 (3)0.086*
O130.7446 (3)0.3873 (2)0.4608 (2)0.0624 (8)
H13C0.750 (5)0.329 (2)0.434 (3)0.094*
H13D0.795 (4)0.426 (3)0.450 (4)0.094*
O140.0675 (3)0.3836 (2)0.3461 (2)0.0635 (8)
H14C0.016 (4)0.332 (2)0.333 (4)0.095*
H14D0.032 (5)0.430 (3)0.369 (3)0.095*
O150.7919 (3)0.0860 (3)0.5281 (2)0.0716 (9)
H15C0.871 (3)0.087 (4)0.567 (3)0.107*
H15D0.792 (5)0.115 (4)0.484 (3)0.107*
O160.3718 (3)0.1016 (2)0.5870 (2)0.0604 (7)
H16C0.327 (4)0.047 (2)0.560 (3)0.091*
H16D0.338 (4)0.136 (3)0.621 (3)0.091*
O170.3458 (3)0.1177 (2)0.90904 (19)0.0591 (7)
H17A0.355 (5)0.164 (3)0.882 (3)0.089*
H17B0.314 (4)0.064 (2)0.870 (3)0.089*
O181.086 (4)0.250 (3)0.5021 (19)0.078 (8)0.36 (7)
H18C1.057 (17)0.192 (7)0.464 (11)0.117*0.36 (7)
H18D1.138 (15)0.220 (10)0.542 (2)0.117*0.36 (7)
O18B1.031 (4)0.2505 (15)0.5241 (19)0.117 (8)0.64 (7)
H18E1.001 (13)0.198 (7)0.478 (7)0.175*0.64 (7)
H18F1.096 (10)0.227 (8)0.561 (3)0.175*0.64 (7)
U11U22U33U12U13U23
S10.0261 (4)0.0418 (4)0.0255 (4)0.0006 (3)0.0080 (3)0.0074 (3)
O10.0445 (15)0.0786 (18)0.0312 (13)0.0040 (13)0.0073 (11)0.0193 (12)
O20.0492 (16)0.0530 (15)0.0542 (16)−0.0132 (12)0.0171 (13)−0.0020 (12)
C2C0.0329 (17)0.0253 (15)0.0291 (16)0.0034 (13)0.0099 (14)0.0072 (12)
O30.0605 (17)0.0584 (16)0.0480 (15)0.0228 (13)0.0249 (13)0.0176 (12)
O40.0277 (13)0.0814 (17)0.0383 (14)−0.0022 (12)0.0110 (11)0.0190 (12)
C4C0.0313 (17)0.0338 (16)0.0319 (17)0.0028 (13)0.0128 (14)0.0109 (13)
S20.0249 (4)0.0470 (5)0.0300 (4)0.0049 (4)0.0083 (3)0.0099 (4)
O50.066 (2)0.076 (2)0.121 (3)−0.0015 (18)0.010 (2)0.058 (2)
O60.0360 (14)0.112 (3)0.0366 (14)0.0129 (15)0.0156 (12)0.0096 (15)
O70.0368 (15)0.0607 (19)0.0434 (15)0.0175 (14)0.0090 (12)0.0106 (14)
O80.0495 (18)0.083 (2)0.0342 (16)0.0150 (16)−0.0005 (14)−0.0084 (14)
S2B0.0249 (4)0.0470 (5)0.0300 (4)0.0049 (4)0.0083 (3)0.0099 (4)
O5B0.066 (2)0.076 (2)0.121 (3)−0.0015 (18)0.010 (2)0.058 (2)
O6B0.0360 (14)0.112 (3)0.0366 (14)0.0129 (15)0.0156 (12)0.0096 (15)
O7B0.0368 (15)0.0607 (19)0.0434 (15)0.0175 (14)0.0090 (12)0.0106 (14)
O8B0.0495 (18)0.083 (2)0.0342 (16)0.0150 (16)−0.0005 (14)−0.0084 (14)
N3B0.0254 (14)0.0342 (14)0.0264 (13)0.0032 (11)0.0085 (11)0.0059 (11)
C2B0.0278 (16)0.0286 (15)0.0258 (15)0.0013 (12)0.0086 (13)0.0047 (12)
C2A0.0333 (18)0.0265 (15)0.0300 (17)0.0010 (13)0.0092 (14)0.0065 (12)
N3A0.0299 (15)0.0394 (15)0.0262 (14)0.0021 (12)0.0066 (12)0.0081 (11)
C2D0.0339 (18)0.0295 (16)0.0289 (17)0.0006 (13)0.0062 (14)0.0055 (13)
N4B0.0296 (15)0.0653 (19)0.0290 (14)0.0063 (13)0.0115 (12)0.0132 (13)
C4B0.0270 (16)0.0278 (15)0.0323 (17)0.0035 (12)0.0107 (14)0.0064 (13)
N4A0.0290 (15)0.0587 (18)0.0313 (15)0.0011 (13)0.0086 (12)0.0092 (13)
N3D0.0366 (15)0.0377 (14)0.0267 (14)0.0009 (12)0.0089 (12)0.0078 (11)
N3C0.0268 (14)0.0371 (14)0.0276 (13)0.0025 (11)0.0079 (11)0.0088 (11)
C4A0.0328 (18)0.0368 (17)0.0315 (17)0.0076 (14)0.0117 (15)0.0082 (14)
N5B0.0251 (15)0.0682 (19)0.0378 (16)0.0084 (13)0.0135 (13)0.0151 (14)
C5B0.0281 (17)0.0400 (17)0.0302 (17)0.0011 (14)0.0130 (14)0.0063 (13)
N5A0.0343 (16)0.083 (2)0.0296 (15)0.0075 (15)0.0110 (13)0.0155 (15)
C4D0.0343 (18)0.0340 (17)0.0318 (17)0.0015 (14)0.0111 (15)0.0095 (13)
N4D0.0305 (16)0.072 (2)0.0323 (15)0.0026 (14)0.0081 (13)0.0125 (14)
N4C0.0272 (14)0.0567 (17)0.0313 (15)0.0043 (13)0.0108 (12)0.0120 (13)
C5A0.0278 (17)0.0456 (19)0.0311 (17)0.0024 (14)0.0081 (14)0.0103 (14)
N1D0.0328 (15)0.0397 (15)0.0274 (14)0.0041 (12)0.0126 (12)0.0077 (11)
N1C0.0250 (15)0.0385 (15)0.0326 (15)0.0026 (11)0.0068 (12)0.0097 (11)
N1B0.0224 (14)0.0432 (15)0.0297 (14)0.0029 (11)0.0078 (11)0.0055 (11)
N1A0.0342 (15)0.0360 (14)0.0265 (13)0.0005 (11)0.0123 (12)0.0069 (11)
C6A0.0349 (18)0.0291 (16)0.0254 (16)0.0030 (13)0.0070 (14)0.0043 (12)
C5D0.0318 (17)0.0385 (17)0.0312 (17)0.0036 (14)0.0084 (14)0.0108 (14)
N5D0.0394 (17)0.078 (2)0.0328 (16)0.0070 (16)0.0145 (14)0.0170 (15)
N5C0.0271 (15)0.087 (2)0.0361 (16)0.0097 (15)0.0136 (13)0.0226 (15)
N6A0.0393 (16)0.0636 (19)0.0244 (14)0.0059 (14)0.0079 (13)0.0080 (13)
O90.0556 (18)0.0478 (16)0.082 (2)0.0062 (14)0.0410 (16)0.0139 (16)
C6C0.0383 (19)0.0264 (15)0.0272 (16)0.0030 (14)0.0093 (14)0.0054 (12)
C5C0.0335 (18)0.0437 (18)0.0284 (17)0.0058 (14)0.0140 (14)0.0104 (14)
C6D0.0349 (18)0.0231 (15)0.0301 (16)0.0026 (13)0.0078 (14)0.0054 (12)
N6D0.0400 (16)0.0504 (17)0.0263 (14)0.0070 (13)0.0088 (13)0.0113 (12)
N6C0.0390 (17)0.0605 (18)0.0306 (15)0.0060 (14)0.0082 (13)0.0107 (13)
C6B0.0315 (17)0.0306 (16)0.0239 (15)0.0032 (13)0.0081 (13)0.0058 (12)
N6B0.0312 (15)0.072 (2)0.0280 (15)0.0078 (14)0.0077 (13)0.0110 (14)
O100.063 (2)0.162 (3)0.057 (2)−0.007 (2)0.0246 (18)0.038 (2)
O110.086 (3)0.085 (2)0.058 (2)0.0325 (19)0.0139 (18)0.0153 (18)
O120.0738 (19)0.0545 (17)0.0404 (16)0.0049 (16)0.0163 (15)0.0102 (12)
O130.065 (2)0.0629 (19)0.0613 (19)0.0083 (16)0.0290 (16)0.0058 (15)
O140.0565 (19)0.0651 (19)0.081 (2)0.0056 (15)0.0421 (17)0.0123 (17)
O150.0555 (18)0.104 (2)0.060 (2)−0.0010 (18)0.0215 (16)0.0299 (18)
O160.0509 (18)0.0678 (19)0.0597 (19)0.0098 (14)0.0239 (15)−0.0009 (15)
O170.085 (2)0.0526 (17)0.0372 (15)−0.0002 (16)0.0191 (15)0.0127 (12)
O180.077 (13)0.081 (10)0.052 (9)−0.021 (8)−0.009 (8)0.025 (7)
O18B0.117 (14)0.095 (6)0.077 (8)0.010 (8)−0.028 (9)−0.002 (5)
S1—O11.459 (2)C5A—H5A0.9300
S1—O31.461 (2)N1D—C6D1.371 (4)
S1—O41.469 (2)N1D—H1D0.8600
S1—O21.471 (2)N1C—C6C1.372 (4)
C2C—N3C1.319 (4)N1C—H1CB0.8600
C2C—N4C1.327 (4)N1B—C6B1.363 (4)
C2C—N1C1.362 (4)N1B—H1B0.8600
C4C—N5C1.330 (4)N1A—C6A1.368 (4)
C4C—N3C1.361 (4)N1A—H1A0.8600
C4C—C5C1.399 (4)C6A—N6A1.337 (4)
S2—O81.449 (4)C5D—C6D1.368 (4)
S2—O51.450 (4)C5D—H5D0.9300
S2—O61.453 (3)N5D—H5DA0.8600
S2—O71.471 (3)N5D—H5DB0.8600
S2B—O8B1.447 (18)N5C—H5CA0.8600
S2B—O5B1.449 (19)N5C—H5CB0.8600
S2B—O6B1.452 (18)N6A—H6AA0.8600
S2B—O7B1.469 (18)N6A—H6AB0.8600
N3B—C2B1.315 (4)O9—H9C0.797 (18)
N3B—C4B1.354 (4)O9—H9D0.829 (19)
C2B—N4B1.326 (4)C6C—N6C1.339 (4)
C2B—N1B1.360 (4)C6C—C5C1.364 (4)
C2A—N3A1.314 (4)C5C—H5C0.9300
C2A—N4A1.326 (4)C6D—N6D1.327 (4)
C2A—N1A1.362 (4)N6D—H6DA0.8600
N3A—C4A1.356 (4)N6D—H6DB0.8600
C2D—N3D1.319 (4)N6C—H6CA0.8600
C2D—N4D1.329 (4)N6C—H6CB0.8600
C2D—N1D1.366 (4)C6B—N6B1.339 (4)
N4B—H4BA0.8600N6B—H6BA0.8600
N4B—H4BB0.8600N6B—H6BB0.8600
C4B—N5B1.330 (4)O10—H10C0.826 (19)
C4B—C5B1.400 (4)O10—H10D0.81 (2)
N4A—H4AA0.8600O11—H11C0.856 (19)
N4A—H4AB0.8600O11—H11D0.854 (19)
N3D—C4D1.353 (4)O12—H12A0.821 (19)
C4A—N5A1.332 (4)O12—H12B0.819 (19)
C4A—C5A1.404 (4)O13—H13C0.821 (19)
N5B—H5BA0.8600O13—H13D0.808 (19)
N5B—H5BB0.8600O14—H14C0.807 (19)
C5B—C6B1.371 (4)O14—H14D0.813 (19)
C5B—H5B0.9300O15—H15C0.836 (19)
N5A—H5AA0.8600O15—H15D0.830 (19)
N5A—H5AB0.8600O16—H16C0.808 (19)
C4D—N5D1.341 (4)O16—H16D0.816 (19)
C4D—C5D1.384 (4)O17—H17A0.820 (19)
N4D—H4DA0.8600O17—H17B0.807 (19)
N4D—H4DB0.8600O18—H18C0.84 (2)
N4C—H4CA0.8600O18—H18D0.84 (2)
N4C—H4CB0.8600O18B—H18E0.84 (2)
C5A—C6A1.366 (4)O18B—H18F0.83 (2)
O1—S1—O3110.02 (14)C2C—N4C—H4CB120.0
O1—S1—O4110.02 (14)H4CA—N4C—H4CB120.0
O3—S1—O4109.89 (15)C6A—C5A—C4A118.4 (3)
O1—S1—O2109.83 (15)C6A—C5A—H5A120.8
O3—S1—O2108.84 (15)C4A—C5A—H5A120.8
O4—S1—O2108.21 (14)C2D—N1D—C6D120.9 (3)
N3C—C2C—N4C121.1 (3)C2D—N1D—H1D119.6
N3C—C2C—N1C122.5 (3)C6D—N1D—H1D119.6
N4C—C2C—N1C116.4 (3)C2C—N1C—C6C121.2 (3)
N5C—C4C—N3C116.1 (3)C2C—N1C—H1CB119.4
N5C—C4C—C5C121.3 (3)C6C—N1C—H1CB119.4
N3C—C4C—C5C122.6 (3)C2B—N1B—C6B121.1 (3)
O8—S2—O5109.5 (3)C2B—N1B—H1B119.4
O8—S2—O6110.5 (3)C6B—N1B—H1B119.4
O5—S2—O6108.3 (3)C2A—N1A—C6A120.7 (3)
O8—S2—O7110.7 (2)C2A—N1A—H1A119.7
O5—S2—O7108.3 (2)C6A—N1A—H1A119.7
O6—S2—O7109.5 (3)N6A—C6A—C5A124.1 (3)
O8B—S2B—O5B109 (2)N6A—C6A—N1A117.6 (3)
O8B—S2B—O6B110 (3)C5A—C6A—N1A118.3 (3)
O5B—S2B—O6B109 (3)C6D—C5D—C4D119.0 (3)
O8B—S2B—O7B110 (2)C6D—C5D—H5D120.5
O5B—S2B—O7B108 (2)C4D—C5D—H5D120.5
O6B—S2B—O7B110 (3)C4D—N5D—H5DA120.0
C2B—N3B—C4B117.1 (3)C4D—N5D—H5DB120.0
N3B—C2B—N4B121.0 (3)H5DA—N5D—H5DB120.0
N3B—C2B—N1B122.8 (3)C4C—N5C—H5CA120.0
N4B—C2B—N1B116.2 (3)C4C—N5C—H5CB120.0
N3A—C2A—N4A119.7 (3)H5CA—N5C—H5CB120.0
N3A—C2A—N1A123.1 (3)C6A—N6A—H6AA120.0
N4A—C2A—N1A117.2 (3)C6A—N6A—H6AB120.0
C2A—N3A—C4A117.3 (3)H6AA—N6A—H6AB120.0
N3D—C2D—N4D120.0 (3)H9C—O9—H9D107 (4)
N3D—C2D—N1D122.9 (3)N6C—C6C—C5C125.6 (3)
N4D—C2D—N1D117.0 (3)N6C—C6C—N1C116.4 (3)
C2B—N4B—H4BA120.0C5C—C6C—N1C118.0 (3)
C2B—N4B—H4BB120.0C6C—C5C—C4C118.4 (3)
H4BA—N4B—H4BB120.0C6C—C5C—H5C120.8
N5B—C4B—N3B116.1 (3)C4C—C5C—H5C120.8
N5B—C4B—C5B121.0 (3)N6D—C6D—C5D124.9 (3)
N3B—C4B—C5B122.9 (3)N6D—C6D—N1D117.7 (3)
C2A—N4A—H4AA120.0C5D—C6D—N1D117.4 (3)
C2A—N4A—H4AB120.0C6D—N6D—H6DA120.0
H4AA—N4A—H4AB120.0C6D—N6D—H6DB120.0
C2D—N3D—C4D116.7 (3)H6DA—N6D—H6DB120.0
C2C—N3C—C4C117.3 (3)C6C—N6C—H6CA120.0
N5A—C4A—N3A116.7 (3)C6C—N6C—H6CB120.0
N5A—C4A—C5A120.9 (3)H6CA—N6C—H6CB120.0
N3A—C4A—C5A122.3 (3)N6B—C6B—N1B117.0 (3)
C4B—N5B—H5BA120.0N6B—C6B—C5B124.8 (3)
C4B—N5B—H5BB120.0N1B—C6B—C5B118.2 (3)
H5BA—N5B—H5BB120.0C6B—N6B—H6BA120.0
C6B—C5B—C4B117.9 (3)C6B—N6B—H6BB120.0
C6B—C5B—H5B121.1H6BA—N6B—H6BB120.0
C4B—C5B—H5B121.1H10C—O10—H10D99 (6)
C4A—N5A—H5AA120.0H11C—O11—H11D96 (5)
C4A—N5A—H5AB120.0H12A—O12—H12B109 (4)
H5AA—N5A—H5AB120.0H13C—O13—H13D106 (5)
N5D—C4D—N3D115.9 (3)H14C—O14—H14D105 (5)
N5D—C4D—C5D121.0 (3)H15C—O15—H15D110 (5)
N3D—C4D—C5D123.1 (3)H16C—O16—H16D110 (5)
C2D—N4D—H4DA120.0H17A—O17—H17B110 (5)
C2D—N4D—H4DB120.0H18C—O18—H18D88 (10)
H4DA—N4D—H4DB120.0H18E—O18B—H18F99 (10)
C2C—N4C—H4CA120.0
C4B—N3B—C2B—N4B179.2 (3)N3B—C2B—N1B—C6B0.9 (4)
C4B—N3B—C2B—N1B−1.1 (4)N4B—C2B—N1B—C6B−179.4 (3)
N4A—C2A—N3A—C4A179.5 (3)N3A—C2A—N1A—C6A1.0 (4)
N1A—C2A—N3A—C4A−0.2 (4)N4A—C2A—N1A—C6A−178.8 (3)
C2B—N3B—C4B—N5B−179.0 (3)C4A—C5A—C6A—N6A179.8 (3)
C2B—N3B—C4B—C5B0.5 (4)C4A—C5A—C6A—N1A0.3 (4)
N4D—C2D—N3D—C4D179.8 (3)C2A—N1A—C6A—N6A179.4 (3)
N1D—C2D—N3D—C4D0.1 (4)C2A—N1A—C6A—C5A−1.0 (4)
N4C—C2C—N3C—C4C−179.2 (3)N5D—C4D—C5D—C6D179.6 (3)
N1C—C2C—N3C—C4C0.1 (4)N3D—C4D—C5D—C6D−0.4 (5)
N5C—C4C—N3C—C2C179.6 (3)C2C—N1C—C6C—N6C179.8 (3)
C5C—C4C—N3C—C2C−0.3 (4)C2C—N1C—C6C—C5C−0.5 (4)
C2A—N3A—C4A—N5A178.8 (3)N6C—C6C—C5C—C4C180.0 (3)
C2A—N3A—C4A—C5A−0.5 (4)N1C—C6C—C5C—C4C0.2 (4)
N5B—C4B—C5B—C6B179.8 (3)N5C—C4C—C5C—C6C−179.8 (3)
N3B—C4B—C5B—C6B0.3 (4)N3C—C4C—C5C—C6C0.2 (5)
C2D—N3D—C4D—N5D−179.9 (3)C4D—C5D—C6D—N6D−179.3 (3)
C2D—N3D—C4D—C5D0.1 (4)C4D—C5D—C6D—N1D0.4 (4)
N5A—C4A—C5A—C6A−178.8 (3)C2D—N1D—C6D—N6D179.5 (3)
N3A—C4A—C5A—C6A0.5 (5)C2D—N1D—C6D—C5D−0.2 (4)
N3D—C2D—N1D—C6D0.0 (4)C2B—N1B—C6B—N6B179.6 (3)
N4D—C2D—N1D—C6D−179.7 (3)C2B—N1B—C6B—C5B0.0 (4)
N3C—C2C—N1C—C6C0.3 (4)C4B—C5B—C6B—N6B179.8 (3)
N4C—C2C—N1C—C6C179.6 (3)C4B—C5B—C6B—N1B−0.6 (4)
D—H···AD—HH···AD···AD—H···A
N4B—H4BA···O17i0.862.152.967 (4)159
N4B—H4BB···O80.862.072.905 (4)162
N4B—H4BB···O5B0.862.383.19 (4)157
N4A—H4AA···N3Cii0.862.163.017 (4)172
N4A—H4AB···O140.862.563.262 (4)139
N5B—H5BA···N3Dii0.862.223.074 (4)174
N5B—H5BB···O7iii0.862.203.040 (4)166
N5B—H5BB···O7Biii0.862.102.93 (3)163
N5A—H5AA···O1i0.862.252.993 (3)145
N5A—H5AB···O120.862.213.066 (4)174
N4D—H4DA···N3Biv0.862.163.013 (4)176
N4D—H4DB···O17v0.862.573.248 (4)137
N4C—H4CA···O12vi0.862.142.953 (4)158
N4C—H4CB···O10.862.162.983 (3)160
N1D—H1D···O9v0.861.972.826 (4)170
N1C—H1CB···O40.861.862.709 (3)172
N1B—H1B···O60.861.922.757 (6)166
N1B—H1B···O6B0.861.912.75 (7)164
N1A—H1A···O140.861.952.793 (4)166
N5D—H5DA···O8vi0.862.313.046 (4)143
N5D—H5DA···O5Bvi0.862.232.99 (5)147
N5D—H5DB···O170.862.343.193 (4)173
N5C—H5CA···N3Aiv0.862.142.990 (4)172
N5C—H5CB···O3v0.862.062.905 (3)169
N6A—H6AA···O130.862.142.981 (4)166
N6A—H6AB···O100.862.022.855 (4)164
O9—H9C···O7vii0.80 (2)1.98 (2)2.770 (4)171 (4)
O9—H9C···O8Bvii0.80 (2)2.24 (5)2.84 (3)133 (3)
N6D—H6DA···O160.862.082.937 (4)179
N6D—H6DB···O150.862.163.005 (4)166
N6C—H6CA···O130.862.142.970 (4)162
N6B—H6BA···O60.862.603.284 (5)137
N6B—H6BA···O6B0.862.643.31 (4)135
N6B—H6BA···O150.862.633.427 (4)154
N6B—H6BB···O160.862.102.923 (4)159
O9—H9D···O20.83 (2)1.93 (2)2.759 (4)173 (4)
O10—H10C···O40.83 (2)1.96 (2)2.780 (4)172 (6)
O10—H10D···O140.81 (2)2.51 (6)3.026 (5)123 (6)
O10—H10D···O18iii0.81 (2)2.09 (5)2.82 (3)151 (6)
O11—H11C···O18iii0.86 (2)2.40 (7)2.97 (4)124 (5)
O11—H11C···O18Biii0.86 (2)2.12 (4)2.826 (18)139 (5)
O11—H11D···O30.85 (2)1.90 (2)2.745 (4)171 (5)
O12—H12A···O50.82 (2)1.98 (2)2.795 (4)172 (5)
O12—H12A···O5B0.82 (2)2.05 (4)2.81 (3)156 (5)
O12—H12B···O3viii0.82 (2)2.06 (2)2.856 (4)165 (5)
O13—H13C···O60.82 (2)2.15 (2)2.956 (6)167 (5)
O13—H13C···O6B0.82 (2)2.06 (7)2.87 (6)167 (5)
O13—H13D···O11viii0.81 (2)2.26 (2)3.063 (5)175 (5)
O14—H14C···O5iii0.81 (2)2.06 (3)2.792 (4)152 (5)
O14—H14C···O7Biii0.81 (2)2.21 (4)2.98 (4)159 (5)
O14—H14D···O11ix0.81 (2)1.95 (2)2.761 (4)172 (5)
O15—H15C···O9v0.84 (2)2.10 (3)2.894 (4)158 (5)
O15—H15D···O60.83 (2)2.02 (3)2.808 (7)158 (5)
O15—H15D···O6B0.83 (2)2.11 (8)2.90 (8)159 (5)
O16—H16C···O15vii0.81 (2)2.05 (2)2.855 (5)171 (5)
O16—H16D···O20.82 (2)2.07 (2)2.882 (4)175 (5)
O17—H17A···O10.82 (2)2.09 (2)2.878 (4)162 (4)
O17—H17B···O8vii0.81 (2)2.07 (2)2.837 (4)160 (5)
O17—H17B···O8Bvii0.81 (2)1.96 (4)2.74 (3)163 (5)
O18—H18C···O70.84 (2)2.04 (11)2.78 (2)147 (18)
O18—H18D···O2v0.84 (2)2.21 (2)2.92 (2)143 (5)
O18B—H18E···O7B0.84 (2)1.83 (11)2.49 (4)134 (13)
O18B—H18F···O2v0.83 (2)2.10 (2)2.857 (14)152 (6)
Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A D—HH⋯A D⋯A D—H⋯A
N4B—H4BA⋯O17i 0.862.152.967 (4)159
N4B—H4BB⋯O80.862.072.905 (4)162
N4B—H4BB⋯O5B 0.862.383.19 (4)157
N4A—H4AA⋯N3C ii 0.862.163.017 (4)172
N4A—H4AB⋯O140.862.563.262 (4)139
N5B—H5BA⋯N3D ii 0.862.223.074 (4)174
N5B—H5BB⋯O7iii 0.862.203.040 (4)166
N5B—H5BB⋯O7B iii 0.862.102.93 (3)163
N5A—H5AA⋯O1i 0.862.252.993 (3)145
N5A—H5AB⋯O120.862.213.066 (4)174
N4D—H4DA⋯N3B iv 0.862.163.013 (4)176
N4D—H4DB⋯O17v 0.862.573.248 (4)137
N4C—H4CA⋯O12vi 0.862.142.953 (4)158
N4C—H4CB⋯O10.862.162.983 (3)160
N1D—H1D⋯O9v 0.861.972.826 (4)170
N1C—H1CB⋯O40.861.862.709 (3)172
N1B—H1B⋯O60.861.922.757 (6)166
N1B—H1B⋯O6B 0.861.912.75 (7)164
N1A—H1A⋯O140.861.952.793 (4)166
N5D—H5DA⋯O8vi 0.862.313.046 (4)143
N5D—H5DA⋯O5B vi 0.862.232.99 (5)147
N5D—H5DB⋯O170.862.343.193 (4)173
N5C—H5CA⋯N3A iv 0.862.142.990 (4)172
N5C—H5CB⋯O3v 0.862.062.905 (3)169
N6A—H6AA⋯O130.862.142.981 (4)166
N6A—H6AB⋯O100.862.022.855 (4)164
O9—H9C⋯O7vii 0.80 (2)1.98 (2)2.770 (4)171 (4)
O9—H9C⋯O8B vii 0.80 (2)2.24 (5)2.84 (3)133 (3)
N6D—H6DA⋯O160.862.082.937 (4)179
N6D—H6DB⋯O150.862.163.005 (4)166
N6C—H6CA⋯O130.862.142.970 (4)162
N6B—H6BA⋯O60.862.603.284 (5)137
N6B—H6BA⋯O6B 0.862.643.31 (4)135
N6B—H6BA⋯O150.862.633.427 (4)154
N6B—H6BB⋯O160.862.102.923 (4)159
O9—H9D⋯O20.83 (2)1.93 (2)2.759 (4)173 (4)
O10—H10C⋯O40.83 (2)1.96 (2)2.780 (4)172 (6)
O10—H10D⋯O140.81 (2)2.51 (6)3.026 (5)123 (6)
O10—H10D⋯O18iii 0.81 (2)2.09 (5)2.82 (3)151 (6)
O11—H11C⋯O18iii 0.86 (2)2.40 (7)2.97 (4)124 (5)
O11—H11C⋯O18B iii 0.86 (2)2.12 (4)2.826 (18)139 (5)
O11—H11D⋯O30.85 (2)1.90 (2)2.745 (4)171 (5)
O12—H12A⋯O50.82 (2)1.98 (2)2.795 (4)172 (5)
O12—H12A⋯O5B 0.82 (2)2.05 (4)2.81 (3)156 (5)
O12—H12B⋯O3viii 0.82 (2)2.06 (2)2.856 (4)165 (5)
O13—H13C⋯O60.82 (2)2.15 (2)2.956 (6)167 (5)
O13—H13C⋯O6B 0.82 (2)2.06 (7)2.87 (6)167 (5)
O13—H13D⋯O11viii 0.81 (2)2.26 (2)3.063 (5)175 (5)
O14—H14C⋯O5iii 0.81 (2)2.06 (3)2.792 (4)152 (5)
O14—H14C⋯O7B iii 0.81 (2)2.21 (4)2.98 (4)159 (5)
O14—H14D⋯O11ix 0.81 (2)1.95 (2)2.761 (4)172 (5)
O15—H15C⋯O9v 0.84 (2)2.10 (3)2.894 (4)158 (5)
O15—H15D⋯O60.83 (2)2.02 (3)2.808 (7)158 (5)
O15—H15D⋯O6B 0.83 (2)2.11 (8)2.90 (8)159 (5)
O16—H16C⋯O15vii 0.81 (2)2.05 (2)2.855 (5)171 (5)
O16—H16D⋯O20.82 (2)2.07 (2)2.882 (4)175 (5)
O17—H17A⋯O10.82 (2)2.09 (2)2.878 (4)162 (4)
O17—H17B⋯O8vii 0.81 (2)2.07 (2)2.837 (4)160 (5)
O17—H17B⋯O8B vii 0.81 (2)1.96 (4)2.74 (3)163 (5)
O18—H18C⋯O70.84 (2)2.04 (11)2.78 (2)147 (18)
O18—H18D⋯O2v 0.84 (2)2.21 (2)2.92 (2)143 (5)
O18B—H18E⋯O7B 0.84 (2)1.83 (11)2.49 (4)134 (13)
O18B—H18F⋯O2v 0.83 (2)2.10 (2)2.857 (14)152 (6)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) ; (ix) .

  10 in total

1.  Metal-Stabilized Rare Tautomers of Nucleobases. 6. Imino Tautomer of Adenine in a Mixed-Nucleobase Complex of Mercury(II).

Authors:  Félix Zamora; Michele Kunsman; Michal Sabat; Bernhard Lippert
Journal:  Inorg Chem       Date:  1997-04-09       Impact factor: 5.165

2.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

Review 3.  Molecular self-assembly and nanochemistry: a chemical strategy for the synthesis of nanostructures.

Authors:  G M Whitesides; J P Mathias; C T Seto
Journal:  Science       Date:  1991-11-29       Impact factor: 47.728

4.  Graph-set analysis of hydrogen-bond patterns in organic crystals.

Authors:  M C Etter; J C MacDonald; J Bernstein
Journal:  Acta Crystallogr B       Date:  1990-04-01

Review 5.  Review of melamine scandal: still a long way ahead.

Authors:  Yuejiao Wei; Daicheng Liu
Journal:  Toxicol Ind Health       Date:  2011-10-10       Impact factor: 2.273

6.  Carbon protonation of 2,4,6-triaminopyrimidines: synthesis, NMR studies, and theoretical calculations.

Authors:  Balázs Németh; Csaba Wéber; Tamás Veszprémi; Tamás Gáti; Adám Demeter
Journal:  J Org Chem       Date:  2006-06-23       Impact factor: 4.354

7.  How H-bonding modifies molecular structure and pi-electron delocalization in the ring of pyridine/pyridinium derivatives involved in H-bond complexation.

Authors:  Tadeusz M Krygowski; Halina Szatyłowicz; Joanna E Zachara
Journal:  J Org Chem       Date:  2005-10-28       Impact factor: 4.354

8.  Hydrogen-bonding patterns in 2-amino-4,6-dimethylpyrimidinium hydrogen sulfate.

Authors:  Madhukar Hemamalini; Packianathan Thomas Muthiah; Urszula Rychlewska; Agnieszka Plutecka
Journal:  Acta Crystallogr C       Date:  2005-01-22       Impact factor: 1.172

9.  Identification and characterization of toxicity of contaminants in pet food leading to an outbreak of renal toxicity in cats and dogs.

Authors:  Roy L M Dobson; Safa Motlagh; Mike Quijano; R Thomas Cambron; Timothy R Baker; Aletha M Pullen; Brian T Regg; Adrienne S Bigalow-Kern; Thomas Vennard; Andrew Fix; Renate Reimschuessel; Gary Overmann; Yuching Shan; George P Daston
Journal:  Toxicol Sci       Date:  2008-08-09       Impact factor: 4.849

10.  ShelXle: a Qt graphical user interface for SHELXL.

Authors:  Christian B Hübschle; George M Sheldrick; Birger Dittrich
Journal:  J Appl Crystallogr       Date:  2011-11-12       Impact factor: 3.304
  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.