1982
DOI: 10.1007/bf00790768
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Crystal and molecular structure of fopurine and its metabolite

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Cited by 3 publications
(3 citation statements)
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“…Planarity, together with the rather short C(2)-N(11) distance (see Figure 1, C(2)-N(11) = 1.347(4)), attest to the contribution of the lone electron pair of N(11) into the purine π-system, a finding consistent with crystal structures of other 2-or 6-(dimethylamino)purines described in the literature. [20,21] The most closely related known structure, though, is 6-amino-2-(dimethylamino)-7-methylpurine (BIFFAX), [20] in which the corresponding distance was significantly longer (C(2)-N(11) = 1.381Å). At the same time, the N(7)-C(8) and C(8)-N(9) bond lengths in 10 are significantly closer to each other then in BIFFAX, confirming delocalization of electrons in the charged purine moiety (N(7)-C(8) = 1.325(4), 1.354; C(8)-N(9) = 1.343(4), 1.311 Å for 10 and BIFFAX, respectively).…”
Section: Resultsmentioning
confidence: 98%
“…Planarity, together with the rather short C(2)-N(11) distance (see Figure 1, C(2)-N(11) = 1.347(4)), attest to the contribution of the lone electron pair of N(11) into the purine π-system, a finding consistent with crystal structures of other 2-or 6-(dimethylamino)purines described in the literature. [20,21] The most closely related known structure, though, is 6-amino-2-(dimethylamino)-7-methylpurine (BIFFAX), [20] in which the corresponding distance was significantly longer (C(2)-N(11) = 1.381Å). At the same time, the N(7)-C(8) and C(8)-N(9) bond lengths in 10 are significantly closer to each other then in BIFFAX, confirming delocalization of electrons in the charged purine moiety (N(7)-C(8) = 1.325(4), 1.354; C(8)-N(9) = 1.343(4), 1.311 Å for 10 and BIFFAX, respectively).…”
Section: Resultsmentioning
confidence: 98%
“…Refcode DIYMED [112] If the P(O) adopts an anti orientation versus NH, an extended 1-D chain arrangement is expectable through the intermolecular PO•••HN hydrogen bond which is found for the most of reported compounds. One example without any N-H•••O HB (BIFDUP [113], Scheme 25) and one example as H-bonded tetramer (XAVXEY, Scheme 26) were also found.…”
Section: Some Phosphoric Triamidesmentioning
confidence: 99%
“…If the P(O) adopts an anti orientation versus NH, an extended 1-D chain arrangement is expectable through the intermolecular PO···HN hydrogen bond which is found for the most of reported compounds. One example without any N-H···O HB (BIFDUP [113], Scheme 25) and one example as H-bonded tetramer (XAVXEY, Scheme 26) were also found.…”
Section: General Features Of Phosphoramidate Compoundsmentioning
confidence: 99%