Structure and Stability of Chemically Modified DNA Bases: Quantum Chemical Calculations on 16 Isomers of Diphosphocytosine

Table 1

Computed geometrical data of the 16 diphosphocytosine tautomers at MP4(SDQ)/6-31+G(d).

	PC1	PC2	PC3	PC4	PC5	PC6	PC7	PC8	PC9	PC10	PC11	PC12	PC13	PC14	PC15	PC16
R(1,2)	1.469	1.403	1.409	1.472	1.475	1.476	1.479	1.478	1.487	1.364	1.403	1.409	1.477	1.481	1.477	1.481
R(1,6)	1.350	1.39	1.385	1.351	1.351	1.351	1.351	1.349	1.348	1.443	1.390	1.385	1.345	1.345	1.346	1.346
R(1,9)	1.093	1.093	1.094	1.091	1.094	1.091	1.093	1.091	1.093	1.093	1.094	1.094	1.091	1.094	1.091	1.094
R(2,3)	1.741	1.658	1.766	1.863	1.854	1.858	1.847	1.868	1.855	1.834	1.766	1.766	1.859	1.854	1.858	1.851
R(2,7)	1.377	1.399	1.397	1.290	1.290	1.290	1.289	1.290	1.287	1.393	1.399	1.397	1.294	1.294	1.293	1.293
R(3,4)	1.856	1.752	1.755	1.844	1.848	1.834	1.836	1.875	1.877	1.876	1.752	1.756	1.701	1.701	1.705	1.705
R(4,5)	1.867	1.759	1.754	1.426	1.427	1.422	1.418	1.420	1.417	1.420	1.759	1.754	1.836	1.836	1.832	1.833
R(4,8)	1.229	1.382	1.383	1.701	1.702	1.704	1.707	1.871	1.882	1.868	1.382	1.383	1.382	1.387	1.373	1.373
R(5,6)	1.813	1.744	1.746	1.382	1.381	1.374	1.372	1.223	1.224	1.227	1.744	1.746	1.818	1.818	1.821	1.821
R(5,10)	1.420	1.092	1.092	1.831	1.831	1.829	1.829	1.834	1.831	1.708	1.092	1.092	1.426	1.426	1.423	1.423
R(6,11)	1.091	1.016	1.016	1.092	1.092	1.091	1.092	1.421	1.421	1.094	1.016	1.016	1.091	1.091	1.091	1.091
R(7,12)	1.014	1.016	1.016	1.028	1.031	1.028	1.03	1.092	1.092	1.017	1.016	1.016	1.029	1.030	1.029	1.030
R(8,13)	1.015	0.977	0.977	0.976	0.976	0.978	0.978	1.028	1.030	1.016	0.977	0.977	0.976	0.976	0.978	0.978
A(2,1,6)	126.1	125.9	126.0	125.5	125.5	125.7	124.9	127.8	123.7	125.8	125.9	125.9	126.8	126.4	126.2	125.8
A(2,1,9)	115.6	116.6	116.6	114.3	115.3	114.3	115.8	112.9	116.4	117.8	116.6	116.6	113.5	114.9	113.7	114.9
A(6,1,9)	118.3	117.5	117.4	120.2	119.2	119.9	119.2	119.2	119.9	116.4	117.4	117.4	119.7	118.7	120.0	119.2
A(1,2,3)	129.4	126.3	127.5	120.4	121.4	117.5	117.9	119.9	116.9	122.5	126.3	127.5	125.0	125.3	123.2	123.7
A(1,2,7)	112.8	117.6	116.8	118.1	124.6	117.5	124.8	116.6	124.9	122.1	117.6	116.8	115.6	122.4	116.4	123.1
A(3,2,7)	117.9	115.9	115.6	121.4	113.9	124.5	116.9	123.3	117.6	115.3	115.9	115.6	119.2	112.1	120.0	112.9
A(2,3,4)	101.6	103.7	102.5	102.9	102.6	101.6	100.7	100.1	101.0	102.4	103.7	102.6	102.8	101.8	102.9	101.9
A(3,4,5)	119.9	131.9	132.1	96.1	96.0	97.7	97.8	97.6	98.0	98.3	131.9	132.1	130.5	130.9	129.6	130.0
A(3,4,8)	119.3	116.3	110.4	97.2	96.4	97.3	97.7	96.1	95.9	97.3	116.3	110.4	115.3	115.3	121.6	121.5
A(5,4,8)	120.2	111.7	117.5	130.1	131.1	128.2	128.5	114.3	121.4	119.7	111.7	117.5	114.1	113.7	108.6	108.2
A(4,5,6)	100.3	100.7	101.7	113.7	113.2	108.9	109.1	122.4	119.8	119.4	100.6	101.7	102.2	101.8	100.8	100.5
A(4,5,10)	97.9	131.4	130.0	116.2	115.7	122.4	121.9	122.8	118.8	120.6	131.3	130.1	96.7	97.1	96.8	97.3
A(6,5,10)	98.9	115.5	116.2	101.8	101.4	101.7	101.6	99.5	102.3	99.9	115.5	116.2	98.5	97.9	98.9	98.4
A(1,6,5)	124.8	113.1	113.7	131.5	131.5	130.9	130.7	95.9	95.6	134.6	113.1	113.7	126.9	126.4	126.5	126.0
A(1,6,11)	118.4	115.3	115.7	116.6	116.5	116.8	116.9	98.4	98.8	113.3	115.2	115.7	118.7	118.8	118.5	118.7
A(5,6,11)	116.5	116.2	116.3	111.8	111.9	112.0	112.2	130.1	126.2	112.0	116.1	116.3	114.1	114.6	114.5	114.9
A(2,7,12)	118.8	111.6	111.9	111.4	110.4	112.0	110.7	116.9	118.4	115.2	111.6	111.8	111.4	110.6	111.5	110.7
A(4,8,13)	118.5	110.6	109.9	110.3	110.2	110.2	110.4	112.9	114.8	116.5	110.5	109.9	110.9	110.8	110.4	110.2
D(6,1,2,3)	114.4	0.1	−0.1	24.8	23.7	28.9	31.9	112.3	110.7	111.5	−0.1	−0.1	17.9	22.2	24.9	27.4
D(6,1,2,7)	−18.9	176.7	176.7	−159.5	−160.2	−158.8	−155.1	14.6	−45.5	−7.8	−176.7	176.7	−165.5	−161.3	−160.6	−157.9
D(9,1,2,3)	162.8	−179.2	−179.3	−158.3	−158.5	−154.7	−151.5	−169.5	142.2	174.7	179.2	−179.3	−163.1	−158.7	−156.6	−153.7
D(9,1,2,7)	161.9	−2.7	−2.6	17.5	17.5	17.7	21.5	−167.7	135.2	172.3	2.7	−2.6	13.4	17.7	17.9	21.0
D(2,1,6,5)	−16.9	−0.4	−0.5	3.2	1.8	3.8	2.4	8.1	−37.1	−5.2	0.4	−0.5	4.4	3.4	5.9	4.9
D(2,1,6,11)	−5.4	179.9	179.9	177.5	177.5	177.9	177.4	−4.5	−7.9	−11.7	−179.9	179.9	178.3	177.8	177.7	177.5
D(9,1,6,5)	−179.2	178.9	178.8	−173.6	−175.9	−172.4	−174.1	178.8	−178.4	171.8	−178.9	178.7	−174.4	−175.6	−172.5	−173.9
D(9,1,6,11)	174.4	−0.8	−0.8	0.8	−0.1	1.6	0.8	177.9	171.4	168.2	0.8	−0.8	−0.6	−1.2	−0.7	−1.4
D(1,2,3,4)	0.5	0.2	0.5	−29.8	−26.7	−41.3	−43.4	1.3	0.9	−8.3	−0.2	0.5	−15.7	−18.9	−22.2	−23.6
D(7,2,3,4)	3.9	−176.3	−176.3	69.1	71.2	−140.4	−142.9	−39.2	52.8	32.2	176.4	−176.3	167.9	164.3	163.5	161.2
D(1,2,7,12)	−177.9	27.9	28.6	154.5	156.8	146.9	143.0	−136.9	150.4	131.6	−27.9	28.7	−179.2	1.0	−179.0	1.4
D(3,2,7,12)	21.1	161.3	162.9	−106.6	−105.2	47.8	43.6	145.2	−134.3	−150.2	−161.3	162.9	−2.5	177.9	−4.3	176.6
D(2,3,4,5)	167.7	−155.1	−154.3	178.8	−0.9	179.8	−0.2	47.6	−36.6	−50.8	155.1	−154.1	−5.5	−5.8	−6.5	−7.3
D(2,3,4,8)	−157.3	−21.8	−19.9	−5.5	175.4	−8.4	172.9	−179.8	−0.9	17.4	21.8	−19.9	177.3	176.8	179.3	179.3
D(3,4,5,6)	−10.7	−0.3	−0.5	14.9	11.4	33.1	33.2	−4.1	−173.2	150.9	0.3	−0.6	20.2	22.7	26.9	28.6
D(3,4,5,10)	31.3	−179.9	179.9	−165.9	−168.3	−153.9	−153.9	58.7	−18.3	−160.2	179.9	179.8	120.4	122.3	127.4	128.6
D(8,4,5,6)	−157.3	0.2	0.2	−83.1	−86.4	132.5	132.7	−129.5	161.9	−26.8	−0.1	0.2	−162.5	−159.9	−158.3	−157.3
D(8,4,5,10)	−46.8	179.8	179.8	96.0	93.9	−54.5	−54.4	157.6	−117.7	−44.4	−179.8	179.8	−62.3	−60.3	−57.8	−57.3
D(3,4,8,13)	−147.4	−0.9	179.4	3.8	5.5	−10.1	−9.4	−30.6	62.6	142.1	1.0	179.4	158.0	151.8	0.2	0.1
D(5,4,8,13)	141.9	179.3	−0.3	−175.3	−174.8	177.8	178.5	−50.1	−17.0	−144.6	−179.3	−0.3	−19.7	−26.1	−175.1	−174.6
D(4,5,6,1)	41.3	0.3	0.4	18.6	16.7	−173.9	−173.8	−149.6	−117.3	41.9	−0.2	0.4	−20.8	−22.5	−28.4	−28.9
D(4,5,6,11)	34.5	179.9	179.9	−162.2	−163.1	−0.6	−0.4	138.1	162.7	31.2	−179.9	179.9	165.2	162.9	159.7	158.2