Design and Theoretical Study of D–A–π–A Organic Sensitizers with [1,2,5]Thiadiazolo[3,4-c]pyridine, [1,2,5]Selenadiazolo[3,4-c]pyridine, and [1,2,5]Oxadiazolo[3,4-c]pyridine π Component

Table 1

Quantum characteristics for designed molecules.

Number	Molecule	HOMO	LUMO	Δ		OS	λ
1	achn	−3.5820	−0.5788	3.0032	2.6745	0.3485	464	−39.3	4.33
2	acin	−3.4261	−0.5908	2.8353	2.4796	0.2441	500	−39.3	4.33
3	acjn	−3.4019	−0.7083	2.6936	2.4413	0.6367	508	−39.3	4.33
4	bchn	−3.8260	−0.7660	3.0600	2.7630	0.3373	449	−31.9	3.78
5	bcin	−3.7245	−0.7113	3.0132	2.6852	0.2657	462	−31.9	3.78
6	bcjn	−3.6788	−0.9251	2.7537	2.4626	0.5515	503	−31.9	3.78
7	adhn	−3.4868	−0.6055	2.8813	2.5785	0.4339	481	−30.8	6.99
8	adin	−3.3840	−0.6150	2.7690	2.4192	0.3319	512	−30.8	6.99
9	adjn	−3.4011	−0.7393	2.6618	2.2935	0.2642	541	−30.8	6.99
10	bdhn	−3.6173	−0.7747	2.8427	2.6014	0.7999	477	−27.5	6.39
11	bdin	−3.4239	−0.7382	2.6857	2.4893	1.0474	498	−27.5	6.39
12	bdjn	−3.4514	−0.8291	2.6224	2.4169	0.9636	513	−27.5	6.39
13	ehn	−3.3222	−0.4920	2.8302	2.5340	0.3073	489	−46.7	8.11
14	ein	−3.1606	−0.4942	2.6664	2.4837	0.6266	499	−46.7	8.11
15	ejn	−3.1854	−0.6183	2.5671	2.3761	0.5581	522	−46.7	8.11
16	fhn	−3.2915	−0.4858	2.8057	2.5328	0.3183	490	−58.1	10.31
17	fin	−3.1364	−0.4872	2.6493	2.4896	0.6489	498	−58.1	10.31
18	fjn	−3.1609	−0.6109	2.5500	2.3597	0.5664	525	−58.1	10.31
19	ghn	−3.3625	−0.5595	2.8030	2.5385	0.3417	488	−49.8	8.33
20	gin	−3.2058	−0.3076	2.8982	2.5552	0.1977	485	−49.8	8.33
21	gjn	−3.2395	−0.6963	2.5432	2.3112	0.5742	536	−49.8	8.33
22	acho	−3.5912	−0.6887	2.9025	2.5847	0.4649	480	−39.3	4.33
23	acio	−3.4199	−0.4885	2.9313	2.6598	0.6514	466	−39.3	4.33
24	acjo	−3.4413	−0.5976	2.8438	2.5671	0.5593	483	−39.3	4.33
25	bcho	−3.8491	−0.9134	2.9357	2.6134	0.4395	474	−31.9	3.78
26	bcio	−3.7531	−0.5913	3.1617	2.7906	0.2349	444	−31.9	3.78
27	bcjo	−3.7196	−0.8282	2.8914	2.5773	0.4885	481	−31.9	3.78
28	adho	−3.4974	−0.7086	2.7888	2.5091	0.5891	494	−30.8	6.99
29	adio	−3.3976	−0.4975	2.9001	2.5298	0.2984	490	−30.8	6.99
30	adjo	−3.4207	−0.6354	2.7853	2.4045	0.2494	516	−30.8	6.99
31	bdho	−3.5542	−0.9422	2.6120	2.4553	1.2330	505	−27.5	6.39
32	bdio	−3.3614	−0.7521	2.6093	2.4342	1.1429	509	−27.5	6.39
33	bdjo	−3.3856	−0.8307	2.5549	2.3703	1.0644	523	−27.5	6.39
34	eho	−3.3611	−0.6017	2.7594	2.4761	0.3877	501	−46.7	8.11
35	eio	−3.1911	−0.3939	2.7972	2.5873	0.5605	479	−46.7	8.11
36	ejo	−3.2156	−0.4997	2.7159	2.5007	0.4857	496	−46.7	8.11
37	fho	−3.3304	−0.6003	2.7301	2.4749	0.3953	501	−58.1	10.31
38	fio	−3.1702	−0.3936	2.7766	2.5758	0.5620	481	−58.1	10.31
39	fjo	−3.1936	−0.5029	2.6906	2.4769	0.4834	501	−58.1	10.31
40	gho	−3.3967	−0.6667	2.7301	2.4482	0.4004	506	−49.8	8.33
41	gio	−3.2504	−0.4768	2.7736	2.5473	0.5906	487	−49.8	8.33
42	gjo	−3.2654	−0.5736	2.6917	2.4369	0.4660	509	−49.8	8.33
43	ackn	−3.5863	−0.5688	3.0176	2.6694	0.2794	464	−39.3	4.33
44	acln	−3.4087	−0.6125	2.7962	2.5366	0.6158	489	−39.3	4.33
45	acmn	−3.4120	−0.7398	2.6721	2.3960	0.5374	517	−39.3	4.33
46	bckn	−3.8621	−0.7377	3.1245	2.8158	0.2731	440	−31.9	3.78
47	bcln	−3.7498	−0.4050	3.3448	2.9756	0.1498	417	−31.9	3.78
48	bcmn	−3.6938	−0.9177	2.7760	2.4765	0.5062	501	−31.9	3.78
49	adkn	−3.5553	−0.6547	2.9006	2.5500	0.2975	486	−30.8	6.99
50	adln	−3.4375	−0.6533	2.7842	2.3923	0.1952	518	−30.8	6.99
51	admn	−3.4481	−0.7790	2.6691	2.2631	0.1467	548	−30.8	6.99
52	bdkn	−3.6301	−0.9354	2.6947	2.5297	1.0599	490	−27.5	6.39
53	bdln	−3.4460	−0.7627	2.6833	2.4674	0.9344	502	−27.5	6.39
54	bdmn	−3.4672	−0.8576	2.6096	2.3826	0.8454	520	−27.5	6.39
55	ekn	−3.3432	−0.4736	2.8696	2.5300	0.2336	490	−46.7	8.11
56	eln	−3.1729	−0.4986	2.6743	2.4622	0.5538	504	−46.7	8.11
57	emn	−3.1846	−0.6291	2.5554	2.3316	0.4831	532	−46.7	8.11
58	fkn	−3.3119	−0.4869	2.8250	2.4926	0.2284	497	−58.1	10.31
59	fln	−3.1479	−0.4915	2.6564	2.4706	0.5824	502	−58.1	10.31
60	fmn	−3.1596	−0.6221	2.5375	2.3150	0.4921	536	−58.1	10.31
61	gkn	−3.3908	−0.5342	2.8565	2.5348	0.2473	489	−49.8	8.33
62	gln	−3.2390	−0.5717	2.6672	2.4506	0.5865	506	−49.8	8.33
63	gmn	−3.2477	−0.7031	2.5446	2.2884	0.503	542	−49.8	8.33
64	acko	−3.5999	−0.7594	2.8405	2.5826	0.7386	480	−39.3	4.33
65	aclo	−3.4781	−0.5043	2.9738	2.5863	0.2092	479	−39.3	4.33
66	acmo	−3.4413	−0.6612	2.7801	2.4913	0.5407	498	−39.3	4.33
67	bcko	−3.8673	−0.9248	2.9425	2.6152	0.3837	474	−31.9	3.78
68	bclo	−3.7060	−0.7262	2.9798	2.6730	0.6024	464	−31.9	3.78
69	bcmo	−3.7237	−0.8565	2.8672	2.5546	0.5159	485	−31.9	3.78
70	adko	−3.5531	−0.8315	2.7216	2.4076	0.4561	515	−30.8	6.99
71	adlo	−3.4400	−0.5862	2.8538	2.4557	0.2079	505	−30.8	6.99
72	admo	−3.4544	−0.6960	2.7584	2.3414	0.1461	530	−30.8	6.99
73	bdko	−3.5667	−0.9566	2.6101	2.4375	1.1336	509	−27.5	6.39
74	bdlo	−3.3761	−0.7632	2.6128	2.4218	1.047	512	−27.5	6.39
75	bdmo	−3.3965	−0.8470	2.5495	2.3465	0.9584	528	−27.5	6.39
76	eko	−3.3690	−0.6849	2.6841	2.3742	0.3321	522	−46.7	8.11
77	elo	−3.1957	−0.4515	2.7442	2.5179	0.5558	492	−46.7	8.11
78	emo	−3.2047	−0.5478	2.6569	2.4111	0.4408	514	−46.7	8.11
79	fko	−3.3380	−0.6786	2.6593	2.3820	0.3464	521	−58.1	10.31
80	flo	−3.1895	−0.4107	2.7788	2.4433	0.247	507	−58.1	10.31
81	fmo	−3.1870	−0.5524	2.6346	2.3953	0.4685	518	−58.1	10.31
82	gko	−3.3761	−0.7646	2.6115	2.3360	0.3567	531	−49.8	8.33
83	glo	−3.2327	−0.5339	2.6988	2.4667	0.5582	503	−49.8	8.33
84	gmo	−3.2444	−0.6517	2.5927	2.3253	0.4596	533	−49.8	8.33

HOMO is the energy of the highest occupied molecular orbital, eV; LUMO is the energy of the lowest unoccupied molecular orbital, eV; Δ is the gap between LUMO and HOMO, eV; is the excitation energy, eV; OS is the oscillator strength; λ is the wavelength, nm; is the enthalpy of formation of D–A- (DA-) block, kcal/mole; µ is the dipole moment of D–A- (DA-) block, D.