Synthesis and structure characterization of N-[5-cyano-4-(morpholin-4-yl)-6-phenylpyrimidin-2-yl]benzenesulfonamide 
Reham A. Mohamed-Ezzata, Rasha A. Azzamb*, Benson. M. Kariukic

Table S1. Atomic coordinates ( x 104) and equivalent isotropic displacement parameters (Å2x 103) for bmk2202_auto. U(eq) is defined as one third of the trace of the orthogonalized Uij tensor.
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	x	y	z	U(eq)
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C(1)	3975(2)	5559(2)	2697(1)	36(1)
C(2)	4004(2)	6037(2)	2118(1)	55(1)
C(3)	3566(3)	5391(3)	1582(1)	75(1)
C(4)	3144(2)	4296(3)	1629(1)	72(1)
C(5)	3111(2)	3831(2)	2209(1)	66(1)
C(6)	3517(2)	4461(2)	2745(1)	51(1)
C(7)	6486(2)	5209(1)	3785(1)	33(1)
C(8)	8089(2)	5109(1)	3170(1)	34(1)
C(9)	8830(2)	4373(1)	3627(1)	34(1)
C(10)	8269(2)	4089(1)	4153(1)	34(1)
C(11)	7780(2)	6408(2)	2273(1)	51(1)
C(12)	8723(3)	7172(2)	2025(1)	69(1)
C(13)	10217(3)	5704(3)	2030(2)	85(1)
C(14)	9353(2)	4888(2)	2287(1)	53(1)
C(15)	10157(2)	4079(2)	3628(1)	41(1)
C(16)	8964(2)	3331(2)	4658(1)	37(1)
C(17)	9511(2)	2304(2)	4518(1)	44(1)
C(18)	10208(2)	1646(2)	4994(1)	51(1)
C(19)	10396(2)	2004(2)	5618(1)	52(1)
C(20)	9792(2)	2999(2)	5757(1)	54(1)
C(21)	9077(2)	3661(2)	5286(1)	45(1)
C(22)	11275(3)	1340(3)	6124(1)	79(1)
C(23)	5070(3)	1402(2)	5312(1)	64(1)
C(24)	6004(2)	2143(2)	5040(1)	57(1)
C(25)	3288(2)	2453(2)	4817(1)	69(1)
C(26)	4142(2)	3254(2)	4526(1)	55(1)
O(1)	3267(1)	6559(1)	3656(1)	50(1)
O(2)	5066(2)	7396(1)	3220(1)	51(1)
O(3)	9501(2)	6578(2)	1662(1)	94(1)
O(4)	3844(2)	1344(1)	4903(1)	68(1)
S(1)	4435(1)	6380(1)	3390(1)	37(1)
N(1)	5325(1)	5592(1)	3901(1)	36(1)
N(2)	7117(1)	4488(1)	4238(1)	36(1)
N(3)	6932(1)	5498(1)	3259(1)	36(1)
N(4)	8517(2)	5506(1)	2650(1)	42(1)
N(5)	11231(2)	3846(2)	3651(1)	61(1)
N(6)	5450(2)	3313(1)	4929(1)	44(1)
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Table S2. Bond lengths [Å] and angles [°] for bmk2202_auto.
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C(1)-C(2) 	1.372(3)
C(1)-C(6) 	1.382(3)
C(1)-S(1) 	1.7708(17)
C(2)-C(3) 	1.389(3)
C(2)-H(2) 	0.9300
C(3)-C(4) 	1.365(4)
C(3)-H(3) 	0.9300
C(4)-C(5) 	1.368(4)
C(4)-H(4) 	0.9300
C(5)-C(6) 	1.374(3)
C(5)-H(5) 	0.9300
C(6)-H(6) 	0.9300
C(7)-N(3) 	1.339(2)
C(7)-N(1) 	1.353(2)
C(7)-N(2) 	1.370(2)
C(8)-N(3) 	1.333(2)
C(8)-N(4) 	1.356(2)
C(8)-C(9) 	1.431(2)
C(9)-C(10) 	1.401(2)
C(9)-C(15) 	1.425(3)
C(10)-N(2) 	1.330(2)
C(10)-C(16) 	1.491(2)
C(11)-N(4) 	1.466(2)
C(11)-C(12) 	1.494(3)
C(11)-H(11A) 	0.9700
C(11)-H(11B) 	0.9700
C(12)-O(3) 	1.405(3)
C(12)-H(12A) 	0.9700
C(12)-H(12B) 	0.9700
C(13)-O(3) 	1.423(3)
C(13)-C(14) 	1.484(4)
C(13)-H(13A) 	0.9700
C(13)-H(13B) 	0.9700
C(14)-N(4) 	1.459(2)
C(14)-H(14A) 	0.9700
C(14)-H(14B) 	0.9700
C(15)-N(5) 	1.144(2)
C(16)-C(17) 	1.386(3)
C(16)-C(21) 	1.392(3)
C(17)-C(18) 	1.383(3)
C(17)-H(17) 	0.9300
C(18)-C(19) 	1.389(3)
C(18)-H(18) 	0.9300
C(19)-C(20) 	1.381(3)
C(19)-C(22) 	1.513(3)
C(20)-C(21) 	1.387(3)
C(20)-H(20) 	0.9300
C(21)-H(21) 	0.9300
C(22)-H(22A) 	0.9600
C(22)-H(22B) 	0.9600
C(22)-H(22C) 	0.9600
C(23)-O(4) 	1.423(3)
C(23)-C(24) 	1.495(3)
C(23)-H(23A) 	0.9700
C(23)-H(23B) 	0.9700
C(24)-N(6) 	1.490(3)
C(24)-H(24A) 	0.9700
C(24)-H(24B) 	0.9700
C(25)-O(4) 	1.421(3)
C(25)-C(26) 	1.504(3)
C(25)-H(25A) 	0.9700
C(25)-H(25B) 	0.9700
C(26)-N(6) 	1.486(3)
C(26)-H(26A) 	0.9700
C(26)-H(26B) 	0.9700
O(1)-S(1) 	1.4472(14)
O(2)-S(1) 	1.4375(14)
S(1)-N(1) 	1.6023(14)
N(6)-H(6A) 	0.8900
N(6)-H(6B) 	0.8900

C(2)-C(1)-C(6)	120.69(18)
C(2)-C(1)-S(1)	120.00(15)
C(6)-C(1)-S(1)	119.20(14)
C(1)-C(2)-C(3)	118.5(2)
C(1)-C(2)-H(2)	120.8
C(3)-C(2)-H(2)	120.8
C(4)-C(3)-C(2)	120.9(2)
C(4)-C(3)-H(3)	119.5
C(2)-C(3)-H(3)	119.5
C(3)-C(4)-C(5)	120.1(2)
C(3)-C(4)-H(4)	120.0
C(5)-C(4)-H(4)	120.0
C(4)-C(5)-C(6)	120.1(2)
C(4)-C(5)-H(5)	120.0
C(6)-C(5)-H(5)	120.0
C(5)-C(6)-C(1)	119.8(2)
C(5)-C(6)-H(6)	120.1
C(1)-C(6)-H(6)	120.1
N(3)-C(7)-N(1)	121.60(15)
N(3)-C(7)-N(2)	124.35(16)
N(1)-C(7)-N(2)	114.01(15)
N(3)-C(8)-N(4)	115.94(15)
N(3)-C(8)-C(9)	119.96(15)
N(4)-C(8)-C(9)	124.00(16)
C(10)-C(9)-C(15)	118.84(15)
C(10)-C(9)-C(8)	116.65(15)
C(15)-C(9)-C(8)	123.66(16)
N(2)-C(10)-C(9)	122.75(15)
N(2)-C(10)-C(16)	116.35(16)
C(9)-C(10)-C(16)	120.89(16)
N(4)-C(11)-C(12)	108.46(17)
N(4)-C(11)-H(11A)	110.0
C(12)-C(11)-H(11A)	110.0
N(4)-C(11)-H(11B)	110.0
C(12)-C(11)-H(11B)	110.0
H(11A)-C(11)-H(11B)	108.4
O(3)-C(12)-C(11)	112.4(2)
O(3)-C(12)-H(12A)	109.1
C(11)-C(12)-H(12A)	109.1
O(3)-C(12)-H(12B)	109.1
C(11)-C(12)-H(12B)	109.1
H(12A)-C(12)-H(12B)	107.9
O(3)-C(13)-C(14)	112.2(2)
O(3)-C(13)-H(13A)	109.2
C(14)-C(13)-H(13A)	109.2
O(3)-C(13)-H(13B)	109.2
C(14)-C(13)-H(13B)	109.2
H(13A)-C(13)-H(13B)	107.9
N(4)-C(14)-C(13)	109.8(2)
N(4)-C(14)-H(14A)	109.7
C(13)-C(14)-H(14A)	109.7
N(4)-C(14)-H(14B)	109.7
C(13)-C(14)-H(14B)	109.7
H(14A)-C(14)-H(14B)	108.2
N(5)-C(15)-C(9)	177.6(2)
C(17)-C(16)-C(21)	118.84(16)
C(17)-C(16)-C(10)	121.61(16)
C(21)-C(16)-C(10)	119.55(16)
C(18)-C(17)-C(16)	120.40(19)
C(18)-C(17)-H(17)	119.8
C(16)-C(17)-H(17)	119.8
C(17)-C(18)-C(19)	121.1(2)
C(17)-C(18)-H(18)	119.5
C(19)-C(18)-H(18)	119.5
C(20)-C(19)-C(18)	118.13(18)
C(20)-C(19)-C(22)	121.3(2)
C(18)-C(19)-C(22)	120.6(2)
C(19)-C(20)-C(21)	121.3(2)
C(19)-C(20)-H(20)	119.3
C(21)-C(20)-H(20)	119.3
C(20)-C(21)-C(16)	120.01(19)
C(20)-C(21)-H(21)	120.0
C(16)-C(21)-H(21)	120.0
C(19)-C(22)-H(22A)	109.5
C(19)-C(22)-H(22B)	109.5
H(22A)-C(22)-H(22B)	109.5
C(19)-C(22)-H(22C)	109.5
H(22A)-C(22)-H(22C)	109.5
H(22B)-C(22)-H(22C)	109.5
O(4)-C(23)-C(24)	111.16(18)
O(4)-C(23)-H(23A)	109.4
C(24)-C(23)-H(23A)	109.4
O(4)-C(23)-H(23B)	109.4
C(24)-C(23)-H(23B)	109.4
H(23A)-C(23)-H(23B)	108.0
N(6)-C(24)-C(23)	109.7(2)
N(6)-C(24)-H(24A)	109.7
C(23)-C(24)-H(24A)	109.7
N(6)-C(24)-H(24B)	109.7
C(23)-C(24)-H(24B)	109.7
H(24A)-C(24)-H(24B)	108.2
O(4)-C(25)-C(26)	111.5(2)
O(4)-C(25)-H(25A)	109.3
C(26)-C(25)-H(25A)	109.3
O(4)-C(25)-H(25B)	109.3
C(26)-C(25)-H(25B)	109.3
H(25A)-C(25)-H(25B)	108.0
N(6)-C(26)-C(25)	109.50(18)
N(6)-C(26)-H(26A)	109.8
C(25)-C(26)-H(26A)	109.8
N(6)-C(26)-H(26B)	109.8
C(25)-C(26)-H(26B)	109.8
H(26A)-C(26)-H(26B)	108.2
C(12)-O(3)-C(13)	110.05(19)
C(25)-O(4)-C(23)	109.80(17)
O(2)-S(1)-O(1)	115.69(9)
O(2)-S(1)-N(1)	114.60(8)
O(1)-S(1)-N(1)	103.82(8)
O(2)-S(1)-C(1)	107.62(9)
O(1)-S(1)-C(1)	106.78(8)
N(1)-S(1)-C(1)	107.86(8)
C(7)-N(1)-S(1)	119.59(12)
C(10)-N(2)-C(7)	116.83(15)
C(8)-N(3)-C(7)	119.39(15)
C(8)-N(4)-C(14)	125.78(15)
C(8)-N(4)-C(11)	119.25(16)
C(14)-N(4)-C(11)	111.35(15)
C(26)-N(6)-C(24)	110.01(16)
C(26)-N(6)-H(6A)	109.7
C(24)-N(6)-H(6A)	109.7
C(26)-N(6)-H(6B)	109.7
C(24)-N(6)-H(6B)	109.7
H(6A)-N(6)-H(6B)	108.2
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Symmetry transformations used to generate equivalent atoms: 

Table S3. Anisotropic displacement parameters (Å2x 103)for bmk2202_auto.  The anisotropic
displacement factor exponent takes the form: -2p2[ h2a*2U11 + ... + 2 h k a* b* U12 ]
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	U11	U22	U33	U23	U13	U12
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C(1)	31(1) 	43(1)	35(1) 	0(1)	5(1) 	6(1)
C(2)	58(1) 	68(1)	41(1) 	6(1)	11(1) 	-6(1)
C(3)	69(2) 	122(2)	35(1) 	-4(1)	10(1) 	-3(2)
C(4)	52(1) 	100(2)	62(2) 	-38(2)	-1(1) 	3(1)
C(5)	57(1) 	58(1)	77(2) 	-18(1)	-7(1) 	-4(1)
C(6)	50(1) 	49(1)	51(1) 	2(1)	-1(1) 	-4(1)
C(7)	33(1) 	35(1)	29(1) 	-1(1)	4(1) 	-2(1)
C(8)	35(1) 	33(1)	34(1) 	1(1)	7(1) 	-1(1)
C(9)	31(1) 	34(1)	37(1) 	1(1)	5(1) 	-1(1)
C(10)	34(1) 	33(1)	33(1) 	0(1)	1(1) 	-4(1)
C(11)	46(1) 	61(1)	50(1) 	20(1)	15(1) 	15(1)
C(12)	69(2) 	68(2)	77(2) 	36(1)	32(1) 	17(1)
C(13)	70(2) 	106(2)	92(2) 	47(2)	50(2) 	40(2)
C(14)	60(1) 	59(1)	41(1) 	3(1)	15(1) 	19(1)
C(15)	39(1) 	42(1)	42(1) 	7(1)	8(1) 	1(1)
C(16)	33(1) 	39(1)	36(1) 	6(1)	2(1) 	-3(1)
C(17)	46(1) 	44(1)	43(1) 	5(1)	10(1) 	2(1)
C(18)	48(1) 	48(1)	59(1) 	17(1)	14(1) 	7(1)
C(19)	42(1) 	55(1)	55(1) 	23(1)	1(1) 	-3(1)
C(20)	60(1) 	60(1)	38(1) 	7(1)	-4(1) 	-9(1)
C(21)	50(1) 	44(1)	40(1) 	1(1)	0(1) 	0(1)
C(22)	64(2) 	93(2)	73(2) 	43(2)	-2(1) 	9(1)
C(23)	89(2) 	42(1)	55(1) 	-1(1)	-2(1) 	-10(1)
C(24)	60(1) 	53(1)	53(1) 	-2(1)	-1(1) 	3(1)
C(25)	55(1) 	61(1)	91(2) 	4(1)	13(1) 	-14(1)
C(26)	47(1) 	56(1)	60(1) 	9(1)	5(1) 	-4(1)
O(1)	45(1) 	60(1)	49(1) 	-3(1)	16(1) 	16(1)
O(2)	63(1) 	35(1)	57(1) 	3(1)	12(1) 	-3(1)
O(3)	92(1) 	117(2)	90(1) 	61(1)	62(1) 	48(1)
O(4)	79(1) 	47(1)	74(1) 	-1(1)	0(1) 	-20(1)
S(1)	40(1) 	36(1)	35(1) 	0(1)	9(1) 	5(1)
N(1)	35(1) 	43(1)	32(1) 	2(1)	8(1) 	2(1)
N(2)	34(1) 	40(1)	33(1) 	4(1)	6(1) 	0(1)
N(3)	34(1) 	41(1)	33(1) 	5(1)	7(1) 	2(1)
N(4)	43(1) 	45(1)	43(1) 	12(1)	18(1) 	11(1)
N(5)	42(1) 	79(1)	64(1) 	14(1)	13(1) 	10(1)
N(6)	51(1) 	46(1)	36(1) 	2(1)	12(1) 	-7(1)
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Table S4. Hydrogen coordinates ( x 104) and isotropic displacement parameters (Å2x 103) for bmk2202_auto.
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	x 	y 	z 	U(eq)
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H(2)	4311	6776	2084	66
H(3)	3559	5709	1186	90
H(4)	2878	3866	1267	87
H(5)	2813	3088	2240	79
H(6)	3485	4149	3139	61
H(11A)	7280	6843	2532	62
H(11B)	7180	6074	1926	62
H(12A)	8244	7766	1769	83
H(12B)	9280	7538	2376	83
H(13A)	10808	6051	2375	102
H(13B)	10736	5292	1771	102
H(14A)	8821	4479	1944	63
H(14B)	9877	4336	2556	63
H(17)	9408	2056	4103	53
H(18)	10558	953	4894	61
H(20)	9868	3230	6175	65
H(21)	8672	4325	5390	55
H(22A)	12120	1691	6205	118
H(22B)	11355	568	5985	118
H(22C)	10908	1339	6503	118
H(23A)	5431	640	5380	76
H(23B)	4950	1707	5716	76
H(24A)	6828	2179	5329	68
H(24B)	6163	1820	4646	68
H(25A)	3162	2753	5222	83
H(25B)	2441	2403	4548	83
H(26A)	4224	2986	4108	66
H(26B)	3753	4009	4484	66
H(6A)	5386	3638	5296	53
H(6B)	5978	3739	4741	53

Figure S1. 1H NMR spectrum of compound 5