exp_7208

Table 1 Crystal data and structure refinement for exp_7208_auto.
Identification code	exp_7208_auto
Empirical formula	C₁₅H₁₂N₂O₂
Formula weight	252.27
Temperature/K	99.99(10)
Crystal system	orthorhombic
Space group	P2₁2₁2₁
a/Å	14.3604(3)
b/Å	9.4124(2)
c/Å	8.6308(2)
α/°	90
β/°	90
γ/°	90
Volume/Å³	1166.59(4)
Z	4
ρ_calcg/cm³	1.436
μ/mm^‑1	0.792
F(000)	528.0
Crystal size/mm³	0.3 × 0.2 × 0.2
Radiation	CuKα (λ = 1.54184)
2Θ range for data collection/°	11.24 to 152.214
Index ranges	-13 ≤ h ≤ 18, -9 ≤ k ≤ 11, -10 ≤ l ≤ 10
Reflections collected	7195
Independent reflections	2302 [R_int = 0.0452, R_sigma = 0.0356]
Data/restraints/parameters	2302/0/172
Goodness-of-fit on F²	1.080
Final R indexes [I>=2σ (I)]	R₁ = 0.0466, wR₂ = 0.1222
Final R indexes [all data]	R₁ = 0.0475, wR₂ = 0.1228
Largest diff. peak/hole / e Å^-3	0.42/-0.25
Flack parameter	0.45(17)

Table 2 Fractional Atomic Coordinates (×10⁴) and Equivalent Isotropic Displacement Parameters (Å²×10³) for exp_7208_auto. U_eq is defined as 1/3 of of the trace of the orthogonalised U_IJ tensor.
Atom	x	y	z	U(eq)
O1	3272.4(16)	1509(2)	1490(3)	31.8(5)
O2	4770.7(15)	3599(2)	3446(3)	30.9(5)
N1	4052.6(17)	126(3)	3267(3)	26.3(6)
N2	2461.4(17)	4157(3)	4867(3)	25.0(5)
C1	4209.5(19)	156(3)	4865(4)	23.5(6)
C2	4813(2)	-673(3)	5729(4)	27.2(6)
C3	4874(2)	-391(3)	7316(4)	30.3(7)
C4	4350(2)	668(3)	8000(4)	29.4(7)
C5	3728(2)	1466(3)	7127(3)	25.0(6)
C6	3667(2)	1214(3)	5552(4)	24.3(6)
C7	3106(2)	1934(3)	4285(4)	23.7(6)
C8	3487(2)	1201(3)	2817(4)	24.4(6)
C9	3226(2)	3514(3)	4301(3)	23.3(6)
C10	4044(2)	4270(3)	3905(3)	24.2(6)
C11	3964(2)	5774(3)	4078(4)	27.9(7)
C12	3166(2)	6384(3)	4689(4)	30.2(7)
C13	2408(2)	5571(3)	5091(4)	28.8(7)
C14	1717(2)	3119(3)	5255(4)	29.1(7)
C15	2032(2)	1775(3)	4414(4)	26.8(7)

Table 2 Fractional Atomic Coordinates (×10⁴) and Equivalent Isotropic Displacement Parameters (Å²×10³) for exp_7208_auto. U_eq is defined as 1/3 of of the trace of the orthogonalised U_IJ tensor.

Atom

U(eq)

3272.4(16)

1509(2)

1490(3)

31.8(5)

4770.7(15)

3599(2)

3446(3)

30.9(5)

4052.6(17)

126(3)

3267(3)

26.3(6)

2461.4(17)

4157(3)

4867(3)

25.0(5)

4209.5(19)

156(3)

4865(4)

23.5(6)

4813(2)

-673(3)

5729(4)

27.2(6)

4874(2)

-391(3)

7316(4)

30.3(7)

4350(2)

668(3)

8000(4)

29.4(7)

3728(2)

1466(3)

7127(3)

25.0(6)

3667(2)

1214(3)

5552(4)

24.3(6)

3106(2)

1934(3)

4285(4)

23.7(6)

3487(2)

1201(3)

2817(4)

24.4(6)

3226(2)

3514(3)

4301(3)

23.3(6)

C10

4044(2)

4270(3)

3905(3)

24.2(6)

C11

3964(2)

5774(3)

4078(4)

27.9(7)

C12

3166(2)

6384(3)

4689(4)

30.2(7)

C13

2408(2)

5571(3)

5091(4)

28.8(7)

C14

1717(2)

3119(3)

5255(4)

29.1(7)

C15

2032(2)

1775(3)

4414(4)

26.8(7)

Table 3 Anisotropic Displacement Parameters (Å²×10³) for exp_7208_auto. The Anisotropic displacement factor exponent takes the form: -2π²[h²a*²U₁₁+2hka*b*U₁₂+…].
Atom	U₁₁	U₂₂	U₃₃	U₂₃	U₁₃	U₁₂
O1	43.6(13)	24.9(11)	27.0(11)	-0.6(10)	-0.7(9)	4.7(10)
O2	30.1(10)	21.9(10)	40.8(12)	3.5(10)	8.9(10)	0.7(9)
N1	30.5(12)	20.0(12)	28.3(13)	-3.2(10)	2.5(10)	2.7(10)
N2	25.4(12)	19.6(12)	30.1(12)	-2.5(10)	-0.4(10)	1.6(10)
C1	21.9(13)	17.5(13)	31.2(16)	1.2(12)	1.3(11)	-3.2(11)
C2	25.7(14)	20.0(13)	35.8(16)	0.4(12)	1.1(12)	0.1(12)
C3	28.8(15)	26.6(15)	35.6(17)	5.0(13)	-4.1(13)	-1.8(12)
C4	30.7(15)	28.6(15)	28.8(16)	0.9(13)	-1.1(12)	-6.7(13)
C5	25.3(14)	19.7(14)	30.2(15)	-0.6(12)	2.1(11)	-2.2(12)
C6	24.7(14)	18.0(13)	30.1(15)	0.4(12)	2.9(11)	-4.1(11)
C7	25.3(14)	18.3(13)	27.4(14)	0.5(11)	2.3(12)	0.4(11)
C8	28.1(14)	17.5(13)	27.7(14)	0.3(11)	1.4(11)	-1.8(11)
C9	25.8(14)	19.5(13)	24.5(13)	-1.0(11)	-1.0(11)	3.1(12)
C10	27.3(14)	19.6(14)	25.8(14)	1.8(11)	-1.7(11)	0.3(12)
C11	31.6(16)	21.4(14)	30.6(15)	2.0(12)	-4.7(13)	-3.7(12)
C12	36.7(16)	16.5(13)	37.5(16)	-2.5(13)	-6.5(13)	3.1(13)
C13	29.8(15)	20.8(14)	35.7(16)	-5.2(13)	-2.1(13)	7.4(12)
C14	22.3(14)	24.1(14)	41.0(17)	-2.1(13)	4.2(13)	0.3(12)
C15	26.6(15)	22.0(14)	31.8(16)	0.3(13)	-0.8(12)	-1.2(12)

Table 3 Anisotropic Displacement Parameters (Å²×10³) for exp_7208_auto. The Anisotropic displacement factor exponent takes the form: -2π²[h²a*²U₁₁+2hka*b*U₁₂+…].

Atom

U₁₁

U₂₂

U₃₃

U₂₃

U₁₃

U₁₂

43.6(13)

24.9(11)

27.0(11)

-0.6(10)

-0.7(9)

4.7(10)

30.1(10)

21.9(10)

40.8(12)

3.5(10)

8.9(10)

0.7(9)

30.5(12)

20.0(12)

28.3(13)

-3.2(10)

2.5(10)

2.7(10)

25.4(12)

19.6(12)

30.1(12)

-2.5(10)

-0.4(10)

1.6(10)

21.9(13)

17.5(13)

31.2(16)

1.2(12)

1.3(11)

-3.2(11)

25.7(14)

20.0(13)

35.8(16)

0.4(12)

1.1(12)

0.1(12)

28.8(15)

26.6(15)

35.6(17)

5.0(13)

-4.1(13)

-1.8(12)

30.7(15)

28.6(15)

28.8(16)

0.9(13)

-1.1(12)

-6.7(13)

25.3(14)

19.7(14)

30.2(15)

-0.6(12)

2.1(11)

-2.2(12)

24.7(14)

18.0(13)

30.1(15)

0.4(12)

2.9(11)

-4.1(11)

25.3(14)

18.3(13)

27.4(14)

0.5(11)

2.3(12)

0.4(11)

28.1(14)

17.5(13)

27.7(14)

0.3(11)

1.4(11)

-1.8(11)

25.8(14)

19.5(13)

24.5(13)

-1.0(11)

3.1(12)

C10

27.3(14)

19.6(14)

25.8(14)

1.8(11)

-1.7(11)

0.3(12)

C11

31.6(16)

21.4(14)

30.6(15)

2.0(12)

-4.7(13)

-3.7(12)

C12

36.7(16)

16.5(13)

37.5(16)

-2.5(13)

-6.5(13)

3.1(13)

C13

29.8(15)

20.8(14)

35.7(16)

-5.2(13)

-2.1(13)

7.4(12)

C14

22.3(14)

24.1(14)

41.0(17)

-2.1(13)

4.2(13)

0.3(12)

C15

26.6(15)

22.0(14)

31.8(16)

0.3(13)

-0.8(12)

-1.2(12)

Table 4 Bond Lengths for exp_7208_auto.
Atom	Atom	Length/Å	Atom	Atom	Length/Å
O1	C8	1.221(4)	C4	C5	1.389(4)
O2	C10	1.283(4)	C5	C6	1.382(4)
N1	C1	1.397(4)	C6	C7	1.518(4)
N1	C8	1.354(4)	C7	C8	1.543(4)
N2	C9	1.345(4)	C7	C9	1.498(4)
N2	C13	1.348(4)	C7	C15	1.554(4)
N2	C14	1.486(4)	C9	C10	1.415(4)
C1	C2	1.385(4)	C10	C11	1.428(4)
C1	C6	1.396(4)	C11	C12	1.386(5)
C2	C3	1.398(5)	C12	C13	1.375(5)
C3	C4	1.382(5)	C14	C15	1.527(4)

Table 4 Bond Lengths for exp_7208_auto.

Atom

Length/Å

Atom

Length/Å

1.221(4)

1.389(4)

C10

1.283(4)

1.382(4)

1.397(4)

1.518(4)

1.354(4)

1.543(4)

1.345(4)

1.498(4)

C13

1.348(4)

C15

1.554(4)

C14

1.486(4)

C10

1.415(4)

1.385(4)

C10

C11

1.428(4)

1.396(4)

C11

C12

1.386(5)

1.398(5)

C12

C13

1.375(5)

1.382(5)

C14

C15

1.527(4)

Table 5 Bond Angles for exp_7208_auto.
Atom	Atom	Atom	Angle/˚	Atom	Atom	Atom	Angle/˚
C8	N1	C1	111.4(2)	C9	C7	C6	112.1(2)
C9	N2	C13	122.9(3)	C9	C7	C8	114.3(2)
C9	N2	C14	111.9(2)	C9	C7	C15	102.1(2)
C13	N2	C14	125.2(3)	O1	C8	N1	126.7(3)
C2	C1	N1	128.4(3)	O1	C8	C7	125.1(3)
C2	C1	C6	121.5(3)	N1	C8	C7	108.1(2)
C6	C1	N1	110.1(3)	N2	C9	C7	110.9(3)
C1	C2	C3	117.4(3)	N2	C9	C10	122.6(3)
C4	C3	C2	121.4(3)	C10	C9	C7	126.3(3)
C3	C4	C5	120.6(3)	O2	C10	C9	120.2(3)
C6	C5	C4	118.7(3)	O2	C10	C11	125.8(3)
C1	C6	C7	107.9(3)	C9	C10	C11	114.0(3)
C5	C6	C1	120.3(3)	C12	C11	C10	121.1(3)
C5	C6	C7	131.7(3)	C13	C12	C11	121.4(3)
C6	C7	C8	101.8(2)	N2	C13	C12	117.9(3)
C6	C7	C15	115.6(2)	N2	C14	C15	103.0(2)
C8	C7	C15	111.6(2)	C14	C15	C7	104.4(2)

Table 5 Bond Angles for exp_7208_auto.

Atom

Angle/˚

Atom

Angle/˚

111.4(2)

112.1(2)

C13

122.9(3)

114.3(2)

C14

111.9(2)

C15

102.1(2)

C13

C14

125.2(3)

126.7(3)

128.4(3)

125.1(3)

121.5(3)

108.1(2)

110.1(3)

110.9(3)

117.4(3)

C10

122.6(3)

121.4(3)

C10

126.3(3)

120.6(3)

C10

120.2(3)

118.7(3)

C10

C11

125.8(3)

107.9(3)

C10

C11

114.0(3)

120.3(3)

C12

C11

C10

121.1(3)

131.7(3)

C13

C12

C11

121.4(3)

101.8(2)

C13

C12

117.9(3)

C15

115.6(2)

C14

C15

103.0(2)

C15

111.6(2)

C14

C15

104.4(2)

Table 6 Torsion Angles for exp_7208_auto.
A	B	C	D	Angle/˚	A	B	C	D	Angle/˚
O2	C10	C11	C12	-175.3(3)	C6	C7	C15	C14	95.1(3)
N1	C1	C2	C3	177.1(3)	C7	C9	C10	O2	1.6(5)
N1	C1	C6	C5	-178.1(3)	C7	C9	C10	C11	-178.0(3)
N1	C1	C6	C7	0.1(3)	C8	N1	C1	C2	-173.3(3)
N2	C9	C10	O2	176.3(3)	C8	N1	C1	C6	5.4(3)
N2	C9	C10	C11	-3.3(4)	C8	C7	C9	N2	138.9(3)
N2	C14	C15	C7	25.9(3)	C8	C7	C9	C10	-45.8(4)
C1	N1	C8	O1	174.9(3)	C8	C7	C15	C14	-149.3(3)
C1	N1	C8	C7	-8.3(3)	C9	N2	C13	C12	1.4(5)
C1	C2	C3	C4	0.4(4)	C9	N2	C14	C15	-15.7(3)
C1	C6	C7	C8	-4.6(3)	C9	C7	C8	O1	-54.4(4)
C1	C6	C7	C9	-127.1(3)	C9	C7	C8	N1	128.8(3)
C1	C6	C7	C15	116.5(3)	C9	C7	C15	C14	-26.8(3)
C2	C1	C6	C5	0.6(4)	C9	C10	C11	C12	4.3(4)
C2	C1	C6	C7	178.8(3)	C10	C11	C12	C13	-2.7(5)
C2	C3	C4	C5	1.4(5)	C11	C12	C13	N2	-0.3(5)
C3	C4	C5	C6	-2.2(4)	C13	N2	C9	C7	176.0(3)
C4	C5	C6	C1	1.2(4)	C13	N2	C9	C10	0.5(5)
C4	C5	C6	C7	-176.5(3)	C13	N2	C14	C15	166.4(3)
C5	C6	C7	C8	173.3(3)	C14	N2	C9	C7	-1.9(4)
C5	C6	C7	C9	50.8(4)	C14	N2	C9	C10	-177.4(3)
C5	C6	C7	C15	-65.6(4)	C14	N2	C13	C12	179.1(3)
C6	C1	C2	C3	-1.4(4)	C15	C7	C8	O1	60.8(4)
C6	C7	C8	O1	-175.4(3)	C15	C7	C8	N1	-116.1(3)
C6	C7	C8	N1	7.7(3)	C15	C7	C9	N2	18.3(3)
C6	C7	C9	N2	-106.0(3)	C15	C7	C9	C10	-166.4(3)
C6	C7	C9	C10	69.3(4)

Table 6 Torsion Angles for exp_7208_auto.

Angle/˚

C10

C11

C12

-175.3(3)

C15

C14

95.1(3)

177.1(3)

C10

1.6(5)

-178.1(3)

C10

C11

-178.0(3)

0.1(3)

-173.3(3)

C10

176.3(3)

5.4(3)

C10

C11

-3.3(4)

138.9(3)

C14

C15

25.9(3)

C10

-45.8(4)

174.9(3)

C15

C14

-149.3(3)

-8.3(3)

C13

C12

1.4(5)

0.4(4)

C14

C15

-15.7(3)

-4.6(3)

-54.4(4)

-127.1(3)

128.8(3)

C15

116.5(3)

C15

C14

-26.8(3)

0.6(4)

C10

C11

C12

4.3(4)

178.8(3)

C10

C11

C12

C13

-2.7(5)

1.4(5)

C11

C12

C13

-0.3(5)

-2.2(4)

C13

176.0(3)

1.2(4)

C13

C10

0.5(5)

-176.5(3)

C13

C14

C15

166.4(3)

173.3(3)

C14

-1.9(4)

50.8(4)

C14

C10

-177.4(3)

C15

-65.6(4)

C14

C13

C12

179.1(3)

-1.4(4)

C15

60.8(4)

-175.4(3)

C15

-116.1(3)

7.7(3)

C15

18.3(3)

-106.0(3)

C15

C10

-166.4(3)

C10

69.3(4)

Table 7 Hydrogen Atom Coordinates (Å×10⁴) and Isotropic Displacement Parameters (Å²×10³) for exp_7208_auto.
Atom	x	y	z	U(eq)
H1	4291	-510	2634	32
H2	5171	-1406	5262	33
H3	5285	-939	7937	36
H4	4416	852	9076	35
H5	3352	2172	7603	30
H11	4467	6366	3769	33
H12	3143	7384	4832	36
H13	1864	5994	5514	35
H14A	1104	3445	4871	35
H14B	1679	2961	6387	35
H15A	1743	1712	3374	32
H15B	1865	916	5014	32

Table 7 Hydrogen Atom Coordinates (Å×10⁴) and Isotropic Displacement Parameters (Å²×10³) for exp_7208_auto.

Atom

U(eq)

4291

-510

2634

5171

-1406

5262

5285

-939

7937

4416

852

9076

3352

2172

7603

H11

4467

6366

3769

H12

3143

7384

4832

H13

1864

5994

5514

H14A

1104

3445

4871

H14B

1679

2961

6387

H15A

1743

1712

3374

H15B

1865

916

5014

Experimental

Single crystals of C₁₅H₁₂N₂O₂ [exp_7208_auto] were []. A suitable crystal was selected and [] on a XtaLAB Synergy R, DW system, HyPix diffractometer. The crystal was kept at 99.99(10) K during data collection. Using Olex2 [1], the structure was solved with the ShelXT [2] structure solution program using Intrinsic Phasing and refined with the ShelXL [3] refinement package using Least Squares minimisation.

Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341.
Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.
Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.

Crystal structure determination of [exp_7208_auto]

Crystal Data for C₁₅H₁₂N₂O₂ (M =252.27 g/mol): orthorhombic, space group P2₁2₁2₁ (no. 19), a = 14.3604(3) Å, b = 9.4124(2) Å, c = 8.6308(2) Å, V = 1166.59(4) Å³, Z = 4, T = 99.99(10) K, μ(CuKα) = 0.792 mm^-1, Dcalc = 1.436 g/cm³, 7195 reflections measured (11.24° ≤ 2Θ ≤ 152.214°), 2302 unique (R_int = 0.0452, R_sigma = 0.0356) which were used in all calculations. The final R₁ was 0.0466 (I > 2σ(I)) and wR₂ was 0.1228 (all data).

Refinement model description

Number of restraints - 0, number of constraints - unknown.

Details:

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13)

This report has been created with Olex2, compiled on 2018.05.29 svn.r3508 for OlexSys. Please let us know if there are any errors or if you would like to have additional features.