lobo002

Crystal Structure Report for lobo002

A specimen of C₁₀H₁₀O₂, approximate dimensions 0.074 mm x 0.087 mm x 0.144 mm, was used for the X-ray crystallographic analysis. The X-ray intensity data were measured.

The total exposure time was 19.82 hours. The frames were integrated with the Bruker SAINT software package using a wide-frame algorithm. The integration of the data using a monoclinic unit cell yielded a total of 10635 reflections to a maximum θ angle of 75.27° (0.80 Å resolution), of which 1759 were independent (average redundancy 6.046, completeness = 98.9%, R_int = 5.14%, R_sig = 4.16%) and 1537 (87.38%) were greater than 2σ(F²). The final cell constants of a = 7.0807(2) Å, b = 12.7320(4) Å, c = 9.8149(3) Å, β = 102.330(2)°, volume = 864.42(5) Å³, are based upon the refinement of the XYZ-centroids of 7672 reflections above 20 σ(I) with 6.942° < 2θ < 149.7°. Data were corrected for absorption effects using the Multi-Scan method (SADABS). The ratio of minimum to maximum apparent transmission was 0.681. The calculated minimum and maximum transmission coefficients (based on crystal size) are 0.9060 and 0.9500.

The structure was solved and refined using the Bruker SHELXTL Software Package, using the space group P 1 21/c 1, with Z = 4 for the formula unit, C₁₀H₁₀O₂. The final anisotropic full-matrix least-squares refinement on F² with 149 variables converged at R1 = 5.56%, for the observed data and wR2 = 15.94% for all data. The goodness-of-fit was 1.096. The largest peak in the final difference electron density synthesis was 0.317 e^-/Å³ and the largest hole was -0.434 e^-/Å³ with an RMS deviation of 0.102 e^-/Å³. On the basis of the final model, the calculated density was 1.246 g/cm³ and F(000), 344 e^-.

Table 1. Sample and crystal data for lobo002.

Identification code	lobo002
Chemical formula	C₁₀H₁₀O₂
Formula weight	162.18 g/mol
Temperature	110(2) K
Wavelength	1.54178 Å
Crystal size	0.074 x 0.087 x 0.144 mm
Crystal system	monoclinic
Space group	P 1 21/c 1
Unit cell dimensions	a = 7.0807(2) Å	α = 90°
	b = 12.7320(4) Å	β = 102.330(2)°
	c = 9.8149(3) Å	γ = 90°
Volume	864.42(5) Å³
Z	4
Density (calculated)	1.246 g/cm³
Absorption coefficient	0.700 mm^-1
F(000)	344

Table 2. Data collection and structure refinement for lobo002.

Theta range for data collection	5.78 to 75.27°
Index ranges	-8<=h<=8, -15<=k<=15, -12<=l<=12
Reflections collected	10635
Independent reflections	1759 [R(int) = 0.0514]
Coverage of independent reflections	98.9%
Absorption correction	Multi-Scan
Max. and min. transmission	0.9500 and 0.9060
Structure solution technique	direct methods
Structure solution program	XT, VERSION 2014/5
Refinement method	Full-matrix least-squares on F²
Refinement program	SHELXL-2017/1 (Sheldrick, 2017)
Function minimized	Σ w(F_o² - F_c²)²
Data / restraints / parameters	1759 / 0 / 149
Goodness-of-fit on F²	1.096
Final R indices	1537 data; I>2σ(I)	R1 = 0.0556, wR2 = 0.1529
	all data	R1 = 0.0597, wR2 = 0.1594
Weighting scheme	w=1/[σ²(F_o²)+(0.1161P)²+0.0715P] where P=(F_o²+2F_c²)/3
Largest diff. peak and hole	0.317 and -0.434 eÅ^-3
R.M.S. deviation from mean	0.102 eÅ^-3

Table 3. Atomic coordinates and equivalent isotropic atomic displacement parameters (Å²) for lobo002.

U(eq) is defined as one third of the trace of the orthogonalized U_ij tensor.

	x/a	y/b	z/c	U(eq)
O1	0.03427(12)	0.58693(7)	0.16863(9)	0.0249(3)
O2	0.51529(12)	0.66128(7)	0.34864(8)	0.0244(3)
C1	0.20045(17)	0.58779(9)	0.27064(12)	0.0227(3)
C2	0.18816(19)	0.51598(10)	0.37047(13)	0.0272(4)
C3	0.00291(19)	0.46700(10)	0.32781(13)	0.0293(4)
C4	0.91477(19)	0.51206(10)	0.20615(13)	0.0256(3)
C5	0.7232(2)	0.49849(12)	0.11097(15)	0.0327(4)
C6	0.34538(17)	0.66157(9)	0.25006(12)	0.0231(3)
C7	0.35313(19)	0.73475(10)	0.15080(13)	0.0279(4)
C8	0.53757(19)	0.78380(10)	0.19028(13)	0.0284(4)
C9	0.63182(18)	0.73734(10)	0.30938(13)	0.0252(3)
C10	0.8264(2)	0.75018(12)	0.39992(15)	0.0318(4)

Table 4. Bond lengths (Å) for lobo002.

O1-C1	1.3726(14)	O1-C4	1.3760(15)
O2-C6	1.3735(14)	O2-C9	1.3794(15)
C1-C2	1.3564(17)	C1-C6	1.4370(18)
C2-C3	1.4318(18)	C2-H1	1.014(17)
C3-C4	1.3514(18)	C3-H2	1.012(17)
C4-C5	1.4836(18)	C5-H3	0.980(19)
C5-H4	0.943(19)	C5-H5	1.03(2)
C6-C7	1.3576(17)	C7-C8	1.4246(19)
C7-H6	1.010(19)	C8-C9	1.3523(17)
C8-H7	0.994(19)	C9-C10	1.4805(18)
C10-H8	0.97(2)	C10-H9	0.99(2)
C10-H10	1.00(2)

Table 5. Bond angles (°) for lobo002.

C1-O1-C4	106.90(9)	C6-O2-C9	106.71(9)
C2-C1-O1	110.14(10)	C2-C1-C6	134.43(12)
O1-C1-C6	115.43(10)	C1-C2-C3	106.17(11)
C1-C2-H1	125.0(10)	C3-C2-H1	128.8(10)
C4-C3-C2	107.15(12)	C4-C3-H2	125.3(10)
C2-C3-H2	127.5(10)	C3-C4-O1	109.65(11)
C3-C4-C5	133.99(13)	O1-C4-C5	116.36(11)
C4-C5-H3	112.3(11)	C4-C5-H4	111.5(12)
H3-C5-H4	105.5(16)	C4-C5-H5	109.4(11)
H3-C5-H5	105.7(15)	H4-C5-H5	112.3(16)
C7-C6-O2	110.11(11)	C7-C6-C1	133.56(12)
O2-C6-C1	116.34(10)	C6-C7-C8	106.31(12)
C6-C7-H6	124.4(11)	C8-C7-H6	129.3(11)
C9-C8-C7	107.33(11)	C9-C8-H7	122.8(11)
C7-C8-H7	129.7(11)	C8-C9-O2	109.53(11)
C8-C9-C10	134.01(12)	O2-C9-C10	116.45(11)
C9-C10-H8	108.8(12)	C9-C10-H9	111.1(12)
H8-C10-H9	108.9(16)	C9-C10-H10	107.9(11)
H8-C10-H10	108.9(16)	H9-C10-H10	111.1(16)

Table 6. Torsion angles (°) for lobo002.

C4-O1-C1-C2	-0.07(13)	C4-O1-C1-C6	179.87(9)
O1-C1-C2-C3	0.20(14)	C6-C1-C2-C3	-179.72(13)
C1-C2-C3-C4	-0.26(15)	C2-C3-C4-O1	0.23(14)
C2-C3-C4-C5	-178.76(14)	C1-O1-C4-C3	-0.10(13)
C1-O1-C4-C5	179.08(10)	C9-O2-C6-C7	0.33(13)
C9-O2-C6-C1	-179.75(9)	C2-C1-C6-C7	-178.13(13)
O1-C1-C6-C7	1.9(2)	C2-C1-C6-O2	2.0(2)
O1-C1-C6-O2	-177.96(8)	O2-C6-C7-C8	-0.63(14)
C1-C6-C7-C8	179.46(13)	C6-C7-C8-C9	0.70(14)
C7-C8-C9-O2	-0.51(14)	C7-C8-C9-C10	178.36(13)
C6-O2-C9-C8	0.13(13)	C6-O2-C9-C10	-178.96(10)

Table 7. Anisotropic atomic displacement parameters (Å²) for lobo002.

The anisotropic atomic displacement factor exponent takes the form: -2π²[ h² a^*2 U₁₁ + ... + 2 h k a^* b^* U₁₂ ]

	U₁₁	U₂₂	U₃₃	U₂₃	U₁₃	U₁₂
O1	0.0188(5)	0.0276(5)	0.0266(5)	-0.0007(3)	0.0012(4)	-0.0007(3)
O2	0.0197(5)	0.0268(5)	0.0251(5)	-0.0009(3)	0.0012(4)	-0.0018(3)
C1	0.0175(6)	0.0236(6)	0.0259(6)	-0.0032(4)	0.0021(5)	0.0024(5)
C2	0.0234(7)	0.0273(7)	0.0296(6)	0.0011(5)	0.0031(5)	0.0029(5)
C3	0.0276(7)	0.0261(7)	0.0341(6)	0.0010(5)	0.0065(5)	-0.0011(5)
C4	0.0214(7)	0.0246(6)	0.0312(6)	-0.0054(4)	0.0065(5)	-0.0023(5)
C5	0.0235(7)	0.0375(8)	0.0357(7)	-0.0077(5)	0.0032(6)	-0.0047(6)
C6	0.0186(7)	0.0239(6)	0.0258(6)	-0.0030(4)	0.0023(5)	0.0022(4)
C7	0.0247(7)	0.0270(6)	0.0302(6)	0.0021(5)	0.0022(5)	0.0023(5)
C8	0.0268(7)	0.0251(7)	0.0330(6)	0.0009(5)	0.0054(5)	-0.0019(5)
C9	0.0216(7)	0.0251(6)	0.0292(6)	-0.0043(4)	0.0061(5)	-0.0020(5)
C10	0.0233(7)	0.0359(8)	0.0344(7)	-0.0041(5)	0.0019(6)	-0.0059(5)

Table 8. Hydrogen atomic coordinates and isotropic atomic displacement parameters (Å²) for lobo002.

	x/a	y/b	z/c	U(eq)
H1	0.294(3)	0.5005(14)	0.4552(17)	0.037(4)
H2	-0.055(2)	0.4104(14)	0.3786(17)	0.034(4)
H3	-0.353(3)	0.4428(16)	0.1421(18)	0.045(5)
H4	-0.264(3)	0.4786(16)	0.021(2)	0.055(6)
H5	-0.356(3)	0.5661(16)	0.1103(19)	0.049(5)
H6	0.244(3)	0.7499(16)	0.0685(19)	0.046(5)
H7	0.598(3)	0.8384(15)	0.1411(19)	0.044(5)
H8	0.893(3)	0.8065(17)	0.363(2)	0.057(6)
H9	0.818(3)	0.7677(16)	0.497(2)	0.052(5)
H10	0.900(3)	0.6831(16)	0.3967(19)	0.049(5)