High-pressure structural properties of naphthalene up to 6 GPa

The elastic and structure behavior of solid naphthalene (C₁₀H₈) was studied by in situ synchrotron powder X-ray diffraction up to 5.6 GPa in a diamond anvil cell. Rietveld refinements were applied to obtain atomic coordinates and lattice parameters as a function of pressure. Within the studied pressure range, the intramolecular C—C and C—H distances decrease by 3.5%, whereas intermolecular distances within and between the herringbone layers decrease by 18 and 10%, respectively. Noindication of a symmetry change (space group P2₁/a) was observed. A markedly anisotropic compression is preserved up to 5.6 GPa, with linear compressibilities β_a:β_b:β_c:β_[200] ≃ 7:5:3:10. Fitting of the P–V experimental data to the Vinet equation of state yields K₀ = 7.9 (3) GPa and K′ = 7.5 (3) at V₀ = 361 ų. At the highest pressure of 5.6 GPa, the unit-cell volume is decreased by 23%. The overall regularity of compression confirms the absence of major structural transformations in naphthalene up to 5.6 GPa. However, a distinct bend of the pressure dependence of the interlayer C...C distances observed at 2 GPa suggests a minor structural irregularity, which is apparently associated with spectroscopic anomalies observed previously.

Computing details

Program(s) used to refine structure: GSAS.

(REF1_publ_000)

Crystal data

C5H4	c = 8.6755 (11) Å
Mr = 64.09	β = 122.651 (4)°
Monoclinic, P21/a	V = 360.98 (5) Å^3
a = 8.2592 (5) Å	Z = 4
b = 5.9835 (3) Å	Specimen preparation: Prepared at 0 kPa

Data collection

2θmin = 0.021°, 2θmax = 32.225°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.004	10 restraints
Rwp = 0.006	H-atom parameters not defined?
Rexp = 0.015	(Δ/σ)max = 2.59
R(F^2) = 0.18978	Background function: GSAS Background function number 1 with 35 terms. Shifted Chebyshev function of 1st kind 1: 4758.40 2: -879.988 3: 106.477 4: -429.531 5: 321.207 6: -87.5981 7: -25.5122 8: 39.4732 9: -47.7320 10: 15.0541 11: -32.8967 12: 23.0655 13: -16.3498 14: 9.68701 15: -12.8121 16: 12.9921 17: -4.02075 18: 4.58237 19: -5.01527 20: 3.62609 21: -5.76574 22: -0.247148 23: 2.35465 24: -0.727316 25: 7.21764 26: -3.30575 27: 0.836256 28: -7.30925 29: 9.99689 30: -4.16181 31: 6.08843 32: 1.56549 33: -0.417501 34: -4.74744 35: -2.72955
2285 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.450 Frac 0.537 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.515 Frac 0.463 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.40129, Max= 1.80153
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 786.433 #2(GV) = -50.364 #3(GW) = 5.666 #4(LX) = 0.000 #5(LY) = 31.520 #6(trns) = 0.000 #7(asym) = 0.1022 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0878 (5)	0.0182 (5)	0.3314 (3)	0.06*
C2	0.1139 (5)	0.1653 (5)	0.2226 (3)	0.05*
C3	0.0462 (4)	0.1051 (3)	0.0356 (3)	0.04*
C4	0.0726 (5)	0.2520 (4)	−0.0805 (3)	0.04*
C5	−0.0088 (5)	−0.1923 (4)	0.2587 (3)	0.05*
H1	0.138 (2)	0.0659 (19)	0.4535 (5)	0.075*
H2	0.1754 (15)	0.3024 (7)	0.2789 (17)	0.06*
H4	0.1367 (11)	0.3915 (7)	−0.039 (4)	0.05*
H5	−0.0297 (8)	−0.2898 (10)	0.3326 (5)	0.06*

Geometric parameters (Å, º)

C1—C2	1.390 (3)	C4—H5^i	2.031 (5)
C1—C5	1.442 (3)	C5—C1	1.442 (3)
C1—H1	0.949 (4)	C5—C4^i	1.384 (3)
C1—H2	1.994 (11)	C5—H4^i	2.00 (2)
C1—H5	2.085 (5)	C5—H5	0.949 (4)
C2—C1	1.390 (3)	H1—C1	0.949 (4)
C2—C3	1.448 (3)	H1—C2	1.993 (10)
C2—H1	1.993 (10)	H2—C1	1.994 (11)
C2—H2	0.949 (4)	H2—C2	0.949 (4)
C3—C2	1.448 (3)	H4—C4	0.950 (4)
C3—C3^i	1.427 (3)	H4—C5^i	2.00 (2)
C3—C4	1.439 (3)	H5—C1	2.085 (5)
C4—C3	1.439 (3)	H5—C4^i	2.031 (5)
C4—C5^i	1.384 (3)	H5—C5	0.949 (4)
C4—H4	0.950 (4)
C2—C1—C5	120.6 (2)	C3^i—C3—C4	118.8 (3)
C2—C1—H1	115.6 (9)	C3—C4—C5^i	120.9 (2)
C5—C1—H1	123.9 (9)	C3—C4—H4	122.3 (18)
C1—C2—C3	119.7 (2)	C5^i—C4—H4	116.8 (19)
C1—C2—H2	115.7 (10)	C1—C5—C4^i	120.1 (3)
C3—C2—H2	124.6 (11)	C1—C5—H5	120.1 (4)
C2—C3—C3^i	119.9 (3)	C4^i—C5—H5	119.8 (4)
C2—C3—C4	121.29 (17)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_041)

Crystal data

C5H4	c = 8.5731 (13) Å
Mr = 64.09	β = 123.484 (5)°
Monoclinic, P21/a	V = 341.34 (5) Å^3
a = 8.0840 (6) Å	Z = 4
b = 5.9051 (4) Å	Specimen preparation: Prepared at 0.41 kPa

Data collection

2θmin = 0.021°, 2θmax = 31.013°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.008	H-atom parameters not defined?
Rexp = 0.014	(Δ/σ)max = 4.45
R(F^2) = 0.17799	Background function: GSAS Background function number 1 with 35 terms. Shifted Chebyshev function of 1st kind 1: 5003.80 2: -803.927 3: 182.123 4: -489.149 5: 289.960 6: -69.0022 7: -29.9783 8: 54.3881 9: -26.5437 10: 13.0080 11: -44.1707 12: 15.6436 13: 3.13327 14: 0.773181 15: 0.502545 16: 7.25797 17: 9.92558 18: -1.31081 19: -7.50858 20: -4.39242 21: -1.93618 22: -7.85204 23: 4.72621 24: 0.304959 25: 5.57488 26: -1.16356 27: -0.744112 28: 6.98011 29: -3.29055 30: -6.77622 31: 3.37967 32: -5.61653 33: -3.52521 34: -18.1967 35: -0.174369
2199 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.330 Frac 0.622 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.637 Frac 0.378 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.43237, Max= 1.74548
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 630.397 #2(GV) = -35.436 #3(GW) = 4.846 #4(LX) = 0.213 #5(LY) = 21.295 #6(trns) = 0.000 #7(asym) = 0.2879 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0877 (7)	0.0189 (7)	0.3318 (5)	0.056*
C2	0.1154 (7)	0.1652 (7)	0.2226 (5)	0.045*
C3	0.0479 (7)	0.1045 (4)	0.0355 (4)	0.033*
C4	0.0749 (7)	0.2523 (7)	−0.0802 (5)	0.033*
C5	−0.0100 (8)	−0.1919 (7)	0.2587 (5)	0.045*
H1	0.135 (3)	0.064 (3)	0.4537 (8)	0.067*
H2	0.178 (2)	0.3027 (11)	0.277 (3)	0.05*
H4	0.136 (2)	0.3915 (11)	−0.031 (3)	0.04*
H5	−0.0297 (13)	−0.2899 (16)	0.3324 (9)	0.05*

Geometric parameters (Å, º)

C1—C2	1.379 (4)	C5—C1	1.421 (4)
C1—C5	1.421 (4)	C5—C4^i	1.363 (4)
C1—H1	0.932 (6)	C5—H1	2.070 (15)
C1—H2	1.986 (18)	C5—H4^i	2.01 (2)
C1—H5	2.057 (8)	C5—H5	0.933 (6)
C2—C1	1.379 (4)	H1—C1	0.932 (6)
C2—C3	1.426 (4)	H1—C2	1.992 (15)
C2—H1	1.992 (15)	H1—C5	2.070 (15)
C2—H2	0.933 (6)	H2—C1	1.986 (18)
C3—C2	1.426 (4)	H2—C2	0.933 (6)
C3—C3^i	1.405 (4)	H2—C3	2.086 (18)
C3—C4	1.426 (4)	H4—C3	2.038 (19)
C3—H2	2.086 (18)	H4—C4	0.933 (5)
C3—H4	2.038 (19)	H4—C5^i	2.01 (2)
C4—C3	1.426 (4)	H5—C1	2.057 (8)
C4—C5^i	1.363 (4)	H5—C4^i	1.996 (8)
C4—H4	0.933 (5)	H5—C5	0.933 (6)
C4—H5^i	1.996 (8)
C2—C1—C5	120.6 (4)	C3^i—C3—C4	119.7 (4)
C2—C1—H1	117.7 (14)	C3—C4—C5^i	120.6 (4)
C5—C1—H1	121.8 (15)	C3—C4—H4	118 (2)
C1—C2—C3	120.0 (4)	C5^i—C4—H4	121 (2)
C1—C2—H2	117.0 (18)	C1—C5—C4^i	120.0 (4)
C3—C2—H2	122.9 (18)	C1—C5—H5	120.4 (7)
C2—C3—C3^i	119.1 (4)	C4^i—C5—H5	119.6 (7)
C2—C3—C4	121.2 (3)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_078)

Crystal data

C5H4	c = 8.5502 (19) Å
Mr = 64.09	β = 123.777 (7)°
Monoclinic, P21/a	V = 332.62 (7) Å^3
a = 7.9917 (8) Å	Z = 4
b = 5.8564 (5) Å	Specimen preparation: Prepared at 0.78 kPa

Data collection

2θmin = 0.021°, 2θmax = 34.355°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.006	10 restraints
Rwp = 0.009	H-atom parameters not defined?
Rexp = 0.018	(Δ/σ)max = 3.14
R(F^2) = 0.17068	Background function: GSAS Background function number 1 with 36 terms. Shifted Chebyshev function of 1st kind 1: 3047.45 2: -401.566 3: 80.2392 4: -277.165 5: 160.984 6: -39.1566 7: -13.8834 8: 18.2653 9: -19.9259 10: 11.0505 11: -25.3066 12: 11.4536 13: 0.333504 14: -3.23489 15: -3.31585 16: 1.03894 17: 2.432060E-0218: 10.0706 19: -8.57219 20: 1.18380 21: -1.99669 22: -2.97458 23: 4.93493 24: -0.489240 25: -2.95256 26: 3.55344 27: -5.45556 28: 2.72293 29: -4.25447 30: -0.136325 31: 7.52225 32: -3.62390 33: -1.02076 34: -4.08472 35: 0.486988 36: -0.245009
2436 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.501 Frac 0.651 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.461 Frac 0.349 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.38583, Max= 1.81357
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 1813.920 #2(GV) = -155.216 #3(GW) = 6.882 #4(LX) = 1.697 #5(LY) = 30.086 #6(trns) = 0.000 #7(asym) = 0.0217 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0872 (7)	0.0194 (7)	0.3318 (5)	0.05*
C2	0.1147 (8)	0.1652 (7)	0.2227 (4)	0.04*
C3	0.0476 (6)	0.1048 (4)	0.0355 (4)	0.03*
C4	0.0758 (7)	0.2527 (7)	−0.0798 (4)	0.03*
C5	−0.0111 (8)	−0.1909 (7)	0.2590 (4)	0.04*
H1	0.135 (3)	0.064 (3)	0.4539 (7)	0.06*
H2	0.177 (2)	0.3029 (10)	0.277 (3)	0.042*
H4	0.138 (2)	0.3918 (10)	−0.030 (3)	0.035*
H5	−0.0299 (12)	−0.2899 (15)	0.3325 (8)	0.042*

Geometric parameters (Å, º)

C1—C2	1.370 (4)	C5—C1	1.407 (4)
C1—C5	1.407 (4)	C5—C4^i	1.366 (4)
C1—H1	0.926 (5)	C5—H1	2.050 (14)
C1—H2	1.964 (17)	C5—H4^i	2.01 (2)
C1—H5	2.040 (8)	C5—H5	0.927 (6)
C2—C1	1.370 (4)	H1—C1	0.926 (5)
C2—C3	1.422 (4)	H1—C2	1.981 (14)
C2—H1	1.981 (14)	H1—C5	2.050 (14)
C2—H2	0.925 (5)	H2—C1	1.964 (17)
C3—C2	1.422 (4)	H2—C2	0.925 (5)
C3—C3^i	1.393 (4)	H2—C3	2.076 (17)
C3—C4	1.421 (4)	H4—C3	2.027 (19)
C3—H2	2.076 (17)	H4—C4	0.925 (5)
C3—H4	2.027 (19)	H4—C5^i	2.01 (2)
C4—C3	1.421 (4)	H5—C1	2.040 (8)
C4—C5^i	1.366 (4)	H5—C4^i	1.992 (7)
C4—H4	0.925 (5)	H5—C5	0.927 (6)
C4—H5^i	1.992 (7)
C2—C1—C5	120.4 (4)	C3^i—C3—C4	119.6 (4)
C2—C1—H1	118.0 (14)	C3—C4—C5^i	120.6 (4)
C5—C1—H1	121.6 (14)	C3—C4—H4	118 (2)
C1—C2—C3	120.6 (4)	C5^i—C4—H4	121 (2)
C1—C2—H2	116.4 (17)	C1—C5—C4^i	119.9 (4)
C3—C2—H2	123.0 (18)	C1—C5—H5	120.6 (6)
C2—C3—C3^i	118.8 (4)	C4^i—C5—H5	119.5 (6)
C2—C3—C4	121.5 (3)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_131)

Crystal data

C5H4	c = 8.4908 (15) Å
Mr = 64.09	β = 124.076 (6)°
Monoclinic, P21/a	V = 320.42 (6) Å^3
a = 7.8713 (7) Å	Z = 4
b = 5.7880 (4) Å	Specimen preparation: Prepared at 1.31 kPa

Data collection

2θmin = 0.021°, 2θmax = 32.056°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.008	H-atom parameters not defined?
Rexp = 0.014	(Δ/σ)max = 3.75
R(F^2) = 0.16297	Background function: GSAS Background function number 1 with 35 terms. Shifted Chebyshev function of 1st kind 1: 4861.13 2: -956.316 3: 130.255 4: -468.002 5: 340.074 6: -84.2817 7: -24.8272 8: 27.3708 9: -26.4061 10: 32.0456 11: -32.7029 12: 22.9616 13: -7.74345 14: 14.3799 15: 3.69083 16: -1.45665 17: -9.59381 18: 1.13848 19: -3.20752 20: -0.346694 21: 0.748276 22: 0.806196 23: 10.3709 24: -11.7678 25: 3.11716 26: -6.03821 27: 0.756866 28: 0.674693 29: 2.04528 30: 1.55141 31: 6.57656 32: -4.13358 33: 0.222988 34: -0.545508 35: 6.97294
2273 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.372 Frac 0.617 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.217 Frac 0.383 h= 1.000 k= 0.000 l= 1.000 Prefered orientation correction range: Min= 0.47688, Max= 1.50536
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 1554.690 #2(GV) = -0.748 #3(GW) = 3.023 #4(LX) = 0.836 #5(LY) = 16.670 #6(trns) = 0.000 #7(asym) = 0.0739 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0903 (7)	0.0225 (7)	0.3359 (5)	0.04*
C2	0.1215 (8)	0.1690 (7)	0.2262 (5)	0.03*
C3	0.0503 (7)	0.1060 (4)	0.0363 (4)	0.026*
C4	0.0800 (8)	0.2573 (7)	−0.0789 (5)	0.026*
C5	−0.0119 (8)	−0.1900 (7)	0.2600 (5)	0.03*
H1	0.140 (3)	0.070 (3)	0.4591 (8)	0.05*
H2	0.186 (2)	0.3097 (11)	0.278 (4)	0.037*
H4	0.140 (3)	0.3976 (11)	−0.020 (3)	0.03*
H5	−0.0317 (13)	−0.2905 (16)	0.3339 (9)	0.037*

Geometric parameters (Å, º)

C1—C2	1.379 (4)	C5—C1	1.412 (4)
C1—C5	1.412 (4)	C5—C4^i	1.371 (4)
C1—H1	0.929 (6)	C5—H1	2.069 (14)
C1—H2	1.999 (19)	C5—H4^i	2.074 (15)
C1—H5	2.046 (8)	C5—H5	0.930 (6)
C2—C1	1.379 (4)	H1—C1	0.929 (6)
C2—C3	1.426 (4)	H1—C2	1.985 (15)
C2—H1	1.985 (15)	H1—C5	2.069 (14)
C2—H2	0.930 (6)	H2—C1	1.999 (19)
C3—C2	1.426 (4)	H2—C2	0.930 (6)
C3—C3^i	1.403 (4)	H2—C3	2.07 (2)
C3—C4	1.426 (4)	H4—C3	1.989 (17)
C3—H2	2.07 (2)	H4—C4	0.931 (5)
C3—H4	1.989 (17)	H4—C5^i	2.074 (15)
C4—C3	1.426 (4)	H5—C1	2.046 (8)
C4—C5^i	1.371 (4)	H5—C4^i	1.987 (8)
C4—H4	0.931 (5)	H5—C5	0.930 (6)
C4—H5^i	1.987 (8)
C2—C1—C5	119.9 (4)	C3^i—C3—C4	120.3 (4)
C2—C1—H1	117.2 (14)	C3—C4—C5^i	118.9 (4)
C5—C1—H1	122.8 (15)	C3—C4—H4	113.5 (16)
C1—C2—C3	120.0 (4)	C5^i—C4—H4	127.5 (16)
C1—C2—H2	119 (2)	C1—C5—C4^i	121.6 (4)
C3—C2—H2	121 (2)	C1—C5—H5	120.3 (6)
C2—C3—C3^i	119.2 (4)	C4^i—C5—H5	118.1 (7)
C2—C3—C4	120.5 (3)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_190)

Crystal data

C5H4	c = 8.4596 (15) Å
Mr = 64.09	β = 124.507 (6)°
Monoclinic, P21/a	V = 313.31 (6) Å^3
a = 7.8031 (7) Å	Z = 4
b = 5.7597 (4) Å	Specimen preparation: Prepared at 1.9 kPa

Data collection

2θmin = 0.021°, 2θmax = 31.422°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.007	H-atom parameters not defined?
Rexp = 0.013	(Δ/σ)max = 2.51
R(F^2) = 0.13049	Background function: GSAS Background function number 1 with 35 terms. Shifted Chebyshev function of 1st kind 1: 6386.93 2: -1202.88 3: 134.409 4: -611.201 5: 444.766 6: -146.458 7: -22.5236 8: 34.2963 9: -38.3829 10: 10.7689 11: -26.0202 12: 40.6351 13: -19.2914 14: 1.33878 15: -13.1101 16: 16.2650 17: -19.9229 18: 6.82073 19: -9.97962 20: 21.8401 21: -5.71087 22: 0.821030 23: -6.08204 24: -4.24305 25: 5.23973 26: 3.95090 27: 5.24440 28: -8.06753 29: 11.4822 30: -4.64317 31: 6.67208 32: -9.25287 33: 6.20590 34: -8.44370 35: 11.1526
2228 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.375 Frac 0.660 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.664 Frac 0.340 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.40115, Max= 1.79342
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 2989.260 #2(GV) = -38.837 #3(GW) = 3.963 #4(LX) = 0.000 #5(LY) = 26.844 #6(trns) = 0.000 #7(asym) = 0.1032 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0874 (7)	0.0215 (7)	0.3382 (5)	0.037*
C2	0.1163 (9)	0.1690 (7)	0.2282 (4)	0.03*
C3	0.0492 (6)	0.1091 (4)	0.0375 (4)	0.024*
C4	0.0791 (7)	0.2609 (6)	−0.0787 (5)	0.024*
C5	−0.0147 (7)	−0.1958 (6)	0.2621 (5)	0.03*
H1	0.133 (2)	0.070 (3)	0.4610 (7)	0.044*
H2	0.169 (3)	0.3143 (10)	0.283 (2)	0.037*
H4	0.1420 (18)	0.4060 (9)	−0.037 (4)	0.028*
H5	−0.0326 (12)	−0.2992 (14)	0.3365 (8)	0.037*

Geometric parameters (Å, º)

C1—C2	1.370 (5)	C5—C1	1.426 (4)
C1—C5	1.426 (4)	C5—C4^i	1.385 (5)
C1—H1	0.930 (6)	C5—H1	2.075 (12)
C1—H2	1.951 (16)	C5—H4^i	1.99 (3)
C1—H5	2.067 (8)	C5—H5	0.932 (6)
C2—C1	1.370 (5)	H1—C1	0.930 (6)
C2—C3	1.428 (4)	H1—C2	1.982 (12)
C2—H1	1.982 (12)	H1—C5	2.075 (12)
C2—H2	0.931 (6)	H2—C1	1.951 (16)
C3—C2	1.428 (4)	H2—C2	0.931 (6)
C3—C3^i	1.421 (4)	H2—C3	2.091 (15)
C3—C4	1.430 (4)	H4—C3	2.09 (2)
C3—H2	2.091 (15)	H4—C4	0.932 (5)
C3—H4	2.09 (2)	H4—C5^i	1.99 (3)
C4—C3	1.430 (4)	H5—C1	2.067 (8)
C4—C5^i	1.385 (5)	H5—C4^i	2.010 (8)
C4—H4	0.932 (5)	H5—C5	0.932 (6)
C4—H5^i	2.010 (8)
C2—C1—C5	120.2 (4)	C3^i—C3—C4	119.4 (4)
C2—C1—H1	117.8 (12)	C3—C4—C5^i	120.5 (3)
C5—C1—H1	122.0 (12)	C3—C4—H4	123 (2)
C1—C2—C3	121.4 (3)	C5^i—C4—H4	117 (2)
C1—C2—H2	114.7 (16)	C1—C5—C4^i	119.9 (4)
C3—C2—H2	123.5 (15)	C1—C5—H5	121.0 (6)
C2—C3—C3^i	118.6 (4)	C4^i—C5—H5	119.0 (6)
C2—C3—C4	122.1 (3)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_265)

Crystal data

C5H4	c = 8.4166 (14) Å
Mr = 64.09	β = 124.816 (7)°
Monoclinic, P21/a	V = 304.39 (6) Å^3
a = 7.7152 (8) Å	Z = 4
b = 5.7097 (5) Å	Specimen preparation: Prepared at 2.65 kPa

Data collection

2θmin = 0.021°, 2θmax = 31.196°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.006	H-atom parameters not defined?
Rexp = 0.013	(Δ/σ)max = 1.86
R(F^2) = 0.18667	Background function: GSAS Background function number 1 with 29 terms. Shifted Chebyshev function of 1st kind 1: 5532.90 2: -1086.43 3: 47.1839 4: -501.883 5: 422.189 6: -161.672 7: -12.0804 8: 29.1029 9: -18.9625 10: -0.880264 11: -19.7769 12: 28.5892 13: -17.6641 14: -2.29404 15: -11.9834 16: 7.35248 17: -7.88162 18: -2.56214 19: -4.58462 20: 10.4561 21: -6.73492 22: -3.84855 23: -6.30590 24: 4.57474 25: 4.44932 26: 3.50175 27: -2.98999 28: 7.42340 29: -3.83557
2212 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.345 Frac 0.539 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.371 Frac 0.461 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.49329, Max= 1.58080
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 3091.080 #2(GV) = -24.643 #3(GW) = 3.195 #4(LX) = 0.000 #5(LY) = 30.763 #6(trns) = 0.000 #7(asym) = 0.1531 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0855 (7)	0.0204 (6)	0.3380 (4)	0.035*
C2	0.1155 (8)	0.1708 (7)	0.2281 (4)	0.03*
C3	0.0485 (6)	0.1095 (4)	0.0372 (4)	0.023*
C4	0.0778 (7)	0.2622 (6)	−0.0793 (4)	0.023*
C5	−0.0127 (7)	−0.1984 (6)	0.2623 (4)	0.03*
H1	0.129 (2)	0.065 (3)	0.4617 (7)	0.04*
H2	0.175 (3)	0.3154 (10)	0.283 (3)	0.035*
H4	0.1436 (18)	0.4074 (9)	−0.037 (5)	0.027*
H5	−0.0314 (12)	−0.3012 (14)	0.3372 (8)	0.035*

Geometric parameters (Å, º)

C1—C2	1.375 (4)	C5—C1	1.411 (3)
C1—C5	1.411 (3)	C5—C4^i	1.369 (3)
C1—H1	0.930 (5)	C5—H1	2.045 (13)
C1—H2	1.973 (16)	C5—H4^i	1.96 (3)
C1—H5	2.044 (7)	C5—H5	0.931 (5)
C2—C1	1.375 (4)	H1—C1	0.930 (5)
C2—C3	1.422 (3)	H1—C2	2.003 (12)
C2—H1	2.003 (12)	H1—C5	2.045 (13)
C2—H2	0.930 (5)	H2—C1	1.973 (16)
C3—C2	1.422 (3)	H2—C2	0.930 (5)
C3—C3^i	1.408 (3)	H2—C3	2.077 (15)
C3—C4	1.424 (4)	H4—C3	2.09 (2)
C3—H2	2.077 (15)	H4—C4	0.930 (5)
C3—H4	2.09 (2)	H4—C5^i	1.96 (3)
C4—C3	1.424 (4)	H5—C1	2.044 (7)
C4—C5^i	1.369 (3)	H5—C4^i	2.001 (7)
C4—H4	0.930 (5)	H5—C5	0.931 (5)
C4—H5^i	2.001 (7)
C2—C1—C5	120.2 (3)	C3^i—C3—C4	119.4 (4)
C2—C1—H1	119.4 (12)	C3—C4—C5^i	120.8 (3)
C5—C1—H1	120.4 (13)	C3—C4—H4	123 (3)
C1—C2—C3	120.9 (3)	C5^i—C4—H4	116 (3)
C1—C2—H2	116.4 (16)	C1—C5—C4^i	120.1 (4)
C3—C2—H2	122.6 (15)	C1—C5—H5	120.2 (6)
C2—C3—C3^i	118.7 (4)	C4^i—C5—H5	119.7 (6)
C2—C3—C4	122.0 (2)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_310)

Crystal data

C5H4	c = 8.3890 (17) Å
Mr = 64.09	β = 125.028 (7)°
Monoclinic, P21/a	V = 298.60 (6) Å^3
a = 7.6472 (8) Å	Z = 4
b = 5.6840 (5) Å	Specimen preparation: Prepared at 3.1 kPa

Data collection

2θmin = 0.021°, 2θmax = 31.958°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.007	H-atom parameters not defined?
Rexp = 0.012	(Δ/σ)max = 1.59
R(F^2) = 0.13710	Background function: GSAS Background function number 1 with 29 terms. Shifted Chebyshev function of 1st kind 1: 6759.15 2: -1306.10 3: 20.7629 4: -599.099 5: 490.663 6: -197.189 7: -13.7766 8: 22.2852 9: -29.5809 10: 0.145046 11: -20.7978 12: 37.3171 13: -13.5206 14: -1.19742 15: 2.62905 16: 11.2822 17: 0.681150 18: -1.46947 19: -10.8419 20: 16.0052 21: -10.2862 22: 2.19094 23: -11.2067 24: -1.29137 25: -1.40940 26: 6.55178 27: -9.11712 28: 9.17643 29: -5.86721
2266 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.486 Frac 0.547 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.224 Frac 0.453 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.50073, Max= 1.60398
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 2444.930 #2(GV) = -12.374 #3(GW) = 4.350 #4(LX) = 0.008 #5(LY) = 34.233 #6(trns) = 0.000 #7(asym) = 0.1150 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0890 (10)	0.0204 (11)	0.3385 (7)	0.035*
C2	0.1203 (11)	0.1679 (10)	0.2287 (7)	0.03*
C3	0.0503 (10)	0.1086 (6)	0.0369 (7)	0.023*
C4	0.0803 (10)	0.2631 (9)	−0.0783 (7)	0.023*
C5	−0.0132 (10)	−0.1958 (9)	0.2612 (7)	0.03*
H1	0.132 (3)	0.062 (5)	0.4626 (12)	0.04*
H2	0.177 (5)	0.3148 (17)	0.280 (4)	0.035*
H4	0.148 (3)	0.4068 (17)	−0.030 (6)	0.027*
H5	−0.032 (2)	−0.299 (3)	0.3358 (15)	0.035*

Geometric parameters (Å, º)

C1—C2	1.365 (6)	C5—C1	1.400 (5)
C1—C5	1.400 (5)	C5—C4^i	1.364 (6)
C1—H1	0.923 (9)	C5—H1	2.02 (2)
C1—H2	1.97 (3)	C5—H4^i	1.99 (3)
C1—H5	2.031 (12)	C5—H5	0.927 (9)
C2—C1	1.365 (6)	H1—C1	0.923 (9)
C2—C3	1.415 (6)	H1—C2	2.00 (2)
C2—H1	2.00 (2)	H1—C5	2.02 (2)
C2—H2	0.925 (8)	H2—C1	1.97 (3)
C3—C2	1.415 (6)	H2—C2	0.925 (8)
C3—C3^i	1.398 (6)	H2—C3	2.05 (3)
C3—C4	1.419 (6)	H4—C3	2.06 (3)
C3—H2	2.05 (3)	H4—C4	0.926 (8)
C3—H4	2.06 (3)	H4—C5^i	1.99 (3)
C4—C3	1.419 (6)	H5—C1	2.031 (12)
C4—C5^i	1.364 (6)	H5—C4^i	1.982 (12)
C4—H4	0.926 (8)	H5—C5	0.927 (9)
C4—H5^i	1.982 (12)
C2—C1—C5	119.6 (5)	C3^i—C3—C4	120.6 (6)
C2—C1—H1	121 (2)	C3—C4—C5^i	119.3 (5)
C5—C1—H1	120 (2)	C3—C4—H4	121 (3)
C1—C2—C3	121.5 (5)	C5^i—C4—H4	120 (3)
C1—C2—H2	117 (3)	C1—C5—C4^i	121.1 (6)
C3—C2—H2	121 (3)	C1—C5—H5	120.2 (10)
C2—C3—C3^i	117.8 (7)	C4^i—C5—H5	118.6 (10)
C2—C3—C4	121.6 (4)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_370)

Crystal data

C5H4	c = 8.3443 (19) Å
Mr = 64.09	β = 125.212 (8)°
Monoclinic, P21/a	V = 291.39 (7) Å^3
a = 7.5578 (9) Å	Z = 4
b = 5.6554 (6) Å	Specimen preparation: Prepared at 3.7 kPa

Data collection

2θmin = 0.021°, 2θmax = 32.141°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.008	H-atom parameters not defined?
Rexp = 0.013	(Δ/σ)max = 3.02
R(F^2) = 0.17122	Background function: GSAS Background function number 1 with 36 terms. Shifted Chebyshev function of 1st kind 1: 5452.56 2: -1130.40 3: -34.2045 4: -464.258 5: 400.098 6: -170.817 7: 3.74509 8: 13.8830 9: -23.1097 10: 18.4268 11: 0.188631 12: 20.1357 13: -28.0722 14: 4.76889 15: 8.32629 16: -0.841920 17: -2.52815 18: -2.97918 19: -6.52494 20: 7.71074 21: -14.5499 22: 7.14862 23: 2.12824 24: 3.29541 25: -1.71415 26: 1.04317 27: -9.08575 28: 10.9901 29: -12.9727 30: 9.96327 31: 1.06214 32: -1.79378 33: 2.17768 34: -9.42282 35: 2.20634 36: -2.33128
2279 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.459 Frac 0.678 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.523 Frac 0.322 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.38298, Max= 1.80058
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 2491.640 #2(GV) = -22.826 #3(GW) = 4.574 #4(LX) = 0.000 #5(LY) = 42.687 #6(trns) = 0.000 #7(asym) = 0.0769 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0863 (8)	0.0211 (8)	0.3380 (5)	0.035*
C2	0.1177 (8)	0.1705 (8)	0.2284 (5)	0.03*
C3	0.0508 (7)	0.1092 (4)	0.0375 (5)	0.023*
C4	0.0789 (8)	0.2618 (7)	−0.0798 (5)	0.023*
C5	−0.0139 (8)	−0.1978 (7)	0.2623 (5)	0.03*
H1	0.129 (2)	0.064 (4)	0.4620 (8)	0.04*
H2	0.177 (3)	0.3149 (11)	0.285 (3)	0.035*
H4	0.144 (2)	0.4068 (11)	−0.033 (5)	0.027*
H5	−0.0317 (14)	−0.3002 (16)	0.3377 (9)	0.035*

Geometric parameters (Å, º)

C1—C2	1.363 (5)	C5—C1	1.398 (4)
C1—C5	1.398 (4)	C5—C4^i	1.353 (4)
C1—H1	0.920 (6)	C5—H1	2.014 (15)
C1—H2	1.944 (18)	C5—H4^i	1.97 (3)
C1—H5	2.024 (8)	C5—H5	0.921 (6)
C2—C1	1.363 (5)	H1—C1	0.920 (6)
C2—C3	1.409 (4)	H1—C2	1.993 (14)
C2—H1	1.993 (14)	H1—C5	2.014 (15)
C2—H2	0.920 (6)	H2—C1	1.944 (18)
C3—C2	1.409 (4)	H2—C2	0.920 (6)
C3—C3^i	1.397 (4)	H2—C3	2.063 (17)
C3—C4	1.410 (4)	H4—C3	2.04 (2)
C3—H2	2.063 (17)	H4—C4	0.920 (5)
C3—H4	2.04 (2)	H4—C5^i	1.97 (3)
C4—C3	1.410 (4)	H5—C1	2.024 (8)
C4—C5^i	1.353 (4)	H5—C4^i	1.981 (8)
C4—H4	0.920 (5)	H5—C5	0.921 (6)
C4—H5^i	1.981 (8)
C2—C1—C5	120.3 (4)	C3^i—C3—C4	119.6 (4)
C2—C1—H1	120.4 (14)	C3—C4—C5^i	121.0 (4)
C5—C1—H1	119.3 (15)	C3—C4—H4	121 (3)
C1—C2—C3	121.2 (4)	C5^i—C4—H4	118 (3)
C1—C2—H2	115.4 (18)	C1—C5—C4^i	119.8 (4)
C3—C2—H2	123.3 (18)	C1—C5—H5	120.2 (7)
C2—C3—C3^i	118.0 (5)	C4^i—C5—H5	120.0 (7)
C2—C3—C4	122.3 (3)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_485)

Crystal data

C5H4	c = 8.292 (3) Å
Mr = 64.09	β = 125.494 (11)°
Monoclinic, P21/a	V = 282.67 (9) Å^3
a = 7.4494 (13) Å	Z = 4
b = 5.6208 (8) Å	Specimen preparation: Prepared at 4.85 kPa

Data collection

2θmin = 0.021°, 2θmax = 32.620°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.007	H-atom parameters not defined?
Rexp = 0.015	(Δ/σ)max = 3.02
R(F^2) = 0.14248	Background function: GSAS Background function number 1 with 34 terms. Shifted Chebyshev function of 1st kind 1: 4374.45 2: -688.039 3: 72.9127 4: -384.206 5: 283.151 6: -103.986 7: 8.86457 8: 11.4963 9: -18.3127 10: -7.09524 11: 0.797146 12: 26.5080 13: -2.82961 14: -20.0280 15: 5.83090 16: 0.604308 17: 1.32805 18: -6.80070 19: 1.99399 20: 12.2537 21: 4.73455 22: -6.75058 23: 7.79261 24: -7.17910 25: 3.39135 26: 3.43804 27: -0.749753 28: 2.32578 29: -0.952917 30: -0.767987 31: -6.80608 32: -5.18600 33: 2.84484 34: 3.84208
2313 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.478 Frac 0.584 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.574 Frac 0.416 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.36401, Max= 1.87008
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 3149.470 #2(GV) = -11.791 #3(GW) = 4.691 #4(LX) = 0.251 #5(LY) = 49.683 #6(trns) = 0.000 #7(asym) = 0.2767 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0100 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0845 (8)	0.0201 (7)	0.3370 (5)	0.034*
C2	0.1168 (8)	0.1705 (7)	0.2280 (4)	0.03*
C3	0.0503 (7)	0.1092 (4)	0.0368 (4)	0.021*
C4	0.0792 (8)	0.2624 (7)	−0.0799 (5)	0.021*
C5	−0.0139 (8)	−0.1991 (7)	0.2625 (5)	0.03*
H1	0.127 (2)	0.060 (4)	0.4616 (7)	0.035*
H2	0.181 (3)	0.3154 (10)	0.278 (4)	0.03*
H4	0.144 (2)	0.4079 (10)	−0.035 (5)	0.025*
H5	−0.0314 (13)	−0.3022 (15)	0.3379 (8)	0.03*

Geometric parameters (Å, º)

C1—C2	1.357 (4)	C5—C1	1.383 (4)
C1—C5	1.383 (4)	C5—C4^i	1.342 (4)
C1—H1	0.915 (5)	C5—H1	1.982 (15)
C1—H2	1.98 (2)	C5—H4^i	1.94 (3)
C1—H5	2.009 (7)	C5—H5	0.916 (6)
C2—C1	1.357 (4)	H1—C1	0.915 (5)
C2—C3	1.402 (4)	H1—C2	1.995 (13)
C2—H1	1.995 (13)	H1—C5	1.982 (15)
C2—H2	0.913 (5)	H2—C1	1.98 (2)
C3—C2	1.402 (4)	H2—C2	0.913 (5)
C3—C3^i	1.382 (3)	H2—C3	2.00 (2)
C3—C4	1.402 (4)	H4—C3	2.04 (2)
C3—H2	2.00 (2)	H4—C4	0.912 (5)
C3—H4	2.04 (2)	H4—C5^i	1.94 (3)
C4—C3	1.402 (4)	H5—C1	2.009 (7)
C4—C5^i	1.342 (4)	H5—C4^i	1.967 (7)
C4—H4	0.912 (5)	H5—C5	0.916 (6)
C4—H5^i	1.967 (7)
C2—C1—C5	120.7 (4)	C3^i—C3—C4	120.1 (4)
C2—C1—H1	121.5 (14)	C3—C4—C5^i	121.0 (4)
C5—C1—H1	117.8 (14)	C3—C4—H4	122 (3)
C1—C2—C3	121.2 (3)	C5^i—C4—H4	117 (3)
C1—C2—H2	120 (2)	C1—C5—C4^i	119.4 (4)
C3—C2—H2	118 (2)	C1—C5—H5	120.5 (6)
C2—C3—C3^i	117.6 (4)	C4^i—C5—H5	120.1 (6)
C2—C3—C4	122.3 (2)

Symmetry code: (i) −x, −y, −z.

 

(REF1_publ_560)

Crystal data

C5H4	c = 8.278 (3) Å
Mr = 64.09	β = 125.706 (12)°
Monoclinic, P21/a	V = 278.83 (10) Å^3
a = 7.3886 (14) Å	Z = 4
b = 5.6145 (9) Å	Specimen preparation: Prepared at 5.6 kPa

Data collection

2θmin = 0.021°, 2θmax = 28.165°, 2θstep = 0.014°

Refinement

Least-squares matrix: full	31 parameters
Rp = 0.005	10 restraints
Rwp = 0.007	H-atom parameters not defined?
Rexp = 0.013	(Δ/σ)max = 2.63
R(F^2) = 0.16602	Background function: GSAS Background function number 1 with 35 terms. Shifted Chebyshev function of 1st kind 1: 5509.85 2: -916.864 3: 41.8217 4: -472.872 5: 355.634 6: -105.360 7: -4.34082 8: 38.4036 9: -22.0706 10: -4.82417 11: -5.53304 12: 20.0168 13: 9.32749 14: -19.6791 15: 13.9443 16: -8.56432 17: 11.1965 18: -10.4035 19: -3.42004 20: -3.71474 21: 17.6587 22: -8.58811 23: 11.8495 24: -16.2246 25: 0.520663 26: 1.91898 27: -6.94171 28: -8.20541 29: 5.17403 30: 2.06485 31: -4.10070 32: -0.344733 33: -2.72115 34: 5.49467 35: -5.57452
1997 data points	Preferred orientation correction: March-Dollase AXIS 1 Ratio= 1.579 Frac 0.501 h= 0.000 k= 0.000 l= 1.000 AXIS 2 Ratio= 1.433 Frac 0.499 h= 1.000 k= 0.000 l= 0.000 Prefered orientation correction range: Min= 0.37534, Max= 1.85045
Profile function: CW Profile function number 2 with 18 terms Profile coefficients for Simpson's rule integration of pseudovoigt function C.J. Howard (1982). J. Appl. Cryst.,15,615-620. P. Thompson, D.E. Cox & J.B. Hastings (1987). J. Appl. Cryst.,20,79-83. #1(GU) = 7567.780 #2(GV) = -127.321 #3(GW) = 5.078 #4(LX) = 2.288 #5(LY) = 0.424 #6(trns) = 0.000 #7(asym) = 0.1321 #8(shft) = 0.0000 #9(GP) = 0.000 #10(stec)= 0.00 #11(ptec)= 0.00 #12(sfec)= 0.00 #13(L11) = 0.000 #14(L22) = 0.000 #15(L33) = 0.000 #16(L12) = 0.000 #17(L13) = 0.000 #18(L23) = 0.000 Peak tails are ignored where the intensity is below 0.0030 times the peak Aniso. broadening axis 0.0 0.0 1.0

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.0843 (8)	0.0203 (7)	0.3374 (5)	0.033*
C2	0.1158 (8)	0.1709 (7)	0.2281 (4)	0.025*
C3	0.0498 (7)	0.1095 (4)	0.0370 (4)	0.02*
C4	0.0792 (8)	0.2625 (7)	−0.0796 (5)	0.02*
C5	−0.0130 (8)	−0.1995 (7)	0.2626 (5)	0.025*
H1	0.127 (2)	0.060 (4)	0.4617 (7)	0.035*
H2	0.180 (3)	0.3151 (10)	0.280 (3)	0.03*
H4	0.146 (2)	0.4078 (10)	−0.041 (6)	0.025*
H5	−0.0307 (13)	−0.3022 (15)	0.3378 (8)	0.03*

Geometric parameters (Å, º)

C1—C2	1.355 (4)	C5—C1	1.379 (4)
C1—C5	1.379 (4)	C5—C4^i	1.339 (4)
C1—H1	0.911 (5)	C5—H1	1.981 (15)
C1—H2	1.964 (19)	C5—H4^i	1.90 (3)
C1—H5	2.001 (7)	C5—H5	0.912 (6)
C2—C1	1.355 (4)	H1—C1	0.911 (5)
C2—C3	1.400 (4)	H1—C2	1.987 (13)
C2—H1	1.987 (13)	H1—C5	1.981 (15)
C2—H2	0.909 (5)	H2—C1	1.964 (19)
C3—C2	1.400 (4)	H2—C2	0.909 (5)
C3—C3^i	1.379 (3)	H2—C3	2.01 (2)
C3—C4	1.400 (4)	H4—C3	2.06 (3)
C3—H2	2.01 (2)	H4—C4	0.909 (5)
C3—H4	2.06 (3)	H4—C5^i	1.90 (3)
C4—C3	1.400 (4)	H5—C1	2.001 (7)
C4—C5^i	1.339 (4)	H5—C4^i	1.962 (7)
C4—H4	0.909 (5)	H5—C5	0.912 (6)
C4—H5^i	1.962 (7)
C2—C1—C5	120.4 (4)	C3^i—C3—C4	119.9 (4)
C2—C1—H1	121.3 (14)	C3—C4—C5^i	121.1 (4)
C5—C1—H1	118.3 (14)	C3—C4—H4	125 (3)
C1—C2—C3	121.3 (3)	C5^i—C4—H4	114 (3)
C1—C2—H2	119 (2)	C1—C5—C4^i	119.7 (4)
C3—C2—H2	120 (2)	C1—C5—H5	120.2 (6)
C2—C3—C3^i	117.7 (4)	C4^i—C5—H5	120.1 (6)
C2—C3—C4	122.4 (2)

Symmetry code: (i) −x, −y, −z.