Buy article online - an online subscription or single-article purchase is required to access this article.
The structure of a co-crystal with both trans and cis isomers of 1,4-cyclohexanediol (1,4-CHD) is reported. The intermolecular hydrogen-bond patterns are described and compared with those of the all trans structure, using the graph-set model. A second crystal with possible cis/trans disorder is also described. The results of molecular modeling of the simple isomers and conformers are compared with the known structures.
Supporting information
CCDC references: 705586; 705587
Data collection: omega scans 0.3deg/frame, 1271 frames for CHDct; XSCANS (Siemens, 1993) for CHDdis. Cell refinement: SMART for CHDct; XSCANS for CHDdis. Data reduction: SAINT for CHDct; XSCANS for CHDdis. Program(s) used to solve structure: SIR97 for CHDct; SIR97 (Altomare et al. 1994) for CHDdis. Program(s) used to refine structure: CRYSTALS (Watkin et al. 2001) for CHDct. Molecular graphics: CAMERON (Watkin et al. 1996) Mercury (Bruno, et al. 2002) for CHDct. Software used to prepare material for publication: CRYSTALS (Watkin et al. 2001) for CHDct.
(CHDct)
cis-1,4-cyclohexane-1,4-diol-
trans-1,4-cyclohexane-1,4-diol (2/1)
top
Crystal data top
2(C6H12O2)·C6H12O2 | F(000) = 384.000 |
Mr = 348.47 | Dx = 1.169 Mg m−3 |
Monoclinic, P21/c | Melting point: not measured K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 6.453 (2) Å | Cell parameters from 1407 reflections |
b = 11.678 (4) Å | θ = 2.3–27.9° |
c = 13.396 (4) Å | µ = 0.09 mm−1 |
β = 101.378 (6)° | T = 193 K |
V = 989.7 (6) Å3 | Narrow plate, colorless |
Z = 2 | 0.20 × 0.14 × 0.12 mm |
Data collection top
Bruker SMART CCD diffractometer | Rint = 0.07 |
Graphite monochromator | θmax = 27.9°, θmin = 2.3° |
ω/2θ scans | h = −8→7 |
6517 measured reflections | k = −15→14 |
2331 independent reflections | l = −17→11 |
1407 reflections with I > 3.00u(I) | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.048 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.119 | Method = Prince modified Chebychev polynomial, (Watkin, 1994)
W = [weight] * [1-(deltaF/6*sigmaF)2]2
24.1 37.9 18.5 4.67 |
S = 1.02 | (Δ/σ)max = 0.000225 |
1407 reflections | Δρmax = 0.24 e Å−3 |
122 parameters | Δρmin = −0.22 e Å−3 |
Crystal data top
2(C6H12O2)·C6H12O2 | V = 989.7 (6) Å3 |
Mr = 348.47 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 6.453 (2) Å | µ = 0.09 mm−1 |
b = 11.678 (4) Å | T = 193 K |
c = 13.396 (4) Å | 0.20 × 0.14 × 0.12 mm |
β = 101.378 (6)° | |
Data collection top
Bruker SMART CCD diffractometer | 1407 reflections with I > 3.00u(I) |
6517 measured reflections | Rint = 0.07 |
2331 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.048 | 122 parameters |
wR(F2) = 0.119 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | Δρmax = 0.24 e Å−3 |
1407 reflections | Δρmin = −0.22 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.2962 (3) | 0.45216 (17) | 0.12641 (16) | 0.0444 | |
C2 | 0.1156 (3) | 0.50412 (16) | 0.16674 (16) | 0.0417 | |
C3 | 0.0901 (3) | 0.63049 (18) | 0.14109 (19) | 0.0557 | |
C4 | 0.2932 (3) | 0.69751 (17) | 0.17767 (16) | 0.0467 | |
C5 | 0.4743 (4) | 0.6444 (2) | 0.1387 (2) | 0.0641 | |
C6 | 0.4989 (3) | 0.5168 (2) | 0.1662 (2) | 0.0616 | |
O7 | 0.3246 (3) | 0.33547 (13) | 0.15463 (15) | 0.0688 | |
O8 | 0.3322 (2) | 0.70146 (12) | 0.28547 (11) | 0.0467 | |
O9 | −0.0356 (3) | 0.21040 (11) | 0.09600 (13) | 0.0503 | |
C10 | 0.0033 (3) | 0.09267 (15) | 0.07315 (15) | 0.0388 | |
C11 | −0.2015 (3) | 0.03172 (15) | 0.02757 (15) | 0.0394 | |
C12 | −0.1580 (3) | −0.09117 (15) | −0.00105 (15) | 0.0411 | |
H11 | 0.2606 (3) | 0.45758 (17) | 0.05045 (16) | 0.0527 | |
H21 | 0.1426 (3) | 0.49452 (16) | 0.24238 (16) | 0.0493 | |
H22 | −0.0177 (3) | 0.46332 (16) | 0.13554 (16) | 0.0493 | |
H31 | −0.0227 (3) | 0.66253 (18) | 0.17456 (19) | 0.0631 | |
H32 | 0.0471 (3) | 0.63942 (18) | 0.06559 (19) | 0.0631 | |
H41 | 0.2781 (3) | 0.77734 (17) | 0.15019 (16) | 0.0538 | |
H51 | 0.6078 (4) | 0.6851 (2) | 0.1698 (2) | 0.0795 | |
H52 | 0.4483 (4) | 0.6530 (2) | 0.0629 (2) | 0.0795 | |
H61 | 0.5371 (3) | 0.5084 (2) | 0.2419 (2) | 0.0747 | |
H62 | 0.6140 (3) | 0.4838 (2) | 0.1349 (2) | 0.0747 | |
H71 | 0.200 (5) | 0.296 (2) | 0.137 (2) | 0.072 (8) | |
H81 | 0.445 (5) | 0.743 (3) | 0.306 (2) | 0.084 (9) | |
H91 | −0.125 (4) | 0.2054 (18) | 0.1408 (18) | 0.053 (6) | |
H101 | 0.0658 (3) | 0.05106 (15) | 0.13927 (15) | 0.0472 | |
H111 | −0.2956 (3) | 0.03076 (15) | 0.07858 (15) | 0.0486 | |
H112 | −0.2732 (3) | 0.07362 (15) | −0.03484 (15) | 0.0486 | |
H121 | −0.2937 (3) | −0.12759 (15) | −0.03534 (15) | 0.0500 | |
H122 | −0.0971 (3) | −0.13502 (15) | 0.06203 (15) | 0.0500 | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.0340 (10) | 0.0455 (11) | 0.0534 (11) | 0.0001 (8) | 0.0078 (8) | −0.0099 (9) |
C2 | 0.0295 (9) | 0.0400 (10) | 0.0549 (12) | −0.0009 (7) | 0.0062 (8) | −0.0047 (8) |
C3 | 0.0381 (11) | 0.0448 (11) | 0.0759 (15) | 0.0049 (8) | −0.0090 (10) | −0.0010 (10) |
C4 | 0.0478 (12) | 0.0352 (9) | 0.0536 (12) | −0.0053 (8) | 0.0018 (9) | 0.0107 (8) |
C5 | 0.0617 (15) | 0.0686 (15) | 0.0705 (14) | −0.0247 (12) | 0.0336 (12) | −0.0123 (13) |
C6 | 0.0275 (9) | 0.0639 (15) | 0.0944 (18) | −0.0022 (9) | 0.0140 (10) | −0.0253 (12) |
O7 | 0.0431 (9) | 0.0391 (8) | 0.1119 (15) | 0.0090 (7) | −0.0148 (9) | −0.0152 (8) |
O8 | 0.0454 (8) | 0.0436 (7) | 0.0530 (9) | −0.0132 (6) | 0.0144 (6) | −0.0038 (6) |
O9 | 0.0560 (8) | 0.0339 (7) | 0.0676 (9) | −0.0045 (6) | 0.0284 (8) | −0.0093 (6) |
C10 | 0.0390 (10) | 0.0304 (9) | 0.0490 (10) | −0.0003 (7) | 0.0124 (8) | −0.0020 (7) |
C11 | 0.0380 (10) | 0.0349 (8) | 0.0480 (11) | −0.0013 (7) | 0.0149 (8) | 0.0013 (8) |
C12 | 0.0393 (9) | 0.0354 (9) | 0.0513 (11) | −0.0044 (7) | 0.0154 (8) | −0.0017 (8) |
Geometric parameters (Å, º) top
C1—C2 | 1.505 (2) | C5—H52 | 1.000 |
C1—C6 | 1.513 (3) | C6—H61 | 1.000 |
C1—O7 | 1.416 (3) | C6—H62 | 1.000 |
C1—H11 | 1.000 | O7—H71 | 0.92 (3) |
C2—C3 | 1.517 (3) | O8—H81 | 0.87 (3) |
C2—H21 | 1.000 | O9—C10 | 1.441 (2) |
C2—H22 | 1.000 | O9—H91 | 0.91 (2) |
C3—C4 | 1.522 (3) | C10—C11 | 1.519 (3) |
C3—H31 | 1.000 | C10—C12i | 1.520 (2) |
C3—H32 | 1.000 | C10—H101 | 1.021 |
C4—C5 | 1.505 (3) | C11—C12 | 1.526 (2) |
C4—O8 | 1.417 (3) | C11—H111 | 1.000 |
C4—H41 | 1.000 | C11—H112 | 1.000 |
C5—C6 | 1.536 (3) | C12—H121 | 1.000 |
C5—H51 | 1.000 | C12—H122 | 1.000 |
| | | |
C2—C1—C6 | 110.42 (17) | H51—C5—H52 | 109.465 |
C2—C1—O7 | 111.14 (16) | C1—C6—C5 | 110.97 (19) |
C6—C1—O7 | 109.16 (18) | C1—C6—H61 | 109.37 (14) |
C2—C1—H11 | 107.53 (11) | C5—C6—H61 | 109.39 (14) |
C6—C1—H11 | 109.65 (14) | C1—C6—H62 | 108.77 (11) |
O7—C1—H11 | 108.91 (11) | C5—C6—H62 | 108.85 (12) |
C1—C2—C3 | 111.58 (17) | H61—C6—H62 | 109.464 |
C1—C2—H21 | 109.05 (11) | C1—O7—H71 | 110.9 (17) |
C3—C2—H21 | 109.15 (12) | C4—O8—H81 | 107.7 (19) |
C1—C2—H22 | 108.70 (10) | C10—O9—H91 | 103.7 (13) |
C3—C2—H22 | 108.85 (11) | O9—C10—C11 | 111.00 (14) |
H21—C2—H22 | 109.468 | O9—C10—C12i | 108.04 (15) |
C2—C3—C4 | 112.29 (16) | C11—C10—C12i | 111.57 (16) |
C2—C3—H31 | 108.57 (12) | O9—C10—H101 | 108.99 (11) |
C4—C3—H31 | 108.66 (13) | C11—C10—H101 | 106.80 (10) |
C2—C3—H32 | 109.06 (12) | C12i—C10—H101 | 110.40 (10) |
C4—C3—H32 | 108.75 (12) | C10—C11—C12 | 110.71 (14) |
H31—C3—H32 | 109.462 | C10—C11—H111 | 109.20 (10) |
C3—C4—C5 | 110.75 (19) | C12—C11—H111 | 109.13 (9) |
C3—C4—O8 | 108.26 (18) | C10—C11—H112 | 109.20 (10) |
C5—C4—O8 | 111.92 (19) | C12—C11—H112 | 109.14 (11) |
C3—C4—H41 | 110.19 (11) | H111—C11—H112 | 109.467 |
C5—C4—H41 | 106.45 (12) | C10i—C12—C11 | 110.29 (14) |
O8—C4—H41 | 109.20 (10) | C10i—C12—H121 | 109.20 (10) |
C4—C5—C6 | 111.54 (18) | C11—C12—H121 | 109.10 (10) |
C4—C5—H51 | 108.87 (12) | C10i—C12—H122 | 109.40 (10) |
C6—C5—H51 | 108.75 (13) | C11—C12—H122 | 109.29 (11) |
C4—C5—H52 | 108.92 (14) | H121—C12—H122 | 109.467 |
C6—C5—H52 | 109.27 (14) | | |
Symmetry code: (i) −x, −y, −z. |
(CHDdis) 1,4-cyclohexane-1,4-diol (mixed isomers, disordered)
top
Crystal data top
2(C6H12O2)·C6H12O2 | F(000) = 384.000 |
Mr = 348.47 | Dx = 1.100 Mg m−3 |
Monoclinic, P21/c | Melting point: not measured K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 6.5263 (3) Å | Cell parameters from 2042 reflections |
b = 11.527 (1) Å | θ = 2.3–26.3° |
c = 14.2082 (3) Å | µ = 0.08 mm−1 |
β = 100.123 (6)° | T = 293 K |
V = 1052.22 (11) Å3 | Prism, colorless |
Z = 2 | 0.50 × 0.35 × 0.22 mm |
Data collection top
Siemens P4 diffractometer | Rint = 0.03 |
Graphite monochromator | θmax = 26.3°, θmin = 2.3° |
ω/2θ scans | h = −8→8 |
6016 measured reflections | k = −14→13 |
2042 independent reflections | l = −16→17 |
675 reflections with I > 2.00u(I) | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.068 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.150 | Method = Prince modified Chebychev polynomial, (Watkin, 1994)
W = [weight] * [1-(deltaF/6*sigmaF)2]2
21.1 30.8 13.7 2.59 |
S = 0.91 | (Δ/σ)max = 0.004 |
675 reflections | Δρmax = 0.36 e Å−3 |
118 parameters | Δρmin = −0.14 e Å−3 |
Crystal data top
2(C6H12O2)·C6H12O2 | V = 1052.22 (11) Å3 |
Mr = 348.47 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 6.5263 (3) Å | µ = 0.08 mm−1 |
b = 11.527 (1) Å | T = 293 K |
c = 14.2082 (3) Å | 0.50 × 0.35 × 0.22 mm |
β = 100.123 (6)° | |
Data collection top
Siemens P4 diffractometer | 675 reflections with I > 2.00u(I) |
6016 measured reflections | Rint = 0.03 |
2042 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.068 | 118 parameters |
wR(F2) = 0.150 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.91 | Δρmax = 0.36 e Å−3 |
675 reflections | Δρmin = −0.14 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.2960 (10) | 0.4625 (6) | 0.1228 (6) | 0.0929 | |
C2 | 0.1184 (9) | 0.5122 (7) | 0.1705 (6) | 0.1026 | |
C3 | 0.0879 (11) | 0.6359 (7) | 0.1559 (6) | 0.1051 | |
C4 | 0.2880 (11) | 0.7038 (7) | 0.1871 (6) | 0.0985 | |
C5 | 0.4678 (13) | 0.6575 (8) | 0.1446 (7) | 0.1371 | |
C6 | 0.4984 (9) | 0.5290 (7) | 0.1607 (7) | 0.1233 | |
O7 | 0.3290 (7) | 0.3454 (5) | 0.1519 (5) | 0.1210 | |
O8 | 0.3257 (7) | 0.7108 (4) | 0.2883 (4) | 0.0907 | |
O9 | −0.0280 (7) | 0.2134 (5) | 0.0938 (4) | 0.0939 | |
C10 | 0.0042 (9) | 0.0933 (6) | 0.0709 (5) | 0.0759 | |
C11 | −0.2002 (9) | 0.0355 (6) | 0.0269 (5) | 0.0735 | |
C12 | −0.1615 (9) | −0.0892 (6) | −0.0036 (5) | 0.0810 | |
H11 | 0.2630 (10) | 0.4671 (6) | 0.0533 (6) | 0.1080* | |
H21 | 0.1579 (9) | 0.5001 (7) | 0.2405 (6) | 0.1054* | |
H22 | −0.0152 (9) | 0.4725 (7) | 0.1454 (6) | 0.1054* | |
H31 | −0.0221 (11) | 0.6647 (7) | 0.1882 (6) | 0.1194* | |
H32 | 0.0507 (11) | 0.6492 (7) | 0.0846 (6) | 0.1194* | |
H41 | 0.2809 (11) | 0.7871 (7) | 0.1700 (6) | 0.1150* | |
H51 | 0.5945 (13) | 0.7033 (8) | 0.1694 (7) | 0.1486* | |
H52 | 0.4238 (13) | 0.6735 (8) | 0.0739 (7) | 0.1486* | |
H61 | 0.5361 (9) | 0.5158 (7) | 0.2302 (7) | 0.1229* | |
H62 | 0.6134 (9) | 0.5051 (7) | 0.1273 (7) | 0.1229* | |
H71 | 0.240 (10) | 0.313 (6) | 0.135 (5) | 0.0750* | |
H81 | 0.410 (10) | 0.742 (5) | 0.315 (5) | 0.0750* | |
H91 | −0.100 (10) | 0.215 (6) | 0.132 (4) | 0.0750* | |
H101 | 0.0578 (9) | 0.0487 (6) | 0.1306 (5) | 0.0843* | |
H111 | −0.2942 (9) | 0.0314 (6) | 0.0747 (5) | 0.0479* | |
H112 | −0.2720 (9) | 0.0740 (6) | −0.0351 (5) | 0.0479* | |
H121 | −0.2929 (9) | −0.1295 (6) | −0.0357 (5) | 0.0503* | |
H122 | −0.0952 (9) | −0.1359 (6) | 0.0612 (5) | 0.0503* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.068 (5) | 0.085 (5) | 0.126 (6) | −0.001 (4) | 0.018 (4) | 0.002 (5) |
C2 | 0.045 (4) | 0.106 (6) | 0.151 (7) | 0.002 (3) | 0.000 (4) | 0.008 (5) |
C3 | 0.080 (5) | 0.107 (6) | 0.120 (6) | 0.002 (5) | −0.003 (4) | −0.017 (5) |
C4 | 0.089 (6) | 0.095 (5) | 0.111 (7) | −0.016 (4) | 0.015 (5) | 0.001 (5) |
C5 | 0.108 (7) | 0.151 (9) | 0.162 (8) | −0.048 (6) | 0.051 (6) | −0.016 (7) |
C6 | 0.044 (4) | 0.108 (7) | 0.220 (10) | −0.005 (4) | 0.024 (5) | 0.019 (7) |
O7 | 0.066 (3) | 0.091 (4) | 0.190 (6) | 0.004 (3) | −0.022 (4) | −0.017 (4) |
O8 | 0.071 (3) | 0.102 (4) | 0.097 (4) | −0.025 (2) | 0.010 (3) | −0.006 (3) |
O9 | 0.083 (3) | 0.087 (3) | 0.118 (4) | −0.011 (3) | 0.036 (3) | −0.018 (3) |
C10 | 0.064 (4) | 0.074 (5) | 0.093 (5) | −0.006 (3) | 0.024 (4) | −0.003 (4) |
C11 | 0.053 (4) | 0.088 (5) | 0.080 (4) | −0.009 (3) | 0.015 (3) | −0.001 (4) |
C12 | 0.060 (4) | 0.089 (5) | 0.093 (5) | −0.018 (3) | 0.009 (4) | −0.004 (4) |
Geometric parameters (Å, º) top
C1—C2 | 1.550 (10) | C5—H52 | 1.012 |
C1—C6 | 1.538 (9) | C6—H61 | 0.986 |
C1—O7 | 1.417 (9) | C6—H62 | 0.995 |
C1—H11 | 0.975 | O7—H71 | 0.67 (6) |
C2—C3 | 1.449 (9) | O8—H81 | 0.72 (6) |
C2—H21 | 0.993 | O9—C10 | 1.447 (8) |
C2—H22 | 0.994 | O9—H91 | 0.76 (6) |
C3—C4 | 1.521 (9) | C10—C11 | 1.524 (8) |
C3—H31 | 0.975 | C10—C12i | 1.522 (8) |
C3—H32 | 1.011 | C10—H101 | 1.001 |
C4—C5 | 1.509 (11) | C11—C12 | 1.535 (8) |
C4—O8 | 1.418 (8) | C11—H111 | 0.994 |
C4—H41 | 0.989 | C11—H112 | 1.022 |
C5—C6 | 1.510 (10) | C12—H121 | 1.010 |
C5—H51 | 0.992 | C12—H122 | 1.089 |
| | | |
C2—C1—C6 | 109.0 (6) | H51—C5—H52 | 109.144 |
C2—C1—O7 | 108.1 (6) | C1—C6—C5 | 110.7 (6) |
C6—C1—O7 | 107.3 (6) | C1—C6—H61 | 108.7 (5) |
C2—C1—H11 | 111.8 (4) | C5—C6—H61 | 107.8 (6) |
C6—C1—H11 | 110.6 (5) | C1—C6—H62 | 111.5 (4) |
O7—C1—H11 | 110.0 (4) | C5—C6—H62 | 107.0 (5) |
C1—C2—C3 | 113.3 (7) | H61—C6—H62 | 111.009 |
C1—C2—H21 | 107.6 (4) | C1—O7—H71 | 111 (6) |
C3—C2—H21 | 106.6 (5) | C4—O8—H81 | 122 (5) |
C1—C2—H22 | 110.5 (4) | C10—O9—H91 | 109 (5) |
C3—C2—H22 | 108.2 (4) | O9—C10—C11 | 111.1 (5) |
H21—C2—H22 | 110.588 | O9—C10—C12i | 108.2 (5) |
C2—C3—C4 | 112.1 (6) | C11—C10—C12i | 111.6 (5) |
C2—C3—H31 | 111.2 (5) | O9—C10—H101 | 110.1 (4) |
C4—C3—H31 | 110.7 (4) | C11—C10—H101 | 105.9 (4) |
C2—C3—H32 | 107.1 (5) | C12i—C10—H101 | 110.0 (4) |
C4—C3—H32 | 104.9 (5) | C10—C11—C12 | 110.5 (5) |
H31—C3—H32 | 110.599 | C10—C11—H111 | 109.9 (3) |
C3—C4—C5 | 112.9 (7) | C12—C11—H111 | 107.5 (3) |
C3—C4—O8 | 108.1 (6) | C10—C11—H112 | 113.5 (4) |
C5—C4—O8 | 114.7 (7) | C12—C11—H112 | 103.7 (4) |
C3—C4—H41 | 115.3 (4) | H111—C11—H112 | 111.443 |
C5—C4—H41 | 104.6 (5) | C10i—C12—C11 | 111.6 (5) |
O8—C4—H41 | 100.8 (4) | C10i—C12—H121 | 108.4 (3) |
C4—C5—C6 | 112.3 (7) | C11—C12—H121 | 112.9 (3) |
C4—C5—H51 | 109.2 (4) | C10i—C12—H122 | 107.7 (4) |
C6—C5—H51 | 112.9 (4) | C11—C12—H122 | 106.6 (4) |
C4—C5—H52 | 103.2 (5) | H121—C12—H122 | 109.524 |
C6—C5—H52 | 109.7 (6) | | |
Symmetry code: (i) −x, −y, −z. |
Experimental details
| (CHDct) | (CHDdis) |
Crystal data |
Chemical formula | 2(C6H12O2)·C6H12O2 | 2(C6H12O2)·C6H12O2 |
Mr | 348.47 | 348.47 |
Crystal system, space group | Monoclinic, P21/c | Monoclinic, P21/c |
Temperature (K) | 193 | 293 |
a, b, c (Å) | 6.453 (2), 11.678 (4), 13.396 (4) | 6.5263 (3), 11.527 (1), 14.2082 (3) |
β (°) | 101.378 (6) | 100.123 (6) |
V (Å3) | 989.7 (6) | 1052.22 (11) |
Z | 2 | 2 |
Radiation type | Mo Kα | Mo Kα |
µ (mm−1) | 0.09 | 0.08 |
Crystal size (mm) | 0.20 × 0.14 × 0.12 | 0.50 × 0.35 × 0.22 |
|
Data collection |
Diffractometer | Bruker SMART CCD diffractometer | Siemens P4 diffractometer |
Absorption correction | – | – |
No. of measured, independent and observed reflections | 6517, 2331, 1407 [I > 3.00u(I)] | 6016, 2042, 675 [I > 2.00u(I)] |
Rint | 0.07 | 0.03 |
(sin θ/λ)max (Å−1) | 0.658 | 0.623 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.048, 0.119, 1.02 | 0.068, 0.150, 0.91 |
No. of reflections | 1407 | 675 |
No. of parameters | 122 | 118 |
No. of restraints | ? | ? |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.24, −0.22 | 0.36, −0.14 |
Selected geometric parameters (Å, º) for (CHDct) topC1—C2 | 1.505 (2) | O7—H71 | 0.92 (3) |
C1—C6 | 1.513 (3) | O8—H81 | 0.87 (3) |
C1—O7 | 1.416 (3) | O9—C10 | 1.441 (2) |
C2—C3 | 1.517 (3) | O9—H91 | 0.91 (2) |
C3—C4 | 1.522 (3) | C10—C11 | 1.519 (3) |
C4—C5 | 1.505 (3) | C10—C12i | 1.520 (2) |
C4—O8 | 1.417 (3) | C11—C12 | 1.526 (2) |
C5—C6 | 1.536 (3) | | |
| | | |
C2—C1—C6 | 110.42 (17) | C1—C6—C5 | 110.97 (19) |
C2—C1—O7 | 111.14 (16) | C1—O7—H71 | 110.9 (17) |
C6—C1—O7 | 109.16 (18) | C4—O8—H81 | 107.7 (19) |
C1—C2—C3 | 111.58 (17) | C10—O9—H91 | 103.7 (13) |
C2—C3—C4 | 112.29 (16) | O9—C10—C11 | 111.00 (14) |
C3—C4—C5 | 110.75 (19) | O9—C10—C12i | 108.04 (15) |
C3—C4—O8 | 108.26 (18) | C11—C10—C12i | 111.57 (16) |
C5—C4—O8 | 111.92 (19) | C10—C11—C12 | 110.71 (14) |
C4—C5—C6 | 111.54 (18) | C10i—C12—C11 | 110.29 (14) |
Symmetry code: (i) −x, −y, −z. |
Selected geometric parameters (Å, º) for (CHDdis) topC1—C2 | 1.550 (10) | C4—O8 | 1.418 (8) |
C1—C6 | 1.538 (9) | C5—C6 | 1.510 (10) |
C1—O7 | 1.417 (9) | O9—C10 | 1.447 (8) |
C2—C3 | 1.449 (9) | C10—C11 | 1.524 (8) |
C3—C4 | 1.521 (9) | C10—C12i | 1.522 (8) |
C4—C5 | 1.509 (11) | C11—C12 | 1.535 (8) |
| | | |
C2—C1—C6 | 109.0 (6) | C4—C5—C6 | 112.3 (7) |
C2—C1—O7 | 108.1 (6) | C1—C6—C5 | 110.7 (6) |
C6—C1—O7 | 107.3 (6) | O9—C10—C11 | 111.1 (5) |
C1—C2—C3 | 113.3 (7) | O9—C10—C12i | 108.2 (5) |
C2—C3—C4 | 112.1 (6) | C11—C10—C12i | 111.6 (5) |
C3—C4—C5 | 112.9 (7) | C10—C11—C12 | 110.5 (5) |
C3—C4—O8 | 108.1 (6) | C10i—C12—C11 | 111.6 (5) |
C5—C4—O8 | 114.7 (7) | | |
Symmetry code: (i) −x, −y, −z. |
Subscribe to Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.