research papers
The crystal structure of the inclusion complex of β-cyclo-dextrin with mefenamic acid has been determined from a combination of high-resolution synchrotron powder-diffraction data and molecular-mechanics calculations. A grid search indicates two possible solutions, which are corroborated by molecular-mechanics calculations, while Rietveld-refinement results suggest the crystal structure that is more likely to be formed in the solid state. Mefenamic acid is partially included in β-cyclodextrin with either the xylyl or the benzoic-acid moiety being inside its cavity. In both solutions mefenamic acid and β-cyclodextrin form a monomeric complex in a herringbone packing scheme.
Keywords: cyclodextrin; inclusion compounds; X-ray powder diffraction; synchrotron radiation; molecular mechanics.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S010876810201947X/na0142sup1.cif | |
Rietveld powder data file (CIF format) https://doi.org/10.1107/S010876810201947X/na01421sup2.rtv | |
Rietveld powder data file (CIF format) https://doi.org/10.1107/S010876810201947X/na01422sup3.rtv |
CCDC references: 201625; 201626
Computing details top
For both compounds, cell refinement: MRIA; data reduction: MRIA; program(s) used to solve structure: MRIA; program(s) used to refine structure: GSAS; molecular graphics: DIAMOND.
Crystal data top
C55.5H13.5N0.9O36.8 | V = 3637.7 (4) Å3 |
Mr = 1281.59 | Z = 2 |
Monoclinic, P_21 | Dx = 1.17 Mg m−3 |
Hall symbol: p_2yb | Synchrotron radiation, λ = 0.800807 Å |
a = 15.4797 (9) Å | T = 295 K |
b = 25.5892 (15) Å | white |
c = 9.2973 (5) Å | cylinder, ? × 1 mm |
β = 98.976 (7)° |
Data collection top
ESRF BM16 diffractometer | Data collection mode: transmission |
Si(111) double monochromator | Scan method: continuous |
Specimen mounting: packed powder pellet | 2θmin = 3.205°, 2θmax = 39.995°, 2θstep = 0.005° |
Refinement top
Rp = 0.098 | 7359 data points |
Rwp = 0.133 | 141 parameters |
Rexp = 0.024 | 126 restraints |
χ2 = 36.966 | (Δ/σ)max = 0.32 |
Crystal data top
C55.5H13.5N0.9O36.8 | β = 98.976 (7)° |
Mr = 1281.59 | V = 3637.7 (4) Å3 |
Monoclinic, P_21 | Z = 2 |
a = 15.4797 (9) Å | Synchrotron radiation, λ = 0.800807 Å |
b = 25.5892 (15) Å | T = 295 K |
c = 9.2973 (5) Å | cylinder, ? × 1 mm |
Data collection top
ESRF BM16 diffractometer | Scan method: continuous |
Specimen mounting: packed powder pellet | 2θmin = 3.205°, 2θmax = 39.995°, 2θstep = 0.005° |
Data collection mode: transmission |
Refinement top
Rp = 0.098 | 7359 data points |
Rwp = 0.133 | 141 parameters |
Rexp = 0.024 | 126 restraints |
χ2 = 36.966 | (Δ/σ)max = 0.32 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
C1G1 | 0.0570 (12) | 0.7512 (6) | 0.001 (3) | 0.09499* | |
C2G1 | 0.1006 (11) | 0.7500 (6) | −0.139 (3) | 0.09499* | |
C3G1 | 0.1998 (11) | 0.7451 (6) | −0.114 (3) | 0.09499* | |
C4G1 | 0.2451 (11) | 0.7693 (6) | 0.028 (3) | 0.09499* | |
C5G1 | 0.1918 (18) | 0.7644 (6) | 0.154 (2) | 0.09499* | |
O2G1 | 0.0594 (15) | 0.7162 (7) | −0.250 (3) | 0.09052* | |
O3G1 | 0.2367 (17) | 0.7629 (6) | −0.236 (3) | 0.09052* | |
O5G1 | 0.1044 (17) | 0.7832 (6) | 0.112 (3) | 0.09052* | |
O6G1 | 0.179 (3) | 0.7857 (15) | 0.414 (4) | 0.09052* | |
C6G1 | 0.197 (3) | 0.8046 (13) | 0.278 (3) | 0.09499* | |
O4G1 | 0.3278 (13) | 0.7428 (7) | 0.058 (4) | 0.09052* | |
C1G2 | −0.1581 (15) | 0.6349 (8) | 0.309 (2) | 0.09499* | |
C2G2 | −0.2078 (11) | 0.6455 (8) | 0.154 (3) | 0.09499* | |
C3G2 | −0.1508 (14) | 0.6687 (7) | 0.051 (2) | 0.09499* | |
C4G2 | −0.0736 (13) | 0.7010 (7) | 0.125 (3) | 0.09499* | |
C5G2 | −0.0499 (14) | 0.6997 (7) | 0.293 (3) | 0.09499* | |
O2G2 | −0.2583 (11) | 0.6024 (8) | 0.092 (3) | 0.09052* | |
O3G2 | −0.2022 (18) | 0.6989 (8) | −0.060 (2) | 0.09052* | |
O5G2 | −0.1192 (18) | 0.6827 (8) | 0.368 (2) | 0.09052* | |
O6G2 | 0.051 (3) | 0.7370 (14) | 0.491 (6) | 0.09052* | |
C6G2 | −0.027 (4) | 0.7475 (13) | 0.390 (5) | 0.09499* | |
O4G2 | −0.0106 (19) | 0.7175 (12) | 0.035 (4) | 0.09052* | |
C1G3 | −0.0431 (11) | 0.4600 (7) | 0.473 (2) | 0.09499* | |
C2G3 | −0.1106 (8) | 0.4520 (7) | 0.3335 (18) | 0.09499* | |
C3G3 | −0.1182 (10) | 0.5023 (7) | 0.2450 (19) | 0.09499* | |
C4G3 | −0.1312 (10) | 0.5508 (8) | 0.335 (2) | 0.09499* | |
C5G3 | −0.0771 (11) | 0.5501 (8) | 0.489 (2) | 0.09499* | |
O2G3 | −0.0897 (8) | 0.4077 (7) | 0.2530 (17) | 0.09052* | |
O3G3 | −0.1782 (15) | 0.4993 (8) | 0.113 (2) | 0.09052* | |
O5G3 | −0.0718 (15) | 0.5005 (8) | 0.561 (2) | 0.09052* | |
O6G3 | −0.194 (3) | 0.6068 (12) | 0.550 (3) | 0.09052* | |
C6G3 | −0.159 (2) | 0.5560 (13) | 0.566 (5) | 0.09499* | |
O4G3 | −0.1000 (19) | 0.5956 (9) | 0.267 (4) | 0.09052* | |
C1G4 | 0.2500 (11) | 0.4167 (9) | 0.827 (2) | 0.09499* | |
C2G4 | 0.2004 (10) | 0.3679 (8) | 0.7605 (18) | 0.09499* | |
C3G4 | 0.1185 (12) | 0.3825 (7) | 0.6557 (15) | 0.09499* | |
C4G4 | 0.0657 (13) | 0.4257 (8) | 0.714 (2) | 0.09499* | |
C5G4 | 0.1205 (14) | 0.4681 (8) | 0.8008 (17) | 0.09499* | |
O2G4 | 0.2558 (9) | 0.3327 (9) | 0.701 (3) | 0.09052* | |
O3G4 | 0.0654 (10) | 0.3384 (8) | 0.6076 (18) | 0.09052* | |
O5G4 | 0.1927 (12) | 0.4478 (8) | 0.8996 (17) | 0.09052* | |
O6G4 | 0.025 (2) | 0.5318 (14) | 0.925 (5) | 0.09052* | |
C6G4 | 0.068 (3) | 0.4817 (15) | 0.926 (4) | 0.09499* | |
O4G4 | 0.0312 (18) | 0.4299 (12) | 0.562 (2) | 0.09052* | |
C1G5 | 0.5675 (10) | 0.5032 (7) | 0.6798 (16) | 0.09499* | |
C2G5 | 0.5694 (8) | 0.4430 (7) | 0.6895 (19) | 0.09499* | |
C3G5 | 0.4794 (8) | 0.4187 (7) | 0.6830 (14) | 0.09499* | |
C4G5 | 0.4234 (11) | 0.4484 (8) | 0.777 (2) | 0.09499* | |
C5G5 | 0.4325 (10) | 0.5079 (8) | 0.765 (3) | 0.09499* | |
O2G5 | 0.6226 (9) | 0.4200 (8) | 0.595 (3) | 0.09052* | |
O3G5 | 0.4855 (11) | 0.3646 (7) | 0.7180 (16) | 0.09052* | |
O5G5 | 0.5212 (10) | 0.5247 (7) | 0.7869 (17) | 0.09052* | |
O6G5 | 0.3651 (18) | 0.6090 (11) | 0.794 (5) | 0.09052* | |
C6G5 | 0.372 (3) | 0.5526 (11) | 0.818 (7) | 0.09499* | |
O4G5 | 0.3351 (14) | 0.4249 (12) | 0.771 (4) | 0.09052* | |
C1G6 | 0.5754 (7) | 0.6684 (6) | 0.278 (3) | 0.09499* | |
C2G6 | 0.5828 (8) | 0.6156 (6) | 0.199 (3) | 0.09499* | |
C3G6 | 0.5376 (6) | 0.5714 (5) | 0.269 (2) | 0.09499* | |
C4G6 | 0.5577 (11) | 0.5716 (6) | 0.434 (2) | 0.09499* | |
C5G6 | 0.5648 (15) | 0.6261 (7) | 0.504 (3) | 0.09499* | |
O2G6 | 0.5559 (15) | 0.6199 (7) | 0.046 (3) | 0.09052* | |
O3G6 | 0.5597 (7) | 0.5210 (6) | 0.222 (2) | 0.09052* | |
O5G6 | 0.6110 (10) | 0.6632 (6) | 0.429 (3) | 0.09052* | |
O6G6 | 0.658 (2) | 0.5864 (14) | 0.654 (5) | 0.09052* | |
C6G6 | 0.602 (3) | 0.6290 (19) | 0.667 (3) | 0.09499* | |
O4G6 | 0.566 (2) | 0.5306 (10) | 0.542 (2) | 0.09052* | |
C1G7 | 0.3575 (11) | 0.7956 (5) | 0.064 (3) | 0.09499* | |
C2G7 | 0.4195 (12) | 0.7858 (6) | −0.049 (3) | 0.09499* | |
C3G7 | 0.4818 (11) | 0.7402 (6) | −0.004 (2) | 0.09499* | |
C4G7 | 0.5100 (12) | 0.7319 (6) | 0.159 (3) | 0.09499* | |
C5G7 | 0.4521 (16) | 0.7579 (6) | 0.259 (3) | 0.09499* | |
O2G7 | 0.3738 (16) | 0.7805 (7) | −0.193 (3) | 0.09052* | |
O3G7 | 0.5536 (13) | 0.7376 (6) | −0.082 (3) | 0.09052* | |
O5G7 | 0.4084 (15) | 0.8047 (6) | 0.205 (3) | 0.09052* | |
O6G7 | 0.474 (3) | 0.7358 (12) | 0.495 (5) | 0.09052* | |
C6G7 | 0.418 (2) | 0.7205 (10) | 0.366 (4) | 0.09499* | |
O4G7 | 0.4880 (11) | 0.6852 (7) | 0.231 (3) | 0.09052* | |
O1 | 0.1888 (19) | 0.3904 (13) | 0.151 (4) | 0.09052* | .90000 |
O2 | 0.290 (2) | 0.3275 (11) | 0.2744 (18) | 0.09052* | .90000 |
N3 | 0.2959 (18) | 0.4791 (12) | 0.130 (4) | 0.09499* | .90000 |
C4 | 0.3641 (15) | 0.4418 (11) | 0.170 (4) | 0.09499* | .90000 |
C5 | 0.4546 (13) | 0.4492 (6) | 0.172 (4) | 0.09499* | .90000 |
C6 | 0.5318 (8) | 0.4243 (7) | 0.240 (4) | 0.09499* | .90000 |
C7 | 0.5150 (12) | 0.3742 (7) | 0.295 (4) | 0.09499* | .90000 |
C8 | 0.4271 (14) | 0.3579 (9) | 0.274 (3) | 0.09499* | .90000 |
C9 | 0.3556 (16) | 0.3895 (11) | 0.213 (4) | 0.09499* | .90000 |
C10 | 0.2636 (16) | 0.3707 (13) | 0.211 (4) | 0.09499* | .90000 |
C11 | 0.263 (2) | 0.5309 (11) | 0.143 (3) | 0.09499* | .90000 |
C12 | 0.263 (2) | 0.5368 (10) | 0.294 (3) | 0.09499* | .90000 |
C13 | 0.239 (2) | 0.5850 (14) | 0.3497 (17) | 0.09499* | .90000 |
C14 | 0.210 (2) | 0.6248 (8) | 0.251 (3) | 0.09499* | .90000 |
C15 | 0.211 (2) | 0.6216 (10) | 0.102 (3) | 0.09499* | .90000 |
C16 | 0.241 (2) | 0.5749 (11) | 0.049 (3) | 0.09499* | .90000 |
C17 | 0.2362 (11) | 0.5704 (5) | −0.112 (3) | 0.09499* | .90000 |
C18 | 0.1879 (8) | 0.6704 (7) | 0.0125 (17) | 0.09499* | .90000 |
H19 | 0.25709 | 0.46288 | 0.05194 | 0.10000* | .90000 |
H20 | 0.27662 | 0.50857 | 0.36423 | 0.10000* | .90000 |
H21 | 0.23004 | 0.58778 | 0.45124 | 0.10000* | .90000 |
H22 | 0.19833 | 0.65769 | 0.29247 | 0.10000* | .90000 |
H23 | 0.14323 | 0.65928 | −0.07113 | 0.10000* | .90000 |
H24 | 0.24197 | 0.67897 | −0.02568 | 0.10000* | .90000 |
H25 | 0.17014 | 0.69823 | 0.07869 | 0.10000* | .90000 |
H26 | 0.18661 | 0.58198 | −0.16075 | 0.10000* | .90000 |
H27 | 0.23481 | 0.53230 | −0.12342 | 0.10000* | .90000 |
H28 | 0.29463 | 0.57998 | −0.12701 | 0.10000* | .90000 |
H29 | 0.46742 | 0.48500 | 0.15189 | 0.10000* | .90000 |
H30 | 0.59395 | 0.42965 | 0.25143 | 0.10000* | .90000 |
H31 | 0.55241 | 0.34490 | 0.32419 | 0.10000* | .90000 |
H32 | 0.40709 | 0.32898 | 0.32640 | 0.10000* | .90000 |
H33 | 0.28254 | 0.33662 | 0.37735 | 0.10000* | .90000 |
Geometric parameters (Å, º) top
C1G1—O5G1 | 1.43 (3) | C5G5—C6G5 | 1.60 (5) |
C1G1—O4G2 | 1.43 (4) | O6G5—C6G5 | 1.46 (4) |
C1G1—C2G1 | 1.56 (4) | C1G6—O4G7 | 1.42 (2) |
C2G1—O2G1 | 1.42 (3) | C1G6—O5G6 | 1.43 (4) |
C2G1—C3G1 | 1.52 (2) | C1G6—C2G6 | 1.55 (3) |
C3G1—O3G1 | 1.42 (4) | C2G6—O2G6 | 1.42 (4) |
C3G1—C4G1 | 1.53 (3) | C2G6—C3G6 | 1.53 (2) |
C4G1—O4G1 | 1.44 (3) | C3G6—O3G6 | 1.42 (2) |
C4G1—C5G1 | 1.54 (4) | C3G6—C4G6 | 1.52 (3) |
C5G1—O5G1 | 1.43 (4) | C4G6—O4G6 | 1.44 (3) |
C5G1—C6G1 | 1.54 (4) | C4G6—C5G6 | 1.54 (3) |
O6G1—C6G1 | 1.42 (5) | C5G6—O5G6 | 1.43 (3) |
O4G1—C1G7 | 1.43 (2) | C5G6—C6G6 | 1.54 (4) |
C1G2—O5G2 | 1.43 (3) | O6G6—C6G6 | 1.41 (6) |
C1G2—O4G3 | 1.44 (4) | C1G7—O5G7 | 1.44 (3) |
C1G2—C2G2 | 1.55 (3) | C1G7—C2G7 | 1.55 (4) |
C2G2—O2G2 | 1.42 (3) | C2G7—O2G7 | 1.42 (4) |
C2G2—C3G2 | 1.52 (3) | C2G7—C3G7 | 1.53 (2) |
C3G2—O3G2 | 1.43 (3) | C3G7—O3G7 | 1.42 (3) |
C3G2—C4G2 | 1.53 (3) | C3G7—C4G7 | 1.53 (3) |
C4G2—O4G2 | 1.44 (4) | C4G7—O4G7 | 1.44 (3) |
C4G2—C5G2 | 1.55 (4) | C4G7—C5G7 | 1.54 (4) |
C5G2—O5G2 | 1.44 (4) | C5G7—O5G7 | 1.43 (3) |
C5G2—C6G2 | 1.53 (4) | C5G7—C6G7 | 1.53 (4) |
O6G2—C6G2 | 1.43 (7) | O6G7—C6G7 | 1.42 (5) |
C1G3—O5G3 | 1.43 (3) | O1—C10 | 1.31 (4) |
C1G3—O4G4 | 1.52 (3) | O2—H33 | 1.01 (2) |
C1G3—C2G3 | 1.55 (2) | O2—C10 | 1.29 (4) |
C2G3—O2G3 | 1.42 (2) | N3—H19 | 0.96 (3) |
C2G3—C3G3 | 1.52 (2) | N3—C4 | 1.43 (4) |
C3G3—O3G3 | 1.42 (2) | N3—C11 | 1.43 (4) |
C3G3—C4G3 | 1.53 (3) | C4—C9 | 1.41 (4) |
C4G3—O4G3 | 1.43 (3) | C4—C5 | 1.41 (3) |
C4G3—C5G3 | 1.54 (2) | C5—H29 | 0.962 (18) |
C5G3—O5G3 | 1.43 (3) | C5—C6 | 1.41 (3) |
C5G3—C6G3 | 1.56 (4) | C6—H30 | 0.961 (13) |
O6G3—C6G3 | 1.41 (5) | C6—C7 | 1.42 (3) |
C1G4—O5G4 | 1.44 (3) | C7—H31 | 0.960 (19) |
C1G4—O4G5 | 1.50 (3) | C7—C8 | 1.41 (3) |
C1G4—C2G4 | 1.54 (3) | C8—H32 | 0.96 (3) |
C2G4—O2G4 | 1.41 (3) | C8—C9 | 1.42 (3) |
C2G4—C3G4 | 1.52 (2) | C9—C10 | 1.50 (4) |
C3G4—O3G4 | 1.43 (3) | C11—C12 | 1.41 (4) |
C3G4—C4G4 | 1.52 (3) | C11—C16 | 1.43 (4) |
C4G4—O4G4 | 1.43 (3) | C12—H20 | 0.97 (3) |
C4G4—C5G4 | 1.53 (3) | C12—C13 | 1.41 (4) |
C5G4—O5G4 | 1.43 (2) | C13—H21 | 0.978 (18) |
C5G4—C6G4 | 1.56 (5) | C13—C14 | 1.40 (4) |
O6G4—C6G4 | 1.44 (5) | C14—H22 | 0.95 (2) |
C1G5—O5G5 | 1.42 (2) | C14—C15 | 1.39 (4) |
C1G5—O4G6 | 1.46 (3) | C15—C16 | 1.40 (4) |
C1G5—C2G5 | 1.54 (3) | C15—C18 | 1.51 (3) |
C2G5—O2G5 | 1.42 (3) | C16—C17 | 1.49 (4) |
C2G5—C3G5 | 1.52 (2) | C17—H26 | 0.880 (18) |
C3G5—O3G5 | 1.42 (3) | C17—H28 | 0.968 (18) |
C3G5—C4G5 | 1.53 (2) | C17—H27 | 0.980 (13) |
C4G5—O4G5 | 1.49 (3) | C18—H24 | 0.984 (14) |
C4G5—C5G5 | 1.53 (3) | C18—H23 | 0.998 (14) |
C5G5—O5G5 | 1.42 (2) | C18—H25 | 1.007 (17) |
O5G1—C1G1—O4G2 | 120 (3) | O4G7—C1G6—C2G6 | 104.8 (15) |
O5G1—C1G1—C2G1 | 112.0 (18) | O5G6—C1G6—C2G6 | 109.7 (15) |
O4G2—C1G1—C2G1 | 127 (2) | O2G6—C2G6—C3G6 | 113.6 (15) |
O2G1—C2G1—C3G1 | 113 (2) | O2G6—C2G6—C1G6 | 112.0 (16) |
O2G1—C2G1—C1G1 | 114.6 (17) | C3G6—C2G6—C1G6 | 111.8 (19) |
C3G1—C2G1—C1G1 | 116 (2) | O3G6—C3G6—C4G6 | 107.0 (13) |
O3G1—C3G1—C2G1 | 112 (2) | O3G6—C3G6—C2G6 | 113.1 (14) |
O3G1—C3G1—C4G1 | 111.9 (16) | C4G6—C3G6—C2G6 | 113.1 (14) |
C2G1—C3G1—C4G1 | 115 (2) | O4G6—C4G6—C3G6 | 133.1 (15) |
O4G1—C4G1—C3G1 | 105 (2) | O4G6—C4G6—C5G6 | 111.9 (18) |
O4G1—C4G1—C5G1 | 112 (2) | C3G6—C4G6—C5G6 | 114.9 (15) |
C3G1—C4G1—C5G1 | 113.4 (16) | O5G6—C5G6—C4G6 | 114 (2) |
O5G1—C5G1—C6G1 | 85 (2) | O5G6—C5G6—C6G6 | 108 (2) |
O5G1—C5G1—C4G1 | 111.2 (18) | C4G6—C5G6—C6G6 | 117 (2) |
C6G1—C5G1—C4G1 | 123 (2) | C1G6—O5G6—C5G6 | 113.2 (16) |
C1G1—O5G1—C5G1 | 111.2 (17) | O6G6—C6G6—C5G6 | 91 (3) |
O6G1—C6G1—C5G1 | 116 (3) | C4G6—O4G6—C1G5 | 161 (2) |
C1G7—O4G1—C4G1 | 80.3 (13) | O4G1—C1G7—O5G7 | 108 (2) |
O5G2—C1G2—O4G3 | 117 (2) | O4G1—C1G7—C2G7 | 92.9 (18) |
O5G2—C1G2—C2G2 | 108.9 (16) | O5G7—C1G7—C2G7 | 109.6 (17) |
O4G3—C1G2—C2G2 | 96 (2) | O2G7—C2G7—C3G7 | 112.7 (17) |
O2G2—C2G2—C3G2 | 113 (2) | O2G7—C2G7—C1G7 | 112.6 (18) |
O2G2—C2G2—C1G2 | 114 (2) | C3G7—C2G7—C1G7 | 111.6 (18) |
C3G2—C2G2—C1G2 | 113.7 (15) | O3G7—C3G7—C4G7 | 112.0 (16) |
O3G2—C3G2—C2G2 | 111 (2) | O3G7—C3G7—C2G7 | 114.0 (17) |
O3G2—C3G2—C4G2 | 110.0 (17) | C4G7—C3G7—C2G7 | 116.6 (17) |
C2G2—C3G2—C4G2 | 114.7 (18) | O4G7—C4G7—C3G7 | 121.8 (17) |
O4G2—C4G2—C3G2 | 117 (2) | O4G7—C4G7—C5G7 | 82.8 (18) |
O4G2—C4G2—C5G2 | 121 (2) | C3G7—C4G7—C5G7 | 115.9 (16) |
C3G2—C4G2—C5G2 | 119.3 (19) | O5G7—C5G7—C6G7 | 124 (2) |
O5G2—C5G2—C6G2 | 94 (3) | O5G7—C5G7—C4G7 | 116 (2) |
O5G2—C5G2—C4G2 | 114.8 (18) | C6G7—C5G7—C4G7 | 114.5 (17) |
C6G2—C5G2—C4G2 | 125 (2) | C5G7—O5G7—C1G7 | 110.3 (17) |
C1G2—O5G2—C5G2 | 111.9 (19) | O6G7—C6G7—C5G7 | 99 (3) |
O6G2—C6G2—C5G2 | 109 (3) | C1G6—O4G7—C4G7 | 96.4 (15) |
C1G1—O4G2—C4G2 | 153 (3) | H33—O2—C10 | 99 (3) |
O5G3—C1G3—O4G4 | 109.4 (16) | H19—N3—C4 | 105 (3) |
O5G3—C1G3—C2G3 | 110.2 (15) | H19—N3—C11 | 106 (3) |
O4G4—C1G3—C2G3 | 138.2 (17) | C4—N3—C11 | 149 (3) |
O2G3—C2G3—C3G3 | 113.2 (15) | C9—C4—C5 | 105 (2) |
O2G3—C2G3—C1G3 | 111.5 (12) | C9—C4—N3 | 128 (2) |
C3G3—C2G3—C1G3 | 109.1 (13) | C5—C4—N3 | 127 (3) |
O3G3—C3G3—C2G3 | 114.0 (15) | H29—C5—C4 | 111.1 (19) |
O3G3—C3G3—C4G3 | 113.1 (15) | H29—C5—C6 | 109.3 (18) |
C2G3—C3G3—C4G3 | 113.4 (15) | C4—C5—C6 | 136 (3) |
O4G3—C4G3—C3G3 | 109 (2) | H30—C6—C5 | 138 (2) |
O4G3—C4G3—C5G3 | 104.4 (18) | H30—C6—C7 | 109.0 (17) |
C3G3—C4G3—C5G3 | 113.6 (15) | C5—C6—C7 | 112.3 (14) |
O5G3—C5G3—C4G3 | 115.3 (16) | H31—C7—C8 | 109.6 (18) |
O5G3—C5G3—C6G3 | 82.1 (19) | H31—C7—C6 | 132 (2) |
C4G3—C5G3—C6G3 | 93.6 (18) | C8—C7—C6 | 116.4 (18) |
C5G3—O5G3—C1G3 | 112.0 (17) | H32—C8—C7 | 123 (2) |
O6G3—C6G3—C5G3 | 112 (3) | H32—C8—C9 | 110 (2) |
C4G3—O4G3—C1G2 | 100 (2) | C7—C8—C9 | 124 (2) |
O5G4—C1G4—O4G5 | 136 (2) | C4—C9—C8 | 124 (2) |
O5G4—C1G4—C2G4 | 109.4 (15) | C4—C9—C10 | 116 (2) |
O4G5—C1G4—C2G4 | 112 (2) | C8—C9—C10 | 120 (3) |
O2G4—C2G4—C3G4 | 113.7 (16) | O2—C10—O1 | 136 (3) |
O2G4—C2G4—C1G4 | 112.2 (14) | O2—C10—C9 | 92 (2) |
C3G4—C2G4—C1G4 | 111.8 (16) | O1—C10—C9 | 131 (3) |
O3G4—C3G4—C2G4 | 112.9 (15) | C12—C11—N3 | 104 (3) |
O3G4—C3G4—C4G4 | 111.8 (16) | C12—C11—C16 | 119 (3) |
C2G4—C3G4—C4G4 | 113.0 (13) | N3—C11—C16 | 137 (3) |
O4G4—C4G4—C3G4 | 80.9 (16) | H20—C12—C13 | 116 (3) |
O4G4—C4G4—C5G4 | 124 (2) | H20—C12—C11 | 124 (3) |
C3G4—C4G4—C5G4 | 114.7 (16) | C13—C12—C11 | 120 (2) |
O5G4—C5G4—C4G4 | 113.3 (17) | H21—C13—C14 | 120 (3) |
O5G4—C5G4—C6G4 | 92.7 (18) | H21—C13—C12 | 120 (3) |
C4G4—C5G4—C6G4 | 104 (2) | C14—C13—C12 | 118 (2) |
C5G4—O5G4—C1G4 | 112.2 (15) | H22—C14—C15 | 119 (2) |
O6G4—C6G4—C5G4 | 119 (3) | H22—C14—C13 | 116 (3) |
C4G4—O4G4—C1G3 | 135 (2) | C15—C14—C13 | 124 (2) |
O5G5—C1G5—O4G6 | 119.2 (17) | C14—C15—C16 | 117 (2) |
O5G5—C1G5—C2G5 | 110.6 (14) | C14—C15—C18 | 117 (2) |
O4G6—C1G5—C2G5 | 122.0 (16) | C16—C15—C18 | 125 (2) |
O2G5—C2G5—C3G5 | 115.0 (14) | C15—C16—C11 | 121 (3) |
O2G5—C2G5—C1G5 | 112.6 (15) | C15—C16—C17 | 117 (2) |
C3G5—C2G5—C1G5 | 113.4 (12) | C11—C16—C17 | 121 (2) |
O3G5—C3G5—C2G5 | 111.2 (13) | H26—C17—H28 | 127 (3) |
O3G5—C3G5—C4G5 | 112.2 (14) | H26—C17—H27 | 106.1 (17) |
C2G5—C3G5—C4G5 | 111.9 (14) | H26—C17—C16 | 113 (2) |
O4G5—C4G5—C3G5 | 112.2 (19) | H28—C17—H27 | 104.0 (16) |
O4G5—C4G5—C5G5 | 119.5 (17) | H28—C17—C16 | 103 (2) |
C3G5—C4G5—C5G5 | 112.7 (16) | H27—C17—C16 | 101 (2) |
O5G5—C5G5—C4G5 | 112.8 (15) | H24—C18—H23 | 107.9 (15) |
O5G5—C5G5—C6G5 | 110 (2) | H24—C18—H25 | 113.1 (16) |
C4G5—C5G5—C6G5 | 128 (2) | H24—C18—C15 | 104.0 (16) |
C5G5—O5G5—C1G5 | 111.3 (16) | H23—C18—H25 | 117.1 (13) |
O6G5—C6G5—C5G5 | 134 (4) | H23—C18—C15 | 105.6 (17) |
C4G5—O4G5—C1G4 | 153 (3) | H25—C18—C15 | 108.1 (17) |
O4G7—C1G6—O5G6 | 122 (2) | ||
O5G1—C1G1—C2G1—C3G1 | 42 (2) | C4G5—C5G5—O5G5—C1G5 | 61 (2) |
O5G1—C1G1—C2G1—O2G1 | 176.3 (16) | C6G5—C5G5—O5G5—C1G5 | −149 (3) |
O4G2—C1G1—C2G1—C3G1 | −125 (2) | C4G5—C5G5—C6G5—O6G5 | −169 (4) |
O4G2—C1G1—C2G1—O2G1 | 9 (3) | O5G5—C5G5—C6G5—O6G5 | 47 (6) |
C2G1—C1G1—O5G1—C5G1 | −60 (2) | O5G6—C1G6—C2G6—C3G6 | 56.7 (15) |
O4G2—C1G1—O5G1—C5G1 | 108 (3) | O5G6—C1G6—C2G6—O2G6 | −174.5 (16) |
C2G1—C1G1—O4G2—C4G2 | −175 (4) | O4G7—C1G6—C2G6—C3G6 | −76 (2) |
O5G1—C1G1—O4G2—C4G2 | 19 (6) | O4G7—C1G6—C2G6—O2G6 | 53 (2) |
C1G1—C2G1—C3G1—C4G1 | −30 (2) | C2G6—C1G6—O5G6—C5G6 | −62 (2) |
C1G1—C2G1—C3G1—O3G1 | −158.7 (15) | O4G7—C1G6—O5G6—C5G6 | 61 (2) |
O2G1—C2G1—C3G1—C4G1 | −164.7 (18) | C2G6—C1G6—O4G7—C4G7 | −117 (2) |
O2G1—C2G1—C3G1—O3G1 | 67 (2) | O5G6—C1G6—O4G7—C4G7 | 118 (2) |
C2G1—C3G1—C4G1—C5G1 | 34 (2) | C1G6—C2G6—C3G6—C4G6 | −44.5 (15) |
C2G1—C3G1—C4G1—O4G1 | 157.1 (18) | C1G6—C2G6—C3G6—O3G6 | −166.4 (12) |
O3G1—C3G1—C4G1—C5G1 | 163.0 (15) | O2G6—C2G6—C3G6—C4G6 | −172.5 (15) |
O3G1—C3G1—C4G1—O4G1 | −74 (2) | O2G6—C2G6—C3G6—O3G6 | 65.6 (17) |
C3G1—C4G1—C5G1—O5G1 | −51.8 (18) | C2G6—C3G6—C4G6—C5G6 | 37.2 (19) |
C3G1—C4G1—C5G1—C6G1 | −150 (2) | C2G6—C3G6—C4G6—O4G6 | −148 (2) |
O4G1—C4G1—C5G1—O5G1 | −170.1 (16) | O3G6—C3G6—C4G6—C5G6 | 162.4 (14) |
O4G1—C4G1—C5G1—C6G1 | 92 (3) | O3G6—C3G6—C4G6—O4G6 | −23 (3) |
C3G1—C4G1—O4G1—C1G7 | 126 (2) | C3G6—C4G6—C5G6—O5G6 | −42 (2) |
C5G1—C4G1—O4G1—C1G7 | −110 (2) | C3G6—C4G6—C5G6—C6G6 | −169 (2) |
C4G1—C5G1—O5G1—C1G1 | 66 (2) | O4G6—C4G6—C5G6—O5G6 | 142 (2) |
C6G1—C5G1—O5G1—C1G1 | −171 (2) | O4G6—C4G6—C5G6—C6G6 | 15 (3) |
C4G1—C5G1—C6G1—O6G1 | −152 (3) | C3G6—C4G6—O4G6—C1G5 | −156 (6) |
O5G1—C5G1—C6G1—O6G1 | 96 (4) | C5G6—C4G6—O4G6—C1G5 | 19 (8) |
C4G1—O4G1—C1G7—C2G7 | −126 (2) | C4G6—C5G6—O5G6—C1G6 | 55 (2) |
C4G1—O4G1—C1G7—O5G7 | 122 (2) | C6G6—C5G6—O5G6—C1G6 | −173 (2) |
O5G2—C1G2—C2G2—C3G2 | 57 (2) | C4G6—C5G6—C6G6—O6G6 | 34 (4) |
O5G2—C1G2—C2G2—O2G2 | −172 (2) | O5G6—C5G6—C6G6—O6G6 | −96 (3) |
O4G3—C1G2—C2G2—C3G2 | −65 (2) | O4G1—C1G7—C2G7—C3G7 | −54 (2) |
O4G3—C1G2—C2G2—O2G2 | 66 (2) | O4G1—C1G7—C2G7—O2G7 | 74 (2) |
C2G2—C1G2—O5G2—C5G2 | −68 (2) | O5G7—C1G7—C2G7—C3G7 | 56.7 (17) |
O4G3—C1G2—O5G2—C5G2 | 40 (3) | O5G7—C1G7—C2G7—O2G7 | −175.4 (14) |
C2G2—C1G2—O4G3—C4G3 | −113 (2) | O4G1—C1G7—O5G7—C5G7 | 31 (3) |
O5G2—C1G2—O4G3—C4G3 | 132 (2) | C2G7—C1G7—O5G7—C5G7 | −69 (2) |
C1G2—C2G2—C3G2—C4G2 | −28 (2) | C1G7—C2G7—C3G7—C4G7 | −32 (2) |
C1G2—C2G2—C3G2—O3G2 | −153.3 (17) | C1G7—C2G7—C3G7—O3G7 | −165.0 (15) |
O2G2—C2G2—C3G2—C4G2 | −159.5 (16) | O2G7—C2G7—C3G7—C4G7 | −159.8 (18) |
O2G2—C2G2—C3G2—O3G2 | 75 (2) | O2G7—C2G7—C3G7—O3G7 | 67 (2) |
C2G2—C3G2—C4G2—C5G2 | 11 (2) | C2G7—C3G7—C4G7—C5G7 | 19 (2) |
C2G2—C3G2—C4G2—O4G2 | 171 (2) | C2G7—C3G7—C4G7—O4G7 | 116.6 (19) |
O3G2—C3G2—C4G2—C5G2 | 136 (2) | O3G7—C3G7—C4G7—C5G7 | 152.6 (15) |
O3G2—C3G2—C4G2—O4G2 | −63 (3) | O3G7—C3G7—C4G7—O4G7 | −109 (2) |
C3G2—C4G2—C5G2—O5G2 | −20 (2) | C3G7—C4G7—C5G7—O5G7 | −29 (2) |
C3G2—C4G2—C5G2—C6G2 | −136 (3) | C3G7—C4G7—C5G7—C6G7 | 126 (2) |
O4G2—C4G2—C5G2—O5G2 | 180 (2) | O4G7—C4G7—C5G7—O5G7 | −151 (2) |
O4G2—C4G2—C5G2—C6G2 | 64 (4) | O4G7—C4G7—C5G7—C6G7 | 4 (2) |
C3G2—C4G2—O4G2—C1G1 | 157 (5) | C3G7—C4G7—O4G7—C1G6 | 118 (2) |
C5G2—C4G2—O4G2—C1G1 | −43 (6) | C5G7—C4G7—O4G7—C1G6 | −126 (2) |
C4G2—C5G2—O5G2—C1G2 | 50 (2) | C4G7—C5G7—O5G7—C1G7 | 55 (3) |
C6G2—C5G2—O5G2—C1G2 | −178 (2) | C6G7—C5G7—O5G7—C1G7 | −97 (3) |
C4G2—C5G2—C6G2—O6G2 | −132 (3) | C4G7—C5G7—C6G7—O6G7 | 105 (3) |
O5G2—C5G2—C6G2—O6G2 | 103 (4) | O5G7—C5G7—C6G7—O6G7 | −102 (3) |
O5G3—C1G3—C2G3—C3G3 | 61.7 (19) | H33—O2—C10—O1 | −88 (5) |
O5G3—C1G3—C2G3—O2G3 | −172.5 (16) | H33—O2—C10—C9 | 99 (3) |
O4G4—C1G3—C2G3—C3G3 | −138 (2) | C11—N3—C4—C5 | −48 (8) |
O4G4—C1G3—C2G3—O2G3 | −12 (3) | C11—N3—C4—C9 | 134 (6) |
C2G3—C1G3—O5G3—C5G3 | −64 (2) | H19—N3—C4—C5 | 123 (4) |
O4G4—C1G3—O5G3—C5G3 | 130 (2) | H19—N3—C4—C9 | −56 (5) |
C2G3—C1G3—O4G4—C4G4 | −145 (3) | C4—N3—C11—C12 | −57 (7) |
O5G3—C1G3—O4G4—C4G4 | 15 (4) | C4—N3—C11—C16 | 116 (6) |
C1G3—C2G3—C3G3—C4G3 | −49.2 (17) | H19—N3—C11—C12 | 133 (3) |
C1G3—C2G3—C3G3—O3G3 | 179.5 (16) | H19—N3—C11—C16 | −54 (5) |
O2G3—C2G3—C3G3—C4G3 | −174.0 (12) | N3—C4—C5—C6 | 160 (4) |
O2G3—C2G3—C3G3—O3G3 | 54.7 (19) | N3—C4—C5—H29 | 6 (6) |
C2G3—C3G3—C4G3—C5G3 | 38.8 (19) | C9—C4—C5—C6 | −21 (5) |
C2G3—C3G3—C4G3—O4G3 | 154.8 (16) | C9—C4—C5—H29 | −175 (3) |
O3G3—C3G3—C4G3—C5G3 | 170.5 (16) | N3—C4—C9—C8 | −169 (3) |
O3G3—C3G3—C4G3—O4G3 | −74 (2) | N3—C4—C9—C10 | 2 (6) |
C3G3—C4G3—C5G3—O5G3 | −40 (2) | C5—C4—C9—C8 | 12 (5) |
C3G3—C4G3—C5G3—C6G3 | −122.5 (19) | C5—C4—C9—C10 | −176 (3) |
O4G3—C4G3—C5G3—O5G3 | −158 (2) | C4—C5—C6—C7 | 16 (6) |
O4G3—C4G3—C5G3—C6G3 | 119 (2) | C4—C5—C6—H30 | −173 (4) |
C3G3—C4G3—O4G3—C1G2 | 149.2 (17) | H29—C5—C6—C7 | 170 (3) |
C5G3—C4G3—O4G3—C1G2 | −89 (2) | H29—C5—C6—H30 | −19 (7) |
C4G3—C5G3—O5G3—C1G3 | 53 (2) | C5—C6—C7—C8 | 0 (4) |
C6G3—C5G3—O5G3—C1G3 | 143 (2) | C5—C6—C7—H31 | 163 (4) |
C4G3—C5G3—C6G3—O6G3 | −73 (3) | H30—C6—C7—C8 | −174 (3) |
O5G3—C5G3—C6G3—O6G3 | 172 (3) | H30—C6—C7—H31 | −11 (6) |
O5G4—C1G4—C2G4—C3G4 | 57 (2) | C6—C7—C8—C9 | −5 (5) |
O5G4—C1G4—C2G4—O2G4 | −173.6 (18) | C6—C7—C8—H32 | −165 (3) |
O4G5—C1G4—C2G4—C3G4 | −110 (2) | H31—C7—C8—C9 | −172 (3) |
O4G5—C1G4—C2G4—O2G4 | 19 (3) | H31—C7—C8—H32 | 29 (5) |
C2G4—C1G4—O5G4—C5G4 | −64 (2) | C7—C8—C9—C4 | −2 (5) |
O4G5—C1G4—O5G4—C5G4 | 98 (3) | C7—C8—C9—C10 | −173 (3) |
C2G4—C1G4—O4G5—C4G5 | −163 (5) | H32—C8—C9—C4 | 160 (3) |
O5G4—C1G4—O4G5—C4G5 | 34 (7) | H32—C8—C9—C10 | −11 (4) |
C1G4—C2G4—C3G4—C4G4 | −44 (2) | C4—C9—C10—O1 | 15 (6) |
C1G4—C2G4—C3G4—O3G4 | −172.2 (15) | C4—C9—C10—O2 | −172 (3) |
O2G4—C2G4—C3G4—C4G4 | −172.4 (17) | C8—C9—C10—O1 | −173 (4) |
O2G4—C2G4—C3G4—O3G4 | 60 (2) | C8—C9—C10—O2 | 0 (4) |
C2G4—C3G4—C4G4—C5G4 | 37 (2) | N3—C11—C12—C13 | 176 (3) |
C2G4—C3G4—C4G4—O4G4 | 160.4 (19) | N3—C11—C12—H20 | −6 (4) |
O3G4—C3G4—C4G4—C5G4 | 165.8 (15) | C16—C11—C12—C13 | 2 (4) |
O3G4—C3G4—C4G4—O4G4 | −71.0 (18) | C16—C11—C12—H20 | 179 (3) |
C3G4—C4G4—C5G4—O5G4 | −43 (2) | N3—C11—C16—C15 | −179 (3) |
C3G4—C4G4—C5G4—C6G4 | −142 (2) | N3—C11—C16—C17 | 11 (5) |
O4G4—C4G4—C5G4—O5G4 | −139 (2) | C12—C11—C16—C15 | −7 (4) |
O4G4—C4G4—C5G4—C6G4 | 122 (3) | C12—C11—C16—C17 | −177 (3) |
C3G4—C4G4—O4G4—C1G3 | 172 (3) | C11—C12—C13—C14 | 4 (4) |
C5G4—C4G4—O4G4—C1G3 | −74 (4) | C11—C12—C13—H21 | 170 (3) |
C4G4—C5G4—O5G4—C1G4 | 57 (2) | H20—C12—C13—C14 | −173 (3) |
C6G4—C5G4—O5G4—C1G4 | 164 (2) | H20—C12—C13—H21 | −7 (5) |
C4G4—C5G4—C6G4—O6G4 | −110 (3) | C12—C13—C14—C15 | −6 (5) |
O5G4—C5G4—C6G4—O6G4 | 135 (3) | C12—C13—C14—H22 | −176 (3) |
O5G5—C1G5—C2G5—C3G5 | 53.4 (17) | H21—C13—C14—C15 | −172 (3) |
O5G5—C1G5—C2G5—O2G5 | −173.8 (14) | H21—C13—C14—H22 | 18 (5) |
O4G6—C1G5—C2G5—C3G5 | −95 (2) | C13—C14—C15—C16 | 2 (5) |
O4G6—C1G5—C2G5—O2G5 | 38 (2) | C13—C14—C15—C18 | −173 (3) |
C2G5—C1G5—O5G5—C5G5 | −61.8 (18) | H22—C14—C15—C16 | 171 (3) |
O4G6—C1G5—O5G5—C5G5 | 87 (2) | H22—C14—C15—C18 | −4 (4) |
C2G5—C1G5—O4G6—C4G6 | 167 (7) | C14—C15—C16—C11 | 5 (4) |
O5G5—C1G5—O4G6—C4G6 | 22 (9) | C14—C15—C16—C17 | 176 (2) |
C1G5—C2G5—C3G5—C4G5 | −43.3 (18) | C18—C15—C16—C11 | 179 (2) |
C1G5—C2G5—C3G5—O3G5 | −169.6 (13) | C18—C15—C16—C17 | −10 (4) |
O2G5—C2G5—C3G5—C4G5 | −175.0 (16) | C14—C15—C18—H23 | −131 (2) |
O2G5—C2G5—C3G5—O3G5 | 59 (2) | C14—C15—C18—H24 | 116 (3) |
C2G5—C3G5—C4G5—C5G5 | 41.5 (18) | C14—C15—C18—H25 | −4 (3) |
C2G5—C3G5—C4G5—O4G5 | 179.9 (18) | C16—C15—C18—H23 | 56 (3) |
O3G5—C3G5—C4G5—C5G5 | 167.3 (14) | C16—C15—C18—H24 | −58 (3) |
O3G5—C3G5—C4G5—O4G5 | −54 (2) | C16—C15—C18—H25 | −178 (2) |
C3G5—C4G5—C5G5—O5G5 | −51 (2) | C11—C16—C17—H26 | 128 (3) |
C3G5—C4G5—C5G5—C6G5 | 166 (3) | C11—C16—C17—H27 | 15 (3) |
O4G5—C4G5—C5G5—O5G5 | 174 (2) | C11—C16—C17—H28 | −92 (3) |
O4G5—C4G5—C5G5—C6G5 | 31 (4) | C15—C16—C17—H26 | −43 (3) |
C3G5—C4G5—O4G5—C1G4 | 162 (5) | C15—C16—C17—H27 | −156 (2) |
C5G5—C4G5—O4G5—C1G4 | −62 (6) | C15—C16—C17—H28 | 97 (3) |
Crystal data top
C55.5H13.5N.9O36.8 | V = 3637.7 (2) Å3 |
Mr = 1281.59 | Z = 2 |
Monoclinic, P_1_21_1 | Dx = 1.17 Mg m−3 |
Hall symbol: p_2yb | Synchrotron radiation, λ = 0.800807 Å |
a = 15.4797 (5) Å | T = 295 K |
b = 25.5892 (10) Å | white |
c = 9.2973 (4) Å | cylinder, ? × 1 mm |
β = 98.976 (3)° |
Data collection top
ESRF BM16 diffractometer | Data collection mode: transmission |
Si(111) double monochromator | Scan method: continuous |
Specimen mounting: packed powder pellet | 2θmin = 3.205°, 2θmax = 39.995°, 2θstep = 0.005° |
Refinement top
Rp = 0.112 | 7359 data points |
Rwp = 0.157 | 141 parameters |
Rexp = 0.024 | 126 restraints |
χ2 = 50.126 | (Δ/σ)max = 0.24 |
Crystal data top
C55.5H13.5N.9O36.8 | β = 98.976 (3)° |
Mr = 1281.59 | V = 3637.7 (2) Å3 |
Monoclinic, P_1_21_1 | Z = 2 |
a = 15.4797 (5) Å | Synchrotron radiation, λ = 0.800807 Å |
b = 25.5892 (10) Å | T = 295 K |
c = 9.2973 (4) Å | cylinder, ? × 1 mm |
Data collection top
ESRF BM16 diffractometer | Scan method: continuous |
Specimen mounting: packed powder pellet | 2θmin = 3.205°, 2θmax = 39.995°, 2θstep = 0.005° |
Data collection mode: transmission |
Refinement top
Rp = 0.112 | 7359 data points |
Rwp = 0.157 | 141 parameters |
Rexp = 0.024 | 126 restraints |
χ2 = 50.126 | (Δ/σ)max = 0.24 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
C1G1 | 0.0863 (13) | 0.7829 (9) | 0.009 (3) | 0.05794* | |
C2G1 | 0.1279 (12) | 0.7796 (9) | −0.133 (3) | 0.05794* | |
C3G1 | 0.2253 (12) | 0.7678 (8) | −0.111 (3) | 0.05794* | |
C4G1 | 0.2763 (12) | 0.7879 (8) | 0.031 (3) | 0.05794* | |
C5G1 | 0.2238 (17) | 0.7859 (8) | 0.159 (3) | 0.05794* | |
O2G1 | 0.0793 (14) | 0.7495 (9) | −0.246 (3) | 0.05131* | |
O3G1 | 0.2642 (15) | 0.7837 (9) | −0.233 (3) | 0.05131* | |
O5G1 | 0.1406 (17) | 0.8108 (8) | 0.121 (3) | 0.05131* | |
O6G1 | 0.258 (4) | 0.8674 (16) | 0.302 (5) | 0.05131* | |
C6G1 | 0.231 (5) | 0.814 (2) | 0.308 (4) | 0.05794* | |
O4G1 | 0.3546 (15) | 0.7782 (15) | −0.021 (3) | 0.05131* | |
C1G2 | −0.1051 (18) | 0.6759 (10) | 0.289 (2) | 0.05794* | |
C2G2 | −0.1817 (14) | 0.6892 (10) | 0.167 (3) | 0.05794* | |
C3G2 | −0.1529 (15) | 0.7113 (9) | 0.030 (3) | 0.05794* | |
C4G2 | −0.0658 (16) | 0.7404 (9) | 0.056 (3) | 0.05794* | |
C5G2 | −0.0079 (14) | 0.7371 (9) | 0.207 (3) | 0.05794* | |
O2G2 | −0.2441 (13) | 0.6483 (10) | 0.136 (4) | 0.05131* | |
O3G2 | −0.2192 (18) | 0.7438 (10) | −0.047 (3) | 0.05131* | |
O5G2 | −0.0532 (19) | 0.7218 (10) | 0.324 (3) | 0.05131* | |
O6G2 | 0.115 (3) | 0.7882 (19) | 0.293 (6) | 0.05131* | |
C6G2 | 0.032 (3) | 0.7736 (19) | 0.329 (5) | 0.05794* | |
O4G2 | 0.0237 (18) | 0.7457 (13) | 0.040 (5) | 0.05131* | |
C1G3 | −0.0612 (11) | 0.5010 (10) | 0.417 (2) | 0.05794* | |
C2G3 | −0.1516 (10) | 0.4909 (10) | 0.3243 (19) | 0.05794* | |
C3G3 | −0.1818 (13) | 0.5403 (10) | 0.240 (2) | 0.05794* | |
C4G3 | −0.1746 (12) | 0.5894 (10) | 0.334 (2) | 0.05794* | |
C5G3 | −0.0919 (12) | 0.5908 (10) | 0.450 (2) | 0.05794* | |
O2G3 | −0.1500 (10) | 0.4462 (10) | 0.2336 (18) | 0.05131* | |
O3G3 | −0.2643 (17) | 0.5354 (11) | 0.150 (3) | 0.05131* | |
O5G3 | −0.0674 (15) | 0.5419 (10) | 0.520 (2) | 0.05131* | |
O6G3 | −0.047 (3) | 0.587 (2) | 0.716 (4) | 0.05131* | |
C6G3 | −0.121 (2) | 0.5931 (15) | 0.602 (3) | 0.05794* | |
O4G3 | −0.1029 (16) | 0.6189 (11) | 0.292 (5) | 0.05131* | |
C1G4 | 0.2368 (12) | 0.4421 (11) | 0.741 (3) | 0.05794* | |
C2G4 | 0.1779 (12) | 0.3957 (10) | 0.681 (2) | 0.05794* | |
C3G4 | 0.0941 (13) | 0.4140 (9) | 0.5873 (19) | 0.05794* | |
C4G4 | 0.0515 (14) | 0.4600 (10) | 0.654 (3) | 0.05794* | |
C5G4 | 0.1157 (14) | 0.4997 (10) | 0.733 (2) | 0.05794* | |
O2G4 | 0.2240 (11) | 0.3577 (11) | 0.612 (3) | 0.05131* | |
O3G4 | 0.0335 (11) | 0.3726 (10) | 0.547 (2) | 0.05131* | |
O5G4 | 0.1889 (13) | 0.4762 (10) | 0.8221 (19) | 0.05131* | |
O6G4 | 0.0094 (19) | 0.5406 (19) | 0.896 (5) | 0.05131* | |
C6G4 | 0.082 (3) | 0.5059 (15) | 0.883 (3) | 0.05794* | |
O4G4 | −0.017 (2) | 0.4695 (12) | 0.534 (3) | 0.05131* | |
C1G5 | 0.5555 (14) | 0.5057 (11) | 0.583 (3) | 0.05794* | |
C2G5 | 0.5382 (11) | 0.4475 (10) | 0.610 (3) | 0.05794* | |
C3G5 | 0.4417 (11) | 0.4332 (10) | 0.585 (2) | 0.05794* | |
C4G5 | 0.3862 (12) | 0.4740 (11) | 0.648 (3) | 0.05794* | |
C5G5 | 0.4146 (13) | 0.5301 (10) | 0.622 (3) | 0.05794* | |
O2G5 | 0.5927 (11) | 0.4136 (12) | 0.544 (4) | 0.05131* | |
O3G5 | 0.4279 (14) | 0.3820 (10) | 0.636 (2) | 0.05131* | |
O5G5 | 0.5061 (13) | 0.5382 (10) | 0.665 (3) | 0.05131* | |
O6G5 | 0.3548 (12) | 0.6286 (13) | 0.667 (2) | 0.05131* | |
C6G5 | 0.3653 (17) | 0.5741 (14) | 0.704 (2) | 0.05794* | |
O4G5 | 0.304 (2) | 0.4415 (14) | 0.640 (4) | 0.05131* | |
C1G6 | 0.6048 (9) | 0.6559 (9) | 0.320 (3) | 0.05794* | |
C2G6 | 0.5745 (11) | 0.6151 (9) | 0.200 (2) | 0.05794* | |
C3G6 | 0.5487 (9) | 0.5634 (9) | 0.263 (2) | 0.05794* | |
C4G6 | 0.6133 (11) | 0.5455 (10) | 0.394 (3) | 0.05794* | |
C5G6 | 0.6527 (15) | 0.5897 (11) | 0.496 (3) | 0.05794* | |
O2G6 | 0.5094 (15) | 0.6356 (10) | 0.089 (3) | 0.05131* | |
O3G6 | 0.5343 (10) | 0.5231 (9) | 0.156 (2) | 0.05131* | |
O5G6 | 0.6760 (11) | 0.6352 (10) | 0.421 (3) | 0.05131* | |
O6G6 | 0.648 (3) | 0.6331 (19) | 0.737 (5) | 0.05131* | |
C6G6 | 0.614 (4) | 0.591 (2) | 0.641 (5) | 0.05794* | |
O4G6 | 0.5369 (14) | 0.5348 (15) | 0.451 (3) | 0.05131* | |
C1G7 | 0.4190 (13) | 0.8009 (8) | 0.080 (3) | 0.05794* | |
C2G7 | 0.4749 (12) | 0.7878 (9) | −0.040 (2) | 0.05794* | |
C3G7 | 0.5274 (11) | 0.7376 (9) | −0.006 (2) | 0.05794* | |
C4G7 | 0.5576 (13) | 0.7253 (9) | 0.154 (3) | 0.05794* | |
C5G7 | 0.5090 (18) | 0.7542 (9) | 0.263 (2) | 0.05794* | |
O2G7 | 0.4248 (15) | 0.7875 (9) | −0.183 (2) | 0.05131* | |
O3G7 | 0.5954 (13) | 0.7304 (9) | −0.091 (3) | 0.05131* | |
O5G7 | 0.4747 (17) | 0.8045 (9) | 0.218 (2) | 0.05131* | |
O6G7 | 0.435 (3) | 0.7441 (19) | 0.474 (5) | 0.05131* | |
C6G7 | 0.4207 (18) | 0.750 (3) | 0.321 (4) | 0.05794* | |
O4G7 | 0.6084 (13) | 0.6800 (10) | 0.184 (3) | 0.05131* | |
O1 | 0.157 (2) | 0.579 (2) | −0.092 (5) | 0.05131* | .90000 |
O2 | 0.275 (3) | 0.615 (2) | −0.134 (2) | 0.05131* | .90000 |
N3 | 0.282 (2) | 0.5182 (14) | 0.083 (3) | 0.05131* | .90000 |
C4 | 0.274 (3) | 0.5501 (12) | 0.203 (3) | 0.05794* | .90000 |
C5 | 0.284 (3) | 0.5553 (8) | 0.354 (4) | 0.05794* | .90000 |
C6 | 0.257 (3) | 0.6014 (14) | 0.4155 (14) | 0.05794* | .90000 |
C7 | 0.238 (3) | 0.6460 (9) | 0.327 (3) | 0.05794* | .90000 |
C8 | 0.227 (3) | 0.6403 (9) | 0.175 (3) | 0.05794* | .90000 |
C9 | 0.259 (2) | 0.5946 (12) | 0.116 (3) | 0.05794* | .90000 |
C10 | 0.2337 (18) | 0.590 (2) | −0.045 (3) | 0.05794* | .90000 |
C11 | 0.3303 (17) | 0.4712 (11) | 0.110 (4) | 0.05794* | .90000 |
C12 | 0.4131 (17) | 0.4834 (10) | 0.071 (4) | 0.05794* | .90000 |
C13 | 0.4840 (11) | 0.4492 (12) | 0.102 (4) | 0.05794* | .90000 |
C14 | 0.4713 (14) | 0.4035 (10) | 0.184 (4) | 0.05794* | .90000 |
C15 | 0.3891 (13) | 0.3904 (10) | 0.223 (4) | 0.05794* | .90000 |
C16 | 0.3148 (14) | 0.4233 (10) | 0.178 (4) | 0.05794* | .90000 |
C17 | 0.2285 (16) | 0.4139 (5) | 0.2259 (19) | 0.05794* | .90000 |
C18 | 0.3801 (7) | 0.3390 (7) | 0.2957 (15) | 0.05794* | .90000 |
H19 | 0.24818 | 0.51328 | −0.01763 | 0.07000* | .90000 |
H20 | 0.43575 | 0.51281 | 0.01846 | 0.07000* | .90000 |
H21 | 0.54537 | 0.45014 | 0.07931 | 0.07000* | .90000 |
H22 | 0.51717 | 0.37639 | 0.21026 | 0.07000* | .90000 |
H23 | 0.32638 | 0.31938 | 0.24508 | 0.07000* | .90000 |
H24 | 0.36473 | 0.34973 | 0.39173 | 0.07000* | .90000 |
H25 | 0.43634 | 0.31841 | 0.30777 | 0.07000* | .90000 |
H26 | 0.21699 | 0.37912 | 0.18440 | 0.07000* | .90000 |
H27 | 0.19665 | 0.43460 | 0.14430 | 0.07000* | .90000 |
H28 | 0.23174 | 0.42652 | 0.30674 | 0.07000* | .90000 |
H29 | 0.29757 | 0.52031 | 0.40032 | 0.07000* | .90000 |
H30 | 0.26129 | 0.59614 | 0.52356 | 0.07000* | .90000 |
H31 | 0.22023 | 0.67597 | 0.38475 | 0.07000* | .90000 |
H32 | 0.20439 | 0.67289 | 0.12240 | 0.07000* | .90000 |
H33 | 0.25044 | 0.61290 | −0.23520 | 0.07000* | .90000 |
Geometric parameters (Å, º) top
C1G1—O4G2 | 1.42 (4) | C5G5—C6G5 | 1.62 (4) |
C1G1—O5G1 | 1.43 (3) | O6G5—C6G5 | 1.44 (5) |
C1G1—C2G1 | 1.56 (4) | C1G6—O4G7 | 1.41 (3) |
C2G1—O2G1 | 1.42 (3) | C1G6—O5G6 | 1.43 (3) |
C2G1—C3G1 | 1.52 (3) | C1G6—C2G6 | 1.55 (3) |
C3G1—O3G1 | 1.42 (4) | C2G6—O2G6 | 1.42 (3) |
C3G1—C4G1 | 1.52 (3) | C2G6—C3G6 | 1.53 (3) |
C4G1—O4G1 | 1.40 (3) | C3G6—O3G6 | 1.42 (3) |
C4G1—C5G1 | 1.54 (4) | C3G6—C4G6 | 1.52 (3) |
C5G1—O5G1 | 1.43 (3) | C4G6—O4G6 | 1.40 (3) |
C5G1—C6G1 | 1.56 (5) | C4G6—C5G6 | 1.54 (4) |
O6G1—C6G1 | 1.43 (7) | C5G6—O5G6 | 1.43 (4) |
O4G1—C1G7 | 1.39 (3) | C5G6—C6G6 | 1.56 (6) |
C1G2—O5G2 | 1.43 (4) | O6G6—C6G6 | 1.44 (7) |
C1G2—O4G3 | 1.46 (4) | C1G7—O5G7 | 1.43 (3) |
C1G2—C2G2 | 1.55 (3) | C1G7—C2G7 | 1.55 (3) |
C2G2—O2G2 | 1.42 (3) | C2G7—O2G7 | 1.43 (3) |
C2G2—C3G2 | 1.52 (4) | C2G7—C3G7 | 1.53 (3) |
C3G2—O3G2 | 1.42 (3) | C3G7—O3G7 | 1.42 (3) |
C3G2—C4G2 | 1.53 (3) | C3G7—C4G7 | 1.53 (3) |
C4G2—O4G2 | 1.42 (4) | C4G7—O4G7 | 1.40 (3) |
C4G2—C5G2 | 1.54 (4) | C4G7—C5G7 | 1.54 (3) |
C5G2—O5G2 | 1.44 (4) | C5G7—O5G7 | 1.43 (3) |
C5G2—C6G2 | 1.52 (5) | C5G7—C6G7 | 1.55 (4) |
O6G2—C6G2 | 1.43 (6) | O6G7—C6G7 | 1.41 (6) |
C1G3—O5G3 | 1.44 (3) | O1—C10 | 1.24 (4) |
C1G3—O4G4 | 1.44 (4) | O2—H33 | 0.96 (2) |
C1G3—C2G3 | 1.54 (2) | O2—C10 | 1.29 (5) |
C2G3—O2G3 | 1.42 (3) | N3—H19 | 1.01 (3) |
C2G3—C3G3 | 1.52 (3) | N3—C4 | 1.40 (4) |
C3G3—O3G3 | 1.42 (3) | N3—C11 | 1.41 (5) |
C3G3—C4G3 | 1.53 (3) | C4—C5 | 1.39 (5) |
C4G3—O4G3 | 1.45 (4) | C4—C9 | 1.40 (4) |
C4G3—C5G3 | 1.54 (3) | C5—H29 | 1.00 (2) |
C5G3—O5G3 | 1.43 (3) | C5—C6 | 1.40 (4) |
C5G3—C6G3 | 1.55 (4) | C6—H30 | 1.006 (14) |
C5G3—O4G3 | 1.62 (5) | C6—C7 | 1.41 (4) |
O6G3—C6G3 | 1.44 (5) | C7—H31 | 1.00 (3) |
C1G4—O5G4 | 1.43 (3) | C7—C8 | 1.40 (4) |
C1G4—O4G5 | 1.51 (4) | C8—H32 | 1.00 (3) |
C1G4—C2G4 | 1.55 (3) | C8—C9 | 1.41 (4) |
C2G4—O2G4 | 1.42 (4) | C9—C10 | 1.49 (4) |
C2G4—C3G4 | 1.52 (3) | C11—C16 | 1.42 (4) |
C3G4—O3G4 | 1.43 (3) | C11—C12 | 1.42 (4) |
C3G4—C4G4 | 1.53 (3) | C12—H20 | 0.99 (3) |
C4G4—O4G4 | 1.43 (4) | C12—C13 | 1.40 (3) |
C4G4—C5G4 | 1.53 (3) | C13—H21 | 1.01 (2) |
C5G4—O5G4 | 1.43 (3) | C13—C14 | 1.43 (4) |
C5G4—C6G4 | 1.58 (4) | C14—H22 | 1.00 (2) |
O6G4—C6G4 | 1.45 (6) | C14—C15 | 1.42 (4) |
C1G5—O4G6 | 1.42 (4) | C15—C16 | 1.43 (3) |
C1G5—O5G5 | 1.43 (4) | C15—C18 | 1.50 (3) |
C1G5—C2G5 | 1.54 (4) | C16—C17 | 1.49 (4) |
C2G5—O2G5 | 1.42 (4) | C17—H28 | 0.812 (17) |
C2G5—C3G5 | 1.52 (2) | C17—H26 | 0.975 (14) |
C3G5—O3G5 | 1.42 (4) | C17—H27 | 0.991 (17) |
C3G5—C4G5 | 1.53 (3) | C18—H24 | 0.998 (14) |
C4G5—O4G5 | 1.51 (4) | C18—H25 | 1.009 (13) |
C4G5—C5G5 | 1.53 (4) | C18—H23 | 1.021 (13) |
C5G5—O5G5 | 1.43 (3) | ||
O4G2—C1G1—O5G1 | 122 (3) | O6G5—C6G5—C5G5 | 127 (2) |
O4G2—C1G1—C2G1 | 122 (3) | C1G4—O4G5—C4G5 | 128 (3) |
O5G1—C1G1—C2G1 | 112 (2) | O4G7—C1G6—O5G6 | 127.7 (17) |
O2G1—C2G1—C3G1 | 113 (2) | O4G7—C1G6—C2G6 | 72.5 (17) |
O2G1—C2G1—C1G1 | 114.5 (19) | O5G6—C1G6—C2G6 | 109.8 (19) |
C3G1—C2G1—C1G1 | 115.4 (19) | O2G6—C2G6—C3G6 | 113.5 (17) |
O3G1—C3G1—C2G1 | 112 (2) | O2G6—C2G6—C1G6 | 112 (2) |
O3G1—C3G1—C4G1 | 111.7 (18) | C3G6—C2G6—C1G6 | 112.0 (18) |
C2G1—C3G1—C4G1 | 115 (2) | O3G6—C3G6—C4G6 | 110.5 (19) |
O4G1—C4G1—C3G1 | 90 (2) | O3G6—C3G6—C2G6 | 112.6 (18) |
O4G1—C4G1—C5G1 | 149 (2) | C4G6—C3G6—C2G6 | 113.0 (15) |
C3G1—C4G1—C5G1 | 113.2 (17) | O4G6—C4G6—C3G6 | 82.8 (16) |
O5G1—C5G1—C4G1 | 111 (2) | O4G6—C4G6—C5G6 | 101 (2) |
O5G1—C5G1—C6G1 | 87 (3) | C3G6—C4G6—C5G6 | 115 (2) |
C4G1—C5G1—C6G1 | 134 (3) | O5G6—C5G6—C4G6 | 114 (2) |
C1G1—O5G1—C5G1 | 111 (2) | O5G6—C5G6—C6G6 | 124 (3) |
O6G1—C6G1—C5G1 | 113 (4) | C4G6—C5G6—C6G6 | 112 (3) |
C1G7—O4G1—C4G1 | 105 (2) | C5G6—O5G6—C1G6 | 113.1 (17) |
O5G2—C1G2—O4G3 | 144 (2) | O6G6—C6G6—C5G6 | 114 (4) |
O5G2—C1G2—C2G2 | 109 (2) | C4G6—O4G6—C1G5 | 111 (2) |
O4G3—C1G2—C2G2 | 104 (2) | O4G1—C1G7—O5G7 | 154 (2) |
O2G2—C2G2—C3G2 | 113 (2) | O4G1—C1G7—C2G7 | 81.1 (18) |
O2G2—C2G2—C1G2 | 114 (2) | O5G7—C1G7—C2G7 | 109.4 (18) |
C3G2—C2G2—C1G2 | 114 (2) | O2G7—C2G7—C3G7 | 112.5 (19) |
O3G2—C3G2—C2G2 | 111 (2) | O2G7—C2G7—C1G7 | 112.6 (17) |
O3G2—C3G2—C4G2 | 110 (2) | C3G7—C2G7—C1G7 | 111.9 (17) |
C2G2—C3G2—C4G2 | 114.6 (19) | O3G7—C3G7—C2G7 | 114 (2) |
O4G2—C4G2—C3G2 | 152 (3) | O3G7—C3G7—C4G7 | 112.1 (17) |
O4G2—C4G2—C5G2 | 70 (2) | C2G7—C3G7—C4G7 | 116.6 (19) |
C3G2—C4G2—C5G2 | 119 (2) | O4G7—C4G7—C3G7 | 116 (2) |
O5G2—C5G2—C6G2 | 78 (3) | O4G7—C4G7—C5G7 | 126 (2) |
O5G2—C5G2—C4G2 | 115 (2) | C3G7—C4G7—C5G7 | 116.0 (17) |
C6G2—C5G2—C4G2 | 139 (3) | O5G7—C5G7—C4G7 | 116 (2) |
C1G2—O5G2—C5G2 | 112 (2) | O5G7—C5G7—C6G7 | 82 (3) |
O6G2—C6G2—C5G2 | 105 (4) | C4G7—C5G7—C6G7 | 138 (3) |
C1G1—O4G2—C4G2 | 142 (3) | C5G7—O5G7—C1G7 | 110.6 (19) |
O5G3—C1G3—O4G4 | 88.6 (19) | O6G7—C6G7—C5G7 | 110 (3) |
O5G3—C1G3—C2G3 | 110.2 (17) | C4G7—O4G7—C1G6 | 116 (2) |
O4G4—C1G3—C2G3 | 128 (2) | H33—O2—C10 | 116 (4) |
O2G3—C2G3—C3G3 | 113.2 (16) | H19—N3—C4 | 135 (4) |
O2G3—C2G3—C1G3 | 111.4 (16) | H19—N3—C11 | 104 (3) |
C3G3—C2G3—C1G3 | 109.0 (19) | C4—N3—C11 | 118 (3) |
O3G3—C3G3—C2G3 | 114 (2) | C5—C4—C9 | 119 (3) |
O3G3—C3G3—C4G3 | 113 (2) | C5—C4—N3 | 148 (3) |
C2G3—C3G3—C4G3 | 113.4 (16) | C9—C4—N3 | 92 (3) |
O4G3—C4G3—C3G3 | 105 (2) | H29—C5—C4 | 109 (2) |
O4G3—C4G3—C5G3 | 66 (2) | H29—C5—C6 | 129 (3) |
C3G3—C4G3—C5G3 | 113.5 (18) | C4—C5—C6 | 120 (2) |
O5G3—C5G3—C4G3 | 115 (2) | H30—C6—C5 | 109 (3) |
O5G3—C5G3—C6G3 | 73 (2) | H30—C6—C7 | 132 (3) |
O5G3—C5G3—O4G3 | 141 (2) | C5—C6—C7 | 119 (2) |
C4G3—C5G3—C6G3 | 108.0 (18) | H31—C7—C8 | 129 (3) |
C4G3—C5G3—O4G3 | 54.4 (14) | H31—C7—C6 | 111 (3) |
C6G3—C5G3—O4G3 | 144 (2) | C8—C7—C6 | 119 (2) |
C5G3—O5G3—C1G3 | 111.8 (19) | H32—C8—C7 | 112 (2) |
O6G3—C6G3—C5G3 | 111 (3) | H32—C8—C9 | 128 (3) |
C4G3—O4G3—C1G2 | 121 (3) | C7—C8—C9 | 119 (2) |
C4G3—O4G3—C5G3 | 59.9 (18) | C4—C9—C8 | 119 (3) |
C1G2—O4G3—C5G3 | 117 (3) | C4—C9—C10 | 121 (3) |
O5G4—C1G4—O4G5 | 143 (3) | C8—C9—C10 | 114 (3) |
O5G4—C1G4—C2G4 | 109.4 (17) | O1—C10—O2 | 116 (3) |
O4G5—C1G4—C2G4 | 101 (2) | O1—C10—C9 | 118 (3) |
O2G4—C2G4—C3G4 | 113.4 (18) | O2—C10—C9 | 122 (3) |
O2G4—C2G4—C1G4 | 112.2 (17) | N3—C11—C16 | 134 (3) |
C3G4—C2G4—C1G4 | 112 (2) | N3—C11—C12 | 104 (3) |
O3G4—C3G4—C2G4 | 113 (2) | C16—C11—C12 | 122 (2) |
O3G4—C3G4—C4G4 | 111.8 (18) | H20—C12—C13 | 104 (3) |
C2G4—C3G4—C4G4 | 113.0 (17) | H20—C12—C11 | 134 (3) |
O4G4—C4G4—C3G4 | 98 (2) | C13—C12—C11 | 121 (3) |
O4G4—C4G4—C5G4 | 128 (2) | H21—C13—C12 | 133 (3) |
C3G4—C4G4—C5G4 | 114.7 (18) | H21—C13—C14 | 110 (2) |
O5G4—C5G4—C4G4 | 113 (2) | C12—C13—C14 | 117 (2) |
O5G4—C5G4—C6G4 | 82.8 (19) | H22—C14—C15 | 114 (3) |
C4G4—C5G4—C6G4 | 102 (2) | H22—C14—C13 | 123 (2) |
C5G4—O5G4—C1G4 | 112.3 (17) | C15—C14—C13 | 122 (2) |
O6G4—C6G4—C5G4 | 120 (3) | C14—C15—C16 | 120 (3) |
C4G4—O4G4—C1G3 | 153 (3) | C14—C15—C18 | 118.3 (19) |
O4G6—C1G5—O5G5 | 96 (2) | C16—C15—C18 | 121 (2) |
O4G6—C1G5—C2G5 | 129 (2) | C11—C16—C15 | 117 (2) |
O5G5—C1G5—C2G5 | 111 (2) | C11—C16—C17 | 120 (2) |
O2G5—C2G5—C3G5 | 115 (2) | C15—C16—C17 | 122 (3) |
O2G5—C2G5—C1G5 | 113 (2) | H28—C17—H26 | 135 (2) |
C3G5—C2G5—C1G5 | 113.5 (18) | H28—C17—H27 | 116.6 (18) |
O3G5—C3G5—C2G5 | 111.4 (18) | H28—C17—C16 | 106 (2) |
O3G5—C3G5—C4G5 | 112 (2) | H26—C17—H27 | 98.4 (15) |
C2G5—C3G5—C4G5 | 112 (2) | H26—C17—C16 | 98 (2) |
O4G5—C4G5—C3G5 | 97 (2) | H27—C17—C16 | 92.7 (19) |
O4G5—C4G5—C5G5 | 140 (2) | H24—C18—H25 | 111.5 (12) |
C3G5—C4G5—C5G5 | 113 (2) | H24—C18—H23 | 104.9 (11) |
O5G5—C5G5—C4G5 | 113 (2) | H24—C18—C15 | 102.4 (19) |
O5G5—C5G5—C6G5 | 107 (2) | H25—C18—H23 | 114.9 (17) |
C4G5—C5G5—C6G5 | 114 (2) | H25—C18—C15 | 111.7 (14) |
C5G5—O5G5—C1G5 | 111 (2) | H23—C18—C15 | 110.5 (14) |
O5G1—C1G1—C2G1—C3G1 | 42 (3) | O3G5—C3G5—C4G5—O4G5 | −40 (2) |
O5G1—C1G1—C2G1—O2G1 | 176 (2) | C3G5—C4G5—C5G5—O5G5 | −51 (3) |
O4G2—C1G1—C2G1—C3G1 | −114 (2) | C3G5—C4G5—C5G5—C6G5 | −173.0 (18) |
O4G2—C1G1—C2G1—O2G1 | 20 (3) | O4G5—C4G5—C5G5—O5G5 | 174 (3) |
C2G1—C1G1—O5G1—C5G1 | −60 (3) | O4G5—C4G5—C5G5—C6G5 | 52 (5) |
O4G2—C1G1—O5G1—C5G1 | 96 (3) | C3G5—C4G5—O4G5—C1G4 | 148 (3) |
C2G1—C1G1—O4G2—C4G2 | −114 (6) | C5G5—C4G5—O4G5—C1G4 | −73 (5) |
O5G1—C1G1—O4G2—C4G2 | 93 (6) | C4G5—C5G5—O5G5—C1G5 | 62 (3) |
C1G1—C2G1—C3G1—C4G1 | −30 (3) | C6G5—C5G5—O5G5—C1G5 | −172 (2) |
C1G1—C2G1—C3G1—O3G1 | −159 (2) | C4G5—C5G5—C6G5—O6G5 | −158 (2) |
O2G1—C2G1—C3G1—C4G1 | −165 (2) | O5G5—C5G5—C6G5—O6G5 | 76 (3) |
O2G1—C2G1—C3G1—O3G1 | 67 (3) | O5G6—C1G6—C2G6—C3G6 | 57 (2) |
C2G1—C3G1—C4G1—C5G1 | 35 (2) | O5G6—C1G6—C2G6—O2G6 | −174 (2) |
C2G1—C3G1—C4G1—O4G1 | −167 (2) | O4G7—C1G6—C2G6—C3G6 | −178.6 (16) |
O3G1—C3G1—C4G1—C5G1 | 163.1 (18) | O4G7—C1G6—C2G6—O2G6 | −50 (2) |
O3G1—C3G1—C4G1—O4G1 | −39 (2) | C2G6—C1G6—O5G6—C5G6 | −62 (3) |
C3G1—C4G1—C5G1—O5G1 | −52 (2) | O4G7—C1G6—O5G6—C5G6 | −145 (3) |
C3G1—C4G1—C5G1—C6G1 | −159 (4) | C2G6—C1G6—O4G7—C4G7 | 122 (2) |
O4G1—C4G1—C5G1—O5G1 | 174 (4) | O5G6—C1G6—O4G7—C4G7 | −137 (2) |
O4G1—C4G1—C5G1—C6G1 | 67 (6) | C1G6—C2G6—C3G6—C4G6 | −44 (2) |
C3G1—C4G1—O4G1—C1G7 | 171 (2) | C1G6—C2G6—C3G6—O3G6 | −170.5 (13) |
C5G1—C4G1—O4G1—C1G7 | −51 (5) | O2G6—C2G6—C3G6—C4G6 | −172 (2) |
C4G1—C5G1—O5G1—C1G1 | 66 (3) | O2G6—C2G6—C3G6—O3G6 | 61 (2) |
C6G1—C5G1—O5G1—C1G1 | −157 (3) | C2G6—C3G6—C4G6—C5G6 | 37 (3) |
C4G1—C5G1—C6G1—O6G1 | 37 (7) | C2G6—C3G6—C4G6—O4G6 | 136 (2) |
O5G1—C5G1—C6G1—O6G1 | −80 (5) | O3G6—C3G6—C4G6—C5G6 | 164.2 (18) |
C4G1—O4G1—C1G7—C2G7 | −171 (3) | O3G6—C3G6—C4G6—O4G6 | −97 (2) |
C4G1—O4G1—C1G7—O5G7 | 72 (6) | C3G6—C4G6—C5G6—O5G6 | −42 (3) |
O5G2—C1G2—C2G2—C3G2 | 57 (3) | C3G6—C4G6—C5G6—C6G6 | 106 (3) |
O5G2—C1G2—C2G2—O2G2 | −172 (2) | O4G6—C4G6—C5G6—O5G6 | −129 (2) |
O4G3—C1G2—C2G2—C3G2 | −108 (3) | O4G6—C4G6—C5G6—C6G6 | 19 (3) |
O4G3—C1G2—C2G2—O2G2 | 22 (3) | C3G6—C4G6—O4G6—C1G5 | 170 (3) |
C2G2—C1G2—O5G2—C5G2 | −68 (3) | C5G6—C4G6—O4G6—C1G5 | −76 (3) |
O4G3—C1G2—O5G2—C5G2 | 87 (5) | C4G6—C5G6—O5G6—C1G6 | 55 (3) |
C2G2—C1G2—O4G3—C4G3 | −66 (4) | C6G6—C5G6—O5G6—C1G6 | −88 (4) |
C2G2—C1G2—O4G3—C5G3 | −135 (2) | C4G6—C5G6—C6G6—O6G6 | −178 (3) |
O5G2—C1G2—O4G3—C4G3 | 139 (3) | O5G6—C5G6—C6G6—O6G6 | −34 (5) |
O5G2—C1G2—O4G3—C5G3 | 69 (5) | O4G1—C1G7—C2G7—C3G7 | −99 (2) |
C1G2—C2G2—C3G2—C4G2 | −28 (3) | O4G1—C1G7—C2G7—O2G7 | 29 (2) |
C1G2—C2G2—C3G2—O3G2 | −153 (2) | O5G7—C1G7—C2G7—C3G7 | 57 (2) |
O2G2—C2G2—C3G2—C4G2 | −159 (2) | O5G7—C1G7—C2G7—O2G7 | −176 (2) |
O2G2—C2G2—C3G2—O3G2 | 75 (3) | O4G1—C1G7—O5G7—C5G7 | 42 (6) |
C2G2—C3G2—C4G2—C5G2 | 10 (3) | C2G7—C1G7—O5G7—C5G7 | −69 (3) |
C2G2—C3G2—C4G2—O4G2 | 114 (5) | C1G7—C2G7—C3G7—C4G7 | −32 (2) |
O3G2—C3G2—C4G2—C5G2 | 136 (2) | C1G7—C2G7—C3G7—O3G7 | −165.1 (18) |
O3G2—C3G2—C4G2—O4G2 | −120 (5) | O2G7—C2G7—C3G7—C4G7 | −159.7 (19) |
C3G2—C4G2—C5G2—O5G2 | −20 (3) | O2G7—C2G7—C3G7—O3G7 | 67 (2) |
C3G2—C4G2—C5G2—C6G2 | −120 (4) | C2G7—C3G7—C4G7—C5G7 | 19 (3) |
O4G2—C4G2—C5G2—O5G2 | −171 (3) | C2G7—C3G7—C4G7—O4G7 | −177.9 (18) |
O4G2—C4G2—C5G2—C6G2 | 89 (4) | O3G7—C3G7—C4G7—C5G7 | 153 (2) |
C3G2—C4G2—O4G2—C1G1 | 137 (5) | O3G7—C3G7—C4G7—O4G7 | −44 (3) |
C5G2—C4G2—O4G2—C1G1 | −107 (6) | C3G7—C4G7—C5G7—O5G7 | −29 (3) |
C4G2—C5G2—O5G2—C1G2 | 50 (3) | C3G7—C4G7—C5G7—C6G7 | 78 (4) |
C6G2—C5G2—O5G2—C1G2 | −172 (3) | O4G7—C4G7—C5G7—O5G7 | 169 (2) |
C4G2—C5G2—C6G2—O6G2 | −90 (5) | O4G7—C4G7—C5G7—C6G7 | −84 (4) |
O5G2—C5G2—C6G2—O6G2 | 156 (4) | C3G7—C4G7—O4G7—C1G6 | −153.4 (18) |
O5G3—C1G3—C2G3—C3G3 | 62 (2) | C5G7—C4G7—O4G7—C1G6 | 8 (3) |
O5G3—C1G3—C2G3—O2G3 | −173 (2) | C4G7—C5G7—O5G7—C1G7 | 55 (3) |
O4G4—C1G3—C2G3—C3G3 | 166 (2) | C6G7—C5G7—O5G7—C1G7 | −85 (2) |
O4G4—C1G3—C2G3—O2G3 | −68 (3) | C4G7—C5G7—C6G7—O6G7 | 122 (4) |
C2G3—C1G3—O5G3—C5G3 | −64 (2) | O5G7—C5G7—C6G7—O6G7 | −118 (5) |
O4G4—C1G3—O5G3—C5G3 | 167 (2) | H33—O2—C10—O1 | −18 (7) |
C2G3—C1G3—O4G4—C4G4 | −170 (5) | H33—O2—C10—C9 | −172 (4) |
O5G3—C1G3—O4G4—C4G4 | −56 (6) | C11—N3—C4—C5 | −13 (9) |
C1G3—C2G3—C3G3—C4G3 | −49 (2) | C11—N3—C4—C9 | 157 (3) |
C1G3—C2G3—C3G3—O3G3 | 180 (2) | H19—N3—C4—C5 | 144 (6) |
O2G3—C2G3—C3G3—C4G3 | −174.0 (16) | H19—N3—C4—C9 | −46 (6) |
O2G3—C2G3—C3G3—O3G3 | 55 (2) | C4—N3—C11—C12 | −101 (4) |
C2G3—C3G3—C4G3—C5G3 | 39 (2) | C4—N3—C11—C16 | 70 (5) |
C2G3—C3G3—C4G3—O4G3 | 109 (2) | H19—N3—C11—C12 | 96 (3) |
O3G3—C3G3—C4G3—C5G3 | 171 (2) | H19—N3—C11—C16 | −93 (4) |
O3G3—C3G3—C4G3—O4G3 | −120 (2) | N3—C4—C5—C6 | −176 (6) |
C3G3—C4G3—C5G3—O5G3 | −40 (3) | N3—C4—C5—H29 | −8 (9) |
C3G3—C4G3—C5G3—C6G3 | −119 (2) | C9—C4—C5—C6 | 16 (6) |
C3G3—C4G3—C5G3—O4G3 | 97 (2) | C9—C4—C5—H29 | −177 (4) |
O4G3—C4G3—C5G3—O5G3 | −136 (2) | N3—C4—C9—C8 | 167 (3) |
O4G3—C4G3—C5G3—C6G3 | 144 (3) | N3—C4—C9—C10 | 17 (4) |
O4G3—C4G3—C5G3—O4G3 | 0 (2) | C5—C4—C9—C8 | −19 (6) |
C3G3—C4G3—O4G3—C1G2 | 145 (3) | C5—C4—C9—C10 | −170 (3) |
C3G3—C4G3—O4G3—C5G3 | −109 (2) | C4—C5—C6—C7 | −13 (6) |
C5G3—C4G3—O4G3—C1G2 | −106 (4) | C4—C5—C6—H30 | 173 (4) |
C5G3—C4G3—O4G3—C5G3 | 0.0 (14) | H29—C5—C6—C7 | −177 (4) |
C4G3—C5G3—O5G3—C1G3 | 52 (3) | H29—C5—C6—H30 | 8 (6) |
C6G3—C5G3—O5G3—C1G3 | 155 (2) | C5—C6—C7—C8 | 14 (6) |
O4G3—C5G3—O5G3—C1G3 | −12 (4) | C5—C6—C7—H31 | −179 (3) |
C4G3—C5G3—C6G3—O6G3 | 172 (3) | H30—C6—C7—C8 | −173 (4) |
O5G3—C5G3—C6G3—O6G3 | 60 (3) | H30—C6—C7—H31 | −6 (7) |
O4G3—C5G3—C6G3—O6G3 | −134 (4) | C6—C7—C8—C9 | −17 (6) |
C4G3—C5G3—O4G3—C1G2 | 111 (3) | C6—C7—C8—H32 | 171 (4) |
C4G3—C5G3—O4G3—C4G3 | −0.0 (16) | H31—C7—C8—C9 | 179 (4) |
O5G3—C5G3—O4G3—C1G2 | −162 (3) | H31—C7—C8—H32 | 6 (6) |
O5G3—C5G3—O4G3—C4G3 | 87 (3) | C7—C8—C9—C4 | 20 (5) |
C6G3—C5G3—O4G3—C1G2 | 41 (4) | C7—C8—C9—C10 | 172 (3) |
C6G3—C5G3—O4G3—C4G3 | −71 (4) | H32—C8—C9—C4 | −169 (4) |
O5G4—C1G4—C2G4—C3G4 | 57 (2) | H32—C8—C9—C10 | −17 (6) |
O5G4—C1G4—C2G4—O2G4 | −174 (2) | C4—C9—C10—O1 | 78 (6) |
O4G5—C1G4—C2G4—C3G4 | −102 (2) | C4—C9—C10—O2 | −127 (5) |
O4G5—C1G4—C2G4—O2G4 | 27 (3) | C8—C9—C10—O1 | −74 (6) |
C2G4—C1G4—O5G4—C5G4 | −64 (3) | C8—C9—C10—O2 | 81 (5) |
O4G5—C1G4—O5G4—C5G4 | 80 (4) | N3—C11—C12—C13 | 170 (3) |
C2G4—C1G4—O4G5—C4G5 | −174 (3) | N3—C11—C12—H20 | −12 (5) |
O5G4—C1G4—O4G5—C4G5 | 41 (5) | C16—C11—C12—C13 | −2 (5) |
C1G4—C2G4—C3G4—C4G4 | −44 (2) | C16—C11—C12—H20 | 175 (4) |
C1G4—C2G4—C3G4—O3G4 | −172.1 (18) | N3—C11—C16—C15 | −162 (3) |
O2G4—C2G4—C3G4—C4G4 | −172 (2) | N3—C11—C16—C17 | 6 (6) |
O2G4—C2G4—C3G4—O3G4 | 60 (3) | C12—C11—C16—C15 | 8 (5) |
C2G4—C3G4—C4G4—C5G4 | 37 (3) | C12—C11—C16—C17 | 176 (3) |
C2G4—C3G4—C4G4—O4G4 | 174 (2) | C11—C12—C13—C14 | −5 (5) |
O3G4—C3G4—C4G4—C5G4 | 165.6 (19) | C11—C12—C13—H21 | 177 (4) |
O3G4—C3G4—C4G4—O4G4 | −57 (2) | H20—C12—C13—C14 | 177 (3) |
C3G4—C4G4—C5G4—O5G4 | −43 (3) | H20—C12—C13—H21 | −1 (6) |
C3G4—C4G4—C5G4—C6G4 | −130 (2) | C12—C13—C14—C15 | 5 (5) |
O4G4—C4G4—C5G4—O5G4 | −165 (3) | C12—C13—C14—H22 | 179 (3) |
O4G4—C4G4—C5G4—C6G4 | 107 (3) | H21—C13—C14—C15 | −176 (3) |
C3G4—C4G4—O4G4—C1G3 | −116 (6) | H21—C13—C14—H22 | −2 (5) |
C5G4—C4G4—O4G4—C1G3 | 14 (8) | C13—C14—C15—C16 | 0 (5) |
C4G4—C5G4—O5G4—C1G4 | 57 (3) | C13—C14—C15—C18 | 174 (3) |
C6G4—C5G4—O5G4—C1G4 | 158 (2) | H22—C14—C15—C16 | −173 (3) |
C4G4—C5G4—C6G4—O6G4 | −82 (4) | H22—C14—C15—C18 | 0 (5) |
O5G4—C5G4—C6G4—O6G4 | 165 (4) | C14—C15—C16—C11 | −7 (5) |
O5G5—C1G5—C2G5—C3G5 | 53 (3) | C14—C15—C16—C17 | −175 (3) |
O5G5—C1G5—C2G5—O2G5 | −174 (2) | C18—C15—C16—C11 | −180 (3) |
O4G6—C1G5—C2G5—C3G5 | −63 (3) | C18—C15—C16—C17 | 12 (5) |
O4G6—C1G5—C2G5—O2G5 | 70 (3) | C14—C15—C18—H23 | −130 (3) |
C2G5—C1G5—O5G5—C5G5 | −62 (3) | C14—C15—C18—H24 | 119 (3) |
O4G6—C1G5—O5G5—C5G5 | 74 (3) | C14—C15—C18—H25 | 0 (3) |
C2G5—C1G5—O4G6—C4G6 | −106 (3) | C16—C15—C18—H23 | 43 (4) |
O5G5—C1G5—O4G6—C4G6 | 131 (3) | C16—C15—C18—H24 | −69 (3) |
C1G5—C2G5—C3G5—C4G5 | −43 (3) | C16—C15—C18—H25 | 172 (3) |
C1G5—C2G5—C3G5—O3G5 | −170 (2) | C11—C16—C17—H26 | 132 (3) |
O2G5—C2G5—C3G5—C4G5 | −175 (2) | C11—C16—C17—H27 | 33 (3) |
O2G5—C2G5—C3G5—O3G5 | 58 (3) | C11—C16—C17—H28 | −86 (3) |
C2G5—C3G5—C4G5—C5G5 | 41 (3) | C15—C16—C17—H26 | −61 (3) |
C2G5—C3G5—C4G5—O4G5 | −166 (2) | C15—C16—C17—H27 | −160 (3) |
O3G5—C3G5—C4G5—C5G5 | 167.3 (19) | C15—C16—C17—H28 | 82 (3) |
Experimental details
(1) | (2) | |
Crystal data | ||
Chemical formula | C55.5H13.5N0.9O36.8 | C55.5H13.5N.9O36.8 |
Mr | 1281.59 | 1281.59 |
Crystal system, space group | Monoclinic, P_21 | Monoclinic, P_1_21_1 |
Temperature (K) | 295 | 295 |
a, b, c (Å) | 15.4797 (9), 25.5892 (15), 9.2973 (5) | 15.4797 (5), 25.5892 (10), 9.2973 (4) |
β (°) | 98.976 (7) | 98.976 (3) |
V (Å3) | 3637.7 (4) | 3637.7 (2) |
Z | 2 | 2 |
Radiation type | Synchrotron, λ = 0.800807 Å | Synchrotron, λ = 0.800807 Å |
µ (mm−1) | ? | ? |
Specimen shape, size (mm) | Cylinder, ? × 1 | Cylinder, ? × 1 |
Data collection | ||
Diffractometer | ESRF BM16 diffractometer | ESRF BM16 diffractometer |
Specimen mounting | Packed powder pellet | Packed powder pellet |
Data collection mode | Transmission | Transmission |
Scan method | Continuous | Continuous |
2θ values (°) | 2θmin = 3.205 2θmax = 39.995 2θstep = 0.005 | 2θmin = 3.205 2θmax = 39.995 2θstep = 0.005 |
Refinement | ||
R factors and goodness of fit | Rp = 0.098, Rwp = 0.133, Rexp = 0.024, χ2 = 36.966 | Rp = 0.112, Rwp = 0.157, Rexp = 0.024, χ2 = 50.126 |
No. of data points | 7359 | 7359 |
No. of parameters | 141 | 141 |
No. of restraints | 126 | 126 |
(Δ/σ)max | 0.32 | 0.24 |
Computer programs: MRIA, GSAS, DIAMOND.