The title compound, [Ni
2(C
2O
4)(C
4H
13N
3)
2(H
2O)
2][B(C
6H
5)
4]
2, contains a centrosymmetric dinuclear oxalato–nickel(II) complex cation in which the oxalate ligand bridges the Ni atoms in a bis-bidentate fashion. The distorted octahedral environment of each Ni atom is completed by the three N atoms of the diethylenetriamine ligand in a
fac arrangement, and by one O atom from a water molecule. Tetraphenylborate acts as the counter-anion. The crystal structure shows alternate cationic and anionic layers packed along the [10
] direction.
Supporting information
CCDC reference: 221662
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.045
- wR factor = 0.125
- Data-to-parameter ratio = 23.3
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level B:
PLAT_420 Alert B D-H Without Acceptor O3 - H31W ... ?
PLAT_420 Alert B D-H Without Acceptor O3 - H32W ... ?
Alert Level C:
PLAT_369 Alert C Long C(sp2)-C(sp2) Bond C1 - C1_a = 1.56 Ang.
PLAT_420 Alert C D-H Without Acceptor N1 - H1A ... ?
PLAT_420 Alert C D-H Without Acceptor N1 - H1B ... ?
PLAT_420 Alert C D-H Without Acceptor N4 - H4 ... ?
PLAT_420 Alert C D-H Without Acceptor N7 - H7A ... ?
PLAT_420 Alert C D-H Without Acceptor N7 - H7B ... ?
0 Alert Level A = Potentially serious problem
2 Alert Level B = Potential problem
6 Alert Level C = Please check
Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS (Enraf-Nonius, 1994); data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: DIRDIF99.2 (Beurskens et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 2002); software used to prepare material for publication: WinGX (Farrugia, 1999).
Crystal data top
[Ni2(C2O4)(C4H13N3)2(H2O)2](C24H20B)2 | F(000) = 1148 |
Mr = 1086.24 | Dx = 1.319 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 25 reflections |
a = 10.850 (1) Å | θ = 9.6–12.3° |
b = 19.576 (3) Å | µ = 0.74 mm−1 |
c = 13.020 (2) Å | T = 293 K |
β = 98.52 (1)° | Prism, blue |
V = 2734.9 (6) Å3 | 0.5 × 0.3 × 0.25 mm |
Z = 2 | |
Data collection top
Enraf-Nonius CAD-4 diffractometer | θmax = 30.0°, θmin = 1.9° |
Radiation source: x-ray tube | h = −15→15 |
ω/2θ scans | k = 0→27 |
8287 measured reflections | l = 0→18 |
7975 independent reflections | 2 standard reflections every 100 reflections |
4921 reflections with I > 2σ(I) | intensity decay: 4% |
Rint = 0.046 | |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.045 | w = 1/[σ2(Fo2) + (0.057P)2 + 0.7675P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.126 | (Δ/σ)max = 0.001 |
S = 1.01 | Δρmax = 0.43 e Å−3 |
7975 reflections | Δρmin = −0.50 e Å−3 |
343 parameters | |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ni1 | 0.10145 (2) | 0.083678 (15) | 0.15272 (2) | 0.04100 (9) | |
O1 | −0.03939 (14) | 0.08394 (8) | 0.02725 (13) | 0.0477 (4) | |
O2 | 0.13374 (13) | −0.01074 (9) | 0.09089 (13) | 0.0470 (4) | |
O3 | −0.01293 (19) | 0.03830 (12) | 0.24975 (19) | 0.0645 (6) | |
H31W | 0.001 (3) | −0.0004 (19) | 0.259 (3) | 0.077* | |
H32W | −0.081 (3) | 0.0488 (18) | 0.249 (3) | 0.077* | |
N7 | 0.04478 (19) | 0.18027 (11) | 0.19259 (18) | 0.0539 (5) | |
H7A | −0.0236 (15) | 0.1886 (2) | 0.1606 (7) | 0.065* | |
H7B | 0.0398 (2) | 0.18134 (11) | 0.2541 (14) | 0.065* | |
C31 | 0.31000 (18) | 0.02785 (11) | 0.75333 (18) | 0.0383 (5) | |
N4 | 0.22828 (17) | 0.13878 (11) | 0.07978 (17) | 0.0478 (5) | |
H4 | 0.22892 (17) | 0.1221 (6) | 0.017 (2) | 0.057* | |
N1 | 0.25872 (19) | 0.06484 (13) | 0.26221 (18) | 0.0568 (6) | |
H1A | 0.2670 (3) | 0.0959 (7) | 0.3105 (11) | 0.068* | |
H1B | 0.2539 (2) | 0.0249 (9) | 0.2908 (7) | 0.068* | |
C26 | 0.4926 (2) | 0.14406 (13) | 0.84034 (19) | 0.0480 (6) | |
H26 | 0.5277 | 0.1039 | 0.8198 | 0.058* | |
C35 | 0.2937 (2) | −0.09439 (12) | 0.7182 (2) | 0.0541 (6) | |
H35 | 0.283 | −0.1296 | 0.6697 | 0.065* | |
C11 | 0.1406 (2) | 0.11687 (11) | 0.69189 (18) | 0.0410 (5) | |
C33 | 0.3272 (3) | −0.05662 (15) | 0.8925 (2) | 0.0590 (7) | |
H33 | 0.3386 | −0.0659 | 0.9633 | 0.071* | |
C21 | 0.36811 (19) | 0.15858 (11) | 0.80057 (16) | 0.0373 (4) | |
C1 | −0.05030 (19) | 0.02752 (12) | −0.01816 (18) | 0.0413 (5) | |
C32 | 0.3277 (2) | 0.01021 (13) | 0.85867 (19) | 0.0470 (5) | |
H32 | 0.3402 | 0.0449 | 0.9079 | 0.056* | |
C16 | 0.0685 (2) | 0.13391 (14) | 0.7686 (2) | 0.0542 (6) | |
H16 | 0.1088 | 0.146 | 0.8342 | 0.065* | |
C43 | 0.3778 (3) | 0.20691 (16) | 0.4717 (2) | 0.0594 (7) | |
H43 | 0.3531 | 0.2476 | 0.4379 | 0.071* | |
C45 | 0.5053 (3) | 0.10830 (15) | 0.4904 (2) | 0.0612 (7) | |
H45 | 0.5681 | 0.0818 | 0.4692 | 0.073* | |
C44 | 0.4693 (3) | 0.16752 (17) | 0.4388 (2) | 0.0617 (7) | |
H44 | 0.5063 | 0.181 | 0.382 | 0.074* | |
C36 | 0.2928 (2) | −0.02693 (12) | 0.6851 (2) | 0.0454 (5) | |
H36 | 0.2802 | −0.0181 | 0.6141 | 0.055* | |
C12 | 0.0731 (2) | 0.09787 (13) | 0.5963 (2) | 0.0538 (6) | |
H12 | 0.1166 | 0.0861 | 0.5425 | 0.065* | |
C3 | 0.3543 (2) | 0.13224 (16) | 0.1401 (2) | 0.0610 (7) | |
H3A | 0.3711 | 0.171 | 0.1865 | 0.073* | |
H3B | 0.416 | 0.1321 | 0.0932 | 0.073* | |
B1 | 0.2931 (2) | 0.10752 (13) | 0.71432 (19) | 0.0363 (5) | |
C34 | 0.3103 (2) | −0.10924 (14) | 0.8226 (3) | 0.0595 (7) | |
H34 | 0.31 | −0.1543 | 0.8453 | 0.071* | |
C13 | −0.0562 (3) | 0.09590 (16) | 0.5785 (3) | 0.0721 (10) | |
H13 | −0.0975 | 0.0819 | 0.5142 | 0.086* | |
C2 | 0.3639 (2) | 0.06730 (15) | 0.2019 (2) | 0.0581 (7) | |
H2A | 0.3606 | 0.0282 | 0.1558 | 0.07* | |
H2B | 0.4424 | 0.066 | 0.2485 | 0.07* | |
C14 | −0.1235 (3) | 0.11465 (18) | 0.6559 (3) | 0.0807 (11) | |
H14 | −0.2101 | 0.1145 | 0.6437 | 0.097* | |
C22 | 0.3239 (2) | 0.22067 (12) | 0.83299 (19) | 0.0456 (5) | |
H22 | 0.243 | 0.2339 | 0.8071 | 0.055* | |
C41 | 0.3548 (2) | 0.12486 (12) | 0.60957 (17) | 0.0394 (5) | |
C24 | 0.5162 (3) | 0.24677 (15) | 0.9406 (2) | 0.0605 (7) | |
H24 | 0.5643 | 0.2755 | 0.9874 | 0.073* | |
C46 | 0.4486 (2) | 0.08734 (13) | 0.5744 (2) | 0.0506 (6) | |
H46 | 0.4747 | 0.0468 | 0.6081 | 0.061* | |
C6 | 0.1342 (3) | 0.23198 (14) | 0.1686 (2) | 0.0564 (6) | |
H6A | 0.2025 | 0.2357 | 0.2254 | 0.068* | |
H6B | 0.0937 | 0.2762 | 0.1584 | 0.068* | |
C5 | 0.1824 (3) | 0.21014 (15) | 0.0708 (2) | 0.0587 (7) | |
H5A | 0.1161 | 0.2138 | 0.0122 | 0.07* | |
H5B | 0.2496 | 0.2402 | 0.0583 | 0.07* | |
C42 | 0.3229 (2) | 0.18560 (14) | 0.55553 (19) | 0.0495 (6) | |
H42 | 0.2616 | 0.2131 | 0.577 | 0.059* | |
C15 | −0.0614 (3) | 0.13354 (17) | 0.7509 (3) | 0.0723 (9) | |
H15 | −0.1059 | 0.1462 | 0.8036 | 0.087* | |
C23 | 0.3965 (3) | 0.26354 (14) | 0.9027 (2) | 0.0577 (7) | |
H23 | 0.3628 | 0.304 | 0.9235 | 0.069* | |
C25 | 0.5655 (2) | 0.18710 (15) | 0.9091 (2) | 0.0576 (7) | |
H25 | 0.6477 | 0.1755 | 0.9338 | 0.069* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.03954 (13) | 0.04095 (16) | 0.04260 (18) | −0.00240 (12) | 0.00636 (11) | −0.00702 (14) |
O1 | 0.0478 (8) | 0.0398 (9) | 0.0530 (10) | 0.0028 (7) | −0.0004 (7) | −0.0109 (8) |
O2 | 0.0433 (7) | 0.0463 (9) | 0.0485 (10) | 0.0023 (7) | −0.0026 (7) | −0.0075 (8) |
O3 | 0.0550 (10) | 0.0603 (13) | 0.0826 (15) | −0.0015 (10) | 0.0243 (10) | 0.0123 (12) |
N7 | 0.0562 (11) | 0.0547 (13) | 0.0536 (13) | 0.0028 (10) | 0.0179 (10) | −0.0128 (11) |
C31 | 0.0384 (9) | 0.0377 (11) | 0.0399 (12) | 0.0018 (8) | 0.0092 (9) | 0.0031 (9) |
N4 | 0.0488 (10) | 0.0536 (12) | 0.0422 (12) | 0.0020 (9) | 0.0111 (9) | −0.0026 (10) |
N1 | 0.0553 (11) | 0.0663 (15) | 0.0470 (13) | −0.0081 (10) | 0.0011 (10) | −0.0011 (11) |
C26 | 0.0518 (12) | 0.0473 (14) | 0.0439 (14) | −0.0005 (10) | 0.0038 (10) | 0.0029 (11) |
C35 | 0.0534 (12) | 0.0366 (14) | 0.0730 (19) | −0.0062 (10) | 0.0122 (12) | −0.0054 (12) |
C11 | 0.0470 (10) | 0.0344 (11) | 0.0413 (13) | −0.0002 (9) | 0.0054 (9) | 0.0092 (10) |
C33 | 0.0677 (15) | 0.0561 (16) | 0.0565 (17) | 0.0098 (13) | 0.0197 (13) | 0.0211 (14) |
C21 | 0.0471 (10) | 0.0378 (11) | 0.0272 (11) | 0.0005 (9) | 0.0062 (8) | 0.0039 (9) |
C1 | 0.0406 (10) | 0.0413 (12) | 0.0423 (13) | −0.0009 (9) | 0.0068 (9) | −0.0015 (10) |
C32 | 0.0594 (13) | 0.0454 (14) | 0.0383 (13) | 0.0062 (10) | 0.0135 (10) | 0.0080 (11) |
C16 | 0.0529 (12) | 0.0529 (15) | 0.0589 (17) | 0.0033 (11) | 0.0150 (12) | 0.0032 (13) |
C43 | 0.0683 (15) | 0.0687 (18) | 0.0395 (14) | −0.0110 (14) | 0.0025 (12) | 0.0159 (13) |
C45 | 0.0786 (17) | 0.0580 (17) | 0.0541 (17) | −0.0065 (14) | 0.0334 (14) | −0.0146 (14) |
C44 | 0.0804 (18) | 0.074 (2) | 0.0339 (14) | −0.0230 (15) | 0.0194 (13) | −0.0060 (13) |
C36 | 0.0482 (11) | 0.0422 (13) | 0.0460 (14) | −0.0044 (9) | 0.0072 (10) | −0.0004 (11) |
C12 | 0.0565 (13) | 0.0550 (16) | 0.0464 (15) | −0.0064 (11) | −0.0042 (11) | 0.0151 (12) |
C3 | 0.0437 (11) | 0.0703 (19) | 0.0693 (19) | −0.0062 (12) | 0.0097 (12) | 0.0017 (15) |
B1 | 0.0449 (11) | 0.0346 (12) | 0.0296 (13) | 0.0004 (9) | 0.0059 (9) | 0.0016 (10) |
C34 | 0.0577 (13) | 0.0389 (13) | 0.084 (2) | 0.0005 (11) | 0.0188 (14) | 0.0194 (14) |
C13 | 0.0607 (15) | 0.070 (2) | 0.075 (2) | −0.0136 (14) | −0.0227 (15) | 0.0317 (16) |
C2 | 0.0408 (11) | 0.0679 (18) | 0.0632 (18) | 0.0025 (11) | −0.0001 (11) | −0.0056 (14) |
C14 | 0.0440 (13) | 0.075 (2) | 0.119 (3) | 0.0002 (14) | −0.0009 (17) | 0.041 (2) |
C22 | 0.0559 (12) | 0.0405 (13) | 0.0394 (13) | −0.0003 (10) | 0.0038 (10) | −0.0014 (10) |
C41 | 0.0469 (10) | 0.0400 (12) | 0.0311 (11) | −0.0054 (9) | 0.0048 (9) | −0.0026 (9) |
C24 | 0.0815 (17) | 0.0518 (16) | 0.0417 (15) | −0.0176 (14) | −0.0122 (13) | −0.0003 (12) |
C46 | 0.0661 (14) | 0.0424 (13) | 0.0471 (14) | −0.0021 (11) | 0.0203 (11) | −0.0026 (11) |
C6 | 0.0729 (16) | 0.0444 (14) | 0.0547 (17) | −0.0017 (12) | 0.0183 (13) | −0.0080 (12) |
C5 | 0.0704 (15) | 0.0549 (16) | 0.0543 (17) | 0.0023 (13) | 0.0211 (13) | 0.0033 (13) |
C42 | 0.0525 (12) | 0.0528 (15) | 0.0427 (14) | 0.0006 (10) | 0.0057 (10) | 0.0087 (11) |
C15 | 0.0540 (14) | 0.0649 (19) | 0.103 (3) | 0.0075 (13) | 0.0280 (17) | 0.0147 (18) |
C23 | 0.0825 (17) | 0.0432 (14) | 0.0461 (16) | −0.0029 (12) | 0.0053 (13) | −0.0066 (12) |
C25 | 0.0551 (13) | 0.0599 (17) | 0.0523 (16) | −0.0110 (12) | −0.0101 (12) | 0.0129 (13) |
Geometric parameters (Å, º) top
Ni1—O1 | 2.065 (2) | C16—H16 | 0.93 |
Ni1—O2 | 2.067 (2) | C43—C44 | 1.375 (4) |
Ni1—O3 | 2.095 (2) | C43—C42 | 1.383 (4) |
Ni1—N1 | 2.088 (2) | C43—H43 | 0.93 |
Ni1—N4 | 2.085 (2) | C45—C44 | 1.367 (4) |
Ni1—N7 | 2.078 (2) | C45—C46 | 1.394 (4) |
O1—C1 | 1.250 (3) | C45—H45 | 0.93 |
O2—C1i | 1.253 (3) | C44—H44 | 0.93 |
O3—H31W | 0.78 (4) | C36—H36 | 0.93 |
O3—H32W | 0.76 (3) | C12—C13 | 1.388 (4) |
N7—C6 | 1.467 (3) | C12—H12 | 0.93 |
N7—H7A | 0.8115 | C3—C2 | 1.500 (4) |
N7—H7B | 0.8115 | C3—H3A | 0.97 |
C31—C36 | 1.388 (3) | C3—H3B | 0.97 |
C31—C32 | 1.400 (3) | B1—C41 | 1.641 (3) |
N4—C3 | 1.478 (3) | C34—H34 | 0.93 |
N4—C5 | 1.482 (3) | C13—C14 | 1.379 (5) |
N4—H4 | 0.8789 | C13—H13 | 0.93 |
N1—C2 | 1.478 (3) | C2—H2A | 0.97 |
N1—H1A | 0.8702 | C2—H2B | 0.97 |
N1—H1B | 0.8702 | C14—C15 | 1.368 (5) |
C26—C25 | 1.389 (3) | C14—H14 | 0.93 |
C26—C21 | 1.402 (3) | C22—C23 | 1.391 (3) |
C26—H26 | 0.93 | C22—H22 | 0.93 |
C35—C34 | 1.376 (4) | C41—C46 | 1.387 (3) |
C35—C36 | 1.389 (3) | C41—C42 | 1.399 (3) |
C35—H35 | 0.93 | C24—C23 | 1.360 (4) |
C11—C16 | 1.397 (3) | C24—C25 | 1.372 (4) |
C11—C12 | 1.397 (3) | C24—H24 | 0.93 |
B1—C11 | 1.647 (3) | C46—H46 | 0.93 |
B1—C21 | 1.629 (3) | C6—C5 | 1.508 (4) |
B1—C31 | 1.642 (3) | C6—H6A | 0.97 |
C33—C34 | 1.369 (4) | C6—H6B | 0.97 |
C33—C32 | 1.381 (4) | C5—H5A | 0.97 |
C33—H33 | 0.93 | C5—H5B | 0.97 |
C21—C22 | 1.395 (3) | C42—H42 | 0.93 |
C1—O2i | 1.253 (3) | C15—H15 | 0.93 |
C1—C1i | 1.557 (4) | C23—H23 | 0.93 |
C32—H32 | 0.93 | C25—H25 | 0.93 |
C16—C15 | 1.394 (4) | | |
| | | |
O1—Ni1—O2 | 80.93 (6) | C45—C44—H44 | 120.4 |
O1—Ni1—N7 | 89.07 (8) | C43—C44—H44 | 120.4 |
O2—Ni1—N7 | 169.98 (8) | C31—C36—C35 | 122.8 (2) |
O1—Ni1—N4 | 95.71 (8) | C31—C36—H36 | 118.6 |
O2—Ni1—N4 | 97.12 (8) | C35—C36—H36 | 118.6 |
N7—Ni1—N4 | 83.26 (8) | C13—C12—C11 | 122.6 (3) |
O1—Ni1—N1 | 167.10 (8) | C13—C12—H12 | 118.7 |
O2—Ni1—N1 | 86.53 (8) | C11—C12—H12 | 118.7 |
N7—Ni1—N1 | 103.43 (9) | N4—C3—C2 | 110.1 (2) |
N4—Ni1—N1 | 82.80 (9) | N4—C3—H3A | 109.6 |
O1—Ni1—O3 | 92.47 (8) | C2—C3—H3A | 109.6 |
O2—Ni1—O3 | 90.31 (8) | N4—C3—H3B | 109.6 |
N7—Ni1—O3 | 90.66 (9) | C2—C3—H3B | 109.6 |
N1—Ni1—O3 | 90.61 (9) | H3A—C3—H3B | 108.2 |
N4—Ni1—O3 | 169.72 (9) | C21—B1—C41 | 102.84 (17) |
C1—O1—Ni1 | 112.28 (14) | C21—B1—C31 | 110.37 (18) |
C1i—O2—Ni1 | 112.55 (14) | C21—B1—C11 | 116.13 (19) |
Ni1—O3—H31W | 113 (3) | C31—B1—C11 | 102.93 (17) |
Ni1—O3—H32W | 122 (3) | C41—B1—C31 | 114.38 (18) |
H31W—O3—H32W | 116 (4) | C41—B1—C11 | 110.63 (18) |
C6—N7—Ni1 | 110.19 (15) | C33—C34—C35 | 118.9 (2) |
C6—N7—H7A | 109.6 | C33—C34—H34 | 120.6 |
Ni1—N7—H7A | 109.6 | C35—C34—H34 | 120.6 |
C6—N7—H7B | 109.6 | C14—C13—C12 | 120.1 (3) |
Ni1—N7—H7B | 109.6 | C14—C13—H13 | 119.9 |
H7A—N7—H7B | 108.1 | C12—C13—H13 | 119.9 |
C36—C31—C32 | 115.0 (2) | N1—C2—C3 | 108.4 (2) |
C36—C31—B1 | 122.5 (2) | N1—C2—H2A | 110 |
C32—C31—B1 | 122.0 (2) | C3—C2—H2A | 110 |
C3—N4—C5 | 113.4 (2) | N1—C2—H2B | 110 |
C3—N4—Ni1 | 109.55 (16) | C3—C2—H2B | 110 |
C5—N4—Ni1 | 106.66 (15) | H2A—C2—H2B | 108.4 |
C3—N4—H4 | 109 | C15—C14—C13 | 119.3 (3) |
C5—N4—H4 | 109 | C15—C14—H14 | 120.4 |
Ni1—N4—H4 | 109 | C13—C14—H14 | 120.4 |
C2—N1—Ni1 | 104.41 (16) | C23—C22—C21 | 122.4 (2) |
C2—N1—H1A | 110.9 | C23—C22—H22 | 118.8 |
Ni1—N1—H1A | 110.9 | C21—C22—H22 | 118.8 |
C2—N1—H1B | 110.9 | C46—C41—C42 | 115.0 (2) |
Ni1—N1—H1B | 110.9 | C46—C41—B1 | 125.1 (2) |
H1A—N1—H1B | 108.9 | C42—C41—B1 | 119.5 (2) |
C25—C26—C21 | 122.8 (2) | C23—C24—C25 | 119.4 (2) |
C25—C26—H26 | 118.6 | C23—C24—H24 | 120.3 |
C21—C26—H26 | 118.6 | C25—C24—H24 | 120.3 |
C34—C35—C36 | 120.1 (3) | C41—C46—C45 | 122.3 (3) |
C34—C35—H35 | 119.9 | C41—C46—H46 | 118.9 |
C36—C35—H35 | 119.9 | C45—C46—H46 | 118.9 |
C16—C11—C12 | 115.2 (2) | N7—C6—C5 | 107.9 (2) |
C16—C11—B1 | 123.6 (2) | N7—C6—H6A | 110.1 |
C12—C11—B1 | 120.5 (2) | C5—C6—H6A | 110.1 |
C34—C33—C32 | 120.5 (3) | N7—C6—H6B | 110.1 |
C34—C33—H33 | 119.8 | C5—C6—H6B | 110.1 |
C32—C33—H33 | 119.8 | H6A—C6—H6B | 108.4 |
C22—C21—C26 | 114.9 (2) | N4—C5—C6 | 110.8 (2) |
C22—C21—B1 | 125.76 (19) | N4—C5—H5A | 109.5 |
C26—C21—B1 | 119.1 (2) | C6—C5—H5A | 109.5 |
O1—C1—O2i | 126.6 (2) | N4—C5—H5B | 109.5 |
O1—C1—C1i | 117.1 (2) | C6—C5—H5B | 109.5 |
O2i—C1—C1i | 116.3 (3) | H5A—C5—H5B | 108.1 |
C33—C32—C31 | 122.7 (3) | C43—C42—C41 | 123.4 (3) |
C33—C32—H32 | 118.7 | C43—C42—H42 | 118.3 |
C31—C32—H32 | 118.7 | C41—C42—H42 | 118.3 |
C15—C16—C11 | 122.6 (3) | C14—C15—C16 | 120.1 (3) |
C15—C16—H16 | 118.7 | C14—C15—H15 | 119.9 |
C11—C16—H16 | 118.7 | C16—C15—H15 | 119.9 |
C44—C43—C42 | 119.5 (3) | C24—C23—C22 | 120.6 (3) |
C44—C43—H43 | 120.2 | C24—C23—H23 | 119.7 |
C42—C43—H43 | 120.2 | C22—C23—H23 | 119.7 |
C44—C45—C46 | 120.5 (3) | C24—C25—C26 | 119.9 (2) |
C44—C45—H45 | 119.7 | C24—C25—H25 | 120 |
C46—C45—H45 | 119.7 | C26—C25—H25 | 120 |
C45—C44—C43 | 119.3 (2) | | |
Symmetry code: (i) −x, −y, −z. |
Geometrical parameters (Å,°) of the O—H···π interactions. topO—H···π | O—H | H···π | O···π | O—H···π |
O3—H31w···Cg(1)a | 0.78 (4) | 2.42 (4) | 3.168 (3) | 161 (3) |
O3—H32w···Cg(3)b | 0.76 (3) | 2.47 (3) | 3.192 (2) | 158 (4) |
Notes: (a) Cg1 is the centroid of phenyl ring C11i–C16i;
(b) Cg3 is the centroid of phenyl ring C31i–C36i.
Symmetry code: (i) -x, -y, 1-z. |