The title complex, [ZnCl(C
12H
8N
2)
2(H
2O)]
2(C
10H
8O
6)·2H
2O (C
10H
8O
6 = benzene-1,4-dioxyacetate and phen = 1,10-phenanthroline) consists of two [ZnCl(phen)
2(H
2O)]
2+ cations, a benzene-1,4-dioxyacetate dianion and two water molecules. In the cation, the Zn
II atom is coordinated by four N atoms from two phen ligands, one Cl
− anion and one water molecule, forming a distorted octahedral coordination environment. The benzene-1,4-dioxyacetate dianion lies on an inversion center, with anions and cations forming one-dimensional chains through O—H
O hydrogen bonds.
Supporting information
CCDC reference: 239071
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.042
- wR factor = 0.104
- Data-to-parameter ratio = 15.8
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
C10 H8 O6
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3
H2 O
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Bis[bis(1,10-phenanthroline)aquachlorozinc(II)] benzene-1,4-dioxyacetate
dihydrate
top
Crystal data top
[ZnCl(C12H8N2)2(H2O)]2(C10H8O6)·2H2O | Z = 1 |
Mr = 1218.72 | F(000) = 626 |
Triclinic, P1 | Dx = 1.554 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.950 (6) Å | Cell parameters from 6638 reflections |
b = 12.06 (1) Å | θ = 3.3–27.5° |
c = 12.81 (1) Å | µ = 1.09 mm−1 |
α = 61.95 (3)° | T = 293 K |
β = 80.65 (4)° | Prism, colorless |
γ = 73.92 (3)° | 0.37 × 0.25 × 0.18 mm |
V = 1302.6 (17) Å3 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 5884 independent reflections |
Radiation source: fine-focus sealed tube | 4682 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.2° |
ω scans | h = −12→11 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −15→15 |
Tmin = 0.687, Tmax = 0.827 | l = −16→16 |
12345 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.104 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0583P)2 + 0.3253P] where P = (Fo2 + 2Fc2)/3 |
5884 reflections | (Δ/σ)max = 0.001 |
373 parameters | Δρmax = 0.59 e Å−3 |
6 restraints | Δρmin = −0.39 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.32051 (3) | 0.12679 (3) | 0.21566 (2) | 0.0308 (1) | |
Cl1 | 0.44774 (6) | −0.05143 (6) | 0.37346 (5) | 0.0390 (2) | |
N1 | 0.2258 (2) | 0.3121 (2) | 0.0597 (2) | 0.0319 (4) | |
N2 | 0.3827 (2) | 0.2758 (2) | 0.2313 (2) | 0.0334 (4) | |
N3 | 0.1919 (2) | 0.0274 (2) | 0.1901 (2) | 0.0302 (4) | |
N4 | 0.1210 (2) | 0.1584 (2) | 0.3217 (2) | 0.0321 (4) | |
O1 | 0.4593 (2) | 0.2385 (2) | −0.1558 (2) | 0.0448 (4) | |
O2 | 0.3147 (2) | 0.1175 (2) | −0.1358 (2) | 0.0418 (4) | |
O3 | 0.1561 (2) | 0.3256 (2) | −0.3037 (2) | 0.0416 (4) | |
O1W | 0.4822 (2) | 0.1093 (2) | 0.0884 (2) | 0.0372 (4) | |
O2W | 0.6472 (4) | 0.2968 (4) | −0.3756 (4) | 0.122 (1) | |
C1 | 0.4536 (3) | 0.2576 (3) | 0.3197 (3) | 0.0437 (6) | |
C2 | 0.4955 (3) | 0.3581 (3) | 0.3223 (3) | 0.0536 (8) | |
C3 | 0.4649 (3) | 0.4787 (3) | 0.2314 (3) | 0.0537 (8) | |
C4 | 0.3884 (3) | 0.5025 (3) | 0.1368 (3) | 0.0421 (6) | |
C5 | 0.3504 (3) | 0.6267 (3) | 0.0377 (3) | 0.0545 (8) | |
C6 | 0.2732 (3) | 0.6446 (3) | −0.0473 (3) | 0.0546 (8) | |
C7 | 0.2267 (3) | 0.5408 (2) | −0.0439 (2) | 0.0430 (6) | |
C8 | 0.1433 (3) | 0.5541 (3) | −0.1291 (2) | 0.0520 (7) | |
C9 | 0.1025 (3) | 0.4499 (3) | −0.1185 (3) | 0.0505 (7) | |
C10 | 0.1474 (3) | 0.3298 (3) | −0.0227 (2) | 0.0409 (6) | |
C11 | 0.2650 (2) | 0.4164 (2) | 0.0506 (2) | 0.0329 (5) | |
C12 | 0.3480 (2) | 0.3965 (2) | 0.1425 (2) | 0.0331 (5) | |
C13 | 0.2276 (3) | −0.0370 (2) | 0.1257 (2) | 0.0375 (5) | |
C14 | 0.1364 (3) | −0.0970 (3) | 0.1093 (2) | 0.0441 (6) | |
C15 | 0.0055 (3) | −0.0917 (2) | 0.1622 (2) | 0.0412 (6) | |
C16 | −0.0356 (2) | −0.0263 (2) | 0.2330 (2) | 0.0347 (5) | |
C17 | −0.1700 (3) | −0.0191 (3) | 0.2944 (2) | 0.0405 (6) | |
C18 | −0.2032 (2) | 0.0421 (3) | 0.3641 (2) | 0.0415 (6) | |
C19 | −0.1079 (2) | 0.1050 (2) | 0.3755 (2) | 0.0344 (5) | |
C20 | −0.1377 (3) | 0.1714 (3) | 0.4452 (2) | 0.0421 (6) | |
C21 | −0.0417 (3) | 0.2305 (3) | 0.4501 (2) | 0.0446 (6) | |
C22 | 0.0865 (3) | 0.2217 (2) | 0.3870 (2) | 0.0396 (6) | |
C23 | 0.0247 (2) | 0.1011 (2) | 0.3154 (2) | 0.0296 (5) | |
C24 | 0.0616 (2) | 0.0326 (2) | 0.2438 (2) | 0.0293 (5) | |
C25 | 0.3625 (2) | 0.2161 (2) | −0.1886 (2) | 0.0329 (5) | |
C26 | 0.3016 (2) | 0.3205 (2) | −0.3075 (2) | 0.0390 (6) | |
C27 | 0.0839 (2) | 0.4140 (2) | −0.4042 (2) | 0.0338 (5) | |
C28 | −0.0608 (3) | 0.4344 (3) | −0.3904 (2) | 0.0402 (6) | |
C29 | −0.1445 (3) | 0.5199 (3) | −0.4858 (2) | 0.0403 (6) | |
H1W1 | 0.538 (3) | 0.035 (2) | 0.109 (2) | 0.056* | |
H1W2 | 0.469 (3) | 0.144 (2) | 0.015 (1) | 0.056* | |
H2W1 | 0.617 (6) | 0.250 (6) | −0.397 (6) | 0.183* | |
H2W2 | 0.587 (5) | 0.309 (7) | −0.323 (5) | 0.183* | |
H1 | 0.4763 | 0.1752 | 0.3820 | 0.052* | |
H2 | 0.5440 | 0.3422 | 0.3860 | 0.064* | |
H3 | 0.4944 | 0.5454 | 0.2315 | 0.064* | |
H5 | 0.3801 | 0.6959 | 0.0324 | 0.065* | |
H6 | 0.2491 | 0.7265 | −0.1102 | 0.066* | |
H8 | 0.1155 | 0.6343 | −0.1932 | 0.062* | |
H9 | 0.0456 | 0.4588 | −0.1741 | 0.061* | |
H10 | 0.1206 | 0.2590 | −0.0168 | 0.049* | |
H13 | 0.3168 | −0.0424 | 0.0900 | 0.045* | |
H14 | 0.1648 | −0.1403 | 0.0627 | 0.053* | |
H15 | −0.0560 | −0.1309 | 0.1515 | 0.049* | |
H17 | −0.2348 | −0.0569 | 0.2861 | 0.049* | |
H18 | −0.2893 | 0.0431 | 0.4051 | 0.050* | |
H20 | −0.2226 | 0.1750 | 0.4879 | 0.050* | |
H21 | −0.0611 | 0.2761 | 0.4946 | 0.054* | |
H22 | 0.1511 | 0.2623 | 0.3912 | 0.048* | |
H26A | 0.3147 | 0.4036 | −0.3224 | 0.047* | |
H26B | 0.3494 | 0.3003 | −0.3709 | 0.047* | |
H28 | −0.1019 | 0.3905 | −0.3166 | 0.048* | |
H29 | −0.2413 | 0.5329 | −0.4760 | 0.048* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0307 (2) | 0.0286 (2) | 0.0317 (2) | −0.0088 (1) | −0.0029 (1) | −0.0108 (1) |
Cl1 | 0.0393 (3) | 0.0367 (3) | 0.0315 (3) | −0.0055 (2) | −0.0050 (2) | −0.0083 (3) |
O1W | 0.0354 (9) | 0.0346 (9) | 0.0302 (9) | −0.0011 (7) | −0.0014 (7) | −0.0091 (8) |
O2W | 0.107 (3) | 0.125 (3) | 0.146 (4) | −0.052 (2) | 0.032 (2) | −0.067 (3) |
O1 | 0.042 (1) | 0.047 (1) | 0.044 (1) | −0.0094 (8) | −0.0147 (8) | −0.0152 (9) |
O2 | 0.0407 (9) | 0.0339 (9) | 0.041 (1) | −0.0065 (8) | −0.0080 (8) | −0.0082 (8) |
O3 | 0.0337 (9) | 0.043 (1) | 0.035 (1) | −0.0062 (7) | −0.0110 (7) | −0.0044 (8) |
N1 | 0.0317 (9) | 0.029 (1) | 0.032 (1) | −0.0021 (8) | −0.0018 (8) | −0.0132 (9) |
N2 | 0.032 (1) | 0.031 (1) | 0.035 (1) | −0.0075 (8) | −0.0043 (8) | −0.0121 (9) |
N3 | 0.0282 (9) | 0.030 (1) | 0.031 (1) | −0.0050 (8) | −0.0015 (8) | −0.0125 (8) |
N4 | 0.034 (1) | 0.031 (1) | 0.030 (1) | −0.0067 (8) | −0.0021 (8) | −0.0126 (9) |
C1 | 0.040 (1) | 0.044 (2) | 0.049 (2) | −0.005 (1) | −0.012 (1) | −0.021 (1) |
C2 | 0.045 (2) | 0.063 (2) | 0.070 (2) | −0.012 (1) | −0.013 (1) | −0.040 (2) |
C3 | 0.043 (2) | 0.052 (2) | 0.085 (2) | −0.017 (1) | −0.000 (2) | −0.043 (2) |
C4 | 0.032 (1) | 0.036 (1) | 0.062 (2) | −0.012 (1) | 0.007 (1) | −0.026 (1) |
C5 | 0.049 (2) | 0.032 (1) | 0.079 (2) | −0.014 (1) | 0.010 (2) | −0.024 (2) |
C6 | 0.059 (2) | 0.025 (1) | 0.058 (2) | −0.006 (1) | 0.008 (2) | −0.007 (1) |
C7 | 0.043 (1) | 0.031 (1) | 0.038 (1) | −0.002 (1) | 0.006 (1) | −0.008 (1) |
C8 | 0.056 (2) | 0.040 (2) | 0.034 (2) | 0.008 (1) | −0.005 (1) | −0.005 (1) |
C9 | 0.051 (2) | 0.055 (2) | 0.037 (2) | 0.008 (1) | −0.014 (1) | −0.020 (1) |
C10 | 0.039 (1) | 0.043 (1) | 0.041 (2) | −0.003 (1) | −0.005 (1) | −0.021 (1) |
C11 | 0.031 (1) | 0.028 (1) | 0.032 (1) | −0.0028 (9) | 0.0023 (9) | −0.010 (1) |
C12 | 0.028 (1) | 0.030 (1) | 0.039 (1) | −0.0065 (9) | 0.004 (1) | −0.015 (1) |
C13 | 0.037 (1) | 0.037 (1) | 0.037 (1) | −0.006 (1) | 0.003 (1) | −0.019 (1) |
C14 | 0.051 (2) | 0.046 (2) | 0.044 (2) | −0.011 (1) | −0.001 (1) | −0.028 (1) |
C15 | 0.046 (1) | 0.041 (1) | 0.042 (2) | −0.017 (1) | −0.008 (1) | −0.017 (1) |
C16 | 0.035 (1) | 0.032 (1) | 0.033 (1) | −0.010 (1) | −0.005 (1) | −0.009 (1) |
C17 | 0.032 (1) | 0.043 (1) | 0.043 (2) | −0.015 (1) | −0.002 (1) | −0.013 (1) |
C18 | 0.028 (1) | 0.044 (2) | 0.041 (1) | −0.009 (1) | 0.003 (1) | −0.012 (1) |
C19 | 0.029 (1) | 0.032 (1) | 0.031 (1) | −0.0015 (9) | 0.0004 (9) | −0.009 (1) |
C20 | 0.038 (1) | 0.042 (1) | 0.034 (1) | −0.000 (1) | 0.006 (1) | −0.014 (1) |
C21 | 0.054 (2) | 0.041 (2) | 0.037 (1) | −0.001 (1) | 0.000 (1) | −0.022 (1) |
C22 | 0.045 (1) | 0.036 (1) | 0.040 (1) | −0.007 (1) | −0.005 (1) | −0.019 (1) |
C23 | 0.031 (1) | 0.026 (1) | 0.025 (1) | −0.0043 (9) | −0.0011 (9) | −0.0065 (9) |
C24 | 0.028 (1) | 0.025 (1) | 0.029 (1) | −0.0047 (8) | −0.0030 (9) | −0.0074 (9) |
C25 | 0.032 (1) | 0.031 (1) | 0.034 (1) | 0.0003 (9) | −0.004 (1) | −0.016 (1) |
C26 | 0.036 (1) | 0.038 (1) | 0.035 (1) | −0.008 (1) | −0.009 (1) | −0.007 (1) |
C27 | 0.034 (1) | 0.031 (1) | 0.033 (1) | −0.0049 (9) | −0.011 (1) | −0.010 (1) |
C28 | 0.036 (1) | 0.043 (1) | 0.030 (1) | −0.008 (1) | −0.003 (1) | −0.008 (1) |
C29 | 0.029 (1) | 0.045 (2) | 0.038 (1) | −0.004 (1) | −0.008 (1) | −0.012 (1) |
Geometric parameters (Å, º) top
Zn1—Cl1 | 2.355 (2) | C8—C9 | 1.366 (4) |
Zn1—N1 | 2.263 (2) | C8—H8 | 0.9300 |
Zn1—N2 | 2.156 (2) | C9—C10 | 1.397 (4) |
Zn1—N3 | 2.130 (2) | C9—H9 | 0.9300 |
Zn1—N4 | 2.264 (2) | C10—H10 | 0.9300 |
Zn1—O1W | 2.138 (2) | C11—C12 | 1.437 (3) |
N1—C10 | 1.316 (3) | C13—C14 | 1.400 (4) |
N1—C11 | 1.366 (3) | C13—H13 | 0.9300 |
N2—C1 | 1.329 (3) | C14—C15 | 1.367 (4) |
N2—C12 | 1.350 (3) | C14—H14 | 0.9300 |
N3—C13 | 1.328 (3) | C15—C16 | 1.409 (4) |
N3—C24 | 1.365 (3) | C15—H15 | 0.9300 |
N4—C22 | 1.327 (3) | C16—C24 | 1.406 (3) |
N4—C23 | 1.359 (3) | C16—C17 | 1.439 (4) |
O1—C25 | 1.249 (3) | C17—C18 | 1.357 (4) |
O2—C25 | 1.245 (3) | C17—H17 | 0.9300 |
O3—C26 | 1.426 (3) | C18—C19 | 1.429 (4) |
O3—C27 | 1.377 (3) | C18—H18 | 0.9300 |
O1W—H1W1 | 0.85 (4) | C19—C20 | 1.408 (4) |
O1W—H1W2 | 0.84 (1) | C19—C23 | 1.416 (3) |
O2W—H2W1 | 0.87 (7) | C20—C21 | 1.365 (4) |
O2W—H2W2 | 0.87 (7) | C20—H20 | 0.9300 |
C1—C2 | 1.403 (4) | C21—C22 | 1.401 (4) |
C1—H1 | 0.9300 | C21—H21 | 0.9300 |
C2—C3 | 1.357 (5) | C22—H22 | 0.9300 |
C2—H2 | 0.9300 | C23—C24 | 1.447 (3) |
C3—C4 | 1.408 (4) | C25—C26 | 1.531 (3) |
C3—H3 | 0.9300 | C26—H26A | 0.9700 |
C4—C5 | 1.432 (4) | C26—H26B | 0.9700 |
C4—C12 | 1.411 (3) | C27—C29i | 1.385 (4) |
C5—C6 | 1.335 (5) | C27—C28 | 1.388 (3) |
C5—H5 | 0.9300 | C28—C29 | 1.386 (3) |
C6—C7 | 1.431 (4) | C28—H28 | 0.9300 |
C6—H6 | 0.9300 | C29—C27i | 1.385 (4) |
C7—C8 | 1.399 (4) | C29—H29 | 0.9300 |
C7—C11 | 1.409 (4) | | |
| | | |
N1—Zn1—Cl1 | 171.26 (5) | C8—C7—C6 | 124.1 (3) |
N1—Zn1—N4 | 87.94 (8) | C8—C7—C11 | 116.7 (3) |
N2—Zn1—Cl1 | 97.48 (8) | C8—C9—C10 | 118.9 (3) |
N2—Zn1—N1 | 75.33 (9) | C8—C9—H9 | 120.5 |
N2—Zn1—N4 | 89.26 (8) | C9—C8—C7 | 120.3 (3) |
N3—Zn1—Cl1 | 97.56 (8) | C9—C8—H8 | 119.8 |
N3—Zn1—N1 | 90.59 (9) | C9—C10—H10 | 118.5 |
N3—Zn1—N2 | 160.13 (7) | C10—N1—Zn1 | 129.4 (2) |
N3—Zn1—N4 | 76.07 (8) | C10—N1—C11 | 118.2 (2) |
N3—Zn1—O1W | 96.63 (8) | C10—C9—H9 | 120.5 |
N4—Zn1—Cl1 | 97.05 (7) | C11—N1—Zn1 | 112.4 (2) |
O1W—Zn1—Cl1 | 92.24 (7) | C11—C7—C6 | 119.1 (3) |
O1W—Zn1—N1 | 83.66 (8) | C12—N2—Zn1 | 116.5 (2) |
O1W—Zn1—N2 | 95.68 (8) | C12—C4—C5 | 119.5 (3) |
O1W—Zn1—N4 | 168.84 (7) | C13—N3—Zn1 | 125.5 (2) |
Zn1—O1W—H1W1 | 116 (2) | C13—N3—C24 | 118.1 (2) |
Zn1—O1W—H1W2 | 123 (2) | C13—C14—H14 | 120.2 |
N1—C10—C9 | 123.1 (3) | C14—C13—H13 | 118.7 |
N1—C10—H10 | 118.5 | C14—C15—C16 | 119.5 (2) |
N1—C11—C7 | 122.7 (2) | C14—C15—H15 | 120.2 |
N1—C11—C12 | 117.7 (2) | C15—C14—C13 | 119.6 (2) |
N2—C1—C2 | 122.4 (3) | C15—C14—H14 | 120.2 |
N2—C1—H1 | 118.8 | C15—C16—C17 | 123.1 (2) |
N2—C12—C4 | 123.1 (2) | C16—C15—H15 | 120.2 |
N2—C12—C11 | 117.8 (2) | C16—C17—H17 | 119.6 |
N3—C13—C14 | 122.7 (2) | C16—C24—C23 | 119.5 (2) |
N3—C13—H13 | 118.7 | C17—C18—C19 | 121.1 (2) |
N3—C24—C16 | 122.8 (2) | C17—C18—H18 | 119.5 |
N3—C24—C23 | 117.7 (2) | C18—C17—C16 | 120.8 (2) |
N4—C22—C21 | 123.6 (2) | C18—C17—H17 | 119.6 |
N4—C22—H22 | 118.2 | C19—C18—H18 | 119.5 |
N4—C23—C19 | 123.3 (2) | C19—C20—H20 | 120.1 |
N4—C23—C24 | 117.5 (2) | C19—C23—C24 | 119.2 (2) |
O1—C25—C26 | 115.3 (2) | C20—C19—C18 | 123.5 (2) |
O2—C25—O1 | 126.4 (2) | C20—C19—C23 | 116.9 (2) |
O2—C25—C26 | 118.3 (2) | C20—C21—C22 | 119.1 (2) |
O3—C26—C25 | 108.8 (2) | C20—C21—H21 | 120.5 |
O3—C26—H26A | 109.9 | C21—C20—C19 | 119.8 (2) |
O3—C26—H26B | 109.9 | C21—C20—H20 | 120.1 |
O3—C27—C28 | 115.3 (2) | C21—C22—H22 | 118.2 |
O3—C27—C29i | 125.2 (2) | C22—N4—Zn1 | 130.3 (2) |
C1—N2—Zn1 | 125.3 (2) | C22—N4—C23 | 117.4 (2) |
C1—N2—C12 | 118.2 (2) | C22—C21—H21 | 120.5 |
C1—C2—H2 | 120.2 | C23—N4—Zn1 | 112.3 (2) |
C2—C1—H1 | 118.8 | C24—N3—Zn1 | 116.4 (2) |
C2—C3—C4 | 119.8 (2) | C24—C16—C15 | 117.3 (2) |
C2—C3—H3 | 120.1 | C24—C16—C17 | 119.7 (2) |
C3—C2—C1 | 119.6 (3) | C23—C19—C18 | 119.7 (2) |
C3—C2—H2 | 120.2 | C25—C26—H26A | 109.9 |
C3—C4—C12 | 116.8 (3) | C25—C26—H26B | 109.9 |
C3—C4—C5 | 123.7 (2) | C27—O3—C26 | 116.9 (2) |
C4—C3—H3 | 120.1 | C27—C28—H28 | 119.8 |
C4—C5—H5 | 119.5 | C27i—C29—C28 | 120.0 (2) |
C4—C12—C11 | 119.2 (2) | C27i—C29—H29 | 120.0 |
C5—C6—C7 | 121.5 (3) | C28—C29—H29 | 120.0 |
C5—C6—H6 | 119.2 | C29i—C27—C28 | 119.5 (2) |
C6—C5—C4 | 121.0 (3) | C29—C28—C27 | 120.4 (2) |
C6—C5—H5 | 119.5 | C29—C28—H28 | 119.8 |
C7—C6—H6 | 119.2 | H1W1—O1W—H1W2 | 110 (2) |
C7—C8—H8 | 119.8 | H2W1—O2W—H2W2 | 106 (6) |
C7—C11—C12 | 119.6 (2) | H26A—C26—H26B | 108.3 |
| | | |
Zn1—N1—C10—C9 | −176.2 (2) | C1—N2—C12—C11 | −176.8 (2) |
Zn1—N1—C11—C7 | 175.8 (2) | C1—C2—C3—C4 | 1.6 (5) |
Zn1—N1—C11—C12 | −4.6 (3) | C2—C3—C4—C5 | 179.5 (3) |
Zn1—N2—C1—C2 | 177.5 (2) | C2—C3—C4—C12 | −0.3 (4) |
Zn1—N2—C12—C4 | −176.2 (2) | C3—C4—C5—C6 | −177.4 (3) |
Zn1—N2—C12—C11 | 4.2 (3) | C3—C4—C12—N2 | −1.9 (4) |
Zn1—N3—C13—C14 | −177.9 (2) | C3—C4—C12—C11 | 177.6 (2) |
Zn1—N3—C24—C16 | 178.8 (2) | C4—C5—C6—C7 | −0.8 (5) |
Zn1—N3—C24—C23 | −1.9 (3) | C5—C4—C12—N2 | 178.3 (2) |
Zn1—N4—C22—C21 | −178.6 (2) | C5—C4—C12—C11 | −2.2 (4) |
Zn1—N4—C23—C19 | 179.0 (2) | C5—C6—C7—C8 | 178.7 (3) |
Zn1—N4—C23—C24 | −0.7 (2) | C5—C6—C7—C11 | −0.9 (4) |
Cl1—Zn1—N2—C1 | −8.9 (2) | C6—C7—C8—C9 | −179.4 (3) |
Cl1—Zn1—N2—C12 | 170.0 (2) | C6—C7—C11—N1 | −179.4 (2) |
Cl1—Zn1—N3—C13 | −84.4 (2) | C6—C7—C11—C12 | 1.0 (4) |
Cl1—Zn1—N3—C24 | 96.5 (2) | C7—C8—C9—C10 | −1.2 (4) |
Cl1—Zn1—N4—C22 | 83.2 (2) | C7—C11—C12—N2 | −179.9 (2) |
Cl1—Zn1—N4—C23 | −96.3 (2) | C7—C11—C12—C4 | 0.5 (3) |
N1—Zn1—N2—C1 | 176.2 (2) | C8—C7—C11—N1 | 1.0 (4) |
N1—Zn1—N2—C12 | −4.9 (2) | C8—C7—C11—C12 | −178.6 (2) |
N1—Zn1—N3—C13 | 92.5 (2) | C8—C9—C10—N1 | 1.2 (4) |
N1—Zn1—N3—C24 | −86.6 (2) | C10—N1—C11—C7 | −1.0 (3) |
N1—Zn1—N4—C22 | −89.5 (2) | C10—N1—C11—C12 | 178.6 (2) |
N1—Zn1—N4—C23 | 90.9 (2) | C11—N1—C10—C9 | −0.1 (4) |
N2—Zn1—N1—C10 | −178.6 (2) | C11—C7—C8—C9 | 0.2 (4) |
N2—Zn1—N1—C11 | 5.0 (2) | C12—N2—C1—C2 | −1.3 (4) |
N2—Zn1—N3—C13 | 136.7 (2) | C12—C4—C5—C6 | 2.4 (4) |
N2—Zn1—N3—C24 | −42.4 (3) | C13—N3—C24—C16 | −0.4 (3) |
N2—Zn1—N4—C22 | −14.2 (2) | C13—N3—C24—C23 | 179.0 (2) |
N2—Zn1—N4—C23 | 166.3 (2) | C13—C14—C15—C16 | −0.3 (4) |
N2—C1—C2—C3 | −0.8 (5) | C14—C15—C16—C17 | −178.3 (2) |
N1—C11—C12—N2 | 0.5 (3) | C14—C15—C16—C24 | 1.0 (4) |
N1—C11—C12—C4 | −179.1 (2) | C15—C16—C17—C18 | 178.2 (2) |
N3—Zn1—N1—C10 | −12.8 (2) | C15—C16—C24—N3 | −0.7 (3) |
N3—Zn1—N1—C11 | 170.8 (2) | C15—C16—C24—C23 | 180.0 (2) |
N3—Zn1—N2—C1 | 130.1 (2) | C16—C17—C18—C19 | 2.2 (4) |
N3—Zn1—N2—C12 | −51.1 (3) | C17—C16—C24—N3 | 178.6 (2) |
N3—Zn1—N4—C22 | 179.3 (2) | C17—C16—C24—C23 | −0.7 (3) |
N3—Zn1—N4—C23 | −0.2 (2) | C17—C18—C19—C20 | 179.1 (2) |
N3—C13—C14—C15 | −0.8 (4) | C17—C18—C19—C23 | −1.5 (4) |
N4—Zn1—N3—C13 | −179.8 (2) | C18—C19—C20—C21 | −179.1 (2) |
N4—Zn1—N1—C10 | −88.9 (2) | C18—C19—C23—N4 | 180.0 (2) |
N4—Zn1—N1—C11 | 94.8 (2) | C18—C19—C23—C24 | −0.4 (3) |
N4—Zn1—N2—C1 | 88.2 (2) | C19—C20—C21—C22 | −1.3 (4) |
N4—Zn1—N2—C12 | −93.0 (2) | C19—C23—C24—N3 | −178.0 (2) |
N4—Zn1—N3—C24 | 1.1 (2) | C19—C23—C24—C16 | 1.4 (3) |
N4—C23—C24—N3 | 1.7 (3) | C20—C19—C23—N4 | −0.5 (3) |
N4—C23—C24—C16 | −178.9 (2) | C20—C19—C23—C24 | 179.1 (2) |
O1—C25—C26—O3 | −146.9 (2) | C20—C21—C22—N4 | 0.1 (4) |
O2—C25—C26—O3 | 34.7 (3) | C22—N4—C23—C19 | −0.6 (3) |
O3—C27—C28—C29 | −179.1 (2) | C22—N4—C23—C24 | 179.7 (2) |
O1W—Zn1—N1—C10 | 83.8 (2) | C23—N4—C22—C21 | 0.9 (4) |
O1W—Zn1—N1—C11 | −92.6 (2) | C23—C19—C20—C21 | 1.5 (4) |
O1W—Zn1—N2—C1 | −101.9 (2) | C24—N3—C13—C14 | 1.2 (4) |
O1W—Zn1—N2—C12 | 77.0 (2) | C24—C16—C17—C18 | −1.1 (4) |
O1W—Zn1—N3—C13 | 8.8 (2) | C26—O3—C27—C28 | −167.9 (2) |
O1W—Zn1—N3—C24 | −170.3 (2) | C26—O3—C27—C29i | 12.8 (4) |
O1W—Zn1—N4—C22 | −130.6 (3) | C27—O3—C26—C25 | −179.5 (2) |
O1W—Zn1—N4—C23 | 49.8 (4) | C27—C28—C29—C27i | −0.3 (4) |
C1—N2—C12—C4 | 2.7 (4) | C29i—C27—C28—C29 | 0.3 (4) |
Symmetry code: (i) −x, −y+1, −z−1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W1···O2ii | 0.85 (4) | 1.93 (3) | 2.776 (3) | 171 (3) |
O1W—H1W2···O1 | 0.84 (1) | 1.94 (1) | 2.778 (3) | 172 (3) |
O2W—H2W1···Cl1ii | 0.87 (7) | 2.52 (7) | 3.333 (5) | 156 (7) |
O2W—H2W2···O1 | 0.87 (7) | 2.22 (4) | 3.013 (5) | 152 (6) |
Symmetry code: (ii) −x+1, −y, −z. |