In the title compound, [Zn(C
10H
10NO
3)
2(C
12H
8N
2)(H
2O)], the Zn
II atom is five-coordinated by the two N atoms of the 1,10-phenanthroline ligand, two O atoms from two benzoylalanine ligands and one O from a water molecule. The complex exhibits a slightly distorted square-pyramidal geometry. The crystal structure is stabilized by hydrogen bonds of the types N—H
O, O—H
O and C—H
O.
Supporting information
CCDC reference: 231283
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.005 Å
- R factor = 0.041
- wR factor = 0.093
- Data-to-parameter ratio = 12.5
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98
PLAT230_ALERT_2_C Hirshfeld Test Diff for O4 - C11 .. 5.94 su
PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C15 -C20 1.37 Ang.
PLAT414_ALERT_2_C Short Intra D-H..H-X H1 .. H6 .. 1.99 Ang.
PLAT731_ALERT_1_C Bond Calc 0.88(3), Rep 0.882(10) ...... 3.00 su-Rat
O7 -H3 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.90(3), Rep 0.892(10) ...... 3.00 su-Rat
O7 -H4 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.88(3), Rep 0.882(10) ...... 3.00 su-Rat
O7 -H3 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.90(3), Rep 0.892(10) ...... 3.00 su-Rat
O7 -H4 1.555 1.555
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
8 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
Aquabis(
N-benzoylalaninato-
κO)(1,10-phenanthroline-
κ2N,
N')zinc(II)
top
Crystal data top
[Zn(C10H10NO3)2(C12H8N2)(H2O)] | F(000) = 1344 |
Mr = 647.99 | Dx = 1.520 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 4003 reflections |
a = 10.005 (15) Å | θ = 2.5–22.8° |
b = 29.38 (4) Å | µ = 0.93 mm−1 |
c = 10.323 (16) Å | T = 298 K |
β = 111.04 (2)° | Block, green |
V = 2832 (7) Å3 | 0.43 × 0.28 × 0.22 mm |
Z = 4 | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 5060 independent reflections |
Radiation source: fine-focus sealed tube | 3472 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
φ and ω scans | θmax = 25.1°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→11 |
Tmin = 0.740, Tmax = 0.816 | k = −35→23 |
11756 measured reflections | l = −12→12 |
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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.093 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.99 | w = 1/[σ2(Fo2) + (0.0418P)2] where P = (Fo2 + 2Fc2)/3 |
5060 reflections | (Δ/σ)max = 0.001 |
405 parameters | Δρmax = 0.31 e Å−3 |
3 restraints | Δρmin = −0.29 e Å−3 |
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. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.06115 (4) | 0.028081 (11) | 0.76220 (4) | 0.03849 (13) | |
N1 | 0.2496 (3) | 0.16422 (8) | 0.7647 (2) | 0.0340 (6) | |
H1 | 0.3411 | 0.1672 | 0.7938 | 0.041* | |
N2 | −0.2412 (3) | 0.13939 (8) | 0.7813 (2) | 0.0375 (6) | |
H2 | −0.1492 | 0.1401 | 0.8147 | 0.045* | |
N3 | 0.2203 (3) | −0.02422 (8) | 0.8368 (3) | 0.0397 (6) | |
N4 | 0.1398 (3) | 0.03904 (8) | 0.9775 (3) | 0.0417 (7) | |
O1 | 0.1715 (2) | 0.07561 (7) | 0.7119 (2) | 0.0400 (5) | |
O2 | 0.0314 (3) | 0.09066 (7) | 0.4966 (2) | 0.0659 (8) | |
O3 | 0.0516 (2) | 0.16721 (7) | 0.8156 (2) | 0.0471 (6) | |
O4 | −0.1126 (2) | 0.06552 (7) | 0.7489 (2) | 0.0458 (6) | |
O5 | −0.2789 (2) | 0.04612 (8) | 0.5480 (2) | 0.0525 (6) | |
O6 | −0.4416 (2) | 0.16384 (9) | 0.8044 (2) | 0.0622 (7) | |
O7 | −0.0651 (3) | −0.01138 (9) | 0.6129 (3) | 0.0618 (7) | |
C1 | 0.1199 (3) | 0.10165 (10) | 0.6092 (3) | 0.0370 (7) | |
C2 | 0.1735 (3) | 0.15037 (10) | 0.6230 (3) | 0.0346 (7) | |
H2A | 0.0896 | 0.1702 | 0.5852 | 0.042* | |
C3 | 0.2657 (4) | 0.15780 (14) | 0.5379 (3) | 0.0630 (11) | |
H3A | 0.2977 | 0.1888 | 0.5470 | 0.095* | |
H3B | 0.2113 | 0.1514 | 0.4422 | 0.095* | |
H3C | 0.3472 | 0.1379 | 0.5700 | 0.095* | |
C4 | 0.1812 (3) | 0.17247 (9) | 0.8510 (3) | 0.0339 (7) | |
C5 | 0.2667 (3) | 0.18947 (9) | 0.9928 (3) | 0.0321 (7) | |
C6 | 0.4136 (3) | 0.19404 (10) | 1.0413 (3) | 0.0412 (8) | |
H6 | 0.4645 | 0.1862 | 0.9848 | 0.049* | |
C7 | 0.4851 (4) | 0.21011 (12) | 1.1732 (4) | 0.0548 (10) | |
H7 | 0.5842 | 0.2131 | 1.2054 | 0.066* | |
C8 | 0.4123 (4) | 0.22165 (11) | 1.2570 (3) | 0.0514 (9) | |
H8 | 0.4617 | 0.2324 | 1.3462 | 0.062* | |
C9 | 0.2677 (4) | 0.21748 (11) | 1.2108 (3) | 0.0513 (9) | |
H9 | 0.2178 | 0.2255 | 1.2680 | 0.062* | |
C10 | 0.1950 (4) | 0.20127 (10) | 1.0787 (3) | 0.0442 (8) | |
H10 | 0.0959 | 0.1983 | 1.0475 | 0.053* | |
C11 | −0.2274 (4) | 0.07148 (11) | 0.6494 (3) | 0.0398 (8) | |
C12 | −0.3117 (3) | 0.11406 (10) | 0.6543 (3) | 0.0393 (8) | |
H12 | −0.4054 | 0.1044 | 0.6543 | 0.047* | |
C13 | −0.3370 (4) | 0.14312 (12) | 0.5273 (3) | 0.0681 (12) | |
H13A | −0.3912 | 0.1696 | 0.5323 | 0.102* | |
H13B | −0.3892 | 0.1259 | 0.4457 | 0.102* | |
H13C | −0.2466 | 0.1524 | 0.5231 | 0.102* | |
C14 | −0.3117 (3) | 0.16127 (10) | 0.8476 (3) | 0.0365 (7) | |
C15 | −0.2249 (3) | 0.18142 (10) | 0.9845 (3) | 0.0342 (7) | |
C16 | −0.1591 (3) | 0.15288 (11) | 1.0945 (3) | 0.0423 (8) | |
H16 | −0.1611 | 0.1216 | 1.0802 | 0.051* | |
C17 | −0.0903 (4) | 0.17012 (13) | 1.2256 (3) | 0.0539 (9) | |
H17 | −0.0493 | 0.1506 | 1.3003 | 0.065* | |
C18 | −0.0827 (4) | 0.21601 (14) | 1.2451 (4) | 0.0592 (10) | |
H18 | −0.0349 | 0.2278 | 1.3332 | 0.071* | |
C19 | −0.1445 (4) | 0.24463 (12) | 1.1367 (4) | 0.0596 (10) | |
H19 | −0.1371 | 0.2759 | 1.1506 | 0.071* | |
C20 | −0.2181 (4) | 0.22744 (11) | 1.0062 (4) | 0.0502 (9) | |
H20 | −0.2630 | 0.2471 | 0.9328 | 0.060* | |
C21 | 0.2616 (4) | −0.05480 (11) | 0.7659 (4) | 0.0498 (9) | |
H21 | 0.2091 | −0.0580 | 0.6717 | 0.060* | |
C22 | 0.3800 (4) | −0.08244 (11) | 0.8260 (4) | 0.0564 (10) | |
H22 | 0.4056 | −0.1038 | 0.7725 | 0.068* | |
C23 | 0.4578 (4) | −0.07819 (11) | 0.9620 (4) | 0.0559 (10) | |
H23 | 0.5376 | −0.0966 | 1.0028 | 0.067* | |
C24 | 0.4190 (3) | −0.04624 (10) | 1.0418 (4) | 0.0420 (8) | |
C25 | 0.2978 (3) | −0.02003 (10) | 0.9737 (3) | 0.0369 (8) | |
C26 | 0.2555 (3) | 0.01395 (10) | 1.0497 (3) | 0.0373 (8) | |
C27 | 0.3331 (3) | 0.02059 (11) | 1.1896 (3) | 0.0425 (8) | |
C28 | 0.2881 (4) | 0.05540 (13) | 1.2556 (4) | 0.0614 (11) | |
H28 | 0.3372 | 0.0613 | 1.3493 | 0.074* | |
C29 | 0.1723 (5) | 0.08067 (13) | 1.1827 (4) | 0.0705 (12) | |
H29 | 0.1409 | 0.1038 | 1.2262 | 0.085* | |
C30 | 0.1019 (4) | 0.07196 (12) | 1.0447 (4) | 0.0599 (11) | |
H30 | 0.0237 | 0.0900 | 0.9958 | 0.072* | |
C31 | 0.4958 (4) | −0.03871 (11) | 1.1855 (4) | 0.0510 (9) | |
H31 | 0.5761 | −0.0563 | 1.2315 | 0.061* | |
C32 | 0.4548 (4) | −0.00683 (12) | 1.2556 (4) | 0.0504 (9) | |
H32 | 0.5072 | −0.0026 | 1.3495 | 0.060* | |
H3 | −0.146 (2) | 0.0024 (9) | 0.565 (3) | 0.048 (11)* | |
H4 | −0.043 (4) | −0.0343 (9) | 0.567 (3) | 0.092 (15)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0393 (2) | 0.0360 (2) | 0.0360 (2) | 0.00265 (18) | 0.00849 (18) | −0.00082 (17) |
N1 | 0.0253 (14) | 0.0393 (14) | 0.0331 (14) | −0.0071 (11) | 0.0052 (12) | −0.0061 (11) |
N2 | 0.0213 (14) | 0.0465 (15) | 0.0400 (15) | 0.0012 (12) | 0.0053 (13) | −0.0075 (12) |
N3 | 0.0448 (17) | 0.0314 (14) | 0.0419 (16) | −0.0037 (13) | 0.0142 (14) | 0.0016 (12) |
N4 | 0.0407 (17) | 0.0431 (16) | 0.0386 (16) | 0.0111 (13) | 0.0110 (14) | 0.0027 (12) |
O1 | 0.0310 (13) | 0.0379 (12) | 0.0429 (13) | 0.0017 (10) | 0.0034 (11) | 0.0078 (10) |
O2 | 0.0773 (19) | 0.0410 (14) | 0.0460 (15) | −0.0100 (13) | −0.0182 (14) | −0.0057 (12) |
O3 | 0.0243 (13) | 0.0635 (15) | 0.0498 (14) | −0.0041 (11) | 0.0088 (11) | −0.0075 (12) |
O4 | 0.0333 (13) | 0.0523 (14) | 0.0399 (13) | 0.0097 (11) | −0.0014 (11) | −0.0096 (11) |
O5 | 0.0458 (15) | 0.0579 (15) | 0.0438 (14) | 0.0016 (12) | 0.0041 (12) | −0.0166 (12) |
O6 | 0.0225 (13) | 0.102 (2) | 0.0557 (16) | 0.0064 (13) | 0.0067 (12) | −0.0249 (14) |
O7 | 0.0488 (17) | 0.0563 (16) | 0.0658 (18) | 0.0060 (14) | 0.0027 (15) | −0.0256 (14) |
C1 | 0.0318 (19) | 0.0342 (17) | 0.0417 (19) | 0.0049 (15) | 0.0091 (17) | −0.0024 (15) |
C2 | 0.0337 (18) | 0.0363 (17) | 0.0276 (16) | 0.0009 (14) | 0.0033 (15) | −0.0007 (13) |
C3 | 0.055 (2) | 0.096 (3) | 0.0333 (19) | −0.020 (2) | 0.0102 (19) | −0.0071 (19) |
C4 | 0.033 (2) | 0.0295 (16) | 0.0382 (18) | 0.0010 (14) | 0.0111 (16) | 0.0006 (13) |
C5 | 0.0312 (19) | 0.0289 (15) | 0.0342 (17) | −0.0015 (14) | 0.0091 (15) | −0.0021 (13) |
C6 | 0.034 (2) | 0.051 (2) | 0.0365 (19) | 0.0008 (16) | 0.0102 (16) | −0.0103 (15) |
C7 | 0.037 (2) | 0.072 (2) | 0.048 (2) | −0.0075 (19) | 0.0059 (18) | −0.0157 (19) |
C8 | 0.057 (3) | 0.057 (2) | 0.035 (2) | 0.0000 (19) | 0.0093 (19) | −0.0119 (16) |
C9 | 0.057 (3) | 0.055 (2) | 0.048 (2) | −0.0035 (19) | 0.027 (2) | −0.0093 (17) |
C10 | 0.037 (2) | 0.052 (2) | 0.045 (2) | −0.0044 (16) | 0.0160 (17) | −0.0068 (16) |
C11 | 0.036 (2) | 0.047 (2) | 0.0386 (19) | −0.0035 (16) | 0.0155 (18) | −0.0035 (16) |
C12 | 0.0304 (18) | 0.0485 (19) | 0.0335 (18) | 0.0027 (15) | 0.0048 (15) | −0.0027 (15) |
C13 | 0.089 (3) | 0.058 (2) | 0.045 (2) | 0.009 (2) | 0.009 (2) | 0.0026 (19) |
C14 | 0.030 (2) | 0.0426 (18) | 0.0362 (18) | 0.0043 (15) | 0.0112 (16) | 0.0037 (15) |
C15 | 0.0240 (17) | 0.0434 (19) | 0.0347 (18) | 0.0002 (14) | 0.0100 (15) | −0.0030 (14) |
C16 | 0.039 (2) | 0.0435 (19) | 0.042 (2) | 0.0008 (16) | 0.0113 (17) | 0.0022 (15) |
C17 | 0.047 (2) | 0.070 (3) | 0.040 (2) | 0.0057 (19) | 0.0109 (19) | 0.0058 (19) |
C18 | 0.040 (2) | 0.083 (3) | 0.048 (2) | 0.004 (2) | 0.0078 (19) | −0.021 (2) |
C19 | 0.049 (2) | 0.047 (2) | 0.070 (3) | 0.0014 (19) | 0.006 (2) | −0.021 (2) |
C20 | 0.043 (2) | 0.044 (2) | 0.055 (2) | 0.0060 (17) | 0.0083 (19) | 0.0011 (17) |
C21 | 0.064 (2) | 0.0358 (19) | 0.055 (2) | −0.0003 (18) | 0.028 (2) | −0.0026 (16) |
C22 | 0.061 (3) | 0.041 (2) | 0.076 (3) | 0.0084 (19) | 0.035 (2) | 0.0017 (19) |
C23 | 0.048 (2) | 0.040 (2) | 0.084 (3) | 0.0119 (17) | 0.030 (2) | 0.014 (2) |
C24 | 0.0318 (19) | 0.0359 (17) | 0.060 (2) | −0.0010 (15) | 0.0179 (18) | 0.0132 (16) |
C25 | 0.0326 (19) | 0.0326 (17) | 0.046 (2) | −0.0014 (14) | 0.0145 (17) | 0.0087 (14) |
C26 | 0.039 (2) | 0.0338 (17) | 0.0386 (19) | −0.0009 (15) | 0.0130 (17) | 0.0062 (14) |
C27 | 0.037 (2) | 0.047 (2) | 0.0374 (19) | −0.0052 (16) | 0.0069 (17) | 0.0071 (16) |
C28 | 0.069 (3) | 0.071 (3) | 0.035 (2) | 0.011 (2) | 0.008 (2) | −0.0014 (19) |
C29 | 0.092 (3) | 0.071 (3) | 0.042 (2) | 0.026 (2) | 0.016 (2) | −0.009 (2) |
C30 | 0.066 (3) | 0.065 (2) | 0.044 (2) | 0.030 (2) | 0.013 (2) | −0.0001 (19) |
C31 | 0.034 (2) | 0.050 (2) | 0.058 (2) | 0.0041 (17) | 0.005 (2) | 0.0229 (18) |
C32 | 0.041 (2) | 0.061 (2) | 0.041 (2) | −0.0015 (19) | 0.0048 (18) | 0.0126 (18) |
Geometric parameters (Å, º) top
Zn1—O1 | 1.962 (3) | C10—H10 | 0.9300 |
Zn1—O7 | 1.979 (3) | C11—C12 | 1.519 (5) |
Zn1—O4 | 2.020 (3) | C12—C13 | 1.507 (5) |
Zn1—N4 | 2.100 (4) | C12—H12 | 0.9800 |
Zn1—N3 | 2.147 (3) | C13—H13A | 0.9600 |
N1—C4 | 1.326 (4) | C13—H13B | 0.9600 |
N1—C2 | 1.445 (4) | C13—H13C | 0.9600 |
N1—H1 | 0.8600 | C14—C15 | 1.490 (4) |
N2—C14 | 1.313 (4) | C15—C20 | 1.368 (5) |
N2—C12 | 1.452 (4) | C15—C16 | 1.374 (4) |
N2—H2 | 0.8600 | C16—C17 | 1.376 (5) |
N3—C21 | 1.316 (4) | C16—H16 | 0.9300 |
N3—C25 | 1.351 (4) | C17—C18 | 1.361 (5) |
N4—C30 | 1.323 (4) | C17—H17 | 0.9300 |
N4—C26 | 1.348 (4) | C18—C19 | 1.358 (5) |
O1—C1 | 1.258 (4) | C18—H18 | 0.9300 |
O2—C1 | 1.225 (4) | C19—C20 | 1.379 (5) |
O3—C4 | 1.224 (4) | C19—H19 | 0.9300 |
O4—C11 | 1.249 (4) | C20—H20 | 0.9300 |
O5—C11 | 1.237 (4) | C21—C22 | 1.386 (5) |
O6—C14 | 1.216 (4) | C21—H21 | 0.9300 |
O7—H3 | 0.882 (10) | C22—C23 | 1.345 (5) |
O7—H4 | 0.892 (10) | C22—H22 | 0.9300 |
C1—C2 | 1.517 (4) | C23—C24 | 1.393 (5) |
C2—C3 | 1.501 (5) | C23—H23 | 0.9300 |
C2—H2A | 0.9800 | C24—C25 | 1.395 (4) |
C3—H3A | 0.9600 | C24—C31 | 1.422 (5) |
C3—H3B | 0.9600 | C25—C26 | 1.425 (4) |
C3—H3C | 0.9600 | C26—C27 | 1.387 (5) |
C4—C5 | 1.492 (4) | C27—C28 | 1.391 (5) |
C5—C10 | 1.371 (4) | C27—C32 | 1.414 (5) |
C5—C6 | 1.379 (4) | C28—C29 | 1.354 (5) |
C6—C7 | 1.374 (4) | C28—H28 | 0.9300 |
C6—H6 | 0.9300 | C29—C30 | 1.368 (5) |
C7—C8 | 1.359 (5) | C29—H29 | 0.9300 |
C7—H7 | 0.9300 | C30—H30 | 0.9300 |
C8—C9 | 1.357 (5) | C31—C32 | 1.335 (5) |
C8—H8 | 0.9300 | C31—H31 | 0.9300 |
C9—C10 | 1.380 (5) | C32—H32 | 0.9300 |
C9—H9 | 0.9300 | | |
| | | |
O1—Zn1—O7 | 118.24 (14) | C13—C12—C11 | 111.1 (3) |
O1—Zn1—O4 | 98.43 (14) | N2—C12—H12 | 107.6 |
O7—Zn1—O4 | 88.46 (13) | C13—C12—H12 | 107.6 |
O1—Zn1—N4 | 97.95 (11) | C11—C12—H12 | 107.6 |
O7—Zn1—N4 | 143.73 (12) | C12—C13—H13A | 109.5 |
O4—Zn1—N4 | 88.56 (10) | C12—C13—H13B | 109.5 |
O1—Zn1—N3 | 100.91 (15) | H13A—C13—H13B | 109.5 |
O7—Zn1—N3 | 92.52 (14) | C12—C13—H13C | 109.5 |
O4—Zn1—N3 | 157.45 (10) | H13A—C13—H13C | 109.5 |
N4—Zn1—N3 | 77.40 (10) | H13B—C13—H13C | 109.5 |
C4—N1—C2 | 121.4 (3) | O6—C14—N2 | 122.8 (3) |
C4—N1—H1 | 119.3 | O6—C14—C15 | 120.3 (3) |
C2—N1—H1 | 119.3 | N2—C14—C15 | 116.8 (3) |
C14—N2—C12 | 123.0 (3) | C20—C15—C16 | 119.2 (3) |
C14—N2—H2 | 118.5 | C20—C15—C14 | 121.7 (3) |
C12—N2—H2 | 118.5 | C16—C15—C14 | 119.0 (3) |
C21—N3—C25 | 117.8 (3) | C15—C16—C17 | 120.7 (3) |
C21—N3—Zn1 | 129.0 (2) | C15—C16—H16 | 119.7 |
C25—N3—Zn1 | 112.5 (2) | C17—C16—H16 | 119.7 |
C30—N4—C26 | 117.5 (3) | C18—C17—C16 | 119.4 (3) |
C30—N4—Zn1 | 126.7 (2) | C18—C17—H17 | 120.3 |
C26—N4—Zn1 | 115.0 (2) | C16—C17—H17 | 120.3 |
C1—O1—Zn1 | 123.8 (2) | C19—C18—C17 | 120.4 (3) |
C11—O4—Zn1 | 130.4 (2) | C19—C18—H18 | 119.8 |
Zn1—O7—H3 | 111.5 (19) | C17—C18—H18 | 119.8 |
Zn1—O7—H4 | 130 (2) | C18—C19—C20 | 120.3 (3) |
H3—O7—H4 | 114 (2) | C18—C19—H19 | 119.9 |
O2—C1—O1 | 125.3 (3) | C20—C19—H19 | 119.9 |
O2—C1—C2 | 116.6 (3) | C15—C20—C19 | 120.0 (3) |
O1—C1—C2 | 118.1 (3) | C15—C20—H20 | 120.0 |
N1—C2—C3 | 109.9 (3) | C19—C20—H20 | 120.0 |
N1—C2—C1 | 113.6 (2) | N3—C21—C22 | 122.7 (3) |
C3—C2—C1 | 110.7 (3) | N3—C21—H21 | 118.6 |
N1—C2—H2A | 107.5 | C22—C21—H21 | 118.6 |
C3—C2—H2A | 107.5 | C23—C22—C21 | 119.6 (3) |
C1—C2—H2A | 107.5 | C23—C22—H22 | 120.2 |
C2—C3—H3A | 109.5 | C21—C22—H22 | 120.2 |
C2—C3—H3B | 109.5 | C22—C23—C24 | 120.0 (3) |
H3A—C3—H3B | 109.5 | C22—C23—H23 | 120.0 |
C2—C3—H3C | 109.5 | C24—C23—H23 | 120.0 |
H3A—C3—H3C | 109.5 | C23—C24—C25 | 116.8 (3) |
H3B—C3—H3C | 109.5 | C23—C24—C31 | 124.1 (3) |
O3—C4—N1 | 121.5 (3) | C25—C24—C31 | 119.1 (3) |
O3—C4—C5 | 120.6 (3) | N3—C25—C24 | 123.1 (3) |
N1—C4—C5 | 117.9 (3) | N3—C25—C26 | 117.8 (3) |
C10—C5—C6 | 118.6 (3) | C24—C25—C26 | 119.1 (3) |
C10—C5—C4 | 118.0 (3) | N4—C26—C27 | 123.2 (3) |
C6—C5—C4 | 123.4 (3) | N4—C26—C25 | 116.4 (3) |
C7—C6—C5 | 120.1 (3) | C27—C26—C25 | 120.4 (3) |
C7—C6—H6 | 120.0 | C26—C27—C28 | 117.1 (3) |
C5—C6—H6 | 120.0 | C26—C27—C32 | 119.0 (3) |
C8—C7—C6 | 120.6 (3) | C28—C27—C32 | 123.9 (3) |
C8—C7—H7 | 119.7 | C29—C28—C27 | 119.6 (3) |
C6—C7—H7 | 119.7 | C29—C28—H28 | 120.2 |
C9—C8—C7 | 120.1 (3) | C27—C28—H28 | 120.2 |
C9—C8—H8 | 120.0 | C28—C29—C30 | 119.6 (4) |
C7—C8—H8 | 120.0 | C28—C29—H29 | 120.2 |
C8—C9—C10 | 119.7 (3) | C30—C29—H29 | 120.2 |
C8—C9—H9 | 120.1 | N4—C30—C29 | 123.0 (3) |
C10—C9—H9 | 120.1 | N4—C30—H30 | 118.5 |
C5—C10—C9 | 120.9 (3) | C29—C30—H30 | 118.5 |
C5—C10—H10 | 119.5 | C32—C31—C24 | 121.2 (3) |
C9—C10—H10 | 119.5 | C32—C31—H31 | 119.4 |
O5—C11—O4 | 126.3 (3) | C24—C31—H31 | 119.4 |
O5—C11—C12 | 117.2 (3) | C31—C32—C27 | 121.2 (3) |
O4—C11—C12 | 116.5 (3) | C31—C32—H32 | 119.4 |
N2—C12—C13 | 111.8 (3) | C27—C32—H32 | 119.4 |
N2—C12—C11 | 110.9 (3) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O6i | 0.86 | 2.14 | 2.968 (6) | 162 |
N2—H2···O3 | 0.86 | 2.16 | 2.938 (5) | 151 |
O7—H3···O5 | 0.88 (1) | 1.81 (2) | 2.617 (4) | 151 (3) |
O7—H4···O2ii | 0.89 (1) | 1.80 (2) | 2.663 (5) | 161 (4) |
C6—H6···O6i | 0.93 | 2.46 | 3.378 (6) | 170 |
C17—H17···O2iii | 0.93 | 2.59 | 3.509 (7) | 172 |
C21—H21···O2ii | 0.93 | 2.59 | 3.368 (7) | 141 |
C30—H30···O4 | 0.93 | 2.53 | 3.043 (6) | 115 |
C31—H31···O1iv | 0.93 | 2.45 | 3.293 (7) | 152 |
Symmetry codes: (i) x+1, y, z; (ii) −x, −y, −z+1; (iii) x, y, z+1; (iv) −x+1, −y, −z+2. |