Di­chloro(4′-phenyl-2,2′:6′,2′′-ter­pyridine-κ³N)­zinc(II) monohydrate

The Zn atom in each of the two symmetry-independent complex molecules of the title compound, [ZnCl₂(C₂₁H₁₅N₃)]·H₂O, shows trigonal-bipyramidal coordination as the N-heterocycle is able to span the two axial sites of the coordination polyhedron. One of the molecules occupies a position in the crystal structure such that it does not interact with any water mol­ecule; the other interacts with two water mol­ecules to give rise to a hydrogen-bonded chain that runs along the a axis of the triclinic unit cell.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.062
• wR factor = 0.181
• Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT415_ALERT_2_B Short Inter D-H..H-X       H1W1   ..  H21     ..       2.03 Ang.
PLAT420_ALERT_2_B D-H Without Acceptor       O1W    -   H1W1   ...          ?

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8
PLAT480_ALERT_4_C Long H...A H-Bond Reported H1#    ..  CL3     ..       2.93 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          4

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; 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.

Dichloro(4'-phenyl-2,2':6',2"-terpyridine-κ³N)zinc(II) hydrate

Crystal data

[Zn(C21H15N3)Cl2]·H2O	Z = 4
Mr = 463.65	F(000) = 944
Triclinic, P1	Dx = 1.574 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.8813 (6) Å	Cell parameters from 2259 reflections
b = 16.355 (1) Å	θ = 2.4–19.4°
c = 17.228 (1) Å	µ = 1.55 mm^−1
α = 117.131 (1)°	T = 298 K
β = 95.273 (1)°	Prism, orange
γ = 93.091 (1)°	0.41 × 0.34 × 0.21 mm
V = 1956.4 (2) Å^3

Data collection

Bruker APEX area-detector diffractometer	8709 independent reflections
Radiation source: fine-focus sealed tube	5414 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.038
φ and ω scan	θmax = 27.5°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −10→10
Tmin = 0.580, Tmax = 0.722	k = −20→21
16985 measured reflections	l = −22→22

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.181	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0885P)^2] where P = (Fo^2 + 2Fc^2)/3
8709 reflections	(Δ/σ)max = 0.001
505 parameters	Δρmax = 0.78 e Å^−3
0 restraints	Δρmin = −0.51 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Zn1	0.33831 (7)	0.35239 (4)	0.03168 (4)	0.0421 (2)
Zn2	0.58293 (9)	0.78552 (4)	0.58255 (4)	0.0505 (2)
Cl1	0.0808 (2)	0.28211 (9)	0.03034 (9)	0.0534 (3)
Cl2	0.5263 (2)	0.25229 (9)	−0.03688 (9)	0.0563 (4)
Cl3	0.3358 (2)	0.6888 (1)	0.5376 (1)	0.0899 (6)
Cl4	0.7071 (3)	0.7733 (1)	0.4643 (1)	0.0908 (6)
O1w	−0.0073 (8)	0.6236 (4)	0.3992 (4)	0.120 (2)
O2w	0.062 (2)	0.843 (1)	0.596 (1)	0.355 (8)
N1	0.2763 (5)	0.3992 (3)	−0.0665 (3)	0.044 (1)
N2	0.3217 (5)	0.4952 (3)	0.1032 (3)	0.043 (1)
N3	0.4541 (5)	0.3941 (3)	0.1665 (3)	0.045 (1)
N4	0.7463 (6)	0.7024 (3)	0.6211 (3)	0.052 (1)
N5	0.6473 (5)	0.8614 (3)	0.7193 (3)	0.040 (1)
N6	0.4846 (5)	0.9169 (3)	0.6179 (3)	0.047 (1)
C1	0.2704 (7)	0.3460 (4)	−0.1539 (3)	0.054 (1)
C2	0.2233 (7)	0.3769 (4)	−0.2134 (3)	0.055 (1)
C3	0.1784 (7)	0.4643 (4)	−0.1833 (3)	0.053 (1)
C4	0.1857 (7)	0.5210 (3)	−0.0939 (3)	0.048 (1)
C5	0.2352 (6)	0.4856 (3)	−0.0369 (3)	0.040 (1)
C6	0.2511 (6)	0.5389 (3)	0.0606 (3)	0.040 (1)
C7	0.1992 (6)	0.6257 (3)	0.1066 (3)	0.045 (1)
C8	0.2245 (6)	0.6709 (3)	0.1981 (3)	0.045 (1)
C9	0.3034 (7)	0.6248 (3)	0.2404 (3)	0.047 (1)
C10	0.3485 (6)	0.5367 (3)	0.1905 (3)	0.042 (1)
C11	0.4333 (7)	0.4798 (3)	0.2278 (3)	0.047 (1)
C12	0.4852 (8)	0.5097 (4)	0.3154 (3)	0.059 (2)
C13	0.5634 (9)	0.4508 (5)	0.3416 (4)	0.072 (2)
C14	0.5885 (8)	0.3644 (4)	0.2792 (4)	0.061 (2)
C15	0.5310 (7)	0.3385 (4)	0.1924 (4)	0.054 (1)
C16	0.1690 (6)	0.7640 (3)	0.2494 (4)	0.050 (1)
C17	0.1457 (7)	0.8221 (4)	0.2103 (4)	0.059 (2)
C18	0.0926 (8)	0.9087 (4)	0.2579 (5)	0.073 (2)
C19	0.0605 (8)	0.9385 (5)	0.3429 (5)	0.078 (2)
C20	0.0786 (8)	0.8804 (5)	0.3807 (5)	0.079 (2)
C21	0.1337 (8)	0.7943 (4)	0.3353 (4)	0.065 (2)
C22	0.7909 (9)	0.6200 (4)	0.5652 (4)	0.066 (2)
C23	0.8710 (9)	0.5636 (4)	0.5921 (4)	0.069 (2)
C24	0.9070 (8)	0.5934 (4)	0.6812 (4)	0.062 (2)
C25	0.8641 (7)	0.6773 (3)	0.7393 (4)	0.050 (1)
C26	0.7827 (6)	0.7313 (3)	0.7067 (3)	0.041 (1)
C27	0.7299 (6)	0.8235 (3)	0.7640 (3)	0.039 (1)
C28	0.7634 (6)	0.8684 (3)	0.8540 (3)	0.043 (1)
C29	0.7122 (6)	0.9567 (3)	0.9016 (3)	0.039 (1)
C30	0.6271 (6)	0.9953 (3)	0.8531 (3)	0.041 (1)
C31	0.5981 (6)	0.9454 (3)	0.7626 (3)	0.041 (1)
C32	0.5089 (6)	0.9785 (3)	0.7037 (3)	0.041 (1)
C33	0.4574 (7)	1.0657 (3)	0.7325 (4)	0.050 (1)
C34	0.3820 (7)	1.0903 (4)	0.6722 (4)	0.058 (2)
C35	0.3573 (8)	1.0276 (4)	0.5849 (4)	0.059 (2)
C36	0.4095 (7)	0.9427 (4)	0.5608 (4)	0.056 (1)
C37	0.7468 (6)	1.0071 (3)	0.9991 (3)	0.042 (1)
C38	0.7632 (7)	0.9597 (4)	1.0482 (3)	0.053 (1)
C39	0.7965 (8)	1.0061 (5)	1.1381 (4)	0.069 (2)
C40	0.8126 (7)	1.1002 (5)	1.1820 (4)	0.067 (2)
C41	0.7964 (8)	1.1482 (4)	1.1340 (4)	0.071 (2)
C42	0.7632 (7)	1.1016 (4)	1.0433 (4)	0.054 (1)
H1w1	0.0789	0.6511	0.3881	0.144*
H1w2	−0.0920	0.6547	0.3977	0.144*
H2w1	0.1220	0.7979	0.5832	0.425*
H2w2	−0.0398	0.8178	0.5658	0.425*
H1	0.2996	0.2859	−0.1746	0.064*
H2	0.2220	0.3389	−0.2734	0.066*
H3	0.1427	0.4859	−0.2229	0.063*
H4	0.1582	0.5814	−0.0725	0.057*
H7	0.1470	0.6542	0.0762	0.054*
H9	0.3254	0.6530	0.3015	0.057*
H12	0.4682	0.5688	0.3569	0.071*
H13	0.5985	0.4697	0.4008	0.086*
H14	0.6429	0.3241	0.2951	0.073*
H15	0.5466	0.2796	0.1499	0.065*
H17	0.1659	0.8025	0.1524	0.071*
H18	0.0785	0.9471	0.2318	0.088*
H19	0.0270	0.9971	0.3748	0.093*
H20	0.0532	0.8996	0.4377	0.095*
H21	0.1473	0.7566	0.3622	0.078*
H22	0.7659	0.6002	0.5051	0.079*
H23	0.9004	0.5069	0.5516	0.082*
H24	0.9606	0.5564	0.7017	0.074*
H25	0.8885	0.6982	0.7996	0.060*
H28	0.8202	0.8403	0.8835	0.052*
H30	0.5907	1.0537	0.8816	0.049*
H33	0.4735	1.1075	0.7921	0.060*
H34	0.3480	1.1492	0.6906	0.070*
H35	0.3060	1.0428	0.5430	0.071*
H36	0.3921	0.9000	0.5015	0.067*
H38	0.7515	0.8955	1.0196	0.063*
H39	0.8082	0.9729	1.1697	0.083*
H40	0.8341	1.1314	1.2431	0.080*
H41	0.8079	1.2125	1.1629	0.085*
H42	0.7518	1.1349	1.0118	0.064*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0519 (4)	0.0350 (3)	0.0402 (3)	0.0087 (3)	0.0098 (3)	0.0170 (3)
Zn2	0.0700 (5)	0.0406 (3)	0.0394 (3)	0.0146 (3)	0.0053 (3)	0.0168 (3)
Cl1	0.0509 (8)	0.0531 (8)	0.0634 (9)	0.0038 (6)	0.0063 (6)	0.0336 (7)
Cl2	0.0649 (9)	0.0485 (8)	0.0566 (8)	0.0207 (7)	0.0199 (7)	0.0217 (7)
Cl3	0.088 (1)	0.066 (1)	0.102 (1)	−0.011 (1)	−0.027 (1)	0.037 (1)
Cl4	0.142 (2)	0.093 (1)	0.073 (1)	0.068 (1)	0.054 (1)	0.057 (1)
O1w	0.154 (6)	0.112 (4)	0.104 (4)	0.048 (4)	0.019 (4)	0.055 (4)
O2w	0.27 (2)	0.35 (2)	0.36 (2)	−0.03 (1)	0.03 (1)	0.10 (1)
N1	0.059 (3)	0.036 (2)	0.040 (2)	0.010 (2)	0.013 (2)	0.018 (2)
N2	0.048 (2)	0.037 (2)	0.042 (2)	0.004 (2)	0.007 (2)	0.018 (2)
N3	0.051 (3)	0.044 (2)	0.042 (2)	0.006 (2)	0.006 (2)	0.023 (2)
N4	0.077 (3)	0.038 (2)	0.042 (3)	0.020 (2)	0.012 (2)	0.016 (2)
N5	0.047 (2)	0.033 (2)	0.040 (2)	0.009 (2)	0.005 (2)	0.016 (2)
N6	0.054 (3)	0.046 (2)	0.044 (2)	0.015 (2)	0.008 (2)	0.023 (2)
C1	0.073 (4)	0.046 (3)	0.041 (3)	0.016 (3)	0.013 (3)	0.018 (3)
C2	0.071 (4)	0.054 (3)	0.037 (3)	0.002 (3)	0.006 (3)	0.020 (3)
C3	0.060 (4)	0.061 (4)	0.044 (3)	0.006 (3)	0.002 (3)	0.031 (3)
C4	0.055 (3)	0.041 (3)	0.048 (3)	0.010 (2)	0.010 (2)	0.021 (2)
C5	0.042 (3)	0.037 (3)	0.042 (3)	0.004 (2)	0.010 (2)	0.018 (2)
C6	0.043 (3)	0.038 (3)	0.042 (3)	0.002 (2)	0.009 (2)	0.020 (2)
C7	0.043 (3)	0.041 (3)	0.056 (3)	0.003 (2)	0.009 (2)	0.026 (3)
C8	0.045 (3)	0.034 (3)	0.046 (3)	0.000 (2)	0.011 (2)	0.010 (2)
C9	0.059 (3)	0.040 (3)	0.037 (3)	0.004 (2)	0.006 (2)	0.014 (2)
C10	0.047 (3)	0.035 (3)	0.039 (3)	0.003 (2)	0.006 (2)	0.013 (2)
C11	0.051 (3)	0.043 (3)	0.047 (3)	0.001 (2)	0.007 (2)	0.021 (2)
C12	0.079 (4)	0.047 (3)	0.037 (3)	−0.001 (3)	−0.004 (3)	0.011 (3)
C13	0.090 (5)	0.071 (4)	0.055 (4)	−0.005 (4)	−0.009 (3)	0.034 (3)
C14	0.067 (4)	0.058 (4)	0.059 (4)	0.008 (3)	−0.002 (3)	0.030 (3)
C15	0.063 (4)	0.048 (3)	0.053 (3)	0.015 (3)	0.007 (3)	0.025 (3)
C16	0.042 (3)	0.035 (3)	0.055 (3)	0.004 (2)	0.007 (2)	0.007 (2)
C17	0.054 (3)	0.046 (3)	0.072 (4)	0.009 (3)	0.017 (3)	0.020 (3)
C18	0.060 (4)	0.048 (4)	0.108 (6)	0.011 (3)	0.019 (4)	0.032 (4)
C19	0.063 (4)	0.053 (4)	0.094 (6)	0.020 (3)	0.021 (4)	0.011 (4)
C20	0.070 (4)	0.071 (4)	0.065 (4)	0.024 (4)	0.017 (3)	0.001 (4)
C21	0.073 (4)	0.055 (4)	0.053 (4)	0.020 (3)	0.016 (3)	0.011 (3)
C22	0.101 (5)	0.045 (3)	0.048 (3)	0.020 (3)	0.017 (3)	0.016 (3)
C23	0.095 (5)	0.046 (3)	0.067 (4)	0.030 (3)	0.028 (4)	0.023 (3)
C24	0.066 (4)	0.054 (3)	0.076 (4)	0.026 (3)	0.015 (3)	0.038 (3)
C25	0.055 (3)	0.049 (3)	0.048 (3)	0.018 (3)	0.012 (3)	0.023 (3)
C26	0.045 (3)	0.037 (3)	0.045 (3)	0.010 (2)	0.009 (2)	0.019 (2)
C27	0.045 (3)	0.033 (2)	0.041 (3)	0.008 (2)	0.007 (2)	0.018 (2)
C28	0.043 (3)	0.043 (3)	0.050 (3)	0.013 (2)	0.009 (2)	0.026 (2)
C29	0.038 (3)	0.041 (3)	0.038 (3)	0.004 (2)	0.003 (2)	0.018 (2)
C30	0.044 (3)	0.034 (2)	0.043 (3)	0.011 (2)	0.010 (2)	0.015 (2)
C31	0.040 (3)	0.037 (3)	0.050 (3)	0.010 (2)	0.007 (2)	0.023 (2)
C32	0.046 (3)	0.039 (3)	0.039 (3)	0.007 (2)	0.002 (2)	0.020 (2)
C33	0.057 (3)	0.039 (3)	0.049 (3)	0.009 (2)	0.002 (3)	0.016 (2)
C34	0.062 (4)	0.050 (3)	0.069 (4)	0.022 (3)	0.010 (3)	0.031 (3)
C35	0.073 (4)	0.060 (4)	0.052 (3)	0.024 (3)	0.005 (3)	0.032 (3)
C36	0.073 (4)	0.051 (3)	0.043 (3)	0.018 (3)	0.003 (3)	0.021 (3)
C37	0.035 (3)	0.047 (3)	0.043 (3)	0.009 (2)	0.003 (2)	0.019 (2)
C38	0.060 (4)	0.053 (3)	0.045 (3)	0.011 (3)	0.011 (3)	0.021 (3)
C39	0.071 (4)	0.094 (5)	0.057 (4)	0.018 (4)	0.017 (3)	0.044 (4)
C40	0.052 (4)	0.094 (5)	0.042 (3)	0.014 (3)	0.001 (3)	0.021 (3)
C41	0.059 (4)	0.062 (4)	0.065 (4)	0.011 (3)	−0.005 (3)	0.009 (3)
C42	0.052 (3)	0.048 (3)	0.055 (3)	0.006 (3)	−0.005 (3)	0.022 (3)

Geometric parameters (Å, º)

Zn1—N1	2.180 (4)	C14—H14	0.93
Zn1—N2	2.104 (4)	C15—H15	0.93
Zn1—N3	2.189 (4)	C16—C21	1.392 (7)
Zn1—Cl1	2.271 (1)	C16—C17	1.403 (8)
Zn1—Cl2	2.256 (1)	C17—C18	1.386 (8)
Zn2—N4	2.191 (4)	C17—H17	0.93
Zn2—N5	2.095 (4)	C18—C19	1.369 (9)
Zn2—N6	2.159 (4)	C18—H18	0.93
Zn2—Cl3	2.274 (2)	C19—C20	1.382 (10)
Zn2—Cl4	2.273 (2)	C19—H19	0.93
O1w—H1w1	0.88	C20—C21	1.380 (8)
O1w—H1w2	0.87	C20—H20	0.93
O2w—H2w1	0.85	C21—H21	0.93
O2w—H2w2	0.88	C22—C23	1.364 (8)
N1—C5	1.335 (6)	C22—H22	0.93
N1—C1	1.348 (6)	C23—C24	1.378 (8)
N2—C10	1.328 (6)	C23—H23	0.93
N2—C6	1.343 (6)	C24—C25	1.363 (7)
N3—C15	1.331 (6)	C24—H24	0.93
N3—C11	1.346 (6)	C25—C26	1.398 (7)
N4—C26	1.324 (6)	C25—H25	0.93
N4—C22	1.341 (6)	C26—C27	1.486 (6)
N5—C31	1.331 (6)	C27—C28	1.371 (7)
N5—C27	1.337 (6)	C28—C29	1.402 (6)
N6—C36	1.339 (6)	C28—H28	0.93
N6—C32	1.343 (6)	C29—C30	1.403 (6)
C1—C2	1.366 (7)	C29—C37	1.485 (7)
C1—H1	0.93	C30—C31	1.379 (7)
C2—C3	1.360 (7)	C30—H30	0.93
C2—H2	0.93	C31—C32	1.494 (6)
C3—C4	1.382 (7)	C32—C33	1.378 (7)
C3—H3	0.93	C33—C34	1.374 (7)
C4—C5	1.387 (7)	C33—H33	0.93
C4—H4	0.93	C34—C35	1.368 (8)
C5—C6	1.487 (7)	C34—H34	0.93
C6—C7	1.381 (7)	C35—C36	1.356 (7)
C7—C8	1.391 (7)	C35—H35	0.93
C7—H7	0.93	C36—H36	0.93
C8—C9	1.397 (7)	C37—C42	1.368 (7)
C8—C16	1.486 (7)	C37—C38	1.385 (7)
C9—C10	1.387 (7)	C38—C39	1.370 (8)
C9—H9	0.93	C38—H38	0.93
C10—C11	1.502 (7)	C39—C40	1.363 (9)
C11—C12	1.371 (7)	C39—H39	0.93
C12—C13	1.385 (8)	C40—C41	1.378 (9)
C12—H12	0.93	C40—H40	0.93
C13—C14	1.369 (8)	C41—C42	1.382 (8)
C13—H13	0.93	C41—H41	0.93
C14—C15	1.379 (8)	C42—H42	0.93
N1—Zn1—N2	74.3 (2)	N3—C15—H15	118.5
N1—Zn1—N3	145.0 (2)	C14—C15—H15	118.5
N1—Zn1—Cl1	101.5 (1)	C21—C16—C17	118.7 (5)
N1—Zn1—Cl2	98.9 (1)	C21—C16—C8	121.2 (5)
N2—Zn1—N3	73.7 (2)	C17—C16—C8	120.1 (5)
N2—Zn1—Cl1	105.8 (1)	C18—C17—C16	120.0 (6)
N2—Zn1—Cl2	140.7 (1)	C18—C17—H17	120.0
N3—Zn1—Cl1	100.4 (1)	C16—C17—H17	120.0
N3—Zn1—Cl2	97.0 (1)	C19—C18—C17	120.9 (6)
Cl1—Zn1—Cl2	113.5 (1)	C19—C18—H18	119.6
N4—Zn2—N5	74.1 (2)	C17—C18—H18	119.6
N4—Zn2—N6	148.1 (2)	C18—C19—C20	119.3 (6)
N4—Zn2—Cl3	98.0 (1)	C18—C19—H19	120.4
N4—Zn2—Cl4	98.8 (1)	C20—C19—H19	120.4
N5—Zn2—N6	74.8 (2)	C21—C20—C19	121.1 (7)
N5—Zn2—Cl3	114.9 (1)	C21—C20—H20	119.4
N5—Zn2—Cl4	134.9 (1)	C19—C20—H20	119.4
N6—Zn2—Cl3	101.2 (1)	C20—C21—C16	120.0 (6)
N6—Zn2—Cl4	98.2 (1)	C20—C21—H21	120.0
Cl3—Zn2—Cl4	110.2 (1)	C16—C21—H21	120.0
H1w1—O1w—H1w2	104.0	N4—C22—C23	123.2 (6)
H2w1—O2w—H2w2	104.7	N4—C22—H22	118.4
C5—N1—C1	118.7 (4)	C23—C22—H22	118.4
C5—N1—Zn1	116.8 (3)	C22—C23—C24	118.0 (5)
C1—N1—Zn1	124.5 (3)	C22—C23—H23	121.0
C10—N2—C6	120.2 (4)	C24—C23—H23	121.0
C10—N2—Zn1	120.0 (3)	C25—C24—C23	119.9 (5)
C6—N2—Zn1	118.5 (3)	C25—C24—H24	120.1
C15—N3—C11	118.5 (4)	C23—C24—H24	120.1
C15—N3—Zn1	124.4 (4)	C24—C25—C26	118.8 (5)
C11—N3—Zn1	116.8 (3)	C24—C25—H25	120.6
C26—N4—C22	118.7 (5)	C26—C25—H25	120.6
C26—N4—Zn2	116.1 (3)	N4—C26—C25	121.4 (4)
C22—N4—Zn2	124.6 (4)	N4—C26—C27	115.2 (4)
C31—N5—C27	119.6 (4)	C25—C26—C27	123.3 (5)
C31—N5—Zn2	120.3 (3)	N5—C27—C28	121.7 (4)
C27—N5—Zn2	120.0 (3)	N5—C27—C26	113.5 (4)
C36—N6—C32	118.2 (4)	C28—C27—C26	124.8 (4)
C36—N6—Zn2	125.0 (4)	C27—C28—C29	120.1 (4)
C32—N6—Zn2	116.7 (3)	C27—C28—H28	119.9
N1—C1—C2	122.6 (5)	C29—C28—H28	119.9
N1—C1—H1	118.7	C28—C29—C30	117.1 (4)
C2—C1—H1	118.7	C28—C29—C37	121.3 (4)
C3—C2—C1	118.7 (5)	C30—C29—C37	121.6 (4)
C3—C2—H2	120.7	C31—C30—C29	119.2 (4)
C1—C2—H2	120.7	C31—C30—H30	120.4
C2—C3—C4	120.1 (5)	C29—C30—H30	120.4
C2—C3—H3	119.9	N5—C31—C30	122.4 (4)
C4—C3—H3	119.9	N5—C31—C32	113.3 (4)
C3—C4—C5	118.3 (5)	C30—C31—C32	124.4 (4)
C3—C4—H4	120.8	N6—C32—C33	121.1 (4)
C5—C4—H4	120.8	N6—C32—C31	114.8 (4)
N1—C5—C4	121.6 (4)	C33—C32—C31	124.0 (4)
N1—C5—C6	114.2 (4)	C34—C33—C32	119.3 (5)
C4—C5—C6	124.2 (4)	C34—C33—H33	120.4
N2—C6—C7	120.8 (5)	C32—C33—H33	120.4
N2—C6—C5	114.2 (4)	C35—C34—C33	119.6 (5)
C7—C6—C5	125.0 (4)	C35—C34—H34	120.2
C6—C7—C8	120.5 (5)	C33—C34—H34	120.2
C6—C7—H7	119.8	C36—C35—C34	118.3 (5)
C8—C7—H7	119.8	C36—C35—H35	120.9
C7—C8—C9	117.3 (4)	C34—C35—H35	120.9
C7—C8—C16	121.6 (5)	N6—C36—C35	123.6 (5)
C9—C8—C16	121.0 (5)	N6—C36—H36	118.2
C10—C9—C8	119.5 (5)	C35—C36—H36	118.2
C10—C9—H9	120.3	C42—C37—C38	118.0 (5)
C8—C9—H9	120.3	C42—C37—C29	121.1 (5)
N2—C10—C9	121.8 (5)	C38—C37—C29	121.0 (5)
N2—C10—C11	113.5 (4)	C39—C38—C37	121.0 (5)
C9—C10—C11	124.7 (5)	C39—C38—H38	119.5
N3—C11—C12	121.6 (5)	C37—C38—H38	119.5
N3—C11—C10	113.7 (4)	C40—C39—C38	120.9 (6)
C12—C11—C10	124.7 (5)	C40—C39—H39	119.5
C11—C12—C13	119.3 (5)	C38—C39—H39	119.5
C11—C12—H12	120.4	C39—C40—C41	118.7 (6)
C13—C12—H12	120.4	C39—C40—H40	120.7
C14—C13—C12	119.3 (6)	C41—C40—H40	120.7
C14—C13—H13	120.4	C40—C41—C42	120.5 (6)
C12—C13—H13	120.4	C40—C41—H41	119.8
C13—C14—C15	118.3 (5)	C42—C41—H41	119.8
C13—C14—H14	120.8	C37—C42—C41	120.9 (6)
C15—C14—H14	120.8	C37—C42—H42	119.5
N3—C15—C14	122.9 (5)	C41—C42—H42	119.5
N2—Zn1—N1—C5	−9.2 (3)	Zn1—N3—C11—C10	−6.3 (6)
N3—Zn1—N1—C5	−33.7 (5)	N2—C10—C11—N3	−5.2 (6)
Cl2—Zn1—N1—C5	−149.5 (3)	C9—C10—C11—N3	175.8 (5)
Cl1—Zn1—N1—C5	94.2 (3)	N2—C10—C11—C12	175.3 (5)
N2—Zn1—N1—C1	173.5 (5)	C9—C10—C11—C12	−3.8 (8)
N3—Zn1—N1—C1	149.1 (4)	N3—C11—C12—C13	1.0 (9)
Cl2—Zn1—N1—C1	33.2 (4)	C10—C11—C12—C13	−179.5 (5)
Cl1—Zn1—N1—C1	−83.1 (4)	C11—C12—C13—C14	1 (1)
N1—Zn1—N2—C10	−179.7 (4)	C12—C13—C14—C15	−1 (1)
N3—Zn1—N2—C10	−14.1 (4)	C11—N3—C15—C14	0.8 (8)
Cl2—Zn1—N2—C10	−95.0 (4)	Zn1—N3—C15—C14	−173.8 (4)
Cl1—Zn1—N2—C10	82.4 (4)	C13—C14—C15—N3	0.7 (9)
N1—Zn1—N2—C6	13.4 (3)	C7—C8—C16—C21	155.5 (5)
N3—Zn1—N2—C6	179.0 (4)	C9—C8—C16—C21	−24.0 (8)
Cl2—Zn1—N2—C6	98.1 (4)	C7—C8—C16—C17	−22.4 (8)
Cl1—Zn1—N2—C6	−84.5 (4)	C9—C8—C16—C17	158.1 (5)
N2—Zn1—N3—C15	−174.9 (5)	C21—C16—C17—C18	1.5 (8)
N1—Zn1—N3—C15	−150.3 (4)	C8—C16—C17—C18	179.5 (5)
Cl2—Zn1—N3—C15	−33.9 (4)	C16—C17—C18—C19	−0.6 (9)
Cl1—Zn1—N3—C15	81.5 (4)	C17—C18—C19—C20	−1 (1)
N2—Zn1—N3—C11	10.5 (3)	C18—C19—C20—C21	2 (1)
N1—Zn1—N3—C11	35.0 (5)	C19—C20—C21—C16	−1 (1)
Cl2—Zn1—N3—C11	151.4 (3)	C17—C16—C21—C20	−0.6 (9)
Cl1—Zn1—N3—C11	−93.1 (4)	C8—C16—C21—C20	−178.5 (5)
N5—Zn2—N4—C26	9.1 (4)	C26—N4—C22—C23	0.5 (9)
N6—Zn2—N4—C26	22.1 (6)	Zn2—N4—C22—C23	−169.9 (5)
Cl4—Zn2—N4—C26	143.4 (4)	N4—C22—C23—C24	0 (1)
Cl3—Zn2—N4—C26	−104.5 (4)	C22—C23—C24—C25	−1 (1)
N5—Zn2—N4—C22	179.8 (5)	C23—C24—C25—C26	0.4 (9)
N6—Zn2—N4—C22	−167.3 (4)	C22—N4—C26—C25	−0.7 (8)
Cl4—Zn2—N4—C22	−45.9 (5)	Zn2—N4—C26—C25	170.5 (4)
Cl3—Zn2—N4—C22	66.1 (5)	C22—N4—C26—C27	179.7 (5)
N6—Zn2—N5—C31	2.7 (4)	Zn2—N4—C26—C27	−9.1 (6)
N4—Zn2—N5—C31	175.7 (4)	C24—C25—C26—N4	0.3 (8)
Cl4—Zn2—N5—C31	89.1 (4)	C24—C25—C26—C27	179.8 (5)
Cl3—Zn2—N5—C31	−92.7 (4)	C31—N5—C27—C28	1.0 (7)
N6—Zn2—N5—C27	179.0 (4)	Zn2—N5—C27—C28	−175.3 (4)
N4—Zn2—N5—C27	−8.0 (4)	C31—N5—C27—C26	−177.7 (4)
Cl4—Zn2—N5—C27	−94.6 (4)	Zn2—N5—C27—C26	5.9 (6)
Cl3—Zn2—N5—C27	83.6 (4)	N4—C26—C27—N5	2.5 (6)
N5—Zn2—N6—C36	176.1 (5)	C25—C26—C27—N5	−177.1 (5)
N4—Zn2—N6—C36	163.2 (4)	N4—C26—C27—C28	−176.3 (5)
Cl4—Zn2—N6—C36	41.7 (5)	C25—C26—C27—C28	4.2 (8)
Cl3—Zn2—N6—C36	−70.9 (5)	N5—C27—C28—C29	−0.6 (7)
N5—Zn2—N6—C32	−0.5 (4)	C26—C27—C28—C29	178.0 (5)
N4—Zn2—N6—C32	−13.4 (6)	C27—C28—C29—C30	0.0 (7)
Cl4—Zn2—N6—C32	−134.9 (4)	C27—C28—C29—C37	−180.0 (5)
Cl3—Zn2—N6—C32	112.5 (4)	C28—C29—C30—C31	0.1 (7)
C5—N1—C1—C2	−0.3 (8)	C37—C29—C30—C31	−179.9 (4)
Zn1—N1—C1—C2	176.9 (4)	C27—N5—C31—C30	−0.9 (7)
N1—C1—C2—C3	−0.9 (9)	Zn2—N5—C31—C30	175.4 (4)
C1—C2—C3—C4	1.9 (8)	C27—N5—C31—C32	179.5 (4)
C2—C3—C4—C5	−1.7 (8)	Zn2—N5—C31—C32	−4.2 (6)
C1—N1—C5—C4	0.5 (7)	C29—C30—C31—N5	0.3 (8)
Zn1—N1—C5—C4	−176.9 (4)	C29—C30—C31—C32	179.9 (4)
C1—N1—C5—C6	−178.2 (4)	C36—N6—C32—C33	0.3 (8)
Zn1—N1—C5—C6	4.3 (5)	Zn2—N6—C32—C33	177.2 (4)
C3—C4—C5—N1	0.5 (8)	C36—N6—C32—C31	−178.3 (5)
C3—C4—C5—C6	179.1 (5)	Zn2—N6—C32—C31	−1.4 (6)
C10—N2—C6—C7	−2.6 (7)	N5—C31—C32—N6	3.5 (6)
Zn1—N2—C6—C7	164.3 (4)	C30—C31—C32—N6	−176.1 (5)
C10—N2—C6—C5	177.7 (4)	N5—C31—C32—C33	−175.0 (5)
Zn1—N2—C6—C5	−15.4 (5)	C30—C31—C32—C33	5.3 (8)
N1—C5—C6—N2	6.8 (6)	N6—C32—C33—C34	−0.9 (8)
C4—C5—C6—N2	−171.9 (5)	C31—C32—C33—C34	177.6 (5)
N1—C5—C6—C7	−172.8 (5)	C32—C33—C34—C35	0.9 (9)
C4—C5—C6—C7	8.5 (8)	C33—C34—C35—C36	−0.3 (9)
N2—C6—C7—C8	2.2 (7)	C32—N6—C36—C35	0.3 (9)
C5—C6—C7—C8	−178.1 (4)	Zn2—N6—C36—C35	−176.3 (4)
C6—C7—C8—C9	−0.1 (7)	C34—C35—C36—N6	−0.3 (9)
C6—C7—C8—C16	−179.6 (5)	C28—C29—C37—C42	153.2 (5)
C7—C8—C9—C10	−1.6 (7)	C30—C29—C37—C42	−26.8 (7)
C16—C8—C9—C10	177.9 (5)	C28—C29—C37—C38	−26.9 (7)
C6—N2—C10—C9	0.9 (7)	C30—C29—C37—C38	153.1 (5)
Zn1—N2—C10—C9	−165.8 (4)	C42—C37—C38—C39	−0.6 (8)
C6—N2—C10—C11	−178.2 (4)	C29—C37—C38—C39	179.5 (5)
Zn1—N2—C10—C11	15.2 (6)	C37—C38—C39—C40	0.7 (9)
C8—C9—C10—N2	1.2 (8)	C38—C39—C40—C41	−1 (1)
C8—C9—C10—C11	−179.8 (5)	C39—C40—C41—C42	0.5 (9)
C15—N3—C11—C12	−1.7 (8)	C38—C37—C42—C41	0.5 (8)
Zn1—N3—C11—C12	173.3 (4)	C29—C37—C42—C41	−179.6 (5)
C15—N3—C11—C10	178.7 (4)	C40—C41—C42—C37	−0.4 (9)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···Cl3	0.88	2.93	3.213 (6)	101
O1w—H1w2···Cl4^i	0.87	2.49	3.297 (6)	155
O2w—H2w1···Cl3	0.85	2.44	3.27 (2)	167
O2w—H2w2···Cl4^i	0.88	2.37	3.23 (1)	164

Symmetry code: (i) x−1, y, z.