catena-Poly[[[(4′-phenyl-2,2′:6′,2′′-terpyridine-κ³N,N′,N′′)zinc(II)]-μ-terephthalato-κ²O:O′] monohydrate]

The title compound, {[Zn(C₈H₄O₄)(C₂₁H₁₅N₃)]·H₂O}_n, is a one-dimensional polymeric complex bridged by centrosymmetric dicarboxyl­ate dianions. Each Zn atom is five-coordinate, bonded to two carboxyl O atoms from the dicarboxyl­ate dianions and to three N atoms from the heterocycle, which chelates to the Zn atom in a κ³N,N′,N′′ manner.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.059
• wR factor = 0.151
• Data-to-parameter ratio = 15.6

checkCIF/PLATON results

No syntax errors found



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 ...          7
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT731_ALERT_1_C Bond    Calc     0.86(3), Rep   0.854(10) ......       3.00 su-Rat
              O1W  -H1W1    1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.86(4), Rep   0.856(10) ......       4.00 su-Rat
              O1W  -H1W2    1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.86(3), Rep   0.850(10) ......       3.00 su-Rat
              O1W  -H1#     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.86(4), Rep   0.860(10) ......       4.00 su-Rat
              O1W  -H2#     1.555   1.555

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   7 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
   0 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
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

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

catena-Poly[[[(4'-phenyl-2,2':6',2''-terpyridine-κ³N,N',N'')zinc(II)]- µ-terephthalato-κ²O:O'] monohydrate]

Crystal data

[Zn(C8H4O4)(C21H15N3)]·H2O	Z = 2
Mr = 556.86	F(000) = 572
Triclinic, P1	Dx = 1.507 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.3325 (8) Å	Cell parameters from 2041 reflections
b = 10.7217 (9) Å	θ = 2.5–21.8°
c = 14.2612 (12) Å	µ = 1.05 mm^−1
α = 77.400 (1)°	T = 295 K
β = 71.961 (1)°	Needle, colourless
γ = 65.437 (1)°	0.29 × 0.09 × 0.08 mm
V = 1227.44 (18) Å^3

Data collection

Bruker APEX area-detector diffractometer	5482 independent reflections
Radiation source: fine-focus sealed tube	4213 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
φ and ω scans	θmax = 27.5°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −12→11
Tmin = 0.713, Tmax = 0.921	k = −13→13
10674 measured reflections	l = −17→18

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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.151	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	w = 1/[σ^2(Fo^2) + (0.0746P)^2] where P = (Fo^2 + 2Fc^2)/3
5482 reflections	(Δ/σ)max = 0.001
351 parameters	Δρmax = 0.53 e Å^−3
3 restraints	Δρmin = −0.40 e Å^−3

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

	x	y	z	Uiso*/Ueq
Zn1	0.55742 (5)	0.80056 (4)	0.80567 (3)	0.03709 (16)
O1	0.6874 (3)	0.7143 (3)	0.68536 (18)	0.0489 (7)
O2	0.8503 (4)	0.5453 (3)	0.7677 (2)	0.0670 (9)
O3	0.4106 (3)	0.9897 (3)	0.77249 (19)	0.0503 (7)
O4	0.1823 (4)	1.1036 (3)	0.7250 (2)	0.0617 (8)
O1W	1.0925 (5)	0.3219 (5)	0.8351 (3)	0.0839 (12)
H1W1	1.031 (4)	0.397 (2)	0.809 (3)	0.066 (15)*
H1W2	1.067 (6)	0.256 (3)	0.830 (4)	0.071 (19)*
N1	0.3846 (4)	0.6989 (3)	0.8445 (2)	0.0438 (8)
N2	0.5113 (3)	0.7594 (3)	0.9581 (2)	0.0350 (7)
N3	0.7246 (4)	0.8593 (3)	0.8443 (2)	0.0407 (7)
C1	0.3308 (6)	0.6656 (5)	0.7803 (3)	0.0543 (11)
H1	0.3655	0.6906	0.7130	0.065*
C2	0.2282 (5)	0.5970 (5)	0.8089 (3)	0.0562 (11)
H2	0.1906	0.5782	0.7623	0.067*
C3	0.1804 (5)	0.5557 (5)	0.9083 (3)	0.0608 (12)
H3	0.1125	0.5063	0.9296	0.073*
C4	0.2346 (5)	0.5887 (4)	0.9758 (3)	0.0502 (10)
H4	0.2033	0.5624	1.0432	0.060*
C5	0.3352 (4)	0.6609 (4)	0.9416 (3)	0.0377 (8)
C6	0.4022 (4)	0.7033 (4)	1.0072 (3)	0.0383 (8)
C7	0.3563 (5)	0.6868 (4)	1.1099 (3)	0.0415 (9)
H7	0.2802	0.6471	1.1430	0.050*
C8	0.4280 (4)	0.7318 (4)	1.1631 (3)	0.0406 (9)
C9	0.5411 (4)	0.7898 (4)	1.1097 (3)	0.0393 (8)
H9	0.5893	0.8211	1.1428	0.047*
C10	0.5821 (4)	0.8011 (4)	1.0075 (3)	0.0372 (8)
C11	0.7058 (4)	0.8580 (4)	0.9421 (3)	0.0377 (8)
C12	0.7962 (5)	0.9018 (5)	0.9773 (3)	0.0531 (11)
H12	0.7805	0.9010	1.0451	0.064*
C13	0.9121 (6)	0.9474 (5)	0.9090 (4)	0.0634 (13)
H13	0.9750	0.9780	0.9308	0.076*
C14	0.9330 (5)	0.9472 (5)	0.8099 (3)	0.0557 (11)
H14	1.0113	0.9757	0.7634	0.067*
C15	0.8360 (5)	0.9041 (5)	0.7806 (3)	0.0525 (10)
H15	0.8485	0.9062	0.7131	0.063*
C16	0.3821 (5)	0.7180 (4)	1.2732 (3)	0.0421 (9)
C17	0.2233 (5)	0.7366 (4)	1.3264 (3)	0.0497 (10)
H17	0.1441	0.7557	1.2930	0.060*
C18	0.1830 (6)	0.7268 (5)	1.4286 (3)	0.0603 (12)
H18	0.0758	0.7428	1.4635	0.072*
C19	0.2990 (7)	0.6937 (5)	1.4791 (3)	0.0665 (14)
H19	0.2712	0.6856	1.5481	0.080*
C20	0.4576 (7)	0.6725 (5)	1.4273 (3)	0.0640 (13)
H20	0.5371	0.6483	1.4615	0.077*
C21	0.4990 (5)	0.6870 (4)	1.3249 (3)	0.0489 (10)
H21	0.6052	0.6761	1.2905	0.059*
C22	0.8120 (4)	0.6050 (4)	0.6897 (3)	0.0397 (8)
C23	0.8520 (4)	0.6085 (4)	0.5075 (3)	0.0388 (8)
H23	0.7527	0.6823	0.5120	0.047*
C24	0.9103 (4)	0.5502 (4)	0.5916 (2)	0.0351 (8)
C25	1.0596 (4)	0.4421 (4)	0.5834 (3)	0.0405 (9)
H25	1.1009	0.4030	0.6391	0.049*
C26	0.3292 (5)	1.0370 (4)	0.7069 (3)	0.0429 (9)
C27	0.5817 (5)	1.0008 (4)	0.5657 (3)	0.0477 (10)
H27	0.6369	1.0019	0.6096	0.057*
C28	0.4197 (5)	1.0149 (4)	0.5997 (3)	0.0404 (8)
C29	0.3388 (5)	1.0148 (4)	0.5331 (3)	0.0475 (10)
H29	0.2300	1.0253	0.5550	0.057*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0409 (3)	0.0384 (3)	0.0265 (2)	−0.01083 (18)	−0.00405 (17)	−0.00720 (16)
O1	0.0528 (16)	0.0461 (16)	0.0295 (13)	−0.0015 (13)	−0.0031 (12)	−0.0130 (11)
O2	0.084 (2)	0.0573 (19)	0.0306 (15)	0.0020 (16)	−0.0138 (15)	−0.0074 (13)
O3	0.0638 (18)	0.0382 (15)	0.0428 (15)	−0.0079 (13)	−0.0197 (14)	−0.0057 (12)
O4	0.0470 (17)	0.069 (2)	0.066 (2)	−0.0176 (16)	−0.0129 (15)	−0.0095 (16)
O1W	0.086 (3)	0.082 (3)	0.071 (2)	−0.001 (2)	−0.038 (2)	−0.016 (2)
N1	0.0500 (19)	0.0484 (19)	0.0338 (16)	−0.0183 (16)	−0.0085 (14)	−0.0088 (14)
N2	0.0375 (16)	0.0356 (16)	0.0309 (15)	−0.0131 (13)	−0.0069 (12)	−0.0048 (12)
N3	0.0404 (17)	0.0444 (18)	0.0343 (16)	−0.0159 (14)	−0.0040 (13)	−0.0059 (13)
C1	0.070 (3)	0.060 (3)	0.040 (2)	−0.029 (2)	−0.017 (2)	−0.0064 (19)
C2	0.060 (3)	0.067 (3)	0.055 (3)	−0.025 (2)	−0.021 (2)	−0.019 (2)
C3	0.062 (3)	0.072 (3)	0.062 (3)	−0.040 (3)	−0.003 (2)	−0.024 (2)
C4	0.051 (2)	0.061 (3)	0.042 (2)	−0.028 (2)	0.0009 (18)	−0.0153 (19)
C5	0.0373 (19)	0.0377 (19)	0.0348 (19)	−0.0101 (16)	−0.0045 (15)	−0.0119 (15)
C6	0.042 (2)	0.038 (2)	0.0360 (19)	−0.0148 (16)	−0.0104 (16)	−0.0063 (15)
C7	0.047 (2)	0.044 (2)	0.0339 (19)	−0.0206 (18)	−0.0065 (16)	−0.0028 (16)
C8	0.042 (2)	0.041 (2)	0.0326 (18)	−0.0100 (17)	−0.0087 (16)	−0.0030 (15)
C9	0.045 (2)	0.042 (2)	0.0344 (19)	−0.0174 (17)	−0.0132 (16)	−0.0040 (16)
C10	0.0370 (19)	0.0311 (18)	0.0386 (19)	−0.0086 (15)	−0.0103 (15)	−0.0010 (15)
C11	0.0374 (19)	0.0350 (19)	0.0383 (19)	−0.0111 (16)	−0.0114 (15)	−0.0014 (15)
C12	0.060 (3)	0.065 (3)	0.044 (2)	−0.031 (2)	−0.023 (2)	0.005 (2)
C13	0.067 (3)	0.078 (3)	0.063 (3)	−0.047 (3)	−0.024 (2)	0.011 (2)
C14	0.049 (2)	0.060 (3)	0.056 (3)	−0.027 (2)	−0.011 (2)	0.009 (2)
C15	0.050 (2)	0.063 (3)	0.043 (2)	−0.026 (2)	−0.0067 (19)	0.000 (2)
C16	0.058 (2)	0.039 (2)	0.0294 (18)	−0.0202 (18)	−0.0115 (17)	0.0006 (15)
C17	0.058 (3)	0.061 (3)	0.037 (2)	−0.032 (2)	−0.0106 (19)	−0.0003 (19)
C18	0.078 (3)	0.075 (3)	0.037 (2)	−0.049 (3)	0.002 (2)	−0.005 (2)
C19	0.109 (4)	0.084 (3)	0.027 (2)	−0.062 (3)	−0.014 (2)	0.002 (2)
C20	0.095 (4)	0.074 (3)	0.045 (2)	−0.049 (3)	−0.034 (3)	0.009 (2)
C21	0.055 (2)	0.052 (2)	0.042 (2)	−0.021 (2)	−0.0166 (19)	−0.0028 (18)
C22	0.044 (2)	0.036 (2)	0.0327 (19)	−0.0128 (17)	−0.0021 (16)	−0.0073 (15)
C23	0.0342 (18)	0.0357 (19)	0.0372 (19)	−0.0040 (15)	−0.0066 (15)	−0.0073 (15)
C24	0.0385 (19)	0.0347 (19)	0.0283 (17)	−0.0124 (15)	−0.0005 (14)	−0.0095 (14)
C25	0.044 (2)	0.042 (2)	0.0309 (18)	−0.0109 (17)	−0.0086 (16)	−0.0056 (15)
C26	0.049 (2)	0.0274 (18)	0.056 (2)	−0.0158 (17)	−0.0178 (19)	−0.0028 (17)
C27	0.051 (2)	0.049 (2)	0.050 (2)	−0.0198 (19)	−0.0249 (19)	0.0037 (18)
C28	0.049 (2)	0.0278 (18)	0.045 (2)	−0.0125 (16)	−0.0213 (17)	0.0040 (15)
C29	0.045 (2)	0.046 (2)	0.054 (2)	−0.0196 (19)	−0.0182 (19)	0.0023 (19)

Geometric parameters (Å, º)

Zn1—O1	1.934 (2)	C11—C12	1.371 (5)
Zn1—O3	1.972 (3)	C12—C13	1.392 (6)
Zn1—N1	2.177 (3)	C12—H12	0.9300
Zn1—N2	2.065 (3)	C13—C14	1.366 (6)
Zn1—N3	2.153 (3)	C13—H13	0.9300
O1—C22	1.269 (4)	C14—C15	1.368 (6)
O2—C22	1.232 (4)	C14—H14	0.9300
O3—C26	1.273 (5)	C15—H15	0.9300
O4—C26	1.226 (5)	C16—C17	1.392 (5)
O1W—H1W1	0.854 (10)	C16—C21	1.391 (5)
O1W—H1W2	0.856 (10)	C17—C18	1.380 (5)
N1—C1	1.340 (5)	C17—H17	0.9300
N1—C5	1.346 (5)	C18—C19	1.367 (7)
N2—C6	1.332 (5)	C18—H18	0.9300
N2—C10	1.343 (5)	C19—C20	1.380 (7)
N3—C15	1.333 (5)	C19—H19	0.9300
N3—C11	1.348 (5)	C20—C21	1.381 (6)
C1—C2	1.355 (6)	C20—H20	0.9300
C1—H1	0.9300	C21—H21	0.9300
C2—C3	1.380 (6)	C22—C24	1.504 (5)
C2—H2	0.9300	C23—C24	1.385 (5)
C3—C4	1.380 (6)	C23—C25^i	1.389 (5)
C3—H3	0.9300	C23—H23	0.9300
C4—C5	1.370 (5)	C24—C25	1.383 (5)
C4—H4	0.9300	C25—C23^i	1.389 (5)
C5—C6	1.503 (5)	C25—H25	0.9300
C6—C7	1.386 (5)	C26—C28	1.516 (5)
C7—C8	1.414 (5)	C27—C29^ii	1.385 (6)
C7—H7	0.9300	C27—C28	1.390 (5)
C8—C9	1.386 (5)	C27—H27	0.9300
C8—C16	1.485 (5)	C28—C29	1.385 (5)
C9—C10	1.378 (5)	C29—C27^ii	1.385 (6)
C9—H9	0.9300	C29—H29	0.9300
C10—C11	1.499 (5)
O1—Zn1—O3	109.8 (1)	C11—C12—C13	118.2 (4)
O1—Zn1—N1	96.4 (1)	C11—C12—H12	120.9
O1—Zn1—N2	141.6 (1)	C13—C12—H12	120.9
O1—Zn1—N3	102.3 (1)	C14—C13—C12	119.7 (4)
O3—Zn1—N1	98.6 (1)	C14—C13—H13	120.1
O3—Zn1—N2	108.6 (1)	C12—C13—H13	120.1
O3—Zn1—N3	96.1 (1)	C13—C14—C15	118.5 (4)
N1—Zn1—N2	75.3 (1)	C13—C14—H14	120.7
N1—Zn1—N3	150.8 (1)	C15—C14—H14	120.7
N2—Zn1—N3	76.0 (1)	N3—C15—C14	123.1 (4)
C22—O1—Zn1	118.8 (2)	N3—C15—H15	118.5
C26—O3—Zn1	130.3 (2)	C14—C15—H15	118.5
H1W1—O1W—H1W2	108 (2)	C17—C16—C21	118.8 (3)
C1—N1—C5	118.1 (3)	C17—C16—C8	121.3 (4)
C1—N1—Zn1	125.8 (3)	C21—C16—C8	119.8 (4)
C5—N1—Zn1	116.0 (2)	C18—C17—C16	120.1 (4)
C6—N2—C10	120.4 (3)	C18—C17—H17	119.9
C6—N2—Zn1	120.4 (2)	C16—C17—H17	119.9
C10—N2—Zn1	119.0 (2)	C19—C18—C17	120.7 (4)
C15—N3—C11	118.2 (3)	C19—C18—H18	119.6
C15—N3—Zn1	125.8 (3)	C17—C18—H18	119.6
C11—N3—Zn1	115.8 (2)	C18—C19—C20	119.7 (4)
N1—C1—C2	123.0 (4)	C18—C19—H19	120.2
N1—C1—H1	118.5	C20—C19—H19	120.2
C2—C1—H1	118.5	C21—C20—C19	120.4 (4)
C1—C2—C3	118.8 (4)	C21—C20—H20	119.8
C1—C2—H2	120.6	C19—C20—H20	119.8
C3—C2—H2	120.6	C20—C21—C16	120.2 (4)
C2—C3—C4	119.2 (4)	C20—C21—H21	119.9
C2—C3—H3	120.4	C16—C21—H21	119.9
C4—C3—H3	120.4	O2—C22—O1	123.6 (3)
C5—C4—C3	118.7 (4)	O2—C22—C24	121.5 (3)
C5—C4—H4	120.6	O1—C22—C24	114.8 (3)
C3—C4—H4	120.6	C24—C23—C25^i	120.7 (3)
N1—C5—C4	122.2 (4)	C24—C23—H23	119.7
N1—C5—C6	113.9 (3)	C25^i—C23—H23	119.7
C4—C5—C6	123.9 (3)	C25—C24—C23	119.0 (3)
N2—C6—C7	122.0 (3)	C25—C24—C22	121.0 (3)
N2—C6—C5	114.0 (3)	C23—C24—C22	120.0 (3)
C7—C6—C5	124.0 (3)	C24—C25—C23^i	120.3 (3)
C6—C7—C8	118.4 (3)	C24—C25—H25	119.8
C6—C7—H7	120.8	C23^i—C25—H25	119.8
C8—C7—H7	120.8	O4—C26—O3	123.8 (4)
C9—C8—C7	118.2 (3)	O4—C26—C28	117.9 (4)
C9—C8—C16	121.1 (4)	O3—C26—C28	118.3 (3)
C7—C8—C16	120.7 (3)	C29^ii—C27—C28	120.3 (4)
C10—C9—C8	120.1 (3)	C29^ii—C27—H27	119.8
C10—C9—H9	120.0	C28—C27—H27	119.8
C8—C9—H9	120.0	C29—C28—C27	119.0 (4)
N2—C10—C9	121.0 (3)	C29—C28—C26	119.9 (4)
N2—C10—C11	114.1 (3)	C27—C28—C26	121.0 (4)
C9—C10—C11	124.9 (3)	C28—C29—C27^ii	120.7 (4)
N3—C11—C12	122.2 (3)	C28—C29—H29	119.7
N3—C11—C10	114.1 (3)	C27^ii—C29—H29	119.7
C12—C11—C10	123.6 (3)
O3—Zn1—O1—C22	165.0 (3)	C7—C8—C9—C10	−0.7 (5)
N2—Zn1—O1—C22	−19.1 (4)	C16—C8—C9—C10	179.8 (3)
N3—Zn1—O1—C22	63.9 (3)	C6—N2—C10—C9	−1.5 (5)
N1—Zn1—O1—C22	−93.5 (3)	Zn1—N2—C10—C9	172.7 (3)
O1—Zn1—O3—C26	40.1 (4)	C6—N2—C10—C11	178.2 (3)
N2—Zn1—O3—C26	−137.2 (3)	Zn1—N2—C10—C11	−7.6 (4)
N3—Zn1—O3—C26	145.5 (4)	C8—C9—C10—N2	1.5 (5)
N1—Zn1—O3—C26	−59.9 (4)	C8—C9—C10—C11	−178.1 (3)
O1—Zn1—N1—C1	−34.8 (3)	C15—N3—C11—C12	0.5 (6)
O3—Zn1—N1—C1	76.3 (3)	Zn1—N3—C11—C12	−175.5 (3)
N2—Zn1—N1—C1	−176.6 (4)	C15—N3—C11—C10	−177.9 (3)
N3—Zn1—N1—C1	−164.4 (3)	Zn1—N3—C11—C10	6.1 (4)
O1—Zn1—N1—C5	141.6 (3)	N2—C10—C11—N3	0.7 (4)
O3—Zn1—N1—C5	−107.2 (3)	C9—C10—C11—N3	−179.7 (3)
N2—Zn1—N1—C5	−0.1 (3)	N2—C10—C11—C12	−177.7 (3)
N3—Zn1—N1—C5	12.1 (4)	C9—C10—C11—C12	2.0 (6)
O1—Zn1—N2—C6	−85.3 (3)	N3—C11—C12—C13	−0.8 (6)
O3—Zn1—N2—C6	90.7 (3)	C10—C11—C12—C13	177.5 (4)
N3—Zn1—N2—C6	−177.5 (3)	C11—C12—C13—C14	−0.1 (7)
N1—Zn1—N2—C6	−3.6 (3)	C12—C13—C14—C15	1.3 (7)
O1—Zn1—N2—C10	100.6 (3)	C11—N3—C15—C14	0.7 (6)
O3—Zn1—N2—C10	−83.5 (3)	Zn1—N3—C15—C14	176.3 (3)
N3—Zn1—N2—C10	8.3 (2)	C13—C14—C15—N3	−1.6 (7)
N1—Zn1—N2—C10	−177.8 (3)	C9—C8—C16—C17	143.1 (4)
O1—Zn1—N3—C15	36.2 (3)	C7—C8—C16—C17	−36.4 (5)
O3—Zn1—N3—C15	−75.6 (3)	C9—C8—C16—C21	−36.4 (6)
N2—Zn1—N3—C15	176.7 (4)	C7—C8—C16—C21	144.1 (4)
N1—Zn1—N3—C15	164.6 (3)	C21—C16—C17—C18	1.2 (6)
O1—Zn1—N3—C11	−148.2 (3)	C8—C16—C17—C18	−178.3 (4)
O3—Zn1—N3—C11	100.0 (3)	C16—C17—C18—C19	−2.4 (7)
N2—Zn1—N3—C11	−7.7 (2)	C17—C18—C19—C20	1.2 (8)
N1—Zn1—N3—C11	−19.8 (4)	C18—C19—C20—C21	1.2 (7)
C5—N1—C1—C2	0.7 (6)	C19—C20—C21—C16	−2.5 (7)
Zn1—N1—C1—C2	177.2 (3)	C17—C16—C21—C20	1.3 (6)
N1—C1—C2—C3	−2.1 (7)	C8—C16—C21—C20	−179.3 (4)
C1—C2—C3—C4	1.8 (7)	Zn1—O1—C22—O2	4.4 (5)
C2—C3—C4—C5	−0.4 (7)	Zn1—O1—C22—C24	−176.7 (2)
C1—N1—C5—C4	0.8 (6)	C25^i—C23—C24—C25	1.1 (6)
Zn1—N1—C5—C4	−175.9 (3)	C25^i—C23—C24—C22	−179.2 (3)
C1—N1—C5—C6	−179.9 (3)	O2—C22—C24—C25	−9.2 (6)
Zn1—N1—C5—C6	3.3 (4)	O1—C22—C24—C25	171.9 (3)
C3—C4—C5—N1	−1.0 (6)	O2—C22—C24—C23	171.1 (4)
C3—C4—C5—C6	179.9 (4)	O1—C22—C24—C23	−7.8 (5)
C10—N2—C6—C7	0.6 (5)	C23—C24—C25—C23^i	−1.1 (6)
Zn1—N2—C6—C7	−173.5 (3)	C22—C24—C25—C23^i	179.2 (3)
C10—N2—C6—C5	−179.5 (3)	Zn1—O3—C26—O4	126.2 (4)
Zn1—N2—C6—C5	6.4 (4)	Zn1—O3—C26—C28	−56.4 (5)
N1—C5—C6—N2	−6.2 (5)	C29^ii—C27—C28—C29	−0.8 (6)
C4—C5—C6—N2	173.1 (3)	C29^ii—C27—C28—C26	−177.9 (3)
N1—C5—C6—C7	173.8 (3)	O4—C26—C28—C29	−27.1 (5)
C4—C5—C6—C7	−7.0 (6)	O3—C26—C28—C29	155.3 (4)
N2—C6—C7—C8	0.2 (6)	O4—C26—C28—C27	150.0 (4)
C5—C6—C7—C8	−179.7 (3)	O3—C26—C28—C27	−27.6 (5)
C6—C7—C8—C9	−0.2 (5)	C27—C28—C29—C27^ii	0.8 (6)
C6—C7—C8—C16	179.3 (3)	C26—C28—C29—C27^ii	177.9 (3)

Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y+2, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W1···O2	0.85 (1)	1.92 (2)	2.759 (5)	166 (4)
O1W—H1W2···O4^iii	0.86 (1)	2.16 (4)	2.793 (6)	130 (5)

Symmetry code: (iii) x+1, y−1, z.