One-pot concomitant preparation of two copper(II) coordination polymers with different configurations of bridging bithiophene ligands

By employing the conjugated bi­thio­phene ligand 5,5′-bis­(1H-imidazol-1-yl)-2,2′-bi­thio­phene (bibp), which can exhibit trans and cis conformations, two different Cu^II coordination polymers, namely, poly[[μ-5,5′-bis­(1H-imidazol-1-yl)-2,2′-bi­thio­phene-κ²N:N′](μ₂-4,4′-oxydibenzoato-κ²O:O′)copper(II)], [Cu(C₁₄H₈O₅)(C₁₄H₁₀N₄S₂)]_n or [Cu(bibp)(oba)]_n, (I), and catena-poly[μ-aqua-bis­[μ-5,5′-bis­(1H-imidazol-1-yl)-2,2′-bi­thio­phene-κ²N:N′]bis­(μ₃-4,4′-oxydibenzoato)-κ³O:O′:O′′;κ⁴O:O′,O′′:O′-dicopper(II)], [Cu₂(C₁₄H₈O₅)₂(C₁₄H₁₀N₄S₂)(H₂O)]_n or [Cu₂(bibp)(oba)₂(H₂O)]_n, (II), have been prepared through one-pot concomitant crystallization and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis, powder X-ray diffraction (PXRD) and thermogravimetric (TG) analysis. Single-crystal X-ray diffraction indicates that the most inter­esting aspect of the structure is the existence of sole trans and cis conformations of the bibp ligand in a single net of (I) and (II), respectively. Compound (I) displays a threefold inter­penetrating three-dimensional framework with a 4-connected {6⁵.8} cds topology, whereas (II) features a one-dimensional chain structure. In the crystal of (II), the polymeric chains are further extended through C—H...O hydrogen bonds and C—H...π inter­actions into a three-dimensional supra­molecular architecture. In addition, strong intra­molecular O—H...O hydrogen bonds formed between the bridging water mol­ecules and the carboxyl­ate O atoms improve the stability of the framework of (II). Furthermore, solid-state UV–Vis spectroscopy experiments show that com­pounds (I) and (II) exhibit optical band gaps which are characteristic for optical semiconductors, with values of 2.70 and 2.26 eV, respectively.

Computing details

For both structures, data collection: SMART (Bruker, 2008); cell refinement: SMART (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXTL (Bruker, 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: SHELXTL (Bruker, 2008); software used to prepare material for publication: SHELXTL (Bruker, 2008).

Poly[[µ-5,5'-bis(1H-imidazol-1-yl)-2,2'-bithiophene-κ²N:N'](µ₂-4,4'-oxydibenzoato-κ²O:O')copper(II)] (1)

Crystal data

[Cu(C14H8O5)(C14H10N4S2)]	F(000) = 1260
Mr = 618.12	Dx = 1.556 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 21.086 (2) Å	Cell parameters from 3106 reflections
b = 8.0671 (9) Å	θ = 2.6–27.8°
c = 15.9578 (18) Å	µ = 1.03 mm^−1
β = 103.623 (2)°	T = 296 K
V = 2638.1 (5) Å^3	Block, purple
Z = 4	0.22 × 0.18 × 0.15 mm

Data collection

Bruker SMART CCD area detector diffractometer	2065 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.021
φ and ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −18→24
Tmin = 0.804, Tmax = 0.860	k = −9→9
7319 measured reflections	l = −18→18
2327 independent reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.029	H-atom parameters constrained
wR(F^2) = 0.095	w = 1/[σ^2(Fo^2) + (0.070P)^2 + 0.050P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max < 0.001
2327 reflections	Δρmax = 0.41 e Å^−3
183 parameters	Δρmin = −0.33 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
C1	0.20466 (11)	1.1425 (3)	0.63356 (14)	0.0343 (5)
C2	0.15081 (10)	1.0717 (3)	0.66902 (12)	0.0309 (5)
C3	0.08837 (11)	1.1373 (3)	0.64663 (15)	0.0429 (6)
H3	0.080289	1.230981	0.611755	0.051*
C4	0.03778 (11)	1.0652 (3)	0.67556 (15)	0.0452 (6)
H4	−0.003818	1.111161	0.661088	0.054*
C5	0.04960 (10)	0.9252 (3)	0.72574 (13)	0.0328 (5)
C6	0.11160 (10)	0.8584 (3)	0.74991 (13)	0.0347 (5)
H6	0.119329	0.764878	0.784890	0.042*
C7	0.16194 (10)	0.9318 (3)	0.72167 (13)	0.0338 (5)
H7	0.203739	0.887298	0.737945	0.041*
C8	0.16325 (10)	0.9592 (3)	0.45973 (13)	0.0332 (5)
H8	0.132869	1.007401	0.486065	0.040*
C9	0.24706 (10)	0.9208 (3)	0.40701 (13)	0.0341 (5)
H9	0.285863	0.939523	0.390397	0.041*
C10	0.21172 (11)	0.7793 (3)	0.39262 (15)	0.0346 (5)
H10	0.221546	0.684039	0.365377	0.042*
C11	0.10942 (10)	0.6883 (3)	0.43175 (14)	0.0330 (5)
C12	0.08717 (14)	0.5635 (3)	0.37742 (18)	0.0593 (8)
H12	0.101944	0.540344	0.328175	0.071*
C13	0.03836 (15)	0.4711 (3)	0.40424 (19)	0.0655 (9)
H13	0.018070	0.379059	0.374391	0.079*
C14	0.02381 (10)	0.5290 (3)	0.47769 (14)	0.0368 (5)
Cu1	0.250000	1.250000	0.500000	0.03018 (16)
N1	0.21706 (8)	1.0322 (2)	0.44976 (10)	0.0324 (4)
N2	0.15858 (8)	0.8049 (2)	0.42631 (11)	0.0314 (4)
O1	0.18625 (9)	1.24528 (17)	0.57038 (11)	0.0391 (4)
O2	0.26154 (7)	1.0953 (2)	0.66033 (11)	0.0464 (4)
O3	0.000000	0.8380 (3)	0.750000	0.0424 (5)
S1	0.07192 (3)	0.69825 (8)	0.51615 (4)	0.03957 (19)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0359 (13)	0.0293 (11)	0.0433 (12)	−0.0087 (9)	0.0204 (10)	−0.0119 (9)
C2	0.0315 (11)	0.0313 (11)	0.0341 (10)	−0.0042 (8)	0.0161 (9)	−0.0014 (8)
C3	0.0421 (13)	0.0392 (13)	0.0541 (13)	0.0082 (10)	0.0247 (11)	0.0180 (11)
C4	0.0311 (12)	0.0506 (14)	0.0606 (14)	0.0125 (10)	0.0244 (11)	0.0166 (12)
C5	0.0331 (12)	0.0360 (11)	0.0367 (11)	−0.0011 (9)	0.0231 (9)	−0.0006 (9)
C6	0.0388 (12)	0.0333 (12)	0.0368 (11)	0.0034 (9)	0.0186 (9)	0.0073 (9)
C7	0.0265 (11)	0.0396 (12)	0.0368 (11)	0.0044 (9)	0.0103 (9)	0.0031 (9)
C8	0.0311 (11)	0.0304 (11)	0.0411 (11)	−0.0072 (9)	0.0143 (9)	−0.0046 (9)
C9	0.0298 (11)	0.0360 (12)	0.0403 (11)	−0.0043 (9)	0.0161 (9)	0.0027 (9)
C10	0.0325 (12)	0.0338 (11)	0.0410 (12)	−0.0013 (9)	0.0156 (10)	−0.0002 (9)
C11	0.0279 (11)	0.0277 (11)	0.0458 (12)	−0.0057 (9)	0.0135 (9)	−0.0011 (9)
C12	0.0713 (19)	0.0476 (15)	0.0748 (17)	−0.0302 (14)	0.0487 (15)	−0.0303 (13)
C13	0.072 (2)	0.0460 (16)	0.093 (2)	−0.0370 (14)	0.0499 (17)	−0.0378 (15)
C14	0.0319 (12)	0.0259 (11)	0.0545 (13)	−0.0089 (8)	0.0144 (10)	−0.0047 (9)
Cu1	0.0312 (2)	0.0261 (2)	0.0378 (2)	−0.01012 (13)	0.01726 (17)	0.00040 (13)
N1	0.0323 (10)	0.0312 (10)	0.0366 (9)	−0.0094 (7)	0.0137 (8)	−0.0003 (7)
N2	0.0307 (10)	0.0260 (9)	0.0403 (10)	−0.0087 (7)	0.0140 (8)	−0.0018 (7)
O1	0.0425 (10)	0.0305 (9)	0.0524 (10)	−0.0074 (6)	0.0273 (8)	0.0030 (6)
O2	0.0306 (9)	0.0473 (10)	0.0651 (10)	−0.0087 (7)	0.0189 (8)	−0.0076 (8)
O3	0.0399 (13)	0.0329 (12)	0.0673 (14)	0.000	0.0384 (11)	0.000
S1	0.0392 (4)	0.0401 (4)	0.0425 (3)	−0.0197 (3)	0.0158 (3)	−0.0086 (2)

Geometric parameters (Å, º)

C1—O2	1.235 (3)	C9—N1	1.370 (3)
C1—O1	1.292 (3)	C9—H9	0.9300
C1—C2	1.496 (3)	C10—N2	1.368 (3)
C2—C3	1.386 (3)	C10—H10	0.9300
C2—C7	1.394 (3)	C11—C12	1.340 (3)
C3—C4	1.386 (3)	C11—N2	1.417 (3)
C3—H3	0.9300	C11—S1	1.717 (2)
C4—C5	1.372 (3)	C12—C13	1.416 (3)
C4—H4	0.9300	C12—H12	0.9300
C5—C6	1.382 (3)	C13—C14	1.362 (3)
C5—O3	1.389 (2)	C13—H13	0.9300
C6—C7	1.380 (3)	C14—C14^i	1.439 (4)
C6—H6	0.9300	C14—S1	1.725 (2)
C7—H7	0.9300	Cu1—O1^ii	1.9444 (16)
C8—N1	1.321 (3)	Cu1—O1	1.9445 (16)
C8—N2	1.349 (3)	Cu1—N1^ii	1.9873 (17)
C8—H8	0.9300	Cu1—N1	1.9873 (17)
C9—C10	1.353 (3)
O2—C1—O1	123.8 (2)	N2—C10—H10	127.0
O2—C1—C2	120.9 (2)	C12—C11—N2	127.5 (2)
O1—C1—C2	115.12 (19)	C12—C11—S1	112.77 (17)
C3—C2—C7	118.66 (18)	N2—C11—S1	119.72 (16)
C3—C2—C1	121.10 (19)	C11—C12—C13	111.6 (2)
C7—C2—C1	120.14 (19)	C11—C12—H12	124.2
C2—C3—C4	120.8 (2)	C13—C12—H12	124.2
C2—C3—H3	119.6	C14—C13—C12	114.0 (2)
C4—C3—H3	119.6	C14—C13—H13	123.0
C5—C4—C3	119.4 (2)	C12—C13—H13	123.0
C5—C4—H4	120.3	C13—C14—C14^i	129.7 (3)
C3—C4—H4	120.3	C13—C14—S1	110.17 (16)
C4—C5—C6	120.89 (19)	C14^i—C14—S1	120.1 (2)
C4—C5—O3	122.27 (19)	O1^ii—Cu1—O1	180.00 (6)
C6—C5—O3	116.71 (19)	O1^ii—Cu1—N1^ii	89.55 (6)
C7—C6—C5	119.43 (19)	O1—Cu1—N1^ii	90.45 (6)
C7—C6—H6	120.3	O1^ii—Cu1—N1	90.45 (6)
C5—C6—H6	120.3	O1—Cu1—N1	89.55 (6)
C6—C7—C2	120.71 (19)	N1^ii—Cu1—N1	180.0
C6—C7—H7	119.6	C8—N1—C9	106.12 (17)
C2—C7—H7	119.6	C8—N1—Cu1	125.04 (14)
N1—C8—N2	110.42 (18)	C9—N1—Cu1	128.50 (14)
N1—C8—H8	124.8	C8—N2—C10	107.72 (17)
N2—C8—H8	124.8	C8—N2—C11	125.07 (18)
C10—C9—N1	109.74 (18)	C10—N2—C11	127.05 (19)
C10—C9—H9	125.1	C1—O1—Cu1	109.97 (14)
N1—C9—H9	125.1	C5—O3—C5^iii	119.1 (2)
C9—C10—N2	105.99 (19)	C11—S1—C14	91.42 (10)
C9—C10—H10	127.0

Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1/2, −y+5/2, −z+1; (iii) −x, y, −z+3/2.

catena-Poly[µ-aqua-bis[µ-5,5'-bis(1H-imidazol-1-yl)-2,2'-bithiophene-κ²N:N']bis(µ₃-4,4'-oxydibenzoato)-κ³O:O':O'';κ⁴O:O',O'':O'-dicopper(II)] (2)

Crystal data

[Cu2(C14H8O5)2(C14H10N4S2)(H2O)]	Z = 2
Mr = 955.88	F(000) = 972
Triclinic, P1	Dx = 1.611 Mg m^−3
a = 11.140 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.522 (4) Å	Cell parameters from 4709 reflections
c = 14.911 (5) Å	θ = 2.3–28.2°
α = 74.487 (5)°	µ = 1.25 mm^−1
β = 87.709 (5)°	T = 296 K
γ = 79.511 (6)°	Block, blue
V = 1970.6 (11) Å^3	0.18 × 0.15 × 0.12 mm

Data collection

Bruker SMART CCD area detector diffractometer	5741 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.017
phi and ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −9→13
Tmin = 0.806, Tmax = 0.864	k = −14→14
10994 measured reflections	l = −17→15
6892 independent reflections

Refinement

Refinement on F^2	3 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.038	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.128	w = 1/[σ^2(Fo^2) + (0.090P)^2 + 0.0526P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.001
6892 reflections	Δρmax = 0.61 e Å^−3
558 parameters	Δρmin = −0.45 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
C1	1.0611 (3)	0.6810 (3)	0.5244 (2)	0.0503 (8)
C2	1.1430 (3)	0.6633 (3)	0.4441 (2)	0.0440 (7)
C3	1.1709 (3)	0.7533 (3)	0.3757 (2)	0.0534 (8)
H3	1.139864	0.826286	0.378986	0.064*
C4	1.2449 (3)	0.7360 (3)	0.3020 (2)	0.0543 (8)
H4	1.262892	0.797116	0.255636	0.065*
C5	1.2916 (3)	0.6277 (3)	0.2981 (2)	0.0481 (8)
C6	1.2632 (3)	0.5357 (3)	0.3649 (2)	0.0526 (8)
H6	1.293316	0.462777	0.361000	0.063*
C7	1.1884 (3)	0.5546 (3)	0.4381 (2)	0.0493 (8)
H7	1.168576	0.493679	0.483628	0.059*
C8	1.4739 (3)	0.5456 (3)	0.2309 (2)	0.0437 (7)
C9	1.5234 (3)	0.5221 (3)	0.1504 (2)	0.0462 (7)
H9	1.478232	0.547275	0.095304	0.055*
C10	1.6397 (3)	0.4613 (3)	0.1522 (2)	0.0443 (7)
H10	1.674058	0.448656	0.097252	0.053*
C11	1.7064 (2)	0.4187 (2)	0.23445 (19)	0.0361 (6)
C12	1.6537 (3)	0.4410 (3)	0.3154 (2)	0.0483 (8)
H12	1.696509	0.411769	0.371482	0.058*
C13	1.5392 (3)	0.5058 (3)	0.3137 (2)	0.0556 (9)
H13	1.506241	0.522511	0.367651	0.067*
C14	1.8328 (2)	0.3530 (2)	0.23782 (19)	0.0366 (6)
C15	0.6626 (3)	0.7173 (3)	0.8085 (2)	0.0404 (7)
C16	0.5417 (3)	0.7619 (2)	0.8454 (2)	0.0377 (6)
C17	0.4442 (3)	0.8127 (3)	0.7845 (2)	0.0502 (8)
H17	0.454987	0.819501	0.721216	0.060*
C18	0.3320 (3)	0.8531 (3)	0.8161 (2)	0.0498 (8)
H18	0.267711	0.887507	0.774378	0.060*
C19	0.3156 (3)	0.8424 (3)	0.9090 (2)	0.0418 (7)
C20	0.4099 (3)	0.7925 (3)	0.9716 (2)	0.0539 (9)
H20	0.398120	0.785512	1.034812	0.065*
C21	0.5229 (3)	0.7528 (3)	0.9388 (2)	0.0483 (8)
H21	0.587147	0.719345	0.980699	0.058*
C22	0.1740 (3)	0.9165 (3)	1.0142 (2)	0.0439 (7)
C23	0.2350 (3)	0.9948 (3)	1.0337 (2)	0.0486 (8)
H23	0.302752	1.014869	0.999367	0.058*
C24	0.1927 (3)	1.0429 (3)	1.1059 (2)	0.0434 (7)
H24	0.232575	1.095627	1.119859	0.052*
C25	0.0916 (3)	1.0126 (2)	1.15710 (18)	0.0372 (6)
C26	0.0342 (3)	0.9325 (3)	1.1369 (2)	0.0442 (7)
H26	−0.032038	0.910299	1.172330	0.053*
C27	0.0738 (3)	0.8854 (3)	1.0651 (2)	0.0442 (7)
H27	0.033417	0.833027	1.050998	0.053*
C28	0.0414 (3)	1.0651 (2)	1.23312 (19)	0.0397 (7)
C29	0.7357 (3)	0.9707 (3)	0.6132 (2)	0.0469 (7)
H29	0.714634	0.947039	0.675457	0.056*
C30	0.8312 (3)	0.9850 (3)	0.4843 (2)	0.0627 (10)
H30	0.889541	0.971516	0.440372	0.075*
C31	0.7305 (3)	1.0631 (3)	0.4670 (2)	0.0656 (11)
H31	0.707172	1.114518	0.410100	0.079*
C32	0.5526 (3)	1.1167 (3)	0.5622 (2)	0.0459 (7)
C33	0.4722 (5)	1.1778 (5)	0.4954 (3)	0.124 (3)
H33	0.485391	1.186003	0.432128	0.149*
C34	0.3648 (5)	1.2285 (5)	0.5327 (3)	0.125 (3)
H34	0.298577	1.271219	0.495694	0.150*
C35	0.3657 (3)	1.2105 (3)	0.6248 (2)	0.0503 (8)
C36	0.2660 (3)	1.2515 (3)	0.6807 (2)	0.0425 (7)
C37	0.1538 (3)	1.2989 (5)	0.6495 (3)	0.0868 (16)
H37	0.128652	1.304798	0.589321	0.104*
C38	0.0753 (3)	1.3397 (4)	0.7145 (3)	0.0834 (15)
H38	−0.004920	1.376691	0.701740	0.100*
C39	0.1311 (3)	1.3183 (2)	0.79674 (19)	0.0364 (6)
C40	0.1268 (2)	1.3232 (2)	0.96229 (19)	0.0361 (6)
H40	0.208861	1.293914	0.976093	0.043*
C41	−0.0631 (3)	1.3908 (2)	0.9744 (2)	0.0407 (7)
H41	−0.136980	1.416347	0.999617	0.049*
C42	−0.0468 (3)	1.3880 (2)	0.8855 (2)	0.0416 (7)
H42	−0.105599	1.411355	0.838363	0.050*
Cu1	0.97775 (3)	0.81790 (3)	0.64209 (2)	0.04242 (14)
Cu2	0.92588 (3)	0.65891 (3)	0.84363 (2)	0.03756 (13)
N1	0.8360 (2)	0.9274 (2)	0.57667 (17)	0.0475 (6)
N2	0.6673 (2)	1.0535 (2)	0.54910 (16)	0.0465 (6)
N3	0.0455 (2)	1.3505 (2)	1.02299 (16)	0.0365 (5)
N4	0.0755 (2)	1.34323 (19)	0.87786 (15)	0.0341 (5)
O1	1.0284 (2)	0.7825 (2)	0.52690 (15)	0.0649 (7)
O2	1.0305 (2)	0.5983 (2)	0.58085 (19)	0.0677 (7)
O3	1.3594 (2)	0.6137 (2)	0.22003 (15)	0.0625 (7)
O4	1.86325 (18)	0.27243 (17)	0.30777 (14)	0.0422 (5)
O5	1.89985 (18)	0.38544 (18)	0.16840 (14)	0.0463 (5)
O6	0.75095 (18)	0.68330 (19)	0.86798 (14)	0.0464 (5)
O7	0.6704 (2)	0.7170 (2)	0.72547 (15)	0.0627 (7)
O8	0.19715 (19)	0.8754 (2)	0.93626 (17)	0.0617 (7)
O9	0.08193 (19)	1.15409 (17)	1.23885 (13)	0.0410 (5)
O10	−0.0319 (2)	1.0228 (2)	1.28916 (15)	0.0573 (6)
O1W	0.8969 (2)	0.6336 (2)	0.72151 (15)	0.0515 (6)
S1	0.49630 (8)	1.12098 (10)	0.66939 (6)	0.0691 (3)
S2	0.28036 (8)	1.25505 (9)	0.79443 (6)	0.0625 (3)
H1W	0.9364 (19)	0.621 (3)	0.6744 (11)	0.066 (11)*
H2W	0.8224 (7)	0.651 (4)	0.7044 (18)	0.106 (18)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0317 (16)	0.082 (2)	0.0431 (18)	0.0046 (16)	−0.0005 (13)	−0.0370 (18)
C2	0.0266 (15)	0.068 (2)	0.0435 (17)	0.0038 (14)	0.0015 (12)	−0.0333 (15)
C3	0.0466 (19)	0.057 (2)	0.054 (2)	0.0134 (15)	−0.0006 (15)	−0.0253 (16)
C4	0.0456 (19)	0.064 (2)	0.0432 (18)	0.0129 (16)	0.0047 (14)	−0.0126 (15)
C5	0.0296 (15)	0.075 (2)	0.0361 (16)	0.0115 (14)	0.0029 (12)	−0.0227 (15)
C6	0.0426 (19)	0.065 (2)	0.054 (2)	0.0060 (15)	0.0073 (15)	−0.0327 (17)
C7	0.0422 (18)	0.064 (2)	0.0470 (18)	−0.0052 (15)	0.0096 (14)	−0.0279 (15)
C8	0.0295 (15)	0.0558 (18)	0.0393 (16)	0.0091 (13)	0.0071 (12)	−0.0136 (13)
C9	0.0364 (17)	0.065 (2)	0.0295 (15)	0.0102 (14)	0.0002 (12)	−0.0122 (13)
C10	0.0358 (16)	0.0626 (19)	0.0311 (15)	0.0059 (14)	0.0051 (12)	−0.0169 (13)
C11	0.0278 (14)	0.0440 (16)	0.0346 (15)	0.0021 (12)	0.0063 (11)	−0.0136 (12)
C12	0.0342 (17)	0.074 (2)	0.0307 (15)	0.0098 (15)	−0.0003 (12)	−0.0159 (14)
C13	0.0396 (18)	0.088 (2)	0.0335 (16)	0.0146 (16)	0.0044 (13)	−0.0246 (16)
C14	0.0294 (15)	0.0498 (17)	0.0322 (15)	−0.0005 (12)	0.0046 (11)	−0.0184 (13)
C15	0.0305 (15)	0.0573 (18)	0.0361 (16)	−0.0057 (13)	0.0053 (12)	−0.0189 (13)
C16	0.0297 (15)	0.0523 (17)	0.0339 (15)	−0.0055 (12)	0.0045 (11)	−0.0179 (13)
C17	0.0376 (17)	0.082 (2)	0.0305 (15)	−0.0002 (16)	0.0011 (12)	−0.0202 (15)
C18	0.0355 (17)	0.074 (2)	0.0393 (17)	0.0032 (15)	−0.0066 (13)	−0.0214 (15)
C19	0.0299 (15)	0.0535 (18)	0.0465 (17)	0.0026 (13)	0.0030 (12)	−0.0281 (14)
C20	0.0389 (18)	0.085 (2)	0.0345 (16)	0.0131 (16)	0.0029 (13)	−0.0274 (16)
C21	0.0326 (16)	0.072 (2)	0.0347 (16)	0.0079 (14)	−0.0021 (12)	−0.0150 (14)
C22	0.0338 (16)	0.0569 (18)	0.0410 (16)	0.0138 (14)	−0.0041 (13)	−0.0271 (14)
C23	0.0319 (16)	0.070 (2)	0.0464 (18)	−0.0005 (15)	0.0084 (13)	−0.0271 (16)
C24	0.0390 (17)	0.0536 (18)	0.0413 (17)	−0.0029 (13)	0.0043 (13)	−0.0229 (14)
C25	0.0358 (16)	0.0410 (15)	0.0283 (14)	0.0085 (12)	0.0006 (11)	−0.0083 (11)
C26	0.0448 (18)	0.0452 (17)	0.0385 (16)	0.0003 (13)	0.0060 (13)	−0.0107 (13)
C27	0.0438 (18)	0.0428 (17)	0.0461 (18)	0.0027 (13)	−0.0010 (14)	−0.0186 (14)
C28	0.0401 (17)	0.0435 (17)	0.0271 (14)	0.0116 (13)	0.0019 (12)	−0.0082 (12)
C29	0.0440 (18)	0.0582 (19)	0.0301 (15)	0.0133 (14)	0.0045 (12)	−0.0125 (13)
C30	0.048 (2)	0.098 (3)	0.0282 (16)	0.0179 (19)	0.0071 (14)	−0.0130 (17)
C31	0.049 (2)	0.098 (3)	0.0290 (17)	0.0177 (19)	0.0028 (14)	−0.0030 (17)
C32	0.0446 (18)	0.0522 (18)	0.0312 (15)	0.0145 (14)	0.0021 (13)	−0.0102 (13)
C33	0.116 (4)	0.172 (5)	0.0272 (19)	0.098 (4)	0.002 (2)	−0.010 (2)
C34	0.104 (4)	0.175 (5)	0.038 (2)	0.099 (4)	−0.001 (2)	−0.011 (3)
C35	0.0458 (19)	0.061 (2)	0.0352 (17)	0.0155 (15)	0.0029 (13)	−0.0135 (14)
C36	0.0405 (17)	0.0526 (18)	0.0305 (15)	0.0057 (13)	0.0014 (12)	−0.0140 (13)
C37	0.042 (2)	0.168 (5)	0.050 (2)	0.026 (2)	−0.0109 (17)	−0.057 (3)
C38	0.041 (2)	0.157 (4)	0.045 (2)	0.033 (2)	−0.0108 (16)	−0.048 (2)
C39	0.0333 (15)	0.0445 (16)	0.0296 (14)	0.0005 (12)	0.0007 (11)	−0.0116 (12)
C40	0.0272 (14)	0.0472 (16)	0.0345 (15)	−0.0008 (12)	0.0007 (11)	−0.0159 (12)
C41	0.0332 (16)	0.0460 (16)	0.0413 (17)	0.0016 (12)	0.0027 (12)	−0.0148 (13)
C42	0.0280 (15)	0.0523 (18)	0.0419 (17)	0.0056 (12)	−0.0020 (12)	−0.0161 (13)
Cu1	0.0413 (2)	0.0517 (2)	0.0292 (2)	0.01521 (17)	0.00105 (15)	−0.01773 (16)
Cu2	0.0268 (2)	0.0546 (2)	0.0305 (2)	0.00206 (15)	0.00655 (14)	−0.01701 (16)
N1	0.0422 (15)	0.0626 (16)	0.0316 (13)	0.0127 (12)	0.0023 (11)	−0.0171 (12)
N2	0.0415 (15)	0.0582 (16)	0.0287 (13)	0.0114 (12)	0.0035 (10)	−0.0067 (11)
N3	0.0267 (12)	0.0477 (14)	0.0354 (13)	0.0000 (10)	0.0042 (9)	−0.0165 (10)
N4	0.0280 (12)	0.0414 (13)	0.0321 (12)	0.0008 (10)	0.0017 (9)	−0.0134 (10)
O1	0.0705 (17)	0.0769 (17)	0.0362 (12)	0.0332 (13)	−0.0009 (11)	−0.0268 (11)
O2	0.0611 (17)	0.095 (2)	0.0673 (17)	−0.0254 (15)	0.0315 (13)	−0.0527 (16)
O3	0.0403 (13)	0.0937 (18)	0.0354 (12)	0.0316 (12)	0.0034 (9)	−0.0157 (12)
O4	0.0332 (11)	0.0493 (12)	0.0383 (11)	0.0068 (9)	0.0030 (8)	−0.0116 (9)
O5	0.0313 (11)	0.0642 (14)	0.0353 (11)	0.0047 (9)	0.0076 (8)	−0.0092 (10)
O6	0.0296 (11)	0.0755 (15)	0.0342 (11)	0.0003 (10)	0.0041 (8)	−0.0220 (10)
O7	0.0334 (12)	0.120 (2)	0.0390 (13)	−0.0023 (12)	0.0057 (9)	−0.0368 (13)
O8	0.0307 (12)	0.1060 (19)	0.0599 (15)	0.0122 (12)	−0.0014 (10)	−0.0575 (14)
O9	0.0435 (12)	0.0454 (12)	0.0305 (10)	0.0086 (9)	0.0010 (8)	−0.0152 (8)
O10	0.0687 (16)	0.0641 (15)	0.0375 (12)	−0.0072 (12)	0.0200 (11)	−0.0166 (11)
O1W	0.0392 (13)	0.0821 (16)	0.0387 (12)	−0.0018 (12)	0.0085 (10)	−0.0328 (12)
S1	0.0453 (5)	0.1105 (8)	0.0299 (4)	0.0271 (5)	0.0026 (3)	−0.0094 (4)
S2	0.0390 (5)	0.1057 (7)	0.0367 (4)	0.0212 (5)	−0.0039 (3)	−0.0304 (5)

Geometric parameters (Å, º)

C1—O2	1.240 (4)	C25—C28	1.499 (4)
C1—O2	1.240 (4)	C26—C27	1.377 (4)
C1—O1	1.267 (4)	C26—H26	0.9300
C1—C2	1.515 (4)	C27—H27	0.9300
C2—C3	1.376 (5)	C28—O10	1.230 (4)
C2—C7	1.387 (5)	C28—O9	1.299 (4)
C3—C4	1.387 (4)	C29—N1	1.314 (4)
C3—H3	0.9300	C29—N2	1.345 (4)
C4—C5	1.378 (5)	C29—H29	0.9300
C4—H4	0.9300	C30—C31	1.331 (5)
C5—C6	1.384 (5)	C30—N1	1.372 (4)
C5—O3	1.395 (4)	C30—H30	0.9300
C6—C7	1.391 (4)	C31—N2	1.376 (4)
C6—H6	0.9300	C31—H31	0.9300
C7—H7	0.9300	C32—C33	1.340 (5)
C8—C9	1.381 (4)	C32—N2	1.411 (4)
C8—C13	1.383 (4)	C32—S1	1.704 (3)
C8—O3	1.388 (3)	C33—C34	1.416 (6)
C9—C10	1.375 (4)	C33—H33	0.9300
C9—H9	0.9300	C34—C35	1.331 (5)
C10—C11	1.386 (4)	C34—H34	0.9300
C10—H10	0.9300	C35—C36	1.463 (4)
C11—C12	1.395 (4)	C35—S1	1.703 (3)
C11—C14	1.490 (4)	C36—C37	1.326 (5)
C12—C13	1.378 (4)	C36—S2	1.723 (3)
C12—H12	0.9300	C37—C38	1.415 (5)
C13—H13	0.9300	C37—H37	0.9300
C14—O4	1.250 (3)	C38—C39	1.336 (4)
C14—O5	1.272 (3)	C38—H38	0.9300
C15—O7	1.239 (4)	C39—N4	1.420 (3)
C15—O7	1.239 (4)	C39—S2	1.710 (3)
C15—O6	1.285 (4)	C40—N3	1.320 (3)
C15—C16	1.503 (4)	C40—N4	1.346 (3)
C16—C21	1.377 (4)	C40—H40	0.9300
C16—C17	1.388 (4)	C41—C42	1.340 (4)
C17—C18	1.375 (4)	C41—N3	1.377 (4)
C17—H17	0.9300	C41—H41	0.9300
C18—C19	1.364 (4)	C42—N4	1.388 (4)
C18—H18	0.9300	C42—H42	0.9300
C19—C20	1.376 (4)	Cu1—O1	1.925 (2)
C19—O8	1.387 (3)	Cu1—O9^i	1.967 (2)
C20—C21	1.386 (4)	Cu1—O4^ii	1.975 (2)
C20—H20	0.9300	Cu1—N1	1.987 (3)
C21—H21	0.9300	Cu1—O1W	2.598 (3)
C22—C27	1.380 (4)	Cu2—O5^ii	1.935 (2)
C22—C23	1.385 (5)	Cu2—O6	1.951 (2)
C22—O8	1.388 (3)	Cu2—O1W	1.978 (2)
C23—C24	1.395 (4)	Cu2—N3^i	1.996 (2)
C23—H23	0.9300	Cu2—O9^i	2.323 (2)
C24—C25	1.388 (4)	O1W—H1W	0.8500 (11)
C24—H24	0.9300	O1W—H2W	0.8500 (11)
C25—C26	1.384 (4)
O2—C1—O1	125.3 (3)	N2—C29—H29	124.3
O2—C1—O1	125.3 (3)	C31—C30—N1	109.7 (3)
O2—C1—C2	119.3 (3)	C31—C30—H30	125.1
O2—C1—C2	119.3 (3)	N1—C30—H30	125.1
O1—C1—C2	115.4 (3)	C30—C31—N2	107.0 (3)
C3—C2—C7	119.4 (3)	C30—C31—H31	126.5
C3—C2—C1	121.0 (3)	N2—C31—H31	126.5
C7—C2—C1	119.6 (3)	C33—C32—N2	126.4 (3)
C2—C3—C4	120.5 (3)	C33—C32—S1	110.6 (3)
C2—C3—H3	119.7	N2—C32—S1	123.0 (2)
C4—C3—H3	119.7	C32—C33—C34	111.9 (3)
C5—C4—C3	119.5 (3)	C32—C33—H33	124.1
C5—C4—H4	120.3	C34—C33—H33	124.1
C3—C4—H4	120.3	C35—C34—C33	114.9 (4)
C4—C5—C6	121.2 (3)	C35—C34—H34	122.6
C4—C5—O3	117.7 (3)	C33—C34—H34	122.6
C6—C5—O3	120.8 (3)	C34—C35—C36	125.9 (3)
C5—C6—C7	118.5 (3)	C34—C35—S1	109.3 (3)
C5—C6—H6	120.7	C36—C35—S1	124.6 (2)
C7—C6—H6	120.7	C37—C36—C35	125.1 (3)
C2—C7—C6	120.9 (3)	C37—C36—S2	110.0 (2)
C2—C7—H7	119.5	C35—C36—S2	124.8 (2)
C6—C7—H7	119.5	C36—C37—C38	114.9 (3)
C9—C8—C13	120.4 (3)	C36—C37—H37	122.5
C9—C8—O3	115.0 (3)	C38—C37—H37	122.5
C13—C8—O3	124.6 (3)	C39—C38—C37	111.3 (3)
C10—C9—C8	119.7 (3)	C39—C38—H38	124.3
C10—C9—H9	120.1	C37—C38—H38	124.3
C8—C9—H9	120.1	C38—C39—N4	125.2 (3)
C9—C10—C11	121.1 (3)	C38—C39—S2	112.0 (2)
C9—C10—H10	119.5	N4—C39—S2	122.7 (2)
C11—C10—H10	119.5	N3—C40—N4	111.2 (2)
C10—C11—C12	118.3 (3)	N3—C40—H40	124.4
C10—C11—C14	121.9 (3)	N4—C40—H40	124.4
C12—C11—C14	119.8 (3)	C42—C41—N3	110.1 (3)
C13—C12—C11	121.1 (3)	C42—C41—H41	124.9
C13—C12—H12	119.5	N3—C41—H41	124.9
C11—C12—H12	119.5	C41—C42—N4	106.1 (2)
C12—C13—C8	119.3 (3)	C41—C42—H42	126.9
C12—C13—H13	120.3	N4—C42—H42	126.9
C8—C13—H13	120.3	O1—Cu1—O9^i	175.80 (11)
O4—C14—O5	126.2 (3)	O1—Cu1—O4^ii	85.72 (9)
O4—C14—C11	117.7 (2)	O9^i—Cu1—O4^ii	95.29 (8)
O5—C14—C11	116.1 (3)	O1—Cu1—N1	89.75 (10)
O7—C15—O6	125.5 (3)	O9^i—Cu1—N1	89.91 (9)
O7—C15—O6	125.5 (3)	O4^ii—Cu1—N1	169.54 (10)
O7—C15—C16	119.1 (3)	O1—Cu1—O1W	97.75 (10)
O7—C15—C16	119.1 (3)	O9^i—Cu1—O1W	78.33 (8)
O6—C15—C16	115.4 (2)	O4^ii—Cu1—O1W	83.51 (8)
C21—C16—C17	118.0 (3)	N1—Cu1—O1W	106.46 (10)
C21—C16—C15	122.2 (3)	O5^ii—Cu2—O6	172.08 (9)
C17—C16—C15	119.8 (3)	O5^ii—Cu2—O1W	90.85 (9)
C18—C17—C16	121.3 (3)	O6—Cu2—O1W	91.14 (9)
C18—C17—H17	119.4	O5^ii—Cu2—N3^i	88.28 (9)
C16—C17—H17	119.4	O6—Cu2—N3^i	88.15 (9)
C19—C18—C17	119.5 (3)	O1W—Cu2—N3^i	167.78 (10)
C19—C18—H18	120.2	O5^ii—Cu2—O9^i	95.58 (8)
C17—C18—H18	120.2	O6—Cu2—O9^i	92.22 (9)
C18—C19—C20	121.0 (3)	O1W—Cu2—O9^i	85.28 (9)
C18—C19—O8	116.0 (3)	N3^i—Cu2—O9^i	106.94 (9)
C20—C19—O8	122.8 (3)	C29—N1—C30	105.7 (3)
C19—C20—C21	119.0 (3)	C29—N1—Cu1	128.0 (2)
C19—C20—H20	120.5	C30—N1—Cu1	125.7 (2)
C21—C20—H20	120.5	C29—N2—C31	106.2 (3)
C16—C21—C20	121.3 (3)	C29—N2—C32	127.3 (3)
C16—C21—H21	119.4	C31—N2—C32	126.5 (3)
C20—C21—H21	119.4	C40—N3—C41	105.7 (2)
C27—C22—C23	121.2 (3)	C40—N3—Cu2^i	127.48 (19)
C27—C22—O8	114.9 (3)	C41—N3—Cu2^i	126.77 (19)
C23—C22—O8	123.4 (3)	C40—N4—C42	106.8 (2)
C22—C23—C24	118.7 (3)	C40—N4—C39	127.8 (2)
C22—C23—H23	120.7	C42—N4—C39	125.3 (2)
C24—C23—H23	120.7	C1—O1—Cu1	120.5 (2)
C25—C24—C23	120.5 (3)	C8—O3—C5	120.0 (2)
C25—C24—H24	119.7	C14—O4—Cu1^ii	133.35 (19)
C23—C24—H24	119.7	C14—O5—Cu2^ii	128.36 (19)
C26—C25—C24	119.3 (3)	C15—O6—Cu2	128.00 (18)
C26—C25—C28	118.7 (3)	C19—O8—C22	121.3 (2)
C24—C25—C28	122.0 (3)	C28—O9—Cu1^i	105.95 (17)
C27—C26—C25	120.8 (3)	C28—O9—Cu2^i	139.72 (17)
C27—C26—H26	119.6	Cu1^i—O9—Cu2^i	97.17 (8)
C25—C26—H26	119.6	Cu2—O1W—Cu1	88.58 (9)
C26—C27—C22	119.5 (3)	Cu2—O1W—H1W	140.0 (17)
C26—C27—H27	120.3	Cu1—O1W—H1W	75 (2)
C22—C27—H27	120.3	Cu2—O1W—H2W	113.9 (17)
O10—C28—O9	122.0 (3)	Cu1—O1W—H2W	102 (3)
O10—C28—C25	120.7 (3)	H1W—O1W—H2W	105.14 (18)
O9—C28—C25	117.2 (3)	C35—S1—C32	93.20 (15)
N1—C29—N2	111.4 (3)	C39—S2—C36	91.64 (14)
N1—C29—H29	124.3
O2—C1—C2—C3	174.6 (3)	S1—C35—C36—C37	−163.5 (4)
O2—C1—C2—C3	174.6 (3)	C34—C35—C36—S2	−164.5 (5)
O1—C1—C2—C3	−4.7 (4)	S1—C35—C36—S2	21.7 (5)
O2—C1—C2—C7	−3.8 (5)	C35—C36—C37—C38	−175.4 (4)
O2—C1—C2—C7	−3.8 (5)	S2—C36—C37—C38	0.0 (6)
O1—C1—C2—C7	176.8 (3)	C36—C37—C38—C39	−1.9 (7)
C7—C2—C3—C4	−0.8 (5)	C37—C38—C39—N4	−176.6 (4)
C1—C2—C3—C4	−179.3 (3)	C37—C38—C39—S2	2.9 (6)
C2—C3—C4—C5	−0.6 (5)	N3—C41—C42—N4	0.7 (3)
C3—C4—C5—C6	1.9 (5)	N2—C29—N1—C30	−0.4 (4)
C3—C4—C5—O3	176.1 (3)	N2—C29—N1—Cu1	171.5 (2)
C4—C5—C6—C7	−1.6 (5)	C31—C30—N1—C29	1.4 (5)
O3—C5—C6—C7	−175.7 (3)	C31—C30—N1—Cu1	−170.7 (3)
C3—C2—C7—C6	1.1 (5)	N1—C29—N2—C31	−0.7 (4)
C1—C2—C7—C6	179.6 (3)	N1—C29—N2—C32	178.1 (3)
C5—C6—C7—C2	0.1 (5)	C30—C31—N2—C29	1.5 (4)
C13—C8—C9—C10	−1.8 (5)	C30—C31—N2—C32	−177.3 (3)
O3—C8—C9—C10	175.9 (3)	C33—C32—N2—C29	−162.1 (5)
C8—C9—C10—C11	2.9 (5)	S1—C32—N2—C29	15.9 (5)
C9—C10—C11—C12	−1.4 (5)	C33—C32—N2—C31	16.5 (7)
C9—C10—C11—C14	−179.8 (3)	S1—C32—N2—C31	−165.5 (3)
C10—C11—C12—C13	−1.3 (5)	N4—C40—N3—C41	−0.5 (3)
C14—C11—C12—C13	177.1 (3)	N4—C40—N3—Cu2^i	−178.42 (18)
C11—C12—C13—C8	2.4 (6)	C42—C41—N3—C40	−0.2 (3)
C9—C8—C13—C12	−0.9 (6)	C42—C41—N3—Cu2^i	177.8 (2)
O3—C8—C13—C12	−178.3 (3)	N3—C40—N4—C42	0.9 (3)
C10—C11—C14—O4	−143.3 (3)	N3—C40—N4—C39	−175.7 (3)
C12—C11—C14—O4	38.4 (4)	C41—C42—N4—C40	−1.0 (3)
C10—C11—C14—O5	37.1 (4)	C41—C42—N4—C39	175.7 (3)
C12—C11—C14—O5	−141.2 (3)	C38—C39—N4—C40	179.7 (4)
O7—C15—C16—C21	172.2 (3)	S2—C39—N4—C40	0.2 (4)
O7—C15—C16—C21	172.2 (3)	C38—C39—N4—C42	3.7 (5)
O6—C15—C16—C21	−8.5 (4)	S2—C39—N4—C42	−175.8 (2)
O7—C15—C16—C17	−6.8 (5)	O2—C1—O1—Cu1	23.6 (5)
O7—C15—C16—C17	−6.8 (5)	O2—C1—O1—Cu1	23.6 (5)
O6—C15—C16—C17	172.5 (3)	C2—C1—O1—Cu1	−157.2 (2)
C21—C16—C17—C18	0.1 (5)	O1—C1—O2—O2	0.0 (3)
C15—C16—C17—C18	179.2 (3)	C2—C1—O2—O2	0.0 (3)
C16—C17—C18—C19	−0.6 (5)	C9—C8—O3—C5	169.2 (3)
C17—C18—C19—C20	0.5 (5)	C13—C8—O3—C5	−13.2 (5)
C17—C18—C19—O8	−174.1 (3)	C4—C5—O3—C8	129.1 (3)
C18—C19—C20—C21	−0.1 (5)	C6—C5—O3—C8	−56.6 (4)
O8—C19—C20—C21	174.1 (3)	O5—C14—O4—Cu1^ii	14.5 (5)
C17—C16—C21—C20	0.3 (5)	C11—C14—O4—Cu1^ii	−165.13 (19)
C15—C16—C21—C20	−178.7 (3)	O4—C14—O5—Cu2^ii	−11.7 (4)
C19—C20—C21—C16	−0.4 (6)	C11—C14—O5—Cu2^ii	167.92 (19)
C27—C22—C23—C24	−0.5 (5)	O7—C15—O6—Cu2	17.3 (5)
O8—C22—C23—C24	170.6 (3)	O7—C15—O6—Cu2	17.3 (5)
C22—C23—C24—C25	0.1 (5)	C16—C15—O6—Cu2	−161.86 (19)
C23—C24—C25—C26	1.1 (4)	O6—C15—O7—O7	0.0 (11)
C23—C24—C25—C28	−178.0 (3)	C16—C15—O7—O7	0.0 (9)
C24—C25—C26—C27	−2.0 (4)	C18—C19—O8—C22	−151.0 (3)
C28—C25—C26—C27	177.2 (3)	C20—C19—O8—C22	34.6 (5)
C25—C26—C27—C22	1.6 (5)	C27—C22—O8—C19	−143.5 (3)
C23—C22—C27—C26	−0.4 (5)	C23—C22—O8—C19	44.9 (5)
O8—C22—C27—C26	−172.2 (3)	O10—C28—O9—Cu1^i	8.2 (3)
C26—C25—C28—O10	15.1 (4)	C25—C28—O9—Cu1^i	−169.40 (19)
C24—C25—C28—O10	−165.7 (3)	O10—C28—O9—Cu2^i	−114.4 (3)
C26—C25—C28—O9	−167.3 (3)	C25—C28—O9—Cu2^i	68.1 (4)
C24—C25—C28—O9	11.9 (4)	C34—C35—S1—C32	3.8 (4)
N1—C30—C31—N2	−1.8 (5)	C36—C35—S1—C32	178.5 (3)
N2—C32—C33—C34	178.5 (5)	C33—C32—S1—C35	−2.4 (4)
S1—C32—C33—C34	0.3 (7)	N2—C32—S1—C35	179.4 (3)
C32—C33—C34—C35	2.7 (10)	C38—C39—S2—C36	−2.5 (3)
C33—C34—C35—C36	−178.9 (5)	N4—C39—S2—C36	177.0 (2)
C33—C34—C35—S1	−4.4 (8)	C37—C36—S2—C39	1.4 (3)
C34—C35—C36—C37	10.3 (8)	C35—C36—S2—C39	176.9 (3)

Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) −x+3, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O2	0.85 (1)	1.76 (1)	2.611 (3)	174 (3)
O1W—H2W···O7	0.85 (1)	1.80 (2)	2.554 (3)	147 (3)
C30—H30···O10^iii	0.93	2.35	3.192 (4)	150

Symmetry code: (iii) x+1, y, z−1.