Crystal structure of catena-poly[[[di­chlorido­copper(II)]-{μ-tert-butyl N-methyl-N-[4-(6-{[4-(pyridin-2-yl-κN)-1H-1,2,3-triazol-1-yl-κN³]meth­yl}-1,3-benzo­thia­zol-2-yl)phen­yl]carbamato}] aceto­nitrile monosolvate]

The title coordination polymer was obtained by combining an aqueous solution of copper(II) dichloride with the ligand {tert-butyl­meth­yl[4-(6-{[4-(pyridin-2-yl-)1H-1,2,3-triazol-1-yl]meth­yl}-1,3-benzo­thia­zol-2-yl)phen­yl]carbamate in aceto­nitrile.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.037
• wR factor = 0.036
• Data-to-parameter ratio = 10.7

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT910_ALERT_3_B Missing # of FCF Reflection(s) Below Theta(Min).         25 Note

Alert level C
PLAT220_ALERT_2_C Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        3.8 Ratio
PLAT222_ALERT_3_C Non-Solv.  Resd 1  H   Uiso(max)/Uiso(min) Range        4.3 Ratio
PLAT244_ALERT_4_C Low    'Solvent' Ueq as Compared to Neighbors of        C38 Check
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          1 Note
              C27 H26 Cl2 Cu N6 O2 S
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....         19 Note

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT005_ALERT_5_G No Embedded Refinement Details Found  in the CIF     Please Do !
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT154_ALERT_1_G The s.u.'s on the Cell Angles are Equal ..(Note)      0.003 Degree
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Cu1      --Cl1       .        6.0 s.u.
PLAT794_ALERT_5_G Tentative Bond Valency for Cu1       (II)      .       2.11 Info
PLAT808_ALERT_5_G No Parseable SHELXL Style Weighting Scheme Found     Please Check
PLAT882_ALERT_1_G No Datum for _diffrn_reflns_av_unetI/netI ......     Please Do !
PLAT911_ALERT_3_G Missing FCF Refl Between Thmin & STh/L=    0.600       1360 Report
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         51 Note
PLAT929_ALERT_5_G No Weight Pars,Obs and Calc R1,wR2,S not Checked          ! Info
PLAT961_ALERT_5_G Dataset Contains no Negative Intensities .......     Please Check

   0 ALERT level A = Most likely a serious problem - resolve or explain
   1 ALERT level B = A potentially serious problem, consider carefully
   5 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  12 ALERT level G = General information/check it is not something unexpected

   3 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
   4 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   6 ALERT type 5 Informative message, check

---

Computing details

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: CRYSTALS (Betteridge et al., 2003) and PLATON (Spek, 2009).

catena-Poly[[[dichloridocopper(II)]-{µ-tert-butyl N-methyl-N-[4-(6-{[4-(pyridin-2-yl-κN)-1H-1,2,3-triazol-1-yl-κN³]methyl}-1,3-benzothiazol-2-yl)phenyl]carbamato}] acetonitrile monosolvate]

Crystal data

[CuCl2(C27H26N6O2S)]·CH3CN	Z = 2
Mr = 674.11	F(000) = 694
Triclinic, P1	Dx = 1.502 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.6374 (7) Å	Cell parameters from 7700 reflections
b = 13.1553 (10) Å	θ = 2–25°
c = 14.2243 (11) Å	µ = 1.02 mm^−1
α = 73.755 (3)°	T = 100 K
β = 73.863 (3)°	Plate, pale green
γ = 84.226 (3)°	0.12 × 0.09 × 0.02 mm
V = 1490.1 (2) Å^3

Data collection

Bruker Kappa APEXII diffractometer	4358 reflections with I > 2.0σ(I)
Graphite monochromator	Rint = 0.053
φ & ω scans	θmax = 25.4°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2006)	h = −10→8
Tmin = 0.91, Tmax = 0.98	k = −15→15
26982 measured reflections	l = −17→17
5475 independent reflections

Refinement

Refinement on F	Primary atom site location: other
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.037	Hydrogen site location: difference Fourier map
wR(F^2) = 0.036	H-atom parameters constrained
S = 1.05	Method, part 1, Chebychev polynomial, (Watkin, 1994; Prince, 1982) [weight] = 1.0/[A0*T0(x) + A1*T1(x) ··· + An-1]*Tn-1(x)] where Ai are the Chebychev coefficients listed below and x = F /Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2]^2 Ai are: 0.270 0.160 0.128
4062 reflections	(Δ/σ)max = 0.001
379 parameters	Δρmax = 0.45 e Å^−3
0 restraints	Δρmin = −0.36 e Å^−3

Special details

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1 K.

Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107.

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

	x	y	z	Uiso*/Ueq
S1	0.49721 (8)	−0.10533 (5)	0.91493 (5)	0.0178
Cu1	−0.26343 (4)	−0.55390 (3)	1.17008 (3)	0.0153
Cl1	−0.43826 (8)	−0.62080 (6)	1.11470 (6)	0.0283
C2	0.4057 (3)	0.0195 (2)	0.8788 (2)	0.0166
Cl2	−0.45219 (8)	−0.45258 (6)	1.24664 (5)	0.0241
N3	0.2719 (3)	0.03835 (18)	0.94172 (17)	0.0182
C4	0.0978 (3)	−0.0538 (2)	1.1089 (2)	0.0198
C5	0.0743 (3)	−0.1456 (2)	1.1862 (2)	0.0184
C6	0.1821 (3)	−0.2326 (2)	1.18434 (19)	0.0154
C7	0.3190 (3)	−0.2270 (2)	1.1035 (2)	0.0168
C8	0.3417 (3)	−0.1348 (2)	1.0253 (2)	0.0157
C9	0.2337 (3)	−0.0477 (2)	1.0261 (2)	0.0164
C10	0.4785 (3)	0.0928 (2)	0.7807 (2)	0.0167
C11	0.6322 (3)	0.0724 (2)	0.7241 (2)	0.0196
C12	0.6982 (3)	0.1394 (2)	0.6295 (2)	0.0218
C13	0.6083 (3)	0.2264 (2)	0.5891 (2)	0.0205
C14	0.4567 (4)	0.2492 (2)	0.6463 (2)	0.0226
C15	0.3921 (3)	0.1834 (2)	0.7420 (2)	0.0197
C16	0.1480 (3)	−0.3355 (2)	1.2670 (2)	0.0176
N17	0.0898 (3)	−0.41369 (17)	1.22896 (16)	0.0142
N18	−0.0676 (3)	−0.41805 (17)	1.23796 (16)	0.0156
N19	−0.0798 (2)	−0.48723 (16)	1.18938 (17)	0.0149
C20	0.0688 (3)	−0.5257 (2)	1.14907 (19)	0.0143
C21	0.1801 (3)	−0.4783 (2)	1.17465 (19)	0.0165
C22	0.0753 (3)	−0.6034 (2)	1.09231 (19)	0.0153
C23	0.2169 (3)	−0.6451 (2)	1.0407 (2)	0.0177
C24	0.2065 (3)	−0.7194 (2)	0.9903 (2)	0.0206
C25	0.0551 (3)	−0.7488 (2)	0.9927 (2)	0.0191
C26	−0.0798 (3)	−0.7017 (2)	1.0431 (2)	0.0171
N27	−0.0723 (3)	−0.63013 (17)	1.09261 (16)	0.0145
N28	0.6716 (3)	0.29292 (18)	0.48943 (17)	0.0230
C29	0.6889 (4)	0.4067 (2)	0.4767 (2)	0.0320
C30	0.7287 (4)	0.2548 (2)	0.4066 (2)	0.0228
O31	0.7877 (3)	0.30981 (16)	0.32214 (15)	0.0289
O32	0.7071 (3)	0.15044 (16)	0.43036 (15)	0.0304
C33	0.7874 (4)	0.0873 (2)	0.3586 (2)	0.0286
C34	0.7093 (4)	0.1108 (3)	0.2724 (2)	0.0303
C35	0.9671 (4)	0.1073 (3)	0.3221 (3)	0.0478
C36	0.7533 (6)	−0.0256 (3)	0.4247 (3)	0.0546
C37	0.3253 (6)	0.2890 (4)	0.3651 (4)	0.0763
C38	0.1812 (5)	0.2908 (3)	0.4432 (3)	0.0502
N39	0.0648 (6)	0.2875 (4)	0.5048 (4)	0.0862
H41	0.0246	0.0045	1.1119	0.0245*
H51	−0.0172	−0.1504	1.2437	0.0226*
H71	0.3946	−0.2857	1.1026	0.0214*
H111	0.6940	0.0122	0.7511	0.0246*
H121	0.8046	0.1270	0.5925	0.0270*
H141	0.3970	0.3095	0.6193	0.0274*
H151	0.2892	0.2001	0.7807	0.0247*
H161	0.2462	−0.3640	1.2865	0.0221*
H162	0.0655	−0.3234	1.3253	0.0219*
H211	0.2925	−0.4869	1.1601	0.0196*
H231	0.3174	−0.6224	1.0400	0.0224*
H241	0.2997	−0.7503	0.9546	0.0264*
H251	0.0439	−0.7998	0.9599	0.0235*
H261	−0.1829	−0.7191	1.0427	0.0217*
H291	0.6493	0.4483	0.4217	0.0499*
H292	0.6300	0.4275	0.5370	0.0497*
H293	0.8010	0.4230	0.4655	0.0508*
H341	0.7619	0.0674	0.2266	0.0456*
H342	0.5970	0.0936	0.2989	0.0468*
H343	0.7196	0.1844	0.2362	0.0455*
H351	1.0195	0.0571	0.2860	0.0706*
H352	1.0120	0.0978	0.3794	0.0711*
H353	0.9903	0.1784	0.2784	0.0709*
H361	0.7925	−0.0372	0.4838	0.0841*
H362	0.8064	−0.0739	0.3855	0.0839*
H363	0.6376	−0.0356	0.4445	0.0840*
H371	0.3941	0.2312	0.3908	0.1152*
H372	0.3774	0.3554	0.3457	0.1152*
H373	0.2956	0.2769	0.3077	0.1154*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S1	0.0155 (3)	0.0172 (3)	0.0189 (3)	0.0004 (2)	−0.0021 (3)	−0.0046 (3)
Cu1	0.01124 (16)	0.01627 (17)	0.02098 (18)	−0.00100 (12)	−0.00448 (12)	−0.00854 (13)
Cl1	0.0169 (3)	0.0348 (4)	0.0440 (4)	0.0014 (3)	−0.0124 (3)	−0.0236 (3)
C2	0.0181 (13)	0.0180 (13)	0.0193 (13)	−0.0008 (10)	−0.0095 (11)	−0.0091 (11)
Cl2	0.0161 (3)	0.0283 (4)	0.0327 (4)	0.0033 (3)	−0.0062 (3)	−0.0174 (3)
N3	0.0194 (11)	0.0178 (11)	0.0196 (12)	0.0015 (9)	−0.0055 (9)	−0.0086 (10)
C4	0.0200 (13)	0.0200 (14)	0.0228 (14)	0.0015 (11)	−0.0054 (11)	−0.0121 (12)
C5	0.0191 (13)	0.0198 (14)	0.0191 (13)	−0.0021 (10)	−0.0042 (11)	−0.0098 (11)
C6	0.0170 (12)	0.0169 (13)	0.0166 (13)	−0.0047 (10)	−0.0069 (10)	−0.0073 (11)
C7	0.0160 (12)	0.0177 (13)	0.0206 (14)	−0.0011 (10)	−0.0064 (11)	−0.0094 (11)
C8	0.0130 (12)	0.0187 (13)	0.0191 (13)	−0.0032 (10)	−0.0049 (10)	−0.0090 (11)
C9	0.0169 (12)	0.0175 (13)	0.0187 (13)	−0.0023 (10)	−0.0063 (10)	−0.0087 (11)
C10	0.0201 (13)	0.0158 (13)	0.0184 (13)	−0.0029 (10)	−0.0073 (11)	−0.0077 (11)
C11	0.0207 (13)	0.0217 (14)	0.0188 (14)	0.0003 (11)	−0.0075 (11)	−0.0071 (11)
C12	0.0218 (14)	0.0259 (15)	0.0192 (14)	−0.0016 (11)	−0.0054 (11)	−0.0082 (12)
C13	0.0286 (15)	0.0157 (13)	0.0188 (14)	−0.0040 (11)	−0.0058 (11)	−0.0064 (11)
C14	0.0311 (15)	0.0185 (14)	0.0210 (14)	0.0044 (12)	−0.0105 (12)	−0.0081 (12)
C15	0.0224 (14)	0.0198 (14)	0.0192 (14)	0.0009 (11)	−0.0042 (11)	−0.0106 (11)
C16	0.0187 (13)	0.0189 (13)	0.0182 (13)	−0.0012 (10)	−0.0053 (11)	−0.0088 (11)
N17	0.0147 (10)	0.0149 (11)	0.0140 (11)	−0.0031 (8)	−0.0031 (8)	−0.0050 (9)
N18	0.0148 (10)	0.0149 (11)	0.0172 (11)	−0.0030 (8)	−0.0029 (9)	−0.0046 (9)
N19	0.0137 (10)	0.0113 (10)	0.0194 (11)	−0.0010 (8)	−0.0043 (9)	−0.0031 (9)
C20	0.0131 (12)	0.0139 (12)	0.0147 (12)	−0.0010 (10)	−0.0024 (10)	−0.0029 (10)
C21	0.0166 (12)	0.0180 (13)	0.0161 (13)	−0.0004 (10)	−0.0037 (10)	−0.0072 (11)
C22	0.0163 (12)	0.0146 (13)	0.0159 (13)	−0.0012 (10)	−0.0074 (10)	−0.0019 (10)
C23	0.0154 (12)	0.0202 (13)	0.0205 (14)	0.0019 (10)	−0.0069 (11)	−0.0087 (11)
C24	0.0219 (14)	0.0192 (14)	0.0215 (14)	0.0025 (11)	−0.0064 (11)	−0.0068 (11)
C25	0.0266 (14)	0.0140 (13)	0.0187 (14)	0.0005 (11)	−0.0074 (11)	−0.0062 (11)
C26	0.0202 (13)	0.0152 (12)	0.0176 (13)	−0.0030 (10)	−0.0069 (11)	−0.0044 (11)
N27	0.0169 (11)	0.0148 (11)	0.0125 (11)	−0.0016 (9)	−0.0057 (9)	−0.0025 (9)
N28	0.0349 (14)	0.0170 (12)	0.0162 (12)	−0.0019 (10)	−0.0036 (10)	−0.0052 (10)
C29	0.053 (2)	0.0167 (14)	0.0221 (15)	−0.0005 (14)	−0.0055 (14)	−0.0035 (12)
C30	0.0293 (15)	0.0183 (14)	0.0213 (15)	−0.0010 (12)	−0.0069 (12)	−0.0057 (12)
O31	0.0433 (13)	0.0218 (11)	0.0165 (10)	−0.0017 (9)	−0.0011 (9)	−0.0033 (9)
O32	0.0522 (14)	0.0183 (10)	0.0181 (10)	−0.0036 (9)	−0.0013 (9)	−0.0078 (8)
C33	0.0434 (18)	0.0222 (15)	0.0241 (16)	0.0037 (13)	−0.0105 (14)	−0.0125 (13)
C34	0.0380 (17)	0.0315 (17)	0.0265 (16)	−0.0045 (14)	−0.0108 (14)	−0.0125 (13)
C35	0.040 (2)	0.054 (2)	0.068 (3)	0.0172 (17)	−0.0253 (19)	−0.042 (2)
C36	0.110 (4)	0.0202 (17)	0.037 (2)	0.0028 (19)	−0.023 (2)	−0.0102 (15)
C37	0.051 (3)	0.056 (3)	0.084 (4)	−0.005 (2)	0.021 (2)	0.004 (3)
C38	0.038 (2)	0.058 (3)	0.049 (2)	0.0078 (18)	−0.0059 (19)	−0.015 (2)
N39	0.073 (3)	0.099 (4)	0.072 (3)	0.013 (3)	0.005 (2)	−0.029 (3)

Geometric parameters (Å, º)

S1—C2	1.754 (3)	C20—C21	1.373 (4)
S1—C8	1.736 (3)	C20—C22	1.458 (4)
Cu1—O31^i	2.508 (2)	C21—H211	0.937
Cu1—N19	2.004 (2)	C22—C23	1.388 (4)
Cu1—N27	2.054 (2)	C22—N27	1.355 (3)
Cu1—Cl1	2.2344 (7)	C23—C24	1.386 (4)
Cu1—Cl2	2.2380 (7)	C23—H231	0.943
C2—N3	1.300 (3)	C24—C25	1.390 (4)
C2—C10	1.468 (4)	C24—H241	0.946
N3—C9	1.387 (4)	C25—C26	1.377 (4)
C4—C5	1.375 (4)	C25—H251	0.943
C4—C9	1.403 (4)	C26—N27	1.339 (3)
C4—H41	0.947	C26—H261	0.944
C5—C6	1.402 (4)	N28—C29	1.474 (4)
C5—H51	0.959	N28—C30	1.356 (4)
C6—C7	1.393 (4)	C29—H291	0.949
C6—C16	1.516 (4)	C29—H292	0.964
C7—C8	1.385 (4)	C29—H293	0.973
C7—H71	0.961	C30—O31	1.214 (3)
C8—C9	1.403 (4)	C30—O32	1.338 (3)
C10—C11	1.392 (4)	O32—C33	1.476 (3)
C10—C15	1.401 (4)	C33—C34	1.503 (4)
C11—C12	1.386 (4)	C33—C35	1.518 (5)
C11—H111	0.959	C33—C36	1.526 (5)
C12—C13	1.395 (4)	C34—H341	0.974
C12—H121	0.948	C34—H342	0.963
C13—C14	1.390 (4)	C34—H343	0.962
C13—N28	1.431 (4)	C35—H351	0.952
C14—C15	1.389 (4)	C35—H352	0.969
C14—H141	0.948	C35—H353	0.972
C15—H151	0.948	C36—H361	0.960
C16—N17	1.473 (3)	C36—H362	0.961
C16—H161	0.973	C36—H363	0.972
C16—H162	0.971	C37—C38	1.422 (6)
N17—N18	1.336 (3)	C37—H371	0.970
N17—C21	1.352 (3)	C37—H372	0.957
N18—N19	1.315 (3)	C37—H373	0.977
N19—C20	1.362 (3)	C38—N39	1.131 (6)
C2—S1—C8	89.01 (13)	C20—C21—N17	103.8 (2)
O31^i—Cu1—Cl1	107.68 (6)	C20—C21—H211	130.3
O31^i—Cu1—Cl2	100.13 (5)	N17—C21—H211	125.8
Cl1—Cu1—Cl2	93.31 (3)	C20—C22—C23	124.4 (2)
O31^i—Cu1—N19	80.21 (8)	C20—C22—N27	113.2 (2)
Cl1—Cu1—N19	168.01 (7)	C23—C22—N27	122.4 (2)
Cl2—Cu1—N19	94.14 (6)	C22—C23—C24	118.6 (2)
O31^i—Cu1—N27	83.26 (8)	C22—C23—H231	119.9
Cl1—Cu1—N27	91.79 (6)	C24—C23—H231	121.5
Cl2—Cu1—N27	172.70 (6)	C23—C24—C25	119.0 (2)
N19—Cu1—N27	80.00 (8)	C23—C24—H241	121.6
S1—C2—N3	115.9 (2)	C25—C24—H241	119.5
S1—C2—C10	119.49 (19)	C24—C25—C26	118.9 (2)
N3—C2—C10	124.6 (2)	C24—C25—H251	121.0
C2—N3—C9	110.5 (2)	C26—C25—H251	120.0
C5—C4—C9	118.8 (3)	C25—C26—N27	123.0 (2)
C5—C4—H41	120.6	C25—C26—H261	119.4
C9—C4—H41	120.6	N27—C26—H261	117.6
C4—C5—C6	121.8 (3)	C22—N27—C26	118.0 (2)
C4—C5—H51	119.6	C22—N27—Cu1	115.25 (17)
C6—C5—H51	118.6	C26—N27—Cu1	126.77 (18)
C5—C6—C7	120.1 (2)	C13—N28—C29	118.9 (2)
C5—C6—C16	120.9 (2)	C13—N28—C30	122.9 (2)
C7—C6—C16	119.0 (2)	C29—N28—C30	118.0 (2)
C6—C7—C8	118.0 (2)	N28—C29—H291	110.7
C6—C7—H71	120.5	N28—C29—H292	111.1
C8—C7—H71	121.5	H291—C29—H292	108.1
S1—C8—C7	128.5 (2)	N28—C29—H293	110.9
S1—C8—C9	109.2 (2)	H291—C29—H293	109.6
C7—C8—C9	122.3 (2)	H292—C29—H293	106.3
C8—C9—C4	119.0 (2)	N28—C30—O31	123.7 (3)
C8—C9—N3	115.5 (2)	N28—C30—O32	111.1 (2)
C4—C9—N3	125.5 (2)	O31—C30—O32	125.3 (3)
C2—C10—C11	120.7 (2)	Cu1^ii—O31—C30	146.2 (2)
C2—C10—C15	120.1 (2)	C30—O32—C33	121.0 (2)
C11—C10—C15	119.2 (2)	O32—C33—C34	109.9 (3)
C10—C11—C12	120.6 (3)	O32—C33—C35	110.4 (2)
C10—C11—H111	119.8	C34—C33—C35	112.3 (3)
C12—C11—H111	119.5	O32—C33—C36	101.8 (2)
C11—C12—C13	119.9 (3)	C34—C33—C36	110.6 (3)
C11—C12—H121	120.5	C35—C33—C36	111.4 (3)
C13—C12—H121	119.7	C33—C34—H341	109.0
C12—C13—C14	119.8 (3)	C33—C34—H342	109.2
C12—C13—N28	120.4 (2)	H341—C34—H342	109.1
C14—C13—N28	119.7 (3)	C33—C34—H343	110.2
C13—C14—C15	120.2 (3)	H341—C34—H343	109.5
C13—C14—H141	119.7	H342—C34—H343	109.8
C15—C14—H141	120.1	C33—C35—H351	109.2
C10—C15—C14	120.1 (3)	C33—C35—H352	110.3
C10—C15—H151	120.3	H351—C35—H352	107.5
C14—C15—H151	119.6	C33—C35—H353	112.0
C6—C16—N17	109.6 (2)	H351—C35—H353	109.2
C6—C16—H161	110.1	H352—C35—H353	108.5
N17—C16—H161	108.3	C33—C36—H361	110.0
C6—C16—H162	109.9	C33—C36—H362	108.5
N17—C16—H162	108.7	H361—C36—H362	110.0
H161—C16—H162	110.3	C33—C36—H363	108.6
C16—N17—N18	119.7 (2)	H361—C36—H363	110.1
C16—N17—C21	127.2 (2)	H362—C36—H363	109.6
N18—N17—C21	112.7 (2)	C38—C37—H371	108.2
N17—N18—N19	105.46 (19)	C38—C37—H372	109.3
N18—N19—Cu1	134.95 (17)	H371—C37—H372	110.9
N18—N19—C20	110.4 (2)	C38—C37—H373	107.7
Cu1—N19—C20	114.51 (16)	H371—C37—H373	109.9
N19—C20—C21	107.6 (2)	H372—C37—H373	110.6
N19—C20—C22	116.9 (2)	C37—C38—N39	176.6 (5)
C21—C20—C22	135.4 (2)

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

Hydrogen-bond geometry (Å, º)

Cg is the centroid of the C4–C9 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C16—H162···N39^iii	0.97	2.52	3.451 (6)	161
C16—H161···Cl2^iv	0.97	2.72	3.606 (3)	152
C21—H211···Cl1^iv	0.94	2.81	3.633 (3)	147
C23—H231···Cl1^iv	0.94	2.62	3.494 (3)	155
C26—H261···Cl1	0.94	2.55	3.154 (3)	122
C29—H291···Cl2^ii	0.95	2.80	3.741 (3)	172
C25—H251···Cg^v	0.94	2.85	3.583 (3)	135

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