Diazido­(1,4,7-tribenzyl-1,4,7-triaza­cyclo­nonane-κ³N)copper(II)

In the title compound, [Cu(N₃)₂(C₂₇H₃₃N₃)], the copper(II) atom is coordinated by five N atoms from the 1,4,7-tribenzyl-1,4,7-triaza­cyclo­nonane ligand and the azide ions in a slightly distorted square-pyramidal geometry.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.029
• wR factor = 0.079
• Data-to-parameter ratio = 14.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         N4
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         N7
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N5
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N8

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL (Bruker, 2001).

(1,4,7-tribenzyl-1,4,7-triazacyclononane)diazidocopper(II)

Crystal data

[Cu(C27H33N3)(N3)2]	F(000) = 1148
Mr = 547.16	Dx = 1.348 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 4432 reflections
a = 14.105 (7) Å	θ = 2.5–25.7°
b = 8.999 (5) Å	µ = 0.84 mm^−1
c = 21.603 (11) Å	T = 293 K
β = 100.470 (7)°	Block, blue
V = 2696 (2) Å^3	0.28 × 0.22 × 0.20 mm
Z = 4

Data collection

Bruker SMART APEX area-detector diffractometer	4753 independent reflections
Radiation source: fine-focus sealed tube	3883 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.023
φ and ω scan	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan SADABS (Sheldrick, 1996)	h = −16→7
Tmin = 0.728, Tmax = 0.845	k = −10→10
14088 measured reflections	l = −25→25

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.079	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0434P)^2 + 0.5508P] where P = (Fo^2 + 2Fc^2)/3
4753 reflections	(Δ/σ)max = 0.002
334 parameters	Δρmax = 0.37 e Å^−3
0 restraints	Δρmin = −0.23 e Å^−3

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

	x	y	z	Uiso*/Ueq
Cu1	0.980023 (17)	0.04923 (2)	0.841271 (10)	0.03739 (9)
N1	0.95413 (11)	0.20160 (17)	0.76619 (7)	0.0392 (4)
N2	0.84870 (11)	0.15432 (16)	0.86826 (7)	0.0375 (4)
N3	1.05148 (11)	0.23047 (15)	0.89211 (7)	0.0351 (3)
N4	0.93191 (16)	−0.1136 (2)	0.78212 (8)	0.0624 (5)
N5	0.90395 (12)	−0.22988 (19)	0.79784 (7)	0.0449 (4)
N6	0.87509 (14)	−0.3441 (2)	0.81037 (9)	0.0596 (5)
N7	1.01167 (16)	−0.0873 (2)	0.91423 (8)	0.0604 (5)
N8	1.04714 (13)	−0.2021 (2)	0.91341 (7)	0.0451 (4)
N9	1.08004 (18)	−0.3211 (3)	0.91676 (10)	0.0819 (7)
C1	0.84723 (14)	0.2205 (2)	0.75734 (9)	0.0455 (5)
H1A	0.8164	0.1286	0.7411	0.055*
H1B	0.8276	0.2975	0.7262	0.055*
C2	0.81227 (14)	0.2618 (2)	0.81807 (9)	0.0412 (4)
H2A	0.8348	0.3608	0.8312	0.049*
H2B	0.7423	0.2626	0.8106	0.049*
C3	0.89204 (14)	0.2223 (2)	0.92918 (8)	0.0389 (4)
H3A	0.9101	0.1447	0.9602	0.047*
H3B	0.8448	0.2855	0.9436	0.047*
C4	0.98070 (14)	0.3141 (2)	0.92319 (9)	0.0387 (4)
H4A	0.9604	0.4028	0.8989	0.046*
H4B	1.0125	0.3451	0.9648	0.046*
C5	1.08567 (14)	0.3210 (2)	0.84272 (9)	0.0405 (4)
H5A	1.1393	0.2709	0.8292	0.049*
H5B	1.1083	0.4166	0.8602	0.049*
C6	1.00537 (14)	0.3445 (2)	0.78644 (9)	0.0402 (4)
H6A	0.9596	0.4159	0.7973	0.048*
H6B	1.0322	0.3849	0.7518	0.048*
C7	0.97653 (16)	0.1481 (3)	0.70427 (9)	0.0518 (5)
H7A	0.9495	0.0494	0.6959	0.062*
H7B	0.9446	0.2131	0.6711	0.062*
C8	1.08200 (17)	0.1422 (2)	0.70105 (9)	0.0537 (5)
C9	1.1448 (2)	0.0452 (3)	0.73761 (13)	0.0728 (7)
H9	1.1215	−0.0213	0.7642	0.087*
C10	1.2424 (2)	0.0466 (3)	0.73488 (16)	0.0916 (10)
H10	1.2843	−0.0169	0.7606	0.110*
C11	1.2776 (2)	0.1409 (4)	0.69455 (16)	0.0867 (9)
H11	1.3430	0.1415	0.6930	0.104*
C12	1.2162 (2)	0.2332 (3)	0.65699 (14)	0.0830 (8)
H12	1.2395	0.2951	0.6287	0.100*
C13	1.1195 (2)	0.2357 (3)	0.66053 (11)	0.0697 (7)
H13	1.0788	0.3015	0.6353	0.084*
C14	0.77790 (15)	0.0353 (2)	0.87412 (10)	0.0467 (5)
H14A	0.8102	−0.0390	0.9030	0.056*
H14B	0.7600	−0.0122	0.8333	0.056*
C15	0.68613 (15)	0.0799 (2)	0.89625 (10)	0.0461 (5)
C16	0.60248 (17)	0.1103 (3)	0.85346 (12)	0.0625 (6)
H16	0.6029	0.1047	0.8105	0.075*
C17	0.51843 (19)	0.1490 (3)	0.87407 (16)	0.0816 (8)
H17	0.4631	0.1702	0.8449	0.098*
C18	0.5162 (2)	0.1561 (3)	0.93706 (18)	0.0855 (9)
H18	0.4593	0.1812	0.9507	0.103*
C19	0.5976 (2)	0.1263 (3)	0.97976 (14)	0.0788 (8)
H19	0.5962	0.1311	1.0226	0.095*
C20	0.68229 (18)	0.0891 (3)	0.95990 (11)	0.0609 (6)
H20	0.7375	0.0698	0.9896	0.073*
C21	1.13574 (14)	0.1759 (2)	0.93974 (9)	0.0433 (5)
H21A	1.1741	0.1111	0.9182	0.052*
H21B	1.1107	0.1158	0.9704	0.052*
C22	1.20228 (14)	0.2922 (2)	0.97516 (9)	0.0432 (5)
C23	1.19396 (15)	0.3303 (2)	1.03649 (9)	0.0467 (5)
H23	1.1441	0.2901	1.0540	0.056*
C24	1.25867 (18)	0.4270 (2)	1.07171 (11)	0.0586 (6)
H24	1.2529	0.4499	1.1128	0.070*
C25	1.33128 (19)	0.4888 (3)	1.04591 (13)	0.0709 (7)
H25	1.3746	0.5542	1.0694	0.085*
C26	1.34020 (19)	0.4541 (3)	0.98500 (14)	0.0778 (8)
H26	1.3892	0.4968	0.9675	0.093*
C27	1.27657 (16)	0.3559 (3)	0.94998 (11)	0.0626 (6)
H27	1.2836	0.3322	0.9091	0.075*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.05201 (16)	0.02677 (13)	0.03161 (13)	0.00049 (10)	0.00282 (10)	−0.00024 (9)
N1	0.0460 (9)	0.0382 (8)	0.0321 (8)	0.0010 (7)	0.0034 (7)	0.0022 (6)
N2	0.0430 (9)	0.0332 (8)	0.0350 (8)	−0.0033 (7)	0.0034 (7)	0.0017 (6)
N3	0.0390 (9)	0.0298 (8)	0.0344 (8)	0.0031 (7)	0.0006 (7)	0.0004 (6)
N4	0.1034 (16)	0.0416 (10)	0.0406 (10)	−0.0155 (11)	0.0089 (10)	−0.0059 (8)
N5	0.0516 (11)	0.0390 (10)	0.0404 (9)	0.0035 (8)	−0.0014 (8)	−0.0087 (7)
N6	0.0669 (13)	0.0399 (10)	0.0670 (12)	−0.0079 (9)	−0.0008 (10)	−0.0032 (9)
N7	0.1053 (16)	0.0339 (10)	0.0371 (9)	−0.0032 (10)	0.0000 (10)	0.0034 (7)
N8	0.0513 (11)	0.0474 (11)	0.0352 (9)	0.0011 (9)	0.0038 (8)	0.0008 (7)
N9	0.1093 (19)	0.0655 (14)	0.0696 (14)	0.0392 (14)	0.0129 (13)	0.0064 (11)
C1	0.0471 (12)	0.0497 (12)	0.0360 (10)	−0.0002 (10)	−0.0020 (9)	0.0082 (9)
C2	0.0377 (11)	0.0382 (10)	0.0452 (11)	0.0006 (8)	0.0007 (9)	0.0050 (8)
C3	0.0460 (11)	0.0343 (10)	0.0358 (10)	0.0017 (8)	0.0053 (8)	0.0002 (8)
C4	0.0460 (11)	0.0306 (9)	0.0376 (10)	0.0030 (8)	0.0027 (8)	−0.0029 (7)
C5	0.0412 (11)	0.0352 (10)	0.0444 (11)	−0.0010 (8)	0.0057 (9)	0.0008 (8)
C6	0.0477 (12)	0.0326 (10)	0.0408 (10)	0.0004 (8)	0.0094 (9)	0.0076 (8)
C7	0.0681 (15)	0.0572 (13)	0.0288 (10)	0.0002 (11)	0.0052 (10)	0.0013 (9)
C8	0.0701 (15)	0.0539 (13)	0.0396 (11)	0.0039 (11)	0.0168 (11)	−0.0054 (10)
C9	0.0845 (19)	0.0696 (17)	0.0717 (17)	0.0217 (14)	0.0340 (15)	0.0154 (13)
C10	0.086 (2)	0.094 (2)	0.102 (2)	0.0397 (18)	0.0366 (19)	0.0128 (18)
C11	0.081 (2)	0.088 (2)	0.103 (2)	0.0149 (18)	0.0479 (18)	−0.0136 (18)
C12	0.092 (2)	0.086 (2)	0.084 (2)	0.0039 (17)	0.0502 (17)	0.0049 (16)
C13	0.086 (2)	0.0745 (17)	0.0530 (14)	0.0090 (14)	0.0247 (13)	0.0066 (12)
C14	0.0535 (13)	0.0366 (11)	0.0495 (12)	−0.0085 (9)	0.0084 (10)	−0.0019 (9)
C15	0.0512 (12)	0.0384 (11)	0.0488 (12)	−0.0127 (9)	0.0095 (10)	0.0038 (9)
C16	0.0516 (14)	0.0737 (16)	0.0594 (14)	−0.0181 (12)	0.0028 (11)	0.0027 (12)
C17	0.0512 (16)	0.085 (2)	0.105 (2)	−0.0099 (14)	0.0047 (16)	0.0133 (17)
C18	0.0638 (19)	0.079 (2)	0.124 (3)	−0.0074 (15)	0.0437 (19)	−0.0011 (19)
C19	0.084 (2)	0.093 (2)	0.0685 (17)	−0.0148 (17)	0.0377 (16)	−0.0040 (15)
C20	0.0641 (15)	0.0687 (15)	0.0513 (13)	−0.0074 (12)	0.0142 (12)	0.0103 (11)
C21	0.0469 (12)	0.0380 (10)	0.0415 (10)	0.0073 (9)	−0.0016 (9)	0.0000 (8)
C22	0.0371 (11)	0.0429 (11)	0.0455 (11)	0.0064 (9)	−0.0032 (9)	0.0033 (9)
C23	0.0474 (12)	0.0440 (11)	0.0456 (11)	0.0038 (9)	0.0001 (9)	0.0033 (9)
C24	0.0657 (15)	0.0514 (13)	0.0523 (13)	0.0022 (11)	−0.0065 (11)	−0.0061 (10)
C25	0.0689 (17)	0.0601 (15)	0.0727 (18)	−0.0132 (13)	−0.0163 (14)	0.0008 (13)
C26	0.0498 (14)	0.098 (2)	0.0812 (19)	−0.0212 (14)	0.0006 (13)	0.0205 (16)
C27	0.0456 (13)	0.0892 (18)	0.0512 (13)	−0.0032 (13)	0.0039 (11)	0.0013 (12)

Geometric parameters (Å, º)

Cu1—N4	1.9810 (19)	C9—C10	1.388 (4)
Cu1—N7	1.9844 (19)	C9—H9	0.9300
Cu1—N1	2.1045 (17)	C10—C11	1.372 (4)
Cu1—N3	2.1165 (16)	C10—H10	0.9300
Cu1—N2	2.2490 (18)	C11—C12	1.357 (4)
N1—C1	1.495 (3)	C11—H11	0.9300
N1—C6	1.501 (2)	C12—C13	1.380 (4)
N1—C7	1.508 (2)	C12—H12	0.9300
N2—C2	1.474 (2)	C13—H13	0.9300
N2—C3	1.479 (2)	C14—C15	1.513 (3)
N2—C14	1.486 (2)	C14—H14A	0.9700
N3—C5	1.490 (2)	C14—H14B	0.9700
N3—C4	1.502 (2)	C15—C20	1.388 (3)
N3—C21	1.506 (2)	C15—C16	1.387 (3)
N4—N5	1.189 (3)	C16—C17	1.384 (4)
N5—N6	1.156 (2)	C16—H16	0.9300
N7—N8	1.149 (3)	C17—C18	1.369 (4)
N8—N9	1.164 (3)	C17—H17	0.9300
C1—C2	1.529 (3)	C18—C19	1.363 (4)
C1—H1A	0.9700	C18—H18	0.9300
C1—H1B	0.9700	C19—C20	1.381 (4)
C2—H2A	0.9700	C19—H19	0.9300
C2—H2B	0.9700	C20—H20	0.9300
C3—C4	1.524 (3)	C21—C22	1.517 (3)
C3—H3A	0.9700	C21—H21A	0.9700
C3—H3B	0.9700	C21—H21B	0.9700
C4—H4A	0.9700	C22—C27	1.389 (3)
C4—H4B	0.9700	C22—C23	1.394 (3)
C5—C6	1.518 (3)	C23—C24	1.384 (3)
C5—H5A	0.9700	C23—H23	0.9300
C5—H5B	0.9700	C24—C25	1.370 (4)
C6—H6A	0.9700	C24—H24	0.9300
C6—H6B	0.9700	C25—C26	1.380 (4)
C7—C8	1.503 (3)	C25—H25	0.9300
C7—H7A	0.9700	C26—C27	1.383 (3)
C7—H7B	0.9700	C26—H26	0.9300
C8—C13	1.387 (3)	C27—H27	0.9300
C8—C9	1.384 (3)
N4—Cu1—N7	93.18 (9)	N1—C7—H7A	108.5
N4—Cu1—N1	89.63 (8)	C8—C7—H7B	108.5
N7—Cu1—N1	176.47 (7)	N1—C7—H7B	108.5
N4—Cu1—N3	168.40 (8)	H7A—C7—H7B	107.5
N7—Cu1—N3	92.75 (7)	C13—C8—C9	117.7 (2)
N1—Cu1—N3	84.11 (7)	C13—C8—C7	120.2 (2)
N4—Cu1—N2	106.05 (8)	C9—C8—C7	122.2 (2)
N7—Cu1—N2	97.56 (8)	C8—C9—C10	120.5 (3)
N1—Cu1—N2	83.69 (6)	C8—C9—H9	119.8
N3—Cu1—N2	83.02 (6)	C10—C9—H9	119.8
C1—N1—C6	111.16 (15)	C11—C10—C9	120.5 (3)
C1—N1—C7	106.98 (15)	C11—C10—H10	119.7
C6—N1—C7	111.39 (15)	C9—C10—H10	119.7
C1—N1—Cu1	101.68 (11)	C12—C11—C10	119.6 (3)
C6—N1—Cu1	109.06 (11)	C12—C11—H11	120.2
C7—N1—Cu1	116.13 (12)	C10—C11—H11	120.2
C2—N2—C3	114.55 (14)	C11—C12—C13	120.4 (3)
C2—N2—C14	112.72 (15)	C11—C12—H12	119.8
C3—N2—C14	113.46 (15)	C13—C12—H12	119.8
C2—N2—Cu1	106.18 (12)	C12—C13—C8	121.3 (3)
C3—N2—Cu1	100.24 (11)	C12—C13—H13	119.4
C14—N2—Cu1	108.48 (12)	C8—C13—H13	119.4
C5—N3—C4	111.97 (14)	N2—C14—C15	117.53 (16)
C5—N3—C21	110.46 (15)	N2—C14—H14A	107.9
C4—N3—C21	111.35 (14)	C15—C14—H14A	107.9
C5—N3—Cu1	103.60 (11)	N2—C14—H14B	107.9
C4—N3—Cu1	108.98 (11)	C15—C14—H14B	107.9
C21—N3—Cu1	110.20 (11)	H14A—C14—H14B	107.2
N5—N4—Cu1	123.99 (15)	C20—C15—C16	117.8 (2)
N6—N5—N4	177.0 (2)	C20—C15—C14	121.2 (2)
N8—N7—Cu1	125.46 (16)	C16—C15—C14	121.0 (2)
N7—N8—N9	174.6 (2)	C17—C16—C15	120.6 (2)
N1—C1—C2	113.15 (15)	C17—C16—H16	119.7
N1—C1—H1A	108.9	C15—C16—H16	119.7
C2—C1—H1A	108.9	C18—C17—C16	120.5 (3)
N1—C1—H1B	108.9	C18—C17—H17	119.7
C2—C1—H1B	108.9	C16—C17—H17	119.7
H1A—C1—H1B	107.8	C19—C18—C17	119.6 (3)
N2—C2—C1	110.35 (16)	C19—C18—H18	120.2
N2—C2—H2A	109.6	C17—C18—H18	120.2
C1—C2—H2A	109.6	C18—C19—C20	120.5 (3)
N2—C2—H2B	109.6	C18—C19—H19	119.8
C1—C2—H2B	109.6	C20—C19—H19	119.8
H2A—C2—H2B	108.1	C19—C20—C15	120.9 (2)
N2—C3—C4	111.20 (15)	C19—C20—H20	119.6
N2—C3—H3A	109.4	C15—C20—H20	119.6
C4—C3—H3A	109.4	N3—C21—C22	117.29 (15)
N2—C3—H3B	109.4	N3—C21—H21A	108.0
C4—C3—H3B	109.4	C22—C21—H21A	108.0
H3A—C3—H3B	108.0	N3—C21—H21B	108.0
N3—C4—C3	112.89 (15)	C22—C21—H21B	108.0
N3—C4—H4A	109.0	H21A—C21—H21B	107.2
C3—C4—H4A	109.0	C27—C22—C23	118.08 (19)
N3—C4—H4B	109.0	C27—C22—C21	121.9 (2)
C3—C4—H4B	109.0	C23—C22—C21	119.86 (19)
H4A—C4—H4B	107.8	C24—C23—C22	121.0 (2)
N3—C5—C6	110.98 (16)	C24—C23—H23	119.5
N3—C5—H5A	109.4	C22—C23—H23	119.5
C6—C5—H5A	109.4	C25—C24—C23	119.9 (2)
N3—C5—H5B	109.4	C25—C24—H24	120.0
C6—C5—H5B	109.4	C23—C24—H24	120.0
H5A—C5—H5B	108.0	C24—C25—C26	120.0 (2)
N1—C6—C5	111.33 (14)	C24—C25—H25	120.0
N1—C6—H6A	109.4	C26—C25—H25	120.0
C5—C6—H6A	109.4	C27—C26—C25	120.3 (2)
N1—C6—H6B	109.4	C27—C26—H26	119.9
C5—C6—H6B	109.4	C25—C26—H26	119.9
H6A—C6—H6B	108.0	C26—C27—C22	120.7 (2)
C8—C7—N1	114.89 (16)	C26—C27—H27	119.7
C8—C7—H7A	108.5	C22—C27—H27	119.7
N4—Cu1—N1—C1	77.23 (13)	C5—N3—C4—C3	133.57 (15)
N3—Cu1—N1—C1	−112.55 (11)	C21—N3—C4—C3	−102.22 (17)
N2—Cu1—N1—C1	−28.96 (11)	Cu1—N3—C4—C3	19.56 (17)
N4—Cu1—N1—C6	−165.28 (13)	N2—C3—C4—N3	−50.66 (19)
N3—Cu1—N1—C6	4.93 (12)	C4—N3—C5—C6	−69.35 (19)
N2—Cu1—N1—C6	88.52 (13)	C21—N3—C5—C6	165.94 (15)
N4—Cu1—N1—C7	−38.46 (15)	Cu1—N3—C5—C6	47.94 (16)
N3—Cu1—N1—C7	131.76 (14)	C1—N1—C6—C5	131.47 (16)
N2—Cu1—N1—C7	−144.65 (14)	C7—N1—C6—C5	−109.33 (18)
N4—Cu1—N2—C2	−83.85 (12)	Cu1—N1—C6—C5	20.16 (19)
N7—Cu1—N2—C2	−179.39 (11)	N3—C5—C6—N1	−47.2 (2)
N1—Cu1—N2—C2	3.94 (11)	C1—N1—C7—C8	172.08 (17)
N3—Cu1—N2—C2	88.75 (12)	C6—N1—C7—C8	50.4 (2)
N4—Cu1—N2—C3	156.67 (11)	Cu1—N1—C7—C8	−75.2 (2)
N7—Cu1—N2—C3	61.14 (12)	N1—C7—C8—C13	−114.1 (2)
N1—Cu1—N2—C3	−115.54 (11)	N1—C7—C8—C9	65.9 (3)
N3—Cu1—N2—C3	−30.72 (10)	C13—C8—C9—C10	2.2 (4)
N4—Cu1—N2—C14	37.54 (13)	C7—C8—C9—C10	−177.8 (3)
N7—Cu1—N2—C14	−58.00 (13)	C8—C9—C10—C11	−2.0 (5)
N1—Cu1—N2—C14	125.33 (12)	C9—C10—C11—C12	−0.1 (5)
N3—Cu1—N2—C14	−149.86 (12)	C10—C11—C12—C13	1.9 (5)
N4—Cu1—N3—C5	29.3 (4)	C11—C12—C13—C8	−1.7 (4)
N7—Cu1—N3—C5	149.95 (12)	C9—C8—C13—C12	−0.4 (4)
N1—Cu1—N3—C5	−28.43 (11)	C7—C8—C13—C12	179.6 (2)
N2—Cu1—N3—C5	−112.77 (11)	C2—N2—C14—C15	−66.7 (2)
N4—Cu1—N3—C4	148.6 (3)	C3—N2—C14—C15	65.6 (2)
N7—Cu1—N3—C4	−90.69 (12)	Cu1—N2—C14—C15	176.07 (14)
N1—Cu1—N3—C4	90.93 (11)	N2—C14—C15—C20	−86.2 (2)
N2—Cu1—N3—C4	6.59 (10)	N2—C14—C15—C16	95.0 (2)
N4—Cu1—N3—C21	−88.9 (4)	C20—C15—C16—C17	0.2 (4)
N7—Cu1—N3—C21	31.77 (14)	C14—C15—C16—C17	179.0 (2)
N1—Cu1—N3—C21	−146.61 (13)	C15—C16—C17—C18	−0.8 (4)
N2—Cu1—N3—C21	129.06 (13)	C16—C17—C18—C19	0.6 (5)
N7—Cu1—N4—N5	22.6 (2)	C17—C18—C19—C20	0.0 (5)
N1—Cu1—N4—N5	−159.5 (2)	C18—C19—C20—C15	−0.5 (4)
N3—Cu1—N4—N5	143.2 (3)	C16—C15—C20—C19	0.4 (3)
N2—Cu1—N4—N5	−76.2 (2)	C14—C15—C20—C19	−178.4 (2)
N4—Cu1—N7—N8	41.7 (2)	C5—N3—C21—C22	59.1 (2)
N3—Cu1—N7—N8	−128.4 (2)	C4—N3—C21—C22	−65.9 (2)
N2—Cu1—N7—N8	148.3 (2)	Cu1—N3—C21—C22	173.00 (14)
C6—N1—C1—C2	−63.2 (2)	N3—C21—C22—C27	−83.4 (2)
C7—N1—C1—C2	175.03 (16)	N3—C21—C22—C23	101.1 (2)
Cu1—N1—C1—C2	52.79 (17)	C27—C22—C23—C24	−1.0 (3)
C3—N2—C2—C1	132.30 (17)	C21—C22—C23—C24	174.68 (18)
C14—N2—C2—C1	−95.97 (19)	C22—C23—C24—C25	1.1 (3)
Cu1—N2—C2—C1	22.66 (17)	C23—C24—C25—C26	−0.4 (4)
N1—C1—C2—N2	−53.4 (2)	C24—C25—C26—C27	−0.6 (4)
C2—N2—C3—C4	−62.9 (2)	C25—C26—C27—C22	0.7 (4)
C14—N2—C3—C4	165.75 (15)	C23—C22—C27—C26	0.0 (3)
Cu1—N2—C3—C4	50.32 (15)	C21—C22—C27—C26	−175.5 (2)