Diazido­[N,N-bis­(2-pyridylmethyl-κN)glycine-κ²N,O]copper(II) monohydrate

In the structure of the title complex, [Cu(N₃)₂(C₁₄H₁₅N₃O₂)]·H₂O, the Cu atom exhibits a CuN₅O coordination environment formed by five N atoms, three from the N,N-bis­(2-pyridymeth­yl)glycine (bpg) ligand and two from azide anions, and one O atom belonging to bpg. The Cu—N distances range from 1.931 (3) to 1.960 (3) Å, with an average of 1.945 (3) Å, and the Cu—O distance is 1.900 (2) Å. The azide ligands are almost linear, with both N—N—N angles being 174.7 (4)°.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• H-atom completeness 83%
• R factor = 0.027
• wR factor = 0.083
• Data-to-parameter ratio = 11.2

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) .......        O1W

Author Response: The H atoms of O1w can not be located from E-maps, so they have not been added.

Alert level B
PLAT430_ALERT_2_B Short Inter D...A Contact  O1W    ..  O2      ..       2.83 Ang.

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.589     0.767
            Tmin(prime) and Tmax expected:      0.741     0.767
            RR(prime) =      0.795
            Please check that your absorption correction is appropriate.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.78
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)...          ?
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT220_ALERT_2_C Large Non-Solvent    N     Ueq(max)/Ueq(min) ...       3.31 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Cu1    -   O1      ..       5.72 su
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N5
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         25
            N6  -CU1 -O1  -C8    -19.10  1.90   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         29
            N3  -CU1 -N7  -C6     63.00  6.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         34
            N3  -CU1 -N7  -C10   -57.00  6.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         39
            N3  -CU1 -N7  -C1     18.00  0.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         64
            N4  -N5  -N6  -CU1   173.00  4.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         65
            O1  -CU1 -N6  -N5    174.30  1.70   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         73
            N7  -CU1 -N3  -N2    -76.00  6.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         86
            CU1 -N3  -N2  -N1   -167.00  4.00   1.555   1.555   1.555   1.555

Alert level G
FORMU01_ALERT_2_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C14 H17 Cu1 N9 O3
            Atom count from the _atom_site data:  C14 H14 Cu1 N9 O3
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
           From the CIF: _cell_formula_units_Z    4
           From the CIF: _chemical_formula_sum  C14 H17 Cu N9 O3
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C         56.00     56.00    0.00
           H         68.00     56.00   12.00
           Cu         4.00      4.00    0.00
           N         36.00     36.00    0.00
           O         12.00     12.00    0.00
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           25.49
           From the CIF: _reflns_number_total               2734
           Count of symmetry unique reflns         1582
           Completeness (_total/calc)            172.82%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1152
           Fraction of Friedel pairs measured     0.728
           Are heavy atom types Z>Si present        yes

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

   7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   6 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
   9 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

Diazido[N,N-bis(2-pyridylmethyl-κN)glycine-κ²N,O]copper(II) monohydrate

Crystal data

[Cu(N3)2(C14H15N3O2)]·H2O	F(000) = 868
Mr = 422.91	Dx = 1.655 Mg m^−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 6914 reflections
a = 13.5526 (6) Å	θ = 2.7–31.1°
b = 9.5725 (5) Å	µ = 1.33 mm^−1
c = 14.3309 (7) Å	T = 293 K
β = 114.072 (2)°	Block, blue
V = 1697.49 (14) Å^3	0.22 × 0.20 × 0.20 mm
Z = 4

Data collection

Bruker SMART 1000 CCD area-detector diffractometer	2734 independent reflections
Radiation source: fine-focus sealed tube	2702 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.016
φ and ω scans	θmax = 25.5°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −16→16
Tmin = 0.589, Tmax = 0.767	k = −7→11
6245 measured reflections	l = −17→17

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.028	H-atom parameters constrained
wR(F^2) = 0.083	w = 1/[σ^2(Fo^2) + (0.0616P)^2 + 0.3792P] where P = (Fo^2 + 2Fc^2)/3
S = 1.13	(Δ/σ)max = 0.001
2734 reflections	Δρmax = 0.34 e Å^−3
245 parameters	Δρmin = −0.35 e Å^−3
2 restraints	Absolute structure: Flack (1983), 2647 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.06 (1)

Special details

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

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
Cu1	0.50476 (3)	0.06724 (3)	0.75221 (3)	0.02488 (12)
N9	0.6419 (3)	0.0450 (3)	0.7425 (2)	0.0236 (6)
N8	0.3574 (3)	0.0654 (2)	0.7409 (3)	0.0217 (7)
O1	0.48303 (16)	0.2428 (2)	0.68486 (15)	0.0253 (4)
N7	0.44372 (19)	−0.0192 (3)	0.61666 (18)	0.0211 (5)
C8	0.4403 (2)	0.2379 (4)	0.5881 (2)	0.0264 (6)
N5	0.5868 (2)	−0.1404 (3)	0.8973 (2)	0.0305 (6)
C10	0.3471 (3)	−0.1009 (4)	0.6096 (2)	0.0289 (6)
H10A	0.3690	−0.1926	0.6398	0.035*
H10B	0.2977	−0.1128	0.5386	0.035*
C26	0.6378 (3)	−0.0410 (3)	0.6671 (2)	0.0240 (6)
C25	0.7269 (3)	−0.0697 (3)	0.6483 (3)	0.0349 (8)
H25A	0.7222	−0.1311	0.5964	0.042*
C24	0.2923 (2)	−0.0212 (3)	0.6665 (2)	0.0254 (6)
C23	0.1842 (3)	−0.0407 (4)	0.6488 (3)	0.0381 (8)
H23A	0.1397	−0.0982	0.5962	0.046*
O2	0.4201 (3)	0.3404 (3)	0.5316 (2)	0.0511 (7)
C30	0.3176 (3)	0.1352 (3)	0.7983 (2)	0.0292 (6)
H30A	0.3617	0.1968	0.8479	0.035*
C9	0.7356 (3)	0.1097 (4)	0.7995 (2)	0.0317 (6)
H9A	0.7380	0.1717	0.8504	0.038*
N6	0.5206 (2)	−0.1187 (3)	0.8138 (2)	0.0323 (6)
N3	0.5625 (2)	0.1547 (3)	0.88594 (19)	0.0297 (6)
C6	0.4139 (3)	0.0941 (4)	0.5393 (3)	0.0301 (7)
H6B	0.3371	0.0889	0.4966	0.036*
H6C	0.4524	0.0807	0.4959	0.036*
C5	0.2106 (3)	0.1168 (4)	0.7846 (3)	0.0386 (7)
H5A	0.1835	0.1653	0.8254	0.046*
C4	0.8295 (3)	0.0853 (4)	0.7836 (3)	0.0373 (9)
H4A	0.8937	0.1302	0.8237	0.045*
C3	0.1453 (3)	0.0267 (5)	0.7109 (3)	0.0420 (8)
H3B	0.0746	0.0115	0.7031	0.050*
C2	0.8254 (3)	−0.0054 (4)	0.7084 (3)	0.0380 (8)
H2A	0.8871	−0.0241	0.6972	0.046*
N4	0.6480 (3)	−0.1717 (4)	0.9782 (3)	0.0625 (10)
N2	0.5866 (2)	0.2741 (3)	0.8961 (2)	0.0350 (7)
C1	0.5305 (2)	−0.1119 (4)	0.6104 (2)	0.0283 (6)
H1A	0.5183	−0.1264	0.5395	0.034*
H1B	0.5297	−0.2021	0.6409	0.034*
N1	0.6142 (4)	0.3893 (5)	0.9141 (3)	0.0699 (12)
O1W	0.3831 (4)	0.6306 (4)	0.4963 (3)	0.0760 (10)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.02526 (18)	0.02658 (19)	0.02222 (18)	−0.00099 (15)	0.00909 (14)	−0.00132 (15)
N9	0.0203 (14)	0.0258 (13)	0.0225 (15)	0.0008 (11)	0.0064 (12)	−0.0004 (11)
N8	0.0242 (16)	0.0208 (16)	0.0213 (16)	−0.0006 (8)	0.0106 (13)	0.0013 (8)
O1	0.0301 (11)	0.0178 (10)	0.0276 (11)	−0.0007 (8)	0.0114 (9)	−0.0006 (8)
N7	0.0212 (11)	0.0209 (12)	0.0203 (11)	−0.0010 (10)	0.0074 (10)	−0.0039 (10)
C8	0.0233 (14)	0.0290 (17)	0.0224 (16)	0.0027 (13)	0.0049 (11)	0.0050 (13)
N5	0.0355 (14)	0.0266 (14)	0.0328 (16)	0.0057 (12)	0.0175 (14)	0.0016 (12)
C10	0.0262 (15)	0.0303 (15)	0.0299 (16)	−0.0103 (13)	0.0111 (13)	−0.0108 (13)
C26	0.0249 (14)	0.0252 (14)	0.0212 (14)	0.0050 (11)	0.0085 (12)	0.0020 (12)
C25	0.0354 (19)	0.040 (2)	0.0334 (19)	0.0048 (13)	0.0187 (17)	−0.0016 (12)
C24	0.0239 (14)	0.0276 (15)	0.0259 (14)	−0.0045 (12)	0.0112 (12)	−0.0012 (12)
C23	0.0287 (17)	0.0425 (18)	0.043 (2)	−0.0080 (14)	0.0150 (16)	−0.0038 (16)
O2	0.0717 (19)	0.0325 (14)	0.0340 (14)	0.0030 (13)	0.0062 (13)	0.0121 (11)
C30	0.0311 (15)	0.0304 (17)	0.0281 (15)	0.0014 (12)	0.0143 (13)	0.0016 (12)
C9	0.0245 (15)	0.0401 (18)	0.0279 (16)	−0.0006 (14)	0.0081 (13)	−0.0034 (14)
N6	0.0365 (15)	0.0267 (14)	0.0290 (16)	−0.0022 (11)	0.0086 (13)	0.0026 (11)
N3	0.0341 (13)	0.0333 (15)	0.0195 (13)	−0.0058 (11)	0.0086 (10)	−0.0048 (10)
C6	0.0354 (17)	0.0340 (16)	0.0166 (14)	0.0013 (14)	0.0061 (13)	0.0021 (13)
C5	0.0342 (17)	0.047 (2)	0.043 (2)	0.0101 (16)	0.0246 (16)	0.0063 (17)
C4	0.0240 (19)	0.048 (2)	0.035 (2)	−0.0056 (14)	0.0080 (16)	−0.0002 (15)
C3	0.0244 (18)	0.052 (2)	0.053 (2)	−0.0047 (16)	0.0192 (17)	−0.001 (2)
C2	0.0261 (16)	0.050 (2)	0.0419 (19)	0.0049 (15)	0.0184 (15)	0.0040 (16)
N4	0.071 (3)	0.049 (2)	0.0393 (19)	0.0139 (18)	−0.0061 (18)	0.0096 (16)
N2	0.0396 (16)	0.044 (2)	0.0242 (14)	−0.0098 (14)	0.0155 (12)	−0.0124 (13)
C1	0.0249 (15)	0.0303 (16)	0.0309 (15)	0.0007 (12)	0.0125 (13)	−0.0114 (13)
N1	0.105 (4)	0.046 (2)	0.063 (2)	−0.032 (2)	0.038 (2)	−0.022 (2)
O1W	0.102 (3)	0.0376 (17)	0.083 (3)	−0.0062 (17)	0.032 (2)	−0.0080 (16)

Geometric parameters (Å, º)

Cu1—N3	1.940 (3)	C26—C1	1.507 (4)
Cu1—N6	1.960 (3)	C25—C2	1.402 (5)
Cu1—O1	1.900 (2)	C25—H25A	0.9300
Cu1—N7	1.957 (2)	C24—C23	1.394 (5)
Cu1—N8	1.937 (4)	C23—C3	1.366 (6)
Cu1—N9	1.931 (3)	C23—H23A	0.9300
N9—C26	1.342 (4)	C30—C5	1.394 (5)
N9—C9	1.349 (5)	C30—H30A	0.9300
N8—C30	1.332 (5)	C9—C4	1.400 (5)
N8—C24	1.354 (4)	C9—H9A	0.9300
O1—C8	1.266 (4)	N3—N2	1.182 (4)
N7—C6	1.484 (4)	C6—H6B	0.9700
N7—C10	1.493 (4)	C6—H6C	0.9700
N7—C1	1.505 (4)	C5—C3	1.371 (6)
C8—O2	1.231 (4)	C5—H5A	0.9300
C8—C6	1.519 (5)	C4—C2	1.368 (6)
N5—N4	1.156 (5)	C4—H4A	0.9300
N5—N6	1.185 (4)	C3—H3B	0.9300
C10—C24	1.514 (4)	C2—H2A	0.9300
C10—H10A	0.9700	N2—N1	1.160 (5)
C10—H10B	0.9700	C1—H1A	0.9700
C26—C25	1.367 (5)	C1—H1B	0.9700
O1—Cu1—N3	92.11 (10)	C26—C25—H25A	120.4
O1—Cu1—N6	176.47 (11)	C2—C25—H25A	120.4
O1—Cu1—N7	87.39 (10)	N8—C24—C23	121.6 (3)
O1—Cu1—N8	91.42 (9)	N8—C24—C10	115.3 (3)
O1—Cu1—N9	90.87 (11)	C23—C24—C10	123.0 (3)
N3—Cu1—N6	91.19 (12)	C3—C23—C24	118.3 (3)
N3—Cu1—N7	178.87 (12)	C3—C23—H23A	120.8
N7—Cu1—N6	89.29 (11)	C24—C23—H23A	120.8
N8—Cu1—N3	94.22 (12)	N8—C30—C5	120.7 (3)
N8—Cu1—N6	87.07 (12)	N8—C30—H30A	119.7
N8—Cu1—N7	84.77 (12)	C5—C30—H30A	119.7
N9—Cu1—N3	96.10 (13)	N9—C9—C4	121.3 (3)
N9—Cu1—N6	90.04 (12)	N9—C9—H9A	119.4
N9—Cu1—N7	84.93 (11)	C4—C9—H9A	119.4
N9—Cu1—N8	169.34 (13)	N5—N6—Cu1	120.9 (2)
C26—N9—C9	119.3 (3)	N2—N3—Cu1	121.3 (2)
C26—N9—Cu1	113.6 (3)	N7—C6—C8	112.1 (3)
C9—N9—Cu1	127.0 (3)	N7—C6—H6B	109.2
C30—N8—C24	119.7 (3)	C8—C6—H6B	109.2
C30—N8—Cu1	127.3 (3)	N7—C6—H6C	109.2
C24—N8—Cu1	113.0 (2)	C8—C6—H6C	109.2
C8—O1—Cu1	115.5 (2)	H6B—C6—H6C	107.9
C6—N7—C10	111.6 (2)	C3—C5—C30	119.6 (3)
C6—N7—C1	111.6 (2)	C3—C5—H5A	120.2
C10—N7—C1	111.9 (2)	C30—C5—H5A	120.2
C6—N7—Cu1	108.0 (2)	C2—C4—C9	119.1 (3)
C10—N7—Cu1	107.01 (17)	C2—C4—H4A	120.4
C1—N7—Cu1	106.52 (17)	C9—C4—H4A	120.4
O2—C8—O1	124.8 (3)	C23—C3—C5	120.0 (3)
O2—C8—C6	118.1 (3)	C23—C3—H3B	120.0
O1—C8—C6	117.0 (3)	C5—C3—H3B	120.0
N4—N5—N6	174.7 (4)	C4—C2—C25	119.0 (3)
N7—C10—C24	108.0 (2)	C4—C2—H2A	120.5
N7—C10—H10A	110.1	C25—C2—H2A	120.5
C24—C10—H10A	110.1	N1—N2—N3	174.7 (4)
N7—C10—H10B	110.1	N7—C1—C26	107.9 (2)
C24—C10—H10B	110.1	N7—C1—H1A	110.1
H10A—C10—H10B	108.4	C26—C1—H1A	110.1
N9—C26—C25	122.1 (3)	N7—C1—H1B	110.1
N9—C26—C1	115.1 (3)	C26—C1—H1B	110.1
C25—C26—C1	122.6 (3)	H1A—C1—H1B	108.4
C26—C25—C2	119.2 (3)
O1—Cu1—N9—C26	−101.4 (2)	Cu1—N9—C26—C25	180.0 (3)
N8—Cu1—N9—C26	1.0 (9)	C9—N9—C26—C1	178.0 (3)
N3—Cu1—N9—C26	166.4 (2)	Cu1—N9—C26—C1	−4.6 (4)
N7—Cu1—N9—C26	−14.1 (2)	N9—C26—C25—C2	−1.2 (5)
N6—Cu1—N9—C26	75.2 (2)	C1—C26—C25—C2	−176.3 (3)
O1—Cu1—N9—C9	75.9 (3)	C30—N8—C24—C23	−0.7 (5)
N8—Cu1—N9—C9	178.2 (6)	Cu1—N8—C24—C23	177.7 (3)
N3—Cu1—N9—C9	−16.3 (3)	C30—N8—C24—C10	−177.0 (3)
N7—Cu1—N9—C9	163.2 (3)	Cu1—N8—C24—C10	1.5 (4)
N6—Cu1—N9—C9	−107.5 (3)	N7—C10—C24—N8	−25.3 (4)
O1—Cu1—N8—C30	−78.2 (3)	N7—C10—C24—C23	158.5 (3)
N9—Cu1—N8—C30	179.5 (6)	N8—C24—C23—C3	−2.0 (5)
N3—Cu1—N8—C30	14.0 (3)	C10—C24—C23—C3	173.9 (4)
N7—Cu1—N8—C30	−165.4 (3)	C24—N8—C30—C5	2.0 (5)
N6—Cu1—N8—C30	105.0 (3)	Cu1—N8—C30—C5	−176.2 (2)
O1—Cu1—N8—C24	103.5 (2)	C26—N9—C9—C4	−2.1 (5)
N9—Cu1—N8—C24	1.2 (9)	Cu1—N9—C9—C4	−179.2 (3)
N3—Cu1—N8—C24	−164.2 (2)	N4—N5—N6—Cu1	173 (4)
N7—Cu1—N8—C24	16.3 (2)	O1—Cu1—N6—N5	174.3 (17)
N6—Cu1—N8—C24	−73.3 (2)	N9—Cu1—N6—N5	69.4 (3)
N9—Cu1—O1—C8	85.8 (2)	N8—Cu1—N6—N5	−120.9 (3)
N8—Cu1—O1—C8	−83.7 (2)	N3—Cu1—N6—N5	−26.7 (3)
N3—Cu1—O1—C8	−178.0 (2)	N7—Cu1—N6—N5	154.3 (3)
N7—Cu1—O1—C8	1.0 (2)	O1—Cu1—N3—N2	−12.3 (3)
N6—Cu1—O1—C8	−19.1 (19)	N9—Cu1—N3—N2	78.8 (3)
O1—Cu1—N7—C6	−0.8 (2)	N8—Cu1—N3—N2	−103.9 (3)
N9—Cu1—N7—C6	−91.9 (2)	N7—Cu1—N3—N2	−76 (6)
N8—Cu1—N7—C6	90.9 (2)	N6—Cu1—N3—N2	169.0 (3)
N3—Cu1—N7—C6	63 (6)	C10—N7—C6—C8	117.9 (3)
N6—Cu1—N7—C6	178.0 (2)	C1—N7—C6—C8	−116.2 (3)
O1—Cu1—N7—C10	−121.0 (2)	Cu1—N7—C6—C8	0.5 (3)
N9—Cu1—N7—C10	147.9 (2)	O2—C8—C6—N7	179.4 (3)
N8—Cu1—N7—C10	−29.4 (2)	O1—C8—C6—N7	0.2 (4)
N3—Cu1—N7—C10	−57 (6)	N8—C30—C5—C3	−0.5 (5)
N6—Cu1—N7—C10	57.8 (2)	N9—C9—C4—C2	0.3 (6)
O1—Cu1—N7—C1	119.2 (2)	C24—C23—C3—C5	3.5 (6)
N9—Cu1—N7—C1	28.1 (2)	C30—C5—C3—C23	−2.3 (6)
N8—Cu1—N7—C1	−149.2 (2)	C9—C4—C2—C25	1.0 (6)
N3—Cu1—N7—C1	−177 (67)	C26—C25—C2—C4	−0.5 (6)
N6—Cu1—N7—C1	−62.0 (2)	Cu1—N3—N2—N1	−167 (4)
Cu1—O1—C8—O2	−180.0 (3)	C6—N7—C1—C26	81.5 (3)
Cu1—O1—C8—C6	−0.9 (3)	C10—N7—C1—C26	−152.7 (2)
C6—N7—C10—C24	−81.9 (3)	Cu1—N7—C1—C26	−36.1 (3)
C1—N7—C10—C24	152.3 (3)	N9—C26—C1—N7	27.5 (4)
Cu1—N7—C10—C24	36.0 (3)	C25—C26—C1—N7	−157.1 (3)
C9—N9—C26—C25	2.5 (5)