Bis[5,6-diphenyl-3-(2-pyrid­yl)-1,2,4-triazine-κ²N,N′]manganese(II) monohydrate

In the mol­ecule of the title compound, [MnCl₂(C₂₀H₁₄N₄)₂]·H₂O, the Mn atom is chelated by two 5,6-diphenyl-3-(2-pyrid­yl)-1,2,4-triazine mol­ecules in bidentate manner and bonded to two Cl atoms in a distorted octa­hedral environment. Intra- and inter­molecular C—H...Cl and O—H...Cl hydrogen bonds, and also π–π and C—H...π inter­actions may be effective in the stabilization of the crystal structure.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.036
• wR factor = 0.083
• Data-to-parameter ratio = 14.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT731_ALERT_1_C Bond    Calc     0.83(3), Rep   0.831(10) ......       3.00 su-Ra
              O1W  -H1WA    1.555   1.555
PLAT850_ALERT_2_C Check Flack Parameter Exact Value 0.00 and su ..       0.01

Alert level G
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           26.00
           From the CIF: _reflns_number_total               6877
           Count of symmetry unique reflns         3735
           Completeness (_total/calc)            184.12%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      3142
           Fraction of Friedel pairs measured     0.841
           Are heavy atom types Z>Si present        yes

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).

Bis[5,6-diphenyl-3-(2-pyridyl)-1,2,4-trizine-κ²N,N']manganese(II) monohydrate

Crystal data

[MnCl2(C20H14N4)2]·H2O	F(000) = 1572
Mr = 764.56	Dx = 1.425 Mg m^−3
Orthorhombic, Pna21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2n	Cell parameters from 5406 reflections
a = 24.610 (5) Å	θ = 1.5–26.0°
b = 16.166 (3) Å	µ = 0.57 mm^−1
c = 8.9590 (17) Å	T = 298 K
V = 3564.4 (11) Å^3	Block, colorless
Z = 4	0.42 × 0.29 × 0.28 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer	6877 independent reflections
Radiation source: fine-focus sealed tube	5788 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
Detector resolution: 83.66 pixels mm^-1	θmax = 26.0°, θmin = 1.5°
ω scans	h = −19→30
Absorption correction: multi-scan (SADABS; Bruker, 2000)	k = −18→19
Tmin = 0.797, Tmax = 0.857	l = −11→10
19243 measured reflections

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)] = 0.036	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.083	w = 1/[σ^2(Fo^2) + (0.0424P)^2 + 0.1974P] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
6877 reflections	Δρmax = 0.21 e Å^−3
475 parameters	Δρmin = −0.18 e Å^−3
4 restraints	Absolute structure: Flack (1983), with 3152 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.00 (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
Mn1	0.751963 (14)	−0.00572 (2)	0.79963 (6)	0.03855 (10)
Cl1	0.82868 (3)	−0.01870 (5)	0.96902 (9)	0.0590 (2)
Cl2	0.67510 (3)	−0.03385 (5)	0.97077 (9)	0.0619 (2)
O1W	0.74865 (15)	0.5087 (2)	0.7588 (4)	0.1063 (12)
H1WA	0.7709 (12)	0.501 (3)	0.690 (4)	0.128*
H1WB	0.7182 (7)	0.510 (3)	0.716 (4)	0.128*
N1	0.74577 (8)	−0.13386 (13)	0.7073 (3)	0.0411 (5)
N2	0.64083 (8)	−0.09314 (11)	0.4380 (2)	0.0410 (5)
N3	0.67044 (8)	0.06218 (12)	0.5256 (2)	0.0411 (5)
N4	0.69306 (9)	−0.00466 (12)	0.5901 (2)	0.0403 (5)
N5	0.73751 (8)	0.13184 (12)	0.7885 (3)	0.0396 (5)
N6	0.83916 (9)	0.17572 (12)	0.5112 (2)	0.0453 (5)
N7	0.85108 (9)	0.00912 (12)	0.5511 (3)	0.0457 (5)
N8	0.81188 (8)	0.05016 (12)	0.6241 (3)	0.0433 (5)
C1	0.76920 (11)	−0.19795 (17)	0.7763 (3)	0.0501 (7)
H1A	0.7949	−0.1873	0.8499	0.060*
C2	0.75685 (11)	−0.27953 (19)	0.7430 (4)	0.0539 (8)
H2B	0.7737	−0.3225	0.7941	0.065*
C3	0.71964 (11)	−0.29577 (17)	0.6342 (4)	0.0536 (7)
H3B	0.7109	−0.3500	0.6091	0.064*
C4	0.69513 (11)	−0.22983 (15)	0.5615 (3)	0.0468 (7)
H4A	0.6698	−0.2392	0.4863	0.056*
C5	0.70873 (9)	−0.15064 (14)	0.6019 (3)	0.0390 (6)
C6	0.68091 (9)	−0.07867 (14)	0.5353 (3)	0.0379 (6)
C7	0.61330 (10)	−0.02844 (15)	0.3889 (3)	0.0378 (6)
C8	0.56043 (10)	−0.04918 (14)	0.3181 (3)	0.0402 (6)
C9	0.55685 (12)	−0.11537 (16)	0.2211 (3)	0.0480 (7)
H9A	0.5882	−0.1409	0.1861	0.058*
C10	0.50635 (12)	−0.14332 (19)	0.1765 (4)	0.0600 (8)
H10A	0.5037	−0.1870	0.1093	0.072*
C11	0.46013 (13)	−0.10694 (19)	0.2307 (4)	0.0596 (8)
H11A	0.4263	−0.1273	0.2025	0.072*
C12	0.46326 (11)	−0.04045 (18)	0.3266 (3)	0.0560 (7)
H12A	0.4318	−0.0158	0.3631	0.067*
C13	0.51371 (11)	−0.01089 (16)	0.3676 (3)	0.0481 (7)
H13A	0.5162	0.0353	0.4292	0.058*
C14	0.63210 (9)	0.05219 (14)	0.4233 (3)	0.0364 (5)
C15	0.61260 (9)	0.12926 (15)	0.3506 (3)	0.0381 (6)
C16	0.59795 (10)	0.12948 (16)	0.2012 (3)	0.0447 (6)
H16A	0.5982	0.0804	0.1471	0.054*
C17	0.58293 (11)	0.20241 (18)	0.1327 (3)	0.0555 (7)
H17A	0.5735	0.2021	0.0322	0.067*
C18	0.58175 (12)	0.27506 (19)	0.2105 (4)	0.0596 (8)
H18A	0.5712	0.3237	0.1632	0.072*
C19	0.59616 (12)	0.27604 (17)	0.3591 (4)	0.0554 (7)
H19A	0.5952	0.3253	0.4127	0.066*
C20	0.61211 (10)	0.20346 (14)	0.4283 (3)	0.0440 (6)
H20A	0.6226	0.2045	0.5280	0.053*
C21	0.69804 (10)	0.17034 (16)	0.8627 (3)	0.0476 (7)
H21A	0.6770	0.1396	0.9287	0.057*
C22	0.68692 (12)	0.25278 (16)	0.8468 (4)	0.0595 (8)
H22A	0.6589	0.2773	0.9008	0.071*
C23	0.71779 (13)	0.29878 (18)	0.7496 (4)	0.0671 (9)
H23A	0.7111	0.3550	0.7376	0.081*
C24	0.75865 (12)	0.26082 (18)	0.6704 (4)	0.0563 (8)
H24A	0.7800	0.2907	0.6038	0.068*
C25	0.76733 (11)	0.17687 (16)	0.6921 (3)	0.0424 (6)
C26	0.80883 (10)	0.13193 (15)	0.6060 (3)	0.0420 (6)
C27	0.87559 (9)	0.13521 (15)	0.4309 (3)	0.0402 (6)
C28	0.90363 (10)	0.18435 (15)	0.3154 (3)	0.0428 (6)
C29	0.91142 (12)	0.26793 (17)	0.3394 (3)	0.0563 (8)
H29A	0.9010	0.2914	0.4297	0.068*
C30	0.93469 (14)	0.3172 (2)	0.2297 (4)	0.0701 (9)
H30A	0.9404	0.3732	0.2473	0.084*
C31	0.94906 (12)	0.2833 (2)	0.0965 (4)	0.0679 (9)
H31A	0.9651	0.3161	0.0234	0.081*
C32	0.94000 (13)	0.2017 (2)	0.0699 (4)	0.0684 (9)
H32A	0.9490	0.1794	−0.0226	0.082*
C33	0.91773 (12)	0.15164 (17)	0.1777 (3)	0.0543 (7)
H33A	0.9121	0.0958	0.1583	0.065*
C34	0.88369 (9)	0.04932 (14)	0.4584 (3)	0.0411 (6)
C35	0.92687 (11)	−0.00120 (14)	0.3885 (3)	0.0427 (6)
C36	0.98052 (12)	0.02437 (19)	0.3845 (4)	0.0581 (8)
H36A	0.9902	0.0749	0.4266	0.070*
C37	1.01968 (13)	−0.0240 (2)	0.3189 (4)	0.0706 (9)
H37A	1.0557	−0.0064	0.3184	0.085*
C38	1.00619 (15)	−0.0974 (2)	0.2546 (4)	0.0718 (10)
H38A	1.0328	−0.1293	0.2085	0.086*
C39	0.95346 (16)	−0.12401 (19)	0.2578 (4)	0.0722 (10)
H39A	0.9442	−0.1745	0.2149	0.087*
C40	0.91383 (13)	−0.07612 (16)	0.3249 (3)	0.0579 (8)
H40A	0.8781	−0.0947	0.3269	0.070*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0369 (2)	0.03689 (18)	0.04188 (19)	0.00075 (16)	−0.00177 (17)	0.00216 (18)
Cl1	0.0475 (4)	0.0681 (5)	0.0616 (5)	0.0035 (3)	−0.0151 (4)	−0.0006 (4)
Cl2	0.0526 (4)	0.0598 (4)	0.0734 (5)	0.0011 (3)	0.0200 (4)	0.0068 (4)
O1W	0.168 (4)	0.0811 (19)	0.070 (2)	−0.004 (2)	−0.0154 (18)	−0.0023 (15)
N1	0.0356 (12)	0.0413 (12)	0.0464 (13)	0.0054 (9)	−0.0003 (9)	−0.0001 (10)
N2	0.0409 (11)	0.0383 (11)	0.0438 (12)	0.0008 (9)	−0.0048 (10)	−0.0028 (10)
N3	0.0416 (11)	0.0376 (11)	0.0441 (13)	−0.0016 (9)	−0.0036 (10)	0.0035 (9)
N4	0.0391 (12)	0.0384 (12)	0.0433 (13)	−0.0007 (9)	−0.0065 (10)	0.0023 (10)
N5	0.0376 (11)	0.0389 (10)	0.0423 (12)	0.0021 (8)	−0.0003 (10)	0.0002 (11)
N6	0.0505 (13)	0.0391 (11)	0.0463 (13)	−0.0024 (10)	0.0056 (11)	0.0026 (10)
N7	0.0418 (12)	0.0422 (12)	0.0531 (14)	0.0008 (10)	0.0052 (11)	0.0037 (10)
N8	0.0398 (12)	0.0425 (12)	0.0475 (13)	0.0003 (10)	0.0051 (10)	0.0033 (10)
C1	0.0439 (14)	0.0495 (16)	0.0570 (19)	0.0110 (12)	−0.0084 (14)	0.0038 (14)
C2	0.0492 (17)	0.0456 (16)	0.067 (2)	0.0155 (13)	−0.0012 (15)	0.0064 (14)
C3	0.0489 (17)	0.0425 (15)	0.069 (2)	0.0037 (13)	0.0069 (15)	−0.0040 (14)
C4	0.0402 (14)	0.0428 (16)	0.0573 (17)	0.0035 (11)	−0.0039 (13)	−0.0044 (13)
C5	0.0326 (13)	0.0407 (13)	0.0437 (15)	0.0032 (11)	0.0008 (11)	−0.0019 (11)
C6	0.0352 (13)	0.0400 (14)	0.0385 (14)	0.0001 (10)	−0.0009 (11)	−0.0009 (11)
C7	0.0395 (13)	0.0396 (13)	0.0344 (14)	0.0007 (11)	−0.0008 (11)	−0.0005 (10)
C8	0.0446 (14)	0.0352 (12)	0.0409 (15)	−0.0060 (10)	−0.0081 (12)	0.0057 (11)
C9	0.0553 (17)	0.0449 (15)	0.0439 (16)	−0.0027 (13)	−0.0064 (12)	0.0013 (12)
C10	0.069 (2)	0.0567 (18)	0.0543 (18)	−0.0164 (15)	−0.0148 (16)	−0.0008 (14)
C11	0.0511 (18)	0.0638 (19)	0.064 (2)	−0.0213 (15)	−0.0174 (15)	0.0158 (16)
C12	0.0424 (15)	0.0616 (17)	0.064 (2)	−0.0039 (14)	−0.0055 (14)	0.0151 (15)
C13	0.0441 (16)	0.0467 (15)	0.0535 (16)	−0.0001 (12)	−0.0061 (13)	0.0036 (13)
C14	0.0344 (13)	0.0379 (13)	0.0367 (13)	−0.0027 (10)	−0.0006 (10)	0.0007 (10)
C15	0.0315 (12)	0.0377 (13)	0.0451 (15)	−0.0026 (10)	0.0028 (10)	0.0054 (11)
C16	0.0424 (15)	0.0474 (15)	0.0443 (15)	−0.0035 (12)	−0.0015 (12)	0.0019 (12)
C17	0.0512 (17)	0.0605 (18)	0.0548 (18)	0.0006 (14)	−0.0052 (14)	0.0164 (15)
C18	0.0566 (19)	0.0471 (17)	0.075 (2)	0.0034 (14)	−0.0009 (16)	0.0188 (16)
C19	0.0532 (17)	0.0397 (15)	0.073 (2)	−0.0021 (13)	0.0047 (15)	0.0033 (14)
C20	0.0441 (14)	0.0410 (14)	0.0471 (16)	−0.0041 (11)	0.0040 (12)	0.0009 (12)
C21	0.0452 (15)	0.0483 (15)	0.0495 (16)	0.0015 (12)	0.0047 (12)	0.0015 (12)
C22	0.0569 (17)	0.0468 (16)	0.075 (2)	0.0111 (14)	0.0181 (15)	0.0016 (14)
C23	0.074 (2)	0.0400 (16)	0.088 (2)	0.0153 (15)	0.0157 (18)	0.0084 (16)
C24	0.0639 (19)	0.0439 (16)	0.0610 (19)	0.0033 (13)	0.0118 (15)	0.0101 (14)
C25	0.0423 (14)	0.0438 (15)	0.0410 (15)	−0.0001 (11)	−0.0001 (12)	0.0026 (12)
C26	0.0402 (14)	0.0410 (14)	0.0448 (15)	−0.0022 (11)	−0.0012 (11)	0.0039 (12)
C27	0.0403 (13)	0.0421 (14)	0.0383 (14)	−0.0066 (11)	0.0000 (11)	−0.0025 (11)
C28	0.0426 (14)	0.0412 (13)	0.0444 (15)	−0.0032 (11)	0.0017 (12)	−0.0001 (12)
C29	0.0653 (19)	0.0489 (16)	0.0546 (19)	−0.0121 (14)	0.0011 (14)	−0.0016 (13)
C30	0.074 (2)	0.0505 (18)	0.086 (3)	−0.0174 (16)	−0.0006 (19)	0.0135 (17)
C31	0.0535 (19)	0.074 (2)	0.076 (2)	0.0011 (16)	0.0138 (17)	0.0310 (19)
C32	0.070 (2)	0.081 (2)	0.0544 (19)	0.0204 (18)	0.0190 (16)	0.0151 (17)
C33	0.0642 (19)	0.0462 (16)	0.0526 (17)	0.0046 (14)	0.0066 (15)	0.0037 (13)
C34	0.0389 (13)	0.0413 (14)	0.0431 (15)	−0.0042 (11)	−0.0005 (12)	0.0004 (12)
C35	0.0455 (15)	0.0420 (14)	0.0407 (15)	0.0036 (12)	−0.0003 (12)	0.0054 (12)
C36	0.0523 (17)	0.0644 (18)	0.0577 (19)	0.0004 (15)	0.0031 (15)	−0.0005 (15)
C37	0.0458 (17)	0.096 (2)	0.070 (2)	0.0109 (16)	0.0087 (17)	0.009 (2)
C38	0.079 (3)	0.076 (2)	0.060 (2)	0.0310 (19)	0.0150 (18)	0.0074 (18)
C39	0.096 (3)	0.0492 (17)	0.072 (2)	0.0178 (18)	0.002 (2)	−0.0060 (15)
C40	0.0599 (18)	0.0443 (15)	0.070 (2)	0.0022 (13)	0.0042 (15)	0.0014 (14)

Geometric parameters (Å, º)

Mn1—N1	2.236 (2)	C15—C16	1.386 (4)
Mn1—N5	2.254 (2)	C15—C20	1.387 (3)
Mn1—N8	2.338 (2)	C16—C17	1.380 (4)
Mn1—N4	2.372 (2)	C16—H16A	0.9300
Mn1—Cl1	2.4313 (9)	C17—C18	1.366 (4)
Mn1—Cl2	2.4770 (9)	C17—H17A	0.9300
O1W—H1WA	0.831 (10)	C18—C19	1.378 (5)
O1W—H1WB	0.840 (10)	C18—H18A	0.9300
N1—C1	1.337 (3)	C19—C20	1.384 (4)
N1—C5	1.340 (3)	C19—H19A	0.9300
N2—C7	1.321 (3)	C20—H20A	0.9300
N2—C6	1.337 (3)	C21—C22	1.368 (4)
N3—C14	1.325 (3)	C21—H21A	0.9300
N3—N4	1.346 (3)	C22—C23	1.374 (4)
N4—C6	1.327 (3)	C22—H22A	0.9300
N5—C21	1.332 (3)	C23—C24	1.375 (4)
N5—C25	1.347 (3)	C23—H23A	0.9300
N6—C27	1.323 (3)	C24—C25	1.388 (4)
N6—C26	1.334 (3)	C24—H24A	0.9300
N7—C34	1.326 (3)	C25—C26	1.472 (4)
N7—N8	1.341 (3)	C27—C34	1.424 (3)
N8—C26	1.334 (3)	C27—C28	1.476 (3)
C1—C2	1.386 (4)	C28—C29	1.382 (3)
C1—H1A	0.9300	C28—C33	1.386 (4)
C2—C3	1.363 (4)	C29—C30	1.389 (4)
C2—H2B	0.9300	C29—H29A	0.9300
C3—C4	1.387 (4)	C30—C31	1.360 (5)
C3—H3B	0.9300	C30—H30A	0.9300
C4—C5	1.372 (3)	C31—C32	1.359 (4)
C4—H4A	0.9300	C31—H31A	0.9300
C5—C6	1.476 (3)	C32—C33	1.375 (4)
C7—C14	1.417 (3)	C32—H32A	0.9300
C7—C8	1.486 (3)	C33—H33A	0.9300
C8—C13	1.379 (4)	C34—C35	1.479 (3)
C8—C9	1.381 (3)	C35—C40	1.377 (4)
C9—C10	1.382 (4)	C35—C36	1.384 (4)
C9—H9A	0.9300	C36—C37	1.373 (4)
C10—C11	1.370 (4)	C36—H36A	0.9300
C10—H10A	0.9300	C37—C38	1.360 (5)
C11—C12	1.378 (4)	C37—H37A	0.9300
C11—H11A	0.9300	C38—C39	1.368 (5)
C12—C13	1.380 (4)	C38—H38A	0.9300
C12—H12A	0.9300	C39—C40	1.382 (4)
C13—H13A	0.9300	C39—H39A	0.9300
C14—C15	1.485 (3)	C40—H40A	0.9300
N1—Mn1—N5	152.48 (8)	C20—C15—C14	120.5 (2)
N1—Mn1—N8	98.75 (8)	C17—C16—C15	120.1 (3)
N5—Mn1—N8	71.85 (8)	C17—C16—H16A	119.9
N1—Mn1—N4	70.86 (7)	C15—C16—H16A	119.9
N5—Mn1—N4	82.03 (7)	C18—C17—C16	120.9 (3)
N8—Mn1—N4	81.38 (8)	C18—C17—H17A	119.6
N1—Mn1—Cl1	101.77 (6)	C16—C17—H17A	119.6
N5—Mn1—Cl1	103.61 (6)	C17—C18—C19	119.8 (3)
N8—Mn1—Cl1	87.91 (6)	C17—C18—H18A	120.1
N4—Mn1—Cl1	165.74 (6)	C19—C18—H18A	120.1
N1—Mn1—Cl2	90.39 (6)	C18—C19—C20	119.8 (3)
N5—Mn1—Cl2	95.05 (6)	C18—C19—H19A	120.1
N8—Mn1—Cl2	165.73 (6)	C20—C19—H19A	120.1
N4—Mn1—Cl2	91.41 (6)	C19—C20—C15	120.7 (3)
Cl1—Mn1—Cl2	101.00 (4)	C19—C20—H20A	119.6
H1WA—O1W—H1WB	104.9 (17)	C15—C20—H20A	119.6
C1—N1—C5	117.5 (2)	N5—C21—C22	123.3 (3)
C1—N1—Mn1	121.15 (19)	N5—C21—H21A	118.3
C5—N1—Mn1	119.64 (16)	C22—C21—H21A	118.3
C7—N2—C6	117.2 (2)	C21—C22—C23	118.9 (3)
C14—N3—N4	119.6 (2)	C21—C22—H22A	120.6
C6—N4—N3	118.1 (2)	C23—C22—H22A	120.6
C6—N4—Mn1	115.08 (16)	C22—C23—C24	119.3 (3)
N3—N4—Mn1	126.76 (15)	C22—C23—H23A	120.3
C21—N5—C25	117.7 (2)	C24—C23—H23A	120.3
C21—N5—Mn1	123.64 (18)	C23—C24—C25	118.5 (3)
C25—N5—Mn1	118.40 (17)	C23—C24—H24A	120.8
C27—N6—C26	117.6 (2)	C25—C24—H24A	120.8
C34—N7—N8	119.9 (2)	N5—C25—C24	122.3 (2)
C26—N8—N7	118.1 (2)	N5—C25—C26	116.6 (2)
C26—N8—Mn1	115.42 (17)	C24—C25—C26	121.1 (2)
N7—N8—Mn1	126.19 (16)	N6—C26—N8	124.9 (2)
N1—C1—C2	122.9 (3)	N6—C26—C25	117.4 (2)
N1—C1—H1A	118.6	N8—C26—C25	117.7 (2)
C2—C1—H1A	118.6	N6—C27—C34	118.9 (2)
C3—C2—C1	119.0 (3)	N6—C27—C28	115.6 (2)
C3—C2—H2B	120.5	C34—C27—C28	125.5 (2)
C1—C2—H2B	120.5	C29—C28—C33	118.5 (3)
C2—C3—C4	118.7 (3)	C29—C28—C27	118.8 (2)
C2—C3—H3B	120.7	C33—C28—C27	122.4 (2)
C4—C3—H3B	120.7	C28—C29—C30	120.5 (3)
C5—C4—C3	119.2 (3)	C28—C29—H29A	119.7
C5—C4—H4A	120.4	C30—C29—H29A	119.7
C3—C4—H4A	120.4	C31—C30—C29	119.8 (3)
N1—C5—C4	122.7 (2)	C31—C30—H30A	120.1
N1—C5—C6	116.2 (2)	C29—C30—H30A	120.1
C4—C5—C6	121.0 (2)	C32—C31—C30	120.1 (3)
N4—C6—N2	124.4 (2)	C32—C31—H31A	119.9
N4—C6—C5	117.2 (2)	C30—C31—H31A	119.9
N2—C6—C5	117.9 (2)	C31—C32—C33	120.9 (3)
N2—C7—C14	119.2 (2)	C31—C32—H32A	119.5
N2—C7—C8	114.4 (2)	C33—C32—H32A	119.5
C14—C7—C8	125.9 (2)	C32—C33—C28	120.0 (3)
C13—C8—C9	119.8 (2)	C32—C33—H33A	120.0
C13—C8—C7	119.4 (2)	C28—C33—H33A	120.0
C9—C8—C7	120.0 (2)	N7—C34—C27	120.1 (2)
C8—C9—C10	119.5 (3)	N7—C34—C35	115.4 (2)
C8—C9—H9A	120.2	C27—C34—C35	124.5 (2)
C10—C9—H9A	120.2	C40—C35—C36	118.3 (3)
C11—C10—C9	120.3 (3)	C40—C35—C34	119.6 (3)
C11—C10—H10A	119.9	C36—C35—C34	122.1 (2)
C9—C10—H10A	119.9	C37—C36—C35	120.7 (3)
C10—C11—C12	120.6 (3)	C37—C36—H36A	119.6
C10—C11—H11A	119.7	C35—C36—H36A	119.6
C12—C11—H11A	119.7	C38—C37—C36	120.4 (3)
C11—C12—C13	119.1 (3)	C38—C37—H37A	119.8
C11—C12—H12A	120.5	C36—C37—H37A	119.8
C13—C12—H12A	120.5	C37—C38—C39	119.8 (3)
C8—C13—C12	120.6 (3)	C37—C38—H38A	120.1
C8—C13—H13A	119.7	C39—C38—H38A	120.1
C12—C13—H13A	119.7	C38—C39—C40	120.1 (3)
N3—C14—C7	119.6 (2)	C38—C39—H39A	119.9
N3—C14—C15	115.5 (2)	C40—C39—H39A	119.9
C7—C14—C15	124.8 (2)	C35—C40—C39	120.5 (3)
C16—C15—C20	118.7 (2)	C35—C40—H40A	119.7
C16—C15—C14	120.6 (2)	C39—C40—H40A	119.7
N5—Mn1—N1—C1	175.14 (19)	C10—C11—C12—C13	−0.1 (4)
N8—Mn1—N1—C1	107.9 (2)	C9—C8—C13—C12	3.0 (4)
N4—Mn1—N1—C1	−174.5 (2)	C7—C8—C13—C12	−166.6 (2)
Cl1—Mn1—N1—C1	18.2 (2)	C11—C12—C13—C8	−2.4 (4)
Cl2—Mn1—N1—C1	−83.1 (2)	N4—N3—C14—C7	3.4 (3)
N5—Mn1—N1—C5	−20.0 (3)	N4—N3—C14—C15	−175.6 (2)
N8—Mn1—N1—C5	−87.20 (19)	N2—C7—C14—N3	−12.5 (3)
N4—Mn1—N1—C5	−9.55 (18)	C8—C7—C14—N3	158.8 (2)
Cl1—Mn1—N1—C5	−176.88 (17)	N2—C7—C14—C15	166.4 (2)
Cl2—Mn1—N1—C5	81.80 (19)	C8—C7—C14—C15	−22.3 (4)
C14—N3—N4—C6	8.3 (3)	N3—C14—C15—C16	144.6 (2)
C14—N3—N4—Mn1	−170.00 (17)	C7—C14—C15—C16	−34.4 (4)
N1—Mn1—N4—C6	7.49 (17)	N3—C14—C15—C20	−31.1 (3)
N5—Mn1—N4—C6	−177.35 (19)	C7—C14—C15—C20	149.9 (2)
N8—Mn1—N4—C6	109.93 (19)	C20—C15—C16—C17	−0.4 (4)
Cl1—Mn1—N4—C6	68.2 (3)	C14—C15—C16—C17	−176.2 (2)
Cl2—Mn1—N4—C6	−82.44 (17)	C15—C16—C17—C18	−0.6 (4)
N1—Mn1—N4—N3	−174.2 (2)	C16—C17—C18—C19	0.6 (5)
N5—Mn1—N4—N3	1.01 (19)	C17—C18—C19—C20	0.5 (5)
N8—Mn1—N4—N3	−71.71 (19)	C18—C19—C20—C15	−1.5 (4)
Cl1—Mn1—N4—N3	−113.4 (2)	C16—C15—C20—C19	1.4 (4)
Cl2—Mn1—N4—N3	95.92 (19)	C14—C15—C20—C19	177.2 (2)
N1—Mn1—N5—C21	101.5 (3)	C25—N5—C21—C22	−0.7 (4)
N8—Mn1—N5—C21	175.1 (2)	Mn1—N5—C21—C22	−174.9 (2)
N4—Mn1—N5—C21	91.6 (2)	N5—C21—C22—C23	0.0 (5)
Cl1—Mn1—N5—C21	−101.8 (2)	C21—C22—C23—C24	0.5 (5)
Cl2—Mn1—N5—C21	0.9 (2)	C22—C23—C24—C25	−0.2 (5)
N1—Mn1—N5—C25	−72.7 (3)	C21—N5—C25—C24	0.9 (4)
N8—Mn1—N5—C25	0.89 (18)	Mn1—N5—C25—C24	175.5 (2)
N4—Mn1—N5—C25	−82.6 (2)	C21—N5—C25—C26	−177.0 (2)
Cl1—Mn1—N5—C25	84.06 (19)	Mn1—N5—C25—C26	−2.4 (3)
Cl2—Mn1—N5—C25	−173.32 (18)	C23—C24—C25—N5	−0.5 (5)
C34—N7—N8—C26	−3.3 (4)	C23—C24—C25—C26	177.3 (3)
C34—N7—N8—Mn1	−177.37 (18)	C27—N6—C26—N8	−1.2 (4)
N1—Mn1—N8—C26	154.25 (18)	C27—N6—C26—C25	−178.4 (2)
N5—Mn1—N8—C26	0.89 (18)	N7—N8—C26—N6	5.7 (4)
N4—Mn1—N8—C26	85.28 (19)	Mn1—N8—C26—N6	−179.68 (19)
Cl1—Mn1—N8—C26	−104.16 (18)	N7—N8—C26—C25	−177.1 (2)
Cl2—Mn1—N8—C26	24.9 (4)	Mn1—N8—C26—C25	−2.4 (3)
N1—Mn1—N8—N7	−31.6 (2)	N5—C25—C26—N6	−179.3 (2)
N5—Mn1—N8—N7	175.1 (2)	C24—C25—C26—N6	2.8 (4)
N4—Mn1—N8—N7	−100.5 (2)	N5—C25—C26—N8	3.3 (4)
Cl1—Mn1—N8—N7	70.0 (2)	C24—C25—C26—N8	−174.7 (3)
Cl2—Mn1—N8—N7	−160.88 (19)	C26—N6—C27—C34	−5.2 (3)
C5—N1—C1—C2	0.2 (4)	C26—N6—C27—C28	173.1 (2)
Mn1—N1—C1—C2	165.4 (2)	N6—C27—C28—C29	30.2 (3)
N1—C1—C2—C3	0.7 (5)	C34—C27—C28—C29	−151.6 (3)
C1—C2—C3—C4	−0.5 (4)	N6—C27—C28—C33	−143.3 (3)
C2—C3—C4—C5	−0.5 (4)	C34—C27—C28—C33	34.9 (4)
C1—N1—C5—C4	−1.3 (4)	C33—C28—C29—C30	−2.3 (4)
Mn1—N1—C5—C4	−166.7 (2)	C27—C28—C29—C30	−176.1 (3)
C1—N1—C5—C6	175.9 (2)	C28—C29—C30—C31	1.2 (5)
Mn1—N1—C5—C6	10.5 (3)	C29—C30—C31—C32	0.9 (5)
C3—C4—C5—N1	1.4 (4)	C30—C31—C32—C33	−1.8 (5)
C3—C4—C5—C6	−175.6 (2)	C31—C32—C33—C28	0.7 (5)
N3—N4—C6—N2	−12.2 (4)	C29—C28—C33—C32	1.4 (4)
Mn1—N4—C6—N2	166.33 (19)	C27—C28—C33—C32	175.0 (3)
N3—N4—C6—C5	176.4 (2)	N8—N7—C34—C27	−2.8 (4)
Mn1—N4—C6—C5	−5.1 (3)	N8—N7—C34—C35	177.6 (2)
C7—N2—C6—N4	3.1 (4)	N6—C27—C34—N7	7.3 (4)
C7—N2—C6—C5	174.4 (2)	C28—C27—C34—N7	−170.8 (2)
N1—C5—C6—N4	−3.1 (3)	N6—C27—C34—C35	−173.2 (2)
C4—C5—C6—N4	174.2 (2)	C28—C27—C34—C35	8.7 (4)
N1—C5—C6—N2	−175.1 (2)	N7—C34—C35—C40	48.1 (4)
C4—C5—C6—N2	2.2 (4)	C27—C34—C35—C40	−131.4 (3)
C6—N2—C7—C14	9.1 (3)	N7—C34—C35—C36	−132.0 (3)
C6—N2—C7—C8	−163.1 (2)	C27—C34—C35—C36	48.5 (4)
N2—C7—C8—C13	126.6 (3)	C40—C35—C36—C37	−0.2 (5)
C14—C7—C8—C13	−45.1 (4)	C34—C35—C36—C37	180.0 (3)
N2—C7—C8—C9	−43.0 (3)	C35—C36—C37—C38	1.1 (5)
C14—C7—C8—C9	145.3 (2)	C36—C37—C38—C39	−1.3 (5)
C13—C8—C9—C10	−1.0 (4)	C37—C38—C39—C40	0.7 (5)
C7—C8—C9—C10	168.6 (3)	C36—C35—C40—C39	−0.4 (4)
C8—C9—C10—C11	−1.5 (4)	C34—C35—C40—C39	179.4 (3)
C9—C10—C11—C12	2.1 (5)	C38—C39—C40—C35	0.2 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C21—H21A···Cl2	0.93	2.83	3.486 (3)	129
O1W—H1WA···Cl2^i	0.83 (3)	2.44 (4)	3.264 (4)	171 (4)
O1W—H1WB···Cl1^i	0.84 (2)	2.54 (3)	3.249 (4)	143 (3)

Symmetry code: (i) −x+3/2, y+1/2, z−1/2.