Bis(4-phenyl­piperazin-1-yl)­methane

The title compound, C₂₁H₂₈N₄, was synthesized. It is an unusual example of a Z′ = 4 structure without obvious pseudosymmetry. The mol­ecules are linked by numerous C—H...N and C—H...π hydrogen bonds; there are many H...H short contacts.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.060
• wR factor = 0.181
• Data-to-parameter ratio = 15.2

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT241_ALERT_2_B Check High   U(eq) as Compared to Neighbors ....        C3D

Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low ....         45 Perc.
PLAT147_ALERT_1_C su on Symmetry Constrained Cell Angle(s) .......          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.80 Ratio
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....       C21D
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        N2D
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        N3D
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        C1D
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....       C11D
PLAT331_ALERT_2_C Small Av. Phenyl C-C Dist. C11D   -   C16D     =       1.36 Ang.
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          5
PLAT410_ALERT_2_C Short Intra H...H Contact  H7A2   ..  H6A      =       1.97 Ang.
PLAT410_ALERT_2_C Short Intra H...H Contact  H12A   ..  H20A     =       1.98 Ang.
PLAT410_ALERT_2_C Short Intra H...H Contact  H2B    ..  H10D     =       1.97 Ang.
PLAT410_ALERT_2_C Short Intra H...H Contact  H12B   ..  H20D     =       1.98 Ang.
PLAT410_ALERT_2_C Short Intra H...H Contact  H16B   ..  H17C     =       1.96 Ang.
PLAT410_ALERT_2_C Short Intra H...H Contact  H2D    ..  H10H     =       1.98 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........         24
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          3
              C21 H28 N4
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          4
              C21 H28 N4

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  14 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
   3 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Siemens, 1995); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1997); software used to prepare material for publication: SHELXL97/2 (Sheldrick, 1997).

(I)

Crystal data

C21H28N4	F(000) = 2912
Mr = 336.47	Dx = 1.162 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5814 reflections
a = 19.049 (5) Å	θ = 2.2–20.9°
b = 9.758 (8) Å	µ = 0.07 mm^−1
c = 41.95 (1) Å	T = 298 K
β = 99.49 (2)°	Parallelepiped, colourless
V = 7691 (7) Å^3	0.30 × 0.30 × 0.20 mm
Z = 16

Data collection

Siemens SMART CCD area-detector diffractometer	6119 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.059
Graphite monochromator	θmax = 25.1°, θmin = 1.0°
ω scans	h = −22→22
31805 measured reflections	k = −11→11
13700 independent reflections	l = −49→35

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)] = 0.060	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.181	H-atom parameters constrained
S = 0.94	w = 1/[σ^2(Fo^2) + (0.0808P)^2] where P = (Fo^2 + 2Fc^2)/3
13700 reflections	(Δ/σ)max = 0.001
902 parameters	Δρmax = 0.14 e Å^−3
0 restraints	Δρmin = −0.13 e Å^−3

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
C21A	0.58408 (17)	0.3842 (4)	0.21003 (8)	0.0815 (10)
H21A	0.5802	0.2852	0.2085	0.098*
H21B	0.5777	0.4206	0.1882	0.098*
N1A	0.39829 (13)	0.4193 (3)	0.25242 (6)	0.0666 (7)
N2A	0.52812 (13)	0.4362 (3)	0.22621 (6)	0.0691 (7)
N3A	0.65434 (14)	0.4197 (3)	0.22654 (6)	0.0668 (7)
N4A	0.79639 (13)	0.5307 (3)	0.23390 (6)	0.0617 (7)
C1A	0.33779 (18)	0.4481 (3)	0.26642 (8)	0.0651 (9)
C2A	0.33671 (19)	0.4242 (4)	0.29907 (8)	0.0781 (10)
H2A	0.3780	0.3956	0.3124	0.094*
C3A	0.2753 (2)	0.4423 (4)	0.31189 (9)	0.0874 (11)
H3A	0.2759	0.4248	0.3337	0.105*
C4A	0.2134 (2)	0.4854 (4)	0.29337 (11)	0.0901 (11)
H4A	0.1722	0.4967	0.3022	0.108*
C5A	0.21410 (19)	0.5113 (4)	0.26134 (10)	0.0879 (11)
H5A	0.1725	0.5405	0.2483	0.105*
C6A	0.27494 (18)	0.4951 (3)	0.24811 (8)	0.0773 (10)
H6A	0.2740	0.5161	0.2264	0.093*
C7A	0.40042 (16)	0.4762 (4)	0.22053 (7)	0.0764 (10)
H7A1	0.4059	0.5748	0.2223	0.092*
H7A2	0.3556	0.4573	0.2065	0.092*
C8A	0.45992 (16)	0.4180 (4)	0.20573 (8)	0.0821 (11)
H8A1	0.4515	0.3209	0.2017	0.099*
H8A2	0.4608	0.4622	0.1851	0.099*
C9A	0.52573 (17)	0.3677 (4)	0.25678 (8)	0.0812 (10)
H9A1	0.5712	0.3788	0.2708	0.097*
H9A2	0.5178	0.2705	0.2530	0.097*
C10A	0.46781 (16)	0.4246 (4)	0.27317 (8)	0.0836 (11)
H10A	0.4659	0.3727	0.2927	0.100*
H10B	0.4789	0.5189	0.2793	0.100*
C11A	0.86453 (17)	0.5647 (4)	0.24957 (8)	0.0654 (9)
C12A	0.87891 (18)	0.6879 (4)	0.26588 (8)	0.0834 (11)
H12A	0.8418	0.7489	0.2667	0.100*
C13A	0.9464 (2)	0.7226 (5)	0.28088 (9)	0.0990 (13)
H13A	0.9539	0.8062	0.2915	0.119*
C14A	1.0024 (2)	0.6359 (6)	0.28033 (11)	0.1067 (15)
H14A	1.0479	0.6595	0.2905	0.128*
C15A	0.9901 (2)	0.5150 (6)	0.26468 (11)	0.1050 (15)
H15A	1.0280	0.4554	0.2640	0.126*
C16A	0.92251 (19)	0.4776 (4)	0.24954 (8)	0.0841 (11)
H16A	0.9158	0.3931	0.2392	0.101*
C17A	0.78205 (17)	0.3853 (4)	0.22794 (8)	0.0764 (10)
H17A	0.7888	0.3370	0.2484	0.092*
H17B	0.8160	0.3490	0.2153	0.092*
C18A	0.70800 (17)	0.3584 (4)	0.21043 (8)	0.0765 (10)
H18A	0.7034	0.3947	0.1887	0.092*
H18B	0.7001	0.2602	0.2088	0.092*
C19A	0.66619 (15)	0.5665 (3)	0.22680 (8)	0.0704 (9)
H19A	0.6296	0.6120	0.2365	0.085*
H19B	0.6630	0.5994	0.2048	0.085*
C20A	0.73808 (15)	0.6009 (3)	0.24556 (8)	0.0711 (9)
H20A	0.7455	0.6990	0.2445	0.085*
H20B	0.7389	0.5770	0.2681	0.085*
C21B	0.07067 (14)	0.7503 (4)	0.17766 (7)	0.0691 (9)
H21C	0.0814	0.7059	0.1986	0.083*
H21D	0.0653	0.8476	0.1813	0.083*
N1B	−0.14382 (11)	0.6967 (2)	0.13357 (5)	0.0549 (6)
N2B	0.00459 (11)	0.6968 (3)	0.16048 (6)	0.0614 (7)
N3B	0.12954 (11)	0.7292 (3)	0.16021 (5)	0.0569 (7)
N4B	0.26937 (11)	0.6341 (3)	0.15350 (6)	0.0591 (7)
C1B	−0.21255 (14)	0.6604 (3)	0.11888 (7)	0.0508 (7)
C2B	−0.26561 (14)	0.6339 (3)	0.13722 (7)	0.0576 (8)
H2B	−0.2547	0.6381	0.1596	0.069*
C3B	−0.33371 (14)	0.6016 (3)	0.12299 (8)	0.0653 (9)
H3B	−0.3680	0.5847	0.1359	0.078*
C4B	−0.35219 (15)	0.5937 (3)	0.08993 (8)	0.0649 (9)
H4B	−0.3982	0.5703	0.0804	0.078*
C5B	−0.30105 (15)	0.6211 (3)	0.07141 (7)	0.0663 (9)
H5B	−0.3128	0.6179	0.0490	0.080*
C6B	−0.23243 (14)	0.6534 (3)	0.08542 (7)	0.0569 (8)
H6B	−0.1987	0.6710	0.0723	0.068*
C7B	−0.08886 (13)	0.7105 (3)	0.11337 (6)	0.0574 (8)
H7B1	−0.1068	0.7667	0.0947	0.069*
H7B2	−0.0776	0.6208	0.1056	0.069*
C8B	−0.02224 (14)	0.7745 (3)	0.13152 (7)	0.0634 (9)
H8B1	0.0138	0.7779	0.1177	0.076*
H8B2	−0.0323	0.8677	0.1374	0.076*
C9B	−0.04973 (15)	0.6955 (4)	0.18076 (7)	0.0819 (11)
H9B1	−0.0600	0.7889	0.1865	0.098*
H9B2	−0.0322	0.6463	0.2006	0.098*
C10B	−0.11685 (15)	0.6291 (4)	0.16414 (7)	0.0826 (11)
H10C	−0.1076	0.5334	0.1602	0.099*
H10D	−0.1526	0.6332	0.1781	0.099*
C11B	0.33297 (14)	0.6052 (3)	0.14223 (7)	0.0568 (8)
C12B	0.38960 (16)	0.6979 (4)	0.14569 (8)	0.0805 (11)
H12B	0.3850	0.7830	0.1551	0.097*
C13B	0.45253 (18)	0.6637 (5)	0.13510 (10)	0.0924 (12)
H13B	0.4896	0.7270	0.1376	0.111*
C14B	0.46184 (18)	0.5404 (5)	0.12113 (8)	0.0853 (11)
H14B	0.5041	0.5195	0.1138	0.102*
C15B	0.40709 (17)	0.4487 (4)	0.11825 (7)	0.0795 (10)
H15B	0.4127	0.3631	0.1093	0.095*
C16B	0.34391 (16)	0.4800 (4)	0.12831 (7)	0.0680 (9)
H16B	0.3075	0.4154	0.1257	0.082*
C17B	0.20497 (14)	0.5666 (3)	0.13728 (8)	0.0741 (10)
H17C	0.2143	0.4695	0.1353	0.089*
H17D	0.1921	0.6040	0.1157	0.089*
C18B	0.14389 (15)	0.5851 (4)	0.15545 (8)	0.0737 (10)
H18C	0.1017	0.5420	0.1435	0.088*
H18D	0.1550	0.5402	0.1763	0.088*
C19B	0.19342 (14)	0.7906 (3)	0.17793 (7)	0.0649 (9)
H19C	0.2046	0.7474	0.1990	0.078*
H19D	0.1848	0.8871	0.1813	0.078*
C20B	0.25571 (14)	0.7763 (3)	0.16071 (7)	0.0669 (9)
H20C	0.2467	0.8280	0.1407	0.080*
H20D	0.2976	0.8146	0.1740	0.080*
C21C	−0.05611 (14)	1.2722 (4)	0.08137 (8)	0.0740 (10)
H21E	−0.0476	1.3685	0.0863	0.089*
H21F	−0.0700	1.2636	0.0582	0.089*
N1C	−0.25779 (11)	1.1465 (3)	0.09902 (6)	0.0597 (7)
N2C	−0.11361 (11)	1.2239 (3)	0.09717 (6)	0.0625 (7)
N3C	0.00896 (11)	1.1958 (3)	0.09156 (6)	0.0596 (7)
N4C	0.15685 (11)	1.1847 (3)	0.11794 (6)	0.0599 (7)
C1C	−0.32299 (14)	1.1040 (3)	0.10728 (6)	0.0529 (8)
C2C	−0.35090 (14)	0.9765 (3)	0.09799 (7)	0.0619 (8)
H2C	−0.3249	0.9168	0.0871	0.074*
C3C	−0.41632 (15)	0.9361 (4)	0.10447 (8)	0.0706 (9)
H3C	−0.4341	0.8501	0.0979	0.085*
C4C	−0.45553 (17)	1.0224 (4)	0.12067 (8)	0.0747 (10)
H4C	−0.4996	0.9949	0.1252	0.090*
C5C	−0.42926 (16)	1.1479 (4)	0.13001 (7)	0.0732 (10)
H5C	−0.4557	1.2068	0.1408	0.088*
C6C	−0.36334 (15)	1.1895 (3)	0.12364 (7)	0.0654 (9)
H6C	−0.3459	1.2756	0.1304	0.078*
C7C	−0.23045 (15)	1.2789 (3)	0.11032 (9)	0.0815 (11)
H7C1	−0.2132	1.2745	0.1334	0.098*
H7C2	−0.2685	1.3460	0.1066	0.098*
C8C	−0.17095 (15)	1.3233 (3)	0.09319 (9)	0.0823 (11)
H8C1	−0.1891	1.3349	0.0704	0.099*
H8C2	−0.1527	1.4111	0.1017	0.099*
C9C	−0.14149 (15)	1.0941 (3)	0.08473 (8)	0.0680 (9)
H9C1	−0.1036	1.0266	0.0875	0.082*
H9C2	−0.1593	1.1026	0.0618	0.082*
C10C	−0.20047 (14)	1.0462 (3)	0.10171 (8)	0.0717 (9)
H10E	−0.2191	0.9600	0.0924	0.086*
H10F	−0.1818	1.0304	0.1244	0.086*
C11C	0.22804 (14)	1.1508 (3)	0.13000 (7)	0.0544 (8)
C12C	0.27477 (14)	1.1056 (3)	0.11025 (7)	0.0641 (9)
H12C	0.2582	1.0913	0.0884	0.077*
C13C	0.34514 (15)	1.0815 (4)	0.12231 (8)	0.0743 (10)
H13C	0.3756	1.0522	0.1085	0.089*
C14C	0.37091 (15)	1.1000 (4)	0.15434 (9)	0.0765 (10)
H14C	0.4186	1.0836	0.1624	0.092*
C15C	0.32569 (15)	1.1428 (4)	0.17436 (8)	0.0735 (10)
H15C	0.3428	1.1549	0.1963	0.088*
C16C	0.25478 (14)	1.1686 (3)	0.16257 (7)	0.0649 (9)
H16C	0.2248	1.1981	0.1766	0.078*
C17C	0.10275 (13)	1.1377 (4)	0.13622 (7)	0.0689 (9)
H17E	0.1190	1.1528	0.1591	0.083*
H17F	0.0950	1.0402	0.1328	0.083*
C18C	0.03437 (14)	1.2133 (4)	0.12580 (7)	0.0714 (10)
H18E	−0.0013	1.1797	0.1379	0.086*
H18F	0.0416	1.3100	0.1306	0.086*
C19C	0.06341 (14)	1.2419 (4)	0.07380 (7)	0.0747 (10)
H19E	0.0711	1.3394	0.0774	0.090*
H19F	0.0471	1.2279	0.0509	0.090*
C20C	0.13233 (14)	1.1680 (4)	0.08360 (7)	0.0716 (10)
H20E	0.1259	1.0713	0.0785	0.086*
H20F	0.1677	1.2040	0.0716	0.086*
N1D	0.19704 (16)	1.2529 (3)	0.00832 (6)	0.0747 (8)
N2D	0.34792 (15)	1.2924 (3)	0.01898 (6)	0.0730 (8)
N3D	0.47028 (14)	1.2282 (3)	0.02027 (6)	0.0752 (8)
N4D	0.59853 (14)	1.2342 (3)	−0.00633 (6)	0.0851 (9)
C21D	0.41971 (19)	1.2976 (4)	0.03654 (9)	0.0958 (12)
H21G	0.4339	1.3927	0.0398	0.115*
H21H	0.4207	1.2564	0.0576	0.115*
C1D	0.1269 (2)	1.2489 (5)	−0.00826 (9)	0.0854 (11)
C2D	0.0957 (3)	1.1250 (6)	−0.01692 (12)	0.1385 (19)
H2D	0.1214	1.0447	−0.0118	0.166*
C3D	0.0263 (4)	1.1176 (9)	−0.03317 (18)	0.193 (4)
H3D	0.0058	1.0331	−0.0393	0.231*
C4D	−0.0111 (4)	1.2334 (12)	−0.03994 (19)	0.187 (4)
H4D	−0.0579	1.2281	−0.0506	0.224*
C5D	0.0177 (3)	1.3581 (9)	−0.03169 (16)	0.168 (3)
H5D	−0.0090	1.4375	−0.0365	0.202*
C6D	0.0874 (3)	1.3651 (6)	−0.01604 (11)	0.1240 (17)
H6D	0.1078	1.4503	−0.0107	0.149*
C7D	0.22881 (18)	1.3886 (4)	0.01275 (8)	0.0835 (11)
H7D1	0.1984	1.4474	0.0232	0.100*
H7D2	0.2321	1.4276	−0.0082	0.100*
C8D	0.30139 (19)	1.3843 (4)	0.03281 (9)	0.0905 (11)
H8D1	0.3217	1.4757	0.0343	0.109*
H8D2	0.2977	1.3541	0.0545	0.109*
C9D	0.31806 (19)	1.1576 (4)	0.01859 (9)	0.0844 (11)
H9D1	0.3150	1.1299	0.0405	0.101*
H9D2	0.3491	1.0935	0.0100	0.101*
C10D	0.24588 (18)	1.1521 (4)	−0.00140 (9)	0.0811 (10)
H10G	0.2501	1.1675	−0.0239	0.097*
H10H	0.2262	1.0612	0.0002	0.097*
C11D	0.66054 (18)	1.2249 (3)	−0.01976 (8)	0.0688 (9)
C12D	0.65992 (19)	1.2154 (4)	−0.05227 (8)	0.0849 (11)
H12D	0.6167	1.2085	−0.0662	0.102*
C13D	0.7217 (2)	1.2159 (4)	−0.06471 (10)	0.1077 (14)
H13D	0.7198	1.2097	−0.0870	0.129*
C14D	0.7859 (2)	1.2252 (5)	−0.04535 (13)	0.1113 (15)
H14D	0.8277	1.2257	−0.0541	0.134*
C15D	0.7879 (2)	1.2339 (4)	−0.01313 (11)	0.0988 (13)
H15D	0.8315	1.2403	0.0005	0.119*
C16D	0.72651 (19)	1.2333 (4)	−0.00049 (9)	0.0847 (11)
H16D	0.7291	1.2389	0.0218	0.102*
C17D	0.59527 (18)	1.1665 (5)	0.02417 (8)	0.0959 (13)
H17G	0.6412	1.1724	0.0381	0.115*
H17H	0.5838	1.0704	0.0204	0.115*
C18D	0.54025 (18)	1.2325 (4)	0.04016 (8)	0.0954 (12)
H18G	0.5384	1.1865	0.0605	0.114*
H18H	0.5535	1.3273	0.0449	0.114*
C19D	0.47367 (18)	1.2892 (4)	−0.01086 (8)	0.0912 (12)
H19G	0.4832	1.3864	−0.0080	0.109*
H19H	0.4278	1.2791	−0.0246	0.109*
C20D	0.52983 (17)	1.2259 (5)	−0.02724 (8)	0.0959 (13)
H20G	0.5181	1.1308	−0.0322	0.115*
H20H	0.5319	1.2736	−0.0474	0.115*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C21A	0.092 (3)	0.076 (3)	0.073 (2)	−0.011 (2)	0.002 (2)	−0.006 (2)
N1A	0.0722 (17)	0.066 (2)	0.0568 (17)	−0.0072 (14)	−0.0034 (14)	0.0091 (14)
N2A	0.0723 (17)	0.075 (2)	0.0557 (17)	−0.0048 (15)	−0.0023 (14)	0.0022 (15)
N3A	0.0780 (18)	0.062 (2)	0.0600 (17)	0.0036 (15)	0.0093 (14)	−0.0047 (14)
N4A	0.0657 (17)	0.061 (2)	0.0596 (16)	0.0109 (14)	0.0152 (13)	0.0026 (13)
C1A	0.077 (2)	0.048 (2)	0.064 (2)	−0.0118 (18)	−0.0040 (19)	0.0013 (17)
C2A	0.089 (3)	0.075 (3)	0.065 (2)	−0.005 (2)	−0.004 (2)	0.0016 (19)
C3A	0.103 (3)	0.086 (3)	0.073 (3)	−0.011 (2)	0.015 (2)	−0.005 (2)
C4A	0.090 (3)	0.081 (3)	0.101 (3)	−0.008 (2)	0.021 (3)	−0.006 (2)
C5A	0.079 (3)	0.085 (3)	0.096 (3)	−0.004 (2)	0.003 (2)	0.010 (2)
C6A	0.080 (2)	0.077 (3)	0.071 (2)	−0.003 (2)	0.000 (2)	0.0141 (19)
C7A	0.077 (2)	0.086 (3)	0.060 (2)	−0.009 (2)	−0.0065 (18)	0.0077 (19)
C8A	0.080 (2)	0.103 (3)	0.059 (2)	−0.016 (2)	−0.0022 (19)	−0.001 (2)
C9A	0.085 (2)	0.081 (3)	0.073 (2)	0.005 (2)	−0.001 (2)	0.017 (2)
C10A	0.081 (2)	0.099 (3)	0.066 (2)	0.007 (2)	−0.002 (2)	0.016 (2)
C11A	0.069 (2)	0.078 (3)	0.052 (2)	0.010 (2)	0.0182 (17)	0.0166 (19)
C12A	0.067 (2)	0.101 (3)	0.083 (3)	0.000 (2)	0.015 (2)	0.000 (2)
C13A	0.081 (3)	0.113 (4)	0.101 (3)	−0.012 (3)	0.009 (2)	0.006 (3)
C14A	0.077 (3)	0.137 (5)	0.104 (4)	−0.005 (3)	0.007 (2)	0.040 (3)
C15A	0.075 (3)	0.127 (5)	0.115 (4)	0.022 (3)	0.021 (3)	0.051 (3)
C16A	0.076 (2)	0.089 (3)	0.089 (3)	0.017 (2)	0.018 (2)	0.026 (2)
C17A	0.090 (3)	0.070 (3)	0.071 (2)	0.018 (2)	0.0177 (19)	0.0014 (19)
C18A	0.099 (3)	0.060 (2)	0.070 (2)	0.010 (2)	0.013 (2)	−0.0032 (18)
C19A	0.072 (2)	0.063 (3)	0.074 (2)	0.0060 (18)	0.0068 (18)	−0.0031 (18)
C20A	0.066 (2)	0.066 (2)	0.081 (2)	0.0067 (18)	0.0129 (18)	−0.0115 (18)
C21B	0.0558 (18)	0.096 (3)	0.054 (2)	−0.0030 (18)	0.0064 (16)	−0.0010 (18)
N1B	0.0492 (14)	0.0701 (19)	0.0453 (14)	−0.0007 (12)	0.0080 (12)	0.0078 (12)
N2B	0.0485 (14)	0.083 (2)	0.0524 (15)	−0.0074 (13)	0.0078 (12)	0.0057 (14)
N3B	0.0454 (14)	0.066 (2)	0.0583 (16)	−0.0062 (13)	0.0060 (12)	−0.0032 (13)
N4B	0.0459 (14)	0.0590 (19)	0.0708 (17)	−0.0068 (13)	0.0045 (12)	−0.0038 (13)
C1B	0.0473 (17)	0.049 (2)	0.056 (2)	0.0055 (14)	0.0092 (15)	0.0034 (14)
C2B	0.0551 (18)	0.068 (2)	0.0513 (18)	0.0036 (16)	0.0137 (15)	0.0002 (15)
C3B	0.0465 (18)	0.074 (3)	0.077 (2)	0.0017 (16)	0.0152 (17)	0.0046 (18)
C4B	0.0518 (18)	0.075 (3)	0.064 (2)	0.0010 (16)	−0.0012 (17)	0.0021 (18)
C5B	0.061 (2)	0.080 (3)	0.057 (2)	0.0048 (18)	0.0069 (17)	0.0041 (17)
C6B	0.0488 (17)	0.071 (2)	0.052 (2)	0.0045 (15)	0.0104 (15)	0.0088 (16)
C7B	0.0533 (17)	0.066 (2)	0.0521 (19)	−0.0067 (15)	0.0082 (15)	0.0090 (15)
C8B	0.0599 (18)	0.076 (2)	0.055 (2)	−0.0069 (17)	0.0106 (16)	0.0075 (17)
C9B	0.059 (2)	0.136 (4)	0.050 (2)	−0.009 (2)	0.0063 (17)	0.010 (2)
C10B	0.0578 (19)	0.131 (3)	0.057 (2)	−0.019 (2)	0.0041 (16)	0.024 (2)
C11B	0.0464 (17)	0.068 (2)	0.0548 (19)	−0.0046 (17)	0.0034 (14)	0.0070 (17)
C12B	0.058 (2)	0.067 (3)	0.119 (3)	−0.0101 (18)	0.019 (2)	0.005 (2)
C13B	0.058 (2)	0.098 (4)	0.123 (3)	−0.013 (2)	0.020 (2)	0.024 (3)
C14B	0.066 (2)	0.116 (4)	0.078 (3)	0.002 (3)	0.0246 (19)	0.007 (2)
C15B	0.069 (2)	0.104 (3)	0.067 (2)	−0.002 (2)	0.0144 (18)	−0.015 (2)
C16B	0.0577 (19)	0.084 (3)	0.062 (2)	−0.0110 (18)	0.0096 (16)	−0.0096 (19)
C17B	0.0497 (18)	0.069 (2)	0.104 (3)	−0.0135 (17)	0.0136 (18)	−0.017 (2)
C18B	0.0584 (19)	0.066 (3)	0.096 (3)	−0.0156 (18)	0.0108 (18)	−0.001 (2)
C19B	0.0591 (19)	0.070 (2)	0.064 (2)	−0.0094 (17)	0.0046 (16)	−0.0069 (17)
C20B	0.0582 (19)	0.062 (3)	0.080 (2)	−0.0127 (17)	0.0101 (17)	−0.0086 (18)
C21C	0.0537 (19)	0.074 (3)	0.092 (3)	−0.0039 (18)	0.0064 (18)	0.015 (2)
N1C	0.0452 (14)	0.0454 (17)	0.0869 (19)	0.0061 (13)	0.0063 (13)	−0.0085 (14)
N2C	0.0458 (14)	0.0518 (18)	0.089 (2)	0.0049 (13)	0.0081 (13)	0.0005 (14)
N3C	0.0430 (13)	0.0715 (19)	0.0634 (17)	−0.0014 (13)	0.0063 (12)	0.0028 (13)
N4C	0.0440 (14)	0.080 (2)	0.0569 (16)	−0.0042 (13)	0.0125 (12)	0.0048 (13)
C1C	0.0451 (17)	0.059 (2)	0.0516 (18)	0.0100 (16)	−0.0006 (14)	−0.0007 (16)
C2C	0.0509 (18)	0.059 (2)	0.074 (2)	0.0049 (16)	0.0049 (16)	−0.0060 (17)
C3C	0.0529 (19)	0.069 (3)	0.090 (3)	0.0009 (18)	0.0113 (17)	−0.0009 (19)
C4C	0.0544 (19)	0.088 (3)	0.081 (2)	0.002 (2)	0.0099 (18)	0.010 (2)
C5C	0.060 (2)	0.092 (3)	0.069 (2)	0.016 (2)	0.0154 (17)	−0.005 (2)
C6C	0.060 (2)	0.069 (2)	0.065 (2)	0.0073 (18)	0.0045 (16)	−0.0082 (17)
C7C	0.0565 (19)	0.062 (3)	0.125 (3)	0.0028 (18)	0.013 (2)	−0.026 (2)
C8C	0.059 (2)	0.049 (2)	0.139 (3)	0.0016 (17)	0.013 (2)	−0.012 (2)
C9C	0.0567 (18)	0.054 (2)	0.096 (3)	0.0092 (17)	0.0199 (18)	0.0000 (19)
C10C	0.0564 (19)	0.056 (2)	0.105 (3)	0.0090 (17)	0.0203 (18)	0.0003 (19)
C11C	0.0459 (17)	0.063 (2)	0.055 (2)	−0.0110 (15)	0.0097 (15)	0.0056 (16)
C12C	0.0500 (18)	0.080 (3)	0.064 (2)	−0.0058 (16)	0.0146 (16)	−0.0040 (17)
C13C	0.0507 (19)	0.097 (3)	0.077 (3)	0.0004 (18)	0.0163 (18)	−0.007 (2)
C14C	0.0433 (18)	0.097 (3)	0.090 (3)	−0.0091 (18)	0.0112 (19)	0.010 (2)
C15C	0.0521 (19)	0.102 (3)	0.065 (2)	−0.0198 (19)	0.0037 (17)	0.0072 (19)
C16C	0.0493 (18)	0.086 (3)	0.061 (2)	−0.0082 (17)	0.0159 (16)	0.0044 (18)
C17C	0.0460 (17)	0.103 (3)	0.059 (2)	−0.0026 (18)	0.0129 (15)	0.0064 (18)
C18C	0.0518 (18)	0.090 (3)	0.074 (2)	0.0003 (18)	0.0166 (17)	−0.0069 (19)
C19C	0.0539 (19)	0.102 (3)	0.068 (2)	−0.0036 (19)	0.0096 (17)	0.021 (2)
C20C	0.0502 (18)	0.110 (3)	0.055 (2)	−0.0042 (18)	0.0095 (16)	0.0042 (19)
N1D	0.089 (2)	0.071 (2)	0.0699 (19)	−0.0012 (18)	0.0281 (16)	−0.0063 (16)
N2D	0.0821 (19)	0.067 (2)	0.0701 (19)	0.0049 (17)	0.0121 (16)	−0.0089 (15)
N3D	0.0778 (19)	0.097 (2)	0.0484 (17)	0.0038 (16)	0.0033 (15)	0.0014 (15)
N4D	0.0706 (18)	0.132 (3)	0.0478 (17)	−0.0099 (18)	−0.0053 (15)	0.0148 (17)
C21D	0.100 (3)	0.112 (4)	0.073 (3)	−0.001 (2)	0.007 (2)	−0.017 (2)
C1D	0.083 (3)	0.113 (4)	0.070 (3)	−0.001 (3)	0.039 (2)	−0.012 (3)
C2D	0.104 (4)	0.151 (5)	0.168 (5)	−0.031 (4)	0.046 (3)	−0.068 (4)
C3D	0.109 (5)	0.257 (10)	0.224 (7)	−0.047 (5)	0.059 (5)	−0.120 (7)
C4D	0.087 (5)	0.300 (14)	0.180 (6)	−0.014 (6)	0.041 (4)	−0.049 (8)
C5D	0.101 (5)	0.249 (10)	0.159 (6)	0.030 (5)	0.034 (4)	0.034 (6)
C6D	0.086 (3)	0.161 (5)	0.129 (4)	0.018 (3)	0.027 (3)	0.017 (3)
C7D	0.092 (3)	0.076 (3)	0.084 (3)	0.014 (2)	0.019 (2)	−0.014 (2)
C8D	0.107 (3)	0.079 (3)	0.086 (3)	0.005 (2)	0.016 (2)	−0.019 (2)
C9D	0.105 (3)	0.072 (3)	0.081 (3)	0.010 (2)	0.026 (2)	0.010 (2)
C10D	0.099 (3)	0.063 (3)	0.090 (3)	−0.011 (2)	0.039 (2)	−0.005 (2)
C11D	0.075 (2)	0.068 (2)	0.062 (2)	−0.0078 (18)	0.005 (2)	0.0075 (18)
C12D	0.086 (3)	0.106 (3)	0.062 (3)	−0.005 (2)	0.007 (2)	0.007 (2)
C13D	0.113 (3)	0.135 (4)	0.079 (3)	0.009 (3)	0.028 (3)	0.013 (3)
C14D	0.080 (3)	0.131 (4)	0.125 (4)	0.011 (3)	0.023 (3)	0.034 (3)
C15D	0.079 (3)	0.112 (4)	0.099 (3)	−0.008 (2)	−0.003 (3)	0.021 (3)
C16D	0.074 (2)	0.099 (3)	0.076 (3)	−0.006 (2)	−0.002 (2)	0.009 (2)
C17D	0.084 (2)	0.147 (4)	0.055 (2)	0.010 (2)	0.005 (2)	0.019 (2)
C18D	0.094 (3)	0.136 (4)	0.050 (2)	0.008 (3)	−0.006 (2)	0.008 (2)
C19D	0.087 (3)	0.116 (4)	0.065 (2)	−0.004 (2)	−0.006 (2)	0.018 (2)
C20D	0.070 (2)	0.161 (4)	0.052 (2)	−0.006 (2)	−0.0016 (19)	0.016 (2)

Geometric parameters (Å, º)

C21A—N3A	1.444 (4)	C21C—N2C	1.449 (3)
C21A—N2A	1.447 (4)	C21C—N3C	1.449 (3)
C21A—H21A	0.9700	C21C—H21E	0.9700
C21A—H21B	0.9700	C21C—H21F	0.9700
N1A—C1A	1.405 (4)	N1C—C1C	1.406 (3)
N1A—C7A	1.455 (4)	N1C—C7C	1.443 (4)
N1A—C10A	1.461 (3)	N1C—C10C	1.457 (3)
N2A—C8A	1.446 (3)	N2C—C9C	1.438 (4)
N2A—C9A	1.453 (4)	N2C—C8C	1.450 (4)
N3A—C18A	1.445 (4)	N3C—C19C	1.445 (3)
N3A—C19A	1.450 (4)	N3C—C18C	1.448 (3)
N4A—C11A	1.395 (4)	N4C—C11C	1.406 (3)
N4A—C20A	1.457 (3)	N4C—C20C	1.448 (3)
N4A—C17A	1.459 (4)	N4C—C17C	1.456 (3)
C1A—C6A	1.390 (4)	C1C—C2C	1.384 (4)
C1A—C2A	1.393 (4)	C1C—C6C	1.390 (4)
C2A—C3A	1.378 (4)	C2C—C3C	1.376 (4)
C2A—H2A	0.9300	C2C—H2C	0.9300
C3A—C4A	1.366 (4)	C3C—C4C	1.377 (4)
C3A—H3A	0.9300	C3C—H3C	0.9300
C4A—C5A	1.369 (5)	C4C—C5C	1.356 (4)
C4A—H4A	0.9300	C4C—H4C	0.9300
C5A—C6A	1.374 (4)	C5C—C6C	1.387 (4)
C5A—H5A	0.9300	C5C—H5C	0.9300
C6A—H6A	0.9300	C6C—H6C	0.9300
C7A—C8A	1.492 (4)	C7C—C8C	1.503 (4)
C7A—H7A1	0.9700	C7C—H7C1	0.9700
C7A—H7A2	0.9700	C7C—H7C2	0.9700
C8A—H8A1	0.9700	C8C—H8C1	0.9700
C8A—H8A2	0.9700	C8C—H8C2	0.9700
C9A—C10A	1.499 (4)	C9C—C10C	1.501 (4)
C9A—H9A1	0.9700	C9C—H9C1	0.9700
C9A—H9A2	0.9700	C9C—H9C2	0.9700
C10A—H10A	0.9700	C10C—H10E	0.9700
C10A—H10B	0.9700	C10C—H10F	0.9700
C11A—C12A	1.387 (5)	C11C—C12C	1.385 (4)
C11A—C16A	1.394 (4)	C11C—C16C	1.388 (4)
C12A—C13A	1.377 (4)	C12C—C13C	1.373 (4)
C12A—H12A	0.9300	C12C—H12C	0.9300
C13A—C14A	1.365 (5)	C13C—C14C	1.364 (4)
C13A—H13A	0.9300	C13C—H13C	0.9300
C14A—C15A	1.351 (6)	C14C—C15C	1.364 (4)
C14A—H14A	0.9300	C14C—H14C	0.9300
C15A—C16A	1.388 (5)	C15C—C16C	1.383 (4)
C15A—H15A	0.9300	C15C—H15C	0.9300
C16A—H16A	0.9300	C16C—H16C	0.9300
C17A—C18A	1.502 (4)	C17C—C18C	1.498 (4)
C17A—H17A	0.9700	C17C—H17E	0.9700
C17A—H17B	0.9700	C17C—H17F	0.9700
C18A—H18A	0.9700	C18C—H18E	0.9700
C18A—H18B	0.9700	C18C—H18F	0.9700
C19A—C20A	1.501 (4)	C19C—C20C	1.495 (4)
C19A—H19A	0.9700	C19C—H19E	0.9700
C19A—H19B	0.9700	C19C—H19F	0.9700
C20A—H20A	0.9700	C20C—H20E	0.9700
C20A—H20B	0.9700	C20C—H20F	0.9700
C21B—N2B	1.441 (3)	N1D—C1D	1.401 (4)
C21B—N3B	1.451 (3)	N1D—C7D	1.454 (4)
C21B—H21C	0.9700	N1D—C10D	1.458 (4)
C21B—H21D	0.9700	N2D—C9D	1.433 (4)
N1B—C1B	1.397 (3)	N2D—C21D	1.443 (4)
N1B—C7B	1.458 (3)	N2D—C8D	1.448 (4)
N1B—C10B	1.458 (3)	N3D—C21D	1.438 (4)
N2B—C9B	1.444 (3)	N3D—C19D	1.446 (4)
N2B—C8B	1.451 (3)	N3D—C18D	1.452 (4)
N3B—C19B	1.447 (3)	N4D—C11D	1.393 (4)
N3B—C18B	1.452 (4)	N4D—C17D	1.451 (4)
N4B—C11B	1.400 (3)	N4D—C20D	1.452 (4)
N4B—C20B	1.452 (4)	C21D—H21G	0.9700
N4B—C17B	1.459 (3)	C21D—H21H	0.9700
C1B—C2B	1.392 (3)	C1D—C6D	1.370 (6)
C1B—C6B	1.394 (3)	C1D—C2D	1.370 (6)
C2B—C3B	1.372 (4)	C2D—C3D	1.386 (7)
C2B—H2B	0.9300	C2D—H2D	0.9300
C3B—C4B	1.376 (4)	C3D—C4D	1.341 (10)
C3B—H3B	0.9300	C3D—H3D	0.9300
C4B—C5B	1.369 (4)	C4D—C5D	1.355 (9)
C4B—H4B	0.9300	C4D—H4D	0.9300
C5B—C6B	1.379 (3)	C5D—C6D	1.382 (6)
C5B—H5B	0.9300	C5D—H5D	0.9300
C6B—H6B	0.9300	C6D—H6D	0.9300
C7B—C8B	1.504 (3)	C7D—C8D	1.496 (4)
C7B—H7B1	0.9700	C7D—H7D1	0.9700
C7B—H7B2	0.9700	C7D—H7D2	0.9700
C8B—H8B1	0.9700	C8D—H8D1	0.9700
C8B—H8B2	0.9700	C8D—H8D2	0.9700
C9B—C10B	1.499 (4)	C9D—C10D	1.489 (4)
C9B—H9B1	0.9700	C9D—H9D1	0.9700
C9B—H9B2	0.9700	C9D—H9D2	0.9700
C10B—H10C	0.9700	C10D—H10G	0.9700
C10B—H10D	0.9700	C10D—H10H	0.9700
C11B—C16B	1.384 (4)	C11D—C12D	1.365 (4)
C11B—C12B	1.397 (4)	C11D—C16D	1.380 (4)
C12B—C13B	1.386 (4)	C12D—C13D	1.365 (4)
C12B—H12B	0.9300	C12D—H12D	0.9300
C13B—C14B	1.363 (5)	C13D—C14D	1.354 (5)
C13B—H13B	0.9300	C13D—H13D	0.9300
C14B—C15B	1.364 (4)	C14D—C15D	1.349 (5)
C14B—H14B	0.9300	C14D—H14D	0.9300
C15B—C16B	1.374 (4)	C15D—C16D	1.362 (4)
C15B—H15B	0.9300	C15D—H15D	0.9300
C16B—H16B	0.9300	C16D—H16D	0.9300
C17B—C18B	1.503 (4)	C17D—C18D	1.482 (4)
C17B—H17C	0.9700	C17D—H17G	0.9700
C17B—H17D	0.9700	C17D—H17H	0.9700
C18B—H18C	0.9700	C18D—H18G	0.9700
C18B—H18D	0.9700	C18D—H18H	0.9700
C19B—C20B	1.494 (4)	C19D—C20D	1.497 (4)
C19B—H19C	0.9700	C19D—H19G	0.9700
C19B—H19D	0.9700	C19D—H19H	0.9700
C20B—H20C	0.9700	C20D—H20G	0.9700
C20B—H20D	0.9700	C20D—H20H	0.9700
N3A—C21A—N2A	112.8 (3)	N2C—C21C—N3C	111.8 (3)
N3A—C21A—H21A	109.0	N2C—C21C—H21E	109.2
N2A—C21A—H21A	109.0	N3C—C21C—H21E	109.2
N3A—C21A—H21B	109.0	N2C—C21C—H21F	109.2
N2A—C21A—H21B	109.0	N3C—C21C—H21F	109.2
H21A—C21A—H21B	107.8	H21E—C21C—H21F	107.9
C1A—N1A—C7A	117.2 (3)	C1C—N1C—C7C	118.0 (2)
C1A—N1A—C10A	118.0 (3)	C1C—N1C—C10C	117.6 (2)
C7A—N1A—C10A	112.0 (3)	C7C—N1C—C10C	110.5 (2)
C8A—N2A—C21A	109.7 (3)	C9C—N2C—C21C	112.5 (3)
C8A—N2A—C9A	108.2 (3)	C9C—N2C—C8C	108.8 (2)
C21A—N2A—C9A	112.7 (3)	C21C—N2C—C8C	110.0 (3)
C21A—N3A—C18A	110.3 (3)	C19C—N3C—C18C	108.9 (2)
C21A—N3A—C19A	111.8 (3)	C19C—N3C—C21C	109.8 (2)
C18A—N3A—C19A	106.9 (3)	C18C—N3C—C21C	111.2 (2)
C11A—N4A—C20A	115.6 (3)	C11C—N4C—C20C	117.7 (2)
C11A—N4A—C17A	116.5 (3)	C11C—N4C—C17C	117.4 (2)
C20A—N4A—C17A	112.5 (3)	C20C—N4C—C17C	110.4 (2)
C6A—C1A—C2A	116.6 (3)	C2C—C1C—C6C	117.4 (3)
C6A—C1A—N1A	121.8 (3)	C2C—C1C—N1C	120.7 (3)
C2A—C1A—N1A	121.6 (3)	C6C—C1C—N1C	121.8 (3)
C3A—C2A—C1A	120.9 (3)	C3C—C2C—C1C	121.4 (3)
C3A—C2A—H2A	119.5	C3C—C2C—H2C	119.3
C1A—C2A—H2A	119.5	C1C—C2C—H2C	119.3
C4A—C3A—C2A	121.7 (4)	C2C—C3C—C4C	120.3 (3)
C4A—C3A—H3A	119.1	C2C—C3C—H3C	119.8
C2A—C3A—H3A	119.1	C4C—C3C—H3C	119.8
C3A—C4A—C5A	117.9 (4)	C5C—C4C—C3C	119.4 (3)
C3A—C4A—H4A	121.1	C5C—C4C—H4C	120.3
C5A—C4A—H4A	121.1	C3C—C4C—H4C	120.3
C4A—C5A—C6A	121.3 (3)	C4C—C5C—C6C	120.7 (3)
C4A—C5A—H5A	119.3	C4C—C5C—H5C	119.6
C6A—C5A—H5A	119.3	C6C—C5C—H5C	119.6
C5A—C6A—C1A	121.5 (3)	C5C—C6C—C1C	120.8 (3)
C5A—C6A—H6A	119.3	C5C—C6C—H6C	119.6
C1A—C6A—H6A	119.3	C1C—C6C—H6C	119.6
N1A—C7A—C8A	112.1 (3)	N1C—C7C—C8C	111.2 (3)
N1A—C7A—H7A1	109.2	N1C—C7C—H7C1	109.4
C8A—C7A—H7A1	109.2	C8C—C7C—H7C1	109.4
N1A—C7A—H7A2	109.2	N1C—C7C—H7C2	109.4
C8A—C7A—H7A2	109.2	C8C—C7C—H7C2	109.4
H7A1—C7A—H7A2	107.9	H7C1—C7C—H7C2	108.0
N2A—C8A—C7A	112.1 (3)	N2C—C8C—C7C	111.4 (3)
N2A—C8A—H8A1	109.2	N2C—C8C—H8C1	109.3
C7A—C8A—H8A1	109.2	C7C—C8C—H8C1	109.3
N2A—C8A—H8A2	109.2	N2C—C8C—H8C2	109.3
C7A—C8A—H8A2	109.2	C7C—C8C—H8C2	109.3
H8A1—C8A—H8A2	107.9	H8C1—C8C—H8C2	108.0
N2A—C9A—C10A	111.5 (3)	N2C—C9C—C10C	111.3 (3)
N2A—C9A—H9A1	109.3	N2C—C9C—H9C1	109.4
C10A—C9A—H9A1	109.3	C10C—C9C—H9C1	109.4
N2A—C9A—H9A2	109.3	N2C—C9C—H9C2	109.4
C10A—C9A—H9A2	109.3	C10C—C9C—H9C2	109.4
H9A1—C9A—H9A2	108.0	H9C1—C9C—H9C2	108.0
N1A—C10A—C9A	112.2 (3)	N1C—C10C—C9C	111.3 (3)
N1A—C10A—H10A	109.2	N1C—C10C—H10E	109.4
C9A—C10A—H10A	109.2	C9C—C10C—H10E	109.4
N1A—C10A—H10B	109.2	N1C—C10C—H10F	109.4
C9A—C10A—H10B	109.2	C9C—C10C—H10F	109.4
H10A—C10A—H10B	107.9	H10E—C10C—H10F	108.0
C12A—C11A—C16A	115.9 (3)	C12C—C11C—C16C	117.5 (3)
C12A—C11A—N4A	122.1 (3)	C12C—C11C—N4C	122.4 (3)
C16A—C11A—N4A	122.0 (4)	C16C—C11C—N4C	120.0 (3)
C13A—C12A—C11A	122.1 (4)	C13C—C12C—C11C	121.3 (3)
C13A—C12A—H12A	118.9	C13C—C12C—H12C	119.4
C11A—C12A—H12A	118.9	C11C—C12C—H12C	119.4
C14A—C13A—C12A	120.9 (4)	C14C—C13C—C12C	120.8 (3)
C14A—C13A—H13A	119.6	C14C—C13C—H13C	119.6
C12A—C13A—H13A	119.6	C12C—C13C—H13C	119.6
C15A—C14A—C13A	118.4 (4)	C13C—C14C—C15C	119.1 (3)
C15A—C14A—H14A	120.8	C13C—C14C—H14C	120.5
C13A—C14A—H14A	120.8	C15C—C14C—H14C	120.5
C14A—C15A—C16A	121.7 (4)	C14C—C15C—C16C	120.9 (3)
C14A—C15A—H15A	119.2	C14C—C15C—H15C	119.5
C16A—C15A—H15A	119.2	C16C—C15C—H15C	119.5
C15A—C16A—C11A	121.0 (4)	C15C—C16C—C11C	120.5 (3)
C15A—C16A—H16A	119.5	C15C—C16C—H16C	119.7
C11A—C16A—H16A	119.5	C11C—C16C—H16C	119.7
N4A—C17A—C18A	112.8 (3)	N4C—C17C—C18C	110.4 (3)
N4A—C17A—H17A	109.0	N4C—C17C—H17E	109.6
C18A—C17A—H17A	109.0	C18C—C17C—H17E	109.6
N4A—C17A—H17B	109.0	N4C—C17C—H17F	109.6
C18A—C17A—H17B	109.0	C18C—C17C—H17F	109.6
H17A—C17A—H17B	107.8	H17E—C17C—H17F	108.1
N3A—C18A—C17A	112.3 (3)	N3C—C18C—C17C	111.3 (2)
N3A—C18A—H18A	109.2	N3C—C18C—H18E	109.4
C17A—C18A—H18A	109.2	C17C—C18C—H18E	109.4
N3A—C18A—H18B	109.2	N3C—C18C—H18F	109.4
C17A—C18A—H18B	109.2	C17C—C18C—H18F	109.4
H18A—C18A—H18B	107.9	H18E—C18C—H18F	108.0
N3A—C19A—C20A	110.6 (3)	N3C—C19C—C20C	112.3 (3)
N3A—C19A—H19A	109.5	N3C—C19C—H19E	109.1
C20A—C19A—H19A	109.5	C20C—C19C—H19E	109.1
N3A—C19A—H19B	109.5	N3C—C19C—H19F	109.1
C20A—C19A—H19B	109.5	C20C—C19C—H19F	109.1
H19A—C19A—H19B	108.1	H19E—C19C—H19F	107.9
N4A—C20A—C19A	113.5 (3)	N4C—C20C—C19C	110.1 (3)
N4A—C20A—H20A	108.9	N4C—C20C—H20E	109.6
C19A—C20A—H20A	108.9	C19C—C20C—H20E	109.6
N4A—C20A—H20B	108.9	N4C—C20C—H20F	109.6
C19A—C20A—H20B	108.9	C19C—C20C—H20F	109.6
H20A—C20A—H20B	107.7	H20E—C20C—H20F	108.2
N2B—C21B—N3B	112.3 (2)	C1D—N1D—C7D	115.6 (3)
N2B—C21B—H21C	109.1	C1D—N1D—C10D	116.3 (3)
N3B—C21B—H21C	109.1	C7D—N1D—C10D	112.3 (3)
N2B—C21B—H21D	109.1	C9D—N2D—C21D	112.3 (3)
N3B—C21B—H21D	109.1	C9D—N2D—C8D	107.8 (3)
H21C—C21B—H21D	107.9	C21D—N2D—C8D	111.4 (3)
C1B—N1B—C7B	118.5 (2)	C21D—N3D—C19D	111.6 (3)
C1B—N1B—C10B	116.2 (2)	C21D—N3D—C18D	109.7 (3)
C7B—N1B—C10B	111.8 (2)	C19D—N3D—C18D	109.5 (3)
C21B—N2B—C9B	111.1 (2)	C11D—N4D—C17D	119.3 (3)
C21B—N2B—C8B	112.8 (2)	C11D—N4D—C20D	119.5 (3)
C9B—N2B—C8B	108.1 (2)	C17D—N4D—C20D	110.0 (3)
C19B—N3B—C21B	109.7 (2)	N3D—C21D—N2D	113.2 (3)
C19B—N3B—C18B	108.1 (2)	N3D—C21D—H21G	108.9
C21B—N3B—C18B	112.7 (2)	N2D—C21D—H21G	108.9
C11B—N4B—C20B	117.2 (2)	N3D—C21D—H21H	108.9
C11B—N4B—C17B	117.3 (2)	N2D—C21D—H21H	108.9
C20B—N4B—C17B	111.3 (2)	H21G—C21D—H21H	107.8
C2B—C1B—C6B	116.5 (3)	C6D—C1D—C2D	118.0 (5)
C2B—C1B—N1B	121.1 (3)	C6D—C1D—N1D	122.5 (4)
C6B—C1B—N1B	122.4 (2)	C2D—C1D—N1D	119.5 (5)
C3B—C2B—C1B	121.5 (3)	C1D—C2D—C3D	120.9 (6)
C3B—C2B—H2B	119.2	C1D—C2D—H2D	119.5
C1B—C2B—H2B	119.2	C3D—C2D—H2D	119.5
C2B—C3B—C4B	121.2 (3)	C4D—C3D—C2D	119.4 (8)
C2B—C3B—H3B	119.4	C4D—C3D—H3D	120.3
C4B—C3B—H3B	119.4	C2D—C3D—H3D	120.3
C5B—C4B—C3B	118.3 (3)	C3D—C4D—C5D	121.6 (8)
C5B—C4B—H4B	120.9	C3D—C4D—H4D	119.2
C3B—C4B—H4B	120.9	C5D—C4D—H4D	119.2
C4B—C5B—C6B	121.1 (3)	C4D—C5D—C6D	118.8 (8)
C4B—C5B—H5B	119.5	C4D—C5D—H5D	120.6
C6B—C5B—H5B	119.5	C6D—C5D—H5D	120.6
C5B—C6B—C1B	121.4 (3)	C1D—C6D—C5D	121.3 (6)
C5B—C6B—H6B	119.3	C1D—C6D—H6D	119.4
C1B—C6B—H6B	119.3	C5D—C6D—H6D	119.4
N1B—C7B—C8B	111.8 (2)	N1D—C7D—C8D	111.9 (3)
N1B—C7B—H7B1	109.3	N1D—C7D—H7D1	109.2
C8B—C7B—H7B1	109.3	C8D—C7D—H7D1	109.2
N1B—C7B—H7B2	109.3	N1D—C7D—H7D2	109.2
C8B—C7B—H7B2	109.3	C8D—C7D—H7D2	109.2
H7B1—C7B—H7B2	107.9	H7D1—C7D—H7D2	107.9
N2B—C8B—C7B	111.0 (2)	N2D—C8D—C7D	111.2 (3)
N2B—C8B—H8B1	109.4	N2D—C8D—H8D1	109.4
C7B—C8B—H8B1	109.4	C7D—C8D—H8D1	109.4
N2B—C8B—H8B2	109.4	N2D—C8D—H8D2	109.4
C7B—C8B—H8B2	109.4	C7D—C8D—H8D2	109.4
H8B1—C8B—H8B2	108.0	H8D1—C8D—H8D2	108.0
N2B—C9B—C10B	111.6 (3)	N2D—C9D—C10D	111.6 (3)
N2B—C9B—H9B1	109.3	N2D—C9D—H9D1	109.3
C10B—C9B—H9B1	109.3	C10D—C9D—H9D1	109.3
N2B—C9B—H9B2	109.3	N2D—C9D—H9D2	109.3
C10B—C9B—H9B2	109.3	C10D—C9D—H9D2	109.3
H9B1—C9B—H9B2	108.0	H9D1—C9D—H9D2	108.0
N1B—C10B—C9B	111.3 (3)	N1D—C10D—C9D	113.0 (3)
N1B—C10B—H10C	109.4	N1D—C10D—H10G	109.0
C9B—C10B—H10C	109.4	C9D—C10D—H10G	109.0
N1B—C10B—H10D	109.4	N1D—C10D—H10H	109.0
C9B—C10B—H10D	109.4	C9D—C10D—H10H	109.0
H10C—C10B—H10D	108.0	H10G—C10D—H10H	107.8
C16B—C11B—C12B	116.6 (3)	C12D—C11D—C16D	116.5 (3)
C16B—C11B—N4B	121.3 (3)	C12D—C11D—N4D	122.7 (3)
C12B—C11B—N4B	122.0 (3)	C16D—C11D—N4D	120.7 (3)
C13B—C12B—C11B	120.3 (4)	C13D—C12D—C11D	121.1 (3)
C13B—C12B—H12B	119.9	C13D—C12D—H12D	119.5
C11B—C12B—H12B	119.9	C11D—C12D—H12D	119.5
C14B—C13B—C12B	122.1 (4)	C14D—C13D—C12D	121.4 (4)
C14B—C13B—H13B	119.0	C14D—C13D—H13D	119.3
C12B—C13B—H13B	119.0	C12D—C13D—H13D	119.3
C13B—C14B—C15B	117.7 (3)	C15D—C14D—C13D	118.6 (4)
C13B—C14B—H14B	121.1	C15D—C14D—H14D	120.7
C15B—C14B—H14B	121.1	C13D—C14D—H14D	120.7
C14B—C15B—C16B	121.5 (4)	C14D—C15D—C16D	120.4 (4)
C14B—C15B—H15B	119.2	C14D—C15D—H15D	119.8
C16B—C15B—H15B	119.2	C16D—C15D—H15D	119.8
C15B—C16B—C11B	121.7 (3)	C15D—C16D—C11D	122.0 (4)
C15B—C16B—H16B	119.1	C15D—C16D—H16D	119.0
C11B—C16B—H16B	119.1	C11D—C16D—H16D	119.0
N4B—C17B—C18B	111.8 (3)	N4D—C17D—C18D	109.7 (3)
N4B—C17B—H17C	109.3	N4D—C17D—H17G	109.7
C18B—C17B—H17C	109.3	C18D—C17D—H17G	109.7
N4B—C17B—H17D	109.3	N4D—C17D—H17H	109.7
C18B—C17B—H17D	109.3	C18D—C17D—H17H	109.7
H17C—C17B—H17D	107.9	H17G—C17D—H17H	108.2
N3B—C18B—C17B	111.4 (3)	N3D—C18D—C17D	112.2 (3)
N3B—C18B—H18C	109.3	N3D—C18D—H18G	109.2
C17B—C18B—H18C	109.3	C17D—C18D—H18G	109.2
N3B—C18B—H18D	109.3	N3D—C18D—H18H	109.2
C17B—C18B—H18D	109.3	C17D—C18D—H18H	109.2
H18C—C18B—H18D	108.0	H18G—C18D—H18H	107.9
N3B—C19B—C20B	112.4 (2)	N3D—C19D—C20D	112.7 (3)
N3B—C19B—H19C	109.1	N3D—C19D—H19G	109.0
C20B—C19B—H19C	109.1	C20D—C19D—H19G	109.0
N3B—C19B—H19D	109.1	N3D—C19D—H19H	109.0
C20B—C19B—H19D	109.1	C20D—C19D—H19H	109.0
H19C—C19B—H19D	107.9	H19G—C19D—H19H	107.8
N4B—C20B—C19B	112.0 (3)	N4D—C20D—C19D	109.9 (3)
N4B—C20B—H20C	109.2	N4D—C20D—H20G	109.7
C19B—C20B—H20C	109.2	C19D—C20D—H20G	109.7
N4B—C20B—H20D	109.2	N4D—C20D—H20H	109.7
C19B—C20B—H20D	109.2	C19D—C20D—H20H	109.7
H20C—C20B—H20D	107.9	H20G—C20D—H20H	108.2
N3A—C21A—N2A—C8A	170.1 (3)	N3C—C21C—N2C—C9C	−73.6 (3)
N3A—C21A—N2A—C9A	−69.3 (4)	N3C—C21C—N2C—C8C	165.0 (3)
N2A—C21A—N3A—C18A	176.6 (3)	N2C—C21C—N3C—C19C	176.6 (3)
N2A—C21A—N3A—C19A	−64.5 (4)	N2C—C21C—N3C—C18C	−62.8 (3)
C7A—N1A—C1A—C6A	17.2 (4)	C7C—N1C—C1C—C2C	−178.1 (3)
C10A—N1A—C1A—C6A	155.7 (3)	C10C—N1C—C1C—C2C	−41.5 (4)
C7A—N1A—C1A—C2A	−166.2 (3)	C7C—N1C—C1C—C6C	4.9 (4)
C10A—N1A—C1A—C2A	−27.6 (4)	C10C—N1C—C1C—C6C	141.5 (3)
C6A—C1A—C2A—C3A	2.1 (5)	C6C—C1C—C2C—C3C	0.5 (4)
N1A—C1A—C2A—C3A	−174.7 (3)	N1C—C1C—C2C—C3C	−176.7 (3)
C1A—C2A—C3A—C4A	−0.6 (6)	C1C—C2C—C3C—C4C	−0.4 (5)
C2A—C3A—C4A—C5A	−0.4 (6)	C2C—C3C—C4C—C5C	0.4 (5)
C3A—C4A—C5A—C6A	−0.2 (6)	C3C—C4C—C5C—C6C	−0.5 (5)
C4A—C5A—C6A—C1A	1.9 (6)	C4C—C5C—C6C—C1C	0.6 (5)
C2A—C1A—C6A—C5A	−2.8 (5)	C2C—C1C—C6C—C5C	−0.6 (4)
N1A—C1A—C6A—C5A	174.1 (3)	N1C—C1C—C6C—C5C	176.5 (3)
C1A—N1A—C7A—C8A	−169.4 (3)	C1C—N1C—C7C—C8C	−166.4 (3)
C10A—N1A—C7A—C8A	49.7 (4)	C10C—N1C—C7C—C8C	54.2 (4)
C21A—N2A—C8A—C7A	−177.2 (3)	C9C—N2C—C8C—C7C	58.5 (4)
C9A—N2A—C8A—C7A	59.6 (4)	C21C—N2C—C8C—C7C	−177.9 (3)
N1A—C7A—C8A—N2A	−55.8 (4)	N1C—C7C—C8C—N2C	−57.3 (4)
C8A—N2A—C9A—C10A	−59.1 (4)	C21C—N2C—C9C—C10C	179.5 (2)
C21A—N2A—C9A—C10A	179.4 (3)	C8C—N2C—C9C—C10C	−58.4 (3)
C1A—N1A—C10A—C9A	169.7 (3)	C1C—N1C—C10C—C9C	166.1 (3)
C7A—N1A—C10A—C9A	−49.7 (4)	C7C—N1C—C10C—C9C	−54.3 (4)
N2A—C9A—C10A—N1A	55.3 (4)	N2C—C9C—C10C—N1C	57.3 (3)
C20A—N4A—C11A—C12A	−23.1 (4)	C20C—N4C—C11C—C12C	1.4 (4)
C17A—N4A—C11A—C12A	−158.6 (3)	C17C—N4C—C11C—C12C	137.1 (3)
C20A—N4A—C11A—C16A	157.5 (3)	C20C—N4C—C11C—C16C	178.2 (3)
C17A—N4A—C11A—C16A	22.0 (4)	C17C—N4C—C11C—C16C	−46.1 (4)
C16A—C11A—C12A—C13A	0.6 (5)	C16C—C11C—C12C—C13C	−1.1 (5)
N4A—C11A—C12A—C13A	−178.9 (3)	N4C—C11C—C12C—C13C	175.8 (3)
C11A—C12A—C13A—C14A	−0.1 (6)	C11C—C12C—C13C—C14C	0.8 (5)
C12A—C13A—C14A—C15A	0.0 (6)	C12C—C13C—C14C—C15C	0.1 (5)
C13A—C14A—C15A—C16A	−0.4 (7)	C13C—C14C—C15C—C16C	−0.6 (5)
C14A—C15A—C16A—C11A	0.8 (6)	C14C—C15C—C16C—C11C	0.3 (5)
C12A—C11A—C16A—C15A	−0.9 (5)	C12C—C11C—C16C—C15C	0.5 (4)
N4A—C11A—C16A—C15A	178.5 (3)	N4C—C11C—C16C—C15C	−176.4 (3)
C11A—N4A—C17A—C18A	−178.9 (3)	C11C—N4C—C17C—C18C	164.3 (3)
C20A—N4A—C17A—C18A	44.3 (4)	C20C—N4C—C17C—C18C	−57.0 (3)
C21A—N3A—C18A—C17A	−176.4 (3)	C19C—N3C—C18C—C17C	−57.2 (3)
C19A—N3A—C18A—C17A	61.8 (3)	C21C—N3C—C18C—C17C	−178.3 (3)
N4A—C17A—C18A—N3A	−53.9 (4)	N4C—C17C—C18C—N3C	58.0 (4)
C21A—N3A—C19A—C20A	177.1 (3)	C18C—N3C—C19C—C20C	57.2 (4)
C18A—N3A—C19A—C20A	−62.1 (3)	C21C—N3C—C19C—C20C	179.2 (3)
C11A—N4A—C20A—C19A	176.9 (3)	C11C—N4C—C20C—C19C	−165.1 (3)
C17A—N4A—C20A—C19A	−45.9 (4)	C17C—N4C—C20C—C19C	56.3 (3)
N3A—C19A—C20A—N4A	55.9 (4)	N3C—C19C—C20C—N4C	−57.4 (4)
N3B—C21B—N2B—C9B	169.1 (3)	C19D—N3D—C21D—N2D	61.2 (4)
N3B—C21B—N2B—C8B	−69.4 (3)	C18D—N3D—C21D—N2D	−177.3 (3)
N2B—C21B—N3B—C19B	177.3 (3)	C9D—N2D—C21D—N3D	70.0 (4)
N2B—C21B—N3B—C18B	−62.3 (3)	C8D—N2D—C21D—N3D	−169.0 (3)
C7B—N1B—C1B—C2B	174.3 (3)	C7D—N1D—C1D—C6D	−8.3 (5)
C10B—N1B—C1B—C2B	36.7 (4)	C10D—N1D—C1D—C6D	−143.1 (4)
C7B—N1B—C1B—C6B	−8.0 (4)	C7D—N1D—C1D—C2D	172.3 (3)
C10B—N1B—C1B—C6B	−145.6 (3)	C10D—N1D—C1D—C2D	37.5 (5)
C6B—C1B—C2B—C3B	0.5 (4)	C6D—C1D—C2D—C3D	0.3 (7)
N1B—C1B—C2B—C3B	178.3 (3)	N1D—C1D—C2D—C3D	179.7 (4)
C1B—C2B—C3B—C4B	0.2 (5)	C1D—C2D—C3D—C4D	−1.3 (10)
C2B—C3B—C4B—C5B	−1.0 (5)	C2D—C3D—C4D—C5D	1.0 (13)
C3B—C4B—C5B—C6B	1.1 (5)	C3D—C4D—C5D—C6D	0.3 (12)
C4B—C5B—C6B—C1B	−0.4 (5)	C2D—C1D—C6D—C5D	1.0 (6)
C2B—C1B—C6B—C5B	−0.4 (4)	N1D—C1D—C6D—C5D	−178.3 (4)
N1B—C1B—C6B—C5B	−178.2 (3)	C4D—C5D—C6D—C1D	−1.3 (9)
C1B—N1B—C7B—C8B	169.5 (2)	C1D—N1D—C7D—C8D	175.6 (3)
C10B—N1B—C7B—C8B	−51.2 (3)	C10D—N1D—C7D—C8D	−47.9 (4)
C21B—N2B—C8B—C7B	176.7 (2)	C9D—N2D—C8D—C7D	−61.8 (4)
C9B—N2B—C8B—C7B	−60.0 (3)	C21D—N2D—C8D—C7D	174.6 (3)
N1B—C7B—C8B—N2B	56.3 (3)	N1D—C7D—C8D—N2D	56.2 (4)
C21B—N2B—C9B—C10B	−175.1 (3)	C21D—N2D—C9D—C10D	−176.3 (3)
C8B—N2B—C9B—C10B	60.6 (4)	C8D—N2D—C9D—C10D	60.7 (4)
C1B—N1B—C10B—C9B	−168.6 (3)	C1D—N1D—C10D—C9D	−176.6 (3)
C7B—N1B—C10B—C9B	51.1 (4)	C7D—N1D—C10D—C9D	47.2 (4)
N2B—C9B—C10B—N1B	−56.9 (4)	N2D—C9D—C10D—N1D	−54.6 (4)
C20B—N4B—C11B—C16B	−166.1 (3)	C17D—N4D—C11D—C12D	143.7 (4)
C17B—N4B—C11B—C16B	−29.5 (4)	C20D—N4D—C11D—C12D	3.6 (5)
C20B—N4B—C11B—C12B	16.8 (4)	C17D—N4D—C11D—C16D	−40.3 (5)
C17B—N4B—C11B—C12B	153.4 (3)	C20D—N4D—C11D—C16D	179.6 (3)
C16B—C11B—C12B—C13B	0.8 (5)	C16D—C11D—C12D—C13D	−0.7 (5)
N4B—C11B—C12B—C13B	178.0 (3)	N4D—C11D—C12D—C13D	175.4 (4)
C11B—C12B—C13B—C14B	−0.1 (6)	C11D—C12D—C13D—C14D	0.3 (6)
C12B—C13B—C14B—C15B	−1.1 (6)	C12D—C13D—C14D—C15D	0.1 (7)
C13B—C14B—C15B—C16B	1.5 (5)	C13D—C14D—C15D—C16D	−0.1 (7)
C14B—C15B—C16B—C11B	−0.8 (5)	C14D—C15D—C16D—C11D	−0.4 (6)
C12B—C11B—C16B—C15B	−0.3 (4)	C12D—C11D—C16D—C15D	0.7 (5)
N4B—C11B—C16B—C15B	−177.6 (3)	N4D—C11D—C16D—C15D	−175.5 (3)
C11B—N4B—C17B—C18B	169.2 (3)	C11D—N4D—C17D—C18D	157.2 (3)
C20B—N4B—C17B—C18B	−51.8 (4)	C20D—N4D—C17D—C18D	−59.3 (4)
C19B—N3B—C18B—C17B	−58.8 (3)	C21D—N3D—C18D—C17D	−178.1 (3)
C21B—N3B—C18B—C17B	179.9 (2)	C19D—N3D—C18D—C17D	−55.4 (4)
N4B—C17B—C18B—N3B	56.7 (4)	N4D—C17D—C18D—N3D	58.7 (4)
C21B—N3B—C19B—C20B	−178.2 (3)	C21D—N3D—C19D—C20D	175.6 (3)
C18B—N3B—C19B—C20B	58.6 (3)	C18D—N3D—C19D—C20D	54.0 (4)
C11B—N4B—C20B—C19B	−169.8 (2)	C11D—N4D—C20D—C19D	−158.8 (3)
C17B—N4B—C20B—C19B	51.2 (3)	C17D—N4D—C20D—C19D	57.7 (4)
N3B—C19B—C20B—N4B	−56.0 (4)	N3D—C19D—C20D—N4D	−56.0 (4)