(3,5-Dinitro­salicylato-κ²O¹,O²)bis­(η⁵-methyl­cyclo­penta­dien­yl)titanium(IV)

The Ti atom in the title compound, [Ti(C₆H₇)₂(C₇H₂N₂O₇)], is four-coordinate; the 3,5-dinitro­salicylate, acting as bidentate ligand, chelates it via the hydr­oxy O atom and one carboxyl­ate O atom, forming a six-membered ring.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.036
• wR factor = 0.098
• Data-to-parameter ratio = 12.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Ti1
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C19

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 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
   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
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 2004); cell refinement: SMART; data reduction: SHELXTL (Sheldrick, 1997b) and SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

(3,5-Dinitrosalicylato-κ²O¹,O²)bis(η⁵– methylcyclopentadienyl)titanium(IV)

Crystal data

[Ti(C6H7)2(C7H2N2O7)]	F(000) = 888
Mr = 432.21	Dx = 1.575 Mg m^−3
Monoclinic, P21/c	Melting point: 427 K
Hall symbol: -P 2ybc	Mo Kα radiation, λ = 0.71073 Å
a = 7.9457 (9) Å	Cell parameters from 4471 reflections
b = 8.1111 (9) Å	θ = 2.5–27.8°
c = 28.409 (3) Å	µ = 0.52 mm^−1
β = 95.394 (1)°	T = 296 K
V = 1822.8 (4) Å^3	Prism, red
Z = 4	0.38 × 0.28 × 0.17 mm

Data collection

Bruker SMART CCD area-detector diffractometer	3254 independent reflections
Radiation source: fine-focus sealed tube	2837 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
φ and ω scans	θmax = 25.1°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 1999)	h = −9→4
Tmin = 0.827, Tmax = 0.920	k = −9→8
8884 measured reflections	l = −30→33

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-atom parameters constrained
wR(F^2) = 0.098	w = 1/[σ^2(Fo^2) + (0.0512P)^2 + 0.7525P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max = 0.001
3254 reflections	Δρmax = 0.30 e Å^−3
265 parameters	Δρmin = −0.31 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0093 (10)

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
Ti1	0.34649 (4)	0.17727 (4)	0.397551 (12)	0.03589 (15)
N1	0.6283 (2)	0.2063 (2)	0.25882 (6)	0.0464 (4)
C7	0.6239 (3)	−0.0668 (2)	0.41892 (7)	0.0400 (5)
O1	0.6341 (3)	0.3458 (2)	0.27505 (7)	0.0727 (6)
O2	0.6001 (3)	0.1765 (2)	0.21668 (6)	0.0711 (5)
O3	0.9854 (3)	−0.2933 (3)	0.25484 (7)	0.0783 (6)
O4	0.9698 (3)	−0.4203 (2)	0.32068 (7)	0.0744 (6)
O5	0.6959 (3)	−0.1663 (2)	0.44586 (6)	0.0689 (5)
O6	0.51792 (17)	0.04184 (17)	0.43284 (4)	0.0421 (3)
O7	0.49918 (18)	0.18278 (16)	0.34715 (5)	0.0416 (3)
C1	0.6664 (2)	0.0672 (2)	0.29111 (6)	0.0355 (4)
C2	0.6036 (2)	0.0680 (2)	0.33647 (6)	0.0341 (4)
C3	0.6617 (2)	−0.0601 (2)	0.36799 (6)	0.0353 (4)
C4	0.7681 (2)	−0.1813 (2)	0.35315 (7)	0.0385 (4)
H4	0.8075	−0.2641	0.3740	0.046*
C5	0.8160 (2)	−0.1799 (2)	0.30776 (7)	0.0383 (4)
C6	0.7667 (2)	−0.0555 (2)	0.27609 (7)	0.0381 (4)
H6	0.8006	−0.0553	0.2456	0.046*
N2	0.9310 (2)	−0.3071 (2)	0.29335 (7)	0.0508 (5)
C8	0.1864 (3)	0.0247 (3)	0.33668 (8)	0.0573 (6)
H8	0.2111	0.0174	0.3036	0.069*
C9	0.2362 (3)	−0.0878 (3)	0.37185 (8)	0.0509 (6)
H9	0.3043	−0.1866	0.3677	0.061*
C10	0.1593 (3)	−0.0467 (3)	0.41325 (8)	0.0506 (5)
C11	0.0632 (3)	0.0951 (3)	0.40245 (9)	0.0551 (6)
H11	−0.0152	0.1457	0.4229	0.066*
C12	0.0819 (3)	0.1415 (3)	0.35527 (9)	0.0601 (6)
H12	0.0167	0.2269	0.3372	0.072*
C13	0.1752 (4)	−0.1373 (4)	0.45930 (10)	0.0766 (8)
H13A	0.2023	−0.0607	0.4847	0.115*
H13B	0.2633	−0.2182	0.4591	0.115*
H13C	0.0702	−0.1911	0.4637	0.115*
C14	0.2315 (4)	0.4414 (3)	0.40745 (10)	0.0656 (7)
H14	0.1230	0.4816	0.3925	0.079*
C15	0.2586 (3)	0.3693 (3)	0.45222 (9)	0.0572 (6)
H15	0.1721	0.3504	0.4740	0.069*
C16	0.4317 (3)	0.3520 (3)	0.46302 (8)	0.0488 (5)
H16	0.4863	0.3144	0.4935	0.059*
C17	0.5172 (3)	0.4099 (3)	0.42527 (8)	0.0505 (5)
C18	0.3902 (4)	0.4654 (3)	0.39038 (8)	0.0630 (7)
H18	0.4103	0.5233	0.3612	0.076*
C19	0.7039 (3)	0.4093 (4)	0.42307 (12)	0.0761 (8)
H19A	0.7505	0.5115	0.4353	0.114*
H19B	0.7285	0.3964	0.3908	0.114*
H19C	0.7529	0.3195	0.4416	0.114*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ti1	0.0421 (2)	0.0347 (2)	0.0309 (2)	0.00616 (14)	0.00362 (15)	−0.00294 (13)
N1	0.0491 (10)	0.0508 (11)	0.0404 (10)	0.0066 (8)	0.0107 (8)	0.0110 (8)
C7	0.0472 (11)	0.0381 (10)	0.0348 (10)	0.0048 (9)	0.0036 (8)	0.0026 (8)
O1	0.1152 (16)	0.0438 (10)	0.0625 (11)	0.0127 (9)	0.0269 (11)	0.0111 (8)
O2	0.0965 (14)	0.0788 (13)	0.0367 (9)	0.0038 (10)	−0.0011 (9)	0.0139 (8)
O3	0.0912 (14)	0.0965 (14)	0.0504 (10)	0.0446 (11)	0.0241 (9)	−0.0035 (10)
O4	0.0949 (14)	0.0617 (11)	0.0670 (11)	0.0412 (10)	0.0092 (10)	0.0039 (9)
O5	0.0995 (14)	0.0678 (11)	0.0412 (9)	0.0411 (10)	0.0155 (9)	0.0177 (8)
O6	0.0499 (8)	0.0459 (8)	0.0306 (7)	0.0112 (7)	0.0048 (6)	−0.0009 (6)
O7	0.0521 (8)	0.0380 (8)	0.0362 (7)	0.0125 (6)	0.0112 (6)	0.0046 (6)
C1	0.0365 (10)	0.0377 (10)	0.0320 (10)	−0.0003 (8)	0.0018 (8)	0.0034 (8)
C2	0.0358 (10)	0.0334 (10)	0.0330 (9)	−0.0002 (8)	0.0021 (7)	−0.0008 (8)
C3	0.0386 (10)	0.0339 (10)	0.0330 (10)	0.0020 (8)	0.0021 (8)	−0.0005 (8)
C4	0.0434 (11)	0.0354 (10)	0.0360 (10)	0.0031 (8)	−0.0005 (8)	0.0000 (8)
C5	0.0376 (10)	0.0387 (11)	0.0386 (11)	0.0051 (8)	0.0030 (8)	−0.0069 (8)
C6	0.0365 (10)	0.0450 (11)	0.0332 (10)	−0.0010 (8)	0.0048 (8)	−0.0032 (8)
N2	0.0514 (11)	0.0546 (12)	0.0455 (11)	0.0151 (9)	0.0001 (8)	−0.0101 (9)
C8	0.0584 (14)	0.0670 (15)	0.0446 (12)	−0.0094 (12)	−0.0043 (10)	−0.0117 (11)
C9	0.0500 (12)	0.0446 (12)	0.0575 (14)	−0.0027 (10)	0.0011 (10)	−0.0152 (10)
C10	0.0492 (12)	0.0488 (12)	0.0536 (13)	−0.0059 (10)	0.0037 (10)	−0.0022 (10)
C11	0.0419 (12)	0.0581 (14)	0.0656 (15)	0.0006 (10)	0.0069 (10)	−0.0094 (12)
C12	0.0530 (14)	0.0616 (15)	0.0616 (15)	0.0022 (12)	−0.0157 (11)	−0.0010 (12)
C13	0.092 (2)	0.0722 (18)	0.0664 (17)	−0.0137 (16)	0.0092 (15)	0.0163 (14)
C14	0.0740 (18)	0.0494 (14)	0.0703 (17)	0.0273 (13)	−0.0086 (14)	−0.0180 (12)
C15	0.0664 (15)	0.0553 (14)	0.0512 (14)	0.0073 (12)	0.0131 (11)	−0.0181 (11)
C16	0.0659 (14)	0.0432 (12)	0.0371 (11)	0.0000 (10)	0.0038 (10)	−0.0115 (9)
C17	0.0655 (14)	0.0329 (11)	0.0542 (13)	−0.0027 (10)	0.0114 (11)	−0.0083 (10)
C18	0.115 (2)	0.0283 (11)	0.0464 (13)	0.0112 (12)	0.0086 (13)	0.0010 (10)
C19	0.0716 (18)	0.0607 (17)	0.099 (2)	−0.0170 (14)	0.0234 (16)	−0.0163 (15)

Geometric parameters (Å, º)

Ti1—O6	1.9520 (13)	C5—N2	1.462 (2)
Ti1—O7	1.9622 (14)	C6—H6	0.9300
Ti1—C12	2.339 (2)	C8—C9	1.383 (3)
Ti1—C15	2.352 (2)	C8—C12	1.396 (4)
Ti1—C14	2.357 (2)	C8—H8	0.9800
Ti1—C11	2.364 (2)	C9—C10	1.415 (3)
Ti1—C18	2.374 (2)	C9—H9	0.9800
Ti1—C16	2.385 (2)	C10—C11	1.399 (3)
Ti1—C8	2.393 (2)	C10—C13	1.495 (4)
Ti1—C9	2.409 (2)	C11—C12	1.414 (4)
Ti1—C17	2.412 (2)	C11—H11	0.9800
Ti1—C10	2.416 (2)	C12—H12	0.9800
N1—O2	1.221 (2)	C13—H13A	0.9600
N1—O1	1.221 (2)	C13—H13B	0.9600
N1—C1	1.467 (3)	C13—H13C	0.9600
C7—O5	1.217 (2)	C14—C15	1.398 (4)
C7—O6	1.305 (2)	C14—C18	1.406 (4)
C7—C3	1.506 (3)	C14—H14	0.9800
O3—N2	1.219 (3)	C15—C16	1.388 (3)
O4—N2	1.223 (2)	C15—H15	0.9800
O7—C2	1.302 (2)	C16—C17	1.403 (3)
C1—C6	1.369 (3)	C16—H16	0.9800
C1—C2	1.425 (3)	C17—C18	1.420 (3)
C2—C3	1.420 (3)	C17—C19	1.490 (4)
C3—C4	1.387 (3)	C18—H18	0.9800
C4—C5	1.378 (3)	C19—H19A	0.9600
C4—H4	0.9300	C19—H19B	0.9600
C5—C6	1.383 (3)	C19—H19C	0.9600
O6—Ti1—O7	86.45 (6)	C5—C4—H4	119.7
O6—Ti1—C12	138.07 (8)	C3—C4—H4	119.7
O7—Ti1—C12	102.45 (8)	C4—C5—C6	121.89 (17)
O6—Ti1—C15	105.65 (7)	C4—C5—N2	119.39 (18)
O7—Ti1—C15	135.17 (8)	C6—C5—N2	118.60 (18)
C12—Ti1—C15	96.49 (9)	C1—C6—C5	117.73 (18)
O6—Ti1—C14	135.24 (8)	C1—C6—H6	121.1
O7—Ti1—C14	109.85 (9)	C5—C6—H6	121.1
C12—Ti1—C14	80.47 (9)	O3—N2—O4	123.28 (19)
C15—Ti1—C14	34.55 (9)	O3—N2—C5	118.07 (19)
O6—Ti1—C11	115.68 (8)	O4—N2—C5	118.63 (19)
O7—Ti1—C11	134.98 (8)	C9—C8—C12	108.3 (2)
C12—Ti1—C11	34.97 (9)	C9—C8—Ti1	73.88 (12)
C15—Ti1—C11	78.71 (9)	C12—C8—Ti1	70.75 (13)
C14—Ti1—C11	82.38 (10)	C9—C8—H8	125.7
O6—Ti1—C18	119.83 (8)	C12—C8—H8	125.7
O7—Ti1—C18	79.03 (8)	Ti1—C8—H8	125.7
C12—Ti1—C18	102.10 (10)	C8—C9—C10	109.2 (2)
C15—Ti1—C18	57.29 (9)	C8—C9—Ti1	72.64 (13)
C14—Ti1—C18	34.58 (10)	C10—C9—Ti1	73.23 (13)
C11—Ti1—C18	115.48 (10)	C8—C9—H9	125.3
O6—Ti1—C16	78.50 (7)	C10—C9—H9	125.3
O7—Ti1—C16	113.94 (7)	Ti1—C9—H9	125.3
C12—Ti1—C16	130.52 (9)	C11—C10—C9	106.3 (2)
C15—Ti1—C16	34.06 (8)	C11—C10—C13	126.5 (2)
C14—Ti1—C16	56.73 (8)	C9—C10—C13	127.2 (2)
C11—Ti1—C16	108.88 (8)	C11—C10—Ti1	70.96 (13)
C18—Ti1—C16	56.56 (8)	C9—C10—Ti1	72.65 (13)
O6—Ti1—C8	112.21 (8)	C13—C10—Ti1	121.87 (17)
O7—Ti1—C8	78.90 (8)	C10—C11—C12	108.8 (2)
C12—Ti1—C8	34.28 (9)	C10—C11—Ti1	75.04 (13)
C15—Ti1—C8	130.48 (9)	C12—C11—Ti1	71.55 (14)
C14—Ti1—C8	111.76 (9)	C10—C11—H11	125.4
C11—Ti1—C8	56.80 (9)	C12—C11—H11	125.4
C18—Ti1—C8	121.27 (9)	Ti1—C11—H11	125.4
C16—Ti1—C8	164.45 (9)	C8—C12—C11	107.3 (2)
O6—Ti1—C9	82.52 (7)	C8—C12—Ti1	74.97 (13)
O7—Ti1—C9	91.79 (7)	C11—C12—Ti1	73.48 (13)
C12—Ti1—C9	56.62 (8)	C8—C12—H12	125.9
C15—Ti1—C9	132.01 (9)	C11—C12—H12	125.9
C14—Ti1—C9	135.53 (9)	Ti1—C12—H12	125.9
C11—Ti1—C9	56.30 (8)	C10—C13—H13A	109.5
C18—Ti1—C9	154.75 (8)	C10—C13—H13B	109.5
C16—Ti1—C9	146.63 (8)	H13A—C13—H13B	109.5
C8—Ti1—C9	33.48 (8)	C10—C13—H13C	109.5
O6—Ti1—C17	85.91 (7)	H13A—C13—H13C	109.5
O7—Ti1—C17	81.56 (7)	H13B—C13—H13C	109.5
C12—Ti1—C17	135.67 (9)	C15—C14—C18	107.8 (2)
C15—Ti1—C17	57.25 (9)	C15—C14—Ti1	72.53 (13)
C14—Ti1—C17	57.47 (9)	C18—C14—Ti1	73.39 (13)
C11—Ti1—C17	135.27 (8)	C15—C14—H14	125.9
C18—Ti1—C17	34.50 (8)	C18—C14—H14	125.9
C16—Ti1—C17	34.01 (8)	Ti1—C14—H14	125.9
C8—Ti1—C17	152.22 (9)	C16—C15—C14	107.9 (2)
C9—Ti1—C17	167.00 (8)	C16—C15—Ti1	74.30 (12)
O6—Ti1—C10	83.91 (7)	C14—C15—Ti1	72.92 (13)
O7—Ti1—C10	125.83 (7)	C16—C15—H15	125.7
C12—Ti1—C10	57.47 (9)	C14—C15—H15	125.7
C15—Ti1—C10	98.62 (9)	Ti1—C15—H15	125.7
C14—Ti1—C10	114.17 (10)	C15—C16—C17	109.8 (2)
C11—Ti1—C10	34.01 (8)	C15—C16—Ti1	71.64 (12)
C18—Ti1—C10	148.60 (9)	C17—C16—Ti1	74.05 (12)
C16—Ti1—C10	115.94 (8)	C15—C16—H16	125.0
C8—Ti1—C10	56.62 (8)	C17—C16—H16	125.0
C9—Ti1—C10	34.12 (8)	Ti1—C16—H16	125.0
C17—Ti1—C10	149.88 (8)	C16—C17—C18	106.0 (2)
O2—N1—O1	123.42 (19)	C16—C17—C19	125.9 (2)
O2—N1—C1	117.94 (18)	C18—C17—C19	128.1 (2)
O1—N1—C1	118.55 (18)	C16—C17—Ti1	71.94 (12)
O5—C7—O6	122.37 (19)	C18—C17—Ti1	71.27 (13)
O5—C7—C3	120.21 (18)	C19—C17—Ti1	120.99 (16)
O6—C7—C3	117.36 (16)	C14—C18—C17	108.5 (2)
C7—O6—Ti1	131.53 (12)	C14—C18—Ti1	72.04 (14)
C2—O7—Ti1	127.25 (12)	C17—C18—Ti1	74.24 (12)
C6—C1—C2	123.29 (17)	C14—C18—H18	125.5
C6—C1—N1	117.15 (17)	C17—C18—H18	125.5
C2—C1—N1	119.52 (17)	Ti1—C18—H18	125.5
O7—C2—C3	123.56 (17)	C17—C19—H19A	109.5
O7—C2—C1	119.94 (16)	C17—C19—H19B	109.5
C3—C2—C1	116.50 (17)	H19A—C19—H19B	109.5
C4—C3—C2	119.86 (18)	C17—C19—H19C	109.5
C4—C3—C7	116.67 (17)	H19A—C19—H19C	109.5
C2—C3—C7	123.32 (17)	H19B—C19—H19C	109.5
C5—C4—C3	120.54 (18)
O5—C7—O6—Ti1	−163.09 (17)	C10—Ti1—C11—C12	−116.2 (2)
C3—C7—O6—Ti1	19.8 (3)	C9—C8—C12—C11	−2.1 (3)
O7—Ti1—O6—C7	−33.19 (18)	Ti1—C8—C12—C11	−66.91 (16)
C12—Ti1—O6—C7	71.5 (2)	C9—C8—C12—Ti1	64.83 (16)
C15—Ti1—O6—C7	−169.29 (18)	C10—C11—C12—C8	1.6 (3)
C14—Ti1—O6—C7	−148.07 (19)	Ti1—C11—C12—C8	67.92 (16)
C11—Ti1—O6—C7	105.92 (18)	C10—C11—C12—Ti1	−66.33 (16)
C18—Ti1—O6—C7	−108.39 (19)	O6—Ti1—C12—C8	−51.0 (2)
C16—Ti1—O6—C7	−148.50 (19)	O7—Ti1—C12—C8	47.65 (16)
C8—Ti1—O6—C7	43.3 (2)	C15—Ti1—C12—C8	−173.23 (16)
C9—Ti1—O6—C7	59.09 (18)	C14—Ti1—C12—C8	156.04 (18)
C17—Ti1—O6—C7	−114.96 (19)	C11—Ti1—C12—C8	−113.6 (2)
C10—Ti1—O6—C7	93.43 (18)	C18—Ti1—C12—C8	128.90 (16)
O6—Ti1—O7—C2	31.90 (16)	C16—Ti1—C12—C8	−175.02 (14)
C12—Ti1—O7—C2	−106.65 (16)	C9—Ti1—C12—C8	−36.21 (15)
C15—Ti1—O7—C2	140.62 (16)	C17—Ti1—C12—C8	138.27 (15)
C14—Ti1—O7—C2	169.12 (15)	C10—Ti1—C12—C8	−77.12 (16)
C11—Ti1—O7—C2	−91.59 (18)	O6—Ti1—C12—C11	62.62 (19)
C18—Ti1—O7—C2	153.21 (17)	O7—Ti1—C12—C11	161.29 (14)
C16—Ti1—O7—C2	107.66 (16)	C15—Ti1—C12—C11	−59.58 (16)
C8—Ti1—O7—C2	−81.55 (16)	C14—Ti1—C12—C11	−90.31 (16)
C9—Ti1—O7—C2	−50.48 (16)	C18—Ti1—C12—C11	−117.45 (15)
C17—Ti1—O7—C2	118.29 (16)	C16—Ti1—C12—C11	−61.38 (18)
C10—Ti1—O7—C2	−47.97 (18)	C8—Ti1—C12—C11	113.6 (2)
O2—N1—C1—C6	39.7 (3)	C9—Ti1—C12—C11	77.44 (16)
O1—N1—C1—C6	−137.0 (2)	C17—Ti1—C12—C11	−108.09 (16)
O2—N1—C1—C2	−142.4 (2)	C10—Ti1—C12—C11	36.52 (14)
O1—N1—C1—C2	41.0 (3)	O6—Ti1—C14—C15	−37.9 (2)
Ti1—O7—C2—C3	−19.7 (3)	O7—Ti1—C14—C15	−143.62 (16)
Ti1—O7—C2—C1	160.63 (13)	C12—Ti1—C14—C15	116.49 (18)
C6—C1—C2—O7	−175.19 (18)	C11—Ti1—C14—C15	81.16 (17)
N1—C1—C2—O7	7.0 (3)	C18—Ti1—C14—C15	−115.3 (2)
C6—C1—C2—C3	5.1 (3)	C16—Ti1—C14—C15	−37.42 (15)
N1—C1—C2—C3	−172.71 (17)	C8—Ti1—C14—C15	130.74 (16)
O7—C2—C3—C4	177.58 (18)	C9—Ti1—C14—C15	101.83 (18)
C1—C2—C3—C4	−2.7 (3)	C17—Ti1—C14—C15	−78.17 (16)
O7—C2—C3—C7	−6.8 (3)	C10—Ti1—C14—C15	68.79 (18)
C1—C2—C3—C7	172.84 (17)	O6—Ti1—C14—C18	77.40 (19)
O5—C7—C3—C4	5.9 (3)	O7—Ti1—C14—C18	−28.30 (17)
O6—C7—C3—C4	−176.96 (17)	C12—Ti1—C14—C18	−128.19 (17)
O5—C7—C3—C2	−169.8 (2)	C15—Ti1—C14—C18	115.3 (2)
O6—C7—C3—C2	7.3 (3)	C11—Ti1—C14—C18	−163.52 (16)
C2—C3—C4—C5	−1.0 (3)	C16—Ti1—C14—C18	77.90 (16)
C7—C3—C4—C5	−176.86 (18)	C8—Ti1—C14—C18	−113.94 (15)
C3—C4—C5—C6	2.8 (3)	C9—Ti1—C14—C18	−142.85 (15)
C3—C4—C5—N2	178.77 (18)	C17—Ti1—C14—C18	37.15 (14)
C2—C1—C6—C5	−3.5 (3)	C10—Ti1—C14—C18	−175.89 (14)
N1—C1—C6—C5	174.37 (17)	C18—C14—C15—C16	1.2 (3)
C4—C5—C6—C1	−0.6 (3)	Ti1—C14—C15—C16	66.61 (16)
N2—C5—C6—C1	−176.57 (17)	C18—C14—C15—Ti1	−65.45 (17)
C4—C5—N2—O3	−172.4 (2)	O6—Ti1—C15—C16	38.39 (16)
C6—C5—N2—O3	3.7 (3)	O7—Ti1—C15—C16	−62.59 (18)
C4—C5—N2—O4	6.5 (3)	C12—Ti1—C15—C16	−177.57 (15)
C6—C5—N2—O4	−177.4 (2)	C14—Ti1—C15—C16	−114.9 (2)
O6—Ti1—C8—C9	29.28 (16)	C11—Ti1—C15—C16	152.16 (16)
O7—Ti1—C8—C9	110.76 (15)	C18—Ti1—C15—C16	−77.33 (16)
C12—Ti1—C8—C9	−116.6 (2)	C8—Ti1—C15—C16	177.42 (14)
C15—Ti1—C8—C9	−107.73 (17)	C9—Ti1—C15—C16	132.42 (14)
C14—Ti1—C8—C9	−142.13 (15)	C17—Ti1—C15—C16	−36.05 (14)
C11—Ti1—C8—C9	−77.72 (16)	C10—Ti1—C15—C16	124.44 (15)
C18—Ti1—C8—C9	−179.49 (15)	O6—Ti1—C15—C14	153.29 (16)
C16—Ti1—C8—C9	−102.3 (3)	O7—Ti1—C15—C14	52.3 (2)
C17—Ti1—C8—C9	156.86 (17)	C12—Ti1—C15—C14	−62.67 (18)
C10—Ti1—C8—C9	−36.77 (14)	C11—Ti1—C15—C14	−92.94 (17)
O6—Ti1—C8—C12	145.86 (15)	C18—Ti1—C15—C14	37.57 (16)
O7—Ti1—C8—C12	−132.66 (17)	C16—Ti1—C15—C14	114.9 (2)
C15—Ti1—C8—C12	8.9 (2)	C8—Ti1—C15—C14	−67.7 (2)
C14—Ti1—C8—C12	−25.54 (19)	C9—Ti1—C15—C14	−112.68 (18)
C11—Ti1—C8—C12	38.87 (15)	C17—Ti1—C15—C14	78.85 (18)
C18—Ti1—C8—C12	−62.91 (19)	C10—Ti1—C15—C14	−120.66 (17)
C16—Ti1—C8—C12	14.2 (4)	C14—C15—C16—C17	−1.0 (3)
C9—Ti1—C8—C12	116.6 (2)	Ti1—C15—C16—C17	64.73 (15)
C17—Ti1—C8—C12	−86.6 (2)	C14—C15—C16—Ti1	−65.69 (16)
C10—Ti1—C8—C12	79.82 (17)	O6—Ti1—C16—C15	−142.39 (16)
C12—C8—C9—C10	1.8 (3)	O7—Ti1—C16—C15	136.78 (14)
Ti1—C8—C9—C10	64.60 (16)	C12—Ti1—C16—C15	3.2 (2)
C12—C8—C9—Ti1	−62.79 (16)	C14—Ti1—C16—C15	37.97 (16)
O6—Ti1—C9—C8	−152.83 (15)	C11—Ti1—C16—C15	−28.95 (17)
O7—Ti1—C9—C8	−66.65 (15)	C18—Ti1—C16—C15	79.66 (17)
C12—Ti1—C9—C8	37.10 (15)	C8—Ti1—C16—C15	−7.3 (4)
C15—Ti1—C9—C8	102.82 (17)	C9—Ti1—C16—C15	−85.8 (2)
C14—Ti1—C9—C8	54.5 (2)	C17—Ti1—C16—C15	117.7 (2)
C11—Ti1—C9—C8	79.36 (16)	C10—Ti1—C16—C15	−65.05 (16)
C18—Ti1—C9—C8	1.0 (3)	O6—Ti1—C16—C17	99.87 (14)
C16—Ti1—C9—C8	151.57 (16)	O7—Ti1—C16—C17	19.04 (15)
C17—Ti1—C9—C8	−125.5 (3)	C12—Ti1—C16—C17	−114.56 (16)
C10—Ti1—C9—C8	117.0 (2)	C15—Ti1—C16—C17	−117.7 (2)
O6—Ti1—C9—C10	90.18 (13)	C14—Ti1—C16—C17	−79.77 (16)
O7—Ti1—C9—C10	176.37 (13)	C11—Ti1—C16—C17	−146.69 (14)
C12—Ti1—C9—C10	−79.89 (15)	C18—Ti1—C16—C17	−38.08 (15)
C15—Ti1—C9—C10	−14.16 (18)	C8—Ti1—C16—C17	−125.1 (3)
C14—Ti1—C9—C10	−62.50 (18)	C9—Ti1—C16—C17	156.47 (15)
C11—Ti1—C9—C10	−37.62 (13)	C10—Ti1—C16—C17	177.20 (13)
C18—Ti1—C9—C10	−116.0 (2)	C15—C16—C17—C18	0.4 (2)
C16—Ti1—C9—C10	34.6 (2)	Ti1—C16—C17—C18	63.57 (15)
C8—Ti1—C9—C10	−117.0 (2)	C15—C16—C17—C19	−178.8 (2)
C17—Ti1—C9—C10	117.5 (4)	Ti1—C16—C17—C19	−115.6 (2)
C8—C9—C10—C11	−0.8 (3)	C15—C16—C17—Ti1	−63.20 (16)
Ti1—C9—C10—C11	63.42 (15)	O6—Ti1—C17—C16	−75.44 (14)
C8—C9—C10—C13	178.6 (2)	O7—Ti1—C17—C16	−162.46 (14)
Ti1—C9—C10—C13	−117.2 (2)	C12—Ti1—C17—C16	98.34 (17)
C8—C9—C10—Ti1	−64.22 (16)	C15—Ti1—C17—C16	36.11 (14)
O6—Ti1—C10—C11	159.60 (15)	C14—Ti1—C17—C16	77.42 (16)
O7—Ti1—C10—C11	−119.24 (14)	C11—Ti1—C17—C16	47.60 (19)
C12—Ti1—C10—C11	−37.59 (14)	C18—Ti1—C17—C16	114.7 (2)
C15—Ti1—C10—C11	54.64 (15)	C8—Ti1—C17—C16	151.91 (18)
C14—Ti1—C10—C11	22.31 (17)	C9—Ti1—C17—C16	−102.6 (4)
C18—Ti1—C10—C11	17.8 (2)	C10—Ti1—C17—C16	−5.0 (2)
C16—Ti1—C10—C11	85.55 (16)	O6—Ti1—C17—C18	169.90 (16)
C8—Ti1—C10—C11	−78.70 (16)	O7—Ti1—C17—C18	82.89 (15)
C9—Ti1—C10—C11	−114.8 (2)	C12—Ti1—C17—C18	−16.3 (2)
C17—Ti1—C10—C11	88.7 (2)	C15—Ti1—C17—C18	−78.54 (16)
O6—Ti1—C10—C9	−85.64 (13)	C14—Ti1—C17—C18	−37.24 (15)
O7—Ti1—C10—C9	−4.48 (16)	C11—Ti1—C17—C18	−67.06 (19)
C12—Ti1—C10—C9	77.17 (15)	C16—Ti1—C17—C18	−114.7 (2)
C15—Ti1—C10—C9	169.40 (14)	C8—Ti1—C17—C18	37.3 (3)
C14—Ti1—C10—C9	137.07 (14)	C9—Ti1—C17—C18	142.7 (3)
C11—Ti1—C10—C9	114.8 (2)	C10—Ti1—C17—C18	−119.67 (19)
C18—Ti1—C10—C9	132.60 (17)	O6—Ti1—C17—C19	46.1 (2)
C16—Ti1—C10—C9	−159.69 (13)	O7—Ti1—C17—C19	−40.9 (2)
C8—Ti1—C10—C9	36.06 (13)	C12—Ti1—C17—C19	−140.1 (2)
C17—Ti1—C10—C9	−156.57 (16)	C15—Ti1—C17—C19	157.7 (2)
O6—Ti1—C10—C13	37.8 (2)	C14—Ti1—C17—C19	−161.0 (2)
O7—Ti1—C10—C13	118.9 (2)	C11—Ti1—C17—C19	169.2 (2)
C12—Ti1—C10—C13	−159.4 (2)	C18—Ti1—C17—C19	−123.8 (3)
C15—Ti1—C10—C13	−67.2 (2)	C16—Ti1—C17—C19	121.6 (3)
C14—Ti1—C10—C13	−99.5 (2)	C8—Ti1—C17—C19	−86.5 (3)
C11—Ti1—C10—C13	−121.8 (3)	C9—Ti1—C17—C19	19.0 (5)
C18—Ti1—C10—C13	−104.0 (2)	C10—Ti1—C17—C19	116.5 (2)
C16—Ti1—C10—C13	−36.3 (2)	C15—C14—C18—C17	−0.9 (3)
C8—Ti1—C10—C13	159.5 (3)	Ti1—C14—C18—C17	−65.82 (16)
C9—Ti1—C10—C13	123.4 (3)	C15—C14—C18—Ti1	64.88 (17)
C17—Ti1—C10—C13	−33.1 (3)	C16—C17—C18—C14	0.4 (2)
C9—C10—C11—C12	−0.5 (3)	C19—C17—C18—C14	179.5 (2)
C13—C10—C11—C12	−179.9 (2)	Ti1—C17—C18—C14	64.38 (17)
Ti1—C10—C11—C12	64.07 (17)	C16—C17—C18—Ti1	−64.02 (15)
C9—C10—C11—Ti1	−64.56 (15)	C19—C17—C18—Ti1	115.1 (2)
C13—C10—C11—Ti1	116.1 (2)	O6—Ti1—C18—C14	−127.61 (15)
O6—Ti1—C11—C10	−22.62 (16)	O7—Ti1—C18—C14	152.98 (16)
O7—Ti1—C11—C10	89.93 (16)	C12—Ti1—C18—C14	52.44 (17)
C12—Ti1—C11—C10	116.2 (2)	C15—Ti1—C18—C14	−37.54 (15)
C15—Ti1—C11—C10	−124.69 (15)	C11—Ti1—C18—C14	18.14 (18)
C14—Ti1—C11—C10	−159.55 (16)	C16—Ti1—C18—C14	−78.45 (16)
C18—Ti1—C11—C10	−169.82 (13)	C8—Ti1—C18—C14	83.30 (17)
C16—Ti1—C11—C10	−108.64 (14)	C9—Ti1—C18—C14	82.6 (3)
C8—Ti1—C11—C10	78.13 (15)	C17—Ti1—C18—C14	−116.0 (2)
C9—Ti1—C11—C10	37.75 (13)	C10—Ti1—C18—C14	7.2 (2)
C17—Ti1—C11—C10	−134.52 (14)	O6—Ti1—C18—C17	−11.63 (18)
O6—Ti1—C11—C12	−138.82 (14)	O7—Ti1—C18—C17	−91.04 (15)
O7—Ti1—C11—C12	−26.28 (19)	C12—Ti1—C18—C17	168.42 (15)
C15—Ti1—C11—C12	119.10 (16)	C15—Ti1—C18—C17	78.44 (15)
C14—Ti1—C11—C12	84.25 (16)	C14—Ti1—C18—C17	116.0 (2)
C18—Ti1—C11—C12	73.98 (16)	C11—Ti1—C18—C17	134.12 (15)
C16—Ti1—C11—C12	135.15 (15)	C16—Ti1—C18—C17	37.53 (14)
C8—Ti1—C11—C12	−38.07 (14)	C8—Ti1—C18—C17	−160.73 (14)
C9—Ti1—C11—C12	−78.45 (16)	C9—Ti1—C18—C17	−161.38 (18)
C17—Ti1—C11—C12	109.27 (17)	C10—Ti1—C18—C17	123.18 (18)