Bis{4-[2-(2-hydroxy­phen­yl)ethyl­eneamino]phen­yl} ether

In the title compound, C₂₈H₂₄N₂O₃, the two mol­ecules in the asymmetric unit have different conformations about the ether bonds. The bond lengths and angles of the two mol­ecules are nearly identical. The crystal structure is stabilized by intra­molecular O—H...N and inter­molecular C—H...O hydrogen bonding.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.068
• wR factor = 0.214
• Data-to-parameter ratio = 14.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT026_ALERT_3_B Ratio Observed / Unique Reflections too Low ....         38 Perc.

Alert level C
RINTA01_ALERT_3_C  The value of Rint is greater than 0.10
            Rint given   0.118
PLAT020_ALERT_3_C The value of Rint is greater than 0.10 .........       0.12
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.96
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.20
PLAT155_ALERT_4_C The Triclinic Unitcell is NOT Reduced ..........          ?
PLAT230_ALERT_2_C Hirshfeld Test Diff for    O1     -   C2      ..       6.36 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C17    -   C18     ..       5.51 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C38    -   C39     ..       5.86 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O2
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O5
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          6
PLAT480_ALERT_4_C Long H...A H-Bond Reported H8B    ..  O3      ..       2.63 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H49B   ..  O4      ..       2.61 Ang.
PLAT755_ALERT_4_C D-H     Calc     0.96000, Rep    0.960(4) ......  Senseless su
              C8   -H8B     1.555   1.555
PLAT755_ALERT_4_C D-H     Calc     0.96000, Rep    0.960(4) ......  Senseless su
              C49  -H49B    1.555   1.555
PLAT756_ALERT_4_C H...A   Calc     2.63000, Rep    2.626(3) ......  Senseless su
              H8B  -O3      1.555   2.566
PLAT756_ALERT_4_C H...A   Calc     2.61000, Rep    2.613(3) ......  Senseless su
              H49B -O4      1.555   2.676

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
  18 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
   6 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
   7 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Bis{4-[2-(2-hydroxyphenyl)ethyleneamino]phenyl} ether

Crystal data

C28H24N2O3	Z = 4
Mr = 436.49	F(000) = 920
Triclinic, P1	Dx = 1.301 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.4897 (8) Å	Cell parameters from 26681 reflections
b = 10.4644 (8) Å	θ = 1.8–26.1°
c = 22.8605 (19) Å	µ = 0.09 mm^−1
α = 96.588 (6)°	T = 296 K
β = 98.781 (7)°	Plate, colourless
γ = 89.957 (6)°	0.35 × 0.26 × 0.08 mm
V = 2228.4 (3) Å^3

Data collection

Stoe IPDS-2 diffractometer	8425 independent reflections
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus	3164 reflections with I > 2σ(I)
Plane graphite monochromator	Rint = 0.118
Detector resolution: 6.67 pixels mm^-1	θmax = 26.0°, θmin = 1.8°
ω scans	h = −11→11
Absorption correction: integration (X-RED32; Stoe & Cie, 2002)	k = −12→12
Tmin = 0.971, Tmax = 0.993	l = −28→28
27310 measured reflections

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)] = 0.068	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.214	H-atom parameters constrained
S = 0.89	w = 1/[σ^2(Fo^2) + (0.0985P)^2] where P = (Fo^2 + 2Fc^2)/3
8425 reflections	(Δ/σ)max < 0.001
596 parameters	Δρmax = 0.51 e Å^−3
0 restraints	Δρmin = −0.23 e Å^−3

Special details

Experimental. MS (m/z): 436, 317, 210, 139, 91.

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F² for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating -R-factor-obs 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
O1	0.3093 (3)	0.4576 (3)	0.20696 (12)	0.0651 (11)
O2	0.3476 (4)	0.3151 (4)	0.48312 (13)	0.0875 (13)
O3	0.2092 (3)	0.6042 (3)	0.79583 (12)	0.0617 (11)
N1	0.1818 (3)	0.3470 (3)	0.27807 (13)	0.0494 (11)
N2	0.3212 (3)	0.4484 (3)	0.72389 (13)	0.0496 (11)
C1	0.1462 (4)	0.2770 (4)	0.17523 (15)	0.0445 (12)
C2	0.2425 (4)	0.3722 (4)	0.16305 (16)	0.0452 (12)
C3	0.2686 (6)	0.3767 (4)	0.10537 (19)	0.0665 (17)
C4	0.2049 (6)	0.2941 (5)	0.06011 (19)	0.072 (2)
C5	0.1099 (5)	0.2001 (5)	0.06978 (18)	0.0673 (18)
C6	0.0834 (5)	0.1931 (4)	0.12629 (18)	0.0573 (17)
C7	0.1155 (4)	0.2682 (4)	0.23510 (16)	0.0429 (12)
C8	0.0131 (4)	0.1662 (4)	0.24438 (18)	0.0542 (16)
C9	0.1554 (5)	0.3512 (4)	0.33799 (17)	0.0540 (16)
C10	0.0201 (5)	0.3967 (5)	0.35282 (19)	0.0667 (17)
C11	−0.0025 (5)	0.4075 (5)	0.4098 (2)	0.0753 (19)
C12	0.1049 (5)	0.3806 (5)	0.4547 (2)	0.0747 (19)
C13	0.2335 (5)	0.3436 (4)	0.44110 (18)	0.0619 (16)
C14	0.2588 (4)	0.3303 (4)	0.38341 (17)	0.0579 (14)
C15	0.3398 (6)	0.3496 (6)	0.54321 (19)	0.079 (2)
C16	0.3923 (6)	0.4602 (6)	0.5704 (2)	0.083 (2)
C17	0.3890 (6)	0.4929 (5)	0.6320 (2)	0.0746 (19)
C18	0.3339 (4)	0.4131 (5)	0.66375 (16)	0.0570 (14)
C19	0.2751 (6)	0.2917 (5)	0.6341 (2)	0.0755 (19)
C20	0.2785 (6)	0.2611 (5)	0.5741 (2)	0.0796 (19)
C21	0.4904 (4)	0.2845 (4)	0.75761 (18)	0.0570 (14)
C22	0.3873 (4)	0.3896 (4)	0.76663 (15)	0.0415 (11)
C23	0.3611 (4)	0.4332 (4)	0.82747 (16)	0.0442 (12)
C24	0.2725 (4)	0.5379 (4)	0.83961 (17)	0.0507 (14)
C25	0.2486 (5)	0.5747 (5)	0.89705 (18)	0.0653 (16)
C26	0.3076 (6)	0.5103 (5)	0.94308 (19)	0.075 (2)
C27	0.3944 (6)	0.4081 (5)	0.93213 (19)	0.070 (2)
C28	0.4201 (4)	0.3708 (4)	0.87543 (16)	0.0535 (16)
O4	0.2923 (3)	0.9565 (3)	0.20405 (12)	0.0606 (10)
O5	0.1511 (4)	0.8257 (4)	0.51688 (13)	0.0884 (13)
O6	0.1895 (3)	1.1044 (3)	0.79365 (12)	0.0619 (11)
N3	0.1798 (3)	0.8362 (3)	0.27589 (13)	0.0498 (11)
N4	0.3175 (3)	0.9579 (3)	0.72203 (13)	0.0492 (11)
C29	0.1403 (4)	0.7699 (4)	0.17191 (16)	0.0449 (12)
C30	0.2271 (4)	0.8669 (4)	0.16055 (16)	0.0500 (16)
C31	0.2530 (5)	0.8764 (5)	0.10239 (19)	0.0656 (17)
C32	0.1912 (6)	0.7876 (5)	0.0561 (2)	0.071 (2)
C33	0.1046 (6)	0.6922 (5)	0.06670 (18)	0.069 (2)
C34	0.0786 (5)	0.6830 (4)	0.12388 (17)	0.0567 (16)
C35	0.1130 (4)	0.7562 (4)	0.23343 (15)	0.0423 (12)
C36	0.0102 (4)	0.6565 (4)	0.24192 (18)	0.0545 (14)
C37	0.1662 (4)	0.8309 (4)	0.33623 (16)	0.0527 (14)
C38	0.1100 (6)	0.9256 (5)	0.36817 (19)	0.0734 (19)
C39	0.1060 (6)	0.9236 (6)	0.4291 (2)	0.088 (2)
C40	0.1609 (6)	0.8265 (6)	0.45611 (19)	0.076 (2)
C41	0.2219 (6)	0.7231 (5)	0.4258 (2)	0.078 (2)
C42	0.2257 (6)	0.7233 (5)	0.3659 (2)	0.0744 (19)
C43	0.2667 (5)	0.8719 (4)	0.55938 (19)	0.0617 (16)
C44	0.3966 (5)	0.9014 (5)	0.5446 (2)	0.0740 (19)
C45	0.5016 (5)	0.9519 (5)	0.59056 (19)	0.0675 (17)
C46	0.4783 (5)	0.9719 (5)	0.6474 (2)	0.0686 (17)
C47	0.3441 (5)	0.9303 (4)	0.66214 (16)	0.0535 (16)
C48	0.2412 (5)	0.8893 (4)	0.61717 (17)	0.0583 (14)
C49	0.4869 (4)	0.7944 (4)	0.75599 (17)	0.0523 (12)
C50	0.3831 (4)	0.9012 (4)	0.76516 (16)	0.0434 (12)
C51	0.3528 (4)	0.9406 (4)	0.82580 (16)	0.0458 (12)
C52	0.2570 (4)	1.0396 (4)	0.83704 (15)	0.0452 (12)
C53	0.2297 (5)	1.0741 (5)	0.89484 (19)	0.0655 (17)
C54	0.2968 (6)	1.0138 (5)	0.94080 (18)	0.0690 (18)
C55	0.3908 (5)	0.9154 (5)	0.93137 (18)	0.0657 (16)
C56	0.4188 (5)	0.8799 (4)	0.87431 (18)	0.0601 (17)
H1	0.28470	0.44490	0.23870	0.0980*
H3	0.33180	0.43850	0.09790	0.0800*
H3A	0.23170	0.57380	0.76390	0.0920*
H4	0.22420	0.29940	0.02180	0.0860*
H5	0.06540	0.14300	0.03820	0.0810*
H6	0.02060	0.12960	0.13250	0.0690*
H8A	0.04740	0.08310	0.23130	0.0650*
H8B	−0.07870	0.17910	0.22180	0.0650*
H8C	0.00500	0.17120	0.28590	0.0650*
H10	−0.05110	0.41840	0.32310	0.0800*
H11	−0.09100	0.43330	0.41920	0.0900*
H12	0.08850	0.38800	0.49400	0.0900*
H14	0.34890	0.30650	0.37530	0.0690*
H16	0.43210	0.51760	0.54910	0.0990*
H17	0.42620	0.57210	0.65050	0.0890*
H19	0.23510	0.23420	0.65530	0.0910*
H20	0.24070	0.18310	0.55440	0.0950*
H21A	0.45930	0.20880	0.77240	0.0690*
H21B	0.58290	0.31110	0.77870	0.0690*
H21C	0.49540	0.26590	0.71590	0.0690*
H25	0.19110	0.64490	0.90460	0.0780*
H26	0.28930	0.53530	0.98150	0.0900*
H27	0.43590	0.36410	0.96330	0.0840*
H28	0.47910	0.30130	0.86890	0.0640*
H4A	0.27090	0.94300	0.23620	0.0910*
H6A	0.18230	1.05890	0.76160	0.0930*
H31	0.31150	0.94210	0.09500	0.0780*
H32	0.20890	0.79320	0.01760	0.0840*
H33	0.06270	0.63300	0.03540	0.0830*
H34	0.01880	0.61770	0.13060	0.0680*
H36A	0.00440	0.65860	0.28360	0.0820*
H36B	0.04140	0.57340	0.22710	0.0820*
H36C	−0.08200	0.67280	0.22060	0.0820*
H38	0.07220	0.99540	0.34970	0.0880*
H39	0.06450	0.99080	0.45040	0.1060*
H41	0.25940	0.65510	0.44570	0.0940*
H42	0.26580	0.65520	0.34470	0.0890*
H44	0.41370	0.88820	0.50540	0.0890*
H45	0.59070	0.97240	0.58170	0.0810*
H46	0.54770	1.01200	0.67700	0.0820*
H48	0.15040	0.87220	0.62530	0.0700*
H49A	0.45300	0.71760	0.76900	0.0630*
H49B	0.57850	0.81890	0.77860	0.0630*
H49C	0.49530	0.77850	0.71450	0.0630*
H53	0.16520	1.13890	0.90210	0.0790*
H54	0.27900	1.03930	0.97930	0.0830*
H55	0.43450	0.87380	0.96300	0.0790*
H56	0.48280	0.81440	0.86780	0.0720*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.076 (2)	0.066 (2)	0.0567 (17)	−0.0137 (16)	0.0181 (15)	0.0105 (15)
O2	0.073 (2)	0.137 (3)	0.0509 (18)	0.044 (2)	0.0093 (15)	0.0045 (17)
O3	0.074 (2)	0.0594 (19)	0.0533 (16)	0.0192 (15)	0.0159 (14)	0.0047 (14)
N1	0.0477 (19)	0.063 (2)	0.0402 (18)	−0.0011 (16)	0.0134 (14)	0.0087 (16)
N2	0.0468 (19)	0.058 (2)	0.0418 (18)	0.0017 (16)	0.0076 (14)	−0.0048 (15)
C1	0.050 (2)	0.049 (2)	0.037 (2)	0.0112 (18)	0.0097 (16)	0.0118 (17)
C2	0.050 (2)	0.042 (2)	0.044 (2)	0.0002 (18)	0.0067 (17)	0.0072 (18)
C3	0.091 (3)	0.060 (3)	0.057 (3)	0.001 (2)	0.029 (2)	0.020 (2)
C4	0.096 (4)	0.089 (4)	0.034 (2)	0.011 (3)	0.020 (2)	0.010 (2)
C5	0.079 (3)	0.080 (4)	0.038 (2)	0.003 (3)	0.006 (2)	−0.010 (2)
C6	0.056 (3)	0.063 (3)	0.053 (3)	0.001 (2)	0.0091 (19)	0.006 (2)
C7	0.036 (2)	0.049 (2)	0.045 (2)	0.0050 (17)	0.0073 (16)	0.0090 (18)
C8	0.057 (3)	0.057 (3)	0.052 (2)	−0.004 (2)	0.0160 (18)	0.0107 (19)
C9	0.060 (3)	0.064 (3)	0.040 (2)	−0.010 (2)	0.0107 (19)	0.0100 (19)
C10	0.063 (3)	0.083 (3)	0.058 (3)	0.022 (2)	0.018 (2)	0.013 (2)
C11	0.061 (3)	0.094 (4)	0.075 (3)	0.030 (3)	0.022 (2)	0.012 (3)
C12	0.076 (3)	0.097 (4)	0.048 (3)	0.001 (3)	0.017 (2)	−0.015 (2)
C13	0.061 (3)	0.070 (3)	0.051 (2)	0.020 (2)	0.000 (2)	0.003 (2)
C14	0.049 (2)	0.077 (3)	0.050 (2)	0.007 (2)	0.0156 (19)	0.007 (2)
C15	0.079 (3)	0.117 (5)	0.036 (2)	0.031 (3)	0.004 (2)	0.000 (3)
C16	0.081 (4)	0.109 (5)	0.066 (3)	−0.009 (3)	0.024 (3)	0.028 (3)
C17	0.095 (4)	0.076 (3)	0.058 (3)	−0.018 (3)	0.037 (3)	−0.004 (2)
C18	0.046 (2)	0.090 (3)	0.034 (2)	0.017 (2)	0.0073 (17)	0.001 (2)
C19	0.100 (4)	0.070 (3)	0.057 (3)	−0.009 (3)	0.014 (2)	0.007 (2)
C20	0.106 (4)	0.074 (3)	0.053 (3)	0.004 (3)	0.006 (3)	−0.009 (2)
C21	0.048 (2)	0.063 (3)	0.060 (2)	0.011 (2)	0.0120 (19)	0.002 (2)
C22	0.037 (2)	0.051 (2)	0.0359 (19)	−0.0052 (17)	0.0103 (16)	−0.0036 (17)
C23	0.042 (2)	0.044 (2)	0.046 (2)	−0.0057 (17)	0.0088 (16)	0.0004 (17)
C24	0.056 (2)	0.051 (3)	0.046 (2)	−0.0057 (19)	0.0133 (18)	0.0017 (19)
C25	0.089 (3)	0.062 (3)	0.047 (2)	0.003 (2)	0.026 (2)	−0.006 (2)
C26	0.100 (4)	0.084 (4)	0.042 (3)	−0.010 (3)	0.023 (2)	−0.004 (2)
C27	0.089 (4)	0.081 (4)	0.043 (2)	0.000 (3)	0.012 (2)	0.017 (2)
C28	0.056 (3)	0.063 (3)	0.041 (2)	−0.001 (2)	0.0066 (18)	0.0053 (19)
O4	0.080 (2)	0.0531 (18)	0.0496 (16)	−0.0145 (14)	0.0140 (14)	0.0046 (13)
O5	0.074 (2)	0.142 (3)	0.0492 (18)	−0.036 (2)	0.0094 (15)	0.0110 (18)
O6	0.078 (2)	0.0584 (19)	0.0506 (16)	0.0162 (15)	0.0146 (14)	0.0058 (13)
N3	0.0473 (19)	0.065 (2)	0.0381 (17)	−0.0026 (16)	0.0063 (14)	0.0100 (15)
N4	0.0468 (19)	0.062 (2)	0.0391 (17)	0.0058 (16)	0.0116 (14)	0.0008 (15)
C29	0.042 (2)	0.050 (2)	0.043 (2)	0.0076 (18)	0.0064 (16)	0.0069 (18)
C30	0.059 (3)	0.055 (3)	0.041 (2)	0.012 (2)	0.0180 (18)	0.0136 (19)
C31	0.077 (3)	0.074 (3)	0.054 (3)	0.011 (2)	0.026 (2)	0.021 (2)
C32	0.094 (4)	0.076 (4)	0.046 (3)	0.011 (3)	0.024 (2)	0.006 (2)
C33	0.086 (4)	0.079 (4)	0.040 (2)	0.007 (3)	0.006 (2)	0.000 (2)
C34	0.060 (3)	0.065 (3)	0.043 (2)	0.002 (2)	0.0046 (19)	0.0021 (19)
C35	0.042 (2)	0.051 (2)	0.037 (2)	0.0112 (18)	0.0101 (16)	0.0128 (17)
C36	0.051 (2)	0.060 (3)	0.054 (2)	−0.004 (2)	0.0094 (18)	0.0114 (19)
C37	0.043 (2)	0.081 (3)	0.033 (2)	−0.012 (2)	0.0042 (16)	0.0037 (19)
C38	0.096 (4)	0.079 (3)	0.055 (3)	0.032 (3)	0.031 (2)	0.024 (2)
C39	0.091 (4)	0.100 (4)	0.072 (3)	0.024 (3)	0.024 (3)	−0.011 (3)
C40	0.084 (4)	0.105 (4)	0.035 (2)	−0.030 (3)	−0.002 (2)	0.007 (3)
C41	0.097 (4)	0.082 (4)	0.056 (3)	0.002 (3)	0.006 (3)	0.018 (2)
C42	0.093 (4)	0.076 (3)	0.055 (3)	0.008 (3)	0.012 (2)	0.010 (2)
C43	0.061 (3)	0.070 (3)	0.052 (2)	−0.015 (2)	−0.002 (2)	0.012 (2)
C44	0.071 (3)	0.106 (4)	0.051 (3)	0.017 (3)	0.017 (2)	0.024 (3)
C45	0.055 (3)	0.088 (3)	0.061 (3)	−0.014 (2)	0.016 (2)	0.006 (2)
C46	0.066 (3)	0.081 (3)	0.061 (3)	−0.012 (2)	0.020 (2)	0.004 (2)
C47	0.061 (3)	0.059 (3)	0.038 (2)	0.016 (2)	0.0049 (19)	−0.0011 (18)
C48	0.052 (2)	0.077 (3)	0.049 (2)	0.003 (2)	0.0176 (19)	0.008 (2)
C49	0.056 (2)	0.051 (2)	0.050 (2)	0.0047 (19)	0.0118 (18)	0.0021 (18)
C50	0.042 (2)	0.042 (2)	0.044 (2)	−0.0007 (17)	0.0032 (17)	0.0004 (17)
C51	0.048 (2)	0.049 (2)	0.040 (2)	−0.0036 (18)	0.0094 (17)	−0.0005 (17)
C52	0.054 (2)	0.042 (2)	0.039 (2)	−0.0026 (18)	0.0087 (17)	0.0002 (17)
C53	0.082 (3)	0.059 (3)	0.058 (3)	0.000 (2)	0.025 (2)	−0.001 (2)
C54	0.096 (4)	0.073 (3)	0.040 (2)	−0.010 (3)	0.025 (2)	−0.004 (2)
C55	0.084 (3)	0.077 (3)	0.035 (2)	−0.008 (3)	0.006 (2)	0.006 (2)
C56	0.063 (3)	0.065 (3)	0.052 (3)	0.006 (2)	0.005 (2)	0.011 (2)

Geometric parameters (Å, º)

O1—C2	1.345 (5)	C17—H17	0.9300
O2—C13	1.390 (6)	C19—H19	0.9300
O2—C15	1.393 (5)	C20—H20	0.9300
O3—C24	1.349 (5)	C21—H21C	0.9600
O1—H1	0.8200	C21—H21B	0.9600
O3—H3A	0.8200	C21—H21A	0.9600
O4—C30	1.360 (5)	C25—H25	0.9300
O5—C40	1.407 (5)	C26—H26	0.9300
O5—C43	1.396 (6)	C27—H27	0.9300
O6—C52	1.347 (5)	C28—H28	0.9300
O4—H4A	0.8200	C29—C34	1.397 (6)
O6—H6A	0.8200	C29—C35	1.491 (5)
N1—C7	1.291 (5)	C29—C30	1.380 (6)
N1—C9	1.426 (5)	C30—C31	1.403 (6)
N2—C18	1.405 (5)	C31—C32	1.383 (7)
N2—C22	1.295 (5)	C32—C33	1.360 (8)
N3—C37	1.412 (5)	C33—C34	1.381 (6)
N3—C35	1.293 (5)	C35—C36	1.478 (6)
N4—C50	1.288 (5)	C37—C42	1.451 (7)
N4—C47	1.427 (5)	C37—C38	1.324 (6)
C1—C7	1.455 (5)	C38—C39	1.402 (6)
C1—C2	1.431 (6)	C39—C40	1.315 (8)
C1—C6	1.396 (6)	C40—C41	1.391 (8)
C2—C3	1.384 (6)	C41—C42	1.376 (6)
C3—C4	1.337 (7)	C43—C44	1.371 (7)
C4—C5	1.393 (7)	C43—C48	1.371 (6)
C5—C6	1.363 (6)	C44—C45	1.389 (7)
C7—C8	1.498 (6)	C45—C46	1.344 (6)
C9—C14	1.353 (6)	C46—C47	1.446 (7)
C9—C10	1.444 (7)	C47—C48	1.337 (6)
C10—C11	1.344 (6)	C49—C50	1.507 (6)
C11—C12	1.385 (7)	C50—C51	1.471 (5)
C12—C13	1.350 (7)	C51—C56	1.405 (6)
C13—C14	1.368 (6)	C51—C52	1.405 (6)
C15—C16	1.310 (8)	C52—C53	1.392 (6)
C15—C20	1.404 (8)	C53—C54	1.362 (7)
C16—C17	1.416 (6)	C54—C55	1.382 (7)
C17—C18	1.324 (7)	C55—C56	1.380 (6)
C18—C19	1.440 (7)	C31—H31	0.9300
C19—C20	1.378 (6)	C32—H32	0.9300
C21—C22	1.489 (6)	C33—H33	0.9300
C22—C23	1.471 (5)	C34—H34	0.9300
C23—C28	1.385 (5)	C36—H36A	0.9600
C23—C24	1.409 (6)	C36—H36B	0.9600
C24—C25	1.378 (6)	C36—H36C	0.9600
C25—C26	1.363 (7)	C38—H38	0.9300
C26—C27	1.373 (8)	C39—H39	0.9300
C27—C28	1.368 (6)	C41—H41	0.9300
C3—H3	0.9300	C42—H42	0.9300
C4—H4	0.9300	C44—H44	0.9300
C5—H5	0.9300	C45—H45	0.9300
C6—H6	0.9300	C46—H46	0.9300
C8—H8C	0.9600	C48—H48	0.9300
C8—H8A	0.9600	C49—H49A	0.9600
C8—H8B	0.9600	C49—H49B	0.9600
C10—H10	0.9300	C49—H49C	0.9600
C11—H11	0.9300	C53—H53	0.9300
C12—H12	0.9300	C54—H54	0.9300
C14—H14	0.9300	C55—H55	0.9300
C16—H16	0.9300	C56—H56	0.9300
O1···N1	2.546 (4)	C40···H44	2.5400
O1···C49^i	3.379 (5)	C41···H44	2.8100
O1···C21^i	3.254 (5)	C42···H36A	2.6300
O1···C22^i	3.235 (5)	C46···H49C	2.6700
O2···C44^i	3.400 (6)	C47···H49C	2.4300
O3···N2	2.531 (4)	C49···H56	2.5500
O3···C36^ii	3.383 (5)	C50···H46	3.0600
O3···C8^ii	3.313 (5)	C50···H8B^ii	3.0800
O3···C7^ii	3.365 (5)	C50···H6A	2.5200
O4···C50^iii	3.362 (5)	C51···H8B^ii	2.8900
O4···N3	2.536 (4)	C52···H8B^ii	2.9200
O4···C21^i	3.366 (5)	C56···H49A	2.8400
O4···C49^iii	3.301 (5)	C56···H49B	2.8600
O6···C8^ii	3.377 (5)	H1···C9	3.0000
O6···C36^iv	3.241 (5)	H1···C7	2.4400
O6···C35^iv	3.227 (5)	H1···N1	1.8200
O6···N4	2.556 (4)	H3···C28^i	3.0300
O1···H36B	2.8900	H3A···H10^ii	2.4300
O1···H21B^i	2.5900	H3A···C18	2.9700
O3···H10^ii	2.8800	H3A···N2	1.8000
O3···H49A	2.7800	H3A···C22	2.4300
O3···H8B^ii	2.6300	H3A···H49A	2.5600
O4···H46^iii	2.8900	H4A···C35	2.4500
O4···H8A^v	2.7900	H4A···N3	1.8100
O4···H49B^iii	2.6100	H4A···H46^iii	2.4200
O6···H21A^v	2.9100	H4A···C37	2.9800
O6···H36C^iv	2.5800	H4A···H8A^v	2.5700
N1···O1	2.546 (4)	H6···C8	2.5500
N2···O3	2.531 (4)	H6···H8A	2.3400
N3···O4	2.536 (4)	H6···H8B	2.3800
N4···O6	2.556 (4)	H6A···C8^ii	2.9800
N1···H1	1.8200	H6A···N4	1.9300
N2···H3A	1.8000	H6A···C50	2.5200
N3···H4A	1.8100	H8A···O4^vi	2.7900
N4···H6A	1.9300	H8A···H6	2.3400
C2···C49^i	3.513 (6)	H8A···C6	2.8400
C7···O3^ii	3.365 (5)	H8A···H4A^vi	2.5700
C8···C52^ii	3.508 (6)	H8B···C50^ii	3.0800
C8···C10	3.247 (6)	H8B···C6	2.8700
C8···O6^ii	3.377 (5)	H8B···H6	2.3800
C8···O3^ii	3.313 (5)	H8B···O3^ii	2.6300
C10···C8	3.247 (6)	H8B···C51^ii	2.8900
C12···C16	3.525 (7)	H8B···C52^ii	2.9200
C12···C20	3.337 (7)	H8C···C9	2.4400
C16···C12	3.525 (7)	H8C···H38^vi	2.5000
C19···C21	3.231 (6)	H8C···C10	2.6500
C20···C12	3.337 (7)	H10···H3A^ii	2.4300
C21···O1^i	3.254 (5)	H10···C7	3.0400
C21···C30^i	3.513 (6)	H10···O3^ii	2.8800
C21···O4^i	3.366 (5)	H11···C17^ii	3.0300
C21···C19	3.231 (6)	H11···H12^ii	2.5600
C22···O1^i	3.235 (5)	H12···C20	2.8100
C24···C36^ii	3.524 (6)	H12···C15	2.5300
C30···C21^i	3.513 (6)	H12···C11^ii	3.0900
C35···O6^iv	3.227 (5)	H12···H11^ii	2.5600
C36···C24^ii	3.524 (6)	H17···H49C	2.4900
C36···O6^iv	3.241 (5)	H19···C21	3.1000
C36···C42	3.238 (6)	H19···C22	3.0200
C36···O3^ii	3.383 (5)	H21A···O6^vi	2.9100
C39···C44	3.542 (7)	H21A···C28	2.8100
C41···C44	3.328 (7)	H21A···H28	2.2900
C42···C36	3.238 (6)	H21B···O1^i	2.5900
C44···C39	3.542 (7)	H21B···C29^i	2.8600
C44···C41	3.328 (7)	H21B···C28	2.9000
C44···O2^i	3.400 (6)	H21B···H28	2.4300
C46···C49	3.258 (6)	H21B···C30^i	2.9100
C49···C46	3.258 (6)	H21B···C35^i	3.0200
C49···C2^i	3.513 (6)	H21C···C18	2.4500
C49···O4^iii	3.301 (5)	H21C···C19	2.6200
C49···O1^i	3.379 (5)	H28···H21B	2.4300
C50···O4^iii	3.362 (5)	H28···C21	2.5500
C52···C8^ii	3.508 (6)	H28···H21A	2.2900
C1···H49B^i	2.8900	H34···C36	2.5400
C2···H49B^i	2.9300	H34···H36B	2.2800
C6···H8B	2.8700	H34···H36C	2.4100
C6···H8A	2.8400	H36A···C37	2.4500
C7···H49B^i	3.0900	H36A···C42	2.6300
C7···H10	3.0400	H36B···O1	2.8900
C7···H1	2.4400	H36B···C34	2.8100
C8···H6A^ii	2.9800	H36B···H34	2.2800
C8···H6	2.5500	H36C···C34	2.8800
C9···H1	3.0000	H36C···H34	2.4100
C9···H8C	2.4400	H36C···O6^iv	2.5800
C10···H8C	2.6500	H36C···C22^ii	3.0300
C11···H12^ii	3.0900	H36C···C23^ii	2.8800
C15···H12	2.5300	H36C···C24^ii	2.9300
C17···H11^ii	3.0300	H38···H8C^v	2.5000
C18···H3A	2.9700	H42···C35	3.0300
C18···H21C	2.4500	H44···C40	2.5400
C19···H21C	2.6200	H44···C41	2.8100
C20···H12	2.8100	H44···H45^iii	2.6000
C21···H19	3.1000	H45···C38^iii	3.0400
C21···H28	2.5500	H45···H44^iii	2.6000
C22···H19	3.0200	H46···C50	3.0600
C22···H36C^ii	3.0300	H46···O4^iii	2.8900
C22···H3A	2.4300	H46···H4A^iii	2.4200
C23···H36C^ii	2.8800	H49A···O3	2.7800
C24···H36C^ii	2.9300	H49A···C56	2.8400
C28···H21A	2.8100	H49A···H3A	2.5600
C28···H21B	2.9000	H49A···H56	2.3400
C28···H3^i	3.0300	H49B···C56	2.8600
C29···H21B^i	2.8600	H49B···H56	2.3600
C30···H21B^i	2.9100	H49B···O4^iii	2.6100
C34···H36B	2.8100	H49B···C1^i	2.8900
C34···H53^iv	3.0000	H49B···C2^i	2.9300
C34···H36C	2.8800	H49B···C7^i	3.0900
C35···H42	3.0300	H49C···C46	2.6700
C35···H21B^i	3.0200	H49C···C47	2.4300
C35···H4A	2.4500	H49C···H17	2.4900
C36···H34	2.5400	H53···C34^iv	3.0000
C37···H4A	2.9800	H56···C49	2.5500
C37···H36A	2.4500	H56···H49A	2.3400
C38···H45^iii	3.0400	H56···H49B	2.3600
C13—O2—C15	118.5 (4)	C27—C26—H26	120.00
C2—O1—H1	109.00	C28—C27—H27	120.00
C24—O3—H3A	109.00	C26—C27—H27	120.00
C40—O5—C43	118.9 (4)	C27—C28—H28	119.00
C30—O4—H4A	109.00	C23—C28—H28	119.00
C52—O6—H6A	109.00	C34—C29—C35	120.3 (4)
C7—N1—C9	122.8 (3)	C30—C29—C35	121.7 (3)
C18—N2—C22	122.7 (3)	C30—C29—C34	118.0 (3)
C35—N3—C37	122.1 (3)	O4—C30—C31	116.7 (4)
C47—N4—C50	122.6 (3)	O4—C30—C29	122.8 (3)
C2—C1—C6	116.1 (3)	C29—C30—C31	120.5 (4)
C2—C1—C7	122.0 (3)	C30—C31—C32	119.7 (4)
C6—C1—C7	122.0 (4)	C31—C32—C33	120.3 (4)
C1—C2—C3	119.9 (4)	C32—C33—C34	120.1 (4)
O1—C2—C3	119.1 (4)	C29—C34—C33	121.4 (4)
O1—C2—C1	121.0 (3)	N3—C35—C36	124.5 (3)
C2—C3—C4	121.5 (5)	N3—C35—C29	116.6 (3)
C3—C4—C5	120.7 (4)	C29—C35—C36	118.9 (3)
C4—C5—C6	118.9 (4)	N3—C37—C42	119.3 (4)
C1—C6—C5	123.0 (4)	N3—C37—C38	122.2 (4)
C1—C7—C8	118.9 (3)	C38—C37—C42	118.3 (4)
N1—C7—C8	123.2 (3)	C37—C38—C39	121.8 (5)
N1—C7—C1	117.9 (4)	C38—C39—C40	119.9 (5)
N1—C9—C10	119.4 (4)	O5—C40—C41	119.6 (5)
C10—C9—C14	117.7 (4)	C39—C40—C41	122.0 (4)
N1—C9—C14	122.3 (4)	O5—C40—C39	118.3 (5)
C9—C10—C11	119.7 (4)	C40—C41—C42	118.8 (5)
C10—C11—C12	120.6 (5)	C37—C42—C41	119.2 (5)
C11—C12—C13	119.7 (4)	O5—C43—C44	122.6 (4)
C12—C13—C14	121.0 (4)	C44—C43—C48	121.8 (4)
O2—C13—C14	115.3 (4)	O5—C43—C48	115.6 (4)
O2—C13—C12	123.7 (4)	C43—C44—C45	117.3 (4)
C9—C14—C13	121.3 (4)	C44—C45—C46	122.0 (5)
O2—C15—C20	118.2 (5)	C45—C46—C47	119.2 (4)
O2—C15—C16	120.6 (5)	N4—C47—C48	122.3 (4)
C16—C15—C20	121.1 (4)	N4—C47—C46	118.8 (4)
C15—C16—C17	120.5 (5)	C46—C47—C48	117.8 (4)
C16—C17—C18	121.3 (5)	C43—C48—C47	121.4 (4)
N2—C18—C17	121.7 (4)	N4—C50—C51	118.5 (4)
N2—C18—C19	119.6 (4)	C49—C50—C51	118.7 (3)
C17—C18—C19	118.5 (4)	N4—C50—C49	122.9 (3)
C18—C19—C20	119.6 (5)	C52—C51—C56	117.9 (3)
C15—C20—C19	118.9 (5)	C50—C51—C52	121.2 (3)
N2—C22—C21	123.7 (3)	C50—C51—C56	120.9 (4)
C21—C22—C23	119.0 (3)	C51—C52—C53	119.9 (4)
N2—C22—C23	117.3 (4)	O6—C52—C51	122.4 (3)
C22—C23—C28	121.3 (4)	O6—C52—C53	117.7 (4)
C22—C23—C24	121.9 (3)	C52—C53—C54	120.5 (4)
C24—C23—C28	116.8 (3)	C53—C54—C55	121.3 (4)
O3—C24—C23	121.3 (3)	C54—C55—C56	119.0 (4)
O3—C24—C25	118.5 (4)	C51—C56—C55	121.5 (4)
C23—C24—C25	120.2 (4)	C30—C31—H31	120.00
C24—C25—C26	121.3 (5)	C32—C31—H31	120.00
C25—C26—C27	119.3 (4)	C31—C32—H32	120.00
C26—C27—C28	120.2 (4)	C33—C32—H32	120.00
C23—C28—C27	122.1 (4)	C32—C33—H33	120.00
C4—C3—H3	119.00	C34—C33—H33	120.00
C2—C3—H3	119.00	C29—C34—H34	119.00
C3—C4—H4	120.00	C33—C34—H34	119.00
C5—C4—H4	120.00	C35—C36—H36A	109.00
C6—C5—H5	121.00	C35—C36—H36B	109.00
C4—C5—H5	121.00	C35—C36—H36C	109.00
C5—C6—H6	118.00	H36A—C36—H36B	110.00
C1—C6—H6	119.00	H36A—C36—H36C	109.00
H8A—C8—H8C	110.00	H36B—C36—H36C	109.00
H8A—C8—H8B	109.00	C37—C38—H38	119.00
C7—C8—H8A	109.00	C39—C38—H38	119.00
C7—C8—H8C	109.00	C38—C39—H39	120.00
C7—C8—H8B	109.00	C40—C39—H39	120.00
H8B—C8—H8C	109.00	C40—C41—H41	121.00
C9—C10—H10	120.00	C42—C41—H41	121.00
C11—C10—H10	120.00	C37—C42—H42	120.00
C10—C11—H11	120.00	C41—C42—H42	120.00
C12—C11—H11	120.00	C43—C44—H44	121.00
C13—C12—H12	120.00	C45—C44—H44	121.00
C11—C12—H12	120.00	C44—C45—H45	119.00
C9—C14—H14	119.00	C46—C45—H45	119.00
C13—C14—H14	119.00	C45—C46—H46	120.00
C15—C16—H16	120.00	C47—C46—H46	120.00
C17—C16—H16	120.00	C43—C48—H48	119.00
C18—C17—H17	119.00	C47—C48—H48	119.00
C16—C17—H17	119.00	C50—C49—H49A	109.00
C20—C19—H19	120.00	C50—C49—H49B	110.00
C18—C19—H19	120.00	C50—C49—H49C	110.00
C15—C20—H20	121.00	H49A—C49—H49B	110.00
C19—C20—H20	120.00	H49A—C49—H49C	109.00
H21A—C21—H21B	110.00	H49B—C49—H49C	109.00
C22—C21—H21C	109.00	C52—C53—H53	120.00
H21A—C21—H21C	109.00	C54—C53—H53	120.00
H21B—C21—H21C	109.00	C53—C54—H54	119.00
C22—C21—H21A	109.00	C55—C54—H54	119.00
C22—C21—H21B	109.00	C54—C55—H55	120.00
C24—C25—H25	119.00	C56—C55—H55	121.00
C26—C25—H25	119.00	C51—C56—H56	119.00
C25—C26—H26	120.00	C55—C56—H56	119.00
C13—O2—C15—C16	−92.8 (6)	N2—C22—C23—C24	−2.5 (6)
C13—O2—C15—C20	89.2 (6)	C28—C23—C24—O3	−179.5 (4)
C15—O2—C13—C12	−12.9 (7)	C28—C23—C24—C25	0.5 (6)
C15—O2—C13—C14	167.9 (4)	C22—C23—C24—C25	179.0 (4)
C43—O5—C40—C41	86.5 (6)	C24—C23—C28—C27	0.0 (6)
C40—O5—C43—C48	169.1 (4)	C22—C23—C28—C27	−178.5 (4)
C43—O5—C40—C39	−96.4 (6)	C22—C23—C24—O3	−1.0 (6)
C40—O5—C43—C44	−9.3 (7)	O3—C24—C25—C26	178.9 (4)
C7—N1—C9—C14	120.6 (5)	C23—C24—C25—C26	−1.0 (7)
C9—N1—C7—C8	−5.1 (6)	C24—C25—C26—C27	1.1 (8)
C9—N1—C7—C1	177.0 (4)	C25—C26—C27—C28	−0.6 (8)
C7—N1—C9—C10	−68.3 (5)	C26—C27—C28—C23	0.1 (8)
C18—N2—C22—C23	−178.0 (4)	C30—C29—C35—N3	−3.0 (6)
C18—N2—C22—C21	4.0 (6)	C34—C29—C35—C36	−5.2 (6)
C22—N2—C18—C19	68.1 (5)	C30—C29—C34—C33	0.8 (7)
C22—N2—C18—C17	−117.2 (5)	C34—C29—C35—N3	176.5 (4)
C35—N3—C37—C42	68.7 (5)	C35—C29—C34—C33	−178.7 (4)
C35—N3—C37—C38	−116.3 (5)	C30—C29—C35—C36	175.3 (4)
C37—N3—C35—C29	−178.2 (3)	C35—C29—C30—C31	178.9 (4)
C37—N3—C35—C36	3.6 (6)	C34—C29—C30—C31	−0.6 (6)
C50—N4—C47—C48	121.9 (5)	C34—C29—C30—O4	180.0 (4)
C50—N4—C47—C46	−70.8 (5)	C35—C29—C30—O4	−0.5 (6)
C47—N4—C50—C49	−4.1 (6)	C29—C30—C31—C32	−0.1 (7)
C47—N4—C50—C51	177.3 (4)	O4—C30—C31—C32	179.4 (4)
C6—C1—C7—N1	177.8 (4)	C30—C31—C32—C33	0.6 (8)
C2—C1—C7—C8	179.8 (4)	C31—C32—C33—C34	−0.4 (8)
C2—C1—C7—N1	−2.2 (6)	C32—C33—C34—C29	−0.3 (8)
C6—C1—C2—C3	−0.1 (6)	C38—C37—C42—C41	0.0 (7)
C7—C1—C2—O1	0.3 (6)	N3—C37—C42—C41	175.1 (4)
C7—C1—C6—C5	179.6 (4)	N3—C37—C38—C39	−175.4 (5)
C2—C1—C6—C5	−0.4 (6)	C42—C37—C38—C39	−0.4 (8)
C7—C1—C2—C3	179.9 (4)	C37—C38—C39—C40	1.0 (9)
C6—C1—C7—C8	−0.2 (6)	C38—C39—C40—C41	−1.0 (9)
C6—C1—C2—O1	−179.8 (4)	C38—C39—C40—O5	−178.1 (5)
O1—C2—C3—C4	−180.0 (5)	C39—C40—C41—C42	0.5 (9)
C1—C2—C3—C4	0.4 (7)	O5—C40—C41—C42	177.6 (5)
C2—C3—C4—C5	−0.2 (8)	C40—C41—C42—C37	0.0 (8)
C3—C4—C5—C6	−0.4 (8)	O5—C43—C44—C45	177.3 (4)
C4—C5—C6—C1	0.7 (7)	C44—C43—C48—C47	−3.2 (7)
C10—C9—C14—C13	4.2 (6)	C48—C43—C44—C45	−1.0 (7)
N1—C9—C14—C13	175.4 (4)	O5—C43—C48—C47	178.5 (4)
N1—C9—C10—C11	−176.4 (4)	C43—C44—C45—C46	−0.2 (8)
C14—C9—C10—C11	−4.9 (7)	C44—C45—C46—C47	5.1 (8)
C9—C10—C11—C12	2.8 (8)	C45—C46—C47—C48	−8.9 (7)
C10—C11—C12—C13	0.2 (8)	C45—C46—C47—N4	−176.8 (4)
C11—C12—C13—O2	179.8 (5)	C46—C47—C48—C43	7.9 (7)
C11—C12—C13—C14	−1.0 (7)	N4—C47—C48—C43	175.4 (4)
O2—C13—C14—C9	178.0 (4)	N4—C50—C51—C52	−1.4 (6)
C12—C13—C14—C9	−1.3 (7)	N4—C50—C51—C56	178.5 (4)
O2—C15—C16—C17	−177.6 (5)	C49—C50—C51—C52	180.0 (4)
C16—C15—C20—C19	−0.5 (9)	C49—C50—C51—C56	−0.2 (6)
C20—C15—C16—C17	0.3 (9)	C50—C51—C52—O6	−0.8 (6)
O2—C15—C20—C19	177.5 (5)	C50—C51—C52—C53	179.5 (4)
C15—C16—C17—C18	0.4 (9)	C56—C51—C52—O6	179.3 (4)
C16—C17—C18—C19	−0.8 (8)	C56—C51—C52—C53	−0.3 (6)
C16—C17—C18—N2	−175.5 (5)	C50—C51—C56—C55	−179.7 (4)
N2—C18—C19—C20	175.4 (4)	C52—C51—C56—C55	0.2 (6)
C17—C18—C19—C20	0.5 (8)	O6—C52—C53—C54	−178.7 (4)
C18—C19—C20—C15	0.1 (8)	C51—C52—C53—C54	1.0 (7)
C21—C22—C23—C24	175.6 (4)	C52—C53—C54—C55	−1.5 (8)
N2—C22—C23—C28	175.9 (4)	C53—C54—C55—C56	1.3 (8)
C21—C22—C23—C28	−6.0 (6)	C54—C55—C56—C51	−0.7 (7)

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1; (iii) −x+1, −y+2, −z+1; (iv) −x, −y+2, −z+1; (v) x, y+1, z; (vi) x, y−1, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1	0.82	1.82	2.546 (4)	148
O3—H3A···N2	0.82	1.80	2.531 (4)	148
O4—H4A···N3	0.82	1.81	2.536 (4)	146
O6—H6A···N4	0.82	1.93	2.556 (4)	133
C8—H8B···O3^ii	0.96 (1)	2.63 (1)	3.313 (5)	129
C21—H21B···O1^i	0.96	2.59	3.254 (5)	126
C36—H36C···O6^iv	0.96	2.58	3.241 (5)	126
C49—H49B···O4^iii	0.96 (1)	2.61 (1)	3.301 (5)	129

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1; (iii) −x+1, −y+2, −z+1; (iv) −x, −y+2, −z+1.