5,5'-Oxybis­[2-(phthalimido)­acetic acid] N,N-di­methyl­form­amide disolvate

The two N-pthaloyl­glycine moieties of the title compound, C₂₀H₁₂N₂O₉·2C₃H₇NO, are connected through an ether linkage, which apparently has sp² character [O-C = 1.376 (3) and 1.392 (3) Å; C-O-C = 120.3 (2)°]. The planar N-phthaloyl units are inclined to each other by 65.2 (1)°.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.060
• wR factor = 0.196
• Data-to-parameter ratio = 15.0

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT241_ALERT_2_A Check High   U(eq) as Compared to Neighbors ....        C26
PLAT241_ALERT_2_A Check High   U(eq) as Compared to Neighbors ....       C26'

Alert level B
PLAT241_ALERT_2_B Check High   U(eq) as Compared to Neighbors ....        C25
PLAT241_ALERT_2_B Check High   U(eq) as Compared to Neighbors ....       C25'
PLAT242_ALERT_2_B Check Low    U(eq) as Compared to Neighbors ....         N4
PLAT242_ALERT_2_B Check Low    U(eq) as Compared to Neighbors ....        N4'
PLAT731_ALERT_1_B Bond    Calc     0.86(5), Rep   0.850(10) ......       5.00 su-Rat
              O9   -H9O     1.555   1.555
PLAT735_ALERT_1_B D-H     Calc     0.86(5), Rep   0.850(10) ......       5.00 su-Rat
              O9   -H9O     1.555   1.555
PLAT735_ALERT_1_B D-H     Calc     0.86(5), Rep   0.850(10) ......       5.00 su-Rat
              O9   -H9O     1.555   1.555

Alert level C
ABSMU01_ALERT_1_C  The ratio of given/expected absorption coefficient lies
               outside the range 0.99 <> 1.01
            Calculated value of mu =     0.108
            Value of mu given      =     0.110
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.58 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.40 Ratio
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....        C24
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....       C24'
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....         C1
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....        C20
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....         N3
PLAT301_ALERT_3_C Main Residue  Disorder .........................      12.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........        O11

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

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  12 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 1999); cell refinement: SMART; data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

5,5'-Oxybis[2-(phthalimido)acetic acid] bis-N,N-dimethylformamide solvate

Crystal data

C20H12N2O9·2C3H7NO	Z = 2
Mr = 570.51	F(000) = 596
Triclinic, P1	Dx = 1.365 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.357 (1) Å	Cell parameters from 805 reflections
b = 11.122 (2) Å	θ = 2.4–23.6°
c = 15.044 (2) Å	µ = 0.11 mm^−1
α = 93.053 (2)°	T = 298 K
β = 96.081 (2)°	Block, colorless
γ = 90.891 (2)°	0.50 × 0.39 × 0.14 mm
V = 1388.2 (3) Å^3

Data collection

Bruker SMART area-detector diffractometer	3216 reflections with I > 2σ(I)
Radiation source: normal-focus sealed tube	Rint = 0.028
Graphite monochromator	θmax = 27.1°, θmin = 1.8°
φ and ω scans	h = −10→10
11580 measured reflections	k = −14→14
5937 independent reflections	l = −19→18

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) = 0.196	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ^2(Fo^2) + (0.1001P)^2 + 0.3122P] where P = (Fo^2 + 2Fc^2)/3
5937 reflections	(Δ/σ)max = 0.001
397 parameters	Δρmax = 0.45 e Å^−3
42 restraints	Δρmin = −0.26 e Å^−3

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
O1	0.7968 (3)	0.7373 (3)	0.8005 (2)	0.088 (1)
O2	0.5903 (4)	0.6219 (3)	0.8209 (2)	0.126 (1)
O3	0.2254 (3)	0.7823 (2)	0.7142 (2)	0.073 (1)
O4	0.5804 (2)	0.5198 (2)	0.6072 (1)	0.061 (1)
O5	0.0118 (2)	0.2564 (2)	0.5259 (1)	0.058 (1)
O6	0.4477 (2)	−0.2186 (2)	0.4822 (1)	0.065 (1)
O7	0.1130 (3)	−0.0714 (2)	0.2572 (2)	0.081 (1)
O8	0.5043 (3)	−0.0895 (3)	0.2487 (2)	0.083 (1)
O9	0.5015 (6)	−0.2662 (3)	0.1734 (3)	0.150 (2)
O10	0.9111 (4)	0.6653 (4)	0.9562 (2)	0.125 (1)
O11	0.707 (1)	−0.154 (1)	0.0860 (9)	0.135 (3)	0.50
O11'	0.627 (1)	−0.157 (1)	0.0535 (9)	0.135 (3)	0.50
N1	0.4315 (3)	0.6720 (2)	0.6638 (2)	0.049 (1)
N2	0.2897 (3)	−0.1682 (2)	0.3556 (2)	0.056 (1)
N3	0.8443 (5)	0.5733 (4)	1.0805 (3)	0.106 (1)
N4	0.735 (3)	0.032 (1)	0.030 (1)	0.099 (4)	0.50
N4'	0.776 (3)	0.010 (1)	0.038 (1)	0.099 (4)	0.50
C1	0.6533 (4)	0.6959 (3)	0.7801 (2)	0.065 (1)
C2	0.5671 (4)	0.7483 (3)	0.6991 (2)	0.058 (1)
C3	0.2724 (3)	0.6913 (3)	0.6788 (2)	0.050 (1)
C4	0.1818 (3)	0.5818 (2)	0.6429 (2)	0.043 (1)
C5	0.0211 (3)	0.5505 (3)	0.6399 (2)	0.050 (1)
C6	−0.0298 (3)	0.4397 (2)	0.6018 (2)	0.048 (1)
C7	0.0785 (3)	0.3615 (2)	0.5673 (2)	0.045 (1)
C8	0.2415 (3)	0.3914 (2)	0.5697 (2)	0.044 (1)
C9	0.2889 (3)	0.5023 (2)	0.6083 (2)	0.042 (1)
C10	0.4520 (3)	0.5594 (2)	0.6235 (2)	0.046 (1)
C11	0.1083 (3)	0.1582 (2)	0.5106 (2)	0.046 (1)
C12	0.2043 (3)	0.1111 (2)	0.5804 (2)	0.051 (1)
C13	0.2903 (3)	0.0088 (2)	0.5659 (2)	0.049 (1)
C14	0.2767 (3)	−0.0437 (2)	0.4809 (2)	0.044 (1)
C15	0.1789 (3)	0.0035 (2)	0.4119 (2)	0.046 (1)
C16	0.0929 (3)	0.1061 (2)	0.4251 (2)	0.049 (1)
C17	0.3514 (3)	−0.1534 (2)	0.4451 (2)	0.049 (1)
C18	0.1837 (3)	−0.0770 (3)	0.3304 (2)	0.056 (1)
C19	0.3470 (4)	−0.2539 (3)	0.2916 (2)	0.067 (1)
C20	0.4625 (5)	−0.1924 (4)	0.2366 (2)	0.072 (1)
C21	0.8186 (6)	0.5989 (5)	0.9961 (3)	0.108 (1)
C22	0.9759 (9)	0.6284 (6)	1.1376 (4)	0.170 (3)
C23	0.7368 (8)	0.4907 (6)	1.1171 (4)	0.146 (2)
C24	0.746 (3)	−0.037 (2)	0.099 (2)	0.137 (4)	0.50
C25	0.721 (3)	−0.024 (2)	−0.058 (2)	0.154 (6)	0.50
C26	0.743 (2)	0.163 (2)	0.046 (1)	0.179 (5)	0.50
C24'	0.700 (3)	−0.056 (2)	0.091 (2)	0.137 (4)	0.50
C25'	0.769 (3)	0.009 (2)	−0.056 (2)	0.154 (6)	0.50
C26'	0.844 (2)	0.129 (2)	0.070 (1)	0.179 (5)	0.50
H1o	0.834 (5)	0.715 (4)	0.852 (1)	0.105*
H9o	0.581 (5)	−0.230 (5)	0.154 (4)	0.180*
H2a	0.5301	0.8280	0.7150	0.070*
H2b	0.6404	0.7559	0.6537	0.070*
H5	−0.0512	0.6033	0.6630	0.060*
H6	−0.1378	0.4169	0.5991	0.058*
H8	0.3140	0.3390	0.5463	0.053*
H12	0.2107	0.1488	0.6374	0.061*
H13	0.3555	−0.0237	0.6122	0.059*
H16	0.0279	0.1386	0.3788	0.059*
H19a	0.2566	−0.2887	0.2523	0.081*
H19b	0.4012	−0.3184	0.3227	0.081*
H21	0.7263	0.5663	0.9629	0.129*
H22a	1.0251	0.6901	1.1066	0.255*
H22b	1.0539	0.5687	1.1537	0.255*
H22C	0.9371	0.6636	1.1907	0.255*
H23a	0.6480	0.4693	1.0730	0.219*
H23b	0.6974	0.5285	1.1691	0.219*
H23C	0.7937	0.4195	1.1334	0.219*
H24	0.7805	−0.0046	0.1556	0.165*	0.50
H25a	0.8228	−0.0560	−0.0695	0.231*	0.50
H25b	0.6896	0.0352	−0.1003	0.231*	0.50
H25c	0.6412	−0.0872	−0.0623	0.231*	0.50
H26a	0.7503	0.1832	0.1089	0.268*	0.50
H26b	0.6478	0.1976	0.0168	0.268*	0.50
H26c	0.8360	0.1949	0.0219	0.268*	0.50
H25d	0.7800	−0.0719	−0.0796	0.231*	0.50
H25e	0.8550	0.0587	−0.0723	0.231*	0.50
H25f	0.6677	0.0397	−0.0799	0.231*	0.50
H24'	0.6969	−0.0339	0.1508	0.165*	0.50
H26d	0.7697	0.1702	0.1051	0.268*	0.50
H26e	0.8615	0.1751	0.0197	0.268*	0.50
H26f	0.9439	0.1196	0.1062	0.268*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.065 (2)	0.104 (2)	0.090 (2)	−0.016 (1)	−0.014 (1)	0.015 (2)
O2	0.116 (2)	0.161 (3)	0.096 (2)	−0.060 (2)	−0.034 (2)	0.070 (2)
O3	0.069 (1)	0.053 (1)	0.094 (2)	0.013 (1)	0.008 (1)	−0.011 (1)
O4	0.040 (1)	0.061 (1)	0.084 (1)	0.005 (1)	0.012 (1)	0.002 (1)
O5	0.036 (1)	0.046 (1)	0.091 (2)	0.005 (1)	0.003 (1)	−0.004 (1)
O6	0.061 (1)	0.058 (1)	0.078 (1)	0.021 (1)	0.009 (1)	0.017 (1)
O7	0.087 (2)	0.089 (2)	0.063 (1)	0.018 (1)	−0.008 (1)	0.004 (1)
O8	0.087 (2)	0.089 (2)	0.073 (2)	−0.017 (2)	0.015 (1)	0.003 (1)
O9	0.233 (4)	0.089 (2)	0.150 (3)	0.017 (2)	0.126 (3)	−0.001 (2)
O10	0.102 (2)	0.160 (3)	0.110 (2)	−0.016 (2)	−0.018 (2)	0.035 (2)
O11	0.149 (8)	0.134 (3)	0.136 (7)	0.013 (6)	0.075 (6)	0.017 (5)
O11'	0.149 (8)	0.134 (3)	0.136 (7)	0.013 (6)	0.075 (6)	0.017 (5)
N1	0.044 (1)	0.044 (1)	0.058 (1)	0.002 (1)	0.001 (1)	0.004 (1)
N2	0.058 (1)	0.052 (1)	0.059 (2)	0.010 (1)	0.012 (1)	0.006 (1)
N3	0.113 (3)	0.117 (3)	0.085 (2)	−0.003 (2)	−0.009 (2)	0.024 (2)
N4	0.108 (9)	0.110 (5)	0.084 (4)	0.005 (5)	0.032 (5)	0.013 (4)
N4'	0.108 (9)	0.110 (5)	0.084 (4)	0.005 (5)	0.032 (5)	0.013 (4)
C1	0.059 (2)	0.066 (2)	0.065 (2)	−0.008 (2)	−0.006 (2)	0.001 (2)
C2	0.058 (2)	0.050 (2)	0.066 (2)	−0.006 (1)	0.002 (1)	0.005 (1)
C3	0.051 (2)	0.048 (2)	0.051 (2)	0.011 (1)	0.006 (1)	0.006 (1)
C4	0.042 (1)	0.043 (1)	0.045 (1)	0.010 (1)	0.006 (1)	0.009 (1)
C5	0.042 (2)	0.056 (2)	0.055 (2)	0.018 (1)	0.013 (1)	0.009 (1)
C6	0.034 (1)	0.051 (2)	0.063 (2)	0.008 (1)	0.010 (1)	0.012 (1)
C7	0.039 (1)	0.044 (2)	0.053 (2)	0.006 (1)	0.007 (1)	0.011 (1)
C8	0.035 (1)	0.043 (2)	0.056 (2)	0.008 (1)	0.009 (1)	0.003 (1)
C9	0.035 (1)	0.045 (2)	0.046 (1)	0.008 (1)	0.006 (1)	0.010 (1)
C10	0.040 (1)	0.049 (2)	0.050 (2)	0.006 (1)	0.004 (1)	0.010 (1)
C11	0.033 (1)	0.037 (1)	0.069 (2)	0.002 (1)	0.007 (1)	0.007 (1)
C12	0.043 (2)	0.048 (2)	0.061 (2)	−0.004 (1)	0.003 (1)	0.002 (1)
C13	0.040 (1)	0.047 (2)	0.060 (2)	0.003 (1)	0.002 (1)	0.012 (1)
C14	0.034 (1)	0.043 (1)	0.058 (2)	−0.001 (1)	0.007 (1)	0.013 (1)
C15	0.039 (1)	0.043 (1)	0.058 (2)	0.000 (1)	0.007 (1)	0.011 (1)
C16	0.037 (1)	0.048 (2)	0.063 (2)	0.001 (1)	0.002 (1)	0.016 (1)
C17	0.041 (1)	0.046 (2)	0.061 (2)	0.001 (1)	0.011 (1)	0.013 (1)
C18	0.051 (2)	0.059 (2)	0.059 (2)	0.004 (1)	0.005 (1)	0.011 (1)
C19	0.076 (2)	0.060 (2)	0.067 (2)	0.011 (2)	0.015 (2)	0.004 (2)
C20	0.084 (2)	0.074 (2)	0.060 (2)	0.024 (2)	0.020 (2)	0.006 (2)
C21	0.095 (3)	0.120 (4)	0.108 (4)	−0.009 (3)	−0.006 (3)	0.036 (3)
C22	0.202 (7)	0.177 (6)	0.114 (4)	−0.032 (5)	−0.059 (5)	0.020 (4)
C23	0.155 (5)	0.159 (5)	0.134 (4)	0.004 (4)	0.036 (4)	0.059 (4)
C24	0.15 (1)	0.157 (6)	0.118 (5)	−0.022 (6)	0.060 (6)	0.012 (5)
C25	0.17 (1)	0.18 (1)	0.109 (4)	−0.007 (8)	0.033 (6)	0.019 (6)
C26	0.19 (1)	0.173 (8)	0.178 (8)	−0.025 (8)	0.039 (8)	0.006 (6)
C24'	0.15 (1)	0.157 (6)	0.118 (5)	−0.022 (6)	0.060 (6)	0.012 (5)
C25'	0.17 (1)	0.18 (1)	0.109 (4)	−0.007 (8)	0.033 (6)	0.019 (6)
C26'	0.19 (1)	0.173 (8)	0.178 (8)	−0.025 (8)	0.039 (8)	0.006 (6)

Geometric parameters (Å, º)

O1—C1	1.278 (4)	N4—C25	1.41 (1)
O2—C1	1.200 (4)	N4—C26	1.47 (1)
O3—C3	1.209 (3)	O11'—C24'	1.33 (1)
O4—C10	1.210 (3)	N4'—C24'	1.31 (1)
O5—C7	1.376 (3)	N4'—C25'	1.41 (1)
O5—C11	1.392 (3)	N4'—C26'	1.47 (1)
O6—C17	1.204 (3)	O1—H1o	0.86 (1)
O7—C18	1.199 (3)	O9—H9o	0.85 (1)
O8—C20	1.190 (4)	C2—H2a	0.97
O9—C20	1.294 (4)	C2—H2b	0.97
O10—C21	1.277 (5)	C5—H5	0.93
N1—C2	1.442 (4)	C6—H6	0.93
N1—C3	1.390 (3)	C8—H8	0.93
N1—C10	1.383 (3)	C12—H12	0.93
N2—C17	1.390 (4)	C13—H13	0.93
N2—C18	1.398 (4)	C16—H16	0.93
N2—C19	1.442 (4)	C19—H19a	0.97
N3—C21	1.313 (6)	C19—H19b	0.97
N3—C22	1.430 (6)	C21—H21	0.93
N3—C23	1.444 (6)	C22—H22a	0.96
C1—C2	1.499 (4)	C22—H22b	0.96
C3—C4	1.471 (4)	C22—H22c	0.96
C4—C5	1.378 (4)	C23—H23a	0.96
C4—C9	1.389 (3)	C23—H23b	0.96
C5—C6	1.374 (4)	C23—H23c	0.96
C6—C7	1.385 (4)	C24—H24	0.93
C7—C8	1.394 (4)	C25—H25a	0.96
C8—C9	1.369 (4)	C25—H25b	0.96
C9—C10	1.485 (4)	C25—H25c	0.96
C11—C16	1.375 (4)	C26—H26a	0.96
C11—C12	1.383 (4)	C26—H26b	0.96
C12—C13	1.376 (4)	C26—H26c	0.96
C13—C14	1.369 (4)	C25'—H25d	0.96
C14—C15	1.384 (4)	C25'—H25e	0.96
C14—C17	1.480 (4)	C25'—H25f	0.96
C15—C16	1.375 (4)	C24'—H24'	0.93
C15—C18	1.483 (4)	C26'—H26d	0.96
C19—C20	1.514 (5)	C26'—H26e	0.96
O11—C24	1.33 (1)	C26'—H26f	0.96
N4—C24	1.32 (1)
C7—O5—C11	120.3 (2)	C24'—N4'—C25'	131 (2)
C10—N1—C2	121.6 (2)	C24'—N4'—C26'	121 (2)
C10—N1—C3	112.2 (2)	C25'—N4'—C26'	105 (2)
C2—N1—C3	125.4 (2)	N4'—C24'—O11'	117 (2)
C17—N2—C18	112.0 (2)	C1—O1—H1o	110 (3)
C17—N2—C19	124.7 (2)	C20—O9—H9o	103 (5)
C18—N2—C19	122.5 (3)	N1—C2—H2a	109.6
C21—N3—C22	120.7 (5)	C1—C2—H2a	109.6
C21—N3—C23	119.9 (4)	N1—C2—H2b	109.6
C22—N3—C23	119.4 (4)	C1—C2—H2b	109.6
O1—C1—O2	124.4 (3)	H2a—C2—H2b	108.1
O1—C1—C2	113.9 (3)	C6—C5—H5	120.8
O2—C1—C2	121.7 (3)	C4—C5—H5	120.8
N1—C2—C1	110.1 (2)	C5—C6—H6	119.7
O3—C3—N1	124.3 (3)	C7—C6—H6	119.7
O3—C3—C4	129.6 (3)	C9—C8—H8	121.9
N1—C3—C4	106.0 (2)	C7—C8—H8	121.9
C3—C4—C5	131.5 (2)	C13—C12—H12	119.9
C3—C4—C9	108.2 (2)	C11—C12—H12	119.9
C5—C4—C9	120.3 (2)	C14—C13—H13	121.1
C4—C5—C6	118.4 (2)	C12—C13—H13	121.1
C5—C6—C7	120.6 (2)	C11—C16—H16	121.8
O5—C7—C6	115.2 (2)	C15—C16—H16	121.8
O5—C7—C8	122.7 (2)	N2—C19—H19a	109.6
C6—C7—C8	121.9 (2)	C20—C19—H19a	109.6
C7—C8—C9	116.3 (2)	N2—C19—H19b	109.6
C4—C9—C8	122.5 (2)	C20—C19—H19b	109.6
C4—C9—C10	107.8 (2)	H19a—C19—H19b	108.1
C8—C9—C10	129.7 (2)	O10—C21—H21	117.6
O4—C10—N1	124.5 (2)	N3—C21—H21	117.6
O4—C10—C9	129.7 (3)	N3—C22—H22a	109.5
N1—C10—C9	105.8 (2)	N3—C22—H22b	109.5
C12—C11—O5	120.7 (3)	H22a—C22—H22b	109.5
C16—C11—O5	116.5 (2)	N3—C22—H22c	109.5
C12—C11—C16	122.6 (2)	H22a—C22—H22c	109.5
C11—C12—C13	120.2 (3)	H22b—C22—H22c	109.5
C12—C13—C14	117.8 (3)	N3—C23—H23a	109.5
C13—C14—C15	121.4 (2)	N3—C23—H23b	109.5
C13—C14—C17	130.3 (2)	H23a—C23—H23b	109.5
C15—C14—C17	108.3 (2)	N3—C23—H23c	109.5
C14—C15—C16	121.6 (3)	H23a—C23—H23c	109.5
C14—C15—C18	108.2 (2)	H23b—C23—H23c	109.5
C16—C15—C18	130.2 (3)	N4—C24—H24	120.1
C11—C16—C15	116.4 (2)	O11—C24—H24	120.1
O6—C17—N2	124.6 (3)	N4'—C25'—H25d	109.5
O6—C17—C14	129.5 (3)	N4'—C25'—H25e	109.5
N2—C17—C14	105.9 (2)	H25d—C25'—H25e	109.5
O7—C18—N2	124.4 (3)	N4'—C25'—H25f	109.5
O7—C18—C15	130.0 (3)	H25d—C25'—H25f	109.5
N2—C18—C15	105.6 (2)	H25e—C25'—H25f	109.5
N2—C19—C20	110.1 (3)	N4'—C24'—H24'	121.6
O8—C20—O9	126.1 (4)	O11'—C24'—H24'	121.6
O8—C20—C19	123.8 (3)	N4'—C26'—H26d	109.5
O9—C20—C19	110.1 (3)	N4'—C26'—H26e	109.5
O10—C21—N3	124.7 (5)	H26d—C26'—H26e	109.5
C24—N4—C25	119 (2)	N4'—C26'—H26f	109.5
C24—N4—C26	119 (2)	H26d—C26'—H26f	109.5
C25—N4—C26	122 (2)	H26e—C26'—H26f	109.5
N4—C24—O11	120 (2)
C10—N1—C2—C1	−69.2 (3)	O5—C11—C12—C13	175.3 (2)
C3—N1—C2—C1	99.4 (3)	C11—C12—C13—C14	−0.2 (4)
O2—C1—C2—N1	−18.5 (5)	C12—C13—C14—C15	−0.6 (4)
O1—C1—C2—N1	161.4 (3)	C12—C13—C14—C17	−179.2 (2)
C10—N1—C3—O3	179.0 (3)	C13—C14—C15—C16	1.0 (4)
C2—N1—C3—O3	9.5 (4)	C17—C14—C15—C16	179.9 (2)
C10—N1—C3—C4	−1.3 (3)	C13—C14—C15—C18	−177.0 (2)
C2—N1—C3—C4	−170.8 (2)	C17—C14—C15—C18	1.9 (3)
O3—C3—C4—C5	−0.7 (5)	C12—C11—C16—C15	−0.1 (4)
N1—C3—C4—C5	179.6 (3)	O5—C11—C16—C15	−175.1 (2)
O3—C3—C4—C9	179.6 (3)	C14—C15—C16—C11	−0.6 (4)
N1—C3—C4—C9	0.0 (3)	C18—C15—C16—C11	176.8 (3)
C9—C4—C5—C6	−0.1 (4)	C18—N2—C17—O6	−178.3 (3)
C3—C4—C5—C6	−179.8 (3)	C19—N2—C17—O6	−8.6 (4)
C4—C5—C6—C7	0.0 (4)	C18—N2—C17—C14	0.8 (3)
C11—O5—C7—C6	−162.5 (2)	C19—N2—C17—C14	170.6 (2)
C11—O5—C7—C8	21.6 (4)	C13—C14—C17—O6	−3.9 (5)
C5—C6—C7—O5	−176.0 (2)	C15—C14—C17—O6	177.4 (3)
C5—C6—C7—C8	0.0 (4)	C13—C14—C17—N2	177.0 (3)
O5—C7—C8—C9	176.0 (2)	C15—C14—C17—N2	−1.7 (3)
C6—C7—C8—C9	0.3 (4)	C17—N2—C18—O7	−178.6 (3)
C7—C8—C9—C4	−0.4 (4)	C19—N2—C18—O7	11.3 (5)
C7—C8—C9—C10	178.1 (2)	C17—N2—C18—C15	0.3 (3)
C5—C4—C9—C8	0.4 (4)	C19—N2—C18—C15	−169.7 (3)
C3—C4—C9—C8	−179.9 (2)	C16—C15—C18—O7	−0.3 (5)
C5—C4—C9—C10	−178.5 (2)	C14—C15—C18—O7	177.4 (3)
C3—C4—C9—C10	1.2 (3)	C16—C15—C18—N2	−179.1 (3)
C3—N1—C10—O4	−176.7 (2)	C14—C15—C18—N2	−1.4 (3)
C2—N1—C10—O4	−6.8 (4)	C17—N2—C19—C20	−98.2 (3)
C3—N1—C10—C9	2.1 (3)	C18—N2—C19—C20	70.5 (4)
C2—N1—C10—C9	172.0 (2)	N2—C19—C20—O8	3.4 (5)
C8—C9—C10—O4	−2.0 (5)	N2—C19—C20—O9	−173.7 (3)
C4—C9—C10—O4	176.7 (3)	C22—N3—C21—O10	5.5 (8)
C8—C9—C10—N1	179.3 (3)	C23—N3—C21—O10	−176.0 (5)
C4—C9—C10—N1	−2.0 (3)	C25—N4—C24—O11	−16 (4)
C7—O5—C11—C16	−129.7 (3)	C26—N4—C24—O11	167 (2)
C7—O5—C11—C12	55.2 (3)	C25'—N4'—C24'—O11'	15 (4)
C16—C11—C12—C13	0.5 (4)	C26'—N4'—C24'—O11'	173 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1o···O10	0.86 (1)	1.75 (1)	2.607 (4)	179 (4)
O9—H9o···O11	0.85 (1)	1.78 (3)	2.61 (1)	163 (7)
O9—H9o···O11′	0.85 (1)	1.84 (5)	2.54 (1)	139 (6)