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The pyrrolidine ring of the title compound, C27H21Br2N3O4·CH4O, adopts an envelope conformation. The methanol solvent molecule is involved in intermolecular hydrogen bonds. The molecular structure is stabilized by C—H...O interactions, and the packing is stabilized by N—H...O, O—H...O and O—H...N intermolecular interactions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804005045/bt6420sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804005045/bt6420Isup2.hkl
Contains datablock I

CCDC reference: 238781

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.048
  • wR factor = 0.141
  • Data-to-parameter ratio = 18.1

checkCIF/PLATON results

No syntax errors found



Alert level A PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.93
Alert level C REFLT03_ALERT_3_C Reflection count < 95% complete From the CIF: _diffrn_reflns_theta_max 28.01 From the CIF: _diffrn_reflns_theta_full 0.00 From the CIF: _reflns_number_total 6201 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 6692 Completeness (_total/calc) 92.66% PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.95 PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms ..... 1 PLAT432_ALERT_2_C Short Inter X...Y Contact Br1 .. C8 .. 3.33 Ang. PLAT757_ALERT_4_C D...A Calc 2.80169, Rep 2.802(4) ...... Senseless su N1 -O36 1.555 1.555 PLAT757_ALERT_4_C D...A Calc 3.05257, Rep 3.053(3) ...... Senseless su O36 -O17 1.555 4.565 PLAT757_ALERT_4_C D...A Calc 3.18300, Rep 3.183(4) ...... Senseless su O36 -N14 1.555 4.565
1 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 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 3 ALERT type 3 Indicator that the structure quality may be low 4 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997b); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: ZORTEP (Zsolnai, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and PARST (Nardelli, 1995).

5,7-Dibromo-1'-methyl-2'-(4-methoxybenzoyl)-1H-indole-3-spiro-2'-pyrrolidine- 3'-spiro-3''-1H-indole-2,2''(3H,3''H)-dione methanol solvate top
Crystal data top
C27H21Br2N3O4·CH4OF(000) = 1296
Mr = 643.33Dx = 1.544 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 3283 reflections
a = 23.285 (2) Åθ = 2.7–21.4°
b = 7.8966 (7) ŵ = 2.97 mm1
c = 15.1669 (14) ÅT = 293 K
β = 96.979 (2)°Needles, colourles
V = 2768.1 (4) Å30.23 × 0.21 × 0.17 mm
Z = 4
Data collection top
Bruker Smart APEX CCD area-detector
diffractometer
6201 independent reflections
Radiation source: fine-focus sealed tube3759 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.032
ω scansθmax = 28.0°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2001)
h = 2529
Tmin = 0.548, Tmax = 0.632k = 109
16394 measured reflectionsl = 1920
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.048Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.141H-atom parameters constrained
S = 0.99 w = 1/[σ2(Fo2) + (0.0726P)2 + 0.703P]
where P = (Fo2 + 2Fc2)/3
6201 reflections(Δ/σ)max = 0.001
343 parametersΔρmax = 0.88 e Å3
0 restraintsΔρmin = 0.47 e Å3
Special details top

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 (Å2) top
xyzUiso*/Ueq
Br10.47663 (2)0.27814 (7)0.71842 (4)0.0883 (2)
Br20.45157 (2)0.30348 (6)0.50148 (3)0.07141 (18)
N10.32940 (12)0.3148 (3)0.58636 (18)0.0433 (7)
H10.33370.39030.54680.052*
C20.28469 (15)0.3103 (4)0.6350 (2)0.0389 (7)
O30.24617 (11)0.4141 (3)0.63318 (16)0.0504 (6)
C40.29214 (14)0.1531 (4)0.6981 (2)0.0369 (7)
C50.34817 (14)0.0799 (4)0.67274 (19)0.0373 (7)
C60.38078 (15)0.0545 (4)0.7076 (2)0.0449 (8)
H60.36870.12080.75260.054*
C70.43225 (16)0.0884 (4)0.6738 (2)0.0509 (9)
C80.45273 (15)0.0121 (4)0.6110 (2)0.0520 (9)
H80.48770.01250.59020.062*
C90.42042 (15)0.1507 (4)0.5792 (2)0.0459 (8)
C100.36791 (15)0.1815 (4)0.6083 (2)0.0390 (7)
C110.23649 (14)0.0369 (3)0.68488 (19)0.0341 (7)
C120.20112 (14)0.0960 (4)0.7617 (2)0.0423 (8)
H120.20110.00180.80370.051*
C130.23666 (17)0.2372 (5)0.8085 (2)0.0530 (9)
H13A0.22410.34670.78440.064*
H13B0.23360.23620.87170.064*
N140.29568 (13)0.2005 (3)0.79143 (18)0.0446 (7)
C150.33617 (18)0.3382 (5)0.8187 (3)0.0638 (11)
H15A0.32260.44100.78950.096*
H15B0.37370.31060.80260.096*
H15C0.33880.35310.88190.096*
C160.25442 (15)0.1495 (4)0.7002 (2)0.0428 (8)
O170.27371 (12)0.2101 (3)0.77222 (17)0.0585 (7)
N180.24414 (14)0.2311 (3)0.6228 (2)0.0518 (8)
H180.25500.33320.61440.062*
C190.21358 (16)0.1305 (4)0.5572 (2)0.0449 (8)
C200.1904 (2)0.1769 (5)0.4726 (3)0.0683 (12)
H200.19620.28470.45070.082*
C210.1586 (2)0.0579 (6)0.4219 (3)0.0689 (12)
H210.14270.08580.36460.083*
C220.14988 (17)0.1005 (5)0.4539 (2)0.0557 (10)
H220.12760.17790.41840.067*
C230.17359 (14)0.1470 (4)0.5380 (2)0.0420 (8)
H230.16760.25520.55940.050*
C240.20627 (13)0.0307 (4)0.59014 (19)0.0337 (7)
C250.13864 (16)0.1382 (4)0.7300 (2)0.0465 (8)
O260.12185 (12)0.2856 (3)0.72948 (19)0.0636 (7)
C270.09846 (15)0.0002 (4)0.6987 (2)0.0447 (8)
C280.04563 (18)0.0415 (5)0.6521 (3)0.0660 (11)
H280.03610.15500.64250.079*
C290.00712 (19)0.0801 (5)0.6198 (3)0.0729 (13)
H290.02750.04880.58660.087*
C300.01913 (18)0.2500 (5)0.6360 (3)0.0573 (10)
O310.02239 (13)0.3597 (4)0.6019 (2)0.0748 (8)
C320.0113 (2)0.5362 (5)0.6132 (3)0.0770 (13)
H32A0.02260.56580.58620.116*
H32B0.04380.59940.58570.116*
H32C0.00500.56250.67550.116*
C330.07166 (18)0.2946 (5)0.6822 (3)0.0560 (10)
H330.08070.40810.69270.067*
C340.11092 (16)0.1696 (4)0.7128 (2)0.0503 (9)
H340.14640.20060.74340.060*
C350.35184 (13)0.7135 (3)0.46256 (16)0.0942 (16)
H35A0.36420.73210.52450.141*
H35B0.32710.80470.43970.141*
H35C0.38510.70860.43090.141*
O360.32130 (13)0.5596 (3)0.45171 (16)0.0778 (9)
H360.31990.52830.39990.117*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Br10.0765 (4)0.0925 (4)0.0976 (4)0.0491 (3)0.0173 (3)0.0313 (3)
Br20.0652 (3)0.0755 (3)0.0779 (3)0.0035 (2)0.0263 (2)0.0123 (2)
N10.0477 (18)0.0355 (14)0.0473 (15)0.0005 (12)0.0076 (13)0.0063 (11)
C20.044 (2)0.0260 (15)0.0448 (18)0.0008 (14)0.0020 (15)0.0042 (12)
O30.0523 (16)0.0287 (11)0.0695 (16)0.0064 (11)0.0045 (12)0.0019 (10)
C40.042 (2)0.0308 (15)0.0369 (16)0.0028 (13)0.0016 (14)0.0009 (12)
C50.042 (2)0.0330 (16)0.0358 (16)0.0000 (13)0.0011 (14)0.0040 (12)
C60.047 (2)0.0443 (18)0.0423 (18)0.0051 (15)0.0006 (16)0.0026 (14)
C70.050 (2)0.050 (2)0.051 (2)0.0162 (17)0.0032 (18)0.0002 (16)
C80.041 (2)0.059 (2)0.056 (2)0.0054 (18)0.0044 (17)0.0098 (18)
C90.044 (2)0.0498 (19)0.0441 (19)0.0048 (16)0.0049 (16)0.0050 (15)
C100.0386 (19)0.0390 (17)0.0385 (17)0.0017 (14)0.0005 (14)0.0031 (13)
C110.0398 (19)0.0269 (14)0.0351 (16)0.0041 (12)0.0023 (14)0.0008 (11)
C120.044 (2)0.0457 (18)0.0381 (17)0.0093 (15)0.0077 (15)0.0031 (14)
C130.061 (3)0.057 (2)0.0410 (19)0.0129 (18)0.0045 (18)0.0111 (15)
N140.0451 (18)0.0469 (16)0.0405 (15)0.0030 (13)0.0000 (13)0.0134 (12)
C150.063 (3)0.060 (2)0.066 (2)0.002 (2)0.005 (2)0.0241 (19)
C160.041 (2)0.0325 (16)0.056 (2)0.0025 (14)0.0087 (16)0.0093 (15)
O170.0636 (18)0.0478 (14)0.0626 (17)0.0105 (12)0.0016 (13)0.0236 (12)
N180.061 (2)0.0246 (13)0.069 (2)0.0060 (13)0.0043 (16)0.0066 (13)
C190.050 (2)0.0374 (17)0.0475 (19)0.0024 (15)0.0075 (16)0.0062 (14)
C200.084 (3)0.058 (2)0.061 (3)0.003 (2)0.003 (2)0.027 (2)
C210.071 (3)0.091 (3)0.042 (2)0.009 (2)0.005 (2)0.011 (2)
C220.054 (2)0.070 (3)0.041 (2)0.007 (2)0.0005 (17)0.0117 (18)
C230.041 (2)0.0422 (17)0.0423 (18)0.0036 (15)0.0054 (15)0.0073 (14)
C240.0331 (18)0.0315 (15)0.0367 (16)0.0035 (13)0.0055 (13)0.0005 (12)
C250.052 (2)0.050 (2)0.0387 (18)0.0103 (17)0.0103 (16)0.0022 (15)
O260.0580 (18)0.0532 (16)0.0790 (19)0.0149 (13)0.0054 (14)0.0070 (13)
C270.041 (2)0.0469 (19)0.0477 (19)0.0076 (16)0.0105 (16)0.0086 (15)
C280.055 (3)0.043 (2)0.098 (3)0.0104 (19)0.000 (2)0.010 (2)
C290.054 (3)0.056 (2)0.103 (4)0.008 (2)0.014 (2)0.013 (2)
C300.055 (3)0.052 (2)0.065 (2)0.0034 (19)0.007 (2)0.0050 (18)
O310.069 (2)0.0512 (16)0.100 (2)0.0009 (15)0.0064 (17)0.0019 (15)
C320.096 (4)0.048 (2)0.087 (3)0.006 (2)0.011 (3)0.001 (2)
C330.057 (3)0.049 (2)0.063 (2)0.0111 (19)0.012 (2)0.0169 (17)
C340.040 (2)0.051 (2)0.060 (2)0.0053 (16)0.0063 (17)0.0162 (16)
C350.114 (5)0.083 (3)0.084 (3)0.021 (3)0.004 (3)0.008 (3)
O360.100 (2)0.0772 (19)0.0528 (16)0.0111 (17)0.0059 (16)0.0165 (14)
Geometric parameters (Å, º) top
Br1—C71.897 (3)N18—H180.8600
Br2—C91.892 (3)C19—C201.380 (5)
N1—C21.348 (4)C19—C241.385 (4)
N1—C101.397 (4)C20—C211.372 (6)
N1—H10.8600C20—H200.9300
C2—O31.213 (4)C21—C221.366 (6)
C2—C41.564 (4)C21—H210.9300
C4—N141.456 (4)C22—C231.378 (5)
C4—C51.519 (4)C22—H220.9300
C4—C111.581 (4)C23—C241.379 (4)
C5—C61.373 (4)C23—H230.9300
C5—C101.386 (4)C25—O261.228 (4)
C6—C71.386 (5)C25—C271.479 (5)
C6—H60.9300C27—C341.380 (5)
C7—C81.369 (5)C27—C281.382 (5)
C8—C91.382 (5)C28—C291.364 (6)
C8—H80.9300C28—H280.9300
C9—C101.371 (5)C29—C301.386 (5)
C11—C241.522 (4)C29—H290.9300
C11—C161.540 (4)C30—O311.353 (5)
C11—C121.576 (4)C30—C331.379 (5)
C12—C251.513 (5)O31—C321.424 (5)
C12—C131.513 (5)C32—H32A0.9600
C12—H120.9800C32—H32B0.9600
C13—N141.458 (5)C32—H32C0.9600
C13—H13A0.9700C33—C341.386 (5)
C13—H13B0.9700C33—H330.9300
N14—C151.466 (5)C34—H340.9300
C15—H15A0.9600C35—O361.4074
C15—H15B0.9600C35—H35A0.9600
C15—H15C0.9600C35—H35B0.9600
C16—O171.227 (4)C35—H35C0.9600
C16—N181.334 (5)O36—H360.8200
N18—C191.399 (4)
C2—N1—C10111.5 (3)O17—C16—C11124.8 (3)
C2—N1—H1124.3N18—C16—C11108.2 (3)
C10—N1—H1124.3C16—N18—C19111.9 (3)
O3—C2—N1126.0 (3)C16—N18—H18124.0
O3—C2—C4125.3 (3)C19—N18—H18124.0
N1—C2—C4108.7 (3)C20—C19—C24121.9 (3)
N14—C4—C5113.3 (3)C20—C19—N18128.2 (3)
N14—C4—C2112.3 (2)C24—C19—N18109.8 (3)
C5—C4—C2100.5 (2)C21—C20—C19117.6 (4)
N14—C4—C11102.8 (2)C21—C20—H20121.2
C5—C4—C11117.6 (2)C19—C20—H20121.2
C2—C4—C11110.8 (2)C22—C21—C20121.5 (4)
C6—C5—C10120.2 (3)C22—C21—H21119.3
C6—C5—C4130.4 (3)C20—C21—H21119.3
C10—C5—C4109.1 (3)C21—C22—C23120.8 (4)
C5—C6—C7118.0 (3)C21—C22—H22119.6
C5—C6—H6121.0C23—C22—H22119.6
C7—C6—H6121.0C22—C23—C24119.0 (3)
C8—C7—C6122.3 (3)C22—C23—H23120.5
C8—C7—Br1119.0 (3)C24—C23—H23120.5
C6—C7—Br1118.6 (3)C23—C24—C19119.3 (3)
C7—C8—C9118.8 (3)C23—C24—C11132.8 (3)
C7—C8—H8120.6C19—C24—C11107.9 (3)
C9—C8—H8120.6O26—C25—C27120.7 (3)
C10—C9—C8119.8 (3)O26—C25—C12120.3 (3)
C10—C9—Br2120.8 (3)C27—C25—C12119.1 (3)
C8—C9—Br2119.3 (3)C34—C27—C28117.9 (3)
C9—C10—C5120.6 (3)C34—C27—C25123.6 (3)
C9—C10—N1129.0 (3)C28—C27—C25118.5 (3)
C5—C10—N1110.2 (3)C29—C28—C27121.5 (4)
C24—C11—C16101.4 (2)C29—C28—H28119.3
C24—C11—C12118.9 (3)C27—C28—H28119.3
C16—C11—C12109.1 (2)C28—C29—C30120.5 (4)
C24—C11—C4114.6 (2)C28—C29—H29119.7
C16—C11—C4109.4 (3)C30—C29—H29119.7
C12—C11—C4103.2 (2)O31—C30—C33125.3 (4)
C25—C12—C13115.9 (3)O31—C30—C29115.6 (4)
C25—C12—C11113.5 (3)C33—C30—C29119.0 (4)
C13—C12—C11105.1 (3)C30—O31—C32118.0 (3)
C25—C12—H12107.3O31—C32—H32A109.5
C13—C12—H12107.3O31—C32—H32B109.5
C11—C12—H12107.3H32A—C32—H32B109.5
N14—C13—C12104.1 (3)O31—C32—H32C109.5
N14—C13—H13A110.9H32A—C32—H32C109.5
C12—C13—H13A110.9H32B—C32—H32C109.5
N14—C13—H13B110.9C30—C33—C34119.7 (3)
C12—C13—H13B110.9C30—C33—H33120.1
H13A—C13—H13B109.0C34—C33—H33120.1
C4—N14—C13106.3 (3)C27—C34—C33121.4 (4)
C4—N14—C15115.1 (3)C27—C34—H34119.3
C13—N14—C15113.0 (3)C33—C34—H34119.3
N14—C15—H15A109.5O36—C35—H35A109.5
N14—C15—H15B109.5O36—C35—H35B109.5
H15A—C15—H15B109.5H35A—C35—H35B109.5
N14—C15—H15C109.5O36—C35—H35C109.5
H15A—C15—H15C109.5H35A—C35—H35C109.5
H15B—C15—H15C109.5H35B—C35—H35C109.5
O17—C16—N18127.0 (3)C35—O36—H36109.5
C10—N1—C2—O3176.4 (3)C5—C4—N14—C1564.6 (4)
C10—N1—C2—C40.8 (4)C2—C4—N14—C1548.3 (4)
O3—C2—C4—N1456.6 (4)C11—C4—N14—C15167.4 (3)
N1—C2—C4—N14120.7 (3)C12—C13—N14—C443.3 (3)
O3—C2—C4—C5177.3 (3)C12—C13—N14—C15170.4 (3)
N1—C2—C4—C50.0 (3)C24—C11—C16—O17169.9 (3)
O3—C2—C4—C1157.7 (4)C12—C11—C16—O1743.6 (4)
N1—C2—C4—C11125.0 (3)C4—C11—C16—O1768.6 (4)
N14—C4—C5—C655.6 (4)C24—C11—C16—N188.8 (3)
C2—C4—C5—C6175.6 (3)C12—C11—C16—N18135.1 (3)
C11—C4—C5—C664.2 (4)C4—C11—C16—N18112.6 (3)
N14—C4—C5—C10119.2 (3)O17—C16—N18—C19170.3 (3)
C2—C4—C5—C100.8 (3)C11—C16—N18—C198.4 (4)
C11—C4—C5—C10121.0 (3)C16—N18—C19—C20172.9 (4)
C10—C5—C6—C72.6 (5)C16—N18—C19—C244.3 (4)
C4—C5—C6—C7176.8 (3)C24—C19—C20—C211.2 (6)
C5—C6—C7—C83.6 (5)N18—C19—C20—C21175.6 (4)
C5—C6—C7—Br1177.9 (2)C19—C20—C21—C220.2 (7)
C6—C7—C8—C91.1 (5)C20—C21—C22—C231.0 (7)
Br1—C7—C8—C9179.6 (3)C21—C22—C23—C240.3 (5)
C7—C8—C9—C102.4 (5)C22—C23—C24—C191.1 (5)
C7—C8—C9—Br2173.7 (3)C22—C23—C24—C11177.7 (3)
C8—C9—C10—C53.4 (5)C20—C19—C24—C231.9 (5)
Br2—C9—C10—C5172.7 (2)N18—C19—C24—C23175.4 (3)
C8—C9—C10—N1178.4 (3)C20—C19—C24—C11179.3 (3)
Br2—C9—C10—N12.3 (5)N18—C19—C24—C111.9 (4)
C6—C5—C10—C90.8 (5)C16—C11—C24—C23170.6 (3)
C4—C5—C10—C9174.6 (3)C12—C11—C24—C2351.0 (5)
C6—C5—C10—N1176.7 (3)C4—C11—C24—C2371.7 (4)
C4—C5—C10—N11.4 (4)C16—C11—C24—C196.3 (3)
C2—N1—C10—C9174.1 (3)C12—C11—C24—C19125.9 (3)
C2—N1—C10—C51.4 (4)C4—C11—C24—C19111.5 (3)
N14—C4—C11—C24154.2 (2)C13—C12—C25—O2611.9 (4)
C5—C4—C11—C2480.6 (3)C11—C12—C25—O26109.9 (3)
C2—C4—C11—C2434.1 (3)C13—C12—C25—C27168.9 (3)
N14—C4—C11—C1692.7 (3)C11—C12—C25—C2769.3 (4)
C5—C4—C11—C1632.5 (3)O26—C25—C27—C34167.2 (3)
C2—C4—C11—C16147.2 (3)C12—C25—C27—C3413.6 (5)
N14—C4—C11—C1223.4 (3)O26—C25—C27—C2813.3 (5)
C5—C4—C11—C12148.6 (3)C12—C25—C27—C28165.9 (3)
C2—C4—C11—C1296.8 (3)C34—C27—C28—C290.9 (6)
C24—C11—C12—C251.0 (4)C25—C27—C28—C29178.6 (4)
C16—C11—C12—C25114.6 (3)C27—C28—C29—C302.5 (7)
C4—C11—C12—C25129.1 (3)C28—C29—C30—O31179.1 (4)
C24—C11—C12—C13126.7 (3)C28—C29—C30—C332.6 (7)
C16—C11—C12—C13117.8 (3)C33—C30—O31—C320.8 (6)
C4—C11—C12—C131.5 (3)C29—C30—O31—C32177.3 (4)
C25—C12—C13—N14152.2 (3)O31—C30—C33—C34179.2 (4)
C11—C12—C13—N1426.0 (3)C29—C30—C33—C341.1 (6)
C5—C4—N14—C13169.5 (3)C28—C27—C34—C330.7 (5)
C2—C4—N14—C1377.5 (3)C25—C27—C34—C33179.9 (3)
C11—C4—N14—C1341.6 (3)C30—C33—C34—C270.5 (6)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O360.861.962.802 (4)165
C6—H6···O170.932.373.046 (5)129
C12—H12···O170.982.472.943 (4)110
C13—H13A···O30.972.473.036 (5)117
C13—H13A···O260.972.472.820 (5)101
C23—H23···O30.932.382.966 (4)121
N18—H18···O3i0.862.032.806 (3)150
O36—H36···O17ii0.822.543.053 (3)122
O36—H36···N14ii0.822.463.183 (4)147
Symmetry codes: (i) x, y1, z; (ii) x, y+1/2, z1/2.
 

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