Bis[2,3-bis­(thio­phen-2-yl)pyrido[3,4-b]pyrazine]­silver(I) perchlorate methanol disolvate

The title compound, [Ag(C₁₅H₉N₃S₂)₂]ClO₄·2CH₃OH, is monoclinic. The Ag^I atom is coordinated by pyrido N atoms and is two-coordinate; however, the Ag^I atom has nearby O atoms that can be assumed to be weakly bonded – one from the perchlorate anion and one from the methanol solvate molecule. One of the thienyl groups on a 2,3-bis­(thio­phen-2-yl)pyrido[3,4-b]pyrazine is flipped disordered and was refined to occupancies of 68.4 (6) and 31.6 (6)%.

Key indicators

Structure: I

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• Disorder in main residue
• R factor = 0.041
• wR factor = 0.095
• Data-to-parameter ratio = 25.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Reported MoietyFormula Strings  Differ     Please Check
              Calc: C31 H22 Ag N6 O S4, Cl O4, C H4 O
              Rep.: C30 H18 Ag N6 S4, Cl O4, 2(C H4 O)
PLAT220_ALERT_2_C NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        3.3 Ratio
PLAT260_ALERT_2_C Large Average Ueq of Residue Including        O5      0.124 Check
PLAT767_ALERT_4_C INS Embedded LIST 6 Instruction Should be LIST 4     Please Check
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      2.005 Check
PLAT910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min).          7 Note
                1  0  0,   1  1  0,   0  2  0,  -1  0  1,   0  0  1,   0  1  1,
                0  2  1,

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         17 Note
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...         10 Report
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms ..............          2 Report
              H6A   H5A
PLAT171_ALERT_4_G The CIF-Embedded .res File Contains EADP Records          1 Report
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          1 Report
PLAT174_ALERT_4_G The CIF-Embedded .res File Contains FLAT Records          1 Report
PLAT175_ALERT_4_G The CIF-Embedded .res File Contains SAME Records          2 Report
PLAT176_ALERT_4_G The CIF-Embedded .res File Contains SADI Records          1 Report
PLAT178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records          1 Report
PLAT188_ALERT_3_G A Non-default SIMU Restraint Value has been used     0.0200 Report
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K)        293 Check
PLAT200_ALERT_1_G Reported   _diffrn_ambient_temperature ..... (K)        293 Check
PLAT244_ALERT_4_G Low    'Solvent' Ueq as Compared to Neighbors of        Cl1 Check
PLAT301_ALERT_3_G Main Residue  Disorder ..............(Resd    1)        12% Note
PLAT480_ALERT_4_G Long H...A H-Bond Reported H6       ..S4       .       2.92 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H9       ..O2       .       2.64 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H11      ..O5       .       2.65 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H14      ..N5       .       2.69 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H24      ..S4B      .       3.00 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H30      ..CL1      .       2.96 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H28B     ..S1       .       2.93 Ang.
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C6       ..S4       .        138 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C9       ..O2       .        149 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C11      ..O5       .        156 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C14      ..N5       .        133 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C24      ..S4       .        119 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C24      ..S4B      .        141 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C29      ..O4       .        150 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C30      ..CL1      .        142 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C30      ..O1       .        166 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C28B     ..S1       .        138 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C29B     ..O2       .        162 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for O6       ..O5       .        175 Degree
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd.  #          3 Note
              C H4 O
PLAT802_ALERT_4_G CIF Input Record(s) with more than 80 Characters          5 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............        185 Note
PLAT883_ALERT_1_G No Info/Value for _atom_sites_solution_primary .     Please Do !
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        395 Note
PLAT969_ALERT_5_G The 'Henn et al.' R-Factor-gap value ...........       2.94 Note
              Predicted wR2: Based on SigI   2  3.24 or SHELX Weight  9.57       
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          4 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   6 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  40 ALERT level G = General information/check it is not something unexpected

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 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
  30 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

---

Computing details

Bis[2,3-bis(thiophen-2-yl)pyrido[3,4-b]pyrazine]silver(I) perchlorate methanol disolvate

Crystal data

[Ag(C15H9N3S2)2]ClO4·2CH4O	F(000) = 872
Mr = 862.15	Dx = 1.659 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 8.3455 (3) Å	Cell parameters from 10547 reflections
b = 19.2331 (6) Å	θ = 3.1–31.8°
c = 11.0134 (3) Å	µ = 0.96 mm^−1
β = 102.491 (3)°	T = 293 K
V = 1725.93 (10) Å^3	Plate, yellow
Z = 2	0.38 × 0.37 × 0.11 mm

Data collection

Xcalibur Sapphire3 diffractometer	12591 independent reflections
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source	8576 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.039
Detector resolution: 16.1790 pixels mm^-1	θmax = 33.7°, θmin = 3.0°
ω scans	h = −12→12
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2019)	k = −29→29
Tmin = 0.851, Tmax = 1.000	l = −16→16
45050 measured reflections

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.041	w = 1/[σ^2(Fo^2) + (0.0407P)^2 + 0.1482P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.095	(Δ/σ)max < 0.001
S = 1.01	Δρmax = 0.45 e Å^−3
12591 reflections	Δρmin = −0.28 e Å^−3
495 parameters	Absolute structure: Flack x determined using 3323 quotients [(I^+)-(I^-)]/[(I^+)+(I^-)] (Parsons et al., 2013)
185 restraints	Absolute structure parameter: −0.044 (8)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H atoms on sp² and sp³ C atom were placed at calculated positions with C—H distances of 0.93 and 0.96 Å and were included in the refinement in riding-motion approximation, with U_iso(H) = 1.2U_eq or 1.5U_eq of the carrier atom, respectively. Hydroxy-group H atoms were also placed at calculated positions with an O—H distance of 0.82 Å and were included in the refinement in riding-motion approximation, with 1.5U_eq of the carrier atom.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ag1	0.70442 (4)	0.12456 (2)	0.38256 (3)	0.05936 (11)
N1	0.4283 (4)	0.14950 (16)	0.8719 (3)	0.0373 (6)
N2	0.5361 (4)	0.02155 (15)	0.7974 (3)	0.0397 (7)
N3	0.6104 (4)	0.1316 (2)	0.5510 (2)	0.0421 (7)
N4	0.9634 (4)	0.07609 (16)	−0.1102 (3)	0.0383 (7)
N5	0.8781 (4)	0.20922 (16)	−0.0416 (3)	0.0405 (7)
N6	0.7905 (4)	0.10874 (17)	0.2114 (3)	0.0455 (8)
C1	0.4227 (4)	0.09252 (19)	0.9368 (3)	0.0345 (7)
C2	0.4642 (4)	0.02578 (18)	0.8917 (3)	0.0350 (7)
C3	0.5467 (4)	0.08089 (19)	0.7322 (3)	0.0356 (7)
C4	0.6119 (5)	0.0784 (2)	0.6252 (3)	0.0409 (8)
H4	0.658463	0.037029	0.606024	0.049*
C5	0.5462 (6)	0.1931 (2)	0.5815 (4)	0.0486 (10)
H5	0.545322	0.231182	0.529383	0.058*
C6	0.4834 (6)	0.2006 (2)	0.6851 (4)	0.0484 (10)
H6	0.440309	0.243127	0.702726	0.058*
C7	0.4843 (5)	0.14404 (17)	0.7647 (3)	0.0352 (7)
C8	0.3768 (4)	0.10390 (18)	1.0565 (3)	0.0360 (8)
C9	0.3805 (5)	0.0610 (2)	1.1561 (4)	0.0465 (9)
H9	0.409226	0.014285	1.157075	0.056*
C10	0.3359 (6)	0.0953 (3)	1.2574 (4)	0.0538 (11)
H10	0.332455	0.073679	1.332314	0.065*
C11	0.2991 (7)	0.1626 (3)	1.2335 (4)	0.0579 (12)
H11	0.266068	0.192752	1.289439	0.070*
S1	0.32009 (16)	0.18639 (6)	1.08882 (10)	0.0512 (3)
C12	0.4263 (5)	−0.04052 (19)	0.9440 (3)	0.0415 (8)
C13	0.2780 (6)	−0.0623 (2)	0.9634 (4)	0.0476 (9)
H13	0.185986	−0.033838	0.953629	0.057*
C14	0.2801 (7)	−0.1323 (2)	0.9996 (4)	0.0577 (12)
H14	0.189238	−0.155270	1.016382	0.069*
C15	0.4267 (7)	−0.1627 (2)	1.0074 (5)	0.0631 (13)
H15	0.449611	−0.208621	1.031537	0.076*
S2	0.56527 (17)	−0.10719 (6)	0.96782 (13)	0.0613 (3)
C16	0.9753 (4)	0.1309 (2)	−0.1800 (3)	0.0331 (6)
C17	0.9372 (4)	0.19958 (18)	−0.1415 (3)	0.0349 (7)
C18	0.8609 (5)	0.15199 (19)	0.0273 (3)	0.0359 (8)
C19	0.8032 (5)	0.1610 (2)	0.1367 (4)	0.0447 (9)
H19	0.773010	0.205273	0.157263	0.054*
C20	0.8349 (6)	0.0447 (2)	0.1796 (4)	0.0532 (11)
H20	0.824813	0.007681	0.231893	0.064*
C21	0.8936 (6)	0.0311 (2)	0.0755 (4)	0.0503 (10)
H21	0.923412	−0.013854	0.058245	0.060*
C22	0.9079 (5)	0.0861 (2)	−0.0047 (3)	0.0369 (7)
C23	1.0254 (4)	0.1167 (2)	−0.2965 (3)	0.0367 (7)
C24	1.0302 (5)	0.1588 (2)	−0.3989 (3)	0.0448 (9)
H24	1.002324	0.205685	−0.404821	0.054*
C25	1.0833 (5)	0.1202 (3)	−0.4929 (4)	0.0587 (11)
H25	1.092595	0.139355	−0.568554	0.070*
C26	1.1189 (7)	0.0532 (3)	−0.4622 (4)	0.0639 (13)
H26	1.157432	0.021711	−0.513264	0.077*
S3	1.08557 (18)	0.03321 (6)	−0.32037 (11)	0.0599 (3)
C27	0.9611 (16)	0.2629 (6)	−0.2120 (14)	0.0367 (17)	0.684 (6)
C28	0.842 (2)	0.3113 (12)	−0.258 (2)	0.049 (3)	0.684 (6)
H28	0.731684	0.307225	−0.255469	0.058*	0.684 (6)
C29	0.9107 (12)	0.3688 (6)	−0.3118 (12)	0.062 (2)	0.684 (6)
H29	0.847376	0.404312	−0.355070	0.074*	0.684 (6)
C30	1.0712 (13)	0.3668 (5)	−0.2944 (10)	0.061 (3)	0.684 (6)
H30	1.133736	0.401005	−0.321978	0.073*	0.684 (6)
S4	1.1517 (4)	0.2942 (2)	−0.2149 (3)	0.0632 (9)	0.684 (6)
C27B	0.976 (3)	0.2650 (14)	−0.194 (3)	0.0367 (17)	0.316 (6)
C28B	1.132 (3)	0.2911 (15)	−0.184 (2)	0.051 (5)	0.316 (6)
H28B	1.227018	0.272075	−0.135305	0.061*	0.316 (6)
C29B	1.124 (2)	0.3524 (11)	−0.259 (2)	0.059 (5)	0.316 (6)
H29B	1.217078	0.376431	−0.269730	0.071*	0.316 (6)
C30B	0.975 (2)	0.3713 (13)	−0.311 (3)	0.064 (6)	0.316 (6)
H30B	0.949664	0.411530	−0.358317	0.076*	0.316 (6)
S4B	0.8309 (15)	0.3144 (8)	−0.2838 (14)	0.062 (3)	0.316 (6)
Cl1	0.56109 (14)	−0.07882 (6)	0.41362 (11)	0.0552 (3)
O1	0.6944 (5)	−0.0331 (2)	0.4288 (5)	0.0981 (16)
O2	0.5177 (8)	−0.0979 (4)	0.2865 (5)	0.131 (2)
O3	0.6003 (7)	−0.1420 (3)	0.4721 (6)	0.1162 (17)
O4	0.4275 (5)	−0.0473 (2)	0.4526 (5)	0.0983 (15)
O6	0.7948 (6)	0.2632 (2)	0.3707 (5)	0.0914 (13)
H6A	0.887327	0.273455	0.362682	0.137*
C32	0.6934 (10)	0.3214 (4)	0.3467 (7)	0.107 (2)
H32A	0.732501	0.351764	0.290270	0.161*
H32B	0.694406	0.345596	0.423134	0.161*
H32C	0.583375	0.306980	0.310247	0.161*
O5	1.1150 (7)	0.3021 (3)	0.3591 (5)	0.1150 (17)
H5A	1.178122	0.318490	0.419943	0.172*
C31	1.1213 (12)	0.3419 (6)	0.2541 (10)	0.133 (3)
H31A	1.075958	0.315668	0.180458	0.200*
H31B	1.233285	0.353542	0.254607	0.200*
H31C	1.058898	0.383737	0.254938	0.200*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0787 (2)	0.0712 (2)	0.03931 (14)	−0.0011 (2)	0.03710 (14)	0.00273 (17)
N1	0.0452 (16)	0.0377 (15)	0.0334 (15)	−0.0010 (12)	0.0185 (13)	0.0006 (12)
N2	0.0520 (18)	0.0362 (15)	0.0359 (15)	0.0013 (14)	0.0203 (13)	0.0022 (12)
N3	0.0527 (16)	0.0490 (18)	0.0301 (13)	−0.0117 (17)	0.0209 (12)	−0.0033 (16)
N4	0.0506 (18)	0.0346 (15)	0.0346 (16)	0.0000 (13)	0.0198 (13)	−0.0012 (12)
N5	0.0541 (19)	0.0346 (15)	0.0395 (16)	0.0052 (14)	0.0253 (15)	0.0021 (12)
N6	0.0564 (19)	0.048 (2)	0.0394 (16)	−0.0015 (15)	0.0265 (14)	0.0044 (13)
C1	0.0371 (17)	0.0383 (17)	0.0312 (16)	−0.0020 (14)	0.0142 (14)	0.0018 (14)
C2	0.0413 (18)	0.0339 (17)	0.0328 (16)	−0.0008 (14)	0.0145 (14)	0.0031 (13)
C3	0.0419 (19)	0.0345 (17)	0.0338 (17)	−0.0047 (15)	0.0159 (15)	0.0011 (14)
C4	0.049 (2)	0.045 (2)	0.0336 (18)	−0.0026 (17)	0.0208 (16)	−0.0062 (15)
C5	0.070 (3)	0.045 (2)	0.038 (2)	−0.005 (2)	0.0279 (19)	0.0064 (17)
C6	0.066 (3)	0.038 (2)	0.050 (2)	−0.0016 (19)	0.031 (2)	0.0035 (17)
C7	0.0433 (18)	0.0352 (19)	0.0311 (15)	−0.0051 (14)	0.0169 (13)	−0.0004 (13)
C8	0.0413 (18)	0.042 (2)	0.0284 (15)	−0.0024 (14)	0.0148 (13)	−0.0002 (12)
C9	0.064 (3)	0.046 (2)	0.0344 (19)	0.0014 (19)	0.0212 (18)	0.0059 (16)
C10	0.070 (3)	0.067 (3)	0.0303 (19)	0.002 (2)	0.0242 (19)	0.0060 (18)
C11	0.076 (3)	0.065 (3)	0.040 (2)	−0.001 (2)	0.030 (2)	−0.011 (2)
S1	0.0749 (7)	0.0455 (5)	0.0399 (5)	0.0041 (5)	0.0270 (5)	−0.0016 (4)
C12	0.056 (2)	0.0373 (19)	0.0351 (18)	−0.0012 (16)	0.0192 (16)	0.0057 (15)
C13	0.059 (2)	0.041 (2)	0.048 (2)	−0.0051 (18)	0.0227 (19)	0.0075 (17)
C14	0.083 (3)	0.046 (2)	0.048 (2)	−0.019 (2)	0.023 (2)	0.0058 (19)
C15	0.099 (4)	0.037 (2)	0.056 (3)	0.000 (2)	0.022 (3)	0.012 (2)
S2	0.0724 (8)	0.0425 (5)	0.0732 (8)	0.0112 (5)	0.0251 (6)	0.0113 (5)
C16	0.0355 (15)	0.0359 (17)	0.0301 (14)	−0.0043 (16)	0.0120 (11)	−0.0010 (16)
C17	0.0393 (19)	0.0349 (18)	0.0334 (17)	0.0011 (14)	0.0144 (14)	0.0019 (14)
C18	0.0426 (19)	0.0373 (17)	0.0321 (17)	−0.0013 (14)	0.0175 (14)	−0.0005 (13)
C19	0.057 (2)	0.045 (2)	0.041 (2)	0.0036 (18)	0.0283 (18)	0.0023 (16)
C20	0.075 (3)	0.046 (2)	0.047 (2)	0.003 (2)	0.031 (2)	0.0122 (18)
C21	0.077 (3)	0.0371 (19)	0.045 (2)	0.003 (2)	0.032 (2)	0.0048 (17)
C22	0.0447 (19)	0.0365 (17)	0.0329 (17)	−0.0003 (16)	0.0157 (15)	0.0010 (14)
C23	0.0394 (16)	0.0424 (19)	0.0309 (14)	−0.0010 (16)	0.0131 (12)	−0.0037 (15)
C24	0.050 (2)	0.057 (2)	0.0316 (18)	0.0035 (18)	0.0194 (16)	−0.0040 (16)
C25	0.069 (2)	0.079 (3)	0.0351 (17)	−0.005 (3)	0.0272 (17)	−0.005 (3)
C26	0.085 (3)	0.074 (3)	0.041 (2)	0.008 (3)	0.033 (2)	−0.015 (2)
S3	0.0897 (9)	0.0492 (6)	0.0473 (6)	0.0080 (6)	0.0294 (6)	−0.0066 (5)
C27	0.049 (3)	0.0351 (18)	0.030 (5)	−0.0042 (18)	0.018 (3)	−0.001 (2)
C28	0.057 (6)	0.047 (6)	0.047 (7)	−0.002 (5)	0.023 (5)	0.010 (4)
C29	0.072 (6)	0.049 (4)	0.068 (5)	0.010 (5)	0.024 (5)	0.018 (4)
C30	0.069 (7)	0.042 (4)	0.080 (7)	−0.011 (5)	0.033 (6)	0.011 (4)
S4	0.0515 (12)	0.0482 (13)	0.098 (2)	−0.0056 (9)	0.0335 (12)	0.0089 (14)
C27B	0.049 (3)	0.0351 (18)	0.030 (5)	−0.0042 (18)	0.018 (3)	−0.001 (2)
C28B	0.061 (10)	0.036 (7)	0.063 (9)	−0.006 (7)	0.029 (7)	0.022 (7)
C29B	0.057 (9)	0.057 (9)	0.065 (9)	−0.006 (7)	0.013 (7)	0.019 (7)
C30B	0.060 (12)	0.054 (8)	0.077 (9)	−0.003 (11)	0.013 (11)	0.032 (7)
S4B	0.073 (4)	0.049 (3)	0.061 (6)	0.003 (3)	0.009 (3)	0.017 (3)
Cl1	0.0634 (6)	0.0444 (5)	0.0612 (6)	0.0008 (5)	0.0208 (5)	−0.0028 (5)
O1	0.093 (3)	0.072 (3)	0.150 (4)	−0.031 (2)	0.074 (3)	−0.054 (3)
O2	0.141 (4)	0.165 (5)	0.079 (3)	−0.014 (4)	0.010 (3)	−0.039 (4)
O3	0.125 (4)	0.089 (3)	0.142 (5)	0.008 (3)	0.046 (3)	0.037 (3)
O4	0.077 (3)	0.083 (3)	0.150 (4)	0.012 (2)	0.058 (3)	−0.007 (3)
O6	0.118 (3)	0.063 (2)	0.099 (3)	−0.007 (2)	0.036 (3)	−0.003 (2)
C32	0.150 (7)	0.106 (5)	0.080 (4)	0.044 (5)	0.053 (4)	0.017 (4)
O5	0.113 (4)	0.122 (4)	0.103 (4)	−0.025 (3)	0.010 (3)	−0.018 (3)
C31	0.132 (7)	0.133 (8)	0.131 (8)	0.022 (6)	0.019 (6)	0.017 (6)

Geometric parameters (Å, º)

Ag1—N3	2.170 (3)	C18—C19	1.402 (5)
Ag1—N6	2.179 (3)	C18—C22	1.394 (5)
Ag1—O1	3.079 (5)	C19—H19	0.9300
Ag1—O6	2.782 (4)	C20—H20	0.9300
N1—C1	1.315 (4)	C20—C21	1.366 (5)
N1—C7	1.365 (4)	C21—H21	0.9300
N2—C2	1.309 (4)	C21—C22	1.401 (5)
N2—C3	1.362 (4)	C23—C24	1.396 (5)
N3—C4	1.308 (5)	C23—S3	1.720 (4)
N3—C5	1.369 (6)	C24—H24	0.9300
N4—C16	1.321 (5)	C24—C25	1.420 (5)
N4—C22	1.354 (5)	C25—H25	0.9300
N5—C17	1.313 (4)	C25—C26	1.348 (8)
N5—C18	1.361 (5)	C26—H26	0.9300
N6—C19	1.317 (5)	C26—S3	1.690 (5)
N6—C20	1.354 (5)	C27—C28	1.379 (18)
C1—C2	1.445 (5)	C27—S4	1.708 (11)
C1—C8	1.467 (5)	C28—H28	0.9300
C2—C12	1.462 (5)	C28—C29	1.429 (18)
C3—C4	1.402 (5)	C29—H29	0.9300
C3—C7	1.398 (5)	C29—C30	1.312 (11)
C4—H4	0.9300	C30—H30	0.9300
C5—H5	0.9300	C30—S4	1.707 (10)
C5—C6	1.363 (5)	C27B—C28B	1.38 (2)
C6—H6	0.9300	C27B—S4B	1.68 (2)
C6—C7	1.396 (5)	C28B—H28B	0.9300
C8—C9	1.367 (5)	C28B—C29B	1.44 (2)
C8—S1	1.715 (4)	C29B—H29B	0.9300
C9—H9	0.9300	C29B—C30B	1.309 (19)
C9—C10	1.413 (6)	C30B—H30B	0.9300
C10—H10	0.9300	C30B—S4B	1.698 (18)
C10—C11	1.344 (7)	Cl1—O1	1.399 (4)
C11—H11	0.9300	Cl1—O2	1.417 (5)
C11—S1	1.703 (5)	Cl1—O3	1.380 (5)
C12—C13	1.365 (6)	Cl1—O4	1.415 (4)
C12—S2	1.711 (4)	O6—H6A	0.8200
C13—H13	0.9300	O6—C32	1.394 (8)
C13—C14	1.404 (6)	C32—H32A	0.9600
C14—H14	0.9300	C32—H32B	0.9600
C14—C15	1.342 (7)	C32—H32C	0.9600
C15—H15	0.9300	O5—H5A	0.8200
C15—S2	1.699 (5)	O5—C31	1.398 (11)
C16—C17	1.443 (5)	C31—H31A	0.9600
C16—C23	1.458 (4)	C31—H31B	0.9600
C17—C27	1.480 (8)	C31—H31C	0.9600
C17—C27B	1.451 (16)
N3—Ag1—N6	175.24 (14)	N6—C19—H19	118.9
C1—N1—C7	117.7 (3)	C18—C19—H19	118.9
C2—N2—C3	117.3 (3)	N6—C20—H20	118.0
C4—N3—Ag1	121.9 (3)	N6—C20—C21	123.9 (4)
C4—N3—C5	118.3 (3)	C21—C20—H20	118.0
C5—N3—Ag1	119.8 (3)	C20—C21—H21	120.7
C16—N4—C22	117.9 (3)	C20—C21—C22	118.7 (4)
C17—N5—C18	117.2 (3)	C22—C21—H21	120.7
C19—N6—Ag1	121.3 (3)	N4—C22—C18	120.9 (3)
C19—N6—C20	118.0 (3)	N4—C22—C21	121.7 (3)
C20—N6—Ag1	120.7 (2)	C18—C22—C21	117.4 (3)
N1—C1—C2	121.0 (3)	C16—C23—S3	117.2 (3)
N1—C1—C8	114.3 (3)	C24—C23—C16	131.8 (4)
C2—C1—C8	124.8 (3)	C24—C23—S3	110.9 (3)
N2—C2—C1	120.8 (3)	C23—C24—H24	124.6
N2—C2—C12	115.7 (3)	C23—C24—C25	110.7 (4)
C1—C2—C12	123.4 (3)	C25—C24—H24	124.6
N2—C3—C4	119.8 (3)	C24—C25—H25	123.1
N2—C3—C7	121.5 (3)	C26—C25—C24	113.8 (4)
C7—C3—C4	118.6 (3)	C26—C25—H25	123.1
N3—C4—C3	123.1 (4)	C25—C26—H26	123.9
N3—C4—H4	118.5	C25—C26—S3	112.2 (3)
C3—C4—H4	118.5	S3—C26—H26	123.9
N3—C5—H5	118.7	C26—S3—C23	92.3 (2)
C6—C5—N3	122.6 (4)	C17—C27—S4	122.1 (8)
C6—C5—H5	118.7	C28—C27—C17	125.6 (12)
C5—C6—H6	120.3	C28—C27—S4	110.8 (9)
C5—C6—C7	119.4 (4)	C27—C28—H28	124.7
C7—C6—H6	120.3	C27—C28—C29	110.7 (13)
N1—C7—C3	120.3 (3)	C29—C28—H28	124.7
N1—C7—C6	121.8 (3)	C28—C29—H29	123.0
C6—C7—C3	118.0 (3)	C30—C29—C28	114.0 (12)
C1—C8—S1	117.5 (3)	C30—C29—H29	123.0
C9—C8—C1	131.8 (3)	C29—C30—H30	124.0
C9—C8—S1	110.5 (3)	C29—C30—S4	112.0 (9)
C8—C9—H9	123.6	S4—C30—H30	124.0
C8—C9—C10	112.8 (4)	C27—S4—C30	92.0 (5)
C10—C9—H9	123.6	C17—C27B—S4B	122.3 (17)
C9—C10—H10	123.7	C28B—C27B—C17	125 (2)
C11—C10—C9	112.5 (4)	C28B—C27B—S4B	113.0 (13)
C11—C10—H10	123.7	C27B—C28B—H28B	125.4
C10—C11—H11	123.9	C27B—C28B—C29B	109.1 (18)
C10—C11—S1	112.1 (4)	C29B—C28B—H28B	125.4
S1—C11—H11	123.9	C28B—C29B—H29B	123.2
C11—S1—C8	92.0 (2)	C30B—C29B—C28B	113.6 (19)
C2—C12—S2	121.1 (3)	C30B—C29B—H29B	123.2
C13—C12—C2	127.5 (4)	C29B—C30B—H30B	123.6
C13—C12—S2	110.7 (3)	C29B—C30B—S4B	112.8 (16)
C12—C13—H13	123.8	S4B—C30B—H30B	123.6
C12—C13—C14	112.5 (4)	C27B—S4B—C30B	91.3 (11)
C14—C13—H13	123.8	O1—Cl1—O2	107.9 (3)
C13—C14—H14	123.5	O1—Cl1—O4	110.6 (3)
C15—C14—C13	113.0 (4)	O3—Cl1—O1	113.3 (3)
C15—C14—H14	123.5	O3—Cl1—O2	102.6 (4)
C14—C15—H15	124.1	O3—Cl1—O4	111.0 (3)
C14—C15—S2	111.8 (3)	O4—Cl1—O2	111.2 (4)
S2—C15—H15	124.1	C32—O6—H6A	109.5
C15—S2—C12	91.9 (2)	O6—C32—H32A	109.5
N4—C16—C17	120.7 (3)	O6—C32—H32B	109.5
N4—C16—C23	115.8 (4)	O6—C32—H32C	109.5
C17—C16—C23	123.5 (3)	H32A—C32—H32B	109.5
N5—C17—C16	121.5 (3)	H32A—C32—H32C	109.5
N5—C17—C27	116.2 (8)	H32B—C32—H32C	109.5
N5—C17—C27B	111.7 (17)	C31—O5—H5A	109.5
C16—C17—C27	122.4 (7)	O5—C31—H31A	109.5
C16—C17—C27B	126.4 (17)	O5—C31—H31B	109.5
N5—C18—C19	118.4 (3)	O5—C31—H31C	109.5
N5—C18—C22	121.6 (3)	H31A—C31—H31B	109.5
C22—C18—C19	119.8 (3)	H31A—C31—H31C	109.5
N6—C19—C18	122.1 (4)	H31B—C31—H31C	109.5
Ag1—N3—C4—C3	−177.7 (3)	C9—C10—C11—S1	−0.8 (6)
Ag1—N3—C5—C6	179.2 (4)	C10—C11—S1—C8	0.9 (5)
Ag1—N6—C19—C18	178.9 (3)	S1—C8—C9—C10	0.5 (5)
Ag1—N6—C20—C21	−178.4 (3)	C12—C13—C14—C15	0.0 (6)
N1—C1—C2—N2	12.4 (5)	C13—C12—S2—C15	−1.6 (3)
N1—C1—C2—C12	−165.9 (4)	C13—C14—C15—S2	−1.2 (6)
N1—C1—C8—C9	−169.2 (4)	C14—C15—S2—C12	1.6 (4)
N1—C1—C8—S1	5.6 (4)	S2—C12—C13—C14	1.2 (5)
N2—C2—C12—C13	−126.6 (4)	C16—N4—C22—C18	1.6 (5)
N2—C2—C12—S2	43.3 (5)	C16—N4—C22—C21	−179.1 (4)
N2—C3—C4—N3	172.7 (4)	C16—C17—C27—C28	124.1 (18)
N2—C3—C7—N1	7.8 (6)	C16—C17—C27—S4	−71.1 (12)
N2—C3—C7—C6	−172.9 (4)	C16—C17—C27B—C28B	−68 (3)
N3—C5—C6—C7	0.3 (7)	C16—C17—C27B—S4B	108 (3)
N4—C16—C17—N5	−5.2 (5)	C16—C23—C24—C25	−177.9 (4)
N4—C16—C17—C27	175.2 (7)	C16—C23—S3—C26	178.9 (3)
N4—C16—C17—C27B	166.7 (14)	C17—N5—C18—C19	177.9 (4)
N4—C16—C23—C24	170.4 (4)	C17—N5—C18—C22	1.6 (6)
N4—C16—C23—S3	−7.4 (4)	C17—C16—C23—C24	−8.5 (6)
N5—C17—C27—C28	−55 (2)	C17—C16—C23—S3	173.7 (3)
N5—C17—C27—S4	109.3 (11)	C17—C27—C28—C29	174.9 (14)
N5—C17—C27B—C28B	104 (3)	C17—C27—S4—C30	−173.6 (13)
N5—C17—C27B—S4B	−80 (3)	C17—C27B—C28B—C29B	173 (3)
N5—C18—C19—N6	−176.8 (4)	C17—C27B—S4B—C30B	−176 (3)
N5—C18—C22—N4	−4.0 (6)	C18—N5—C17—C16	2.8 (5)
N5—C18—C22—C21	176.7 (4)	C18—N5—C17—C27	−177.6 (6)
N6—C20—C21—C22	−0.6 (7)	C18—N5—C17—C27B	−170.2 (12)
C1—N1—C7—C3	−5.5 (5)	C19—N6—C20—C21	0.7 (7)
C1—N1—C7—C6	175.3 (4)	C19—C18—C22—N4	179.8 (4)
C1—C2—C12—C13	51.8 (6)	C19—C18—C22—C21	0.5 (6)
C1—C2—C12—S2	−138.3 (3)	C20—N6—C19—C18	−0.1 (6)
C1—C8—C9—C10	175.5 (4)	C20—C21—C22—N4	−179.2 (4)
C1—C8—S1—C11	−176.6 (3)	C20—C21—C22—C18	0.0 (6)
C2—N2—C3—C4	−175.5 (3)	C22—N4—C16—C17	2.7 (5)
C2—N2—C3—C7	0.4 (5)	C22—N4—C16—C23	−176.1 (3)
C2—C1—C8—C9	9.0 (7)	C22—C18—C19—N6	−0.4 (6)
C2—C1—C8—S1	−176.2 (3)	C23—C16—C17—N5	173.6 (3)
C2—C12—C13—C14	172.0 (4)	C23—C16—C17—C27	−6.0 (8)
C2—C12—S2—C15	−173.1 (3)	C23—C16—C17—C27B	−14.5 (15)
C3—N2—C2—C1	−10.0 (5)	C23—C24—C25—C26	−0.9 (6)
C3—N2—C2—C12	168.5 (3)	C24—C23—S3—C26	0.7 (3)
C4—N3—C5—C6	−0.4 (7)	C24—C25—C26—S3	1.4 (6)
C4—C3—C7—N1	−176.3 (3)	C25—C26—S3—C23	−1.2 (4)
C4—C3—C7—C6	3.0 (6)	S3—C23—C24—C25	0.0 (4)
C5—N3—C4—C3	1.9 (6)	C27—C28—C29—C30	−7 (2)
C5—C6—C7—N1	177.7 (4)	C28—C27—S4—C30	−6.8 (15)
C5—C6—C7—C3	−1.6 (6)	C28—C29—C30—S4	1.4 (18)
C7—N1—C1—C2	−4.0 (5)	C29—C30—S4—C27	3.1 (10)
C7—N1—C1—C8	174.2 (3)	S4—C27—C28—C29	9 (2)
C7—C3—C4—N3	−3.2 (6)	C27B—C28B—C29B—C30B	5 (2)
C8—C1—C2—N2	−165.6 (3)	C28B—C27B—S4B—C30B	1 (3)
C8—C1—C2—C12	16.0 (6)	C28B—C29B—C30B—S4B	−4 (3)
C8—C9—C10—C11	0.2 (7)	C29B—C30B—S4B—C27B	2 (3)
C9—C8—S1—C11	−0.8 (3)	S4B—C27B—C28B—C29B	−3 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···S4^i	0.93	2.92	3.665 (6)	138
C9—H9···O2^ii	0.93	2.64	3.465 (8)	149
C11—H11···O5^i	0.93	2.65	3.520 (8)	156
C14—H14···N5^iii	0.93	2.69	3.393 (5)	133
C24—H24···S4	0.93	2.77	3.321 (6)	119
C24—H24···S4B	0.93	3.00	3.774 (17)	141
C29—H29···O4^iv	0.93	2.49	3.330 (12)	150
C30—H30···Cl1^v	0.93	2.96	3.738 (10)	142
C30—H30···O1^v	0.93	2.40	3.312 (10)	166
C28B—H28B···S1^vi	0.93	2.93	3.67 (2)	138
C29B—H29B···O2^v	0.93	2.31	3.21 (2)	162
O6—H6A···O5	0.82	1.99	2.805 (8)	175
O5—H5A···O3^vii	0.82	2.11	2.889 (8)	158

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