# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
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#  except for the purpose of generating routine backup copies 
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data_compound_2
_database_code_depnum_ccdc_archive 'CCDC 891708'
#TrackingRef 'Maguire.cif'

#=====================================================================
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C22 H18 N2 O S'
_chemical_formula_sum            'C22 H18 N2 O S'
_chemical_formula_iupac          ?
_chemical_formula_weight         358.44
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   18.140(3)
_cell_length_b                   5.0400(9)
_cell_length_c                   19.369(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1770.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3183
_cell_measurement_theta_min      2.4796
_cell_measurement_theta_max      24.7334
_cell_measurement_temperature    300.(2)

_exptl_crystal_description       Lath
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752

_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'micro-focus sealed tube'
_diffrn_radiation_monochromator  'doubly curved silicon crystal'
_diffrn_measurement_device_type  'Bruker SMART X2S'
_diffrn_measurement_method       '\w scans'

_diffrn_detector_area_resol_mean 8.3330

_diffrn_reflns_number            13743
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             3012
_reflns_number_gt                2448
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_gt          0.1413
_refine_ls_wR_factor_ref         0.1638
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.136
_refine_ls_number_reflns         3012
_refine_ls_number_parameters     240
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0972P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.404
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(14)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2009, 3, 0, 0'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury 3.0 (Macrae et al, 2008)'
_computing_publication_material  ?
_iucr_refine_instructions_details 
;
TITL scan_0ma in Pna2(1)
CELL 0.71073 18.1398 5.0400 19.3695 90.000 90.000 90.000
ZERR 4.00 0.0033 0.0009 0.0030 0.000 0.000 0.000
LATT -1
SYMM -x, -y, z+1/2
SYMM -x+1/2, y+1/2, z+1/2
SYMM x+1/2, -y+1/2, z
SFAC C H N O S
UNIT 88 72 8 4 4
L.S. 15
ACTA
BOND $H
FMAP 2
PLAN 20
CONF
SIZE 0.080 0.140 0.420
WGHT 0.097200 0.000000
FVAR 0.176900
TEMP 27.000
MOLE 1
C1 1 0.809139 0.226421 1.002820 11.000000 0.040080 =
0.030830 0.035340 0.000570 -0.009410 0.000100
C2 1 0.867413 0.065513 0.978595 11.000000 0.041480 =
0.026080 0.037340 0.002820 -0.008000 -0.002610
C6 1 0.783978 0.191897 1.070056 11.000000 0.061980 =
0.042680 0.035400 0.005090 -0.001800 0.008830
AFIX 43
H6 2 0.745589 0.296797 1.086418 11.000000 -1.200000
AFIX 0
C5 1 0.815398 0.003115 1.112986 11.000000 0.073220 =
0.048360 0.042050 0.012300 -0.002390 0.005500
AFIX 43
H5 2 0.798190 -0.017566 1.157893 11.000000 -1.200000
AFIX 0
C4 1 0.871197 -0.151327 1.089519 11.000000 0.063860 =
0.046390 0.050990 0.016580 -0.016520 0.003140
AFIX 43
H4 2 0.891920 -0.278357 1.118435 11.000000 -1.200000
AFIX 0
C3 1 0.897548 -0.121877 1.023136 11.000000 0.050890 =
0.034010 0.047640 0.009000 -0.010030 0.004370
AFIX 43
H3 2 0.936032 -0.228906 1.007943 11.000000 -1.200000
AFIX 0
C7 1 0.775036 0.418901 0.957714 11.000000 0.045130 =
0.027490 0.036760 -0.001630 -0.004600 0.002620
C8 1 0.745218 0.577502 0.922214 11.000000 0.038960 =
0.026120 0.040020 0.002250 -0.000590 -0.001420
C9 1 0.710836 0.763886 0.876624 11.000000 0.042620 =
0.025320 0.023180 0.000850 -0.005950 0.001100
C10 1 0.652598 0.928664 0.899203 11.000000 0.043260 =
0.026020 0.024810 0.002140 -0.006620 -0.000670
C11 1 0.621207 1.112562 0.854734 11.000000 0.046820 =
0.033740 0.033590 0.004790 -0.005520 0.008610
AFIX 43
H11 2 0.582481 1.219065 0.869634 11.000000 -1.200000
AFIX 0
C12 1 0.647973 1.136690 0.787788 11.000000 0.058250 =
0.036800 0.033930 0.006670 -0.010540 0.002670
AFIX 43
H12 2 0.628164 1.263758 0.758327 11.000000 -1.200000
AFIX 0
C13 1 0.704452 0.971071 0.764573 11.000000 0.059580 =
0.046320 0.022430 0.001720 -0.002960 -0.006360
AFIX 43
H13 2 0.720930 0.986154 0.719277 11.000000 -1.200000
AFIX 0
C14 1 0.736239 0.785598 0.807562 11.000000 0.044450 =
0.036890 0.032700 -0.001260 -0.001460 -0.001910
C17 1 0.600382 1.089423 1.009184 11.000000 0.043640 =
0.026440 0.036590 0.000880 0.000930 -0.001400
C19 1 0.580777 1.005259 1.081805 11.000000 0.041280 =
0.029610 0.033640 -0.002900 -0.002870 -0.005000
C20 1 0.526367 1.149747 1.115322 11.000000 0.054940 =
0.040330 0.039340 -0.001140 0.002990 0.001750
AFIX 43
H20 2 0.502602 1.287320 1.092332 11.000000 -1.200000
AFIX 0
C21 1 0.507289 1.090478 1.182625 11.000000 0.059890 =
0.055140 0.041010 -0.005810 0.010110 -0.002140
AFIX 43
H21 2 0.470367 1.187431 1.204380 11.000000 -1.200000
AFIX 0
C22 1 0.542031 0.891158 1.217567 11.000000 0.066960 =
0.061850 0.030920 0.001150 -0.000960 -0.016330
AFIX 43
H22 2 0.529556 0.853351 1.263087 11.000000 -1.200000
AFIX 0
C23 1 0.595394 0.748276 1.184558 11.000000 0.071780 =
0.047630 0.042510 0.011610 -0.012240 -0.003580
AFIX 43
H23 2 0.618725 0.611319 1.208178 11.000000 -1.200000
AFIX 0
C24 1 0.615858 0.800529 1.117213 11.000000 0.061060 =
0.040600 0.038130 -0.002300 -0.004120 0.009770
AFIX 43
H24 2 0.652453 0.700653 1.095874 11.000000 -1.200000
AFIX 0
C26 1 0.963714 -0.135404 0.879413 11.000000 0.068260 =
0.037560 0.057170 -0.007900 0.006140 0.008600
AFIX 137
H26A 2 1.005258 -0.104507 0.909045 11.000000 -1.500000
H26B 2 0.979531 -0.132448 0.832122 11.000000 -1.500000
H26C 2 0.942552 -0.305364 0.889800 11.000000 -1.500000
AFIX 0
H16 2 0.629325 0.713266 0.975317 11.000000 0.037770
N16 3 0.627849 0.895918 0.967524 11.000000 0.053170 =
0.026700 0.026580 0.002270 -0.000180 0.007360
N15 3 0.792955 0.624131 0.785566 11.000000 0.064310 =
0.064430 0.038440 -0.001350 0.010730 0.017300
AFIX 93
H15B 2 0.809370 0.637729 0.744063 11.000000 -1.200000
H15A 2 0.811905 0.509852 0.813353 11.000000 -1.200000
AFIX 0
O18 4 0.591507 1.318655 0.991211 11.000000 0.081720 =
0.024470 0.042070 0.003730 0.012110 0.004920
S25 5 0.896102 0.118808 0.892994 11.000000 0.060950 =
0.050480 0.038730 0.008220 0.004000 0.010560
HKLF 4
END
Q1 1 0.836200 0.113400 0.892500 11.000000 0.050000 0.380000
Q2 1 0.951900 0.107700 0.890600 11.000000 0.050000 0.350000
Q3 1 0.652800 0.952100 0.768400 11.000000 0.050000 0.290000
Q4 1 0.701800 1.141600 0.780900 11.000000 0.050000 0.280000
Q5 1 0.739300 0.528300 0.787600 11.000000 0.050000 0.270000
Q6 1 0.771700 1.266900 0.690300 11.000000 0.050000 0.270000
Q7 1 0.672400 0.803300 1.117600 11.000000 0.050000 0.270000
Q8 1 0.902500 -0.154000 0.888700 11.000000 0.050000 0.260000
Q9 1 0.804100 0.651200 0.691600 11.000000 0.050000 0.250000
Q10 1 0.551200 0.809400 1.189100 11.000000 0.050000 0.250000
Q11 1 0.568700 1.097100 1.194000 11.000000 0.050000 0.240000
Q12 1 0.469200 1.126300 1.107100 11.000000 0.050000 0.240000
Q13 1 0.598400 1.185100 0.776700 11.000000 0.050000 0.230000
Q14 1 0.670000 0.469500 1.197900 11.000000 0.050000 0.230000
Q15 1 0.636700 0.786200 1.183600 11.000000 0.050000 0.230000
Q16 1 0.468700 1.321000 1.188200 11.000000 0.050000 0.230000
Q17 1 0.520800 0.961500 1.098400 11.000000 0.050000 0.230000
Q18 1 0.742000 -0.102700 1.200600 11.000000 0.050000 0.220000
Q19 1 0.758400 1.193900 0.771200 11.000000 0.050000 0.220000
Q20 1 0.656700 0.706300 1.185700 11.000000 0.050000 0.220000
HKLF 4
REM scan_0ma in Pna2(1)
REM R1= 0.0548 for 2448 Fo > 4sig(Fo) and 0.0757 for all 3012 data
REM 240 parameters refined using 1 restraints

;
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.8091(2) 0.2264(8) 1.0028(2) 0.0354(9) Uani d . 1 . .
C C2 0.8674(2) 0.0655(8) 0.9786(2) 0.0350(10) Uani d . 1 . .
C C6 0.7840(3) 0.1919(9) 1.0701(2) 0.0467(12) Uani d . 1 . .
H H6 0.7456 0.2968 1.0864 0.056 Uiso calc R 1 . .
C C5 0.8154(3) 0.0031(11) 1.1130(3) 0.0545(13) Uani d . 1 . .
H H5 0.7982 -0.0176 1.1579 0.065 Uiso calc R 1 . .
C C4 0.8712(3) -0.1513(10) 1.0895(3) 0.0537(13) Uani d . 1 . .
H H4 0.8919 -0.2784 1.1184 0.064 Uiso calc R 1 . .
C C3 0.8975(3) -0.1219(9) 1.0231(3) 0.0442(11) Uani d . 1 . .
H H3 0.936 -0.2289 1.0079 0.053 Uiso calc R 1 . .
C C7 0.7750(2) 0.4189(8) 0.9577(2) 0.0365(10) Uani d . 1 . .
C C8 0.7452(2) 0.5775(8) 0.9222(2) 0.0350(9) Uani d . 1 . .
C C9 0.7108(2) 0.7639(7) 0.8766(2) 0.0304(8) Uani d . 1 . .
C C10 0.6526(2) 0.9287(7) 0.8992(2) 0.0314(8) Uani d . 1 . .
C C11 0.6212(2) 1.1126(8) 0.8547(2) 0.0380(10) Uani d . 1 . .
H H11 0.5825 1.2191 0.8696 0.046 Uiso calc R 1 . .
C C12 0.6480(3) 1.1367(9) 0.7878(2) 0.0430(11) Uani d . 1 . .
H H12 0.6282 1.2638 0.7583 0.052 Uiso calc R 1 . .
C C13 0.7045(3) 0.9711(9) 0.7646(2) 0.0428(11) Uani d . 1 . .
H H13 0.7209 0.9862 0.7193 0.051 Uiso calc R 1 . .
C C14 0.7362(2) 0.7856(9) 0.8076(2) 0.0380(10) Uani d . 1 . .
C C17 0.6004(2) 1.0894(8) 1.0092(2) 0.0356(10) Uani d . 1 . .
C C19 0.5808(2) 1.0053(8) 1.0818(2) 0.0348(9) Uani d . 1 . .
C C20 0.5264(3) 1.1497(9) 1.1153(3) 0.0449(11) Uani d . 1 . .
H H20 0.5026 1.2873 1.0923 0.054 Uiso calc R 1 . .
C C21 0.5073(3) 1.0905(10) 1.1826(3) 0.0520(13) Uani d . 1 . .
H H21 0.4704 1.1874 1.2044 0.062 Uiso calc R 1 . .
C C22 0.5420(3) 0.8912(10) 1.2176(3) 0.0532(12) Uani d . 1 . .
H H22 0.5296 0.8534 1.2631 0.064 Uiso calc R 1 . .
C C23 0.5954(3) 0.7483(12) 1.1846(3) 0.0540(13) Uani d . 1 . .
H H23 0.6187 0.6113 1.2082 0.065 Uiso calc R 1 . .
C C24 0.6159(3) 0.8005(10) 1.1172(2) 0.0466(11) Uani d . 1 . .
H H24 0.6525 0.7007 1.0959 0.056 Uiso calc R 1 . .
C C26 0.9637(3) -0.1354(9) 0.8794(3) 0.0543(13) Uani d . 1 . .
H H26A 1.0053 -0.1045 0.909 0.081 Uiso calc R 1 . .
H H26B 0.9795 -0.1324 0.8321 0.081 Uiso calc R 1 . .
H H26C 0.9426 -0.3054 0.8898 0.081 Uiso calc R 1 . .
H H16 0.629(2) 0.713(10) 0.975(2) 0.038(12) Uiso d . 1 . .
N N16 0.62785(19) 0.8959(7) 0.96752(18) 0.0355(8) Uani d . 1 . .
N N15 0.7930(2) 0.6241(9) 0.7856(2) 0.0557(11) Uani d . 1 . .
H H15B 0.8094 0.6377 0.7441 0.067 Uiso calc R 1 . .
H H15A 0.8119 0.5099 0.8134 0.067 Uiso calc R 1 . .
O O18 0.59151(19) 1.3187(5) 0.99121(18) 0.0494(8) Uani d . 1 . .
S S25 0.89610(6) 0.1188(2) 0.89299(7) 0.0501(3) Uani d . 1 . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.040(2) 0.031(2) 0.035(3) 0.0001(16) -0.0094(19) 0.0006(19)
C2 0.041(2) 0.026(2) 0.037(3) -0.0026(16) -0.0080(18) 0.0028(17)
C6 0.062(3) 0.043(3) 0.035(3) 0.009(2) -0.002(2) 0.005(2)
C5 0.073(3) 0.048(3) 0.042(3) 0.005(2) -0.002(3) 0.012(2)
C4 0.064(3) 0.046(3) 0.051(3) 0.003(2) -0.017(3) 0.017(2)
C3 0.051(3) 0.034(2) 0.048(3) 0.0044(19) -0.010(2) 0.0090(19)
C7 0.045(2) 0.027(2) 0.037(2) 0.0026(17) -0.0046(19) -0.0016(19)
C8 0.039(2) 0.026(2) 0.040(2) -0.0014(17) -0.0006(19) 0.0022(18)
C9 0.043(2) 0.0253(18) 0.023(2) 0.0011(15) -0.0059(16) 0.0009(15)
C10 0.043(2) 0.0260(19) 0.025(2) -0.0007(15) -0.0066(18) 0.0021(16)
C11 0.047(2) 0.034(2) 0.034(3) 0.0086(17) -0.0055(19) 0.0048(18)
C12 0.058(3) 0.037(2) 0.034(3) 0.003(2) -0.011(2) 0.0067(19)
C13 0.060(3) 0.046(3) 0.022(2) -0.006(2) -0.003(2) 0.0017(19)
C14 0.044(2) 0.037(2) 0.033(2) -0.0019(19) -0.0015(18) -0.0013(19)
C17 0.044(2) 0.026(2) 0.037(2) -0.0014(17) 0.0009(19) 0.0009(17)
C19 0.041(2) 0.030(2) 0.034(2) -0.0050(17) -0.0029(19) -0.0029(18)
C20 0.055(3) 0.040(3) 0.039(3) 0.002(2) 0.003(2) -0.001(2)
C21 0.060(3) 0.055(3) 0.041(3) -0.002(2) 0.010(2) -0.006(2)
C22 0.067(3) 0.062(3) 0.031(3) -0.016(3) -0.001(2) 0.001(2)
C23 0.072(4) 0.048(3) 0.043(3) -0.004(3) -0.012(3) 0.012(2)
C24 0.061(3) 0.041(3) 0.038(3) 0.010(2) -0.004(2) -0.002(2)
C26 0.068(3) 0.038(2) 0.057(4) 0.009(2) 0.006(3) -0.008(2)
N16 0.053(2) 0.0267(19) 0.027(2) 0.0074(15) -0.0002(16) 0.0023(15)
N15 0.064(2) 0.064(3) 0.038(2) 0.017(2) 0.011(2) -0.0014(19)
O18 0.082(2) 0.0245(16) 0.0421(19) 0.0049(14) 0.0121(16) 0.0037(14)
S25 0.0609(7) 0.0505(7) 0.0387(6) 0.0106(5) 0.0040(6) 0.0082(6)

_geom_special_details            
;
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.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.391(6) ?
C1 C2 . 1.413(6) ?
C1 C7 . 1.445(6) ?
C2 C3 . 1.391(6) ?
C2 S25 . 1.758(5) ?
C6 C5 . 1.386(7) ?
C6 H6 . 0.93 ?
C5 C4 . 1.355(7) ?
C5 H5 . 0.93 ?
C4 C3 . 1.380(8) ?
C4 H4 . 0.93 ?
C3 H3 . 0.93 ?
C7 C8 . 1.185(6) ?
C8 C9 . 1.432(6) ?
C9 C10 . 1.413(5) ?
C9 C14 . 1.419(6) ?
C10 C11 . 1.388(6) ?
C10 N16 . 1.407(5) ?
C11 C12 . 1.390(7) ?
C11 H11 . 0.93 ?
C12 C13 . 1.396(7) ?
C12 H12 . 0.93 ?
C13 C14 . 1.378(6) ?
C13 H13 . 0.93 ?
C14 N15 . 1.379(6) ?
C17 O18 . 1.217(5) ?
C17 N16 . 1.360(5) ?
C17 C19 . 1.512(6) ?
C19 C20 . 1.388(6) ?
C19 C24 . 1.393(6) ?
C20 C21 . 1.381(7) ?
C20 H20 . 0.93 ?
C21 C22 . 1.365(7) ?
C21 H21 . 0.93 ?
C22 C23 . 1.365(8) ?
C22 H22 . 0.93 ?
C23 C24 . 1.382(8) ?
C23 H23 . 0.93 ?
C24 H24 . 0.93 ?
C26 S25 . 1.793(5) ?
C26 H26A . 0.96 ?
C26 H26B . 0.96 ?
C26 H26C . 0.96 ?
N16 H16 . 0.93(5) ?
N15 H15B . 0.86 ?
N15 H15A . 0.86 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 119.0(4) ?
C6 C1 C7 . . 120.6(4) ?
C2 C1 C7 . . 120.3(4) ?
C3 C2 C1 . . 118.5(4) ?
C3 C2 S25 . . 124.9(4) ?
C1 C2 S25 . . 116.6(3) ?
C5 C6 C1 . . 120.8(5) ?
C5 C6 H6 . . 119.6 ?
C1 C6 H6 . . 119.6 ?
C4 C5 C6 . . 120.0(5) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.0 ?
C5 C4 C3 . . 120.6(4) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C3 C2 . . 121.0(4) ?
C4 C3 H3 . . 119.5 ?
C2 C3 H3 . . 119.5 ?
C8 C7 C1 . . 177.9(5) ?
C7 C8 C9 . . 177.4(5) ?
C10 C9 C14 . . 119.3(4) ?
C10 C9 C8 . . 121.3(4) ?
C14 C9 C8 . . 119.4(4) ?
C11 C10 N16 . . 122.1(4) ?
C11 C10 C9 . . 120.5(4) ?
N16 C10 C9 . . 117.4(3) ?
C10 C11 C12 . . 119.6(4) ?
C10 C11 H11 . . 120.2 ?
C12 C11 H11 . . 120.2 ?
C11 C12 C13 . . 120.3(4) ?
C11 C12 H12 . . 119.8 ?
C13 C12 H12 . . 119.8 ?
C14 C13 C12 . . 121.2(4) ?
C14 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
C13 C14 N15 . . 121.7(4) ?
C13 C14 C9 . . 119.1(4) ?
N15 C14 C9 . . 119.2(4) ?
O18 C17 N16 . . 124.0(4) ?
O18 C17 C19 . . 120.1(4) ?
N16 C17 C19 . . 115.9(3) ?
C20 C19 C24 . . 118.9(4) ?
C20 C19 C17 . . 117.1(4) ?
C24 C19 C17 . . 124.0(4) ?
C21 C20 C19 . . 120.4(5) ?
C21 C20 H20 . . 119.8 ?
C19 C20 H20 . . 119.8 ?
C22 C21 C20 . . 120.7(5) ?
C22 C21 H21 . . 119.6 ?
C20 C21 H21 . . 119.6 ?
C23 C22 C21 . . 118.9(5) ?
C23 C22 H22 . . 120.6 ?
C21 C22 H22 . . 120.6 ?
C22 C23 C24 . . 122.1(5) ?
C22 C23 H23 . . 118.9 ?
C24 C23 H23 . . 118.9 ?
C23 C24 C19 . . 118.9(5) ?
C23 C24 H24 . . 120.5 ?
C19 C24 H24 . . 120.5 ?
S25 C26 H26A . . 109.5 ?
S25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
S25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C17 N16 C10 . . 126.2(4) ?
C17 N16 H16 . . 128.(3) ?
C10 N16 H16 . . 105.(3) ?
C14 N15 H15B . . 120.0 ?
C14 N15 H15A . . 120.0 ?
H15B N15 H15A . . 120.0 ?
C2 S25 C26 . . 103.4(2) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -0.1(6) ?
C7 C1 C2 C3 . . . . -178.4(4) ?
C6 C1 C2 S25 . . . . 179.7(3) ?
C7 C1 C2 S25 . . . . 1.3(5) ?
C2 C1 C6 C5 . . . . 0.1(7) ?
C7 C1 C6 C5 . . . . 178.5(4) ?
C1 C6 C5 C4 . . . . -0.2(8) ?
C6 C5 C4 C3 . . . . 0.3(8) ?
C5 C4 C3 C2 . . . . -0.3(8) ?
C1 C2 C3 C4 . . . . 0.2(7) ?
S25 C2 C3 C4 . . . . -179.6(4) ?
C14 C9 C10 C11 . . . . -0.9(6) ?
C8 C9 C10 C11 . . . . 178.4(4) ?
C14 C9 C10 N16 . . . . 178.4(3) ?
C8 C9 C10 N16 . . . . -2.3(5) ?
N16 C10 C11 C12 . . . . 179.9(4) ?
C9 C10 C11 C12 . . . . -0.8(6) ?
C10 C11 C12 C13 . . . . 2.1(7) ?
C11 C12 C13 C14 . . . . -1.7(7) ?
C12 C13 C14 N15 . . . . -178.8(4) ?
C12 C13 C14 C9 . . . . 0.0(7) ?
C10 C9 C14 C13 . . . . 1.3(6) ?
C8 C9 C14 C13 . . . . -178.0(4) ?
C10 C9 C14 N15 . . . . -179.8(4) ?
C8 C9 C14 N15 . . . . 0.8(6) ?
O18 C17 C19 C20 . . . . 27.0(6) ?
N16 C17 C19 C20 . . . . -153.3(4) ?
O18 C17 C19 C24 . . . . -150.4(4) ?
N16 C17 C19 C24 . . . . 29.3(6) ?
C24 C19 C20 C21 . . . . -0.2(7) ?
C17 C19 C20 C21 . . . . -177.7(4) ?
C19 C20 C21 C22 . . . . 0.7(7) ?
C20 C21 C22 C23 . . . . -0.9(7) ?
C21 C22 C23 C24 . . . . 0.6(8) ?
C22 C23 C24 C19 . . . . -0.2(8) ?
C20 C19 C24 C23 . . . . -0.1(7) ?
C17 C19 C24 C23 . . . . 177.3(4) ?
O18 C17 N16 C10 . . . . 2.5(7) ?
C19 C17 N16 C10 . . . . -177.3(4) ?
C11 C10 N16 C17 . . . . -32.8(6) ?
C9 C10 N16 C17 . . . . 147.9(4) ?
C3 C2 S25 C26 . . . . 4.4(4) ?
C1 C2 S25 C26 . . . . -175.3(3) ?


data_compound_3
_database_code_depnum_ccdc_archive 'CCDC 891709'
#TrackingRef 'Maguire.cif'

#=====================================================================
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C22 H18 N2 O2 S'
_chemical_formula_sum            'C22 H18 N2 O2 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         374.44

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.8488(15)
_cell_length_b                   21.149(4)
_cell_length_c                   10.0801(17)
_cell_angle_alpha                90
_cell_angle_beta                 98.541(4)
_cell_angle_gamma                90
_cell_volume                     1865.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20
_cell_measurement_theta_min      3.0345
_cell_measurement_theta_max      13.0481
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784

_exptl_absorpt_coefficient_mu    0.193
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.6184
_exptl_absorpt_correction_T_max  0.7452

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II DUO'
_diffrn_measurement_method       '\f & \w scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            19006
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_av_sigmaI/netI    0.0551
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             3277
_reflns_number_gt                1931
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_gt          0.1463
_refine_ls_wR_factor_ref         0.1747
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.039
_refine_ls_number_reflns         3277
_refine_ls_number_parameters     261
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0934P)^2^+0.1195P] where P=(Fo^2^+2Fc^2^)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.498
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2009, 3, 0, 0'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury 3.0 (Macrae et al, 2008)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.5156(4) 0.29845(14) 0.9243(3) 0.0488(8) Uani d . 1 A .
C C2 0.4926(4) 0.36302(16) 0.9004(3) 0.0567(9) Uani d . 1 . .
C C3 0.5775(5) 0.40666(17) 0.9821(4) 0.0678(11) Uani d . 1 A .
H H3 0.56 0.4496 0.9674 0.081 Uiso calc R 1 . .
C C4 0.6879(5) 0.3872(2) 1.0851(4) 0.0729(11) Uani d . 1 . .
H H4 0.746 0.4168 1.1386 0.088 Uiso calc R 1 A .
C C5 0.7112(5) 0.3243(2) 1.1080(4) 0.0732(11) Uani d . 1 A .
H H5 0.7854 0.3111 1.1776 0.088 Uiso calc R 1 . .
C C6 0.6261(4) 0.28016(17) 1.0293(4) 0.0634(10) Uani d . 1 . .
H H6 0.643 0.2374 1.0468 0.076 Uiso calc R 1 A .
C C7 0.4267(4) 0.25093(16) 0.8458(3) 0.0530(8) Uani d . 1 . .
C C8 0.3569(4) 0.21051(15) 0.7820(3) 0.0516(8) Uani d . 1 A .
C C9 0.2751(4) 0.16245(14) 0.7017(3) 0.0506(8) Uani d . 1 . .
C C10 0.3249(5) 0.09905(16) 0.7124(4) 0.0622(10) Uani d . 1 A .
C C11 0.2455(6) 0.05428(17) 0.6278(4) 0.0758(12) Uani d . 1 . .
H H11 0.2738 0.012 0.636 0.091 Uiso calc R 1 A .
C C12 0.1266(5) 0.07189(18) 0.5329(4) 0.0735(12) Uani d . 1 A .
H H12 0.0791 0.0415 0.4742 0.088 Uiso calc R 1 . .
C C13 0.0751(4) 0.13306(17) 0.5217(4) 0.0617(10) Uani d . 1 . .
H H13 -0.0078 0.1438 0.4577 0.074 Uiso calc R 1 A .
C C14 0.1478(4) 0.17865(14) 0.6064(3) 0.0485(8) Uani d . 1 A .
N N15 0.4465(4) 0.08196(15) 0.8072(4) 0.0840(11) Uani d . 1 . .
H H15A 0.4746 0.043 0.815 0.101 Uiso calc R 1 A .
H H15B 0.4943 0.1102 0.8587 0.101 Uiso calc R 1 . .
N N16 0.0949(3) 0.24135(12) 0.6057(3) 0.0512(7) Uani d D 1 . .
H H16 0.091(4) 0.2575(16) 0.682(2) 0.076(12) Uiso d D 1 . .
C C17 0.0278(4) 0.27463(15) 0.4971(3) 0.0507(8) Uani d . 1 A .
O O18 0.0232(3) 0.25536(11) 0.3823(2) 0.0698(7) Uani d . 1 . .
C C19 -0.0391(4) 0.33684(15) 0.5249(3) 0.0494(8) Uani d . 1 . .
C C20 -0.0572(5) 0.38211(17) 0.4238(4) 0.0654(10) Uani d . 1 A .
H H20 -0.0219 0.374 0.3431 0.079 Uiso calc R 1 . .
C C21 -0.1275(5) 0.43903(19) 0.4425(4) 0.0803(13) Uani d . 1 . .
H H21 -0.1401 0.4691 0.3744 0.096 Uiso calc R 1 A .
C C22 -0.1785(5) 0.4512(2) 0.5618(5) 0.0839(13) Uani d . 1 A .
H H22 -0.2263 0.4894 0.5742 0.101 Uiso calc R 1 . .
C C23 -0.1596(5) 0.40763(19) 0.6621(4) 0.0795(12) Uani d . 1 . .
H H23 -0.1931 0.4165 0.7433 0.095 Uiso calc R 1 A .
C C24 -0.0910(4) 0.35038(18) 0.6443(3) 0.0650(10) Uani d . 1 A .
H H24 -0.0795 0.3207 0.7131 0.078 Uiso calc R 1 . .
S S25A 0.33450(13) 0.39233(5) 0.77831(10) 0.0585(3) Uani d PD 0.85 A 1
O O26A 0.3491(4) 0.46260(13) 0.7835(3) 0.0850(10) Uani d PD 0.85 A 1
C C27A 0.4119(7) 0.3702(3) 0.6336(5) 0.0782(14) Uani d PD 0.85 A 1
H H27A 0.3424 0.3819 0.5551 0.117 Uiso calc PR 0.85 A 1
H H27B 0.4276 0.3253 0.634 0.117 Uiso calc PR 0.85 A 1
H H27C 0.5078 0.3913 0.6331 0.117 Uiso calc PR 0.85 A 1
S S25B 0.4518(8) 0.3881(3) 0.7224(8) 0.0631(15) Uiso d PD 0.15 A 2
O O26B 0.4930(18) 0.4530(5) 0.7126(15) 0.0631(15) Uiso d PD 0.15 A 2
C C27B 0.367(3) 0.3534(11) 0.5797(19) 0.0631(15) Uiso d PD 0.15 A 2
H H27D 0.3771 0.3802 0.5047 0.095 Uiso calc PR 0.15 A 2
H H27E 0.2611 0.3466 0.5847 0.095 Uiso calc PR 0.15 A 2
H H27F 0.4158 0.3135 0.5686 0.095 Uiso calc PR 0.15 A 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.057(2) 0.0433(19) 0.0458(18) -0.0028(15) 0.0061(16) 0.0004(15)
C2 0.077(2) 0.0451(19) 0.0460(19) -0.0066(17) 0.0040(17) 0.0011(15)
C3 0.095(3) 0.048(2) 0.062(2) -0.014(2) 0.014(2) -0.0067(17)
C4 0.078(3) 0.075(3) 0.063(2) -0.020(2) 0.002(2) -0.013(2)
C5 0.070(3) 0.076(3) 0.067(3) -0.005(2) -0.008(2) -0.002(2)
C6 0.062(2) 0.054(2) 0.072(2) 0.0002(18) 0.000(2) 0.0066(18)
C7 0.064(2) 0.0403(19) 0.054(2) 0.0040(17) 0.0046(17) 0.0049(16)
C8 0.065(2) 0.0409(19) 0.0487(19) 0.0021(17) 0.0075(17) 0.0019(16)
C9 0.071(2) 0.0373(18) 0.0459(18) -0.0046(16) 0.0168(17) -0.0007(14)
C10 0.086(3) 0.042(2) 0.062(2) 0.000(2) 0.024(2) 0.0063(18)
C11 0.113(4) 0.036(2) 0.086(3) -0.009(2) 0.041(3) -0.004(2)
C12 0.098(3) 0.054(2) 0.073(3) -0.026(2) 0.026(2) -0.019(2)
C13 0.076(3) 0.053(2) 0.056(2) -0.0151(19) 0.0119(18) -0.0137(17)
C14 0.064(2) 0.0446(18) 0.0396(17) -0.0079(16) 0.0170(16) -0.0042(14)
N15 0.118(3) 0.052(2) 0.082(3) 0.0146(19) 0.014(2) 0.0092(17)
N16 0.0722(19) 0.0458(16) 0.0352(15) 0.0020(14) 0.0070(14) -0.0057(12)
C17 0.064(2) 0.054(2) 0.0341(18) -0.0094(17) 0.0068(15) -0.0021(15)
O18 0.106(2) 0.0724(17) 0.0321(13) -0.0060(14) 0.0145(12) -0.0075(11)
C19 0.054(2) 0.055(2) 0.0370(17) -0.0046(16) -0.0010(14) -0.0018(15)
C20 0.086(3) 0.063(2) 0.0434(19) -0.008(2) -0.0037(18) 0.0047(17)
C21 0.101(3) 0.061(3) 0.069(3) 0.002(2) -0.020(2) 0.013(2)
C22 0.090(3) 0.067(3) 0.088(3) 0.018(2) -0.006(3) -0.006(2)
C23 0.102(3) 0.069(3) 0.067(3) 0.020(2) 0.012(2) -0.006(2)
C24 0.083(3) 0.066(2) 0.046(2) 0.014(2) 0.0084(18) 0.0019(17)
S25A 0.0779(8) 0.0471(6) 0.0511(6) 0.0061(5) 0.0117(5) 0.0073(5)
O26A 0.130(3) 0.0446(18) 0.077(2) 0.0147(17) 0.005(2) 0.0113(15)
C27A 0.103(4) 0.087(4) 0.043(3) -0.007(3) 0.007(3) -0.006(2)

_geom_special_details            
;
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.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.385(5) ?
C1 C2 . 1.396(4) ?
C1 C7 . 1.439(5) ?
C2 C3 . 1.382(5) ?
C2 S25A . 1.829(4) ?
C2 S25B . 1.854(8) ?
C3 C4 . 1.379(5) ?
C3 H3 . 0.93 ?
C4 C5 . 1.359(5) ?
C4 H4 . 0.93 ?
C5 C6 . 1.376(5) ?
C5 H5 . 0.93 ?
C6 H6 . 0.93 ?
C7 C8 . 1.187(4) ?
C8 C9 . 1.428(5) ?
C9 C14 . 1.410(5) ?
C9 C10 . 1.411(5) ?
C10 N15 . 1.377(5) ?
C10 C11 . 1.393(5) ?
C11 C12 . 1.365(6) ?
C11 H11 . 0.93 ?
C12 C13 . 1.371(5) ?
C12 H12 . 0.93 ?
C13 C14 . 1.382(4) ?
C13 H13 . 0.93 ?
C14 N16 . 1.406(4) ?
N15 H15A . 0.86 ?
N15 H15B . 0.86 ?
N16 C17 . 1.361(4) ?
N16 H16 . 0.844(19) ?
C17 O18 . 1.222(4) ?
C17 C19 . 1.487(5) ?
C19 C24 . 1.380(5) ?
C19 C20 . 1.390(5) ?
C20 C21 . 1.381(5) ?
C20 H20 . 0.93 ?
C21 C22 . 1.369(6) ?
C21 H21 . 0.93 ?
C22 C23 . 1.360(6) ?
C22 H22 . 0.93 ?
C23 C24 . 1.378(5) ?
C23 H23 . 0.93 ?
C24 H24 . 0.93 ?
S25A O26A . 1.492(3) ?
S25A C27A . 1.764(5) ?
C27A H27A . 0.96 ?
C27A H27B . 0.96 ?
C27A H27C . 0.96 ?
S25B O26B . 1.427(9) ?
S25B C27B . 1.688(10) ?
C27B H27D . 0.96 ?
C27B H27E . 0.96 ?
C27B H27F . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 118.3(3) ?
C6 C1 C7 . . 119.4(3) ?
C2 C1 C7 . . 122.3(3) ?
C3 C2 C1 . . 119.9(3) ?
C3 C2 S25A . . 117.9(3) ?
C1 C2 S25A . . 121.7(3) ?
C3 C2 S25B . . 113.3(3) ?
C1 C2 S25B . . 116.7(3) ?
C4 C3 C2 . . 120.7(3) ?
C4 C3 H3 . . 119.7 ?
C2 C3 H3 . . 119.7 ?
C5 C4 C3 . . 119.5(4) ?
C5 C4 H4 . . 120.2 ?
C3 C4 H4 . . 120.2 ?
C4 C5 C6 . . 120.6(4) ?
C4 C5 H5 . . 119.7 ?
C6 C5 H5 . . 119.7 ?
C5 C6 C1 . . 121.0(3) ?
C5 C6 H6 . . 119.5 ?
C1 C6 H6 . . 119.5 ?
C8 C7 C1 . . 178.1(4) ?
C7 C8 C9 . . 178.2(4) ?
C14 C9 C10 . . 119.5(3) ?
C14 C9 C8 . . 120.0(3) ?
C10 C9 C8 . . 120.5(3) ?
N15 C10 C11 . . 121.2(4) ?
N15 C10 C9 . . 120.4(3) ?
C11 C10 C9 . . 118.4(4) ?
C12 C11 C10 . . 120.7(4) ?
C12 C11 H11 . . 119.7 ?
C10 C11 H11 . . 119.7 ?
C11 C12 C13 . . 121.8(4) ?
C11 C12 H12 . . 119.1 ?
C13 C12 H12 . . 119.1 ?
C12 C13 C14 . . 119.3(4) ?
C12 C13 H13 . . 120.3 ?
C14 C13 H13 . . 120.3 ?
C13 C14 N16 . . 122.1(3) ?
C13 C14 C9 . . 120.2(3) ?
N16 C14 C9 . . 117.7(3) ?
C10 N15 H15A . . 120.0 ?
C10 N15 H15B . . 120.0 ?
H15A N15 H15B . . 120.0 ?
C17 N16 C14 . . 126.6(3) ?
C17 N16 H16 . . 117.(3) ?
C14 N16 H16 . . 116.(3) ?
O18 C17 N16 . . 122.6(3) ?
O18 C17 C19 . . 121.0(3) ?
N16 C17 C19 . . 116.4(3) ?
C24 C19 C20 . . 118.6(3) ?
C24 C19 C17 . . 122.8(3) ?
C20 C19 C17 . . 118.5(3) ?
C21 C20 C19 . . 120.4(4) ?
C21 C20 H20 . . 119.8 ?
C19 C20 H20 . . 119.8 ?
C22 C21 C20 . . 119.8(4) ?
C22 C21 H21 . . 120.1 ?
C20 C21 H21 . . 120.1 ?
C23 C22 C21 . . 120.4(4) ?
C23 C22 H22 . . 119.8 ?
C21 C22 H22 . . 119.8 ?
C22 C23 C24 . . 120.4(4) ?
C22 C23 H23 . . 119.8 ?
C24 C23 H23 . . 119.8 ?
C23 C24 C19 . . 120.4(4) ?
C23 C24 H24 . . 119.8 ?
C19 C24 H24 . . 119.8 ?
O26A S25A C27A . . 104.6(2) ?
O26A S25A C2 . . 105.08(18) ?
C27A S25A C2 . . 96.5(2) ?
S25A C27A H27A . . 109.5 ?
S25A C27A H27B . . 109.5 ?
H27A C27A H27B . . 109.5 ?
S25A C27A H27C . . 109.5 ?
H27A C27A H27C . . 109.5 ?
H27B C27A H27C . . 109.5 ?
O26B S25B C27B . . 116.4(10) ?
O26B S25B C2 . . 109.1(7) ?
C27B S25B C2 . . 134.2(10) ?
S25B C27B H27D . . 109.5 ?
S25B C27B H27E . . 109.5 ?
H27D C27B H27E . . 109.5 ?
S25B C27B H27F . . 109.5 ?
H27D C27B H27F . . 109.5 ?
H27E C27B H27F . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -1.0(5) ?
C7 C1 C2 C3 . . . . 177.6(3) ?
C6 C1 C2 S25A . . . . -172.3(3) ?
C7 C1 C2 S25A . . . . 6.3(5) ?
C6 C1 C2 S25B . . . . 142.1(4) ?
C7 C1 C2 S25B . . . . -39.3(5) ?
C1 C2 C3 C4 . . . . 1.7(6) ?
S25A C2 C3 C4 . . . . 173.3(3) ?
S25B C2 C3 C4 . . . . -142.5(4) ?
C2 C3 C4 C5 . . . . -1.3(6) ?
C3 C4 C5 C6 . . . . 0.2(6) ?
C4 C5 C6 C1 . . . . 0.5(6) ?
C2 C1 C6 C5 . . . . -0.1(6) ?
C7 C1 C6 C5 . . . . -178.8(3) ?
C14 C9 C10 N15 . . . . -178.3(3) ?
C8 C9 C10 N15 . . . . 4.7(5) ?
C14 C9 C10 C11 . . . . -0.2(5) ?
C8 C9 C10 C11 . . . . -177.2(3) ?
N15 C10 C11 C12 . . . . -179.1(4) ?
C9 C10 C11 C12 . . . . 2.8(6) ?
C10 C11 C12 C13 . . . . -3.6(6) ?
C11 C12 C13 C14 . . . . 1.6(6) ?
C12 C13 C14 N16 . . . . -176.0(3) ?
C12 C13 C14 C9 . . . . 1.1(5) ?
C10 C9 C14 C13 . . . . -1.8(5) ?
C8 C9 C14 C13 . . . . 175.3(3) ?
C10 C9 C14 N16 . . . . 175.4(3) ?
C8 C9 C14 N16 . . . . -7.6(4) ?
C13 C14 N16 C17 . . . . -34.5(5) ?
C9 C14 N16 C17 . . . . 148.4(3) ?
C14 N16 C17 O18 . . . . -9.5(5) ?
C14 N16 C17 C19 . . . . 171.2(3) ?
O18 C17 C19 C24 . . . . 153.9(4) ?
N16 C17 C19 C24 . . . . -26.7(5) ?
O18 C17 C19 C20 . . . . -22.8(5) ?
N16 C17 C19 C20 . . . . 156.6(3) ?
C24 C19 C20 C21 . . . . -0.8(5) ?
C17 C19 C20 C21 . . . . 176.0(3) ?
C19 C20 C21 C22 . . . . 0.5(6) ?
C20 C21 C22 C23 . . . . 0.4(7) ?
C21 C22 C23 C24 . . . . -1.0(7) ?
C22 C23 C24 C19 . . . . 0.7(7) ?
C20 C19 C24 C23 . . . . 0.2(6) ?
C17 C19 C24 C23 . . . . -176.5(4) ?
C3 C2 S25A O26A . . . . 8.1(4) ?
C1 C2 S25A O26A . . . . 179.6(3) ?
S25B C2 S25A O26A . . . . -85.5(4) ?
C3 C2 S25A C27A . . . . 115.1(3) ?
C1 C2 S25A C27A . . . . -73.4(3) ?
S25B C2 S25A C27A . . . . 21.5(3) ?
C3 C2 S25B O26B . . . . -10.9(9) ?
C1 C2 S25B O26B . . . . -156.3(8) ?
S25A C2 S25B O26B . . . . 95.4(8) ?
C3 C2 S25B C27B . . . . 174.8(16) ?
C1 C2 S25B C27B . . . . 29.3(17) ?
S25A C2 S25B C27B . . . . -79.0(16) ?


data_compound_4
_database_code_depnum_ccdc_archive 'CCDC 891710'
#TrackingRef 'Maguire.cif'

#=====================================================================
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C22 H18 N2 O3 S'
_chemical_formula_sum            'C22 H18 N2 O3 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         390.44

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.511(2)
_cell_length_b                   34.171(8)
_cell_length_c                   11.778(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.517(5)
_cell_angle_gamma                90
_cell_volume                     3879.0(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2454
_cell_measurement_theta_min      2.1956
_cell_measurement_theta_max      20.5866
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.210
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1632

_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.6502
_exptl_absorpt_correction_T_max  0.7453

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX II DUO'
_diffrn_measurement_method       '\f & \w scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            21664
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_sigmaI/netI    0.0663
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         25.84
_diffrn_reflns_theta_full        25.84
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             7387
_reflns_number_gt                4256
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_gt          0.1066
_refine_ls_wR_factor_ref         0.1279
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_number_reflns         7387
_refine_ls_number_parameters     511
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0495P)^2^+0.3138P] where P=(Fo^2^+2Fc^2^)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.233
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2009, 3, 0, 0'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury 3.0 (Macrae et al, 2008)'
_computing_publication_material  ?
_iucr_refine_instructions_details 
;
TITL mo_SEL_CD_6_411_2_0m in P2(1)/n
CELL 0.71073 10.5106 34.1714 11.7779 90.000 113.517 90.000
ZERR 8.00 0.0023 0.0079 0.0027 0.000 0.005 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O S
UNIT 176 144 16 24 8
L.S. 4
ACTA
BOND $H
FMAP 2
PLAN 20
EQIV $1_[ -x, -y, -z ]
HTAB N24 O55_$1
HTAB N24 O27
CONF
TEMP 23.000
WGHT 0.049500 0.313800
FVAR 0.07764
MOLE 1
C1 1 -0.072496 0.125886 -0.111670 11.00000 0.03947 0.04620 =
0.04000 0.00263 0.01305 0.00161
C2 1 -0.195245 0.106805 -0.189275 11.00000 0.03919 0.05191 =
0.04117 0.00100 0.01014 0.00065
C3 1 -0.266494 0.119725 -0.309512 11.00000 0.05460 0.07705 =
0.04859 0.00771 0.00150 -0.00717
AFIX 43
H3 2 -0.346782 0.106773 -0.360606 11.00000 -1.20000
AFIX 0
C4 1 -0.220877 0.151241 -0.354589 11.00000 0.07768 0.08875 =
0.04843 0.02245 0.00836 0.00016
AFIX 43
H4 2 -0.270766 0.159970 -0.435019 11.00000 -1.20000
AFIX 0
C5 1 -0.101250 0.169757 -0.280192 11.00000 0.07497 0.07092 =
0.06265 0.02108 0.02267 -0.00656
AFIX 43
H5 2 -0.069804 0.191175 -0.310362 11.00000 -1.20000
AFIX 0
C6 1 -0.026863 0.156972 -0.160928 11.00000 0.05063 0.06061 =
0.05425 0.00772 0.01356 -0.00948
AFIX 43
H6 2 0.055647 0.169474 -0.112553 11.00000 -1.20000
AFIX 0
C7 1 0.004523 0.114880 0.014120 11.00000 0.03728 0.04483 =
0.04653 -0.00069 0.01221 -0.00390
C8 1 0.073018 0.107363 0.120405 11.00000 0.03742 0.04120 =
0.04248 -0.00015 0.01185 0.00257
C9 1 0.157027 0.097761 0.245776 11.00000 0.04551 0.04549 =
0.03711 0.00307 0.01377 0.00657
C10 1 0.277846 0.119618 0.310920 11.00000 0.04484 0.05526 =
0.03861 0.00211 0.01038 0.00672
C11 1 0.361961 0.109661 0.431487 11.00000 0.05513 0.08486 =
0.04276 0.00643 0.00342 0.00105
AFIX 43
H11 2 0.441871 0.123923 0.475659 11.00000 -1.20000
AFIX 0
C12 1 0.324965 0.078173 0.484862 11.00000 0.07218 0.09171 =
0.04615 0.02008 0.00962 0.01482
AFIX 43
H12 2 0.382154 0.071344 0.565662 11.00000 -1.20000
AFIX 0
C13 1 0.207880 0.056525 0.424269 11.00000 0.07926 0.06577 =
0.05635 0.02343 0.02910 0.01517
AFIX 43
H13 2 0.187175 0.035329 0.463440 11.00000 -1.20000
AFIX 0
C14 1 0.119135 0.066444 0.302724 11.00000 0.05492 0.04765 =
0.05229 0.00198 0.02356 0.00744
MOLE 2
H15 2 0.245497 0.152896 0.171543 11.00000 0.06291
MOLE 1
N15 3 0.304658 0.150306 0.244822 11.00000 0.04737 0.06554 =
0.04045 0.00627 -0.00103 -0.01099
C16 1 0.413320 0.175257 0.275527 11.00000 0.04066 0.05429 =
0.05071 -0.01190 0.00811 -0.00031
O17 4 0.512426 0.174716 0.374739 11.00000 0.05498 0.08733 =
0.06540 0.00121 -0.01302 -0.01285
C18 1 0.402157 0.204143 0.177127 11.00000 0.04693 0.04588 =
0.05257 -0.01376 0.01491 -0.00907
C19 1 0.274903 0.218899 0.094485 11.00000 0.05695 0.05711 =
0.06155 -0.00109 0.01830 -0.00786
AFIX 43
H19 2 0.193309 0.210405 0.099632 11.00000 -1.20000
AFIX 0
C20 1 0.268682 0.245825 0.005603 11.00000 0.08631 0.06261 =
0.06757 0.00347 0.02366 -0.00373
AFIX 43
H20 2 0.183299 0.255615 -0.048183 11.00000 -1.20000
AFIX 0
C21 1 0.388366 0.258290 -0.003886 11.00000 0.12344 0.05426 =
0.07604 -0.00872 0.05398 -0.01615
AFIX 43
H21 2 0.384020 0.276136 -0.064944 11.00000 -1.20000
AFIX 0
C22 1 0.513726 0.244364 0.076714 11.00000 0.09174 0.06235 =
0.09664 -0.02856 0.05934 -0.02399
AFIX 43
H22 2 0.594545 0.252919 0.070204 11.00000 -1.20000
AFIX 0
C23 1 0.522247 0.217652 0.168116 11.00000 0.05488 0.05969 =
0.07468 -0.02730 0.02726 -0.01148
AFIX 43
H23 2 0.608427 0.208798 0.223343 11.00000 -1.20000
AFIX 0
N24 3 0.001621 0.045648 0.237723 11.00000 0.07927 0.05698 =
0.06339 0.00738 0.02857 -0.01290
AFIX 93
H24A 2 -0.048811 0.051768 0.162203 11.00000 -1.20000
H24B 2 -0.022007 0.026422 0.272276 11.00000 -1.20000
AFIX 0
S25 5 -0.261692 0.066005 -0.138685 11.00000 0.03805 0.06033 =
0.05317 0.00150 0.01146 -0.00816
O26 4 -0.389914 0.054962 -0.237769 11.00000 0.04898 0.10059 =
0.07669 0.01123 -0.00639 -0.02988
O27 4 -0.264163 0.074620 -0.020222 11.00000 0.06982 0.08351 =
0.06503 -0.00448 0.04015 -0.00952
C28 1 -0.142131 0.028614 -0.119046 11.00000 0.06031 0.05134 =
0.08103 0.00210 0.02503 -0.00332
AFIX 137
H28A 2 -0.052336 0.036785 -0.060941 11.00000 -1.50000
H28B 2 -0.137679 0.022786 -0.197113 11.00000 -1.50000
H28C 2 -0.170473 0.005661 -0.088259 11.00000 -1.50000
AFIX 0
MOLE 2
C29 1 0.343767 0.122152 -0.115139 11.00000 0.04017 0.03924 =
0.04437 0.00076 0.00773 0.00041
C30 1 0.245150 0.097951 -0.203640 11.00000 0.03733 0.04020 =
0.04165 0.00068 0.00914 -0.00163
C31 1 0.169866 0.111583 -0.321728 11.00000 0.05102 0.06143 =
0.04284 0.00178 0.00068 -0.00493
AFIX 43
H31 2 0.105279 0.095319 -0.379589 11.00000 -1.20000
AFIX 0
C32 1 0.189272 0.149010 -0.354915 11.00000 0.07151 0.06974 =
0.05333 0.01642 0.00475 -0.00090
AFIX 43
H32 2 0.139036 0.157921 -0.435066 11.00000 -1.20000
AFIX 0
C33 1 0.283195 0.173030 -0.268914 11.00000 0.07609 0.05187 =
0.07191 0.01933 0.01121 -0.00729
AFIX 43
H33 2 0.295223 0.198532 -0.290386 11.00000 -1.20000
AFIX 0
C34 1 0.359745 0.159715 -0.151177 11.00000 0.05674 0.04581 =
0.06503 -0.00146 0.00386 -0.00842
AFIX 43
H34 2 0.423824 0.176351 -0.094361 11.00000 -1.20000
AFIX 0
C35 1 0.429448 0.109273 0.007236 11.00000 0.04133 0.04577 =
0.04363 -0.00552 0.00718 -0.00136
C36 1 0.508353 0.099165 0.108199 11.00000 0.04279 0.04035 =
0.04526 -0.00957 0.01079 -0.00152
C37 1 0.602962 0.086671 0.227516 11.00000 0.04455 0.04420 =
0.03667 -0.00322 0.00778 0.00622
C38 1 0.735554 0.103503 0.280788 11.00000 0.04828 0.05571 =
0.04000 -0.00322 0.00686 0.00223
C39 1 0.827264 0.091682 0.396273 11.00000 0.05404 0.08263 =
0.04322 -0.00229 0.00069 0.00348
AFIX 43
H39 2 0.915761 0.102443 0.431806 11.00000 -1.20000
AFIX 0
C40 1 0.785575 0.063596 0.458344 11.00000 0.07201 0.08693 =
0.04176 0.00805 0.00486 0.01105
AFIX 43
H40 2 0.847117 0.055913 0.536845 11.00000 -1.20000
AFIX 0
C41 1 0.656915 0.046598 0.408683 11.00000 0.08008 0.06258 =
0.04894 0.01129 0.02234 0.00807
AFIX 43
H41 2 0.632460 0.027677 0.453088 11.00000 -1.20000
AFIX 0
C42 1 0.562213 0.057838 0.290614 11.00000 0.05156 0.04731 =
0.05043 -0.00417 0.01727 0.00386
N43 3 0.767822 0.131160 0.208429 11.00000 0.05721 0.07857 =
0.03990 -0.00382 0.00190 -0.02062
AFIX 43
H43 2 0.719218 0.129333 0.130115 11.00000 -1.20000
AFIX 0
C44 1 0.862342 0.160058 0.241552 11.00000 0.04827 0.05559 =
0.06413 -0.01862 0.01507 0.00537
O45 4 0.947073 0.164350 0.346345 11.00000 0.09223 0.07852 =
0.07102 -0.01634 -0.00773 -0.01845
C46 1 0.854060 0.188208 0.140385 11.00000 0.05699 0.05034 =
0.08196 -0.00426 0.03960 0.00773
C47 1 0.762823 0.184072 0.017815 11.00000 0.08260 0.06513 =
0.07616 0.00273 0.03779 0.00812
AFIX 43
H47 2 0.705423 0.162239 -0.006648 11.00000 -1.20000
AFIX 0
C48 1 0.756830 0.212316 -0.068303 11.00000 0.12595 0.08462 =
0.10218 0.02266 0.06759 0.01878
AFIX 43
H48 2 0.694427 0.209574 -0.150225 11.00000 -1.20000
AFIX 0
C49 1 0.841701 0.244068 -0.033810 11.00000 0.17121 0.07903 =
0.15933 0.02525 0.12508 0.01527
AFIX 43
H49 2 0.837633 0.262790 -0.092474 11.00000 -1.20000
AFIX 0
C50 1 0.932389 0.248622 0.085772 11.00000 0.14030 0.08190 =
0.17400 -0.01094 0.11677 -0.02419
AFIX 43
H50 2 0.989472 0.270548 0.108645 11.00000 -1.20000
AFIX 0
C51 1 0.940256 0.220945 0.173323 11.00000 0.07686 0.07942 =
0.11787 -0.02144 0.05390 -0.02077
AFIX 43
H51 2 1.003385 0.224116 0.254809 11.00000 -1.20000
AFIX 0
N52 3 0.434720 0.040793 0.236474 11.00000 0.06631 0.06198 =
0.06495 0.00480 0.02031 -0.01143
AFIX 93
H52A 2 0.378984 0.047742 0.163288 11.00000 -1.20000
H52B 2 0.410054 0.023093 0.275516 11.00000 -1.20000
AFIX 0
S53 5 0.214342 0.049580 -0.167746 11.00000 0.04135 0.04737 =
0.05144 0.00045 0.01145 -0.00714
O54 4 0.202546 0.049041 -0.050901 11.00000 0.06284 0.07347 =
0.06120 0.00630 0.03251 -0.00752
O55 4 0.100152 0.034635 -0.273464 11.00000 0.06751 0.06464 =
0.06990 -0.00295 -0.00487 -0.02941
C56 1 0.362885 0.023415 -0.151937 11.00000 0.07305 0.04995 =
0.09095 0.00016 0.03731 0.01415
AFIX 137
H56A 2 0.441865 0.034412 -0.085747 11.00000 -1.50000
H56B 2 0.376491 0.024876 -0.227725 11.00000 -1.50000
H56C 2 0.352090 -0.003449 -0.133633 11.00000 -1.50000
HKLF 4

REM mo_SEL_CD_6_411_2_0m in P2(1)/n
REM R1 = 0.0504 for 4256 Fo > 4sig(Fo) and 0.1043 for all 7387 data
REM 511 parameters refined using 0 restraints

END

WGHT 0.0495 0.3138
REM Highest difference peak 0.176, deepest hole -0.233, 1-sigma level 0.040
Q1 1 0.8547 0.1752 0.3488 11.00000 0.05 0.18
Q2 1 0.1593 0.0391 0.0052 11.00000 0.05 0.17
Q3 1 0.2954 0.1079 -0.1641 11.00000 0.05 0.16
Q4 1 -0.4032 0.0789 -0.1870 11.00000 0.05 0.15
Q5 1 0.6060 0.1525 -0.0014 11.00000 0.05 0.15
Q6 1 0.0468 0.0813 -0.1833 11.00000 0.05 0.15
Q7 1 0.3481 0.0130 -0.2633 11.00000 0.05 0.14
Q8 1 -0.1047 0.0584 0.1664 11.00000 0.05 0.14
Q9 1 -0.3776 0.0437 -0.0460 11.00000 0.05 0.14
Q10 1 0.5251 0.1104 0.0439 11.00000 0.05 0.14
Q11 1 0.9584 0.1538 0.3028 11.00000 0.05 0.14
Q12 1 -0.3096 0.0486 -0.2619 11.00000 0.05 0.14
Q13 1 -0.0070 0.1049 -0.3343 11.00000 0.05 0.14
Q14 1 0.5725 0.2098 0.2622 11.00000 0.05 0.14
Q15 1 0.5831 0.1029 0.3057 11.00000 0.05 0.14
Q16 1 0.4939 0.1596 0.4395 11.00000 0.05 0.14
Q17 1 -0.0782 0.0728 0.2008 11.00000 0.05 0.13
Q18 1 -0.0196 0.0172 0.1216 11.00000 0.05 0.13
Q19 1 0.4807 0.0897 0.3031 11.00000 0.05 0.13
Q20 1 0.4481 0.2204 0.1801 11.00000 0.05 0.13

;
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 -0.0725(2) 0.12589(8) -0.1117(2) 0.0428(6) Uani d . 1 . .
C C2 -0.1952(3) 0.10681(8) -0.1893(2) 0.0460(7) Uani d . 1 . .
C C3 -0.2665(3) 0.11973(10) -0.3095(2) 0.0661(9) Uani d . 1 . .
H H3 -0.3468 0.1068 -0.3606 0.079 Uiso calc R 1 . .
C C4 -0.2209(4) 0.15124(10) -0.3546(3) 0.0769(10) Uani d . 1 . .
H H4 -0.2708 0.16 -0.435 0.092 Uiso calc R 1 . .
C C5 -0.1012(3) 0.16976(10) -0.2802(3) 0.0710(9) Uani d . 1 . .
H H5 -0.0698 0.1912 -0.3104 0.085 Uiso calc R 1 . .
C C6 -0.0269(3) 0.15697(9) -0.1609(2) 0.0575(8) Uani d . 1 . .
H H6 0.0556 0.1695 -0.1126 0.069 Uiso calc R 1 . .
C C7 0.0045(3) 0.11488(7) 0.0141(2) 0.0443(6) Uani d . 1 . .
C C8 0.0730(2) 0.10736(7) 0.1204(2) 0.0417(6) Uani d . 1 . .
C C9 0.1570(3) 0.09776(8) 0.2458(2) 0.0436(6) Uani d . 1 . .
C C10 0.2778(3) 0.11962(8) 0.3109(2) 0.0482(7) Uani d . 1 . .
C C11 0.3620(3) 0.10966(10) 0.4315(2) 0.0660(9) Uani d . 1 . .
H H11 0.4419 0.1239 0.4757 0.079 Uiso calc R 1 . .
C C12 0.3250(4) 0.07817(10) 0.4849(3) 0.0744(10) Uani d . 1 . .
H H12 0.3822 0.0713 0.5657 0.089 Uiso calc R 1 . .
C C13 0.2079(3) 0.05652(9) 0.4243(3) 0.0665(9) Uani d . 1 . .
H H13 0.1872 0.0353 0.4634 0.08 Uiso calc R 1 . .
C C14 0.1191(3) 0.06644(8) 0.3027(2) 0.0509(7) Uani d . 1 . .
H H15 0.245(3) 0.1529(8) 0.172(2) 0.063(9) Uiso d . 1 . .
N N15 0.3047(3) 0.15031(7) 0.2448(2) 0.0570(7) Uani d . 1 . .
C C16 0.4133(3) 0.17526(8) 0.2755(2) 0.0518(7) Uani d . 1 . .
O O17 0.5124(2) 0.17472(7) 0.37474(18) 0.0810(7) Uani d . 1 . .
C C18 0.4022(3) 0.20414(8) 0.1771(2) 0.0500(7) Uani d . 1 . .
C C19 0.2749(3) 0.21890(9) 0.0945(3) 0.0602(8) Uani d . 1 . .
H H19 0.1933 0.2104 0.0996 0.072 Uiso calc R 1 . .
C C20 0.2687(4) 0.24582(10) 0.0056(3) 0.0744(9) Uani d . 1 . .
H H20 0.1833 0.2556 -0.0482 0.089 Uiso calc R 1 . .
C C21 0.3884(5) 0.25829(10) -0.0039(3) 0.0801(11) Uani d . 1 . .
H H21 0.384 0.2761 -0.0649 0.096 Uiso calc R 1 . .
C C22 0.5137(4) 0.24436(10) 0.0767(4) 0.0767(10) Uani d . 1 . .
H H22 0.5945 0.2529 0.0702 0.092 Uiso calc R 1 . .
C C23 0.5222(3) 0.21765(9) 0.1681(3) 0.0626(8) Uani d . 1 . .
H H23 0.6084 0.2088 0.2233 0.075 Uiso calc R 1 . .
N N24 0.0016(3) 0.04565(7) 0.2377(2) 0.0665(7) Uani d . 1 . .
H H24A -0.0488 0.0518 0.1622 0.08 Uiso calc R 1 . .
H H24B -0.022 0.0264 0.2723 0.08 Uiso calc R 1 . .
S S25 -0.26169(7) 0.06600(2) -0.13869(6) 0.0526(2) Uani d . 1 . .
O O26 -0.3899(2) 0.05496(7) -0.23777(19) 0.0854(7) Uani d . 1 . .
O O27 -0.2642(2) 0.07462(6) -0.02022(17) 0.0686(6) Uani d . 1 . .
C C28 -0.1421(3) 0.02861(8) -0.1190(3) 0.0652(8) Uani d . 1 . .
H H28A -0.0523 0.0368 -0.0609 0.098 Uiso calc R 1 . .
H H28B -0.1377 0.0228 -0.1971 0.098 Uiso calc R 1 . .
H H28C -0.1705 0.0057 -0.0883 0.098 Uiso calc R 1 . .
C C29 0.3438(3) 0.12215(7) -0.1151(2) 0.0441(6) Uani d . 1 . .
C C30 0.2452(2) 0.09795(7) -0.2036(2) 0.0418(6) Uani d . 1 . .
C C31 0.1699(3) 0.11158(9) -0.3217(2) 0.0575(8) Uani d . 1 . .
H H31 0.1053 0.0953 -0.3796 0.069 Uiso calc R 1 . .
C C32 0.1893(3) 0.14901(10) -0.3549(3) 0.0712(9) Uani d . 1 . .
H H32 0.139 0.1579 -0.4351 0.085 Uiso calc R 1 . .
C C33 0.2832(3) 0.17303(9) -0.2689(3) 0.0724(9) Uani d . 1 . .
H H33 0.2952 0.1985 -0.2904 0.087 Uiso calc R 1 . .
C C34 0.3597(3) 0.15972(8) -0.1512(3) 0.0623(8) Uani d . 1 . .
H H34 0.4238 0.1764 -0.0944 0.075 Uiso calc R 1 . .
C C35 0.4294(3) 0.10927(8) 0.0072(2) 0.0467(7) Uani d . 1 . .
C C36 0.5084(3) 0.09916(7) 0.1082(2) 0.0449(6) Uani d . 1 . .
C C37 0.6030(3) 0.08667(8) 0.2275(2) 0.0445(7) Uani d . 1 . .
C C38 0.7356(3) 0.10350(8) 0.2808(2) 0.0514(7) Uani d . 1 . .
C C39 0.8273(3) 0.09168(10) 0.3963(2) 0.0659(9) Uani d . 1 . .
H H39 0.9158 0.1024 0.4318 0.079 Uiso calc R 1 . .
C C40 0.7856(4) 0.06360(10) 0.4583(3) 0.0725(10) Uani d . 1 . .
H H40 0.8471 0.0559 0.5368 0.087 Uiso calc R 1 . .
C C41 0.6569(3) 0.04660(9) 0.4087(3) 0.0649(8) Uani d . 1 . .
H H41 0.6325 0.0277 0.4531 0.078 Uiso calc R 1 . .
C C42 0.5622(3) 0.05784(8) 0.2906(2) 0.0507(7) Uani d . 1 . .
N N43 0.7678(2) 0.13116(8) 0.2084(2) 0.0641(7) Uani d . 1 . .
H H43 0.7192 0.1293 0.1301 0.077 Uiso calc R 1 . .
C C44 0.8623(3) 0.16006(9) 0.2416(3) 0.0583(8) Uani d . 1 . .
O O45 0.9471(2) 0.16435(7) 0.3463(2) 0.0933(8) Uani d . 1 . .
C C46 0.8541(3) 0.18821(9) 0.1404(3) 0.0593(8) Uani d . 1 . .
C C47 0.7628(3) 0.18407(10) 0.0178(3) 0.0727(9) Uani d . 1 . .
H H47 0.7054 0.1622 -0.0066 0.087 Uiso calc R 1 . .
C C48 0.7568(5) 0.21232(13) -0.0683(4) 0.0973(13) Uani d . 1 . .
H H48 0.6944 0.2096 -0.1502 0.117 Uiso calc R 1 . .
C C49 0.8417(6) 0.24407(14) -0.0338(6) 0.1178(17) Uani d . 1 . .
H H49 0.8376 0.2628 -0.0925 0.141 Uiso calc R 1 . .
C C50 0.9324(6) 0.24862(13) 0.0858(6) 0.1150(16) Uani d . 1 . .
H H50 0.9895 0.2705 0.1086 0.138 Uiso calc R 1 . .
C C51 0.9403(4) 0.22095(11) 0.1733(4) 0.0866(11) Uani d . 1 . .
H H51 1.0034 0.2241 0.2548 0.104 Uiso calc R 1 . .
N N52 0.4347(2) 0.04079(7) 0.2365(2) 0.0663(7) Uani d . 1 . .
H H52A 0.379 0.0477 0.1633 0.08 Uiso calc R 1 . .
H H52B 0.4101 0.0231 0.2755 0.08 Uiso calc R 1 . .
S S53 0.21434(7) 0.04958(2) -0.16775(6) 0.0490(2) Uani d . 1 . .
O O54 0.20255(19) 0.04904(6) -0.05090(17) 0.0634(5) Uani d . 1 . .
O O55 0.1002(2) 0.03463(6) -0.27346(18) 0.0776(7) Uani d . 1 . .
C C56 0.3629(3) 0.02342(9) -0.1519(3) 0.0699(9) Uani d . 1 . .
H H56A 0.4419 0.0344 -0.0857 0.105 Uiso calc R 1 . .
H H56B 0.3765 0.0249 -0.2277 0.105 Uiso calc R 1 . .
H H56C 0.3521 -0.0034 -0.1336 0.105 Uiso calc R 1 . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0395(15) 0.0462(17) 0.0400(14) 0.0016(13) 0.0131(12) 0.0026(12)
C2 0.0392(15) 0.0519(18) 0.0412(15) 0.0006(13) 0.0101(12) 0.0010(12)
C3 0.0546(19) 0.077(2) 0.0486(18) -0.0072(17) 0.0015(15) 0.0077(16)
C4 0.078(2) 0.089(3) 0.0484(18) 0.000(2) 0.0084(17) 0.0225(17)
C5 0.075(2) 0.071(2) 0.063(2) -0.0066(19) 0.0227(18) 0.0211(17)
C6 0.0506(17) 0.061(2) 0.0543(18) -0.0095(15) 0.0136(14) 0.0077(14)
C7 0.0373(15) 0.0448(17) 0.0465(16) -0.0039(12) 0.0122(13) -0.0007(12)
C8 0.0374(15) 0.0412(16) 0.0425(15) 0.0026(12) 0.0118(12) -0.0002(12)
C9 0.0455(16) 0.0455(17) 0.0371(14) 0.0066(13) 0.0138(12) 0.0031(12)
C10 0.0448(16) 0.0553(19) 0.0386(15) 0.0067(14) 0.0104(13) 0.0021(13)
C11 0.0551(19) 0.085(3) 0.0428(17) 0.0010(17) 0.0034(14) 0.0064(16)
C12 0.072(2) 0.092(3) 0.0461(18) 0.015(2) 0.0096(17) 0.0201(17)
C13 0.079(2) 0.066(2) 0.0563(19) 0.0152(19) 0.0291(18) 0.0234(16)
C14 0.0549(18) 0.0477(18) 0.0523(17) 0.0074(15) 0.0236(15) 0.0020(14)
N15 0.0474(15) 0.0655(18) 0.0404(14) -0.0110(13) -0.0010(12) 0.0063(12)
C16 0.0407(16) 0.054(2) 0.0507(17) -0.0003(14) 0.0081(14) -0.0119(14)
O17 0.0550(13) 0.0873(17) 0.0654(14) -0.0129(12) -0.0130(11) 0.0012(11)
C18 0.0469(17) 0.0459(18) 0.0526(17) -0.0091(14) 0.0149(14) -0.0138(13)
C19 0.0570(19) 0.057(2) 0.0615(19) -0.0079(16) 0.0183(16) -0.0011(15)
C20 0.086(3) 0.063(2) 0.068(2) -0.004(2) 0.0237(19) 0.0035(17)
C21 0.123(3) 0.054(2) 0.076(2) -0.016(2) 0.054(3) -0.0087(17)
C22 0.092(3) 0.062(2) 0.097(3) -0.024(2) 0.059(2) -0.029(2)
C23 0.0549(19) 0.060(2) 0.075(2) -0.0115(16) 0.0273(17) -0.0273(17)
N24 0.0793(18) 0.0570(17) 0.0634(16) -0.0129(14) 0.0286(14) 0.0074(12)
S25 0.0380(4) 0.0603(5) 0.0532(4) -0.0082(3) 0.0115(3) 0.0015(3)
O26 0.0490(13) 0.1006(18) 0.0767(15) -0.0299(12) -0.0064(11) 0.0112(12)
O27 0.0698(14) 0.0835(16) 0.0650(13) -0.0095(12) 0.0402(11) -0.0045(11)
C28 0.0603(19) 0.051(2) 0.081(2) -0.0033(16) 0.0250(17) 0.0021(15)
C29 0.0402(15) 0.0392(17) 0.0444(15) 0.0004(13) 0.0077(12) 0.0008(12)
C30 0.0373(14) 0.0402(16) 0.0416(14) -0.0016(12) 0.0091(12) 0.0007(11)
C31 0.0510(18) 0.061(2) 0.0428(16) -0.0049(15) 0.0007(13) 0.0018(14)
C32 0.072(2) 0.070(2) 0.0533(19) -0.0009(18) 0.0048(16) 0.0164(16)
C33 0.076(2) 0.052(2) 0.072(2) -0.0073(18) 0.0112(18) 0.0193(16)
C34 0.0567(19) 0.0458(19) 0.0650(19) -0.0084(15) 0.0039(15) -0.0015(15)
C35 0.0413(15) 0.0458(17) 0.0436(15) -0.0014(13) 0.0072(13) -0.0055(12)
C36 0.0428(16) 0.0404(16) 0.0453(16) -0.0015(13) 0.0108(13) -0.0096(12)
C37 0.0445(16) 0.0442(17) 0.0367(14) 0.0062(13) 0.0078(12) -0.0032(12)
C38 0.0483(17) 0.056(2) 0.0400(15) 0.0022(14) 0.0069(13) -0.0032(13)
C39 0.0540(19) 0.083(2) 0.0432(17) 0.0035(17) 0.0007(14) -0.0023(16)
C40 0.072(2) 0.087(3) 0.0418(17) 0.011(2) 0.0049(16) 0.0080(17)
C41 0.080(2) 0.063(2) 0.0489(17) 0.0081(18) 0.0223(16) 0.0113(15)
C42 0.0516(17) 0.0473(18) 0.0504(16) 0.0039(14) 0.0173(14) -0.0042(13)
N43 0.0572(16) 0.0786(19) 0.0399(13) -0.0206(14) 0.0019(11) -0.0038(12)
C44 0.0483(18) 0.056(2) 0.064(2) 0.0054(15) 0.0151(16) -0.0186(16)
O45 0.0922(18) 0.0785(17) 0.0710(15) -0.0184(14) -0.0077(13) -0.0163(12)
C46 0.0570(19) 0.050(2) 0.082(2) 0.0077(16) 0.0396(18) -0.0043(16)
C47 0.083(2) 0.065(2) 0.076(2) 0.0081(19) 0.038(2) 0.0027(18)
C48 0.126(4) 0.085(3) 0.102(3) 0.019(3) 0.068(3) 0.023(2)
C49 0.171(5) 0.079(3) 0.159(5) 0.015(3) 0.125(4) 0.025(3)
C50 0.140(4) 0.082(3) 0.174(5) -0.024(3) 0.117(4) -0.011(4)
C51 0.077(2) 0.079(3) 0.118(3) -0.021(2) 0.054(2) -0.021(2)
N52 0.0663(17) 0.0620(18) 0.0650(16) -0.0114(14) 0.0203(13) 0.0048(12)
S53 0.0414(4) 0.0474(5) 0.0514(4) -0.0071(3) 0.0115(3) 0.0005(3)
O54 0.0628(13) 0.0735(15) 0.0612(12) -0.0075(11) 0.0325(10) 0.0063(10)
O55 0.0675(14) 0.0646(15) 0.0699(13) -0.0294(11) -0.0049(11) -0.0030(10)
C56 0.073(2) 0.050(2) 0.091(2) 0.0142(17) 0.0373(18) 0.0002(16)

_geom_special_details            
;
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.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.385(3) ?
C1 C2 . 1.409(3) ?
C1 C7 . 1.426(3) ?
C2 C3 . 1.384(3) ?
C2 S25 . 1.766(3) ?
C3 C4 . 1.369(4) ?
C3 H3 . 0.93 ?
C4 C5 . 1.367(4) ?
C4 H4 . 0.93 ?
C5 C6 . 1.378(4) ?
C5 H5 . 0.93 ?
C6 H6 . 0.93 ?
C7 C8 . 1.197(3) ?
C8 C9 . 1.424(3) ?
C9 C14 . 1.402(4) ?
C9 C10 . 1.408(3) ?
C10 C11 . 1.383(3) ?
C10 N15 . 1.400(3) ?
C11 C12 . 1.378(4) ?
C11 H11 . 0.93 ?
C12 C13 . 1.368(4) ?
C12 H12 . 0.93 ?
C13 C14 . 1.403(4) ?
C13 H13 . 0.93 ?
C14 N24 . 1.365(3) ?
N15 C16 . 1.354(3) ?
N15 H15 . 0.84(3) ?
C16 O17 . 1.216(3) ?
C16 C18 . 1.491(4) ?
C18 C23 . 1.387(4) ?
C18 C19 . 1.397(4) ?
C19 C20 . 1.376(4) ?
C19 H19 . 0.93 ?
C20 C21 . 1.374(4) ?
C20 H20 . 0.93 ?
C21 C22 . 1.366(5) ?
C21 H21 . 0.93 ?
C22 C23 . 1.387(4) ?
C22 H22 . 0.93 ?
C23 H23 . 0.93 ?
N24 H24A . 0.86 ?
N24 H24B . 0.86 ?
S25 O27 . 1.4363(19) ?
S25 O26 . 1.4371(19) ?
S25 C28 . 1.742(3) ?
C28 H28A . 0.96 ?
C28 H28B . 0.96 ?
C28 H28C . 0.96 ?
C29 C34 . 1.383(4) ?
C29 C30 . 1.408(3) ?
C29 C35 . 1.430(3) ?
C30 C31 . 1.378(3) ?
C30 S53 . 1.768(3) ?
C31 C32 . 1.376(4) ?
C31 H31 . 0.93 ?
C32 C33 . 1.370(4) ?
C32 H32 . 0.93 ?
C33 C34 . 1.374(4) ?
C33 H33 . 0.93 ?
C34 H34 . 0.93 ?
C35 C36 . 1.198(3) ?
C36 C37 . 1.425(3) ?
C37 C42 . 1.400(4) ?
C37 C38 . 1.403(3) ?
C38 C39 . 1.377(3) ?
C38 N43 . 1.402(3) ?
C39 C40 . 1.380(4) ?
C39 H39 . 0.93 ?
C40 C41 . 1.370(4) ?
C40 H40 . 0.93 ?
C41 C42 . 1.403(4) ?
C41 H41 . 0.93 ?
C42 N52 . 1.364(3) ?
N43 C44 . 1.343(3) ?
N43 H43 . 0.86 ?
C44 O45 . 1.209(3) ?
C44 C46 . 1.507(4) ?
C46 C47 . 1.385(4) ?
C46 C51 . 1.394(4) ?
C47 C48 . 1.383(4) ?
C47 H47 . 0.93 ?
C48 C49 . 1.360(6) ?
C48 H48 . 0.93 ?
C49 C50 . 1.358(6) ?
C49 H49 . 0.93 ?
C50 C51 . 1.377(5) ?
C50 H50 . 0.93 ?
C51 H51 . 0.93 ?
N52 H52A . 0.86 ?
N52 H52B . 0.86 ?
S53 O54 . 1.4303(19) ?
S53 O55 . 1.4349(19) ?
S53 C56 . 1.743(3) ?
C56 H56A . 0.96 ?
C56 H56B . 0.96 ?
C56 H56C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 117.6(2) ?
C6 C1 C7 . . 119.3(2) ?
C2 C1 C7 . . 123.0(2) ?
C3 C2 C1 . . 119.9(2) ?
C3 C2 S25 . . 118.2(2) ?
C1 C2 S25 . . 121.98(19) ?
C4 C3 C2 . . 121.2(3) ?
C4 C3 H3 . . 119.4 ?
C2 C3 H3 . . 119.4 ?
C5 C4 C3 . . 119.4(3) ?
C5 C4 H4 . . 120.3 ?
C3 C4 H4 . . 120.3 ?
C4 C5 C6 . . 120.6(3) ?
C4 C5 H5 . . 119.7 ?
C6 C5 H5 . . 119.7 ?
C5 C6 C1 . . 121.3(3) ?
C5 C6 H6 . . 119.3 ?
C1 C6 H6 . . 119.3 ?
C8 C7 C1 . . 176.7(3) ?
C7 C8 C9 . . 178.4(3) ?
C14 C9 C10 . . 120.7(2) ?
C14 C9 C8 . . 119.7(2) ?
C10 C9 C8 . . 119.6(2) ?
C11 C10 N15 . . 124.6(3) ?
C11 C10 C9 . . 119.8(3) ?
N15 C10 C9 . . 115.6(2) ?
C12 C11 C10 . . 118.6(3) ?
C12 C11 H11 . . 120.7 ?
C10 C11 H11 . . 120.7 ?
C13 C12 C11 . . 122.9(3) ?
C13 C12 H12 . . 118.5 ?
C11 C12 H12 . . 118.5 ?
C12 C13 C14 . . 119.7(3) ?
C12 C13 H13 . . 120.2 ?
C14 C13 H13 . . 120.2 ?
N24 C14 C9 . . 119.7(2) ?
N24 C14 C13 . . 122.1(3) ?
C9 C14 C13 . . 118.2(3) ?
C16 N15 C10 . . 131.2(2) ?
C16 N15 H15 . . 114.0(19) ?
C10 N15 H15 . . 114.7(19) ?
O17 C16 N15 . . 123.7(3) ?
O17 C16 C18 . . 121.9(3) ?
N15 C16 C18 . . 114.4(2) ?
C23 C18 C19 . . 118.3(3) ?
C23 C18 C16 . . 119.2(3) ?
C19 C18 C16 . . 122.5(3) ?
C20 C19 C18 . . 120.9(3) ?
C20 C19 H19 . . 119.6 ?
C18 C19 H19 . . 119.6 ?
C21 C20 C19 . . 120.1(3) ?
C21 C20 H20 . . 119.9 ?
C19 C20 H20 . . 119.9 ?
C22 C21 C20 . . 119.7(3) ?
C22 C21 H21 . . 120.1 ?
C20 C21 H21 . . 120.1 ?
C21 C22 C23 . . 121.0(3) ?
C21 C22 H22 . . 119.5 ?
C23 C22 H22 . . 119.5 ?
C22 C23 C18 . . 120.0(3) ?
C22 C23 H23 . . 120.0 ?
C18 C23 H23 . . 120.0 ?
C14 N24 H24A . . 120.0 ?
C14 N24 H24B . . 120.0 ?
H24A N24 H24B . . 120.0 ?
O27 S25 O26 . . 117.91(13) ?
O27 S25 C28 . . 108.25(14) ?
O26 S25 C28 . . 107.96(15) ?
O27 S25 C2 . . 109.20(12) ?
O26 S25 C2 . . 107.59(12) ?
C28 S25 C2 . . 105.22(13) ?
S25 C28 H28A . . 109.5 ?
S25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
S25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C34 C29 C30 . . 117.5(2) ?
C34 C29 C35 . . 119.3(2) ?
C30 C29 C35 . . 123.1(2) ?
C31 C30 C29 . . 120.3(2) ?
C31 C30 S53 . . 118.1(2) ?
C29 C30 S53 . . 121.54(18) ?
C32 C31 C30 . . 120.7(3) ?
C32 C31 H31 . . 119.7 ?
C30 C31 H31 . . 119.7 ?
C33 C32 C31 . . 119.4(3) ?
C33 C32 H32 . . 120.3 ?
C31 C32 H32 . . 120.3 ?
C32 C33 C34 . . 120.5(3) ?
C32 C33 H33 . . 119.8 ?
C34 C33 H33 . . 119.8 ?
C33 C34 C29 . . 121.6(3) ?
C33 C34 H34 . . 119.2 ?
C29 C34 H34 . . 119.2 ?
C36 C35 C29 . . 175.8(3) ?
C35 C36 C37 . . 179.1(3) ?
C42 C37 C38 . . 120.7(2) ?
C42 C37 C36 . . 119.6(2) ?
C38 C37 C36 . . 119.7(2) ?
C39 C38 N43 . . 123.7(3) ?
C39 C38 C37 . . 120.0(3) ?
N43 C38 C37 . . 116.3(2) ?
C38 C39 C40 . . 118.8(3) ?
C38 C39 H39 . . 120.6 ?
C40 C39 H39 . . 120.6 ?
C41 C40 C39 . . 122.5(3) ?
C41 C40 H40 . . 118.8 ?
C39 C40 H40 . . 118.8 ?
C40 C41 C42 . . 119.8(3) ?
C40 C41 H41 . . 120.1 ?
C42 C41 H41 . . 120.1 ?
N52 C42 C37 . . 120.3(2) ?
N52 C42 C41 . . 121.5(3) ?
C37 C42 C41 . . 118.2(3) ?
C44 N43 C38 . . 130.5(2) ?
C44 N43 H43 . . 114.8 ?
C38 N43 H43 . . 114.8 ?
O45 C44 N43 . . 122.9(3) ?
O45 C44 C46 . . 121.1(3) ?
N43 C44 C46 . . 115.9(3) ?
C47 C46 C51 . . 118.3(3) ?
C47 C46 C44 . . 123.8(3) ?
C51 C46 C44 . . 117.8(3) ?
C48 C47 C46 . . 120.2(4) ?
C48 C47 H47 . . 119.9 ?
C46 C47 H47 . . 119.9 ?
C49 C48 C47 . . 120.3(4) ?
C49 C48 H48 . . 119.8 ?
C47 C48 H48 . . 119.8 ?
C50 C49 C48 . . 120.4(4) ?
C50 C49 H49 . . 119.8 ?
C48 C49 H49 . . 119.8 ?
C49 C50 C51 . . 120.4(4) ?
C49 C50 H50 . . 119.8 ?
C51 C50 H50 . . 119.8 ?
C50 C51 C46 . . 120.3(4) ?
C50 C51 H51 . . 119.8 ?
C46 C51 H51 . . 119.8 ?
C42 N52 H52A . . 120.0 ?
C42 N52 H52B . . 120.0 ?
H52A N52 H52B . . 120.0 ?
O54 S53 O55 . . 117.82(13) ?
O54 S53 C56 . . 107.96(13) ?
O55 S53 C56 . . 108.27(15) ?
O54 S53 C30 . . 109.67(12) ?
O55 S53 C30 . . 107.15(12) ?
C56 S53 C30 . . 105.27(13) ?
S53 C56 H56A . . 109.5 ?
S53 C56 H56B . . 109.5 ?
H56A C56 H56B . . 109.5 ?
S53 C56 H56C . . 109.5 ?
H56A C56 H56C . . 109.5 ?
H56B C56 H56C . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -0.9(4) ?
C7 C1 C2 C3 . . . . 178.4(3) ?
C6 C1 C2 S25 . . . . 178.3(2) ?
C7 C1 C2 S25 . . . . -2.4(4) ?
C1 C2 C3 C4 . . . . -0.9(5) ?
S25 C2 C3 C4 . . . . 179.9(3) ?
C2 C3 C4 C5 . . . . 1.3(5) ?
C3 C4 C5 C6 . . . . 0.0(5) ?
C4 C5 C6 C1 . . . . -1.8(5) ?
C2 C1 C6 C5 . . . . 2.3(4) ?
C7 C1 C6 C5 . . . . -177.0(3) ?
C14 C9 C10 C11 . . . . 1.4(4) ?
C8 C9 C10 C11 . . . . -178.1(3) ?
C14 C9 C10 N15 . . . . -179.6(2) ?
C8 C9 C10 N15 . . . . 0.9(4) ?
N15 C10 C11 C12 . . . . -178.6(3) ?
C9 C10 C11 C12 . . . . 0.3(4) ?
C10 C11 C12 C13 . . . . -0.7(5) ?
C11 C12 C13 C14 . . . . -0.6(5) ?
C10 C9 C14 N24 . . . . -179.9(2) ?
C8 C9 C14 N24 . . . . -0.5(4) ?
C10 C9 C14 C13 . . . . -2.6(4) ?
C8 C9 C14 C13 . . . . 176.8(2) ?
C12 C13 C14 N24 . . . . 179.5(3) ?
C12 C13 C14 C9 . . . . 2.2(4) ?
C11 C10 N15 C16 . . . . 3.2(5) ?
C9 C10 N15 C16 . . . . -175.6(3) ?
C10 N15 C16 O17 . . . . -0.5(5) ?
C10 N15 C16 C18 . . . . 179.8(3) ?
O17 C16 C18 C23 . . . . 30.9(4) ?
N15 C16 C18 C23 . . . . -149.4(3) ?
O17 C16 C18 C19 . . . . -147.8(3) ?
N15 C16 C18 C19 . . . . 32.0(4) ?
C23 C18 C19 C20 . . . . 0.7(4) ?
C16 C18 C19 C20 . . . . 179.4(3) ?
C18 C19 C20 C21 . . . . 0.7(5) ?
C19 C20 C21 C22 . . . . -1.2(5) ?
C20 C21 C22 C23 . . . . 0.2(5) ?
C21 C22 C23 C18 . . . . 1.2(5) ?
C19 C18 C23 C22 . . . . -1.6(4) ?
C16 C18 C23 C22 . . . . 179.7(3) ?
C3 C2 S25 O27 . . . . -132.4(2) ?
C1 C2 S25 O27 . . . . 48.3(2) ?
C3 C2 S25 O26 . . . . -3.3(3) ?
C1 C2 S25 O26 . . . . 177.4(2) ?
C3 C2 S25 C28 . . . . 111.6(2) ?
C1 C2 S25 C28 . . . . -67.7(2) ?
C34 C29 C30 C31 . . . . 0.9(4) ?
C35 C29 C30 C31 . . . . -177.2(3) ?
C34 C29 C30 S53 . . . . -179.3(2) ?
C35 C29 C30 S53 . . . . 2.6(4) ?
C29 C30 C31 C32 . . . . -0.3(4) ?
S53 C30 C31 C32 . . . . 179.9(2) ?
C30 C31 C32 C33 . . . . -0.9(5) ?
C31 C32 C33 C34 . . . . 1.4(5) ?
C32 C33 C34 C29 . . . . -0.8(5) ?
C30 C29 C34 C33 . . . . -0.4(4) ?
C35 C29 C34 C33 . . . . 177.8(3) ?
C42 C37 C38 C39 . . . . 0.1(4) ?
C36 C37 C38 C39 . . . . 179.7(3) ?
C42 C37 C38 N43 . . . . 178.0(2) ?
C36 C37 C38 N43 . . . . -2.4(4) ?
N43 C38 C39 C40 . . . . -178.6(3) ?
C37 C38 C39 C40 . . . . -0.8(4) ?
C38 C39 C40 C41 . . . . 0.9(5) ?
C39 C40 C41 C42 . . . . -0.2(5) ?
C38 C37 C42 N52 . . . . -178.0(2) ?
C36 C37 C42 N52 . . . . 2.4(4) ?
C38 C37 C42 C41 . . . . 0.6(4) ?
C36 C37 C42 C41 . . . . -179.0(2) ?
C40 C41 C42 N52 . . . . 178.0(3) ?
C40 C41 C42 C37 . . . . -0.5(4) ?
C39 C38 N43 C44 . . . . -24.4(5) ?
C37 C38 N43 C44 . . . . 157.7(3) ?
C38 N43 C44 O45 . . . . 6.8(5) ?
C38 N43 C44 C46 . . . . -171.1(3) ?
O45 C44 C46 C47 . . . . 177.5(3) ?
N43 C44 C46 C47 . . . . -4.5(4) ?
O45 C44 C46 C51 . . . . -4.7(4) ?
N43 C44 C46 C51 . . . . 173.3(3) ?
C51 C46 C47 C48 . . . . -1.1(5) ?
C44 C46 C47 C48 . . . . 176.7(3) ?
C46 C47 C48 C49 . . . . 0.9(6) ?
C47 C48 C49 C50 . . . . -0.6(7) ?
C48 C49 C50 C51 . . . . 0.6(7) ?
C49 C50 C51 C46 . . . . -0.8(6) ?
C47 C46 C51 C50 . . . . 1.0(5) ?
C44 C46 C51 C50 . . . . -176.9(3) ?
C31 C30 S53 O54 . . . . -134.4(2) ?
C29 C30 S53 O54 . . . . 45.8(2) ?
C31 C30 S53 O55 . . . . -5.5(3) ?
C29 C30 S53 O55 . . . . 174.7(2) ?
C31 C30 S53 C56 . . . . 109.6(2) ?
C29 C30 S53 C56 . . . . -70.2(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N24 H24B O55 3 0.86 2.24 3.034(3) 152.7 ?
N24 H24A O27 . 0.86 2.54 3.353(3) 157.2 ?
#======END