# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   10.3204(3)
_cell_length_b                   10.7781(2)
_cell_length_c                   22.4546(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.112(3)
_cell_angle_gamma                90
_cell_volume                     2432.59(12)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4
_chemical_name_systematic        
N-(7-benzyl-5-chloro-4-phenyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-N-methyl-2-nitrobenzenesulfonamide
_chemical_formula_moiety         'C26 H20 Cl1 N5 O4 S1'

# Given Formula = C26 H20 Cl1 N5 O4 S1 
# Dc =      1.46 Fooo =   1104.00 Mu =     25.72 M =    533.99
# Found Formula = C26 H20 Cl1 N5 O4 S1 
# Dc =      1.46 FOOO =   1104.00 Mu =     25.72 M =    533.99

_chemical_formula_sum            'C26 H20 Cl1 N5 O4 S1'
_chemical_compound_source        ?
_chemical_formula_weight         533.99


_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_temperature    180

_exptl_crystal_description       block
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      180
_exptl_crystal_size_min          0.48
_exptl_crystal_size_mid          0.53
_exptl_crystal_size_max          0.79

_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    2.572

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   none
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17639
_reflns_number_total             4993
_diffrn_reflns_av_R_equivalents  0.029
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4993 
# Theoretical number of reflections is about 10142 


_diffrn_reflns_theta_min         4.574
_diffrn_reflns_theta_max         78.618
_diffrn_measured_fraction_theta_max 0.955

_diffrn_reflns_theta_full        72.328
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_reflns_limit_h_min              -12
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              28

_oxford_diffrn_Wilson_B_factor   2.11
_oxford_diffrn_Wilson_scale      0.02

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.39
_refine_diff_density_max         0.34


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         4759
_refine_ls_number_restraints     0
_refine_ls_number_parameters     335
_oxford_refine_ls_R_factor_ref   0.0346
_refine_ls_wR_factor_ref         0.0391
_refine_ls_goodness_of_fit_ref   1.0325
_refine_ls_shift/su_max          0.0011091
_refine_ls_shift/su_mean         0.0000542


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4993
_refine_ls_R_factor_all          0.0377
_refine_ls_wR_factor_all         0.0397

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4759
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_gt          0.0391


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 10.5 -4.09 7.57 -0.717 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.63965(11) 0.57492(10) 0.57736(5) 0.0266 1.0000 Uani . . . . . .
C2 C 0.74576(13) 0.51294(12) 0.56747(5) 0.0277 1.0000 Uani . . . . . .
N3 N 0.79907(10) 0.51898(10) 0.51919(5) 0.0257 1.0000 Uani . . . . . .
C4 C 0.72788(11) 0.58944(11) 0.47461(5) 0.0215 1.0000 Uani . . . . . .
C5 C 0.60937(11) 0.65470(11) 0.47664(5) 0.0210 1.0000 Uani . . . . . .
C6 C 0.57195(11) 0.64996(11) 0.53293(5) 0.0218 1.0000 Uani . . . . . .
C7 C 0.56436(11) 0.70654(11) 0.41680(5) 0.0218 1.0000 Uani . . . . . .
C8 C 0.65538(11) 0.67583(11) 0.38333(5) 0.0212 1.0000 Uani . . . . . .
N9 N 0.75657(10) 0.60529(9) 0.41895(4) 0.0223 1.0000 Uani . . . . . .
C10 C 0.46646(12) 0.72603(11) 0.55018(5) 0.0226 1.0000 Uani . . . . . .
C11 C 0.44552(13) 0.84953(12) 0.53183(6) 0.0293 1.0000 Uani . . . . . .
C12 C 0.35312(15) 0.92131(13) 0.55243(7) 0.0353 1.0000 Uani . . . . . .
C13 C 0.27985(14) 0.87062(14) 0.59129(7) 0.0352 1.0000 Uani . . . . . .
C14 C 0.30124(14) 0.74846(14) 0.61034(6) 0.0334 1.0000 Uani . . . . . .
C15 C 0.39457(13) 0.67712(12) 0.59050(6) 0.0268 1.0000 Uani . . . . . .
Cl16 Cl 0.41879(3) 0.78372(3) 0.387116(14) 0.0316 1.0000 Uani . . . . . .
N17 N 0.66003(10) 0.70917(9) 0.32339(4) 0.0228 1.0000 Uani . . . . . .
S18 S 0.60905(3) 0.60927(3) 0.268080(12) 0.0224 1.0000 Uani . . . . . .
C19 C 0.43286(12) 0.61923(11) 0.24517(5) 0.0235 1.0000 Uani . . . . . .
C20 C 0.36507(13) 0.68773(12) 0.19532(6) 0.0273 1.0000 Uani . . . . . .
C21 C 0.22805(15) 0.68622(15) 0.17703(7) 0.0401 1.0000 Uani . . . . . .
C22 C 0.15598(15) 0.61428(16) 0.20905(8) 0.0437 1.0000 Uani . . . . . .
C23 C 0.22106(15) 0.54499(15) 0.25861(7) 0.0377 1.0000 Uani . . . . . .
C24 C 0.35826(13) 0.54709(12) 0.27678(6) 0.0294 1.0000 Uani . . . . . .
C25 C 0.68141(15) 0.84111(12) 0.31047(6) 0.0327 1.0000 Uani . . . . . .
O26 O 0.66229(9) 0.64699(9) 0.21763(4) 0.0314 1.0000 Uani . . . . . .
O27 O 0.63716(9) 0.48879(8) 0.29453(4) 0.0297 1.0000 Uani . . . . . .
N28 N 0.43443(12) 0.76409(11) 0.15759(5) 0.0333 1.0000 Uani . . . . . .
O29 O 0.42901(14) 0.72885(13) 0.10567(5) 0.0556 1.0000 Uani . . . . . .
O30 O 0.48669(11) 0.85982(10) 0.17982(6) 0.0436 1.0000 Uani . . . . . .
C31 C 0.88119(12) 0.56805(12) 0.40289(6) 0.0273 1.0000 Uani . . . . . .
C32 C 0.96088(12) 0.68114(13) 0.39410(6) 0.0311 1.0000 Uani . . . . . .
C33 C 0.99320(16) 0.70242(16) 0.33838(8) 0.0446 1.0000 Uani . . . . . .
C34 C 1.06379(19) 0.8073(2) 0.32950(11) 0.0612 1.0000 Uani . . . . . .
C35 C 1.10084(18) 0.8915(2) 0.37570(12) 0.0669 1.0000 Uani . . . . . .
C36 C 1.0683(2) 0.8724(2) 0.43180(11) 0.0670 1.0000 Uani . . . . . .
C37 C 0.99930(17) 0.76586(17) 0.44108(8) 0.0483 1.0000 Uani . . . . . .
H21 H 0.7879 0.4580 0.5999 0.0279 1.0000 Uiso R . . . . .
H211 H 0.1877 0.7329 0.1428 0.0414 1.0000 Uiso R . . . . .
H221 H 0.0591 0.6121 0.1962 0.0461 1.0000 Uiso R . . . . .
H231 H 0.1703 0.4970 0.2819 0.0393 1.0000 Uiso R . . . . .
H241 H 0.4055 0.4993 0.3109 0.0304 1.0000 Uiso R . . . . .
H253 H 0.6967 0.8464 0.2693 0.0451 1.0000 Uiso R . . . . .
H252 H 0.7623 0.8685 0.3399 0.0456 1.0000 Uiso R . . . . .
H251 H 0.6021 0.8889 0.3143 0.0454 1.0000 Uiso R . . . . .
H311 H 0.9325 0.5163 0.4365 0.0277 1.0000 Uiso R . . . . .
H312 H 0.8617 0.5195 0.3645 0.0279 1.0000 Uiso R . . . . .
H331 H 0.9637 0.6438 0.3062 0.0488 1.0000 Uiso R . . . . .
H341 H 1.0875 0.8211 0.2913 0.0692 1.0000 Uiso R . . . . .
H351 H 1.1501 0.9640 0.3696 0.0742 1.0000 Uiso R . . . . .
H361 H 1.0914 0.9312 0.4645 0.0747 1.0000 Uiso R . . . . .
H371 H 0.9779 0.7499 0.4791 0.0514 1.0000 Uiso R . . . . .
H111 H 0.4953 0.8814 0.5052 0.0300 1.0000 Uiso R . . . . .
H121 H 0.3416 1.0063 0.5402 0.0362 1.0000 Uiso R . . . . .
H131 H 0.2122 0.9194 0.6046 0.0376 1.0000 Uiso R . . . . .
H141 H 0.2504 0.7145 0.6375 0.0345 1.0000 Uiso R . . . . .
H151 H 0.4122 0.5941 0.6041 0.0273 1.0000 Uiso R . . . . .

_refine_ls_extinction_coef       264(8)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          6.635(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.3437(17) yes
N1 . C6 . 1.3496(16) yes
C2 . N3 . 1.3240(17) yes
C2 . H21 . 0.962 no
N3 . C4 . 1.3360(15) yes
C4 . C5 . 1.4205(16) yes
C4 . N9 . 1.3590(15) yes
C5 . C6 . 1.4038(16) yes
C5 . C7 . 1.4318(15) yes
C6 . C10 . 1.4829(17) yes
C7 . C8 . 1.3700(16) yes
C7 . Cl16 . 1.7144(12) yes
C8 . N9 . 1.3891(15) yes
C8 . N17 . 1.4044(15) yes
N9 . C31 . 1.4681(15) yes
C10 . C11 . 1.3957(18) yes
C10 . C15 . 1.3974(17) yes
C11 . C12 . 1.3863(19) yes
C11 . H111 . 0.938 no
C12 . C13 . 1.3897(19) yes
C12 . H121 . 0.956 no
C13 . C14 . 1.386(2) yes
C13 . H131 . 0.974 no
C14 . C15 . 1.3829(19) yes
C14 . H141 . 0.963 no
C15 . H151 . 0.950 no
N17 . S18 . 1.6378(10) yes
N17 . C25 . 1.4780(16) yes
S18 . C19 . 1.7771(12) yes
S18 . O26 . 1.4257(9) yes
S18 . O27 . 1.4300(9) yes
C19 . C20 . 1.3902(17) yes
C19 . C24 . 1.3961(17) yes
C20 . C21 . 1.380(2) yes
C20 . N28 . 1.4773(16) yes
C21 . C22 . 1.384(2) yes
C21 . H211 . 0.933 no
C22 . C23 . 1.381(2) yes
C22 . H221 . 0.976 no
C23 . C24 . 1.382(2) yes
C23 . H231 . 0.970 no
C24 . H241 . 0.960 no
C25 . H253 . 0.974 no
C25 . H252 . 0.985 no
C25 . H251 . 0.988 no
N28 . O29 . 1.2154(17) yes
N28 . O30 . 1.2175(17) yes
C31 . C32 . 1.5082(19) yes
C31 . H311 . 0.989 no
C31 . H312 . 0.989 no
C32 . C33 . 1.385(2) yes
C32 . C37 . 1.383(2) yes
C33 . C34 . 1.384(3) yes
C33 . H331 . 0.956 no
C34 . C35 . 1.366(4) yes
C34 . H341 . 0.955 no
C35 . C36 . 1.391(3) yes
C35 . H351 . 0.959 no
C36 . C37 . 1.391(3) yes
C36 . H361 . 0.959 no
C37 . H371 . 0.945 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 118.70(10) yes
N1 . C2 . N3 . 128.08(11) yes
N1 . C2 . H21 . 115.2 no
N3 . C2 . H21 . 116.7 no
C2 . N3 . C4 . 112.42(11) yes
N3 . C4 . C5 . 126.06(11) yes
N3 . C4 . N9 . 124.26(11) yes
C5 . C4 . N9 . 109.64(10) yes
C4 . C5 . C6 . 115.19(10) yes
C4 . C5 . C7 . 105.16(10) yes
C6 . C5 . C7 . 139.65(11) yes
C5 . C6 . N1 . 119.04(11) yes
C5 . C6 . C10 . 125.68(10) yes
N1 . C6 . C10 . 115.21(10) yes
C5 . C7 . C8 . 107.68(10) yes
C5 . C7 . Cl16 . 128.56(9) yes
C8 . C7 . Cl16 . 123.59(9) yes
C7 . C8 . N9 . 109.63(10) yes
C7 . C8 . N17 . 129.84(10) yes
N9 . C8 . N17 . 120.47(10) yes
C8 . N9 . C4 . 107.82(9) yes
C8 . N9 . C31 . 126.47(10) yes
C4 . N9 . C31 . 125.26(10) yes
C6 . C10 . C11 . 121.60(11) yes
C6 . C10 . C15 . 119.33(11) yes
C11 . C10 . C15 . 118.79(11) yes
C10 . C11 . C12 . 120.40(12) yes
C10 . C11 . H111 . 117.9 no
C12 . C11 . H111 . 121.7 no
C11 . C12 . C13 . 120.24(13) yes
C11 . C12 . H121 . 119.3 no
C13 . C12 . H121 . 120.5 no
C12 . C13 . C14 . 119.73(12) yes
C12 . C13 . H131 . 120.7 no
C14 . C13 . H131 . 119.6 no
C13 . C14 . C15 . 120.16(12) yes
C13 . C14 . H141 . 119.0 no
C15 . C14 . H141 . 120.9 no
C10 . C15 . C14 . 120.66(12) yes
C10 . C15 . H151 . 118.2 no
C14 . C15 . H151 . 121.1 no
C8 . N17 . S18 . 118.93(8) yes
C8 . N17 . C25 . 118.26(10) yes
S18 . N17 . C25 . 121.35(8) yes
N17 . S18 . C19 . 108.14(5) yes
N17 . S18 . O26 . 107.44(6) yes
C19 . S18 . O26 . 107.84(6) yes
N17 . S18 . O27 . 106.38(5) yes
C19 . S18 . O27 . 105.83(6) yes
O26 . S18 . O27 . 120.69(6) yes
S18 . C19 . C20 . 124.06(9) yes
S18 . C19 . C24 . 117.73(9) yes
C20 . C19 . C24 . 118.06(12) yes
C19 . C20 . C21 . 121.86(12) yes
C19 . C20 . N28 . 122.47(11) yes
C21 . C20 . N28 . 115.66(11) yes
C20 . C21 . C22 . 119.16(13) yes
C20 . C21 . H211 . 118.3 no
C22 . C21 . H211 . 122.5 no
C21 . C22 . C23 . 120.07(14) yes
C21 . C22 . H221 . 119.7 no
C23 . C22 . H221 . 120.3 no
C22 . C23 . C24 . 120.50(13) yes
C22 . C23 . H231 . 120.0 no
C24 . C23 . H231 . 119.5 no
C19 . C24 . C23 . 120.34(12) yes
C19 . C24 . H241 . 117.8 no
C23 . C24 . H241 . 121.9 no
N17 . C25 . H253 . 107.8 no
N17 . C25 . H252 . 107.3 no
H253 . C25 . H252 . 108.9 no
N17 . C25 . H251 . 108.7 no
H253 . C25 . H251 . 111.7 no
H252 . C25 . H251 . 112.2 no
C20 . N28 . O29 . 116.94(13) yes
C20 . N28 . O30 . 117.67(11) yes
O29 . N28 . O30 . 125.29(13) yes
N9 . C31 . C32 . 110.20(10) yes
N9 . C31 . H311 . 108.3 no
C32 . C31 . H311 . 110.0 no
N9 . C31 . H312 . 110.0 no
C32 . C31 . H312 . 108.8 no
H311 . C31 . H312 . 109.5 no
C31 . C32 . C33 . 120.15(14) yes
C31 . C32 . C37 . 120.27(13) yes
C33 . C32 . C37 . 119.56(15) yes
C32 . C33 . C34 . 120.54(19) yes
C32 . C33 . H331 . 118.2 no
C34 . C33 . H331 . 121.3 no
C33 . C34 . C35 . 119.93(19) yes
C33 . C34 . H341 . 120.5 no
C35 . C34 . H341 . 119.6 no
C34 . C35 . C36 . 120.42(18) yes
C34 . C35 . H351 . 120.0 no
C36 . C35 . H351 . 119.6 no
C35 . C36 . C37 . 119.6(2) yes
C35 . C36 . H361 . 121.8 no
C37 . C36 . H361 . 118.5 no
C36 . C37 . C32 . 119.90(18) yes
C36 . C37 . H371 . 121.2 no
C32 . C37 . H371 . 118.9 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C21 . H211 . N1 4_464 156.02(4) 0.933 2.524 3.397(2) yes
C23 . H231 . O30 3_545 167.98(4) 0.970 2.486 3.441(2) yes
C31 . H312 . O27 . 126.27(3) 0.989 2.510 3.196(2) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 02/07/14 at 14:26:36
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 253,X'S) H   ( 252,X'S) H   ( 251,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 02/07/14 at 14:26:36
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

_database_code_depnum_ccdc_archive 'CCDC 1014817'
#######################################################################
#
#                 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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   8.0254(2)
_cell_length_b                   8.5175(2)
_cell_length_c                   16.5553(4)
_cell_angle_alpha                76.069(2)
_cell_angle_beta                 76.692(2)
_cell_angle_gamma                76.024(2)
_cell_volume                     1047.92(5)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2
_chemical_name_systematic        
N-(7-benzyl-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-N-methyl-2-nitrobenzenesulfonamide
_chemical_formula_moiety         'C21 H19 N5 O5 S1'

# Given Formula = C21 H19 N5 O5 S1 
# Dc =      1.44 Fooo =    472.00 Mu =     17.66 M =    453.48
# Found Formula = C21 H19 N5 O5 S1 
# Dc =      1.44 FOOO =    472.00 Mu =     17.66 M =    453.48

_chemical_formula_sum            'C21 H19 N5 O5 S1'
_chemical_compound_source        ?
_chemical_formula_weight         453.48


_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_temperature    290

_exptl_crystal_description       stick
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      290
_exptl_crystal_size_min          0.21
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_max          0.83

_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             472
_exptl_absorpt_coefficient_mu    1.766

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   none
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18491
_reflns_number_total             4263
_diffrn_reflns_av_R_equivalents  0.033
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4263 
# Theoretical number of reflections is about 8742 


_diffrn_reflns_theta_min         5.458
_diffrn_reflns_theta_max         75.911
_diffrn_measured_fraction_theta_max 0.978

_diffrn_reflns_theta_full        69.079
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              -10
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              20

_oxford_diffrn_Wilson_B_factor   3.41
_oxford_diffrn_Wilson_scale      0.01

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.30
_refine_diff_density_max         0.19


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         3984
_refine_ls_number_restraints     0
_refine_ls_number_parameters     290
_oxford_refine_ls_R_factor_ref   0.0361
_refine_ls_wR_factor_ref         0.0419
_refine_ls_goodness_of_fit_ref   0.8205
_refine_ls_shift/su_max          0.0041873
_refine_ls_shift/su_mean         0.0005784


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4263
_refine_ls_R_factor_all          0.0392
_refine_ls_wR_factor_all         0.0430

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3984
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_gt          0.0419


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 9.05 -0.282 4.96 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N -0.28521(17) 1.26197(16) 0.48888(8) 0.0455 1.0000 Uani . . . . . .
C2 C -0.1156(2) 1.2539(2) 0.48937(10) 0.0477 1.0000 Uani . . . . . .
N3 N 0.02429(17) 1.18743(17) 0.43952(8) 0.0454 1.0000 Uani . . . . . .
C4 C -0.01653(18) 1.12085(17) 0.38261(8) 0.0367 1.0000 Uani . . . . . .
C5 C -0.18584(18) 1.12089(17) 0.37379(8) 0.0370 1.0000 Uani . . . . . .
C6 C -0.31877(19) 1.19549(18) 0.43154(9) 0.0403 1.0000 Uani . . . . . .
C7 C -0.17121(18) 1.03947(17) 0.30617(9) 0.0396 1.0000 Uani . . . . . .
C8 C 0.00285(18) 0.99255(16) 0.27817(8) 0.0357 1.0000 Uani . . . . . .
N9 N 0.09966(15) 1.04280(14) 0.32361(7) 0.0374 1.0000 Uani . . . . . .
O10 O -0.48388(14) 1.19968(16) 0.42602(8) 0.0557 1.0000 Uani . . . . . .
C11 C -0.6194(2) 1.2717(3) 0.48792(15) 0.0771 1.0000 Uani . . . . . .
N12 N 0.08917(15) 0.91439(14) 0.20942(7) 0.0384 1.0000 Uani . . . . . .
S13 S 0.13747(4) 0.71409(4) 0.22655(2) 0.0397 1.0000 Uani . . . . . .
C14 C -0.0526(2) 0.63832(17) 0.22978(9) 0.0404 1.0000 Uani . . . . . .
C15 C -0.0848(2) 0.58378(19) 0.16308(9) 0.0443 1.0000 Uani . . . . . .
C16 C -0.2282(2) 0.5147(2) 0.17120(12) 0.0566 1.0000 Uani . . . . . .
C17 C -0.3467(3) 0.5058(2) 0.24614(13) 0.0602 1.0000 Uani . . . . . .
C18 C -0.3196(2) 0.5619(2) 0.31301(11) 0.0561 1.0000 Uani . . . . . .
C19 C -0.1722(2) 0.62447(19) 0.30554(10) 0.0483 1.0000 Uani . . . . . .
C20 C 0.0800(3) 1.0126(2) 0.12359(9) 0.0535 1.0000 Uani . . . . . .
O21 O 0.26267(14) 0.66836(14) 0.15567(7) 0.0511 1.0000 Uani . . . . . .
O22 O 0.17642(16) 0.66054(14) 0.30984(7) 0.0526 1.0000 Uani . . . . . .
O23 O 0.11741(19) 0.4721(2) 0.05859(9) 0.0765 1.0000 Uani . . . . . .
O24 O 0.0222(2) 0.7359(2) 0.03522(8) 0.0711 1.0000 Uani . . . . . .
C25 C 0.29091(18) 1.0041(2) 0.31715(9) 0.0429 1.0000 Uani . . . . . .
C26 C 0.38813(17) 1.07023(18) 0.23092(9) 0.0396 1.0000 Uani . . . . . .
C27 C 0.4963(2) 0.9628(2) 0.18124(11) 0.0518 1.0000 Uani . . . . . .
C28 C 0.5856(2) 1.0219(3) 0.10214(12) 0.0652 1.0000 Uani . . . . . .
C29 C 0.5695(2) 1.1897(3) 0.07199(13) 0.0654 1.0000 Uani . . . . . .
C30 C 0.4640(2) 1.2972(2) 0.12134(13) 0.0611 1.0000 Uani . . . . . .
C31 C 0.3739(2) 1.2381(2) 0.20027(11) 0.0508 1.0000 Uani . . . . . .
N26 N 0.02967(18) 0.5983(2) 0.07958(8) 0.0528 1.0000 Uani . . . . . .
H91 H -0.0935 1.3023 0.5323 0.0557 1.0000 Uiso R . . . . .
H131 H -0.2640 1.0224 0.2837 0.0456 1.0000 Uiso R . . . . .
H152 H -0.7281 1.2624 0.4757 0.1113 1.0000 Uiso R . . . . .
H153 H -0.6118 1.3874 0.4814 0.1110 1.0000 Uiso R . . . . .
H151 H -0.6036 1.2130 0.5445 0.1114 1.0000 Uiso R . . . . .
H162 H 0.3163 1.0570 0.3595 0.0502 1.0000 Uiso R . . . . .
H161 H 0.3286 0.8810 0.3319 0.0505 1.0000 Uiso R . . . . .
H181 H 0.5049 0.8436 0.2027 0.0612 1.0000 Uiso R . . . . .
H191 H 0.6570 0.9484 0.0673 0.0741 1.0000 Uiso R . . . . .
H201 H 0.6339 1.2298 0.0170 0.0768 1.0000 Uiso R . . . . .
H211 H 0.4527 1.4152 0.1007 0.0719 1.0000 Uiso R . . . . .
H221 H 0.2996 1.3141 0.2344 0.0597 1.0000 Uiso R . . . . .
H232 H 0.1160 1.1164 0.1193 0.0795 1.0000 Uiso R . . . . .
H231 H 0.1582 0.9527 0.0808 0.0794 1.0000 Uiso R . . . . .
H233 H -0.0388 1.0336 0.1135 0.0802 1.0000 Uiso R . . . . .
H291 H -0.2435 0.4759 0.1239 0.0661 1.0000 Uiso R . . . . .
H301 H -0.4484 0.4603 0.2517 0.0711 1.0000 Uiso R . . . . .
H311 H -0.4045 0.5584 0.3653 0.0656 1.0000 Uiso R . . . . .
H321 H -0.1513 0.6615 0.3520 0.0568 1.0000 Uiso R . . . . .

_refine_ls_extinction_coef       79(4)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          11.76(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.348(2) yes
N1 . C6 . 1.3207(18) yes
C2 . N3 . 1.324(2) yes
C2 . H91 . 0.969 no
N3 . C4 . 1.3437(17) yes
C4 . C5 . 1.3995(19) yes
C4 . N9 . 1.3636(17) yes
C5 . C6 . 1.3970(19) yes
C5 . C7 . 1.4219(18) yes
C6 . O10 . 1.3405(18) yes
C7 . C8 . 1.3592(19) yes
C7 . H131 . 0.959 no
C8 . N9 . 1.3920(17) yes
C8 . N12 . 1.4133(16) yes
N9 . C25 . 1.4741(17) yes
O10 . C11 . 1.4409(19) yes
C11 . H152 . 0.965 no
C11 . H153 . 0.981 no
C11 . H151 . 0.970 no
N12 . S13 . 1.6246(12) yes
N12 . C20 . 1.4732(19) yes
S13 . C14 . 1.7798(15) yes
S13 . O21 . 1.4235(11) yes
S13 . O22 . 1.4261(11) yes
C14 . C15 . 1.3921(19) yes
C14 . C19 . 1.392(2) yes
C15 . C16 . 1.381(2) yes
C15 . N26 . 1.469(2) yes
C16 . C17 . 1.377(3) yes
C16 . H291 . 0.962 no
C17 . C18 . 1.385(3) yes
C17 . H301 . 0.962 no
C18 . C19 . 1.380(2) yes
C18 . H311 . 0.970 no
C19 . H321 . 0.960 no
C20 . H232 . 0.976 no
C20 . H231 . 0.985 no
C20 . H233 . 0.972 no
O23 . N26 . 1.2137(19) yes
O24 . N26 . 1.220(2) yes
C25 . C26 . 1.509(2) yes
C25 . H162 . 0.999 no
C25 . H161 . 1.004 no
C26 . C27 . 1.385(2) yes
C26 . C31 . 1.383(2) yes
C27 . C28 . 1.381(3) yes
C27 . H181 . 0.982 no
C28 . C29 . 1.381(3) yes
C28 . H191 . 0.949 no
C29 . C30 . 1.375(3) yes
C29 . H201 . 0.965 no
C30 . C31 . 1.381(3) yes
C30 . H211 . 0.970 no
C31 . H221 . 0.964 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 116.71(12) yes
N1 . C2 . N3 . 128.54(13) yes
N1 . C2 . H91 . 115.5 no
N3 . C2 . H91 . 115.9 no
C2 . N3 . C4 . 112.52(12) yes
N3 . C4 . C5 . 125.58(13) yes
N3 . C4 . N9 . 125.81(13) yes
C5 . C4 . N9 . 108.61(11) yes
C4 . C5 . C6 . 114.67(12) yes
C4 . C5 . C7 . 107.60(12) yes
C6 . C5 . C7 . 137.72(13) yes
C5 . C6 . N1 . 121.98(13) yes
C5 . C6 . O10 . 117.38(12) yes
N1 . C6 . O10 . 120.63(13) yes
C5 . C7 . C8 . 105.84(12) yes
C5 . C7 . H131 . 127.7 no
C8 . C7 . H131 . 126.5 no
C7 . C8 . N9 . 110.86(11) yes
C7 . C8 . N12 . 129.19(12) yes
N9 . C8 . N12 . 119.80(12) yes
C8 . N9 . C4 . 107.08(11) yes
C8 . N9 . C25 . 127.32(11) yes
C4 . N9 . C25 . 125.27(11) yes
C6 . O10 . C11 . 116.73(12) yes
O10 . C11 . H152 . 105.9 no
O10 . C11 . H153 . 108.4 no
H152 . C11 . H153 . 111.4 no
O10 . C11 . H151 . 109.9 no
H152 . C11 . H151 . 111.6 no
H153 . C11 . H151 . 109.5 no
C8 . N12 . S13 . 118.61(9) yes
C8 . N12 . C20 . 117.22(12) yes
S13 . N12 . C20 . 121.22(10) yes
N12 . S13 . C14 . 108.81(6) yes
N12 . S13 . O21 . 107.28(6) yes
C14 . S13 . O21 . 107.35(6) yes
N12 . S13 . O22 . 106.67(6) yes
C14 . S13 . O22 . 105.77(7) yes
O21 . S13 . O22 . 120.57(7) yes
S13 . C14 . C15 . 124.29(12) yes
S13 . C14 . C19 . 117.70(11) yes
C15 . C14 . C19 . 117.91(14) yes
C14 . C15 . C16 . 121.83(15) yes
C14 . C15 . N26 . 122.27(13) yes
C16 . C15 . N26 . 115.90(13) yes
C15 . C16 . C17 . 119.15(15) yes
C15 . C16 . H291 . 119.0 no
C17 . C16 . H291 . 121.9 no
C16 . C17 . C18 . 120.16(16) yes
C16 . C17 . H301 . 119.5 no
C18 . C17 . H301 . 120.3 no
C17 . C18 . C19 . 120.28(16) yes
C17 . C18 . H311 . 120.2 no
C19 . C18 . H311 . 119.5 no
C14 . C19 . C18 . 120.59(15) yes
C14 . C19 . H321 . 118.7 no
C18 . C19 . H321 . 120.7 no
N12 . C20 . H232 . 108.3 no
N12 . C20 . H231 . 110.5 no
H232 . C20 . H231 . 109.4 no
N12 . C20 . H233 . 109.6 no
H232 . C20 . H233 . 110.4 no
H231 . C20 . H233 . 108.7 no
N9 . C25 . C26 . 113.50(11) yes
N9 . C25 . H162 . 106.4 no
C26 . C25 . H162 . 108.4 no
N9 . C25 . H161 . 108.0 no
C26 . C25 . H161 . 110.1 no
H162 . C25 . H161 . 110.3 no
C25 . C26 . C27 . 120.23(14) yes
C25 . C26 . C31 . 121.17(13) yes
C27 . C26 . C31 . 118.60(14) yes
C26 . C27 . C28 . 120.71(16) yes
C26 . C27 . H181 . 118.5 no
C28 . C27 . H181 . 120.7 no
C27 . C28 . C29 . 120.17(17) yes
C27 . C28 . H191 . 120.8 no
C29 . C28 . H191 . 119.0 no
C28 . C29 . C30 . 119.46(17) yes
C28 . C29 . H201 . 119.5 no
C30 . C29 . H201 . 121.0 no
C29 . C30 . C31 . 120.40(17) yes
C29 . C30 . H211 . 119.9 no
C31 . C30 . H211 . 119.7 no
C26 . C31 . C30 . 120.66(15) yes
C26 . C31 . H221 . 119.4 no
C30 . C31 . H221 . 120.0 no
C15 . N26 . O24 . 117.07(14) yes
C15 . N26 . O23 . 117.62(16) yes
O24 . N26 . O23 . 125.21(16) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C11 . H152 . N3 1_455 169.25(6) 0.965 2.462 3.415(2) yes
C30 . H211 . O21 1_565 134.02(5) 0.970 2.554 3.302(2) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 02/07/14 at 14:37:30
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
RIDE C   (   2,X'S) H   (  91,X'S) 
RIDE C   (   7,X'S) H   ( 131,X'S) 
RIDE C   (  11,X'S) H   ( 152,X'S) H   ( 153,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 291,X'S) 
RIDE C   (  17,X'S) H   ( 301,X'S) 
RIDE C   (  18,X'S) H   ( 311,X'S) 
RIDE C   (  19,X'S) H   ( 321,X'S) 
RIDE C   (  20,X'S) H   ( 232,X'S) H   ( 231,X'S) H   ( 233,X'S) 
RIDE C   (  25,X'S) H   ( 162,X'S) H   ( 161,X'S) 
RIDE C   (  27,X'S) H   ( 181,X'S) 
RIDE C   (  28,X'S) H   ( 191,X'S) 
RIDE C   (  29,X'S) H   ( 201,X'S) 
RIDE C   (  30,X'S) H   ( 211,X'S) 
RIDE C   (  31,X'S) H   ( 221,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 02/07/14 at 14:37:30
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

_database_code_depnum_ccdc_archive 'CCDC 1014818'
#######################################################################
#
#                 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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1
_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   20.7725(4)
_cell_length_b                   10.3703(3)
_cell_length_c                   22.3779(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.039(2)
_cell_angle_gamma                90
_cell_volume                     4676.61(18)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_int_tables_number      15

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8
_chemical_name_systematic        
N-(7-benzyl-4-phenyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-N,4-dimethylbenzenesulfonamide
_chemical_formula_moiety         'C27 H24 N4 O2 S1'

# Given Formula = C27 H24 N4 O2 S1 
# Dc =      1.33 Fooo =   1968.00 Mu =     14.90 M =    468.58
# Found Formula = C27 H24 N4 O2 S1 
# Dc =      1.33 FOOO =   1968.00 Mu =     14.90 M =    468.58

_chemical_formula_sum            'C27 H24 N4 O2 S1'
_chemical_compound_source        ?
_chemical_formula_weight         468.58


_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_temperature    200

_exptl_crystal_description       thick
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      200
_exptl_crystal_size_min          0.09
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_max          0.37

_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1968
_exptl_absorpt_coefficient_mu    1.490

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  1.00
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24824
_reflns_number_total             4828
_diffrn_reflns_av_R_equivalents  0.055
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4828 
# Theoretical number of reflections is about 9755 


_diffrn_reflns_theta_min         4.073
_diffrn_reflns_theta_max         76.010
_diffrn_measured_fraction_theta_max 0.988

_diffrn_reflns_theta_full        73.729
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_reflns_limit_h_min              -26
_reflns_limit_h_max              25
_reflns_limit_k_min              0
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              27

_oxford_diffrn_Wilson_B_factor   3.28
_oxford_diffrn_Wilson_scale      0.33

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.30
_refine_diff_density_max         0.20


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         3729
_refine_ls_number_restraints     0
_refine_ls_number_parameters     307
_oxford_refine_ls_R_factor_ref   0.0431
_refine_ls_wR_factor_ref         0.0449
_refine_ls_goodness_of_fit_ref   1.1094
_refine_ls_shift/su_max          0.0005547
_refine_ls_shift/su_mean         0.0000321


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4807
_refine_ls_R_factor_all          0.0606
_refine_ls_wR_factor_all         0.0555

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3729
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_gt          0.0449


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 6.40 -0.617 4.72 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.29499(8) 0.26126(15) 0.42476(7) 0.0414 1.0000 Uani . . . . . .
C2 C 0.36024(9) 0.28032(18) 0.44839(9) 0.0440 1.0000 Uani . . . . . .
N3 N 0.39323(7) 0.39110(15) 0.45630(7) 0.0409 1.0000 Uani . . . . . .
C4 C 0.35414(8) 0.49213(17) 0.43707(8) 0.0349 1.0000 Uani . . . . . .
C5 C 0.28492(8) 0.48812(17) 0.41081(8) 0.0342 1.0000 Uani . . . . . .
C6 C 0.25684(8) 0.36491(17) 0.40540(8) 0.0360 1.0000 Uani . . . . . .
C7 C 0.26342(8) 0.61857(17) 0.39930(8) 0.0361 1.0000 Uani . . . . . .
C8 C 0.31832(8) 0.69347(17) 0.41784(8) 0.0355 1.0000 Uani . . . . . .
N9 N 0.37438(7) 0.61781(14) 0.44058(7) 0.0357 1.0000 Uani . . . . . .
C10 C 0.18517(8) 0.33997(18) 0.37922(8) 0.0368 1.0000 Uani . . . . . .
C11 C 0.14991(9) 0.40718(18) 0.32830(8) 0.0410 1.0000 Uani . . . . . .
C12 C 0.08341(9) 0.3812(2) 0.30374(9) 0.0467 1.0000 Uani . . . . . .
C13 C 0.05120(10) 0.2897(2) 0.33094(10) 0.0510 1.0000 Uani . . . . . .
C14 C 0.08621(10) 0.2217(2) 0.38164(11) 0.0527 1.0000 Uani . . . . . .
C15 C 0.15310(9) 0.24502(19) 0.40502(9) 0.0458 1.0000 Uani . . . . . .
N16 N 0.32688(7) 0.82870(14) 0.41830(7) 0.0368 1.0000 Uani . . . . . .
S17 S 0.33966(2) 0.89407(4) 0.35485(2) 0.0390 1.0000 Uani . . . . . .
C18 C 0.26075(9) 0.91676(17) 0.30498(8) 0.0371 1.0000 Uani . . . . . .
C19 C 0.22683(9) 1.03097(17) 0.30816(9) 0.0405 1.0000 Uani . . . . . .
C20 C 0.16451(9) 1.04761(18) 0.26942(9) 0.0432 1.0000 Uani . . . . . .
C21 C 0.13497(9) 0.95248(19) 0.22776(8) 0.0426 1.0000 Uani . . . . . .
C22 C 0.16956(10) 0.8384(2) 0.22589(9) 0.0466 1.0000 Uani . . . . . .
C23 C 0.23248(10) 0.81969(18) 0.26437(9) 0.0436 1.0000 Uani . . . . . .
C24 C 0.29240(11) 0.9052(2) 0.45627(10) 0.0510 1.0000 Uani . . . . . .
O25 O 0.36822(7) 1.01766(13) 0.37169(7) 0.0524 1.0000 Uani . . . . . .
O26 O 0.37520(7) 0.79908(14) 0.32935(7) 0.0493 1.0000 Uani . . . . . .
C27 C 0.06702(10) 0.9735(2) 0.18702(10) 0.0572 1.0000 Uani . . . . . .
C28 C 0.43945(8) 0.66555(18) 0.47339(9) 0.0400 1.0000 Uani . . . . . .
C29 C 0.43933(8) 0.71212(17) 0.53727(9) 0.0392 1.0000 Uani . . . . . .
C30 C 0.47418(11) 0.8213(2) 0.56159(12) 0.0590 1.0000 Uani . . . . . .
C31 C 0.47491(13) 0.8621(3) 0.62083(14) 0.0777 1.0000 Uani . . . . . .
C32 C 0.43995(12) 0.7959(3) 0.65567(12) 0.0664 1.0000 Uani . . . . . .
C33 C 0.40494(11) 0.6874(2) 0.63228(10) 0.0558 1.0000 Uani . . . . . .
C34 C 0.40488(10) 0.6457(2) 0.57340(9) 0.0471 1.0000 Uani . . . . . .
H281 H 0.4516 0.7368 0.4477 0.0482 1.0000 Uiso R . . . . .
H282 H 0.4709 0.5919 0.4776 0.0486 1.0000 Uiso R . . . . .
H341 H 0.3809 0.5682 0.5568 0.0571 1.0000 Uiso R . . . . .
H331 H 0.3794 0.6401 0.6567 0.0691 1.0000 Uiso R . . . . .
H321 H 0.4408 0.8252 0.6971 0.0808 1.0000 Uiso R . . . . .
H311 H 0.4998 0.9374 0.6370 0.0945 1.0000 Uiso R . . . . .
H301 H 0.4976 0.8688 0.5366 0.0721 1.0000 Uiso R . . . . .
H21 H 0.3869 0.2025 0.4615 0.0537 1.0000 Uiso R . . . . .
H71 H 0.2189 0.6495 0.3819 0.0444 1.0000 Uiso R . . . . .
H111 H 0.1725 0.4723 0.3091 0.0495 1.0000 Uiso R . . . . .
H121 H 0.0587 0.4282 0.2676 0.0577 1.0000 Uiso R . . . . .
H131 H 0.0040 0.2763 0.3148 0.0631 1.0000 Uiso R . . . . .
H141 H 0.0637 0.1571 0.4011 0.0646 1.0000 Uiso R . . . . .
H151 H 0.1789 0.1948 0.4400 0.0565 1.0000 Uiso R . . . . .
H242 H 0.3085 0.8787 0.4992 0.0784 1.0000 Uiso R . . . . .
H241 H 0.3010 0.9955 0.4504 0.0785 1.0000 Uiso R . . . . .
H243 H 0.2449 0.8894 0.4414 0.0788 1.0000 Uiso R . . . . .
H231 H 0.2569 0.7396 0.2630 0.0541 1.0000 Uiso R . . . . .
H221 H 0.1491 0.7708 0.1978 0.0566 1.0000 Uiso R . . . . .
H201 H 0.1408 1.1280 0.2710 0.0536 1.0000 Uiso R . . . . .
H191 H 0.2474 1.0971 0.3366 0.0506 1.0000 Uiso R . . . . .
H271 H 0.0656 1.0535 0.1634 0.0872 1.0000 Uiso R . . . . .
H273 H 0.0557 0.8989 0.1589 0.0870 1.0000 Uiso R . . . . .
H272 H 0.0344 0.9802 0.2122 0.0863 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.724(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.345(2) yes
N1 . C6 . 1.343(2) yes
C2 . N3 . 1.327(2) yes
C2 . H21 . 0.983 no
N3 . C4 . 1.331(2) yes
C4 . C5 . 1.416(2) yes
C4 . N9 . 1.366(2) yes
C5 . C6 . 1.398(2) yes
C5 . C7 . 1.428(2) yes
C6 . C10 . 1.484(2) yes
C7 . C8 . 1.359(2) yes
C7 . H71 . 0.967 no
C8 . N9 . 1.394(2) yes
C8 . N16 . 1.413(2) yes
N9 . C28 . 1.459(2) yes
C10 . C11 . 1.384(3) yes
C10 . C15 . 1.390(3) yes
C11 . C12 . 1.384(3) yes
C11 . H111 . 0.978 no
C12 . C13 . 1.384(3) yes
C12 . H121 . 0.977 no
C13 . C14 . 1.384(3) yes
C13 . H131 . 0.970 no
C14 . C15 . 1.382(3) yes
C14 . H141 . 0.977 no
C15 . H151 . 0.984 no
N16 . S17 . 1.6519(15) yes
N16 . C24 . 1.469(2) yes
S17 . C18 . 1.7608(18) yes
S17 . O25 . 1.4241(14) yes
S17 . O26 . 1.4301(14) yes
C18 . C19 . 1.389(2) yes
C18 . C23 . 1.388(3) yes
C19 . C20 . 1.383(3) yes
C19 . H191 . 0.963 no
C20 . C21 . 1.393(3) yes
C20 . H201 . 0.973 no
C21 . C22 . 1.390(3) yes
C21 . C27 . 1.499(3) yes
C22 . C23 . 1.393(3) yes
C22 . H221 . 0.969 no
C23 . H231 . 0.977 no
C24 . H242 . 0.977 no
C24 . H241 . 0.968 no
C24 . H243 . 0.975 no
C27 . H271 . 0.980 no
C27 . H273 . 0.989 no
C27 . H272 . 0.983 no
C28 . C29 . 1.509(3) yes
C28 . H281 . 1.005 no
C28 . H282 . 0.995 no
C29 . C30 . 1.382(3) yes
C29 . C34 . 1.386(3) yes
C30 . C31 . 1.388(4) yes
C30 . H301 . 0.962 no
C31 . C32 . 1.372(4) yes
C31 . H311 . 0.958 no
C32 . C33 . 1.373(3) yes
C32 . H321 . 0.972 no
C33 . C34 . 1.386(3) yes
C33 . H331 . 0.980 no
C34 . H341 . 0.971 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 117.95(16) yes
N1 . C2 . N3 . 128.19(17) yes
N1 . C2 . H21 . 116.0 no
N3 . C2 . H21 . 115.8 no
C2 . N3 . C4 . 112.54(15) yes
N3 . C4 . C5 . 126.11(16) yes
N3 . C4 . N9 . 125.26(15) yes
C5 . C4 . N9 . 108.62(15) yes
C4 . C5 . C6 . 115.04(15) yes
C4 . C5 . C7 . 106.78(15) yes
C6 . C5 . C7 . 138.12(15) yes
C5 . C6 . N1 . 120.16(15) yes
C5 . C6 . C10 . 123.44(16) yes
N1 . C6 . C10 . 116.40(16) yes
C5 . C7 . C8 . 106.48(15) yes
C5 . C7 . H71 . 127.9 no
C8 . C7 . H71 . 125.7 no
C7 . C8 . N9 . 110.77(15) yes
C7 . C8 . N16 . 131.61(16) yes
N9 . C8 . N16 . 117.61(15) yes
C8 . N9 . C4 . 107.34(14) yes
C8 . N9 . C28 . 125.62(15) yes
C4 . N9 . C28 . 125.96(14) yes
C6 . C10 . C11 . 121.13(16) yes
C6 . C10 . C15 . 119.68(16) yes
C11 . C10 . C15 . 119.16(16) yes
C10 . C11 . C12 . 120.46(18) yes
C10 . C11 . H111 . 119.6 no
C12 . C11 . H111 . 119.9 no
C11 . C12 . C13 . 120.09(19) yes
C11 . C12 . H121 . 120.3 no
C13 . C12 . H121 . 119.6 no
C12 . C13 . C14 . 119.76(18) yes
C12 . C13 . H131 . 119.2 no
C14 . C13 . H131 . 121.0 no
C13 . C14 . C15 . 120.09(19) yes
C13 . C14 . H141 . 120.1 no
C15 . C14 . H141 . 119.8 no
C10 . C15 . C14 . 120.38(19) yes
C10 . C15 . H151 . 118.8 no
C14 . C15 . H151 . 120.8 no
C8 . N16 . S17 . 116.56(12) yes
C8 . N16 . C24 . 117.50(15) yes
S17 . N16 . C24 . 118.55(13) yes
N16 . S17 . C18 . 106.29(8) yes
N16 . S17 . O25 . 106.58(8) yes
C18 . S17 . O25 . 108.14(9) yes
N16 . S17 . O26 . 105.45(8) yes
C18 . S17 . O26 . 109.29(9) yes
O25 . S17 . O26 . 120.22(9) yes
S17 . C18 . C19 . 119.17(14) yes
S17 . C18 . C23 . 119.95(14) yes
C19 . C18 . C23 . 120.86(17) yes
C18 . C19 . C20 . 118.92(17) yes
C18 . C19 . H191 . 119.5 no
C20 . C19 . H191 . 121.6 no
C19 . C20 . C21 . 121.63(18) yes
C19 . C20 . H201 . 119.3 no
C21 . C20 . H201 . 119.1 no
C20 . C21 . C22 . 118.41(17) yes
C20 . C21 . C27 . 120.05(18) yes
C22 . C21 . C27 . 121.54(19) yes
C21 . C22 . C23 . 120.96(18) yes
C21 . C22 . H221 . 119.1 no
C23 . C22 . H221 . 119.9 no
C22 . C23 . C18 . 119.22(17) yes
C22 . C23 . H231 . 121.0 no
C18 . C23 . H231 . 119.8 no
N16 . C24 . H242 . 108.6 no
N16 . C24 . H241 . 108.2 no
H242 . C24 . H241 . 112.1 no
N16 . C24 . H243 . 107.8 no
H242 . C24 . H243 . 111.4 no
H241 . C24 . H243 . 108.6 no
C21 . C27 . H271 . 110.6 no
C21 . C27 . H273 . 108.5 no
H271 . C27 . H273 . 110.3 no
C21 . C27 . H272 . 109.9 no
H271 . C27 . H272 . 108.4 no
H273 . C27 . H272 . 109.2 no
N9 . C28 . C29 . 111.77(14) yes
N9 . C28 . H281 . 107.0 no
C29 . C28 . H281 . 111.4 no
N9 . C28 . H282 . 107.1 no
C29 . C28 . H282 . 108.0 no
H281 . C28 . H282 . 111.6 no
C28 . C29 . C30 . 120.92(18) yes
C28 . C29 . C34 . 120.88(16) yes
C30 . C29 . C34 . 118.19(19) yes
C29 . C30 . C31 . 120.6(2) yes
C29 . C30 . H301 . 118.8 no
C31 . C30 . H301 . 120.6 no
C30 . C31 . C32 . 120.4(2) yes
C30 . C31 . H311 . 119.2 no
C32 . C31 . H311 . 120.4 no
C31 . C32 . C33 . 119.9(2) yes
C31 . C32 . H321 . 119.7 no
C33 . C32 . H321 . 120.4 no
C32 . C33 . C34 . 119.7(2) yes
C32 . C33 . H331 . 120.3 no
C34 . C33 . H331 . 119.9 no
C33 . C34 . C29 . 121.22(19) yes
C33 . C34 . H341 . 120.2 no
C29 . C34 . H341 . 118.6 no


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 17/07/14 at 21:16:40
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 242,X'S) H   ( 241,X'S) H   ( 243,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) H   ( 273,X'S) H   ( 272,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) H   ( 282,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
END                                                                             
;


_iucr_refine_instructions_details_restraints 
;
#
# Punched on 17/07/14 at 21:16:40
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

_database_code_depnum_ccdc_archive 'CCDC 1014819'
#######################################################################
#
#                 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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   12.8359(2)
_cell_length_b                   14.6425(2)
_cell_length_c                   16.3039(3)
_cell_angle_alpha                81.5862(13)
_cell_angle_beta                 70.0238(15)
_cell_angle_gamma                67.3666(15)
_cell_volume                     2657.75(8)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4
_chemical_name_systematic        
N-(7-benzyl-4-phenyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-N-methyl-2-nitrobenzenesulfonamide
_chemical_formula_moiety         'C26 H21 N5 O4 S1'

# Given Formula = C26 H21 N5 O4 S1 
# Dc =      1.25 Fooo =   1040.00 Mu =     14.15 M =    999.10
# Found Formula = C26 H21 N5 O4 S1 
# Dc =      1.25 FOOO =   1040.00 Mu =     14.15 M =    999.10

_chemical_formula_sum            'C26 H21 N5 O4 S1'
_chemical_compound_source        ?
_chemical_formula_weight         499.55


_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_temperature    180

_exptl_crystal_description       block
_exptl_crystal_colour            orange

_diffrn_ambient_temperature      180
_exptl_crystal_size_min          0.45
_exptl_crystal_size_mid          0.68
_exptl_crystal_size_max          0.72

_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    1.415

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   none
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10790
_reflns_number_total             10790
_diffrn_reflns_av_R_equivalents  0.050
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 10790 
# Theoretical number of reflections is about 22303 


_diffrn_reflns_theta_min         4.219
_diffrn_reflns_theta_max         76.370
_diffrn_measured_fraction_theta_max 0.967

_diffrn_reflns_theta_full        67.969
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       20
_reflns_limit_h_min              -14
_reflns_limit_h_max              16
_reflns_limit_k_min              -18
_reflns_limit_k_max              18
_reflns_limit_l_min              0
_reflns_limit_l_max              20

_oxford_diffrn_Wilson_B_factor   2.87
_oxford_diffrn_Wilson_scale      0.04

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.35
_refine_diff_density_max         0.34


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         9618
_refine_ls_number_restraints     0
_refine_ls_number_parameters     650
_oxford_refine_ls_R_factor_ref   0.0425
_refine_ls_wR_factor_ref         0.0395
_refine_ls_goodness_of_fit_ref   0.9677
_refine_ls_shift/su_max          0.0006447
_refine_ls_shift/su_mean         0.0000338


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        10751
_refine_ls_R_factor_all          0.0463
_refine_ls_wR_factor_all         0.0404

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                9994
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_gt          0.0398


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 6.27 -3.05 3.10 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O25 O 1.01011(10) 0.29842(8) 0.33083(7) 0.0370 1.0000 Uani . . . . . .
O26 O 0.87124(10) 0.36692(8) 0.47472(7) 0.0363 1.0000 Uani . . . . . .
O61 O 0.58624(13) 0.20219(9) 0.17353(7) 0.0480 1.0000 Uani . . . . . .
O62 O 0.67936(11) 0.13428(8) 0.02488(7) 0.0424 1.0000 Uani . . . . . .
N1 N 0.68328(12) 0.09577(10) 0.80793(8) 0.0346 1.0000 Uani . . . . . .
C2 C 0.77941(14) 0.10079(12) 0.81931(9) 0.0360 1.0000 Uani . . . . . .
N3 N 0.86618(11) 0.12642(10) 0.76130(8) 0.0322 1.0000 Uani . . . . . .
C4 C 0.85349(12) 0.14368(10) 0.68199(9) 0.0270 1.0000 Uani . . . . . .
C5 C 0.76068(12) 0.13597(10) 0.65885(9) 0.0270 1.0000 Uani . . . . . .
C6 C 0.67104(13) 0.11498(10) 0.72775(9) 0.0289 1.0000 Uani . . . . . .
C7 C 0.78776(12) 0.15276(10) 0.56634(9) 0.0277 1.0000 Uani . . . . . .
C8 C 0.89021(12) 0.17226(10) 0.53937(9) 0.0268 1.0000 Uani . . . . . .
N9 N 0.93015(10) 0.16848(9) 0.60956(7) 0.0281 1.0000 Uani . . . . . .
C10 C 0.56251(13) 0.11380(11) 0.71659(10) 0.0321 1.0000 Uani . . . . . .
C11 C 0.51194(14) 0.17679(12) 0.65662(10) 0.0346 1.0000 Uani . . . . . .
C12 C 0.40896(15) 0.17576(14) 0.64765(12) 0.0434 1.0000 Uani . . . . . .
C13 C 0.35722(17) 0.11070(15) 0.69735(15) 0.0533 1.0000 Uani . . . . . .
C14 C 0.40632(18) 0.04792(15) 0.75686(16) 0.0579 1.0000 Uani . . . . . .
C15 C 0.50769(15) 0.04996(13) 0.76784(13) 0.0452 1.0000 Uani . . . . . .
N16 N 0.96006(11) 0.18765(9) 0.45423(7) 0.0292 1.0000 Uani . . . . . .
S17 S 0.91591(3) 0.29617(3) 0.40831(2) 0.0288 1.0000 Uani . . . . . .
C18 C 0.79180(14) 0.30703(12) 0.37679(10) 0.0345 1.0000 Uani . . . . . .
C19 C 0.80036(16) 0.28822(13) 0.29301(11) 0.0407 1.0000 Uani . . . . . .
C20 C 0.70115(19) 0.30186(16) 0.27021(14) 0.0544 1.0000 Uani . . . . . .
C21 C 0.59123(19) 0.33277(17) 0.33258(15) 0.0595 1.0000 Uani . . . . . .
C22 C 0.57984(17) 0.35207(15) 0.41583(14) 0.0528 1.0000 Uani . . . . . .
C23 C 0.67976(15) 0.34054(13) 0.43835(12) 0.0407 1.0000 Uani . . . . . .
C24 C 1.04143(16) 0.09890(12) 0.40226(10) 0.0404 1.0000 Uani . . . . . .
N27 N 0.91552(15) 0.24977(13) 0.22407(9) 0.0497 1.0000 Uani . . . . . .
O28 O 0.94037(17) 0.30577(15) 0.1641(1) 0.0795 1.0000 Uani . . . . . .
O29 O 0.97732(15) 0.16319(12) 0.23074(10) 0.0636 1.0000 Uani . . . . . .
C30 C 1.03196(13) 0.19202(12) 0.60783(10) 0.0332 1.0000 Uani . . . . . .
C31 C 1.14708(13) 0.10436(12) 0.58560(10) 0.0331 1.0000 Uani . . . . . .
C32 C 1.24058(16) 0.10475(15) 0.51082(11) 0.0448 1.0000 Uani . . . . . .
C33 C 1.34734(17) 0.02475(18) 0.49218(13) 0.0560 1.0000 Uani . . . . . .
C34 C 1.36139(17) -0.05528(16) 0.54778(15) 0.0560 1.0000 Uani . . . . . .
C35 C 1.26950(17) -0.05751(14) 0.62183(15) 0.0525 1.0000 Uani . . . . . .
C36 C 1.16191(15) 0.02158(13) 0.64060(11) 0.0396 1.0000 Uani . . . . . .
N37 N 0.55958(13) 0.39673(10) -0.31865(8) 0.0368 1.0000 Uani . . . . . .
C38 C 0.66944(16) 0.38955(12) -0.32473(10) 0.0375 1.0000 Uani . . . . . .
N39 N 0.72047(12) 0.36743(10) -0.26218(8) 0.0345 1.0000 Uani . . . . . .
C40 C 0.64667(13) 0.35515(10) -0.18439(9) 0.0291 1.0000 Uani . . . . . .
C41 C 0.52744(13) 0.36419(10) -0.16684(9) 0.0297 1.0000 Uani . . . . . .
C42 C 0.48705(14) 0.38280(10) -0.23978(10) 0.0322 1.0000 Uani . . . . . .
C43 C 0.48164(14) 0.34992(11) -0.07482(9) 0.0320 1.0000 Uani . . . . . .
C44 C 0.57304(14) 0.33027(11) -0.04256(9) 0.0306 1.0000 Uani . . . . . .
N45 N 0.67473(11) 0.33286(9) -0.10854(8) 0.0305 1.0000 Uani . . . . . .
C46 C 0.36947(15) 0.38486(12) -0.23576(11) 0.0392 1.0000 Uani . . . . . .
C47 C 0.31221(17) 0.32993(16) -0.17253(12) 0.0501 1.0000 Uani . . . . . .
C48 C 0.2031(2) 0.3304(2) -0.17085(17) 0.0702 1.0000 Uani . . . . . .
C49 C 0.1515(2) 0.3844(2) -0.2330(2) 0.0862 1.0000 Uani . . . . . .
C50 C 0.2080(3) 0.43786(18) -0.2962(3) 0.0894 1.0000 Uani . . . . . .
C51 C 0.3168(2) 0.43809(15) -0.29791(17) 0.0615 1.0000 Uani . . . . . .
N52 N 0.57366(12) 0.31357(9) 0.04504(8) 0.0341 1.0000 Uani . . . . . .
S53 S 0.58362(4) 0.20301(3) 0.08690(2) 0.0357 1.0000 Uani . . . . . .
C54 C 0.45407(15) 0.18250(11) 0.09088(10) 0.0378 1.0000 Uani . . . . . .
C55 C 0.35111(17) 0.20186(12) 0.16286(11) 0.0451 1.0000 Uani . . . . . .
C56 C 0.25488(18) 0.18137(15) 0.16221(14) 0.0565 1.0000 Uani . . . . . .
C57 C 0.25910(19) 0.14246(16) 0.08896(15) 0.0589 1.0000 Uani . . . . . .
C58 C 0.35978(19) 0.12225(15) 0.01699(13) 0.0523 1.0000 Uani . . . . . .
C59 C 0.45704(16) 0.14117(12) 0.01809(11) 0.0415 1.0000 Uani . . . . . .
C60 C 0.51871(19) 0.40180(13) 0.09998(11) 0.0460 1.0000 Uani . . . . . .
N63 N 0.33937(17) 0.24427(13) 0.24282(10) 0.0580 1.0000 Uani . . . . . .
O64 O 0.3209(2) 0.19560(14) 0.30979(9) 0.1002 1.0000 Uani . . . . . .
O65 O 0.34397(16) 0.32690(11) 0.23875(9) 0.0660 1.0000 Uani . . . . . .
C61 C 0.79322(14) 0.30872(12) -0.10088(10) 0.0355 1.0000 Uani . . . . . .
C62 C 0.81465(14) 0.39660(12) -0.08173(10) 0.0345 1.0000 Uani . . . . . .
C45 C 0.82909(17) 0.40271(14) -0.00246(12) 0.0450 1.0000 Uani . . . . . .
C63 C 0.85349(18) 0.48131(16) 0.01433(14) 0.0544 1.0000 Uani . . . . . .
C64 C 0.86482(18) 0.55332(15) -0.04775(15) 0.0550 1.0000 Uani . . . . . .
C65 C 0.85112(19) 0.54870(15) -0.12711(15) 0.0557 1.0000 Uani . . . . . .
C66 C 0.82597(17) 0.47061(14) -0.14431(12) 0.0453 1.0000 Uani . . . . . .
H21 H 0.7833 0.0866 0.8761 0.0418 1.0000 Uiso R . . . . .
H71 H 0.7448 0.1495 0.5314 0.0332 1.0000 Uiso R . . . . .
H111 H 0.5478 0.2207 0.6230 0.0410 1.0000 Uiso R . . . . .
H121 H 0.3749 0.2189 0.6078 0.0519 1.0000 Uiso R . . . . .
H131 H 0.2888 0.1095 0.6901 0.0639 1.0000 Uiso R . . . . .
H141 H 0.3723 0.0028 0.7904 0.0691 1.0000 Uiso R . . . . .
H151 H 0.5391 0.0084 0.8092 0.0540 1.0000 Uiso R . . . . .
H302 H 1.0168 0.2143 0.6655 0.0399 1.0000 Uiso R . . . . .
H301 H 1.0390 0.2443 0.5644 0.0402 1.0000 Uiso R . . . . .
H321 H 1.2302 0.1601 0.4721 0.0541 1.0000 Uiso R . . . . .
H331 H 1.4093 0.0252 0.4407 0.0671 1.0000 Uiso R . . . . .
H341 H 1.4329 -0.1085 0.5358 0.0680 1.0000 Uiso R . . . . .
H351 H 1.2790 -0.1114 0.6607 0.0622 1.0000 Uiso R . . . . .
H361 H 1.0980 0.0190 0.6898 0.0480 1.0000 Uiso R . . . . .
H241 H 1.0880 0.0522 0.4358 0.0613 1.0000 Uiso R . . . . .
H243 H 1.0921 0.1177 0.3489 0.0612 1.0000 Uiso R . . . . .
H242 H 0.9939 0.0703 0.3871 0.0611 1.0000 Uiso R . . . . .
H201 H 0.7080 0.2911 0.2130 0.0651 1.0000 Uiso R . . . . .
H211 H 0.5234 0.3413 0.3176 0.0701 1.0000 Uiso R . . . . .
H221 H 0.5049 0.3727 0.4583 0.0619 1.0000 Uiso R . . . . .
H231 H 0.6720 0.3553 0.4949 0.0481 1.0000 Uiso R . . . . .
H612 H 0.8508 0.2804 -0.1562 0.0419 1.0000 Uiso R . . . . .
H611 H 0.8006 0.2609 -0.0539 0.0419 1.0000 Uiso R . . . . .
H451 H 0.8203 0.3537 0.0401 0.0543 1.0000 Uiso R . . . . .
H631 H 0.8609 0.4851 0.0687 0.0653 1.0000 Uiso R . . . . .
H641 H 0.8816 0.6066 -0.0365 0.0662 1.0000 Uiso R . . . . .
H651 H 0.8586 0.5979 -0.1700 0.0663 1.0000 Uiso R . . . . .
H661 H 0.8152 0.4675 -0.1981 0.0539 1.0000 Uiso R . . . . .
H381 H 0.7161 0.4023 -0.3809 0.0448 1.0000 Uiso R . . . . .
H431 H 0.4048 0.3541 -0.0428 0.0382 1.0000 Uiso R . . . . .
H471 H 0.3466 0.2929 -0.1310 0.0600 1.0000 Uiso R . . . . .
H481 H 0.1648 0.2950 -0.1275 0.0822 1.0000 Uiso R . . . . .
H491 H 0.0786 0.3844 -0.2309 0.1009 1.0000 Uiso R . . . . .
H501 H 0.1729 0.4739 -0.3377 0.1050 1.0000 Uiso R . . . . .
H511 H 0.3574 0.4723 -0.3426 0.0751 1.0000 Uiso R . . . . .
H603 H 0.5606 0.4470 0.0729 0.0690 1.0000 Uiso R . . . . .
H602 H 0.5276 0.3821 0.1581 0.0690 1.0000 Uiso R . . . . .
H601 H 0.4359 0.4333 0.1038 0.0691 1.0000 Uiso R . . . . .
H591 H 0.5260 0.1260 -0.0299 0.0489 1.0000 Uiso R . . . . .
H581 H 0.3629 0.0956 -0.0327 0.0622 1.0000 Uiso R . . . . .
H571 H 0.1920 0.1304 0.0890 0.0710 1.0000 Uiso R . . . . .
H561 H 0.1882 0.1928 0.2115 0.0672 1.0000 Uiso R . . . . .

_refine_ls_extinction_coef       68(3)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          4.915(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O25 . S17 . 1.4260(11) yes
O26 . S17 . 1.4217(11) yes
O61 . S53 . 1.4226(12) yes
O62 . S53 . 1.4291(12) yes
N1 . C2 . 1.339(2) yes
N1 . C6 . 1.3458(19) yes
C2 . N3 . 1.332(2) yes
C2 . H21 . 0.932 no
N3 . C4 . 1.3338(18) yes
C4 . C5 . 1.413(2) yes
C4 . N9 . 1.3601(18) yes
C5 . C6 . 1.4029(19) yes
C5 . C7 . 1.4336(19) yes
C6 . C10 . 1.472(2) yes
C7 . C8 . 1.364(2) yes
C7 . H71 . 0.935 no
C8 . N9 . 1.3913(18) yes
C8 . N16 . 1.4125(17) yes
N9 . C30 . 1.4650(18) yes
C10 . C11 . 1.392(2) yes
C10 . C15 . 1.394(2) yes
C11 . C12 . 1.385(2) yes
C11 . H111 . 0.937 no
C12 . C13 . 1.378(3) yes
C12 . H121 . 0.934 no
C13 . C14 . 1.376(3) yes
C13 . H131 . 0.932 no
C14 . C15 . 1.384(3) yes
C14 . H141 . 0.939 no
C15 . H151 . 0.930 no
N16 . S17 . 1.6296(12) yes
N16 . C24 . 1.473(2) yes
S17 . C18 . 1.7797(16) yes
C18 . C19 . 1.392(2) yes
C18 . C23 . 1.390(2) yes
C19 . C20 . 1.381(3) yes
C19 . N27 . 1.475(2) yes
C20 . C21 . 1.376(3) yes
C20 . H201 . 0.937 no
C21 . C22 . 1.374(3) yes
C21 . H211 . 0.941 no
C22 . C23 . 1.395(3) yes
C22 . H221 . 0.937 no
C23 . H231 . 0.942 no
C24 . H241 . 0.961 no
C24 . H243 . 0.968 no
C24 . H242 . 0.969 no
N27 . O28 . 1.218(2) yes
N27 . O29 . 1.222(2) yes
C30 . C31 . 1.508(2) yes
C30 . H302 . 0.971 no
C30 . H301 . 0.972 no
C31 . C32 . 1.389(2) yes
C31 . C36 . 1.389(2) yes
C32 . C33 . 1.388(3) yes
C32 . H321 . 0.948 no
C33 . C34 . 1.366(3) yes
C33 . H331 . 0.940 no
C34 . C35 . 1.377(3) yes
C34 . H341 . 0.927 no
C35 . C36 . 1.388(3) yes
C35 . H351 . 0.933 no
C36 . H361 . 0.940 no
N37 . C38 . 1.343(2) yes
N37 . C42 . 1.347(2) yes
C38 . N39 . 1.331(2) yes
C38 . H381 . 0.945 no
N39 . C40 . 1.3349(19) yes
C40 . C41 . 1.413(2) yes
C40 . N45 . 1.3643(19) yes
C41 . C42 . 1.405(2) yes
C41 . C43 . 1.428(2) yes
C42 . C46 . 1.477(2) yes
C43 . C44 . 1.361(2) yes
C43 . H431 . 0.928 no
C44 . N45 . 1.3889(19) yes
C44 . N52 . 1.4157(18) yes
N45 . C61 . 1.469(2) yes
C46 . C47 . 1.394(3) yes
C46 . C51 . 1.387(3) yes
C47 . C48 . 1.389(3) yes
C47 . H471 . 0.928 no
C48 . C49 . 1.383(4) yes
C48 . H481 . 0.929 no
C49 . C50 . 1.375(5) yes
C49 . H491 . 0.925 no
C50 . C51 . 1.388(3) yes
C50 . H501 . 0.928 no
C51 . H511 . 0.942 no
N52 . S53 . 1.6371(13) yes
N52 . C60 . 1.475(2) yes
S53 . C54 . 1.7789(18) yes
C54 . C55 . 1.398(2) yes
C54 . C59 . 1.392(2) yes
C55 . C56 . 1.382(3) yes
C55 . N63 . 1.462(3) yes
C56 . C57 . 1.373(3) yes
C56 . H561 . 0.930 no
C57 . C58 . 1.381(3) yes
C57 . H571 . 0.944 no
C58 . C59 . 1.385(3) yes
C58 . H581 . 0.931 no
C59 . H591 . 0.934 no
C60 . H603 . 0.974 no
C60 . H602 . 0.982 no
C60 . H601 . 0.966 no
N63 . O64 . 1.217(2) yes
N63 . O65 . 1.225(2) yes
C61 . C62 . 1.509(2) yes
C61 . H612 . 0.975 no
C61 . H611 . 0.963 no
C62 . C45 . 1.387(2) yes
C62 . C66 . 1.390(2) yes
C45 . C63 . 1.388(3) yes
C45 . H451 . 0.935 no
C63 . C64 . 1.365(3) yes
C63 . H631 . 0.935 no
C64 . C65 . 1.378(3) yes
C64 . H641 . 0.941 no
C65 . C66 . 1.389(3) yes
C65 . H651 . 0.936 no
C66 . H661 . 0.944 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 118.29(12) yes
N1 . C2 . N3 . 128.41(13) yes
N1 . C2 . H21 . 114.5 no
N3 . C2 . H21 . 117.0 no
C2 . N3 . C4 . 112.36(13) yes
N3 . C4 . C5 . 125.67(13) yes
N3 . C4 . N9 . 125.37(13) yes
C5 . C4 . N9 . 108.93(12) yes
C4 . C5 . C6 . 115.77(12) yes
C4 . C5 . C7 . 106.63(12) yes
C6 . C5 . C7 . 137.61(13) yes
C5 . C6 . N1 . 119.22(13) yes
C5 . C6 . C10 . 122.78(13) yes
N1 . C6 . C10 . 117.99(12) yes
C5 . C7 . C8 . 106.16(12) yes
C5 . C7 . H71 . 126.9 no
C8 . C7 . H71 . 126.9 no
C7 . C8 . N9 . 110.73(12) yes
C7 . C8 . N16 . 129.88(13) yes
N9 . C8 . N16 . 119.23(12) yes
C8 . N9 . C4 . 107.47(11) yes
C8 . N9 . C30 . 126.86(12) yes
C4 . N9 . C30 . 125.59(12) yes
C6 . C10 . C11 . 121.15(13) yes
C6 . C10 . C15 . 119.77(15) yes
C11 . C10 . C15 . 119.07(15) yes
C10 . C11 . C12 . 120.51(15) yes
C10 . C11 . H111 . 119.2 no
C12 . C11 . H111 . 120.3 no
C11 . C12 . C13 . 119.80(17) yes
C11 . C12 . H121 . 120.1 no
C13 . C12 . H121 . 120.1 no
C12 . C13 . C14 . 120.32(17) yes
C12 . C13 . H131 . 119.3 no
C14 . C13 . H131 . 120.4 no
C13 . C14 . C15 . 120.36(17) yes
C13 . C14 . H141 . 120.9 no
C15 . C14 . H141 . 118.8 no
C10 . C15 . C14 . 119.92(18) yes
C10 . C15 . H151 . 120.3 no
C14 . C15 . H151 . 119.8 no
C8 . N16 . S17 . 118.00(10) yes
C8 . N16 . C24 . 116.95(12) yes
S17 . N16 . C24 . 121.61(10) yes
N16 . S17 . O25 . 107.09(6) yes
N16 . S17 . O26 . 106.53(6) yes
O25 . S17 . O26 . 120.98(7) yes
N16 . S17 . C18 . 108.11(7) yes
O25 . S17 . C18 . 107.78(7) yes
O26 . S17 . C18 . 105.82(7) yes
S17 . C18 . C19 . 123.62(13) yes
S17 . C18 . C23 . 117.90(12) yes
C19 . C18 . C23 . 118.42(15) yes
C18 . C19 . C20 . 121.76(17) yes
C18 . C19 . N27 . 122.34(15) yes
C20 . C19 . N27 . 115.87(16) yes
C19 . C20 . C21 . 119.00(18) yes
C19 . C20 . H201 . 120.8 no
C21 . C20 . H201 . 120.2 no
C20 . C21 . C22 . 120.61(18) yes
C20 . C21 . H211 . 119.4 no
C22 . C21 . H211 . 120.0 no
C21 . C22 . C23 . 120.41(19) yes
C21 . C22 . H221 . 120.4 no
C23 . C22 . H221 . 119.1 no
C22 . C23 . C18 . 119.77(17) yes
C22 . C23 . H231 . 120.6 no
C18 . C23 . H231 . 119.6 no
N16 . C24 . H241 . 109.7 no
N16 . C24 . H243 . 109.5 no
H241 . C24 . H243 . 110.8 no
N16 . C24 . H242 . 108.0 no
H241 . C24 . H242 . 110.3 no
H243 . C24 . H242 . 108.4 no
C19 . N27 . O28 . 117.72(17) yes
C19 . N27 . O29 . 117.10(15) yes
O28 . N27 . O29 . 125.16(18) yes
N9 . C30 . C31 . 112.93(12) yes
N9 . C30 . H302 . 107.9 no
C31 . C30 . H302 . 108.3 no
N9 . C30 . H301 . 108.1 no
C31 . C30 . H301 . 109.0 no
H302 . C30 . H301 . 110.6 no
C30 . C31 . C32 . 121.13(15) yes
C30 . C31 . C36 . 120.21(14) yes
C32 . C31 . C36 . 118.65(16) yes
C31 . C32 . C33 . 120.67(18) yes
C31 . C32 . H321 . 119.1 no
C33 . C32 . H321 . 120.2 no
C32 . C33 . C34 . 119.98(18) yes
C32 . C33 . H331 . 119.9 no
C34 . C33 . H331 . 120.1 no
C33 . C34 . C35 . 120.26(18) yes
C33 . C34 . H341 . 120.1 no
C35 . C34 . H341 . 119.6 no
C34 . C35 . C36 . 120.24(19) yes
C34 . C35 . H351 . 120.7 no
C36 . C35 . H351 . 119.0 no
C31 . C36 . C35 . 120.16(16) yes
C31 . C36 . H361 . 119.5 no
C35 . C36 . H361 . 120.4 no
C38 . N37 . C42 . 118.32(13) yes
N37 . C38 . N39 . 128.52(14) yes
N37 . C38 . H381 . 115.3 no
N39 . C38 . H381 . 116.2 no
C38 . N39 . C40 . 112.19(13) yes
N39 . C40 . C41 . 125.96(13) yes
N39 . C40 . N45 . 124.94(14) yes
C41 . C40 . N45 . 109.10(12) yes
C40 . C41 . C42 . 115.72(13) yes
C40 . C41 . C43 . 106.49(13) yes
C42 . C41 . C43 . 137.79(14) yes
C41 . C42 . N37 . 119.14(14) yes
C41 . C42 . C46 . 123.57(14) yes
N37 . C42 . C46 . 117.26(14) yes
C41 . C43 . C44 . 106.33(13) yes
C41 . C43 . H431 . 127.3 no
C44 . C43 . H431 . 126.3 no
C43 . C44 . N45 . 111.04(12) yes
C43 . C44 . N52 . 129.07(14) yes
N45 . C44 . N52 . 119.81(13) yes
C44 . N45 . C40 . 106.99(12) yes
C44 . N45 . C61 . 127.28(12) yes
C40 . N45 . C61 . 125.57(12) yes
C42 . C46 . C47 . 120.98(15) yes
C42 . C46 . C51 . 120.10(17) yes
C47 . C46 . C51 . 118.84(18) yes
C46 . C47 . C48 . 120.4(2) yes
C46 . C47 . H471 . 120.2 no
C48 . C47 . H471 . 119.4 no
C47 . C48 . C49 . 119.9(2) yes
C47 . C48 . H481 . 119.6 no
C49 . C48 . H481 . 120.4 no
C48 . C49 . C50 . 120.0(2) yes
C48 . C49 . H491 . 119.0 no
C50 . C49 . H491 . 121.1 no
C49 . C50 . C51 . 120.4(2) yes
C49 . C50 . H501 . 119.5 no
C51 . C50 . H501 . 120.1 no
C50 . C51 . C46 . 120.4(2) yes
C50 . C51 . H511 . 120.6 no
C46 . C51 . H511 . 118.9 no
C44 . N52 . S53 . 117.11(10) yes
C44 . N52 . C60 . 116.29(12) yes
S53 . N52 . C60 . 121.91(10) yes
N52 . S53 . O62 . 106.45(7) yes
N52 . S53 . O61 . 107.49(7) yes
O62 . S53 . O61 . 120.06(8) yes
N52 . S53 . C54 . 108.19(7) yes
O62 . S53 . C54 . 105.24(8) yes
O61 . S53 . C54 . 108.93(8) yes
S53 . C54 . C55 . 124.68(14) yes
S53 . C54 . C59 . 117.56(12) yes
C55 . C54 . C59 . 117.72(17) yes
C54 . C55 . C56 . 121.53(18) yes
C54 . C55 . N63 . 122.05(18) yes
C56 . C55 . N63 . 116.42(16) yes
C55 . C56 . C57 . 119.63(17) yes
C55 . C56 . H561 . 120.1 no
C57 . C56 . H561 . 120.2 no
C56 . C57 . C58 . 120.1(2) yes
C56 . C57 . H571 . 118.7 no
C58 . C57 . H571 . 121.2 no
C57 . C58 . C59 . 120.3(2) yes
C57 . C58 . H581 . 120.2 no
C59 . C58 . H581 . 119.5 no
C54 . C59 . C58 . 120.68(16) yes
C54 . C59 . H591 . 118.8 no
C58 . C59 . H591 . 120.5 no
N52 . C60 . H603 . 107.9 no
N52 . C60 . H602 . 109.3 no
H603 . C60 . H602 . 109.0 no
N52 . C60 . H601 . 109.6 no
H603 . C60 . H601 . 109.9 no
H602 . C60 . H601 . 110.9 no
C55 . N63 . O64 . 116.81(18) yes
C55 . N63 . O65 . 118.48(15) yes
O64 . N63 . O65 . 124.64(19) yes
N45 . C61 . C62 . 113.94(13) yes
N45 . C61 . H612 . 107.0 no
C62 . C61 . H612 . 109.2 no
N45 . C61 . H611 . 107.1 no
C62 . C61 . H611 . 108.8 no
H612 . C61 . H611 . 110.9 no
C61 . C62 . C45 . 120.42(15) yes
C61 . C62 . C66 . 120.96(15) yes
C45 . C62 . C66 . 118.55(16) yes
C62 . C45 . C63 . 120.77(17) yes
C62 . C45 . H451 . 118.8 no
C63 . C45 . H451 . 120.4 no
C45 . C63 . C64 . 120.12(18) yes
C45 . C63 . H631 . 119.6 no
C64 . C63 . H631 . 120.3 no
C63 . C64 . C65 . 120.14(18) yes
C63 . C64 . H641 . 120.3 no
C65 . C64 . H641 . 119.6 no
C64 . C65 . C66 . 120.14(19) yes
C64 . C65 . H651 . 120.6 no
C66 . C65 . H651 . 119.2 no
C62 . C66 . C65 . 120.27(18) yes
C62 . C66 . H661 . 119.1 no
C65 . C66 . H661 . 120.7 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C2 . H21 . O62 1_556 143.60(5) 0.932 2.392 3.190(3) yes
C32 . H321 . O64 1_655 137.08(6) 0.948 2.566 3.323(3) yes
C38 . H381 . O26 1_554 158.32(4) 0.945 2.477 3.373(3) yes
C56 . H561 . O25 1_455 155.14(5) 0.930 2.554 3.420(3) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 18/07/14 at 09:55:45
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) H   ( 243,X'S) H   ( 242,X'S) 
RIDE C   (  30,X'S) H   ( 302,X'S) H   ( 301,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) 
RIDE C   (  43,X'S) H   ( 431,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  56,X'S) H   ( 561,X'S) 
RIDE C   (  57,X'S) H   ( 571,X'S) 
RIDE C   (  58,X'S) H   ( 581,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE C   (  60,X'S) H   ( 603,X'S) H   ( 602,X'S) H   ( 601,X'S) 
RIDE C   (  61,X'S) H   ( 612,X'S) H   ( 611,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  63,X'S) H   ( 631,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) 
RIDE C   (  65,X'S) H   ( 651,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 18/07/14 at 09:55:45
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

_database_code_depnum_ccdc_archive 'CCDC 1014820'
