# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xxx
_database_code_depnum_ccdc_archive 'CCDC 1414222'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-08-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H23 N O2 S2'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C28 H23 N O2 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         469.61
_chemical_compound_source        'see text'

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

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   10.428(3)
_cell_length_b                   14.031(4)
_cell_length_c                   17.164(5)
_cell_angle_alpha                85.171(10)
_cell_angle_beta                 80.935(9)
_cell_angle_gamma                82.229(10)
_cell_volume                     2452.1(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2055
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      25.4
_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.180
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_T_max  0.958

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_diffrn_source_current           0.6
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   MicroMax003_Mo
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 CCD
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'

_diffrn_reflns_number            15168
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0699
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         25.42
_reflns_number_total             7949
_reflns_number_gt                3755
_reflns_threshold_expression     >2sigma(I)

_diffrn_reflns_theta_full        25.42
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measured_fraction_theta_full 0.877
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'


#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0787P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7949
_refine_ls_number_parameters     597
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1316
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1738
_refine_ls_wR_factor_gt          0.1459
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.038

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S Uani 0.86128(11) 0.36908(7) 0.12380(6) 1.000 0.0728(4) . .
S2 S Uani 0.64986(17) 0.03251(9) 0.25425(8) 1.000 0.1195(7) . .
O1 O Uani 0.8588(3) 0.46953(18) 0.10401(17) 1.000 0.0914(11) . .
O2 O Uani 0.9208(3) 0.32616(19) 0.19009(15) 1.000 0.0833(11) . .
N1 N Uani 0.7053(3) 0.3478(2) 0.14267(16) 1.000 0.0623(11) . .
C1 C Uani 0.2622(6) 0.3725(4) 0.1244(4) 1.000 0.130(3) . .
C2 C Uani 0.2157(5) 0.4456(5) 0.1692(3) 1.000 0.109(2) . .
C3 C Uani 0.3030(6) 0.5021(4) 0.1892(3) 1.000 0.111(2) . .
C4 C Uani 0.4344(4) 0.4825(3) 0.1620(3) 1.000 0.0901(17) . .
C5 C Uani 0.4818(4) 0.4079(3) 0.1151(2) 1.000 0.0665(16) . .
C6 C Uani 0.3927(5) 0.3544(4) 0.0980(3) 1.000 0.117(2) . .
C7 C Uani 0.6249(4) 0.3902(3) 0.0818(2) 1.000 0.0694(16) . .
C8 C Uani 0.9323(4) 0.3069(3) 0.0402(2) 1.000 0.0664(14) . .
C9 C Uani 0.9255(4) 0.3499(3) -0.0344(3) 1.000 0.0837(17) . .
C10 C Uani 0.9721(4) 0.2978(4) -0.0997(3) 1.000 0.0945(19) . .
C11 C Uani 1.0247(4) 0.2021(4) -0.0920(3) 1.000 0.0855(19) . .
C12 C Uani 1.0319(4) 0.1606(3) -0.0159(3) 1.000 0.0835(17) . .
C13 C Uani 0.9868(4) 0.2126(3) 0.0491(2) 1.000 0.0740(17) . .
C14 C Uani 0.6849(3) 0.2510(2) 0.1723(2) 1.000 0.0613(12) . .
C15 C Uani 0.6810(3) 0.1822(3) 0.1172(2) 1.000 0.0635(14) . .
C16 C Uani 0.6833(4) 0.1248(3) 0.0693(2) 1.000 0.0683(14) . .
C17 C Uani 0.6884(4) 0.0529(3) 0.0134(2) 1.000 0.0648(16) . .
C18 C Uani 0.7403(4) 0.0693(3) -0.0650(2) 1.000 0.0765(16) . .
C19 C Uani 0.7408(5) 0.0011(3) -0.1194(2) 1.000 0.0888(19) . .
C20 C Uani 0.6912(5) -0.0830(3) -0.0946(3) 1.000 0.0856(19) . .
C21 C Uani 0.6432(4) -0.1011(3) -0.0173(3) 1.000 0.0814(16) . .
C22 C Uani 0.6402(4) -0.0340(3) 0.0370(2) 1.000 0.0707(16) . .
C23 C Uani 0.6751(4) 0.2293(3) 0.2507(2) 1.000 0.0713(17) . .
C24 C Uani 0.6632(4) 0.1370(3) 0.2944(2) 1.000 0.0775(17) . .
C25 C Uani 0.6641(5) 0.1222(4) 0.3761(3) 1.000 0.0976(19) . .
C26 C Uani 0.6517(6) 0.0251(5) 0.4024(3) 1.000 0.129(3) . .
C27 C Uani 0.6448(6) -0.0296(4) 0.3427(3) 1.000 0.129(3) . .
C28 C Uani 1.0758(5) 0.1444(4) -0.1634(3) 1.000 0.124(2) . .
S3 S Uani 0.96512(12) 0.27260(10) 0.62275(7) 1.000 0.0898(5) . .
S4 S Uani 0.42244(15) 0.30640(11) 0.73147(10) 1.000 0.1259(7) . .
O3 O Uani 1.0928(3) 0.2206(3) 0.60481(19) 1.000 0.1185(14) . .
O4 O Uani 0.9345(3) 0.3323(2) 0.68844(17) 1.000 0.1042(15) . .
N2 N Uani 0.8625(3) 0.1905(2) 0.63964(18) 1.000 0.0782(14) . .
C28B C Uani 0.7351(8) -0.1075(7) 0.6833(5) 1.000 0.140(4) . .
C29 C Uani 0.8387(10) -0.1581(5) 0.7131(4) 1.000 0.132(3) . .
C30 C Uani 0.9542(7) -0.1235(4) 0.7040(3) 1.000 0.115(3) . .
C31 C Uani 0.9691(5) -0.0361(3) 0.6635(3) 1.000 0.0958(19) . .
C32 C Uani 0.8682(5) 0.0154(3) 0.6309(2) 1.000 0.0775(17) . .
C33 C Uani 0.7514(6) -0.0197(5) 0.6412(3) 1.000 0.110(3) . .
C34 C Uani 0.8857(5) 0.1102(3) 0.5865(2) 1.000 0.0955(19) . .
C35 C Uani 0.9292(4) 0.3427(3) 0.5376(2) 1.000 0.0733(16) . .
C36 C Uani 0.9658(4) 0.3064(3) 0.4635(3) 1.000 0.0892(17) . .
C37 C Uani 0.9345(5) 0.3613(3) 0.3970(3) 1.000 0.0888(19) . .
C38 C Uani 0.8671(4) 0.4520(3) 0.4029(2) 1.000 0.0763(17) . .
C39 C Uani 0.8288(4) 0.4865(3) 0.4776(3) 1.000 0.0806(17) . .
C40 C Uani 0.8601(4) 0.4330(3) 0.5446(3) 1.000 0.0816(17) . .
C41 C Uani 0.7274(4) 0.2255(3) 0.6654(2) 1.000 0.0748(16) . .
C42 C Uani 0.6474(4) 0.2543(3) 0.6048(3) 1.000 0.0782(17) . .
C43 C Uani 0.5810(4) 0.2797(3) 0.5542(3) 1.000 0.0825(17) . .
C44 C Uani 0.5005(4) 0.3094(3) 0.4951(2) 1.000 0.0768(17) . .
C45 C Uani 0.5299(5) 0.3829(4) 0.4401(3) 1.000 0.0932(19) . .
C46 C Uani 0.4577(6) 0.4072(4) 0.3790(3) 1.000 0.107(2) . .
C47 C Uani 0.3554(6) 0.3568(5) 0.3747(3) 1.000 0.108(3) . .
C48 C Uani 0.3237(5) 0.2867(5) 0.4307(4) 1.000 0.113(3) . .
C49 C Uani 0.3948(5) 0.2626(3) 0.4900(3) 1.000 0.0929(19) . .
C50 C Uani 0.6814(4) 0.2289(3) 0.7418(3) 1.000 0.0841(17) . .
C51 C Uani 0.5506(5) 0.2633(3) 0.7799(3) 1.000 0.0943(19) . .
C52 C Uani 0.5160(6) 0.2707(4) 0.8617(3) 1.000 0.139(3) . .
C53 C Uani 0.3812(7) 0.3087(4) 0.8779(4) 1.000 0.157(3) . .
C54 C Uani 0.3235(6) 0.3307(4) 0.8160(4) 1.000 0.135(3) . .
C55 C Uani 0.8311(5) 0.5114(3) 0.3311(2) 1.000 0.1003(19) . .
H1 H Uiso 0.20520 0.33330 0.11090 1.000 0.1560 calc R
H2 H Uiso 0.12650 0.45860 0.18680 1.000 0.1310 calc R
H3 H Uiso 0.27280 0.55320 0.22110 1.000 0.1330 calc R
H4 H Uiso 0.49230 0.52080 0.17580 1.000 0.1080 calc R
H6 H Uiso 0.42190 0.30260 0.06670 1.000 0.1400 calc R
H7A H Uiso 0.63640 0.34700 0.03930 1.000 0.0840 calc R
H7B H Uiso 0.65480 0.45070 0.05970 1.000 0.0840 calc R
H9 H Uiso 0.88950 0.41390 -0.04070 1.000 0.1010 calc R
H10 H Uiso 0.96810 0.32750 -0.14990 1.000 0.1140 calc R
H12 H Uiso 1.06790 0.09670 -0.00920 1.000 0.1000 calc R
H13 H Uiso 0.99300 0.18390 0.09940 1.000 0.0890 calc R
H18 H Uiso 0.77510 0.12650 -0.08160 1.000 0.0920 calc R
H19 H Uiso 0.77490 0.01290 -0.17220 1.000 0.1070 calc R
H20 H Uiso 0.69010 -0.12840 -0.13090 1.000 0.1030 calc R
H21 H Uiso 0.61210 -0.15960 -0.00090 1.000 0.0980 calc R
H22 H Uiso 0.60580 -0.04680 0.08960 1.000 0.0850 calc R
H23 H Uiso 0.67620 0.28080 0.28120 1.000 0.0850 calc R
H25 H Uiso 0.67170 0.17000 0.40890 1.000 0.1170 calc R
H26 H Uiso 0.64880 0.00170 0.45490 1.000 0.1550 calc R
H27 H Uiso 0.63780 -0.09530 0.34960 1.000 0.1540 calc R
H28A H Uiso 1.00640 0.14270 -0.19370 1.000 0.1860 calc R
H28B H Uiso 1.10780 0.07990 -0.14630 1.000 0.1860 calc R
H28C H Uiso 1.14560 0.17400 -0.19540 1.000 0.1860 calc R
H28D H Uiso 0.65450 -0.13110 0.69090 1.000 0.1680 calc R
H29 H Uiso 0.82950 -0.21760 0.74020 1.000 0.1580 calc R
H30 H Uiso 1.02420 -0.15880 0.72520 1.000 0.1380 calc R
H31 H Uiso 1.04890 -0.01180 0.65830 1.000 0.1150 calc R
H33 H Uiso 0.68140 0.01520 0.61990 1.000 0.1320 calc R
H34A H Uiso 0.97400 0.10740 0.55790 1.000 0.1150 calc R
H34B H Uiso 0.82540 0.12230 0.54810 1.000 0.1150 calc R
H36 H Uiso 1.01160 0.24500 0.45860 1.000 0.1070 calc R
H37 H Uiso 0.95930 0.33650 0.34760 1.000 0.1070 calc R
H39 H Uiso 0.78090 0.54710 0.48260 1.000 0.0970 calc R
H40 H Uiso 0.83480 0.45780 0.59410 1.000 0.0980 calc R
H45 H Uiso 0.59920 0.41670 0.44400 1.000 0.1120 calc R
H46 H Uiso 0.47790 0.45680 0.34150 1.000 0.1290 calc R
H47 H Uiso 0.30750 0.37090 0.33290 1.000 0.1300 calc R
H48 H Uiso 0.25210 0.25480 0.42820 1.000 0.1350 calc R
H49 H Uiso 0.37210 0.21390 0.52790 1.000 0.1110 calc R
H50 H Uiso 0.74130 0.20620 0.77580 1.000 0.1010 calc R
H52 H Uiso 0.57180 0.25360 0.89920 1.000 0.1670 calc R
H53 H Uiso 0.33800 0.31710 0.92900 1.000 0.1880 calc R
H54 H Uiso 0.23630 0.35720 0.81830 1.000 0.1620 calc R
H55A H Uiso 0.89100 0.49100 0.28540 1.000 0.1500 calc R
H55B H Uiso 0.83550 0.57810 0.33750 1.000 0.1500 calc R
H55C H Uiso 0.74370 0.50310 0.32430 1.000 0.1500 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.419(3) . . yes
S1 O2 1.431(3) . . yes
S1 N1 1.670(3) . . yes
S1 C8 1.752(4) . . yes
S2 C24 1.703(4) . . yes
S2 C27 1.683(5) . . yes
S3 O3 1.430(4) . . yes
S3 O4 1.431(3) . . yes
S3 N2 1.654(3) . . yes
S3 C35 1.754(4) . . yes
S4 C51 1.700(5) . . yes
S4 C54 1.674(7) . . yes
N1 C7 1.478(5) . . yes
N1 C14 1.441(4) . . yes
N2 C34 1.480(5) . . yes
N2 C41 1.440(5) . . yes
C1 C2 1.326(9) . . no
C1 C6 1.361(8) . . no
C2 C3 1.384(8) . . no
C3 C4 1.375(8) . . no
C4 C5 1.366(6) . . no
C5 C6 1.351(7) . . no
C5 C7 1.507(6) . . no
C8 C9 1.377(6) . . no
C8 C13 1.374(6) . . no
C9 C10 1.377(7) . . no
C10 C11 1.384(8) . . no
C11 C12 1.394(7) . . no
C11 C28 1.512(7) . . no
C12 C13 1.370(6) . . no
C14 C23 1.345(5) . . no
C14 C15 1.416(5) . . no
C15 C16 1.194(5) . . no
C16 C17 1.440(5) . . no
C17 C18 1.382(5) . . no
C17 C22 1.386(6) . . no
C18 C19 1.391(5) . . no
C19 C20 1.361(6) . . no
C20 C21 1.358(7) . . no
C21 C22 1.374(6) . . no
C23 C24 1.451(6) . . no
C24 C25 1.402(6) . . no
C25 C26 1.415(9) . . no
C26 C27 1.347(8) . . no
C1 H1 0.9300 . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C6 H6 0.9300 . . no
C7 H7B 0.9700 . . no
C7 H7A 0.9700 . . no
C9 H9 0.9300 . . no
C10 H10 0.9300 . . no
C12 H12 0.9300 . . no
C13 H13 0.9300 . . no
C18 H18 0.9300 . . no
C19 H19 0.9300 . . no
C20 H20 0.9300 . . no
C21 H21 0.9300 . . no
C22 H22 0.9300 . . no
C23 H23 0.9300 . . no
C25 H25 0.9300 . . no
C26 H26 0.9300 . . no
C27 H27 0.9300 . . no
C28 H28B 0.9600 . . no
C28 H28C 0.9600 . . no
C28 H28A 0.9600 . . no
C28B C29 1.356(13) . . no
C28B C33 1.392(11) . . no
C29 C30 1.341(12) . . no
C30 C31 1.373(7) . . no
C31 C32 1.362(7) . . no
C32 C33 1.355(8) . . no
C32 C34 1.495(6) . . no
C35 C36 1.388(6) . . no
C35 C40 1.375(6) . . no
C36 C37 1.380(7) . . no
C37 C38 1.372(6) . . no
C38 C39 1.389(6) . . no
C38 C55 1.498(5) . . no
C39 C40 1.378(7) . . no
C41 C42 1.433(6) . . no
C41 C50 1.326(6) . . no
C42 C43 1.196(7) . . no
C43 C44 1.418(6) . . no
C44 C45 1.371(7) . . no
C44 C49 1.375(7) . . no
C45 C46 1.379(8) . . no
C46 C47 1.372(9) . . no
C47 C48 1.353(9) . . no
C48 C49 1.346(8) . . no
C50 C51 1.454(7) . . no
C51 C52 1.403(7) . . no
C52 C53 1.427(9) . . no
C53 C54 1.297(10) . . no
C28B H28D 0.9300 . . no
C29 H29 0.9300 . . no
C30 H30 0.9300 . . no
C31 H31 0.9300 . . no
C33 H33 0.9300 . . no
C34 H34A 0.9700 . . no
C34 H34B 0.9700 . . no
C36 H36 0.9300 . . no
C37 H37 0.9300 . . no
C39 H39 0.9300 . . no
C40 H40 0.9300 . . no
C45 H45 0.9300 . . no
C46 H46 0.9300 . . no
C47 H47 0.9300 . . no
C48 H48 0.9300 . . no
C49 H49 0.9300 . . no
C50 H50 0.9300 . . no
C52 H52 0.9300 . . no
C53 H53 0.9300 . . no
C54 H54 0.9300 . . no
C55 H55A 0.9600 . . no
C55 H55B 0.9600 . . no
C55 H55C 0.9600 . . no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.02(18) . . . yes
O1 S1 N1 106.29(17) . . . yes
O1 S1 C8 108.67(19) . . . yes
O2 S1 N1 106.00(17) . . . yes
O2 S1 C8 108.59(18) . . . yes
N1 S1 C8 106.46(18) . . . yes
C24 S2 C27 92.0(2) . . . yes
N2 S3 C35 106.94(19) . . . yes
O4 S3 C35 108.40(19) . . . yes
O3 S3 N2 106.0(2) . . . yes
O3 S3 C35 108.0(2) . . . yes
O3 S3 O4 120.5(2) . . . yes
O4 S3 N2 106.23(18) . . . yes
C51 S4 C54 92.3(3) . . . yes
S1 N1 C14 115.4(2) . . . yes
C7 N1 C14 115.3(3) . . . yes
S1 N1 C7 114.4(2) . . . yes
S3 N2 C41 116.1(2) . . . yes
C34 N2 C41 115.8(3) . . . yes
S3 N2 C34 117.4(3) . . . yes
C2 C1 C6 120.6(6) . . . no
C1 C2 C3 118.5(5) . . . no
C2 C3 C4 120.0(5) . . . no
C3 C4 C5 121.4(4) . . . no
C4 C5 C6 116.3(4) . . . no
C4 C5 C7 121.1(4) . . . no
C6 C5 C7 122.6(4) . . . no
C1 C6 C5 123.3(5) . . . no
N1 C7 C5 111.9(3) . . . yes
S1 C8 C13 119.8(3) . . . yes
C9 C8 C13 119.8(4) . . . no
S1 C8 C9 120.2(3) . . . yes
C8 C9 C10 119.8(4) . . . no
C9 C10 C11 121.3(5) . . . no
C10 C11 C12 117.8(5) . . . no
C12 C11 C28 120.6(5) . . . no
C10 C11 C28 121.6(5) . . . no
C11 C12 C13 121.0(4) . . . no
C8 C13 C12 120.3(3) . . . no
N1 C14 C15 118.4(3) . . . yes
N1 C14 C23 118.6(3) . . . yes
C15 C14 C23 123.0(3) . . . no
C14 C15 C16 177.1(4) . . . no
C15 C16 C17 177.9(4) . . . no
C16 C17 C18 120.8(4) . . . no
C16 C17 C22 120.7(3) . . . no
C18 C17 C22 118.6(4) . . . no
C17 C18 C19 120.6(4) . . . no
C18 C19 C20 119.4(4) . . . no
C19 C20 C21 120.5(4) . . . no
C20 C21 C22 120.8(4) . . . no
C17 C22 C21 120.0(3) . . . no
C14 C23 C24 129.2(3) . . . no
C23 C24 C25 123.7(4) . . . no
S2 C24 C23 125.3(3) . . . yes
S2 C24 C25 111.0(3) . . . yes
C24 C25 C26 111.3(5) . . . no
C25 C26 C27 112.3(5) . . . no
S2 C27 C26 113.4(4) . . . yes
C2 C1 H1 120.00 . . . no
C6 C1 H1 120.00 . . . no
C3 C2 H2 121.00 . . . no
C1 C2 H2 121.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C5 C4 H4 119.00 . . . no
C3 C4 H4 119.00 . . . no
C5 C6 H6 118.00 . . . no
C1 C6 H6 118.00 . . . no
C5 C7 H7A 109.00 . . . no
N1 C7 H7B 109.00 . . . no
N1 C7 H7A 109.00 . . . no
C5 C7 H7B 109.00 . . . no
H7A C7 H7B 108.00 . . . no
C8 C9 H9 120.00 . . . no
C10 C9 H9 120.00 . . . no
C11 C10 H10 119.00 . . . no
C9 C10 H10 119.00 . . . no
C11 C12 H12 119.00 . . . no
C13 C12 H12 120.00 . . . no
C8 C13 H13 120.00 . . . no
C12 C13 H13 120.00 . . . no
C19 C18 H18 120.00 . . . no
C17 C18 H18 120.00 . . . no
C18 C19 H19 120.00 . . . no
C20 C19 H19 120.00 . . . no
C21 C20 H20 120.00 . . . no
C19 C20 H20 120.00 . . . no
C20 C21 H21 120.00 . . . no
C22 C21 H21 120.00 . . . no
C17 C22 H22 120.00 . . . no
C21 C22 H22 120.00 . . . no
C24 C23 H23 115.00 . . . no
C14 C23 H23 115.00 . . . no
C24 C25 H25 124.00 . . . no
C26 C25 H25 124.00 . . . no
C27 C26 H26 124.00 . . . no
C25 C26 H26 124.00 . . . no
C26 C27 H27 123.00 . . . no
S2 C27 H27 123.00 . . . no
C11 C28 H28C 109.00 . . . no
C11 C28 H28B 109.00 . . . no
H28B C28 H28C 110.00 . . . no
H28A C28 H28B 109.00 . . . no
H28A C28 H28C 110.00 . . . no
C11 C28 H28A 109.00 . . . no
C29 C28B C33 118.8(8) . . . no
C28B C29 C30 120.9(7) . . . no
C29 C30 C31 120.0(6) . . . no
C30 C31 C32 120.7(5) . . . no
C31 C32 C33 118.8(4) . . . no
C31 C32 C34 120.3(5) . . . no
C33 C32 C34 120.9(5) . . . no
C28B C33 C32 120.7(6) . . . no
N2 C34 C32 112.0(3) . . . yes
S3 C35 C36 120.5(3) . . . yes
S3 C35 C40 119.7(3) . . . yes
C36 C35 C40 119.8(4) . . . no
C35 C36 C37 120.1(4) . . . no
C36 C37 C38 120.8(4) . . . no
C37 C38 C39 118.4(4) . . . no
C37 C38 C55 121.1(4) . . . no
C39 C38 C55 120.5(4) . . . no
C38 C39 C40 121.6(4) . . . no
C35 C40 C39 119.3(4) . . . no
N2 C41 C42 116.7(3) . . . yes
N2 C41 C50 120.5(4) . . . yes
C42 C41 C50 122.8(4) . . . no
C41 C42 C43 179.0(4) . . . no
C42 C43 C44 179.1(5) . . . no
C43 C44 C45 120.5(4) . . . no
C43 C44 C49 120.7(4) . . . no
C45 C44 C49 118.9(4) . . . no
C44 C45 C46 120.6(5) . . . no
C45 C46 C47 118.7(5) . . . no
C46 C47 C48 120.5(5) . . . no
C47 C48 C49 120.7(5) . . . no
C44 C49 C48 120.6(5) . . . no
C41 C50 C51 129.2(4) . . . no
S4 C51 C50 124.9(4) . . . yes
S4 C51 C52 111.0(4) . . . yes
C50 C51 C52 124.0(5) . . . no
C51 C52 C53 108.8(5) . . . no
C52 C53 C54 115.0(6) . . . no
S4 C54 C53 112.9(5) . . . yes
C29 C28B H28D 121.00 . . . no
C33 C28B H28D 121.00 . . . no
C28B C29 H29 120.00 . . . no
C30 C29 H29 120.00 . . . no
C29 C30 H30 120.00 . . . no
C31 C30 H30 120.00 . . . no
C30 C31 H31 120.00 . . . no
C32 C31 H31 120.00 . . . no
C28B C33 H33 120.00 . . . no
C32 C33 H33 120.00 . . . no
N2 C34 H34A 109.00 . . . no
N2 C34 H34B 109.00 . . . no
C32 C34 H34A 109.00 . . . no
C32 C34 H34B 109.00 . . . no
H34A C34 H34B 108.00 . . . no
C35 C36 H36 120.00 . . . no
C37 C36 H36 120.00 . . . no
C36 C37 H37 120.00 . . . no
C38 C37 H37 120.00 . . . no
C38 C39 H39 119.00 . . . no
C40 C39 H39 119.00 . . . no
C35 C40 H40 120.00 . . . no
C39 C40 H40 120.00 . . . no
C44 C45 H45 120.00 . . . no
C46 C45 H45 120.00 . . . no
C45 C46 H46 121.00 . . . no
C47 C46 H46 121.00 . . . no
C46 C47 H47 120.00 . . . no
C48 C47 H47 120.00 . . . no
C47 C48 H48 120.00 . . . no
C49 C48 H48 120.00 . . . no
C44 C49 H49 120.00 . . . no
C48 C49 H49 120.00 . . . no
C41 C50 H50 115.00 . . . no
C51 C50 H50 115.00 . . . no
C51 C52 H52 126.00 . . . no
C53 C52 H52 126.00 . . . no
C52 C53 H53 123.00 . . . no
C54 C53 H53 123.00 . . . no
S4 C54 H54 124.00 . . . no
C53 C54 H54 124.00 . . . no
C38 C55 H55A 109.00 . . . no
C38 C55 H55B 110.00 . . . no
C38 C55 H55C 109.00 . . . no
H55A C55 H55B 109.00 . . . no
H55A C55 H55C 109.00 . . . no
H55B C55 H55C 109.00 . . . no

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C7 49.0(3) . . . . no
O2 S1 N1 C7 177.7(2) . . . . no
C8 S1 N1 C7 -66.8(3) . . . . no
O1 S1 N1 C14 -173.7(2) . . . . no
O2 S1 N1 C14 -44.9(3) . . . . no
C8 S1 N1 C14 70.6(3) . . . . no
O1 S1 C8 C13 157.7(3) . . . . no
O2 S1 C8 C13 25.6(4) . . . . no
N1 S1 C8 C13 -88.2(4) . . . . no
O2 S1 C8 C9 -159.0(3) . . . . no
N1 S1 C8 C9 87.2(4) . . . . no
O1 S1 C8 C9 -26.9(4) . . . . no
C27 S2 C24 C23 179.0(4) . . . . no
C24 S2 C27 C26 0.5(5) . . . . no
C27 S2 C24 C25 0.3(4) . . . . no
O4 S3 C35 C40 -11.0(4) . . . . no
O4 S3 N2 C41 45.9(3) . . . . no
N2 S3 C35 C40 103.2(4) . . . . no
O3 S3 C35 C40 -143.2(4) . . . . no
O3 S3 C35 C36 39.2(4) . . . . no
O4 S3 C35 C36 171.4(3) . . . . no
O3 S3 N2 C34 -41.7(3) . . . . no
O3 S3 N2 C41 175.2(3) . . . . no
C35 S3 N2 C34 73.3(3) . . . . no
C35 S3 N2 C41 -69.8(3) . . . . no
N2 S3 C35 C36 -74.5(4) . . . . no
O4 S3 N2 C34 -171.1(3) . . . . no
C54 S4 C51 C50 -178.0(4) . . . . no
C54 S4 C51 C52 -1.6(4) . . . . no
C51 S4 C54 C53 0.2(5) . . . . no
S1 N1 C14 C23 87.1(4) . . . . no
S1 N1 C14 C15 -90.5(3) . . . . no
S1 N1 C7 C5 -154.9(3) . . . . no
C7 N1 C14 C23 -136.0(3) . . . . no
C7 N1 C14 C15 46.4(4) . . . . no
C14 N1 C7 C5 67.7(4) . . . . no
C34 N2 C41 C50 124.7(4) . . . . no
S3 N2 C34 C32 137.5(4) . . . . no
S3 N2 C41 C42 89.3(4) . . . . no
C41 N2 C34 C32 -79.3(5) . . . . no
C34 N2 C41 C42 -54.4(5) . . . . no
S3 N2 C41 C50 -91.6(4) . . . . no
C2 C1 C6 C5 0.1(9) . . . . no
C6 C1 C2 C3 -0.8(9) . . . . no
C1 C2 C3 C4 0.7(8) . . . . no
C2 C3 C4 C5 0.1(8) . . . . no
C3 C4 C5 C7 176.6(4) . . . . no
C3 C4 C5 C6 -0.7(7) . . . . no
C7 C5 C6 C1 -176.6(5) . . . . no
C6 C5 C7 N1 -108.4(4) . . . . no
C4 C5 C7 N1 74.5(5) . . . . no
C4 C5 C6 C1 0.7(7) . . . . no
S1 C8 C9 C10 -174.7(3) . . . . no
C13 C8 C9 C10 0.7(6) . . . . no
C9 C8 C13 C12 -1.4(6) . . . . no
S1 C8 C13 C12 174.1(3) . . . . no
C8 C9 C10 C11 0.8(7) . . . . no
C9 C10 C11 C12 -1.5(7) . . . . no
C9 C10 C11 C28 179.9(4) . . . . no
C10 C11 C12 C13 0.8(6) . . . . no
C28 C11 C12 C13 179.5(4) . . . . no
C11 C12 C13 C8 0.6(7) . . . . no
C15 C14 C23 C24 2.0(7) . . . . no
N1 C14 C23 C24 -175.6(4) . . . . no
C18 C17 C22 C21 -0.8(6) . . . . no
C22 C17 C18 C19 1.7(6) . . . . no
C16 C17 C22 C21 178.6(4) . . . . no
C16 C17 C18 C19 -177.7(4) . . . . no
C17 C18 C19 C20 -0.9(7) . . . . no
C18 C19 C20 C21 -0.9(8) . . . . no
C19 C20 C21 C22 1.9(7) . . . . no
C20 C21 C22 C17 -1.0(7) . . . . no
C14 C23 C24 S2 -3.8(7) . . . . no
C14 C23 C24 C25 174.7(4) . . . . no
S2 C24 C25 C26 -0.9(6) . . . . no
C23 C24 C25 C26 -179.6(5) . . . . no
C24 C25 C26 C27 1.3(7) . . . . no
C25 C26 C27 S2 -1.1(7) . . . . no
C33 C28B C29 C30 1.6(11) . . . . no
C29 C28B C33 C32 -0.8(11) . . . . no
C28B C29 C30 C31 -0.5(10) . . . . no
C29 C30 C31 C32 -1.3(8) . . . . no
C30 C31 C32 C34 -179.6(4) . . . . no
C30 C31 C32 C33 2.0(7) . . . . no
C34 C32 C33 C28B -179.3(6) . . . . no
C31 C32 C33 C28B -1.0(8) . . . . no
C33 C32 C34 N2 93.1(5) . . . . no
C31 C32 C34 N2 -85.3(5) . . . . no
S3 C35 C40 C39 -178.1(3) . . . . no
C40 C35 C36 C37 0.9(7) . . . . no
S3 C35 C36 C37 178.5(4) . . . . no
C36 C35 C40 C39 -0.4(6) . . . . no
C35 C36 C37 C38 0.0(7) . . . . no
C36 C37 C38 C39 -1.3(7) . . . . no
C36 C37 C38 C55 -179.1(4) . . . . no
C37 C38 C39 C40 1.8(7) . . . . no
C55 C38 C39 C40 179.6(4) . . . . no
C38 C39 C40 C35 -1.0(7) . . . . no
C42 C41 C50 C51 -2.5(7) . . . . no
N2 C41 C50 C51 178.5(4) . . . . no
C43 C44 C49 C48 -175.6(5) . . . . no
C43 C44 C45 C46 175.1(5) . . . . no
C49 C44 C45 C46 -2.4(7) . . . . no
C45 C44 C49 C48 1.9(7) . . . . no
C44 C45 C46 C47 0.4(8) . . . . no
C45 C46 C47 C48 2.0(9) . . . . no
C46 C47 C48 C49 -2.5(10) . . . . no
C47 C48 C49 C44 0.5(9) . . . . no
C41 C50 C51 S4 1.4(7) . . . . no
C41 C50 C51 C52 -174.5(5) . . . . no
S4 C51 C52 C53 2.5(6) . . . . no
C50 C51 C52 C53 178.8(4) . . . . no
C51 C52 C53 C54 -2.4(7) . . . . no
C52 C53 C54 S4 1.2(7) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
S2 C15 3.027(4) . . no
S2 C16 3.310(4) . . no
S4 C42 2.994(5) . . no
S4 C43 3.251(5) . . no
S4 C55 3.645(5) . 2_666 no
S4 H55C 3.1500 . 2_666 no
O2 C23 3.059(5) . . no
O4 C50 3.156(5) . . no
O1 H9 2.6200 . . no
O1 H7B 2.4200 . . no
O1 H54 2.8500 . 2_666 no
O2 H55A 2.9000 . . no
O2 H23 2.8900 . . no
O2 H30 2.7000 . 2_756 no
O2 H13 2.5900 . . no
O2 H37 2.8100 . . no
O3 H36 2.7500 . . no
O3 H34A 2.4000 . . no
O4 H10 2.8500 . 1_556 no
O4 H55B 2.8100 . 2_766 no
O4 H40 2.5200 . . no
O4 H3 2.8400 . 2_666 no
C4 C52 3.550(7) . 2_666 no
C5 C15 3.546(6) . . no
C6 C14 3.568(6) . . no
C7 C9 3.444(6) . . no
C8 C15 3.382(5) . . no
C9 C7 3.444(6) . . no
C12 C21 3.502(6) . 2_755 no
C13 C15 3.290(5) . . no
C13 C14 3.508(5) . . no
C13 C16 3.506(6) . . no
C14 C13 3.508(5) . . no
C14 C6 3.568(6) . . no
C15 S2 3.027(4) . . no
C15 C13 3.290(5) . . no
C15 C8 3.382(5) . . no
C15 C5 3.546(6) . . no
C16 C13 3.506(6) . . no
C16 S2 3.310(4) . . no
C17 C21 3.424(6) . 2_655 no
C20 C29 3.594(9) . 1_554 no
C21 C22 3.337(6) . 2_655 no
C21 C17 3.424(6) . 2_655 no
C21 C12 3.502(6) . 2_755 no
C22 C21 3.337(6) . 2_655 no
C22 C22 3.359(6) . 2_655 no
C23 O2 3.059(5) . . no
C25 C44 3.546(7) . . no
C28B C48 3.486(11) . 2_656 no
C29 C20 3.594(9) . 1_556 no
C33 C41 3.471(8) . . no
C34 C36 3.438(6) . . no
C35 C42 3.344(6) . . no
C36 C34 3.438(6) . . no
C39 C40 3.532(6) . 2_766 no
C40 C39 3.532(6) . 2_766 no
C40 C42 3.552(6) . . no
C41 C33 3.471(8) . . no
C42 C35 3.344(6) . . no
C42 C40 3.552(6) . . no
C42 S4 2.994(5) . . no
C43 S4 3.251(5) . . no
C44 C25 3.546(7) . . no
C48 C28B 3.486(11) . 2_656 no
C50 O4 3.156(5) . . no
C52 C4 3.550(7) . 2_666 no
C55 S4 3.645(5) . 2_666 no
C2 H9 3.0700 . 2_665 no
C3 H47 2.9500 . . no
C8 H7A 3.0600 . . no
C9 H7A 3.0800 . . no
C10 H54 3.0800 . 1_654 no
C11 H18 2.9200 . . no
C15 H7A 2.6000 . . no
C17 H12 3.0700 . 2_755 no
C18 H52 3.0000 . 1_554 no
C22 H12 3.0300 . 2_755 no
C28B H48 2.9100 . 2_656 no
C29 H20 2.9100 . 1_556 no
C34 H36 3.0300 . . no
C36 H48 2.9500 . 1_655 no
C38 H45 2.8700 . . no
C39 H45 2.8600 . . no
C42 H34B 2.5700 . . no
C43 H25 3.0000 . . no
C44 H25 2.8100 . . no
C46 H23 3.0600 . . no
C47 H40 3.0800 . 2_666 no
C47 H39 2.9600 . 2_666 no
C48 H39 2.8700 . 2_666 no
C49 H39 3.0500 . 2_666 no
C52 H21 2.9800 . 2_656 no
C52 H4 2.9300 . 2_666 no
C53 H21 2.8500 . 2_656 no
C53 H4 2.9000 . 2_666 no
C54 H28C 3.1000 . 1_456 no
C54 H4 3.0400 . 2_666 no
H3 O4 2.8400 . 2_666 no
H4 H7B 2.5700 . . no
H4 C52 2.9300 . 2_666 no
H4 C54 3.0400 . 2_666 no
H4 C53 2.9000 . 2_666 no
H6 H21 2.4800 . 2_655 no
H6 H7A 2.3700 . . no
H7A C8 3.0600 . . no
H7A H6 2.3700 . . no
H7A C9 3.0800 . . no
H7A C15 2.6000 . . no
H7B H4 2.5700 . . no
H7B O1 2.4200 . . no
H9 C2 3.0700 . 2_665 no
H9 O1 2.6200 . . no
H10 O4 2.8500 . 1_554 no
H12 C17 3.0700 . 2_755 no
H12 H28B 2.3500 . . no
H12 C22 3.0300 . 2_755 no
H13 O2 2.5900 . . no
H18 C11 2.9200 . . no
H20 C29 2.9100 . 1_554 no
H21 H6 2.4800 . 2_655 no
H21 C53 2.8500 . 2_656 no
H21 H53 2.4700 . 2_656 no
H21 C52 2.9800 . 2_656 no
H23 O2 2.8900 . . no
H23 C46 3.0600 . . no
H23 H25 2.5800 . . no
H25 C43 3.0000 . . no
H25 C44 2.8100 . . no
H25 H23 2.5800 . . no
H27 H49 2.5700 . 2_656 no
H28B H12 2.3500 . . no
H28C C54 3.1000 . 1_654 no
H30 O2 2.7000 . 2_756 no
H31 H34A 2.4400 . . no
H33 H34B 2.4000 . . no
H34A O3 2.4000 . . no
H34A H31 2.4400 . . no
H34A H36 2.5000 . . no
H34B C42 2.5700 . . no
H34B H33 2.4000 . . no
H36 O3 2.7500 . . no
H36 C34 3.0300 . . no
H36 H34A 2.5000 . . no
H36 H48 2.5000 . 1_655 no
H37 O2 2.8100 . . no
H37 H55A 2.4000 . . no
H39 H55B 2.4800 . . no
H39 C47 2.9600 . 2_666 no
H39 C48 2.8700 . 2_666 no
H39 C49 3.0500 . 2_666 no
H40 O4 2.5200 . . no
H40 C47 3.0800 . 2_666 no
H45 C38 2.8700 . . no
H45 C39 2.8600 . . no
H47 C3 2.9500 . . no
H48 C36 2.9500 . 1_455 no
H48 H36 2.5000 . 1_455 no
H48 C28B 2.9100 . 2_656 no
H49 H27 2.5700 . 2_656 no
H52 C18 3.0000 . 1_556 no
H53 H21 2.4700 . 2_656 no
H54 C10 3.0800 . 1_456 no
H54 O1 2.8500 . 2_666 no
H55A O2 2.9000 . . no
H55A H37 2.4000 . . no
H55B H39 2.4800 . . no
H55B O4 2.8100 . 2_766 no
H55C S4 3.1500 . 2_666 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C7 H7B O1 0.9700 2.4200 2.904(5) 110.00 . yes
C13 H13 O2 0.9300 2.5900 2.949(5) 103.00 . yes
C34 H34A O3 0.9700 2.4000 2.892(6) 111.00 . yes
C40 H40 O4 0.9300 2.5200 2.901(6) 105.00 . yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xxx
_database_code_depnum_ccdc_archive 'CCDC 1414252'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-08-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 F3 N O2'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C20 H14 F3 N O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         357.32
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
F F 0.0171 0.0103 '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'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   14.816(5)
_cell_length_b                   7.625(2)
_cell_length_c                   15.920(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.298(6)
_cell_angle_gamma                90
_cell_volume                     1707.6(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1870
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.4
_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless

_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.140

_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  0.984

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_diffrn_source_current           0.6
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   MicroMax003_Mo
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 CCD
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'

_diffrn_reflns_number            10113
_diffrn_reflns_av_R_equivalents  0.1046
_diffrn_reflns_av_sigmaI/netI    0.1353
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         25.37
_reflns_number_total             3027
_reflns_number_gt                1792
_reflns_threshold_expression     >2sigma(I)


_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.967
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'


#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0434P)²+0.1100P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3027
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1471
_refine_ls_wR_factor_gt          0.1330
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.043

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
F1 F Uani 0.34112(14) 0.1665(2) -0.03662(11) 1.000 0.0989(8) . .
F2 F Uani 0.45844(14) 0.3069(3) -0.05296(12) 1.000 0.1207(10) . .
F3 F Uani 0.36946(14) 0.4265(2) 0.01256(11) 1.000 0.1040(9) . .
O1 O Uani 0.11750(14) 0.2374(2) 0.33902(10) 1.000 0.0719(8) . .
O2 O Uani 0.10449(16) 0.4450(2) 0.23635(11) 1.000 0.0879(8) . .
N1 N Uani 0.13365(13) 0.1576(2) 0.21159(11) 1.000 0.0449(7) . .
C1 C Uani -0.1669(2) 0.3115(3) -0.07320(17) 1.000 0.0602(10) . .
C2 C Uani -0.21661(18) 0.2274(3) -0.02488(18) 1.000 0.0599(10) . .
C3 C Uani -0.16676(18) 0.1401(3) 0.05188(17) 1.000 0.0559(9) . .
C4 C Uani -0.06883(18) 0.1379(3) 0.07975(16) 1.000 0.0489(8) . .
C5 C Uani -0.01750(16) 0.2215(3) 0.03157(14) 1.000 0.0422(8) . .
C6 C Uani -0.06953(18) 0.3064(3) -0.04632(15) 1.000 0.0523(9) . .
C7 C Uani 0.08590(16) 0.2160(3) 0.05321(14) 1.000 0.0449(8) . .
C8 C Uani 0.15321(17) 0.1835(3) 0.13053(15) 1.000 0.0441(8) . .
C9 C Uani 0.11768(18) 0.2945(3) 0.25883(15) 1.000 0.0534(9) . .
C10 C Uani 0.1329(2) 0.0525(3) 0.34582(16) 1.000 0.0686(10) . .
C11 C Uani 0.1617(2) 0.0026(3) 0.26597(15) 1.000 0.0676(10) . .
C12 C Uani 0.25242(18) 0.1772(3) 0.13747(15) 1.000 0.0499(9) . .
C13 C Uani 0.33436(19) 0.1676(3) 0.14431(16) 1.000 0.0542(10) . .
C14 C Uani 0.43477(17) 0.1566(3) 0.15585(17) 1.000 0.0512(9) . .
C15 C Uani 0.4952(2) 0.0956(3) 0.23652(18) 1.000 0.0676(11) . .
C16 C Uani 0.5915(2) 0.0842(4) 0.2512(2) 1.000 0.0794(12) . .
C17 C Uani 0.6295(2) 0.1338(4) 0.1866(2) 1.000 0.0803(13) . .
C18 C Uani 0.5712(2) 0.1969(4) 0.1066(2) 1.000 0.0713(11) . .
C19 C Uani 0.47404(18) 0.2075(3) 0.09062(17) 1.000 0.0553(10) . .
C20 C Uani 0.4109(2) 0.2755(4) 0.0039(2) 1.000 0.0720(12) . .
H1 H Uiso -0.19970 0.37200 -0.12440 1.000 0.0720 calc R
H2 H Uiso -0.28270 0.22920 -0.04360 1.000 0.0720 calc R
H3 H Uiso -0.19960 0.08250 0.08490 1.000 0.0670 calc R
H4 H Uiso -0.03640 0.07960 0.13180 1.000 0.0590 calc R
H6 H Uiso -0.03730 0.36080 -0.08080 1.000 0.0630 calc R
H7 H Uiso 0.10860 0.23860 0.00600 1.000 0.0540 calc R
H10A H Uiso 0.07530 -0.00840 0.34530 1.000 0.0820 calc R
H10B H Uiso 0.18290 0.02350 0.40000 1.000 0.0820 calc R
H11A H Uiso 0.22960 -0.01810 0.28170 1.000 0.0810 calc R
H11B H Uiso 0.12780 -0.10060 0.23680 1.000 0.0810 calc R
H15 H Uiso 0.47010 0.06240 0.28080 1.000 0.0810 calc R
H16 H Uiso 0.63110 0.04280 0.30520 1.000 0.0950 calc R
H17 H Uiso 0.69460 0.12480 0.19660 1.000 0.0960 calc R
H18 H Uiso 0.59730 0.23240 0.06340 1.000 0.0860 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C20 1.326(4) . . yes
F2 C20 1.332(4) . . yes
F3 C20 1.332(4) . . yes
O1 C9 1.350(3) . . yes
O1 C10 1.427(3) . . yes
O2 C9 1.200(3) . . yes
N1 C8 1.422(3) . . yes
N1 C9 1.350(3) . . yes
N1 C11 1.447(3) . . yes
C1 C2 1.379(4) . . no
C1 C6 1.371(4) . . no
C2 C3 1.384(4) . . no
C3 C4 1.378(4) . . no
C4 C5 1.393(4) . . no
C5 C6 1.397(3) . . no
C5 C7 1.462(4) . . no
C7 C8 1.342(3) . . no
C8 C12 1.440(4) . . no
C10 C11 1.511(4) . . no
C12 C13 1.187(4) . . no
C13 C14 1.443(4) . . no
C14 C15 1.395(4) . . no
C14 C19 1.395(4) . . no
C15 C16 1.374(4) . . no
C16 C17 1.372(4) . . no
C17 C18 1.382(4) . . no
C18 C19 1.383(4) . . no
C19 C20 1.496(4) . . no
C1 H1 0.9300 . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C6 H6 0.9300 . . no
C7 H7 0.9300 . . no
C10 H10A 0.9700 . . no
C10 H10B 0.9700 . . no
C11 H11A 0.9700 . . no
C11 H11B 0.9700 . . no
C15 H15 0.9300 . . no
C16 H16 0.9300 . . no
C17 H17 0.9300 . . no
C18 H18 0.9300 . . no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O1 C10 110.05(18) . . . yes
C8 N1 C9 121.28(18) . . . yes
C8 N1 C11 123.66(19) . . . yes
C9 N1 C11 111.46(18) . . . yes
C2 C1 C6 120.5(2) . . . no
C1 C2 C3 119.1(3) . . . no
C2 C3 C4 120.4(2) . . . no
C3 C4 C5 121.3(2) . . . no
C4 C5 C6 117.2(2) . . . no
C4 C5 C7 124.8(2) . . . no
C6 C5 C7 117.9(2) . . . no
C1 C6 C5 121.6(2) . . . no
C5 C7 C8 130.1(2) . . . no
N1 C8 C7 123.6(2) . . . yes
N1 C8 C12 114.8(2) . . . yes
C7 C8 C12 121.6(2) . . . no
O1 C9 O2 122.8(2) . . . yes
O1 C9 N1 109.28(19) . . . yes
O2 C9 N1 127.9(2) . . . yes
O1 C10 C11 105.40(19) . . . yes
N1 C11 C10 101.17(19) . . . yes
C8 C12 C13 178.2(2) . . . no
C12 C13 C14 178.1(3) . . . no
C13 C14 C15 118.3(2) . . . no
C13 C14 C19 122.9(2) . . . no
C15 C14 C19 118.8(3) . . . no
C14 C15 C16 120.7(3) . . . no
C15 C16 C17 120.3(3) . . . no
C16 C17 C18 120.2(3) . . . no
C17 C18 C19 120.2(3) . . . no
C14 C19 C18 120.0(2) . . . no
C14 C19 C20 119.8(2) . . . no
C18 C19 C20 120.2(3) . . . no
F1 C20 F2 106.3(2) . . . yes
F1 C20 F3 106.1(2) . . . yes
F1 C20 C19 113.5(2) . . . yes
F2 C20 F3 105.9(2) . . . yes
F2 C20 C19 112.3(3) . . . yes
F3 C20 C19 112.3(2) . . . yes
C2 C1 H1 120.00 . . . no
C6 C1 H1 120.00 . . . no
C1 C2 H2 120.00 . . . no
C3 C2 H2 120.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 119.00 . . . no
C5 C4 H4 119.00 . . . no
C1 C6 H6 119.00 . . . no
C5 C6 H6 119.00 . . . no
C5 C7 H7 115.00 . . . no
C8 C7 H7 115.00 . . . no
O1 C10 H10A 111.00 . . . no
O1 C10 H10B 111.00 . . . no
C11 C10 H10A 111.00 . . . no
C11 C10 H10B 111.00 . . . no
H10A C10 H10B 109.00 . . . no
N1 C11 H11A 112.00 . . . no
N1 C11 H11B 112.00 . . . no
C10 C11 H11A 112.00 . . . no
C10 C11 H11B 112.00 . . . no
H11A C11 H11B 109.00 . . . no
C14 C15 H15 120.00 . . . no
C16 C15 H15 120.00 . . . no
C15 C16 H16 120.00 . . . no
C17 C16 H16 120.00 . . . no
C16 C17 H17 120.00 . . . no
C18 C17 H17 120.00 . . . no
C17 C18 H18 120.00 . . . no
C19 C18 H18 120.00 . . . no

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 O1 C10 C11 10.5(3) . . . . no
C10 O1 C9 O2 178.7(3) . . . . no
C10 O1 C9 N1 -0.8(3) . . . . no
C8 N1 C9 O1 -169.4(2) . . . . no
C11 N1 C9 O1 -10.1(3) . . . . no
C8 N1 C9 O2 11.2(4) . . . . no
C11 N1 C9 O2 170.5(3) . . . . no
C11 N1 C8 C12 -58.0(3) . . . . no
C9 N1 C8 C12 98.8(3) . . . . no
C8 N1 C11 C10 174.4(2) . . . . no
C9 N1 C11 C10 15.6(3) . . . . no
C9 N1 C8 C7 -79.6(3) . . . . no
C11 N1 C8 C7 123.7(3) . . . . no
C6 C1 C2 C3 1.0(4) . . . . no
C2 C1 C6 C5 -2.0(4) . . . . no
C1 C2 C3 C4 0.3(4) . . . . no
C2 C3 C4 C5 -0.5(4) . . . . no
C3 C4 C5 C6 -0.4(3) . . . . no
C3 C4 C5 C7 -175.8(2) . . . . no
C4 C5 C7 C8 -22.7(4) . . . . no
C4 C5 C6 C1 1.7(3) . . . . no
C6 C5 C7 C8 161.9(2) . . . . no
C7 C5 C6 C1 177.4(2) . . . . no
C5 C7 C8 C12 177.5(2) . . . . no
C5 C7 C8 N1 -4.3(4) . . . . no
O1 C10 C11 N1 -15.1(3) . . . . no
C13 C14 C15 C16 -179.4(2) . . . . no
C19 C14 C15 C16 -0.6(4) . . . . no
C13 C14 C19 C18 178.7(2) . . . . no
C13 C14 C19 C20 -0.6(4) . . . . no
C15 C14 C19 C18 0.0(4) . . . . no
C15 C14 C19 C20 -179.3(2) . . . . no
C14 C15 C16 C17 0.4(4) . . . . no
C15 C16 C17 C18 0.5(5) . . . . no
C16 C17 C18 C19 -1.1(5) . . . . no
C17 C18 C19 C14 0.9(4) . . . . no
C17 C18 C19 C20 -179.9(3) . . . . no
C14 C19 C20 F1 -55.3(3) . . . . no
C14 C19 C20 F2 -175.7(2) . . . . no
C14 C19 C20 F3 65.1(3) . . . . no
C18 C19 C20 F1 125.5(3) . . . . no
C18 C19 C20 F2 5.0(4) . . . . no
C18 C19 C20 F3 -114.2(3) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F1 C13 2.913(3) . . no
F3 C13 3.042(3) . . no
F1 H3 2.7500 . 3_555 no
F2 H18 2.3700 . . no
F3 H10B 2.8100 . 4_554 no
O2 C7 3.335(3) . . no
O1 H7 2.7100 . 4_555 no
O2 H4 2.7900 . 2_555 no
O2 H10A 2.6000 . 2_555 no
O2 H6 2.7900 . 3_565 no
N1 C4 3.078(3) . . no
N1 H4 2.5100 . . no
C2 C12 3.524(4) . 3_555 no
C3 C10 3.504(3) . 2_555 no
C3 C7 3.587(4) . 3_555 no
C4 C9 3.499(4) . . no
C4 N1 3.078(3) . . no
C4 C7 3.390(3) . 3_555 no
C5 C9 3.586(3) . . no
C7 O2 3.335(3) . . no
C7 C4 3.390(3) . 3_555 no
C7 C3 3.587(4) . 3_555 no
C9 C4 3.499(4) . . no
C9 C5 3.586(3) . . no
C10 C3 3.504(4) . 2_545 no
C12 C2 3.524(4) . 3_555 no
C13 F3 3.042(3) . . no
C13 F1 2.913(3) . . no
C13 C16 3.594(4) . 2_655 no
C16 C13 3.594(4) . 2_645 no
C2 H10B 2.9500 . 2_555 no
C3 H10B 3.0500 . 2_555 no
C4 H10A 2.9600 . 2_555 no
C8 H4 2.9300 . . no
C9 H4 3.0100 . . no
C11 H4 3.1000 . . no
C12 H11A 2.8400 . . no
C13 H16 2.9700 . 2_655 no
H1 H16 2.4900 . 4_454 no
H3 F1 2.7500 . 3_555 no
H4 N1 2.5100 . . no
H4 C8 2.9300 . . no
H4 C9 3.0100 . . no
H4 C11 3.1000 . . no
H4 O2 2.7900 . 2_545 no
H6 H7 2.3600 . . no
H6 O2 2.7900 . 3_565 no
H6 H10A 2.5800 . 4_554 no
H7 H6 2.3600 . . no
H7 O1 2.7100 . 4_554 no
H10A O2 2.6000 . 2_545 no
H10A C4 2.9600 . 2_545 no
H10A H6 2.5800 . 4_555 no
H10B C2 2.9500 . 2_545 no
H10B C3 3.0500 . 2_545 no
H10B F3 2.8100 . 4_555 no
H11A C12 2.8400 . . no
H16 C13 2.9700 . 2_645 no
H16 H1 2.4900 . 4_655 no
H18 F2 2.3700 . . no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C4 H4 N1 0.9300 2.5100 3.078(3) 120.00 . yes
C10 H10A O2 0.9700 2.6000 3.445(4) 146.00 2_545 yes
C18 H18 F2 0.9300 2.3700 2.699(4) 101.00 . yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xxx
_database_code_depnum_ccdc_archive 'CCDC 1414290'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-08-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H25 N O2 S'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C27 H25 N O2 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         427.55
_chemical_compound_source        'see text'

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

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z

_cell_length_a                   7.9578(19)
_cell_length_b                   10.706(3)
_cell_length_c                   27.133(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2311.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2880
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      25.4
_cell_special_details            
;
;

_exptl_crystal_description       Platelet
_exptl_crystal_colour            'P 21 21 21'

_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.100
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_T_max  0.984

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      293(2)
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_diffrn_source_current           0.6
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   MicroMax003_Mo
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 CCD
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'

_diffrn_reflns_number            15413
_diffrn_reflns_av_R_equivalents  0.0892
_diffrn_reflns_av_sigmaI/netI    0.0754
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         25.38
_reflns_number_total             4209
_reflns_number_gt                3006
_reflns_threshold_expression     >2sigma(I)
_diffrn_reflns_theta_full        25.38
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'


#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0341P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_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   -0.07(8)
_refine_ls_number_reflns         4209
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.0920
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   0.874
_refine_ls_restrained_S_all      0.874
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.030

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S Uani 0.37955(8) 0.36002(7) 0.10099(2) 1.000 0.0496(2) . .
O2 O Uani 0.2220(2) 0.3812(2) 0.12544(6) 1.000 0.0668(7) . .
O3 O Uani 0.4675(2) 0.24543(18) 0.10911(6) 1.000 0.0614(7) . .
N7 N Uani 0.5041(3) 0.4726(2) 0.11962(6) 1.000 0.0470(7) . .
C1 C Uani 0.6946(4) 0.7958(3) 0.21270(13) 1.000 0.0857(14) . .
C2 C Uani 0.6395(5) 0.7559(4) 0.25751(11) 1.000 0.0849(14) . .
C3 C Uani 0.5155(5) 0.6667(4) 0.26049(10) 1.000 0.0799(13) . .
C4 C Uani 0.4481(4) 0.6172(3) 0.21806(9) 1.000 0.0647(10) . .
C5 C Uani 0.5027(3) 0.6568(3) 0.17242(8) 1.000 0.0498(9) . .
C6 C Uani 0.6253(4) 0.7458(3) 0.17030(10) 1.000 0.0686(11) . .
C7 C Uani 0.4328(3) 0.5990(3) 0.12633(9) 1.000 0.0579(10) . .
C8 C Uani 0.6777(3) 0.4710(2) 0.10259(9) 1.000 0.0453(8) . .
C9 C Uani 0.8008(3) 0.4388(3) 0.13322(9) 1.000 0.0527(9) . .
C10 C Uani 0.7826(4) 0.4013(3) 0.18426(9) 1.000 0.0604(10) . .
C11 C Uani 0.9064(4) 0.4508(4) 0.22131(11) 1.000 0.0888(15) . .
C12 C Uani 0.9104(4) 0.3183(4) 0.20810(11) 1.000 0.0766(13) . .
C13 C Uani 0.7034(3) 0.5173(3) 0.05324(9) 1.000 0.0530(10) . .
C14 C Uani 0.6998(3) 0.5560(3) 0.01257(10) 1.000 0.0570(10) . .
C15 C Uani 0.6830(3) 0.5983(3) -0.03785(9) 1.000 0.0543(10) . .
C16 C Uani 0.7661(4) 0.5384(3) -0.07621(10) 1.000 0.0692(11) . .
C17 C Uani 0.7426(5) 0.5767(4) -0.12408(11) 1.000 0.0845(16) . .
C18 C Uani 0.6336(5) 0.6737(4) -0.13412(12) 1.000 0.0883(15) . .
C19 C Uani 0.5509(4) 0.7329(3) -0.09690(12) 1.000 0.0797(12) . .
C20 C Uani 0.5762(4) 0.6966(3) -0.04912(10) 1.000 0.0649(11) . .
C21 C Uani 0.3463(3) 0.3767(3) 0.03726(8) 1.000 0.0450(8) . .
C22 C Uani 0.4344(3) 0.3031(3) 0.00456(9) 1.000 0.0538(10) . .
C23 C Uani 0.4142(4) 0.3224(3) -0.04542(9) 1.000 0.0602(11) . .
C24 C Uani 0.3079(4) 0.4134(3) -0.06367(9) 1.000 0.0554(10) . .
C25 C Uani 0.2199(4) 0.4850(3) -0.02978(10) 1.000 0.0611(11) . .
C26 C Uani 0.2387(3) 0.4677(3) 0.02026(9) 1.000 0.0559(10) . .
C27 C Uani 0.2900(4) 0.4329(3) -0.11837(9) 1.000 0.0804(13) . .
H1 H Uiso 0.77810 0.85640 0.21060 1.000 0.1030 calc R
H2 H Uiso 0.68580 0.78890 0.28610 1.000 0.1020 calc R
H3 H Uiso 0.47720 0.64000 0.29110 1.000 0.0960 calc R
H4 H Uiso 0.36490 0.55640 0.22020 1.000 0.0780 calc R
H6 H Uiso 0.66310 0.77340 0.13970 1.000 0.0820 calc R
H7A H Uiso 0.31140 0.59370 0.12870 1.000 0.0690 calc R
H7B H Uiso 0.46050 0.65060 0.09810 1.000 0.0690 calc R
H9 H Uiso 0.90940 0.44050 0.12060 1.000 0.0630 calc R
H10 H Uiso 0.66700 0.39160 0.19600 1.000 0.0720 calc R
H11A H Uiso 0.99670 0.50350 0.20930 1.000 0.1070 calc R
H11B H Uiso 0.86430 0.47280 0.25370 1.000 0.1070 calc R
H12A H Uiso 0.87100 0.25870 0.23240 1.000 0.0920 calc R
H12B H Uiso 1.00340 0.28940 0.18800 1.000 0.0920 calc R
H16 H Uiso 0.83800 0.47200 -0.06940 1.000 0.0830 calc R
H17 H Uiso 0.80000 0.53740 -0.14960 1.000 0.1020 calc R
H18 H Uiso 0.61640 0.69880 -0.16650 1.000 0.1060 calc R
H19 H Uiso 0.47740 0.79800 -0.10400 1.000 0.0950 calc R
H20 H Uiso 0.52100 0.73840 -0.02380 1.000 0.0780 calc R
H22 H Uiso 0.50660 0.24130 0.01600 1.000 0.0650 calc R
H23 H Uiso 0.47380 0.27270 -0.06740 1.000 0.0730 calc R
H25 H Uiso 0.14640 0.54610 -0.04110 1.000 0.0730 calc R
H26 H Uiso 0.17920 0.51720 0.04240 1.000 0.0670 calc R
H27A H Uiso 0.39470 0.46200 -0.13170 1.000 0.1200 calc R
H27B H Uiso 0.20400 0.49390 -0.12450 1.000 0.1200 calc R
H27C H Uiso 0.25980 0.35540 -0.13380 1.000 0.1200 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4365(18) . . yes
S1 O3 1.430(2) . . yes
S1 N7 1.640(2) . . yes
S1 C21 1.758(2) . . yes
N7 C7 1.479(4) . . yes
N7 C8 1.457(3) . . yes
C1 C2 1.361(5) . . no
C1 C6 1.384(4) . . no
C2 C3 1.376(6) . . no
C3 C4 1.376(4) . . no
C4 C5 1.379(4) . . no
C5 C6 1.365(4) . . no
C5 C7 1.502(4) . . no
C8 C9 1.330(3) . . no
C8 C13 1.442(4) . . no
C9 C10 1.449(4) . . no
C10 C11 1.504(4) . . no
C10 C12 1.497(5) . . no
C11 C12 1.464(6) . . no
C13 C14 1.179(4) . . no
C14 C15 1.447(4) . . no
C15 C16 1.390(4) . . no
C15 C20 1.387(4) . . no
C16 C17 1.375(4) . . no
C17 C18 1.380(6) . . no
C18 C19 1.362(5) . . no
C19 C20 1.368(4) . . no
C21 C22 1.378(4) . . no
C21 C26 1.377(4) . . no
C22 C23 1.381(4) . . no
C23 C24 1.382(4) . . no
C24 C25 1.387(4) . . no
C24 C27 1.506(4) . . no
C25 C26 1.379(4) . . no
C1 H1 0.9300 . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C6 H6 0.9300 . . no
C7 H7A 0.9700 . . no
C7 H7B 0.9700 . . no
C9 H9 0.9300 . . no
C10 H10 0.9800 . . no
C11 H11A 0.9700 . . no
C11 H11B 0.9700 . . no
C12 H12A 0.9700 . . no
C12 H12B 0.9700 . . no
C16 H16 0.9300 . . no
C17 H17 0.9300 . . no
C18 H18 0.9300 . . no
C19 H19 0.9300 . . no
C20 H20 0.9300 . . no
C22 H22 0.9300 . . no
C23 H23 0.9300 . . no
C25 H25 0.9300 . . no
C26 H26 0.9300 . . no
C27 H27A 0.9600 . . no
C27 H27B 0.9600 . . no
C27 H27C 0.9600 . . no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O3 119.45(11) . . . yes
O2 S1 N7 105.61(12) . . . yes
O2 S1 C21 107.87(11) . . . yes
O3 S1 N7 106.69(11) . . . yes
O3 S1 C21 108.20(12) . . . yes
N7 S1 C21 108.62(12) . . . yes
S1 N7 C7 118.59(18) . . . yes
S1 N7 C8 117.82(16) . . . yes
C7 N7 C8 114.44(19) . . . yes
C2 C1 C6 119.5(3) . . . no
C1 C2 C3 120.1(3) . . . no
C2 C3 C4 119.9(3) . . . no
C3 C4 C5 120.7(3) . . . no
C4 C5 C6 118.5(2) . . . no
C4 C5 C7 120.3(3) . . . no
C6 C5 C7 121.1(2) . . . no
C1 C6 C5 121.3(3) . . . no
N7 C7 C5 109.7(2) . . . yes
N7 C8 C9 120.2(2) . . . yes
N7 C8 C13 115.1(2) . . . yes
C9 C8 C13 124.4(2) . . . no
C8 C9 C10 126.5(2) . . . no
C9 C10 C11 118.4(3) . . . no
C9 C10 C12 120.6(3) . . . no
C11 C10 C12 58.4(2) . . . no
C10 C11 C12 60.6(2) . . . no
C10 C12 C11 61.0(2) . . . no
C8 C13 C14 170.5(3) . . . no
C13 C14 C15 175.5(3) . . . no
C14 C15 C16 121.3(3) . . . no
C14 C15 C20 120.2(2) . . . no
C16 C15 C20 118.5(2) . . . no
C15 C16 C17 120.3(3) . . . no
C16 C17 C18 119.8(3) . . . no
C17 C18 C19 120.5(3) . . . no
C18 C19 C20 120.0(3) . . . no
C15 C20 C19 121.0(3) . . . no
S1 C21 C22 119.9(2) . . . yes
S1 C21 C26 119.7(2) . . . yes
C22 C21 C26 120.4(2) . . . no
C21 C22 C23 119.2(3) . . . no
C22 C23 C24 121.9(3) . . . no
C23 C24 C25 117.5(2) . . . no
C23 C24 C27 120.6(3) . . . no
C25 C24 C27 122.0(3) . . . no
C24 C25 C26 121.6(3) . . . no
C21 C26 C25 119.5(3) . . . no
C2 C1 H1 120.00 . . . no
C6 C1 H1 120.00 . . . no
C1 C2 H2 120.00 . . . no
C3 C2 H2 120.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 120.00 . . . no
C5 C4 H4 120.00 . . . no
C1 C6 H6 119.00 . . . no
C5 C6 H6 119.00 . . . no
N7 C7 H7A 110.00 . . . no
N7 C7 H7B 110.00 . . . no
C5 C7 H7A 110.00 . . . no
C5 C7 H7B 110.00 . . . no
H7A C7 H7B 108.00 . . . no
C8 C9 H9 117.00 . . . no
C10 C9 H9 117.00 . . . no
C9 C10 H10 116.00 . . . no
C11 C10 H10 116.00 . . . no
C12 C10 H10 116.00 . . . no
C10 C11 H11A 118.00 . . . no
C10 C11 H11B 118.00 . . . no
C12 C11 H11A 118.00 . . . no
C12 C11 H11B 118.00 . . . no
H11A C11 H11B 115.00 . . . no
C10 C12 H12A 118.00 . . . no
C10 C12 H12B 118.00 . . . no
C11 C12 H12A 118.00 . . . no
C11 C12 H12B 118.00 . . . no
H12A C12 H12B 115.00 . . . no
C15 C16 H16 120.00 . . . no
C17 C16 H16 120.00 . . . no
C16 C17 H17 120.00 . . . no
C18 C17 H17 120.00 . . . no
C17 C18 H18 120.00 . . . no
C19 C18 H18 120.00 . . . no
C18 C19 H19 120.00 . . . no
C20 C19 H19 120.00 . . . no
C15 C20 H20 119.00 . . . no
C19 C20 H20 120.00 . . . no
C21 C22 H22 120.00 . . . no
C23 C22 H22 120.00 . . . no
C22 C23 H23 119.00 . . . no
C24 C23 H23 119.00 . . . no
C24 C25 H25 119.00 . . . no
C26 C25 H25 119.00 . . . no
C21 C26 H26 120.00 . . . no
C25 C26 H26 120.00 . . . no
C24 C27 H27A 110.00 . . . no
C24 C27 H27B 109.00 . . . no
C24 C27 H27C 109.00 . . . no
H27A C27 H27B 109.00 . . . no
H27A C27 H27C 109.00 . . . no
H27B C27 H27C 109.00 . . . no

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N7 C7 -38.15(18) . . . . no
O3 S1 N7 C7 -166.23(16) . . . . no
C21 S1 N7 C7 77.34(19) . . . . no
O2 S1 N7 C8 176.74(16) . . . . no
O3 S1 N7 C8 48.66(18) . . . . no
C21 S1 N7 C8 -67.8(2) . . . . no
O3 S1 C21 C22 -14.8(3) . . . . no
N7 S1 C21 C22 100.7(3) . . . . no
O2 S1 C21 C26 38.0(3) . . . . no
O3 S1 C21 C26 168.5(2) . . . . no
N7 S1 C21 C26 -76.0(2) . . . . no
O2 S1 C21 C22 -145.3(2) . . . . no
C7 N7 C8 C9 107.4(3) . . . . no
S1 N7 C8 C13 79.5(2) . . . . no
S1 N7 C8 C9 -106.1(2) . . . . no
C7 N7 C8 C13 -67.0(3) . . . . no
S1 N7 C7 C5 138.76(17) . . . . no
C8 N7 C7 C5 -75.0(2) . . . . no
C6 C1 C2 C3 -0.2(6) . . . . no
C2 C1 C6 C5 -0.2(5) . . . . no
C1 C2 C3 C4 0.5(6) . . . . no
C2 C3 C4 C5 -0.5(6) . . . . no
C3 C4 C5 C6 0.2(5) . . . . no
C3 C4 C5 C7 177.8(3) . . . . no
C7 C5 C6 C1 -177.5(3) . . . . no
C4 C5 C7 N7 -74.3(3) . . . . no
C4 C5 C6 C1 0.1(5) . . . . no
C6 C5 C7 N7 103.3(3) . . . . no
N7 C8 C9 C10 0.9(4) . . . . no
C13 C8 C9 C10 174.8(3) . . . . no
C8 C9 C10 C12 153.9(3) . . . . no
C8 C9 C10 C11 -138.0(3) . . . . no
C9 C10 C11 C12 -110.3(3) . . . . no
C9 C10 C12 C11 106.5(3) . . . . no
C14 C15 C16 C17 177.1(3) . . . . no
C16 C15 C20 C19 1.0(5) . . . . no
C20 C15 C16 C17 0.2(5) . . . . no
C14 C15 C20 C19 -176.0(3) . . . . no
C15 C16 C17 C18 -1.2(6) . . . . no
C16 C17 C18 C19 0.9(6) . . . . no
C17 C18 C19 C20 0.3(6) . . . . no
C18 C19 C20 C15 -1.2(5) . . . . no
S1 C21 C22 C23 -176.2(2) . . . . no
C26 C21 C22 C23 0.4(4) . . . . no
S1 C21 C26 C25 176.5(2) . . . . no
C22 C21 C26 C25 -0.2(4) . . . . no
C21 C22 C23 C24 -0.1(5) . . . . no
C22 C23 C24 C25 -0.5(5) . . . . no
C22 C23 C24 C27 179.4(3) . . . . no
C23 C24 C25 C26 0.8(5) . . . . no
C27 C24 C25 C26 -179.1(3) . . . . no
C24 C25 C26 C21 -0.5(5) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
S1 H2 3.2000 . 4_645 no
O2 C9 3.415(3) . 1_455 no
O2 C12 3.411(4) . 1_455 no
O3 C27 3.209(4) . 3_555 no
O2 H9 2.5700 . 1_455 no
O2 H12B 2.6200 . 1_455 no
O2 H7A 2.3900 . . no
O2 H2 2.7000 . 4_645 no
O2 H26 2.7000 . . no
O3 H22 2.5500 . . no
O3 H16 2.7600 . 3_455 no
O3 H27C 2.6500 . 3_555 no
N7 H10 2.5900 . . no
C5 C10 3.542(4) . . no
C5 C9 3.494(4) . . no
C6 C8 3.494(4) . . no
C7 C18 3.411(5) . 3_465 no
C7 C26 3.556(4) . . no
C8 C6 3.494(4) . . no
C9 O2 3.415(3) . 1_655 no
C9 C5 3.494(4) . . no
C10 C5 3.542(4) . . no
C12 O2 3.411(4) . 1_655 no
C13 C21 3.245(4) . . no
C13 C22 3.404(4) . . no
C14 C22 3.441(4) . . no
C14 C21 3.471(4) . . no
C18 C7 3.411(5) . 3_565 no
C21 C14 3.471(4) . . no
C21 C13 3.245(4) . . no
C22 C14 3.441(4) . . no
C22 C13 3.404(4) . . no
C26 C7 3.556(4) . . no
C27 O3 3.209(4) . 3_455 no
C3 H10 3.0500 . 4_655 no
C4 H10 3.0400 . . no
C10 H27C 3.0800 . 3_555 no
C12 H27C 2.9900 . 3_555 no
C13 H7B 2.6900 . . no
C17 H27A 3.0400 . . no
C18 H7A 2.8700 . 3_565 no
C18 H27A 2.9600 . . no
C19 H7A 2.9100 . 3_565 no
C25 H22 2.9800 . 3_455 no
C26 H22 3.0600 . 3_455 no
H2 S1 3.2000 . 4_655 no
H2 O2 2.7000 . 4_655 no
H2 H12B 2.5700 . 4_755 no
H4 H7A 2.5500 . . no
H6 H7B 2.3700 . . no
H6 H27B 2.5500 . 3_565 no
H7A O2 2.3900 . . no
H7A H4 2.5500 . . no
H7A C18 2.8700 . 3_465 no
H7A C19 2.9100 . 3_465 no
H7B C13 2.6900 . . no
H7B H6 2.3700 . . no
H9 O2 2.5700 . 1_655 no
H9 H11A 2.5900 . . no
H9 H12B 2.5500 . . no
H10 N7 2.5900 . . no
H10 C4 3.0400 . . no
H10 C3 3.0500 . 4_645 no
H11A H9 2.5900 . . no
H12B O2 2.6200 . 1_655 no
H12B H9 2.5500 . . no
H12B H2 2.5700 . 4_745 no
H16 O3 2.7600 . 3_555 no
H22 O3 2.5500 . . no
H22 C25 2.9800 . 3_555 no
H22 C26 3.0600 . 3_555 no
H25 H27B 2.3800 . . no
H26 O2 2.7000 . . no
H27A C17 3.0400 . . no
H27A C18 2.9600 . . no
H27B H25 2.3800 . . no
H27B H6 2.5500 . 3_465 no
H27C O3 2.6500 . 3_455 no
H27C C10 3.0800 . 3_455 no
H27C C12 2.9900 . 3_455 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C7 H7A O2 0.9700 2.3900 2.873(4) 111.00 . yes
C9 H9 O2 0.9300 2.5700 3.415(3) 151.00 1_655 yes
C10 H10 N7 0.9800 2.5900 2.928(4) 100.00 . yes
C22 H22 O3 0.9300 2.5500 2.915(3) 104.00 . yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xxx
_database_code_depnum_ccdc_archive 'CCDC 1414552'
_audit_update_record             
;
2015-07-23 deposited with the CCDC.
2015-08-11 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H17 N O'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C25 H17 N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         347.40
_chemical_compound_source        'see text'

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

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   6.4707(11)
_cell_length_b                   11.8959(19)
_cell_length_c                   12.415(2)
_cell_angle_alpha                76.422(6)
_cell_angle_beta                 87.715(8)
_cell_angle_gamma                74.476(6)
_cell_volume                     894.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    1376
_cell_measurement_theta_min      3.3
_cell_measurement_theta_max      25.4
_cell_special_details            
;
;

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless

_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             364
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_T_max  0.982

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      100
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_diffrn_source_current           0.6
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   MicroMax003_Mo
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_specimen_support Fiber
_diffrn_detector                 CCD
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'


_diffrn_reflns_number            6200
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_sigmaI/netI    0.0557
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         25.37
_reflns_number_total             3064
_reflns_number_gt                2523
_reflns_threshold_expression     >2sigma(I)

_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 0.935
_computing_data_collection       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.1 b24 (Rigaku, 2012)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0632P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.094(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3064
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1115
_refine_ls_wR_factor_gt          0.1086
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.064

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uani 1.26094(16) 0.78314(12) -0.07189(8) 1.000 0.0383(4) . .
N1 N Uani 0.95580(17) 0.77363(11) 0.27098(9) 1.000 0.0203(4) . .
C1 C Uani 0.1632(2) 1.03854(15) 0.34639(13) 1.000 0.0271(5) . .
C2 C Uani 0.1687(2) 1.08755(15) 0.23384(13) 1.000 0.0294(5) . .
C3 C Uani 0.3571(2) 1.05726(14) 0.17739(13) 1.000 0.0276(5) . .
C4 C Uani 0.5397(2) 0.97774(14) 0.23219(12) 1.000 0.0252(5) . .
C5 C Uani 0.5367(2) 0.92683(13) 0.34630(11) 1.000 0.0214(4) . .
C6 C Uani 0.3455(2) 0.95970(14) 0.40190(12) 1.000 0.0239(4) . .
C7 C Uani 0.7246(2) 0.84808(14) 0.41296(11) 1.000 0.0214(4) . .
C8 C Uani 0.9143(2) 0.78663(14) 0.38224(11) 1.000 0.0204(4) . .
C9 C Uani 0.8537(2) 0.71458(13) 0.21336(11) 1.000 0.0203(4) . .
C10 C Uani 0.6905(2) 0.65885(14) 0.24708(12) 1.000 0.0235(4) . .
C11 C Uani 0.6313(2) 0.59958(15) 0.17526(12) 1.000 0.0277(5) . .
C12 C Uani 0.7270(2) 0.59753(15) 0.07252(12) 1.000 0.0292(5) . .
C13 C Uani 0.8846(2) 0.65625(15) 0.03829(12) 1.000 0.0261(5) . .
C14 C Uani 0.9502(2) 0.71571(14) 0.10955(11) 1.000 0.0211(4) . .
C15 C Uani 1.1136(2) 0.77950(15) 0.10635(11) 1.000 0.0242(4) . .
C16 C Uani 1.1127(2) 0.80935(14) 0.20617(12) 1.000 0.0234(4) . .
C17 C Uani 1.2574(2) 0.80743(16) 0.01852(12) 1.000 0.0307(5) . .
C18 C Uani 1.0923(2) 0.73115(14) 0.45861(11) 1.000 0.0215(4) . .
C19 C Uani 1.2458(2) 0.69390(14) 0.52091(11) 1.000 0.0222(4) . .
C20 C Uani 1.4308(2) 0.65766(14) 0.59399(11) 1.000 0.0211(4) . .
C21 C Uani 1.6233(2) 0.58285(14) 0.56851(11) 1.000 0.0226(4) . .
C22 C Uani 1.8024(2) 0.55282(15) 0.63746(12) 1.000 0.0260(5) . .
C23 C Uani 1.7923(2) 0.59615(15) 0.73204(12) 1.000 0.0276(5) . .
C24 C Uani 1.6025(2) 0.66973(15) 0.75857(12) 1.000 0.0275(5) . .
C25 C Uani 1.4216(2) 0.70054(14) 0.69019(11) 1.000 0.0247(4) . .
H1 H Uiso 0.03710 1.05860 0.38460 1.000 0.0320 calc R
H2 H Uiso 0.04650 1.14060 0.19630 1.000 0.0350 calc R
H3 H Uiso 0.36090 1.09070 0.10190 1.000 0.0330 calc R
H4 H Uiso 0.66490 0.95790 0.19330 1.000 0.0300 calc R
H6 H Uiso 0.34090 0.92790 0.47760 1.000 0.0290 calc R
H7 H Uiso 0.71000 0.83920 0.48910 1.000 0.0260 calc R
H10 H Uiso 0.62460 0.66140 0.31470 1.000 0.0280 calc R
H11 H Uiso 0.52480 0.56000 0.19580 1.000 0.0330 calc R
H12 H Uiso 0.68410 0.55610 0.02650 1.000 0.0350 calc R
H13 H Uiso 0.94560 0.65610 -0.03080 1.000 0.0310 calc R
H16 H Uiso 1.20570 0.84850 0.22700 1.000 0.0280 calc R
H17 H Uiso 1.35580 0.84730 0.03190 1.000 0.0370 calc R
H21 H Uiso 1.63120 0.55310 0.50510 1.000 0.0270 calc R
H22 H Uiso 1.93030 0.50320 0.62000 1.000 0.0310 calc R
H23 H Uiso 1.91330 0.57580 0.77790 1.000 0.0330 calc R
H24 H Uiso 1.59590 0.69870 0.82240 1.000 0.0330 calc R
H25 H Uiso 1.29400 0.74980 0.70840 1.000 0.0300 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C17 1.2209(19) . . yes
N1 C8 1.4327(18) . . yes
N1 C9 1.4013(19) . . yes
N1 C16 1.3653(18) . . yes
C1 C2 1.385(2) . . no
C1 C6 1.384(2) . . no
C2 C3 1.387(2) . . no
C3 C4 1.385(2) . . no
C4 C5 1.406(2) . . no
C5 C6 1.400(2) . . no
C5 C7 1.465(2) . . no
C7 C8 1.342(2) . . no
C8 C18 1.431(2) . . no
C9 C10 1.393(2) . . no
C9 C14 1.4083(19) . . no
C10 C11 1.381(2) . . no
C11 C12 1.398(2) . . no
C12 C13 1.384(2) . . no
C13 C14 1.396(2) . . no
C14 C15 1.452(2) . . no
C15 C16 1.366(2) . . no
C15 C17 1.442(2) . . no
C18 C19 1.2025(19) . . no
C19 C20 1.4383(19) . . no
C20 C21 1.397(2) . . no
C20 C25 1.398(2) . . no
C21 C22 1.385(2) . . no
C22 C23 1.382(2) . . no
C23 C24 1.382(2) . . no
C24 C25 1.389(2) . . no
C1 H1 0.9300 . . no
C2 H2 0.9300 . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C6 H6 0.9300 . . no
C7 H7 0.9300 . . no
C10 H10 0.9300 . . no
C11 H11 0.9300 . . no
C12 H12 0.9300 . . no
C13 H13 0.9300 . . no
C16 H16 0.9300 . . no
C17 H17 0.9300 . . no
C21 H21 0.9300 . . no
C22 H22 0.9300 . . no
C23 H23 0.9300 . . no
C24 H24 0.9300 . . no
C25 H25 0.9300 . . no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C9 125.95(12) . . . yes
C8 N1 C16 125.43(12) . . . yes
C9 N1 C16 108.47(11) . . . yes
C2 C1 C6 119.90(14) . . . no
C1 C2 C3 119.74(14) . . . no
C2 C3 C4 120.69(14) . . . no
C3 C4 C5 120.31(13) . . . no
C4 C5 C6 118.05(13) . . . no
C4 C5 C7 124.37(13) . . . no
C6 C5 C7 117.43(12) . . . no
C1 C6 C5 121.31(13) . . . no
C5 C7 C8 130.62(13) . . . no
N1 C8 C7 122.95(12) . . . yes
N1 C8 C18 115.02(12) . . . yes
C7 C8 C18 122.02(13) . . . no
N1 C9 C10 129.49(13) . . . yes
N1 C9 C14 107.90(12) . . . yes
C10 C9 C14 122.58(13) . . . no
C9 C10 C11 116.79(13) . . . no
C10 C11 C12 121.79(14) . . . no
C11 C12 C13 121.00(14) . . . no
C12 C13 C14 118.67(13) . . . no
C9 C14 C13 119.14(13) . . . no
C9 C14 C15 106.11(12) . . . no
C13 C14 C15 134.68(13) . . . no
C14 C15 C16 107.10(12) . . . no
C14 C15 C17 129.00(13) . . . no
C16 C15 C17 123.90(14) . . . no
N1 C16 C15 110.37(13) . . . yes
O1 C17 C15 125.53(14) . . . yes
C8 C18 C19 174.39(17) . . . no
C18 C19 C20 176.05(17) . . . no
C19 C20 C21 120.89(13) . . . no
C19 C20 C25 120.00(13) . . . no
C21 C20 C25 119.08(13) . . . no
C20 C21 C22 120.14(13) . . . no
C21 C22 C23 120.42(14) . . . no
C22 C23 C24 120.05(13) . . . no
C23 C24 C25 120.15(14) . . . no
C20 C25 C24 120.16(14) . . . no
C2 C1 H1 120.00 . . . no
C6 C1 H1 120.00 . . . no
C1 C2 H2 120.00 . . . no
C3 C2 H2 120.00 . . . no
C2 C3 H3 120.00 . . . no
C4 C3 H3 120.00 . . . no
C3 C4 H4 120.00 . . . no
C5 C4 H4 120.00 . . . no
C1 C6 H6 119.00 . . . no
C5 C6 H6 119.00 . . . no
C5 C7 H7 115.00 . . . no
C8 C7 H7 115.00 . . . no
C9 C10 H10 122.00 . . . no
C11 C10 H10 122.00 . . . no
C10 C11 H11 119.00 . . . no
C12 C11 H11 119.00 . . . no
C11 C12 H12 119.00 . . . no
C13 C12 H12 120.00 . . . no
C12 C13 H13 121.00 . . . no
C14 C13 H13 121.00 . . . no
N1 C16 H16 125.00 . . . no
C15 C16 H16 125.00 . . . no
O1 C17 H17 117.00 . . . no
C15 C17 H17 117.00 . . . no
C20 C21 H21 120.00 . . . no
C22 C21 H21 120.00 . . . no
C21 C22 H22 120.00 . . . no
C23 C22 H22 120.00 . . . no
C22 C23 H23 120.00 . . . no
C24 C23 H23 120.00 . . . no
C23 C24 H24 120.00 . . . no
C25 C24 H24 120.00 . . . no
C20 C25 H25 120.00 . . . no
C24 C25 H25 120.00 . . . no

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N1 C8 C18 -57.4(2) . . . . no
C8 N1 C9 C10 1.7(2) . . . . no
C16 N1 C9 C10 177.33(16) . . . . no
C8 N1 C9 C14 -176.37(14) . . . . no
C16 N1 C9 C14 -0.70(16) . . . . no
C9 N1 C8 C7 -63.7(2) . . . . no
C16 N1 C8 C7 121.33(17) . . . . no
C9 N1 C8 C18 117.57(16) . . . . no
C8 N1 C16 C15 177.65(14) . . . . no
C9 N1 C16 C15 1.94(18) . . . . no
C2 C1 C6 C5 -0.8(2) . . . . no
C6 C1 C2 C3 0.0(2) . . . . no
C1 C2 C3 C4 0.5(2) . . . . no
C2 C3 C4 C5 -0.2(2) . . . . no
C3 C4 C5 C7 -175.90(15) . . . . no
C3 C4 C5 C6 -0.5(2) . . . . no
C7 C5 C6 C1 176.71(15) . . . . no
C6 C5 C7 C8 167.41(16) . . . . no
C4 C5 C7 C8 -17.1(3) . . . . no
C4 C5 C6 C1 1.0(2) . . . . no
C5 C7 C8 C18 168.68(15) . . . . no
C5 C7 C8 N1 -10.0(3) . . . . no
N1 C9 C10 C11 -175.30(15) . . . . no
N1 C9 C14 C15 -0.71(17) . . . . no
C14 C9 C10 C11 2.5(2) . . . . no
N1 C9 C14 C13 176.49(14) . . . . no
C10 C9 C14 C15 -178.90(14) . . . . no
C10 C9 C14 C13 -1.7(2) . . . . no
C9 C10 C11 C12 -1.3(2) . . . . no
C10 C11 C12 C13 -0.6(2) . . . . no
C11 C12 C13 C14 1.4(2) . . . . no
C12 C13 C14 C9 -0.3(2) . . . . no
C12 C13 C14 C15 175.92(17) . . . . no
C9 C14 C15 C16 1.86(18) . . . . no
C13 C14 C15 C17 4.3(3) . . . . no
C9 C14 C15 C17 -179.12(16) . . . . no
C13 C14 C15 C16 -174.71(18) . . . . no
C14 C15 C16 N1 -2.36(18) . . . . no
C16 C15 C17 O1 -179.23(17) . . . . no
C17 C15 C16 N1 178.55(15) . . . . no
C14 C15 C17 O1 1.9(3) . . . . no
C19 C20 C21 C22 177.34(14) . . . . no
C25 C20 C21 C22 -0.6(2) . . . . no
C19 C20 C25 C24 -177.33(14) . . . . no
C21 C20 C25 C24 0.6(2) . . . . no
C20 C21 C22 C23 0.2(2) . . . . no
C21 C22 C23 C24 0.2(2) . . . . no
C22 C23 C24 C25 -0.1(2) . . . . no
C23 C24 C25 C20 -0.2(2) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C13 3.2882(19) . . no
O1 C24 3.241(2) . 1_554 no
O1 C25 3.3678(19) . 1_554 no
O1 C2 3.2927(19) . 2_675 no
O1 H24 2.5800 . 1_554 no
O1 H25 2.8400 . 1_554 no
O1 H13 2.8100 . . no
O1 H2 2.4100 . 2_675 no
N1 C4 3.071(2) . . no
N1 H4 2.4900 . . no
C2 O1 3.2927(19) . 2_675 no
C2 C16 3.520(2) . 1_455 no
C3 C24 3.596(2) . 2_776 no
C4 C9 3.299(2) . . no
C4 N1 3.071(2) . . no
C5 C10 3.566(2) . . no
C5 C9 3.496(2) . . no
C6 C19 3.379(2) . 1_455 no
C6 C18 3.459(2) . 1_455 no
C6 C7 3.542(2) . 2_676 no
C7 C10 3.440(2) . . no
C7 C6 3.542(2) . 2_676 no
C7 C21 3.501(2) . 1_455 no
C9 C5 3.496(2) . . no
C9 C4 3.299(2) . . no
C9 C22 3.503(2) . 2_866 no
C10 C5 3.566(2) . . no
C10 C7 3.440(2) . . no
C11 C15 3.474(2) . 1_455 no
C11 C17 3.266(2) . 1_455 no
C12 C17 3.352(2) . 1_455 no
C13 O1 3.2882(19) . . no
C15 C11 3.474(2) . 1_655 no
C16 C2 3.520(2) . 1_655 no
C17 C11 3.266(2) . 1_655 no
C17 C12 3.352(2) . 1_655 no
C18 C6 3.459(2) . 1_655 no
C18 C22 3.541(2) . 1_455 no
C19 C21 3.597(2) . 2_866 no
C19 C6 3.379(2) . 1_655 no
C21 C19 3.597(2) . 2_866 no
C21 C7 3.501(2) . 1_655 no
C21 C21 3.578(2) . 2_866 no
C22 C18 3.541(2) . 1_655 no
C22 C9 3.503(2) . 2_866 no
C24 O1 3.241(2) . 1_556 no
C24 C3 3.596(2) . 2_776 no
C25 O1 3.3678(19) . 1_556 no
C1 H7 3.0200 . 2_676 no
C1 H16 2.9300 . 1_455 no
C2 H16 2.8100 . 1_455 no
C3 H24 3.0000 . 2_776 no
C3 H16 2.8400 . 1_455 no
C4 H16 2.9800 . 1_455 no
C6 H7 2.9500 . 2_676 no
C6 H16 3.0700 . 1_455 no
C7 H10 2.9900 . . no
C8 H10 2.9400 . . no
C8 H4 2.9200 . . no
C9 H4 2.7800 . . no
C9 H22 2.9500 . 2_866 no
C10 H22 2.9600 . 2_866 no
C12 H23 3.0200 . 2_866 no
C16 H4 2.9500 . . no
C18 H16 3.0400 . . no
C19 H6 2.9300 . 1_655 no
C19 H21 2.9200 . 2_866 no
C21 H10 3.0700 . 1_655 no
C21 H21 2.9000 . 2_866 no
C23 H11 3.0900 . 2_766 no
C24 H11 2.9800 . 2_766 no
C25 H11 3.0200 . 2_766 no
H2 O1 2.4100 . 2_675 no
H3 H17 2.5600 . 2_775 no
H4 N1 2.4900 . . no
H4 C8 2.9200 . . no
H4 C9 2.7800 . . no
H4 C16 2.9500 . . no
H6 C19 2.9300 . 1_455 no
H6 H7 2.3300 . . no
H7 H6 2.3300 . . no
H7 C1 3.0200 . 2_676 no
H7 C6 2.9500 . 2_676 no
H10 C7 2.9900 . . no
H10 C8 2.9400 . . no
H10 C21 3.0700 . 1_455 no
H10 H21 2.4100 . 1_455 no
H11 C23 3.0900 . 2_766 no
H11 C24 2.9800 . 2_766 no
H11 C25 3.0200 . 2_766 no
H13 O1 2.8100 . . no
H16 C1 2.9300 . 1_655 no
H16 C2 2.8100 . 1_655 no
H16 C3 2.8400 . 1_655 no
H16 C4 2.9800 . 1_655 no
H16 C6 3.0700 . 1_655 no
H16 C18 3.0400 . . no
H16 H17 2.5800 . . no
H17 H16 2.5800 . . no
H17 H3 2.5600 . 2_775 no
H21 H10 2.4100 . 1_655 no
H21 C19 2.9200 . 2_866 no
H21 C21 2.9000 . 2_866 no
H21 H21 2.3900 . 2_866 no
H22 C9 2.9500 . 2_866 no
H22 C10 2.9600 . 2_866 no
H23 C12 3.0200 . 2_866 no
H24 O1 2.5800 . 1_556 no
H24 C3 3.0000 . 2_776 no
H25 O1 2.8400 . 1_556 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C2 H2 O1 0.9300 2.4100 3.2927(19) 159.00 2_675 yes
C4 H4 N1 0.9300 2.4900 3.071(2) 120.00 . yes
C24 H24 O1 0.9300 2.5800 3.241(2) 128.00 1_556 yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
