# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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___debn3
_database_code_depnum_ccdc_archive 'CCDC 1455752'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

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

# CHEMICAL DATA

_chemical_formula_sum            'C15 H16 N O P S3 '
_chemical_formula_moiety         'C15 H16 N O P S3 '
_chemical_formula_weight         353.45
_chemical_melting_point          ?

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

# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z

#------------------------------------------------------------------------------

_cell_length_a                   7.4515(15)
_cell_length_b                   11.579(2)
_cell_length_c                   19.631(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 97.168(6)
_cell_angle_gamma                90.0000
_cell_volume                     1680.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6925
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      32.0
_cell_measurement_temperature    293.0
_diffrn_ambient_temperature      293.0

#------------------------------------------------------------------------------

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736.00
_exptl_absorpt_coefficient_mu    0.533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
     Higashi, T. (1995). Program for Absorption Correction.
     Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_correction_T_min  0.693
_exptl_absorpt_correction_T_max  0.952

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

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku RAXIS-UNKNOWN'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            21248
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_theta_max         32.03
_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29

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

# REFINEMENT DATA

_refine_special_details          
;
     Refinement was performed using reflections with F² > 4.0 
sigma(F²).
     The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are
     based on F, with F set to zero for negative F. The threshold 
expression of
     F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3256
_reflns_number_gt                2132
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0357
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         2132
_refine_ls_number_parameters     190
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
     Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
     6.1377    -0.4721    4.3448
;
_refine_ls_shift/su_max          0.0000
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.56
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.102 0.094
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.125 0.123
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

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

# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.53045(7) 0.84665(4) 0.15327(3) 0.06415(17) Uani 1.00 1 d . . .
S2 S 0.95621(7) 0.80589(5) 0.23524(3) 0.06406(16) Uani 1.00 1 d . . .
S3 S 1.13760(7) 0.77369(6) 0.37531(3) 0.0851(2) Uani 1.00 1 d . . .
P1 P 0.70428(6) 0.73594(4) 0.19391(2) 0.04631(14) Uani 1.00 1 d . . .
O2 O 0.88429(18) 0.34191(11) 0.02147(6) 0.0649(4) Uani 1.00 1 d . . .
N2 N 0.66739(19) 0.67643(12) 0.27063(6) 0.0439(4) Uani 1.00 1 d . . .
C1 C 0.8038(2) 0.68245(16) 0.32714(8) 0.0472(5) Uani 1.00 1 d . . .
C2 C 0.7412(2) 0.62169(16) 0.38083(9) 0.0527(5) Uani 1.00 1 d . . .
C3 C 0.5671(2) 0.57960(16) 0.35724(9) 0.0538(6) Uani 1.00 1 d . . .
C4 C 0.5256(2) 0.61316(16) 0.28911(8) 0.0484(5) Uani 1.00 1 d . . .
C5 C 0.9591(2) 0.74598(16) 0.31902(9) 0.0557(6) Uani 1.00 1 d . . .
C6 C 0.7478(2) 0.61640(15) 0.14077(8) 0.0442(5) Uani 1.00 1 d . . .
C7 C 0.6965(2) 0.61854(17) 0.07014(9) 0.0506(5) Uani 1.00 1 d . . .
C8 C 0.7368(2) 0.52727(18) 0.02874(9) 0.0553(6) Uani 1.00 1 d . . .
C9 C 0.8329(2) 0.43424(16) 0.05758(9) 0.0498(6) Uani 1.00 1 d . . .
C10 C 0.8866(2) 0.43097(15) 0.12841(9) 0.0503(6) Uani 1.00 1 d . . .
C11 C 0.8446(2) 0.52032(16) 0.16912(8) 0.0483(5) Uani 1.00 1 d . . .
C12 C 0.8407(3) 0.6013(2) 0.45112(9) 0.0770(7) Uani 1.00 1 d . . .
C13 C 0.4486(3) 0.5111(2) 0.39774(11) 0.0824(8) Uani 1.00 1 d . . .
C14 C 0.3586(2) 0.59010(17) 0.23996(9) 0.0598(6) Uani 1.00 1 d . . .
C15 C 0.8310(2) 0.3396(2) -0.05125(10) 0.0752(7) Uani 1.00 1 d . . .
H1 H 0.3916 0.5506 0.2000 0.094 Uiso 1.00 1 c R . .
H2 H 0.5109 0.4445 0.4164 0.118 Uiso 1.00 1 c R . .
H3 H 0.8689 0.4107 -0.0710 0.109 Uiso 1.00 1 c R . .
H4 H 0.9143 0.6694 0.4638 0.108 Uiso 1.00 1 c R . .
H5 H 0.9195 0.5362 0.4500 0.108 Uiso 1.00 1 c R . .
H6 H 0.7579 0.5901 0.4831 0.108 Uiso 1.00 1 c R . .
H7 H 0.3421 0.4891 0.3678 0.118 Uiso 1.00 1 c R . .
H8 H 0.4149 0.5594 0.4337 0.118 Uiso 1.00 1 c R . .
H9 H 0.3033 0.6630 0.2254 0.094 Uiso 1.00 1 c R . .
H10 H 0.2759 0.5445 0.2614 0.094 Uiso 1.00 1 c R . .
H11 H 0.7025 0.3330 -0.0601 0.109 Uiso 1.00 1 c R . .
H12 H 0.8879 0.2758 -0.0704 0.109 Uiso 1.00 1 c R . .
H13 H 0.6324 0.6815 0.0503 0.077 Uiso 1.00 1 c R . .
H14 H 0.7050 0.5323 -0.0192 0.090 Uiso 1.00 1 c R . .
H15 H 0.9513 0.3679 0.1479 0.078 Uiso 1.00 1 c R . .
H16 H 0.8824 0.5200 0.2157 0.076 Uiso 1.00 1 c R . .



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

_computing_data_collection       PROCESS
_computing_cell_refinement       PROCESS
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SHELXS86
_computing_structure_refinement  CRYSTALS
_computing_publication_material  'CrystalStructure 3.8'
_computing_molecular_graphics    ?

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

# MOLECULAR GEOMETRY

_geom_special_details            
;
     ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S(1) P(1) 1.9235(6) yes . .
S(2) P(1) 2.1115(6) yes . .
S(2) C(5) 1.7826(18) yes . .
S(3) C(5) 1.6510(18) yes . .
P(1) N(2) 1.7094(13) yes . .
P(1) C(6) 1.7871(17) yes . .
O(2) C(9) 1.364(2) yes . .
O(2) C(15) 1.433(2) yes . .
N(2) C(1) 1.4097(19) yes . .
N(2) C(4) 1.371(2) yes . .
C(1) C(2) 1.395(2) yes . .
C(1) C(5) 1.397(2) yes . .
C(2) C(3) 1.409(2) yes . .
C(2) C(12) 1.501(2) yes . .
C(3) C(4) 1.390(2) yes . .
C(3) C(13) 1.489(3) yes . .
C(4) C(14) 1.500(2) yes . .
C(6) C(7) 1.392(2) yes . .
C(6) C(11) 1.403(2) yes . .
C(7) C(8) 1.389(2) yes . .
C(8) C(9) 1.376(2) yes . .
C(9) C(10) 1.399(2) yes . .
C(10) C(11) 1.367(2) yes . .
C(7) H(13) 0.930 no . .
C(8) H(14) 0.943 no . .
C(10) H(15) 0.930 no . .
C(11) H(16) 0.922 no . .
C(12) H(4) 0.975 no . .
C(12) H(5) 0.957 no . .
C(12) H(6) 0.943 no . .
C(13) H(2) 0.950 no . .
C(13) H(7) 0.961 no . .
C(13) H(8) 0.958 no . .
C(14) H(1) 0.965 no . .
C(14) H(9) 0.967 no . .
C(14) H(10) 0.949 no . .
C(15) H(3) 0.967 no . .
C(15) H(11) 0.955 no . .
C(15) H(12) 0.952 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
P(1) S(2) C(5) 96.50(6) yes . . .
S(1) P(1) S(2) 115.10(3) yes . . .
S(1) P(1) N(2) 117.39(5) yes . . .
S(1) P(1) C(6) 115.85(5) yes . . .
S(2) P(1) N(2) 92.81(5) yes . . .
S(2) P(1) C(6) 107.69(5) yes . . .
N(2) P(1) C(6) 105.25(7) yes . . .
C(9) O(2) C(15) 118.13(14) yes . . .
P(1) N(2) C(1) 119.60(11) yes . . .
P(1) N(2) C(4) 131.49(10) yes . . .
C(1) N(2) C(4) 108.77(12) yes . . .
N(2) C(1) C(2) 107.07(15) yes . . .
N(2) C(1) C(5) 117.55(14) yes . . .
C(2) C(1) C(5) 135.35(15) yes . . .
C(1) C(2) C(3) 107.88(15) yes . . .
C(1) C(2) C(12) 126.91(17) yes . . .
C(3) C(2) C(12) 125.20(17) yes . . .
C(2) C(3) C(4) 107.73(16) yes . . .
C(2) C(3) C(13) 126.31(16) yes . . .
C(4) C(3) C(13) 125.96(17) yes . . .
N(2) C(4) C(3) 108.54(14) yes . . .
N(2) C(4) C(14) 121.97(14) yes . . .
C(3) C(4) C(14) 129.49(17) yes . . .
S(2) C(5) S(3) 117.26(11) yes . . .
S(2) C(5) C(1) 113.28(12) yes . . .
S(3) C(5) C(1) 129.46(13) yes . . .
P(1) C(6) C(7) 121.36(13) yes . . .
P(1) C(6) C(11) 120.30(11) yes . . .
C(7) C(6) C(11) 118.24(15) yes . . .
C(6) C(7) C(8) 121.13(16) yes . . .
C(7) C(8) C(9) 119.64(16) yes . . .
O(2) C(9) C(8) 124.43(15) yes . . .
O(2) C(9) C(10) 115.57(15) yes . . .
C(8) C(9) C(10) 120.00(16) yes . . .
C(9) C(10) C(11) 120.19(15) yes . . .
C(6) C(11) C(10) 120.80(14) yes . . .
C(6) C(7) H(13) 119.6 no . . .
C(8) C(7) H(13) 119.2 no . . .
C(7) C(8) H(14) 119.4 no . . .
C(9) C(8) H(14) 120.8 no . . .
C(9) C(10) H(15) 119.9 no . . .
C(11) C(10) H(15) 119.9 no . . .
C(6) C(11) H(16) 118.4 no . . .
C(10) C(11) H(16) 120.8 no . . .
C(2) C(12) H(4) 107.7 no . . .
C(2) C(12) H(5) 109.7 no . . .
C(2) C(12) H(6) 110.2 no . . .
H(4) C(12) H(5) 108.4 no . . .
H(4) C(12) H(6) 109.6 no . . .
H(5) C(12) H(6) 111.2 no . . .
C(3) C(13) H(2) 110.1 no . . .
C(3) C(13) H(7) 108.3 no . . .
C(3) C(13) H(8) 108.1 no . . .
H(2) C(13) H(7) 110.2 no . . .
H(2) C(13) H(8) 110.5 no . . .
H(7) C(13) H(8) 109.5 no . . .
C(4) C(14) H(1) 109.4 no . . .
C(4) C(14) H(9) 108.9 no . . .
C(4) C(14) H(10) 110.3 no . . .
H(1) C(14) H(9) 108.5 no . . .
H(1) C(14) H(10) 110.0 no . . .
H(9) C(14) H(10) 109.9 no . . .
O(2) C(15) H(3) 108.9 no . . .
O(2) C(15) H(11) 109.3 no . . .
O(2) C(15) H(12) 109.1 no . . .
H(3) C(15) H(11) 109.3 no . . .
H(3) C(15) H(12) 109.6 no . . .
H(11) C(15) H(12) 110.6 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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
P(1) S(2) C(5) S(3) 179.21(10) ? . . . .
P(1) S(2) C(5) C(1) -1.73(14) ? . . . .
C(5) S(2) P(1) S(1) 125.63(6) ? . . . .
C(5) S(2) P(1) N(2) 3.51(8) ? . . . .
C(5) S(2) P(1) C(6) -103.47(8) ? . . . .
S(1) P(1) N(2) C(1) -125.50(12) ? . . . .
S(1) P(1) N(2) C(4) 59.25(17) ? . . . .
S(1) P(1) C(6) C(7) 15.90(16) ? . . . .
S(1) P(1) C(6) C(11) -167.82(12) ? . . . .
S(2) P(1) N(2) C(1) -5.25(13) ? . . . .
S(2) P(1) N(2) C(4) 179.50(15) ? . . . .
S(2) P(1) C(6) C(7) -114.58(13) ? . . . .
S(2) P(1) C(6) C(11) 61.69(14) ? . . . .
N(2) P(1) C(6) C(7) 147.35(14) ? . . . .
N(2) P(1) C(6) C(11) -36.38(15) ? . . . .
C(6) P(1) N(2) C(1) 103.95(13) ? . . . .
C(6) P(1) N(2) C(4) -71.31(17) ? . . . .
C(15) O(2) C(9) C(8) -1.7(2) ? . . . .
C(15) O(2) C(9) C(10) 179.15(16) ? . . . .
P(1) N(2) C(1) C(2) -176.57(12) ? . . . .
P(1) N(2) C(1) C(5) 5.2(2) ? . . . .
P(1) N(2) C(4) C(3) 176.58(13) ? . . . .
P(1) N(2) C(4) C(14) -4.0(2) ? . . . .
C(1) N(2) C(4) C(3) 0.9(2) ? . . . .
C(1) N(2) C(4) C(14) -179.61(16) ? . . . .
C(4) N(2) C(1) C(2) -0.33(19) ? . . . .
C(4) N(2) C(1) C(5) -178.59(16) ? . . . .
N(2) C(1) C(2) C(3) -0.4(2) ? . . . .
N(2) C(1) C(2) C(12) 178.32(18) ? . . . .
N(2) C(1) C(5) S(2) -1.5(2) ? . . . .
N(2) C(1) C(5) S(3) 177.42(14) ? . . . .
C(2) C(1) C(5) S(2) -179.14(19) ? . . . .
C(2) C(1) C(5) S(3) -0.2(3) ? . . . .
C(5) C(1) C(2) C(3) 177.4(2) ? . . . .
C(5) C(1) C(2) C(12) -3.9(3) ? . . . .
C(1) C(2) C(3) C(4) 1.0(2) ? . . . .
C(1) C(2) C(3) C(13) -179.19(19) ? . . . .
C(12) C(2) C(3) C(4) -177.78(18) ? . . . .
C(12) C(2) C(3) C(13) 2.1(3) ? . . . .
C(2) C(3) C(4) N(2) -1.2(2) ? . . . .
C(2) C(3) C(4) C(14) 179.43(18) ? . . . .
C(13) C(3) C(4) N(2) 178.98(18) ? . . . .
C(13) C(3) C(4) C(14) -0.4(3) ? . . . .
P(1) C(6) C(7) C(8) 177.51(14) ? . . . .
P(1) C(6) C(11) C(10) -176.69(13) ? . . . .
C(7) C(6) C(11) C(10) -0.3(2) ? . . . .
C(11) C(6) C(7) C(8) 1.2(2) ? . . . .
C(6) C(7) C(8) C(9) -1.6(2) ? . . . .
C(7) C(8) C(9) O(2) -177.94(17) ? . . . .
C(7) C(8) C(9) C(10) 1.2(2) ? . . . .
O(2) C(9) C(10) C(11) 178.85(16) ? . . . .
C(8) C(9) C(10) C(11) -0.3(2) ? . . . .
C(9) C(10) C(11) C(6) -0.1(2) ? . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S(2) C(4) 3.5946(19) ? . 2_655
S(2) C(14) 3.578(2) ? . 2_655
O(2) C(2) 3.392(2) ? . 2_645
O(2) C(8) 3.454(2) ? . 3_765
O(2) C(12) 3.330(2) ? . 2_645
C(1) C(10) 3.371(2) ? . 2_655
C(2) O(2) 3.392(2) ? . 2_655
C(4) S(2) 3.5946(19) ? . 2_645
C(5) C(10) 3.599(2) ? . 2_655
C(8) O(2) 3.454(2) ? . 3_765
C(8) C(15) 3.548(2) ? . 3_765
C(10) C(1) 3.371(2) ? . 2_645
C(10) C(5) 3.599(2) ? . 2_645
C(12) O(2) 3.330(2) ? . 2_655
C(14) S(2) 3.578(2) ? . 2_645
C(15) C(8) 3.548(2) ? . 3_765
S(1) H(5) 3.042 ? . 2_655
S(1) H(7) 3.211 ? . 2_555
S(1) H(11) 3.145 ? . 3_665
S(1) H(16) 3.263 ? . 2_655
S(2) H(1) 3.251 ? . 2_655
S(2) H(2) 3.417 ? . 2_655
S(2) H(7) 3.407 ? . 2_655
S(2) H(9) 3.096 ? . 1_655
S(2) H(10) 3.405 ? . 2_655
S(3) H(1) 3.526 ? . 2_655
S(3) H(8) 3.339 ? . 1_655
S(3) H(9) 3.568 ? . 1_655
S(3) H(13) 3.479 ? . 4_565
S(3) H(14) 3.054 ? . 4_565
S(3) H(15) 3.336 ? . 2_755
O(2) H(3) 3.476 ? . 3_765
O(2) H(4) 3.031 ? . 2_645
O(2) H(6) 3.100 ? . 2_645
O(2) H(14) 3.394 ? . 3_765
N(2) H(15) 2.935 ? . 2_655
C(1) H(15) 2.950 ? . 2_655
C(2) H(15) 3.210 ? . 2_655
C(3) H(15) 3.342 ? . 2_655
C(4) H(15) 3.195 ? . 2_655
C(5) H(9) 3.472 ? . 1_655
C(5) H(10) 3.600 ? . 1_655
C(5) H(15) 3.502 ? . 2_655
C(6) H(3) 3.333 ? . 3_765
C(6) H(11) 3.575 ? . 3_665
C(6) H(12) 3.430 ? . 3_765
C(7) H(3) 3.254 ? . 3_765
C(7) H(11) 3.008 ? . 3_665
C(7) H(12) 3.329 ? . 3_765
C(7) H(14) 3.501 ? . 3_665
C(8) H(3) 3.038 ? . 3_765
C(8) H(14) 3.346 ? . 3_665
C(9) H(3) 2.843 ? . 3_765
C(9) H(4) 3.575 ? . 2_645
C(10) H(3) 2.910 ? . 3_765
C(11) H(3) 3.152 ? . 3_765
C(11) H(10) 3.498 ? . 1_655
C(12) H(5) 2.937 ? . 3_766
C(12) H(11) 3.472 ? . 2_655
C(13) H(6) 3.179 ? . 3_666
C(13) H(8) 3.436 ? . 3_666
C(13) H(12) 3.422 ? . 4_455
C(14) H(3) 3.532 ? . 3_665
C(15) H(1) 3.419 ? . 3_665
C(15) H(4) 3.310 ? . 2_645
C(15) H(6) 3.286 ? . 2_645
C(15) H(9) 3.441 ? . 3_665
C(15) H(13) 3.464 ? . 3_665
H(1) S(2) 3.251 ? . 2_645
H(1) S(3) 3.526 ? . 2_645
H(1) C(15) 3.419 ? . 3_665
H(1) H(3) 3.027 ? . 3_665
H(1) H(11) 3.061 ? . 3_665
H(2) S(2) 3.417 ? . 2_645
H(2) H(2) 3.549 ? . 3_666
H(2) H(6) 3.009 ? . 3_666
H(2) H(8) 2.927 ? . 3_666
H(2) H(12) 2.735 ? . 4_455
H(3) O(2) 3.476 ? . 3_765
H(3) C(6) 3.333 ? . 3_765
H(3) C(7) 3.254 ? . 3_765
H(3) C(8) 3.038 ? . 3_765
H(3) C(9) 2.843 ? . 3_765
H(3) C(10) 2.910 ? . 3_765
H(3) C(11) 3.152 ? . 3_765
H(3) C(14) 3.532 ? . 3_665
H(3) H(1) 3.027 ? . 3_665
H(3) H(9) 3.256 ? . 3_665
H(3) H(14) 3.499 ? . 3_765
H(3) H(15) 3.339 ? . 3_765
H(4) O(2) 3.031 ? . 2_655
H(4) C(9) 3.575 ? . 2_655
H(4) C(15) 3.310 ? . 2_655
H(4) H(5) 3.089 ? . 3_766
H(4) H(11) 2.887 ? . 2_655
H(4) H(12) 3.486 ? . 2_655
H(4) H(13) 2.796 ? . 4_565
H(5) S(1) 3.042 ? . 2_645
H(5) C(12) 2.937 ? . 3_766
H(5) H(4) 3.089 ? . 3_766
H(5) H(5) 2.325 ? . 3_766
H(5) H(6) 2.975 ? . 3_766
H(6) O(2) 3.100 ? . 2_655
H(6) C(13) 3.179 ? . 3_666
H(6) C(15) 3.286 ? . 2_655
H(6) H(2) 3.009 ? . 3_666
H(6) H(5) 2.975 ? . 3_766
H(6) H(7) 3.241 ? . 3_666
H(6) H(8) 2.800 ? . 3_666
H(6) H(11) 3.190 ? . 2_655
H(6) H(12) 3.035 ? . 2_655
H(7) S(1) 3.211 ? . 2_545
H(7) S(2) 3.407 ? . 2_645
H(7) H(6) 3.241 ? . 3_666
H(7) H(12) 3.301 ? . 4_455
H(8) S(3) 3.339 ? . 1_455
H(8) C(13) 3.436 ? . 3_666
H(8) H(2) 2.927 ? . 3_666
H(8) H(6) 2.800 ? . 3_666
H(8) H(8) 3.074 ? . 3_666
H(9) S(2) 3.096 ? . 1_455
H(9) S(3) 3.568 ? . 1_455
H(9) C(5) 3.472 ? . 1_455
H(9) C(15) 3.441 ? . 3_665
H(9) H(3) 3.256 ? . 3_665
H(9) H(11) 3.240 ? . 3_665
H(9) H(12) 3.272 ? . 3_665
H(9) H(16) 3.531 ? . 1_455
H(10) S(2) 3.405 ? . 2_645
H(10) C(5) 3.600 ? . 1_455
H(10) C(11) 3.498 ? . 1_455
H(10) H(16) 2.971 ? . 1_455
H(11) S(1) 3.145 ? . 3_665
H(11) C(6) 3.575 ? . 3_665
H(11) C(7) 3.008 ? . 3_665
H(11) C(12) 3.472 ? . 2_645
H(11) H(1) 3.061 ? . 3_665
H(11) H(4) 2.887 ? . 2_645
H(11) H(6) 3.190 ? . 2_645
H(11) H(9) 3.240 ? . 3_665
H(11) H(13) 2.532 ? . 3_665
H(12) C(6) 3.430 ? . 3_765
H(12) C(7) 3.329 ? . 3_765
H(12) C(13) 3.422 ? . 4_554
H(12) H(2) 2.735 ? . 4_554
H(12) H(4) 3.486 ? . 2_645
H(12) H(6) 3.035 ? . 2_645
H(12) H(7) 3.301 ? . 4_554
H(12) H(9) 3.272 ? . 3_665
H(12) H(13) 3.581 ? . 3_765
H(13) S(3) 3.479 ? . 4_464
H(13) C(15) 3.464 ? . 3_665
H(13) H(4) 2.796 ? . 4_464
H(13) H(11) 2.532 ? . 3_665
H(13) H(12) 3.581 ? . 3_765
H(13) H(14) 3.526 ? . 3_665
H(14) S(3) 3.054 ? . 4_464
H(14) O(2) 3.394 ? . 3_765
H(14) C(7) 3.501 ? . 3_665
H(14) C(8) 3.346 ? . 3_665
H(14) H(3) 3.499 ? . 3_765
H(14) H(13) 3.526 ? . 3_665
H(14) H(14) 3.323 ? . 3_665
H(15) S(3) 3.336 ? . 2_745
H(15) N(2) 2.935 ? . 2_645
H(15) C(1) 2.950 ? . 2_645
H(15) C(2) 3.210 ? . 2_645
H(15) C(3) 3.342 ? . 2_645
H(15) C(4) 3.195 ? . 2_645
H(15) C(5) 3.502 ? . 2_645
H(15) H(3) 3.339 ? . 3_765
H(16) S(1) 3.263 ? . 2_645
H(16) H(9) 3.531 ? . 1_655
H(16) H(10) 2.971 ? . 1_655


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

# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one
# structure analysis in the CIF.

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

#     End of CIF

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




####################################################################### 
# 
# 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___debnn2
_database_code_depnum_ccdc_archive 'CCDC 1455753'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

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

# CHEMICAL DATA

_chemical_formula_sum            'C10 H15 N O S '
_chemical_formula_moiety         'C10 H15 N O S '
_chemical_formula_weight         197.29
_chemical_melting_point          ?

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

# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-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                   7.215(2)
_cell_length_b                   8.581(3)
_cell_length_c                   9.903(2)
_cell_angle_alpha                103.094(9)
_cell_angle_beta                 93.3290(16)
_cell_angle_gamma                112.892(9)
_cell_volume                     542.8(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3711
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      35.6
_cell_measurement_temperature    293.0
_diffrn_ambient_temperature      293.0

#------------------------------------------------------------------------------

_exptl_crystal_description       plate
_exptl_crystal_colour            light-yellow
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             212.00
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
     Higashi, T. (1995). Program for Absorption Correction.
     Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_correction_T_min  0.586
_exptl_absorpt_correction_T_max  0.979

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

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            12478
_diffrn_reflns_av_R_equivalents  0.073
_diffrn_reflns_theta_max         35.83
_diffrn_measured_fraction_theta_max 0.822
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16

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

# REFINEMENT DATA

_refine_special_details          
;
     Refinement was performed using reflections with F² > 3.0 
sigma(F²).
     The weighted     R-factor (wR) and goodness of fit (S) are based on 
F².
     R-factor (gt) are based on F. The threshold expression of
     F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2856
_reflns_number_gt                1047
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.0404
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         1047
_refine_ls_number_parameters     118
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
     Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
     10910.4000    15135.5000    4398.5800
;
_refine_ls_shift/su_max          0.0000
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.15
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.125 0.123
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

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

# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.16066(12) 1.02267(11) 0.21306(9) 0.0808(2) Uani 1.00 1 d . . .
O1 O 1.0179(2) 0.8123(2) 0.38113(18) 0.0676(6) Uani 1.00 1 d . . .
N1 N 0.6988(3) 0.8284(2) 0.0951(2) 0.0598(7) Uani 1.00 1 d . . .
C1 C 0.4970(4) 0.7377(3) 0.0584(2) 0.0580(8) Uani 1.00 1 d . . .
C2 C 0.4288(4) 0.6357(3) 0.1527(2) 0.0606(9) Uani 1.00 1 d . . .
C3 C 0.5987(4) 0.6681(3) 0.2473(2) 0.0595(8) Uani 1.00 1 d . . .
C4 C 0.7705(4) 0.7897(3) 0.2113(2) 0.0552(8) Uani 1.00 1 d . . .
C5 C 0.9806(4) 0.8716(3) 0.2697(2) 0.0592(9) Uani 1.00 1 d . . .
C6 C 1.2278(4) 0.8841(3) 0.4552(2) 0.0690(9) Uani 1.00 1 d . . .
C7 C 1.2225(5) 0.7894(4) 0.5650(3) 0.0889(12) Uani 1.00 1 d . . .
C8 C 0.3761(4) 0.7488(3) -0.0626(2) 0.0710(9) Uani 1.00 1 d . . .
C9 C 0.2121(4) 0.5137(3) 0.1472(3) 0.0785(10) Uani 1.00 1 d . . .
C10 C 0.5932(4) 0.5875(3) 0.3674(2) 0.0791(10) Uani 1.00 1 d . . .
H1 H 1.3151 0.8644 0.3918 0.082 Uiso 1.00 1 c R . .
H2 H 1.2745 1.0064 0.4977 0.082 Uiso 1.00 1 c R . .
H3 H 1.3442 0.8515 0.6317 0.106 Uiso 0.70 1 c R . .
H4 H 1.1083 0.7816 0.6109 0.106 Uiso 0.70 1 c R . .
H5 H 1.2109 0.6743 0.5221 0.106 Uiso 0.70 1 c R . .
H6 H 0.4521 0.8526 -0.0887 0.085 Uiso 0.55 1 c R . .
H7 H 0.3464 0.6491 -0.1398 0.085 Uiso 0.55 1 c R . .
H8 H 0.2523 0.7514 -0.0371 0.085 Uiso 0.55 1 c R . .
H9 H 0.1820 0.4040 0.0819 0.094 Uiso 0.50 1 c R . .
H10 H 0.1920 0.4969 0.2377 0.094 Uiso 0.50 1 c R . .
H11 H 0.1243 0.5631 0.1186 0.094 Uiso 0.50 1 c R . .
H12 H 0.5762 0.6604 0.4488 0.095 Uiso 0.60 1 c R . .
H13 H 0.7175 0.5758 0.3851 0.095 Uiso 0.60 1 c R . .
H14 H 0.4826 0.4746 0.3439 0.095 Uiso 0.60 1 c R . .
H15 H 0.7730 0.8999 0.0531 0.072 Uiso 1.00 1 c R . .
H16 H 0.3388 0.8440 -0.0343 0.084 Uiso 0.45 1 c R . .
H17 H 0.4571 0.7671 -0.1355 0.084 Uiso 0.45 1 c R . .
H18 H 0.2578 0.6423 -0.0973 0.084 Uiso 0.45 1 c R . .
H19 H 0.2094 0.4174 0.1815 0.094 Uiso 0.50 1 c R . .
H20 H 0.1472 0.5743 0.2061 0.094 Uiso 0.50 1 c R . .
H21 H 0.1417 0.4712 0.0543 0.094 Uiso 0.50 1 c R . .
H23 H 1.1909 0.8489 0.6480 0.105 Uiso 0.30 1 c R . .
H24 H 1.1207 0.6728 0.5322 0.105 Uiso 0.30 1 c R . .
H25 H 1.3514 0.7879 0.5855 0.105 Uiso 0.30 1 c R . .
H26 H 0.4605 0.5512 0.3922 0.092 Uiso 0.40 1 c R . .
H27 H 0.6252 0.4886 0.3404 0.092 Uiso 0.40 1 c R . .
H28 H 0.6898 0.6716 0.4460 0.092 Uiso 0.40 1 c R . .



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

_computing_data_collection       PROCESS
_computing_cell_refinement       PROCESS
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SHELXS86
_computing_structure_refinement  CRYSTALS
_computing_publication_material  'CrystalStructure 3.8'
_computing_molecular_graphics    ?

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

# MOLECULAR GEOMETRY

_geom_special_details            
;
     ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S(1) C(5) 1.669(2) yes . .
O(1) C(5) 1.370(3) yes . .
O(1) C(6) 1.466(3) yes . .
N(1) C(1) 1.337(3) yes . .
N(1) C(4) 1.393(3) yes . .
C(1) C(2) 1.404(4) yes . .
C(1) C(8) 1.483(4) yes . .
C(2) C(3) 1.393(4) yes . .
C(2) C(9) 1.495(3) yes . .
C(3) C(4) 1.402(3) yes . .
C(3) C(10) 1.500(4) yes . .
C(4) C(5) 1.418(3) yes . .
C(6) C(7) 1.492(5) yes . .
N(1) H(15) 0.849 no . .
C(6) H(1) 0.949 no . .
C(6) H(2) 0.949 no . .
C(7) H(3) 0.949 no . .
C(7) H(4) 0.950 no . .
C(7) H(5) 0.951 no . .
C(7) H(23) 0.954 no . .
C(7) H(24) 0.948 no . .
C(7) H(25) 0.946 no . .
C(8) H(6) 0.950 no . .
C(8) H(7) 0.951 no . .
C(8) H(8) 0.950 no . .
C(8) H(16) 0.946 no . .
C(8) H(17) 0.957 no . .
C(8) H(18) 0.948 no . .
C(9) H(9) 0.949 no . .
C(9) H(10) 0.950 no . .
C(9) H(11) 0.951 no . .
C(9) H(19) 0.956 no . .
C(9) H(20) 0.956 no . .
C(9) H(21) 0.942 no . .
C(10) H(12) 0.948 no . .
C(10) H(13) 0.951 no . .
C(10) H(14) 0.951 no . .
C(10) H(26) 0.951 no . .
C(10) H(27) 0.950 no . .
C(10) H(28) 0.951 no . .
H(3) H(25) 0.649 no . .
H(4) H(23) 0.659 no . .
H(5) H(24) 0.660 no . .
H(6) H(17) 0.789 no . .
H(7) H(18) 0.776 no . .
H(8) H(16) 0.790 no . .
H(12) H(28) 0.790 no . .
H(13) H(27) 0.792 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C(5) O(1) C(6) 118.6(2) yes . . .
C(1) N(1) C(4) 110.8(2) yes . . .
N(1) C(1) C(2) 107.8(2) yes . . .
N(1) C(1) C(8) 123.6(2) yes . . .
C(2) C(1) C(8) 128.5(2) yes . . .
C(1) C(2) C(3) 107.5(2) yes . . .
C(1) C(2) C(9) 124.8(2) yes . . .
C(3) C(2) C(9) 127.8(2) yes . . .
C(2) C(3) C(4) 108.0(2) yes . . .
C(2) C(3) C(10) 124.9(2) yes . . .
C(4) C(3) C(10) 127.1(2) yes . . .
N(1) C(4) C(3) 105.9(2) yes . . .
N(1) C(4) C(5) 120.8(2) yes . . .
C(3) C(4) C(5) 133.2(2) yes . . .
S(1) C(5) O(1) 123.74(19) yes . . .
S(1) C(5) C(4) 125.1(2) yes . . .
O(1) C(5) C(4) 111.1(2) yes . . .
O(1) C(6) C(7) 106.4(2) yes . . .
C(1) N(1) H(15) 124.5 no . . .
C(4) N(1) H(15) 124.7 no . . .
O(1) C(6) H(1) 110.2 no . . .
O(1) C(6) H(2) 110.3 no . . .
C(7) C(6) H(1) 110.2 no . . .
C(7) C(6) H(2) 110.2 no . . .
H(1) C(6) H(2) 109.6 no . . .
C(6) C(7) H(3) 109.5 no . . .
C(6) C(7) H(4) 109.5 no . . .
C(6) C(7) H(5) 109.4 no . . .
C(6) C(7) H(23) 109.0 no . . .
C(6) C(7) H(24) 109.5 no . . .
C(6) C(7) H(25) 109.5 no . . .
H(3) C(7) H(4) 109.6 no . . .
H(3) C(7) H(5) 109.5 no . . .
H(3) C(7) H(23) 72.1 no . . .
H(3) C(7) H(24) 137.7 no . . .
H(3) C(7) H(25) 40.1 no . . .
H(4) C(7) H(5) 109.4 no . . .
H(4) C(7) H(23) 40.5 no . . .
H(4) C(7) H(24) 71.5 no . . .
H(4) C(7) H(25) 137.5 no . . .
H(5) C(7) H(23) 138.0 no . . .
H(5) C(7) H(24) 40.7 no . . .
H(5) C(7) H(25) 72.3 no . . .
H(23) C(7) H(24) 109.3 no . . .
H(23) C(7) H(25) 109.5 no . . .
H(24) C(7) H(25) 110.0 no . . .
C(1) C(8) H(6) 109.5 no . . .
C(1) C(8) H(7) 109.5 no . . .
C(1) C(8) H(8) 109.5 no . . .
C(1) C(8) H(16) 109.8 no . . .
C(1) C(8) H(17) 109.1 no . . .
C(1) C(8) H(18) 109.7 no . . .
H(6) C(8) H(7) 109.4 no . . .
H(6) C(8) H(8) 109.5 no . . .
H(6) C(8) H(16) 63.2 no . . .
H(6) C(8) H(17) 48.9 no . . .
H(6) C(8) H(18) 139.8 no . . .
H(7) C(8) H(8) 109.4 no . . .
H(7) C(8) H(16) 140.0 no . . .
H(7) C(8) H(17) 63.7 no . . .
H(7) C(8) H(18) 48.3 no . . .
H(8) C(8) H(16) 49.2 no . . .
H(8) C(8) H(17) 140.5 no . . .
H(8) C(8) H(18) 64.0 no . . .
H(16) C(8) H(17) 109.2 no . . .
H(16) C(8) H(18) 110.0 no . . .
H(17) C(8) H(18) 109.0 no . . .
C(2) C(9) H(9) 109.6 no . . .
C(2) C(9) H(10) 109.5 no . . .
C(2) C(9) H(11) 109.4 no . . .
C(2) C(9) H(19) 109.1 no . . .
C(2) C(9) H(20) 109.5 no . . .
C(2) C(9) H(21) 110.4 no . . .
H(9) C(9) H(10) 109.6 no . . .
H(9) C(9) H(11) 109.4 no . . .
H(9) C(9) H(19) 61.0 no . . .
H(9) C(9) H(20) 140.7 no . . .
H(9) C(9) H(21) 51.9 no . . .
H(10) C(9) H(11) 109.4 no . . .
H(10) C(9) H(19) 51.8 no . . .
H(10) C(9) H(20) 59.4 no . . .
H(10) C(9) H(21) 139.9 no . . .
H(11) C(9) H(19) 141.2 no . . .
H(11) C(9) H(20) 52.9 no . . .
H(11) C(9) H(21) 60.2 no . . .
H(19) C(9) H(20) 108.5 no . . .
H(19) C(9) H(21) 109.6 no . . .
H(20) C(9) H(21) 109.7 no . . .
C(3) C(10) H(12) 109.6 no . . .
C(3) C(10) H(13) 109.5 no . . .
C(3) C(10) H(14) 109.5 no . . .
C(3) C(10) H(26) 109.3 no . . .
C(3) C(10) H(27) 109.7 no . . .
C(3) C(10) H(28) 109.7 no . . .
H(12) C(10) H(13) 109.5 no . . .
H(12) C(10) H(14) 109.5 no . . .
H(12) C(10) H(26) 63.1 no . . .
H(12) C(10) H(27) 140.1 no . . .
H(12) C(10) H(28) 49.2 no . . .
H(13) C(10) H(14) 109.3 no . . .
H(13) C(10) H(26) 140.5 no . . .
H(13) C(10) H(27) 49.2 no . . .
H(13) C(10) H(28) 63.3 no . . .
H(14) C(10) H(26) 49.5 no . . .
H(14) C(10) H(27) 62.9 no . . .
H(14) C(10) H(28) 140.2 no . . .
H(26) C(10) H(27) 109.4 no . . .
H(26) C(10) H(28) 109.3 no . . .
H(27) C(10) H(28) 109.4 no . . .
C(7) H(3) H(25) 69.8 no . . .
C(7) H(4) H(23) 70.1 no . . .
C(7) H(5) H(24) 69.4 no . . .
C(8) H(6) H(17) 66.1 no . . .
C(8) H(7) H(18) 65.7 no . . .
C(8) H(8) H(16) 65.1 no . . .
C(10) H(12) H(28) 65.6 no . . .
C(10) H(13) H(27) 65.3 no . . .
C(8) H(16) H(8) 65.6 no . . .
C(8) H(17) H(6) 65.1 no . . .
C(8) H(18) H(7) 66.1 no . . .
C(7) H(23) H(4) 69.5 no . . .
C(7) H(24) H(5) 69.9 no . . .
C(7) H(25) H(3) 70.2 no . . .
C(10) H(27) H(13) 65.5 no . . .
C(10) H(28) H(12) 65.2 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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C(5) O(1) C(6) C(7) -177.2(2) ? . . . .
C(6) O(1) C(5) S(1) -0.3(3) ? . . . .
C(6) O(1) C(5) C(4) -179.6(2) ? . . . .
C(1) N(1) C(4) C(3) -0.5(3) ? . . . .
C(1) N(1) C(4) C(5) -179.6(2) ? . . . .
C(4) N(1) C(1) C(2) 0.6(3) ? . . . .
C(4) N(1) C(1) C(8) -179.2(2) ? . . . .
N(1) C(1) C(2) C(3) -0.4(3) ? . . . .
N(1) C(1) C(2) C(9) -179.4(2) ? . . . .
C(8) C(1) C(2) C(3) 179.3(2) ? . . . .
C(8) C(1) C(2) C(9) 0.3(5) ? . . . .
C(1) C(2) C(3) C(4) 0.1(2) ? . . . .
C(1) C(2) C(3) C(10) 179.0(2) ? . . . .
C(9) C(2) C(3) C(4) 179.1(2) ? . . . .
C(9) C(2) C(3) C(10) -2.1(5) ? . . . .
C(2) C(3) C(4) N(1) 0.3(3) ? . . . .
C(2) C(3) C(4) C(5) 179.1(3) ? . . . .
C(10) C(3) C(4) N(1) -178.6(2) ? . . . .
C(10) C(3) C(4) C(5) 0.3(5) ? . . . .
N(1) C(4) C(5) S(1) 1.9(4) ? . . . .
N(1) C(4) C(5) O(1) -178.9(2) ? . . . .
C(3) C(4) C(5) S(1) -176.9(2) ? . . . .
C(3) C(4) C(5) O(1) 2.4(4) ? . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
C(6) C(6) 3.590(3) ? . 2_876
C(10) C(10) 3.405(4) ? . 2_666
S(1) H(3) 3.450 ? . 2_876
S(1) H(4) 3.351 ? . 2_776
S(1) H(6) 3.023 ? . 2_775
S(1) H(8) 3.281 ? . 1_655
S(1) H(14) 3.533 ? . 1_665
S(1) H(15) 2.883 ? . 2_775
S(1) H(16) 3.193 ? . 1_655
S(1) H(17) 2.907 ? . 2_775
S(1) H(19) 3.355 ? . 1_665
S(1) H(23) 3.381 ? . 2_776
S(1) H(25) 3.504 ? . 2_876
S(1) H(28) 3.579 ? . 2_776
O(1) H(2) 3.211 ? . 2_776
O(1) H(10) 3.468 ? . 1_655
O(1) H(11) 3.303 ? . 1_655
O(1) H(20) 2.848 ? . 1_655
N(1) H(3) 3.515 ? . 2_776
N(1) H(6) 3.327 ? . 2_675
N(1) H(9) 2.777 ? . 2_665
N(1) H(16) 3.111 ? . 2_675
N(1) H(19) 3.327 ? . 2_665
N(1) H(21) 3.301 ? . 2_665
N(1) H(23) 3.103 ? . 2_776
C(1) H(6) 3.330 ? . 2_675
C(1) H(9) 3.251 ? . 2_665
C(1) H(16) 3.385 ? . 2_675
C(2) H(1) 3.083 ? . 1_455
C(2) H(7) 3.404 ? . 2_665
C(3) H(1) 3.317 ? . 1_455
C(3) H(2) 3.093 ? . 2_776
C(3) H(7) 2.876 ? . 2_665
C(3) H(17) 3.498 ? . 2_665
C(3) H(18) 3.302 ? . 2_665
C(4) H(2) 3.121 ? . 2_776
C(4) H(3) 3.542 ? . 2_776
C(4) H(4) 3.433 ? . 2_776
C(4) H(7) 3.412 ? . 2_665
C(4) H(9) 3.111 ? . 2_665
C(4) H(18) 3.542 ? . 2_665
C(4) H(21) 3.310 ? . 2_665
C(4) H(23) 2.994 ? . 2_776
C(5) H(2) 3.269 ? . 2_776
C(5) H(4) 3.263 ? . 2_776
C(5) H(9) 3.567 ? . 2_665
C(5) H(11) 3.293 ? . 1_655
C(5) H(20) 3.178 ? . 1_655
C(5) H(23) 3.080 ? . 2_776
C(6) H(1) 3.199 ? . 2_876
C(6) H(2) 3.314 ? . 2_876
C(6) H(3) 3.342 ? . 2_876
C(6) H(10) 3.431 ? . 1_655
C(6) H(12) 3.470 ? . 2_776
C(6) H(20) 3.025 ? . 1_655
C(6) H(25) 3.363 ? . 2_876
C(6) H(28) 3.511 ? . 2_776
C(7) H(1) 3.419 ? . 2_876
C(7) H(2) 3.527 ? . 2_876
C(7) H(6) 3.549 ? . 1_656
C(7) H(7) 3.595 ? . 1_656
C(7) H(10) 3.558 ? . 1_655
C(7) H(12) 3.320 ? . 1_655
C(7) H(13) 3.462 ? . 2_766
C(7) H(17) 3.409 ? . 1_656
C(7) H(20) 3.516 ? . 1_655
C(7) H(26) 3.398 ? . 1_655
C(7) H(27) 3.272 ? . 2_766
C(8) H(3) 3.360 ? . 1_454
C(8) H(6) 3.106 ? . 2_675
C(8) H(11) 3.476 ? . 2_565
C(8) H(13) 3.560 ? . 2_665
C(8) H(14) 3.450 ? . 2_665
C(8) H(15) 3.559 ? . 2_675
C(8) H(16) 3.166 ? . 2_675
C(8) H(21) 3.485 ? . 2_565
C(8) H(23) 3.508 ? . 1_454
C(8) H(25) 3.577 ? . 1_454
C(8) H(27) 3.027 ? . 2_665
C(9) H(1) 3.197 ? . 1_455
C(9) H(8) 3.180 ? . 2_565
C(9) H(11) 3.237 ? . 2_565
C(9) H(18) 3.083 ? . 2_565
C(9) H(21) 3.209 ? . 2_565
C(10) H(2) 3.161 ? . 2_776
C(10) H(5) 3.476 ? . 1_455
C(10) H(5) 3.413 ? . 2_766
C(10) H(7) 2.849 ? . 2_665
C(10) H(12) 3.054 ? . 2_666
C(10) H(13) 3.570 ? . 2_666
C(10) H(14) 3.067 ? . 2_666
C(10) H(17) 3.247 ? . 2_665
C(10) H(18) 3.434 ? . 2_665
C(10) H(25) 3.429 ? . 1_455
C(10) H(25) 3.524 ? . 2_766
C(10) H(26) 2.876 ? . 2_666
C(10) H(27) 3.445 ? . 2_666
C(10) H(28) 3.361 ? . 2_666
H(1) C(2) 3.083 ? . 1_655
H(1) C(3) 3.317 ? . 1_655
H(1) C(6) 3.199 ? . 2_876
H(1) C(7) 3.419 ? . 2_876
H(1) C(9) 3.197 ? . 1_655
H(1) H(1) 3.062 ? . 2_876
H(1) H(2) 2.778 ? . 2_876
H(1) H(3) 2.775 ? . 2_876
H(1) H(10) 2.923 ? . 1_655
H(1) H(11) 3.087 ? . 1_655
H(1) H(12) 3.134 ? . 1_655
H(1) H(20) 2.523 ? . 1_655
H(1) H(23) 3.563 ? . 2_876
H(1) H(25) 2.965 ? . 2_876
H(1) H(26) 3.243 ? . 1_655
H(2) O(1) 3.211 ? . 2_776
H(2) C(3) 3.093 ? . 2_776
H(2) C(4) 3.121 ? . 2_776
H(2) C(5) 3.269 ? . 2_776
H(2) C(6) 3.314 ? . 2_876
H(2) C(7) 3.527 ? . 2_876
H(2) C(10) 3.161 ? . 2_776
H(2) H(1) 2.778 ? . 2_876
H(2) H(2) 3.297 ? . 2_876
H(2) H(3) 3.034 ? . 2_876
H(2) H(12) 2.543 ? . 2_776
H(2) H(13) 3.485 ? . 2_776
H(2) H(25) 2.880 ? . 2_876
H(2) H(26) 3.390 ? . 2_776
H(2) H(28) 2.597 ? . 2_776
H(3) S(1) 3.450 ? . 2_876
H(3) N(1) 3.515 ? . 2_776
H(3) C(4) 3.542 ? . 2_776
H(3) C(6) 3.342 ? . 2_876
H(3) C(8) 3.360 ? . 1_656
H(3) H(1) 2.775 ? . 2_876
H(3) H(2) 3.034 ? . 2_876
H(3) H(6) 2.830 ? . 1_656
H(3) H(7) 3.152 ? . 1_656
H(3) H(12) 3.149 ? . 1_655
H(3) H(13) 3.481 ? . 2_766
H(3) H(14) 3.527 ? . 2_766
H(3) H(16) 3.326 ? . 1_656
H(3) H(17) 2.739 ? . 1_656
H(3) H(18) 3.510 ? . 1_656
H(3) H(26) 3.480 ? . 1_655
H(3) H(27) 3.082 ? . 2_766
H(4) S(1) 3.351 ? . 2_776
H(4) C(4) 3.433 ? . 2_776
H(4) C(5) 3.263 ? . 2_776
H(4) H(5) 3.556 ? . 2_766
H(4) H(6) 3.538 ? . 1_656
H(4) H(7) 3.555 ? . 1_656
H(4) H(10) 3.260 ? . 2_666
H(4) H(17) 3.507 ? . 1_656
H(4) H(19) 3.390 ? . 2_666
H(4) H(24) 3.486 ? . 2_766
H(5) C(10) 3.476 ? . 1_655
H(5) C(10) 3.413 ? . 2_766
H(5) H(4) 3.556 ? . 2_766
H(5) H(5) 3.252 ? . 2_766
H(5) H(7) 3.511 ? . 1_656
H(5) H(10) 2.850 ? . 1_655
H(5) H(12) 2.813 ? . 1_655
H(5) H(13) 2.724 ? . 2_766
H(5) H(14) 3.397 ? . 1_655
H(5) H(14) 3.303 ? . 2_766
H(5) H(17) 3.502 ? . 1_656
H(5) H(19) 3.584 ? . 1_655
H(5) H(20) 3.009 ? . 1_655
H(5) H(24) 2.910 ? . 2_766
H(5) H(26) 2.673 ? . 1_655
H(5) H(27) 2.677 ? . 2_766
H(5) H(28) 3.586 ? . 1_655
H(5) H(28) 3.388 ? . 2_766
H(6) S(1) 3.023 ? . 2_775
H(6) N(1) 3.327 ? . 2_675
H(6) C(1) 3.330 ? . 2_675
H(6) C(7) 3.549 ? . 1_454
H(6) C(8) 3.106 ? . 2_675
H(6) H(3) 2.830 ? . 1_454
H(6) H(4) 3.538 ? . 1_454
H(6) H(6) 2.539 ? . 2_675
H(6) H(8) 3.128 ? . 2_675
H(6) H(14) 3.528 ? . 2_665
H(6) H(15) 3.112 ? . 2_675
H(6) H(16) 2.415 ? . 2_675
H(6) H(17) 3.300 ? . 2_675
H(6) H(23) 3.114 ? . 1_454
H(6) H(25) 3.138 ? . 1_454
H(6) H(27) 3.219 ? . 2_665
H(7) C(2) 3.404 ? . 2_665
H(7) C(3) 2.876 ? . 2_665
H(7) C(4) 3.412 ? . 2_665
H(7) C(7) 3.595 ? . 1_454
H(7) C(10) 2.849 ? . 2_665
H(7) H(3) 3.152 ? . 1_454
H(7) H(4) 3.555 ? . 1_454
H(7) H(5) 3.511 ? . 1_454
H(7) H(10) 3.581 ? . 2_565
H(7) H(11) 3.215 ? . 2_565
H(7) H(13) 2.625 ? . 2_665
H(7) H(14) 2.659 ? . 2_665
H(7) H(19) 3.498 ? . 2_665
H(7) H(20) 3.261 ? . 2_565
H(7) H(21) 3.478 ? . 2_565
H(7) H(23) 3.387 ? . 1_454
H(7) H(25) 3.204 ? . 1_454
H(7) H(26) 3.386 ? . 2_665
H(7) H(27) 2.135 ? . 2_665
H(7) H(28) 3.522 ? . 2_665
H(8) S(1) 3.281 ? . 1_455
H(8) C(9) 3.180 ? . 2_565
H(8) H(6) 3.128 ? . 2_675
H(8) H(9) 2.848 ? . 2_565
H(8) H(10) 3.285 ? . 2_565
H(8) H(11) 2.893 ? . 2_565
H(8) H(15) 3.107 ? . 2_675
H(8) H(16) 3.455 ? . 2_675
H(8) H(19) 3.161 ? . 2_565
H(8) H(20) 3.158 ? . 2_565
H(8) H(21) 2.707 ? . 2_565
H(8) H(23) 3.454 ? . 1_454
H(9) N(1) 2.777 ? . 2_665
H(9) C(1) 3.251 ? . 2_665
H(9) C(4) 3.111 ? . 2_665
H(9) C(5) 3.567 ? . 2_665
H(9) H(8) 2.848 ? . 2_565
H(9) H(11) 3.022 ? . 2_565
H(9) H(15) 2.796 ? . 2_665
H(9) H(16) 3.462 ? . 2_565
H(9) H(17) 3.519 ? . 2_665
H(9) H(18) 3.058 ? . 2_565
H(9) H(21) 3.264 ? . 2_565
H(10) O(1) 3.468 ? . 1_455
H(10) C(6) 3.431 ? . 1_455
H(10) C(7) 3.558 ? . 1_455
H(10) H(1) 2.923 ? . 1_455
H(10) H(4) 3.260 ? . 2_666
H(10) H(5) 2.850 ? . 1_455
H(10) H(7) 3.581 ? . 2_565
H(10) H(8) 3.285 ? . 2_565
H(10) H(18) 3.098 ? . 2_565
H(10) H(24) 3.136 ? . 1_455
H(10) H(24) 3.457 ? . 2_666
H(10) H(25) 3.582 ? . 1_455
H(11) O(1) 3.303 ? . 1_455
H(11) C(5) 3.293 ? . 1_455
H(11) C(8) 3.476 ? . 2_565
H(11) C(9) 3.237 ? . 2_565
H(11) H(1) 3.087 ? . 1_455
H(11) H(7) 3.215 ? . 2_565
H(11) H(8) 2.893 ? . 2_565
H(11) H(9) 3.022 ? . 2_565
H(11) H(11) 2.598 ? . 2_565
H(11) H(18) 2.595 ? . 2_565
H(11) H(20) 3.364 ? . 2_565
H(11) H(21) 2.377 ? . 2_565
H(12) C(6) 3.470 ? . 2_776
H(12) C(7) 3.320 ? . 1_455
H(12) C(10) 3.054 ? . 2_666
H(12) H(1) 3.134 ? . 1_455
H(12) H(2) 2.543 ? . 2_776
H(12) H(3) 3.149 ? . 1_455
H(12) H(5) 2.813 ? . 1_455
H(12) H(12) 2.975 ? . 2_666
H(12) H(13) 3.143 ? . 2_666
H(12) H(14) 2.556 ? . 2_666
H(12) H(24) 3.470 ? . 1_455
H(12) H(25) 2.574 ? . 1_455
H(12) H(26) 2.611 ? . 2_666
H(12) H(27) 2.867 ? . 2_666
H(12) H(28) 3.195 ? . 2_666
H(13) C(7) 3.462 ? . 2_766
H(13) C(8) 3.560 ? . 2_665
H(13) C(10) 3.570 ? . 2_666
H(13) H(2) 3.485 ? . 2_776
H(13) H(3) 3.481 ? . 2_766
H(13) H(5) 2.724 ? . 2_766
H(13) H(7) 2.625 ? . 2_665
H(13) H(12) 3.143 ? . 2_666
H(13) H(14) 3.156 ? . 2_666
H(13) H(17) 3.133 ? . 2_665
H(13) H(18) 3.092 ? . 2_665
H(13) H(24) 3.034 ? . 2_766
H(13) H(25) 3.048 ? . 2_766
H(13) H(26) 2.834 ? . 2_666
H(14) S(1) 3.533 ? . 1_445
H(14) C(8) 3.450 ? . 2_665
H(14) C(10) 3.067 ? . 2_666
H(14) H(3) 3.527 ? . 2_766
H(14) H(5) 3.397 ? . 1_455
H(14) H(5) 3.303 ? . 2_766
H(14) H(6) 3.528 ? . 2_665
H(14) H(7) 2.659 ? . 2_665
H(14) H(12) 2.556 ? . 2_666
H(14) H(13) 3.156 ? . 2_666
H(14) H(14) 3.004 ? . 2_666
H(14) H(17) 2.760 ? . 2_665
H(14) H(18) 3.371 ? . 2_665
H(14) H(25) 3.116 ? . 2_766
H(14) H(26) 2.694 ? . 2_666
H(14) H(27) 3.241 ? . 2_666
H(14) H(28) 2.778 ? . 2_666
H(15) S(1) 2.883 ? . 2_775
H(15) C(8) 3.559 ? . 2_675
H(15) H(6) 3.112 ? . 2_675
H(15) H(8) 3.107 ? . 2_675
H(15) H(9) 2.796 ? . 2_665
H(15) H(15) 3.410 ? . 2_775
H(15) H(16) 2.658 ? . 2_675
H(15) H(19) 3.203 ? . 2_665
H(15) H(21) 3.422 ? . 2_665
H(15) H(23) 3.172 ? . 2_776
H(16) S(1) 3.193 ? . 1_455
H(16) N(1) 3.111 ? . 2_675
H(16) C(1) 3.385 ? . 2_675
H(16) C(8) 3.166 ? . 2_675
H(16) H(3) 3.326 ? . 1_454
H(16) H(6) 2.415 ? . 2_675
H(16) H(8) 3.455 ? . 2_675
H(16) H(9) 3.462 ? . 2_565
H(16) H(15) 2.658 ? . 2_675
H(16) H(16) 2.681 ? . 2_675
H(16) H(17) 3.079 ? . 2_675
H(16) H(21) 3.428 ? . 2_565
H(16) H(23) 3.278 ? . 1_454
H(17) S(1) 2.907 ? . 2_775
H(17) C(3) 3.498 ? . 2_665
H(17) C(7) 3.409 ? . 1_454
H(17) C(10) 3.247 ? . 2_665
H(17) H(3) 2.739 ? . 1_454
H(17) H(4) 3.507 ? . 1_454
H(17) H(5) 3.502 ? . 1_454
H(17) H(6) 3.300 ? . 2_675
H(17) H(9) 3.519 ? . 2_665
H(17) H(13) 3.133 ? . 2_665
H(17) H(14) 2.760 ? . 2_665
H(17) H(16) 3.079 ? . 2_675
H(17) H(19) 3.357 ? . 2_665
H(17) H(23) 3.167 ? . 1_454
H(17) H(25) 2.886 ? . 1_454
H(17) H(26) 3.545 ? . 2_665
H(17) H(27) 2.473 ? . 2_665
H(18) C(3) 3.302 ? . 2_665
H(18) C(4) 3.542 ? . 2_665
H(18) C(9) 3.083 ? . 2_565
H(18) C(10) 3.434 ? . 2_665
H(18) H(3) 3.510 ? . 1_454
H(18) H(9) 3.058 ? . 2_565
H(18) H(10) 3.098 ? . 2_565
H(18) H(11) 2.595 ? . 2_565
H(18) H(13) 3.092 ? . 2_665
H(18) H(14) 3.371 ? . 2_665
H(18) H(19) 3.233 ? . 2_565
H(18) H(20) 2.767 ? . 2_565
H(18) H(21) 2.754 ? . 2_565
H(18) H(23) 3.505 ? . 1_454
H(18) H(27) 2.742 ? . 2_665
H(19) S(1) 3.355 ? . 1_445
H(19) N(1) 3.327 ? . 2_665
H(19) H(4) 3.390 ? . 2_666
H(19) H(5) 3.584 ? . 1_455
H(19) H(7) 3.498 ? . 2_665
H(19) H(8) 3.161 ? . 2_565
H(19) H(15) 3.203 ? . 2_665
H(19) H(17) 3.357 ? . 2_665
H(19) H(18) 3.233 ? . 2_565
H(20) O(1) 2.848 ? . 1_455
H(20) C(5) 3.178 ? . 1_455
H(20) C(6) 3.025 ? . 1_455
H(20) C(7) 3.516 ? . 1_455
H(20) H(1) 2.523 ? . 1_455
H(20) H(5) 3.009 ? . 1_455
H(20) H(7) 3.261 ? . 2_565
H(20) H(8) 3.158 ? . 2_565
H(20) H(11) 3.364 ? . 2_565
H(20) H(18) 2.767 ? . 2_565
H(20) H(21) 3.071 ? . 2_565
H(20) H(24) 3.185 ? . 1_455
H(21) N(1) 3.301 ? . 2_665
H(21) C(4) 3.310 ? . 2_665
H(21) C(8) 3.485 ? . 2_565
H(21) C(9) 3.209 ? . 2_565
H(21) H(7) 3.478 ? . 2_565
H(21) H(8) 2.707 ? . 2_565
H(21) H(9) 3.264 ? . 2_565
H(21) H(11) 2.377 ? . 2_565
H(21) H(15) 3.422 ? . 2_665
H(21) H(16) 3.428 ? . 2_565
H(21) H(18) 2.754 ? . 2_565
H(21) H(20) 3.071 ? . 2_565
H(21) H(21) 2.520 ? . 2_565
H(23) S(1) 3.381 ? . 2_776
H(23) N(1) 3.103 ? . 2_776
H(23) C(4) 2.994 ? . 2_776
H(23) C(5) 3.080 ? . 2_776
H(23) C(8) 3.508 ? . 1_656
H(23) H(1) 3.563 ? . 2_876
H(23) H(6) 3.114 ? . 1_656
H(23) H(7) 3.387 ? . 1_656
H(23) H(8) 3.454 ? . 1_656
H(23) H(15) 3.172 ? . 2_776
H(23) H(16) 3.278 ? . 1_656
H(23) H(17) 3.167 ? . 1_656
H(23) H(18) 3.505 ? . 1_656
H(24) H(4) 3.486 ? . 2_766
H(24) H(5) 2.910 ? . 2_766
H(24) H(10) 3.136 ? . 1_655
H(24) H(10) 3.457 ? . 2_666
H(24) H(12) 3.470 ? . 1_655
H(24) H(13) 3.034 ? . 2_766
H(24) H(20) 3.185 ? . 1_655
H(24) H(24) 2.689 ? . 2_766
H(24) H(26) 3.279 ? . 1_655
H(24) H(27) 3.061 ? . 2_766
H(25) S(1) 3.504 ? . 2_876
H(25) C(6) 3.363 ? . 2_876
H(25) C(8) 3.577 ? . 1_656
H(25) C(10) 3.429 ? . 1_655
H(25) C(10) 3.524 ? . 2_766
H(25) H(1) 2.965 ? . 2_876
H(25) H(2) 2.880 ? . 2_876
H(25) H(6) 3.138 ? . 1_656
H(25) H(7) 3.204 ? . 1_656
H(25) H(10) 3.582 ? . 1_655
H(25) H(12) 2.574 ? . 1_655
H(25) H(13) 3.048 ? . 2_766
H(25) H(14) 3.116 ? . 2_766
H(25) H(17) 2.886 ? . 1_656
H(25) H(26) 2.840 ? . 1_655
H(25) H(27) 2.698 ? . 2_766
H(25) H(28) 3.245 ? . 1_655
H(26) C(7) 3.398 ? . 1_455
H(26) C(10) 2.876 ? . 2_666
H(26) H(1) 3.243 ? . 1_455
H(26) H(2) 3.390 ? . 2_776
H(26) H(3) 3.480 ? . 1_455
H(26) H(5) 2.673 ? . 1_455
H(26) H(7) 3.386 ? . 2_665
H(26) H(12) 2.611 ? . 2_666
H(26) H(13) 2.834 ? . 2_666
H(26) H(14) 2.694 ? . 2_666
H(26) H(17) 3.545 ? . 2_665
H(26) H(24) 3.279 ? . 1_455
H(26) H(25) 2.840 ? . 1_455
H(26) H(26) 2.600 ? . 2_666
H(26) H(27) 2.819 ? . 2_666
H(26) H(28) 2.716 ? . 2_666
H(27) C(7) 3.272 ? . 2_766
H(27) C(8) 3.027 ? . 2_665
H(27) C(10) 3.445 ? . 2_666
H(27) H(3) 3.082 ? . 2_766
H(27) H(5) 2.677 ? . 2_766
H(27) H(6) 3.219 ? . 2_665
H(27) H(7) 2.135 ? . 2_665
H(27) H(12) 2.867 ? . 2_666
H(27) H(14) 3.241 ? . 2_666
H(27) H(17) 2.473 ? . 2_665
H(27) H(18) 2.742 ? . 2_665
H(27) H(24) 3.061 ? . 2_766
H(27) H(25) 2.698 ? . 2_766
H(27) H(26) 2.819 ? . 2_666
H(27) H(28) 3.312 ? . 2_666
H(28) S(1) 3.579 ? . 2_776
H(28) C(6) 3.511 ? . 2_776
H(28) C(10) 3.361 ? . 2_666
H(28) H(2) 2.597 ? . 2_776
H(28) H(5) 3.586 ? . 1_455
H(28) H(5) 3.388 ? . 2_766
H(28) H(7) 3.522 ? . 2_665
H(28) H(12) 3.195 ? . 2_666
H(28) H(14) 2.778 ? . 2_666
H(28) H(25) 3.245 ? . 1_455
H(28) H(26) 2.716 ? . 2_666
H(28) H(27) 3.312 ? . 2_666
H(28) H(28) 3.579 ? . 2_666


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

# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one
# structure analysis in the CIF.

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

#     End of CIF

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


####################################################################### 
# 
# 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___n1Deb
_database_code_depnum_ccdc_archive 'CCDC 1468172'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

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

# CHEMICAL DATA

_chemical_formula_sum            'C15 H19 B F2 N2 '
_chemical_formula_moiety         'C15 H19 B F2 N2 '
_chemical_formula_weight         276.14
_chemical_melting_point          ?

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

# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z

#------------------------------------------------------------------------------

_cell_length_a                   7.2351(6)
_cell_length_b                   16.6785(14)
_cell_length_c                   11.8701(10)
_cell_angle_alpha                90.0000
_cell_angle_beta                 98.682(4)
_cell_angle_gamma                90.0000
_cell_volume                     1416.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7989
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      29.2
_cell_measurement_temperature    293.0
_diffrn_ambient_temperature      293.0

#------------------------------------------------------------------------------

_exptl_crystal_description       needle
_exptl_crystal_colour            dark-red
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584.00
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
     Higashi, T. (1995). Program for Absorption Correction.
     Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.993

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

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            12329
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_theta_max         29.21
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        29.21
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

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

# REFINEMENT DATA

_refine_special_details          
;
     Refinement was performed using reflections with F² > 4.0 
sigma(F²).
     The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are
     based on F, with F set to zero for negative F. The threshold 
expression of
     F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3779
_reflns_number_gt                1723
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.0576
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         1723
_refine_ls_number_parameters     182
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
     Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
     4.1965    1.8169    2.9989
;
_refine_ls_shift/su_max          0.0000
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_extinction_coef       108(36)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
B B 0.001 0.001
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.017 0.010
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

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

# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.8829(2) 0.18022(8) 0.39828(11) 0.0719(4) Uani 1.00 1 d . . .
F2 F 0.5673(2) 0.16929(8) 0.37371(12) 0.0745(4) Uani 1.00 1 d . . .
N1 N 0.7409(2) 0.11819(9) 0.54849(14) 0.0472(4) Uani 1.00 1 d . . .
N2 N 0.7472(2) 0.04900(10) 0.36238(14) 0.0482(4) Uani 1.00 1 d . . .
C1 C 0.7369(2) 0.17365(12) 0.63103(19) 0.0505(5) Uani 1.00 1 d . . .
C2 C 0.7397(2) 0.13618(13) 0.73711(18) 0.0525(5) Uani 1.00 1 d . . .
C3 C 0.7448(2) 0.05471(13) 0.71864(18) 0.0514(5) Uani 1.00 1 d . . .
C4 C 0.7466(2) 0.04306(11) 0.60049(17) 0.0464(5) Uani 1.00 1 d . . .
C5 C 0.7524(2) -0.02583(12) 0.53672(17) 0.0474(5) Uani 1.00 1 d . . .
C6 C 0.7534(2) -0.02422(11) 0.42022(18) 0.0472(5) Uani 1.00 1 d . . .
C7 C 0.7580(2) -0.08658(12) 0.34026(19) 0.0513(5) Uani 1.00 1 d . . .
C8 C 0.7553(2) -0.05078(13) 0.23466(19) 0.0556(6) Uani 1.00 1 d . . .
C9 C 0.7496(2) 0.03284(13) 0.25157(18) 0.0527(5) Uani 1.00 1 d . . .
C10 C 0.7300(3) 0.26185(13) 0.6071(2) 0.0657(7) Uani 1.00 1 d . . .
C11 C 0.7361(3) 0.17941(16) 0.8479(2) 0.0692(7) Uani 1.00 1 d . . .
C12 C 0.7497(3) -0.01133(15) 0.8044(2) 0.0649(7) Uani 1.00 1 d . . .
C13 C 0.7621(3) -0.17443(13) 0.3663(2) 0.0643(6) Uani 1.00 1 d . . .
C14 C 0.7578(3) -0.09198(16) 0.1231(2) 0.0739(8) Uani 1.00 1 d . . .
C15 C 0.7428(3) 0.09699(16) 0.1633(2) 0.0696(7) Uani 1.00 1 d . . .
B1 B 0.7338(3) 0.13216(13) 0.4189(2) 0.0502(6) Uani 1.00 1 d . . .
H1 H 0.7559 -0.0763 0.5742 0.057 Uiso 1.00 1 c R . .
H2 H 0.7546 0.2906 0.6768 0.080 Uiso 1.00 1 c R . .
H3 H 0.8243 0.2220 0.8548 0.084 Uiso 1.00 1 c R . .
H4 H 0.7211 -0.0609 0.7662 0.079 Uiso 1.00 1 c R . .
H5 H 0.7521 -0.1823 0.4444 0.078 Uiso 1.00 1 c R . .
H6 H 0.6514 -0.0762 0.0707 0.090 Uiso 1.00 1 c R . .
H7 H 0.8224 0.1400 0.1923 0.084 Uiso 1.00 1 c R . .
H8 H 0.8216 0.2751 0.5606 0.080 Uiso 1.00 1 c R . .
H9 H 0.6096 0.2758 0.5686 0.080 Uiso 1.00 1 c R . .
H10 H 0.6145 0.2005 0.8496 0.084 Uiso 1.00 1 c R . .
H11 H 0.7672 0.1431 0.9095 0.084 Uiso 1.00 1 c R . .
H12 H 0.8708 -0.0143 0.8482 0.079 Uiso 1.00 1 c R . .
H13 H 0.6600 -0.0009 0.8535 0.079 Uiso 1.00 1 c R . .
H14 H 0.6608 -0.2002 0.3202 0.078 Uiso 1.00 1 c R . .
H15 H 0.8768 -0.1967 0.3509 0.078 Uiso 1.00 1 c R . .
H16 H 0.8682 -0.0775 0.0934 0.090 Uiso 1.00 1 c R . .
H17 H 0.7556 -0.1484 0.1337 0.090 Uiso 1.00 1 c R . .
H18 H 0.7838 0.0759 0.0969 0.084 Uiso 1.00 1 c R . .
H19 H 0.6183 0.1162 0.1446 0.084 Uiso 1.00 1 c R . .



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

_computing_data_collection       PROCESS
_computing_cell_refinement       PROCESS
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SHELXS97
_computing_structure_refinement  CRYSTALS
_computing_publication_material  'CrystalStructure 3.8'
_computing_molecular_graphics    ?

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

# MOLECULAR GEOMETRY

_geom_special_details            
;
     ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
F(1) B(1) 1.395(2) yes . .
F(2) B(1) 1.388(2) yes . .
N(1) C(1) 1.351(2) yes . .
N(1) C(4) 1.395(2) yes . .
N(1) B(1) 1.549(3) yes . .
N(2) C(6) 1.398(2) yes . .
N(2) C(9) 1.345(2) yes . .
N(2) B(1) 1.550(2) yes . .
C(1) C(2) 1.403(3) yes . .
C(1) C(10) 1.498(2) yes . .
C(2) C(3) 1.378(3) yes . .
C(2) C(11) 1.503(3) yes . .
C(3) C(4) 1.418(2) yes . .
C(3) C(12) 1.496(3) yes . .
C(4) C(5) 1.380(2) yes . .
C(5) C(6) 1.384(2) yes . .
C(6) C(7) 1.412(2) yes . .
C(7) C(8) 1.386(3) yes . .
C(7) C(13) 1.497(2) yes . .
C(8) C(9) 1.411(3) yes . .
C(8) C(14) 1.495(3) yes . .
C(9) C(15) 1.493(3) yes . .
C(5) H(1) 0.950 no . .
C(10) H(2) 0.949 no . .
C(10) H(8) 0.950 no . .
C(10) H(9) 0.950 no . .
C(11) H(3) 0.951 no . .
C(11) H(10) 0.950 no . .
C(11) H(11) 0.950 no . .
C(12) H(4) 0.950 no . .
C(12) H(12) 0.950 no . .
C(12) H(13) 0.951 no . .
C(13) H(5) 0.950 no . .
C(13) H(14) 0.949 no . .
C(13) H(15) 0.952 no . .
C(14) H(6) 0.951 no . .
C(14) H(16) 0.951 no . .
C(14) H(17) 0.950 no . .
C(15) H(7) 0.951 no . .
C(15) H(18) 0.950 no . .
C(15) H(19) 0.950 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C(1) N(1) C(4) 107.26(16) yes . . .
C(1) N(1) B(1) 128.04(16) yes . . .
C(4) N(1) B(1) 124.68(15) yes . . .
C(6) N(2) C(9) 107.51(16) yes . . .
C(6) N(2) B(1) 124.65(17) yes . . .
C(9) N(2) B(1) 127.82(17) yes . . .
N(1) C(1) C(2) 110.30(17) yes . . .
N(1) C(1) C(10) 122.60(19) yes . . .
C(2) C(1) C(10) 127.1(2) yes . . .
C(1) C(2) C(3) 107.07(18) yes . . .
C(1) C(2) C(11) 124.9(2) yes . . .
C(3) C(2) C(11) 128.1(2) yes . . .
C(2) C(3) C(4) 107.28(18) yes . . .
C(2) C(3) C(12) 128.0(2) yes . . .
C(4) C(3) C(12) 124.68(19) yes . . .
N(1) C(4) C(3) 108.09(16) yes . . .
N(1) C(4) C(5) 120.44(18) yes . . .
C(3) C(4) C(5) 131.47(18) yes . . .
C(4) C(5) C(6) 122.48(18) yes . . .
N(2) C(6) C(5) 120.19(17) yes . . .
N(2) C(6) C(7) 108.39(18) yes . . .
C(5) C(6) C(7) 131.42(18) yes . . .
C(6) C(7) C(8) 106.98(18) yes . . .
C(6) C(7) C(13) 125.7(2) yes . . .
C(8) C(7) C(13) 127.3(2) yes . . .
C(7) C(8) C(9) 107.10(19) yes . . .
C(7) C(8) C(14) 127.1(2) yes . . .
C(9) C(8) C(14) 125.8(2) yes . . .
N(2) C(9) C(8) 110.01(18) yes . . .
N(2) C(9) C(15) 122.58(19) yes . . .
C(8) C(9) C(15) 127.4(2) yes . . .
F(1) B(1) F(2) 108.97(17) yes . . .
F(1) B(1) N(1) 110.49(16) yes . . .
F(1) B(1) N(2) 109.76(18) yes . . .
F(2) B(1) N(1) 110.31(18) yes . . .
F(2) B(1) N(2) 109.83(16) yes . . .
N(1) B(1) N(2) 107.47(15) yes . . .
C(4) C(5) H(1) 118.8 no . . .
C(6) C(5) H(1) 118.8 no . . .
C(1) C(10) H(2) 109.5 no . . .
C(1) C(10) H(8) 109.4 no . . .
C(1) C(10) H(9) 109.4 no . . .
H(2) C(10) H(8) 109.5 no . . .
H(2) C(10) H(9) 109.5 no . . .
H(8) C(10) H(9) 109.4 no . . .
C(2) C(11) H(3) 109.5 no . . .
C(2) C(11) H(10) 109.6 no . . .
C(2) C(11) H(11) 109.5 no . . .
H(3) C(11) H(10) 109.4 no . . .
H(3) C(11) H(11) 109.4 no . . .
H(10) C(11) H(11) 109.4 no . . .
C(3) C(12) H(4) 109.6 no . . .
C(3) C(12) H(12) 109.6 no . . .
C(3) C(12) H(13) 109.5 no . . .
H(4) C(12) H(12) 109.4 no . . .
H(4) C(12) H(13) 109.4 no . . .
H(12) C(12) H(13) 109.3 no . . .
C(7) C(13) H(5) 109.6 no . . .
C(7) C(13) H(14) 109.6 no . . .
C(7) C(13) H(15) 109.4 no . . .
H(5) C(13) H(14) 109.5 no . . .
H(5) C(13) H(15) 109.3 no . . .
H(14) C(13) H(15) 109.4 no . . .
C(8) C(14) H(6) 109.6 no . . .
C(8) C(14) H(16) 109.6 no . . .
C(8) C(14) H(17) 109.6 no . . .
H(6) C(14) H(16) 109.3 no . . .
H(6) C(14) H(17) 109.4 no . . .
H(16) C(14) H(17) 109.4 no . . .
C(9) C(15) H(7) 109.4 no . . .
C(9) C(15) H(18) 109.6 no . . .
C(9) C(15) H(19) 109.6 no . . .
H(7) C(15) H(18) 109.3 no . . .
H(7) C(15) H(19) 109.4 no . . .
H(18) C(15) H(19) 109.5 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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C(1) N(1) C(4) C(3) 0.3(2) ? . . . .
C(1) N(1) C(4) C(5) -179.75(17) ? . . . .
C(4) N(1) C(1) C(2) -0.05(17) ? . . . .
C(4) N(1) C(1) C(10) -179.96(13) ? . . . .
C(1) N(1) B(1) F(1) 59.0(2) ? . . . .
C(1) N(1) B(1) F(2) -61.6(2) ? . . . .
C(1) N(1) B(1) N(2) 178.71(18) ? . . . .
B(1) N(1) C(1) C(2) 178.01(18) ? . . . .
B(1) N(1) C(1) C(10) -1.9(3) ? . . . .
C(4) N(1) B(1) F(1) -123.26(19) ? . . . .
C(4) N(1) B(1) F(2) 116.18(19) ? . . . .
C(4) N(1) B(1) N(2) -3.5(2) ? . . . .
B(1) N(1) C(4) C(3) -177.80(17) ? . . . .
B(1) N(1) C(4) C(5) 2.1(2) ? . . . .
C(6) N(2) C(9) C(8) 0.6(2) ? . . . .
C(6) N(2) C(9) C(15) 179.45(19) ? . . . .
C(9) N(2) C(6) C(5) -179.97(12) ? . . . .
C(9) N(2) C(6) C(7) -0.5(2) ? . . . .
C(6) N(2) B(1) F(1) 123.51(19) ? . . . .
C(6) N(2) B(1) F(2) -116.7(2) ? . . . .
C(6) N(2) B(1) N(1) 3.3(2) ? . . . .
B(1) N(2) C(6) C(5) -1.7(2) ? . . . .
B(1) N(2) C(6) C(7) 177.77(17) ? . . . .
C(9) N(2) B(1) F(1) -58.5(2) ? . . . .
C(9) N(2) B(1) F(2) 61.2(2) ? . . . .
C(9) N(2) B(1) N(1) -178.73(17) ? . . . .
B(1) N(2) C(9) C(8) -177.58(18) ? . . . .
B(1) N(2) C(9) C(15) 1.2(3) ? . . . .
N(1) C(1) C(2) C(3) -0.3(2) ? . . . .
N(1) C(1) C(2) C(11) -179.8(2) ? . . . .
C(10) C(1) C(2) C(3) 179.6(2) ? . . . .
C(10) C(1) C(2) C(11) 0.1(2) ? . . . .
C(1) C(2) C(3) C(4) 0.5(2) ? . . . .
C(1) C(2) C(3) C(12) 179.90(16) ? . . . .
C(11) C(2) C(3) C(4) -180.0(2) ? . . . .
C(11) C(2) C(3) C(12) -0.6(3) ? . . . .
C(2) C(3) C(4) N(1) -0.5(2) ? . . . .
C(2) C(3) C(4) C(5) 179.6(2) ? . . . .
C(12) C(3) C(4) N(1) -179.97(14) ? . . . .
C(12) C(3) C(4) C(5) 0.1(2) ? . . . .
N(1) C(4) C(5) C(6) 0.2(2) ? . . . .
C(3) C(4) C(5) C(6) -179.93(15) ? . . . .
C(4) C(5) C(6) N(2) -0.4(2) ? . . . .
C(4) C(5) C(6) C(7) -179.68(19) ? . . . .
N(2) C(6) C(7) C(8) 0.2(2) ? . . . .
N(2) C(6) C(7) C(13) -178.96(18) ? . . . .
C(5) C(6) C(7) C(8) 179.6(2) ? . . . .
C(5) C(6) C(7) C(13) 0.4(3) ? . . . .
C(6) C(7) C(8) C(9) 0.2(2) ? . . . .
C(6) C(7) C(8) C(14) -179.8(2) ? . . . .
C(13) C(7) C(8) C(9) 179.3(2) ? . . . .
C(13) C(7) C(8) C(14) -0.7(3) ? . . . .
C(7) C(8) C(9) N(2) -0.5(2) ? . . . .
C(7) C(8) C(9) C(15) -179.2(2) ? . . . .
C(14) C(8) C(9) N(2) 179.5(2) ? . . . .
C(14) C(8) C(9) C(15) 0.8(3) ? . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
F(1) F(2) 2.265(2) ? . .
F(1) N(1) 2.421(2) ? . .
F(1) N(2) 2.410(2) ? . .
F(1) C(1) 3.105(2) ? . .
F(1) C(4) 3.561(2) ? . .
F(1) C(6) 3.556(2) ? . .
F(1) C(9) 3.082(2) ? . .
F(1) C(10) 3.170(3) ? . .
F(1) C(11) 3.582(3) ? . 4_554
F(1) C(13) 3.500(2) ? . 3_756
F(1) C(15) 3.143(2) ? . .
F(2) F(1) 2.265(2) ? . .
F(2) N(1) 2.413(2) ? . .
F(2) N(2) 2.406(2) ? . .
F(2) C(1) 3.116(2) ? . .
F(2) C(4) 3.508(2) ? . .
F(2) C(5) 3.598(2) ? . 3_656
F(2) C(6) 3.508(2) ? . .
F(2) C(9) 3.098(2) ? . .
F(2) C(10) 3.234(2) ? . .
F(2) C(11) 3.462(3) ? . 4_454
F(2) C(15) 3.203(3) ? . .
N(1) F(1) 2.421(2) ? . .
N(1) F(2) 2.413(2) ? . .
N(1) N(2) 2.499(2) ? . .
N(1) C(2) 2.260(2) ? . .
N(1) C(3) 2.277(2) ? . .
N(1) C(5) 2.408(2) ? . .
N(1) C(6) 2.830(2) ? . .
N(1) C(10) 2.500(2) ? . .
N(2) F(1) 2.410(2) ? . .
N(2) F(2) 2.406(2) ? . .
N(2) N(1) 2.499(2) ? . .
N(2) C(4) 2.829(2) ? . .
N(2) C(5) 2.412(2) ? . .
N(2) C(7) 2.279(2) ? . .
N(2) C(8) 2.258(2) ? . .
N(2) C(15) 2.490(3) ? . .
C(1) F(1) 3.105(2) ? . .
C(1) F(2) 3.116(2) ? . .
C(1) C(3) 2.236(2) ? . .
C(1) C(4) 2.211(2) ? . .
C(1) C(5) 3.518(2) ? . .
C(1) C(11) 2.577(3) ? . .
C(1) B(1) 2.609(3) ? . .
C(2) N(1) 2.260(2) ? . .
C(2) C(4) 2.251(2) ? . .
C(2) C(10) 2.597(3) ? . .
C(2) C(12) 2.584(3) ? . .
C(3) N(1) 2.277(2) ? . .
C(3) C(1) 2.236(2) ? . .
C(3) C(5) 2.551(2) ? . .
C(3) C(8) 3.576(2) ? . 3_756
C(3) C(11) 2.591(3) ? . .
C(4) F(1) 3.561(2) ? . .
C(4) F(2) 3.508(2) ? . .
C(4) N(2) 2.829(2) ? . .
C(4) C(1) 2.211(2) ? . .
C(4) C(2) 2.251(2) ? . .
C(4) C(6) 2.423(2) ? . .
C(4) C(12) 2.581(3) ? . .
C(4) B(1) 2.609(3) ? . .
C(5) F(2) 3.598(2) ? . 3_656
C(5) N(1) 2.408(2) ? . .
C(5) N(2) 2.412(2) ? . .
C(5) C(1) 3.518(2) ? . .
C(5) C(3) 2.551(2) ? . .
C(5) C(7) 2.548(3) ? . .
C(5) C(9) 3.520(2) ? . .
C(5) C(12) 3.189(3) ? . .
C(5) C(13) 3.207(3) ? . .
C(5) B(1) 2.977(3) ? . .
C(6) F(1) 3.556(2) ? . .
C(6) F(2) 3.508(2) ? . .
C(6) N(1) 2.830(2) ? . .
C(6) C(4) 2.423(2) ? . .
C(6) C(8) 2.249(3) ? . .
C(6) C(9) 2.213(3) ? . .
C(6) C(13) 2.589(2) ? . .
C(6) B(1) 2.612(2) ? . .
C(7) N(2) 2.279(2) ? . .
C(7) C(5) 2.548(3) ? . .
C(7) C(9) 2.249(2) ? . .
C(7) C(14) 2.579(3) ? . .
C(8) N(2) 2.258(2) ? . .
C(8) C(3) 3.576(2) ? . 3_756
C(8) C(6) 2.249(3) ? . .
C(8) C(13) 2.583(3) ? . .
C(8) C(15) 2.603(3) ? . .
C(9) F(1) 3.082(2) ? . .
C(9) F(2) 3.098(2) ? . .
C(9) C(5) 3.520(2) ? . .
C(9) C(6) 2.213(3) ? . .
C(9) C(7) 2.249(2) ? . .
C(9) C(12) 3.591(3) ? . 3_656
C(9) C(14) 2.587(3) ? . .
C(9) B(1) 2.602(3) ? . .
C(10) F(1) 3.170(3) ? . .
C(10) F(2) 3.234(2) ? . .
C(10) N(1) 2.500(2) ? . .
C(10) C(2) 2.597(3) ? . .
C(10) C(11) 3.166(3) ? . .
C(10) B(1) 3.113(3) ? . .
C(11) F(1) 3.582(3) ? . 4_455
C(11) F(2) 3.462(3) ? . 4_555
C(11) C(1) 2.577(3) ? . .
C(11) C(3) 2.591(3) ? . .
C(11) C(10) 3.166(3) ? . .
C(11) C(12) 3.227(3) ? . .
C(12) C(2) 2.584(3) ? . .
C(12) C(4) 2.581(3) ? . .
C(12) C(5) 3.189(3) ? . .
C(12) C(9) 3.591(3) ? . 3_656
C(12) C(11) 3.227(3) ? . .
C(13) F(1) 3.500(2) ? . 3_756
C(13) C(5) 3.207(3) ? . .
C(13) C(6) 2.589(2) ? . .
C(13) C(8) 2.583(3) ? . .
C(13) C(14) 3.194(3) ? . .
C(14) C(7) 2.579(3) ? . .
C(14) C(9) 2.587(3) ? . .
C(14) C(13) 3.194(3) ? . .
C(14) C(15) 3.192(3) ? . .
C(15) F(1) 3.143(2) ? . .
C(15) F(2) 3.203(3) ? . .
C(15) N(2) 2.490(3) ? . .
C(15) C(8) 2.603(3) ? . .
C(15) C(14) 3.192(3) ? . .
C(15) B(1) 3.100(3) ? . .
B(1) C(1) 2.609(3) ? . .
B(1) C(4) 2.609(3) ? . .
B(1) C(5) 2.977(3) ? . .
B(1) C(6) 2.612(2) ? . .
B(1) C(9) 2.602(3) ? . .
B(1) C(10) 3.113(3) ? . .
B(1) C(15) 3.100(3) ? . .
F(1) H(1) 3.112 ? . 3_756
F(1) H(5) 2.995 ? . 3_756
F(1) H(7) 2.509 ? . .
F(1) H(8) 2.583 ? . .
F(1) H(9) 3.427 ? . .
F(1) H(10) 2.718 ? . 4_554
F(1) H(14) 3.248 ? . 2_655
F(1) H(15) 3.225 ? . 3_756
F(1) H(17) 3.034 ? . 2_655
F(1) H(19) 3.484 ? . .
F(2) H(1) 2.948 ? . 3_656
F(2) H(2) 3.071 ? . 4_454
F(2) H(3) 2.512 ? . 4_454
F(2) H(4) 3.055 ? . 3_656
F(2) H(5) 3.399 ? . 3_656
F(2) H(7) 3.079 ? . .
F(2) H(8) 3.192 ? . .
F(2) H(9) 2.895 ? . .
F(2) H(15) 3.549 ? . 2_655
F(2) H(17) 3.306 ? . 2_655
F(2) H(19) 2.937 ? . .
N(1) H(1) 3.258 ? . .
N(1) H(2) 3.248 ? . .
N(1) H(8) 2.681 ? . .
N(1) H(9) 2.817 ? . .
N(1) H(15) 3.130 ? . 3_756
N(2) H(1) 3.263 ? . .
N(2) H(1) 3.589 ? . 3_756
N(2) H(4) 3.505 ? . 3_656
N(2) H(7) 2.647 ? . .
N(2) H(18) 3.233 ? . .
N(2) H(19) 2.843 ? . .
C(1) H(2) 2.023 ? . .
C(1) H(3) 2.756 ? . .
C(1) H(5) 3.519 ? . 3_656
C(1) H(8) 2.023 ? . .
C(1) H(9) 2.023 ? . .
C(1) H(10) 2.899 ? . .
C(1) H(11) 3.318 ? . .
C(1) H(14) 3.051 ? . 3_656
C(1) H(15) 2.798 ? . 3_756
C(2) H(2) 2.679 ? . .
C(2) H(3) 2.029 ? . .
C(2) H(4) 3.310 ? . .
C(2) H(8) 3.238 ? . .
C(2) H(9) 3.121 ? . .
C(2) H(10) 2.030 ? . .
C(2) H(11) 2.029 ? . .
C(2) H(12) 2.925 ? . .
C(2) H(13) 2.776 ? . .
C(2) H(14) 3.067 ? . 3_656
C(2) H(15) 3.268 ? . 3_756
C(2) H(16) 3.366 ? . 3_756
C(3) H(1) 2.786 ? . .
C(3) H(3) 3.233 ? . .
C(3) H(4) 2.023 ? . .
C(3) H(10) 3.108 ? . .
C(3) H(11) 2.687 ? . .
C(3) H(12) 2.024 ? . .
C(3) H(13) 2.023 ? . .
C(3) H(16) 3.328 ? . 3_756
C(4) H(1) 2.017 ? . .
C(4) H(4) 2.649 ? . .
C(4) H(12) 3.093 ? . .
C(4) H(13) 3.243 ? . .
C(5) H(4) 2.828 ? . .
C(5) H(5) 2.830 ? . .
C(6) H(1) 2.021 ? . .
C(6) H(5) 2.652 ? . .
C(6) H(14) 3.199 ? . .
C(6) H(15) 3.157 ? . .
C(7) H(1) 2.785 ? . .
C(7) H(5) 2.024 ? . .
C(7) H(6) 3.181 ? . .
C(7) H(14) 2.023 ? . .
C(7) H(15) 2.023 ? . .
C(7) H(16) 3.154 ? . .
C(7) H(17) 2.657 ? . .
C(8) H(5) 3.321 ? . .
C(8) H(6) 2.023 ? . .
C(8) H(7) 3.269 ? . .
C(8) H(12) 3.204 ? . 3_756
C(8) H(13) 3.149 ? . 3_656
C(8) H(14) 2.814 ? . .
C(8) H(15) 2.869 ? . .
C(8) H(16) 2.023 ? . .
C(8) H(17) 2.022 ? . .
C(8) H(18) 2.699 ? . .
C(8) H(19) 3.092 ? . .
C(9) H(4) 3.412 ? . 3_656
C(9) H(6) 2.822 ? . .
C(9) H(7) 2.020 ? . .
C(9) H(12) 3.166 ? . 3_756
C(9) H(13) 3.083 ? . 3_656
C(9) H(16) 2.852 ? . .
C(9) H(17) 3.334 ? . .
C(9) H(18) 2.021 ? . .
C(9) H(19) 2.021 ? . .
C(10) H(3) 2.990 ? . .
C(10) H(4) 3.312 ? . 2_656
C(10) H(10) 3.279 ? . .
C(10) H(14) 3.245 ? . 3_656
C(10) H(15) 3.016 ? . 3_756
C(10) H(16) 3.583 ? . 2_655
C(10) H(17) 3.242 ? . 2_655
C(10) H(19) 3.443 ? . 4_555
C(11) H(2) 2.767 ? . .
C(11) H(5) 3.368 ? . 2_656
C(11) H(6) 3.546 ? . 3_656
C(11) H(9) 3.548 ? . 4_555
C(11) H(12) 3.374 ? . .
C(11) H(13) 3.060 ? . .
C(11) H(14) 3.258 ? . 3_656
C(11) H(16) 3.312 ? . 3_756
C(11) H(18) 3.396 ? . 1_556
C(12) H(1) 2.945 ? . .
C(12) H(2) 3.312 ? . 2_646
C(12) H(6) 3.514 ? . 1_556
C(12) H(11) 2.856 ? . .
C(12) H(16) 3.583 ? . 1_556
C(12) H(16) 3.209 ? . 3_756
C(12) H(18) 3.568 ? . 3_756
C(12) H(19) 3.317 ? . 3_656
C(13) H(1) 2.967 ? . .
C(13) H(7) 3.211 ? . 2_645
C(13) H(8) 3.443 ? . 3_756
C(13) H(9) 3.363 ? . 3_656
C(13) H(10) 3.475 ? . 3_656
C(13) H(17) 2.788 ? . .
C(14) H(8) 3.102 ? . 2_645
C(14) H(9) 3.409 ? . 2_645
C(14) H(10) 3.303 ? . 3_656
C(14) H(12) 3.194 ? . 3_756
C(14) H(13) 3.517 ? . 1_554
C(14) H(13) 3.445 ? . 3_656
C(14) H(14) 3.118 ? . .
C(14) H(15) 3.224 ? . .
C(14) H(18) 2.827 ? . .
C(15) H(6) 3.127 ? . .
C(15) H(11) 3.141 ? . 1_554
C(15) H(12) 3.139 ? . 3_756
C(15) H(13) 3.306 ? . 3_656
C(15) H(14) 3.453 ? . 2_655
C(15) H(15) 3.546 ? . 2_655
C(15) H(16) 3.196 ? . .
B(1) H(7) 2.860 ? . .
B(1) H(8) 2.932 ? . .
B(1) H(9) 3.191 ? . .
B(1) H(19) 3.248 ? . .
H(1) F(1) 3.112 ? . 3_756
H(1) F(2) 2.948 ? . 3_656
H(1) N(1) 3.258 ? . .
H(1) N(2) 3.263 ? . .
H(1) N(2) 3.589 ? . 3_756
H(1) C(3) 2.786 ? . .
H(1) C(4) 2.017 ? . .
H(1) C(6) 2.021 ? . .
H(1) C(7) 2.785 ? . .
H(1) C(12) 2.945 ? . .
H(1) C(13) 2.967 ? . .
H(1) H(3) 3.537 ? . 2_646
H(1) H(4) 2.345 ? . .
H(1) H(5) 2.343 ? . .
H(1) H(12) 3.394 ? . .
H(1) H(15) 3.539 ? . .
H(2) F(2) 3.071 ? . 4_555
H(2) N(1) 3.248 ? . .
H(2) C(1) 2.023 ? . .
H(2) C(2) 2.679 ? . .
H(2) C(11) 2.767 ? . .
H(2) C(12) 3.312 ? . 2_656
H(2) H(3) 2.387 ? . .
H(2) H(4) 2.567 ? . 2_656
H(2) H(7) 3.365 ? . 4_455
H(2) H(8) 1.551 ? . .
H(2) H(9) 1.551 ? . .
H(2) H(10) 2.848 ? . .
H(2) H(12) 3.380 ? . 2_656
H(2) H(13) 3.560 ? . 2_656
H(2) H(14) 3.367 ? . 3_656
H(2) H(15) 3.153 ? . 3_756
H(2) H(19) 3.130 ? . 4_555
H(3) F(2) 2.512 ? . 4_555
H(3) C(1) 2.756 ? . .
H(3) C(2) 2.029 ? . .
H(3) C(3) 3.233 ? . .
H(3) C(10) 2.990 ? . .
H(3) H(1) 3.537 ? . 2_656
H(3) H(2) 2.387 ? . .
H(3) H(5) 2.988 ? . 2_656
H(3) H(8) 3.599 ? . .
H(3) H(9) 3.020 ? . 4_555
H(3) H(10) 1.551 ? . .
H(3) H(11) 1.551 ? . .
H(3) H(15) 3.523 ? . 3_756
H(3) H(16) 3.275 ? . 3_756
H(3) H(17) 3.262 ? . 3_756
H(4) F(2) 3.055 ? . 3_656
H(4) N(2) 3.505 ? . 3_656
H(4) C(2) 3.310 ? . .
H(4) C(3) 2.023 ? . .
H(4) C(4) 2.649 ? . .
H(4) C(5) 2.828 ? . .
H(4) C(9) 3.412 ? . 3_656
H(4) C(10) 3.312 ? . 2_646
H(4) H(1) 2.345 ? . .
H(4) H(2) 2.567 ? . 2_646
H(4) H(7) 3.522 ? . 3_756
H(4) H(8) 3.463 ? . 2_646
H(4) H(9) 3.471 ? . 2_646
H(4) H(12) 1.551 ? . .
H(4) H(13) 1.551 ? . .
H(4) H(19) 2.964 ? . 3_656
H(5) F(1) 2.995 ? . 3_756
H(5) F(2) 3.399 ? . 3_656
H(5) C(1) 3.519 ? . 3_656
H(5) C(5) 2.830 ? . .
H(5) C(6) 2.652 ? . .
H(5) C(7) 2.024 ? . .
H(5) C(8) 3.321 ? . .
H(5) C(11) 3.368 ? . 2_646
H(5) H(1) 2.343 ? . .
H(5) H(3) 2.988 ? . 2_646
H(5) H(7) 3.383 ? . 2_645
H(5) H(8) 3.459 ? . 3_756
H(5) H(9) 3.030 ? . 3_656
H(5) H(10) 3.165 ? . 2_646
H(5) H(11) 3.403 ? . 2_646
H(5) H(14) 1.551 ? . .
H(5) H(15) 1.551 ? . .
H(6) C(7) 3.181 ? . .
H(6) C(8) 2.023 ? . .
H(6) C(9) 2.822 ? . .
H(6) C(11) 3.546 ? . 3_656
H(6) C(12) 3.514 ? . 1_554
H(6) C(15) 3.127 ? . .
H(6) H(8) 2.951 ? . 2_645
H(6) H(9) 3.561 ? . 2_645
H(6) H(10) 3.073 ? . 3_656
H(6) H(11) 3.269 ? . 3_656
H(6) H(12) 3.439 ? . 1_554
H(6) H(13) 2.878 ? . 1_554
H(6) H(13) 2.856 ? . 3_656
H(6) H(16) 1.551 ? . .
H(6) H(17) 1.551 ? . .
H(6) H(18) 2.714 ? . .
H(6) H(18) 3.461 ? . 3_655
H(6) H(19) 3.345 ? . .
H(6) H(19) 3.045 ? . 3_655
H(7) F(1) 2.509 ? . .
H(7) F(2) 3.079 ? . .
H(7) N(2) 2.647 ? . .
H(7) C(8) 3.269 ? . .
H(7) C(9) 2.020 ? . .
H(7) C(13) 3.211 ? . 2_655
H(7) B(1) 2.860 ? . .
H(7) H(2) 3.365 ? . 4_554
H(7) H(4) 3.522 ? . 3_756
H(7) H(5) 3.383 ? . 2_655
H(7) H(9) 3.061 ? . 4_554
H(7) H(11) 3.321 ? . 1_554
H(7) H(12) 3.143 ? . 3_756
H(7) H(14) 2.672 ? . 2_655
H(7) H(15) 3.088 ? . 2_655
H(7) H(18) 1.551 ? . .
H(7) H(19) 1.551 ? . .
H(8) F(1) 2.583 ? . .
H(8) F(2) 3.192 ? . .
H(8) N(1) 2.681 ? . .
H(8) C(1) 2.023 ? . .
H(8) C(2) 3.238 ? . .
H(8) C(13) 3.443 ? . 3_756
H(8) C(14) 3.102 ? . 2_655
H(8) B(1) 2.932 ? . .
H(8) H(2) 1.551 ? . .
H(8) H(3) 3.599 ? . .
H(8) H(4) 3.463 ? . 2_656
H(8) H(5) 3.459 ? . 3_756
H(8) H(6) 2.951 ? . 2_655
H(8) H(9) 1.551 ? . .
H(8) H(10) 3.541 ? . 4_554
H(8) H(15) 2.624 ? . 3_756
H(8) H(16) 3.242 ? . 2_655
H(8) H(17) 2.621 ? . 2_655
H(8) H(19) 2.871 ? . 4_555
H(9) F(1) 3.427 ? . .
H(9) F(2) 2.895 ? . .
H(9) N(1) 2.817 ? . .
H(9) C(1) 2.023 ? . .
H(9) C(2) 3.121 ? . .
H(9) C(11) 3.548 ? . 4_454
H(9) C(13) 3.363 ? . 3_656
H(9) C(14) 3.409 ? . 2_655
H(9) B(1) 3.191 ? . .
H(9) H(2) 1.551 ? . .
H(9) H(3) 3.020 ? . 4_454
H(9) H(4) 3.471 ? . 2_656
H(9) H(5) 3.030 ? . 3_656
H(9) H(6) 3.561 ? . 2_655
H(9) H(7) 3.061 ? . 4_455
H(9) H(8) 1.551 ? . .
H(9) H(10) 3.559 ? . .
H(9) H(11) 3.181 ? . 4_454
H(9) H(14) 2.817 ? . 3_656
H(9) H(16) 3.131 ? . 2_655
H(9) H(17) 3.004 ? . 2_655
H(9) H(18) 3.468 ? . 4_455
H(10) F(1) 2.718 ? . 4_455
H(10) C(1) 2.899 ? . .
H(10) C(2) 2.030 ? . .
H(10) C(3) 3.108 ? . .
H(10) C(10) 3.279 ? . .
H(10) C(13) 3.475 ? . 3_656
H(10) C(14) 3.303 ? . 3_656
H(10) H(2) 2.848 ? . .
H(10) H(3) 1.551 ? . .
H(10) H(5) 3.165 ? . 2_656
H(10) H(6) 3.073 ? . 3_656
H(10) H(8) 3.541 ? . 4_455
H(10) H(9) 3.559 ? . .
H(10) H(11) 1.551 ? . .
H(10) H(13) 3.375 ? . .
H(10) H(14) 2.611 ? . 3_656
H(10) H(17) 2.851 ? . 3_656
H(11) C(1) 3.318 ? . .
H(11) C(2) 2.029 ? . .
H(11) C(3) 2.687 ? . .
H(11) C(12) 2.856 ? . .
H(11) C(15) 3.141 ? . 1_556
H(11) H(3) 1.551 ? . .
H(11) H(5) 3.403 ? . 2_656
H(11) H(6) 3.269 ? . 3_656
H(11) H(7) 3.321 ? . 1_556
H(11) H(9) 3.181 ? . 4_555
H(11) H(10) 1.551 ? . .
H(11) H(12) 2.853 ? . .
H(11) H(13) 2.580 ? . .
H(11) H(16) 2.860 ? . 3_756
H(11) H(17) 3.567 ? . 3_756
H(11) H(18) 2.478 ? . 1_556
H(11) H(19) 3.171 ? . 1_556
H(12) C(2) 2.925 ? . .
H(12) C(3) 2.024 ? . .
H(12) C(4) 3.093 ? . .
H(12) C(8) 3.204 ? . 3_756
H(12) C(9) 3.166 ? . 3_756
H(12) C(11) 3.374 ? . .
H(12) C(14) 3.194 ? . 3_756
H(12) C(15) 3.139 ? . 3_756
H(12) H(1) 3.394 ? . .
H(12) H(2) 3.380 ? . 2_646
H(12) H(4) 1.551 ? . .
H(12) H(6) 3.439 ? . 1_556
H(12) H(7) 3.143 ? . 3_756
H(12) H(11) 2.853 ? . .
H(12) H(13) 1.551 ? . .
H(12) H(16) 3.099 ? . 1_556
H(12) H(16) 2.449 ? . 3_756
H(12) H(18) 3.455 ? . 1_556
H(12) H(18) 2.690 ? . 3_756
H(13) C(2) 2.776 ? . .
H(13) C(3) 2.023 ? . .
H(13) C(4) 3.243 ? . .
H(13) C(8) 3.149 ? . 3_656
H(13) C(9) 3.083 ? . 3_656
H(13) C(11) 3.060 ? . .
H(13) C(14) 3.517 ? . 1_556
H(13) C(14) 3.445 ? . 3_656
H(13) C(15) 3.306 ? . 3_656
H(13) H(2) 3.560 ? . 2_646
H(13) H(4) 1.551 ? . .
H(13) H(6) 2.878 ? . 1_556
H(13) H(6) 2.856 ? . 3_656
H(13) H(10) 3.375 ? . .
H(13) H(11) 2.580 ? . .
H(13) H(12) 1.551 ? . .
H(13) H(16) 3.274 ? . 1_556
H(13) H(18) 3.165 ? . 1_556
H(13) H(18) 3.577 ? . 3_656
H(13) H(19) 2.787 ? . 3_656
H(14) F(1) 3.248 ? . 2_645
H(14) C(1) 3.051 ? . 3_656
H(14) C(2) 3.067 ? . 3_656
H(14) C(6) 3.199 ? . .
H(14) C(7) 2.023 ? . .
H(14) C(8) 2.814 ? . .
H(14) C(10) 3.245 ? . 3_656
H(14) C(11) 3.258 ? . 3_656
H(14) C(14) 3.118 ? . .
H(14) C(15) 3.453 ? . 2_645
H(14) H(2) 3.367 ? . 3_656
H(14) H(5) 1.551 ? . .
H(14) H(7) 2.672 ? . 2_645
H(14) H(9) 2.817 ? . 3_656
H(14) H(10) 2.611 ? . 3_656
H(14) H(15) 1.551 ? . .
H(14) H(17) 2.564 ? . .
H(14) H(19) 3.450 ? . 2_645
H(15) F(1) 3.225 ? . 3_756
H(15) F(2) 3.549 ? . 2_645
H(15) N(1) 3.130 ? . 3_756
H(15) C(1) 2.798 ? . 3_756
H(15) C(2) 3.268 ? . 3_756
H(15) C(6) 3.157 ? . .
H(15) C(7) 2.023 ? . .
H(15) C(8) 2.869 ? . .
H(15) C(10) 3.016 ? . 3_756
H(15) C(14) 3.224 ? . .
H(15) C(15) 3.546 ? . 2_645
H(15) H(1) 3.539 ? . .
H(15) H(2) 3.153 ? . 3_756
H(15) H(3) 3.523 ? . 3_756
H(15) H(5) 1.551 ? . .
H(15) H(7) 3.088 ? . 2_645
H(15) H(8) 2.624 ? . 3_756
H(15) H(14) 1.551 ? . .
H(15) H(17) 2.716 ? . .
H(15) H(19) 3.122 ? . 2_645
H(16) C(2) 3.366 ? . 3_756
H(16) C(3) 3.328 ? . 3_756
H(16) C(7) 3.154 ? . .
H(16) C(8) 2.023 ? . .
H(16) C(9) 2.852 ? . .
H(16) C(10) 3.583 ? . 2_645
H(16) C(11) 3.312 ? . 3_756
H(16) C(12) 3.583 ? . 1_554
H(16) C(12) 3.209 ? . 3_756
H(16) C(15) 3.196 ? . .
H(16) H(3) 3.275 ? . 3_756
H(16) H(6) 1.551 ? . .
H(16) H(8) 3.242 ? . 2_645
H(16) H(9) 3.131 ? . 2_645
H(16) H(11) 2.860 ? . 3_756
H(16) H(12) 3.099 ? . 1_554
H(16) H(12) 2.449 ? . 3_756
H(16) H(13) 3.274 ? . 1_554
H(16) H(17) 1.551 ? . .
H(16) H(18) 2.633 ? . .
H(17) F(1) 3.034 ? . 2_645
H(17) F(2) 3.306 ? . 2_645
H(17) C(7) 2.657 ? . .
H(17) C(8) 2.022 ? . .
H(17) C(9) 3.334 ? . .
H(17) C(10) 3.242 ? . 2_645
H(17) C(13) 2.788 ? . .
H(17) H(3) 3.262 ? . 3_756
H(17) H(6) 1.551 ? . .
H(17) H(8) 2.621 ? . 2_645
H(17) H(9) 3.004 ? . 2_645
H(17) H(10) 2.851 ? . 3_656
H(17) H(11) 3.567 ? . 3_756
H(17) H(14) 2.564 ? . .
H(17) H(15) 2.716 ? . .
H(17) H(16) 1.551 ? . .
H(18) N(2) 3.233 ? . .
H(18) C(8) 2.699 ? . .
H(18) C(9) 2.021 ? . .
H(18) C(11) 3.396 ? . 1_554
H(18) C(12) 3.568 ? . 3_756
H(18) C(14) 2.827 ? . .
H(18) H(6) 2.714 ? . .
H(18) H(6) 3.461 ? . 3_655
H(18) H(7) 1.551 ? . .
H(18) H(9) 3.468 ? . 4_554
H(18) H(11) 2.478 ? . 1_554
H(18) H(12) 3.455 ? . 1_554
H(18) H(12) 2.690 ? . 3_756
H(18) H(13) 3.165 ? . 1_554
H(18) H(13) 3.577 ? . 3_656
H(18) H(16) 2.633 ? . .
H(18) H(19) 1.551 ? . .
H(19) F(1) 3.484 ? . .
H(19) F(2) 2.937 ? . .
H(19) N(2) 2.843 ? . .
H(19) C(8) 3.092 ? . .
H(19) C(9) 2.021 ? . .
H(19) C(10) 3.443 ? . 4_454
H(19) C(12) 3.317 ? . 3_656
H(19) B(1) 3.248 ? . .
H(19) H(2) 3.130 ? . 4_454
H(19) H(4) 2.964 ? . 3_656
H(19) H(6) 3.345 ? . .
H(19) H(6) 3.045 ? . 3_655
H(19) H(7) 1.551 ? . .
H(19) H(8) 2.871 ? . 4_454
H(19) H(11) 3.171 ? . 1_554
H(19) H(13) 2.787 ? . 3_656
H(19) H(14) 3.450 ? . 2_655
H(19) H(15) 3.122 ? . 2_655
H(19) H(18) 1.551 ? . .


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

# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one
# structure analysis in the CIF.

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

#     End of CIF

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


