# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2021

####################################################################### 
# 
# 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_cu_txa02_0m
_database_code_depnum_ccdc_archive 'CCDC 2021170'
loop_
_audit_author_name
_audit_author_address
'Angel Ugrinov'
;North Dakota State University
United States of America
;
_audit_update_record             
;
2021-06-05 deposited with the CCDC.	2021-11-15 downloaded from the CCDC.
;
_audit_creation_date             2017-05-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_chemical_name_common            4-Bromobenzo[c][1,2,5]thiadiazole
_chemical_name_systematic        4-Bromobenzo[c][1,2,5]thiadiazole
_chemical_formula_moiety         'C6 H3 Br N2 S'
_chemical_formula_sum            'C6 H3 Br N2 S'
_chemical_formula_weight         215.07
_chemical_melting_point          351
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1075(10)
_cell_length_b                   7.1970(12)
_cell_length_c                   7.6350(10)
_cell_angle_alpha                68.754(7)
_cell_angle_beta                 76.414(7)
_cell_angle_gamma                69.876(8)
_cell_volume                     339.06(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5167
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.784
_cell_measurement_theta_min      6.275
_shelx_estimated_absorpt_T_max   0.555
_shelx_estimated_absorpt_T_min   0.241
_exptl_absorpt_coefficient_mu    10.415
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) 
was 0.1009 before and 0.0594 after correction. The Ratio of minimum to 
maximum transmission is 0.6594. The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.107
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             208
_exptl_crystal_size_max          0.191
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.064
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6734
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.672
_diffrn_reflns_theta_max         66.672
_diffrn_reflns_theta_min         6.269
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1150
_reflns_number_total             1192
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.928
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0265
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+0.5533P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0694
_refine_ls_wR_factor_ref         0.0769
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.17573(5) 0.14124(5) 0.88414(4) 0.02145(16) Uani 1 1 d . . . . .
S1 S 0.37972(12) 0.30669(13) 0.21422(11) 0.0199(2) Uani 1 1 d . . . . .
N1 N 0.3058(4) 0.2244(4) 0.4389(4) 0.0181(6) Uani 1 1 d . . . . .
N2 N 0.3593(4) 0.5465(4) 0.1856(4) 0.0192(6) Uani 1 1 d . . . . .
C1 C 0.2640(5) 0.3879(5) 0.5022(5) 0.0158(6) Uani 1 1 d . . . . .
C2 C 0.1999(5) 0.3906(5) 0.6932(5) 0.0165(6) Uani 1 1 d . . . . .
C3 C 0.1668(5) 0.5695(5) 0.7329(5) 0.0177(7) Uani 1 1 d . . . . .
H3 H 0.125832 0.571396 0.857347 0.021 Uiso 1 1 calc R . . . .
C4 C 0.1932(5) 0.7536(5) 0.5892(5) 0.0187(7) Uani 1 1 d . . . . .
H4 H 0.167146 0.873792 0.621226 0.022 Uiso 1 1 calc R . . . .
C5 C 0.2926(5) 0.5725(5) 0.3595(4) 0.0157(6) Uani 1 1 d . . . . .
C6 C 0.2562(5) 0.7577(5) 0.4046(5) 0.0194(7) Uani 1 1 d . . . . .
H6 H 0.274718 0.878354 0.311316 0.023 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C2 1.891(3) . ?
S1 N1 1.620(3) . ?
S1 N2 1.618(3) . ?
N1 C1 1.346(4) . ?
N2 C5 1.358(4) . ?
C1 C2 1.427(5) . ?
C1 C5 1.423(5) . ?
C2 C3 1.358(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.419(5) . ?
C4 H4 0.9300 . ?
C4 C6 1.367(5) . ?
C5 C6 1.420(5) . ?
C6 H6 0.9300 . ?

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_3
_geom_angle_publ_flag
N2 S1 N1 101.33(14) . . ?
C1 N1 S1 105.5(2) . . ?
C5 N2 S1 106.0(2) . . ?
N1 C1 C2 126.7(3) . . ?
N1 C1 C5 114.4(3) . . ?
C5 C1 C2 118.9(3) . . ?
C1 C2 Br1 118.7(2) . . ?
C3 C2 Br1 122.2(3) . . ?
C3 C2 C1 119.0(3) . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.7(3) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.3 . . ?
C6 C4 C3 121.4(3) . . ?
C6 C4 H4 119.3 . . ?
N2 C5 C1 112.8(3) . . ?
N2 C5 C6 126.3(3) . . ?
C6 C5 C1 121.0(3) . . ?
C4 C6 C5 118.1(3) . . ?
C4 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?

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
Br1 C2 C3 C4 177.5(2) . . . . ?
S1 N1 C1 C2 -177.7(3) . . . . ?
S1 N1 C1 C5 1.0(3) . . . . ?
S1 N2 C5 C1 -0.1(3) . . . . ?
S1 N2 C5 C6 178.7(3) . . . . ?
N1 S1 N2 C5 0.7(2) . . . . ?
N1 C1 C2 Br1 1.9(4) . . . . ?
N1 C1 C2 C3 179.1(3) . . . . ?
N1 C1 C5 N2 -0.6(4) . . . . ?
N1 C1 C5 C6 -179.5(3) . . . . ?
N2 S1 N1 C1 -1.0(2) . . . . ?
N2 C5 C6 C4 -178.6(3) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C1 C5 C6 C4 0.1(5) . . . . ?
C2 C1 C5 N2 178.2(3) . . . . ?
C2 C1 C5 C6 -0.7(5) . . . . ?
C2 C3 C4 C6 -1.0(5) . . . . ?
C3 C4 C6 C5 0.7(5) . . . . ?
C5 C1 C2 Br1 -176.7(2) . . . . ?
C5 C1 C2 C3 0.4(5) . . . . ?


####################################################################### 
# 
# 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_p21c
_database_code_depnum_ccdc_archive 'CCDC 2021171'
loop_
_audit_author_name
_audit_author_address
'Angel Ugrinov'
;North Dakota State University
United States of America
;
_audit_update_record             
;
2021-06-05 deposited with the CCDC.	2021-11-15 downloaded from the CCDC.
;
_audit_creation_date             2016-10-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            EDOT-BTD
_chemical_name_systematic        
;
4-(3,4-Ethylenedioxythiophen-2-yl)benzo[c][1,2,5]thiadiazole
;
_chemical_formula_moiety         'C12 H8 N2 O2 S2'
_chemical_formula_sum            'C12 H8 N2 O2 S2'
_chemical_formula_weight         276.32
_chemical_melting_point          351
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   3.8786(6)
_cell_length_b                   21.357(2)
_cell_length_c                   13.401(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.283(10)
_cell_angle_gamma                90
_cell_volume                     1103.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1490
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.343
_cell_measurement_theta_min      3.911
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.342
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.1342 before and 0.0879 after correction.
The Ratio of minimum to maximum transmission is 0.6168.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1397
_diffrn_reflns_av_unetI/netI     0.1361
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6106
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        66.771
_diffrn_reflns_theta_max         66.771
_diffrn_reflns_theta_min         3.911
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1216
_reflns_number_total             1929
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.151
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1929
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0817
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1204P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1948
_refine_ls_wR_factor_ref         0.2239
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00B(H00A,H00B), C00C(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00E), C00F(H00F), C00G(H00G), C00H(H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.1902(4) 0.33657(6) 0.50634(11) 0.0201(5) Uani 1 1 d . . . . .
S002 S 0.2103(4) 0.53065(6) 0.38363(12) 0.0216(5) Uani 1 1 d . . . . .
O003 O 0.0458(12) 0.15914(17) 0.4585(3) 0.0214(10) Uani 1 1 d . . . . .
O004 O 0.2745(12) 0.22251(18) 0.2845(3) 0.0209(11) Uani 1 1 d . . . . .
N005 N 0.2100(15) 0.4564(2) 0.4057(4) 0.0210(12) Uani 1 1 d . . . . .
N006 N 0.3606(14) 0.5323(2) 0.2752(4) 0.0218(13) Uani 1 1 d . . . . .
C007 C 0.2274(16) 0.2530(3) 0.3727(4) 0.0160(13) Uani 1 1 d . . . . .
C008 C 0.3324(16) 0.4281(3) 0.3269(5) 0.0198(14) Uani 1 1 d . . . . .
C009 C 0.1241(18) 0.2221(3) 0.4577(5) 0.0206(14) Uani 1 1 d . . . . .
C00A C 0.3804(16) 0.3625(3) 0.3138(4) 0.0177(13) Uani 1 1 d . . . . .
C00B C 0.1128(18) 0.1608(2) 0.2792(5) 0.0207(14) Uani 1 1 d . . . . .
H00A H 0.201660 0.136033 0.225131 0.025 Uiso 1 1 calc R . . . .
H00B H -0.141331 0.165320 0.263277 0.025 Uiso 1 1 calc R . . . .
C00C C 0.1914(18) 0.1273(3) 0.3783(4) 0.0211(14) Uani 1 1 d . . . . .
H00C H 0.096430 0.084238 0.372013 0.025 Uiso 1 1 calc R . . . .
H00D H 0.445922 0.124059 0.394708 0.025 Uiso 1 1 calc R . . . .
C00D C 0.5194(16) 0.3452(3) 0.2278(4) 0.0189(13) Uani 1 1 d . . . . .
H00E H 0.560360 0.301986 0.217248 0.023 Uiso 1 1 calc R . . . .
C00E C 0.2796(17) 0.3163(3) 0.3865(5) 0.0197(14) Uani 1 1 d . . . . .
C00F C 0.5542(17) 0.4513(3) 0.1637(5) 0.0211(14) Uani 1 1 d . . . . .
H00F H 0.607912 0.479941 0.113396 0.025 Uiso 1 1 calc R . . . .
C00G C 0.0942(18) 0.2609(3) 0.5362(5) 0.0205(14) Uani 1 1 d . . . . .
H00G H 0.028975 0.247910 0.599284 0.025 Uiso 1 1 calc R . . . .
C00H C 0.6048(17) 0.3886(3) 0.1539(5) 0.0201(14) Uani 1 1 d . . . . .
H00H H 0.699715 0.373430 0.096159 0.024 Uiso 1 1 calc R . . . .
C00I C 0.4197(17) 0.4721(3) 0.2512(5) 0.0197(14) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 C00E 1.735(6) . ?
S001 C00G 1.716(6) . ?
S002 N005 1.614(5) . ?
S002 N006 1.624(6) . ?
O003 C009 1.379(6) . ?
O003 C00C 1.440(7) . ?
O004 C007 1.380(7) . ?
O004 C00B 1.457(6) . ?
N005 C008 1.347(8) . ?
N006 C00I 1.351(7) . ?
C007 C009 1.411(8) . ?
C007 C00E 1.376(8) . ?
C008 C00A 1.425(8) . ?
C008 C00I 1.451(8) . ?
C009 C00G 1.354(8) . ?
C00A C00D 1.376(8) . ?
C00A C00E 1.469(8) . ?
C00B H00A 0.9900 . ?
C00B H00B 0.9900 . ?
C00B C00C 1.510(8) . ?
C00C H00C 0.9900 . ?
C00C H00D 0.9900 . ?
C00D H00E 0.9500 . ?
C00D C00H 1.421(8) . ?
C00F H00F 0.9500 . ?
C00F C00H 1.363(8) . ?
C00F C00I 1.406(9) . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9500 . ?

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_3
_geom_angle_publ_flag
C00G S001 C00E 92.9(3) . . ?
N005 S002 N006 101.2(3) . . ?
C009 O003 C00C 110.5(5) . . ?
C007 O004 C00B 111.8(5) . . ?
C008 N005 S002 106.8(4) . . ?
C00I N006 S002 106.2(4) . . ?
O004 C007 C009 123.1(5) . . ?
C00E C007 O004 123.2(6) . . ?
C00E C007 C009 113.7(6) . . ?
N005 C008 C00A 126.7(6) . . ?
N005 C008 C00I 112.8(5) . . ?
C00A C008 C00I 120.5(6) . . ?
O003 C009 C007 123.0(6) . . ?
C00G C009 O003 123.5(6) . . ?
C00G C009 C007 113.4(5) . . ?
C008 C00A C00E 122.1(6) . . ?
C00D C00A C008 115.8(5) . . ?
C00D C00A C00E 122.1(5) . . ?
O004 C00B H00A 109.7 . . ?
O004 C00B H00B 109.7 . . ?
O004 C00B C00C 110.0(5) . . ?
H00A C00B H00B 108.2 . . ?
C00C C00B H00A 109.7 . . ?
C00C C00B H00B 109.7 . . ?
O003 C00C C00B 112.0(5) . . ?
O003 C00C H00C 109.2 . . ?
O003 C00C H00D 109.2 . . ?
C00B C00C H00C 109.2 . . ?
C00B C00C H00D 109.2 . . ?
H00C C00C H00D 107.9 . . ?
C00A C00D H00E 118.3 . . ?
C00A C00D C00H 123.4(5) . . ?
C00H C00D H00E 118.3 . . ?
C007 C00E S001 109.1(5) . . ?
C007 C00E C00A 128.1(6) . . ?
C00A C00E S001 122.7(4) . . ?
C00H C00F H00F 121.3 . . ?
C00H C00F C00I 117.5(6) . . ?
C00I C00F H00F 121.3 . . ?
S001 C00G H00G 124.6 . . ?
C009 C00G S001 110.9(5) . . ?
C009 C00G H00G 124.6 . . ?
C00D C00H H00H 119.1 . . ?
C00F C00H C00D 121.8(6) . . ?
C00F C00H H00H 119.1 . . ?
N006 C00I C008 113.0(6) . . ?
N006 C00I C00F 126.0(6) . . ?
C00F C00I C008 121.0(5) . . ?



