# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_HT
_database_code_depnum_ccdc_archive 'CCDC 1818992'
_audit_update_record             
;
2018-01-24 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2017-10-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'bromocholine bromide'
_chemical_name_systematic        '(2-Bromoethyl)trimethylammonium bromide '
_chemical_formula_moiety         '0.5(C10 H26 Br2 N2), Br'
_chemical_formula_sum            'C5 H13 Br2 N'
_chemical_formula_weight         246.98
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.3865(6)
_cell_length_b                   8.6160(6)
_cell_length_c                   7.5120(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.395(9)
_cell_angle_gamma                90
_cell_volume                     450.95(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1521
_cell_measurement_temperature    353(2)
_cell_measurement_theta_max      28.1770
_cell_measurement_theta_min      2.8640
_shelx_estimated_absorpt_T_max   0.175
_shelx_estimated_absorpt_T_min   0.175
_exptl_absorpt_coefficient_mu    8.908
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             240
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2838
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         2.875
_diffrn_ambient_temperature      353
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                771
_reflns_number_total             921
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     70
_refine_ls_number_reflns         921
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.121
_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)+(0.0438P)²+0.0292P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0748
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C2 = N1-C3 = N1-C1 = N1-C4 = C4-C5
 1.5 with sigma of 0.01
 C2-C3 = C3-C1 = C1-C2 = C4-C2 = C4-C3 = C4-C1 = N1-C5
 2.48 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C3) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: C2(0.5) H2A(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3A(0.5) H3B(0.5)
 H3C(0.5) C1(0.5) H1A(0.5) H1B(0.5) H1C(0.5) C4(0.5) H4A(0.5) H4B(0.5) C5(0.5)
 H5A(0.5) H5B(0.5) Br1(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B)
5.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C2 C 0.263(2) 0.8855(16) 0.437(2) 0.058(3) Uani 0.5 1 d D . . A -1
H2A H 0.3516 0.8728 0.3691 0.087 Uiso 0.5 1 calc GR . . A -1
H2B H 0.2903 0.9803 0.5075 0.087 Uiso 0.5 1 calc GR . . A -1
H2C H 0.1342 0.8893 0.3484 0.087 Uiso 0.5 1 calc GR . . A -1
C3 C 0.4882(7) 0.725(3) 0.6952(8) 0.090(5) Uani 0.5 1 d D U . A -1
H3A H 0.5717 0.7369 0.6217 0.135 Uiso 0.5 1 calc GR . . A -1
H3B H 0.5021 0.6222 0.7475 0.135 Uiso 0.5 1 calc GR . . A -1
H3C H 0.5215 0.7998 0.7955 0.135 Uiso 0.5 1 calc GR . . A -1
C1 C 0.217(2) 0.6054(18) 0.453(3) 0.066(3) Uani 0.5 1 d D . . A -1
H1A H 0.0833 0.6144 0.3794 0.100 Uiso 0.5 1 calc GR . . A -1
H1B H 0.2355 0.5170 0.5346 0.100 Uiso 0.5 1 calc GR . . A -1
H1C H 0.2907 0.5928 0.3701 0.100 Uiso 0.5 1 calc GR . . A -1
C4 C 0.1498(7) 0.7922(5) 0.6825(7) 0.0532(18) Uani 0.5 1 d D . . A -1
H4A H 0.1774 0.8969 0.7314 0.064 Uiso 0.5 1 calc R . . A -1
H4B H 0.0168 0.7881 0.6013 0.064 Uiso 0.5 1 calc R . . A -1
C5 C 0.1824(8) 0.6796(8) 0.8427(9) 0.0625(15) Uani 0.5 1 d D . . A -1
H5A H 0.3063 0.6982 0.9380 0.075 Uiso 0.5 1 calc R . . A -1
H5B H 0.1798 0.5739 0.7974 0.075 Uiso 0.5 1 calc R . . A -1
N1 N 0.2811(5) 0.7500 0.5696(5) 0.0629(10) Uani 1 2 d DS T P . .
Br1 Br -0.02189(9) 0.71113(12) 0.94819(9) 0.0787(4) Uani 0.5 1 d . . . A -1
Br2 Br 0.33043(6) 0.2500 0.75416(6) 0.05831(19) Uani 1 2 d S T P . .


_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
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 N1 1.513(7) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 N1 1.523(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 N1 1.507(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.502(6) . ?
C4 N1 1.529(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 Br1 1.942(6) . ?

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
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H4A C4 H4B 108.3 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
C5 C4 N1 109.2(4) . . ?
N1 C4 H4A 109.8 . . ?
N1 C4 H4B 109.8 . . ?
C4 C5 H5A 110.3 . . ?
C4 C5 H5B 110.3 . . ?
C4 C5 Br1 107.3(4) . . ?
H5A C5 H5B 108.5 . . ?
Br1 C5 H5A 110.3 . . ?
Br1 C5 H5B 110.3 . . ?
C2 N1 C3 111.8(8) . . ?
C2 N1 C4 104.4(5) . . ?
C3 N1 C4 112.4(4) . . ?
C1 N1 C2 108.1(4) . . ?
C1 N1 C3 107.5(9) . . ?
C1 N1 C4 112.6(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C4 N1 C2 -170.2(9) . . . . ?
C5 C4 N1 C3 -48.8(11) . . . . ?
C5 C4 N1 C1 72.8(10) . . . . ?
N1 C4 C5 Br1 -168.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
####################################################################### 
# 
# 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_LT
_database_code_depnum_ccdc_archive 'CCDC 1818993'
_audit_update_record             
;
2018-01-24 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2017-10-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'bromocholine bromide'
_chemical_name_systematic        '(2-Bromoethyl)trimethylammonium bromide '
_chemical_formula_moiety         'C5 H13 Br N, Br'
_chemical_formula_sum            'C5 H13 Br2 N'
_chemical_formula_weight         246.98
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.2735(3)
_cell_length_b                   8.5710(3)
_cell_length_c                   7.4768(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.893(4)
_cell_angle_gamma                90
_cell_volume                     441.00(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6424
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      31.0450
_cell_measurement_theta_min      2.3870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    9.109
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.860
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             240
_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  0.0651
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7405
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.879
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.861
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                1657
_reflns_number_total             1716
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.050
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details 
;
 Flack x determined using 739 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.073(19)
_refine_ls_extinction_coef       0.053(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     77
_refine_ls_number_reflns         1716
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0300
_refine_ls_restrained_S_all      1.074
_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)+(0.0585P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0786
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.52105(9) 0.69470(10) 0.04386(9) 0.0509(3) Uani 1 1 d . . . . .
Br2 Br 0.82974(8) 0.64789(7) 0.75468(8) 0.0385(2) Uani 1 1 d . . . . .
N1 N 0.2189(7) 0.6180(6) 0.4295(7) 0.0340(11) Uani 1 1 d . . . . .
C1 C 0.2478(11) 0.7731(8) 0.5308(10) 0.0457(15) Uani 1 1 d . . . . .
H1A H 0.1610 0.7807 0.6036 0.068 Uiso 1 1 calc GR . . . .
H1B H 0.2213 0.8561 0.4398 0.068 Uiso 1 1 calc GR . . . .
H1C H 0.3796 0.7811 0.6134 0.068 Uiso 1 1 calc GR . . . .
C2 C 0.0105(8) 0.6027(11) 0.3055(9) 0.0495(17) Uani 1 1 d . . . . .
H2A H -0.0057 0.5074 0.2346 0.074 Uiso 1 1 calc GR . . . .
H2B H -0.0236 0.6895 0.2201 0.074 Uiso 1 1 calc GR . . . .
H2C H -0.0723 0.6012 0.3827 0.074 Uiso 1 1 calc GR . . . .
C3 C 0.2672(10) 0.4921(8) 0.5763(10) 0.0436(14) Uani 1 1 d . . . . .
H3A H 0.3994 0.5038 0.6567 0.065 Uiso 1 1 calc GR . . . .
H3B H 0.2510 0.3920 0.5155 0.065 Uiso 1 1 calc GR . . . .
H3C H 0.1820 0.4998 0.6508 0.065 Uiso 1 1 calc GR . . . .
C4 C 0.3526(7) 0.6021(8) 0.3139(8) 0.0366(13) Uani 1 1 d . . . . .
H4A H 0.3402 0.4975 0.2618 0.044 Uiso 1 1 calc R . . . .
H4B H 0.4855 0.6148 0.3964 0.044 Uiso 1 1 calc R . . . .
C5 C 0.3137(9) 0.7187(10) 0.1532(8) 0.0425(13) Uani 1 1 d . . . . .
H5A H 0.3129 0.8241 0.2003 0.051 Uiso 1 1 calc R . . . .
H5B H 0.1886 0.6983 0.0588 0.051 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 C5 1.945(6) . ?
N1 C1 1.510(8) . ?
N1 C2 1.505(7) . ?
N1 C3 1.498(8) . ?
N1 C4 1.502(7) . ?
C4 C5 1.518(9) . ?

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
C2 N1 C1 109.6(5) . . ?
C3 N1 C1 107.8(4) . . ?
C3 N1 C2 109.8(5) . . ?
C3 N1 C4 108.3(5) . . ?
C4 N1 C1 110.9(5) . . ?
C4 N1 C2 110.4(4) . . ?
N1 C4 C5 114.0(5) . . ?
C4 C5 Br1 107.0(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
