# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_mo_cl1_1_0ma_b
_audit_block_doi                 10.5517/ccdc.csd.cc2mkw47
_database_code_depnum_ccdc_archive 'CCDC 2430249'
loop_
_audit_author_name
_audit_author_address
'Huaimin Ni'
;university of chinese academy of sciences
China
;
_audit_update_record             
;
2025-03-10 deposited with the CCDC.	2025-05-09 downloaded from the CCDC.
;
_audit_creation_date             2025-02-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Ni Huaimin'
_chemical_formula_moiety         'Cl, C6 H14 N'
_chemical_formula_sum            'C6 H14 Cl N'
_chemical_formula_weight         135.63
_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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   9.3244(8)
_cell_length_b                   11.4638(9)
_cell_length_c                   7.5517(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     807.22(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1314
_cell_measurement_temperature    230.00
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      2.82
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.384
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6015
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1587 before and 0.0677 after correction.
The Ratio of minimum to maximum transmission is 0.8067.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             296
_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  0.0657
_diffrn_reflns_av_unetI/netI     0.0661
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5466
_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         27.467
_diffrn_reflns_theta_min         2.816
_diffrn_ambient_temperature      230.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.855
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                1329
_reflns_number_total             1840
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.16(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1840
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.038
_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)+(0.0402P)²+0.0073P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1106
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.84(18)
 0.16(18)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C003(H003)
3.b Secondary CH2 refined with riding coordinates:
 C004(H00d,H00e), C005(H00f,H00g), C006(H00h,H00i), C007(H00j,H00k), C008(H00l,
 H00m)
3.c Idealised Me refined as rotating group:
 N002(H00a,H00b,H00c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Cl01 Cl 0.54569(9) 0.13014(7) 0.8021(2) 0.0522(3) Uani 1 1 d . . . . .
N002 N 0.6195(4) 0.1051(3) 0.3939(4) 0.0467(8) Uani 1 1 d . . . . .
H00A H 0.579009 0.038641 0.354639 0.056 Uiso 1 1 calc R U . . .
H00B H 0.601184 0.113511 0.510231 0.056 Uiso 1 1 calc R U . . .
H00C H 0.714896 0.101968 0.376607 0.056 Uiso 1 1 calc R U . . .
C003 C 0.5582(4) 0.2070(3) 0.2942(9) 0.0454(8) Uani 1 1 d . . . . .
H003 H 0.590312 0.201078 0.169533 0.054 Uiso 1 1 calc R U . . .
C004 C 0.6156(5) 0.3196(4) 0.3692(6) 0.0579(12) Uani 1 1 d . . . . .
H00D H 0.720372 0.320526 0.358752 0.069 Uiso 1 1 calc R U . . .
H00E H 0.591102 0.324705 0.495108 0.069 Uiso 1 1 calc R U . . .
C005 C 0.3970(4) 0.2027(3) 0.2960(8) 0.0545(9) Uani 1 1 d . . . . .
H00F H 0.363061 0.201450 0.418838 0.065 Uiso 1 1 calc R U . . .
H00G H 0.364513 0.130918 0.238202 0.065 Uiso 1 1 calc R U . . .
C006 C 0.3910(5) 0.4209(4) 0.2750(8) 0.0652(13) Uani 1 1 d . . . . .
H00H H 0.353617 0.486062 0.204727 0.078 Uiso 1 1 calc R U . . .
H00I H 0.357400 0.430723 0.397042 0.078 Uiso 1 1 calc R U . . .
C007 C 0.3334(5) 0.3072(4) 0.2013(7) 0.0642(12) Uani 1 1 d . . . . .
H00J H 0.228785 0.305801 0.213935 0.077 Uiso 1 1 calc R U . . .
H00K H 0.356000 0.302292 0.074767 0.077 Uiso 1 1 calc R U . . .
C008 C 0.5536(4) 0.4239(4) 0.2721(9) 0.0663(17) Uani 1 1 d . . . . .
H00L H 0.587242 0.495986 0.328222 0.080 Uiso 1 1 calc R U . . .
H00M H 0.587180 0.423675 0.149143 0.080 Uiso 1 1 calc R U . . .


_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
N002 H00A 0.9000 . ?
N002 H00B 0.9000 . ?
N002 H00C 0.9000 . ?
N002 C003 1.503(5) . ?
C003 H003 0.9900 . ?
C003 C004 1.508(6) . ?
C003 C005 1.504(5) . ?
C004 H00D 0.9800 . ?
C004 H00E 0.9800 . ?
C004 C008 1.517(7) . ?
C005 H00F 0.9800 . ?
C005 H00G 0.9800 . ?
C005 C007 1.516(6) . ?
C006 H00H 0.9800 . ?
C006 H00I 0.9800 . ?
C006 C007 1.516(6) . ?
C006 C008 1.516(6) . ?
C007 H00J 0.9800 . ?
C007 H00K 0.9800 . ?
C008 H00L 0.9800 . ?
C008 H00M 0.9800 . ?

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
H00A N002 H00B 109.5 . . ?
H00A N002 H00C 109.5 . . ?
H00B N002 H00C 109.5 . . ?
C003 N002 H00A 109.5 . . ?
C003 N002 H00B 109.5 . . ?
C003 N002 H00C 109.5 . . ?
N002 C003 H003 108.0 . . ?
N002 C003 C004 110.0(4) . . ?
N002 C003 C005 110.5(3) . . ?
C004 C003 H003 108.0 . . ?
C005 C003 H003 108.0 . . ?
C005 C003 C004 112.3(3) . . ?
C003 C004 H00D 109.4 . . ?
C003 C004 H00E 109.4 . . ?
C003 C004 C008 111.0(4) . . ?
H00D C004 H00E 108.0 . . ?
C008 C004 H00D 109.4 . . ?
C008 C004 H00E 109.4 . . ?
C003 C005 H00F 109.4 . . ?
C003 C005 H00G 109.4 . . ?
C003 C005 C007 111.2(4) . . ?
H00F C005 H00G 108.0 . . ?
C007 C005 H00F 109.4 . . ?
C007 C005 H00G 109.4 . . ?
H00H C006 H00I 108.0 . . ?
C007 C006 H00H 109.3 . . ?
C007 C006 H00I 109.3 . . ?
C008 C006 H00H 109.3 . . ?
C008 C006 H00I 109.3 . . ?
C008 C006 C007 111.6(4) . . ?
C005 C007 C006 111.5(4) . . ?
C005 C007 H00J 109.3 . . ?
C005 C007 H00K 109.3 . . ?
C006 C007 H00J 109.3 . . ?
C006 C007 H00K 109.3 . . ?
H00J C007 H00K 108.0 . . ?
C004 C008 H00L 109.5 . . ?
C004 C008 H00M 109.5 . . ?
C006 C008 C004 110.9(4) . . ?
C006 C008 H00L 109.5 . . ?
C006 C008 H00M 109.5 . . ?
H00L C008 H00M 108.1 . . ?

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
N002 C003 C004 C008 -179.2(4) . . . . ?
N002 C003 C005 C007 178.1(4) . . . . ?
C003 C004 C008 C006 55.3(6) . . . . ?
C003 C005 C007 C006 -53.9(6) . . . . ?
C004 C003 C005 C007 54.8(6) . . . . ?
C005 C003 C004 C008 -55.7(6) . . . . ?
C007 C006 C008 C004 -55.1(6) . . . . ?
C008 C006 C007 C005 54.5(6) . . . . ?

_olex2_submission_original_sample_id 01
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.84(18)
2 0.16(18)

####################################################################### 
# 
# 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_mo_br1_1_0ma_b
_audit_block_doi                 10.5517/ccdc.csd.cc2mkw58
_database_code_depnum_ccdc_archive 'CCDC 2430250'
loop_
_audit_author_name
_audit_author_address
'Huaimin Ni'
;university of chinese academy of sciences
China
;
_audit_update_record             
;
2025-03-10 deposited with the CCDC.	2025-05-09 downloaded from the CCDC.
;
_audit_creation_date             2025-01-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Ni Huaimin'
_chemical_formula_moiety         'Br, C6 H14 N'
_chemical_formula_sum            'C6 H14 Br N'
_chemical_formula_weight         180.09
_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   9.557(3)
_cell_length_b                   11.248(3)
_cell_length_c                   7.849(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     843.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    359
_cell_measurement_temperature    230.00
_cell_measurement_theta_max      20.09
_cell_measurement_theta_min      2.80
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.787
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3966
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1940 before and 0.0876 after correction.
The Ratio of minimum to maximum transmission is 0.5319.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             368
_exptl_crystal_preparation       ?
_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  0.0994
_diffrn_reflns_av_unetI/netI     0.1247
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2846
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.011
_diffrn_reflns_theta_max         25.011
_diffrn_reflns_theta_min         2.797
_diffrn_ambient_temperature      230.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.855
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                868
_reflns_number_total             1339
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.878
_refine_diff_density_min         -0.896
_refine_diff_density_rms         0.195
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.38(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.576
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1339
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.1976
_refine_ls_R_factor_gt           0.1250
_refine_ls_restrained_S_all      1.516
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2587
_refine_ls_wR_factor_ref         0.3009
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.62(12)
 0.38(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
3. Restrained distances
 C005-C003 = C004-C003 = C006-C004 = C007-C006 = C008-C007 = C008-C005 = N002-
 C003
 1.5 with sigma of 0.01
 N002-C005
 2.5 with sigma of 0.01
 C003-C008
 2.5 with sigma of 0.01
 C005-C007
 2.5 with sigma of 0.01
 C008-C006
 2.5 with sigma of 0.01
 C007-C004
 2.5 with sigma of 0.01
 C006-C003
 2.5 with sigma of 0.01
 C004-N002
 2.5 with sigma of 0.01
4. Rigid bond restraints
 C003, C004, C005, C006, C008, C007, N002, Br01
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
N002 \\sim C003 \\sim C004 \\sim C005 \\sim C006 \\sim C007 \\sim C008 \\sim
Br01: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 1.7A
Uanis(Br01) \\sim Ueq, Uanis(N002) \\sim Ueq, Uanis(C003) \\sim Ueq,
Uanis(C004) \\sim Ueq, Uanis(C005) \\sim Ueq, Uanis(C006) \\sim Ueq,
Uanis(C007) \\sim Ueq, Uanis(C008) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
6.a Ternary CH refined with riding coordinates:
 C003(H003)
6.b Secondary CH2 refined with riding coordinates:
 C004(H00d,H00e), C005(H00f,H00g), C006(H00h,H00i), C007(H00j,H00k), C008(H00l,
 H00m)
6.c Idealised Me refined as rotating group:
 N002(H00a,H00b,H00c)
;
_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
Br01 Br 0.4540(2) 0.64339(19) 0.4810(14) 0.0576(10) Uani 1 1 d . U . . .
N002 N 0.6120(17) 0.3882(11) 0.396(3) 0.045(5) Uani 1 1 d D U . . .
H00A H 0.600860 0.381124 0.282484 0.054 Uiso 1 1 calc R U . . .
H00B H 0.703897 0.390782 0.420805 0.054 Uiso 1 1 calc R U . . .
H00C H 0.570627 0.455518 0.431957 0.054 Uiso 1 1 calc R U . . .
C003 C 0.5472(16) 0.2846(10) 0.482(4) 0.051(5) Uani 1 1 d D U . . .
H003 H 0.579759 0.289064 0.601946 0.062 Uiso 1 1 calc R U . . .
C004 C 0.3908(15) 0.2901(14) 0.492(5) 0.064(7) Uani 1 1 d D U . . .
H00D H 0.352294 0.292284 0.376780 0.076 Uiso 1 1 calc R U . . .
H00E H 0.363347 0.363792 0.550123 0.076 Uiso 1 1 calc R U . . .
C005 C 0.601(2) 0.1674(10) 0.417(3) 0.046(7) Uani 1 1 d D U . . .
H00F H 0.703428 0.165717 0.426754 0.055 Uiso 1 1 calc R U . . .
H00G H 0.577463 0.159620 0.295611 0.055 Uiso 1 1 calc R U . . .
C006 C 0.329(2) 0.1859(15) 0.587(3) 0.066(8) Uani 1 1 d D U . . .
H00H H 0.352659 0.192373 0.707800 0.079 Uiso 1 1 calc R U . . .
H00I H 0.227067 0.188040 0.576107 0.079 Uiso 1 1 calc R U . . .
C007 C 0.3825(18) 0.0691(12) 0.519(4) 0.070(10) Uani 1 1 d D U . . .
H00J H 0.345612 0.056669 0.404045 0.084 Uiso 1 1 calc R U . . .
H00K H 0.347671 0.004618 0.591586 0.084 Uiso 1 1 calc R U . . .
C008 C 0.5399(18) 0.0641(12) 0.514(4) 0.072(10) Uani 1 1 d D U . . .
H00L H 0.569173 -0.010418 0.459728 0.087 Uiso 1 1 calc R U . . .
H00M H 0.576479 0.064620 0.630401 0.087 Uiso 1 1 calc R U . . .


_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
N002 H00A 0.9000 . ?
N002 H00B 0.9000 . ?
N002 H00C 0.9000 . ?
N002 C003 1.485(12) . ?
C003 H003 0.9900 . ?
C003 C004 1.497(12) . ?
C003 C005 1.507(13) . ?
C004 H00D 0.9800 . ?
C004 H00E 0.9800 . ?
C004 C006 1.506(12) . ?
C005 H00F 0.9800 . ?
C005 H00G 0.9800 . ?
C005 C008 1.509(12) . ?
C006 H00H 0.9800 . ?
C006 H00I 0.9800 . ?
C006 C007 1.505(12) . ?
C007 H00J 0.9800 . ?
C007 H00K 0.9800 . ?
C007 C008 1.506(12) . ?
C008 H00L 0.9800 . ?
C008 H00M 0.9800 . ?

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
H00A N002 H00B 109.5 . . ?
H00A N002 H00C 109.5 . . ?
H00B N002 H00C 109.5 . . ?
C003 N002 H00A 109.5 . . ?
C003 N002 H00B 109.5 . . ?
C003 N002 H00C 109.5 . . ?
N002 C003 H003 105.2 . . ?
N002 C003 C004 114.1(11) . . ?
N002 C003 C005 112.7(12) . . ?
C004 C003 H003 105.2 . . ?
C004 C003 C005 113.4(17) . . ?
C005 C003 H003 105.2 . . ?
C003 C004 H00D 109.1 . . ?
C003 C004 H00E 109.1 . . ?
C003 C004 C006 112.5(12) . . ?
H00D C004 H00E 107.8 . . ?
C006 C004 H00D 109.1 . . ?
C006 C004 H00E 109.1 . . ?
C003 C005 H00F 109.3 . . ?
C003 C005 H00G 109.3 . . ?
C003 C005 C008 111.5(11) . . ?
H00F C005 H00G 108.0 . . ?
C008 C005 H00F 109.3 . . ?
C008 C005 H00G 109.3 . . ?
C004 C006 H00H 109.2 . . ?
C004 C006 H00I 109.2 . . ?
H00H C006 H00I 107.9 . . ?
C007 C006 C004 112.0(12) . . ?
C007 C006 H00H 109.2 . . ?
C007 C006 H00I 109.2 . . ?
C006 C007 H00J 109.1 . . ?
C006 C007 H00K 109.1 . . ?
C006 C007 C008 112.4(11) . . ?
H00J C007 H00K 107.9 . . ?
C008 C007 H00J 109.1 . . ?
C008 C007 H00K 109.1 . . ?
C005 C008 H00L 109.2 . . ?
C005 C008 H00M 109.2 . . ?
C007 C008 C005 111.9(12) . . ?
C007 C008 H00L 109.2 . . ?
C007 C008 H00M 109.2 . . ?
H00L C008 H00M 107.9 . . ?

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
N002 C003 C004 C006 -178(2) . . . . ?
N002 C003 C005 C008 177(2) . . . . ?
C003 C004 C006 C007 -51(3) . . . . ?
C003 C005 C008 C007 53(3) . . . . ?
C004 C003 C005 C008 -52(3) . . . . ?
C004 C006 C007 C008 53(3) . . . . ?
C005 C003 C004 C006 51(3) . . . . ?
C006 C007 C008 C005 -54(3) . . . . ?

_olex2_submission_original_sample_id 01
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.62(12)
2 0.38(12)

####################################################################### 
# 
# 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_mo_I1_0ma_a
_audit_block_doi                 10.5517/ccdc.csd.cc2mkw69
_database_code_depnum_ccdc_archive 'CCDC 2430251'
loop_
_audit_author_name
_audit_author_address
'Huaimin Ni'
;university of chinese academy of sciences
China
;
_audit_update_record             
;
2025-03-10 deposited with the CCDC.	2025-05-09 downloaded from the CCDC.
;
_audit_creation_date             2025-02-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_name_systematic        'Ni Huaimin'
_chemical_formula_moiety         'I, C6 H14 N'
_chemical_formula_sum            'C6 H14 I N'
_chemical_formula_weight         227.089
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
I -0.43777 1.82087 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07120 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           ' P 2c -2ac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y,z+1/2
4 x+1/2,-y,z

_symmetry_Int_Tables_number      29
_cell_length_a                   9.960(2)
_cell_length_b                   11.304(2)
_cell_length_c                   8.2803(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     932.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1943
_cell_measurement_temperature    230.00
_cell_measurement_theta_max      25.89
_cell_measurement_theta_min      2.73
_exptl_absorpt_coefficient_mu    3.358
_exptl_absorpt_correction_T_max  0.0949
_exptl_absorpt_correction_T_min  0.0179
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1953 before and 0.1120 after correction.
The Ratio of minimum to maximum transmission is 0.1886.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_description       plate
_exptl_crystal_F_000             438.588
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_Laue_measured_fraction_full 0.9887
_diffrn_reflns_Laue_measured_fraction_max 0.9887
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4823
_diffrn_reflns_point_group_measured_fraction_full 0.8954
_diffrn_reflns_point_group_measured_fraction_max 0.8954
_diffrn_reflns_theta_full        25.0096
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.73
_diffrn_ambient_temperature      230.00
_diffrn_measured_fraction_theta_full 0.9887
_diffrn_measured_fraction_theta_max 0.9887
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.786
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              9
_reflns_limit_l_min              -9
_reflns_number_gt                1234
_reflns_number_total             1473
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.0151
_refine_diff_density_min         -2.4946
_refine_diff_density_rms         0.3234
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.12(11)
_refine_ls_d_res_high            0.8406
_refine_ls_d_res_low             7.4731
_refine_ls_goodness_of_fit_ref   1.7467
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    21
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1473
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.1011
_refine_ls_restrained_S_all      1.6768
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2514
_refine_ls_wR_factor_ref         0.2617
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.911111
 0.088889
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
3. Restrained distances
 C11-C10 = C10-C006 = C11-C007 = C009-C007 = C00A-C009 = C00A-C006 = N005-C10
 1.5 with sigma of 0.01
 N005-C11
 2.5 with sigma of 0.01
 C10-C007
 2.5 with sigma of 0.01
 C11-C009
 2.5 with sigma of 0.01
 C007-C00A
 2.5 with sigma of 0.01
 C009-C006
 2.5 with sigma of 0.01
 C00A-C10
 2.5 with sigma of 0.01
 C006-N005
 2.5 with sigma of 0.01
4. Rigid bond restraints
 I001, C10, C11, N005, C006, C007, C009, C00A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
I001 \\sim C10 \\sim C11 \\sim N005 \\sim C006 \\sim C007 \\sim C009 \\sim
C00A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 1.7A
Uanis(I001) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(N005)
\\sim Ueq, Uanis(C006) \\sim Ueq, Uanis(C007) \\sim Ueq, Uanis(C009) \\sim Ueq,
Uanis(C00A) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
6.a Ternary CH refined with riding coordinates:
 C10(H10)
6.b Secondary CH2 refined with riding coordinates:
 C11(H11a,H11b), C006(H00d,H00e), C007(H00f,H00g), C009(H00h,H00i), C00A(H00j,
 H00k)
6.c Idealised Me refined as rotating group:
 N005(H00a,H00b,H00c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_refinement_flags_adp
I001 I 0.54841(8) 0.34521(7) 0.52512(7) 0.0658(5) Uani 1.000000 . U
C10 C 0.4628(9) 0.7303(7) 0.537(2) 0.061(3) Uani 1.000000 D U
H10 H 0.4301(9) 0.7262(7) 0.650(2) 0.073(4) Uiso 1.000000 R .
C11 C 0.6131(9) 0.7231(9) 0.545(2) 0.076(5) Uani 1.000000 D U
H11a H 0.6390(9) 0.6490(9) 0.598(2) 0.091(6) Uiso 1.000000 R .
H11b H 0.6494(9) 0.7218(9) 0.435(2) 0.091(6) Uiso 1.000000 R .
N005 N 0.4026(11) 0.6260(8) 0.4497(15) 0.056(3) Uani 1.000000 D U
H00a H 0.420(9) 0.632(4) 0.343(2) 0.068(3) Uiso 1.000000 GR .
H00b H 0.439(7) 0.5586(9) 0.488(8) 0.068(3) Uiso 1.000000 GR .
H00c H 0.3133(18) 0.625(5) 0.466(10) 0.068(3) Uiso 1.000000 GR .
C006 C 0.4164(15) 0.8458(8) 0.471(2) 0.079(6) Uani 1.000000 D U
H00d H 0.4410(15) 0.8507(8) 0.357(2) 0.095(7) Uiso 1.000000 R .
H00e H 0.3183(15) 0.8497(8) 0.478(2) 0.095(7) Uiso 1.000000 R .
C007 C 0.6733(12) 0.8254(10) 0.636(2) 0.083(5) Uani 1.000000 D U
H00f H 0.6469(12) 0.8206(10) 0.749(2) 0.100(6) Uiso 1.000000 R .
H00g H 0.7714(12) 0.8204(10) 0.630(2) 0.100(6) Uiso 1.000000 R .
C009 C 0.6278(9) 0.9430(9) 0.567(2) 0.082(6) Uani 1.000000 D U
H00h H 0.6622(9) 1.0074(9) 0.634(2) 0.098(7) Uiso 1.000000 R .
H00i H 0.6649(9) 0.9527(9) 0.458(2) 0.098(7) Uiso 1.000000 R .
C00A C 0.4757(9) 0.9500(8) 0.559(2) 0.085(7) Uani 1.000000 D U
H00j H 0.4494(9) 1.0232(8) 0.504(2) 0.102(8) Uiso 1.000000 R .
H00k H 0.4396(9) 0.9527(8) 0.669(2) 0.102(8) Uiso 1.000000 R .


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
C10 H10 0.9900 . ?
C10 C11 1.501(8) . ?
C10 N005 1.508(8) . ?
C10 C006 1.488(9) . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 C007 1.503(8) . ?
N005 H00a 0.9000 . ?
N005 H00b 0.9000 . ?
N005 H00c 0.9000 . ?
C006 H00d 0.9800 . ?
C006 H00e 0.9800 . ?
C006 C00A 1.507(8) . ?
C007 H00f 0.9800 . ?
C007 H00g 0.9800 . ?
C007 C009 1.516(8) . ?
C009 H00h 0.9800 . ?
C009 H00i 0.9800 . ?
C009 C00A 1.518(8) . ?
C00A H00j 0.9800 . ?
C00A H00k 0.9800 . ?

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
C11 C10 H10 106.5(10) . . ?
N005 C10 H10 106.5(8) . . ?
N005 C10 C11 112.0(7) . . ?
C006 C10 H10 106.5(10) . . ?
C006 C10 C11 111.9(11) . . ?
C006 C10 N005 112.8(9) . . ?
H11a C11 C10 109.2(7) . . ?
H11b C11 C10 109.2(10) . . ?
H11b C11 H11a 107.883912366(18) . . ?
C007 C11 C10 112.2(8) . . ?
C007 C11 H11a 109.2(7) . . ?
C007 C11 H11b 109.2(9) . . ?
H00a N005 C10 109.5 . . ?
H00b N005 C10 109.5 . . ?
H00b N005 H00a 109.5 . . ?
H00c N005 C10 109.5 . . ?
H00c N005 H00a 109.5 . . ?
H00c N005 H00b 109.5 . . ?
H00d C006 C10 109.0(10) . . ?
H00e C006 C10 109.0(7) . . ?
H00e C006 H00d 107.80876815(2) . . ?
C00A C006 C10 112.7(8) . . ?
C00A C006 H00d 109.0(10) . . ?
C00A C006 H00e 109.0(7) . . ?
H00f C007 C11 109.3(9) . . ?
H00g C007 C11 109.3(6) . . ?
H00g C007 H00f 108.0 . . ?
C009 C007 C11 111.6(8) . . ?
C009 C007 H00f 109.3(10) . . ?
C009 C007 H00g 109.3(6) . . ?
H00h C009 C007 109.4(7) . . ?
H00i C009 C007 109.4(9) . . ?
H00i C009 H00h 108.0 . . ?
C00A C009 C007 111.1(7) . . ?
C00A C009 H00h 109.4(6) . . ?
C00A C009 H00i 109.4(10) . . ?
C009 C00A C006 111.7(8) . . ?
H00j C00A C006 109.3(7) . . ?
H00j C00A C009 109.3(6) . . ?
H00k C00A C006 109.3(10) . . ?
H00k C00A C009 109.3(9) . . ?
H00k C00A H00j 107.944735756(15) . . ?

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
C10 C11 C007 C009 -54.4(17) . . . . ?
C10 C006 C00A C009 53.2(18) . . . . ?
C11 C007 C009 C00A 54.0(16) . . . . ?
C006 C00A C009 C007 -53.2(17) . . . . ?


_olex2_submission_original_sample_id 01
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C10 C006 1 1.5000 0.0100 0.0116
C10 C007 1 2.5000 0.0100 0.0068
C11 C10 1 1.5000 0.0100 -0.0012
C11 C007 1 1.5000 0.0100 -0.0032
C11 C009 1 2.5000 0.0100 0.0033
N005 C10 1 1.5000 0.0100 -0.0076
N005 C11 1 2.5000 0.0100 0.0057
C006 N005 1 2.5000 0.0100 0.0050
C007 C00A 1 2.5000 0.0100 -0.0017
C009 C006 1 2.5000 0.0100 -0.0035
C009 C007 1 1.5000 0.0100 -0.0160
C00A C10 1 2.5000 0.0100 0.0061
C00A C006 1 1.5000 0.0100 -0.0067
C00A C009 1 1.5000 0.0100 -0.0185

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
I001 0.2000
C10 0.1000
C11 0.1000
N005 0.1000
C006 0.1000
C007 0.1000
C009 0.1000
C00A 0.1000

loop_
_restr_U_rigid_atom_site_label_1
_restr_U_rigid_atom_site_label_2
_restr_U_rigid_target_weight_param
_restr_U_rigid_U_parallel
_restr_U_rigid_diff
C10 C11 0.0100 0.0488 0.0046
C10 N005 0.0100 0.0648 -0.0024
C10 C006 0.0100 0.0661 -0.0047
C10 C007 0.0100 0.0602 -0.0007
C10 C00A 0.0100 0.0711 -0.0138
C11 N005 0.0100 0.0618 0.0072
C11 C006 0.0100 0.0484 0.0040
C11 C007 0.0100 0.0980 0.0029
C11 C009 0.0100 0.0774 0.0054
N005 C006 0.0100 0.0663 -0.0059
C006 C009 0.0100 0.0533 -0.0044
C006 C00A 0.0100 0.0712 -0.0008
C007 C009 0.0100 0.0882 -0.0052
C007 C00A 0.0100 0.0714 -0.0047
C009 C00A 0.0100 0.0449 -0.0015

loop_
_restr_U_similar_atom_site_label_1
_restr_U_similar_atom_site_label_2
_restr_U_similar_weight_param
C10 C11 0.0400
C10 N005 0.0400
C10 C006 0.0400
C11 C007 0.0400
C006 C00A 0.0400
C007 C009 0.0400
C009 C00A 0.0400

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.911111
2 0.088889

