# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_MDABCOCsI3
_database_code_depnum_ccdc_archive 'CCDC 2181255'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2022-06-22 deposited with the CCDC.	2022-08-12 downloaded from the CCDC.
;
_audit_creation_date             2022-06-20
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        '[MDABCO]CsI3'
_chemical_formula_moiety         'Cs1 I3, C7 H16 N2'
_chemical_formula_sum            'C7 H16 Cs I3 N2'
_chemical_formula_weight         641.83
_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 0.0000 0.0008 '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'
Cs Cs -1.1152 1.2808 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -1.2417 1.0917 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0005 0.0017 '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      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3'
_space_group_name_Hall           'R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   9.8648(5)
_cell_length_b                   9.8648(5)
_cell_length_c                   13.7921(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1162.35(18)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    488
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      18.521918518097653
_cell_measurement_theta_min      2.83576388824828
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.696
_exptl_absorpt_coefficient_mu    3.911
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.9961847627764093
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
DIALS 3.9.0-1-ge664cc1ff-release
Scaling & analysis of unmerged intensities, absorption correction using spherical harmonics
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.751
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             858
_exptl_crystal_preparation       
'Dissolve CsI, MDABCO-I (stoichiometric ammounts) in water then add HI (6x stoichiometric ammount). Powder should form instantly.'
_exptl_crystal_recrystallization_method 
'Evaporation of water-based solution on a microscope slide, leaves plate-like crystals to form.'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.825
_diffrn_reflns_Laue_measured_fraction_max 0.825
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            604
_diffrn_reflns_point_group_measured_fraction_full 0.552
_diffrn_reflns_point_group_measured_fraction_max 0.552
_diffrn_reflns_theta_full        18.528
_diffrn_reflns_theta_max         18.528
_diffrn_reflns_theta_min         2.852
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.825
_diffrn_measured_fraction_theta_max 0.825
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris'
_diffrn_measurement_method       ?
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.534
_diffrn_source                   ?
_reflns_Friedel_coverage         0.339
_reflns_Friedel_fraction_full    0.279
_reflns_Friedel_fraction_max     0.279
_reflns_number_gt                509
_reflns_number_total             510
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        
;
DIALS 3.9.0-1-ge664cc1ff-release (Winter, G. et al., 2018)
dials.scale (Beilsten-Edmands, J. et al., 2020)
XIA2 3.9.0 (Winter, G., 2010)
;
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.015
_refine_diff_density_min         -1.459
_refine_diff_density_rms         0.224
_refine_ls_abs_structure_details 
;
 Flack x determined using 129 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     41
_refine_ls_number_reflns         510
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.180
_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)+(0.0648P)²+23.7121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1141
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.819(5)
 0.181(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H) groups
3. Rigid body (RIGU) restrains
 C3, N1, H1, C1, C2, H1A, H1B, N2, H2A, H2B, H3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4.a Riding coordinates:
 N1(H1), C3(H3)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C1(H1A,H1B)
;
_atom_sites_solution_hydrogens   mixed
_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
I1 I -0.19351(19) -0.3143(2) 0.18402(18) 0.0421(5) Uani 1 1 d . . . . .
Cs1 Cs 0.000000 0.000000 0.0021(4) 0.0552(10) Uani 1 3 d S T P . .
N1 N -0.333333 -0.666667 -0.294(4) 0.048(8) Uani 1 3 d S T P . .
H1 H -0.333333 -0.666667 -0.359930 0.057 Uiso 1 3 d R U P . .
N2 N -0.333333 -0.666667 -0.106(3) 0.037(6) Uani 1 3 d S T P . .
C2 C -0.487(3) -0.685(3) -0.142(3) 0.040(5) Uani 1 1 d . . . . .
H2A H -0.491924 -0.591603 -0.127639 0.048 Uiso 1 1 calc R U . . .
H2B H -0.573877 -0.773247 -0.110606 0.048 Uiso 1 1 calc R U . . .
C1 C -0.499(4) -0.714(4) -0.261(3) 0.054(6) Uani 1 1 d . . . . .
H1A H -0.570721 -0.822969 -0.276183 0.064 Uiso 1 1 calc R U . . .
H1B H -0.535026 -0.650028 -0.292839 0.064 Uiso 1 1 calc R U . . .
C3 C -0.333333 -0.666667 0.012(5) 0.070(13) Uani 1 3 d S T P . .
H3 H -0.236270 -0.658440 0.034673 0.105 Uiso 1 1 d 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
I1 Cs1 3.682(3) 4_445 ?
I1 Cs1 3.692(3) . ?
N1 H1 0.9060 . ?
N1 C1 1.53(3) . ?
N1 C1 1.53(3) 2_445 ?
N1 C1 1.53(3) 3_545 ?
N2 C2 1.52(3) 2_445 ?
N2 C2 1.52(3) 3_545 ?
N2 C2 1.52(3) . ?
N2 C3 1.63(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.66(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 H3 0.9705 2_445 ?
C3 H3 0.9705 3_545 ?
C3 H3 0.9704 . ?

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
Cs1 I1 Cs1 166.08(8) 4_445 . ?
I1 Cs1 I1 78.89(9) . 2 ?
I1 Cs1 I1 87.86(3) 7_554 3 ?
I1 Cs1 I1 166.08(8) 7_554 . ?
I1 Cs1 I1 102.89(3) 7_554 2 ?
I1 Cs1 I1 78.89(9) 2 3 ?
I1 Cs1 I1 91.00(9) 7_554 9_544 ?
I1 Cs1 I1 87.86(3) 9_544 2 ?
I1 Cs1 I1 102.89(3) 8_444 3 ?
I1 Cs1 I1 78.89(9) . 3 ?
I1 Cs1 I1 91.00(9) 8_444 9_544 ?
I1 Cs1 I1 102.89(3) 9_544 . ?
I1 Cs1 I1 91.00(9) 7_554 8_444 ?
I1 Cs1 I1 87.86(3) 8_444 . ?
I1 Cs1 I1 166.08(8) 8_444 2 ?
I1 Cs1 I1 166.08(8) 9_544 3 ?
C1 N1 H1 107.4 3_545 . ?
C1 N1 H1 107.4 . . ?
C1 N1 H1 107.4 2_445 . ?
C1 N1 C1 111(2) 2_445 3_545 ?
C1 N1 C1 111(2) 3_545 . ?
C1 N1 C1 111(2) 2_445 . ?
C2 N2 C2 109(2) 2_445 . ?
C2 N2 C2 109(2) 3_545 . ?
C2 N2 C2 109(2) 2_445 3_545 ?
C2 N2 C3 110(2) 2_445 . ?
C2 N2 C3 110(2) 3_545 . ?
C2 N2 C3 110(2) . . ?
N2 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
N2 C2 C1 109(3) . . ?
H2A C2 H2B 108.2 . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
N1 C1 C2 106(3) . . ?
N1 C1 H1A 110.6 . . ?
N1 C1 H1B 110.6 . . ?
C2 C1 H1A 110.6 . . ?
C2 C1 H1B 110.6 . . ?
H1A C1 H1B 108.7 . . ?
N2 C3 H3 108.6 . . ?
N2 C3 H3 108.623(3) . 2_445 ?
N2 C3 H3 108.623(6) . 3_545 ?
H3 C3 H3 110.3 2_445 3_545 ?
H3 C3 H3 110.3 . 3_545 ?
H3 C3 H3 110.3 . 2_445 ?

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
N2 C2 C1 N1 -15(3) . . . . ?
C2 N2 C2 C1 -51(3) 2_445 . . . ?
C2 N2 C2 C1 69(3) 3_545 . . . ?
C1 N1 C1 C2 71(3) 2_445 . . . ?
C1 N1 C1 C2 -54(3) 3_545 . . . ?
C3 N2 C2 C1 -170.9(15) . . . . ?

_olex2_submission_original_sample_id '[MDABCO]CsI3'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.819(5)
2 0.181(5)

# start Validation Reply Form
_vrf_PLAT029_MDABCOCsI3          
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.825 Why?  
RESPONSE: Likely caused by highly absorbing sample due to the presence of 
heavy elements Cs and I.
;
_vrf_PLAT342_MDABCOCsI3          
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............       0.06 Ang.  
RESPONSE: May be caused from the disorder of the MDABCO that stems from 
chirality.
;
_vrf_PLAT911_MDABCOCsI3          
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.595         80 Report
RESPONSE: Highly absorbing sample due to the presence of  heavy elements 
Cs and I.
;
_vrf_PLAT042_MDABCOCsI3          
;
PROBLEM: Calc. and Reported MoietyFormula Strings  Differ     Please Check 
RESPONSE: Multiple of three.
;
_vrf_PLAT051_MDABCOCsI3          
;
PROBLEM: Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by .       2.57 %     
RESPONSE: 
;
_vrf_PLAT242_MDABCOCsI3          
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         N2 Check 
RESPONSE: Disorder in the MDABCO potentially brought about by the chirality 
in the system.
;
_vrf_PLAT361_MDABCOCsI3          
;
PROBLEM: Long   C(sp3)-C(sp3) Bond  C1       - C2       .       1.66 Ang.  
RESPONSE: 
;
_vrf_PLAT420_MDABCOCsI3          
;
PROBLEM: D-H Bond Without Acceptor  N1       --H1       .     Please Check 
RESPONSE: The relevant hydrogens are not facing any potential H bond 
acceptors.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_MDABCONH4Cl3
_database_code_depnum_ccdc_archive 'CCDC 2181256'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2022-06-22 deposited with the CCDC.	2022-08-12 downloaded from the CCDC.
;
_audit_creation_date             2022-04-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        '[MDABCO]NH4Cl3'
_chemical_formula_moiety         'C7 H16 N2, 3(Cl), H4 N'
_chemical_formula_sum            'C7 H20 Cl3 N3'
_chemical_formula_weight         252.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C7 H20 Cl3 N3'
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'
Cl Cl 0.3639 0.7018 '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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.8238(4)
_cell_length_b                   10.1333(3)
_cell_length_c                   16.4441(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.577(2)
_cell_angle_gamma                90
_cell_volume                     2470.01(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4751
_cell_measurement_temperature    290.3(2)
_cell_measurement_theta_max      72.7830
_cell_measurement_theta_min      3.9770
_shelx_estimated_absorpt_T_max   0.627
_shelx_estimated_absorpt_T_min   0.370
_exptl_absorpt_coefficient_mu    6.439
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.834
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 0 -9 0.0475
5 -1 9 0.0328
-4 5 -5 0.0626
-2 -4 -8 0.0649
3 2 9 0.0674
-9 1 2 0.0514
9 0 -2 0.0515
-7 -4 0 0.0726
2 -6 -2 0.0852
8 3 -1 0.0482
-1 2 -10 0.0453
0 0 -11 0.0485
2 -6 5 0.0617
1 -1 10 0.0328

_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.08
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.4367 0.4489 -9.3931 0.2846 -0.9586 0.0091
4.5242 -0.7655 9.2868 -0.2840 0.9570 -0.0590
-4.3842 4.9593 -5.0033 0.1907 -0.6462 0.7389
-1.6597 -4.3422 -7.7872 0.1969 -0.6593 -0.7257
3.1746 2.3745 9.2754 -0.2577 0.8656 0.4293
-9.3274 1.0167 2.1321 0.9271 -0.0232 0.3742
9.4682 0.4936 -1.8183 -0.9883 0.0251 -0.1505
-7.2148 -4.3450 0.4856 0.8759 -0.0231 -0.4819
1.9955 -6.3377 -1.8439 -0.0089 -0.0011 -1.0000
8.2134 3.3886 -0.9061 -0.9490 0.0247 0.3144
-1.0370 2.3352 -9.8992 -0.1268 -0.9698 0.2081
-0.2282 -0.3299 -10.6540 -0.1272 -0.9691 -0.2114
1.8922 -5.5235 5.3828 0.0829 0.6392 -0.7646
0.7286 -1.2953 10.4242 0.1298 0.9907 -0.0409

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9853
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.847
_diffrn_reflns_theta_min         3.995
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.3(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -113.00 -25.00   1.00    4.00    --  -41.39 -57.00  90.00   88
  2  ω    -84.00 -56.00   1.00    4.00    --  -41.39 125.00 -90.00   28
  3  ω   -105.00 -17.00   1.00    4.00    --  -41.39 -38.00 150.00   88
  4  ω     82.00 168.00   1.00   15.97    --  103.11  45.00 120.00   86
  5  ω    105.00 149.00   1.00   15.97    --  103.11  77.00-150.00   44
  6  ω     83.00 144.00   1.00   15.97    --  103.11 178.00  30.00   61
  7  ω     49.00 106.00   1.00   15.97    --  103.11 -45.00 -90.00   57
  8  ω     28.00  56.00   1.00   15.97    --  103.11-111.00-120.00   28
  9  ω     70.00  99.00   1.00   15.97    --  103.11-111.00-120.00   29
 10  ω     83.00 139.00   1.00   15.97    --  103.11  45.00  30.00   56
 11  ω     38.00 119.00   1.00   15.97    --  103.11 -45.00 150.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0996789000
_diffrn_orient_matrix_UB_12      -0.0343923000
_diffrn_orient_matrix_UB_13      0.0151426000
_diffrn_orient_matrix_UB_21      0.0211727000
_diffrn_orient_matrix_UB_22      -0.0196684000
_diffrn_orient_matrix_UB_23      0.0911145000
_diffrn_orient_matrix_UB_31      -0.0205236000
_diffrn_orient_matrix_UB_32      0.1467376000
_diffrn_orient_matrix_UB_33      0.0157425000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3972
_reflns_number_total             4788
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4788
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0567P)²+1.1796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1102
_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, All N(H,H,H,H) groups
2. Others
 Sof(N31A)=Sof(H31A)=Sof(H31B)=Sof(H31C)=Sof(H31D)=1-FVAR(1)
 Sof(N301)=Sof(H30A)=Sof(H30B)=Sof(H30C)=Sof(H30D)=FVAR(1)
3.a Free rotating group:
 N201(H20A,H20B,H20C,H20D), N301(H30A,H30B,H30C,H30D), N31A(H31A,H31B,H31C,H31D)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C101(H10A,H10B), C102(H10C,H10D), C103(H10E,H10F), C104(H10G,H10H), C105(H10I,
 H10J), C106(H10K,H10L)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C107(H10M,H10N,H10O)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.36572(17) 0.5122(3) 0.26777(14) 0.0386(6) Uani 1 1 d . . . . .
H1A H 0.418861 0.528700 0.301151 0.046 Uiso 1 1 calc R U . . .
H1B H 0.312762 0.530689 0.300027 0.046 Uiso 1 1 calc R U . . .
C2 C 0.44766(16) 0.3414(3) 0.19404(15) 0.0369(5) Uani 1 1 d . . . . .
H2A H 0.446759 0.249840 0.176775 0.044 Uiso 1 1 calc R U . . .
H2B H 0.500596 0.355065 0.228160 0.044 Uiso 1 1 calc R U . . .
C3 C 0.28301(15) 0.3455(3) 0.18928(14) 0.0331(5) Uani 1 1 d . . . . .
H3A H 0.228851 0.364566 0.219744 0.040 Uiso 1 1 calc R U . . .
H3B H 0.281587 0.253334 0.173373 0.040 Uiso 1 1 calc R U . . .
C4 C 0.3666(2) 0.6003(3) 0.19368(17) 0.0495(7) Uani 1 1 d . . . . .
H4A H 0.312997 0.655097 0.192826 0.059 Uiso 1 1 calc R U . . .
H4B H 0.418938 0.657687 0.196012 0.059 Uiso 1 1 calc R U . . .
C5 C 0.45117(15) 0.4315(3) 0.12033(15) 0.0388(6) Uani 1 1 d . . . . .
H5A H 0.505312 0.485125 0.122871 0.047 Uiso 1 1 calc R U . . .
H5B H 0.453121 0.378871 0.071086 0.047 Uiso 1 1 calc R U . . .
C6 C 0.28698(15) 0.4331(3) 0.11393(14) 0.0346(5) Uani 1 1 d . . . . .
H6A H 0.288933 0.378732 0.065447 0.041 Uiso 1 1 calc R U . . .
H6B H 0.233411 0.487948 0.110783 0.041 Uiso 1 1 calc R U . . .
C7 C 0.3718(2) 0.6070(3) 0.04506(17) 0.0484(7) Uani 1 1 d . . . . .
H7A H 0.372816 0.554053 -0.003324 0.073 Uiso 1 1 calc R U . . .
H7B H 0.424946 0.661148 0.047399 0.073 Uiso 1 1 calc R U . . .
H7C H 0.319218 0.662266 0.044226 0.073 Uiso 1 1 calc R U . . .
N1 N 0.36454(13) 0.3722(2) 0.24054(11) 0.0314(4) Uani 1 1 d . . . . .
H1 H 0.363(2) 0.319(4) 0.283(2) 0.058(10) Uiso 1 1 d . . . . .
N2 N 0.36950(12) 0.51877(19) 0.11843(10) 0.0276(4) Uani 1 1 d . . . . .
C101 C 0.62670(18) 0.8305(2) 0.40209(13) 0.0352(5) Uani 1 1 d . . . . .
H10A H 0.683437 0.799091 0.424752 0.042 Uiso 1 1 calc R U . . .
H10B H 0.577987 0.783309 0.428241 0.042 Uiso 1 1 calc R U . . .
C102 C 0.70398(15) 0.8667(2) 0.27343(14) 0.0319(5) Uani 1 1 d . . . . .
H10C H 0.700703 0.854354 0.214980 0.038 Uiso 1 1 calc R U . . .
H10D H 0.758737 0.825041 0.293559 0.038 Uiso 1 1 calc R U . . .
C103 C 0.53910(15) 0.8605(2) 0.27627(14) 0.0321(5) Uani 1 1 d . . . . .
H10E H 0.487104 0.824040 0.303685 0.038 Uiso 1 1 calc R U . . .
H10F H 0.534991 0.837367 0.219110 0.038 Uiso 1 1 calc R U . . .
C104 C 0.6172(2) 0.9770(3) 0.41695(14) 0.0460(7) Uani 1 1 d . . . . .
H10G H 0.560356 0.994860 0.443470 0.055 Uiso 1 1 calc R U . . .
H10H H 0.665682 1.007298 0.452374 0.055 Uiso 1 1 calc R U . . .
C105 C 0.70505(15) 1.0129(2) 0.29365(15) 0.0327(5) Uani 1 1 d . . . . .
H10I H 0.757329 1.033114 0.327337 0.039 Uiso 1 1 calc R U . . .
H10J H 0.709069 1.064050 0.243964 0.039 Uiso 1 1 calc R U . . .
C106 C 0.54095(15) 1.0102(2) 0.28604(15) 0.0350(5) Uani 1 1 d . . . . .
H10K H 0.545206 1.051766 0.233088 0.042 Uiso 1 1 calc R U . . .
H10L H 0.485690 1.039817 0.311322 0.042 Uiso 1 1 calc R U . . .
C107 C 0.61942(18) 1.1948(2) 0.35136(17) 0.0397(6) Uani 1 1 d . . . . .
H10M H 0.671281 1.220034 0.383157 0.059 Uiso 1 1 calc R U . . .
H10N H 0.565561 1.218793 0.379726 0.059 Uiso 1 1 calc R U . . .
H10O H 0.620660 1.239293 0.299839 0.059 Uiso 1 1 calc R U . . .
N101 N 0.62375(13) 0.80620(19) 0.31255(11) 0.0301(4) Uani 1 1 d . . . . .
H101 H 0.624(2) 0.713(4) 0.306(2) 0.067(11) Uiso 1 1 d . . . . .
N102 N 0.62061(11) 1.04879(17) 0.33789(10) 0.0241(4) Uani 1 1 d . . . . .
Cl1 Cl 0.86766(4) 0.68524(6) 0.39145(3) 0.03871(15) Uani 1 1 d . . . . .
Cl2 Cl 0.62075(5) 0.71387(8) 0.08096(4) 0.05222(19) Uani 1 1 d . . . . .
Cl3 Cl 0.63178(4) 0.77379(8) 0.60037(4) 0.05044(19) Uani 1 1 d . . . . .
Cl4 Cl 0.61220(4) 0.51228(5) 0.33066(4) 0.03727(15) Uani 1 1 d . . . . .
Cl5 Cl 0.38676(4) 0.73695(6) 0.43162(4) 0.03817(15) Uani 1 1 d . . . . .
Cl6 Cl 0.36641(4) 0.98797(7) 0.15545(4) 0.04545(17) Uani 1 1 d . . . . .
N201 N 0.7581(2) 0.4610(5) 0.49179(19) 0.1003(15) Uani 1 1 d G . . A -1
H20A H 0.785190 0.486552 0.436932 0.150 Uiso 1 1 d G U . A -1
H20B H 0.808656 0.432405 0.530859 0.150 Uiso 1 1 d G U . A -1
H20C H 0.724887 0.540431 0.515646 0.150 Uiso 1 1 d G U . A -1
H20D H 0.713731 0.384626 0.483633 0.150 Uiso 1 1 d G U . A -1
N301 N 0.4920(6) 1.0325(6) -0.0079(5) 0.0533(18) Uani 0.499(3) 1 d G . P B -1
H30A H 0.540524 1.076801 0.027420 0.080 Uiso 0.499(3) 1 d G U P B -1
H30B H 0.454047 0.970869 0.027352 0.080 Uiso 0.499(3) 1 d G U P B -1
H30C H 0.451193 1.103255 -0.033325 0.080 Uiso 0.499(3) 1 d G U P B -1
H30D H 0.522070 0.979184 -0.052994 0.080 Uiso 0.499(3) 1 d G U P B -1
N31A N 0.5185(4) 0.5319(5) 0.5148(3) 0.0531(13) Uani 0.501(3) 1 d G . P B -1
H31A H 0.567643 0.593027 0.537346 0.080 Uiso 0.501(3) 1 d G U P B -1
H31B H 0.469297 0.519580 0.557376 0.080 Uiso 0.501(3) 1 d G U P B -1
H31C H 0.490802 0.572704 0.463285 0.080 Uiso 0.501(3) 1 d G U P B -1
H31D H 0.546085 0.442092 0.500873 0.080 Uiso 0.501(3) 1 d G U P B -1


_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
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C4 1.510(4) . ?
C1 N1 1.488(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C5 1.519(3) . ?
C2 N1 1.490(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C6 1.526(3) . ?
C3 N1 1.491(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N2 1.489(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 N2 1.500(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N2 1.501(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C7 N2 1.503(3) . ?
N1 H1 0.88(4) . ?
C101 H10A 0.9700 . ?
C101 H10B 0.9700 . ?
C101 C104 1.512(4) . ?
C101 N101 1.493(3) . ?
C102 H10C 0.9700 . ?
C102 H10D 0.9700 . ?
C102 C105 1.519(3) . ?
C102 N101 1.490(3) . ?
C103 H10E 0.9700 . ?
C103 H10F 0.9700 . ?
C103 C106 1.525(3) . ?
C103 N101 1.489(3) . ?
C104 H10G 0.9700 . ?
C104 H10H 0.9700 . ?
C104 N102 1.491(3) . ?
C105 H10I 0.9700 . ?
C105 H10J 0.9700 . ?
C105 N102 1.499(3) . ?
C106 H10K 0.9700 . ?
C106 H10L 0.9700 . ?
C106 N102 1.501(3) . ?
C107 H10M 0.9600 . ?
C107 H10N 0.9600 . ?
C107 H10O 0.9600 . ?
C107 N102 1.496(3) . ?
N101 H101 0.95(4) . ?
N201 H20A 1.0241 . ?
N201 H20B 1.0239 . ?
N201 H20C 1.0237 . ?
N201 H20D 1.0240 . ?
N301 H30A 1.0239 . ?
N301 H30B 1.0240 . ?
N301 H30C 1.0240 . ?
N301 H30D 1.0240 . ?
N31A H31A 1.0236 . ?
N31A H31B 1.0239 . ?
N31A H31C 1.0242 . ?
N31A H31D 1.0243 . ?

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
H1A C1 H1B 108.3 . . ?
C4 C1 H1A 110.0 . . ?
C4 C1 H1B 110.0 . . ?
N1 C1 H1A 110.0 . . ?
N1 C1 H1B 110.0 . . ?
N1 C1 C4 108.70(18) . . ?
H2A C2 H2B 108.4 . . ?
C5 C2 H2A 110.0 . . ?
C5 C2 H2B 110.0 . . ?
N1 C2 H2A 110.0 . . ?
N1 C2 H2B 110.0 . . ?
N1 C2 C5 108.59(19) . . ?
H3A C3 H3B 108.4 . . ?
C6 C3 H3A 110.0 . . ?
C6 C3 H3B 110.0 . . ?
N1 C3 H3A 110.0 . . ?
N1 C3 H3B 110.0 . . ?
N1 C3 C6 108.40(18) . . ?
C1 C4 H4A 109.6 . . ?
C1 C4 H4B 109.6 . . ?
H4A C4 H4B 108.2 . . ?
N2 C4 C1 110.1(2) . . ?
N2 C4 H4A 109.6 . . ?
N2 C4 H4B 109.6 . . ?
C2 C5 H5A 109.7 . . ?
C2 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
N2 C5 C2 109.70(18) . . ?
N2 C5 H5A 109.7 . . ?
N2 C5 H5B 109.7 . . ?
C3 C6 H6A 109.8 . . ?
C3 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
N2 C6 C3 109.54(17) . . ?
N2 C6 H6A 109.8 . . ?
N2 C6 H6B 109.8 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
C1 N1 C2 110.31(19) . . ?
C1 N1 C3 110.49(19) . . ?
C1 N1 H1 110(2) . . ?
C2 N1 C3 109.98(18) . . ?
C2 N1 H1 108(2) . . ?
C3 N1 H1 108(2) . . ?
C4 N2 C5 109.9(2) . . ?
C4 N2 C6 109.36(19) . . ?
C4 N2 C7 109.8(2) . . ?
C5 N2 C6 108.51(19) . . ?
C5 N2 C7 110.05(19) . . ?
C6 N2 C7 109.25(18) . . ?
H10A C101 H10B 108.3 . . ?
C104 C101 H10A 110.0 . . ?
C104 C101 H10B 110.0 . . ?
N101 C101 H10A 110.0 . . ?
N101 C101 H10B 110.0 . . ?
N101 C101 C104 108.62(18) . . ?
H10C C102 H10D 108.4 . . ?
C105 C102 H10C 110.0 . . ?
C105 C102 H10D 110.0 . . ?
N101 C102 H10C 110.0 . . ?
N101 C102 H10D 110.0 . . ?
N101 C102 C105 108.27(17) . . ?
H10E C103 H10F 108.4 . . ?
C106 C103 H10E 110.1 . . ?
C106 C103 H10F 110.1 . . ?
N101 C103 H10E 110.1 . . ?
N101 C103 H10F 110.1 . . ?
N101 C103 C106 108.12(18) . . ?
C101 C104 H10G 109.8 . . ?
C101 C104 H10H 109.8 . . ?
H10G C104 H10H 108.2 . . ?
N102 C104 C101 109.52(19) . . ?
N102 C104 H10G 109.8 . . ?
N102 C104 H10H 109.8 . . ?
C102 C105 H10I 109.7 . . ?
C102 C105 H10J 109.7 . . ?
H10I C105 H10J 108.2 . . ?
N102 C105 C102 109.64(18) . . ?
N102 C105 H10I 109.7 . . ?
N102 C105 H10J 109.7 . . ?
C103 C106 H10K 109.8 . . ?
C103 C106 H10L 109.8 . . ?
H10K C106 H10L 108.2 . . ?
N102 C106 C103 109.40(18) . . ?
N102 C106 H10K 109.8 . . ?
N102 C106 H10L 109.8 . . ?
H10M C107 H10N 109.5 . . ?
H10M C107 H10O 109.5 . . ?
H10N C107 H10O 109.5 . . ?
N102 C107 H10M 109.5 . . ?
N102 C107 H10N 109.5 . . ?
N102 C107 H10O 109.5 . . ?
C101 N101 H101 106(2) . . ?
C102 N101 C101 110.03(18) . . ?
C102 N101 H101 111(2) . . ?
C103 N101 C101 110.51(18) . . ?
C103 N101 C102 110.37(17) . . ?
C103 N101 H101 109(2) . . ?
C104 N102 C105 109.91(19) . . ?
C104 N102 C106 109.57(19) . . ?
C104 N102 C107 110.65(18) . . ?
C105 N102 C106 108.48(17) . . ?
C107 N102 C105 108.85(18) . . ?
C107 N102 C106 109.35(18) . . ?
H20A N201 H20B 109.5 . . ?
H20A N201 H20C 109.5 . . ?
H20A N201 H20D 109.4 . . ?
H20B N201 H20C 109.5 . . ?
H20B N201 H20D 109.5 . . ?
H20C N201 H20D 109.5 . . ?
H30A N301 H30B 109.5 . . ?
H30A N301 H30C 109.5 . . ?
H30A N301 H30D 109.4 . . ?
H30B N301 H30C 109.5 . . ?
H30B N301 H30D 109.5 . . ?
H30C N301 H30D 109.5 . . ?
H31A N31A H31B 109.5 . . ?
H31A N31A H31C 109.5 . . ?
H31A N31A H31D 109.5 . . ?
H31B N31A H31C 109.4 . . ?
H31B N31A H31D 109.5 . . ?
H31C N31A H31D 109.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 Cl3 0.88(4) 2.14(4) 3.005(2) 168(3) 3_666 yes
N101 H101 Cl4 0.95(4) 2.08(4) 2.998(2) 161(3) . yes

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
C1 C4 N2 C5 -58.0(3) . . . . ?
C1 C4 N2 C6 61.0(3) . . . . ?
C1 C4 N2 C7 -179.1(2) . . . . ?
C2 C5 N2 C4 59.7(3) . . . . ?
C2 C5 N2 C6 -59.8(2) . . . . ?
C2 C5 N2 C7 -179.3(2) . . . . ?
C3 C6 N2 C4 -58.5(3) . . . . ?
C3 C6 N2 C5 61.3(2) . . . . ?
C3 C6 N2 C7 -178.7(2) . . . . ?
C4 C1 N1 C2 62.1(3) . . . . ?
C4 C1 N1 C3 -59.7(3) . . . . ?
C5 C2 N1 C1 -60.0(3) . . . . ?
C5 C2 N1 C3 62.1(3) . . . . ?
C6 C3 N1 C1 61.7(2) . . . . ?
C6 C3 N1 C2 -60.3(3) . . . . ?
N1 C1 C4 N2 -2.1(3) . . . . ?
N1 C2 C5 N2 -1.0(3) . . . . ?
N1 C3 C6 N2 -1.8(3) . . . . ?
C101 C104 N102 C105 -54.9(3) . . . . ?
C101 C104 N102 C106 64.2(3) . . . . ?
C101 C104 N102 C107 -175.1(2) . . . . ?
C102 C105 N102 C104 63.2(2) . . . . ?
C102 C105 N102 C106 -56.6(2) . . . . ?
C102 C105 N102 C107 -175.51(19) . . . . ?
C103 C106 N102 C104 -55.4(2) . . . . ?
C103 C106 N102 C105 64.6(2) . . . . ?
C103 C106 N102 C107 -176.81(19) . . . . ?
C104 C101 N101 C102 65.6(3) . . . . ?
C104 C101 N101 C103 -56.5(3) . . . . ?
C105 C102 N101 C101 -57.1(2) . . . . ?
C105 C102 N101 C103 65.1(2) . . . . ?
C106 C103 N101 C101 64.9(2) . . . . ?
C106 C103 N101 C102 -57.0(2) . . . . ?
N101 C101 C104 N102 -7.5(3) . . . . ?
N101 C102 C105 N102 -6.1(3) . . . . ?
N101 C103 C106 N102 -7.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.442
_oxdiff_exptl_absorpt_empirical_full_min 0.798
####################################################################### 
# 
# 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_MDABCORbBr3
_database_code_depnum_ccdc_archive 'CCDC 2181257'
loop_
_audit_author_name
_audit_author_address
'Louise Male'
;University of Birmingham
United Kingdom
;
_audit_update_record             
;
2022-06-22 deposited with the CCDC.	2022-08-12 downloaded from the CCDC.
;
_audit_creation_date             2022-04-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        '[MDABCO]RbBr3'
_chemical_formula_moiety         'Rb, 3(Br), C7 H16 N2'
_chemical_formula_sum            'C7 H16 Br3 N2 Rb'
_chemical_formula_weight         453.42
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C7 H16 Rb1 N2 Br3'
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'
Rb Rb -0.4688 1.6079 '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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   14.1838(10)
_cell_length_b                   9.9322(6)
_cell_length_c                   9.6159(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1354.65(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6619
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      72.4440
_cell_measurement_theta_min      6.2100
_cell_oxdiff_angle_alpha         90.017(4)
_cell_oxdiff_angle_beta          90.017(4)
_cell_oxdiff_angle_gamma         89.985(4)
_cell_oxdiff_length_a            14.1839(8)
_cell_oxdiff_length_b            9.9342(5)
_cell_oxdiff_length_c            9.6138(5)
_cell_oxdiff_measurement_reflns_used 6619
_cell_oxdiff_volume              1354.65(13)
_shelx_estimated_absorpt_T_max   0.752
_shelx_estimated_absorpt_T_min   0.313
_exptl_absorpt_coefficient_mu    15.114
_exptl_absorpt_correction_T_max  0.793
_exptl_absorpt_correction_T_min  0.403
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)

Numerical absorption correction based on gaussian integration over

a multifaceted crystal model

Empirical absorption correction using spherical harmonics,

implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    ?
_exptl_crystal_density_diffrn    2.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             856
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-9 0 -1 0.0418
9 0 2 0.0250
-2 -3 -5 0.0330
0 4 5 0.0557
5 4 -3 0.0125
-5 -4 3 0.0125
-2 -6 2 0.0181
3 6 -2 0.0295
5 -3 -4 0.0207
3 1 -6 0.0174
-3 4 -5 0.0329

_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-9.0867 0.2799 -0.9660 0.1344 -0.7269 -0.6735
8.7715 0.3608 1.8625 -0.1542 0.8328 0.5317
-2.4495 -3.2333 -5.1366 0.1648 -0.8832 0.4392
-0.0797 3.5447 5.2118 -0.1364 0.7293 -0.6704
5.3632 4.2234 -3.0076 0.8103 0.4412 0.3858
-5.3632 -4.2234 3.0076 -0.8103 -0.4412 -0.3858
-2.2591 -6.0224 1.6256 -0.8743 -0.4752 0.0993
2.5073 5.9393 -1.7412 0.8768 0.4766 -0.0643
4.7445 -3.0406 -4.4653 0.1166 -0.2847 0.9515
3.0092 0.7328 -5.8558 0.7035 -0.2496 0.6654
-2.6596 3.7691 -4.7319 0.9390 -0.3318 -0.0904

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11848
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.364
_diffrn_reflns_theta_min         5.437
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  33.00   1.00    5.23    --  -41.39  38.00-150.00   99
  2  ω    -86.00  -6.00   1.00    5.23    --  -41.39 125.00-150.00   80
  3  ω     27.00  97.00   1.00    5.23    --   41.39-125.00   0.00   70
  4  ω     27.00  97.00   1.00    5.23    --   41.39-125.00  60.00   70
  5  ω    104.00 178.00   1.00   20.92    --  103.11 111.00   0.00   74
  6  ω     74.00 175.00   1.00   20.92    --  103.11  61.00  90.00  101
  7  ω     44.00  72.00   1.00   20.92    --  103.11 -15.00 -90.00   28
  8  ω     78.00 129.00   1.00   20.92    --  103.11 -15.00 -90.00   51
  9  ω     75.00 108.00   1.00   20.92    --  103.11 178.00-180.00   33
 10  ω    140.00 171.00   1.00   20.92    --  103.11  45.00 150.00   31
 11  ω    116.00 159.00   1.00   20.92    --  103.11  45.00-120.00   43
 12  ω     83.00 137.00   1.00   20.92    --  103.11  45.00 150.00   54
 13  ω     14.00 115.00   1.00    5.23    --   41.77  57.00-120.00  101
 14  ω     14.00 115.00   1.00    5.23    --   41.77  57.00-180.00  101
 15  ω     14.00 115.00   1.00    5.23    --   41.77  57.00  90.00  101
 16  ω    -21.00  74.00   1.00    5.23    --   41.77 -77.00 120.00   95
 17  ω     14.00 115.00   1.00    5.23    --   41.77  56.00 -18.00  101
 18  ω     27.00 109.00   1.00   20.92    --  103.11-111.00  30.00   82
 19  ω    103.00 178.00   1.00   20.92    --  103.11  77.00 -60.00   75
 20  ω     74.00 139.00   1.00   20.92    --  103.11  61.00 -90.00   65
 21  ω     77.00 176.00   1.00   20.92    --  103.11  45.00  30.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0000240000
_diffrn_orient_matrix_UB_12      0.1166726000
_diffrn_orient_matrix_UB_13      -0.1055264000
_diffrn_orient_matrix_UB_21      0.0728126000
_diffrn_orient_matrix_UB_22      0.0757574000
_diffrn_orient_matrix_UB_23      0.0895285000
_diffrn_orient_matrix_UB_31      0.0805925000
_diffrn_orient_matrix_UB_32      -0.0685353000
_diffrn_orient_matrix_UB_33      -0.0807905000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.825
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.919
_reflns_number_gt                2457
_reflns_number_total             2594
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.096
_refine_ls_abs_structure_details 
;
 Flack x determined using 1046 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(5)
_refine_ls_extinction_coef       0.00064(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         2594
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      1.056
_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)+(0.0390P)²+1.4495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0817
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C5(H5A,H5B), C3(H3A,H3B), C4(H4A,H4B), C2(H2A,H2B)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
Rb1 Rb 0.25159(6) 0.72949(8) 0.47789(9) 0.0431(2) Uani 1 1 d . . . . .
Br2 Br 0.25580(6) 0.49253(9) 0.74353(10) 0.0395(2) Uani 1 1 d . . . . .
Br1 Br 0.50484(7) 0.78811(10) 0.44363(12) 0.0482(3) Uani 1 1 d . . . . .
N1 N 0.4696(5) 0.1940(8) 0.5163(8) 0.0386(16) Uani 1 1 d . . . . .
N2 N 0.5991(6) 0.3298(8) 0.4122(8) 0.0489(19) Uani 1 1 d . . . . .
H2 H 0.650390 0.382219 0.370603 0.059 Uiso 1 1 calc R U . . .
C6 C 0.5630(6) 0.1455(8) 0.5713(9) 0.0372(18) Uani 1 1 d . . . . .
H6A H 0.575495 0.055055 0.538069 0.045 Uiso 1 1 calc R U . . .
H6B H 0.561744 0.143667 0.672142 0.045 Uiso 1 1 calc R U . . .
C7 C 0.6389(6) 0.2402(9) 0.5215(9) 0.0394(18) Uani 1 1 d . . . . .
H7A H 0.661957 0.293821 0.598636 0.047 Uiso 1 1 calc R U . . .
H7B H 0.691334 0.189162 0.483849 0.047 Uiso 1 1 calc R U . . .
C1 C 0.3929(7) 0.1118(13) 0.5800(12) 0.062(3) Uani 1 1 d . . . . .
H1A H 0.404490 0.018124 0.562491 0.093 Uiso 1 1 calc R U . . .
H1B H 0.333445 0.137079 0.540132 0.093 Uiso 1 1 calc R U . . .
H1C H 0.391436 0.127386 0.678557 0.093 Uiso 1 1 calc R U . . .
C5 C 0.5540(8) 0.2462(14) 0.3017(10) 0.061(3) Uani 1 1 d . . . . .
H5A H 0.597925 0.178345 0.269029 0.073 Uiso 1 1 calc R U . . .
H5B H 0.536322 0.302470 0.223487 0.073 Uiso 1 1 calc R U . . .
C3 C 0.5299(8) 0.4235(10) 0.4744(13) 0.061(3) Uani 1 1 d . . . . .
H3A H 0.499196 0.475780 0.402237 0.073 Uiso 1 1 calc R U . . .
H3B H 0.561336 0.485075 0.537520 0.073 Uiso 1 1 calc R U . . .
C4 C 0.4679(7) 0.1799(11) 0.3623(9) 0.047(2) Uani 1 1 d . . . . .
H4A H 0.411474 0.221840 0.325256 0.057 Uiso 1 1 calc R U . . .
H4B H 0.466924 0.085289 0.337278 0.057 Uiso 1 1 calc R U . . .
C2 C 0.4570(8) 0.3394(11) 0.5534(11) 0.053(2) Uani 1 1 d . . . . .
H2A H 0.465259 0.351473 0.652785 0.064 Uiso 1 1 calc R U . . .
H2B H 0.393888 0.368526 0.528916 0.064 Uiso 1 1 calc R U . . .
Br3 Br 0.29124(7) 0.45424(9) 0.25628(11) 0.0447(2) 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
N1 C6 1.505(11) . ?
N1 C1 1.492(12) . ?
N1 C4 1.487(11) . ?
N1 C2 1.498(12) . ?
N2 H2 0.9800 . ?
N2 C7 1.489(11) . ?
N2 C5 1.492(13) . ?
N2 C3 1.479(13) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.508(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.506(15) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.531(17) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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
C1 N1 C6 108.8(7) . . ?
C1 N1 C2 110.0(8) . . ?
C4 N1 C6 109.5(7) . . ?
C4 N1 C1 110.2(8) . . ?
C4 N1 C2 109.1(8) . . ?
C2 N1 C6 109.3(7) . . ?
C7 N2 H2 108.9 . . ?
C7 N2 C5 109.4(8) . . ?
C5 N2 H2 108.9 . . ?
C3 N2 H2 108.9 . . ?
C3 N2 C7 110.0(8) . . ?
C3 N2 C5 110.7(9) . . ?
N1 C6 H6A 110.0 . . ?
N1 C6 H6B 110.0 . . ?
N1 C6 C7 108.5(7) . . ?
H6A C6 H6B 108.4 . . ?
C7 C6 H6A 110.0 . . ?
C7 C6 H6B 110.0 . . ?
N2 C7 C6 109.0(7) . . ?
N2 C7 H7A 109.9 . . ?
N2 C7 H7B 109.9 . . ?
C6 C7 H7A 109.9 . . ?
C6 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C5 H5A 110.0 . . ?
N2 C5 H5B 110.0 . . ?
N2 C5 C4 108.4(8) . . ?
H5A C5 H5B 108.4 . . ?
C4 C5 H5A 110.0 . . ?
C4 C5 H5B 110.0 . . ?
N2 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
N2 C3 C2 107.8(8) . . ?
H3A C3 H3B 108.5 . . ?
C2 C3 H3A 110.1 . . ?
C2 C3 H3B 110.1 . . ?
N1 C4 C5 109.3(8) . . ?
N1 C4 H4A 109.8 . . ?
N1 C4 H4B 109.8 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
N1 C2 C3 109.1(8) . . ?
N1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
C3 C2 H2A 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?

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
N1 C6 C7 N2 -12.0(10) . . . . ?
N2 C5 C4 N1 -13.0(13) . . . . ?
N2 C3 C2 N1 -11.4(12) . . . . ?
C6 N1 C4 C5 -52.0(11) . . . . ?
C6 N1 C2 C3 66.7(10) . . . . ?
C7 N2 C5 C4 68.2(11) . . . . ?
C7 N2 C3 C2 -54.1(10) . . . . ?
C1 N1 C6 C7 -172.6(8) . . . . ?
C1 N1 C4 C5 -171.6(9) . . . . ?
C1 N1 C2 C3 -173.9(8) . . . . ?
C5 N2 C7 C6 -53.1(10) . . . . ?
C5 N2 C3 C2 67.0(11) . . . . ?
C3 N2 C7 C6 68.8(9) . . . . ?
C3 N2 C5 C4 -53.2(12) . . . . ?
C4 N1 C6 C7 66.9(9) . . . . ?
C4 N1 C2 C3 -53.0(11) . . . . ?
C2 N1 C6 C7 -52.6(10) . . . . ?
C2 N1 C4 C5 67.6(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.042
_oxdiff_exptl_absorpt_empirical_full_min 0.599
