# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_AJ102
_database_code_depnum_ccdc_archive 'CCDC 1902825'
loop_
_audit_author_name
_audit_author_address
'ATANU JANA'
;Ulsan National Institute of Science and Technology
South Korea
;
_audit_update_record             
;
2019-03-13 deposited with the CCDC.	2019-11-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' 2(C24 H20 P), Br4 Mn '
_chemical_formula_sum            'C48 H40 Br4 Mn P2'
_chemical_formula_weight         1053.32

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

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'
'-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                   11.2817(3)
_cell_length_b                   19.7797(6)
_cell_length_c                   20.5926(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.3422(10)
_cell_angle_gamma                90
_cell_volume                     4591.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      25.46

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             2092
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.870
_shelx_estimated_absorpt_T_min   0.483
_shelx_estimated_absorpt_T_max   0.698
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6043
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74530
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.079
_diffrn_reflns_theta_max         28.311
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5716
_reflns_number_gt                4104
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+11.0724P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5716
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0778
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Mn1 Mn 0.0000 0.54200(3) 0.2500 0.04446(16) Uani 1 2 d S T P . .
Br1 Br 0.13645(3) 0.46982(2) 0.18664(2) 0.05611(11) Uani 1 1 d . . . . .
Br2 Br 0.11231(3) 0.61581(2) 0.33065(2) 0.06811(13) Uani 1 1 d . . . . .
P1 P 0.40829(7) 0.63172(4) 0.07530(4) 0.04390(18) Uani 1 1 d . . . . .
C1 C 0.3803(3) 0.69780(16) 0.13217(15) 0.0506(7) Uani 1 1 d . . . . .
C2 C 0.3142(4) 0.68296(19) 0.18593(17) 0.0652(10) Uani 1 1 d . . . . .
H2 H 0.2857 0.6394 0.1919 0.078 Uiso 1 1 calc R U . . .
C3 C 0.2910(4) 0.7327(2) 0.2301(2) 0.0802(12) Uani 1 1 d . . . . .
H3 H 0.2461 0.7229 0.2658 0.096 Uiso 1 1 calc R U . . .
C4 C 0.3338(5) 0.7969(2) 0.2219(2) 0.0828(13) Uani 1 1 d . . . . .
H4 H 0.3178 0.8304 0.2520 0.099 Uiso 1 1 calc R U . . .
C5 C 0.3995(4) 0.8120(2) 0.1698(2) 0.0806(12) Uani 1 1 d . . . . .
H5 H 0.4287 0.8556 0.1649 0.097 Uiso 1 1 calc R U . . .
C6 C 0.4230(4) 0.76292(18) 0.12409(19) 0.0672(10) Uani 1 1 d . . . . .
H6 H 0.4670 0.7735 0.0883 0.081 Uiso 1 1 calc R U . . .
C7 C 0.5121(3) 0.66017(16) 0.01713(16) 0.0527(8) Uani 1 1 d . . . . .
C8 C 0.4734(4) 0.70596(18) -0.03010(19) 0.0690(10) Uani 1 1 d . . . . .
H8 H 0.3950 0.7205 -0.0317 0.083 Uiso 1 1 calc R U . . .
C9 C 0.5512(5) 0.7300(2) -0.0748(2) 0.0841(13) Uani 1 1 d . . . . .
H9 H 0.5251 0.7608 -0.1064 0.101 Uiso 1 1 calc R U . . .
C10 C 0.6653(5) 0.7087(3) -0.0727(2) 0.0909(15) Uani 1 1 d . . . . .
H10 H 0.7176 0.7254 -0.1026 0.109 Uiso 1 1 calc R U . . .
C11 C 0.7045(4) 0.6624(3) -0.0267(2) 0.0905(14) Uani 1 1 d . . . . .
H11 H 0.7828 0.6475 -0.0261 0.109 Uiso 1 1 calc R U . . .
C12 C 0.6281(3) 0.6379(2) 0.01857(19) 0.0672(10) Uani 1 1 d . . . . .
H12 H 0.6546 0.6067 0.0497 0.081 Uiso 1 1 calc R U . . .
C13 C 0.4682(3) 0.56134(16) 0.11964(14) 0.0439(7) Uani 1 1 d . . . . .
C14 C 0.5655(3) 0.5715(2) 0.16247(17) 0.0607(9) Uani 1 1 d . . . . .
H14 H 0.5951 0.6149 0.1694 0.073 Uiso 1 1 calc R U . . .
C15 C 0.6175(3) 0.5179(2) 0.19422(18) 0.0693(11) Uani 1 1 d . . . . .
H15 H 0.6829 0.5248 0.2225 0.083 Uiso 1 1 calc R U . . .
C16 C 0.5735(4) 0.4541(2) 0.18449(18) 0.0669(11) Uani 1 1 d . . . . .
H16 H 0.6102 0.4176 0.2055 0.080 Uiso 1 1 calc R U . . .
C17 C 0.4761(4) 0.44353(18) 0.14423(18) 0.0633(9) Uani 1 1 d . . . . .
H17 H 0.4456 0.4001 0.1389 0.076 Uiso 1 1 calc R U . . .
C18 C 0.4227(3) 0.49709(16) 0.11133(16) 0.0487(7) Uani 1 1 d . . . . .
H18 H 0.3565 0.4898 0.0838 0.058 Uiso 1 1 calc R U . . .
C19 C 0.2758(3) 0.60734(15) 0.03084(14) 0.0427(6) Uani 1 1 d . . . . .
C20 C 0.2858(3) 0.57044(19) -0.02623(16) 0.0596(9) Uani 1 1 d . . . . .
H20 H 0.3604 0.5605 -0.0412 0.071 Uiso 1 1 calc R U . . .
C21 C 0.1860(4) 0.5486(2) -0.06058(17) 0.0665(10) Uani 1 1 d . . . . .
H21 H 0.1931 0.5243 -0.0989 0.080 Uiso 1 1 calc R U . . .
C22 C 0.0761(3) 0.5626(2) -0.03819(18) 0.0645(10) Uani 1 1 d . . . . .
H22 H 0.0085 0.5479 -0.0615 0.077 Uiso 1 1 calc R U . . .
C23 C 0.0653(3) 0.5980(2) 0.01828(18) 0.0636(9) Uani 1 1 d . . . . .
H23 H -0.0097 0.6071 0.0333 0.076 Uiso 1 1 calc R U . . .
C24 C 0.1640(3) 0.62016(17) 0.05285(16) 0.0525(8) Uani 1 1 d . . . . .
H24 H 0.1557 0.6440 0.0914 0.063 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
Mn1 Br1 2.5049(5) . ?
Mn1 Br1 2.5049(5) 2 ?
Mn1 Br2 2.5145(5) 2 ?
Mn1 Br2 2.5146(5) . ?
P1 C13 1.783(3) . ?
P1 C19 1.787(3) . ?
P1 C1 1.791(3) . ?
P1 C7 1.800(3) . ?
C1 C6 1.387(5) . ?
C1 C2 1.391(5) . ?
C2 C3 1.373(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.361(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C12 1.379(5) . ?
C7 C8 1.386(5) . ?
C8 C9 1.382(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.354(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.378(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.384(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C18 1.379(4) . ?
C13 C14 1.394(4) . ?
C14 C15 1.365(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.365(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.382(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C24 1.381(4) . ?
C19 C20 1.392(4) . ?
C20 C21 1.375(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.369(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.368(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.369(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Mn1 Br1 110.50(3) . 2 ?
Br1 Mn1 Br2 106.901(13) . 2 ?
Br1 Mn1 Br2 111.784(12) 2 2 ?
Br1 Mn1 Br2 111.785(12) . . ?
Br1 Mn1 Br2 106.901(13) 2 . ?
Br2 Mn1 Br2 109.02(3) 2 . ?
C13 P1 C19 110.10(14) . . ?
C13 P1 C1 107.95(15) . . ?
C19 P1 C1 111.46(15) . . ?
C13 P1 C7 109.96(15) . . ?
C19 P1 C7 107.27(15) . . ?
C1 P1 C7 110.10(15) . . ?
C6 C1 C2 119.4(3) . . ?
C6 C1 P1 121.9(3) . . ?
C2 C1 P1 118.7(2) . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 119.5(4) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C12 C7 C8 119.7(3) . . ?
C12 C7 P1 121.9(3) . . ?
C8 C7 P1 118.4(3) . . ?
C9 C8 C7 120.2(4) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 120.0(4) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 120.5(4) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C12 120.3(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C7 C12 C11 119.4(4) . . ?
C7 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C18 C13 C14 119.4(3) . . ?
C18 C13 P1 121.6(2) . . ?
C14 C13 P1 119.0(3) . . ?
C15 C14 C13 120.2(4) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.0(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 120.3(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C13 C18 C17 119.5(3) . . ?
C13 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C24 C19 C20 118.7(3) . . ?
C24 C19 P1 122.6(2) . . ?
C20 C19 P1 118.7(2) . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.5(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C19 120.3(3) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?

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
C13 P1 C1 C6 128.0(3) . . . . ?
C19 P1 C1 C6 -111.0(3) . . . . ?
C7 P1 C1 C6 8.0(4) . . . . ?
C13 P1 C1 C2 -51.8(3) . . . . ?
C19 P1 C1 C2 69.2(3) . . . . ?
C7 P1 C1 C2 -171.8(3) . . . . ?
C6 C1 C2 C3 0.5(6) . . . . ?
P1 C1 C2 C3 -179.7(3) . . . . ?
C1 C2 C3 C4 -0.6(7) . . . . ?
C2 C3 C4 C5 0.1(7) . . . . ?
C3 C4 C5 C6 0.7(7) . . . . ?
C4 C5 C6 C1 -0.8(7) . . . . ?
C2 C1 C6 C5 0.3(6) . . . . ?
P1 C1 C6 C5 -179.5(3) . . . . ?
C13 P1 C7 C12 -12.1(3) . . . . ?
C19 P1 C7 C12 -131.8(3) . . . . ?
C1 P1 C7 C12 106.7(3) . . . . ?
C13 P1 C7 C8 168.1(3) . . . . ?
C19 P1 C7 C8 48.4(3) . . . . ?
C1 P1 C7 C8 -73.1(3) . . . . ?
C12 C7 C8 C9 -1.1(6) . . . . ?
P1 C7 C8 C9 178.7(3) . . . . ?
C7 C8 C9 C10 0.2(7) . . . . ?
C8 C9 C10 C11 0.8(7) . . . . ?
C9 C10 C11 C12 -1.0(7) . . . . ?
C8 C7 C12 C11 0.8(6) . . . . ?
P1 C7 C12 C11 -178.9(3) . . . . ?
C10 C11 C12 C7 0.2(7) . . . . ?
C19 P1 C13 C18 7.8(3) . . . . ?
C1 P1 C13 C18 129.7(3) . . . . ?
C7 P1 C13 C18 -110.2(3) . . . . ?
C19 P1 C13 C14 -173.9(3) . . . . ?
C1 P1 C13 C14 -52.0(3) . . . . ?
C7 P1 C13 C14 68.1(3) . . . . ?
C18 C13 C14 C15 2.1(5) . . . . ?
P1 C13 C14 C15 -176.2(3) . . . . ?
C13 C14 C15 C16 -0.6(6) . . . . ?
C14 C15 C16 C17 -1.4(6) . . . . ?
C15 C16 C17 C18 1.8(6) . . . . ?
C14 C13 C18 C17 -1.7(5) . . . . ?
P1 C13 C18 C17 176.6(3) . . . . ?
C16 C17 C18 C13 -0.2(5) . . . . ?
C13 P1 C19 C24 98.9(3) . . . . ?
C1 P1 C19 C24 -20.8(3) . . . . ?
C7 P1 C19 C24 -141.4(3) . . . . ?
C13 P1 C19 C20 -77.1(3) . . . . ?
C1 P1 C19 C20 163.1(3) . . . . ?
C7 P1 C19 C20 42.5(3) . . . . ?
C24 C19 C20 C21 1.4(5) . . . . ?
P1 C19 C20 C21 177.6(3) . . . . ?
C19 C20 C21 C22 -0.7(6) . . . . ?
C20 C21 C22 C23 -0.2(6) . . . . ?
C21 C22 C23 C24 0.3(6) . . . . ?
C22 C23 C24 C19 0.4(6) . . . . ?
C20 C19 C24 C23 -1.3(5) . . . . ?
P1 C19 C24 C23 -177.3(3) . . . . ?

_refine_diff_density_max         0.990
_refine_diff_density_min         -0.758
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_No1
_database_code_depnum_ccdc_archive 'CCDC 1902826'
loop_
_audit_author_name
_audit_author_address
'ATANU JANA'
;Ulsan National Institute of Science and Technology
South Korea
;
_audit_update_record             
;
2019-03-13 deposited with the CCDC.	2019-11-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C16 H36 N), Br4 Mn'
_chemical_formula_sum            'C32 H72 Br4 Mn N2'
_chemical_formula_weight         859.49

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.8381(7)
_cell_length_b                   12.8997(8)
_cell_length_c                   25.0820(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4153.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9679
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      23.83

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_F_000             1772
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    4.186
_shelx_estimated_absorpt_T_min   0.387
_shelx_estimated_absorpt_T_max   0.572
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5105
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            140228
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.238
_diffrn_reflns_theta_max         28.385
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10374
_reflns_number_gt                7682
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.806
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.999

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+24.1178P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2734 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.055(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10374
_refine_ls_number_parameters     360
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0662
_refine_ls_wR_factor_ref         0.1824
_refine_ls_wR_factor_gt          0.1700
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Mn1 Mn 0.96219(14) 0.26760(14) 0.87598(7) 0.0473(4) Uani 1 1 d . . . . .
Br1 Br 0.90110(12) 0.40904(11) 0.93763(5) 0.0628(4) Uani 1 1 d . . . . .
Br2 Br 0.82301(10) 0.25833(11) 0.80555(5) 0.0569(3) Uani 1 1 d . . . . .
Br3 Br 1.13524(11) 0.32074(13) 0.83781(6) 0.0668(4) Uani 1 1 d . . . . .
Br4 Br 0.97934(12) 0.09663(11) 0.92263(6) 0.0646(4) Uani 1 1 d . . . . .
N1 N 0.5170(7) 0.2501(8) 0.8954(4) 0.051(2) Uani 1 1 d . . . . .
C1 C 0.5282(10) 0.2366(11) 0.8361(5) 0.056(3) Uani 1 1 d . . . . .
H1A H 0.5923 0.2715 0.8248 0.067 Uiso 1 1 calc R U . . .
H1B H 0.5368 0.1625 0.8286 0.067 Uiso 1 1 calc R U . . .
C2 C 0.4404(10) 0.2764(11) 0.8029(6) 0.062(3) Uani 1 1 d . . . . .
H2A H 0.4314 0.3508 0.8095 0.075 Uiso 1 1 calc R U . . .
H2B H 0.3758 0.2412 0.8131 0.075 Uiso 1 1 calc R U . . .
C3 C 0.4614(13) 0.2585(14) 0.7438(6) 0.079(4) Uani 1 1 d . U . . .
H3A H 0.4811 0.1858 0.7386 0.095 Uiso 1 1 calc R U . . .
H3B H 0.3969 0.2707 0.7239 0.095 Uiso 1 1 calc R U . . .
C4 C 0.5451(16) 0.3262(19) 0.7216(7) 0.109(7) Uani 1 1 d . U . . .
H4A H 0.6019 0.3310 0.7470 0.164 Uiso 1 1 calc R U . . .
H4B H 0.5173 0.3948 0.7148 0.164 Uiso 1 1 calc R U . . .
H4C H 0.5706 0.2967 0.6885 0.164 Uiso 1 1 calc R U . . .
C5 C 0.4155(9) 0.2041(11) 0.9164(6) 0.060(3) Uani 1 1 d . . . . .
H5A H 0.4128 0.2155 0.9550 0.072 Uiso 1 1 calc R U . . .
H5B H 0.3574 0.2425 0.9005 0.072 Uiso 1 1 calc R U . . .
C6 C 0.3988(10) 0.0911(12) 0.9060(5) 0.061(3) Uani 1 1 d . . . . .
H6A H 0.4466 0.0496 0.9278 0.073 Uiso 1 1 calc R U . . .
H6B H 0.4118 0.0753 0.8684 0.073 Uiso 1 1 calc R U . . .
C7 C 0.2859(11) 0.0658(14) 0.9205(6) 0.076(5) Uani 1 1 d . . . . .
H7A H 0.2730 0.0864 0.9575 0.091 Uiso 1 1 calc R U . . .
H7B H 0.2392 0.1063 0.8976 0.091 Uiso 1 1 calc R U . . .
C8 C 0.2606(15) -0.0479(14) 0.9142(9) 0.095(6) Uani 1 1 d . . . . .
H8A H 0.2826 -0.0712 0.8792 0.143 Uiso 1 1 calc R U . . .
H8B H 0.1861 -0.0581 0.9180 0.143 Uiso 1 1 calc R U . . .
H8C H 0.2969 -0.0873 0.9414 0.143 Uiso 1 1 calc R U . . .
C9 C 0.6129(9) 0.1948(12) 0.9200(5) 0.059(3) Uani 1 1 d . . . . .
H9A H 0.6086 0.1208 0.9115 0.071 Uiso 1 1 calc R U . . .
H9B H 0.6759 0.2220 0.9029 0.071 Uiso 1 1 calc R U . . .
C10 C 0.6248(12) 0.2065(16) 0.9808(5) 0.086(6) Uani 1 1 d . . . . .
H10A H 0.6352 0.2798 0.9897 0.103 Uiso 1 1 calc R U . . .
H10B H 0.5609 0.1831 0.9984 0.103 Uiso 1 1 calc R U . . .
C11 C 0.7126(13) 0.146(2) 1.0005(7) 0.110(7) Uani 1 1 d D U . . .
H11A H 0.7219 0.1620 1.0384 0.132 Uiso 1 1 calc R U . . .
H11B H 0.7755 0.1695 0.9819 0.132 Uiso 1 1 calc R U . . .
C12 C 0.704(2) 0.028(2) 0.9942(12) 0.160(11) Uani 1 1 d D U . . .
H12A H 0.6376 0.0051 1.0088 0.240 Uiso 1 1 calc R U . . .
H12B H 0.7603 -0.0051 1.0131 0.240 Uiso 1 1 calc R U . . .
H12C H 0.7070 0.0104 0.9567 0.240 Uiso 1 1 calc R U . . .
C13 C 0.5119(11) 0.3609(11) 0.9094(6) 0.067(3) Uani 1 1 d . U . . .
H13A H 0.5078 0.3665 0.9483 0.081 Uiso 1 1 calc R U . . .
H13B H 0.4470 0.3892 0.8949 0.081 Uiso 1 1 calc R U . . .
C14 C 0.6033(13) 0.4300(12) 0.8899(7) 0.079(4) Uani 1 1 d . U . . .
H14A H 0.6703 0.3998 0.9005 0.095 Uiso 1 1 calc R U . . .
H14B H 0.6019 0.4368 0.8510 0.095 Uiso 1 1 calc R U . . .
C15 C 0.5881(19) 0.5353(15) 0.9163(11) 0.136(9) Uani 1 1 d D U . . .
H15A H 0.5227 0.5659 0.9036 0.163 Uiso 1 1 calc R U . . .
H15B H 0.5826 0.5260 0.9549 0.163 Uiso 1 1 calc R U . . .
C16 C 0.674(2) 0.6063(19) 0.9045(17) 0.25(2) Uani 1 1 d D U . . .
H16A H 0.6533 0.6542 0.8767 0.370 Uiso 1 1 calc R U . . .
H16B H 0.7342 0.5668 0.8926 0.370 Uiso 1 1 calc R U . . .
H16C H 0.6922 0.6447 0.9365 0.370 Uiso 1 1 calc R U . . .
N2 N 0.0159(8) 0.2103(7) 0.6497(4) 0.051(2) Uani 1 1 d . . . . .
C17 C 0.0668(11) 0.1197(9) 0.6774(5) 0.056(3) Uani 1 1 d . . . . .
H17A H 0.1422 0.1237 0.6716 0.068 Uiso 1 1 calc R U . . .
H17B H 0.0421 0.0555 0.6607 0.068 Uiso 1 1 calc R U . . .
C18 C 0.0465(13) 0.1128(12) 0.7380(6) 0.074(4) Uani 1 1 d . . . . .
H18A H 0.0662 0.1785 0.7549 0.089 Uiso 1 1 calc R U . . .
H18B H -0.0281 0.1018 0.7443 0.089 Uiso 1 1 calc R U . . .
C19 C 0.1082(13) 0.0244(11) 0.7634(6) 0.069(4) Uani 1 1 d . U . . .
H19A H 0.0873 0.0171 0.8007 0.083 Uiso 1 1 calc R U . . .
H19B H 0.0914 -0.0405 0.7450 0.083 Uiso 1 1 calc R U . . .
C20 C 0.2216(14) 0.0423(15) 0.7607(8) 0.091(5) Uani 1 1 d . U . . .
H20A H 0.2440 0.0409 0.7237 0.136 Uiso 1 1 calc R U . . .
H20B H 0.2575 -0.0116 0.7804 0.136 Uiso 1 1 calc R U . . .
H20C H 0.2378 0.1094 0.7761 0.136 Uiso 1 1 calc R U . . .
C21 C 0.0519(11) 0.3152(10) 0.6738(6) 0.063(3) Uani 1 1 d . U . . .
H21A H 0.0138 0.3715 0.6562 0.076 Uiso 1 1 calc R U . . .
H21B H 0.0338 0.3166 0.7117 0.076 Uiso 1 1 calc R U . . .
C22 C 0.1657(13) 0.3345(11) 0.6681(7) 0.076(4) Uani 1 1 d . U . . .
H22A H 0.1865 0.3279 0.6307 0.092 Uiso 1 1 calc R U . . .
H22B H 0.2051 0.2839 0.6891 0.092 Uiso 1 1 calc R U . . .
C23 C 0.1881(14) 0.4448(12) 0.6882(7) 0.079(4) Uani 1 1 d . U . . .
H23A H 0.1480 0.4942 0.6667 0.094 Uiso 1 1 calc R U . . .
H23B H 0.1641 0.4507 0.7252 0.094 Uiso 1 1 calc R U . . .
C24 C 0.3036(16) 0.4745(17) 0.6857(13) 0.140(10) Uani 1 1 d . U . . .
H24A H 0.3454 0.4186 0.7003 0.209 Uiso 1 1 calc R U . . .
H24B H 0.3151 0.5371 0.7063 0.209 Uiso 1 1 calc R U . . .
H24C H 0.3235 0.4865 0.6489 0.209 Uiso 1 1 calc R U . . .
C25 C 0.0462(12) 0.1994(11) 0.5913(5) 0.062(3) Uani 1 1 d . U . . .
H25A H 0.1224 0.1986 0.5890 0.074 Uiso 1 1 calc R U . . .
H25B H 0.0212 0.1320 0.5786 0.074 Uiso 1 1 calc R U . . .
C26 C 0.0058(16) 0.2824(13) 0.5537(6) 0.090(5) Uani 1 1 d . U . . .
H26A H 0.0218 0.3514 0.5680 0.109 Uiso 1 1 calc R U . . .
H26B H -0.0699 0.2764 0.5500 0.109 Uiso 1 1 calc R U . . .
C27 C 0.060(2) 0.2675(16) 0.4974(6) 0.122(8) Uani 1 1 d . U . . .
H27A H 0.0576 0.3317 0.4765 0.146 Uiso 1 1 calc R U . . .
H27B H 0.1332 0.2467 0.5016 0.146 Uiso 1 1 calc R U . . .
C28 C -0.002(3) 0.183(2) 0.4707(9) 0.151(10) Uani 1 1 d . U . . .
H28A H 0.0138 0.1171 0.4875 0.227 Uiso 1 1 calc R U . . .
H28B H 0.0164 0.1799 0.4332 0.227 Uiso 1 1 calc R U . . .
H28C H -0.0755 0.1978 0.4744 0.227 Uiso 1 1 calc R U . . .
C29 C -0.1007(12) 0.2115(11) 0.6561(6) 0.069(3) Uani 1 1 d . U . . .
H29A H -0.1287 0.2721 0.6375 0.083 Uiso 1 1 calc R U . . .
H29B H -0.1174 0.2192 0.6941 0.083 Uiso 1 1 calc R U . . .
C30 C -0.1542(14) 0.1155(15) 0.6352(11) 0.120(8) Uani 1 1 d . U . . .
H30A H -0.1345 0.0560 0.6573 0.144 Uiso 1 1 calc R U . . .
H30B H -0.1301 0.1019 0.5988 0.144 Uiso 1 1 calc R U . . .
C31 C -0.2724(16) 0.126(2) 0.6350(11) 0.137(9) Uani 1 1 d D U . . .
H31A H -0.2913 0.1988 0.6398 0.164 Uiso 1 1 calc R U . . .
H31B H -0.2996 0.1031 0.6004 0.164 Uiso 1 1 calc R U . . .
C32 C -0.319(3) 0.065(2) 0.6765(17) 0.27(2) Uani 1 1 d D U . . .
H32A H -0.2883 -0.0035 0.6766 0.398 Uiso 1 1 calc R U . . .
H32B H -0.3932 0.0600 0.6703 0.398 Uiso 1 1 calc R U . . .
H32C H -0.3064 0.0983 0.7106 0.398 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
Mn1 Br4 2.506(2) . ?
Mn1 Br3 2.514(2) . ?
Mn1 Br2 2.515(2) . ?
Mn1 Br1 2.517(2) . ?
N1 C13 1.473(17) . ?
N1 C1 1.504(15) . ?
N1 C5 1.526(16) . ?
N1 C9 1.550(16) . ?
C1 C2 1.493(18) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 C3 1.52(2) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.49(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 H4C 0.9700 . ?
C5 C6 1.50(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C7 1.530(19) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 C8 1.51(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 C10 1.541(17) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.45(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C11 C12 1.53(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 C14 1.55(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.52(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.47(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
N2 C29 1.506(18) . ?
N2 C17 1.508(15) . ?
N2 C25 1.523(15) . ?
N2 C21 1.553(16) . ?
C17 C18 1.545(18) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C19 1.53(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C19 C20 1.48(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 C22 1.49(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C22 C23 1.54(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 C24 1.53(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 C26 1.518(19) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C27 1.59(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C27 C28 1.51(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 C30 1.51(2) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C30 C31 1.52(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C31 C32 1.43(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 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
Br4 Mn1 Br3 109.88(9) . . ?
Br4 Mn1 Br2 110.39(8) . . ?
Br3 Mn1 Br2 111.91(8) . . ?
Br4 Mn1 Br1 112.24(8) . . ?
Br3 Mn1 Br1 108.16(8) . . ?
Br2 Mn1 Br1 104.15(8) . . ?
C13 N1 C1 110.6(11) . . ?
C13 N1 C5 104.9(10) . . ?
C1 N1 C5 112.2(10) . . ?
C13 N1 C9 112.7(11) . . ?
C1 N1 C9 105.3(9) . . ?
C5 N1 C9 111.2(10) . . ?
C2 C1 N1 116.1(11) . . ?
C2 C1 H1A 108.3 . . ?
N1 C1 H1A 108.3 . . ?
C2 C1 H1B 108.3 . . ?
N1 C1 H1B 108.3 . . ?
H1A C1 H1B 107.4 . . ?
C1 C2 C3 110.9(11) . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.0 . . ?
C4 C3 C2 113.7(15) . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C2 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 N1 116.2(10) . . ?
C6 C5 H5A 108.2 . . ?
N1 C5 H5A 108.2 . . ?
C6 C5 H5B 108.2 . . ?
N1 C5 H5B 108.2 . . ?
H5A C5 H5B 107.4 . . ?
C5 C6 C7 107.6(12) . . ?
C5 C6 H6A 110.2 . . ?
C7 C6 H6A 110.2 . . ?
C5 C6 H6B 110.2 . . ?
C7 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
C8 C7 C6 112.7(15) . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N1 115.3(10) . . ?
C10 C9 H9A 108.4 . . ?
N1 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
N1 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C11 C10 C9 111.2(13) . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C10 C11 C12 115.8(19) . . ?
C10 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
C10 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 116.7(11) . . ?
N1 C13 H13A 108.1 . . ?
C14 C13 H13A 108.1 . . ?
N1 C13 H13B 108.1 . . ?
C14 C13 H13B 108.1 . . ?
H13A C13 H13B 107.3 . . ?
C15 C14 C13 106.2(14) . . ?
C15 C14 H14A 110.5 . . ?
C13 C14 H14A 110.5 . . ?
C15 C14 H14B 110.5 . . ?
C13 C14 H14B 110.5 . . ?
H14A C14 H14B 108.7 . . ?
C16 C15 C14 111.9(19) . . ?
C16 C15 H15A 109.2 . . ?
C14 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C29 N2 C17 113.0(11) . . ?
C29 N2 C25 110.9(11) . . ?
C17 N2 C25 105.1(9) . . ?
C29 N2 C21 104.2(10) . . ?
C17 N2 C21 111.6(10) . . ?
C25 N2 C21 112.2(10) . . ?
N2 C17 C18 115.1(10) . . ?
N2 C17 H17A 108.5 . . ?
C18 C17 H17A 108.5 . . ?
N2 C17 H17B 108.5 . . ?
C18 C17 H17B 108.5 . . ?
H17A C17 H17B 107.5 . . ?
C19 C18 C17 111.4(11) . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C20 C19 C18 112.1(14) . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19A 109.2 . . ?
C20 C19 H19B 109.2 . . ?
C18 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N2 113.6(11) . . ?
C22 C21 H21A 108.8 . . ?
N2 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
N2 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 C23 107.9(13) . . ?
C21 C22 H22A 110.1 . . ?
C23 C22 H22A 110.1 . . ?
C21 C22 H22B 110.1 . . ?
C23 C22 H22B 110.1 . . ?
H22A C22 H22B 108.4 . . ?
C24 C23 C22 113.5(16) . . ?
C24 C23 H23A 108.9 . . ?
C22 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 N2 116.5(11) . . ?
C26 C25 H25A 108.2 . . ?
N2 C25 H25A 108.2 . . ?
C26 C25 H25B 108.2 . . ?
N2 C25 H25B 108.2 . . ?
H25A C25 H25B 107.3 . . ?
C25 C26 C27 108.5(12) . . ?
C25 C26 H26A 110.0 . . ?
C27 C26 H26A 110.0 . . ?
C25 C26 H26B 110.0 . . ?
C27 C26 H26B 110.0 . . ?
H26A C26 H26B 108.4 . . ?
C28 C27 C26 104(2) . . ?
C28 C27 H27A 110.9 . . ?
C26 C27 H27A 110.9 . . ?
C28 C27 H27B 110.9 . . ?
C26 C27 H27B 110.9 . . ?
H27A C27 H27B 108.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 C29 C30 113.9(12) . . ?
N2 C29 H29A 108.8 . . ?
C30 C29 H29A 108.8 . . ?
N2 C29 H29B 108.8 . . ?
C30 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C29 C30 C31 112.4(19) . . ?
C29 C30 H30A 109.1 . . ?
C31 C30 H30A 109.1 . . ?
C29 C30 H30B 109.1 . . ?
C31 C30 H30B 109.1 . . ?
H30A C30 H30B 107.9 . . ?
C32 C31 C30 111(2) . . ?
C32 C31 H31A 109.4 . . ?
C30 C31 H31A 109.4 . . ?
C32 C31 H31B 109.4 . . ?
C30 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N1 C1 C2 -62.4(14) . . . . ?
C5 N1 C1 C2 54.4(15) . . . . ?
C9 N1 C1 C2 175.5(11) . . . . ?
N1 C1 C2 C3 179.8(12) . . . . ?
C1 C2 C3 C4 -71.1(17) . . . . ?
C13 N1 C5 C6 178.4(12) . . . . ?
C1 N1 C5 C6 58.2(15) . . . . ?
C9 N1 C5 C6 -59.4(14) . . . . ?
N1 C5 C6 C7 -169.5(11) . . . . ?
C5 C6 C7 C8 -177.2(14) . . . . ?
C13 N1 C9 C10 53.8(17) . . . . ?
C1 N1 C9 C10 174.6(13) . . . . ?
C5 N1 C9 C10 -63.7(16) . . . . ?
N1 C9 C10 C11 176.1(15) . . . . ?
C9 C10 C11 C12 -64(2) . . . . ?
C1 N1 C13 C14 -55.4(17) . . . . ?
C5 N1 C13 C14 -176.6(13) . . . . ?
C9 N1 C13 C14 62.2(16) . . . . ?
N1 C13 C14 C15 -171.7(16) . . . . ?
C13 C14 C15 C16 175(3) . . . . ?
C29 N2 C17 C18 -58.3(16) . . . . ?
C25 N2 C17 C18 -179.4(13) . . . . ?
C21 N2 C17 C18 58.7(15) . . . . ?
N2 C17 C18 C19 -175.2(13) . . . . ?
C17 C18 C19 C20 65.5(19) . . . . ?
C29 N2 C21 C22 -175.7(13) . . . . ?
C17 N2 C21 C22 62.1(15) . . . . ?
C25 N2 C21 C22 -55.6(15) . . . . ?
N2 C21 C22 C23 174.3(12) . . . . ?
C21 C22 C23 C24 178.8(17) . . . . ?
C29 N2 C25 C26 58.2(18) . . . . ?
C17 N2 C25 C26 -179.3(15) . . . . ?
C21 N2 C25 C26 -57.9(18) . . . . ?
N2 C25 C26 C27 171.0(16) . . . . ?
C25 C26 C27 C28 82(2) . . . . ?
C17 N2 C29 C30 -58.7(18) . . . . ?
C25 N2 C29 C30 59.0(18) . . . . ?
C21 N2 C29 C30 180.0(15) . . . . ?
N2 C29 C30 C31 -171.8(17) . . . . ?
C29 C30 C31 C32 -107(3) . . . . ?

_refine_diff_density_max         0.586
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.118

