# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1
_audit_block_doi                 10.5517/cc1kbvtk
_database_code_depnum_ccdc_archive 'CCDC 1440409'
_audit_update_record             
;
2015-12-03 deposited with the CCDC.
2016-02-02 downloaded from the CCDC.
;
_vrf_PLAT_113_1                  
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New Space group.       Imma Check 
              Note: (Pseudo) Lattice Translation Implemented 
RESPONSE: Our compound undergoes a structural phase transition above room temperature. It crystallizes in the Imma space group above phase transition temperature. If the structure at 173 K below phase transition temperature is also refined in Imma space group, the cation will become very disordered and result in poor wR2 value. When the structure at 173 K is checked by PLATON, the result suggests that no change to the space group of Pnma. In addtion, according to our results of differential scanning calorimetry and dielectric measurements, the cation below phase transition temperature will become ordered. Thus, we solve the structure at 173 K in Pnma space group.
;
_vrf_PLAT_110_1                  
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ...          ? Check
RESPONSE: See response to PLAT_113_1. 
;
_vrf_PLAT_112_1                  
;
PROBLEM:  ADDSYM Detects Additional (Pseudo) Symm. Elem...          I Check
RESPONSE: See response to PLAT_113_1. 
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl4 Mn, C5 H16 N2'
_chemical_formula_sum            'C5 H16 Cl4 Mn N2'
_chemical_formula_weight         300.94

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_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'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   7.149(3)
_cell_length_b                   24.171(10)
_cell_length_c                   7.334(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1267.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    12664
_cell_measurement_theta_min      3.757
_cell_measurement_theta_max      27.460

_exptl_crystal_description       plate
_exptl_crystal_colour            Pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_exptl_absorpt_coefficient_mu    1.843
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.520
_exptl_absorpt_correction_T_max  0.597
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SCXmini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12664
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.757
_diffrn_reflns_theta_max         27.460
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             1474
_reflns_number_gt                1395
_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       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  ?
_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)+(0.0503P)²+0.7086P] 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         1474
_refine_ls_number_parameters     59
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0814
_refine_ls_wR_factor_gt          0.0789
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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
C1 C 0.0379(3) 0.64674(9) 0.5670(3) 0.0214(4) Uani 1 1 d . . . . .
H1A H 0.1734 0.6484 0.5629 0.026 Uiso 1 1 calc R U . . .
H1B H 0.0003 0.6469 0.6941 0.026 Uiso 1 1 calc R U . . .
C2 C -0.0412(4) 0.69721(8) 0.4739(3) 0.0264(5) Uani 1 1 d . . . . .
H2A H -0.1767 0.6964 0.4812 0.032 Uiso 1 1 calc R U . . .
H2B H -0.0064 0.6968 0.3461 0.032 Uiso 1 1 calc R U . . .
C3 C 0.0309(4) 0.7500 0.5621(5) 0.0256(7) Uani 1 2 d S T P . .
H3A H 0.1664 0.7500 0.5567 0.031 Uiso 1 2 calc R U P . .
H3B H -0.0049 0.7500 0.6897 0.031 Uiso 1 2 calc R U P . .
N1 N -0.0258(2) 0.59424(8) 0.4808(3) 0.0202(4) Uani 1 1 d . . . . .
H1C H -0.1497 0.5917 0.4892 0.030 Uiso 1 1 calc R U . . .
H1D H 0.0266 0.5657 0.5378 0.030 Uiso 1 1 calc R U . . .
H1E H 0.0076 0.5940 0.3639 0.030 Uiso 1 1 calc R U . . .
Mn1 Mn 0.0000 0.5000 1.0000 0.01290(14) Uani 1 2 d S . P . .
Cl1 Cl 0.23018(6) 0.51131(2) 0.72972(6) 0.01694(14) Uani 1 1 d . . . . .
Cl2 Cl 0.01565(6) 0.60241(2) 1.04698(7) 0.01863(15) 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
C1 N1 1.489(3) . ?
C1 C2 1.508(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.521(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C2 1.521(3) 7_575 ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?
N1 H1E 0.8900 . ?
Mn1 Cl2 2.5018(12) . ?
Mn1 Cl2 2.5019(12) 5_567 ?
Mn1 Cl1 2.5756(9) 2_565 ?
Mn1 Cl1 2.5756(9) 6_557 ?
Mn1 Cl1 2.5907(9) 5_567 ?
Mn1 Cl1 2.5907(9) . ?
Cl1 Mn1 2.5756(9) 2_564 ?

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
N1 C1 C2 112.50(17) . . ?
N1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
C1 C2 C3 111.0(2) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C2 114.1(3) . 7_575 ?
C2 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 7_575 . ?
C2 C3 H3B 108.7 . . ?
C2 C3 H3B 108.7 7_575 . ?
H3A C3 H3B 107.6 . . ?
C1 N1 H1C 109.5 . . ?
C1 N1 H1D 109.5 . . ?
H1C N1 H1D 109.5 . . ?
C1 N1 H1E 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
Cl2 Mn1 Cl2 180.00(2) . 5_567 ?
Cl2 Mn1 Cl1 88.934(17) . 2_565 ?
Cl2 Mn1 Cl1 91.065(17) 5_567 2_565 ?
Cl2 Mn1 Cl1 91.065(17) . 6_557 ?
Cl2 Mn1 Cl1 88.935(17) 5_567 6_557 ?
Cl1 Mn1 Cl1 179.999(13) 2_565 6_557 ?
Cl2 Mn1 Cl1 91.571(17) . 5_567 ?
Cl2 Mn1 Cl1 88.428(17) 5_567 5_567 ?
Cl1 Mn1 Cl1 87.94(3) 2_565 5_567 ?
Cl1 Mn1 Cl1 92.06(3) 6_557 5_567 ?
Cl2 Mn1 Cl1 88.429(17) . . ?
Cl2 Mn1 Cl1 91.572(17) 5_567 . ?
Cl1 Mn1 Cl1 92.06(3) 2_565 . ?
Cl1 Mn1 Cl1 87.94(3) 6_557 . ?
Cl1 Mn1 Cl1 179.999(13) 5_567 . ?
Mn1 Cl1 Mn1 164.79(2) 2_564 . ?

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 C1 C2 C3 -178.5(2) . . . . ?
C1 C2 C3 C2 179.30(17) . . . 7_575 ?

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
N1 H1C Cl1 0.89 2.96 3.401(2) 112.4 6_557
N1 H1C Cl2 0.89 2.42 3.290(2) 165.6 6_557
N1 H1D Cl1 0.89 2.41 3.271(2) 161.8 .
N1 H1E Cl2 0.89 2.33 3.202(2) 164.8 1_554

_refine_diff_density_max         0.284
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.078



####################################################################### 
# 
# 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_1
_audit_block_doi                 10.5517/cc1kbvvl
_database_code_depnum_ccdc_archive 'CCDC 1440410'
_audit_update_record             
;
2016-02-01 deposited with the CCDC.
2016-02-02 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         'Cl4 Mn, C5 H16 N2'
_chemical_formula_sum            'C5 H16 Cl4 Mn N2'
_chemical_formula_weight         300.94

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           74
_space_group_name_H-M_alt        'I m m a'
_space_group_name_Hall           '-I 2b 2'

_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+1/2, z'
'-x, y+1/2, -z'
'x, -y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'x, -y-1/2, z'
'-x, y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   23.94(2)
_cell_length_b                   7.191(5)
_cell_length_c                   7.399(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1273.7(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    333(2)
_cell_measurement_reflns_used    6624
_cell_measurement_theta_min      3.755
_cell_measurement_theta_max      27.441

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_exptl_absorpt_coefficient_mu    1.834
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.522
_exptl_absorpt_correction_T_max  0.598
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      333(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SCXmini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6624
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.755
_diffrn_reflns_theta_max         27.441
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             811
_reflns_number_gt                780
_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       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  ?
_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)+(0.0530P)²+0.8570P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         805
_refine_ls_number_parameters     49
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0814
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_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
N1 N 0.34342(12) 0.2223(12) 0.2718(4) 0.0332(19) Uani 0.5 1 d D . P . .
H1A H 0.3140 0.2685 0.2105 0.050 Uiso 0.5 1 d R U P . .
H1B H 0.3415 0.0973 0.2728 0.050 Uiso 0.5 1 d R U P . .
H1C H 0.3427 0.2652 0.3861 0.050 Uiso 0.5 1 d R U P . .
C3 C 0.5000 0.281(2) 0.1874(9) 0.051(4) Uani 0.5 2 d DS T P . .
H3A H 0.5000 0.4140 0.1837 0.061 Uiso 0.5 2 d R U P . .
H3B H 0.5000 0.2357 0.0652 0.061 Uiso 0.5 2 d R U P . .
C1 C 0.39654(14) 0.2870(7) 0.1843(6) 0.0400(17) Uani 0.5 1 d D . P . .
H1D H 0.3982 0.4204 0.1836 0.048 Uiso 0.5 1 d R U P . .
H1E H 0.3969 0.2507 0.0618 0.048 Uiso 1 2 d R U P . .
Mn1 Mn 0.2500 0.2500 0.7500 0.02617(19) Uani 1 4 d S T P . .
Cl2 Cl 0.35324(3) 0.2500 0.70565(10) 0.0428(2) Uani 1 2 d S T P . .
Cl1 Cl 0.23943(3) 0.0000 0.5000 0.0369(2) Uani 1 2 d S T P . .
C2 C 0.44715(14) 0.2081(7) 0.2803(6) 0.048(2) Uani 0.5 1 d D . P . .
H2A H 0.4470 0.2494 0.4031 0.058 Uiso 1 2 d R U P . .
H2B H 0.4463 0.0747 0.2814 0.058 Uiso 0.5 1 d R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 N1 0.398(18) 11_565 ?
N1 C1 1.429(4) 11_565 ?
N1 C1 1.501(5) . ?
N1 H1A 0.9002 . ?
N1 H1B 0.9000 . ?
N1 H1C 0.9000 . ?
C3 C3 0.44(3) 2_655 ?
C3 C2 1.442(5) 2_655 ?
C3 C2 1.442(5) 11_565 ?
C3 C2 1.531(7) 12_655 ?
C3 C2 1.531(7) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C1 C1 0.532(10) 11_565 ?
C1 C2 1.405(5) 11_565 ?
C1 N1 1.429(4) 11_565 ?
C1 C2 1.515(5) . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9430 . ?
Mn1 Cl2 2.493(2) . ?
Mn1 Cl2 2.493(2) 13_556 ?
Mn1 Cl1 2.5917(14) . ?
Mn1 Cl1 2.5917(14) 13_556 ?
Mn1 Cl1 2.5917(14) 10_566 ?
Mn1 Cl1 2.5917(14) 6_545 ?
Cl1 Mn1 2.5917(14) 6_544 ?
C2 C2 0.602(11) 11_565 ?
C2 C1 1.405(5) 11_565 ?
C2 C3 1.442(5) 2_655 ?
C2 H2A 0.9560 . ?
C2 H2B 0.9601 . ?

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
N1 N1 C1 92.7(4) 11_565 11_565 ?
N1 N1 C1 72.0(4) 11_565 . ?
C1 N1 C1 20.7(4) 11_565 . ?
N1 N1 H1A 68.4 11_565 . ?
C1 N1 H1A 118.9 11_565 . ?
C1 N1 H1A 109.3 . . ?
N1 N1 H1B 177.1 11_565 . ?
C1 N1 H1B 90.1 11_565 . ?
C1 N1 H1B 110.8 . . ?
H1A N1 H1B 109.5 . . ?
N1 N1 H1C 70.0 11_565 . ?
C1 N1 H1C 117.3 11_565 . ?
C1 N1 H1C 108.4 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C3 C3 C2 93.2(7) 2_655 2_655 ?
C3 C3 C2 93.2(7) 2_655 11_565 ?
C2 C3 C2 122.6(6) 2_655 11_565 ?
C3 C3 C2 70.1(6) 2_655 12_655 ?
C2 C3 C2 23.1(4) 2_655 12_655 ?
C2 C3 C2 122.0(6) 11_565 12_655 ?
C3 C3 C2 70.1(6) 2_655 . ?
C2 C3 C2 122.0(6) 2_655 . ?
C2 C3 C2 23.1(4) 11_565 . ?
C2 C3 C2 111.4(8) 12_655 . ?
C3 C3 H3A 178.4 2_655 . ?
C2 C3 H3A 87.5 2_655 . ?
C2 C3 H3A 87.5 11_565 . ?
C2 C3 H3A 110.7 12_655 . ?
C2 C3 H3A 110.7 . . ?
C3 C3 H3B 70.4 2_655 . ?
C2 C3 H3B 117.9 2_655 . ?
C2 C3 H3B 117.9 11_565 . ?
C2 C3 H3B 108.0 12_655 . ?
C2 C3 H3B 108.0 . . ?
H3A C3 H3B 108.0 . . ?
C1 C1 C2 91.4(3) 11_565 11_565 ?
C1 C1 N1 87.3(4) 11_565 11_565 ?
C2 C1 N1 122.6(4) 11_565 11_565 ?
C1 C1 N1 72.0(4) 11_565 . ?
C2 C1 N1 121.3(4) 11_565 . ?
N1 C1 N1 15.4(7) 11_565 . ?
C1 C1 C2 68.0(3) 11_565 . ?
C2 C1 C2 23.4(4) 11_565 . ?
N1 C1 C2 118.8(4) 11_565 . ?
N1 C1 C2 111.1(4) . . ?
C1 C1 H1D 177.7 11_565 . ?
C2 C1 H1D 86.7 11_565 . ?
N1 C1 H1D 94.9 11_565 . ?
N1 C1 H1D 110.2 . . ?
C2 C1 H1D 110.1 . . ?
C1 C1 H1E 73.9 11_565 . ?
C2 C1 H1E 119.0 11_565 . ?
N1 C1 H1E 115.6 11_565 . ?
N1 C1 H1E 109.7 . . ?
C2 C1 H1E 109.8 . . ?
H1D C1 H1E 105.7 . . ?
Cl2 Mn1 Cl2 180.0 . 13_556 ?
Cl2 Mn1 Cl1 90.16(2) . . ?
Cl2 Mn1 Cl1 89.84(2) 13_556 . ?
Cl2 Mn1 Cl1 89.84(2) . 13_556 ?
Cl2 Mn1 Cl1 90.16(2) 13_556 13_556 ?
Cl1 Mn1 Cl1 180.0 . 13_556 ?
Cl2 Mn1 Cl1 90.16(2) . 10_566 ?
Cl2 Mn1 Cl1 89.84(2) 13_556 10_566 ?
Cl1 Mn1 Cl1 87.83(6) . 10_566 ?
Cl1 Mn1 Cl1 92.17(6) 13_556 10_566 ?
Cl2 Mn1 Cl1 89.84(2) . 6_545 ?
Cl2 Mn1 Cl1 90.16(2) 13_556 6_545 ?
Cl1 Mn1 Cl1 92.17(6) . 6_545 ?
Cl1 Mn1 Cl1 87.83(6) 13_556 6_545 ?
Cl1 Mn1 Cl1 180.0 10_566 6_545 ?
Mn1 Cl1 Mn1 168.79(3) . 6_544 ?
C2 C2 C1 88.6(3) 11_565 11_565 ?
C2 C2 C3 86.8(7) 11_565 2_655 ?
C1 C2 C3 120.9(4) 11_565 2_655 ?
C2 C2 C1 68.0(3) 11_565 . ?
C1 C2 C1 20.5(4) 11_565 . ?
C3 C2 C1 117.2(5) 2_655 . ?
C2 C2 C3 70.1(6) 11_565 . ?
C1 C2 C3 118.5(4) 11_565 . ?
C3 C2 C3 16.7(13) 2_655 . ?
C1 C2 C3 108.8(4) . . ?
C2 C2 H2A 71.9 11_565 . ?
C1 C2 H2A 118.1 11_565 . ?
C3 C2 H2A 116.0 2_655 . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2A 108.9 . . ?
C2 C2 H2B 178.6 11_565 . ?
C1 C2 H2B 90.6 11_565 . ?
C3 C2 H2B 94.6 2_655 . ?
C1 C2 H2B 111.1 . . ?
C3 C2 H2B 111.2 . . ?
H2A C2 H2B 107.6 . . ?

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 N1 C1 C1 179.999(1) 11_565 . . 11_565 ?
N1 N1 C1 C2 99.6(5) 11_565 . . 11_565 ?
C1 N1 C1 C2 -80.4(5) 11_565 . . 11_565 ?
C1 N1 C1 N1 180.001(1) 11_565 . . 11_565 ?
N1 N1 C1 C2 123.2(4) 11_565 . . . ?
C1 N1 C1 C2 -56.8(4) 11_565 . . . ?
C1 C1 C2 C2 179.996(1) 11_565 . . 11_565 ?
N1 C1 C2 C2 -106.2(5) 11_565 . . 11_565 ?
N1 C1 C2 C2 -120.9(5) . . . 11_565 ?
C2 C1 C2 C1 180.004(1) 11_565 . . 11_565 ?
N1 C1 C2 C1 73.8(5) 11_565 . . 11_565 ?
N1 C1 C2 C1 59.1(5) . . . 11_565 ?
C1 C1 C2 C3 106.0(8) 11_565 . . 2_655 ?
C2 C1 C2 C3 -74.0(8) 11_565 . . 2_655 ?
N1 C1 C2 C3 179.8(9) 11_565 . . 2_655 ?
N1 C1 C2 C3 165.1(8) . . . 2_655 ?
C1 C1 C2 C3 121.7(7) 11_565 . . . ?
C2 C1 C2 C3 -58.3(7) 11_565 . . . ?
N1 C1 C2 C3 -164.5(7) 11_565 . . . ?
N1 C1 C2 C3 -179.2(7) . . . . ?
C3 C3 C2 C2 179.999(2) 2_655 . . 11_565 ?
C2 C3 C2 C2 98.9(12) 2_655 . . 11_565 ?
C2 C3 C2 C2 122.0(9) 12_655 . . 11_565 ?
C3 C3 C2 C1 -103.1(6) 2_655 . . 11_565 ?
C2 C3 C2 C1 175.8(10) 2_655 . . 11_565 ?
C2 C3 C2 C1 76.9(6) 11_565 . . 11_565 ?
C2 C3 C2 C1 -161.1(6) 12_655 . . 11_565 ?
C2 C3 C2 C3 -81.1(12) 2_655 . . 2_655 ?
C2 C3 C2 C3 180.001(1) 11_565 . . 2_655 ?
C2 C3 C2 C3 -58.0(9) 12_655 . . 2_655 ?
C3 C3 C2 C1 -123.0(4) 2_655 . . . ?
C2 C3 C2 C1 156.0(10) 2_655 . . . ?
C2 C3 C2 C1 57.0(4) 11_565 . . . ?
C2 C3 C2 C1 179.1(6) 12_655 . . . ?

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
C1 H1E Cl2 0.94 2.83 3.699(5) 152.6 1_554
C1 H1D Cl2 0.96 2.73 3.581(5) 148.2 10_566
N1 H1C Cl2 0.90 2.38 3.225(4) 156.3 .
N1 H1B Cl2 0.90 2.52 3.408(9) 170.2 10_556
N1 H1A Cl1 0.90 2.79 3.245(5) 112.6 6_544
N1 H1A Cl1 0.90 2.61 3.459(6) 156.5 13

_refine_diff_density_max         0.272
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.074



