# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_complex1
_database_code_depnum_ccdc_archive 'CCDC 1881218'
loop_
_audit_author_name
_audit_author_address
'Claire Wilson'
;University of Glasgow
United Kingdom
;
_audit_update_record             
;
2018-11-23 deposited with the CCDC.	2019-06-27 downloaded from the CCDC.
;
#km562_0m
_audit_creation_date             2015-10-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
# start Validation Reply Form
_vrf_PLAT708_km562_0m            
;
PROBLEM: D-H..A  Calc   179.94(1), Rep      180.00, Dev..       6.00 Sigma 
RESPONSE: The reported value is correct - the 3 atoms involved all lie on the
3-fold axis. the reported alert arises as the positions are given to lower
precision in the CIF than are used for the calculation of the angle.
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H25 Cl3 Mn1 N4'
_chemical_formula_sum            'C12 H25 Cl3 Mn N4'
_chemical_formula_weight         386.65
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           155
_space_group_name_H-M_alt        'R 3 2'
_space_group_name_Hall           'R 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z'
'-x, -x+y, -z'
'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-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'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'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'y+1/3, x+2/3, -z+2/3'

_cell_length_a                   10.628(3)
_cell_length_b                   10.628(3)
_cell_length_c                   12.506(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1223.4(6)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    1608
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.74
_cell_measurement_theta_min      2.75
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.296
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1121 before and 0.0898 after correction.
The Ratio of minimum to maximum transmission is 0.7301.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             603
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4341
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.743
_diffrn_reflns_theta_min         2.748
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.706
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                522
_reflns_number_total             529
_reflns_special_details          
;
H2 is disordered over two chemically half-occupied 
symmetry related positions. The position was located
from difference Fourier maps and the position refined
freely with the Uiso give as 1.5 times the parent N2 Ueq value.

 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2, (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     34
_refine_ls_number_reflns         529
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0221
_refine_ls_restrained_S_all      1.060
_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)+(0.0224P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0516
_refine_ls_wR_factor_ref         0.0518
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.97(4) 0.03(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All N(H) groups
3. Others
 Fixed Sof: H2(0.16667)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1B,H1A), C2(H2A,H2B)
;
_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
Mn1 Mn 0.3333 0.6667 0.1667 0.0101(3) Uani 1 6 d S T P . .
Cl1 Cl 0.10707(9) 0.44040(9) 0.1667 0.0158(3) Uani 1 2 d S T P . .
N1 N 0.3333 0.6667 0.3556(3) 0.0117(8) Uani 1 3 d S T P . .
N2 N 0.3333 0.6667 0.5610(3) 0.0108(8) Uani 1 3 d S T P . .
H2 H 0.3333 0.6667 0.636(7) 0.016 Uiso 0.5 3 d RS T P . .
C1 C 0.3463(3) 0.5430(3) 0.3977(2) 0.0154(7) Uani 1 1 d . . . . .
H1B H 0.4306 0.5429 0.3641 0.019 Uiso 1 1 calc R . . . .
H1A H 0.2579 0.4504 0.3793 0.019 Uiso 1 1 calc R . . . .
C2 C 0.3662(3) 0.5548(3) 0.5206(2) 0.0136(6) Uani 1 1 d . . . . .
H2A H 0.2999 0.4598 0.5542 0.016 Uiso 1 1 calc R . . . .
H2B H 0.4672 0.5821 0.5391 0.016 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 Cl1 2.4048(11) 3_565 ?
Mn1 Cl1 2.4049(11) 2_665 ?
Mn1 Cl1 2.4049(11) . ?
Mn1 N1 2.363(3) . ?
Mn1 N1 2.363(3) 10_565 ?
N1 C1 1.485(3) 2_665 ?
N1 C1 1.485(3) . ?
N1 C1 1.485(3) 3_565 ?
N2 H2 0.94(8) . ?
N2 C2 1.485(3) 2_665 ?
N2 C2 1.485(3) . ?
N2 C2 1.485(3) 3_565 ?
C1 H1B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 C2 1.547(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?

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
Cl1 Mn1 Cl1 120.0 3_565 2_665 ?
Cl1 Mn1 Cl1 120.0 3_565 . ?
Cl1 Mn1 Cl1 120.0 . 2_665 ?
N1 Mn1 Cl1 90.000(1) 10_565 . ?
N1 Mn1 Cl1 90.0 . 2_665 ?
N1 Mn1 Cl1 90.0 . . ?
N1 Mn1 Cl1 90.0 . 3_565 ?
N1 Mn1 Cl1 90.0 10_565 3_565 ?
N1 Mn1 Cl1 90.000(1) 10_565 2_665 ?
N1 Mn1 N1 180.0 . 10_565 ?
C1 N1 Mn1 110.73(16) 3_565 . ?
C1 N1 Mn1 110.74(16) 2_665 . ?
C1 N1 Mn1 110.74(16) . . ?
C1 N1 C1 108.18(17) 3_565 2_665 ?
C1 N1 C1 108.18(17) 3_565 . ?
C1 N1 C1 108.18(17) 2_665 . ?
C2 N2 H2 109.90(17) 3_565 . ?
C2 N2 H2 109.90(16) . . ?
C2 N2 H2 109.90(16) 2_665 . ?
C2 N2 C2 109.04(16) 2_665 . ?
C2 N2 C2 109.04(16) 3_565 . ?
C2 N2 C2 109.04(16) 3_565 2_665 ?
N1 C1 H1B 109.6 . . ?
N1 C1 H1A 109.6 . . ?
N1 C1 C2 110.4(2) . . ?
H1B C1 H1A 108.1 . . ?
C2 C1 H1B 109.6 . . ?
C2 C1 H1A 109.6 . . ?
N2 C2 C1 109.0(2) . . ?
N2 C2 H2A 109.9 . . ?
N2 C2 H2B 109.9 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?

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
N2 H2 N2 0.94(8) 1.70(8) 2.643(7) 180.000(1) 10_566
C1 H1B Cl1 0.99 2.81 3.498(3) 127.0 2_665
C1 H1A Cl1 0.99 2.99 3.758(3) 135.3 9_455
C2 H2A Cl1 0.99 2.98 3.717(3) 132.2 9_455
C2 H2B Cl1 0.99 2.89 3.764(3) 147.4 7

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
Mn1 N1 C1 C2 172.73(16) . . . . ?
N1 C1 C2 N2 12.5(3) . . . . ?
C1 N1 C1 C2 -65.8(2) 3_565 . . . ?
C1 N1 C1 C2 51.2(3) 2_665 . . . ?
C2 N2 C2 C1 -66.7(2) 2_665 . . . ?
C2 N2 C2 C1 52.3(3) 3_565 . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.97(4)
2 0.03(4)

####################################################################### 
# 
# 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_complex2
_database_code_depnum_ccdc_archive 'CCDC 1881219'
loop_
_audit_author_name
_audit_author_address
'Claire Wilson'
;University of Glasgow
United Kingdom
;
_audit_update_record             
;
2018-11-23 deposited with the CCDC.	2019-06-27 downloaded from the CCDC.
;
#km568vd_0m
_audit_creation_date             2016-05-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H30 Cl3 Mn N4, Cl O4'
_chemical_formula_sum            'C14 H30 Cl4 Mn N4 O4'
_chemical_formula_weight         515.16
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   12.568(2)
_cell_length_b                   12.844(2)
_cell_length_c                   13.236(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2136.6(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5248
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.78
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.146
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1228 before and 0.1000 after correction.
The Ratio of minimum to maximum transmission is 0.7675.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1068
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_av_unetI/netI     0.0878
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16675
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.838
_diffrn_reflns_theta_min         1.586
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                3340
_reflns_number_total             4029
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.758
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.130
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         4029
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0531
_refine_ls_restrained_S_all      1.152
_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)+(0.0274P)²+1.0300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1044
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.97(5) 0.03(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C8(H8A,H8B), C13(H13A,H13B), C6(H6A,H6B), C4(H4A,H4B),
 C12(H12A,H12B), C2(H2A,H2B), C1(H1A,H1B), C10(H10A,H10B), C3(H3A,H3B), C5(H5A,
 H5B), C9(H9A,H9B)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.46196(7) 0.74552(8) 0.57787(9) 0.0110(3) Uani 1 1 d . . . . .
Cl2 Cl 0.56262(15) 0.80676(15) 0.71904(16) 0.0187(4) Uani 1 1 d . . . . .
Cl4 Cl 0.46816(14) 0.26972(13) 0.55801(13) 0.0124(4) Uani 1 1 d . . . . .
Cl3 Cl 0.30606(14) 0.83502(14) 0.52368(16) 0.0189(5) Uani 1 1 d . . . . .
Cl1 Cl 0.52442(14) 0.59420(14) 0.49170(14) 0.0179(4) Uani 1 1 d . . . . .
O4 O 0.3700(4) 0.3265(4) 0.5567(4) 0.0270(14) Uani 1 1 d . . . . .
O1 O 0.5381(4) 0.3082(5) 0.4819(5) 0.0317(15) Uani 1 1 d . . . . .
O3 O 0.4455(4) 0.1625(4) 0.5418(4) 0.0288(15) Uani 1 1 d . . . . .
N2 N 0.6730(5) 0.9599(5) 0.3420(5) 0.0134(14) Uani 1 1 d . . . . .
N3 N 0.3530(5) 0.6356(5) 0.6805(5) 0.0124(14) Uani 1 1 d . . . . .
O2 O 0.5160(4) 0.2822(5) 0.6557(5) 0.0260(15) Uani 1 1 d . . . . .
N4 N 0.2431(5) 0.5100(4) 0.7915(4) 0.0113(14) Uani 1 1 d . . . . .
C7 C 0.7370(7) 1.0252(6) 0.2706(6) 0.021(2) Uani 1 1 d . . . . .
H7A H 0.7823 1.0729 0.3092 0.032 Uiso 1 1 calc GR . . . .
H7B H 0.6890 1.0655 0.2273 0.032 Uiso 1 1 calc GR . . . .
H7C H 0.7817 0.9801 0.2286 0.032 Uiso 1 1 calc GR . . . .
C11 C 0.2603(6) 0.6122(6) 0.8443(6) 0.0167(18) Uani 1 1 d . . . . .
H11A H 0.3106 0.6030 0.9012 0.020 Uiso 1 1 calc R . . . .
H11B H 0.1920 0.6383 0.8718 0.020 Uiso 1 1 calc R . . . .
C14 C 0.1817(6) 0.4365(6) 0.8568(6) 0.0151(18) Uani 1 1 d . . . . .
H14A H 0.2230 0.4206 0.9177 0.023 Uiso 1 1 calc GR . . . .
H14B H 0.1678 0.3721 0.8195 0.023 Uiso 1 1 calc GR . . . .
H14C H 0.1140 0.4687 0.8762 0.023 Uiso 1 1 calc GR . . . .
C8 C 0.2645(6) 0.5877(6) 0.6220(6) 0.0131(17) Uani 1 1 d . . . . .
H8A H 0.2939 0.5379 0.5722 0.016 Uiso 1 1 calc R . . . .
H8B H 0.2257 0.6425 0.5846 0.016 Uiso 1 1 calc R . . . .
C13 C 0.3497(6) 0.4645(6) 0.7669(6) 0.0142(18) Uani 1 1 d . . . . .
H13A H 0.3417 0.4066 0.7182 0.017 Uiso 1 1 calc R . . . .
H13B H 0.3835 0.4369 0.8290 0.017 Uiso 1 1 calc R . . . .
N1 N 0.5648(4) 0.8479(5) 0.4653(5) 0.0116(14) Uani 1 1 d . . . . .
C6 C 0.7455(6) 0.9040(6) 0.4158(6) 0.0143(17) Uani 1 1 d . . . . .
H6A H 0.7781 0.9548 0.4628 0.017 Uiso 1 1 calc R . . . .
H6B H 0.8031 0.8679 0.3788 0.017 Uiso 1 1 calc R . . . .
C4 C 0.6102(6) 0.8798(6) 0.2854(6) 0.0187(19) Uani 1 1 d . . . . .
H4A H 0.6585 0.8266 0.2567 0.022 Uiso 1 1 calc R . . . .
H4B H 0.5708 0.9130 0.2292 0.022 Uiso 1 1 calc R . . . .
C12 C 0.4187(6) 0.5504(6) 0.7213(7) 0.0190(18) Uani 1 1 d . . . . .
H12A H 0.4670 0.5784 0.7738 0.023 Uiso 1 1 calc R . . . .
H12B H 0.4630 0.5209 0.6665 0.023 Uiso 1 1 calc R . . . .
C2 C 0.5968(6) 1.0273(6) 0.4009(6) 0.0137(17) Uani 1 1 d . . . . .
H2A H 0.5394 1.0531 0.3562 0.016 Uiso 1 1 calc R . . . .
H2B H 0.6347 1.0881 0.4297 0.016 Uiso 1 1 calc R . . . .
C1 C 0.5497(5) 0.9601(6) 0.4863(6) 0.0133(17) Uani 1 1 d . . . . .
H1A H 0.5846 0.9781 0.5510 0.016 Uiso 1 1 calc R . . . .
H1B H 0.4727 0.9752 0.4931 0.016 Uiso 1 1 calc R . . . .
C10 C 0.3057(6) 0.6906(6) 0.7677(6) 0.0176(19) Uani 1 1 d . . . . .
H10A H 0.2482 0.7372 0.7439 0.021 Uiso 1 1 calc R . . . .
H10B H 0.3606 0.7340 0.8009 0.021 Uiso 1 1 calc R . . . .
C3 C 0.5324(6) 0.8292(6) 0.3590(5) 0.0126(17) Uani 1 1 d . . . . .
H3A H 0.4603 0.8579 0.3479 0.015 Uiso 1 1 calc R . . . .
H3B H 0.5296 0.7533 0.3462 0.015 Uiso 1 1 calc R . . . .
C5 C 0.6794(5) 0.8256(6) 0.4744(6) 0.0138(17) Uani 1 1 d . . . . .
H5A H 0.6940 0.7547 0.4485 0.017 Uiso 1 1 calc R . . . .
H5B H 0.7001 0.8275 0.5465 0.017 Uiso 1 1 calc R . . . .
C9 C 0.1874(6) 0.5307(6) 0.6929(6) 0.0155(18) Uani 1 1 d . . . . .
H9A H 0.1234 0.5740 0.7046 0.019 Uiso 1 1 calc R . . . .
H9B H 0.1646 0.4642 0.6619 0.019 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 Cl2 2.390(2) . ?
Mn1 Cl3 2.382(2) . ?
Mn1 Cl1 2.386(2) . ?
Mn1 N3 2.391(6) . ?
Mn1 N1 2.371(6) . ?
Cl4 O4 1.434(5) . ?
Cl4 O1 1.425(6) . ?
Cl4 O3 1.422(6) . ?
Cl4 O2 1.435(6) . ?
N2 C7 1.498(10) . ?
N2 C6 1.516(9) . ?
N2 C4 1.497(10) . ?
N2 C2 1.509(9) . ?
N3 C8 1.488(9) . ?
N3 C12 1.473(9) . ?
N3 C10 1.478(9) . ?
N4 C11 1.503(9) . ?
N4 C14 1.495(9) . ?
N4 C13 1.498(9) . ?
N4 C9 1.505(9) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C10 1.540(10) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.534(10) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.528(10) . ?
N1 C1 1.479(9) . ?
N1 C3 1.483(9) . ?
N1 C5 1.474(8) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.519(10) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.527(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.540(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?

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
Cl2 Mn1 N3 93.06(16) . . ?
Cl3 Mn1 Cl2 120.80(9) . . ?
Cl3 Mn1 Cl1 121.31(9) . . ?
Cl3 Mn1 N3 89.14(15) . . ?
Cl1 Mn1 Cl2 117.88(8) . . ?
Cl1 Mn1 N3 88.80(15) . . ?
N1 Mn1 Cl2 91.17(16) . . ?
N1 Mn1 Cl3 89.50(15) . . ?
N1 Mn1 Cl1 88.41(16) . . ?
N1 Mn1 N3 175.7(2) . . ?
O4 Cl4 O2 108.3(4) . . ?
O1 Cl4 O4 110.2(3) . . ?
O1 Cl4 O2 109.8(3) . . ?
O3 Cl4 O4 108.6(3) . . ?
O3 Cl4 O1 110.7(4) . . ?
O3 Cl4 O2 109.2(3) . . ?
C7 N2 C6 110.4(6) . . ?
C7 N2 C2 110.2(6) . . ?
C4 N2 C7 110.7(6) . . ?
C4 N2 C6 108.3(6) . . ?
C4 N2 C2 108.5(6) . . ?
C2 N2 C6 108.6(5) . . ?
C8 N3 Mn1 112.1(4) . . ?
C12 N3 Mn1 109.0(4) . . ?
C12 N3 C8 107.6(6) . . ?
C12 N3 C10 107.2(6) . . ?
C10 N3 Mn1 113.0(4) . . ?
C10 N3 C8 107.6(6) . . ?
C11 N4 C9 108.4(6) . . ?
C14 N4 C11 110.8(6) . . ?
C14 N4 C13 110.0(5) . . ?
C14 N4 C9 111.9(6) . . ?
C13 N4 C11 108.2(6) . . ?
C13 N4 C9 107.3(6) . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N4 C11 H11A 110.0 . . ?
N4 C11 H11B 110.0 . . ?
N4 C11 C10 108.5(6) . . ?
H11A C11 H11B 108.4 . . ?
C10 C11 H11A 110.0 . . ?
C10 C11 H11B 110.0 . . ?
N4 C14 H14A 109.5 . . ?
N4 C14 H14B 109.5 . . ?
N4 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
N3 C8 C9 110.6(6) . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
N4 C13 H13A 110.1 . . ?
N4 C13 H13B 110.1 . . ?
N4 C13 C12 108.2(6) . . ?
H13A C13 H13B 108.4 . . ?
C12 C13 H13A 110.1 . . ?
C12 C13 H13B 110.1 . . ?
C1 N1 Mn1 110.6(4) . . ?
C1 N1 C3 107.5(6) . . ?
C3 N1 Mn1 110.9(4) . . ?
C5 N1 Mn1 111.9(4) . . ?
C5 N1 C1 107.5(5) . . ?
C5 N1 C3 108.3(6) . . ?
N2 C6 H6A 110.0 . . ?
N2 C6 H6B 110.0 . . ?
N2 C6 C5 108.4(5) . . ?
H6A C6 H6B 108.4 . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
N2 C4 H4A 110.1 . . ?
N2 C4 H4B 110.1 . . ?
N2 C4 C3 108.1(6) . . ?
H4A C4 H4B 108.4 . . ?
C3 C4 H4A 110.1 . . ?
C3 C4 H4B 110.1 . . ?
N3 C12 C13 111.3(6) . . ?
N3 C12 H12A 109.4 . . ?
N3 C12 H12B 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
N2 C2 H2A 110.2 . . ?
N2 C2 H2B 110.2 . . ?
N2 C2 C1 107.6(6) . . ?
H2A C2 H2B 108.5 . . ?
C1 C2 H2A 110.2 . . ?
C1 C2 H2B 110.2 . . ?
N1 C1 C2 111.0(6) . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N3 C10 C11 110.5(6) . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
N1 C3 C4 111.1(6) . . ?
N1 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N1 C5 C6 111.3(6) . . ?
N1 C5 H5A 109.4 . . ?
N1 C5 H5B 109.4 . . ?
C6 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
N4 C9 C8 108.7(6) . . ?
N4 C9 H9A 109.9 . . ?
N4 C9 H9B 109.9 . . ?
C8 C9 H9A 109.9 . . ?
C8 C9 H9B 109.9 . . ?
H9A C9 H9B 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
Mn1 N3 C8 C9 -171.9(5) . . . . ?
Mn1 N3 C12 C13 -166.9(5) . . . . ?
Mn1 N3 C10 C11 -166.0(5) . . . . ?
Mn1 N1 C1 C2 -168.2(4) . . . . ?
Mn1 N1 C3 C4 -170.1(5) . . . . ?
Mn1 N1 C5 C6 -170.1(5) . . . . ?
N2 C6 C5 N1 -16.8(8) . . . . ?
N2 C4 C3 N1 -18.2(8) . . . . ?
N2 C2 C1 N1 -18.1(8) . . . . ?
N3 C8 C9 N4 -19.0(8) . . . . ?
N4 C11 C10 N3 -19.9(9) . . . . ?
N4 C13 C12 N3 -21.2(9) . . . . ?
C7 N2 C6 C5 -170.6(6) . . . . ?
C7 N2 C4 C3 -170.0(6) . . . . ?
C7 N2 C2 C1 -169.2(6) . . . . ?
C11 N4 C13 C12 -46.1(7) . . . . ?
C11 N4 C9 C8 68.9(8) . . . . ?
C14 N4 C11 C10 -170.1(6) . . . . ?
C14 N4 C13 C12 -167.3(6) . . . . ?
C14 N4 C9 C8 -168.6(6) . . . . ?
C8 N3 C12 C13 -45.1(9) . . . . ?
C8 N3 C10 C11 69.6(8) . . . . ?
C13 N4 C11 C10 69.3(7) . . . . ?
C13 N4 C9 C8 -47.9(7) . . . . ?
C6 N2 C4 C3 68.8(7) . . . . ?
C6 N2 C2 C1 -48.1(7) . . . . ?
C4 N2 C6 C5 -49.3(8) . . . . ?
C4 N2 C2 C1 69.5(7) . . . . ?
C12 N3 C8 C9 68.3(8) . . . . ?
C12 N3 C10 C11 -45.9(8) . . . . ?
C2 N2 C6 C5 68.4(7) . . . . ?
C2 N2 C4 C3 -49.0(7) . . . . ?
C1 N1 C3 C4 68.8(7) . . . . ?
C1 N1 C5 C6 -48.5(8) . . . . ?
C10 N3 C8 C9 -46.9(8) . . . . ?
C10 N3 C12 C13 70.4(8) . . . . ?
C3 N1 C1 C2 -47.0(7) . . . . ?
C3 N1 C5 C6 67.4(8) . . . . ?
C5 N1 C1 C2 69.4(7) . . . . ?
C5 N1 C3 C4 -47.0(8) . . . . ?
C9 N4 C11 C10 -46.8(8) . . . . ?
C9 N4 C13 C12 70.7(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.97(5)
2 0.03(5)

####################################################################### 
# 
# 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_complex3
_database_code_depnum_ccdc_archive 'CCDC 1881220'
loop_
_audit_author_name
_audit_author_address
'Claire Wilson'
;University of Glasgow
United Kingdom
;
_audit_update_record             
;
2018-11-23 deposited with the CCDC.	2019-06-27 downloaded from the CCDC.
;
#km568r_0m
_audit_creation_date             2015-11-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H17 Cl3 Mn N2 O'
_chemical_formula_sum            'C7 H17 Cl3 Mn N2 O'
_chemical_formula_weight         306.51
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.8885(19)
_cell_length_b                   9.447(3)
_cell_length_c                   8.269(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.572(6)
_cell_angle_gamma                90
_cell_volume                     612.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1590
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.55
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.704
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8193
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1178 before and 0.0980 after correction.
The Ratio of minimum to maximum transmission is 0.8193.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             314
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1121
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11656
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.683
_diffrn_reflns_theta_min         2.479
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1004
_reflns_number_total             1236
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.860
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     85
_refine_ls_number_reflns         1236
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.131
_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)+(0.0380P)²+0.8815P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1059
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  {H1a,H1b} of C1, {H2a,H2b} of C2, {H4a,H4b} of C4, {H3a,H3b} of C3
 At 1.5 times of:
  {H5a,H5b} of C5
2. Restrained distances
 C5-H5b = C5-H5a
 0.98 with sigma of 0.02
 C5-H5a = C5-H5b
 0.96 with sigma of 0.02
3. Others
 Fixed Sof: H1a(0.5) H1b(0.5) H2a(0.5) H2b(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b), C3(H3a,H3b), C4(H4a,H4b)
;
_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
Mn1 Mn 0.56349(11) 0.7500 0.23819(10) 0.0139(3) Uani 1 2 d S T P . .
Cl1 Cl 0.69847(13) 0.52687(11) 0.18349(12) 0.0185(3) Uani 1 1 d . . . . .
Cl2 Cl 0.28915(16) 0.7500 0.33495(16) 0.0113(3) Uani 1 2 d S T P . .
O1 O 0.4670(5) 0.7500 -0.0224(5) 0.0202(10) Uani 1 2 d S T P . .
H1 H 0.422(6) 0.828(5) -0.068(6) 0.051(17) Uiso 1 1 d . . . . .
N1 N 0.7193(6) 0.7500 0.4969(6) 0.0132(10) Uani 1 2 d S T P . .
N2 N 0.8975(6) 0.7500 0.7782(5) 0.0142(10) Uani 1 2 d S T P . .
C1 C 0.9026(7) 0.7500 0.4806(7) 0.0177(13) Uani 1 2 d S T P . .
H1A H 0.9301 0.8347 0.4181 0.021 Uiso 0.5 1 calc R . . . .
H1B H 0.9301 0.6653 0.4181 0.021 Uiso 0.5 1 calc R . . . .
C2 C 1.0134(7) 0.7500 0.6442(7) 0.0170(13) Uani 1 2 d S T P . .
H2A H 1.0873 0.6650 0.6535 0.020 Uiso 0.5 1 calc R . . . .
H2B H 1.0873 0.8350 0.6535 0.020 Uiso 0.5 1 calc R . . . .
C3 C 0.6816(5) 0.6232(5) 0.5921(5) 0.0213(10) Uani 1 1 d . . . . .
H3A H 0.7061 0.5371 0.5306 0.026 Uiso 1 1 calc R . . . .
H3B H 0.5588 0.6224 0.6066 0.026 Uiso 1 1 calc R . . . .
C4 C 0.7867(5) 0.6197(4) 0.7586(5) 0.0182(9) Uani 1 1 d . . . . .
H4A H 0.7098 0.6170 0.8452 0.022 Uiso 1 1 calc R . . . .
H4B H 0.8589 0.5338 0.7684 0.022 Uiso 1 1 calc R . . . .
C5 C 1.0001(8) 0.7500 0.9415(7) 0.0175(13) Uani 1 2 d DS T P . .
H5A H 0.926(6) 0.7500 1.026(5) 0.026 Uiso 1 2 d DRS T P . .
H5B H 1.070(4) 0.835(3) 0.944(5) 0.026 Uiso 1 1 d DR . . . .


_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 Cl1 2.4273(12) 4_575 ?
Mn1 Cl1 2.4273(12) . ?
Mn1 Cl2 2.3917(16) . ?
Mn1 O1 2.202(4) . ?
Mn1 N1 2.342(5) . ?
O1 H1 0.88(5) . ?
N1 C1 1.467(7) . ?
N1 C3 1.482(5) 4_575 ?
N1 C3 1.482(5) . ?
N2 C2 1.515(7) . ?
N2 C4 1.508(5) 4_575 ?
N2 C4 1.508(5) . ?
N2 C5 1.493(7) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.524(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.524(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.964(14) . ?
C5 H5B 0.976(14) . ?

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
Cl1 Mn1 Cl1 120.55(6) 4_575 . ?
Cl2 Mn1 Cl1 119.70(3) . . ?
Cl2 Mn1 Cl1 119.70(3) . 4_575 ?
O1 Mn1 Cl1 85.84(6) . 4_575 ?
O1 Mn1 Cl1 85.84(6) . . ?
O1 Mn1 Cl2 95.90(12) . . ?
O1 Mn1 N1 168.65(16) . . ?
N1 Mn1 Cl1 88.55(6) . 4_575 ?
N1 Mn1 Cl1 88.55(6) . . ?
N1 Mn1 Cl2 95.44(12) . . ?
Mn1 O1 H1 119(3) . . ?
C1 N1 Mn1 109.6(3) . . ?
C1 N1 C3 108.0(3) . 4_575 ?
C1 N1 C3 108.0(3) . . ?
C3 N1 Mn1 111.6(2) . . ?
C3 N1 Mn1 111.6(2) 4_575 . ?
C3 N1 C3 107.9(4) . 4_575 ?
C4 N2 C2 108.2(3) . . ?
C4 N2 C2 108.2(3) 4_575 . ?
C4 N2 C4 109.4(4) 4_575 . ?
C5 N2 C2 110.6(4) . . ?
C5 N2 C4 110.2(3) . 4_575 ?
C5 N2 C4 110.2(3) . . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
N1 C1 C2 112.9(4) . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
N2 C2 C1 108.4(4) . . ?
N2 C2 H2A 110.0 . . ?
N2 C2 H2B 110.0 . . ?
C1 C2 H2A 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
N1 C3 H3A 109.2 . . ?
N1 C3 H3B 109.2 . . ?
N1 C3 C4 112.1(3) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
N2 C4 C3 109.2(3) . . ?
N2 C4 H4A 109.8 . . ?
N2 C4 H4B 109.8 . . ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
N2 C5 H5A 110(4) . . ?
N2 C5 H5B 106(3) . . ?
H5A C5 H5B 112(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
Mn1 N1 C1 C2 180.000(1) . . . . ?
Mn1 N1 C3 C4 178.2(3) . . . . ?
N1 C1 C2 N2 0.000(1) . . . . ?
N1 C3 C4 N2 0.9(5) . . . . ?
C1 N1 C3 C4 57.6(5) . . . . ?
C2 N2 C4 C3 -59.7(4) . . . . ?
C3 N1 C1 C2 58.2(3) 4_575 . . . ?
C3 N1 C1 C2 -58.2(3) . . . . ?
C3 N1 C3 C4 -58.8(5) 4_575 . . . ?
C4 N2 C2 C1 59.2(3) . . . . ?
C4 N2 C2 C1 -59.2(3) 4_575 . . . ?
C4 N2 C4 C3 58.0(5) 4_575 . . . ?
C5 N2 C2 C1 180.000(1) . . . . ?
C5 N2 C4 C3 179.3(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
