# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_cdhw73aa
_database_code_depnum_ccdc_archive 'CCDC 1849970'
_audit_update_record             
;
2018-08-31 deposited with the CCDC.
2018-09-13 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.5(H4 O2), C17 H21 Fe0.96 Mn0.04 N5 O2'
_chemical_formula_sum            'C17 H23 Fe0.96 Mn0.04 N5 O3'
_chemical_formula_weight         401.22
_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'
Fe Fe 0.3463 0.8444 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   17.3438(8)
_cell_length_b                   12.0771(7)
_cell_length_c                   10.1378(7)
_cell_angle_alpha                90
_cell_angle_beta                 116.269(3)
_cell_angle_gamma                90
_cell_volume                     1904.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9572
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.03
_cell_measurement_theta_min      1.00
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  0.9374
_exptl_absorpt_correction_T_min  0.9374
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_unetI/netI     0.1089
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4369
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.045
_diffrn_reflns_theta_min         2.619
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans, and ω scans with κ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1210
_reflns_number_total             2586
_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       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Server Software (Nonius, 1997)'
_computing_data_reduction        DENZO-SMN
_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    ?
_refine_diff_density_max         0.968
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2586
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1733
_refine_ls_R_factor_gt           0.0784
_refine_ls_restrained_S_all      0.990
_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)+(0.0923P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1617
_refine_ls_wR_factor_ref         0.2000
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{Fe1, Mn1}
3. Restrained distances
 H2a-O2
 0.86 with sigma of 0.02
 O2-H2b
 0.86 with sigma of 0.02
 H2a-H2b
 1.39 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Fe1) = Uanis(Mn1)
5. Others
 Fixed Sof: O2(0.5) H2a(0.5) H2b(0.5) Fe1(0.48) Mn1(0.02)
 Fixed Uiso: H2a(0.13) H2b(0.13)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C6(H6a,H6b), C8(H8b,H8a)
6.b Me refined with riding coordinates:
 C5(H5a,H5b,H5c)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C1(H1)
;
_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
O2 O 0.2268(7) -0.1755(10) -0.0577(12) 0.122(3) Uani 0.5 1 d D . . . .
H2A H 0.190(6) -0.151(11) -0.029(13) 0.130 Uiso 0.5 1 d D . . . .
H2B H 0.266(6) -0.211(11) 0.016(9) 0.130 Uiso 0.5 1 d D . . . .
Fe1 Fe 0.500000 0.26187(7) 0.250000 0.0454(4) Uani 0.96 2 d S T P A 1
C9 C 0.4010(3) 0.2777(4) 0.3252(5) 0.0525(11) Uani 1 1 d . . . . .
O1 O 0.44196(19) 0.4192(3) 0.1059(4) 0.0649(9) Uani 1 1 d . . . . .
N1 N 0.500000 0.0863(4) 0.250000 0.0456(12) Uani 1 2 d S T P . .
N2 N 0.4020(2) 0.2071(3) 0.0320(4) 0.0527(9) Uani 1 1 d . . . . .
C4 C 0.3913(3) 0.1041(4) 0.0043(5) 0.0521(11) Uani 1 1 d . . . . .
N3 N 0.3526(3) 0.2854(4) 0.3689(6) 0.0789(14) Uani 1 1 d . . . . .
C2 C 0.4462(3) -0.0822(4) 0.1250(6) 0.0636(13) Uani 1 1 d . . . . .
H2 H 0.410393 -0.119983 0.039809 0.076 Uiso 1 1 calc R . . . .
C3 C 0.4469(2) 0.0316(3) 0.1295(5) 0.0457(10) Uani 1 1 d . . . . .
C5 C 0.3303(3) 0.0532(5) -0.1384(5) 0.0702(14) Uani 1 1 d . . . . .
H5A H 0.334773 -0.026007 -0.130566 0.105 Uiso 1 1 calc R . . . .
H5B H 0.272664 0.075275 -0.160989 0.105 Uiso 1 1 calc R . . . .
H5C H 0.344437 0.077621 -0.215184 0.105 Uiso 1 1 calc R . . . .
C1 C 0.500000 -0.1389(6) 0.250000 0.072(2) Uani 1 2 d S T P . .
H1 H 0.499999 -0.215870 0.250002 0.086 Uiso 1 2 calc RS T P . .
C7 C 0.3574(3) 0.3986(4) -0.0001(6) 0.0744(16) Uani 1 1 d . . . . .
H7A H 0.337581 0.458774 -0.070736 0.089 Uiso 1 1 calc R . . . .
H7B H 0.319468 0.393649 0.046970 0.089 Uiso 1 1 calc R . . . .
C6 C 0.3556(3) 0.2932(4) -0.0761(6) 0.0689(14) Uani 1 1 d . . . . .
H6A H 0.296556 0.270231 -0.134707 0.083 Uiso 1 1 calc R . . . .
H6B H 0.382218 0.303749 -0.141637 0.083 Uiso 1 1 calc R . . . .
C8 C 0.4552(3) 0.5156(4) 0.1906(6) 0.089(2) Uani 1 1 d . . . . .
H8B H 0.414910 0.517870 0.233020 0.107 Uiso 1 1 calc R . . . .
H8A H 0.445784 0.580435 0.128884 0.107 Uiso 1 1 calc R . . . .
Mn1 Mn 0.500000 0.26187(7) 0.250000 0.0454(4) Uani 0.04 2 d S T P A 2


_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
Fe1 C9 2.173(5) 2_655 ?
Fe1 C9 2.173(5) . ?
Fe1 O1 2.336(3) 2_655 ?
Fe1 O1 2.336(3) . ?
Fe1 N1 2.121(5) . ?
Fe1 N2 2.210(4) 2_655 ?
Fe1 N2 2.210(4) . ?
C9 N3 1.113(6) . ?
C9 Mn1 2.173(5) . ?
O1 C7 1.405(6) . ?
O1 C8 1.403(6) . ?
O1 Mn1 2.336(3) . ?
N1 C3 1.334(4) . ?
N1 C3 1.334(4) 2_655 ?
N1 Mn1 2.121(5) . ?
N2 C4 1.272(6) . ?
N2 C6 1.465(6) . ?
N2 Mn1 2.210(4) . ?
C4 C3 1.491(6) . ?
C4 C5 1.494(6) . ?
C2 C3 1.376(6) . ?
C2 C1 1.377(6) . ?
C7 C6 1.482(7) . ?
C8 C8 1.486(10) 2_655 ?

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
C9 Fe1 C9 169.9(2) 2_655 . ?
C9 Fe1 O1 84.12(15) 2_655 . ?
C9 Fe1 O1 87.65(14) . . ?
C9 Fe1 O1 87.65(14) 2_655 2_655 ?
C9 Fe1 O1 84.12(15) . 2_655 ?
C9 Fe1 N2 93.05(15) . 2_655 ?
C9 Fe1 N2 89.98(16) . . ?
C9 Fe1 N2 89.98(16) 2_655 2_655 ?
C9 Fe1 N2 93.05(15) 2_655 . ?
O1 Fe1 O1 71.12(16) . 2_655 ?
N1 Fe1 C9 95.06(12) . . ?
N1 Fe1 C9 95.06(12) . 2_655 ?
N1 Fe1 O1 144.44(8) . 2_655 ?
N1 Fe1 O1 144.44(8) . . ?
N1 Fe1 N2 72.60(10) . . ?
N1 Fe1 N2 72.60(10) . 2_655 ?
N2 Fe1 O1 142.78(14) . 2_655 ?
N2 Fe1 O1 71.95(12) 2_655 2_655 ?
N2 Fe1 O1 142.79(14) 2_655 . ?
N2 Fe1 O1 71.95(12) . . ?
N2 Fe1 N2 145.2(2) 2_655 . ?
N3 C9 Fe1 177.4(4) . . ?
N3 C9 Mn1 177.4(4) . . ?
C7 O1 Fe1 110.4(3) . . ?
C7 O1 Mn1 110.4(3) . . ?
C8 O1 Fe1 112.5(3) . . ?
C8 O1 C7 116.6(4) . . ?
C8 O1 Mn1 112.5(3) . . ?
C3 N1 Fe1 119.7(2) 2_655 . ?
C3 N1 Fe1 119.7(2) . . ?
C3 N1 C3 120.7(5) . 2_655 ?
C3 N1 Mn1 119.7(2) . . ?
C3 N1 Mn1 119.7(2) 2_655 . ?
C4 N2 Fe1 119.1(3) . . ?
C4 N2 C6 123.4(4) . . ?
C4 N2 Mn1 119.1(3) . . ?
C6 N2 Fe1 117.4(3) . . ?
C6 N2 Mn1 117.4(3) . . ?
N2 C4 C3 114.2(4) . . ?
N2 C4 C5 126.0(4) . . ?
C3 C4 C5 119.8(4) . . ?
C3 C2 C1 118.3(5) . . ?
N1 C3 C4 114.4(4) . . ?
N1 C3 C2 121.1(4) . . ?
C2 C3 C4 124.4(4) . . ?
C2 C1 C2 120.5(6) . 2_655 ?
O1 C7 C6 108.9(4) . . ?
N2 C6 C7 110.0(4) . . ?
O1 C8 C8 109.0(4) . 2_655 ?
C9 Mn1 C9 169.9(2) 2_655 . ?
C9 Mn1 O1 87.65(14) 2_655 2_655 ?
C9 Mn1 O1 84.12(15) 2_655 . ?
C9 Mn1 O1 84.12(15) . 2_655 ?
C9 Mn1 O1 87.65(14) . . ?
C9 Mn1 N2 89.98(16) . . ?
C9 Mn1 N2 93.05(15) 2_655 . ?
C9 Mn1 N2 93.05(15) . 2_655 ?
C9 Mn1 N2 89.98(16) 2_655 2_655 ?
O1 Mn1 O1 71.12(16) . 2_655 ?
N1 Mn1 C9 95.06(12) . . ?
N1 Mn1 C9 95.06(12) . 2_655 ?
N1 Mn1 O1 144.44(8) . 2_655 ?
N1 Mn1 O1 144.44(8) . . ?
N1 Mn1 N2 72.60(10) . . ?
N1 Mn1 N2 72.60(10) . 2_655 ?
N2 Mn1 O1 142.78(14) . 2_655 ?
N2 Mn1 O1 142.79(14) 2_655 . ?
N2 Mn1 O1 71.95(12) 2_655 2_655 ?
N2 Mn1 O1 71.95(12) . . ?
N2 Mn1 N2 145.2(2) 2_655 . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mn45sato100k
_database_code_depnum_ccdc_archive 'CCDC 1849971'
_audit_update_record             
;
2018-08-31 deposited with the CCDC.
2018-09-13 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H21 Fe0.64 Mn0.36 N5 O2, H2 O'
_chemical_formula_sum            'C17 H23 Fe0.64 Mn0.36 N5 O3'
_chemical_formula_weight         400.92
_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'
Fe Fe 0.3463 0.8444 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   17.0528(5)
_cell_length_b                   12.0023(4)
_cell_length_c                   10.0974(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.880(2)
_cell_angle_gamma                90
_cell_volume                     1859.40(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7975
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.876
_exptl_absorpt_coefficient_mu    0.801
_exptl_absorpt_correction_T_max  0.8989
_exptl_absorpt_correction_T_min  0.8707
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             839
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1617
_diffrn_reflns_av_unetI/netI     0.1027
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7141
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         3.503
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans, and ω scans with κ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1792
_reflns_number_total             2115
_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       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Server Software (Nonius, 1997)'
_computing_data_reduction        DENZO-SMN
_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    ?
_refine_diff_density_max         1.308
_refine_diff_density_min         -0.799
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2115
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0623
_refine_ls_restrained_S_all      1.074
_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)+(0.0404P)²+3.7973P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1228
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{Fe1, Mn2}
3. Restrained distances
 H2B-O2
 0.86 with sigma of 0.02
 H2A-O2
 0.86 with sigma of 0.02
 H2B-H2A
 1.39 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Fe1) = Uanis(Mn2)
5. Others
 Fixed Sof: Fe1(0.319) O2(0.5) H2A(0.5) H2B(0.5) Mn2(0.181)
 Fixed Uiso: H2A(0.07) H2B(0.07)
6.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
6.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_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
Fe1 Fe 0.500000 0.26217(4) 0.250000 0.02376(19) Uani 0.638 2 d S T P A 1
C1 C 0.6028(2) 0.2794(2) 0.1745(3) 0.0360(7) Uani 1 1 d . . . . .
O1 O 0.44211(13) 0.41984(17) 0.1056(2) 0.0402(5) Uani 1 1 d . . . . .
N1 N 0.500000 0.0857(2) 0.250000 0.0221(6) Uani 1 2 d S T P . .
N2 N 0.40188(14) 0.20695(19) 0.0309(2) 0.0258(4) Uani 1 1 d . . . . .
C4 C 0.44682(15) 0.0298(2) 0.1282(2) 0.0233(5) Uani 1 1 d . . . . .
C6 C 0.33012(18) 0.0488(3) -0.1385(3) 0.0337(6) Uani 1 1 d . . . . .
H6A H 0.297439 0.106557 -0.209998 0.051 Uiso 1 1 calc GR . . . .
H6B H 0.289410 0.000440 -0.120733 0.051 Uiso 1 1 calc GR . . . .
H6C H 0.363583 0.004358 -0.177390 0.051 Uiso 1 1 calc GR . . . .
C3 C 0.44529(19) -0.0866(2) 0.1243(3) 0.0314(6) Uani 1 1 d . . . . .
C5 C 0.39129(16) 0.1027(2) 0.0034(3) 0.0255(5) Uani 1 1 d . . . . .
C8 C 0.3551(2) 0.3997(3) -0.0022(4) 0.0427(7) Uani 1 1 d . . . . .
C2 C 0.500000 -0.1440(3) 0.250000 0.0378(9) Uani 1 2 d S T P . .
C7 C 0.3546(2) 0.2929(3) -0.0781(3) 0.0366(7) Uani 1 1 d . . . . .
O2 O 0.2229(3) -0.1671(4) -0.0632(6) 0.0496(11) Uani 0.5 1 d D . . B -1
C9 C 0.4554(3) 0.5178(3) 0.1893(4) 0.0598(11) Uani 1 1 d . . . . .
H9A H 0.412184 0.521847 0.230187 0.072 Uiso 1 1 calc R . . . .
H9B H 0.447311 0.583738 0.125784 0.072 Uiso 1 1 calc R . . . .
N3 N 0.65100(18) 0.2871(3) 0.1314(3) 0.0490(7) Uani 1 1 d . . . . .
H3 H 0.407(2) -0.126(3) 0.041(3) 0.034(8) Uiso 1 1 d . . . . .
H2 H 0.500000 -0.224(5) 0.250000 0.039(13) Uiso 1 2 d S T P . .
H8A H 0.335(2) 0.464(3) -0.075(3) 0.036(9) Uiso 1 1 d . . . . .
H7A H 0.292(3) 0.270(4) -0.142(5) 0.056(12) Uiso 1 1 d . . . . .
H7B H 0.391(3) 0.313(4) -0.129(4) 0.069(13) Uiso 1 1 d . . . . .
H8B H 0.326(4) 0.408(7) 0.070(7) 0.14(2) Uiso 1 1 d . . . . .
H2A H 0.200(4) -0.176(8) -0.003(7) 0.070 Uiso 0.5 1 d D . . C -1
H2B H 0.263(4) -0.216(6) -0.046(9) 0.070 Uiso 0.5 1 d D . . D -1
Mn2 Mn 0.500000 0.26217(4) 0.250000 0.02376(19) Uani 0.362 2 d S T P A 2


_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
Fe1 C1 2.206(4) . ?
Fe1 C1 2.206(4) 2_655 ?
Fe1 O1 2.329(2) . ?
Fe1 O1 2.329(2) 2_655 ?
Fe1 N1 2.118(3) . ?
Fe1 N2 2.214(2) 2_655 ?
Fe1 N2 2.214(2) . ?
C1 N3 1.089(5) . ?
C1 Mn2 2.206(4) . ?
O1 C8 1.426(4) . ?
O1 C9 1.407(4) . ?
O1 Mn2 2.329(2) . ?
N1 C4 1.346(3) . ?
N1 C4 1.346(3) 2_655 ?
N1 Mn2 2.118(3) . ?
N2 C5 1.277(4) . ?
N2 C7 1.466(3) . ?
N2 Mn2 2.214(2) . ?
C4 C3 1.397(4) . ?
C4 C5 1.486(3) . ?
C6 C5 1.501(3) . ?
C3 C2 1.386(3) . ?
C8 C7 1.491(5) . ?
C9 C9 1.480(7) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Fe1 C1 169.26(15) . 2_655 ?
C1 Fe1 O1 87.52(9) . 2_655 ?
C1 Fe1 O1 83.75(10) . . ?
C1 Fe1 O1 87.52(9) 2_655 . ?
C1 Fe1 O1 83.75(10) 2_655 2_655 ?
C1 Fe1 N2 90.31(9) 2_655 . ?
C1 Fe1 N2 90.31(9) . 2_655 ?
C1 Fe1 N2 92.90(9) 2_655 2_655 ?
C1 Fe1 N2 92.90(9) . . ?
O1 Fe1 O1 71.33(10) . 2_655 ?
N1 Fe1 C1 95.37(8) . 2_655 ?
N1 Fe1 C1 95.37(8) . . ?
N1 Fe1 O1 144.33(5) . . ?
N1 Fe1 O1 144.33(5) . 2_655 ?
N1 Fe1 N2 72.58(6) . . ?
N1 Fe1 N2 72.58(6) . 2_655 ?
N2 Fe1 O1 142.92(8) 2_655 . ?
N2 Fe1 O1 71.86(8) 2_655 2_655 ?
N2 Fe1 O1 71.86(8) . . ?
N2 Fe1 O1 142.91(8) . 2_655 ?
N2 Fe1 N2 145.16(12) . 2_655 ?
N3 C1 Fe1 177.0(2) . . ?
N3 C1 Mn2 177.0(2) . . ?
C8 O1 Fe1 110.82(18) . . ?
C8 O1 Mn2 110.82(18) . . ?
C9 O1 Fe1 112.91(19) . . ?
C9 O1 C8 116.2(3) . . ?
C9 O1 Mn2 112.91(19) . . ?
C4 N1 Fe1 119.89(14) . . ?
C4 N1 Fe1 119.89(14) 2_655 . ?
C4 N1 C4 120.2(3) . 2_655 ?
C4 N1 Mn2 119.89(14) . . ?
C4 N1 Mn2 119.89(14) 2_655 . ?
C5 N2 Fe1 118.96(17) . . ?
C5 N2 C7 123.1(2) . . ?
C5 N2 Mn2 118.96(17) . . ?
C7 N2 Fe1 117.86(18) . . ?
C7 N2 Mn2 117.86(18) . . ?
N1 C4 C3 121.4(2) . . ?
N1 C4 C5 114.0(2) . . ?
C3 C4 C5 124.6(2) . . ?
C2 C3 C4 118.3(2) . . ?
N2 C5 C4 114.5(2) . . ?
N2 C5 C6 127.1(2) . . ?
C4 C5 C6 118.4(2) . . ?
O1 C8 C7 107.9(3) . . ?
C3 C2 C3 120.4(3) 2_655 . ?
N2 C7 C8 110.0(2) . . ?
O1 C9 C9 109.6(3) . 2_655 ?
C1 Mn2 C1 169.26(15) . 2_655 ?
C1 Mn2 O1 83.75(10) 2_655 2_655 ?
C1 Mn2 O1 87.52(9) . 2_655 ?
C1 Mn2 O1 87.52(9) 2_655 . ?
C1 Mn2 O1 83.75(10) . . ?
C1 Mn2 N2 92.90(9) 2_655 2_655 ?
C1 Mn2 N2 90.31(9) 2_655 . ?
C1 Mn2 N2 90.31(9) . 2_655 ?
C1 Mn2 N2 92.90(9) . . ?
O1 Mn2 O1 71.33(10) . 2_655 ?
N1 Mn2 C1 95.37(8) . . ?
N1 Mn2 C1 95.37(8) . 2_655 ?
N1 Mn2 O1 144.33(5) . . ?
N1 Mn2 O1 144.33(5) . 2_655 ?
N1 Mn2 N2 72.58(6) . 2_655 ?
N1 Mn2 N2 72.58(6) . . ?
N2 Mn2 O1 142.91(8) . 2_655 ?
N2 Mn2 O1 142.92(8) 2_655 . ?
N2 Mn2 O1 71.86(8) . . ?
N2 Mn2 O1 71.86(8) 2_655 2_655 ?
N2 Mn2 N2 145.16(12) . 2_655 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_C2c
_database_code_depnum_ccdc_archive 'CCDC 1849973'
_audit_update_record             
;
2018-08-31 deposited with the CCDC.
2018-09-13 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H21 Mn N5 O2, H2 O'
_chemical_formula_sum            'C17 H23 Mn N5 O3'
_chemical_formula_weight         400.34
_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'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   17.093(3)
_cell_length_b                   11.990(2)
_cell_length_c                   10.330(2)
_cell_angle_alpha                90
_cell_angle_beta                 116.59(3)
_cell_angle_gamma                90
_cell_volume                     1893.1(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    85487
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.03
_cell_measurement_theta_min      1.00
_shelx_estimated_absorpt_T_max   0.840
_shelx_estimated_absorpt_T_min   0.737
_exptl_absorpt_coefficient_mu    0.724
_exptl_absorpt_correction_T_max  0.8401
_exptl_absorpt_correction_T_min  0.8401
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8979
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.042
_diffrn_reflns_theta_min         3.398
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker-Nonius K-CCD'
_diffrn_measurement_method       'φ scans, and ω scans with κ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2611
_reflns_number_total             2754
_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       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Server Software (Nonius, 1997)'
_computing_data_reduction        DENZO-SMN
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2754
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0312P)²+2.4430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0823
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Sof(H00f)=Sof(H00g)=Sof(C0AA)=Sof(H0Aa)=Sof(H0Ab)=Sof(O0)=Sof(C1)=Sof(H1a)=
 Sof(H1b)=1-FVAR(1)
 Sof(O002)=Sof(H00d)=Sof(H00e)=Sof(C00E)=Sof(H00j)=Sof(H00k)=Sof(C1A)=
 Sof(H1Aa)=Sof(H1Ab)=FVAR(1)
 Fixed Sof: O00D(0.5) H00l(0.5) H00m(0.5)
3.a Free rotating group:
 O00D(H00l,H00m)
3.b Secondary CH2 refined with riding coordinates:
 C00A(H00d,H00e), C00A(H00f,H00g), C00E(H00j,H00k), C0AA(H0Aa,H0Ab), C1(H1a,
 H1b), C1A(H1Aa,H1Ab)
3.c Aromatic/amide H refined with riding coordinates:
 C00B(H00h), C00C(H00i)
3.d Idealised Me refined as rotating group:
 C006(H00a,H00b,H00c)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn01 Mn 1.000000 0.73121(2) 0.250000 0.01743(8) Uani 1 2 d S T P . .
O002 O 0.9434(2) 0.5779(3) 0.1017(4) 0.0286(6) Uani 0.759(6) 1 d . . . A 1
N003 N 1.000000 0.91593(12) 0.250000 0.0212(3) Uani 1 2 d S T P A .
N004 N 0.89963(8) 0.79295(9) 0.03062(12) 0.0247(2) Uani 1 1 d . . . . .
N005 N 0.84625(10) 0.71077(13) 0.37505(19) 0.0444(4) Uani 1 1 d . . . . .
C006 C 0.83106(13) 0.95314(14) -0.13485(17) 0.0411(4) Uani 1 1 d . . . . .
H00A H 0.786358 0.995996 -0.121571 0.062 Uiso 1 1 calc GR . . . .
H00B H 0.802706 0.896358 -0.209670 0.062 Uiso 1 1 calc GR . . . .
H00C H 0.865230 1.003412 -0.164673 0.062 Uiso 1 1 calc GR . . . .
C007 C 0.89045(10) 0.89764(11) 0.00471(14) 0.0263(3) Uani 1 1 d . . . . .
C008 C 0.94652(10) 0.97069(10) 0.13021(14) 0.0261(3) Uani 1 1 d . . . . .
C009 C 0.89571(10) 0.71646(12) 0.32856(18) 0.0305(3) Uani 1 1 d . . . . .
C00A C 0.85279(12) 0.70677(13) -0.07642(17) 0.0369(4) Uani 1 1 d . . . . .
H00D H 0.880166 0.696893 -0.142237 0.044 Uiso 0.759(6) 1 calc R . . A 1
H00E H 0.791272 0.729987 -0.135140 0.044 Uiso 0.759(6) 1 calc R . . A 1
H00F H 0.851236 0.727793 -0.170221 0.044 Uiso 0.241(6) 1 calc R . . A 2
H00G H 0.791665 0.703128 -0.090272 0.044 Uiso 0.241(6) 1 calc R . . A 2
C00B C 0.94471(15) 1.08679(12) 0.12596(17) 0.0453(5) Uani 1 1 d . . . . .
H00H H 0.906757 1.125658 0.040671 0.054 Uiso 1 1 calc R . . . .
C00C C 1.000000 1.14381(18) 0.250000 0.0604(10) Uani 1 2 d S T P . .
H00I H 0.999999 1.223040 0.250000 0.072 Uiso 1 2 calc RS T P . .
O00D O 0.7775(2) 0.6694(2) 0.5693(3) 0.0507(7) Uani 0.5 1 d . . . B -1
H00L H 0.786248 0.682317 0.495930 0.076 Uiso 0.5 1 d G . . B -1
H00M H 0.737951 0.712693 0.568273 0.076 Uiso 0.5 1 d G . . B -1
C00E C 0.85528(14) 0.59991(16) -0.0026(3) 0.0305(6) Uani 0.759(6) 1 d . . . A 1
H00J H 0.817008 0.604532 0.046190 0.037 Uiso 0.759(6) 1 calc R . . A 1
H00K H 0.833757 0.538679 -0.074382 0.037 Uiso 0.759(6) 1 calc R . . A 1
C0AA C 0.8928(4) 0.5964(4) -0.0343(6) 0.0224(16) Uani 0.241(6) 1 d . . . A 2
H0AA H 0.941997 0.590523 -0.059783 0.027 Uiso 0.241(6) 1 calc R . . A 2
H0AB H 0.849063 0.538983 -0.090052 0.027 Uiso 0.241(6) 1 calc R . . A 2
O0 O 0.9255(7) 0.5736(9) 0.1216(10) 0.0182(14) Uani 0.241(6) 1 d . . . A 2
C1 C 0.9787(4) 0.4781(5) 0.1698(6) 0.0157(12) Uiso 0.241(6) 1 d . . . A 2
H1A H 1.023515 0.479057 0.133902 0.019 Uiso 0.241(6) 1 calc R . . A 2
H1B H 0.942675 0.410027 0.132683 0.019 Uiso 0.241(6) 1 calc R . . A 2
C1A C 0.9528(2) 0.48064(19) 0.1896(4) 0.0542(10) Uani 0.759(6) 1 d . . . A 1
H1AA H 0.941383 0.412082 0.130476 0.065 Uiso 0.759(6) 1 calc R . . A 1
H1AB H 0.910915 0.483657 0.231537 0.065 Uiso 0.759(6) 1 calc R . . A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn01 O002 2.310(4) . ?
Mn01 O002 2.310(4) 2_755 ?
Mn01 N003 2.2147(15) . ?
Mn01 N004 2.2686(15) 2_755 ?
Mn01 N004 2.2685(15) . ?
Mn01 C009 2.2721(15) 2_755 ?
Mn01 C009 2.2721(15) . ?
Mn01 O0 2.332(10) 2_755 ?
Mn01 O0 2.332(10) . ?
O002 C00E 1.430(4) . ?
O002 C1A 1.442(5) . ?
N003 C008 1.3362(16) 2_755 ?
N003 C008 1.3362(16) . ?
N004 C007 1.2783(17) . ?
N004 C00A 1.4625(18) . ?
N005 C009 1.146(2) . ?
C006 C007 1.497(2) . ?
C007 C008 1.5013(19) . ?
C008 C00B 1.3927(19) . ?
C00A C00E 1.482(3) . ?
C00A C0AA 1.463(6) . ?
C00B C00C 1.385(2) . ?
C0AA O0 1.474(10) . ?
O0 C1 1.407(12) . ?
C1 C1 1.481(11) 2_755 ?
C1A C1A 1.535(5) 2_755 ?

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
O002 Mn01 O002 74.54(18) 2_755 . ?
O002 Mn01 O0 72.08(17) . 2_755 ?
O002 Mn01 O0 10.89(15) 2_755 2_755 ?
N003 Mn01 O002 142.73(9) . . ?
N003 Mn01 O002 142.73(9) . 2_755 ?
N003 Mn01 N004 70.95(3) . . ?
N003 Mn01 N004 70.95(3) . 2_755 ?
N003 Mn01 C009 94.47(4) . . ?
N003 Mn01 C009 94.47(4) . 2_755 ?
N003 Mn01 O0 144.1(3) . 2_755 ?
N003 Mn01 O0 144.1(3) . . ?
N004 Mn01 O002 72.07(10) 2_755 2_755 ?
N004 Mn01 O002 145.82(10) . 2_755 ?
N004 Mn01 O002 145.82(10) 2_755 . ?
N004 Mn01 O002 72.07(10) . . ?
N004 Mn01 N004 141.91(6) . 2_755 ?
N004 Mn01 C009 91.07(6) 2_755 2_755 ?
N004 Mn01 C009 91.07(6) . . ?
N004 Mn01 C009 91.84(5) 2_755 . ?
N004 Mn01 C009 91.84(5) . 2_755 ?
N004 Mn01 O0 144.0(2) . 2_755 ?
N004 Mn01 O0 73.7(2) 2_755 2_755 ?
N004 Mn01 O0 144.0(2) 2_755 . ?
N004 Mn01 O0 73.7(2) . . ?
C009 Mn01 O002 90.71(8) 2_755 2_755 ?
C009 Mn01 O002 82.17(9) . 2_755 ?
C009 Mn01 O002 82.17(9) 2_755 . ?
C009 Mn01 O002 90.71(8) . . ?
C009 Mn01 C009 171.07(7) . 2_755 ?
C009 Mn01 O0 92.84(18) . 2_755 ?
C009 Mn01 O0 79.88(18) 2_755 2_755 ?
C009 Mn01 O0 92.84(18) 2_755 . ?
C009 Mn01 O0 79.88(18) . . ?
C00E O002 Mn01 109.9(2) . . ?
C00E O002 C1A 114.0(3) . . ?
C1A O002 Mn01 109.3(3) . . ?
C008 N003 Mn01 119.43(8) 2_755 . ?
C008 N003 Mn01 119.43(8) . . ?
C008 N003 C008 121.14(16) 2_755 . ?
C007 N004 Mn01 119.78(10) . . ?
C007 N004 C00A 124.13(13) . . ?
C00A N004 Mn01 115.98(9) . . ?
N004 C007 C006 127.22(13) . . ?
N004 C007 C008 114.89(12) . . ?
C006 C007 C008 117.89(12) . . ?
N003 C008 C007 114.88(12) . . ?
N003 C008 C00B 121.11(14) . . ?
C00B C008 C007 124.01(13) . . ?
N005 C009 Mn01 176.48(15) . . ?
N004 C00A C00E 109.99(14) . . ?
N004 C00A C0AA 112.9(2) . . ?
C00C C00B C008 117.90(15) . . ?
C00B C00C C00B 120.9(2) 2_755 . ?
O002 C00E C00A 109.0(2) . . ?
C00A C0AA O0 113.0(6) . . ?
C0AA O0 Mn01 108.3(5) . . ?
C1 O0 Mn01 110.9(7) . . ?
C1 O0 C0AA 114.0(7) . . ?
O002 C1A C1A 107.0(3) . 2_755 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mnn3o2-270k
_database_code_depnum_ccdc_archive 'CCDC 1849974'
_audit_update_record             
;
2018-08-31 deposited with the CCDC.
2018-09-13 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H21 Mn N5 O2, H2 O'
_chemical_formula_sum            'C17 H23 Mn N5 O3'
_chemical_formula_weight         400.34
_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'
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'
Mn Mn 0.3368 0.7283 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   17.5613(3)
_cell_length_b                   12.0994(2)
_cell_length_c                   10.17850(10)
_cell_angle_alpha                90
_cell_angle_beta                 116.5790(10)
_cell_angle_gamma                90
_cell_volume                     1934.18(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22947
_cell_measurement_temperature    270(2)
_cell_measurement_theta_max      30.03
_cell_measurement_theta_min      1.00
_shelx_estimated_absorpt_T_max   0.843
_shelx_estimated_absorpt_T_min   0.741
_exptl_absorpt_coefficient_mu    0.708
_exptl_absorpt_correction_T_max  0.8428
_exptl_absorpt_correction_T_min  0.7411
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9572
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.053
_diffrn_reflns_theta_min         3.368
_diffrn_ambient_temperature      270(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans, and ω scans with κ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2637
_reflns_number_total             2815
_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       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Server Software (Nonius, 1997)'
_computing_data_reduction        DENZO-SMN
_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    'SIR92 (Giacovazzo et al, 1993)'
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2815
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+0.7668P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0859
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H2A-H2B
 1.37 with sigma of 0.02
 H2B-O2
 0.81 with sigma of 0.02
3. Others
 Fixed Sof: H2A(0.5) H2B(0.5) O2(0.5)
 Fixed Uiso: H2A(0.11) H2B(0.11)
 Fixed X: H2A(1.312181) H2B(1.23384)
 Fixed Y: H2A(0.72152) H2B(0.70012)
 Fixed Z: H2A(1.07844) H2B(1.06425)
4.a Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_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
C1 C 0.89722(8) 0.21770(11) 0.82863(15) 0.0434(3) Uani 1 1 d . . . . .
C2 C 1.000000 0.63954(16) 0.750000 0.0582(5) Uani 1 2 d S T P . .
C3 C 1.05433(10) 0.58335(11) 0.87531(17) 0.0496(3) Uani 1 1 d . . . . .
C4 C 1.05296(7) 0.46839(9) 0.87120(13) 0.0355(2) Uani 1 1 d . . . . .
C5 C 1.10868(7) 0.39562(10) 0.99706(12) 0.0373(2) Uani 1 1 d . . . . .
C6 C 1.16908(10) 0.44951(14) 1.13845(15) 0.0539(3) Uani 1 1 d . . . . .
H6A H 1.197837 0.393661 1.210841 0.081 Uiso 1 1 calc GR . . . .
H6B H 1.137847 0.496999 1.172528 0.081 Uiso 1 1 calc GR . . . .
H6C H 1.210174 0.492322 1.122362 0.081 Uiso 1 1 calc GR . . . .
C7 C 1.14502(10) 0.20667(13) 1.07979(16) 0.0511(3) Uani 1 1 d . . . . .
C8 C 1.14326(10) 0.10018(13) 1.00160(18) 0.0558(4) Uani 1 1 d . . . . .
C9 C 1.04474(14) -0.01752(12) 0.8095(2) 0.0699(5) Uani 1 1 d . . . . .
N1 N 1.000000 0.41432(11) 0.750000 0.0325(3) Uani 1 2 d S T P . .
N2 N 1.09888(7) 0.29252(9) 0.97145(11) 0.0389(2) Uani 1 1 d . . . . .
N3 N 0.84862(9) 0.21313(14) 0.87289(18) 0.0629(4) Uani 1 1 d . . . . .
O1 O 1.05786(6) 0.07833(8) 0.89650(11) 0.0479(2) Uani 1 1 d . . . . .
Mn1 Mn 1.000000 0.23131(2) 0.750000 0.03166(9) Uani 1 2 d S T P . .
H2 H 1.000000 0.713(3) 0.750000 0.072(9) Uiso 1 2 d S T P . .
H3 H 1.0899(11) 0.6184(17) 0.9524(19) 0.058(5) Uiso 1 1 d . . . . .
H7A H 1.1098(14) 0.196(2) 1.131(2) 0.075(6) Uiso 1 1 d . . . . .
H7B H 1.1981(16) 0.2280(17) 1.139(3) 0.070(6) Uiso 1 1 d . . . . .
H8A H 1.1811(13) 0.1162(19) 0.949(2) 0.080(6) Uiso 1 1 d . . . . .
H8B H 1.1650(13) 0.0401(19) 1.080(2) 0.081(7) Uiso 1 1 d . . . . .
H9A H 1.0534(17) -0.078(3) 0.873(3) 0.117(10) Uiso 1 1 d . . . . .
H9B H 1.0884(16) -0.015(3) 0.761(3) 0.117(9) Uiso 1 1 d . . . . .
H2A H 1.312180 0.721520 1.078440 0.110 Uiso 0.5 1 d D . . A -1
H2B H 1.233841 0.700120 1.064251 0.110 Uiso 0.5 1 d D . . B -1
O2 O 1.2714(2) 0.6656(3) 1.0554(4) 0.0971(11) Uani 0.5 1 d D . . C -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N3 1.131(2) . ?
C1 Mn1 2.2843(14) . ?
C2 C3 1.3822(19) . ?
C2 C3 1.3822(19) 2_756 ?
C3 C4 1.3914(17) . ?
C4 C5 1.5007(17) . ?
C4 N1 1.3372(13) . ?
C5 C6 1.5018(17) . ?
C5 N2 1.2703(17) . ?
C7 C8 1.508(2) . ?
C7 N2 1.4669(17) . ?
C8 O1 1.4240(18) . ?
C9 C9 1.494(4) 2_756 ?
C9 O1 1.4140(19) . ?
N1 Mn1 2.2143(13) . ?
N2 Mn1 2.2675(10) . ?
O1 Mn1 2.3079(9) . ?

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
N3 C1 Mn1 177.09(13) . . ?
C3 C2 C3 121.07(18) . 2_756 ?
C2 C3 C4 117.93(14) . . ?
C3 C4 C5 124.40(12) . . ?
N1 C4 C3 120.82(12) . . ?
N1 C4 C5 114.78(10) . . ?
C4 C5 C6 118.33(11) . . ?
N2 C5 C4 115.11(10) . . ?
N2 C5 C6 126.57(12) . . ?
N2 C7 C8 109.54(12) . . ?
O1 C8 C7 108.73(13) . . ?
O1 C9 C9 108.98(15) . 2_756 ?
C4 N1 C4 121.42(14) . 2_756 ?
C4 N1 Mn1 119.29(7) . . ?
C4 N1 Mn1 119.29(7) 2_756 . ?
C5 N2 C7 124.23(11) . . ?
C5 N2 Mn1 119.86(8) . . ?
C7 N2 Mn1 115.83(9) . . ?
C8 O1 Mn1 110.35(8) . . ?
C9 O1 C8 116.39(13) . . ?
C9 O1 Mn1 110.60(9) . . ?
C1 Mn1 C1 171.73(7) . 2_756 ?
C1 Mn1 O1 88.86(4) 2_756 . ?
C1 Mn1 O1 84.51(4) . . ?
C1 Mn1 O1 84.51(4) 2_756 2_756 ?
C1 Mn1 O1 88.86(4) . 2_756 ?
N1 Mn1 C1 94.14(3) . 2_756 ?
N1 Mn1 C1 94.13(3) . . ?
N1 Mn1 N2 70.94(3) . . ?
N1 Mn1 N2 70.94(3) . 2_756 ?
N1 Mn1 O1 143.32(3) . . ?
N1 Mn1 O1 143.32(3) . 2_756 ?
N2 Mn1 C1 92.81(4) . . ?
N2 Mn1 C1 89.89(5) . 2_756 ?
N2 Mn1 C1 89.90(5) 2_756 . ?
N2 Mn1 C1 92.80(4) 2_756 2_756 ?
N2 Mn1 N2 141.88(6) 2_756 . ?
N2 Mn1 O1 145.50(4) . 2_756 ?
N2 Mn1 O1 72.52(4) 2_756 2_756 ?
N2 Mn1 O1 145.50(4) 2_756 . ?
N2 Mn1 O1 72.52(4) . . ?
O1 Mn1 O1 73.35(5) 2_756 . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mn45sato250k
_database_code_depnum_ccdc_archive 'CCDC 1849972'
_audit_update_record             
;
2018-08-31 deposited with the CCDC.
2018-09-13 downloaded from the CCDC.
;
_audit_creation_date             2018-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H21 Fe0.64 Mn0.36 N5 O2, H2 O'
_chemical_formula_sum            'C17 H23 Fe0.64 Mn0.36 N5 O3'
_chemical_formula_weight         400.92
_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'
Fe Fe 0.3463 0.8444 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   17.3332(4)
_cell_length_b                   12.0778(4)
_cell_length_c                   10.1168(2)
_cell_angle_alpha                90
_cell_angle_beta                 116.210(2)
_cell_angle_gamma                90
_cell_volume                     1900.16(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4050
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.878
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  0.9009
_exptl_absorpt_correction_T_min  0.8732
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             839
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1428
_diffrn_reflns_av_unetI/netI     0.0908
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7309
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.434
_diffrn_reflns_theta_min         3.374
_diffrn_ambient_temperature      250(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans, and ω scans with κ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1816
_reflns_number_total             2164
_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       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Server Software (Nonius, 1997)'
_computing_data_reduction        DENZO-SMN
_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    ?
_refine_diff_density_max         1.072
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2164
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.051
_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)+(0.0611P)²+1.6599P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1309
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{Mn1, Fe1}
3. Restrained distances
 O1-H1C
 0.86 with sigma of 0.02
 O1-H1D
 0.86 with sigma of 0.02
 H1D-H1C
 1.39 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Mn1) = Uanis(Fe1)
5. Others
 Fixed Sof: Fe1(0.319) O1(0.5) H1C(0.5) H1D(0.5) Mn1(0.181)
 Fixed Uiso: H1C(0.12) H1D(0.12)
6.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C1(H1A,H1B), C2(H2A,H2B)
6.b Me refined with riding coordinates:
 C3(H3A,H3B,H3C)
6.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C9(H9)
;
_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
Fe1 Fe 0.000000 0.26356(4) 0.250000 0.0335(2) Uani 0.638 2 d S T P A 1
O1 O -0.2267(5) 0.3312(7) -0.4429(8) 0.098(2) Uani 0.5 1 d D . . B -1
O2 O -0.05781(13) 0.41923(16) 0.1049(2) 0.0504(5) Uani 1 1 d . . . . .
N2 N -0.09776(13) 0.20701(19) 0.0304(2) 0.0384(5) Uani 1 1 d . . . . .
N3 N 0.000000 0.0861(2) 0.250000 0.0318(6) Uani 1 2 d S T P . .
N1 N 0.14854(19) 0.2864(3) 0.1312(3) 0.0651(8) Uani 1 1 d . . . . .
C3 C -0.16982(18) 0.0503(3) -0.1391(3) 0.0546(8) Uani 1 1 d . . . . .
H3A H -0.164651 -0.029568 -0.129039 0.082 Uiso 1 1 calc R . . . .
H3B H -0.228243 0.072096 -0.162036 0.082 Uiso 1 1 calc R . . . .
H3C H -0.156047 0.073896 -0.217833 0.082 Uiso 1 1 calc R . . . .
C4 C 0.10180(18) 0.2797(2) 0.1739(3) 0.0434(6) Uani 1 1 d . . . . .
C5 C -0.05282(14) 0.0312(2) 0.1283(2) 0.0340(5) Uani 1 1 d . . . . .
C6 C -0.05403(18) -0.0842(2) 0.1244(3) 0.0464(6) Uani 1 1 d . . . . .
H6 H -0.090610 -0.122577 0.038647 0.056 Uiso 1 1 calc R . . . .
C7 C -0.10842(15) 0.1039(2) 0.0035(3) 0.0375(6) Uani 1 1 d . . . . .
C8 C -0.1432(2) 0.3991(3) -0.0014(3) 0.0570(8) Uani 1 1 d . . . . .
H8A H -0.163347 0.460124 -0.072503 0.068 Uiso 1 1 calc R . . . .
H8B H -0.181320 0.393523 0.046577 0.068 Uiso 1 1 calc R . . . .
C9 C 0.000000 -0.1404(3) 0.250000 0.0559(11) Uani 1 2 d S T P . .
H9 H 0.000000 -0.218228 0.250001 0.067 Uiso 1 2 calc RS T P . .
C1 C -0.1445(2) 0.2926(3) -0.0790(3) 0.0520(7) Uani 1 1 d . . . . .
H1A H -0.204013 0.268938 -0.138497 0.062 Uiso 1 1 calc R . . . .
H1B H -0.117364 0.303595 -0.144960 0.062 Uiso 1 1 calc R . . . .
C2 C -0.0445(2) 0.5159(2) 0.1903(4) 0.0717(11) Uani 1 1 d . . . . .
H2A H -0.085549 0.518373 0.232686 0.086 Uiso 1 1 calc R . . . .
H2B H -0.053689 0.581471 0.128044 0.086 Uiso 1 1 calc R . . . .
H1C H -0.204(6) 0.320(9) -0.502(9) 0.120 Uiso 0.5 1 d D . . C -1
H1D H -0.256(7) 0.273(6) -0.444(13) 0.120 Uiso 0.5 1 d D . . D -1
Mn1 Mn 0.000000 0.26356(4) 0.250000 0.0335(2) Uani 0.362 2 d S T P A 2


_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
Fe1 O2 2.323(2) . ?
Fe1 O2 2.323(2) 2 ?
Fe1 N2 2.224(2) . ?
Fe1 N2 2.224(2) 2 ?
Fe1 N3 2.143(3) . ?
Fe1 C4 2.223(3) 2 ?
Fe1 C4 2.223(3) . ?
O2 C8 1.415(3) . ?
O2 C2 1.410(4) . ?
O2 Mn1 2.323(2) . ?
N2 C7 1.270(4) . ?
N2 C1 1.469(3) . ?
N2 Mn1 2.224(2) . ?
N3 C5 1.341(3) . ?
N3 C5 1.341(3) 2 ?
N3 Mn1 2.143(3) . ?
N1 C4 1.076(4) . ?
C3 C7 1.509(3) . ?
C4 Mn1 2.223(3) . ?
C5 C6 1.395(4) . ?
C5 C7 1.490(3) . ?
C6 C9 1.379(3) . ?
C8 C1 1.502(5) . ?
C2 C2 1.481(7) 2 ?

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
O2 Fe1 O2 71.90(10) 2 . ?
N2 Fe1 O2 143.65(8) . 2 ?
N2 Fe1 O2 143.65(8) 2 . ?
N2 Fe1 O2 72.04(8) . . ?
N2 Fe1 O2 72.04(8) 2 2 ?
N2 Fe1 N2 144.24(12) . 2 ?
N3 Fe1 O2 144.05(5) . 2 ?
N3 Fe1 O2 144.05(5) . . ?
N3 Fe1 N2 72.12(6) . 2 ?
N3 Fe1 N2 72.12(6) . . ?
N3 Fe1 C4 95.03(7) . 2 ?
N3 Fe1 C4 95.03(7) . . ?
C4 Fe1 O2 87.76(9) . 2 ?
C4 Fe1 O2 87.76(9) 2 . ?
C4 Fe1 O2 84.09(9) . . ?
C4 Fe1 O2 84.09(9) 2 2 ?
C4 Fe1 N2 92.99(9) 2 2 ?
C4 Fe1 N2 90.09(9) 2 . ?
C4 Fe1 N2 92.99(9) . . ?
C4 Fe1 N2 90.09(9) . 2 ?
C4 Fe1 C4 169.94(14) 2 . ?
C8 O2 Fe1 110.85(17) . . ?
C8 O2 Mn1 110.85(17) . . ?
C2 O2 Fe1 112.04(17) . . ?
C2 O2 C8 116.2(3) . . ?
C2 O2 Mn1 112.04(17) . . ?
C7 N2 Fe1 119.31(17) . . ?
C7 N2 C1 123.3(2) . . ?
C7 N2 Mn1 119.31(17) . . ?
C1 N2 Fe1 117.38(18) . . ?
C1 N2 Mn1 117.38(18) . . ?
C5 N3 Fe1 119.61(13) 2 . ?
C5 N3 Fe1 119.61(13) . . ?
C5 N3 C5 120.8(3) . 2 ?
C5 N3 Mn1 119.61(13) 2 . ?
C5 N3 Mn1 119.61(13) . . ?
N1 C4 Fe1 176.9(3) . . ?
N1 C4 Mn1 176.9(3) . . ?
N3 C5 C6 121.0(2) . . ?
N3 C5 C7 114.3(2) . . ?
C6 C5 C7 124.7(2) . . ?
C9 C6 C5 118.1(2) . . ?
N2 C7 C3 126.9(2) . . ?
N2 C7 C5 114.7(2) . . ?
C5 C7 C3 118.4(2) . . ?
O2 C8 C1 108.3(3) . . ?
C6 C9 C6 121.0(3) . 2 ?
N2 C1 C8 109.4(2) . . ?
O2 C2 C2 109.2(3) . 2 ?
O2 Mn1 O2 71.90(10) 2 . ?
N2 Mn1 O2 143.65(8) 2 . ?
N2 Mn1 O2 143.65(8) . 2 ?
N2 Mn1 O2 72.04(8) 2 2 ?
N2 Mn1 O2 72.04(8) . . ?
N2 Mn1 N2 144.24(12) . 2 ?
N3 Mn1 O2 144.05(5) . . ?
N3 Mn1 O2 144.05(5) . 2 ?
N3 Mn1 N2 72.12(6) . 2 ?
N3 Mn1 N2 72.12(6) . . ?
N3 Mn1 C4 95.03(7) . 2 ?
N3 Mn1 C4 95.03(7) . . ?
C4 Mn1 O2 87.76(9) . 2 ?
C4 Mn1 O2 84.09(9) . . ?
C4 Mn1 O2 84.09(9) 2 2 ?
C4 Mn1 O2 87.76(9) 2 . ?
C4 Mn1 N2 90.09(9) 2 . ?
C4 Mn1 N2 92.99(9) . . ?
C4 Mn1 N2 92.99(9) 2 2 ?
C4 Mn1 N2 90.09(9) . 2 ?
C4 Mn1 C4 169.94(14) 2 . ?

_olex2_submission_special_instructions 'No special instructions were received'
