# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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. 
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data_1_200
_database_code_depnum_ccdc_archive 'CCDC 1530889'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-01-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            '[Mn(saltmen)(Hfmac)]'
_chemical_name_systematic        '[Mn(saltmen)(Hfmac)]'
_chemical_formula_moiety         'C24 H25 Mn N2 O6'
_chemical_formula_sum            'C24 H25 Mn N2 O6'
_chemical_formula_weight         492.40
_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 0.0030 0.0020 '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 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.7948(5)
_cell_length_b                   10.1059(5)
_cell_length_c                   22.8628(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.3650(10)
_cell_angle_gamma                90
_cell_volume                     2218.71(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10643
_cell_measurement_temperature    200.15
_cell_measurement_theta_max      54.78
_cell_measurement_theta_min      6.11
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.831
_exptl_absorpt_coefficient_mu    0.639
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.4890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ABSCOR
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.3
_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  0.0361
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10946
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.053
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3739
_reflns_number_total             4349
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         4349
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.070
_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)+(0.0599P)²+0.9651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1115
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C11-C12 \\sim C11-C13 \\sim C11'-C12' \\sim C11'-C13' \\sim C8'-C11'
 with sigma of 0.01
 N1-C8' \\sim N1-C8 \\sim N2-C11 \\sim N2-C11'
 with sigma of 0.005
 C8-C9 \\sim C8-C10 \\sim C8'-C9' \\sim C8'-C10' \\sim C8-C11
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C8') \\sim Ueq, Uanis(C11') \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C9') \\sim Ueq, Uanis(C13') \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
4. Others
 Sof(C8')=Sof(C9')=Sof(H9'A)=Sof(H9'B)=Sof(H9'C)=Sof(C10')=Sof(H10D)=Sof(H10E)=
 Sof(H10F)=Sof(C11')=Sof(C12')=Sof(H12D)=Sof(H12E)=Sof(H12F)=Sof(C13')=
 Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(1)
 Sof(C8)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C10)=Sof(H10A)=Sof(H10B)=
 Sof(H10C)=Sof(C11)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(H13C)=FVAR(1)
5.a Riding coordinates:
 C10'(H10D,H10E,H10F)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C22(H22), C23(H23)
5.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C9'(H9'A,H9'B,H9'C), C12'(H12D,H12E,H12F), C13'(H13D,H13E,H13F)
;
_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 -0.01722(3) 0.17381(3) 0.45015(2) 0.02296(12) Uani 1 1 d . . . . .
O1 O -0.10600(15) 0.04142(15) 0.39773(7) 0.0302(3) Uani 1 1 d . . . . .
O2 O -0.14779(16) 0.1466(2) 0.49627(7) 0.0433(5) Uani 1 1 d . . . . .
O3 O -0.11352(16) 0.33762(15) 0.40247(8) 0.0350(4) Uani 1 1 d . . . . .
O4 O -0.23933(15) 0.47330(15) 0.33565(7) 0.0325(4) Uani 1 1 d . . . . .
O5 O -0.54610(18) 0.06225(19) 0.30355(7) 0.0460(5) Uani 1 1 d . . . . .
O6 O -0.5573(2) 0.1347(2) 0.21066(8) 0.0478(5) Uani 1 1 d . . . . .
H6 H -0.609(4) 0.067(3) 0.2038(15) 0.072 Uiso 1 1 d R . . . .
N1 N 0.15160(17) 0.17046(16) 0.41620(8) 0.0247(4) Uani 1 1 d D . . . .
N2 N 0.11598(16) 0.26153(18) 0.51718(7) 0.0253(4) Uani 1 1 d D . . . .
C1 C -0.0789(2) 0.0019(2) 0.34644(9) 0.0261(4) Uani 1 1 d . . . . .
C2 C -0.1797(2) -0.0742(2) 0.30695(10) 0.0339(5) Uani 1 1 d . . . . .
H2 H -0.2676 -0.0912 0.3170 0.041 Uiso 1 1 calc R . . . .
C3 C -0.1520(2) -0.1231(2) 0.25474(10) 0.0372(5) Uani 1 1 d . . . . .
H3 H -0.2199 -0.1745 0.2291 0.045 Uiso 1 1 calc R . . . .
C4 C -0.0249(3) -0.0974(3) 0.23938(10) 0.0369(5) Uani 1 1 d . . . . .
H4 H -0.0054 -0.1312 0.2031 0.044 Uiso 1 1 calc R . . . .
C5 C 0.0746(2) -0.0218(2) 0.27714(10) 0.0315(5) Uani 1 1 d . . . . .
H5 H 0.1617 -0.0053 0.2662 0.038 Uiso 1 1 calc R . . . .
C6 C 0.0494(2) 0.0304(2) 0.33077(9) 0.0266(4) Uani 1 1 d . . . . .
C7 C 0.1591(2) 0.1072(2) 0.36797(9) 0.0274(4) Uani 1 1 d . . . . .
H7 H 0.2458 0.1112 0.3553 0.033 Uiso 1 1 calc R . . . .
C14 C 0.0850(2) 0.2992(2) 0.56644(9) 0.0267(4) Uani 1 1 d . . . . .
H14 H 0.1550 0.3432 0.5944 0.032 Uiso 1 1 calc R . . . .
C15 C -0.0474(2) 0.2795(2) 0.58226(9) 0.0250(4) Uani 1 1 d . . . . .
C16 C -0.0626(2) 0.3306(2) 0.63765(10) 0.0303(5) Uani 1 1 d . . . . .
H16 H 0.0111 0.3793 0.6613 0.036 Uiso 1 1 calc R . . . .
C17 C -0.1831(2) 0.3102(2) 0.65732(11) 0.0347(5) Uani 1 1 d . . . . .
H17 H -0.1942 0.3455 0.6946 0.042 Uiso 1 1 calc R . . . .
C18 C -0.2916(2) 0.2368(3) 0.62226(11) 0.0366(5) Uani 1 1 d . . . . .
H18 H -0.3755 0.2235 0.6364 0.044 Uiso 1 1 calc R . . . .
C19 C -0.2792(2) 0.1838(3) 0.56801(11) 0.0368(6) Uani 1 1 d . . . . .
H19 H -0.3534 0.1344 0.5450 0.044 Uiso 1 1 calc R . . . .
C20 C -0.1565(2) 0.2038(2) 0.54740(10) 0.0298(5) Uani 1 1 d . . . . .
C21 C -0.2204(2) 0.3635(2) 0.36110(9) 0.0252(4) Uani 1 1 d . . . . .
C22 C -0.32695(19) 0.2556(2) 0.34260(9) 0.0266(4) Uani 1 1 d . . . . .
H22 H -0.3373 0.1895 0.3709 0.032 Uiso 1 1 calc R . . . .
C23 C -0.4078(2) 0.2489(2) 0.28792(10) 0.0313(5) Uani 1 1 d . . . . .
H23 H -0.4002 0.3166 0.2599 0.038 Uiso 1 1 calc R . . . .
C24 C -0.5095(2) 0.1387(2) 0.26943(10) 0.0319(5) Uani 1 1 d . . . . .
C8 C 0.2674(2) 0.2643(3) 0.44508(11) 0.0238(6) Uani 0.854(5) 1 d D . P A 1
C9 C 0.2255(3) 0.4026(3) 0.41961(13) 0.0329(7) Uani 0.854(5) 1 d D . P A 1
H9A H 0.1392 0.4302 0.4316 0.049 Uiso 0.854(5) 1 calc GR . P A 1
H9B H 0.2110 0.3997 0.3760 0.049 Uiso 0.854(5) 1 calc GR . P A 1
H9C H 0.2997 0.4659 0.4350 0.049 Uiso 0.854(5) 1 calc GR . P A 1
C10 C 0.4112(5) 0.2251(7) 0.4339(3) 0.0304(13) Uani 0.854(5) 1 d D . P A 1
H10A H 0.4832 0.2744 0.4611 0.046 Uiso 0.854(5) 1 calc GR . P A 1
H10B H 0.4167 0.2459 0.3925 0.046 Uiso 0.854(5) 1 calc GR . P A 1
H10C H 0.4255 0.1300 0.4408 0.046 Uiso 0.854(5) 1 calc GR . P A 1
C11 C 0.2699(2) 0.2589(3) 0.51307(10) 0.0232(6) Uani 0.854(5) 1 d D . P A 1
C12 C 0.3497(8) 0.3778(9) 0.5463(3) 0.0301(14) Uani 0.854(5) 1 d D . P A 1
H12A H 0.4395 0.3878 0.5340 0.045 Uiso 0.854(5) 1 calc GR . P A 1
H12B H 0.3655 0.3622 0.5894 0.045 Uiso 0.854(5) 1 calc GR . P A 1
H12C H 0.2947 0.4587 0.5366 0.045 Uiso 0.854(5) 1 calc GR . P A 1
C13 C 0.3312(3) 0.1289(3) 0.54153(15) 0.0304(7) Uani 0.854(5) 1 d D . P A 1
H13A H 0.2804 0.0540 0.5203 0.046 Uiso 0.854(5) 1 calc GR . P A 1
H13B H 0.3226 0.1266 0.5835 0.046 Uiso 0.854(5) 1 calc GR . P A 1
H13C H 0.4297 0.1230 0.5389 0.046 Uiso 0.854(5) 1 calc GR . P A 1
C8' C 0.2775(8) 0.2040(11) 0.4658(4) 0.020(3) Uani 0.146(5) 1 d D U P A 2
C9' C 0.385(3) 0.246(4) 0.4284(16) 0.030(8) Uani 0.146(5) 1 d D U P A 2
H9'A H 0.4631 0.2911 0.4540 0.045 Uiso 0.146(5) 1 calc GR . P A 2
H9'B H 0.3411 0.3054 0.3964 0.045 Uiso 0.146(5) 1 calc GR . P A 2
H9'C H 0.4197 0.1669 0.4109 0.045 Uiso 0.146(5) 1 calc GR . P A 2
C10' C 0.3336(15) 0.0917(17) 0.5106(8) 0.027(4) Uani 0.146(5) 1 d D . P A 2
H10D H 0.3651 0.1297 0.5503 0.041 Uiso 0.146(5) 1 d R . P A 2
H10E H 0.2589 0.0277 0.5117 0.041 Uiso 0.146(5) 1 d R . P A 2
H10F H 0.4117 0.0466 0.4981 0.041 Uiso 0.146(5) 1 d R . P A 2
C11' C 0.2447(9) 0.3272(10) 0.5012(6) 0.028(4) Uani 0.146(5) 1 d D U P A 2
C12' C 0.2069(16) 0.4484(14) 0.4598(8) 0.034(4) Uani 0.146(5) 1 d D . P A 2
H12D H 0.2909 0.4812 0.4473 0.051 Uiso 0.146(5) 1 calc GR . P A 2
H12E H 0.1681 0.5183 0.4813 0.051 Uiso 0.146(5) 1 calc GR . P A 2
H12F H 0.1379 0.4223 0.4246 0.051 Uiso 0.146(5) 1 calc GR . P A 2
C13' C 0.353(5) 0.364(5) 0.5576(14) 0.028(9) Uani 0.146(5) 1 d D U P A 2
H13D H 0.4455 0.3709 0.5474 0.042 Uiso 0.146(5) 1 calc GR . P A 2
H13E H 0.3550 0.2950 0.5879 0.042 Uiso 0.146(5) 1 calc GR . P A 2
H13F H 0.3281 0.4487 0.5733 0.042 Uiso 0.146(5) 1 calc GR . 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
Mn1 O1 1.8900(15) . ?
Mn1 O2 1.8315(15) . ?
Mn1 O3 2.1008(16) . ?
Mn1 N1 1.9606(17) . ?
Mn1 N2 2.0120(17) . ?
O1 C1 1.314(2) . ?
O2 C20 1.322(3) . ?
O3 C21 1.292(2) . ?
O4 C21 1.249(3) . ?
O5 C24 1.202(3) . ?
O6 H6 0.84(4) . ?
O6 C24 1.333(3) . ?
N1 C7 1.289(3) . ?
N1 C8 1.525(2) . ?
N1 C8' 1.540(5) . ?
N2 C14 1.281(3) . ?
N2 C11 1.529(2) . ?
N2 C11' 1.531(5) . ?
C1 C2 1.425(3) . ?
C1 C6 1.403(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.368(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.396(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.400(3) . ?
C6 C7 1.456(3) . ?
C7 H7 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.427(3) . ?
C15 C16 1.403(3) . ?
C15 C20 1.423(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.359(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.410(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.390(3) . ?
C21 C22 1.511(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.343(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.499(3) . ?
C8 C9 1.538(3) . ?
C8 C10 1.532(5) . ?
C8 C11 1.551(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.549(5) . ?
C11 C13 1.536(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C8' C9' 1.542(8) . ?
C8' C10' 1.553(8) . ?
C8' C11' 1.553(8) . ?
C9' H9'A 0.9800 . ?
C9' H9'B 0.9800 . ?
C9' H9'C 0.9800 . ?
C10' H10D 0.9798 . ?
C10' H10E 0.9800 . ?
C10' H10F 0.9800 . ?
C11' C12' 1.548(8) . ?
C11' C13' 1.545(9) . ?
C12' H12D 0.9800 . ?
C12' H12E 0.9800 . ?
C12' H12F 0.9800 . ?
C13' H13D 0.9800 . ?
C13' H13E 0.9800 . ?
C13' H13F 0.9800 . ?

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
O1 Mn1 O3 97.20(7) . . ?
O1 Mn1 N1 93.17(7) . . ?
O1 Mn1 N2 160.59(7) . . ?
O2 Mn1 O1 88.43(7) . . ?
O2 Mn1 O3 97.12(8) . . ?
O2 Mn1 N1 164.68(8) . . ?
O2 Mn1 N2 92.82(7) . . ?
N1 Mn1 O3 97.80(7) . . ?
N1 Mn1 N2 80.69(7) . . ?
N2 Mn1 O3 101.86(7) . . ?
C1 O1 Mn1 129.22(13) . . ?
C20 O2 Mn1 128.13(14) . . ?
C21 O3 Mn1 139.10(14) . . ?
C24 O6 H6 107(2) . . ?
C7 N1 Mn1 122.83(14) . . ?
C7 N1 C8 121.02(17) . . ?
C7 N1 C8' 124.5(5) . . ?
C8 N1 Mn1 115.54(13) . . ?
C8' N1 Mn1 108.7(4) . . ?
C14 N2 Mn1 124.77(14) . . ?
C14 N2 C11 117.80(17) . . ?
C14 N2 C11' 115.4(5) . . ?
C11 N2 Mn1 116.41(13) . . ?
C11' N2 Mn1 116.8(5) . . ?
O1 C1 C2 119.51(18) . . ?
O1 C1 C6 120.93(19) . . ?
C6 C1 C2 119.54(19) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.1(2) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.7(2) . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C7 123.74(19) . . ?
C5 C6 C1 117.9(2) . . ?
C5 C6 C7 118.37(19) . . ?
N1 C7 C6 127.15(19) . . ?
N1 C7 H7 116.4 . . ?
C6 C7 H7 116.4 . . ?
N2 C14 H14 117.8 . . ?
N2 C14 C15 124.46(19) . . ?
C15 C14 H14 117.8 . . ?
C16 C15 C14 116.16(19) . . ?
C16 C15 C20 120.12(19) . . ?
C20 C15 C14 123.54(19) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.9(2) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.7(2) . . ?
C19 C18 H18 119.1 . . ?
C18 C19 H19 120.5 . . ?
C18 C19 C20 119.0(2) . . ?
C20 C19 H19 120.5 . . ?
O2 C20 C15 123.92(18) . . ?
O2 C20 C19 116.6(2) . . ?
C19 C20 C15 119.5(2) . . ?
O3 C21 C22 118.29(19) . . ?
O4 C21 O3 123.06(19) . . ?
O4 C21 C22 118.65(18) . . ?
C21 C22 H22 118.5 . . ?
C23 C22 C21 123.0(2) . . ?
C23 C22 H22 118.5 . . ?
C22 C23 H23 118.8 . . ?
C22 C23 C24 122.5(2) . . ?
C24 C23 H23 118.8 . . ?
O5 C24 O6 123.0(2) . . ?
O5 C24 C23 124.2(2) . . ?
O6 C24 C23 112.9(2) . . ?
N1 C8 C9 106.30(19) . . ?
N1 C8 C10 113.4(3) . . ?
N1 C8 C11 105.99(17) . . ?
C9 C8 C11 111.2(2) . . ?
C10 C8 C9 110.9(3) . . ?
C10 C8 C11 109.0(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C8 103.90(17) . . ?
N2 C11 C12 111.4(4) . . ?
N2 C11 C13 107.25(19) . . ?
C12 C11 C8 111.8(4) . . ?
C13 C11 C8 112.5(2) . . ?
C13 C11 C12 109.8(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C8' C9' 100.8(16) . . ?
N1 C8' C10' 116.9(9) . . ?
N1 C8' C11' 110.0(7) . . ?
C9' C8' C10' 111.9(17) . . ?
C9' C8' C11' 107.8(18) . . ?
C11' C8' C10' 109.0(11) . . ?
C8' C9' H9'A 109.5 . . ?
C8' C9' H9'B 109.5 . . ?
C8' C9' H9'C 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
C8' C10' H10D 109.3 . . ?
C8' C10' H10E 109.3 . . ?
C8' C10' H10F 110.1 . . ?
H10D C10' H10E 109.5 . . ?
H10D C10' H10F 109.3 . . ?
H10E C10' H10F 109.3 . . ?
N2 C11' C8' 92.4(6) . . ?
N2 C11' C12' 112.3(9) . . ?
N2 C11' C13' 112(2) . . ?
C12' C11' C8' 111.4(11) . . ?
C13' C11' C8' 117(2) . . ?
C13' C11' C12' 111(2) . . ?
C11' C12' H12D 109.5 . . ?
C11' C12' H12E 109.5 . . ?
C11' C12' H12F 109.5 . . ?
H12D C12' H12E 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C11' C13' H13D 109.5 . . ?
C11' C13' H13E 109.5 . . ?
C11' C13' H13F 109.5 . . ?
H13D C13' H13E 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?

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
O6 H6 O4 0.84(4) 1.84(4) 2.630(2) 155(3) 2_445

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O1 C1 C2 -163.71(16) . . . . ?
Mn1 O1 C1 C6 18.0(3) . . . . ?
Mn1 O2 C20 C15 -13.3(3) . . . . ?
Mn1 O2 C20 C19 168.62(17) . . . . ?
Mn1 O3 C21 O4 -169.35(16) . . . . ?
Mn1 O3 C21 C22 10.5(3) . . . . ?
Mn1 N1 C7 C6 0.4(3) . . . . ?
Mn1 N1 C8 C9 -78.7(2) . . . . ?
Mn1 N1 C8 C10 159.2(3) . . . . ?
Mn1 N1 C8 C11 39.7(2) . . . . ?
Mn1 N1 C8' C9' -160.6(16) . . . . ?
Mn1 N1 C8' C10' 78.0(11) . . . . ?
Mn1 N1 C8' C11' -47.0(8) . . . . ?
Mn1 N2 C14 C15 2.8(3) . . . . ?
Mn1 N2 C11 C8 32.3(2) . . . . ?
Mn1 N2 C11 C12 152.9(4) . . . . ?
Mn1 N2 C11 C13 -86.9(2) . . . . ?
Mn1 N2 C11' C8' -47.8(8) . . . . ?
Mn1 N2 C11' C12' 66.5(11) . . . . ?
Mn1 N2 C11' C13' -168(2) . . . . ?
O1 Mn1 O2 C20 177.5(2) . . . . ?
O1 C1 C2 C3 -176.4(2) . . . . ?
O1 C1 C6 C5 176.10(19) . . . . ?
O1 C1 C6 C7 -1.8(3) . . . . ?
O2 Mn1 O1 C1 175.46(18) . . . . ?
O3 Mn1 O1 C1 78.48(18) . . . . ?
O3 Mn1 O2 C20 -85.4(2) . . . . ?
O3 C21 C22 C23 -152.9(2) . . . . ?
O4 C21 C22 C23 27.0(3) . . . . ?
N1 Mn1 O1 C1 -19.80(18) . . . . ?
N1 Mn1 O2 C20 81.3(4) . . . . ?
N1 C8 C11 N2 -42.6(2) . . . . ?
N1 C8 C11 C12 -162.9(4) . . . . ?
N1 C8 C11 C13 73.1(2) . . . . ?
N1 C8' C11' N2 57.0(9) . . . . ?
N1 C8' C11' C12' -58.1(10) . . . . ?
N1 C8' C11' C13' 173(2) . . . . ?
N2 Mn1 O1 C1 -90.5(3) . . . . ?
N2 Mn1 O2 C20 16.9(2) . . . . ?
N2 C14 C15 C16 -178.5(2) . . . . ?
N2 C14 C15 C20 6.5(4) . . . . ?
C1 C2 C3 C4 -0.8(4) . . . . ?
C1 C6 C7 N1 -7.5(4) . . . . ?
C2 C1 C6 C5 -2.1(3) . . . . ?
C2 C1 C6 C7 180.0(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C4 C5 C6 C7 179.4(2) . . . . ?
C5 C6 C7 N1 174.6(2) . . . . ?
C6 C1 C2 C3 1.9(3) . . . . ?
C7 N1 C8 C9 92.6(2) . . . . ?
C7 N1 C8 C10 -29.5(4) . . . . ?
C7 N1 C8 C11 -149.0(2) . . . . ?
C7 N1 C8' C9' 41.5(17) . . . . ?
C7 N1 C8' C10' -80.0(12) . . . . ?
C7 N1 C8' C11' 155.1(5) . . . . ?
C14 N2 C11 C8 -158.6(2) . . . . ?
C14 N2 C11 C12 -38.1(4) . . . . ?
C14 N2 C11 C13 82.1(3) . . . . ?
C14 N2 C11' C8' 150.9(5) . . . . ?
C14 N2 C11' C12' -94.9(11) . . . . ?
C14 N2 C11' C13' 31(3) . . . . ?
C14 C15 C16 C17 -176.7(2) . . . . ?
C14 C15 C20 O2 -1.6(4) . . . . ?
C14 C15 C20 C19 176.4(2) . . . . ?
C15 C16 C17 C18 0.6(3) . . . . ?
C16 C15 C20 O2 -176.5(2) . . . . ?
C16 C15 C20 C19 1.6(3) . . . . ?
C16 C17 C18 C19 0.2(4) . . . . ?
C17 C18 C19 C20 -0.2(4) . . . . ?
C18 C19 C20 O2 177.5(2) . . . . ?
C18 C19 C20 C15 -0.7(4) . . . . ?
C20 C15 C16 C17 -1.5(3) . . . . ?
C21 C22 C23 C24 177.77(19) . . . . ?
C22 C23 C24 O5 14.1(4) . . . . ?
C22 C23 C24 O6 -166.6(2) . . . . ?
C8 N1 C7 C6 -170.3(2) . . . . ?
C9 C8 C11 N2 72.5(2) . . . . ?
C9 C8 C11 C12 -47.8(4) . . . . ?
C9 C8 C11 C13 -171.8(2) . . . . ?
C10 C8 C11 N2 -164.9(3) . . . . ?
C10 C8 C11 C12 74.8(5) . . . . ?
C10 C8 C11 C13 -49.3(4) . . . . ?
C11 N2 C14 C15 -165.3(2) . . . . ?
C8' N1 C7 C6 155.4(6) . . . . ?
C9' C8' C11' N2 166.0(16) . . . . ?
C9' C8' C11' C12' 50.8(18) . . . . ?
C9' C8' C11' C13' -78(3) . . . . ?
C10' C8' C11' N2 -72.4(9) . . . . ?
C10' C8' C11' C12' 172.5(10) . . . . ?
C10' C8' C11' C13' 43(2) . . . . ?
C11' N2 C14 C15 162.4(5) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       ', Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_350
_database_code_depnum_ccdc_archive 'CCDC 1530892'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-01-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            '[Mn(saltmen)(Hfmac)]'
_chemical_name_systematic        '[Mn(saltmen)(Hfmac)]'
_chemical_formula_moiety         'C24 H25 Mn N2 O6'
_chemical_formula_sum            'C24 H25 Mn N2 O6'
_chemical_formula_weight         492.40
_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 0.0030 0.0020 '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 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.8352(5)
_cell_length_b                   10.4074(5)
_cell_length_c                   22.6698(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.8840(10)
_cell_angle_gamma                90
_cell_volume                     2270.72(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13177
_cell_measurement_temperature    350.15
_cell_measurement_theta_max      54.79
_cell_measurement_theta_min      6.15
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.835
_exptl_absorpt_coefficient_mu    0.625
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.3064
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ABSCOR
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.3
_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  0.0368
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_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       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            15626
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.075
_diffrn_ambient_temperature      350.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3415
_reflns_number_total             4432
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.509
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         4432
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0449
_refine_ls_restrained_S_all      1.075
_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)+(0.0688P)²+0.2957P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1140
_refine_ls_wR_factor_ref         0.1239
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C8-C9 \\sim C8-C10 \\sim C8'-C9' \\sim C8'-C10' \\sim C8-C11
 with sigma of 0.01
 C11-C12 \\sim C11-C13 \\sim C11'-C12' \\sim C11'-C13' \\sim C8'-C11'
 with sigma of 0.01
 N1-C8' \\sim N1-C8 \\sim N2-C11 \\sim N2-C11'
 with sigma of 0.005
3. Others
 Sof(C8')=Sof(C9')=Sof(H9'A)=Sof(H9'B)=Sof(H9'C)=Sof(C10')=Sof(H10D)=Sof(H10E)=
 Sof(H10F)=Sof(C11')=Sof(C12')=Sof(H12D)=Sof(H12E)=Sof(H12F)=Sof(C13')=
 Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(1)
 Sof(C8)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C10)=Sof(H10A)=Sof(H10B)=
 Sof(H10C)=Sof(C11)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(H13C)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C22(H22), C23(H23)
4.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C9'(H9'A,H9'B,H9'C), C10'(H10D,H10E,H10F), C12'(H12D,H12E,H12F),
 C13'(H13D,H13E,H13F)
;
_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 -0.02307(4) 0.17767(3) 0.45205(2) 0.04499(15) Uani 1 1 d . . . . .
O1 O -0.10827(18) 0.04263(17) 0.40257(8) 0.0599(5) Uani 1 1 d . . . . .
O2 O -0.1559(2) 0.1607(2) 0.49795(9) 0.0788(6) Uani 1 1 d . . . . .
O3 O -0.1162(2) 0.33037(17) 0.39937(9) 0.0654(5) Uani 1 1 d . . . . .
O4 O -0.24244(19) 0.46256(17) 0.33378(8) 0.0626(5) Uani 1 1 d . . . . .
O5 O -0.5456(2) 0.0606(2) 0.30587(9) 0.0880(7) Uani 1 1 d . . . . .
O6 O -0.5626(3) 0.1287(2) 0.21235(9) 0.0911(8) Uani 1 1 d . . . . .
H6 H -0.599(5) 0.062(4) 0.2046(19) 0.137 Uiso 1 1 d R . . . .
N1 N 0.1481(2) 0.16583(18) 0.41990(9) 0.0516(5) Uani 1 1 d D . . . .
N2 N 0.1078(2) 0.2703(2) 0.51776(8) 0.0501(5) Uani 1 1 d D . . . .
C1 C -0.0830(3) 0.0038(2) 0.35066(11) 0.0526(6) Uani 1 1 d . . . . .
C2 C -0.1844(3) -0.0707(3) 0.31153(13) 0.0664(7) Uani 1 1 d . . . . .
H2 H -0.2696 -0.0873 0.3217 0.080 Uiso 1 1 calc R . . . .
C3 C -0.1568(4) -0.1180(3) 0.25876(13) 0.0769(9) Uani 1 1 d . . . . .
H3 H -0.2239 -0.1666 0.2334 0.092 Uiso 1 1 calc R . . . .
C4 C -0.0320(4) -0.0948(3) 0.24273(12) 0.0753(9) Uani 1 1 d . . . . .
H4 H -0.0146 -0.1278 0.2069 0.090 Uiso 1 1 calc R . . . .
C5 C 0.0678(3) -0.0222(3) 0.28010(12) 0.0656(7) Uani 1 1 d . . . . .
H5 H 0.1527 -0.0079 0.2693 0.079 Uiso 1 1 calc R . . . .
C6 C 0.0440(3) 0.0301(2) 0.33384(10) 0.0506(6) Uani 1 1 d . . . . .
C7 C 0.1540(3) 0.1026(2) 0.37162(11) 0.0564(6) Uani 1 1 d . . . . .
H7 H 0.2390 0.1038 0.3597 0.068 Uiso 1 1 calc R . . . .
C14 C 0.0789(3) 0.3048(2) 0.56777(11) 0.0540(6) Uani 1 1 d . . . . .
H14 H 0.1477 0.3479 0.5949 0.065 Uiso 1 1 calc R . . . .
C15 C -0.0499(3) 0.2830(2) 0.58564(10) 0.0480(5) Uani 1 1 d . . . . .
C16 C -0.0635(3) 0.3324(2) 0.64159(12) 0.0604(7) Uani 1 1 d . . . . .
H16 H 0.0096 0.3781 0.6648 0.072 Uiso 1 1 calc R . . . .
C17 C -0.1816(3) 0.3145(3) 0.66221(14) 0.0691(8) Uani 1 1 d . . . . .
H17 H -0.1893 0.3465 0.6997 0.083 Uiso 1 1 calc R . . . .
C18 C -0.2913(3) 0.2478(3) 0.62704(14) 0.0730(8) Uani 1 1 d . . . . .
H18 H -0.3729 0.2370 0.6412 0.088 Uiso 1 1 calc R . . . .
C19 C -0.2828(3) 0.1977(3) 0.57240(13) 0.0712(8) Uani 1 1 d . . . . .
H19 H -0.3576 0.1529 0.5498 0.085 Uiso 1 1 calc R . . . .
C20 C -0.1609(3) 0.2138(3) 0.55037(11) 0.0552(6) Uani 1 1 d . . . . .
C21 C -0.2238(2) 0.3566(2) 0.35892(10) 0.0471(5) Uani 1 1 d . . . . .
C22 C -0.3306(3) 0.2520(2) 0.34195(11) 0.0524(6) Uani 1 1 d . . . . .
H22 H -0.3387 0.1905 0.3708 0.063 Uiso 1 1 calc R . . . .
C23 C -0.4134(3) 0.2428(3) 0.28809(11) 0.0582(6) Uani 1 1 d . . . . .
H23 H -0.4090 0.3066 0.2598 0.070 Uiso 1 1 calc R . . . .
C24 C -0.5131(3) 0.1350(3) 0.27089(12) 0.0604(6) Uani 1 1 d . . . . .
C8 C 0.2615(5) 0.2649(5) 0.4443(2) 0.0472(15) Uani 0.481(6) 1 d D . P A 1
C9 C 0.2155(7) 0.3987(5) 0.4186(3) 0.0636(18) Uani 0.481(6) 1 d D . P A 1
H9A H 0.1277 0.4203 0.4283 0.095 Uiso 0.481(6) 1 calc GR . P A 1
H9B H 0.2064 0.3979 0.3757 0.095 Uiso 0.481(6) 1 calc GR . P A 1
H9C H 0.2837 0.4614 0.4360 0.095 Uiso 0.481(6) 1 calc GR . P A 1
C10 C 0.4016(12) 0.226(2) 0.4297(10) 0.064(4) Uani 0.481(6) 1 d D . P A 1
H10A H 0.4752 0.2701 0.4566 0.096 Uiso 0.481(6) 1 calc GR . P A 1
H10B H 0.4030 0.2494 0.3889 0.096 Uiso 0.481(6) 1 calc GR . P A 1
H10C H 0.4141 0.1351 0.4347 0.096 Uiso 0.481(6) 1 calc GR . P A 1
C11 C 0.2618(4) 0.2568(5) 0.5122(2) 0.0423(14) Uani 0.481(6) 1 d D . P A 1
C12 C 0.349(2) 0.3696(18) 0.5445(8) 0.059(4) Uani 0.481(6) 1 d D . P A 1
H12A H 0.4289 0.3826 0.5271 0.089 Uiso 0.481(6) 1 calc GR . P A 1
H12B H 0.3784 0.3498 0.5866 0.089 Uiso 0.481(6) 1 calc GR . P A 1
H12C H 0.2935 0.4463 0.5400 0.089 Uiso 0.481(6) 1 calc GR . P A 1
C13 C 0.3269(8) 0.1298(7) 0.5405(3) 0.0563(18) Uani 0.481(6) 1 d D . P A 1
H13A H 0.2786 0.0582 0.5192 0.085 Uiso 0.481(6) 1 calc GR . P A 1
H13B H 0.3195 0.1260 0.5821 0.085 Uiso 0.481(6) 1 calc GR . P A 1
H13C H 0.4231 0.1265 0.5379 0.085 Uiso 0.481(6) 1 calc GR . P A 1
C8' C 0.2792(4) 0.2063(5) 0.4670(2) 0.0483(14) Uani 0.519(6) 1 d D . P A 2
C9' C 0.3941(16) 0.245(2) 0.4339(9) 0.069(5) Uani 0.519(6) 1 d D . P A 2
H9'A H 0.4652 0.2917 0.4610 0.104 Uiso 0.519(6) 1 calc GR . P A 2
H9'B H 0.3555 0.2992 0.4002 0.104 Uiso 0.519(6) 1 calc GR . P A 2
H9'C H 0.4335 0.1698 0.4199 0.104 Uiso 0.519(6) 1 calc GR . P A 2
C10' C 0.3315(8) 0.0981(7) 0.5125(3) 0.0597(18) Uani 0.519(6) 1 d D . P A 2
H10D H 0.2572 0.0706 0.5312 0.090 Uiso 0.519(6) 1 calc GR . P A 2
H10E H 0.4071 0.1295 0.5429 0.090 Uiso 0.519(6) 1 calc GR . P A 2
H10F H 0.3627 0.0269 0.4919 0.090 Uiso 0.519(6) 1 calc GR . P A 2
C11' C 0.2385(4) 0.3255(4) 0.5003(2) 0.0474(14) Uani 0.519(6) 1 d D . P A 2
C12' C 0.1959(7) 0.4419(6) 0.4580(3) 0.0718(19) Uani 0.519(6) 1 d D . P A 2
H12D H 0.2771 0.4780 0.4470 0.108 Uiso 0.519(6) 1 calc GR . P A 2
H12E H 0.1521 0.5057 0.4783 0.108 Uiso 0.519(6) 1 calc GR . P A 2
H12F H 0.1323 0.4141 0.4223 0.108 Uiso 0.519(6) 1 calc GR . P A 2
C13' C 0.3453(16) 0.3683(17) 0.5568(7) 0.057(3) Uani 0.519(6) 1 d D . P A 2
H13D H 0.4365 0.3695 0.5477 0.085 Uiso 0.519(6) 1 calc GR . P A 2
H13E H 0.3438 0.3092 0.5891 0.085 Uiso 0.519(6) 1 calc GR . P A 2
H13F H 0.3220 0.4528 0.5685 0.085 Uiso 0.519(6) 1 calc GR . 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
Mn1 O1 1.8838(17) . ?
Mn1 O2 1.8388(19) . ?
Mn1 O3 2.0834(17) . ?
Mn1 N1 1.971(2) . ?
Mn1 N2 2.0037(19) . ?
O1 C1 1.316(3) . ?
O2 C20 1.321(3) . ?
O3 C21 1.279(3) . ?
O4 C21 1.238(3) . ?
O5 C24 1.198(3) . ?
O6 H6 0.78(4) . ?
O6 C24 1.318(3) . ?
N1 C7 1.289(3) . ?
N1 C8 1.536(4) . ?
N1 C8' 1.554(4) . ?
N2 C14 1.276(3) . ?
N2 C11 1.551(4) . ?
N2 C11' 1.532(4) . ?
C1 C2 1.420(3) . ?
C1 C6 1.405(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.371(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.398(3) . ?
C6 C7 1.446(3) . ?
C7 H7 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.425(3) . ?
C15 C16 1.400(4) . ?
C15 C20 1.411(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.351(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.362(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.401(4) . ?
C21 C22 1.506(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.324(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.489(4) . ?
C8 C9 1.541(6) . ?
C8 C10 1.534(8) . ?
C8 C11 1.541(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.546(8) . ?
C11 C13 1.549(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C8' C9' 1.534(8) . ?
C8' C10' 1.542(6) . ?
C8' C11' 1.548(6) . ?
C9' H9'A 0.9600 . ?
C9' H9'B 0.9600 . ?
C9' H9'C 0.9600 . ?
C10' H10D 0.9600 . ?
C10' H10E 0.9600 . ?
C10' H10F 0.9600 . ?
C11' C12' 1.549(6) . ?
C11' C13' 1.544(7) . ?
C12' H12D 0.9600 . ?
C12' H12E 0.9600 . ?
C12' H12F 0.9600 . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?

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
O1 Mn1 O3 97.97(8) . . ?
O1 Mn1 N1 92.42(8) . . ?
O1 Mn1 N2 160.12(9) . . ?
O2 Mn1 O1 89.10(8) . . ?
O2 Mn1 O3 96.78(10) . . ?
O2 Mn1 N1 164.52(10) . . ?
O2 Mn1 N2 92.78(8) . . ?
N1 Mn1 O3 98.26(9) . . ?
N1 Mn1 N2 80.68(8) . . ?
N2 Mn1 O3 101.46(8) . . ?
C1 O1 Mn1 128.25(16) . . ?
C20 O2 Mn1 129.13(17) . . ?
C21 O3 Mn1 140.79(16) . . ?
C24 O6 H6 109(3) . . ?
C7 N1 Mn1 122.52(17) . . ?
C7 N1 C8 119.4(3) . . ?
C7 N1 C8' 123.1(3) . . ?
C8 N1 Mn1 116.0(2) . . ?
C8' N1 Mn1 112.3(2) . . ?
C14 N2 Mn1 124.69(17) . . ?
C14 N2 C11 119.9(3) . . ?
C14 N2 C11' 118.4(3) . . ?
C11 N2 Mn1 112.6(2) . . ?
C11' N2 Mn1 115.7(2) . . ?
O1 C1 C2 119.2(2) . . ?
O1 C1 C6 121.7(2) . . ?
C6 C1 C2 119.1(2) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.7(3) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.5(3) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C7 122.6(2) . . ?
C5 C6 C1 118.5(2) . . ?
C5 C6 C7 118.7(2) . . ?
N1 C7 C6 127.6(2) . . ?
N1 C7 H7 116.2 . . ?
C6 C7 H7 116.2 . . ?
N2 C14 H14 117.2 . . ?
N2 C14 C15 125.5(2) . . ?
C15 C14 H14 117.2 . . ?
C16 C15 C14 117.1(2) . . ?
C16 C15 C20 119.6(2) . . ?
C20 C15 C14 123.4(2) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.5(3) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.8(3) . . ?
C19 C18 H18 119.1 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.7(3) . . ?
C20 C19 H19 120.1 . . ?
O2 C20 C15 123.8(2) . . ?
O2 C20 C19 117.6(2) . . ?
C19 C20 C15 118.6(2) . . ?
O3 C21 C22 117.3(2) . . ?
O4 C21 O3 122.8(2) . . ?
O4 C21 C22 119.8(2) . . ?
C21 C22 H22 118.3 . . ?
C23 C22 C21 123.4(2) . . ?
C23 C22 H22 118.3 . . ?
C22 C23 H23 118.6 . . ?
C22 C23 C24 122.9(3) . . ?
C24 C23 H23 118.6 . . ?
O5 C24 O6 122.8(3) . . ?
O5 C24 C23 124.4(2) . . ?
O6 C24 C23 112.8(2) . . ?
N1 C8 C9 109.6(4) . . ?
N1 C8 C11 100.0(3) . . ?
C10 C8 N1 111.4(9) . . ?
C10 C8 C9 111.3(10) . . ?
C10 C8 C11 112.5(9) . . ?
C11 C8 C9 111.5(5) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 N2 106.0(3) . . ?
C8 C11 C12 108.6(9) . . ?
C8 C11 C13 112.1(5) . . ?
C12 C11 N2 110.3(10) . . ?
C12 C11 C13 108.0(10) . . ?
C13 C11 N2 111.7(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9' C8' N1 109.1(9) . . ?
C9' C8' C10' 110.1(9) . . ?
C9' C8' C11' 108.5(9) . . ?
C10' C8' N1 112.1(4) . . ?
C10' C8' C11' 110.1(5) . . ?
C11' C8' N1 106.9(3) . . ?
C8' C9' H9'A 109.5 . . ?
C8' C9' H9'B 109.5 . . ?
C8' C9' H9'C 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
C8' C10' H10D 109.5 . . ?
C8' C10' H10E 109.5 . . ?
C8' C10' H10F 109.5 . . ?
H10D C10' H10E 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
N2 C11' C8' 98.0(3) . . ?
N2 C11' C12' 108.6(4) . . ?
N2 C11' C13' 111.0(7) . . ?
C8' C11' C12' 112.8(5) . . ?
C13' C11' C8' 115.8(9) . . ?
C13' C11' C12' 109.8(9) . . ?
C11' C12' H12D 109.5 . . ?
C11' C12' H12E 109.5 . . ?
C11' C12' H12F 109.5 . . ?
H12D C12' H12E 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C11' C13' H13D 109.5 . . ?
C11' C13' H13E 109.5 . . ?
C11' C13' H13F 109.5 . . ?
H13D C13' H13E 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?

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
O6 H6 O4 0.78(4) 1.92(4) 2.634(3) 150(5) 2_445

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O1 C1 C2 -160.38(18) . . . . ?
Mn1 O1 C1 C6 21.9(3) . . . . ?
Mn1 O2 C20 C15 -9.2(4) . . . . ?
Mn1 O2 C20 C19 172.2(2) . . . . ?
Mn1 O3 C21 O4 -175.49(19) . . . . ?
Mn1 O3 C21 C22 4.3(4) . . . . ?
Mn1 N1 C7 C6 -1.0(4) . . . . ?
Mn1 N1 C8 C9 -71.3(4) . . . . ?
Mn1 N1 C8 C10 165.1(10) . . . . ?
Mn1 N1 C8 C11 45.9(4) . . . . ?
Mn1 N1 C8' C9' -158.1(10) . . . . ?
Mn1 N1 C8' C10' 79.7(4) . . . . ?
Mn1 N1 C8' C11' -41.0(4) . . . . ?
Mn1 N2 C14 C15 0.5(4) . . . . ?
Mn1 N2 C11 C8 38.9(4) . . . . ?
Mn1 N2 C11 C12 156.3(9) . . . . ?
Mn1 N2 C11 C13 -83.5(4) . . . . ?
Mn1 N2 C11' C8' -46.2(4) . . . . ?
Mn1 N2 C11' C12' 71.3(4) . . . . ?
Mn1 N2 C11' C13' -167.9(9) . . . . ?
O1 Mn1 O2 C20 170.0(3) . . . . ?
O1 C1 C2 C3 -176.4(2) . . . . ?
O1 C1 C6 C5 175.3(2) . . . . ?
O1 C1 C6 C7 -0.9(4) . . . . ?
O2 Mn1 O1 C1 170.1(2) . . . . ?
O3 Mn1 O1 C1 73.4(2) . . . . ?
O3 Mn1 O2 C20 -92.1(3) . . . . ?
O3 C21 C22 C23 -151.9(3) . . . . ?
O4 C21 C22 C23 27.9(4) . . . . ?
N1 Mn1 O1 C1 -25.3(2) . . . . ?
N1 Mn1 O2 C20 74.2(5) . . . . ?
N1 C8 C11 N2 -50.1(5) . . . . ?
N1 C8 C11 C12 -168.7(10) . . . . ?
N1 C8 C11 C13 72.1(5) . . . . ?
N1 C8' C11' N2 51.7(4) . . . . ?
N1 C8' C11' C12' -62.5(4) . . . . ?
N1 C8' C11' C13' 169.8(8) . . . . ?
N2 Mn1 O1 C1 -94.2(3) . . . . ?
N2 Mn1 O2 C20 9.8(3) . . . . ?
N2 C14 C15 C16 -177.8(2) . . . . ?
N2 C14 C15 C20 3.0(4) . . . . ?
C1 C2 C3 C4 0.0(5) . . . . ?
C1 C6 C7 N1 -9.6(4) . . . . ?
C2 C1 C6 C5 -2.4(4) . . . . ?
C2 C1 C6 C7 -178.6(2) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C3 C4 C5 C6 -0.9(5) . . . . ?
C4 C5 C6 C1 2.2(4) . . . . ?
C4 C5 C6 C7 178.5(3) . . . . ?
C5 C6 C7 N1 174.2(3) . . . . ?
C6 C1 C2 C3 1.3(4) . . . . ?
C7 N1 C8 C9 92.6(5) . . . . ?
C7 N1 C8 C10 -31.0(10) . . . . ?
C7 N1 C8 C11 -150.2(3) . . . . ?
C7 N1 C8' C9' 37.9(10) . . . . ?
C7 N1 C8' C10' -84.3(5) . . . . ?
C7 N1 C8' C11' 155.0(3) . . . . ?
C14 N2 C11 C8 -159.3(3) . . . . ?
C14 N2 C11 C12 -41.9(10) . . . . ?
C14 N2 C11 C13 78.3(5) . . . . ?
C14 N2 C11' C8' 145.8(3) . . . . ?
C14 N2 C11' C12' -96.7(5) . . . . ?
C14 N2 C11' C13' 24.1(9) . . . . ?
C14 C15 C16 C17 -179.1(2) . . . . ?
C14 C15 C20 O2 1.2(4) . . . . ?
C14 C15 C20 C19 179.8(2) . . . . ?
C15 C16 C17 C18 -0.9(4) . . . . ?
C16 C15 C20 O2 -178.0(2) . . . . ?
C16 C15 C20 C19 0.6(4) . . . . ?
C16 C17 C18 C19 1.1(5) . . . . ?
C17 C18 C19 C20 -0.4(5) . . . . ?
C18 C19 C20 O2 178.2(3) . . . . ?
C18 C19 C20 C15 -0.4(4) . . . . ?
C20 C15 C16 C17 0.1(4) . . . . ?
C21 C22 C23 C24 176.6(2) . . . . ?
C22 C23 C24 O5 13.7(5) . . . . ?
C22 C23 C24 O6 -166.0(3) . . . . ?
C8 N1 C7 C6 -163.8(3) . . . . ?
C9 C8 C11 N2 65.7(4) . . . . ?
C9 C8 C11 C12 -52.8(11) . . . . ?
C9 C8 C11 C13 -172.1(5) . . . . ?
C10 C8 C11 N2 -168.4(10) . . . . ?
C10 C8 C11 C12 73.0(14) . . . . ?
C10 C8 C11 C13 -46.3(11) . . . . ?
C11 N2 C14 C15 -159.0(3) . . . . ?
C8' N1 C7 C6 161.4(3) . . . . ?
C9' C8' C11' N2 169.2(9) . . . . ?
C9' C8' C11' C12' 55.0(10) . . . . ?
C9' C8' C11' C13' -72.7(12) . . . . ?
C10' C8' C11' N2 -70.3(4) . . . . ?
C10' C8' C11' C12' 175.5(5) . . . . ?
C10' C8' C11' C13' 47.7(9) . . . . ?
C11' N2 C14 C15 167.4(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       ', Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_150
_database_code_depnum_ccdc_archive 'CCDC 1530888'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-01-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            '[Mn(saltmen)(Hfmac)]'
_chemical_name_systematic        '[Mn(saltmen)(Hfmac)]'
_chemical_formula_moiety         'C24 H25 Mn N2 O6'
_chemical_formula_sum            'C24 H25 Mn N2 O6'
_chemical_formula_weight         492.40
_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 0.0030 0.0020 '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 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.7701(13)
_cell_length_b                   10.0137(13)
_cell_length_c                   22.834(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.106(4)
_cell_angle_gamma                90
_cell_volume                     2192.2(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9098
_cell_measurement_temperature    150
_cell_measurement_theta_max      54.96
_cell_measurement_theta_min      6.10
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.830
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.3125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ABSCOR
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.3
_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  0.0569
_diffrn_reflns_av_unetI/netI     0.0685
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9828
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.051
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3434
_reflns_number_total             4225
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         1.132
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.180
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0598
_refine_ls_restrained_S_all      1.058
_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)+(0.1012P)²+0.0860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
_refine_ls_wR_factor_ref         0.1603
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C22(H22), C23(H23)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_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 -0.01511(4) 0.17196(4) 0.44977(2) 0.01958(18) Uani 1 1 d . . . . .
O1 O -0.1055(2) 0.0401(2) 0.39655(8) 0.0247(4) Uani 1 1 d . . . . .
O2 O -0.1450(2) 0.1426(2) 0.49587(9) 0.0302(5) Uani 1 1 d . . . . .
O3 O -0.1127(2) 0.33861(19) 0.40377(9) 0.0275(5) Uani 1 1 d . . . . .
O4 O -0.2383(2) 0.47529(19) 0.33633(8) 0.0260(5) Uani 1 1 d . . . . .
O5 O -0.5461(2) 0.0619(2) 0.30309(9) 0.0373(6) Uani 1 1 d . . . . .
O6 O -0.5558(3) 0.1354(3) 0.21057(10) 0.0396(6) Uani 1 1 d . . . . .
H6 H -0.604(5) 0.073(4) 0.2029(17) 0.059 Uiso 1 1 d R . . . .
N1 N 0.1531(2) 0.1712(2) 0.41550(10) 0.0204(5) Uani 1 1 d . . . . .
N2 N 0.1191(2) 0.2588(2) 0.51720(10) 0.0197(5) Uani 1 1 d . . . . .
C1 C -0.0775(3) 0.0009(3) 0.34543(12) 0.0222(6) Uani 1 1 d . . . . .
C2 C -0.1788(3) -0.0759(3) 0.30579(12) 0.0263(6) Uani 1 1 d . . . . .
H2 H -0.2673 -0.0925 0.3158 0.032 Uiso 1 1 calc R . . . .
C3 C -0.1502(3) -0.1254(3) 0.25389(12) 0.0292(7) Uani 1 1 d . . . . .
H3 H -0.2174 -0.1782 0.2283 0.035 Uiso 1 1 calc R . . . .
C4 C -0.0230(3) -0.0986(3) 0.23865(12) 0.0276(7) Uani 1 1 d . . . . .
H4 H -0.0034 -0.1320 0.2022 0.033 Uiso 1 1 calc R . . . .
C5 C 0.0771(3) -0.0226(3) 0.27637(12) 0.0249(6) Uani 1 1 d . . . . .
H5 H 0.1645 -0.0060 0.2653 0.030 Uiso 1 1 calc R . . . .
C6 C 0.0512(3) 0.0294(3) 0.33002(11) 0.0212(6) Uani 1 1 d . . . . .
C7 C 0.1607(3) 0.1079(3) 0.36711(12) 0.0217(6) Uani 1 1 d . . . . .
H7 H 0.2473 0.1128 0.3541 0.026 Uiso 1 1 calc R . . . .
C8 C 0.2692(3) 0.2632(3) 0.44568(12) 0.0232(6) Uani 1 1 d . . . A 1
C9 C 0.2281(3) 0.4034(3) 0.42003(13) 0.0302(7) Uani 1 1 d . . . A 1
H9A H 0.1403 0.4309 0.4312 0.045 Uiso 1 1 calc GR . . A 1
H9B H 0.2164 0.4010 0.3764 0.045 Uiso 1 1 calc GR . . A 1
H9C H 0.3016 0.4674 0.4362 0.045 Uiso 1 1 calc GR . . A 1
C10 C 0.4111(3) 0.2257(3) 0.43374(13) 0.0284(7) Uani 1 1 d . . . A 1
H10A H 0.4830 0.2779 0.4598 0.043 Uiso 1 1 calc GR . . A 1
H10B H 0.4146 0.2446 0.3919 0.043 Uiso 1 1 calc GR . . A 1
H10C H 0.4276 0.1303 0.4417 0.043 Uiso 1 1 calc GR . . A 1
C11 C 0.2709(3) 0.2598(3) 0.51350(12) 0.0232(6) Uani 1 1 d . . . A 1
C12 C 0.3513(3) 0.3779(3) 0.54705(12) 0.0265(6) Uani 1 1 d . . . A 1
H12A H 0.4411 0.3880 0.5345 0.040 Uiso 1 1 calc GR . . A 1
H12B H 0.3673 0.3609 0.5901 0.040 Uiso 1 1 calc GR . . A 1
H12C H 0.2966 0.4599 0.5380 0.040 Uiso 1 1 calc GR . . A 1
C13 C 0.3333(3) 0.1280(3) 0.54240(13) 0.0275(6) Uani 1 1 d . . . A 1
H13A H 0.2836 0.0520 0.5210 0.041 Uiso 1 1 calc GR . . A 1
H13B H 0.3234 0.1254 0.5843 0.041 Uiso 1 1 calc GR . . A 1
H13C H 0.4323 0.1229 0.5402 0.041 Uiso 1 1 calc GR . . A 1
C14 C 0.0864(3) 0.2974(3) 0.56587(12) 0.0220(6) Uani 1 1 d . . . . .
H14 H 0.1560 0.3418 0.5939 0.026 Uiso 1 1 calc R . . . .
C15 C -0.0462(3) 0.2789(3) 0.58122(12) 0.0212(6) Uani 1 1 d . . . . .
C16 C -0.0629(3) 0.3311(3) 0.63651(13) 0.0237(6) Uani 1 1 d . . . . .
H16 H 0.0102 0.3810 0.6601 0.028 Uiso 1 1 calc R . . . .
C17 C -0.1829(3) 0.3099(3) 0.65587(13) 0.0276(7) Uani 1 1 d . . . . .
H17 H -0.1947 0.3456 0.6931 0.033 Uiso 1 1 calc R . . . .
C18 C -0.2913(3) 0.2347(3) 0.62087(13) 0.0279(7) Uani 1 1 d . . . . .
H18 H -0.3756 0.2213 0.6350 0.034 Uiso 1 1 calc R . . . .
C19 C -0.2776(3) 0.1808(3) 0.56710(13) 0.0264(7) Uani 1 1 d . . . . .
H19 H -0.3513 0.1300 0.5443 0.032 Uiso 1 1 calc R . . . .
C20 C -0.1555(3) 0.2011(3) 0.54655(12) 0.0231(6) Uani 1 1 d . . . . .
C21 C -0.2196(3) 0.3645(3) 0.36192(11) 0.0218(6) Uani 1 1 d . . . . .
C22 C -0.3259(3) 0.2562(3) 0.34293(12) 0.0225(6) Uani 1 1 d . . . . .
H22 H -0.3366 0.1895 0.3713 0.027 Uiso 1 1 calc R . . . .
C23 C -0.4067(3) 0.2483(3) 0.28809(13) 0.0260(6) Uani 1 1 d . . . . .
H23 H -0.3980 0.3161 0.2600 0.031 Uiso 1 1 calc R . . . .
C24 C -0.5088(3) 0.1392(3) 0.26926(12) 0.0267(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 1.8937(19) . ?
Mn1 O2 1.8218(19) . ?
Mn1 O3 2.100(2) . ?
Mn1 N1 1.952(2) . ?
Mn1 N2 2.017(2) . ?
O1 C1 1.310(3) . ?
O2 C20 1.319(3) . ?
O3 C21 1.299(3) . ?
O4 C21 1.251(3) . ?
O5 C24 1.199(4) . ?
O6 H6 0.78(4) . ?
O6 C24 1.331(4) . ?
N1 C7 1.289(3) . ?
N1 C8 1.519(3) . ?
N2 C11 1.502(3) . ?
N2 C14 1.274(3) . ?
C1 C2 1.430(4) . ?
C1 C6 1.399(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.363(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.397(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.398(4) . ?
C6 C7 1.459(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.544(4) . ?
C8 C10 1.511(4) . ?
C8 C11 1.546(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.539(4) . ?
C11 C13 1.548(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C15 1.418(4) . ?
C15 C16 1.404(4) . ?
C15 C20 1.431(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.347(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.414(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.371(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.379(4) . ?
C21 C22 1.507(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.348(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.486(4) . ?

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
O1 Mn1 O3 97.03(9) . . ?
O1 Mn1 N1 93.72(9) . . ?
O1 Mn1 N2 160.85(9) . . ?
O2 Mn1 O1 88.15(9) . . ?
O2 Mn1 O3 96.74(9) . . ?
O2 Mn1 N1 164.83(10) . . ?
O2 Mn1 N2 92.92(9) . . ?
N1 Mn1 O3 97.97(9) . . ?
N1 Mn1 N2 80.45(9) . . ?
N2 Mn1 O3 101.83(8) . . ?
C1 O1 Mn1 129.00(18) . . ?
C20 O2 Mn1 128.04(18) . . ?
C21 O3 Mn1 138.58(18) . . ?
C24 O6 H6 109(3) . . ?
C7 N1 Mn1 122.5(2) . . ?
C7 N1 C8 121.7(2) . . ?
C8 N1 Mn1 115.38(16) . . ?
C11 N2 Mn1 117.64(16) . . ?
C14 N2 Mn1 124.2(2) . . ?
C14 N2 C11 117.6(2) . . ?
O1 C1 C2 119.1(2) . . ?
O1 C1 C6 121.0(3) . . ?
C6 C1 C2 119.8(2) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.5(3) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.3(3) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C7 123.9(2) . . ?
C5 C6 C1 117.8(3) . . ?
C5 C6 C7 118.2(3) . . ?
N1 C7 C6 127.3(3) . . ?
N1 C7 H7 116.4 . . ?
C6 C7 H7 116.4 . . ?
N1 C8 C9 105.2(2) . . ?
N1 C8 C11 107.7(2) . . ?
C9 C8 C11 110.6(2) . . ?
C10 C8 N1 113.5(2) . . ?
C10 C8 C9 109.8(2) . . ?
C10 C8 C11 110.0(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C8 103.7(2) . . ?
N2 C11 C12 113.1(2) . . ?
N2 C11 C13 106.4(2) . . ?
C8 C11 C13 111.9(2) . . ?
C12 C11 C8 112.8(2) . . ?
C12 C11 C13 108.8(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C14 H14 117.6 . . ?
N2 C14 C15 124.8(3) . . ?
C15 C14 H14 117.6 . . ?
C14 C15 C20 123.6(2) . . ?
C16 C15 C14 116.3(3) . . ?
C16 C15 C20 119.8(3) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(3) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 120.5 . . ?
C18 C19 C20 119.1(3) . . ?
C20 C19 H19 120.5 . . ?
O2 C20 C15 123.5(2) . . ?
O2 C20 C19 116.9(3) . . ?
C19 C20 C15 119.6(3) . . ?
O3 C21 C22 118.7(2) . . ?
O4 C21 O3 123.0(3) . . ?
O4 C21 C22 118.3(2) . . ?
C21 C22 H22 118.1 . . ?
C23 C22 C21 123.9(3) . . ?
C23 C22 H22 118.1 . . ?
C22 C23 H23 118.2 . . ?
C22 C23 C24 123.5(3) . . ?
C24 C23 H23 118.2 . . ?
O5 C24 O6 122.8(3) . . ?
O5 C24 C23 124.0(3) . . ?
O6 C24 C23 113.2(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
O6 H6 O4 0.78(4) 1.90(4) 2.633(3) 157(4) 2_445

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O1 C1 C2 -164.72(19) . . . . ?
Mn1 O1 C1 C6 17.2(4) . . . . ?
Mn1 O2 C20 C15 -14.5(4) . . . . ?
Mn1 O2 C20 C19 167.8(2) . . . . ?
Mn1 O3 C21 O4 -167.23(19) . . . . ?
Mn1 O3 C21 C22 12.4(4) . . . . ?
Mn1 N1 C7 C6 0.5(4) . . . . ?
Mn1 N1 C8 C9 -80.7(2) . . . . ?
Mn1 N1 C8 C10 159.32(19) . . . . ?
Mn1 N1 C8 C11 37.3(3) . . . . ?
Mn1 N2 C11 C8 30.1(3) . . . . ?
Mn1 N2 C11 C12 152.58(19) . . . . ?
Mn1 N2 C11 C13 -88.1(2) . . . . ?
Mn1 N2 C14 C15 3.5(4) . . . . ?
O1 Mn1 O2 C20 179.8(2) . . . . ?
O1 C1 C2 C3 -176.0(3) . . . . ?
O1 C1 C6 C5 176.2(2) . . . . ?
O1 C1 C6 C7 -2.6(4) . . . . ?
O2 Mn1 O1 C1 176.8(2) . . . . ?
O3 Mn1 O1 C1 80.2(2) . . . . ?
O3 Mn1 O2 C20 -83.3(2) . . . . ?
O3 C21 C22 C23 -152.9(3) . . . . ?
O4 C21 C22 C23 26.8(4) . . . . ?
N1 Mn1 O1 C1 -18.3(2) . . . . ?
N1 Mn1 O2 C20 82.4(4) . . . . ?
N1 C8 C11 N2 -39.9(3) . . . . ?
N1 C8 C11 C12 -162.6(2) . . . . ?
N1 C8 C11 C13 74.3(3) . . . . ?
N2 Mn1 O1 C1 -89.7(3) . . . . ?
N2 Mn1 O2 C20 19.0(3) . . . . ?
N2 C14 C15 C16 -178.7(3) . . . . ?
N2 C14 C15 C20 7.2(4) . . . . ?
C1 C2 C3 C4 -1.6(4) . . . . ?
C1 C6 C7 N1 -6.4(4) . . . . ?
C2 C1 C6 C5 -1.9(4) . . . . ?
C2 C1 C6 C7 179.4(2) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
C4 C5 C6 C1 1.2(4) . . . . ?
C4 C5 C6 C7 -180.0(3) . . . . ?
C5 C6 C7 N1 174.8(3) . . . . ?
C6 C1 C2 C3 2.1(4) . . . . ?
C7 N1 C8 C9 92.7(3) . . . . ?
C7 N1 C8 C10 -27.3(4) . . . . ?
C7 N1 C8 C11 -149.4(2) . . . . ?
C8 N1 C7 C6 -172.3(3) . . . . ?
C9 C8 C11 N2 74.5(3) . . . . ?
C9 C8 C11 C12 -48.2(3) . . . . ?
C9 C8 C11 C13 -171.2(2) . . . . ?
C10 C8 C11 N2 -164.1(2) . . . . ?
C10 C8 C11 C12 73.2(3) . . . . ?
C10 C8 C11 C13 -49.8(3) . . . . ?
C11 N2 C14 C15 -167.3(2) . . . . ?
C14 N2 C11 C8 -158.6(2) . . . . ?
C14 N2 C11 C12 -36.0(3) . . . . ?
C14 N2 C11 C13 83.3(3) . . . . ?
C14 C15 C16 C17 -175.7(3) . . . . ?
C14 C15 C20 O2 -2.3(4) . . . . ?
C14 C15 C20 C19 175.4(3) . . . . ?
C15 C16 C17 C18 0.4(4) . . . . ?
C16 C15 C20 O2 -176.1(3) . . . . ?
C16 C15 C20 C19 1.5(4) . . . . ?
C16 C17 C18 C19 0.5(4) . . . . ?
C17 C18 C19 C20 -0.4(4) . . . . ?
C18 C19 C20 O2 177.2(3) . . . . ?
C18 C19 C20 C15 -0.6(4) . . . . ?
C20 C15 C16 C17 -1.4(4) . . . . ?
C21 C22 C23 C24 178.4(3) . . . . ?
C22 C23 C24 O5 13.3(5) . . . . ?
C22 C23 C24 O6 -166.9(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       ', Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_300
_database_code_depnum_ccdc_archive 'CCDC 1530891'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-01-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            '[Mn(saltmen)(Hfmac)]'
_chemical_name_systematic        '[Mn(saltmen)(Hfmac)]'
_chemical_formula_moiety         'C24 H25 Mn N2 O6'
_chemical_formula_sum            'C24 H25 Mn N2 O6'
_chemical_formula_weight         492.40
_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 0.0030 0.0020 '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 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.8143(4)
_cell_length_b                   10.2937(4)
_cell_length_c                   22.7516(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.7850(10)
_cell_angle_gamma                90
_cell_volume                     2250.04(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20239
_cell_measurement_temperature    300
_cell_measurement_theta_max      54.90
_cell_measurement_theta_min      6.14
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.833
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.3117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ABSCOR
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.3
_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  0.0376
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            22026
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         3.070
_diffrn_ambient_temperature      300
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3650
_reflns_number_total             4413
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.561
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         4413
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.050
_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)+(0.0692P)²+0.5932P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1184
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C8-C9 \\sim C8-C10 \\sim C8'-C9' \\sim C8'-C10' \\sim C8-C11
 with sigma of 0.01
 C11-C12 \\sim C11-C13 \\sim C11'-C12' \\sim C11'-C13' \\sim C8'-C11'
 with sigma of 0.01
 N1-C8' \\sim N1-C8 \\sim N2-C11 \\sim N2-C11'
 with sigma of 0.005
3. Others
 Sof(C8')=Sof(C9')=Sof(H9'A)=Sof(H9'B)=Sof(H9'C)=Sof(C10')=Sof(H10D)=Sof(H10E)=
 Sof(H10F)=Sof(C11')=Sof(C12')=Sof(H12D)=Sof(H12E)=Sof(H12F)=Sof(C13')=
 Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(1)
 Sof(C8)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C10)=Sof(H10A)=Sof(H10B)=
 Sof(H10C)=Sof(C11)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(H13C)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C22(H22), C23(H23)
4.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C9'(H9'A,H9'B,H9'C), C10'(H10D,H10E,H10F), C12'(H12D,H12E,H12F),
 C13'(H13D,H13E,H13F)
;
_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 -0.02134(3) 0.17672(3) 0.45142(2) 0.03847(13) Uani 1 1 d . . . . .
O1 O -0.10785(16) 0.04218(15) 0.40110(7) 0.0510(4) Uani 1 1 d . . . . .
O2 O -0.15391(19) 0.1571(2) 0.49725(8) 0.0721(6) Uani 1 1 d . . . . .
O3 O -0.11500(18) 0.33309(15) 0.40028(8) 0.0560(4) Uani 1 1 d . . . . .
O4 O -0.24138(17) 0.46652(15) 0.33431(7) 0.0528(4) Uani 1 1 d . . . . .
O5 O -0.5454(2) 0.0613(2) 0.30509(8) 0.0730(6) Uani 1 1 d . . . . .
O6 O -0.5606(2) 0.1314(2) 0.21174(8) 0.0748(6) Uani 1 1 d . . . . .
H6 H -0.610(4) 0.066(4) 0.2048(17) 0.112 Uiso 1 1 d R . . . .
N1 N 0.14887(19) 0.16747(16) 0.41872(9) 0.0436(4) Uani 1 1 d D . . . .
N2 N 0.11035(18) 0.26764(18) 0.51748(8) 0.0426(4) Uani 1 1 d D . . . .
C1 C -0.0817(2) 0.0034(2) 0.34940(10) 0.0445(5) Uani 1 1 d . . . . .
C2 C -0.1832(3) -0.0713(2) 0.30993(12) 0.0563(6) Uani 1 1 d . . . . .
H2 H -0.2689 -0.0875 0.3198 0.068 Uiso 1 1 calc R . . . .
C3 C -0.1558(3) -0.1194(3) 0.25757(12) 0.0646(7) Uani 1 1 d . . . . .
H3 H -0.2226 -0.1691 0.2325 0.078 Uiso 1 1 calc R . . . .
C4 C -0.0298(3) -0.0949(3) 0.24163(11) 0.0630(7) Uani 1 1 d . . . . .
H4 H -0.0121 -0.1276 0.2058 0.076 Uiso 1 1 calc R . . . .
C5 C 0.0699(3) -0.0218(2) 0.27904(10) 0.0539(6) Uani 1 1 d . . . . .
H5 H 0.1549 -0.0069 0.2682 0.065 Uiso 1 1 calc R . . . .
C6 C 0.0459(2) 0.0307(2) 0.33300(10) 0.0441(5) Uani 1 1 d . . . . .
C7 C 0.1559(2) 0.1043(2) 0.37038(10) 0.0480(5) Uani 1 1 d . . . . .
H7 H 0.2409 0.1064 0.3583 0.058 Uiso 1 1 calc R . . . .
C14 C 0.0809(2) 0.3031(2) 0.56746(10) 0.0451(5) Uani 1 1 d . . . . .
H14 H 0.1498 0.3461 0.5947 0.054 Uiso 1 1 calc R . . . .
C15 C -0.0493(2) 0.2816(2) 0.58462(10) 0.0418(5) Uani 1 1 d . . . . .
C16 C -0.0633(3) 0.3315(2) 0.64050(11) 0.0512(6) Uani 1 1 d . . . . .
H16 H 0.0096 0.3778 0.6638 0.061 Uiso 1 1 calc R . . . .
C17 C -0.1823(3) 0.3126(2) 0.66071(13) 0.0591(7) Uani 1 1 d . . . . .
H17 H -0.1909 0.3453 0.6979 0.071 Uiso 1 1 calc R . . . .
C18 C -0.2920(3) 0.2440(3) 0.62554(13) 0.0635(7) Uani 1 1 d . . . . .
H18 H -0.3737 0.2321 0.6395 0.076 Uiso 1 1 calc R . . . .
C19 C -0.2820(3) 0.1937(3) 0.57093(12) 0.0635(7) Uani 1 1 d . . . . .
H19 H -0.3562 0.1480 0.5483 0.076 Uiso 1 1 calc R . . . .
C20 C -0.1599(2) 0.2112(3) 0.54936(10) 0.0497(6) Uani 1 1 d . . . . .
C21 C -0.2224(2) 0.3591(2) 0.35978(9) 0.0408(5) Uani 1 1 d . . . . .
C22 C -0.3291(2) 0.2534(2) 0.34200(10) 0.0436(5) Uani 1 1 d . . . . .
H22 H -0.3376 0.1904 0.3703 0.052 Uiso 1 1 calc R . . . .
C23 C -0.4116(2) 0.2455(2) 0.28806(10) 0.0493(5) Uani 1 1 d . . . . .
H23 H -0.4070 0.3107 0.2602 0.059 Uiso 1 1 calc R . . . .
C24 C -0.5115(3) 0.1363(2) 0.27039(11) 0.0511(6) Uani 1 1 d . . . . .
C8 C 0.2635(4) 0.2652(4) 0.44440(16) 0.0381(10) Uani 0.584(6) 1 d D . P A 1
C9 C 0.2176(5) 0.4005(4) 0.4186(2) 0.0544(13) Uani 0.584(6) 1 d D . P A 1
H9A H 0.1311 0.4237 0.4293 0.082 Uiso 0.584(6) 1 calc GR . P A 1
H9B H 0.2057 0.3985 0.3757 0.082 Uiso 0.584(6) 1 calc GR . P A 1
H9C H 0.2874 0.4634 0.4348 0.082 Uiso 0.584(6) 1 calc GR . P A 1
C10 C 0.4088(12) 0.2274(17) 0.4339(7) 0.051(3) Uani 0.584(6) 1 d D . P A 1
H10A H 0.4787 0.2746 0.4614 0.076 Uiso 0.584(6) 1 calc GR . P A 1
H10B H 0.4149 0.2483 0.3934 0.076 Uiso 0.584(6) 1 calc GR . P A 1
H10C H 0.4230 0.1359 0.4405 0.076 Uiso 0.584(6) 1 calc GR . P A 1
C11 C 0.2649(3) 0.2580(4) 0.51256(16) 0.0362(10) Uani 0.584(6) 1 d D . P A 1
C12 C 0.3420(12) 0.3742(13) 0.5467(6) 0.052(3) Uani 0.584(6) 1 d D . P A 1
H12A H 0.4300 0.3855 0.5351 0.078 Uiso 0.584(6) 1 calc GR . P A 1
H12B H 0.3571 0.3582 0.5891 0.078 Uiso 0.584(6) 1 calc GR . P A 1
H12C H 0.2870 0.4513 0.5372 0.078 Uiso 0.584(6) 1 calc GR . P A 1
C13 C 0.3287(5) 0.1300(5) 0.5410(2) 0.0457(12) Uani 0.584(6) 1 d D . P A 1
H13A H 0.2789 0.0576 0.5203 0.069 Uiso 0.584(6) 1 calc GR . P A 1
H13B H 0.3222 0.1274 0.5826 0.069 Uiso 0.584(6) 1 calc GR . P A 1
H13C H 0.4247 0.1252 0.5380 0.069 Uiso 0.584(6) 1 calc GR . P A 1
C8' C 0.2797(4) 0.2061(5) 0.4667(2) 0.0404(15) Uani 0.416(6) 1 d D . P A 2
C9' C 0.3882(18) 0.244(2) 0.4294(10) 0.060(5) Uani 0.416(6) 1 d D . P A 2
H9'A H 0.4639 0.2895 0.4546 0.089 Uiso 0.416(6) 1 calc GR . P A 2
H9'B H 0.3456 0.3001 0.3970 0.089 Uiso 0.416(6) 1 calc GR . P A 2
H9'C H 0.4228 0.1676 0.4135 0.089 Uiso 0.416(6) 1 calc GR . P A 2
C10' C 0.3319(7) 0.0963(7) 0.5125(3) 0.0504(17) Uani 0.416(6) 1 d D . P A 2
H10D H 0.2578 0.0700 0.5316 0.076 Uiso 0.416(6) 1 calc GR . P A 2
H10E H 0.4087 0.1277 0.5423 0.076 Uiso 0.416(6) 1 calc GR . P A 2
H10F H 0.3616 0.0235 0.4920 0.076 Uiso 0.416(6) 1 calc GR . P A 2
C11' C 0.2407(5) 0.3261(5) 0.5007(3) 0.0433(15) Uani 0.416(6) 1 d D . P A 2
C12' C 0.2000(7) 0.4438(6) 0.4583(4) 0.062(2) Uani 0.416(6) 1 d D . P A 2
H12D H 0.2804 0.4740 0.4444 0.093 Uiso 0.416(6) 1 calc GR . P A 2
H12E H 0.1648 0.5123 0.4797 0.093 Uiso 0.416(6) 1 calc GR . P A 2
H12F H 0.1295 0.4179 0.4246 0.093 Uiso 0.416(6) 1 calc GR . P A 2
C13' C 0.3566(18) 0.3661(16) 0.5542(7) 0.051(4) Uani 0.416(6) 1 d D . P A 2
H13D H 0.4420 0.3785 0.5406 0.077 Uiso 0.416(6) 1 calc GR . P A 2
H13E H 0.3688 0.2989 0.5841 0.077 Uiso 0.416(6) 1 calc GR . P A 2
H13F H 0.3310 0.4456 0.5712 0.077 Uiso 0.416(6) 1 calc GR . 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
Mn1 O1 1.8848(15) . ?
Mn1 O2 1.8371(17) . ?
Mn1 O3 2.0863(16) . ?
Mn1 N1 1.9649(18) . ?
Mn1 N2 2.0030(18) . ?
O1 C1 1.316(3) . ?
O2 C20 1.322(3) . ?
O3 C21 1.278(3) . ?
O4 C21 1.245(3) . ?
O5 C24 1.199(3) . ?
O6 H6 0.83(4) . ?
O6 C24 1.324(3) . ?
N1 C7 1.292(3) . ?
N1 C8 1.533(3) . ?
N1 C8' 1.557(4) . ?
N2 C14 1.282(3) . ?
N2 C11 1.547(3) . ?
N2 C11' 1.531(4) . ?
C1 C2 1.422(3) . ?
C1 C6 1.407(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.366(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.404(3) . ?
C6 C7 1.444(3) . ?
C7 H7 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.428(3) . ?
C15 C16 1.403(3) . ?
C15 C20 1.411(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.354(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.395(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.368(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.396(3) . ?
C21 C22 1.507(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.328(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.492(3) . ?
C8 C9 1.542(5) . ?
C8 C10 1.542(8) . ?
C8 C11 1.550(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.539(7) . ?
C11 C13 1.543(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C8' C9' 1.542(8) . ?
C8' C10' 1.552(7) . ?
C8' C11' 1.547(6) . ?
C9' H9'A 0.9600 . ?
C9' H9'B 0.9600 . ?
C9' H9'C 0.9600 . ?
C10' H10D 0.9600 . ?
C10' H10E 0.9600 . ?
C10' H10F 0.9600 . ?
C11' C12' 1.548(6) . ?
C11' C13' 1.542(8) . ?
C12' H12D 0.9600 . ?
C12' H12E 0.9600 . ?
C12' H12F 0.9600 . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?

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
O1 Mn1 O3 97.80(7) . . ?
O1 Mn1 N1 92.68(7) . . ?
O1 Mn1 N2 160.17(8) . . ?
O2 Mn1 O1 88.88(8) . . ?
O2 Mn1 O3 96.83(9) . . ?
O2 Mn1 N1 164.79(9) . . ?
O2 Mn1 N2 92.79(7) . . ?
N1 Mn1 O3 97.94(8) . . ?
N1 Mn1 N2 80.71(7) . . ?
N2 Mn1 O3 101.61(7) . . ?
C1 O1 Mn1 128.32(14) . . ?
C20 O2 Mn1 128.97(15) . . ?
C21 O3 Mn1 140.15(15) . . ?
C24 O6 H6 108(3) . . ?
C7 N1 Mn1 122.96(16) . . ?
C7 N1 C8 119.5(2) . . ?
C7 N1 C8' 123.1(3) . . ?
C8 N1 Mn1 116.00(18) . . ?
C8' N1 Mn1 111.4(2) . . ?
C14 N2 Mn1 124.81(15) . . ?
C14 N2 C11 119.0(2) . . ?
C14 N2 C11' 117.4(3) . . ?
C11 N2 Mn1 114.05(17) . . ?
C11' N2 Mn1 116.1(2) . . ?
O1 C1 C2 119.3(2) . . ?
O1 C1 C6 121.5(2) . . ?
C6 C1 C2 119.1(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.2 . . ?
C4 C5 C6 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C7 123.2(2) . . ?
C5 C6 C1 118.2(2) . . ?
C5 C6 C7 118.6(2) . . ?
N1 C7 C6 127.0(2) . . ?
N1 C7 H7 116.5 . . ?
C6 C7 H7 116.5 . . ?
N2 C14 H14 117.4 . . ?
N2 C14 C15 125.1(2) . . ?
C15 C14 H14 117.4 . . ?
C16 C15 C14 116.7(2) . . ?
C16 C15 C20 119.8(2) . . ?
C20 C15 C14 123.5(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.7(2) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.5(2) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.7(3) . . ?
C20 C19 H19 120.1 . . ?
O2 C20 C15 123.8(2) . . ?
O2 C20 C19 117.3(2) . . ?
C19 C20 C15 118.8(2) . . ?
O3 C21 C22 117.91(19) . . ?
O4 C21 O3 123.0(2) . . ?
O4 C21 C22 119.10(19) . . ?
C21 C22 H22 118.3 . . ?
C23 C22 C21 123.5(2) . . ?
C23 C22 H22 118.3 . . ?
C22 C23 H23 118.7 . . ?
C22 C23 C24 122.6(2) . . ?
C24 C23 H23 118.7 . . ?
O5 C24 O6 123.1(2) . . ?
O5 C24 C23 124.3(2) . . ?
O6 C24 C23 112.6(2) . . ?
N1 C8 C9 108.2(3) . . ?
N1 C8 C10 113.9(7) . . ?
N1 C8 C11 101.9(2) . . ?
C9 C8 C11 111.5(4) . . ?
C10 C8 C9 112.1(6) . . ?
C10 C8 C11 108.8(6) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C8 105.1(2) . . ?
C12 C11 N2 107.6(6) . . ?
C12 C11 C8 111.8(6) . . ?
C12 C11 C13 109.6(7) . . ?
C13 C11 N2 110.1(3) . . ?
C13 C11 C8 112.4(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9' C8' N1 104.1(10) . . ?
C9' C8' C10' 112.7(9) . . ?
C9' C8' C11' 109.8(10) . . ?
C10' C8' N1 113.4(4) . . ?
C11' C8' N1 107.6(3) . . ?
C11' C8' C10' 109.1(5) . . ?
C8' C9' H9'A 109.5 . . ?
C8' C9' H9'B 109.5 . . ?
C8' C9' H9'C 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
C8' C10' H10D 109.5 . . ?
C8' C10' H10E 109.5 . . ?
C8' C10' H10F 109.5 . . ?
H10D C10' H10E 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
N2 C11' C8' 96.6(3) . . ?
N2 C11' C12' 109.9(4) . . ?
N2 C11' C13' 115.3(8) . . ?
C8' C11' C12' 111.8(5) . . ?
C13' C11' C8' 113.0(8) . . ?
C13' C11' C12' 109.8(9) . . ?
C11' C12' H12D 109.5 . . ?
C11' C12' H12E 109.5 . . ?
C11' C12' H12F 109.5 . . ?
H12D C12' H12E 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C11' C13' H13D 109.5 . . ?
C11' C13' H13E 109.5 . . ?
C11' C13' H13F 109.5 . . ?
H13D C13' H13E 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?

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
O6 H6 O4 0.83(4) 1.85(4) 2.631(2) 156(4) 2_445

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O1 C1 C2 -161.14(16) . . . . ?
Mn1 O1 C1 C6 20.8(3) . . . . ?
Mn1 O2 C20 C15 -10.4(4) . . . . ?
Mn1 O2 C20 C19 171.5(2) . . . . ?
Mn1 O3 C21 O4 -173.62(17) . . . . ?
Mn1 O3 C21 C22 5.7(4) . . . . ?
Mn1 N1 C7 C6 -0.6(3) . . . . ?
Mn1 N1 C8 C9 -73.5(3) . . . . ?
Mn1 N1 C8 C10 161.0(6) . . . . ?
Mn1 N1 C8 C11 44.0(3) . . . . ?
Mn1 N1 C8' C9' -159.0(9) . . . . ?
Mn1 N1 C8' C10' 78.2(5) . . . . ?
Mn1 N1 C8' C11' -42.5(4) . . . . ?
Mn1 N2 C14 C15 1.1(3) . . . . ?
Mn1 N2 C11 C8 36.6(3) . . . . ?
Mn1 N2 C11 C12 155.9(6) . . . . ?
Mn1 N2 C11 C13 -84.7(3) . . . . ?
Mn1 N2 C11' C8' -46.7(4) . . . . ?
Mn1 N2 C11' C12' 69.4(5) . . . . ?
Mn1 N2 C11' C13' -166.0(8) . . . . ?
O1 Mn1 O2 C20 171.9(2) . . . . ?
O1 C1 C2 C3 -176.1(2) . . . . ?
O1 C1 C6 C5 175.6(2) . . . . ?
O1 C1 C6 C7 -1.1(3) . . . . ?
O2 Mn1 O1 C1 171.5(2) . . . . ?
O3 Mn1 O1 C1 74.77(19) . . . . ?
O3 Mn1 O2 C20 -90.3(2) . . . . ?
O3 C21 C22 C23 -152.3(2) . . . . ?
O4 C21 C22 C23 27.0(3) . . . . ?
N1 Mn1 O1 C1 -23.62(19) . . . . ?
N1 Mn1 O2 C20 75.8(4) . . . . ?
N1 C8 C11 N2 -47.5(3) . . . . ?
N1 C8 C11 C12 -163.9(6) . . . . ?
N1 C8 C11 C13 72.3(4) . . . . ?
N1 C8' C11' N2 52.9(4) . . . . ?
N1 C8' C11' C12' -61.7(5) . . . . ?
N1 C8' C11' C13' 173.9(9) . . . . ?
N2 Mn1 O1 C1 -93.4(3) . . . . ?
N2 Mn1 O2 C20 11.7(2) . . . . ?
N2 C14 C15 C16 -177.9(2) . . . . ?
N2 C14 C15 C20 3.8(4) . . . . ?
C1 C2 C3 C4 -0.9(4) . . . . ?
C1 C6 C7 N1 -9.0(4) . . . . ?
C2 C1 C6 C5 -2.5(3) . . . . ?
C2 C1 C6 C7 -179.2(2) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C4 C5 C6 C1 2.1(4) . . . . ?
C4 C5 C6 C7 178.9(2) . . . . ?
C5 C6 C7 N1 174.3(2) . . . . ?
C6 C1 C2 C3 2.0(3) . . . . ?
C7 N1 C8 C9 92.7(3) . . . . ?
C7 N1 C8 C10 -32.7(7) . . . . ?
C7 N1 C8 C11 -149.7(3) . . . . ?
C7 N1 C8' C9' 38.7(10) . . . . ?
C7 N1 C8' C10' -84.1(5) . . . . ?
C7 N1 C8' C11' 155.2(3) . . . . ?
C14 N2 C11 C8 -159.3(3) . . . . ?
C14 N2 C11 C12 -40.0(7) . . . . ?
C14 N2 C11 C13 79.4(4) . . . . ?
C14 N2 C11' C8' 147.2(3) . . . . ?
C14 N2 C11' C12' -96.7(5) . . . . ?
C14 N2 C11' C13' 27.9(9) . . . . ?
C14 C15 C16 C17 -178.4(2) . . . . ?
C14 C15 C20 O2 0.6(4) . . . . ?
C14 C15 C20 C19 178.7(2) . . . . ?
C15 C16 C17 C18 -0.5(4) . . . . ?
C16 C15 C20 O2 -177.6(2) . . . . ?
C16 C15 C20 C19 0.5(3) . . . . ?
C16 C17 C18 C19 0.6(4) . . . . ?
C17 C18 C19 C20 -0.2(4) . . . . ?
C18 C19 C20 O2 177.8(2) . . . . ?
C18 C19 C20 C15 -0.3(4) . . . . ?
C20 C15 C16 C17 -0.1(3) . . . . ?
C21 C22 C23 C24 176.8(2) . . . . ?
C22 C23 C24 O5 14.6(4) . . . . ?
C22 C23 C24 O6 -166.0(2) . . . . ?
C8 N1 C7 C6 -165.8(3) . . . . ?
C9 C8 C11 N2 67.7(3) . . . . ?
C9 C8 C11 C12 -48.7(7) . . . . ?
C9 C8 C11 C13 -172.5(3) . . . . ?
C10 C8 C11 N2 -168.1(7) . . . . ?
C10 C8 C11 C12 75.5(10) . . . . ?
C10 C8 C11 C13 -48.3(8) . . . . ?
C11 N2 C14 C15 -161.1(2) . . . . ?
C8' N1 C7 C6 159.7(3) . . . . ?
C9' C8' C11' N2 165.6(10) . . . . ?
C9' C8' C11' C12' 51.0(11) . . . . ?
C9' C8' C11' C13' -73.4(13) . . . . ?
C10' C8' C11' N2 -70.5(5) . . . . ?
C10' C8' C11' C12' 175.0(5) . . . . ?
C10' C8' C11' C13' 50.5(10) . . . . ?
C11' N2 C14 C15 165.9(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       ', Magnetic properties'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_250
_database_code_depnum_ccdc_archive 'CCDC 1530890'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_date             2017-01-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            '[Mn(saltmen)(Hfmac)]'
_chemical_name_systematic        '[Mn(saltmen)(Hfmac)]'
_chemical_formula_moiety         'C24 H25 Mn N2 O6'
_chemical_formula_sum            'C24 H25 Mn N2 O6'
_chemical_formula_weight         492.40
_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 0.0030 0.0020 '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 0.3370 0.7280 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.8080(3)
_cell_length_b                   10.2049(4)
_cell_length_c                   22.8170(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.6310(10)
_cell_angle_gamma                90
_cell_volume                     2236.85(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20651
_cell_measurement_temperature    250.15
_cell_measurement_theta_max      54.91
_cell_measurement_theta_min      6.12
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.833
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.3298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ABSCOR
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_preparation       ', Magnetic properties'
_exptl_crystal_size_max          0.3
_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  0.0399
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21587
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         3.062
_diffrn_ambient_temperature      250.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3777
_reflns_number_total             4389
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.460
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         4389
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0372
_refine_ls_restrained_S_all      1.050
_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)+(0.0551P)²+0.8341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1010
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C11-C12 \\sim C11-C13 \\sim C11'-C12' \\sim C11'-C13' \\sim C8'-C11'
 with sigma of 0.01
 N1-C8' \\sim N1-C8 \\sim N2-C11 \\sim N2-C11'
 with sigma of 0.005
 C8-C9 \\sim C8-C10 \\sim C8'-C9' \\sim C8'-C10' \\sim C8-C11
 with sigma of 0.01
3. Others
 Sof(C8')=Sof(C9')=Sof(H9'A)=Sof(H9'B)=Sof(H9'C)=Sof(C10')=Sof(H10D)=Sof(H10E)=
 Sof(H10F)=Sof(C11')=Sof(C12')=Sof(H12D)=Sof(H12E)=Sof(H12F)=Sof(C13')=
 Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(1)
 Sof(C8)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C10)=Sof(H10A)=Sof(H10B)=
 Sof(H10C)=Sof(C11)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(H13C)=FVAR(1)
4.a Riding coordinates:
 C10'(H10D,H10E,H10F)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C22(H22), C23(H23)
4.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C9'(H9'A,H9'B,H9'C), C12'(H12D,H12E,H12F), C13'(H13D,H13E,H13F)
;
_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 -0.01949(3) 0.17559(3) 0.45083(2) 0.03126(11) Uani 1 1 d . . . . .
O1 O -0.10714(14) 0.04209(14) 0.39950(6) 0.0414(3) Uani 1 1 d . . . . .
O2 O -0.15109(15) 0.1523(2) 0.49675(7) 0.0606(5) Uani 1 1 d . . . . .
O3 O -0.11427(15) 0.33545(14) 0.40133(7) 0.0466(4) Uani 1 1 d . . . . .
O4 O -0.24023(14) 0.46985(14) 0.33489(6) 0.0429(3) Uani 1 1 d . . . . .
O5 O -0.54584(17) 0.06210(18) 0.30432(7) 0.0601(5) Uani 1 1 d . . . . .
O6 O -0.55889(19) 0.13331(19) 0.21121(8) 0.0612(5) Uani 1 1 d . . . . .
H6 H -0.608(3) 0.071(3) 0.2032(14) 0.092 Uiso 1 1 d R . . . .
N1 N 0.14998(16) 0.16890(15) 0.41741(8) 0.0350(4) Uani 1 1 d D . . . .
N2 N 0.11295(15) 0.26463(17) 0.51729(7) 0.0350(4) Uani 1 1 d D . . . .
C1 C -0.08077(19) 0.00287(18) 0.34804(9) 0.0360(4) Uani 1 1 d . . . . .
C2 C -0.1816(2) -0.0725(2) 0.30852(10) 0.0462(5) Uani 1 1 d . . . . .
H2 H -0.2683 -0.0896 0.3186 0.055 Uiso 1 1 calc R . . . .
C3 C -0.1543(3) -0.1205(2) 0.25609(10) 0.0520(6) Uani 1 1 d . . . . .
H3 H -0.2220 -0.1705 0.2306 0.062 Uiso 1 1 calc R . . . .
C4 C -0.0277(3) -0.0960(2) 0.24048(10) 0.0516(6) Uani 1 1 d . . . . .
H4 H -0.0089 -0.1296 0.2046 0.062 Uiso 1 1 calc R . . . .
C5 C 0.0719(2) -0.0214(2) 0.27816(9) 0.0438(5) Uani 1 1 d . . . . .
H5 H 0.1578 -0.0053 0.2672 0.053 Uiso 1 1 calc R . . . .
C6 C 0.0475(2) 0.03049(18) 0.33202(9) 0.0360(4) Uani 1 1 d . . . . .
C7 C 0.1571(2) 0.1059(2) 0.36906(9) 0.0382(4) Uani 1 1 d . . . . .
H7 H 0.2426 0.1095 0.3565 0.046 Uiso 1 1 calc R . . . .
C14 C 0.0830(2) 0.3010(2) 0.56707(9) 0.0374(4) Uani 1 1 d . . . . .
H14 H 0.1527 0.3442 0.5947 0.045 Uiso 1 1 calc R . . . .
C15 C -0.04867(19) 0.28063(19) 0.58366(9) 0.0337(4) Uani 1 1 d . . . . .
C16 C -0.0627(2) 0.33083(19) 0.63925(10) 0.0414(5) Uani 1 1 d . . . . .
H16 H 0.0109 0.3779 0.6628 0.050 Uiso 1 1 calc R . . . .
C17 C -0.1833(2) 0.3113(2) 0.65916(11) 0.0479(5) Uani 1 1 d . . . . .
H17 H -0.1933 0.3452 0.6964 0.058 Uiso 1 1 calc R . . . .
C18 C -0.2920(2) 0.2407(2) 0.62402(11) 0.0513(6) Uani 1 1 d . . . . .
H18 H -0.3749 0.2282 0.6380 0.062 Uiso 1 1 calc R . . . .
C19 C -0.2807(2) 0.1890(3) 0.56950(10) 0.0517(6) Uani 1 1 d . . . . .
H19 H -0.3549 0.1413 0.5467 0.062 Uiso 1 1 calc R . . . .
C20 C -0.1585(2) 0.2078(2) 0.54829(9) 0.0422(5) Uani 1 1 d . . . . .
C21 C -0.22121(19) 0.36140(19) 0.36037(8) 0.0335(4) Uani 1 1 d . . . . .
C22 C -0.32836(18) 0.2546(2) 0.34218(9) 0.0350(4) Uani 1 1 d . . . . .
H22 H -0.3380 0.1903 0.3706 0.042 Uiso 1 1 calc R . . . .
C23 C -0.4097(2) 0.2471(2) 0.28794(9) 0.0405(5) Uani 1 1 d . . . . .
H23 H -0.4031 0.3132 0.2599 0.049 Uiso 1 1 calc R . . . .
C24 C -0.5108(2) 0.1380(2) 0.26984(9) 0.0414(5) Uani 1 1 d . . . . .
C8 C 0.2652(3) 0.2648(3) 0.44461(12) 0.0301(7) Uani 0.698(5) 1 d D . P A 1
C9 C 0.2218(3) 0.4012(3) 0.41901(15) 0.0430(8) Uani 0.698(5) 1 d D . P A 1
H9A H 0.1342 0.4259 0.4295 0.064 Uiso 0.698(5) 1 calc GR . P A 1
H9B H 0.2108 0.3992 0.3758 0.064 Uiso 0.698(5) 1 calc GR . P A 1
H9C H 0.2929 0.4645 0.4356 0.064 Uiso 0.698(5) 1 calc GR . P A 1
C10 C 0.4094(9) 0.2259(11) 0.4335(4) 0.0389(18) Uani 0.698(5) 1 d D . P A 1
H10A H 0.4806 0.2755 0.4601 0.058 Uiso 0.698(5) 1 calc GR . P A 1
H10B H 0.4140 0.2448 0.3923 0.058 Uiso 0.698(5) 1 calc GR . P A 1
H10C H 0.4243 0.1330 0.4411 0.058 Uiso 0.698(5) 1 calc GR . P A 1
C11 C 0.2672(2) 0.2587(3) 0.51276(12) 0.0292(7) Uani 0.698(5) 1 d D . P A 1
C12 C 0.3511(10) 0.3748(10) 0.5453(4) 0.0356(16) Uani 0.698(5) 1 d D . P A 1
H12A H 0.4388 0.3825 0.5322 0.053 Uiso 0.698(5) 1 calc GR . P A 1
H12B H 0.3690 0.3597 0.5881 0.053 Uiso 0.698(5) 1 calc GR . P A 1
H12C H 0.2982 0.4551 0.5360 0.053 Uiso 0.698(5) 1 calc GR . P A 1
C13 C 0.3291(4) 0.1294(4) 0.54143(17) 0.0389(8) Uani 0.698(5) 1 d D . P A 1
H13A H 0.2779 0.0560 0.5207 0.058 Uiso 0.698(5) 1 calc GR . P A 1
H13B H 0.3221 0.1276 0.5832 0.058 Uiso 0.698(5) 1 calc GR . P A 1
H13C H 0.4261 0.1232 0.5384 0.058 Uiso 0.698(5) 1 calc GR . P A 1
C8' C 0.2796(5) 0.2053(6) 0.4664(2) 0.0350(18) Uani 0.302(5) 1 d D . P A 2
C9' C 0.389(2) 0.245(3) 0.4295(12) 0.055(6) Uani 0.302(5) 1 d D . P A 2
H9'A H 0.4665 0.2881 0.4553 0.082 Uiso 0.302(5) 1 calc GR . P A 2
H9'B H 0.3471 0.3036 0.3976 0.082 Uiso 0.302(5) 1 calc GR . P A 2
H9'C H 0.4223 0.1667 0.4124 0.082 Uiso 0.302(5) 1 calc GR . P A 2
C10' C 0.3334(8) 0.0949(9) 0.5125(4) 0.041(2) Uani 0.302(5) 1 d D . P A 2
H10D H 0.2564 0.0400 0.5182 0.062 Uiso 0.302(5) 1 d R . P A 2
H10E H 0.3759 0.1330 0.5508 0.062 Uiso 0.302(5) 1 d R . P A 2
H10F H 0.4013 0.0429 0.4971 0.062 Uiso 0.302(5) 1 d R . P A 2
C11' C 0.2424(5) 0.3268(6) 0.5009(3) 0.0361(18) Uani 0.302(5) 1 d D . P A 2
C12' C 0.2027(8) 0.4451(7) 0.4584(4) 0.052(2) Uani 0.302(5) 1 d D . P A 2
H12D H 0.2854 0.4785 0.4463 0.078 Uiso 0.302(5) 1 calc GR . P A 2
H12E H 0.1621 0.5134 0.4790 0.078 Uiso 0.302(5) 1 calc GR . P A 2
H12F H 0.1357 0.4174 0.4233 0.078 Uiso 0.302(5) 1 calc GR . P A 2
C13' C 0.345(3) 0.367(3) 0.5586(7) 0.042(5) Uani 0.302(5) 1 d D . P A 2
H13D H 0.4369 0.3800 0.5499 0.063 Uiso 0.302(5) 1 calc GR . P A 2
H13E H 0.3488 0.2990 0.5885 0.063 Uiso 0.302(5) 1 calc GR . P A 2
H13F H 0.3136 0.4484 0.5737 0.063 Uiso 0.302(5) 1 calc GR . 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
Mn1 O1 1.8871(14) . ?
Mn1 O2 1.8344(14) . ?
Mn1 O3 2.0924(14) . ?
Mn1 N1 1.9647(16) . ?
Mn1 N2 2.0045(15) . ?
O1 C1 1.315(2) . ?
O2 C20 1.320(3) . ?
O3 C21 1.284(2) . ?
O4 C21 1.247(2) . ?
O5 C24 1.202(3) . ?
O6 H6 0.79(3) . ?
O6 C24 1.327(3) . ?
N1 C7 1.291(3) . ?
N1 C8 1.529(3) . ?
N1 C8' 1.559(4) . ?
N2 C14 1.284(2) . ?
N2 C11 1.538(3) . ?
N2 C11' 1.532(4) . ?
C1 C2 1.422(3) . ?
C1 C6 1.407(3) . ?
C2 H2 0.9400 . ?
C2 C3 1.368(3) . ?
C3 H3 0.9400 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9400 . ?
C4 C5 1.391(3) . ?
C5 H5 0.9400 . ?
C5 C6 1.402(3) . ?
C6 C7 1.448(3) . ?
C7 H7 0.9400 . ?
C14 H14 0.9400 . ?
C14 C15 1.433(3) . ?
C15 C16 1.400(3) . ?
C15 C20 1.419(3) . ?
C16 H16 0.9400 . ?
C16 C17 1.365(3) . ?
C17 H17 0.9400 . ?
C17 C18 1.398(3) . ?
C18 H18 0.9400 . ?
C18 C19 1.376(3) . ?
C19 H19 0.9400 . ?
C19 C20 1.394(3) . ?
C21 C22 1.513(3) . ?
C22 H22 0.9400 . ?
C22 C23 1.332(3) . ?
C23 H23 0.9400 . ?
C23 C24 1.493(3) . ?
C8 C9 1.536(4) . ?
C8 C10 1.538(7) . ?
C8 C11 1.552(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 C12 1.545(6) . ?
C11 C13 1.542(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C8' C9' 1.544(8) . ?
C8' C10' 1.560(7) . ?
C8' C11' 1.552(7) . ?
C9' H9'A 0.9700 . ?
C9' H9'B 0.9700 . ?
C9' H9'C 0.9700 . ?
C10' H10D 0.9700 . ?
C10' H10E 0.9699 . ?
C10' H10F 0.9700 . ?
C11' C12' 1.548(7) . ?
C11' C13' 1.544(8) . ?
C12' H12D 0.9700 . ?
C12' H12E 0.9700 . ?
C12' H12F 0.9700 . ?
C13' H13D 0.9700 . ?
C13' H13E 0.9700 . ?
C13' H13F 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 O3 97.50(6) . . ?
O1 Mn1 N1 92.82(6) . . ?
O1 Mn1 N2 160.30(7) . . ?
O2 Mn1 O1 88.62(7) . . ?
O2 Mn1 O3 97.01(8) . . ?
O2 Mn1 N1 164.77(8) . . ?
O2 Mn1 N2 92.86(6) . . ?
N1 Mn1 O3 97.82(7) . . ?
N1 Mn1 N2 80.76(6) . . ?
N2 Mn1 O3 101.81(6) . . ?
C1 O1 Mn1 128.83(12) . . ?
C20 O2 Mn1 128.65(13) . . ?
C21 O3 Mn1 139.70(13) . . ?
C24 O6 H6 110(2) . . ?
C7 N1 Mn1 123.00(13) . . ?
C7 N1 C8 120.18(17) . . ?
C7 N1 C8' 123.7(3) . . ?
C8 N1 Mn1 115.74(13) . . ?
C8' N1 Mn1 110.2(2) . . ?
C14 N2 Mn1 124.85(13) . . ?
C14 N2 C11 118.31(17) . . ?
C14 N2 C11' 116.4(3) . . ?
C11 N2 Mn1 115.30(13) . . ?
C11' N2 Mn1 116.4(3) . . ?
O1 C1 C2 119.59(17) . . ?
O1 C1 C6 121.20(17) . . ?
C6 C1 C2 119.17(18) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.7(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.2 . . ?
C4 C5 C6 121.7(2) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C7 123.52(18) . . ?
C5 C6 C1 118.14(18) . . ?
C5 C6 C7 118.30(18) . . ?
N1 C7 C6 127.02(18) . . ?
N1 C7 H7 116.5 . . ?
C6 C7 H7 116.5 . . ?
N2 C14 H14 117.6 . . ?
N2 C14 C15 124.81(18) . . ?
C15 C14 H14 117.6 . . ?
C16 C15 C14 116.39(18) . . ?
C16 C15 C20 120.34(18) . . ?
C20 C15 C14 123.18(18) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.8(2) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.2 . . ?
C19 C18 C17 121.67(19) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.5(2) . . ?
C20 C19 H19 120.2 . . ?
O2 C20 C15 124.02(17) . . ?
O2 C20 C19 117.11(19) . . ?
C19 C20 C15 118.8(2) . . ?
O3 C21 C22 118.13(17) . . ?
O4 C21 O3 123.10(18) . . ?
O4 C21 C22 118.77(17) . . ?
C21 C22 H22 118.4 . . ?
C23 C22 C21 123.28(19) . . ?
C23 C22 H22 118.4 . . ?
C22 C23 H23 118.7 . . ?
C22 C23 C24 122.7(2) . . ?
C24 C23 H23 118.7 . . ?
O5 C24 O6 123.11(19) . . ?
O5 C24 C23 124.12(19) . . ?
O6 C24 C23 112.78(19) . . ?
N1 C8 C9 107.4(2) . . ?
N1 C8 C10 113.4(5) . . ?
N1 C8 C11 103.89(19) . . ?
C9 C8 C10 111.4(4) . . ?
C9 C8 C11 111.3(3) . . ?
C10 C8 C11 109.2(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C8 104.59(19) . . ?
N2 C11 C12 111.9(5) . . ?
N2 C11 C13 108.3(2) . . ?
C12 C11 C8 110.4(4) . . ?
C13 C11 C8 112.6(3) . . ?
C13 C11 C12 109.1(5) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C8' C10' 115.3(5) . . ?
C9' C8' N1 103.1(11) . . ?
C9' C8' C10' 112.2(11) . . ?
C9' C8' C11' 109.2(12) . . ?
C11' C8' N1 108.2(4) . . ?
C11' C8' C10' 108.5(6) . . ?
C8' C9' H9'A 109.5 . . ?
C8' C9' H9'B 109.5 . . ?
C8' C9' H9'C 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
C8' C10' H10D 109.9 . . ?
C8' C10' H10E 110.1 . . ?
C8' C10' H10F 108.3 . . ?
H10D C10' H10E 108.4 . . ?
H10D C10' H10F 110.1 . . ?
H10E C10' H10F 110.0 . . ?
N2 C11' C8' 94.8(4) . . ?
N2 C11' C12' 111.1(5) . . ?
N2 C11' C13' 109.4(10) . . ?
C12' C11' C8' 111.1(6) . . ?
C13' C11' C8' 117.9(13) . . ?
C13' C11' C12' 111.4(12) . . ?
C11' C12' H12D 109.5 . . ?
C11' C12' H12E 109.5 . . ?
C11' C12' H12F 109.5 . . ?
H12D C12' H12E 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C11' C13' H13D 109.5 . . ?
C11' C13' H13E 109.5 . . ?
C11' C13' H13F 109.5 . . ?
H13D C13' H13E 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?

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
O6 H6 O4 0.79(3) 1.88(3) 2.633(2) 159(3) 2_445

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O1 C1 C2 -162.42(14) . . . . ?
Mn1 O1 C1 C6 19.6(3) . . . . ?
Mn1 O2 C20 C15 -12.0(3) . . . . ?
Mn1 O2 C20 C19 170.23(17) . . . . ?
Mn1 O3 C21 O4 -171.51(15) . . . . ?
Mn1 O3 C21 C22 8.1(3) . . . . ?
Mn1 N1 C7 C6 -0.6(3) . . . . ?
Mn1 N1 C8 C9 -76.2(2) . . . . ?
Mn1 N1 C8 C10 160.3(4) . . . . ?
Mn1 N1 C8 C11 41.9(3) . . . . ?
Mn1 N1 C8' C9' -160.1(11) . . . . ?
Mn1 N1 C8' C10' 77.3(6) . . . . ?
Mn1 N1 C8' C11' -44.4(5) . . . . ?
Mn1 N2 C14 C15 1.8(3) . . . . ?
Mn1 N2 C11 C8 34.3(3) . . . . ?
Mn1 N2 C11 C12 153.9(4) . . . . ?
Mn1 N2 C11 C13 -85.9(2) . . . . ?
Mn1 N2 C11' C8' -47.7(4) . . . . ?
Mn1 N2 C11' C12' 67.2(6) . . . . ?
Mn1 N2 C11' C13' -169.5(13) . . . . ?
O1 Mn1 O2 C20 174.7(2) . . . . ?
O1 C1 C2 C3 -176.6(2) . . . . ?
O1 C1 C6 C5 176.06(18) . . . . ?
O1 C1 C6 C7 -1.9(3) . . . . ?
O2 Mn1 O1 C1 173.36(17) . . . . ?
O3 Mn1 O1 C1 76.47(17) . . . . ?
O3 Mn1 O2 C20 -87.9(2) . . . . ?
O3 C21 C22 C23 -152.5(2) . . . . ?
O4 C21 C22 C23 27.2(3) . . . . ?
N1 Mn1 O1 C1 -21.81(17) . . . . ?
N1 Mn1 O2 C20 79.0(4) . . . . ?
N1 C8 C11 N2 -45.0(3) . . . . ?
N1 C8 C11 C12 -165.5(5) . . . . ?
N1 C8 C11 C13 72.3(3) . . . . ?
N1 C8' C11' N2 54.7(5) . . . . ?
N1 C8' C11' C12' -60.1(5) . . . . ?
N1 C8' C11' C13' 169.6(10) . . . . ?
N2 Mn1 O1 C1 -92.0(2) . . . . ?
N2 Mn1 O2 C20 14.4(2) . . . . ?
N2 C14 C15 C16 -178.21(19) . . . . ?
N2 C14 C15 C20 5.2(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C1 C6 C7 N1 -7.6(3) . . . . ?
C2 C1 C6 C5 -1.9(3) . . . . ?
C2 C1 C6 C7 -179.85(19) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C4 C5 C6 C1 1.3(3) . . . . ?
C4 C5 C6 C7 179.3(2) . . . . ?
C5 C6 C7 N1 174.4(2) . . . . ?
C6 C1 C2 C3 1.4(3) . . . . ?
C7 N1 C8 C9 92.4(3) . . . . ?
C7 N1 C8 C10 -31.2(5) . . . . ?
C7 N1 C8 C11 -149.6(2) . . . . ?
C7 N1 C8' C9' 39.4(12) . . . . ?
C7 N1 C8' C10' -83.2(6) . . . . ?
C7 N1 C8' C11' 155.1(3) . . . . ?
C14 N2 C11 C8 -159.1(2) . . . . ?
C14 N2 C11 C12 -39.6(5) . . . . ?
C14 N2 C11 C13 80.6(3) . . . . ?
C14 N2 C11' C8' 148.6(3) . . . . ?
C14 N2 C11' C12' -96.5(6) . . . . ?
C14 N2 C11' C13' 26.8(14) . . . . ?
C14 C15 C16 C17 -177.67(19) . . . . ?
C14 C15 C20 O2 -0.3(3) . . . . ?
C14 C15 C20 C19 177.4(2) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C15 C20 O2 -176.8(2) . . . . ?
C16 C15 C20 C19 0.9(3) . . . . ?
C16 C17 C18 C19 0.4(4) . . . . ?
C17 C18 C19 C20 -0.4(4) . . . . ?
C18 C19 C20 O2 177.7(2) . . . . ?
C18 C19 C20 C15 -0.2(3) . . . . ?
C20 C15 C16 C17 -0.9(3) . . . . ?
C21 C22 C23 C24 177.38(18) . . . . ?
C22 C23 C24 O5 13.8(3) . . . . ?
C22 C23 C24 O6 -166.3(2) . . . . ?
C8 N1 C7 C6 -168.3(2) . . . . ?
C9 C8 C11 N2 70.4(3) . . . . ?
C9 C8 C11 C12 -50.2(5) . . . . ?
C9 C8 C11 C13 -172.3(2) . . . . ?
C10 C8 C11 N2 -166.3(5) . . . . ?
C10 C8 C11 C12 73.2(7) . . . . ?
C10 C8 C11 C13 -48.9(5) . . . . ?
C11 N2 C14 C15 -163.4(2) . . . . ?
C8' N1 C7 C6 157.4(3) . . . . ?
C9' C8' C11' N2 166.4(11) . . . . ?
C9' C8' C11' C12' 51.5(12) . . . . ?
C9' C8' C11' C13' -78.7(16) . . . . ?
C10' C8' C11' N2 -71.1(5) . . . . ?
C10' C8' C11' C12' 174.1(5) . . . . ?
C10' C8' C11' C13' 43.9(11) . . . . ?
C11' N2 C14 C15 164.0(3) . . . . ?

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