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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Compound1_H
_database_code_depnum_ccdc_archive 'CCDC 1474408'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            Compound1_H
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H45 Mn3 N4 O16'
_chemical_formula_weight         1002.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8767(5)
_cell_length_b                   14.7211(8)
_cell_length_c                   16.9215(9)
_cell_angle_alpha                69.762(2)
_cell_angle_beta                 86.925(2)
_cell_angle_gamma                84.366(2)
_cell_volume                     2296.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    11439
_cell_measurement_theta_min      1.28
_cell_measurement_theta_max      28.38

_exptl_crystal_description       Flake
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    0.884
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8093
_exptl_absorpt_correction_T_max  0.8789
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            41098
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.28
_diffrn_reflns_theta_max         28.38
_reflns_number_total             11439
_reflns_number_gt                9102
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1329P)²+2.5873P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11439
_refine_ls_number_parameters     556
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1741
_refine_ls_wR_factor_gt          0.1450
_refine_ls_goodness_of_fit_ref   0.875
_refine_ls_restrained_S_all      0.875
_refine_ls_shift/su_max          0.054
_refine_ls_shift/su_mean         0.002

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.10813(4) 0.32710(3) 0.39833(2) 0.02820(11) Uani 1 1 d . . .
Mn2 Mn 0.0000 0.5000 0.5000 0.02445(12) Uani 1 2 d S . .
Mn3 Mn -0.54350(4) -0.16821(3) 0.88792(2) 0.03356(12) Uani 1 1 d . . .
Mn4 Mn -0.5000 1.0000 0.0000 0.02413(12) Uani 1 2 d S . .
O1 O 0.2584(2) 0.21081(17) 0.47272(14) 0.0502(5) Uani 1 1 d . . .
O2 O 0.1101(3) 0.2454(2) 0.31656(17) 0.0639(7) Uani 1 1 d . . .
N2 N 0.0512(5) 0.2122(4) 0.2071(3) 0.0973(16) Uani 1 1 d . . .
O4 O 0.3071(2) 0.41347(18) 0.36373(14) 0.0460(5) Uani 1 1 d . . .
O6 O 0.17587(17) 0.41182(14) 0.47326(12) 0.0336(4) Uani 1 1 d . . .
O8 O -0.0498(3) 0.54910(17) 0.36943(13) 0.0503(6) Uani 1 1 d . . .
O3 O -0.0085(2) 0.43858(15) 0.30628(13) 0.0449(5) Uani 1 1 d . . .
C15 C -0.1482(4) 0.5641(2) 0.16366(19) 0.0447(7) Uani 1 1 d . . .
H15 H -0.1225 0.5009 0.1654 0.054 Uiso 1 1 calc R . .
C16 C -0.2155(4) 0.6297(2) 0.09342(19) 0.0472(7) Uani 1 1 d . . .
H16 H -0.2356 0.6103 0.0489 0.057 Uiso 1 1 calc R . .
C19 C -0.1525(5) 0.6874(3) 0.2260(2) 0.0626(11) Uani 1 1 d . . .
H19 H -0.1309 0.7072 0.2700 0.075 Uiso 1 1 calc R . .
O7 O -0.1157(2) 0.37623(15) 0.53176(15) 0.0471(5) Uani 1 1 d . . .
O5 O -0.0419(2) 0.25543(16) 0.48565(14) 0.0451(5) Uani 1 1 d . . .
C23 C -0.1980(3) 0.1261(2) 0.6107(2) 0.0452(7) Uani 1 1 d . . .
H23 H -0.1542 0.1035 0.5702 0.054 Uiso 1 1 calc R . .
C24 C -0.2707(3) 0.0640(2) 0.6761(2) 0.0435(7) Uani 1 1 d . . .
H24 H -0.2766 0.0005 0.6785 0.052 Uiso 1 1 calc R . .
O15 O -0.4347(2) -0.05254(15) 0.80642(12) 0.0414(5) Uani 1 1 d . . .
O11 O -0.7560(2) -0.08817(19) 0.86608(14) 0.0499(5) Uani 1 1 d . . .
O12 O -0.64479(18) -0.09162(15) 0.97598(13) 0.0373(4) Uani 1 1 d . . .
O10 O -0.3499(2) 0.88085(15) 0.01507(14) 0.0428(5) Uani 1 1 d . . .
O16 O -0.4556(2) 0.06062(15) 0.86742(12) 0.0442(5) Uani 1 1 d . . .
O9 O -0.3802(3) 0.76154(18) -0.03290(15) 0.0618(7) Uani 1 1 d . . .
C32 C -0.8885(3) -0.0382(3) 1.0511(2) 0.0469(7) Uani 1 1 d . . .
H32 H -0.8137 -0.0636 1.0855 0.056 Uiso 1 1 calc R . .
O14 O -0.5514(3) -0.2303(2) 0.79265(16) 0.0625(7) Uani 1 1 d . . .
C8 C 0.5127(3) 0.4987(2) 0.41810(19) 0.0377(6) Uani 1 1 d . . .
H8 H 0.5215 0.4978 0.3634 0.045 Uiso 1 1 calc R . .
C7 C 0.3831(3) 0.4699(2) 0.54765(19) 0.0390(6) Uani 1 1 d . . .
H7 H 0.3051 0.4496 0.5797 0.047 Uiso 1 1 calc R . .
C1 C 0.2393(4) 0.1391(3) 0.5358(2) 0.0558(8) Uani 1 1 d . . .
C2 C 0.1692(6) 0.0559(4) 0.5262(4) 0.0932(17) Uani 1 1 d . . .
H2A H 0.1616 0.0058 0.5802 0.140 Uiso 1 1 calc R . .
H2B H 0.2218 0.0300 0.4883 0.140 Uiso 1 1 calc R . .
H2C H 0.0800 0.0795 0.5040 0.140 Uiso 1 1 calc R . .
N1 N 0.2833(4) 0.1325(3) 0.6097(2) 0.0774(11) Uani 1 1 d . . .
C3 C 0.3505(7) 0.2126(4) 0.6159(3) 0.0897(16) Uani 1 1 d . . .
H3A H 0.3770 0.1981 0.6730 0.135 Uiso 1 1 calc R . .
H3B H 0.2894 0.2705 0.5992 0.135 Uiso 1 1 calc R . .
H3C H 0.4298 0.2224 0.5795 0.135 Uiso 1 1 calc R . .
C5 C 0.2869(3) 0.43082(19) 0.43044(18) 0.0340(5) Uani 1 1 d . . .
C26 C -0.3264(4) 0.1907(2) 0.7328(2) 0.0518(8) Uani 1 1 d . . .
H26 H -0.3687 0.2128 0.7740 0.062 Uiso 1 1 calc R . .
C27 C -0.2558(4) 0.2537(2) 0.6666(2) 0.0507(8) Uani 1 1 d . . .
H27 H -0.2523 0.3178 0.6634 0.061 Uiso 1 1 calc R . .
C29 C -0.7530(3) -0.0717(2) 0.93335(18) 0.0370(6) Uani 1 1 d . . .
C33 C -0.5554(4) -0.2169(3) 0.7165(3) 0.0629(10) Uani 1 1 d . . .
N3 N -0.6216(4) -0.2636(3) 0.6831(3) 0.0762(10) Uani 1 1 d . . .
N4 N -0.6974(11) -0.3597(8) 1.1024(4) 0.206(5) Uani 1 1 d . . .
C6 C 0.3956(2) 0.4689(2) 0.46612(18) 0.0336(5) Uani 1 1 d . . .
C4 C 0.2535(9) 0.0535(5) 0.6885(4) 0.127(3) Uani 1 1 d . . .
H4A H 0.2952 0.0632 0.7346 0.190 Uiso 1 1 calc R . .
H4B H 0.2889 -0.0077 0.6841 0.190 Uiso 1 1 calc R . .
H4C H 0.1568 0.0536 0.6982 0.190 Uiso 1 1 calc R . .
C9 C 0.1171(4) 0.2615(3) 0.2407(3) 0.0616(10) Uani 1 1 d . . .
C12 C 0.0550(14) 0.2233(10) 0.1182(5) 0.260(9) Uani 1 1 d . . .
H12A H -0.0026 0.1790 0.1092 0.390 Uiso 1 1 calc R . .
H12B H 0.1467 0.2095 0.1011 0.390 Uiso 1 1 calc R . .
H12C H 0.0234 0.2887 0.0856 0.390 Uiso 1 1 calc R . .
C11 C -0.0333(6) 0.1372(5) 0.2632(4) 0.0965(17) Uani 1 1 d . . .
H11A H -0.0762 0.1067 0.2305 0.145 Uiso 1 1 calc R . .
H11B H -0.1018 0.1670 0.2910 0.145 Uiso 1 1 calc R . .
H11C H 0.0232 0.0892 0.3045 0.145 Uiso 1 1 calc R . .
C10 C 0.2021(6) 0.3392(5) 0.1830(4) 0.0999(19) Uani 1 1 d . . .
H10A H 0.1952 0.3414 0.1260 0.150 Uiso 1 1 calc R . .
H10B H 0.2954 0.3243 0.1995 0.150 Uiso 1 1 calc R . .
H10C H 0.1694 0.4012 0.1870 0.150 Uiso 1 1 calc R . .
C13 C -0.0531(3) 0.5203(2) 0.30834(16) 0.0363(6) Uani 1 1 d . . .
C14 C -0.1195(3) 0.5918(2) 0.23026(17) 0.0405(6) Uani 1 1 d . . .
C17 C -0.2522(4) 0.7245(2) 0.09059(18) 0.0445(7) Uani 1 1 d . . .
C18 C -0.2181(5) 0.7533(3) 0.1557(2) 0.0656(11) Uani 1 1 d . . .
H18 H -0.2391 0.8174 0.1526 0.079 Uiso 1 1 calc R . .
C21 C -0.1090(3) 0.29042(19) 0.53532(17) 0.0335(5) Uani 1 1 d . . .
C22 C -0.1904(3) 0.22174(19) 0.60531(17) 0.0345(5) Uani 1 1 d . . .
C25 C -0.3349(3) 0.09539(19) 0.73825(16) 0.0332(5) Uani 1 1 d . . .
C28 C -0.4150(3) 0.02867(19) 0.81035(15) 0.0326(5) Uani 1 1 d . . .
C20 C -0.3332(3) 0.7951(2) 0.01829(18) 0.0408(6) Uani 1 1 d . . .
C30 C -0.8800(3) -0.0326(2) 0.96750(18) 0.0389(6) Uani 1 1 d . . .
C31 C -0.9920(3) 0.0059(3) 0.9164(2) 0.0458(7) Uani 1 1 d . . .
H31 H -0.9867 0.0100 0.8602 0.055 Uiso 1 1 calc R . .
C34 C -0.4774(7) -0.1362(5) 0.6527(4) 0.0991(19) Uani 1 1 d . . .
H34A H -0.4911 -0.1355 0.5967 0.149 Uiso 1 1 calc R . .
H34B H -0.3821 -0.1485 0.6646 0.149 Uiso 1 1 calc R . .
H34C H -0.5105 -0.0745 0.6569 0.149 Uiso 1 1 calc R . .
C35 C -0.6976(8) -0.3432(5) 0.7455(6) 0.134(3) Uani 1 1 d . . .
H35A H -0.7450 -0.3750 0.7157 0.201 Uiso 1 1 calc R . .
H35B H -0.7619 -0.3155 0.7772 0.201 Uiso 1 1 calc R . .
H35C H -0.6343 -0.3896 0.7831 0.201 Uiso 1 1 calc R . .
C36 C -0.6193(7) -0.2528(5) 0.5945(3) 0.1000(19) Uani 1 1 d . . .
H36A H -0.6783 -0.2965 0.5859 0.150 Uiso 1 1 calc R . .
H36B H -0.5282 -0.2676 0.5771 0.150 Uiso 1 1 calc R . .
H36C H -0.6500 -0.1872 0.5618 0.150 Uiso 1 1 calc R . .
O13 O -0.6559(4) -0.2976(2) 0.9667(2) 0.0908(11) Uani 1 1 d . . .
C37 C -0.6685(12) -0.3449(6) 1.0320(5) 0.169(4) Uani 1 1 d . . .
C42 C -0.593(4) -0.424(2) 1.1570(19) 0.50(2) Uiso 1 1 d . . .
H42A H -0.6165 -0.4320 1.2146 0.749 Uiso 1 1 calc R . .
H42B H -0.5070 -0.3971 1.1424 0.749 Uiso 1 1 calc R . .
H42C H -0.5873 -0.4866 1.1498 0.749 Uiso 1 1 calc R . .
C43 C -0.792(4) -0.361(2) 1.145(2) 0.51(2) Uiso 1 1 d . . .
H43A H -0.7664 -0.3910 1.2031 0.762 Uiso 1 1 calc R . .
H43B H -0.8580 -0.3973 1.1326 0.762 Uiso 1 1 calc R . .
H43C H -0.8301 -0.2957 1.1358 0.762 Uiso 1 1 calc R . .
C46 C -0.5432(19) -0.4466(12) 1.0073(12) 0.257(7) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O5 2.118(2) . ?
Mn1 O3 2.121(2) . ?
Mn1 O2 2.123(2) . ?
Mn1 O1 2.220(2) . ?
Mn1 O6 2.2270(18) . ?
Mn1 O4 2.382(2) . ?
Mn1 C5 2.636(2) . ?
Mn2 O7 2.1400(19) . ?
Mn2 O7 2.1400(19) 2_566 ?
Mn2 O8 2.142(2) 2_566 ?
Mn2 O8 2.142(2) . ?
Mn2 O6 2.1877(18) 2_566 ?
Mn2 O6 2.1877(18) . ?
Mn3 O9 2.100(2) 1_546 ?
Mn3 O14 2.118(2) . ?
Mn3 O15 2.1286(19) . ?
Mn3 O13 2.266(3) . ?
Mn3 O11 2.286(2) . ?
Mn3 O12 2.296(2) . ?
Mn3 C29 2.627(3) . ?
Mn4 O10 2.1356(19) . ?
Mn4 O10 2.1356(19) 2_475 ?
Mn4 O16 2.1467(19) 2_466 ?
Mn4 O16 2.1467(19) 1_564 ?
Mn4 O12 2.2022(18) 1_564 ?
Mn4 O12 2.2022(18) 2_466 ?
O1 C1 1.236(4) . ?
O2 C9 1.221(5) . ?
N2 C9 1.302(5) . ?
N2 C12 1.454(7) . ?
N2 C11 1.479(7) . ?
O4 C5 1.243(4) . ?
O6 C5 1.281(3) . ?
O8 C13 1.248(4) . ?
O3 C13 1.252(4) . ?
C15 C14 1.376(4) . ?
C15 C16 1.398(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.391(4) . ?
C16 H16 0.9300 . ?
C19 C14 1.390(5) . ?
C19 C18 1.392(5) . ?
C19 H19 0.9300 . ?
O7 C21 1.239(3) . ?
O5 C21 1.259(4) . ?
C23 C22 1.389(4) . ?
C23 C24 1.385(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.388(4) . ?
C24 H24 0.9300 . ?
O15 C28 1.254(3) . ?
O11 C29 1.245(4) . ?
O12 C29 1.274(3) . ?
O12 Mn4 2.2022(18) 1_546 ?
O10 C20 1.239(4) . ?
O16 C28 1.245(3) . ?
O16 Mn4 2.1467(19) 1_546 ?
O9 C20 1.263(4) . ?
O9 Mn3 2.100(2) 1_564 ?
C32 C31 1.387(4) 2_357 ?
C32 C30 1.387(4) . ?
C32 H32 0.9300 . ?
O14 C33 1.237(5) . ?
C8 C7 1.397(4) 2_666 ?
C8 C6 1.394(4) . ?
C8 H8 0.9300 . ?
C7 C6 1.384(4) . ?
C7 C8 1.397(4) 2_666 ?
C7 H7 0.9300 . ?
C1 N1 1.315(5) . ?
C1 C2 1.524(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
N1 C3 1.446(7) . ?
N1 C4 1.472(6) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C5 C6 1.500(3) . ?
C26 C25 1.385(4) . ?
C26 C27 1.387(4) . ?
C26 H26 0.9300 . ?
C27 C22 1.387(4) . ?
C27 H27 0.9300 . ?
C29 C30 1.500(4) . ?
C33 N3 1.272(5) . ?
C33 C34 1.540(7) . ?
N3 C36 1.452(6) . ?
N3 C35 1.511(8) . ?
N4 C37 1.158(11) . ?
N4 C42 1.46(3) . ?
N4 C43 1.15(3) . ?
N4 C46 2.71(2) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C9 C10 1.514(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C13 C14 1.509(3) . ?
C17 C18 1.378(5) . ?
C17 C20 1.510(4) . ?
C18 H18 0.9300 . ?
C21 C22 1.516(3) . ?
C25 C28 1.516(3) . ?
C30 C31 1.390(4) . ?
C31 C32 1.387(4) 2_357 ?
C31 H31 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
O13 C37 1.092(7) . ?
C37 C46 1.991(19) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 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
O5 Mn1 O3 102.94(9) . . ?
O5 Mn1 O2 98.05(11) . . ?
O3 Mn1 O2 86.89(10) . . ?
O5 Mn1 O1 87.00(9) . . ?
O3 Mn1 O1 168.35(9) . . ?
O2 Mn1 O1 85.68(10) . . ?
O5 Mn1 O6 96.79(8) . . ?
O3 Mn1 O6 99.98(8) . . ?
O2 Mn1 O6 161.81(10) . . ?
O1 Mn1 O6 84.64(8) . . ?
O5 Mn1 O4 151.69(8) . . ?
O3 Mn1 O4 92.71(9) . . ?
O2 Mn1 O4 106.33(11) . . ?
O1 Mn1 O4 80.81(9) . . ?
O6 Mn1 O4 56.86(7) . . ?
O5 Mn1 C5 124.35(9) . . ?
O3 Mn1 C5 99.87(9) . . ?
O2 Mn1 C5 133.42(11) . . ?
O1 Mn1 C5 78.95(9) . . ?
O6 Mn1 C5 29.01(8) . . ?
O4 Mn1 C5 28.09(8) . . ?
O7 Mn2 O7 180.000(1) . 2_566 ?
O7 Mn2 O8 86.41(10) . 2_566 ?
O7 Mn2 O8 93.59(10) 2_566 2_566 ?
O7 Mn2 O8 93.59(10) . . ?
O7 Mn2 O8 86.41(10) 2_566 . ?
O8 Mn2 O8 180.000(1) 2_566 . ?
O7 Mn2 O6 91.15(8) . 2_566 ?
O7 Mn2 O6 88.85(8) 2_566 2_566 ?
O8 Mn2 O6 89.05(8) 2_566 2_566 ?
O8 Mn2 O6 90.95(8) . 2_566 ?
O7 Mn2 O6 88.85(8) . . ?
O7 Mn2 O6 91.15(8) 2_566 . ?
O8 Mn2 O6 90.95(8) 2_566 . ?
O8 Mn2 O6 89.05(8) . . ?
O6 Mn2 O6 180.0 2_566 . ?
O9 Mn3 O14 109.29(11) 1_546 . ?
O9 Mn3 O15 96.10(11) 1_546 . ?
O14 Mn3 O15 91.62(10) . . ?
O9 Mn3 O13 84.54(14) 1_546 . ?
O14 Mn3 O13 83.74(12) . . ?
O15 Mn3 O13 175.25(11) . . ?
O9 Mn3 O11 151.09(10) 1_546 . ?
O14 Mn3 O11 95.86(10) . . ?
O15 Mn3 O11 97.21(9) . . ?
O13 Mn3 O11 84.28(13) . . ?
O9 Mn3 O12 95.43(9) 1_546 . ?
O14 Mn3 O12 151.94(10) . . ?
O15 Mn3 O12 98.93(8) . . ?
O13 Mn3 O12 85.68(11) . . ?
O11 Mn3 O12 57.19(7) . . ?
O9 Mn3 C29 123.44(10) 1_546 . ?
O14 Mn3 C29 123.37(11) . . ?
O15 Mn3 C29 101.22(9) . . ?
O13 Mn3 C29 82.24(12) . . ?
O11 Mn3 C29 28.30(8) . . ?
O12 Mn3 C29 29.02(8) . . ?
O10 Mn4 O10 180.0 . 2_475 ?
O10 Mn4 O16 87.94(9) . 2_466 ?
O10 Mn4 O16 92.06(9) 2_475 2_466 ?
O10 Mn4 O16 92.06(9) . 1_564 ?
O10 Mn4 O16 87.94(9) 2_475 1_564 ?
O16 Mn4 O16 180.00(12) 2_466 1_564 ?
O10 Mn4 O12 86.74(8) . 1_564 ?
O10 Mn4 O12 93.26(8) 2_475 1_564 ?
O16 Mn4 O12 89.77(8) 2_466 1_564 ?
O16 Mn4 O12 90.23(8) 1_564 1_564 ?
O10 Mn4 O12 93.26(8) . 2_466 ?
O10 Mn4 O12 86.74(8) 2_475 2_466 ?
O16 Mn4 O12 90.23(8) 2_466 2_466 ?
O16 Mn4 O12 89.77(8) 1_564 2_466 ?
O12 Mn4 O12 180.000(1) 1_564 2_466 ?
C1 O1 Mn1 129.1(2) . . ?
C9 O2 Mn1 137.1(3) . . ?
C9 N2 C12 125.4(5) . . ?
C9 N2 C11 118.1(4) . . ?
C12 N2 C11 116.5(5) . . ?
C5 O4 Mn1 87.42(15) . . ?
C5 O6 Mn2 134.53(18) . . ?
C5 O6 Mn1 93.52(16) . . ?
Mn2 O6 Mn1 108.75(7) . . ?
C13 O8 Mn2 142.0(2) . . ?
C13 O3 Mn1 127.80(18) . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 119.5(3) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C14 C19 C18 119.9(3) . . ?
C14 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C21 O7 Mn2 142.87(19) . . ?
C21 O5 Mn1 124.56(17) . . ?
C22 C23 C24 120.3(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 120.9(3) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C28 O15 Mn3 131.52(18) . . ?
C29 O11 Mn3 91.24(18) . . ?
C29 O12 Mn4 132.64(19) . 1_546 ?
C29 O12 Mn3 90.02(17) . . ?
Mn4 O12 Mn3 109.26(8) 1_546 . ?
C20 O10 Mn4 143.3(2) . . ?
C28 O16 Mn4 136.34(18) . 1_546 ?
C20 O9 Mn3 123.3(2) . 1_564 ?
C31 C32 C30 120.2(3) 2_357 . ?
C31 C32 H32 119.9 2_357 . ?
C30 C32 H32 119.9 . . ?
C33 O14 Mn3 147.5(3) . . ?
C7 C8 C6 119.8(3) 2_666 . ?
C7 C8 H8 120.1 2_666 . ?
C6 C8 H8 120.1 . . ?
C6 C7 C8 120.2(2) . 2_666 ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 2_666 . ?
O1 C1 N1 120.8(4) . . ?
O1 C1 C2 119.1(4) . . ?
N1 C1 C2 120.1(4) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 N1 C3 118.4(4) . . ?
C1 N1 C4 123.5(5) . . ?
C3 N1 C4 117.7(5) . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O4 C5 O6 121.2(2) . . ?
O4 C5 C6 120.9(2) . . ?
O6 C5 C6 117.8(2) . . ?
O4 C5 Mn1 64.49(14) . . ?
O6 C5 Mn1 57.47(12) . . ?
C6 C5 Mn1 166.6(2) . . ?
C25 C26 C27 120.9(3) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C22 C27 C26 120.4(3) . . ?
C22 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
O11 C29 O12 121.0(3) . . ?
O11 C29 C30 119.9(2) . . ?
O12 C29 C30 119.0(2) . . ?
O11 C29 Mn3 60.46(15) . . ?
O12 C29 Mn3 60.95(15) . . ?
C30 C29 Mn3 170.7(2) . . ?
O14 C33 N3 125.9(5) . . ?
O14 C33 C34 120.0(4) . . ?
N3 C33 C34 114.1(4) . . ?
C33 N3 C36 126.2(5) . . ?
C33 N3 C35 114.3(5) . . ?
C36 N3 C35 119.3(5) . . ?
C37 N4 C42 111.1(19) . . ?
C37 N4 C43 140(2) . . ?
C42 N4 C43 105.2(18) . . ?
C37 N4 C46 41.4(9) . . ?
C42 N4 C46 73.2(15) . . ?
C43 N4 C46 147(2) . . ?
C7 C6 C8 120.0(2) . . ?
C7 C6 C5 120.4(2) . . ?
C8 C6 C5 119.6(2) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 C9 N2 120.7(4) . . ?
O2 C9 C10 121.3(4) . . ?
N2 C9 C10 118.0(4) . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O8 C13 O3 126.4(2) . . ?
O8 C13 C14 115.9(3) . . ?
O3 C13 C14 117.7(2) . . ?
C15 C14 C19 119.5(3) . . ?
C15 C14 C13 121.3(3) . . ?
C19 C14 C13 119.2(3) . . ?
C18 C17 C16 119.7(3) . . ?
C18 C17 C20 119.6(3) . . ?
C16 C17 C20 120.7(3) . . ?
C17 C18 C19 120.5(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
O7 C21 O5 125.9(2) . . ?
O7 C21 C22 117.0(2) . . ?
O5 C21 C22 117.2(2) . . ?
C23 C22 C27 118.9(2) . . ?
C23 C22 C21 121.3(2) . . ?
C27 C22 C21 119.7(2) . . ?
C24 C25 C26 118.5(2) . . ?
C24 C25 C28 121.7(2) . . ?
C26 C25 C28 119.7(2) . . ?
O16 C28 O15 126.5(2) . . ?
O16 C28 C25 116.4(2) . . ?
O15 C28 C25 117.1(2) . . ?
O10 C20 O9 125.5(3) . . ?
O10 C20 C17 117.2(3) . . ?
O9 C20 C17 117.3(3) . . ?
C32 C30 C31 119.6(3) . . ?
C32 C30 C29 120.2(3) . . ?
C31 C30 C29 120.1(3) . . ?
C32 C31 C30 120.1(3) 2_357 . ?
C32 C31 H31 119.9 2_357 . ?
C30 C31 H31 119.9 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C36 H36A 109.5 . . ?
N3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C37 O13 Mn3 140.6(6) . . ?
O13 C37 N4 153.3(13) . . ?
O13 C37 C46 89.0(10) . . ?
N4 C37 C46 115.9(11) . . ?
N4 C42 H42A 109.4 . . ?
N4 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N4 C42 H42C 109.4 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N4 C43 H43A 109.6 . . ?
N4 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
N4 C43 H43C 109.4 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C37 C46 N4 22.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        28.38
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.289
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.218
####################################################################### 
# 
# 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_Compound2_F
_database_code_depnum_ccdc_archive 'CCDC 1474409'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            Compound2_F
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H34 F6 Mn3 N4 O16'
_chemical_formula_weight         1057.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8540(3)
_cell_length_b                   12.8734(4)
_cell_length_c                   16.6711(6)
_cell_angle_alpha                74.880(2)
_cell_angle_beta                 88.8270(10)
_cell_angle_gamma                87.055(2)
_cell_volume                     2038.84(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    10024
_cell_measurement_theta_min      1.27
_cell_measurement_theta_max      28.43

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1070
_exptl_absorpt_coefficient_mu    1.020
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8620
_exptl_absorpt_correction_T_max  0.9048
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34869
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.27
_diffrn_reflns_theta_max         28.43
_reflns_number_total             10024
_reflns_number_gt                8215
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0909P)²+5.7591P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10024
_refine_ls_number_parameters     589
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1763
_refine_ls_wR_factor_gt          0.1654
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.0000 0.0000 0.5000 0.01335(15) Uani 1 2 d S . .
Mn2 Mn -0.09391(5) 0.21232(4) 0.60358(3) 0.01441(13) Uani 1 1 d . . .
Mn3 Mn -0.55713(5) 0.29243(4) -0.10750(3) 0.01469(13) Uani 1 1 d . . .
Mn4 Mn -0.5000 0.5000 0.0000 0.01210(15) Uani 1 2 d S . .
O7 O -0.0480(3) 0.0521(2) 0.37174(15) 0.0250(6) Uani 1 1 d . . .
O13 O -0.7696(3) 0.3755(2) -0.13083(16) 0.0222(5) Uani 1 1 d . . .
O1 O 0.1328(3) 0.1322(2) 0.47915(17) 0.0237(5) Uani 1 1 d . . .
O2 O 0.0548(3) 0.2809(2) 0.51429(16) 0.0247(6) Uani 1 1 d . . .
O3 O -0.2240(3) 0.3481(3) 0.53190(18) 0.0332(7) Uani 1 1 d . . .
O4 O -0.1695(2) 0.1083(2) 0.52413(15) 0.0185(5) Uani 1 1 d . . .
O5 O -0.2982(3) 0.1300(2) 0.62861(16) 0.0216(5) Uani 1 1 d . . .
C18 C -0.3842(3) 0.0309(3) 0.4527(2) 0.0195(7) Uani 1 1 d . . .
H18 H -0.3069 0.0513 0.4208 0.023 Uiso 1 1 calc R . .
O6 O -0.0680(3) 0.2972(2) 0.69678(17) 0.0310(7) Uani 1 1 d . . .
O8 O -0.0085(3) -0.0820(2) 0.31039(15) 0.0210(5) Uani 1 1 d . . .
O9 O -0.3948(3) 0.2253(2) -0.02629(16) 0.0233(5) Uani 1 1 d . . .
O16 O -0.4525(3) 0.5563(2) -0.13038(15) 0.0229(5) Uani 1 1 d . . .
O14 O -0.4560(3) 0.4198(2) -0.19017(16) 0.0244(5) Uani 1 1 d . . .
O17 O -0.3516(3) 0.3710(2) 0.01628(16) 0.0205(5) Uani 1 1 d . . .
C32 C -0.8825(3) 0.4711(3) 0.0467(2) 0.0197(7) Uani 1 1 d . . .
H32 H -0.8040 0.4521 0.0782 0.024 Uiso 1 1 calc R . .
O15 O -0.6682(3) 0.1562(3) -0.02812(18) 0.0347(7) Uani 1 1 d . . .
O12 O -0.5510(3) 0.2182(2) -0.20731(17) 0.0276(6) Uani 1 1 d . . .
N5 N -0.5958(3) 0.2626(3) -0.3442(2) 0.0277(7) Uani 1 1 d . . .
C15 C -0.2808(3) 0.0962(3) 0.5652(2) 0.0174(6) Uani 1 1 d . . .
N1 N -0.0761(3) 0.2103(3) 0.8342(2) 0.0265(7) Uani 1 1 d . . .
O11 O -0.6520(2) 0.3939(2) -0.02521(15) 0.0177(5) Uani 1 1 d . . .
C31 C -0.8851(3) 0.4567(3) -0.0333(2) 0.0165(6) Uani 1 1 d . . .
C1 C 0.1239(3) 0.2305(3) 0.4692(2) 0.0181(6) Uani 1 1 d . . .
C9 C -0.1873(4) 0.4136(4) 0.4678(3) 0.0319(9) Uani 1 1 d . . .
H9 H -0.1233 0.4621 0.4728 0.038 Uiso 1 1 calc R . .
N2 N -0.2325(4) 0.4194(3) 0.3933(2) 0.0372(9) Uani 1 1 d . . .
C10 C -0.3303(9) 0.3461(7) 0.3806(4) 0.081(3) Uani 1 1 d . . .
H10A H -0.3517 0.3620 0.3226 0.121 Uiso 1 1 calc R . .
H10B H -0.4115 0.3538 0.4118 0.121 Uiso 1 1 calc R . .
H10C H -0.2930 0.2735 0.3990 0.121 Uiso 1 1 calc R . .
C11 C -0.1833(8) 0.4970(5) 0.3200(3) 0.0612(17) Uani 1 1 d . . .
H11A H -0.2283 0.4887 0.2716 0.092 Uiso 1 1 calc R . .
H11B H -0.0871 0.4848 0.3142 0.092 Uiso 1 1 calc R . .
H11C H -0.2021 0.5686 0.3257 0.092 Uiso 1 1 calc R . .
C16 C -0.3943(3) 0.0454(3) 0.5323(2) 0.0173(6) Uani 1 1 d . . .
C17 C -0.5110(4) 0.0138(3) 0.5795(2) 0.0207(7) Uani 1 1 d . . .
F5 F -0.5266(5) 0.0244(4) 0.6545(3) 0.0829(13) Uani 1 1 d . . .
C12 C -0.0239(4) 0.2765(3) 0.7688(2) 0.0255(8) Uani 1 1 d . . .
H12 H 0.0532 0.3111 0.7770 0.031 Uiso 1 1 calc R . .
C13 C -0.0151(5) 0.1932(4) 0.9157(3) 0.0360(10) Uani 1 1 d . . .
H13A H -0.0661 0.1426 0.9561 0.054 Uiso 1 1 calc R . .
H13B H -0.0159 0.2604 0.9306 0.054 Uiso 1 1 calc R . .
H13C H 0.0769 0.1655 0.9141 0.054 Uiso 1 1 calc R . .
C14 C -0.1921(5) 0.1472(5) 0.8291(3) 0.0452(13) Uani 1 1 d . . .
H14A H -0.2144 0.1041 0.8836 0.068 Uiso 1 1 calc R . .
H14B H -0.1702 0.1011 0.7933 0.068 Uiso 1 1 calc R . .
H14C H -0.2685 0.1947 0.8071 0.068 Uiso 1 1 calc R . .
C19 C -0.0519(3) 0.0100(3) 0.3119(2) 0.0181(6) Uani 1 1 d . . .
C2 C 0.2034(3) 0.2989(3) 0.3980(2) 0.0184(6) Uani 1 1 d . . .
C20 C -0.1200(4) 0.0784(3) 0.2343(2) 0.0191(7) Uani 1 1 d . . .
C25 C -0.1597(4) 0.0339(3) 0.1718(2) 0.0233(7) Uani 1 1 d . . .
H25 H -0.1394 -0.0387 0.1763 0.028 Uiso 1 1 calc R . .
C24 C -0.2297(4) 0.0958(3) 0.1022(2) 0.0235(7) Uani 1 1 d . . .
C23 C -0.2606(3) 0.2042(3) 0.0942(2) 0.0181(6) Uani 1 1 d . . .
C26 C -0.3418(3) 0.2735(3) 0.0221(2) 0.0166(6) Uani 1 1 d . . .
C30 C -0.7622(3) 0.4072(3) -0.0666(2) 0.0171(6) Uani 1 1 d . . .
C8 C 0.4270(3) 0.4873(3) 0.1879(2) 0.0172(6) Uani 1 1 d . . .
C5 C 0.3508(3) 0.4214(3) 0.2627(2) 0.0179(6) Uani 1 1 d . . .
C6 C 0.2673(4) 0.4716(3) 0.3101(2) 0.0253(8) Uani 1 1 d . . .
H6 H 0.2595 0.5465 0.2972 0.030 Uiso 1 1 calc R . .
C7 C 0.1945(4) 0.4109(3) 0.3776(2) 0.0261(8) Uani 1 1 d . . .
F3 F 0.1295(11) 0.4583(6) 0.4260(7) 0.181(4) Uani 1 1 d . . .
C3 C 0.2892(5) 0.2493(3) 0.3507(3) 0.0355(10) Uani 1 1 d . . .
H3 H 0.2986 0.1745 0.3641 0.043 Uiso 1 1 calc R . .
C4 C 0.3613(5) 0.3097(3) 0.2839(3) 0.0383(11) Uani 1 1 d . . .
F4 F 0.4666(6) 0.2576(4) 0.2550(3) 0.0906(15) Uani 1 1 d . . .
C33 C -0.9960(4) 0.5135(3) 0.0796(2) 0.0209(7) Uani 1 1 d . . .
F6 F -0.9864(5) 0.5235(4) 0.1559(3) 0.0815(13) Uani 1 1 d . . .
C27 C -0.6209(5) 0.1004(3) 0.0392(3) 0.0315(9) Uani 1 1 d . . .
H27 H -0.5492 0.0514 0.0370 0.038 Uiso 1 1 calc R . .
N4 N -0.6651(4) 0.1060(3) 0.1129(2) 0.0336(8) Uani 1 1 d . . .
C29 C -0.7711(8) 0.1838(6) 0.1223(4) 0.068(2) Uani 1 1 d . . .
H29A H -0.7897 0.1758 0.1803 0.102 Uiso 1 1 calc R . .
H29B H -0.8519 0.1720 0.0954 0.102 Uiso 1 1 calc R . .
H29C H -0.7422 0.2552 0.0974 0.102 Uiso 1 1 calc R . .
C28 C -0.5931(6) 0.0462(4) 0.1878(3) 0.0432(12) Uani 1 1 d . . .
H28A H -0.6388 0.0594 0.2359 0.065 Uiso 1 1 calc R . .
H28B H -0.5017 0.0693 0.1857 0.065 Uiso 1 1 calc R . .
H28C H -0.5914 -0.0295 0.1911 0.065 Uiso 1 1 calc R . .
C34 C -0.5189(4) 0.2614(3) -0.2812(2) 0.0238(7) Uani 1 1 d . . .
H34 H -0.4363 0.2943 -0.2916 0.029 Uiso 1 1 calc R . .
C35 C -0.7255(5) 0.2111(6) -0.3337(3) 0.0518(15) Uani 1 1 d . . .
H35A H -0.7665 0.2208 -0.3870 0.078 Uiso 1 1 calc R . .
H35B H -0.7845 0.2432 -0.2993 0.078 Uiso 1 1 calc R . .
H35C H -0.7110 0.1356 -0.3078 0.078 Uiso 1 1 calc R . .
C36 C -0.5550(5) 0.3133(4) -0.4295(3) 0.0345(10) Uani 1 1 d . . .
H36A H -0.6245 0.3059 -0.4669 0.052 Uiso 1 1 calc R . .
H36B H -0.4715 0.2791 -0.4424 0.052 Uiso 1 1 calc R . .
H36C H -0.5421 0.3884 -0.4355 0.052 Uiso 1 1 calc R . .
C22 C -0.2181(5) 0.2497(3) 0.1551(3) 0.0373(11) Uani 1 1 d . . .
H22 H -0.2365 0.3228 0.1499 0.045 Uiso 1 1 calc R . .
C21 C -0.1478(6) 0.1877(4) 0.2246(3) 0.0406(12) Uani 1 1 d . . .
F2 F -0.0686(12) 0.2442(6) 0.2632(6) 0.182(4) Uani 1 1 d . . .
F1 F -0.2417(6) 0.0515(4) 0.0410(3) 0.0980(16) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O7 2.123(2) . ?
Mn1 O7 2.123(2) 2_556 ?
Mn1 O1 2.153(3) . ?
Mn1 O1 2.153(3) 2_556 ?
Mn1 O4 2.218(2) . ?
Mn1 O4 2.218(2) 2_556 ?
Mn2 O2 2.121(3) . ?
Mn2 O8 2.126(2) 2_556 ?
Mn2 O6 2.146(3) . ?
Mn2 O3 2.206(3) . ?
Mn2 O4 2.274(3) . ?
Mn2 O5 2.303(3) . ?
Mn2 C15 2.620(3) . ?
Mn3 O9 2.115(3) . ?
Mn3 O12 2.123(3) . ?
Mn3 O14 2.124(3) . ?
Mn3 O15 2.226(3) . ?
Mn3 O11 2.284(3) . ?
Mn3 O13 2.294(3) . ?
Mn3 C30 2.625(3) . ?
Mn4 O17 2.122(2) 2_465 ?
Mn4 O17 2.122(2) . ?
Mn4 O16 2.154(2) 2_465 ?
Mn4 O16 2.154(2) . ?
Mn4 O11 2.196(2) 2_465 ?
Mn4 O11 2.196(2) . ?
O7 C19 1.256(4) . ?
O13 C30 1.246(4) . ?
O1 C1 1.231(5) . ?
O2 C1 1.280(5) . ?
O3 C9 1.237(5) . ?
O4 C15 1.276(4) . ?
O5 C15 1.249(4) . ?
C18 C16 1.388(5) . ?
C18 C17 1.390(5) 2_456 ?
C18 H18 0.9300 . ?
O6 C12 1.243(5) . ?
O8 C19 1.245(4) . ?
O8 Mn2 2.126(2) 2_556 ?
O9 C26 1.273(4) . ?
O16 C8 1.247(4) 2_565 ?
O14 C8 1.254(4) 2_565 ?
O17 C26 1.232(4) . ?
C32 C33 1.385(5) . ?
C32 C31 1.394(5) . ?
C32 H32 0.9300 . ?
O15 C27 1.248(5) . ?
O12 C34 1.254(5) . ?
N5 C34 1.303(5) . ?
N5 C35 1.456(6) . ?
N5 C36 1.460(5) . ?
C15 C16 1.506(5) . ?
N1 C12 1.311(5) . ?
N1 C14 1.452(6) . ?
N1 C13 1.455(5) . ?
O11 C30 1.278(4) . ?
C31 C33 1.397(5) 2_365 ?
C31 C30 1.503(5) . ?
C1 C2 1.512(5) . ?
C9 N2 1.311(6) . ?
C9 H9 0.9300 . ?
N2 C10 1.439(8) . ?
N2 C11 1.454(6) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C16 C17 1.397(5) . ?
C17 F5 1.299(5) . ?
C17 C18 1.390(5) 2_456 ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C19 C20 1.510(4) . ?
C2 C3 1.388(5) . ?
C2 C7 1.391(5) . ?
C20 C25 1.383(5) . ?
C20 C21 1.388(5) . ?
C25 C24 1.397(5) . ?
C25 H25 0.9300 . ?
C24 F1 1.302(6) . ?
C24 C23 1.385(5) . ?
C23 C22 1.379(5) . ?
C23 C26 1.513(4) . ?
C8 O16 1.247(4) 2_565 ?
C8 O14 1.254(4) 2_565 ?
C8 C5 1.521(4) . ?
C5 C6 1.380(5) . ?
C5 C4 1.388(5) . ?
C6 C7 1.398(5) . ?
C6 H6 0.9300 . ?
C7 F3 1.277(9) . ?
C3 C4 1.387(5) . ?
C3 H3 0.9300 . ?
C4 F4 1.354(6) . ?
C33 F6 1.318(5) . ?
C33 C31 1.397(5) 2_365 ?
C27 N4 1.315(6) . ?
C27 H27 0.9300 . ?
N4 C29 1.444(7) . ?
N4 C28 1.461(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C34 H34 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C22 C21 1.398(5) . ?
C22 H22 0.9300 . ?
C21 F2 1.369(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Mn1 O7 180.00(5) . 2_556 ?
O7 Mn1 O1 87.41(11) . . ?
O7 Mn1 O1 92.59(11) 2_556 . ?
O7 Mn1 O1 92.59(11) . 2_556 ?
O7 Mn1 O1 87.41(11) 2_556 2_556 ?
O1 Mn1 O1 180.00(15) . 2_556 ?
O7 Mn1 O4 88.34(10) . . ?
O7 Mn1 O4 91.66(10) 2_556 . ?
O1 Mn1 O4 89.15(10) . . ?
O1 Mn1 O4 90.85(10) 2_556 . ?
O7 Mn1 O4 91.66(10) . 2_556 ?
O7 Mn1 O4 88.34(10) 2_556 2_556 ?
O1 Mn1 O4 90.85(10) . 2_556 ?
O1 Mn1 O4 89.15(10) 2_556 2_556 ?
O4 Mn1 O4 180.00(12) . 2_556 ?
O2 Mn2 O8 105.75(11) . 2_556 ?
O2 Mn2 O6 101.51(12) . . ?
O8 Mn2 O6 84.27(10) 2_556 . ?
O2 Mn2 O3 83.04(11) . . ?
O8 Mn2 O3 170.31(11) 2_556 . ?
O6 Mn2 O3 90.02(12) . . ?
O2 Mn2 O4 92.83(10) . . ?
O8 Mn2 O4 94.51(10) 2_556 . ?
O6 Mn2 O4 165.40(11) . . ?
O3 Mn2 O4 89.03(11) . . ?
O2 Mn2 O5 146.97(10) . . ?
O8 Mn2 O5 91.93(10) 2_556 . ?
O6 Mn2 O5 107.95(12) . . ?
O3 Mn2 O5 82.35(11) . . ?
O4 Mn2 O5 57.50(9) . . ?
O2 Mn2 C15 120.16(11) . . ?
O8 Mn2 C15 95.47(10) 2_556 . ?
O6 Mn2 C15 136.38(12) . . ?
O3 Mn2 C15 83.24(12) . . ?
O4 Mn2 C15 29.14(10) . . ?
O5 Mn2 C15 28.46(10) . . ?
O9 Mn3 O12 108.53(11) . . ?
O9 Mn3 O14 99.30(11) . . ?
O12 Mn3 O14 85.68(11) . . ?
O9 Mn3 O15 83.22(11) . . ?
O12 Mn3 O15 90.89(12) . . ?
O14 Mn3 O15 176.25(11) . . ?
O9 Mn3 O11 95.30(10) . . ?
O12 Mn3 O11 155.52(11) . . ?
O14 Mn3 O11 96.16(10) . . ?
O15 Mn3 O11 86.33(11) . . ?
O9 Mn3 O13 150.49(10) . . ?
O12 Mn3 O13 98.17(11) . . ?
O14 Mn3 O13 94.91(11) . . ?
O15 Mn3 O13 84.06(11) . . ?
O11 Mn3 O13 57.35(9) . . ?
O9 Mn3 C30 123.17(11) . . ?
O12 Mn3 C30 126.41(12) . . ?
O14 Mn3 C30 98.19(11) . . ?
O15 Mn3 C30 82.62(12) . . ?
O11 Mn3 C30 29.13(10) . . ?
O13 Mn3 C30 28.34(10) . . ?
O17 Mn4 O17 180.00(10) 2_465 . ?
O17 Mn4 O16 92.05(10) 2_465 2_465 ?
O17 Mn4 O16 87.95(10) . 2_465 ?
O17 Mn4 O16 87.95(10) 2_465 . ?
O17 Mn4 O16 92.05(10) . . ?
O16 Mn4 O16 180.0 2_465 . ?
O17 Mn4 O11 89.33(9) 2_465 2_465 ?
O17 Mn4 O11 90.67(9) . 2_465 ?
O16 Mn4 O11 91.32(10) 2_465 2_465 ?
O16 Mn4 O11 88.68(10) . 2_465 ?
O17 Mn4 O11 90.67(9) 2_465 . ?
O17 Mn4 O11 89.33(9) . . ?
O16 Mn4 O11 88.68(10) 2_465 . ?
O16 Mn4 O11 91.32(10) . . ?
O11 Mn4 O11 180.00(12) 2_465 . ?
C19 O7 Mn1 136.7(2) . . ?
C30 O13 Mn3 90.7(2) . . ?
C1 O1 Mn1 138.4(2) . . ?
C1 O2 Mn2 125.1(2) . . ?
C9 O3 Mn2 124.2(3) . . ?
C15 O4 Mn1 135.7(2) . . ?
C15 O4 Mn2 90.7(2) . . ?
Mn1 O4 Mn2 109.43(10) . . ?
C15 O5 Mn2 90.0(2) . . ?
C16 C18 C17 120.4(3) . 2_456 ?
C16 C18 H18 119.8 . . ?
C17 C18 H18 119.8 2_456 . ?
C12 O6 Mn2 137.3(3) . . ?
C19 O8 Mn2 134.8(2) . 2_556 ?
C26 O9 Mn3 123.8(2) . . ?
C8 O16 Mn4 135.3(2) 2_565 . ?
C8 O14 Mn3 134.2(2) 2_565 . ?
C26 O17 Mn4 140.7(2) . . ?
C33 C32 C31 120.5(3) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C27 O15 Mn3 121.7(3) . . ?
C34 O12 Mn3 126.3(3) . . ?
C34 N5 C35 122.0(4) . . ?
C34 N5 C36 121.8(4) . . ?
C35 N5 C36 116.2(4) . . ?
O5 C15 O4 121.4(3) . . ?
O5 C15 C16 120.5(3) . . ?
O4 C15 C16 118.0(3) . . ?
O5 C15 Mn2 61.54(18) . . ?
O4 C15 Mn2 60.20(18) . . ?
C16 C15 Mn2 170.8(2) . . ?
C12 N1 C14 122.5(4) . . ?
C12 N1 C13 120.6(4) . . ?
C14 N1 C13 116.8(4) . . ?
C30 O11 Mn4 135.5(2) . . ?
C30 O11 Mn3 90.4(2) . . ?
Mn4 O11 Mn3 109.35(10) . . ?
C32 C31 C33 118.6(3) . 2_365 ?
C32 C31 C30 119.5(3) . . ?
C33 C31 C30 121.8(3) 2_365 . ?
O1 C1 O2 126.2(3) . . ?
O1 C1 C2 117.5(3) . . ?
O2 C1 C2 116.3(3) . . ?
O3 C9 N2 124.5(5) . . ?
O3 C9 H9 117.7 . . ?
N2 C9 H9 117.7 . . ?
C9 N2 C10 120.8(4) . . ?
C9 N2 C11 121.9(5) . . ?
C10 N2 C11 117.2(5) . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C18 C16 C17 118.9(3) . . ?
C18 C16 C15 119.5(3) . . ?
C17 C16 C15 121.6(3) . . ?
F5 C17 C18 117.3(4) . 2_456 ?
F5 C17 C16 122.1(4) . . ?
C18 C17 C16 120.7(3) 2_456 . ?
O6 C12 N1 125.9(4) . . ?
O6 C12 H12 117.1 . . ?
N1 C12 H12 117.1 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O8 C19 O7 127.1(3) . . ?
O8 C19 C20 117.0(3) . . ?
O7 C19 C20 115.8(3) . . ?
C3 C2 C7 118.0(3) . . ?
C3 C2 C1 119.4(3) . . ?
C7 C2 C1 122.6(3) . . ?
C25 C20 C21 118.0(3) . . ?
C25 C20 C19 121.4(3) . . ?
C21 C20 C19 120.6(3) . . ?
C20 C25 C24 121.4(3) . . ?
C20 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
F1 C24 C23 122.5(4) . . ?
F1 C24 C25 116.3(4) . . ?
C23 C24 C25 120.2(3) . . ?
C22 C23 C24 118.7(3) . . ?
C22 C23 C26 119.0(3) . . ?
C24 C23 C26 122.2(3) . . ?
O17 C26 O9 126.2(3) . . ?
O17 C26 C23 116.9(3) . . ?
O9 C26 C23 116.8(3) . . ?
O13 C30 O11 121.0(3) . . ?
O13 C30 C31 120.6(3) . . ?
O11 C30 C31 118.3(3) . . ?
O13 C30 Mn3 60.91(18) . . ?
O11 C30 Mn3 60.47(17) . . ?
C31 C30 Mn3 171.0(2) . . ?
O16 C8 O14 126.9(3) 2_565 2_565 ?
O16 C8 C5 116.5(3) 2_565 . ?
O14 C8 C5 116.6(3) 2_565 . ?
C6 C5 C4 118.5(3) . . ?
C6 C5 C8 120.6(3) . . ?
C4 C5 C8 120.9(3) . . ?
C5 C6 C7 120.5(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
F3 C7 C2 119.0(5) . . ?
F3 C7 C6 119.6(5) . . ?
C2 C7 C6 121.0(3) . . ?
C4 C3 C2 120.9(4) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
F4 C4 C3 116.4(4) . . ?
F4 C4 C5 120.3(4) . . ?
C3 C4 C5 121.1(4) . . ?
F6 C33 C32 117.0(3) . . ?
F6 C33 C31 122.2(4) . 2_365 ?
C32 C33 C31 120.8(3) . 2_365 ?
O15 C27 N4 124.8(5) . . ?
O15 C27 H27 117.6 . . ?
N4 C27 H27 117.6 . . ?
C27 N4 C29 121.4(4) . . ?
C27 N4 C28 120.5(4) . . ?
C29 N4 C28 117.4(4) . . ?
N4 C29 H29A 109.5 . . ?
N4 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N4 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N4 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O12 C34 N5 123.3(4) . . ?
O12 C34 H34 118.4 . . ?
N5 C34 H34 118.4 . . ?
N5 C35 H35A 109.5 . . ?
N5 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N5 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N5 C36 H36A 109.5 . . ?
N5 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N5 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C23 C22 C21 121.0(4) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
F2 C21 C20 120.1(5) . . ?
F2 C21 C22 115.1(5) . . ?
C20 C21 C22 120.6(4) . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        28.43
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         2.568
_refine_diff_density_min         -0.872
_refine_diff_density_rms         0.138
####################################################################### 
# 
# 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_compound3_Cl
_database_code_depnum_ccdc_archive 'CCDC 1474410'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            compound3_Cl
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H33 Cl6 Mn3 N4 O16'
_chemical_formula_weight         1155.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9485(3)
_cell_length_b                   15.3562(5)
_cell_length_c                   15.7178(5)
_cell_angle_alpha                71.6270(10)
_cell_angle_beta                 85.4230(10)
_cell_angle_gamma                83.9950(10)
_cell_volume                     2263.53(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    11151
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.34

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1164
_exptl_absorpt_coefficient_mu    1.251
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7880
_exptl_absorpt_correction_T_max  0.8644
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39549
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         28.34
_reflns_number_total             11151
_reflns_number_gt                8273
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11151
_refine_ls_number_parameters     591
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0933
_refine_ls_wR_factor_ref         0.2958
_refine_ls_wR_factor_gt          0.2667
_refine_ls_goodness_of_fit_ref   1.201
_refine_ls_restrained_S_all      1.201
_refine_ls_shift/su_max          2.888
_refine_ls_shift/su_mean         0.045

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.12384(6) 0.35085(4) 0.36621(4) 0.0283(2) Uani 1 1 d . . .
Mn2 Mn 0.0000 0.5000 0.5000 0.0254(2) Uani 1 2 d S . .
Mn3 Mn -0.53810(6) -0.14015(4) 0.85810(4) 0.0284(2) Uani 1 1 d . . .
Mn4 Mn -0.5000 0.0000 1.0000 0.0251(2) Uani 1 2 d S . .
Cl1 Cl 0.5127(2) 0.28054(17) 0.5874(2) 0.1019(8) Uani 1 1 d . . .
Cl2 Cl -0.0543(5) 0.5066(4) 0.1012(3) 0.186(2) Uani 1 1 d . . .
Cl3 Cl -0.2039(6) 0.6240(3) -0.0239(2) 0.196(2) Uani 1 1 d . . .
Cl4 Cl -0.1899(7) 0.1314(3) 0.4775(2) 0.210(3) Uani 1 1 d . . .
Cl5 Cl -0.3046(10) 0.0051(5) 0.6071(4) 0.290(5) Uani 1 1 d . . .
Cl6 Cl -0.9691(3) -0.21978(17) 1.0741(2) 0.1063(8) Uani 1 1 d . . .
O1 O 0.2631(5) 0.4238(3) 0.2526(3) 0.0717(13) Uani 1 1 d . . .
O2 O 0.1630(6) 0.2352(4) 0.3212(4) 0.0777(14) Uani 1 1 d . . .
O3 O 0.3163(4) 0.3282(2) 0.4483(3) 0.0492(9) Uani 1 1 d . . .
O4 O 0.1794(3) 0.4531(2) 0.4308(2) 0.0392(7) Uani 1 1 d . . .
O5 O -0.1089(5) 0.5170(4) 0.3842(3) 0.0706(14) Uani 1 1 d . . .
O6 O -0.0307(4) 0.4392(2) 0.2919(2) 0.0466(9) Uani 1 1 d . . .
O7 O 0.0020(4) 0.2698(3) 0.4713(2) 0.0497(9) Uani 1 1 d . . .
O8 O -0.0513(6) 0.3619(3) 0.5562(3) 0.0744(15) Uani 1 1 d . . .
O9 O -0.4246(4) -0.2289(2) 0.9642(3) 0.0505(9) Uani 1 1 d . . .
O10 O -0.7486(4) -0.1657(2) 0.9352(3) 0.0482(9) Uani 1 1 d . . .
O11 O -0.6469(3) -0.0430(2) 0.9272(2) 0.0379(7) Uani 1 1 d . . .
O12 O -0.3946(4) -0.0484(3) 0.7896(3) 0.0501(9) Uani 1 1 d . . .
O13 O -0.3689(5) 0.0288(4) 0.8834(3) 0.0707(14) Uani 1 1 d . . .
O14 O -0.5851(6) 0.1380(3) 0.9505(4) 0.0853(18) Uani 1 1 d . . .
O15 O -0.6711(5) -0.0638(4) 0.7438(3) 0.0746(14) Uani 1 1 d . . .
O16 O -0.4992(6) -0.2428(4) 0.7956(5) 0.096(2) Uani 1 1 d . . .
N1 N 0.0733(6) 0.1645(5) 0.2363(6) 0.084(2) Uani 1 1 d . . .
N2 N 0.3184(8) 0.5481(6) 0.1443(5) 0.101(3) Uani 1 1 d . . .
N3 N -0.6290(6) -0.3095(5) 0.7283(4) 0.0708(15) Uani 1 1 d . . .
N4 N -0.6950(10) 0.0632(6) 0.6252(7) 0.117(3) Uani 1 1 d . . .
C1 C 0.2920(4) 0.4062(4) 0.4537(3) 0.0379(10) Uani 1 1 d . . .
C2 C 0.3975(4) 0.4540(4) 0.4819(3) 0.0385(10) Uani 1 1 d . . .
C3 C 0.5056(5) 0.4045(4) 0.5336(4) 0.0417(11) Uani 1 1 d . . .
C4 C 0.6063(5) 0.4512(4) 0.5515(4) 0.0423(11) Uani 1 1 d . . .
H4 H 0.6771 0.4183 0.5865 0.051 Uiso 1 1 calc R . .
C5 C 0.2550(11) 0.4913(9) 0.2005(10) 0.158(7) Uani 1 1 d . . .
C6 C 0.452(7) 0.512(5) 0.123(4) 0.86(7) Uani 1 1 d . . .
H6A H 0.4977 0.5603 0.0792 1.285 Uiso 1 1 calc R . .
H6B H 0.4457 0.4626 0.0994 1.285 Uiso 1 1 calc R . .
H6C H 0.5026 0.4904 0.1765 1.285 Uiso 1 1 calc R . .
C7 C 0.314(2) 0.6303(15) 0.091(3) 0.49(4) Uani 1 1 d . . .
H7A H 0.4021 0.6427 0.0622 0.738 Uiso 1 1 calc R . .
H7B H 0.2865 0.6728 0.1235 0.738 Uiso 1 1 calc R . .
H7C H 0.2503 0.6372 0.0457 0.738 Uiso 1 1 calc R . .
C8 C -0.0983(5) 0.5054(4) 0.3094(3) 0.0405(11) Uani 1 1 d . . .
C9 C -0.1727(5) 0.5777(3) 0.2345(3) 0.0395(10) Uani 1 1 d . . .
C10 C -0.2548(7) 0.6453(4) 0.2555(4) 0.0575(15) Uani 1 1 d . . .
H10 H -0.2642 0.6461 0.3146 0.069 Uiso 1 1 calc R . .
C11 C -0.3254(7) 0.7138(4) 0.1888(4) 0.0607(16) Uani 1 1 d . . .
H11 H -0.3791 0.7606 0.2040 0.073 Uiso 1 1 calc R . .
C12 C -0.3164(5) 0.7129(3) 0.1007(4) 0.0433(11) Uani 1 1 d . . .
C13 C -0.2329(6) 0.6427(3) 0.0820(3) 0.0449(11) Uani 1 1 d . . .
C14 C -0.1603(5) 0.5755(4) 0.1473(3) 0.0432(11) Uani 1 1 d . . .
C15 C 0.1566(10) 0.2098(7) 0.2564(7) 0.095(3) Uani 1 1 d . . .
H15 H 0.2267 0.2271 0.2133 0.114 Uiso 1 1 calc R . .
C16 C -0.023(2) 0.1129(19) 0.2993(16) 0.306(18) Uani 1 1 d . . .
H16A H -0.0769 0.0846 0.2693 0.459 Uiso 1 1 calc R . .
H16B H -0.0797 0.1532 0.3253 0.459 Uiso 1 1 calc R . .
H16C H 0.0243 0.0661 0.3458 0.459 Uiso 1 1 calc R . .
C17 C 0.0755(13) 0.1457(12) 0.1514(10) 0.169(7) Uani 1 1 d . . .
H17A H 0.0022 0.1095 0.1520 0.253 Uiso 1 1 calc R . .
H17B H 0.1598 0.1123 0.1426 0.253 Uiso 1 1 calc R . .
H17C H 0.0661 0.2027 0.1035 0.253 Uiso 1 1 calc R . .
C18 C -0.0548(6) 0.2894(3) 0.5372(4) 0.0462(12) Uani 1 1 d . . .
C19 C -0.1315(5) 0.2167(3) 0.6067(4) 0.0446(11) Uani 1 1 d . . .
C20 C -0.1478(6) 0.2177(4) 0.6931(4) 0.0563(14) Uani 1 1 d . . .
H20 H -0.1104 0.2633 0.7087 0.068 Uiso 1 1 calc R . .
C21 C -0.2187(7) 0.1527(4) 0.7591(4) 0.0558(14) Uani 1 1 d . . .
H21 H -0.2276 0.1550 0.8177 0.067 Uiso 1 1 calc R . .
C22 C -0.2754(5) 0.0856(3) 0.7370(3) 0.0390(10) Uani 1 1 d . . .
C23 C -0.2600(7) 0.0824(4) 0.6489(4) 0.0539(14) Uani 1 1 d . . .
C24 C -0.1883(7) 0.1466(4) 0.5850(4) 0.0552(15) Uani 1 1 d . . .
C25 C -0.3523(5) 0.0163(3) 0.8098(3) 0.0400(10) Uani 1 1 d . . .
C26 C -0.6088(5) 0.2113(3) 0.9693(4) 0.0422(11) Uani 1 1 d . . .
C27 C -0.6464(11) -0.0208(6) 0.6691(7) 0.099(3) Uani 1 1 d . . .
H27 H -0.5848 -0.0496 0.6368 0.119 Uiso 1 1 calc R . .
C28 C -0.762(2) 0.1217(14) 0.6636(18) 0.251(13) Uani 1 1 d . . .
H28A H -0.7871 0.1784 0.6182 0.376 Uiso 1 1 calc R . .
H28B H -0.7047 0.1335 0.7045 0.376 Uiso 1 1 calc R . .
H28C H -0.8415 0.0955 0.6957 0.376 Uiso 1 1 calc R . .
C29 C -0.647(3) 0.0959(11) 0.5228(10) 0.259(15) Uani 1 1 d . . .
H29A H -0.7222 0.0984 0.4868 0.388 Uiso 1 1 calc R . .
H29B H -0.5759 0.0533 0.5115 0.388 Uiso 1 1 calc R . .
H29C H -0.6152 0.1560 0.5076 0.388 Uiso 1 1 calc R . .
C30 C -0.7510(4) -0.0898(3) 0.9472(3) 0.0335(9) Uani 1 1 d . . .
C31 C -0.8792(4) -0.0454(4) 0.9775(3) 0.0382(10) Uani 1 1 d . . .
C32 C -0.8971(5) 0.0510(4) 0.9512(3) 0.0412(10) Uani 1 1 d . . .
H32 H -0.8279 0.0854 0.9187 0.049 Uiso 1 1 calc R . .
C33 C -0.9834(5) -0.0953(4) 1.0268(4) 0.0412(10) Uani 1 1 d . . .
C34 C -0.5232(7) -0.2703(4) 0.7317(5) 0.0581(15) Uani 1 1 d . . .
H34 H -0.4599 -0.2616 0.6836 0.070 Uiso 1 1 calc R . .
C35 C -0.6403(10) -0.3484(9) 0.6543(8) 0.117(4) Uani 1 1 d . . .
H35A H -0.7251 -0.3753 0.6615 0.175 Uiso 1 1 calc R . .
H35B H -0.5673 -0.3948 0.6555 0.175 Uiso 1 1 calc R . .
H35C H -0.6360 -0.3003 0.5979 0.175 Uiso 1 1 calc R . .
C36 C -0.7335(11) -0.3229(11) 0.7988(9) 0.140(5) Uani 1 1 d . . .
H36A H -0.8044 -0.3533 0.7850 0.210 Uiso 1 1 calc R . .
H36B H -0.7696 -0.2642 0.8041 0.210 Uiso 1 1 calc R . .
H36C H -0.6963 -0.3600 0.8545 0.210 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O2 2.100(4) . ?
Mn1 O6 2.102(3) . ?
Mn1 O7 2.109(3) . ?
Mn1 O1 2.244(4) . ?
Mn1 O4 2.253(3) . ?
Mn1 O3 2.329(3) . ?
Mn1 C1 2.611(4) . ?
Mn2 O8 2.124(4) . ?
Mn2 O8 2.124(4) 2_566 ?
Mn2 O5 2.125(4) . ?
Mn2 O5 2.125(4) 2_566 ?
Mn2 O4 2.191(3) . ?
Mn2 O4 2.191(3) 2_566 ?
Mn3 O16 2.094(5) . ?
Mn3 O12 2.098(3) . ?
Mn3 O9 2.112(3) . ?
Mn3 O11 2.252(3) . ?
Mn3 O15 2.253(4) . ?
Mn3 O10 2.340(4) . ?
Mn3 C30 2.629(4) . ?
Mn4 O13 2.117(4) . ?
Mn4 O13 2.117(4) 2_457 ?
Mn4 O14 2.121(4) 2_457 ?
Mn4 O14 2.121(4) . ?
Mn4 O11 2.197(3) . ?
Mn4 O11 2.197(3) 2_457 ?
Cl1 C3 1.820(6) . ?
Cl2 C14 1.699(6) . ?
Cl3 C13 1.772(6) . ?
Cl4 C24 1.778(6) . ?
Cl5 C23 1.639(7) . ?
Cl6 C33 1.815(6) . ?
O1 C5 1.100(10) . ?
O2 C15 1.208(9) . ?
O3 C1 1.224(6) . ?
O4 C1 1.280(6) . ?
O5 C8 1.237(6) . ?
O6 C8 1.251(6) . ?
O7 C18 1.244(7) . ?
O8 C18 1.245(7) . ?
O9 C26 1.236(6) 2_457 ?
O10 C30 1.236(6) . ?
O11 C30 1.284(5) . ?
O12 C25 1.253(6) . ?
O13 C25 1.228(6) . ?
O14 C26 1.247(7) . ?
O15 C27 1.172(10) . ?
O16 C34 1.253(8) . ?
N1 C15 1.254(10) . ?
N1 C16 1.42(2) . ?
N1 C17 1.449(12) . ?
N2 C5 1.216(11) . ?
N2 C7 1.277(16) . ?
N2 C6 1.44(7) . ?
N3 C34 1.279(9) . ?
N3 C36 1.438(12) . ?
N3 C35 1.482(9) . ?
N4 C27 1.317(11) . ?
N4 C28 1.33(2) . ?
N4 C29 1.58(2) . ?
C1 C2 1.508(6) . ?
C2 C4 1.381(7) 2_666 ?
C2 C3 1.404(7) . ?
C3 C4 1.385(6) . ?
C4 C2 1.381(7) 2_666 ?
C4 H4 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.520(6) . ?
C9 C10 1.359(8) . ?
C9 C14 1.378(7) . ?
C10 C11 1.403(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(7) . ?
C12 C26 1.504(6) 2_466 ?
C13 C14 1.391(7) . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.517(6) . ?
C19 C20 1.359(8) . ?
C19 C24 1.408(8) . ?
C20 C21 1.396(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.371(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.396(7) . ?
C22 C25 1.514(6) . ?
C23 C24 1.378(8) . ?
C26 O9 1.236(6) 2_457 ?
C26 C12 1.504(6) 2_466 ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 1.0016 . ?
C29 H29B 1.0036 . ?
C29 H29C 1.0019 . ?
C30 C31 1.499(6) . ?
C31 C33 1.388(7) . ?
C31 C32 1.401(7) . ?
C32 C33 1.381(7) 2_357 ?
C32 H32 0.9300 . ?
C33 C32 1.381(7) 2_357 ?
C34 H34 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 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
O2 Mn1 O6 109.02(19) . . ?
O2 Mn1 O7 87.21(19) . . ?
O6 Mn1 O7 98.45(16) . . ?
O2 Mn1 O1 87.4(2) . . ?
O6 Mn1 O1 85.05(17) . . ?
O7 Mn1 O1 174.28(17) . . ?
O2 Mn1 O4 153.87(18) . . ?
O6 Mn1 O4 94.85(13) . . ?
O7 Mn1 O4 99.97(14) . . ?
O1 Mn1 O4 84.18(17) . . ?
O2 Mn1 O3 97.43(19) . . ?
O6 Mn1 O3 150.28(14) . . ?
O7 Mn1 O3 96.08(15) . . ?
O1 Mn1 O3 82.81(17) . . ?
O4 Mn1 O3 57.03(12) . . ?
O2 Mn1 C1 124.65(19) . . ?
O6 Mn1 C1 122.84(16) . . ?
O7 Mn1 C1 102.03(16) . . ?
O1 Mn1 C1 79.63(18) . . ?
O4 Mn1 C1 29.35(13) . . ?
O3 Mn1 C1 27.96(14) . . ?
O8 Mn2 O8 180.0(3) . 2_566 ?
O8 Mn2 O5 91.2(2) . . ?
O8 Mn2 O5 88.8(2) 2_566 . ?
O8 Mn2 O5 88.8(2) . 2_566 ?
O8 Mn2 O5 91.2(2) 2_566 2_566 ?
O5 Mn2 O5 180.000(1) . 2_566 ?
O8 Mn2 O4 90.07(16) . . ?
O8 Mn2 O4 89.93(16) 2_566 . ?
O5 Mn2 O4 88.16(15) . . ?
O5 Mn2 O4 91.84(15) 2_566 . ?
O8 Mn2 O4 89.93(16) . 2_566 ?
O8 Mn2 O4 90.07(16) 2_566 2_566 ?
O5 Mn2 O4 91.84(15) . 2_566 ?
O5 Mn2 O4 88.16(15) 2_566 2_566 ?
O4 Mn2 O4 180.000(1) . 2_566 ?
O16 Mn3 O12 101.0(2) . . ?
O16 Mn3 O9 86.6(2) . . ?
O12 Mn3 O9 101.00(16) . . ?
O16 Mn3 O11 161.81(19) . . ?
O12 Mn3 O11 94.32(14) . . ?
O9 Mn3 O11 100.21(14) . . ?
O16 Mn3 O15 87.0(2) . . ?
O12 Mn3 O15 85.27(18) . . ?
O9 Mn3 O15 171.77(19) . . ?
O11 Mn3 O15 84.49(17) . . ?
O16 Mn3 O10 105.8(2) . . ?
O12 Mn3 O10 149.40(14) . . ?
O9 Mn3 O10 95.24(15) . . ?
O11 Mn3 O10 57.08(12) . . ?
O15 Mn3 O10 81.57(16) . . ?
O16 Mn3 C30 133.1(2) . . ?
O12 Mn3 C30 122.17(15) . . ?
O9 Mn3 C30 101.08(15) . . ?
O11 Mn3 C30 29.21(13) . . ?
O15 Mn3 C30 79.68(16) . . ?
O10 Mn3 C30 28.05(13) . . ?
O13 Mn4 O13 180.000(1) . 2_457 ?
O13 Mn4 O14 92.8(2) . 2_457 ?
O13 Mn4 O14 87.2(2) 2_457 2_457 ?
O13 Mn4 O14 87.2(2) . . ?
O13 Mn4 O14 92.8(2) 2_457 . ?
O14 Mn4 O14 180.0(3) 2_457 . ?
O13 Mn4 O11 89.32(15) . . ?
O13 Mn4 O11 90.68(15) 2_457 . ?
O14 Mn4 O11 90.33(16) 2_457 . ?
O14 Mn4 O11 89.67(16) . . ?
O13 Mn4 O11 90.68(15) . 2_457 ?
O13 Mn4 O11 89.32(15) 2_457 2_457 ?
O14 Mn4 O11 89.67(16) 2_457 2_457 ?
O14 Mn4 O11 90.33(16) . 2_457 ?
O11 Mn4 O11 180.000(1) . 2_457 ?
C5 O1 Mn1 133.6(7) . . ?
C15 O2 Mn1 142.5(6) . . ?
C1 O3 Mn1 88.9(3) . . ?
C1 O4 Mn2 136.3(3) . . ?
C1 O4 Mn1 91.0(3) . . ?
Mn2 O4 Mn1 109.78(12) . . ?
C8 O5 Mn2 142.8(4) . . ?
C8 O6 Mn1 127.5(3) . . ?
C18 O7 Mn1 128.5(3) . . ?
C18 O8 Mn2 141.9(4) . . ?
C26 O9 Mn3 126.8(3) 2_457 . ?
C30 O10 Mn3 89.1(3) . . ?
C30 O11 Mn4 136.9(3) . . ?
C30 O11 Mn3 91.9(3) . . ?
Mn4 O11 Mn3 108.77(12) . . ?
C25 O12 Mn3 129.5(3) . . ?
C25 O13 Mn4 141.6(4) . . ?
C26 O14 Mn4 143.3(4) . . ?
C27 O15 Mn3 132.3(6) . . ?
C34 O16 Mn3 146.9(5) . . ?
C15 N1 C16 123.6(15) . . ?
C15 N1 C17 124.7(10) . . ?
C16 N1 C17 111.0(15) . . ?
C5 N2 C7 145.2(14) . . ?
C5 N2 C6 113(2) . . ?
C7 N2 C6 101(2) . . ?
C34 N3 C36 121.2(7) . . ?
C34 N3 C35 119.8(7) . . ?
C36 N3 C35 118.9(8) . . ?
C27 N4 C28 124.5(14) . . ?
C27 N4 C29 113.9(13) . . ?
C28 N4 C29 120.9(14) . . ?
O3 C1 O4 121.8(4) . . ?
O3 C1 C2 121.4(4) . . ?
O4 C1 C2 116.7(4) . . ?
O3 C1 Mn1 63.1(2) . . ?
O4 C1 Mn1 59.6(2) . . ?
C2 C1 Mn1 166.0(4) . . ?
C4 C2 C3 119.5(4) 2_666 . ?
C4 C2 C1 118.4(4) 2_666 . ?
C3 C2 C1 121.8(4) . . ?
C4 C3 C2 119.9(5) . . ?
C4 C3 Cl1 117.3(4) . . ?
C2 C3 Cl1 122.6(4) . . ?
C2 C4 C3 120.6(4) 2_666 . ?
C2 C4 H4 119.7 2_666 . ?
C3 C4 H4 119.7 . . ?
O1 C5 N2 144.4(12) . . ?
N2 C6 H6A 109.6 . . ?
N2 C6 H6B 109.4 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.7 . . ?
N2 C7 H7B 109.1 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.7 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O5 C8 O6 124.6(4) . . ?
O5 C8 C9 116.8(5) . . ?
O6 C8 C9 118.6(4) . . ?
C10 C9 C14 119.8(4) . . ?
C10 C9 C8 118.4(5) . . ?
C14 C9 C8 121.8(4) . . ?
C9 C10 C11 120.6(5) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 121.0(5) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C13 C12 C11 116.8(4) . . ?
C13 C12 C26 123.7(5) . 2_466 ?
C11 C12 C26 119.4(5) . 2_466 ?
C12 C13 C14 122.6(5) . . ?
C12 C13 Cl3 126.4(4) . . ?
C14 C13 Cl3 111.0(4) . . ?
C9 C14 C13 119.2(5) . . ?
C9 C14 Cl2 129.4(4) . . ?
C13 C14 Cl2 111.2(4) . . ?
O2 C15 N1 132.0(11) . . ?
O2 C15 H15 114.0 . . ?
N1 C15 H15 114.0 . . ?
N1 C16 H16A 109.6 . . ?
N1 C16 H16B 109.3 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.4 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O7 C18 O8 127.4(5) . . ?
O7 C18 C19 118.3(5) . . ?
O8 C18 C19 114.2(5) . . ?
C20 C19 C24 117.8(5) . . ?
C20 C19 C18 120.2(5) . . ?
C24 C19 C18 122.0(5) . . ?
C19 C20 C21 122.2(5) . . ?
C19 C20 H20 118.9 . . ?
C21 C20 H20 118.9 . . ?
C22 C21 C20 119.7(5) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 119.6(4) . . ?
C21 C22 C25 118.5(5) . . ?
C23 C22 C25 121.9(5) . . ?
C24 C23 C22 119.8(5) . . ?
C24 C23 Cl5 110.5(4) . . ?
C22 C23 Cl5 129.4(5) . . ?
C23 C24 C19 121.0(5) . . ?
C23 C24 Cl4 111.3(4) . . ?
C19 C24 Cl4 127.6(4) . . ?
O13 C25 O12 125.7(4) . . ?
O13 C25 C22 117.0(5) . . ?
O12 C25 C22 117.3(4) . . ?
O9 C26 O14 128.1(4) 2_457 . ?
O9 C26 C12 117.7(4) 2_457 2_466 ?
O14 C26 C12 114.1(5) . 2_466 ?
O15 C27 N4 128.2(12) . . ?
O15 C27 H27 115.9 . . ?
N4 C27 H27 115.8 . . ?
N4 C28 H28A 109.4 . . ?
N4 C28 H28B 109.7 . . ?
H28A C28 H28B 109.5 . . ?
N4 C28 H28C 109.2 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N4 C29 H29A 113.3 . . ?
N4 C29 H29B 113.8 . . ?
H29A C29 H29B 105.3 . . ?
N4 C29 H29C 113.3 . . ?
H29A C29 H29C 105.2 . . ?
H29B C29 H29C 105.1 . . ?
O10 C30 O11 121.1(4) . . ?
O10 C30 C31 121.0(4) . . ?
O11 C30 C31 117.6(4) . . ?
O10 C30 Mn3 62.8(2) . . ?
O11 C30 Mn3 58.9(2) . . ?
C31 C30 Mn3 166.8(3) . . ?
C33 C31 C32 118.6(4) . . ?
C33 C31 C30 122.9(4) . . ?
C32 C31 C30 118.4(4) . . ?
C33 C32 C31 120.6(5) 2_357 . ?
C33 C32 H32 119.7 2_357 . ?
C31 C32 H32 119.7 . . ?
C32 C33 C31 120.8(5) 2_357 . ?
C32 C33 Cl6 115.6(4) 2_357 . ?
C31 C33 Cl6 123.5(4) . . ?
O16 C34 N3 124.3(7) . . ?
O16 C34 H34 117.8 . . ?
N3 C34 H34 117.8 . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.4 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C36 H36A 109.4 . . ?
N3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N3 C36 H36C 109.4 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.838
_refine_diff_density_min         -2.105
_refine_diff_density_rms         0.207
####################################################################### 
# 
# 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_compound4_Br
_database_code_depnum_ccdc_archive 'CCDC 1474411'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            compound4_Br
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H6 Br6 Mn3 N4 O16'
_chemical_formula_weight         1394.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9807(10)
_cell_length_b                   15.3744(17)
_cell_length_c                   15.5563(17)
_cell_angle_alpha                71.720(3)
_cell_angle_beta                 85.721(4)
_cell_angle_gamma                84.763(4)
_cell_volume                     2254.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8881
_cell_measurement_theta_min      1.38
_cell_measurement_theta_max      26.37

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.055
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1326
_exptl_absorpt_coefficient_mu    6.217
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.3695
_exptl_absorpt_correction_T_max  0.5753
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33859
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_sigmaI/netI    0.1033
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.38
_diffrn_reflns_theta_max         26.37
_reflns_number_total             8881
_reflns_number_gt                5244
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.057(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8881
_refine_ls_number_parameters     590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1996
_refine_ls_R_factor_gt           0.1386
_refine_ls_wR_factor_ref         0.3787
_refine_ls_wR_factor_gt          0.3350
_refine_ls_goodness_of_fit_ref   1.316
_refine_ls_restrained_S_all      1.316
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.001

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.4499(4) 1.0085(2) 0.0896(2) 0.1311(13) Uani 1 1 d . . .
Br2 Br 0.1931(8) 0.4985(4) 0.5958(4) 0.227(3) Uani 1 1 d . . .
Br3 Br 0.3030(4) 0.6304(2) 0.46313(15) 0.1219(13) Uani 1 1 d . . .
Br4 Br 0.2725(4) 1.1166(2) -0.0364(2) 0.1286(13) Uani 1 1 d . . .
Br5 Br 1.0083(2) 0.76948(15) 0.59525(16) 0.0798(7) Uani 1 1 d . . .
Br6 Br 0.4669(2) 0.73177(16) 0.91789(18) 0.0859(8) Uani 1 1 d . . .
Mn1 Mn 0.62133(16) 0.85439(11) 0.36165(11) 0.0191(5) Uani 1 1 d . . .
Mn2 Mn 0.5000 1.0000 0.5000 0.0142(5) Uani 1 2 d S . .
Mn3 Mn -0.04465(16) 0.36162(11) 0.85610(11) 0.0196(5) Uani 1 1 d . . .
Mn4 Mn 0.0000 0.5000 1.0000 0.0153(6) Uani 1 2 d S . .
O1 O 0.4669(8) 0.9429(5) 0.2894(6) 0.0297(19) Uani 1 1 d . . .
O2 O 0.3917(12) 1.0208(10) 0.3811(8) 0.071(4) Uani 1 1 d . . .
O3 O 0.4470(14) 0.8608(7) 0.5557(9) 0.071(4) Uani 1 1 d . . .
O4 O 0.4988(9) 0.7722(6) 0.4666(6) 0.033(2) Uani 1 1 d . . .
O5 O 0.6779(7) 0.9552(5) 0.4301(5) 0.0240(17) Uani 1 1 d . . .
O6 O 0.7620(10) 0.9269(8) 0.2487(6) 0.051(3) Uani 1 1 d . . .
O7 O 0.6591(14) 0.7384(10) 0.3183(10) 0.081(4) Uani 1 1 d . . .
O8 O 0.8127(8) 0.8311(6) 0.4467(6) 0.0311(19) Uani 1 1 d . . .
O9 O 0.1346(13) 0.5255(10) 0.8840(7) 0.072(4) Uani 1 1 d . . .
O10 O 0.1032(9) 0.4518(5) 0.7885(5) 0.0297(19) Uani 1 1 d . . .
O11 O 0.0623(9) 1.2728(5) -0.0361(6) 0.033(2) Uani 1 1 d . . .
O12 O -0.0795(15) 0.6372(7) 0.9492(9) 0.082(5) Uani 1 1 d . . .
O13 O 0.1484(7) 0.5405(6) 1.0741(5) 0.0256(17) Uani 1 1 d . . .
O14 O -0.1787(10) 0.4407(10) 0.7436(6) 0.061(4) Uani 1 1 d . . .
O15 O -0.0031(12) 0.2678(11) 0.7856(11) 0.080(4) Uani 1 1 d . . .
O16 O 0.2525(8) 0.6629(6) 1.0667(6) 0.033(2) Uani 1 1 d . . .
N1 N -0.1284(13) 0.1889(10) 0.7250(10) 0.055(4) Uani 1 1 d . . .
N2 N -0.199(2) 0.5679(11) 0.6159(13) 0.084(6) Uani 1 1 d . . .
N3 N 0.5702(14) 0.6684(12) 0.2313(12) 0.071(5) Uani 1 1 d . . .
N4 N 0.8192(16) 1.0574(12) 0.1447(12) 0.083(6) Uani 1 1 d . . .
C1 C 0.4005(11) 1.0094(9) 0.3093(8) 0.028(3) Uani 1 1 d . . .
C2 C 0.3243(12) 1.0803(8) 0.2341(8) 0.030(3) Uani 1 1 d . . .
C3 C 0.3306(13) 1.0768(9) 0.1438(8) 0.033(3) Uani 1 1 d . . .
C4 C 0.2595(15) 1.1439(10) 0.0785(9) 0.040(3) Uani 1 1 d . . .
C5 C 0.1789(14) 1.2126(8) 0.1018(9) 0.037(3) Uani 1 1 d . . .
C6 C 0.2488(16) 1.1474(10) 0.2552(10) 0.048(4) Uani 1 1 d . . .
H6 H 0.2423 1.1476 0.3150 0.058 Uiso 1 1 calc R . .
C7 C 0.1028(15) 1.2907(9) 0.0308(10) 0.041(3) Uani 1 1 d . . .
C8 C 0.4406(14) 0.7895(8) 0.5301(10) 0.038(3) Uani 1 1 d . . .
C9 C 0.3645(14) 0.7161(8) 0.5995(10) 0.042(4) Uani 1 1 d . . .
C10 C 0.3515(14) 0.7171(9) 0.6914(8) 0.036(3) Uani 1 1 d . . .
H10 H 0.3911 0.7623 0.7067 0.043 Uiso 1 1 calc R . .
C11 C 0.2808(14) 0.6520(10) 0.7590(9) 0.039(3) Uani 1 1 d . . .
H11 H 0.2722 0.6547 0.8181 0.047 Uiso 1 1 calc R . .
C12 C 0.2233(13) 0.5830(9) 0.7362(8) 0.033(3) Uani 1 1 d . . .
C13 C 0.2408(14) 0.5783(9) 0.6475(8) 0.036(3) Uani 1 1 d . . .
C14 C 0.3007(15) 0.6493(9) 0.5804(8) 0.038(3) Uani 1 1 d . . .
C15 C 0.1487(12) 0.5164(9) 0.8088(7) 0.029(3) Uani 1 1 d . . .
C16 C 0.7890(12) 0.9064(9) 0.4547(8) 0.029(3) Uani 1 1 d . . .
C17 C 0.8963(10) 0.9535(8) 0.4816(7) 0.021(2) Uani 1 1 d . . .
C18 C 0.8928(11) 1.0479(9) 0.4501(8) 0.028(3) Uani 1 1 d . . .
H18 H 0.8209 1.0814 0.4170 0.034 Uiso 1 1 calc R . .
C19 C 1.0008(13) 0.9058(8) 0.5319(10) 0.035(3) Uani 1 1 d . . .
C20 C 0.7560(19) 0.9954(17) 0.2054(18) 0.105(10) Uani 1 1 d . . .
C21 C 0.805(4) 1.125(3) 0.063(7) 0.51(9) Uani 1 1 d . . .
C22 C 0.938(6) 0.995(6) 0.122(5) 0.50(9) Uani 1 1 d . . .
C23 C 0.612(4) 0.7019(15) 0.288(2) 0.18(2) Uani 1 1 d . . .
C24 C 0.488(3) 0.590(4) 0.272(5) 0.26(4) Uani 1 1 d . . .
C25 C 0.581(3) 0.660(4) 0.132(2) 0.18(2) Uani 1 1 d . . .
C26 C -0.143(2) 0.4879(12) 0.6714(15) 0.073(6) Uani 1 1 d . . .
C27 C -0.294(5) 0.580(11) 0.643(4) 0.83(17) Uani 1 1 d . . .
C28 C -0.111(7) 0.621(3) 0.534(4) 0.37(5) Uani 1 1 d . . .
C29 C -0.0188(15) 0.2269(10) 0.7274(11) 0.045(3) Uani 1 1 d . . .
C30 C -0.320(8) 0.044(7) 0.890(5) 0.57(11) Uani 1 1 d . . .
C31 C -0.148(2) 0.144(2) 0.657(2) 0.114(11) Uani 1 1 d . . .
C32 C 0.2540(11) 0.5883(8) 1.0551(7) 0.020(2) Uani 1 1 d . . .
C34 C 0.3791(11) 0.5466(8) 1.0210(7) 0.024(2) Uani 1 1 d . . .
C35 C 0.3975(12) 0.4476(9) 1.0501(8) 0.029(3) Uani 1 1 d . . .
H35 H 0.3287 0.4128 1.0834 0.034 Uiso 1 1 calc R . .
C36 C 0.4848(12) 0.5953(9) 0.9713(8) 0.030(3) Uani 1 1 d . . .
C37 C 0.8251(15) 0.7785(10) 0.8137(11) 0.047(4) Uani 1 1 d . . .
H37 H 0.8715 0.7288 0.8000 0.056 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Br1 C30 1.55(11) 2_566 ?
Br1 C3 1.847(14) . ?
Br1 Br4 2.770(4) . ?
Br2 C13 1.777(14) . ?
Br2 Br3 2.649(6) . ?
Br3 C14 1.933(12) . ?
Br4 C4 1.953(14) . ?
Br5 C19 2.015(13) . ?
Br6 C36 1.996(13) . ?
Mn1 O7 2.091(11) . ?
Mn1 O1 2.099(7) . ?
Mn1 O4 2.109(8) . ?
Mn1 O6 2.234(9) . ?
Mn1 O5 2.266(8) . ?
Mn1 O8 2.342(8) . ?
Mn1 C16 2.620(11) . ?
Mn2 O2 2.134(10) 2_676 ?
Mn2 O2 2.134(10) . ?
Mn2 O3 2.141(10) 2_676 ?
Mn2 O3 2.141(10) . ?
Mn2 O5 2.184(7) . ?
Mn2 O5 2.184(7) 2_676 ?
Mn3 O15 2.067(11) . ?
Mn3 O11 2.093(8) 1_546 ?
Mn3 O10 2.106(8) . ?
Mn3 O14 2.247(9) . ?
Mn3 O13 2.257(8) 2_567 ?
Mn3 O16 2.318(8) 2_567 ?
Mn3 C32 2.610(11) 2_567 ?
Mn4 O12 2.108(9) 2_567 ?
Mn4 O12 2.108(9) . ?
Mn4 O9 2.123(10) 2_567 ?
Mn4 O9 2.123(10) . ?
Mn4 O13 2.187(7) . ?
Mn4 O13 2.187(7) 2_567 ?
O1 C1 1.274(15) . ?
O2 C1 1.181(16) . ?
O3 C8 1.287(18) . ?
O4 C8 1.199(17) . ?
O5 C16 1.292(15) . ?
O6 C20 1.06(2) . ?
O7 C23 1.00(2) . ?
O8 C16 1.203(15) . ?
O9 C15 1.217(15) . ?
O10 C15 1.261(14) . ?
O11 C7 1.258(17) . ?
O11 Mn3 2.093(8) 1_564 ?
O12 C7 1.241(18) 2_576 ?
O13 C32 1.302(13) . ?
O13 Mn3 2.257(8) 2_567 ?
O14 C26 1.18(2) . ?
O15 C29 1.279(19) . ?
O16 C32 1.214(14) . ?
O16 Mn3 2.318(8) 2_567 ?
N1 C29 1.295(19) . ?
N1 C31 1.48(2) . ?
N2 C27 1.04(6) . ?
N2 C26 1.36(2) . ?
N2 C28 1.54(5) . ?
N3 C23 1.27(2) . ?
N3 C24 1.46(5) . ?
N3 C25 1.58(3) . ?
N4 C20 1.29(2) . ?
N4 C21 1.37(7) . ?
N4 C22 1.55(5) . ?
C1 C2 1.522(15) . ?
C2 C6 1.33(2) . ?
C2 C3 1.418(17) . ?
C3 C4 1.384(18) . ?
C4 C5 1.39(2) . ?
C5 C37 1.36(2) 2_676 ?
C5 C7 1.538(17) . ?
C6 C37 1.479(19) 2_676 ?
C7 O12 1.241(18) 2_576 ?
C8 C9 1.511(16) . ?
C9 C14 1.375(19) . ?
C9 C10 1.43(2) . ?
C10 C11 1.402(17) . ?
C11 C12 1.400(19) . ?
C12 C13 1.401(18) . ?
C12 C15 1.472(16) . ?
C13 C14 1.397(17) . ?
C16 C17 1.499(15) . ?
C17 C19 1.364(17) . ?
C17 C18 1.377(17) . ?
C18 C19 1.421(16) 2_776 ?
C19 C18 1.421(16) 2_776 ?
C26 C27 1.95(10) . ?
C30 Br1 1.55(11) 2_566 ?
C32 C34 1.490(15) . ?
C32 Mn3 2.610(10) 2_567 ?
C34 C36 1.390(16) . ?
C34 C35 1.444(17) . ?
C35 C36 1.365(18) 2_667 ?
C36 C35 1.365(18) 2_667 ?
C37 C5 1.36(2) 2_676 ?
C37 C6 1.479(19) 2_676 ?

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
C30 Br1 C3 76(4) 2_566 . ?
C30 Br1 Br4 75.5(19) 2_566 . ?
C3 Br1 Br4 70.5(4) . . ?
C13 Br2 Br3 74.4(4) . . ?
C14 Br3 Br2 66.4(4) . . ?
C4 Br4 Br1 65.9(4) . . ?
O7 Mn1 O1 110.9(5) . . ?
O7 Mn1 O4 86.0(5) . . ?
O1 Mn1 O4 97.6(3) . . ?
O7 Mn1 O6 88.0(5) . . ?
O1 Mn1 O6 86.5(4) . . ?
O4 Mn1 O6 173.6(4) . . ?
O7 Mn1 O5 153.2(5) . . ?
O1 Mn1 O5 94.4(3) . . ?
O4 Mn1 O5 99.7(3) . . ?
O6 Mn1 O5 84.8(4) . . ?
O7 Mn1 O8 96.8(5) . . ?
O1 Mn1 O8 149.9(3) . . ?
O4 Mn1 O8 95.8(3) . . ?
O6 Mn1 O8 82.8(3) . . ?
O5 Mn1 O8 56.7(3) . . ?
O7 Mn1 C16 123.7(5) . . ?
O1 Mn1 C16 123.0(4) . . ?
O4 Mn1 C16 101.2(3) . . ?
O6 Mn1 C16 80.5(4) . . ?
O5 Mn1 C16 29.5(4) . . ?
O8 Mn1 C16 27.3(4) . . ?
O2 Mn2 O2 180.000(3) 2_676 . ?
O2 Mn2 O3 92.4(6) 2_676 2_676 ?
O2 Mn2 O3 87.6(6) . 2_676 ?
O2 Mn2 O3 87.6(6) 2_676 . ?
O2 Mn2 O3 92.4(6) . . ?
O3 Mn2 O3 180.000(3) 2_676 . ?
O2 Mn2 O5 91.5(4) 2_676 . ?
O2 Mn2 O5 88.5(3) . . ?
O3 Mn2 O5 89.8(4) 2_676 . ?
O3 Mn2 O5 90.2(4) . . ?
O2 Mn2 O5 88.5(3) 2_676 2_676 ?
O2 Mn2 O5 91.5(3) . 2_676 ?
O3 Mn2 O5 90.2(4) 2_676 2_676 ?
O3 Mn2 O5 89.8(4) . 2_676 ?
O5 Mn2 O5 180.000(2) . 2_676 ?
O15 Mn3 O11 89.3(5) . 1_546 ?
O15 Mn3 O10 97.0(5) . . ?
O11 Mn3 O10 101.1(3) 1_546 . ?
O15 Mn3 O14 86.8(5) . . ?
O11 Mn3 O14 171.9(4) 1_546 . ?
O10 Mn3 O14 86.4(4) . . ?
O15 Mn3 O13 164.3(4) . 2_567 ?
O11 Mn3 O13 99.5(3) 1_546 2_567 ?
O10 Mn3 O13 94.0(3) . 2_567 ?
O14 Mn3 O13 82.8(4) . 2_567 ?
O15 Mn3 O16 109.3(4) . 2_567 ?
O11 Mn3 O16 94.0(3) 1_546 2_567 ?
O10 Mn3 O16 149.8(3) . 2_567 ?
O14 Mn3 O16 80.6(4) . 2_567 ?
O13 Mn3 O16 57.4(3) 2_567 2_567 ?
O15 Mn3 C32 135.8(4) . 2_567 ?
O11 Mn3 C32 100.2(3) 1_546 2_567 ?
O10 Mn3 C32 122.7(3) . 2_567 ?
O14 Mn3 C32 77.9(3) . 2_567 ?
O13 Mn3 C32 29.9(3) 2_567 2_567 ?
O16 Mn3 C32 27.7(3) 2_567 2_567 ?
O12 Mn4 O12 180.0(8) 2_567 . ?
O12 Mn4 O9 88.0(6) 2_567 2_567 ?
O12 Mn4 O9 92.0(6) . 2_567 ?
O12 Mn4 O9 92.0(6) 2_567 . ?
O12 Mn4 O9 88.0(6) . . ?
O9 Mn4 O9 180.000(2) 2_567 . ?
O12 Mn4 O13 89.0(4) 2_567 . ?
O12 Mn4 O13 91.0(4) . . ?
O9 Mn4 O13 89.9(3) 2_567 . ?
O9 Mn4 O13 90.1(3) . . ?
O12 Mn4 O13 91.0(4) 2_567 2_567 ?
O12 Mn4 O13 89.0(4) . 2_567 ?
O9 Mn4 O13 90.1(3) 2_567 2_567 ?
O9 Mn4 O13 89.9(3) . 2_567 ?
O13 Mn4 O13 180.0(4) . 2_567 ?
C1 O1 Mn1 127.6(7) . . ?
C1 O2 Mn2 142.7(9) . . ?
C8 O3 Mn2 139.1(10) . . ?
C8 O4 Mn1 129.5(8) . . ?
C16 O5 Mn2 135.4(7) . . ?
C16 O5 Mn1 90.6(7) . . ?
Mn2 O5 Mn1 109.7(3) . . ?
C20 O6 Mn1 130.2(15) . . ?
C23 O7 Mn1 139(3) . . ?
C16 O8 Mn1 89.3(7) . . ?
C15 O9 Mn4 141.8(8) . . ?
C15 O10 Mn3 130.2(7) . . ?
C7 O11 Mn3 127.7(8) . 1_564 ?
C7 O12 Mn4 142.6(10) 2_576 . ?
C32 O13 Mn4 137.6(7) . . ?
C32 O13 Mn3 90.2(6) . 2_567 ?
Mn4 O13 Mn3 108.7(3) . 2_567 ?
C26 O14 Mn3 126.0(11) . . ?
C29 O15 Mn3 157.5(12) . . ?
C32 O16 Mn3 89.6(6) . 2_567 ?
C29 N1 C31 122.6(14) . . ?
C27 N2 C26 108(5) . . ?
C27 N2 C28 135(6) . . ?
C26 N2 C28 117(3) . . ?
C23 N3 C24 114(4) . . ?
C23 N3 C25 149(3) . . ?
C24 N3 C25 96(4) . . ?
C20 N4 C21 143(2) . . ?
C20 N4 C22 99(3) . . ?
C21 N4 C22 102(4) . . ?
O2 C1 O1 125.9(11) . . ?
O2 C1 C2 116.7(12) . . ?
O1 C1 C2 117.4(10) . . ?
C6 C2 C3 119.6(11) . . ?
C6 C2 C1 117.9(12) . . ?
C3 C2 C1 122.5(11) . . ?
C4 C3 C2 119.6(12) . . ?
C4 C3 Br1 110.0(9) . . ?
C2 C3 Br1 129.1(9) . . ?
C3 C4 C5 120.3(12) . . ?
C3 C4 Br4 111.0(10) . . ?
C5 C4 Br4 128.2(10) . . ?
C37 C5 C4 122.2(12) 2_676 . ?
C37 C5 C7 115.4(13) 2_676 . ?
C4 C5 C7 122.0(12) . . ?
C2 C6 C37 122.1(14) . 2_676 ?
O12 C7 O11 127.4(12) 2_576 . ?
O12 C7 C5 114.6(13) 2_576 . ?
O11 C7 C5 117.7(12) . . ?
O4 C8 O3 128.1(12) . . ?
O4 C8 C9 119.3(12) . . ?
O3 C8 C9 111.9(13) . . ?
C14 C9 C10 116.4(11) . . ?
C14 C9 C8 124.7(13) . . ?
C10 C9 C8 118.9(12) . . ?
C11 C10 C9 122.0(12) . . ?
C12 C11 C10 118.9(12) . . ?
C11 C12 C13 119.8(11) . . ?
C11 C12 C15 117.4(11) . . ?
C13 C12 C15 122.8(12) . . ?
C14 C13 C12 119.2(12) . . ?
C14 C13 Br2 108.1(9) . . ?
C12 C13 Br2 132.6(10) . . ?
C9 C14 C13 122.8(12) . . ?
C9 C14 Br3 125.5(10) . . ?
C13 C14 Br3 111.2(9) . . ?
O9 C15 O10 123.7(11) . . ?
O9 C15 C12 119.5(11) . . ?
O10 C15 C12 116.8(10) . . ?
O8 C16 O5 122.6(10) . . ?
O8 C16 C17 120.6(11) . . ?
O5 C16 C17 116.3(11) . . ?
O8 C16 Mn1 63.3(6) . . ?
O5 C16 Mn1 59.9(5) . . ?
C17 C16 Mn1 163.6(8) . . ?
C19 C17 C18 119.2(10) . . ?
C19 C17 C16 122.1(11) . . ?
C18 C17 C16 118.6(10) . . ?
C17 C18 C19 119.9(11) . 2_776 ?
C17 C19 C18 121.0(11) . 2_776 ?
C17 C19 Br5 123.6(9) . . ?
C18 C19 Br5 115.2(10) 2_776 . ?
O6 C20 N4 145(2) . . ?
O7 C23 N3 164(5) . . ?
O14 C26 N2 131(2) . . ?
O14 C26 C27 101.2(19) . . ?
N2 C26 C27 30.4(17) . . ?
N2 C27 C26 42(4) . . ?
O15 C29 N1 122.6(15) . . ?
O16 C32 O13 121.8(10) . . ?
O16 C32 C34 120.8(10) . . ?
O13 C32 C34 117.4(9) . . ?
O16 C32 Mn3 62.6(6) . 2_567 ?
O13 C32 Mn3 59.8(5) . 2_567 ?
C34 C32 Mn3 169.2(8) . 2_567 ?
C36 C34 C35 117.6(10) . . ?
C36 C34 C32 125.0(11) . . ?
C35 C34 C32 117.0(10) . . ?
C36 C35 C34 120.3(11) 2_667 . ?
C35 C36 C34 122.1(12) 2_667 . ?
C35 C36 Br6 116.0(9) 2_667 . ?
C34 C36 Br6 121.7(9) . . ?
C5 C37 C6 116.0(14) 2_676 2_676 ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         3.311
_refine_diff_density_min         -1.936
_refine_diff_density_rms         0.382
####################################################################### 
# 
# 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_compound5_NO2
_database_code_depnum_ccdc_archive 'CCDC 1474412'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            compound5_NO2
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H13 Mn1.50 N3 O12'
_chemical_formula_weight         509.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   9.8696(6)
_cell_length_b                   18.0782(12)
_cell_length_c                   27.2802(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4867.5(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4047
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      24.71

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2060
_exptl_absorpt_coefficient_mu    0.848
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8833
_exptl_absorpt_correction_T_max  0.9200
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18867
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0544
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         24.71
_reflns_number_total             4047
_reflns_number_gt                2555
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4047
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1844
_refine_ls_R_factor_gt           0.1388
_refine_ls_wR_factor_ref         0.4281
_refine_ls_wR_factor_gt          0.4009
_refine_ls_goodness_of_fit_ref   1.585
_refine_ls_restrained_S_all      1.585
_refine_ls_shift/su_max          1.058
_refine_ls_shift/su_mean         0.059

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.57675(16) 0.49864(8) 0.63087(6) 0.0530(7) Uani 1 1 d . . .
Mn2 Mn 0.5000 0.5000 0.5000 0.0414(7) Uani 1 2 d S . .
O1 O 0.7814(7) 0.4507(5) 0.6036(3) 0.074(2) Uani 1 1 d . . .
O2 O 0.6595(6) 0.5187(3) 0.5548(3) 0.0495(18) Uani 1 1 d . . .
O3 O 0.4488(8) 0.3971(4) 0.5348(3) 0.064(2) Uani 1 1 d . . .
O4 O 0.3659(7) 0.5578(5) 0.5473(3) 0.064(2) Uani 1 1 d . . .
O5 O 0.4206(8) 0.5776(4) 0.6248(3) 0.067(2) Uani 1 1 d . . .
O6 O 0.4694(8) 0.4022(4) 0.6157(3) 0.064(2) Uani 1 1 d . . .
O7 O 0.7093(10) 0.5886(6) 0.6576(4) 0.102(3) Uani 1 1 d . . .
H7A H 0.7982 0.5842 0.6811 0.153 Uiso 1 1 d R . .
H7B H 0.7010 0.6478 0.6501 0.153 Uiso 1 1 d R . .
O8 O 0.5654(11) 0.4678(6) 0.7060(3) 0.095(3) Uani 1 1 d . . .
O9 O 0.437(3) 0.7179(12) 0.6829(13) 0.326(19) Uani 1 1 d . . .
O10 O 0.247(5) 0.649(2) 0.7080(14) 0.41(3) Uani 1 1 d . . .
O11 O 1.092(2) 0.3854(16) 0.5990(9) 0.245(14) Uani 1 1 d . . .
O12 O 0.945(4) 0.338(2) 0.5640(12) 0.281(18) Uani 1 1 d . . .
N1 N 0.307(3) 0.6876(12) 0.6770(11) 0.216(14) Uani 1 1 d . . .
N2 N 1.015(3) 0.3900(19) 0.5677(12) 0.170(11) Uani 1 1 d . . .
N3 N 0.5704(17) 0.4796(14) 0.7842(6) 0.152(9) Uani 1 1 d . . .
C1 C 0.7689(10) 0.4840(5) 0.5658(4) 0.048(3) Uani 1 1 d . . .
C2 C 0.8863(10) 0.4894(6) 0.5307(4) 0.054(3) Uani 1 1 d . . .
C3 C 0.8905(11) 0.5458(7) 0.4938(4) 0.057(3) Uani 1 1 d . . .
H3 H 0.8164 0.5768 0.4890 0.068 Uiso 1 1 calc R . .
C4 C 0.9993(11) 0.4464(7) 0.5335(4) 0.060(3) Uani 1 1 d . . .
C5 C 0.4297(10) 0.3736(6) 0.5749(5) 0.053(3) Uani 1 1 d . . .
C6 C 0.3609(10) 0.5950(5) 0.5852(4) 0.049(2) Uani 1 1 d . . .
C7 C 0.2834(10) 0.6654(5) 0.5848(4) 0.051(3) Uani 1 1 d . . .
C8 C 0.2651(12) 0.7080(6) 0.6251(4) 0.058(3) Uani 1 1 d . . .
C9 C 0.1945(12) 0.7739(5) 0.6229(3) 0.055(3) Uani 1 1 d . . .
H9A H 0.1828 0.8011 0.6515 0.066 Uiso 1 1 calc R . .
C10 C 0.1413(12) 0.8004(6) 0.5802(4) 0.059(3) Uani 1 1 d . . .
C11 C 0.1665(14) 0.7567(6) 0.5366(4) 0.067(3) Uani 1 1 d . . .
H11 H 0.1361 0.7732 0.5063 0.080 Uiso 1 1 calc R . .
C12 C 0.2365(14) 0.6899(6) 0.5404(4) 0.070(3) Uani 1 1 d . . .
H12 H 0.2516 0.6617 0.5124 0.084 Uiso 1 1 calc R . .
C13 C 0.586(4) 0.4985(14) 0.7427(9) 0.189(16) Uani 1 1 d . . .
H13 H 0.6212 0.5460 0.7391 0.226 Uiso 1 1 calc R . .
C14 C 0.610(8) 0.506(3) 0.833(2) 0.39(5) Uani 1 1 d . . .
H14A H 0.6898 0.4810 0.8436 0.583 Uiso 1 1 calc R . .
H14B H 0.5374 0.4972 0.8557 0.583 Uiso 1 1 calc R . .
H14C H 0.6274 0.5586 0.8314 0.583 Uiso 1 1 calc R . .
C15 C 0.474(4) 0.408(3) 0.7916(12) 0.30(3) Uani 1 1 d . . .
H15A H 0.4309 0.3963 0.7611 0.447 Uiso 1 1 calc R . .
H15B H 0.4065 0.4191 0.8158 0.447 Uiso 1 1 calc R . .
H15C H 0.5278 0.3671 0.8023 0.447 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O6 2.081(7) . ?
Mn1 O5 2.108(8) . ?
Mn1 O8 2.126(10) . ?
Mn1 O7 2.211(9) . ?
Mn1 O2 2.260(7) . ?
Mn1 O1 2.319(8) . ?
Mn1 C1 2.610(11) . ?
Mn2 O4 2.124(7) . ?
Mn2 O4 2.124(7) 5_666 ?
Mn2 O3 2.149(7) . ?
Mn2 O3 2.149(7) 5_666 ?
Mn2 O2 2.197(7) . ?
Mn2 O2 2.197(7) 5_666 ?
O1 C1 1.201(12) . ?
O2 C1 1.284(11) . ?
O3 C5 1.187(13) . ?
O4 C6 1.234(12) . ?
O5 C6 1.271(12) . ?
O6 C5 1.290(13) . ?
O8 C13 1.16(2) . ?
O9 N1 1.40(3) . ?
O10 N1 1.24(4) . ?
O11 N2 1.15(3) . ?
O12 N2 1.17(4) . ?
N1 C8 1.52(3) . ?
N2 C4 1.39(3) . ?
N3 C13 1.19(3) . ?
N3 C14 1.47(5) . ?
N3 C15 1.61(4) . ?
C1 C2 1.507(16) . ?
C2 C4 1.362(15) . ?
C2 C3 1.434(16) . ?
C3 C4 1.325(16) 5_766 ?
C4 C3 1.325(16) 5_766 ?
C5 C10 1.503(14) 6_655 ?
C6 C7 1.484(13) . ?
C7 C8 1.357(14) . ?
C7 C12 1.370(15) . ?
C8 C9 1.381(15) . ?
C9 C10 1.366(14) . ?
C10 C11 1.448(15) . ?
C10 C5 1.503(14) 6_665 ?
C11 C12 1.395(16) . ?

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
O6 Mn1 O5 100.3(3) . . ?
O6 Mn1 O8 86.9(4) . . ?
O5 Mn1 O8 102.4(4) . . ?
O6 Mn1 O7 169.4(4) . . ?
O5 Mn1 O7 87.7(4) . . ?
O8 Mn1 O7 84.6(4) . . ?
O6 Mn1 O2 97.8(3) . . ?
O5 Mn1 O2 94.8(3) . . ?
O8 Mn1 O2 161.1(4) . . ?
O7 Mn1 O2 88.3(3) . . ?
O6 Mn1 O1 93.8(3) . . ?
O5 Mn1 O1 149.9(3) . . ?
O8 Mn1 O1 104.9(4) . . ?
O7 Mn1 O1 82.2(4) . . ?
O2 Mn1 O1 56.7(3) . . ?
O6 Mn1 C1 98.6(3) . . ?
O5 Mn1 C1 123.1(3) . . ?
O8 Mn1 C1 131.8(4) . . ?
O7 Mn1 C1 82.5(4) . . ?
O2 Mn1 C1 29.5(3) . . ?
O1 Mn1 C1 27.4(3) . . ?
O4 Mn2 O4 180.0(3) . 5_666 ?
O4 Mn2 O3 90.6(3) . . ?
O4 Mn2 O3 89.4(3) 5_666 . ?
O4 Mn2 O3 89.4(3) . 5_666 ?
O4 Mn2 O3 90.6(3) 5_666 5_666 ?
O3 Mn2 O3 180.0(4) . 5_666 ?
O4 Mn2 O2 87.6(3) . . ?
O4 Mn2 O2 92.4(3) 5_666 . ?
O3 Mn2 O2 90.1(3) . . ?
O3 Mn2 O2 89.9(3) 5_666 . ?
O4 Mn2 O2 92.4(3) . 5_666 ?
O4 Mn2 O2 87.6(3) 5_666 5_666 ?
O3 Mn2 O2 89.9(3) . 5_666 ?
O3 Mn2 O2 90.1(3) 5_666 5_666 ?
O2 Mn2 O2 180.000(1) . 5_666 ?
C1 O1 Mn1 89.9(6) . . ?
C1 O2 Mn2 133.3(6) . . ?
C1 O2 Mn1 90.6(7) . . ?
Mn2 O2 Mn1 109.9(3) . . ?
C5 O3 Mn2 139.0(7) . . ?
C6 O4 Mn2 143.3(7) . . ?
C6 O5 Mn1 124.9(7) . . ?
C5 O6 Mn1 131.5(7) . . ?
C13 O8 Mn1 134.0(14) . . ?
O10 N1 O9 125(3) . . ?
O10 N1 C8 130(3) . . ?
O9 N1 C8 105(3) . . ?
O11 N2 O12 114(4) . . ?
O11 N2 C4 129(3) . . ?
O12 N2 C4 118(3) . . ?
C13 N3 C14 137(3) . . ?
C13 N3 C15 115(2) . . ?
C14 N3 C15 108(2) . . ?
O1 C1 O2 122.2(10) . . ?
O1 C1 C2 120.0(9) . . ?
O2 C1 C2 117.7(9) . . ?
O1 C1 Mn1 62.7(6) . . ?
O2 C1 Mn1 59.9(5) . . ?
C2 C1 Mn1 169.8(7) . . ?
C4 C2 C3 114.9(10) . . ?
C4 C2 C1 123.8(10) . . ?
C3 C2 C1 121.0(9) . . ?
C4 C3 C2 119.6(10) 5_766 . ?
C3 C4 C2 125.5(12) 5_766 . ?
C3 C4 N2 111.2(14) 5_766 . ?
C2 C4 N2 123.3(15) . . ?
O3 C5 O6 127.0(9) . . ?
O3 C5 C10 118.5(10) . 6_655 ?
O6 C5 C10 114.3(10) . 6_655 ?
O4 C6 O5 124.1(9) . . ?
O4 C6 C7 118.7(10) . . ?
O5 C6 C7 117.2(10) . . ?
C8 C7 C12 119.3(9) . . ?
C8 C7 C6 123.3(10) . . ?
C12 C7 C6 117.3(10) . . ?
C7 C8 C9 121.4(10) . . ?
C7 C8 N1 125.5(10) . . ?
C9 C8 N1 112.9(10) . . ?
C10 C9 C8 122.4(9) . . ?
C9 C10 C11 116.2(10) . . ?
C9 C10 C5 124.8(10) . 6_665 ?
C11 C10 C5 118.7(10) . 6_665 ?
C12 C11 C10 119.8(10) . . ?
C7 C12 C11 120.8(10) . . ?
O8 C13 N3 131(2) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        24.71
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         2.032
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.185
####################################################################### 
# 
# 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_compound6_OH
_database_code_depnum_ccdc_archive 'CCDC 1474413'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            compound6_OH
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H7 Mn1.50 N2 O11'
_chemical_formula_weight         509.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   15.5340(3)
_cell_length_b                   9.9019(2)
_cell_length_c                   16.3563(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.1260(10)
_cell_angle_gamma                90.00
_cell_volume                     2346.77(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5774
_cell_measurement_theta_min      1.55
_cell_measurement_theta_max      28.27

_exptl_crystal_description       flake
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1018
_exptl_absorpt_coefficient_mu    0.876
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8799
_exptl_absorpt_correction_T_max  0.9175
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21292
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.55
_diffrn_reflns_theta_max         28.27
_reflns_number_total             5774
_reflns_number_gt                3889
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5774
_refine_ls_number_parameters     285
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1249
_refine_ls_R_factor_gt           0.0868
_refine_ls_wR_factor_ref         0.3037
_refine_ls_wR_factor_gt          0.2645
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.094
_refine_ls_shift/su_mean         0.005

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.5000 0.0000 0.0000 0.0252(3) Uani 1 2 d S . .
Mn2 Mn 0.35414(5) -0.07933(7) 0.12355(4) 0.0296(3) Uani 1 1 d . . .
O1 O 0.3883(2) 0.1335(4) -0.0112(2) 0.0376(8) Uani 1 1 d . . .
O2 O 0.2781(3) 0.0745(4) 0.0380(3) 0.0488(11) Uani 1 1 d . . .
O3 O 0.5681(2) 0.0380(5) 0.1363(2) 0.0428(9) Uani 1 1 d . . .
O4 O 0.4653(2) 0.0440(4) 0.2029(2) 0.0396(8) Uani 1 1 d . . .
O5 O 0.4186(2) -0.1611(3) 0.0297(2) 0.0352(8) Uani 1 1 d . . .
O6 O 0.4427(3) -0.2754(4) 0.1509(3) 0.0466(10) Uani 1 1 d . . .
O7 O 0.3105(4) -0.0768(6) 0.2299(3) 0.0709(16) Uani 1 1 d . . .
O8 O 0.2393(3) -0.2161(5) 0.0549(3) 0.0606(12) Uani 1 1 d . . .
O9 O 0.5034(5) 0.1712(17) 0.3434(7) 0.215(7) Uani 1 1 d . . .
H9 H 0.4738 0.1228 0.3022 0.322 Uiso 1 1 calc R . .
O10 O 0.6178(7) 0.3280(17) 0.4667(8) 0.211(6) Uani 1 1 d . . .
H10 H 0.6594 0.3724 0.5018 0.316 Uiso 1 1 calc R . .
O11 O 0.5359(8) -0.4998(9) 0.1774(5) 0.138(3) Uani 1 1 d . . .
H11 H 0.5194 -0.4283 0.1924 0.206 Uiso 1 1 calc R . .
N1 N 0.2375(11) -0.0895(9) 0.3256(10) 0.187(7) Uani 1 1 d . . .
N2 N 0.1443(10) -0.2657(14) -0.0734(8) 0.190(7) Uani 1 1 d . . .
C1 C 0.5428(3) 0.0704(5) 0.1982(3) 0.0354(11) Uani 1 1 d . . .
C2 C 0.6104(3) 0.1450(6) 0.2730(3) 0.0351(11) Uani 1 1 d . . .
C3 C 0.7008(4) 0.1617(7) 0.2779(3) 0.0444(13) Uani 1 1 d . . .
H3 H 0.7190 0.1254 0.2342 0.053 Uiso 1 1 calc R . .
C4 C 0.7640(4) 0.2306(7) 0.3461(4) 0.0456(14) Uani 1 1 d . . .
H4 H 0.8243 0.2396 0.3482 0.055 Uiso 1 1 calc R . .
C5 C 0.5842(4) 0.1975(7) 0.3388(4) 0.0516(16) Uani 1 1 d . . .
C6 C 0.3074(3) 0.1348(5) -0.0152(3) 0.0364(11) Uani 1 1 d . . .
C7 C 0.7387(3) 0.2877(5) 0.4126(3) 0.0367(11) Uani 1 1 d . . .
C8 C 0.6489(4) 0.2700(7) 0.4077(4) 0.0525(16) Uani 1 1 d . . .
C9 C 0.4452(4) -0.2678(5) 0.0760(4) 0.0383(12) Uani 1 1 d . . .
C10 C 0.4761(4) -0.3872(5) 0.0367(4) 0.0361(11) Uani 1 1 d . . .
C11 C 0.4619(4) -0.3890(5) -0.0515(4) 0.0382(11) Uani 1 1 d . . .
H11A H 0.4371 -0.3135 -0.0858 0.046 Uiso 1 1 calc R . .
C12 C 0.5159(4) -0.4986(5) 0.0891(4) 0.0395(12) Uani 1 1 d . . .
C14 C 0.2014(17) -0.0748(17) 0.3905(15) 0.205(12) Uani 1 1 d . . .
C16 C 0.1732(6) -0.2181(11) -0.0075(7) 0.105(4) Uani 1 1 d . . .
H16 H 0.1294 -0.1602 0.0000 0.125 Uiso 1 1 calc R . .
C17 C 0.064(2) -0.263(4) -0.1564(19) 0.49(4) Uani 1 1 d . . .
C18 C 0.2252(12) -0.351(2) -0.0903(12) 0.177(8) Uani 1 1 d . . .
C15 C 0.2549(11) -0.0825(13) 0.2612(10) 0.125(4) Uiso 1 1 d . . .
C19 C 0.131(2) -0.137(3) 0.3231(19) 0.251(14) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O3 2.128(3) 3_655 ?
Mn1 O3 2.128(3) . ?
Mn1 O1 2.136(3) 3_655 ?
Mn1 O1 2.136(3) . ?
Mn1 O5 2.196(3) . ?
Mn1 O5 2.196(3) 3_655 ?
Mn2 O7 2.082(4) . ?
Mn2 O2 2.117(4) . ?
Mn2 O4 2.131(4) . ?
Mn2 O8 2.198(4) . ?
Mn2 O5 2.263(3) . ?
Mn2 O6 2.328(4) . ?
Mn2 C9 2.623(5) . ?
O1 C6 1.234(6) . ?
O2 C6 1.269(6) . ?
O3 C1 1.254(6) . ?
O4 C1 1.260(6) . ?
O5 C9 1.278(6) . ?
O6 C9 1.241(6) . ?
O7 C15 1.152(15) . ?
O8 C16 1.159(9) . ?
O9 C5 1.310(9) . ?
O9 H9 0.8200 . ?
O10 C8 1.352(12) . ?
O10 H10 0.8200 . ?
O11 C12 1.363(9) . ?
O11 H11 0.8200 . ?
N1 C15 1.182(16) . ?
N1 C14 1.374(15) . ?
N1 C19 1.70(3) . ?
N2 C16 1.111(13) . ?
N2 C17 1.475(17) . ?
N2 C18 1.62(2) . ?
C1 C2 1.490(7) . ?
C2 C5 1.382(7) . ?
C2 C3 1.388(7) . ?
C3 C4 1.372(8) . ?
C3 H3 0.9300 . ?
C4 C7 1.402(7) . ?
C4 H4 0.9300 . ?
C5 C8 1.408(8) . ?
C6 C7 1.489(7) 4_565 ?
C7 C8 1.379(7) . ?
C7 C6 1.489(7) 4_666 ?
C9 C10 1.505(7) . ?
C10 C11 1.378(7) . ?
C10 C12 1.397(8) . ?
C11 C12 1.375(8) 3_645 ?
C11 H11A 0.9300 . ?
C12 C11 1.375(8) 3_645 ?
C14 C19 1.38(4) . ?
C16 H16 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Mn1 O3 180.00(10) 3_655 . ?
O3 Mn1 O1 93.56(15) 3_655 3_655 ?
O3 Mn1 O1 86.44(15) . 3_655 ?
O3 Mn1 O1 86.44(15) 3_655 . ?
O3 Mn1 O1 93.56(15) . . ?
O1 Mn1 O1 180.0(2) 3_655 . ?
O3 Mn1 O5 89.73(15) 3_655 . ?
O3 Mn1 O5 90.27(15) . . ?
O1 Mn1 O5 92.66(13) 3_655 . ?
O1 Mn1 O5 87.34(13) . . ?
O3 Mn1 O5 90.27(15) 3_655 3_655 ?
O3 Mn1 O5 89.73(15) . 3_655 ?
O1 Mn1 O5 87.34(13) 3_655 3_655 ?
O1 Mn1 O5 92.66(13) . 3_655 ?
O5 Mn1 O5 180.0(2) . 3_655 ?
O7 Mn2 O2 105.71(19) . . ?
O7 Mn2 O4 85.45(19) . . ?
O2 Mn2 O4 97.31(17) . . ?
O7 Mn2 O8 89.20(19) . . ?
O2 Mn2 O8 87.06(19) . . ?
O4 Mn2 O8 173.84(16) . . ?
O7 Mn2 O5 158.09(18) . . ?
O2 Mn2 O5 95.02(15) . . ?
O4 Mn2 O5 99.10(13) . . ?
O8 Mn2 O5 84.78(14) . . ?
O7 Mn2 O6 101.40(19) . . ?
O2 Mn2 O6 151.36(16) . . ?
O4 Mn2 O6 93.87(15) . . ?
O8 Mn2 O6 84.20(17) . . ?
O5 Mn2 O6 57.08(13) . . ?
O7 Mn2 C9 129.0(2) . . ?
O2 Mn2 C9 123.25(17) . . ?
O4 Mn2 C9 100.53(16) . . ?
O8 Mn2 C9 80.51(18) . . ?
O5 Mn2 C9 29.16(14) . . ?
O6 Mn2 C9 28.25(15) . . ?
C6 O1 Mn1 142.3(3) . . ?
C6 O2 Mn2 122.6(3) . . ?
C1 O3 Mn1 135.2(3) . . ?
C1 O4 Mn2 131.6(3) . . ?
C9 O5 Mn1 130.0(3) . . ?
C9 O5 Mn2 91.2(3) . . ?
Mn1 O5 Mn2 108.74(14) . . ?
C9 O6 Mn2 89.2(3) . . ?
C15 O7 Mn2 153.1(9) . . ?
C16 O8 Mn2 139.4(6) . . ?
C5 O9 H9 109.5 . . ?
C8 O10 H10 109.5 . . ?
C12 O11 H11 109.5 . . ?
C15 N1 C14 166.2(17) . . ?
C15 N1 C19 122(2) . . ?
C14 N1 C19 52.2(13) . . ?
C16 N2 C17 142.9(18) . . ?
C16 N2 C18 108.7(13) . . ?
C17 N2 C18 107.4(18) . . ?
O4 C1 O3 125.5(5) . . ?
O4 C1 C2 117.4(4) . . ?
O3 C1 C2 117.2(4) . . ?
C5 C2 C3 119.1(5) . . ?
C5 C2 C1 120.5(4) . . ?
C3 C2 C1 120.4(4) . . ?
C4 C3 C2 121.2(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C7 120.9(5) . . ?
C3 C4 H4 119.6 . . ?
C7 C4 H4 119.6 . . ?
O9 C5 C2 121.9(6) . . ?
O9 C5 C8 118.5(6) . . ?
C2 C5 C8 119.3(5) . . ?
O1 C6 O2 124.7(5) . . ?
O1 C6 C7 118.3(5) . 4_565 ?
O2 C6 C7 117.0(4) . 4_565 ?
C8 C7 C4 117.7(5) . . ?
C8 C7 C6 122.2(5) . 4_666 ?
C4 C7 C6 120.1(4) . 4_666 ?
C7 C8 C5 121.8(5) . . ?
C7 C8 O10 121.2(6) . . ?
C5 C8 O10 116.9(6) . . ?
O6 C9 O5 121.1(5) . . ?
O6 C9 C10 120.1(5) . . ?
O5 C9 C10 118.7(5) . . ?
O6 C9 Mn2 62.6(3) . . ?
O5 C9 Mn2 59.6(2) . . ?
C10 C9 Mn2 167.1(4) . . ?
C11 C10 C12 120.1(5) . . ?
C11 C10 C9 120.1(5) . . ?
C12 C10 C9 119.8(5) . . ?
C10 C11 C12 120.5(5) . 3_645 ?
C10 C11 H11A 119.8 . . ?
C12 C11 H11A 119.8 3_645 . ?
O11 C12 C11 118.0(6) . 3_645 ?
O11 C12 C10 122.6(5) . . ?
C11 C12 C10 119.4(5) 3_645 . ?
C19 C14 N1 76.2(18) . . ?
N2 C16 O8 141.3(15) . . ?
N2 C16 H16 109.4 . . ?
O8 C16 H16 109.3 . . ?
N1 C15 O7 148.1(18) . . ?
C14 C19 N1 51.7(13) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         2.126
_refine_diff_density_min         -1.253
_refine_diff_density_rms         0.208
####################################################################### 
# 
# 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_compound7_NH2
_database_code_depnum_ccdc_archive 'CCDC 1474414'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            compound7_NH2
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16.50 H18.50 Mn1.50 N2.50 O7'
_chemical_formula_weight         446.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   13.4214(12)
_cell_length_b                   10.0260(9)
_cell_length_c                   16.6604(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.733(4)
_cell_angle_gamma                90.00
_cell_volume                     2146.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5265
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      28.70

_exptl_crystal_description       block
_exptl_crystal_colour            paleyellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             914
_exptl_absorpt_coefficient_mu    0.933
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8002
_exptl_absorpt_correction_T_max  0.8727
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34406
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         28.70
_reflns_number_total             5265
_reflns_number_gt                3697
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5265
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1598
_refine_ls_R_factor_gt           0.1269
_refine_ls_wR_factor_ref         0.3790
_refine_ls_wR_factor_gt          0.3459
_refine_ls_goodness_of_fit_ref   1.514
_refine_ls_restrained_S_all      1.514
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.5000 0.0000 0.0000 0.0268(4) Uani 1 2 d S . .
Mn2 Mn 0.30761(7) 0.07776(9) 0.10468(5) 0.0336(4) Uani 1 1 d . . .
O7 O 0.1793(6) 0.2099(9) 0.0307(5) 0.0356(19) Uani 0.50 1 d P . .
O6 O 0.2332(4) -0.0663(6) 0.0161(4) 0.0554(15) Uani 1 1 d . . .
O4 O 0.4154(5) -0.0451(7) 0.1897(3) 0.0600(15) Uani 1 1 d . . .
O5 O 0.3668(4) -0.1247(6) -0.0279(4) 0.0560(13) Uani 1 1 d . . .
O1 O 0.4019(4) 0.1643(4) 0.0239(3) 0.0464(12) Uani 1 1 d . . .
O2 O 0.4024(6) 0.2752(6) 0.1368(4) 0.0671(17) Uani 1 1 d . . .
O3 O 0.5452(5) -0.0463(8) 0.1297(3) 0.0691(17) Uani 1 1 d . . .
C8 C 0.5304(6) -0.2172(8) 0.3165(5) 0.0505(18) Uani 1 1 d . . .
H8 H 0.4590 -0.2126 0.3085 0.061 Uiso 1 1 calc R . .
N3 N 0.1116(15) 0.284(2) -0.1005(9) 0.090(7) Uani 0.50 1 d P . .
C6 C 0.5748(6) -0.1543(8) 0.2606(4) 0.0506(18) Uani 1 1 d . . .
N2 N 0.5214(16) 0.5013(18) 0.1768(11) 0.085(6) Uani 0.50 1 d P . .
H2A H 0.5479 0.5704 0.2057 0.101 Uiso 1 1 calc R . .
H2B H 0.5023 0.4341 0.2008 0.101 Uiso 1 1 calc R . .
C1 C 0.4220(6) 0.2698(7) 0.0675(5) 0.0492(17) Uani 1 1 d . . .
C2 C 0.4640(6) 0.3881(7) 0.0327(5) 0.0474(17) Uani 1 1 d . . .
C11 C 0.2421(7) -0.2704(12) -0.1583(5) 0.071(3) Uani 1 1 d . . .
H11 H 0.3137 -0.2689 -0.1496 0.085 Uiso 1 1 calc R . .
O8 O 0.2208(10) 0.0730(15) 0.1940(7) 0.075(5) Uani 0.50 1 d P . .
C10 C 0.2016(5) -0.2043(8) -0.1039(4) 0.0453(17) Uani 1 1 d . . .
N1 N 0.0412(12) -0.153(2) -0.0631(12) 0.192(10) Uani 1 1 d . . .
H1A H 0.0751 -0.1063 -0.0205 0.230 Uiso 1 1 calc R . .
H1B H -0.0250 -0.1619 -0.0739 0.230 Uiso 1 1 calc R . .
C7 C 0.6780(7) -0.1571(13) 0.2710(6) 0.079(3) Uani 1 1 d . . .
H7 H 0.7069 -0.1136 0.2338 0.095 Uiso 1 1 calc R . .
C12 C 0.0940(6) -0.2126(8) -0.1151(5) 0.0498(18) Uani 1 1 d . . .
C3 C 0.4593(7) 0.3906(8) -0.0510(5) 0.056(2) Uani 1 1 d . . .
H3 H 0.4342 0.3168 -0.0846 0.067 Uiso 1 1 calc R . .
C9 C 0.2729(5) -0.1276(8) -0.0331(4) 0.0452(16) Uani 1 1 d . . .
C4 C 0.5085(8) 0.4982(8) 0.0853(6) 0.059(2) Uani 1 1 d . . .
C5 C 0.5062(6) -0.0752(8) 0.1878(4) 0.0487(17) Uani 1 1 d . . .
C15 C 0.1652(15) 0.214(2) -0.0465(11) 0.068(5) Uani 0.50 1 d P . .
N4 N 0.2571(12) 0.1024(15) 0.3296(10) 0.065(5) Uani 0.50 1 d P . .
C13 C 0.228(3) 0.039(3) 0.2684(19) 0.110(10) Uani 0.50 1 d P . .
C14 C 0.247(3) 0.084(4) 0.4137(16) 0.147(18) Uani 0.50 1 d P . .
H14A H 0.2846 0.1524 0.4501 0.220 Uiso 0.50 1 calc PR . .
H14B H 0.2738 -0.0019 0.4348 0.220 Uiso 0.50 1 calc PR . .
H14C H 0.1744 0.0888 0.4116 0.220 Uiso 0.50 1 calc PR . .
C21 C 0.129(6) 0.304(9) -0.188(5) 0.49(5) Uiso 1 1 d . . .
H21A H 0.0776 0.3647 -0.2206 0.737 Uiso 1 1 calc R . .
H21B H 0.1231 0.2200 -0.2163 0.737 Uiso 1 1 calc R . .
H21C H 0.1972 0.3406 -0.1812 0.737 Uiso 1 1 calc R . .
C20 C 0.302(4) 0.229(7) 0.308(3) 0.38(3) Uiso 1 1 d . . .
H20A H 0.3274 0.2820 0.3574 0.575 Uiso 1 1 calc R . .
H20B H 0.2486 0.2773 0.2674 0.575 Uiso 1 1 calc R . .
H20C H 0.3577 0.2085 0.2847 0.575 Uiso 1 1 calc R . .
C22 C 0.102(2) 0.425(2) -0.094(2) 0.194(11) Uiso 1 1 d . . .
H22A H 0.0632 0.4602 -0.1474 0.291 Uiso 1 1 calc R . .
H22B H 0.1696 0.4646 -0.0768 0.291 Uiso 1 1 calc R . .
H22C H 0.0656 0.4443 -0.0533 0.291 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O3 2.120(5) . ?
Mn1 O3 2.120(5) 3_655 ?
Mn1 O5 2.121(5) . ?
Mn1 O5 2.121(5) 3_655 ?
Mn1 O1 2.215(5) . ?
Mn1 O1 2.215(5) 3_655 ?
Mn2 O6 2.101(5) . ?
Mn2 O4 2.107(5) . ?
Mn2 O8 2.139(9) . ?
Mn2 O7 2.241(7) . ?
Mn2 O1 2.269(5) . ?
Mn2 O2 2.330(6) . ?
O7 C15 1.24(2) . ?
O6 C9 1.258(9) . ?
O4 C5 1.265(10) . ?
O5 C9 1.239(9) . ?
O1 C1 1.268(8) . ?
O2 C1 1.257(10) . ?
O3 C5 1.260(11) . ?
C8 C6 1.394(11) . ?
C8 C12 1.400(10) 4_656 ?
N3 C15 1.20(2) . ?
N3 C21 1.55(8) . ?
N3 C22 1.42(3) . ?
C6 C7 1.345(12) . ?
C6 C5 1.518(9) . ?
N2 C4 1.48(2) . ?
C1 C2 1.500(10) . ?
C2 C3 1.378(12) . ?
C2 C4 1.429(11) . ?
C11 C10 1.355(11) . ?
C11 C7 1.440(11) 4 ?
O8 C13 1.26(3) . ?
C10 C12 1.404(10) . ?
C10 C9 1.500(8) . ?
N1 C12 1.404(16) . ?
C7 C11 1.440(11) 4_656 ?
C12 C8 1.400(10) 4 ?
C3 C4 1.378(12) 3_665 ?
C4 C3 1.378(12) 3_665 ?
N4 C13 1.17(3) . ?
N4 C14 1.46(3) . ?
N4 C20 1.49(7) . ?

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
O3 Mn1 O3 180.00(11) . 3_655 ?
O3 Mn1 O5 94.0(3) . . ?
O3 Mn1 O5 86.0(3) 3_655 . ?
O3 Mn1 O5 86.0(3) . 3_655 ?
O3 Mn1 O5 94.0(3) 3_655 3_655 ?
O5 Mn1 O5 180.0(3) . 3_655 ?
O3 Mn1 O1 89.4(2) . . ?
O3 Mn1 O1 90.6(2) 3_655 . ?
O5 Mn1 O1 88.3(2) . . ?
O5 Mn1 O1 91.7(2) 3_655 . ?
O3 Mn1 O1 90.6(2) . 3_655 ?
O3 Mn1 O1 89.4(2) 3_655 3_655 ?
O5 Mn1 O1 91.7(2) . 3_655 ?
O5 Mn1 O1 88.3(2) 3_655 3_655 ?
O1 Mn1 O1 180.0(3) . 3_655 ?
O6 Mn2 O4 99.6(3) . . ?
O6 Mn2 O8 103.3(5) . . ?
O4 Mn2 O8 85.7(4) . . ?
O6 Mn2 O7 83.4(3) . . ?
O4 Mn2 O7 170.5(3) . . ?
O8 Mn2 O7 84.8(4) . . ?
O6 Mn2 O1 94.6(2) . . ?
O4 Mn2 O1 103.3(2) . . ?
O8 Mn2 O1 158.5(4) . . ?
O7 Mn2 O1 85.4(3) . . ?
O6 Mn2 O2 149.7(2) . . ?
O4 Mn2 O2 96.8(3) . . ?
O8 Mn2 O2 103.3(5) . . ?
O7 Mn2 O2 84.6(3) . . ?
O1 Mn2 O2 56.68(19) . . ?
C15 O7 Mn2 116.9(9) . . ?
C9 O6 Mn2 126.1(4) . . ?
C5 O4 Mn2 127.1(5) . . ?
C9 O5 Mn1 143.7(5) . . ?
C1 O1 Mn1 133.2(5) . . ?
C1 O1 Mn2 92.4(5) . . ?
Mn1 O1 Mn2 106.51(18) . . ?
C1 O2 Mn2 89.8(5) . . ?
C5 O3 Mn1 140.7(6) . . ?
C6 C8 C12 119.5(7) . 4_656 ?
C15 N3 C21 124(4) . . ?
C15 N3 C22 125(2) . . ?
C21 N3 C22 89(4) . . ?
C7 C6 C8 121.8(6) . . ?
C7 C6 C5 118.6(7) . . ?
C8 C6 C5 119.5(7) . . ?
O2 C1 O1 119.8(7) . . ?
O2 C1 C2 121.5(6) . . ?
O1 C1 C2 118.7(7) . . ?
C3 C2 C4 119.7(7) . . ?
C3 C2 C1 119.6(7) . . ?
C4 C2 C1 120.7(7) . . ?
C10 C11 C7 122.2(8) . 4 ?
C13 O8 Mn2 141.7(19) . . ?
C11 C10 C12 118.5(6) . . ?
C11 C10 C9 119.3(7) . . ?
C12 C10 C9 122.2(7) . . ?
C6 C7 C11 117.8(8) . 4_656 ?
C10 C12 N1 125.1(8) . . ?
C10 C12 C8 120.1(7) . 4 ?
N1 C12 C8 114.8(8) . 4 ?
C4 C3 C2 120.4(7) 3_665 . ?
O5 C9 O6 123.8(6) . . ?
O5 C9 C10 118.2(7) . . ?
O6 C9 C10 118.0(6) . . ?
C3 C4 C2 119.8(8) 3_665 . ?
C3 C4 N2 116.8(9) 3_665 . ?
C2 C4 N2 123.4(9) . . ?
O3 C5 O4 125.5(6) . . ?
O3 C5 C6 116.4(7) . . ?
O4 C5 C6 118.2(7) . . ?
N3 C15 O7 132.2(18) . . ?
C13 N4 C14 132(2) . . ?
C13 N4 C20 108(3) . . ?
C14 N4 C20 120(3) . . ?
N4 C13 O8 128(3) . . ?

_diffrn_measured_fraction_theta_max 0.946
_diffrn_reflns_theta_full        28.70
_diffrn_measured_fraction_theta_full 0.946
_refine_diff_density_max         4.494
_refine_diff_density_min         -1.060
_refine_diff_density_rms         0.258
