# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_p
_database_code_depnum_ccdc_archive 'CCDC 998418'
_audit_update_record             
;
2014-04-19 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;
_audit_creation_date             2014-04-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C41 H34 Co2 N2 O10.25, H2 O'
_chemical_formula_sum            'C41 H36 Co2 N2 O12'
_chemical_formula_weight         866.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.394(3)
_cell_length_b                   13.578(3)
_cell_length_c                   18.261(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.509(3)
_cell_angle_gamma                90.00
_cell_volume                     3668.5(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1365
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      2.75
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1275
_diffrn_reflns_av_unetI/netI     0.1886
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            18223
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.04
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2819
_reflns_number_total             6438
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.23A (Bruker, 2003)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.130
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     520
_refine_ls_number_reflns         6438
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1473
_refine_ls_R_factor_gt           0.0656
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          1.179
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0248P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1376
_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 > 2sigma(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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
O1A \\sim O2A: within 1.7A with sigma of 0.004 and sigma for terminal atoms of
0.08
3. Others
 Fixed Sof: O1A(0.5) O2A(0.75)
4.a Free rotating group:
 O13(H13A,H13B)
4.b Rotating group:
 O9(H9A,H9B), O11(H11A,H11B), O12(H12A,H12B)
4.c Secondary CH2 refined with riding coordinates:
 C54(H54A,H54B), C55(H55A,H55B), C59(H59A,H59B)
4.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C13(H13), C14(H14), C20(H20), C22(H22), C25(H25), C28(H28), C29(H29),
 C30(H30), C32(H32), C36(H36), C38(H38), C43(H43), C47(H47), C49(H49), C50(H50),
  C51(H51), C52(H52), C53(H53), C57(H57), C60(H60), C66(H66)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Co1 Co 0.84877(6) 0.01755(7) 0.31733(6) 0.0390(3) Uani 1 d . . .
Co2 Co -0.01694(6) -0.05608(7) 0.18290(5) 0.0353(3) Uani 1 d . . .
O3 O -0.0932(3) -0.1528(3) 0.1032(2) 0.0350(12) Uani 1 d . . .
O7 O 0.5505(3) -0.4179(3) 0.3296(3) 0.0497(14) Uani 1 d . . .
O5 O -0.4549(3) -0.3089(4) -0.1418(3) 0.0488(14) Uani 1 d . . .
O4 O -0.1922(3) -0.2205(4) 0.1419(3) 0.0473(14) Uani 1 d . . .
C5 C 0.1703(4) -0.3058(5) 0.1481(4) 0.0330(18) Uani 1 d . . .
C6 C 0.4185(4) -0.2784(5) 0.2007(4) 0.0310(17) Uani 1 d . . .
H6 H 0.4589 -0.2993 0.1806 0.037 Uiso 1 calc . . R
C7 C -0.1797(4) -0.2893(5) 0.0299(4) 0.0231(15) Uani 1 d . . .
O6 O -0.4159(3) -0.4157(4) -0.2138(3) 0.0444(13) Uani 1 d . . .
N1 N 0.7086(4) 0.0049(5) 0.2363(3) 0.0380(15) Uani 1 d . . .
O9 O 0.9934(3) 0.0330(4) 0.3918(3) 0.0646(16) Uani 1 d . . .
H9A H 1.0228 0.0114 0.3654 0.097 Uiso 1 d . . GR
H9B H 1.0098 -0.0009 0.4362 0.097 Uiso 1 d . . GR
C11 C -0.1529(4) -0.2159(5) 0.0965(4) 0.0289(17) Uani 1 d . . .
C12 C 0.6164(4) -0.2625(5) 0.3321(4) 0.0321(17) Uani 1 d . . .
C13 C -0.2384(4) -0.4245(5) -0.0973(4) 0.0331(17) Uani 1 d . . .
H13 H -0.2577 -0.4707 -0.1389 0.040 Uiso 1 calc . . R
C14 C -0.2701(4) -0.2953(5) -0.0236(4) 0.0305(17) Uani 1 d . . .
H14 H -0.3113 -0.2547 -0.0157 0.037 Uiso 1 calc . . R
C15 C 0.4489(4) -0.2201(5) 0.2692(4) 0.0292(17) Uani 1 d . . .
N2 N 0.0680(4) -0.0330(4) 0.1266(3) 0.0412(16) Uani 1 d . . .
C17 C -0.3011(4) -0.3602(5) -0.0889(4) 0.0295(17) Uani 1 d . . .
O11 O 0.8895(4) -0.1046(4) 0.2670(3) 0.105(3) Uani 1 d . . .
H11A H 0.8449 -0.1238 0.2236 0.158 Uiso 1 d . . GR
H11B H 0.9067 -0.1521 0.3010 0.158 Uiso 1 d . . GR
C19 C 0.5469(4) -0.1935(5) 0.3151(4) 0.0296(17) Uani 1 d . . .
C20 C 0.7067(4) -0.2315(6) 0.3743(4) 0.0399(19) Uani 1 d . . .
H20 H 0.7523 -0.2777 0.3848 0.048 Uiso 1 calc . . R
C21 C -0.3989(4) -0.3616(5) -0.1528(4) 0.0343(18) Uani 1 d . . .
C22 C 0.3287(4) -0.3061(5) 0.1615(4) 0.0353(18) Uani 1 d . . .
H22 H 0.3099 -0.3456 0.1155 0.042 Uiso 1 calc . . R
C23 C 0.2660(4) -0.2759(5) 0.1896(4) 0.0320(17) Uani 1 d . . .
C24 C -0.0176(4) -0.3412(4) 0.0666(4) 0.0297(17) Uani 1 d . . .
C25 C 0.0249(4) -0.3299(5) 0.1504(4) 0.0315(17) Uani 1 d . . .
H25 H -0.0090 -0.3338 0.1800 0.038 Uiso 1 calc . . R
C26 C -0.1172(4) -0.3501(5) 0.0182(4) 0.0280(16) Uani 1 d . . .
C27 C 0.6003(5) -0.3685(6) 0.3087(4) 0.042(2) Uani 1 d . . .
C28 C 0.0365(4) -0.3415(5) 0.0257(4) 0.040(2) Uani 1 d . . .
H28 H 0.0103 -0.3536 -0.0298 0.048 Uiso 1 calc . . R
C29 C 0.3852(4) -0.1864(5) 0.2930(4) 0.045(2) Uani 1 d . . .
H29 H 0.4033 -0.1430 0.3365 0.054 Uiso 1 calc . . R
C30 C -0.1493(4) -0.4189(5) -0.0443(4) 0.0367(18) Uani 1 d . . .
H30 H -0.1087 -0.4625 -0.0501 0.044 Uiso 1 calc . . R
C31 C 0.5274(5) -0.0066(7) 0.1224(4) 0.045(2) Uani 1 d . . .
C32 C 0.6614(5) -0.0701(6) 0.3840(4) 0.047(2) Uani 1 d . . .
H32 H 0.6752 -0.0052 0.4012 0.056 Uiso 1 calc . . R
C35 C 0.7309(5) -0.1368(6) 0.4007(4) 0.0359(18) Uani 1 d . . .
C36 C 0.6692(5) -0.0800(6) 0.2031(4) 0.042(2) Uani 1 d . . .
H36 H 0.7039 -0.1371 0.2187 0.051 Uiso 1 calc . . R
C37 C 0.1952(5) -0.0115(6) 0.0645(4) 0.043(2) Uani 1 d . . .
C38 C 0.2961(4) -0.2135(6) 0.2557(4) 0.050(2) Uani 1 d . . .
H38 H 0.2558 -0.1899 0.2750 0.060 Uiso 1 calc . . R
C41 C 0.8319(5) -0.1060(7) 0.4404(5) 0.068(3) Uani 1 d . . .
O8 O 0.6409(4) -0.3989(5) 0.2696(4) 0.105(3) Uani 1 d . . .
C43 C 0.1281(4) -0.3244(5) 0.0651(4) 0.0376(19) Uani 1 d . . .
H43 H 0.1625 -0.3252 0.0357 0.045 Uiso 1 calc . . R
C47 C 0.5702(5) -0.0979(5) 0.3414(4) 0.0386(19) Uani 1 d . . .
H47 H 0.5250 -0.0512 0.3308 0.046 Uiso 1 calc . . R
C49 C 0.5810(5) -0.0887(6) 0.1476(4) 0.050(2) Uani 1 d . . .
H49 H 0.5574 -0.1503 0.1270 0.060 Uiso 1 calc . . R
C50 C 0.1158(4) -0.3131(5) 0.1900(4) 0.0349(18) Uani 1 d . . .
H50 H 0.1424 -0.3062 0.2461 0.042 Uiso 1 calc . . R
C51 C 0.5680(5) 0.0799(6) 0.1571(5) 0.058(2) Uani 1 d . . .
H51 H 0.5348 0.1381 0.1436 0.070 Uiso 1 calc . . R
C52 C 0.1294(6) 0.0357(7) 0.1531(5) 0.076(3) Uani 1 d . . .
H52 H 0.1288 0.0792 0.1922 0.092 Uiso 1 calc . . R
C53 C 0.1283(5) -0.0803(5) 0.0339(4) 0.047(2) Uani 1 d . . .
H53 H 0.1243 -0.1210 -0.0085 0.056 Uiso 1 calc . . R
C54 C 0.3624(4) -0.0085(6) 0.0963(4) 0.054(2) Uani 1 d . . .
H54A H 0.3704 -0.0664 0.1299 0.065 Uiso 1 calc . . R
H54B H 0.3744 0.0491 0.1308 0.065 Uiso 1 calc . . R
C55 C 0.2669(4) -0.0048(6) 0.0324(4) 0.058(2) Uani 1 d . . .
H55A H 0.2577 -0.0586 -0.0053 0.070 Uiso 1 calc . . R
H55B H 0.2582 0.0562 0.0023 0.070 Uiso 1 calc . . R
C57 C 0.0668(5) -0.0892(5) 0.0662(4) 0.048(2) Uani 1 d . . .
H57 H 0.0219 -0.1368 0.0448 0.057 Uiso 1 calc . . R
C59 C 0.4294(5) -0.0119(6) 0.0596(4) 0.065(3) Uani 1 d . . .
H59A H 0.4173 0.0427 0.0221 0.078 Uiso 1 calc . . R
H59B H 0.4204 -0.0724 0.0289 0.078 Uiso 1 calc . . R
C60 C 0.6576(5) 0.0822(6) 0.2119(4) 0.051(2) Uani 1 d . . .
H60 H 0.6832 0.1430 0.2327 0.061 Uiso 1 calc . . R
C66 C 0.1948(6) 0.0466(7) 0.1260(5) 0.093(4) Uani 1 d . . .
H66 H 0.2395 0.0940 0.1495 0.112 Uiso 1 calc . . R
O13 O 1.0318(3) -0.2248(4) 0.5012(4) 0.0742(18) Uani 1 d . . .
H13A H 1.0707 -0.1825 0.5299 0.111 Uiso 1 d . . G
H13B H 0.9791 -0.2005 0.4850 0.111 Uiso 1 d . . G
O12 O 0.8313(4) 0.1428(5) 0.3736(3) 0.105(2) Uani 1 d . . .
H12A H 0.7784 0.1421 0.3747 0.158 Uiso 1 d . . GR
H12B H 0.8342 0.1958 0.3474 0.158 Uiso 1 d . . GR
O1A O 0.8630(5) -0.0588(9) 0.4151(5) 0.069(5) Uani 0.50 d . . .
O2A O 0.8735(4) -0.1577(6) 0.5039(4) 0.070(3) Uani 0.75 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 2.138(6) . ?
Co1 O9 2.177(5) . ?
Co1 O11 2.137(5) . ?
Co1 O8 2.016(6) 2_655 ?
Co1 O12 2.069(5) . ?
Co1 O1A 1.990(7) . ?
Co2 O3 1.959(4) . ?
Co2 O7 1.940(5) 2 ?
Co2 O6 1.938(4) 4_656 ?
Co2 N2 2.081(6) . ?
O3 C11 1.267(7) . ?
O7 Co2 1.940(5) 2_545 ?
O7 C27 1.237(8) . ?
O5 C21 1.245(7) . ?
O4 C11 1.251(7) . ?
C5 C23 1.476(8) . ?
C5 C43 1.392(8) . ?
C5 C50 1.408(8) . ?
C6 C15 1.379(8) . ?
C6 C22 1.383(8) . ?
C7 C11 1.485(8) . ?
C7 C14 1.382(8) . ?
C7 C26 1.402(8) . ?
O6 Co2 1.938(4) 4 ?
O6 C21 1.263(7) . ?
N1 C36 1.333(8) . ?
N1 C60 1.295(8) . ?
C12 C19 1.403(8) . ?
C12 C20 1.408(8) . ?
C12 C27 1.492(9) . ?
C13 C17 1.406(8) . ?
C13 C30 1.364(8) . ?
C14 C17 1.391(8) . ?
C15 C19 1.502(8) . ?
C15 C29 1.370(8) . ?
N2 C52 1.302(8) . ?
N2 C57 1.334(8) . ?
C17 C21 1.523(8) . ?
C19 C47 1.379(8) . ?
C20 C35 1.371(9) . ?
C22 C23 1.395(8) . ?
C23 C38 1.379(8) . ?
C24 C25 1.389(8) . ?
C24 C26 1.490(8) . ?
C24 C28 1.386(8) . ?
C25 C50 1.367(8) . ?
C26 C30 1.390(8) . ?
C27 O8 1.239(8) . ?
C28 C43 1.377(8) . ?
C29 C38 1.369(8) . ?
C31 C49 1.371(9) . ?
C31 C51 1.364(10) . ?
C31 C59 1.521(9) . ?
C32 C35 1.383(9) . ?
C32 C47 1.408(9) . ?
C35 C41 1.552(10) . ?
C36 C49 1.367(9) . ?
C37 C53 1.364(9) . ?
C37 C55 1.525(9) . ?
C37 C66 1.376(10) . ?
C41 O1A 1.042(10) . ?
C41 O2A 1.273(9) . ?
O8 Co1 2.016(5) 2_645 ?
C51 C60 1.376(9) . ?
C52 C66 1.368(10) . ?
C53 C57 1.374(9) . ?
C54 C55 1.498(8) . ?
C54 C59 1.512(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 O9 175.6(2) . . ?
O11 Co1 N1 94.7(2) . . ?
O11 Co1 O9 83.45(19) . . ?
O8 Co1 N1 86.0(2) 2_655 . ?
O8 Co1 O9 90.0(2) 2_655 . ?
O8 Co1 O11 87.2(3) 2_655 . ?
O8 Co1 O12 90.3(3) 2_655 . ?
O12 Co1 N1 94.2(2) . . ?
O12 Co1 O9 87.5(2) . . ?
O12 Co1 O11 170.6(2) . . ?
O1A Co1 N1 104.8(3) . . ?
O1A Co1 O9 79.3(2) . . ?
O1A Co1 O11 92.5(4) . . ?
O1A Co1 O8 169.2(3) . 2_655 ?
O1A Co1 O12 88.3(4) . . ?
O3 Co2 N2 94.7(2) . . ?
O7 Co2 O3 120.18(19) 2 . ?
O7 Co2 N2 90.7(2) 2 . ?
O6 Co2 O3 126.5(2) 4_656 . ?
O6 Co2 O7 112.7(2) 4_656 2 ?
O6 Co2 N2 92.1(2) 4_656 . ?
C11 O3 Co2 138.1(4) . . ?
C27 O7 Co2 132.8(5) . 2_545 ?
C43 C5 C23 122.0(6) . . ?
C43 C5 C50 116.5(6) . . ?
C50 C5 C23 121.5(6) . . ?
C15 C6 C22 121.0(6) . . ?
C14 C7 C11 117.8(6) . . ?
C14 C7 C26 119.3(6) . . ?
C26 C7 C11 122.9(6) . . ?
C21 O6 Co2 138.3(4) . 4 ?
C36 N1 Co1 123.4(5) . . ?
C60 N1 Co1 121.0(5) . . ?
C60 N1 C36 115.4(6) . . ?
O3 C11 C7 118.4(6) . . ?
O4 C11 O3 124.5(6) . . ?
O4 C11 C7 117.0(6) . . ?
C19 C12 C20 119.0(6) . . ?
C19 C12 C27 123.7(6) . . ?
C20 C12 C27 117.3(6) . . ?
C30 C13 C17 119.9(6) . . ?
C7 C14 C17 121.9(6) . . ?
C6 C15 C19 121.7(6) . . ?
C29 C15 C6 116.9(6) . . ?
C29 C15 C19 121.4(6) . . ?
C52 N2 Co2 119.9(5) . . ?
C52 N2 C57 116.8(6) . . ?
C57 N2 Co2 123.2(5) . . ?
C13 C17 C21 119.1(6) . . ?
C14 C17 C13 118.2(6) . . ?
C14 C17 C21 122.7(6) . . ?
C12 C19 C15 122.3(6) . . ?
C47 C19 C12 118.3(6) . . ?
C47 C19 C15 119.4(6) . . ?
C35 C20 C12 123.3(7) . . ?
O5 C21 O6 125.3(6) . . ?
O5 C21 C17 118.4(7) . . ?
O6 C21 C17 116.3(6) . . ?
C6 C22 C23 121.2(6) . . ?
C22 C23 C5 121.3(6) . . ?
C38 C23 C5 121.3(6) . . ?
C38 C23 C22 117.4(6) . . ?
C25 C24 C26 124.4(6) . . ?
C28 C24 C25 117.4(6) . . ?
C28 C24 C26 118.2(6) . . ?
C50 C25 C24 121.1(6) . . ?
C7 C26 C24 123.2(6) . . ?
C30 C26 C7 118.6(6) . . ?
C30 C26 C24 118.2(6) . . ?
O7 C27 C12 119.6(6) . . ?
O7 C27 O8 125.9(8) . . ?
O8 C27 C12 114.5(8) . . ?
C43 C28 C24 121.7(6) . . ?
C38 C29 C15 123.2(6) . . ?
C13 C30 C26 122.0(6) . . ?
C49 C31 C59 122.1(8) . . ?
C51 C31 C49 115.4(7) . . ?
C51 C31 C59 122.5(8) . . ?
C35 C32 C47 121.6(7) . . ?
C20 C35 C32 116.8(7) . . ?
C20 C35 C41 120.4(7) . . ?
C32 C35 C41 122.6(7) . . ?
N1 C36 C49 124.2(7) . . ?
C53 C37 C55 120.1(7) . . ?
C53 C37 C66 116.2(7) . . ?
C66 C37 C55 123.8(7) . . ?
C29 C38 C23 120.2(6) . . ?
O1A C41 C35 125.9(9) . . ?
O1A C41 O2A 124.7(9) . . ?
O2A C41 C35 108.8(8) . . ?
C27 O8 Co1 152.9(6) . 2_645 ?
C28 C43 C5 121.2(6) . . ?
C19 C47 C32 121.0(7) . . ?
C36 C49 C31 120.0(7) . . ?
C25 C50 C5 121.8(6) . . ?
C31 C51 C60 120.8(8) . . ?
N2 C52 C66 122.9(8) . . ?
C37 C53 C57 119.6(7) . . ?
C55 C54 C59 111.7(6) . . ?
C54 C55 C37 114.8(6) . . ?
N2 C57 C53 123.5(7) . . ?
C54 C59 C31 113.4(6) . . ?
N1 C60 C51 124.1(7) . . ?
C52 C66 C37 120.9(8) . . ?
C41 O1A Co1 145.8(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N1 C36 C49 -176.0(5) . . . . ?
Co1 N1 C60 C51 177.0(5) . . . . ?
Co2 O3 C11 O4 13.5(11) . . . . ?
Co2 O3 C11 C7 -167.2(4) . . . . ?
Co2 O7 C27 C12 -176.5(4) 2_545 . . . ?
Co2 O7 C27 O8 2.6(12) 2_545 . . . ?
Co2 O6 C21 O5 5.0(12) 4 . . . ?
Co2 O6 C21 C17 -173.8(4) 4 . . . ?
Co2 N2 C52 C66 171.4(8) . . . . ?
Co2 N2 C57 C53 -173.6(5) . . . . ?
O3 Co2 N2 C52 173.5(6) . . . . ?
O3 Co2 N2 C57 -10.4(6) . . . . ?
O7 Co2 O3 C11 -100.0(7) 2 . . . ?
O7 Co2 N2 C52 53.1(6) 2 . . . ?
O7 Co2 N2 C57 -130.7(5) 2 . . . ?
O7 C27 O8 Co1 37.1(19) . . . 2_645 ?
C5 C23 C38 C29 -179.6(7) . . . . ?
C6 C15 C19 C12 -43.4(9) . . . . ?
C6 C15 C19 C47 136.2(7) . . . . ?
C6 C15 C29 C38 4.8(11) . . . . ?
C6 C22 C23 C5 -179.7(6) . . . . ?
C6 C22 C23 C38 3.0(10) . . . . ?
C7 C14 C17 C13 3.3(9) . . . . ?
C7 C14 C17 C21 -174.4(6) . . . . ?
C7 C26 C30 C13 4.3(10) . . . . ?
O6 Co2 O3 C11 70.2(7) 4_656 . . . ?
O6 Co2 N2 C52 -59.6(6) 4_656 . . . ?
O6 Co2 N2 C57 116.5(6) 4_656 . . . ?
N1 Co1 O1A C41 7(2) . . . . ?
N1 C36 C49 C31 0.4(11) . . . . ?
O9 Co1 N1 C36 93(3) . . . . ?
O9 Co1 N1 C60 -82(3) . . . . ?
O9 Co1 O1A C41 -171(2) . . . . ?
C11 C7 C14 C17 178.5(6) . . . . ?
C11 C7 C26 C24 -5.5(10) . . . . ?
C11 C7 C26 C30 177.8(6) . . . . ?
C12 C19 C47 C32 0.2(10) . . . . ?
C12 C20 C35 C32 -0.1(10) . . . . ?
C12 C20 C35 C41 -174.8(7) . . . . ?
C12 C27 O8 Co1 -143.8(12) . . . 2_645 ?
C13 C17 C21 O5 175.4(6) . . . . ?
C13 C17 C21 O6 -5.7(9) . . . . ?
C14 C7 C11 O3 -124.0(6) . . . . ?
C14 C7 C11 O4 55.4(8) . . . . ?
C14 C7 C26 C24 172.8(6) . . . . ?
C14 C7 C26 C30 -3.9(9) . . . . ?
C14 C17 C21 O5 -7.0(10) . . . . ?
C14 C17 C21 O6 171.9(6) . . . . ?
C15 C6 C22 C23 0.3(10) . . . . ?
C15 C19 C47 C32 -179.5(6) . . . . ?
C15 C29 C38 C23 -1.6(12) . . . . ?
N2 Co2 O3 C11 166.4(6) . . . . ?
N2 C52 C66 C37 4.3(16) . . . . ?
C17 C13 C30 C26 -0.9(10) . . . . ?
O11 Co1 N1 C36 28.5(5) . . . . ?
O11 Co1 N1 C60 -146.6(5) . . . . ?
O11 Co1 O1A C41 -88(2) . . . . ?
C19 C12 C20 C35 0.6(10) . . . . ?
C19 C12 C27 O7 -54.1(10) . . . . ?
C19 C12 C27 O8 126.7(7) . . . . ?
C19 C15 C29 C38 -176.1(7) . . . . ?
C20 C12 C19 C15 179.0(6) . . . . ?
C20 C12 C19 C47 -0.7(9) . . . . ?
C20 C12 C27 O7 125.2(7) . . . . ?
C20 C12 C27 O8 -54.0(9) . . . . ?
C20 C35 C41 O1A 110.6(14) . . . . ?
C20 C35 C41 O2A -60.7(10) . . . . ?
C22 C6 C15 C19 176.8(6) . . . . ?
C22 C6 C15 C29 -4.0(10) . . . . ?
C22 C23 C38 C29 -2.3(11) . . . . ?
C23 C5 C43 C28 -172.7(6) . . . . ?
C23 C5 C50 C25 172.5(6) . . . . ?
C24 C25 C50 C5 0.4(10) . . . . ?
C24 C26 C30 C13 -172.5(6) . . . . ?
C24 C28 C43 C5 -0.1(11) . . . . ?
C25 C24 C26 C7 44.9(9) . . . . ?
C25 C24 C26 C30 -138.4(7) . . . . ?
C25 C24 C28 C43 -4.5(10) . . . . ?
C26 C7 C11 O3 54.4(9) . . . . ?
C26 C7 C11 O4 -126.3(7) . . . . ?
C26 C7 C14 C17 0.1(9) . . . . ?
C26 C24 C25 C50 -173.9(6) . . . . ?
C26 C24 C28 C43 173.8(6) . . . . ?
C27 C12 C19 C15 -1.8(10) . . . . ?
C27 C12 C19 C47 178.6(6) . . . . ?
C27 C12 C20 C35 -178.7(6) . . . . ?
C28 C24 C25 C50 4.3(9) . . . . ?
C28 C24 C26 C7 -133.3(7) . . . . ?
C28 C24 C26 C30 43.4(9) . . . . ?
C29 C15 C19 C12 137.5(7) . . . . ?
C29 C15 C19 C47 -42.9(9) . . . . ?
C30 C13 C17 C14 -2.9(9) . . . . ?
C30 C13 C17 C21 174.8(6) . . . . ?
C31 C51 C60 N1 -2.1(12) . . . . ?
C32 C35 C41 O1A -63.7(16) . . . . ?
C32 C35 C41 O2A 124.9(8) . . . . ?
C35 C32 C47 C19 0.3(10) . . . . ?
C35 C41 O1A Co1 -6(3) . . . . ?
C36 N1 C60 C51 1.6(10) . . . . ?
C37 C53 C57 N2 0.5(11) . . . . ?
O8 Co1 N1 C36 115.3(5) 2_655 . . . ?
O8 Co1 N1 C60 -59.8(6) 2_655 . . . ?
O8 Co1 O1A C41 -176.0(14) 2_655 . . . ?
C43 C5 C23 C22 -29.7(10) . . . . ?
C43 C5 C23 C38 147.5(7) . . . . ?
C43 C5 C50 C25 -4.9(10) . . . . ?
C47 C32 C35 C20 -0.3(10) . . . . ?
C47 C32 C35 C41 174.2(7) . . . . ?
C49 C31 C51 C60 1.6(10) . . . . ?
C49 C31 C59 C54 101.0(8) . . . . ?
C50 C5 C23 C22 153.0(6) . . . . ?
C50 C5 C23 C38 -29.8(10) . . . . ?
C50 C5 C43 C28 4.8(10) . . . . ?
C51 C31 C49 C36 -0.8(10) . . . . ?
C51 C31 C59 C54 -79.4(9) . . . . ?
C52 N2 C57 C53 2.6(11) . . . . ?
C53 C37 C55 C54 -127.0(8) . . . . ?
C53 C37 C66 C52 -1.0(13) . . . . ?
C55 C37 C53 C57 176.6(6) . . . . ?
C55 C37 C66 C52 -178.7(8) . . . . ?
C55 C54 C59 C31 174.9(7) . . . . ?
C57 N2 C52 C66 -5.0(13) . . . . ?
C59 C31 C49 C36 178.8(6) . . . . ?
C59 C31 C51 C60 -178.0(6) . . . . ?
C59 C54 C55 C37 174.3(7) . . . . ?
C60 N1 C36 C49 -0.7(10) . . . . ?
C66 C37 C53 C57 -1.2(11) . . . . ?
C66 C37 C55 C54 50.7(11) . . . . ?
O12 Co1 N1 C36 -154.7(5) . . . . ?
O12 Co1 N1 C60 30.2(6) . . . . ?
O12 Co1 O1A C41 101(2) . . . . ?
O1A Co1 N1 C36 -65.4(7) . . . . ?
O1A Co1 N1 C60 119.6(7) . . . . ?
O2A C41 O1A Co1 163.6(13) . . . . ?

####################################################################### 
# 
# 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_htp-f14
_audit_block_doi                 10.5517/cc141rtr
_database_code_depnum_ccdc_archive 'CCDC 1044384'
_audit_update_record             
;
2015-01-25 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;
_audit_creation_date             2015-01-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H18 Mn N2 O6, H2 O'
_chemical_formula_sum            'C23 H20 Mn N2 O7'
_chemical_formula_weight         491.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Co'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.7565(6)
_cell_length_b                   9.5643(8)
_cell_length_c                   15.1895(14)
_cell_angle_alpha                96.781(7)
_cell_angle_beta                 94.868(7)
_cell_angle_gamma                110.509(7)
_cell_volume                     1038.33(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1852
_cell_measurement_temperature    298.5(4)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2.93
_exptl_absorpt_coefficient_mu    0.686
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            faint-yellow
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             506
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.1019
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8071
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.93
_diffrn_ambient_temperature      298.5(4)
_diffrn_detector_area_resol_mean 16.0450
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   16.00   48.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251  -86.0000  -34.0556 32

#__ type_ start__ end____ width___ exp.time_
  2 omega  -48.00   21.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251  -57.0000 -150.0000 69

#__ type_ start__ end____ width___ exp.time_
  3 omega  -30.00   85.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251   19.0000   30.0000 115

#__ type_ start__ end____ width___ exp.time_
  4 omega   50.00   97.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251  178.0000 -120.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega   -2.00   84.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251   57.0000   90.0000 86

#__ type_ start__ end____ width___ exp.time_
  6 omega   -2.00   24.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251   57.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega  -20.00   24.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.9813  -99.0000 -180.0000 44

#__ type_ start__ end____ width___ exp.time_
  8 omega  -77.00  -51.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.9813  -19.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega  -55.00  -30.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251  -19.0000  -60.0000 25
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0359309000
_diffrn_orient_matrix_UB_12      0.0521064000
_diffrn_orient_matrix_UB_13      0.0403422000
_diffrn_orient_matrix_UB_21      0.0482202000
_diffrn_orient_matrix_UB_22      0.0567779000
_diffrn_orient_matrix_UB_23      -0.0245570000
_diffrn_orient_matrix_UB_31      -0.0780717000
_diffrn_orient_matrix_UB_32      0.0221803000
_diffrn_orient_matrix_UB_33      -0.0047318000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2495
_reflns_number_total             3631
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3631
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0887
_refine_ls_R_factor_gt           0.0536
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0166P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0983
_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 > 2sigma(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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O3W(H3WA,H3WB)
2.b Rotating group:
 O2W(H2WB), O1W(H1WB,H1WA)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C17(H17), C18(H18), C10(H10), C20(H20), C4(H4), C0AA(H0AA), C13(H13),
 C5(H5), C2(H2), C11(H11), C14(H14), C8(H8), C9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Mn1 Mn 0.70621(7) 0.12265(6) 0.41627(4) 0.02803(18) Uani 1 d . . .
O4 O 0.6056(3) 0.2725(3) 0.35104(17) 0.0317(7) Uani 1 d . . .
O2 O 0.3190(4) 0.7607(3) 0.46082(18) 0.0389(7) Uani 1 d . . .
O1 O 0.4514(3) 0.9302(3) 0.37469(19) 0.0404(7) Uani 1 d . . .
N4 N 0.8893(4) -0.0789(3) 0.1837(2) 0.0289(8) Uani 1 d . . .
O3 O 0.3275(4) 0.2325(3) 0.3980(2) 0.0444(8) Uani 1 d . . .
O3W O 0.9195(4) 0.5589(3) 0.3720(3) 0.0697(11) Uani 1 d . . .
H3WA H 0.8199 0.4816 0.3590 0.105 Uiso 1 d . . G
H3WB H 1.0040 0.5349 0.3981 0.105 Uiso 1 d . . G
O2W O 1.0096(4) 0.2973(4) 0.4463(3) 0.0498(9) Uani 1 d . . .
H2WB H 1.0839 0.2606 0.4196 0.075 Uiso 1 d . . GR
N8 N 0.8223(4) 0.0562(3) 0.2961(2) 0.0340(8) Uani 1 d . . .
C3 C 0.9835(4) -0.4375(4) 0.0279(3) 0.0274(9) Uani 1 d . . .
O1W O 0.8069(4) -0.0232(3) 0.4974(2) 0.0724(12) Uani 1 d . . .
H1WB H 0.8765 -0.0589 0.4683 0.109 Uiso 1 d . . GR
H1WA H 0.7131 -0.0970 0.5075 0.109 Uiso 1 d . . GR
C15 C 0.4654(5) 0.3034(4) 0.1540(2) 0.0239(9) Uani 1 d . . .
C16 C 0.4550(4) 0.4315(4) 0.2183(2) 0.0232(9) Uani 1 d . . .
C7 C 0.8567(5) -0.0670(4) 0.2697(3) 0.0324(10) Uani 1 d . . .
H7 H 0.8583 -0.1379 0.3064 0.039 Uiso 1 calc . . R
C21 C 0.4360(4) 0.4235(4) 0.3086(2) 0.0216(8) Uani 1 d . . .
C12 C 0.4899(5) 0.0620(4) 0.0314(2) 0.0232(9) Uani 1 d . . .
C6 C 0.9203(5) -0.2004(4) 0.1315(3) 0.0279(9) Uani 1 d . . .
C17 C 0.4576(4) 0.5632(4) 0.1867(3) 0.0270(9) Uani 1 d . . .
H17 H 0.4698 0.5708 0.1269 0.032 Uiso 1 calc . . R
C18 C 0.4426(4) 0.6832(4) 0.2422(2) 0.0260(9) Uani 1 d . . .
H18 H 0.4495 0.7711 0.2198 0.031 Uiso 1 calc . . R
C19 C 0.4174(4) 0.6730(4) 0.3311(2) 0.0249(9) Uani 1 d . . .
C10 C 0.3719(5) 0.1511(4) 0.1620(2) 0.0267(9) Uani 1 d . . .
H10 H 0.2998 0.1275 0.2079 0.032 Uiso 1 calc . . R
C20 C 0.4131(4) 0.5407(4) 0.3627(2) 0.0245(9) Uani 1 d . . .
H20 H 0.3943 0.5311 0.4217 0.029 Uiso 1 calc . . R
C22 C 0.4552(5) 0.2969(4) 0.3563(3) 0.0275(9) Uani 1 d . . .
C4 C 0.9172(5) -0.3375(4) -0.0113(3) 0.0322(10) Uani 1 d . . .
H4 H 0.8946 -0.3491 -0.0733 0.039 Uiso 1 calc . . R
C23 C 0.3944(5) 0.7987(4) 0.3930(3) 0.0281(9) Uani 1 d . . .
C0AA C 1.0139(5) -0.4143(4) 0.1209(3) 0.0340(10) Uani 1 d . . .
H0AA H 1.0546 -0.4803 0.1494 0.041 Uiso 1 calc . . R
C13 C 0.5791(5) 0.2143(4) 0.0226(3) 0.0303(9) Uani 1 d . . .
H13 H 0.6484 0.2377 -0.0243 0.036 Uiso 1 calc . . R
C5 C 0.8843(5) -0.2220(4) 0.0395(3) 0.0325(10) Uani 1 d . . .
H5 H 0.8377 -0.1587 0.0115 0.039 Uiso 1 calc . . R
C2 C 0.9858(5) -0.2966(4) 0.1730(3) 0.0334(10) Uani 1 d . . .
H2 H 1.0107 -0.2828 0.2351 0.040 Uiso 1 calc . . R
C11 C 0.3861(5) 0.0361(4) 0.1022(3) 0.0278(9) Uani 1 d . . .
H11 H 0.3233 -0.0633 0.1097 0.033 Uiso 1 calc . . R
C14 C 0.5663(5) 0.3305(4) 0.0823(3) 0.0318(10) Uani 1 d . . .
H14 H 0.6271 0.4298 0.0742 0.038 Uiso 1 calc . . R
C8 C 0.8763(5) 0.0485(4) 0.1533(3) 0.0393(11) Uani 1 d . . .
H8 H 0.8921 0.0737 0.0965 0.047 Uiso 1 calc . . R
C9 C 0.8359(5) 0.1294(5) 0.2226(3) 0.0389(11) Uani 1 d . . .
H9 H 0.8198 0.2210 0.2209 0.047 Uiso 1 calc . . R
H2WA H 1.048(8) 0.316(7) 0.495(4) 0.12(3) Uiso 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O4 2.152(2) . ?
Mn1 O2 2.119(3) 2_666 ?
Mn1 O1 2.158(3) 1_545 ?
Mn1 O2W 2.328(3) . ?
Mn1 N8 2.226(3) . ?
Mn1 O1W 2.254(2) . ?
O4 C22 1.274(4) . ?
O2 Mn1 2.119(3) 2_666 ?
O2 C23 1.256(4) . ?
O1 Mn1 2.158(3) 1_565 ?
O1 C23 1.252(4) . ?
N4 C7 1.351(5) . ?
N4 C6 1.430(4) . ?
N4 C8 1.385(4) . ?
O3 C22 1.238(4) . ?
N8 C7 1.322(4) . ?
N8 C9 1.378(5) . ?
C3 C3 1.492(7) 2_745 ?
C3 C4 1.401(4) . ?
C3 C0AA 1.391(5) . ?
C15 C16 1.504(5) . ?
C15 C10 1.407(4) . ?
C15 C14 1.390(5) . ?
C16 C21 1.400(5) . ?
C16 C17 1.395(4) . ?
C21 C20 1.381(4) . ?
C21 C22 1.526(4) . ?
C12 C12 1.493(6) 2_655 ?
C12 C13 1.404(4) . ?
C12 C11 1.392(5) . ?
C6 C5 1.379(5) . ?
C6 C2 1.383(4) . ?
C17 C18 1.386(5) . ?
C18 C19 1.391(5) . ?
C19 C20 1.396(4) . ?
C19 C23 1.508(5) . ?
C10 C11 1.382(5) . ?
C4 C5 1.382(5) . ?
C0AA C2 1.390(5) . ?
C13 C14 1.386(5) . ?
C8 C9 1.356(5) . ?

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
O4 Mn1 O1 93.66(9) . 1_545 ?
O4 Mn1 O2W 93.12(11) . . ?
O4 Mn1 N8 92.87(10) . . ?
O4 Mn1 O1W 174.36(12) . . ?
O2 Mn1 O4 87.16(9) 2_666 . ?
O2 Mn1 O1 107.93(11) 2_666 1_545 ?
O2 Mn1 O2W 82.36(13) 2_666 . ?
O2 Mn1 N8 161.82(11) 2_666 . ?
O2 Mn1 O1W 87.22(11) 2_666 . ?
O1 Mn1 O2W 167.94(11) 1_545 . ?
O1 Mn1 N8 90.22(11) 1_545 . ?
O1 Mn1 O1W 87.70(10) 1_545 . ?
N8 Mn1 O2W 79.49(13) . . ?
N8 Mn1 O1W 92.59(12) . . ?
O1W Mn1 O2W 86.52(12) . . ?
C22 O4 Mn1 129.3(2) . . ?
C23 O2 Mn1 135.2(3) . 2_666 ?
C23 O1 Mn1 133.1(2) . 1_565 ?
C7 N4 C6 128.2(3) . . ?
C7 N4 C8 105.7(3) . . ?
C8 N4 C6 126.1(3) . . ?
C7 N8 Mn1 131.2(3) . . ?
C7 N8 C9 104.8(3) . . ?
C9 N8 Mn1 122.7(2) . . ?
C4 C3 C3 121.2(4) . 2_745 ?
C0AA C3 C3 122.6(4) . 2_745 ?
C0AA C3 C4 116.2(3) . . ?
C10 C15 C16 122.1(3) . . ?
C14 C15 C16 121.2(3) . . ?
C14 C15 C10 116.7(3) . . ?
C21 C16 C15 123.2(3) . . ?
C17 C16 C15 119.1(3) . . ?
C17 C16 C21 117.7(3) . . ?
N8 C7 N4 112.8(3) . . ?
C16 C21 C22 124.1(3) . . ?
C20 C21 C16 120.4(3) . . ?
C20 C21 C22 115.3(3) . . ?
C13 C12 C12 121.1(4) . 2_655 ?
C11 C12 C12 123.1(4) . 2_655 ?
C11 C12 C13 115.8(3) . . ?
C5 C6 N4 119.9(3) . . ?
C5 C6 C2 119.8(4) . . ?
C2 C6 N4 120.3(3) . . ?
C18 C17 C16 121.7(3) . . ?
C17 C18 C19 120.5(3) . . ?
C18 C19 C20 117.9(3) . . ?
C18 C19 C23 122.3(3) . . ?
C20 C19 C23 119.8(3) . . ?
C11 C10 C15 120.6(4) . . ?
C21 C20 C19 121.7(3) . . ?
O4 C22 C21 115.7(3) . . ?
O3 C22 O4 127.0(3) . . ?
O3 C22 C21 117.3(3) . . ?
C5 C4 C3 122.0(4) . . ?
O2 C23 C19 115.5(3) . . ?
O1 C23 O2 125.2(4) . . ?
O1 C23 C19 119.3(4) . . ?
C2 C0AA C3 122.6(3) . . ?
C14 C13 C12 121.5(4) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C2 C0AA 119.2(4) . . ?
C10 C11 C12 123.2(3) . . ?
C13 C14 C15 122.2(4) . . ?
C9 C8 N4 106.7(4) . . ?
C8 C9 N8 110.1(3) . . ?

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

data_hf24
_audit_block_doi                 10.5517/cc142hk8
_database_code_depnum_ccdc_archive 'CCDC 1045089'
_audit_update_record             
;
2015-01-23 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;
_audit_creation_date             2015-01-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         
'0.25(C40 H36 Mn2 N4 O16), 0.25(C40 H40 Mn2 N4 O16)'
_chemical_formula_sum            'C20 H19 Mn N2 O8'
_chemical_formula_weight         470.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.3524(4)
_cell_length_b                   10.8982(5)
_cell_length_c                   24.6400(14)
_cell_angle_alpha                90.393(4)
_cell_angle_beta                 90.391(4)
_cell_angle_gamma                98.794(4)
_cell_volume                     1951.05(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4275
_cell_measurement_temperature    298.2(5)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2.91
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            canary
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            15002
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.91
_diffrn_ambient_temperature      298.2(5)
_diffrn_detector_area_resol_mean 16.0450
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -12.00   90.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251   77.0000  -90.0000 102

#__ type_ start__ end____ width___ exp.time_
  2 omega   37.00   63.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251 -178.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega   -9.00   49.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8251  -77.0000   90.0000 58

#__ type_ start__ end____ width___ exp.time_
  4 omega  -91.00  -56.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.9813  -38.0000 -150.0000 35

#__ type_ start__ end____ width___ exp.time_
  5 omega  -18.00    8.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.9813  -38.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega  -21.00   67.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       18.9813  -19.0000   90.0000 88

#__ type_ start__ end____ width___ exp.time_
  7 omega   -2.00   64.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       18.9813   57.0000   60.0000 66

#__ type_ start__ end____ width___ exp.time_
  8 omega  -87.00  -50.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.1376  142.0000   64.0000 37

#__ type_ start__ end____ width___ exp.time_
  9 omega  -28.00   11.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.1376  -77.0000  -90.0000 39
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0494328000
_diffrn_orient_matrix_UB_12      0.0155045000
_diffrn_orient_matrix_UB_13      0.0230355000
_diffrn_orient_matrix_UB_21      0.0627526000
_diffrn_orient_matrix_UB_22      -0.0248594000
_diffrn_orient_matrix_UB_23      0.0172056000
_diffrn_orient_matrix_UB_31      0.0561108000
_diffrn_orient_matrix_UB_32      0.0589859000
_diffrn_orient_matrix_UB_33      0.0014528000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71000
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3376
_reflns_number_total             6830
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         6830
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.0635
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.102
_refine_ls_shift/su_mean         0.012
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0250P)²+14.2830P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1597
_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 > 2sigma(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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O3W(H3WA,H3WB), O7W(H7WA,H7WB), O8W(H8WA,H8WB), O4W(H4WA,H4WB), O6W(H6WA,
 H6WB), O2W(H2WA,H2WB), O5W(H5WA,H5WB), O1W(H1WA,H1WB)
2.b Aromatic/amide H refined with riding coordinates:
 C28(H28), C19(H19), C9(H9), C1(H1), C5(H5), C38(H38), C26(H26), C32(H32),
 C29(H29), C15(H15), C4(H4), C6(H6), C37(H37), C11(H11), C12(H12), C8(H8),
 C18(H18), C24(H24), C25(H25), C31(H31), C35(H35), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Mn2 Mn 0.10003(12) 0.66090(8) 0.20575(4) 0.0165(2) Uani 1 d . . .
Mn1 Mn 0.39844(12) 0.34099(8) 0.29416(4) 0.0160(2) Uani 1 d . . .
O1 O -0.3657(6) -0.1514(4) 0.1811(2) 0.0389(13) Uani 1 d . . .
O3W O 0.3808(6) 0.6551(5) 0.2085(2) 0.0370(12) Uani 1 d . . .
H3WA H 0.4080 0.6127 0.2362 0.056 Uiso 1 d . . GR
H3WB H 0.4413 0.7295 0.2113 0.056 Uiso 1 d . . GR
O8 O 0.8674(6) 1.1503(4) 0.3189(2) 0.0386(13) Uani 1 d . . .
O3 O -0.2420(6) 0.4464(4) 0.1603(2) 0.0382(13) Uani 1 d . . .
O4 O 0.0558(6) 0.4698(4) 0.1860(2) 0.0331(12) Uani 1 d . . .
N2 N 0.2597(8) 0.1714(5) 0.4447(2) 0.0312(14) Uani 1 d . . .
O7W O 0.3361(7) 0.1568(4) 0.2708(2) 0.0456(15) Uani 1 d . . .
H7WA H 0.2413 0.1229 0.2877 0.068 Uiso 1 d . . GR
H7WB H 0.4266 0.1199 0.2785 0.068 Uiso 1 d . . GR
C28 C 0.1406(10) 0.4176(7) 0.0638(3) 0.0366(18) Uani 1 d . . .
H28 H 0.0239 0.4382 0.0691 0.044 Uiso 1 calc . . R
O8W O 0.6773(6) 0.3362(4) 0.2884(2) 0.0328(12) Uani 1 d . . .
H8WA H 0.7058 0.2675 0.3021 0.049 Uiso 1 d . . GR
H8WB H 0.7407 0.3986 0.3061 0.049 Uiso 1 d . . GR
O2 O -0.5190(8) -0.0003(5) 0.2039(3) 0.061(2) Uani 1 d . . .
O5 O 0.4466(6) 0.5326(4) 0.31435(18) 0.0263(11) Uani 1 d . . .
O6 O 0.7402(6) 0.5539(4) 0.3395(2) 0.0345(12) Uani 1 d . . .
O4W O 0.0860(7) 0.6095(5) 0.2890(2) 0.0433(14) Uani 1 d . . .
H4WA H 0.0399 0.6639 0.3079 0.065 Uiso 1 d . . GR
H4WB H 0.1949 0.6051 0.3012 0.065 Uiso 1 d . . GR
O7 O 1.0223(8) 0.9994(5) 0.2964(3) 0.061(2) Uani 1 d . . .
O6W O 0.4110(7) 0.3921(5) 0.2111(2) 0.0403(13) Uani 1 d . . .
H6WA H 0.3595 0.3309 0.1914 0.060 Uiso 1 d . . GR
H6WB H 0.5237 0.4112 0.2014 0.060 Uiso 1 d . . GR
C17 C 0.7202(10) 0.9443(6) 0.3317(3) 0.0310(17) Uani 1 d . . .
O2W O 0.1632(7) 0.8486(4) 0.2285(2) 0.0458(15) Uani 1 d . . .
H2WA H 0.0859 0.8656 0.2519 0.069 Uiso 1 d . . GR
H2WB H 0.1576 0.8938 0.2007 0.069 Uiso 1 d . . GR
N4 N 0.2409(9) 0.8324(6) 0.0553(2) 0.0404(16) Uani 1 d . . .
C30 C 0.4397(10) 0.4640(7) 0.0195(3) 0.0316(17) Uani 1 d . . .
O5W O 0.1156(6) 0.3462(4) 0.2897(2) 0.0365(13) Uani 1 d . . .
H5WA H 0.0881 0.4030 0.3108 0.055 Uiso 1 d . . GR
H5WB H 0.0578 0.2762 0.2997 0.055 Uiso 1 d . . GR
C22 C 0.3724(11) 0.9163(7) 0.0261(3) 0.0358(18) Uani 1 d . . .
N3 N 0.1145(9) 0.7166(6) 0.1232(3) 0.0406(16) Uani 1 d . . .
N1 N 0.3825(8) 0.2836(5) 0.3766(2) 0.0303(14) Uani 1 d . . .
O1W O -0.1815(7) 0.6689(4) 0.2099(2) 0.0370(13) Uani 1 d . . .
H1WA H -0.2141 0.6808 0.2433 0.055 Uiso 1 d . . GR
H1WB H -0.2446 0.5994 0.1982 0.055 Uiso 1 d . . GR
C7 C 0.3036(10) 0.6862(6) 0.4088(3) 0.0286(16) Uani 1 d . . .
C19 C 0.4381(10) 0.8964(7) 0.3806(3) 0.0365(18) Uani 1 d . . .
H19 H 0.3424 0.9233 0.3996 0.044 Uiso 1 calc . . R
C9 C 0.0086(10) 0.6347(8) 0.4515(3) 0.041(2) Uani 1 d . . .
H9 H -0.1111 0.6510 0.4557 0.050 Uiso 1 calc . . R
C1 C 0.1827(11) 0.0087(8) 0.5129(3) 0.046(2) Uani 1 d . . .
H1 H 0.3069 0.0144 0.5217 0.056 Uiso 1 calc . . R
C10 C 0.0645(9) 0.5386(6) 0.4804(3) 0.0266(16) Uani 1 d . . .
C5 C 0.5123(11) 0.2907(7) 0.4190(3) 0.0395(19) Uani 1 d . . .
H5 H 0.6299 0.3365 0.4190 0.047 Uiso 1 calc . . R
C38 C 0.0651(9) 0.1064(6) 0.1201(3) 0.0314(17) Uani 1 d . . .
H38 H 0.1637 0.0786 0.1029 0.038 Uiso 1 calc . . R
C26 C 0.0621(11) 0.7784(7) 0.0392(3) 0.0410(19) Uani 1 d . . .
H26 H 0.0041 0.7873 0.0061 0.049 Uiso 1 calc . . R
C23 C 0.5571(12) 0.9258(9) 0.0399(4) 0.059(3) Uani 1 d . . .
C32 C 0.3702(10) 0.2929(7) 0.0830(3) 0.0399(19) Uani 1 d . . .
H32 H 0.4087 0.2268 0.1012 0.048 Uiso 1 calc . . R
C36 C -0.2227(9) 0.0573(6) 0.1674(3) 0.0249(15) Uani 1 d . . .
C29 C 0.2608(10) 0.4877(7) 0.0285(3) 0.0372(18) Uani 1 d . . .
H29 H 0.2205 0.5529 0.0102 0.045 Uiso 1 calc . . R
C20 C 0.4425(9) 0.7708(6) 0.3766(3) 0.0265(15) Uani 1 d . . .
C15 C 0.7246(9) 0.8182(6) 0.3268(3) 0.0268(15) Uani 1 d . . .
H15 H 0.8239 0.7916 0.3096 0.032 Uiso 1 calc . . R
C13 C 0.5923(8) 0.5972(6) 0.3333(3) 0.0212(14) Uani 1 d . . .
C4 C 0.4347(10) 0.2178(7) 0.4603(3) 0.0401(19) Uani 1 d . . .
H4 H 0.4910 0.2028 0.4930 0.048 Uiso 1 calc . . R
C34 C -0.0860(9) 0.2724(6) 0.1527(3) 0.0265(15) Uani 1 d . . .
C6 C 0.2379(10) 0.2106(6) 0.3943(3) 0.0337(17) Uani 1 d . . .
H6 H 0.1309 0.1884 0.3739 0.040 Uiso 1 calc . . R
C39 C 0.0589(9) 0.2332(6) 0.1232(3) 0.0268(16) Uani 1 d . . .
C37 C -0.0737(9) 0.0203(6) 0.1421(3) 0.0338(18) Uani 1 d . . .
H37 H -0.0656 -0.0639 0.1397 0.041 Uiso 1 calc . . R
C14 C 0.5853(9) 0.7303(5) 0.3470(3) 0.0249(15) Uani 1 d . . .
C11 C 0.2405(9) 0.5125(6) 0.4708(3) 0.0320(17) Uani 1 d . . .
H11 H 0.2795 0.4451 0.4878 0.038 Uiso 1 calc . . R
C12 C 0.3584(9) 0.5848(6) 0.4365(3) 0.0300(17) Uani 1 d . . .
H12 H 0.4765 0.5664 0.4314 0.036 Uiso 1 calc . . R
C27 C 0.1909(9) 0.3189(6) 0.0909(3) 0.0268(16) Uani 1 d . . .
C8 C 0.1244(9) 0.7071(6) 0.4167(3) 0.0334(17) Uani 1 d . . .
H8 H 0.0815 0.7711 0.3981 0.040 Uiso 1 calc . . R
C18 C 0.5714(10) 0.9845(6) 0.3574(3) 0.0330(18) Uani 1 d . . .
H18 H 0.5615 1.0685 0.3591 0.040 Uiso 1 calc . . R
C16 C 0.8823(10) 1.0407(6) 0.3130(3) 0.0321(17) Uani 1 d . . .
C24 C 0.2680(12) 0.7882(8) 0.1059(3) 0.046(2) Uani 1 d . . .
H24 H 0.3772 0.8052 0.1257 0.055 Uiso 1 calc . . R
C25 C -0.0058(11) 0.7119(7) 0.0816(3) 0.0362(18) Uani 1 d . . .
H25 H -0.1240 0.6669 0.0824 0.043 Uiso 1 calc . . R
C33 C -0.0942(10) 0.4083(6) 0.1667(3) 0.0275(16) Uani 1 d . . .
C31 C 0.4909(10) 0.3646(6) 0.0484(3) 0.0378(19) Uani 1 d . . .
H31 H 0.6093 0.3458 0.0444 0.045 Uiso 1 calc . . R
C35 C -0.2265(9) 0.1842(6) 0.1732(3) 0.0290(16) Uani 1 d . . .
H35 H -0.3247 0.2108 0.1910 0.035 Uiso 1 calc . . R
C3 C 0.1280(11) 0.0849(7) 0.4732(3) 0.0360(18) Uani 1 d . . .
C40 C -0.3778(9) -0.0344(6) 0.1869(3) 0.0274(16) Uani 1 d . . .
C2 C -0.0548(12) 0.0763(8) 0.4602(3) 0.049(2) Uani 1 d . . .
H2 H -0.0932 0.1270 0.4336 0.058 Uiso 1 calc . . R
C21 C 0.3120(13) 0.9878(10) -0.0134(4) 0.059(3) Uani 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn2 O3W 2.076(5) . ?
Mn2 O4 2.111(4) . ?
Mn2 O4W 2.129(5) . ?
Mn2 O2W 2.098(5) . ?
Mn2 N3 2.126(6) . ?
Mn2 O1W 2.088(5) . ?
Mn1 O7W 2.066(5) . ?
Mn1 O8W 2.065(4) . ?
Mn1 O5 2.119(4) . ?
Mn1 O6W 2.125(5) . ?
Mn1 O5W 2.091(5) . ?
Mn1 N1 2.128(6) . ?
O1 C40 1.298(7) . ?
O8 C16 1.223(8) . ?
O3 C33 1.231(8) . ?
O4 C33 1.286(8) . ?
N2 C4 1.360(9) . ?
N2 C6 1.331(9) . ?
N2 C3 1.436(9) . ?
C28 C29 1.391(10) . ?
C28 C27 1.367(10) . ?
O2 C40 1.230(8) . ?
O5 C13 1.272(7) . ?
O6 C13 1.258(8) . ?
O7 C16 1.255(8) . ?
C17 C15 1.383(9) . ?
C17 C18 1.394(9) . ?
C17 C16 1.539(9) . ?
N4 C22 1.427(9) . ?
N4 C26 1.409(10) . ?
N4 C24 1.365(9) . ?
C30 C30 1.462(13) 2_665 ?
C30 C29 1.398(10) . ?
C30 C31 1.398(10) . ?
C22 C23 1.386(12) . ?
C22 C21 1.365(12) . ?
N3 C24 1.344(9) . ?
N3 C25 1.344(10) . ?
N1 C5 1.404(9) . ?
N1 C6 1.307(8) . ?
C7 C20 1.503(9) . ?
C7 C12 1.411(10) . ?
C7 C8 1.386(9) . ?
C19 C20 1.376(9) . ?
C19 C18 1.392(9) . ?
C9 C10 1.383(11) . ?
C9 C8 1.377(10) . ?
C1 C3 1.384(10) . ?
C1 C2 1.390(10) 2_556 ?
C10 C10 1.523(12) 2_566 ?
C10 C11 1.388(9) . ?
C5 C4 1.369(10) . ?
C38 C39 1.392(9) . ?
C38 C37 1.392(9) . ?
C26 C25 1.332(10) . ?
C23 C21 1.406(11) 2_675 ?
C32 C27 1.404(9) . ?
C32 C31 1.390(9) . ?
C36 C37 1.376(9) . ?
C36 C35 1.393(9) . ?
C36 C40 1.482(8) . ?
C20 C14 1.406(9) . ?
C15 C14 1.388(8) . ?
C13 C14 1.496(8) . ?
C34 C39 1.411(8) . ?
C34 C33 1.529(9) . ?
C34 C35 1.399(9) . ?
C39 C27 1.480(9) . ?
C11 C12 1.377(9) . ?
C3 C2 1.369(11) . ?
C2 C1 1.390(10) 2_556 ?
C21 C23 1.406(11) 2_675 ?

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
O3W Mn2 O4 88.83(19) . . ?
O3W Mn2 O4W 88.6(2) . . ?
O3W Mn2 O2W 87.1(2) . . ?
O3W Mn2 N3 91.6(2) . . ?
O3W Mn2 O1W 175.3(2) . . ?
O4 Mn2 O4W 87.8(2) . . ?
O4 Mn2 N3 93.5(2) . . ?
O2W Mn2 O4 175.5(2) . . ?
O2W Mn2 O4W 90.1(2) . . ?
O2W Mn2 N3 88.6(2) . . ?
N3 Mn2 O4W 178.7(2) . . ?
O1W Mn2 O4 92.83(19) . . ?
O1W Mn2 O4W 87.1(2) . . ?
O1W Mn2 O2W 91.0(2) . . ?
O1W Mn2 N3 92.7(2) . . ?
O7W Mn1 O5 175.8(2) . . ?
O7W Mn1 O6W 89.3(2) . . ?
O7W Mn1 O5W 86.6(2) . . ?
O7W Mn1 N1 88.8(2) . . ?
O8W Mn1 O7W 91.62(19) . . ?
O8W Mn1 O5 91.45(18) . . ?
O8W Mn1 O6W 85.98(19) . . ?
O8W Mn1 O5W 173.0(2) . . ?
O8W Mn1 N1 94.3(2) . . ?
O5 Mn1 N1 93.77(19) . . ?
O6W Mn1 O5 88.11(19) . . ?
O6W Mn1 N1 178.1(2) . . ?
O5W Mn1 O5 90.04(18) . . ?
O5W Mn1 O6W 87.28(19) . . ?
O5W Mn1 N1 92.4(2) . . ?
C33 O4 Mn2 125.8(4) . . ?
C4 N2 C3 127.7(6) . . ?
C6 N2 C4 106.9(6) . . ?
C6 N2 C3 125.0(6) . . ?
C27 C28 C29 121.3(7) . . ?
C13 O5 Mn1 128.8(4) . . ?
C15 C17 C16 121.3(6) . . ?
C18 C17 C15 119.2(6) . . ?
C18 C17 C16 119.3(6) . . ?
C26 N4 C22 128.7(6) . . ?
C24 N4 C22 125.1(7) . . ?
C24 N4 C26 106.2(6) . . ?
C29 C30 C30 121.4(9) . 2_665 ?
C31 C30 C30 123.0(8) . 2_665 ?
C31 C30 C29 115.6(6) . . ?
C23 C22 N4 119.1(7) . . ?
C21 C22 N4 119.0(8) . . ?
C21 C22 C23 121.9(7) . . ?
C24 N3 Mn2 118.6(5) . . ?
C24 N3 C25 105.4(7) . . ?
C25 N3 Mn2 135.4(5) . . ?
C5 N1 Mn1 133.2(5) . . ?
C6 N1 Mn1 120.7(5) . . ?
C6 N1 C5 105.2(6) . . ?
C12 C7 C20 119.6(6) . . ?
C8 C7 C20 123.5(6) . . ?
C8 C7 C12 116.8(6) . . ?
C20 C19 C18 122.5(6) . . ?
C8 C9 C10 122.1(7) . . ?
C3 C1 C2 121.0(8) . 2_556 ?
C9 C10 C10 121.2(8) . 2_566 ?
C11 C10 C9 117.3(6) . . ?
C11 C10 C10 121.4(8) . 2_566 ?
C4 C5 N1 107.7(7) . . ?
C37 C38 C39 121.2(6) . . ?
C25 C26 N4 105.1(7) . . ?
C22 C23 C21 120.0(8) . 2_675 ?
C31 C32 C27 121.0(7) . . ?
C37 C36 C40 121.3(6) . . ?
C35 C36 C37 118.2(6) . . ?
C35 C36 C40 120.5(6) . . ?
C28 C29 C30 122.6(7) . . ?
C19 C20 C7 117.2(6) . . ?
C19 C20 C14 118.6(6) . . ?
C14 C20 C7 123.9(6) . . ?
C14 C15 C17 121.9(6) . . ?
O5 C13 C14 117.7(5) . . ?
O6 C13 O5 122.5(6) . . ?
O6 C13 C14 119.8(5) . . ?
N2 C4 C5 107.2(7) . . ?
C39 C34 C33 123.4(6) . . ?
C35 C34 C39 119.8(6) . . ?
C35 C34 C33 116.8(5) . . ?
N1 C6 N2 112.9(7) . . ?
C38 C39 C34 117.9(6) . . ?
C38 C39 C27 118.8(6) . . ?
C34 C39 C27 123.0(6) . . ?
C38 C37 C36 121.3(6) . . ?
C20 C14 C13 123.9(5) . . ?
C15 C14 C20 118.9(6) . . ?
C15 C14 C13 117.2(6) . . ?
C12 C11 C10 121.1(7) . . ?
C11 C12 C7 121.4(6) . . ?
C28 C27 C32 117.6(6) . . ?
C28 C27 C39 122.4(6) . . ?
C32 C27 C39 119.8(6) . . ?
C9 C8 C7 121.2(7) . . ?
C17 C18 C19 118.6(6) . . ?
O8 C16 O7 126.0(6) . . ?
O8 C16 C17 117.1(6) . . ?
O7 C16 C17 116.7(6) . . ?
N3 C24 N4 110.4(7) . . ?
C26 C25 N3 112.8(7) . . ?
O3 C33 O4 126.9(6) . . ?
O3 C33 C34 117.8(6) . . ?
O4 C33 C34 115.2(6) . . ?
C30 C31 C32 122.0(7) . . ?
C36 C35 C34 121.5(6) . . ?
C1 C3 N2 121.3(7) . . ?
C2 C3 N2 119.2(7) . . ?
C2 C3 C1 119.5(7) . . ?
O1 C40 C36 117.8(6) . . ?
O2 C40 O1 121.3(6) . . ?
O2 C40 C36 120.6(6) . . ?
C3 C2 C1 119.5(8) . 2_556 ?
C22 C21 C23 118.1(9) . 2_675 ?

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

data_f35
_audit_block_doi                 10.5517/cc142j6y
_database_code_depnum_ccdc_archive 'CCDC 1045109'
_audit_update_record             
;
2015-01-23 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;
_audit_creation_date             2015-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C34 H27 Co N4 O5'
_chemical_formula_sum            'C34 H27 Co N4 O5'
_chemical_formula_weight         630.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N CO'
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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.8337(12)
_cell_length_b                   10.0529(7)
_cell_length_c                   15.735(3)
_cell_angle_alpha                98.507(10)
_cell_angle_beta                 106.136(13)
_cell_angle_gamma                97.295(8)
_cell_volume                     1454.4(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2007
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.372
_cell_measurement_theta_min      3.279
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.910
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_av_unetI/netI     0.1721
_diffrn_reflns_Laue_measured_fraction_full 0.900
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10765
_diffrn_reflns_point_group_measured_fraction_full 0.900
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.279
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.900
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -40.00   33.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       19.7963  -77.0000   30.0000 73

#__ type_ start__ end____ width___ exp.time_
  2 omega    6.00   89.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       19.7963   57.0000  120.0000 83

#__ type_ start__ end____ width___ exp.time_
  3 omega  -49.00   41.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       19.7963  -57.0000 -150.0000 90

#__ type_ start__ end____ width___ exp.time_
  4 omega   13.00   39.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       19.7963   57.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega   35.00   62.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       19.7963  -99.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega  -49.00   41.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       19.7963  -57.0000  -30.0000 90

#__ type_ start__ end____ width___ exp.time_
  7 omega  -57.00  -32.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.9526  113.0000  179.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega  -15.00   12.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.9526  -77.0000   90.0000 27

#__ type_ start__ end____ width___ exp.time_
  9 omega  -88.00  -62.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -19.9526  -77.0000   90.0000 26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0628252000
_diffrn_orient_matrix_UB_12      -0.0098277000
_diffrn_orient_matrix_UB_13      0.0320767000
_diffrn_orient_matrix_UB_21      0.0336432000
_diffrn_orient_matrix_UB_22      -0.0101107000
_diffrn_orient_matrix_UB_23      -0.0343279000
_diffrn_orient_matrix_UB_31      0.0272291000
_diffrn_orient_matrix_UB_32      0.0711010000
_diffrn_orient_matrix_UB_33      0.0089278000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2721
_reflns_number_total             5414
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.053
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         5414
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1731
_refine_ls_R_factor_gt           0.0952
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0647P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.2183
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O14(H14A,H14B)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C42(H42), C41(H41), C40(H40), C39(H39), C35(H35), C1(H1), C2(H2), C3(H3),
 C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C22(H22), C23(H23), C43(H43)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co -0.26339(9) 0.21204(9) -0.58546(6) 0.0371(3) Uani 1 1 d . . . . .
O7 O -0.1059(4) 0.1904(4) -0.6458(3) 0.0406(11) Uani 1 1 d . . . . .
C42 C 0.6432(10) 0.7841(8) 0.4074(5) 0.066(2) Uani 1 1 d . . . . .
H42 H 0.6188 0.7077 0.4306 0.079 Uiso 1 1 calc R . . . .
O0AA O -0.4355(5) 0.1959(5) -0.7069(3) 0.0512(13) Uani 1 1 d . . . . .
O8 O 0.0124(6) 0.3977(5) -0.6316(5) 0.081(2) Uani 1 1 d . . . . .
C34 C -0.9228(6) 0.2153(6) -0.7146(4) 0.0311(13) Uani 1 1 d . . . . .
C33 C -0.9782(6) 0.1370(6) -0.8020(4) 0.0310(14) Uani 1 1 d . . . . .
C41 C -1.1839(6) -0.0312(6) -0.9138(4) 0.0365(15) Uani 1 1 d . . . . .
H41 H -1.1207 -0.0925 -0.9143 0.044 Uiso 1 1 calc R . . . .
C40 C -1.3242(6) -0.0684(7) -0.9701(5) 0.0416(16) Uani 1 1 d . . . . .
H40 H -1.3525 -0.1530 -1.0088 0.050 Uiso 1 1 calc R . . . .
N1 N -0.1812(6) 0.2169(5) -0.4495(4) 0.0438(14) Uani 1 1 d . . . . .
N2 N 0.6956(6) 0.7819(6) 0.3357(4) 0.0501(15) Uani 1 1 d . . . . .
N3 N 0.6916(6) 0.9956(5) 0.3934(4) 0.0432(14) Uani 1 1 d . . . . .
C37 C -0.5229(7) 0.2115(6) -0.6628(5) 0.0379(15) Uani 1 1 d . . . . .
C36 C -0.6810(6) 0.1890(6) -0.7118(4) 0.0337(14) Uani 1 1 d . . . . .
C39 C -1.3752(7) 0.1425(6) -0.9068(4) 0.0415(16) Uani 1 1 d . . . . .
H39 H -1.4400 0.2003 -0.9007 0.050 Uiso 1 1 calc R . . . .
C35 C -0.7756(6) 0.2392(6) -0.6717(4) 0.0349(14) Uani 1 1 d . . . . .
H35 H -0.7400 0.2913 -0.6137 0.042 Uiso 1 1 calc R . . . .
N8 N -0.1864(6) 0.2285(6) -0.3097(4) 0.0458(14) Uani 1 1 d . . . . .
C32 C -1.1352(7) 0.0961(6) -0.8563(4) 0.0348(14) Uani 1 1 d . . . . .
C38 C -1.4256(6) 0.0207(6) -0.9699(4) 0.0336(14) Uani 1 1 d . . . . .
C44 C -0.0159(7) 0.2733(6) -0.6611(4) 0.0351(14) Uani 1 1 d . . . . .
C1 C -0.8809(6) 0.0880(6) -0.8442(4) 0.0336(14) Uani 1 1 d . . . . .
H1 H -0.9152 0.0375 -0.9027 0.040 Uiso 1 1 calc R . . . .
C2 C 0.0730(8) 0.3439(7) 0.0020(5) 0.0497(18) Uani 1 1 d . . . . .
H2 H 0.0858 0.3158 0.0570 0.060 Uiso 1 1 calc R . . . .
C3 C -0.7336(6) 0.1140(6) -0.7996(4) 0.0341(14) Uani 1 1 d . . . . .
H3 H -0.6705 0.0813 -0.8284 0.041 Uiso 1 1 calc R . . . .
C4 C -0.0998(7) 0.1270(7) -0.4083(5) 0.0473(17) Uani 1 1 d . . . . .
H4 H -0.0504 0.0699 -0.4357 0.057 Uiso 1 1 calc R . . . .
C5 C 0.7262(8) 0.9159(6) 0.3331(5) 0.0450(17) Uani 1 1 d . . . . .
H5 H 0.7681 0.9478 0.2920 0.054 Uiso 1 1 calc R . . . .
C6 C 0.7126(9) 0.6681(7) 0.2781(6) 0.061(2) Uani 1 1 d . . . . .
H6A H 0.7436 0.6000 0.3134 0.073 Uiso 1 1 calc R . . . .
H6B H 0.7878 0.6964 0.2523 0.073 Uiso 1 1 calc R . . . .
C7 C 0.3194(8) 0.4926(7) 0.0638(5) 0.0468(17) Uani 1 1 d . . . . .
C8 C 0.5770(8) 0.6034(6) 0.2024(5) 0.0498(19) Uani 1 1 d . . . . .
C10 C 0.3987(8) 0.6162(7) 0.0665(5) 0.0518(19) Uani 1 1 d . . . . .
H10 H 0.3666 0.6639 0.0206 0.062 Uiso 1 1 calc R . . . .
C11 C -0.2180(9) 0.2743(10) -0.2244(5) 0.067(2) Uani 1 1 d . . . . .
H11A H -0.2694 0.1977 -0.2083 0.081 Uiso 1 1 calc R . . . .
H11B H -0.2782 0.3436 -0.2320 0.081 Uiso 1 1 calc R . . . .
C12 C -1.2349(6) 0.1815(6) -0.8534(4) 0.0361(15) Uani 1 1 d . . . . .
H12 H -1.2063 0.2662 -0.8147 0.043 Uiso 1 1 calc R . . . .
C13 C -0.1037(8) 0.1355(7) -0.3234(5) 0.0528(19) Uani 1 1 d . . . . .
H13 H -0.0579 0.0865 -0.2817 0.063 Uiso 1 1 calc R . . . .
C14 C -0.0523(9) 0.2950(7) -0.0656(5) 0.0490(18) Uani 1 1 d . . . . .
H14 H -0.1241 0.2349 -0.0560 0.059 Uiso 1 1 calc R . . . .
C15 C -0.0736(9) 0.3340(7) -0.1480(5) 0.0480(18) Uani 1 1 d . . . . .
C16 C 0.1624(9) 0.4702(8) -0.0928(5) 0.057(2) Uani 1 1 d . . . . .
H16 H 0.2346 0.5280 -0.1038 0.069 Uiso 1 1 calc R . . . .
C17 C 0.3760(8) 0.4228(6) 0.1321(5) 0.0490(18) Uani 1 1 d . . . . .
H17 H 0.3274 0.3371 0.1318 0.059 Uiso 1 1 calc R . . . .
C18 C -0.2297(8) 0.2761(7) -0.3859(5) 0.0492(18) Uani 1 1 d . . . . .
H18 H -0.2870 0.3429 -0.3933 0.059 Uiso 1 1 calc R . . . .
C19 C 0.5243(9) 0.6727(7) 0.1346(6) 0.062(2) Uani 1 1 d . . . . .
H19 H 0.5736 0.7581 0.1348 0.075 Uiso 1 1 calc R . . . .
C20 C 0.1827(8) 0.4353(7) -0.0098(5) 0.0469(18) Uani 1 1 d . . . . .
C22 C 0.5002(9) 0.4769(7) 0.1989(6) 0.059(2) Uani 1 1 d . . . . .
H22 H 0.5345 0.4274 0.2434 0.071 Uiso 1 1 calc R . . . .
C23 C 0.0305(9) 0.4176(8) -0.1621(5) 0.059(2) Uani 1 1 d . . . . .
H23 H 0.0168 0.4421 -0.2183 0.071 Uiso 1 1 calc R . . . .
C43 C 0.6324(8) 0.9070(8) 0.4387(6) 0.062(2) Uani 1 1 d . . . . .
H43 H 0.5917 0.9320 0.4841 0.074 Uiso 1 1 calc R . . . .
O14 O -0.2030(5) 0.4349(5) -0.5644(4) 0.0573(13) Uani 1 1 d . . . . .
H14A H -0.1728 0.4725 -0.5060 0.086 Uiso 1 1 d GR . . . .
H14B H -0.2767 0.4731 -0.5903 0.086 Uiso 1 1 d GR . . . .
O4 O -0.4815(4) 0.2422(5) -0.5788(3) 0.0464(12) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O7 2.046(4) . ?
Co1 O0AA 2.141(5) . ?
Co1 N1 2.057(6) . ?
Co1 N3 2.121(5) 1_444 ?
Co1 C37 2.502(7) . ?
Co1 O14 2.194(5) . ?
Co1 O4 2.232(4) . ?
O7 C44 1.236(7) . ?
C42 N2 1.364(9) . ?
C42 C43 1.289(10) . ?
O0AA C37 1.258(7) . ?
O8 C44 1.235(7) . ?
C34 C33 1.400(8) . ?
C34 C35 1.390(8) . ?
C34 C44 1.518(8) 1_455 ?
C33 C32 1.511(8) . ?
C33 C1 1.405(8) . ?
C41 C40 1.386(8) . ?
C41 C32 1.394(8) . ?
C40 C38 1.423(8) . ?
N1 C4 1.394(8) . ?
N1 C18 1.321(8) . ?
N2 C5 1.352(8) . ?
N2 C6 1.409(9) . ?
N3 Co1 2.121(5) 1_666 ?
N3 C5 1.298(8) . ?
N3 C43 1.388(9) . ?
C37 C36 1.502(8) . ?
C37 O4 1.247(7) . ?
C36 C35 1.366(8) . ?
C36 C3 1.392(9) . ?
C39 C38 1.393(8) . ?
C39 C12 1.373(8) . ?
N8 C11 1.480(8) . ?
N8 C13 1.346(8) . ?
N8 C18 1.337(9) . ?
C32 C12 1.389(8) . ?
C38 C38 1.473(11) 2_253 ?
C44 C34 1.518(8) 1_655 ?
C1 C3 1.394(8) . ?
C2 C14 1.361(10) . ?
C2 C20 1.397(10) . ?
C4 C13 1.338(10) . ?
C6 C8 1.512(11) . ?
C7 C10 1.369(10) . ?
C7 C17 1.395(10) . ?
C7 C20 1.490(10) . ?
C8 C19 1.378(11) . ?
C8 C22 1.379(10) . ?
C10 C19 1.380(11) . ?
C11 C15 1.563(11) . ?
C14 C15 1.378(10) . ?
C15 C23 1.330(10) . ?
C16 C20 1.371(10) . ?
C16 C23 1.421(11) . ?
C17 C22 1.357(10) . ?

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 Co1 O0AA 96.46(17) . . ?
O7 Co1 N1 109.5(2) . . ?
O7 Co1 N3 86.98(18) . 1_444 ?
O7 Co1 C37 126.6(2) . . ?
O7 Co1 O14 89.58(17) . . ?
O7 Co1 O4 155.91(19) . . ?
O0AA Co1 C37 30.17(18) . . ?
O0AA Co1 O14 94.8(2) . . ?
O0AA Co1 O4 59.89(17) . . ?
N1 Co1 O0AA 153.40(19) . . ?
N1 Co1 N3 88.9(2) . 1_444 ?
N1 Co1 C37 123.6(2) . . ?
N1 Co1 O14 91.0(2) . . ?
N1 Co1 O4 94.47(19) . . ?
N3 Co1 O0AA 86.9(2) 1_444 . ?
N3 Co1 C37 89.3(2) 1_444 . ?
N3 Co1 O14 176.32(19) 1_444 . ?
N3 Co1 O4 95.54(19) 1_444 . ?
O14 Co1 C37 93.8(2) . . ?
O14 Co1 O4 88.14(17) . . ?
O4 Co1 C37 29.86(17) . . ?
C44 O7 Co1 133.0(4) . . ?
C43 C42 N2 110.5(7) . . ?
C37 O0AA Co1 91.0(4) . . ?
C33 C34 C44 123.5(5) . 1_455 ?
C35 C34 C33 119.6(5) . . ?
C35 C34 C44 116.8(5) . 1_455 ?
C34 C33 C32 126.4(5) . . ?
C34 C33 C1 118.1(5) . . ?
C1 C33 C32 115.5(5) . . ?
C40 C41 C32 121.6(5) . . ?
C41 C40 C38 121.2(6) . . ?
C4 N1 Co1 127.3(4) . . ?
C18 N1 Co1 125.8(5) . . ?
C18 N1 C4 104.0(6) . . ?
C42 N2 C6 128.6(6) . . ?
C5 N2 C42 102.8(6) . . ?
C5 N2 C6 128.5(6) . . ?
C5 N3 Co1 123.7(5) . 1_666 ?
C5 N3 C43 104.2(6) . . ?
C43 N3 Co1 132.0(5) . 1_666 ?
O0AA C37 Co1 58.8(3) . . ?
O0AA C37 C36 119.4(6) . . ?
C36 C37 Co1 171.7(4) . . ?
O4 C37 Co1 63.0(3) . . ?
O4 C37 O0AA 121.4(6) . . ?
O4 C37 C36 119.1(5) . . ?
C35 C36 C37 121.4(6) . . ?
C35 C36 C3 118.9(6) . . ?
C3 C36 C37 119.7(5) . . ?
C12 C39 C38 123.4(6) . . ?
C36 C35 C34 122.4(6) . . ?
C13 N8 C11 126.2(6) . . ?
C18 N8 C11 126.3(6) . . ?
C18 N8 C13 107.4(5) . . ?
C41 C32 C33 119.7(5) . . ?
C12 C32 C33 122.8(5) . . ?
C12 C32 C41 117.5(6) . . ?
C40 C38 C38 120.4(7) . 2_253 ?
C39 C38 C40 115.3(5) . . ?
C39 C38 C38 124.2(7) . 2_253 ?
O7 C44 C34 116.9(5) . 1_655 ?
O8 C44 O7 126.0(6) . . ?
O8 C44 C34 116.9(5) . 1_655 ?
C3 C1 C33 121.0(6) . . ?
C14 C2 C20 121.2(7) . . ?
C36 C3 C1 120.0(5) . . ?
C13 C4 N1 109.6(6) . . ?
N3 C5 N2 113.4(6) . . ?
N2 C6 C8 113.5(6) . . ?
C10 C7 C17 116.2(7) . . ?
C10 C7 C20 121.3(7) . . ?
C17 C7 C20 122.5(6) . . ?
C19 C8 C6 119.8(7) . . ?
C19 C8 C22 117.6(8) . . ?
C22 C8 C6 122.6(7) . . ?
C7 C10 C19 122.5(7) . . ?
N8 C11 C15 109.2(6) . . ?
C39 C12 C32 120.8(5) . . ?
C4 C13 N8 107.1(6) . . ?
C2 C14 C15 120.6(7) . . ?
C14 C15 C11 119.2(7) . . ?
C23 C15 C11 121.2(7) . . ?
C23 C15 C14 119.5(8) . . ?
C20 C16 C23 119.7(8) . . ?
C22 C17 C7 121.7(6) . . ?
N1 C18 N8 111.8(6) . . ?
C8 C19 C10 120.3(7) . . ?
C2 C20 C7 122.2(7) . . ?
C16 C20 C2 117.8(8) . . ?
C16 C20 C7 120.0(7) . . ?
C17 C22 C8 121.6(7) . . ?
C15 C23 C16 121.1(8) . . ?
C42 C43 N3 108.7(6) . . ?
C37 O4 Co1 87.1(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
