# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_D614
_database_code_depnum_ccdc_archive 'CCDC 1053796'
_audit_update_record             
;
2015-04-14 deposited with the CCDC.
2015-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H64 Mn2 O5 P2 Se2'
_chemical_formula_weight         966.66

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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 21/n'
_space_group_name_Hall           '-P 2yn'

_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. 
;

loop_
_space_group_symop_operation_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                   11.2150(7)
_cell_length_b                   20.5129(13)
_cell_length_c                   20.3779(12)
_cell_angle_alpha                90
_cell_angle_beta                 105.744(2)
_cell_angle_gamma                90
_cell_volume                     4512.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9885
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.09

_exptl_crystal_description       Thin_Plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_F_000             1992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.453
_exptl_crystal_size_mid          0.292
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.283
_shelx_estimated_absorpt_T_min   0.424
_shelx_estimated_absorpt_T_max   0.875
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4485
_exptl_absorpt_correction_T_max  0.5633
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Microfocusing Source'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            75699
_diffrn_reflns_av_unetI/netI     0.0579
_diffrn_reflns_av_R_equivalents  0.0857
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.077
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10274
_reflns_number_gt                7501
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0281P)²+2.9442P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10274
_refine_ls_number_parameters     484
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0731
_refine_ls_wR_factor_gt          0.0664
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.002
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.21470(4) 0.63939(2) 0.21800(2) 0.01362(9) Uani 1 1 d . . . . .
Mn2 Mn 0.02102(4) 0.70698(2) 0.23142(2) 0.01236(9) Uani 1 1 d . . . . .
Se1 Se 0.07502(2) 0.59892(2) 0.28388(2) 0.01398(7) Uani 1 1 d . . . . .
Se2 Se 0.00965(2) 0.63228(2) 0.13517(2) 0.01459(7) Uani 1 1 d . . . . .
P1 P 0.28078(7) 0.53840(3) 0.19320(3) 0.01677(15) Uani 1 1 d . . . . .
P2 P -0.18408(6) 0.69977(3) 0.23079(3) 0.01540(15) Uani 1 1 d . . . . .
O1 O 0.25963(17) 0.78131(9) 0.25447(10) 0.0209(4) Uani 1 1 d . . . . .
O2 O 0.44547(18) 0.64318(9) 0.32900(9) 0.0232(4) Uani 1 1 d . . . . .
O3 O 0.35544(19) 0.69838(10) 0.13011(10) 0.0276(5) Uani 1 1 d . . . . .
O4 O -0.04364(18) 0.82594(9) 0.14836(9) 0.0227(4) Uani 1 1 d . . . . .
O5 O 0.06171(18) 0.78951(9) 0.35401(9) 0.0250(5) Uani 1 1 d . . . . .
C1 C 0.1461(2) 0.60403(12) 0.38139(12) 0.0145(5) Uani 1 1 d . . . . .
C2 C 0.1118(3) 0.55487(13) 0.41963(13) 0.0183(6) Uani 1 1 d . . . . .
H2 H 0.0570 0.5214 0.3974 0.022 Uiso 1 1 calc R U . . .
C3 C 0.1573(3) 0.55451(14) 0.48998(14) 0.0250(7) Uani 1 1 d . . . . .
H3 H 0.1336 0.5209 0.5159 0.030 Uiso 1 1 calc R U . . .
C4 C 0.2372(3) 0.60309(14) 0.52255(14) 0.0246(7) Uani 1 1 d . . . . .
H4 H 0.2687 0.6028 0.5708 0.030 Uiso 1 1 calc R U . . .
C5 C 0.2713(3) 0.65231(14) 0.48446(13) 0.0217(6) Uani 1 1 d . . . . .
H5 H 0.3259 0.6858 0.5068 0.026 Uiso 1 1 calc R U . . .
C6 C 0.2259(2) 0.65275(13) 0.41399(13) 0.0175(6) Uani 1 1 d . . . . .
H6 H 0.2496 0.6864 0.3881 0.021 Uiso 1 1 calc R U . . .
C7 C 0.0028(3) 0.67635(12) 0.05027(12) 0.0159(6) Uani 1 1 d . . . . .
C8 C -0.0723(3) 0.64646(14) -0.00779(13) 0.0253(7) Uani 1 1 d . . . . .
H8 H -0.1167 0.6080 -0.0033 0.030 Uiso 1 1 calc R U . . .
C9 C -0.0827(3) 0.67230(15) -0.07181(14) 0.0306(7) Uani 1 1 d . . . . .
H9 H -0.1347 0.6518 -0.1110 0.037 Uiso 1 1 calc R U . . .
C10 C -0.0179(3) 0.72753(14) -0.07879(14) 0.0277(7) Uani 1 1 d . . . . .
H10 H -0.0243 0.7450 -0.1228 0.033 Uiso 1 1 calc R U . . .
C11 C 0.0563(3) 0.75752(13) -0.02183(15) 0.0250(7) Uani 1 1 d . . . . .
H11 H 0.1008 0.7958 -0.0268 0.030 Uiso 1 1 calc R U . . .
C12 C 0.0671(3) 0.73228(13) 0.04343(14) 0.0209(6) Uani 1 1 d . . . . .
H12 H 0.1181 0.7534 0.0825 0.025 Uiso 1 1 calc R U . . .
C13 C 0.1978(2) 0.73459(13) 0.24151(13) 0.0164(6) Uani 1 1 d . . . . .
C14 C 0.3524(3) 0.64148(12) 0.28733(13) 0.0163(6) Uani 1 1 d . . . . .
C15 C 0.2967(3) 0.67423(13) 0.16211(14) 0.0198(6) Uani 1 1 d . . . . .
C16 C -0.0185(2) 0.77811(13) 0.17958(13) 0.0155(6) Uani 1 1 d . . . . .
C17 C 0.0452(2) 0.75481(13) 0.30764(13) 0.0168(6) Uani 1 1 d . . . . .
C18 C 0.2590(3) 0.47082(12) 0.24795(13) 0.0195(6) Uani 1 1 d . . . . .
H18A H 0.1709 0.4692 0.2482 0.023 Uiso 1 1 calc R U . . .
H18B H 0.2789 0.4293 0.2286 0.023 Uiso 1 1 calc R U . . .
C19 C 0.3400(3) 0.47733(13) 0.32147(13) 0.0186(6) Uani 1 1 d . . . . .
H19A H 0.4280 0.4728 0.3216 0.022 Uiso 1 1 calc R U . . .
H19B H 0.3291 0.5216 0.3382 0.022 Uiso 1 1 calc R U . . .
C20 C 0.3117(3) 0.42759(13) 0.37072(14) 0.0215(6) Uani 1 1 d . . . . .
H20A H 0.2247 0.4327 0.3722 0.026 Uiso 1 1 calc R U . . .
H20B H 0.3217 0.3830 0.3543 0.026 Uiso 1 1 calc R U . . .
C21 C 0.3976(3) 0.43639(15) 0.44198(14) 0.0301(7) Uani 1 1 d . . . . .
H21A H 0.4834 0.4287 0.4411 0.045 Uiso 1 1 calc R U . . .
H21B H 0.3751 0.4052 0.4731 0.045 Uiso 1 1 calc R U . . .
H21C H 0.3896 0.4809 0.4577 0.045 Uiso 1 1 calc R U . . .
C22 C 0.4476(3) 0.53608(13) 0.20141(14) 0.0202(6) Uani 1 1 d . . . . .
H22A H 0.4663 0.5699 0.1710 0.024 Uiso 1 1 calc R U . . .
H22B H 0.4916 0.5485 0.2487 0.024 Uiso 1 1 calc R U . . .
C23 C 0.5021(3) 0.47135(14) 0.18527(15) 0.0258(7) Uani 1 1 d . . . . .
H23A H 0.4688 0.4353 0.2073 0.031 Uiso 1 1 calc R U . . .
H23B H 0.4757 0.4639 0.1354 0.031 Uiso 1 1 calc R U . . .
C24 C 0.6441(3) 0.47021(15) 0.20980(15) 0.0289(7) Uani 1 1 d . . . . .
H24A H 0.6746 0.4314 0.1905 0.035 Uiso 1 1 calc R U . . .
H24B H 0.6768 0.5093 0.1921 0.035 Uiso 1 1 calc R U . . .
C25 C 0.6939(3) 0.46866(15) 0.28633(16) 0.0336(8) Uani 1 1 d . . . . .
H25A H 0.6671 0.5079 0.3058 0.050 Uiso 1 1 calc R U . . .
H25B H 0.7846 0.4672 0.2986 0.050 Uiso 1 1 calc R U . . .
H25C H 0.6624 0.4299 0.3043 0.050 Uiso 1 1 calc R U . . .
C26 C 0.2138(3) 0.50705(13) 0.10674(13) 0.0214(6) Uani 1 1 d . . . . .
H26A H 0.2483 0.4632 0.1032 0.026 Uiso 1 1 calc R U . . .
H26B H 0.1232 0.5023 0.0990 0.026 Uiso 1 1 calc R U . . .
C27 C 0.2382(3) 0.55071(14) 0.05051(13) 0.0236(7) Uani 1 1 d . . . . .
H27A H 0.2075 0.5952 0.0554 0.028 Uiso 1 1 calc R U . . .
H27B H 0.3287 0.5536 0.0567 0.028 Uiso 1 1 calc R U . . .
C28 C 0.1767(3) 0.52591(15) -0.02095(14) 0.0291(7) Uani 1 1 d . . . . .
H28A H 0.2113 0.4826 -0.0269 0.035 Uiso 1 1 calc R U . . .
H28B H 0.0869 0.5204 -0.0263 0.035 Uiso 1 1 calc R U . . .
C29 C 0.1951(3) 0.57164(17) -0.07603(16) 0.0401(9) Uani 1 1 d . . . . .
H29A H 0.1591 0.6143 -0.0711 0.060 Uiso 1 1 calc R U . . .
H29B H 0.1541 0.5535 -0.1210 0.060 Uiso 1 1 calc R U . . .
H29C H 0.2838 0.5766 -0.0716 0.060 Uiso 1 1 calc R U . . .
C30 C -0.2198(3) 0.64739(13) 0.29593(13) 0.0199(6) Uani 1 1 d . . . . .
H30A H -0.3109 0.6455 0.2877 0.024 Uiso 1 1 calc R U . . .
H30B H -0.1906 0.6027 0.2906 0.024 Uiso 1 1 calc R U . . .
C31 C -0.1623(3) 0.66947(13) 0.36938(13) 0.0210(6) Uani 1 1 d . . . . .
H31A H -0.0713 0.6720 0.3780 0.025 Uiso 1 1 calc R U . . .
H31B H -0.1930 0.7137 0.3757 0.025 Uiso 1 1 calc R U . . .
C32 C -0.1934(3) 0.62312(15) 0.42099(14) 0.0258(7) Uani 1 1 d . . . . .
H32A H -0.2844 0.6219 0.4135 0.031 Uiso 1 1 calc R U . . .
H32B H -0.1657 0.5786 0.4135 0.031 Uiso 1 1 calc R U . . .
C33 C -0.1325(3) 0.64342(17) 0.49411(14) 0.0347(8) Uani 1 1 d . . . . .
H33A H -0.0424 0.6447 0.5018 0.052 Uiso 1 1 calc R U . . .
H33B H -0.1536 0.6119 0.5254 0.052 Uiso 1 1 calc R U . . .
H33C H -0.1623 0.6868 0.5024 0.052 Uiso 1 1 calc R U . . .
C34 C -0.2517(2) 0.77862(13) 0.24452(14) 0.0183(6) Uani 1 1 d . . . . .
H34A H -0.1964 0.7991 0.2856 0.022 Uiso 1 1 calc R U . . .
H34B H -0.2525 0.8072 0.2053 0.022 Uiso 1 1 calc R U . . .
C35 C -0.3834(3) 0.77659(14) 0.25344(15) 0.0249(7) Uani 1 1 d . . . . .
H35A H -0.4356 0.7476 0.2183 0.030 Uiso 1 1 calc R U . . .
H35B H -0.3803 0.7581 0.2987 0.030 Uiso 1 1 calc R U . . .
C36 C -0.4424(3) 0.84420(14) 0.24738(15) 0.0263(7) Uani 1 1 d . . . . .
H36A H -0.5156 0.8428 0.2656 0.032 Uiso 1 1 calc R U . . .
H36B H -0.3823 0.8755 0.2752 0.032 Uiso 1 1 calc R U . . .
C37 C -0.4819(3) 0.86777(16) 0.17388(17) 0.0389(8) Uani 1 1 d . . . . .
H37A H -0.4105 0.8668 0.1548 0.058 Uiso 1 1 calc R U . . .
H37B H -0.5134 0.9125 0.1724 0.058 Uiso 1 1 calc R U . . .
H37C H -0.5471 0.8392 0.1470 0.058 Uiso 1 1 calc R U . . .
C38 C -0.2938(3) 0.66864(14) 0.15298(13) 0.0222(6) Uani 1 1 d . . . . .
H38A H -0.2663 0.6247 0.1432 0.027 Uiso 1 1 calc R U . . .
H38B H -0.3760 0.6638 0.1617 0.027 Uiso 1 1 calc R U . . .
C39 C -0.3086(3) 0.71135(14) 0.08930(14) 0.0259(7) Uani 1 1 d D . . . .
H39A H -0.3154 0.7575 0.1020 0.031 Uiso 0.843(8) 1 calc R U P A 1
H39B H -0.2332 0.7071 0.0732 0.031 Uiso 0.843(8) 1 calc R U P A 1
H39C H -0.3665 0.7474 0.0907 0.031 Uiso 0.157(8) 1 calc R U P A 2
H39D H -0.2273 0.7309 0.0905 0.031 Uiso 0.157(8) 1 calc R U P A 2
C40 C -0.4217(4) 0.69367(19) 0.03078(18) 0.0317(11) Uani 0.843(8) 1 d D . P A 1
H40A H -0.4973 0.6990 0.0465 0.038 Uiso 0.843(8) 1 calc R U P A 1
H40B H -0.4275 0.7245 -0.0073 0.038 Uiso 0.843(8) 1 calc R U P A 1
C41 C -0.4185(4) 0.6251(2) 0.0047(2) 0.0457(14) Uani 0.843(8) 1 d D . P A 1
H41A H -0.3443 0.6194 -0.0113 0.069 Uiso 0.843(8) 1 calc R U P A 1
H41B H -0.4925 0.6173 -0.0331 0.069 Uiso 0.843(8) 1 calc R U P A 1
H41C H -0.4165 0.5941 0.0415 0.069 Uiso 0.843(8) 1 calc R U P A 1
C40A C -0.356(2) 0.6745(12) 0.0225(9) 0.048(6) Uiso 0.157(8) 1 d D . P A 2
H40C H -0.3527 0.7031 -0.0160 0.058 Uiso 0.157(8) 1 calc R U P A 2
H40D H -0.3033 0.6360 0.0222 0.058 Uiso 0.157(8) 1 calc R U P A 2
C41A C -0.488(2) 0.6527(13) 0.0141(13) 0.048(6) Uiso 0.157(8) 1 d D . P A 2
H41D H -0.4897 0.6183 0.0472 0.072 Uiso 0.157(8) 1 calc R U P A 2
H41E H -0.5228 0.6360 -0.0322 0.072 Uiso 0.157(8) 1 calc R U P A 2
H41F H -0.5379 0.6898 0.0218 0.072 Uiso 0.157(8) 1 calc R U P A 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 C14 1.789(3) . ?
Mn1 C15 1.795(3) . ?
Mn1 C13 2.032(3) . ?
Mn1 P1 2.3020(8) . ?
Mn1 Se2 2.4601(5) . ?
Mn1 Se1 2.4672(5) . ?
Mn1 Mn2 2.6528(6) . ?
Mn2 C16 1.785(3) . ?
Mn2 C17 1.795(3) . ?
Mn2 C13 2.018(3) . ?
Mn2 P2 2.3016(8) . ?
Mn2 Se1 2.4641(5) . ?
Mn2 Se2 2.4647(5) . ?
Se1 C1 1.933(2) . ?
Se2 C7 1.935(2) . ?
P1 C22 1.834(3) . ?
P1 C26 1.834(3) . ?
P1 C18 1.837(3) . ?
P2 C30 1.835(3) . ?
P2 C38 1.838(3) . ?
P2 C34 1.839(3) . ?
O1 C13 1.170(3) . ?
O2 C14 1.153(3) . ?
O3 C15 1.156(3) . ?
O4 C16 1.162(3) . ?
O5 C17 1.157(3) . ?
C1 C6 1.385(4) . ?
C1 C2 1.391(4) . ?
C2 C3 1.385(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.384(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.382(4) . ?
C7 C8 1.394(4) . ?
C8 C9 1.383(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.374(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.401(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C18 C19 1.533(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.524(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.520(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.534(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.534(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.507(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.536(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.520(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.519(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.529(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.527(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.519(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.537(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.527(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.521(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.537(4) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40A 1.521(14) . ?
C39 C40 1.531(4) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 H39C 0.9900 . ?
C39 H39D 0.9900 . ?
C40 C41 1.508(5) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C40A C41A 1.509(16) . ?
C40A H40C 0.9900 . ?
C40A H40D 0.9900 . ?
C41A H41D 0.9800 . ?
C41A H41E 0.9800 . ?
C41A H41F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 Mn1 C15 90.58(12) . . ?
C14 Mn1 C13 84.64(11) . . ?
C15 Mn1 C13 82.16(11) . . ?
C14 Mn1 P1 86.24(8) . . ?
C15 Mn1 P1 88.17(9) . . ?
C13 Mn1 P1 166.62(8) . . ?
C14 Mn1 Se2 171.67(9) . . ?
C15 Mn1 Se2 97.64(9) . . ?
C13 Mn1 Se2 95.12(7) . . ?
P1 Mn1 Se2 95.32(2) . . ?
C14 Mn1 Se1 96.78(8) . . ?
C15 Mn1 Se1 171.70(9) . . ?
C13 Mn1 Se1 94.68(8) . . ?
P1 Mn1 Se1 96.11(2) . . ?
Se2 Mn1 Se1 74.931(15) . . ?
C14 Mn1 Mn2 117.51(8) . . ?
C15 Mn1 Mn2 115.61(9) . . ?
C13 Mn1 Mn2 48.86(8) . . ?
P1 Mn1 Mn2 144.52(3) . . ?
Se2 Mn1 Mn2 57.492(14) . . ?
Se1 Mn1 Mn2 57.399(13) . . ?
C16 Mn2 C17 91.17(11) . . ?
C16 Mn2 C13 84.84(11) . . ?
C17 Mn2 C13 81.06(11) . . ?
C16 Mn2 P2 87.83(9) . . ?
C17 Mn2 P2 87.49(9) . . ?
C13 Mn2 P2 166.25(8) . . ?
C16 Mn2 Se1 169.82(8) . . ?
C17 Mn2 Se1 98.89(8) . . ?
C13 Mn2 Se1 95.12(7) . . ?
P2 Mn2 Se1 94.14(2) . . ?
C16 Mn2 Se2 94.95(8) . . ?
C17 Mn2 Se2 172.60(9) . . ?
C13 Mn2 Se2 95.33(8) . . ?
P2 Mn2 Se2 96.88(2) . . ?
Se1 Mn2 Se2 74.903(14) . . ?
C16 Mn2 Mn1 116.41(8) . . ?
C17 Mn2 Mn1 116.05(9) . . ?
C13 Mn2 Mn1 49.30(8) . . ?
P2 Mn2 Mn1 144.19(3) . . ?
Se1 Mn2 Mn1 57.511(13) . . ?
Se2 Mn2 Mn1 57.324(13) . . ?
C1 Se1 Mn2 112.43(8) . . ?
C1 Se1 Mn1 113.31(8) . . ?
Mn2 Se1 Mn1 65.089(15) . . ?
C7 Se2 Mn1 112.88(8) . . ?
C7 Se2 Mn2 113.70(8) . . ?
Mn1 Se2 Mn2 65.184(14) . . ?
C22 P1 C26 102.74(13) . . ?
C22 P1 C18 103.05(13) . . ?
C26 P1 C18 103.38(12) . . ?
C22 P1 Mn1 112.62(9) . . ?
C26 P1 Mn1 117.00(9) . . ?
C18 P1 Mn1 116.23(9) . . ?
C30 P2 C38 101.20(13) . . ?
C30 P2 C34 103.01(12) . . ?
C38 P2 C34 103.28(13) . . ?
C30 P2 Mn2 116.60(9) . . ?
C38 P2 Mn2 117.47(10) . . ?
C34 P2 Mn2 113.28(9) . . ?
C6 C1 C2 119.7(2) . . ?
C6 C1 Se1 124.38(19) . . ?
C2 C1 Se1 115.93(19) . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C1 C6 C5 120.0(3) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C12 C7 C8 119.4(2) . . ?
C12 C7 Se2 125.6(2) . . ?
C8 C7 Se2 114.9(2) . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.8(3) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C7 C12 C11 119.3(3) . . ?
C7 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
O1 C13 Mn2 139.3(2) . . ?
O1 C13 Mn1 138.8(2) . . ?
Mn2 C13 Mn1 81.84(10) . . ?
O2 C14 Mn1 175.6(2) . . ?
O3 C15 Mn1 175.2(2) . . ?
O4 C16 Mn2 177.1(2) . . ?
O5 C17 Mn2 175.1(2) . . ?
C19 C18 P1 112.73(18) . . ?
C19 C18 H18A 109.0 . . ?
P1 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
P1 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C18 114.3(2) . . ?
C20 C19 H19A 108.7 . . ?
C18 C19 H19A 108.7 . . ?
C20 C19 H19B 108.7 . . ?
C18 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C21 C20 C19 111.0(2) . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
C19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 P1 117.3(2) . . ?
C23 C22 H22A 108.0 . . ?
P1 C22 H22A 108.0 . . ?
C23 C22 H22B 108.0 . . ?
P1 C22 H22B 108.0 . . ?
H22A C22 H22B 107.2 . . ?
C24 C23 C22 112.4(2) . . ?
C24 C23 H23A 109.1 . . ?
C22 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C25 C24 C23 113.5(2) . . ?
C25 C24 H24A 108.9 . . ?
C23 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 P1 113.73(19) . . ?
C27 C26 H26A 108.8 . . ?
P1 C26 H26A 108.8 . . ?
C27 C26 H26B 108.8 . . ?
P1 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C26 113.1(2) . . ?
C28 C27 H27A 109.0 . . ?
C26 C27 H27A 109.0 . . ?
C28 C27 H27B 109.0 . . ?
C26 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C29 C28 C27 112.6(3) . . ?
C29 C28 H28A 109.1 . . ?
C27 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
C27 C28 H28B 109.1 . . ?
H28A C28 H28B 107.8 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 P2 114.71(19) . . ?
C31 C30 H30A 108.6 . . ?
P2 C30 H30A 108.6 . . ?
C31 C30 H30B 108.6 . . ?
P2 C30 H30B 108.6 . . ?
H30A C30 H30B 107.6 . . ?
C32 C31 C30 112.1(2) . . ?
C32 C31 H31A 109.2 . . ?
C30 C31 H31A 109.2 . . ?
C32 C31 H31B 109.2 . . ?
C30 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
C33 C32 C31 112.3(2) . . ?
C33 C32 H32A 109.2 . . ?
C31 C32 H32A 109.2 . . ?
C33 C32 H32B 109.2 . . ?
C31 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 P2 116.31(19) . . ?
C35 C34 H34A 108.2 . . ?
P2 C34 H34A 108.2 . . ?
C35 C34 H34B 108.2 . . ?
P2 C34 H34B 108.2 . . ?
H34A C34 H34B 107.4 . . ?
C36 C35 C34 112.0(2) . . ?
C36 C35 H35A 109.2 . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35B 109.2 . . ?
C34 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C37 C36 C35 111.9(2) . . ?
C37 C36 H36A 109.2 . . ?
C35 C36 H36A 109.2 . . ?
C37 C36 H36B 109.2 . . ?
C35 C36 H36B 109.2 . . ?
H36A C36 H36B 107.9 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 P2 115.08(19) . . ?
C39 C38 H38A 108.5 . . ?
P2 C38 H38A 108.5 . . ?
C39 C38 H38B 108.5 . . ?
P2 C38 H38B 108.5 . . ?
H38A C38 H38B 107.5 . . ?
C40A C39 C38 113.8(10) . . ?
C40 C39 C38 113.5(3) . . ?
C40 C39 H39A 108.9 . . ?
C38 C39 H39A 108.9 . . ?
C40 C39 H39B 108.9 . . ?
C38 C39 H39B 108.9 . . ?
H39A C39 H39B 107.7 . . ?
C40A C39 H39C 108.8 . . ?
C38 C39 H39C 108.8 . . ?
C40A C39 H39D 108.8 . . ?
C38 C39 H39D 108.8 . . ?
H39C C39 H39D 107.7 . . ?
C41 C40 C39 113.7(3) . . ?
C41 C40 H40A 108.8 . . ?
C39 C40 H40A 108.8 . . ?
C41 C40 H40B 108.8 . . ?
C39 C40 H40B 108.8 . . ?
H40A C40 H40B 107.7 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C41A C40A C39 110.3(17) . . ?
C41A C40A H40C 109.6 . . ?
C39 C40A H40C 109.6 . . ?
C41A C40A H40D 109.6 . . ?
C39 C40A H40D 109.6 . . ?
H40C C40A H40D 108.1 . . ?
C40A C41A H41D 109.5 . . ?
C40A C41A H41E 109.5 . . ?
H41D C41A H41E 109.5 . . ?
C40A C41A H41F 109.5 . . ?
H41D C41A H41F 109.5 . . ?
H41E C41A H41F 109.5 . . ?

_refine_diff_density_max         1.218
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.096

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_D670A
_database_code_depnum_ccdc_archive 'CCDC 1053797'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H15 Mn2 N O7 Se2'
_chemical_formula_weight         697.17

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_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. 
;

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

_cell_length_a                   16.5422(7)
_cell_length_b                   12.9574(5)
_cell_length_c                   11.4938(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2463.63(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4902
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.20

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.880
_exptl_crystal_F_000             1360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.067
_exptl_absorpt_coefficient_mu    4.025
_shelx_estimated_absorpt_T_min   0.580
_shelx_estimated_absorpt_T_max   0.774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.77
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Microfocusing Source'
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            16556
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.369
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2955
_reflns_number_gt                2346
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'APEX2 (Bruker AXS)'
_computing_cell_refinement       'APEX2 v2013.6-2 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0231P)²+0.7096P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2955
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0560
_refine_ls_wR_factor_gt          0.0510
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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_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
Se1 Se 0.03093(2) 0.37981(2) 0.39606(2) 0.00961(7) Uani 1 1 d . . . . .
Mn1 Mn 0.11159(3) 0.2500 0.27958(4) 0.00993(12) Uani 1 2 d S T P . .
Mn2 Mn -0.06184(3) 0.2500 0.48805(4) 0.01057(12) Uani 1 2 d S T P . .
O1 O 0.20472(11) 0.09803(13) 0.14349(16) 0.0213(4) Uani 1 1 d . . . . .
O2 O -0.01438(15) 0.2500 0.0979(2) 0.0190(6) Uani 1 2 d S T P . .
O3 O 0.06571(18) 0.2500 0.6740(2) 0.0284(7) Uani 1 2 d S T P . .
O4 O -0.16325(11) 0.09622(13) 0.60897(16) 0.0248(5) Uani 1 1 d . . . . .
O5 O -0.15844(15) 0.2500 0.2670(2) 0.0182(6) Uani 1 2 d S T P . .
N1 N 0.19599(17) 0.2500 0.4164(2) 0.0122(6) Uani 1 2 d S T P . .
C1 C -0.02899(15) 0.46597(17) 0.2888(2) 0.0133(5) Uani 1 1 d . . . . .
C2 C -0.11035(15) 0.48739(18) 0.3043(2) 0.0172(6) Uani 1 1 d . . . . .
H2 H -0.1384 0.4592 0.3690 0.021 Uiso 1 1 calc R U . . .
C3 C -0.15093(17) 0.54966(19) 0.2259(2) 0.0243(7) Uani 1 1 d . . . . .
H3 H -0.2069 0.5629 0.2366 0.029 Uiso 1 1 calc R U . . .
C4 C -0.11103(19) 0.5927(2) 0.1326(2) 0.0276(7) Uani 1 1 d . . . . .
H4 H -0.1394 0.6345 0.0783 0.033 Uiso 1 1 calc R U . . .
C5 C -0.0292(2) 0.5743(2) 0.1187(2) 0.0298(7) Uani 1 1 d . . . . .
H5 H -0.0009 0.6050 0.0556 0.036 Uiso 1 1 calc R U . . .
C6 C 0.01196(17) 0.51124(19) 0.1965(2) 0.0218(6) Uani 1 1 d . . . . .
H6 H 0.0682 0.4991 0.1865 0.026 Uiso 1 1 calc R U . . .
C7 C 0.16820(14) 0.15497(18) 0.2006(2) 0.0133(5) Uani 1 1 d . . . . .
C8 C 0.0343(2) 0.2500 0.1689(3) 0.0134(7) Uani 1 2 d S T P . .
C9 C 0.0153(2) 0.2500 0.6063(3) 0.0153(8) Uani 1 2 d S T P . .
C10 C -0.12259(16) 0.15344(18) 0.5598(2) 0.0162(6) Uani 1 1 d . . . . .
C11 C -0.1226(2) 0.2500 0.3514(3) 0.0142(8) Uani 1 2 d S T P . .
C12 C 0.22816(15) 0.33842(18) 0.4569(2) 0.0172(6) Uani 1 1 d . . . . .
H12 H 0.2064 0.4020 0.4300 0.021 Uiso 1 1 calc R U . . .
C13 C 0.29112(17) 0.3413(2) 0.5353(2) 0.0246(6) Uani 1 1 d . . . . .
H13 H 0.3118 0.4057 0.5615 0.029 Uiso 1 1 calc R U . . .
C14 C 0.3241(2) 0.2500 0.5756(3) 0.0247(9) Uani 1 2 d S T P . .
H14 H 0.3678 0.2500 0.6291 0.030 Uiso 1 2 calc R U P . .


_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
Se1 C1 1.936(2) . ?
Se1 Mn2 2.5104(4) . ?
Se1 Mn1 2.5301(4) . ?
Mn1 C7 1.793(3) . ?
Mn1 C7 1.794(3) 7_565 ?
Mn1 C8 1.804(4) . ?
Mn1 N1 2.103(3) . ?
Mn1 Se1 2.5301(4) 7_565 ?
Mn2 C10 1.804(3) . ?
Mn2 C10 1.804(3) 7_565 ?
Mn2 C9 1.865(4) . ?
Mn2 C11 1.864(4) . ?
Mn2 Se1 2.5104(4) 7_565 ?
O1 C7 1.158(3) . ?
O2 C8 1.146(4) . ?
O3 C9 1.140(4) . ?
O4 C10 1.150(3) . ?
O5 C11 1.137(4) . ?
N1 C12 1.346(3) 7_565 ?
N1 C12 1.346(3) . ?
C1 C2 1.386(3) . ?
C1 C6 1.388(3) . ?
C2 C3 1.383(3) . ?
C3 C4 1.377(4) . ?
C4 C5 1.384(4) . ?
C5 C6 1.389(4) . ?
C12 C13 1.378(4) . ?
C13 C14 1.383(3) . ?
C14 C13 1.383(3) 7_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 Mn2 109.97(7) . . ?
C1 Se1 Mn1 108.44(7) . . ?
Mn2 Se1 Mn1 95.730(13) . . ?
C7 Mn1 C7 86.71(15) . 7_565 ?
C7 Mn1 C8 90.76(11) . . ?
C7 Mn1 C8 90.76(11) 7_565 . ?
C7 Mn1 N1 91.82(10) . . ?
C7 Mn1 N1 91.83(10) 7_565 . ?
C8 Mn1 N1 176.44(14) . . ?
C7 Mn1 Se1 94.97(7) . 7_565 ?
C7 Mn1 Se1 178.16(8) 7_565 7_565 ?
C8 Mn1 Se1 89.96(8) . 7_565 ?
N1 Mn1 Se1 87.38(6) . 7_565 ?
C7 Mn1 Se1 178.16(8) . . ?
C7 Mn1 Se1 94.97(7) 7_565 . ?
C8 Mn1 Se1 89.96(8) . . ?
N1 Mn1 Se1 87.38(6) . . ?
Se1 Mn1 Se1 83.329(18) 7_565 . ?
C10 Mn2 C10 87.81(15) . 7_565 ?
C10 Mn2 C9 92.75(11) . . ?
C10 Mn2 C9 92.75(11) 7_565 . ?
C10 Mn2 C11 94.86(11) . . ?
C10 Mn2 C11 94.86(11) 7_565 . ?
C9 Mn2 C11 169.43(15) . . ?
C10 Mn2 Se1 176.03(8) . . ?
C10 Mn2 Se1 93.92(7) 7_565 . ?
C9 Mn2 Se1 83.61(8) . . ?
C11 Mn2 Se1 88.55(8) . . ?
C10 Mn2 Se1 93.92(7) . 7_565 ?
C10 Mn2 Se1 176.03(8) 7_565 7_565 ?
C9 Mn2 Se1 83.61(8) . 7_565 ?
C11 Mn2 Se1 88.55(8) . 7_565 ?
Se1 Mn2 Se1 84.132(19) . 7_565 ?
C12 N1 C12 116.7(3) 7_565 . ?
C12 N1 Mn1 121.38(15) 7_565 . ?
C12 N1 Mn1 121.38(15) . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 Se1 122.07(18) . . ?
C6 C1 Se1 118.70(19) . . ?
C3 C2 C1 120.3(2) . . ?
C4 C3 C2 120.7(3) . . ?
C3 C4 C5 119.3(3) . . ?
C4 C5 C6 120.4(3) . . ?
C1 C6 C5 120.1(3) . . ?
O1 C7 Mn1 175.5(2) . . ?
O2 C8 Mn1 179.4(3) . . ?
O3 C9 Mn2 176.2(3) . . ?
O4 C10 Mn2 176.2(2) . . ?
O5 C11 Mn2 178.8(3) . . ?
N1 C12 C13 123.2(2) . . ?
C12 C13 C14 119.6(3) . . ?
C13 C14 C13 117.7(4) 7_565 . ?

_refine_diff_density_max         0.569
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.106

_shelxl_version_number           2013-3



####################################################################### 
# 
# 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_E021
_database_code_depnum_ccdc_archive 'CCDC 1053798'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H31 Mn O3 P2 Se'
_chemical_formula_weight         707.45

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'
P P 0.1023 0.0942 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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. 
;

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

_cell_length_a                   17.348(2)
_cell_length_b                   16.734(2)
_cell_length_c                   11.6820(15)
_cell_angle_alpha                90
_cell_angle_beta                 108.377(2)
_cell_angle_gamma                90
_cell_volume                     3218.4(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3410
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      24.71

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.675
_shelx_estimated_absorpt_T_min   0.433
_shelx_estimated_absorpt_T_max   0.799
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6002
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Microfocusing Source'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11571
_diffrn_reflns_av_unetI/netI     0.0814
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.735
_diffrn_reflns_theta_max         28.280
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_point_group_measured_fraction_full 0.942
_reflns_number_total             7437
_reflns_number_gt                6487
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_max     0.864
_reflns_Friedel_fraction_full    0.884

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2589 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.026(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7437
_refine_ls_number_parameters     388
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0791
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.909
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.03960(4) 0.75078(4) 0.81687(6) 0.02425(15) Uani 1 1 d . . . . .
Se1 Se -0.00112(3) 0.72545(3) 1.00451(4) 0.03553(13) Uani 1 1 d . . . . .
P1 P 0.12854(7) 0.84983(7) 0.92749(10) 0.0266(3) Uani 1 1 d . . . . .
P2 P 0.13822(7) 0.65242(7) 0.89642(10) 0.0280(3) Uani 1 1 d . . . . .
O1 O 0.0700(3) 0.7563(2) 0.5841(3) 0.0502(10) Uani 1 1 d . . . . .
O2 O -0.0857(2) 0.8745(2) 0.7252(3) 0.0438(9) Uani 1 1 d . . . . .
O3 O -0.0895(2) 0.6333(2) 0.7110(4) 0.0535(10) Uani 1 1 d . . . . .
C1 C -0.1183(3) 0.7317(4) 0.9512(5) 0.0392(12) Uani 1 1 d . . . . .
C2 C -0.1588(3) 0.8038(4) 0.9304(5) 0.0439(14) Uani 1 1 d . . . . .
H2 H -0.1288 0.8520 0.9373 0.053 Uiso 1 1 calc R U . . .
C3 C -0.2419(4) 0.8069(6) 0.8999(6) 0.065(2) Uani 1 1 d . . . . .
H3 H -0.2691 0.8570 0.8867 0.078 Uiso 1 1 calc R U . . .
C4 C -0.2856(4) 0.7377(5) 0.8887(7) 0.069(2) Uani 1 1 d . . . . .
H4 H -0.3431 0.7397 0.8675 0.083 Uiso 1 1 calc R U . . .
C5 C -0.2466(4) 0.6656(6) 0.9079(7) 0.074(2) Uani 1 1 d . . . . .
H5 H -0.2771 0.6175 0.8996 0.089 Uiso 1 1 calc R U . . .
C6 C -0.1630(4) 0.6626(4) 0.9394(6) 0.0542(16) Uani 1 1 d . . . . .
H6 H -0.1361 0.6124 0.9532 0.065 Uiso 1 1 calc R U . . .
C7 C 0.1885(3) 0.8177(3) 1.0789(4) 0.0331(11) Uani 1 1 d . . . . .
H7A H 0.2227 0.8631 1.1202 0.040 Uiso 1 1 calc R U . . .
H7B H 0.1509 0.8048 1.1248 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2430(3) 0.7461(3) 1.0836(4) 0.0347(11) Uani 1 1 d . . . . .
H8A H 0.2833 0.7430 1.1652 0.042 Uiso 1 1 calc R U . . .
H8B H 0.2732 0.7548 1.0256 0.042 Uiso 1 1 calc R U . . .
C9 C 0.1988(3) 0.6657(3) 1.0550(4) 0.0355(11) Uani 1 1 d . . . . .
H9A H 0.1626 0.6602 1.1053 0.043 Uiso 1 1 calc R U . . .
H9B H 0.2395 0.6222 1.0782 0.043 Uiso 1 1 calc R U . . .
C10 C 0.0628(3) 0.7557(3) 0.6775(5) 0.0340(11) Uani 1 1 d . . . . .
C11 C -0.0368(3) 0.8278(3) 0.7638(4) 0.0282(10) Uani 1 1 d . . . . .
C12 C -0.0377(3) 0.6766(3) 0.7531(4) 0.0337(11) Uani 1 1 d . . . . .
C1A C 0.0764(3) 0.9399(3) 0.9562(4) 0.0318(10) Uani 1 1 d . . . . .
C2A C 0.0738(3) 1.0088(3) 0.8912(5) 0.0418(13) Uani 1 1 d . . . . .
H2A H 0.1029 1.0118 0.8348 0.050 Uiso 1 1 calc R U . . .
C3A C 0.0290(3) 1.0741(4) 0.9073(6) 0.0501(15) Uani 1 1 d . . . . .
H3A H 0.0279 1.1214 0.8619 0.060 Uiso 1 1 calc R U . . .
C4A C -0.0134(3) 1.0712(4) 0.9875(6) 0.0498(15) Uani 1 1 d . . . . .
H4A H -0.0445 1.1159 0.9975 0.060 Uiso 1 1 calc R U . . .
C5A C -0.0105(3) 1.0030(4) 1.0536(6) 0.0495(14) Uani 1 1 d . . . . .
H5A H -0.0394 1.0007 1.1103 0.059 Uiso 1 1 calc R U . . .
C6A C 0.0339(3) 0.9375(3) 1.0387(5) 0.0418(13) Uani 1 1 d . . . . .
H6A H 0.0353 0.8906 1.0852 0.050 Uiso 1 1 calc R U . . .
C1B C 0.2042(3) 0.8935(3) 0.8652(4) 0.0316(10) Uani 1 1 d . . . . .
C2B C 0.2833(3) 0.9102(3) 0.9368(5) 0.0411(12) Uani 1 1 d . . . . .
H2B H 0.2992 0.9008 1.0212 0.049 Uiso 1 1 calc R U . . .
C3B C 0.3383(3) 0.9403(4) 0.8853(6) 0.0574(17) Uani 1 1 d . . . . .
H3B H 0.3926 0.9501 0.9343 0.069 Uiso 1 1 calc R U . . .
C4B C 0.3158(4) 0.9564(4) 0.7642(7) 0.0613(18) Uani 1 1 d . . . . .
H4B H 0.3542 0.9778 0.7297 0.074 Uiso 1 1 calc R U . . .
C5B C 0.2376(3) 0.9416(4) 0.6930(5) 0.0465(14) Uani 1 1 d . . . . .
H5B H 0.2214 0.9536 0.6093 0.056 Uiso 1 1 calc R U . . .
C6B C 0.1824(3) 0.9091(3) 0.7432(5) 0.0364(12) Uani 1 1 d . . . . .
H6B H 0.1289 0.8973 0.6931 0.044 Uiso 1 1 calc R U . . .
C1C C 0.2176(3) 0.6376(3) 0.8242(4) 0.0340(11) Uani 1 1 d . . . . .
C2C C 0.2457(3) 0.7013(4) 0.7734(5) 0.0437(14) Uani 1 1 d . . . . .
H2C H 0.2242 0.7531 0.7767 0.052 Uiso 1 1 calc R U . . .
C3C C 0.3040(4) 0.6911(4) 0.7184(6) 0.0527(15) Uani 1 1 d . . . . .
H3C H 0.3235 0.7358 0.6855 0.063 Uiso 1 1 calc R U . . .
C4C C 0.3343(4) 0.6158(5) 0.7107(6) 0.0611(19) Uani 1 1 d . . . . .
H4C H 0.3727 0.6080 0.6690 0.073 Uiso 1 1 calc R U . . .
C5C C 0.3092(4) 0.5531(4) 0.7626(6) 0.0582(18) Uani 1 1 d . . . . .
H5C H 0.3316 0.5016 0.7596 0.070 Uiso 1 1 calc R U . . .
C6C C 0.2516(3) 0.5630(4) 0.8198(5) 0.0468(14) Uani 1 1 d . . . . .
H6C H 0.2349 0.5185 0.8566 0.056 Uiso 1 1 calc R U . . .
C1D C 0.0995(3) 0.5505(3) 0.8895(5) 0.0336(11) Uani 1 1 d . . . . .
C2D C 0.1117(3) 0.5024(3) 0.9907(5) 0.0468(13) Uani 1 1 d . . . . .
H2D H 0.1374 0.5239 1.0687 0.056 Uiso 1 1 calc R U . . .
C3D C 0.0867(4) 0.4241(4) 0.9785(6) 0.0603(17) Uani 1 1 d . . . . .
H3D H 0.0962 0.3914 1.0480 0.072 Uiso 1 1 calc R U . . .
C4D C 0.0479(4) 0.3929(4) 0.8664(7) 0.0572(17) Uani 1 1 d . . . . .
H4D H 0.0301 0.3389 0.8588 0.069 Uiso 1 1 calc R U . . .
C5D C 0.0348(3) 0.4396(4) 0.7646(6) 0.0522(15) Uani 1 1 d . . . . .
H5D H 0.0084 0.4179 0.6869 0.063 Uiso 1 1 calc R U . . .
C6D C 0.0606(3) 0.5184(3) 0.7766(5) 0.0415(12) Uani 1 1 d . . . . .
H6D H 0.0515 0.5507 0.7068 0.050 Uiso 1 1 calc R U . . .


_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 C10 1.798(5) . ?
Mn1 C12 1.807(5) . ?
Mn1 C11 1.812(5) . ?
Mn1 P2 2.3448(14) . ?
Mn1 P1 2.3538(14) . ?
Mn1 Se1 2.5417(8) . ?
Se1 C1 1.933(5) . ?
P1 C7 1.828(5) . ?
P1 C1B 1.840(5) . ?
P1 C1A 1.843(5) . ?
P2 C1D 1.826(5) . ?
P2 C9 1.833(5) . ?
P2 C1C 1.845(5) . ?
O1 C10 1.137(6) . ?
O2 C11 1.137(5) . ?
O3 C12 1.139(6) . ?
C1 C6 1.374(8) . ?
C1 C2 1.378(8) . ?
C2 C3 1.373(8) . ?
C3 C4 1.367(11) . ?
C4 C5 1.367(11) . ?
C5 C6 1.381(9) . ?
C7 C8 1.518(7) . ?
C8 C9 1.532(7) . ?
C1A C2A 1.374(7) . ?
C1A C6A 1.385(7) . ?
C2A C3A 1.388(8) . ?
C3A C4A 1.361(9) . ?
C4A C5A 1.371(9) . ?
C5A C6A 1.381(8) . ?
C1B C6B 1.379(7) . ?
C1B C2B 1.392(6) . ?
C2B C3B 1.374(7) . ?
C3B C4B 1.371(9) . ?
C4B C5B 1.372(8) . ?
C5B C6B 1.382(7) . ?
C1C C2C 1.381(8) . ?
C1C C6C 1.387(8) . ?
C2C C3C 1.369(7) . ?
C3C C4C 1.380(10) . ?
C4C C5C 1.349(10) . ?
C5C C6C 1.377(8) . ?
C1D C6D 1.386(7) . ?
C1D C2D 1.389(7) . ?
C2D C3D 1.374(8) . ?
C3D C4D 1.373(9) . ?
C4D C5D 1.381(9) . ?
C5D C6D 1.384(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
C10 Mn1 C12 90.4(2) . . ?
C10 Mn1 C11 90.3(2) . . ?
C12 Mn1 C11 88.8(2) . . ?
C10 Mn1 P2 92.72(16) . . ?
C12 Mn1 P2 92.02(15) . . ?
C11 Mn1 P2 176.82(15) . . ?
C10 Mn1 P1 99.78(16) . . ?
C12 Mn1 P1 169.40(16) . . ?
C11 Mn1 P1 88.25(15) . . ?
P2 Mn1 P1 90.38(5) . . ?
C10 Mn1 Se1 172.31(16) . . ?
C12 Mn1 Se1 82.45(16) . . ?
C11 Mn1 Se1 92.38(14) . . ?
P2 Mn1 Se1 84.70(4) . . ?
P1 Mn1 Se1 87.49(4) . . ?
C1 Se1 Mn1 105.25(15) . . ?
C7 P1 C1B 103.9(2) . . ?
C7 P1 C1A 103.1(2) . . ?
C1B P1 C1A 101.5(2) . . ?
C7 P1 Mn1 113.51(18) . . ?
C1B P1 Mn1 119.22(17) . . ?
C1A P1 Mn1 113.66(15) . . ?
C1D P2 C9 104.1(2) . . ?
C1D P2 C1C 99.9(2) . . ?
C9 P2 C1C 101.9(2) . . ?
C1D P2 Mn1 115.22(16) . . ?
C9 P2 Mn1 115.46(17) . . ?
C1C P2 Mn1 118.02(16) . . ?
C6 C1 C2 118.6(6) . . ?
C6 C1 Se1 119.3(5) . . ?
C2 C1 Se1 122.0(4) . . ?
C3 C2 C1 120.9(7) . . ?
C4 C3 C2 119.8(8) . . ?
C5 C4 C3 120.2(7) . . ?
C4 C5 C6 119.9(7) . . ?
C1 C6 C5 120.6(7) . . ?
C8 C7 P1 115.1(3) . . ?
C7 C8 C9 115.0(4) . . ?
C8 C9 P2 114.5(3) . . ?
O1 C10 Mn1 173.4(5) . . ?
O2 C11 Mn1 176.7(4) . . ?
O3 C12 Mn1 176.2(4) . . ?
C2A C1A C6A 118.5(5) . . ?
C2A C1A P1 121.2(4) . . ?
C6A C1A P1 120.2(4) . . ?
C1A C2A C3A 120.5(5) . . ?
C4A C3A C2A 120.8(6) . . ?
C3A C4A C5A 119.1(6) . . ?
C4A C5A C6A 120.8(6) . . ?
C5A C6A C1A 120.3(5) . . ?
C6B C1B C2B 118.6(5) . . ?
C6B C1B P1 119.1(4) . . ?
C2B C1B P1 122.2(4) . . ?
C3B C2B C1B 120.0(5) . . ?
C4B C3B C2B 120.8(5) . . ?
C3B C4B C5B 119.7(5) . . ?
C4B C5B C6B 119.9(6) . . ?
C1B C6B C5B 120.8(5) . . ?
C2C C1C C6C 117.8(5) . . ?
C2C C1C P2 120.6(4) . . ?
C6C C1C P2 121.6(4) . . ?
C3C C2C C1C 121.3(6) . . ?
C2C C3C C4C 119.8(7) . . ?
C5C C4C C3C 119.8(5) . . ?
C4C C5C C6C 120.7(6) . . ?
C5C C6C C1C 120.5(6) . . ?
C6D C1D C2D 118.9(5) . . ?
C6D C1D P2 117.8(4) . . ?
C2D C1D P2 123.2(4) . . ?
C3D C2D C1D 120.3(6) . . ?
C4D C3D C2D 120.4(6) . . ?
C3D C4D C5D 120.3(6) . . ?
C4D C5D C6D 119.4(6) . . ?
C5D C6D C1D 120.7(5) . . ?

_refine_diff_density_max         0.798
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.064

_shelxl_version_number           2013-4



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

data_d619
_database_code_depnum_ccdc_archive 'CCDC 1053799'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H26 F3 Mn O5 P2'
_chemical_formula_weight         664.41

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'
P P 0.1023 0.0942 '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'
F F 0.0171 0.0103 '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'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.263(6)
_cell_length_b                   12.070(7)
_cell_length_c                   13.595(9)
_cell_angle_alpha                85.203(13)
_cell_angle_beta                 88.433(13)
_cell_angle_gamma                75.429(12)
_cell_volume                     1466.0(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.30

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.620
_shelx_estimated_absorpt_T_min   0.755
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10408
_diffrn_reflns_av_unetI/netI     0.0589
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.749
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6675
_reflns_number_gt                5615
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0629P)²+0.2204P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6675
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.1206
_refine_ls_wR_factor_gt          0.1149
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.35279(4) 0.21936(3) 0.24385(2) 0.01252(11) Uani 1 1 d . . . . .
P1 P 0.45569(6) 0.29458(5) 0.37079(4) 0.01324(14) Uani 1 1 d . . . . .
P2 P 0.56531(6) 0.22529(5) 0.14496(4) 0.01246(14) Uani 1 1 d . . . . .
F1 F 0.1616(3) 0.62075(14) 0.21782(15) 0.0539(5) Uani 1 1 d . . . . .
F2 F 0.2164(2) 0.58437(15) 0.06878(15) 0.0542(6) Uani 1 1 d . . . . .
F3 F -0.0097(2) 0.61990(15) 0.11793(18) 0.0606(6) Uani 1 1 d . . . . .
O1 O 0.4546(2) -0.02106(14) 0.32321(13) 0.0240(4) Uani 1 1 d . . . . .
O2 O 0.07701(19) 0.21768(15) 0.36133(13) 0.0247(4) Uani 1 1 d . . . . .
O3 O 0.2222(2) 0.13962(17) 0.07403(14) 0.0309(5) Uani 1 1 d . . . . .
O4 O 0.03784(19) 0.39879(16) 0.17553(15) 0.0291(4) Uani 1 1 d . . . . .
O5 O 0.28162(17) 0.39003(13) 0.19558(12) 0.0165(3) Uani 1 1 d . . . . .
C1 C 0.1467(3) 0.4378(2) 0.17388(17) 0.0188(5) Uani 1 1 d . . . . .
C2 C 0.1273(3) 0.5664(2) 0.1426(2) 0.0255(6) Uani 1 1 d . . . . .
C3 C 0.1819(3) 0.22259(19) 0.31617(17) 0.0173(5) Uani 1 1 d . . . . .
C4 C 0.4197(2) 0.0737(2) 0.29136(17) 0.0162(5) Uani 1 1 d . . . . .
C5 C 0.2708(3) 0.1733(2) 0.13788(18) 0.0189(5) Uani 1 1 d . . . . .
C6 C 0.5373(3) 0.41325(19) 0.32550(17) 0.0153(5) Uani 1 1 d . . . . .
H6A H 0.4617 0.4721 0.2867 0.018 Uiso 1 1 calc R U . . .
H6B H 0.5649 0.4494 0.3825 0.018 Uiso 1 1 calc R U . . .
C7 C 0.6756(3) 0.37296(19) 0.26102(17) 0.0158(5) Uani 1 1 d . . . . .
H7A H 0.7394 0.3015 0.2933 0.019 Uiso 1 1 calc R U . . .
H7B H 0.7334 0.4319 0.2569 0.019 Uiso 1 1 calc R U . . .
C8 C 0.6400(3) 0.35054(18) 0.15620(17) 0.0145(5) Uani 1 1 d . . . . .
H8A H 0.7324 0.3412 0.1160 0.017 Uiso 1 1 calc R U . . .
H8B H 0.5670 0.4194 0.1273 0.017 Uiso 1 1 calc R U . . .
C1A C 0.6058(2) 0.2075(2) 0.45019(17) 0.0163(5) Uani 1 1 d . . . . .
C2A C 0.6849(3) 0.0982(2) 0.42874(19) 0.0201(5) Uani 1 1 d . . . . .
H2A H 0.6610 0.0659 0.3719 0.024 Uiso 1 1 calc R U . . .
C3A C 0.7991(3) 0.0362(2) 0.4906(2) 0.0259(6) Uani 1 1 d . . . . .
H3A H 0.8509 -0.0395 0.4770 0.031 Uiso 1 1 calc R U . . .
C4A C 0.8380(3) 0.0840(3) 0.5723(2) 0.0289(6) Uani 1 1 d . . . . .
H4A H 0.9165 0.0414 0.6141 0.035 Uiso 1 1 calc R U . . .
C5A C 0.7625(3) 0.1934(2) 0.59241(19) 0.0254(6) Uani 1 1 d . . . . .
H5A H 0.7903 0.2272 0.6472 0.031 Uiso 1 1 calc R U . . .
C6A C 0.6456(3) 0.2541(2) 0.53249(18) 0.0210(5) Uani 1 1 d . . . . .
H6A1 H 0.5918 0.3287 0.5479 0.025 Uiso 1 1 calc R U . . .
C1B C 0.3209(3) 0.3569(2) 0.46418(17) 0.0177(5) Uani 1 1 d . . . . .
C2B C 0.2825(3) 0.2846(2) 0.54118(19) 0.0235(5) Uani 1 1 d . . . . .
H2B H 0.3227 0.2039 0.5425 0.028 Uiso 1 1 calc R U . . .
C3B C 0.1852(3) 0.3309(3) 0.6158(2) 0.0290(6) Uani 1 1 d . . . . .
H3B H 0.1591 0.2816 0.6677 0.035 Uiso 1 1 calc R U . . .
C4B C 0.1269(3) 0.4477(3) 0.6145(2) 0.0301(6) Uani 1 1 d . . . . .
H4B H 0.0633 0.4792 0.6666 0.036 Uiso 1 1 calc R U . . .
C5B C 0.1610(3) 0.5197(2) 0.5371(2) 0.0262(6) Uani 1 1 d . . . . .
H5B H 0.1186 0.6001 0.5355 0.031 Uiso 1 1 calc R U . . .
C6B C 0.2569(3) 0.4744(2) 0.46221(18) 0.0198(5) Uani 1 1 d . . . . .
H6B1 H 0.2790 0.5240 0.4091 0.024 Uiso 1 1 calc R U . . .
C1C C 0.7241(3) 0.10128(19) 0.16098(16) 0.0144(5) Uani 1 1 d . . . . .
C2C C 0.8678(3) 0.1095(2) 0.17771(18) 0.0174(5) Uani 1 1 d . . . . .
H2C H 0.8864 0.1826 0.1833 0.021 Uiso 1 1 calc R U . . .
C3C C 0.9840(3) 0.0120(2) 0.1863(2) 0.0223(5) Uani 1 1 d . . . . .
H3C H 1.0817 0.0182 0.1996 0.027 Uiso 1 1 calc R U . . .
C4C C 0.9590(3) -0.0954(2) 0.17552(19) 0.0223(5) Uani 1 1 d . . . . .
H4C H 1.0395 -0.1622 0.1806 0.027 Uiso 1 1 calc R U . . .
C5C C 0.8162(3) -0.1038(2) 0.15737(18) 0.0205(5) Uani 1 1 d . . . . .
H5C H 0.7985 -0.1767 0.1490 0.025 Uiso 1 1 calc R U . . .
C6C C 0.6994(3) -0.00692(19) 0.15138(17) 0.0165(5) Uani 1 1 d . . . . .
H6C H 0.6012 -0.0137 0.1406 0.020 Uiso 1 1 calc R U . . .
C1D C 0.5356(2) 0.23835(19) 0.01087(16) 0.0142(4) Uani 1 1 d . . . . .
C2D C 0.6313(3) 0.1696(2) -0.05356(18) 0.0183(5) Uani 1 1 d . . . . .
H2D H 0.7145 0.1118 -0.0283 0.022 Uiso 1 1 calc R U . . .
C3D C 0.6050(3) 0.1856(2) -0.15471(19) 0.0215(5) Uani 1 1 d . . . . .
H3D H 0.6717 0.1392 -0.1980 0.026 Uiso 1 1 calc R U . . .
C4D C 0.4844(3) 0.2673(2) -0.19306(18) 0.0223(5) Uani 1 1 d . . . . .
H4D H 0.4668 0.2766 -0.2621 0.027 Uiso 1 1 calc R U . . .
C5D C 0.3884(3) 0.3361(2) -0.12989(19) 0.0205(5) Uani 1 1 d . . . . .
H5D H 0.3053 0.3935 -0.1558 0.025 Uiso 1 1 calc R U . . .
C6D C 0.4138(3) 0.3212(2) -0.02856(18) 0.0184(5) Uani 1 1 d . . . . .
H6D H 0.3470 0.3683 0.0142 0.022 Uiso 1 1 calc R U . . .


_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 C4 1.782(3) . ?
Mn1 C3 1.834(3) . ?
Mn1 C5 1.835(3) . ?
Mn1 O5 2.055(2) . ?
Mn1 P1 2.3449(12) . ?
Mn1 P2 2.3661(13) . ?
P1 C1B 1.827(3) . ?
P1 C1A 1.833(2) . ?
P1 C6 1.837(2) . ?
P2 C1C 1.818(2) . ?
P2 C8 1.832(2) . ?
P2 C1D 1.839(3) . ?
F1 C2 1.346(3) . ?
F2 C2 1.321(3) . ?
F3 C2 1.309(3) . ?
O1 C4 1.157(3) . ?
O2 C3 1.147(3) . ?
O3 C5 1.138(3) . ?
O4 C1 1.215(3) . ?
O5 C1 1.269(3) . ?
C1 C2 1.541(3) . ?
C6 C7 1.531(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.532(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C1A C2A 1.389(3) . ?
C1A C6A 1.391(3) . ?
C2A C3A 1.390(4) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.389(4) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.376(4) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.387(4) . ?
C5A H5A 0.9500 . ?
C6A H6A1 0.9500 . ?
C1B C6B 1.391(3) . ?
C1B C2B 1.403(3) . ?
C2B C3B 1.395(4) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.376(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.388(4) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.387(3) . ?
C5B H5B 0.9500 . ?
C6B H6B1 0.9500 . ?
C1C C2C 1.386(3) . ?
C1C C6C 1.398(3) . ?
C2C C3C 1.379(3) . ?
C2C H2C 0.9500 . ?
C3C C4C 1.392(4) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.383(4) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.377(3) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C1D C6D 1.392(3) . ?
C1D C2D 1.397(3) . ?
C2D C3D 1.392(4) . ?
C2D H2D 0.9500 . ?
C3D C4D 1.373(4) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.387(4) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.393(3) . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?

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
C4 Mn1 C3 87.58(10) . . ?
C4 Mn1 C5 90.54(11) . . ?
C3 Mn1 C5 90.52(11) . . ?
C4 Mn1 O5 176.75(9) . . ?
C3 Mn1 O5 92.59(9) . . ?
C5 Mn1 O5 92.70(9) . . ?
C4 Mn1 P1 94.53(9) . . ?
C3 Mn1 P1 91.30(8) . . ?
C5 Mn1 P1 174.68(7) . . ?
O5 Mn1 P1 82.22(6) . . ?
C4 Mn1 P2 95.72(8) . . ?
C3 Mn1 P2 176.55(8) . . ?
C5 Mn1 P2 88.45(8) . . ?
O5 Mn1 P2 84.17(5) . . ?
P1 Mn1 P2 89.44(5) . . ?
C1B P1 C1A 100.23(12) . . ?
C1B P1 C6 103.70(11) . . ?
C1A P1 C6 100.86(11) . . ?
C1B P1 Mn1 114.23(9) . . ?
C1A P1 Mn1 122.74(9) . . ?
C6 P1 Mn1 112.59(9) . . ?
C1C P2 C8 105.58(12) . . ?
C1C P2 C1D 102.43(11) . . ?
C8 P2 C1D 99.77(10) . . ?
C1C P2 Mn1 116.32(8) . . ?
C8 P2 Mn1 115.10(8) . . ?
C1D P2 Mn1 115.56(8) . . ?
C1 O5 Mn1 122.67(15) . . ?
O4 C1 O5 130.6(2) . . ?
O4 C1 C2 118.7(2) . . ?
O5 C1 C2 110.6(2) . . ?
F3 C2 F2 108.2(2) . . ?
F3 C2 F1 105.9(2) . . ?
F2 C2 F1 106.0(2) . . ?
F3 C2 C1 113.3(2) . . ?
F2 C2 C1 112.6(2) . . ?
F1 C2 C1 110.3(2) . . ?
O2 C3 Mn1 176.0(2) . . ?
O1 C4 Mn1 176.1(2) . . ?
O3 C5 Mn1 176.8(2) . . ?
C7 C6 P1 112.18(16) . . ?
C7 C6 H6A 109.2 . . ?
P1 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
P1 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C6 C7 C8 113.81(19) . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C7 C8 P2 116.21(15) . . ?
C7 C8 H8A 108.2 . . ?
P2 C8 H8A 108.2 . . ?
C7 C8 H8B 108.2 . . ?
P2 C8 H8B 108.2 . . ?
H8A C8 H8B 107.4 . . ?
C2A C1A C6A 118.9(2) . . ?
C2A C1A P1 122.07(19) . . ?
C6A C1A P1 118.95(19) . . ?
C1A C2A C3A 119.9(2) . . ?
C1A C2A H2A 120.1 . . ?
C3A C2A H2A 120.1 . . ?
C4A C3A C2A 120.5(3) . . ?
C4A C3A H3A 119.8 . . ?
C2A C3A H3A 119.8 . . ?
C5A C4A C3A 119.8(2) . . ?
C5A C4A H4A 120.1 . . ?
C3A C4A H4A 120.1 . . ?
C4A C5A C6A 119.8(3) . . ?
C4A C5A H5A 120.1 . . ?
C6A C5A H5A 120.1 . . ?
C5A C6A C1A 121.0(3) . . ?
C5A C6A H6A1 119.5 . . ?
C1A C6A H6A1 119.5 . . ?
C6B C1B C2B 118.9(2) . . ?
C6B C1B P1 121.95(18) . . ?
C2B C1B P1 119.18(19) . . ?
C3B C2B C1B 120.1(3) . . ?
C3B C2B H2B 119.9 . . ?
C1B C2B H2B 119.9 . . ?
C4B C3B C2B 120.2(3) . . ?
C4B C3B H3B 119.9 . . ?
C2B C3B H3B 119.9 . . ?
C3B C4B C5B 120.0(3) . . ?
C3B C4B H4B 120.0 . . ?
C5B C4B H4B 120.0 . . ?
C6B C5B C4B 120.2(3) . . ?
C6B C5B H5B 119.9 . . ?
C4B C5B H5B 119.9 . . ?
C5B C6B C1B 120.5(2) . . ?
C5B C6B H6B1 119.7 . . ?
C1B C6B H6B1 119.7 . . ?
C2C C1C C6C 119.0(2) . . ?
C2C C1C P2 123.32(18) . . ?
C6C C1C P2 117.64(18) . . ?
C3C C2C C1C 120.3(2) . . ?
C3C C2C H2C 119.9 . . ?
C1C C2C H2C 119.9 . . ?
C2C C3C C4C 120.5(2) . . ?
C2C C3C H3C 119.8 . . ?
C4C C3C H3C 119.8 . . ?
C5C C4C C3C 119.4(2) . . ?
C5C C4C H4C 120.3 . . ?
C3C C4C H4C 120.3 . . ?
C6C C5C C4C 120.2(2) . . ?
C6C C5C H5C 119.9 . . ?
C4C C5C H5C 119.9 . . ?
C5C C6C C1C 120.6(2) . . ?
C5C C6C H6C 119.7 . . ?
C1C C6C H6C 119.7 . . ?
C6D C1D C2D 118.4(2) . . ?
C6D C1D P2 118.77(18) . . ?
C2D C1D P2 122.83(18) . . ?
C3D C2D C1D 120.1(2) . . ?
C3D C2D H2D 119.9 . . ?
C1D C2D H2D 119.9 . . ?
C4D C3D C2D 121.2(2) . . ?
C4D C3D H3D 119.4 . . ?
C2D C3D H3D 119.4 . . ?
C3D C4D C5D 119.3(2) . . ?
C3D C4D H4D 120.3 . . ?
C5D C4D H4D 120.3 . . ?
C4D C5D C6D 120.1(2) . . ?
C4D C5D H5D 119.9 . . ?
C6D C5D H5D 119.9 . . ?
C1D C6D C5D 120.9(2) . . ?
C1D C6D H6D 119.5 . . ?
C5D C6D H6D 119.5 . . ?

_refine_diff_density_max         0.716
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.086

_shelxl_version_number           2013-3



