# 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_y
_database_code_depnum_ccdc_archive 'CCDC 1010176'
_audit_update_record             
;
2014-06-25 deposited with the CCDC.
2015-02-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H10 Mn4 N4 O16 P4'
_chemical_formula_weight         713.80
_chemical_absolute_configuration unk

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P4(2)

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

_cell_length_a                   14.9580(18)
_cell_length_b                   14.9580(18)
_cell_length_c                   9.050(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2024.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4679
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      28.25

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    2.839
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5256
_exptl_absorpt_correction_T_max  0.6290
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 5.0cm
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14963
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         28.28
_reflns_number_total             4995
_reflns_number_gt                4417
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0342P)²+3.2696P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.47(3)
_refine_ls_number_reflns         4995
_refine_ls_number_parameters     311
_refine_ls_number_restraints     58
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0913
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.50589(5) 0.36823(5) 0.57369(7) 0.0177(2) Uani 1 1 d . . .
Mn2 Mn 0.62836(6) 0.00618(6) 0.37762(8) 0.0211(2) Uani 1 1 d . . .
Mn3 Mn 0.98546(5) 0.12389(6) 0.55507(8) 0.0191(2) Uani 1 1 d . . .
Mn4 Mn 0.12751(6) 0.51370(6) 0.38196(9) 0.0235(2) Uani 1 1 d . . .
P1 P 0.34618(10) 0.48575(9) 0.43652(17) 0.0169(3) Uani 1 1 d . . .
P2 P 0.49504(10) 0.15023(10) 0.51818(17) 0.0200(3) Uani 1 1 d . . .
P3 P 0.84789(10) -0.00207(10) 0.41957(17) 0.0186(3) Uani 1 1 d . . .
P4 P 0.65514(10) 0.01171(10) 0.01161(18) 0.0206(3) Uani 1 1 d . . .
O1 O 0.3805(2) 0.4141(2) 0.5448(5) 0.0284(8) Uani 1 1 d . . .
O2 O 0.4007(3) 0.5706(2) 0.4512(6) 0.0456(11) Uani 1 1 d . . .
O3 O 0.3526(3) 0.4471(3) 0.2821(6) 0.0324(10) Uani 1 1 d U . .
O4 O 0.2494(2) 0.5062(2) 0.4775(5) 0.0323(9) Uani 1 1 d . . .
O5 O 0.5096(2) 0.2469(2) 0.4667(6) 0.0297(8) Uani 1 1 d . . .
O6 O 0.5858(3) 0.1037(3) 0.5188(5) 0.0474(12) Uani 1 1 d . . .
O7 O 0.4510(3) 0.1474(3) 0.6698(4) 0.0273(9) Uani 1 1 d . . .
O8 O 0.4338(4) 0.1106(3) 0.4007(6) 0.0698(18) Uani 1 1 d . . .
O9 O 0.7507(2) -0.0096(3) 0.4714(6) 0.0343(9) Uani 1 1 d . . .
O10 O 0.8744(3) 0.0968(2) 0.4191(6) 0.0385(9) Uani 1 1 d . . .
O11 O 0.8588(3) -0.0473(3) 0.2700(6) 0.0354(11) Uani 1 1 d U . .
O12 O 0.9043(2) -0.0483(3) 0.5374(5) 0.0354(9) Uani 1 1 d . . .
O13 O 0.6424(3) 0.0480(3) 0.1673(4) 0.0289(10) Uani 1 1 d . . .
O14 O 0.6058(3) 0.0698(4) -0.0984(6) 0.0711(18) Uani 1 1 d . . .
O15 O 0.7537(2) 0.0188(3) -0.0356(6) 0.0346(9) Uani 1 1 d . . .
O16 O 0.6246(3) -0.0852(3) -0.0026(6) 0.0562(14) Uani 1 1 d . . .
N1 N 0.3776(3) 0.2576(3) 0.2221(6) 0.0272(10) Uani 1 1 d D . .
N2 N 0.1268(3) 0.2509(3) 0.2123(6) 0.0266(10) Uani 1 1 d D . .
C1 C 0.2871(5) 0.2557(5) 0.1571(9) 0.029(2) Uani 0.629(13) 1 d PDU A 1
C2 C 0.2182(5) 0.2545(5) 0.2760(9) 0.033(2) Uani 0.690(13) 1 d PDU A 1
C1' C 0.2834(9) 0.2393(9) 0.2790(16) 0.032(3) Uani 0.371(13) 1 d PDU A 2
C2' C 0.2202(11) 0.2530(10) 0.1627(17) 0.024(3) Uani 0.310(13) 1 d PDU A 2
N3 N 0.8772(3) 0.2469(3) 0.2197(7) 0.0361(13) Uani 1 1 d D B 2
H3A H 0.8844 0.2973 0.2707 0.054 Uiso 1 1 calc R B 2
H3B H 0.9164 0.2452 0.1458 0.054 Uiso 1 1 calc R B 2
H3C H 0.8860 0.2003 0.2790 0.054 Uiso 1 1 calc R B 2
N4 N 0.6277(3) 0.2398(3) 0.2319(7) 0.0304(12) Uani 1 1 d D B 2
H4A H 0.6176 0.2805 0.1621 0.046 Uiso 1 1 calc R B 2
H4B H 0.5889 0.2474 0.3055 0.046 Uiso 1 1 calc R B 2
H4C H 0.6211 0.1853 0.1939 0.046 Uiso 1 1 calc R B 2
C3 C 0.7863(3) 0.2435(3) 0.1600(6) 0.0230(9) Uani 1 1 d D B 2
H3D H 0.7774 0.1879 0.1068 0.028 Uiso 1 1 calc R B 2
H3E H 0.7772 0.2926 0.0917 0.028 Uiso 1 1 calc R B 2
C4 C 0.7192(3) 0.2501(3) 0.2885(6) 0.0226(9) Uani 1 1 d D B 2
H4D H 0.7317 0.2038 0.3606 0.027 Uiso 1 1 calc R B 2
H4E H 0.7253 0.3076 0.3369 0.027 Uiso 1 1 calc R B 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 O2 2.004(4) 3_665 ?
Mn1 O1 2.014(3) . ?
Mn1 O3 2.026(5) 2_655 ?
Mn1 O5 2.058(4) . ?
Mn2 O8 1.990(4) 3_655 ?
Mn2 O13 2.014(4) . ?
Mn2 O9 2.032(4) . ?
Mn2 O6 2.041(4) . ?
Mn3 O12 2.005(3) 3_755 ?
Mn3 O11 2.023(5) 4_665 ?
Mn3 O15 2.068(4) 4_665 ?
Mn3 O10 2.107(4) . ?
Mn4 O14 1.993(4) 4_565 ?
Mn4 O7 2.013(4) 4_564 ?
Mn4 O4 2.021(4) . ?
Mn4 O16 2.060(4) 2 ?
P1 O2 1.514(4) . ?
P1 O3 1.516(5) . ?
P1 O4 1.525(4) . ?
P1 O1 1.540(4) . ?
P2 O7 1.523(4) . ?
P2 O8 1.524(5) . ?
P2 O6 1.525(4) . ?
P2 O5 1.534(4) . ?
P3 O11 1.522(6) . ?
P3 O12 1.526(4) . ?
P3 O9 1.531(4) . ?
P3 O10 1.531(4) . ?
P4 O14 1.514(5) . ?
P4 O13 1.522(4) . ?
P4 O16 1.526(4) . ?
P4 O15 1.538(4) . ?
O2 Mn1 2.004(4) 3_665 ?
O3 Mn1 2.026(5) 4_564 ?
O7 Mn4 2.013(4) 2_655 ?
O8 Mn2 1.989(4) 3_655 ?
O11 Mn3 2.023(5) 2_644 ?
O12 Mn3 2.005(3) 3_755 ?
O14 Mn4 1.993(4) 2_654 ?
O15 Mn3 2.068(4) 2_644 ?
O16 Mn4 2.060(4) 4_554 ?
N1 C1 1.477(8) . ?
N1 C1' 1.525(14) . ?
N2 C2' 1.468(16) . ?
N2 C2 1.485(8) . ?
C1 C2 1.489(10) . ?
C1' C2' 1.43(2) . ?
N3 C3 1.463(6) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N4 C4 1.470(6) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?
C3 C4 1.539(6) . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C4 H4D 0.9700 . ?
C4 H4E 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mn1 O1 114.90(17) 3_665 . ?
O2 Mn1 O3 109.0(2) 3_665 2_655 ?
O1 Mn1 O3 118.92(17) . 2_655 ?
O2 Mn1 O5 97.11(17) 3_665 . ?
O1 Mn1 O5 105.36(15) . . ?
O3 Mn1 O5 109.07(18) 2_655 . ?
O8 Mn2 O13 114.9(2) 3_655 . ?
O8 Mn2 O9 106.0(2) 3_655 . ?
O13 Mn2 O9 109.69(19) . . ?
O8 Mn2 O6 114.6(2) 3_655 . ?
O13 Mn2 O6 113.69(17) . . ?
O9 Mn2 O6 95.88(19) . . ?
O12 Mn3 O11 110.34(18) 3_755 4_665 ?
O12 Mn3 O15 105.64(17) 3_755 4_665 ?
O11 Mn3 O15 109.07(19) 4_665 4_665 ?
O12 Mn3 O10 119.58(16) 3_755 . ?
O11 Mn3 O10 113.3(2) 4_665 . ?
O15 Mn3 O10 97.38(18) 4_665 . ?
O14 Mn4 O7 112.6(2) 4_565 4_564 ?
O14 Mn4 O4 107.6(2) 4_565 . ?
O7 Mn4 O4 106.80(18) 4_564 . ?
O14 Mn4 O16 123.0(2) 4_565 2 ?
O7 Mn4 O16 108.51(19) 4_564 2 ?
O4 Mn4 O16 96.03(18) . 2 ?
O2 P1 O3 111.5(3) . . ?
O2 P1 O4 108.8(2) . . ?
O3 P1 O4 111.1(3) . . ?
O2 P1 O1 110.3(2) . . ?
O3 P1 O1 107.5(2) . . ?
O4 P1 O1 107.5(2) . . ?
O7 P2 O8 111.0(3) . . ?
O7 P2 O6 111.7(3) . . ?
O8 P2 O6 111.1(3) . . ?
O7 P2 O5 111.2(3) . . ?
O8 P2 O5 103.9(3) . . ?
O6 P2 O5 107.7(2) . . ?
O11 P3 O12 111.1(2) . . ?
O11 P3 O9 110.0(3) . . ?
O12 P3 O9 106.1(2) . . ?
O11 P3 O10 113.5(3) . . ?
O12 P3 O10 107.3(2) . . ?
O9 P3 O10 108.5(2) . . ?
O14 P4 O13 110.1(3) . . ?
O14 P4 O16 110.1(3) . . ?
O13 P4 O16 112.3(3) . . ?
O14 P4 O15 104.2(3) . . ?
O13 P4 O15 110.7(3) . . ?
O16 P4 O15 109.2(3) . . ?
P1 O1 Mn1 129.1(2) . . ?
P1 O2 Mn1 143.8(3) . 3_665 ?
P1 O3 Mn1 137.1(3) . 4_564 ?
P1 O4 Mn4 139.8(3) . . ?
P2 O5 Mn1 133.2(3) . . ?
P2 O6 Mn2 126.9(3) . . ?
P2 O7 Mn4 138.6(2) . 2_655 ?
P2 O8 Mn2 134.1(3) . 3_655 ?
P3 O9 Mn2 135.9(3) . . ?
P3 O10 Mn3 112.8(2) . . ?
P3 O11 Mn3 139.6(3) . 2_644 ?
P3 O12 Mn3 140.0(3) . 3_755 ?
P4 O13 Mn2 141.0(3) . . ?
P4 O14 Mn4 138.1(3) . 2_654 ?
P4 O15 Mn3 136.2(3) . 2_644 ?
P4 O16 Mn4 125.1(3) . 4_554 ?
C1 N1 C1' 44.3(6) . . ?
C2' N2 C2 40.7(7) . . ?
N1 C1 C2 110.3(6) . . ?
N2 C2 C1 110.9(6) . . ?
C2' C1' N1 109.7(11) . . ?
C1' C2' N2 113.6(11) . . ?
C3 N3 H3A 109.5 . . ?
C3 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
C3 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C4 N4 H4A 109.5 . . ?
C4 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C4 N4 H4C 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
N3 C3 C4 108.9(5) . . ?
N3 C3 H3D 109.9 . . ?
C4 C3 H3D 109.9 . . ?
N3 C3 H3E 109.9 . . ?
C4 C3 H3E 109.9 . . ?
H3D C3 H3E 108.3 . . ?
N4 C4 C3 109.7(4) . . ?
N4 C4 H4D 109.7 . . ?
C3 C4 H4D 109.7 . . ?
N4 C4 H4E 109.7 . . ?
C3 C4 H4E 109.7 . . ?
H4D C4 H4E 108.2 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.432
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.098
