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# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_JU99

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H12 Mn0.50 N O14 P3 Zn3'
_chemical_formula_weight         638.66

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'
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'
Zn Zn 0.2839 1.4301 '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                   9.4416(9)
_cell_length_b                   9.5014(9)
_cell_length_c                   9.8153(9)
_cell_angle_alpha                107.922(2)
_cell_angle_beta                 91.314(2)
_cell_angle_gamma                92.350(2)
_cell_volume                     836.50(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.536
_exptl_crystal_F_000             629
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    4.990
_shelx_estimated_absorpt_T_min   0.368
_shelx_estimated_absorpt_T_max   0.406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6040
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5367
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.160
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3406
_reflns_number_gt                2749
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0595P)²+2.8937P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3406
_refine_ls_number_parameters     254
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1207
_refine_ls_wR_factor_gt          0.1129
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.084
_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 0.5000 0.0000 0.0000 0.0148(3) Uani 1 2 d S . P . .
Zn1 Zn 0.45555(7) 0.24328(7) 0.33921(8) 0.02388(19) Uani 1 1 d . . . . .
Zn2 Zn 0.37367(7) 0.31465(7) -0.06564(7) 0.02069(18) Uani 1 1 d . . . . .
Zn3 Zn 0.84458(7) 0.11405(8) 0.13662(8) 0.02542(19) Uani 1 1 d . . . . .
P1 P 0.62768(14) 0.36132(15) 0.13871(17) 0.0182(3) Uani 1 1 d . . . . .
P2 P 0.19856(14) 0.16639(16) 0.11864(17) 0.0194(3) Uani 1 1 d . . . . .
P3 P 0.65012(15) -0.01151(15) 0.31375(16) 0.0195(3) Uani 1 1 d . . . . .
O1 O 0.5283(4) 0.2407(4) 0.0313(4) 0.0218(9) Uani 1 1 d . . . . .
O2 O 0.2712(4) 0.0291(4) 0.0216(5) 0.0222(9) Uani 1 1 d . . . . .
O3 O 0.5421(4) 0.0557(4) 0.2322(5) 0.0229(9) Uani 1 1 d . . . . .
O4 O 0.2148(4) 0.2920(5) 0.0516(5) 0.0304(10) Uani 1 1 d . . . . .
O5 O 0.6359(5) 0.4965(5) 0.0909(5) 0.0371(12) Uani 1 1 d . . . . .
O6 O 0.6304(5) -0.1803(4) 0.2598(5) 0.0279(9) Uani 1 1 d . . . . .
O7 O 0.6178(5) 0.0405(5) 0.4738(5) 0.0318(10) Uani 1 1 d . . . . .
O8 O 0.4461(5) 0.3226(5) 0.5499(5) 0.0315(10) Uani 1 1 d . . . . .
O9 O 0.2655(4) 0.2130(5) 0.2691(5) 0.0331(10) Uani 1 1 d . . . . .
O10 O 0.5645(5) 0.3979(4) 0.2886(5) 0.0289(10) Uani 1 1 d . . . . .
O11 O 0.7746(4) 0.3026(4) 0.1425(5) 0.0277(10) Uani 1 1 d . . . . .
O12 O 0.0425(4) 0.1268(5) 0.1237(6) 0.0387(12) Uani 1 1 d . . . . .
O13 O 0.8003(4) 0.0413(5) 0.2966(5) 0.0287(10) Uani 1 1 d . . . . .
N1 N 0.1092(8) 0.7475(8) 0.3137(9) 0.068(2) Uani 1 1 d . U . . .
C1 C -0.0698(10) 0.6612(10) 0.4434(10) 0.072(3) Uani 1 1 d . U . . .
C2 C 0.1575(9) 0.5523(10) 0.4146(10) 0.068(3) Uani 1 1 d . U . . .
C4 C 0.2074(9) 0.6537(9) 0.3420(9) 0.054(2) Uani 1 1 d . U . . .
C5 C -0.0133(12) 0.7648(11) 0.3748(11) 0.082(3) Uani 1 1 d . U . . .
C6 C 0.1678(12) 0.8556(12) 0.2442(12) 0.084(4) Uani 1 1 d . U . . .
C3 C 0.0273(10) 0.5562(10) 0.4634(9) 0.079(3) Uani 1 1 d . U . . .
O1W O 0.0045(18) 0.4604(19) 0.107(2) 0.089(4) Uiso 0.493(12) 1 d . . P . .
O2W O -0.023(3) 0.379(3) -0.154(3) 0.089(4) Uiso 0.293(12) 1 d . . P . .
O3W O -0.018(4) 0.372(4) -0.022(5) 0.089(4) Uiso 0.214(13) 1 d . . 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
Mn1 O2 2.196(4) . ?
Mn1 O2 2.196(4) 2_655 ?
Mn1 O3 2.198(4) 2_655 ?
Mn1 O3 2.198(4) . ?
Mn1 O1 2.216(4) . ?
Mn1 O1 2.216(4) 2_655 ?
Zn1 O9 1.886(4) . ?
Zn1 O10 1.952(4) . ?
Zn1 O8 1.977(4) . ?
Zn1 O3 1.988(4) . ?
Zn2 O5 1.891(4) 2_665 ?
Zn2 O6 1.939(4) 2_655 ?
Zn2 O4 1.956(4) . ?
Zn2 O1 1.991(4) . ?
Zn3 O12 1.877(4) 1_655 ?
Zn3 O11 1.919(4) . ?
Zn3 O13 1.948(4) . ?
Zn3 O2 1.989(4) 2_655 ?
P1 O5 1.496(4) . ?
P1 O11 1.520(4) . ?
P1 O10 1.544(5) . ?
P1 O1 1.558(4) . ?
P2 O12 1.512(4) . ?
P2 O9 1.519(5) . ?
P2 O4 1.534(4) . ?
P2 O2 1.555(4) . ?
P3 O13 1.515(4) . ?
P3 O6 1.528(4) . ?
P3 O7 1.536(5) . ?
P3 O3 1.556(4) . ?
O2 Zn3 1.989(4) 2_655 ?
O5 Zn2 1.891(4) 2_665 ?
O6 Zn2 1.939(4) 2_655 ?
O12 Zn3 1.877(4) 1_455 ?
N1 C5 1.308(12) . ?
N1 C4 1.393(10) . ?
N1 C6 1.492(11) . ?
N1 O2W 1.81(3) 2_565 ?
C1 C3 1.437(12) . ?
C1 C5 1.445(13) . ?
C2 C3 1.327(13) . ?
C2 C4 1.434(12) . ?
C3 C3 1.538(19) 2_566 ?
O1W O3W 1.30(4) . ?
O1W O2W 1.45(3) 2_565 ?
O2W O3W 1.31(5) . ?
O2W O1W 1.45(3) 2_565 ?
O2W N1 1.81(3) 2_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
O2 Mn1 O2 180.0(2) . 2_655 ?
O2 Mn1 O3 86.40(15) . 2_655 ?
O2 Mn1 O3 93.60(15) 2_655 2_655 ?
O2 Mn1 O3 93.61(15) . . ?
O2 Mn1 O3 86.40(15) 2_655 . ?
O3 Mn1 O3 180.0 2_655 . ?
O2 Mn1 O1 88.15(14) . . ?
O2 Mn1 O1 91.85(14) 2_655 . ?
O3 Mn1 O1 93.58(15) 2_655 . ?
O3 Mn1 O1 86.42(15) . . ?
O2 Mn1 O1 91.85(14) . 2_655 ?
O2 Mn1 O1 88.15(14) 2_655 2_655 ?
O3 Mn1 O1 86.42(15) 2_655 2_655 ?
O3 Mn1 O1 93.57(15) . 2_655 ?
O1 Mn1 O1 180.0 . 2_655 ?
O9 Zn1 O10 114.8(2) . . ?
O9 Zn1 O8 105.56(19) . . ?
O10 Zn1 O8 103.62(18) . . ?
O9 Zn1 O3 103.15(18) . . ?
O10 Zn1 O3 104.82(17) . . ?
O8 Zn1 O3 125.49(18) . . ?
O5 Zn2 O6 103.66(19) 2_665 2_655 ?
O5 Zn2 O4 107.05(19) 2_665 . ?
O6 Zn2 O4 116.3(2) 2_655 . ?
O5 Zn2 O1 127.81(19) 2_665 . ?
O6 Zn2 O1 103.03(17) 2_655 . ?
O4 Zn2 O1 99.89(18) . . ?
O12 Zn3 O11 107.70(19) 1_655 . ?
O12 Zn3 O13 108.53(19) 1_655 . ?
O11 Zn3 O13 116.88(19) . . ?
O12 Zn3 O2 119.4(2) 1_655 2_655 ?
O11 Zn3 O2 103.65(17) . 2_655 ?
O13 Zn3 O2 101.09(18) . 2_655 ?
O5 P1 O11 110.0(3) . . ?
O5 P1 O10 110.3(3) . . ?
O11 P1 O10 109.9(3) . . ?
O5 P1 O1 108.9(3) . . ?
O11 P1 O1 109.5(2) . . ?
O10 P1 O1 108.3(2) . . ?
O12 P2 O9 109.7(3) . . ?
O12 P2 O4 108.9(3) . . ?
O9 P2 O4 110.8(3) . . ?
O12 P2 O2 108.8(3) . . ?
O9 P2 O2 110.2(2) . . ?
O4 P2 O2 108.3(2) . . ?
O13 P3 O6 112.0(3) . . ?
O13 P3 O7 108.5(3) . . ?
O6 P3 O7 108.0(2) . . ?
O13 P3 O3 110.6(2) . . ?
O6 P3 O3 109.1(2) . . ?
O7 P3 O3 108.5(2) . . ?
P1 O1 Zn2 116.1(2) . . ?
P1 O1 Mn1 130.3(2) . . ?
Zn2 O1 Mn1 112.27(18) . . ?
P2 O2 Zn3 118.2(2) . 2_655 ?
P2 O2 Mn1 126.9(2) . . ?
Zn3 O2 Mn1 112.88(18) 2_655 . ?
P3 O3 Zn1 118.4(2) . . ?
P3 O3 Mn1 128.7(2) . . ?
Zn1 O3 Mn1 111.66(17) . . ?
P2 O4 Zn2 123.6(2) . . ?
P1 O5 Zn2 168.1(3) . 2_665 ?
P3 O6 Zn2 129.8(3) . 2_655 ?
P2 O9 Zn1 132.7(3) . . ?
P1 O10 Zn1 119.1(2) . . ?
P1 O11 Zn3 134.4(2) . . ?
P2 O12 Zn3 169.7(3) . 1_455 ?
P3 O13 Zn3 120.2(2) . . ?
C5 N1 C4 121.7(8) . . ?
C5 N1 C6 121.4(8) . . ?
C4 N1 C6 114.9(8) . . ?
C5 N1 O2W 89.4(11) . 2_565 ?
C4 N1 O2W 98.9(11) . 2_565 ?
C6 N1 O2W 96.5(11) . 2_565 ?
C3 C1 C5 115.5(8) . . ?
C3 C2 C4 121.6(8) . . ?
N1 C4 C2 116.9(8) . . ?
N1 C5 C1 121.5(8) . . ?
C2 C3 C1 120.9(9) . . ?
C2 C3 C3 121.3(11) . 2_566 ?
C1 C3 C3 117.7(11) . 2_566 ?
O3W O1W O2W 128(2) . 2_565 ?
O3W O2W O1W 93(3) . 2_565 ?
O3W O2W N1 129(3) . 2_565 ?
O1W O2W N1 131(2) 2_565 2_565 ?
O1W O3W O2W 139(4) . . ?

_refine_diff_density_max         1.189
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.159

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1000787'
