# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

data_added_by_encifer
# Electronic Supplementary Material (ESI) for Chemical Communications 

_journal_name_full               'Chemical Communications'

_journal_coden_Cambridge         ?
_publ_contact_author_name        'Prof Xiao-Ying Huang'
_publ_contact_author_address     
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
_publ_contact_author_email       xyhuang@fjirsm.ac.cn
_publ_contact_author_phone       86-59183793727
_publ_contact_author_fax         86-59183793727

loop_
_publ_author_name
_publ_author_address
'Cheng-Feng Du'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Wangl-Liang Wu'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Mei-Ling Feng'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
'Jian-Rong Li'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
'Guo-Dong Zou'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Ke-Zhao Du'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;
'Lun-Hui Guan'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;
'Xiao-Ying Huang'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;

_publ_section_title              
;
Assembly and structural evolution of organic-decorated manganese selenidostannates: 
A new cathode material for lithium ion batteries
;

data_compound-1

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H16 Mn N4 Se3 Sn'
_chemical_formula_sum            'C4 H16 Mn N4 Se3 Sn'
_chemical_formula_weight         530.72

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'
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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           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                   9.4565(4)
_cell_length_b                   11.2896(4)
_cell_length_c                   12.7937(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.765(4)
_cell_angle_gamma                90
_cell_volume                     1326.63(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1920
_cell_measurement_theta_min      2.4187
_cell_measurement_theta_max      28.8753

_exptl_crystal_description       rod-like
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.657
_exptl_crystal_F_000             980
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    11.034
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.53810
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.2083
_diffrn_reflns_number            5890
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.424
_diffrn_reflns_theta_max         26.731
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2805
_reflns_number_gt                2266
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'DIAMOND. Version 3.0. Crystal Impact'
_computing_publication_material  'Windows Word 2003'

_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)+(0.0198P)²]
 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         2805
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0555
_refine_ls_wR_factor_gt          0.0507
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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
Sn1 Sn 0.91317(3) 0.53001(3) 0.10202(2) 0.02098(9) Uani 1 1 d . . . . .
Se2 Se 1.06983(5) 0.35254(4) 0.06773(4) 0.02753(13) Uani 1 1 d . . . . .
Se1 Se 0.67259(5) 0.43126(4) 0.08445(4) 0.02355(12) Uani 1 1 d . . . . .
Se3 Se 1.00846(6) 0.65351(5) 0.25918(4) 0.04041(15) Uani 1 1 d . . . . .
Mn1 Mn 0.49159(7) 0.59782(6) 0.12796(5) 0.02483(17) Uani 1 1 d . . . . .
N4 N 0.6340(4) 0.6235(3) 0.3000(3) 0.0326(10) Uani 1 1 d . . . . .
H4A H 0.7361 0.6278 0.2990 0.039 Uiso 1 1 calc R U . . .
H4B H 0.6073 0.6958 0.3315 0.039 Uiso 1 1 calc R U . . .
N2 N 0.3396(4) 0.7510(3) 0.1405(3) 0.0353(10) Uani 1 1 d . . . . .
H2A H 0.2397 0.7297 0.1069 0.042 Uiso 1 1 calc R U . . .
H2B H 0.3459 0.7699 0.2154 0.042 Uiso 1 1 calc R U . . .
N1 N 0.6074(4) 0.7536(3) 0.0726(3) 0.0369(10) Uani 1 1 d . . . . .
H1A H 0.7109 0.7498 0.1055 0.044 Uiso 1 1 calc R U . . .
H1B H 0.5940 0.7512 -0.0049 0.044 Uiso 1 1 calc R U . . .
N3 N 0.3847(4) 0.4769(4) 0.2266(3) 0.0388(11) Uani 1 1 d . . . . .
H3A H 0.2808 0.4919 0.2096 0.047 Uiso 1 1 calc R U . . .
H3B H 0.3996 0.3951 0.2086 0.047 Uiso 1 1 calc R U . . .
C3 C 0.4457(5) 0.4961(5) 0.3419(4) 0.0408(14) Uani 1 1 d . . . . .
H3C H 0.4283 0.4268 0.3819 0.049 Uiso 1 1 calc R U . . .
H3D H 0.3982 0.5633 0.3662 0.049 Uiso 1 1 calc R U . . .
C4 C 0.6063(5) 0.5187(5) 0.3622(4) 0.0422(14) Uani 1 1 d . . . . .
H4C H 0.6461 0.5325 0.4384 0.051 Uiso 1 1 calc R U . . .
H4D H 0.6542 0.4499 0.3411 0.051 Uiso 1 1 calc R U . . .
C2 C 0.3843(6) 0.8538(5) 0.0853(5) 0.0507(16) Uani 1 1 d . . . . .
H2C H 0.3467 0.9255 0.1105 0.061 Uiso 1 1 calc R U . . .
H2D H 0.3423 0.8471 0.0086 0.061 Uiso 1 1 calc R U . . .
C1 C 0.5459(6) 0.8633(4) 0.1044(5) 0.0474(15) Uani 1 1 d . . . . .
H1C H 0.5705 0.9290 0.0632 0.057 Uiso 1 1 calc R U . . .
H1D H 0.5876 0.8787 0.1800 0.057 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.01808(16) 0.02301(17) 0.02176(18) 0.00038(13) 0.00453(13) -0.00064(14)
Se2 0.0276(3) 0.0248(3) 0.0316(3) 0.0094(2) 0.0099(2) 0.0068(2)
Se1 0.0183(2) 0.0276(3) 0.0249(3) -0.0045(2) 0.0055(2) -0.0022(2)
Se3 0.0479(3) 0.0395(3) 0.0322(3) -0.0105(2) 0.0062(3) -0.0159(3)
Mn1 0.0250(4) 0.0252(4) 0.0246(4) -0.0016(3) 0.0064(3) 0.0002(3)
N4 0.028(2) 0.037(2) 0.035(2) -0.006(2) 0.0109(19) -0.006(2)
N2 0.031(2) 0.037(2) 0.038(3) -0.009(2) 0.007(2) 0.006(2)
N1 0.034(2) 0.032(2) 0.047(3) 0.001(2) 0.014(2) 0.001(2)
N3 0.032(2) 0.049(3) 0.034(3) -0.001(2) 0.004(2) -0.012(2)
C3 0.040(3) 0.056(4) 0.030(3) -0.004(3) 0.015(3) -0.014(3)
C4 0.038(3) 0.063(4) 0.022(3) 0.004(3) 0.002(2) -0.008(3)
C2 0.040(3) 0.030(3) 0.073(4) -0.004(3) -0.004(3) 0.009(3)
C1 0.046(3) 0.028(3) 0.065(4) -0.001(3) 0.008(3) 0.003(3)

_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
Sn1 Se3 2.4365(6) . ?
Sn1 Se1 2.4952(5) . ?
Sn1 Se2 2.5820(5) 3_765 ?
Sn1 Se2 2.5905(5) . ?
Se2 Sn1 2.5820(5) 3_765 ?
Se1 Mn1 2.6887(8) . ?
Se1 Mn1 2.8098(8) 3_665 ?
Mn1 N3 2.255(4) . ?
Mn1 N1 2.272(4) . ?
Mn1 N2 2.279(4) . ?
Mn1 N4 2.309(4) . ?
Mn1 Se1 2.8098(8) 3_665 ?
N4 C4 1.483(6) . ?
N4 H4A 0.9700 . ?
N4 H4B 0.9700 . ?
N2 C2 1.472(6) . ?
N2 H2A 0.9700 . ?
N2 H2B 0.9700 . ?
N1 C1 1.466(6) . ?
N1 H1A 0.9700 . ?
N1 H1B 0.9700 . ?
N3 C3 1.466(6) . ?
N3 H3A 0.9700 . ?
N3 H3B 0.9700 . ?
C3 C4 1.501(6) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
C2 C1 1.492(7) . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C1 H1C 0.9700 . ?
C1 H1D 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
Se3 Sn1 Se1 118.70(2) . . ?
Se3 Sn1 Se2 108.39(2) . 3_765 ?
Se1 Sn1 Se2 113.053(19) . 3_765 ?
Se3 Sn1 Se2 117.92(2) . . ?
Se1 Sn1 Se2 100.662(18) . . ?
Se2 Sn1 Se2 95.865(16) 3_765 . ?
Sn1 Se2 Sn1 84.135(16) 3_765 . ?
Sn1 Se1 Mn1 106.29(2) . . ?
Sn1 Se1 Mn1 114.93(2) . 3_665 ?
Mn1 Se1 Mn1 92.84(2) . 3_665 ?
N3 Mn1 N1 163.03(15) . . ?
N3 Mn1 N2 92.64(15) . . ?
N1 Mn1 N2 78.07(14) . . ?
N3 Mn1 N4 77.29(14) . . ?
N1 Mn1 N4 89.13(14) . . ?
N2 Mn1 N4 94.16(14) . . ?
N3 Mn1 Se1 94.85(11) . . ?
N1 Mn1 Se1 95.68(10) . . ?
N2 Mn1 Se1 171.36(10) . . ?
N4 Mn1 Se1 91.68(10) . . ?
N3 Mn1 Se1 104.62(10) . 3_665 ?
N1 Mn1 Se1 89.16(11) . 3_665 ?
N2 Mn1 Se1 86.79(10) . 3_665 ?
N4 Mn1 Se1 177.84(9) . 3_665 ?
Se1 Mn1 Se1 87.16(2) . 3_665 ?
C4 N4 Mn1 105.9(3) . . ?
C4 N4 H4A 110.6 . . ?
Mn1 N4 H4A 110.6 . . ?
C4 N4 H4B 110.6 . . ?
Mn1 N4 H4B 110.6 . . ?
H4A N4 H4B 108.7 . . ?
C2 N2 Mn1 107.8(3) . . ?
C2 N2 H2A 110.1 . . ?
Mn1 N2 H2A 110.1 . . ?
C2 N2 H2B 110.1 . . ?
Mn1 N2 H2B 110.1 . . ?
H2A N2 H2B 108.5 . . ?
C1 N1 Mn1 108.4(3) . . ?
C1 N1 H1A 110.0 . . ?
Mn1 N1 H1A 110.0 . . ?
C1 N1 H1B 110.0 . . ?
Mn1 N1 H1B 110.0 . . ?
H1A N1 H1B 108.4 . . ?
C3 N3 Mn1 110.6(3) . . ?
C3 N3 H3A 109.5 . . ?
Mn1 N3 H3A 109.5 . . ?
C3 N3 H3B 109.5 . . ?
Mn1 N3 H3B 109.5 . . ?
H3A N3 H3B 108.1 . . ?
N3 C3 C4 109.8(4) . . ?
N3 C3 H3C 109.7 . . ?
C4 C3 H3C 109.7 . . ?
N3 C3 H3D 109.7 . . ?
C4 C3 H3D 109.7 . . ?
H3C C3 H3D 108.2 . . ?
N4 C4 C3 110.1(4) . . ?
N4 C4 H4C 109.6 . . ?
C3 C4 H4C 109.6 . . ?
N4 C4 H4D 109.6 . . ?
C3 C4 H4D 109.6 . . ?
H4C C4 H4D 108.2 . . ?
N2 C2 C1 112.2(4) . . ?
N2 C2 H2C 109.2 . . ?
C1 C2 H2C 109.2 . . ?
N2 C2 H2D 109.2 . . ?
C1 C2 H2D 109.2 . . ?
H2C C2 H2D 107.9 . . ?
N1 C1 C2 110.6(4) . . ?
N1 C1 H1C 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C1 H1D 109.5 . . ?
C2 C1 H1D 109.5 . . ?
H1C C1 H1D 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 N3 C3 C4 -37.8(5) . . . . ?
Mn1 N4 C4 C3 -46.9(4) . . . . ?
N3 C3 C4 N4 58.5(6) . . . . ?
Mn1 N2 C2 C1 -38.7(5) . . . . ?
Mn1 N1 C1 C2 -41.4(5) . . . . ?
N2 C2 C1 N1 55.8(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4A Se3 0.97 2.76 3.716(4) 169.8 .
N4 H4B Se2 0.97 2.94 3.850(4) 157.1 2_655
N2 H2B Se2 0.97 2.85 3.803(4) 165.8 2_655
N1 H1B Se3 0.97 3.12 4.034(4) 156.8 4_575
N3 H3A Se2 0.97 2.83 3.477(4) 124.6 1_455
N3 H3B Se3 0.97 2.86 3.781(4) 158.3 2_645

_refine_diff_density_max         0.602
_refine_diff_density_min         -0.688
_refine_diff_density_rms         0.142
_database_code_depnum_ccdc_archive 'CCDC 968733'
data_added_by_encifer
# Electronic Supplementary Material (ESI) for Chemical Communications 

_journal_name_full               'Chemical Communications'

_journal_coden_Cambridge         ?
_publ_contact_author_name        'Prof Xiao-Ying Huang'
_publ_contact_author_address     
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
_publ_contact_author_email       xyhuang@fjirsm.ac.cn
_publ_contact_author_phone       86-59183793727
_publ_contact_author_fax         86-59183793727

loop_
_publ_author_name
_publ_author_address
'Cheng-Feng Du'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Wangl-Liang Wu'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Mei-Ling Feng'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
'Jian-Rong Li'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
'Guo-Dong Zou'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Ke-Zhao Du'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;
'Lun-Hui Guan'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;
'Xiao-Ying Huang'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;

_publ_section_title              
;
Assembly and structural evolution of organic-decorated manganese selenidostannates: 
A new cathode material for lithium ion batteries
;

#===END

data_compound-2

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C2 H8 Mn N2 Se3 Sn'
_chemical_formula_sum            'C2 H8 Mn N2 Se3 Sn'
_chemical_formula_weight         470.61

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'
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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.9290(5)
_cell_length_b                   7.5261(2)
_cell_length_c                   19.2572(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2018.75(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1831
_cell_measurement_theta_min      2.5664
_cell_measurement_theta_max      29.1377

_exptl_crystal_description       sheet-like
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.097
_exptl_crystal_F_000             1688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    14.475
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.40630
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.2083
_diffrn_reflns_number            5652
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.572
_diffrn_reflns_theta_max         26.730
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2130
_reflns_number_gt                1709
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'DIAMOND. Version 3.0. Crystal Impact'
_computing_publication_material  'Windows Word 2003'

_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)+(0.0666P)²+18.3460P]
 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         2130
_refine_ls_number_parameters     119
_refine_ls_number_restraints     194
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1338
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.047
_refine_ls_shift/su_mean         0.005

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Sn1 Sn 0.71561(4) 0.32484(7) 0.60508(3) 0.0243(2) Uani 1 1 d . . . . .
Se1 Se 0.53965(7) 0.33215(12) 0.57871(6) 0.0352(3) Uani 1 1 d . . . . .
Se3 Se 0.75763(7) 0.57083(10) 0.69138(5) 0.0321(3) Uani 1 1 d . . . . .
Se2 Se 0.83115(8) 0.3029(2) 0.50844(7) 0.0639(4) Uani 1 1 d . . . . .
Mn1 Mn 0.49011(12) 0.3249(2) 0.43883(11) 0.0496(5) Uani 1 1 d D . . . .
N1 N 0.4933(15) 0.281(4) 0.3200(9) 0.092(5) Uani 0.536(13) 1 d D U P A 1
H1A H 0.4312 0.2464 0.3018 0.110 Uiso 0.536(13) 1 calc R U P A 1
H1B H 0.5166 0.3850 0.2953 0.110 Uiso 0.536(13) 1 calc R U P A 1
N2 N 0.6364(13) 0.313(3) 0.4076(11) 0.085(5) Uani 0.536(13) 1 d D U P A 1
H2A H 0.6584 0.4337 0.3990 0.102 Uiso 0.536(13) 1 calc R U P A 1
H2B H 0.6737 0.2665 0.4460 0.102 Uiso 0.536(13) 1 calc R U P A 1
N1B N 0.4621(15) 0.163(4) 0.3398(11) 0.085(5) Uani 0.464(13) 1 d D U P A 2
H1B1 H 0.4393 0.0459 0.3528 0.102 Uiso 0.464(13) 1 calc R U P A 2
H1B2 H 0.4117 0.2206 0.3133 0.102 Uiso 0.464(13) 1 calc R U P A 2
N2B N 0.590(2) 0.119(4) 0.4155(10) 0.091(5) Uani 0.464(13) 1 d D U P A 2
H2B1 H 0.6460 0.1420 0.4438 0.109 Uiso 0.464(13) 1 calc R U P A 2
H2B2 H 0.5616 0.0100 0.4334 0.109 Uiso 0.464(13) 1 calc R U P A 2
C1 C 0.5613(16) 0.137(3) 0.3190(15) 0.093(5) Uani 0.536(13) 1 d D U P A 1
H1C H 0.5698 0.0939 0.2720 0.112 Uiso 0.536(13) 1 calc R U P A 1
H1D H 0.5386 0.0401 0.3477 0.112 Uiso 0.536(13) 1 calc R U P A 1
C2 C 0.6563(12) 0.209(4) 0.3472(12) 0.088(5) Uani 0.536(13) 1 d D U P A 1
H2C H 0.6985 0.1109 0.3592 0.105 Uiso 0.536(13) 1 calc R U P A 1
H2D H 0.6878 0.2810 0.3123 0.105 Uiso 0.536(13) 1 calc R U P A 1
C1B C 0.5462(19) 0.144(6) 0.2961(9) 0.088(5) Uani 0.464(13) 1 d D U P A 2
H1B3 H 0.5642 0.2569 0.2757 0.106 Uiso 0.464(13) 1 calc R U P A 2
H1B4 H 0.5346 0.0589 0.2592 0.106 Uiso 0.464(13) 1 calc R U P A 2
C2B C 0.6258(16) 0.076(5) 0.3464(11) 0.083(5) Uani 0.464(13) 1 d D U P A 2
H2B3 H 0.6350 -0.0515 0.3414 0.100 Uiso 0.464(13) 1 calc R U P A 2
H2B4 H 0.6863 0.1352 0.3376 0.100 Uiso 0.464(13) 1 calc R U P A 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.0212(3) 0.0197(3) 0.0320(4) -0.0007(2) 0.0018(2) 0.0025(2)
Se1 0.0202(4) 0.0428(5) 0.0426(6) -0.0028(4) 0.0010(4) -0.0069(4)
Se3 0.0419(5) 0.0210(4) 0.0334(5) -0.0003(3) 0.0055(4) -0.0042(4)
Se2 0.0347(6) 0.1060(12) 0.0511(8) -0.0078(7) 0.0146(6) 0.0194(6)
Mn1 0.0372(9) 0.0437(9) 0.0679(13) -0.0219(8) -0.0102(9) 0.0144(7)
N1 0.076(8) 0.130(9) 0.069(8) -0.020(8) 0.010(8) 0.026(8)
N2 0.068(7) 0.120(8) 0.067(7) -0.025(6) 0.011(6) 0.021(6)
N1B 0.072(8) 0.118(9) 0.066(8) -0.024(8) 0.027(8) 0.011(8)
N2B 0.083(8) 0.131(9) 0.058(8) -0.009(8) 0.019(8) 0.031(8)
C1 0.084(9) 0.131(9) 0.065(9) -0.020(9) 0.022(8) 0.018(8)
C2 0.074(9) 0.128(10) 0.061(8) -0.017(9) 0.020(8) 0.022(8)
C1B 0.080(9) 0.128(9) 0.056(9) -0.017(9) 0.022(8) 0.028(8)
C2B 0.074(7) 0.110(8) 0.066(7) -0.014(7) 0.019(6) 0.020(7)

_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
Sn1 Se2 2.4659(13) . ?
Sn1 Se1 2.5037(11) . ?
Sn1 Se3 2.5558(10) . ?
Sn1 Se3 2.5604(10) 7_755 ?
Se1 Mn1 2.6359(19) 5_666 ?
Se1 Mn1 2.781(2) . ?
Se3 Sn1 2.5603(10) 7_765 ?
Se2 Mn1 2.619(2) 3_556 ?
Mn1 N2B 2.131(17) . ?
Mn1 N2 2.126(17) . ?
Mn1 N1B 2.296(17) . ?
Mn1 N1 2.312(17) . ?
Mn1 Se2 2.619(2) 3_456 ?
Mn1 Se1 2.6359(19) 5_666 ?
N1 C1 1.440(10) . ?
N1 H1A 0.9700 . ?
N1 H1B 0.9700 . ?
N2 C2 1.432(10) . ?
N2 H2A 0.9700 . ?
N2 H2B 0.9700 . ?
N1B C1B 1.449(10) . ?
N1B H1B1 0.9700 . ?
N1B H1B2 0.9700 . ?
N2B C2B 1.457(10) . ?
N2B H2B1 0.9700 . ?
N2B H2B2 0.9700 . ?
C1 C2 1.528(10) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C1B C2B 1.560(10) . ?
C1B H1B3 0.9700 . ?
C1B H1B4 0.9700 . ?
C2B H2B3 0.9700 . ?
C2B H2B4 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
Se2 Sn1 Se1 119.17(5) . . ?
Se2 Sn1 Se3 112.94(5) . . ?
Se1 Sn1 Se3 109.89(4) . . ?
Se2 Sn1 Se3 110.17(4) . 7_755 ?
Se1 Sn1 Se3 106.89(4) . 7_755 ?
Se3 Sn1 Se3 94.90(4) . 7_755 ?
Sn1 Se1 Mn1 101.62(5) . 5_666 ?
Sn1 Se1 Mn1 116.03(5) . . ?
Mn1 Se1 Mn1 81.73(6) 5_666 . ?
Sn1 Se3 Sn1 98.75(4) . 7_765 ?
Sn1 Se2 Mn1 106.48(7) . 3_556 ?
N2B Mn1 N1B 63.2(9) . . ?
N2 Mn1 N1 72.3(8) . . ?
N2B Mn1 Se2 111.4(9) . 3_456 ?
N2 Mn1 Se2 154.8(7) . 3_456 ?
N1B Mn1 Se2 89.1(6) . 3_456 ?
N1 Mn1 Se2 110.4(7) . 3_456 ?
N2B Mn1 Se1 142.1(9) . 5_666 ?
N2 Mn1 Se1 98.9(7) . 5_666 ?
N1B Mn1 Se1 112.7(7) . 5_666 ?
N1 Mn1 Se1 90.9(7) . 5_666 ?
Se2 Mn1 Se1 106.04(7) 3_456 5_666 ?
N2B Mn1 Se1 93.3(6) . . ?
N2 Mn1 Se1 92.1(6) . . ?
N1B Mn1 Se1 149.0(7) . . ?
N1 Mn1 Se1 163.0(5) . . ?
Se2 Mn1 Se1 80.87(7) 3_456 . ?
Se1 Mn1 Se1 98.27(6) 5_666 . ?
C1 N1 Mn1 97.6(14) . . ?
C1 N1 H1A 112.2 . . ?
Mn1 N1 H1A 112.2 . . ?
C1 N1 H1B 112.3 . . ?
Mn1 N1 H1B 112.2 . . ?
H1A N1 H1B 109.8 . . ?
C2 N2 Mn1 116.0(11) . . ?
C2 N2 H2A 108.3 . . ?
Mn1 N2 H2A 108.3 . . ?
C2 N2 H2B 108.3 . . ?
Mn1 N2 H2B 108.3 . . ?
H2A N2 H2B 107.4 . . ?
C1B N1B Mn1 113.5(17) . . ?
C1B N1B H1B1 108.9 . . ?
Mn1 N1B H1B1 108.9 . . ?
C1B N1B H1B2 108.9 . . ?
Mn1 N1B H1B2 108.9 . . ?
H1B1 N1B H1B2 107.7 . . ?
C2B N2B Mn1 125.4(14) . . ?
C2B N2B H2B1 105.9 . . ?
Mn1 N2B H2B1 105.9 . . ?
C2B N2B H2B2 106.0 . . ?
Mn1 N2B H2B2 106.0 . . ?
H2B1 N2B H2B2 106.3 . . ?
N1 C1 C2 107.5(10) . . ?
N1 C1 H1C 110.2 . . ?
C2 C1 H1C 110.2 . . ?
N1 C1 H1D 110.3 . . ?
C2 C1 H1D 110.2 . . ?
H1C C1 H1D 108.5 . . ?
N2 C2 C1 108.3(10) . . ?
N2 C2 H2C 110.0 . . ?
C1 C2 H2C 110.0 . . ?
N2 C2 H2D 110.0 . . ?
C1 C2 H2D 110.0 . . ?
H2C C2 H2D 108.4 . . ?
N1B C1B C2B 104.3(9) . . ?
N1B C1B H1B3 110.9 . . ?
C2B C1B H1B3 110.9 . . ?
N1B C1B H1B4 110.9 . . ?
C2B C1B H1B4 110.9 . . ?
H1B3 C1B H1B4 108.9 . . ?
N2B C2B C1B 104.4(9) . . ?
N2B C2B H2B3 110.8 . . ?
C1B C2B H2B3 110.9 . . ?
N2B C2B H2B4 110.9 . . ?
C1B C2B H2B4 110.8 . . ?
H2B3 C2B H2B4 108.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Se3 0.97 2.97 3.675(18) 130.4 5_666
N2 H2B Se2 0.97 2.52 3.34(2) 142.4 .
N1B H1B1 Se1 0.97 3.15 4.04(3) 154.0 5_656
N1B H1B1 Se3 0.97 2.81 3.40(2) 120.1 3_456
N1B H1B2 Se3 0.97 2.83 3.71(2) 150.0 5_666
N2B H2B1 Se2 0.97 3.11 4.05(3) 164.9 .
N2B H2B2 Se1 0.97 2.95 3.84(3) 154.4 5_656
N2B H2B2 Se2 0.97 2.60 3.17(2) 118.2 7_755
C2 H2D Se3 0.97 2.69 3.63(3) 163.8 2_664

_refine_diff_density_max         2.860
_refine_diff_density_min         -1.618
_refine_diff_density_rms         0.237
_database_code_depnum_ccdc_archive 'CCDC 968734'
data_added_by_encifer
# Electronic Supplementary Material (ESI) for Chemical Communications 

_journal_name_full               'Chemical Communications'

_journal_coden_Cambridge         ?
_publ_contact_author_name        'Prof Xiao-Ying Huang'
_publ_contact_author_address     
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
_publ_contact_author_email       xyhuang@fjirsm.ac.cn
_publ_contact_author_phone       86-59183793727
_publ_contact_author_fax         86-59183793727

loop_
_publ_author_name
_publ_author_address
'Cheng-Feng Du'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Wangl-Liang Wu'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Mei-Ling Feng'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
'Jian-Rong Li'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. CHINA
;
'Guo-Dong Zou'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
University of Chinese Academy of Sciences
Beijing, 10049
P. R. CHINA
;
'Ke-Zhao Du'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;
'Lun-Hui Guan'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;
'Xiao-Ying Huang'
;
State Key Laboratory of Structural Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou, Fujian 350002
P. R. China
;

_publ_section_title              
;
Assembly and structural evolution of organic-decorated manganese selenidostannates: 
A new cathode material for lithium ion batteries
;

#===END

data_compound-3

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H16 Mn2 N4 Se4 Sn'
_chemical_formula_sum            'C4 H16 Mn2 N4 Se4 Sn'
_chemical_formula_weight         664.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           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+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   13.1101(4)
_cell_length_b                   14.8267(6)
_cell_length_c                   7.9466(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1544.66(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1561
_cell_measurement_theta_min      3.0000
_cell_measurement_theta_max      28.8880

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.858
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    12.618
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.53362
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.2083
_diffrn_reflns_number            4008
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.748
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1641
_reflns_number_gt                1340
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'DIAMOND. Version 3.0. Crystal Impact'
_computing_publication_material  'Windows Word 2003'
_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)+(0.0236P)²]
 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         1641
_refine_ls_number_parameters     76
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0234
_refine_ls_wR_factor_ref         0.0538
_refine_ls_wR_factor_gt          0.0506
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Sn1 Sn 0.56087(2) 0.2500 0.23519(4) 0.01925(10) Uani 1 2 d S T P . .
Se1 Se 0.67953(4) 0.2500 -0.01061(6) 0.04081(17) Uani 1 2 d S T P . .
Se2 Se 0.68162(3) 0.2500 0.47999(6) 0.02374(13) Uani 1 2 d S T P . .
Se3 Se 0.43667(2) 0.38014(3) 0.24076(4) 0.02572(11) Uani 1 1 d . . . . .
Mn1 Mn 0.80730(5) 0.2500 0.23262(9) 0.02316(18) Uani 1 2 d S T P . .
Mn2 Mn 0.5000 0.5000 0.5000 0.0306(2) Uani 1 2 d S . P . .
N1 N 0.3379(2) 0.4984(2) 0.5957(4) 0.0340(7) Uani 1 1 d . . . . .
H1A H 0.3131 0.5596 0.6091 0.041 Uiso 1 1 calc R U . . .
H1B H 0.2941 0.4674 0.5160 0.041 Uiso 1 1 calc R U . . .
N2 N 0.5087(2) 0.3960(2) 0.7035(4) 0.0335(7) Uani 1 1 d . . . . .
H2A H 0.5464 0.3438 0.6641 0.040 Uiso 1 1 calc R U . . .
H2B H 0.5436 0.4204 0.8009 0.040 Uiso 1 1 calc R U . . .
C1 C 0.3363(3) 0.4514(3) 0.7585(4) 0.0419(11) Uani 1 1 d . . . . .
H1C H 0.2671 0.4335 0.7856 0.050 Uiso 1 1 calc R U . . .
H1D H 0.3605 0.4915 0.8463 0.050 Uiso 1 1 calc R U . . .
C2 C 0.4036(3) 0.3695(3) 0.7492(4) 0.0438(11) Uani 1 1 d . . . . .
H2C H 0.4040 0.3391 0.8572 0.053 Uiso 1 1 calc R U . . .
H2D H 0.3770 0.3280 0.6657 0.053 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.01409(17) 0.0248(2) 0.01886(17) 0.000 0.00001(13) 0.000
Se1 0.0221(3) 0.0815(5) 0.0188(3) 0.000 0.0025(2) 0.000
Se2 0.0181(2) 0.0343(3) 0.0189(2) 0.000 -0.00126(19) 0.000
Se3 0.02383(19) 0.0191(2) 0.0343(2) -0.00262(15) -0.00587(16) 0.00024(14)
Mn1 0.0140(3) 0.0295(5) 0.0260(4) 0.000 0.0013(3) 0.000
Mn2 0.0261(4) 0.0318(5) 0.0337(4) 0.0103(4) 0.0052(4) 0.0007(4)
N1 0.0285(15) 0.0354(19) 0.0380(18) -0.0058(16) 0.0026(14) 0.0012(15)
N2 0.0432(18) 0.0241(18) 0.0332(16) -0.0015(14) -0.0064(16) 0.0061(15)
C1 0.037(2) 0.055(3) 0.033(2) -0.009(2) 0.0126(18) -0.014(2)
C2 0.066(3) 0.036(3) 0.030(2) 0.0071(19) -0.001(2) -0.020(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
Sn1 Se1 2.4970(6) . ?
Sn1 Se2 2.5080(5) . ?
Sn1 Se3 2.5252(4) 8_565 ?
Sn1 Se3 2.5252(4) . ?
Se1 Mn1 2.5577(8) . ?
Se2 Mn1 2.5650(8) . ?
Se3 Mn1 2.5777(5) 6_556 ?
Se3 Mn2 2.8445(3) . ?
Mn1 Se3 2.5777(5) 6_656 ?
Mn1 Se3 2.5777(5) 3 ?
Mn2 N2 2.238(3) 5_666 ?
Mn2 N2 2.238(3) . ?
Mn2 N1 2.257(3) . ?
Mn2 N1 2.257(3) 5_666 ?
Mn2 Se3 2.8445(3) 5_666 ?
N1 C1 1.469(4) . ?
N1 H1A 0.9700 . ?
N1 H1B 0.9700 . ?
N2 C2 1.478(4) . ?
N2 H2A 0.9700 . ?
N2 H2B 0.9700 . ?
C1 C2 1.502(6) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2C 0.9700 . ?
C2 H2D 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
Se1 Sn1 Se2 102.329(19) . . ?
Se1 Sn1 Se3 114.546(13) . 8_565 ?
Se2 Sn1 Se3 113.166(12) . 8_565 ?
Se1 Sn1 Se3 114.546(13) . . ?
Se2 Sn1 Se3 113.166(12) . . ?
Se3 Sn1 Se3 99.660(18) 8_565 . ?
Sn1 Se1 Mn1 79.45(2) . . ?
Sn1 Se2 Mn1 79.11(2) . . ?
Sn1 Se3 Mn1 81.587(16) . 6_556 ?
Sn1 Se3 Mn2 107.568(12) . . ?
Mn1 Se3 Mn2 126.89(2) 6_556 . ?
Se1 Mn1 Se2 99.12(3) . . ?
Se1 Mn1 Se3 119.53(2) . 6_656 ?
Se2 Mn1 Se3 111.09(2) . 6_656 ?
Se1 Mn1 Se3 119.53(2) . 3 ?
Se2 Mn1 Se3 111.09(2) . 3 ?
Se3 Mn1 Se3 96.94(3) 6_656 3 ?
N2 Mn2 N2 180.0 5_666 . ?
N2 Mn2 N1 101.71(11) 5_666 . ?
N2 Mn2 N1 78.29(11) . . ?
N2 Mn2 N1 78.29(11) 5_666 5_666 ?
N2 Mn2 N1 101.71(11) . 5_666 ?
N1 Mn2 N1 180.0 . 5_666 ?
N2 Mn2 Se3 96.17(8) 5_666 5_666 ?
N2 Mn2 Se3 83.83(8) . 5_666 ?
N1 Mn2 Se3 92.15(7) . 5_666 ?
N1 Mn2 Se3 87.85(7) 5_666 5_666 ?
N2 Mn2 Se3 83.83(8) 5_666 . ?
N2 Mn2 Se3 96.17(8) . . ?
N1 Mn2 Se3 87.85(7) . . ?
N1 Mn2 Se3 92.15(7) 5_666 . ?
Se3 Mn2 Se3 180.000(12) 5_666 . ?
C1 N1 Mn2 108.4(2) . . ?
C1 N1 H1A 110.0 . . ?
Mn2 N1 H1A 110.0 . . ?
C1 N1 H1B 110.0 . . ?
Mn2 N1 H1B 110.0 . . ?
H1A N1 H1B 108.4 . . ?
C2 N2 Mn2 108.2(2) . . ?
C2 N2 H2A 110.1 . . ?
Mn2 N2 H2A 110.1 . . ?
C2 N2 H2B 110.1 . . ?
Mn2 N2 H2B 110.1 . . ?
H2A N2 H2B 108.4 . . ?
N1 C1 C2 109.4(3) . . ?
N1 C1 H1C 109.8 . . ?
C2 C1 H1C 109.8 . . ?
N1 C1 H1D 109.8 . . ?
C2 C1 H1D 109.8 . . ?
H1C C1 H1D 108.2 . . ?
N2 C2 C1 110.2(3) . . ?
N2 C2 H2C 109.6 . . ?
C1 C2 H2C 109.6 . . ?
N2 C2 H2D 109.6 . . ?
C1 C2 H2D 109.6 . . ?
H2C C2 H2D 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn2 N1 C1 C2 -42.1(3) . . . . ?
Mn2 N2 C2 C1 -42.3(3) . . . . ?
N1 C1 C2 N2 58.0(4) . . . . ?

_refine_diff_density_max         0.406
_refine_diff_density_min         -0.860
_refine_diff_density_rms         0.146


_database_code_depnum_ccdc_archive 'CCDC 968735'
