# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_Sn2OCN2
_database_code_depnum_ccdc_archive 'CCDC 1846144'
_audit_update_record             
;
2018-05-29 deposited with the CCDC.
2018-08-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C N2 O Sn2'
_chemical_formula_weight         293.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Sn Sn -0.6537 1.4246 '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'
C C 0.0033 0.0016 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

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

_cell_length_a                   13.3949(7)
_cell_length_b                   5.2954(3)
_cell_length_c                   5.5369(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     392.74(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6569
_cell_measurement_theta_min      3.042
_cell_measurement_theta_max      29.163

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    4.962
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    12.531
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2831
_exptl_absorpt_correction_T_max  0.4031
_exptl_absorpt_process_details   'STOE 1997'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDSIIT'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6569
_diffrn_reflns_av_unetI/netI     0.0069
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.042
_diffrn_reflns_theta_max         29.163
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             526
_reflns_number_gt                510
_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       'STOE IPDS-Software'
_computing_cell_refinement       'STOE IPDS-Software'
_computing_data_reduction        'STOE IPDS-Software'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0069P)²+0.6908P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         526
_refine_ls_number_parameters     31
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0146
_refine_ls_R_factor_gt           0.0134
_refine_ls_wR_factor_ref         0.0256
_refine_ls_wR_factor_gt          0.0254
_refine_ls_goodness_of_fit_ref   1.296
_refine_ls_restrained_S_all      1.296
_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
Sn1 Sn 0.15098(2) 0.96096(3) 0.02684(3) 0.01584(8) Uani 1 1 d . . . . .
O1 O 0.2500 0.7500 -0.2604(4) 0.0155(4) Uani 1 2 d S T P . .
N1 N 0.06525(15) 0.8739(4) 0.4067(4) 0.0200(4) Uani 1 1 d . . . . .
C1 C 0.0000 0.0000 0.5000 0.0144(6) Uani 1 2 d S . P . .

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 0.01561(10) 0.01415(11) 0.01777(11) 0.00177(5) -0.00280(5) 0.00054(5)
O1 0.0118(9) 0.0229(12) 0.0119(10) 0.000 0.000 -0.0037(9)
N1 0.0169(9) 0.0245(10) 0.0186(9) 0.0031(8) 0.0031(8) 0.0063(8)
C1 0.0129(14) 0.0171(16) 0.0131(14) 0.0019(11) -0.0020(10) -0.0011(11)

_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 O1 2.0964(12) 7_656 ?
Sn1 N1 2.215(2) 8_575 ?
Sn1 O1 2.3530(14) . ?
Sn1 N1 2.440(2) . ?
O1 Sn1 2.0964(12) 8_575 ?
O1 Sn1 2.0964(12) 7_655 ?
O1 Sn1 2.3530(14) 2_565 ?
N1 C1 1.215(2) 1_565 ?
N1 Sn1 2.215(2) 8_576 ?
C1 N1 1.215(2) 5_566 ?
C1 N1 1.215(2) 1_545 ?

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
O1 Sn1 N1 94.02(6) 7_656 8_575 ?
O1 Sn1 O1 76.714(11) 7_656 . ?
N1 Sn1 O1 73.10(5) 8_575 . ?
O1 Sn1 N1 73.30(6) 7_656 . ?
N1 Sn1 N1 82.16(6) 8_575 . ?
O1 Sn1 N1 139.30(6) . . ?
Sn1 O1 Sn1 111.62(10) 8_575 7_655 ?
Sn1 O1 Sn1 118.910(15) 8_575 2_565 ?
Sn1 O1 Sn1 106.034(14) 7_655 2_565 ?
Sn1 O1 Sn1 106.033(14) 8_575 . ?
Sn1 O1 Sn1 118.910(15) 7_655 . ?
Sn1 O1 Sn1 94.95(8) 2_565 . ?
C1 N1 Sn1 133.26(14) 1_565 8_576 ?
C1 N1 Sn1 126.94(14) 1_565 . ?
Sn1 N1 Sn1 99.56(8) 8_576 . ?
N1 C1 N1 180.00(18) 5_566 1_545 ?


_refine_diff_density_max         0.398
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.098

_shelx_res_file                  
;

    D:\Konni\NurXRed\Sn2OCN2.res created by SHELXL-2014/7

TITL SN2OCN2
CELL  0.71073 13.39490  5.29540  5.53690 90.00000 90.00000 90.00000
ZERR 4  0.00070  0.00030  0.00020  0.00000  0.00000  0.00000
LATT 1
SYMM -X+ 0.50000, -Y+ 0.50000, Z
SYMM X+ 0.50000, -Y, -Z+ 0.50000
SYMM -X, Y+ 0.50000, -Z+ 0.50000
SFAC SN O C N
UNIT 8 4 4 8
PLAN 30
FMAP 2
L.S. 10
BOND
CONF
ACTA
WGHT    0.006900    0.690800
EXTI    0.002462
FVAR       0.44919
SN1   1    0.150982    0.960963    0.026837    11.00000    0.01561    0.01415 =
         0.01777    0.00177   -0.00280    0.00054
O1    2    0.250000    0.750000   -0.260403    10.50000    0.01182    0.02291 =
         0.01186    0.00000    0.00000   -0.00367
N1    4    0.065248    0.873883    0.406720    11.00000    0.01689    0.02447 =
         0.01855    0.00311    0.00306    0.00630
C1    3    0.000000    0.000000    0.500000    10.50000    0.01295    0.01714 =
         0.01311    0.00191   -0.00199   -0.00106
HKLF 4

REM  SN2OCN2
REM R1 =  0.0134 for     510 Fo > 4sig(Fo)  and  0.0146 for all     526 data
REM     31 parameters refined using      0 restraints

END

WGHT      0.0069      0.6908

REM Highest difference peak  0.398,  deepest hole -0.358,  1-sigma level  0.098
Q1    1  -0.1333 -0.1436  0.3767  11.00000  0.05    0.40
Q2    1   0.1802  1.1374  0.0703  11.00000  0.05    0.37
Q3    1   0.1488  0.9724  0.1670  11.00000  0.05    0.37
Q4    1   0.0817  0.9505  0.0798  11.00000  0.05    0.32
Q5    1   0.0225  0.9451  0.3453  11.00000  0.05    0.31
Q6    1  -0.0517 -0.1491  0.6900  11.00000  0.05    0.30
Q7    1   0.2325  0.8793 -0.1196  11.00000  0.05    0.30
Q8    1   0.2780  0.8936 -0.3196  11.00000  0.05    0.29
Q9    1   0.0142  0.6592  0.4828  11.00000  0.05    0.28
Q10   1   0.1393  0.8263  0.0328  11.00000  0.05    0.28
Q11   1   0.1839  0.8851 -0.1595  11.00000  0.05    0.27
Q12   1   0.0891  1.2212 -0.1370  11.00000  0.05    0.27
Q13   1   0.0168  0.2840  0.3791  11.00000  0.05    0.27
Q14   1   0.1127  1.0507  0.0092  11.00000  0.05    0.27
Q15   1   0.2500  1.2500 -0.2117  10.50000  0.05    0.27
Q16   1   0.1483  1.0795 -0.2191  11.00000  0.05    0.25
Q17   1   0.2407  1.0581 -0.0243  11.00000  0.05    0.25
Q18   1   0.1062  0.8430  0.2357  11.00000  0.05    0.25
Q19   1   0.1496  1.1191 -0.1025  11.00000  0.05    0.24
Q20   1  -0.0674 -0.1480  0.2764  11.00000  0.05    0.24
Q21   1   0.0271  1.0405  0.0333  11.00000  0.05    0.24
Q22   1   0.0994  0.8558  0.4248  11.00000  0.05    0.24
Q23   1   0.0531  0.7898  0.3423  11.00000  0.05    0.24
Q24   1   0.0784  0.9670  0.2652  11.00000  0.05    0.24
Q25   1   0.2513  1.1513  0.1408  11.00000  0.05    0.24
Q26   1   0.2101  0.9062  0.0179  11.00000  0.05    0.24
Q27   1   0.1415  1.1010 -0.1676  11.00000  0.05    0.23
Q28   1   0.0366  0.8357  0.4945  11.00000  0.05    0.23
Q29   1   0.1563  0.8207  0.5399  11.00000  0.05    0.22
Q30   1   0.1030  1.1021  0.2807  11.00000  0.05    0.22
;
_shelx_res_checksum              98423
