# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1432629'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H22 N4 Sn'
_chemical_formula_sum            'C21 H22 N4 Sn'
_chemical_formula_weight         449.12

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   8.7010(5)
_cell_length_b                   14.8150(6)
_cell_length_c                   17.4601(9)
_cell_angle_alpha                90
_cell_angle_beta                 118.559(5)
_cell_angle_gamma                90
_cell_volume                     1976.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    23147
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    1.304
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.228
0 -1 0 0.291
-1 0 0 0.137
1 0 0 0.078
0 0 -1 0.219
0 0 1 0.141
0 -1 -1 0.255
0 -1 1 0.273
-1 -1 0 0.211


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.614
_exptl_absorpt_correction_T_max  0.760
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_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  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23121
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0147
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4442
_reflns_number_gt                3974
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0149P)²+1.5910P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4442
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0189
_refine_ls_wR_factor_ref         0.0514
_refine_ls_wR_factor_gt          0.0441
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_restrained_S_all      1.216
_refine_ls_shift/su_max          0.003
_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
Sn1 Sn 0.593255(15) 0.084545(8) 0.760514(8) 0.02095(5) Uani 1 1 d . . .
N3 N 0.8418(2) 0.14778(11) 0.70749(11) 0.0272(3) Uani 1 1 d . . .
C1 C 0.5738(2) 0.16568(12) 0.85511(12) 0.0235(4) Uani 1 1 d . . .
C16 C 0.7735(2) -0.02457(12) 0.79688(12) 0.0230(4) Uani 1 1 d . . .
N1 N 0.3986(2) -0.00184(11) 0.79901(11) 0.0277(3) Uani 1 1 d . . .
C2 C 0.4377(3) 0.14424(14) 0.87288(12) 0.0273(4) Uani 1 1 d . . .
N4 N 0.9016(3) 0.11992(13) 0.66610(13) 0.0374(4) Uani 1 1 d . . .
C19 C 1.0270(3) -0.16003(14) 0.85104(14) 0.0320(4) Uani 1 1 d . . .
H19 H 1.1118 -0.2050 0.8686 0.038 Uiso 1 1 d R . .
C10 C 0.3915(2) 0.10284(13) 0.63039(12) 0.0238(4) Uani 1 1 d . . .
C5 C 0.6661(3) 0.28515(14) 0.96173(13) 0.0348(5) Uani 1 1 d . . .
H5 H 0.7417 0.3325 0.9911 0.042 Uiso 1 1 d R . .
C21 C 0.9243(3) -0.01910(14) 0.87711(13) 0.0287(4) Uani 1 1 d . . .
H21 H 0.9409 0.0305 0.9129 0.034 Uiso 1 1 d R . .
C20 C 1.0497(3) -0.08701(14) 0.90443(13) 0.0312(4) Uani 1 1 d . . .
H20 H 1.1488 -0.0832 0.9588 0.037 Uiso 1 1 d R . .
C6 C 0.6866(3) 0.23646(13) 0.89950(12) 0.0272(4) Uani 1 1 d . . .
H6 H 0.7767 0.2511 0.8874 0.033 Uiso 1 1 d R . .
N2 N 0.7823(2) 0.17920(12) 0.75067(12) 0.0331(4) Uani 1 1 d . . .
C18 C 0.8786(3) -0.16595(14) 0.77093(14) 0.0323(4) Uani 1 1 d . . .
H18 H 0.8628 -0.2152 0.7349 0.039 Uiso 1 1 d R . .
C14 C 0.2273(3) 0.06429(17) 0.47767(14) 0.0393(5) Uani 1 1 d . . .
H14 H 0.2063 0.0249 0.4322 0.047 Uiso 1 1 d R . .
C17 C 0.7516(3) -0.09887(13) 0.74385(13) 0.0281(4) Uani 1 1 d . . .
H17 H 0.6515 -0.1035 0.6900 0.034 Uiso 1 1 d R . .
C13 C 0.1279(3) 0.14097(17) 0.46181(14) 0.0384(5) Uani 1 1 d . . .
H13 H 0.0401 0.1534 0.4055 0.046 Uiso 1 1 d R . .
C3 C 0.4180(3) 0.19392(15) 0.93518(14) 0.0351(5) Uani 1 1 d . . .
H3 H 0.3271 0.1805 0.9470 0.042 Uiso 1 1 d R . .
C12 C 0.1573(3) 0.19929(16) 0.52919(14) 0.0363(5) Uani 1 1 d . . .
H12 H 0.0904 0.2514 0.5181 0.044 Uiso 1 1 d R . .
C9 C 0.2687(3) -0.05845(17) 0.72801(15) 0.0427(6) Uani 1 1 d . . .
H9A H 0.3280 -0.1067 0.7162 0.051 Uiso 1 1 d R . .
H9B H 0.2063 -0.0225 0.6764 0.051 Uiso 1 1 d R . .
H9C H 0.1877 -0.0831 0.7452 0.051 Uiso 1 1 d R . .
C7 C 0.3100(3) 0.07123(15) 0.82043(14) 0.0320(4) Uani 1 1 d . . .
H7A H 0.2566 0.0466 0.8536 0.038 Uiso 1 1 d R . .
H7B H 0.2179 0.0969 0.7670 0.038 Uiso 1 1 d R . .
C11 C 0.2882(3) 0.18016(14) 0.61296(13) 0.0302(4) Uani 1 1 d . . .
H11 H 0.3067 0.2194 0.6581 0.036 Uiso 1 1 d R . .
C8 C 0.5006(3) -0.05844(15) 0.87643(15) 0.0361(5) Uani 1 1 d . . .
H8A H 0.5881 -0.0224 0.9222 0.043 Uiso 1 1 d R . .
H8B H 0.5562 -0.1059 0.8612 0.043 Uiso 1 1 d R . .
H8C H 0.4242 -0.0842 0.8960 0.043 Uiso 1 1 d R . .
C4 C 0.5318(3) 0.26344(16) 0.97930(14) 0.0387(5) Uani 1 1 d . . .
H4 H 0.5184 0.2956 1.0215 0.046 Uiso 1 1 d R . .
C15 C 0.3588(3) 0.04517(14) 0.56147(13) 0.0326(4) Uani 1 1 d . . .
H15 H 0.4260 -0.0067 0.5714 0.039 Uiso 1 1 d R . .


_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 C1 2.1139(18) . ?
Sn1 C10 2.1222(19) . ?
Sn1 C16 2.1270(18) . ?
Sn1 N2 2.2295(17) . ?
Sn1 N1 2.4588(16) . ?
N3 N4 1.150(2) . ?
N3 N2 1.195(2) . ?
C1 C6 1.391(3) . ?
C1 C2 1.397(3) . ?
C16 C21 1.390(3) . ?
C16 C17 1.392(3) . ?
N1 C8 1.473(3) . ?
N1 C9 1.476(3) . ?
N1 C7 1.477(3) . ?
C2 C3 1.390(3) . ?
C2 C7 1.507(3) . ?
C19 C20 1.379(3) . ?
C19 C18 1.380(3) . ?
C19 H19 0.9300 . ?
C10 C15 1.390(3) . ?
C10 C11 1.397(3) . ?
C5 C4 1.381(3) . ?
C5 C6 1.385(3) . ?
C5 H5 0.9301 . ?
C21 C20 1.390(3) . ?
C21 H21 0.9300 . ?
C20 H20 0.9299 . ?
C6 H6 0.9300 . ?
C18 C17 1.390(3) . ?
C18 H18 0.9300 . ?
C14 C13 1.374(3) . ?
C14 C15 1.389(3) . ?
C14 H14 0.9301 . ?
C17 H17 0.9299 . ?
C13 C12 1.381(3) . ?
C13 H13 0.9300 . ?
C3 C4 1.380(3) . ?
C3 H3 0.9300 . ?
C12 C11 1.387(3) . ?
C12 H12 0.9299 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9599 . ?
C9 H9C 0.9600 . ?
C7 H7A 0.9699 . ?
C7 H7B 0.9701 . ?
C11 H11 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9601 . ?
C8 H8C 0.9600 . ?
C4 H4 0.9300 . ?
C15 H15 0.9300 . ?

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 Sn1 C10 115.44(7) . . ?
C1 Sn1 C16 121.46(7) . . ?
C10 Sn1 C16 122.09(7) . . ?
C1 Sn1 N2 92.30(7) . . ?
C10 Sn1 N2 95.76(7) . . ?
C16 Sn1 N2 92.02(7) . . ?
C1 Sn1 N1 76.09(7) . . ?
C10 Sn1 N1 91.93(6) . . ?
C16 Sn1 N1 91.65(6) . . ?
N2 Sn1 N1 168.03(6) . . ?
N4 N3 N2 178.0(2) . . ?
C6 C1 C2 119.64(18) . . ?
C6 C1 Sn1 124.43(14) . . ?
C2 C1 Sn1 115.93(14) . . ?
C21 C16 C17 118.65(17) . . ?
C21 C16 Sn1 117.55(14) . . ?
C17 C16 Sn1 123.76(14) . . ?
C8 N1 C9 109.31(18) . . ?
C8 N1 C7 110.05(16) . . ?
C9 N1 C7 110.25(17) . . ?
C8 N1 Sn1 110.84(12) . . ?
C9 N1 Sn1 114.66(12) . . ?
C7 N1 Sn1 101.48(11) . . ?
C3 C2 C1 119.22(19) . . ?
C3 C2 C7 121.62(19) . . ?
C1 C2 C7 119.07(17) . . ?
C20 C19 C18 119.79(19) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.0 . . ?
C15 C10 C11 118.13(18) . . ?
C15 C10 Sn1 124.79(15) . . ?
C11 C10 Sn1 117.05(14) . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.3 . . ?
C20 C21 C16 120.76(18) . . ?
C20 C21 H21 119.8 . . ?
C16 C21 H21 119.4 . . ?
C19 C20 C21 120.04(19) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 119.9 . . ?
C5 C6 C1 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N3 N2 Sn1 111.23(13) . . ?
C19 C18 C17 120.39(19) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 119.6 . . ?
C13 C14 C15 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C18 C17 C16 120.37(18) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 119.6 . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 120.0 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.8 . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 120.4 . . ?
N1 C9 H9A 109.2 . . ?
N1 C9 H9B 109.6 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.6 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C7 C2 110.91(16) . . ?
N1 C7 H7A 109.4 . . ?
C2 C7 H7A 109.4 . . ?
N1 C7 H7B 109.6 . . ?
C2 C7 H7B 109.4 . . ?
H7A C7 H7B 108.1 . . ?
C12 C11 C10 121.04(19) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.7 . . ?
N1 C8 H8A 109.7 . . ?
N1 C8 H8B 109.0 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.7 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C4 C5 120.48(19) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C14 C15 C10 120.7(2) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.8 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.063
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1432630'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '3(C23 H25 N5 Sn), 2(C H Cl3), H2 O'
_chemical_formula_sum            'C71 H79 Cl6 N15 O Sn3'
_chemical_formula_weight         1727.26

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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                   10.9088(9)
_cell_length_b                   13.3100(7)
_cell_length_c                   28.147(3)
_cell_angle_alpha                81.282(7)
_cell_angle_beta                 80.812(8)
_cell_angle_gamma                68.233(8)
_cell_volume                     3727.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    69001
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_F_000             1740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    1.266
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.170
0 -1 0 0.161
0 0 1 0.127
0 0 -1 0.111
1 -1 0 0.172
-1 1 0 0.140
1 1 0 0.241
-1 -1 0 0.222


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.619
_exptl_absorpt_correction_T_max  0.765
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_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  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            68944
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.473
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             16321
_reflns_number_gt                15203
_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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0351P)²+31.5160P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         16321
_refine_ls_number_parameters     868
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1262
_refine_ls_wR_factor_gt          0.1229
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.096
_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 0.38423(3) 0.15658(3) 0.24219(2) 0.01915(8) Uani 1 1 d . . . . .
Sn3 Sn -0.03787(3) -0.34126(3) 0.38101(2) 0.01933(8) Uani 1 1 d . . . . .
Sn2 Sn 0.65127(3) 0.54361(2) 0.10574(2) 0.01649(7) Uani 1 1 d . . . . .
Cl1 Cl 0.34958(17) -0.28825(13) 0.50431(6) 0.0482(3) Uani 1 1 d . . . . .
Cl2 Cl 0.24780(19) -0.06851(14) 0.53005(7) 0.0560(4) Uani 1 1 d . . . . .
Cl3 Cl 0.0679(2) -0.1798(2) 0.52436(8) 0.0740(6) Uani 1 1 d . . . . .
N11 N 0.0402(4) -0.1871(3) 0.35661(15) 0.0233(8) Uani 1 1 d . . . . .
C110 C 0.6156(5) 0.5555(4) 0.18175(16) 0.0204(9) Uani 1 1 d . . . . .
C210 C -0.1558(5) -0.2748(4) 0.44424(18) 0.0253(10) Uani 1 1 d . . . . .
C111 C 0.6931(6) 0.4752(4) 0.21350(19) 0.0290(11) Uani 1 1 d . . . . .
H111 H 0.7625 0.4161 0.2015 0.035 Uiso 1 1 d R U . . .
C106 C 0.5247(5) 0.7554(4) 0.03598(17) 0.0243(10) Uani 1 1 d . . . . .
H106 H 0.4425 0.7525 0.0498 0.029 Uiso 1 1 d R U . . .
N1 N 0.1603(4) 0.1762(3) 0.22620(15) 0.0236(8) Uani 1 1 d . . . . .
C17 C 0.5637(5) 0.0955(4) 0.14605(17) 0.0259(10) Uani 1 1 d . . . . .
H17 H 0.5840 0.1564 0.1484 0.031 Uiso 1 1 d R U . . .
C5 C 0.2624(6) 0.5153(4) 0.21906(18) 0.0290(11) Uani 1 1 d . . . . .
H5 H 0.3023 0.5675 0.2122 0.035 Uiso 1 1 d R U . . .
C211 C -0.1254(6) -0.3210(5) 0.49082(19) 0.0332(12) Uani 1 1 d . . . . .
H211 H -0.0469 -0.3798 0.4949 0.040 Uiso 1 1 d R U . . .
C8 C 0.1123(5) 0.0865(4) 0.2468(2) 0.0315(11) Uani 1 1 d . . . . .
H8A H 0.0222 0.1057 0.2404 0.038 Uiso 1 1 d R U . . .
H8B H 0.1163 0.0747 0.2811 0.038 Uiso 1 1 d R U . . .
H8C H 0.1670 0.0211 0.2324 0.038 Uiso 1 1 d R U . . .
C105 C 0.5313(6) 0.8368(4) -0.00040(19) 0.0337(12) Uani 1 1 d . . . . .
H105 H 0.4535 0.8902 -0.0098 0.040 Uiso 1 1 d R U . . .
C221 C 0.2342(5) -0.5122(4) 0.35089(18) 0.0259(10) Uani 1 1 d . . . . .
H221 H 0.1929 -0.5154 0.3250 0.031 Uiso 1 1 d R U . . .
C10 C 0.3671(5) 0.0567(4) 0.30757(17) 0.0248(10) Uani 1 1 d . . . . .
C20 C 0.5062(6) -0.0860(4) 0.1375(2) 0.0342(12) Uani 1 1 d . . . . .
H20 H 0.4860 -0.1468 0.1349 0.041 Uiso 1 1 d R U . . .
C104 C 0.6527(6) 0.8397(5) -0.0218(2) 0.0365(13) Uani 1 1 d . . . . .
H104 H 0.6567 0.8919 -0.0475 0.044 Uiso 1 1 d R U . . .
C1 C 0.2811(5) 0.3275(4) 0.23466(16) 0.0210(9) Uani 1 1 d . . . . .
C120 C 0.8434(6) 0.1930(4) 0.0933(2) 0.0332(12) Uani 1 1 d . . . . .
H120 H 0.8660 0.1300 0.1146 0.040 Uiso 1 1 d R U . . .
N7 N 0.4461(4) 0.5461(3) 0.10060(15) 0.0225(8) Uani 1 1 d . . . . .
C109 C 0.9801(5) 0.4584(4) 0.1120(2) 0.0297(11) Uani 1 1 d . . . . .
109A H 0.9876 0.4045 0.0915 0.036 Uiso 1 1 d R U . . .
109B H 0.9629 0.4323 0.1451 0.036 Uiso 1 1 d R U . . .
109C H 1.0616 0.4726 0.1075 0.036 Uiso 1 1 d R U . . .
C119 C 0.8693(6) 0.1864(4) 0.0436(2) 0.0358(12) Uani 1 1 d . . . . .
H119 H 0.9119 0.1190 0.0317 0.043 Uiso 1 1 d R U . . .
C204 C -0.2314(5) -0.1547(5) 0.23146(19) 0.0319(11) Uani 1 1 d . . . . .
H204 H -0.2635 -0.1193 0.2025 0.038 Uiso 1 1 d R U . . .
C6 C 0.3407(5) 0.4057(4) 0.22469(17) 0.0248(10) Uani 1 1 d . . . . .
H6 H 0.4327 0.3844 0.2219 0.030 Uiso 1 1 d R U . . .
N13 N -0.0296(5) -0.5686(4) 0.36298(18) 0.0353(11) Uani 1 1 d . . . . .
C103 C 0.7689(6) 0.7637(5) -0.00619(19) 0.0324(12) Uani 1 1 d . . . . .
H103 H 0.8505 0.7676 -0.0200 0.039 Uiso 1 1 d R U . . .
C115 C 0.5129(5) 0.6433(4) 0.20059(19) 0.0274(10) Uani 1 1 d . . . . .
H115 H 0.4597 0.6979 0.1801 0.033 Uiso 1 1 d R U . . .
C219 C 0.4298(5) -0.5714(5) 0.3923(2) 0.0349(12) Uani 1 1 d . . . . .
H219 H 0.5189 -0.6132 0.3942 0.042 Uiso 1 1 d R U . . .
N12 N -0.1113(4) -0.4806(3) 0.38616(15) 0.0257(9) Uani 1 1 d . . . . .
N5 N 0.7480(4) 0.1760(4) 0.28565(16) 0.0285(9) Uani 1 1 d . . . . .
C9 C 0.1502(5) 0.1961(4) 0.1738(2) 0.0307(11) Uani 1 1 d . . . . .
H9A H 0.0594 0.2152 0.1682 0.037 Uiso 1 1 d R U . . .
H9B H 0.2042 0.1314 0.1587 0.037 Uiso 1 1 d R U . . .
H9C H 0.1806 0.2545 0.1602 0.037 Uiso 1 1 d R U . . .
C218 C 0.3580(5) -0.5065(5) 0.4282(2) 0.0329(12) Uani 1 1 d . . . . .
H218 H 0.3988 -0.5050 0.4546 0.039 Uiso 1 1 d R U . . .
C216 C 0.1622(5) -0.4453(4) 0.38651(17) 0.0224(9) Uani 1 1 d . . . . .
N6 N 0.8696(4) 0.5601(3) 0.09951(15) 0.0208(8) Uani 1 1 d . . . . .
N8 N 0.3472(4) 0.6401(3) 0.11138(16) 0.0267(9) Uani 1 1 d . . . . .
C11 C 0.4478(6) -0.0519(5) 0.30991(19) 0.0314(11) Uani 1 1 d . . . . .
H11 H 0.5024 -0.0797 0.2824 0.038 Uiso 1 1 d R U . . .
C19 C 0.5930(6) -0.0547(5) 0.10230(19) 0.0317(11) Uani 1 1 d . . . . .
H19 H 0.6303 -0.0938 0.0756 0.038 Uiso 1 1 d R U . . .
C22 C 0.6361(5) 0.1577(4) 0.29805(18) 0.0238(10) Uani 1 1 d . . . . .
C12 C 0.4483(7) -0.1195(5) 0.3525(2) 0.0444(15) Uani 1 1 d . . . . .
H12 H 0.5049 -0.1918 0.3539 0.053 Uiso 1 1 d R U . . .
C207 C -0.0702(5) -0.1061(4) 0.33125(19) 0.0266(10) Uani 1 1 d . . . . .
207A H -0.0384 -0.0532 0.3109 0.032 Uiso 1 1 d R U . . .
207B H -0.1406 -0.0679 0.3549 0.032 Uiso 1 1 d R U . . .
C116 C 0.7468(5) 0.3883(4) 0.08001(17) 0.0197(9) Uani 1 1 d . . . . .
C101 C 0.6404(5) 0.6772(4) 0.05196(16) 0.0209(9) Uani 1 1 d . . . . .
C223 C -0.3434(6) -0.4214(6) 0.4273(3) 0.0478(16) Uani 1 1 d . . . . .
223A H -0.4160 -0.4473 0.4310 0.057 Uiso 1 1 d R U . . .
223B H -0.3681 -0.3504 0.4098 0.057 Uiso 1 1 d R U . . .
223C H -0.3220 -0.4177 0.4586 0.057 Uiso 1 1 d R U . . .
C23 C 0.5910(6) 0.1247(5) 0.34867(19) 0.0332(12) Uani 1 1 d . . . . .
H23A H 0.6481 0.1305 0.3699 0.040 Uiso 1 1 d R U . . .
H23B H 0.5959 0.0506 0.3510 0.040 Uiso 1 1 d R U . . .
H23C H 0.5012 0.1705 0.3578 0.040 Uiso 1 1 d R U . . .
N9 N 0.2349(4) 0.6321(4) 0.10573(17) 0.0315(10) Uani 1 1 d . . . . .
C222 C -0.2254(5) -0.4973(4) 0.40074(19) 0.0275(10) Uani 1 1 d . . . . .
C121 C 0.7830(5) 0.2932(4) 0.11133(18) 0.0255(10) Uani 1 1 d . . . . .
H121 H 0.7662 0.2972 0.1445 0.031 Uiso 1 1 d R U . . .
C212 C -0.2126(7) -0.2807(6) 0.5311(2) 0.0456(16) Uani 1 1 d . . . . .
H212 H -0.1921 -0.3122 0.5620 0.055 Uiso 1 1 d R U . . .
N4 N 0.7544(4) 0.2037(4) 0.23711(16) 0.0289(9) Uani 1 1 d . . . . .
N10 N 0.2565(4) 0.5345(4) 0.09155(17) 0.0323(10) Uani 1 1 d . . . . .
C25 C 0.1146(2) -0.1253(2) 0.11066(9) 0.070(3) Uani 1 1 d D . . . .
H25 H 0.1711 -0.2007 0.1059 0.084 Uiso 1 1 d R U . A .
N15 N -0.2188(5) -0.5913(4) 0.38814(17) 0.0326(10) Uani 1 1 d . . . . .
C205 C -0.2400(5) -0.2552(5) 0.24814(18) 0.0298(11) Uani 1 1 d . . . . .
H205 H -0.2812 -0.2859 0.2310 0.036 Uiso 1 1 d R U . . .
C107 C 0.8887(5) 0.5963(4) 0.04750(18) 0.0279(10) Uani 1 1 d . . . . .
107A H 0.9145 0.5345 0.0289 0.033 Uiso 1 1 d R U . . .
107B H 0.9599 0.6253 0.0416 0.033 Uiso 1 1 d R U . . .
C117 C 0.7739(5) 0.3810(4) 0.03036(17) 0.0241(10) Uani 1 1 d . . . . .
H117 H 0.7521 0.4442 0.0092 0.029 Uiso 1 1 d R U . . .
N3 N 0.6496(4) 0.2020(4) 0.22115(15) 0.0280(9) Uani 1 1 d . . . . .
C18 C 0.6207(5) 0.0355(5) 0.10679(19) 0.0311(11) Uani 1 1 d . . . . .
H18 H 0.6793 0.0562 0.0832 0.037 Uiso 1 1 d R U . . .
N14 N -0.0959(5) -0.6333(4) 0.36468(18) 0.0363(11) Uani 1 1 d . . . . .
C215 C -0.2741(5) -0.1870(4) 0.4394(2) 0.0304(11) Uani 1 1 d . . . . .
H215 H -0.2956 -0.1548 0.4086 0.036 Uiso 1 1 d R U . . .
C122 C 0.3865(5) 0.4830(4) 0.08873(19) 0.0285(11) Uani 1 1 d . . . . .
C209 C 0.1615(5) -0.2197(4) 0.3222(2) 0.0307(11) Uani 1 1 d . . . . .
209A H 0.1447 -0.2479 0.2955 0.037 Uiso 1 1 d R U . . .
209B H 0.2318 -0.2749 0.3382 0.037 Uiso 1 1 d R U . . .
209C H 0.1871 -0.1579 0.3106 0.037 Uiso 1 1 d R U . . .
C3 C 0.0656(5) 0.4704(4) 0.23385(18) 0.0260(10) Uani 1 1 d . . . . .
H3 H -0.0266 0.4926 0.2373 0.031 Uiso 1 1 d R U . . .
C217 C 0.2257(5) -0.4426(4) 0.42552(19) 0.0293(11) Uani 1 1 d . . . . .
H217 H 0.1786 -0.3984 0.4498 0.035 Uiso 1 1 d R U . . .
C203 C -0.1743(5) -0.1068(4) 0.25760(19) 0.0294(11) Uani 1 1 d . . . . .
H203 H -0.1706 -0.0385 0.2465 0.035 Uiso 1 1 d R U . . .
C24 C 0.2233(6) -0.1941(5) 0.53917(19) 0.0327(12) Uani 1 1 d . . . . .
H24 H 0.2283 -0.2216 0.5735 0.039 Uiso 1 1 d R U . . .
C213 C -0.3295(7) -0.1939(6) 0.5253(2) 0.0464(16) Uani 1 1 d . . . . .
H213 H -0.3872 -0.1668 0.5523 0.056 Uiso 1 1 d R U . . .
N2 N 0.5722(4) 0.1717(3) 0.25913(14) 0.0232(8) Uani 1 1 d . . . . .
C206 C -0.1868(5) -0.3109(4) 0.29051(18) 0.0258(10) Uani 1 1 d . . . . .
H206 H -0.1909 -0.3793 0.3015 0.031 Uiso 1 1 d R U . . .
C4 C 0.1258(6) 0.5477(4) 0.22368(19) 0.0292(11) Uani 1 1 d . . . . .
H4 H 0.0742 0.6212 0.2200 0.035 Uiso 1 1 d R U . . .
C112 C 0.6674(7) 0.4815(5) 0.2632(2) 0.0398(14) Uani 1 1 d . . . . .
H112 H 0.7195 0.4272 0.2841 0.048 Uiso 1 1 d R U . . .
C14 C 0.2825(7) 0.0282(6) 0.3911(2) 0.0433(15) Uani 1 1 d . . . . .
H14 H 0.2261 0.0556 0.4183 0.052 Uiso 1 1 d R U . . .
C2 C 0.1424(5) 0.3604(4) 0.23896(17) 0.0227(9) Uani 1 1 d . . . . .
C208 C 0.0627(6) -0.1385(5) 0.3968(2) 0.0337(12) Uani 1 1 d . . . . .
208A H 0.0812 -0.0738 0.3843 0.040 Uiso 1 1 d R U . . .
208B H 0.1371 -0.1899 0.4120 0.040 Uiso 1 1 d R U . . .
208C H -0.0149 -0.1207 0.4201 0.040 Uiso 1 1 d R U . . .
C16 C 0.4765(4) 0.0646(4) 0.18209(16) 0.0205(9) Uani 1 1 d . . . . .
C214 C -0.3612(6) -0.1470(5) 0.4796(2) 0.0409(14) Uani 1 1 d . . . . .
H214 H -0.4401 -0.0886 0.4758 0.049 Uiso 1 1 d R U . . .
C201 C -0.1270(4) -0.2643(4) 0.31668(17) 0.0211(9) Uani 1 1 d . . . . .
C108 C 0.8666(5) 0.6447(4) 0.12855(19) 0.0277(10) Uani 1 1 d . . . . .
108A H 0.9516 0.6532 0.1234 0.033 Uiso 1 1 d R U . . .
108B H 0.8470 0.6237 0.1622 0.033 Uiso 1 1 d R U . . .
108C H 0.7994 0.7124 0.1190 0.033 Uiso 1 1 d R U . . .
C21 C 0.4502(5) -0.0275(4) 0.1772(2) 0.0297(11) Uani 1 1 d . . . . .
H21 H 0.3944 -0.0507 0.2011 0.036 Uiso 1 1 d R U . . .
C202 C -0.1235(5) -0.1606(4) 0.30074(18) 0.0229(9) Uani 1 1 d . . . . .
C113 C 0.5653(7) 0.5691(6) 0.2814(2) 0.0428(15) Uani 1 1 d . . . . .
H113 H 0.5469 0.5730 0.3147 0.051 Uiso 1 1 d R U . . .
C118 C 0.8341(6) 0.2805(4) 0.0123(2) 0.0318(11) Uani 1 1 d . . . . .
H118 H 0.8488 0.2763 -0.0209 0.038 Uiso 1 1 d R U . . .
C13 C 0.3657(7) -0.0796(6) 0.3932(2) 0.0455(16) Uani 1 1 d . . . . .
H13 H 0.3652 -0.1249 0.4218 0.055 Uiso 1 1 d R U . . .
C7 C 0.0788(5) 0.2753(4) 0.2500(2) 0.0281(10) Uani 1 1 d . . . . .
H7A H 0.0682 0.2568 0.2848 0.034 Uiso 1 1 d R U . . .
H7B H -0.0087 0.3043 0.2390 0.034 Uiso 1 1 d R U . . .
C102 C 0.7635(5) 0.6820(4) 0.03103(17) 0.0233(9) Uani 1 1 d . . . . .
C15 C 0.2831(5) 0.0958(5) 0.34865(19) 0.0319(11) Uani 1 1 d . . . . .
H15 H 0.2263 0.1681 0.3475 0.038 Uiso 1 1 d R U . . .
C114 C 0.4888(6) 0.6504(5) 0.2506(2) 0.0374(13) Uani 1 1 d . . . . .
H114 H 0.4218 0.7105 0.2630 0.045 Uiso 1 1 d R U . . .
C220 C 0.3688(5) -0.5743(4) 0.3535(2) 0.0313(11) Uani 1 1 d . . . . .
H220 H 0.4171 -0.6175 0.3290 0.038 Uiso 1 1 d R U . . .
C123 C 0.4514(7) 0.3708(6) 0.0742(3) 0.058(2) Uani 1 1 d . . . . .
123A H 0.3859 0.3381 0.0751 0.070 Uiso 1 1 d R U . . .
123B H 0.5142 0.3289 0.0965 0.070 Uiso 1 1 d R U . . .
123C H 0.4968 0.3725 0.0421 0.070 Uiso 1 1 d R U . . .
O1 O 0.9239(4) 0.1453(3) 0.35672(14) 0.0351(9) Uani 1 1 d . . . . .
H1A H 0.8843 0.1540 0.3336 0.042 Uiso 1 1 d R U . . .
H1B H 0.9206 0.2153 0.3551 0.042 Uiso 1 1 d R U . . .
Cl4 Cl -0.0394(2) -0.1075(3) 0.08926(11) 0.0482(3) Uani 0.5 1 d D . P A 1
Cl5 Cl 0.1917(3) -0.0499(3) 0.06572(13) 0.0560(4) Uani 0.5 1 d D . P A 1
Cl6 Cl 0.0792(4) -0.0674(5) 0.16530(13) 0.0740(6) Uani 0.5 1 d D . P A 1
Cl4A Cl -0.0550(2) -0.0966(3) 0.10960(13) 0.0482(3) Uani 0.43 1 d D . P A 2
Cl6A Cl 0.1424(4) -0.1332(5) 0.17273(10) 0.0740(6) Uani 0.43 1 d D . P A 2
Cl5A Cl 0.1670(4) -0.0233(3) 0.07762(14) 0.0560(4) Uani 0.43 1 d D . P A 2
Cl4B Cl -0.0126(12) -0.100(2) 0.0738(5) 0.0482(3) Uani 0.07 1 d D . P A 3
Cl5B Cl 0.195(2) -0.0297(16) 0.0981(9) 0.0560(4) Uani 0.07 1 d D . P A 3
Cl6B Cl 0.0464(17) -0.127(2) 0.1719(2) 0.0740(6) Uani 0.07 1 d D . P A 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 C1 2.126(5) . ?
Sn1 C10 2.127(5) . ?
Sn1 C16 2.132(5) . ?
Sn1 N2 2.263(4) . ?
Sn1 N1 2.466(4) . ?
Sn3 C216 2.123(5) . ?
Sn3 C210 2.123(5) . ?
Sn3 C201 2.129(5) . ?
Sn3 N12 2.255(4) . ?
Sn3 N11 2.468(4) . ?
Sn2 C116 2.121(5) . ?
Sn2 C110 2.132(4) . ?
Sn2 C101 2.134(4) . ?
Sn2 N7 2.254(4) . ?
Sn2 N6 2.448(4) . ?
Cl1 C24 1.758(6) . ?
Cl2 C24 1.764(6) . ?
Cl3 C24 1.745(6) . ?
N11 C209 1.472(7) . ?
N11 C208 1.478(6) . ?
N11 C207 1.483(6) . ?
C110 C115 1.389(7) . ?
C110 C111 1.392(7) . ?
C210 C215 1.392(8) . ?
C210 C211 1.397(7) . ?
C111 C112 1.392(8) . ?
C111 H111 0.9291 . ?
C106 C105 1.388(7) . ?
C106 C101 1.394(7) . ?
C106 H106 0.9308 . ?
N1 C9 1.472(7) . ?
N1 C7 1.479(7) . ?
N1 C8 1.481(6) . ?
C17 C18 1.387(7) . ?
C17 C16 1.399(7) . ?
C17 H17 0.9301 . ?
C5 C4 1.378(8) . ?
C5 C6 1.390(7) . ?
C5 H5 0.9308 . ?
C211 C212 1.393(8) . ?
C211 H211 0.9307 . ?
C8 H8A 0.9592 . ?
C8 H8B 0.9597 . ?
C8 H8C 0.9605 . ?
C105 C104 1.377(9) . ?
C105 H105 0.9289 . ?
C221 C216 1.384(7) . ?
C221 C220 1.400(7) . ?
C221 H221 0.9299 . ?
C10 C11 1.383(8) . ?
C10 C15 1.392(7) . ?
C20 C19 1.386(8) . ?
C20 C21 1.385(8) . ?
C20 H20 0.9296 . ?
C104 C103 1.384(8) . ?
C104 H104 0.9316 . ?
C1 C6 1.393(7) . ?
C1 C2 1.401(7) . ?
C120 C121 1.385(7) . ?
C120 C119 1.389(8) . ?
C120 H120 0.9300 . ?
N7 C122 1.341(6) . ?
N7 N8 1.353(6) . ?
C109 N6 1.480(6) . ?
C109 109A 0.9598 . ?
C109 109B 0.9583 . ?
C109 109C 0.9610 . ?
C119 C118 1.383(8) . ?
C119 H119 0.9301 . ?
C204 C205 1.381(8) . ?
C204 C203 1.385(8) . ?
C204 H204 0.9291 . ?
C6 H6 0.9297 . ?
N13 N14 1.306(6) . ?
N13 N12 1.365(6) . ?
C103 C102 1.402(7) . ?
C103 H103 0.9294 . ?
C115 C114 1.400(7) . ?
C115 H115 0.9300 . ?
C219 C218 1.375(9) . ?
C219 C220 1.380(8) . ?
C219 H219 0.9293 . ?
N12 C222 1.335(6) . ?
N5 C22 1.315(6) . ?
N5 N4 1.358(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9613 . ?
C9 H9C 0.9598 . ?
C218 C217 1.384(8) . ?
C218 H218 0.9313 . ?
C216 C217 1.400(7) . ?
N6 C107 1.477(6) . ?
N6 C108 1.477(6) . ?
N8 N9 1.304(6) . ?
C11 C12 1.386(7) . ?
C11 H11 0.9311 . ?
C19 C18 1.371(8) . ?
C19 H19 0.9301 . ?
C22 N2 1.344(6) . ?
C22 C23 1.487(7) . ?
C12 C13 1.380(10) . ?
C12 H12 0.9298 . ?
C207 C202 1.504(7) . ?
C207 207A 0.9699 . ?
C207 207B 0.9692 . ?
C116 C117 1.392(7) . ?
C116 C121 1.392(6) . ?
C101 C102 1.398(7) . ?
C223 C222 1.480(8) . ?
C223 223A 0.9603 . ?
C223 223B 0.9595 . ?
C223 223C 0.9594 . ?
C23 H23A 0.9583 . ?
C23 H23B 0.9604 . ?
C23 H23C 0.9598 . ?
N9 N10 1.343(7) . ?
C222 N15 1.325(7) . ?
C121 H121 0.9289 . ?
C212 C213 1.379(10) . ?
C212 H212 0.9297 . ?
N4 N3 1.303(6) . ?
N10 C122 1.321(7) . ?
C25 Cl6 1.7486(19) . ?
C25 Cl5A 1.7487(19) . ?
C25 Cl4A 1.7488(18) . ?
C25 Cl5B 1.763(2) . ?
C25 Cl6B 1.766(2) . ?
C25 Cl4B 1.768(2) . ?
C25 Cl5 1.7938(19) . ?
C25 Cl4 1.7953(19) . ?
C25 Cl6A 1.8013(19) . ?
C25 H25 0.9803 . ?
N15 N14 1.349(7) . ?
C205 C206 1.394(7) . ?
C205 H205 0.9303 . ?
C107 C102 1.506(7) . ?
C107 107A 0.9704 . ?
C107 107B 0.9704 . ?
C117 C118 1.389(7) . ?
C117 H117 0.9301 . ?
N3 N2 1.361(6) . ?
C18 H18 0.9302 . ?
C215 C214 1.388(8) . ?
C215 H215 0.9317 . ?
C122 C123 1.485(8) . ?
C209 209A 0.9590 . ?
C209 209B 0.9607 . ?
C209 209C 0.9597 . ?
C3 C4 1.387(7) . ?
C3 C2 1.389(7) . ?
C3 H3 0.9303 . ?
C217 H217 0.9292 . ?
C203 C202 1.397(7) . ?
C203 H203 0.9288 . ?
C24 H24 0.9818 . ?
C213 C214 1.379(10) . ?
C213 H213 0.9305 . ?
C206 C201 1.394(7) . ?
C206 H206 0.9311 . ?
C4 H4 0.9296 . ?
C112 C113 1.378(10) . ?
C112 H112 0.9299 . ?
C14 C13 1.382(10) . ?
C14 C15 1.385(8) . ?
C14 H14 0.9303 . ?
C2 C7 1.506(7) . ?
C208 208A 0.9594 . ?
C208 208B 0.9592 . ?
C208 208C 0.9612 . ?
C16 C21 1.389(7) . ?
C214 H214 0.9298 . ?
C201 C202 1.398(7) . ?
C108 108A 0.9610 . ?
C108 108B 0.9606 . ?
C108 108C 0.9601 . ?
C21 H21 0.9296 . ?
C113 C114 1.378(9) . ?
C113 H113 0.9319 . ?
C118 H118 0.9292 . ?
C13 H13 0.9303 . ?
C7 H7A 0.9723 . ?
C7 H7B 0.9700 . ?
C15 H15 0.9304 . ?
C114 H114 0.9303 . ?
C220 H220 0.9291 . ?
C123 123A 0.9603 . ?
C123 123B 0.9603 . ?
C123 123C 0.9599 . ?
O1 H1A 0.8078 . ?
O1 H1B 0.9134 . ?

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 Sn1 C10 122.90(19) . . ?
C1 Sn1 C16 123.08(17) . . ?
C10 Sn1 C16 112.56(19) . . ?
C1 Sn1 N2 93.60(17) . . ?
C10 Sn1 N2 93.00(16) . . ?
C16 Sn1 N2 95.48(16) . . ?
C1 Sn1 N1 76.00(16) . . ?
C10 Sn1 N1 90.78(16) . . ?
C16 Sn1 N1 92.26(16) . . ?
N2 Sn1 N1 169.33(14) . . ?
C216 Sn3 C210 118.43(19) . . ?
C216 Sn3 C201 127.36(18) . . ?
C210 Sn3 C201 112.69(19) . . ?
C216 Sn3 N12 93.47(17) . . ?
C210 Sn3 N12 95.63(17) . . ?
C201 Sn3 N12 93.31(17) . . ?
C216 Sn3 N11 88.82(15) . . ?
C210 Sn3 N11 93.91(16) . . ?
C201 Sn3 N11 75.78(16) . . ?
N12 Sn3 N11 167.68(14) . . ?
C116 Sn2 C110 119.24(18) . . ?
C116 Sn2 C101 114.61(18) . . ?
C110 Sn2 C101 124.56(17) . . ?
C116 Sn2 N7 93.50(16) . . ?
C110 Sn2 N7 93.80(16) . . ?
C101 Sn2 N7 95.22(17) . . ?
C116 Sn2 N6 88.45(15) . . ?
C110 Sn2 N6 92.93(15) . . ?
C101 Sn2 N6 75.99(16) . . ?
N7 Sn2 N6 170.97(14) . . ?
C209 N11 C208 109.9(4) . . ?
C209 N11 C207 109.4(4) . . ?
C208 N11 C207 109.4(4) . . ?
C209 N11 Sn3 109.9(3) . . ?
C208 N11 Sn3 115.3(3) . . ?
C207 N11 Sn3 102.6(3) . . ?
C115 C110 C111 118.7(5) . . ?
C115 C110 Sn2 120.4(4) . . ?
C111 C110 Sn2 121.0(4) . . ?
C215 C210 C211 118.2(5) . . ?
C215 C210 Sn3 119.0(4) . . ?
C211 C210 Sn3 122.6(4) . . ?
C110 C111 C112 120.9(5) . . ?
C110 C111 H111 119.8 . . ?
C112 C111 H111 119.3 . . ?
C105 C106 C101 120.5(5) . . ?
C105 C106 H106 119.9 . . ?
C101 C106 H106 119.5 . . ?
C9 N1 C7 110.2(4) . . ?
C9 N1 C8 109.1(4) . . ?
C7 N1 C8 109.4(4) . . ?
C9 N1 Sn1 110.3(3) . . ?
C7 N1 Sn1 100.6(3) . . ?
C8 N1 Sn1 116.9(3) . . ?
C18 C17 C16 120.4(5) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.9 . . ?
C4 C5 C6 120.7(5) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.8 . . ?
C212 C211 C210 120.4(6) . . ?
C212 C211 H211 119.8 . . ?
C210 C211 H211 119.7 . . ?
N1 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.8 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.4 . . ?
C104 C105 C106 120.1(5) . . ?
C104 C105 H105 120.1 . . ?
C106 C105 H105 119.8 . . ?
C216 C221 C220 120.4(5) . . ?
C216 C221 H221 119.7 . . ?
C220 C221 H221 120.0 . . ?
C11 C10 C15 118.5(5) . . ?
C11 C10 Sn1 118.1(4) . . ?
C15 C10 Sn1 123.4(4) . . ?
C19 C20 C21 120.1(5) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 119.6 . . ?
C105 C104 C103 120.3(5) . . ?
C105 C104 H104 119.8 . . ?
C103 C104 H104 119.9 . . ?
C6 C1 C2 119.5(4) . . ?
C6 C1 Sn1 125.2(4) . . ?
C2 C1 Sn1 115.2(3) . . ?
C121 C120 C119 120.3(5) . . ?
C121 C120 H120 119.6 . . ?
C119 C120 H120 120.1 . . ?
C122 N7 N8 105.7(4) . . ?
C122 N7 Sn2 140.0(4) . . ?
N8 N7 Sn2 114.3(3) . . ?
N6 C109 109A 109.7 . . ?
N6 C109 109B 109.4 . . ?
109A C109 109B 109.4 . . ?
N6 C109 109C 109.3 . . ?
109A C109 109C 109.4 . . ?
109B C109 109C 109.6 . . ?
C118 C119 C120 119.6(5) . . ?
C118 C119 H119 120.4 . . ?
C120 C119 H119 119.9 . . ?
C205 C204 C203 120.3(5) . . ?
C205 C204 H204 119.8 . . ?
C203 C204 H204 119.9 . . ?
C5 C6 C1 119.8(5) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 119.9 . . ?
N14 N13 N12 107.0(4) . . ?
C104 C103 C102 120.1(5) . . ?
C104 C103 H103 119.9 . . ?
C102 C103 H103 120.0 . . ?
C110 C115 C114 120.3(5) . . ?
C110 C115 H115 120.2 . . ?
C114 C115 H115 119.5 . . ?
C218 C219 C220 119.6(5) . . ?
C218 C219 H219 120.2 . . ?
C220 C219 H219 120.2 . . ?
C222 N12 N13 106.4(4) . . ?
C222 N12 Sn3 136.6(4) . . ?
N13 N12 Sn3 116.2(3) . . ?
C22 N5 N4 105.8(4) . . ?
N1 C9 H9A 109.6 . . ?
N1 C9 H9B 109.4 . . ?
H9A C9 H9B 109.4 . . ?
N1 C9 H9C 109.6 . . ?
H9A C9 H9C 109.4 . . ?
H9B C9 H9C 109.4 . . ?
C219 C218 C217 120.9(5) . . ?
C219 C218 H218 119.7 . . ?
C217 C218 H218 119.4 . . ?
C221 C216 C217 118.8(5) . . ?
C221 C216 Sn3 121.3(3) . . ?
C217 C216 Sn3 119.8(4) . . ?
C107 N6 C108 109.7(4) . . ?
C107 N6 C109 110.1(4) . . ?
C108 N6 C109 108.9(4) . . ?
C107 N6 Sn2 100.8(3) . . ?
C108 N6 Sn2 111.5(3) . . ?
C109 N6 Sn2 115.5(3) . . ?
N9 N8 N7 108.1(4) . . ?
C10 C11 C12 120.9(6) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.7 . . ?
C18 C19 C20 119.3(5) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.1 . . ?
N5 C22 N2 110.7(4) . . ?
N5 C22 C23 123.1(4) . . ?
N2 C22 C23 126.2(4) . . ?
C13 C12 C11 120.1(6) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 120.1 . . ?
N11 C207 C202 110.8(4) . . ?
N11 C207 207A 109.3 . . ?
C202 C207 207A 109.5 . . ?
N11 C207 207B 109.4 . . ?
C202 C207 207B 109.7 . . ?
207A C207 207B 108.0 . . ?
C117 C116 C121 118.9(4) . . ?
C117 C116 Sn2 119.2(3) . . ?
C121 C116 Sn2 122.0(4) . . ?
C106 C101 C102 119.2(4) . . ?
C106 C101 Sn2 126.1(4) . . ?
C102 C101 Sn2 114.6(3) . . ?
C222 C223 223A 109.7 . . ?
C222 C223 223B 109.8 . . ?
223A C223 223B 109.5 . . ?
C222 C223 223C 108.8 . . ?
223A C223 223C 109.5 . . ?
223B C223 223C 109.5 . . ?
C22 C23 H23A 109.1 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 110.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.4 . . ?
N8 N9 N10 110.2(4) . . ?
N15 C222 N12 110.6(5) . . ?
N15 C222 C223 124.5(5) . . ?
N12 C222 C223 124.9(5) . . ?
C120 C121 C116 120.4(5) . . ?
C120 C121 H121 120.0 . . ?
C116 C121 H121 119.6 . . ?
C213 C212 C211 120.2(6) . . ?
C213 C212 H212 119.8 . . ?
C211 C212 H212 120.0 . . ?
N3 N4 N5 109.5(4) . . ?
C122 N10 N9 105.6(4) . . ?
Cl5A C25 Cl4A 112.07(16) . . ?
Cl5B C25 Cl6B 109.24(17) . . ?
Cl5B C25 Cl4B 113.9(12) . . ?
Cl6B C25 Cl4B 109.01(15) . . ?
Cl6 C25 Cl5 109.1(3) . . ?
Cl6 C25 Cl4 108.57(13) . . ?
Cl5 C25 Cl4 105.19(14) . . ?
Cl5A C25 Cl6A 108.03(15) . . ?
Cl4A C25 Cl6A 107.64(14) . . ?
Cl6 C25 H25 125.3 . . ?
Cl5A C25 H25 117.0 . . ?
Cl4A C25 H25 114.5 . . ?
Cl5B C25 H25 115.7 . . ?
Cl6B C25 H25 105.9 . . ?
Cl4B C25 H25 102.5 . . ?
Cl5 C25 H25 102.2 . . ?
Cl4 C25 H25 104.8 . . ?
Cl6A C25 H25 95.8 . . ?
C222 N15 N14 105.1(4) . . ?
C204 C205 C206 120.1(5) . . ?
C204 C205 H205 120.0 . . ?
C206 C205 H205 119.9 . . ?
N6 C107 C102 111.2(4) . . ?
N6 C107 107A 109.4 . . ?
C102 C107 107A 109.3 . . ?
N6 C107 107B 109.4 . . ?
C102 C107 107B 109.5 . . ?
107A C107 107B 108.0 . . ?
C118 C117 C116 120.7(5) . . ?
C118 C117 H117 119.8 . . ?
C116 C117 H117 119.5 . . ?
N4 N3 N2 108.5(4) . . ?
C19 C18 C17 121.0(5) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.8 . . ?
N13 N14 N15 110.9(4) . . ?
C214 C215 C210 121.3(5) . . ?
C214 C215 H215 119.4 . . ?
C210 C215 H215 119.3 . . ?
N10 C122 N7 110.5(5) . . ?
N10 C122 C123 122.5(5) . . ?
N7 C122 C123 127.1(5) . . ?
N11 C209 209A 109.3 . . ?
N11 C209 209B 109.4 . . ?
209A C209 209B 109.5 . . ?
N11 C209 209C 109.7 . . ?
209A C209 209C 109.6 . . ?
209B C209 209C 109.4 . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 120.1 . . ?
C218 C217 C216 120.1(5) . . ?
C218 C217 H217 120.0 . . ?
C216 C217 H217 119.9 . . ?
C204 C203 C202 120.1(5) . . ?
C204 C203 H203 119.8 . . ?
C202 C203 H203 120.1 . . ?
Cl3 C24 Cl1 110.1(3) . . ?
Cl3 C24 Cl2 111.4(3) . . ?
Cl1 C24 Cl2 109.6(3) . . ?
Cl3 C24 H24 108.5 . . ?
Cl1 C24 H24 108.6 . . ?
Cl2 C24 H24 108.5 . . ?
C214 C213 C212 120.2(6) . . ?
C214 C213 H213 119.8 . . ?
C212 C213 H213 120.0 . . ?
C22 N2 N3 105.4(4) . . ?
C22 N2 Sn1 137.9(3) . . ?
N3 N2 Sn1 116.7(3) . . ?
C205 C206 C201 120.1(5) . . ?
C205 C206 H206 120.3 . . ?
C201 C206 H206 119.6 . . ?
C5 C4 C3 119.9(5) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.1 . . ?
C113 C112 C111 119.8(6) . . ?
C113 C112 H112 120.0 . . ?
C111 C112 H112 120.2 . . ?
C13 C14 C15 120.1(6) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 119.7 . . ?
C3 C2 C1 119.8(4) . . ?
C3 C2 C7 121.0(4) . . ?
C1 C2 C7 119.1(4) . . ?
N11 C208 208A 109.4 . . ?
N11 C208 208B 109.0 . . ?
208A C208 208B 109.5 . . ?
N11 C208 208C 109.9 . . ?
208A C208 208C 109.5 . . ?
208B C208 208C 109.5 . . ?
C21 C16 C17 117.8(5) . . ?
C21 C16 Sn1 120.7(4) . . ?
C17 C16 Sn1 121.4(4) . . ?
C213 C214 C215 119.6(6) . . ?
C213 C214 H214 120.1 . . ?
C215 C214 H214 120.3 . . ?
C206 C201 C202 119.6(4) . . ?
C206 C201 Sn3 124.2(4) . . ?
C202 C201 Sn3 116.2(3) . . ?
N6 C108 108A 109.5 . . ?
N6 C108 108B 109.6 . . ?
108A C108 108B 109.4 . . ?
N6 C108 108C 109.4 . . ?
108A C108 108C 109.4 . . ?
108B C108 108C 109.5 . . ?
C20 C21 C16 121.3(5) . . ?
C20 C21 H21 119.3 . . ?
C16 C21 H21 119.4 . . ?
C203 C202 C201 119.7(5) . . ?
C203 C202 C207 120.6(4) . . ?
C201 C202 C207 119.6(4) . . ?
C112 C113 C114 120.2(5) . . ?
C112 C113 H113 120.0 . . ?
C114 C113 H113 119.8 . . ?
C119 C118 C117 120.1(5) . . ?
C119 C118 H118 119.9 . . ?
C117 C118 H118 120.0 . . ?
C12 C13 C14 119.6(5) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.0 . . ?
N1 C7 C2 111.2(4) . . ?
N1 C7 H7A 109.5 . . ?
C2 C7 H7A 109.2 . . ?
N1 C7 H7B 109.3 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 108.0 . . ?
C101 C102 C103 119.7(5) . . ?
C101 C102 C107 119.3(4) . . ?
C103 C102 C107 121.0(5) . . ?
C14 C15 C10 120.7(6) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.6 . . ?
C113 C114 C115 120.1(6) . . ?
C113 C114 H114 119.9 . . ?
C115 C114 H114 120.0 . . ?
C219 C220 C221 120.2(5) . . ?
C219 C220 H220 120.0 . . ?
C221 C220 H220 119.9 . . ?
C122 C123 123A 109.9 . . ?
C122 C123 123B 108.6 . . ?
123A C123 123B 109.4 . . ?
C122 C123 123C 110.0 . . ?
123A C123 123C 109.5 . . ?
123B C123 123C 109.5 . . ?
H1A O1 H1B 96.5 . . ?

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
O1 H1A N5 0.81 2.08 2.872(6) 167.4 .
O1 H1B N14 0.91 2.01 2.914(6) 169.6 1_665
O1 H1B N15 0.91 2.68 3.457(6) 143.7 1_665
C8 H8C Cl6 0.96 2.82 3.439(6) 122.9 .
C109 109C N10 0.96 2.51 3.462(7) 172.5 1_655
C25 H25 N8 0.98 2.28 3.211(5) 159.0 1_545
C25 H25 N9 0.98 2.07 3.017(6) 161.5 1_545
C24 H24 N15 0.98 2.59 3.263(7) 125.6 2_546
C24 H24 O1 0.98 2.44 3.144(7) 128.2 2_656
O1 H1A N5 0.81 2.08 2.872(6) 167.4 .
O1 H1B N15 0.91 2.68 3.457(6) 143.7 1_665
O1 H1B N14 0.91 2.01 2.914(6) 169.6 1_665

_refine_diff_density_max         3.743
_refine_diff_density_min         -3.528
_refine_diff_density_rms         0.134


####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1432631'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H24 N8 Sn'
_chemical_formula_sum            'C18 H24 N8 Sn'
_chemical_formula_weight         471.14

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   9.9650(6)
_cell_length_b                   14.0700(6)
_cell_length_c                   16.8031(11)
_cell_angle_alpha                90
_cell_angle_beta                 120.993(6)
_cell_angle_gamma                90
_cell_volume                     2019.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    16445
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.32
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    1.285
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.112
1 -1 0 0.173
-1 -1 0 0.201
1 1 0 0.156
-1 0 -1 0.067
1 0 1 0.158
0 0 -1 0.173
-1 0 1 0.210
0 0 1 0.247
1 0 -1 0.204
1 -1 1 0.187
0 -1 0 0.254
0 1 0 0.153
0 -1 1 0.251
0 -1 -1 0.163
0 1 -1 0.142
0 1 1 0.199


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.668
_exptl_absorpt_correction_T_max  0.796
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_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  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16394
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4568
_reflns_number_gt                4049
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0212P)²+3.9955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4568
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0755
_refine_ls_wR_factor_gt          0.0691
_refine_ls_goodness_of_fit_ref   1.195
_refine_ls_restrained_S_all      1.195
_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
Sn1 Sn 0.30574(2) 0.356461(13) 0.249665(13) 0.02082(7) Uani 1 1 d . . .
N2 N 0.1683(3) 0.52060(19) 0.22421(19) 0.0303(6) Uani 1 1 d . . .
N3 N 0.2703(3) 0.3482(2) 0.3670(2) 0.0353(6) Uani 1 1 d . . .
N6 N 0.3826(3) 0.20984(19) 0.27119(19) 0.0319(6) Uani 1 1 d . . .
C1 C 0.5252(3) 0.4250(2) 0.3241(2) 0.0248(6) Uani 1 1 d . . .
N7 N 0.3614(3) 0.15911(19) 0.32088(19) 0.0311(6) Uani 1 1 d . . .
N1 N 0.4130(3) 0.34421(19) 0.14519(18) 0.0288(5) Uani 1 1 d . . .
N4 N 0.1501(4) 0.3148(2) 0.3553(2) 0.0346(6) Uani 1 1 d . . .
C11 C -0.0412(4) 0.4031(2) 0.1326(2) 0.0310(7) Uani 1 1 d . . .
C17 C 0.1663(5) 0.5745(2) 0.1486(3) 0.0393(8) Uani 1 1 d . . .
H17A H 0.1209 0.5360 0.0937 0.047 Uiso 1 1 d R . .
H17B H 0.2713 0.5915 0.1661 0.047 Uiso 1 1 d R . .
H17C H 0.1050 0.6311 0.1366 0.047 Uiso 1 1 d R . .
C10 C 0.0689(4) 0.3360(2) 0.1419(2) 0.0290(6) Uani 1 1 d . . .
N8 N 0.3473(4) 0.1063(2) 0.3682(3) 0.0505(9) Uani 1 1 d . . .
C8 C 0.3719(5) 0.4294(3) 0.0859(3) 0.0468(9) Uani 1 1 d . . .
H8A H 0.4103 0.4226 0.0443 0.056 Uiso 1 1 d R . .
H8B H 0.4186 0.4844 0.1244 0.056 Uiso 1 1 d R . .
H8C H 0.2602 0.4369 0.0507 0.056 Uiso 1 1 d R . .
C6 C 0.5770(5) 0.4748(3) 0.4051(2) 0.0407(8) Uani 1 1 d . . .
H6 H 0.5146 0.4793 0.4312 0.049 Uiso 1 1 d R . .
C2 C 0.6254(4) 0.4128(3) 0.2898(3) 0.0403(8) Uani 1 1 d . . .
N5 N 0.0383(4) 0.2853(3) 0.3488(3) 0.0570(10) Uani 1 1 d . . .
C7 C 0.5830(5) 0.3434(3) 0.2120(3) 0.0463(9) Uani 1 1 d . . .
H7A H 0.6380 0.3607 0.1804 0.056 Uiso 1 1 d R . .
H7B H 0.6159 0.2800 0.2372 0.056 Uiso 1 1 d R . .
C16 C 0.0090(4) 0.4889(3) 0.1950(3) 0.0367(8) Uani 1 1 d . . .
H16A H -0.0637 0.5404 0.1623 0.044 Uiso 1 1 d R . .
H16B H 0.0034 0.4743 0.2496 0.044 Uiso 1 1 d R . .
C12 C -0.1984(4) 0.3870(3) 0.0685(3) 0.0418(9) Uani 1 1 d . . .
H12 H -0.2728 0.4318 0.0610 0.050 Uiso 1 1 d R . .
C3 C 0.7686(5) 0.4607(4) 0.3329(4) 0.0630(13) Uani 1 1 d . . .
H3 H 0.8346 0.4551 0.3093 0.076 Uiso 1 1 d R . .
C18 C 0.2274(5) 0.5838(3) 0.3058(3) 0.0466(9) Uani 1 1 d . . .
H18A H 0.3319 0.6038 0.3250 0.056 Uiso 1 1 d R . .
H18B H 0.2281 0.5498 0.3556 0.056 Uiso 1 1 d R . .
H18C H 0.1608 0.6384 0.2899 0.056 Uiso 1 1 d R . .
C15 C 0.0215(4) 0.2542(3) 0.0892(3) 0.0430(9) Uani 1 1 d . . .
H15 H 0.0946 0.2086 0.0965 0.052 Uiso 1 1 d R . .
C5 C 0.7230(6) 0.5191(3) 0.4482(3) 0.0601(14) Uani 1 1 d . . .
H5 H 0.7587 0.5519 0.5036 0.072 Uiso 1 1 d R . .
C14 C -0.1374(5) 0.2397(3) 0.0251(3) 0.0545(11) Uani 1 1 d . . .
H14 H -0.1698 0.1853 -0.0117 0.065 Uiso 1 1 d R . .
C13 C -0.2453(4) 0.3059(3) 0.0155(3) 0.0523(11) Uani 1 1 d . . .
H13 H -0.3510 0.2954 -0.0268 0.063 Uiso 1 1 d R . .
C4 C 0.8134(5) 0.5148(3) 0.4092(3) 0.0616(15) Uani 1 1 d . . .
H4 H 0.9063 0.5490 0.4351 0.074 Uiso 1 1 d R . .
C9 C 0.3717(6) 0.2597(3) 0.0855(3) 0.0601(12) Uani 1 1 d . . .
H9A H 0.4321 0.2587 0.0557 0.072 Uiso 1 1 d R . .
H9B H 0.2623 0.2620 0.0392 0.072 Uiso 1 1 d R . .
H9C H 0.3932 0.2034 0.1224 0.072 Uiso 1 1 d R . .


_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 C1 2.112(3) . ?
Sn1 C10 2.128(3) . ?
Sn1 N6 2.165(3) . ?
Sn1 N3 2.177(3) . ?
Sn1 N1 2.487(2) . ?
N2 C16 1.469(4) . ?
N2 C17 1.470(4) . ?
N2 C18 1.478(5) . ?
N3 N4 1.205(4) . ?
N6 N7 1.197(4) . ?
C1 C6 1.372(4) . ?
C1 C2 1.397(5) . ?
N7 N8 1.149(4) . ?
N1 C9 1.471(5) . ?
N1 C7 1.474(5) . ?
N1 C8 1.476(5) . ?
N4 N5 1.140(4) . ?
C11 C12 1.388(5) . ?
C11 C10 1.393(5) . ?
C11 C16 1.506(5) . ?
C17 H17A 0.9599 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C10 C15 1.379(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C6 C5 1.394(6) . ?
C6 H6 0.9300 . ?
C2 C3 1.397(5) . ?
C2 C7 1.507(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C16 H16A 0.9701 . ?
C16 H16B 0.9700 . ?
C12 C13 1.374(6) . ?
C12 H12 0.9300 . ?
C3 C4 1.354(7) . ?
C3 H3 0.9299 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C15 C14 1.398(5) . ?
C15 H15 0.9300 . ?
C5 C4 1.361(8) . ?
C5 H5 0.9301 . ?
C14 C13 1.368(6) . ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
C4 H4 0.9299 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9601 . ?
C9 H9C 0.9600 . ?

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 Sn1 C10 157.21(11) . . ?
C1 Sn1 N6 99.61(11) . . ?
C10 Sn1 N6 98.93(12) . . ?
C1 Sn1 N3 95.11(11) . . ?
C10 Sn1 N3 97.91(12) . . ?
N6 Sn1 N3 90.34(11) . . ?
C1 Sn1 N1 76.09(10) . . ?
C10 Sn1 N1 94.66(11) . . ?
N6 Sn1 N1 78.95(10) . . ?
N3 Sn1 N1 164.63(10) . . ?
C16 N2 C17 109.6(3) . . ?
C16 N2 C18 109.8(3) . . ?
C17 N2 C18 108.2(3) . . ?
N4 N3 Sn1 119.0(2) . . ?
N7 N6 Sn1 120.7(2) . . ?
C6 C1 C2 119.2(3) . . ?
C6 C1 Sn1 124.5(3) . . ?
C2 C1 Sn1 116.2(2) . . ?
N8 N7 N6 175.6(4) . . ?
C9 N1 C7 108.8(3) . . ?
C9 N1 C8 108.3(3) . . ?
C7 N1 C8 109.3(3) . . ?
C9 N1 Sn1 117.8(2) . . ?
C7 N1 Sn1 101.91(19) . . ?
C8 N1 Sn1 110.4(2) . . ?
N5 N4 N3 176.3(4) . . ?
C12 C11 C10 119.1(3) . . ?
C12 C11 C16 120.5(3) . . ?
C10 C11 C16 120.3(3) . . ?
N2 C17 H17A 109.2 . . ?
N2 C17 H17B 109.7 . . ?
H17A C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C10 C11 120.2(3) . . ?
C15 C10 Sn1 121.5(2) . . ?
C11 C10 Sn1 117.9(2) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.3 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.6 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C6 C5 120.2(4) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 H6 119.7 . . ?
C3 C2 C1 118.9(4) . . ?
C3 C2 C7 121.1(4) . . ?
C1 C2 C7 119.8(3) . . ?
N1 C7 C2 110.8(3) . . ?
N1 C7 H7A 109.5 . . ?
C2 C7 H7A 109.2 . . ?
N1 C7 H7B 109.7 . . ?
C2 C7 H7B 109.6 . . ?
H7A C7 H7B 108.0 . . ?
N2 C16 C11 113.0(3) . . ?
N2 C16 H16A 109.0 . . ?
C11 C16 H16A 108.7 . . ?
N2 C16 H16B 109.1 . . ?
C11 C16 H16B 109.2 . . ?
H16A C16 H16B 107.7 . . ?
C13 C12 C11 120.6(4) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.8 . . ?
C4 C3 C2 120.8(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.8 . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.3 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 109.7 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C15 C14 119.6(4) . . ?
C10 C15 H15 120.3 . . ?
C14 C15 H15 120.0 . . ?
C4 C5 C6 120.1(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 120.1 . . ?
C13 C14 C15 120.1(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 120.0 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 120.1 . . ?
C3 C4 C5 120.3(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.9 . . ?
N1 C9 H9A 109.6 . . ?
N1 C9 H9B 109.1 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.6 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.325
_refine_diff_density_min         -0.646
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1432632'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H35 N5 Sn'
_chemical_formula_sum            'C24 H35 N5 Sn'
_chemical_formula_weight         512.26

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   10.0490(3)
_cell_length_b                   13.4371(12)
_cell_length_c                   18.4539(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.310(4)
_cell_angle_gamma                90
_cell_volume                     2424.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    24228
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056
_exptl_absorpt_coefficient_mu    1.073
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.096
1 0 0 0.100
0 1 1 0.122
0 -1 -1 0.048
0 -1 1 0.030
0 1 -1 0.118
0 0 -1 0.103
0 0 1 0.092
-1 0 1 0.124
1 0 -1 0.112


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.830
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_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  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24210
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5443
_reflns_number_gt                4517
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0132P)²+2.2572P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5443
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0580
_refine_ls_wR_factor_gt          0.0506
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.003
_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
Sn1 Sn 0.867287(15) 0.058452(12) 0.861814(8) 0.02206(5) Uani 1 1 d . . .
C6 C 0.8206(2) -0.16672(19) 0.81799(13) 0.0301(5) Uani 1 1 d . . .
H6 H 0.8915 -0.1581 0.7939 0.036 Uiso 1 1 d R . .
C10 C 1.1979(2) -0.04561(17) 0.76654(12) 0.0245(5) Uani 1 1 d . . .
N1 N 0.65035(19) 0.08146(14) 0.90218(10) 0.0249(4) Uani 1 1 d . . .
N2 N 1.05622(19) -0.00175(16) 0.82791(11) 0.0276(4) Uani 1 1 d . . .
N3 N 1.1600(2) -0.04311(17) 0.87527(11) 0.0321(5) Uani 1 1 d . . .
N5 N 1.0763(2) -0.00196(16) 0.75839(11) 0.0289(4) Uani 1 1 d . . .
C11 C 1.2681(2) -0.05975(18) 0.70577(12) 0.0255(5) Uani 1 1 d . . .
N4 N 1.2520(2) -0.07129(17) 0.83770(11) 0.0323(5) Uani 1 1 d . . .
C12 C 1.3954(2) -0.10570(19) 0.71952(14) 0.0306(5) Uani 1 1 d . . .
H12 H 1.4329 -0.1313 0.7666 0.037 Uiso 1 1 d R . .
C8 C 0.5388(2) 0.0987(2) 0.83562(13) 0.0319(5) Uani 1 1 d . . .
H8A H 0.5384 0.0464 0.8001 0.038 Uiso 1 1 d R . .
H8B H 0.5531 0.1614 0.8138 0.038 Uiso 1 1 d R . .
H8C H 0.4526 0.0997 0.8497 0.038 Uiso 1 1 d R . .
C2 C 0.6745(2) -0.10101(18) 0.89279(12) 0.0248(5) Uani 1 1 d . . .
C22 C 0.7393(3) 0.0919(2) 0.69541(13) 0.0318(5) Uani 1 1 d . . .
H22A H 0.7885 0.0306 0.6920 0.038 Uiso 1 1 d R . .
H22B H 0.6489 0.0743 0.7015 0.038 Uiso 1 1 d R . .
C7 C 0.6314(2) -0.01600(19) 0.93582(13) 0.0286(5) Uani 1 1 d . . .
H7A H 0.5360 -0.0241 0.9368 0.034 Uiso 1 1 d R . .
H7B H 0.6849 -0.0175 0.9868 0.034 Uiso 1 1 d R . .
C21 C 0.8142(2) 0.14908(18) 0.76398(12) 0.0272(5) Uani 1 1 d . . .
H21A H 0.7566 0.2034 0.7730 0.033 Uiso 1 1 d R . .
H21B H 0.8968 0.1776 0.7541 0.033 Uiso 1 1 d R . .
C17 C 0.9887(2) 0.11950(18) 0.96293(12) 0.0273(5) Uani 1 1 d . . .
H17A H 0.9359 0.1170 1.0008 0.033 Uiso 1 1 d R . .
H17B H 1.0685 0.0776 0.9796 0.033 Uiso 1 1 d R . .
C16 C 1.2114(3) -0.0252(2) 0.63468(14) 0.0337(6) Uani 1 1 d . . .
H16 H 1.1253 0.0042 0.6243 0.040 Uiso 1 1 d R . .
C4 C 0.6539(3) -0.2722(2) 0.85356(15) 0.0370(6) Uani 1 1 d . . .
H4 H 0.6122 -0.3341 0.8530 0.044 Uiso 1 1 d R . .
C1 C 0.7799(2) -0.08720(18) 0.85600(12) 0.0253(5) Uani 1 1 d . . .
C9 C 0.6489(3) 0.1621(2) 0.95619(14) 0.0342(6) Uani 1 1 d . . .
H9A H 0.6740 0.2236 0.9364 0.041 Uiso 1 1 d R . .
H9B H 0.7133 0.1470 1.0020 0.041 Uiso 1 1 d R . .
H9C H 0.5591 0.1682 0.9654 0.041 Uiso 1 1 d R . .
C3 C 0.6124(2) -0.19360(19) 0.89144(14) 0.0317(5) Uani 1 1 d . . .
H3 H 0.5425 -0.2028 0.9162 0.038 Uiso 1 1 d R . .
C23 C 0.7246(3) 0.1503(2) 0.62312(14) 0.0382(6) Uani 1 1 d . . .
H23A H 0.6632 0.1145 0.5834 0.046 Uiso 1 1 d R . .
H23B H 0.6836 0.2144 0.6284 0.046 Uiso 1 1 d R . .
C14 C 1.4111(3) -0.0771(2) 0.59387(16) 0.0419(7) Uani 1 1 d . . .
H14 H 1.4596 -0.0815 0.5567 0.050 Uiso 1 1 d R . .
C13 C 1.4667(3) -0.1134(2) 0.66428(15) 0.0401(6) Uani 1 1 d . . .
H13 H 1.5525 -0.1433 0.6745 0.048 Uiso 1 1 d R . .
C5 C 0.7578(3) -0.25877(19) 0.81666(15) 0.0358(6) Uani 1 1 d . . .
H5 H 0.7851 -0.3114 0.7907 0.043 Uiso 1 1 d R . .
C18 C 1.0364(3) 0.2257(2) 0.95691(14) 0.0338(6) Uani 1 1 d . . .
H18A H 1.0783 0.2502 1.0063 0.041 Uiso 1 1 d R . .
H18B H 0.9574 0.2671 0.9368 0.041 Uiso 1 1 d R . .
C15 C 1.2827(3) -0.0342(2) 0.57882(15) 0.0432(7) Uani 1 1 d . . .
H15 H 1.2436 -0.0111 0.5312 0.052 Uiso 1 1 d R . .
C19 C 1.1390(3) 0.2358(2) 0.90790(16) 0.0438(7) Uani 1 1 d . . .
H19A H 1.2152 0.1910 0.9259 0.053 Uiso 1 1 d R . .
H19B H 1.0951 0.2161 0.8575 0.053 Uiso 1 1 d R . .
C24 C 0.8590(3) 0.1658(2) 0.60113(15) 0.0447(7) Uani 1 1 d . . .
H24A H 0.9182 0.2052 0.6385 0.054 Uiso 1 1 d R . .
H24B H 0.8429 0.1999 0.5542 0.054 Uiso 1 1 d R . .
H24C H 0.9014 0.1027 0.5968 0.054 Uiso 1 1 d R . .
C20 C 1.1919(4) 0.3398(3) 0.9063(2) 0.0707(11) Uani 1 1 d . . .
H20A H 1.1165 0.3855 0.8956 0.085 Uiso 1 1 d R . .
H20B H 1.2435 0.3453 0.8687 0.085 Uiso 1 1 d R . .
H20C H 1.2498 0.3553 0.9540 0.085 Uiso 1 1 d R . .


_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 C1 2.138(2) . ?
Sn1 C21 2.141(2) . ?
Sn1 C17 2.143(2) . ?
Sn1 N2 2.2798(19) . ?
Sn1 N1 2.4800(19) . ?
C6 C5 1.386(4) . ?
C6 C1 1.390(3) . ?
C6 H6 0.9299 . ?
C10 N5 1.332(3) . ?
C10 N4 1.346(3) . ?
C10 C11 1.468(3) . ?
N1 C9 1.474(3) . ?
N1 C8 1.478(3) . ?
N1 C7 1.480(3) . ?
N2 N3 1.319(3) . ?
N2 N5 1.344(3) . ?
N3 N4 1.332(3) . ?
C11 C16 1.384(3) . ?
C11 C12 1.390(3) . ?
C12 C13 1.379(3) . ?
C12 H12 0.9299 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9599 . ?
C8 H8C 0.9600 . ?
C2 C3 1.389(3) . ?
C2 C1 1.396(3) . ?
C2 C7 1.510(3) . ?
C22 C21 1.523(3) . ?
C22 C23 1.525(3) . ?
C22 H22A 0.9699 . ?
C22 H22B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C17 C18 1.518(3) . ?
C17 H17A 0.9701 . ?
C17 H17B 0.9700 . ?
C16 C15 1.390(4) . ?
C16 H16 0.9301 . ?
C4 C3 1.383(4) . ?
C4 C5 1.383(4) . ?
C4 H4 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9599 . ?
C9 H9C 0.9600 . ?
C3 H3 0.9300 . ?
C23 C24 1.511(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C14 C13 1.380(4) . ?
C14 C15 1.381(4) . ?
C14 H14 0.9301 . ?
C13 H13 0.9300 . ?
C5 H5 0.9301 . ?
C18 C19 1.526(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C15 H15 0.9300 . ?
C19 C20 1.498(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9701 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9601 . ?
C24 H24C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9599 . ?

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 Sn1 C21 117.30(9) . . ?
C1 Sn1 C17 122.61(9) . . ?
C21 Sn1 C17 119.86(9) . . ?
C1 Sn1 N2 91.13(8) . . ?
C21 Sn1 N2 91.84(8) . . ?
C17 Sn1 N2 91.82(8) . . ?
C1 Sn1 N1 75.52(8) . . ?
C21 Sn1 N1 96.70(8) . . ?
C17 Sn1 N1 93.11(8) . . ?
N2 Sn1 N1 166.37(7) . . ?
C5 C6 C1 120.6(2) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.5 . . ?
N5 C10 N4 112.2(2) . . ?
N5 C10 C11 124.1(2) . . ?
N4 C10 C11 123.7(2) . . ?
C9 N1 C8 108.86(19) . . ?
C9 N1 C7 110.14(18) . . ?
C8 N1 C7 109.92(19) . . ?
C9 N1 Sn1 116.15(14) . . ?
C8 N1 Sn1 108.72(14) . . ?
C7 N1 Sn1 102.85(13) . . ?
N3 N2 N5 111.22(18) . . ?
N3 N2 Sn1 123.28(14) . . ?
N5 N2 Sn1 125.48(15) . . ?
N2 N3 N4 108.21(18) . . ?
C10 N5 N2 103.22(18) . . ?
C16 C11 C12 118.8(2) . . ?
C16 C11 C10 121.0(2) . . ?
C12 C11 C10 120.1(2) . . ?
N3 N4 C10 105.18(19) . . ?
C13 C12 C11 120.8(2) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.5 . . ?
N1 C8 H8A 109.6 . . ?
N1 C8 H8B 109.1 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.6 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C2 C1 119.9(2) . . ?
C3 C2 C7 120.3(2) . . ?
C1 C2 C7 119.8(2) . . ?
C21 C22 C23 113.4(2) . . ?
C21 C22 H22A 108.7 . . ?
C23 C22 H22A 109.2 . . ?
C21 C22 H22B 108.8 . . ?
C23 C22 H22B 108.8 . . ?
H22A C22 H22B 107.8 . . ?
N1 C7 C2 111.62(18) . . ?
N1 C7 H7A 109.3 . . ?
C2 C7 H7A 109.3 . . ?
N1 C7 H7B 109.2 . . ?
C2 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C22 C21 Sn1 113.16(16) . . ?
C22 C21 H21A 108.8 . . ?
Sn1 C21 H21A 109.0 . . ?
C22 C21 H21B 108.9 . . ?
Sn1 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C18 C17 Sn1 114.97(16) . . ?
C18 C17 H17A 108.6 . . ?
Sn1 C17 H17A 108.5 . . ?
C18 C17 H17B 108.4 . . ?
Sn1 C17 H17B 108.5 . . ?
H17A C17 H17B 107.5 . . ?
C11 C16 C15 120.3(2) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.9 . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.0 . . ?
C6 C1 C2 119.2(2) . . ?
C6 C1 Sn1 124.34(17) . . ?
C2 C1 Sn1 116.50(17) . . ?
N1 C9 H9A 109.3 . . ?
N1 C9 H9B 109.3 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.8 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C3 C2 120.4(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C24 C23 C22 113.2(2) . . ?
C24 C23 H23A 108.5 . . ?
C22 C23 H23A 108.8 . . ?
C24 C23 H23B 109.3 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.7 . . ?
C13 C14 C15 119.6(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.1 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 120.0 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C17 C18 C19 113.2(2) . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18A 108.7 . . ?
C17 C18 H18B 108.8 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 119.7 . . ?
C20 C19 C18 112.7(3) . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19B 108.8 . . ?
C18 C19 H19B 108.9 . . ?
H19A C19 H19B 107.9 . . ?
C23 C24 H24A 109.1 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.9 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.8 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.1 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.074
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1432633'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H31 N5 Sn'
_chemical_formula_sum            'C26 H31 N5 Sn'
_chemical_formula_weight         532.25

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_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'
'-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                   32.4123(5)
_cell_length_b                   9.6582(3)
_cell_length_c                   16.3820(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.131(2)
_cell_angle_gamma                90
_cell_volume                     4994.2(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    20811
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2176
_exptl_absorpt_coefficient_mu    1.045
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.156
0 1 0 0.167
0 0 1 0.043
0 0 -1 0.119
-1 0 0 0.093
1 0 0 0.051
-1 0 1 0.068


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_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  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20709
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5625
_reflns_number_gt                4845
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0167P)²+12.9741P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5625
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0615
_refine_ls_wR_factor_gt          0.0539
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_restrained_S_all      1.142
_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
Sn1 Sn 0.347321(4) 0.019705(14) 0.631143(9) 0.01832(5) Uani 1 1 d . . .
N2 N 0.37939(6) 0.14095(19) 0.74285(12) 0.0210(4) Uani 1 1 d . . .
N5 N 0.42003(6) 0.1174(2) 0.78112(12) 0.0254(4) Uani 1 1 d . . .
N4 N 0.39576(6) 0.3051(2) 0.83207(12) 0.0251(4) Uani 1 1 d . . .
N3 N 0.36466(6) 0.25313(19) 0.77253(12) 0.0234(4) Uani 1 1 d . . .
N1 N 0.32178(7) -0.0899(2) 0.48889(13) 0.0319(5) Uani 1 1 d . . .
C15 C 0.28535(7) 0.0274(2) 0.65388(14) 0.0223(4) Uani 1 1 d . . .
C10 C 0.42913(7) 0.2206(2) 0.83593(14) 0.0211(4) Uani 1 1 d . . .
C21 C 0.38239(8) -0.1642(2) 0.66725(14) 0.0247(5) Uani 1 1 d . . .
C11 C 0.47155(7) 0.2405(3) 0.89551(15) 0.0272(5) Uani 1 1 d . . .
C16 C 0.27280(8) -0.0663(3) 0.70751(15) 0.0291(5) Uani 1 1 d . . .
H16 H 0.2922 -0.1297 0.7368 0.035 Uiso 1 1 d R . .
C17 C 0.23138(8) -0.0679(3) 0.71776(16) 0.0340(6) Uani 1 1 d . . .
H17 H 0.2233 -0.1311 0.7541 0.041 Uiso 1 1 d R . .
C18 C 0.20236(8) 0.0248(3) 0.67449(17) 0.0338(6) Uani 1 1 d . . .
H18 H 0.1745 0.0225 0.6804 0.041 Uiso 1 1 d R . .
C8 C 0.28260(9) -0.0252(3) 0.44158(18) 0.0407(7) Uani 1 1 d . . .
H8A H 0.2760 -0.0607 0.3854 0.049 Uiso 1 1 d R . .
H8B H 0.2864 0.0733 0.4402 0.049 Uiso 1 1 d R . .
H8C H 0.2599 -0.0462 0.4682 0.049 Uiso 1 1 d R . .
C2 C 0.37050(8) 0.0967(3) 0.46948(15) 0.0287(5) Uani 1 1 d . . .
C6 C 0.37964(8) 0.2914(3) 0.56329(16) 0.0289(5) Uani 1 1 d . . .
H6 H 0.3778 0.3301 0.6143 0.035 Uiso 1 1 d R . .
C1 C 0.36804(7) 0.1542(2) 0.54602(14) 0.0228(5) Uani 1 1 d . . .
C7 C 0.35749(9) -0.0518(3) 0.45072(16) 0.0368(6) Uani 1 1 d . . .
H7A H 0.3814 -0.1121 0.4722 0.044 Uiso 1 1 d R . .
H7B H 0.3490 -0.0648 0.3905 0.044 Uiso 1 1 d R . .
C20 C 0.25564(8) 0.1223(3) 0.61213(18) 0.0337(6) Uani 1 1 d . . .
H20 H 0.2635 0.1879 0.5770 0.040 Uiso 1 1 d R . .
C9 C 0.31646(12) -0.2416(3) 0.4864(2) 0.0547(9) Uani 1 1 d . . .
H9A H 0.2939 -0.2665 0.5128 0.066 Uiso 1 1 d R . .
H9B H 0.3423 -0.2847 0.5157 0.066 Uiso 1 1 d R . .
H9C H 0.3097 -0.2723 0.4292 0.066 Uiso 1 1 d R . .
C22 C 0.42461(9) -0.1692(3) 0.66521(17) 0.0365(6) Uani 1 1 d . . .
H22 H 0.4384 -0.0900 0.6529 0.044 Uiso 1 1 d R . .
C5 C 0.39414(8) 0.3712(3) 0.50526(18) 0.0386(6) Uani 1 1 d . . .
H5 H 0.4012 0.4638 0.5164 0.046 Uiso 1 1 d R . .
C3 C 0.38610(9) 0.1769(3) 0.41242(17) 0.0403(7) Uani 1 1 d . . .
H3 H 0.3886 0.1387 0.3616 0.048 Uiso 1 1 d R . .
C19 C 0.21439(9) 0.1205(3) 0.62249(19) 0.0393(6) Uani 1 1 d . . .
H19 H 0.1948 0.1842 0.5941 0.047 Uiso 1 1 d R . .
C4 C 0.39793(9) 0.3126(4) 0.43061(18) 0.0437(7) Uani 1 1 d . . .
H4 H 0.4085 0.3647 0.3922 0.052 Uiso 1 1 d R . .
C24 C 0.42667(14) -0.4111(4) 0.70165(19) 0.0607(11) Uani 1 1 d . . .
H24 H 0.4414 -0.4942 0.7119 0.073 Uiso 1 1 d R . .
C23 C 0.44679(11) -0.2945(4) 0.6820(2) 0.0538(9) Uani 1 1 d . . .
H23 H 0.4752 -0.2991 0.6799 0.065 Uiso 1 1 d R . .
C26 C 0.36341(11) -0.2838(3) 0.68798(17) 0.0392(7) Uani 1 1 d . . .
H26 H 0.3349 -0.2819 0.6897 0.047 Uiso 1 1 d R . .
C14 C 0.50256(11) 0.1307(4) 0.8828(2) 0.0674(11) Uani 1 1 d . . .
H14A H 0.4908 0.0409 0.8885 0.081 Uiso 1 1 d R . .
H14B H 0.5285 0.1417 0.9243 0.081 Uiso 1 1 d R . .
H14C H 0.5081 0.1394 0.8279 0.081 Uiso 1 1 d R . .
C13 C 0.48849(12) 0.3837(4) 0.8821(3) 0.0754(13) Uani 1 1 d . . .
H13A H 0.4928 0.3894 0.8261 0.090 Uiso 1 1 d R . .
H13B H 0.5149 0.3988 0.9215 0.090 Uiso 1 1 d R . .
H13C H 0.4685 0.4530 0.8897 0.090 Uiso 1 1 d R . .
C25 C 0.38566(14) -0.4059(3) 0.7056(2) 0.0561(10) Uani 1 1 d . . .
H25 H 0.3726 -0.4843 0.7209 0.067 Uiso 1 1 d R . .
C12 C 0.46606(11) 0.2352(5) 0.9849(2) 0.0607(10) Uani 1 1 d . . .
H12A H 0.4464 0.3053 0.9933 0.073 Uiso 1 1 d R . .
H12B H 0.4930 0.2504 1.0228 0.073 Uiso 1 1 d R . .
H12C H 0.4554 0.1457 0.9952 0.073 Uiso 1 1 d R . .


_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 C21 2.119(2) . ?
Sn1 C1 2.123(2) . ?
Sn1 C15 2.126(2) . ?
Sn1 N2 2.2217(18) . ?
Sn1 N1 2.522(2) . ?
N2 N3 1.320(3) . ?
N2 N5 1.343(3) . ?
N5 C10 1.328(3) . ?
N4 N3 1.331(3) . ?
N4 C10 1.345(3) . ?
N1 C8 1.468(3) . ?
N1 C9 1.475(3) . ?
N1 C7 1.481(4) . ?
C15 C16 1.385(3) . ?
C15 C20 1.391(3) . ?
C10 C11 1.507(3) . ?
C21 C22 1.377(4) . ?
C21 C26 1.387(4) . ?
C11 C14 1.508(4) . ?
C11 C12 1.516(4) . ?
C11 C13 1.522(4) . ?
C16 C17 1.390(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.373(4) . ?
C17 H17 0.9299 . ?
C18 C19 1.372(4) . ?
C18 H18 0.9298 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9598 . ?
C2 C1 1.390(3) . ?
C2 C3 1.394(4) . ?
C2 C7 1.507(4) . ?
C6 C5 1.386(3) . ?
C6 C1 1.389(3) . ?
C6 H6 0.9299 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C20 C19 1.386(4) . ?
C20 H20 0.9301 . ?
C9 H9A 0.9602 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C22 C23 1.402(4) . ?
C22 H22 0.9301 . ?
C5 C4 1.378(4) . ?
C5 H5 0.9300 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9299 . ?
C19 H19 0.9301 . ?
C4 H4 0.9301 . ?
C24 C25 1.346(5) . ?
C24 C23 1.376(6) . ?
C24 H24 0.9299 . ?
C23 H23 0.9300 . ?
C26 C25 1.378(4) . ?
C26 H26 0.9301 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9599 . ?
C13 H13A 0.9601 . ?
C13 H13B 0.9599 . ?
C13 H13C 0.9601 . ?
C25 H25 0.9301 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9601 . ?
C12 H12C 0.9599 . ?

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
C21 Sn1 C1 117.79(9) . . ?
C21 Sn1 C15 116.65(9) . . ?
C1 Sn1 C15 123.11(9) . . ?
C21 Sn1 N2 95.22(8) . . ?
C1 Sn1 N2 93.44(8) . . ?
C15 Sn1 N2 96.96(8) . . ?
C21 Sn1 N1 87.06(8) . . ?
C1 Sn1 N1 74.71(8) . . ?
C15 Sn1 N1 92.97(8) . . ?
N2 Sn1 N1 167.50(7) . . ?
N3 N2 N5 111.41(18) . . ?
N3 N2 Sn1 126.52(14) . . ?
N5 N2 Sn1 121.40(14) . . ?
C10 N5 N2 103.44(18) . . ?
N3 N4 C10 105.84(18) . . ?
N2 N3 N4 107.57(18) . . ?
C8 N1 C9 109.1(2) . . ?
C8 N1 C7 109.7(2) . . ?
C9 N1 C7 109.4(2) . . ?
C8 N1 Sn1 111.84(16) . . ?
C9 N1 Sn1 117.01(18) . . ?
C7 N1 Sn1 99.32(14) . . ?
C16 C15 C20 118.2(2) . . ?
C16 C15 Sn1 120.92(17) . . ?
C20 C15 Sn1 120.85(18) . . ?
N5 C10 N4 111.7(2) . . ?
N5 C10 C11 124.3(2) . . ?
N4 C10 C11 124.0(2) . . ?
C22 C21 C26 118.4(2) . . ?
C22 C21 Sn1 119.70(19) . . ?
C26 C21 Sn1 121.79(19) . . ?
C10 C11 C14 111.0(2) . . ?
C10 C11 C12 109.3(2) . . ?
C14 C11 C12 109.7(3) . . ?
C10 C11 C13 109.2(2) . . ?
C14 C11 C13 110.2(3) . . ?
C12 C11 C13 107.2(3) . . ?
C15 C16 C17 121.0(2) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 119.8(2) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.2 . . ?
C19 C18 C17 120.1(2) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 119.9 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.6 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.4 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 C7 119.6(2) . . ?
C3 C2 C7 121.3(2) . . ?
C5 C6 C1 120.6(3) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.8 . . ?
C6 C1 C2 119.8(2) . . ?
C6 C1 Sn1 124.13(18) . . ?
C2 C1 Sn1 116.09(18) . . ?
N1 C7 C2 111.1(2) . . ?
N1 C7 H7A 109.6 . . ?
C2 C7 H7A 109.5 . . ?
N1 C7 H7B 109.2 . . ?
C2 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C19 C20 C15 120.7(2) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.7 . . ?
N1 C9 H9A 109.4 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C21 C22 C23 119.6(3) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.2 . . ?
C4 C5 C6 119.5(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.4 . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.9 . . ?
C18 C19 C20 120.2(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 120.0 . . ?
C5 C4 C3 120.4(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.7 . . ?
C25 C24 C23 120.4(3) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C23 C22 120.2(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 120.1 . . ?
C25 C26 C21 121.6(3) . . ?
C25 C26 H26 119.1 . . ?
C21 C26 H26 119.3 . . ?
C11 C14 H14A 109.3 . . ?
C11 C14 H14B 109.2 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.9 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C13 H13A 109.0 . . ?
C11 C13 H13B 109.7 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.7 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C24 C25 C26 119.8(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 120.3 . . ?
C11 C12 H12A 110.0 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.1 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.979
_refine_diff_density_min         -0.878
_refine_diff_density_rms         0.075
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1432634'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H9 N5'
_chemical_formula_sum            'C4 H9 N5'
_chemical_formula_weight         127.16

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/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'
'-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                   16.2012(4)
_cell_length_b                   6.1332(5)
_cell_length_c                   12.7070(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.423(5)
_cell_angle_gamma                90
_cell_volume                     1252.05(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    4979
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.096
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.117
0 1 0 0.094
0 0 1 0.027
0 0 -1 0.021
1 0 0 0.061
-1 0 0 0.061


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_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  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            4919
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.536
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             1416
_reflns_number_gt                1074
_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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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     
'w=1/[σ²(Fo²)+(0.0558P)²+2.0832P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1416
_refine_ls_number_parameters     82
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1393
_refine_ls_wR_factor_gt          0.1251
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_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
N4 N 0.65671(11) 0.4019(3) 0.07526(14) 0.0222(4) Uani 1 1 d . . . . .
N1 N 0.54053(10) 0.2253(3) 0.08787(13) 0.0182(4) Uani 1 1 d . . . . .
H1 H 0.5040 0.1231 0.0848 0.022 Uiso 1 1 calc . U . . .
N2 N 0.53315(11) 0.4299(3) 0.12343(14) 0.0214(4) Uani 1 1 d . . . . .
C1 C 0.61627(12) 0.2142(3) 0.05846(15) 0.0165(4) Uani 1 1 d . . . . .
N5 N 0.61235(10) -0.0327(3) -0.09732(13) 0.0171(4) Uani 1 1 d . . . . .
N3 N 0.60264(11) 0.5348(3) 0.11680(14) 0.0232(4) Uani 1 1 d . . . . .
C4 C 0.65561(13) -0.2217(3) -0.13923(17) 0.0216(5) Uani 1 1 d . . . . .
H4A H 0.6263 -0.2651 -0.2065 0.026 Uiso 1 1 d R U . . .
H4B H 0.6571 -0.3413 -0.0903 0.026 Uiso 1 1 d R U . . .
H4C H 0.7114 -0.1802 -0.1481 0.026 Uiso 1 1 d R U . . .
C3 C 0.61025(13) 0.1567(4) -0.17049(16) 0.0227(5) Uani 1 1 d . . . . .
H3A H 0.6660 0.2058 -0.1745 0.027 Uiso 1 1 d R U . . .
H3B H 0.5787 0.2727 -0.1445 0.027 Uiso 1 1 d R U . . .
H3C H 0.5848 0.1139 -0.2398 0.027 Uiso 1 1 d R U . . .
C2 C 0.65268(12) 0.0194(3) 0.01328(15) 0.0178(4) Uani 1 1 d . . . . .
H2A H 0.6465 -0.1047 0.0589 0.021 Uiso 1 1 d R U . . .
H2B H 0.7117 0.0431 0.0120 0.021 Uiso 1 1 d 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
N4 C1 1.328(3) . ?
N4 N3 1.353(2) . ?
N1 C1 1.330(3) . ?
N1 N2 1.344(2) . ?
N1 H1 0.8600 . ?
N2 N3 1.309(2) . ?
C1 C2 1.481(3) . ?
N5 C3 1.485(3) . ?
N5 C4 1.488(3) . ?
N5 C2 1.506(2) . ?
C4 H4A 0.9599 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9599 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9599 . ?
C3 H3C 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 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
C1 N4 N3 104.71(16) . . ?
C1 N1 N2 105.52(16) . . ?
C1 N1 H1 127.2 . . ?
N2 N1 H1 127.2 . . ?
N3 N2 N1 108.82(16) . . ?
N4 C1 N1 111.38(18) . . ?
N4 C1 C2 123.28(18) . . ?
N1 C1 C2 125.34(18) . . ?
C3 N5 C4 111.04(16) . . ?
C3 N5 C2 112.99(15) . . ?
C4 N5 C2 109.36(15) . . ?
N2 N3 N4 109.57(16) . . ?
N5 C4 H4A 109.5 . . ?
N5 C4 H4B 109.7 . . ?
H4A C4 H4B 109.5 . . ?
N5 C4 H4C 109.2 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N5 C3 H3A 109.4 . . ?
N5 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N5 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C2 N5 112.73(16) . . ?
C1 C2 H2A 108.9 . . ?
N5 C2 H2A 109.0 . . ?
C1 C2 H2B 109.2 . . ?
N5 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?

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 H1 N5 0.86 1.99 2.761(2) 148.6 5_655

_refine_diff_density_max         0.659
_refine_diff_density_min         -0.746
_refine_diff_density_rms         0.060


####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1432635'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H21 N7 Sn'
_chemical_formula_sum            'C13 H21 N7 Sn'
_chemical_formula_weight         394.06

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_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                   13.3890(9)
_cell_length_b                   15.3861(13)
_cell_length_c                   15.9340(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3282.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    21018
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584
_exptl_absorpt_coefficient_mu    1.562
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.231
1 0 0 0.227
0 1 0 0.023
0 -1 0 0.048
0 0 -1 0.042
0 0 1 0.049


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.822
_exptl_absorpt_correction_T_max  0.898
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_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  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20863
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3739
_reflns_number_gt                2724
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0173P)²+4.3156P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3739
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0631
_refine_ls_wR_factor_gt          0.0486
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_restrained_S_all      1.168
_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
Sn1 Sn 0.371136(12) 0.225049(11) 0.254824(10) 0.01592(6) Uani 1 1 d . . .
N3 N 0.40816(17) 0.35875(15) 0.12431(15) 0.0227(5) Uani 1 1 d . . .
N6 N 0.58162(18) 0.24515(18) 0.21119(15) 0.0273(6) Uani 1 1 d . . .
N5 N 0.51894(17) 0.19019(17) 0.22242(15) 0.0262(5) Uani 1 1 d . . .
C10 C 0.37092(19) 0.27427(19) 0.37949(16) 0.0212(6) Uani 1 1 d . . .
H10A H 0.3136 0.3121 0.3869 0.025 Uiso 1 1 d R . .
H10B H 0.3645 0.2264 0.4187 0.025 Uiso 1 1 d R . .
C1 C 0.28117(18) 0.16826(18) 0.16042(16) 0.0180(5) Uani 1 1 d . . .
N1 N 0.36351(17) 0.07414(15) 0.29483(14) 0.0213(5) Uani 1 1 d . . .
N2 N 0.38727(18) 0.35297(15) 0.19719(14) 0.0244(5) Uani 1 1 d . . .
C5 C 0.1684(2) 0.1704(2) 0.04330(18) 0.0280(7) Uani 1 1 d . . .
H5 H 0.1291 0.2013 0.0055 0.034 Uiso 1 1 d R . .
C6 C 0.2222(2) 0.2144(2) 0.10403(16) 0.0233(6) Uani 1 1 d . . .
H6 H 0.2190 0.2747 0.1069 0.028 Uiso 1 1 d R . .
C4 C 0.1727(2) 0.0808(2) 0.03887(18) 0.0289(7) Uani 1 1 d . . .
H4 H 0.1353 0.0513 -0.0013 0.035 Uiso 1 1 d R . .
N4 N 0.4280(2) 0.36902(18) 0.05496(16) 0.0336(6) Uani 1 1 d . . .
N7 N 0.6455(2) 0.2932(2) 0.1999(2) 0.0464(8) Uani 1 1 d . . .
C12 C 0.4696(2) 0.35422(19) 0.48934(17) 0.0242(6) Uani 1 1 d . . .
H12A H 0.4623 0.3041 0.5257 0.029 Uiso 1 1 d R . .
H12B H 0.4138 0.3929 0.5001 0.029 Uiso 1 1 d R . .
C8 C 0.4492(2) 0.0402(2) 0.34278(18) 0.0314(7) Uani 1 1 d . . .
H8A H 0.4406 -0.0209 0.3525 0.038 Uiso 1 1 d R . .
H8B H 0.4538 0.0700 0.3956 0.038 Uiso 1 1 d R . .
H8C H 0.5093 0.0497 0.3112 0.038 Uiso 1 1 d R . .
C9 C 0.2704(2) 0.0608(2) 0.34318(18) 0.0277(7) Uani 1 1 d . . .
H9A H 0.2152 0.0848 0.3125 0.033 Uiso 1 1 d R . .
H9B H 0.2757 0.0893 0.3966 0.033 Uiso 1 1 d R . .
H9C H 0.2597 -0.0003 0.3517 0.033 Uiso 1 1 d R . .
C3 C 0.2321(2) 0.0348(2) 0.09430(17) 0.0257(6) Uani 1 1 d . . .
H3 H 0.2356 -0.0255 0.0907 0.031 Uiso 1 1 d R . .
C7 C 0.3558(2) 0.02924(19) 0.21306(17) 0.0235(6) Uani 1 1 d . . .
H7A H 0.3310 -0.0294 0.2212 0.028 Uiso 1 1 d R . .
H7B H 0.4216 0.0255 0.1878 0.028 Uiso 1 1 d R . .
C13 C 0.5659(2) 0.4010(2) 0.51135(19) 0.0305(7) Uani 1 1 d . . .
H13A H 0.6210 0.3614 0.5064 0.037 Uiso 1 1 d R . .
H13B H 0.5620 0.4221 0.5680 0.037 Uiso 1 1 d R . .
H13C H 0.5755 0.4490 0.4738 0.037 Uiso 1 1 d R . .
C11 C 0.4651(2) 0.3247(2) 0.39837(17) 0.0239(6) Uani 1 1 d . . .
H11A H 0.4688 0.3750 0.3618 0.029 Uiso 1 1 d R . .
H11B H 0.5225 0.2882 0.3866 0.029 Uiso 1 1 d R . .
C2 C 0.28713(19) 0.07820(19) 0.15506(16) 0.0203(6) Uani 1 1 d . . .


_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 N5 2.114(2) . ?
Sn1 C1 2.116(3) . ?
Sn1 C10 2.126(2) . ?
Sn1 N2 2.183(2) . ?
Sn1 N1 2.410(2) . ?
N3 N4 1.147(3) . ?
N3 N2 1.198(3) . ?
N6 N7 1.145(4) . ?
N6 N5 1.205(3) . ?
C10 C11 1.511(4) . ?
C10 H10A 0.9698 . ?
C10 H10B 0.9702 . ?
C1 C2 1.391(4) . ?
C1 C6 1.391(4) . ?
N1 C8 1.474(3) . ?
N1 C7 1.478(4) . ?
N1 C9 1.480(3) . ?
C5 C4 1.382(5) . ?
C5 C6 1.384(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C4 C3 1.384(4) . ?
C4 H4 0.9300 . ?
C12 C13 1.517(4) . ?
C12 C11 1.520(4) . ?
C12 H12A 0.9701 . ?
C12 H12B 0.9701 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9599 . ?
C9 H9B 0.9601 . ?
C9 H9C 0.9600 . ?
C3 C2 1.388(4) . ?
C3 H3 0.9300 . ?
C7 C2 1.506(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9701 . ?

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
N5 Sn1 C1 104.74(10) . . ?
N5 Sn1 C10 108.65(10) . . ?
C1 Sn1 C10 144.15(10) . . ?
N5 Sn1 N2 91.91(9) . . ?
C1 Sn1 N2 97.45(9) . . ?
C10 Sn1 N2 94.13(10) . . ?
N5 Sn1 N1 81.94(9) . . ?
C1 Sn1 N1 76.47(9) . . ?
C10 Sn1 N1 95.51(9) . . ?
N2 Sn1 N1 169.83(8) . . ?
N4 N3 N2 176.3(3) . . ?
N7 N6 N5 175.7(3) . . ?
N6 N5 Sn1 120.7(2) . . ?
C11 C10 Sn1 111.58(17) . . ?
C11 C10 H10A 109.1 . . ?
Sn1 C10 H10A 109.2 . . ?
C11 C10 H10B 109.6 . . ?
Sn1 C10 H10B 109.4 . . ?
H10A C10 H10B 107.9 . . ?
C2 C1 C6 120.1(2) . . ?
C2 C1 Sn1 114.99(19) . . ?
C6 C1 Sn1 124.9(2) . . ?
C8 N1 C7 110.2(2) . . ?
C8 N1 C9 109.7(2) . . ?
C7 N1 C9 109.6(2) . . ?
C8 N1 Sn1 116.44(19) . . ?
C7 N1 Sn1 102.71(16) . . ?
C9 N1 Sn1 107.87(17) . . ?
N3 N2 Sn1 119.87(19) . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 120.2 . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 119.9 . . ?
C13 C12 C11 113.3(2) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
N1 C8 H8A 109.7 . . ?
N1 C8 H8B 109.6 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.1 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.3 . . ?
N1 C9 H9B 109.6 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 119.8 . . ?
N1 C7 C2 110.5(2) . . ?
N1 C7 H7A 109.9 . . ?
C2 C7 H7A 109.8 . . ?
N1 C7 H7B 109.2 . . ?
C2 C7 H7B 109.3 . . ?
H7A C7 H7B 108.1 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.6 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C11 C12 112.1(2) . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 C7 120.8(3) . . ?
C1 C2 C7 119.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.887
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.100
