#------------------------------------------------------------------------------
#$Date: 2016-03-23 04:00:17 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179273 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/93/4319329.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4319329
loop_
_publ_author_name
'Ashley E. Ayers'
'Thomas M. Klapötke'
'H. V. Rasika Dias'
_publ_section_title
;
 Azido Derivatives of Germanium(II) and Tin(II): Syntheses and
 Characterization of [(Mes)2DAP]GeN3, [(Mes)2DAP]SnN3, and the
 Corresponding Chloro Analogues Featuring Heterocyclic Six-π-Electron
 Ring Systems (where [(Mes)2DAP] = {N(Mes)C(Me)}2CH)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1000
_journal_page_last               1005
_journal_paper_doi               10.1021/ic001078j
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C23 H29 N5 Sn'
_chemical_formula_weight         494.20
_chemical_name_common            '[(Mes)2DAP]SnN3'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.285(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.8207(11)
_cell_length_b                   15.254(2)
_cell_length_c                   14.9234(16)
_cell_measurement_reflns_used    41
_cell_measurement_temperature    228(2)
_cell_measurement_theta_max      12.48
_cell_measurement_theta_min      4.91
_cell_volume                     2338.9(5)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      228(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3037
_diffrn_reflns_theta_full        21.99
_diffrn_reflns_theta_max         21.99
_diffrn_reflns_theta_min         1.96
_diffrn_standards_decay_%        5.98
_diffrn_standards_interval_count 145
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.110
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.50
_refine_diff_density_max         3.222
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.0014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         2863
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0466P)²+12.9987P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1098
_reflns_number_gt                2702
_reflns_number_total             2863
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic001078j_4.cif
_cod_data_source_block           uta-sn
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        2338.8(5)
_cod_database_code               4319329
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'
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
Sn Sn 0.64323(4) 0.05811(3) 0.61616(3) 0.0328(2) Uani 1 1 d . . .
N1 N 0.7451(4) 0.1292(3) 0.5340(3) 0.0297(11) Uani 1 1 d . . .
N2 N 0.6113(5) -0.0598(3) 0.5271(4) 0.0394(13) Uani 1 1 d . . .
C2 C 0.8690(6) 0.1190(4) 0.5379(4) 0.0350(14) Uani 1 1 d . . .
N3 N 0.6834(5) -0.0836(3) 0.4843(4) 0.0368(12) Uani 1 1 d . . .
C3 C 0.9582(6) 0.0645(4) 0.5993(4) 0.0385(15) Uani 1 1 d . . .
H3A H 1.0381 0.0586 0.5874 0.046 Uiso 1 1 calc R . .
C4 C 0.9474(5) 0.0168(4) 0.6765(4) 0.0315(13) Uani 1 1 d . . .
N4 N 0.7438(6) -0.1081(4) 0.4418(5) 0.0643(17) Uani 1 1 d . . .
N5 N 0.8376(4) 0.0066(3) 0.6959(3) 0.0298(11) Uani 1 1 d . . .
C6 C 0.9211(6) 0.1748(5) 0.4738(5) 0.0514(18) Uani 1 1 d . . .
H6A H 0.8578 0.1764 0.4112 0.077 Uiso 1 1 calc R . .
H6B H 1.0018 0.1497 0.4703 0.077 Uiso 1 1 calc R . .
H6C H 0.9369 0.2338 0.4989 0.077 Uiso 1 1 calc R . .
C7 C 1.0708(6) -0.0212(5) 0.7423(5) 0.0480(17) Uani 1 1 d . . .
H7A H 1.0623 -0.0844 0.7450 0.072 Uiso 1 1 calc R . .
H7B H 1.0866 0.0033 0.8049 0.072 Uiso 1 1 calc R . .
H7C H 1.1431 -0.0070 0.7196 0.072 Uiso 1 1 calc R . .
C8 C 0.6705(5) 0.2009(4) 0.4805(4) 0.0290(13) Uani 1 1 d . . .
C9 C 0.6676(6) 0.2797(4) 0.5282(4) 0.0389(15) Uani 1 1 d . . .
C10 C 0.5944(7) 0.3480(4) 0.4779(5) 0.0488(18) Uani 1 1 d . . .
H10A H 0.5925 0.4011 0.5094 0.059 Uiso 1 1 calc R . .
C11 C 0.5243(6) 0.3416(5) 0.3839(5) 0.0481(17) Uani 1 1 d . . .
C12 C 0.5274(6) 0.2631(4) 0.3396(5) 0.0423(16) Uani 1 1 d . . .
H12A H 0.4793 0.2575 0.2753 0.051 Uiso 1 1 calc R . .
C13 C 0.5988(6) 0.1918(4) 0.3860(4) 0.0341(14) Uani 1 1 d . . .
C14 C 0.7451(8) 0.2905(5) 0.6303(5) 0.064(2) Uani 1 1 d . . .
H14A H 0.7269 0.3474 0.6522 0.096 Uiso 1 1 calc R . .
H14B H 0.8371 0.2861 0.6376 0.096 Uiso 1 1 calc R . .
H14C H 0.7212 0.2449 0.6671 0.096 Uiso 1 1 calc R . .
C15 C 0.4476(9) 0.4191(6) 0.3306(7) 0.079(3) Uani 1 1 d . . .
H15A H 0.3918 0.4421 0.3648 0.118 Uiso 1 1 calc R . .
H15B H 0.3946 0.4003 0.2683 0.118 Uiso 1 1 calc R . .
H15C H 0.5073 0.4645 0.3246 0.118 Uiso 1 1 calc R . .
C16 C 0.5985(7) 0.1080(4) 0.3333(4) 0.0473(17) Uani 1 1 d . . .
H16A H 0.5939 0.0585 0.3730 0.071 Uiso 1 1 calc R . .
H16B H 0.6777 0.1041 0.3161 0.071 Uiso 1 1 calc R . .
H16C H 0.5237 0.1070 0.2766 0.071 Uiso 1 1 calc R . .
C17 C 0.8333(5) -0.0375(4) 0.7803(4) 0.0290(13) Uani 1 1 d . . .
C18 C 0.8340(6) 0.0132(4) 0.8583(4) 0.0347(14) Uani 1 1 d . . .
C19 C 0.8163(6) -0.0284(4) 0.9357(4) 0.0438(16) Uani 1 1 d . . .
H19A H 0.8170 0.0053 0.9886 0.053 Uiso 1 1 calc R . .
C20 C 0.7975(6) -0.1180(4) 0.9381(4) 0.0419(16) Uani 1 1 d . . .
C21 C 0.8008(6) -0.1664(4) 0.8609(4) 0.0400(15) Uani 1 1 d . . .
H21A H 0.7906 -0.2275 0.8622 0.048 Uiso 1 1 calc R . .
C22 C 0.8185(6) -0.1285(4) 0.7815(4) 0.0336(14) Uani 1 1 d . . .
C23 C 0.8553(7) 0.1112(4) 0.8604(5) 0.0498(17) Uani 1 1 d . . .
H23A H 0.8860 0.1312 0.9253 0.075 Uiso 1 1 calc R . .
H23B H 0.7740 0.1403 0.8276 0.075 Uiso 1 1 calc R . .
H23C H 0.9196 0.1250 0.8296 0.075 Uiso 1 1 calc R . .
C24 C 0.7737(8) -0.1618(5) 1.0217(5) 0.061(2) Uani 1 1 d . . .
H24A H 0.8298 -0.2126 1.0401 0.092 Uiso 1 1 calc R . .
H24B H 0.6835 -0.1801 1.0049 0.092 Uiso 1 1 calc R . .
H24C H 0.7925 -0.1208 1.0740 0.092 Uiso 1 1 calc R . .
C25 C 0.8195(7) -0.1854(4) 0.6995(4) 0.0464(17) Uani 1 1 d . . .
H25A H 0.8579 -0.2417 0.7227 0.070 Uiso 1 1 calc R . .
H25B H 0.8702 -0.1572 0.6644 0.070 Uiso 1 1 calc R . .
H25C H 0.7310 -0.1940 0.6586 0.070 Uiso 1 1 calc R . .
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'
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
N1 Sn N2 94.49(19) . . ?
N1 Sn N5 85.17(17) . . ?
N2 Sn N5 88.69(18) . . ?
C2 N1 C8 119.5(5) . . ?
C2 N1 Sn 126.7(4) . . ?
C8 N1 Sn 113.3(3) . . ?
N3 N2 Sn 124.1(4) . . ?
N1 C2 C3 125.6(5) . . ?
N1 C2 C6 118.4(5) . . ?
C3 C2 C6 115.8(5) . . ?
N4 N3 N2 176.0(7) . . ?
C2 C3 C4 129.7(5) . . ?
N5 C4 C3 123.8(5) . . ?
N5 C4 C7 119.2(5) . . ?
C3 C4 C7 116.9(5) . . ?
C4 N5 C17 121.6(5) . . ?
C4 N5 Sn 127.7(4) . . ?
C17 N5 Sn 110.5(3) . . ?
C13 C8 C9 120.5(5) . . ?
C13 C8 N1 121.5(5) . . ?
C9 C8 N1 117.9(5) . . ?
C10 C9 C8 118.1(6) . . ?
C10 C9 C14 120.8(6) . . ?
C8 C9 C14 121.0(6) . . ?
C11 C10 C9 122.8(6) . . ?
C10 C11 C12 117.7(6) . . ?
C10 C11 C15 121.1(7) . . ?
C12 C11 C15 121.2(7) . . ?
C11 C12 C13 122.5(6) . . ?
C8 C13 C12 118.4(6) . . ?
C8 C13 C16 121.8(5) . . ?
C12 C13 C16 119.8(6) . . ?
C18 C17 C22 120.7(5) . . ?
C18 C17 N5 118.5(5) . . ?
C22 C17 N5 120.6(5) . . ?
C19 C18 C17 118.4(6) . . ?
C19 C18 C23 119.9(5) . . ?
C17 C18 C23 121.7(5) . . ?
C18 C19 C20 122.3(6) . . ?
C21 C20 C19 117.8(6) . . ?
C21 C20 C24 120.7(6) . . ?
C19 C20 C24 121.5(6) . . ?
C20 C21 C22 122.5(6) . . ?
C21 C22 C17 118.2(5) . . ?
C21 C22 C25 119.6(5) . . ?
C17 C22 C25 122.2(5) . . ?
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
Sn N1 2.177(4) . ?
Sn N2 2.198(5) . ?
Sn N5 2.210(4) . ?
N1 C2 1.332(7) . ?
N1 C8 1.443(7) . ?
N2 N3 1.208(8) . ?
C2 C3 1.382(8) . ?
C2 C6 1.514(8) . ?
N3 N4 1.109(8) . ?
C3 C4 1.397(8) . ?
C4 N5 1.318(7) . ?
C4 C7 1.503(8) . ?
N5 C17 1.442(7) . ?
C8 C13 1.387(8) . ?
C8 C9 1.402(8) . ?
C9 C10 1.379(9) . ?
C9 C14 1.500(9) . ?
C10 C11 1.373(10) . ?
C11 C12 1.374(10) . ?
C11 C15 1.518(9) . ?
C12 C13 1.388(9) . ?
C13 C16 1.501(9) . ?
C17 C18 1.396(8) . ?
C17 C22 1.398(8) . ?
C18 C19 1.383(9) . ?
C18 C23 1.511(9) . ?
C19 C20 1.383(10) . ?
C20 C21 1.377(9) . ?
C20 C24 1.508(9) . ?
C21 C22 1.385(8) . ?
C22 C25 1.503(8) . ?
