#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:31:19 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179794 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/90/7009047.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_7009047
loop_
_publ_author_name
'Bhandari, Sonali'
'Frost, Christopher G.'
'Hague, Catherine E.'
'Mahon, Mary F.'
'Molloy, Kieran C.'
_publ_section_title
;
 Synthesis of functionalised (triorganostannyl)tetrazoles:
 supramolecular structures of
 n-[2-(triorganostannyl)tetrazol-5-yl]pyridine (n = 2, 3
 or 4)†
;
_journal_issue                   5
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              663
_journal_paper_doi               10.1039/a908380d
_journal_year                    2000
_chemical_formula_sum            'C18 H35 N5 O2 Sn'
_chemical_formula_weight         472.20
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 101.31(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.120(2)
_cell_length_b                   14.269(2)
_cell_length_c                   16.788(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2377.1(7)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_wavelength     0.70930
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0437
_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       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3953
_diffrn_reflns_theta_max         23.93
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    1.094
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.0033(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.134
_refine_ls_goodness_of_fit_obs   1.201
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3712
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.154
_refine_ls_restrained_S_obs      1.210
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_obs          0.0491
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0559P)²+2.1686P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1420
_refine_ls_wR_factor_obs         0.1079
_reflns_number_observed          2065
_reflns_number_total             3722
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            a908380d.txt
_cod_data_source_block           97kcm9
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0559P)^2^+2.1686P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0559P)^2^+2.1686P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7009047
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Sn1 Sn 0.56565(5) 0.18469(4) 0.80880(3) 0.0924(3) Uani 1 d . .
N1 N 0.6717(6) 0.2933(4) 0.9068(4) 0.097(2) Uani 1 d . .
N2 N 0.8040(6) 0.2955(4) 0.9355(4) 0.092(2) Uani 1 d . .
N3 N 0.6096(6) 0.3535(5) 0.9464(4) 0.098(2) Uani 1 d . .
N4 N 0.7012(6) 0.3964(4) 1.0021(3) 0.088(2) Uani 1 d . .
N5 N 1.2011(7) 0.4319(5) 1.1370(4) 0.096(2) Uani 1 d . .
C1 C 0.8184(7) 0.3598(5) 0.9941(4) 0.076(2) Uani 1 d . .
C2 C 0.9495(6) 0.3857(5) 1.0436(4) 0.075(2) Uani 1 d . .
C3 C 1.0661(8) 0.3494(6) 1.0263(5) 0.105(3) Uani 1 d . .
H3 H 1.0632(8) 0.3081(6) 0.9832(5) 0.126 Uiso 1 calc R .
C4 C 0.9626(7) 0.4460(5) 1.1065(5) 0.092(2) Uani 1 d . .
H4 H 0.8862(7) 0.4736(5) 1.1194(5) 0.110 Uiso 1 calc R .
C5 C 1.1889(8) 0.3752(7) 1.0743(6) 0.112(3) Uani 1 d . .
H5 H 1.2672(8) 0.3509(7) 1.0611(6) 0.135 Uiso 1 calc R .
C6 C 1.0888(8) 0.4675(6) 1.1522(5) 0.102(2) Uani 1 d . .
H6 H 1.0941(8) 0.5089(6) 1.1954(5) 0.122 Uiso 1 calc R .
C7 C 0.7453(10) 0.1078(9) 0.8178(9) 0.196(7) Uani 1 d . .
H7A H 0.7583(10) 0.0938(9) 0.7633(9) 0.236 Uiso 1 calc R .
H7B H 0.8197(10) 0.1471(9) 0.8434(9) 0.236 Uiso 1 calc R .
C8 C 0.7513(16) 0.0203(12) 0.8629(11) 0.266(10) Uani 1 d . .
H8A H 0.7349(16) 0.0350(12) 0.9166(11) 0.320 Uiso 1 calc R .
H8B H 0.6771(16) -0.0186(12) 0.8364(11) 0.320 Uiso 1 calc R .
C9 C 0.8649(23) -0.0323(17) 0.8728(15) 0.333(13) Uani 1 d . .
H9A H 0.9425(23) 0.0067(17) 0.8936(15) 0.400 Uiso 1 calc R .
H9B H 0.8755(23) -0.0573(17) 0.8207(15) 0.400 Uiso 1 calc R .
C10 C 0.8588(24) -0.1063(15) 0.9269(15) 0.351(15) Uani 1 d . .
H10A H 0.8753(286) -0.0828(36) 0.9815(20) 0.526 Uiso 1 calc R .
H10B H 0.9258(194) -0.1523(97) 0.9216(123) 0.526 Uiso 1 calc R .
H10C H 0.7710(96) -0.1346(129) 0.9146(112) 0.526 Uiso 1 calc R .
C11 C 0.5173(18) 0.2924(10) 0.7223(9) 0.203(6) Uani 1 d D .
H11A H 0.4218(18) 0.2879(10) 0.6992(9) 0.244 Uiso 1 calc R .
H11B H 0.5314(18) 0.3518(10) 0.7509(9) 0.244 Uiso 1 calc R .
C12 C 0.5962(35) 0.2958(18) 0.6496(16) 0.380(20) Uani 1 d D .
H12A H 0.6280(35) 0.2344(18) 0.6372(16) 0.457 Uiso 1 calc R .
H12B H 0.5424(35) 0.3232(18) 0.6009(16) 0.457 Uiso 1 calc R .
C13 C 0.6979(26) 0.3524(25) 0.6841(16) 0.427(29) Uani 1 d D .
H13A H 0.7659(26) 0.3200(25) 0.7232(16) 0.512 Uiso 1 calc R .
H13B H 0.6669(26) 0.4076(25) 0.7086(16) 0.512 Uiso 1 calc R .
C14 C 0.7452(32) 0.3743(19) 0.6044(12) 0.360(17) Uani 1 d D .
H14A H 0.8306(137) 0.3447(172) 0.6051(75) 0.539 Uiso 1 calc R .
H14B H 0.7544(292) 0.4409(23) 0.5992(88) 0.539 Uiso 1 calc R .
H14C H 0.6802(141) 0.3511(180) 0.5593(16) 0.539 Uiso 1 calc R .
C15 C 0.4194(13) 0.1575(10) 0.8782(8) 0.196(6) Uani 1 d . .
H15A H 0.4185(13) 0.0899(10) 0.8844(8) 0.235 Uiso 1 calc R .
H15B H 0.4556(13) 0.1826(10) 0.9317(8) 0.235 Uiso 1 calc R .
C16 C 0.2787(24) 0.1857(22) 0.8601(15) 0.335(18) Uani 1 d . .
H16A H 0.2292(24) 0.1294(22) 0.8403(15) 0.402 Uiso 1 calc R .
H16B H 0.2559(24) 0.1991(22) 0.9124(15) 0.402 Uiso 1 calc R .
C17 C 0.2314(38) 0.2419(20) 0.8199(16) 0.382(25) Uani 1 d . .
H17A H 0.2543(38) 0.2295(20) 0.7674(16) 0.459 Uiso 1 calc R .
H17B H 0.2787(38) 0.2989(20) 0.8400(16) 0.459 Uiso 1 calc R .
C18 C 0.0804(15) 0.2671(17) 0.8024(11) 0.248(9) Uani 1 d . .
H18A H 0.0459(44) 0.2645(125) 0.7450(15) 0.371 Uiso 1 calc R .
H18B H 0.0689(22) 0.3293(48) 0.8218(97) 0.371 Uiso 1 calc R .
H18C H 0.0323(31) 0.2233(74) 0.8296(90) 0.371 Uiso 1 calc R .
O1 O 0.4675(4) 0.0705(4) 0.7158(3) 0.106(2) Uani 1 d . .
O2 O 0.6069(5) -0.0140(4) 0.6148(3) 0.101(2) Uani 1 d . .
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'
O O 0.0106 0.0060 '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
C15 Sn1 C7 124.0(7) . . ?
C15 Sn1 C11 115.2(7) . . ?
C7 Sn1 C11 120.8(7) . . ?
C15 Sn1 O1 89.3(4) . . ?
C7 Sn1 O1 86.1(3) . . ?
C11 Sn1 O1 92.1(5) . . ?
C15 Sn1 N1 90.5(4) . . ?
C7 Sn1 N1 91.4(3) . . ?
C11 Sn1 N1 90.8(5) . . ?
O1 Sn1 N1 176.9(2) . . ?
N3 N1 N2 110.4(6) . . ?
N3 N1 Sn1 125.6(5) . . ?
N2 N1 Sn1 123.7(5) . . ?
N1 N2 C1 103.9(6) . . ?
N1 N3 N4 108.6(6) . . ?
C1 N4 N3 105.1(6) . . ?
C5 N5 C6 116.4(7) . . ?
N4 C1 N2 112.1(6) . . ?
N4 C1 C2 124.7(7) . . ?
N2 C1 C2 123.2(6) . . ?
C4 C2 C3 116.8(6) . . ?
C4 C2 C1 122.9(6) . . ?
C3 C2 C1 120.3(7) . . ?
C2 C3 C5 119.1(8) . . ?
C2 C4 C6 120.8(7) . . ?
N5 C5 C3 124.0(8) . . ?
N5 C6 C4 123.0(8) . . ?
C8 C7 Sn1 115.6(11) . . ?
C9 C8 C7 119.1(20) . . ?
C8 C9 C10 110.6(25) . . ?
C12 C11 Sn1 118.0(15) . . ?
C13 C12 C11 98.3(21) . . ?
C12 C13 C14 95.2(23) . . ?
C16 C15 Sn1 127.1(13) . . ?
C17 C16 C15 128.6(31) . . ?
C16 C17 C18 125.8(39) . . ?
Sn1 O1 O2 121.7(2) . . ?
Sn1 O1 N5 125.1(2) . 4_465 ?
O2 O1 N5 106.0(2) . 4_465 ?
O1 O2 N4 116.2(2) . 4_565 ?
O1 O2 N3 93.5(2) . 2_646 ?
N4 O2 N3 118.4(2) 4_565 2_646 ?
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 C15 2.091(12) . ?
Sn1 C7 2.103(10) . ?
Sn1 C11 2.105(14) . ?
Sn1 O1 2.340(5) . ?
Sn1 N1 2.360(6) . ?
N1 N3 1.319(8) . ?
N1 N2 1.331(8) . ?
N2 C1 1.332(8) . ?
N3 N4 1.330(7) . ?
N4 C1 1.327(8) . ?
N5 C5 1.314(10) . ?
N5 C6 1.315(9) . ?
C1 C2 1.468(9) . ?
C2 C4 1.348(9) . ?
C2 C3 1.371(9) . ?
C3 C5 1.391(11) . ?
C4 C6 1.389(9) . ?
C7 C8 1.46(2) . ?
C8 C9 1.36(2) . ?
C9 C10 1.40(2) . ?
C11 C12 1.59(2) . ?
C12 C13 1.35(2) . ?
C13 C14 1.54(2) . ?
C15 C16 1.45(2) . ?
C16 C17 1.10(3) . ?
C17 C18 1.54(3) . ?
O1 O2 2.694(7) . ?
O1 N5 2.760(8) 4_465 ?
O2 N4 2.831(8) 4_565 ?
O2 N3 2.923(8) 2_646 ?
