#------------------------------------------------------------------------------
#$Date: 2022-11-17 02:04:32 +0200 (Thu, 17 Nov 2022) $
#$Revision: 279338 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/17/7711797.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_7711797
loop_
_publ_author_name
'Singh, Vivek Kumar'
'Joshi, Prakash Chandra'
'Kumar, Hemant'
'Siwatch, Rahul Kumar'
'Jha, Chandan Kumar'
'Nagendran, Selvarajan'
_publ_section_title
;
 Stannylene cyanide and its use as a cyanosilylation catalyst.
;
_journal_issue                   44
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16906
_journal_page_last               16914
_journal_paper_doi               10.1039/d2dt02721f
_journal_volume                  51
_journal_year                    2022
_chemical_formula_moiety         'C15 H23 Cl N2 Sn'
_chemical_formula_sum            'C15 H23 Cl N2 Sn'
_chemical_formula_weight         385.51
_chemical_melting_point          362.15
_chemical_properties_physical
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-03-11 deposited with the CCDC.	2022-10-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.890(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.035(2)
_cell_length_b                   11.668(2)
_cell_length_c                   13.378(2)
_cell_measurement_reflns_used    2079
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      0.820
_cell_measurement_theta_min      0.667
_cell_volume                     1701.8(5)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0943
_diffrn_reflns_av_unetI/netI     0.0776
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29101
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.386
_diffrn_reflns_theta_min         2.230
_exptl_absorpt_coefficient_mu    1.649
_exptl_absorpt_correction_T_max  0.820
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_description       Block
_exptl_crystal_F_000             776
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         4256
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.1299
_refine_ls_R_factor_gt           0.0444
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0234P)²+0.6503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0644
_refine_ls_wR_factor_ref         0.0804
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2079
_reflns_number_total             4260
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt02721f2.cif
_cod_data_source_block           VSATISNCL_0m_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7711797
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.667
_shelx_estimated_absorpt_t_max   0.820
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.26072(3) 0.49778(3) 0.33231(2) 0.05118(11) Uani 1 1 d . . . . .
Cl1 Cl 0.10142(11) 0.34781(11) 0.28914(9) 0.0731(4) Uani 1 1 d . . . . .
N1 N 0.1847(3) 0.5542(3) 0.4615(2) 0.0410(8) Uani 1 1 d . . . . .
N2 N 0.3638(3) 0.4118(2) 0.4600(2) 0.0432(8) Uani 1 1 d . . . . .
C1 C 0.2346(3) 0.5167(3) 0.5528(3) 0.0403(9) Uani 1 1 d . . . . .
C7 C 0.3368(4) 0.4333(3) 0.5520(3) 0.0431(10) Uani 1 1 d . . . . .
C2 C 0.1914(4) 0.5533(3) 0.6416(3) 0.0480(10) Uani 1 1 d . . . . .
H2 H 0.1256 0.6037 0.6287 0.058 Uiso 1 1 calc R U . . .
C12 C 0.0772(3) 0.6289(3) 0.4471(3) 0.0483(11) Uani 1 1 d . . . . .
H12A H 0.0204 0.6018 0.4904 0.058 Uiso 1 1 calc R U . . .
H12B H 0.0370 0.6214 0.3777 0.058 Uiso 1 1 calc R U . . .
C8 C 0.4629(4) 0.3360(3) 0.4407(3) 0.0533(11) Uani 1 1 d . . . . .
H8A H 0.5216 0.3291 0.5024 0.064 Uiso 1 1 calc R U . . .
H8B H 0.5048 0.3709 0.3899 0.064 Uiso 1 1 calc R U . . .
C13 C 0.1019(4) 0.7554(3) 0.4691(3) 0.0579(12) Uani 1 1 d . . . . .
H13 H 0.1467 0.7628 0.5380 0.069 Uiso 1 1 calc R U . . .
C6 C 0.3993(4) 0.3821(3) 0.6404(3) 0.0578(12) Uani 1 1 d . . . . .
H6 H 0.4572 0.3282 0.6278 0.069 Uiso 1 1 calc R U . . .
C9 C 0.4211(4) 0.2162(3) 0.4051(3) 0.0557(12) Uani 1 1 d . . . . .
H9 H 0.3577 0.2246 0.3456 0.067 Uiso 1 1 calc R U . . .
C5 C 0.3926(5) 0.3951(4) 0.7419(4) 0.0681(14) Uani 1 1 d . . . . .
H5 H 0.4491 0.3519 0.7850 0.082 Uiso 1 1 calc R U . . .
C3 C 0.2253(4) 0.5307(3) 0.7425(3) 0.0605(13) Uani 1 1 d . . . . .
H3 H 0.1797 0.5681 0.7856 0.073 Uiso 1 1 calc R U . . .
C4 C 0.3171(5) 0.4606(4) 0.7891(3) 0.0667(14) Uani 1 1 d . . . . .
H4 H 0.3284 0.4578 0.8594 0.080 Uiso 1 1 calc R U . . .
C11 C 0.5291(5) 0.1523(4) 0.3721(4) 0.0857(16) Uani 1 1 d . . . . .
H11A H 0.5600 0.1953 0.3203 0.129 Uiso 1 1 calc R U . . .
H11B H 0.5024 0.0782 0.3463 0.129 Uiso 1 1 calc R U . . .
H11C H 0.5929 0.1432 0.4291 0.129 Uiso 1 1 calc R U . . .
C10 C 0.3668(5) 0.1486(4) 0.4833(4) 0.0857(17) Uani 1 1 d . . . . .
H10A H 0.4286 0.1354 0.5411 0.129 Uiso 1 1 calc R U . . .
H10B H 0.3371 0.0764 0.4550 0.129 Uiso 1 1 calc R U . . .
H10C H 0.3001 0.1909 0.5038 0.129 Uiso 1 1 calc R U . . .
C15 C 0.1781(5) 0.8082(4) 0.3968(4) 0.0909(17) Uani 1 1 d . . . . .
H15A H 0.2540 0.7671 0.4003 0.136 Uiso 1 1 calc R U . . .
H15B H 0.1949 0.8869 0.4150 0.136 Uiso 1 1 calc R U . . .
H15C H 0.1340 0.8043 0.3292 0.136 Uiso 1 1 calc R U . . .
C14 C -0.0218(5) 0.8160(4) 0.4641(4) 0.102(2) Uani 1 1 d . . . . .
H14A H -0.0087 0.8967 0.4743 0.153 Uiso 1 1 calc R U . . .
H14B H -0.0644 0.7861 0.5159 0.153 Uiso 1 1 calc R U . . .
H14C H -0.0701 0.8030 0.3990 0.153 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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 Sn1 N2 74.16(12) . . ?
N1 Sn1 Cl1 93.03(9) . . ?
N2 Sn1 Cl1 97.15(9) . . ?
C1 N1 C12 121.9(3) . . ?
C1 N1 Sn1 118.7(2) . . ?
C12 N1 Sn1 119.3(2) . . ?
C7 N2 C8 123.8(3) . . ?
C7 N2 Sn1 118.7(3) . . ?
C8 N2 Sn1 117.5(3) . . ?
N1 C1 C2 121.7(4) . . ?
N1 C1 C7 114.4(3) . . ?
C2 C1 C7 123.9(4) . . ?
N2 C7 C6 123.1(4) . . ?
N2 C7 C1 113.9(3) . . ?
C6 C7 C1 123.0(4) . . ?
C3 C2 C1 134.0(4) . . ?
C3 C2 H2 113.0 . . ?
C1 C2 H2 113.0 . . ?
N1 C12 C13 115.9(3) . . ?
N1 C12 H12A 108.3 . . ?
C13 C12 H12A 108.3 . . ?
N1 C12 H12B 108.3 . . ?
C13 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
N2 C8 C9 114.3(3) . . ?
N2 C8 H8A 108.7 . . ?
C9 C8 H8A 108.7 . . ?
N2 C8 H8B 108.7 . . ?
C9 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C15 C13 C12 111.9(4) . . ?
C15 C13 C14 111.4(4) . . ?
C12 C13 C14 107.9(4) . . ?
C15 C13 H13 108.5 . . ?
C12 C13 H13 108.5 . . ?
C14 C13 H13 108.5 . . ?
C5 C6 C7 133.4(4) . . ?
C5 C6 H6 113.3 . . ?
C7 C6 H6 113.3 . . ?
C10 C9 C8 113.3(4) . . ?
C10 C9 C11 110.9(4) . . ?
C8 C9 C11 109.0(4) . . ?
C10 C9 H9 107.8 . . ?
C8 C9 H9 107.8 . . ?
C11 C9 H9 107.8 . . ?
C4 C5 C6 130.6(4) . . ?
C4 C5 H5 114.7 . . ?
C6 C5 H5 114.7 . . ?
C2 C3 C4 129.2(4) . . ?
C2 C3 H3 115.4 . . ?
C4 C3 H3 115.4 . . ?
C5 C4 C3 126.0(4) . . ?
C5 C4 H4 117.0 . . ?
C3 C4 H4 117.0 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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
Sn1 N1 2.138(3) . ?
Sn1 N2 2.148(3) . ?
Sn1 Cl1 2.4844(12) . ?
N1 C1 1.334(4) . ?
N1 C12 1.460(4) . ?
N2 C7 1.335(5) . ?
N2 C8 1.460(4) . ?
C1 C2 1.413(5) . ?
C1 C7 1.491(5) . ?
C7 C6 1.407(5) . ?
C2 C3 1.370(5) . ?
C2 H2 0.9300 . ?
C12 C13 1.521(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C8 C9 1.524(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C13 C15 1.508(6) . ?
C13 C14 1.530(6) . ?
C13 H13 0.9800 . ?
C6 C5 1.379(5) . ?
C6 H6 0.9300 . ?
C9 C10 1.507(6) . ?
C9 C11 1.527(5) . ?
C9 H9 0.9800 . ?
C5 C4 1.357(6) . ?
C5 H5 0.9300 . ?
C3 C4 1.374(6) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
