#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:21:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178714 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/25/4082561.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_4082561
loop_
_publ_author_name
'Torres-Huerta, Aarón'
'Rodríguez-Molina, Braulio'
'Höpfl, Herbert'
'Garcia-Garibay, Miguel A.'
_publ_section_title
;
 Synthesis and Solid-State Characterization of Self-Assembled Macrocyclic
 Molecular Rotors of Bis(dithiocarbamate) Ligands with Diorganotin(IV)
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              354
_journal_paper_doi               10.1021/om401094d
_journal_volume                  33
_journal_year                    2014
_chemical_formula_moiety         'C52 H56 N4 S8 Sn2, 2(C H2 CL2)'
_chemical_formula_sum            'C54 H60 Cl4 N4 S8 Sn2'
_chemical_formula_weight         1400.72
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.697(2)
_cell_angle_beta                 99.399(2)
_cell_angle_gamma                90.789(2)
_cell_formula_units_Z            1
_cell_length_a                   10.4506(16)
_cell_length_b                   10.5448(16)
_cell_length_c                   14.799(2)
_cell_measurement_reflns_used    9923
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.42
_cell_measurement_theta_min      3.87
_cell_volume                     1500.6(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0208
_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       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21235
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.80
_diffrn_reflns_theta_min         3.77
_exptl_absorpt_coefficient_mu    1.328
_exptl_absorpt_correction_T_max  0.8787
_exptl_absorpt_correction_T_min  0.7171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Bruker)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.436
_refine_diff_density_min         -0.746
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         8529
_refine_ls_number_restraints     177
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0311
_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)+(0.0398P)²+1.2158P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0824
_reflns_number_gt                7644
_reflns_number_total             8529
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om401094d_si_002.cif
_cod_data_source_block           gg2211s1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4082561
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1S C 0.8565(15) 0.0443(13) 0.3924(9) 0.0875(17) Uani 0.50 1 d PDU A 1
H1S1 H 0.9024 0.1054 0.3685 0.105 Uiso 0.50 1 calc PR A 1
H1S2 H 0.9200 0.0201 0.4400 0.105 Uiso 0.50 1 calc PR A 1
Cl1 Cl 0.7334(2) 0.1249(2) 0.44846(17) 0.0644(5) Uani 0.50 1 d PDU A 1
Cl2 Cl 0.7889(3) -0.1049(3) 0.2925(2) 0.0793(7) Uani 0.50 1 d PDU A 1
C2S C 0.848(4) 0.026(3) 0.3751(15) 0.0875(17) Uani 0.20 1 d PDU B 2
H1S3 H 0.8690 0.1184 0.3757 0.105 Uiso 0.20 1 calc PR B 2
H1S4 H 0.7674 0.0305 0.4025 0.105 Uiso 0.20 1 calc PR B 2
Cl3 Cl 0.9729(3) -0.0014(4) 0.4613(3) 0.0580(11) Uani 0.20 1 d PDU . 2
Cl4 Cl 0.8086(6) -0.0776(5) 0.2534(5) 0.0709(14) Uani 0.20 1 d PDU B 2
C3S C 0.7591(13) -0.0579(17) 0.3265(13) 0.087(3) Uani 0.30 1 d PDU C 3
H2S1 H 0.7387 -0.0463 0.2622 0.104 Uiso 0.30 1 calc PR C 3
H2S2 H 0.7147 -0.1451 0.3197 0.104 Uiso 0.30 1 calc PR C 3
Cl5 Cl 0.7023(3) 0.0687(3) 0.4104(2) 0.0488(6) Uani 0.30 1 d PDU C 3
Cl6 Cl 0.9255(5) -0.0643(5) 0.3566(6) 0.139(2) Uani 0.30 1 d PDU C 3
Sn1 Sn -0.086647(15) 0.405215(14) 0.247839(11) 0.02924(5) Uani 1 1 d . . .
S1 S -0.10692(5) 0.37775(5) 0.06925(4) 0.02352(10) Uani 1 1 d . . .
S2 S -0.29735(6) 0.55231(6) 0.17428(5) 0.03745(13) Uani 1 1 d . . .
S3 S 0.10710(6) 0.26377(6) 0.21861(4) 0.03252(12) Uani 1 1 d . . .
S4 S 0.03632(7) 0.34769(7) 0.41709(4) 0.04091(14) Uani 1 1 d . . .
N1 N -0.27892(17) 0.50311(17) -0.01290(14) 0.0265(3) Uani 1 1 d . . .
N2 N 0.2398(2) 0.20701(19) 0.36700(14) 0.0331(4) Uani 1 1 d . . .
C1 C -0.23500(19) 0.48213(19) 0.07050(16) 0.0251(4) Uani 1 1 d . . .
C2 C -0.3756(2) 0.6010(2) -0.0177(2) 0.0336(5) Uani 1 1 d . . .
H2A H -0.4245 0.6163 0.0368 0.040 Uiso 1 1 calc R . .
H2B H -0.4384 0.5618 -0.0802 0.040 Uiso 1 1 calc R . .
C3 C -0.3159(2) 0.7363(2) -0.01111(18) 0.0284(4) Uani 1 1 d . . .
C4 C -0.1865(2) 0.7797(2) 0.02955(19) 0.0326(5) Uani 1 1 d . . .
H4 H -0.1316 0.7222 0.0524 0.039 Uiso 1 1 calc R . .
C5 C -0.1363(3) 0.9074(2) 0.0372(2) 0.0381(5) Uani 1 1 d . . .
H5 H -0.0476 0.9368 0.0652 0.046 Uiso 1 1 calc R . .
C6 C -0.2163(3) 0.9908(2) 0.0037(2) 0.0427(6) Uani 1 1 d . . .
H6 H -0.1823 1.0774 0.0084 0.051 Uiso 1 1 calc R . .
C7 C -0.3443(3) 0.9488(3) -0.0364(2) 0.0462(7) Uani 1 1 d . . .
H7 H -0.3991 1.0070 -0.0587 0.055 Uiso 1 1 calc R . .
C8 C -0.3947(2) 0.8215(3) -0.0447(2) 0.0383(5) Uani 1 1 d . . .
H8 H -0.4833 0.7926 -0.0735 0.046 Uiso 1 1 calc R . .
C9 C -0.2204(2) 0.4442(2) -0.10110(16) 0.0279(4) Uani 1 1 d . . .
H9A H -0.1248 0.4631 -0.0822 0.033 Uiso 1 1 calc R . .
H9B H -0.2513 0.4900 -0.1477 0.033 Uiso 1 1 calc R . .
C10 C -0.2512(2) 0.2924(2) -0.15294(16) 0.0272(4) Uani 1 1 d . . .
C11 C -0.1521(2) 0.2112(2) -0.18394(16) 0.0293(4) Uani 1 1 d . . .
H11 H -0.0659 0.2513 -0.1706 0.035 Uiso 1 1 calc R . .
C12 C -0.1769(2) 0.0715(2) -0.23443(17) 0.0317(4) Uani 1 1 d . . .
H12 H -0.1078 0.0174 -0.2554 0.038 Uiso 1 1 calc R . .
C13 C -0.3774(2) 0.2322(2) -0.17492(18) 0.0332(5) Uani 1 1 d . . .
H13 H -0.4468 0.2868 -0.1555 0.040 Uiso 1 1 calc R . .
C14 C 0.1373(2) 0.2679(2) 0.33918(16) 0.0325(5) Uani 1 1 d . . .
C15 C 0.2662(3) 0.1943(2) 0.46459(17) 0.0364(5) Uani 1 1 d . . .
H15A H 0.2852 0.0995 0.4564 0.044 Uiso 1 1 calc R . .
H15B H 0.1876 0.2142 0.4950 0.044 Uiso 1 1 calc R . .
C16 C 0.3797(3) 0.2899(3) 0.53208(17) 0.0378(5) Uani 1 1 d . . .
C17 C 0.3728(3) 0.4295(3) 0.5616(2) 0.0504(7) Uani 1 1 d . . .
H17 H 0.2958 0.4658 0.5405 0.060 Uiso 1 1 calc R . .
C18 C 0.4791(4) 0.5167(4) 0.6223(3) 0.0623(9) Uani 1 1 d . . .
H18 H 0.4739 0.6123 0.6424 0.075 Uiso 1 1 calc R . .
C19 C 0.5902(4) 0.4660(4) 0.6531(2) 0.0626(10) Uani 1 1 d . . .
H19 H 0.6625 0.5261 0.6937 0.075 Uiso 1 1 calc R . .
C20 C 0.5974(4) 0.3282(5) 0.6252(3) 0.0698(11) Uani 1 1 d . . .
H20 H 0.6747 0.2926 0.6467 0.084 Uiso 1 1 calc R . .
C21 C 0.4915(3) 0.2402(3) 0.5652(2) 0.0545(8) Uani 1 1 d . . .
H21 H 0.4966 0.1448 0.5470 0.065 Uiso 1 1 calc R . .
C22 C 0.3305(2) 0.1414(2) 0.30226(17) 0.0330(5) Uani 1 1 d . . .
H22A H 0.4200 0.1614 0.3408 0.040 Uiso 1 1 calc R . .
H22B H 0.3266 0.1808 0.2504 0.040 Uiso 1 1 calc R . .
C23 C 0.3024(2) -0.0114(2) 0.25418(16) 0.0291(4) Uani 1 1 d . . .
C24 C 0.4025(2) -0.0931(2) 0.22504(19) 0.0352(5) Uani 1 1 d . . .
H24 H 0.4890 -0.0533 0.2396 0.042 Uiso 1 1 calc R . .
C25 C -0.0015(3) 0.6059(2) 0.32792(17) 0.0400(6) Uani 1 1 d . . .
H25A H -0.0091 0.6584 0.2846 0.060 Uiso 1 1 calc R . .
H25B H 0.0906 0.6026 0.3533 0.060 Uiso 1 1 calc R . .
H25C H -0.0466 0.6492 0.3828 0.060 Uiso 1 1 calc R . .
C26 C -0.2425(3) 0.2698(3) 0.2431(2) 0.0484(7) Uani 1 1 d . . .
H26A H -0.2685 0.2979 0.3076 0.073 Uiso 1 1 calc R . .
H26B H -0.2142 0.1773 0.2258 0.073 Uiso 1 1 calc R . .
H26C H -0.3165 0.2719 0.1937 0.073 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'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 '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
Cl2 C1S Cl1 108.9(9) .
Cl2 C1S H1S1 109.9 .
Cl1 C1S H1S1 109.9 .
Cl2 C1S H1S2 109.9 .
Cl1 C1S H1S2 109.9 .
H1S1 C1S H1S2 108.3 .
Cl3 C2S Cl4 124.4(16) .
Cl3 C2S H1S3 106.2 .
Cl4 C2S H1S3 106.2 .
Cl3 C2S H1S4 106.2 .
Cl4 C2S H1S4 106.2 .
H1S3 C2S H1S4 106.4 .
Cl3 Cl3 C2S 157.6(14) 2_756
Cl5 C3S Cl6 112.2(9) .
Cl5 C3S H2S1 109.2 .
Cl6 C3S H2S1 109.2 .
Cl5 C3S H2S2 109.2 .
Cl6 C3S H2S2 109.2 .
H2S1 C3S H2S2 107.9 .
C25 Sn1 C26 141.08(12) .
C25 Sn1 S1 105.14(7) .
C26 Sn1 S1 101.96(9) .
C25 Sn1 S3 103.85(8) .
C26 Sn1 S3 105.92(9) .
S1 Sn1 S3 84.881(17) .
C25 Sn1 S4 84.69(7) .
C26 Sn1 S4 84.96(9) .
S1 Sn1 S4 150.987(19) .
S3 Sn1 S4 66.17(2) .
C1 S1 Sn1 94.78(8) .
C14 S3 Sn1 92.41(8) .
C14 S4 Sn1 81.91(8) .
C1 N1 C2 121.84(19) .
C1 N1 C9 122.00(17) .
C2 N1 C9 115.63(18) .
C14 N2 C22 123.2(2) .
C14 N2 C15 122.3(2) .
C22 N2 C15 114.51(19) .
N1 C1 S2 123.13(16) .
N1 C1 S1 116.91(16) .
S2 C1 S1 119.96(13) .
N1 C2 C3 113.05(17) .
N1 C2 H2A 109.0 .
C3 C2 H2A 109.0 .
N1 C2 H2B 109.0 .
C3 C2 H2B 109.0 .
H2A C2 H2B 107.8 .
C4 C3 C8 118.9(2) .
C4 C3 C2 122.36(19) .
C8 C3 C2 118.67(19) .
C3 C4 C5 120.5(2) .
C3 C4 H4 119.7 .
C5 C4 H4 119.7 .
C6 C5 C4 119.7(2) .
C6 C5 H5 120.2 .
C4 C5 H5 120.2 .
C7 C6 C5 120.2(2) .
C7 C6 H6 119.9 .
C5 C6 H6 119.9 .
C6 C7 C8 120.4(2) .
C6 C7 H7 119.8 .
C8 C7 H7 119.8 .
C3 C8 C7 120.3(2) .
C3 C8 H8 119.9 .
C7 C8 H8 119.9 .
N1 C9 C10 114.17(17) .
N1 C9 H9A 108.7 .
C10 C9 H9A 108.7 .
N1 C9 H9B 108.7 .
C10 C9 H9B 108.7 .
H9A C9 H9B 107.6 .
C11 C10 C13 118.65(19) .
C11 C10 C9 119.22(19) .
C13 C10 C9 122.1(2) .
C10 C11 C12 121.1(2) .
C10 C11 H11 119.5 .
C12 C11 H11 119.5 .
C23 C12 C11 120.1(2) 2
C23 C12 H12 119.9 2
C11 C12 H12 119.9 .
C24 C13 C10 120.4(2) 2
C24 C13 H13 119.8 2
C10 C13 H13 119.8 .
N2 C14 S4 122.12(18) .
N2 C14 S3 118.42(18) .
S4 C14 S3 119.46(14) .
N2 C15 C16 112.1(2) .
N2 C15 H15A 109.2 .
C16 C15 H15A 109.2 .
N2 C15 H15B 109.2 .
C16 C15 H15B 109.2 .
H15A C15 H15B 107.9 .
C21 C16 C17 118.8(3) .
C21 C16 C15 120.7(2) .
C17 C16 C15 120.5(3) .
C16 C17 C18 120.0(3) .
C16 C17 H17 120.0 .
C18 C17 H17 120.0 .
C19 C18 C17 120.6(3) .
C19 C18 H18 119.7 .
C17 C18 H18 119.7 .
C18 C19 C20 119.8(3) .
C18 C19 H19 120.1 .
C20 C19 H19 120.1 .
C19 C20 C21 120.0(3) .
C19 C20 H20 120.0 .
C21 C20 H20 120.0 .
C16 C21 C20 120.7(3) .
C16 C21 H21 119.6 .
C20 C21 H21 119.6 .
N2 C22 C23 113.4(2) .
N2 C22 H22A 108.9 .
C23 C22 H22A 108.9 .
N2 C22 H22B 108.9 .
C23 C22 H22B 108.9 .
H22A C22 H22B 107.7 .
C12 C23 C24 118.93(19) 2
C12 C23 C22 121.2(2) 2
C24 C23 C22 119.8(2) .
C13 C24 C23 120.8(2) 2
C13 C24 H24 119.6 2
C23 C24 H24 119.6 .
Sn1 C25 H25A 109.5 .
Sn1 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
Sn1 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
Sn1 C26 H26A 109.5 .
Sn1 C26 H26B 109.5 .
H26A C26 H26B 109.5 .
Sn1 C26 H26C 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1S Cl2 1.773(10) .
C1S Cl1 1.716(14) .
C1S H1S1 0.9900 .
C1S H1S2 0.9900 .
C2S Cl3 1.772(17) .
C2S Cl4 1.721(16) .
C2S H1S3 0.9900 .
C2S H1S4 0.9900 .
C3S Cl5 1.663(12) .
C3S Cl6 1.732(13) .
C3S H2S1 0.9900 .
C3S H2S2 0.9900 .
Sn1 C25 2.122(2) .
Sn1 C26 2.127(3) .
Sn1 S1 2.5275(6) .
Sn1 S3 2.5347(7) .
Sn1 S4 2.8875(7) .
S1 C1 1.743(2) .
S2 C1 1.693(2) .
S3 C14 1.745(2) .
S4 C14 1.699(3) .
N1 C1 1.339(3) .
N1 C2 1.466(3) .
N1 C9 1.470(3) .
N2 C14 1.339(3) .
N2 C22 1.463(3) .
N2 C15 1.479(3) .
C2 C3 1.514(3) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.386(3) .
C3 C8 1.391(3) .
C4 C5 1.399(3) .
C4 H4 0.9500 .
C5 C6 1.382(4) .
C5 H5 0.9500 .
C6 C7 1.371(4) .
C6 H6 0.9500 .
C7 C8 1.393(4) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 C10 1.513(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.384(3) .
C10 C13 1.393(3) .
C11 C12 1.394(3) .
C11 H11 0.9500 .
C12 C23 1.388(3) 2
C12 H12 0.9500 .
C13 C24 1.389(3) 2
C13 H13 0.9500 .
C15 C16 1.513(3) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C21 1.375(4) .
C16 C17 1.386(4) .
C17 C18 1.396(4) .
C17 H17 0.9500 .
C18 C19 1.363(6) .
C18 H18 0.9500 .
C19 C20 1.370(6) .
C19 H19 0.9500 .
C20 C21 1.394(4) .
C20 H20 0.9500 .
C21 H21 0.9500 .
C22 C23 1.515(3) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C12 1.388(3) 2
C23 C24 1.390(3) .
C24 C13 1.389(3) 2
C24 H24 0.9500 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
