#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:49:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179598 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/62/4506295.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_4506295
loop_
_publ_author_name
'Chandrasekhar, Vadapalli'
'Mohapatra, Chandrajeet'
'Butcher, Ray J.'
_publ_section_title
;
 Synthesis of One- and Two-Dimensional Coordination Polymers Containing
 Organotin Macrocycles. Reactions of (n-Bu3Sn)2O with Pyridine
 Dicarboxylic Acids. Structure-Directing Role of the Ancillary
 4,4′-Bipyridine Ligand
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3285
_journal_paper_doi               10.1021/cg3004189
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C41 H65 N3 O4 Sn2'
_chemical_formula_weight         901.34
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                90.000(5)
_cell_angle_beta                 99.161(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   15.428(5)
_cell_length_b                   11.777(5)
_cell_length_c                   23.719(5)
_cell_measurement_temperature    293(2)
_cell_volume                     4255(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11092
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    1.215
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.659653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.252
_refine_diff_density_min         -0.931
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3935
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0333
_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)+(0.0467P)²+3.5508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0872
_reflns_number_gt                3475
_reflns_number_total             3935
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3004189_si_001.cif
_cod_data_source_block           Compound-4
_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_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4506295
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'
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
Sn1 Sn 0.216012(13) 0.367534(16) 0.639294(9) 0.01545(10) Uani 1 1 d .
O1 O 0.13197(13) 0.29590(17) 0.69568(9) 0.0177(5) Uani 1 1 d .
O2 O 0.14813(14) 0.13286(16) 0.65007(10) 0.0182(5) Uani 1 1 d .
N1 N 0.0000 0.1936(4) 0.7500 0.0290(9) Uani 1 2 d S
N2 N 0.31955(16) 0.4545(2) 0.57424(11) 0.0167(6) Uani 1 1 d .
C1 C 0.11707(19) 0.1887(3) 0.68595(13) 0.0170(7) Uani 1 1 d .
C2 C 0.0565(2) 0.1326(2) 0.72085(13) 0.0139(6) Uani 1 1 d .
C3 C 0.0542(2) 0.0145(3) 0.72296(14) 0.0184(7) Uani 1 1 d .
H3 H 0.0931 -0.0254 0.7042 0.022 Uiso 1 1 calc R
C4 C 0.0000 -0.0452(3) 0.7500 0.0066(7) Uani 1 2 d S
H4 H 0.0000 -0.1242 0.7500 0.008 Uiso 1 2 calc SR
C5 C 0.3968(2) 0.4930(3) 0.60053(14) 0.0211(7) Uani 1 1 d .
H5 H 0.4027 0.5079 0.6395 0.025 Uiso 1 1 calc R
C6 C 0.4686(2) 0.5120(3) 0.57383(13) 0.0184(7) Uani 1 1 d .
H6 H 0.5211 0.5384 0.5945 0.022 Uiso 1 1 calc R
C7 C 0.46165(19) 0.4913(2) 0.51531(13) 0.0151(6) Uani 1 1 d .
C8 C 0.3811(2) 0.4536(3) 0.48746(14) 0.0186(7) Uani 1 1 d .
H8 H 0.3729 0.4401 0.4483 0.022 Uiso 1 1 calc R
C9 C 0.3128(2) 0.4363(3) 0.51793(14) 0.0197(7) Uani 1 1 d .
H9 H 0.2595 0.4106 0.4983 0.024 Uiso 1 1 calc R
C10 C 0.1240(2) 0.3531(3) 0.56082(14) 0.0179(7) Uani 1 1 d .
H10A H 0.1265 0.4221 0.5388 0.021 Uiso 1 1 calc R
H10B H 0.1422 0.2908 0.5386 0.021 Uiso 1 1 calc R
C11 C 0.02895(19) 0.3330(3) 0.56922(14) 0.0206(7) Uani 1 1 d .
H11A H 0.0258 0.2615 0.5891 0.025 Uiso 1 1 calc R
H11B H 0.0119 0.3928 0.5934 0.025 Uiso 1 1 calc R
C12 C -0.0363(2) 0.3301(3) 0.51387(14) 0.0235(7) Uani 1 1 d .
H12A H -0.0217 0.2677 0.4904 0.028 Uiso 1 1 calc R
H12B H -0.0319 0.4001 0.4930 0.028 Uiso 1 1 calc R
C13 C -0.1304(2) 0.3157(3) 0.52503(16) 0.0323(8) Uani 1 1 d .
H13A H -0.1349 0.2467 0.5459 0.048 Uiso 1 1 calc R
H13B H -0.1695 0.3123 0.4893 0.048 Uiso 1 1 calc R
H13C H -0.1459 0.3790 0.5469 0.048 Uiso 1 1 calc R
C14 C 0.2159(2) 0.5303(2) 0.68022(13) 0.0185(7) Uani 1 1 d .
H14A H 0.1729 0.5290 0.7059 0.022 Uiso 1 1 calc R
H14B H 0.2731 0.5425 0.7032 0.022 Uiso 1 1 calc R
C15 C 0.1956(2) 0.6297(2) 0.63939(15) 0.0216(7) Uani 1 1 d .
H15A H 0.1371 0.6196 0.6180 0.026 Uiso 1 1 calc R
H15B H 0.2366 0.6284 0.6123 0.026 Uiso 1 1 calc R
C16 C 0.2004(2) 0.7461(3) 0.66813(16) 0.0283(8) Uani 1 1 d .
H16A H 0.1579 0.7492 0.6941 0.034 Uiso 1 1 calc R
H16B H 0.2583 0.7563 0.6904 0.034 Uiso 1 1 calc R
C17 C 0.1822(3) 0.8424(3) 0.62499(18) 0.0362(9) Uani 1 1 d .
H17A H 0.2151 0.8302 0.5944 0.054 Uiso 1 1 calc R
H17B H 0.1995 0.9133 0.6434 0.054 Uiso 1 1 calc R
H17C H 0.1207 0.8445 0.6100 0.054 Uiso 1 1 calc R
C18 C 0.32651(19) 0.2582(3) 0.66370(13) 0.0187(7) Uani 1 1 d .
H18A H 0.3774 0.3046 0.6774 0.022 Uiso 1 1 calc R
H18B H 0.3151 0.2109 0.6952 0.022 Uiso 1 1 calc R
C19 C 0.3484(2) 0.1815(3) 0.61592(14) 0.0234(7) Uani 1 1 d .
H19A H 0.3547 0.2281 0.5831 0.028 Uiso 1 1 calc R
H19B H 0.2996 0.1300 0.6046 0.028 Uiso 1 1 calc R
C20 C 0.4322(2) 0.1117(3) 0.63260(17) 0.0318(9) Uani 1 1 d .
H20A H 0.4462 0.0738 0.5988 0.038 Uiso 1 1 calc R
H20B H 0.4803 0.1628 0.6463 0.038 Uiso 1 1 calc R
C21 C 0.4253(3) 0.0227(4) 0.67853(18) 0.0475(11) Uani 1 1 d .
H21A H 0.4159 0.0598 0.7131 0.071 Uiso 1 1 calc R
H21B H 0.4786 -0.0205 0.6856 0.071 Uiso 1 1 calc R
H21C H 0.3769 -0.0271 0.6657 0.071 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'
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
C18 Sn1 C14 118.17(12) . .
C18 Sn1 C10 124.83(12) . .
C14 Sn1 C10 114.33(12) . .
C18 Sn1 O1 97.32(10) . .
C14 Sn1 O1 91.42(10) . .
C10 Sn1 O1 97.18(10) . .
C1 O1 Sn1 111.97(18) . .
C2 N1 C2 117.9(4) 2_556 .
C5 N2 C9 116.2(3) . .
O2 C1 O1 124.4(3) . .
O2 C1 C2 119.5(3) . .
O1 C1 C2 116.1(3) . .
C3 C2 N1 118.4(3) . .
C3 C2 C1 118.9(3) . .
N1 C2 C1 122.7(3) . .
C4 C3 C2 124.5(3) . .
C3 C4 C3 116.3(4) 2_556 .
N2 C5 C6 124.4(3) . .
C5 C6 C7 119.2(3) . .
C8 C7 C6 116.9(3) . .
C8 C7 C7 122.1(4) . 5_666
C6 C7 C7 121.1(3) . 5_666
C9 C8 C7 119.9(3) . .
N2 C9 C8 123.5(3) . .
C11 C10 Sn1 114.3(2) . .
C12 C11 C10 114.1(3) . .
C11 C12 C13 111.7(3) . .
C15 C14 Sn1 114.5(2) . .
C14 C15 C16 114.6(3) . .
C17 C16 C15 112.2(3) . .
C19 C18 Sn1 114.5(2) . .
C18 C19 C20 113.8(3) . .
C21 C20 C19 113.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C18 2.141(3) .
Sn1 C14 2.149(3) .
Sn1 C10 2.160(3) .
Sn1 O1 2.176(2) .
O1 C1 1.297(4) .
O2 C1 1.231(4) .
N1 C2 1.395(4) 2_556
N1 C2 1.395(4) .
N2 C5 1.334(4) .
N2 C9 1.340(4) .
C1 C2 1.497(4) .
C2 C3 1.392(4) .
C3 C4 1.332(4) .
C4 C3 1.332(4) 2_556
C5 C6 1.379(4) .
C6 C7 1.397(4) .
C7 C8 1.384(4) .
C7 C7 1.498(6) 5_666
C8 C9 1.384(4) .
C10 C11 1.530(4) .
C11 C12 1.523(5) .
C12 C13 1.525(5) .
C14 C15 1.520(4) .
C15 C16 1.527(4) .
C16 C17 1.523(5) .
C18 C19 1.529(4) .
C19 C20 1.531(5) .
C20 C21 1.528(5) .
