#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:49:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179598 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/62/4506296.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_4506296
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                 99.322(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   15.427(5)
_cell_length_b                   11.769(5)
_cell_length_c                   23.734(5)
_cell_measurement_temperature    293(2)
_cell_volume                     4252(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 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0497
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            11035
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    1.215
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.778552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          .31
_exptl_crystal_size_mid          .22
_exptl_crystal_size_min          .18
_refine_diff_density_max         1.457
_refine_diff_density_min         -0.567
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3954
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0353
_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)+(0.0358P)²+3.5812P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0832
_reflns_number_gt                3400
_reflns_number_total             3954
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3004189_si_001.cif
_cod_data_source_block           Compound-5
_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      'C 2/c'
_cod_database_code               4506296
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 0.215980(14) 0.367505(18) 0.639279(9) 0.01639(10) Uani 1 1 d .
O1 O 0.13194(14) 0.29601(19) 0.69559(9) 0.0190(5) Uani 1 1 d .
O2 O 0.14800(15) 0.13297(18) 0.65001(10) 0.0183(5) Uani 1 1 d .
N1 N 0.0000 -0.0457(3) 0.7500 0.0178(8) Uani 1 2 d S
N2 N 0.31926(17) 0.4545(2) 0.57423(11) 0.0179(6) Uani 1 1 d .
C1 C 0.1173(2) 0.1890(3) 0.68608(14) 0.0172(7) Uani 1 1 d .
C2 C 0.0541(2) 0.0145(3) 0.72299(14) 0.0189(7) Uani 1 1 d .
H2 H 0.0930 -0.0253 0.7043 0.023 Uiso 1 1 calc R
C3 C 0.0564(2) 0.1322(3) 0.72088(14) 0.0150(7) Uani 1 1 d .
C4 C 0.0000 0.1930(4) 0.7500 0.0165(10) Uani 1 2 d S
H4 H 0.0000 0.2720 0.7500 0.020 Uiso 1 2 calc SR
C5 C 0.3128(2) 0.4364(3) 0.51774(14) 0.0211(7) Uani 1 1 d .
H5 H 0.2593 0.4109 0.4980 0.025 Uiso 1 1 calc R
C6 C 0.3811(2) 0.4536(3) 0.48730(14) 0.0196(7) Uani 1 1 d .
H6 H 0.3728 0.4402 0.4482 0.024 Uiso 1 1 calc R
C7 C 0.4620(2) 0.4910(3) 0.51540(14) 0.0169(7) Uani 1 1 d .
C8 C 0.4686(2) 0.5120(3) 0.57365(14) 0.0197(7) Uani 1 1 d .
H8 H 0.5210 0.5390 0.5943 0.024 Uiso 1 1 calc R
C9 C 0.3973(2) 0.4927(3) 0.60056(14) 0.0211(8) Uani 1 1 d .
H9 H 0.4037 0.5071 0.6395 0.025 Uiso 1 1 calc R
C10 C 0.2157(2) 0.5303(3) 0.68011(14) 0.0212(8) Uani 1 1 d .
H10A H 0.1725 0.5289 0.7056 0.025 Uiso 1 1 calc R
H10B H 0.2728 0.5423 0.7033 0.025 Uiso 1 1 calc R
C11 C 0.1958(2) 0.6300(3) 0.63965(15) 0.0202(8) Uani 1 1 d .
H11A H 0.1374 0.6199 0.6179 0.024 Uiso 1 1 calc R
H11B H 0.2370 0.6288 0.6128 0.024 Uiso 1 1 calc R
C12 C 0.2002(3) 0.7457(3) 0.66807(16) 0.0275(8) Uani 1 1 d .
H12A H 0.2579 0.7557 0.6908 0.033 Uiso 1 1 calc R
H12B H 0.1572 0.7488 0.6937 0.033 Uiso 1 1 calc R
C13 C 0.1828(3) 0.8427(4) 0.62506(18) 0.0372(10) Uani 1 1 d .
H13A H 0.2154 0.8300 0.5944 0.056 Uiso 1 1 calc R
H13B H 0.2010 0.9132 0.6436 0.056 Uiso 1 1 calc R
H13C H 0.1212 0.8459 0.6101 0.056 Uiso 1 1 calc R
C14 C 0.3266(2) 0.2584(3) 0.66400(14) 0.0196(7) Uani 1 1 d .
H14A H 0.3775 0.3049 0.6778 0.024 Uiso 1 1 calc R
H14B H 0.3152 0.2109 0.6954 0.024 Uiso 1 1 calc R
C15 C 0.3485(2) 0.1816(3) 0.61606(15) 0.0264(8) Uani 1 1 d .
H15A H 0.2997 0.1302 0.6045 0.032 Uiso 1 1 calc R
H15B H 0.3549 0.2284 0.5834 0.032 Uiso 1 1 calc R
C16 C 0.4319(2) 0.1120(3) 0.63278(17) 0.0321(9) Uani 1 1 d .
H16A H 0.4800 0.1631 0.6467 0.038 Uiso 1 1 calc R
H16B H 0.4459 0.0744 0.5990 0.038 Uiso 1 1 calc R
C17 C 0.4254(3) 0.0225(4) 0.67837(18) 0.0476(12) Uani 1 1 d .
H17A H 0.4145 0.0591 0.7127 0.071 Uiso 1 1 calc R
H17B H 0.4795 -0.0192 0.6861 0.071 Uiso 1 1 calc R
H17C H 0.3781 -0.0287 0.6650 0.071 Uiso 1 1 calc R
C18 C 0.1242(2) 0.3532(3) 0.56097(14) 0.0183(7) Uani 1 1 d .
H18A H 0.1267 0.4223 0.5390 0.022 Uiso 1 1 calc R
H18B H 0.1424 0.2910 0.5388 0.022 Uiso 1 1 calc R
C19 C 0.0291(2) 0.3332(3) 0.56906(15) 0.0216(8) Uani 1 1 d .
H19A H 0.0260 0.2617 0.5890 0.026 Uiso 1 1 calc R
H19B H 0.0119 0.3931 0.5931 0.026 Uiso 1 1 calc R
C20 C -0.0364(2) 0.3298(3) 0.51363(15) 0.0242(8) Uani 1 1 d .
H20A H -0.0218 0.2672 0.4903 0.029 Uiso 1 1 calc R
H20B H -0.0321 0.3996 0.4926 0.029 Uiso 1 1 calc R
C21 C -0.1302(2) 0.3154(4) 0.52494(16) 0.0321(9) Uani 1 1 d .
H21A H -0.1346 0.2464 0.5459 0.048 Uiso 1 1 calc R
H21B H -0.1696 0.3120 0.4893 0.048 Uiso 1 1 calc R
H21C H -0.1455 0.3787 0.5468 0.048 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_3
C14 Sn1 C10 118.11(13) .
C14 Sn1 C18 125.00(13) .
C10 Sn1 C18 114.23(13) .
C14 Sn1 O1 97.32(11) .
C10 Sn1 O1 91.31(11) .
C18 Sn1 O1 97.23(11) .
C14 Sn1 N2 82.01(11) .
C10 Sn1 N2 87.88(11) .
C18 Sn1 N2 84.20(11) .
O1 Sn1 N2 178.55(8) .
C1 O1 Sn1 111.96(19) .
C2 N1 C2 115.9(4) 2_556
C9 N2 C5 115.7(3) .
C9 N2 Sn1 116.5(2) .
C5 N2 Sn1 125.1(2) .
O2 C1 O1 124.4(3) .
O2 C1 C3 119.2(3) .
O1 C1 C3 116.4(3) .
N1 C2 C3 124.7(3) .
C2 C3 C4 118.3(3) .
C2 C3 C1 119.0(3) .
C4 C3 C1 122.6(3) .
C3 C4 C3 118.1(4) 2_556
N2 C5 C6 123.8(3) .
C5 C6 C7 119.8(3) .
C6 C7 C8 116.7(3) .
C6 C7 C7 121.7(4) 5_666
C8 C7 C7 121.6(4) 5_666
C9 C8 C7 119.7(3) .
N2 C9 C8 124.3(3) .
C11 C10 Sn1 114.8(2) .
C10 C11 C12 115.1(3) .
C11 C12 C13 112.6(3) .
C15 C14 Sn1 114.3(2) .
C16 C15 C14 113.7(3) .
C15 C16 C17 113.9(3) .
C19 C18 Sn1 114.5(2) .
C20 C19 C18 114.3(3) .
C19 C20 C21 111.5(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C14 2.140(3) .
Sn1 C10 2.147(3) .
Sn1 C18 2.153(3) .
Sn1 O1 2.176(2) .
Sn1 N2 2.601(3) .
O1 C1 1.293(4) .
O2 C1 1.234(4) .
N1 C2 1.335(4) .
N1 C2 1.335(4) 2_556
N2 C9 1.342(4) .
N2 C5 1.345(4) .
C1 C3 1.505(4) .
C2 C3 1.386(4) .
C3 C4 1.393(4) .
C4 C3 1.393(4) 2_556
C5 C6 1.386(4) .
C6 C7 1.388(5) .
C7 C8 1.392(5) .
C7 C7 1.494(6) 5_666
C8 C9 1.377(4) .
C10 C11 1.516(4) .
C11 C12 1.517(5) .
C12 C13 1.526(5) .
C14 C15 1.533(5) .
C15 C16 1.523(5) .
C16 C17 1.525(5) .
C18 C19 1.528(4) .
C19 C20 1.524(5) .
C20 C21 1.524(5) .
