#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/60/2016083.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2016083
loop_
_publ_author_name
'Rotar, Adina'
'Varga, Richard A.'
'Silvestru, Cristian'
_publ_section_title
;
 Intramolecular interactions in
 μ-oxido-bis{bis[2-(dimethylaminomethyl)phenyl]stannol}
;
_journal_coeditor_code           BG3041
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m355
_journal_page_last               m356
_journal_paper_doi               10.1107/S0108270107030156
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Sn2 (C9 H12 N)4 O (O H)2]'
_chemical_formula_moiety         'C36 H50 N4 O3 Sn2'
_chemical_formula_sum            'C36 H50 N4 O3 Sn2'
_chemical_formula_weight         824.18
_chemical_name_systematic
;
μ-oxido-bis{bis[2-(dimethylaminomethyl)phenyl]stannol}
;
_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                90.00
_cell_angle_beta                 120.045(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.518(3)
_cell_length_b                   9.7060(12)
_cell_length_c                   16.758(2)
_cell_measurement_reflns_used    2504
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      21.03
_cell_measurement_theta_min      2.29
_cell_volume                     3592.9(8)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    'DIAMOND (Brandenburg and Putz, 2006)'
_computing_publication_material  'publCIF (Westrip, 2007)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART 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     0.71073
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_sigmaI/netI    0.0449
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14057
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    1.430
_exptl_absorpt_correction_T_max  0.8472
_exptl_absorpt_correction_T_min  0.7164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SHELXTL; Bruker, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1672
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.478
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3662
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0337P)²+0.8983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0899
_reflns_number_gt                2986
_reflns_number_total             3662
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bg3041.cif
_cod_data_source_block           I
_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:

'_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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2016083
_cod_database_fobs_code          2016083
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Sn Sn1 0.083019(12) 0.52253(3) 0.312103(18) 0.04478(12) Uani d . 1
N N1 0.09613(15) 0.6390(4) 0.4707(2) 0.0527(9) Uani d . 1
N N2 0.20002(15) 0.4588(4) 0.3739(2) 0.0563(9) Uani d . 1
O O1 0.07815(14) 0.4062(4) 0.2075(2) 0.0598(8) Uani d D 1
O O2 0.0000 0.5968(4) 0.2500 0.0487(9) Uani d S 1
C C1 0.08578(18) 0.3613(4) 0.4026(3) 0.0493(10) Uani d . 1
C C2 0.10120(17) 0.3874(5) 0.4936(3) 0.0503(11) Uani d . 1
C C3 0.0974(2) 0.2798(6) 0.5452(3) 0.0697(14) Uani d . 1
H H3 0.1076 0.2957 0.6060 0.084 Uiso calc R 1
C C4 0.0790(2) 0.1498(6) 0.5083(4) 0.0790(15) Uani d . 1
H H4 0.0771 0.0788 0.5441 0.095 Uiso calc R 1
C C5 0.0633(2) 0.1264(5) 0.4185(4) 0.0760(14) Uani d . 1
H H5 0.0499 0.0397 0.3926 0.091 Uiso calc R 1
C C6 0.0675(2) 0.2311(5) 0.3663(3) 0.0610(12) Uani d . 1
H H6 0.0579 0.2136 0.3059 0.073 Uiso calc R 1
C C7 0.1228(2) 0.5262(5) 0.5370(3) 0.0587(12) Uani d . 1
H H7A 0.1127 0.5383 0.5852 0.070 Uiso calc R 1
H H7B 0.1665 0.5302 0.5655 0.070 Uiso calc R 1
C C8 0.03432(18) 0.6662(5) 0.4532(3) 0.0640(13) Uani d . 1
H H8A 0.0361 0.6914 0.5099 0.096 Uiso calc R 1
H H8B 0.0101 0.5848 0.4287 0.096 Uiso calc R 1
H H8C 0.0166 0.7402 0.4097 0.096 Uiso calc R 1
C C9 0.1326(2) 0.7633(5) 0.5073(3) 0.0718(14) Uani d . 1
H H9A 0.1345 0.7887 0.5640 0.108 Uiso calc R 1
H H9B 0.1147 0.8368 0.4635 0.108 Uiso calc R 1
H H9C 0.1728 0.7460 0.5186 0.108 Uiso calc R 1
C C10 0.12811(17) 0.7019(4) 0.3018(3) 0.0476(10) Uani d . 1
C C11 0.18324(17) 0.6899(5) 0.3052(3) 0.0495(10) Uani d . 1
C C12 0.2102(2) 0.8060(5) 0.2928(3) 0.0624(13) Uani d . 1
H H12 0.2474 0.7982 0.2956 0.075 Uiso calc R 1
C C13 0.1827(2) 0.9311(6) 0.2765(3) 0.0687(13) Uani d . 1
H H13 0.2017 1.0082 0.2696 0.082 Uiso calc R 1
C C14 0.1271(2) 0.9448(5) 0.2703(3) 0.0662(13) Uani d . 1
H H14 0.1079 1.0301 0.2576 0.079 Uiso calc R 1
C C15 0.1003(2) 0.8297(5) 0.2831(3) 0.0566(11) Uani d . 1
H H15 0.0628 0.8383 0.2791 0.068 Uiso calc R 1
C C16 0.21139(19) 0.5487(5) 0.3156(3) 0.0591(12) Uani d . 1
H H16A 0.1952 0.5069 0.2552 0.071 Uiso calc R 1
H H16B 0.2547 0.5589 0.3416 0.071 Uiso calc R 1
C C17 0.2397(2) 0.4937(5) 0.4709(3) 0.0692(14) Uani d . 1
H H17A 0.2811 0.4795 0.4872 0.104 Uiso calc R 1
H H17B 0.2302 0.4361 0.5085 0.104 Uiso calc R 1
H H17C 0.2338 0.5886 0.4808 0.104 Uiso calc R 1
C C18 0.2081(2) 0.3132(5) 0.3589(4) 0.0753(15) Uani d . 1
H H18A 0.1827 0.2910 0.2949 0.113 Uiso calc R 1
H H18B 0.1972 0.2564 0.3953 0.113 Uiso calc R 1
H H18C 0.2496 0.2968 0.3767 0.113 Uiso calc R 1
H H1 0.0417(8) 0.398(5) 0.169(2) 0.070(16) Uiso d D 1
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_site_symmetry_1
_geom_angle
O2 Sn1 O1 . 99.33(11)
O2 Sn1 C10 . 97.99(15)
O1 Sn1 C10 . 100.66(14)
O2 Sn1 C1 . 106.56(13)
O1 Sn1 C1 . 99.76(15)
C10 Sn1 C1 . 144.84(15)
O2 Sn1 N2 . 167.83(10)
O1 Sn1 N2 . 77.42(12)
C10 Sn1 N2 . 71.41(14)
C1 Sn1 N2 . 85.59(13)
O2 Sn1 N1 . 86.47(8)
O1 Sn1 N1 . 170.24(12)
C10 Sn1 N1 . 86.17(13)
C1 Sn1 N1 . 70.94(13)
N2 Sn1 N1 . 98.47(10)
C9 N1 C7 . 110.1(4)
C9 N1 C7 . 110.1(4)
C9 N1 C8 . 109.3(3)
C7 N1 C8 . 109.2(3)
C16 N2 C17 . 110.5(4)
C16 N2 C18 . 111.9(4)
C17 N2 C18 . 109.6(4)
Sn1 O1 H1 . 106(3)
Sn1 O2 Sn1 2 137.1(2)
C6 C1 C2 . 119.8(4)
C6 C1 Sn1 . 118.1(3)
C2 C1 Sn1 . 122.0(3)
C3 C2 C1 . 118.3(4)
C3 C2 C7 . 119.8(4)
C1 C2 C7 . 121.9(4)
C4 C3 C2 . 121.6(5)
C4 C3 H3 . 119.2
C2 C3 H3 . 119.2
C5 C4 C3 . 119.3(5)
C5 C4 H4 . 120.3
C3 C4 H4 . 120.3
C4 C5 C6 . 120.2(5)
C4 C5 H5 . 119.9
C6 C5 H5 . 119.9
C1 C6 C5 . 120.8(5)
C1 C6 H6 . 119.6
C5 C6 H6 . 119.6
N1 C7 C2 . 112.7(3)
N1 C7 H7A . 109.1
C2 C7 H7A . 109.1
N1 C7 H7B . 109.1
C2 C7 H7B . 109.1
H7A C7 H7B . 107.8
N1 C8 H8A . 109.5
N1 C8 H8B . 109.5
H8A C8 H8B . 109.5
N1 C8 H8C . 109.5
H8A C8 H8C . 109.5
H8B C8 H8C . 109.5
N1 C9 H9A . 109.5
N1 C9 H9B . 109.5
H9A C9 H9B . 109.5
N1 C9 H9C . 109.5
H9A C9 H9C . 109.5
H9B C9 H9C . 109.5
C11 C10 C15 . 118.7(4)
C11 C10 Sn1 . 120.3(3)
C15 C10 Sn1 . 120.8(3)
C10 C11 C12 . 119.6(4)
C10 C11 C16 . 119.6(4)
C12 C11 C16 . 120.6(4)
C13 C12 C11 . 120.7(4)
C13 C12 H12 . 119.6
C11 C12 H12 . 119.6
C12 C13 C14 . 120.7(5)
C12 C13 H13 . 119.7
C14 C13 H13 . 119.7
C13 C14 C15 . 118.8(5)
C13 C14 H14 . 120.6
C15 C14 H14 . 120.6
C14 C15 C10 . 121.4(4)
C14 C15 H15 . 119.3
C10 C15 H15 . 119.3
N2 C16 C11 . 112.4(3)
N2 C16 H16A . 109.1
C11 C16 H16A . 109.1
N2 C16 H16B . 109.1
C11 C16 H16B . 109.1
H16A C16 H16B . 107.9
N2 C17 H17A . 109.5
N2 C17 H17B . 109.5
H17A C17 H17B . 109.5
N2 C17 H17C . 109.5
H17A C17 H17C . 109.5
H17B C17 H17C . 109.5
N2 C18 H18A . 109.5
N2 C18 H18B . 109.5
H18A C18 H18B . 109.5
N2 C18 H18C . 109.5
H18A C18 H18C . 109.5
H18B C18 H18C . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 O1 2.036(3) yes
Sn1 O2 1.9705(15) yes
Sn1 N2 2.697(3) yes
Sn1 N1 2.751(3) yes
Sn1 C10 2.141(4) yes
Sn1 C1 2.155(4) yes
N1 C9 1.458(5) ?
N1 C7 1.462(5) ?
N1 C8 1.477(5) ?
N2 C16 1.444(5) ?
N2 C17 1.460(6) ?
N2 C18 1.468(5) ?
O1 H1 0.83(3) ?
C1 C6 1.378(6) ?
C1 C2 1.395(5) ?
C2 C3 1.390(6) ?
C2 C7 1.499(6) ?
C3 C4 1.379(7) ?
C3 H3 0.9300 ?
C4 C5 1.370(7) ?
C4 H4 0.9300 ?
C5 C6 1.379(6) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C8 H8A 0.9600 ?
C8 H8B 0.9600 ?
C8 H8C 0.9600 ?
C9 H9A 0.9600 ?
C9 H9B 0.9600 ?
C9 H9C 0.9600 ?
C10 C11 1.385(5) ?
C10 C15 1.385(6) ?
C11 C12 1.388(6) ?
C11 C16 1.516(6) ?
C12 C13 1.360(6) ?
C12 H12 0.9300 ?
C13 C14 1.375(6) ?
C13 H13 0.9300 ?
C14 C15 1.383(6) ?
C14 H14 0.9300 ?
C15 H15 0.9300 ?
C16 H16A 0.9700 ?
C16 H16B 0.9700 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
C18 H18A 0.9600 ?
C18 H18B 0.9600 ?
C18 H18C 0.9600 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_4
_geom_torsion
O1 Sn1 O2 Sn1 2 57.37(10)
C10 Sn1 O2 Sn1 2 159.64(10)
C1 Sn1 O2 Sn1 2 -45.81(12)
O2 Sn1 C1 C6 . 85.4(3)
O1 Sn1 C1 C6 . -17.5(3)
C10 Sn1 C1 C6 . -142.3(3)
O2 Sn1 C1 C2 . -90.0(3)
O1 Sn1 C1 C2 . 167.1(3)
C10 Sn1 C1 C2 . 42.3(4)
C6 C1 C2 C3 . -0.2(6)
Sn1 C1 C2 C3 . 175.1(3)
C6 C1 C2 C7 . 178.5(4)
Sn1 C1 C2 C7 . -6.2(5)
C1 C2 C3 C4 . 0.0(7)
C7 C2 C3 C4 . -178.7(4)
C2 C3 C4 C5 . -0.7(8)
C3 C4 C5 C6 . 1.6(8)
C2 C1 C6 C5 . 1.1(6)
Sn1 C1 C6 C5 . -174.4(3)
C4 C5 C6 C1 . -1.8(7)
C9 N1 C7 C2 . -160.5(3)
C8 N1 C7 C2 . 79.5(4)
C3 C2 C7 N1 . -149.9(4)
C1 C2 C7 N1 . 31.4(5)
O2 Sn1 C10 C11 . -156.5(3)
O1 Sn1 C10 C11 . -55.4(3)
C1 Sn1 C10 C11 . 69.2(4)
O2 Sn1 C10 C15 . 17.4(3)
O1 Sn1 C10 C15 . 118.6(3)
C1 Sn1 C10 C15 . -116.9(4)
C15 C10 C11 C12 . 2.0(6)
Sn1 C10 C11 C12 . 176.1(3)
C15 C10 C11 C16 . -173.7(4)
Sn1 C10 C11 C16 . 0.4(5)
C10 C11 C12 C13 . -0.6(6)
C16 C11 C12 C13 . 175.1(4)
C11 C12 C13 C14 . -1.3(7)
C12 C13 C14 C15 . 1.6(7)
C13 C14 C15 C10 . -0.1(7)
C11 C10 C15 C14 . -1.7(6)
Sn1 C10 C15 C14 . -175.7(3)
C17 N2 C16 C11 . -77.3(4)
C18 N2 C16 C11 . 160.2(4)
C10 C11 C16 N2 . -35.6(5)
C12 C11 C16 N2 . 148.7(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654066
