#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/19/2011901.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_2011901
loop_
_publ_author_name
'Jambor, Roman'
'Císařová, Ivana'
'Rǔžička, Aleš'
'Holeček, Jaroslav'
_publ_section_title
;{2,6-Bis[(dimethylamino)methyl]phenyl-N²,C¹,N⁶}diphenyltin(II)
 bromide monohydrate
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              373
_journal_page_last               374
_journal_paper_doi               10.1107/S0108270101000026
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Sn (C6 H5 )2 (C12 H19 N2 )]Br , H2 O'
_chemical_formula_moiety         'C24 H29 N2 Sn + , Br - , H2O'
_chemical_formula_sum            'C24 H31 Br N2 O Sn'
_chemical_formula_weight         562.11
_chemical_name_systematic
;
 [1,6-bis(dimethylamino)methyl]phenyl}diphenyltin bromine monohydrate
;
_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'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 125.0660(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.8520(3)
_cell_length_b                   20.0760(4)
_cell_length_c                   10.4740(2)
_cell_measurement_reflns_used    15656
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      .998
_cell_volume                     2384.05(9)
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_collection
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction        'COLLECT and DENZO'
_computing_molecular_graphics    'PLATON (Spek, 1999)'
_computing_publication_material  'SHELXL97 and PLATON'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full .983
_diffrn_measured_fraction_theta_max .983
_diffrn_measurement_device_type  'Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0463
_diffrn_reflns_av_sigmaI/netI    .0200
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23135
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.54
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.765
_exptl_absorpt_correction_T_max  .659
_exptl_absorpt_correction_T_min  .521
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SORTAV; Blessing 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          .2
_exptl_crystal_size_mid          .2
_exptl_crystal_size_min          .1
_refine_diff_density_max         .277
_refine_diff_density_min         -.800
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2688
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          .0211
_refine_ls_R_factor_gt           .0202
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0239P)²+2.3842P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0503
_reflns_number_gt                2612
_reflns_number_total             2688
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1427.cif
_cod_data_source_block           I
_cod_original_cell_volume        2384.05(8)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2011901
_cod_database_fobs_code          2011901
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Sn1 .0000 .366077(7) .7500 .01590(6) Uani d S 1 . . Sn
Br1 .2500 .2500 .5000 .04973(11) Uani d S 1 . . Br
N1 -.07421(12) .33686(7) .48226(16) .0212(3) Uani d . 1 . . N
C1 .0000 .26184(11) .7500 .0189(4) Uani d S 1 . . C
C2 -.01541(14) .22839(8) .6222(2) .0229(3) Uani d . 1 . . C
C3 -.01502(16) .15877(9) .6233(3) .0341(4) Uani d . 1 . . C
H3 -.0247 .1352 .5402 .037(7) Uiso calc R 1 . . H
C4 .0000 .12493(13) .7500 .0383(7) Uani d S 1 . . C
H4 .0000 .0786 .7500 .036(8) Uiso calc SR 1 . . H
C5 -.02655(16) .26894(9) .4920(2) .0265(4) Uani d . 1 . . C
H51 .0503 .2728 .5103 .031(6) Uiso calc R 1 . . H
H52 -.0785 .2460 .3935 .027(5) Uiso calc R 1 . . H
C6 -.20579(14) .33304(10) .3919(2) .0259(4) Uani d . 1 . . C
H61 -.2272 .3045 .4455 .031(6) Uiso calc R 1 . . H
H62 -.2374 .3153 .2900 .036(6) Uiso calc R 1 . . H
H63 -.2372 .3768 .3823 .036(6) Uiso calc R 1 . . H
C7 -.04388(18) .38221(12) .3978(2) .0345(4) Uani d . 1 . . C
H71 -.0741 .4259 .3922 .039(6) Uiso calc R 1 . . H
H72 -.0782 .3656 .2942 .044(7) Uiso calc R 1 . . H
H73 .0403 .3843 .4525 .036(6) Uiso calc R 1 . . H
C8 .14644(14) .42717(8) .80708(19) .0195(3) Uani d . 1 . . C
C9 .16362(16) .48699(9) .8871(2) .0257(4) Uani d . 1 . . C
H9 .1115 .4989 .9121 .039(6) Uiso calc R 1 . . H
C10 .25819(17) .52875(9) .9294(2) .0328(4) Uani d . 1 . . C
H10 .2692 .5681 .9832 .046(7) Uiso calc R 1 . . H
C11 .33563(16) .51152(10) .8913(2) .0347(5) Uani d . 1 . . C
H11 .3980 .5397 .9186 .043(7) Uiso calc R 1 . . H
C12 .32062(16) .45246(11) .8127(2) .0320(4) Uani d . 1 . . C
H12 .3729 .4411 .7875 .045(7) Uiso calc R 1 . . H
C13 .22657(15) .41005(9) .7713(2) .0240(3) Uani d . 1 . . C
H13 .2172 .3703 .7198 .035(6) Uiso calc R 1 . . H
O1 .0000 .15005(14) .2500 .0595(7) Uani d S 1 . . O
H1 .055(3) .1741(15) .306(4) .060(9) Uiso d . 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 '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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Sn1 C8 . . 124.95(4) yes
C1 Sn1 C8 . 2_556 124.95(4) yes
C8 Sn1 C8 . 2_556 110.09(9) yes
C1 Sn1 N1 . 2_556 76.09(3) yes
C8 Sn1 N1 . 2_556 96.36(5) yes
C8 Sn1 N1 2_556 2_556 99.48(5) yes
C1 Sn1 N1 . . 76.09(3) yes
C8 Sn1 N1 . . 99.48(5) yes
C8 Sn1 N1 2_556 . 96.36(5) yes
N1 Sn1 N1 2_556 . 152.18(7) yes
C7 N1 C5 . . 109.53(14) ?
C7 N1 C6 . . 108.21(14) ?
C5 N1 C6 . . 109.05(13) ?
C7 N1 Sn1 . . 117.38(11) ?
C5 N1 Sn1 . . 105.28(10) ?
C6 N1 Sn1 . . 107.16(10) ?
C2 C1 C2 . 2_556 122.7(2) ?
C2 C1 Sn1 . . 118.67(11) ?
C2 C1 Sn1 2_556 . 118.67(11) ?
C3 C2 C1 . . 118.34(18) ?
C3 C2 C5 . . 122.74(17) ?
C1 C2 C5 . . 118.87(15) ?
C4 C3 C2 . . 119.45(19) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C3 C4 C3 2_556 . 121.8(2) ?
C3 C4 H4 2_556 . 119.1 ?
C3 C4 H4 . . 119.1 ?
N1 C5 C2 . . 111.31(13) ?
N1 C5 H51 . . 109.4 ?
C2 C5 H51 . . 109.4 ?
N1 C5 H52 . . 109.4 ?
C2 C5 H52 . . 109.4 ?
H51 C5 H52 . . 108.0 ?
N1 C6 H61 . . 109.5 ?
N1 C6 H62 . . 109.5 ?
H61 C6 H62 . . 109.5 ?
N1 C6 H63 . . 109.5 ?
H61 C6 H63 . . 109.5 ?
H62 C6 H63 . . 109.5 ?
N1 C7 H71 . . 109.5 ?
N1 C7 H72 . . 109.5 ?
H71 C7 H72 . . 109.5 ?
N1 C7 H73 . . 109.5 ?
H71 C7 H73 . . 109.5 ?
H72 C7 H73 . . 109.5 ?
C13 C8 C9 . . 118.70(15) ?
C13 C8 Sn1 . . 123.58(12) ?
C9 C8 Sn1 . . 117.72(12) ?
C10 C9 C8 . . 120.63(17) ?
C10 C9 H9 . . 119.7 ?
C8 C9 H9 . . 119.7 ?
C11 C10 C9 . . 119.93(18) ?
C11 C10 H10 . . 120.0 ?
C9 C10 H10 . . 120.0 ?
C10 C11 C12 . . 120.45(17) ?
C10 C11 H11 . . 119.8 ?
C12 C11 H11 . . 119.8 ?
C11 C12 C13 . . 119.86(18) ?
C11 C12 H12 . . 120.1 ?
C13 C12 H12 . . 120.1 ?
C12 C13 C8 . . 120.42(17) ?
C12 C13 H13 . . 119.8 ?
C8 C13 H13 . . 119.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 C1 . 2.093(2) yes
Sn1 C8 . 2.1408(15) yes
Sn1 C8 2_556 2.1408(15) ?
Sn1 N1 2_556 2.4397(14) ?
Sn1 N1 . 2.4398(14) yes
N1 C7 . 1.489(2) ?
N1 C5 . 1.493(2) ?
N1 C6 . 1.497(2) ?
C1 C2 . 1.400(2) ?
C1 C2 2_556 1.400(2) ?
C2 C3 . 1.398(3) ?
C2 C5 . 1.519(3) ?
C3 C4 . 1.396(3) ?
C3 H3 . .9300 ?
C4 C3 2_556 1.396(3) ?
C4 H4 . .9300 ?
C5 H51 . .9700 ?
C5 H52 . .9700 ?
C6 H61 . .9600 ?
C6 H62 . .9600 ?
C6 H63 . .9600 ?
C7 H71 . .9600 ?
C7 H72 . .9600 ?
C7 H73 . .9600 ?
C8 C13 . 1.403(2) ?
C8 C9 . 1.404(2) ?
C9 C10 . 1.396(3) ?
C9 H9 . .9300 ?
C10 C11 . 1.386(3) ?
C10 H10 . .9300 ?
C11 C12 . 1.390(3) ?
C11 H11 . .9300 ?
C12 C13 . 1.401(3) ?
C12 H12 . .9300 ?
C13 H13 . .9300 ?
O1 H1 . .80(3) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 Br1 .80(3) 2.73(3) 3.5293(16) 176(3)
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_1
_geom_torsion_site_symmetry_4
_geom_torsion
C1 Sn1 N1 C7 . . -146.91(13)
C8 Sn1 N1 C7 . . -23.05(13)
C8 Sn1 N1 C7 2_556 . 88.60(13)
N1 Sn1 N1 C7 2_556 . -146.91(13)
C1 Sn1 N1 C5 . . -24.79(9)
C8 Sn1 N1 C5 . . 99.06(11)
C8 Sn1 N1 C5 2_556 . -149.28(10)
N1 Sn1 N1 C5 2_556 . -24.79(9)
C1 Sn1 N1 C6 . . 91.21(10)
C8 Sn1 N1 C6 . . -144.93(11)
C8 Sn1 N1 C6 2_556 . -33.28(12)
N1 Sn1 N1 C6 2_556 . 91.22(10)
C8 Sn1 C1 C2 . . -79.31(9)
C8 Sn1 C1 C2 2_556 . 100.69(9)
N1 Sn1 C1 C2 2_556 . -167.37(8)
N1 Sn1 C1 C2 . . 12.63(8)
C8 Sn1 C1 C2 . 2_556 100.69(9)
C8 Sn1 C1 C2 2_556 2_556 -79.31(9)
N1 Sn1 C1 C2 2_556 2_556 12.63(8)
N1 Sn1 C1 C2 . 2_556 -167.37(8)
C2 C1 C2 C3 2_556 . -.15(11)
Sn1 C1 C2 C3 . . 179.85(11)
C2 C1 C2 C5 2_556 . -177.56(16)
Sn1 C1 C2 C5 . . 2.44(16)
C1 C2 C3 C4 . . .3(2)
C5 C2 C3 C4 . . 177.61(13)
C2 C3 C4 C3 . 2_556 -.16(11)
C7 N1 C5 C2 . . 159.57(14)
C6 N1 C5 C2 . . -82.19(16)
Sn1 N1 C5 C2 . . 32.51(15)
C3 C2 C5 N1 . . 156.20(15)
C1 C2 C5 N1 . . -26.51(19)
C1 Sn1 C8 C13 . . 34.63(15)
C8 Sn1 C8 C13 2_556 . -145.37(15)
N1 Sn1 C8 C13 2_556 . 112.08(14)
N1 Sn1 C8 C13 . . -44.96(14)
C1 Sn1 C8 C9 . . -144.23(11)
C8 Sn1 C8 C9 2_556 . 35.77(11)
N1 Sn1 C8 C9 2_556 . -66.78(13)
N1 Sn1 C8 C9 . . 136.18(13)
C13 C8 C9 C10 . . .3(3)
Sn1 C8 C9 C10 . . 179.25(13)
C8 C9 C10 C11 . . .5(3)
C9 C10 C11 C12 . . -.7(3)
C10 C11 C12 C13 . . .1(3)
C11 C12 C13 C8 . . .8(3)
C9 C8 C13 C12 . . -1.0(2)
Sn1 C8 C13 C12 . . -179.83(12)
