#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$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' 'C\'isa\N^2^,C^1^,N^6^}diphenyltin(II) bromide monohydrate ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 373 _journal_page_last 374 _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 '\f and \w 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/[\s^2^(Fo^2^)+(0.0239P)^2^+2.3842P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .0503 _reflns_number_gt 2612 _reflns_number_total 2688 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file sk1427.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_original_cell_volume 2384.05(8) _cod_database_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_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Sn1 .01443(9) .01512(9) .01957(9) .000 .01059(7) .000 Br1 .02538(16) .0933(3) .03608(18) .01450(15) .02093(14) .01933(16) N1 .0162(6) .0290(7) .0186(7) -.0008(5) .0102(6) .0000(5) C1 .0146(10) .0159(10) .0259(12) .000 .0114(9) .000 C2 .0134(7) .0232(8) .0291(9) .0003(6) .0104(7) -.0061(7) C3 .0194(8) .0248(9) .0494(12) -.0002(7) .0147(8) -.0134(8) C4 .0218(13) .0173(12) .064(2) .000 .0178(14) .000 C5 .0211(8) .0355(10) .0249(9) .0014(7) .0144(7) -.0084(7) C6 .0159(8) .0359(10) .0224(8) -.0009(7) .0089(7) -.0030(7) C7 .0298(10) .0521(12) .0226(9) -.0063(9) .0156(8) .0058(8) C8 .0157(7) .0199(7) .0205(7) -.0025(6) .0089(6) .0025(6) C9 .0251(9) .0229(8) .0278(9) -.0015(7) .0145(7) -.0001(7) C10 .0321(10) .0238(9) .0292(10) -.0082(7) .0098(8) .0004(7) C11 .0210(9) .0373(10) .0305(10) -.0099(8) .0060(8) .0126(8) C12 .0175(8) .0491(12) .0276(9) .0001(8) .0119(7) .0121(8) C13 .0183(8) .0298(9) .0223(8) .0012(7) .0108(7) .0031(7) O1 .081(2) .0370(13) .082(2) .000 .059(2) .000 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_ _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_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) _cod_database_fobs_code 2011901 _journal_paper_doi 10.1107/S0108270101000026