#------------------------------------------------------------------------------
#$Date: 2016-02-21 00:03:34 +0000 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/88/2238850.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_2238850
loop_
_publ_author_name
'Chouaib, Hassen'
'Karoui, Sahel'
'Kamoun, Slaheddine'
'Michaud, Francois'
_publ_section_title
;
Bis(2-methoxyanilinium) hexabromidostannate(IV) dihydrate
;
_journal_issue 12
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first m678
_journal_page_last m679
_journal_paper_doi 10.1107/S1600536813031681
_journal_volume 69
_journal_year 2013
_chemical_formula_iupac '(C7 H10 N O)2 [Sn Br6], 2H2 O'
_chemical_formula_moiety '2(C7 H10 N O +), Br6 Sn 2-, 2(H2 O)'
_chemical_formula_sum 'C14 H24 Br6 N2 O4 Sn'
_chemical_formula_weight 882.50
_chemical_name_common '(C7H10NO)2.SnBr6.2H2O '
_chemical_name_systematic
;
Bis(2-methoxyanilinium) hexabromidostannate(IV) dihydrate
;
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2yab'
_symmetry_space_group_name_H-M 'P 1 21/a 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 103.680(5)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 10.8728(7)
_cell_length_b 13.4403(10)
_cell_length_c 9.0695(6)
_cell_measurement_reflns_used 5970
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 24.71
_cell_measurement_theta_min 3.59
_cell_volume 1287.76(16)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2012)
;
_computing_data_reduction
;
CrysAlis RED (Agilent, 2012)
;
_computing_molecular_graphics
;DIAMOND (Brandenburg et al., 1999) and
Mercury (Macrae et al., 2008)
;
_computing_publication_material 'WinGX (Farrugia, 2012)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Agilent Xcalibur (Sapphire2)'
_diffrn_measurement_method '\w 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 0.0515
_diffrn_reflns_av_sigmaI/netI 0.0338
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_number 7762
_diffrn_reflns_theta_full 24.71
_diffrn_reflns_theta_max 24.71
_diffrn_reflns_theta_min 3.59
_diffrn_standards_interval_time 120
_diffrn_standards_number 2
_exptl_absorpt_coefficient_mu 10.321
_exptl_absorpt_correction_T_max 0.371
_exptl_absorpt_correction_T_min 0.356
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis RED; Agilent, 2012)
;
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 2.276
_exptl_crystal_density_meas 2.276
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 828
_exptl_crystal_size_max 0.10
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.10
_refine_diff_density_max 1.507
_refine_diff_density_min -1.443
_refine_ls_extinction_coef 0.0039(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method 'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref 1.069
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 133
_refine_ls_number_reflns 2188
_refine_ls_number_restraints 9
_refine_ls_restrained_S_all 1.098
_refine_ls_R_factor_all 0.0695
_refine_ls_R_factor_gt 0.0611
_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/[\s^2^(Fo^2^)+(0.0686P)^2^+18.8968P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1484
_refine_ls_wR_factor_ref 0.1561
_reflns_number_gt 1854
_reflns_number_total 2188
_reflns_threshold_expression I>2sigma(I)
_iucr_refine_instructions_details
;
TITL ref3-a0 in P 21/a
CELL 0.71073 10.8728 13.4403 9.0695 90.000 103.680 90.000
ZERR 2.00 0.0007 0.0010 0.0006 0.000 0.005 0.000
LATT 1
SYMM 1/2 - X, 1/2 + Y, - Z
SFAC C H BR N O SN
UNIT 28 48 12 4 8 2
MERG 2
SHEL 20 0.85
SIZE 0.1 0.1 0.1
DFIX 1.37 0.01 C5 C6
DFIX 1.37 0.01 C1 C6
DANG 2.37 0.02 C1 C5
DANG 2.37 0.02 C2 C4
DFIX 1.37 0.01 C2 C3
DFIX 1.37 0.01 C3 C4
DFIX 0.88 0.002 OW H2W
DFIX 0.88 0.002 OW H1W
DFIX 1.5 0.002 H1W H2W
MPLA 6 C1 C2 C3 C4 C5 C6
MPLA 4 N1 C1 C2 O1
MPLA 4 SN1 BR1 BR2 BR3
EQIV $1 -x+1, -y+1, -z+1
EQIV $2 x+1/2, -y+1/2, z
EQIV $3 -x+1, -y+1, -z+1
EQIV $4 -x+1/2, y-1/2, -z+1
HTAB N1 Br2_$1
HTAB N1 OW_$2
HTAB OW Br2_$3
HTAB OW Br1_$4
CONF
FMAP 2
PLAN 80
ACTA
HTAB 2.00000
BOND $H
HTAB
L.S. 99
TEMP 20.00
WGHT 0.068600 18.896799
EXTI 0.003929
FVAR 2.26201
SN1 6 0.500000 0.500000 0.500000 10.50000 0.05199 0.03226 =
0.00906 -0.00374 0.00452 0.00038
BR2 3 0.428263 0.675907 0.411056 11.00000 0.11497 0.03807 =
0.01908 0.00297 -0.00518 0.00703
BR3 3 0.563619 0.571916 0.728489 11.00000 0.07762 0.04288 =
0.01012 -0.00500 0.00543 -0.00154
BR1 3 0.221503 0.469655 0.514385 11.00000 0.06425 0.07489 =
0.04113 -0.03032 0.02368 -0.02005
OW 5 0.315874 0.197746 0.370000 11.00000 0.09892 0.05528 =
0.01486 0.00538 0.01511 -0.01927
N1 4 0.567273 0.174911 0.263800 11.00000 0.06454 0.05670 =
0.01801 0.00704 0.00465 0.00577
AFIX 33
H1A 2 0.532366 0.128509 0.310894 11.00000 -1.50000
H1B 2 0.559612 0.234088 0.304750 11.00000 -1.50000
H1C 2 0.648889 0.161111 0.273767 11.00000 -1.50000
AFIX 0
O1 5 0.363162 0.044901 0.148537 11.00000 0.10626 0.06113 =
0.03798 -0.01002 0.02095 -0.02657
C1 1 0.513144 0.176332 0.127936 11.00000 0.06036 0.04760 =
0.02017 0.00360 0.00963 0.00748
C2 1 0.411360 0.106771 0.078674 11.00000 0.06556 0.05944 =
0.03115 -0.01603 0.02122 -0.00148
C6 1 0.569939 0.247805 0.060501 11.00000 0.06610 0.06263 =
0.02319 -0.00008 0.00025 0.00053
AFIX 43
H6 2 0.639885 0.284719 0.110064 11.00000 -1.20000
AFIX 0
C4 1 0.415578 0.187983 -0.133697 11.00000 0.08825 0.11285 =
0.01598 0.02015 0.01500 0.00044
AFIX 43
H4 2 0.380902 0.192891 -0.237499 11.00000 -1.20000
AFIX 0
C7 1 0.250893 -0.028218 0.097787 11.00000 0.13123 0.06119 =
0.05748 -0.03160 0.03473 -0.03428
AFIX 33
H7A 2 0.239856 -0.065793 0.183754 11.00000 -1.50000
H7B 2 0.268227 -0.072755 0.022449 11.00000 -1.50000
H7C 2 0.175053 0.008602 0.055722 11.00000 -1.50000
AFIX 0
C3 1 0.358049 0.114427 -0.070163 11.00000 0.06827 0.11256 =
0.04114 -0.04766 -0.00408 0.00053
AFIX 43
H3 2 0.291444 0.075295 -0.122702 11.00000 -1.20000
AFIX 0
C5 1 0.512243 0.257964 -0.085751 11.00000 0.10375 0.10005 =
0.03454 -0.01158 0.00969 -0.00349
AFIX 43
H5 2 0.533773 0.306127 -0.148868 11.00000 -1.20000
AFIX 0
H1W 2 0.360440 0.238056 0.438768 11.00000 0.07890
H2W 2 0.296692 0.139161 0.401673 11.00000 0.10438
HKLF 4
REM ref3-a0 in P 21/a
REM R1 = 0.0611 for 1854 Fo > 4sig(Fo) and 0.0695 for all 2188 data
REM 133 parameters refined using 9 restraints
END
WGHT 0.0672 18.9528
REM Highest difference peak 1.507, deepest hole -1.443, 1-sigma level 0.210
Q1 1 0.5092 0.6553 0.3781 11.00000 0.05 1.51
Q2 1 0.6451 0.1003 0.2820 11.00000 0.05 1.17
Q3 1 0.5195 0.2456 -0.0459 11.00000 0.05 1.08
Q4 1 0.2111 0.5178 0.4638 11.00000 0.05 1.07
Q5 1 0.3889 0.1103 0.0283 11.00000 0.05 1.03
Q6 1 0.4356 0.5716 0.2785 11.00000 0.05 0.99
Q7 1 0.4718 0.5590 0.7054 11.00000 0.05 0.97
Q8 1 0.2085 0.0403 0.2600 11.00000 0.05 0.90
Q9 1 0.5004 0.6434 0.4968 11.00000 0.05 0.82
Q10 1 0.4203 0.5073 0.4568 11.00000 0.05 0.81
Q11 1 0.3206 0.6262 0.3962 11.00000 0.05 0.81
Q12 1 0.6344 0.3938 -0.1835 11.00000 0.05 0.75
Q13 1 0.4208 0.3155 0.4074 11.00000 0.05 0.74
Q14 1 0.6703 0.6191 0.7543 11.00000 0.05 0.68
Q15 1 0.6871 0.1965 0.3300 11.00000 0.05 0.67
Q16 1 0.5432 0.7105 0.4624 11.00000 0.05 0.66
Q17 1 0.6481 0.5014 0.6667 11.00000 0.05 0.64
Q18 1 0.5053 0.2033 0.0873 11.00000 0.05 0.63
Q19 1 0.3653 0.6145 0.5251 11.00000 0.05 0.63
Q20 1 0.3620 0.1371 0.5620 11.00000 0.05 0.63
;
_cod_data_source_file cv5437.cif
_cod_data_source_block I
_cod_original_cell_volume 1287.76(15)
_cod_original_sg_symbol_H-M 'P 21/a'
_cod_database_code 2238850
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'
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
_atom_site_symmetry_multiplicity
Sn Sn1 0.5000 0.5000 0.5000 0.0316(4) Uani d S 1 2
Br Br2 0.42826(15) 0.67591(9) 0.41106(12) 0.0609(5) Uani d . 1 1
Br Br3 0.56362(12) 0.57192(8) 0.72849(10) 0.0444(4) Uani d . 1 1
Br Br1 0.22150(13) 0.46965(11) 0.51438(14) 0.0582(5) Uani d . 1 1
O OW 0.3159(10) 0.1977(7) 0.3700(8) 0.056(2) Uani d D 1 1
N N1 0.5673(10) 0.1749(8) 0.2638(9) 0.047(2) Uani d . 1 1
H H1A 0.5324 0.1285 0.3109 0.071 Uiso calc R 1 1
H H1B 0.5596 0.2341 0.3048 0.071 Uiso calc R 1 1
H H1C 0.6489 0.1611 0.2738 0.071 Uiso calc R 1 1
O O1 0.3632(11) 0.0449(7) 0.1485(10) 0.068(3) Uani d . 1 1
C C1 0.5131(11) 0.1763(8) 0.1279(11) 0.043(3) Uani d D 1 1
C C2 0.4114(12) 0.1068(9) 0.0787(10) 0.050(3) Uani d D 1 1
C C6 0.5699(11) 0.2478(9) 0.0605(10) 0.052(3) Uani d D 1 1
H H6 0.6399 0.2847 0.1101 0.063 Uiso calc R 1 1
C C4 0.4156(15) 0.1880(12) -0.1337(13) 0.072(4) Uani d D 1 1
H H4 0.3809 0.1929 -0.2375 0.086 Uiso calc R 1 1
C C7 0.2509(19) -0.0282(12) 0.0978(18) 0.081(5) Uani d . 1 1
H H7A 0.2398 -0.0658 0.1838 0.122 Uiso calc R 1 1
H H7B 0.2682 -0.0728 0.0225 0.122 Uiso calc R 1 1
H H7C 0.1751 0.0086 0.0557 0.122 Uiso calc R 1 1
C C3 0.3580(13) 0.1144(11) -0.0702(11) 0.077(5) Uani d D 1 1
H H3 0.2914 0.0753 -0.1227 0.092 Uiso calc R 1 1
C C5 0.5122(16) 0.2580(13) -0.0858(11) 0.081(5) Uani d D 1 1
H H5 0.5338 0.3061 -0.1489 0.097 Uiso calc R 1 1
H H1W 0.360(10) 0.238(7) 0.439(10) 0.08(5) Uiso d D 1 1
H H2W 0.297(16) 0.139(6) 0.402(14) 0.10(6) Uiso d D 1 1
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 0.0520(7) 0.0323(6) 0.0091(5) 0.0004(4) 0.0045(4) -0.0037(3)
Br2 0.1150(12) 0.0381(7) 0.0191(6) 0.0070(6) -0.0052(6) 0.0030(4)
Br3 0.0776(9) 0.0429(7) 0.0101(5) -0.0015(5) 0.0054(5) -0.0050(4)
Br1 0.0642(8) 0.0749(9) 0.0411(7) -0.0200(7) 0.0237(6) -0.0303(6)
OW 0.099(7) 0.055(5) 0.015(3) -0.019(5) 0.015(4) 0.005(3)
N1 0.065(6) 0.057(6) 0.018(4) 0.006(5) 0.005(4) 0.007(4)
O1 0.106(8) 0.061(6) 0.038(5) -0.027(5) 0.021(5) -0.010(4)
C1 0.060(7) 0.048(6) 0.020(5) 0.007(5) 0.010(5) 0.004(4)
C2 0.066(8) 0.059(8) 0.031(6) -0.001(6) 0.021(5) -0.016(5)
C6 0.066(8) 0.063(8) 0.023(5) 0.001(6) 0.000(5) 0.000(5)
C4 0.088(10) 0.113(13) 0.016(5) 0.000(9) 0.015(6) 0.020(7)
C7 0.131(15) 0.061(9) 0.057(9) -0.034(9) 0.035(9) -0.032(7)
C3 0.068(9) 0.113(13) 0.041(7) 0.001(9) -0.004(6) -0.048(8)
C5 0.104(12) 0.100(12) 0.035(7) -0.003(10) 0.010(7) -0.012(8)
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'
Br Br -0.2901 2.4595 '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_site_symmetry_3
_geom_angle
Br3 Sn1 Br3 . 3_666 180.0
Br3 Sn1 Br2 . . 84.12(4)
Br3 Sn1 Br2 3_666 . 95.88(4)
Br3 Sn1 Br2 . 3_666 95.88(4)
Br3 Sn1 Br2 3_666 3_666 84.12(4)
Br2 Sn1 Br2 . 3_666 180.0
Br3 Sn1 Br2 . 3_666 95.88(4)
Br3 Sn1 Br2 3_666 3_666 84.12(4)
Br2 Sn1 Br2 . 3_666 180.0
Br2 Sn1 Br2 3_666 3_666 0.00(5)
Br3 Sn1 Br1 . . 96.26(4)
Br3 Sn1 Br1 3_666 . 83.74(4)
Br2 Sn1 Br1 . . 84.64(5)
Br2 Sn1 Br1 3_666 . 95.36(5)
Br2 Sn1 Br1 3_666 . 95.36(5)
Br3 Sn1 Br1 . 3_666 83.74(4)
Br3 Sn1 Br1 3_666 3_666 96.26(4)
Br2 Sn1 Br1 . 3_666 95.36(5)
Br2 Sn1 Br1 3_666 3_666 84.64(5)
Br2 Sn1 Br1 3_666 3_666 84.64(5)
Br1 Sn1 Br1 . 3_666 180.00(5)
H1W OW H2W . . 116.9(4)
C1 N1 H1A . . 109.5
C1 N1 H1B . . 109.5
H1A N1 H1B . . 109.5
C1 N1 H1C . . 109.5
H1A N1 H1C . . 109.5
H1B N1 H1C . . 109.5
C2 O1 C7 . . 132.4(11)
N1 C1 C6 . . 107.4(10)
N1 C1 C2 . . 116.8(9)
C6 C1 C2 . . 135.8(9)
O1 C2 C3 . . 115.7(12)
O1 C2 C1 . . 131.9(9)
C3 C2 C1 . . 112.4(10)
C5 C6 C1 . . 111.2(11)
C5 C6 H6 . . 124.4
C1 C6 H6 . . 124.4
C3 C4 C5 . . 137.6(11)
C3 C4 H4 . . 111.2
C5 C4 H4 . . 111.2
O1 C7 H7A . . 109.5
O1 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
O1 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
C2 C3 C4 . . 110.3(10)
C2 C3 H3 . . 124.8
C4 C3 H3 . . 124.8
C6 C5 C4 . . 112.5(12)
C6 C5 H5 . . 123.8
C4 C5 H5 . . 123.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Sn1 Br3 . 2.2426(9)
Sn1 Br3 3_666 2.2426(9)
Sn1 Br2 . 2.5595(11)
Sn1 Br2 3_666 2.5595(11)
Sn1 Br2 3_666 2.5595(11)
Sn1 Br1 . 3.0886(13)
Sn1 Br1 3_666 3.0886(13)
OW H1W . 0.88(9)
OW H2W . 0.88(9)
N1 C1 . 1.234(13)
N1 H1A . 0.8900
N1 H1B . 0.8900
N1 H1C . 0.8900
O1 C2 . 1.235(14)
O1 C7 . 1.550(18)
C1 C6 . 1.363(9)
C1 C2 . 1.437(16)
C2 C3 . 1.341(9)
C6 C5 . 1.333(9)
C6 H6 . 0.9300
C4 C3 . 1.368(9)
C4 C5 . 1.40(2)
C4 H4 . 0.9300
C7 H7A . 0.9600
C7 H7B . 0.9600
C7 H7C . 0.9600
C3 H3 . 0.9300
C5 H5 . 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1B Br2 3_666 0.89 2.82 3.557(9) 140.9
N1 H1C OW 4_665 0.89 2.63 3.151(15) 118.5
OW H1W Br2 3_666 0.88(9) 2.64(9) 3.457(9) 154(11)
OW H2W Br1 2_546 0.88(9) 2.42(9) 3.296(8) 171(16)
C7 H7A Br1 2_546 0.96 2.71 3.459(15) 135.1
N1 H1A Br1 4_665 0.89 2.75 3.154(9) 108.8
C5 H5 Br2 3_665 0.93 2.52 3.289(12) 140.3
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
C7 O1 C2 C3 0(2)
C7 O1 C2 C1 177.8(14)
N1 C1 C2 O1 2(2)
C6 C1 C2 O1 -178.2(15)
N1 C1 C2 C3 179.6(12)
C6 C1 C2 C3 -1(2)
N1 C1 C6 C5 -176.6(13)
C2 C1 C6 C5 4(2)
O1 C2 C3 C4 177.3(13)
C1 C2 C3 C4 -0.6(17)
C5 C4 C3 C2 -2(3)
C1 C6 C5 C4 -4.5(19)
C3 C4 C5 C6 5(3)