#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/11/22/4112229.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_4112229
loop_
_publ_author_name
'D. Leusser'
'J. Henn'
'N. Kocher'
'B. Engels'
'D. Stalke'
_publ_contact_author             'Prof. Dr. Dietmar Stalke'
_publ_contact_author_email       dstalke@chemie.uni-wuerzburg.de
_publ_section_title
;
 SN versus S+N-: An Experimental and Theoretical Charge Density Study
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1781
_journal_page_last               1793
_journal_paper_doi               10.1021/ja038941+
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C8 H19 N2 S'
_chemical_formula_weight         175.31
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                72.5050(10)
_cell_angle_beta                 88.3380(10)
_cell_angle_gamma                84.6610(10)
_cell_formula_units_Z            2
_cell_length_a                   5.9699(3)
_cell_length_b                   9.2877(4)
_cell_length_c                   9.9338(4)
_cell_measurement_reflns_used    8646
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.5
_cell_measurement_theta_min      2.3
_cell_volume                     523.04(4)
_computing_cell_refinement       'SAINT-NT V5/6.0'
_computing_data_collection       'SMART-NT V5.6'
_computing_data_reduction        'SAINT-NT V5/6.0'
_computing_molecular_graphics    'SHELXTL-NT V5.1'
_computing_publication_material  'SHELXTL-NT V5.1'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker Smart Apex with D8-Goniometer'
_diffrn_measurement_method       'omega scan'
_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
'0.0546 (low angle batch), 0.0666 (high angle batch)'
_diffrn_reflns_av_sigmaI/netI
'0.0135 (low angle batch), 0.0760 (high angle batch)'
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number
'12299 (low angle batch), 25532 (high angle batch)'
_diffrn_reflns_theta_full        52.41
_diffrn_reflns_theta_max         52.41
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'MULABS implemented in PLATON'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.113
_exptl_crystal_description       blocks
_exptl_crystal_F_000             194
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         1.028
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.885
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         11808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.885
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0490P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0775
_refine_ls_wR_factor_ref         0.0820
_reflns_number_gt                8183
_reflns_number_total             11808
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0389412Bsi20031008_100602.cif
_cod_data_source_block           diimid
_cod_database_code               4112229
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 0.715985(17) 0.503895(11) 0.618879(10) 0.01672(3) Uani 1 1 d
N1 N 0.60238(5) 0.52422(3) 0.75439(3) 0.01597(5) Uani 1 1 d
N2 N 0.83880(6) 0.34924(4) 0.62851(3) 0.01854(5) Uani 1 1 d
C1 C 0.47917(6) 0.67352(4) 0.74662(4) 0.01535(5) Uani 1 1 d
C2 C 0.86979(6) 0.21474(4) 0.75400(4) 0.01633(5) Uani 1 1 d
C11 C 0.51656(9) 0.80082(5) 0.61105(4) 0.02350(7) Uani 1 1 d
H11 H 0.4637(15) 0.7799(11) 0.5243(10) 0.035 Uiso 1 1 d
H12 H 0.4442(15) 0.8947(11) 0.6158(10) 0.035 Uiso 1 1 d
H13 H 0.6705(16) 0.8194(11) 0.5968(10) 0.035 Uiso 1 1 d
C12 C 0.22957(7) 0.64762(5) 0.76201(6) 0.02402(7) Uani 1 1 d
H14 H 0.1768(16) 0.6178(11) 0.6836(10) 0.036 Uiso 1 1 d
H15 H 0.2053(15) 0.5671(10) 0.8496(10) 0.036 Uiso 1 1 d
H16 H 0.1443(16) 0.7378(11) 0.7677(10) 0.036 Uiso 1 1 d
C13 C 0.55936(8) 0.71647(5) 0.87290(4) 0.02164(7) Uani 1 1 d
H17 H 0.5305(15) 0.6418(10) 0.9568(10) 0.032 Uiso 1 1 d
H18 H 0.7180(15) 0.7279(10) 0.8701(10) 0.032 Uiso 1 1 d
H19 H 0.4834(16) 0.8094(10) 0.8776(10) 0.032 Uiso 1 1 d
C21 C 1.01145(9) 0.09519(5) 0.70331(6) 0.02567(8) Uani 1 1 d
H21 H 0.9385(16) 0.0717(11) 0.6249(10) 0.039 Uiso 1 1 d
H22 H 1.0404(16) -0.0006(11) 0.7834(10) 0.039 Uiso 1 1 d
H23 H 1.1622(16) 0.1341(11) 0.6617(10) 0.039 Uiso 1 1 d
C22 C 0.64298(7) 0.15702(5) 0.80907(5) 0.02121(6) Uani 1 1 d
H24 H 0.6674(15) 0.0650(10) 0.8862(9) 0.032 Uiso 1 1 d
H25 H 0.5666(16) 0.1286(10) 0.7358(9) 0.032 Uiso 1 1 d
H26 H 0.5523(15) 0.2328(11) 0.8430(10) 0.032 Uiso 1 1 d
C23 C 0.99610(8) 0.25225(5) 0.86943(5) 0.02231(7) Uani 1 1 d
H27 H 1.0282(15) 0.1629(10) 0.9445(10) 0.033 Uiso 1 1 d
H28 H 1.1331(15) 0.2942(10) 0.8362(10) 0.033 Uiso 1 1 d
H29 H 0.9120(15) 0.3208(10) 0.9088(10) 0.033 Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.01929(4) 0.01593(4) 0.01469(4) -0.00504(2) 0.00199(2) 0.00068(3)
N1 0.01864(11) 0.01362(10) 0.01545(9) -0.00490(7) 0.00150(8) 0.00089(8)
N2 0.02015(12) 0.01799(12) 0.01804(11) -0.00745(9) 0.00316(9) 0.00130(9)
C1 0.01848(12) 0.01186(10) 0.01574(10) -0.00454(8) 0.00117(9) -0.00056(9)
C2 0.01506(11) 0.01549(11) 0.01963(12) -0.00765(9) 0.00072(9) 0.00046(9)
C11 0.0343(2) 0.01534(13) 0.01806(13) -0.00178(10) 0.00256(13) 0.00023(13)
C12 0.01764(14) 0.01990(15) 0.0361(2) -0.01134(14) 0.00187(13) -0.00014(11)
C13 0.02983(18) 0.01819(13) 0.01913(13) -0.00866(11) -0.00001(12) -0.00313(12)
C21 0.02562(17) 0.02123(16) 0.03210(19) -0.01322(14) 0.00341(14) 0.00464(13)
C22 0.01926(14) 0.02094(15) 0.02506(15) -0.00876(12) 0.00326(11) -0.00476(11)
C23 0.02061(15) 0.02133(15) 0.02631(16) -0.00957(12) -0.00681(12) 0.00173(12)
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'
S S 0.1246 0.1234 '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
N2 S1 N1 117.382(18)
C1 N1 S1 118.17(2)
C2 N2 S1 128.06(2)
N1 C1 C12 106.45(3)
N1 C1 C13 105.93(3)
C12 C1 C13 110.26(3)
N1 C1 C11 115.12(3)
C12 C1 C11 109.54(4)
C13 C1 C11 109.42(3)
N2 C2 C22 110.67(3)
N2 C2 C21 105.38(3)
C22 C2 C21 109.91(3)
N2 C2 C23 110.32(3)
C22 C2 C23 110.58(3)
C21 C2 C23 109.86(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 N2 1.5282(3)
S1 N1 1.5439(3)
N1 C1 1.4896(4)
N2 C2 1.4774(5)
C1 C12 1.5274(6)
C1 C13 1.5275(5)
C1 C11 1.5284(5)
C2 C22 1.5283(6)
C2 C21 1.5293(5)
C2 C23 1.5310(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 121084
