#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519247.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_1519247
loop_
_publ_author_name
'Threlfall, Terry L.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Mayer, Thomas A.'
_publ_section_title
;
 4-Amino-N-(1H-pyridin-2-ylidene)-benzenesulfonamide and tetrahydro-furan
 solvate
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              183
_journal_year                    2000
_chemical_formula_sum            'C15 H19 N3 O3 S'
_chemical_formula_weight         321.39
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 107.27(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.970(2)
_cell_length_b                   12.766(3)
_cell_length_c                   11.500(2)
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.19
_cell_volume                     1537.9(6)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10925
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.903
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.375
_exptl_crystal_size_min          0.125
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         3423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0608P)²+0.4757P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1050
_refine_ls_wR_factor_ref         0.1142
_reflns_number_gt                2759
_reflns_number_total             3423
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-183.cif
_cod_data_source_block           00tam016
_cod_depositor_comments
;
Citation :
Threlfall, Terry L and Coles, Simon J. and Hursthouse, Michael B. and 
Mayer, Thomas A. (2000) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/183)

More at:
http://ecrystals.chem.soton.ac.uk/183/
;
_cod_original_cell_volume        1537.8(5)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1519247
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C34 C 0.2351(2) 0.16374(18) 0.2622(2) 0.0442(5) Uani 1 1 d . . .
C31 C 0.1932(2) 0.19996(18) 0.4381(2) 0.0459(5) Uani 1 1 d . . .
C32 C 0.2808(3) 0.28768(18) 0.4229(2) 0.0516(6) Uani 1 1 d . . .
C33 C 0.3210(3) 0.2545(2) 0.3121(2) 0.0557(6) Uani 1 1 d . . .
H16 H 0.4635(18) 0.1127(15) 0.5269(18) 0.028(5) Uiso 1 1 d . . .
H21 H 0.8571(19) 0.1930(15) 0.7036(18) 0.029(5) Uiso 1 1 d . . .
H18 H 1.150(2) -0.0782(17) 0.7882(19) 0.039(5) Uiso 1 1 d . . .
H15 H 0.6342(19) 0.2005(16) 0.6643(18) 0.030(5) Uiso 1 1 d . . .
H12 H 0.434(2) -0.0748(17) 0.8042(19) 0.039(5) Uiso 1 1 d . . .
H17 H 1.047(2) -0.0278(18) 0.920(2) 0.044(6) Uiso 1 1 d . . .
H20 H 0.960(2) 0.1516(17) 0.5585(19) 0.034(5) Uiso 1 1 d . . .
H13 H 0.605(2) 0.0154(16) 0.9380(19) 0.036(5) Uiso 1 1 d . . .
H11 H 0.301(2) -0.0957(19) 0.600(2) 0.043(6) Uiso 1 1 d . . .
H34B H 0.154(2) 0.1854(17) 0.207(2) 0.047(6) Uiso 1 1 d . . .
H10 H 0.306(2) -0.0176(18) 0.494(2) 0.043(6) Uiso 1 1 d . . .
H31A H 0.217(3) 0.173(2) 0.520(3) 0.061(8) Uiso 1 1 d . . .
H19 H 1.110(2) 0.0138(18) 0.600(2) 0.047(6) Uiso 1 1 d . . .
H31B H 0.105(2) 0.2209(19) 0.406(2) 0.051(7) Uiso 1 1 d . . .
H32A H 0.354(3) 0.295(2) 0.494(3) 0.063(8) Uiso 1 1 d . . .
H32B H 0.235(3) 0.351(2) 0.411(2) 0.062(7) Uiso 1 1 d . . .
H34A H 0.274(3) 0.112(2) 0.227(2) 0.065(8) Uiso 1 1 d . . .
H33A H 0.415(4) 0.232(3) 0.338(3) 0.093(10) Uiso 1 1 d . . .
H33B H 0.312(3) 0.307(3) 0.257(3) 0.094(11) Uiso 1 1 d . . .
S11 S 0.77361(4) 0.17191(3) 0.91245(4) 0.02365(15) Uani 1 1 d . . .
O11 O 0.75923(12) 0.17307(9) 1.03287(11) 0.0306(3) Uani 1 1 d . . .
N12 N 0.89083(13) 0.09406(11) 0.92135(12) 0.0238(3) Uani 1 1 d . . .
O12 O 0.79085(11) 0.27264(9) 0.86156(11) 0.0287(3) Uani 1 1 d . . .
N13 N 1.02768(13) 0.00330(11) 0.84384(13) 0.0238(3) Uani 1 1 d . . .
C17 C 0.93947(14) 0.08131(12) 0.82707(14) 0.0216(3) Uani 1 1 d . . .
C14 C 0.63691(15) 0.11446(12) 0.81363(15) 0.0237(3) Uani 1 1 d . . .
C21 C 0.91354(16) 0.13747(13) 0.71611(15) 0.0247(4) Uani 1 1 d . . .
O31 O 0.21304(13) 0.11575(10) 0.36529(13) 0.0405(3) Uani 1 1 d . . .
C18 C 1.08824(17) -0.02281(14) 0.76113(16) 0.0286(4) Uani 1 1 d . . .
N11 N 0.32880(15) -0.03937(13) 0.57384(16) 0.0329(4) Uani 1 1 d . . .
C13 C 0.57563(17) 0.03298(13) 0.85548(16) 0.0289(4) Uani 1 1 d . . .
C11 C 0.43010(15) 0.00998(13) 0.65356(16) 0.0258(4) Uani 1 1 d . . .
C12 C 0.47369(17) -0.01815(14) 0.77711(17) 0.0299(4) Uani 1 1 d . . .
C15 C 0.59309(15) 0.14449(13) 0.69214(15) 0.0243(3) Uani 1 1 d . . .
C16 C 0.49107(16) 0.09290(13) 0.61298(16) 0.0258(4) Uani 1 1 d . . .
C19 C 1.06372(17) 0.03010(15) 0.65456(16) 0.0314(4) Uani 1 1 d . . .
C20 C 0.97489(16) 0.11184(14) 0.63281(16) 0.0291(4) Uani 1 1 d . . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O31 C34 C33 105.00(19) . .
O31 C31 C32 106.17(17) . .
C31 C32 C33 103.88(19) . .
C34 C33 C32 103.29(19) . .
O11 S11 O12 116.38(7) . .
O11 S11 N12 105.05(7) . .
O12 S11 N12 112.18(7) . .
O11 S11 C14 108.13(8) . .
O12 S11 C14 107.40(8) . .
N12 S11 C14 107.32(7) . .
C17 N12 S11 121.52(11) . .
C18 N13 C17 123.84(15) . .
N12 C17 N13 114.03(14) . .
N12 C17 C21 129.75(15) . .
N13 C17 C21 116.22(15) . .
C15 C14 C13 119.52(16) . .
C15 C14 S11 120.72(13) . .
C13 C14 S11 119.64(13) . .
C20 C21 C17 120.14(16) . .
C34 O31 C31 105.07(16) . .
N13 C18 C19 120.40(16) . .
C12 C13 C14 120.52(16) . .
N11 C11 C16 119.83(16) . .
N11 C11 C12 121.71(16) . .
C16 C11 C12 118.44(15) . .
C13 C12 C11 120.53(16) . .
C16 C15 C14 120.10(16) . .
C15 C16 C11 120.86(16) . .
C18 C19 C20 118.32(17) . .
C21 C20 C19 121.08(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C34 O31 1.417(3) .
C34 C33 1.495(3) .
C31 O31 1.418(3) .
C31 C32 1.518(3) .
C32 C33 1.528(4) .
S11 O11 1.4397(13) .
S11 O12 1.4482(12) .
S11 N12 1.6042(14) .
S11 C14 1.7511(18) .
N12 C17 1.353(2) .
N13 C18 1.354(2) .
N13 C17 1.362(2) .
C17 C21 1.417(2) .
C14 C15 1.390(2) .
C14 C13 1.399(2) .
C21 C20 1.364(2) .
C18 C19 1.354(3) .
N11 C11 1.367(2) .
C13 C12 1.375(3) .
C11 C16 1.404(2) .
C11 C12 1.405(2) .
C15 C16 1.382(2) .
C19 C20 1.399(3) .
