 
data_krn3_m
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C14 H12 N2 S'
_chemical_formula_weight          240.32
 
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'
 
_symmetry_cell_setting            ?
_symmetry_space_group_name_H-M    Pbca
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 '-x-1/2, y-1/2, z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    8.544(2)
_cell_length_b                    9.700(3)
_cell_length_c                    29.684(8)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      2460.0(11)
_cell_formula_units_Z             8
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_size_max           0.40
_exptl_crystal_size_mid           0.35
_exptl_crystal_size_min           0.30
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.298
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1008
_exptl_absorpt_coefficient_mu     0.241
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   ?
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             17827
_diffrn_reflns_av_R_equivalents   0.1166
_diffrn_reflns_av_sigmaI/netI     0.0755
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -12
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -36
_diffrn_reflns_limit_l_max        37
_diffrn_reflns_theta_min          1.37
_diffrn_reflns_theta_max          26.37
_reflns_number_total              2520
_reflns_number_gt                 1382
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0628P)²+2.3252P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          2520
_refine_ls_number_parameters      155
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1496
_refine_ls_R_factor_gt            0.0736
_refine_ls_wR_factor_ref          0.1676
_refine_ls_wR_factor_gt           0.1351
_refine_ls_goodness_of_fit_ref    0.962
_refine_ls_restrained_S_all       0.962
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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
C1 C 0.9128(4) 0.3893(3) 0.31850(12) 0.0352(8) Uani 1 1 d . . .
C2 C 0.7319(4) 0.2803(3) 0.35750(11) 0.0359(8) Uani 1 1 d . . .
C3 C 0.5867(4) 0.2568(3) 0.38254(11) 0.0383(8) Uani 1 1 d . . .
C4 C 0.5752(4) 0.1495(4) 0.41309(12) 0.0463(10) Uani 1 1 d . . .
H4 H 0.6602 0.0909 0.4172 0.056 Uiso 1 1 calc R . .
C5 C 0.4400(4) 0.1277(4) 0.43758(13) 0.0520(11) Uani 1 1 d . . .
H5 H 0.4347 0.0547 0.4578 0.062 Uiso 1 1 calc R . .
C6 C 0.3122(4) 0.2140(4) 0.43218(13) 0.0526(10) Uani 1 1 d . . .
C7 C 0.1856(6) 0.0883(5) 0.50754(17) 0.0862(16) Uani 1 1 d . . .
H7A H 0.2066 -0.0029 0.4964 0.129 Uiso 1 1 calc R . .
H7B H 0.1005 0.0848 0.5286 0.129 Uiso 1 1 calc R . .
H7C H 0.2772 0.1238 0.5222 0.129 Uiso 1 1 calc R . .
C8 C 0.3225(4) 0.3213(4) 0.40112(14) 0.0591(12) Uani 1 1 d . . .
H8 H 0.2370 0.3789 0.3966 0.071 Uiso 1 1 calc R . .
C9 C 0.4574(4) 0.3427(4) 0.37713(14) 0.0548(11) Uani 1 1 d . . .
H9 H 0.4627 0.4158 0.3569 0.066 Uiso 1 1 calc R . .
C10 C 0.9517(4) 0.2504(4) 0.32305(12) 0.0384(8) Uani 1 1 d . . .
C11 C 1.0054(4) 0.4812(4) 0.29477(12) 0.0470(10) Uani 1 1 d . . .
H11 H 0.9804 0.5743 0.2928 0.056 Uiso 1 1 calc R . .
C12 C 1.1365(4) 0.4275(4) 0.27413(13) 0.0514(10) Uani 1 1 d . . .
H12 H 1.1995 0.4851 0.2568 0.062 Uiso 1 1 calc R . .
C13 C 1.1765(4) 0.2893(4) 0.27858(13) 0.0554(11) Uani 1 1 d . . .
H13 H 1.2671 0.2572 0.2648 0.066 Uiso 1 1 calc R . .
C14 C 1.0862(4) 0.1991(4) 0.30279(13) 0.0528(10) Uani 1 1 d . . .
H14 H 1.1140 0.1068 0.3056 0.063 Uiso 1 1 calc R . .
N1 N 0.7735(3) 0.4053(3) 0.34091(9) 0.0383(7) Uani 1 1 d . . .
H1 H 0.7219 0.4809 0.3439 0.046 Uiso 1 1 calc R . .
N2 N 0.8351(3) 0.1830(3) 0.34759(10) 0.0413(7) Uani 1 1 d . . .
S1 S 0.13467(14) 0.19717(14) 0.46197(5) 0.0819(5) Uani 1 1 d . . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.373(4) . ?
C1 C11 1.384(5) . ?
C1 C10 1.394(5) . ?
C2 N2 1.325(4) . ?
C2 N1 1.356(4) . ?
C2 C3 1.463(5) . ?
C3 C4 1.384(5) . ?
C3 C9 1.394(5) . ?
C4 C5 1.382(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(5) . ?
C5 H5 0.9300 . ?
C6 C8 1.393(5) . ?
C6 S1 1.764(4) . ?
C7 S1 1.771(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.370(5) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C14 1.390(5) . ?
C10 N2 1.397(4) . ?
C11 C12 1.379(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
N1 H1 0.8600 . ?
 
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
 _geom_angle_publ_flag
N1 C1 C11 132.0(3) . . ?
N1 C1 C10 105.6(3) . . ?
C11 C1 C10 122.4(3) . . ?
N2 C2 N1 112.4(3) . . ?
N2 C2 C3 124.5(3) . . ?
N1 C2 C3 123.1(3) . . ?
C4 C3 C9 118.0(3) . . ?
C4 C3 C2 120.7(3) . . ?
C9 C3 C2 121.3(3) . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 120.4(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C8 118.6(3) . . ?
C5 C6 S1 124.3(3) . . ?
C8 C6 S1 117.1(3) . . ?
S1 C7 H7A 109.5 . . ?
S1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
S1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C6 120.7(4) . . ?
C9 C8 H8 119.7 . . ?
C6 C8 H8 119.7 . . ?
C8 C9 C3 121.1(4) . . ?
C8 C9 H9 119.5 . . ?
C3 C9 H9 119.5 . . ?
C14 C10 C1 120.1(3) . . ?
C14 C10 N2 130.4(3) . . ?
C1 C10 N2 109.5(3) . . ?
C12 C11 C1 116.6(3) . . ?
C12 C11 H11 121.7 . . ?
C1 C11 H11 121.7 . . ?
C11 C12 C13 121.5(3) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 121.8(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C10 117.6(3) . . ?
C13 C14 H14 121.2 . . ?
C10 C14 H14 121.2 . . ?
C2 N1 C1 107.6(3) . . ?
C2 N1 H1 126.2 . . ?
C1 N1 H1 126.2 . . ?
C2 N2 C10 104.9(3) . . ?
C6 S1 C7 103.1(2) . . ?
 
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
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
N2 C2 C3 C4 27.0(5) . . . . ?
N1 C2 C3 C4 -154.5(3) . . . . ?
N2 C2 C3 C9 -154.2(4) . . . . ?
N1 C2 C3 C9 24.2(5) . . . . ?
C9 C3 C4 C5 0.0(5) . . . . ?
C2 C3 C4 C5 178.8(3) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C4 C5 C6 C8 1.0(6) . . . . ?
C4 C5 C6 S1 -179.3(3) . . . . ?
C5 C6 C8 C9 -1.4(6) . . . . ?
S1 C6 C8 C9 178.9(3) . . . . ?
C6 C8 C9 C3 1.1(6) . . . . ?
C4 C3 C9 C8 -0.4(6) . . . . ?
C2 C3 C9 C8 -179.1(4) . . . . ?
N1 C1 C10 C14 178.2(3) . . . . ?
C11 C1 C10 C14 -1.0(5) . . . . ?
N1 C1 C10 N2 0.8(4) . . . . ?
C11 C1 C10 N2 -178.5(3) . . . . ?
N1 C1 C11 C12 -176.6(3) . . . . ?
C10 C1 C11 C12 2.4(5) . . . . ?
C1 C11 C12 C13 -2.6(5) . . . . ?
C11 C12 C13 C14 1.5(6) . . . . ?
C12 C13 C14 C10 0.0(6) . . . . ?
C1 C10 C14 C13 -0.2(6) . . . . ?
N2 C10 C14 C13 176.7(4) . . . . ?
N2 C2 N1 C1 0.2(4) . . . . ?
C3 C2 N1 C1 -178.4(3) . . . . ?
C11 C1 N1 C2 178.6(4) . . . . ?
C10 C1 N1 C2 -0.6(4) . . . . ?
N1 C2 N2 C10 0.3(4) . . . . ?
C3 C2 N2 C10 178.9(3) . . . . ?
C14 C10 N2 C2 -177.7(4) . . . . ?
C1 C10 N2 C2 -0.6(4) . . . . ?
C5 C6 S1 C7 16.6(4) . . . . ?
C8 C6 S1 C7 -163.8(3) . . . . ?
 
_diffrn_measured_fraction_theta_max    1.000
_diffrn_reflns_theta_full              26.37
_diffrn_measured_fraction_theta_full   1.000
_refine_diff_density_max    0.188
_refine_diff_density_min   -0.156
_refine_diff_density_rms    0.046
