 
data_datam
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C26 H24 N2 S' 
_chemical_formula_weight          396.53

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 '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'
 'Cl'  'Cl'   0.3639   0.7018
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'S'  'S'   0.3331   0.5567
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0492   0.0322
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/n'
_space_group_name_Hall            '-P 2yn'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
 
_cell_length_a                    5.7751(6)
_cell_length_b                    46.275(3)
_cell_length_c                    7.7780(8)
_cell_angle_alpha                 90
_cell_angle_beta                  90.655(10)
_cell_angle_gamma                 90
_cell_volume                      2078.5(3)
_cell_formula_units_Z             4
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     739
_cell_measurement_theta_min     1.9090
_cell_measurement_theta_max     68.5340
 
_exptl_crystal_description        'Plate'
_exptl_crystal_colour             ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.267          
_exptl_crystal_F_000              840
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.18
_exptl_crystal_size_mid           0.15
_exptl_crystal_size_min           0.10
_exptl_absorpt_coefficient_mu     1.476
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      1.54184
_diffrn_radiation_type            CuK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             3533
_diffrn_reflns_av_unetI/netI      0.0854
_diffrn_reflns_av_R_equivalents   0.0838
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -56
_diffrn_reflns_limit_k_max        56
_diffrn_reflns_limit_l_min        -9
_diffrn_reflns_limit_l_max        9
_diffrn_reflns_theta_min          1.909
_diffrn_reflns_theta_max          69.646
_diffrn_reflns_theta_full         67.684
_diffrn_measured_fraction_theta_max   0.713
_diffrn_measured_fraction_theta_full  0.729
_diffrn_reflns_Laue_measured_fraction_max    0.713
_diffrn_reflns_Laue_measured_fraction_full   0.729
_diffrn_reflns_point_group_measured_fraction_max   0.713
_diffrn_reflns_point_group_measured_fraction_full  0.729
_reflns_number_total              2774
_reflns_number_gt                 1696
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0807P)²+17.7683P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef        0.0007(3)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          3889
_refine_ls_number_parameters      263
_refine_ls_number_restraints      407
_refine_ls_R_factor_all           0.1694
_refine_ls_R_factor_gt            0.1178
_refine_ls_wR_factor_ref          0.3474
_refine_ls_wR_factor_gt           0.3025
_refine_ls_goodness_of_fit_ref    1.119
_refine_ls_restrained_S_all       1.042
_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_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.2337(15) 0.86364(18) 0.3744(12) 0.0364(19) Uani 1 1 d . U . . .
C2 C 0.0209(15) 0.8597(2) 0.2906(13) 0.041(2) Uani 1 1 d . U . . .
H2 H -0.026690 0.840853 0.257552 0.050 Uiso 1 1 calc R U . . .
C3 C -0.1210(15) 0.8831(2) 0.2555(12) 0.041(2) Uani 1 1 d . U . . .
H3 H -0.265237 0.880269 0.197908 0.050 Uiso 1 1 calc R U . . .
C4 C -0.0503(14) 0.91137(19) 0.3058(12) 0.0367(19) Uani 1 1 d . U . . .
C5 C -0.1886(16) 0.9361(2) 0.2667(13) 0.045(2) Uani 1 1 d . U . . .
H5 H -0.333149 0.933782 0.208813 0.054 Uiso 1 1 calc R U . . .
C6 C -0.1150(17) 0.9631(2) 0.3119(13) 0.047(2) Uani 1 1 d . U . . .
H6 H -0.209680 0.979382 0.286664 0.056 Uiso 1 1 calc R U . . .
C7 C 0.0974(17) 0.9670(2) 0.3944(14) 0.045(2) Uani 1 1 d . U . . .
H7 H 0.148304 0.985970 0.422170 0.054 Uiso 1 1 calc R U . . .
C8 C 0.2364(15) 0.94342(18) 0.4370(12) 0.0374(19) Uani 1 1 d . U . . .
H8 H 0.378409 0.946182 0.497617 0.045 Uiso 1 1 calc R U . . .
C9 C 0.1644(14) 0.91546(18) 0.3895(11) 0.0333(18) Uani 1 1 d . U . . .
C10 C 0.3034(14) 0.89054(18) 0.4279(11) 0.0328(18) Uani 1 1 d . U . . .
H10 H 0.444444 0.892672 0.490633 0.039 Uiso 1 1 calc R U . . .
C11 C 0.3870(17) 0.83889(19) 0.4153(12) 0.041(2) Uani 1 1 d . U . . .
H11 H 0.517010 0.842093 0.488810 0.050 Uiso 1 1 calc R U . . .
C12 C 0.517(2) 0.7913(2) 0.4182(13) 0.056(3) Uani 1 1 d . U . . .
H12A H 0.431356 0.776640 0.484974 0.067 Uiso 1 1 calc R U . . .
H12B H 0.633604 0.800257 0.495644 0.067 Uiso 1 1 calc R U . . .
C13 C 0.6384(18) 0.77668(19) 0.2711(12) 0.045(2) Uani 1 1 d . U . . .
H13A H 0.725457 0.791351 0.205428 0.054 Uiso 1 1 calc R U . . .
H13B H 0.521127 0.768072 0.192619 0.054 Uiso 1 1 calc R U . . .
C14 C 0.6359(18) 0.72125(18) 0.4089(12) 0.041(2) Uani 1 1 d . U . . .
H14A H 0.720841 0.707137 0.481640 0.050 Uiso 1 1 calc R U . . .
H14B H 0.513211 0.730036 0.479767 0.050 Uiso 1 1 calc R U . . .
C15 C 0.525(2) 0.7056(2) 0.2591(13) 0.051(2) Uani 1 1 d . U . . .
H15A H 0.444575 0.719669 0.183613 0.061 Uiso 1 1 calc R U . . .
H15B H 0.646467 0.695942 0.190878 0.061 Uiso 1 1 calc R U . . .
C16 C 0.3899(16) 0.65828(19) 0.2680(12) 0.0374(19) Uani 1 1 d . U . . .
H16 H 0.520047 0.654449 0.197967 0.045 Uiso 1 1 calc R U . . .
C17 C 0.2342(14) 0.63391(18) 0.3128(10) 0.0318(16) Uani 1 1 d . U . . .
C18 C 0.2945(14) 0.60636(18) 0.2699(11) 0.0330(17) Uani 1 1 d . U . . .
H18 H 0.433973 0.603159 0.209224 0.040 Uiso 1 1 calc R U . . .
C19 C 0.1542(14) 0.58238(18) 0.3135(10) 0.0300(16) Uani 1 1 d . U . . .
C20 C 0.2140(15) 0.55378(19) 0.2767(11) 0.0379(19) Uani 1 1 d . U . . .
H20 H 0.354381 0.549926 0.218546 0.046 Uiso 1 1 calc R U . . .
C21 C 0.0738(16) 0.53109(19) 0.3230(12) 0.0401(19) Uani 1 1 d . U . . .
H21 H 0.119155 0.511789 0.298953 0.048 Uiso 1 1 calc R U . . .
C22 C -0.1356(16) 0.5366(2) 0.4055(12) 0.0399(19) Uani 1 1 d . U . . .
H22 H -0.233422 0.520951 0.436538 0.048 Uiso 1 1 calc R U . . .
C23 C -0.1997(15) 0.56419(19) 0.4413(11) 0.0357(18) Uani 1 1 d . U . . .
H23 H -0.342210 0.567576 0.497616 0.043 Uiso 1 1 calc R U . . .
C24 C -0.0582(13) 0.58811(17) 0.3964(10) 0.0291(16) Uani 1 1 d . U . . .
C25 C -0.1194(15) 0.61682(19) 0.4360(11) 0.0363(18) Uani 1 1 d . U . . .
H25 H -0.261648 0.620571 0.491971 0.044 Uiso 1 1 calc R U . . .
C26 C 0.0238(14) 0.63952(18) 0.3946(11) 0.0338(17) Uani 1 1 d . U . . .
H26 H -0.019506 0.658802 0.421181 0.041 Uiso 1 1 calc R U . . .
N1 N 0.3534(15) 0.81374(16) 0.3573(11) 0.048(2) Uani 1 1 d . U . . .
N2 N 0.3572(14) 0.68373(16) 0.3187(11) 0.0467(19) Uani 1 1 d . U . . .
S1 S 0.8333(5) 0.74911(5) 0.3416(3) 0.0457(8) Uani 1 1 d . U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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 C10 1.371(12) . ?
C1 C2 1.396(14) . ?
C1 C11 1.480(12) . ?
C2 C3 1.381(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.425(13) . ?
C3 H3 0.9500 . ?
C4 C9 1.407(13) . ?
C4 C5 1.427(12) . ?
C5 C6 1.364(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.389(15) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.407(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.435(11) . ?
C10 H10 0.9500 . ?
C11 N1 1.263(12) . ?
C11 H11 0.9500 . ?
C12 N1 1.477(12) . ?
C12 C13 1.510(13) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 S1 1.784(10) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.510(13) . ?
C14 S1 1.803(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N2 1.478(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 N2 1.257(11) . ?
C16 C17 1.486(12) . ?
C16 H16 0.9500 . ?
C17 C18 1.364(11) . ?
C17 C26 1.402(12) . ?
C18 C19 1.417(11) . ?
C18 H18 0.9500 . ?
C19 C20 1.398(11) . ?
C19 C24 1.417(11) . ?
C20 C21 1.376(12) . ?
C20 H20 0.9500 . ?
C21 C22 1.399(13) . ?
C21 H21 0.9500 . ?
C22 C23 1.361(12) . ?
C22 H22 0.9500 . ?
C23 C24 1.422(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.410(11) . ?
C25 C26 1.378(12) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
 
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
C10 C1 C2 120.9(9) . . ?
C10 C1 C11 117.6(9) . . ?
C2 C1 C11 121.4(8) . . ?
C3 C2 C1 120.5(9) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 119.8(9) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C9 C4 C3 119.9(8) . . ?
C9 C4 C5 118.6(9) . . ?
C3 C4 C5 121.4(9) . . ?
C6 C5 C4 120.5(10) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 120.6(10) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C8 120.8(9) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C9 119.4(9) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C4 C9 C8 120.1(8) . . ?
C4 C9 C10 118.4(8) . . ?
C8 C9 C10 121.5(9) . . ?
C1 C10 C9 120.3(9) . . ?
C1 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
N1 C11 C1 123.2(10) . . ?
N1 C11 H11 118.4 . . ?
C1 C11 H11 118.4 . . ?
N1 C12 C13 111.9(8) . . ?
N1 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
N1 C12 H12B 109.2 . . ?
C13 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 S1 112.6(7) . . ?
C12 C13 H13A 109.1 . . ?
S1 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
S1 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C15 C14 S1 112.6(6) . . ?
C15 C14 H14A 109.1 . . ?
S1 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
S1 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
N2 C15 C14 111.1(8) . . ?
N2 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
N2 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
N2 C16 C17 123.0(8) . . ?
N2 C16 H16 118.5 . . ?
C17 C16 H16 118.5 . . ?
C18 C17 C26 120.6(8) . . ?
C18 C17 C16 119.7(7) . . ?
C26 C17 C16 119.7(8) . . ?
C17 C18 C19 121.7(7) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C20 C19 C24 119.2(8) . . ?
C20 C19 C18 123.3(8) . . ?
C24 C19 C18 117.5(7) . . ?
C21 C20 C19 121.4(8) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C22 119.7(8) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 120.2(8) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 121.5(8) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C19 119.8(7) . . ?
C25 C24 C23 122.3(7) . . ?
C19 C24 C23 118.0(8) . . ?
C26 C25 C24 121.0(8) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C17 119.4(8) . . ?
C25 C26 H26 120.3 . . ?
C17 C26 H26 120.3 . . ?
C11 N1 C12 116.0(10) . . ?
C16 N2 C15 116.1(8) . . ?
C13 S1 C14 101.7(5) . . ?
 
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
C10 C1 C2 C3 1.9(14) . . . . ?
C11 C1 C2 C3 179.2(8) . . . . ?
C1 C2 C3 C4 -0.3(14) . . . . ?
C2 C3 C4 C9 0.6(13) . . . . ?
C2 C3 C4 C5 177.9(8) . . . . ?
C9 C4 C5 C6 -0.9(13) . . . . ?
C3 C4 C5 C6 -178.2(9) . . . . ?
C4 C5 C6 C7 0.9(14) . . . . ?
C5 C6 C7 C8 -1.8(14) . . . . ?
C6 C7 C8 C9 2.6(13) . . . . ?
C3 C4 C9 C8 179.0(8) . . . . ?
C5 C4 C9 C8 1.7(12) . . . . ?
C3 C4 C9 C10 -2.4(12) . . . . ?
C5 C4 C9 C10 -179.7(8) . . . . ?
C7 C8 C9 C4 -2.5(13) . . . . ?
C7 C8 C9 C10 178.9(8) . . . . ?
C2 C1 C10 C9 -3.7(13) . . . . ?
C11 C1 C10 C9 178.9(7) . . . . ?
C4 C9 C10 C1 3.9(12) . . . . ?
C8 C9 C10 C1 -177.5(8) . . . . ?
C10 C1 C11 N1 -172.2(9) . . . . ?
C2 C1 C11 N1 10.4(14) . . . . ?
N1 C12 C13 S1 -179.1(7) . . . . ?
S1 C14 C15 N2 -177.6(7) . . . . ?
N2 C16 C17 C18 -172.6(9) . . . . ?
N2 C16 C17 C26 9.2(13) . . . . ?
C26 C17 C18 C19 -3.3(12) . . . . ?
C16 C17 C18 C19 178.5(8) . . . . ?
C17 C18 C19 C20 -177.8(8) . . . . ?
C17 C18 C19 C24 3.1(12) . . . . ?
C24 C19 C20 C21 -1.6(12) . . . . ?
C18 C19 C20 C21 179.3(8) . . . . ?
C19 C20 C21 C22 1.3(13) . . . . ?
C20 C21 C22 C23 -0.6(13) . . . . ?
C21 C22 C23 C24 0.2(13) . . . . ?
C20 C19 C24 C25 179.3(8) . . . . ?
C18 C19 C24 C25 -1.5(11) . . . . ?
C20 C19 C24 C23 1.1(11) . . . . ?
C18 C19 C24 C23 -179.7(8) . . . . ?
C22 C23 C24 C25 -178.6(8) . . . . ?
C22 C23 C24 C19 -0.4(12) . . . . ?
C19 C24 C25 C26 0.3(12) . . . . ?
C23 C24 C25 C26 178.4(8) . . . . ?
C24 C25 C26 C17 -0.4(13) . . . . ?
C18 C17 C26 C25 1.9(12) . . . . ?
C16 C17 C26 C25 -179.9(8) . . . . ?
C1 C11 N1 C12 -177.1(8) . . . . ?
C13 C12 N1 C11 -122.6(10) . . . . ?
C17 C16 N2 C15 -178.5(8) . . . . ?
C14 C15 N2 C16 -124.1(10) . . . . ?
C12 C13 S1 C14 72.1(9) . . . . ?
C15 C14 S1 C13 75.2(8) . . . . ?
 
_refine_diff_density_max    0.481
_refine_diff_density_min   -0.643
_refine_diff_density_rms    0.100



# start Validation Reply Form
_vrf_PLAT029_datam
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PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.729 Why?  
RESPONSE: Poorly diffracting crystal. Used only to authenticate atom-connectivity.
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# end Validation Reply Form

