 
data_mo_20180076-134-4_0m_sq_s
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C26 H24 Cl N O3 S' 
_chemical_formula_weight          465.97

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'
 'Cl'  'Cl'   0.1484   0.1585
 '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'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_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, -y, -z'
 
_cell_length_a                    8.2865(19)
_cell_length_b                    10.144(3)
_cell_length_c                    15.586(4)
_cell_angle_alpha                 77.546(6)
_cell_angle_beta                  84.113(6)
_cell_angle_gamma                 77.165(6)
_cell_volume                      1245.2(5)
_cell_formula_units_Z             2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used      1412
_cell_measurement_theta_min        2.53
_cell_measurement_theta_max       21.19
 
_exptl_crystal_description        block	
_exptl_crystal_colour             colourless
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.243          
_exptl_crystal_F_000              488
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.280
_exptl_crystal_size_mid           0.150
_exptl_crystal_size_min           0.120
_exptl_absorpt_coefficient_mu     0.264
_shelx_estimated_absorpt_T_min    0.930
_shelx_estimated_absorpt_T_max    0.969
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6637
_exptl_absorpt_correction_T_max   0.7456
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       173(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             11267
_diffrn_reflns_av_unetI/netI      0.0831
_diffrn_reflns_av_R_equivalents   0.0473
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -13
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -20
_diffrn_reflns_limit_l_max        18
_diffrn_reflns_theta_min          2.101
_diffrn_reflns_theta_max          27.399
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.980
_diffrn_measured_fraction_theta_full  0.992
_diffrn_reflns_Laue_measured_fraction_max    0.980
_diffrn_reflns_Laue_measured_fraction_full   0.992
_diffrn_reflns_point_group_measured_fraction_max   0.980
_diffrn_reflns_point_group_measured_fraction_full  0.992
_reflns_number_total              5548
_reflns_number_gt                 3419
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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     ?
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0700P)²] 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      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          5548
_refine_ls_number_parameters      290
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0953
_refine_ls_R_factor_gt            0.0556
_refine_ls_wR_factor_ref          0.1567
_refine_ls_wR_factor_gt           0.1340
_refine_ls_goodness_of_fit_ref    0.982
_refine_ls_restrained_S_all       0.982
_refine_ls_shift/su_max           0.001
_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
S1 S 0.36545(8) 0.37602(6) 0.43470(4) 0.03090(19) Uani 1 1 d . . . . .
Cl1 Cl 0.51289(14) 0.27057(11) 1.06905(6) 0.0800(3) Uani 1 1 d . . . . .
O2 O 0.4955(2) 0.41280(19) 0.37254(12) 0.0410(5) Uani 1 1 d . . . . .
O1 O 0.2868(2) 0.46821(17) 0.49104(13) 0.0396(5) Uani 1 1 d . . . . .
O3 O 0.3247(2) 0.17432(18) 0.55537(12) 0.0358(4) Uani 1 1 d . . . . .
N1 N 0.4507(2) 0.2178(2) 0.48996(14) 0.0302(5) Uani 1 1 d . . . . .
C5 C 0.2122(3) 0.3388(2) 0.37923(17) 0.0300(6) Uani 1 1 d . . . . .
C8 C 0.5985(3) 0.2163(2) 0.53858(16) 0.0293(6) Uani 1 1 d . . . . .
H8 H 0.6467 0.2993 0.5130 0.035 Uiso 1 1 calc R U . . .
C13 C 0.5286(3) 0.2215(2) 0.63234(16) 0.0267(5) Uani 1 1 d . . . . .
H13 H 0.4768 0.3192 0.6358 0.032 Uiso 1 1 calc R U . . .
C21 C 0.6116(3) 0.1918(3) 0.79136(17) 0.0321(6) Uani 1 1 d . . . . .
C12 C 0.6567(3) 0.1658(2) 0.70091(17) 0.0302(6) Uani 1 1 d . . . . .
C14 C 0.3911(3) 0.1388(3) 0.64168(17) 0.0324(6) Uani 1 1 d . . . . .
H14 H 0.4420 0.0380 0.6547 0.039 Uiso 1 1 calc R U . . .
C11 C 0.8089(3) 0.1000(3) 0.67957(18) 0.0385(7) Uani 1 1 d . . . . .
H11 H 0.8852 0.0685 0.7247 0.046 Uiso 1 1 calc R U . . .
C15 C 0.2534(3) 0.1686(3) 0.70912(18) 0.0328(6) Uani 1 1 d . . . . .
C4 C 0.0490(3) 0.3612(3) 0.41184(18) 0.0337(6) Uani 1 1 d . . . . .
H4 H 0.0199 0.3904 0.4664 0.040 Uiso 1 1 calc R U . . .
C2 C -0.0303(3) 0.2930(3) 0.2856(2) 0.0425(7) Uani 1 1 d . . . . .
C9 C 0.7264(3) 0.0852(3) 0.53253(18) 0.0372(7) Uani 1 1 d . . . . .
H9A H 0.7696 0.0875 0.4707 0.045 Uiso 1 1 calc R U . . .
H9B H 0.6740 0.0041 0.5518 0.045 Uiso 1 1 calc R U . . .
C3 C -0.0709(3) 0.3405(3) 0.36377(19) 0.0398(7) Uani 1 1 d . . . . .
H3 H -0.1838 0.3591 0.3847 0.048 Uiso 1 1 calc R U . . .
C22 C 0.6533(3) 0.0863(3) 0.86429(19) 0.0410(7) Uani 1 1 d . . . . .
H22 H 0.7036 -0.0039 0.8553 0.049 Uiso 1 1 calc R U . . .
C6 C 0.2564(3) 0.2922(3) 0.30093(19) 0.0408(7) Uani 1 1 d . . . . .
H6 H 0.3689 0.2766 0.2791 0.049 Uiso 1 1 calc R U . . .
C23 C 0.6233(3) 0.1095(3) 0.94907(19) 0.0442(7) Uani 1 1 d . . . . .
H23 H 0.6537 0.0366 0.9978 0.053 Uiso 1 1 calc R U . . .
C26 C 0.5330(4) 0.3206(3) 0.80694(19) 0.0424(7) Uani 1 1 d . . . . .
H26 H 0.4984 0.3932 0.7586 0.051 Uiso 1 1 calc R U . . .
C7 C 0.1348(4) 0.2688(3) 0.2551(2) 0.0486(8) Uani 1 1 d . . . . .
H7 H 0.1647 0.2357 0.2019 0.058 Uiso 1 1 calc R U . . .
C10 C 0.8684(3) 0.0722(3) 0.59041(19) 0.0415(7) Uani 1 1 d . . . . .
H10A H 0.9374 -0.0221 0.5965 0.050 Uiso 1 1 calc R U . . .
H10B H 0.9389 0.1380 0.5615 0.050 Uiso 1 1 calc R U . . .
C16 C 0.2403(3) 0.0722(3) 0.7862(2) 0.0450(7) Uani 1 1 d . . . . .
H16 H 0.3167 -0.0139 0.7949 0.054 Uiso 1 1 calc R U . . .
C24 C 0.5491(4) 0.2394(3) 0.96205(19) 0.0467(7) Uani 1 1 d . . . . .
C17 C 0.1172(4) 0.1003(4) 0.8504(2) 0.0552(9) Uani 1 1 d . . . . .
H17 H 0.1082 0.0336 0.9028 0.066 Uiso 1 1 calc R U . . .
C18 C 0.0073(4) 0.2260(4) 0.8380(2) 0.0586(9) Uani 1 1 d . . . . .
H18 H -0.0763 0.2467 0.8824 0.070 Uiso 1 1 calc R U . . .
C20 C 0.1407(3) 0.2934(3) 0.6979(2) 0.0458(8) Uani 1 1 d . . . . .
H20 H 0.1480 0.3605 0.6455 0.055 Uiso 1 1 calc R U . . .
C19 C 0.0190(4) 0.3209(4) 0.7616(2) 0.0558(9) Uani 1 1 d . . . . .
H19 H -0.0582 0.4065 0.7528 0.067 Uiso 1 1 calc R U . . .
C25 C 0.5038(4) 0.3456(3) 0.8916(2) 0.0533(8) Uani 1 1 d . . . . .
H25 H 0.4530 0.4353 0.9011 0.064 Uiso 1 1 calc R U . . .
C1 C -0.1642(4) 0.2714(5) 0.2348(3) 0.0783(12) Uani 1 1 d . . . . .
H1A H -0.1475 0.1734 0.2326 0.117 Uiso 1 1 calc R U . . .
H1B H -0.1595 0.3258 0.1748 0.117 Uiso 1 1 calc R U . . .
H1C H -0.2728 0.3010 0.2639 0.117 Uiso 1 1 calc R 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
S1 O1 1.4269(18) . ?
S1 O2 1.4310(19) . ?
S1 N1 1.686(2) . ?
S1 C5 1.756(3) . ?
Cl1 C24 1.747(3) . ?
O3 C14 1.448(3) . ?
O3 N1 1.455(3) . ?
N1 C8 1.500(3) . ?
C5 C4 1.382(3) . ?
C5 C6 1.388(4) . ?
C8 C9 1.519(3) . ?
C8 C13 1.523(3) . ?
C8 H8 1.0000 . ?
C13 C12 1.515(3) . ?
C13 C14 1.536(3) . ?
C13 H13 1.0000 . ?
C21 C26 1.384(4) . ?
C21 C22 1.396(3) . ?
C21 C12 1.485(4) . ?
C12 C11 1.335(3) . ?
C14 C15 1.495(4) . ?
C14 H14 1.0000 . ?
C11 C10 1.490(4) . ?
C11 H11 0.9500 . ?
C15 C20 1.385(4) . ?
C15 C16 1.388(4) . ?
C4 C3 1.381(4) . ?
C4 H4 0.9500 . ?
C2 C3 1.388(4) . ?
C2 C7 1.388(4) . ?
C2 C1 1.506(4) . ?
C9 C10 1.521(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C3 H3 0.9500 . ?
C22 C23 1.380(4) . ?
C22 H22 0.9500 . ?
C6 C7 1.381(4) . ?
C6 H6 0.9500 . ?
C23 C24 1.373(4) . ?
C23 H23 0.9500 . ?
C26 C25 1.384(4) . ?
C26 H26 0.9500 . ?
C7 H7 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C16 C17 1.381(4) . ?
C16 H16 0.9500 . ?
C24 C25 1.379(4) . ?
C17 C18 1.380(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.370(4) . ?
C18 H18 0.9500 . ?
C20 C19 1.367(4) . ?
C20 H20 0.9500 . ?
C19 H19 0.9500 . ?
C25 H25 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
 
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
O1 S1 O2 119.22(12) . . ?
O1 S1 N1 113.26(11) . . ?
O2 S1 N1 103.61(11) . . ?
O1 S1 C5 108.55(11) . . ?
O2 S1 C5 109.23(12) . . ?
N1 S1 C5 101.46(11) . . ?
C14 O3 N1 109.17(17) . . ?
O3 N1 C8 107.17(18) . . ?
O3 N1 S1 106.53(14) . . ?
C8 N1 S1 113.33(15) . . ?
C4 C5 C6 120.9(2) . . ?
C4 C5 S1 119.9(2) . . ?
C6 C5 S1 119.1(2) . . ?
N1 C8 C9 108.8(2) . . ?
N1 C8 C13 104.08(18) . . ?
C9 C8 C13 112.7(2) . . ?
N1 C8 H8 110.3 . . ?
C9 C8 H8 110.3 . . ?
C13 C8 H8 110.3 . . ?
C12 C13 C8 113.82(19) . . ?
C12 C13 C14 114.2(2) . . ?
C8 C13 C14 101.9(2) . . ?
C12 C13 H13 108.9 . . ?
C8 C13 H13 108.9 . . ?
C14 C13 H13 108.9 . . ?
C26 C21 C22 117.6(3) . . ?
C26 C21 C12 122.1(2) . . ?
C22 C21 C12 120.3(2) . . ?
C11 C12 C21 120.8(2) . . ?
C11 C12 C13 120.7(2) . . ?
C21 C12 C13 118.4(2) . . ?
O3 C14 C15 109.2(2) . . ?
O3 C14 C13 104.14(19) . . ?
C15 C14 C13 116.2(2) . . ?
O3 C14 H14 109.0 . . ?
C15 C14 H14 109.0 . . ?
C13 C14 H14 109.0 . . ?
C12 C11 C10 125.1(2) . . ?
C12 C11 H11 117.5 . . ?
C10 C11 H11 117.5 . . ?
C20 C15 C16 118.7(3) . . ?
C20 C15 C14 121.3(2) . . ?
C16 C15 C14 119.9(2) . . ?
C3 C4 C5 118.8(3) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C3 C2 C7 118.5(3) . . ?
C3 C2 C1 120.2(3) . . ?
C7 C2 C1 121.3(3) . . ?
C8 C9 C10 110.0(2) . . ?
C8 C9 H9A 109.7 . . ?
C10 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
C10 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
C4 C3 C2 121.5(3) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C23 C22 C21 121.6(3) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C24 C23 C22 119.2(3) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C25 C26 C21 121.2(3) . . ?
C25 C26 H26 119.4 . . ?
C21 C26 H26 119.4 . . ?
C6 C7 C2 121.0(3) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
C11 C10 C9 112.4(2) . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C23 C24 C25 120.7(3) . . ?
C23 C24 Cl1 119.6(2) . . ?
C25 C24 Cl1 119.7(2) . . ?
C18 C17 C16 119.6(3) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C19 C18 C17 119.9(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C20 C15 120.6(3) . . ?
C19 C20 H20 119.7 . . ?
C15 C20 H20 119.7 . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C24 C25 C26 119.6(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
 
_refine_diff_density_max    0.325
_refine_diff_density_min   -0.317
_refine_diff_density_rms    0.057




