# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2020
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_C26H27NO4S
_database_code_depnum_ccdc_archive 'CCDC 1953173'
loop_
_audit_author_name
_audit_author_address
'Jingkai Shi'
;Tianjin University of Technology
China
;
_audit_update_record
;
2019-09-12 deposited with the CCDC. 2020-02-11 downloaded from the CCDC.
;
_audit_creation_date 2019-07-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C19 H20 N O, C7 H7 O3 S'
_chemical_formula_sum 'C26 H27 N O4 S'
_chemical_formula_weight 449.54
_chemical_absolute_configuration ?
_chemical_melting_point ?
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'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 9
_space_group_name_H-M_alt 'C 1 c 1'
_space_group_name_Hall 'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
_cell_length_a 8.22440(10)
_cell_length_b 21.8327(3)
_cell_length_c 13.0554(2)
_cell_angle_alpha 90
_cell_angle_beta 103.570(2)
_cell_angle_gamma 90
_cell_volume 2278.80(6)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 18326
_cell_measurement_temperature 153.00(10)
_cell_measurement_theta_max 78.7740
_cell_measurement_theta_min 5.8230
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.530
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_type none
_exptl_absorpt_process_details ?
_exptl_absorpt_special_details ?
_exptl_crystal_colour ?
_exptl_crystal_density_diffrn 1.310
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 952
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0336
_diffrn_reflns_av_unetI/netI 0.0346
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 27
_diffrn_reflns_limit_k_min -27
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 14772
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full 67.679
_diffrn_reflns_theta_max 78.915
_diffrn_reflns_theta_min 4.049
_diffrn_ambient_temperature 153.00(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type 'multiwire proportional'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_source ?
_reflns_Friedel_coverage 0.995
_reflns_Friedel_fraction_full 1.000
_reflns_Friedel_fraction_max 0.994
_reflns_number_gt 3839
_reflns_number_total 3926
_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.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement ?
_computing_data_collection ?
_computing_data_reduction ?
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max 0.113
_refine_diff_density_min -0.350
_refine_diff_density_rms 0.036
_refine_ls_abs_structure_details
;
Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack 0.05(2)
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.095
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 294
_refine_ls_number_reflns 3926
_refine_ls_number_restraints 2
_refine_ls_R_factor_all 0.0358
_refine_ls_R_factor_gt 0.0351
_refine_ls_restrained_S_all 1.095
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0439P)^2^+0.7398P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0952
_refine_ls_wR_factor_ref 0.0958
_refine_special_details
;
Refined as a 2-component inversion twin.
;
_olex2_refinement_description
;
1. Twinned data refinement
Scales: 0.95(2)
0.05(2)
2. Fixed Uiso
At 1.2 times of:
All C(H) groups
At 1.5 times of:
All C(H,H,H) groups, All O(H) groups
3.a Riding coordinates:
O1(H1)
3.b Aromatic/amide H refined with riding coordinates:
C10(H10), C9(H9), C16(H16), C13(H13), C15(H15), C7(H7), C4(H4), C12(H12),
C6(H6), C5(H5), C25(H25), C21(H21), C24(H24), C22(H22)
3.c Idealised Me refined as rotating group:
C19(H19A,H19B,H19C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C26(H26A,H26B,
H26C)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
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
O1 O -0.2190(4) 0.24687(9) 1.80729(19) 0.0651(6) Uani 1 1 d . . . . .
H1 H -0.272294 0.278553 1.822587 0.098 Uiso 1 1 d R . . . .
N1 N 0.6376(3) 0.27582(10) 1.50669(18) 0.0513(6) Uani 1 1 d . . . . .
C1 C 0.5256(4) 0.31173(12) 1.5346(2) 0.0507(7) Uani 1 1 d . . . . .
C10 C 0.2921(4) 0.32342(13) 1.6196(2) 0.0539(7) Uani 1 1 d . . . . .
H10 H 0.303698 0.365575 1.613942 0.065 Uiso 1 1 calc R . . . .
C9 C 0.4000(4) 0.28815(13) 1.5822(2) 0.0543(7) Uani 1 1 d . . . . .
H9 H 0.391668 0.245864 1.587895 0.065 Uiso 1 1 calc R . . . .
C16 C 0.1192(5) 0.24042(13) 1.6743(2) 0.0567(8) Uani 1 1 d . . . . .
H16 H 0.177607 0.210573 1.646789 0.068 Uiso 1 1 calc R . . . .
C2 C 0.5532(4) 0.37796(11) 1.5049(2) 0.0519(7) Uani 1 1 d . . . . .
C14 C -0.0963(5) 0.26711(13) 1.7628(2) 0.0540(7) Uani 1 1 d . . . . .
C13 C -0.0568(4) 0.32888(13) 1.7574(2) 0.0529(7) Uani 1 1 d . . . . .
H13 H -0.114139 0.358420 1.786326 0.063 Uiso 1 1 calc R . . . .
C3 C 0.6975(4) 0.37041(12) 1.4527(2) 0.0520(7) Uani 1 1 d . . . . .
C8 C 0.7459(4) 0.30951(12) 1.4569(2) 0.0510(6) Uani 1 1 d . . . . .
C15 C -0.0062(5) 0.22339(12) 1.7211(2) 0.0568(8) Uani 1 1 d . . . . .
H15 H -0.031745 0.182103 1.725168 0.068 Uiso 1 1 calc R . . . .
C11 C 0.1611(4) 0.30261(13) 1.6673(2) 0.0514(7) Uani 1 1 d . . . . .
C7 C 0.8761(5) 0.28813(14) 1.4163(2) 0.0579(7) Uani 1 1 d . . . . .
H7 H 0.907114 0.247074 1.420774 0.069 Uiso 1 1 calc R . . . .
C4 C 0.7812(5) 0.41276(13) 1.4055(3) 0.0597(8) Uani 1 1 d . . . . .
H4 H 0.750854 0.453877 1.402180 0.072 Uiso 1 1 calc R . . . .
C12 C 0.0682(4) 0.34589(12) 1.7087(2) 0.0513(7) Uani 1 1 d . . . . .
H12 H 0.091431 0.387285 1.703297 0.062 Uiso 1 1 calc R . . . .
C19 C 0.6497(5) 0.20918(13) 1.5215(3) 0.0598(8) Uani 1 1 d . . . . .
H19A H 0.546719 0.190410 1.485134 0.090 Uiso 1 1 calc GR . . . .
H19B H 0.670304 0.199833 1.595287 0.090 Uiso 1 1 calc GR . . . .
H19C H 0.739881 0.193705 1.493775 0.090 Uiso 1 1 calc GR . . . .
C18 C 0.3989(5) 0.40399(13) 1.4277(2) 0.0570(7) Uani 1 1 d . . . . .
H18A H 0.309506 0.408606 1.462986 0.085 Uiso 1 1 calc GR . . . .
H18B H 0.364837 0.376514 1.369231 0.085 Uiso 1 1 calc GR . . . .
H18C H 0.425799 0.443177 1.402683 0.085 Uiso 1 1 calc GR . . . .
C6 C 0.9581(5) 0.33120(16) 1.3684(3) 0.0653(8) Uani 1 1 d . . . . .
H6 H 1.045841 0.318781 1.339435 0.078 Uiso 1 1 calc R . . . .
C17 C 0.6070(5) 0.41998(13) 1.6021(2) 0.0633(9) Uani 1 1 d . . . . .
H17A H 0.515221 0.424979 1.635224 0.095 Uiso 1 1 calc GR . . . .
H17B H 0.639412 0.459241 1.580424 0.095 Uiso 1 1 calc GR . . . .
H17C H 0.699914 0.401824 1.651225 0.095 Uiso 1 1 calc GR . . . .
C5 C 0.9115(5) 0.39263(16) 1.3630(3) 0.0657(8) Uani 1 1 d . . . . .
H5 H 0.968476 0.420575 1.330504 0.079 Uiso 1 1 calc R . . . .
S1 S 0.67462(11) 0.38411(3) 0.94147(7) 0.0592(2) Uani 1 1 d . . . . .
O4 O 0.7256(4) 0.43512(10) 0.88675(19) 0.0715(7) Uani 1 1 d . . . . .
O2 O 0.8018(3) 0.36321(11) 1.0300(2) 0.0695(6) Uani 1 1 d . . . . .
O3 O 0.6038(4) 0.33448(10) 0.8693(2) 0.0764(8) Uani 1 1 d . . . . .
C25 C 0.3501(5) 0.42034(13) 0.9260(2) 0.0604(8) Uani 1 1 d . . . . .
H25 H 0.334567 0.412685 0.854252 0.073 Uiso 1 1 calc R . . . .
C20 C 0.5055(4) 0.41003(11) 0.9930(2) 0.0533(7) Uani 1 1 d . . . . .
C23 C 0.2376(5) 0.45433(12) 1.0722(3) 0.0570(8) Uani 1 1 d . . . . .
C21 C 0.5276(5) 0.42177(12) 1.0995(2) 0.0546(7) Uani 1 1 d . . . . .
H21 H 0.630994 0.415050 1.145391 0.066 Uiso 1 1 calc R . . . .
C24 C 0.2182(5) 0.44186(14) 0.9646(3) 0.0627(8) Uani 1 1 d . . . . .
H24 H 0.114752 0.448172 0.918535 0.075 Uiso 1 1 calc R . . . .
C22 C 0.3940(5) 0.44372(13) 1.1376(2) 0.0589(8) Uani 1 1 d . . . . .
H22 H 0.410241 0.451502 1.209373 0.071 Uiso 1 1 calc R . . . .
C26 C 0.0941(5) 0.47714(17) 1.1142(4) 0.0777(11) Uani 1 1 d . . . . .
H26A H 0.132802 0.486722 1.187649 0.117 Uiso 1 1 calc GR . . . .
H26B H 0.009465 0.446043 1.105492 0.117 Uiso 1 1 calc GR . . . .
H26C H 0.048184 0.513273 1.076338 0.117 Uiso 1 1 calc GR . . . .
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
O1 0.1050(18) 0.0392(10) 0.0609(13) -0.0017(9) 0.0393(13) -0.0051(11)
N1 0.0788(17) 0.0348(10) 0.0423(11) -0.0011(8) 0.0183(12) 0.0138(10)
C1 0.080(2) 0.0358(12) 0.0377(13) -0.0022(10) 0.0169(13) 0.0136(12)
C10 0.087(2) 0.0382(13) 0.0404(13) 0.0027(10) 0.0219(14) 0.0110(13)
C9 0.084(2) 0.0379(12) 0.0437(14) 0.0021(10) 0.0210(14) 0.0127(12)
C16 0.094(2) 0.0381(13) 0.0401(13) 0.0020(10) 0.0200(15) 0.0124(14)
C2 0.083(2) 0.0324(12) 0.0423(13) 0.0009(10) 0.0181(14) 0.0135(13)
C14 0.089(2) 0.0386(13) 0.0372(13) -0.0001(9) 0.0204(14) -0.0016(13)
C13 0.085(2) 0.0367(12) 0.0415(14) -0.0003(10) 0.0233(14) 0.0043(13)
C3 0.075(2) 0.0371(12) 0.0436(14) -0.0014(11) 0.0140(13) 0.0084(13)
C8 0.0752(19) 0.0379(12) 0.0413(13) -0.0029(10) 0.0162(13) 0.0082(12)
C15 0.098(2) 0.0329(12) 0.0419(14) 0.0005(10) 0.0214(15) 0.0033(13)
C11 0.082(2) 0.0395(13) 0.0353(12) 0.0023(9) 0.0184(13) 0.0078(12)
C7 0.079(2) 0.0470(15) 0.0492(15) -0.0047(12) 0.0189(15) 0.0131(14)
C4 0.084(2) 0.0406(13) 0.0551(17) 0.0016(12) 0.0176(15) 0.0042(14)
C12 0.081(2) 0.0349(12) 0.0409(13) -0.0004(10) 0.0204(13) 0.0036(12)
C19 0.087(2) 0.0336(12) 0.0597(18) -0.0016(11) 0.0197(17) 0.0138(13)
C18 0.083(2) 0.0429(14) 0.0474(15) 0.0054(11) 0.0210(15) 0.0157(14)
C6 0.082(2) 0.0603(18) 0.0575(18) -0.0044(14) 0.0244(17) 0.0070(16)
C17 0.102(3) 0.0384(13) 0.0487(16) -0.0056(11) 0.0158(16) 0.0142(15)
C5 0.080(2) 0.0571(17) 0.063(2) 0.0034(15) 0.0236(18) 0.0000(16)
S1 0.0931(5) 0.0329(3) 0.0596(4) -0.0047(3) 0.0340(4) -0.0124(3)
O4 0.115(2) 0.0439(10) 0.0681(14) 0.0020(10) 0.0464(14) -0.0148(12)
O2 0.0858(17) 0.0538(12) 0.0732(15) 0.0064(11) 0.0275(13) -0.0014(11)
O3 0.109(2) 0.0473(12) 0.0842(17) -0.0236(11) 0.0449(16) -0.0172(12)
C25 0.094(3) 0.0402(13) 0.0468(15) -0.0048(11) 0.0170(16) -0.0102(14)
C20 0.089(2) 0.0280(12) 0.0472(14) 0.0004(10) 0.0241(15) -0.0117(12)
C23 0.082(2) 0.0320(12) 0.0600(17) -0.0030(11) 0.0229(16) -0.0114(13)
C21 0.083(2) 0.0387(13) 0.0443(14) 0.0013(10) 0.0187(14) -0.0092(13)
C24 0.082(2) 0.0404(14) 0.063(2) -0.0060(12) 0.0121(17) -0.0088(13)
C22 0.097(3) 0.0397(13) 0.0478(15) 0.0017(11) 0.0327(16) -0.0093(14)
C26 0.094(3) 0.0503(17) 0.095(3) -0.0151(18) 0.035(2) -0.0060(18)
_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
O1 H1 0.8669 . ?
O1 C14 1.351(4) . ?
N1 C1 1.324(4) . ?
N1 C8 1.424(4) . ?
N1 C19 1.468(3) . ?
C1 C9 1.421(4) . ?
C1 C2 1.528(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.350(4) . ?
C10 C11 1.439(4) . ?
C9 H9 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.368(5) . ?
C16 C11 1.409(4) . ?
C2 C3 1.509(5) . ?
C2 C18 1.532(5) . ?
C2 C17 1.545(4) . ?
C14 C13 1.393(4) . ?
C14 C15 1.395(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.380(4) . ?
C3 C8 1.385(4) . ?
C3 C4 1.381(5) . ?
C8 C7 1.383(4) . ?
C15 H15 0.9300 . ?
C11 C12 1.401(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.388(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(5) . ?
C12 H12 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C6 H6 0.9300 . ?
C6 C5 1.392(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C5 H5 0.9300 . ?
S1 O4 1.438(2) . ?
S1 O2 1.439(3) . ?
S1 O3 1.464(2) . ?
S1 C20 1.774(3) . ?
C25 H25 0.9300 . ?
C25 C20 1.387(5) . ?
C25 C24 1.382(5) . ?
C20 C21 1.384(4) . ?
C23 C24 1.402(5) . ?
C23 C22 1.386(5) . ?
C23 C26 1.498(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.393(5) . ?
C24 H24 0.9300 . ?
C22 H22 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
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
C14 O1 H1 107.9 . . ?
C1 N1 C8 111.7(2) . . ?
C1 N1 C19 125.5(3) . . ?
C8 N1 C19 122.8(2) . . ?
N1 C1 C9 122.0(2) . . ?
N1 C1 C2 109.6(3) . . ?
C9 C1 C2 128.4(2) . . ?
C9 C10 H10 116.6 . . ?
C9 C10 C11 126.8(3) . . ?
C11 C10 H10 116.6 . . ?
C1 C9 H9 118.0 . . ?
C10 C9 C1 123.9(3) . . ?
C10 C9 H9 118.0 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C11 120.8(3) . . ?
C11 C16 H16 119.6 . . ?
C1 C2 C18 111.6(3) . . ?
C1 C2 C17 112.6(2) . . ?
C3 C2 C1 101.0(2) . . ?
C3 C2 C18 111.2(2) . . ?
C3 C2 C17 109.4(3) . . ?
C18 C2 C17 110.7(2) . . ?
O1 C14 C13 123.0(3) . . ?
O1 C14 C15 117.6(3) . . ?
C13 C14 C15 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 C14 119.5(3) . . ?
C12 C13 H13 120.3 . . ?
C8 C3 C2 109.6(3) . . ?
C4 C3 C2 130.9(3) . . ?
C4 C3 C8 119.4(3) . . ?
C3 C8 N1 108.0(3) . . ?
C7 C8 N1 128.6(2) . . ?
C7 C8 C3 123.4(3) . . ?
C16 C15 C14 120.9(3) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C16 C11 C10 123.5(3) . . ?
C12 C11 C10 119.1(3) . . ?
C12 C11 C16 117.4(3) . . ?
C8 C7 H7 121.8 . . ?
C8 C7 C6 116.5(3) . . ?
C6 C7 H7 121.8 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.6(3) . . ?
C5 C4 H4 120.7 . . ?
C13 C12 C11 121.9(3) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 C18 H18A 109.5 . . ?
C2 C18 H18B 109.5 . . ?
C2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 C6 H6 119.4 . . ?
C7 C6 C5 121.2(3) . . ?
C5 C6 H6 119.4 . . ?
C2 C17 H17A 109.5 . . ?
C2 C17 H17B 109.5 . . ?
C2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
O4 S1 O2 113.77(18) . . ?
O4 S1 O3 111.82(14) . . ?
O4 S1 C20 106.70(14) . . ?
O2 S1 O3 112.76(17) . . ?
O2 S1 C20 106.45(15) . . ?
O3 S1 C20 104.55(15) . . ?
C20 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C20 120.7(3) . . ?
C25 C20 S1 120.1(2) . . ?
C21 C20 S1 120.7(3) . . ?
C21 C20 C25 119.2(3) . . ?
C24 C23 C26 121.1(3) . . ?
C22 C23 C24 117.1(3) . . ?
C22 C23 C26 121.7(3) . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.6(3) . . ?
C22 C21 H21 120.2 . . ?
C25 C24 C23 121.1(3) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C23 C22 C21 122.2(3) . . ?
C23 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
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
O1 C14 C13 C12 -178.7(3) . . . . ?
O1 C14 C15 C16 179.6(3) . . . . ?
N1 C1 C9 C10 174.4(3) . . . . ?
N1 C1 C2 C3 1.7(3) . . . . ?
N1 C1 C2 C18 120.0(3) . . . . ?
N1 C1 C2 C17 -114.8(3) . . . . ?
N1 C8 C7 C6 177.8(3) . . . . ?
C1 N1 C8 C3 -0.5(3) . . . . ?
C1 N1 C8 C7 -179.2(3) . . . . ?
C1 C2 C3 C8 -2.0(3) . . . . ?
C1 C2 C3 C4 178.2(3) . . . . ?
C10 C11 C12 C13 -178.6(3) . . . . ?
C9 C1 C2 C3 -176.7(3) . . . . ?
C9 C1 C2 C18 -58.4(4) . . . . ?
C9 C1 C2 C17 66.8(4) . . . . ?
C9 C10 C11 C16 -5.0(5) . . . . ?
C9 C10 C11 C12 175.4(3) . . . . ?
C16 C11 C12 C13 1.7(4) . . . . ?
C2 C1 C9 C10 -7.4(5) . . . . ?
C2 C3 C8 N1 1.7(3) . . . . ?
C2 C3 C8 C7 -179.5(3) . . . . ?
C2 C3 C4 C5 -179.9(3) . . . . ?
C14 C13 C12 C11 -2.1(5) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C3 C8 C7 C6 -0.7(5) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
C8 N1 C1 C9 177.7(3) . . . . ?
C8 N1 C1 C2 -0.9(3) . . . . ?
C8 C3 C4 C5 0.3(5) . . . . ?
C8 C7 C6 C5 0.6(5) . . . . ?
C15 C16 C11 C10 179.6(3) . . . . ?
C15 C16 C11 C12 -0.8(5) . . . . ?
C15 C14 C13 C12 1.5(5) . . . . ?
C11 C10 C9 C1 179.1(3) . . . . ?
C11 C16 C15 C14 0.2(5) . . . . ?
C7 C6 C5 C4 0.0(6) . . . . ?
C4 C3 C8 N1 -178.5(3) . . . . ?
C4 C3 C8 C7 0.3(5) . . . . ?
C19 N1 C1 C9 -0.9(5) . . . . ?
C19 N1 C1 C2 -179.4(3) . . . . ?
C19 N1 C8 C3 178.1(3) . . . . ?
C19 N1 C8 C7 -0.7(5) . . . . ?
C18 C2 C3 C8 -120.6(3) . . . . ?
C18 C2 C3 C4 59.6(4) . . . . ?
C17 C2 C3 C8 116.9(3) . . . . ?
C17 C2 C3 C4 -62.9(4) . . . . ?
S1 C20 C21 C22 178.2(2) . . . . ?
O4 S1 C20 C25 72.4(3) . . . . ?
O4 S1 C20 C21 -105.8(2) . . . . ?
O2 S1 C20 C25 -165.7(2) . . . . ?
O2 S1 C20 C21 16.0(2) . . . . ?
O3 S1 C20 C25 -46.2(3) . . . . ?
O3 S1 C20 C21 135.6(2) . . . . ?
C25 C20 C21 C22 0.0(4) . . . . ?
C20 C25 C24 C23 0.5(4) . . . . ?
C20 C21 C22 C23 0.1(4) . . . . ?
C24 C25 C20 S1 -178.5(2) . . . . ?
C24 C25 C20 C21 -0.2(4) . . . . ?
C24 C23 C22 C21 0.2(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C26 C23 C24 C25 -179.5(3) . . . . ?
C26 C23 C22 C21 179.2(3) . . . . ?
_shelx_res_file
;
TITL a P 1 n 1 R = 0.04 New: Cc
a_pl.res created by SHELXL-2016/4 at 14:13:26 on 11-Jul-2019
CELL 1.54178 8.2244 21.8327 13.0554 90 103.57 90
ZERR 4 0.0001 0.0003 0.0002 0 0.002 0
LATT -7
SYMM +X,-Y,0.5+Z
SFAC C H N O S
UNIT 104 108 4 16 4
L.S. 5
PLAN -20
TEMP 20
BOND $H
CONF
fmap 2
acta
TWIN -1 0 0 0 -1 0 0 0 -1 2
REM
REM
REM
WGHT 0.043900 0.739800
BASF 0.05094
FVAR 0.37690
O1 4 -0.218994 0.246873 1.807288 11.00000 0.10498 0.03920 =
0.06093 -0.00167 0.03930 -0.00515
AFIX 3
H1 2 -0.272294 0.278553 1.822587 11.00000 -1.50000
AFIX 0
N1 3 0.637615 0.275818 1.506690 11.00000 0.07875 0.03477 =
0.04230 -0.00111 0.01833 0.01382
C1 1 0.525598 0.311733 1.534582 11.00000 0.08025 0.03580 =
0.03767 -0.00217 0.01694 0.01357
C10 1 0.292121 0.323418 1.619581 11.00000 0.08673 0.03816 =
0.04037 0.00265 0.02192 0.01097
AFIX 43
H10 2 0.303698 0.365575 1.613942 11.00000 -1.20000
AFIX 0
C9 1 0.400026 0.288146 1.582172 11.00000 0.08434 0.03791 =
0.04365 0.00213 0.02101 0.01267
AFIX 43
H9 2 0.391668 0.245864 1.587895 11.00000 -1.20000
AFIX 0
C16 1 0.119237 0.240416 1.674302 11.00000 0.09410 0.03811 =
0.04008 0.00200 0.02001 0.01242
AFIX 43
H16 2 0.177607 0.210573 1.646789 11.00000 -1.20000
AFIX 0
C2 1 0.553171 0.377959 1.504859 11.00000 0.08273 0.03240 =
0.04231 0.00091 0.01807 0.01350
C14 1 -0.096273 0.267106 1.762823 11.00000 0.08882 0.03865 =
0.03722 -0.00005 0.02037 -0.00162
C13 1 -0.056766 0.328881 1.757392 11.00000 0.08467 0.03674 =
0.04147 -0.00032 0.02331 0.00428
AFIX 43
H13 2 -0.114139 0.358420 1.786326 11.00000 -1.20000
AFIX 0
C3 1 0.697464 0.370410 1.452709 11.00000 0.07550 0.03706 =
0.04359 -0.00137 0.01401 0.00840
C8 1 0.745886 0.309514 1.456932 11.00000 0.07519 0.03793 =
0.04126 -0.00295 0.01618 0.00816
C15 1 -0.006185 0.223394 1.721105 11.00000 0.09806 0.03286 =
0.04191 0.00050 0.02144 0.00334
AFIX 43
H15 2 -0.031745 0.182103 1.725168 11.00000 -1.20000
AFIX 0
C11 1 0.161079 0.302612 1.667264 11.00000 0.08178 0.03947 =
0.03529 0.00228 0.01842 0.00778
C7 1 0.876132 0.288133 1.416278 11.00000 0.07936 0.04701 =
0.04916 -0.00473 0.01889 0.01312
AFIX 43
H7 2 0.907114 0.247074 1.420774 11.00000 -1.20000
AFIX 0
C4 1 0.781158 0.412757 1.405475 11.00000 0.08414 0.04055 =
0.05509 0.00157 0.01764 0.00421
AFIX 43
H4 2 0.750854 0.453877 1.402180 11.00000 -1.20000
AFIX 0
C12 1 0.068183 0.345886 1.708732 11.00000 0.08124 0.03489 =
0.04087 -0.00039 0.02043 0.00364
AFIX 43
H12 2 0.091431 0.387285 1.703297 11.00000 -1.20000
AFIX 0
C19 1 0.649673 0.209176 1.521503 11.00000 0.08743 0.03363 =
0.05965 -0.00161 0.01968 0.01383
AFIX 137
H19A 2 0.546719 0.190410 1.485134 11.00000 -1.50000
H19B 2 0.670304 0.199833 1.595287 11.00000 -1.50000
H19C 2 0.739881 0.193705 1.493775 11.00000 -1.50000
AFIX 0
C18 1 0.398934 0.403994 1.427743 11.00000 0.08341 0.04291 =
0.04740 0.00541 0.02101 0.01569
AFIX 137
H18A 2 0.309506 0.408606 1.462986 11.00000 -1.50000
H18B 2 0.364837 0.376514 1.369231 11.00000 -1.50000
H18C 2 0.425799 0.443177 1.402683 11.00000 -1.50000
AFIX 0
C6 1 0.958146 0.331198 1.368416 11.00000 0.08208 0.06033 =
0.05752 -0.00435 0.02444 0.00701
AFIX 43
H6 2 1.045841 0.318781 1.339435 11.00000 -1.20000
AFIX 0
C17 1 0.607027 0.419978 1.602141 11.00000 0.10181 0.03836 =
0.04868 -0.00564 0.01583 0.01420
AFIX 137
H17A 2 0.515221 0.424979 1.635224 11.00000 -1.50000
H17B 2 0.639412 0.459241 1.580424 11.00000 -1.50000
H17C 2 0.699914 0.401824 1.651225 11.00000 -1.50000
AFIX 0
C5 1 0.911534 0.392628 1.363005 11.00000 0.08040 0.05710 =
0.06289 0.00345 0.02362 -0.00003
AFIX 43
H5 2 0.968476 0.420575 1.330504 11.00000 -1.20000
AFIX 0
S1 5 0.674620 0.384114 0.941470 11.00000 0.09315 0.03290 =
0.05958 -0.00475 0.03404 -0.01241
O4 4 0.725605 0.435119 0.886751 11.00000 0.11505 0.04386 =
0.06806 0.00204 0.04639 -0.01479
O2 4 0.801783 0.363213 1.030048 11.00000 0.08579 0.05382 =
0.07325 0.00637 0.02747 -0.00136
O3 4 0.603807 0.334484 0.869271 11.00000 0.10867 0.04731 =
0.08418 -0.02360 0.04492 -0.01718
C25 1 0.350130 0.420338 0.925978 11.00000 0.09448 0.04023 =
0.04677 -0.00481 0.01698 -0.01021
AFIX 43
H25 2 0.334567 0.412685 0.854252 11.00000 -1.20000
AFIX 0
C20 1 0.505507 0.410027 0.992972 11.00000 0.08877 0.02799 =
0.04717 0.00043 0.02406 -0.01166
C23 1 0.237622 0.454331 1.072169 11.00000 0.08209 0.03200 =
0.05999 -0.00303 0.02290 -0.01142
C21 1 0.527566 0.421770 1.099499 11.00000 0.08274 0.03874 =
0.04427 0.00130 0.01870 -0.00924
AFIX 43
H21 2 0.630994 0.415050 1.145391 11.00000 -1.20000
AFIX 0
C24 1 0.218200 0.441857 0.964644 11.00000 0.08242 0.04039 =
0.06296 -0.00598 0.01208 -0.00880
AFIX 43
H24 2 0.114752 0.448172 0.918535 11.00000 -1.20000
AFIX 0
C22 1 0.393987 0.443717 1.137646 11.00000 0.09710 0.03973 =
0.04779 0.00170 0.03268 -0.00931
AFIX 43
H22 2 0.410241 0.451502 1.209373 11.00000 -1.20000
AFIX 0
C26 1 0.094127 0.477142 1.114187 11.00000 0.09415 0.05033 =
0.09510 -0.01506 0.03546 -0.00596
AFIX 137
H26A 2 0.132802 0.486722 1.187649 11.00000 -1.50000
H26B 2 0.009465 0.446043 1.105492 11.00000 -1.50000
H26C 2 0.048184 0.513273 1.076338 11.00000 -1.50000
AFIX 0
HKLF 4
REM a P 1 n 1 R = 0.04 New: Cc
REM R1 = 0.0351 for 3839 Fo > 4sig(Fo) and 0.0358 for all 3926 data
REM 294 parameters refined using 2 restraints
END
WGHT 0.0439 0.7398
REM Highest difference peak 0.113, deepest hole -0.350, 1-sigma level 0.036
Q1 1 0.6487 0.1998 1.4143 11.00000 0.05 0.11
Q2 1 -0.0475 0.3630 1.8384 11.00000 0.05 0.11
Q3 1 -0.1712 0.1509 1.6581 11.00000 0.05 0.10
Q4 1 0.8070 0.1935 1.5498 11.00000 0.05 0.10
Q5 1 0.6140 0.4484 1.8197 11.00000 0.05 0.10
Q6 1 0.5221 0.3551 1.3223 11.00000 0.05 0.10
Q7 1 0.8093 0.4893 1.0699 11.00000 0.05 0.10
Q8 1 0.4408 0.3092 1.6883 11.00000 0.05 0.10
Q9 1 0.6662 0.4203 1.7790 11.00000 0.05 0.09
Q10 1 0.2667 0.3795 1.6204 11.00000 0.05 0.09
Q11 1 0.6363 0.4561 1.8394 11.00000 0.05 0.09
Q12 1 -0.1011 0.3402 1.6519 11.00000 0.05 0.09
Q13 1 0.4336 0.1656 1.4757 11.00000 0.05 0.09
Q14 1 0.2174 0.1892 1.5575 11.00000 0.05 0.09
Q15 1 -0.0613 0.2096 1.6185 11.00000 0.05 0.09
Q16 1 0.6165 0.3816 1.3447 11.00000 0.05 0.09
Q17 1 0.6472 0.3993 1.2685 11.00000 0.05 0.09
Q18 1 0.4415 0.1380 0.7134 11.00000 0.05 0.09
Q19 1 0.4734 0.4288 1.7336 11.00000 0.05 0.09
Q20 1 0.7244 0.4420 1.1546 11.00000 0.05 0.09
;
_shelx_res_checksum 18738
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.95(2)
2 0.05(2)
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_C25H24ClNO4S
_database_code_depnum_ccdc_archive 'CCDC 1971516'
loop_
_audit_author_name
_audit_author_address
'Jingkai Shi'
;Tianjin University of Technology
China
;
_audit_update_record
;
2019-12-12 deposited with the CCDC. 2020-02-11 downloaded from the CCDC.
;
_audit_creation_date 2019-07-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C6 H4 Cl O3 S, C19 H20 N O'
_chemical_formula_sum 'C25 H24 Cl N O4 S'
_chemical_formula_weight 469.96
_chemical_melting_point ?
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'
O O 0.0492 0.0322 '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'
_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.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 6.98170(10)
_cell_length_b 20.5573(3)
_cell_length_c 15.9811(2)
_cell_angle_alpha 90
_cell_angle_beta 91.1430(10)
_cell_angle_gamma 90
_cell_volume 2293.23(5)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 14931
_cell_measurement_temperature 295(1)
_cell_measurement_theta_max 79.1630
_cell_measurement_theta_min 3.4800
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 2.592
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_type none
_exptl_absorpt_process_details ?
_exptl_absorpt_special_details ?
_exptl_crystal_colour ?
_exptl_crystal_density_diffrn 1.361
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 984
_exptl_crystal_size_max ?
_exptl_crystal_size_mid ?
_exptl_crystal_size_min ?
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0312
_diffrn_reflns_av_unetI/netI 0.0230
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_k_min -26
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 30961
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full 67.679
_diffrn_reflns_theta_max 79.470
_diffrn_reflns_theta_min 3.503
_diffrn_ambient_temperature 295(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type 'multiwire proportional'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 4198
_reflns_number_total 4937
_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.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement ?
_computing_data_collection ?
_computing_data_reduction ?
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.751
_refine_diff_density_min -0.609
_refine_diff_density_rms 0.047
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.085
_refine_ls_hydrogen_treatment refall
_refine_ls_matrix_type full
_refine_ls_number_parameters 385
_refine_ls_number_reflns 4937
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0656
_refine_ls_R_factor_gt 0.0590
_refine_ls_restrained_S_all 1.085
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0933P)^2^+0.6841P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1761
_refine_ls_wR_factor_ref 0.1811
_refine_special_details ?
_olex2_refinement_description
;
1. Restrained distances
H19A-H19B = H19A-H19C = H19B-H19C
1.54 with sigma of 0.02
;
_atom_sites_solution_hydrogens difmap
_atom_sites_solution_primary dual
_atom_sites_solution_secondary ?
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 0.28170(10) 0.77065(4) 0.31861(4) 0.0779(2) Uani 1 1 d . . . . .
Cl00 Cl 0.89239(16) 0.74001(5) 0.60917(6) 0.1228(4) Uani 1 1 d . . . . .
N1 N 0.2394(2) 0.44137(8) 0.21189(11) 0.0569(4) Uani 1 1 d . . . . .
O1 O 0.2616(4) 0.55091(14) 0.74546(12) 0.0897(6) Uani 1 1 d . . . . .
O3 O 0.3799(3) 0.75946(11) 0.24168(12) 0.0941(6) Uani 1 1 d . . . . .
O4 O 0.2226(4) 0.83772(12) 0.32808(13) 0.1044(7) Uani 1 1 d . . . . .
C11 C 0.2512(3) 0.54630(11) 0.48579(13) 0.0601(5) Uani 1 1 d . . . . .
C8 C 0.2426(3) 0.45466(11) 0.12461(13) 0.0593(5) Uani 1 1 d . . . . .
C9 C 0.2452(3) 0.49398(11) 0.34568(13) 0.0595(5) Uani 1 1 d . . . . .
C2 C 0.2482(3) 0.55398(10) 0.19885(13) 0.0620(5) Uani 1 1 d . . . . .
C1 C 0.2437(3) 0.49513(10) 0.25669(13) 0.0559(4) Uani 1 1 d . . . . .
C3 C 0.2480(3) 0.52097(11) 0.11432(13) 0.0619(5) Uani 1 1 d . . . . .
C10 C 0.2475(3) 0.54658(12) 0.39553(14) 0.0629(5) Uani 1 1 d . . . . .
C20 C 0.4518(4) 0.75763(10) 0.40075(14) 0.0649(5) Uani 1 1 d . . . . .
C16 C 0.2473(3) 0.48933(12) 0.53412(15) 0.0646(5) Uani 1 1 d . . . . .
O2 O 0.1330(4) 0.72412(15) 0.33362(16) 0.1262(10) Uani 1 1 d . . . . .
C4 C 0.2526(4) 0.54629(14) 0.03381(15) 0.0734(6) Uani 1 1 d . . . . .
C14 C 0.2584(3) 0.55177(13) 0.66089(13) 0.0664(6) Uani 1 1 d . . . . .
C7 C 0.2416(4) 0.41090(13) 0.05910(15) 0.0704(6) Uani 1 1 d . . . . .
C12 C 0.2596(4) 0.60516(13) 0.52834(15) 0.0722(6) Uani 1 1 d . . . . .
C25 C 0.4025(4) 0.77047(11) 0.48303(16) 0.0707(6) Uani 1 1 d . . . . .
C15 C 0.2503(4) 0.49225(14) 0.61965(15) 0.0717(6) Uani 1 1 d . . . . .
C19 C 0.2329(4) 0.37466(12) 0.24319(18) 0.0733(6) Uani 1 1 d . . . . .
C21 C 0.6331(4) 0.73522(12) 0.38448(17) 0.0747(7) Uani 1 1 d . . . . .
C13 C 0.2643(4) 0.60848(14) 0.61468(16) 0.0733(6) Uani 1 1 d . . . . .
C5 C 0.2518(4) 0.50303(16) -0.03294(15) 0.0789(7) Uani 1 1 d . . . . .
C6 C 0.2471(4) 0.43703(15) -0.02041(16) 0.0774(7) Uani 1 1 d . . . . .
C24 C 0.5356(5) 0.76260(12) 0.54722(17) 0.0804(8) Uani 1 1 d . . . . .
C17 C 0.4342(5) 0.59301(15) 0.21238(18) 0.0782(7) Uani 1 1 d . . . . .
C18 C 0.0678(5) 0.59546(15) 0.20796(18) 0.0788(7) Uani 1 1 d . . . . .
C22 C 0.7672(5) 0.72762(14) 0.4483(2) 0.0843(8) Uani 1 1 d . . . . .
C23 C 0.7190(5) 0.74282(13) 0.52896(18) 0.0801(7) Uani 1 1 d . . . . .
H18A H 0.069(4) 0.6185(15) 0.256(2) 0.090(9) Uiso 1 1 d . . . . .
H9 H 0.238(3) 0.4534(13) 0.3692(16) 0.070(7) Uiso 1 1 d . . . . .
H17A H 0.442(4) 0.6163(15) 0.261(2) 0.088(9) Uiso 1 1 d . . . . .
H18B H 0.059(5) 0.6255(17) 0.163(2) 0.100(10) Uiso 1 1 d . . . . .
H10 H 0.254(3) 0.5924(13) 0.3747(16) 0.071(7) Uiso 1 1 d . . . . .
H18C H -0.053(5) 0.5680(15) 0.1997(19) 0.090(9) Uiso 1 1 d . . . . .
H25 H 0.277(4) 0.7814(12) 0.4951(17) 0.067(7) Uiso 1 1 d . . . . .
H16 H 0.247(4) 0.4454(15) 0.5080(18) 0.086(8) Uiso 1 1 d . . . . .
H4 H 0.257(4) 0.5930(15) 0.0240(18) 0.081(8) Uiso 1 1 d . . . . .
H17B H 0.555(4) 0.5629(16) 0.2041(18) 0.090(9) Uiso 1 1 d . . . . .
H17C H 0.443(4) 0.6261(15) 0.172(2) 0.088(8) Uiso 1 1 d . . . . .
H5 H 0.251(4) 0.5194(15) -0.0896(19) 0.086(8) Uiso 1 1 d . . . . .
H13 H 0.270(4) 0.6454(16) 0.638(2) 0.090(9) Uiso 1 1 d . . . . .
H15 H 0.239(4) 0.4524(15) 0.651(2) 0.090(9) Uiso 1 1 d . . . . .
H24 H 0.500(4) 0.7720(14) 0.600(2) 0.082(8) Uiso 1 1 d . . . . .
H21 H 0.666(4) 0.7273(13) 0.3277(19) 0.081(8) Uiso 1 1 d . . . . .
H12 H 0.258(5) 0.6452(17) 0.500(2) 0.101(10) Uiso 1 1 d . . . . .
H7 H 0.235(5) 0.3632(18) 0.070(2) 0.109(11) Uiso 1 1 d . . . . .
H22 H 0.887(5) 0.7173(15) 0.4381(19) 0.086(9) Uiso 1 1 d . . . . .
H19A H 0.165(5) 0.3452(18) 0.2039(19) 0.114(11) Uiso 1 1 d D . . . .
H19B H 0.181(5) 0.3769(17) 0.292(2) 0.119(13) Uiso 1 1 d D . . . .
H19C H 0.362(4) 0.357(2) 0.245(2) 0.133(14) Uiso 1 1 d D . . . .
H1 H 0.255(6) 0.584(2) 0.760(2) 0.105(14) Uiso 1 1 d . . . . .
H6 H 0.255(4) 0.4065(16) -0.068(2) 0.091(9) 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 0.0885(4) 0.0863(4) 0.0594(4) -0.0055(3) 0.0135(3) -0.0124(3)
Cl00 0.1480(8) 0.1144(7) 0.1047(7) 0.0435(5) -0.0300(6) -0.0152(6)
N1 0.0642(10) 0.0532(9) 0.0534(9) 0.0038(7) 0.0048(7) 0.0013(7)
O1 0.1180(16) 0.1009(16) 0.0503(9) 0.0110(10) 0.0010(9) 0.0029(13)
O3 0.1250(16) 0.1037(14) 0.0544(10) -0.0054(9) 0.0219(10) -0.0018(12)
O4 0.1266(17) 0.1106(17) 0.0759(13) -0.0072(11) -0.0010(11) 0.0329(14)
C11 0.0590(11) 0.0699(13) 0.0515(11) 0.0051(9) 0.0044(8) -0.0013(9)
C8 0.0627(11) 0.0648(12) 0.0504(10) 0.0028(9) 0.0024(8) 0.0030(9)
C9 0.0632(11) 0.0628(12) 0.0527(11) 0.0061(9) 0.0042(8) -0.0007(9)
C2 0.0781(13) 0.0554(11) 0.0525(11) 0.0059(8) 0.0024(9) -0.0009(9)
C1 0.0578(10) 0.0578(11) 0.0524(10) 0.0032(8) 0.0052(8) 0.0002(8)
C3 0.0696(12) 0.0639(12) 0.0524(11) 0.0060(9) 0.0038(9) 0.0015(9)
C10 0.0679(12) 0.0678(13) 0.0531(11) 0.0041(9) 0.0049(9) -0.0015(10)
C20 0.0856(14) 0.0513(10) 0.0585(12) 0.0024(8) 0.0207(10) -0.0080(10)
C16 0.0651(12) 0.0698(13) 0.0590(12) 0.0058(10) 0.0035(9) -0.0006(10)
O2 0.1220(18) 0.170(2) 0.0874(15) -0.0153(15) 0.0160(13) -0.0700(17)
C4 0.0836(15) 0.0774(16) 0.0594(13) 0.0157(11) 0.0042(11) -0.0002(12)
C14 0.0631(12) 0.0883(16) 0.0480(11) 0.0085(10) 0.0026(9) 0.0015(10)
C7 0.0768(14) 0.0729(14) 0.0615(13) -0.0081(11) 0.0007(10) 0.0074(11)
C12 0.0941(17) 0.0685(14) 0.0540(12) 0.0060(10) 0.0043(11) -0.0038(12)
C25 0.0895(17) 0.0621(13) 0.0612(13) 0.0006(10) 0.0224(12) -0.0036(11)
C15 0.0769(14) 0.0789(15) 0.0592(13) 0.0151(11) 0.0012(10) 0.0005(11)
C19 0.0962(18) 0.0530(12) 0.0708(15) 0.0064(10) 0.0029(13) -0.0014(11)
C21 0.0952(18) 0.0626(13) 0.0673(15) 0.0037(10) 0.0269(13) -0.0005(11)
C13 0.0900(17) 0.0755(16) 0.0546(12) 0.0001(11) 0.0034(11) -0.0027(12)
C5 0.0798(15) 0.108(2) 0.0489(12) 0.0084(12) 0.0054(10) 0.0048(13)
C6 0.0813(16) 0.0962(19) 0.0549(13) -0.0068(12) 0.0018(11) 0.0083(13)
C24 0.125(2) 0.0624(13) 0.0550(13) 0.0057(10) 0.0191(14) -0.0087(13)
C17 0.100(2) 0.0703(15) 0.0640(15) 0.0075(12) 0.0043(13) -0.0208(14)
C18 0.102(2) 0.0704(15) 0.0638(15) -0.0004(12) -0.0044(13) 0.0205(14)
C22 0.0903(19) 0.0751(16) 0.0882(19) 0.0191(13) 0.0191(15) 0.0082(13)
C23 0.1052(19) 0.0625(13) 0.0727(16) 0.0195(11) 0.0054(14) -0.0059(13)
_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 O3 1.4381(19) . ?
S1 O4 1.448(2) . ?
S1 C20 1.773(3) . ?
S1 O2 1.435(2) . ?
Cl00 C23 1.746(3) . ?
N1 C8 1.422(3) . ?
N1 C1 1.317(3) . ?
N1 C19 1.461(3) . ?
O1 C14 1.351(3) . ?
O1 H1 0.73(4) . ?
C11 C10 1.442(3) . ?
C11 C16 1.403(3) . ?
C11 C12 1.389(3) . ?
C8 C3 1.374(3) . ?
C8 C7 1.380(3) . ?
C9 C1 1.422(3) . ?
C9 C10 1.343(3) . ?
C9 H9 0.92(3) . ?
C2 C1 1.523(3) . ?
C2 C3 1.512(3) . ?
C2 C17 1.538(4) . ?
C2 C18 1.531(4) . ?
C3 C4 1.389(3) . ?
C10 H10 1.00(3) . ?
C20 C25 1.391(3) . ?
C20 C21 1.377(4) . ?
C16 C15 1.368(3) . ?
C16 H16 0.99(3) . ?
C4 C5 1.389(4) . ?
C4 H4 0.97(3) . ?
C14 C15 1.390(4) . ?
C14 C13 1.381(4) . ?
C7 C6 1.381(4) . ?
C7 H7 1.00(4) . ?
C12 C13 1.381(3) . ?
C12 H12 0.94(3) . ?
C25 C24 1.380(4) . ?
C25 H25 0.93(3) . ?
C15 H15 0.96(3) . ?
C19 H19A 0.99(3) . ?
C19 H19B 0.86(3) . ?
C19 H19C 0.97(3) . ?
C21 C22 1.379(4) . ?
C21 H21 0.95(3) . ?
C13 H13 0.85(3) . ?
C5 C6 1.372(4) . ?
C5 H5 0.97(3) . ?
C6 H6 0.99(3) . ?
C24 C23 1.380(4) . ?
C24 H24 0.90(3) . ?
C17 H17A 0.91(3) . ?
C17 H17B 1.06(3) . ?
C17 H17C 0.94(3) . ?
C18 H18A 0.90(3) . ?
C18 H18B 0.94(4) . ?
C18 H18C 1.02(3) . ?
C22 C23 1.375(4) . ?
C22 H22 0.88(3) . ?
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
O3 S1 O4 112.54(14) . . ?
O3 S1 C20 106.57(12) . . ?
O4 S1 C20 104.74(12) . . ?
O2 S1 O3 113.25(14) . . ?
O2 S1 O4 114.14(18) . . ?
O2 S1 C20 104.57(14) . . ?
C8 N1 C19 121.16(19) . . ?
C1 N1 C8 111.81(17) . . ?
C1 N1 C19 127.03(19) . . ?
C14 O1 H1 108(3) . . ?
C16 C11 C10 123.6(2) . . ?
C12 C11 C10 119.1(2) . . ?
C12 C11 C16 117.3(2) . . ?
C3 C8 N1 108.00(18) . . ?
C3 C8 C7 123.8(2) . . ?
C7 C8 N1 128.2(2) . . ?
C1 C9 H9 115.2(16) . . ?
C10 C9 C1 125.4(2) . . ?
C10 C9 H9 119.3(16) . . ?
C1 C2 C17 110.90(19) . . ?
C1 C2 C18 111.0(2) . . ?
C3 C2 C1 100.72(17) . . ?
C3 C2 C17 110.2(2) . . ?
C3 C2 C18 110.4(2) . . ?
C18 C2 C17 113.0(2) . . ?
N1 C1 C9 121.97(19) . . ?
N1 C1 C2 109.70(17) . . ?
C9 C1 C2 128.33(19) . . ?
C8 C3 C2 109.76(18) . . ?
C8 C3 C4 118.9(2) . . ?
C4 C3 C2 131.3(2) . . ?
C11 C10 H10 109.7(15) . . ?
C9 C10 C11 126.2(2) . . ?
C9 C10 H10 124.1(15) . . ?
C25 C20 S1 119.8(2) . . ?
C21 C20 S1 121.04(19) . . ?
C21 C20 C25 119.2(3) . . ?
C11 C16 H16 121.7(17) . . ?
C15 C16 C11 120.9(2) . . ?
C15 C16 H16 117.3(17) . . ?
C3 C4 H4 121.3(17) . . ?
C5 C4 C3 118.2(3) . . ?
C5 C4 H4 120.5(17) . . ?
O1 C14 C15 117.5(2) . . ?
O1 C14 C13 123.1(2) . . ?
C13 C14 C15 119.4(2) . . ?
C8 C7 C6 116.4(3) . . ?
C8 C7 H7 121(2) . . ?
C6 C7 H7 123(2) . . ?
C11 C12 H12 122(2) . . ?
C13 C12 C11 122.2(2) . . ?
C13 C12 H12 116(2) . . ?
C20 C25 H25 119.7(17) . . ?
C24 C25 C20 120.3(3) . . ?
C24 C25 H25 119.9(17) . . ?
C16 C15 C14 120.8(2) . . ?
C16 C15 H15 118.8(19) . . ?
C14 C15 H15 120.3(19) . . ?
N1 C19 H19A 112(2) . . ?
N1 C19 H19B 106(2) . . ?
N1 C19 H19C 109(2) . . ?
H19A C19 H19B 113(3) . . ?
H19A C19 H19C 103(3) . . ?
H19B C19 H19C 113(3) . . ?
C20 C21 C22 120.7(3) . . ?
C20 C21 H21 118.4(18) . . ?
C22 C21 H21 120.8(18) . . ?
C14 C13 C12 119.5(3) . . ?
C14 C13 H13 121(2) . . ?
C12 C13 H13 119(2) . . ?
C4 C5 H5 119.9(19) . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 118.7(19) . . ?
C7 C6 H6 117.8(19) . . ?
C5 C6 C7 121.3(3) . . ?
C5 C6 H6 120.8(19) . . ?
C25 C24 C23 119.4(3) . . ?
C25 C24 H24 118.4(19) . . ?
C23 C24 H24 122.1(19) . . ?
C2 C17 H17A 115.3(19) . . ?
C2 C17 H17B 110.6(16) . . ?
C2 C17 H17C 110.3(18) . . ?
H17A C17 H17B 112(2) . . ?
H17A C17 H17C 102(3) . . ?
H17B C17 H17C 106(2) . . ?
C2 C18 H18A 112(2) . . ?
C2 C18 H18B 109(2) . . ?
C2 C18 H18C 111.1(17) . . ?
H18A C18 H18B 107(3) . . ?
H18A C18 H18C 113(3) . . ?
H18B C18 H18C 103(3) . . ?
C21 C22 H22 122(2) . . ?
C23 C22 C21 119.5(3) . . ?
C23 C22 H22 119(2) . . ?
C24 C23 Cl00 119.1(2) . . ?
C22 C23 Cl00 120.1(3) . . ?
C22 C23 C24 120.7(3) . . ?
_shelx_res_file
;
TITL a_a.res in P2(1)/c
a.res created by SHELXL-2016/4 at 20:15:45 on 11-Jul-2019
REM Old TITL A in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.244, Rweak 0.011, Alpha 0.032, Orientation as input
REM Formula found by SHELXT: C25 N2 O3 S2
CELL 1.54178 6.9817 20.5573 15.9811 90 91.143 90
ZERR 4 0.0001 0.0003 0.0002 0 0.001 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H Cl N O S
UNIT 100 96 4 4 16 4
DFIX 1.54 H19a H19b H19a H19c H19b H19c
L.S. 4
PLAN 50
BOND $H
list 4
fmap 2
ACTA
REM
REM
REM
WGHT 0.093300 0.684100
FVAR 0.28127
S1 6 0.281700 0.770654 0.318614 11.00000 0.08849 0.08628 =
0.05940 -0.00552 0.01350 -0.01240
CL00 3 0.892386 0.740005 0.609167 11.00000 0.14797 0.11444 =
0.10475 0.04353 -0.02999 -0.01522
N1 4 0.239381 0.441368 0.211888 11.00000 0.06423 0.05322 =
0.05345 0.00375 0.00477 0.00127
O1 5 0.261555 0.550915 0.745455 11.00000 0.11798 0.10094 =
0.05026 0.01096 0.00101 0.00292
O3 5 0.379869 0.759459 0.241679 11.00000 0.12496 0.10374 =
0.05441 -0.00544 0.02194 -0.00182
O4 5 0.222643 0.837723 0.328079 11.00000 0.12662 0.11061 =
0.07594 -0.00722 -0.00097 0.03289
C11 1 0.251178 0.546298 0.485785 11.00000 0.05899 0.06995 =
0.05147 0.00511 0.00445 -0.00133
C8 1 0.242628 0.454655 0.124612 11.00000 0.06274 0.06479 =
0.05036 0.00281 0.00240 0.00298
C9 1 0.245203 0.493980 0.345681 11.00000 0.06319 0.06283 =
0.05273 0.00615 0.00423 -0.00074
C2 1 0.248232 0.553983 0.198847 11.00000 0.07813 0.05535 =
0.05252 0.00590 0.00242 -0.00090
C1 1 0.243700 0.495128 0.256694 11.00000 0.05778 0.05785 =
0.05237 0.00321 0.00525 0.00024
C3 1 0.247962 0.520969 0.114323 11.00000 0.06958 0.06388 =
0.05239 0.00604 0.00385 0.00147
C10 1 0.247488 0.546576 0.395533 11.00000 0.06788 0.06783 =
0.05310 0.00407 0.00489 -0.00148
C20 1 0.451781 0.757630 0.400746 11.00000 0.08563 0.05126 =
0.05847 0.00241 0.02073 -0.00801
C16 1 0.247310 0.489333 0.534116 11.00000 0.06510 0.06979 =
0.05902 0.00581 0.00355 -0.00061
O2 5 0.133046 0.724116 0.333621 11.00000 0.12203 0.16983 =
0.08736 -0.01532 0.01597 -0.07001
C4 1 0.252589 0.546288 0.033815 11.00000 0.08358 0.07739 =
0.05943 0.01575 0.00420 -0.00023
C14 1 0.258378 0.551772 0.660887 11.00000 0.06310 0.08831 =
0.04800 0.00853 0.00256 0.00151
C7 1 0.241566 0.410896 0.059100 11.00000 0.07681 0.07294 =
0.06150 -0.00809 0.00074 0.00738
C12 1 0.259570 0.605156 0.528345 11.00000 0.09409 0.06847 =
0.05403 0.00597 0.00430 -0.00376
C25 1 0.402455 0.770465 0.483028 11.00000 0.08955 0.06207 =
0.06123 0.00064 0.02242 -0.00365
C15 1 0.250347 0.492248 0.619652 11.00000 0.07692 0.07892 =
0.05917 0.01511 0.00116 0.00046
C19 1 0.232924 0.374655 0.243190 11.00000 0.09621 0.05302 =
0.07082 0.00644 0.00288 -0.00138
C21 1 0.633130 0.735221 0.384481 11.00000 0.09516 0.06259 =
0.06733 0.00371 0.02695 -0.00053
C13 1 0.264349 0.608481 0.614684 11.00000 0.09005 0.07547 =
0.05456 0.00007 0.00341 -0.00265
C5 1 0.251784 0.503035 -0.032940 11.00000 0.07977 0.10804 =
0.04893 0.00837 0.00542 0.00480
C6 1 0.247118 0.437027 -0.020407 11.00000 0.08125 0.09618 =
0.05492 -0.00676 0.00183 0.00827
C24 1 0.535633 0.762601 0.547225 11.00000 0.12465 0.06240 =
0.05497 0.00567 0.01907 -0.00874
C17 1 0.434201 0.593013 0.212378 11.00000 0.10037 0.07030 =
0.06396 0.00748 0.00433 -0.02075
C18 1 0.067768 0.595463 0.207960 11.00000 0.10174 0.07044 =
0.06384 -0.00044 -0.00444 0.02052
C22 1 0.767151 0.727620 0.448294 11.00000 0.09027 0.07507 =
0.08816 0.01914 0.01912 0.00816
C23 1 0.719038 0.742823 0.528957 11.00000 0.10516 0.06253 =
0.07266 0.01951 0.00539 -0.00586
H18A 2 0.069208 0.618508 0.255855 11.00000 0.08983
H9 2 0.238276 0.453423 0.369185 11.00000 0.06956
H17A 2 0.441656 0.616324 0.261041 11.00000 0.08811
H18B 2 0.059311 0.625514 0.163320 11.00000 0.10036
H10 2 0.253993 0.592436 0.374684 11.00000 0.07077
H18C 2 -0.053065 0.568036 0.199749 11.00000 0.08956
H25 2 0.276906 0.781358 0.495126 11.00000 0.06720
H16 2 0.247421 0.445409 0.507977 11.00000 0.08595
H4 2 0.257065 0.592951 0.024035 11.00000 0.08099
H17B 2 0.555342 0.562860 0.204131 11.00000 0.09045
H17C 2 0.443002 0.626149 0.171920 11.00000 0.08840
H5 2 0.250939 0.519366 -0.089638 11.00000 0.08596
H13 2 0.270273 0.645381 0.638110 11.00000 0.09048
H15 2 0.239225 0.452441 0.650955 11.00000 0.08971
H24 2 0.500355 0.772031 0.599961 11.00000 0.08206
H21 2 0.665956 0.727281 0.327669 11.00000 0.08068
H12 2 0.257668 0.645218 0.500308 11.00000 0.10111
H7 2 0.234942 0.363151 0.069805 11.00000 0.10871
H22 2 0.887426 0.717311 0.438111 11.00000 0.08562
H19A 2 0.164871 0.345245 0.203931 11.00000 0.11434
H19B 2 0.180837 0.376941 0.291706 11.00000 0.11890
H19C 2 0.361588 0.357015 0.245380 11.00000 0.13296
H1 2 0.255366 0.584429 0.760228 11.00000 0.10474
H6 2 0.254630 0.406503 -0.068172 11.00000 0.09110
HKLF 4
REM a_a.res in P2(1)/c
REM R1 = 0.0590 for 4198 Fo > 4sig(Fo) and 0.0656 for all 4937 data
REM 385 parameters refined using 3 restraints
END
WGHT 0.0933 0.6841
REM Highest difference peak 0.751, deepest hole -0.609, 1-sigma level 0.047
Q1 1 0.8711 0.7001 0.5794 11.00000 0.05 0.75
Q2 1 0.2415 0.7868 0.3657 11.00000 0.05 0.37
Q3 1 0.7906 0.7563 0.6361 11.00000 0.05 0.35
Q4 1 0.1211 0.8210 0.3981 11.00000 0.05 0.32
Q5 1 0.3508 0.8328 0.2989 11.00000 0.05 0.28
Q6 1 0.0982 0.7706 0.3510 11.00000 0.05 0.24
Q7 1 0.0632 0.3593 0.2642 11.00000 0.05 0.16
Q8 1 0.1108 0.7058 0.3467 11.00000 0.05 0.16
Q9 1 0.4248 0.7617 0.4372 11.00000 0.05 0.15
Q10 1 0.9269 0.7585 0.5745 11.00000 0.05 0.13
Q11 1 0.1661 0.8344 0.3080 11.00000 0.05 0.13
Q12 1 0.2358 0.5419 0.1584 11.00000 0.05 0.13
Q13 1 0.3359 0.3673 0.3000 11.00000 0.05 0.13
Q14 1 0.7099 0.7203 0.4890 11.00000 0.05 0.12
Q15 1 0.0060 0.6021 0.2766 11.00000 0.05 0.12
Q16 1 0.4970 0.5928 0.2788 11.00000 0.05 0.11
Q17 1 0.2499 0.5320 0.0793 11.00000 0.05 0.11
Q18 1 0.3800 0.6500 0.4910 11.00000 0.05 0.10
Q19 1 0.5211 0.7411 0.3965 11.00000 0.05 0.10
Q20 1 0.3295 0.3439 0.2055 11.00000 0.05 0.10
Q21 1 0.2372 0.4444 0.1640 11.00000 0.05 0.10
Q22 1 0.3388 0.6647 0.6536 11.00000 0.05 0.10
Q23 1 0.8762 0.6835 0.4097 11.00000 0.05 0.10
Q24 1 0.2298 0.4941 0.3007 11.00000 0.05 0.10
Q25 1 0.3347 0.5676 0.2060 11.00000 0.05 0.09
Q26 1 0.9290 0.6807 0.4561 11.00000 0.05 0.09
Q27 1 0.2024 0.4375 0.0965 11.00000 0.05 0.09
Q28 1 0.3046 0.5425 0.4951 11.00000 0.05 0.09
Q29 1 0.1064 0.6401 0.1850 11.00000 0.05 0.09
Q30 1 0.9363 0.6825 0.6418 11.00000 0.05 0.09
Q31 1 -0.0190 0.3390 0.1870 11.00000 0.05 0.09
Q32 1 1.0241 0.6836 0.3975 11.00000 0.05 0.09
Q33 1 0.1308 0.6472 0.1645 11.00000 0.05 0.09
Q34 1 0.0129 0.4381 0.1147 11.00000 0.05 0.09
Q35 1 0.4652 0.5816 -0.0762 11.00000 0.05 0.09
Q36 1 0.1564 0.6622 0.6477 11.00000 0.05 0.08
Q37 1 -0.0549 0.6983 0.3339 11.00000 0.05 0.08
Q38 1 0.4798 0.8171 0.5218 11.00000 0.05 0.08
Q39 1 0.4148 0.8125 0.2011 11.00000 0.05 0.08
Q40 1 0.4282 0.7734 0.3809 11.00000 0.05 0.08
Q41 1 0.4695 0.3391 0.1769 11.00000 0.05 0.08
Q42 1 -0.0185 0.6654 0.0367 11.00000 0.05 0.08
Q43 1 0.2439 0.5479 0.4577 11.00000 0.05 0.08
Q44 1 0.4823 0.3577 0.0619 11.00000 0.05 0.08
Q45 1 0.4049 0.6615 0.2026 11.00000 0.05 0.08
Q46 1 0.3495 0.6762 0.1795 11.00000 0.05 0.08
Q47 1 0.1308 0.6608 0.4934 11.00000 0.05 0.08
Q48 1 0.5753 0.7905 0.6240 11.00000 0.05 0.08
Q49 1 0.1639 0.5824 0.3641 11.00000 0.05 0.08
Q50 1 0.1319 0.5887 0.0217 11.00000 0.05 0.08
;
_shelx_res_checksum 32141
_olex2_submission_special_instructions 'No special instructions were received'