# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
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data_mo_dakl365_p21n
_database_code_depnum_ccdc_archive 'CCDC 1540803'
_audit_update_record
;
2017-03-29 deposited with the CCDC.
2018-03-26 downloaded from the CCDC.
;
_audit_creation_date 2017-03-21
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelxl_version_number 2013-2
_chemical_name_systematic
;3-(2-(5-chloro-2-ethoxy-3-(isopropylthio)phenyl)-2-cyclohexylacetyl)
oxazolidin-2-one
;
_chemical_name_common ?
_chemical_formula_moiety 'C22 H30 Cl N O4 S'
_chemical_formula_sum 'C22 H30 Cl N O4 S'
_chemical_formula_weight 439.98
_chemical_melting_point ?
_exptl_crystal_description plate
_exptl_crystal_colour 'clear colourless'
_diffrn_ambient_temperature 100.0
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'
_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/n 1'
_space_group_name_Hall '-P 2yn'
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 12.0663(6)
_cell_length_b 10.1526(5)
_cell_length_c 18.2867(10)
_cell_angle_alpha 90
_cell_angle_beta 103.196(2)
_cell_angle_gamma 90
_cell_volume 2181.05(19)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9592
_cell_measurement_temperature 100.0
_cell_measurement_theta_max 30.025
_cell_measurement_theta_min 2.285
_shelx_estimated_absorpt_T_max 0.946
_shelx_estimated_absorpt_T_min 0.755
_exptl_absorpt_coefficient_mu 0.299
_exptl_absorpt_correction_T_max 0.7460
_exptl_absorpt_correction_T_min 0.3209
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1532 before and 0.0625 after correction.
The Ratio of minimum to maximum transmission is 0.4302.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.340
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_F_000 936
_exptl_crystal_preparation ?
_exptl_crystal_size_max 0.995
_exptl_crystal_size_mid 0.558
_exptl_crystal_size_min 0.186
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.1162
_diffrn_reflns_av_unetI/netI 0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_number 63457
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 30.083
_diffrn_reflns_theta_min 2.285
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'sealed X-ray tube'
_diffrn_source_type 'Incoatec IuSMo'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 5250
_reflns_number_total 6407
_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 'APEX2 v2013.6-2'
_computing_data_collection 'APEX2 v2013.6-2'
_computing_data_reduction 'APEX2 v2013.6-2'
_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 'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max 0.463
_refine_diff_density_min -0.309
_refine_diff_density_rms 0.060
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.032
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 265
_refine_ls_number_reflns 6407
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0497
_refine_ls_R_factor_gt 0.0366
_refine_ls_restrained_S_all 1.032
_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^)+(0.0396P)^2^+0.7640P]
where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0889
_refine_ls_wR_factor_ref 0.0945
_refine_special_details
;
_olex2_refinement_description
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
C1(H1), C6(H6), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,
H10B), C11(H11A,H11B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
C15(H15), C17(H17)
2.d Idealised Me refined as rotating group:
C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_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
Cl1 Cl 0.84451(2) 0.86629(3) 0.56336(2) 0.01960(8) Uani 1 1 d . . . . .
S1 S 0.47935(2) 0.69820(3) 0.34450(2) 0.01620(8) Uani 1 1 d . . . . .
O1 O 0.71870(8) 0.05625(9) 0.30546(5) 0.0216(2) Uani 1 1 d . . . . .
O2 O 0.90597(7) 0.42341(8) 0.38465(5) 0.01676(18) Uani 1 1 d . . . . .
O3 O 0.67717(8) 0.12185(8) 0.41276(5) 0.01951(19) Uani 1 1 d . . . . .
O4 O 0.58366(6) 0.44733(8) 0.38116(5) 0.01223(16) Uani 1 1 d . . . . .
N1 N 0.79766(8) 0.24440(9) 0.35455(6) 0.01369(19) Uani 1 1 d . . . . .
C1 C 0.79312(9) 0.37310(10) 0.47318(6) 0.0107(2) Uani 1 1 d . . . . .
H1 H 0.7273 0.3130 0.4726 0.013 Uiso 1 1 calc R . . . .
C2 C 0.83605(9) 0.35060(11) 0.40198(7) 0.0118(2) Uani 1 1 d . . . . .
C3 C 0.72597(10) 0.14044(11) 0.36355(7) 0.0151(2) Uani 1 1 d . . . . .
C4 C 0.77872(11) 0.10704(13) 0.25120(8) 0.0214(3) Uani 1 1 d . . . . .
H4A H 0.7243 0.1352 0.2048 0.026 Uiso 1 1 calc R . . . .
H4B H 0.8297 0.0390 0.2381 0.026 Uiso 1 1 calc R . . . .
C5 C 0.84709(11) 0.22379(13) 0.28933(7) 0.0197(3) Uani 1 1 d . . . . .
H5A H 0.9292 0.2026 0.3048 0.024 Uiso 1 1 calc R . . . .
H5B H 0.8366 0.3021 0.2562 0.024 Uiso 1 1 calc R . . . .
C6 C 0.88968(9) 0.33963(10) 0.54189(6) 0.0112(2) Uani 1 1 d . . . . .
H6 H 0.9545 0.4015 0.5428 0.013 Uiso 1 1 calc R . . . .
C7 C 0.85021(10) 0.35545(11) 0.61519(7) 0.0153(2) Uani 1 1 d . . . . .
H7A H 0.8254 0.4475 0.6197 0.018 Uiso 1 1 calc R . . . .
H7B H 0.7842 0.2971 0.6142 0.018 Uiso 1 1 calc R . . . .
C8 C 0.94553(12) 0.32137(13) 0.68310(7) 0.0209(3) Uani 1 1 d . . . . .
H8A H 1.0090 0.3845 0.6863 0.025 Uiso 1 1 calc R . . . .
H8B H 0.9169 0.3300 0.7295 0.025 Uiso 1 1 calc R . . . .
C9 C 0.98942(12) 0.18144(13) 0.67782(8) 0.0240(3) Uani 1 1 d . . . . .
H9A H 1.0545 0.1646 0.7207 0.029 Uiso 1 1 calc R . . . .
H9B H 0.9285 0.1175 0.6806 0.029 Uiso 1 1 calc R . . . .
C10 C 1.02697(11) 0.16233(12) 0.60442(8) 0.0200(3) Uani 1 1 d . . . . .
H10A H 1.0494 0.0693 0.6002 0.024 Uiso 1 1 calc R . . . .
H10B H 1.0944 0.2182 0.6047 0.024 Uiso 1 1 calc R . . . .
C11 C 0.93203(10) 0.19810(11) 0.53643(7) 0.0154(2) Uani 1 1 d . . . . .
H11A H 0.8677 0.1362 0.5331 0.018 Uiso 1 1 calc R . . . .
H11B H 0.9606 0.1889 0.4901 0.018 Uiso 1 1 calc R . . . .
C12 C 0.75191(9) 0.51520(10) 0.47068(6) 0.0108(2) Uani 1 1 d . . . . .
C13 C 0.64759(9) 0.54637(11) 0.42293(6) 0.0110(2) Uani 1 1 d . . . . .
C14 C 0.60753(9) 0.67673(11) 0.41225(7) 0.0123(2) Uani 1 1 d . . . . .
C15 C 0.67130(9) 0.77729(11) 0.45434(7) 0.0136(2) Uani 1 1 d . . . . .
H15 H 0.6467 0.8663 0.4485 0.016 Uiso 1 1 calc R . . . .
C16 C 0.77172(9) 0.74322(11) 0.50496(7) 0.0131(2) Uani 1 1 d . . . . .
C17 C 0.81488(9) 0.61669(11) 0.51233(7) 0.0124(2) Uani 1 1 d . . . . .
H17 H 0.8864 0.5989 0.5453 0.015 Uiso 1 1 calc R . . . .
C18 C 0.49782(9) 0.39591(11) 0.41808(7) 0.0140(2) Uani 1 1 d . . . . .
H18A H 0.4504 0.4687 0.4303 0.017 Uiso 1 1 calc R . . . .
H18B H 0.5347 0.3507 0.4653 0.017 Uiso 1 1 calc R . . . .
C19 C 0.42541(11) 0.30069(13) 0.36499(8) 0.0210(3) Uani 1 1 d . . . . .
H19A H 0.3649 0.2668 0.3876 0.032 Uiso 1 1 calc GR . . . .
H19B H 0.4726 0.2274 0.3549 0.032 Uiso 1 1 calc GR . . . .
H19C H 0.3915 0.3458 0.3178 0.032 Uiso 1 1 calc GR . . . .
C20 C 0.44760(10) 0.87350(12) 0.34777(8) 0.0205(3) Uani 1 1 d . . . . .
H20 H 0.5163 0.9259 0.3441 0.025 Uiso 1 1 calc R . . . .
C21 C 0.41006(11) 0.91218(13) 0.41879(9) 0.0255(3) Uani 1 1 d . . . . .
H21A H 0.3378 0.8687 0.4194 0.038 Uiso 1 1 calc GR . . . .
H21B H 0.4001 1.0079 0.4198 0.038 Uiso 1 1 calc GR . . . .
H21C H 0.4681 0.8849 0.4629 0.038 Uiso 1 1 calc GR . . . .
C22 C 0.35310(13) 0.89673(15) 0.27766(10) 0.0349(4) Uani 1 1 d . . . . .
H22A H 0.3823 0.8797 0.2328 0.052 Uiso 1 1 calc GR . . . .
H22B H 0.3270 0.9882 0.2770 0.052 Uiso 1 1 calc GR . . . .
H22C H 0.2893 0.8372 0.2782 0.052 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
Cl1 0.01388(13) 0.01123(13) 0.03074(18) -0.00680(11) -0.00105(11) -0.00202(10)
S1 0.01345(13) 0.01790(14) 0.01447(16) 0.00125(10) -0.00257(11) 0.00211(10)
O1 0.0285(5) 0.0170(4) 0.0183(5) -0.0076(3) 0.0030(4) -0.0060(4)
O2 0.0183(4) 0.0162(4) 0.0164(4) -0.0002(3) 0.0052(3) -0.0052(3)
O3 0.0223(4) 0.0158(4) 0.0210(5) -0.0037(3) 0.0061(4) -0.0074(3)
O4 0.0117(3) 0.0143(4) 0.0099(4) -0.0028(3) 0.0010(3) -0.0037(3)
N1 0.0144(4) 0.0128(4) 0.0134(5) -0.0030(4) 0.0021(4) -0.0019(3)
C1 0.0104(4) 0.0090(5) 0.0119(5) -0.0004(4) 0.0008(4) -0.0008(4)
C2 0.0112(5) 0.0106(5) 0.0117(6) 0.0006(4) -0.0014(4) 0.0009(4)
C3 0.0144(5) 0.0117(5) 0.0165(6) -0.0028(4) -0.0021(4) -0.0011(4)
C4 0.0250(6) 0.0217(6) 0.0162(6) -0.0065(5) 0.0023(5) 0.0004(5)
C5 0.0247(6) 0.0215(6) 0.0138(6) -0.0047(5) 0.0060(5) -0.0022(5)
C6 0.0117(5) 0.0094(5) 0.0112(6) 0.0009(4) 0.0000(4) -0.0007(4)
C7 0.0180(5) 0.0143(5) 0.0134(6) 0.0015(4) 0.0030(4) -0.0003(4)
C8 0.0294(6) 0.0199(6) 0.0119(6) 0.0035(5) 0.0013(5) 0.0026(5)
C9 0.0297(7) 0.0217(6) 0.0189(7) 0.0082(5) 0.0021(5) 0.0060(5)
C10 0.0202(6) 0.0180(6) 0.0195(7) 0.0035(5) -0.0003(5) 0.0058(5)
C11 0.0169(5) 0.0119(5) 0.0160(6) 0.0007(4) 0.0009(4) 0.0024(4)
C12 0.0108(4) 0.0101(5) 0.0116(5) 0.0003(4) 0.0024(4) -0.0007(4)
C13 0.0108(5) 0.0121(5) 0.0096(5) -0.0015(4) 0.0015(4) -0.0022(4)
C14 0.0098(4) 0.0141(5) 0.0123(6) 0.0022(4) 0.0011(4) 0.0013(4)
C15 0.0122(5) 0.0109(5) 0.0175(6) 0.0011(4) 0.0027(4) 0.0007(4)
C16 0.0118(5) 0.0101(5) 0.0169(6) -0.0021(4) 0.0019(4) -0.0031(4)
C17 0.0096(4) 0.0115(5) 0.0151(6) -0.0002(4) 0.0005(4) -0.0010(4)
C18 0.0139(5) 0.0170(5) 0.0107(6) -0.0032(4) 0.0021(4) -0.0044(4)
C19 0.0173(5) 0.0290(7) 0.0162(6) -0.0075(5) 0.0026(5) -0.0103(5)
C20 0.0137(5) 0.0154(5) 0.0294(7) 0.0089(5) -0.0011(5) 0.0005(4)
C21 0.0162(6) 0.0168(6) 0.0422(9) -0.0054(6) 0.0040(6) 0.0012(5)
C22 0.0261(7) 0.0315(8) 0.0388(9) 0.0192(7) -0.0100(6) 0.0012(6)
_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
Cl1 C16 1.7448(11) . ?
S1 C14 1.7607(11) . ?
S1 C20 1.8243(13) . ?
O1 C3 1.3507(15) . ?
O1 C4 1.4500(16) . ?
O2 C2 1.2168(14) . ?
O3 C3 1.1976(15) . ?
O4 C13 1.3858(13) . ?
O4 C18 1.4561(13) . ?
N1 C2 1.3949(14) . ?
N1 C3 1.3979(15) . ?
N1 C5 1.4652(16) . ?
C1 C2 1.5245(16) . ?
C1 C6 1.5438(15) . ?
C1 C12 1.5233(14) . ?
C4 C5 1.5196(17) . ?
C6 C7 1.5299(17) . ?
C6 C11 1.5359(15) . ?
C7 C8 1.5274(17) . ?
C8 C9 1.5269(18) . ?
C9 C10 1.5239(19) . ?
C10 C11 1.5296(17) . ?
C12 C13 1.3947(15) . ?
C12 C17 1.3982(15) . ?
C13 C14 1.4073(15) . ?
C14 C15 1.3987(16) . ?
C15 C16 1.3902(16) . ?
C16 C17 1.3811(15) . ?
C18 C19 1.5012(16) . ?
C20 C21 1.521(2) . ?
C20 C22 1.5271(19) . ?
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 S1 C20 104.78(6) . . ?
C3 O1 C4 111.11(9) . . ?
C13 O4 C18 111.71(8) . . ?
C2 N1 C3 129.57(10) . . ?
C2 N1 C5 118.52(9) . . ?
C3 N1 C5 111.45(10) . . ?
C2 C1 C6 108.77(9) . . ?
C12 C1 C2 106.77(9) . . ?
C12 C1 C6 114.43(9) . . ?
O2 C2 N1 117.34(11) . . ?
O2 C2 C1 121.49(10) . . ?
N1 C2 C1 121.17(9) . . ?
O1 C3 N1 108.42(10) . . ?
O3 C3 O1 122.44(11) . . ?
O3 C3 N1 129.13(11) . . ?
O1 C4 C5 105.49(10) . . ?
N1 C5 C4 101.87(10) . . ?
C7 C6 C1 111.21(9) . . ?
C7 C6 C11 109.26(9) . . ?
C11 C6 C1 110.70(9) . . ?
C8 C7 C6 111.19(10) . . ?
C9 C8 C7 111.53(11) . . ?
C10 C9 C8 110.57(11) . . ?
C9 C10 C11 111.57(10) . . ?
C10 C11 C6 111.58(10) . . ?
C13 C12 C1 118.39(9) . . ?
C13 C12 C17 118.32(10) . . ?
C17 C12 C1 123.26(10) . . ?
O4 C13 C12 119.32(9) . . ?
O4 C13 C14 118.39(10) . . ?
C12 C13 C14 122.18(10) . . ?
C13 C14 S1 115.65(8) . . ?
C15 C14 S1 125.55(9) . . ?
C15 C14 C13 118.80(10) . . ?
C16 C15 C14 118.11(10) . . ?
C15 C16 Cl1 118.02(8) . . ?
C17 C16 Cl1 118.71(9) . . ?
C17 C16 C15 123.25(10) . . ?
C16 C17 C12 119.10(10) . . ?
O4 C18 C19 107.56(9) . . ?
C21 C20 S1 112.67(9) . . ?
C21 C20 C22 111.47(12) . . ?
C22 C20 S1 104.20(10) . . ?
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
Cl1 C16 C17 C12 174.23(9) . . . . ?
S1 C14 C15 C16 -179.16(9) . . . . ?
O1 C4 C5 N1 -12.49(13) . . . . ?
O4 C13 C14 S1 -0.97(14) . . . . ?
O4 C13 C14 C15 179.79(10) . . . . ?
C1 C6 C7 C8 179.59(9) . . . . ?
C1 C6 C11 C10 -179.40(10) . . . . ?
C1 C12 C13 O4 1.79(15) . . . . ?
C1 C12 C13 C14 -174.47(10) . . . . ?
C1 C12 C17 C16 178.40(10) . . . . ?
C2 N1 C3 O1 -175.97(11) . . . . ?
C2 N1 C3 O3 3.5(2) . . . . ?
C2 N1 C5 C4 -176.67(10) . . . . ?
C2 C1 C6 C7 -177.89(9) . . . . ?
C2 C1 C6 C11 -56.23(11) . . . . ?
C2 C1 C12 C13 75.99(12) . . . . ?
C2 C1 C12 C17 -102.20(12) . . . . ?
C3 O1 C4 C5 11.26(13) . . . . ?
C3 N1 C2 O2 174.14(11) . . . . ?
C3 N1 C2 C1 -5.04(17) . . . . ?
C3 N1 C5 C4 10.40(13) . . . . ?
C4 O1 C3 O3 175.64(11) . . . . ?
C4 O1 C3 N1 -4.82(13) . . . . ?
C5 N1 C2 O2 2.68(16) . . . . ?
C5 N1 C2 C1 -176.49(10) . . . . ?
C5 N1 C3 O1 -4.03(13) . . . . ?
C5 N1 C3 O3 175.46(12) . . . . ?
C6 C1 C2 O2 -71.09(13) . . . . ?
C6 C1 C2 N1 108.06(11) . . . . ?
C6 C1 C12 C13 -163.62(10) . . . . ?
C6 C1 C12 C17 18.19(15) . . . . ?
C6 C7 C8 C9 -57.38(13) . . . . ?
C7 C6 C11 C10 -56.59(12) . . . . ?
C7 C8 C9 C10 55.26(15) . . . . ?
C8 C9 C10 C11 -54.56(15) . . . . ?
C9 C10 C11 C6 56.14(14) . . . . ?
C11 C6 C7 C8 57.09(12) . . . . ?
C12 C1 C2 O2 52.87(13) . . . . ?
C12 C1 C2 N1 -127.99(10) . . . . ?
C12 C1 C6 C7 62.84(12) . . . . ?
C12 C1 C6 C11 -175.50(9) . . . . ?
C12 C13 C14 S1 175.32(9) . . . . ?
C12 C13 C14 C15 -3.92(17) . . . . ?
C13 O4 C18 C19 173.89(9) . . . . ?
C13 C12 C17 C16 0.21(17) . . . . ?
C13 C14 C15 C16 0.00(17) . . . . ?
C14 S1 C20 C21 -71.56(10) . . . . ?
C14 S1 C20 C22 167.44(9) . . . . ?
C14 C15 C16 Cl1 -174.38(9) . . . . ?
C14 C15 C16 C17 4.09(18) . . . . ?
C15 C16 C17 C12 -4.22(18) . . . . ?
C17 C12 C13 O4 -179.93(10) . . . . ?
C17 C12 C13 C14 3.81(17) . . . . ?
C18 O4 C13 C12 95.88(12) . . . . ?
C18 O4 C13 C14 -87.72(12) . . . . ?
C20 S1 C14 C13 177.17(9) . . . . ?
C20 S1 C14 C15 -3.65(12) . . . . ?
_iucr_refine_instructions_details
;
TITL mo_dakl365_P21n in P21/n #14
REM reset to P21/n #14
CELL 0.71073 12.0663 10.1526 18.2867 90 103.1957 90
ZERR 4 0.0006 0.0005 0.001 0 0.0021 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H Cl N O S
UNIT 88 120 4 4 16 4
L.S. 20
PLAN 20
SIZE 0.186 0.558 0.995
TEMP -173.15
LIST 4
BOND
CONF
HTAB
fmap 2
acta
REM
REM
REM
WGHT 0.039600 0.764000
FVAR 0.10578
CL1 3 0.844507 0.866286 0.563359 11.00000 0.01388 0.01123 =
0.03074 -0.00680 -0.00105 -0.00202
S1 6 0.479347 0.698204 0.344500 11.00000 0.01345 0.01790 =
0.01447 0.00125 -0.00257 0.00211
O1 5 0.718704 0.056252 0.305459 11.00000 0.02853 0.01697 =
0.01831 -0.00763 0.00299 -0.00602
O2 5 0.905966 0.423414 0.384651 11.00000 0.01829 0.01623 =
0.01636 -0.00018 0.00519 -0.00521
O3 5 0.677167 0.121850 0.412763 11.00000 0.02228 0.01579 =
0.02102 -0.00369 0.00609 -0.00742
O4 5 0.583663 0.447334 0.381164 11.00000 0.01174 0.01434 =
0.00988 -0.00282 0.00097 -0.00370
N1 4 0.797663 0.244400 0.354554 11.00000 0.01439 0.01279 =
0.01337 -0.00298 0.00209 -0.00195
C1 1 0.793120 0.373100 0.473184 11.00000 0.01035 0.00903 =
0.01189 -0.00035 0.00076 -0.00085
AFIX 13
H1 2 0.727266 0.313016 0.472639 11.00000 -1.20000
AFIX 0
C2 1 0.836046 0.350599 0.401977 11.00000 0.01117 0.01063 =
0.01170 0.00063 -0.00142 0.00087
C3 1 0.725974 0.140443 0.363553 11.00000 0.01442 0.01167 =
0.01647 -0.00276 -0.00212 -0.00107
C4 1 0.778719 0.107036 0.251204 11.00000 0.02504 0.02174 =
0.01625 -0.00653 0.00228 0.00038
AFIX 23
H4A 2 0.724275 0.135227 0.204760 11.00000 -1.20000
H4B 2 0.829731 0.039028 0.238120 11.00000 -1.20000
AFIX 0
C5 1 0.847088 0.223787 0.289334 11.00000 0.02472 0.02146 =
0.01381 -0.00475 0.00601 -0.00221
AFIX 23
H5A 2 0.929201 0.202592 0.304829 11.00000 -1.20000
H5B 2 0.836568 0.302058 0.256176 11.00000 -1.20000
AFIX 0
C6 1 0.889681 0.339630 0.541888 11.00000 0.01169 0.00941 =
0.01123 0.00093 0.00002 -0.00073
AFIX 13
H6 2 0.954504 0.401457 0.542823 11.00000 -1.20000
AFIX 0
C7 1 0.850211 0.355450 0.615186 11.00000 0.01801 0.01433 =
0.01342 0.00151 0.00303 -0.00031
AFIX 23
H7A 2 0.825415 0.447461 0.619673 11.00000 -1.20000
H7B 2 0.784186 0.297064 0.614243 11.00000 -1.20000
AFIX 0
C8 1 0.945528 0.321366 0.683104 11.00000 0.02939 0.01988 =
0.01188 0.00349 0.00130 0.00256
AFIX 23
H8A 2 1.009027 0.384452 0.686335 11.00000 -1.20000
H8B 2 0.916859 0.330021 0.729467 11.00000 -1.20000
AFIX 0
C9 1 0.989425 0.181436 0.677825 11.00000 0.02971 0.02165 =
0.01892 0.00820 0.00214 0.00596
AFIX 23
H9A 2 1.054513 0.164606 0.720722 11.00000 -1.20000
H9B 2 0.928531 0.117531 0.680560 11.00000 -1.20000
AFIX 0
C10 1 1.026972 0.162329 0.604420 11.00000 0.02019 0.01796 =
0.01947 0.00351 -0.00028 0.00576
AFIX 23
H10A 2 1.049358 0.069310 0.600239 11.00000 -1.20000
H10B 2 1.094355 0.218153 0.604748 11.00000 -1.20000
AFIX 0
C11 1 0.932029 0.198105 0.536431 11.00000 0.01692 0.01187 =
0.01595 0.00066 0.00092 0.00245
AFIX 23
H11A 2 0.867702 0.136154 0.533079 11.00000 -1.20000
H11B 2 0.960633 0.188850 0.490076 11.00000 -1.20000
AFIX 0
C12 1 0.751907 0.515201 0.470681 11.00000 0.01077 0.01011 =
0.01158 0.00029 0.00242 -0.00072
C13 1 0.647591 0.546369 0.422931 11.00000 0.01080 0.01211 =
0.00962 -0.00150 0.00147 -0.00219
C14 1 0.607531 0.676732 0.412251 11.00000 0.00982 0.01411 =
0.01230 0.00223 0.00106 0.00126
C15 1 0.671300 0.777289 0.454345 11.00000 0.01217 0.01088 =
0.01749 0.00114 0.00266 0.00074
AFIX 43
H15 2 0.646686 0.866339 0.448509 11.00000 -1.20000
AFIX 0
C16 1 0.771722 0.743221 0.504964 11.00000 0.01178 0.01006 =
0.01691 -0.00211 0.00190 -0.00306
C17 1 0.814879 0.616692 0.512331 11.00000 0.00959 0.01146 =
0.01512 -0.00017 0.00055 -0.00104
AFIX 43
H17 2 0.886384 0.598858 0.545252 11.00000 -1.20000
AFIX 0
C18 1 0.497824 0.395910 0.418081 11.00000 0.01389 0.01696 =
0.01074 -0.00320 0.00209 -0.00435
AFIX 23
H18A 2 0.450450 0.468657 0.430271 11.00000 -1.20000
H18B 2 0.534715 0.350688 0.465338 11.00000 -1.20000
AFIX 0
C19 1 0.425405 0.300692 0.364985 11.00000 0.01733 0.02896 =
0.01620 -0.00746 0.00261 -0.01027
AFIX 137
H19A 2 0.364868 0.266797 0.387575 11.00000 -1.50000
H19B 2 0.472599 0.227352 0.354923 11.00000 -1.50000
H19C 2 0.391472 0.345766 0.317796 11.00000 -1.50000
AFIX 0
C20 1 0.447596 0.873495 0.347768 11.00000 0.01371 0.01544 =
0.02936 0.00891 -0.00113 0.00048
AFIX 13
H20 2 0.516302 0.925870 0.344091 11.00000 -1.20000
AFIX 0
C21 1 0.410065 0.912183 0.418789 11.00000 0.01618 0.01683 =
0.04220 -0.00540 0.00398 0.00117
AFIX 137
H21A 2 0.337790 0.868697 0.419449 11.00000 -1.50000
H21B 2 0.400101 1.007915 0.419770 11.00000 -1.50000
H21C 2 0.468128 0.884858 0.462898 11.00000 -1.50000
AFIX 0
C22 1 0.353096 0.896734 0.277661 11.00000 0.02615 0.03149 =
0.03878 0.01923 -0.01000 0.00122
AFIX 137
H22A 2 0.382327 0.879672 0.232773 11.00000 -1.50000
H22B 2 0.326968 0.988215 0.276993 11.00000 -1.50000
H22C 2 0.289348 0.837227 0.278228 11.00000 -1.50000
AFIX 0
HKLF 4
REM mo_dakl365_P21n in P21/n #14
REM R1 = 0.0366 for 5250 Fo > 4sig(Fo) and 0.0497 for all 6407 data
REM 265 parameters refined using 0 restraints
END
WGHT 0.0396 0.7640
REM Instructions for potential hydrogen bonds
HTAB C1 O3
EQIV $1 -x+2, -y+1, -z+1
HTAB C17 O2_$1
REM Highest difference peak 0.463, deepest hole -0.309, 1-sigma level 0.060
Q1 1 0.5435 0.6887 0.3791 11.00000 0.05 0.46
Q2 1 0.7012 0.5330 0.4471 11.00000 0.05 0.46
Q3 1 0.8430 0.3589 0.5089 11.00000 0.05 0.46
Q4 1 0.9801 0.1781 0.5710 11.00000 0.05 0.44
Q5 1 0.7805 0.5728 0.4880 11.00000 0.05 0.39
Q6 1 0.7652 0.1995 0.3635 11.00000 0.05 0.39
Q7 1 0.7218 0.7574 0.4803 11.00000 0.05 0.38
Q8 1 0.6280 0.6134 0.4202 11.00000 0.05 0.37
Q9 1 0.5283 0.7113 0.3065 11.00000 0.05 0.36
Q10 1 0.6422 0.7269 0.4374 11.00000 0.05 0.36
Q11 1 0.9023 0.2677 0.5345 11.00000 0.05 0.35
Q12 1 0.8989 0.3318 0.6494 11.00000 0.05 0.35
Q13 1 0.7773 0.4415 0.4762 11.00000 0.05 0.34
Q14 1 0.7877 0.6802 0.5124 11.00000 0.05 0.34
Q15 1 0.4017 0.8783 0.3118 11.00000 0.05 0.33
Q16 1 0.4648 0.3571 0.3873 11.00000 0.05 0.32
Q17 1 0.8157 0.3606 0.4419 11.00000 0.05 0.32
Q18 1 0.4204 0.6857 0.3791 11.00000 0.05 0.31
Q19 1 0.7962 0.8616 0.5233 11.00000 0.05 0.31
Q20 1 0.6178 0.5012 0.4044 11.00000 0.05 0.30
REM The information below was added by Olex2.
REM
REM R1 = 0.0366 for 5250 Fo > 4sig(Fo) and 0.0497 for all 65139 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.46, deepest hole -0.31
REM Mean Shift 0, Max Shift 0.001.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0497
REM R1_gt = 0.0366
REM wR_ref = 0.0945
REM GOOF = 1.032
REM Shift_max = 0.001
REM Shift_mean = 0
REM Reflections_all = 65139
REM Reflections_gt = 5250
REM Parameters = n/a
REM Hole = -0.31
REM Peak = 0.46
REM Flack = n/a
;
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_h-m 'P 21/n'
_symmetry_int_tables_number 14
_chemical_absolute_configuration .
#######################################################################
#
# 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_madr050_fdd2
_database_code_depnum_ccdc_archive 'CCDC 1568395'
_audit_update_record
;
2017-08-11 deposited with the CCDC.
2018-03-26 downloaded from the CCDC.
;
_audit_creation_date 2017-08-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelxl_version_number 2013-2
_chemical_name_systematic
3-(2-phenyl-2-(4-(phenylthio)phenyl)acetyl)oxazolidin-2-one
_chemical_name_common ?
_chemical_formula_moiety 'C23 H19 N O3 S'
_chemical_formula_sum 'C23 H19 N O3 S'
_chemical_formula_weight 389.45
_space_group_crystal_system orthorhombic
_space_group_IT_number 43
_space_group_name_H-M_alt 'F d d 2'
_space_group_name_Hall 'F 2 -2d'
_chemical_absolute_configuration .
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'
_chemical_melting_point ?
_exptl_crystal_description block
_exptl_crystal_colour 'clear colourless'
_diffrn_ambient_temperature 130.0
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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.
;
_cell_length_a 22.362(13)
_cell_length_b 58.28(3)
_cell_length_c 5.779(4)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 7532(8)
_cell_formula_units_Z 16
_cell_measurement_reflns_used 1696
_cell_measurement_temperature 130.0
_cell_measurement_theta_max 18.532
_cell_measurement_theta_min 2.296
_shelx_estimated_absorpt_T_max 0.988
_shelx_estimated_absorpt_T_min 0.971
_exptl_absorpt_coefficient_mu 0.197
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.5916
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1330 before and 0.0640 after correction.
The Ratio of minimum to maximum transmission is 0.7939.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.374
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_F_000 3264
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.11
_exptl_crystal_size_min 0.06
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.1260
_diffrn_reflns_av_unetI/netI 0.1131
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max 26
_diffrn_reflns_limit_h_min -26
_diffrn_reflns_limit_k_max 69
_diffrn_reflns_limit_k_min -67
_diffrn_reflns_limit_l_max 6
_diffrn_reflns_limit_l_min -6
_diffrn_reflns_number 19341
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 25.349
_diffrn_reflns_theta_min 2.296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'sealed xray tube'
_diffrn_source_type 'Incoatec IuS'
_diffrn_special_details ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.798
_reflns_Friedel_fraction_full 0.997
_reflns_Friedel_fraction_max 0.988
_reflns_number_gt 2253
_reflns_number_total 3404
_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 'SAINT V8.32B (?, 2016)'
_computing_data_collection 'APEX 2 (Bruker, 2011)'
_computing_data_reduction 'SAINT V8.32B (?, 2016)'
_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 'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max 0.245
_refine_diff_density_min -0.367
_refine_diff_density_rms 0.065
_refine_ls_abs_structure_details
;
Flack x determined using 725 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack 0.18(10)
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.018
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 253
_refine_ls_number_reflns 3404
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.1154
_refine_ls_R_factor_gt 0.0627
_refine_ls_restrained_S_all 1.018
_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^)+(0.0634P)^2^]
where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1219
_refine_ls_wR_factor_ref 0.1412
_refine_special_details
;
_olex2_refinement_description
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
C2(H2)
2.b Secondary CH2 refined with riding coordinates:
C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C13(H13), C14(H14), C16(H16),
C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_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 0.42293(8) 0.02397(3) 0.7859(4) 0.0402(5) Uani 1 1 d . . . . .
O1 O 0.38654(17) -0.10245(8) 0.7863(8) 0.0325(11) Uani 1 1 d . . . . .
O2 O 0.23254(18) -0.08631(8) 1.2416(8) 0.0355(12) Uani 1 1 d . . . . .
O3 O 0.3161(2) -0.06996(9) 1.3766(8) 0.0414(13) Uani 1 1 d . . . . .
N1 N 0.3148(2) -0.09024(8) 1.0279(9) 0.0243(12) Uani 1 1 d . . . . .
C1 C 0.3740(3) -0.09064(11) 0.9558(12) 0.0271(16) Uani 1 1 d . . . . .
C2 C 0.4196(2) -0.07629(11) 1.0827(11) 0.0252(15) Uani 1 1 d . . . . .
H2 H 0.4103 -0.0773 1.2518 0.030 Uiso 1 1 calc R . . . .
C3 C 0.4828(3) -0.08564(10) 1.0468(12) 0.0256(15) Uani 1 1 d . . . . .
C4 C 0.5171(3) -0.07972(12) 0.8583(12) 0.0296(17) Uani 1 1 d . . . . .
H4 H 0.5007 -0.0698 0.7440 0.035 Uiso 1 1 calc R . . . .
C5 C 0.5751(3) -0.08785(12) 0.8311(13) 0.0386(19) Uani 1 1 d . . . . .
H5 H 0.5980 -0.0834 0.7004 0.046 Uiso 1 1 calc R . . . .
C6 C 0.5991(3) -0.10238(12) 0.9935(12) 0.0313(17) Uani 1 1 d . . . . .
H6 H 0.6388 -0.1080 0.9757 0.038 Uiso 1 1 calc R . . . .
C7 C 0.5652(3) -0.10884(14) 1.1837(12) 0.040(2) Uani 1 1 d . . . . .
H7 H 0.5813 -0.1190 1.2961 0.048 Uiso 1 1 calc R . . . .
C8 C 0.5081(3) -0.10044(12) 1.2082(11) 0.0329(18) Uani 1 1 d . . . . .
H8 H 0.4853 -0.1049 1.3395 0.039 Uiso 1 1 calc R . . . .
C9 C 0.2906(3) -0.08085(13) 1.2315(13) 0.0342(18) Uani 1 1 d . . . . .
C10 C 0.2134(3) -0.09856(12) 1.0345(13) 0.0362(17) Uani 1 1 d . . . . .
H10A H 0.1854 -0.0890 0.9428 0.043 Uiso 1 1 calc R . . . .
H10B H 0.1930 -0.1130 1.0769 0.043 Uiso 1 1 calc R . . . .
C11 C 0.2696(3) -0.10347(12) 0.8974(12) 0.0326(17) Uani 1 1 d . . . . .
H11A H 0.2791 -0.1201 0.8966 0.039 Uiso 1 1 calc R . . . .
H11B H 0.2660 -0.0979 0.7360 0.039 Uiso 1 1 calc R . . . .
C12 C 0.4144(2) -0.05136(11) 1.0114(12) 0.0259(15) Uani 1 1 d . . . . .
C13 C 0.4336(3) -0.03382(12) 1.1600(12) 0.0295(17) Uani 1 1 d . . . . .
H13 H 0.4478 -0.0376 1.3100 0.035 Uiso 1 1 calc R . . . .
C14 C 0.4324(3) -0.01123(12) 1.0927(12) 0.0286(16) Uani 1 1 d . . . . .
H14 H 0.4450 0.0003 1.1979 0.034 Uiso 1 1 calc R . . . .
C15 C 0.4128(3) -0.00497(11) 0.8715(12) 0.0283(17) Uani 1 1 d . . . . .
C16 C 0.3925(3) -0.02200(11) 0.7224(11) 0.0281(16) Uani 1 1 d . . . . .
H16 H 0.3785 -0.0181 0.5723 0.034 Uiso 1 1 calc R . . . .
C17 C 0.3927(2) -0.04478(11) 0.7939(12) 0.0276(16) Uani 1 1 d . . . . .
H17 H 0.3777 -0.0562 0.6923 0.033 Uiso 1 1 calc R . . . .
C18 C 0.3609(3) 0.02912(12) 0.5984(12) 0.0327(18) Uani 1 1 d . . . . .
C19 C 0.3723(3) 0.04075(12) 0.3895(12) 0.0346(18) Uani 1 1 d . . . . .
H19 H 0.4120 0.0449 0.3479 0.042 Uiso 1 1 calc R . . . .
C20 C 0.3246(3) 0.04595(12) 0.2455(13) 0.0388(18) Uani 1 1 d . . . . .
H20 H 0.3319 0.0538 0.1042 0.047 Uiso 1 1 calc R . . . .
C21 C 0.2668(3) 0.03999(12) 0.3025(14) 0.0412(19) Uani 1 1 d . . . . .
H21 H 0.2347 0.0436 0.2012 0.049 Uiso 1 1 calc R . . . .
C22 C 0.2561(3) 0.02872(11) 0.5084(13) 0.0353(18) Uani 1 1 d . . . . .
H22 H 0.2164 0.0245 0.5482 0.042 Uiso 1 1 calc R . . . .
C23 C 0.3028(3) 0.02348(12) 0.6579(12) 0.0318(17) Uani 1 1 d . . . . .
H23 H 0.2948 0.0160 0.8008 0.038 Uiso 1 1 calc R . . . .
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 0.0377(10) 0.0238(10) 0.0592(13) 0.0065(11) -0.0093(10) -0.0030(8)
O1 0.032(2) 0.027(3) 0.039(3) -0.008(3) 0.005(2) 0.004(2)
O2 0.025(2) 0.043(3) 0.038(3) -0.004(3) 0.005(2) -0.004(2)
O3 0.035(3) 0.051(4) 0.039(3) -0.018(3) -0.001(2) -0.003(2)
N1 0.024(3) 0.023(3) 0.026(3) -0.003(3) 0.000(2) -0.004(2)
C1 0.036(4) 0.017(4) 0.028(4) 0.001(3) -0.002(3) 0.001(3)
C2 0.022(3) 0.025(4) 0.029(4) -0.007(3) 0.005(3) -0.002(3)
C3 0.028(3) 0.015(4) 0.034(4) -0.004(3) -0.001(3) -0.002(3)
C4 0.033(4) 0.027(4) 0.029(4) -0.001(3) 0.004(3) 0.005(3)
C5 0.039(4) 0.033(5) 0.043(5) 0.003(4) 0.014(4) 0.007(3)
C6 0.023(3) 0.030(4) 0.040(5) 0.002(4) -0.001(3) -0.001(3)
C7 0.024(4) 0.051(5) 0.043(5) 0.010(4) -0.008(3) 0.007(3)
C8 0.028(4) 0.040(5) 0.030(4) 0.008(4) 0.002(3) 0.000(3)
C9 0.027(4) 0.033(5) 0.042(5) 0.001(4) 0.006(4) 0.000(3)
C10 0.027(4) 0.035(4) 0.046(5) -0.010(4) 0.004(4) -0.009(3)
C11 0.029(4) 0.030(5) 0.038(4) -0.003(4) -0.001(3) -0.006(3)
C12 0.017(3) 0.027(4) 0.034(4) -0.006(3) 0.003(3) 0.001(3)
C13 0.023(4) 0.033(5) 0.032(4) -0.005(3) -0.003(3) 0.003(3)
C14 0.026(4) 0.026(4) 0.034(4) -0.007(3) 0.001(3) -0.003(3)
C15 0.018(3) 0.021(4) 0.046(5) -0.003(3) 0.003(3) -0.002(3)
C16 0.034(4) 0.022(4) 0.028(4) -0.003(3) -0.004(3) 0.003(3)
C17 0.028(3) 0.026(4) 0.029(4) -0.011(4) -0.006(3) 0.001(3)
C18 0.032(4) 0.024(4) 0.043(5) -0.003(3) 0.000(3) 0.003(3)
C19 0.036(4) 0.020(4) 0.048(5) 0.001(4) -0.002(4) -0.001(3)
C20 0.049(5) 0.027(4) 0.040(4) -0.003(4) -0.007(4) 0.002(3)
C21 0.042(4) 0.028(4) 0.053(5) -0.004(4) -0.010(4) 0.004(3)
C22 0.034(4) 0.024(4) 0.048(5) -0.003(4) -0.003(4) 0.000(3)
C23 0.034(4) 0.021(4) 0.040(4) 0.003(3) 0.005(3) 0.001(3)
_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 C15 1.772(7) . ?
S1 C18 1.786(7) . ?
O1 C1 1.230(8) . ?
O2 C9 1.337(7) . ?
O2 C10 1.458(8) . ?
O3 C9 1.197(8) . ?
N1 C1 1.388(8) . ?
N1 C9 1.406(9) . ?
N1 C11 1.478(8) . ?
C1 C2 1.509(9) . ?
C2 C3 1.529(8) . ?
C2 C12 1.515(9) . ?
C3 C4 1.377(8) . ?
C3 C8 1.391(9) . ?
C4 C5 1.389(9) . ?
C5 C6 1.374(9) . ?
C6 C7 1.387(9) . ?
C7 C8 1.374(9) . ?
C10 C11 1.512(9) . ?
C12 C13 1.403(9) . ?
C12 C17 1.400(9) . ?
C13 C14 1.373(9) . ?
C14 C15 1.399(10) . ?
C15 C16 1.391(9) . ?
C16 C17 1.391(9) . ?
C18 C19 1.408(9) . ?
C18 C23 1.383(9) . ?
C19 C20 1.387(9) . ?
C20 C21 1.378(9) . ?
C21 C22 1.380(10) . ?
C22 C23 1.390(9) . ?
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
C15 S1 C18 103.3(3) . . ?
C9 O2 C10 111.4(5) . . ?
C1 N1 C9 128.7(5) . . ?
C1 N1 C11 119.3(5) . . ?
C9 N1 C11 111.5(5) . . ?
O1 C1 N1 117.8(6) . . ?
O1 C1 C2 122.9(6) . . ?
N1 C1 C2 119.3(6) . . ?
C1 C2 C3 111.2(5) . . ?
C1 C2 C12 110.3(5) . . ?
C12 C2 C3 112.1(5) . . ?
C4 C3 C2 122.2(6) . . ?
C4 C3 C8 117.3(6) . . ?
C8 C3 C2 120.5(6) . . ?
C3 C4 C5 121.6(7) . . ?
C6 C5 C4 119.9(7) . . ?
C5 C6 C7 119.6(6) . . ?
C8 C7 C6 119.5(6) . . ?
C7 C8 C3 122.0(6) . . ?
O2 C9 N1 108.5(6) . . ?
O3 C9 O2 123.9(6) . . ?
O3 C9 N1 127.5(6) . . ?
O2 C10 C11 106.2(5) . . ?
N1 C11 C10 101.6(5) . . ?
C13 C12 C2 120.6(6) . . ?
C17 C12 C2 122.2(6) . . ?
C17 C12 C13 117.1(6) . . ?
C14 C13 C12 121.3(6) . . ?
C13 C14 C15 121.0(6) . . ?
C14 C15 S1 117.6(5) . . ?
C16 C15 S1 123.2(5) . . ?
C16 C15 C14 118.8(6) . . ?
C17 C16 C15 119.7(6) . . ?
C16 C17 C12 121.9(6) . . ?
C19 C18 S1 117.4(5) . . ?
C23 C18 S1 122.6(6) . . ?
C23 C18 C19 119.9(6) . . ?
C20 C19 C18 118.7(6) . . ?
C21 C20 C19 121.5(7) . . ?
C20 C21 C22 119.3(7) . . ?
C21 C22 C23 120.7(6) . . ?
C18 C23 C22 119.9(7) . . ?
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
S1 C15 C16 C17 172.1(5) . . . . ?
S1 C18 C19 C20 -177.0(5) . . . . ?
S1 C18 C23 C22 177.5(5) . . . . ?
O1 C1 C2 C3 -24.1(9) . . . . ?
O1 C1 C2 C12 100.9(7) . . . . ?
O2 C10 C11 N1 -8.0(7) . . . . ?
N1 C1 C2 C3 157.6(6) . . . . ?
N1 C1 C2 C12 -77.5(7) . . . . ?
C1 N1 C9 O2 -173.9(6) . . . . ?
C1 N1 C9 O3 5.3(12) . . . . ?
C1 N1 C11 C10 179.1(6) . . . . ?
C1 C2 C3 C4 85.5(7) . . . . ?
C1 C2 C3 C8 -95.4(7) . . . . ?
C1 C2 C12 C13 155.1(6) . . . . ?
C1 C2 C12 C17 -27.5(8) . . . . ?
C2 C3 C4 C5 178.2(6) . . . . ?
C2 C3 C8 C7 -178.8(6) . . . . ?
C2 C12 C13 C14 176.3(5) . . . . ?
C2 C12 C17 C16 -174.8(5) . . . . ?
C3 C2 C12 C13 -80.5(7) . . . . ?
C3 C2 C12 C17 97.0(6) . . . . ?
C3 C4 C5 C6 0.8(11) . . . . ?
C4 C3 C8 C7 0.4(10) . . . . ?
C4 C5 C6 C7 0.0(11) . . . . ?
C5 C6 C7 C8 -0.6(11) . . . . ?
C6 C7 C8 C3 0.4(11) . . . . ?
C8 C3 C4 C5 -1.0(10) . . . . ?
C9 O2 C10 C11 7.7(8) . . . . ?
C9 N1 C1 O1 170.4(6) . . . . ?
C9 N1 C1 C2 -11.2(10) . . . . ?
C9 N1 C11 C10 6.2(7) . . . . ?
C10 O2 C9 O3 176.9(7) . . . . ?
C10 O2 C9 N1 -3.8(7) . . . . ?
C11 N1 C1 O1 -1.1(9) . . . . ?
C11 N1 C1 C2 177.3(6) . . . . ?
C11 N1 C9 O2 -1.8(7) . . . . ?
C11 N1 C9 O3 177.4(7) . . . . ?
C12 C2 C3 C4 -38.5(8) . . . . ?
C12 C2 C3 C8 140.6(6) . . . . ?
C12 C13 C14 C15 -1.2(9) . . . . ?
C13 C12 C17 C16 2.8(9) . . . . ?
C13 C14 C15 S1 -171.0(5) . . . . ?
C13 C14 C15 C16 2.3(9) . . . . ?
C14 C15 C16 C17 -0.9(9) . . . . ?
C15 S1 C18 C19 -135.3(5) . . . . ?
C15 S1 C18 C23 48.8(7) . . . . ?
C15 C16 C17 C12 -1.7(9) . . . . ?
C17 C12 C13 C14 -1.3(9) . . . . ?
C18 S1 C15 C14 -148.4(5) . . . . ?
C18 S1 C15 C16 38.6(6) . . . . ?
C18 C19 C20 C21 -0.1(11) . . . . ?
C19 C18 C23 C22 1.8(10) . . . . ?
C19 C20 C21 C22 0.5(11) . . . . ?
C20 C21 C22 C23 0.3(11) . . . . ?
C21 C22 C23 C18 -1.4(10) . . . . ?
C23 C18 C19 C20 -1.0(10) . . . . ?
_iucr_refine_instructions_details
;
TITL madr050_Fdd2 in Fdd2 #43
REM reset to Fdd2 #43
CELL 0.71073 22.3621 58.2845 5.7789 90 90 90
ZERR 16 0.0132 0.0348 0.0035 0 0 0
LATT -4
SYMM -X,-Y,+Z
SYMM 0.25-X,0.25+Y,0.25+Z
SYMM 0.25+X,0.25-Y,0.25+Z
SFAC C H N O S
UNIT 368 304 16 48 16
L.S. 4
PLAN 20
SIZE 0.06 0.11 0.15
TEMP -143.15
BOND
CONF
HTAB
fmap 2
acta
SHEL 999 0.83
OMIT 2 2 0
OMIT 0 4 0
REM
REM
REM
WGHT 0.063400
FVAR 0.03283
S1 5 0.422928 0.023973 0.785911 11.00000 0.03766 0.02381 =
0.05924 0.00653 -0.00928 -0.00302
O1 4 0.386540 -0.102449 0.786309 11.00000 0.03152 0.02735 =
0.03856 -0.00825 0.00450 0.00450
O2 4 0.232539 -0.086308 1.241577 11.00000 0.02508 0.04326 =
0.03829 -0.00415 0.00479 -0.00355
O3 4 0.316082 -0.069964 1.376648 11.00000 0.03514 0.05055 =
0.03866 -0.01796 -0.00075 -0.00279
N1 3 0.314755 -0.090237 1.027914 11.00000 0.02388 0.02284 =
0.02628 -0.00254 -0.00032 -0.00446
C1 1 0.373966 -0.090640 0.955815 11.00000 0.03608 0.01734 =
0.02782 0.00100 -0.00236 0.00094
C2 1 0.419568 -0.076291 1.082739 11.00000 0.02190 0.02493 =
0.02890 -0.00656 0.00480 -0.00239
AFIX 13
H2 2 0.410316 -0.077254 1.251760 11.00000 -1.20000
AFIX 0
C3 1 0.482753 -0.085645 1.046826 11.00000 0.02826 0.01471 =
0.03377 -0.00424 -0.00060 -0.00202
C4 1 0.517079 -0.079724 0.858323 11.00000 0.03255 0.02709 =
0.02908 -0.00086 0.00367 0.00507
AFIX 43
H4 2 0.500712 -0.069838 0.743990 11.00000 -1.20000
AFIX 0
C5 1 0.575058 -0.087846 0.831134 11.00000 0.03888 0.03329 =
0.04349 0.00319 0.01350 0.00686
AFIX 43
H5 2 0.598025 -0.083360 0.700447 11.00000 -1.20000
AFIX 0
C6 1 0.599142 -0.102377 0.993522 11.00000 0.02339 0.03037 =
0.04022 0.00189 -0.00109 -0.00144
AFIX 43
H6 2 0.638783 -0.107966 0.975708 11.00000 -1.20000
AFIX 0
C7 1 0.565212 -0.108836 1.183661 11.00000 0.02424 0.05128 =
0.04327 0.00998 -0.00774 0.00673
AFIX 43
H7 2 0.581321 -0.118993 1.296104 11.00000 -1.20000
AFIX 0
C8 1 0.508132 -0.100438 1.208231 11.00000 0.02801 0.04037 =
0.03037 0.00813 0.00199 -0.00019
AFIX 43
H8 2 0.485306 -0.104871 1.339469 11.00000 -1.20000
AFIX 0
C9 1 0.290553 -0.080852 1.231466 11.00000 0.02750 0.03328 =
0.04172 0.00115 0.00614 0.00034
C10 1 0.213400 -0.098563 1.034548 11.00000 0.02734 0.03508 =
0.04629 -0.00984 0.00363 -0.00914
AFIX 23
H10A 2 0.185440 -0.089037 0.942830 11.00000 -1.20000
H10B 2 0.193035 -0.113048 1.076895 11.00000 -1.20000
AFIX 0
C11 1 0.269563 -0.103475 0.897411 11.00000 0.02897 0.03039 =
0.03834 -0.00255 -0.00090 -0.00559
AFIX 23
H11A 2 0.279060 -0.120065 0.896572 11.00000 -1.20000
H11B 2 0.266017 -0.097948 0.736001 11.00000 -1.20000
AFIX 0
C12 1 0.414372 -0.051358 1.011380 11.00000 0.01739 0.02654 =
0.03382 -0.00590 0.00347 0.00085
C13 1 0.433637 -0.033817 1.159966 11.00000 0.02342 0.03282 =
0.03220 -0.00533 -0.00312 0.00314
AFIX 43
H13 2 0.447836 -0.037642 1.310026 11.00000 -1.20000
AFIX 0
C14 1 0.432367 -0.011227 1.092684 11.00000 0.02611 0.02563 =
0.03405 -0.00679 0.00051 -0.00272
AFIX 43
H14 2 0.444956 0.000328 1.197895 11.00000 -1.20000
AFIX 0
C15 1 0.412814 -0.004969 0.871546 11.00000 0.01774 0.02105 =
0.04610 -0.00339 0.00340 -0.00187
C16 1 0.392469 -0.021999 0.722431 11.00000 0.03416 0.02183 =
0.02839 -0.00345 -0.00355 0.00270
AFIX 43
H16 2 0.378476 -0.018082 0.572325 11.00000 -1.20000
AFIX 0
C17 1 0.392691 -0.044785 0.793945 11.00000 0.02824 0.02590 =
0.02880 -0.01114 -0.00553 0.00088
AFIX 43
H17 2 0.377689 -0.056226 0.692267 11.00000 -1.20000
AFIX 0
C18 1 0.360874 0.029123 0.598400 11.00000 0.03162 0.02367 =
0.04271 -0.00255 -0.00030 0.00270
C19 1 0.372326 0.040746 0.389458 11.00000 0.03567 0.02046 =
0.04773 0.00098 -0.00171 -0.00142
AFIX 43
H19 2 0.411952 0.044937 0.347929 11.00000 -1.20000
AFIX 0
C20 1 0.324589 0.045953 0.245471 11.00000 0.04926 0.02730 =
0.03989 -0.00298 -0.00651 0.00235
AFIX 43
H20 2 0.331898 0.053811 0.104248 11.00000 -1.20000
AFIX 0
C21 1 0.266825 0.039995 0.302504 11.00000 0.04182 0.02842 =
0.05326 -0.00405 -0.01023 0.00447
AFIX 43
H21 2 0.234723 0.043607 0.201184 11.00000 -1.20000
AFIX 0
C22 1 0.256083 0.028725 0.508356 11.00000 0.03376 0.02401 =
0.04815 -0.00283 -0.00292 -0.00046
AFIX 43
H22 2 0.216359 0.024513 0.548247 11.00000 -1.20000
AFIX 0
C23 1 0.302791 0.023475 0.657897 11.00000 0.03385 0.02104 =
0.04045 0.00269 0.00456 0.00082
AFIX 43
H23 2 0.294841 0.016017 0.800797 11.00000 -1.20000
AFIX 0
HKLF 4
REM madr050_Fdd2 in Fdd2 #43
REM R1 = 0.0627 for 2253 Fo > 4sig(Fo) and 0.1154 for all 3404 data
REM 253 parameters refined using 1 restraints
END
WGHT 0.0635 0.0000
REM Instructions for potential hydrogen bonds
HTAB C2 O3
EQIV $1 x-1/4, -y-1/4, z+1/4
HTAB C10 O1_$1
REM Highest difference peak 0.245, deepest hole -0.367, 1-sigma level 0.065
Q1 1 0.4570 0.0219 0.5567 11.00000 0.05 0.24
Q2 1 0.2720 -0.0859 0.5318 11.00000 0.05 0.24
Q3 1 0.5000 -0.0843 1.1789 11.00000 0.05 0.24
Q4 1 0.1484 -0.0850 0.6823 11.00000 0.05 0.24
Q5 1 0.5302 -0.0451 0.6254 11.00000 0.05 0.23
Q6 1 0.4220 0.0410 0.8030 11.00000 0.05 0.22
Q7 1 0.4796 0.0229 1.2167 11.00000 0.05 0.22
Q8 1 0.3178 -0.1022 0.7428 11.00000 0.05 0.22
Q9 1 0.3744 -0.1200 0.9977 11.00000 0.05 0.22
Q10 1 0.2250 -0.0883 1.4966 11.00000 0.05 0.22
Q11 1 0.3623 0.0438 0.5449 11.00000 0.05 0.22
Q12 1 0.4790 -0.0992 1.0658 11.00000 0.05 0.21
Q13 1 0.4369 0.0420 0.9944 11.00000 0.05 0.21
Q14 1 0.2562 -0.0061 0.6586 11.00000 0.05 0.21
Q15 1 0.4192 0.0079 0.8035 11.00000 0.05 0.21
Q16 1 0.4295 0.0451 0.2329 11.00000 0.05 0.21
Q17 1 0.2619 0.0431 0.5001 11.00000 0.05 0.21
Q18 1 0.1871 0.0262 0.1577 11.00000 0.05 0.21
Q19 1 0.3817 0.0241 0.9807 11.00000 0.05 0.20
Q20 1 0.6196 -0.1345 1.2459 11.00000 0.05 0.20
REM The information below was added by Olex2.
REM
REM R1 = 0.0627 for 2253 Fo > 4sig(Fo) and 0.1154 for all 19795 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.24, deepest hole -0.37
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.1154
REM R1_gt = 0.0627
REM wR_ref = 0.1412
REM GOOF = 1.018
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 19795
REM Reflections_gt = 2253
REM Parameters = n/a
REM Hole = -0.37
REM Peak = 0.24
REM Flack = 0.18(10)
;
#######################################################################
#
# 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_mo_dakl346_pca21
_database_code_depnum_ccdc_archive 'CCDC 1540804'
_audit_update_record
;
2017-03-29 deposited with the CCDC.
2018-03-26 downloaded from the CCDC.
;
_audit_creation_date 2017-03-21
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelxl_version_number 2013-2
_chemical_name_common ?
_chemical_name_systematic
'3-(1-cyclohexyl-2-oxo-2-(2-oxooxazolidin-3-yl)ethyl)-2-(methylthio)phenyl acetate'
_chemical_formula_moiety 'C20 H25 N O5 S'
_chemical_formula_sum 'C20 H25 N O5 S'
_chemical_formula_weight 391.48
_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 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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 orthorhombic
_space_group_IT_number 29
_space_group_name_H-M_alt 'P c a 21'
_space_group_name_Hall 'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'
_cell_length_a 11.7592(13)
_cell_length_b 10.1198(10)
_cell_length_c 32.161(3)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 3827.2(7)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 9017
_cell_measurement_temperature 100.0
_cell_measurement_theta_max 25.320
_cell_measurement_theta_min 2.377
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.201
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.6371
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1046 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.8549.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.359
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 1664
_exptl_crystal_size_max 0.295
_exptl_crystal_size_mid 0.152
_exptl_crystal_size_min 0.024
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0599
_diffrn_reflns_av_unetI/netI 0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 38
_diffrn_reflns_limit_l_min -38
_diffrn_reflns_number 100589
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 25.380
_diffrn_reflns_theta_min 2.378
_diffrn_ambient_temperature 100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'sealed X-ray tube'
_diffrn_source_type 'Incoatec IuSMo'
_diffrn_special_details ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.959
_reflns_Friedel_fraction_full 0.999
_reflns_Friedel_fraction_max 0.997
_reflns_number_gt 6782
_reflns_number_total 7014
_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 'APEX2 v2013.6-2'
_computing_data_collection 'APEX2 v2013.6-2'
_computing_data_reduction 'APEX2 v2013.6-2'
_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 'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max 0.754
_refine_diff_density_min -0.275
_refine_diff_density_rms 0.073
_refine_ls_abs_structure_details
;
Flack x determined using 3224 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack 0.11(2)
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.081
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 491
_refine_ls_number_reflns 7014
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0457
_refine_ls_R_factor_gt 0.0445
_refine_ls_restrained_S_all 1.080
_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^)+(0.0716P)^2^+3.0440P]
where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1147
_refine_ls_wR_factor_ref 0.1156
_refine_special_details
;
_olex2_refinement_description
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
C1A(H1A), C6A(H6A), C1B(H1B), C6B(H6B)
2.b Secondary CH2 refined with riding coordinates:
C4A(H4AA,H4AB), C5A(H5AA,H5AB), C7A(H7AA,H7AB), C8A(H8AA,H8AB), C9A(H9AA,
H9AB), C10A(H10A,H10B), C11A(H11A,H11B), C4B(H4BA,H4BB), C5B(H5BA,H5BB),
C7B(H7BA,H7BB), C8B(H8BA,H8BB), C9B(H9BA,H9BB), C10B(H10C,H10D), C11B(H11C,
H11D)
2.c Aromatic/amide H refined with riding coordinates:
C15A(H15A), C16A(H16A), C17A(H17A), C15B(H15B), C16B(H16B), C17B(H17B)
2.d Idealised Me refined as rotating group:
C18A(H18A,H18B,H18C), C20A(H20A,H20B,H20C), C18B(H18D,H18E,H18F), C20B(H20D,
H20E,H20F)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_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
S1A S 0.86824(8) 0.18747(10) 0.42940(3) 0.0141(2) Uani 1 1 d . . . . .
O1A O 0.4449(3) 0.0549(3) 0.49151(9) 0.0222(7) Uani 1 1 d . . . . .
O2A O 0.4502(2) 0.2155(3) 0.36395(9) 0.0175(6) Uani 1 1 d . . . . .
O3A O 0.6083(2) 0.0013(3) 0.45997(10) 0.0201(7) Uani 1 1 d . . . . .
O4A O 0.9864(2) 0.4133(3) 0.39035(8) 0.0152(6) Uani 1 1 d . . . . .
O5A O 0.9353(3) 0.5202(3) 0.44876(10) 0.0244(7) Uani 1 1 d . . . . .
N1A N 0.4751(3) 0.1412(3) 0.42889(11) 0.0140(7) Uani 1 1 d . . . . .
C1A C 0.6397(3) 0.1395(4) 0.37882(11) 0.0096(8) Uani 1 1 d . . . . .
H1A H 0.6754 0.0913 0.4026 0.011 Uiso 1 1 calc R . . . .
C2A C 0.5156(3) 0.1679(4) 0.38895(13) 0.0124(8) Uani 1 1 d . . . . .
C3A C 0.5189(3) 0.0608(4) 0.45965(13) 0.0152(8) Uani 1 1 d . . . . .
C4A C 0.3508(4) 0.1455(5) 0.48436(16) 0.0256(11) Uani 1 1 d . . . . .
H4AA H 0.3605 0.2274 0.5008 0.031 Uiso 1 1 calc R . . . .
H4AB H 0.2775 0.1039 0.4920 0.031 Uiso 1 1 calc R . . . .
C5A C 0.3551(4) 0.1749(4) 0.43813(16) 0.0190(10) Uani 1 1 d . . . . .
H5AA H 0.3016 0.1185 0.4223 0.023 Uiso 1 1 calc R . . . .
H5AB H 0.3386 0.2690 0.4323 0.023 Uiso 1 1 calc R . . . .
C6A C 0.6427(3) 0.0501(4) 0.33938(13) 0.0119(9) Uani 1 1 d . . . . .
H6A H 0.5980 0.0950 0.3170 0.014 Uiso 1 1 calc R . . . .
C7A C 0.7640(3) 0.0300(4) 0.32359(13) 0.0139(8) Uani 1 1 d . . . . .
H7AA H 0.7976 0.1169 0.3165 0.017 Uiso 1 1 calc R . . . .
H7AB H 0.8106 -0.0100 0.3459 0.017 Uiso 1 1 calc R . . . .
C8A C 0.7671(4) -0.0590(4) 0.28534(13) 0.0180(9) Uani 1 1 d . . . . .
H8AA H 0.8470 -0.0734 0.2768 0.022 Uiso 1 1 calc R . . . .
H8AB H 0.7268 -0.0152 0.2621 0.022 Uiso 1 1 calc R . . . .
C9A C 0.7110(4) -0.1920(4) 0.29450(13) 0.0174(9) Uani 1 1 d . . . . .
H9AA H 0.7559 -0.2395 0.3158 0.021 Uiso 1 1 calc R . . . .
H9AB H 0.7106 -0.2463 0.2689 0.021 Uiso 1 1 calc R . . . .
C10A C 0.5891(4) -0.1742(4) 0.30998(13) 0.0172(8) Uani 1 1 d . . . . .
H10A H 0.5565 -0.2614 0.3172 0.021 Uiso 1 1 calc R . . . .
H10B H 0.5421 -0.1349 0.2876 0.021 Uiso 1 1 calc R . . . .
C11A C 0.5867(4) -0.0842(4) 0.34831(13) 0.0143(8) Uani 1 1 d . . . . .
H11A H 0.6273 -0.1280 0.3715 0.017 Uiso 1 1 calc R . . . .
H11B H 0.5069 -0.0701 0.3570 0.017 Uiso 1 1 calc R . . . .
C12A C 0.7037(3) 0.2682(4) 0.37147(12) 0.0096(7) Uani 1 1 d . . . . .
C13A C 0.8098(3) 0.2918(4) 0.39042(11) 0.0102(7) Uani 1 1 d . . . . .
C14A C 0.8740(3) 0.4009(4) 0.37720(12) 0.0110(8) Uani 1 1 d . . . . .
C15A C 0.8337(3) 0.4897(4) 0.34843(13) 0.0139(8) Uani 1 1 d . . . . .
H15A H 0.8780 0.5640 0.3405 0.017 Uiso 1 1 calc R . . . .
C16A C 0.7267(4) 0.4684(4) 0.33114(13) 0.0145(8) Uani 1 1 d . . . . .
H16A H 0.6964 0.5303 0.3119 0.017 Uiso 1 1 calc R . . . .
C17A C 0.6645(3) 0.3580(4) 0.34182(12) 0.0127(8) Uani 1 1 d . . . . .
H17A H 0.5934 0.3426 0.3287 0.015 Uiso 1 1 calc R . . . .
C18A C 0.7909(4) 0.2449(4) 0.47478(13) 0.0203(9) Uani 1 1 d . . . . .
H18A H 0.7092 0.2445 0.4688 0.030 Uiso 1 1 calc GR . . . .
H18B H 0.8152 0.3350 0.4817 0.030 Uiso 1 1 calc GR . . . .
H18C H 0.8066 0.1863 0.4983 0.030 Uiso 1 1 calc GR . . . .
C19A C 1.0063(4) 0.4652(4) 0.42868(14) 0.0157(8) Uani 1 1 d . . . . .
C20A C 1.1282(4) 0.4424(5) 0.44055(15) 0.0255(10) Uani 1 1 d . . . . .
H20A H 1.1399 0.3484 0.4465 0.038 Uiso 1 1 calc GR . . . .
H20B H 1.1465 0.4946 0.4653 0.038 Uiso 1 1 calc GR . . . .
H20C H 1.1778 0.4692 0.4176 0.038 Uiso 1 1 calc GR . . . .
S1B S -0.14502(8) 0.31755(9) 0.10236(3) 0.0117(2) Uani 1 1 d . . . . .
O1B O 0.2803(2) 0.4356(3) 0.03931(9) 0.0224(7) Uani 1 1 d . . . . .
O2B O 0.2736(2) 0.2853(3) 0.16819(9) 0.0153(6) Uani 1 1 d . . . . .
O3B O 0.1187(3) 0.4949(3) 0.07008(10) 0.0206(7) Uani 1 1 d . . . . .
O4B O -0.2642(2) 0.0899(3) 0.14050(8) 0.0143(6) Uani 1 1 d . . . . .
O5B O -0.2129(3) -0.0117(3) 0.08103(10) 0.0206(7) Uani 1 1 d . . . . .
N1B N 0.2503(3) 0.3532(3) 0.10281(11) 0.0129(6) Uani 1 1 d . . . . .
C1B C 0.0846(3) 0.3615(3) 0.15279(12) 0.0094(7) Uani 1 1 d . . . . .
H1B H 0.0496 0.4104 0.1290 0.011 Uiso 1 1 calc R . . . .
C2B C 0.2080(3) 0.3312(4) 0.14262(12) 0.0094(8) Uani 1 1 d . . . . .
C3B C 0.2058(3) 0.4346(4) 0.07106(13) 0.0161(9) Uani 1 1 d . . . . .
C4B C 0.3744(4) 0.3456(5) 0.04737(15) 0.0242(10) Uani 1 1 d . . . . .
H4BA H 0.4476 0.3866 0.0394 0.029 Uiso 1 1 calc R . . . .
H4BB H 0.3648 0.2625 0.0315 0.029 Uiso 1 1 calc R . . . .
C5B C 0.3710(4) 0.3183(4) 0.09447(14) 0.0163(10) Uani 1 1 d . . . . .
H5BA H 0.3872 0.2246 0.1009 0.020 Uiso 1 1 calc R . . . .
H5BB H 0.4242 0.3759 0.1100 0.020 Uiso 1 1 calc R . . . .
C6B C 0.0812(3) 0.4500(4) 0.19197(12) 0.0093(8) Uani 1 1 d . . . . .
H6B H 0.1255 0.4052 0.2144 0.011 Uiso 1 1 calc R . . . .
C7B C -0.0405(3) 0.4701(4) 0.20744(12) 0.0116(8) Uani 1 1 d . . . . .
H7BA H -0.0743 0.3833 0.2145 0.014 Uiso 1 1 calc R . . . .
H7BB H -0.0868 0.5100 0.1850 0.014 Uiso 1 1 calc R . . . .
C8B C -0.0436(4) 0.5599(4) 0.24581(13) 0.0163(9) Uani 1 1 d . . . . .
H8BA H -0.1235 0.5746 0.2543 0.020 Uiso 1 1 calc R . . . .
H8BB H -0.0037 0.5160 0.2691 0.020 Uiso 1 1 calc R . . . .
C9B C 0.0127(4) 0.6925(4) 0.23688(13) 0.0170(9) Uani 1 1 d . . . . .
H9BA H -0.0323 0.7407 0.2157 0.020 Uiso 1 1 calc R . . . .
H9BB H 0.0136 0.7463 0.2626 0.020 Uiso 1 1 calc R . . . .
C10B C 0.1338(4) 0.6747(4) 0.22125(13) 0.0152(8) Uani 1 1 d . . . . .
H10C H 0.1812 0.6361 0.2436 0.018 Uiso 1 1 calc R . . . .
H10D H 0.1661 0.7619 0.2139 0.018 Uiso 1 1 calc R . . . .
C11B C 0.1370(3) 0.5840(4) 0.18307(13) 0.0114(9) Uani 1 1 d . . . . .
H11C H 0.2170 0.5698 0.1746 0.014 Uiso 1 1 calc R . . . .
H11D H 0.0969 0.6274 0.1597 0.014 Uiso 1 1 calc R . . . .
C12B C 0.0191(3) 0.2333(4) 0.15992(11) 0.0085(7) Uani 1 1 d . . . . .
C13B C -0.0873(3) 0.2107(4) 0.14097(12) 0.0102(7) Uani 1 1 d . . . . .
C14B C -0.1509(3) 0.1015(4) 0.15373(12) 0.0119(8) Uani 1 1 d . . . . .
C15B C -0.1110(3) 0.0114(4) 0.18217(13) 0.0136(8) Uani 1 1 d . . . . .
H15B H -0.1554 -0.0632 0.1898 0.016 Uiso 1 1 calc R . . . .
C16B C -0.0042(4) 0.0316(4) 0.19960(12) 0.0153(8) Uani 1 1 d . . . . .
H16B H 0.0255 -0.0305 0.2189 0.018 Uiso 1 1 calc R . . . .
C17B C 0.0588(3) 0.1417(4) 0.18892(11) 0.0111(8) Uani 1 1 d . . . . .
H17B H 0.1308 0.1554 0.2016 0.013 Uiso 1 1 calc R . . . .
C18B C -0.0670(4) 0.2601(4) 0.05719(13) 0.0187(9) Uani 1 1 d . . . . .
H18D H -0.0810 0.3198 0.0338 0.028 Uiso 1 1 calc GR . . . .
H18E H -0.0923 0.1708 0.0499 0.028 Uiso 1 1 calc GR . . . .
H18F H 0.0145 0.2587 0.0635 0.028 Uiso 1 1 calc GR . . . .
C19B C -0.2844(3) 0.0424(4) 0.10144(14) 0.0154(8) Uani 1 1 d . . . . .
C20B C -0.4049(4) 0.0690(5) 0.08992(15) 0.0242(10) Uani 1 1 d . . . . .
H20D H -0.4550 0.0406 0.1126 0.036 Uiso 1 1 calc GR . . . .
H20E H -0.4240 0.0201 0.0646 0.036 Uiso 1 1 calc GR . . . .
H20F H -0.4151 0.1639 0.0850 0.036 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
S1A 0.0112(5) 0.0147(5) 0.0164(5) 0.0024(4) -0.0017(4) 0.0024(4)
O1A 0.0172(16) 0.0350(18) 0.0143(15) -0.0030(13) 0.0026(12) -0.0051(13)
O2A 0.0105(14) 0.0169(14) 0.0251(16) 0.0053(12) -0.0019(12) 0.0015(11)
O3A 0.0175(15) 0.0246(18) 0.0181(18) 0.0061(12) -0.0005(12) -0.0018(15)
O4A 0.0093(13) 0.0178(14) 0.0185(15) -0.0014(11) -0.0034(11) -0.0038(12)
O5A 0.0273(17) 0.0230(16) 0.0229(17) -0.0062(13) -0.0026(13) -0.0013(14)
N1A 0.0096(16) 0.0142(16) 0.0181(17) -0.0019(15) 0.0019(14) -0.0010(13)
C1A 0.0067(17) 0.0104(18) 0.0117(19) -0.0001(15) -0.0012(14) -0.0011(14)
C2A 0.0111(19) 0.0087(17) 0.018(2) -0.0032(15) 0.0004(16) -0.0028(14)
C3A 0.010(2) 0.022(2) 0.0136(19) -0.0018(16) -0.0005(15) -0.0078(17)
C4A 0.015(2) 0.037(3) 0.025(2) -0.011(2) 0.0067(18) -0.0023(19)
C5A 0.014(2) 0.016(2) 0.027(3) -0.0108(18) 0.0053(17) -0.0044(16)
C6A 0.011(2) 0.0107(19) 0.014(2) 0.0014(16) -0.0038(14) 0.0011(15)
C7A 0.0122(19) 0.0122(18) 0.017(2) -0.0006(16) 0.0023(15) -0.0042(15)
C8A 0.017(2) 0.018(2) 0.019(2) -0.0016(17) 0.0035(17) -0.0002(16)
C9A 0.023(2) 0.0129(19) 0.016(2) -0.0038(16) 0.0002(17) 0.0026(16)
C10A 0.015(2) 0.0142(19) 0.022(2) -0.0017(16) -0.0035(17) -0.0028(16)
C11A 0.0124(19) 0.0139(19) 0.017(2) 0.0021(16) 0.0000(17) -0.0037(16)
C12A 0.0079(17) 0.0097(17) 0.0112(17) -0.0004(15) 0.0040(14) 0.0002(14)
C13A 0.0125(19) 0.0088(17) 0.0091(17) 0.0005(14) 0.0006(15) 0.0037(15)
C14A 0.0059(17) 0.015(2) 0.0121(19) -0.0026(16) 0.0011(14) -0.0023(14)
C15A 0.0180(19) 0.0114(18) 0.012(2) -0.0008(16) 0.0028(17) -0.0060(17)
C16A 0.016(2) 0.0097(17) 0.018(2) 0.0038(17) -0.0018(16) -0.0004(15)
C17A 0.0126(19) 0.0107(18) 0.0147(19) 0.0012(15) -0.0015(15) -0.0006(15)
C18A 0.025(2) 0.022(2) 0.014(2) -0.0003(16) 0.0016(17) -0.0008(19)
C19A 0.015(2) 0.0151(19) 0.017(2) 0.0026(17) -0.0040(17) -0.0070(16)
C20A 0.018(2) 0.036(3) 0.022(2) 0.0081(19) -0.0060(19) -0.0070(19)
S1B 0.0101(5) 0.0117(5) 0.0133(5) 0.0014(4) -0.0030(4) 0.0014(3)
O1B 0.0143(15) 0.0400(19) 0.0130(14) 0.0005(13) 0.0037(12) -0.0057(13)
O2B 0.0092(13) 0.0153(13) 0.0213(15) 0.0049(12) -0.0027(11) 0.0023(11)
O3B 0.0185(16) 0.0246(18) 0.0187(18) 0.0067(12) -0.0042(11) -0.0028(15)
O4B 0.0074(13) 0.0187(14) 0.0168(14) -0.0039(11) 0.0019(11) -0.0032(11)
O5B 0.0221(15) 0.0182(15) 0.0214(16) -0.0081(13) -0.0009(13) 0.0035(13)
N1B 0.0100(15) 0.0136(15) 0.0151(16) -0.0006(15) 0.0027(14) -0.0037(13)
C1B 0.0065(17) 0.0066(17) 0.0152(18) 0.0010(14) 0.0012(14) 0.0011(14)
C2B 0.0078(18) 0.0047(15) 0.0157(19) 0.0002(14) 0.0003(15) 0.0003(13)
C3B 0.013(2) 0.022(2) 0.014(2) 0.0004(16) -0.0017(16) -0.0064(17)
C4B 0.013(2) 0.040(3) 0.019(2) -0.010(2) 0.0052(18) -0.0044(19)
C5B 0.020(2) 0.0103(19) 0.018(3) 0.0005(15) 0.0147(17) 0.0015(15)
C6B 0.0072(18) 0.0089(17) 0.0118(19) 0.0005(14) 0.0008(14) -0.0008(14)
C7B 0.0099(18) 0.0100(18) 0.015(2) -0.0025(15) 0.0020(14) -0.0001(14)
C8B 0.020(2) 0.014(2) 0.015(2) -0.0027(16) 0.0032(16) 0.0013(17)
C9B 0.020(2) 0.013(2) 0.018(2) -0.0030(16) -0.0035(17) -0.0001(16)
C10B 0.018(2) 0.0121(19) 0.016(2) 0.0001(16) -0.0057(16) -0.0034(16)
C11B 0.0073(18) 0.0093(19) 0.018(2) -0.0038(16) -0.0007(15) -0.0023(14)
C12B 0.0082(17) 0.0071(17) 0.0103(17) -0.0019(14) 0.0012(14) -0.0014(14)
C13B 0.0076(18) 0.0122(18) 0.0107(18) 0.0005(14) -0.0001(15) 0.0027(15)
C14B 0.0061(17) 0.015(2) 0.014(2) -0.0062(16) 0.0008(14) -0.0010(14)
C15B 0.0164(19) 0.0091(19) 0.015(2) -0.0004(15) 0.0023(15) -0.0021(16)
C16B 0.019(2) 0.0139(19) 0.0126(19) 0.0012(17) -0.0028(17) -0.0010(16)
C17B 0.0079(19) 0.0116(18) 0.0139(19) -0.0017(15) -0.0023(15) -0.0004(14)
C18B 0.019(2) 0.026(2) 0.0112(19) -0.0019(17) 0.0003(17) -0.0030(18)
C19B 0.014(2) 0.0115(17) 0.021(2) 0.0029(17) -0.0023(18) -0.0048(14)
C20B 0.012(2) 0.034(3) 0.026(2) 0.0002(19) -0.0035(17) -0.0042(19)
_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
S1A C13A 1.777(4) . ?
S1A C18A 1.815(4) . ?
O1A C3A 1.345(5) . ?
O1A C4A 1.456(6) . ?
O2A C2A 1.213(5) . ?
O3A C3A 1.211(5) . ?
O4A C14A 1.394(5) . ?
O4A C19A 1.360(5) . ?
O5A C19A 1.194(6) . ?
N1A C2A 1.397(5) . ?
N1A C3A 1.380(6) . ?
N1A C5A 1.482(5) . ?
C1A H1A 1.0000 . ?
C1A C2A 1.523(5) . ?
C1A C6A 1.558(5) . ?
C1A C12A 1.522(5) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A C5A 1.517(7) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C6A H6A 1.0000 . ?
C6A C7A 1.528(6) . ?
C6A C11A 1.537(5) . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C7A C8A 1.525(6) . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C8A C9A 1.528(6) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C9A C10A 1.528(6) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C10A C11A 1.533(6) . ?
C11A H11A 0.9900 . ?
C11A H11B 0.9900 . ?
C12A C13A 1.409(5) . ?
C12A C17A 1.395(5) . ?
C13A C14A 1.404(5) . ?
C14A C15A 1.374(6) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.392(6) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.379(6) . ?
C17A H17A 0.9500 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C19A C20A 1.501(6) . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
S1B C13B 1.781(4) . ?
S1B C18B 1.814(4) . ?
O1B C3B 1.346(5) . ?
O1B C4B 1.456(6) . ?
O2B C2B 1.219(5) . ?
O3B C3B 1.192(5) . ?
O4B C14B 1.403(5) . ?
O4B C19B 1.366(5) . ?
O5B C19B 1.199(5) . ?
N1B C2B 1.391(5) . ?
N1B C3B 1.413(5) . ?
N1B C5B 1.486(5) . ?
C1B H1B 1.0000 . ?
C1B C2B 1.520(5) . ?
C1B C6B 1.546(5) . ?
C1B C12B 1.526(5) . ?
C4B H4BA 0.9900 . ?
C4B H4BB 0.9900 . ?
C4B C5B 1.540(7) . ?
C5B H5BA 0.9900 . ?
C5B H5BB 0.9900 . ?
C6B H6B 1.0000 . ?
C6B C7B 1.529(5) . ?
C6B C11B 1.534(5) . ?
C7B H7BA 0.9900 . ?
C7B H7BB 0.9900 . ?
C7B C8B 1.533(5) . ?
C8B H8BA 0.9900 . ?
C8B H8BB 0.9900 . ?
C8B C9B 1.523(6) . ?
C9B H9BA 0.9900 . ?
C9B H9BB 0.9900 . ?
C9B C10B 1.521(6) . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C10B C11B 1.533(6) . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
C12B C13B 1.411(5) . ?
C12B C17B 1.396(5) . ?
C13B C14B 1.395(6) . ?
C14B C15B 1.375(6) . ?
C15B H15B 0.9500 . ?
C15B C16B 1.390(6) . ?
C16B H16B 0.9500 . ?
C16B C17B 1.382(5) . ?
C17B H17B 0.9500 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19B C20B 1.489(6) . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 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
C13A S1A C18A 100.54(19) . . ?
C3A O1A C4A 110.1(3) . . ?
C19A O4A C14A 118.3(3) . . ?
C2A N1A C5A 117.7(3) . . ?
C3A N1A C2A 130.2(3) . . ?
C3A N1A C5A 110.3(3) . . ?
C2A C1A H1A 109.3 . . ?
C2A C1A C6A 107.8(3) . . ?
C6A C1A H1A 109.3 . . ?
C12A C1A H1A 109.3 . . ?
C12A C1A C2A 110.2(3) . . ?
C12A C1A C6A 111.1(3) . . ?
O2A C2A N1A 118.0(4) . . ?
O2A C2A C1A 122.8(4) . . ?
N1A C2A C1A 119.2(3) . . ?
O1A C3A N1A 109.3(4) . . ?
O3A C3A O1A 122.2(4) . . ?
O3A C3A N1A 128.5(4) . . ?
O1A C4A H4AA 110.8 . . ?
O1A C4A H4AB 110.8 . . ?
O1A C4A C5A 104.6(3) . . ?
H4AA C4A H4AB 108.9 . . ?
C5A C4A H4AA 110.8 . . ?
C5A C4A H4AB 110.8 . . ?
N1A C5A C4A 100.6(4) . . ?
N1A C5A H5AA 111.7 . . ?
N1A C5A H5AB 111.7 . . ?
C4A C5A H5AA 111.7 . . ?
C4A C5A H5AB 111.7 . . ?
H5AA C5A H5AB 109.4 . . ?
C1A C6A H6A 108.1 . . ?
C7A C6A C1A 111.6(3) . . ?
C7A C6A H6A 108.1 . . ?
C7A C6A C11A 110.1(3) . . ?
C11A C6A C1A 110.6(3) . . ?
C11A C6A H6A 108.1 . . ?
C6A C7A H7AA 109.3 . . ?
C6A C7A H7AB 109.3 . . ?
H7AA C7A H7AB 107.9 . . ?
C8A C7A C6A 111.7(3) . . ?
C8A C7A H7AA 109.3 . . ?
C8A C7A H7AB 109.3 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
C7A C8A C9A 110.8(3) . . ?
H8AA C8A H8AB 108.1 . . ?
C9A C8A H8AA 109.5 . . ?
C9A C8A H8AB 109.5 . . ?
C8A C9A H9AA 109.4 . . ?
C8A C9A H9AB 109.4 . . ?
C8A C9A C10A 111.4(3) . . ?
H9AA C9A H9AB 108.0 . . ?
C10A C9A H9AA 109.4 . . ?
C10A C9A H9AB 109.4 . . ?
C9A C10A H10A 109.6 . . ?
C9A C10A H10B 109.6 . . ?
C9A C10A C11A 110.4(3) . . ?
H10A C10A H10B 108.1 . . ?
C11A C10A H10A 109.6 . . ?
C11A C10A H10B 109.6 . . ?
C6A C11A H11A 109.3 . . ?
C6A C11A H11B 109.3 . . ?
C10A C11A C6A 111.6(3) . . ?
C10A C11A H11A 109.3 . . ?
C10A C11A H11B 109.3 . . ?
H11A C11A H11B 108.0 . . ?
C13A C12A C1A 121.0(3) . . ?
C17A C12A C1A 120.0(3) . . ?
C17A C12A C13A 118.5(3) . . ?
C12A C13A S1A 123.2(3) . . ?
C14A C13A S1A 118.2(3) . . ?
C14A C13A C12A 118.6(3) . . ?
O4A C14A C13A 119.3(3) . . ?
C15A C14A O4A 118.2(3) . . ?
C15A C14A C13A 122.2(3) . . ?
C14A C15A H15A 120.7 . . ?
C14A C15A C16A 118.6(4) . . ?
C16A C15A H15A 120.7 . . ?
C15A C16A H16A 119.8 . . ?
C17A C16A C15A 120.3(4) . . ?
C17A C16A H16A 119.8 . . ?
C12A C17A H17A 119.2 . . ?
C16A C17A C12A 121.5(4) . . ?
C16A C17A H17A 119.2 . . ?
S1A C18A H18A 109.5 . . ?
S1A C18A H18B 109.5 . . ?
S1A C18A H18C 109.5 . . ?
H18A C18A H18B 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
O4A C19A C20A 109.6(4) . . ?
O5A C19A O4A 123.3(4) . . ?
O5A C19A C20A 127.0(4) . . ?
C19A C20A H20A 109.5 . . ?
C19A C20A H20B 109.5 . . ?
C19A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C13B S1B C18B 99.85(19) . . ?
C3B O1B C4B 110.8(3) . . ?
C19B O4B C14B 118.3(3) . . ?
C2B N1B C3B 128.7(3) . . ?
C2B N1B C5B 118.0(3) . . ?
C3B N1B C5B 111.2(3) . . ?
C2B C1B H1B 109.1 . . ?
C2B C1B C6B 108.5(3) . . ?
C2B C1B C12B 110.0(3) . . ?
C6B C1B H1B 109.1 . . ?
C12B C1B H1B 109.1 . . ?
C12B C1B C6B 110.9(3) . . ?
O2B C2B N1B 117.1(3) . . ?
O2B C2B C1B 122.4(3) . . ?
N1B C2B C1B 120.5(3) . . ?
O1B C3B N1B 108.1(4) . . ?
O3B C3B O1B 122.4(4) . . ?
O3B C3B N1B 129.5(4) . . ?
O1B C4B H4BA 110.6 . . ?
O1B C4B H4BB 110.6 . . ?
O1B C4B C5B 105.5(3) . . ?
H4BA C4B H4BB 108.8 . . ?
C5B C4B H4BA 110.6 . . ?
C5B C4B H4BB 110.6 . . ?
N1B C5B C4B 99.2(4) . . ?
N1B C5B H5BA 111.9 . . ?
N1B C5B H5BB 111.9 . . ?
C4B C5B H5BA 111.9 . . ?
C4B C5B H5BB 111.9 . . ?
H5BA C5B H5BB 109.6 . . ?
C1B C6B H6B 108.2 . . ?
C7B C6B C1B 111.5(3) . . ?
C7B C6B H6B 108.2 . . ?
C7B C6B C11B 110.1(3) . . ?
C11B C6B C1B 110.4(3) . . ?
C11B C6B H6B 108.2 . . ?
C6B C7B H7BA 109.4 . . ?
C6B C7B H7BB 109.4 . . ?
C6B C7B C8B 111.3(3) . . ?
H7BA C7B H7BB 108.0 . . ?
C8B C7B H7BA 109.4 . . ?
C8B C7B H7BB 109.4 . . ?
C7B C8B H8BA 109.4 . . ?
C7B C8B H8BB 109.4 . . ?
H8BA C8B H8BB 108.0 . . ?
C9B C8B C7B 111.1(3) . . ?
C9B C8B H8BA 109.4 . . ?
C9B C8B H8BB 109.4 . . ?
C8B C9B H9BA 109.3 . . ?
C8B C9B H9BB 109.3 . . ?
H9BA C9B H9BB 108.0 . . ?
C10B C9B C8B 111.4(3) . . ?
C10B C9B H9BA 109.3 . . ?
C10B C9B H9BB 109.3 . . ?
C9B C10B H10C 109.4 . . ?
C9B C10B H10D 109.4 . . ?
C9B C10B C11B 111.0(3) . . ?
H10C C10B H10D 108.0 . . ?
C11B C10B H10C 109.4 . . ?
C11B C10B H10D 109.4 . . ?
C6B C11B H11C 109.3 . . ?
C6B C11B H11D 109.3 . . ?
C10B C11B C6B 111.7(3) . . ?
C10B C11B H11C 109.3 . . ?
C10B C11B H11D 109.3 . . ?
H11C C11B H11D 107.9 . . ?
C13B C12B C1B 121.4(3) . . ?
C17B C12B C1B 119.8(3) . . ?
C17B C12B C13B 118.5(3) . . ?
C12B C13B S1B 122.7(3) . . ?
C14B C13B S1B 118.8(3) . . ?
C14B C13B C12B 118.5(3) . . ?
C13B C14B O4B 119.1(4) . . ?
C15B C14B O4B 118.0(4) . . ?
C15B C14B C13B 122.6(4) . . ?
C14B C15B H15B 120.7 . . ?
C14B C15B C16B 118.6(4) . . ?
C16B C15B H15B 120.7 . . ?
C15B C16B H16B 119.9 . . ?
C17B C16B C15B 120.2(4) . . ?
C17B C16B H16B 119.9 . . ?
C12B C17B H17B 119.2 . . ?
C16B C17B C12B 121.5(3) . . ?
C16B C17B H17B 119.2 . . ?
S1B C18B H18D 109.5 . . ?
S1B C18B H18E 109.5 . . ?
S1B C18B H18F 109.5 . . ?
H18D C18B H18E 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
O4B C19B C20B 109.3(4) . . ?
O5B C19B O4B 122.8(4) . . ?
O5B C19B C20B 127.8(4) . . ?
C19B C20B H20D 109.5 . . ?
C19B C20B H20E 109.5 . . ?
C19B C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
_iucr_refine_instructions_details
;
TITL mo_dakl346_P1 in P1 #1 Pca21
CELL 0.71073 11.7592 10.1198 32.161 90 90 90
ZERR 8 0.0013 0.001 0.003 0 0 0
LATT -1
SYMM -X,-Y,0.5+Z
SYMM 0.5-X,+Y,0.5+Z
SYMM 0.5+X,-Y,+Z
SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
11.5 0.68 12.01
SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 0.35 =
1.008
SFAC N 12.213 0.006 3.132 9.893 2.013 28.998 1.166 0.583 -11.529 0.006 =
0.003 19.6 0.68 14.01
SFAC O 3.049 13.277 2.287 5.701 1.546 0.324 0.867 32.909 0.251 0.011 0.006 =
32.5 0.68 16
SFAC S 6.905 1.468 5.203 22.215 1.438 0.254 1.586 56.172 0.867 0.125 0.123 =
532 1.04 32.07
UNIT 160 200 8 40 8
L.S. 20
PLAN 20
TEMP -173.15
BOND $H
fmap 2 53
acta
OMIT 2 1 1
OMIT 2 1 -1
OMIT 0 1 -4
OMIT 0 1 4
OMIT 0 3 6
REM
REM
REM
WGHT 0.071600 3.044000
FVAR 0.10249
S1A 5 0.868237 0.187468 0.429397 11.00000 0.01118 0.01471 =
0.01640 0.00235 -0.00170 0.00241
O1A 4 0.444946 0.054922 0.491508 11.00000 0.01719 0.03502 =
0.01427 -0.00299 0.00258 -0.00515
O2A 4 0.450163 0.215462 0.363950 11.00000 0.01051 0.01691 =
0.02509 0.00531 -0.00191 0.00151
O3A 4 0.608270 0.001321 0.459971 11.00000 0.01746 0.02459 =
0.01814 0.00606 -0.00050 -0.00180
O4A 4 0.986379 0.413305 0.390354 11.00000 0.00935 0.01776 =
0.01848 -0.00139 -0.00335 -0.00377
O5A 4 0.935315 0.520245 0.448760 11.00000 0.02732 0.02300 =
0.02294 -0.00623 -0.00260 -0.00128
N1A 3 0.475070 0.141153 0.428888 11.00000 0.00961 0.01421 =
0.01813 -0.00189 0.00185 -0.00101
C1A 1 0.639729 0.139547 0.378822 11.00000 0.00671 0.01037 =
0.01166 -0.00014 -0.00122 -0.00115
AFIX 13
H1A 2 0.675353 0.091271 0.402621 11.00000 -1.20000
AFIX 0
C2A 1 0.515627 0.167932 0.388948 11.00000 0.01111 0.00868 =
0.01752 -0.00322 0.00036 -0.00285
C3A 1 0.518891 0.060845 0.459650 11.00000 0.00965 0.02221 =
0.01363 -0.00180 -0.00055 -0.00776
C4A 1 0.350777 0.145486 0.484364 11.00000 0.01529 0.03656 =
0.02480 -0.01136 0.00675 -0.00231
AFIX 23
H4AA 2 0.360465 0.227420 0.500806 11.00000 -1.20000
H4AB 2 0.277489 0.103909 0.492002 11.00000 -1.20000
AFIX 0
C5A 1 0.355067 0.174875 0.438135 11.00000 0.01432 0.01572 =
0.02711 -0.01084 0.00534 -0.00443
AFIX 23
H5AA 2 0.301577 0.118458 0.422326 11.00000 -1.20000
H5AB 2 0.338632 0.268987 0.432261 11.00000 -1.20000
AFIX 0
C6A 1 0.642688 0.050141 0.339384 11.00000 0.01058 0.01066 =
0.01438 0.00145 -0.00380 0.00112
AFIX 13
H6A 2 0.598049 0.094967 0.316990 11.00000 -1.20000
AFIX 0
C7A 1 0.764007 0.030022 0.323587 11.00000 0.01219 0.01218 =
0.01735 -0.00061 0.00226 -0.00424
AFIX 23
H7AA 2 0.797606 0.116886 0.316546 11.00000 -1.20000
H7AB 2 0.810623 -0.010003 0.345912 11.00000 -1.20000
AFIX 0
C8A 1 0.767085 -0.058955 0.285338 11.00000 0.01715 0.01777 =
0.01914 -0.00160 0.00346 -0.00020
AFIX 23
H8AA 2 0.847002 -0.073353 0.276782 11.00000 -1.20000
H8AB 2 0.726804 -0.015157 0.262085 11.00000 -1.20000
AFIX 0
C9A 1 0.711011 -0.191970 0.294499 11.00000 0.02308 0.01288 =
0.01615 -0.00380 0.00018 0.00259
AFIX 23
H9AA 2 0.755895 -0.239487 0.315822 11.00000 -1.20000
H9AB 2 0.710574 -0.246323 0.268905 11.00000 -1.20000
AFIX 0
C10A 1 0.589111 -0.174207 0.309985 11.00000 0.01549 0.01424 =
0.02181 -0.00173 -0.00348 -0.00277
AFIX 23
H10A 2 0.556474 -0.261441 0.317176 11.00000 -1.20000
H10B 2 0.542066 -0.134938 0.287647 11.00000 -1.20000
AFIX 0
C11A 1 0.586742 -0.084209 0.348313 11.00000 0.01235 0.01394 =
0.01664 0.00213 0.00000 -0.00372
AFIX 23
H11A 2 0.627299 -0.128035 0.371497 11.00000 -1.20000
H11B 2 0.506917 -0.070064 0.357025 11.00000 -1.20000
AFIX 0
C12A 1 0.703656 0.268233 0.371471 11.00000 0.00787 0.00967 =
0.01124 -0.00037 0.00395 0.00024
C13A 1 0.809768 0.291787 0.390417 11.00000 0.01254 0.00881 =
0.00914 0.00049 0.00060 0.00368
C14A 1 0.873971 0.400900 0.377201 11.00000 0.00586 0.01495 =
0.01209 -0.00264 0.00106 -0.00231
C15A 1 0.833703 0.489672 0.348425 11.00000 0.01801 0.01135 =
0.01241 -0.00076 0.00281 -0.00601
AFIX 43
H15A 2 0.877957 0.564046 0.340485 11.00000 -1.20000
AFIX 0
C16A 1 0.726699 0.468385 0.331141 11.00000 0.01639 0.00971 =
0.01754 0.00383 -0.00179 -0.00041
AFIX 43
H16A 2 0.696370 0.530252 0.311890 11.00000 -1.20000
AFIX 0
C17A 1 0.664532 0.357965 0.341825 11.00000 0.01257 0.01073 =
0.01472 0.00122 -0.00146 -0.00059
AFIX 43
H17A 2 0.593387 0.342646 0.328686 11.00000 -1.20000
AFIX 0
C18A 1 0.790892 0.244935 0.474779 11.00000 0.02513 0.02200 =
0.01365 -0.00031 0.00162 -0.00080
AFIX 137
H18A 2 0.709153 0.244540 0.468838 11.00000 -1.50000
H18B 2 0.815156 0.334967 0.481653 11.00000 -1.50000
H18C 2 0.806613 0.186320 0.498344 11.00000 -1.50000
AFIX 0
C19A 1 1.006330 0.465210 0.428684 11.00000 0.01537 0.01505 =
0.01659 0.00262 -0.00401 -0.00696
C20A 1 1.128192 0.442366 0.440550 11.00000 0.01781 0.03626 =
0.02242 0.00808 -0.00597 -0.00704
AFIX 137
H20A 2 1.139893 0.348380 0.446517 11.00000 -1.50000
H20B 2 1.146492 0.494588 0.465324 11.00000 -1.50000
H20C 2 1.177763 0.469216 0.417558 11.00000 -1.50000
AFIX 0
S1B 5 -0.145016 0.317553 0.102363 11.00000 0.01009 0.01174 =
0.01326 0.00142 -0.00300 0.00140
O1B 4 0.280322 0.435633 0.039305 11.00000 0.01427 0.04000 =
0.01304 0.00052 0.00367 -0.00569
O2B 4 0.273590 0.285315 0.168190 11.00000 0.00919 0.01530 =
0.02134 0.00485 -0.00270 0.00227
O3B 4 0.118687 0.494886 0.070079 11.00000 0.01848 0.02456 =
0.01869 0.00672 -0.00416 -0.00279
O4B 4 -0.264158 0.089866 0.140499 11.00000 0.00739 0.01873 =
0.01676 -0.00385 0.00193 -0.00323
O5B 4 -0.212929 -0.011717 0.081027 11.00000 0.02214 0.01823 =
0.02137 -0.00805 -0.00095 0.00352
N1B 3 0.250316 0.353181 0.102810 11.00000 0.01002 0.01361 =
0.01505 -0.00065 0.00274 -0.00368
C1B 1 0.084553 0.361540 0.152791 11.00000 0.00648 0.00656 =
0.01522 0.00103 0.00117 0.00114
AFIX 13
H1B 2 0.049597 0.410355 0.128969 11.00000 -1.20000
AFIX 0
C2B 1 0.208049 0.331200 0.142622 11.00000 0.00780 0.00466 =
0.01571 0.00018 0.00028 0.00027
C3B 1 0.205783 0.434646 0.071064 11.00000 0.01272 0.02164 =
0.01385 0.00037 -0.00172 -0.00642
C4B 1 0.374382 0.345578 0.047370 11.00000 0.01344 0.04046 =
0.01862 -0.00986 0.00522 -0.00439
AFIX 23
H4BA 2 0.447644 0.386582 0.039398 11.00000 -1.20000
H4BB 2 0.364758 0.262531 0.031485 11.00000 -1.20000
AFIX 0
C5B 1 0.370967 0.318316 0.094470 11.00000 0.02041 0.01032 =
0.01813 0.00051 0.01475 0.00151
AFIX 23
H5BA 2 0.387191 0.224552 0.100944 11.00000 -1.20000
H5BB 2 0.424241 0.375852 0.109974 11.00000 -1.20000
AFIX 0
C6B 1 0.081166 0.450015 0.191967 11.00000 0.00715 0.00894 =
0.01178 0.00051 0.00076 -0.00081
AFIX 13
H6B 2 0.125484 0.405178 0.214444 11.00000 -1.20000
AFIX 0
C7B 1 -0.040536 0.470112 0.207444 11.00000 0.00991 0.00999 =
0.01505 -0.00250 0.00198 -0.00008
AFIX 23
H7BA 2 -0.074267 0.383336 0.214507 11.00000 -1.20000
H7BB 2 -0.086826 0.510047 0.185012 11.00000 -1.20000
AFIX 0
C8B 1 -0.043587 0.559898 0.245809 11.00000 0.01950 0.01431 =
0.01496 -0.00273 0.00322 0.00133
AFIX 23
H8BA 2 -0.123544 0.574569 0.254269 11.00000 -1.20000
H8BB 2 -0.003682 0.515963 0.269123 11.00000 -1.20000
AFIX 0
C9B 1 0.012698 0.692472 0.236880 11.00000 0.02035 0.01264 =
0.01792 -0.00303 -0.00351 -0.00009
AFIX 23
H9BA 2 -0.032264 0.740658 0.215727 11.00000 -1.20000
H9BB 2 0.013580 0.746256 0.262591 11.00000 -1.20000
AFIX 0
C10B 1 0.133825 0.674675 0.221249 11.00000 0.01759 0.01209 =
0.01583 0.00008 -0.00574 -0.00338
AFIX 23
H10C 2 0.181157 0.636138 0.243632 11.00000 -1.20000
H10D 2 0.166130 0.761930 0.213884 11.00000 -1.20000
AFIX 0
C11B 1 0.137020 0.583999 0.183070 11.00000 0.00731 0.00926 =
0.01763 -0.00382 -0.00071 -0.00235
AFIX 23
H11C 2 0.217036 0.569825 0.174601 11.00000 -1.20000
H11D 2 0.096926 0.627443 0.159708 11.00000 -1.20000
AFIX 0
C12B 1 0.019080 0.233321 0.159916 11.00000 0.00818 0.00711 =
0.01030 -0.00193 0.00124 -0.00145
C13B 1 -0.087341 0.210669 0.140969 11.00000 0.00756 0.01223 =
0.01066 0.00053 -0.00009 0.00265
C14B 1 -0.150878 0.101545 0.153729 11.00000 0.00611 0.01529 =
0.01417 -0.00623 0.00083 -0.00104
C15B 1 -0.110981 0.011381 0.182170 11.00000 0.01636 0.00906 =
0.01535 -0.00039 0.00226 -0.00211
AFIX 43
H15B 2 -0.155446 -0.063195 0.189758 11.00000 -1.20000
AFIX 0
C16B 1 -0.004198 0.031600 0.199601 11.00000 0.01937 0.01387 =
0.01263 0.00118 -0.00276 -0.00104
AFIX 43
H16B 2 0.025528 -0.030475 0.218912 11.00000 -1.20000
AFIX 0
C17B 1 0.058806 0.141716 0.188918 11.00000 0.00794 0.01158 =
0.01386 -0.00169 -0.00228 -0.00039
AFIX 43
H17B 2 0.130810 0.155387 0.201603 11.00000 -1.20000
AFIX 0
C18B 1 -0.066978 0.260122 0.057191 11.00000 0.01927 0.02562 =
0.01119 -0.00188 0.00033 -0.00297
AFIX 137
H18D 2 -0.081025 0.319807 0.033751 11.00000 -1.50000
H18E 2 -0.092289 0.170808 0.049905 11.00000 -1.50000
H18F 2 0.014539 0.258722 0.063511 11.00000 -1.50000
AFIX 0
C19B 1 -0.284401 0.042443 0.101443 11.00000 0.01357 0.01148 =
0.02121 0.00292 -0.00231 -0.00483
C20B 1 -0.404929 0.069021 0.089917 11.00000 0.01186 0.03445 =
0.02637 0.00021 -0.00354 -0.00420
AFIX 137
H20D 2 -0.454976 0.040618 0.112584 11.00000 -1.50000
H20E 2 -0.423983 0.020068 0.064565 11.00000 -1.50000
H20F 2 -0.415130 0.163863 0.085018 11.00000 -1.50000
AFIX 0
HKLF 4 1 -1 1 0 -1 0 0 0 0 1
REM mo_dakl346_P1 in P1 #1 Pca21
REM R1 = 0.0445 for 6782 Fo > 4sig(Fo) and 0.0457 for all 7014 data
REM 491 parameters refined using 1 restraints
END
WGHT 0.0716 3.0440
REM Highest difference peak 0.754, deepest hole -0.275, 1-sigma level 0.073
Q1 1 0.3117 0.3186 0.1008 11.00000 0.05 0.75
Q2 1 0.4142 0.1857 0.4266 11.00000 0.05 0.65
Q3 1 0.4097 0.3139 0.1004 11.00000 0.05 0.60
Q4 1 0.9251 0.5975 0.3819 11.00000 0.05 0.44
Q5 1 -0.2131 -0.0963 0.1428 11.00000 0.05 0.43
Q6 1 0.5379 -0.1546 0.4233 11.00000 0.05 0.43
Q7 1 0.4980 -0.2161 0.3650 11.00000 0.05 0.42
Q8 1 0.9250 0.1450 0.4373 11.00000 0.05 0.42
Q9 1 0.5700 -0.0556 0.4595 11.00000 0.05 0.40
Q10 1 -0.1698 0.4224 0.0392 11.00000 0.05 0.39
Q11 1 0.6826 -0.1402 0.3803 11.00000 0.05 0.39
Q12 1 -0.1780 0.2848 0.1699 11.00000 0.05 0.37
Q13 1 0.4590 0.2048 0.1420 11.00000 0.05 0.37
Q14 1 0.7792 0.5073 0.3413 11.00000 0.05 0.37
Q15 1 0.3181 0.1960 0.4232 11.00000 0.05 0.36
Q16 1 -0.1590 0.0198 0.0805 11.00000 0.05 0.36
Q17 1 0.4876 -0.0621 0.4945 11.00000 0.05 0.35
Q18 1 0.5799 -0.1570 0.3836 11.00000 0.05 0.34
Q19 1 0.4822 -0.1808 0.3766 11.00000 0.05 0.34
Q20 1 0.1766 0.3341 0.2198 11.00000 0.05 0.34
REM The information below was added by Olex2.
REM
REM R1 = 0.0445 for 6782 Fo > 4sig(Fo) and 0.0457 for all 107213 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.75, deepest hole -0.28
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0457
REM R1_gt = 0.0445
REM wR_ref = 0.1156
REM GOOF = 1.081
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 107213
REM Reflections_gt = 6782
REM Parameters = n/a
REM Hole = -0.28
REM Peak = 0.75
REM Flack = 0.11(2)
;