# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_zhanghaibo_zys6-5_collect
_database_code_depnum_ccdc_archive 'CCDC 1987281'
loop_
_audit_author_name
_audit_author_address
'Haibo Zhang'
;South China Sea Institute of Oceanology, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-02-29 deposited with the CCDC.	2020-05-19 downloaded from the CCDC.
;
_audit_creation_date             2020-02-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        'Xanthocillin X'
_chemical_formula_moiety         'C2 H6 O S, C9 H6 N O'
_chemical_formula_sum            'C11 H12 N O2 S'
_chemical_formula_weight         222.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H24 Cl2 N2 O4 '
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4707(3)
_cell_length_b                   6.4978(2)
_cell_length_c                   13.6439(5)
_cell_angle_alpha                96.434(3)
_cell_angle_beta                 102.426(4)
_cell_angle_gamma                94.819(3)
_cell_volume                     553.23(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3518
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      73.8230
_cell_measurement_theta_min      6.9200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.439
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             234
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4537
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.078
_diffrn_reflns_theta_min         6.705
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  30.00   0.50    0.50    --    0.00 -82.00 120.00  116
  2  ω    -19.00   8.00   0.50    0.50    --    0.00 -82.00 -90.00   54
  3  ω    -46.00 -12.00   0.50    0.50    --    0.00 -77.00-180.00   68
  4  ω    -45.00   7.00   0.50    0.50    --    0.00 -77.00  30.00  104
  5  ω    -24.00  11.00   0.50    0.50    --    0.00 -82.00-120.00   70
  6  ω     55.00 122.00   0.50    0.50    --   95.20 -77.00 -30.00  134
  7  ω      6.00 109.00   0.50    0.50    --   95.20 -15.00  90.00  206
  8  ω      6.00 116.00   0.50    0.50    --   95.20 -61.00-120.00  220
  9  ω     24.00 123.00   0.50    0.50    --   95.20 -82.00-120.00  198
 10  ω    152.00 185.00   0.50    0.50    --   95.20  30.00  60.00   66
 11  ω     67.00 102.00   0.50    0.50    --   95.20 -82.00 150.00   70
 12  ω     22.00  82.00   0.50    0.50    --   95.20 -82.00  30.00  120
 13  ω     91.00 126.00   0.50    0.50    --   95.20 -82.00  30.00   70
 14  ω     44.00  71.00   0.50    0.50    --   95.20 -82.00-180.00   54
 15  ω     80.00 127.00   0.50    0.50    --   95.20  77.00  60.00   94
 16  ω     31.00  73.00   0.50    0.50    --   95.20 -61.00  90.00   84
 17  ω     80.00 138.00   0.50    0.50    --   95.20  30.00  60.00  116
 18  ω      6.00 112.00   0.50    0.50    --   95.20 -82.00  90.00  212
 19  ω     72.00 156.00   0.50    0.50    --   95.20  15.00   0.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2250881000
_diffrn_orient_matrix_UB_12      0.0838599000
_diffrn_orient_matrix_UB_13      -0.0075991000
_diffrn_orient_matrix_UB_21      0.0667553000
_diffrn_orient_matrix_UB_22      0.0494296000
_diffrn_orient_matrix_UB_23      0.1162551000
_diffrn_orient_matrix_UB_31      0.0711404000
_diffrn_orient_matrix_UB_32      -0.2194679000
_diffrn_orient_matrix_UB_33      0.0062108000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2030
_reflns_number_total             2136
_reflns_odcompleteness_completeness 99.25
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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         0.599
_refine_diff_density_min         -0.633
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.100
_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/[σ²(Fo²)+(0.1041P)²+0.0820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          ?
_olex2_refinement_description    
;
1. 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
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C7(H7), C6(H6), C10(H10), C9(H9)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C)
2.c Idealised tetrahedral OH refined as rotating group:
 O11(H11)
;
_atom_sites_solution_hydrogens   geom
_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
S2 S 0.71052(5) 0.60003(5) 0.38138(3) 0.0207(2) Uani 1 1 d . . . . .
O11 O 0.59733(17) 0.02556(18) 0.29706(9) 0.0227(3) Uani 1 1 d . . . . .
H11 H 0.632119 0.146385 0.324031 0.034 Uiso 1 1 calc GR . . . .
O1 O 0.73841(19) 0.38577(17) 0.41363(9) 0.0255(3) Uani 1 1 d . . . . .
N14 N -0.37490(19) 0.2407(2) 0.07955(10) 0.0178(3) Uani 1 1 d . . . . .
C8 C -0.0270(2) -0.0461(2) 0.12305(11) 0.0169(3) Uani 1 1 d . . . . .
C12 C -0.2394(2) -0.0891(2) 0.05725(11) 0.0173(3) Uani 1 1 d . . . . .
H12 H -0.272349 -0.225199 0.024626 0.021 Uiso 1 1 calc R . . . .
C7 C 0.1036(2) -0.2093(2) 0.12649(12) 0.0179(3) Uani 1 1 d . . . . .
H7 H 0.049362 -0.337782 0.088462 0.021 Uiso 1 1 calc R . . . .
C13 C -0.3966(2) 0.0334(2) 0.03525(11) 0.0162(3) Uani 1 1 d . . . . .
C5 C 0.3939(2) 0.0061(2) 0.24206(12) 0.0182(3) Uani 1 1 d . . . . .
C6 C 0.3091(2) -0.1848(2) 0.18436(12) 0.0191(3) Uani 1 1 d . . . . .
H6 H 0.391094 -0.295696 0.184862 0.023 Uiso 1 1 calc R . . . .
C10 C 0.2680(2) 0.1711(2) 0.24002(12) 0.0206(4) Uani 1 1 d . . . . .
H10 H 0.323207 0.299331 0.278053 0.025 Uiso 1 1 calc R . . . .
C9 C 0.0620(3) 0.1447(3) 0.18183(12) 0.0217(4) Uani 1 1 d . . . . .
H9 H -0.019497 0.255940 0.181633 0.026 Uiso 1 1 calc R . . . .
C3 C 0.9575(3) 0.6895(3) 0.35391(13) 0.0246(4) Uani 1 1 d . . . . .
H3A H 1.071609 0.682988 0.411149 0.037 Uiso 1 1 calc GR . . . .
H3B H 0.954702 0.830824 0.339794 0.037 Uiso 1 1 calc GR . . . .
H3C H 0.979002 0.602832 0.296002 0.037 Uiso 1 1 calc GR . . . .
C4 C 0.7342(3) 0.7692(3) 0.49687(13) 0.0284(4) Uani 1 1 d . . . . .
H4A H 0.612509 0.738322 0.524533 0.043 Uiso 1 1 calc GR . . . .
H4B H 0.741759 0.911405 0.483701 0.043 Uiso 1 1 calc GR . . . .
H4C H 0.861215 0.748822 0.544420 0.043 Uiso 1 1 calc GR . . . .
C15 C -0.3662(3) 0.4121(3) 0.11625(14) 0.0257(4) Uani 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
S2 0.0192(3) 0.0180(3) 0.0223(3) 0.00216(18) -0.00022(18) 0.00012(18)
O11 0.0159(6) 0.0180(6) 0.0304(6) 0.0008(5) -0.0020(5) 0.0024(4)
O1 0.0272(6) 0.0166(6) 0.0284(6) 0.0034(5) -0.0017(5) -0.0012(5)
N14 0.0136(6) 0.0154(7) 0.0234(7) 0.0027(5) 0.0019(5) 0.0025(5)
C8 0.0151(7) 0.0159(8) 0.0197(7) 0.0026(6) 0.0038(6) 0.0011(6)
C12 0.0165(7) 0.0150(7) 0.0200(7) 0.0010(6) 0.0039(6) 0.0008(6)
C7 0.0186(8) 0.0139(7) 0.0207(7) 0.0011(6) 0.0042(6) 0.0013(6)
C13 0.0165(8) 0.0126(7) 0.0195(7) 0.0009(6) 0.0052(6) 0.0000(6)
C5 0.0149(7) 0.0199(8) 0.0201(7) 0.0052(6) 0.0032(6) 0.0020(6)
C6 0.0178(7) 0.0163(8) 0.0234(8) 0.0035(6) 0.0038(6) 0.0036(6)
C10 0.0187(8) 0.0151(8) 0.0252(8) -0.0026(6) 0.0018(6) 0.0011(6)
C9 0.0200(8) 0.0175(8) 0.0265(8) 0.0004(6) 0.0027(6) 0.0060(6)
C3 0.0232(8) 0.0222(9) 0.0278(9) 0.0032(6) 0.0053(6) -0.0002(6)
C4 0.0323(9) 0.0265(9) 0.0267(9) 0.0004(7) 0.0082(7) 0.0051(7)
C15 0.0208(8) 0.0190(9) 0.0345(9) 0.0005(7) 0.0009(7) 0.0044(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
S2 O1 1.5198(11) . ?
S2 C3 1.7839(17) . ?
S2 C4 1.7874(18) . ?
O11 H11 0.8200 . ?
O11 C5 1.3557(19) . ?
N14 C13 1.3958(19) . ?
N14 C15 1.161(2) . ?
C8 C12 1.457(2) . ?
C8 C7 1.409(2) . ?
C8 C9 1.403(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.348(2) . ?
C7 H7 0.9300 . ?
C7 C6 1.379(2) . ?
C13 C13 1.469(3) 2_455 ?
C5 C6 1.393(2) . ?
C5 C10 1.399(2) . ?
C6 H6 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.383(2) . ?
C9 H9 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 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
O1 S2 C3 105.66(7) . . ?
O1 S2 C4 104.76(8) . . ?
C3 S2 C4 98.06(9) . . ?
C5 O11 H11 109.5 . . ?
C15 N14 C13 177.03(15) . . ?
C7 C8 C12 117.18(13) . . ?
C9 C8 C12 126.05(14) . . ?
C9 C8 C7 116.75(14) . . ?
C8 C12 H12 114.3 . . ?
C13 C12 C8 131.42(14) . . ?
C13 C12 H12 114.3 . . ?
C8 C7 H7 118.9 . . ?
C6 C7 C8 122.18(14) . . ?
C6 C7 H7 118.9 . . ?
N14 C13 C13 113.57(15) . 2_455 ?
C12 C13 N14 121.60(13) . . ?
C12 C13 C13 124.83(17) . 2_455 ?
O11 C5 C6 118.45(13) . . ?
O11 C5 C10 122.48(14) . . ?
C6 C5 C10 119.07(14) . . ?
C7 C6 C5 120.00(14) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C10 H10 119.8 . . ?
C9 C10 C5 120.44(15) . . ?
C9 C10 H10 119.8 . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.55(14) . . ?
C10 C9 H9 119.2 . . ?
S2 C3 H3A 109.5 . . ?
S2 C3 H3B 109.5 . . ?
S2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
S2 C4 H4A 109.5 . . ?
S2 C4 H4B 109.5 . . ?
S2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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
O11 C5 C6 C7 -179.18(14) . . . . ?
O11 C5 C10 C9 179.23(14) . . . . ?
C8 C12 C13 N14 -1.4(3) . . . . ?
C8 C12 C13 C13 178.73(16) . . . 2_455 ?
C8 C7 C6 C5 0.1(2) . . . . ?
C12 C8 C7 C6 178.53(14) . . . . ?
C12 C8 C9 C10 -178.30(15) . . . . ?
C7 C8 C12 C13 -177.65(15) . . . . ?
C7 C8 C9 C10 0.2(2) . . . . ?
C5 C10 C9 C8 -0.3(3) . . . . ?
C6 C5 C10 C9 0.2(2) . . . . ?
C10 C5 C6 C7 -0.2(2) . . . . ?
C9 C8 C12 C13 0.8(3) . . . . ?
C9 C8 C7 C6 -0.1(2) . . . . ?

_shelx_res_file                  
;
TITL zhanghaibo_zys6-5_collect_a.res in P-1
    zhanghaibo_zys6-5_collect.res
    created by SHELXL-2018/1 at 15:55:54 on 11-Feb-2020
REM Old TITL zhanghaibo_ZYS6-5_collect in P-1
REM SHELXT solution in P-1
REM R1 0.118, Rweak 0.007, Alpha 0.041, Orientation as input
REM Formula found by SHELXT: C11 N O2 Cl
CELL 1.54184 6.4707 6.4978 13.6439 96.434 102.426 94.819
ZERR 2 0.0003 0.0002 0.0005 0.003 0.004 0.003
LATT 1
SFAC C H N O S
UNIT 22 24 2 4 2

L.S. 4
PLAN  5
BOND $H
LIST 6
MORE -1
CONF
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\zhanghaibo_ZYS6-5_collect.hkl">
REM </olex2.extras>

WGHT    0.104100    0.082000
FVAR       0.99311
S2    5    0.710521    0.600034    0.381377    11.00000    0.01918    0.01796 =
         0.02233    0.00216   -0.00022    0.00012
O11   4    0.597333    0.025558    0.297059    11.00000    0.01592    0.01805 =
         0.03038    0.00084   -0.00204    0.00239
AFIX 147
H11   2    0.632119    0.146385    0.324031    11.00000   -1.50000
AFIX   0

O1    4    0.738414    0.385770    0.413630    11.00000    0.02723    0.01660 =
         0.02844    0.00341   -0.00171   -0.00123
N14   3   -0.374899    0.240665    0.079547    11.00000    0.01361    0.01541 =
         0.02338    0.00275    0.00192    0.00252
C8    1   -0.026954   -0.046084    0.123052    11.00000    0.01512    0.01589 =
         0.01970    0.00258    0.00384    0.00106
C12   1   -0.239371   -0.089103    0.057250    11.00000    0.01649    0.01500 =
         0.01997    0.00101    0.00393    0.00081
AFIX  43
H12   2   -0.272349   -0.225199    0.024626    11.00000   -1.20000
AFIX   0
C7    1    0.103584   -0.209269    0.126485    11.00000    0.01856    0.01393 =
         0.02069    0.00109    0.00419    0.00134
AFIX  43
H7    2    0.049362   -0.337782    0.088462    11.00000   -1.20000
AFIX   0
C13   1   -0.396642    0.033386    0.035255    11.00000    0.01647    0.01257 =
         0.01949    0.00087    0.00521   -0.00001
C5    1    0.393876    0.006131    0.242057    11.00000    0.01489    0.01993 =
         0.02012    0.00522    0.00323    0.00204
C6    1    0.309096   -0.184767    0.184356    11.00000    0.01780    0.01628 =
         0.02337    0.00349    0.00376    0.00356
AFIX  43
H6    2    0.391094   -0.295696    0.184862    11.00000   -1.20000
AFIX   0
C10   1    0.267996    0.171058    0.240017    11.00000    0.01868    0.01506 =
         0.02521   -0.00264    0.00178    0.00105
AFIX  43
H10   2    0.323207    0.299331    0.278053    11.00000   -1.20000
AFIX   0
C9    1    0.062009    0.144661    0.181825    11.00000    0.02002    0.01746 =
         0.02652    0.00037    0.00274    0.00603
AFIX  43
H9    2   -0.019497    0.255940    0.181633    11.00000   -1.20000
AFIX   0

C3    1    0.957473    0.689500    0.353909    11.00000    0.02317    0.02218 =
         0.02783    0.00317    0.00531   -0.00020
AFIX 137
H3A   2    1.071609    0.682988    0.411149    11.00000   -1.50000
H3B   2    0.954702    0.830824    0.339794    11.00000   -1.50000
H3C   2    0.979002    0.602832    0.296002    11.00000   -1.50000
AFIX   0
C4    1    0.734247    0.769225    0.496873    11.00000    0.03232    0.02653 =
         0.02668    0.00041    0.00820    0.00506
AFIX 137
H4A   2    0.612509    0.738322    0.524533    11.00000   -1.50000
H4B   2    0.741759    0.911405    0.483701    11.00000   -1.50000
H4C   2    0.861215    0.748822    0.544420    11.00000   -1.50000
AFIX   0

C15   1   -0.366218    0.412090    0.116248    11.00000    0.02084    0.01905 =
         0.03446    0.00048    0.00092    0.00445
HKLF 4




REM  zhanghaibo_zys6-5_collect_a.res in P-1
REM R1 =  0.0457 for    2030 Fo > 4sig(Fo)  and  0.0465 for all    2136 data
REM    139 parameters refined using      0 restraints

END

WGHT      0.1041      0.0820

REM Highest difference peak  0.599,  deepest hole -0.633,  1-sigma level  0.092
Q1    1   0.6079  0.6159  0.3190  11.00000  0.05    0.60
Q2    1  -0.1421 -0.0597  0.0821  11.00000  0.05    0.33
Q3    1   0.7099  0.6236  0.4602  11.00000  0.05    0.32
Q4    1   0.8178  0.3664  0.4782  11.00000  0.05    0.31
Q5    1   0.5351  0.6513  0.4026  11.00000  0.05    0.29
;
_shelx_res_checksum              39387
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.008
_oxdiff_exptl_absorpt_empirical_full_min 0.581
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMSO'
_chemical_compound_source        'Penicillium chrysogenum CCTCC M 2020019'
####################################################################### 
# 
# 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_khan_f4-p2_collect
_database_code_depnum_ccdc_archive 'CCDC 1987282'
loop_
_audit_author_name
_audit_author_address
'Haibo Zhang'
;South China Sea Institute of Oceanology, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-02-29 deposited with the CCDC.	2020-05-19 downloaded from the CCDC.
;
_audit_creation_date             2020-02-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
'N-[2-trans-(4-hydroxyphenyl) ethenyl] formamide'
_chemical_formula_moiety         'C9 H9 N O2'
_chemical_formula_sum            'C9 H9 N O2'
_chemical_formula_weight         163.17
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C72 H72 N8 O16 '
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'

_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.9027(9)
_cell_length_b                   6.9592(4)
_cell_length_c                   18.0598(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1621.6(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1601
_cell_measurement_temperature    105(8)
_cell_measurement_theta_max      71.8040
_cell_measurement_theta_min      4.8720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88576
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            4560
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.299
_diffrn_reflns_theta_min         4.898
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      105(8)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  25.00   0.50    5.00    --    0.00 -82.00 -30.00   52
  2  ω    -33.00  -4.00   0.50    5.00    --    0.00 -82.00 -30.00   58
  3  ω    -33.00  21.00   0.50    5.00    --    0.00 -82.00-150.00  108
  4  ω      8.00 110.00   0.50   20.00    --   95.80 -45.00  30.00  204
  5  ω     51.00  78.00   0.50   20.00    --   95.80 -15.00-150.00   54
  6  ω      9.00  35.00   0.50   20.00    --   95.80 -15.00-150.00   52
  7  ω     92.00 185.00   0.50   20.00    --   95.80  82.00 120.00  186
  8  ω     74.00 103.00   0.50   20.00    --   95.80 -45.00-120.00   58
  9  ω     24.00  59.00   0.50   20.00    --   95.80 -45.00-120.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0069909000
_diffrn_orient_matrix_UB_12      -0.1417213000
_diffrn_orient_matrix_UB_13      -0.0653207000
_diffrn_orient_matrix_UB_21      -0.0900961000
_diffrn_orient_matrix_UB_22      0.1047002000
_diffrn_orient_matrix_UB_23      -0.0387151000
_diffrn_orient_matrix_UB_31      0.0780144000
_diffrn_orient_matrix_UB_32      0.1340358000
_diffrn_orient_matrix_UB_33      -0.0388698000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1225
_reflns_number_total             1609
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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         0.215
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1609
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.068
_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/[σ²(Fo²)+(0.0592P)²+0.4113P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1227
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N9(H9), C8(H8), C6(H6), C2(H2), C5(H5), C7(H7), C3(H3), C10(H10)
2.b Idealised tetrahedral OH refined as rotating group:
 O12(H12)
;
_atom_sites_solution_hydrogens   geom
_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
O12 O 0.36986(10) 0.27477(17) 0.06399(7) 0.0286(3) Uani 1 1 d . . . . .
H12 H 0.384254 0.375552 0.042833 0.043 Uiso 1 1 calc GR . . . .
O11 O 0.38865(10) 0.90374(17) 0.48735(7) 0.0321(3) Uani 1 1 d . . . . .
N9 N 0.37564(11) 0.5772(2) 0.48310(8) 0.0257(4) Uani 1 1 d . . . . .
H9 H 0.368502 0.475473 0.509654 0.031 Uiso 1 1 calc R . . . .
C1 C 0.37711(12) 0.3548(2) 0.29263(10) 0.0234(4) Uani 1 1 d . . . . .
C8 C 0.38407(13) 0.5548(2) 0.40646(10) 0.0250(4) Uani 1 1 d . . . . .
H8 H 0.399735 0.661792 0.377700 0.030 Uiso 1 1 calc R . . . .
C4 C 0.37593(12) 0.3010(2) 0.13864(10) 0.0232(4) Uani 1 1 d . . . . .
C6 C 0.43393(13) 0.4757(2) 0.24596(9) 0.0234(4) Uani 1 1 d . . . . .
H6 H 0.472087 0.576077 0.266289 0.028 Uiso 1 1 calc R . . . .
C2 C 0.32386(13) 0.2020(2) 0.26032(10) 0.0250(4) Uani 1 1 d . . . . .
H2 H 0.288625 0.115606 0.290478 0.030 Uiso 1 1 calc R . . . .
C5 C 0.43433(13) 0.4487(2) 0.17010(9) 0.0240(4) Uani 1 1 d . . . . .
H5 H 0.473611 0.528995 0.140002 0.029 Uiso 1 1 calc R . . . .
C7 C 0.37050(12) 0.3860(2) 0.37299(10) 0.0251(4) Uani 1 1 d . . . . .
H7 H 0.355785 0.280176 0.402652 0.030 Uiso 1 1 calc R . . . .
C3 C 0.32225(13) 0.1761(3) 0.18461(10) 0.0260(4) Uani 1 1 d . . . . .
H3 H 0.285042 0.074535 0.164302 0.031 Uiso 1 1 calc R . . . .
C10 C 0.37799(13) 0.7468(2) 0.51770(11) 0.0279(4) Uani 1 1 d . . . . .
H10 H 0.371001 0.746149 0.568953 0.033 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
O12 0.0401(8) 0.0203(6) 0.0254(7) 0.0004(5) -0.0014(5) -0.0023(5)
O11 0.0417(8) 0.0200(6) 0.0347(8) -0.0013(5) 0.0008(6) -0.0018(5)
N9 0.0308(8) 0.0196(7) 0.0267(8) 0.0001(6) 0.0005(6) -0.0008(6)
C1 0.0206(8) 0.0208(8) 0.0288(10) -0.0006(7) -0.0001(7) 0.0013(6)
C8 0.0256(9) 0.0224(8) 0.0270(9) 0.0007(7) 0.0006(7) -0.0002(7)
C4 0.0246(9) 0.0193(8) 0.0258(9) -0.0017(7) -0.0004(7) 0.0037(7)
C6 0.0218(8) 0.0190(8) 0.0294(9) -0.0025(7) -0.0013(7) -0.0007(7)
C2 0.0239(9) 0.0199(8) 0.0311(10) -0.0006(7) 0.0039(7) -0.0018(7)
C5 0.0240(9) 0.0181(8) 0.0301(9) 0.0018(7) 0.0016(7) -0.0003(7)
C7 0.0240(9) 0.0209(8) 0.0303(10) 0.0019(7) 0.0003(7) 0.0011(7)
C3 0.0240(9) 0.0204(8) 0.0337(10) -0.0023(7) -0.0006(7) -0.0015(7)
C10 0.0281(9) 0.0262(9) 0.0293(10) -0.0031(7) 0.0016(7) -0.0005(7)

_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
O12 H12 0.8200 . ?
O12 C4 1.363(2) . ?
O11 C10 1.230(2) . ?
N9 H9 0.8600 . ?
N9 C8 1.397(2) . ?
N9 C10 1.336(2) . ?
C1 C6 1.399(2) . ?
C1 C2 1.394(2) . ?
C1 C7 1.470(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.333(2) . ?
C4 C5 1.395(2) . ?
C4 C3 1.387(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.383(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(2) . ?
C5 H5 0.9300 . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?

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
C4 O12 H12 109.5 . . ?
C8 N9 H9 118.0 . . ?
C10 N9 H9 118.0 . . ?
C10 N9 C8 124.06(15) . . ?
C6 C1 C7 122.44(15) . . ?
C2 C1 C6 117.71(16) . . ?
C2 C1 C7 119.84(15) . . ?
N9 C8 H8 118.8 . . ?
C7 C8 N9 122.50(17) . . ?
C7 C8 H8 118.8 . . ?
O12 C4 C5 122.19(15) . . ?
O12 C4 C3 118.64(15) . . ?
C3 C4 C5 119.17(16) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.13(16) . . ?
C5 C6 H6 119.4 . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.47(16) . . ?
C3 C2 H2 119.3 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.11(15) . . ?
C6 C5 H5 119.9 . . ?
C1 C7 H7 117.6 . . ?
C8 C7 C1 124.77(16) . . ?
C8 C7 H7 117.6 . . ?
C4 C3 H3 119.9 . . ?
C2 C3 C4 120.26(16) . . ?
C2 C3 H3 119.9 . . ?
O11 C10 N9 125.37(18) . . ?
O11 C10 H10 117.3 . . ?
N9 C10 H10 117.3 . . ?

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
O12 C4 C5 C6 176.69(15) . . . . ?
O12 C4 C3 C2 -177.90(15) . . . . ?
N9 C8 C7 C1 179.17(15) . . . . ?
C1 C6 C5 C4 1.2(2) . . . . ?
C1 C2 C3 C4 1.3(3) . . . . ?
C8 N9 C10 O11 -0.7(3) . . . . ?
C6 C1 C2 C3 -3.4(2) . . . . ?
C6 C1 C7 C8 24.3(3) . . . . ?
C2 C1 C6 C5 2.2(2) . . . . ?
C2 C1 C7 C8 -154.51(17) . . . . ?
C5 C4 C3 C2 2.2(2) . . . . ?
C7 C1 C6 C5 -176.59(15) . . . . ?
C7 C1 C2 C3 175.37(16) . . . . ?
C3 C4 C5 C6 -3.5(2) . . . . ?
C10 N9 C8 C7 -172.72(17) . . . . ?

_shelx_res_file                  
;
TITL khan_f4-p2_collect_a.res in Pbca
    khan_f4-p2_collect.res
    created by SHELXL-2018/1 at 11:05:43 on 06-Jan-2020
REM Old TITL khan_f4-p2_collect in Pbca
REM SHELXT solution in Pbca
REM R1 0.115, Rweak 0.027, Alpha 0.016, Orientation as input
REM Formula found by SHELXT: C9 N O2
CELL 1.54184 12.9027 6.9592 18.0598 90 90 90
ZERR 8 0.0009 0.0004 0.0016 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H N O
UNIT 72 72 8 16

L.S. 4
PLAN  5
BOND $H
LIST 6
MORE -1
CONF
fmap 2
ACTA
REM <olex2.extras>
REM <HklSrc "%.\\khan_f4-p2_collect.hkl">
REM </olex2.extras>

WGHT    0.059200    0.411300
FVAR       0.30896
O12   4    0.369858    0.274775    0.063993    11.00000    0.04011    0.02029 =
         0.02537    0.00037   -0.00144   -0.00234
AFIX 147
H12   2    0.384254    0.375552    0.042833    11.00000   -1.50000
AFIX   0
O11   4    0.388645    0.903745    0.487353    11.00000    0.04175    0.01998 =
         0.03471   -0.00135    0.00077   -0.00175
N9    3    0.375644    0.577199    0.483102    11.00000    0.03085    0.01962 =
         0.02669    0.00013    0.00048   -0.00081
AFIX  43
H9    2    0.368502    0.475473    0.509654    11.00000   -1.20000
AFIX   0
C1    1    0.377109    0.354756    0.292634    11.00000    0.02058    0.02080 =
         0.02885   -0.00059   -0.00008    0.00128
C8    1    0.384068    0.554816    0.406461    11.00000    0.02561    0.02238 =
         0.02705    0.00066    0.00059   -0.00018
AFIX  43
H8    2    0.399735    0.661792    0.377700    11.00000   -1.20000
AFIX   0
C4    1    0.375927    0.301035    0.138644    11.00000    0.02460    0.01929 =
         0.02576   -0.00170   -0.00037    0.00374
C6    1    0.433930    0.475728    0.245957    11.00000    0.02180    0.01903 =
         0.02942   -0.00248   -0.00133   -0.00067
AFIX  43
H6    2    0.472087    0.576077    0.266289    11.00000   -1.20000
AFIX   0
C2    1    0.323859    0.202006    0.260318    11.00000    0.02390    0.01993 =
         0.03107   -0.00063    0.00393   -0.00175
AFIX  43
H2    2    0.288625    0.115606    0.290478    11.00000   -1.20000
AFIX   0
C5    1    0.434333    0.448652    0.170099    11.00000    0.02396    0.01811 =
         0.03007    0.00180    0.00161   -0.00035
AFIX  43
H5    2    0.473611    0.528995    0.140002    11.00000   -1.20000
AFIX   0
C7    1    0.370502    0.385961    0.372994    11.00000    0.02404    0.02091 =
         0.03030    0.00191    0.00027    0.00111
AFIX  43
H7    2    0.355785    0.280176    0.402652    11.00000   -1.20000
AFIX   0
C3    1    0.322253    0.176125    0.184613    11.00000    0.02399    0.02043 =
         0.03372   -0.00229   -0.00058   -0.00148
AFIX  43
H3    2    0.285042    0.074535    0.164302    11.00000   -1.20000
AFIX   0
C10   1    0.377995    0.746816    0.517701    11.00000    0.02810    0.02616 =
         0.02932   -0.00307    0.00165   -0.00053
AFIX  43
H10   2    0.371001    0.746149    0.568953    11.00000   -1.20000
AFIX   0
HKLF 4




REM  khan_f4-p2_collect_a.res in Pbca
REM R1 =  0.0437 for    1225 Fo > 4sig(Fo)  and  0.0605 for all    1609 data
REM    110 parameters refined using      0 restraints

END

WGHT      0.0592      0.4113

REM Highest difference peak  0.215,  deepest hole -0.244,  1-sigma level  0.047
Q1    1   0.3610  0.6863  0.5883  11.00000  0.05    0.22
Q2    1   0.3827  0.7210  0.3855  11.00000  0.05    0.17
Q3    1   0.3611  0.1318  0.1090  11.00000  0.05    0.16
Q4    1   0.3190  0.2306  0.3894  11.00000  0.05    0.16
Q5    1   0.3757  0.3720  0.3100  11.00000  0.05    0.16
;
_shelx_res_checksum              7370
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.317
_oxdiff_exptl_absorpt_empirical_full_min 0.811
