# Electronic Supplementary Material (ESI) for ChemComm.
# 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_cd-ljl-dqs-b-2
_database_code_depnum_ccdc_archive 'CCDC 1966143'
loop_
_audit_author_name
_audit_author_address
'Qingsong Dai'
;Sichuan Industrial Institute of Antibiotics ,Chengdu University
China
;
_audit_update_record             
;
2019-11-16 deposited with the CCDC.	2020-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-11-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19.43 O4'
_chemical_formula_sum            'C21 H20 O4'
_chemical_formula_weight         336.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           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'
'-x+1/2, y, z+1/2'

_cell_length_a                   10.5308(10)
_cell_length_b                   18.5025(16)
_cell_length_c                   8.7370(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1702.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1524
_cell_measurement_temperature    293.9(5)
_cell_measurement_theta_max      68.1020
_cell_measurement_theta_min      6.5370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5134
_diffrn_reflns_point_group_measured_fraction_full 0.752
_diffrn_reflns_point_group_measured_fraction_max 0.731
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.763
_diffrn_reflns_theta_min         4.780
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.9(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  31.00   1.00    4.37    --  -36.54  57.00 -60.00   84
  2  ω   -108.00  -7.00   1.00    4.37    --  -36.54 -19.00 -30.00  101
  3  ω      1.00  75.00   1.00    4.37    --   36.54 -99.00 150.00   74
  4  ω     38.00 124.00   1.00   17.48    --  106.21 -45.00-150.00   86
  5  ω     37.00 109.00   1.00   17.48    --  106.21 -94.00-180.00   72
  6  ω     85.00 176.00   1.00   17.48    --  106.21  30.00 120.00   91
  7  ω     37.00 109.00   1.00   17.48    --  106.21 -94.00 -30.00   72
  8  ω     88.00 169.00   1.00   17.48    --  106.21  61.00-150.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0766335000
_diffrn_orient_matrix_UB_12      -0.0509032000
_diffrn_orient_matrix_UB_13      -0.0308021000
_diffrn_orient_matrix_UB_21      0.0323900000
_diffrn_orient_matrix_UB_22      -0.1183597000
_diffrn_orient_matrix_UB_23      -0.0780793000
_diffrn_orient_matrix_UB_31      0.0010987000
_diffrn_orient_matrix_UB_32      -0.0693899000
_diffrn_orient_matrix_UB_33      0.1551414000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.389
_reflns_Friedel_fraction_full    0.465
_reflns_Friedel_fraction_max     0.441
_reflns_number_gt                1830
_reflns_number_total             2437
_reflns_odcompleteness_completeness 99.94
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.260
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 337 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2437
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0706
_refine_ls_restrained_S_all      1.041
_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)+(0.1373P)²+0.0417P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1977
_refine_ls_wR_factor_ref         0.2240
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Rigid bond restraints
 C00L, C00Q
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Sof(H00O)=Sof(H00P)=Sof(C00Q)=Sof(H00W)=Sof(H00X)=1-FVAR(1)
 Sof(H00A)=Sof(H00J)=Sof(H00M)=Sof(H00N)=Sof(C00P)=Sof(H00U)=Sof(H00V)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C00J(H00A,H00J), C00K(H00K,H00L), C00L(H00M,H00N), C00L(H00O,H00P), C00O(H00S,
 H00T), C00P(H00U,H00V), C00Q(H00W,H00X)
4.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I), C00M(H00Q), C00N(H00R)
;
_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
O001 O 0.5174(4) 0.19671(19) 0.5078(5) 0.0832(10) Uani 1 1 d . . . . .
O002 O 0.2961(5) 0.1258(2) 0.3658(5) 0.0947(12) Uani 1 1 d . . . . .
O003 O 0.6025(5) 0.1324(3) 0.6933(6) 0.1085(15) Uani 1 1 d . . . . .
O004 O 0.3532(6) 0.0465(3) 0.5435(6) 0.1171(17) Uani 1 1 d . . . . .
C005 C 0.5950(5) 0.1454(3) 0.5591(8) 0.0835(15) Uani 1 1 d . . . . .
C006 C 0.3664(7) 0.0720(3) 0.4196(8) 0.0893(15) Uani 1 1 d . . . . .
C007 C 0.3523(5) 0.3526(3) 0.5307(6) 0.0765(12) Uani 1 1 d . . . . .
C008 C 0.3349(5) 0.2724(3) 0.5355(6) 0.0808(13) Uani 1 1 d . . . . .
C009 C 0.3759(4) 0.5057(3) 0.5322(6) 0.0762(11) Uani 1 1 d . . . . .
C00A C 0.3839(5) 0.5853(3) 0.5369(7) 0.0808(12) Uani 1 1 d . . . . .
C00B C 0.4509(7) 0.6203(4) 0.6522(8) 0.0975(17) Uani 1 1 d . . . . .
H00B H 0.4921 0.5931 0.7266 0.117 Uiso 1 1 calc R . . . .
C00C C 0.4574(8) 0.6949(4) 0.6585(9) 0.109(2) Uani 1 1 d . . . . .
H00C H 0.5041 0.7174 0.7352 0.130 Uiso 1 1 calc R . . . .
C00D C 0.4532(6) 0.3866(4) 0.5948(10) 0.1008(19) Uani 1 1 d . . . . .
H00D H 0.5169 0.3588 0.6392 0.121 Uiso 1 1 calc R . . . .
C00E C 0.2360(6) 0.2408(3) 0.4709(7) 0.0884(15) Uani 1 1 d . . . . .
H00E H 0.1775 0.2705 0.4219 0.106 Uiso 1 1 calc R . . . .
C00F C 0.2774(6) 0.4708(3) 0.4605(9) 0.1008(19) Uani 1 1 d . . . . .
H00F H 0.2164 0.4983 0.4102 0.121 Uiso 1 1 calc R . . . .
C00G C 0.3950(7) 0.7355(4) 0.5514(11) 0.1034(19) Uani 1 1 d . . . . .
H00G H 0.3974 0.7857 0.5571 0.124 Uiso 1 1 calc R . . . .
C00H C 0.4648(7) 0.4601(4) 0.5967(10) 0.104(2) Uani 1 1 d . . . . .
H00H H 0.5357 0.4803 0.6435 0.125 Uiso 1 1 calc R . . . .
C00I C 0.3232(6) 0.6283(3) 0.4296(8) 0.0907(16) Uani 1 1 d . . . . .
H00I H 0.2774 0.6064 0.3514 0.109 Uiso 1 1 calc R . . . .
C00J C 0.4677(9) 0.0496(4) 0.3064(10) 0.115(2) Uani 1 1 d . . . . .
H00A H 0.4427 0.0041 0.2600 0.138 Uiso 0.716(18) 1 calc R . P A 1
H00J H 0.4719 0.0855 0.2257 0.138 Uiso 0.716(18) 1 calc R . P A 1
C00K C 0.4303(6) 0.2270(3) 0.6178(7) 0.0859(14) Uani 1 1 d . . . . .
H00K H 0.4764 0.2563 0.6911 0.103 Uiso 1 1 calc R . . . .
H00L H 0.3877 0.1886 0.6729 0.103 Uiso 1 1 calc R . . . .
C00L C 0.6610(7) 0.1071(3) 0.4338(11) 0.108(2) Uani 1 1 d . U . . .
H00M H 0.7449 0.0937 0.4695 0.129 Uiso 0.716(18) 1 calc R . P A 1
H00N H 0.6721 0.1406 0.3495 0.129 Uiso 0.716(18) 1 calc R . P A 1
H00O H 0.6992 0.0633 0.4739 0.129 Uiso 0.284(18) 1 calc R . P A 2
H00P H 0.7286 0.1375 0.3947 0.129 Uiso 0.284(18) 1 calc R . P A 2
C00M C 0.2654(7) 0.3969(4) 0.4601(10) 0.106(2) Uani 1 1 d . . . . .
H00Q H 0.1962 0.3762 0.4106 0.128 Uiso 1 1 calc R . . . .
C00N C 0.3290(7) 0.7024(4) 0.4357(11) 0.106(2) Uani 1 1 d . . . . .
H00R H 0.2883 0.7300 0.3616 0.128 Uiso 1 1 calc R . . . .
C00O C 0.2095(6) 0.1603(4) 0.4696(8) 0.0968(17) Uani 1 1 d . . . . .
H00S H 0.2201 0.1407 0.5717 0.116 Uiso 1 1 calc R . . . .
H00T H 0.1227 0.1516 0.4373 0.116 Uiso 1 1 calc R . . . .
C00P C 0.5971(11) 0.0408(5) 0.3738(14) 0.113(4) Uani 0.716(18) 1 d . . P A 1
H00U H 0.5912 0.0062 0.4569 0.136 Uiso 0.716(18) 1 calc R . P A 1
H00V H 0.6517 0.0198 0.2962 0.136 Uiso 0.716(18) 1 calc R . P A 1
C00Q C 0.572(2) 0.0875(11) 0.303(3) 0.094(6) Uani 0.284(18) 1 d . U P A 2
H00W H 0.5476 0.1333 0.2580 0.113 Uiso 0.284(18) 1 calc R . P A 2
H00X H 0.6252 0.0637 0.2280 0.113 Uiso 0.284(18) 1 calc R . P A 2


_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
O001 C005 1.330(7) . ?
O001 C00K 1.441(7) . ?
O002 C006 1.327(8) . ?
O002 C00O 1.436(8) . ?
O003 C005 1.200(9) . ?
O004 C006 1.189(9) . ?
C005 C00L 1.478(10) . ?
C006 C00J 1.513(12) . ?
C007 C008 1.495(8) . ?
C007 C00D 1.356(9) . ?
C007 C00M 1.375(8) . ?
C008 C00E 1.322(9) . ?
C008 C00K 1.494(8) . ?
C009 C00A 1.477(8) . ?
C009 C00F 1.373(9) . ?
C009 C00H 1.380(8) . ?
C00A C00B 1.390(9) . ?
C00A C00I 1.385(9) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.383(10) . ?
C00C H00C 0.9300 . ?
C00C C00G 1.368(12) . ?
C00D H00D 0.9300 . ?
C00D C00H 1.365(9) . ?
C00E H00E 0.9300 . ?
C00E C00O 1.514(9) . ?
C00F H00F 0.9300 . ?
C00F C00M 1.373(9) . ?
C00G H00G 0.9300 . ?
C00G C00N 1.371(11) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00I C00N 1.373(9) . ?
C00J H00A 0.9700 . ?
C00J H00J 0.9700 . ?
C00J C00P 1.493(14) . ?
C00J C00Q 1.30(2) . ?
C00K H00K 0.9700 . ?
C00K H00L 0.9700 . ?
C00L H00M 0.9700 . ?
C00L H00N 0.9700 . ?
C00L H00O 0.9700 . ?
C00L H00P 0.9700 . ?
C00L C00P 1.493(13) . ?
C00L C00Q 1.52(3) . ?
C00M H00Q 0.9300 . ?
C00N H00R 0.9300 . ?
C00O H00S 0.9700 . ?
C00O H00T 0.9700 . ?
C00P H00U 0.9700 . ?
C00P H00V 0.9700 . ?
C00Q H00W 0.9700 . ?
C00Q H00X 0.9700 . ?

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
C005 O001 C00K 116.4(5) . . ?
C006 O002 C00O 117.7(5) . . ?
O001 C005 C00L 112.4(6) . . ?
O003 C005 O001 120.9(6) . . ?
O003 C005 C00L 126.6(6) . . ?
O002 C006 C00J 111.6(6) . . ?
O004 C006 O002 123.7(7) . . ?
O004 C006 C00J 124.7(6) . . ?
C00D C007 C008 123.0(5) . . ?
C00D C007 C00M 115.5(5) . . ?
C00M C007 C008 121.5(5) . . ?
C00E C008 C007 121.6(5) . . ?
C00E C008 C00K 119.1(5) . . ?
C00K C008 C007 119.3(5) . . ?
C00F C009 C00A 121.6(5) . . ?
C00F C009 C00H 114.3(5) . . ?
C00H C009 C00A 124.1(5) . . ?
C00B C00A C009 120.9(5) . . ?
C00I C00A C009 121.9(5) . . ?
C00I C00A C00B 117.2(6) . . ?
C00A C00B H00B 119.4 . . ?
C00C C00B C00A 121.2(7) . . ?
C00C C00B H00B 119.4 . . ?
C00B C00C H00C 120.1 . . ?
C00G C00C C00B 119.8(7) . . ?
C00G C00C H00C 120.1 . . ?
C007 C00D H00D 118.7 . . ?
C007 C00D C00H 122.5(6) . . ?
C00H C00D H00D 118.7 . . ?
C008 C00E H00E 117.1 . . ?
C008 C00E C00O 125.8(5) . . ?
C00O C00E H00E 117.1 . . ?
C009 C00F H00F 118.7 . . ?
C00M C00F C009 122.6(5) . . ?
C00M C00F H00F 118.7 . . ?
C00C C00G H00G 120.0 . . ?
C00C C00G C00N 120.1(7) . . ?
C00N C00G H00G 120.0 . . ?
C009 C00H H00H 118.6 . . ?
C00D C00H C009 122.9(6) . . ?
C00D C00H H00H 118.6 . . ?
C00A C00I H00I 119.1 . . ?
C00N C00I C00A 121.7(6) . . ?
C00N C00I H00I 119.1 . . ?
C006 C00J H00A 108.6 . . ?
C006 C00J H00J 108.6 . . ?
H00A C00J H00J 107.6 . . ?
C00P C00J C006 114.6(7) . . ?
C00P C00J H00A 108.6 . . ?
C00P C00J H00J 108.6 . . ?
C00Q C00J C006 117.4(10) . . ?
O001 C00K C008 109.0(4) . . ?
O001 C00K H00K 109.9 . . ?
O001 C00K H00L 109.9 . . ?
C008 C00K H00K 109.9 . . ?
C008 C00K H00L 109.9 . . ?
H00K C00K H00L 108.3 . . ?
C005 C00L H00M 108.2 . . ?
C005 C00L H00N 108.2 . . ?
C005 C00L H00O 109.1 . . ?
C005 C00L H00P 109.1 . . ?
C005 C00L C00P 116.2(7) . . ?
C005 C00L C00Q 112.3(9) . . ?
H00M C00L H00N 107.4 . . ?
H00O C00L H00P 107.9 . . ?
C00P C00L H00M 108.2 . . ?
C00P C00L H00N 108.2 . . ?
C00Q C00L H00O 109.1 . . ?
C00Q C00L H00P 109.1 . . ?
C007 C00M H00Q 118.9 . . ?
C00F C00M C007 122.1(6) . . ?
C00F C00M H00Q 118.9 . . ?
C00G C00N C00I 119.8(7) . . ?
C00G C00N H00R 120.1 . . ?
C00I C00N H00R 120.1 . . ?
O002 C00O C00E 108.9(5) . . ?
O002 C00O H00S 109.9 . . ?
O002 C00O H00T 109.9 . . ?
C00E C00O H00S 109.9 . . ?
C00E C00O H00T 109.9 . . ?
H00S C00O H00T 108.3 . . ?
C00J C00P H00U 107.9 . . ?
C00J C00P H00V 107.9 . . ?
C00L C00P C00J 117.4(7) . . ?
C00L C00P H00U 107.9 . . ?
C00L C00P H00V 107.9 . . ?
H00U C00P H00V 107.2 . . ?
C00J C00Q C00L 129.2(18) . . ?
C00J C00Q H00W 105.0 . . ?
C00J C00Q H00X 105.0 . . ?
C00L C00Q H00W 105.0 . . ?
C00L C00Q H00X 105.0 . . ?
H00W C00Q H00X 105.8 . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.989
_oxdiff_exptl_absorpt_empirical_full_min 0.637
####################################################################### 
# 
# 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_ljl-dqs-001
_database_code_depnum_ccdc_archive 'CCDC 1967378'
loop_
_audit_author_name
_audit_author_address
'Qingsong Dai'
;Sichuan Industrial Institute of Antibiotics ,Chengdu University
China
;
_audit_update_record             
;
2019-11-22 deposited with the CCDC.	2020-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-05-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 N O4'
_chemical_formula_sum            'C19 H17 N O4'
_chemical_formula_weight         323.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.6331(7)
_cell_length_b                   8.0735(3)
_cell_length_c                   12.5699(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.556(3)
_cell_angle_gamma                90
_cell_volume                     1584.92(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2068
_cell_measurement_temperature    294(1)
_cell_measurement_theta_max      71.5640
_cell_measurement_theta_min      5.4780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7262
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.790
_diffrn_reflns_theta_min         5.666
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00 -20.00   1.00    5.12    --  -36.29 -57.00-180.00   84
  2  ω    -66.00  35.00   1.00    5.12    --  -36.29  19.00 -90.00  101
  3  ω   -108.00  -7.00   1.00    5.12    --  -36.29 -19.00  60.00  101
  4  ω     23.00  90.00   1.00    5.12    --   36.29-125.00-180.00   67
  5  ω     36.00 128.00   1.00   20.48    --  106.21 -30.00-150.00   92
  6  ω     68.00 177.00   1.00   20.48    --  106.21  15.00-120.00  109
  7  ω     37.00 109.00   1.00   20.48    --  106.21 -94.00 120.00   72
  8  ω     37.00 109.00   1.00   20.48    --  106.21 -94.00-180.00   72
  9  ω     36.00 128.00   1.00   20.48    --  106.21 -30.00 -60.00   92
 10  ω     39.00 124.00   1.00   20.48    --  106.21 -61.00-180.00   85
 11  ω     39.00 124.00   1.00   20.48    --  106.21 -61.00-120.00   85
 12  ω   -105.00 -55.00   1.00    5.12    --  -36.29 -38.00 -90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0979231000
_diffrn_orient_matrix_UB_12      0.0221710000
_diffrn_orient_matrix_UB_13      0.0108757000
_diffrn_orient_matrix_UB_21      -0.0023359000
_diffrn_orient_matrix_UB_22      -0.0340215000
_diffrn_orient_matrix_UB_23      0.1203627000
_diffrn_orient_matrix_UB_31      0.0121058000
_diffrn_orient_matrix_UB_32      -0.1864167000
_diffrn_orient_matrix_UB_33      -0.0208003000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2378
_reflns_number_total             3046
_reflns_odcompleteness_completeness 99.97
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.290
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3046
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_gt           0.0698
_refine_ls_restrained_S_all      1.030
_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)+(0.1316P)²+0.0626P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1807
_refine_ls_wR_factor_ref         0.2040
_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 Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00D), C00E(H00E,H00F)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N)
2.c Idealised Me refined as rotating group:
 C00O(H00O,H00P,H00Q)
;
_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
O001 O 0.28202(10) 0.32745(19) 0.62287(11) 0.0414(4) Uani 1 1 d . . . . .
O002 O 0.25587(10) 0.2684(2) 0.39400(12) 0.0459(4) Uani 1 1 d . . . . .
O003 O 0.15751(10) 0.19857(19) 0.57869(13) 0.0478(4) Uani 1 1 d . . . . .
O004 O 0.15181(12) 0.1188(2) 0.30909(13) 0.0562(5) Uani 1 1 d . . . . .
N005 N 0.12340(13) 0.3787(3) 0.36701(15) 0.0498(5) Uani 1 1 d . . . . .
C006 C 0.17389(13) 0.4880(3) 0.54356(16) 0.0396(5) Uani 1 1 d . . . . .
C007 C 0.20077(13) 0.3214(3) 0.58335(15) 0.0382(5) Uani 1 1 d . . . . .
C008 C 0.14032(14) 0.5111(3) 0.43960(17) 0.0431(5) Uani 1 1 d . . . . .
C009 C 0.17520(14) 0.2438(3) 0.35403(15) 0.0448(5) Uani 1 1 d . . . . .
C00A C 0.40242(15) 0.1764(3) 0.56413(17) 0.0428(5) Uani 1 1 d . . . . .
C00B C 0.18500(15) 0.6242(3) 0.61087(18) 0.0455(5) Uani 1 1 d . . . . .
H00B H 0.2096 0.6090 0.6789 0.055 Uiso 1 1 calc R . . . .
C00C C 0.38991(16) 0.1522(3) 0.45903(18) 0.0483(5) Uani 1 1 d . . . . .
H00C H 0.4377 0.1585 0.4177 0.058 Uiso 1 1 calc R . . . .
C00D C 0.32717(15) 0.1713(3) 0.63581(18) 0.0467(5) Uani 1 1 d . . . . .
H00A H 0.2895 0.0799 0.6160 0.056 Uiso 1 1 calc R . . . .
H00D H 0.3471 0.1568 0.7094 0.056 Uiso 1 1 calc R . . . .
C00E C 0.30568(17) 0.1159(3) 0.40246(19) 0.0518(6) Uani 1 1 d . . . . .
H00E H 0.3150 0.0724 0.3320 0.062 Uiso 1 1 calc R . . . .
H00F H 0.2748 0.0334 0.4417 0.062 Uiso 1 1 calc R . . . .
C00F C 0.48772(15) 0.2193(3) 0.61111(17) 0.0443(5) Uani 1 1 d . . . . .
C00G C 0.11745(17) 0.6719(3) 0.4076(2) 0.0562(6) Uani 1 1 d . . . . .
H00G H 0.0960 0.6897 0.3384 0.067 Uiso 1 1 calc R . . . .
C00H C 0.54411(17) 0.3157(3) 0.5545(2) 0.0537(6) Uani 1 1 d . . . . .
H00H H 0.5268 0.3541 0.4872 0.064 Uiso 1 1 calc R . . . .
C00I C 0.16026(17) 0.7812(3) 0.5786(2) 0.0543(6) Uani 1 1 d . . . . .
H00I H 0.1666 0.8704 0.6252 0.065 Uiso 1 1 calc R . . . .
C00J C 0.51606(16) 0.1657(3) 0.71239(19) 0.0537(6) Uani 1 1 d . . . . .
H00J H 0.4799 0.1021 0.7527 0.064 Uiso 1 1 calc R . . . .
C00K C 0.12608(18) 0.8045(3) 0.4765(2) 0.0618(7) Uani 1 1 d . . . . .
H00K H 0.1089 0.9096 0.4542 0.074 Uiso 1 1 calc R . . . .
C00L C 0.62475(19) 0.3558(4) 0.5954(2) 0.0620(7) Uani 1 1 d . . . . .
H00L H 0.6611 0.4194 0.5555 0.074 Uiso 1 1 calc R . . . .
C00M C 0.65154(17) 0.3019(4) 0.6953(2) 0.0614(7) Uani 1 1 d . . . . .
H00M H 0.7057 0.3297 0.7234 0.074 Uiso 1 1 calc R . . . .
C00N C 0.59687(18) 0.2056(4) 0.7536(2) 0.0619(7) Uani 1 1 d . . . . .
H00N H 0.6148 0.1677 0.8208 0.074 Uiso 1 1 calc R . . . .
C00O C 0.03810(19) 0.3679(5) 0.3147(3) 0.0724(8) Uani 1 1 d . . . . .
H00O H 0.0120 0.2646 0.3328 0.109 Uiso 1 1 calc GR . . . .
H00P H 0.0428 0.3743 0.2390 0.109 Uiso 1 1 calc GR . . . .
H00Q H 0.0034 0.4579 0.3381 0.109 Uiso 1 1 calc GR . . . .


_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
O001 C007 1.344(3) . ?
O001 C00D 1.450(3) . ?
O002 C009 1.351(3) . ?
O002 C00E 1.458(3) . ?
O003 C007 1.201(3) . ?
O004 C009 1.206(3) . ?
N005 C008 1.423(3) . ?
N005 C009 1.371(3) . ?
N005 C00O 1.463(3) . ?
C006 C007 1.488(3) . ?
C006 C008 1.399(3) . ?
C006 C00B 1.394(3) . ?
C008 C00G 1.401(3) . ?
C00A C00C 1.341(3) . ?
C00A C00D 1.514(3) . ?
C00A C00F 1.475(3) . ?
C00B H00B 0.9300 . ?
C00B C00I 1.381(3) . ?
C00C H00C 0.9300 . ?
C00C C00E 1.497(3) . ?
C00D H00A 0.9700 . ?
C00D H00D 0.9700 . ?
C00E H00E 0.9700 . ?
C00E H00F 0.9700 . ?
C00F C00H 1.395(4) . ?
C00F C00J 1.398(3) . ?
C00G H00G 0.9300 . ?
C00G C00K 1.380(4) . ?
C00H H00H 0.9300 . ?
C00H C00L 1.379(4) . ?
C00I H00I 0.9300 . ?
C00I C00K 1.381(4) . ?
C00J H00J 0.9300 . ?
C00J C00N 1.382(4) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00M 1.376(4) . ?
C00M H00M 0.9300 . ?
C00M C00N 1.389(4) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9600 . ?
C00O H00P 0.9600 . ?
C00O H00Q 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
C007 O001 C00D 117.22(17) . . ?
C009 O002 C00E 112.93(18) . . ?
C008 N005 C00O 118.2(2) . . ?
C009 N005 C008 125.40(18) . . ?
C009 N005 C00O 115.5(2) . . ?
C008 C006 C007 121.54(19) . . ?
C00B C006 C007 118.89(19) . . ?
C00B C006 C008 119.5(2) . . ?
O001 C007 C006 109.85(17) . . ?
O003 C007 O001 124.67(19) . . ?
O003 C007 C006 125.45(19) . . ?
C006 C008 N005 123.4(2) . . ?
C006 C008 C00G 118.2(2) . . ?
C00G C008 N005 118.3(2) . . ?
O002 C009 N005 112.67(19) . . ?
O004 C009 O002 123.8(2) . . ?
O004 C009 N005 123.5(2) . . ?
C00C C00A C00D 119.9(2) . . ?
C00C C00A C00F 121.2(2) . . ?
C00F C00A C00D 118.72(19) . . ?
C006 C00B H00B 119.3 . . ?
C00I C00B C006 121.4(2) . . ?
C00I C00B H00B 119.3 . . ?
C00A C00C H00C 117.2 . . ?
C00A C00C C00E 125.7(2) . . ?
C00E C00C H00C 117.2 . . ?
O001 C00D C00A 107.28(17) . . ?
O001 C00D H00A 110.3 . . ?
O001 C00D H00D 110.3 . . ?
C00A C00D H00A 110.3 . . ?
C00A C00D H00D 110.3 . . ?
H00A C00D H00D 108.5 . . ?
O002 C00E C00C 108.96(19) . . ?
O002 C00E H00E 109.9 . . ?
O002 C00E H00F 109.9 . . ?
C00C C00E H00E 109.9 . . ?
C00C C00E H00F 109.9 . . ?
H00E C00E H00F 108.3 . . ?
C00H C00F C00A 120.5(2) . . ?
C00H C00F C00J 117.1(2) . . ?
C00J C00F C00A 122.4(2) . . ?
C008 C00G H00G 119.3 . . ?
C00K C00G C008 121.5(2) . . ?
C00K C00G H00G 119.3 . . ?
C00F C00H H00H 119.0 . . ?
C00L C00H C00F 121.9(2) . . ?
C00L C00H H00H 119.0 . . ?
C00B C00I H00I 120.4 . . ?
C00K C00I C00B 119.3(2) . . ?
C00K C00I H00I 120.4 . . ?
C00F C00J H00J 119.5 . . ?
C00N C00J C00F 121.1(2) . . ?
C00N C00J H00J 119.5 . . ?
C00G C00K C00I 120.1(2) . . ?
C00G C00K H00K 120.0 . . ?
C00I C00K H00K 120.0 . . ?
C00H C00L H00L 119.9 . . ?
C00M C00L C00H 120.1(3) . . ?
C00M C00L H00L 119.9 . . ?
C00L C00M H00M 120.4 . . ?
C00L C00M C00N 119.3(2) . . ?
C00N C00M H00M 120.4 . . ?
C00J C00N C00M 120.4(2) . . ?
C00J C00N H00N 119.8 . . ?
C00M C00N H00N 119.8 . . ?
N005 C00O H00O 109.5 . . ?
N005 C00O H00P 109.5 . . ?
N005 C00O H00Q 109.5 . . ?
H00O C00O H00P 109.5 . . ?
H00O C00O H00Q 109.5 . . ?
H00P C00O H00Q 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2019-05-20
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.485
_oxdiff_exptl_absorpt_empirical_full_min 0.180
####################################################################### 
# 
# 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_ljl-dqs-1220
_database_code_depnum_ccdc_archive 'CCDC 1973658'
loop_
_audit_author_name
_audit_author_address
'Qingsong Dai'
;Sichuan Industrial Institute of Antibiotics ,Chengdu University
China
;
_audit_update_record             
;
2019-12-23 deposited with the CCDC.	2020-09-08 downloaded from the CCDC.
;
_audit_creation_date             2019-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H16 O4'
_chemical_formula_sum            'C22 H16 O4'
_chemical_formula_weight         344.35
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      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                   4.8570(4)
_cell_length_b                   13.6775(14)
_cell_length_c                   14.0943(12)
_cell_angle_alpha                114.792(9)
_cell_angle_beta                 97.894(7)
_cell_angle_gamma                91.103(7)
_cell_volume                     838.88(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1964
_cell_measurement_temperature    291.3(6)
_cell_measurement_theta_max      71.4230
_cell_measurement_theta_min      3.7620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.764
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6278
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.346
_diffrn_reflns_theta_min         3.499
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291.3(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  33.00   1.00    2.25    --  -35.23  57.00-180.00   87
  2  ω   -106.00 -13.00   1.00    2.25    --  -35.23 -38.00  30.00   93
  3  ω     23.00  90.00   1.00    2.25    --   35.23-125.00 -60.00   67
  4  ω    -37.00  73.00   1.00    2.25    --   35.23 -19.00  60.00  110
  5  ω     23.00  90.00   1.00    2.25    --   35.23-125.00  60.00   67
  6  ω     23.00  90.00   1.00    2.25    --   35.23-125.00 -90.00   67
  7  ω    -35.00  57.00   1.00    2.25    --   35.23 -38.00-180.00   92
  8  ω     13.00 106.00   1.00    2.25    --   35.23  38.00   0.00   93
  9  ω     36.00 113.00   1.00    8.99    --  106.90-111.00-120.00   77
 10  ω     38.00 136.00   1.00    8.99    --  106.90 -77.00 150.00   98
 11  ω     39.00 127.00   1.00    8.99    --  106.90 -61.00 -90.00   88
 12  ω     87.00 177.00   1.00    8.99    --  106.90  45.00-120.00   90
 13  ω     35.00 133.00   1.00    8.99    --  106.90 -30.00-120.00   98
 14  ω     57.00 151.00   1.00    8.99    --  106.90 178.00 150.00   94
 15  ω     87.00 175.00   1.00    8.99    --  106.90  61.00 -90.00   88
 16  ω    100.00 178.00   1.00    8.99    --  106.90 111.00 -90.00   78
 17  ω     37.00 127.00   1.00    8.99    --  106.90 -45.00   0.00   90
 18  ω     81.00 178.00   1.00    8.99    --  106.90  30.00-180.00   97
 19  ω     36.00 113.00   1.00    8.99    --  106.90-111.00 120.00   77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1262767000
_diffrn_orient_matrix_UB_12      0.0522817000
_diffrn_orient_matrix_UB_13      0.1183948000
_diffrn_orient_matrix_UB_21      -0.1025721000
_diffrn_orient_matrix_UB_22      -0.1017769000
_diffrn_orient_matrix_UB_23      0.0104619000
_diffrn_orient_matrix_UB_31      0.2771664000
_diffrn_orient_matrix_UB_32      -0.0491504000
_diffrn_orient_matrix_UB_33      -0.0274161000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2556
_reflns_number_total             3145
_reflns_odcompleteness_completeness 98.83
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.267
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0745
_refine_ls_restrained_S_all      1.067
_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)+(0.1401P)²+0.0709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2093
_refine_ls_wR_factor_ref         0.2242
_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 Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C6(H6), C11(H11), C22(H22), C3(H3), C21(H21), C16(H16), C19(H19),
 C5(H5), C4(H4), C18(H18), C17(H17)
;
_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
O1 O 0.3534(3) 0.57625(12) 0.39163(13) 0.0514(4) Uani 1 1 d . . . . .
O2 O -0.0578(4) 0.58057(15) 0.25143(17) 0.0623(5) Uani 1 1 d . . . . .
O4 O 0.1906(5) 0.64182(19) 0.1629(2) 0.0799(7) Uani 1 1 d . . . . .
O3 O 0.1504(6) 0.42021(16) 0.37495(18) 0.0802(7) Uani 1 1 d . . . . .
C7 C 0.3510(5) 0.42425(18) 0.23210(19) 0.0511(5) Uani 1 1 d . . . . .
C1 C 0.1349(5) 0.5734(2) 0.1911(2) 0.0561(6) Uani 1 1 d . . . . .
C13 C 0.3831(5) 0.83995(19) 0.5569(2) 0.0539(6) Uani 1 1 d . . . . .
C8 C 0.2718(5) 0.47091(19) 0.3398(2) 0.0550(6) Uani 1 1 d . . . . .
C10 C 0.1959(5) 0.7519(2) 0.4689(2) 0.0555(6) Uani 1 1 d . . . . .
C14 C 0.6012(5) 0.81799(18) 0.6158(2) 0.0531(6) Uani 1 1 d . . . . .
H14 H 0.6384 0.7464 0.5974 0.064 Uiso 1 1 calc R . . . .
C15 C 0.7713(6) 0.90050(19) 0.7036(2) 0.0561(6) Uani 1 1 d . . . . .
C2 C 0.2792(5) 0.47210(19) 0.16232(19) 0.0536(6) Uani 1 1 d . . . . .
C6 C 0.4963(6) 0.3331(2) 0.2007(2) 0.0631(7) Uani 1 1 d . . . . .
H6 H 0.5376 0.2999 0.2461 0.076 Uiso 1 1 calc R . . . .
C20 C 0.7183(6) 1.00995(19) 0.7303(2) 0.0618(7) Uani 1 1 d . . . . .
C9 C 0.1837(6) 0.6416(2) 0.4691(2) 0.0586(6) Uani 1 1 d . . . . .
H9A H 0.2571 0.6469 0.5388 0.070 Uiso 1 1 calc R . . . .
H9B H -0.0073 0.6096 0.4496 0.070 Uiso 1 1 calc R . . . .
C11 C 0.0449(5) 0.7672(2) 0.3903(2) 0.0621(7) Uani 1 1 d . . . . .
H11 H 0.0704 0.8350 0.3908 0.074 Uiso 1 1 calc R . . . .
C22 C 0.3372(7) 0.9503(2) 0.5855(3) 0.0689(7) Uani 1 1 d . . . . .
H22 H 0.1914 0.9675 0.5466 0.083 Uiso 1 1 calc R . . . .
C3 C 0.3580(7) 0.4253(2) 0.0628(2) 0.0680(7) Uani 1 1 d . . . . .
H3 H 0.3079 0.4549 0.0150 0.082 Uiso 1 1 calc R . . . .
C21 C 0.4999(7) 1.0310(2) 0.6678(3) 0.0731(8) Uani 1 1 d . . . . .
H21 H 0.4656 1.1023 0.6832 0.088 Uiso 1 1 calc R . . . .
C12 C -0.1617(6) 0.6861(3) 0.3011(3) 0.0688(7) Uani 1 1 d . . . . .
H12A H -0.3303 0.6785 0.3280 0.083 Uiso 1 1 calc R . . . .
H12B H -0.2106 0.7132 0.2480 0.083 Uiso 1 1 calc R . . . .
C16 C 0.9888(7) 0.8777(2) 0.7665(3) 0.0739(8) Uani 1 1 d . . . . .
H16 H 1.0264 0.8063 0.7493 0.089 Uiso 1 1 calc R . . . .
C19 C 0.8856(8) 1.0917(2) 0.8194(3) 0.0794(9) Uani 1 1 d . . . . .
H19 H 0.8559 1.1639 0.8375 0.095 Uiso 1 1 calc R . . . .
C5 C 0.5803(8) 0.2908(2) 0.1032(3) 0.0752(8) Uani 1 1 d . . . . .
H5 H 0.6859 0.2315 0.0842 0.090 Uiso 1 1 calc R . . . .
C4 C 0.5084(8) 0.3361(2) 0.0336(2) 0.0784(9) Uani 1 1 d . . . . .
H4 H 0.5614 0.3064 -0.0331 0.094 Uiso 1 1 calc R . . . .
C18 C 1.0883(9) 1.0659(3) 0.8784(3) 0.0944(11) Uani 1 1 d . . . . .
H18 H 1.1929 1.1206 0.9380 0.113 Uiso 1 1 calc R . . . .
C17 C 1.1441(9) 0.9587(3) 0.8517(3) 0.0955(12) Uani 1 1 d . . . . .
H17 H 1.2877 0.9427 0.8924 0.115 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.335(3) . ?
O1 C9 1.459(3) . ?
O2 C1 1.327(3) . ?
O2 C12 1.451(4) . ?
O4 C1 1.199(3) . ?
O3 C8 1.195(3) . ?
C7 C8 1.488(4) . ?
C7 C2 1.404(3) . ?
C7 C6 1.381(4) . ?
C1 C2 1.490(4) . ?
C13 C10 1.487(4) . ?
C13 C14 1.372(4) . ?
C13 C22 1.420(3) . ?
C10 C9 1.510(3) . ?
C10 C11 1.337(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.413(4) . ?
C15 C20 1.420(3) . ?
C15 C16 1.410(4) . ?
C2 C3 1.388(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.374(5) . ?
C20 C21 1.397(5) . ?
C20 C19 1.412(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 H11 0.9300 . ?
C11 C12 1.503(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.353(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(5) . ?
C21 H21 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C17 1.358(5) . ?
C19 H19 0.9300 . ?
C19 C18 1.349(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.376(5) . ?
C4 H4 0.9300 . ?
C18 H18 0.9300 . ?
C18 C17 1.395(5) . ?
C17 H17 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
C8 O1 C9 116.37(19) . . ?
C1 O2 C12 115.9(2) . . ?
C2 C7 C8 120.6(2) . . ?
C6 C7 C8 119.6(2) . . ?
C6 C7 C2 119.8(2) . . ?
O2 C1 C2 113.4(2) . . ?
O4 C1 O2 123.7(3) . . ?
O4 C1 C2 122.9(3) . . ?
C14 C13 C10 121.5(2) . . ?
C14 C13 C22 117.3(3) . . ?
C22 C13 C10 121.1(2) . . ?
O1 C8 C7 111.42(19) . . ?
O3 C8 O1 124.5(2) . . ?
O3 C8 C7 124.1(2) . . ?
C13 C10 C9 117.8(2) . . ?
C11 C10 C13 122.3(2) . . ?
C11 C10 C9 119.9(3) . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.2(2) . . ?
C15 C14 H14 118.9 . . ?
C14 C15 C20 118.9(3) . . ?
C16 C15 C14 122.2(2) . . ?
C16 C15 C20 118.9(3) . . ?
C7 C2 C1 123.5(2) . . ?
C3 C2 C7 118.3(2) . . ?
C3 C2 C1 118.1(2) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C21 C20 C15 118.1(3) . . ?
C21 C20 C19 123.4(3) . . ?
C19 C20 C15 118.5(3) . . ?
O1 C9 C10 106.37(19) . . ?
O1 C9 H9A 110.5 . . ?
O1 C9 H9B 110.5 . . ?
C10 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
H9A C9 H9B 108.6 . . ?
C10 C11 H11 116.7 . . ?
C10 C11 C12 126.7(3) . . ?
C12 C11 H11 116.7 . . ?
C13 C22 H22 119.1 . . ?
C21 C22 C13 121.7(3) . . ?
C21 C22 H22 119.1 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.3(3) . . ?
C4 C3 H3 119.3 . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.7(2) . . ?
C22 C21 H21 119.2 . . ?
O2 C12 C11 113.3(2) . . ?
O2 C12 H12A 108.9 . . ?
O2 C12 H12B 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.7(3) . . ?
C17 C16 H16 119.6 . . ?
C20 C19 H19 119.8 . . ?
C18 C19 C20 120.5(3) . . ?
C18 C19 H19 119.8 . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C4 120.1(3) . . ?
C4 C5 H5 119.9 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C19 C18 H18 119.4 . . ?
C19 C18 C17 121.3(3) . . ?
C17 C18 H18 119.4 . . ?
C16 C17 C18 120.0(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?

_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.504
_oxdiff_exptl_absorpt_empirical_full_min 0.762
####################################################################### 
# 
# 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_cd-ljl-0315a
_database_code_depnum_ccdc_archive 'CCDC 1995990'
loop_
_audit_author_name
_audit_author_address
dqsa
;Sichuan industrial institute of antibiotics , chengdu university
China
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2020-09-08 downloaded from the CCDC.
;
_audit_creation_date             2020-04-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 O4'
_chemical_formula_sum            'C24 H18 O4'
_chemical_formula_weight         370.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2786(3)
_cell_length_b                   10.8706(4)
_cell_length_c                   15.3317(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.475(3)
_cell_angle_gamma                90
_cell_volume                     1863.77(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5380
_cell_measurement_temperature    295.9(2)
_cell_measurement_theta_max      70.9670
_cell_measurement_theta_min      3.9260
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11540
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.288
_diffrn_reflns_theta_min         3.953
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00  -2.00   1.00    1.00    --  -34.73 125.00 120.00   87
  2  ω     16.00 103.00   1.00    1.00    --   34.73  57.00 120.00   87
  3  ω     23.00  89.00   1.00    1.00    --   34.73-125.00  90.00   66
  4  ω     -3.00 107.00   1.00    1.00    --   34.73  19.00 -60.00  110
  5  ω      6.00 104.00   1.00    1.00    --   34.73  77.00   0.00   98
  6  ω     23.00  89.00   1.00    1.00    --   34.73-125.00 -60.00   66
  7  ω     23.00  89.00   1.00    1.00    --   34.73-125.00-120.00   66
  8  ω    -36.00  57.00   1.00    1.00    --   34.73 -38.00 -30.00   93
  9  ω      6.00 104.00   1.00    1.00    --   34.73  77.00  90.00   98
 10  ω     37.00 110.00   1.00    1.00    --  106.90 -94.00 -90.00   73
 11  ω     37.00 127.00   1.00    1.00    --  106.90 -45.00 -90.00   90
 12  ω     39.00 127.00   1.00    1.00    --  106.90 -61.00 -90.00   88
 13  ω     87.00 175.00   1.00    1.00    --  106.90  61.00  60.00   88
 14  ω    100.00 178.00   1.00    1.00    --  106.90 111.00-150.00   78
 15  ω     69.00 148.00   1.00    1.00    --  106.90 178.00 150.00   79
 16  ω     44.00 178.00   1.00    1.00    --  106.90   0.00-150.00  134
 17  ω     11.00  53.00   1.00    1.00    --   35.35 -99.00  30.00   42
 18  ω     35.00  98.00   1.00    1.00    --   35.35  57.00 -30.00   63
 19  ω    -16.00  11.00   1.00    1.00    --   35.35 -77.00-180.00   27
 20  ω    151.00 177.00   1.00    1.00    --  106.90  30.00-120.00   26
 21  ω     81.00 107.00   1.00    1.00    --  106.90-111.00 -90.00   26
 22  ω     88.00 103.00   1.00    1.00    --  106.90-111.00  60.00   15
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0380684000
_diffrn_orient_matrix_UB_12      0.1351802000
_diffrn_orient_matrix_UB_13      0.0156021000
_diffrn_orient_matrix_UB_21      -0.0368174000
_diffrn_orient_matrix_UB_22      -0.0059249000
_diffrn_orient_matrix_UB_23      0.0931850000
_diffrn_orient_matrix_UB_31      0.1271781000
_diffrn_orient_matrix_UB_32      -0.0421665000
_diffrn_orient_matrix_UB_33      0.0366556000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3068
_reflns_number_total             3544
_reflns_odcompleteness_completeness 99.94
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.251
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3544
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      1.076
_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)+(0.0776P)²+0.3628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1376
_refine_ls_wR_factor_ref         0.1443
_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 Secondary CH2 refined with riding coordinates:
 C00B(H00A,H00B), C00Q(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C00E(H00E), C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00R(H00R), C00S(H00S)
;
_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
O001 O 0.77208(11) 0.69033(11) 0.55894(7) 0.0449(3) Uani 1 1 d . . . . .
O002 O 0.79368(9) 0.59128(11) 0.73110(7) 0.0416(3) Uani 1 1 d . . . . .
O003 O 0.58818(11) 0.71103(14) 0.59831(9) 0.0577(4) Uani 1 1 d . . . . .
O004 O 0.89280(12) 0.73202(16) 0.81717(12) 0.0826(6) Uani 1 1 d . . . . .
C005 C 0.81476(13) 0.46895(15) 0.55257(10) 0.0370(4) Uani 1 1 d . . . . .
C006 C 0.88350(14) 0.46074(16) 0.62995(10) 0.0406(4) Uani 1 1 d . . . . .
H006 H 0.9234 0.3863 0.6404 0.049 Uiso 1 1 calc R . . . .
C007 C 0.80769(13) 0.36355(15) 0.48985(9) 0.0361(3) Uani 1 1 d . . . . .
C008 C 0.73160(14) 0.87170(15) 0.63111(10) 0.0392(4) Uani 1 1 d . . . . .
C009 C 0.70218(14) 0.91612(16) 0.71164(10) 0.0424(4) Uani 1 1 d . . . . .
C00A C 0.68658(14) 0.74986(16) 0.59585(9) 0.0389(4) Uani 1 1 d . . . . .
C00B C 0.90608(14) 0.55305(17) 0.70242(11) 0.0442(4) Uani 1 1 d . . . . .
H00A H 0.9575 0.5173 0.7516 0.053 Uiso 1 1 calc R . . . .
H00B H 0.9465 0.6241 0.6819 0.053 Uiso 1 1 calc R . . . .
C00C C 0.63633(15) 0.84145(17) 0.77098(10) 0.0446(4) Uani 1 1 d . . . . .
C00D C 0.68011(15) 0.72857(17) 0.80484(10) 0.0439(4) Uani 1 1 d . . . . .
C00E C 0.69763(15) 0.31677(16) 0.45319(10) 0.0421(4) Uani 1 1 d . . . . .
H00E H 0.6277 0.3515 0.4682 0.051 Uiso 1 1 calc R . . . .
C00F C 0.80056(15) 0.68577(16) 0.78689(10) 0.0429(4) Uani 1 1 d . . . . .
C00G C 0.79778(16) 0.94417(17) 0.58093(11) 0.0477(4) Uani 1 1 d . . . . .
H00G H 0.8189 0.9136 0.5284 0.057 Uiso 1 1 calc R . . . .
C00H C 0.91048(16) 0.31133(17) 0.46518(12) 0.0476(4) Uani 1 1 d . . . . .
H00H H 0.9851 0.3413 0.4887 0.057 Uiso 1 1 calc R . . . .
C00I C 0.69067(18) 0.21946(18) 0.39486(12) 0.0521(5) Uani 1 1 d . . . . .
H00I H 0.6164 0.1881 0.3719 0.063 Uiso 1 1 calc R . . . .
C00J C 0.90281(19) 0.21456(19) 0.40560(14) 0.0575(5) Uani 1 1 d . . . . .
H00J H 0.9722 0.1805 0.3892 0.069 Uiso 1 1 calc R . . . .
C00K C 0.61523(18) 0.6598(2) 0.85862(12) 0.0556(5) Uani 1 1 d . . . . .
H00K H 0.6440 0.5840 0.8800 0.067 Uiso 1 1 calc R . . . .
C00L C 0.83287(18) 1.06163(19) 0.60801(14) 0.0579(5) Uani 1 1 d . . . . .
H00L H 0.8765 1.1100 0.5736 0.069 Uiso 1 1 calc R . . . .
C00M C 0.73936(18) 1.03458(18) 0.73708(13) 0.0553(5) Uani 1 1 d . . . . .
H00M H 0.7206 1.0659 0.7901 0.066 Uiso 1 1 calc R . . . .
C00N C 0.52906(17) 0.8845(2) 0.79499(12) 0.0574(5) Uani 1 1 d . . . . .
H00N H 0.4997 0.9605 0.7744 0.069 Uiso 1 1 calc R . . . .
C00O C 0.7932(2) 0.16884(19) 0.37073(13) 0.0582(5) Uani 1 1 d . . . . .
H00O H 0.7885 0.1039 0.3309 0.070 Uiso 1 1 calc R . . . .
C00P C 0.80297(19) 1.10606(19) 0.68580(14) 0.0606(5) Uani 1 1 d . . . . .
H00P H 0.8259 1.1851 0.7040 0.073 Uiso 1 1 calc R . . . .
C00Q C 0.7397(2) 0.57559(19) 0.51640(13) 0.0645(6) Uani 1 1 d . . . . .
H00C H 0.7463 0.5836 0.4542 0.077 Uiso 1 1 calc R . . . .
H00D H 0.6567 0.5582 0.5220 0.077 Uiso 1 1 calc R . . . .
C00R C 0.50788(19) 0.7042(2) 0.88035(13) 0.0671(6) Uani 1 1 d . . . . .
H00R H 0.4643 0.6582 0.9163 0.080 Uiso 1 1 calc R . . . .
C00S C 0.46576(19) 0.8164(3) 0.84874(13) 0.0685(6) Uani 1 1 d . . . . .
H00S H 0.3939 0.8464 0.8638 0.082 Uiso 1 1 calc R . . . .


_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
O001 C00A 1.346(2) . ?
O001 C00Q 1.433(2) . ?
O002 C00B 1.4554(19) . ?
O002 C00F 1.332(2) . ?
O003 C00A 1.193(2) . ?
O004 C00F 1.194(2) . ?
C005 C006 1.333(2) . ?
C005 C007 1.491(2) . ?
C005 C00Q 1.499(2) . ?
C006 H006 0.9300 . ?
C006 C00B 1.494(2) . ?
C007 C00E 1.391(2) . ?
C007 C00H 1.387(2) . ?
C008 C009 1.405(2) . ?
C008 C00A 1.494(2) . ?
C008 C00G 1.385(2) . ?
C009 C00C 1.488(3) . ?
C009 C00M 1.394(3) . ?
C00B H00A 0.9700 . ?
C00B H00B 0.9700 . ?
C00C C00D 1.397(3) . ?
C00C C00N 1.391(2) . ?
C00D C00F 1.495(2) . ?
C00D C00K 1.390(3) . ?
C00E H00E 0.9300 . ?
C00E C00I 1.381(2) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.384(3) . ?
C00H H00H 0.9300 . ?
C00H C00J 1.388(3) . ?
C00I H00I 0.9300 . ?
C00I C00O 1.374(3) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.374(3) . ?
C00K H00K 0.9300 . ?
C00K C00R 1.384(3) . ?
C00L H00L 0.9300 . ?
C00L C00P 1.369(3) . ?
C00M H00M 0.9300 . ?
C00M C00P 1.372(3) . ?
C00N H00N 0.9300 . ?
C00N C00S 1.375(3) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00Q H00C 0.9700 . ?
C00Q H00D 0.9700 . ?
C00R H00R 0.9300 . ?
C00R C00S 1.374(3) . ?
C00S H00S 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
C00A O001 C00Q 117.12(15) . . ?
C00F O002 C00B 115.71(12) . . ?
C006 C005 C007 119.90(15) . . ?
C006 C005 C00Q 128.05(16) . . ?
C007 C005 C00Q 112.05(13) . . ?
C005 C006 H006 115.1 . . ?
C005 C006 C00B 129.78(16) . . ?
C00B C006 H006 115.1 . . ?
C00E C007 C005 120.77(14) . . ?
C00H C007 C005 120.92(14) . . ?
C00H C007 C00E 118.29(15) . . ?
C009 C008 C00A 120.97(15) . . ?
C00G C008 C009 119.89(16) . . ?
C00G C008 C00A 119.04(15) . . ?
C008 C009 C00C 122.93(16) . . ?
C00M C009 C008 117.81(17) . . ?
C00M C009 C00C 119.25(16) . . ?
O001 C00A C008 110.49(14) . . ?
O003 C00A O001 124.32(16) . . ?
O003 C00A C008 125.18(16) . . ?
O002 C00B C006 110.22(12) . . ?
O002 C00B H00A 109.6 . . ?
O002 C00B H00B 109.6 . . ?
C006 C00B H00A 109.6 . . ?
C006 C00B H00B 109.6 . . ?
H00A C00B H00B 108.1 . . ?
C00D C00C C009 121.72(15) . . ?
C00N C00C C009 119.94(17) . . ?
C00N C00C C00D 118.33(18) . . ?
C00C C00D C00F 119.38(16) . . ?
C00K C00D C00C 120.32(17) . . ?
C00K C00D C00F 120.21(17) . . ?
C007 C00E H00E 119.5 . . ?
C00I C00E C007 120.96(16) . . ?
C00I C00E H00E 119.5 . . ?
O002 C00F C00D 112.32(13) . . ?
O004 C00F O002 123.32(17) . . ?
O004 C00F C00D 124.34(17) . . ?
C008 C00G H00G 119.6 . . ?
C00L C00G C008 120.77(18) . . ?
C00L C00G H00G 119.6 . . ?
C007 C00H H00H 119.8 . . ?
C007 C00H C00J 120.45(17) . . ?
C00J C00H H00H 119.8 . . ?
C00E C00I H00I 119.9 . . ?
C00O C00I C00E 120.14(17) . . ?
C00O C00I H00I 119.9 . . ?
C00H C00J H00J 119.8 . . ?
C00O C00J C00H 120.40(18) . . ?
C00O C00J H00J 119.8 . . ?
C00D C00K H00K 120.0 . . ?
C00R C00K C00D 120.0(2) . . ?
C00R C00K H00K 120.0 . . ?
C00G C00L H00L 120.2 . . ?
C00P C00L C00G 119.57(19) . . ?
C00P C00L H00L 120.2 . . ?
C009 C00M H00M 119.2 . . ?
C00P C00M C009 121.55(18) . . ?
C00P C00M H00M 119.2 . . ?
C00C C00N H00N 119.5 . . ?
C00S C00N C00C 121.0(2) . . ?
C00S C00N H00N 119.5 . . ?
C00I C00O H00O 120.1 . . ?
C00J C00O C00I 119.75(18) . . ?
C00J C00O H00O 120.1 . . ?
C00L C00P C00M 120.38(19) . . ?
C00L C00P H00P 119.8 . . ?
C00M C00P H00P 119.8 . . ?
O001 C00Q C005 113.98(14) . . ?
O001 C00Q H00C 108.8 . . ?
O001 C00Q H00D 108.8 . . ?
C005 C00Q H00C 108.8 . . ?
C005 C00Q H00D 108.8 . . ?
H00C C00Q H00D 107.7 . . ?
C00K C00R H00R 120.1 . . ?
C00S C00R C00K 119.9(2) . . ?
C00S C00R H00R 120.1 . . ?
C00N C00S H00S 119.8 . . ?
C00R C00S C00N 120.4(2) . . ?
C00R C00S H00S 119.8 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2020-04-09
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.831
_oxdiff_exptl_absorpt_empirical_full_min 0.625
