# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_F4
_database_code_depnum_ccdc_archive 'CCDC 2131560'
loop_
_audit_author_name
_audit_author_address
aaaa
;FJIRSM
China
;
_audit_update_record             
;
2021-12-29 deposited with the CCDC.	2022-03-11 downloaded from the CCDC.
;
_audit_creation_date             2021-01-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C29 H24 O5'
_chemical_formula_sum            'C29 H24 O5'
_chemical_formula_weight         452.51
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   9.1359(3)
_cell_length_b                   10.8744(3)
_cell_length_c                   12.1839(2)
_cell_angle_alpha                83.076(2)
_cell_angle_beta                 88.393(2)
_cell_angle_gamma                84.055(2)
_cell_volume                     1195.00(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7421
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      73.6010
_cell_measurement_theta_min      3.6460
_exptl_absorpt_coefficient_mu    0.693
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.2575
_exptl_crystal_description       block
_exptl_crystal_F_000             477.5839
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12060
_diffrn_reflns_theta_full        74.2440
_diffrn_reflns_theta_max         74.24
_diffrn_reflns_theta_min         3.65
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9650
_diffrn_measured_fraction_theta_max 0.9650
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00  22.00   0.50    0.50    --    0.00 -57.00  30.00  146
  2  ω    -22.00   4.00   0.50    0.50    --    0.00 -57.00 -60.00   52
  3  ω    -18.00  89.00   0.50    0.50    --    0.00  19.00  30.00  214
  4  ω    -89.00 -59.00   0.50    0.50    --    0.00 -57.00  30.00   60
  5  ω     -6.00  21.00   0.50    0.50    --    0.00  77.00  60.00   54
  6  ω    -49.00 -24.00   0.50    0.50    --    0.00 -57.00 -60.00   50
  7  ω     76.00 102.00   0.50    0.50    --   95.20 -82.00 -90.00   52
  8  ω      6.00  33.00   0.50    0.50    --   95.20 -82.00 -90.00   54
  9  ω      6.00 118.00   0.50    0.50    --   95.20 -61.00 -30.00  224
 10  ω     78.00 104.00   0.50    0.50    --   95.20 -82.00  90.00   52
 11  ω     20.00 127.00   0.50    0.50    --   95.20 -82.00 -30.00  214
 12  ω     21.00 111.00   0.50    0.50    --   95.20 -61.00  60.00  180
 13  ω     76.00 102.00   0.50    0.50    --   95.20 -30.00   0.00   52
 14  ω    117.00 173.00   0.50    0.50    --   95.20  15.00   0.00  112
 15  ω     81.00 120.00   0.50    0.50    --   95.20 -82.00  60.00   78
 16  ω      7.00  56.00   0.50    0.50    --   95.20 -30.00   0.00   98
 17  ω     31.00  56.00   0.50    0.50    --   95.20 -82.00  60.00   50
 18  ω     95.00 120.00   0.50    0.50    --   95.20  30.00  30.00   50
 19  ω    136.00 179.00   0.50    0.50    --   95.20  30.00  30.00   86
 20  ω     90.00 180.00   0.50    0.50    --   95.20  45.00 -60.00  180
 21  ω     33.00 127.00   0.50    0.50    --   95.20 -82.00-180.00  188
 22  ω     15.00 118.00   0.50    0.50    --   95.20 -61.00-180.00  206
 23  ω     85.00 183.00   0.50    0.50    --   95.20  45.00 -90.00  196
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0227978000
_diffrn_orient_matrix_UB_12      0.1382000000
_diffrn_orient_matrix_UB_13      -0.0320778000
_diffrn_orient_matrix_UB_21      0.0252461000
_diffrn_orient_matrix_UB_22      0.0138229000
_diffrn_orient_matrix_UB_23      0.1222101000
_diffrn_orient_matrix_UB_31      0.1661136000
_diffrn_orient_matrix_UB_32      -0.0358516000
_diffrn_orient_matrix_UB_33      -0.0162208000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                4096
_reflns_number_total             4710
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.2105
_refine_diff_density_min         -0.2912
_refine_diff_density_rms         0.0590
_refine_ls_d_res_high            0.8010
_refine_ls_d_res_low             12.0935
_refine_ls_goodness_of_fit_ref   1.0271
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    45
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4710
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0510
_refine_ls_restrained_S_all      1.0271
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0876P)²+0.2006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1428
_refine_ls_wR_factor_ref         0.1498
_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:
 C00M(H00a,H00b)
2.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C008(H008), C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I),
 C00K(H00K), C00L(H00L), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00X(H00X),
 C00Y(H00Y)
2.c Idealised Me refined as rotating group:
 C00W(H00c,H00d,H00g)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
O001 O 0.65094(11) 0.71255(9) 0.75015(8) 0.0363(3) Uani 1.000000 .
O002 O 0.27939(11) 0.49361(10) 0.64914(7) 0.0381(3) Uani 1.000000 .
O003 O 0.36016(13) 0.61983(11) 0.50655(8) 0.0494(3) Uani 1.000000 .
O004 O 0.38785(13) 0.60847(11) 0.86970(8) 0.0485(3) Uani 1.000000 .
O005 O 0.85271(12) 0.60458(12) 0.68521(9) 0.0512(3) Uani 1.000000 .
C006 C 0.60951(15) 0.35471(13) 0.77124(11) 0.0323(3) Uani 1.000000 .
H006 H 0.61233(15) 0.38630(13) 0.69688(11) 0.0388(4) Uiso 1.000000 R
C007 C 0.47165(15) 0.60610(13) 0.68451(10) 0.0328(3) Uani 1.000000 .
C008 C 0.53195(15) 0.42519(13) 0.83937(11) 0.0334(3) Uani 1.000000 .
H008 H 0.52481(15) 0.39394(13) 0.91360(11) 0.0401(4) Uiso 1.000000 R
C009 C 0.45783(15) 0.54845(14) 0.80385(11) 0.0339(3) Uani 1.000000 .
C00A C 0.85567(15) 0.66996(12) 0.86570(11) 0.0329(3) Uani 1.000000 .
C00B C 0.69035(15) 0.23276(13) 0.80221(11) 0.0326(3) Uani 1.000000 .
C00C C 0.56786(15) 0.69132(13) 0.66067(11) 0.0338(3) Uani 1.000000 .
C00D C 0.36792(16) 0.57647(13) 0.60293(11) 0.0349(3) Uani 1.000000 .
C00E C 0.58695(16) 0.76998(14) 0.55810(11) 0.0372(3) Uani 1.000000 .
H00E H 0.53554(16) 0.75512(14) 0.49701(11) 0.0446(4) Uiso 1.000000 R
C00F C 1.00728(16) 0.64207(14) 0.87874(12) 0.0365(3) Uani 1.000000 .
H00F H 1.06592(16) 0.61486(14) 0.82105(12) 0.0438(4) Uiso 1.000000 R
C00G C 0.79216(16) 0.65645(13) 0.75791(11) 0.0350(3) Uani 1.000000 .
C00H C 0.78636(16) 0.18211(14) 0.72462(12) 0.0379(3) Uani 1.000000 .
H00H H 0.79069(16) 0.22250(14) 0.65301(12) 0.0455(4) Uiso 1.000000 R
C00I C 0.67310(17) 0.86227(14) 0.54505(12) 0.0393(3) Uani 1.000000 .
H00I H 0.72723(17) 0.87432(14) 0.60570(12) 0.0472(4) Uiso 1.000000 R
C00J C 0.68990(17) 0.94649(14) 0.44328(12) 0.0406(3) Uani 1.000000 .
C00K C 0.76705(17) 0.70782(15) 0.95276(12) 0.0403(3) Uani 1.000000 .
H00K H 0.66599(17) 0.72567(15) 0.94400(12) 0.0483(4) Uiso 1.000000 R
C00L C 0.68216(18) 0.16765(14) 0.90810(13) 0.0414(4) Uani 1.000000 .
H00L H 0.61725(18) 0.19885(14) 0.96058(13) 0.0497(4) Uiso 1.000000 R
C00M C 0.17316(17) 0.45799(15) 0.57511(12) 0.0423(4) Uani 1.000000 .
H00a H 0.10071(17) 0.52789(15) 0.55389(12) 0.0508(4) Uiso 1.000000 R
H00b H 0.22263(17) 0.43286(15) 0.50870(12) 0.0508(4) Uiso 1.000000 R
C00N C 0.83080(19) 0.71866(18) 1.05263(13) 0.0495(4) Uani 1.000000 .
H00N H 0.77223(19) 0.74217(18) 1.11175(13) 0.0594(5) Uiso 1.000000 R
C00O C 1.06925(17) 0.65531(16) 0.97821(13) 0.0432(4) Uani 1.000000 .
H00O H 1.17027(17) 0.63784(16) 0.98744(13) 0.0518(4) Uiso 1.000000 R
C00P C 0.87550(19) 0.07220(15) 0.75297(13) 0.0463(4) Uani 1.000000 .
H00P H 0.94061(19) 0.04052(15) 0.70084(13) 0.0556(5) Uiso 1.000000 R
C00Q C 0.8680(2) 0.00984(15) 0.85796(15) 0.0496(4) Uani 1.000000 .
H00Q H 0.9282(2) -0.06356(15) 0.87691(15) 0.0595(5) Uiso 1.000000 R
C00R C 0.7700(2) 0.05705(15) 0.93542(14) 0.0490(4) Uani 1.000000 .
H00R H 0.7634(2) 0.01423(15) 1.00592(14) 0.0588(5) Uiso 1.000000 R
C00S C 0.98110(19) 0.69457(18) 1.06425(13) 0.0501(4) Uani 1.000000 .
H00S H 1.02374(19) 0.70480(18) 1.13055(13) 0.0602(5) Uiso 1.000000 R
C00T C 0.6135(2) 0.93821(17) 0.34687(13) 0.0491(4) Uani 1.000000 .
H00T H 0.5495(2) 0.87717(17) 0.34609(13) 0.0589(5) Uiso 1.000000 R
C00U C 0.78446(19) 1.03917(15) 0.44152(14) 0.0472(4) Uani 1.000000 .
H00U H 0.83597(19) 1.04647(15) 0.50479(14) 0.0566(5) Uiso 1.000000 R
C00V C 0.8030(2) 1.12100(16) 0.34648(16) 0.0554(5) Uani 1.000000 .
H00V H 0.8665(2) 1.18250(16) 0.34654(16) 0.0665(6) Uiso 1.000000 R
C00W C 0.09990(19) 0.35259(17) 0.63433(14) 0.0505(4) Uani 1.000000 .
H00c H 0.0361(11) 0.3224(8) 0.5846(3) 0.0758(6) Uiso 1.000000 GR
H00d H 0.1731(2) 0.2868(5) 0.6608(9) 0.0758(6) Uiso 1.000000 GR
H00g H 0.0432(12) 0.3806(3) 0.6957(7) 0.0758(6) Uiso 1.000000 GR
C00X C 0.7275(2) 1.11111(17) 0.25246(15) 0.0590(5) Uani 1.000000 .
H00X H 0.7403(2) 1.16555(17) 0.18877(15) 0.0708(6) Uiso 1.000000 R
C00Y C 0.6325(2) 1.02013(18) 0.25276(14) 0.0574(5) Uani 1.000000 .
H00Y H 0.5810(2) 1.01392(18) 0.18923(14) 0.0689(6) Uiso 1.000000 R


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 C00C 1.4005(16) . ?
O001 C00G 1.3695(16) . ?
O002 C00D 1.3365(18) . ?
O002 C00M 1.4549(17) . ?
O003 C00D 1.2126(16) . ?
O004 C009 1.2205(17) . ?
O005 C00G 1.1987(17) . ?
C006 H006 0.9300 . ?
C006 C008 1.3366(19) . ?
C006 C00B 1.4624(18) . ?
C007 C009 1.5197(17) . ?
C007 C00C 1.344(2) . ?
C007 C00D 1.4776(19) . ?
C008 H008 0.9300 . ?
C008 C009 1.4598(18) . ?
C00A C00F 1.396(2) . ?
C00A C00G 1.4799(18) . ?
C00A C00K 1.392(2) . ?
C00B C00H 1.3948(19) . ?
C00B C00L 1.3988(19) . ?
C00C C00E 1.4438(19) . ?
C00E H00E 0.9300 . ?
C00E C00I 1.330(2) . ?
C00F H00F 0.9300 . ?
C00F C00O 1.381(2) . ?
C00H H00H 0.9300 . ?
C00H C00P 1.388(2) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.464(2) . ?
C00J C00T 1.400(2) . ?
C00J C00U 1.392(2) . ?
C00K H00K 0.9300 . ?
C00K C00N 1.387(2) . ?
C00L H00L 0.9300 . ?
C00L C00R 1.386(2) . ?
C00M H00a 0.9700 . ?
C00M H00b 0.9700 . ?
C00M C00W 1.488(2) . ?
C00N H00N 0.9300 . ?
C00N C00S 1.379(2) . ?
C00O H00O 0.9300 . ?
C00O C00S 1.385(2) . ?
C00P H00P 0.9300 . ?
C00P C00Q 1.377(2) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.389(2) . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00T C00Y 1.383(2) . ?
C00U H00U 0.9300 . ?
C00U C00V 1.390(2) . ?
C00V H00V 0.9300 . ?
C00V C00X 1.374(3) . ?
C00W H00c 0.9600 . ?
C00W H00d 0.9600 . ?
C00W H00g 0.9600 . ?
C00X H00X 0.9300 . ?
C00X C00Y 1.382(3) . ?
C00Y H00Y 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
C00G O001 C00C 117.59(10) . . ?
C00M O002 C00D 115.14(10) . . ?
C008 C006 H006 116.83(8) . . ?
C00B C006 H006 116.83(8) . . ?
C00B C006 C008 126.35(12) . . ?
C00C C007 C009 118.12(12) . . ?
C00D C007 C009 118.58(13) . . ?
C00D C007 C00C 122.95(12) . . ?
H008 C008 C006 118.15(8) . . ?
C009 C008 C006 123.70(12) . . ?
C009 C008 H008 118.15(7) . . ?
C007 C009 O004 118.88(12) . . ?
C008 C009 O004 120.87(12) . . ?
C008 C009 C007 120.21(11) . . ?
C00G C00A C00F 118.28(13) . . ?
C00K C00A C00F 120.50(13) . . ?
C00K C00A C00G 121.21(13) . . ?
C00H C00B C006 118.54(12) . . ?
C00L C00B C006 123.00(13) . . ?
C00L C00B C00H 118.36(13) . . ?
C007 C00C O001 114.91(12) . . ?
C00E C00C O001 116.58(13) . . ?
C00E C00C C007 128.28(13) . . ?
O003 C00D O002 122.74(13) . . ?
C007 C00D O002 110.95(11) . . ?
C007 C00D O003 126.30(14) . . ?
H00E C00E C00C 117.78(8) . . ?
C00I C00E C00C 124.43(14) . . ?
C00I C00E H00E 117.78(9) . . ?
H00F C00F C00A 120.35(8) . . ?
C00O C00F C00A 119.31(14) . . ?
C00O C00F H00F 120.35(9) . . ?
O005 C00G O001 122.91(13) . . ?
C00A C00G O001 110.82(11) . . ?
C00A C00G O005 126.28(13) . . ?
H00H C00H C00B 119.60(8) . . ?
C00P C00H C00B 120.81(14) . . ?
C00P C00H H00H 119.60(9) . . ?
H00I C00I C00E 117.24(9) . . ?
C00J C00I C00E 125.52(14) . . ?
C00J C00I H00I 117.24(9) . . ?
C00T C00J C00I 122.53(15) . . ?
C00U C00J C00I 119.29(15) . . ?
C00U C00J C00T 118.18(15) . . ?
H00K C00K C00A 120.30(8) . . ?
C00N C00K C00A 119.41(14) . . ?
C00N C00K H00K 120.30(9) . . ?
H00L C00L C00B 119.74(8) . . ?
C00R C00L C00B 120.51(14) . . ?
C00R C00L H00L 119.74(10) . . ?
H00a C00M O002 110.08(8) . . ?
H00b C00M O002 110.08(7) . . ?
H00b C00M H00a 108.4 . . ?
C00W C00M O002 108.11(12) . . ?
C00W C00M H00a 110.08(9) . . ?
C00W C00M H00b 110.08(9) . . ?
H00N C00N C00K 120.02(9) . . ?
C00S C00N C00K 119.96(15) . . ?
C00S C00N H00N 120.02(10) . . ?
H00O C00O C00F 119.96(9) . . ?
C00S C00O C00F 120.08(15) . . ?
C00S C00O H00O 119.96(9) . . ?
H00P C00P C00H 119.86(9) . . ?
C00Q C00P C00H 120.28(15) . . ?
C00Q C00P H00P 119.86(9) . . ?
H00Q C00Q C00P 120.14(9) . . ?
C00R C00Q C00P 119.71(14) . . ?
C00R C00Q H00Q 120.14(9) . . ?
C00Q C00R C00L 120.29(15) . . ?
H00R C00R C00L 119.85(10) . . ?
H00R C00R C00Q 119.85(9) . . ?
C00O C00S C00N 120.70(14) . . ?
H00S C00S C00N 119.65(10) . . ?
H00S C00S C00O 119.65(9) . . ?
H00T C00T C00J 119.75(10) . . ?
C00Y C00T C00J 120.50(18) . . ?
C00Y C00T H00T 119.75(12) . . ?
H00U C00U C00J 119.54(10) . . ?
C00V C00U C00J 120.92(17) . . ?
C00V C00U H00U 119.54(12) . . ?
H00V C00V C00U 119.96(12) . . ?
C00X C00V C00U 120.08(19) . . ?
C00X C00V H00V 119.96(11) . . ?
H00c C00W C00M 109.5 . . ?
H00d C00W C00M 109.5 . . ?
H00d C00W H00c 109.5 . . ?
H00g C00W C00M 109.5 . . ?
H00g C00W H00c 109.5 . . ?
H00g C00W H00d 109.5 . . ?
H00X C00X C00V 120.07(11) . . ?
C00Y C00X C00V 119.86(17) . . ?
C00Y C00X H00X 120.07(11) . . ?
C00X C00Y C00T 120.47(18) . . ?
H00Y C00Y C00T 119.77(12) . . ?
H00Y C00Y C00X 119.77(11) . . ?

_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 5.649
_oxdiff_exptl_absorpt_empirical_full_min 0.399
####################################################################### 
# 
# 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_CL-1_auto
_database_code_depnum_ccdc_archive 'CCDC 2131561'
loop_
_audit_author_name
_audit_author_address
bbb
;FJIRSM
China
;
_audit_update_record             
;
2021-12-29 deposited with the CCDC.	2022-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H20 O6'
_chemical_formula_weight         392.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   12.0593(7)
_cell_length_b                   16.1161(10)
_cell_length_c                   20.7106(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4025.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    19057
_cell_measurement_theta_min      3.984
_cell_measurement_theta_max      60.329

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             1648
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.494
_shelx_estimated_absorpt_T_min   0.908
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.3414
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52295
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.714
_diffrn_reflns_theta_max         61.012
_diffrn_reflns_theta_full        53.595
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4591
_reflns_number_gt                3706
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1099P)²+2.4210P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4591
_refine_ls_number_parameters     266
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.2027
_refine_ls_wR_factor_gt          0.1843
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O8 O 0.20891(12) 0.62856(10) 0.44495(6) 0.0371(4) Uani 1 1 d . . . . .
O18 O 0.34879(12) 0.69051(10) 0.25139(6) 0.0364(4) Uani 1 1 d . . . . .
O9 O 0.52653(13) 0.31968(10) 0.48644(7) 0.0398(4) Uani 1 1 d . . . . .
O29 O 0.24489(15) 0.63320(11) 0.17260(7) 0.0476(4) Uani 1 1 d . . . . .
O28 O 0.08978(14) 0.50429(11) 0.23565(8) 0.0490(5) Uani 1 1 d . . . . .
O24 O 0.11914(14) 0.49925(11) 0.34329(8) 0.0507(5) Uani 1 1 d . . . . .
C1 C 0.33829(16) 0.51982(13) 0.42655(9) 0.0311(4) Uani 1 1 d . . . . .
C7 C 0.26929(15) 0.59115(13) 0.40804(9) 0.0312(4) Uani 1 1 d . . . . .
C6 C 0.41784(16) 0.48708(13) 0.38486(9) 0.0318(4) Uani 1 1 d . . . . .
H6 H 0.4270 0.5105 0.3442 0.038 Uiso 1 1 calc R U . . .
C20 C 0.27836(15) 0.61932(13) 0.33842(9) 0.0319(4) Uani 1 1 d . . . . .
C19 C 0.35726(16) 0.68089(13) 0.31800(9) 0.0321(4) Uani 1 1 d . . . . .
C4 C 0.46856(17) 0.38562(13) 0.46362(9) 0.0337(4) Uani 1 1 d . . . . .
C21 C 0.22197(17) 0.59260(14) 0.28585(9) 0.0352(5) Uani 1 1 d . . . . .
C5 C 0.48354(17) 0.42049(13) 0.40267(9) 0.0333(4) Uani 1 1 d . . . . .
H5 H 0.5366 0.3994 0.3745 0.040 Uiso 1 1 calc R U . . .
C2 C 0.32626(18) 0.48485(14) 0.48822(9) 0.0361(5) Uani 1 1 d . . . . .
H2 H 0.2749 0.5069 0.5170 0.043 Uiso 1 1 calc R U . . .
C17 C 0.42948(16) 0.72162(14) 0.35591(9) 0.0340(4) Uani 1 1 d . . . . .
H17 H 0.4230 0.7093 0.3996 0.041 Uiso 1 1 calc R U . . .
C22 C 0.26571(18) 0.63717(14) 0.22938(9) 0.0372(5) Uani 1 1 d . . . . .
C23 C 0.13676(18) 0.52766(15) 0.28376(10) 0.0391(5) Uani 1 1 d . . . . .
C11 C 0.51519(17) 0.78098(15) 0.34115(10) 0.0376(5) Uani 1 1 d . . . . .
C3 C 0.39013(18) 0.41818(15) 0.50615(9) 0.0397(5) Uani 1 1 d . . . . .
H3 H 0.3811 0.3946 0.5468 0.048 Uiso 1 1 calc R U . . .
C10 C 0.61588(18) 0.28863(15) 0.44804(10) 0.0383(5) Uani 1 1 d . . . . .
H10A H 0.5879 0.2709 0.4069 0.057 Uiso 1 1 calc R U . . .
H10B H 0.6499 0.2425 0.4697 0.057 Uiso 1 1 calc R U . . .
H10C H 0.6699 0.3317 0.4418 0.057 Uiso 1 1 calc R U . . .
C16 C 0.54070(19) 0.80881(16) 0.27882(11) 0.0454(6) Uani 1 1 d . . . . .
H16 H 0.4992 0.7903 0.2438 0.055 Uiso 1 1 calc R U . . .
C12 C 0.5766(2) 0.81115(18) 0.39301(12) 0.0526(7) Uani 1 1 d . . . . .
H12 H 0.5599 0.7937 0.4347 0.063 Uiso 1 1 calc R U . . .
C15 C 0.6271(2) 0.8635(2) 0.26920(14) 0.0593(7) Uani 1 1 d . . . . .
H15 H 0.6447 0.8809 0.2276 0.071 Uiso 1 1 calc R U . . .
C25 C 0.0424(2) 0.43008(19) 0.35231(13) 0.0602(8) Uani 1 1 d . . . . .
H25 H -0.0193 0.4344 0.3217 0.072 Uiso 1 1 calc R U . . .
C14 C 0.6879(2) 0.8927(2) 0.32126(16) 0.0697(9) Uani 1 1 d . . . . .
H14 H 0.7461 0.9295 0.3146 0.084 Uiso 1 1 calc R U . . .
C13 C 0.6621(3) 0.8669(2) 0.38322(15) 0.0690(9) Uani 1 1 d . . . . .
H13 H 0.7022 0.8870 0.4182 0.083 Uiso 1 1 calc R U . . .
C26 C 0.0003(3) 0.4381(2) 0.42062(16) 0.0747(9) Uani 1 1 d . . . . .
H26A H 0.0595 0.4265 0.4503 0.112 Uiso 1 1 calc R U . . .
H26B H -0.0591 0.3994 0.4274 0.112 Uiso 1 1 calc R U . . .
H26C H -0.0263 0.4935 0.4276 0.112 Uiso 1 1 calc R U . . .
C27 C 0.1053(4) 0.3518(2) 0.3409(2) 0.0996(15) Uani 1 1 d . . . . .
H27A H 0.1368 0.3527 0.2983 0.149 Uiso 1 1 calc R U . . .
H27B H 0.0561 0.3052 0.3447 0.149 Uiso 1 1 calc R U . . .
H27C H 0.1636 0.3469 0.3722 0.149 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O8 C7 1.216(2) . ?
O18 C19 1.392(2) . ?
O18 C22 1.397(3) . ?
O9 C4 1.357(2) . ?
O9 C10 1.430(3) . ?
O29 C22 1.204(2) . ?
O28 C23 1.206(3) . ?
O24 C23 1.332(3) . ?
O24 C25 1.461(3) . ?
C1 C6 1.394(3) . ?
C1 C2 1.404(3) . ?
C1 C7 1.470(3) . ?
C7 C20 1.516(3) . ?
C6 C5 1.384(3) . ?
C20 C21 1.354(3) . ?
C20 C19 1.438(3) . ?
C19 C17 1.344(3) . ?
C4 C5 1.393(3) . ?
C4 C3 1.395(3) . ?
C21 C23 1.467(3) . ?
C21 C22 1.470(3) . ?
C2 C3 1.373(3) . ?
C17 C11 1.441(3) . ?
C11 C12 1.392(3) . ?
C11 C16 1.401(3) . ?
C16 C15 1.380(4) . ?
C12 C13 1.382(4) . ?
C15 C14 1.386(4) . ?
C25 C27 1.492(5) . ?
C25 C26 1.509(4) . ?
C14 C13 1.385(4) . ?

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
C19 O18 C22 107.91(15) . . ?
C4 O9 C10 117.95(15) . . ?
C23 O24 C25 118.80(18) . . ?
C6 C1 C2 118.86(19) . . ?
C6 C1 C7 121.60(17) . . ?
C2 C1 C7 119.52(17) . . ?
O8 C7 C1 124.26(17) . . ?
O8 C7 C20 119.53(18) . . ?
C1 C7 C20 116.19(16) . . ?
C5 C6 C1 121.49(17) . . ?
C21 C20 C19 108.38(17) . . ?
C21 C20 C7 129.31(19) . . ?
C19 C20 C7 122.28(17) . . ?
C17 C19 O18 124.90(18) . . ?
C17 C19 C20 126.44(17) . . ?
O18 C19 C20 108.64(16) . . ?
O9 C4 C5 124.36(18) . . ?
O9 C4 C3 115.09(17) . . ?
C5 C4 C3 120.54(19) . . ?
C20 C21 C23 127.04(19) . . ?
C20 C21 C22 107.70(19) . . ?
C23 C21 C22 125.18(18) . . ?
C6 C5 C4 118.68(18) . . ?
C3 C2 C1 120.15(19) . . ?
C19 C17 C11 131.69(18) . . ?
O29 C22 O18 120.1(2) . . ?
O29 C22 C21 132.5(2) . . ?
O18 C22 C21 107.37(16) . . ?
O28 C23 O24 125.6(2) . . ?
O28 C23 C21 125.2(2) . . ?
O24 C23 C21 109.24(17) . . ?
C12 C11 C16 118.8(2) . . ?
C12 C11 C17 116.72(19) . . ?
C16 C11 C17 124.4(2) . . ?
C2 C3 C4 120.27(18) . . ?
C15 C16 C11 120.2(2) . . ?
C13 C12 C11 120.7(2) . . ?
C16 C15 C14 120.3(2) . . ?
O24 C25 C27 107.7(2) . . ?
O24 C25 C26 105.5(2) . . ?
C27 C25 C26 113.1(3) . . ?
C13 C14 C15 120.0(3) . . ?
C12 C13 C14 119.9(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
C6 C1 C7 O8 -170.41(19) . . . . ?
C2 C1 C7 O8 7.9(3) . . . . ?
C6 C1 C7 C20 8.1(3) . . . . ?
C2 C1 C7 C20 -173.60(18) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
C7 C1 C6 C5 179.28(18) . . . . ?
O8 C7 C20 C21 -94.3(3) . . . . ?
C1 C7 C20 C21 87.2(3) . . . . ?
O8 C7 C20 C19 88.1(2) . . . . ?
C1 C7 C20 C19 -90.5(2) . . . . ?
C22 O18 C19 C17 179.2(2) . . . . ?
C22 O18 C19 C20 0.6(2) . . . . ?
C21 C20 C19 C17 -179.3(2) . . . . ?
C7 C20 C19 C17 -1.3(3) . . . . ?
C21 C20 C19 O18 -0.7(2) . . . . ?
C7 C20 C19 O18 177.32(17) . . . . ?
C10 O9 C4 C5 6.1(3) . . . . ?
C10 O9 C4 C3 -173.73(19) . . . . ?
C19 C20 C21 C23 177.4(2) . . . . ?
C7 C20 C21 C23 -0.5(4) . . . . ?
C19 C20 C21 C22 0.6(2) . . . . ?
C7 C20 C21 C22 -177.32(19) . . . . ?
C1 C6 C5 C4 0.4(3) . . . . ?
O9 C4 C5 C6 179.11(19) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C6 C1 C2 C3 -1.7(3) . . . . ?
C7 C1 C2 C3 180.0(2) . . . . ?
O18 C19 C17 C11 -1.8(4) . . . . ?
C20 C19 C17 C11 176.6(2) . . . . ?
C19 O18 C22 O29 -178.3(2) . . . . ?
C19 O18 C22 C21 -0.3(2) . . . . ?
C20 C21 C22 O29 177.5(2) . . . . ?
C23 C21 C22 O29 0.6(4) . . . . ?
C20 C21 C22 O18 -0.2(2) . . . . ?
C23 C21 C22 O18 -177.08(19) . . . . ?
C25 O24 C23 O28 4.4(4) . . . . ?
C25 O24 C23 C21 -176.0(2) . . . . ?
C20 C21 C23 O28 -178.4(2) . . . . ?
C22 C21 C23 O28 -2.1(4) . . . . ?
C20 C21 C23 O24 2.0(3) . . . . ?
C22 C21 C23 O24 178.3(2) . . . . ?
C19 C17 C11 C12 -179.5(2) . . . . ?
C19 C17 C11 C16 -0.3(4) . . . . ?
C1 C2 C3 C4 1.0(3) . . . . ?
O9 C4 C3 C2 -179.8(2) . . . . ?
C5 C4 C3 C2 0.4(3) . . . . ?
C12 C11 C16 C15 1.7(4) . . . . ?
C17 C11 C16 C15 -177.6(2) . . . . ?
C16 C11 C12 C13 -0.8(4) . . . . ?
C17 C11 C12 C13 178.5(3) . . . . ?
C11 C16 C15 C14 -1.3(4) . . . . ?
C23 O24 C25 C27 84.3(3) . . . . ?
C23 O24 C25 C26 -154.7(3) . . . . ?
C16 C15 C14 C13 0.0(5) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C15 C14 C13 C12 0.9(5) . . . . ?

_refine_diff_density_max         0.414
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2131562'
loop_
_audit_author_name
_audit_author_address
ccc
;FJIRSM
China
;
_audit_update_record             
;
2021-12-29 deposited with the CCDC.	2022-03-11 downloaded from the CCDC.
;
_audit_creation_date             2021-12-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H24 O5'
_chemical_formula_sum            'C28 H24 O5'
_chemical_formula_weight         440.47
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   16.277(3)
_cell_length_b                   14.959(3)
_cell_length_c                   19.366(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4715.6(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1966
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      60.6400
_cell_measurement_theta_min      6.1460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            66511
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_min         2.103
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4307
_reflns_number_total             5394
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         5394
_refine_ls_number_restraints     268
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0931
_refine_ls_restrained_S_all      1.040
_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)+(0.0818P)²+2.4751P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1925
_refine_ls_wR_factor_ref         0.2006
_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. Rigid bond restraints
 C2, C3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 O4, H2, C3, H1, C1, O1, C2, O2, H3, O3, C4, H4, C19, H5, C9, C17, C7, C22,
 C21, C15, O5, C11, H16, H22, C5, C20, C10, C13, H15, C16, H20, C8, H14, H21,
 C23, C6, C14, H23, C24, H18, H7B, C12, H17, C18, H7A, C25, H27C, H28C, H26,
 H28B, C28, H28A, H27B, H24, C26, H27A, C27
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5.a Ternary CH refined with riding coordinates:
 C26(H26)
5.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
5.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.01325(19) 1.0075(2) 0.10990(15) 0.0898(7) Uani 1 1 d . U . . .
H1 H 0.005434 1.064636 0.120597 0.108 Uiso 1 1 calc R U . . .
O1 O 0.17669(9) 0.90708(10) 0.17548(7) 0.0627(4) Uani 1 1 d . U . . .
C2 C -0.0964(2) 0.9841(3) 0.12167(18) 0.1048(9) Uani 1 1 d . U . . .
H2 H -0.132471 1.026124 0.139896 0.126 Uiso 1 1 calc R U . . .
O2 O 0.21999(11) 0.82327(13) 0.26330(8) 0.0781(5) Uani 1 1 d . U . . .
C3 C -0.1236(2) 0.9008(3) 0.10653(18) 0.1072(9) Uani 1 1 d . U . . .
H3 H -0.178290 0.885953 0.114145 0.129 Uiso 1 1 calc R U . . .
O3 O 0.23610(15) 0.72444(13) 0.00085(10) 0.0960(6) Uani 1 1 d . U . . .
C4 C -0.0722(2) 0.8404(3) 0.08081(19) 0.1065(10) Uani 1 1 d . U . . .
H4 H -0.091032 0.783156 0.070726 0.128 Uiso 1 1 calc R U . . .
O4 O 0.27456(13) 0.62618(13) 0.15163(11) 0.0910(6) Uani 1 1 d . U . . .
C5 C 0.00886(18) 0.8619(2) 0.06900(16) 0.0904(8) Uani 1 1 d . U . . .
H5 H 0.043881 0.818525 0.051234 0.108 Uiso 1 1 calc R U . . .
O5 O 0.15125(12) 0.69154(12) 0.14525(11) 0.0878(6) Uani 1 1 d . U . . .
C6 C 0.03943(14) 0.94540(17) 0.08263(10) 0.0643(5) Uani 1 1 d . U . . .
C7 C 0.12852(14) 0.96698(16) 0.06765(12) 0.0665(5) Uani 1 1 d . U . . .
H7A H 0.138139 0.963918 0.018272 0.080 Uiso 1 1 calc R U . . .
H7B H 0.140523 1.027383 0.082816 0.080 Uiso 1 1 calc R U . . .
C8 C 0.18384(13) 0.90335(14) 0.10353(10) 0.0563(4) Uani 1 1 d . U . . .
C9 C 0.23262(12) 0.83757(14) 0.08247(10) 0.0562(4) Uani 1 1 d . U . . .
C10 C 0.26467(13) 0.78748(15) 0.14515(10) 0.0591(5) Uani 1 1 d . U . . .
C11 C 0.22010(13) 0.83779(16) 0.20295(11) 0.0614(5) Uani 1 1 d . U . . .
C12 C 0.24473(15) 0.80398(16) 0.01096(11) 0.0626(5) Uani 1 1 d . U . . .
C13 C 0.27022(13) 0.86478(16) -0.04534(10) 0.0615(5) Uani 1 1 d . U . . .
C14 C 0.30190(16) 0.94866(19) -0.03229(13) 0.0759(6) Uani 1 1 d . U . . .
H14 H 0.304613 0.969660 0.012853 0.091 Uiso 1 1 calc R U . . .
C15 C 0.32973(19) 1.0019(2) -0.08612(16) 0.0941(8) Uani 1 1 d . U . . .
H15 H 0.350213 1.058687 -0.076975 0.113 Uiso 1 1 calc R U . . .
C16 C 0.3272(2) 0.9712(3) -0.15223(16) 0.0990(8) Uani 1 1 d . U . . .
H16 H 0.346508 1.006702 -0.188149 0.119 Uiso 1 1 calc R U . . .
C17 C 0.2960(2) 0.8879(3) -0.16580(14) 0.0957(8) Uani 1 1 d . U . . .
H17 H 0.294256 0.867135 -0.211041 0.115 Uiso 1 1 calc R U . . .
C18 C 0.26713(17) 0.8346(2) -0.11303(12) 0.0778(7) Uani 1 1 d . U . . .
H18 H 0.245596 0.778441 -0.122801 0.093 Uiso 1 1 calc R U . . .
C19 C 0.35796(14) 0.79318(16) 0.15280(11) 0.0643(5) Uani 1 1 d . U . . .
C20 C 0.40797(18) 0.7604(3) 0.10109(16) 0.1034(10) Uani 1 1 d . U . . .
H20 H 0.384612 0.732771 0.062825 0.124 Uiso 1 1 calc R U . . .
C21 C 0.49246(19) 0.7683(3) 0.10562(18) 0.1118(11) Uani 1 1 d . U . . .
H21 H 0.525261 0.747198 0.069824 0.134 Uiso 1 1 calc R U . . .
C22 C 0.52814(19) 0.8066(2) 0.16197(18) 0.0981(9) Uani 1 1 d . U . . .
H22 H 0.584913 0.812589 0.164708 0.118 Uiso 1 1 calc R U . . .
C23 C 0.4796(2) 0.8355(3) 0.2136(2) 0.1208(13) Uani 1 1 d . U . . .
H23 H 0.503376 0.859957 0.252971 0.145 Uiso 1 1 calc R U . . .
C24 C 0.39497(18) 0.8295(3) 0.20903(16) 0.0986(10) Uani 1 1 d . U . . .
H24 H 0.362804 0.850800 0.245159 0.118 Uiso 1 1 calc R U . . .
C25 C 0.23253(16) 0.69076(16) 0.14677(12) 0.0668(5) Uani 1 1 d . U . . .
C26 C 0.1073(2) 0.6054(2) 0.1474(2) 0.1132(10) Uani 1 1 d . U . . .
H26 H 0.146706 0.555868 0.149110 0.136 Uiso 1 1 calc R U . . .
C27 C 0.0568(5) 0.6063(4) 0.2104(3) 0.219(3) Uani 1 1 d . U . . .
H27A H 0.019030 0.655531 0.208536 0.329 Uiso 1 1 calc GR U . . .
H27B H 0.091730 0.612705 0.250063 0.329 Uiso 1 1 calc GR U . . .
H27C H 0.026701 0.551289 0.213803 0.329 Uiso 1 1 calc GR U . . .
C28 C 0.0565(3) 0.5982(3) 0.0858(3) 0.1585(19) Uani 1 1 d . U . . .
H28A H 0.090199 0.605242 0.045483 0.238 Uiso 1 1 calc GR U . . .
H28B H 0.015200 0.643986 0.086511 0.238 Uiso 1 1 calc GR U . . .
H28C H 0.030557 0.540553 0.084763 0.238 Uiso 1 1 calc GR U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.416(5) . ?
C1 C6 1.371(3) . ?
O1 C8 1.399(2) . ?
O1 C11 1.363(3) . ?
C2 C3 1.354(5) . ?
O2 C11 1.189(3) . ?
C3 C4 1.329(5) . ?
O3 C12 1.214(3) . ?
C4 C5 1.377(4) . ?
O4 C25 1.188(3) . ?
C5 C6 1.370(4) . ?
O5 C25 1.323(3) . ?
O5 C26 1.475(4) . ?
C6 C7 1.514(3) . ?
C7 C8 1.483(3) . ?
C8 C9 1.329(3) . ?
C9 C10 1.519(3) . ?
C9 C12 1.486(3) . ?
C10 C11 1.531(3) . ?
C10 C19 1.528(3) . ?
C10 C25 1.539(3) . ?
C12 C13 1.479(3) . ?
C13 C14 1.380(4) . ?
C13 C18 1.387(3) . ?
C14 C15 1.388(4) . ?
C15 C16 1.361(5) . ?
C16 C17 1.371(5) . ?
C17 C18 1.378(4) . ?
C19 C20 1.380(4) . ?
C19 C24 1.358(4) . ?
C20 C21 1.383(4) . ?
C21 C22 1.363(5) . ?
C22 C23 1.345(5) . ?
C23 C24 1.384(4) . ?
C26 C27 1.472(7) . ?
C26 C28 1.455(6) . ?

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
C6 C1 C2 119.5(3) . . ?
C11 O1 C8 108.38(16) . . ?
C3 C2 C1 120.3(3) . . ?
C4 C3 C2 120.1(3) . . ?
C3 C4 C5 120.4(4) . . ?
C6 C5 C4 122.0(3) . . ?
C25 O5 C26 118.5(2) . . ?
C1 C6 C7 121.9(2) . . ?
C5 C6 C1 117.7(3) . . ?
C5 C6 C7 120.4(2) . . ?
C8 C7 C6 110.79(19) . . ?
O1 C8 C7 112.98(18) . . ?
C9 C8 O1 112.64(18) . . ?
C9 C8 C7 133.97(19) . . ?
C8 C9 C10 108.98(17) . . ?
C8 C9 C12 128.00(19) . . ?
C12 C9 C10 122.17(19) . . ?
C9 C10 C11 100.31(17) . . ?
C9 C10 C19 113.03(17) . . ?
C9 C10 C25 111.30(18) . . ?
C11 C10 C25 106.62(18) . . ?
C19 C10 C11 111.87(18) . . ?
C19 C10 C25 112.86(18) . . ?
O1 C11 C10 109.52(17) . . ?
O2 C11 O1 121.5(2) . . ?
O2 C11 C10 129.0(2) . . ?
O3 C12 C9 117.8(2) . . ?
O3 C12 C13 121.1(2) . . ?
C13 C12 C9 121.1(2) . . ?
C14 C13 C12 121.9(2) . . ?
C14 C13 C18 118.8(2) . . ?
C18 C13 C12 119.1(2) . . ?
C13 C14 C15 120.4(3) . . ?
C16 C15 C14 120.2(3) . . ?
C15 C16 C17 119.9(3) . . ?
C16 C17 C18 120.6(3) . . ?
C17 C18 C13 120.0(3) . . ?
C20 C19 C10 119.7(2) . . ?
C24 C19 C10 122.7(2) . . ?
C24 C19 C20 117.5(2) . . ?
C19 C20 C21 120.7(3) . . ?
C22 C21 C20 120.7(3) . . ?
C23 C22 C21 118.7(3) . . ?
C22 C23 C24 121.1(3) . . ?
C19 C24 C23 121.2(3) . . ?
O4 C25 O5 125.8(2) . . ?
O4 C25 C10 124.8(2) . . ?
O5 C25 C10 109.34(19) . . ?
C27 C26 O5 106.6(3) . . ?
C28 C26 O5 108.5(3) . . ?
C28 C26 C27 111.3(4) . . ?

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
C1 C2 C3 C4 0.3(5) . . . . ?
C1 C6 C7 C8 124.3(2) . . . . ?
O1 C8 C9 C10 0.1(2) . . . . ?
O1 C8 C9 C12 169.6(2) . . . . ?
C2 C1 C6 C5 -1.1(4) . . . . ?
C2 C1 C6 C7 178.8(2) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C3 C4 C5 C6 -0.4(5) . . . . ?
O3 C12 C13 C14 -161.9(3) . . . . ?
O3 C12 C13 C18 13.9(4) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
C4 C5 C6 C7 -178.8(3) . . . . ?
C5 C6 C7 C8 -55.8(3) . . . . ?
C6 C1 C2 C3 0.4(5) . . . . ?
C6 C7 C8 O1 -62.3(2) . . . . ?
C6 C7 C8 C9 109.7(3) . . . . ?
C7 C8 C9 C10 -171.9(2) . . . . ?
C7 C8 C9 C12 -2.4(4) . . . . ?
C8 O1 C11 O2 -175.8(2) . . . . ?
C8 O1 C11 C10 4.2(2) . . . . ?
C8 C9 C10 C11 2.2(2) . . . . ?
C8 C9 C10 C19 -117.0(2) . . . . ?
C8 C9 C10 C25 114.7(2) . . . . ?
C8 C9 C12 O3 -127.0(3) . . . . ?
C8 C9 C12 C13 55.8(3) . . . . ?
C9 C10 C11 O1 -3.9(2) . . . . ?
C9 C10 C11 O2 176.1(2) . . . . ?
C9 C10 C19 C20 -60.3(3) . . . . ?
C9 C10 C19 C24 119.7(3) . . . . ?
C9 C10 C25 O4 126.5(3) . . . . ?
C9 C10 C25 O5 -56.5(2) . . . . ?
C9 C12 C13 C14 15.2(3) . . . . ?
C9 C12 C13 C18 -169.0(2) . . . . ?
C10 C9 C12 O3 41.2(3) . . . . ?
C10 C9 C12 C13 -136.0(2) . . . . ?
C10 C19 C20 C21 177.3(3) . . . . ?
C10 C19 C24 C23 -178.5(3) . . . . ?
C11 O1 C8 C7 170.98(18) . . . . ?
C11 O1 C8 C9 -2.8(2) . . . . ?
C11 C10 C19 C20 -172.6(3) . . . . ?
C11 C10 C19 C24 7.4(3) . . . . ?
C11 C10 C25 O4 -125.0(3) . . . . ?
C11 C10 C25 O5 52.0(2) . . . . ?
C12 C9 C10 C11 -167.98(19) . . . . ?
C12 C9 C10 C19 72.8(3) . . . . ?
C12 C9 C10 C25 -55.5(3) . . . . ?
C12 C13 C14 C15 176.2(2) . . . . ?
C12 C13 C18 C17 -175.5(2) . . . . ?
C13 C14 C15 C16 -1.0(4) . . . . ?
C14 C13 C18 C17 0.5(4) . . . . ?
C14 C15 C16 C17 0.8(5) . . . . ?
C15 C16 C17 C18 0.0(5) . . . . ?
C16 C17 C18 C13 -0.6(4) . . . . ?
C18 C13 C14 C15 0.3(4) . . . . ?
C19 C10 C11 O1 116.2(2) . . . . ?
C19 C10 C11 O2 -63.8(3) . . . . ?
C19 C10 C25 O4 -1.8(3) . . . . ?
C19 C10 C25 O5 175.23(18) . . . . ?
C19 C20 C21 C22 1.6(6) . . . . ?
C20 C19 C24 C23 1.6(5) . . . . ?
C20 C21 C22 C23 0.9(6) . . . . ?
C21 C22 C23 C24 -2.1(6) . . . . ?
C22 C23 C24 C19 0.9(7) . . . . ?
C24 C19 C20 C21 -2.8(5) . . . . ?
C25 O5 C26 C27 118.6(4) . . . . ?
C25 O5 C26 C28 -121.4(4) . . . . ?
C25 C10 C11 O1 -120.0(2) . . . . ?
C25 C10 C11 O2 60.0(3) . . . . ?
C25 C10 C19 C20 67.1(3) . . . . ?
C25 C10 C19 C24 -112.8(3) . . . . ?
C26 O5 C25 O4 -2.2(4) . . . . ?
C26 O5 C25 C10 -179.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2131563'
loop_
_audit_author_name
_audit_author_address
eee
;FJIRSM
China
;
_audit_update_record             
;
2021-12-29 deposited with the CCDC.	2022-03-11 downloaded from the CCDC.
;
_audit_creation_date             2021-12-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H24 O5'
_chemical_formula_sum            'C28 H24 O5'
_chemical_formula_weight         440.47
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   20.333(4)
_cell_length_b                   6.4811(13)
_cell_length_c                   35.365(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4660.4(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    16572
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      49.6270
_cell_measurement_theta_min      2.1690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1130
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            42005
_diffrn_reflns_point_group_measured_fraction_full 0.886
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_theta_full        24.165
_diffrn_reflns_theta_max         24.165
_diffrn_reflns_theta_min         1.152
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.797
_reflns_Friedel_fraction_full    0.801
_reflns_Friedel_fraction_max     0.801
_reflns_number_gt                5472
_reflns_number_total             6627
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.8(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     600
_refine_ls_number_reflns         6627
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      1.119
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1542
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.8(17)
 -0.8(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C9(H9), C26(H26), C37(H37), C54(H54)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C29(H29),
  C30(H30), C31(H31), C32(H32), C33(H33), C35(H35), C42(H42), C43(H43),
 C44(H44), C45(H45), C46(H46), C48(H48), C49(H49), C50(H50), C51(H51), C52(H52)
3.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C55(H55A,H55B,H55C), C56(H56A,H56B,
 H56C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.13857(15) 0.0423(5) -0.26307(10) 0.0563(8) Uani 1 1 d . . . . .
O2 O 0.1484(2) -0.2401(5) -0.22809(14) 0.0743(13) Uani 1 1 d . . . . .
O3 O -0.00696(18) -0.0332(5) -0.25713(11) 0.0682(10) Uani 1 1 d . . . . .
O4 O 0.12272(19) 0.2714(6) -0.14988(13) 0.0751(13) Uani 1 1 d . . . . .
O5 O 0.19899(16) 0.1546(8) -0.18823(14) 0.1004(16) Uani 1 1 d . . . . .
C1 C 0.2023(3) 0.5601(9) -0.32514(19) 0.0768(16) Uani 1 1 d . . . . .
H1 H 0.195544 0.679532 -0.311090 0.092 Uiso 1 1 calc R . . . .
C2 C 0.2470(4) 0.5621(13) -0.3542(3) 0.104(2) Uani 1 1 d . . . . .
H2 H 0.270519 0.681988 -0.359324 0.125 Uiso 1 1 calc R . . . .
C3 C 0.2570(4) 0.3942(15) -0.3753(2) 0.101(2) Uani 1 1 d . . . . .
H3 H 0.286975 0.397326 -0.395133 0.121 Uiso 1 1 calc R . . . .
C4 C 0.2233(4) 0.2189(13) -0.3674(2) 0.090(2) Uani 1 1 d . . . . .
H4 H 0.230661 0.101559 -0.381974 0.108 Uiso 1 1 calc R . . . .
C5 C 0.1787(3) 0.2117(10) -0.33858(19) 0.0693(15) Uani 1 1 d . . . . .
H5 H 0.155780 0.090238 -0.333820 0.083 Uiso 1 1 calc R . . . .
C6 C 0.1673(2) 0.3844(8) -0.31634(15) 0.0569(12) Uani 1 1 d . . . . .
C7 C 0.1210(2) 0.3854(7) -0.28487(15) 0.0533(12) Uani 1 1 d . . . . .
H7 H 0.097625 0.507157 -0.281385 0.064 Uiso 1 1 calc R . . . .
C8 C 0.1081(2) 0.2360(6) -0.26075(17) 0.0463(13) Uani 1 1 d . . . . .
C9 C 0.0589(2) 0.2273(6) -0.22896(16) 0.0438(11) Uani 1 1 d . . . . .
H9 H 0.053092 0.360938 -0.216423 0.053 Uiso 1 1 calc R . . . .
C10 C 0.0891(2) 0.0617(6) -0.20238(14) 0.0446(10) Uani 1 1 d . . . . .
C11 C 0.1274(2) -0.0706(7) -0.23113(15) 0.0529(12) Uani 1 1 d . . . . .
C12 C -0.0053(2) 0.1485(7) -0.24768(13) 0.0502(11) Uani 1 1 d . . . . .
C13 C -0.0602(2) 0.2885(8) -0.25539(16) 0.0548(13) Uani 1 1 d . . . . .
C14 C -0.1127(3) 0.2185(11) -0.2766(2) 0.081(2) Uani 1 1 d . . . . .
H14 H -0.111545 0.085307 -0.286382 0.098 Uiso 1 1 calc R . . . .
C15 C -0.1660(3) 0.3396(15) -0.2837(3) 0.110(3) Uani 1 1 d . . . . .
H15 H -0.200668 0.289012 -0.298078 0.131 Uiso 1 1 calc R . . . .
C16 C -0.1685(3) 0.5384(12) -0.2693(3) 0.103(3) Uani 1 1 d . . . . .
H16 H -0.205313 0.620103 -0.273619 0.124 Uiso 1 1 calc R . . . .
C17 C -0.1176(3) 0.6138(10) -0.2490(2) 0.0860(19) Uani 1 1 d . . . . .
H17 H -0.119015 0.748728 -0.240082 0.103 Uiso 1 1 calc R . . . .
C18 C -0.0629(2) 0.4902(7) -0.24128(17) 0.0647(14) Uani 1 1 d . . . . .
H18 H -0.028456 0.541787 -0.226817 0.078 Uiso 1 1 calc R . . . .
C19 C 0.0415(2) -0.0557(6) -0.17671(14) 0.0481(11) Uani 1 1 d . . . . .
C20 C -0.0161(2) 0.0354(8) -0.16432(16) 0.0576(12) Uani 1 1 d . . . . .
H20 H -0.026973 0.167735 -0.172325 0.069 Uiso 1 1 calc R . . . .
C21 C -0.0580(2) -0.0709(9) -0.13983(19) 0.0738(15) Uani 1 1 d . . . . .
H21 H -0.096823 -0.009307 -0.131693 0.089 Uiso 1 1 calc R . . . .
C22 C -0.0423(3) -0.2644(9) -0.12780(19) 0.0695(18) Uani 1 1 d . . . . .
H22 H -0.070892 -0.335432 -0.111917 0.083 Uiso 1 1 calc R . . . .
C23 C 0.0152(3) -0.3545(8) -0.13899(18) 0.0717(15) Uani 1 1 d . . . . .
H23 H 0.025700 -0.486754 -0.130727 0.086 Uiso 1 1 calc R . . . .
C24 C 0.0573(2) -0.2511(6) -0.16222(19) 0.0553(14) Uani 1 1 d . . . . .
H24 H 0.097321 -0.311316 -0.168615 0.066 Uiso 1 1 calc R . . . .
C25 C 0.13847(19) 0.1749(7) -0.17675(15) 0.0480(11) Uani 1 1 d . . . . .
C26 C 0.2529(3) 0.2561(11) -0.1660(3) 0.090(2) Uani 1 1 d . . . . .
H26 H 0.238519 0.282977 -0.140028 0.108 Uiso 1 1 calc R . . . .
C27 C 0.2642(5) 0.4537(13) -0.1866(4) 0.152(4) Uani 1 1 d . . . . .
H27A H 0.224645 0.534392 -0.186326 0.227 Uiso 1 1 calc GR . . . .
H27B H 0.276460 0.424656 -0.212270 0.227 Uiso 1 1 calc GR . . . .
H27C H 0.298905 0.529275 -0.174443 0.227 Uiso 1 1 calc GR . . . .
C28 C 0.3091(3) 0.1143(12) -0.1663(3) 0.101(2) Uani 1 1 d . . . . .
H28A H 0.343839 0.169948 -0.151023 0.151 Uiso 1 1 calc GR . . . .
H28B H 0.324516 0.097331 -0.191821 0.151 Uiso 1 1 calc GR . . . .
H28C H 0.295849 -0.017069 -0.156412 0.151 Uiso 1 1 calc GR . . . .
O6 O 0.10357(16) -0.0455(4) -0.45489(10) 0.0555(8) Uani 1 1 d . . . . .
O7 O 0.09505(18) 0.2389(5) -0.48982(13) 0.0692(12) Uani 1 1 d . . . . .
O8 O 0.24902(18) 0.0289(5) -0.45999(11) 0.0685(10) Uani 1 1 d . . . . .
O9 O 0.12172(18) -0.2951(6) -0.56519(13) 0.0749(12) Uani 1 1 d . . . . .
O10 O 0.04313(15) -0.1361(5) -0.53306(12) 0.0690(10) Uani 1 1 d . . . . .
C29 C 0.0639(3) -0.2136(11) -0.3791(2) 0.0740(16) Uani 1 1 d . . . . .
H29 H 0.086997 -0.093147 -0.384348 0.089 Uiso 1 1 calc R . . . .
C30 C 0.0207(4) -0.2165(14) -0.3490(2) 0.091(2) Uani 1 1 d . . . . .
H30 H 0.016033 -0.101135 -0.333617 0.109 Uiso 1 1 calc R . . . .
C31 C -0.0156(4) -0.3922(15) -0.3421(2) 0.105(3) Uani 1 1 d . . . . .
H31 H -0.047019 -0.392762 -0.322982 0.126 Uiso 1 1 calc R . . . .
C32 C -0.0051(4) -0.5664(13) -0.3634(2) 0.102(2) Uani 1 1 d . . . . .
H32 H -0.028086 -0.686883 -0.357880 0.122 Uiso 1 1 calc R . . . .
C33 C 0.0393(3) -0.5634(9) -0.3929(2) 0.0774(17) Uani 1 1 d . . . . .
H33 H 0.046158 -0.682023 -0.407161 0.093 Uiso 1 1 calc R . . . .
C34 C 0.0736(2) -0.3852(8) -0.40144(16) 0.0574(12) Uani 1 1 d . . . . .
C35 C 0.1209(2) -0.3895(7) -0.43327(16) 0.0533(12) Uani 1 1 d . . . . .
H35 H 0.143211 -0.512977 -0.437133 0.064 Uiso 1 1 calc R . . . .
C36 C 0.1347(2) -0.2388(7) -0.45657(17) 0.0507(14) Uani 1 1 d . . . . .
C37 C 0.1845(2) -0.2307(7) -0.48803(17) 0.0477(12) Uani 1 1 d . . . . .
H37 H 0.190578 -0.364801 -0.500364 0.057 Uiso 1 1 calc R . . . .
C38 C 0.1539(2) -0.0676(6) -0.51486(14) 0.0438(10) Uani 1 1 d . . . . .
C39 C 0.1154(2) 0.0656(7) -0.48702(14) 0.0524(12) Uani 1 1 d . . . . .
C40 C 0.2476(2) -0.1505(6) -0.46991(14) 0.0502(11) Uani 1 1 d . . . . .
C41 C 0.3031(2) -0.2946(8) -0.46278(15) 0.0533(12) Uani 1 1 d . . . . .
C42 C 0.3552(3) -0.2208(11) -0.4409(2) 0.0800(19) Uani 1 1 d . . . . .
H42 H 0.353277 -0.089252 -0.430477 0.096 Uiso 1 1 calc R . . . .
C43 C 0.4095(3) -0.3433(14) -0.4348(3) 0.113(3) Uani 1 1 d . . . . .
H43 H 0.444558 -0.292682 -0.420730 0.135 Uiso 1 1 calc R . . . .
C44 C 0.4123(3) -0.5368(14) -0.4492(3) 0.108(3) Uani 1 1 d . . . . .
H44 H 0.449302 -0.617798 -0.444827 0.129 Uiso 1 1 calc R . . . .
C45 C 0.3610(3) -0.6148(10) -0.4702(2) 0.0838(19) Uani 1 1 d . . . . .
H45 H 0.363144 -0.747711 -0.479968 0.101 Uiso 1 1 calc R . . . .
C46 C 0.3062(2) -0.4935(8) -0.47647(17) 0.0635(13) Uani 1 1 d . . . . .
H46 H 0.270994 -0.546735 -0.490125 0.076 Uiso 1 1 calc R . . . .
C47 C 0.2019(2) 0.0499(6) -0.54045(14) 0.0481(11) Uani 1 1 d . . . . .
C48 C 0.2583(2) -0.0481(7) -0.55398(16) 0.0596(13) Uani 1 1 d . . . . .
H48 H 0.267360 -0.182705 -0.546506 0.072 Uiso 1 1 calc R . . . .
C49 C 0.3006(2) 0.0516(8) -0.57825(17) 0.0657(14) Uani 1 1 d . . . . .
H49 H 0.337881 -0.016558 -0.586980 0.079 Uiso 1 1 calc R . . . .
C50 C 0.2885(3) 0.2503(8) -0.5897(2) 0.0705(18) Uani 1 1 d . . . . .
H50 H 0.317829 0.318486 -0.605565 0.085 Uiso 1 1 calc R . . . .
C51 C 0.2320(3) 0.3472(8) -0.57736(18) 0.0716(15) Uani 1 1 d . . . . .
H51 H 0.222507 0.480231 -0.585576 0.086 Uiso 1 1 calc R . . . .
C52 C 0.1891(3) 0.2470(6) -0.5526(2) 0.0578(15) Uani 1 1 d . . . . .
H52 H 0.151468 0.314616 -0.544237 0.069 Uiso 1 1 calc R . . . .
C53 C 0.1042(2) -0.1819(7) -0.54076(14) 0.0454(10) Uani 1 1 d . . . . .
C54 C -0.0091(3) -0.2466(8) -0.5544(2) 0.0709(17) Uani 1 1 d . . . . .
H54 H 0.007575 -0.290139 -0.579158 0.085 Uiso 1 1 calc R . . . .
C55 C -0.0632(3) -0.0932(11) -0.5592(2) 0.0901(19) Uani 1 1 d . . . . .
H55A H -0.081499 -0.060215 -0.534900 0.135 Uiso 1 1 calc GR . . . .
H55B H -0.096807 -0.150511 -0.575071 0.135 Uiso 1 1 calc GR . . . .
H55C H -0.046015 0.029842 -0.570627 0.135 Uiso 1 1 calc GR . . . .
C56 C -0.0276(4) -0.4308(11) -0.5313(3) 0.113(3) Uani 1 1 d . . . . .
H56A H 0.010464 -0.515971 -0.527476 0.169 Uiso 1 1 calc GR . . . .
H56B H -0.060797 -0.508467 -0.544342 0.169 Uiso 1 1 calc GR . . . .
H56C H -0.044324 -0.386331 -0.507270 0.169 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
O1 C8 1.402(5) . ?
O1 C11 1.365(6) . ?
O2 C11 1.183(5) . ?
O3 C12 1.225(5) . ?
O4 C25 1.182(6) . ?
O5 C25 1.303(6) . ?
O5 C26 1.500(7) . ?
C1 H1 0.9300 . ?
C1 C2 1.372(10) . ?
C1 C6 1.379(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.334(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.355(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.367(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(8) . ?
C6 C7 1.457(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.317(7) . ?
C8 C9 1.507(8) . ?
C9 H9 0.9800 . ?
C9 C10 1.554(6) . ?
C9 C12 1.550(6) . ?
C10 C11 1.541(6) . ?
C10 C19 1.530(6) . ?
C10 C25 1.538(6) . ?
C12 C13 1.463(7) . ?
C13 C14 1.382(8) . ?
C13 C18 1.400(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.361(10) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(12) . ?
C16 H16 0.9300 . ?
C16 C17 1.350(10) . ?
C17 H17 0.9300 . ?
C17 C18 1.397(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.383(6) . ?
C19 C24 1.404(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.397(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.362(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.367(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.362(8) . ?
C24 H24 0.9300 . ?
C26 H26 0.9800 . ?
C26 C27 1.491(13) . ?
C26 C28 1.467(9) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
O6 C36 1.405(5) . ?
O6 C39 1.366(6) . ?
O7 C39 1.201(5) . ?
O8 C40 1.215(5) . ?
O9 C53 1.188(6) . ?
O10 C53 1.306(5) . ?
O10 C54 1.487(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.378(11) . ?
C29 C34 1.380(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.378(11) . ?
C31 H31 0.9300 . ?
C31 C32 1.374(11) . ?
C32 H32 0.9300 . ?
C32 C33 1.381(10) . ?
C33 H33 0.9300 . ?
C33 C34 1.382(7) . ?
C34 C35 1.481(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.308(7) . ?
C36 C37 1.506(8) . ?
C37 H37 0.9800 . ?
C37 C38 1.550(7) . ?
C37 C40 1.526(6) . ?
C38 C39 1.526(6) . ?
C38 C47 1.532(7) . ?
C38 C53 1.553(6) . ?
C40 C41 1.486(6) . ?
C41 C42 1.396(8) . ?
C41 C46 1.378(8) . ?
C42 H42 0.9300 . ?
C42 C43 1.376(10) . ?
C43 H43 0.9300 . ?
C43 C44 1.354(12) . ?
C44 H44 0.9300 . ?
C44 C45 1.377(11) . ?
C45 H45 0.9300 . ?
C45 C46 1.381(7) . ?
C46 H46 0.9300 . ?
C47 C48 1.396(6) . ?
C47 C52 1.373(6) . ?
C48 H48 0.9300 . ?
C48 C49 1.377(8) . ?
C49 H49 0.9300 . ?
C49 C50 1.373(7) . ?
C50 H50 0.9300 . ?
C50 C51 1.379(8) . ?
C51 H51 0.9300 . ?
C51 C52 1.397(8) . ?
C52 H52 0.9300 . ?
C54 H54 0.9800 . ?
C54 C55 1.492(8) . ?
C54 C56 1.495(11) . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 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
C11 O1 C8 111.0(4) . . ?
C25 O5 C26 118.8(4) . . ?
C2 C1 H1 119.4 . . ?
C2 C1 C6 121.3(7) . . ?
C6 C1 H1 119.4 . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(7) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.5(7) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.1(8) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(7) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 116.9(6) . . ?
C1 C6 C7 120.1(5) . . ?
C5 C6 C7 123.0(5) . . ?
C6 C7 H7 115.8 . . ?
C8 C7 C6 128.3(5) . . ?
C8 C7 H7 115.8 . . ?
O1 C8 C9 107.7(4) . . ?
C7 C8 O1 122.1(5) . . ?
C7 C8 C9 130.1(4) . . ?
C8 C9 H9 112.6 . . ?
C8 C9 C10 102.3(3) . . ?
C8 C9 C12 104.7(4) . . ?
C10 C9 H9 112.6 . . ?
C12 C9 H9 112.6 . . ?
C12 C9 C10 111.4(3) . . ?
C11 C10 C9 100.7(4) . . ?
C19 C10 C9 116.8(4) . . ?
C19 C10 C11 115.8(3) . . ?
C19 C10 C25 107.5(4) . . ?
C25 C10 C9 106.6(3) . . ?
C25 C10 C11 109.0(4) . . ?
O1 C11 C10 109.3(4) . . ?
O2 C11 O1 120.9(5) . . ?
O2 C11 C10 129.7(5) . . ?
O3 C12 C9 117.1(4) . . ?
O3 C12 C13 121.7(4) . . ?
C13 C12 C9 121.1(4) . . ?
C14 C13 C12 119.1(5) . . ?
C14 C13 C18 118.0(5) . . ?
C18 C13 C12 122.9(4) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.7(7) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.9(6) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(6) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.4(6) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 H18 120.1 . . ?
C17 C18 C13 119.8(5) . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C10 120.8(4) . . ?
C20 C19 C24 117.6(4) . . ?
C24 C19 C10 121.4(4) . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.2(5) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.3(5) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.3(6) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.1(5) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 H24 119.3 . . ?
C23 C24 C19 121.4(5) . . ?
C23 C24 H24 119.3 . . ?
O4 C25 O5 124.1(4) . . ?
O4 C25 C10 123.3(4) . . ?
O5 C25 C10 112.6(4) . . ?
O5 C26 H26 110.6 . . ?
C27 C26 O5 103.5(7) . . ?
C27 C26 H26 110.6 . . ?
C28 C26 O5 106.9(5) . . ?
C28 C26 H26 110.6 . . ?
C28 C26 C27 114.4(7) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C39 O6 C36 110.8(4) . . ?
C53 O10 C54 117.6(4) . . ?
C30 C29 H29 119.3 . . ?
C30 C29 C34 121.5(7) . . ?
C34 C29 H29 119.3 . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.3(8) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 119.9(7) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.3(7) . . ?
C33 C32 H32 119.9 . . ?
C32 C33 H33 119.8 . . ?
C32 C33 C34 120.5(7) . . ?
C34 C33 H33 119.8 . . ?
C29 C34 C33 118.4(6) . . ?
C29 C34 C35 123.0(5) . . ?
C33 C34 C35 118.5(5) . . ?
C34 C35 H35 116.4 . . ?
C36 C35 C34 127.2(5) . . ?
C36 C35 H35 116.4 . . ?
O6 C36 C37 107.6(4) . . ?
C35 C36 O6 122.9(5) . . ?
C35 C36 C37 129.5(4) . . ?
C36 C37 H37 112.5 . . ?
C36 C37 C38 101.9(3) . . ?
C36 C37 C40 105.5(5) . . ?
C38 C37 H37 112.5 . . ?
C40 C37 H37 112.5 . . ?
C40 C37 C38 111.2(3) . . ?
C37 C38 C53 107.2(3) . . ?
C39 C38 C37 101.4(4) . . ?
C39 C38 C47 115.3(3) . . ?
C39 C38 C53 108.4(3) . . ?
C47 C38 C37 116.5(3) . . ?
C47 C38 C53 107.6(4) . . ?
O6 C39 C38 109.2(4) . . ?
O7 C39 O6 120.1(4) . . ?
O7 C39 C38 130.7(5) . . ?
O8 C40 C37 117.8(4) . . ?
O8 C40 C41 122.3(4) . . ?
C41 C40 C37 119.7(4) . . ?
C42 C41 C40 117.1(5) . . ?
C46 C41 C40 124.2(4) . . ?
C46 C41 C42 118.7(5) . . ?
C41 C42 H42 120.1 . . ?
C43 C42 C41 119.8(7) . . ?
C43 C42 H42 120.1 . . ?
C42 C43 H43 119.7 . . ?
C44 C43 C42 120.7(6) . . ?
C44 C43 H43 119.7 . . ?
C43 C44 H44 119.7 . . ?
C43 C44 C45 120.6(6) . . ?
C45 C44 H44 119.7 . . ?
C44 C45 H45 120.3 . . ?
C44 C45 C46 119.3(7) . . ?
C46 C45 H45 120.3 . . ?
C41 C46 C45 120.8(5) . . ?
C41 C46 H46 119.6 . . ?
C45 C46 H46 119.6 . . ?
C48 C47 C38 119.9(4) . . ?
C52 C47 C38 121.8(4) . . ?
C52 C47 C48 118.1(5) . . ?
C47 C48 H48 119.5 . . ?
C49 C48 C47 120.9(4) . . ?
C49 C48 H48 119.5 . . ?
C48 C49 H49 119.6 . . ?
C50 C49 C48 120.8(5) . . ?
C50 C49 H49 119.6 . . ?
C49 C50 H50 120.6 . . ?
C49 C50 C51 118.9(6) . . ?
C51 C50 H50 120.6 . . ?
C50 C51 H51 119.8 . . ?
C50 C51 C52 120.5(5) . . ?
C52 C51 H51 119.8 . . ?
C47 C52 C51 120.7(5) . . ?
C47 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
O9 C53 O10 125.2(4) . . ?
O9 C53 C38 121.9(4) . . ?
O10 C53 C38 112.8(4) . . ?
O10 C54 H54 110.2 . . ?
O10 C54 C55 105.2(4) . . ?
O10 C54 C56 106.7(6) . . ?
C55 C54 H54 110.2 . . ?
C55 C54 C56 114.1(6) . . ?
C56 C54 H54 110.2 . . ?
C54 C55 H55A 109.5 . . ?
C54 C55 H55B 109.5 . . ?
C54 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C54 C56 H56A 109.5 . . ?
C54 C56 H56B 109.5 . . ?
C54 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C9 C10 27.8(5) . . . . ?
O1 C8 C9 C12 -88.5(4) . . . . ?
O3 C12 C13 C14 -5.5(8) . . . . ?
O3 C12 C13 C18 172.6(5) . . . . ?
C1 C2 C3 C4 -0.9(13) . . . . ?
C1 C6 C7 C8 -143.5(6) . . . . ?
C2 C1 C6 C5 -1.0(9) . . . . ?
C2 C1 C6 C7 178.9(6) . . . . ?
C2 C3 C4 C5 0.6(12) . . . . ?
C3 C4 C5 C6 -0.5(11) . . . . ?
C4 C5 C6 C1 0.7(9) . . . . ?
C4 C5 C6 C7 -179.2(6) . . . . ?
C5 C6 C7 C8 36.4(8) . . . . ?
C6 C1 C2 C3 1.1(12) . . . . ?
C6 C7 C8 O1 -1.4(8) . . . . ?
C6 C7 C8 C9 -177.1(5) . . . . ?
C7 C8 C9 C10 -156.0(5) . . . . ?
C7 C8 C9 C12 87.7(6) . . . . ?
C8 O1 C11 O2 178.7(5) . . . . ?
C8 O1 C11 C10 -4.1(5) . . . . ?
C8 C9 C10 C11 -28.1(4) . . . . ?
C8 C9 C10 C19 -154.3(4) . . . . ?
C8 C9 C10 C25 85.5(4) . . . . ?
C8 C9 C12 O3 72.1(5) . . . . ?
C8 C9 C12 C13 -104.9(5) . . . . ?
C9 C10 C11 O1 20.8(4) . . . . ?
C9 C10 C11 O2 -162.3(5) . . . . ?
C9 C10 C19 C20 -29.0(6) . . . . ?
C9 C10 C19 C24 156.7(5) . . . . ?
C9 C10 C25 O4 79.7(6) . . . . ?
C9 C10 C25 O5 -99.5(5) . . . . ?
C9 C12 C13 C14 171.3(6) . . . . ?
C9 C12 C13 C18 -10.5(8) . . . . ?
C10 C9 C12 O3 -37.8(6) . . . . ?
C10 C9 C12 C13 145.2(4) . . . . ?
C10 C19 C20 C21 -177.8(5) . . . . ?
C10 C19 C24 C23 179.2(5) . . . . ?
C11 O1 C8 C7 167.9(5) . . . . ?
C11 O1 C8 C9 -15.6(5) . . . . ?
C11 C10 C19 C20 -147.4(5) . . . . ?
C11 C10 C19 C24 38.3(6) . . . . ?
C11 C10 C25 O4 -172.4(5) . . . . ?
C11 C10 C25 O5 8.4(6) . . . . ?
C12 C9 C10 C11 83.3(4) . . . . ?
C12 C9 C10 C19 -43.0(5) . . . . ?
C12 C9 C10 C25 -163.1(4) . . . . ?
C12 C13 C14 C15 177.8(7) . . . . ?
C12 C13 C18 C17 -178.4(5) . . . . ?
C13 C14 C15 C16 -0.1(12) . . . . ?
C14 C13 C18 C17 -0.2(8) . . . . ?
C14 C15 C16 C17 1.4(13) . . . . ?
C15 C16 C17 C18 -2.0(12) . . . . ?
C16 C17 C18 C13 1.4(10) . . . . ?
C18 C13 C14 C15 -0.4(10) . . . . ?
C19 C10 C11 O1 147.8(4) . . . . ?
C19 C10 C11 O2 -35.3(7) . . . . ?
C19 C10 C25 O4 -46.3(6) . . . . ?
C19 C10 C25 O5 134.5(5) . . . . ?
C19 C20 C21 C22 0.3(9) . . . . ?
C20 C19 C24 C23 4.7(8) . . . . ?
C20 C21 C22 C23 1.3(10) . . . . ?
C21 C22 C23 C24 0.1(10) . . . . ?
C22 C23 C24 C19 -3.2(10) . . . . ?
C24 C19 C20 C21 -3.3(8) . . . . ?
C25 O5 C26 C27 -96.6(8) . . . . ?
C25 O5 C26 C28 142.2(6) . . . . ?
C25 C10 C11 O1 -91.0(4) . . . . ?
C25 C10 C11 O2 85.9(6) . . . . ?
C25 C10 C19 C20 90.6(5) . . . . ?
C25 C10 C19 C24 -83.7(5) . . . . ?
C26 O5 C25 O4 1.0(10) . . . . ?
C26 O5 C25 C10 -179.8(6) . . . . ?
O6 C36 C37 C38 -27.7(4) . . . . ?
O6 C36 C37 C40 88.5(4) . . . . ?
O8 C40 C41 C42 5.8(8) . . . . ?
O8 C40 C41 C46 -173.9(5) . . . . ?
C29 C30 C31 C32 4.4(12) . . . . ?
C29 C34 C35 C36 -36.3(8) . . . . ?
C30 C29 C34 C33 -0.6(10) . . . . ?
C30 C29 C34 C35 -178.3(6) . . . . ?
C30 C31 C32 C33 -3.1(12) . . . . ?
C31 C32 C33 C34 -0.2(11) . . . . ?
C32 C33 C34 C29 2.0(9) . . . . ?
C32 C33 C34 C35 179.8(6) . . . . ?
C33 C34 C35 C36 146.0(6) . . . . ?
C34 C29 C30 C31 -2.6(11) . . . . ?
C34 C35 C36 O6 -1.8(8) . . . . ?
C34 C35 C36 C37 176.5(5) . . . . ?
C35 C36 C37 C38 153.7(5) . . . . ?
C35 C36 C37 C40 -90.0(6) . . . . ?
C36 O6 C39 O7 -176.6(4) . . . . ?
C36 O6 C39 C38 4.5(5) . . . . ?
C36 C37 C38 C39 28.5(4) . . . . ?
C36 C37 C38 C47 154.3(4) . . . . ?
C36 C37 C38 C53 -85.1(4) . . . . ?
C36 C37 C40 O8 -70.2(5) . . . . ?
C36 C37 C40 C41 106.0(5) . . . . ?
C37 C38 C39 O6 -21.3(4) . . . . ?
C37 C38 C39 O7 159.9(5) . . . . ?
C37 C38 C47 C48 32.8(6) . . . . ?
C37 C38 C47 C52 -151.3(5) . . . . ?
C37 C38 C53 O9 -71.8(6) . . . . ?
C37 C38 C53 O10 109.5(4) . . . . ?
C37 C40 C41 C42 -170.2(5) . . . . ?
C37 C40 C41 C46 10.2(8) . . . . ?
C38 C37 C40 O8 39.6(6) . . . . ?
C38 C37 C40 C41 -144.3(4) . . . . ?
C38 C47 C48 C49 177.3(5) . . . . ?
C38 C47 C52 C51 -176.9(5) . . . . ?
C39 O6 C36 C35 -166.0(5) . . . . ?
C39 O6 C36 C37 15.3(5) . . . . ?
C39 C38 C47 C48 151.4(4) . . . . ?
C39 C38 C47 C52 -32.7(6) . . . . ?
C39 C38 C53 O9 179.5(5) . . . . ?
C39 C38 C53 O10 0.8(5) . . . . ?
C40 C37 C38 C39 -83.6(4) . . . . ?
C40 C37 C38 C47 42.3(6) . . . . ?
C40 C37 C38 C53 162.9(4) . . . . ?
C40 C41 C42 C43 -176.9(6) . . . . ?
C40 C41 C46 C45 176.8(5) . . . . ?
C41 C42 C43 C44 -1.4(13) . . . . ?
C42 C41 C46 C45 -2.8(9) . . . . ?
C42 C43 C44 C45 0.0(13) . . . . ?
C43 C44 C45 C46 0.0(12) . . . . ?
C44 C45 C46 C41 1.5(10) . . . . ?
C46 C41 C42 C43 2.8(10) . . . . ?
C47 C38 C39 O6 -148.0(4) . . . . ?
C47 C38 C39 O7 33.3(7) . . . . ?
C47 C38 C53 O9 54.2(6) . . . . ?
C47 C38 C53 O10 -124.5(4) . . . . ?
C47 C48 C49 C50 0.1(9) . . . . ?
C48 C47 C52 C51 -0.9(8) . . . . ?
C48 C49 C50 C51 -1.8(9) . . . . ?
C49 C50 C51 C52 2.1(10) . . . . ?
C50 C51 C52 C47 -0.7(10) . . . . ?
C52 C47 C48 C49 1.3(8) . . . . ?
C53 O10 C54 C55 -145.8(5) . . . . ?
C53 O10 C54 C56 92.6(7) . . . . ?
C53 C38 C39 O6 91.3(4) . . . . ?
C53 C38 C39 O7 -87.4(6) . . . . ?
C53 C38 C47 C48 -87.5(5) . . . . ?
C53 C38 C47 C52 88.4(5) . . . . ?
C54 O10 C53 O9 5.2(8) . . . . ?
C54 O10 C53 C38 -176.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.8(17)
2 -0.8(17)

