# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_20190402-xyf-3
_database_code_depnum_ccdc_archive 'CCDC 1974860'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2019-12-31 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2019-04-02
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H19 N O6'
_chemical_formula_sum            'C19 H19 N O6'
_chemical_formula_weight         357.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHON
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.1349(3)
_cell_length_b                   9.9549(6)
_cell_length_c                   15.8859(9)
_cell_angle_alpha                75.901(5)
_cell_angle_beta                 82.885(5)
_cell_angle_gamma                78.777(5)
_cell_volume                     919.98(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3837
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      74.7840
_cell_measurement_theta_min      2.8170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             376
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8436
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         2.877
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  -5.00   1.00    0.10    --  -48.20 115.00-140.00   54
  2  ω   -106.00 -80.00   1.00    0.10    --  -48.20-168.00 -14.00   26
  3  ω     31.00  68.00   1.00    0.10    --   48.20-115.00 130.00   37
  4  ω     69.00  94.00   1.00    0.10    --   48.20 168.00   4.00   25
  5  ω     63.00  88.00   1.00    0.10    --   48.20-168.00 -14.00   25
  6  ω    -86.00 -14.00   1.00    0.77    --  -86.25 115.00-140.00   72
  7  ω   -142.00-117.00   1.00    0.77    --  -86.25-115.00 130.00   25
  8  ω   -140.00 -98.00   1.00    0.77    --  -86.25-168.00 -14.00   42
  9  ω    120.00 148.00   1.00    0.77    --  106.49-168.00 -14.00   28
 10  ω     54.00 116.00   1.00    0.77    --  106.49-168.00 -14.00   62
 11  ω     74.00 112.00   1.00    0.77    --  106.49-115.00 130.00   38
 12  ω     91.00 117.00   1.00    0.77    --  106.49 168.00   4.00   26
 13  ω    100.00 161.00   1.00    0.77    --  106.49 115.00-140.00   61
 14  ω   -123.00 -35.00   1.00    0.10    --  -48.20 -19.00-120.00   88
 15  ω    -61.00  24.00   1.00    0.10    --  -48.20  57.00  30.00   85
 16  ω   -100.00 -75.00   1.00    0.10    --  -48.20 168.00   4.00   25
 17  ω   -109.00 -73.00   1.00    0.77    --  -86.25 -45.00-180.00   36
 18  ω   -159.00 -73.00   1.00    0.77    --  -86.25 -61.00 150.00   86
 19  ω   -150.00-115.00   1.00    0.77    --  -86.25 -45.00-180.00   35
 20  ω   -130.00 -66.00   1.00    0.77    --  -86.25 -77.00  60.00   64
 21  ω     37.00  62.00   1.00    0.77    --  106.49 -77.00 -60.00   25
 22  ω     39.00 115.00   1.00    0.77    --  106.49-125.00-150.00   76
 23  ω     94.00 176.00   1.00    0.77    --  106.49  45.00-150.00   82
 24  ω     32.00 118.00   1.00    0.77    --  106.49 -15.00  60.00   86
 25  ω     66.00 129.00   1.00    0.77    --  106.49 -77.00 -60.00   63
 26  ω     37.00 119.00   1.00    0.77    --  106.49 -45.00 -90.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0601886000
_diffrn_orient_matrix_UB_12      0.0162381000
_diffrn_orient_matrix_UB_13      -0.0986172000
_diffrn_orient_matrix_UB_21      -0.0191631000
_diffrn_orient_matrix_UB_22      -0.1548891000
_diffrn_orient_matrix_UB_23      0.0086708000
_diffrn_orient_matrix_UB_31      -0.2489526000
_diffrn_orient_matrix_UB_32      0.0443987000
_diffrn_orient_matrix_UB_33      -0.0161930000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2681
_reflns_number_total             3233
_reflns_odcompleteness_completeness 98.48
_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 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (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         0.283
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0600
_refine_ls_restrained_S_all      1.169
_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)+(0.0104P)²+1.5050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1418
_refine_ls_wR_factor_ref         0.1529
_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:
 C24(H24A,H24B), C19(H19A,H19B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C8(H8), C4(H4), C11(H11), C12(H12), C9(H9)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C25(H25A,H25B,H25C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O23 O 0.9614(3) 0.7988(2) 0.74407(13) 0.0348(5) Uani 1 1 d . . . . .
O14 O 0.2287(4) 0.2793(2) 0.50294(13) 0.0370(5) Uani 1 1 d . . . . .
O18 O 0.2889(3) 0.3167(2) 0.88170(14) 0.0352(5) Uani 1 1 d . . . . .
O21 O -0.0086(3) 0.4776(2) 0.90688(14) 0.0376(5) Uani 1 1 d . . . . .
O26 O 0.8737(4) 0.8664(2) 0.87116(15) 0.0432(6) Uani 1 1 d . . . . .
O16 O 0.5994(4) 0.2131(3) 0.48517(16) 0.0479(6) Uani 1 1 d . . . . .
N1 N 0.6460(4) 0.6449(2) 0.77454(15) 0.0282(5) Uani 1 1 d . . . . .
C7 C 0.4735(5) 0.4932(3) 0.71769(18) 0.0269(6) Uani 1 1 d . . . . .
C2 C 0.4907(5) 0.5628(3) 0.78906(18) 0.0263(6) Uani 1 1 d . . . . .
C3 C 0.3478(5) 0.5472(3) 0.86573(18) 0.0264(6) Uani 1 1 d . . . . .
C6 C 0.6603(5) 0.7152(3) 0.83518(18) 0.0282(6) Uani 1 1 d . . . . .
C17 C 0.1855(5) 0.4466(3) 0.88620(18) 0.0286(6) Uani 1 1 d . . . . .
C10 C 0.4478(5) 0.3574(3) 0.58572(18) 0.0282(6) Uani 1 1 d . . . . .
C5 C 0.5189(5) 0.7113(3) 0.91031(18) 0.0292(6) Uani 1 1 d . . . . .
H5 H 0.5308 0.7649 0.9494 0.035 Uiso 1 1 calc R . . . .
C8 C 0.2687(5) 0.4997(3) 0.68596(19) 0.0305(7) Uani 1 1 d . . . . .
H8 H 0.1401 0.5491 0.7091 0.037 Uiso 1 1 calc R . . . .
C4 C 0.3594(5) 0.6255(3) 0.92575(19) 0.0298(6) Uani 1 1 d . . . . .
H4 H 0.2614 0.6204 0.9756 0.036 Uiso 1 1 calc R . . . .
C22 C 0.8418(5) 0.8017(3) 0.81960(19) 0.0316(7) Uani 1 1 d . . . . .
C13 C 0.4383(5) 0.2766(3) 0.51906(19) 0.0329(7) Uani 1 1 d . . . . .
C11 C 0.6534(5) 0.3547(3) 0.61553(19) 0.0332(7) Uani 1 1 d . . . . .
H11 H 0.7828 0.3074 0.5915 0.040 Uiso 1 1 calc R . . . .
C12 C 0.6648(5) 0.4221(3) 0.68040(19) 0.0323(7) Uani 1 1 d . . . . .
H12 H 0.8026 0.4201 0.6997 0.039 Uiso 1 1 calc R . . . .
C9 C 0.2560(5) 0.4329(3) 0.62021(19) 0.0312(7) Uani 1 1 d . . . . .
H9 H 0.1192 0.4385 0.5990 0.037 Uiso 1 1 calc R . . . .
C24 C 1.1372(5) 0.8836(3) 0.7205(2) 0.0400(8) Uani 1 1 d . . . . .
H24A H 1.2463 0.8468 0.6784 0.048 Uiso 1 1 calc R . . . .
H24B H 1.2120 0.8785 0.7717 0.048 Uiso 1 1 calc R . . . .
C15 C 0.1995(6) 0.1976(4) 0.4420(2) 0.0462(9) Uani 1 1 d . . . . .
H15A H 0.2621 0.2377 0.3851 0.069 Uiso 1 1 calc GR . . . .
H15B H 0.0434 0.1986 0.4400 0.069 Uiso 1 1 calc GR . . . .
H15C H 0.2737 0.1024 0.4608 0.069 Uiso 1 1 calc GR . . . .
C19 C 0.1441(6) 0.2112(3) 0.8976(2) 0.0454(8) Uani 1 1 d . . . . .
H19A H 0.0307 0.2390 0.8563 0.054 Uiso 1 1 calc R . . . .
H19B H 0.0710 0.2007 0.9560 0.054 Uiso 1 1 calc R . . . .
C25 C 1.0427(8) 1.0328(4) 0.6825(3) 0.0605(11) Uani 1 1 d . . . . .
H25A H 0.9637 1.0372 0.6331 0.091 Uiso 1 1 calc GR . . . .
H25B H 1.1614 1.0863 0.6645 0.091 Uiso 1 1 calc GR . . . .
H25C H 0.9421 1.0709 0.7255 0.091 Uiso 1 1 calc GR . . . .
C20 C 0.2875(9) 0.0771(4) 0.8871(4) 0.0846(16) Uani 1 1 d . . . . .
H20A H 0.3629 0.0898 0.8297 0.127 Uiso 1 1 calc GR . . . .
H20B H 0.1971 0.0058 0.8950 0.127 Uiso 1 1 calc GR . . . .
H20C H 0.3955 0.0491 0.9297 0.127 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
O23 C22 1.330(4) . ?
O23 C24 1.454(4) . ?
O14 C13 1.336(4) . ?
O14 C15 1.454(4) . ?
O18 C17 1.339(3) . ?
O18 C19 1.461(4) . ?
O21 C17 1.196(4) . ?
O26 C22 1.213(4) . ?
O16 C13 1.207(4) . ?
N1 C2 1.337(4) . ?
N1 C6 1.341(4) . ?
C7 C2 1.489(4) . ?
C7 C8 1.395(4) . ?
C7 C12 1.392(4) . ?
C2 C3 1.404(4) . ?
C3 C17 1.500(4) . ?
C3 C4 1.387(4) . ?
C6 C5 1.383(4) . ?
C6 C22 1.498(4) . ?
C10 C13 1.490(4) . ?
C10 C11 1.395(4) . ?
C10 C9 1.395(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.382(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.385(4) . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.374(4) . ?
C12 H12 0.9300 . ?
C9 H9 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.491(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.482(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
C22 O23 C24 117.5(2) . . ?
C13 O14 C15 116.4(2) . . ?
C17 O18 C19 115.3(2) . . ?
C2 N1 C6 118.0(2) . . ?
C8 C7 C2 121.2(2) . . ?
C12 C7 C2 119.9(3) . . ?
C12 C7 C8 118.8(3) . . ?
N1 C2 C7 115.9(2) . . ?
N1 C2 C3 121.9(3) . . ?
C3 C2 C7 122.2(3) . . ?
C2 C3 C17 122.5(2) . . ?
C4 C3 C2 119.0(3) . . ?
C4 C3 C17 118.5(2) . . ?
N1 C6 C5 123.8(3) . . ?
N1 C6 C22 117.2(2) . . ?
C5 C6 C22 119.0(3) . . ?
O18 C17 C3 110.9(2) . . ?
O21 C17 O18 124.8(3) . . ?
O21 C17 C3 124.3(3) . . ?
C11 C10 C13 118.9(3) . . ?
C11 C10 C9 119.3(3) . . ?
C9 C10 C13 121.7(3) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 C6 118.3(3) . . ?
C4 C5 H5 120.9 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.8 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 H4 120.5 . . ?
O23 C22 C6 112.7(2) . . ?
O26 C22 O23 124.6(3) . . ?
O26 C22 C6 122.7(3) . . ?
O14 C13 C10 111.8(2) . . ?
O16 C13 O14 123.7(3) . . ?
O16 C13 C10 124.4(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 119.4 . . ?
C11 C12 C7 121.1(3) . . ?
C11 C12 H12 119.4 . . ?
C10 C9 H9 119.9 . . ?
C8 C9 C10 120.2(3) . . ?
C8 C9 H9 119.9 . . ?
O23 C24 H24A 109.6 . . ?
O23 C24 H24B 109.6 . . ?
O23 C24 C25 110.5(3) . . ?
H24A C24 H24B 108.1 . . ?
C25 C24 H24A 109.6 . . ?
C25 C24 H24B 109.6 . . ?
O14 C15 H15A 109.5 . . ?
O14 C15 H15B 109.5 . . ?
O14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O18 C19 H19A 110.3 . . ?
O18 C19 H19B 110.3 . . ?
O18 C19 C20 107.1(3) . . ?
H19A C19 H19B 108.6 . . ?
C20 C19 H19A 110.3 . . ?
C20 C19 H19B 110.3 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.299
_oxdiff_exptl_absorpt_empirical_full_min 0.211
####################################################################### 
# 
# 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_190620xyf-2
_database_code_depnum_ccdc_archive 'CCDC 1974864'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2019-12-31 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2019-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C34 H24 N2'
_chemical_formula_sum            'C35 H25 N'
_chemical_formula_weight         459.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         CN
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'

_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                   9.4955(3)
_cell_length_b                   10.7087(3)
_cell_length_c                   12.7175(3)
_cell_angle_alpha                75.731(2)
_cell_angle_beta                 87.433(3)
_cell_angle_gamma                82.570(3)
_cell_volume                     1242.64(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8635
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.7050
_cell_measurement_theta_min      4.6440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.537
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear intense colourless'
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11018
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.292
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -84.00   1.00    0.10    --  -48.45 -23.00-162.00   26
  2  ω      4.00  31.00   1.00    0.10    --   48.45 -23.00-162.00   27
  3  ω     36.00  97.00   1.00    0.10    --   48.45  23.00   2.00   61
  4  ω    -25.00   1.00   1.00    0.10    --   48.45 -23.00-162.00   26
  5  ω   -155.00 -78.00   1.00    1.40    --  -86.25 -23.00-162.00   77
  6  ω    -97.00 -55.00   1.00    1.40    --  -86.25  23.00   2.00   42
  7  ω     32.00 110.00   1.00    1.40    --  106.49 -23.00-162.00   78
  8  ω     96.00 175.00   1.00    1.40    --  106.49  23.00   2.00   79
  9  ω    -82.00 -37.00   1.00    0.10    --  -48.45 -23.00-162.00   45
 10  ω    -55.00 -10.00   1.00    0.10    --  -48.45  23.00   2.00   45
 11  ω    -63.00  24.00   1.00    0.10    --  -48.45  57.00  60.00   87
 12  ω     -7.00  18.00   1.00    0.10    --  -48.45  23.00   2.00   25
 13  ω      2.00  82.00   1.00    0.10    --   48.45 -99.00-120.00   80
 14  ω     35.00 106.00   1.00    1.40    --  106.49 -99.00 -90.00   71
 15  ω     38.00 108.00   1.00    1.40    --  106.49-125.00 -90.00   70
 16  ω     34.00 108.00   1.00    1.40    --  106.49 -99.00-180.00   74
 17  ω     34.00 116.00   1.00    1.40    --  106.49 -38.00-120.00   82
 18  ω     82.00 109.00   1.00    1.40    --  106.49 -99.00  60.00   27
 19  ω     34.00 117.00   1.00    1.40    --  106.49-125.00  60.00   83
 20  ω     36.00 118.00   1.00    1.40    --  106.49 -38.00  30.00   82
 21  ω     37.00 121.00   1.00    1.40    --  106.49 -57.00  30.00   84
 22  ω     34.00  77.00   1.00    1.40    --  106.49 -99.00  60.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1612881000
_diffrn_orient_matrix_UB_12      0.0401493000
_diffrn_orient_matrix_UB_13      0.0065772000
_diffrn_orient_matrix_UB_21      0.0236670000
_diffrn_orient_matrix_UB_22      0.1439632000
_diffrn_orient_matrix_UB_23      -0.0379819000
_diffrn_orient_matrix_UB_31      -0.0141691000
_diffrn_orient_matrix_UB_32      -0.0055632000
_diffrn_orient_matrix_UB_33      -0.1189125000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4068
_reflns_number_total             4372
_reflns_odcompleteness_completeness 98.72
_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 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4372
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0448
_refine_ls_restrained_S_all      1.098
_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)+(0.0420P)²+0.4511P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1140
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 C27, C28
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C14(H14), C36(H36), C30(H30), C8(H8), C20(H20), C12(H12), C24(H24),
 C17(H17), C32(H32), C16(H16), C26(H26), C15(H15), C35(H35), C33(H33), C29(H29),
  C23(H23), C21(H21), C10(H10), C22(H22), C11(H11), C28(H28), C9(H9), C27(H27)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
N6 N 0.20778(13) 0.46296(11) 0.33585(9) 0.0331(3) Uani 1 1 d . . . . .
C4 C 0.25638(14) 0.62234(13) 0.42869(11) 0.0306(3) Uani 1 1 d . . . . .
C13 C 0.27504(15) 0.66169(13) 0.53191(11) 0.0313(3) Uani 1 1 d . . . . .
C5 C 0.22015(14) 0.49946(13) 0.42841(11) 0.0300(3) Uani 1 1 d . . . . .
C31 C 0.18977(14) 0.39664(14) 0.52746(11) 0.0323(3) Uani 1 1 d . . . . .
C3 C 0.27502(14) 0.70922(13) 0.32781(11) 0.0314(3) Uani 1 1 d . . . . .
C1 C 0.22813(15) 0.54480(14) 0.23995(11) 0.0333(3) Uani 1 1 d . . . . .
C7 C 0.30604(16) 0.84410(14) 0.32255(11) 0.0343(3) Uani 1 1 d . . . . .
N34 N 0.12769(17) 0.19386(16) 0.70513(13) 0.0576(4) Uani 1 1 d . . . . .
C2 C 0.26071(15) 0.67109(14) 0.23099(11) 0.0330(3) Uani 1 1 d . . . . .
C18 C 0.17724(17) 0.75425(14) 0.56370(13) 0.0389(3) Uani 1 1 d . . . . .
H18 H 0.1019 0.7957 0.5187 0.047 Uiso 1 1 calc R . . . .
C14 C 0.38816(16) 0.60388(16) 0.59933(12) 0.0408(4) Uani 1 1 d . . . . .
H14 H 0.4552 0.5427 0.5788 0.049 Uiso 1 1 calc R . . . .
C25 C 0.20888(17) 0.48796(14) 0.14597(12) 0.0370(3) Uani 1 1 d . . . . .
C19 C 0.27819(17) 0.76341(14) 0.12307(12) 0.0380(3) Uani 1 1 d . . . . .
C36 C 0.13416(18) 0.42111(16) 0.62389(13) 0.0428(4) Uani 1 1 d . . . . .
H36 H 0.1157 0.5061 0.6310 0.051 Uiso 1 1 calc R . . . .
C30 C 0.09954(19) 0.41155(15) 0.15192(13) 0.0441(4) Uani 1 1 d . . . . .
H30 H 0.0372 0.4017 0.2111 0.053 Uiso 1 1 calc R . . . .
C8 C 0.20350(19) 0.94825(15) 0.28549(14) 0.0470(4) Uani 1 1 d . . . . .
H8 H 0.1156 0.9340 0.2645 0.056 Uiso 1 1 calc R . . . .
C20 C 0.1612(2) 0.82154(16) 0.05996(12) 0.0453(4) Uani 1 1 d . . . . .
H20 H 0.0707 0.8032 0.0848 0.054 Uiso 1 1 calc R . . . .
C12 C 0.43608(18) 0.86734(17) 0.35374(14) 0.0469(4) Uani 1 1 d . . . . .
H12 H 0.5057 0.7982 0.3794 0.056 Uiso 1 1 calc R . . . .
C24 C 0.4123(2) 0.79131(17) 0.08371(14) 0.0476(4) Uani 1 1 d . . . . .
H24 H 0.4916 0.7544 0.1258 0.057 Uiso 1 1 calc R . . . .
C17 C 0.1914(2) 0.78509(16) 0.66217(14) 0.0466(4) Uani 1 1 d . . . . .
H17 H 0.1247 0.8462 0.6833 0.056 Uiso 1 1 calc R . . . .
C32 C 0.21071(18) 0.26745(15) 0.52169(13) 0.0438(4) Uani 1 1 d . . . . .
H32 H 0.2462 0.2463 0.4581 0.053 Uiso 1 1 calc R . . . .
C16 C 0.3033(2) 0.72610(18) 0.72870(14) 0.0516(4) Uani 1 1 d . . . . .
H16 H 0.3121 0.7466 0.7948 0.062 Uiso 1 1 calc R . . . .
C26 C 0.2988(2) 0.50149(17) 0.05568(14) 0.0503(4) Uani 1 1 d . . . . .
H26 H 0.3714 0.5537 0.0484 0.060 Uiso 1 1 calc R . . . .
C15 C 0.40252(18) 0.63600(19) 0.69668(13) 0.0499(4) Uani 1 1 d . . . . .
H15 H 0.4793 0.5968 0.7409 0.060 Uiso 1 1 calc R . . . .
C35 C 0.1061(2) 0.31954(18) 0.70952(14) 0.0518(4) Uani 1 1 d . . . . .
H35 H 0.0703 0.3388 0.7738 0.062 Uiso 1 1 calc R . . . .
C33 C 0.1790(2) 0.17076(17) 0.60996(16) 0.0532(4) Uani 1 1 d . . . . .
H33 H 0.1937 0.0853 0.6037 0.064 Uiso 1 1 calc R . . . .
C29 C 0.0833(2) 0.35029(18) 0.07041(15) 0.0588(5) Uani 1 1 d . . . . .
H29 H 0.0091 0.3002 0.0752 0.071 Uiso 1 1 calc R . . . .
C23 C 0.4293(2) 0.87346(19) -0.01761(15) 0.0593(5) Uani 1 1 d . . . . .
H23 H 0.5198 0.8889 -0.0443 0.071 Uiso 1 1 calc R . . . .
C21 C 0.1782(2) 0.90688(18) -0.04002(14) 0.0559(5) Uani 1 1 d . . . . .
H21 H 0.0989 0.9470 -0.0810 0.067 Uiso 1 1 calc R . . . .
C10 C 0.3606(2) 1.09625(17) 0.30895(16) 0.0589(5) Uani 1 1 d . . . . .
H10 H 0.3792 1.1808 0.3033 0.071 Uiso 1 1 calc R . . . .
C22 C 0.3116(3) 0.93251(18) -0.07898(14) 0.0601(5) Uani 1 1 d . . . . .
H22 H 0.3225 0.9893 -0.1463 0.072 Uiso 1 1 calc R . . . .
C11 C 0.4630(2) 0.99359(19) 0.34683(17) 0.0584(5) Uani 1 1 d . . . . .
H11 H 0.5505 1.0087 0.3679 0.070 Uiso 1 1 calc R . . . .
C28 C 0.1730(3) 0.36148(19) -0.01642(14) 0.0637(5) Uani 1 1 d . U . . .
H28 H 0.1619 0.3185 -0.0702 0.076 Uiso 1 1 calc R . . . .
C9 C 0.2313(2) 1.07349(17) 0.27955(17) 0.0594(5) Uani 1 1 d . . . . .
H9 H 0.1614 1.1428 0.2553 0.071 Uiso 1 1 calc R . . . .
C27 C 0.2796(3) 0.4368(2) -0.02350(15) 0.0643(5) Uani 1 1 d . U . . .
H27 H 0.3413 0.4450 -0.0830 0.077 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
N6 C5 1.3429(18) . ?
N6 C1 1.3374(19) . ?
C4 C13 1.4983(19) . ?
C4 C5 1.4034(19) . ?
C4 C3 1.406(2) . ?
C13 C18 1.391(2) . ?
C13 C14 1.386(2) . ?
C5 C31 1.4994(19) . ?
C31 C36 1.384(2) . ?
C31 C32 1.392(2) . ?
C3 C7 1.4960(19) . ?
C3 C2 1.407(2) . ?
C1 C2 1.402(2) . ?
C1 C25 1.4965(19) . ?
C7 C8 1.384(2) . ?
C7 C12 1.384(2) . ?
N34 C35 1.350(2) . ?
N34 C33 1.352(3) . ?
C2 C19 1.497(2) . ?
C18 C17 1.388(2) . ?
C14 C15 1.381(2) . ?
C25 C30 1.391(2) . ?
C25 C26 1.389(2) . ?
C19 C20 1.386(2) . ?
C19 C24 1.389(2) . ?
C36 C35 1.380(2) . ?
C30 C29 1.380(2) . ?
C8 C9 1.384(2) . ?
C20 C21 1.387(2) . ?
C12 C11 1.389(2) . ?
C24 C23 1.385(3) . ?
C17 C16 1.373(3) . ?
C32 C33 1.378(2) . ?
C16 C15 1.382(3) . ?
C26 C27 1.386(2) . ?
C29 C28 1.355(3) . ?
C23 C22 1.382(3) . ?
C21 C22 1.375(3) . ?
C10 C11 1.374(3) . ?
C10 C9 1.368(3) . ?
C28 C27 1.360(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N6 C5 120.32(12) . . ?
C5 C4 C13 122.04(12) . . ?
C5 C4 C3 117.70(12) . . ?
C3 C4 C13 120.27(12) . . ?
C18 C13 C4 120.81(13) . . ?
C14 C13 C4 120.63(13) . . ?
C14 C13 C18 118.54(13) . . ?
N6 C5 C4 121.93(12) . . ?
N6 C5 C31 112.81(12) . . ?
C4 C5 C31 125.26(12) . . ?
C36 C31 C5 124.55(13) . . ?
C36 C31 C32 116.73(14) . . ?
C32 C31 C5 118.61(13) . . ?
C4 C3 C7 120.29(12) . . ?
C4 C3 C2 120.20(13) . . ?
C2 C3 C7 119.48(12) . . ?
N6 C1 C2 122.36(13) . . ?
N6 C1 C25 112.86(12) . . ?
C2 C1 C25 124.77(13) . . ?
C8 C7 C3 119.73(14) . . ?
C8 C7 C12 118.98(14) . . ?
C12 C7 C3 121.28(14) . . ?
C35 N34 C33 116.07(15) . . ?
C3 C2 C19 120.69(13) . . ?
C1 C2 C3 117.45(13) . . ?
C1 C2 C19 121.85(12) . . ?
C17 C18 C13 120.35(15) . . ?
C15 C14 C13 120.81(15) . . ?
C30 C25 C1 118.18(14) . . ?
C26 C25 C1 123.61(15) . . ?
C26 C25 C30 118.12(14) . . ?
C20 C19 C2 120.72(14) . . ?
C20 C19 C24 118.69(15) . . ?
C24 C19 C2 120.58(14) . . ?
C35 C36 C31 120.09(16) . . ?
C29 C30 C25 120.26(17) . . ?
C9 C8 C7 120.26(17) . . ?
C19 C20 C21 120.41(17) . . ?
C7 C12 C11 120.20(17) . . ?
C23 C24 C19 120.74(18) . . ?
C16 C17 C18 120.50(15) . . ?
C33 C32 C31 120.19(16) . . ?
C17 C16 C15 119.51(15) . . ?
C27 C26 C25 119.63(18) . . ?
C14 C15 C16 120.28(16) . . ?
N34 C35 C36 123.58(17) . . ?
N34 C33 C32 123.32(17) . . ?
C28 C29 C30 121.45(19) . . ?
C22 C23 C24 119.98(18) . . ?
C22 C21 C20 120.46(19) . . ?
C9 C10 C11 119.71(16) . . ?
C21 C22 C23 119.66(16) . . ?
C10 C11 C12 120.22(18) . . ?
C29 C28 C27 118.79(16) . . ?
C10 C9 C8 120.61(18) . . ?
C28 C27 C26 121.73(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.525
_oxdiff_exptl_absorpt_empirical_full_min 0.703
####################################################################### 
# 
# 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_190620xyf-1
_database_code_depnum_ccdc_archive 'CCDC 1974862'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2019-12-31 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2019-06-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C33 H23 N O'
_chemical_formula_sum            'C33 H23 N O'
_chemical_formula_weight         449.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNO
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      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                   9.9189(5)
_cell_length_b                   10.1839(4)
_cell_length_c                   12.4921(5)
_cell_angle_alpha                77.403(4)
_cell_angle_beta                 89.399(4)
_cell_angle_gamma                77.392(4)
_cell_volume                     1200.88(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6158
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      75.7090
_cell_measurement_theta_min      4.5160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.576
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10933
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.072
_diffrn_reflns_theta_min         4.562
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00  20.00   1.00    0.10    --  -48.45  90.00  93.00   94
  2  ω    -23.00  56.00   1.00    0.10    --   48.45 -90.00 -21.00   79
  3  ω    -68.00 -31.00   1.00    0.62    --  -86.25  90.00  93.00   37
  4  ω   -139.00 -83.00   1.00    0.62    --  -86.25 -90.00 -21.00   56
  5  ω     98.00 161.00   1.00    0.62    --  106.49  90.00  93.00   63
  6  ω     71.00 134.00   1.00    0.62    --  106.49 -90.00 -21.00   63
  7  ω   -115.00 -70.00   1.00    0.10    --  -48.45-125.00  60.00   45
  8  ω    -58.00  27.00   1.00    0.10    --  -48.45  19.00-150.00   85
  9  ω    -57.00 -14.00   1.00    0.62    --  -86.25  57.00   0.00   43
 10  ω   -158.00 -87.00   1.00    0.62    --  -86.25 -99.00 -60.00   71
 11  ω   -158.00 -90.00   1.00    0.62    --  -86.25 -99.00-120.00   68
 12  ω    -95.00 -69.00   1.00    0.62    --  -86.25  57.00   0.00   26
 13  ω   -152.00 -83.00   1.00    0.62    --  -86.25 -99.00  90.00   69
 14  ω     34.00 117.00   1.00    0.62    --  106.49-125.00-120.00   83
 15  ω    145.00 171.00   1.00    0.62    --  106.49  19.00-120.00   26
 16  ω     95.00 139.00   1.00    0.62    --  106.49  19.00-120.00   44
 17  ω     34.00 119.00   1.00    0.62    --  106.49 -57.00  30.00   85
 18  ω     36.00 108.00   1.00    0.62    --  106.49 -99.00 -90.00   72
 19  ω     34.00 128.00   1.00    0.62    --  106.49 -77.00 -90.00   94
 20  ω     92.00 176.00   1.00    0.62    --  106.49 125.00 -60.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0375006000
_diffrn_orient_matrix_UB_12      -0.1300982000
_diffrn_orient_matrix_UB_13      0.0933353000
_diffrn_orient_matrix_UB_21      -0.1172306000
_diffrn_orient_matrix_UB_22      0.0630993000
_diffrn_orient_matrix_UB_23      0.0678170000
_diffrn_orient_matrix_UB_31      -0.1010891000
_diffrn_orient_matrix_UB_32      -0.0660097000
_diffrn_orient_matrix_UB_33      -0.0517854000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3604
_reflns_number_total             4211
_reflns_odcompleteness_completeness 98.81
_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 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.033
_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)+(0.0405P)²+0.3355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1024
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C30(H30), C18(H18), C26(H26), C14(H14), C8(H8), C29(H29), C24(H24), C33(H33),
 C20(H20), C12(H12), C17(H17), C35(H35), C34(H34), C28(H28), C23(H23), C27(H27),
  C15(H15), C9(H9), C16(H16), C10(H10), C22(H22), C21(H21), C11(H11)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.09234(11) 0.88613(10) 0.45796(8) 0.0370(2) Uani 1 1 d . . . . .
N1 N 0.18014(11) 0.69200(11) 0.63302(9) 0.0293(3) Uani 1 1 d . . . . .
C3 C 0.28063(13) 0.41467(13) 0.63552(11) 0.0276(3) Uani 1 1 d . . . . .
C25 C 0.25384(13) 0.46116(13) 0.43022(10) 0.0276(3) Uani 1 1 d . . . . .
C1 C 0.19443(13) 0.64955(14) 0.53840(10) 0.0273(3) Uani 1 1 d . . . . .
C19 C 0.33311(14) 0.26558(14) 0.63434(10) 0.0299(3) Uani 1 1 d . . . . .
C13 C 0.18751(14) 0.66450(14) 0.82662(11) 0.0301(3) Uani 1 1 d . . . . .
C7 C 0.32501(14) 0.36126(14) 0.84005(11) 0.0311(3) Uani 1 1 d . . . . .
C2 C 0.24209(13) 0.50991(14) 0.53503(11) 0.0276(3) Uani 1 1 d . . . . .
C5 C 0.21611(13) 0.60089(13) 0.72903(11) 0.0280(3) Uani 1 1 d . . . . .
C32 C 0.15696(14) 0.76017(14) 0.43884(11) 0.0297(3) Uani 1 1 d . . . . .
C30 C 0.38271(14) 0.42200(14) 0.38741(11) 0.0329(3) Uani 1 1 d . . . . .
H30 H 0.4618 0.4291 0.4230 0.039 Uiso 1 1 calc R . . . .
C4 C 0.27133(13) 0.46003(13) 0.73451(11) 0.0283(3) Uani 1 1 d . . . . .
C18 C 0.19706(15) 0.80073(15) 0.81640(12) 0.0363(3) Uani 1 1 d . . . . .
H18 H 0.2281 0.8473 0.7517 0.044 Uiso 1 1 calc R . . . .
C26 C 0.13730(14) 0.44906(16) 0.37551(11) 0.0360(3) Uani 1 1 d . . . . .
H26 H 0.0503 0.4753 0.4028 0.043 Uiso 1 1 calc R . . . .
C14 C 0.14168(16) 0.59737(15) 0.92536(12) 0.0376(3) Uani 1 1 d . . . . .
H14 H 0.1352 0.5058 0.9348 0.045 Uiso 1 1 calc R . . . .
C8 C 0.43738(15) 0.37889(16) 0.89659(12) 0.0398(3) Uani 1 1 d . . . . .
H8 H 0.4764 0.4541 0.8694 0.048 Uiso 1 1 calc R . . . .
C29 C 0.39385(16) 0.37248(15) 0.29218(12) 0.0387(3) Uani 1 1 d . . . . .
H29 H 0.4804 0.3472 0.2639 0.046 Uiso 1 1 calc R . . . .
C24 C 0.24525(16) 0.19113(15) 0.60158(12) 0.0362(3) Uani 1 1 d . . . . .
H24 H 0.1527 0.2329 0.5839 0.043 Uiso 1 1 calc R . . . .
C33 C 0.17337(16) 0.77295(15) 0.32920(12) 0.0376(3) Uani 1 1 d . . . . .
H33 H 0.2135 0.7033 0.2940 0.045 Uiso 1 1 calc R . . . .
C20 C 0.47018(15) 0.20142(15) 0.66226(12) 0.0379(3) Uani 1 1 d . . . . .
H20 H 0.5294 0.2500 0.6853 0.045 Uiso 1 1 calc R . . . .
C12 C 0.26763(18) 0.24934(15) 0.88283(12) 0.0406(4) Uani 1 1 d . . . . .
H12 H 0.1920 0.2357 0.8467 0.049 Uiso 1 1 calc R . . . .
C17 C 0.16128(18) 0.86834(16) 0.90070(13) 0.0464(4) Uani 1 1 d . . . . .
H17 H 0.1687 0.9595 0.8922 0.056 Uiso 1 1 calc R . . . .
C35 C 0.06978(17) 0.97695(15) 0.35898(12) 0.0408(4) Uani 1 1 d . . . . .
H35 H 0.0274 1.0700 0.3486 0.049 Uiso 1 1 calc R . . . .
C34 C 0.11729(17) 0.91327(16) 0.27882(12) 0.0425(4) Uani 1 1 d . . . . .
H34 H 0.1142 0.9533 0.2042 0.051 Uiso 1 1 calc R . . . .
C28 C 0.27773(18) 0.36032(17) 0.23898(13) 0.0451(4) Uani 1 1 d . . . . .
H28 H 0.2857 0.3266 0.1752 0.054 Uiso 1 1 calc R . . . .
C23 C 0.29482(19) 0.05529(16) 0.59513(13) 0.0446(4) Uani 1 1 d . . . . .
H23 H 0.2358 0.0061 0.5727 0.054 Uiso 1 1 calc R . . . .
C27 C 0.14940(17) 0.39856(18) 0.28114(13) 0.0448(4) Uani 1 1 d . . . . .
H27 H 0.0707 0.3902 0.2457 0.054 Uiso 1 1 calc R . . . .
C15 C 0.10579(18) 0.66595(18) 1.00925(13) 0.0475(4) Uani 1 1 d . . . . .
H15 H 0.0753 0.6200 1.0745 0.057 Uiso 1 1 calc R . . . .
C9 C 0.49236(18) 0.28675(18) 0.99254(13) 0.0479(4) Uani 1 1 d . . . . .
H9 H 0.5678 0.3001 1.0291 0.057 Uiso 1 1 calc R . . . .
C16 C 0.11464(19) 0.80144(18) 0.99738(14) 0.0503(4) Uani 1 1 d . . . . .
H16 H 0.0895 0.8472 1.0538 0.060 Uiso 1 1 calc R . . . .
C10 C 0.4354(2) 0.17560(17) 1.03373(13) 0.0521(5) Uani 1 1 d . . . . .
H10 H 0.4725 0.1129 1.0978 0.063 Uiso 1 1 calc R . . . .
C22 C 0.4315(2) -0.00705(16) 0.62194(14) 0.0499(4) Uani 1 1 d . . . . .
H22 H 0.4648 -0.0982 0.6171 0.060 Uiso 1 1 calc R . . . .
C21 C 0.51930(18) 0.06514(17) 0.65597(14) 0.0487(4) Uani 1 1 d . . . . .
H21 H 0.6114 0.0224 0.6747 0.058 Uiso 1 1 calc R . . . .
C11 C 0.3227(2) 0.15732(16) 0.97959(13) 0.0525(4) Uani 1 1 d . . . . .
H11 H 0.2832 0.0828 1.0080 0.063 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 C32 1.3729(16) . ?
O1 C35 1.3605(17) . ?
N1 C1 1.3404(17) . ?
N1 C5 1.3438(17) . ?
C3 C19 1.4970(18) . ?
C3 C2 1.4071(18) . ?
C3 C4 1.4067(19) . ?
C25 C2 1.4932(18) . ?
C25 C30 1.3911(19) . ?
C25 C26 1.3907(19) . ?
C1 C2 1.4070(19) . ?
C1 C32 1.4730(18) . ?
C19 C24 1.390(2) . ?
C19 C20 1.386(2) . ?
C13 C5 1.4978(19) . ?
C13 C18 1.389(2) . ?
C13 C14 1.397(2) . ?
C7 C4 1.4954(18) . ?
C7 C8 1.390(2) . ?
C7 C12 1.386(2) . ?
C5 C4 1.4062(19) . ?
C32 C33 1.359(2) . ?
C30 C29 1.384(2) . ?
C18 C17 1.382(2) . ?
C26 C27 1.380(2) . ?
C14 C15 1.384(2) . ?
C8 C9 1.384(2) . ?
C29 C28 1.378(2) . ?
C24 C23 1.383(2) . ?
C33 C34 1.420(2) . ?
C20 C21 1.386(2) . ?
C12 C11 1.391(2) . ?
C17 C16 1.380(3) . ?
C35 C34 1.336(2) . ?
C28 C27 1.381(2) . ?
C23 C22 1.376(3) . ?
C15 C16 1.377(2) . ?
C9 C10 1.373(3) . ?
C10 C11 1.379(3) . ?
C22 C21 1.380(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C35 O1 C32 107.21(11) . . ?
C1 N1 C5 120.16(11) . . ?
C2 C3 C19 118.67(11) . . ?
C4 C3 C19 121.13(12) . . ?
C4 C3 C2 120.20(12) . . ?
C30 C25 C2 120.43(12) . . ?
C26 C25 C2 120.94(12) . . ?
C26 C25 C30 118.58(12) . . ?
N1 C1 C2 122.29(12) . . ?
N1 C1 C32 114.86(11) . . ?
C2 C1 C32 122.85(12) . . ?
C24 C19 C3 120.04(12) . . ?
C20 C19 C3 120.67(12) . . ?
C20 C19 C24 119.25(13) . . ?
C18 C13 C5 118.60(12) . . ?
C18 C13 C14 117.86(13) . . ?
C14 C13 C5 123.37(12) . . ?
C8 C7 C4 119.90(12) . . ?
C12 C7 C4 121.76(13) . . ?
C12 C7 C8 118.32(13) . . ?
C3 C2 C25 119.87(11) . . ?
C1 C2 C3 117.49(12) . . ?
C1 C2 C25 122.63(12) . . ?
N1 C5 C13 113.16(11) . . ?
N1 C5 C4 122.09(12) . . ?
C4 C5 C13 124.73(12) . . ?
O1 C32 C1 114.63(11) . . ?
C33 C32 O1 108.89(12) . . ?
C33 C32 C1 136.45(13) . . ?
C29 C30 C25 120.38(13) . . ?
C3 C4 C7 120.19(12) . . ?
C5 C4 C3 117.63(12) . . ?
C5 C4 C7 122.12(12) . . ?
C17 C18 C13 121.21(14) . . ?
C27 C26 C25 120.67(13) . . ?
C15 C14 C13 120.55(14) . . ?
C9 C8 C7 121.31(15) . . ?
C28 C29 C30 120.52(14) . . ?
C23 C24 C19 120.31(14) . . ?
C32 C33 C34 106.71(13) . . ?
C19 C20 C21 120.22(15) . . ?
C7 C12 C11 120.22(15) . . ?
C16 C17 C18 120.41(15) . . ?
C34 C35 O1 110.24(13) . . ?
C35 C34 C33 106.95(13) . . ?
C29 C28 C27 119.47(14) . . ?
C22 C23 C24 119.98(15) . . ?
C26 C27 C28 120.37(14) . . ?
C16 C15 C14 120.85(15) . . ?
C10 C9 C8 119.87(16) . . ?
C15 C16 C17 119.12(15) . . ?
C9 C10 C11 119.68(15) . . ?
C23 C22 C21 120.27(14) . . ?
C22 C21 C20 119.96(15) . . ?
C10 C11 C12 120.58(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.385
_oxdiff_exptl_absorpt_empirical_full_min 0.571
####################################################################### 
# 
# 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_180901xyf-1
_database_code_depnum_ccdc_archive 'CCDC 2005803'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2020-05-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14.5 H12.5 N0.5 O2'
_chemical_formula_sum            'C14.50 H12.50 N0.50 O2'
_chemical_formula_weight         225.75
_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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   9.4775(2)
_cell_length_b                   10.9889(3)
_cell_length_c                   22.4345(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.282(2)
_cell_angle_gamma                90
_cell_volume                     2334.64(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5037
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      76.6670
_cell_measurement_theta_min      4.4330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7248
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.043
_diffrn_reflns_theta_min         4.481
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -73.00   1.00    0.10    --  -48.45-122.00  22.00   45
  2  ω    -87.00 -60.00   1.00    0.10    --  -48.45-150.00-140.00   27
  3  ω   -104.00 -79.00   1.00    0.10    --  -48.45 150.00 -94.00   25
  4  ω    -74.00 -24.00   1.00    0.10    --  -48.45 150.00 -94.00   50
  5  ω     56.00 106.00   1.00    0.10    --   48.45-150.00-140.00   50
  6  ω   -140.00-115.00   1.00    0.15    --  -86.25-122.00  22.00   25
  7  ω   -128.00-103.00   1.00    0.15    --  -86.25-150.00-140.00   25
  8  ω     51.00  76.00   1.00    0.15    --  107.75-122.00  22.00   25
  9  ω    100.00 178.00   1.00    0.15    --  107.75 122.00 103.00   78
 10  ω     50.00 134.00   1.00    0.15    --  107.75-150.00-140.00   84
 11  ω   -119.00 -33.00   1.00    0.10    --  -48.45 -57.00 -60.00   86
 12  ω     37.00  62.00   1.00    0.10    --   48.45-122.00  22.00   25
 13  ω   -159.00 -83.00   1.00    0.15    --  -86.25 -99.00 -60.00   76
 14  ω     86.00 125.00   1.00    0.15    --  107.75  77.00-180.00   39
 15  ω     97.00 178.00   1.00    0.15    --  107.75  19.00 120.00   81
 16  ω     56.00 116.00   1.00    0.15    --  107.75-125.00 -30.00   60
 17  ω     36.00 109.00   1.00    0.15    --  107.75 -57.00-180.00   73
 18  ω    136.00 169.00   1.00    0.15    --  107.75  77.00-180.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0271366000
_diffrn_orient_matrix_UB_12      -0.0638433000
_diffrn_orient_matrix_UB_13      0.0596012000
_diffrn_orient_matrix_UB_21      0.0310028000
_diffrn_orient_matrix_UB_22      -0.1241149000
_diffrn_orient_matrix_UB_23      -0.0286167000
_diffrn_orient_matrix_UB_31      0.1573667000
_diffrn_orient_matrix_UB_32      0.0133764000
_diffrn_orient_matrix_UB_33      0.0187311000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1858
_reflns_number_total             2054
_reflns_odcompleteness_completeness 98.96
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (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         0.239
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2054
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0461P)²+1.6405P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.1040
_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:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C11(H11), C5(H5), C3(H3), C12(H12), C4(H4), C13(H13)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.61664(10) 0.58807(9) 0.61451(4) 0.0261(3) Uani 1 1 d . . . . .
O1 O 0.82836(10) 0.52252(9) 0.65043(4) 0.0301(3) Uani 1 1 d . . . . .
N1 N 0.7500 0.27022(14) 0.5000 0.0230(3) Uani 1 2 d S T P . .
C9 C 0.7500 0.52470(17) 0.5000 0.0221(4) Uani 1 2 d S T P . .
C7 C 0.74034(13) 0.33189(12) 0.55135(5) 0.0222(3) Uani 1 1 d . . . . .
C8 C 0.74205(13) 0.45923(13) 0.55322(5) 0.0223(3) Uani 1 1 d . . . . .
C14 C 0.73671(13) 0.52595(12) 0.61170(6) 0.0221(3) Uani 1 1 d . . . . .
C1 C 0.72458(14) 0.25505(12) 0.60528(6) 0.0248(3) Uani 1 1 d . . . . .
C10 C 0.7500 0.66054(17) 0.5000 0.0224(4) Uani 1 2 d S T P . .
C2 C 0.80940(16) 0.15235(13) 0.61356(6) 0.0311(3) Uani 1 1 d . . . . .
H2 H 0.8757 0.1329 0.5856 0.037 Uiso 1 1 calc R . . . .
C6 C 0.62402(15) 0.28141(13) 0.64707(6) 0.0290(3) Uani 1 1 d . . . . .
H6 H 0.5665 0.3495 0.6420 0.035 Uiso 1 1 calc R . . . .
C11 C 0.86779(16) 0.72446(14) 0.52086(7) 0.0322(3) Uani 1 1 d . . . . .
H11 H 0.9474 0.6825 0.5350 0.039 Uiso 1 1 calc R . . . .
C16 C 0.59697(15) 0.65655(13) 0.66902(6) 0.0294(3) Uani 1 1 d . . . . .
H16A H 0.6323 0.6093 0.7030 0.035 Uiso 1 1 calc R . . . .
H16B H 0.4970 0.6706 0.6737 0.035 Uiso 1 1 calc R . . . .
C5 C 0.60941(18) 0.20664(15) 0.69608(7) 0.0373(4) Uani 1 1 d . . . . .
H5 H 0.5413 0.2243 0.7235 0.045 Uiso 1 1 calc R . . . .
C3 C 0.79556(19) 0.07916(14) 0.66316(7) 0.0395(4) Uani 1 1 d . . . . .
H3 H 0.8538 0.0117 0.6688 0.047 Uiso 1 1 calc R . . . .
C12 C 0.86780(18) 0.85053(15) 0.52072(7) 0.0402(4) Uani 1 1 d . . . . .
H12 H 0.9476 0.8927 0.5347 0.048 Uiso 1 1 calc R . . . .
C4 C 0.6952(2) 0.10597(15) 0.70455(7) 0.0415(4) Uani 1 1 d . . . . .
H4 H 0.6856 0.0565 0.7378 0.050 Uiso 1 1 calc R . . . .
C17 C 0.67281(19) 0.77653(15) 0.66793(8) 0.0412(4) Uani 1 1 d . . . . .
H17A H 0.6432 0.8207 0.6327 0.062 Uiso 1 1 calc GR . . . .
H17B H 0.7728 0.7626 0.6678 0.062 Uiso 1 1 calc GR . . . .
H17C H 0.6509 0.8229 0.7026 0.062 Uiso 1 1 calc GR . . . .
C13 C 0.7500 0.9140(2) 0.5000 0.0420(6) Uani 1 2 d S T P . .
H13 H 0.7500 0.9986 0.5000 0.050 Uiso 1 2 calc RS T P . .


_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
O2 C14 1.3307(16) . ?
O2 C16 1.4542(15) . ?
O1 C14 1.2044(16) . ?
N1 C7 1.3429(15) 2_656 ?
N1 C7 1.3428(15) . ?
C9 C8 1.3985(16) . ?
C9 C8 1.3986(16) 2_656 ?
C9 C10 1.493(3) . ?
C7 C8 1.4000(19) . ?
C7 C1 1.4879(18) . ?
C8 C14 1.5056(17) . ?
C1 C2 1.394(2) . ?
C1 C6 1.394(2) . ?
C10 C11 1.3845(18) 2_656 ?
C10 C11 1.3845(18) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.384(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.385(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.502(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.381(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.381(2) . ?
C4 H4 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C13 C12 1.381(2) 2_656 ?
C13 H13 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
C14 O2 C16 116.34(10) . . ?
C7 N1 C7 119.38(16) . 2_656 ?
C8 C9 C8 118.08(17) . 2_656 ?
C8 C9 C10 120.96(9) . . ?
C8 C9 C10 120.96(9) 2_656 . ?
N1 C7 C8 121.94(12) . . ?
N1 C7 C1 115.07(12) . . ?
C8 C7 C1 122.98(11) . . ?
C9 C8 C7 119.31(12) . . ?
C9 C8 C14 119.89(13) . . ?
C7 C8 C14 120.80(11) . . ?
O2 C14 C8 110.46(11) . . ?
O1 C14 O2 125.13(12) . . ?
O1 C14 C8 124.41(12) . . ?
C2 C1 C7 119.46(12) . . ?
C2 C1 C6 119.01(13) . . ?
C6 C1 C7 121.50(12) . . ?
C11 C10 C9 120.49(9) . . ?
C11 C10 C9 120.49(9) 2_656 . ?
C11 C10 C11 119.03(18) . 2_656 ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.35(14) . . ?
C3 C2 H2 119.8 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.24(14) . . ?
C5 C6 H6 119.9 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.45(14) . . ?
C12 C11 H11 119.8 . . ?
O2 C16 H16A 109.4 . . ?
O2 C16 H16B 109.4 . . ?
O2 C16 C17 111.29(12) . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.53(15) . . ?
C4 C5 H5 119.7 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.29(15) . . ?
C4 C3 H3 119.9 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.36(15) . . ?
C13 C12 H12 119.8 . . ?
C5 C4 C3 119.57(14) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C13 C12 119.4(2) 2_656 . ?
C12 C13 H13 120.3 2_656 . ?
C12 C13 H13 120.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.903
_oxdiff_exptl_absorpt_empirical_full_min 0.609
####################################################################### 
# 
# 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_190321xyf-1
_database_code_depnum_ccdc_archive 'CCDC 1974865'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2019-12-31 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2019-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
'tetramethyl 6-phenylpyridine-2,3,4,5-tetracarboxylate'
_chemical_formula_moiety         'C19 H17 N O8'
_chemical_formula_sum            'C19 H17 N O8'
_chemical_formula_weight         387.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNO
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      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                   8.3982(2)
_cell_length_b                   9.2747(2)
_cell_length_c                   12.2174(3)
_cell_angle_alpha                97.153(2)
_cell_angle_beta                 91.869(2)
_cell_angle_gamma                95.266(2)
_cell_volume                     939.30(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6904
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      76.4090
_cell_measurement_theta_min      3.6180
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.921
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09725
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             404
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7809
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         3.650
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00 -10.00   0.50    0.05    --  -48.45 112.00  43.00  148
  2  ω     25.00  83.00   0.50    0.05    --   48.45-112.00 -49.00  116
  3  ω    -79.00 -50.00   0.50    0.30    --  -86.25 112.00  43.00   58
  4  ω   -143.00-118.00   0.50    0.30    --  -86.25-112.00 -49.00   50
  5  ω    101.00 156.00   0.50    0.30    --  106.49 112.00  43.00  110
  6  ω     72.00 101.00   0.50    0.30    --  106.49-112.00 -49.00   58
  7  ω   -115.00 -72.00   0.50    0.05    --  -48.45-125.00 120.00   86
  8  ω    -61.00  27.00   0.50    0.05    --  -48.45  19.00 -30.00  176
  9  ω    -16.00  63.00   0.50    0.05    --   48.45 -57.00  90.00  158
 10  ω    -59.00 -12.00   0.50    0.30    --  -86.25  15.00 150.00   94
 11  ω   -150.00 -83.00   0.50    0.30    --  -86.25 -30.00-180.00  134
 12  ω   -100.00 -64.00   0.50    0.30    --  -86.25  15.00 150.00   72
 13  ω     69.00 114.00   0.50    0.30    --  106.49-125.00-120.00   90
 14  ω     34.00 113.00   0.50    0.30    --  106.49-125.00 -60.00  158
 15  ω     37.00  73.00   0.50    0.30    --  106.49-125.00  90.00   72
 16  ω     32.00 120.00   0.50    0.30    --  106.49 -15.00-120.00  176
 17  ω     40.00 106.00   0.50    0.30    --  106.49 -94.00 -30.00  132
 18  ω     35.00  61.00   0.50    0.30    --  106.49-125.00-120.00   52
 19  ω    133.00 177.00   0.50    0.30    --  106.49  61.00 -60.00   88
 20  ω     35.00 117.00   0.50    0.30    --  106.49 -45.00   0.00  164
 21  ω     91.00 122.00   0.50    0.30    --  106.49  61.00 -60.00   62
 22  ω     77.00 117.00   0.50    0.30    --  106.49-125.00  90.00   80
 23  ω     37.00 117.00   0.50    0.30    --  106.49 -45.00  90.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0045406000
_diffrn_orient_matrix_UB_12      -0.0502200000
_diffrn_orient_matrix_UB_13      -0.1247979000
_diffrn_orient_matrix_UB_21      0.1834211000
_diffrn_orient_matrix_UB_22      0.0333583000
_diffrn_orient_matrix_UB_23      0.0063973000
_diffrn_orient_matrix_UB_31      0.0184262000
_diffrn_orient_matrix_UB_32      -0.1570166000
_diffrn_orient_matrix_UB_33      0.0238159000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2992
_reflns_number_total             3283
_reflns_odcompleteness_completeness 98.62
_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 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (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         0.232
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         3283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.052
_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)+(0.0662P)²+0.3745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1221
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C12(H12), C11(H11), C9(H9), C10(H10)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C27(H27A,H27B,H27C), C19(H19A,H19B,H19C), C15(H15A,H15B,
 H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O24 O 0.40244(15) 0.69375(14) 0.47673(10) 0.0400(3) Uani 1 1 d . . . . .
O20 O 0.79606(15) 0.74329(13) 0.86222(10) 0.0375(3) Uani 1 1 d . . . . .
O22 O 0.16573(14) 0.62414(14) 0.54389(10) 0.0389(3) Uani 1 1 d . . . . .
O14 O 0.61015(16) 0.21526(13) 0.85359(10) 0.0392(3) Uani 1 1 d . . . . .
O16 O 0.65712(16) 0.42120(14) 0.97162(10) 0.0399(3) Uani 1 1 d . . . . .
O26 O 0.55658(15) 0.87890(13) 0.66767(10) 0.0373(3) Uani 1 1 d . . . . .
O18 O 0.87842(14) 0.52290(14) 0.80833(11) 0.0390(3) Uani 1 1 d . . . . .
O28 O 0.76568(15) 0.75879(14) 0.61064(11) 0.0422(3) Uani 1 1 d . . . . .
N6 N 0.31768(16) 0.45076(15) 0.66456(11) 0.0291(3) Uani 1 1 d . . . . .
C3 C 0.61233(19) 0.55691(17) 0.76561(13) 0.0274(3) Uani 1 1 d . . . . .
C1 C 0.38216(19) 0.37980(17) 0.74215(13) 0.0275(3) Uani 1 1 d . . . . .
C4 C 0.54526(19) 0.62972(17) 0.68502(13) 0.0283(3) Uani 1 1 d . . . . .
C21 C 0.32315(19) 0.63712(17) 0.54325(13) 0.0288(3) Uani 1 1 d . . . . .
C7 C 0.28120(19) 0.24778(17) 0.76534(13) 0.0284(3) Uani 1 1 d . . . . .
C5 C 0.39745(19) 0.57013(17) 0.63682(13) 0.0280(3) Uani 1 1 d . . . . .
C2 C 0.53129(19) 0.43042(17) 0.79530(12) 0.0274(3) Uani 1 1 d . . . . .
C13 C 0.60614(18) 0.35672(17) 0.88455(13) 0.0288(4) Uani 1 1 d . . . . .
C17 C 0.77130(19) 0.61948(17) 0.81857(13) 0.0287(3) Uani 1 1 d . . . . .
C25 C 0.6358(2) 0.76135(18) 0.64913(13) 0.0304(4) Uani 1 1 d . . . . .
C8 C 0.2497(2) 0.22067(18) 0.87247(14) 0.0334(4) Uani 1 1 d . . . . .
H8 H 0.2968 0.2835 0.9324 0.040 Uiso 1 1 calc R . . . .
C12 C 0.2092(2) 0.15286(19) 0.67619(14) 0.0351(4) Uani 1 1 d . . . . .
H12 H 0.2283 0.1710 0.6044 0.042 Uiso 1 1 calc R . . . .
C11 C 0.1098(2) 0.0322(2) 0.69439(17) 0.0451(5) Uani 1 1 d . . . . .
H11 H 0.0636 -0.0317 0.6347 0.054 Uiso 1 1 calc R . . . .
C23 C 0.0832(2) 0.6787(2) 0.45364(16) 0.0421(4) Uani 1 1 d . . . . .
H23A H 0.1201 0.6359 0.3846 0.063 Uiso 1 1 calc GR . . . .
H23B H 0.1047 0.7830 0.4602 0.063 Uiso 1 1 calc GR . . . .
H23C H -0.0299 0.6535 0.4564 0.063 Uiso 1 1 calc GR . . . .
C27 C 0.6305(3) 1.0087(2) 0.62812(17) 0.0447(5) Uani 1 1 d . . . . .
H27A H 0.6453 0.9887 0.5503 0.067 Uiso 1 1 calc GR . . . .
H27B H 0.7324 1.0371 0.6663 0.067 Uiso 1 1 calc GR . . . .
H27C H 0.5627 1.0863 0.6415 0.067 Uiso 1 1 calc GR . . . .
C9 C 0.1479(2) 0.0999(2) 0.88964(16) 0.0411(4) Uani 1 1 d . . . . .
H9 H 0.1263 0.0824 0.9613 0.049 Uiso 1 1 calc R . . . .
C10 C 0.0784(2) 0.0055(2) 0.80115(18) 0.0461(5) Uani 1 1 d . . . . .
H10 H 0.0108 -0.0757 0.8131 0.055 Uiso 1 1 calc R . . . .
C19 C 1.0363(2) 0.5734(3) 0.8579(2) 0.0546(5) Uani 1 1 d . . . . .
H19A H 1.0877 0.6438 0.8159 0.082 Uiso 1 1 calc GR . . . .
H19B H 1.0992 0.4921 0.8581 0.082 Uiso 1 1 calc GR . . . .
H19C H 1.0264 0.6176 0.9323 0.082 Uiso 1 1 calc GR . . . .
C15 C 0.6737(3) 0.1330(2) 0.9353(2) 0.0545(6) Uani 1 1 d . . . . .
H15A H 0.6630 0.0311 0.9071 0.082 Uiso 1 1 calc GR . . . .
H15B H 0.6155 0.1477 1.0014 0.082 Uiso 1 1 calc GR . . . .
H15C H 0.7847 0.1657 0.9516 0.082 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
O24 C21 1.207(2) . ?
O20 C17 1.201(2) . ?
O22 C21 1.317(2) . ?
O22 C23 1.451(2) . ?
O14 C13 1.323(2) . ?
O14 C15 1.446(2) . ?
O16 C13 1.199(2) . ?
O26 C25 1.328(2) . ?
O26 C27 1.447(2) . ?
O18 C17 1.325(2) . ?
O18 C19 1.451(2) . ?
O28 C25 1.203(2) . ?
N6 C1 1.346(2) . ?
N6 C5 1.327(2) . ?
C3 C4 1.394(2) . ?
C3 C2 1.395(2) . ?
C3 C17 1.499(2) . ?
C1 C7 1.487(2) . ?
C1 C2 1.405(2) . ?
C4 C5 1.392(2) . ?
C4 C25 1.498(2) . ?
C21 C5 1.511(2) . ?
C7 C8 1.392(2) . ?
C7 C12 1.396(2) . ?
C2 C13 1.507(2) . ?
C8 C9 1.387(2) . ?
C12 C11 1.379(3) . ?
C11 C10 1.387(3) . ?
C9 C10 1.380(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 O22 C23 115.95(13) . . ?
C13 O14 C15 116.05(15) . . ?
C25 O26 C27 115.19(14) . . ?
C17 O18 C19 115.59(15) . . ?
C5 N6 C1 119.32(14) . . ?
C4 C3 C2 120.07(15) . . ?
C4 C3 C17 117.94(14) . . ?
C2 C3 C17 122.00(14) . . ?
N6 C1 C7 114.00(14) . . ?
N6 C1 C2 121.38(14) . . ?
C2 C1 C7 124.62(14) . . ?
C3 C4 C25 120.10(14) . . ?
C5 C4 C3 117.14(14) . . ?
C5 C4 C25 122.67(14) . . ?
O24 C21 O22 125.66(15) . . ?
O24 C21 C5 122.42(15) . . ?
O22 C21 C5 111.91(13) . . ?
C8 C7 C1 122.13(15) . . ?
C8 C7 C12 119.40(15) . . ?
C12 C7 C1 118.37(14) . . ?
N6 C5 C4 123.76(14) . . ?
N6 C5 C21 116.17(14) . . ?
C4 C5 C21 120.00(14) . . ?
C3 C2 C1 118.33(14) . . ?
C3 C2 C13 118.44(14) . . ?
C1 C2 C13 123.21(14) . . ?
O14 C13 C2 111.66(13) . . ?
O16 C13 O14 125.30(15) . . ?
O16 C13 C2 123.03(15) . . ?
O20 C17 O18 125.47(15) . . ?
O20 C17 C3 122.93(14) . . ?
O18 C17 C3 111.57(14) . . ?
O26 C25 C4 111.67(14) . . ?
O28 C25 O26 125.25(15) . . ?
O28 C25 C4 123.06(15) . . ?
C9 C8 C7 119.90(16) . . ?
C11 C12 C7 120.12(17) . . ?
C12 C11 C10 120.37(18) . . ?
C10 C9 C8 120.43(17) . . ?
C9 C10 C11 119.76(17) . . ?

_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 22.001
_oxdiff_exptl_absorpt_empirical_full_min 0.472
####################################################################### 
# 
# 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_180727xyf-1
_database_code_depnum_ccdc_archive 'CCDC 2005804'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2020-05-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C29 H25 N O4'
_chemical_formula_sum            'C29 H25 N O4'
_chemical_formula_weight         451.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHON
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.8616(4)
_cell_length_b                   9.2071(4)
_cell_length_c                   24.3258(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.336(4)
_cell_angle_gamma                90
_cell_volume                     2385.21(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4455
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.8660
_cell_measurement_theta_min      3.6500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.673
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80462
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            13755
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.907
_diffrn_reflns_theta_min         3.706
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  16.00   1.00    0.66    --  -48.20  90.00 -15.00   85
  2  ω    -59.00  26.00   1.00    0.66    --  -48.20  19.00 -60.00   85
  3  ω     21.00  65.00   1.00    0.66    --   48.20 -90.00-129.00   44
  4  ω     63.00 129.00   1.00    7.00    --  107.75 -90.00-129.00   66
  5  ω     96.00 167.00   1.00    7.00    --  107.75  19.00 -90.00   71
  6  ω    114.00 139.00   1.00    7.00    --  107.75  90.00 -15.00   25
  7  ω     47.00 117.00   1.00    7.00    --  107.75 -37.00-120.00   70
  8  ω     35.00 112.00   1.00    7.00    --  107.75-125.00-120.00   77
  9  ω     35.00 122.00   1.00    7.00    --  107.75 -77.00  30.00   87
 10  ω    -88.00 -63.00   1.00    7.00    --  -86.25  90.00 -15.00   25
 11  ω   -155.00 -79.00   1.00    7.00    --  -86.25 -90.00-129.00   76
 12  ω   -119.00 -72.00   1.00    0.66    --  -48.20-125.00  30.00   47
 13  ω   -158.00-103.00   1.00    7.00    --  -86.25 -99.00 -60.00   55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1314857000
_diffrn_orient_matrix_UB_12      -0.0454265000
_diffrn_orient_matrix_UB_13      0.0086394000
_diffrn_orient_matrix_UB_21      -0.0126595000
_diffrn_orient_matrix_UB_22      0.1456934000
_diffrn_orient_matrix_UB_23      0.0295743000
_diffrn_orient_matrix_UB_31      -0.0588978000
_diffrn_orient_matrix_UB_32      0.0688946000
_diffrn_orient_matrix_UB_33      -0.0567243000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3684
_reflns_number_total             4710
_reflns_odcompleteness_completeness 99.34
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (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         0.690
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4710
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0803
_refine_ls_restrained_S_all      1.051
_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)+(0.1256P)²+1.6493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2242
_refine_ls_wR_factor_ref         0.2485
_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:
 C32(H32A,H32B), C27(H27A,H27B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C24(H24), C18(H18), C12(H12), C9(H9), C14(H14), C10(H10), C17(H17),
 C11(H11), C15(H15), C23(H23), C16(H16), C20(H20), C22(H22), C21(H21)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.7437(2) 0.1914(3) 0.71398(9) 0.0664(6) Uani 1 1 d . . . . .
O2 O 0.84124(19) 0.3870(3) 0.68620(9) 0.0635(6) Uani 1 1 d . . . . .
N1 N 0.4728(2) 0.2952(3) 0.56198(9) 0.0455(5) Uani 1 1 d . . . . .
O4 O 0.9183(2) 0.3676(3) 0.56044(11) 0.0677(6) Uani 1 1 d . . . . .
O3 O 0.9326(2) 0.1658(3) 0.61381(11) 0.0754(7) Uani 1 1 d . . . . .
C2 C 0.5246(3) 0.2631(3) 0.51764(11) 0.0429(6) Uani 1 1 d . . . . .
C3 C 0.6554(3) 0.2535(3) 0.52207(11) 0.0455(6) Uani 1 1 d . . . . .
C7 C 0.4335(3) 0.2413(3) 0.46417(11) 0.0465(6) Uani 1 1 d . . . . .
C6 C 0.5460(2) 0.3082(3) 0.61303(11) 0.0447(6) Uani 1 1 d . . . . .
C5 C 0.6759(2) 0.2867(3) 0.62170(11) 0.0456(6) Uani 1 1 d . . . . .
C4 C 0.7304(3) 0.2656(3) 0.57512(12) 0.0466(6) Uani 1 1 d . . . . .
C30 C 0.7557(3) 0.2807(4) 0.67947(12) 0.0527(7) Uani 1 1 d . . . . .
C13 C 0.4797(3) 0.3460(4) 0.65900(11) 0.0510(7) Uani 1 1 d . . . . .
C8 C 0.3366(3) 0.3391(3) 0.44738(12) 0.0518(7) Uani 1 1 d . . . . .
H8 H 0.3298 0.4201 0.4694 0.062 Uiso 1 1 calc R . . . .
C24 C 0.6918(3) 0.3338(3) 0.42946(12) 0.0560(7) Uani 1 1 d . . . . .
H24 H 0.6385 0.4118 0.4315 0.067 Uiso 1 1 calc R . . . .
C25 C 0.8715(3) 0.2576(4) 0.58492(14) 0.0577(8) Uani 1 1 d . . . . .
C18 C 0.3628(3) 0.2845(4) 0.65908(13) 0.0591(8) Uani 1 1 d . . . . .
H18 H 0.3275 0.2204 0.6308 0.071 Uiso 1 1 calc R . . . .
C19 C 0.7133(3) 0.2338(3) 0.47182(13) 0.0565(8) Uani 1 1 d . . . . .
C12 C 0.4423(4) 0.1197(3) 0.43121(12) 0.0626(9) Uani 1 1 d . . . . .
H12 H 0.5072 0.0534 0.4419 0.075 Uiso 1 1 calc R . . . .
C9 C 0.2503(3) 0.3179(4) 0.39846(14) 0.0649(9) Uani 1 1 d . . . . .
H9 H 0.1864 0.3852 0.3873 0.078 Uiso 1 1 calc R . . . .
C14 C 0.5311(3) 0.4421(4) 0.70161(13) 0.0666(9) Uani 1 1 d . . . . .
H14 H 0.6084 0.4853 0.7015 0.080 Uiso 1 1 calc R . . . .
C10 C 0.2586(4) 0.1969(5) 0.36595(14) 0.0737(11) Uani 1 1 d . . . . .
H10 H 0.2001 0.1823 0.3330 0.088 Uiso 1 1 calc R . . . .
C17 C 0.2986(3) 0.3190(5) 0.70166(16) 0.0788(12) Uani 1 1 d . . . . .
H17 H 0.2202 0.2785 0.7017 0.095 Uiso 1 1 calc R . . . .
C11 C 0.3538(4) 0.0975(4) 0.38244(15) 0.0743(11) Uani 1 1 d . . . . .
H11 H 0.3587 0.0153 0.3608 0.089 Uiso 1 1 calc R . . . .
C15 C 0.4668(4) 0.4736(6) 0.74448(14) 0.0845(13) Uani 1 1 d . . . . .
H15 H 0.5025 0.5354 0.7735 0.101 Uiso 1 1 calc R . . . .
C23 C 0.7492(5) 0.3197(5) 0.38311(16) 0.0826(12) Uani 1 1 d . . . . .
H23 H 0.7303 0.3845 0.3533 0.099 Uiso 1 1 calc R . . . .
C16 C 0.3516(4) 0.4138(6) 0.74396(15) 0.0913(15) Uani 1 1 d . . . . .
H16 H 0.3084 0.4368 0.7722 0.110 Uiso 1 1 calc R . . . .
C20 C 0.7922(4) 0.1169(4) 0.46872(17) 0.0794(11) Uani 1 1 d . . . . .
H20 H 0.8026 0.0462 0.4965 0.095 Uiso 1 1 calc R . . . .
C32 C 0.9300(4) 0.3886(6) 0.73918(17) 0.0891(14) Uani 1 1 d . . . . .
H32A H 0.9820 0.3021 0.7427 0.107 Uiso 1 1 calc R . . . .
H32B H 0.8856 0.3906 0.7701 0.107 Uiso 1 1 calc R . . . .
C27 C 1.0535(3) 0.3768(6) 0.5677(2) 0.0954(15) Uani 1 1 d . . . . .
H27A H 1.0775 0.4780 0.5661 0.115 Uiso 1 1 calc R . . . .
H27B H 1.0911 0.3400 0.6046 0.115 Uiso 1 1 calc R . . . .
C28 C 1.1024(4) 0.2971(7) 0.5262(2) 0.1038(17) Uani 1 1 d . . . . .
H28A H 1.0616 0.3286 0.4895 0.156 Uiso 1 1 calc GR . . . .
H28B H 1.0872 0.1953 0.5303 0.156 Uiso 1 1 calc GR . . . .
H28C H 1.1911 0.3139 0.5311 0.156 Uiso 1 1 calc GR . . . .
C33 C 1.0084(4) 0.5189(6) 0.7404(2) 0.1043(18) Uani 1 1 d . . . . .
H33A H 1.0520 0.5158 0.7096 0.156 Uiso 1 1 calc GR . . . .
H33B H 1.0683 0.5222 0.7751 0.156 Uiso 1 1 calc GR . . . .
H33C H 0.9563 0.6038 0.7371 0.156 Uiso 1 1 calc GR . . . .
C22 C 0.8343(5) 0.2086(6) 0.3820(2) 0.1028(16) Uani 1 1 d . . . . .
H22 H 0.8776 0.2032 0.3527 0.123 Uiso 1 1 calc R . . . .
C21 C 0.8558(5) 0.1039(6) 0.4248(2) 0.0992(15) Uani 1 1 d . . . . .
H21 H 0.9114 0.0276 0.4237 0.119 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 C30 1.201(4) . ?
O2 C30 1.337(4) . ?
O2 C32 1.450(4) . ?
N1 C2 1.344(3) . ?
N1 C6 1.342(4) . ?
O4 C25 1.326(4) . ?
O4 C27 1.447(4) . ?
O3 C25 1.210(4) . ?
C2 C3 1.407(4) . ?
C2 C7 1.485(4) . ?
C3 C4 1.388(4) . ?
C3 C19 1.492(4) . ?
C7 C8 1.384(4) . ?
C7 C12 1.392(4) . ?
C6 C5 1.399(4) . ?
C6 C13 1.486(4) . ?
C5 C4 1.392(4) . ?
C5 C30 1.500(4) . ?
C4 C25 1.506(4) . ?
C13 C18 1.391(4) . ?
C13 C14 1.393(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.377(4) . ?
C24 H24 0.9300 . ?
C24 C19 1.367(4) . ?
C24 C23 1.397(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.394(4) . ?
C19 C20 1.387(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.387(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.380(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.395(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(6) . ?
C17 H17 0.9300 . ?
C17 C16 1.385(7) . ?
C11 H11 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.364(7) . ?
C23 H23 0.9300 . ?
C23 C22 1.382(7) . ?
C16 H16 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.388(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.468(7) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.432(7) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C22 H22 0.9300 . ?
C22 C21 1.403(7) . ?
C21 H21 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
C30 O2 C32 116.2(3) . . ?
C6 N1 C2 119.8(2) . . ?
C25 O4 C27 117.3(3) . . ?
N1 C2 C3 121.9(2) . . ?
N1 C2 C7 114.9(2) . . ?
C3 C2 C7 123.2(2) . . ?
C2 C3 C19 121.8(3) . . ?
C4 C3 C2 117.7(2) . . ?
C4 C3 C19 120.5(3) . . ?
C8 C7 C2 120.5(2) . . ?
C8 C7 C12 119.2(3) . . ?
C12 C7 C2 120.3(3) . . ?
N1 C6 C5 121.6(2) . . ?
N1 C6 C13 115.5(2) . . ?
C5 C6 C13 122.9(2) . . ?
C6 C5 C30 121.8(2) . . ?
C4 C5 C6 118.4(3) . . ?
C4 C5 C30 119.8(2) . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 C25 122.4(2) . . ?
C5 C4 C25 117.4(3) . . ?
O1 C30 O2 125.7(3) . . ?
O1 C30 C5 123.9(3) . . ?
O2 C30 C5 110.4(3) . . ?
C18 C13 C6 118.9(3) . . ?
C18 C13 C14 119.3(3) . . ?
C14 C13 C6 121.7(3) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.8(3) . . ?
C9 C8 H8 119.6 . . ?
C19 C24 H24 119.7 . . ?
C19 C24 C23 120.6(3) . . ?
C23 C24 H24 119.7 . . ?
O4 C25 C4 111.1(3) . . ?
O3 C25 O4 125.4(3) . . ?
O3 C25 C4 123.5(3) . . ?
C13 C18 H18 120.1 . . ?
C13 C18 C17 119.9(4) . . ?
C17 C18 H18 120.1 . . ?
C24 C19 C3 119.9(3) . . ?
C24 C19 C20 119.8(3) . . ?
C20 C19 C3 120.2(3) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 C7 119.8(3) . . ?
C11 C12 H12 120.1 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0(4) . . ?
C10 C9 H9 120.0 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.1(4) . . ?
C15 C14 H14 119.9 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 119.9(3) . . ?
C11 C10 H10 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.0(4) . . ?
C16 C17 H17 120.0 . . ?
C12 C11 H11 119.9 . . ?
C10 C11 C12 120.3(3) . . ?
C10 C11 H11 119.9 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(4) . . ?
C16 C15 H15 119.9 . . ?
C24 C23 H23 120.3 . . ?
C22 C23 C24 119.3(4) . . ?
C22 C23 H23 120.3 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.5(3) . . ?
C15 C16 H16 119.7 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.0(4) . . ?
C21 C20 H20 119.5 . . ?
O2 C32 H32A 110.1 . . ?
O2 C32 H32B 110.1 . . ?
O2 C32 C33 107.9(4) . . ?
H32A C32 H32B 108.4 . . ?
C33 C32 H32A 110.1 . . ?
C33 C32 H32B 110.1 . . ?
O4 C27 H27A 109.0 . . ?
O4 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C28 C27 O4 113.0(4) . . ?
C28 C27 H27A 109.0 . . ?
C28 C27 H27B 109.0 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C23 C22 H22 119.7 . . ?
C23 C22 C21 120.6(4) . . ?
C21 C22 H22 119.7 . . ?
C20 C21 C22 118.4(4) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.883
_oxdiff_exptl_absorpt_empirical_full_min 0.597
####################################################################### 
# 
# 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_190717xyf-1
_database_code_depnum_ccdc_archive 'CCDC 1974863'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2019-12-31 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2019-07-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C33 H23 N S'
_chemical_formula_sum            'C33 H23 N S'
_chemical_formula_weight         465.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNS
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.8938(5)
_cell_length_b                   10.6881(6)
_cell_length_c                   12.5663(8)
_cell_angle_alpha                73.844(5)
_cell_angle_beta                 87.158(5)
_cell_angle_gamma                76.348(5)
_cell_volume                     1240.11(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4463
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      75.7280
_cell_measurement_theta_min      4.3870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.310
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71701
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11161
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         4.427
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00   4.00   1.00    0.10    --  -48.45  87.00  59.00   27
  2  ω    -67.00 -28.00   1.00    0.10    --  -48.45  87.00  59.00   39
  3  ω    -21.00  58.00   1.00    0.10    --   48.45 -87.00 -58.00   79
  4  ω   -112.00 -76.00   1.00    0.60    --  -86.25 -87.00 -58.00   36
  5  ω   -144.00-118.00   1.00    0.60    --  -86.25 -87.00 -58.00   26
  6  ω     43.00  90.00   1.00    0.60    --  106.49 -87.00 -58.00   47
  7  ω   -120.00 -52.00   1.00    0.10    --  -48.45 -38.00 -60.00   68
  8  ω   -120.00 -71.00   1.00    0.10    --  -48.45-125.00   0.00   49
  9  ω    -24.00  60.00   1.00    0.10    --   48.45 -38.00 -30.00   84
 10  ω   -159.00 -83.00   1.00    0.60    --  -86.25 -99.00  30.00   76
 11  ω    -72.00 -46.00   1.00    0.60    --  -86.25  87.00  59.00   26
 12  ω   -158.00 -96.00   1.00    0.60    --  -86.25 -99.00 -90.00   62
 13  ω     34.00 117.00   1.00    0.60    --  106.49-125.00  30.00   83
 14  ω     34.00 127.00   1.00    0.60    --  106.49 -77.00 150.00   93
 15  ω     35.00 117.00   1.00    0.60    --  106.49-125.00 150.00   82
 16  ω     32.00 119.00   1.00    0.60    --  106.49 -19.00-180.00   87
 17  ω     95.00 176.00   1.00    0.60    --  106.49  38.00 150.00   81
 18  ω     41.00 109.00   1.00    0.60    --  106.49 -99.00  30.00   68
 19  ω     92.00 173.00   1.00    0.60    --  106.49 125.00 -30.00   81
 20  ω     95.00 161.00   1.00    0.60    --  106.49  19.00  60.00   66
 21  ω    113.00 145.00   1.00    0.60    --  106.49  87.00  59.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0547747000
_diffrn_orient_matrix_UB_12      -0.0118371000
_diffrn_orient_matrix_UB_13      -0.1145482000
_diffrn_orient_matrix_UB_21      0.0911859000
_diffrn_orient_matrix_UB_22      0.0990192000
_diffrn_orient_matrix_UB_23      -0.0013656000
_diffrn_orient_matrix_UB_31      0.1198689000
_diffrn_orient_matrix_UB_32      -0.1176923000
_diffrn_orient_matrix_UB_33      0.0563254000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3566
_reflns_number_total             4367
_reflns_odcompleteness_completeness 98.64
_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 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (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         1.079
_refine_diff_density_min         -0.939
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4367
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0839
_refine_ls_restrained_S_all      1.051
_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)+(0.1110P)²+2.5837P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2294
_refine_ls_wR_factor_ref         0.2472
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C30(H30), C13(H13), C24(H24), C26(H26), C29(H29), C8(H8), C20(H20), C16(H16),
 C12(H12), C34(H34), C28(H28), C14(H14), C23(H23), C22(H22), C27(H27), C21(H21),
  C11(H11), C18(H18), C32(H32), C9(H9), C35(H35), C10(H10), C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.10780(16) 0.90334(13) 0.22119(10) 0.0691(4) Uani 1 1 d . . . . .
N1 N 0.1920(3) 0.6691(3) 0.6142(2) 0.0313(6) Uani 1 1 d . . . . .
C5 C 0.2225(3) 0.5765(3) 0.7123(3) 0.0287(7) Uani 1 1 d . . . . .
C25 C 0.2591(3) 0.4532(3) 0.4161(3) 0.0280(7) Uani 1 1 d . . . . .
C3 C 0.2806(3) 0.4010(3) 0.6210(3) 0.0283(7) Uani 1 1 d . . . . .
C2 C 0.2462(3) 0.4980(3) 0.5196(3) 0.0283(7) Uani 1 1 d . . . . .
C19 C 0.3347(4) 0.2573(3) 0.6247(3) 0.0304(7) Uani 1 1 d . . . . .
C1 C 0.2028(3) 0.6327(3) 0.5193(3) 0.0292(7) Uani 1 1 d . . . . .
C15 C 0.2021(3) 0.6340(3) 0.8090(3) 0.0320(7) Uani 1 1 d . . . . .
C4 C 0.2684(3) 0.4392(3) 0.7207(3) 0.0297(7) Uani 1 1 d . . . . .
C30 C 0.3866(4) 0.4275(4) 0.3657(3) 0.0359(8) Uani 1 1 d . . . . .
H30 H 0.4651 0.4398 0.3956 0.043 Uiso 1 1 calc R . . . .
C33 C 0.1629(3) 0.7483(4) 0.4191(3) 0.0336(8) Uani 1 1 d . . . . .
C7 C 0.3030(4) 0.3339(3) 0.8284(3) 0.0333(8) Uani 1 1 d . . . . .
C13 C 0.1335(5) 0.6499(4) 0.9974(3) 0.0528(12) Uani 1 1 d . . . . .
H13 H 0.1078 0.6131 1.0694 0.063 Uiso 1 1 calc R . . . .
C24 C 0.2495(4) 0.1834(4) 0.5990(3) 0.0394(8) Uani 1 1 d . . . . .
H24 H 0.1561 0.2227 0.5814 0.047 Uiso 1 1 calc R . . . .
C26 C 0.1447(4) 0.4320(4) 0.3704(3) 0.0432(9) Uani 1 1 d . . . . .
H26 H 0.0582 0.4489 0.4030 0.052 Uiso 1 1 calc R . . . .
C29 C 0.3979(4) 0.3836(4) 0.2709(3) 0.0435(9) Uani 1 1 d . . . . .
H29 H 0.4835 0.3681 0.2369 0.052 Uiso 1 1 calc R . . . .
C8 C 0.2193(5) 0.2432(4) 0.8656(3) 0.0432(9) Uani 1 1 d . . . . .
H8 H 0.1424 0.2487 0.8234 0.052 Uiso 1 1 calc R . . . .
C20 C 0.4737(4) 0.1958(4) 0.6524(3) 0.0415(9) Uani 1 1 d . . . . .
H20 H 0.5318 0.2441 0.6703 0.050 Uiso 1 1 calc R . . . .
C16 C 0.2280(4) 0.7602(4) 0.7944(4) 0.0450(10) Uani 1 1 d . . . . .
H16 H 0.2608 0.8033 0.7268 0.054 Uiso 1 1 calc R . . . .
C12 C 0.4181(4) 0.3241(5) 0.8916(3) 0.0472(10) Uani 1 1 d . . . . .
H12 H 0.4749 0.3842 0.8678 0.057 Uiso 1 1 calc R . . . .
C34 C 0.1031(4) 0.8789(4) 0.4296(3) 0.0447(9) Uani 1 1 d . . . . .
H34 H 0.0867 0.8972 0.4979 0.054 Uiso 1 1 calc R . . . .
C28 C 0.2838(5) 0.3630(4) 0.2270(3) 0.0483(10) Uani 1 1 d . . . . .
H28 H 0.2919 0.3335 0.1635 0.058 Uiso 1 1 calc R . . . .
C14 C 0.1516(5) 0.5755(4) 0.9103(3) 0.0463(10) Uani 1 1 d . . . . .
H14 H 0.1293 0.4926 0.9243 0.056 Uiso 1 1 calc R . . . .
C23 C 0.3028(5) 0.0514(4) 0.5996(4) 0.0515(11) Uani 1 1 d . . . . .
H23 H 0.2452 0.0026 0.5817 0.062 Uiso 1 1 calc R . . . .
C22 C 0.4403(5) -0.0081(4) 0.6264(4) 0.0556(12) Uani 1 1 d . . . . .
H22 H 0.4755 -0.0967 0.6262 0.067 Uiso 1 1 calc R . . . .
C27 C 0.1575(5) 0.3861(5) 0.2771(3) 0.0516(11) Uani 1 1 d . . . . .
H27 H 0.0801 0.3707 0.2482 0.062 Uiso 1 1 calc R . . . .
C21 C 0.5261(5) 0.0629(4) 0.6536(4) 0.0518(11) Uani 1 1 d . . . . .
H21 H 0.6188 0.0220 0.6726 0.062 Uiso 1 1 calc R . . . .
C11 C 0.4481(5) 0.2232(6) 0.9915(4) 0.0633(14) Uani 1 1 d . . . . .
H11 H 0.5253 0.2163 1.0339 0.076 Uiso 1 1 calc R . . . .
C18 C 0.1571(6) 0.7733(6) 0.9637(5) 0.0670(15) Uani 1 1 d . . . . .
H18 H 0.1329 0.8265 1.0121 0.080 Uiso 1 1 calc R . . . .
C32 C 0.1721(6) 0.7489(5) 0.3092(4) 0.0610(13) Uani 1 1 d . . . . .
H32 H 0.2094 0.6730 0.2855 0.073 Uiso 1 1 calc R . . . .
C9 C 0.2502(6) 0.1442(4) 0.9656(3) 0.0578(13) Uani 1 1 d . . . . .
H9 H 0.1931 0.0846 0.9906 0.069 Uiso 1 1 calc R . . . .
C35 C 0.0716(5) 0.9758(5) 0.3306(4) 0.0613(13) Uani 1 1 d . . . . .
H35 H 0.0363 1.0665 0.3232 0.074 Uiso 1 1 calc R . . . .
C10 C 0.3643(7) 0.1344(5) 1.0272(4) 0.0655(15) Uani 1 1 d . . . . .
H10 H 0.3853 0.0674 1.0936 0.079 Uiso 1 1 calc R . . . .
C17 C 0.2064(6) 0.8220(5) 0.8772(5) 0.0698(16) Uani 1 1 d . . . . .
H17 H 0.2304 0.9036 0.8664 0.084 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
S1 C32 1.707(4) . ?
S1 C35 1.741(6) . ?
N1 C5 1.344(4) . ?
N1 C1 1.346(4) . ?
C5 C15 1.493(5) . ?
C5 C4 1.405(5) . ?
C25 C2 1.496(5) . ?
C25 C30 1.386(5) . ?
C25 C26 1.386(5) . ?
C3 C2 1.399(5) . ?
C3 C19 1.490(5) . ?
C3 C4 1.413(5) . ?
C2 C1 1.401(5) . ?
C19 C24 1.387(5) . ?
C19 C20 1.392(5) . ?
C1 C33 1.490(5) . ?
C15 C16 1.394(5) . ?
C15 C14 1.380(5) . ?
C4 C7 1.494(5) . ?
C30 C29 1.388(5) . ?
C33 C34 1.421(5) . ?
C33 C32 1.378(6) . ?
C7 C8 1.390(5) . ?
C7 C12 1.387(5) . ?
C13 C14 1.504(6) . ?
C13 C18 1.341(8) . ?
C24 C23 1.383(6) . ?
C26 C27 1.381(6) . ?
C29 C28 1.368(6) . ?
C8 C9 1.393(6) . ?
C20 C21 1.389(6) . ?
C16 C17 1.362(7) . ?
C12 C11 1.400(6) . ?
C34 C35 1.373(6) . ?
C28 C27 1.372(6) . ?
C23 C22 1.373(7) . ?
C22 C21 1.374(7) . ?
C11 C10 1.374(8) . ?
C18 C17 1.201(8) . ?
C9 C10 1.368(8) . ?

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
C32 S1 C35 91.9(2) . . ?
C5 N1 C1 120.7(3) . . ?
N1 C5 C15 113.6(3) . . ?
N1 C5 C4 122.2(3) . . ?
C4 C5 C15 124.3(3) . . ?
C30 C25 C2 120.9(3) . . ?
C26 C25 C2 120.7(3) . . ?
C26 C25 C30 118.4(3) . . ?
C2 C3 C19 120.4(3) . . ?
C2 C3 C4 120.1(3) . . ?
C4 C3 C19 119.5(3) . . ?
C3 C2 C25 118.4(3) . . ?
C3 C2 C1 118.6(3) . . ?
C1 C2 C25 122.9(3) . . ?
C24 C19 C3 121.2(3) . . ?
C24 C19 C20 118.9(3) . . ?
C20 C19 C3 120.0(3) . . ?
N1 C1 C2 121.2(3) . . ?
N1 C1 C33 113.1(3) . . ?
C2 C1 C33 125.6(3) . . ?
C16 C15 C5 117.8(3) . . ?
C14 C15 C5 125.1(3) . . ?
C14 C15 C16 117.0(4) . . ?
C5 C4 C3 117.2(3) . . ?
C5 C4 C7 123.5(3) . . ?
C3 C4 C7 119.3(3) . . ?
C25 C30 C29 120.4(3) . . ?
C34 C33 C1 120.7(3) . . ?
C32 C33 C1 128.6(4) . . ?
C32 C33 C34 110.7(3) . . ?
C8 C7 C4 119.5(3) . . ?
C12 C7 C4 121.2(3) . . ?
C12 C7 C8 119.3(3) . . ?
C18 C13 C14 115.2(4) . . ?
C23 C24 C19 120.3(4) . . ?
C27 C26 C25 120.8(4) . . ?
C28 C29 C30 120.5(4) . . ?
C7 C8 C9 120.3(4) . . ?
C21 C20 C19 120.5(4) . . ?
C17 C16 C15 121.4(5) . . ?
C7 C12 C11 119.6(4) . . ?
C35 C34 C33 114.5(4) . . ?
C29 C28 C27 119.7(4) . . ?
C15 C14 C13 117.9(4) . . ?
C22 C23 C24 120.4(4) . . ?
C23 C22 C21 120.3(4) . . ?
C28 C27 C26 120.3(4) . . ?
C22 C21 C20 119.7(4) . . ?
C10 C11 C12 120.5(4) . . ?
C17 C18 C13 126.5(5) . . ?
C33 C32 S1 113.0(3) . . ?
C10 C9 C8 120.1(5) . . ?
C34 C35 S1 109.9(3) . . ?
C9 C10 C11 120.2(4) . . ?
C18 C17 C16 121.5(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.451
_oxdiff_exptl_absorpt_empirical_full_min 0.506
####################################################################### 
# 
# 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_190319XYF-2
_database_code_depnum_ccdc_archive 'CCDC 1974861'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2019-12-31 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2019-03-22
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         'C19 H19 N O6'
_chemical_formula_sum            'C19 H19 N O6'
_chemical_formula_weight         357.37
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'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'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      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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.0143(2)
_cell_length_b                   16.4743(5)
_cell_length_c                   12.9122(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.475(2)
_cell_angle_gamma                90
_cell_volume                     1701.66(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4520
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.8360
_cell_measurement_theta_min      4.3200
_exptl_absorpt_coefficient_mu    0.874
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71208
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.3948
_exptl_crystal_F_000             754.7485
_exptl_crystal_description       block
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10051
_diffrn_reflns_theta_full        67.0731
_diffrn_reflns_theta_max         67.07
_diffrn_reflns_theta_min         4.36
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9872
_diffrn_measured_fraction_theta_max 0.9872
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  12.00   1.00    0.20    --  -48.45  74.00  49.00   37
  2  ω    -78.00 -27.00   1.00    0.20    --  -48.45 -74.00 -78.00   51
  3  ω   -120.00 -85.00   1.00    0.20    --  -48.45 -74.00 -78.00   35
  4  ω    -67.00 -41.00   1.00    0.20    --  -48.45  74.00  49.00   26
  5  ω    -92.00 -66.00   1.00    1.10    --  -86.25 -74.00 -78.00   26
  6  ω    -79.00 -28.00   1.00    1.10    --  -86.25  74.00  49.00   51
  7  ω     49.00 127.00   1.00    1.10    --  106.49 -74.00 -78.00   78
  8  ω     97.00 123.00   1.00    1.10    --  106.49  74.00  49.00   26
  9  ω   -114.00 -71.00   1.00    0.20    --  -48.45-125.00  60.00   43
 10  ω     27.00  62.00   1.00    0.20    --   48.45  74.00  49.00   35
 11  ω      3.00  69.00   1.00    0.20    --   48.45 -74.00 -78.00   66
 12  ω     37.00 108.00   1.00    1.10    --  106.49 -94.00-150.00   71
 13  ω     34.00 117.00   1.00    1.10    --  106.49-125.00 150.00   83
 14  ω    103.00 178.00   1.00    1.10    --  106.49  45.00  30.00   75
 15  ω     94.00 178.00   1.00    1.10    --  106.49  45.00 -30.00   84
 16  ω    124.00 178.00   1.00    1.10    --  106.49  74.00  49.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0781390000
_diffrn_orient_matrix_UB_12      -0.0743182000
_diffrn_orient_matrix_UB_13      -0.0566492000
_diffrn_orient_matrix_UB_21      -0.1696101000
_diffrn_orient_matrix_UB_22      0.0195145000
_diffrn_orient_matrix_UB_23      0.0445208000
_diffrn_orient_matrix_UB_31      -0.0471662000
_diffrn_orient_matrix_UB_32      0.0531949000
_diffrn_orient_matrix_UB_33      -0.0954396000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2454
_reflns_number_total             3006
_reflns_odcompleteness_completeness 99.40
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_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         0.4008
_refine_diff_density_min         -0.5040
_refine_diff_density_rms         0.0661
_refine_ls_d_res_high            0.8370
_refine_ls_d_res_low             10.1511
_refine_ls_goodness_of_fit_ref   1.0374
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3006
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.0374
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0587P)²+1.1037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1354
_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:
 C24(H24a,H24b), C19(H19a,H19b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C11(H11), C8(H8), C12(H12), C9(H9), C4(H4)
2.c Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c), C20(H20a,H20b,H20c), C25(H25a,H25b,H25c)
;
_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
O23 O 0.32606(19) 0.59791(9) 0.16067(10) 0.0334(4) Uani 1.000000 .
O14 O 0.96681(18) 0.72203(9) 0.88722(10) 0.0335(4) Uani 1.000000 .
O21 O 0.2757(2) 0.95115(10) 0.33451(12) 0.0426(4) Uani 1.000000 .
O26 O 0.4190(2) 0.52683(9) 0.30159(12) 0.0421(4) Uani 1.000000 .
O18 O 0.2483(3) 0.88841(12) 0.18121(12) 0.0572(6) Uani 1.000000 .
N6 N 0.4593(2) 0.81888(11) 0.41129(12) 0.0274(4) Uani 1.000000 .
O16 O 0.9680(3) 0.85637(10) 0.86831(14) 0.0560(5) Uani 1.000000 .
C1 C 0.5270(2) 0.75009(12) 0.45207(14) 0.0239(4) Uani 1.000000 .
C7 C 0.6282(2) 0.75814(12) 0.55209(14) 0.0243(4) Uani 1.000000 .
C3 C 0.4118(2) 0.67157(13) 0.30943(14) 0.0272(4) Uani 1.000000 .
C2 C 0.5038(2) 0.67548(12) 0.40327(14) 0.0251(4) Uani 1.000000 .
H2 H 0.5497(2) 0.62865(12) 0.43345(14) 0.0301(5) Uiso 1.000000 R
C5 C 0.3697(2) 0.81402(13) 0.31985(14) 0.0272(4) Uani 1.000000 .
C11 C 0.7666(2) 0.70039(13) 0.70669(15) 0.0288(4) Uani 1.000000 .
H11 H 0.7937(2) 0.65524(13) 0.74755(15) 0.0345(5) Uiso 1.000000 R
C10 C 0.8229(2) 0.77654(12) 0.73821(14) 0.0266(4) Uani 1.000000 .
C8 C 0.6839(2) 0.83457(12) 0.58538(14) 0.0277(4) Uani 1.000000 .
H8 H 0.6560(2) 0.87997(12) 0.54517(14) 0.0333(5) Uiso 1.000000 R
C12 C 0.6701(2) 0.69107(12) 0.61456(14) 0.0280(4) Uani 1.000000 .
H12 H 0.6329(2) 0.63968(12) 0.59421(14) 0.0336(5) Uiso 1.000000 R
C9 C 0.7798(2) 0.84388(13) 0.67707(14) 0.0287(4) Uani 1.000000 .
H9 H 0.8157(2) 0.89530(13) 0.69811(14) 0.0344(5) Uiso 1.000000 R
C4 C 0.3445(2) 0.74200(13) 0.26550(14) 0.0284(4) Uani 1.000000 .
H4 H 0.2843(2) 0.74099(13) 0.20162(14) 0.0341(5) Uiso 1.000000 R
C13 C 0.9253(2) 0.79069(13) 0.83670(15) 0.0300(5) Uani 1.000000 .
C17 C 0.2935(3) 0.89253(13) 0.28102(15) 0.0315(5) Uani 1.000000 .
C22 C 0.3870(3) 0.59034(13) 0.25880(15) 0.0311(5) Uani 1.000000 .
C15 C 1.0634(3) 0.73232(15) 0.98436(15) 0.0349(5) Uani 1.000000 .
H15a H 1.1603(11) 0.7648(8) 0.9734(3) 0.0523(8) Uiso 1.000000 GR
H15b H 0.9963(7) 0.7589(9) 1.0333(4) 0.0523(8) Uiso 1.000000 GR
H15c H 1.0979(17) 0.68015(16) 1.0110(6) 0.0523(8) Uiso 1.000000 GR
C24 C 0.2958(3) 0.52284(14) 0.10281(16) 0.0359(5) Uani 1.000000 .
H24a H 0.3016(3) 0.53315(14) 0.02916(16) 0.0430(6) Uiso 1.000000 R
H24b H 0.3809(3) 0.48322(14) 0.12348(16) 0.0430(6) Uiso 1.000000 R
C20 C 0.2315(3) 0.97144(15) 0.03073(18) 0.0437(6) Uani 1.000000 .
H20a H 0.196(2) 0.9256(6) -0.0110(4) 0.0656(9) Uiso 1.000000 GR
H20b H 0.1848(18) 1.0202(6) 0.0003(6) 0.0656(9) Uiso 1.000000 GR
H20c H 0.3512(3) 0.9749(11) 0.0342(2) 0.0656(9) Uiso 1.000000 GR
C25 C 0.1266(3) 0.49011(15) 0.12370(19) 0.0435(6) Uani 1.000000 .
H25a H 0.1085(10) 0.4398(6) 0.0872(11) 0.0653(9) Uiso 1.000000 GR
H25b H 0.1205(8) 0.4811(10) 0.1968(2) 0.0653(9) Uiso 1.000000 GR
H25c H 0.0423(3) 0.5285(5) 0.1004(13) 0.0653(9) Uiso 1.000000 GR
C19 C 0.1746(5) 0.9618(2) 0.1342(2) 0.0743(11) Uani 1.000000 .
H19a H 0.0536(5) 0.9578(2) 0.1310(2) 0.0891(13) Uiso 1.000000 R
H19b H 0.2073(5) 1.0087(2) 0.1761(2) 0.0891(13) 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
O23 C22 1.336(2) . ?
O23 C24 1.458(3) . ?
O14 C13 1.338(3) . ?
O14 C15 1.444(2) . ?
O21 C17 1.201(3) . ?
O26 C22 1.204(3) . ?
O18 C17 1.319(3) . ?
O18 C19 1.462(3) . ?
N6 C1 1.350(3) . ?
N6 C5 1.346(2) . ?
O16 C13 1.199(3) . ?
C1 C7 1.489(3) . ?
C1 C2 1.389(3) . ?
C7 C8 1.395(3) . ?
C7 C12 1.397(3) . ?
C3 C2 1.381(3) . ?
C3 C4 1.386(3) . ?
C3 C22 1.497(3) . ?
C2 H2 0.9300 . ?
C5 C4 1.387(3) . ?
C5 C17 1.503(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.386(3) . ?
C11 C12 1.388(3) . ?
C10 C9 1.393(3) . ?
C10 C13 1.489(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(3) . ?
C12 H12 0.9300 . ?
C9 H9 0.9300 . ?
C4 H4 0.9300 . ?
C15 H15a 0.9600 . ?
C15 H15b 0.9600 . ?
C15 H15c 0.9600 . ?
C24 H24a 0.9700 . ?
C24 H24b 0.9700 . ?
C24 C25 1.499(3) . ?
C20 H20a 0.9600 . ?
C20 H20b 0.9600 . ?
C20 H20c 0.9600 . ?
C20 C19 1.446(4) . ?
C25 H25a 0.9600 . ?
C25 H25b 0.9600 . ?
C25 H25c 0.9600 . ?
C19 H19a 0.9700 . ?
C19 H19b 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
C24 O23 C22 116.54(16) . . ?
C15 O14 C13 115.40(16) . . ?
C19 O18 C17 116.3(2) . . ?
C5 N6 C1 118.20(17) . . ?
C7 C1 N6 116.67(17) . . ?
C2 C1 N6 121.78(17) . . ?
C2 C1 C7 121.56(17) . . ?
C8 C7 C1 119.66(17) . . ?
C12 C7 C1 121.98(17) . . ?
C12 C7 C8 118.36(17) . . ?
C4 C3 C2 119.58(19) . . ?
C22 C3 C2 118.32(18) . . ?
C22 C3 C4 122.10(17) . . ?
C3 C2 C1 119.28(18) . . ?
H2 C2 C1 120.36(11) . . ?
H2 C2 C3 120.36(12) . . ?
C4 C5 N6 123.24(18) . . ?
C17 C5 N6 115.19(18) . . ?
C17 C5 C4 121.55(17) . . ?
C10 C11 H11 119.78(11) . . ?
C12 C11 H11 119.78(12) . . ?
C12 C11 C10 120.44(19) . . ?
C9 C10 C11 119.29(18) . . ?
C13 C10 C11 123.04(18) . . ?
C13 C10 C9 117.66(18) . . ?
H8 C8 C7 119.48(11) . . ?
C9 C8 C7 121.03(18) . . ?
C9 C8 H8 119.48(12) . . ?
C11 C12 C7 120.62(18) . . ?
H12 C12 C7 119.69(11) . . ?
H12 C12 C11 119.69(12) . . ?
C8 C9 C10 120.25(19) . . ?
H9 C9 C10 119.87(11) . . ?
H9 C9 C8 119.87(12) . . ?
C5 C4 C3 117.89(17) . . ?
H4 C4 C3 121.06(11) . . ?
H4 C4 C5 121.06(11) . . ?
O16 C13 O14 122.64(18) . . ?
C10 C13 O14 113.08(18) . . ?
C10 C13 O16 124.28(19) . . ?
O18 C17 O21 124.6(2) . . ?
C5 C17 O21 124.07(18) . . ?
C5 C17 O18 111.32(18) . . ?
O26 C22 O23 124.89(19) . . ?
C3 C22 O23 111.21(17) . . ?
C3 C22 O26 123.89(18) . . ?
H15a C15 O14 109.5 . . ?
H15b C15 O14 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 O14 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?
H24a C24 O23 109.72(10) . . ?
H24b C24 O23 109.72(11) . . ?
H24b C24 H24a 108.2 . . ?
C25 C24 O23 109.72(17) . . ?
C25 C24 H24a 109.72(12) . . ?
C25 C24 H24b 109.72(13) . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
C19 C20 H20a 109.5 . . ?
C19 C20 H20b 109.5 . . ?
C19 C20 H20c 109.5 . . ?
H25a C25 C24 109.5 . . ?
H25b C25 C24 109.5 . . ?
H25b C25 H25a 109.5 . . ?
H25c C25 C24 109.5 . . ?
H25c C25 H25a 109.5 . . ?
H25c C25 H25b 109.5 . . ?
C20 C19 O18 109.4(2) . . ?
H19a C19 O18 109.79(19) . . ?
H19a C19 C20 109.79(18) . . ?
H19b C19 O18 109.79(17) . . ?
H19b C19 C20 109.79(19) . . ?
H19b C19 H19a 108.2 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.451
_oxdiff_exptl_absorpt_empirical_full_min 0.780
####################################################################### 
# 
# 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_202000702xyf-1
_database_code_depnum_ccdc_archive 'CCDC 2013546'
loop_
_audit_author_name
_audit_author_address
'Xie Yufang'
;Shandong University
China
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2020-07-07 downloaded from the CCDC.
;
_audit_creation_date             2020-07-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H30 Fe N3, F6 P'
_chemical_formula_sum            'C31 H30 F6 Fe N3 P'
_chemical_formula_weight         645.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         FeCNPF
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   15.8364(5)
_cell_length_b                   10.9603(3)
_cell_length_c                   18.9161(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.912(3)
_cell_angle_gamma                90
_cell_volume                     3106.06(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6182
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.2050
_cell_measurement_theta_min      4.6990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.919
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18035
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.175
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  35.00   1.00    2.00    --   48.32 -30.00 -22.00   60
  2  ω    -26.00  26.00   1.00    2.00    --   48.32 -19.00-150.00   52
  3  ω     96.00 176.00   1.00   15.00    --  106.49  19.00-120.00   80
  4  ω     94.00 169.00   1.00   15.00    --  106.49  57.00-180.00   75
  5  ω     42.00 105.00   1.00   15.00    --  106.49 -99.00-120.00   63
  6  ω     34.00  66.00   1.00   15.00    --  106.49 -57.00-120.00   32
  7  ω     34.00  66.00   1.00   15.00    --  106.49 -57.00  60.00   32
  8  ω     34.00 105.00   1.00   15.00    --  106.49 -77.00 150.00   71
  9  ω     60.00 123.00   1.00    2.00    --   48.32  30.00 137.00   63
 10  ω     95.00 175.00   1.00   15.00    --  106.49  30.00 137.00   80
 11  ω    -34.00  26.00   1.00    2.00    --  -48.32  30.00 137.00   60
 12  ω    -65.00 -14.00   1.00   15.00    --  -86.25  57.00  90.00   51
 13  ω    -66.00 -14.00   1.00   15.00    --  -86.25  57.00 -60.00   52
 14  ω   -121.00 -39.00   1.00    2.00    --  -48.32 -30.00 -22.00   82
 15  ω   -117.00 -82.00   1.00   15.00    --  -86.25 -30.00 -22.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1004016000
_diffrn_orient_matrix_UB_12      0.0297060000
_diffrn_orient_matrix_UB_13      0.0308863000
_diffrn_orient_matrix_UB_21      -0.0116656000
_diffrn_orient_matrix_UB_22      0.0460558000
_diffrn_orient_matrix_UB_23      0.0733175000
_diffrn_orient_matrix_UB_31      0.0187697000
_diffrn_orient_matrix_UB_32      -0.1293399000
_diffrn_orient_matrix_UB_33      0.0330480000
_diffrn_oxdiff_digest_frames     
;
0189f5c4fc8fd7f0ae2e989e5ebd71530f00888ef34
;
_diffrn_oxdiff_digest_hkl        
;
01ca7969203586dedda35c490a626c55c9c960
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4226
_reflns_number_total             5473
_reflns_odcompleteness_completeness 98.76
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_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    ?
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         5473
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0493
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0803P)²+0.8685P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1312
_refine_ls_wR_factor_ref         0.1420
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C10(H10), C21(H21), C13(H13), C22(H22), C11(H11),
 C19(H19), C20(H20), C30(H30), C12(H12), C26(H26), C29(H29), C28(H28), C27(H27)
2.b Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C39(H39A,H39B,
 H39C), C38(H38A,H38B,H38C)
;
_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
Fe1 Fe 0.34370(3) 0.41886(4) 0.69100(2) 0.03385(16) Uani 1 1 d . . . . .
P2 P 0.24194(6) 0.89066(10) 0.44232(5) 0.0584(3) Uani 1 1 d . . . . .
N1 N 0.40757(17) 0.5704(2) 0.69656(14) 0.0387(6) Uani 1 1 d . . . . .
N3 N 0.23047(16) 0.5013(2) 0.65568(13) 0.0365(6) Uani 1 1 d . . . . .
F6 F 0.26987(17) 0.7928(3) 0.50826(13) 0.0863(8) Uani 1 1 d . . . . .
F4 F 0.2142(2) 0.9876(3) 0.37637(13) 0.0884(8) Uani 1 1 d . . . . .
N2 N 0.34007(18) 0.4061(2) 0.58913(15) 0.0428(6) Uani 1 1 d . . . . .
F3 F 0.14409(19) 0.8407(3) 0.41653(18) 0.1094(11) Uani 1 1 d . . . . .
C37 C 0.3189(2) 0.3438(3) 0.78426(16) 0.0361(6) Uani 1 1 d . . . . .
C31 C 0.3343(2) 0.4004(3) 0.52710(18) 0.0437(7) Uani 1 1 d . . . . .
C9 C 0.49326(19) 0.7684(3) 0.69240(17) 0.0384(7) Uani 1 1 d . . . . .
C23 C 0.1617(2) 0.5457(3) 0.62849(16) 0.0366(6) Uani 1 1 d . . . . .
C15 C 0.4456(2) 0.6581(3) 0.69573(17) 0.0400(7) Uani 1 1 d . . . . .
C36 C 0.29678(19) 0.2595(3) 0.72265(16) 0.0354(6) Uani 1 1 d . . . . .
C35 C 0.3760(2) 0.2342(3) 0.70571(17) 0.0408(7) Uani 1 1 d . . . . .
C17 C 0.0762(2) 0.5972(3) 0.59104(16) 0.0381(7) Uani 1 1 d . . . . .
C40 C 0.2066(2) 0.2047(3) 0.68697(17) 0.0420(7) Uani 1 1 d . . . . .
H40A H 0.1617 0.2661 0.6818 0.063 Uiso 1 1 calc GR . . . .
H40B H 0.1976 0.1395 0.7176 0.063 Uiso 1 1 calc GR . . . .
H40C H 0.2025 0.1735 0.6386 0.063 Uiso 1 1 calc GR . . . .
C33 C 0.4109(2) 0.3737(3) 0.80274(17) 0.0422(7) Uani 1 1 d . . . . .
C34 C 0.4460(2) 0.3076(3) 0.75295(19) 0.0452(8) Uani 1 1 d . . . . .
C14 C 0.4826(2) 0.8232(3) 0.62373(19) 0.0460(8) Uani 1 1 d . . . . .
H14 H 0.4426 0.7908 0.5803 0.055 Uiso 1 1 calc R . . . .
C18 C 0.0663(2) 0.6774(3) 0.53189(18) 0.0473(8) Uani 1 1 d . . . . .
H18 H 0.1152 0.6992 0.5176 0.057 Uiso 1 1 calc R . . . .
F8 F 0.3368(2) 0.9475(4) 0.4700(2) 0.159(2) Uani 1 1 d . . . . .
C41 C 0.2550(2) 0.3845(3) 0.82297(18) 0.0477(8) Uani 1 1 d . . . . .
H41A H 0.2842 0.4417 0.8616 0.072 Uiso 1 1 calc GR . . . .
H41B H 0.2356 0.3152 0.8446 0.072 Uiso 1 1 calc GR . . . .
H41C H 0.2043 0.4228 0.7875 0.072 Uiso 1 1 calc GR . . . .
C25 C 0.3246(2) 0.3938(3) 0.44946(18) 0.0473(8) Uani 1 1 d . . . . .
F5 F 0.2684(3) 0.8013(4) 0.38949(19) 0.1437(17) Uani 1 1 d . . . . .
C10 C 0.5517(2) 0.8177(3) 0.75745(18) 0.0467(8) Uani 1 1 d . . . . .
H10 H 0.5585 0.7814 0.8034 0.056 Uiso 1 1 calc R . . . .
C42 C 0.3841(3) 0.1476(3) 0.6467(2) 0.0568(9) Uani 1 1 d . . . . .
H42A H 0.3280 0.1426 0.6072 0.085 Uiso 1 1 calc GR . . . .
H42B H 0.4004 0.0682 0.6683 0.085 Uiso 1 1 calc GR . . . .
H42C H 0.4292 0.1765 0.6270 0.085 Uiso 1 1 calc GR . . . .
C21 C -0.0798(2) 0.6116(4) 0.5740(2) 0.0629(10) Uani 1 1 d . . . . .
H21 H -0.1289 0.5899 0.5880 0.075 Uiso 1 1 calc R . . . .
C13 C 0.5313(2) 0.9253(3) 0.6202(2) 0.0528(9) Uani 1 1 d . . . . .
H13 H 0.5246 0.9617 0.5743 0.063 Uiso 1 1 calc R . . . .
C22 C 0.0037(2) 0.5646(3) 0.6121(2) 0.0532(9) Uani 1 1 d . . . . .
H22 H 0.0109 0.5111 0.6518 0.064 Uiso 1 1 calc R . . . .
C11 C 0.5996(2) 0.9211(3) 0.7533(2) 0.0549(9) Uani 1 1 d . . . . .
H11 H 0.6383 0.9553 0.7968 0.066 Uiso 1 1 calc R . . . .
C19 C -0.0177(3) 0.7242(3) 0.4947(2) 0.0580(10) Uani 1 1 d . . . . .
H19 H -0.0253 0.7788 0.4555 0.070 Uiso 1 1 calc R . . . .
C20 C -0.0896(2) 0.6907(4) 0.5154(2) 0.0604(10) Uani 1 1 d . . . . .
H20 H -0.1458 0.7218 0.4895 0.072 Uiso 1 1 calc R . . . .
C30 C 0.2993(3) 0.2835(4) 0.4119(2) 0.0626(10) Uani 1 1 d . . . . .
H30 H 0.2908 0.2144 0.4374 0.075 Uiso 1 1 calc R . . . .
C12 C 0.5902(2) 0.9741(3) 0.6847(2) 0.0560(9) Uani 1 1 d . . . . .
H12 H 0.6236 1.0426 0.6821 0.067 Uiso 1 1 calc R . . . .
F7 F 0.2127(3) 0.9835(4) 0.49397(19) 0.1403(15) Uani 1 1 d . . . . .
C39 C 0.5418(2) 0.3088(4) 0.7546(3) 0.0686(11) Uani 1 1 d . . . . .
H39A H 0.5441 0.2920 0.7055 0.103 Uiso 1 1 calc GR . . . .
H39B H 0.5748 0.2475 0.7887 0.103 Uiso 1 1 calc GR . . . .
H39C H 0.5674 0.3875 0.7707 0.103 Uiso 1 1 calc GR . . . .
C38 C 0.4628(3) 0.4584(4) 0.8633(2) 0.0605(10) Uani 1 1 d . . . . .
H38A H 0.4867 0.5237 0.8419 0.091 Uiso 1 1 calc GR . . . .
H38B H 0.5107 0.4145 0.8984 0.091 Uiso 1 1 calc GR . . . .
H38C H 0.4241 0.4913 0.8886 0.091 Uiso 1 1 calc GR . . . .
C26 C 0.3379(3) 0.4973(5) 0.4127(2) 0.0752(12) Uani 1 1 d . . . . .
H26 H 0.3545 0.5711 0.4376 0.090 Uiso 1 1 calc R . . . .
C29 C 0.2871(3) 0.2784(6) 0.3365(3) 0.0916(19) Uani 1 1 d . . . . .
H29 H 0.2691 0.2057 0.3107 0.110 Uiso 1 1 calc R . . . .
C28 C 0.3012(3) 0.3784(9) 0.2994(3) 0.114(3) Uani 1 1 d . . . . .
H28 H 0.2943 0.3733 0.2488 0.137 Uiso 1 1 calc R . . . .
C27 C 0.3254(3) 0.4861(8) 0.3361(3) 0.106(2) Uani 1 1 d . . . . .
H27 H 0.3338 0.5541 0.3097 0.127 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
Fe1 N1 1.930(3) . ?
Fe1 N3 1.924(3) . ?
Fe1 N2 1.914(3) . ?
Fe1 C37 2.096(3) . ?
Fe1 C36 2.062(3) . ?
Fe1 C35 2.084(3) . ?
Fe1 C33 2.094(3) . ?
Fe1 C34 2.062(3) . ?
P2 F6 1.595(3) . ?
P2 F4 1.588(3) . ?
P2 F3 1.565(3) . ?
P2 F8 1.552(3) . ?
P2 F5 1.550(3) . ?
P2 F7 1.580(4) . ?
N1 C15 1.137(4) . ?
N3 C23 1.150(4) . ?
N2 C31 1.149(4) . ?
C37 C36 1.439(4) . ?
C37 C33 1.422(4) . ?
C37 C41 1.496(5) . ?
C31 C25 1.428(5) . ?
C9 C15 1.438(4) . ?
C9 C14 1.391(5) . ?
C9 C10 1.387(4) . ?
C23 C17 1.426(4) . ?
C36 C35 1.419(4) . ?
C36 C40 1.494(4) . ?
C35 C34 1.426(5) . ?
C35 C42 1.502(5) . ?
C17 C18 1.391(4) . ?
C17 C22 1.379(5) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C33 C34 1.435(5) . ?
C33 C38 1.496(5) . ?
C34 C39 1.507(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.373(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(5) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C25 C30 1.393(5) . ?
C25 C26 1.383(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(5) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C22 1.384(5) . ?
C21 C20 1.376(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.380(5) . ?
C22 H22 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.386(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.368(6) . ?
C20 H20 0.9300 . ?
C30 H30 0.9300 . ?
C30 C29 1.378(6) . ?
C12 H12 0.9300 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C26 H26 0.9300 . ?
C26 C27 1.403(8) . ?
C29 H29 0.9300 . ?
C29 C28 1.358(10) . ?
C28 H28 0.9300 . ?
C28 C27 1.360(10) . ?
C27 H27 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
N1 Fe1 C37 122.01(11) . . ?
N1 Fe1 C36 160.97(11) . . ?
N1 Fe1 C35 136.64(12) . . ?
N1 Fe1 C33 93.58(11) . . ?
N1 Fe1 C34 100.18(12) . . ?
N3 Fe1 N1 91.58(10) . . ?
N3 Fe1 C37 93.96(11) . . ?
N3 Fe1 C36 96.66(11) . . ?
N3 Fe1 C35 131.56(12) . . ?
N3 Fe1 C33 124.96(12) . . ?
N3 Fe1 C34 161.26(12) . . ?
N2 Fe1 N1 87.81(11) . . ?
N2 Fe1 N3 87.94(11) . . ?
N2 Fe1 C37 149.99(12) . . ?
N2 Fe1 C36 109.54(11) . . ?
N2 Fe1 C35 89.40(12) . . ?
N2 Fe1 C33 146.96(13) . . ?
N2 Fe1 C34 106.90(13) . . ?
C36 Fe1 C37 40.48(12) . . ?
C36 Fe1 C35 40.03(12) . . ?
C36 Fe1 C33 67.66(12) . . ?
C36 Fe1 C34 67.95(12) . . ?
C35 Fe1 C37 67.11(12) . . ?
C35 Fe1 C33 67.26(13) . . ?
C33 Fe1 C37 39.68(12) . . ?
C34 Fe1 C37 67.44(13) . . ?
C34 Fe1 C35 40.22(13) . . ?
C34 Fe1 C33 40.39(14) . . ?
F4 P2 F6 179.70(18) . . ?
F3 P2 F6 90.21(15) . . ?
F3 P2 F4 89.74(16) . . ?
F3 P2 F7 87.7(2) . . ?
F8 P2 F6 90.78(16) . . ?
F8 P2 F4 89.29(17) . . ?
F8 P2 F3 176.3(3) . . ?
F8 P2 F7 88.8(3) . . ?
F5 P2 F6 90.86(17) . . ?
F5 P2 F4 88.84(17) . . ?
F5 P2 F3 91.4(3) . . ?
F5 P2 F8 92.1(3) . . ?
F5 P2 F7 178.2(2) . . ?
F7 P2 F6 90.70(19) . . ?
F7 P2 F4 89.59(19) . . ?
C15 N1 Fe1 175.9(3) . . ?
C23 N3 Fe1 173.9(2) . . ?
C31 N2 Fe1 177.1(3) . . ?
C36 C37 Fe1 68.49(16) . . ?
C36 C37 C41 124.2(3) . . ?
C33 C37 Fe1 70.11(17) . . ?
C33 C37 C36 108.0(3) . . ?
C33 C37 C41 127.7(3) . . ?
C41 C37 Fe1 129.5(2) . . ?
N2 C31 C25 178.5(4) . . ?
C14 C9 C15 119.9(3) . . ?
C10 C9 C15 119.8(3) . . ?
C10 C9 C14 120.3(3) . . ?
N3 C23 C17 176.8(3) . . ?
N1 C15 C9 178.3(3) . . ?
C37 C36 Fe1 71.03(16) . . ?
C37 C36 C40 124.7(3) . . ?
C35 C36 Fe1 70.82(17) . . ?
C35 C36 C37 107.9(3) . . ?
C35 C36 C40 127.3(3) . . ?
C40 C36 Fe1 126.2(2) . . ?
C36 C35 Fe1 69.16(16) . . ?
C36 C35 C34 108.2(3) . . ?
C36 C35 C42 125.9(3) . . ?
C34 C35 Fe1 69.07(17) . . ?
C34 C35 C42 125.9(3) . . ?
C42 C35 Fe1 126.3(2) . . ?
C18 C17 C23 119.4(3) . . ?
C22 C17 C23 119.9(3) . . ?
C22 C17 C18 120.6(3) . . ?
C36 C40 H40A 109.5 . . ?
C36 C40 H40B 109.5 . . ?
C36 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C37 C33 Fe1 70.22(16) . . ?
C37 C33 C34 107.8(3) . . ?
C37 C33 C38 126.6(3) . . ?
C34 C33 Fe1 68.59(17) . . ?
C34 C33 C38 125.6(3) . . ?
C38 C33 Fe1 126.8(2) . . ?
C35 C34 Fe1 70.71(17) . . ?
C35 C34 C33 108.0(3) . . ?
C35 C34 C39 126.2(3) . . ?
C33 C34 Fe1 71.02(17) . . ?
C33 C34 C39 125.7(3) . . ?
C39 C34 Fe1 127.4(3) . . ?
C9 C14 H14 120.1 . . ?
C13 C14 C9 119.9(3) . . ?
C13 C14 H14 120.1 . . ?
C17 C18 H18 120.6 . . ?
C19 C18 C17 118.7(3) . . ?
C19 C18 H18 120.6 . . ?
C37 C41 H41A 109.5 . . ?
C37 C41 H41B 109.5 . . ?
C37 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C30 C25 C31 119.1(3) . . ?
C26 C25 C31 119.5(4) . . ?
C26 C25 C30 121.4(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
C35 C42 H42A 109.5 . . ?
C35 C42 H42B 109.5 . . ?
C35 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.6(4) . . ?
C14 C13 H13 120.0 . . ?
C14 C13 C12 120.1(3) . . ?
C12 C13 H13 120.0 . . ?
C17 C22 C21 119.8(3) . . ?
C17 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 H20 119.6 . . ?
C19 C20 C21 120.8(3) . . ?
C19 C20 H20 119.6 . . ?
C25 C30 H30 120.5 . . ?
C29 C30 C25 118.9(5) . . ?
C29 C30 H30 120.5 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C34 C39 H39A 109.5 . . ?
C34 C39 H39B 109.5 . . ?
C34 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C33 C38 H38A 109.5 . . ?
C33 C38 H38B 109.5 . . ?
C33 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C25 C26 H26 121.5 . . ?
C25 C26 C27 117.0(5) . . ?
C27 C26 H26 121.5 . . ?
C30 C29 H29 119.6 . . ?
C28 C29 C30 120.7(6) . . ?
C28 C29 H29 119.6 . . ?
C29 C28 H28 119.9 . . ?
C29 C28 C27 120.2(4) . . ?
C27 C28 H28 119.9 . . ?
C26 C27 H27 119.2 . . ?
C28 C27 C26 121.7(6) . . ?
C28 C27 H27 119.2 . . ?

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
Fe1 C37 C36 C35 61.6(2) . . . . ?
Fe1 C37 C36 C40 -121.5(3) . . . . ?
Fe1 C37 C33 C34 -58.5(2) . . . . ?
Fe1 C37 C33 C38 121.8(3) . . . . ?
Fe1 C36 C35 C34 58.1(2) . . . . ?
Fe1 C36 C35 C42 -120.4(3) . . . . ?
Fe1 C35 C34 C33 61.6(2) . . . . ?
Fe1 C35 C34 C39 -122.7(4) . . . . ?
Fe1 C33 C34 C35 -61.4(2) . . . . ?
Fe1 C33 C34 C39 122.9(3) . . . . ?
C37 C36 C35 Fe1 -61.71(19) . . . . ?
C37 C36 C35 C34 -3.6(3) . . . . ?
C37 C36 C35 C42 177.9(3) . . . . ?
C37 C33 C34 Fe1 59.5(2) . . . . ?
C37 C33 C34 C35 -1.9(3) . . . . ?
C37 C33 C34 C39 -177.6(3) . . . . ?
C31 C25 C30 C29 177.9(3) . . . . ?
C31 C25 C26 C27 -178.5(4) . . . . ?
C9 C14 C13 C12 -0.6(5) . . . . ?
C9 C10 C11 C12 -0.9(5) . . . . ?
C23 C17 C18 C19 178.3(3) . . . . ?
C23 C17 C22 C21 -177.8(3) . . . . ?
C15 C9 C14 C13 -176.9(3) . . . . ?
C15 C9 C10 C11 177.6(3) . . . . ?
C36 C37 C33 Fe1 58.17(19) . . . . ?
C36 C37 C33 C34 -0.3(3) . . . . ?
C36 C37 C33 C38 180.0(3) . . . . ?
C36 C35 C34 Fe1 -58.2(2) . . . . ?
C36 C35 C34 C33 3.4(3) . . . . ?
C36 C35 C34 C39 179.1(3) . . . . ?
C17 C18 C19 C20 -0.8(6) . . . . ?
C40 C36 C35 Fe1 121.4(3) . . . . ?
C40 C36 C35 C34 179.6(3) . . . . ?
C40 C36 C35 C42 1.1(5) . . . . ?
C33 C37 C36 Fe1 -59.2(2) . . . . ?
C33 C37 C36 C35 2.4(3) . . . . ?
C33 C37 C36 C40 179.4(3) . . . . ?
C14 C9 C10 C11 -0.5(5) . . . . ?
C14 C13 C12 C11 -0.8(5) . . . . ?
C18 C17 C22 C21 0.2(5) . . . . ?
C18 C19 C20 C21 1.0(6) . . . . ?
C41 C37 C36 Fe1 123.9(3) . . . . ?
C41 C37 C36 C35 -174.5(3) . . . . ?
C41 C37 C36 C40 2.4(4) . . . . ?
C41 C37 C33 Fe1 -125.1(3) . . . . ?
C41 C37 C33 C34 176.5(3) . . . . ?
C41 C37 C33 C38 -3.3(5) . . . . ?
C25 C30 C29 C28 1.3(6) . . . . ?
C25 C26 C27 C28 0.0(7) . . . . ?
C10 C9 C14 C13 1.2(5) . . . . ?
C10 C11 C12 C13 1.5(5) . . . . ?
C42 C35 C34 Fe1 120.3(3) . . . . ?
C42 C35 C34 C33 -178.1(3) . . . . ?
C42 C35 C34 C39 -2.4(5) . . . . ?
C22 C17 C18 C19 0.3(5) . . . . ?
C22 C21 C20 C19 -0.6(6) . . . . ?
C20 C21 C22 C17 0.0(6) . . . . ?
C30 C25 C26 C27 -0.4(6) . . . . ?
C30 C29 C28 C27 -1.7(7) . . . . ?
C38 C33 C34 Fe1 -120.8(3) . . . . ?
C38 C33 C34 C35 177.9(3) . . . . ?
C38 C33 C34 C39 2.1(5) . . . . ?
C26 C25 C30 C29 -0.3(6) . . . . ?
C29 C28 C27 C26 1.1(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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.984
_oxdiff_exptl_absorpt_empirical_full_min 0.396
