# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_lj-6a
_database_code_depnum_ccdc_archive 'CCDC 1899572'
loop_
_audit_author_name
_audit_author_address
'Jiao Liu'
;Sichuan university
China
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2018-03-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H21 F N2'
_chemical_formula_sum            'C29 H21 F N2'
_chemical_formula_weight         416.48
_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'
F F 0.0727 0.0534 '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                   7.0309(5)
_cell_length_b                   11.6771(7)
_cell_length_c                   13.3907(7)
_cell_angle_alpha                80.602(5)
_cell_angle_beta                 83.475(5)
_cell_angle_gamma                88.358(5)
_cell_volume                     1077.54(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3306
_cell_measurement_temperature    294.1(6)
_cell_measurement_theta_max      72.3900
_cell_measurement_theta_min      5.4840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10775
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.602
_diffrn_reflns_theta_min         3.837
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.1(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00  -9.00   1.00    1.75    --  -36.04 -77.00 120.00   95
  2  ω    -63.00  32.00   1.00    1.75    --  -36.04  77.00-120.00   95
  3  ω     23.00  89.00   1.00    1.75    --   36.04-125.00  30.00   66
  4  ω     23.00  89.00   1.00    1.75    --   36.04-125.00  90.00   66
  5  ω    -33.00 105.00   1.00    1.75    --   36.04   0.00 -90.00  138
  6  ω     23.00  89.00   1.00    1.75    --   36.04-125.00   0.00   66
  7  ω     39.00 130.00   1.00    7.02    --  108.71 -30.00 -90.00   91
  8  ω     57.00 151.00   1.00    7.02    --  108.71 178.00 -90.00   94
  9  ω     41.00 135.00   1.00    7.02    --  108.71 -77.00 -30.00   94
 10  ω     39.00 109.00   1.00    7.02    --  108.71 -94.00-120.00   70
 11  ω     82.00 176.00   1.00    7.02    --  108.71  77.00  60.00   94
 12  ω     40.00 126.00   1.00    7.02    --  108.71 -45.00  60.00   86
 13  ω     39.00 115.00   1.00    7.02    --  108.71-111.00   0.00   76
 14  ω     91.00 176.00   1.00    7.02    --  108.71  61.00  90.00   85
 15  ω     39.00 109.00   1.00    7.02    --  108.71 -94.00  60.00   70
 16  ω    100.00 178.00   1.00    7.02    --  108.71 111.00 -30.00   78
 17  ω    100.00 178.00   1.00    7.02    --  108.71 111.00  30.00   78
 18  ω     39.00 115.00   1.00    7.02    --  108.71-111.00 150.00   76
 19  ω    100.00 178.00   1.00    7.02    --  108.71 111.00   0.00   78
 20  ω     87.00 178.00   1.00    7.02    --  108.71  30.00 -60.00   91
 21  ω   -104.00  -9.00   1.00    1.75    --  -36.04 -77.00 -90.00   95
 22  ω      9.00 104.00   1.00    1.75    --   36.04  77.00-150.00   95
 23  ω     19.00 103.00   1.00    1.75    --   36.04  57.00  30.00   84
 24  ω      9.00 104.00   1.00    1.75    --   36.04  77.00  60.00   95
 25  ω     17.00 105.00   1.00    1.75    --   36.04  38.00 -30.00   88
 26  ω    -31.00  53.00   1.00    1.75    --   36.04 -57.00 120.00   84
 27  ω     70.00 145.00   1.00    7.02    --  108.71  15.00-150.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0416451000
_diffrn_orient_matrix_UB_12      -0.1263885000
_diffrn_orient_matrix_UB_13      0.0469621000
_diffrn_orient_matrix_UB_21      0.0872480000
_diffrn_orient_matrix_UB_22      -0.0248477000
_diffrn_orient_matrix_UB_23      -0.1052414000
_diffrn_orient_matrix_UB_31      0.1982372000
_diffrn_orient_matrix_UB_32      0.0359536000
_diffrn_orient_matrix_UB_33      0.0220293000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2808
_reflns_number_total             4187
_reflns_odcompleteness_completeness 99.56
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.193
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0765
_refine_ls_restrained_S_all      1.024
_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)+(0.1616P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2139
_refine_ls_wR_factor_ref         0.2441
_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. Others
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=1-FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=FVAR(1)
 Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=1-FVAR(2)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=FVAR(2)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C1A(H1AA,H1AB)
3.b Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T), C00V(H00V)
3.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C2A(H2AA,H2AB,H2AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F001 F 0.2521(2) 0.60120(12) 0.67541(10) 0.0849(4) Uani 1 1 d . . . . .
N002 N 0.2731(2) 0.37647(15) 0.67211(12) 0.0629(4) Uani 1 1 d . . . . .
N003 N 0.2581(3) 0.45500(18) 0.36072(14) 0.0824(6) Uani 1 1 d . . . . .
C004 C 0.2549(2) 0.52154(17) 0.52290(15) 0.0586(5) Uani 1 1 d . . . . .
C005 C 0.2352(2) 0.31297(18) 0.51371(15) 0.0595(5) Uani 1 1 d . . . . .
C006 C 0.2539(2) 0.40123(18) 0.57348(14) 0.0577(5) Uani 1 1 d . . . . .
C007 C 0.2576(3) 0.54603(19) 0.41579(16) 0.0644(5) Uani 1 1 d . . . . .
C008 C 0.2173(2) 0.19612(18) 0.56283(16) 0.0624(5) Uani 1 1 d . . . . .
C009 C 0.3201(3) 0.2496(2) 0.82533(16) 0.0725(6) Uani 1 1 d . . . . .
C00A C 0.2293(3) 0.17245(18) 0.67047(16) 0.0640(5) Uani 1 1 d . . . . .
C00B C 0.2684(3) 0.26414(19) 0.71849(15) 0.0639(5) Uani 1 1 d . . . . .
C00C C 0.2582(3) 0.61788(19) 0.57274(16) 0.0652(5) Uani 1 1 d . . . . .
C00D C 0.2342(3) 0.3409(2) 0.40629(16) 0.0669(5) Uani 1 1 d . . . . .
C00E C 0.1919(3) 0.0544(2) 0.72939(17) 0.0719(6) Uani 1 1 d . . . . .
C00F C 0.2636(3) 0.7302(2) 0.52513(19) 0.0727(6) Uani 1 1 d . . . . .
H00F H 0.2655 0.7910 0.5620 0.087 Uiso 1 1 calc R . . . .
C00G C 0.2627(3) 0.6610(2) 0.36662(17) 0.0712(6) Uani 1 1 d . . . . .
H00G H 0.2636 0.6767 0.2962 0.085 Uiso 1 1 calc R . . . .
C00H C 0.2663(3) 0.7511(2) 0.42046(19) 0.0758(6) Uani 1 1 d . . . . .
H00H H 0.2706 0.8271 0.3861 0.091 Uiso 1 1 calc R . . . .
C00I C 0.1888(3) 0.1091(2) 0.50434(18) 0.0716(5) Uani 1 1 d . . . . .
H00I H 0.1705 0.0325 0.5356 0.086 Uiso 1 1 calc R . . . .
C00J C 0.1885(3) 0.1387(2) 0.40084(19) 0.0774(6) Uani 1 1 d . . . . .
H00J H 0.1719 0.0806 0.3628 0.093 Uiso 1 1 calc R . . . .
C00K C 0.3047(4) -0.0410(2) 0.7119(2) 0.0846(7) Uani 1 1 d . . . . .
H00K H 0.4073 -0.0320 0.6611 0.102 Uiso 1 1 calc R . . . .
C00L C 0.4488(4) 0.1652(2) 0.8615(2) 0.0859(7) Uani 1 1 d . . . . .
H00L H 0.4959 0.1106 0.8213 0.103 Uiso 1 1 calc R . . . .
C00M C 0.2119(3) 0.2515(2) 0.35116(17) 0.0756(6) Uani 1 1 d . . . . .
H00M H 0.2128 0.2679 0.2808 0.091 Uiso 1 1 calc R . . . .
C00N C 0.0398(4) 0.0382(3) 0.8054(2) 0.0916(8) Uani 1 1 d . . . . .
H00N H -0.0389 0.1009 0.8178 0.110 Uiso 1 1 calc R . . . .
C00O C 0.2673(6) -0.1489(3) 0.7686(2) 0.1045(10) Uani 1 1 d . . . . .
H00O H 0.3444 -0.2122 0.7562 0.125 Uiso 1 1 calc R . . . .
C00P C 0.5080(5) 0.1617(3) 0.9579(3) 0.1064(10) Uani 1 1 d . . . . .
H00P H 0.5960 0.1055 0.9812 0.128 Uiso 1 1 calc R . . . .
C00Q C 0.2543(5) 0.3294(3) 0.8870(2) 0.1010(9) Uani 1 1 d . . . . .
H00Q H 0.1712 0.3886 0.8636 0.121 Uiso 1 1 calc R . . . .
C00R C 0.1146(7) -0.1627(3) 0.8441(3) 0.1201(12) Uani 1 1 d . . . . .
H00R H 0.0879 -0.2357 0.8821 0.144 Uiso 1 1 calc R . . . .
C00S C 0.4381(7) 0.2399(4) 1.0179(2) 0.1217(12) Uani 1 1 d . . . . .
H00S H 0.4771 0.2371 1.0823 0.146 Uiso 1 1 calc R . . . .
C00T C 0.0033(6) -0.0696(3) 0.8630(3) 0.1162(11) Uani 1 1 d . . . . .
H00T H -0.0976 -0.0787 0.9148 0.139 Uiso 1 1 calc R . . . .
C00V C 0.3115(7) 0.3217(4) 0.9832(3) 0.1302(13) Uani 1 1 d . . . . .
H00V H 0.2616 0.3740 1.0250 0.156 Uiso 1 1 calc R . . . .
C1 C 0.3326(6) 0.4811(3) 0.2487(4) 0.0725(14) Uani 0.650(11) 1 d . . P A 1
H1A H 0.3994 0.4137 0.2276 0.087 Uiso 0.650(11) 1 calc R . P A 1
H1B H 0.4215 0.5452 0.2369 0.087 Uiso 0.650(11) 1 calc R . P A 1
C2 C 0.1625(6) 0.5127(5) 0.1878(4) 0.0932(16) Uani 0.638(10) 1 d . . P A 1
H2A H 0.2076 0.5333 0.1169 0.140 Uiso 0.638(10) 1 calc GR . P A 1
H2B H 0.0939 0.5773 0.2113 0.140 Uiso 0.638(10) 1 calc GR . P A 1
H2C H 0.0788 0.4474 0.1970 0.140 Uiso 0.638(10) 1 calc GR . P A 1
C1A C 0.1912(12) 0.4838(7) 0.2516(7) 0.077(3) Uani 0.350(11) 1 d . . P A 2
H1AA H 0.1131 0.4223 0.2377 0.092 Uiso 0.350(11) 1 calc R . P A 2
H1AB H 0.1199 0.5565 0.2430 0.092 Uiso 0.350(11) 1 calc R . P A 2
C2A C 0.3773(14) 0.4927(8) 0.1852(8) 0.098(3) Uani 0.362(10) 1 d . . P A 2
H2AA H 0.3541 0.5156 0.1154 0.147 Uiso 0.362(10) 1 calc GR . P A 2
H2AB H 0.4416 0.4186 0.1928 0.147 Uiso 0.362(10) 1 calc GR . P A 2
H2AC H 0.4559 0.5494 0.2046 0.147 Uiso 0.362(10) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 C00C 1.353(2) . ?
N002 C006 1.326(3) . ?
N002 C00B 1.356(3) . ?
N003 C007 1.389(3) . ?
N003 C00D 1.379(3) . ?
N003 C1 1.516(5) . ?
N003 C1A 1.568(9) . ?
C004 C006 1.456(3) . ?
C004 C007 1.414(3) . ?
C004 C00C 1.401(3) . ?
C005 C006 1.422(3) . ?
C005 C008 1.417(3) . ?
C005 C00D 1.423(3) . ?
C007 C00G 1.394(3) . ?
C008 C00A 1.434(3) . ?
C008 C00I 1.412(3) . ?
C009 C00B 1.498(3) . ?
C009 C00L 1.384(4) . ?
C009 C00Q 1.380(4) . ?
C00A C00B 1.385(3) . ?
C00A C00E 1.486(3) . ?
C00C C00F 1.361(3) . ?
C00D C00M 1.395(3) . ?
C00E C00K 1.385(4) . ?
C00E C00N 1.384(4) . ?
C00F H00F 0.9300 . ?
C00F C00H 1.381(3) . ?
C00G H00G 0.9300 . ?
C00G C00H 1.372(4) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00I C00J 1.373(3) . ?
C00J H00J 0.9300 . ?
C00J C00M 1.381(4) . ?
C00K H00K 0.9300 . ?
C00K C00O 1.377(4) . ?
C00L H00L 0.9300 . ?
C00L C00P 1.395(4) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00T 1.379(4) . ?
C00O H00O 0.9300 . ?
C00O C00R 1.382(5) . ?
C00P H00P 0.9300 . ?
C00P C00S 1.358(5) . ?
C00Q H00Q 0.9300 . ?
C00Q C00V 1.381(4) . ?
C00R H00R 0.9300 . ?
C00R C00T 1.362(6) . ?
C00S H00S 0.9300 . ?
C00S C00V 1.349(5) . ?
C00T H00T 0.9300 . ?
C00V H00V 0.9300 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.527(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A C2A 1.492(14) . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 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
C006 N002 C00B 119.38(18) . . ?
C007 N003 C1 116.7(2) . . ?
C007 N003 C1A 116.9(3) . . ?
C00D N003 C007 122.90(18) . . ?
C00D N003 C1 118.9(2) . . ?
C00D N003 C1A 114.6(3) . . ?
C007 C004 C006 119.40(18) . . ?
C00C C004 C006 124.56(18) . . ?
C00C C004 C007 116.03(19) . . ?
C006 C005 C00D 120.85(19) . . ?
C008 C005 C006 118.93(18) . . ?
C008 C005 C00D 120.22(19) . . ?
N002 C006 C004 120.10(18) . . ?
N002 C006 C005 121.89(19) . . ?
C005 C006 C004 118.01(17) . . ?
N003 C007 C004 119.45(19) . . ?
N003 C007 C00G 120.82(19) . . ?
C00G C007 C004 119.7(2) . . ?
C005 C008 C00A 117.78(19) . . ?
C00I C008 C005 118.99(19) . . ?
C00I C008 C00A 123.23(19) . . ?
C00L C009 C00B 122.0(2) . . ?
C00Q C009 C00B 119.6(2) . . ?
C00Q C009 C00L 118.1(2) . . ?
C008 C00A C00E 121.05(19) . . ?
C00B C00A C008 117.87(19) . . ?
C00B C00A C00E 121.02(19) . . ?
N002 C00B C009 112.67(19) . . ?
N002 C00B C00A 123.54(19) . . ?
C00A C00B C009 123.7(2) . . ?
F001 C00C C004 119.32(18) . . ?
F001 C00C C00F 116.2(2) . . ?
C00F C00C C004 124.5(2) . . ?
N003 C00D C005 118.6(2) . . ?
N003 C00D C00M 122.7(2) . . ?
C00M C00D C005 118.7(2) . . ?
C00K C00E C00A 122.5(2) . . ?
C00N C00E C00A 119.4(2) . . ?
C00N C00E C00K 118.1(2) . . ?
C00C C00F H00F 121.0 . . ?
C00C C00F C00H 118.0(2) . . ?
C00H C00F H00F 121.0 . . ?
C007 C00G H00G 119.5 . . ?
C00H C00G C007 121.1(2) . . ?
C00H C00G H00G 119.5 . . ?
C00F C00H H00H 119.7 . . ?
C00G C00H C00F 120.7(2) . . ?
C00G C00H H00H 119.7 . . ?
C008 C00I H00I 120.3 . . ?
C00J C00I C008 119.4(2) . . ?
C00J C00I H00I 120.3 . . ?
C00I C00J H00J 118.8 . . ?
C00I C00J C00M 122.4(2) . . ?
C00M C00J H00J 118.8 . . ?
C00E C00K H00K 119.5 . . ?
C00O C00K C00E 121.1(3) . . ?
C00O C00K H00K 119.5 . . ?
C009 C00L H00L 119.9 . . ?
C009 C00L C00P 120.3(3) . . ?
C00P C00L H00L 119.9 . . ?
C00D C00M H00M 119.9 . . ?
C00J C00M C00D 120.2(2) . . ?
C00J C00M H00M 119.9 . . ?
C00E C00N H00N 119.5 . . ?
C00T C00N C00E 120.9(3) . . ?
C00T C00N H00N 119.5 . . ?
C00K C00O H00O 120.2 . . ?
C00K C00O C00R 119.7(3) . . ?
C00R C00O H00O 120.2 . . ?
C00L C00P H00P 119.8 . . ?
C00S C00P C00L 120.5(3) . . ?
C00S C00P H00P 119.8 . . ?
C009 C00Q H00Q 119.9 . . ?
C009 C00Q C00V 120.2(3) . . ?
C00V C00Q H00Q 119.9 . . ?
C00O C00R H00R 120.0 . . ?
C00T C00R C00O 120.0(3) . . ?
C00T C00R H00R 120.0 . . ?
C00P C00S H00S 120.3 . . ?
C00V C00S C00P 119.4(3) . . ?
C00V C00S H00S 120.3 . . ?
C00N C00T H00T 119.9 . . ?
C00R C00T C00N 120.2(3) . . ?
C00R C00T H00T 119.9 . . ?
C00Q C00V H00V 119.3 . . ?
C00S C00V C00Q 121.5(3) . . ?
C00S C00V H00V 119.3 . . ?
N003 C1 H1A 110.0 . . ?
N003 C1 H1B 110.0 . . ?
N003 C1 C2 108.3(4) . . ?
H1A C1 H1B 108.4 . . ?
C2 C1 H1A 110.0 . . ?
C2 C1 H1B 110.0 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N003 C1A H1AA 111.4 . . ?
N003 C1A H1AB 111.4 . . ?
H1AA C1A H1AB 109.2 . . ?
C2A C1A N003 102.0(7) . . ?
C2A C1A H1AA 111.4 . . ?
C2A C1A H1AB 111.4 . . ?
C1A C2A H2AA 109.5 . . ?
C1A C2A H2AB 109.5 . . ?
C1A C2A H2AC 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.151
_oxdiff_exptl_absorpt_empirical_full_min 0.353
####################################################################### 
# 
# 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_lj-33
_database_code_depnum_ccdc_archive 'CCDC 1899579'
loop_
_audit_author_name
_audit_author_address
'Jiao Liu'
;Sichuan university
China
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2017-01-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H19 F N2'
_chemical_formula_sum            'C29 H19 F N2'
_chemical_formula_weight         414.46
_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'
F F 0.0727 0.0534 '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                   7.3391(4)
_cell_length_b                   10.1719(5)
_cell_length_c                   13.9470(11)
_cell_angle_alpha                79.927(5)
_cell_angle_beta                 88.333(6)
_cell_angle_gamma                84.415(5)
_cell_volume                     1020.18(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3417
_cell_measurement_temperature    293.52(10)
_cell_measurement_theta_max      72.0160
_cell_measurement_theta_min      4.4280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.679
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull orangish orange'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11278
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.707
_diffrn_reflns_theta_min         4.434
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.52(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   17.00  105.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   38.0000  -30.0000 88

#__ type_ start__ end____ width___ exp.time_
  2 omega  -31.00   53.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -57.0000   90.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   63.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -77.0000 -150.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega   23.00   90.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671 -125.0000  -60.0000 67

#__ type_ start__ end____ width___ exp.time_
  5 omega   17.00  105.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   38.0000   60.0000 88

#__ type_ start__ end____ width___ exp.time_
  6 omega   18.00   86.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671 -118.0000   74.0000 68

#__ type_ start__ end____ width___ exp.time_
  7 omega   19.00  103.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   57.0000 -120.0000 84

#__ type_ start__ end____ width___ exp.time_
  8 omega  -31.00   53.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -57.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  9 omega    9.00  104.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000  150.0000 95

#__ type_ start__ end____ width___ exp.time_
 10 omega   41.00  126.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  120.0000 85

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   91.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   91.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00  116.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 78

#__ type_ start__ end____ width___ exp.time_
 14 omega   87.00  178.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -150.0000 91

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   91.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

#__ type_ start__ end____ width___ exp.time_
 16 omega   38.00   91.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
 17 omega   40.00  135.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -120.0000 95

#__ type_ start__ end____ width___ exp.time_
 18 omega   39.00  109.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 70

#__ type_ start__ end____ width___ exp.time_
 19 omega   39.00  109.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   30.0000 70

#__ type_ start__ end____ width___ exp.time_
 20 omega   91.00  176.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
 21 omega  100.00  178.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 78

#__ type_ start__ end____ width___ exp.time_
 22 omega   40.00   98.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
 23 omega   40.00   98.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 58

#__ type_ start__ end____ width___ exp.time_
 24 omega   38.00  116.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  120.0000 78

#__ type_ start__ end____ width___ exp.time_
 25 omega   87.00  178.00   1.0000    5.8800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -60.0000 91

#__ type_ start__ end____ width___ exp.time_
 26 omega    9.00  104.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000  -30.0000 95

#__ type_ start__ end____ width___ exp.time_
 27 omega  -31.00   53.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
 28 omega  -33.00   55.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671  -38.0000 -150.0000 88

#__ type_ start__ end____ width___ exp.time_
 29 omega   19.00  103.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   57.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
 30 omega    9.00  104.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   77.0000 -120.0000 95

#__ type_ start__ end____ width___ exp.time_
 31 omega   19.00  103.00   1.0000    1.4700
omega____ theta____ kappa____ phi______ frames
    -       36.1671   57.0000   90.0000 84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0412960000
_diffrn_orient_matrix_UB_12      0.1412769000
_diffrn_orient_matrix_UB_13      -0.0506594000
_diffrn_orient_matrix_UB_21      0.0509940000
_diffrn_orient_matrix_UB_22      0.0334543000
_diffrn_orient_matrix_UB_23      0.0987968000
_diffrn_orient_matrix_UB_31      0.2004632000
_diffrn_orient_matrix_UB_32      -0.0528492000
_diffrn_orient_matrix_UB_33      -0.0161506000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3065
_reflns_number_total             3956
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.213
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3956
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0558
_refine_ls_restrained_S_all      1.034
_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)+(0.1030P)²+0.0960P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1599
_refine_ls_wR_factor_ref         0.1792
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00K(H00A,H00B), C00Q(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00H(H00H), C00I(H00I), C00J(H00J), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F001 F 0.88291(19) 0.71024(12) 0.66749(9) 0.0801(4) Uani 1 1 d . . . . .
N002 N 0.79408(19) 0.45763(14) 0.69669(11) 0.0547(4) Uani 1 1 d . . . . .
N003 N 0.7417(2) 0.51257(15) 0.39610(11) 0.0577(4) Uani 1 1 d . . . . .
C004 C 0.7178(2) 0.37412(16) 0.55492(13) 0.0490(4) Uani 1 1 d . . . . .
C005 C 0.7041(2) 0.39525(16) 0.45385(13) 0.0520(4) Uani 1 1 d . . . . .
C006 C 0.7895(2) 0.61871(16) 0.43493(13) 0.0529(4) Uani 1 1 d . . . . .
C007 C 0.7725(2) 0.47656(16) 0.60102(13) 0.0493(4) Uani 1 1 d . . . . .
C008 C 0.8072(2) 0.60381(16) 0.53778(13) 0.0512(4) Uani 1 1 d . . . . .
C009 C 0.6759(2) 0.24959(16) 0.60870(13) 0.0524(4) Uani 1 1 d . . . . .
C00A C 0.6946(2) 0.23262(17) 0.71172(14) 0.0547(4) Uani 1 1 d . . . . .
C00B C 0.7592(2) 0.33579(17) 0.74996(14) 0.0559(4) Uani 1 1 d . . . . .
C00C C 0.6529(2) 0.30184(18) 0.40255(14) 0.0591(4) Uani 1 1 d . . . . .
C00D C 0.8585(2) 0.71645(17) 0.57081(15) 0.0585(4) Uani 1 1 d . . . . .
C00E C 0.6360(2) 0.10858(18) 0.77365(14) 0.0588(4) Uani 1 1 d . . . . .
C00F C 0.6101(2) 0.17895(19) 0.45496(15) 0.0629(5) Uani 1 1 d . . . . .
H00F H 0.5748 0.1134 0.4224 0.075 Uiso 1 1 calc R . . . .
C00G C 0.8029(3) 0.32320(19) 0.85515(14) 0.0620(5) Uani 1 1 d . . . . .
C00H C 0.8207(2) 0.73937(18) 0.37447(15) 0.0620(5) Uani 1 1 d . . . . .
H00H H 0.8102 0.7472 0.3074 0.074 Uiso 1 1 calc R . . . .
C00I C 0.6201(2) 0.15471(18) 0.55450(15) 0.0629(5) Uani 1 1 d . . . . .
H00I H 0.5889 0.0725 0.5881 0.075 Uiso 1 1 calc R . . . .
C00J C 0.8858(3) 0.83551(19) 0.51206(17) 0.0677(5) Uani 1 1 d . . . . .
H00J H 0.9169 0.9080 0.5386 0.081 Uiso 1 1 calc R . . . .
C00K C 0.7207(3) 0.5034(2) 0.29298(14) 0.0685(5) Uani 1 1 d . . . . .
H00A H 0.8365 0.5113 0.2580 0.082 Uiso 1 1 calc R . . . .
H00B H 0.6312 0.5732 0.2620 0.082 Uiso 1 1 calc R . . . .
C00L C 0.4875(3) 0.1161(2) 0.83661(15) 0.0699(5) Uani 1 1 d . . . . .
H00L H 0.4304 0.1996 0.8438 0.084 Uiso 1 1 calc R . . . .
C00M C 0.8667(3) 0.84623(19) 0.41340(17) 0.0699(6) Uani 1 1 d . . . . .
H00M H 0.8850 0.9266 0.3726 0.084 Uiso 1 1 calc R . . . .
C00N C 0.7441(3) 0.4259(2) 0.90623(17) 0.0772(6) Uani 1 1 d . . . . .
H00N H 0.6712 0.5003 0.8754 0.093 Uiso 1 1 calc R . . . .
C00O C 0.7186(3) -0.01750(19) 0.76557(16) 0.0709(5) Uani 1 1 d . . . . .
H00O H 0.8181 -0.0253 0.7234 0.085 Uiso 1 1 calc R . . . .
C00P C 0.9146(3) 0.2157(2) 0.90272(16) 0.0760(6) Uani 1 1 d . . . . .
H00P H 0.9563 0.1462 0.8699 0.091 Uiso 1 1 calc R . . . .
C00Q C 0.6546(3) 0.3628(2) 0.29520(16) 0.0763(6) Uani 1 1 d . . . . .
H00C H 0.5331 0.3699 0.2680 0.092 Uiso 1 1 calc R . . . .
H00D H 0.7380 0.3093 0.2589 0.092 Uiso 1 1 calc R . . . .
C00R C 0.6551(3) -0.1322(2) 0.81949(18) 0.0801(6) Uani 1 1 d . . . . .
H00R H 0.7138 -0.2160 0.8145 0.096 Uiso 1 1 calc R . . . .
C00S C 0.7927(4) 0.4185(3) 1.00189(19) 0.0944(8) Uani 1 1 d . . . . .
H00S H 0.7490 0.4863 1.0359 0.113 Uiso 1 1 calc R . . . .
C00T C 0.4231(3) 0.0018(2) 0.88882(18) 0.0836(7) Uani 1 1 d . . . . .
H00T H 0.3225 0.0087 0.9304 0.100 Uiso 1 1 calc R . . . .
C00U C 0.5064(4) -0.1221(2) 0.87988(18) 0.0855(7) Uani 1 1 d . . . . .
H00U H 0.4618 -0.1991 0.9148 0.103 Uiso 1 1 calc R . . . .
C00V C 0.9063(4) 0.3104(3) 1.04749(18) 0.0940(8) Uani 1 1 d . . . . .
H00V H 0.9420 0.3067 1.1114 0.113 Uiso 1 1 calc R . . . .
C00W C 0.9656(4) 0.2096(3) 0.99831(18) 0.0906(7) Uani 1 1 d . . . . .
H00W H 1.0407 0.1363 1.0291 0.109 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
F001 C00D 1.355(2) . ?
N002 C007 1.326(2) . ?
N002 C00B 1.372(2) . ?
N003 C005 1.365(2) . ?
N003 C006 1.368(2) . ?
N003 C00K 1.471(2) . ?
C004 C005 1.393(2) . ?
C004 C007 1.411(2) . ?
C004 C009 1.411(2) . ?
C005 C00C 1.371(2) . ?
C006 C008 1.424(3) . ?
C006 C00H 1.397(2) . ?
C007 C008 1.473(2) . ?
C008 C00D 1.395(2) . ?
C009 C00A 1.426(3) . ?
C009 C00I 1.422(3) . ?
C00A C00B 1.385(3) . ?
C00A C00E 1.492(2) . ?
C00B C00G 1.492(3) . ?
C00C C00F 1.392(3) . ?
C00C C00Q 1.517(3) . ?
C00D C00J 1.367(3) . ?
C00E C00L 1.384(3) . ?
C00E C00O 1.386(3) . ?
C00F H00F 0.9300 . ?
C00F C00I 1.370(3) . ?
C00G C00N 1.393(3) . ?
C00G C00P 1.383(3) . ?
C00H H00H 0.9300 . ?
C00H C00M 1.371(3) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00J C00M 1.371(3) . ?
C00K H00A 0.9700 . ?
C00K H00B 0.9700 . ?
C00K C00Q 1.550(3) . ?
C00L H00L 0.9300 . ?
C00L C00T 1.377(3) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00S 1.378(3) . ?
C00O H00O 0.9300 . ?
C00O C00R 1.386(3) . ?
C00P H00P 0.9300 . ?
C00P C00W 1.385(3) . ?
C00Q H00C 0.9700 . ?
C00Q H00D 0.9700 . ?
C00R H00R 0.9300 . ?
C00R C00U 1.366(3) . ?
C00S H00S 0.9300 . ?
C00S C00V 1.385(4) . ?
C00T H00T 0.9300 . ?
C00T C00U 1.371(4) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00V C00W 1.361(4) . ?
C00W H00W 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
C007 N002 C00B 118.00(15) . . ?
C005 N003 C006 121.50(16) . . ?
C005 N003 C00K 110.08(15) . . ?
C006 N003 C00K 128.42(16) . . ?
C005 C004 C007 119.75(15) . . ?
C005 C004 C009 118.62(16) . . ?
C007 C004 C009 121.63(16) . . ?
N003 C005 C004 122.60(16) . . ?
N003 C005 C00C 113.39(16) . . ?
C00C C005 C004 124.02(16) . . ?
N003 C006 C008 118.87(15) . . ?
N003 C006 C00H 120.39(18) . . ?
C00H C006 C008 120.74(17) . . ?
N002 C007 C004 121.20(15) . . ?
N002 C007 C008 121.91(15) . . ?
C004 C007 C008 116.88(16) . . ?
C006 C008 C007 120.35(15) . . ?
C00D C008 C006 114.95(16) . . ?
C00D C008 C007 124.71(17) . . ?
C004 C009 C00A 116.31(15) . . ?
C004 C009 C00I 116.64(17) . . ?
C00I C009 C00A 127.06(16) . . ?
C009 C00A C00E 119.04(16) . . ?
C00B C00A C009 117.96(15) . . ?
C00B C00A C00E 122.94(17) . . ?
N002 C00B C00A 124.72(17) . . ?
N002 C00B C00G 112.78(15) . . ?
C00A C00B C00G 122.49(16) . . ?
C005 C00C C00F 117.82(17) . . ?
C005 C00C C00Q 107.96(17) . . ?
C00F C00C C00Q 134.21(18) . . ?
F001 C00D C008 119.00(16) . . ?
F001 C00D C00J 116.52(17) . . ?
C00J C00D C008 124.48(19) . . ?
C00L C00E C00A 120.27(17) . . ?
C00L C00E C00O 117.88(18) . . ?
C00O C00E C00A 121.70(17) . . ?
C00C C00F H00F 120.0 . . ?
C00I C00F C00C 119.97(17) . . ?
C00I C00F H00F 120.0 . . ?
C00N C00G C00B 120.39(18) . . ?
C00P C00G C00B 121.51(18) . . ?
C00P C00G C00N 117.9(2) . . ?
C006 C00H H00H 119.8 . . ?
C00M C00H C006 120.43(19) . . ?
C00M C00H H00H 119.8 . . ?
C009 C00I H00I 118.5 . . ?
C00F C00I C009 122.92(17) . . ?
C00F C00I H00I 118.5 . . ?
C00D C00J H00J 120.6 . . ?
C00D C00J C00M 118.87(19) . . ?
C00M C00J H00J 120.6 . . ?
N003 C00K H00A 110.9 . . ?
N003 C00K H00B 110.9 . . ?
N003 C00K C00Q 104.45(16) . . ?
H00A C00K H00B 108.9 . . ?
C00Q C00K H00A 110.9 . . ?
C00Q C00K H00B 110.9 . . ?
C00E C00L H00L 119.5 . . ?
C00T C00L C00E 121.0(2) . . ?
C00T C00L H00L 119.5 . . ?
C00H C00M C00J 120.51(18) . . ?
C00H C00M H00M 119.7 . . ?
C00J C00M H00M 119.7 . . ?
C00G C00N H00N 119.6 . . ?
C00S C00N C00G 120.8(2) . . ?
C00S C00N H00N 119.6 . . ?
C00E C00O H00O 119.5 . . ?
C00E C00O C00R 120.91(19) . . ?
C00R C00O H00O 119.5 . . ?
C00G C00P H00P 119.4 . . ?
C00G C00P C00W 121.2(2) . . ?
C00W C00P H00P 119.4 . . ?
C00C C00Q C00K 104.05(17) . . ?
C00C C00Q H00C 110.9 . . ?
C00C C00Q H00D 110.9 . . ?
C00K C00Q H00C 110.9 . . ?
C00K C00Q H00D 110.9 . . ?
H00C C00Q H00D 109.0 . . ?
C00O C00R H00R 120.0 . . ?
C00U C00R C00O 120.1(2) . . ?
C00U C00R H00R 120.0 . . ?
C00N C00S H00S 119.9 . . ?
C00N C00S C00V 120.1(2) . . ?
C00V C00S H00S 119.9 . . ?
C00L C00T H00T 119.8 . . ?
C00U C00T C00L 120.4(2) . . ?
C00U C00T H00T 119.8 . . ?
C00R C00U C00T 119.8(2) . . ?
C00R C00U H00U 120.1 . . ?
C00T C00U H00U 120.1 . . ?
C00S C00V H00V 120.2 . . ?
C00W C00V C00S 119.7(2) . . ?
C00W C00V H00V 120.2 . . ?
C00P C00W H00W 119.9 . . ?
C00V C00W C00P 120.3(2) . . ?
C00V C00W H00W 119.9 . . ?

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
F001 C00D C00J C00M 178.63(16) . . . . ?
N002 C007 C008 C006 177.53(14) . . . . ?
N002 C007 C008 C00D -2.4(2) . . . . ?
N002 C00B C00G C00N 47.0(2) . . . . ?
N002 C00B C00G C00P -127.59(19) . . . . ?
N003 C005 C00C C00F -179.48(14) . . . . ?
N003 C005 C00C C00Q -0.2(2) . . . . ?
N003 C006 C008 C007 -0.7(2) . . . . ?
N003 C006 C008 C00D 179.25(13) . . . . ?
N003 C006 C00H C00M 179.29(15) . . . . ?
N003 C00K C00Q C00C -2.6(2) . . . . ?
C004 C005 C00C C00F 0.7(3) . . . . ?
C004 C005 C00C C00Q 179.98(15) . . . . ?
C004 C007 C008 C006 -1.4(2) . . . . ?
C004 C007 C008 C00D 178.67(14) . . . . ?
C004 C009 C00A C00B -2.8(2) . . . . ?
C004 C009 C00A C00E 174.36(14) . . . . ?
C004 C009 C00I C00F 1.5(3) . . . . ?
C005 N003 C006 C008 2.5(2) . . . . ?
C005 N003 C006 C00H -177.65(14) . . . . ?
C005 N003 C00K C00Q 2.6(2) . . . . ?
C005 C004 C007 N002 -177.21(13) . . . . ?
C005 C004 C007 C008 1.8(2) . . . . ?
C005 C004 C009 C00A 179.18(13) . . . . ?
C005 C004 C009 C00I -0.7(2) . . . . ?
C005 C00C C00F C00I 0.0(3) . . . . ?
C005 C00C C00Q C00K 1.8(2) . . . . ?
C006 N003 C005 C004 -2.2(2) . . . . ?
C006 N003 C005 C00C 177.95(14) . . . . ?
C006 N003 C00K C00Q -176.90(16) . . . . ?
C006 C008 C00D F001 -178.43(13) . . . . ?
C006 C008 C00D C00J 1.9(2) . . . . ?
C006 C00H C00M C00J 1.2(3) . . . . ?
C007 N002 C00B C00A -3.1(2) . . . . ?
C007 N002 C00B C00G 175.34(13) . . . . ?
C007 C004 C005 N003 0.0(2) . . . . ?
C007 C004 C005 C00C 179.77(14) . . . . ?
C007 C004 C009 C00A -0.9(2) . . . . ?
C007 C004 C009 C00I 179.18(14) . . . . ?
C007 C008 C00D F001 1.5(2) . . . . ?
C007 C008 C00D C00J -178.18(15) . . . . ?
C008 C006 C00H C00M -0.9(3) . . . . ?
C008 C00D C00J C00M -1.7(3) . . . . ?
C009 C004 C005 N003 179.89(13) . . . . ?
C009 C004 C005 C00C -0.3(2) . . . . ?
C009 C004 C007 N002 2.9(2) . . . . ?
C009 C004 C007 C008 -178.15(12) . . . . ?
C009 C00A C00B N002 5.0(3) . . . . ?
C009 C00A C00B C00G -173.32(14) . . . . ?
C009 C00A C00E C00L -113.2(2) . . . . ?
C009 C00A C00E C00O 62.3(2) . . . . ?
C00A C009 C00I C00F -178.44(15) . . . . ?
C00A C00B C00G C00N -134.47(19) . . . . ?
C00A C00B C00G C00P 50.9(3) . . . . ?
C00A C00E C00L C00T 175.1(2) . . . . ?
C00A C00E C00O C00R -176.1(2) . . . . ?
C00B N002 C007 C004 -0.9(2) . . . . ?
C00B N002 C007 C008 -179.81(13) . . . . ?
C00B C00A C00E C00L 63.8(3) . . . . ?
C00B C00A C00E C00O -120.7(2) . . . . ?
C00B C00G C00N C00S -176.3(2) . . . . ?
C00B C00G C00P C00W 175.2(2) . . . . ?
C00C C00F C00I C009 -1.1(3) . . . . ?
C00D C00J C00M C00H 0.1(3) . . . . ?
C00E C00A C00B N002 -171.98(15) . . . . ?
C00E C00A C00B C00G 9.7(3) . . . . ?
C00E C00L C00T C00U 0.5(4) . . . . ?
C00E C00O C00R C00U 1.6(4) . . . . ?
C00F C00C C00Q C00K -179.13(19) . . . . ?
C00G C00N C00S C00V 2.2(4) . . . . ?
C00G C00P C00W C00V -0.1(4) . . . . ?
C00H C006 C008 C007 179.49(13) . . . . ?
C00H C006 C008 C00D -0.6(2) . . . . ?
C00I C009 C00A C00B 177.13(16) . . . . ?
C00I C009 C00A C00E -5.7(3) . . . . ?
C00K N003 C005 C004 178.22(14) . . . . ?
C00K N003 C005 C00C -1.6(2) . . . . ?
C00K N003 C006 C008 -178.04(15) . . . . ?
C00K N003 C006 C00H 1.8(3) . . . . ?
C00L C00E C00O C00R -0.5(3) . . . . ?
C00L C00T C00U C00R 0.6(4) . . . . ?
C00N C00G C00P C00W 0.4(3) . . . . ?
C00N C00S C00V C00W -1.9(4) . . . . ?
C00O C00E C00L C00T -0.6(3) . . . . ?
C00O C00R C00U C00T -1.6(4) . . . . ?
C00P C00G C00N C00S -1.5(3) . . . . ?
C00Q C00C C00F C00I -179.02(19) . . . . ?
C00S C00V C00W C00P 0.8(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-01-04
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yjs-lj-3e
_database_code_depnum_ccdc_archive 'CCDC 1913390'
loop_
_audit_author_name
_audit_author_address
'jiao liu'
;Sichuan university
China
;
_audit_update_record             
;
2019-05-01 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2019-05-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H19 N O'
_chemical_formula_sum            'C28 H19 N O'
_chemical_formula_weight         385.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   13.0456(8)
_cell_length_b                   8.3661(4)
_cell_length_c                   19.3519(10)
_cell_angle_alpha                90
_cell_angle_beta                 108.897(6)
_cell_angle_gamma                90
_cell_volume                     1998.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3349
_cell_measurement_temperature    295.50(11)
_cell_measurement_theta_max      71.3720
_cell_measurement_theta_min      4.8300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.602
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46682
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9960
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.473
_diffrn_reflns_theta_min         4.831
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.50(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -105.00  34.00   1.00    1.00    --  -35.54   0.00  60.00  139
  2  ω   -103.00 -19.00   1.00    1.00    --  -35.54 -57.00-150.00   84
  3  ω     23.00  89.00   1.00    1.00    --   35.54-125.00 -30.00   66
  4  ω     23.00  89.00   1.00    1.00    --   35.54-125.00-150.00   66
  5  ω     89.00 175.00   1.00    1.00    --  106.21  45.00   0.00   86
  6  ω     37.00 109.00   1.00    1.00    --  106.21 -94.00  60.00   72
  7  ω     38.00 124.00   1.00    1.00    --  106.21 -45.00-180.00   86
  8  ω     57.00 150.00   1.00    1.00    --  106.21 178.00   0.00   93
  9  ω     57.00 150.00   1.00    1.00    --  106.21 178.00  60.00   93
 10  ω     68.00 177.00   1.00    1.00    --  106.21  15.00 -60.00  109
 11  ω     39.00 124.00   1.00    1.00    --  106.21 -61.00  90.00   85
 12  ω   -103.00  -9.00   1.00    1.00    --  -35.54 -77.00 -30.00   94
 13  ω    -62.00  32.00   1.00    1.00    --  -35.54  77.00  90.00   94
 14  ω   -103.00  -9.00   1.00    1.00    --  -35.54 -77.00  60.00   94
 15  ω     89.00 144.00   1.00    1.00    --  106.21  45.00-180.00   55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0804005000
_diffrn_orient_matrix_UB_12      0.0088103000
_diffrn_orient_matrix_UB_13      -0.0432241000
_diffrn_orient_matrix_UB_21      -0.0920712000
_diffrn_orient_matrix_UB_22      0.0555655000
_diffrn_orient_matrix_UB_23      -0.0681666000
_diffrn_orient_matrix_UB_31      0.0251831000
_diffrn_orient_matrix_UB_32      0.1753991000
_diffrn_orient_matrix_UB_33      0.0236875000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2888
_reflns_number_total             3811
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3811
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0797
_refine_ls_restrained_S_all      1.087
_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)+(0.1481P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2040
_refine_ls_wR_factor_ref         0.2282
_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:
 C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00H(H00H), C00I(H00I),
 C00J(H00J), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T)
2.b Idealised Me refined as rotating group:
 C00U(H00A,H00F,H00G)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.46337(15) 0.3059(2) 0.22790(9) 0.0639(5) Uani 1 1 d . . . . .
N002 N 0.40223(13) 0.63567(19) 0.37096(9) 0.0434(4) Uani 1 1 d . . . . .
C003 C 0.32410(15) 0.3186(2) 0.36755(10) 0.0427(5) Uani 1 1 d . . . . .
C004 C 0.30223(15) 0.4363(2) 0.41447(9) 0.0413(5) Uani 1 1 d . . . . .
C005 C 0.31996(16) 0.7219(2) 0.45864(10) 0.0433(5) Uani 1 1 d . . . . .
C006 C 0.42066(15) 0.5280(2) 0.32687(10) 0.0418(5) Uani 1 1 d . . . . .
C007 C 0.23937(16) 0.3948(2) 0.46390(10) 0.0430(5) Uani 1 1 d . . . . .
C008 C 0.38405(15) 0.3685(2) 0.32192(10) 0.0427(5) Uani 1 1 d . . . . .
C009 C 0.48438(15) 0.5736(3) 0.27944(10) 0.0453(5) Uani 1 1 d . . . . .
C00A C 0.34121(14) 0.5903(2) 0.41343(10) 0.0420(5) Uani 1 1 d . . . . .
C00B C 0.28451(17) 0.4126(3) 0.53908(11) 0.0505(5) Uani 1 1 d . . . . .
H00B H 0.3570 0.4410 0.5593 0.061 Uiso 1 1 calc R . . . .
C00C C 0.52739(16) 0.7262(3) 0.28056(11) 0.0493(5) Uani 1 1 d . . . . .
H00C H 0.5152 0.8028 0.3118 0.059 Uiso 1 1 calc R . . . .
C00D C 0.29298(18) 0.1556(2) 0.36453(11) 0.0519(5) Uani 1 1 d . . . . .
H00D H 0.2558 0.1183 0.3950 0.062 Uiso 1 1 calc R . . . .
C00E C 0.13241(17) 0.3446(3) 0.43572(12) 0.0550(6) Uani 1 1 d . . . . .
H00E H 0.1019 0.3268 0.3858 0.066 Uiso 1 1 calc R . . . .
C00F C 0.50210(17) 0.4598(3) 0.23238(11) 0.0539(5) Uani 1 1 d . . . . .
C00G C 0.40570(17) 0.2592(3) 0.27354(11) 0.0504(5) Uani 1 1 d . . . . .
C00H C 0.40621(19) 0.8078(3) 0.50431(12) 0.0569(6) Uani 1 1 d . . . . .
H00H H 0.4765 0.7830 0.5061 0.068 Uiso 1 1 calc R . . . .
C00I C 0.3172(2) 0.0532(3) 0.31712(13) 0.0597(6) Uani 1 1 d . . . . .
H00I H 0.2962 -0.0532 0.3161 0.072 Uiso 1 1 calc R . . . .
C00J C 0.21566(18) 0.7646(3) 0.45478(13) 0.0547(5) Uani 1 1 d . . . . .
H00J H 0.1568 0.7097 0.4237 0.066 Uiso 1 1 calc R . . . .
C00K C 0.58826(17) 0.7665(3) 0.23591(12) 0.0576(6) Uani 1 1 d . . . . .
C00L C 0.3729(2) 0.1033(3) 0.27001(12) 0.0582(6) Uani 1 1 d . . . . .
H00L H 0.3872 0.0325 0.2372 0.070 Uiso 1 1 calc R . . . .
C00M C 0.2225(2) 0.3884(3) 0.58413(12) 0.0589(6) Uani 1 1 d . . . . .
H00M H 0.2531 0.4028 0.6343 0.071 Uiso 1 1 calc R . . . .
C00N C 0.2851(3) 0.9702(3) 0.54353(15) 0.0720(8) Uani 1 1 d . . . . .
H00N H 0.2734 1.0524 0.5725 0.086 Uiso 1 1 calc R . . . .
C00O C 0.07053(19) 0.3208(3) 0.48108(15) 0.0638(6) Uani 1 1 d . . . . .
H00O H -0.0016 0.2898 0.4615 0.077 Uiso 1 1 calc R . . . .
C00P C 0.1987(2) 0.8894(3) 0.49727(15) 0.0673(7) Uani 1 1 d . . . . .
H00P H 0.1285 0.9180 0.4943 0.081 Uiso 1 1 calc R . . . .
C00Q C 0.1163(2) 0.3433(3) 0.55526(14) 0.0639(6) Uani 1 1 d . . . . .
H00Q H 0.0749 0.3278 0.5858 0.077 Uiso 1 1 calc R . . . .
C00R C 0.60481(19) 0.6500(4) 0.18975(13) 0.0669(7) Uani 1 1 d . . . . .
H00R H 0.6455 0.6748 0.1596 0.080 Uiso 1 1 calc R . . . .
C00S C 0.5627(2) 0.4985(4) 0.18728(13) 0.0672(7) Uani 1 1 d . . . . .
H00S H 0.5747 0.4225 0.1557 0.081 Uiso 1 1 calc R . . . .
C00T C 0.3887(2) 0.9303(3) 0.54729(14) 0.0717(7) Uani 1 1 d . . . . .
H00T H 0.4473 0.9855 0.5787 0.086 Uiso 1 1 calc R . . . .
C00U C 0.6340(2) 0.9324(4) 0.23790(16) 0.0822(8) Uani 1 1 d . . . . .
H00A H 0.5844 0.9970 0.2010 0.123 Uiso 1 1 calc GR . . . .
H00F H 0.7021 0.9269 0.2289 0.123 Uiso 1 1 calc GR . . . .
H00G H 0.6447 0.9791 0.2850 0.123 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00F 1.375(3) . ?
O001 C00G 1.389(3) . ?
N002 C006 1.315(2) . ?
N002 C00A 1.370(2) . ?
C003 C004 1.430(3) . ?
C003 C008 1.419(3) . ?
C003 C00D 1.418(3) . ?
C004 C007 1.489(3) . ?
C004 C00A 1.388(3) . ?
C005 C00A 1.487(3) . ?
C005 C00H 1.385(3) . ?
C005 C00J 1.385(3) . ?
C006 C008 1.410(3) . ?
C006 C009 1.474(3) . ?
C007 C00B 1.389(3) . ?
C007 C00E 1.388(3) . ?
C008 C00G 1.401(3) . ?
C009 C00C 1.392(3) . ?
C009 C00F 1.388(3) . ?
C00B H00B 0.9300 . ?
C00B C00M 1.383(3) . ?
C00C H00C 0.9300 . ?
C00C C00K 1.391(3) . ?
C00D H00D 0.9300 . ?
C00D C00I 1.365(3) . ?
C00E H00E 0.9300 . ?
C00E C00O 1.386(3) . ?
C00F C00S 1.393(3) . ?
C00G C00L 1.367(3) . ?
C00H H00H 0.9300 . ?
C00H C00T 1.385(3) . ?
C00I H00I 0.9300 . ?
C00I C00L 1.401(3) . ?
C00J H00J 0.9300 . ?
C00J C00P 1.390(3) . ?
C00K C00R 1.386(4) . ?
C00K C00U 1.506(4) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00M C00Q 1.368(4) . ?
C00N H00N 0.9300 . ?
C00N C00P 1.370(4) . ?
C00N C00T 1.372(4) . ?
C00O H00O 0.9300 . ?
C00O C00Q 1.377(4) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00R C00S 1.376(4) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00U H00A 0.9600 . ?
C00U H00F 0.9600 . ?
C00U H00G 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
C00F O001 C00G 119.13(17) . . ?
C006 N002 C00A 117.58(17) . . ?
C008 C003 C004 117.12(18) . . ?
C00D C003 C004 125.11(19) . . ?
C00D C003 C008 117.75(19) . . ?
C003 C004 C007 120.81(17) . . ?
C00A C004 C003 118.76(18) . . ?
C00A C004 C007 120.42(17) . . ?
C00H C005 C00A 119.45(18) . . ?
C00J C005 C00A 121.75(18) . . ?
C00J C005 C00H 118.8(2) . . ?
N002 C006 C008 124.29(18) . . ?
N002 C006 C009 118.98(18) . . ?
C008 C006 C009 116.72(18) . . ?
C00B C007 C004 120.86(17) . . ?
C00E C007 C004 120.71(17) . . ?
C00E C007 C00B 118.36(19) . . ?
C006 C008 C003 118.64(18) . . ?
C00G C008 C003 119.64(19) . . ?
C00G C008 C006 121.73(19) . . ?
C00C C009 C006 122.25(19) . . ?
C00F C009 C006 118.6(2) . . ?
C00F C009 C00C 119.19(19) . . ?
N002 C00A C004 123.54(18) . . ?
N002 C00A C005 113.77(16) . . ?
C004 C00A C005 122.69(17) . . ?
C007 C00B H00B 119.7 . . ?
C00M C00B C007 120.5(2) . . ?
C00M C00B H00B 119.7 . . ?
C009 C00C H00C 119.3 . . ?
C00K C00C C009 121.4(2) . . ?
C00K C00C H00C 119.3 . . ?
C003 C00D H00D 119.8 . . ?
C00I C00D C003 120.3(2) . . ?
C00I C00D H00D 119.8 . . ?
C007 C00E H00E 119.6 . . ?
C00O C00E C007 120.8(2) . . ?
C00O C00E H00E 119.6 . . ?
O001 C00F C009 123.2(2) . . ?
O001 C00F C00S 116.7(2) . . ?
C009 C00F C00S 120.0(2) . . ?
O001 C00G C008 120.61(19) . . ?
C00L C00G O001 117.5(2) . . ?
C00L C00G C008 121.9(2) . . ?
C005 C00H H00H 119.7 . . ?
C00T C00H C005 120.6(2) . . ?
C00T C00H H00H 119.7 . . ?
C00D C00I H00I 118.9 . . ?
C00D C00I C00L 122.1(2) . . ?
C00L C00I H00I 118.9 . . ?
C005 C00J H00J 119.9 . . ?
C005 C00J C00P 120.2(2) . . ?
C00P C00J H00J 119.9 . . ?
C00C C00K C00U 120.6(2) . . ?
C00R C00K C00C 118.0(2) . . ?
C00R C00K C00U 121.4(2) . . ?
C00G C00L C00I 118.2(2) . . ?
C00G C00L H00L 120.9 . . ?
C00I C00L H00L 120.9 . . ?
C00B C00M H00M 119.8 . . ?
C00Q C00M C00B 120.3(2) . . ?
C00Q C00M H00M 119.8 . . ?
C00P C00N H00N 119.9 . . ?
C00P C00N C00T 120.2(2) . . ?
C00T C00N H00N 119.9 . . ?
C00E C00O H00O 120.2 . . ?
C00Q C00O C00E 119.7(2) . . ?
C00Q C00O H00O 120.2 . . ?
C00J C00P H00P 119.9 . . ?
C00N C00P C00J 120.2(2) . . ?
C00N C00P H00P 119.9 . . ?
C00M C00Q C00O 120.2(2) . . ?
C00M C00Q H00Q 119.9 . . ?
C00O C00Q H00Q 119.9 . . ?
C00K C00R H00R 119.1 . . ?
C00S C00R C00K 121.8(2) . . ?
C00S C00R H00R 119.1 . . ?
C00F C00S H00S 120.2 . . ?
C00R C00S C00F 119.6(2) . . ?
C00R C00S H00S 120.2 . . ?
C00H C00T H00T 120.0 . . ?
C00N C00T C00H 120.0(2) . . ?
C00N C00T H00T 120.0 . . ?
C00K C00U H00A 109.5 . . ?
C00K C00U H00F 109.5 . . ?
C00K C00U H00G 109.5 . . ?
H00A C00U H00F 109.5 . . ?
H00A C00U H00G 109.5 . . ?
H00F C00U H00G 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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.572
_oxdiff_exptl_absorpt_empirical_full_min 0.549
####################################################################### 
# 
# 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_lj-o-5
_database_code_depnum_ccdc_archive 'CCDC 1899576'
loop_
_audit_author_name
_audit_author_address
'Jiao Liu'
;Sichuan university
China
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2018-04-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H19 N O3'
_chemical_formula_sum            'C29 H19 N O3'
_chemical_formula_weight         429.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   13.1052(7)
_cell_length_b                   11.9832(7)
_cell_length_c                   13.6414(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.808(6)
_cell_angle_gamma                90
_cell_volume                     2117.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4541
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.4850
_cell_measurement_theta_min      4.3610
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.700
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11834
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.832
_diffrn_reflns_theta_min         4.357
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00  104.00   1.0000    3.8100
omega____ theta____ kappa____ phi______ frames
    -       36.5421   57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega   23.00   90.00   1.0000    3.8100
omega____ theta____ kappa____ phi______ frames
    -       36.5421 -125.0000  150.0000 67

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   75.00   1.0000    3.8100
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -99.0000  120.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega   23.00   90.00   1.0000    3.8100
omega____ theta____ kappa____ phi______ frames
    -       36.5421 -125.0000  -30.0000 67

#__ type_ start__ end____ width___ exp.time_
  5 omega  -31.00   53.00   1.0000    3.8100
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   23.00   90.00   1.0000    3.8100
omega____ theta____ kappa____ phi______ frames
    -       36.5421 -125.0000   30.0000 67

#__ type_ start__ end____ width___ exp.time_
  7 omega   39.00  109.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   30.0000 70

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   91.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 53

#__ type_ start__ end____ width___ exp.time_
  9 omega   90.00  175.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 85

#__ type_ start__ end____ width___ exp.time_
 10 omega   87.00  178.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
 11 omega   40.00   98.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
 12 omega   40.00   98.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
 13 omega   40.00   98.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   39.00  109.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 70

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   91.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
 16 omega  100.00  178.00   1.0000   15.2600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 78

#__ type_ start__ end____ width___ exp.time_
 17 omega   10.00  104.00   1.0000    3.8100
omega____ theta____ kappa____ phi______ frames
    -       36.5421   77.0000 -150.0000 94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0761604000
_diffrn_orient_matrix_UB_12      0.0619770000
_diffrn_orient_matrix_UB_13      0.0565832000
_diffrn_orient_matrix_UB_21      -0.0829967000
_diffrn_orient_matrix_UB_22      -0.0894674000
_diffrn_orient_matrix_UB_23      -0.0328664000
_diffrn_orient_matrix_UB_31      0.0387135000
_diffrn_orient_matrix_UB_32      -0.0683116000
_diffrn_orient_matrix_UB_33      0.0935093000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3478
_reflns_number_total             4137
_reflns_odcompleteness_completeness 99.87
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.242
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0532
_refine_ls_restrained_S_all      1.047
_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)+(0.1014P)²+0.2084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1503
_refine_ls_wR_factor_ref         0.1601
_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:
 C00B(H00B), C00H(H00H), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S),
 C00T(H00T), C00U(H00U), C00V(H00V), C00X(H00X)
2.b Idealised Me refined as rotating group:
 C00W(H00A,H00C,H00D)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.38683(10) 0.67946(10) 0.53060(10) 0.0607(3) Uani 1 1 d . . . . .
O002 O 0.81386(9) 0.61851(11) 0.79452(11) 0.0661(4) Uani 1 1 d . . . . .
N003 N 0.39571(9) 0.34927(10) 0.62774(9) 0.0429(3) Uani 1 1 d . . . . .
O004 O 0.76210(11) 0.44161(11) 0.80628(11) 0.0698(4) Uani 1 1 d . . . . .
C005 C 0.39199(11) 0.45315(12) 0.59495(10) 0.0416(3) Uani 1 1 d . . . . .
C006 C 0.21844(11) 0.42986(13) 0.50200(10) 0.0430(3) Uani 1 1 d . . . . .
C007 C 0.12945(11) 0.24517(12) 0.51643(11) 0.0438(3) Uani 1 1 d . . . . .
C008 C 0.48011(12) 0.52866(12) 0.62444(11) 0.0433(3) Uani 1 1 d . . . . .
C009 C 0.31154(11) 0.28271(12) 0.59839(10) 0.0417(3) Uani 1 1 d . . . . .
C00A C 0.22248(11) 0.31768(12) 0.53818(10) 0.0413(3) Uani 1 1 d . . . . .
C00B C 0.57171(12) 0.49668(13) 0.68355(10) 0.0437(3) Uani 1 1 d . . . . .
H00B H 0.5801 0.4231 0.7049 0.052 Uiso 1 1 calc R . . . .
C00C C 0.30579(11) 0.49772(12) 0.53237(10) 0.0423(3) Uani 1 1 d . . . . .
C00D C 0.65044(12) 0.57269(13) 0.71107(11) 0.0461(3) Uani 1 1 d . . . . .
C00E C 0.32214(11) 0.16631(13) 0.63719(11) 0.0460(4) Uani 1 1 d . . . . .
C00F C 0.30423(13) 0.61015(13) 0.50102(12) 0.0499(4) Uani 1 1 d . . . . .
C00G C 0.74644(12) 0.53500(14) 0.77503(12) 0.0501(4) Uani 1 1 d . . . . .
C00H C 0.08044(13) 0.20798(14) 0.59338(12) 0.0517(4) Uani 1 1 d . . . . .
H00H H 0.1083 0.2247 0.6586 0.062 Uiso 1 1 calc R . . . .
C00I C 0.47175(12) 0.63934(13) 0.59105(12) 0.0496(4) Uani 1 1 d . . . . .
C00J C 0.08716(13) 0.21672(14) 0.41983(12) 0.0523(4) Uani 1 1 d . . . . .
H00J H 0.1195 0.2401 0.3673 0.063 Uiso 1 1 calc R . . . .
C00K C 0.13192(13) 0.47761(15) 0.44187(12) 0.0526(4) Uani 1 1 d . . . . .
H00K H 0.0730 0.4350 0.4223 0.063 Uiso 1 1 calc R . . . .
C00L C 0.55022(14) 0.71606(14) 0.61851(14) 0.0572(4) Uani 1 1 d . . . . .
H00L H 0.5427 0.7895 0.5965 0.069 Uiso 1 1 calc R . . . .
C00M C 0.31254(13) 0.07612(14) 0.57293(14) 0.0559(4) Uani 1 1 d . . . . .
H00M H 0.2987 0.0880 0.5048 0.067 Uiso 1 1 calc R . . . .
C00N C 0.63916(13) 0.68319(14) 0.67842(13) 0.0531(4) Uani 1 1 d . . . . .
H00N H 0.6918 0.7345 0.6972 0.064 Uiso 1 1 calc R . . . .
C00O C -0.00226(14) 0.15415(16) 0.40100(14) 0.0621(5) Uani 1 1 d . . . . .
H00O H -0.0293 0.1349 0.3362 0.075 Uiso 1 1 calc R . . . .
C00P C 0.13505(14) 0.58676(15) 0.41252(15) 0.0622(5) Uani 1 1 d . . . . .
H00P H 0.0781 0.6167 0.3720 0.075 Uiso 1 1 calc R . . . .
C00Q C 0.22094(15) 0.65410(15) 0.44149(14) 0.0620(5) Uani 1 1 d . . . . .
H00Q H 0.2215 0.7279 0.4205 0.074 Uiso 1 1 calc R . . . .
C00R C -0.00956(14) 0.14616(16) 0.57405(16) 0.0639(5) Uani 1 1 d . . . . .
H00R H -0.0420 0.1220 0.6263 0.077 Uiso 1 1 calc R . . . .
C00S C -0.05126(13) 0.12034(16) 0.47811(17) 0.0668(5) Uani 1 1 d . . . . .
H00S H -0.1125 0.0801 0.4654 0.080 Uiso 1 1 calc R . . . .
C00T C 0.34377(14) 0.14731(19) 0.73856(13) 0.0646(5) Uani 1 1 d . . . . .
H00T H 0.3515 0.2073 0.7823 0.078 Uiso 1 1 calc R . . . .
C00U C 0.32345(16) -0.03180(17) 0.6098(2) 0.0799(7) Uani 1 1 d . . . . .
H00U H 0.3174 -0.0919 0.5662 0.096 Uiso 1 1 calc R . . . .
C00V C 0.35390(18) 0.0393(3) 0.77474(19) 0.0896(8) Uani 1 1 d . . . . .
H00V H 0.3680 0.0269 0.8428 0.108 Uiso 1 1 calc R . . . .
C00W C 0.91280(14) 0.5914(2) 0.85122(18) 0.0790(6) Uani 1 1 d . . . . .
H00A H 0.9458 0.5350 0.8171 0.118 Uiso 1 1 calc GR . . . .
H00C H 0.9032 0.5641 0.9153 0.118 Uiso 1 1 calc GR . . . .
H00D H 0.9553 0.6570 0.8590 0.118 Uiso 1 1 calc GR . . . .
C00X C 0.34304(18) -0.0503(2) 0.7099(2) 0.0971(9) Uani 1 1 d . . . . .
H00X H 0.3490 -0.1229 0.7343 0.117 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00F 1.375(2) . ?
O001 C00I 1.367(2) . ?
O002 C00G 1.3344(19) . ?
O002 C00W 1.442(2) . ?
N003 C005 1.3211(19) . ?
N003 C009 1.3704(18) . ?
O004 C00G 1.204(2) . ?
C005 C008 1.474(2) . ?
C005 C00C 1.412(2) . ?
C006 C00A 1.430(2) . ?
C006 C00C 1.414(2) . ?
C006 C00K 1.415(2) . ?
C007 C00A 1.4895(19) . ?
C007 C00H 1.385(2) . ?
C007 C00J 1.391(2) . ?
C008 C00B 1.393(2) . ?
C008 C00I 1.401(2) . ?
C009 C00A 1.385(2) . ?
C009 C00E 1.491(2) . ?
C00B H00B 0.9300 . ?
C00B C00D 1.384(2) . ?
C00C C00F 1.413(2) . ?
C00D C00G 1.487(2) . ?
C00D C00N 1.398(2) . ?
C00E C00M 1.385(2) . ?
C00E C00T 1.387(2) . ?
C00F C00Q 1.363(2) . ?
C00H H00H 0.9300 . ?
C00H C00R 1.384(2) . ?
C00I C00L 1.387(2) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.382(2) . ?
C00K H00K 0.9300 . ?
C00K C00P 1.370(3) . ?
C00L H00L 0.9300 . ?
C00L C00N 1.375(3) . ?
C00M H00M 0.9300 . ?
C00M C00U 1.387(3) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00S 1.375(3) . ?
C00P H00P 0.9300 . ?
C00P C00Q 1.392(3) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00R C00S 1.374(3) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00T C00V 1.385(3) . ?
C00U H00U 0.9300 . ?
C00U C00X 1.369(4) . ?
C00V H00V 0.9300 . ?
C00V C00X 1.384(4) . ?
C00W H00A 0.9600 . ?
C00W H00C 0.9600 . ?
C00W H00D 0.9600 . ?
C00X H00X 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
C00I O001 C00F 119.75(12) . . ?
C00G O002 C00W 116.83(16) . . ?
C005 N003 C009 117.59(12) . . ?
N003 C005 C008 119.96(13) . . ?
N003 C005 C00C 123.07(13) . . ?
C00C C005 C008 116.98(13) . . ?
C00C C006 C00A 117.00(13) . . ?
C00C C006 C00K 118.59(14) . . ?
C00K C006 C00A 124.36(14) . . ?
C00H C007 C00A 119.80(13) . . ?
C00H C007 C00J 118.36(14) . . ?
C00J C007 C00A 121.79(14) . . ?
C00B C008 C005 123.97(13) . . ?
C00B C008 C00I 117.77(14) . . ?
C00I C008 C005 118.26(14) . . ?
N003 C009 C00A 124.37(13) . . ?
N003 C009 C00E 114.45(12) . . ?
C00A C009 C00E 121.18(13) . . ?
C006 C00A C007 119.58(12) . . ?
C009 C00A C006 118.18(13) . . ?
C009 C00A C007 122.09(13) . . ?
C008 C00B H00B 119.5 . . ?
C00D C00B C008 121.08(14) . . ?
C00D C00B H00B 119.5 . . ?
C005 C00C C006 119.77(13) . . ?
C005 C00C C00F 121.11(14) . . ?
C00F C00C C006 119.10(13) . . ?
C00B C00D C00G 119.18(14) . . ?
C00B C00D C00N 119.93(15) . . ?
C00N C00D C00G 120.89(14) . . ?
C00M C00E C009 120.72(13) . . ?
C00M C00E C00T 119.19(16) . . ?
C00T C00E C009 120.07(16) . . ?
O001 C00F C00C 120.87(14) . . ?
C00Q C00F O001 117.66(15) . . ?
C00Q C00F C00C 121.48(15) . . ?
O002 C00G C00D 111.34(14) . . ?
O004 C00G O002 123.69(16) . . ?
O004 C00G C00D 124.96(15) . . ?
C007 C00H H00H 119.7 . . ?
C00R C00H C007 120.56(16) . . ?
C00R C00H H00H 119.7 . . ?
O001 C00I C008 123.02(14) . . ?
O001 C00I C00L 115.54(14) . . ?
C00L C00I C008 121.44(15) . . ?
C007 C00J H00J 119.6 . . ?
C00O C00J C007 120.83(16) . . ?
C00O C00J H00J 119.6 . . ?
C006 C00K H00K 120.1 . . ?
C00P C00K C006 119.89(16) . . ?
C00P C00K H00K 120.1 . . ?
C00I C00L H00L 120.1 . . ?
C00N C00L C00I 119.78(15) . . ?
C00N C00L H00L 120.1 . . ?
C00E C00M H00M 119.9 . . ?
C00E C00M C00U 120.26(19) . . ?
C00U C00M H00M 119.9 . . ?
C00D C00N H00N 120.0 . . ?
C00L C00N C00D 119.97(15) . . ?
C00L C00N H00N 120.0 . . ?
C00J C00O H00O 120.0 . . ?
C00S C00O C00J 120.00(16) . . ?
C00S C00O H00O 120.0 . . ?
C00K C00P H00P 119.0 . . ?
C00K C00P C00Q 121.97(16) . . ?
C00Q C00P H00P 119.0 . . ?
C00F C00Q C00P 118.96(16) . . ?
C00F C00Q H00Q 120.5 . . ?
C00P C00Q H00Q 120.5 . . ?
C00H C00R H00R 119.8 . . ?
C00S C00R C00H 120.34(18) . . ?
C00S C00R H00R 119.8 . . ?
C00O C00S H00S 120.1 . . ?
C00R C00S C00O 119.88(16) . . ?
C00R C00S H00S 120.1 . . ?
C00E C00T H00T 119.9 . . ?
C00V C00T C00E 120.2(2) . . ?
C00V C00T H00T 119.9 . . ?
C00M C00U H00U 119.8 . . ?
C00X C00U C00M 120.4(2) . . ?
C00X C00U H00U 119.8 . . ?
C00T C00V H00V 119.9 . . ?
C00X C00V C00T 120.2(2) . . ?
C00X C00V H00V 119.9 . . ?
O002 C00W H00A 109.5 . . ?
O002 C00W H00C 109.5 . . ?
O002 C00W H00D 109.5 . . ?
H00A C00W H00C 109.5 . . ?
H00A C00W H00D 109.5 . . ?
H00C C00W H00D 109.5 . . ?
C00U C00X C00V 119.78(19) . . ?
C00U C00X H00X 120.1 . . ?
C00V C00X H00X 120.1 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lj-c-3
_database_code_depnum_ccdc_archive 'CCDC 1899574'
loop_
_audit_author_name
_audit_author_address
'Jiao Liu'
;Sichuan university
China
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2018-11-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H15 Br2 N O'
_chemical_formula_sum            'C28 H15 Br2 N O'
_chemical_formula_weight         541.23
_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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.3487(4)
_cell_length_b                   14.9382(7)
_cell_length_c                   31.3522(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4378.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4598
_cell_measurement_temperature    293.27(13)
_cell_measurement_theta_max      72.5280
_cell_measurement_theta_min      5.1050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.861
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear greenish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            12509
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.878
_diffrn_reflns_theta_min         5.510
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.27(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  33.00   1.00    1.10    --  -36.04  38.00 150.00   88
  2  ω   -103.00 -19.00   1.00    1.10    --  -36.04 -57.00-150.00   84
  3  ω     17.00 105.00   1.00    1.10    --   36.04  38.00  30.00   88
  4  ω     23.00  89.00   1.00    1.10    --   36.04-125.00-150.00   66
  5  ω    100.00 178.00   1.00    4.41    --  108.71 111.00 150.00   78
  6  ω     87.00 178.00   1.00    4.41    --  108.71  30.00 -30.00   91
  7  ω     39.00 109.00   1.00    4.41    --  108.71 -94.00 120.00   70
  8  ω     47.00 112.00   1.00    4.41    --  108.71 -61.00 150.00   65
  9  ω     79.00 129.00   1.00    4.41    --  108.71 -30.00 -30.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0212075000
_diffrn_orient_matrix_UB_12      -0.0341288000
_diffrn_orient_matrix_UB_13      0.0459354000
_diffrn_orient_matrix_UB_21      0.0031478000
_diffrn_orient_matrix_UB_22      0.0972993000
_diffrn_orient_matrix_UB_23      0.0162907000
_diffrn_orient_matrix_UB_31      -0.1633503000
_diffrn_orient_matrix_UB_32      -0.0024970000
_diffrn_orient_matrix_UB_33      0.0062878000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3408
_reflns_number_total             4295
_reflns_odcompleteness_completeness 99.91
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         0.897
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.142
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0746
_refine_ls_restrained_S_all      1.041
_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)+(0.1404P)²+3.7064P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2021
_refine_ls_wR_factor_ref         0.2194
_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:
 C00E(H00E), C00H(H00H), C00I(H00I), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br01 Br 0.65127(7) 0.63880(5) 0.46294(3) 0.0731(3) Uani 1 1 d . . . . .
Br02 Br 0.33345(10) 0.10626(6) 0.53109(2) 0.0839(3) Uani 1 1 d . . . . .
N003 N 0.4451(4) 0.3740(2) 0.30004(10) 0.0353(7) Uani 1 1 d . . . . .
O004 O 0.2045(5) 0.1971(3) 0.16670(12) 0.0680(11) Uani 1 1 d . . . . .
C005 C 0.4188(5) 0.3504(3) 0.34117(12) 0.0322(8) Uani 1 1 d . . . . .
C006 C 0.4762(4) 0.4168(3) 0.37234(12) 0.0335(8) Uani 1 1 d . . . . .
C007 C 0.4294(5) 0.3524(3) 0.22422(12) 0.0355(9) Uani 1 1 d . . . . .
C008 C 0.2771(5) 0.2251(3) 0.31828(12) 0.0356(9) Uani 1 1 d . . . . .
C009 C 0.3427(4) 0.2737(3) 0.35189(13) 0.0337(9) Uani 1 1 d . . . . .
C00A C 0.3018(5) 0.2516(3) 0.27539(13) 0.0356(9) Uani 1 1 d . . . . .
C00B C 0.3933(5) 0.3263(3) 0.26840(12) 0.0336(8) Uani 1 1 d . . . . .
C00C C 0.3383(4) 0.2372(3) 0.39619(13) 0.0347(9) Uani 1 1 d . . . . .
C00D C 0.2374(5) 0.2053(3) 0.24116(13) 0.0407(10) Uani 1 1 d . . . . .
C00E C 0.2186(6) 0.2053(4) 0.46266(14) 0.0474(11) Uani 1 1 d . . . . .
H00E H 0.1388 0.2107 0.4802 0.057 Uiso 1 1 calc R . . . .
C00F C 0.3363(6) 0.1620(4) 0.47643(14) 0.0473(12) Uani 1 1 d . . . . .
C00G C 0.3675(5) 0.3078(3) 0.18972(13) 0.0397(10) Uani 1 1 d . . . . .
C00H C 0.4562(5) 0.5043(3) 0.43706(15) 0.0476(11) Uani 1 1 d . . . . .
H00H H 0.4083 0.5183 0.4622 0.057 Uiso 1 1 calc R . . . .
C00I C 0.6001(5) 0.4629(3) 0.36249(14) 0.0411(10) Uani 1 1 d . . . . .
H00I H 0.6488 0.4491 0.3375 0.049 Uiso 1 1 calc R . . . .
C00J C 0.5794(5) 0.5484(3) 0.42604(15) 0.0439(10) Uani 1 1 d . . . . .
C00K C 0.6537(5) 0.5296(3) 0.38917(16) 0.0433(10) Uani 1 1 d . . . . .
H00K H 0.7370 0.5604 0.3823 0.052 Uiso 1 1 calc R . . . .
C00L C 0.2181(5) 0.2415(3) 0.42203(15) 0.0429(10) Uani 1 1 d . . . . .
H00L H 0.1358 0.2691 0.4119 0.051 Uiso 1 1 calc R . . . .
C00M C 0.5267(5) 0.4221(3) 0.21648(14) 0.0455(10) Uani 1 1 d . . . . .
H00M H 0.5700 0.4518 0.2391 0.055 Uiso 1 1 calc R . . . .
C00N C 0.1882(6) 0.1494(3) 0.32523(15) 0.0462(11) Uani 1 1 d . . . . .
H00N H 0.1711 0.1298 0.3529 0.055 Uiso 1 1 calc R . . . .
C00O C 0.4046(5) 0.4384(3) 0.41008(15) 0.0440(10) Uani 1 1 d . . . . .
H00O H 0.3210 0.4081 0.4172 0.053 Uiso 1 1 calc R . . . .
C00P C 0.2645(6) 0.2335(3) 0.19642(14) 0.0458(11) Uani 1 1 d . . . . .
C00Q C 0.4013(6) 0.3335(4) 0.14782(14) 0.0491(12) Uani 1 1 d . . . . .
H00Q H 0.3605 0.3035 0.1248 0.059 Uiso 1 1 calc R . . . .
C00R C 0.5575(6) 0.4462(4) 0.17519(16) 0.0540(12) Uani 1 1 d . . . . .
H00R H 0.6219 0.4924 0.1701 0.065 Uiso 1 1 calc R . . . .
C00S C 0.1505(6) 0.1330(4) 0.24937(18) 0.0529(13) Uani 1 1 d . . . . .
H00S H 0.1071 0.1026 0.2269 0.063 Uiso 1 1 calc R . . . .
C00T C 0.4942(6) 0.4026(4) 0.14086(14) 0.0555(13) Uani 1 1 d . . . . .
H00T H 0.5152 0.4205 0.1131 0.067 Uiso 1 1 calc R . . . .
C00U C 0.4583(5) 0.1952(4) 0.41219(15) 0.0507(12) Uani 1 1 d . . . . .
H00U H 0.5411 0.1926 0.3958 0.061 Uiso 1 1 calc R . . . .
C00V C 0.1272(7) 0.1050(4) 0.29161(18) 0.0561(13) Uani 1 1 d . . . . .
H00V H 0.0694 0.0555 0.2968 0.067 Uiso 1 1 calc R . . . .
C00W C 0.4569(6) 0.1567(4) 0.45263(18) 0.0601(14) Uani 1 1 d . . . . .
H00W H 0.5375 0.1277 0.4631 0.072 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
Br01 C00J 1.901(4) . ?
Br02 C00F 1.906(4) . ?
N003 C005 1.359(5) . ?
N003 C00B 1.314(5) . ?
O004 C00P 1.216(6) . ?
C005 C006 1.492(5) . ?
C005 C009 1.390(6) . ?
C006 C00I 1.382(6) . ?
C006 C00O 1.397(6) . ?
C007 C00B 1.478(5) . ?
C007 C00G 1.396(6) . ?
C007 C00M 1.404(7) . ?
C008 C009 1.419(6) . ?
C008 C00A 1.420(6) . ?
C008 C00N 1.420(6) . ?
C009 C00C 1.492(6) . ?
C00A C00B 1.423(6) . ?
C00A C00D 1.411(6) . ?
C00C C00L 1.386(6) . ?
C00C C00U 1.380(6) . ?
C00D C00P 1.486(6) . ?
C00D C00S 1.376(7) . ?
C00E H00E 0.9300 . ?
C00E C00F 1.347(8) . ?
C00E C00L 1.384(6) . ?
C00F C00W 1.354(8) . ?
C00G C00P 1.484(7) . ?
C00G C00Q 1.405(6) . ?
C00H H00H 0.9300 . ?
C00H C00J 1.371(7) . ?
C00H C00O 1.385(7) . ?
C00I H00I 0.9300 . ?
C00I C00K 1.394(6) . ?
C00J C00K 1.378(7) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00M C00R 1.374(6) . ?
C00N H00N 0.9300 . ?
C00N C00V 1.370(7) . ?
C00O H00O 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00T 1.367(8) . ?
C00R H00R 0.9300 . ?
C00R C00T 1.390(8) . ?
C00S H00S 0.9300 . ?
C00S C00V 1.406(8) . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00U C00W 1.392(7) . ?
C00V H00V 0.9300 . ?
C00W H00W 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
C00B N003 C005 120.6(4) . . ?
N003 C005 C006 112.6(4) . . ?
N003 C005 C009 122.4(4) . . ?
C009 C005 C006 125.0(3) . . ?
C00I C006 C005 119.1(4) . . ?
C00I C006 C00O 118.4(4) . . ?
C00O C006 C005 122.4(4) . . ?
C00G C007 C00B 120.3(4) . . ?
C00G C007 C00M 119.3(4) . . ?
C00M C007 C00B 120.4(4) . . ?
C009 C008 C00A 119.3(4) . . ?
C009 C008 C00N 123.1(4) . . ?
C00N C008 C00A 117.5(4) . . ?
C005 C009 C008 117.6(4) . . ?
C005 C009 C00C 122.7(4) . . ?
C008 C009 C00C 119.5(4) . . ?
C008 C00A C00B 117.5(4) . . ?
C00D C00A C008 120.9(4) . . ?
C00D C00A C00B 121.6(4) . . ?
N003 C00B C007 118.7(4) . . ?
N003 C00B C00A 122.0(4) . . ?
C00A C00B C007 119.2(4) . . ?
C00L C00C C009 123.3(4) . . ?
C00U C00C C009 118.8(4) . . ?
C00U C00C C00L 117.8(4) . . ?
C00A C00D C00P 120.4(4) . . ?
C00S C00D C00A 119.6(4) . . ?
C00S C00D C00P 120.0(4) . . ?
C00F C00E H00E 120.5 . . ?
C00F C00E C00L 119.0(4) . . ?
C00L C00E H00E 120.5 . . ?
C00E C00F Br02 119.1(4) . . ?
C00E C00F C00W 122.1(4) . . ?
C00W C00F Br02 118.8(4) . . ?
C007 C00G C00P 121.1(4) . . ?
C007 C00G C00Q 120.0(5) . . ?
C00Q C00G C00P 118.9(4) . . ?
C00J C00H H00H 120.6 . . ?
C00J C00H C00O 118.7(4) . . ?
C00O C00H H00H 120.6 . . ?
C006 C00I H00I 119.2 . . ?
C006 C00I C00K 121.5(4) . . ?
C00K C00I H00I 119.2 . . ?
C00H C00J Br01 119.0(4) . . ?
C00H C00J C00K 122.5(4) . . ?
C00K C00J Br01 118.5(4) . . ?
C00I C00K H00K 121.1 . . ?
C00J C00K C00I 117.9(4) . . ?
C00J C00K H00K 121.1 . . ?
C00C C00L H00L 119.4 . . ?
C00E C00L C00C 121.2(4) . . ?
C00E C00L H00L 119.4 . . ?
C007 C00M H00M 120.3 . . ?
C00R C00M C007 119.5(5) . . ?
C00R C00M H00M 120.3 . . ?
C008 C00N H00N 119.6 . . ?
C00V C00N C008 120.8(5) . . ?
C00V C00N H00N 119.6 . . ?
C006 C00O H00O 119.5 . . ?
C00H C00O C006 120.9(4) . . ?
C00H C00O H00O 119.5 . . ?
O004 C00P C00D 121.2(5) . . ?
O004 C00P C00G 121.7(5) . . ?
C00G C00P C00D 117.1(4) . . ?
C00G C00Q H00Q 120.0 . . ?
C00T C00Q C00G 119.9(5) . . ?
C00T C00Q H00Q 120.0 . . ?
C00M C00R H00R 119.4 . . ?
C00M C00R C00T 121.2(5) . . ?
C00T C00R H00R 119.4 . . ?
C00D C00S H00S 119.9 . . ?
C00D C00S C00V 120.1(4) . . ?
C00V C00S H00S 119.9 . . ?
C00Q C00T C00R 120.0(4) . . ?
C00Q C00T H00T 120.0 . . ?
C00R C00T H00T 120.0 . . ?
C00C C00U H00U 119.6 . . ?
C00C C00U C00W 120.7(5) . . ?
C00W C00U H00U 119.6 . . ?
C00N C00V C00S 121.0(5) . . ?
C00N C00V H00V 119.5 . . ?
C00S C00V H00V 119.5 . . ?
C00F C00W C00U 119.0(5) . . ?
C00F C00W H00W 120.5 . . ?
C00U C00W H00W 120.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2018-11-20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 9.771
_oxdiff_exptl_absorpt_empirical_full_min 0.444
####################################################################### 
# 
# 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_lj-o-18-150k
_database_code_depnum_ccdc_archive 'CCDC 1899578'
loop_
_audit_author_name
_audit_author_address
'Jiao Liu'
;Sichuan university
China
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2018-11-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H17 N O'
_chemical_formula_sum            'C23 H17 N O'
_chemical_formula_weight         323.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   4.9223(4)
_cell_length_b                   15.5634(7)
_cell_length_c                   41.9514(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3213.8(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2874
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.1240
_cell_measurement_theta_min      6.0420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.636
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            9248
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.507
_diffrn_reflns_theta_min         5.686
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   10.00  104.00   1.0000    3.3600
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000   60.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -31.00   63.00   1.0000    3.3600
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -77.0000  -60.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   53.00   1.0000    3.3600
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000   30.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega  -31.00   63.00   1.0000    3.3600
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -77.0000 -180.0000 94

#__ type_ start__ end____ width___ exp.time_
  5 omega   20.00  104.00   1.0000    3.3600
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   87.00  178.00   1.0000   13.4600
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -30.0000 91

#__ type_ start__ end____ width___ exp.time_
  7 omega   38.00   91.00   1.0000   13.4600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

#__ type_ start__ end____ width___ exp.time_
  8 omega   49.00   80.00   1.0000   13.4600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 31

#__ type_ start__ end____ width___ exp.time_
  9 omega  103.00  177.00   1.0000   13.4600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -30.0000 74

#__ type_ start__ end____ width___ exp.time_
 10 omega   61.00  103.00   1.0000   13.4600
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0043699000
_diffrn_orient_matrix_UB_12      0.0207520000
_diffrn_orient_matrix_UB_13      -0.0359022000
_diffrn_orient_matrix_UB_21      -0.0227978000
_diffrn_orient_matrix_UB_22      -0.0965893000
_diffrn_orient_matrix_UB_23      -0.0077027000
_diffrn_orient_matrix_UB_31      -0.3119192000
_diffrn_orient_matrix_UB_32      0.0072244000
_diffrn_orient_matrix_UB_33      0.0000417000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2647
_reflns_number_total             3100
_reflns_odcompleteness_completeness 99.74
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.298
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0603
_refine_ls_restrained_S_all      1.065
_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)+(0.1056P)²+1.0018P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1653
_refine_ls_wR_factor_ref         0.1742
_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. Others
 Sof(C7A)=Sof(H7A)=1-FVAR(1)
 Sof(C7)=Sof(H7)=FVAR(1)
 Sof(H00F)=Sof(C5A)=Sof(H5A)=1-FVAR(2)
 Sof(H00K)=Sof(C5)=Sof(H5)=FVAR(2)
 Sof(C2A)=Sof(H2A)=1-FVAR(3)
 Sof(C2)=Sof(H2)=FVAR(3)
 Sof(C6A)=Sof(H6A)=1-FVAR(4)
 Sof(C6)=Sof(H6)=FVAR(4)
3.a Secondary CH2 refined with riding coordinates:
 C00J(H00B,H00D)
3.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C00A(H00A), C00C(H00C), C00E(H00E), C00G(H00G), C00H(H00H),
 C00I(H00I), C00K(H00K), C00K(H00F), C2(H2), C5(H5), C6(H6), C7(H7), C7A(H7A),
 C5A(H5A), C2A(H2A), C6A(H6A)
3.c Idealised Me refined as rotating group:
 C00L(H00J,H00L,H00M)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.5348(3) 0.53620(8) 0.71319(3) 0.0255(3) Uani 1 1 d . . . . .
N002 N 0.4117(3) 0.58846(10) 0.61698(3) 0.0236(4) Uani 1 1 d . . . . .
C003 C 0.6600(3) 0.61563(11) 0.66541(4) 0.0215(4) Uani 1 1 d . . . . .
C004 C 0.3047(3) 0.50509(11) 0.66349(4) 0.0213(4) Uani 1 1 d . . . . .
C005 C 0.4545(3) 0.56879(11) 0.64713(4) 0.0215(4) Uani 1 1 d . . . . .
C006 C 0.8293(4) 0.67819(11) 0.65207(4) 0.0244(4) Uani 1 1 d . . . . .
H006 H 0.8127 0.6918 0.6301 0.029 Uiso 1 1 calc R . . . .
C007 C 0.1060(4) 0.45708(11) 0.64674(4) 0.0233(4) Uani 1 1 d . . . . .
C008 C 0.6904(3) 0.59681(11) 0.69776(4) 0.0224(4) Uani 1 1 d . . . . .
C009 C 0.1742(4) 0.57704(13) 0.56774(4) 0.0272(4) Uani 1 1 d . . . . .
C00A C 0.1941(4) 0.43072(12) 0.71268(4) 0.0259(4) Uani 1 1 d . . . . .
H00A H 0.2223 0.4213 0.7348 0.031 Uiso 1 1 calc R . . . .
C00B C 0.2168(4) 0.54326(12) 0.60070(4) 0.0253(4) Uani 1 1 d . . . . .
C00C C -0.0030(4) 0.38414(12) 0.69590(4) 0.0271(4) Uani 1 1 d . . . . .
H00C H -0.1098 0.3432 0.7071 0.033 Uiso 1 1 calc R . . . .
C00D C 0.3454(4) 0.49031(11) 0.69633(4) 0.0229(4) Uani 1 1 d . . . . .
C00E C 0.8794(4) 0.63954(12) 0.71637(4) 0.0256(4) Uani 1 1 d . . . . .
H00E H 0.8959 0.6265 0.7384 0.031 Uiso 1 1 calc R . . . .
C00F C 0.0673(4) 0.47669(12) 0.61366(4) 0.0256(4) Uani 1 1 d . . . . .
C00G C -0.0468(4) 0.39565(12) 0.66399(4) 0.0261(4) Uani 1 1 d . . . . .
H00G H -0.1805 0.3622 0.6534 0.031 Uiso 1 1 calc R . . . .
C00H C 1.0197(4) 0.72041(12) 0.67031(4) 0.0268(4) Uani 1 1 d . . . . .
H00H H 1.1345 0.7624 0.6609 0.032 Uiso 1 1 calc R . . . .
C00I C 1.0436(4) 0.70129(12) 0.70266(4) 0.0286(4) Uani 1 1 d . . . . .
H00I H 1.1734 0.7309 0.7153 0.034 Uiso 1 1 calc R . . . .
C00J C -0.1295(5) 0.42313(14) 0.59468(5) 0.0344(5) Uani 1 1 d . . . . .
H00B H -0.1767 0.4539 0.5748 0.041 Uiso 1 1 calc R . . . .
H00D H -0.2986 0.4153 0.6071 0.041 Uiso 1 1 calc R . . . .
C00K C 0.0938(5) 0.64913(16) 0.50753(5) 0.0400(5) Uani 1 1 d . . . . .
H00K H 0.0631 0.6662 0.4861 0.048 Uiso 0.490(6) 1 calc R . P A 1
H00F H 0.0619 0.6750 0.4874 0.048 Uiso 0.510(6) 1 calc R . P A 2
C00L C -0.0120(6) 0.33493(15) 0.58632(5) 0.0485(6) Uani 1 1 d . . . . .
H00J H 0.1501 0.3423 0.5730 0.073 Uiso 1 1 calc GR . . . .
H00L H -0.1479 0.3014 0.5746 0.073 Uiso 1 1 calc GR . . . .
H00M H 0.0373 0.3046 0.6060 0.073 Uiso 1 1 calc GR . . . .
C2 C -0.0824(8) 0.6146(2) 0.55917(9) 0.0287(11) Uani 0.511(6) 1 d . . P A 1
H2 H -0.2265 0.6145 0.5742 0.034 Uiso 0.511(6) 1 calc R . P A 1
C5 C 0.3414(9) 0.6239(3) 0.51636(9) 0.0375(13) Uani 0.490(6) 1 d . . P A 1
H5 H 0.4899 0.6308 0.5021 0.045 Uiso 0.490(6) 1 calc R . P A 1
C6 C -0.1239(9) 0.6509(3) 0.52950(9) 0.0327(12) Uani 0.497(6) 1 d . . P A 1
H6 H -0.2933 0.6762 0.5240 0.039 Uiso 0.497(6) 1 calc R . P A 1
C7 C 0.3840(8) 0.5875(3) 0.54624(9) 0.0356(12) Uani 0.498(6) 1 d . . P A 1
H7 H 0.5618 0.5694 0.5520 0.043 Uiso 0.498(6) 1 calc R . P A 1
C7A C 0.1924(9) 0.5206(3) 0.54061(9) 0.0328(11) Uani 0.502(6) 1 d . . P A 2
H7A H 0.2296 0.4611 0.5432 0.039 Uiso 0.502(6) 1 calc R . P A 2
C5A C 0.1537(10) 0.5558(3) 0.51056(9) 0.0429(14) Uani 0.510(6) 1 d . . P A 2
H5A H 0.1654 0.5206 0.4921 0.051 Uiso 0.510(6) 1 calc R . P A 2
C2A C 0.1273(8) 0.6592(2) 0.56360(9) 0.0261(11) Uani 0.489(6) 1 d . . P A 2
H2A H 0.1208 0.6961 0.5816 0.031 Uiso 0.489(6) 1 calc R . P A 2
C6A C 0.0870(8) 0.6934(3) 0.53364(9) 0.0323(12) Uani 0.503(6) 1 d . . P A 2
H6A H 0.0521 0.7533 0.5321 0.039 Uiso 0.503(6) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C008 1.377(2) . ?
O001 C00D 1.371(2) . ?
N002 C005 1.318(2) . ?
N002 C00B 1.372(2) . ?
C003 C005 1.464(2) . ?
C003 C006 1.399(2) . ?
C003 C008 1.396(2) . ?
C004 C005 1.413(2) . ?
C004 C007 1.417(2) . ?
C004 C00D 1.411(2) . ?
C006 H006 0.9500 . ?
C006 C00H 1.377(3) . ?
C007 C00F 1.434(2) . ?
C007 C00G 1.416(2) . ?
C008 C00E 1.385(3) . ?
C009 C00B 1.494(2) . ?
C009 C2 1.437(4) . ?
C009 C7 1.381(5) . ?
C009 C7A 1.440(4) . ?
C009 C2A 1.312(4) . ?
C00A H00A 0.9500 . ?
C00A C00C 1.401(3) . ?
C00A C00D 1.373(3) . ?
C00B C00F 1.382(3) . ?
C00C H00C 0.9500 . ?
C00C C00G 1.368(3) . ?
C00E H00E 0.9500 . ?
C00E C00I 1.381(3) . ?
C00F C00J 1.506(3) . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9500 . ?
C00H C00I 1.395(3) . ?
C00I H00I 0.9500 . ?
C00J H00B 0.9900 . ?
C00J H00D 0.9900 . ?
C00J C00L 1.530(3) . ?
C00K H00K 0.9500 . ?
C00K H00F 0.9500 . ?
C00K C5 1.333(5) . ?
C00K C6 1.414(5) . ?
C00K C5A 1.488(5) . ?
C00K C6A 1.295(5) . ?
C00L H00J 0.9800 . ?
C00L H00L 0.9800 . ?
C00L H00M 0.9800 . ?
C2 H2 0.9500 . ?
C2 C6 1.382(5) . ?
C5 H5 0.9500 . ?
C5 C7 1.391(5) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7A H7A 0.9500 . ?
C7A C5A 1.387(5) . ?
C5A H5A 0.9500 . ?
C2A H2A 0.9500 . ?
C2A C6A 1.379(5) . ?
C6A H6A 0.9500 . ?

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
C00D O001 C008 119.50(13) . . ?
C005 N002 C00B 118.05(16) . . ?
C006 C003 C005 123.30(15) . . ?
C008 C003 C005 118.59(16) . . ?
C008 C003 C006 118.11(16) . . ?
C005 C004 C007 119.26(16) . . ?
C00D C004 C005 120.95(16) . . ?
C00D C004 C007 119.77(16) . . ?
N002 C005 C003 119.82(16) . . ?
N002 C005 C004 123.06(16) . . ?
C004 C005 C003 117.09(15) . . ?
C003 C006 H006 119.5 . . ?
C00H C006 C003 121.03(16) . . ?
C00H C006 H006 119.5 . . ?
C004 C007 C00F 117.37(16) . . ?
C00G C007 C004 117.97(16) . . ?
C00G C007 C00F 124.61(17) . . ?
O001 C008 C003 122.78(16) . . ?
O001 C008 C00E 115.93(15) . . ?
C00E C008 C003 121.29(17) . . ?
C2 C009 C00B 119.8(2) . . ?
C7 C009 C00B 122.8(2) . . ?
C7 C009 C2 116.5(3) . . ?
C7A C009 C00B 120.5(2) . . ?
C2A C009 C00B 119.4(2) . . ?
C2A C009 C7A 120.1(3) . . ?
C00C C00A H00A 120.8 . . ?
C00D C00A H00A 120.8 . . ?
C00D C00A C00C 118.31(16) . . ?
N002 C00B C009 112.23(16) . . ?
N002 C00B C00F 124.12(16) . . ?
C00F C00B C009 123.59(16) . . ?
C00A C00C H00C 118.9 . . ?
C00G C00C C00A 122.24(17) . . ?
C00G C00C H00C 118.9 . . ?
O001 C00D C004 121.03(16) . . ?
O001 C00D C00A 117.59(15) . . ?
C00A C00D C004 121.37(16) . . ?
C008 C00E H00E 120.2 . . ?
C00I C00E C008 119.50(16) . . ?
C00I C00E H00E 120.2 . . ?
C007 C00F C00J 118.67(17) . . ?
C00B C00F C007 118.00(16) . . ?
C00B C00F C00J 123.32(16) . . ?
C007 C00G H00G 119.8 . . ?
C00C C00G C007 120.34(17) . . ?
C00C C00G H00G 119.8 . . ?
C006 C00H H00H 120.1 . . ?
C006 C00H C00I 119.77(17) . . ?
C00I C00H H00H 120.1 . . ?
C00E C00I C00H 120.30(17) . . ?
C00E C00I H00I 119.9 . . ?
C00H C00I H00I 119.9 . . ?
C00F C00J H00B 109.2 . . ?
C00F C00J H00D 109.2 . . ?
C00F C00J C00L 111.99(19) . . ?
H00B C00J H00D 107.9 . . ?
C00L C00J H00B 109.2 . . ?
C00L C00J H00D 109.2 . . ?
C5 C00K H00K 119.4 . . ?
C5 C00K C6 121.2(3) . . ?
C6 C00K H00K 119.4 . . ?
C5A C00K H00F 121.5 . . ?
C6A C00K H00F 121.5 . . ?
C6A C00K C5A 116.9(3) . . ?
C00J C00L H00J 109.5 . . ?
C00J C00L H00L 109.5 . . ?
C00J C00L H00M 109.5 . . ?
H00J C00L H00L 109.5 . . ?
H00J C00L H00M 109.5 . . ?
H00L C00L H00M 109.5 . . ?
C009 C2 H2 119.3 . . ?
C6 C2 C009 121.4(3) . . ?
C6 C2 H2 119.3 . . ?
C00K C5 H5 119.7 . . ?
C00K C5 C7 120.6(4) . . ?
C7 C5 H5 119.7 . . ?
C00K C6 H6 121.1 . . ?
C2 C6 C00K 117.8(3) . . ?
C2 C6 H6 121.1 . . ?
C009 C7 C5 121.6(4) . . ?
C009 C7 H7 119.2 . . ?
C5 C7 H7 119.2 . . ?
C009 C7A H7A 121.0 . . ?
C5A C7A C009 118.0(4) . . ?
C5A C7A H7A 121.0 . . ?
C00K C5A H5A 120.3 . . ?
C7A C5A C00K 119.3(3) . . ?
C7A C5A H5A 120.3 . . ?
C009 C2A H2A 119.3 . . ?
C009 C2A C6A 121.5(3) . . ?
C6A C2A H2A 119.3 . . ?
C00K C6A C2A 124.2(4) . . ?
C00K C6A H6A 117.9 . . ?
C2A C6A H6A 117.9 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2018-11-01
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lj-o-3
_database_code_depnum_ccdc_archive 'CCDC 1899575'
loop_
_audit_author_name
_audit_author_address
'Jiao Liu'
;Sichuan university
China
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2018-04-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H19 N O2'
_chemical_formula_sum            'C28 H19 N O2'
_chemical_formula_weight         401.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.2618(4)
_cell_length_b                   17.9015(5)
_cell_length_c                   10.0060(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.529(3)
_cell_angle_gamma                90
_cell_volume                     2004.16(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3741
_cell_measurement_temperature    283.73(10)
_cell_measurement_theta_max      72.6830
_cell_measurement_theta_min      4.6360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear greenish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11333
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.566
_diffrn_reflns_theta_min         4.941
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      283.73(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00  104.00   1.0000    6.1800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega   20.00  104.00   1.0000    6.1800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega   10.00  104.00   1.0000    6.1800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000  -60.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega   20.00  104.00   1.0000    6.1800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   17.00  105.00   1.0000    6.1800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000  150.0000 88

#__ type_ start__ end____ width___ exp.time_
  6 omega    0.00   26.00   1.0000    6.1800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   94.0000   80.0128 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   23.00   90.00   1.0000    6.1800
omega____ theta____ kappa____ phi______ frames
    -       36.2921 -125.0000  -30.0000 67

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   91.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 53

#__ type_ start__ end____ width___ exp.time_
  9 omega   91.00  176.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00   91.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

#__ type_ start__ end____ width___ exp.time_
 11 omega   39.00  109.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  120.0000 70

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00  116.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 78

#__ type_ start__ end____ width___ exp.time_
 13 omega   40.00   98.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   41.00  126.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  -90.0000 85

#__ type_ start__ end____ width___ exp.time_
 15 omega   39.00  109.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
 16 omega   38.00   91.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 53

#__ type_ start__ end____ width___ exp.time_
 17 omega   90.00  173.00   1.0000   24.7200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -30.0000 83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1172367000
_diffrn_orient_matrix_UB_12      0.0159810000
_diffrn_orient_matrix_UB_13      -0.0906476000
_diffrn_orient_matrix_UB_21      0.0692422000
_diffrn_orient_matrix_UB_22      0.0019068000
_diffrn_orient_matrix_UB_23      -0.1241480000
_diffrn_orient_matrix_UB_31      -0.0206080000
_diffrn_orient_matrix_UB_32      -0.0845168000
_diffrn_orient_matrix_UB_33      -0.0198587000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3130
_reflns_number_total             3917
_reflns_odcompleteness_completeness 99.81
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.161
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3917
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.015
_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)+(0.1059P)²+0.0955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1462
_refine_ls_wR_factor_ref         0.1582
_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:
 C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00T(H00T), C00U(H00U), C00V(H00V)
2.b Idealised Me refined as rotating group:
 C00S(H00A,H00B,H00C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.05530(11) 0.49682(6) 0.79069(11) 0.0487(3) Uani 1 1 d . . . . .
O002 O 0.20438(13) 0.65003(7) 0.36020(14) 0.0614(4) Uani 1 1 d . . . . .
N003 N 0.28118(11) 0.38931(7) 0.55164(13) 0.0413(3) Uani 1 1 d . . . . .
C004 C 0.17315(13) 0.38867(8) 0.74574(15) 0.0396(3) Uani 1 1 d . . . . .
C005 C 0.16696(12) 0.49817(8) 0.59568(14) 0.0380(3) Uani 1 1 d . . . . .
C006 C 0.32000(13) 0.52737(8) 0.27566(15) 0.0417(3) Uani 1 1 d . . . . .
C007 C 0.21040(12) 0.42515(8) 0.62571(14) 0.0377(3) Uani 1 1 d . . . . .
C008 C 0.09836(13) 0.42641(8) 0.82378(15) 0.0408(3) Uani 1 1 d . . . . .
C009 C 0.39080(14) 0.37571(8) 0.36366(15) 0.0413(3) Uani 1 1 d . . . . .
C00A C 0.31359(13) 0.42421(8) 0.44007(15) 0.0401(3) Uani 1 1 d . . . . .
C00B C 0.27887(13) 0.49593(8) 0.40094(15) 0.0399(3) Uani 1 1 d . . . . .
C00C C 0.20286(13) 0.53631(8) 0.48215(15) 0.0397(3) Uani 1 1 d . . . . .
C00D C 0.08903(13) 0.53236(8) 0.67882(15) 0.0419(3) Uani 1 1 d . . . . .
C00E C 0.36331(14) 0.35961(9) 0.22775(16) 0.0466(4) Uani 1 1 d . . . . .
H00E H 0.2979 0.3824 0.1791 0.056 Uiso 1 1 calc R . . . .
C00F C 0.06451(15) 0.39569(10) 0.94108(16) 0.0479(4) Uani 1 1 d . . . . .
H00F H 0.0157 0.4222 0.9932 0.057 Uiso 1 1 calc R . . . .
C00G C 0.04448(16) 0.60189(9) 0.64972(18) 0.0503(4) Uani 1 1 d . . . . .
H00G H -0.0098 0.6233 0.7019 0.060 Uiso 1 1 calc R . . . .
C00H C 0.43266(15) 0.30994(10) 0.16436(16) 0.0512(4) Uani 1 1 d . . . . .
H00H H 0.4128 0.2991 0.0737 0.061 Uiso 1 1 calc R . . . .
C00I C 0.10462(15) 0.32509(10) 0.97903(17) 0.0499(4) Uani 1 1 d . . . . .
H00I H 0.0820 0.3038 1.0571 0.060 Uiso 1 1 calc R . . . .
C00J C 0.16037(14) 0.61100(8) 0.46027(16) 0.0452(4) Uani 1 1 d . . . . .
C00K C 0.21246(14) 0.31715(9) 0.78683(16) 0.0464(4) Uani 1 1 d . . . . .
H00K H 0.2622 0.2907 0.7357 0.056 Uiso 1 1 calc R . . . .
C00L C 0.08123(16) 0.64081(9) 0.54039(18) 0.0514(4) Uani 1 1 d . . . . .
H00L H 0.0510 0.6885 0.5213 0.062 Uiso 1 1 calc R . . . .
C00M C 0.17831(15) 0.28544(9) 0.90224(17) 0.0507(4) Uani 1 1 d . . . . .
H00M H 0.2045 0.2378 0.9284 0.061 Uiso 1 1 calc R . . . .
C00N C 0.44022(15) 0.54108(9) 0.26712(18) 0.0517(4) Uani 1 1 d . . . . .
H00N H 0.4961 0.5327 0.3414 0.062 Uiso 1 1 calc R . . . .
C00O C 0.53067(16) 0.27646(10) 0.23415(19) 0.0559(4) Uani 1 1 d . . . . .
H00O H 0.5769 0.2430 0.1912 0.067 Uiso 1 1 calc R . . . .
C00P C 0.23909(16) 0.53932(11) 0.16230(18) 0.0551(4) Uani 1 1 d . . . . .
H00P H 0.1583 0.5298 0.1659 0.066 Uiso 1 1 calc R . . . .
C00Q C 0.48963(16) 0.34155(10) 0.43299(16) 0.0525(4) Uani 1 1 d . . . . .
H00Q H 0.5091 0.3514 0.5241 0.063 Uiso 1 1 calc R . . . .
C00R C 0.55977(17) 0.29294(11) 0.36839(19) 0.0607(5) Uani 1 1 d . . . . .
H00R H 0.6269 0.2713 0.4158 0.073 Uiso 1 1 calc R . . . .
C00S C 0.15046(19) 0.71875(11) 0.3190(2) 0.0663(5) Uani 1 1 d . . . . .
H00A H 0.1824 0.7360 0.2396 0.099 Uiso 1 1 calc GR . . . .
H00B H 0.1667 0.7549 0.3896 0.099 Uiso 1 1 calc GR . . . .
H00C H 0.0657 0.7120 0.2999 0.099 Uiso 1 1 calc GR . . . .
C00T C 0.2770(2) 0.56504(12) 0.0445(2) 0.0675(5) Uani 1 1 d . . . . .
H00T H 0.2217 0.5730 -0.0305 0.081 Uiso 1 1 calc R . . . .
C00U C 0.4772(2) 0.56713(12) 0.1490(2) 0.0712(6) Uani 1 1 d . . . . .
H00U H 0.5578 0.5768 0.1447 0.085 Uiso 1 1 calc R . . . .
C00V C 0.3961(2) 0.57894(13) 0.0373(2) 0.0761(6) Uani 1 1 d . . . . .
H00V H 0.4216 0.5962 -0.0423 0.091 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C008 1.3773(18) . ?
O001 C00D 1.3780(19) . ?
O002 C00J 1.360(2) . ?
O002 C00S 1.412(2) . ?
N003 C007 1.3155(19) . ?
N003 C00A 1.3647(19) . ?
C004 C007 1.469(2) . ?
C004 C008 1.387(2) . ?
C004 C00K 1.401(2) . ?
C005 C007 1.416(2) . ?
C005 C00C 1.423(2) . ?
C005 C00D 1.415(2) . ?
C006 C00B 1.495(2) . ?
C006 C00N 1.388(2) . ?
C006 C00P 1.388(2) . ?
C008 C00F 1.388(2) . ?
C009 C00A 1.499(2) . ?
C009 C00E 1.390(2) . ?
C009 C00Q 1.385(2) . ?
C00A C00B 1.385(2) . ?
C00B C00C 1.440(2) . ?
C00C C00J 1.429(2) . ?
C00D C00G 1.361(2) . ?
C00E H00E 0.9300 . ?
C00E C00H 1.384(2) . ?
C00F H00F 0.9300 . ?
C00F C00I 1.381(2) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.399(2) . ?
C00H H00H 0.9300 . ?
C00H C00O 1.375(3) . ?
C00I H00I 0.9300 . ?
C00I C00M 1.389(2) . ?
C00J C00L 1.373(2) . ?
C00K H00K 0.9300 . ?
C00K C00M 1.380(2) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00U 1.379(3) . ?
C00O H00O 0.9300 . ?
C00O C00R 1.378(3) . ?
C00P H00P 0.9300 . ?
C00P C00T 1.378(3) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.384(2) . ?
C00R H00R 0.9300 . ?
C00S H00A 0.9600 . ?
C00S H00B 0.9600 . ?
C00S H00C 0.9600 . ?
C00T H00T 0.9300 . ?
C00T C00V 1.373(3) . ?
C00U H00U 0.9300 . ?
C00U C00V 1.378(4) . ?
C00V H00V 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
C008 O001 C00D 119.72(12) . . ?
C00J O002 C00S 118.80(15) . . ?
C007 N003 C00A 118.25(12) . . ?
C008 C004 C007 119.45(13) . . ?
C008 C004 C00K 118.13(14) . . ?
C00K C004 C007 122.40(13) . . ?
C007 C005 C00C 119.33(13) . . ?
C00D C005 C007 119.79(13) . . ?
C00D C005 C00C 120.88(13) . . ?
C00N C006 C00B 121.04(14) . . ?
C00N C006 C00P 118.47(15) . . ?
C00P C006 C00B 120.39(14) . . ?
N003 C007 C004 119.43(13) . . ?
N003 C007 C005 123.19(13) . . ?
C005 C007 C004 117.38(13) . . ?
O001 C008 C004 122.00(13) . . ?
O001 C008 C00F 116.28(13) . . ?
C004 C008 C00F 121.71(14) . . ?
C00E C009 C00A 122.79(14) . . ?
C00Q C009 C00A 118.70(14) . . ?
C00Q C009 C00E 118.38(14) . . ?
N003 C00A C009 112.13(12) . . ?
N003 C00A C00B 124.21(13) . . ?
C00B C00A C009 123.65(13) . . ?
C00A C00B C006 118.78(13) . . ?
C00A C00B C00C 118.19(13) . . ?
C00C C00B C006 123.02(13) . . ?
C005 C00C C00B 116.78(13) . . ?
C005 C00C C00J 116.80(14) . . ?
C00J C00C C00B 126.41(14) . . ?
O001 C00D C005 121.63(13) . . ?
C00G C00D O001 117.84(14) . . ?
C00G C00D C005 120.53(14) . . ?
C009 C00E H00E 119.8 . . ?
C00H C00E C009 120.47(15) . . ?
C00H C00E H00E 119.8 . . ?
C008 C00F H00F 120.6 . . ?
C00I C00F C008 118.85(15) . . ?
C00I C00F H00F 120.6 . . ?
C00D C00G H00G 120.4 . . ?
C00D C00G C00L 119.21(15) . . ?
C00L C00G H00G 120.4 . . ?
C00E C00H H00H 119.7 . . ?
C00O C00H C00E 120.64(15) . . ?
C00O C00H H00H 119.7 . . ?
C00F C00I H00I 119.6 . . ?
C00F C00I C00M 120.87(15) . . ?
C00M C00I H00I 119.6 . . ?
O002 C00J C00C 116.74(14) . . ?
O002 C00J C00L 123.06(14) . . ?
C00L C00J C00C 120.18(15) . . ?
C004 C00K H00K 119.6 . . ?
C00M C00K C004 120.84(14) . . ?
C00M C00K H00K 119.6 . . ?
C00G C00L H00L 118.9 . . ?
C00J C00L C00G 122.19(14) . . ?
C00J C00L H00L 118.9 . . ?
C00I C00M H00M 120.2 . . ?
C00K C00M C00I 119.58(15) . . ?
C00K C00M H00M 120.2 . . ?
C006 C00N H00N 119.8 . . ?
C00U C00N C006 120.31(18) . . ?
C00U C00N H00N 119.8 . . ?
C00H C00O H00O 120.3 . . ?
C00H C00O C00R 119.34(16) . . ?
C00R C00O H00O 120.3 . . ?
C006 C00P H00P 119.6 . . ?
C00T C00P C006 120.79(17) . . ?
C00T C00P H00P 119.6 . . ?
C009 C00Q H00Q 119.6 . . ?
C00R C00Q C009 120.84(16) . . ?
C00R C00Q H00Q 119.6 . . ?
C00O C00R C00Q 120.32(17) . . ?
C00O C00R H00R 119.8 . . ?
C00Q C00R H00R 119.8 . . ?
O002 C00S H00A 109.5 . . ?
O002 C00S H00B 109.5 . . ?
O002 C00S H00C 109.5 . . ?
H00A C00S H00B 109.5 . . ?
H00A C00S H00C 109.5 . . ?
H00B C00S H00C 109.5 . . ?
C00P C00T H00T 119.8 . . ?
C00V C00T C00P 120.3(2) . . ?
C00V C00T H00T 119.8 . . ?
C00N C00U H00U 119.7 . . ?
C00V C00U C00N 120.68(19) . . ?
C00V C00U H00U 119.7 . . ?
C00T C00V C00U 119.42(18) . . ?
C00T C00V H00V 120.3 . . ?
C00U C00V H00V 120.3 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
