# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_zfl-d5-150k
_database_code_depnum_ccdc_archive 'CCDC 1975224'
loop_
_audit_author_name
_audit_author_address
'Zhou Fulin'
;sichuan university
China
;
_audit_update_record             
;
2020-01-03 deposited with the CCDC.	2020-06-24 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_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         'C34 H20'
_chemical_formula_sum            'C34 H20'
_chemical_formula_weight         428.50
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   11.0876(3)
_cell_length_b                   20.5912(4)
_cell_length_c                   19.1254(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.758(2)
_cell_angle_gamma                90
_cell_volume                     4336.13(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5061
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.5240
_cell_measurement_theta_min      4.2930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58428
_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 orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12071
_diffrn_reflns_point_group_measured_fraction_full 0.712
_diffrn_reflns_point_group_measured_fraction_max 0.687
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.710
_diffrn_reflns_theta_min         4.554
_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 0.979
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -31.00   53.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -57.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega  -35.00   66.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -19.0000    0.0000 101

#__ type_ start__ end____ width___ exp.time_
  3 omega   10.00  104.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421   77.0000  150.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega    1.00   75.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -99.0000  150.0000 74

#__ type_ start__ end____ width___ exp.time_
  5 omega   23.00   90.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421 -125.0000  120.0000 67

#__ type_ start__ end____ width___ exp.time_
  6 omega  -35.00   66.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -19.0000 -150.0000 101

#__ type_ start__ end____ width___ exp.time_
  7 omega   38.00   91.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00   98.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
  9 omega   38.00   91.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00   91.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 53

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   91.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   91.00  176.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   60.0000 85

#__ type_ start__ end____ width___ exp.time_
 13 omega   90.00  175.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -60.0000 85

#__ type_ start__ end____ width___ exp.time_
 14 omega   40.00   98.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
 15 omega   87.00  178.00   1.0000    4.5900
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000    0.0000 91

#__ type_ start__ end____ width___ exp.time_
 16 omega   10.00   72.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421   77.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
 17 omega   20.00   95.00   1.0000    1.1500
omega____ theta____ kappa____ phi______ frames
    -       36.5421   57.0000    0.0000 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_UB_11      0.0628457000
_diffrn_orient_matrix_UB_12      0.0426698000
_diffrn_orient_matrix_UB_13      -0.0511025000
_diffrn_orient_matrix_UB_21      -0.1248756000
_diffrn_orient_matrix_UB_22      0.0197630000
_diffrn_orient_matrix_UB_23      -0.0379892000
_diffrn_orient_matrix_UB_31      -0.0036577000
_diffrn_orient_matrix_UB_32      0.0582288000
_diffrn_orient_matrix_UB_33      0.0502807000
_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         0.402
_reflns_Friedel_fraction_full    0.423
_reflns_Friedel_fraction_max     0.395
_reflns_number_gt                5529
_reflns_number_total             5939
_reflns_odcompleteness_completeness 99.90
_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         0.588
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 1436 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     613
_refine_ls_number_reflns         5939
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.023
_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)+(0.0974P)²+0.4671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1392
_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:
 C005(H005), C007(H007), C008(H008), C00A(H00A), C00C(H00C), C00I(H00I),
 C00J(H00J), C00K(H00K), C00N(H00N), C00S(H00S), C00U(H00U), C00W(H00W),
 C00Z(H00Z), C011(H011), C012(H012), C013(H013), C014(H014), C016(H016),
 C017(H017), C018(H018), C019(H019), C01B(H01B), C01D(H01D), C01E(H01E),
 C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J), C01K(H01K), C01L(H01L),
 C01M(H01M), C01N(H01N), C01O(H01O), C01P(H01P), C01R(H01R), C01S(H01S),
 C01T(H01T), C01U(H01U), C01V(H01V), C01W(H01W)
;
_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
C001 C -0.8525(3) -0.22013(14) -0.36771(16) 0.0239(6) Uani 1 1 d . . . . .
C002 C -0.7454(3) -0.29647(15) -0.43610(16) 0.0241(6) Uani 1 1 d . . . . .
C003 C -0.2263(3) -0.40129(16) -0.50436(18) 0.0298(7) Uani 1 1 d . . . . .
C004 C -0.6725(3) -0.39309(15) -0.49521(18) 0.0293(7) Uani 1 1 d . . . . .
C005 C -0.5711(3) -0.35855(16) -0.38246(17) 0.0296(7) Uani 1 1 d . . . . .
H005 H -0.5095 -0.3651 -0.3442 0.036 Uiso 1 1 calc R . . . .
C006 C -0.3290(3) -0.43409(16) -0.61943(18) 0.0291(7) Uani 1 1 d . . . . .
C007 C -0.4253(3) -0.46894(16) -0.73880(18) 0.0322(7) Uani 1 1 d . . . . .
H007 H -0.4918 -0.4407 -0.7344 0.039 Uiso 1 1 calc R . . . .
C008 C -0.8057(3) -0.20189(15) -0.55452(16) 0.0271(6) Uani 1 1 d . . . . .
H008 H -0.7413 -0.2319 -0.5571 0.032 Uiso 1 1 calc R . . . .
C009 C -0.9661(3) -0.18519(14) -0.36490(15) 0.0258(6) Uani 1 1 d . . . . .
C00A C -0.4067(3) -0.34295(17) -0.55853(19) 0.0352(8) Uani 1 1 d . . . . .
H00A H -0.4664 -0.3102 -0.5562 0.042 Uiso 1 1 calc R . . . .
C00B C -1.1448(3) -0.15389(15) -0.30569(17) 0.0301(7) Uani 1 1 d . . . . .
C00C C -0.7579(3) -0.19074(16) -0.24670(17) 0.0288(6) Uani 1 1 d . . . . .
H00C H -0.8252 -0.1633 -0.2415 0.035 Uiso 1 1 calc R . . . .
C00D C -0.8254(3) -0.24080(14) -0.43319(15) 0.0237(6) Uani 1 1 d . . . . .
C00E C -0.1256(3) -0.54402(15) -0.50363(17) 0.0288(6) Uani 1 1 d . . . . .
C00F C -0.2308(3) -0.51488(14) -0.69002(17) 0.0265(6) Uani 1 1 d . . . . .
C00G C -0.3298(3) -0.47277(15) -0.68288(17) 0.0276(6) Uani 1 1 d . . . . .
C00H C -1.0161(3) -0.15047(14) -0.42485(18) 0.0273(7) Uani 1 1 d . . . . .
C00I C -0.8660(3) -0.34701(15) -0.54242(18) 0.0290(7) Uani 1 1 d . . . . .
H00I H -0.9292 -0.3162 -0.5401 0.035 Uiso 1 1 calc R . . . .
C00J C -1.1827(3) -0.11262(17) -0.3640(2) 0.0353(8) Uani 1 1 d . . . . .
H00J H -1.2500 -0.0844 -0.3621 0.042 Uiso 1 1 calc R . . . .
C00K C -0.4243(3) -0.50457(18) -0.7985(2) 0.0351(8) Uani 1 1 d . . . . .
H00K H -0.4881 -0.5000 -0.8359 0.042 Uiso 1 1 calc R . . . .
C00L C -0.9586(3) -0.15408(15) -0.48914(17) 0.0277(6) Uani 1 1 d . . . . .
C00M C 0.0424(3) -0.55879(16) -0.69241(18) 0.0318(7) Uani 1 1 d . . . . .
C00N C -0.8365(3) -0.15982(17) -0.60949(18) 0.0320(7) Uani 1 1 d . . . . .
H00N H -0.7934 -0.1608 -0.6496 0.038 Uiso 1 1 calc R . . . .
C00O C 0.0209(3) -0.59710(16) -0.5725(2) 0.0351(8) Uani 1 1 d . . . . .
C00P C -0.6567(3) -0.26839(15) -0.31563(16) 0.0266(6) Uani 1 1 d . . . . .
C00Q C -0.8677(3) -0.20148(15) -0.49441(16) 0.0262(6) Uani 1 1 d . . . . .
C00R C -1.0372(3) -0.19159(15) -0.30646(16) 0.0272(6) Uani 1 1 d . . . . .
C00S C -0.9311(3) -0.11575(16) -0.60633(18) 0.0349(7) Uani 1 1 d . . . . .
H00S H -0.9548 -0.0879 -0.6451 0.042 Uiso 1 1 calc R . . . .
C00T C -0.1656(3) -0.50416(15) -0.56461(17) 0.0276(6) Uani 1 1 d . . . . .
C00U C -0.3292(3) -0.54789(17) -0.80480(19) 0.0337(8) Uani 1 1 d . . . . .
H00U H -0.3295 -0.5735 -0.8461 0.040 Uiso 1 1 calc R . . . .
C00V C -0.0366(3) -0.59235(16) -0.50828(19) 0.0333(7) Uani 1 1 d . . . . .
C00W C -0.1127(4) -0.35609(18) -0.3984(2) 0.0386(8) Uani 1 1 d . . . . .
H00W H -0.0423 -0.3562 -0.3648 0.046 Uiso 1 1 calc R . . . .
C00X C -0.7590(3) -0.22895(14) -0.30779(16) 0.0241(6) Uani 1 1 d . . . . .
C00Y C -0.2432(3) -0.44730(15) -0.56159(18) 0.0274(6) Uani 1 1 d . . . . .
C00Z C -0.6615(3) -0.19219(17) -0.19417(19) 0.0339(8) Uani 1 1 d . . . . .
H00Z H -0.6626 -0.1660 -0.1533 0.041 Uiso 1 1 calc R . . . .
C010 C -0.6571(3) -0.30761(15) -0.37843(16) 0.0257(6) Uani 1 1 d . . . . .
C011 C 0.0202(3) -0.51327(17) -0.74745(19) 0.0345(7) Uani 1 1 d . . . . .
H011 H -0.0450 -0.4834 -0.7465 0.041 Uiso 1 1 calc R . . . .
C012 C -0.5617(3) -0.23257(18) -0.2013(2) 0.0368(8) Uani 1 1 d . . . . .
H012 H -0.4959 -0.2346 -0.1648 0.044 Uiso 1 1 calc R . . . .
C013 C -1.2168(3) -0.16053(18) -0.2502(2) 0.0367(7) Uani 1 1 d . . . . .
H013 H -1.2847 -0.1328 -0.2482 0.044 Uiso 1 1 calc R . . . .
C014 C -0.9900(3) -0.11256(16) -0.54716(19) 0.0332(7) Uani 1 1 d . . . . .
H014 H -1.0532 -0.0817 -0.5452 0.040 Uiso 1 1 calc R . . . .
C015 C -0.7600(3) -0.34351(15) -0.49244(16) 0.0264(6) Uani 1 1 d . . . . .
C016 C -0.7847(4) -0.43898(17) -0.5996(2) 0.0379(8) Uani 1 1 d . . . . .
H016 H -0.7911 -0.4692 -0.6374 0.045 Uiso 1 1 calc R . . . .
C017 C -1.0141(3) -0.23964(15) -0.25333(17) 0.0289(6) Uani 1 1 d . . . . .
H017 H -0.9453 -0.2671 -0.2537 0.035 Uiso 1 1 calc R . . . .
C018 C -1.1237(3) -0.11325(16) -0.42188(18) 0.0332(7) Uani 1 1 d . . . . .
H018 H -1.1548 -0.0882 -0.4617 0.040 Uiso 1 1 calc R . . . .
C019 C 0.1268(3) -0.63669(18) -0.5754(2) 0.0421(9) Uani 1 1 d . . . . .
H019 H 0.1570 -0.6618 -0.5355 0.051 Uiso 1 1 calc R . . . .
C01A C -0.0275(3) -0.56285(15) -0.63330(18) 0.0304(7) Uani 1 1 d . . . . .
C01B C -0.3006(4) -0.30666(17) -0.4444(2) 0.0396(8) Uani 1 1 d . . . . .
H01B H -0.3607 -0.2742 -0.4417 0.048 Uiso 1 1 calc R . . . .
C01C C 0.1475(3) -0.59924(18) -0.6929(2) 0.0402(8) Uani 1 1 d . . . . .
C01D C 0.0892(4) -0.5106(2) -0.8022(2) 0.0426(9) Uani 1 1 d . . . . .
H01D H 0.0701 -0.4801 -0.8391 0.051 Uiso 1 1 calc R . . . .
C01E C -1.1898(4) -0.20659(19) -0.1990(2) 0.0385(8) Uani 1 1 d . . . . .
H01E H -1.2394 -0.2109 -0.1620 0.046 Uiso 1 1 calc R . . . .
C01F C -0.1386(3) -0.52533(15) -0.63014(17) 0.0273(6) Uani 1 1 d . . . . .
C01G C -0.1241(3) -0.40077(16) -0.45223(19) 0.0325(7) Uani 1 1 d . . . . .
H01G H -0.0619 -0.4321 -0.4546 0.039 Uiso 1 1 calc R . . . .
C01H C -0.1591(4) -0.58437(19) -0.3879(2) 0.0404(8) Uani 1 1 d . . . . .
H01H H -0.2027 -0.5829 -0.3480 0.048 Uiso 1 1 calc R . . . .
C01I C -0.2356(3) -0.55364(16) -0.75157(17) 0.0308(7) Uani 1 1 d . . . . .
H01I H -0.1727 -0.5842 -0.7560 0.037 Uiso 1 1 calc R . . . .
C01J C -0.1872(3) -0.54215(16) -0.44289(19) 0.0349(7) Uani 1 1 d . . . . .
H01J H -0.2494 -0.5109 -0.4401 0.042 Uiso 1 1 calc R . . . .
C01K C -0.6845(3) -0.43884(17) -0.55054(19) 0.0354(7) Uani 1 1 d . . . . .
H01K H -0.6222 -0.4700 -0.5537 0.042 Uiso 1 1 calc R . . . .
C01L C -0.8784(3) -0.39357(16) -0.59344(19) 0.0345(7) Uani 1 1 d . . . . .
H01L H -0.9510 -0.3955 -0.6252 0.041 Uiso 1 1 calc R . . . .
C01M C -0.5750(3) -0.39776(17) -0.43935(18) 0.0332(7) Uani 1 1 d . . . . .
H01M H -0.5123 -0.4287 -0.4423 0.040 Uiso 1 1 calc R . . . .
C01N C -1.0890(3) -0.24746(18) -0.20122(18) 0.0333(7) Uani 1 1 d . . . . .
H01N H -1.0723 -0.2805 -0.1668 0.040 Uiso 1 1 calc R . . . .
C01O C -0.0080(4) -0.63373(17) -0.4497(2) 0.0427(9) Uani 1 1 d . . . . .
H01O H 0.0539 -0.6654 -0.4513 0.051 Uiso 1 1 calc R . . . .
C01P C -0.4126(3) -0.38182(16) -0.61524(18) 0.0324(7) Uani 1 1 d . . . . .
H01P H -0.4738 -0.3744 -0.6535 0.039 Uiso 1 1 calc R . . . .
C01Q C -0.3126(3) -0.35008(16) -0.50199(19) 0.0326(7) Uani 1 1 d . . . . .
C01R C -0.5591(3) -0.26902(16) -0.26090(18) 0.0325(7) Uani 1 1 d . . . . .
H01R H -0.4902 -0.2954 -0.2656 0.039 Uiso 1 1 calc R . . . .
C01S C 0.1845(3) -0.63907(19) -0.6339(2) 0.0465(10) Uani 1 1 d . . . . .
H01S H 0.2509 -0.6680 -0.6354 0.056 Uiso 1 1 calc R . . . .
C01T C 0.2170(4) -0.5951(2) -0.7494(3) 0.0504(10) Uani 1 1 d . . . . .
H01T H 0.2861 -0.6223 -0.7497 0.060 Uiso 1 1 calc R . . . .
C01U C 0.1884(4) -0.5530(2) -0.8039(3) 0.0513(11) Uani 1 1 d . . . . .
H01U H 0.2348 -0.5523 -0.8426 0.062 Uiso 1 1 calc R . . . .
C01V C -0.0662(4) -0.62956(18) -0.3911(2) 0.0444(9) Uani 1 1 d . . . . .
H01V H -0.0435 -0.6575 -0.3522 0.053 Uiso 1 1 calc R . . . .
C01W C -0.2055(4) -0.31014(19) -0.3930(2) 0.0440(9) Uani 1 1 d . . . . .
H01W H -0.2015 -0.2818 -0.3536 0.053 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
C001 C009 1.457(4) . ?
C001 C00D 1.388(4) . ?
C001 C00X 1.463(4) . ?
C002 C00D 1.455(4) . ?
C002 C010 1.405(4) . ?
C002 C015 1.444(4) . ?
C003 C00Y 1.443(5) . ?
C003 C01G 1.419(5) . ?
C003 C01Q 1.428(5) . ?
C004 C015 1.413(4) . ?
C004 C01K 1.411(5) . ?
C004 C01M 1.431(5) . ?
C005 H005 0.9500 . ?
C005 C010 1.426(4) . ?
C005 C01M 1.351(5) . ?
C006 C00G 1.451(5) . ?
C006 C00Y 1.398(4) . ?
C006 C01P 1.429(4) . ?
C007 H007 0.9500 . ?
C007 C00G 1.416(4) . ?
C007 C00K 1.359(5) . ?
C008 H008 0.9500 . ?
C008 C00N 1.374(5) . ?
C008 C00Q 1.407(4) . ?
C009 C00H 1.408(4) . ?
C009 C00R 1.448(4) . ?
C00A H00A 0.9500 . ?
C00A C01P 1.343(5) . ?
C00A C01Q 1.419(5) . ?
C00B C00J 1.425(5) . ?
C00B C00R 1.425(4) . ?
C00B C013 1.407(5) . ?
C00C H00C 0.9500 . ?
C00C C00X 1.408(4) . ?
C00C C00Z 1.379(5) . ?
C00D C00Q 1.455(4) . ?
C00E C00T 1.452(4) . ?
C00E C00V 1.411(5) . ?
C00E C01J 1.416(5) . ?
C00F C00G 1.417(4) . ?
C00F C01F 1.459(4) . ?
C00F C01I 1.418(4) . ?
C00H C00L 1.452(5) . ?
C00H C018 1.425(4) . ?
C00I H00I 0.9500 . ?
C00I C015 1.427(4) . ?
C00I C01L 1.363(5) . ?
C00J H00J 0.9500 . ?
C00J C018 1.351(5) . ?
C00K H00K 0.9500 . ?
C00K C00U 1.396(5) . ?
C00L C00Q 1.415(4) . ?
C00L C014 1.412(4) . ?
C00M C011 1.409(5) . ?
C00M C01A 1.446(5) . ?
C00M C01C 1.434(5) . ?
C00N H00N 0.9500 . ?
C00N C00S 1.393(5) . ?
C00O C00V 1.452(6) . ?
C00O C019 1.435(5) . ?
C00O C01A 1.411(5) . ?
C00P C00X 1.417(4) . ?
C00P C010 1.447(4) . ?
C00P C01R 1.414(4) . ?
C00R C017 1.420(4) . ?
C00S H00S 0.9500 . ?
C00S C014 1.373(5) . ?
C00T C00Y 1.458(4) . ?
C00T C01F 1.392(5) . ?
C00U H00U 0.9500 . ?
C00U C01I 1.371(5) . ?
C00V C01O 1.414(5) . ?
C00W H00W 0.9500 . ?
C00W C01G 1.376(5) . ?
C00W C01W 1.411(6) . ?
C00Z H00Z 0.9500 . ?
C00Z C012 1.404(5) . ?
C011 H011 0.9500 . ?
C011 C01D 1.368(5) . ?
C012 H012 0.9500 . ?
C012 C01R 1.367(5) . ?
C013 H013 0.9500 . ?
C013 C01E 1.371(6) . ?
C014 H014 0.9500 . ?
C016 H016 0.9500 . ?
C016 C01K 1.367(5) . ?
C016 C01L 1.413(5) . ?
C017 H017 0.9500 . ?
C017 C01N 1.380(5) . ?
C018 H018 0.9500 . ?
C019 H019 0.9500 . ?
C019 C01S 1.353(6) . ?
C01A C01F 1.462(4) . ?
C01B H01B 0.9500 . ?
C01B C01Q 1.412(5) . ?
C01B C01W 1.356(6) . ?
C01C C01S 1.416(6) . ?
C01C C01T 1.402(6) . ?
C01D H01D 0.9500 . ?
C01D C01U 1.407(6) . ?
C01E H01E 0.9500 . ?
C01E C01N 1.404(5) . ?
C01G H01G 0.9500 . ?
C01H H01H 0.9500 . ?
C01H C01J 1.371(5) . ?
C01H C01V 1.395(6) . ?
C01I H01I 0.9500 . ?
C01J H01J 0.9500 . ?
C01K H01K 0.9500 . ?
C01L H01L 0.9500 . ?
C01M H01M 0.9500 . ?
C01N H01N 0.9500 . ?
C01O H01O 0.9500 . ?
C01O C01V 1.359(6) . ?
C01P H01P 0.9500 . ?
C01R H01R 0.9500 . ?
C01S H01S 0.9500 . ?
C01T H01T 0.9500 . ?
C01T C01U 1.363(7) . ?
C01U H01U 0.9500 . ?
C01V H01V 0.9500 . ?
C01W H01W 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
C009 C001 C00X 124.6(3) . . ?
C00D C001 C009 117.6(3) . . ?
C00D C001 C00X 117.4(3) . . ?
C010 C002 C00D 118.1(3) . . ?
C010 C002 C015 118.9(3) . . ?
C015 C002 C00D 122.8(3) . . ?
C01G C003 C00Y 124.0(3) . . ?
C01G C003 C01Q 117.1(3) . . ?
C01Q C003 C00Y 118.8(3) . . ?
C015 C004 C01M 118.8(3) . . ?
C01K C004 C015 120.4(3) . . ?
C01K C004 C01M 120.8(3) . . ?
C010 C005 H005 119.2 . . ?
C01M C005 H005 119.2 . . ?
C01M C005 C010 121.6(3) . . ?
C00Y C006 C00G 119.4(3) . . ?
C00Y C006 C01P 119.2(3) . . ?
C01P C006 C00G 121.4(3) . . ?
C00G C007 H007 119.2 . . ?
C00K C007 H007 119.2 . . ?
C00K C007 C00G 121.7(3) . . ?
C00N C008 H008 119.3 . . ?
C00N C008 C00Q 121.3(3) . . ?
C00Q C008 H008 119.3 . . ?
C00H C009 C001 118.7(3) . . ?
C00H C009 C00R 118.5(3) . . ?
C00R C009 C001 122.4(3) . . ?
C01P C00A H00A 119.5 . . ?
C01P C00A C01Q 121.0(3) . . ?
C01Q C00A H00A 119.5 . . ?
C00J C00B C00R 119.1(3) . . ?
C013 C00B C00J 120.4(3) . . ?
C013 C00B C00R 120.3(3) . . ?
C00X C00C H00C 119.2 . . ?
C00Z C00C H00C 119.2 . . ?
C00Z C00C C00X 121.5(3) . . ?
C001 C00D C002 118.3(3) . . ?
C001 C00D C00Q 118.2(3) . . ?
C00Q C00D C002 123.2(3) . . ?
C00V C00E C00T 119.8(3) . . ?
C00V C00E C01J 118.6(3) . . ?
C01J C00E C00T 120.8(3) . . ?
C00G C00F C01F 119.6(3) . . ?
C00G C00F C01I 118.1(3) . . ?
C01I C00F C01F 121.5(3) . . ?
C007 C00G C006 122.1(3) . . ?
C007 C00G C00F 118.7(3) . . ?
C00F C00G C006 119.2(3) . . ?
C009 C00H C00L 119.6(3) . . ?
C009 C00H C018 119.5(3) . . ?
C018 C00H C00L 121.0(3) . . ?
C015 C00I H00I 119.3 . . ?
C01L C00I H00I 119.3 . . ?
C01L C00I C015 121.4(3) . . ?
C00B C00J H00J 119.7 . . ?
C018 C00J C00B 120.6(3) . . ?
C018 C00J H00J 119.7 . . ?
C007 C00K H00K 120.1 . . ?
C007 C00K C00U 119.9(3) . . ?
C00U C00K H00K 120.1 . . ?
C00Q C00L C00H 118.9(3) . . ?
C014 C00L C00H 122.8(3) . . ?
C014 C00L C00Q 118.3(3) . . ?
C011 C00M C01A 124.0(3) . . ?
C011 C00M C01C 116.9(3) . . ?
C01C C00M C01A 118.8(3) . . ?
C008 C00N H00N 120.1 . . ?
C008 C00N C00S 119.9(3) . . ?
C00S C00N H00N 120.1 . . ?
C019 C00O C00V 121.0(3) . . ?
C01A C00O C00V 120.1(3) . . ?
C01A C00O C019 119.0(4) . . ?
C00X C00P C010 118.9(3) . . ?
C01R C00P C00X 118.6(3) . . ?
C01R C00P C010 122.5(3) . . ?
C008 C00Q C00D 120.8(3) . . ?
C008 C00Q C00L 118.9(3) . . ?
C00L C00Q C00D 119.4(3) . . ?
C00B C00R C009 119.4(3) . . ?
C017 C00R C009 123.2(3) . . ?
C017 C00R C00B 116.9(3) . . ?
C00N C00S H00S 120.0 . . ?
C014 C00S C00N 120.0(3) . . ?
C014 C00S H00S 120.0 . . ?
C00E C00T C00Y 123.2(3) . . ?
C01F C00T C00E 117.9(3) . . ?
C01F C00T C00Y 118.5(3) . . ?
C00K C00U H00U 119.9 . . ?
C01I C00U C00K 120.3(3) . . ?
C01I C00U H00U 119.9 . . ?
C00E C00V C00O 118.7(3) . . ?
C00E C00V C01O 117.9(4) . . ?
C01O C00V C00O 123.3(3) . . ?
C01G C00W H00W 120.0 . . ?
C01G C00W C01W 120.0(4) . . ?
C01W C00W H00W 120.0 . . ?
C00C C00X C001 121.1(3) . . ?
C00C C00X C00P 118.6(3) . . ?
C00P C00X C001 119.4(3) . . ?
C003 C00Y C00T 122.2(3) . . ?
C006 C00Y C003 119.2(3) . . ?
C006 C00Y C00T 118.3(3) . . ?
C00C C00Z H00Z 120.2 . . ?
C00C C00Z C012 119.6(3) . . ?
C012 C00Z H00Z 120.2 . . ?
C002 C010 C005 119.1(3) . . ?
C002 C010 C00P 119.6(3) . . ?
C005 C010 C00P 121.2(3) . . ?
C00M C011 H011 118.9 . . ?
C01D C011 C00M 122.2(3) . . ?
C01D C011 H011 118.9 . . ?
C00Z C012 H012 120.0 . . ?
C01R C012 C00Z 120.0(3) . . ?
C01R C012 H012 120.0 . . ?
C00B C013 H013 119.7 . . ?
C01E C013 C00B 120.7(3) . . ?
C01E C013 H013 119.7 . . ?
C00L C014 H014 119.3 . . ?
C00S C014 C00L 121.4(3) . . ?
C00S C014 H014 119.3 . . ?
C004 C015 C002 119.7(3) . . ?
C004 C015 C00I 116.9(3) . . ?
C00I C015 C002 123.1(3) . . ?
C01K C016 H016 120.4 . . ?
C01K C016 C01L 119.1(3) . . ?
C01L C016 H016 120.4 . . ?
C00R C017 H017 119.2 . . ?
C01N C017 C00R 121.7(3) . . ?
C01N C017 H017 119.2 . . ?
C00H C018 H018 119.1 . . ?
C00J C018 C00H 121.7(3) . . ?
C00J C018 H018 119.1 . . ?
C00O C019 H019 119.3 . . ?
C01S C019 C00O 121.4(4) . . ?
C01S C019 H019 119.3 . . ?
C00M C01A C01F 122.2(3) . . ?
C00O C01A C00M 119.1(3) . . ?
C00O C01A C01F 118.1(3) . . ?
C01Q C01B H01B 119.1 . . ?
C01W C01B H01B 119.1 . . ?
C01W C01B C01Q 121.7(4) . . ?
C01S C01C C00M 119.4(4) . . ?
C01T C01C C00M 119.4(4) . . ?
C01T C01C C01S 121.1(3) . . ?
C011 C01D H01D 119.9 . . ?
C011 C01D C01U 120.1(4) . . ?
C01U C01D H01D 119.9 . . ?
C013 C01E H01E 120.0 . . ?
C013 C01E C01N 120.1(4) . . ?
C01N C01E H01E 120.0 . . ?
C00F C01F C01A 124.2(3) . . ?
C00T C01F C00F 117.1(3) . . ?
C00T C01F C01A 118.3(3) . . ?
C003 C01G H01G 119.1 . . ?
C00W C01G C003 121.8(3) . . ?
C00W C01G H01G 119.1 . . ?
C01J C01H H01H 120.3 . . ?
C01J C01H C01V 119.4(4) . . ?
C01V C01H H01H 120.3 . . ?
C00F C01I H01I 119.4 . . ?
C00U C01I C00F 121.3(3) . . ?
C00U C01I H01I 119.4 . . ?
C00E C01J H01J 119.2 . . ?
C01H C01J C00E 121.6(3) . . ?
C01H C01J H01J 119.2 . . ?
C004 C01K H01K 119.5 . . ?
C016 C01K C004 120.9(3) . . ?
C016 C01K H01K 119.5 . . ?
C00I C01L C016 120.8(3) . . ?
C00I C01L H01L 119.6 . . ?
C016 C01L H01L 119.6 . . ?
C004 C01M H01M 119.6 . . ?
C005 C01M C004 120.7(3) . . ?
C005 C01M H01M 119.6 . . ?
C017 C01N C01E 120.0(3) . . ?
C017 C01N H01N 120.0 . . ?
C01E C01N H01N 120.0 . . ?
C00V C01O H01O 119.0 . . ?
C01V C01O C00V 122.1(4) . . ?
C01V C01O H01O 119.0 . . ?
C006 C01P H01P 119.2 . . ?
C00A C01P C006 121.6(3) . . ?
C00A C01P H01P 119.2 . . ?
C00A C01Q C003 119.2(3) . . ?
C01B C01Q C003 119.3(3) . . ?
C01B C01Q C00A 121.5(3) . . ?
C00P C01R H01R 119.2 . . ?
C012 C01R C00P 121.5(3) . . ?
C012 C01R H01R 119.2 . . ?
C019 C01S C01C 121.1(3) . . ?
C019 C01S H01S 119.4 . . ?
C01C C01S H01S 119.4 . . ?
C01C C01T H01T 119.1 . . ?
C01U C01T C01C 121.9(4) . . ?
C01U C01T H01T 119.1 . . ?
C01D C01U H01U 120.4 . . ?
C01T C01U C01D 119.3(4) . . ?
C01T C01U H01U 120.4 . . ?
C01H C01V H01V 119.9 . . ?
C01O C01V C01H 120.2(3) . . ?
C01O C01V H01V 119.9 . . ?
C00W C01W H01W 120.2 . . ?
C01B C01W C00W 119.6(4) . . ?
C01B C01W H01W 120.2 . . ?


_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_zfl-5-2
_database_code_depnum_ccdc_archive 'CCDC 1975225'
loop_
_audit_author_name
_audit_author_address
'Zhou Fulin'
;sichuan university
China
;
_audit_update_record             
;
2020-01-03 deposited with the CCDC.	2020-06-24 downloaded from the CCDC.
;
_audit_creation_date             2018-12-24
_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         'C34 H18'
_chemical_formula_sum            'C34 H18'
_chemical_formula_weight         426.48
_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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   7.8468(6)
_cell_length_b                   23.408(2)
_cell_length_c                   11.3681(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2088.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1906
_cell_measurement_temperature    292.2(5)
_cell_measurement_theta_max      72.0090
_cell_measurement_theta_min      4.2640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80684
_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 yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5041
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.032
_diffrn_reflns_theta_max         67.032
_diffrn_reflns_theta_min         3.777
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.2(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  31.00   1.00    2.52    --  -36.29  57.00  90.00   84
  2  ω   -104.00 -20.00   1.00    2.52    --  -36.29 -57.00 -30.00   84
  3  ω    -31.00  63.00   1.00    2.52    --   36.29 -77.00-120.00   94
  4  ω     23.00  90.00   1.00    2.52    --   36.29-125.00-120.00   67
  5  ω     39.00 109.00   1.00   10.10    --  108.71 -94.00 150.00   70
  6  ω     42.00 127.00   1.00   10.10    --  108.71 -61.00-120.00   85
  7  ω     40.00 126.00   1.00   10.10    --  108.71 -45.00 -30.00   86
  8  ω    100.00 150.00   1.00   10.10    --  108.71 111.00 150.00   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      -0.0576150000
_diffrn_orient_matrix_UB_12      0.0628105000
_diffrn_orient_matrix_UB_13      0.0113578000
_diffrn_orient_matrix_UB_21      0.1568103000
_diffrn_orient_matrix_UB_22      0.0130501000
_diffrn_orient_matrix_UB_23      0.0771729000
_diffrn_orient_matrix_UB_31      0.1032045000
_diffrn_orient_matrix_UB_32      0.0150005000
_diffrn_orient_matrix_UB_33      -0.1106268000
_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                1521
_reflns_number_total             1863
_reflns_odcompleteness_completeness 97.39
_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         0.165
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1863
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0820
_refine_ls_restrained_S_all      1.144
_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)+(0.0794P)²+1.7193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2225
_refine_ls_wR_factor_ref         0.2300
_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:
 C009(H009), C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E),
 C00F(H00F), C00G(H00G), C00H(H00H)
;
_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
C001 C 0.4163(4) 0.31177(16) 0.5490(2) 0.0551(8) Uani 1 1 d . . . . .
C002 C 0.3586(4) 0.28021(14) 0.4463(2) 0.0499(8) Uani 1 1 d . . . . .
C003 C 0.3047(4) 0.31051(15) 0.3474(3) 0.0517(8) Uani 1 1 d . . . . .
C004 C 0.3029(4) 0.28033(15) 0.2366(3) 0.0576(9) Uani 1 1 d . . . . .
C005 C 0.3153(4) 0.40130(16) 0.4593(3) 0.0670(10) Uani 1 1 d . . . . .
C006 C 0.4098(4) 0.37142(18) 0.5503(3) 0.0657(10) Uani 1 1 d . . . . .
C007 C 0.4898(4) 0.28120(17) 0.6444(3) 0.0658(11) Uani 1 1 d . . . . .
C008 C 0.2601(4) 0.37040(16) 0.3595(3) 0.0616(9) Uani 1 1 d . . . . .
C009 C 0.3223(4) 0.3089(2) 0.1276(3) 0.0733(12) Uani 1 1 d . . . . .
H009 H 0.3235 0.3486 0.1260 0.088 Uiso 1 1 calc R . . . .
C00A C 0.1499(4) 0.39805(18) 0.2801(4) 0.0768(12) Uani 1 1 d . . . . .
H00A H 0.1085 0.3779 0.2156 0.092 Uiso 1 1 calc R . . . .
C00B C 0.2677(6) 0.45897(18) 0.4698(5) 0.0893(14) Uani 1 1 d . . . . .
H00B H 0.3073 0.4800 0.5336 0.107 Uiso 1 1 calc R . . . .
C00C C 0.5618(5) 0.3127(2) 0.7356(3) 0.0856(14) Uani 1 1 d . . . . .
H00C H 0.6103 0.2934 0.7989 0.103 Uiso 1 1 calc R . . . .
C00D C 0.3394(5) 0.2794(2) 0.0255(3) 0.0935(18) Uani 1 1 d . . . . .
H00D H 0.3511 0.2991 -0.0451 0.112 Uiso 1 1 calc R . . . .
C00E C 0.4878(5) 0.4004(2) 0.6439(4) 0.0913(15) Uani 1 1 d . . . . .
H00E H 0.4885 0.4402 0.6447 0.110 Uiso 1 1 calc R . . . .
C00F C 0.5632(6) 0.3708(3) 0.7347(4) 0.1046(19) Uani 1 1 d . . . . .
H00F H 0.6154 0.3907 0.7957 0.125 Uiso 1 1 calc R . . . .
C00G C 0.1015(5) 0.4542(2) 0.2955(5) 0.0971(16) Uani 1 1 d . . . . .
H00G H 0.0264 0.4712 0.2428 0.117 Uiso 1 1 calc R . . . .
C00H C 0.1647(6) 0.4851(2) 0.3889(5) 0.1045(17) Uani 1 1 d . . . . .
H00H H 0.1374 0.5236 0.3969 0.125 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
C001 C002 1.454(4) . ?
C001 C006 1.397(5) . ?
C001 C007 1.421(5) . ?
C002 C002 1.415(6) 7_565 ?
C002 C003 1.395(4) . ?
C003 C004 1.444(4) . ?
C003 C008 1.451(5) . ?
C004 C004 1.420(7) 7_565 ?
C004 C009 1.416(4) . ?
C005 C006 1.452(5) . ?
C005 C008 1.414(5) . ?
C005 C00B 1.406(5) . ?
C006 C00E 1.403(5) . ?
C007 C007 1.461(8) 7_565 ?
C007 C00C 1.392(5) . ?
C008 C00A 1.407(5) . ?
C009 H009 0.9300 . ?
C009 C00D 1.358(5) . ?
C00A H00A 0.9300 . ?
C00A C00G 1.379(6) . ?
C00B H00B 0.9300 . ?
C00B C00H 1.369(7) . ?
C00C H00C 0.9300 . ?
C00C C00F 1.361(7) . ?
C00D C00D 1.376(9) 7_565 ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00E C00F 1.377(7) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00G C00H 1.377(7) . ?
C00H H00H 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
C006 C001 C002 120.3(3) . . ?
C006 C001 C007 120.6(3) . . ?
C007 C001 C002 118.9(3) . . ?
C002 C002 C001 120.54(19) 7_565 . ?
C003 C002 C001 118.9(3) . . ?
C003 C002 C002 120.55(19) . 7_565 ?
C002 C003 C004 117.2(3) . . ?
C002 C003 C008 119.2(3) . . ?
C004 C003 C008 123.5(3) . . ?
C004 C004 C003 119.29(19) 7_565 . ?
C009 C004 C003 122.1(3) . . ?
C009 C004 C004 118.2(2) . 7_565 ?
C008 C005 C006 118.8(3) . . ?
C00B C005 C006 122.6(4) . . ?
C00B C005 C008 118.5(4) . . ?
C001 C006 C005 119.5(3) . . ?
C001 C006 C00E 118.4(4) . . ?
C00E C006 C005 122.0(4) . . ?
C001 C007 C007 120.2(2) . 7_565 ?
C00C C007 C001 117.8(4) . . ?
C00C C007 C007 122.0(3) . 7_565 ?
C005 C008 C003 119.7(3) . . ?
C00A C008 C003 122.1(3) . . ?
C00A C008 C005 117.9(4) . . ?
C004 C009 H009 119.4 . . ?
C00D C009 C004 121.2(4) . . ?
C00D C009 H009 119.4 . . ?
C008 C00A H00A 119.1 . . ?
C00G C00A C008 121.8(4) . . ?
C00G C00A H00A 119.1 . . ?
C005 C00B H00B 119.0 . . ?
C00H C00B C005 121.9(5) . . ?
C00H C00B H00B 119.0 . . ?
C007 C00C H00C 119.1 . . ?
C00F C00C C007 121.8(4) . . ?
C00F C00C H00C 119.1 . . ?
C009 C00D C00D 120.6(3) . 7_565 ?
C009 C00D H00D 119.7 . . ?
C00D C00D H00D 119.7 7_565 . ?
C006 C00E H00E 119.6 . . ?
C00F C00E C006 120.8(5) . . ?
C00F C00E H00E 119.6 . . ?
C00C C00F C00E 120.4(4) . . ?
C00C C00F H00F 119.8 . . ?
C00E C00F H00F 119.8 . . ?
C00A C00G H00G 120.0 . . ?
C00H C00G C00A 120.0(5) . . ?
C00H C00G H00G 120.0 . . ?
C00B C00H C00G 119.7(5) . . ?
C00B C00H H00H 120.1 . . ?
C00G C00H H00H 120.1 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2018-12-24
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.483
_oxdiff_exptl_absorpt_empirical_full_min 0.694
