# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_hf0709
_database_code_depnum_ccdc_archive 'CCDC 2301510'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2019-07-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H20'
_chemical_formula_sum            'C28 H20'
_chemical_formula_weight         356.44
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   20.2193(10)
_cell_length_b                   9.1043(5)
_cell_length_c                   20.3772(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3751.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3291
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      27.9950
_cell_measurement_theta_min      2.6510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53613
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11414
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.238
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  49.00   1.00    8.00    --   11.74 -99.00 -30.00   47
  2  ω    -62.00 -32.00   1.00    8.00    --   11.74 -42.00 -10.00   30
  3  ω    -60.00   6.00   1.00    8.00    --   11.74 -57.00  60.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0340798000
_diffrn_orient_matrix_UB_12      0.0163466000
_diffrn_orient_matrix_UB_13      0.0039628000
_diffrn_orient_matrix_UB_21      -0.0071581000
_diffrn_orient_matrix_UB_22      0.0373342000
_diffrn_orient_matrix_UB_23      0.0297134000
_diffrn_orient_matrix_UB_31      0.0043972000
_diffrn_orient_matrix_UB_32      -0.0663938000
_diffrn_orient_matrix_UB_33      0.0176673000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2587
_reflns_number_total             3302
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.059
_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)+(0.0389P)²+1.1539P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1088
_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:
 C8(H8), C28(H28), C3(H3), C15(H15), C22(H22), C6(H6), C11(H11), C24(H24),
 C4(H4), C27(H27), C14(H14), C5(H5), C21(H21), C25(H25), C12(H12), C18(H18),
 C13(H13), C26(H26), C20(H20), C19(H19)
;
_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
C7 C 0.49925(8) 0.52700(18) 0.62158(10) 0.0155(4) Uani 1 1 d . . . . .
C10 C 0.63826(8) 0.78437(18) 0.66348(10) 0.0162(4) Uani 1 1 d . . . . .
C9 C 0.57557(8) 0.70467(18) 0.65340(9) 0.0156(4) Uani 1 1 d . . . . .
C1 C 0.46238(8) 0.64795(18) 0.65423(9) 0.0159(4) Uani 1 1 d . . . . .
C8 C 0.56863(8) 0.57255(18) 0.62387(10) 0.0162(4) Uani 1 1 d . . . . .
H8 H 0.603534 0.517589 0.607120 0.019 Uiso 1 1 calc R . . . .
C28 C 0.51578(8) 0.22571(18) 0.50753(10) 0.0176(4) Uani 1 1 d . . . . .
H28 H 0.480934 0.256271 0.481053 0.021 Uiso 1 1 calc R . . . .
C2 C 0.50901(8) 0.75539(18) 0.67372(10) 0.0165(4) Uani 1 1 d . . . . .
C17 C 0.40504(8) 0.36792(18) 0.58367(10) 0.0165(4) Uani 1 1 d . . . . .
C23 C 0.52300(8) 0.28511(18) 0.57016(10) 0.0160(4) Uani 1 1 d . . . . .
C3 C 0.48854(9) 0.88541(19) 0.70293(10) 0.0182(4) Uani 1 1 d . . . . .
H3 H 0.519113 0.957386 0.714260 0.022 Uiso 1 1 calc R . . . .
C16 C 0.47663(8) 0.40052(18) 0.59354(9) 0.0156(4) Uani 1 1 d . . . . .
C15 C 0.68726(8) 0.77979(18) 0.61511(10) 0.0184(4) Uani 1 1 d . . . . .
H15 H 0.679759 0.727311 0.576671 0.022 Uiso 1 1 calc R . . . .
C22 C 0.36380(8) 0.46008(19) 0.54739(10) 0.0181(4) Uani 1 1 d . . . . .
H22 H 0.381047 0.544385 0.528125 0.022 Uiso 1 1 calc R . . . .
C6 C 0.39576(8) 0.66950(19) 0.66819(10) 0.0195(5) Uani 1 1 d . . . . .
H6 H 0.364815 0.597935 0.657329 0.023 Uiso 1 1 calc R . . . .
C11 C 0.65109(9) 0.86261(19) 0.72078(10) 0.0199(5) Uani 1 1 d . . . . .
H11 H 0.619305 0.866485 0.753729 0.024 Uiso 1 1 calc R . . . .
C24 C 0.57378(8) 0.23199(18) 0.61045(10) 0.0189(5) Uani 1 1 d . . . . .
H24 H 0.578545 0.268242 0.652856 0.023 Uiso 1 1 calc R . . . .
C4 C 0.42147(9) 0.9061(2) 0.71494(10) 0.0205(5) Uani 1 1 d . . . . .
H4 H 0.407067 0.992973 0.734244 0.025 Uiso 1 1 calc R . . . .
C27 C 0.55998(9) 0.12157(18) 0.48425(10) 0.0198(5) Uani 1 1 d . . . . .
H27 H 0.555744 0.085779 0.441712 0.024 Uiso 1 1 calc R . . . .
C14 C 0.74679(9) 0.85239(19) 0.62371(11) 0.0209(5) Uani 1 1 d . . . . .
H14 H 0.778882 0.848438 0.591061 0.025 Uiso 1 1 calc R . . . .
C5 C 0.37585(9) 0.79851(19) 0.69843(10) 0.0214(5) Uani 1 1 d . . . . .
H5 H 0.331310 0.813123 0.707763 0.026 Uiso 1 1 calc R . . . .
C21 C 0.29719(9) 0.4270(2) 0.53980(10) 0.0209(5) Uani 1 1 d . . . . .
H21 H 0.270155 0.489143 0.515477 0.025 Uiso 1 1 calc R . . . .
C25 C 0.61711(9) 0.12524(18) 0.58729(11) 0.0208(5) Uani 1 1 d . . . . .
H25 H 0.650694 0.090367 0.614304 0.025 Uiso 1 1 calc R . . . .
C12 C 0.71116(9) 0.93515(19) 0.72916(11) 0.0228(5) Uani 1 1 d . . . . .
H12 H 0.719216 0.986851 0.767704 0.027 Uiso 1 1 calc R . . . .
C18 C 0.37829(9) 0.23949(19) 0.61005(10) 0.0206(5) Uani 1 1 d . . . . .
H18 H 0.405479 0.174221 0.632507 0.025 Uiso 1 1 calc R . . . .
C13 C 0.75879(8) 0.93092(19) 0.68074(11) 0.0219(5) Uani 1 1 d . . . . .
H13 H 0.798647 0.980362 0.686326 0.026 Uiso 1 1 calc R . . . .
C26 C 0.61047(9) 0.07071(19) 0.52427(11) 0.0211(5) Uani 1 1 d . . . . .
H26 H 0.639818 0.000096 0.508782 0.025 Uiso 1 1 calc R . . . .
C20 C 0.27083(9) 0.3021(2) 0.56820(10) 0.0242(5) Uani 1 1 d . . . . .
H20 H 0.226007 0.281372 0.563878 0.029 Uiso 1 1 calc R . . . .
C19 C 0.31152(9) 0.2084(2) 0.60305(11) 0.0253(5) Uani 1 1 d . . . . .
H19 H 0.294013 0.123905 0.621933 0.030 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
C7 C1 1.487(2) . ?
C7 C8 1.463(2) . ?
C7 C16 1.364(2) . ?
C10 C9 1.475(2) . ?
C10 C15 1.398(3) . ?
C10 C11 1.392(3) . ?
C9 C8 1.352(2) . ?
C9 C2 1.482(2) . ?
C1 C2 1.416(2) . ?
C1 C6 1.391(2) . ?
C8 H8 0.9300 . ?
C28 H28 0.9300 . ?
C28 C23 1.394(3) . ?
C28 C27 1.387(2) . ?
C2 C3 1.388(2) . ?
C17 C16 1.491(2) . ?
C17 C22 1.395(3) . ?
C17 C18 1.396(3) . ?
C23 C16 1.487(2) . ?
C23 C24 1.401(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.391(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.384(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.389(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.386(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.393(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.391(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(3) . ?
C27 H27 0.9300 . ?
C27 C26 1.386(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.386(3) . ?
C5 H5 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.382(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.383(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(2) . ?
C13 H13 0.9300 . ?
C26 H26 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.382(3) . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 C7 C1 104.86(14) . . ?
C16 C7 C1 130.10(16) . . ?
C16 C7 C8 125.02(16) . . ?
C15 C10 C9 119.74(17) . . ?
C11 C10 C9 121.92(17) . . ?
C11 C10 C15 118.33(16) . . ?
C10 C9 C2 126.03(15) . . ?
C8 C9 C10 126.06(16) . . ?
C8 C9 C2 107.90(15) . . ?
C2 C1 C7 107.65(14) . . ?
C6 C1 C7 132.98(16) . . ?
C6 C1 C2 119.37(16) . . ?
C7 C8 H8 124.3 . . ?
C9 C8 C7 111.45(16) . . ?
C9 C8 H8 124.3 . . ?
C23 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C23 120.74(18) . . ?
C1 C2 C9 108.13(15) . . ?
C3 C2 C9 131.03(16) . . ?
C3 C2 C1 120.72(16) . . ?
C22 C17 C16 122.15(16) . . ?
C22 C17 C18 118.43(16) . . ?
C18 C17 C16 119.40(16) . . ?
C28 C23 C16 120.11(16) . . ?
C28 C23 C24 118.65(17) . . ?
C24 C23 C16 121.22(18) . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.80(16) . . ?
C4 C3 H3 120.6 . . ?
C7 C16 C17 123.36(15) . . ?
C7 C16 C23 121.28(16) . . ?
C23 C16 C17 115.36(15) . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.84(19) . . ?
C14 C15 H15 119.6 . . ?
C17 C22 H22 119.7 . . ?
C21 C22 C17 120.54(17) . . ?
C21 C22 H22 119.7 . . ?
C1 C6 H6 120.3 . . ?
C5 C6 C1 119.46(16) . . ?
C5 C6 H6 120.3 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.52(18) . . ?
C12 C11 H11 119.7 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.27(19) . . ?
C25 C24 H24 119.9 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.67(17) . . ?
C5 C4 H4 119.7 . . ?
C28 C27 H27 119.9 . . ?
C26 C27 C28 120.12(19) . . ?
C26 C27 H27 119.9 . . ?
C15 C14 H14 119.8 . . ?
C15 C14 C13 120.31(18) . . ?
C13 C14 H14 119.8 . . ?
C6 C5 C4 120.88(17) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C22 C21 H21 119.8 . . ?
C20 C21 C22 120.38(18) . . ?
C20 C21 H21 119.8 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.31(18) . . ?
C26 C25 H25 119.8 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.53(19) . . ?
C13 C12 H12 119.7 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.58(18) . . ?
C19 C18 H18 119.7 . . ?
C14 C13 H13 120.3 . . ?
C12 C13 C14 119.47(17) . . ?
C12 C13 H13 120.3 . . ?
C27 C26 H26 120.1 . . ?
C25 C26 C27 119.84(17) . . ?
C25 C26 H26 120.1 . . ?
C21 C20 H20 120.2 . . ?
C19 C20 C21 119.57(17) . . ?
C19 C20 H20 120.2 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.41(17) . . ?
C20 C19 H19 119.8 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.386
_oxdiff_exptl_absorpt_empirical_full_min 0.541
####################################################################### 
# 
# 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_ar-1-166
_database_code_depnum_ccdc_archive 'CCDC 2301512'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2019-10-16
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.10.11 svn.r3662 for OlexSys, GUI svn.r5962)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H24'
_chemical_formula_sum            'C30 H24'
_chemical_formula_weight         384.49
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   23.5706(16)
_cell_length_b                   9.7419(7)
_cell_length_c                   9.0959(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2088.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2646
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.6860
_cell_measurement_theta_min      2.8340
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81376
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6289
_diffrn_reflns_point_group_measured_fraction_full 0.772
_diffrn_reflns_point_group_measured_fraction_max 0.772
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.091
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      5.00  73.00   1.00    2.00    --   11.74  77.00  30.00   68
  2  ω    -19.00   9.00   1.00    2.00    --   11.74  77.00-180.00   28
  3  ω     24.00  67.00   1.00    2.00    --   11.74  77.00 -60.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0260091000
_diffrn_orient_matrix_UB_12      0.0321782000
_diffrn_orient_matrix_UB_13      0.0185842000
_diffrn_orient_matrix_UB_21      0.0146562000
_diffrn_orient_matrix_UB_22      -0.0620030000
_diffrn_orient_matrix_UB_23      -0.0146567000
_diffrn_orient_matrix_UB_31      0.0036191000
_diffrn_orient_matrix_UB_32      0.0203627000
_diffrn_orient_matrix_UB_33      -0.0744006000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.442
_reflns_Friedel_fraction_full    0.510
_reflns_Friedel_fraction_max     0.509
_reflns_number_gt                2657
_reflns_number_total             2844
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 758 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -6.5(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         2844
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.056
_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)+(0.0521P)²+0.5134P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1030
_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:
 C2(H2), C9(H9), C7(H7), C8(H8), C6(H6), C11(H11), C15(H15), C26(H26),
 C25(H25), C19(H19), C14(H14), C12(H12), C29(H29), C23(H23), C28(H28), C20(H20),
  C21(H21), C22(H22)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C -0.38623(12) -0.3212(3) -0.5775(4) 0.0197(7) Uani 1 1 d . . . . .
H2 H -0.351808 -0.312499 -0.528343 0.024 Uiso 1 1 calc R U . . .
C18 C -0.50197(12) -0.1329(3) -0.3488(4) 0.0199(7) Uani 1 1 d . . . . .
C9 C -0.48256(12) -0.4227(3) -0.8740(4) 0.0221(7) Uani 1 1 d . . . . .
H9 H -0.463526 -0.467920 -0.949295 0.026 Uiso 1 1 calc R U . . .
C7 C -0.56898(13) -0.3296(3) -0.7724(4) 0.0246(7) Uani 1 1 d . . . . .
H7 H -0.607978 -0.316821 -0.779685 0.030 Uiso 1 1 calc R U . . .
C5 C -0.48235(12) -0.3030(3) -0.6382(4) 0.0185(7) Uani 1 1 d . . . . .
C8 C -0.54075(13) -0.3985(3) -0.8834(4) 0.0244(8) Uani 1 1 d . . . . .
H8 H -0.560789 -0.429009 -0.965130 0.029 Uiso 1 1 calc R U . . .
C13 C -0.25986(12) -0.6105(3) -0.9290(4) 0.0230(7) Uani 1 1 d . . . . .
C24 C -0.39831(12) -0.1698(3) -0.2953(4) 0.0201(7) Uani 1 1 d . . . . .
C4 C -0.45351(12) -0.3778(3) -0.7497(4) 0.0184(7) Uani 1 1 d . . . . .
C6 C -0.54048(12) -0.2792(3) -0.6504(4) 0.0216(7) Uani 1 1 d . . . . .
H6 H -0.559766 -0.230363 -0.578082 0.026 Uiso 1 1 calc R U . . .
C17 C -0.44703(12) -0.1932(3) -0.3984(3) 0.0185(7) Uani 1 1 d . . . . .
C11 C -0.29130(12) -0.4213(3) -0.7757(4) 0.0221(7) Uani 1 1 d . . . . .
H11 H -0.282144 -0.344001 -0.720674 0.026 Uiso 1 1 calc R U . . .
C10 C -0.34829(12) -0.4622(3) -0.7869(3) 0.0196(7) Uani 1 1 d . . . . .
C3 C -0.39309(12) -0.3884(3) -0.7066(4) 0.0186(7) Uani 1 1 d . . . . .
C15 C -0.35916(13) -0.5799(3) -0.8712(4) 0.0244(7) Uani 1 1 d . . . . .
H15 H -0.396315 -0.610803 -0.880634 0.029 Uiso 1 1 calc R U . . .
C26 C -0.32923(12) -0.2517(3) -0.1207(4) 0.0254(8) Uani 1 1 d . . . . .
H26 H -0.313897 -0.324103 -0.067229 0.030 Uiso 1 1 calc R U . . .
C1 C -0.44003(13) -0.2640(3) -0.5252(3) 0.0191(7) Uani 1 1 d . . . . .
C25 C -0.37399(13) -0.2768(3) -0.2158(4) 0.0222(7) Uani 1 1 d . . . . .
H25 H -0.387853 -0.365605 -0.226498 0.027 Uiso 1 1 calc R U . . .
C19 C -0.52492(13) -0.0176(3) -0.4166(4) 0.0292(8) Uani 1 1 d . . . . .
H19 H -0.506339 0.021966 -0.496190 0.035 Uiso 1 1 calc R U . . .
C14 C -0.31610(13) -0.6512(3) -0.9405(4) 0.0255(8) Uani 1 1 d . . . . .
H14 H -0.325027 -0.728272 -0.996197 0.031 Uiso 1 1 calc R U . . .
C12 C -0.24833(13) -0.4943(3) -0.8455(4) 0.0227(7) Uani 1 1 d . . . . .
H12 H -0.211003 -0.464656 -0.836081 0.027 Uiso 1 1 calc R U . . .
C29 C -0.37644(13) -0.0376(3) -0.2767(4) 0.0258(7) Uani 1 1 d . . . . .
H29 H -0.392424 0.035446 -0.327779 0.031 Uiso 1 1 calc R U . . .
C27 C -0.30683(13) -0.1215(3) -0.1033(4) 0.0269(8) Uani 1 1 d . . . . .
C23 C -0.53001(13) -0.1897(3) -0.2292(4) 0.0275(8) Uani 1 1 d . . . . .
H23 H -0.514414 -0.264899 -0.180852 0.033 Uiso 1 1 calc R U . . .
C16 C -0.21282(13) -0.6897(3) -1.0051(4) 0.0289(8) Uani 1 1 d . . . . .
H16A H -0.204847 -0.771990 -0.950832 0.043 Uiso 1 1 calc R U . . .
H16B H -0.179285 -0.633933 -1.009597 0.043 Uiso 1 1 calc R U . . .
H16C H -0.224586 -0.713245 -1.102915 0.043 Uiso 1 1 calc R U . . .
C28 C -0.33150(13) -0.0147(3) -0.1835(4) 0.0293(8) Uani 1 1 d . . . . .
H28 H -0.317207 0.073787 -0.173590 0.035 Uiso 1 1 calc R U . . .
C20 C -0.57546(14) 0.0388(3) -0.3660(5) 0.0362(10) Uani 1 1 d . . . . .
H20 H -0.590254 0.116719 -0.410984 0.043 Uiso 1 1 calc R U . . .
C21 C -0.60384(14) -0.0207(4) -0.2489(4) 0.0369(9) Uani 1 1 d . . . . .
H21 H -0.637955 0.016181 -0.216066 0.044 Uiso 1 1 calc R U . . .
C22 C -0.58123(14) -0.1350(4) -0.1811(5) 0.0368(9) Uani 1 1 d . . . . .
H22 H -0.600341 -0.175687 -0.102981 0.044 Uiso 1 1 calc R U . . .
C30 C -0.25914(19) -0.0939(4) -0.0001(5) 0.0530(12) Uani 1 1 d . . . . .
H30A H -0.252253 -0.173852 0.058893 0.080 Uiso 1 1 calc R U . . .
H30B H -0.268836 -0.018050 0.062482 0.080 Uiso 1 1 calc R U . . .
H30C H -0.225597 -0.071849 -0.055115 0.080 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 H2 0.9300 . ?
C2 C3 1.355(4) . ?
C2 C1 1.464(4) . ?
C18 C17 1.492(4) . ?
C18 C19 1.391(4) . ?
C18 C23 1.388(5) . ?
C9 H9 0.9300 . ?
C9 C8 1.394(4) . ?
C9 C4 1.392(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.383(5) . ?
C7 C6 1.387(5) . ?
C5 C4 1.422(4) . ?
C5 C6 1.394(4) . ?
C5 C1 1.482(4) . ?
C8 H8 0.9300 . ?
C13 C14 1.388(4) . ?
C13 C12 1.390(4) . ?
C13 C16 1.518(4) . ?
C24 C17 1.500(4) . ?
C24 C25 1.392(4) . ?
C24 C29 1.397(4) . ?
C4 C3 1.481(4) . ?
C6 H6 0.9300 . ?
C17 C1 1.355(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.405(4) . ?
C11 C12 1.391(4) . ?
C10 C3 1.472(4) . ?
C10 C15 1.403(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.382(4) . ?
C26 H26 0.9300 . ?
C26 C25 1.386(5) . ?
C26 C27 1.383(4) . ?
C25 H25 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.390(5) . ?
C14 H14 0.9300 . ?
C12 H12 0.9300 . ?
C29 H29 0.9300 . ?
C29 C28 1.375(5) . ?
C27 C28 1.397(5) . ?
C27 C30 1.489(5) . ?
C23 H23 0.9300 . ?
C23 C22 1.390(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C28 H28 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.385(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(5) . ?
C22 H22 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
C3 C2 H2 124.4 . . ?
C3 C2 C1 111.2(3) . . ?
C1 C2 H2 124.4 . . ?
C19 C18 C17 121.4(3) . . ?
C23 C18 C17 119.6(3) . . ?
C23 C18 C19 119.0(3) . . ?
C8 C9 H9 120.6 . . ?
C4 C9 H9 120.6 . . ?
C4 C9 C8 118.7(3) . . ?
C8 C7 H7 119.2 . . ?
C8 C7 C6 121.5(3) . . ?
C6 C7 H7 119.2 . . ?
C4 C5 C1 107.7(2) . . ?
C6 C5 C4 119.9(3) . . ?
C6 C5 C1 132.4(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 C9 120.7(3) . . ?
C7 C8 H8 119.6 . . ?
C14 C13 C12 117.4(3) . . ?
C14 C13 C16 121.2(3) . . ?
C12 C13 C16 121.4(3) . . ?
C25 C24 C17 121.8(3) . . ?
C25 C24 C29 118.4(3) . . ?
C29 C24 C17 119.8(3) . . ?
C9 C4 C5 120.3(3) . . ?
C9 C4 C3 131.8(3) . . ?
C5 C4 C3 107.9(3) . . ?
C7 C6 C5 118.7(3) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C18 C17 C24 114.6(3) . . ?
C1 C17 C18 124.3(3) . . ?
C1 C17 C24 121.1(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C12 C11 C10 121.2(3) . . ?
C11 C10 C3 120.8(3) . . ?
C15 C10 C11 116.5(3) . . ?
C15 C10 C3 122.6(3) . . ?
C2 C3 C4 108.1(3) . . ?
C2 C3 C10 125.5(3) . . ?
C10 C3 C4 126.4(3) . . ?
C10 C15 H15 119.1 . . ?
C14 C15 C10 121.7(3) . . ?
C14 C15 H15 119.1 . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C27 C26 C25 121.6(3) . . ?
C2 C1 C5 105.1(3) . . ?
C17 C1 C2 125.2(3) . . ?
C17 C1 C5 129.7(3) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.6(3) . . ?
C15 C14 H14 119.2 . . ?
C13 C12 C11 121.5(3) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C24 C29 H29 119.7 . . ?
C28 C29 C24 120.6(3) . . ?
C28 C29 H29 119.7 . . ?
C26 C27 C28 117.7(3) . . ?
C26 C27 C30 121.7(3) . . ?
C28 C27 C30 120.6(3) . . ?
C18 C23 H23 119.8 . . ?
C18 C23 C22 120.5(3) . . ?
C22 C23 H23 119.8 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C29 C28 C27 121.4(3) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.7(3) . . ?
C22 C21 H21 120.2 . . ?
C23 C22 H22 119.9 . . ?
C21 C22 C23 120.3(3) . . ?
C21 C22 H22 119.9 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C18 C17 C1 C2 178.5(3) . . . . ?
C18 C17 C1 C5 -2.6(5) . . . . ?
C18 C19 C20 C21 -0.9(5) . . . . ?
C18 C23 C22 C21 -2.2(5) . . . . ?
C9 C4 C3 C2 176.8(3) . . . . ?
C9 C4 C3 C10 -4.8(5) . . . . ?
C5 C4 C3 C2 -1.1(3) . . . . ?
C5 C4 C3 C10 177.3(3) . . . . ?
C8 C9 C4 C5 -2.9(4) . . . . ?
C8 C9 C4 C3 179.3(3) . . . . ?
C8 C7 C6 C5 -2.2(4) . . . . ?
C24 C17 C1 C2 -1.6(5) . . . . ?
C24 C17 C1 C5 177.3(3) . . . . ?
C24 C29 C28 C27 -0.9(5) . . . . ?
C4 C9 C8 C7 0.9(4) . . . . ?
C4 C5 C6 C7 0.0(4) . . . . ?
C4 C5 C1 C2 -0.5(3) . . . . ?
C4 C5 C1 C17 -179.6(3) . . . . ?
C6 C7 C8 C9 1.7(5) . . . . ?
C6 C5 C4 C9 2.5(4) . . . . ?
C6 C5 C4 C3 -179.3(3) . . . . ?
C6 C5 C1 C2 179.8(3) . . . . ?
C6 C5 C1 C17 0.7(5) . . . . ?
C17 C18 C19 C20 -178.3(3) . . . . ?
C17 C18 C23 C22 179.9(3) . . . . ?
C17 C24 C25 C26 -179.6(3) . . . . ?
C17 C24 C29 C28 -179.5(3) . . . . ?
C11 C10 C3 C2 -29.1(5) . . . . ?
C11 C10 C3 C4 152.8(3) . . . . ?
C11 C10 C15 C14 -0.5(5) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
C10 C15 C14 C13 0.6(5) . . . . ?
C3 C2 C1 C5 -0.2(3) . . . . ?
C3 C2 C1 C17 179.0(3) . . . . ?
C3 C10 C15 C14 -177.1(3) . . . . ?
C15 C10 C3 C2 147.4(3) . . . . ?
C15 C10 C3 C4 -30.7(5) . . . . ?
C26 C27 C28 C29 -0.1(5) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C1 C2 C3 C10 -177.6(3) . . . . ?
C1 C5 C4 C9 -177.2(2) . . . . ?
C1 C5 C4 C3 1.0(3) . . . . ?
C1 C5 C6 C7 179.7(3) . . . . ?
C25 C24 C17 C18 110.9(3) . . . . ?
C25 C24 C17 C1 -69.0(4) . . . . ?
C25 C24 C29 C28 0.9(5) . . . . ?
C25 C26 C27 C28 1.0(5) . . . . ?
C25 C26 C27 C30 179.3(4) . . . . ?
C19 C18 C17 C24 107.7(3) . . . . ?
C19 C18 C17 C1 -72.5(4) . . . . ?
C19 C18 C23 C22 2.2(5) . . . . ?
C19 C20 C21 C22 1.0(5) . . . . ?
C14 C13 C12 C11 0.1(5) . . . . ?
C12 C13 C14 C15 -0.4(5) . . . . ?
C12 C11 C10 C3 176.9(3) . . . . ?
C12 C11 C10 C15 0.2(5) . . . . ?
C29 C24 C17 C18 -68.8(4) . . . . ?
C29 C24 C17 C1 111.4(3) . . . . ?
C29 C24 C25 C26 0.1(5) . . . . ?
C27 C26 C25 C24 -1.0(5) . . . . ?
C23 C18 C17 C24 -70.0(4) . . . . ?
C23 C18 C17 C1 109.9(4) . . . . ?
C23 C18 C19 C20 -0.7(5) . . . . ?
C16 C13 C14 C15 179.8(3) . . . . ?
C16 C13 C12 C11 179.9(3) . . . . ?
C20 C21 C22 C23 0.5(5) . . . . ?
C30 C27 C28 C29 -178.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.607
_oxdiff_exptl_absorpt_empirical_full_min 0.740
####################################################################### 
# 
# 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_2-150
_database_code_depnum_ccdc_archive 'CCDC 2301518'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-04-22
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18 Cl2'
_chemical_formula_sum            'C28 H18 Cl2'
_chemical_formula_weight         425.32
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Cl'
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'
Cl Cl 0.3639 0.7018 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   9.0640(3)
_cell_length_b                   9.5665(3)
_cell_length_c                   24.1643(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2095.29(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3070
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      70.7450
_cell_measurement_theta_min      3.6640
_shelx_estimated_absorpt_T_max   0.763
_shelx_estimated_absorpt_T_min   0.707
_exptl_absorpt_coefficient_mu    2.865
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            6701
_diffrn_reflns_point_group_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.248
_diffrn_reflns_theta_min         3.658
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    107.00 132.00   0.50    1.00    --   42.10  77.00 120.00   50
  2  ω     84.00 132.00   0.50    1.00    --   42.10  77.00 -90.00   96
  3  ω     80.00 129.00   0.50    1.00    --   42.10  77.00  60.00   98
  4  ω     83.00 109.00   0.50    1.00    --   42.10  77.00  30.00   52
  5  ω     88.00 128.00   0.50    1.00    --   42.10  77.00 150.00   80
  6  ω     99.00 132.00   0.50    1.00    --   42.10  77.00 -60.00   66
  7  ω     87.00 183.00   0.50    1.20    --  101.60  82.00  30.00  192
  8  ω    136.00 182.00   0.50    1.20    --  101.60  82.00-150.00   92
  9  ω    108.00 133.00   0.50    1.20    --  101.60  82.00-150.00   50
 10  ω     93.00 183.00   0.50    1.20    --  101.60  77.00 -90.00  180
 11  ω    107.00 178.00   0.50    1.20    --  101.60  50.00 120.00  142
 12  ω     20.00  75.00   0.50    1.20    --  101.60 -50.00 -60.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0950160000
_diffrn_orient_matrix_UB_12      0.0700511000
_diffrn_orient_matrix_UB_13      -0.0450452000
_diffrn_orient_matrix_UB_21      0.0680546000
_diffrn_orient_matrix_UB_22      -0.0971564000
_diffrn_orient_matrix_UB_23      -0.0439481000
_diffrn_orient_matrix_UB_31      -0.1232983000
_diffrn_orient_matrix_UB_32      -0.1076687000
_diffrn_orient_matrix_UB_33      0.0103416000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.564
_reflns_Friedel_fraction_full    0.785
_reflns_Friedel_fraction_max     0.747
_reflns_number_gt                3242
_reflns_number_total             3574
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 1089 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.014(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3574
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.108
_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)+(0.0591P)²+0.5385P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1147
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C12(H12), C14(H14), C15(H15),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C27(H27),
  C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.57770(12) 0.60555(10) 0.62031(4) 0.0436(3) Uani 1 1 d . . . . .
Cl2 Cl -0.22060(13) 0.27461(12) 0.25157(5) 0.0550(3) Uani 1 1 d . . . . .
C1 C 0.5744(4) 0.6703(4) 0.32905(16) 0.0357(8) Uani 1 1 d . . . . .
C2 C 0.6516(5) 0.7955(5) 0.33043(19) 0.0457(10) Uani 1 1 d . . . . .
H2 H 0.653555 0.849069 0.363531 0.055 Uiso 1 1 calc R U . . .
C3 C 0.7263(5) 0.8435(5) 0.28373(19) 0.0529(12) Uani 1 1 d . . . . .
H3 H 0.778844 0.929361 0.285298 0.063 Uiso 1 1 calc R U . . .
C4 C 0.7247(5) 0.7677(6) 0.2355(2) 0.0543(12) Uani 1 1 d . . . . .
H4 H 0.775626 0.801079 0.203782 0.065 Uiso 1 1 calc R U . . .
C5 C 0.6491(5) 0.6435(5) 0.23335(18) 0.0487(11) Uani 1 1 d . . . . .
H5 H 0.648257 0.591044 0.199960 0.058 Uiso 1 1 calc R U . . .
C6 C 0.5745(4) 0.5938(5) 0.27903(16) 0.0406(9) Uani 1 1 d . . . . .
H6 H 0.522865 0.507528 0.276857 0.049 Uiso 1 1 calc R U . . .
C7 C 0.4903(4) 0.6170(4) 0.37641(16) 0.0321(8) Uani 1 1 d . . . . .
C8 C 0.5331(4) 0.6237(4) 0.43495(15) 0.0300(8) Uani 1 1 d . . . . .
C9 C 0.3586(4) 0.5511(4) 0.37323(16) 0.0318(8) Uani 1 1 d . . . . .
H9 H 0.307250 0.533726 0.339669 0.038 Uiso 1 1 calc R U . . .
C10 C 0.3052(4) 0.5101(4) 0.42802(15) 0.0291(7) Uani 1 1 d . . . . .
C11 C 0.4208(4) 0.5586(3) 0.46718(16) 0.0295(7) Uani 1 1 d . . . . .
C12 C 0.4330(4) 0.5524(3) 0.52409(16) 0.0310(8) Uani 1 1 d . . . . .
H12 H 0.357546 0.511446 0.546025 0.037 Uiso 1 1 calc R U . . .
C13 C 0.5591(4) 0.6081(4) 0.54828(16) 0.0348(8) Uani 1 1 d . . . . .
C14 C 0.6718(4) 0.6665(4) 0.51756(17) 0.0354(9) Uani 1 1 d . . . . .
H14 H 0.757448 0.701339 0.535520 0.042 Uiso 1 1 calc R U . . .
C15 C 0.6595(4) 0.6744(4) 0.46019(16) 0.0340(8) Uani 1 1 d . . . . .
H15 H 0.736723 0.713898 0.438683 0.041 Uiso 1 1 calc R U . . .
C16 C 0.1778(4) 0.4410(4) 0.43857(15) 0.0299(8) Uani 1 1 d . . . . .
C17 C 0.1334(4) 0.3930(4) 0.49502(15) 0.0312(8) Uani 1 1 d . . . . .
C18 C 0.1977(5) 0.2737(4) 0.51877(17) 0.0390(9) Uani 1 1 d . . . . .
H18 H 0.273721 0.225591 0.499581 0.047 Uiso 1 1 calc R U . . .
C19 C 0.1513(5) 0.2258(5) 0.56978(18) 0.0474(10) Uani 1 1 d . . . . .
H19 H 0.194226 0.144144 0.585315 0.057 Uiso 1 1 calc R U . . .
C20 C 0.0425(5) 0.2967(5) 0.59814(18) 0.0509(11) Uani 1 1 d . . . . .
H20 H 0.011487 0.264811 0.633500 0.061 Uiso 1 1 calc R U . . .
C21 C -0.0211(5) 0.4137(6) 0.57521(19) 0.0537(12) Uani 1 1 d . . . . .
H21 H -0.095703 0.462400 0.594956 0.064 Uiso 1 1 calc R U . . .
C22 C 0.0226(5) 0.4611(4) 0.52374(18) 0.0413(9) Uani 1 1 d . . . . .
H22 H -0.023737 0.540750 0.507992 0.050 Uiso 1 1 calc R U . . .
C23 C 0.0727(4) 0.4048(4) 0.39342(15) 0.0309(7) Uani 1 1 d . . . . .
C24 C 0.0219(4) 0.5034(4) 0.35565(18) 0.0369(9) Uani 1 1 d . . . . .
H24 H 0.049752 0.598526 0.359773 0.044 Uiso 1 1 calc R U . . .
C25 C -0.0690(5) 0.4648(4) 0.31201(18) 0.0397(9) Uani 1 1 d . . . . .
H25 H -0.102603 0.532764 0.286267 0.048 Uiso 1 1 calc R U . . .
C26 C -0.1099(4) 0.3267(4) 0.30646(16) 0.0375(9) Uani 1 1 d . . . . .
C27 C -0.0643(5) 0.2282(4) 0.34419(16) 0.0422(9) Uani 1 1 d . . . . .
H27 H -0.094523 0.133617 0.340346 0.051 Uiso 1 1 calc R U . . .
C28 C 0.0255(4) 0.2670(4) 0.38761(16) 0.0374(9) Uani 1 1 d . . . . .
H28 H 0.055491 0.198851 0.413903 0.045 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C13 1.749(4) . ?
Cl2 C26 1.736(4) . ?
C1 C2 1.388(6) . ?
C1 C6 1.413(6) . ?
C1 C7 1.467(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.394(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.372(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.373(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.468(5) . ?
C7 C9 1.352(5) . ?
C8 C11 1.425(5) . ?
C8 C15 1.386(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.463(5) . ?
C10 C11 1.486(5) . ?
C10 C16 1.355(5) . ?
C11 C12 1.381(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(5) . ?
C13 C14 1.381(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.494(5) . ?
C16 C23 1.489(5) . ?
C17 C18 1.404(6) . ?
C17 C22 1.384(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.379(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.381(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(5) . ?
C23 C28 1.394(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.379(6) . ?
C26 C27 1.375(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.378(6) . ?
C28 H28 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
C2 C1 C6 117.9(4) . . ?
C2 C1 C7 122.9(4) . . ?
C6 C1 C7 119.2(4) . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.7(4) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.7(4) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.4(4) . . ?
C5 C6 H6 119.8 . . ?
C1 C7 C8 126.9(3) . . ?
C9 C7 C1 125.2(4) . . ?
C9 C7 C8 107.9(3) . . ?
C11 C8 C7 108.6(3) . . ?
C15 C8 C7 131.1(3) . . ?
C15 C8 C11 120.2(3) . . ?
C7 C9 H9 124.3 . . ?
C7 C9 C10 111.4(3) . . ?
C10 C9 H9 124.3 . . ?
C9 C10 C11 105.0(3) . . ?
C16 C10 C9 125.7(3) . . ?
C16 C10 C11 129.3(3) . . ?
C8 C11 C10 107.0(3) . . ?
C12 C11 C8 120.4(3) . . ?
C12 C11 C10 132.6(3) . . ?
C11 C12 H12 121.0 . . ?
C11 C12 C13 117.9(3) . . ?
C13 C12 H12 121.0 . . ?
C12 C13 Cl1 119.5(3) . . ?
C14 C13 Cl1 118.0(3) . . ?
C14 C13 C12 122.5(4) . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.9(3) . . ?
C15 C14 H14 120.1 . . ?
C8 C15 C14 119.0(3) . . ?
C8 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C10 C16 C17 123.4(3) . . ?
C10 C16 C23 121.4(3) . . ?
C23 C16 C17 115.2(3) . . ?
C18 C17 C16 120.7(3) . . ?
C22 C17 C16 120.6(4) . . ?
C22 C17 C18 118.6(4) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(4) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.8(4) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0(4) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.6(4) . . ?
C22 C21 H21 119.7 . . ?
C17 C22 H22 119.8 . . ?
C21 C22 C17 120.3(4) . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C16 122.4(3) . . ?
C24 C23 C28 118.3(3) . . ?
C28 C23 C16 119.3(3) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 121.0(3) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 120.4 . . ?
C26 C25 C24 119.2(4) . . ?
C26 C25 H25 120.4 . . ?
C25 C26 Cl2 120.3(3) . . ?
C27 C26 Cl2 118.9(3) . . ?
C27 C26 C25 120.8(4) . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.8(4) . . ?
C28 C27 H27 120.1 . . ?
C23 C28 H28 119.6 . . ?
C27 C28 C23 120.8(4) . . ?
C27 C28 H28 119.6 . . ?

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
Cl1 C13 C14 C15 -178.1(3) . . . . ?
Cl2 C26 C27 C28 179.0(3) . . . . ?
C1 C2 C3 C4 0.1(7) . . . . ?
C1 C7 C8 C11 -179.5(3) . . . . ?
C1 C7 C8 C15 -2.7(6) . . . . ?
C1 C7 C9 C10 179.5(3) . . . . ?
C2 C1 C6 C5 -0.2(6) . . . . ?
C2 C1 C7 C8 -39.2(6) . . . . ?
C2 C1 C7 C9 141.3(4) . . . . ?
C2 C3 C4 C5 -0.2(7) . . . . ?
C3 C4 C5 C6 0.1(7) . . . . ?
C4 C5 C6 C1 0.1(6) . . . . ?
C6 C1 C2 C3 0.1(6) . . . . ?
C6 C1 C7 C8 142.5(4) . . . . ?
C6 C1 C7 C9 -36.9(5) . . . . ?
C7 C1 C2 C3 -178.2(4) . . . . ?
C7 C1 C6 C5 178.2(4) . . . . ?
C7 C8 C11 C10 0.0(4) . . . . ?
C7 C8 C11 C12 -179.1(3) . . . . ?
C7 C8 C15 C14 -179.5(4) . . . . ?
C7 C9 C10 C11 0.0(4) . . . . ?
C7 C9 C10 C16 -179.2(3) . . . . ?
C8 C7 C9 C10 0.0(4) . . . . ?
C8 C11 C12 C13 -1.6(5) . . . . ?
C9 C7 C8 C11 0.0(4) . . . . ?
C9 C7 C8 C15 176.8(4) . . . . ?
C9 C10 C11 C8 0.0(4) . . . . ?
C9 C10 C11 C12 179.0(4) . . . . ?
C9 C10 C16 C17 175.7(3) . . . . ?
C9 C10 C16 C23 -3.0(5) . . . . ?
C10 C11 C12 C13 179.5(3) . . . . ?
C10 C16 C17 C18 -77.0(5) . . . . ?
C10 C16 C17 C22 106.5(4) . . . . ?
C10 C16 C23 C24 -51.3(5) . . . . ?
C10 C16 C23 C28 127.1(4) . . . . ?
C11 C8 C15 C14 -3.0(5) . . . . ?
C11 C10 C16 C17 -3.3(6) . . . . ?
C11 C10 C16 C23 178.0(3) . . . . ?
C11 C12 C13 Cl1 178.8(3) . . . . ?
C11 C12 C13 C14 -1.0(5) . . . . ?
C12 C13 C14 C15 1.6(5) . . . . ?
C13 C14 C15 C8 0.4(5) . . . . ?
C15 C8 C11 C10 -177.2(3) . . . . ?
C15 C8 C11 C12 3.6(5) . . . . ?
C16 C10 C11 C8 179.1(4) . . . . ?
C16 C10 C11 C12 -1.8(6) . . . . ?
C16 C17 C18 C19 -176.8(4) . . . . ?
C16 C17 C22 C21 178.0(4) . . . . ?
C16 C23 C24 C25 176.1(4) . . . . ?
C16 C23 C28 C27 -175.8(4) . . . . ?
C17 C16 C23 C24 129.9(4) . . . . ?
C17 C16 C23 C28 -51.6(5) . . . . ?
C17 C18 C19 C20 -1.0(6) . . . . ?
C18 C17 C22 C21 1.4(6) . . . . ?
C18 C19 C20 C21 1.0(7) . . . . ?
C19 C20 C21 C22 0.2(7) . . . . ?
C20 C21 C22 C17 -1.4(7) . . . . ?
C22 C17 C18 C19 -0.2(6) . . . . ?
C23 C16 C17 C18 101.8(4) . . . . ?
C23 C16 C17 C22 -74.8(5) . . . . ?
C23 C24 C25 C26 0.4(6) . . . . ?
C24 C23 C28 C27 2.7(6) . . . . ?
C24 C25 C26 Cl2 -178.8(3) . . . . ?
C24 C25 C26 C27 1.4(7) . . . . ?
C25 C26 C27 C28 -1.1(7) . . . . ?
C26 C27 C28 C23 -1.0(6) . . . . ?
C28 C23 C24 C25 -2.4(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.772
####################################################################### 
# 
# 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_ab-3
_database_code_depnum_ccdc_archive 'CCDC 2301515'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-01
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28'
_chemical_formula_sum            'C32 H28'
_chemical_formula_weight         412.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/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'
'-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                   22.982(2)
_cell_length_b                   7.2386(5)
_cell_length_c                   28.738(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.556(8)
_cell_angle_gamma                90
_cell_volume                     4699.9(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3027
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.1550
_cell_measurement_theta_min      2.9330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            11686
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         2.092
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  14.00   1.00    6.00    --  -11.27 -99.00 120.00   33
  2  ω    -50.00  68.00   1.00    6.00    --  -11.27  19.00 -30.00  118
  3  ω    -36.00  38.00   1.00    6.00    --  -11.27  38.00  60.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0199661000
_diffrn_orient_matrix_UB_12      -0.0000918000
_diffrn_orient_matrix_UB_13      -0.0219693000
_diffrn_orient_matrix_UB_21      -0.0216556000
_diffrn_orient_matrix_UB_22      0.0442315000
_diffrn_orient_matrix_UB_23      0.0108337000
_diffrn_orient_matrix_UB_31      0.0108617000
_diffrn_orient_matrix_UB_32      0.0874226000
_diffrn_orient_matrix_UB_33      -0.0055204000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3209
_reflns_number_total             4150
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         4150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.018
_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)+(0.0593P)²+3.4945P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1376
_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. Others
 Sof(C27B)=Sof(H27B)=Sof(C28B)=Sof(H28B)=Sof(C29B)=Sof(H29B)=Sof(C30B)=
 Sof(H30D)=1-FVAR(1)
 Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(H32)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C11(H11), C13(H13), C14(H14), C20(H20), C21(H21),
 C23(H23), C24(H24), C27(H27), C27B(H27B), C28(H28), C28B(H28B), C29B(H29B),
 C30B(H30D), C31(H31), C32(H32)
3.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C25(H25A,H25B,H25C), C30(H30A,H30B,
 H30C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.71057(8) 0.1451(2) 0.71248(6) 0.0230(4) Uani 1 1 d . . . . .
C2 C 0.71281(8) 0.1522(2) 0.76265(6) 0.0251(4) Uani 1 1 d . . . . .
C3 C 0.66047(8) 0.1776(2) 0.77886(6) 0.0285(4) Uani 1 1 d . . . . .
H3 H 0.661770 0.182128 0.812066 0.034 Uiso 1 1 calc R U . . .
C4 C 0.60609(8) 0.1967(2) 0.74910(6) 0.0263(4) Uani 1 1 d . . . . .
H4 H 0.571675 0.220033 0.762123 0.032 Uiso 1 1 calc R U . . .
C5 C 0.60161(8) 0.1822(2) 0.70097(6) 0.0226(4) Uani 1 1 d . . . . .
C6 C 0.65411(8) 0.1501(2) 0.68239(6) 0.0211(4) Uani 1 1 d . . . . .
C7 C 0.64912(8) 0.1151(2) 0.63277(6) 0.0230(4) Uani 1 1 d . . . . .
H7 H 0.611077 0.121451 0.613215 0.028 Uiso 1 1 calc R U . . .
C8 C 0.69601(8) 0.0735(2) 0.61256(6) 0.0259(4) Uani 1 1 d . . . . .
C9 C 0.75473(8) 0.0805(3) 0.64084(6) 0.0272(4) Uani 1 1 d . . . . .
C10 C 0.76241(8) 0.1278(2) 0.68970(6) 0.0243(4) Uani 1 1 d . . . . .
C11 C 0.82050(8) 0.1641(2) 0.71307(6) 0.0262(4) Uani 1 1 d . . . . .
H11 H 0.826324 0.207789 0.744762 0.031 Uiso 1 1 calc R U . . .
C12 C 0.86965(8) 0.1394(2) 0.69222(7) 0.0277(4) Uani 1 1 d . . . . .
C13 C 0.86129(8) 0.0780(3) 0.64561(7) 0.0314(5) Uani 1 1 d . . . . .
H13 H 0.894543 0.053726 0.631199 0.038 Uiso 1 1 calc R U . . .
C14 C 0.80528(8) 0.0526(3) 0.62047(7) 0.0321(5) Uani 1 1 d . . . . .
H14 H 0.800350 0.014890 0.588320 0.039 Uiso 1 1 calc R U . . .
C15 C 0.93070(8) 0.1753(3) 0.71977(7) 0.0338(5) Uani 1 1 d . . . . .
H15A H 0.931775 0.297115 0.734776 0.051 Uiso 1 1 calc R U . . .
H15B H 0.959290 0.171913 0.698328 0.051 Uiso 1 1 calc R U . . .
H15C H 0.940869 0.080219 0.744187 0.051 Uiso 1 1 calc R U . . .
C16 C 0.76743(9) 0.1249(3) 0.80002(6) 0.0331(5) Uani 1 1 d . . . . .
H16A H 0.792059 0.027704 0.789906 0.050 Uiso 1 1 calc R U . . .
H16B H 0.755784 0.088781 0.829880 0.050 Uiso 1 1 calc R U . . .
H16C H 0.789937 0.240540 0.804570 0.050 Uiso 1 1 calc R U . . .
C17 C 0.49972(10) 0.0824(3) 0.67311(8) 0.0361(5) Uani 1 1 d . . . . .
H17A H 0.5082(9) -0.019(3) 0.6949(8) 0.047(6) Uiso 1 1 d . . . . .
H17B H 0.4594(10) 0.094(3) 0.6526(7) 0.043(6) Uiso 1 1 d . . . . .
C18 C 0.54258(8) 0.2000(2) 0.66928(6) 0.0234(4) Uani 1 1 d . . . . .
C19 C 0.53321(8) 0.3585(2) 0.63567(6) 0.0235(4) Uani 1 1 d . . . . .
C20 C 0.49204(8) 0.3520(2) 0.59378(6) 0.0263(4) Uani 1 1 d . . . . .
H20 H 0.469532 0.242682 0.585831 0.032 Uiso 1 1 calc R U . . .
C21 C 0.48322(9) 0.5020(3) 0.56338(7) 0.0324(5) Uani 1 1 d . . . . .
H21 H 0.454857 0.493898 0.534900 0.039 Uiso 1 1 calc R U . . .
C22 C 0.51513(10) 0.6634(3) 0.57391(7) 0.0376(5) Uani 1 1 d . . . . .
C23 C 0.55640(10) 0.6696(3) 0.61536(7) 0.0401(5) Uani 1 1 d . . . . .
H23 H 0.578883 0.779026 0.623178 0.048 Uiso 1 1 calc R U . . .
C24 C 0.56569(9) 0.5205(2) 0.64564(7) 0.0306(5) Uani 1 1 d . . . . .
H24 H 0.594706 0.528455 0.673735 0.037 Uiso 1 1 calc R U . . .
C25 C 0.50535(14) 0.8272(3) 0.54057(9) 0.0661(8) Uani 1 1 d . . . . .
H25A H 0.474407 0.797293 0.513358 0.099 Uiso 1 1 calc R U . . .
H25B H 0.542235 0.855951 0.529556 0.099 Uiso 1 1 calc R U . . .
H25C H 0.493075 0.934420 0.557234 0.099 Uiso 1 1 calc R U . . .
C26 C 0.68685(8) 0.0334(3) 0.56085(6) 0.0290(5) Uani 1 1 d . . . . .
C27 C 0.7059(2) 0.1802(5) 0.52969(14) 0.0342(12) Uani 0.489(4) 1 d . . P A 1
H27 H 0.724005 0.291215 0.542768 0.041 Uiso 0.489(4) 1 calc R U P A 1
C27B C 0.65871(18) 0.1463(5) 0.52852(13) 0.0294(11) Uani 0.511(4) 1 d . . P A 2
H27B H 0.642905 0.257207 0.538795 0.035 Uiso 0.511(4) 1 calc R U P A 2
C28 C 0.6964(2) 0.1486(6) 0.48174(14) 0.0353(12) Uani 0.489(4) 1 d . . P A 1
H28 H 0.706908 0.239218 0.460837 0.042 Uiso 0.489(4) 1 calc R U P A 1
C28B C 0.6508(2) 0.1125(6) 0.48031(13) 0.0334(11) Uani 0.511(4) 1 d . . P A 2
H28B H 0.630610 0.202590 0.459296 0.040 Uiso 0.511(4) 1 calc R U P A 2
C29 C 0.66915(9) -0.0320(3) 0.46278(7) 0.0364(5) Uani 1 1 d . . . . .
C29B C 0.6935(2) -0.1859(6) 0.49603(14) 0.0356(11) Uani 0.511(4) 1 d . . P A 2
H29B H 0.703427 -0.302347 0.484344 0.043 Uiso 0.511(4) 1 calc R U P A 2
C30 C 0.66142(10) -0.0627(4) 0.41006(7) 0.0508(6) Uani 1 1 d . . . . .
H30A H 0.633688 0.028846 0.393536 0.076 Uiso 1 1 calc R U . . .
H30B H 0.645800 -0.187180 0.402353 0.076 Uiso 1 1 calc R U . . .
H30C H 0.699766 -0.049807 0.400071 0.076 Uiso 1 1 calc R U . . .
C30B C 0.7010(2) -0.1520(6) 0.54398(14) 0.0324(10) Uani 0.511(4) 1 d . . P A 2
H30D H 0.715177 -0.246740 0.566047 0.039 Uiso 0.511(4) 1 calc R U P A 2
C31 C 0.6538(2) -0.1409(6) 0.49261(14) 0.0294(11) Uani 0.489(4) 1 d . . P A 1
H31 H 0.634569 -0.252260 0.480953 0.035 Uiso 0.489(4) 1 calc R U P A 1
C32 C 0.6628(2) -0.1110(6) 0.54119(14) 0.0266(10) Uani 0.489(4) 1 d . . P A 1
H32 H 0.650248 -0.203571 0.560615 0.032 Uiso 0.489(4) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.434(2) . ?
C1 C6 1.422(2) . ?
C1 C10 1.466(3) . ?
C2 C3 1.379(3) . ?
C2 C16 1.508(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.372(2) . ?
C5 C6 1.425(2) . ?
C5 C18 1.494(2) . ?
C6 C7 1.432(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.349(3) . ?
C8 C9 1.443(2) . ?
C8 C26 1.491(2) . ?
C9 C10 1.424(2) . ?
C9 C14 1.408(3) . ?
C10 C11 1.405(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(3) . ?
C12 C13 1.391(3) . ?
C12 C15 1.502(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.368(3) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.96(2) . ?
C17 H17B 1.01(2) . ?
C17 C18 1.322(3) . ?
C18 C19 1.490(2) . ?
C19 C20 1.389(3) . ?
C19 C24 1.392(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(3) . ?
C22 C23 1.381(3) . ?
C22 C25 1.516(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.378(3) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.506(5) . ?
C26 C27B 1.315(4) . ?
C26 C30B 1.483(5) . ?
C26 C32 1.266(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.374(5) . ?
C27B H27B 0.9500 . ?
C27B C28B 1.386(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.508(5) . ?
C28B H28B 0.9500 . ?
C28B C29 1.266(4) . ?
C29 C29B 1.507(5) . ?
C29 C30 1.509(3) . ?
C29 C31 1.262(5) . ?
C29B H29B 0.9500 . ?
C29B C30B 1.379(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C30B H30D 0.9500 . ?
C31 H31 0.9500 . ?
C31 C32 1.390(5) . ?
C32 H32 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
C2 C1 C10 124.72(16) . . ?
C6 C1 C2 118.12(16) . . ?
C6 C1 C10 117.15(15) . . ?
C1 C2 C16 125.68(17) . . ?
C3 C2 C1 118.11(16) . . ?
C3 C2 C16 116.14(16) . . ?
C2 C3 H3 118.4 . . ?
C2 C3 C4 123.28(17) . . ?
C4 C3 H3 118.4 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.45(17) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 118.55(16) . . ?
C4 C5 C18 119.98(16) . . ?
C6 C5 C18 121.48(15) . . ?
C1 C6 C7 119.91(16) . . ?
C5 C6 C1 121.15(15) . . ?
C5 C6 C7 118.89(15) . . ?
C6 C7 H7 118.5 . . ?
C8 C7 C6 122.95(16) . . ?
C8 C7 H7 118.5 . . ?
C7 C8 C9 119.22(16) . . ?
C7 C8 C26 119.65(16) . . ?
C9 C8 C26 121.00(16) . . ?
C10 C9 C8 119.86(16) . . ?
C14 C9 C8 121.23(16) . . ?
C14 C9 C10 118.79(16) . . ?
C9 C10 C1 119.77(16) . . ?
C11 C10 C1 123.31(16) . . ?
C11 C10 C9 116.85(17) . . ?
C10 C11 H11 118.4 . . ?
C12 C11 C10 123.24(17) . . ?
C12 C11 H11 118.4 . . ?
C11 C12 C13 118.60(17) . . ?
C11 C12 C15 120.47(17) . . ?
C13 C12 C15 120.92(17) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.15(18) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 119.0 . . ?
C13 C14 C9 121.95(18) . . ?
C13 C14 H14 119.0 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C16 H16A 109.5 . . ?
C2 C16 H16B 109.5 . . ?
C2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H17A C17 H17B 120.0(18) . . ?
C18 C17 H17A 118.7(13) . . ?
C18 C17 H17B 121.2(12) . . ?
C17 C18 C5 120.07(17) . . ?
C17 C18 C19 121.89(17) . . ?
C19 C18 C5 117.96(15) . . ?
C20 C19 C18 122.05(16) . . ?
C20 C19 C24 117.49(16) . . ?
C24 C19 C18 120.46(16) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.20(17) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 120.90(18) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 C23 117.99(17) . . ?
C21 C22 C25 120.76(19) . . ?
C23 C22 C25 121.25(19) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 C22 121.44(18) . . ?
C24 C23 H23 119.3 . . ?
C19 C24 H24 119.5 . . ?
C23 C24 C19 120.97(18) . . ?
C23 C24 H24 119.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C8 C26 C27 116.9(2) . . ?
C27B C26 C8 123.0(2) . . ?
C27B C26 C30B 116.1(3) . . ?
C30B C26 C8 120.2(2) . . ?
C32 C26 C8 125.2(2) . . ?
C32 C26 C27 117.9(3) . . ?
C26 C27 H27 121.0 . . ?
C28 C27 C26 117.9(3) . . ?
C28 C27 H27 121.0 . . ?
C26 C27B H27B 118.2 . . ?
C26 C27B C28B 123.6(3) . . ?
C28B C27B H27B 118.2 . . ?
C27 C28 H28 120.5 . . ?
C27 C28 C29 119.1(3) . . ?
C29 C28 H28 120.5 . . ?
C27B C28B H28B 118.3 . . ?
C29 C28B C27B 123.5(3) . . ?
C29 C28B H28B 118.3 . . ?
C28 C29 C30 117.1(2) . . ?
C28B C29 C29B 118.1(3) . . ?
C28B C29 C30 122.3(3) . . ?
C29B C29 C30 119.3(2) . . ?
C31 C29 C28 116.5(3) . . ?
C31 C29 C30 126.4(3) . . ?
C29 C29B H29B 121.1 . . ?
C30B C29B C29 117.8(4) . . ?
C30B C29B H29B 121.1 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C26 C30B H30D 120.2 . . ?
C29B C30B C26 119.5(4) . . ?
C29B C30B H30D 120.2 . . ?
C29 C31 H31 117.4 . . ?
C29 C31 C32 125.2(4) . . ?
C32 C31 H31 117.4 . . ?
C26 C32 C31 123.3(3) . . ?
C26 C32 H32 118.3 . . ?
C31 C32 H32 118.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C6 C7 C8 1.2(2) . . . . ?
C1 C10 C11 C12 176.87(16) . . . . ?
C2 C1 C6 C5 7.0(2) . . . . ?
C2 C1 C6 C7 -170.47(15) . . . . ?
C2 C1 C10 C9 165.90(16) . . . . ?
C2 C1 C10 C11 -17.2(3) . . . . ?
C2 C3 C4 C5 3.1(3) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C3 C4 C5 C18 178.99(15) . . . . ?
C4 C5 C6 C1 -4.1(2) . . . . ?
C4 C5 C6 C7 173.37(15) . . . . ?
C4 C5 C18 C17 -60.8(2) . . . . ?
C4 C5 C18 C19 116.04(18) . . . . ?
C5 C6 C7 C8 -176.31(16) . . . . ?
C5 C18 C19 C20 154.28(17) . . . . ?
C5 C18 C19 C24 -26.2(2) . . . . ?
C6 C1 C2 C3 -4.8(2) . . . . ?
C6 C1 C2 C16 171.99(16) . . . . ?
C6 C1 C10 C9 -12.4(2) . . . . ?
C6 C1 C10 C11 164.52(15) . . . . ?
C6 C5 C18 C17 119.2(2) . . . . ?
C6 C5 C18 C19 -64.0(2) . . . . ?
C6 C7 C8 C9 -5.9(3) . . . . ?
C6 C7 C8 C26 178.19(16) . . . . ?
C7 C8 C9 C10 1.2(3) . . . . ?
C7 C8 C9 C14 -174.92(17) . . . . ?
C7 C8 C26 C27 106.3(3) . . . . ?
C7 C8 C26 C27B 53.6(3) . . . . ?
C7 C8 C26 C30B -116.5(3) . . . . ?
C7 C8 C26 C32 -71.4(4) . . . . ?
C8 C9 C10 C1 8.0(3) . . . . ?
C8 C9 C10 C11 -169.05(16) . . . . ?
C8 C9 C14 C13 172.93(18) . . . . ?
C8 C26 C27 C28 -178.2(3) . . . . ?
C8 C26 C27B C28B 178.7(3) . . . . ?
C8 C26 C30B C29B -178.6(3) . . . . ?
C8 C26 C32 C31 178.4(4) . . . . ?
C9 C8 C26 C27 -69.5(3) . . . . ?
C9 C8 C26 C27B -122.2(3) . . . . ?
C9 C8 C26 C30B 67.7(3) . . . . ?
C9 C8 C26 C32 112.7(4) . . . . ?
C9 C10 C11 C12 -6.2(3) . . . . ?
C10 C1 C2 C3 176.95(16) . . . . ?
C10 C1 C2 C16 -6.3(3) . . . . ?
C10 C1 C6 C5 -174.66(15) . . . . ?
C10 C1 C6 C7 7.9(2) . . . . ?
C10 C9 C14 C13 -3.2(3) . . . . ?
C10 C11 C12 C13 0.9(3) . . . . ?
C10 C11 C12 C15 -178.06(16) . . . . ?
C11 C12 C13 C14 3.4(3) . . . . ?
C12 C13 C14 C9 -2.3(3) . . . . ?
C14 C9 C10 C1 -175.80(16) . . . . ?
C14 C9 C10 C11 7.1(3) . . . . ?
C15 C12 C13 C14 -177.59(17) . . . . ?
C16 C2 C3 C4 -177.21(16) . . . . ?
C17 C18 C19 C20 -28.9(3) . . . . ?
C17 C18 C19 C24 150.6(2) . . . . ?
C18 C5 C6 C1 175.95(15) . . . . ?
C18 C5 C6 C7 -6.6(2) . . . . ?
C18 C19 C20 C21 178.84(17) . . . . ?
C18 C19 C24 C23 -178.43(18) . . . . ?
C19 C20 C21 C22 -0.2(3) . . . . ?
C20 C19 C24 C23 1.1(3) . . . . ?
C20 C21 C22 C23 0.6(3) . . . . ?
C20 C21 C22 C25 -180.0(2) . . . . ?
C21 C22 C23 C24 -0.2(3) . . . . ?
C22 C23 C24 C19 -0.7(3) . . . . ?
C24 C19 C20 C21 -0.7(3) . . . . ?
C25 C22 C23 C24 -179.6(2) . . . . ?
C26 C8 C9 C10 177.02(17) . . . . ?
C26 C8 C9 C14 0.9(3) . . . . ?
C26 C27 C28 C29 -1.7(6) . . . . ?
C26 C27B C28B C29 1.2(7) . . . . ?
C27 C26 C32 C31 0.7(6) . . . . ?
C27 C28 C29 C30 -178.1(3) . . . . ?
C27 C28 C29 C31 3.5(6) . . . . ?
C27B C26 C30B C29B 10.6(5) . . . . ?
C27B C28B C29 C29B 8.3(6) . . . . ?
C27B C28B C29 C30 -178.3(3) . . . . ?
C28 C29 C31 C32 -3.4(6) . . . . ?
C28B C29 C29B C30B -7.6(6) . . . . ?
C29 C29B C30B C26 -1.9(6) . . . . ?
C29 C31 C32 C26 1.4(8) . . . . ?
C30 C29 C29B C30B 178.9(3) . . . . ?
C30 C29 C31 C32 178.3(4) . . . . ?
C30B C26 C27B C28B -10.8(5) . . . . ?
C32 C26 C27 C28 -0.3(5) . . . . ?

_olex2_date_sample_data_collection 2023-06-30
_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 1.277
_oxdiff_exptl_absorpt_empirical_full_min 0.725
####################################################################### 
# 
# 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_3-105rr
_database_code_depnum_ccdc_archive 'CCDC 2301513'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-08-12
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H24 O2'
_chemical_formula_sum            'C30 H24 O2'
_chemical_formula_weight         416.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.42730(10)
_cell_length_b                   10.44380(10)
_cell_length_c                   10.5389(2)
_cell_angle_alpha                103.0090(10)
_cell_angle_beta                 99.5880(10)
_cell_angle_gamma                93.9210(10)
_cell_volume                     1095.90(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9298
_cell_measurement_temperature    120.01(16)
_cell_measurement_theta_max      74.0250
_cell_measurement_theta_min      4.3760
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.606
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11287
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.198
_diffrn_reflns_theta_min         4.326
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  27.00   0.50    0.50    --    0.00 -82.00   0.00  118
  2  ω    -33.00  28.00   0.50    0.50    --    0.00 -82.00 -90.00  122
  3  ω    -32.00  -1.00   0.50    0.50    --    0.00 -82.00 -60.00   62
  4  ω    -32.00  -6.00   0.50    0.50    --    0.00 -82.00-180.00   52
  5  ω    -28.00  21.00   0.50    0.50    --    0.00 -82.00  60.00   98
  6  ω    -25.00   9.00   0.50    0.50    --    0.00 -82.00-150.00   68
  7  ω     79.00 112.00   0.50    0.50    --   95.80 -30.00-120.00   66
  8  ω     10.00 117.00   0.50    0.50    --   95.80 -61.00  30.00  214
  9  ω      6.00 119.00   0.50    0.50    --   95.80 -61.00-180.00  226
 10  ω      9.00  76.00   0.50    0.50    --   95.80 -15.00  30.00  134
 11  ω     81.00 116.00   0.50    0.50    --   95.80 -15.00  30.00   70
 12  ω     30.00  67.00   0.50    0.50    --   95.80 -30.00-120.00   74
 13  ω     63.00 108.00   0.50    0.50    --   95.80 -82.00 -60.00   90
 14  ω     51.00 126.00   0.50    0.50    --   95.80 -82.00-120.00  150
 15  ω     15.00  87.00   0.50    0.50    --   95.80 -77.00 -30.00  144
 16  ω     75.00 101.00   0.50    0.50    --   95.80 -82.00-180.00   52
 17  ω      6.00  56.00   0.50    0.50    --   95.80 -61.00-150.00  100
 18  ω     33.00  68.00   0.50    0.50    --   95.80 -82.00-180.00   70
 19  ω     83.00 184.00   0.50    0.50    --   95.80  30.00   0.00  202
 20  ω      8.00 126.00   0.50    0.50    --   95.80 -82.00  30.00  236
 21  ω     96.00 125.00   0.50    0.50    --   95.80 -82.00  60.00   58
 22  ω     20.00  45.00   0.50    0.50    --   95.80 -82.00 150.00   50
 23  ω     76.00 101.00   0.50    0.50    --   95.80 -82.00 150.00   50
 24  ω     72.00 160.00   0.50    0.50    --   95.80  15.00 -60.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0981663000
_diffrn_orient_matrix_UB_12      -0.1142431000
_diffrn_orient_matrix_UB_13      -0.0902092000
_diffrn_orient_matrix_UB_21      -0.0398459000
_diffrn_orient_matrix_UB_22      -0.0356683000
_diffrn_orient_matrix_UB_23      0.1231940000
_diffrn_orient_matrix_UB_31      -0.1072490000
_diffrn_orient_matrix_UB_32      0.0942263000
_diffrn_orient_matrix_UB_33      -0.0033854000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4119
_reflns_number_total             4300
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.0075(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0361
_refine_ls_restrained_S_all      1.004
_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)+(0.0464P)²+0.3832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0936
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
 C15(H15), C18(H18), C19(H19), C20(H20), C21(H21), C24(H24), C25(H25), C27(H27),
  C28(H28)
2.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.02088(9) 0.08572(8) 0.71095(8) 0.0332(2) Uani 1 1 d . . . . .
O2 O 0.70046(8) 0.93588(8) 1.10463(8) 0.0295(2) Uani 1 1 d . . . . .
C1 C 0.08724(10) 0.38078(10) 0.26023(10) 0.0227(2) Uani 1 1 d . . . . .
C2 C -0.01494(11) 0.45102(11) 0.21988(11) 0.0270(2) Uani 1 1 d . . . . .
H2 H -0.037863 0.523141 0.281524 0.032 Uiso 1 1 calc R U . . .
C3 C -0.08305(12) 0.41589(12) 0.09019(12) 0.0313(3) Uani 1 1 d . . . . .
H3 H -0.153797 0.462744 0.063941 0.038 Uiso 1 1 calc R U . . .
C4 C -0.04850(12) 0.31276(12) -0.00142(12) 0.0314(3) Uani 1 1 d . . . . .
H4 H -0.094958 0.289394 -0.090361 0.038 Uiso 1 1 calc R U . . .
C5 C 0.05440(12) 0.24373(12) 0.03748(11) 0.0293(3) Uani 1 1 d . . . . .
H5 H 0.079405 0.174053 -0.025349 0.035 Uiso 1 1 calc R U . . .
C6 C 0.12056(11) 0.27641(11) 0.16780(11) 0.0258(2) Uani 1 1 d . . . . .
H6 H 0.189212 0.227290 0.194414 0.031 Uiso 1 1 calc R U . . .
C7 C 0.15641(10) 0.41326(10) 0.40114(11) 0.0224(2) Uani 1 1 d . . . . .
C8 C 0.11015(10) 0.32709(10) 0.48179(10) 0.0225(2) Uani 1 1 d . . . . .
C9 C -0.02115(11) 0.27429(11) 0.45527(11) 0.0247(2) Uani 1 1 d . . . . .
H9 H -0.079254 0.294110 0.384494 0.030 Uiso 1 1 calc R U . . .
C10 C -0.06926(11) 0.19400(11) 0.52885(11) 0.0269(2) Uani 1 1 d . . . . .
H10 H -0.159220 0.160600 0.509308 0.032 Uiso 1 1 calc R U . . .
C11 C 0.01539(11) 0.16265(11) 0.63174(11) 0.0263(2) Uani 1 1 d . . . . .
C12 C 0.14756(11) 0.21072(11) 0.65803(11) 0.0274(2) Uani 1 1 d . . . . .
H12 H 0.205934 0.187964 0.726791 0.033 Uiso 1 1 calc R U . . .
C13 C 0.19387(11) 0.29130(11) 0.58441(11) 0.0248(2) Uani 1 1 d . . . . .
H13 H 0.284173 0.323298 0.603402 0.030 Uiso 1 1 calc R U . . .
C14 C 0.25287(10) 0.51596(11) 0.44978(11) 0.0231(2) Uani 1 1 d . . . . .
C15 C 0.31463(10) 0.56908(11) 0.58828(11) 0.0240(2) Uani 1 1 d . . . . .
H15 H 0.292926 0.535922 0.659782 0.029 Uiso 1 1 calc R U . . .
C16 C 0.40709(10) 0.67191(11) 0.60221(11) 0.0233(2) Uani 1 1 d . . . . .
C17 C 0.41097(10) 0.69348(11) 0.46925(11) 0.0231(2) Uani 1 1 d . . . . .
C18 C 0.48987(11) 0.78193(11) 0.42659(11) 0.0258(2) Uani 1 1 d . . . . .
H18 H 0.553016 0.845274 0.488822 0.031 Uiso 1 1 calc R U . . .
C19 C 0.47511(11) 0.77645(11) 0.29138(12) 0.0275(2) Uani 1 1 d . . . . .
H19 H 0.528928 0.836112 0.261425 0.033 Uiso 1 1 calc R U . . .
C20 C 0.38239(11) 0.68450(12) 0.20025(11) 0.0275(2) Uani 1 1 d . . . . .
H20 H 0.373025 0.682375 0.108555 0.033 Uiso 1 1 calc R U . . .
C21 C 0.30287(11) 0.59526(11) 0.24157(11) 0.0256(2) Uani 1 1 d . . . . .
H21 H 0.240008 0.532298 0.178563 0.031 Uiso 1 1 calc R U . . .
C22 C 0.31653(10) 0.59937(10) 0.37603(11) 0.0232(2) Uani 1 1 d . . . . .
C23 C 0.48728(10) 0.74497(11) 0.72964(11) 0.0235(2) Uani 1 1 d . . . . .
C24 C 0.53278(11) 0.87897(11) 0.75657(11) 0.0253(2) Uani 1 1 d . . . . .
H24 H 0.514869 0.925110 0.688658 0.030 Uiso 1 1 calc R U . . .
C25 C 0.60373(10) 0.94686(11) 0.88030(11) 0.0248(2) Uani 1 1 d . . . . .
H25 H 0.633382 1.038110 0.896206 0.030 Uiso 1 1 calc R U . . .
C26 C 0.63083(10) 0.88041(11) 0.98020(11) 0.0241(2) Uani 1 1 d . . . . .
C27 C 0.58639(11) 0.74642(11) 0.95565(11) 0.0257(2) Uani 1 1 d . . . . .
H27 H 0.604213 0.700652 1.023887 0.031 Uiso 1 1 calc R U . . .
C28 C 0.51669(11) 0.68033(11) 0.83260(11) 0.0252(2) Uani 1 1 d . . . . .
H28 H 0.487857 0.588923 0.817048 0.030 Uiso 1 1 calc R U . . .
C29 C 0.76526(13) 1.06631(12) 1.12851(13) 0.0349(3) Uani 1 1 d . . . . .
H29A H 0.821132 1.069002 1.062814 0.052 Uiso 1 1 calc R U . . .
H29B H 0.819138 1.090652 1.217677 0.052 Uiso 1 1 calc R U . . .
H29C H 0.699995 1.128798 1.121418 0.052 Uiso 1 1 calc R U . . .
C30 C -0.15474(13) 0.03174(13) 0.68520(14) 0.0377(3) Uani 1 1 d . . . . .
H30A H -0.177142 -0.025408 0.595340 0.057 Uiso 1 1 calc R U . . .
H30B H -0.210670 0.103738 0.693058 0.057 Uiso 1 1 calc R U . . .
H30C H -0.168320 -0.020175 0.749514 0.057 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.3605(13) . ?
O1 C30 1.4272(15) . ?
O2 C26 1.3659(13) . ?
O2 C29 1.4278(14) . ?
C1 C2 1.3967(15) . ?
C1 C6 1.3942(15) . ?
C1 C7 1.4912(14) . ?
C2 H2 0.9500 . ?
C2 C3 1.3864(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3867(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.3897(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.3856(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.4786(15) . ?
C7 C14 1.3631(15) . ?
C8 C9 1.3988(15) . ?
C8 C13 1.4084(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.3860(16) . ?
C10 H10 0.9500 . ?
C10 C11 1.3938(16) . ?
C11 C12 1.3942(16) . ?
C12 H12 0.9500 . ?
C12 C13 1.3807(16) . ?
C13 H13 0.9500 . ?
C14 C15 1.4582(15) . ?
C14 C22 1.4837(15) . ?
C15 H15 0.9500 . ?
C15 C16 1.3582(15) . ?
C16 C17 1.4750(15) . ?
C16 C23 1.4705(15) . ?
C17 C18 1.3924(15) . ?
C17 C22 1.4183(15) . ?
C18 H18 0.9500 . ?
C18 C19 1.3952(16) . ?
C19 H19 0.9500 . ?
C19 C20 1.3885(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.3940(16) . ?
C21 H21 0.9500 . ?
C21 C22 1.3909(15) . ?
C23 C24 1.3963(15) . ?
C23 C28 1.4051(15) . ?
C24 H24 0.9500 . ?
C24 C25 1.3932(15) . ?
C25 H25 0.9500 . ?
C25 C26 1.3880(16) . ?
C26 C27 1.3958(16) . ?
C27 H27 0.9500 . ?
C27 C28 1.3787(16) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O1 C30 117.51(10) . . ?
C26 O2 C29 117.56(9) . . ?
C2 C1 C7 120.62(10) . . ?
C6 C1 C2 119.00(10) . . ?
C6 C1 C7 120.34(10) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.24(11) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.38(11) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.70(11) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.07(11) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.57(10) . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C1 114.60(9) . . ?
C14 C7 C1 121.64(10) . . ?
C14 C7 C8 123.76(10) . . ?
C9 C8 C7 120.09(9) . . ?
C9 C8 C13 117.03(10) . . ?
C13 C8 C7 122.86(10) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 C8 122.17(10) . . ?
C10 C9 H9 118.9 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.47(10) . . ?
C11 C10 H10 120.3 . . ?
O1 C11 C10 124.63(10) . . ?
O1 C11 C12 115.72(10) . . ?
C12 C11 C10 119.65(10) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.19(10) . . ?
C13 C12 H12 119.9 . . ?
C8 C13 H13 119.3 . . ?
C12 C13 C8 121.44(10) . . ?
C12 C13 H13 119.3 . . ?
C7 C14 C15 126.76(10) . . ?
C7 C14 C22 128.38(10) . . ?
C15 C14 C22 104.85(9) . . ?
C14 C15 H15 124.3 . . ?
C16 C15 C14 111.49(10) . . ?
C16 C15 H15 124.3 . . ?
C15 C16 C17 107.81(10) . . ?
C15 C16 C23 124.28(10) . . ?
C23 C16 C17 127.90(10) . . ?
C18 C17 C16 131.67(10) . . ?
C18 C17 C22 120.19(10) . . ?
C22 C17 C16 108.10(9) . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.22(10) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.53(10) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.85(10) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.30(10) . . ?
C22 C21 H21 120.3 . . ?
C17 C22 C14 107.74(9) . . ?
C21 C22 C14 132.28(10) . . ?
C21 C22 C17 119.91(10) . . ?
C24 C23 C16 123.17(10) . . ?
C24 C23 C28 117.23(10) . . ?
C28 C23 C16 119.56(10) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 C23 121.81(10) . . ?
C25 C24 H24 119.1 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.62(10) . . ?
C26 C25 H25 120.2 . . ?
O2 C26 C25 124.93(10) . . ?
O2 C26 C27 115.45(10) . . ?
C25 C26 C27 119.62(10) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.15(10) . . ?
C28 C27 H27 119.9 . . ?
C23 C28 H28 119.2 . . ?
C27 C28 C23 121.57(10) . . ?
C27 C28 H28 119.2 . . ?
O2 C29 H29A 109.5 . . ?
O2 C29 H29B 109.5 . . ?
O2 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O1 C30 H30A 109.5 . . ?
O1 C30 H30B 109.5 . . ?
O1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C11 C12 C13 -179.06(10) . . . . ?
O2 C26 C27 C28 -179.09(10) . . . . ?
C1 C2 C3 C4 -1.49(18) . . . . ?
C1 C7 C8 C9 -32.24(14) . . . . ?
C1 C7 C8 C13 145.97(10) . . . . ?
C1 C7 C14 C15 170.74(10) . . . . ?
C1 C7 C14 C22 -8.16(17) . . . . ?
C2 C1 C6 C5 0.74(16) . . . . ?
C2 C1 C7 C8 97.86(12) . . . . ?
C2 C1 C7 C14 -81.18(14) . . . . ?
C2 C3 C4 C5 0.48(18) . . . . ?
C3 C4 C5 C6 1.14(18) . . . . ?
C4 C5 C6 C1 -1.76(17) . . . . ?
C6 C1 C2 C3 0.88(16) . . . . ?
C6 C1 C7 C8 -79.74(12) . . . . ?
C6 C1 C7 C14 101.21(13) . . . . ?
C7 C1 C2 C3 -176.76(10) . . . . ?
C7 C1 C6 C5 178.39(10) . . . . ?
C7 C8 C9 C10 -179.44(10) . . . . ?
C7 C8 C13 C12 179.94(10) . . . . ?
C7 C14 C15 C16 -179.82(11) . . . . ?
C7 C14 C22 C17 179.92(11) . . . . ?
C7 C14 C22 C21 -3.3(2) . . . . ?
C8 C7 C14 C15 -8.22(17) . . . . ?
C8 C7 C14 C22 172.89(10) . . . . ?
C8 C9 C10 C11 -0.91(17) . . . . ?
C9 C8 C13 C12 -1.80(16) . . . . ?
C9 C10 C11 O1 179.54(10) . . . . ?
C9 C10 C11 C12 -0.96(17) . . . . ?
C10 C11 C12 C13 1.39(17) . . . . ?
C11 C12 C13 C8 0.03(17) . . . . ?
C13 C8 C9 C10 2.25(16) . . . . ?
C14 C7 C8 C9 146.78(11) . . . . ?
C14 C7 C8 C13 -35.01(16) . . . . ?
C14 C15 C16 C17 0.33(12) . . . . ?
C14 C15 C16 C23 -179.25(10) . . . . ?
C15 C14 C22 C17 0.83(11) . . . . ?
C15 C14 C22 C21 177.62(11) . . . . ?
C15 C16 C17 C18 -177.52(11) . . . . ?
C15 C16 C17 C22 0.22(12) . . . . ?
C15 C16 C23 C24 -148.51(11) . . . . ?
C15 C16 C23 C28 28.96(16) . . . . ?
C16 C17 C18 C19 177.31(11) . . . . ?
C16 C17 C22 C14 -0.67(11) . . . . ?
C16 C17 C22 C21 -177.92(10) . . . . ?
C16 C23 C24 C25 177.11(10) . . . . ?
C16 C23 C28 C27 -176.97(10) . . . . ?
C17 C16 C23 C24 32.00(17) . . . . ?
C17 C16 C23 C28 -150.54(11) . . . . ?
C17 C18 C19 C20 0.38(17) . . . . ?
C18 C17 C22 C14 177.38(9) . . . . ?
C18 C17 C22 C21 0.13(16) . . . . ?
C18 C19 C20 C21 -0.46(17) . . . . ?
C19 C20 C21 C22 0.37(17) . . . . ?
C20 C21 C22 C14 -176.67(11) . . . . ?
C20 C21 C22 C17 -0.20(16) . . . . ?
C22 C14 C15 C16 -0.72(12) . . . . ?
C22 C17 C18 C19 -0.21(16) . . . . ?
C23 C16 C17 C18 2.04(19) . . . . ?
C23 C16 C17 C22 179.78(10) . . . . ?
C23 C24 C25 C26 0.18(16) . . . . ?
C24 C23 C28 C27 0.65(16) . . . . ?
C24 C25 C26 O2 179.27(10) . . . . ?
C24 C25 C26 C27 -0.17(16) . . . . ?
C25 C26 C27 C28 0.41(16) . . . . ?
C26 C27 C28 C23 -0.66(17) . . . . ?
C28 C23 C24 C25 -0.41(16) . . . . ?
C29 O2 C26 C25 -9.01(16) . . . . ?
C29 O2 C26 C27 170.45(10) . . . . ?
C30 O1 C11 C10 1.06(16) . . . . ?
C30 O1 C11 C12 -178.46(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.810
_oxdiff_exptl_absorpt_empirical_full_min 0.604
####################################################################### 
# 
# 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_3-85-2
_database_code_depnum_ccdc_archive 'CCDC 2301514'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-08-12
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H24 O2'
_chemical_formula_sum            'C30 H24 O2'
_chemical_formula_weight         416.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   12.03370(10)
_cell_length_b                   10.36980(10)
_cell_length_c                   17.3479(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.4450(10)
_cell_angle_gamma                90
_cell_volume                     2164.11(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7674
_cell_measurement_temperature    120.00(14)
_cell_measurement_theta_max      73.8050
_cell_measurement_theta_min      4.9610
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.914
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11485
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.184
_diffrn_reflns_theta_min         4.420
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00  19.00   0.50    0.50    --    0.00 -82.00 120.00   86
  2  ω    -33.00  16.00   0.50    0.50    --    0.00 -82.00  60.00   98
  3  ω     -6.00  24.00   0.50    0.50    --    0.00 -82.00 150.00   60
  4  ω    -32.00  13.00   0.50    0.50    --    0.00 -82.00-150.00   90
  5  ω     25.00 100.00   0.50    0.50    --   95.80 -45.00 -90.00  150
  6  ω     91.00 123.00   0.50    0.50    --   95.80  82.00-180.00   64
  7  ω     82.00 108.00   0.50    0.50    --   95.80  77.00 120.00   52
  8  ω      7.00  60.00   0.50    0.50    --   95.80 -61.00-120.00  106
  9  ω    104.00 183.00   0.50    0.50    --   95.80  30.00-180.00  158
 10  ω    140.00 166.00   0.50    0.50    --   95.80  77.00 120.00   52
 11  ω    136.00 163.00   0.50    0.50    --   95.80  82.00-180.00   54
 12  ω     82.00 115.00   0.50    0.50    --   95.80 -77.00-150.00   66
 13  ω      6.00 110.00   0.50    0.50    --   95.80 -45.00  60.00  208
 14  ω     15.00 118.00   0.50    0.50    --   95.80 -61.00 -90.00  206
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1188122000
_diffrn_orient_matrix_UB_12      0.0396479000
_diffrn_orient_matrix_UB_13      0.0252526000
_diffrn_orient_matrix_UB_21      0.0427817000
_diffrn_orient_matrix_UB_22      -0.0415797000
_diffrn_orient_matrix_UB_23      -0.0791435000
_diffrn_orient_matrix_UB_31      -0.0214535000
_diffrn_orient_matrix_UB_32      0.1370002000
_diffrn_orient_matrix_UB_33      -0.0314140000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3905
_reflns_number_total             4272
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+0.6479P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.0976
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C13(H13), C15(H15), C16(H16),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C28(H28),
  C29(H29)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.02545(6) 0.71709(9) 0.38154(5) 0.0308(2) Uani 1 1 d . . . . .
O2 O 0.30099(7) 1.05204(8) 0.61467(5) 0.02731(19) Uani 1 1 d . . . . .
C1 C 0.55040(9) 0.57970(10) 0.37403(6) 0.0198(2) Uani 1 1 d . . . . .
C2 C 0.65170(9) 0.61906(11) 0.34363(6) 0.0225(2) Uani 1 1 d . . . . .
H2 H 0.680725 0.701833 0.356203 0.027 Uiso 1 1 calc R U . . .
C3 C 0.71020(9) 0.53808(12) 0.29521(6) 0.0263(3) Uani 1 1 d . . . . .
H3 H 0.778778 0.565723 0.274866 0.032 Uiso 1 1 calc R U . . .
C4 C 0.66841(10) 0.41688(12) 0.27659(7) 0.0272(3) Uani 1 1 d . . . . .
H4 H 0.709504 0.360632 0.244813 0.033 Uiso 1 1 calc R U . . .
C5 C 0.56670(10) 0.37796(11) 0.30440(6) 0.0257(2) Uani 1 1 d . . . . .
H5 H 0.537661 0.295494 0.291100 0.031 Uiso 1 1 calc R U . . .
C6 C 0.50724(9) 0.45963(11) 0.35173(6) 0.0226(2) Uani 1 1 d . . . . .
H6 H 0.436463 0.433633 0.369151 0.027 Uiso 1 1 calc R U . . .
C7 C 0.48997(9) 0.66251(10) 0.42914(6) 0.0199(2) Uani 1 1 d . . . . .
C8 C 0.54611(9) 0.72274(10) 0.48842(6) 0.0200(2) Uani 1 1 d . . . . .
C9 C 0.66098(9) 0.69655(11) 0.51276(6) 0.0208(2) Uani 1 1 d . . . . .
H9 H 0.707736 0.635133 0.489088 0.025 Uiso 1 1 calc R U . . .
C10 C 0.69210(9) 0.77157(10) 0.57368(6) 0.0211(2) Uani 1 1 d . . . . .
C11 C 0.59820(9) 0.85559(10) 0.59237(6) 0.0214(2) Uani 1 1 d . . . . .
C12 C 0.50812(9) 0.82505(10) 0.54174(6) 0.0203(2) Uani 1 1 d . . . . .
C13 C 0.40811(9) 0.89150(10) 0.54612(6) 0.0215(2) Uani 1 1 d . . . . .
H13 H 0.348490 0.874116 0.510709 0.026 Uiso 1 1 calc R U . . .
C14 C 0.39729(9) 0.98420(10) 0.60364(6) 0.0229(2) Uani 1 1 d . . . . .
C15 C 0.48529(10) 1.01332(11) 0.65437(7) 0.0256(2) Uani 1 1 d . . . . .
H15 H 0.476109 1.077147 0.692975 0.031 Uiso 1 1 calc R U . . .
C16 C 0.58623(10) 0.94979(11) 0.64894(6) 0.0245(2) Uani 1 1 d . . . . .
H16 H 0.646401 0.970178 0.683299 0.029 Uiso 1 1 calc R U . . .
C17 C 0.20440(10) 1.00879(12) 0.57344(7) 0.0299(3) Uani 1 1 d . . . . .
H17A H 0.212801 1.025223 0.518261 0.045 Uiso 1 1 calc R U . . .
H17B H 0.139202 1.055244 0.591694 0.045 Uiso 1 1 calc R U . . .
H17C H 0.194622 0.916099 0.581944 0.045 Uiso 1 1 calc R U . . .
C18 C 0.80185(9) 0.76529(11) 0.61316(6) 0.0224(2) Uani 1 1 d . . . . .
C19 C 0.85243(10) 0.64530(12) 0.62485(6) 0.0258(2) Uani 1 1 d . . . . .
H19 H 0.812219 0.568868 0.612569 0.031 Uiso 1 1 calc R U . . .
C20 C 0.96066(10) 0.63615(13) 0.65417(7) 0.0302(3) Uani 1 1 d . . . . .
H20 H 0.994319 0.553949 0.661048 0.036 Uiso 1 1 calc R U . . .
C21 C 1.01962(10) 0.74712(13) 0.67340(7) 0.0311(3) Uani 1 1 d . . . . .
H21 H 1.094301 0.741291 0.692158 0.037 Uiso 1 1 calc R U . . .
C22 C 0.96883(10) 0.86658(13) 0.66507(6) 0.0289(3) Uani 1 1 d . . . . .
H22 H 1.008199 0.942417 0.679849 0.035 Uiso 1 1 calc R U . . .
C23 C 0.86086(10) 0.87628(12) 0.63528(6) 0.0251(2) Uani 1 1 d . . . . .
H23 H 0.826900 0.958595 0.629900 0.030 Uiso 1 1 calc R U . . .
C24 C 0.36760(9) 0.67324(10) 0.41767(6) 0.0202(2) Uani 1 1 d . . . . .
C25 C 0.29592(9) 0.65007(10) 0.47811(6) 0.0213(2) Uani 1 1 d . . . . .
H25 H 0.326085 0.623864 0.526764 0.026 Uiso 1 1 calc R U . . .
C26 C 0.18136(9) 0.66437(11) 0.46893(6) 0.0227(2) Uani 1 1 d . . . . .
H26 H 0.134062 0.648952 0.510971 0.027 Uiso 1 1 calc R U . . .
C27 C 0.13674(9) 0.70155(11) 0.39742(7) 0.0235(2) Uani 1 1 d . . . . .
C28 C 0.20672(9) 0.72285(11) 0.33585(7) 0.0255(2) Uani 1 1 d . . . . .
H28 H 0.176305 0.747844 0.287036 0.031 Uiso 1 1 calc R U . . .
C29 C 0.32037(9) 0.70764(11) 0.34575(6) 0.0232(2) Uani 1 1 d . . . . .
H29 H 0.367247 0.720681 0.303194 0.028 Uiso 1 1 calc R U . . .
C30 C -0.04830(10) 0.69087(13) 0.44260(8) 0.0333(3) Uani 1 1 d . . . . .
H30A H -0.125196 0.703772 0.424273 0.050 Uiso 1 1 calc R U . . .
H30B H -0.031946 0.749348 0.485789 0.050 Uiso 1 1 calc R U . . .
H30C H -0.038477 0.601443 0.459733 0.050 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C27 1.3700(13) . ?
O1 C30 1.4252(15) . ?
O2 C14 1.3732(13) . ?
O2 C17 1.4220(14) . ?
C1 C2 1.4010(15) . ?
C1 C6 1.3999(15) . ?
C1 C7 1.4883(14) . ?
C2 H2 0.9500 . ?
C2 C3 1.3915(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3886(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.3869(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.3904(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.3673(15) . ?
C7 C24 1.4851(14) . ?
C8 C9 1.4606(14) . ?
C8 C12 1.4871(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.3573(15) . ?
C10 C11 1.4695(15) . ?
C10 C18 1.4737(15) . ?
C11 C12 1.4137(15) . ?
C11 C16 1.3948(15) . ?
C12 C13 1.3905(15) . ?
C13 H13 0.9500 . ?
C13 C14 1.3940(15) . ?
C14 C15 1.3929(16) . ?
C15 H15 0.9500 . ?
C15 C16 1.3870(16) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.3978(16) . ?
C18 C23 1.4009(16) . ?
C19 H19 0.9500 . ?
C19 C20 1.3894(16) . ?
C20 H20 0.9500 . ?
C20 C21 1.3881(18) . ?
C21 H21 0.9500 . ?
C21 C22 1.3873(19) . ?
C22 H22 0.9500 . ?
C22 C23 1.3897(16) . ?
C23 H23 0.9500 . ?
C24 C25 1.3952(15) . ?
C24 C29 1.4039(15) . ?
C25 H25 0.9500 . ?
C25 C26 1.3917(15) . ?
C26 H26 0.9500 . ?
C26 C27 1.3937(16) . ?
C27 C28 1.3944(16) . ?
C28 H28 0.9500 . ?
C28 C29 1.3831(15) . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C27 O1 C30 116.87(9) . . ?
C14 O2 C17 116.77(9) . . ?
C2 C1 C7 121.17(10) . . ?
C6 C1 C2 118.38(10) . . ?
C6 C1 C7 120.45(10) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.64(10) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.05(11) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.01(11) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.99(11) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.81(10) . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C1 120.43(9) . . ?
C8 C7 C24 122.41(10) . . ?
C24 C7 C1 117.14(9) . . ?
C7 C8 C9 125.35(10) . . ?
C7 C8 C12 129.79(10) . . ?
C9 C8 C12 104.86(9) . . ?
C8 C9 H9 124.5 . . ?
C10 C9 C8 111.04(10) . . ?
C10 C9 H9 124.5 . . ?
C9 C10 C11 108.24(9) . . ?
C9 C10 C18 124.25(10) . . ?
C11 C10 C18 127.50(10) . . ?
C12 C11 C10 108.18(9) . . ?
C16 C11 C10 131.61(10) . . ?
C16 C11 C12 120.19(10) . . ?
C11 C12 C8 107.65(9) . . ?
C13 C12 C8 131.89(10) . . ?
C13 C12 C11 120.41(10) . . ?
C12 C13 H13 120.7 . . ?
C12 C13 C14 118.52(10) . . ?
C14 C13 H13 120.7 . . ?
O2 C14 C13 123.19(10) . . ?
O2 C14 C15 115.58(10) . . ?
C15 C14 C13 121.24(10) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.48(10) . . ?
C16 C15 H15 119.8 . . ?
C11 C16 H16 120.4 . . ?
C15 C16 C11 119.12(10) . . ?
C15 C16 H16 120.4 . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C10 119.25(10) . . ?
C19 C18 C23 118.40(10) . . ?
C23 C18 C10 122.22(10) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 120.97(11) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.01(12) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.61(11) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.57(11) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 H23 119.8 . . ?
C22 C23 C18 120.34(11) . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C7 121.07(10) . . ?
C25 C24 C29 117.88(10) . . ?
C29 C24 C7 121.05(10) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 C24 121.67(10) . . ?
C26 C25 H25 119.2 . . ?
C25 C26 H26 120.3 . . ?
C25 C26 C27 119.32(10) . . ?
C27 C26 H26 120.3 . . ?
O1 C27 C26 124.35(10) . . ?
O1 C27 C28 115.70(10) . . ?
C26 C27 C28 119.94(10) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.08(10) . . ?
C29 C28 H28 120.0 . . ?
C24 C29 H29 119.5 . . ?
C28 C29 C24 121.08(10) . . ?
C28 C29 H29 119.5 . . ?
O1 C30 H30A 109.5 . . ?
O1 C30 H30B 109.5 . . ?
O1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C27 C28 C29 -179.00(10) . . . . ?
O2 C14 C15 C16 179.44(10) . . . . ?
C1 C2 C3 C4 -0.06(17) . . . . ?
C1 C7 C8 C9 -11.58(16) . . . . ?
C1 C7 C8 C12 168.75(10) . . . . ?
C1 C7 C24 C25 128.00(11) . . . . ?
C1 C7 C24 C29 -52.31(14) . . . . ?
C2 C1 C6 C5 3.95(16) . . . . ?
C2 C1 C7 C8 -44.05(15) . . . . ?
C2 C1 C7 C24 137.44(10) . . . . ?
C2 C3 C4 C5 1.93(17) . . . . ?
C3 C4 C5 C6 -0.84(17) . . . . ?
C4 C5 C6 C1 -2.15(17) . . . . ?
C6 C1 C2 C3 -2.84(16) . . . . ?
C6 C1 C7 C8 135.52(11) . . . . ?
C6 C1 C7 C24 -42.98(14) . . . . ?
C7 C1 C2 C3 176.75(10) . . . . ?
C7 C1 C6 C5 -175.64(10) . . . . ?
C7 C8 C9 C10 -179.48(10) . . . . ?
C7 C8 C12 C11 -179.37(11) . . . . ?
C7 C8 C12 C13 -2.1(2) . . . . ?
C7 C24 C25 C26 177.60(10) . . . . ?
C7 C24 C29 C28 -177.30(10) . . . . ?
C8 C7 C24 C25 -50.48(15) . . . . ?
C8 C7 C24 C29 129.21(12) . . . . ?
C8 C9 C10 C11 -1.28(12) . . . . ?
C8 C9 C10 C18 178.01(10) . . . . ?
C8 C12 C13 C14 -179.86(11) . . . . ?
C9 C8 C12 C11 0.91(11) . . . . ?
C9 C8 C12 C13 178.14(11) . . . . ?
C9 C10 C11 C12 1.86(12) . . . . ?
C9 C10 C11 C16 -179.83(11) . . . . ?
C9 C10 C18 C19 -38.83(16) . . . . ?
C9 C10 C18 C23 137.08(12) . . . . ?
C10 C11 C12 C8 -1.67(12) . . . . ?
C10 C11 C12 C13 -179.28(9) . . . . ?
C10 C11 C16 C15 -178.57(11) . . . . ?
C10 C18 C19 C20 172.95(10) . . . . ?
C10 C18 C23 C22 -173.28(10) . . . . ?
C11 C10 C18 C19 140.33(11) . . . . ?
C11 C10 C18 C23 -43.76(16) . . . . ?
C11 C12 C13 C14 -2.93(15) . . . . ?
C12 C8 C9 C10 0.26(12) . . . . ?
C12 C11 C16 C15 -0.43(16) . . . . ?
C12 C13 C14 O2 -177.70(10) . . . . ?
C12 C13 C14 C15 2.01(16) . . . . ?
C13 C14 C15 C16 -0.30(17) . . . . ?
C14 C15 C16 C11 -0.50(17) . . . . ?
C16 C11 C12 C8 179.79(10) . . . . ?
C16 C11 C12 C13 2.18(16) . . . . ?
C17 O2 C14 C13 10.72(15) . . . . ?
C17 O2 C14 C15 -169.01(10) . . . . ?
C18 C10 C11 C12 -177.41(10) . . . . ?
C18 C10 C11 C16 0.90(19) . . . . ?
C18 C19 C20 C21 0.97(18) . . . . ?
C19 C18 C23 C22 2.67(16) . . . . ?
C19 C20 C21 C22 1.68(18) . . . . ?
C20 C21 C22 C23 -2.13(17) . . . . ?
C21 C22 C23 C18 -0.08(17) . . . . ?
C23 C18 C19 C20 -3.12(17) . . . . ?
C24 C7 C8 C9 166.84(10) . . . . ?
C24 C7 C8 C12 -12.82(18) . . . . ?
C24 C25 C26 C27 0.64(17) . . . . ?
C25 C24 C29 C28 2.40(16) . . . . ?
C25 C26 C27 O1 179.19(10) . . . . ?
C25 C26 C27 C28 0.58(17) . . . . ?
C26 C27 C28 C29 -0.27(17) . . . . ?
C27 C28 C29 C24 -1.26(18) . . . . ?
C29 C24 C25 C26 -2.09(16) . . . . ?
C30 O1 C27 C26 -1.13(17) . . . . ?
C30 O1 C27 C28 177.55(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.512
_oxdiff_exptl_absorpt_empirical_full_min 0.554
####################################################################### 
# 
# 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_ar-2-181
_database_code_depnum_ccdc_archive 'CCDC 2301517'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-04-22
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18'
_chemical_formula_sum            'C28 H18'
_chemical_formula_weight         354.42
_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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   18.7488(4)
_cell_length_b                   9.7469(2)
_cell_length_c                   39.4094(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.102(2)
_cell_angle_gamma                90
_cell_volume                     7111.1(3)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    5408
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.1500
_cell_measurement_theta_min      2.7910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2976
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1082
_diffrn_reflns_av_unetI/netI     0.1732
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            16785
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        66.573
_diffrn_reflns_theta_max         66.573
_diffrn_reflns_theta_min         4.545
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     80.00 132.00   0.50    0.80    --   42.30  77.00  60.00  104
  2  ω     12.00 107.00   0.50    0.80    --   42.30  57.00-150.00  190
  3  ω     84.00 132.00   0.50    0.80    --   42.30  77.00 150.00   96
  4  ω    -47.00  51.00   0.50    0.80    --   42.30 -57.00-120.00  196
  5  ω    102.00 132.00   0.50    0.80    --   42.30  77.00 -30.00   60
  6  ω    102.00 128.00   0.50    0.80    --   42.30  77.00  90.00   52
  7  ω     29.00  54.00   0.50    0.80    --   42.30 -82.00-180.00   50
  8  ω     16.00 145.00   0.50    1.00    --  101.60 -82.00-180.00  258
  9  ω    165.00 191.00   0.50    1.00    --  101.60  38.00 150.00   52
 10  ω    145.00 184.00   0.50    1.00    --  101.60   0.00  90.00   78
 11  ω     55.00 108.00   0.50    1.00    --  101.60  38.00 150.00  106
 12  ω     35.00 106.00   0.50    1.00    --  101.60 -50.00   0.00  142
 13  ω     83.00 109.00   0.50    1.00    --  101.60 -77.00-150.00   52
 14  ω    126.00 171.00   0.50    1.00    --  101.60  77.00  90.00   90
 15  ω     22.00  48.00   0.50    1.00    --  101.60 -77.00-150.00   52
 16  ω     12.00 122.00   0.50    1.00    --  101.60 -64.00-180.00  220
 17  ω     92.00 141.00   0.50    1.96    --  101.60   0.00  90.00   98
 18  ω     16.00  77.00   0.50    1.96    --  101.60   0.00  90.00  122
 19  ω     12.00  22.00   0.50    1.96    --   42.10  57.00  30.00   20
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0026535000
_diffrn_orient_matrix_UB_12      -0.0285529000
_diffrn_orient_matrix_UB_13      0.0386346000
_diffrn_orient_matrix_UB_21      0.0822893000
_diffrn_orient_matrix_UB_22      -0.0214209000
_diffrn_orient_matrix_UB_23      0.0039595000
_diffrn_orient_matrix_UB_31      0.0119540000
_diffrn_orient_matrix_UB_32      0.1539813000
_diffrn_orient_matrix_UB_33      0.0077000000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4443
_reflns_number_total             6223
_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 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.100
_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     578
_refine_ls_number_reflns         6223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1292
_refine_ls_R_factor_gt           0.0879
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1573P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2637
_refine_ls_wR_factor_ref         0.3177
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Sof(C01G)=Sof(H01G)=Sof(C01K)=Sof(H01K)=Sof(C01L)=Sof(H01L)=Sof(C01R)=
 Sof(H01R)=Sof(H28A)=Sof(C01E)=Sof(H01E)=Sof(C01F)=Sof(H01F)=Sof(C01H)=
 Sof(H01H)=Sof(C01M)=Sof(H01M)=Sof(H33A)=1-FVAR(1)
 Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=Sof(C27)=Sof(H27)=
 Sof(H28)=Sof(C31)=Sof(H31)=Sof(C32)=Sof(H32)=Sof(H33)=Sof(C34)=Sof(H34)=
 Sof(C35)=Sof(H35)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C01G(H01G), C01K(H01K), C01L(H01L), C01R(H01R), C2(H2), C3(H3), C4(H4),
 C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C17(H17), C18(H18),
 C19(H19), C20(H20), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28),
 C28(H28A), C01E(H01E), C01F(H01F), C01H(H01H), C01M(H01M), C31(H31), C32(H32),
 C33(H33A), C33(H33), C34(H34), C35(H35), C38(H38), C39(H39), C40(H40),
 C41(H41), C47(H47), C48(H48), C49(H49), C50(H50), C52(H52), C53(H53), C54(H54),
  C55(H55), C56(H56)
;
_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
C1 C 0.30664(14) 0.2519(3) 0.61316(6) 0.0278(7) Uani 1 1 d . . . . .
C01G C 0.3796(3) 0.0557(7) 0.48859(14) 0.0362(16) Uani 0.494(2) 1 d . . P A 2
H01G H 0.378395 -0.017914 0.472715 0.043 Uiso 0.494(2) 1 calc R U P A 2
C01K C 0.3673(3) 0.2948(6) 0.49971(12) 0.0266(13) Uani 0.494(2) 1 d . . P A 2
H01K H 0.358499 0.385758 0.491458 0.032 Uiso 0.494(2) 1 calc R U P A 2
C01L C 0.3773(3) 0.2684(7) 0.53491(14) 0.0330(15) Uani 0.494(2) 1 d . . P A 2
H01L H 0.373893 0.341587 0.550509 0.040 Uiso 0.494(2) 1 calc R U P A 2
C01R C 0.3905(3) 0.0301(7) 0.52328(12) 0.0309(14) Uani 0.494(2) 1 d . . P A 2
H01R H 0.397037 -0.062012 0.531008 0.037 Uiso 0.494(2) 1 calc R U P A 2
C2 C 0.26361(14) 0.3403(3) 0.59097(6) 0.0296(7) Uani 1 1 d . . . . .
H2 H 0.269606 0.347304 0.567543 0.035 Uiso 1 1 calc R U . . .
C3 C 0.21078(14) 0.4194(3) 0.60395(6) 0.0306(7) Uani 1 1 d . . . . .
H3 H 0.181431 0.481338 0.589245 0.037 Uiso 1 1 calc R U . . .
C4 C 0.20162(14) 0.4071(3) 0.63792(6) 0.0302(7) Uani 1 1 d . . . . .
H4 H 0.165183 0.459392 0.646155 0.036 Uiso 1 1 calc R U . . .
C5 C 0.24502(14) 0.3189(3) 0.66041(6) 0.0293(7) Uani 1 1 d . . . . .
H5 H 0.238056 0.310816 0.683685 0.035 Uiso 1 1 calc R U . . .
C6 C 0.29800(14) 0.2439(3) 0.64831(6) 0.0271(7) Uani 1 1 d . . . . .
C7 C 0.35121(14) 0.1447(3) 0.66626(6) 0.0276(7) Uani 1 1 d . . . . .
C8 C 0.35950(12) 0.2217(3) 0.72703(5) 0.0278(6) Uani 1 1 d . . . . .
H8 H 0.351328 0.313389 0.719169 0.033 Uiso 1 1 calc R U . . .
C9 C 0.36979(13) 0.1940(3) 0.76181(5) 0.0298(6) Uani 1 1 d . . . . .
H9 H 0.368371 0.267332 0.777575 0.036 Uiso 1 1 calc R U . . .
C10 C 0.38211(15) 0.0623(3) 0.77421(6) 0.0310(7) Uani 1 1 d . . . . .
H10 H 0.389800 0.045201 0.798241 0.037 Uiso 1 1 calc R U . . .
C11 C 0.38312(12) -0.0456(3) 0.75097(5) 0.0265(6) Uani 1 1 d . . . . .
H11 H 0.390917 -0.136985 0.759065 0.032 Uiso 1 1 calc R U . . .
C12 C 0.37265(11) -0.0184(3) 0.71597(5) 0.0239(6) Uani 1 1 d . . . . .
H12 H 0.373356 -0.092001 0.700232 0.029 Uiso 1 1 calc R U . . .
C13 C 0.36106(13) 0.1157(3) 0.70337(6) 0.0259(7) Uani 1 1 d . . . . .
C14 C 0.36465(14) 0.1546(3) 0.60896(6) 0.0271(7) Uani 1 1 d . . . . .
C15 C 0.38837(14) 0.0918(3) 0.64189(6) 0.0267(7) Uani 1 1 d . . . . .
C16 C 0.44732(14) -0.0041(3) 0.63793(6) 0.0279(7) Uani 1 1 d . . . . .
C17 C 0.49029(15) -0.0932(3) 0.65944(6) 0.0299(7) Uani 1 1 d . . . . .
H17 H 0.484327 -0.101527 0.682846 0.036 Uiso 1 1 calc R U . . .
C18 C 0.54283(14) -0.1714(3) 0.64654(6) 0.0304(7) Uani 1 1 d . . . . .
H18 H 0.572759 -0.232501 0.661251 0.037 Uiso 1 1 calc R U . . .
C19 C 0.55107(14) -0.1596(3) 0.61230(6) 0.0301(7) Uani 1 1 d . . . . .
H19 H 0.586750 -0.213017 0.603776 0.036 Uiso 1 1 calc R U . . .
C20 C 0.50810(15) -0.0711(3) 0.59028(6) 0.0298(7) Uani 1 1 d . . . . .
H20 H 0.514360 -0.063534 0.566896 0.036 Uiso 1 1 calc R U . . .
C21 C 0.45605(14) 0.0061(3) 0.60279(6) 0.0281(7) Uani 1 1 d . . . . .
C22 C 0.40233(15) 0.1054(3) 0.58485(6) 0.0279(7) Uani 1 1 d . . . . .
C23 C 0.39229(14) 0.1348(3) 0.54765(6) 0.0260(7) Uani 1 1 d . . . . .
C24 C 0.3261(3) 0.1391(6) 0.52937(12) 0.0267(13) Uani 0.506(2) 1 d . . P A 1
H24 H 0.285531 0.124972 0.540674 0.032 Uiso 0.506(2) 1 calc R U P A 1
C25 C 0.3150(3) 0.1636(6) 0.49454(12) 0.0330(14) Uani 0.506(2) 1 d . . P A 1
H25 H 0.267058 0.162850 0.482382 0.040 Uiso 0.506(2) 1 calc R U P A 1
C26 C 0.4537(3) 0.1606(6) 0.53098(11) 0.0276(13) Uani 0.506(2) 1 d . . P A 1
H26 H 0.501099 0.159224 0.543740 0.033 Uiso 0.506(2) 1 calc R U P A 1
C27 C 0.4430(3) 0.1870(6) 0.49651(12) 0.0293(13) Uani 0.506(2) 1 d . . P A 1
H27 H 0.483248 0.204522 0.485245 0.035 Uiso 0.506(2) 1 calc R U P A 1
C28 C 0.37038(15) 0.1886(3) 0.47692(6) 0.0314(7) Uani 1 1 d . . . . .
H28 H 0.362054 0.206423 0.452919 0.038 Uiso 0.506(2) 1 calc R U P A 1
H28A H 0.366104 0.207259 0.453023 0.038 Uiso 0.494(2) 1 calc R U P A 2
C01E C 0.3674(3) 0.7954(6) 0.49883(12) 0.0245(13) Uani 0.494(2) 1 d . . P A 2
H01E H 0.358537 0.886211 0.490464 0.029 Uiso 0.494(2) 1 calc R U P A 2
C01F C 0.3770(3) 0.7680(6) 0.53372(13) 0.0285(14) Uani 0.494(2) 1 d . . P A 2
H01F H 0.373133 0.841518 0.549144 0.034 Uiso 0.494(2) 1 calc R U P A 2
C01H C 0.3814(3) 0.5570(6) 0.48852(13) 0.0323(14) Uani 0.494(2) 1 d . . P A 2
H01H H 0.381322 0.482789 0.472877 0.039 Uiso 0.494(2) 1 calc R U P A 2
C01M C 0.3919(3) 0.5307(7) 0.52324(12) 0.0295(14) Uani 0.494(2) 1 d . . P A 2
H01M H 0.399080 0.438726 0.530987 0.035 Uiso 0.494(2) 1 calc R U P A 2
C29 C 0.39244(14) 0.6353(3) 0.54738(6) 0.0264(7) Uani 1 1 d . . . . .
C30 C 0.40171(14) 0.6075(3) 0.58455(6) 0.0258(7) Uani 1 1 d . . . . .
C31 C 0.4545(3) 0.6583(6) 0.53067(12) 0.0286(13) Uani 0.506(2) 1 d . . P A 1
H31 H 0.501976 0.655563 0.543365 0.034 Uiso 0.506(2) 1 calc R U P A 1
C32 C 0.4433(3) 0.6843(6) 0.49595(13) 0.0327(14) Uani 0.506(2) 1 d . . P A 1
H32 H 0.483646 0.701586 0.484694 0.039 Uiso 0.506(2) 1 calc R U P A 1
C33 C 0.37112(15) 0.6860(3) 0.47617(7) 0.0327(7) Uani 1 1 d . . . . .
H33A H 0.366415 0.702367 0.452157 0.039 Uiso 0.494(2) 1 calc R U P A 2
H33 H 0.363239 0.703006 0.452133 0.039 Uiso 0.506(2) 1 calc R U P A 1
C34 C 0.3148(3) 0.6618(6) 0.49371(13) 0.0353(15) Uani 0.506(2) 1 d . . P A 1
H34 H 0.266885 0.660049 0.481489 0.042 Uiso 0.506(2) 1 calc R U P A 1
C35 C 0.3262(3) 0.6400(6) 0.52871(12) 0.0284(13) Uani 0.506(2) 1 d . . P A 1
H35 H 0.285567 0.627860 0.540040 0.034 Uiso 0.506(2) 1 calc R U P A 1
C36 C 0.36214(14) 0.6575(3) 0.60787(6) 0.0253(7) Uani 1 1 d . . . . .
C37 C 0.30259(14) 0.7515(3) 0.61133(6) 0.0264(7) Uani 1 1 d . . . . .
C38 C 0.26140(14) 0.8431(3) 0.58924(6) 0.0287(7) Uani 1 1 d . . . . .
H38 H 0.268725 0.851337 0.566017 0.034 Uiso 1 1 calc R U . . .
C39 C 0.20882(14) 0.9231(3) 0.60174(7) 0.0316(7) Uani 1 1 d . . . . .
H39 H 0.180644 0.986318 0.586907 0.038 Uiso 1 1 calc R U . . .
C40 C 0.19781(14) 0.9105(3) 0.63552(6) 0.0298(7) Uani 1 1 d . . . . .
H40 H 0.161956 0.965044 0.643559 0.036 Uiso 1 1 calc R U . . .
C41 C 0.23861(14) 0.8188(3) 0.65798(6) 0.0277(7) Uani 1 1 d . . . . .
H41 H 0.230457 0.810546 0.681084 0.033 Uiso 1 1 calc R U . . .
C42 C 0.29096(13) 0.7402(3) 0.64618(6) 0.0250(7) Uani 1 1 d . . . . .
C43 C 0.34440(14) 0.6434(3) 0.66473(6) 0.0255(7) Uani 1 1 d . . . . .
C44 C 0.38563(14) 0.5960(3) 0.64111(6) 0.0258(7) Uani 1 1 d . . . . .
C45 C 0.44393(14) 0.4997(3) 0.63791(6) 0.0260(7) Uani 1 1 d . . . . .
C46 C 0.45492(14) 0.5094(3) 0.60308(6) 0.0284(7) Uani 1 1 d . . . . .
C47 C 0.50835(15) 0.4312(3) 0.59145(6) 0.0301(7) Uani 1 1 d . . . . .
H47 H 0.516561 0.438287 0.568335 0.036 Uiso 1 1 calc R U . . .
C48 C 0.54959(14) 0.3423(3) 0.61441(7) 0.0336(7) Uani 1 1 d . . . . .
H48 H 0.586578 0.289245 0.606835 0.040 Uiso 1 1 calc R U . . .
C49 C 0.53755(14) 0.3299(3) 0.64808(7) 0.0313(7) Uani 1 1 d . . . . .
H49 H 0.565635 0.267421 0.663157 0.038 Uiso 1 1 calc R U . . .
C50 C 0.48434(14) 0.4087(3) 0.66000(6) 0.0286(7) Uani 1 1 d . . . . .
H50 H 0.476060 0.399860 0.683061 0.034 Uiso 1 1 calc R U . . .
C51 C 0.35411(14) 0.6154(3) 0.70177(6) 0.0255(7) Uani 1 1 d . . . . .
C52 C 0.29605(12) 0.5914(2) 0.71901(5) 0.0263(6) Uani 1 1 d . . . . .
H52 H 0.248247 0.593420 0.706656 0.032 Uiso 1 1 calc R U . . .
C53 C 0.30710(13) 0.5646(2) 0.75402(5) 0.0273(6) Uani 1 1 d . . . . .
H53 H 0.266852 0.547354 0.765322 0.033 Uiso 1 1 calc R U . . .
C54 C 0.37625(16) 0.5626(3) 0.77265(6) 0.0308(7) Uani 1 1 d . . . . .
H54 H 0.383577 0.544618 0.796646 0.037 Uiso 1 1 calc R U . . .
C55 C 0.43458(13) 0.5872(2) 0.75588(5) 0.0278(6) Uani 1 1 d . . . . .
H55 H 0.482172 0.586969 0.768479 0.033 Uiso 1 1 calc R U . . .
C56 C 0.42386(12) 0.6122(3) 0.72083(5) 0.0243(6) Uani 1 1 d . . . . .
H56 H 0.464365 0.627435 0.709562 0.029 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.390(4) . ?
C1 C6 1.422(3) . ?
C1 C14 1.472(4) . ?
C01G H01G 0.9500 . ?
C01G C01R 1.373(7) . ?
C01G C28 1.376(7) . ?
C01K H01K 0.9500 . ?
C01K C01L 1.394(7) . ?
C01K C28 1.377(6) . ?
C01L H01L 0.9500 . ?
C01L C23 1.408(7) . ?
C01R H01R 0.9500 . ?
C01R C23 1.398(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.413(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.400(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(4) . ?
C6 C7 1.486(4) . ?
C7 C13 1.472(3) . ?
C7 C15 1.373(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(3) . ?
C8 C13 1.396(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.396(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.402(4) . ?
C14 C15 1.440(3) . ?
C14 C22 1.358(4) . ?
C15 C16 1.474(4) . ?
C16 C17 1.381(4) . ?
C16 C21 1.423(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.403(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.383(4) . ?
C21 C22 1.492(4) . ?
C22 C23 1.476(3) . ?
C23 C24 1.334(6) . ?
C23 C26 1.434(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.376(7) . ?
C25 H25 0.9500 . ?
C25 C28 1.359(6) . ?
C26 H26 0.9500 . ?
C26 C27 1.366(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.455(6) . ?
C28 H28 0.9500 . ?
C28 H28A 0.9500 . ?
C01E H01E 0.9500 . ?
C01E C01F 1.385(7) . ?
C01E C33 1.400(6) . ?
C01F H01F 0.9500 . ?
C01F C29 1.413(7) . ?
C01H H01H 0.9500 . ?
C01H C01M 1.375(7) . ?
C01H C33 1.351(6) . ?
C01M H01M 0.9500 . ?
C01M C29 1.393(6) . ?
C29 C30 1.473(3) . ?
C29 C31 1.442(5) . ?
C29 C35 1.340(6) . ?
C30 C36 1.359(4) . ?
C30 C46 1.488(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.375(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.452(6) . ?
C33 H33A 0.9500 . ?
C33 H33 0.9500 . ?
C33 C34 1.371(6) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.468(4) . ?
C36 C44 1.445(3) . ?
C37 C38 1.392(4) . ?
C37 C42 1.429(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.406(4) . ?
C39 H39 0.9500 . ?
C39 C40 1.384(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.398(4) . ?
C41 H41 0.9500 . ?
C41 C42 1.382(4) . ?
C42 C43 1.482(4) . ?
C43 C44 1.380(3) . ?
C43 C51 1.468(3) . ?
C44 C45 1.461(4) . ?
C45 C46 1.423(3) . ?
C45 C50 1.382(4) . ?
C46 C47 1.393(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.395(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.386(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.398(4) . ?
C50 H50 0.9500 . ?
C51 C52 1.391(3) . ?
C51 C56 1.402(3) . ?
C52 H52 0.9500 . ?
C52 C53 1.387(2) . ?
C53 H53 0.9500 . ?
C53 C54 1.385(4) . ?
C54 H54 0.9500 . ?
C54 C55 1.385(3) . ?
C55 H55 0.9500 . ?
C55 C56 1.386(3) . ?
C56 H56 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
C2 C1 C6 120.2(2) . . ?
C2 C1 C14 133.9(2) . . ?
C6 C1 C14 105.9(2) . . ?
C01R C01G H01G 120.2 . . ?
C28 C01G H01G 120.2 . . ?
C28 C01G C01R 119.6(6) . . ?
C01L C01K H01K 120.1 . . ?
C28 C01K H01K 120.1 . . ?
C28 C01K C01L 119.9(5) . . ?
C01K C01L H01L 119.6 . . ?
C01K C01L C23 120.8(5) . . ?
C23 C01L H01L 119.6 . . ?
C01G C01R H01R 118.8 . . ?
C01G C01R C23 122.3(6) . . ?
C23 C01R H01R 118.8 . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.7(2) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.2(3) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.0(2) . . ?
C6 C5 H5 120.5 . . ?
C1 C6 C7 109.2(2) . . ?
C5 C6 C1 120.5(2) . . ?
C5 C6 C7 130.3(2) . . ?
C13 C7 C6 124.6(2) . . ?
C15 C7 C6 106.8(2) . . ?
C15 C7 C13 128.6(3) . . ?
C9 C8 H8 119.9 . . ?
C9 C8 C13 120.3(2) . . ?
C13 C8 H8 119.9 . . ?
C8 C9 H9 119.2 . . ?
C8 C9 C10 121.5(2) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.1(2) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.3(2) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 C7 120.6(3) . . ?
C8 C13 C12 118.2(2) . . ?
C12 C13 C7 121.3(2) . . ?
C15 C14 C1 107.5(2) . . ?
C22 C14 C1 141.4(3) . . ?
C22 C14 C15 111.1(3) . . ?
C7 C15 C14 110.6(3) . . ?
C7 C15 C16 141.6(2) . . ?
C14 C15 C16 107.7(2) . . ?
C17 C16 C15 135.1(2) . . ?
C17 C16 C21 119.7(2) . . ?
C21 C16 C15 105.2(2) . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.6(2) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.4 . . ?
C18 C19 C20 121.1(2) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C16 C21 C22 109.5(2) . . ?
C20 C21 C16 120.3(3) . . ?
C20 C21 C22 130.2(2) . . ?
C14 C22 C21 106.5(2) . . ?
C14 C22 C23 128.9(3) . . ?
C23 C22 C21 124.6(2) . . ?
C01L C23 C22 121.4(3) . . ?
C01R C23 C01L 116.7(4) . . ?
C01R C23 C22 121.7(3) . . ?
C24 C23 C22 120.3(3) . . ?
C24 C23 C26 119.5(3) . . ?
C26 C23 C22 120.2(3) . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.6(4) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 H25 118.9 . . ?
C28 C25 C24 122.3(5) . . ?
C28 C25 H25 118.9 . . ?
C23 C26 H26 120.5 . . ?
C27 C26 C23 119.1(4) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.5(4) . . ?
C28 C27 H27 119.7 . . ?
C01G C28 C01K 120.4(4) . . ?
C01G C28 H28A 119.8 . . ?
C01K C28 H28A 119.8 . . ?
C25 C28 C27 116.9(3) . . ?
C25 C28 H28 121.5 . . ?
C27 C28 H28 121.5 . . ?
C01F C01E H01E 120.8 . . ?
C01F C01E C33 118.3(5) . . ?
C33 C01E H01E 120.8 . . ?
C01E C01F H01F 118.6 . . ?
C01E C01F C29 122.8(5) . . ?
C29 C01F H01F 118.6 . . ?
C01M C01H H01H 119.3 . . ?
C33 C01H H01H 119.3 . . ?
C33 C01H C01M 121.4(5) . . ?
C01H C01M H01M 119.1 . . ?
C01H C01M C29 121.8(5) . . ?
C29 C01M H01M 119.1 . . ?
C01F C29 C30 122.1(3) . . ?
C01M C29 C01F 115.5(4) . . ?
C01M C29 C30 122.1(3) . . ?
C31 C29 C30 120.4(3) . . ?
C35 C29 C30 120.4(3) . . ?
C35 C29 C31 119.2(3) . . ?
C29 C30 C46 124.8(2) . . ?
C36 C30 C29 128.0(3) . . ?
C36 C30 C46 107.1(2) . . ?
C29 C31 H31 120.8 . . ?
C32 C31 C29 118.4(5) . . ?
C32 C31 H31 120.8 . . ?
C31 C32 H32 119.4 . . ?
C31 C32 C33 121.3(5) . . ?
C33 C32 H32 119.4 . . ?
C01E C33 H33A 120.1 . . ?
C01H C33 C01E 119.9(4) . . ?
C01H C33 H33A 120.1 . . ?
C32 C33 H33 121.5 . . ?
C34 C33 C32 117.0(4) . . ?
C34 C33 H33 121.5 . . ?
C33 C34 H34 119.3 . . ?
C33 C34 C35 121.4(5) . . ?
C35 C34 H34 119.3 . . ?
C29 C35 C34 122.6(5) . . ?
C29 C35 H35 118.7 . . ?
C34 C35 H35 118.7 . . ?
C30 C36 C37 142.3(2) . . ?
C30 C36 C44 110.1(2) . . ?
C44 C36 C37 107.6(2) . . ?
C38 C37 C36 134.2(2) . . ?
C38 C37 C42 119.8(2) . . ?
C42 C37 C36 106.0(2) . . ?
C37 C38 H38 120.4 . . ?
C37 C38 C39 119.1(2) . . ?
C39 C38 H38 120.4 . . ?
C38 C39 H39 119.8 . . ?
C40 C39 C38 120.5(3) . . ?
C40 C39 H39 119.8 . . ?
C39 C40 H40 119.5 . . ?
C39 C40 C41 121.1(2) . . ?
C41 C40 H40 119.5 . . ?
C40 C41 H41 120.4 . . ?
C42 C41 C40 119.2(2) . . ?
C42 C41 H41 120.4 . . ?
C37 C42 C43 109.2(2) . . ?
C41 C42 C37 120.3(2) . . ?
C41 C42 C43 130.3(2) . . ?
C44 C43 C42 106.7(2) . . ?
C44 C43 C51 127.9(3) . . ?
C51 C43 C42 125.2(2) . . ?
C36 C44 C45 108.2(2) . . ?
C43 C44 C36 110.5(2) . . ?
C43 C44 C45 141.2(2) . . ?
C46 C45 C44 105.4(2) . . ?
C50 C45 C44 134.5(2) . . ?
C50 C45 C46 120.1(2) . . ?
C45 C46 C30 109.1(2) . . ?
C47 C46 C30 130.7(2) . . ?
C47 C46 C45 120.2(3) . . ?
C46 C47 H47 120.7 . . ?
C46 C47 C48 118.7(2) . . ?
C48 C47 H47 120.7 . . ?
C47 C48 H48 119.4 . . ?
C49 C48 C47 121.2(3) . . ?
C49 C48 H48 119.4 . . ?
C48 C49 H49 119.8 . . ?
C48 C49 C50 120.5(3) . . ?
C50 C49 H49 119.8 . . ?
C45 C50 C49 119.4(2) . . ?
C45 C50 H50 120.3 . . ?
C49 C50 H50 120.3 . . ?
C52 C51 C43 122.2(2) . . ?
C52 C51 C56 118.1(2) . . ?
C56 C51 C43 119.7(2) . . ?
C51 C52 H52 119.6 . . ?
C53 C52 C51 120.8(2) . . ?
C53 C52 H52 119.6 . . ?
C52 C53 H53 119.7 . . ?
C52 C53 C54 120.7(2) . . ?
C54 C53 H53 119.7 . . ?
C53 C54 H54 120.4 . . ?
C55 C54 C53 119.2(2) . . ?
C55 C54 H54 120.4 . . ?
C54 C55 H55 119.8 . . ?
C54 C55 C56 120.3(2) . . ?
C56 C55 H55 119.8 . . ?
C51 C56 H56 119.5 . . ?
C55 C56 C51 120.9(2) . . ?
C55 C56 H56 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -1.0(4) . . . . ?
C1 C6 C7 C13 176.3(3) . . . . ?
C1 C6 C7 C15 -2.3(3) . . . . ?
C1 C14 C15 C7 -1.6(3) . . . . ?
C1 C14 C15 C16 -179.1(2) . . . . ?
C1 C14 C22 C21 178.5(4) . . . . ?
C1 C14 C22 C23 -4.3(6) . . . . ?
C01G C01R C23 C01L 4.3(7) . . . . ?
C01G C01R C23 C22 178.5(4) . . . . ?
C01K C01L C23 C01R -5.3(7) . . . . ?
C01K C01L C23 C22 -179.5(4) . . . . ?
C01L C01K C28 C01G 3.3(7) . . . . ?
C01R C01G C28 C01K -4.3(7) . . . . ?
C2 C1 C6 C5 2.8(4) . . . . ?
C2 C1 C6 C7 -178.9(3) . . . . ?
C2 C1 C14 C15 -179.7(3) . . . . ?
C2 C1 C14 C22 0.2(7) . . . . ?
C2 C3 C4 C5 1.4(5) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C4 C5 C6 C1 -2.4(4) . . . . ?
C4 C5 C6 C7 179.6(3) . . . . ?
C5 C6 C7 C13 -5.5(5) . . . . ?
C5 C6 C7 C15 175.9(3) . . . . ?
C6 C1 C2 C3 -1.0(4) . . . . ?
C6 C1 C14 C15 0.1(3) . . . . ?
C6 C1 C14 C22 -180.0(4) . . . . ?
C6 C7 C13 C8 -40.9(4) . . . . ?
C6 C7 C13 C12 139.5(3) . . . . ?
C6 C7 C15 C14 2.3(3) . . . . ?
C6 C7 C15 C16 178.5(4) . . . . ?
C7 C15 C16 C17 4.7(7) . . . . ?
C7 C15 C16 C21 -176.2(4) . . . . ?
C8 C9 C10 C11 -0.9(4) . . . . ?
C9 C8 C13 C7 -179.1(2) . . . . ?
C9 C8 C13 C12 0.5(3) . . . . ?
C9 C10 C11 C12 0.8(4) . . . . ?
C10 C11 C12 C13 0.0(3) . . . . ?
C11 C12 C13 C7 178.9(2) . . . . ?
C11 C12 C13 C8 -0.7(3) . . . . ?
C13 C7 C15 C14 -176.2(3) . . . . ?
C13 C7 C15 C16 -0.1(6) . . . . ?
C13 C8 C9 C10 0.3(4) . . . . ?
C14 C1 C2 C3 178.8(3) . . . . ?
C14 C1 C6 C5 -177.1(3) . . . . ?
C14 C1 C6 C7 1.3(3) . . . . ?
C14 C15 C16 C17 -179.1(3) . . . . ?
C14 C15 C16 C21 0.0(3) . . . . ?
C14 C22 C23 C01L 41.1(5) . . . . ?
C14 C22 C23 C01R -132.8(4) . . . . ?
C14 C22 C23 C24 -43.0(5) . . . . ?
C14 C22 C23 C26 136.3(4) . . . . ?
C15 C7 C13 C8 137.4(3) . . . . ?
C15 C7 C13 C12 -42.2(4) . . . . ?
C15 C14 C22 C21 -1.6(3) . . . . ?
C15 C14 C22 C23 175.6(3) . . . . ?
C15 C16 C17 C18 180.0(3) . . . . ?
C15 C16 C21 C20 179.6(3) . . . . ?
C15 C16 C21 C22 -1.0(3) . . . . ?
C16 C17 C18 C19 -0.4(4) . . . . ?
C16 C21 C22 C14 1.6(3) . . . . ?
C16 C21 C22 C23 -175.7(3) . . . . ?
C17 C16 C21 C20 -1.1(4) . . . . ?
C17 C16 C21 C22 178.4(3) . . . . ?
C17 C18 C19 C20 0.1(4) . . . . ?
C18 C19 C20 C21 -0.2(4) . . . . ?
C19 C20 C21 C16 0.7(4) . . . . ?
C19 C20 C21 C22 -178.5(3) . . . . ?
C20 C21 C22 C14 -179.1(3) . . . . ?
C20 C21 C22 C23 3.6(5) . . . . ?
C21 C16 C17 C18 0.9(4) . . . . ?
C21 C22 C23 C01L -142.2(4) . . . . ?
C21 C22 C23 C01R 43.9(5) . . . . ?
C21 C22 C23 C24 133.7(4) . . . . ?
C21 C22 C23 C26 -47.0(5) . . . . ?
C22 C14 C15 C7 178.5(3) . . . . ?
C22 C14 C15 C16 1.0(3) . . . . ?
C22 C23 C24 C25 -178.7(5) . . . . ?
C22 C23 C26 C27 179.7(4) . . . . ?
C23 C24 C25 C28 -2.0(9) . . . . ?
C23 C26 C27 C28 -0.2(8) . . . . ?
C24 C23 C26 C27 -1.0(7) . . . . ?
C24 C25 C28 C27 0.7(8) . . . . ?
C26 C23 C24 C25 2.1(8) . . . . ?
C26 C27 C28 C25 0.3(7) . . . . ?
C28 C01G C01R C23 0.4(8) . . . . ?
C28 C01K C01L C23 1.6(7) . . . . ?
C01E C01F C29 C01M -4.7(7) . . . . ?
C01E C01F C29 C30 -179.3(4) . . . . ?
C01F C01E C33 C01H 2.2(7) . . . . ?
C01F C29 C30 C36 41.7(5) . . . . ?
C01F C29 C30 C46 -142.6(4) . . . . ?
C01H C01M C29 C01F 3.7(7) . . . . ?
C01H C01M C29 C30 178.3(4) . . . . ?
C01M C01H C33 C01E -3.2(7) . . . . ?
C01M C29 C30 C36 -132.5(4) . . . . ?
C01M C29 C30 C46 43.2(5) . . . . ?
C29 C30 C36 C37 -3.4(6) . . . . ?
C29 C30 C36 C44 175.5(3) . . . . ?
C29 C30 C46 C45 -174.6(3) . . . . ?
C29 C30 C46 C47 4.2(5) . . . . ?
C29 C31 C32 C33 -1.3(8) . . . . ?
C30 C29 C31 C32 -179.8(4) . . . . ?
C30 C29 C35 C34 -178.1(5) . . . . ?
C30 C36 C37 C38 -5.0(7) . . . . ?
C30 C36 C37 C42 177.2(4) . . . . ?
C30 C36 C44 C43 -178.4(2) . . . . ?
C30 C36 C44 C45 -0.5(3) . . . . ?
C30 C46 C47 C48 -177.6(3) . . . . ?
C31 C29 C30 C36 138.3(4) . . . . ?
C31 C29 C30 C46 -46.0(5) . . . . ?
C31 C29 C35 C34 2.1(8) . . . . ?
C31 C32 C33 C34 0.6(8) . . . . ?
C32 C33 C34 C35 1.4(8) . . . . ?
C33 C01E C01F C29 1.9(7) . . . . ?
C33 C01H C01M C29 0.1(8) . . . . ?
C33 C34 C35 C29 -2.9(9) . . . . ?
C35 C29 C30 C36 -41.5(5) . . . . ?
C35 C29 C30 C46 134.2(4) . . . . ?
C35 C29 C31 C32 0.0(7) . . . . ?
C36 C30 C46 C45 1.8(3) . . . . ?
C36 C30 C46 C47 -179.4(3) . . . . ?
C36 C37 C38 C39 -177.6(3) . . . . ?
C36 C37 C42 C41 178.8(2) . . . . ?
C36 C37 C42 C43 1.9(3) . . . . ?
C36 C44 C45 C46 1.6(3) . . . . ?
C36 C44 C45 C50 -176.6(3) . . . . ?
C37 C36 C44 C43 0.9(3) . . . . ?
C37 C36 C44 C45 178.8(2) . . . . ?
C37 C38 C39 C40 -0.4(4) . . . . ?
C37 C42 C43 C44 -1.4(3) . . . . ?
C37 C42 C43 C51 173.8(3) . . . . ?
C38 C37 C42 C41 0.6(4) . . . . ?
C38 C37 C42 C43 -176.3(3) . . . . ?
C38 C39 C40 C41 0.2(5) . . . . ?
C39 C40 C41 C42 0.3(4) . . . . ?
C40 C41 C42 C37 -0.7(4) . . . . ?
C40 C41 C42 C43 175.4(3) . . . . ?
C41 C42 C43 C44 -177.9(3) . . . . ?
C41 C42 C43 C51 -2.7(5) . . . . ?
C42 C37 C38 C39 0.0(4) . . . . ?
C42 C43 C44 C36 0.3(3) . . . . ?
C42 C43 C44 C45 -176.5(4) . . . . ?
C42 C43 C51 C52 46.0(4) . . . . ?
C42 C43 C51 C56 -134.1(3) . . . . ?
C43 C44 C45 C46 178.5(4) . . . . ?
C43 C44 C45 C50 0.3(6) . . . . ?
C43 C51 C52 C53 179.7(2) . . . . ?
C43 C51 C56 C55 179.4(2) . . . . ?
C44 C36 C37 C38 176.2(3) . . . . ?
C44 C36 C37 C42 -1.7(3) . . . . ?
C44 C43 C51 C52 -139.8(3) . . . . ?
C44 C43 C51 C56 40.1(5) . . . . ?
C44 C45 C46 C30 -2.1(3) . . . . ?
C44 C45 C46 C47 179.0(3) . . . . ?
C44 C45 C50 C49 -180.0(3) . . . . ?
C45 C46 C47 C48 1.1(4) . . . . ?
C46 C30 C36 C37 -179.6(4) . . . . ?
C46 C30 C36 C44 -0.8(3) . . . . ?
C46 C45 C50 C49 2.1(4) . . . . ?
C46 C47 C48 C49 0.7(5) . . . . ?
C47 C48 C49 C50 -1.2(5) . . . . ?
C48 C49 C50 C45 -0.2(4) . . . . ?
C50 C45 C46 C30 176.4(3) . . . . ?
C50 C45 C46 C47 -2.5(4) . . . . ?
C51 C43 C44 C36 -174.7(3) . . . . ?
C51 C43 C44 C45 8.4(6) . . . . ?
C51 C52 C53 C54 0.7(4) . . . . ?
C52 C51 C56 C55 -0.6(4) . . . . ?
C52 C53 C54 C55 -0.3(4) . . . . ?
C53 C54 C55 C56 -0.6(4) . . . . ?
C54 C55 C56 C51 1.1(4) . . . . ?
C56 C51 C52 C53 -0.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.082
_oxdiff_exptl_absorpt_empirical_full_min 0.367
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.8032 10162 7628 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.1968 9881 7628 nmt 1.0008 -0.0005 0.0006 0.0000 1.0010 0.0002 -0.0417
0.0824 0.9949

_twin_special_details            
;
Component 2 rotated by 1.6237° 
 around [0.89 0.45 -0.02] (reciprocal) or [0.48 0.88 0.03] (direct)
;
####################################################################### 
# 
# 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_2-165-2
_database_code_depnum_ccdc_archive 'CCDC 2301516'
loop_
_audit_author_name
_audit_author_address
benzofulvenes
;USTC
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_audit_creation_date             2023-04-22
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H19 Br'
_chemical_formula_sum            'C28 H19 Br'
_chemical_formula_weight         435.34
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Br'
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'

_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           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   10.31429(10)
_cell_length_b                   13.70396(12)
_cell_length_c                   14.53348(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2054.26(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9599
_cell_measurement_temperature    220.01(10)
_cell_measurement_theta_max      71.2490
_cell_measurement_theta_min      5.2670
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.790
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97299
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11758
_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         71.612
_diffrn_reflns_theta_min         4.435
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      220.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     11.00  85.00   0.50    0.50    --   42.30 -82.00   0.00  148
  2  ω     92.00 128.00   0.50    0.50    --   42.30  77.00  90.00   72
  3  ω    -20.00  58.00   0.50    0.50    --   42.30 -57.00 120.00  156
  4  ω    -33.00  -7.00   0.50    0.50    --   42.30 -82.00   0.00   52
  5  ω     87.00 113.00   0.50    0.50    --   42.30  77.00-150.00   52
  6  ω     84.00 132.00   0.50    0.50    --   42.30  77.00  30.00   96
  7  ω     91.00 179.00   0.50    0.50    --  101.60  82.00 -90.00  176
  8  ω     18.00 129.00   0.50    0.50    --  101.60 -64.00 150.00  222
  9  ω    163.00 189.00   0.50    0.50    --  101.60  82.00-120.00   52
 10  ω    100.00 128.00   0.50    0.50    --  101.60  82.00-120.00   56
 11  ω    109.00 158.00   0.50    0.50    --  101.60  77.00-180.00   98
 12  ω     76.00 185.00   0.50    0.50    --  101.60  38.00  30.00  218
 13  ω     80.00 190.00   0.50    0.50    --  101.60  77.00  90.00  220
 14  ω     67.00 188.00   0.50    0.50    --  101.60  38.00   0.00  242
 15  ω     18.00  52.00   0.50    0.50    --   42.10  19.00  60.00   68
 16  ω    118.00 168.00   0.50    0.50    --  101.60  82.00 150.00  100
 17  ω     -5.00  30.00   0.50    0.50    --   42.10  38.00 -90.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0936684000
_diffrn_orient_matrix_UB_12      -0.0772776000
_diffrn_orient_matrix_UB_13      -0.0388603000
_diffrn_orient_matrix_UB_21      -0.0440906000
_diffrn_orient_matrix_UB_22      -0.0725327000
_diffrn_orient_matrix_UB_23      0.0746914000
_diffrn_orient_matrix_UB_31      -0.1075907000
_diffrn_orient_matrix_UB_32      -0.0374277000
_diffrn_orient_matrix_UB_33      -0.0644875000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.737
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.966
_reflns_number_gt                3867
_reflns_number_total             3928
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 1605 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3928
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0186
_refine_ls_R_factor_gt           0.0182
_refine_ls_restrained_S_all      1.069
_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)+(0.0194P)²+0.4431P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0450
_refine_ls_wR_factor_ref         0.0451
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25),
  C26(H26), C27(H27), C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.53511(2) 0.61175(2) 0.65092(2) 0.03066(7) Uani 1 1 d . . . . .
C1 C 0.3816(2) 0.53860(17) 0.40017(16) 0.0264(5) Uani 1 1 d . . . . .
C2 C 0.3412(3) 0.55170(19) 0.31020(17) 0.0342(6) Uani 1 1 d . . . . .
H2 H 0.355126 0.612169 0.279798 0.041 Uiso 1 1 calc R U . . .
C3 C 0.2801(3) 0.4753(2) 0.26506(18) 0.0395(6) Uani 1 1 d . . . . .
H3 H 0.248973 0.484467 0.204137 0.047 Uiso 1 1 calc R U . . .
C4 C 0.2639(3) 0.3855(2) 0.30806(17) 0.0386(6) Uani 1 1 d . . . . .
H4 H 0.223096 0.333602 0.275838 0.046 Uiso 1 1 calc R U . . .
C5 C 0.3065(2) 0.37097(18) 0.39742(17) 0.0322(5) Uani 1 1 d . . . . .
H5 H 0.296782 0.309059 0.426002 0.039 Uiso 1 1 calc R U . . .
C6 C 0.3638(2) 0.44785(16) 0.44487(16) 0.0268(5) Uani 1 1 d . . . . .
C7 C 0.4292(2) 0.45302(15) 0.53553(16) 0.0258(5) Uani 1 1 d . . . . .
C8 C 0.4789(2) 0.55358(15) 0.53987(15) 0.0248(4) Uani 1 1 d . . . . .
C9 C 0.4494(2) 0.60531(16) 0.46285(14) 0.0251(4) Uani 1 1 d . . . . .
C10 C 0.4716(2) 0.71015(16) 0.44515(15) 0.0266(4) Uani 1 1 d . . . . .
C11 C 0.5872(2) 0.75496(18) 0.47085(18) 0.0338(5) Uani 1 1 d . . . . .
H11 H 0.654254 0.717111 0.497902 0.041 Uiso 1 1 calc R U . . .
C12 C 0.6055(3) 0.8540(2) 0.4575(2) 0.0457(7) Uani 1 1 d . . . . .
H12 H 0.684680 0.883727 0.475750 0.055 Uiso 1 1 calc R U . . .
C13 C 0.5099(3) 0.90940(19) 0.4180(2) 0.0499(8) Uani 1 1 d . . . . .
H13 H 0.521743 0.977715 0.410796 0.060 Uiso 1 1 calc R U . . .
C14 C 0.3965(3) 0.86618(18) 0.3888(2) 0.0439(7) Uani 1 1 d . . . . .
H14 H 0.331478 0.904283 0.359612 0.053 Uiso 1 1 calc R U . . .
C15 C 0.3774(2) 0.76693(17) 0.40204(18) 0.0329(5) Uani 1 1 d . . . . .
H15 H 0.299301 0.737366 0.381505 0.040 Uiso 1 1 calc R U . . .
C16 C 0.4456(2) 0.37991(17) 0.59815(15) 0.0270(4) Uani 1 1 d . . . . .
C17 C 0.3594(2) 0.29395(17) 0.60224(16) 0.0311(5) Uani 1 1 d . . . . .
C18 C 0.2247(3) 0.3053(2) 0.60249(19) 0.0393(6) Uani 1 1 d . . . . .
H18 H 0.188389 0.368548 0.594967 0.047 Uiso 1 1 calc R U . . .
C19 C 0.1437(3) 0.2259(2) 0.6135(2) 0.0527(8) Uani 1 1 d . . . . .
H19 H 0.052386 0.234933 0.614163 0.063 Uiso 1 1 calc R U . . .
C20 C 0.1947(4) 0.1338(2) 0.6236(2) 0.0603(10) Uani 1 1 d . . . . .
H20 H 0.138768 0.079244 0.631145 0.072 Uiso 1 1 calc R U . . .
C21 C 0.3269(4) 0.1209(2) 0.6226(2) 0.0596(9) Uani 1 1 d . . . . .
H21 H 0.362005 0.057157 0.628941 0.072 Uiso 1 1 calc R U . . .
C22 C 0.4093(3) 0.19984(18) 0.61255(19) 0.0438(7) Uani 1 1 d . . . . .
H22 H 0.500502 0.189952 0.612650 0.053 Uiso 1 1 calc R U . . .
C23 C 0.5542(2) 0.37966(15) 0.66532(15) 0.0286(5) Uani 1 1 d . . . . .
C24 C 0.5333(3) 0.35854(15) 0.75817(16) 0.0350(5) Uani 1 1 d . . . . .
H24 H 0.447985 0.345368 0.779360 0.042 Uiso 1 1 calc R U . . .
C25 C 0.6360(3) 0.35661(18) 0.8197(2) 0.0445(7) Uani 1 1 d . . . . .
H25 H 0.620678 0.343536 0.882919 0.053 Uiso 1 1 calc R U . . .
C26 C 0.7605(3) 0.37373(19) 0.7888(2) 0.0470(7) Uani 1 1 d . . . . .
H26 H 0.830712 0.372864 0.831060 0.056 Uiso 1 1 calc R U . . .
C27 C 0.7834(3) 0.3921(2) 0.6969(2) 0.0434(6) Uani 1 1 d . . . . .
H27 H 0.869472 0.402370 0.675820 0.052 Uiso 1 1 calc R U . . .
C28 C 0.6808(2) 0.39560(18) 0.63526(17) 0.0344(5) Uani 1 1 d . . . . .
H28 H 0.696897 0.408951 0.572142 0.041 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C8 1.891(2) . ?
C1 C2 1.384(3) . ?
C1 C6 1.415(3) . ?
C1 C9 1.468(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(3) . ?
C6 C7 1.482(3) . ?
C7 C8 1.472(3) . ?
C7 C16 1.364(3) . ?
C8 C9 1.360(3) . ?
C9 C10 1.478(3) . ?
C10 C11 1.392(3) . ?
C10 C15 1.394(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.371(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.477(3) . ?
C16 C23 1.486(3) . ?
C17 C18 1.398(4) . ?
C17 C22 1.397(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.375(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.397(3) . ?
C23 C28 1.394(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.380(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.379(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(3) . ?
C28 H28 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
C2 C1 C6 120.6(2) . . ?
C2 C1 C9 130.5(2) . . ?
C6 C1 C9 108.93(19) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.1(2) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.7(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.7(3) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C7 107.87(19) . . ?
C5 C6 C1 119.6(2) . . ?
C5 C6 C7 132.1(2) . . ?
C8 C7 C6 103.98(18) . . ?
C16 C7 C6 127.9(2) . . ?
C16 C7 C8 128.0(2) . . ?
C7 C8 Br1 122.55(16) . . ?
C9 C8 Br1 123.47(16) . . ?
C9 C8 C7 112.02(19) . . ?
C1 C9 C10 124.85(19) . . ?
C8 C9 C1 107.03(19) . . ?
C8 C9 C10 128.0(2) . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 C15 118.1(2) . . ?
C15 C10 C9 120.9(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.1(2) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.7(2) . . ?
C14 C15 H15 119.6 . . ?
C7 C16 C17 122.5(2) . . ?
C7 C16 C23 122.2(2) . . ?
C17 C16 C23 115.18(19) . . ?
C18 C17 C16 120.6(2) . . ?
C22 C17 C16 121.3(2) . . ?
C22 C17 C18 118.0(2) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.9(3) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.7(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.7(3) . . ?
C22 C21 H21 119.7 . . ?
C17 C22 H22 119.8 . . ?
C21 C22 C17 120.5(3) . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C16 121.3(2) . . ?
C28 C23 C16 120.0(2) . . ?
C28 C23 C24 118.7(2) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.1(3) . . ?
C28 C27 H27 120.0 . . ?
C23 C28 H28 119.8 . . ?
C27 C28 C23 120.4(2) . . ?
C27 C28 H28 119.8 . . ?

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
Br1 C8 C9 C1 -166.84(16) . . . . ?
Br1 C8 C9 C10 9.4(3) . . . . ?
C1 C2 C3 C4 -2.5(4) . . . . ?
C1 C6 C7 C8 2.5(2) . . . . ?
C1 C6 C7 C16 -174.3(2) . . . . ?
C1 C9 C10 C11 -142.1(2) . . . . ?
C1 C9 C10 C15 37.8(3) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
C2 C1 C6 C7 173.8(2) . . . . ?
C2 C1 C9 C8 -173.5(2) . . . . ?
C2 C1 C9 C10 10.0(4) . . . . ?
C2 C3 C4 C5 1.1(4) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C4 C5 C6 C1 -2.2(4) . . . . ?
C4 C5 C6 C7 -173.2(2) . . . . ?
C5 C6 C7 C8 174.4(3) . . . . ?
C5 C6 C7 C16 -2.4(4) . . . . ?
C6 C1 C2 C3 1.5(4) . . . . ?
C6 C1 C9 C8 4.1(3) . . . . ?
C6 C1 C9 C10 -172.3(2) . . . . ?
C6 C7 C8 Br1 164.57(16) . . . . ?
C6 C7 C8 C9 0.0(2) . . . . ?
C6 C7 C16 C17 -24.1(4) . . . . ?
C6 C7 C16 C23 154.0(2) . . . . ?
C7 C8 C9 C1 -2.4(2) . . . . ?
C7 C8 C9 C10 173.8(2) . . . . ?
C7 C16 C17 C18 -48.8(3) . . . . ?
C7 C16 C17 C22 135.8(3) . . . . ?
C7 C16 C23 C24 133.8(2) . . . . ?
C7 C16 C23 C28 -49.6(3) . . . . ?
C8 C7 C16 C17 159.8(2) . . . . ?
C8 C7 C16 C23 -22.1(4) . . . . ?
C8 C9 C10 C11 42.3(3) . . . . ?
C8 C9 C10 C15 -137.9(3) . . . . ?
C9 C1 C2 C3 178.9(2) . . . . ?
C9 C1 C6 C5 -177.1(2) . . . . ?
C9 C1 C6 C7 -4.1(3) . . . . ?
C9 C10 C11 C12 -177.4(3) . . . . ?
C9 C10 C15 C14 177.4(2) . . . . ?
C10 C11 C12 C13 -0.4(5) . . . . ?
C11 C10 C15 C14 -2.7(4) . . . . ?
C11 C12 C13 C14 -2.0(5) . . . . ?
C12 C13 C14 C15 2.1(5) . . . . ?
C13 C14 C15 C10 0.3(4) . . . . ?
C15 C10 C11 C12 2.7(4) . . . . ?
C16 C7 C8 Br1 -18.6(3) . . . . ?
C16 C7 C8 C9 176.8(2) . . . . ?
C16 C17 C18 C19 -174.9(2) . . . . ?
C16 C17 C22 C21 175.5(3) . . . . ?
C16 C23 C24 C25 178.7(2) . . . . ?
C16 C23 C28 C27 -177.7(2) . . . . ?
C17 C16 C23 C24 -48.0(3) . . . . ?
C17 C16 C23 C28 128.6(2) . . . . ?
C17 C18 C19 C20 -0.6(4) . . . . ?
C18 C17 C22 C21 0.0(4) . . . . ?
C18 C19 C20 C21 0.0(5) . . . . ?
C19 C20 C21 C22 0.6(5) . . . . ?
C20 C21 C22 C17 -0.6(5) . . . . ?
C22 C17 C18 C19 0.6(4) . . . . ?
C23 C16 C17 C18 133.0(2) . . . . ?
C23 C16 C17 C22 -42.4(3) . . . . ?
C23 C24 C25 C26 -1.3(4) . . . . ?
C24 C23 C28 C27 -1.1(3) . . . . ?
C24 C25 C26 C27 -0.4(4) . . . . ?
C25 C26 C27 C28 1.4(4) . . . . ?
C26 C27 C28 C23 -0.7(4) . . . . ?
C28 C23 C24 C25 2.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.085
_oxdiff_exptl_absorpt_empirical_full_min 0.922
