# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_20211009-cam-s
_database_code_depnum_ccdc_archive 'CCDC 2214406'
loop_
_audit_author_name
_audit_author_address
'Ryo Inoue'
;Kwansei Gakuin University
Japan
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2022-09-24
_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         'C26 H27 Br O4'
_chemical_formula_sum            'C26 H27 Br O4'
_chemical_formula_weight         483.38
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         C26H27BrO4
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.4215(2)
_cell_length_b                   10.8726(2)
_cell_length_c                   13.8277(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.400(3)
_cell_angle_gamma                90
_cell_volume                     1075.71(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6855
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.1150
_cell_measurement_theta_min      1.8710
_shelx_estimated_absorpt_T_max   0.909
_shelx_estimated_absorpt_T_min   0.593
_exptl_absorpt_coefficient_mu    1.942
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7731
_diffrn_reflns_point_group_measured_fraction_full 0.772
_diffrn_reflns_point_group_measured_fraction_max 0.639
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.172
_diffrn_reflns_theta_min         2.417
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00 -15.50   0.50    5.00    --  -20.00  45.00  90.00  189
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0308682000
_diffrn_orient_matrix_UB_12      0.0374867000
_diffrn_orient_matrix_UB_13      0.0431908000
_diffrn_orient_matrix_UB_21      0.0015381000
_diffrn_orient_matrix_UB_22      0.0517213000
_diffrn_orient_matrix_UB_23      -0.0310404000
_diffrn_orient_matrix_UB_31      -0.0942256000
_diffrn_orient_matrix_UB_32      0.0131337000
_diffrn_orient_matrix_UB_33      -0.0012062000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.347
_reflns_Friedel_fraction_full    0.519
_reflns_Friedel_fraction_max     0.345
_reflns_number_gt                4331
_reflns_number_total             4450
_reflns_odcompleteness_completeness 90.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.10
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.009(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4450
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.087
_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)+(0.0760P)²+0.2819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1058
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00E(H00A,H00C), C00G(H00D,H00E), C00I(H00G,H00I), C00J(H00J,H00K), C00O(H00P,
 H00Q), C00R(H00R,H00S)
2.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C00B(H00B), C00F(H00F), C00H(H00H), C00N(H00O), C00V(H00Z)
2.c Idealised Me refined as rotating group:
 C00L(H00L,H00M,H00N), C00S(H00T,H00U,H00V), C00U(H00W,H00X,H00Y)
;
_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
Br01 Br 1.08028(5) 0.30482(4) 0.73475(2) 0.02902(11) Uani 1 1 d . . . . .
O002 O 0.4447(3) 0.4530(2) 0.31199(15) 0.0138(4) Uani 1 1 d . . . . .
O003 O 0.2872(3) 0.6150(2) 0.17271(16) 0.0168(4) Uani 1 1 d . . . . .
O004 O 0.2829(4) 0.2942(3) 0.22705(18) 0.0316(6) Uani 1 1 d . . . . .
O005 O 0.2756(4) 0.7869(2) 0.07978(18) 0.0276(5) Uani 1 1 d . . . . .
C006 C 0.4528(4) 0.4048(3) 0.4809(2) 0.0127(5) Uani 1 1 d . . . . .
H006 H 0.358438 0.464983 0.477035 0.015 Uiso 1 1 calc R . . . .
C007 C 0.5113(4) 0.3753(3) 0.3965(2) 0.0125(5) Uani 1 1 d . . . . .
C008 C 0.3260(4) 0.4000(3) 0.2320(2) 0.0153(5) Uani 1 1 d . . . . .
C009 C 0.5338(4) 0.3452(3) 0.5718(2) 0.0143(5) Uani 1 1 d . . . . .
C00A C 0.6518(4) 0.2915(3) 0.3986(2) 0.0144(5) Uani 1 1 d . . . . .
C00B C 0.6400(4) 0.2417(3) 0.5681(2) 0.0163(6) Uani 1 1 d . . . . .
H00B H 0.671004 0.187244 0.623762 0.020 Uiso 1 1 calc R . . . .
C00C C 0.9737(4) 0.4176(3) 0.6297(2) 0.0176(5) Uani 1 1 d . . . . .
C00D C 0.8357(4) 0.4999(3) 0.6392(2) 0.0174(6) Uani 1 1 d . . . . .
C00E C 0.5373(4) 0.4070(4) 0.6703(2) 0.0206(6) Uani 1 1 d . . . . .
H00A H 0.526455 0.343355 0.719679 0.025 Uiso 1 1 calc R . . . .
H00C H 0.427847 0.462175 0.660304 0.025 Uiso 1 1 calc R . . . .
C00F C 1.0210(4) 0.3992(3) 0.5398(2) 0.0180(6) Uani 1 1 d . . . . .
H00F H 1.115216 0.341713 0.536015 0.022 Uiso 1 1 calc R . . . .
C00G C 0.7776(4) 0.2985(4) 0.3289(2) 0.0203(6) Uani 1 1 d . . . . .
H00D H 0.700082 0.302244 0.258650 0.024 Uiso 1 1 calc R . . . .
H00E H 0.855269 0.223254 0.336545 0.024 Uiso 1 1 calc R . . . .
C00H C 0.7017(4) 0.2165(3) 0.4838(2) 0.0162(5) Uani 1 1 d . . . . .
H00H H 0.779386 0.147028 0.483953 0.019 Uiso 1 1 calc R . . . .
C00I C 0.0101(5) 0.5435(4) -0.0002(3) 0.0205(6) Uani 1 1 d . . . . .
H00G H -0.072310 0.616014 -0.004397 0.025 Uiso 1 1 calc R . . . .
H00I H -0.044335 0.487530 -0.056898 0.025 Uiso 1 1 calc R . . . .
C00J C 0.0390(4) 0.4769(3) 0.1015(2) 0.0199(6) Uani 1 1 d . . . . .
H00J H -0.029439 0.518558 0.144580 0.024 Uiso 1 1 calc R . . . .
H00K H -0.001599 0.389959 0.092022 0.024 Uiso 1 1 calc R . . . .
C00K C 0.2623(5) 0.6770(3) 0.0833(2) 0.0181(6) Uani 1 1 d . . . . .
C00L C 0.2898(6) 0.3494(3) 0.0007(3) 0.0255(7) Uani 1 1 d . . . . .
H00L H 0.154137 0.337976 -0.022666 0.038 Uiso 1 1 calc GR . . . .
H00M H 0.344463 0.283192 0.047356 0.038 Uiso 1 1 calc GR . . . .
H00N H 0.343441 0.347583 -0.056859 0.038 Uiso 1 1 calc GR . . . .
C00M C 0.2121(4) 0.5828(3) 0.0001(2) 0.0161(5) Uani 1 1 d . . . . .
C00N C 0.7783(4) 0.5841(3) 0.5608(3) 0.0190(6) Uani 1 1 d . . . . .
H00O H 0.708566 0.654462 0.569816 0.023 Uiso 1 1 calc R . . . .
C00O C 0.9098(5) 0.4159(4) 0.3521(3) 0.0259(7) Uani 1 1 d . . . . .
H00P H 1.035372 0.393270 0.345646 0.031 Uiso 1 1 calc R . . . .
H00Q H 0.858834 0.480484 0.301787 0.031 Uiso 1 1 calc R . . . .
C00P C 0.3322(4) 0.4729(3) 0.0539(2) 0.0144(5) Uani 1 1 d . . . . .
C00Q C 0.2502(4) 0.4867(3) 0.1455(2) 0.0134(5) Uani 1 1 d . . . . .
C00R C 0.7207(5) 0.4837(4) 0.7140(2) 0.0225(6) Uani 1 1 d . . . . .
H00R H 0.686455 0.565692 0.734672 0.027 Uiso 1 1 calc R . . . .
H00S H 0.797697 0.441716 0.774448 0.027 Uiso 1 1 calc R . . . .
C00S C 0.2348(6) 0.6263(4) -0.1001(2) 0.0257(7) Uani 1 1 d . . . . .
H00T H 0.210992 0.557612 -0.147757 0.039 Uiso 1 1 calc GR . . . .
H00U H 0.362453 0.656575 -0.091570 0.039 Uiso 1 1 calc GR . . . .
H00V H 0.145718 0.692676 -0.125832 0.039 Uiso 1 1 calc GR . . . .
C00T C 0.9278(4) 0.4666(3) 0.4554(2) 0.0180(6) Uani 1 1 d . . . . .
C00U C 0.5422(5) 0.4977(4) 0.0793(3) 0.0242(7) Uani 1 1 d . . . . .
H00W H 0.609176 0.432727 0.123634 0.036 Uiso 1 1 calc GR . . . .
H00X H 0.569302 0.577427 0.113106 0.036 Uiso 1 1 calc GR . . . .
H00Y H 0.582903 0.498903 0.017410 0.036 Uiso 1 1 calc GR . . . .
C00V C 0.8213(5) 0.5671(3) 0.4699(3) 0.0200(6) Uani 1 1 d . . . . .
H00Z H 0.777571 0.624436 0.417010 0.024 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br01 C00C 1.905(3) . ?
O002 C007 1.420(3) . ?
O002 C008 1.347(4) . ?
O003 C00K 1.377(3) . ?
O003 C00Q 1.452(4) . ?
O004 C008 1.192(4) . ?
O005 C00K 1.201(4) . ?
C006 C007 1.385(4) . ?
C006 C009 1.400(4) . ?
C007 C00A 1.380(4) . ?
C008 C00Q 1.509(4) . ?
C009 C00B 1.383(4) . ?
C009 C00E 1.513(4) . ?
C00A C00G 1.512(4) . ?
C00A C00H 1.399(4) . ?
C00B C00H 1.388(4) . ?
C00C C00D 1.392(5) . ?
C00C C00F 1.393(4) . ?
C00D C00N 1.396(5) . ?
C00D C00R 1.516(4) . ?
C00E C00R 1.573(5) . ?
C00F C00T 1.396(4) . ?
C00G C00O 1.590(6) . ?
C00I C00J 1.545(5) . ?
C00I C00M 1.558(5) . ?
C00J C00Q 1.527(4) . ?
C00K C00M 1.511(4) . ?
C00L C00P 1.523(5) . ?
C00M C00P 1.557(4) . ?
C00M C00S 1.515(4) . ?
C00N C00V 1.389(5) . ?
C00O C00T 1.504(5) . ?
C00P C00Q 1.552(4) . ?
C00P C00U 1.528(4) . ?
C00T C00V 1.394(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C008 O002 C007 115.5(2) . . ?
C00K O003 C00Q 105.4(2) . . ?
C007 C006 C009 119.6(3) . . ?
C006 C007 O002 116.0(2) . . ?
C00A C007 O002 120.4(2) . . ?
C00A C007 C006 122.6(3) . . ?
O002 C008 C00Q 114.1(2) . . ?
O004 C008 O002 124.5(3) . . ?
O004 C008 C00Q 121.3(3) . . ?
C006 C009 C00E 120.3(3) . . ?
C00B C009 C006 117.1(3) . . ?
C00B C009 C00E 121.4(3) . . ?
C007 C00A C00G 123.0(3) . . ?
C007 C00A C00H 115.6(2) . . ?
C00H C00A C00G 119.7(3) . . ?
C009 C00B C00H 120.7(3) . . ?
C00D C00C Br01 120.6(2) . . ?
C00D C00C C00F 122.8(3) . . ?
C00F C00C Br01 115.9(2) . . ?
C00C C00D C00N 115.4(3) . . ?
C00C C00D C00R 123.4(3) . . ?
C00N C00D C00R 119.7(3) . . ?
C009 C00E C00R 112.8(2) . . ?
C00C C00F C00T 119.0(3) . . ?
C00A C00G C00O 111.4(3) . . ?
C00B C00H C00A 121.3(3) . . ?
C00J C00I C00M 103.0(3) . . ?
C00Q C00J C00I 102.1(3) . . ?
O003 C00K C00M 107.4(3) . . ?
O005 C00K O003 122.0(3) . . ?
O005 C00K C00M 130.5(3) . . ?
C00K C00M C00I 103.3(3) . . ?
C00K C00M C00P 99.4(2) . . ?
C00K C00M C00S 114.8(3) . . ?
C00P C00M C00I 102.7(2) . . ?
C00S C00M C00I 115.1(3) . . ?
C00S C00M C00P 119.2(3) . . ?
C00V C00N C00D 121.3(3) . . ?
C00T C00O C00G 112.3(2) . . ?
C00L C00P C00M 115.3(3) . . ?
C00L C00P C00Q 113.8(3) . . ?
C00L C00P C00U 109.5(3) . . ?
C00Q C00P C00M 90.9(2) . . ?
C00U C00P C00M 113.2(3) . . ?
C00U C00P C00Q 113.1(2) . . ?
O003 C00Q C008 112.9(2) . . ?
O003 C00Q C00J 105.9(2) . . ?
O003 C00Q C00P 102.5(2) . . ?
C008 C00Q C00J 113.5(2) . . ?
C008 C00Q C00P 116.2(2) . . ?
C00J C00Q C00P 104.5(2) . . ?
C00D C00R C00E 112.7(2) . . ?
C00F C00T C00O 120.1(3) . . ?
C00V C00T C00F 117.7(3) . . ?
C00V C00T C00O 120.9(3) . . ?
C00N C00V C00T 120.7(3) . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_original_sample_id '20211009 cam S'
_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 1.494
_oxdiff_exptl_absorpt_empirical_full_min 0.615
####################################################################### 
# 
# 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_20211009-cam-r
_database_code_depnum_ccdc_archive 'CCDC 2214407'
loop_
_audit_author_name
_audit_author_address
'Ryo Inoue'
;Kwansei Gakuin University
Japan
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2022-09-24
_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         'C26 H27 Br O4'
_chemical_formula_sum            'C26 H27 Br O4'
_chemical_formula_weight         483.38
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         C26H27BrO4
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.4466(3)
_cell_length_b                   10.9055(7)
_cell_length_c                   13.5554(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.584(4)
_cell_angle_gamma                90
_cell_volume                     1085.45(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4337
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.1640
_cell_measurement_theta_min      2.4450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.925
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.848
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5212
_diffrn_reflns_point_group_measured_fraction_full 0.839
_diffrn_reflns_point_group_measured_fraction_max 0.677
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.094
_diffrn_reflns_theta_min         2.410
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.848
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    3.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00-108.00   0.50    3.00    --  -20.00  45.00  90.00    4
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0632955000
_diffrn_orient_matrix_UB_12      0.0200524000
_diffrn_orient_matrix_UB_13      -0.0418440000
_diffrn_orient_matrix_UB_21      0.0575073000
_diffrn_orient_matrix_UB_22      -0.0229161000
_diffrn_orient_matrix_UB_23      -0.0325530000
_diffrn_orient_matrix_UB_31      -0.0449178000
_diffrn_orient_matrix_UB_32      -0.0575014000
_diffrn_orient_matrix_UB_33      -0.0016142000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.525
_reflns_Friedel_fraction_full    0.684
_reflns_Friedel_fraction_max     0.489
_reflns_number_gt                4555
_reflns_number_total             4724
_reflns_odcompleteness_completeness 84.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.02
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.938
_refine_diff_density_min         -1.102
_refine_diff_density_rms         0.132
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.004(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4724
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0576
_refine_ls_restrained_S_all      1.064
_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)+(0.1304P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1560
_refine_ls_wR_factor_ref         0.1585
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00D(H00E,H00F), C00Q(H00N,H00O), C00R(H00P,H00Q), C00S(H00R,H00S), C00T(H00T,
 H00U), C00V(H00Y,H)
2.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C00C(H00D), C00F(H00G), C00H(H00H), C00K(H00K), C00M(H00M)
2.c Idealised Me refined as rotating group:
 C00B(H00A,H00B,H00C), C00P(H00I,H00J,H00L), C00U(H00V,H00W,H00X)
;
_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
Br01 Br -0.03843(6) 0.69264(6) 0.26363(3) 0.02739(17) Uani 1 1 d . . . . .
O002 O 0.5096(4) 0.5427(3) 0.6820(2) 0.0190(6) Uani 1 1 d . . . . .
O003 O 0.6632(7) 0.6967(5) 0.7661(3) 0.0441(11) Uani 1 1 d . . . . .
O004 O 0.6243(5) 0.3862(3) 0.8313(2) 0.0212(7) Uani 1 1 d . . . . .
O005 O 0.7049(7) 0.2201(4) 0.9248(3) 0.0338(10) Uani 1 1 d . . . . .
C006 C 0.4642(6) 0.6191(4) 0.5976(3) 0.0157(8) Uani 1 1 d . . . . .
C007 C 0.3237(5) 0.7027(6) 0.5958(3) 0.0199(8) Uani 1 1 d . . . . .
C008 C 0.5380(5) 0.5918(5) 0.5134(3) 0.0167(8) Uani 1 1 d . . . . .
H008 H 0.629330 0.533070 0.516480 0.020 Uiso 1 1 calc R . . . .
C009 C 0.6015(6) 0.5960(5) 0.7639(3) 0.0204(9) Uani 1 1 d . . . . .
C00A C 0.0500(6) 0.5785(5) 0.3669(3) 0.0182(8) Uani 1 1 d . . . . .
C00B C 0.7821(7) 0.6584(5) 0.9939(3) 0.0261(10) Uani 1 1 d . . . . .
H00A H 0.671710 0.670187 1.020624 0.039 Uiso 1 1 calc GR . . . .
H00B H 0.794636 0.722750 0.947293 0.039 Uiso 1 1 calc GR . . . .
H00C H 0.884220 0.659847 1.047460 0.039 Uiso 1 1 calc GR . . . .
C00C C 0.2917(6) 0.7792(5) 0.5125(4) 0.0229(10) Uani 1 1 d . . . . .
H00D H 0.216613 0.847170 0.513590 0.028 Uiso 1 1 calc R . . . .
C00D C 0.1860(6) 0.6943(7) 0.6664(3) 0.0238(8) Uani 1 1 d . . . . .
H00E H 0.110299 0.767207 0.659310 0.029 Uiso 1 1 calc R . . . .
H00F H 0.249711 0.690968 0.734810 0.029 Uiso 1 1 calc R . . . .
C00E C 0.4752(6) 0.6526(4) 0.4230(3) 0.0182(8) Uani 1 1 d . . . . .
C00F C -0.0147(6) 0.5934(5) 0.4566(3) 0.0197(8) Uani 1 1 d . . . . .
H00G H -0.109061 0.647997 0.460816 0.024 Uiso 1 1 calc R . . . .
C00G C 0.7750(6) 0.5343(5) 0.9404(3) 0.0178(8) Uani 1 1 d . . . . .
C00H C 0.1729(6) 0.4262(5) 0.5244(4) 0.0196(9) Uani 1 1 d . . . . .
H00H H 0.206198 0.369525 0.575476 0.023 Uiso 1 1 calc R . . . .
C00I C 0.1887(6) 0.4965(5) 0.3556(3) 0.0182(8) Uani 1 1 d . . . . .
C00J C 0.7127(7) 0.4258(5) 1.0012(3) 0.0216(9) Uani 1 1 d . . . . .
C00K C 0.3692(6) 0.7568(5) 0.4274(4) 0.0214(9) Uani 1 1 d . . . . .
H00K H 0.349977 0.811224 0.373838 0.026 Uiso 1 1 calc R . . . .
C00L C 0.0626(6) 0.5261(5) 0.5399(3) 0.0197(9) Uani 1 1 d . . . . .
C00M C 0.2329(6) 0.4110(5) 0.4334(4) 0.0215(9) Uani 1 1 d . . . . .
H00M H 0.303478 0.343119 0.423765 0.026 Uiso 1 1 calc R . . . .
C00N C 0.6120(6) 0.5167(5) 0.8559(3) 0.0181(8) Uani 1 1 d . . . . .
C00O C 0.6858(7) 0.3279(5) 0.9195(3) 0.0229(9) Uani 1 1 d . . . . .
C00P C 0.9593(6) 0.5117(6) 0.9070(4) 0.0273(11) Uani 1 1 d . . . . .
H00I H 0.978232 0.572218 0.858287 0.041 Uiso 1 1 calc GR . . . .
H00J H 0.960015 0.431461 0.877927 0.041 Uiso 1 1 calc GR . . . .
H00L H 1.054968 0.517342 0.963784 0.041 Uiso 1 1 calc GR . . . .
C00Q C 0.5145(8) 0.4620(6) 1.0098(4) 0.0288(12) Uani 1 1 d . . . . .
H00N H 0.511740 0.517027 1.065695 0.035 Uiso 1 1 calc R . . . .
H00O H 0.441618 0.390087 1.017878 0.035 Uiso 1 1 calc R . . . .
C00R C 0.0608(7) 0.5766(6) 0.6439(3) 0.0281(11) Uani 1 1 d . . . . .
H00P H 0.102836 0.513676 0.692967 0.034 Uiso 1 1 calc R . . . .
H00Q H -0.063191 0.597630 0.650615 0.034 Uiso 1 1 calc R . . . .
C00S C 0.4453(6) 0.5271(6) 0.9086(4) 0.0276(10) Uani 1 1 d . . . . .
H00R H 0.340477 0.485382 0.871235 0.033 Uiso 1 1 calc R . . . .
H00S H 0.414157 0.612067 0.918503 0.033 Uiso 1 1 calc R . . . .
C00T C 0.3160(7) 0.5125(5) 0.2807(3) 0.0241(10) Uani 1 1 d . . . . .
H00T H 0.251061 0.552589 0.221436 0.029 Uiso 1 1 calc R . . . .
H00U H 0.354322 0.432459 0.261031 0.029 Uiso 1 1 calc R . . . .
C00U C 0.8311(10) 0.3860(6) 1.0974(4) 0.0358(13) Uani 1 1 d . . . . .
H00V H 0.949115 0.362904 1.084110 0.054 Uiso 1 1 calc GR . . . .
H00W H 0.775794 0.317260 1.124933 0.054 Uiso 1 1 calc GR . . . .
H00X H 0.843479 0.452592 1.144406 0.054 Uiso 1 1 calc GR . . . .
C00V C 0.4901(6) 0.5909(6) 0.3237(3) 0.0251(10) Uani 1 1 d . . . . .
H00Y H 0.596172 0.537856 0.332953 0.030 Uiso 1 1 calc R . . . .
H H 0.507926 0.653258 0.275213 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
Br01 C00A 1.907(5) . ?
O002 C006 1.410(5) . ?
O002 C009 1.336(6) . ?
O003 C009 1.188(8) . ?
O004 C00N 1.468(6) . ?
O004 C00O 1.365(6) . ?
O005 C00O 1.185(7) . ?
C006 C007 1.385(7) . ?
C006 C008 1.380(6) . ?
C007 C00C 1.393(7) . ?
C007 C00D 1.517(5) . ?
C008 C00E 1.404(6) . ?
C009 C00N 1.508(6) . ?
C00A C00F 1.390(6) . ?
C00A C00I 1.393(7) . ?
C00B C00G 1.532(7) . ?
C00C C00K 1.394(7) . ?
C00D C00R 1.586(9) . ?
C00E C00K 1.390(7) . ?
C00E C00V 1.526(6) . ?
C00F C00L 1.388(6) . ?
C00G C00J 1.556(7) . ?
C00G C00N 1.536(6) . ?
C00G C00P 1.535(6) . ?
C00H C00L 1.401(7) . ?
C00H C00M 1.391(7) . ?
C00I C00M 1.404(7) . ?
C00I C00T 1.510(6) . ?
C00J C00O 1.527(7) . ?
C00J C00Q 1.551(8) . ?
C00J C00U 1.512(7) . ?
C00L C00R 1.517(6) . ?
C00N C00S 1.536(6) . ?
C00Q C00S 1.554(8) . ?
C00T C00V 1.581(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C009 O002 C006 115.9(4) . . ?
C00O O004 C00N 106.1(4) . . ?
C007 C006 O002 118.8(4) . . ?
C008 C006 O002 118.0(4) . . ?
C008 C006 C007 122.1(4) . . ?
C006 C007 C00C 115.9(4) . . ?
C006 C007 C00D 122.4(5) . . ?
C00C C007 C00D 120.3(4) . . ?
C006 C008 C00E 120.0(4) . . ?
O002 C009 C00N 112.7(4) . . ?
O003 C009 O002 124.4(4) . . ?
O003 C009 C00N 122.9(4) . . ?
C00F C00A Br01 116.0(4) . . ?
C00F C00A C00I 122.9(4) . . ?
C00I C00A Br01 120.7(3) . . ?
C007 C00C C00K 121.8(5) . . ?
C007 C00D C00R 111.4(5) . . ?
C008 C00E C00V 119.9(4) . . ?
C00K C00E C008 117.2(4) . . ?
C00K C00E C00V 121.6(4) . . ?
C00L C00F C00A 119.5(4) . . ?
C00B C00G C00J 114.2(4) . . ?
C00B C00G C00N 115.1(4) . . ?
C00B C00G C00P 108.6(4) . . ?
C00N C00G C00J 91.8(4) . . ?
C00P C00G C00J 113.2(4) . . ?
C00P C00G C00N 113.2(4) . . ?
C00M C00H C00L 120.5(4) . . ?
C00A C00I C00M 115.4(4) . . ?
C00A C00I C00T 124.0(4) . . ?
C00M C00I C00T 119.1(4) . . ?
C00O C00J C00G 99.4(3) . . ?
C00O C00J C00Q 102.8(4) . . ?
C00Q C00J C00G 102.6(4) . . ?
C00U C00J C00G 119.5(5) . . ?
C00U C00J C00O 114.3(5) . . ?
C00U C00J C00Q 115.7(4) . . ?
C00E C00K C00C 119.7(4) . . ?
C00F C00L C00H 117.6(4) . . ?
C00F C00L C00R 119.8(5) . . ?
C00H C00L C00R 121.2(5) . . ?
C00H C00M C00I 121.2(4) . . ?
O004 C00N C009 111.4(4) . . ?
O004 C00N C00G 102.6(4) . . ?
O004 C00N C00S 105.2(4) . . ?
C009 C00N C00G 118.1(4) . . ?
C009 C00N C00S 114.1(4) . . ?
C00S C00N C00G 104.1(4) . . ?
O004 C00O C00J 107.1(4) . . ?
O005 C00O O004 122.3(5) . . ?
O005 C00O C00J 130.5(5) . . ?
C00J C00Q C00S 103.3(4) . . ?
C00L C00R C00D 112.1(4) . . ?
C00N C00S C00Q 101.7(4) . . ?
C00I C00T C00V 112.5(4) . . ?
C00E C00V C00T 112.8(3) . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_original_sample_id '20211009 cam R'
_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 1.688
_oxdiff_exptl_absorpt_empirical_full_min 0.360
####################################################################### 
# 
# 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_20220121-t3-r
_database_code_depnum_ccdc_archive 'CCDC 2214409'
loop_
_audit_author_name
_audit_author_address
'Ryo Inoue'
;Kwansei Gakuin University
Japan
;
_audit_update_record             
;
2022-10-21 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2022-09-02
_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         'C36 H26'
_chemical_formula_sum            'C36 H26'
_chemical_formula_weight         458.57
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C36H26
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.4112(8)
_cell_length_b                   8.1076(7)
_cell_length_c                   14.6075(11)
_cell_angle_alpha                90
_cell_angle_beta                 102.802(8)
_cell_angle_gamma                90
_cell_volume                     1202.37(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4263
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.1180
_cell_measurement_theta_min      2.0060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_av_unetI/netI     0.1410
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11308
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.199
_diffrn_reflns_theta_min         2.006
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    1.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    1.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0685012000
_diffrn_orient_matrix_UB_12      0.0043486000
_diffrn_orient_matrix_UB_13      -0.0014464000
_diffrn_orient_matrix_UB_21      0.0131910000
_diffrn_orient_matrix_UB_22      -0.0064981000
_diffrn_orient_matrix_UB_23      0.0496282000
_diffrn_orient_matrix_UB_31      0.0043590000
_diffrn_orient_matrix_UB_32      0.0870883000
_diffrn_orient_matrix_UB_33      0.0038488000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.783
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.813
_reflns_number_gt                4037
_reflns_number_total             6766
_reflns_odcompleteness_completeness 91.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.100
_refine_ls_abs_structure_details 
;
 Flack x determined using 1067 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   4.7(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         6766
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1409
_refine_ls_R_factor_gt           0.0747
_refine_ls_restrained_S_all      0.919
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1604
_refine_ls_wR_factor_ref         0.2091
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00L(H00A,H00C), C00P(H00E,H00G), C00R(H00I,H00J), C00W(H00L,H00M)
2.b Aromatic/amide H refined with riding coordinates:
 C004(H004), C007(H007), C008(H008), C009(H009), C00B(H00B), C00D(H00D),
 C00F(H00F), C00H(H00H), C00K(H00K), C00N(H00N), C00O(H00O), C00Q(H00Q),
 C00U(H00U), C00V(H00V), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010)
;
_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
C001 C -0.3069(4) -0.5007(6) -0.8740(3) 0.0173(9) Uani 1 1 d . . . . .
C002 C -0.2744(4) -0.3632(5) -0.9237(3) 0.0192(9) Uani 1 1 d . . . . .
C003 C -0.6512(4) -0.3746(6) -0.8558(3) 0.0193(9) Uani 1 1 d . . . . .
C004 C -0.2555(4) -0.8021(6) -0.8491(3) 0.0210(9) Uani 1 1 d . . . . .
H004 H -0.342051 -0.821816 -0.845027 0.025 Uiso 1 1 calc R . . . .
C005 C -0.2164(4) -0.6396(6) -0.8631(3) 0.0189(9) Uani 1 1 d . . . . .
C006 C -0.0866(4) -0.6176(6) -0.8783(3) 0.0201(9) Uani 1 1 d . . . . .
C007 C -0.0385(4) -0.9059(6) -0.8472(3) 0.0252(10) Uani 1 1 d . . . . .
H007 H 0.021086 -0.993022 -0.838057 0.030 Uiso 1 1 calc R . . . .
C008 C -0.0525(4) -0.4622(6) -0.9139(3) 0.0251(11) Uani 1 1 d . . . . .
H008 H 0.033772 -0.442550 -0.918724 0.030 Uiso 1 1 calc R . . . .
C009 C -0.1448(4) -0.3451(6) -0.9401(3) 0.0261(10) Uani 1 1 d . . . . .
H009 H -0.123825 -0.250389 -0.969620 0.031 Uiso 1 1 calc R . . . .
C00A C -0.4560(4) -0.6023(6) -0.7691(3) 0.0196(9) Uani 1 1 d . . . . .
C00B C 0.0012(4) -0.7515(6) -0.8664(3) 0.0251(10) Uani 1 1 d . . . . .
H00B H 0.087689 -0.734766 -0.871544 0.030 Uiso 1 1 calc R . . . .
C00C C -0.5286(4) -0.3806(5) -0.8837(3) 0.0190(9) Uani 1 1 d . . . . .
C00D C -0.8104(4) -0.1076(7) -0.6467(3) 0.0264(11) Uani 1 1 d . . . . .
H00D H -0.793607 -0.017588 -0.681790 0.032 Uiso 1 1 calc R . . . .
C00E C -0.5873(4) -0.2285(6) -0.6524(3) 0.0191(9) Uani 1 1 d . . . . .
C00F C -0.1696(4) -0.9323(6) -0.8415(3) 0.0253(10) Uani 1 1 d . . . . .
H00F H -0.198370 -1.038389 -0.832390 0.030 Uiso 1 1 calc R . . . .
C00G C -0.3646(4) -0.3506(6) -0.6377(3) 0.0205(10) Uani 1 1 d . . . . .
C00H C -0.3338(4) -0.2204(6) -0.6893(3) 0.0224(10) Uani 1 1 d . . . . .
H00H H -0.247525 -0.205847 -0.695472 0.027 Uiso 1 1 calc R . . . .
C00I C -0.7133(4) -0.2307(6) -0.6231(3) 0.0199(9) Uani 1 1 d . . . . .
C00J C -0.4887(4) -0.3441(6) -0.6106(3) 0.0203(10) Uani 1 1 d . . . . .
C00K C -0.4963(4) -0.2568(6) -0.9444(3) 0.0234(10) Uani 1 1 d . . . . .
H00K H -0.560959 -0.183151 -0.973699 0.028 Uiso 1 1 calc R . . . .
C00L C -0.7353(4) -0.2189(6) -0.8676(3) 0.0244(10) Uani 1 1 d . . . . .
H00A H -0.815697 -0.241123 -0.846584 0.029 Uiso 1 1 calc R . . . .
H00C H -0.759724 -0.190818 -0.933741 0.029 Uiso 1 1 calc R . . . .
C00M C -0.4310(4) -0.5006(5) -0.8436(3) 0.0173(9) Uani 1 1 d . . . . .
C00N C -0.6820(4) -0.5023(6) -0.8034(3) 0.0223(10) Uani 1 1 d . . . . .
H00N H -0.768214 -0.515400 -0.796730 0.027 Uiso 1 1 calc R . . . .
C00O C -0.5843(4) -0.6140(6) -0.7596(3) 0.0215(9) Uani 1 1 d . . . . .
H00O H -0.607042 -0.698386 -0.723093 0.026 Uiso 1 1 calc R . . . .
C00P C -0.6634(4) -0.0672(6) -0.8115(3) 0.0216(10) Uani 1 1 d . . . . .
H00E H -0.620251 -0.002903 -0.851987 0.026 Uiso 1 1 calc R . . . .
H00G H -0.727679 0.002972 -0.791692 0.026 Uiso 1 1 calc R . . . .
C00Q C -0.4312(4) -0.1105(6) -0.7323(3) 0.0220(10) Uani 1 1 d . . . . .
H00Q H -0.408135 -0.023868 -0.767192 0.026 Uiso 1 1 calc R . . . .
C00R C -0.2815(4) -0.5044(6) -0.6254(3) 0.0231(10) Uani 1 1 d . . . . .
H00I H -0.260108 -0.534262 -0.559436 0.028 Uiso 1 1 calc R . . . .
H00J H -0.199469 -0.481197 -0.643999 0.028 Uiso 1 1 calc R . . . .
C00S C -0.5611(4) -0.1248(6) -0.7253(3) 0.0200(9) Uani 1 1 d . . . . .
C00T C -0.7385(4) -0.3573(6) -0.5621(3) 0.0260(11) Uani 1 1 d . . . . .
C00U C -0.6379(4) -0.4730(7) -0.5249(3) 0.0304(12) Uani 1 1 d . . . . .
H00U H -0.654535 -0.555831 -0.485108 0.036 Uiso 1 1 calc R . . . .
C00V C -0.3735(4) -0.2445(6) -0.9602(3) 0.0234(10) Uani 1 1 d . . . . .
H00V H -0.353309 -0.156831 -0.995659 0.028 Uiso 1 1 calc R . . . .
C00W C -0.3504(4) -0.6541(6) -0.6837(3) 0.0221(10) Uani 1 1 d . . . . .
H00L H -0.284343 -0.719560 -0.704639 0.026 Uiso 1 1 calc R . . . .
H00M H -0.390413 -0.723141 -0.643473 0.026 Uiso 1 1 calc R . . . .
C00X C -0.9289(4) -0.1150(8) -0.6201(3) 0.0342(13) Uani 1 1 d . . . . .
H00X H -0.991389 -0.032666 -0.638856 0.041 Uiso 1 1 calc R . . . .
C00Y C -0.8612(4) -0.3625(7) -0.5356(3) 0.0324(12) Uani 1 1 d . . . . .
H00Y H -0.877946 -0.447685 -0.497213 0.039 Uiso 1 1 calc R . . . .
C00Z C -0.5183(4) -0.4646(6) -0.5466(3) 0.0255(11) Uani 1 1 d . . . . .
H00Z H -0.453368 -0.539359 -0.519067 0.031 Uiso 1 1 calc R . . . .
C010 C -0.9556(4) -0.2457(7) -0.5650(3) 0.0340(13) Uani 1 1 d . . . . .
H010 H -1.036724 -0.253007 -0.548508 0.041 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C001 C002 1.411(6) . ?
C001 C005 1.454(6) . ?
C001 C00M 1.457(5) . ?
C002 C009 1.430(5) . ?
C002 C00V 1.426(6) . ?
C003 C00C 1.425(5) . ?
C003 C00L 1.524(6) . ?
C003 C00N 1.367(6) . ?
C004 C005 1.407(6) . ?
C004 C00F 1.372(6) . ?
C005 C006 1.428(5) . ?
C006 C008 1.437(7) . ?
C006 C00B 1.405(6) . ?
C007 C00B 1.367(6) . ?
C007 C00F 1.402(6) . ?
C008 C009 1.345(7) . ?
C00A C00M 1.434(6) . ?
C00A C00O 1.376(6) . ?
C00A C00W 1.528(6) . ?
C00C C00K 1.428(6) . ?
C00C C00M 1.434(6) . ?
C00D C00I 1.408(7) . ?
C00D C00X 1.375(6) . ?
C00E C00I 1.468(5) . ?
C00E C00J 1.424(6) . ?
C00E C00S 1.430(6) . ?
C00G C00H 1.376(6) . ?
C00G C00J 1.433(5) . ?
C00G C00R 1.506(6) . ?
C00H C00Q 1.391(6) . ?
C00I C00T 1.421(6) . ?
C00J C00Z 1.433(6) . ?
C00K C00V 1.352(6) . ?
C00L C00P 1.573(6) . ?
C00N C00O 1.406(6) . ?
C00P C00S 1.531(6) . ?
C00Q C00S 1.383(6) . ?
C00R C00W 1.563(7) . ?
C00T C00U 1.421(6) . ?
C00T C00Y 1.416(6) . ?
C00U C00Z 1.352(6) . ?
C00X C010 1.396(8) . ?
C00Y C010 1.364(7) . ?

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
C002 C001 C005 116.4(4) . . ?
C002 C001 C00M 119.0(4) . . ?
C005 C001 C00M 124.4(4) . . ?
C001 C002 C009 120.6(4) . . ?
C001 C002 C00V 119.4(4) . . ?
C00V C002 C009 120.0(4) . . ?
C00C C003 C00L 121.6(4) . . ?
C00N C003 C00C 118.1(4) . . ?
C00N C003 C00L 119.4(4) . . ?
C00F C004 C005 121.9(4) . . ?
C004 C005 C001 122.7(4) . . ?
C004 C005 C006 117.0(4) . . ?
C006 C005 C001 119.9(4) . . ?
C005 C006 C008 118.9(4) . . ?
C00B C006 C005 119.8(4) . . ?
C00B C006 C008 121.1(4) . . ?
C00B C007 C00F 119.6(4) . . ?
C009 C008 C006 120.2(4) . . ?
C008 C009 C002 121.4(4) . . ?
C00M C00A C00W 124.0(4) . . ?
C00O C00A C00M 117.3(4) . . ?
C00O C00A C00W 116.0(4) . . ?
C007 C00B C006 121.0(4) . . ?
C003 C00C C00K 120.2(4) . . ?
C003 C00C C00M 120.3(4) . . ?
C00K C00C C00M 119.2(4) . . ?
C00X C00D C00I 122.7(5) . . ?
C00J C00E C00I 118.3(4) . . ?
C00J C00E C00S 117.9(4) . . ?
C00S C00E C00I 123.7(4) . . ?
C004 C00F C007 120.2(4) . . ?
C00H C00G C00J 117.2(4) . . ?
C00H C00G C00R 120.2(4) . . ?
C00J C00G C00R 121.8(4) . . ?
C00G C00H C00Q 120.2(4) . . ?
C00D C00I C00E 124.0(4) . . ?
C00D C00I C00T 116.4(4) . . ?
C00T C00I C00E 119.5(4) . . ?
C00E C00J C00G 121.0(4) . . ?
C00E C00J C00Z 119.3(4) . . ?
C00Z C00J C00G 119.5(4) . . ?
C00V C00K C00C 121.3(4) . . ?
C003 C00L C00P 113.2(3) . . ?
C00A C00M C001 123.6(4) . . ?
C00A C00M C00C 118.0(3) . . ?
C00C C00M C001 118.2(4) . . ?
C003 C00N C00O 120.4(4) . . ?
C00A C00O C00N 122.0(4) . . ?
C00S C00P C00L 110.7(4) . . ?
C00S C00Q C00H 122.6(4) . . ?
C00G C00R C00W 113.3(3) . . ?
C00E C00S C00P 125.4(4) . . ?
C00Q C00S C00E 117.1(4) . . ?
C00Q C00S C00P 115.2(4) . . ?
C00U C00T C00I 119.6(4) . . ?
C00Y C00T C00I 119.7(4) . . ?
C00Y C00T C00U 120.7(5) . . ?
C00Z C00U C00T 121.1(5) . . ?
C00K C00V C002 121.3(4) . . ?
C00A C00W C00R 113.1(4) . . ?
C00D C00X C010 120.2(5) . . ?
C010 C00Y C00T 121.6(5) . . ?
C00U C00Z C00J 121.9(4) . . ?
C00Y C010 C00X 119.2(4) . . ?

_olex2_exptl_crystal_mounting_method Fiber
_olex2_submission_original_sample_id 20220121-T3-R
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.704
_oxdiff_exptl_absorpt_empirical_full_min 0.366
####################################################################### 
# 
# 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_20200916-t3-r
_database_code_depnum_ccdc_archive 'CCDC 2214410'
loop_
_audit_author_name
_audit_author_address
'Ryo Inoue'
;Kwansei Gakuin University
Japan
;
_audit_update_record             
;
2022-10-21 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2020-09-16
_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         'C36 H26'
_chemical_formula_sum            'C36 H26'
_chemical_formula_weight         458.57
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C36H26
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.1321(8)
_cell_length_b                   9.8490(9)
_cell_length_c                   13.2407(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.635(9)
_cell_angle_gamma                90
_cell_volume                     1177.40(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4285
_cell_measurement_temperature    123
_cell_measurement_theta_max      30.4490
_cell_measurement_theta_min      2.2340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             484
_exptl_crystal_recrystallization_method toluene/MeOH
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_unetI/netI     0.1248
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11438
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.127
_diffrn_reflns_theta_min         2.256
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0603716000
_diffrn_orient_matrix_UB_12      -0.0219555000
_diffrn_orient_matrix_UB_13      0.0363832000
_diffrn_orient_matrix_UB_21      0.0446311000
_diffrn_orient_matrix_UB_22      -0.0056516000
_diffrn_orient_matrix_UB_23      -0.0392598000
_diffrn_orient_matrix_UB_31      0.0230750000
_diffrn_orient_matrix_UB_32      0.0683710000
_diffrn_orient_matrix_UB_33      0.0084209000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.713
_reflns_Friedel_fraction_full    0.905
_reflns_Friedel_fraction_max     0.733
_reflns_number_gt                3684
_reflns_number_total             6335
_reflns_odcompleteness_completeness 92.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.06
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Flack x determined using 1024 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   2.0(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         6335
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1491
_refine_ls_R_factor_gt           0.0776
_refine_ls_restrained_S_all      0.997
_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)+(0.0740P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1449
_refine_ls_wR_factor_ref         0.1748
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00B), C00N(H00D,H00E), C00X(H00F,H00I), C00Z(H00J,H00N)
2.b Aromatic/amide H refined with riding coordinates:
 C004(H004), C006(H006), C007(H007), C00C(H00C), C00G(H00G), C00H(H00H),
 C00K(H00K), C00L(H00L), C00M(H00M), C00P(H00P), C00R(H00R), C00S(H00S),
 C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W), C00Y(H00Y), C010(H010)
;
_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
C001 C 0.5374(4) 0.5962(4) 0.3175(3) 0.0206(9) Uani 1 1 d . . . . .
C002 C 0.5830(4) 0.5486(4) 0.2260(3) 0.0217(9) Uani 1 1 d . . . . .
C003 C 0.3343(5) 0.5569(4) 0.1106(3) 0.0237(9) Uani 1 1 d . . . . .
C004 C 0.5930(5) 0.3098(4) 0.3933(3) 0.0250(10) Uani 1 1 d . . . . .
H004 H 0.511227 0.271630 0.352890 0.030 Uiso 1 1 calc R . . . .
C005 C 0.8578(5) 0.3425(4) 0.4286(4) 0.0319(12) Uani 1 1 d . . . . .
C006 C 0.2800(5) 0.6707(4) 0.1566(3) 0.0256(10) Uani 1 1 d . . . . .
H006 H 0.342983 0.716626 0.206874 0.031 Uiso 1 1 calc R . . . .
C007 C 0.6396(4) 0.6610(4) 0.3877(3) 0.0246(10) Uani 1 1 d . . . . .
H007 H 0.607126 0.710118 0.440071 0.030 Uiso 1 1 calc R . . . .
C008 C 0.8415(5) 0.4018(4) 0.5213(4) 0.0298(10) Uani 1 1 d . . . . .
C009 C 0.5722(4) 0.3933(4) 0.4729(3) 0.0230(9) Uani 1 1 d . . . . .
C00A C 0.7408(5) 0.5276(5) 0.2277(3) 0.0259(10) Uani 1 1 d . . . . .
C00B C 0.2382(5) 0.4945(5) 0.0275(3) 0.0295(10) Uani 1 1 d . . . . .
C00C C 0.7914(5) 0.6553(4) 0.3825(4) 0.0279(10) Uani 1 1 d . . . . .
H00C H 0.857612 0.705692 0.427964 0.033 Uiso 1 1 calc R . . . .
C00D C 0.3963(4) 0.5471(5) 0.3546(3) 0.0243(9) Uani 1 1 d . . . . .
H00A H 0.345584 0.483602 0.305286 0.029 Uiso 1 1 calc R . . . .
H00B H 0.330994 0.623823 0.359051 0.029 Uiso 1 1 calc R . . . .
C00E C 0.4839(5) 0.5053(4) 0.1362(3) 0.0240(10) Uani 1 1 d . . . . .
C00F C 0.6832(5) 0.4828(4) 0.6475(3) 0.0284(10) Uani 1 1 d . . . . .
C00G C 0.6898(5) 0.3859(5) 0.0776(4) 0.0343(11) Uani 1 1 d . . . . .
H00G H 0.724200 0.324167 0.033460 0.041 Uiso 1 1 calc R . . . .
C00H C 0.2928(5) 0.3949(5) -0.0325(3) 0.0332(11) Uani 1 1 d . . . . .
H00H H 0.228964 0.352550 -0.084399 0.040 Uiso 1 1 calc R . . . .
C00I C 0.5359(5) 0.4157(5) 0.0660(3) 0.0292(10) Uani 1 1 d . . . . .
C00J C 0.6960(5) 0.4223(4) 0.5481(3) 0.0254(10) Uani 1 1 d . . . . .
C00K C 0.7866(5) 0.4450(5) 0.1507(4) 0.0335(12) Uani 1 1 d . . . . .
H00K H 0.887344 0.431252 0.150772 0.040 Uiso 1 1 calc R . . . .
C00L C 0.5482(5) 0.4790(5) 0.6887(3) 0.0333(11) Uani 1 1 d . . . . .
H00L H 0.466191 0.434331 0.653707 0.040 Uiso 1 1 calc R . . . .
C00M C 0.7357(5) 0.2811(4) 0.3717(4) 0.0298(11) Uani 1 1 d . . . . .
H00M H 0.748351 0.221050 0.319503 0.036 Uiso 1 1 calc R . . . .
C00N C 0.4293(4) 0.4764(5) 0.4613(3) 0.0257(10) Uani 1 1 d . . . . .
H00D H 0.437411 0.544893 0.514498 0.031 Uiso 1 1 calc R . . . .
H00E H 0.347271 0.417138 0.470157 0.031 Uiso 1 1 calc R . . . .
C00O C 0.8426(4) 0.5757(5) 0.3109(4) 0.0289(11) Uani 1 1 d . . . . .
C00P C 0.1371(5) 0.7172(5) 0.1303(3) 0.0303(11) Uani 1 1 d . . . . .
H00P H 0.104599 0.793246 0.162252 0.036 Uiso 1 1 calc R . . . .
C00Q C 0.8096(5) 0.5405(5) 0.7064(3) 0.0359(12) Uani 1 1 d . . . . .
C00R C 0.9662(5) 0.4559(5) 0.5892(4) 0.0386(13) Uani 1 1 d . . . . .
H00R H 1.061003 0.442339 0.573546 0.046 Uiso 1 1 calc R . . . .
C00S C 0.0909(5) 0.5410(5) 0.0047(3) 0.0349(11) Uani 1 1 d . . . . .
H00S H 0.026085 0.497205 -0.045864 0.042 Uiso 1 1 calc R . . . .
C00T C 0.4383(5) 0.3596(5) -0.0156(4) 0.0355(12) Uani 1 1 d . . . . .
H00T H 0.474026 0.297281 -0.058786 0.043 Uiso 1 1 calc R . . . .
C00U C 0.9504(5) 0.5246(5) 0.6736(4) 0.0405(13) Uani 1 1 d . . . . .
H00U H 1.033524 0.563317 0.712134 0.049 Uiso 1 1 calc R . . . .
C00V C 0.5388(6) 0.5418(5) 0.7809(4) 0.0445(13) Uani 1 1 d . . . . .
H00V H 0.450293 0.538714 0.807598 0.053 Uiso 1 1 calc R . . . .
C00W C 0.7935(7) 0.6076(6) 0.7975(4) 0.0478(15) Uani 1 1 d . . . . .
H00W H 0.874791 0.651778 0.833967 0.057 Uiso 1 1 calc R . . . .
C00X C 0.9920(5) 0.3676(5) 0.3753(4) 0.0401(13) Uani 1 1 d . . . . .
H00F H 0.988944 0.305807 0.317983 0.048 Uiso 1 1 calc R . . . .
H00I H 1.081613 0.348771 0.422571 0.048 Uiso 1 1 calc R . . . .
C00Y C 0.6603(7) 0.6098(5) 0.8343(4) 0.0501(16) Uani 1 1 d . . . . .
H00Y H 0.651437 0.656204 0.894276 0.060 Uiso 1 1 calc R . . . .
C00Z C 0.9970(5) 0.5168(5) 0.3362(4) 0.0383(13) Uani 1 1 d . . . . .
H00J H 1.054829 0.572043 0.388325 0.046 Uiso 1 1 calc R . . . .
H00N H 1.045272 0.518805 0.275791 0.046 Uiso 1 1 calc R . . . .
C010 C 0.0415(5) 0.6479(5) 0.0545(4) 0.0376(12) Uani 1 1 d . . . . .
H010 H -0.056623 0.675612 0.038437 0.045 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C001 C002 1.419(6) . ?
C001 C007 1.371(6) . ?
C001 C00D 1.525(5) . ?
C002 C00A 1.453(5) . ?
C002 C00E 1.446(5) . ?
C003 C006 1.401(6) . ?
C003 C00B 1.438(6) . ?
C003 C00E 1.449(6) . ?
C004 C009 1.372(6) . ?
C004 C00M 1.404(6) . ?
C005 C008 1.387(6) . ?
C005 C00M 1.387(6) . ?
C005 C00X 1.523(6) . ?
C006 C00P 1.377(6) . ?
C007 C00C 1.400(6) . ?
C008 C00J 1.440(6) . ?
C008 C00R 1.443(6) . ?
C009 C00J 1.419(6) . ?
C009 C00N 1.528(6) . ?
C00A C00K 1.416(6) . ?
C00A C00O 1.411(6) . ?
C00B C00H 1.401(7) . ?
C00B C00S 1.410(6) . ?
C00C C00O 1.366(7) . ?
C00D C00N 1.564(6) . ?
C00E C00I 1.414(6) . ?
C00F C00J 1.466(6) . ?
C00F C00L 1.422(6) . ?
C00F C00Q 1.412(6) . ?
C00G C00I 1.422(6) . ?
C00G C00K 1.342(7) . ?
C00H C00T 1.359(6) . ?
C00I C00T 1.407(6) . ?
C00L C00V 1.382(6) . ?
C00O C00Z 1.515(6) . ?
C00P C010 1.405(6) . ?
C00Q C00U 1.427(7) . ?
C00Q C00W 1.403(7) . ?
C00R C00U 1.332(7) . ?
C00S C010 1.356(7) . ?
C00V C00Y 1.395(7) . ?
C00W C00Y 1.377(8) . ?
C00X C00Z 1.561(7) . ?

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
C002 C001 C00D 122.7(4) . . ?
C007 C001 C002 118.4(4) . . ?
C007 C001 C00D 116.9(4) . . ?
C001 C002 C00A 116.8(4) . . ?
C001 C002 C00E 124.9(4) . . ?
C00E C002 C00A 117.9(4) . . ?
C006 C003 C00B 117.3(4) . . ?
C006 C003 C00E 124.2(4) . . ?
C00B C003 C00E 118.3(4) . . ?
C009 C004 C00M 121.1(4) . . ?
C008 C005 C00X 122.8(4) . . ?
C00M C005 C008 118.6(4) . . ?
C00M C005 C00X 117.2(5) . . ?
C00P C006 C003 122.7(4) . . ?
C001 C007 C00C 121.8(4) . . ?
C005 C008 C00J 120.2(4) . . ?
C005 C008 C00R 121.8(4) . . ?
C00J C008 C00R 117.7(4) . . ?
C004 C009 C00J 118.2(4) . . ?
C004 C009 C00N 117.3(4) . . ?
C00J C009 C00N 122.7(4) . . ?
C00K C00A C002 118.0(4) . . ?
C00O C00A C002 120.0(4) . . ?
C00O C00A C00K 121.6(4) . . ?
C00H C00B C003 120.3(4) . . ?
C00H C00B C00S 121.0(4) . . ?
C00S C00B C003 118.6(4) . . ?
C00O C00C C007 120.1(4) . . ?
C001 C00D C00N 112.0(3) . . ?
C002 C00E C003 122.7(4) . . ?
C00I C00E C002 119.6(4) . . ?
C00I C00E C003 117.6(4) . . ?
C00L C00F C00J 121.7(4) . . ?
C00Q C00F C00J 119.4(4) . . ?
C00Q C00F C00L 118.8(4) . . ?
C00K C00G C00I 121.4(4) . . ?
C00T C00H C00B 120.5(4) . . ?
C00E C00I C00G 118.8(4) . . ?
C00T C00I C00E 120.9(4) . . ?
C00T C00I C00G 120.2(4) . . ?
C008 C00J C00F 118.6(4) . . ?
C009 C00J C008 117.8(4) . . ?
C009 C00J C00F 123.3(4) . . ?
C00G C00K C00A 122.4(4) . . ?
C00V C00L C00F 120.0(5) . . ?
C005 C00M C004 119.8(4) . . ?
C009 C00N C00D 112.0(3) . . ?
C00A C00O C00Z 121.8(4) . . ?
C00C C00O C00A 118.7(4) . . ?
C00C C00O C00Z 118.0(4) . . ?
C006 C00P C010 118.8(5) . . ?
C00F C00Q C00U 119.2(4) . . ?
C00W C00Q C00F 118.8(5) . . ?
C00W C00Q C00U 122.0(5) . . ?
C00U C00R C008 122.4(5) . . ?
C010 C00S C00B 121.6(4) . . ?
C00H C00T C00I 121.1(4) . . ?
C00R C00U C00Q 121.8(5) . . ?
C00L C00V C00Y 120.8(5) . . ?
C00Y C00W C00Q 121.6(5) . . ?
C005 C00X C00Z 111.8(4) . . ?
C00W C00Y C00V 119.4(5) . . ?
C00O C00Z C00X 111.2(4) . . ?
C00S C010 C00P 120.6(5) . . ?

_olex2_exptl_crystal_mounting_method fiber
_olex2_submission_original_sample_id 20200916
_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 1.559
_oxdiff_exptl_absorpt_empirical_full_min 0.669
####################################################################### 
# 
# 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_20220708-heck-S
_database_code_depnum_ccdc_archive 'CCDC 2214408'
loop_
_audit_author_name
_audit_author_address
'Ryo Inoue'
;Kwansei Gakuin University
Japan
;
_audit_update_record             
;
2022-10-21 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_audit_creation_date             2022-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_formula_moiety         'C36 H30'
_chemical_formula_sum            'C36 H30'
_chemical_formula_weight         462.639
_chemical_absolute_configuration unk
_chemical_oxdiff_formula         C36H30
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           ' P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   11.7851(8)
_cell_length_b                   8.4229(4)
_cell_length_c                   14.0354(9)
_cell_angle_alpha                90
_cell_angle_beta                 113.748(8)
_cell_angle_gamma                90
_cell_volume                     1275.25(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5738
_cell_measurement_temperature    250
_cell_measurement_theta_max      31.0910
_cell_measurement_theta_min      2.8600
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78535
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       needle
_exptl_crystal_F_000             492.248
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9204
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12303
_diffrn_reflns_point_group_measured_fraction_full 0.9259
_diffrn_reflns_point_group_measured_fraction_max 0.7866
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         31.13
_diffrn_reflns_theta_min         1.59
_diffrn_ambient_temperature      250
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9204
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0076908000
_diffrn_orient_matrix_UB_12      -0.0005894000
_diffrn_orient_matrix_UB_13      0.0527777000
_diffrn_orient_matrix_UB_21      0.0081248000
_diffrn_orient_matrix_UB_22      0.0835637000
_diffrn_orient_matrix_UB_23      0.0023620000
_diffrn_orient_matrix_UB_31      -0.0648090000
_diffrn_orient_matrix_UB_32      0.0104261000
_diffrn_orient_matrix_UB_33      -0.0160138000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.635
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              20
_reflns_limit_l_min              -20
_reflns_number_gt                4855
_reflns_number_total             6459
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.3437
_refine_diff_density_min         -0.2958
_refine_diff_density_rms         0.0727
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   3(3)
_refine_ls_d_res_high            0.6874
_refine_ls_d_res_low             12.8470
_refine_ls_goodness_of_fit_ref   1.0511
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    56
_refine_ls_number_parameters     325
_refine_ls_number_reflns         6459
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0577
_refine_ls_restrained_S_all      1.0511
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1024P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1485
_refine_ls_wR_factor_ref         0.1757
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00N(H00e,H00h), C00P(H00i,H00k), C00Q(H00n,H00p), C00V(H00q,H00v)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00W(H00W), C00A(H00A), C00T(H00T), C00Y(H00Y), C010(H010),
 C00U(H00U), C00R(H00R), C00S(H00S), C00Z(H00Z), C00X(H00X), C00O(H00O),
 C004(H004), C005(H005), C007(H007), C00C(H00C), C00D(H00D), C00F(H00F),
 C00G(H00G), C00J(H00J), C00L(H00L), C00M(H00M)
;
_atom_sites_solution_primary     dual
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
C001 C -0.20978(19) -0.5679(3) -0.35408(15) 0.0304(4) Uani 1.000000 .
C002 C -0.41315(19) -0.5243(3) -0.19692(15) 0.0305(5) Uani 1.000000 .
C003 C -0.2251(2) -0.7293(3) -0.50364(15) 0.0326(5) Uani 1.000000 .
C004 C -0.36333(19) -0.5694(3) -0.27333(15) 0.0342(5) Uani 1.000000 .
C005 C -0.26431(19) -0.6907(3) -0.42562(15) 0.0321(5) Uani 1.000000 .
C006 C -0.11130(18) -0.4814(3) -0.36306(15) 0.0304(5) Uani 1.000000 .
C007 C -0.2585(2) -0.5216(3) -0.27712(16) 0.0355(5) Uani 1.000000 .
C008 C -0.2745(2) -0.2714(3) -0.50387(15) 0.0353(5) Uani 1.000000 .
C009 C -0.2886(2) -0.4344(3) -0.65269(15) 0.0328(5) Uani 1.000000 .
C00A C -0.3447(2) -0.4328(3) -0.10642(16) 0.0409(6) Uani 1.000000 .
C00B C -0.53234(19) -0.5680(2) -0.21418(15) 0.0319(4) Uani 1.000000 .
C00C C -0.11117(19) -0.6681(3) -0.49479(16) 0.0333(5) Uani 1.000000 .
C00D C -0.4438(2) -0.4548(3) -0.58269(17) 0.0372(5) Uani 1.000000 .
C00E C -0.0737(2) -0.4812(3) -0.80142(16) 0.0386(5) Uani 1.000000 .
C00F C -0.2348(2) -0.3119(2) -0.58127(16) 0.0343(5) Uani 1.000000 .
C00G C -0.3884(2) -0.3336(3) -0.51328(18) 0.0389(6) Uani 1.000000 .
C00H C -0.5182(2) -0.4343(3) -0.05544(16) 0.0395(5) Uani 1.000000 .
C00I C -0.3880(2) -0.5189(3) -0.64484(16) 0.0350(5) Uani 1.000000 .
C00J C -0.05608(19) -0.5449(3) -0.42556(15) 0.0341(5) Uani 1.000000 .
C00K C -0.5886(2) -0.5215(3) -0.14627(15) 0.0331(5) Uani 1.000000 .
C00L C -0.1303(2) -0.4332(3) -0.72932(16) 0.0382(5) Uani 1.000000 .
C00M C -0.2355(2) -0.4866(3) -0.72667(16) 0.0375(5) Uani 1.000000 .
C00N C -0.1883(2) -0.1936(3) -0.40453(17) 0.0401(5) Uani 1.000000 .
C00O C -0.1254(2) -0.5913(3) -0.88077(17) 0.0452(6) Uani 1.000000 .
C00P C -0.0863(2) -0.3105(3) -0.32946(15) 0.0345(5) Uani 1.000000 .
C00Q C -0.4139(2) -0.6920(3) -0.67884(17) 0.0376(5) Uani 1.000000 .
C00R C 0.0412(2) -0.4169(3) -0.78692(18) 0.0480(6) Uani 1.000000 .
C00S C 0.1034(3) -0.4633(4) -0.8465(2) 0.0617(8) Uani 1.000000 .
C00T C -0.7144(2) -0.5578(3) -0.16736(17) 0.0419(5) Uani 1.000000 .
C00U C -0.5729(3) -0.3935(3) 0.0144(2) 0.0526(6) Uani 1.000000 .
C00V C -0.3119(2) -0.8088(3) -0.60341(16) 0.0379(5) Uani 1.000000 .
C00W C -0.3951(2) -0.3917(3) -0.03840(17) 0.0467(6) Uani 1.000000 .
C00X C -0.0635(3) -0.6365(4) -0.94230(19) 0.0573(7) Uani 1.000000 .
C00Y C -0.7652(2) -0.5129(3) -0.0999(2) 0.0539(6) Uani 1.000000 .
C00Z C 0.0519(3) -0.5734(4) -0.9247(2) 0.0636(8) Uani 1.000000 .
C010 C -0.6929(3) -0.4324(3) -0.0075(2) 0.0595(7) Uani 1.000000 .
H00B H -0.57729(19) -0.6298(2) -0.27205(15) 0.0383(5) Uiso 1.000000 R
H00W H -0.3477(2) -0.3342(3) 0.02089(17) 0.0561(7) Uiso 1.000000 R
H00A H -0.2644(2) -0.4008(3) -0.09386(16) 0.0490(7) Uiso 1.000000 R
H00T H -0.7623(2) -0.6126(3) -0.22774(17) 0.0503(6) Uiso 1.000000 R
H00Y H -0.8478(2) -0.5356(3) -0.1150(2) 0.0646(8) Uiso 1.000000 R
H010 H -0.7276(3) -0.4054(3) 0.0392(2) 0.0714(8) Uiso 1.000000 R
H00U H -0.5266(3) -0.3397(3) 0.0757(2) 0.0631(7) Uiso 1.000000 R
H00R H 0.0765(2) -0.3406(3) -0.73555(18) 0.0577(8) Uiso 1.000000 R
H00S H 0.1808(3) -0.4202(4) -0.8340(2) 0.0740(10) Uiso 1.000000 R
H00Z H 0.0940(3) -0.6049(4) -0.9652(2) 0.0763(10) Uiso 1.000000 R
H00X H -0.0997(3) -0.7096(4) -0.99566(19) 0.0688(9) Uiso 1.000000 R
H00O H -0.2023(2) -0.6354(3) -0.89290(17) 0.0543(7) Uiso 1.000000 R
H004 H -0.41094(19) -0.6397(3) -0.32507(15) 0.0411(6) Uiso 1.000000 R
H005 H -0.32901(19) -0.7482(3) -0.42054(15) 0.0385(6) Uiso 1.000000 R
H007 H -0.2106(2) -0.4511(3) -0.22558(16) 0.0426(6) Uiso 1.000000 R
H00C H -0.07215(19) -0.7097(3) -0.53514(16) 0.0400(6) Uiso 1.000000 R
H00D H -0.5198(2) -0.4945(3) -0.58814(17) 0.0446(6) Uiso 1.000000 R
H00F H -0.1695(2) -0.2552(2) -0.58589(16) 0.0412(6) Uiso 1.000000 R
H00G H -0.4272(2) -0.2930(3) -0.47248(18) 0.0467(7) Uiso 1.000000 R
H00J H 0.01927(19) -0.5040(3) -0.42093(15) 0.0409(6) Uiso 1.000000 R
H00L H -0.0876(2) -0.3569(3) -0.67998(16) 0.0458(6) Uiso 1.000000 R
H00M H -0.2792(2) -0.5630(3) -0.77548(16) 0.0450(6) Uiso 1.000000 R
H00e H -0.1475(2) -0.1048(3) -0.42156(17) 0.0481(7) Uiso 1.000000 R
H00h H -0.2366(2) -0.1519(3) -0.36819(17) 0.0481(7) Uiso 1.000000 R
H00i H -0.0831(2) -0.3000(3) -0.25959(15) 0.0414(6) Uiso 1.000000 R
H00k H -0.0060(2) -0.2802(3) -0.32744(15) 0.0414(6) Uiso 1.000000 R
H00n H -0.4943(2) -0.7219(3) -0.68082(17) 0.0452(6) Uiso 1.000000 R
H00p H -0.4171(2) -0.7028(3) -0.74869(17) 0.0452(6) Uiso 1.000000 R
H00q H -0.2636(2) -0.8510(3) -0.63959(16) 0.0455(6) Uiso 1.000000 R
H00v H -0.3528(2) -0.8972(3) -0.58601(16) 0.0455(6) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C001 C005 1.404(3) . ?
C001 C006 1.418(3) . ?
C001 C007 1.466(3) . ?
C002 C004 1.465(3) . ?
C002 C00A 1.426(3) . ?
C002 C00B 1.376(3) . ?
C003 C005 1.388(3) . ?
C003 C00C 1.396(3) . ?
C003 C00V 1.518(3) . ?
C004 C007 1.321(3) . ?
C004 H004 0.9300 . ?
C005 H005 0.9300 . ?
C006 C00J 1.392(3) . ?
C006 C00P 1.507(3) . ?
C007 H007 0.9300 . ?
C008 C00F 1.388(3) . ?
C008 C00G 1.396(3) . ?
C008 C00N 1.505(3) . ?
C009 C00F 1.400(3) . ?
C009 C00I 1.412(3) . ?
C009 C00M 1.478(3) . ?
C00A C00W 1.356(3) . ?
C00A H00A 0.9300 . ?
C00B C00K 1.418(3) . ?
C00B H00B 0.9300 . ?
C00C C00J 1.391(3) . ?
C00C H00C 0.9300 . ?
C00D C00G 1.380(3) . ?
C00D C00I 1.395(3) . ?
C00D H00D 0.9300 . ?
C00E C00L 1.475(3) . ?
C00E C00O 1.388(3) . ?
C00E C00R 1.395(3) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00H C00K 1.414(3) . ?
C00H C00U 1.416(3) . ?
C00H C00W 1.418(3) . ?
C00I C00Q 1.526(3) . ?
C00J H00J 0.9300 . ?
C00K C00T 1.422(3) . ?
C00L C00M 1.334(3) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00N C00P 1.583(3) . ?
C00N H00e 0.9700 . ?
C00N H00h 0.9700 . ?
C00O C00X 1.389(3) . ?
C00O H00O 0.9300 . ?
C00P H00i 0.9700 . ?
C00P H00k 0.9700 . ?
C00Q C00V 1.584(3) . ?
C00Q H00n 0.9700 . ?
C00Q H00p 0.9700 . ?
C00R C00S 1.373(4) . ?
C00R H00R 0.9300 . ?
C00S C00Z 1.377(4) . ?
C00S H00S 0.9300 . ?
C00T C00Y 1.362(3) . ?
C00T H00T 0.9300 . ?
C00U C010 1.361(4) . ?
C00U H00U 0.9300 . ?
C00V H00q 0.9700 . ?
C00V H00v 0.9700 . ?
C00W H00W 0.9300 . ?
C00X C00Z 1.387(4) . ?
C00X H00X 0.9300 . ?
C00Y C010 1.406(4) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C010 H010 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C006 C001 C005 118.03(17) . . ?
C007 C001 C005 121.38(19) . . ?
C007 C001 C006 120.43(18) . . ?
C00A C002 C004 122.87(18) . . ?
C00B C002 C004 118.91(18) . . ?
C00B C002 C00A 118.19(18) . . ?
C00C C003 C005 117.23(19) . . ?
C00V C003 C005 121.1(2) . . ?
C00V C003 C00C 120.79(19) . . ?
C007 C004 C002 127.4(2) . . ?
H004 C004 C002 116.30(12) . . ?
H004 C004 C007 116.30(13) . . ?
C003 C005 C001 122.3(2) . . ?
H005 C005 C001 118.84(12) . . ?
H005 C005 C003 118.84(13) . . ?
C00J C006 C001 117.77(19) . . ?
C00P C006 C001 121.79(18) . . ?
C00P C006 C00J 118.80(19) . . ?
C004 C007 C001 126.8(2) . . ?
H007 C007 C001 116.60(12) . . ?
H007 C007 C004 116.60(13) . . ?
C00G C008 C00F 116.7(2) . . ?
C00N C008 C00F 121.1(2) . . ?
C00N C008 C00G 121.0(2) . . ?
C00I C009 C00F 117.8(2) . . ?
C00M C009 C00F 121.6(2) . . ?
C00M C009 C00I 120.27(19) . . ?
C00W C00A C002 121.0(2) . . ?
H00A C00A C002 119.52(12) . . ?
H00A C00A C00W 119.52(14) . . ?
C00K C00B C002 121.90(19) . . ?
H00B C00B C002 119.05(12) . . ?
H00B C00B C00K 119.05(12) . . ?
C00J C00C C003 119.94(19) . . ?
H00C C00C C003 120.03(12) . . ?
H00C C00C C00J 120.03(12) . . ?
C00I C00D C00G 121.3(2) . . ?
H00D C00D C00G 119.35(14) . . ?
H00D C00D C00I 119.35(13) . . ?
C00O C00E C00L 124.1(2) . . ?
C00R C00E C00L 118.3(2) . . ?
C00R C00E C00O 117.6(2) . . ?
C009 C00F C008 122.9(2) . . ?
H00F C00F C008 118.57(13) . . ?
H00F C00F C009 118.57(13) . . ?
C00D C00G C008 120.5(2) . . ?
H00G C00G C008 119.76(13) . . ?
H00G C00G C00D 119.76(14) . . ?
C00U C00H C00K 119.0(2) . . ?
C00W C00H C00K 118.20(18) . . ?
C00W C00H C00U 122.8(2) . . ?
C00D C00I C009 117.9(2) . . ?
C00Q C00I C009 121.6(2) . . ?
C00Q C00I C00D 118.7(2) . . ?
C00C C00J C006 121.43(19) . . ?
H00J C00J C006 119.29(12) . . ?
H00J C00J C00C 119.29(12) . . ?
C00H C00K C00B 119.04(19) . . ?
C00T C00K C00B 122.06(19) . . ?
C00T C00K C00H 118.90(18) . . ?
C00M C00L C00E 127.5(2) . . ?
H00L C00L C00E 116.23(13) . . ?
H00L C00L C00M 116.23(13) . . ?
C00L C00M C009 125.5(2) . . ?
H00M C00M C009 117.24(12) . . ?
H00M C00M C00L 117.24(13) . . ?
C00P C00N C008 113.21(18) . . ?
H00e C00N C008 108.93(13) . . ?
H00e C00N C00P 108.93(12) . . ?
H00h C00N C008 108.93(12) . . ?
H00h C00N C00P 108.93(11) . . ?
H00h C00N H00e 107.7 . . ?
C00X C00O C00E 120.8(2) . . ?
H00O C00O C00E 119.62(14) . . ?
H00O C00O C00X 119.62(16) . . ?
C00N C00P C006 112.69(17) . . ?
H00i C00P C006 109.05(11) . . ?
H00i C00P C00N 109.05(11) . . ?
H00k C00P C006 109.05(12) . . ?
H00k C00P C00N 109.05(12) . . ?
H00k C00P H00i 107.8 . . ?
C00V C00Q C00I 112.45(17) . . ?
H00n C00Q C00I 109.11(13) . . ?
H00n C00Q C00V 109.11(12) . . ?
H00p C00Q C00I 109.11(12) . . ?
H00p C00Q C00V 109.11(12) . . ?
H00p C00Q H00n 107.8 . . ?
C00S C00R C00E 121.7(2) . . ?
H00R C00R C00E 119.14(14) . . ?
H00R C00R C00S 119.14(17) . . ?
C00Z C00S C00R 120.3(3) . . ?
H00S C00S C00R 119.83(17) . . ?
H00S C00S C00Z 119.83(17) . . ?
C00Y C00T C00K 120.6(2) . . ?
H00T C00T C00K 119.72(12) . . ?
H00T C00T C00Y 119.72(15) . . ?
C010 C00U C00H 120.4(2) . . ?
H00U C00U C00H 119.79(15) . . ?
H00U C00U C010 119.79(15) . . ?
C00Q C00V C003 113.00(18) . . ?
H00q C00V C003 108.98(12) . . ?
H00q C00V C00Q 108.98(12) . . ?
H00v C00V C003 108.98(12) . . ?
H00v C00V C00Q 108.98(12) . . ?
H00v C00V H00q 107.8 . . ?
C00H C00W C00A 121.6(2) . . ?
H00W C00W C00A 119.18(14) . . ?
H00W C00W C00H 119.18(12) . . ?
C00Z C00X C00O 120.5(3) . . ?
H00X C00X C00O 119.76(16) . . ?
H00X C00X C00Z 119.76(16) . . ?
C010 C00Y C00T 120.2(2) . . ?
H00Y C00Y C00T 119.92(15) . . ?
H00Y C00Y C010 119.92(15) . . ?
C00X C00Z C00S 119.1(3) . . ?
H00Z C00Z C00S 120.46(17) . . ?
H00Z C00Z C00X 120.46(16) . . ?
C00Y C010 C00U 120.9(2) . . ?
H010 C010 C00U 119.56(15) . . ?
H010 C010 C00Y 119.56(15) . . ?

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
C001 C005 C003 C00C 14.7(2) . . . . ?
C001 C005 C003 C00V -154.5(2) . . . . ?
C001 C006 C00J C00C 14.0(2) . . . . ?
C001 C006 C00P C00N -71.1(2) . . . . ?
C001 C007 C004 C002 179.9(2) . . . . ?
C002 C00A C00W C00H -1.6(3) . . . . ?
C002 C00B C00K C00H -3.2(2) . . . . ?
C002 C00B C00K C00T 175.9(2) . . . . ?
C003 C00C C00J C006 0.9(2) . . . . ?
C003 C00V C00Q C00I 10.9(2) . . . . ?
C006 C00P C00N C008 -11.0(2) . . . . ?
C008 C00F C009 C00I 0.3(3) . . . . ?
C008 C00F C009 C00M -173.1(2) . . . . ?
C008 C00G C00D C00I 0.2(3) . . . . ?
C009 C00I C00D C00G -14.1(2) . . . . ?
C009 C00I C00Q C00V 70.3(2) . . . . ?
C009 C00M C00L C00E -179.9(2) . . . . ?
C00A C00W C00H C00K -0.2(3) . . . . ?
C00A C00W C00H C00U 179.8(3) . . . . ?
C00B C00K C00H C00U -177.5(2) . . . . ?
C00B C00K C00H C00W 2.5(2) . . . . ?
C00B C00K C00T C00Y 179.2(2) . . . . ?
C00D C00I C00Q C00V -94.3(2) . . . . ?
C00E C00O C00X C00Z 0.7(3) . . . . ?
C00E C00R C00S C00Z 1.5(3) . . . . ?
C00H C00K C00T C00Y -1.7(2) . . . . ?
C00H C00U C010 C00Y -0.4(3) . . . . ?
C00K C00T C00Y C010 -1.1(3) . . . . ?
C00O C00X C00Z C00S -1.0(3) . . . . ?
C00R C00S C00Z C00X -0.0(4) . . . . ?
C00T C00Y C010 C00U 2.1(3) . . . . ?


_olex2_submission_original_sample_id heck-S
_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 1.609
_oxdiff_exptl_absorpt_empirical_full_min 0.722
