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

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

data_12586sadabs
_database_code_depnum_ccdc_archive 'CCDC 1961126'
loop_
_audit_author_name
_audit_author_address
'Joerg Rust'
;Max Planck Institut fuer Kohlenforschung
Germany
;
_audit_update_record             
;
2019-10-24 deposited with the CCDC.	2019-12-04 downloaded from the CCDC.
;

_audit_block_code                GEI10002
_audit_creation_date             2019-08-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 Title
;
_chemical_formula_moiety         'C34 H24'
_chemical_formula_sum            'C34 H24'
_chemical_formula_weight         432.53
_chemical_absolute_configuration rmad
_chemical_properties_physical    none
_chemical_melting_point          ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_symmetry_cell_setting           ORTHORHOMBIC
_symmetry_space_group_name_H-M   P21212
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_Int_Tables_number      18

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.6495(3)
_cell_length_b                   20.1283(6)
_cell_length_c                   5.4404(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1166.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7405


_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      63.3309
_cell_measurement_theta_min      4.6977
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.932
_exptl_absorpt_coefficient_mu    0.527
_exptl_absorpt_correction_T_max  0.98088
_exptl_absorpt_correction_T_min  0.95933

_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2012)'
_exptl_special_details           
;
 Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent:  see paper '

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 0.00 0.0250
1.00 1.00 0.00 0.0200
1.00 0.00 0.00 0.0250
-1.00 0.00 0.00 0.0200
0.00 1.00 1.00 0.0550
0.00 -1.00 -1.00 0.0300
0.00 -1.00 0.00 0.0350
0.00 1.00 0.00 0.0250
-1.00 0.00 1.00 0.0550
1.00 0.00 -1.00 0.0250

_exptl_crystal_description       prism
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.052
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1420
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            38509
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.837
_diffrn_reflns_theta_min         4.393
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_monochromator  'MONTEL graded multilayer optic'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 66.67
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker-AXS Kappa Mach3 APEX-II'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_type           Cu-K\a
_diffrn_radiation_wavelength     1.54178
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.680
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.984
_reflns_number_gt                1569
_reflns_number_total             2291
_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       'SAINT software (Bruker AXS, 2004)'

_computing_data_collection       'APEX3 (Bruker AXS, 2005-2017)'
_computing_data_reduction        'SAINT software (Bruker AXS, 2004)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 1997-2014)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (G. M. Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (G. M. Sheldrick, 2015)'
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.142
_refine_ls_abs_structure_details 
;
 Flack x determined using 530 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(7)
_refine_ls_extinction_coef       0.11(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.412
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1593
_refine_ls_R_factor_gt           0.1047
_refine_ls_restrained_S_all      1.412
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2595
_refine_ls_wR_factor_ref         0.3517

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.

 The minimum and maximum estimated transmissions from the multi-scan
 scaling are 0.8515 and 1.0000 (SADABS).

Highest peak        ?
Deepest hole        ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C17(H17)
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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 -0.4837(5) -0.5324(3) -0.8316(12) 0.0466(16) Uani 1 1 d . . . . .
C2 C -0.5762(6) -0.5868(3) -0.8103(13) 0.0463(16) Uani 1 1 d . . . . .
C3 C -0.5719(6) -0.6420(3) -0.9756(12) 0.0494(17) Uani 1 1 d . . . . .
H3 H -0.510260 -0.642436 -1.101849 0.059 Uiso 1 1 calc R . . . .
C4 C -0.6534(6) -0.6940(3) -0.9577(14) 0.0524(17) Uani 1 1 d . . . . .
H4 H -0.649091 -0.729388 -1.072831 0.063 Uiso 1 1 calc R . . . .
C5 C -0.7444(6) -0.6953(3) -0.7682(12) 0.0479(16) Uani 1 1 d . . . . .
C6 C -0.8320(6) -0.7485(3) -0.7385(15) 0.0565(19) Uani 1 1 d . . . . .
H6 H -0.829478 -0.785005 -0.849245 0.068 Uiso 1 1 calc R . . . .
C7 C -0.9191(6) -0.7481(3) -0.5544(13) 0.0540(18) Uani 1 1 d . . . . .
H7 H -0.977399 -0.783608 -0.540071 0.065 Uiso 1 1 calc R . . . .
C8 C -0.9228(6) -0.6952(3) -0.3859(12) 0.0519(17) Uani 1 1 d . . . . .
H8 H -0.982460 -0.695524 -0.256062 0.062 Uiso 1 1 calc R . . . .
C9 C -0.8403(6) -0.6427(3) -0.4081(14) 0.0540(18) Uani 1 1 d . . . . .
H9 H -0.843730 -0.607040 -0.293878 0.065 Uiso 1 1 calc R . . . .
C10 C -0.7501(6) -0.6416(3) -0.6004(12) 0.0499(17) Uani 1 1 d . . . . .
C11 C -0.6641(6) -0.5886(3) -0.6290(14) 0.0521(18) Uani 1 1 d . . . . .
H11 H -0.667947 -0.552636 -0.516358 0.063 Uiso 1 1 calc R . . . .
C12 C -0.3506(5) -0.5550(3) -0.8499(13) 0.0473(17) Uani 1 1 d . . . . .
C13 C -0.3030(6) -0.5991(3) -0.6778(15) 0.0556(19) Uani 1 1 d . . . . .
H13 H -0.355865 -0.614693 -0.549548 0.067 Uiso 1 1 calc R . . . .
C14 C -0.1800(7) -0.6207(4) -0.6894(18) 0.062(2) Uani 1 1 d . . . . .
H14 H -0.149107 -0.650633 -0.568575 0.075 Uiso 1 1 calc R . . . .
C15 C -0.1020(6) -0.5994(3) -0.8747(16) 0.0616(19) Uani 1 1 d . . . . .
H15 H -0.016834 -0.613391 -0.879877 0.074 Uiso 1 1 calc R . . . .
C16 C -0.1482(7) -0.5577(4) -1.0514(15) 0.062(2) Uani 1 1 d . . . . .
H16 H -0.095788 -0.544037 -1.183415 0.074 Uiso 1 1 calc R . . . .
C17 C -0.2721(6) -0.5350(3) -1.0390(14) 0.0584(19) Uani 1 1 d . . . . .
H17 H -0.302837 -0.505527 -1.161429 0.070 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
C1 C1 1.349(10) 2_445 ?
C1 C2 1.478(8) . ?
C1 C12 1.493(8) . ?
C2 C3 1.430(8) . ?
C2 C11 1.361(9) . ?
C3 C4 1.363(8) . ?
C4 C5 1.415(9) . ?
C5 C6 1.429(9) . ?
C5 C10 1.416(8) . ?
C6 C7 1.366(10) . ?
C7 C8 1.406(9) . ?
C8 C9 1.379(9) . ?
C9 C10 1.420(9) . ?
C10 C11 1.414(8) . ?
C12 C13 1.385(9) . ?
C12 C17 1.386(9) . ?
C13 C14 1.382(10) . ?
C14 C15 1.375(11) . ?
C15 C16 1.368(11) . ?
C16 C17 1.398(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C1 C2 123.1(7) 2_445 . ?
C1 C1 C12 122.6(6) 2_445 . ?
C2 C1 C12 114.3(5) . . ?
C3 C2 C1 120.3(5) . . ?
C11 C2 C1 122.4(6) . . ?
C11 C2 C3 117.2(5) . . ?
C4 C3 C2 122.1(6) . . ?
C3 C4 C5 120.2(6) . . ?
C4 C5 C6 122.9(6) . . ?
C4 C5 C10 119.0(6) . . ?
C10 C5 C6 118.1(6) . . ?
C7 C6 C5 121.4(6) . . ?
C6 C7 C8 120.1(6) . . ?
C9 C8 C7 120.4(6) . . ?
C8 C9 C10 120.5(6) . . ?
C5 C10 C9 119.5(6) . . ?
C11 C10 C5 118.5(6) . . ?
C11 C10 C9 122.0(6) . . ?
C2 C11 C10 123.1(6) . . ?
C13 C12 C1 119.9(6) . . ?
C13 C12 C17 117.9(6) . . ?
C17 C12 C1 122.2(6) . . ?
C14 C13 C12 121.2(8) . . ?
C15 C14 C13 120.5(8) . . ?
C16 C15 C14 119.3(7) . . ?
C15 C16 C17 120.4(7) . . ?
C12 C17 C16 120.7(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_shelx_SHELXL_version_number     2016/6
####################################################################### 
# 
# 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_12585sadabs
_database_code_depnum_ccdc_archive 'CCDC 1961127'
loop_
_audit_author_name
_audit_author_address
'Joerg Rust'
;Max Planck Institut fuer Kohlenforschung
Germany
;
_audit_update_record             
;
2019-10-24 deposited with the CCDC.	2019-12-04 downloaded from the CCDC.
;

_audit_block_code                GEI3012
_audit_creation_date             2019-08-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 Title
;
_chemical_formula_moiety         'C34 H36'
_chemical_formula_sum            'C34 H36'
_chemical_formula_weight         444.63
_chemical_properties_physical    none
_chemical_melting_point          ?
_chemical_absolute_configuration rmad

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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'

_symmetry_cell_setting           MONOCLINIC
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6920(2)
_cell_length_b                   19.8135(4)
_cell_length_c                   12.4020(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.4110(10)
_cell_angle_gamma                90
_cell_volume                     2626.52(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9923


_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      62.5093
_cell_measurement_theta_min      4.1360
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.905
_exptl_absorpt_coefficient_mu    0.469
_exptl_absorpt_correction_T_max  0.96316
_exptl_absorpt_correction_T_min  0.93250

_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2012)'
_exptl_special_details           
;
 Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.124
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent:  see paper '

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.0500
0.00 0.00 -1.00 0.0500
-1.00 0.00 1.00 0.0700
1.00 0.00 -1.00 0.0700
0.00 -1.00 0.00 0.0700
0.00 1.00 0.00 0.0500
1.00 -1.00 0.00 0.0800
-1.00 1.00 0.00 0.0950
1.00 0.00 0.00 0.0900
-1.00 1.00 -1.00 0.1000
0.00 -1.00 1.00 0.0500
0.00 1.00 -1.00 0.0650
1.00 1.00 0.00 0.0850
-1.00 -1.00 0.00 0.1000
-1.00 -1.00 -1.00 0.0900
1.00 1.00 1.00 0.0750
0.00 -1.00 -1.00 0.0500
0.00 1.00 1.00 0.0600

_exptl_crystal_description       prism
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.120
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1000
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            91198
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        63.680
_diffrn_reflns_theta_max         63.680
_diffrn_reflns_theta_min         4.136
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_monochromator  'MONTEL graded multilayer optic'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 66.67
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker-AXS Kappa Mach3 APEX-II'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_type           Cu-K\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3538
_reflns_number_total             4322
_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       'SAINT software (Bruker AXS, 2004)'

_computing_data_collection       'APEX3 (Bruker AXS, 2005-2017)'
_computing_data_reduction        'SAINT software (Bruker AXS, 2004)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 1997-2014)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (G. M. Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (G. M. Sheldrick, 2015)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00100(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         4322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.017
_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)+(0.0407P)²+1.0064P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1062

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.

 The minimum and maximum estimated transmissions from the multi-scan
 scaling are 0.8090 and 1.0000 (SADABS).

Highest peak        ?
Deepest hole        ?
;
_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:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13),
 C14(H14), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C27(H27),
  C29(H29), C30(H30)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C)
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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 0.73723(13) 0.51517(7) 0.40003(12) 0.0225(3) Uani 1 1 d . . . . .
C2 C 0.77478(13) 0.47469(7) 0.48285(12) 0.0230(3) Uani 1 1 d . . . . .
C3 C 0.76056(13) 0.49556(7) 0.59775(12) 0.0222(3) Uani 1 1 d . . . . .
C4 C 0.80245(13) 0.55867(8) 0.63394(12) 0.0250(3) Uani 1 1 d . . . . .
H4 H 0.843180 0.588120 0.585597 0.030 Uiso 1 1 calc R . . . .
C5 C 0.78521(15) 0.57865(8) 0.73938(12) 0.0293(4) Uani 1 1 d . . . . .
H5 H 0.813287 0.621849 0.762744 0.035 Uiso 1 1 calc R . . . .
C6 C 0.72733(15) 0.53606(8) 0.81090(13) 0.0297(4) Uani 1 1 d . . . . .
H6 H 0.714200 0.550318 0.882871 0.036 Uiso 1 1 calc R . . . .
C7 C 0.68849(14) 0.47260(8) 0.77759(13) 0.0290(4) Uani 1 1 d . . . . .
H7 H 0.650274 0.442924 0.827126 0.035 Uiso 1 1 calc R . . . .
C8 C 0.70541(14) 0.45226(8) 0.67157(12) 0.0259(3) Uani 1 1 d . . . . .
H8 H 0.679210 0.408522 0.649226 0.031 Uiso 1 1 calc R . . . .
C9 C 0.83647(13) 0.40768(7) 0.46741(12) 0.0223(3) Uani 1 1 d . . . . .
C10 C 0.93232(13) 0.38717(7) 0.53830(12) 0.0246(3) Uani 1 1 d . . . . .
H10 H 0.956017 0.415666 0.596931 0.030 Uiso 1 1 calc R . . . .
C11 C 0.99391(13) 0.32624(7) 0.52538(12) 0.0249(3) Uani 1 1 d . . . . .
H11 H 1.059423 0.314318 0.574901 0.030 Uiso 1 1 calc R . . . .
C12 C 0.96221(13) 0.28193(7) 0.44152(12) 0.0231(3) Uani 1 1 d . . . . .
C13 C 0.86469(13) 0.30170(7) 0.37217(12) 0.0240(3) Uani 1 1 d . . . . .
H13 H 0.839536 0.272550 0.314814 0.029 Uiso 1 1 calc R . . . .
C14 C 0.80314(13) 0.36276(7) 0.38436(12) 0.0238(3) Uani 1 1 d . . . . .
H14 H 0.736940 0.374364 0.335321 0.029 Uiso 1 1 calc R . . . .
C15 C 1.03524(14) 0.21615(7) 0.42706(12) 0.0271(4) Uani 1 1 d . . . . .
C16 C 1.05605(18) 0.18053(8) 0.53574(14) 0.0394(4) Uani 1 1 d . . . . .
H16A H 1.106871 0.209317 0.583822 0.059 Uiso 1 1 calc GR . . . .
H16B H 1.099519 0.137646 0.524506 0.059 Uiso 1 1 calc GR . . . .
H16C H 0.975063 0.171835 0.568362 0.059 Uiso 1 1 calc GR . . . .
C17 C 1.16350(16) 0.23379(9) 0.38137(15) 0.0379(4) Uani 1 1 d . . . . .
H17A H 1.151837 0.254839 0.310331 0.057 Uiso 1 1 calc GR . . . .
H17B H 1.213190 0.192523 0.374429 0.057 Uiso 1 1 calc GR . . . .
H17C H 1.207247 0.265243 0.430226 0.057 Uiso 1 1 calc GR . . . .
C18 C 0.96797(18) 0.16730(8) 0.35013(15) 0.0412(4) Uani 1 1 d . . . . .
H18A H 0.884323 0.157605 0.376769 0.062 Uiso 1 1 calc GR . . . .
H18B H 1.015844 0.125242 0.345964 0.062 Uiso 1 1 calc GR . . . .
H18C H 0.960547 0.187690 0.278262 0.062 Uiso 1 1 calc GR . . . .
C19 C 0.76559(14) 0.49981(7) 0.28490(12) 0.0229(3) Uani 1 1 d . . . . .
C20 C 0.88824(14) 0.48845(7) 0.25268(12) 0.0245(3) Uani 1 1 d . . . . .
H20 H 0.954911 0.489962 0.304693 0.029 Uiso 1 1 calc R . . . .
C21 C 0.91361(14) 0.47505(8) 0.14594(12) 0.0273(4) Uani 1 1 d . . . . .
H21 H 0.997484 0.467889 0.125099 0.033 Uiso 1 1 calc R . . . .
C22 C 0.81726(15) 0.47202(8) 0.06929(13) 0.0298(4) Uani 1 1 d . . . . .
H22 H 0.834560 0.461654 -0.003634 0.036 Uiso 1 1 calc R . . . .
C23 C 0.69532(15) 0.48424(8) 0.09981(13) 0.0306(4) Uani 1 1 d . . . . .
H23 H 0.629055 0.482964 0.047392 0.037 Uiso 1 1 calc R . . . .
C24 C 0.66990(14) 0.49830(8) 0.20657(12) 0.0271(4) Uani 1 1 d . . . . .
H24 H 0.586240 0.507011 0.226578 0.032 Uiso 1 1 calc R . . . .
C25 C 0.66711(13) 0.57996(7) 0.41359(12) 0.0233(3) Uani 1 1 d . . . . .
C26 C 0.69517(14) 0.63487(8) 0.34841(12) 0.0263(3) Uani 1 1 d . . . . .
H26 H 0.759163 0.630373 0.297095 0.032 Uiso 1 1 calc R . . . .
C27 C 0.63255(14) 0.69593(8) 0.35612(12) 0.0271(3) Uani 1 1 d . . . . .
H27 H 0.655089 0.732277 0.310564 0.033 Uiso 1 1 calc R . . . .
C28 C 0.53723(13) 0.70501(7) 0.42936(12) 0.0248(3) Uani 1 1 d . . . . .
C29 C 0.50821(14) 0.64989(7) 0.49404(12) 0.0256(3) Uani 1 1 d . . . . .
H29 H 0.443404 0.654284 0.544615 0.031 Uiso 1 1 calc R . . . .
C30 C 0.57092(14) 0.58887(8) 0.48686(12) 0.0250(3) Uani 1 1 d . . . . .
H30 H 0.548273 0.552533 0.532380 0.030 Uiso 1 1 calc R . . . .
C31 C 0.46196(14) 0.77086(8) 0.43534(14) 0.0312(4) Uani 1 1 d . . . . .
C32 C 0.33095(15) 0.75823(9) 0.38533(14) 0.0376(4) Uani 1 1 d . . . . .
H32A H 0.338791 0.742532 0.310871 0.056 Uiso 1 1 calc GR . . . .
H32B H 0.282695 0.800274 0.385862 0.056 Uiso 1 1 calc GR . . . .
H32C H 0.287908 0.723835 0.427415 0.056 Uiso 1 1 calc GR . . . .
C33 C 0.52431(19) 0.82767(9) 0.37355(19) 0.0568(6) Uani 1 1 d . . . . .
H33A H 0.609600 0.834458 0.402243 0.085 Uiso 1 1 calc GR . . . .
H33B H 0.476158 0.869367 0.381700 0.085 Uiso 1 1 calc GR . . . .
H33C H 0.527243 0.815704 0.296981 0.085 Uiso 1 1 calc GR . . . .
C34 C 0.44797(17) 0.79288(9) 0.55282(15) 0.0424(4) Uani 1 1 d . . . . .
H34A H 0.404956 0.757411 0.592653 0.064 Uiso 1 1 calc GR . . . .
H34B H 0.399047 0.834654 0.555156 0.064 Uiso 1 1 calc GR . . . .
H34C H 0.530942 0.800644 0.585825 0.064 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.356(2) . ?
C1 C19 1.498(2) . ?
C1 C25 1.498(2) . ?
C2 C3 1.495(2) . ?
C2 C9 1.497(2) . ?
C3 C4 1.398(2) . ?
C3 C8 1.396(2) . ?
C4 C5 1.383(2) . ?
C5 C6 1.382(2) . ?
C6 C7 1.384(2) . ?
C7 C8 1.391(2) . ?
C9 C10 1.394(2) . ?
C9 C14 1.401(2) . ?
C10 C11 1.386(2) . ?
C11 C12 1.396(2) . ?
C12 C13 1.392(2) . ?
C12 C15 1.532(2) . ?
C13 C14 1.387(2) . ?
C15 C16 1.533(2) . ?
C15 C17 1.537(2) . ?
C15 C18 1.527(2) . ?
C19 C20 1.398(2) . ?
C19 C24 1.394(2) . ?
C20 C21 1.384(2) . ?
C21 C22 1.386(2) . ?
C22 C23 1.388(2) . ?
C23 C24 1.386(2) . ?
C25 C26 1.392(2) . ?
C25 C30 1.400(2) . ?
C26 C27 1.387(2) . ?
C27 C28 1.394(2) . ?
C28 C29 1.395(2) . ?
C28 C31 1.536(2) . ?
C29 C30 1.386(2) . ?
C31 C32 1.538(2) . ?
C31 C33 1.524(2) . ?
C31 C34 1.532(2) . ?

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 C19 122.59(13) . . ?
C2 C1 C25 124.15(13) . . ?
C25 C1 C19 113.24(12) . . ?
C1 C2 C3 121.54(13) . . ?
C1 C2 C9 123.42(13) . . ?
C3 C2 C9 115.01(12) . . ?
C4 C3 C2 120.92(13) . . ?
C8 C3 C2 120.64(13) . . ?
C8 C3 C4 118.43(14) . . ?
C5 C4 C3 120.68(14) . . ?
C6 C5 C4 120.30(15) . . ?
C5 C6 C7 119.94(15) . . ?
C6 C7 C8 120.01(15) . . ?
C7 C8 C3 120.58(14) . . ?
C10 C9 C2 119.81(13) . . ?
C10 C9 C14 116.64(13) . . ?
C14 C9 C2 123.55(13) . . ?
C11 C10 C9 121.65(13) . . ?
C10 C11 C12 121.76(14) . . ?
C11 C12 C15 120.47(13) . . ?
C13 C12 C11 116.60(13) . . ?
C13 C12 C15 122.91(13) . . ?
C14 C13 C12 121.89(14) . . ?
C13 C14 C9 121.43(13) . . ?
C12 C15 C16 110.62(12) . . ?
C12 C15 C17 108.16(12) . . ?
C16 C15 C17 108.50(14) . . ?
C18 C15 C12 112.27(13) . . ?
C18 C15 C16 108.27(14) . . ?
C18 C15 C17 108.95(14) . . ?
C20 C19 C1 121.21(13) . . ?
C24 C19 C1 120.42(13) . . ?
C24 C19 C20 118.35(14) . . ?
C21 C20 C19 120.77(14) . . ?
C20 C21 C22 120.31(14) . . ?
C21 C22 C23 119.53(14) . . ?
C24 C23 C22 120.20(15) . . ?
C23 C24 C19 120.81(14) . . ?
C26 C25 C1 119.25(13) . . ?
C26 C25 C30 116.77(13) . . ?
C30 C25 C1 123.95(13) . . ?
C27 C26 C25 122.01(14) . . ?
C26 C27 C28 121.30(14) . . ?
C27 C28 C29 116.78(14) . . ?
C27 C28 C31 122.25(14) . . ?
C29 C28 C31 120.89(13) . . ?
C30 C29 C28 122.09(14) . . ?
C29 C30 C25 121.05(14) . . ?
C28 C31 C32 108.38(13) . . ?
C33 C31 C28 111.53(13) . . ?
C33 C31 C32 108.82(15) . . ?
C33 C31 C34 108.79(15) . . ?
C34 C31 C28 110.57(13) . . ?
C34 C31 C32 108.69(14) . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_shelx_SHELXL_version_number     2016/6
