# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_d8v17553
_audit_block_doi                 10.5517/ccdc.csd.cc1qbhwf
_database_code_depnum_ccdc_archive 'CCDC 1589025'
_audit_update_record             
;
2017-12-04 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H32 F12'
_chemical_formula_weight         956.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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                   13.8363(3)
_cell_length_b                   19.0251(4)
_cell_length_c                   10.7855(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.886(2)
_cell_angle_gamma                90
_cell_volume                     2812.29(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3852
_cell_measurement_theta_min      6.449
_cell_measurement_theta_max      133.705

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.797
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3383
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32402
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.1006
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.224
_diffrn_reflns_theta_max         64.998
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.938
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.938
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.938
_reflns_number_total             4773
_reflns_number_gt                3166
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1514P)²+0.1249P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4773
_refine_ls_number_parameters     371
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0818
_refine_ls_wR_factor_ref         0.2551
_refine_ls_wR_factor_gt          0.2278
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.033 372 64 ' '
2 0.000 0.500 -0.013 372 64 ' '
3 0.346 0.725 0.003 13 0 ' '
4 0.654 0.275 -0.004 13 0 ' '
5 0.654 0.225 0.496 13 0 ' '
6 0.346 0.775 0.503 13 0 ' '
_platon_squeeze_details          
;
;


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 0.4749(2) 0.58585(17) 0.2285(3) 0.0530(7) Uani 1 1 d . . . . .
C2 C 0.4834(3) 0.64992(17) 0.2920(3) 0.0597(8) Uani 1 1 d . . . . .
H2 H 0.4534 0.6559 0.3654 0.072 Uiso 1 1 calc R U . . .
C3 C 0.5350(3) 0.70464(18) 0.2488(3) 0.0627(9) Uani 1 1 d . . . . .
H3 H 0.5410 0.7479 0.2932 0.075 Uiso 1 1 calc R U . . .
C4 C 0.5782(3) 0.69678(19) 0.1405(3) 0.0650(9) Uani 1 1 d . . . . .
H4 H 0.6135 0.7346 0.1107 0.078 Uiso 1 1 calc R U . . .
C5 C 0.5697(3) 0.63343(18) 0.0761(3) 0.0605(8) Uani 1 1 d . . . . .
H5 H 0.5993 0.6278 0.0023 0.073 Uiso 1 1 calc R U . . .
C6 C 0.5178(2) 0.57815(16) 0.1200(3) 0.0532(7) Uani 1 1 d . . . . .
C7 C 0.5111(2) 0.50626(16) 0.0613(3) 0.0527(7) Uani 1 1 d . . . . .
C8 C 0.5320(2) 0.45159(17) 0.1599(3) 0.0541(8) Uani 1 1 d . . . . .
C9 C 0.5980(2) 0.39626(18) 0.1495(3) 0.0595(8) Uani 1 1 d . . . . .
H9 H 0.6287 0.3918 0.0763 0.071 Uiso 1 1 calc R U . . .
C10 C 0.6180(3) 0.34862(18) 0.2458(3) 0.0620(8) Uani 1 1 d . . . . .
H10 H 0.6621 0.3111 0.2382 0.074 Uiso 1 1 calc R U . . .
C11 C 0.5746(3) 0.35496(17) 0.3534(3) 0.0601(8) Uani 1 1 d . . . . .
H11 H 0.5886 0.3217 0.4191 0.072 Uiso 1 1 calc R U . . .
C12 C 0.5113(2) 0.40945(17) 0.3653(3) 0.0569(8) Uani 1 1 d . . . . .
H12 H 0.4818 0.4136 0.4395 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4897(2) 0.45886(16) 0.2695(3) 0.0517(7) Uani 1 1 d . . . . .
C14 C 0.4279(2) 0.52245(17) 0.2781(3) 0.0536(8) Uani 1 1 d . . . . .
C15 C 0.3414(2) 0.52455(17) 0.3225(3) 0.0546(8) Uani 1 1 d . . . . .
C16 C 0.3013(2) 0.46134(18) 0.3815(3) 0.0584(8) Uani 1 1 d . . . . .
C17 C 0.2509(3) 0.4097(2) 0.3081(3) 0.0683(9) Uani 1 1 d . . . . .
H17 H 0.2421 0.4141 0.2195 0.082 Uiso 1 1 calc R U . . .
C18 C 0.2131(3) 0.3516(2) 0.3632(4) 0.0748(10) Uani 1 1 d . . . . .
H18 H 0.1780 0.3166 0.3127 0.090 Uiso 1 1 calc R U . . .
C19 C 0.2270(3) 0.3452(2) 0.4920(4) 0.0723(10) Uani 1 1 d . . . . .
C20 C 0.2766(3) 0.3956(2) 0.5654(4) 0.0703(10) Uani 1 1 d . . . . .
H20 H 0.2857 0.3908 0.6539 0.084 Uiso 1 1 calc R U . . .
C21 C 0.3135(3) 0.4535(2) 0.5108(3) 0.0650(9) Uani 1 1 d . . . . .
H21 H 0.3477 0.4884 0.5622 0.078 Uiso 1 1 calc R U . . .
C22 C 0.1904(4) 0.2812(3) 0.5516(5) 0.0969(15) Uani 1 1 d . . . . .
C23 C 0.2764(2) 0.58663(18) 0.3107(3) 0.0566(8) Uani 1 1 d . . . . .
C24 C 0.2312(3) 0.61057(19) 0.4101(3) 0.0628(9) Uani 1 1 d . . . . .
H24 H 0.2410 0.5861 0.4876 0.075 Uiso 1 1 calc R U . . .
C25 C 0.1720(3) 0.6697(2) 0.3975(3) 0.0669(9) Uani 1 1 d . . . . .
H25 H 0.1423 0.6858 0.4667 0.080 Uiso 1 1 calc R U . . .
C26 C 0.1560(3) 0.70543(19) 0.2854(3) 0.0611(8) Uani 1 1 d . . . . .
C27 C 0.1972(3) 0.6813(2) 0.1851(3) 0.0689(10) Uani 1 1 d . . . . .
H27 H 0.1852 0.7054 0.1073 0.083 Uiso 1 1 calc R U . . .
C28 C 0.2565(3) 0.6220(2) 0.1959(3) 0.0643(9) Uani 1 1 d . . . . .
H28 H 0.2837 0.6054 0.1252 0.077 Uiso 1 1 calc R U . . .
C29 C 0.0952(3) 0.7707(2) 0.2750(4) 0.0782(11) Uani 1 1 d . . . . .
F1 F 0.2610(4) 0.2302(2) 0.5768(5) 0.0925(14) Uani 0.6 1 d . U P A 1
F2 F 0.1216(9) 0.2453(6) 0.4803(11) 0.126(4) Uani 0.5 1 d . U P A 1
F3 F 0.1866(5) 0.2917(3) 0.6773(5) 0.0974(17) Uani 0.6 1 d . U P A 1
F4 F 0.0018(5) 0.7522(4) 0.2194(10) 0.122(3) Uani 0.5 1 d . U P B 1
F5 F 0.0797(8) 0.7960(5) 0.3793(6) 0.105(3) Uani 0.5 1 d . U P B 1
F6 F 0.1276(8) 0.8177(6) 0.2098(11) 0.143(4) Uani 0.6 1 d . U P B 1
F1' F 0.1999(18) 0.2266(8) 0.495(2) 0.205(7) Uani 0.4 1 d . U P A 2
F2' F 0.0917(9) 0.2791(7) 0.5224(13) 0.148(4) Uani 0.5 1 d . U P A 2
F3' F 0.1397(13) 0.2904(10) 0.6325(17) 0.181(7) Uani 0.4 1 d . U P A 2
F4' F 0.0807(11) 0.7993(8) 0.1677(10) 0.139(5) Uani 0.5 1 d . U P B 2
F5' F 0.0235(8) 0.7747(6) 0.3295(14) 0.144(4) Uani 0.5 1 d . U P B 2
F6' F 0.1505(8) 0.8249(4) 0.3526(10) 0.112(3) Uani 0.4 1 d . U P B 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.390(4) . ?
C1 C2 1.395(4) . ?
C1 C14 1.503(4) . ?
C2 C3 1.379(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.505(4) . ?
C7 C7 1.336(6) 3_665 ?
C7 C8 1.488(4) . ?
C8 C13 1.396(4) . ?
C8 C9 1.408(5) . ?
C9 C10 1.377(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.384(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.375(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.398(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.491(4) . ?
C14 C15 1.350(5) . ?
C15 C23 1.480(5) . ?
C15 C16 1.502(4) . ?
C16 C17 1.388(5) . ?
C16 C21 1.390(5) . ?
C17 C18 1.391(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.367(6) . ?
C19 C22 1.497(6) . ?
C20 C21 1.379(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 F3' 1.205(17) . ?
C22 F1' 1.222(16) . ?
C22 F2 1.327(11) . ?
C22 F2' 1.359(13) . ?
C22 F1 1.376(8) . ?
C22 F3 1.379(8) . ?
C23 C24 1.390(4) . ?
C23 C28 1.403(4) . ?
C24 C25 1.388(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.370(5) . ?
C26 C29 1.496(5) . ?
C27 C28 1.390(5) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 F5' 1.223(8) . ?
C29 F6 1.258(10) . ?
C29 F5 1.268(7) . ?
C29 F4' 1.270(11) . ?
C29 F4 1.393(7) . ?
C29 F6' 1.474(10) . ?
F2' F3' 1.296(18) . ?

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
C6 C1 C2 119.3(3) . . ?
C6 C1 C14 118.1(3) . . ?
C2 C1 C14 122.5(3) . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.3(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 120.4(3) . . ?
C1 C6 C7 116.2(3) . . ?
C5 C6 C7 123.3(3) . . ?
C7 C7 C8 125.3(4) 3_665 . ?
C7 C7 C6 124.8(4) 3_665 . ?
C8 C7 C6 109.9(3) . . ?
C13 C8 C9 119.5(3) . . ?
C13 C8 C7 118.2(3) . . ?
C9 C8 C7 122.0(3) . . ?
C10 C9 C8 119.8(3) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 120.6(3) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C8 C13 C12 119.1(3) . . ?
C8 C13 C14 116.3(3) . . ?
C12 C13 C14 124.4(3) . . ?
C15 C14 C13 126.1(3) . . ?
C15 C14 C1 123.4(3) . . ?
C13 C14 C1 110.4(3) . . ?
C14 C15 C23 123.5(3) . . ?
C14 C15 C16 121.6(3) . . ?
C23 C15 C16 114.8(3) . . ?
C17 C16 C21 118.6(3) . . ?
C17 C16 C15 120.7(3) . . ?
C21 C16 C15 120.7(3) . . ?
C16 C17 C18 120.5(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 119.4(4) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 C22 119.7(4) . . ?
C18 C19 C22 119.6(4) . . ?
C19 C20 C21 119.9(4) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 C16 120.9(4) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
F3' C22 F1' 126.8(12) . . ?
F3' C22 F2' 60.4(9) . . ?
F1' C22 F2' 91.9(12) . . ?
F2 C22 F1 100.7(8) . . ?
F2 C22 F3 121.5(7) . . ?
F1 C22 F3 91.7(5) . . ?
F3' C22 C19 117.2(10) . . ?
F1' C22 C19 114.3(8) . . ?
F2 C22 C19 115.3(6) . . ?
F2' C22 C19 108.2(7) . . ?
F1 C22 C19 112.6(4) . . ?
F3 C22 C19 111.4(5) . . ?
C24 C23 C28 118.0(3) . . ?
C24 C23 C15 121.8(3) . . ?
C28 C23 C15 120.2(3) . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 120.5(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C27 C26 C25 119.6(3) . . ?
C27 C26 C29 120.6(3) . . ?
C25 C26 C29 119.8(3) . . ?
C26 C27 C28 120.7(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C27 C28 C23 120.4(3) . . ?
C27 C28 H28 119.8 . . ?
C23 C28 H28 119.8 . . ?
F6 C29 F5 110.1(8) . . ?
F5' C29 F4' 112.0(8) . . ?
F6 C29 F4 108.7(7) . . ?
F5 C29 F4 102.6(7) . . ?
F5' C29 F6' 94.4(8) . . ?
F4' C29 F6' 102.9(8) . . ?
F5' C29 C26 120.0(5) . . ?
F6 C29 C26 113.1(6) . . ?
F5 C29 C26 114.2(4) . . ?
F4' C29 C26 116.2(7) . . ?
F4 C29 C26 107.5(4) . . ?
F6' C29 C26 107.2(4) . . ?
F3' F2' C22 53.9(9) . . ?
C22 F3' F2' 65.7(11) . . ?

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
C6 C1 C2 C3 -1.0(5) . . . . ?
C14 C1 C2 C3 173.9(3) . . . . ?
C1 C2 C3 C4 0.8(5) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C2 C1 C6 C5 0.8(5) . . . . ?
C14 C1 C6 C5 -174.3(3) . . . . ?
C2 C1 C6 C7 176.3(3) . . . . ?
C14 C1 C6 C7 1.1(4) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
C4 C5 C6 C7 -175.5(3) . . . . ?
C1 C6 C7 C7 136.3(4) . . . 3_665 ?
C5 C6 C7 C7 -48.4(6) . . . 3_665 ?
C1 C6 C7 C8 -43.3(4) . . . . ?
C5 C6 C7 C8 132.0(3) . . . . ?
C7 C7 C8 C13 -135.8(4) 3_665 . . . ?
C6 C7 C8 C13 43.8(4) . . . . ?
C7 C7 C8 C9 48.8(6) 3_665 . . . ?
C6 C7 C8 C9 -131.6(3) . . . . ?
C13 C8 C9 C10 2.0(5) . . . . ?
C7 C8 C9 C10 177.2(3) . . . . ?
C8 C9 C10 C11 -0.7(5) . . . . ?
C9 C10 C11 C12 -0.4(5) . . . . ?
C10 C11 C12 C13 0.1(5) . . . . ?
C9 C8 C13 C12 -2.2(5) . . . . ?
C7 C8 C13 C12 -177.6(3) . . . . ?
C9 C8 C13 C14 174.4(3) . . . . ?
C7 C8 C13 C14 -1.0(4) . . . . ?
C11 C12 C13 C8 1.2(5) . . . . ?
C11 C12 C13 C14 -175.2(3) . . . . ?
C8 C13 C14 C15 137.9(3) . . . . ?
C12 C13 C14 C15 -45.7(5) . . . . ?
C8 C13 C14 C1 -41.5(4) . . . . ?
C12 C13 C14 C1 135.0(3) . . . . ?
C6 C1 C14 C15 -137.7(3) . . . . ?
C2 C1 C14 C15 47.4(5) . . . . ?
C6 C1 C14 C13 41.7(4) . . . . ?
C2 C1 C14 C13 -133.3(3) . . . . ?
C13 C14 C15 C23 -170.1(3) . . . . ?
C1 C14 C15 C23 9.1(5) . . . . ?
C13 C14 C15 C16 6.1(5) . . . . ?
C1 C14 C15 C16 -174.6(3) . . . . ?
C14 C15 C16 C17 -82.9(4) . . . . ?
C23 C15 C16 C17 93.6(4) . . . . ?
C14 C15 C16 C21 97.3(4) . . . . ?
C23 C15 C16 C21 -86.1(4) . . . . ?
C21 C16 C17 C18 0.3(6) . . . . ?
C15 C16 C17 C18 -179.4(4) . . . . ?
C16 C17 C18 C19 -0.7(6) . . . . ?
C17 C18 C19 C20 0.6(6) . . . . ?
C17 C18 C19 C22 -177.3(4) . . . . ?
C18 C19 C20 C21 -0.2(6) . . . . ?
C22 C19 C20 C21 177.7(4) . . . . ?
C19 C20 C21 C16 -0.2(6) . . . . ?
C17 C16 C21 C20 0.1(6) . . . . ?
C15 C16 C21 C20 179.8(3) . . . . ?
C20 C19 C22 F3' 54.3(13) . . . . ?
C18 C19 C22 F3' -127.8(12) . . . . ?
C20 C19 C22 F1' -139.6(15) . . . . ?
C18 C19 C22 F1' 38.3(17) . . . . ?
C20 C19 C22 F2 162.1(9) . . . . ?
C18 C19 C22 F2 -20.0(11) . . . . ?
C20 C19 C22 F2' 119.7(8) . . . . ?
C18 C19 C22 F2' -62.4(10) . . . . ?
C20 C19 C22 F1 -83.1(6) . . . . ?
C18 C19 C22 F1 94.8(6) . . . . ?
C20 C19 C22 F3 18.4(7) . . . . ?
C18 C19 C22 F3 -163.7(5) . . . . ?
C14 C15 C23 C24 -135.7(4) . . . . ?
C16 C15 C23 C24 47.9(4) . . . . ?
C14 C15 C23 C28 46.1(5) . . . . ?
C16 C15 C23 C28 -130.4(3) . . . . ?
C28 C23 C24 C25 -3.0(5) . . . . ?
C15 C23 C24 C25 178.7(3) . . . . ?
C23 C24 C25 C26 0.8(6) . . . . ?
C24 C25 C26 C27 1.4(6) . . . . ?
C24 C25 C26 C29 -177.6(4) . . . . ?
C25 C26 C27 C28 -1.2(6) . . . . ?
C29 C26 C27 C28 177.7(4) . . . . ?
C26 C27 C28 C23 -1.1(6) . . . . ?
C24 C23 C28 C27 3.2(5) . . . . ?
C15 C23 C28 C27 -178.5(3) . . . . ?
C27 C26 C29 F5' 143.5(11) . . . . ?
C25 C26 C29 F5' -37.6(12) . . . . ?
C27 C26 C29 F6 -38.1(9) . . . . ?
C25 C26 C29 F6 140.9(7) . . . . ?
C27 C26 C29 F5 -165.0(8) . . . . ?
C25 C26 C29 F5 13.9(9) . . . . ?
C27 C26 C29 F4' 3.5(11) . . . . ?
C25 C26 C29 F4' -177.5(9) . . . . ?
C27 C26 C29 F4 81.9(7) . . . . ?
C25 C26 C29 F4 -99.2(7) . . . . ?
C27 C26 C29 F6' -110.8(7) . . . . ?
C25 C26 C29 F6' 68.1(7) . . . . ?
F1' C22 F2' F3' 132.1(14) . . . . ?
F2 C22 F2' F3' 140.5(17) . . . . ?
F1 C22 F2' F3' 98.0(14) . . . . ?
F3 C22 F2' F3' 2.3(12) . . . . ?
C19 C22 F2' F3' -111.5(12) . . . . ?
F1' C22 F3' F2' -67.8(19) . . . . ?
F2 C22 F3' F2' -24.1(10) . . . . ?
F1 C22 F3' F2' -127.4(10) . . . . ?
F3 C22 F3' F2' -176(2) . . . . ?
C19 C22 F3' F2' 96.4(10) . . . . ?

_refine_diff_density_max         0.250
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_b454
_database_code_depnum_ccdc_archive 'CCDC 1564012'
_audit_update_record             
;
2017-07-24 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H56 Cl4 O8'
_chemical_formula_weight         1094.89

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.826(2)
_cell_length_b                   11.158(3)
_cell_length_c                   12.125(3)
_cell_angle_alpha                89.920(5)
_cell_angle_beta                 87.592(4)
_cell_angle_gamma                72.944(4)
_cell_volume                     1399.0(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    895
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.47

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      'Not measured'
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8823
_exptl_absorpt_correction_T_max  0.9584
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18538
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0363
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         27.50
_reflns_number_total             6413
_reflns_number_gt                5284
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0921P)²+1.4559P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6413
_refine_ls_number_parameters     347
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.1831
_refine_ls_wR_factor_gt          0.1750
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.29751(17) 0.27629(18) 0.93851(13) 0.0339(4) Uani 1 1 d . . .
O2 O 0.05490(17) 0.33297(17) 0.99711(13) 0.0315(4) Uani 1 1 d . . .
O3 O 0.49784(15) -0.03508(14) 0.31481(13) 0.0243(3) Uani 1 1 d . . .
O4 O 0.32695(16) -0.15518(14) 0.31647(14) 0.0264(4) Uani 1 1 d . . .
C1 C 0.2150(2) 0.2972(2) 0.85404(18) 0.0237(5) Uani 1 1 d . . .
C2 C 0.0827(2) 0.3274(2) 0.88572(17) 0.0227(4) Uani 1 1 d . . .
C3 C -0.0076(2) 0.3506(2) 0.80566(18) 0.0219(4) Uani 1 1 d . . .
H3 H -0.0970 0.3712 0.8265 0.026 Uiso 1 1 calc R . .
C4 C 0.0316(2) 0.34398(19) 0.69371(17) 0.0201(4) Uani 1 1 d . . .
H4 H -0.0313 0.3589 0.6390 0.024 Uiso 1 1 calc R . .
C5 C 0.1609(2) 0.31594(18) 0.66225(16) 0.0173(4) Uani 1 1 d . . .
C6 C 0.2530(2) 0.29171(19) 0.74311(17) 0.0200(4) Uani 1 1 d . . .
H6 H 0.3423 0.2713 0.7219 0.024 Uiso 1 1 calc R . .
C7 C 0.21024(18) 0.31032(18) 0.54420(16) 0.0157(4) Uani 1 1 d . . .
C8 C 0.2405(2) 0.18516(18) 0.48866(16) 0.0166(4) Uani 1 1 d . . .
C9 C 0.3596(2) 0.13346(18) 0.43083(17) 0.0178(4) Uani 1 1 d . . .
H9 H 0.4230 0.1770 0.4302 0.021 Uiso 1 1 calc R . .
C10 C 0.3861(2) 0.02029(19) 0.37489(17) 0.0191(4) Uani 1 1 d . . .
C11 C 0.2933(2) -0.04614(19) 0.37711(17) 0.0205(4) Uani 1 1 d . . .
C12 C 0.1780(2) 0.0020(2) 0.43753(18) 0.0217(4) Uani 1 1 d . . .
H12 H 0.1158 -0.0429 0.4407 0.026 Uiso 1 1 calc R . .
C13 C 0.1526(2) 0.11638(19) 0.49382(17) 0.0198(4) Uani 1 1 d . . .
H13 H 0.0739 0.1475 0.5363 0.024 Uiso 1 1 calc R . .
C14 C 0.4327(3) 0.2458(3) 0.9094(2) 0.0401(7) Uani 1 1 d . . .
H14A H 0.4594 0.1680 0.8656 0.060 Uiso 1 1 calc R . .
H14B H 0.4818 0.2347 0.9767 0.060 Uiso 1 1 calc R . .
H14C H 0.4496 0.3139 0.8660 0.060 Uiso 1 1 calc R . .
C15 C -0.0782(3) 0.3644(3) 1.0314(2) 0.0366(6) Uani 1 1 d . . .
H15A H -0.1244 0.4461 1.0014 0.055 Uiso 1 1 calc R . .
H15B H -0.0866 0.3684 1.1122 0.055 Uiso 1 1 calc R . .
H15C H -0.1154 0.3004 1.0042 0.055 Uiso 1 1 calc R . .
C16 C 0.5923(2) 0.0312(2) 0.30874(19) 0.0243(5) Uani 1 1 d . . .
H16A H 0.5554 0.1130 0.2749 0.036 Uiso 1 1 calc R . .
H16B H 0.6679 -0.0172 0.2639 0.036 Uiso 1 1 calc R . .
H16C H 0.6187 0.0433 0.3833 0.036 Uiso 1 1 calc R . .
C17 C 0.2302(2) -0.2186(2) 0.3096(2) 0.0286(5) Uani 1 1 d . . .
H17A H 0.2106 -0.2465 0.3832 0.043 Uiso 1 1 calc R . .
H17B H 0.2621 -0.2915 0.2600 0.043 Uiso 1 1 calc R . .
H17C H 0.1515 -0.1614 0.2808 0.043 Uiso 1 1 calc R . .
C18 C 0.23572(18) 0.41081(18) 0.49758(16) 0.0156(4) Uani 1 1 d . . .
C19 C 0.21772(19) 0.53231(18) 0.55709(16) 0.0156(4) Uani 1 1 d . . .
C20 C 0.1027(2) 0.59999(19) 0.61204(17) 0.0188(4) Uani 1 1 d . . .
H20 H 0.0312 0.5668 0.6165 0.023 Uiso 1 1 calc R . .
C21 C 0.0921(2) 0.7159(2) 0.66034(17) 0.0209(4) Uani 1 1 d . . .
H21 H 0.0139 0.7608 0.6987 0.025 Uiso 1 1 calc R . .
C22 C 0.1954(2) 0.76640(19) 0.65278(18) 0.0218(4) Uani 1 1 d . . .
H22 H 0.1877 0.8456 0.6857 0.026 Uiso 1 1 calc R . .
C23 C 0.3094(2) 0.70057(19) 0.59700(18) 0.0202(4) Uani 1 1 d . . .
H23 H 0.3795 0.7356 0.5908 0.024 Uiso 1 1 calc R . .
C24 C 0.32218(19) 0.58299(18) 0.54976(16) 0.0166(4) Uani 1 1 d . . .
C25 C 0.4391(2) 0.51073(18) 0.48386(16) 0.0165(4) Uani 1 1 d . . .
C26 C 0.40283(19) 0.46273(18) 0.37904(16) 0.0167(4) Uani 1 1 d . . .
C27 C 0.4619(2) 0.47244(19) 0.27585(17) 0.0210(4) Uani 1 1 d . . .
H27 H 0.5329 0.5062 0.2706 0.025 Uiso 1 1 calc R . .
C28 C 0.4169(2) 0.4329(2) 0.18124(17) 0.0245(5) Uani 1 1 d . . .
H28 H 0.4573 0.4398 0.1114 0.029 Uiso 1 1 calc R . .
C29 C 0.3132(2) 0.3833(2) 0.18754(17) 0.0234(4) Uani 1 1 d . . .
H29 H 0.2829 0.3564 0.1224 0.028 Uiso 1 1 calc R . .
C30 C 0.2542(2) 0.37328(19) 0.28952(17) 0.0195(4) Uani 1 1 d . . .
H30 H 0.1834 0.3391 0.2939 0.023 Uiso 1 1 calc R . .
C31 C 0.29782(19) 0.41292(18) 0.38570(16) 0.0162(4) Uani 1 1 d . . .
C1S C 0.2224(4) 0.0460(4) 0.0882(3) 0.0716(11) Uani 1 1 d D . .
H1S1 H 0.2823 0.0130 0.1480 0.086 Uiso 1 1 calc R . .
H1S2 H 0.2225 0.1332 0.0734 0.086 Uiso 1 1 calc R . .
Cl1 Cl 0.06609(11) 0.04373(8) 0.12944(7) 0.0699(3) Uani 1 1 d D . .
Cl2 Cl 0.27537(13) -0.04764(15) -0.03329(9) 0.1083(6) Uani 1 1 d D . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.362(3) . ?
O1 C14 1.431(3) . ?
O2 C2 1.369(3) . ?
O2 C15 1.424(3) . ?
O3 C10 1.366(3) . ?
O3 C16 1.427(3) . ?
O4 C11 1.369(2) . ?
O4 C17 1.431(3) . ?
C1 C6 1.386(3) . ?
C1 C2 1.408(3) . ?
C2 C3 1.377(3) . ?
C3 C4 1.401(3) . ?
C4 C5 1.379(3) . ?
C5 C6 1.397(3) . ?
C5 C7 1.501(3) . ?
C7 C18 1.349(3) . ?
C7 C8 1.492(3) . ?
C8 C13 1.386(3) . ?
C8 C9 1.406(3) . ?
C9 C10 1.382(3) . ?
C10 C11 1.412(3) . ?
C11 C12 1.384(3) . ?
C12 C13 1.397(3) . ?
C18 C31 1.492(3) . ?
C18 C19 1.494(3) . ?
C19 C20 1.395(3) . ?
C19 C24 1.405(3) . ?
C20 C21 1.393(3) . ?
C21 C22 1.392(3) . ?
C22 C23 1.386(3) . ?
C23 C24 1.399(3) . ?
C24 C25 1.486(3) . ?
C25 C25 1.344(4) 2_666 ?
C25 C26 1.491(3) . ?
C26 C27 1.400(3) . ?
C26 C31 1.404(3) . ?
C27 C28 1.387(3) . ?
C28 C29 1.389(3) . ?
C29 C30 1.388(3) . ?
C30 C31 1.396(3) . ?
C1S Cl1 1.751(4) . ?
C1S Cl2 1.781(4) . ?

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 O1 C14 117.02(18) . . ?
C2 O2 C15 116.64(19) . . ?
C10 O3 C16 116.70(16) . . ?
C11 O4 C17 116.42(17) . . ?
O1 C1 C6 124.6(2) . . ?
O1 C1 C2 115.47(19) . . ?
C6 C1 C2 119.9(2) . . ?
O2 C2 C3 125.1(2) . . ?
O2 C2 C1 115.5(2) . . ?
C3 C2 C1 119.40(19) . . ?
C2 C3 C4 120.3(2) . . ?
C5 C4 C3 120.5(2) . . ?
C4 C5 C6 119.37(19) . . ?
C4 C5 C7 123.63(18) . . ?
C6 C5 C7 117.00(18) . . ?
C1 C6 C5 120.5(2) . . ?
C18 C7 C8 123.66(18) . . ?
C18 C7 C5 120.41(17) . . ?
C8 C7 C5 115.64(16) . . ?
C13 C8 C9 118.35(18) . . ?
C13 C8 C7 120.91(18) . . ?
C9 C8 C7 120.74(17) . . ?
C10 C9 C8 121.10(18) . . ?
O3 C10 C9 124.87(18) . . ?
O3 C10 C11 115.34(18) . . ?
C9 C10 C11 119.79(19) . . ?
O4 C11 C12 125.37(19) . . ?
O4 C11 C10 115.35(19) . . ?
C12 C11 C10 119.27(18) . . ?
C11 C12 C13 120.33(19) . . ?
C8 C13 C12 121.04(19) . . ?
C7 C18 C31 125.48(17) . . ?
C7 C18 C19 123.67(18) . . ?
C31 C18 C19 110.56(16) . . ?
C20 C19 C24 119.34(18) . . ?
C20 C19 C18 124.08(18) . . ?
C24 C19 C18 116.45(17) . . ?
C21 C20 C19 120.31(19) . . ?
C22 C21 C20 120.38(19) . . ?
C23 C22 C21 119.68(19) . . ?
C22 C23 C24 120.54(19) . . ?
C23 C24 C19 119.74(18) . . ?
C23 C24 C25 123.17(18) . . ?
C19 C24 C25 116.94(17) . . ?
C25 C25 C24 124.3(2) 2_666 . ?
C25 C25 C26 124.8(2) 2_666 . ?
C24 C25 C26 110.93(17) . . ?
C27 C26 C31 119.44(18) . . ?
C27 C26 C25 123.61(18) . . ?
C31 C26 C25 116.82(17) . . ?
C28 C27 C26 120.1(2) . . ?
C27 C28 C29 120.62(19) . . ?
C30 C29 C28 119.65(19) . . ?
C29 C30 C31 120.58(19) . . ?
C30 C31 C26 119.61(18) . . ?
C30 C31 C18 123.78(18) . . ?
C26 C31 C18 116.56(17) . . ?
Cl1 C1S Cl2 109.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.828
_refine_diff_density_rms         0.082
####################################################################### 
# 
# 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_b494
_database_code_depnum_ccdc_archive 'CCDC 1564013'
_audit_update_record             
;
2017-07-24 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H64 Cl4 O12'
_chemical_formula_weight         1214.99

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3362(17)
_cell_length_b                   12.952(3)
_cell_length_c                   16.918(4)
_cell_angle_alpha                106.135(5)
_cell_angle_beta                 94.598(5)
_cell_angle_gamma                100.939(5)
_cell_volume                     1501.1(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1010
_cell_measurement_theta_min      2.8565
_cell_measurement_theta_max      26.5155

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      'Not measured'
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             636
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8589
_exptl_absorpt_correction_T_max  0.9496
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19631
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         27.50
_reflns_number_total             6894
_reflns_number_gt                5427
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0544P)²+1.7693P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6894
_refine_ls_number_parameters     385
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1462
_refine_ls_wR_factor_gt          0.1375
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3115(2) 0.09297(13) 0.40592(10) 0.0204(4) Uani 1 1 d . . .
O2 O 0.2135(2) -0.09963(13) 0.28378(10) 0.0182(3) Uani 1 1 d . . .
O3 O 0.4134(2) -0.14575(13) 0.15931(10) 0.0200(4) Uani 1 1 d . . .
O4 O 0.7922(2) 0.36723(14) 0.05869(10) 0.0226(4) Uani 1 1 d . . .
O5 O 0.9991(2) 0.24036(14) -0.03335(10) 0.0233(4) Uani 1 1 d . . .
O6 O 1.1712(2) 0.11017(14) 0.02724(10) 0.0223(4) Uani 1 1 d . . .
C1 C 0.4248(3) 0.07772(19) 0.34522(14) 0.0170(5) Uani 1 1 d . . .
C2 C 0.3700(3) -0.02269(18) 0.28193(14) 0.0157(4) Uani 1 1 d . . .
C3 C 0.4807(3) -0.04669(18) 0.21822(14) 0.0166(4) Uani 1 1 d . . .
C4 C 0.6460(3) 0.02754(18) 0.21896(13) 0.0164(4) Uani 1 1 d . . .
H4 H 0.7211 0.0105 0.1760 0.020 Uiso 1 1 calc R . .
C5 C 0.7011(3) 0.12707(18) 0.28308(14) 0.0155(4) Uani 1 1 d . . .
C6 C 0.5858(3) 0.15316(18) 0.34426(14) 0.0167(4) Uani 1 1 d . . .
H6 H 0.6180 0.2230 0.3854 0.020 Uiso 1 1 calc R . .
C7 C 0.8828(3) 0.20450(18) 0.28591(13) 0.0144(4) Uani 1 1 d . . .
C8 C 0.9227(3) 0.21752(18) 0.20308(13) 0.0148(4) Uani 1 1 d . . .
C9 C 0.8396(3) 0.28908(19) 0.17240(14) 0.0178(5) Uani 1 1 d . . .
H9 H 0.7631 0.3307 0.2046 0.021 Uiso 1 1 calc R . .
C10 C 0.8685(3) 0.29978(18) 0.09445(14) 0.0173(5) Uani 1 1 d . . .
C11 C 0.9804(3) 0.23852(18) 0.04637(14) 0.0176(5) Uani 1 1 d . . .
C12 C 1.0642(3) 0.16715(18) 0.07782(14) 0.0175(5) Uani 1 1 d . . .
C13 C 1.0343(3) 0.15627(18) 0.15587(14) 0.0166(4) Uani 1 1 d . . .
H13 H 1.0902 0.1070 0.1768 0.020 Uiso 1 1 calc R . .
C14 C 0.3861(3) 0.1812(2) 0.48033(15) 0.0247(5) Uani 1 1 d . . .
H14A H 0.5144 0.1780 0.4988 0.037 Uiso 1 1 calc R . .
H14B H 0.3080 0.1744 0.5238 0.037 Uiso 1 1 calc R . .
H14C H 0.3869 0.2518 0.4695 0.037 Uiso 1 1 calc R . .
C15 C 0.0426(3) -0.0813(2) 0.24852(15) 0.0210(5) Uani 1 1 d . . .
H15A H 0.0353 -0.0045 0.2734 0.032 Uiso 1 1 calc R . .
H15B H -0.0645 -0.1304 0.2597 0.032 Uiso 1 1 calc R . .
H15C H 0.0403 -0.0963 0.1883 0.032 Uiso 1 1 calc R . .
C16 C 0.5215(4) -0.1763(2) 0.09358(15) 0.0252(5) Uani 1 1 d . . .
H16A H 0.5277 -0.1239 0.0612 0.038 Uiso 1 1 calc R . .
H16B H 0.4625 -0.2506 0.0574 0.038 Uiso 1 1 calc R . .
H16C H 0.6486 -0.1753 0.1171 0.038 Uiso 1 1 calc R . .
C17 C 0.6705(4) 0.4276(2) 0.10402(17) 0.0313(6) Uani 1 1 d . . .
H17A H 0.5665 0.3761 0.1151 0.047 Uiso 1 1 calc R . .
H17B H 0.6208 0.4703 0.0713 0.047 Uiso 1 1 calc R . .
H17C H 0.7406 0.4777 0.1568 0.047 Uiso 1 1 calc R . .
C18 C 1.1103(4) 0.3399(2) -0.04040(16) 0.0285(6) Uani 1 1 d . . .
H18A H 1.0505 0.4013 -0.0179 0.043 Uiso 1 1 calc R . .
H18B H 1.1211 0.3321 -0.0990 0.043 Uiso 1 1 calc R . .
H18C H 1.2355 0.3545 -0.0091 0.043 Uiso 1 1 calc R . .
C19 C 1.2623(4) 0.0390(2) 0.05910(15) 0.0244(5) Uani 1 1 d . . .
H19A H 1.3546 0.0830 0.1076 0.037 Uiso 1 1 calc R . .
H19B H 1.3259 -0.0018 0.0161 0.037 Uiso 1 1 calc R . .
H19C H 1.1690 -0.0131 0.0755 0.037 Uiso 1 1 calc R . .
C20 C 0.9979(3) 0.26283(17) 0.35733(13) 0.0138(4) Uani 1 1 d . . .
C21 C 0.9677(3) 0.25330(18) 0.44156(14) 0.0152(4) Uani 1 1 d . . .
C22 C 0.9274(3) 0.15175(19) 0.45830(15) 0.0175(5) Uani 1 1 d . . .
H22 H 0.9102 0.0850 0.4143 0.021 Uiso 1 1 calc R . .
C23 C 0.9128(3) 0.14859(19) 0.53901(15) 0.0191(5) Uani 1 1 d . . .
H23 H 0.8822 0.0797 0.5500 0.023 Uiso 1 1 calc R . .
C24 C 0.9429(3) 0.2463(2) 0.60380(14) 0.0188(5) Uani 1 1 d . . .
H24 H 0.9359 0.2439 0.6591 0.023 Uiso 1 1 calc R . .
C25 C 0.9830(3) 0.34696(19) 0.58819(14) 0.0166(5) Uani 1 1 d . . .
H25 H 1.0044 0.4134 0.6328 0.020 Uiso 1 1 calc R . .
C26 C 0.9919(3) 0.35092(18) 0.50656(13) 0.0140(4) Uani 1 1 d . . .
C27 C 1.0384(3) 0.45653(18) 0.48538(13) 0.0137(4) Uani 1 1 d . . .
C28 C 1.1831(3) 0.45152(18) 0.42817(13) 0.0137(4) Uani 1 1 d . . .
C29 C 1.3407(3) 0.53644(18) 0.44110(13) 0.0155(4) Uani 1 1 d . . .
H29 H 1.3523 0.6028 0.4849 0.019 Uiso 1 1 calc R . .
C30 C 1.4810(3) 0.52587(19) 0.39116(14) 0.0172(5) Uani 1 1 d . . .
H30 H 1.5875 0.5846 0.4002 0.021 Uiso 1 1 calc R . .
C31 C 1.4641(3) 0.4285(2) 0.32776(14) 0.0195(5) Uani 1 1 d . . .
H31 H 1.5599 0.4207 0.2933 0.023 Uiso 1 1 calc R . .
C32 C 1.3090(3) 0.34226(19) 0.31399(14) 0.0177(5) Uani 1 1 d . . .
H32 H 1.2998 0.2758 0.2706 0.021 Uiso 1 1 calc R . .
C33 C 1.1658(3) 0.35281(18) 0.36382(13) 0.0139(4) Uani 1 1 d . . .
C1S C 0.3644(4) 0.6639(2) 0.24890(17) 0.0281(6) Uani 1 1 d . . .
H1S1 H 0.3283 0.6516 0.3013 0.034 Uiso 1 1 calc R . .
H1S2 H 0.3222 0.7299 0.2431 0.034 Uiso 1 1 calc R . .
Cl1 Cl 0.61020(10) 0.68697(7) 0.25371(5) 0.0417(2) Uani 1 1 d . . .
Cl2 Cl 0.25310(17) 0.54915(8) 0.16480(8) 0.0868(4) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.368(3) . ?
O1 C14 1.430(3) . ?
O2 C2 1.379(3) . ?
O2 C15 1.434(3) . ?
O3 C3 1.361(3) . ?
O3 C16 1.428(3) . ?
O4 C10 1.366(3) . ?
O4 C17 1.428(3) . ?
O5 C11 1.373(3) . ?
O5 C18 1.429(3) . ?
O6 C12 1.367(3) . ?
O6 C19 1.428(3) . ?
C1 C6 1.387(3) . ?
C1 C2 1.399(3) . ?
C2 C3 1.403(3) . ?
C3 C4 1.394(3) . ?
C4 C5 1.399(3) . ?
C5 C6 1.398(3) . ?
C5 C7 1.497(3) . ?
C7 C20 1.353(3) . ?
C7 C8 1.502(3) . ?
C8 C9 1.390(3) . ?
C8 C13 1.392(3) . ?
C9 C10 1.392(3) . ?
C10 C11 1.401(3) . ?
C11 C12 1.397(3) . ?
C12 C13 1.396(3) . ?
C20 C21 1.494(3) . ?
C20 C33 1.500(3) . ?
C21 C26 1.396(3) . ?
C21 C22 1.404(3) . ?
C22 C23 1.389(3) . ?
C23 C24 1.392(3) . ?
C24 C25 1.383(3) . ?
C25 C26 1.402(3) . ?
C26 C27 1.494(3) . ?
C27 C27 1.344(4) 2_766 ?
C27 C28 1.491(3) . ?
C28 C29 1.392(3) . ?
C28 C33 1.407(3) . ?
C29 C30 1.386(3) . ?
C30 C31 1.387(3) . ?
C31 C32 1.388(3) . ?
C32 C33 1.402(3) . ?
C1S Cl2 1.754(3) . ?
C1S Cl1 1.763(3) . ?

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 O1 C14 116.32(17) . . ?
C2 O2 C15 113.21(17) . . ?
C3 O3 C16 117.35(18) . . ?
C10 O4 C17 117.00(18) . . ?
C11 O5 C18 115.34(18) . . ?
C12 O6 C19 116.73(18) . . ?
O1 C1 C6 124.4(2) . . ?
O1 C1 C2 115.38(19) . . ?
C6 C1 C2 120.2(2) . . ?
O2 C2 C1 120.59(19) . . ?
O2 C2 C3 120.02(19) . . ?
C1 C2 C3 119.3(2) . . ?
O3 C3 C4 125.1(2) . . ?
O3 C3 C2 114.52(19) . . ?
C4 C3 C2 120.4(2) . . ?
C3 C4 C5 119.9(2) . . ?
C6 C5 C4 119.6(2) . . ?
C6 C5 C7 120.54(19) . . ?
C4 C5 C7 119.90(19) . . ?
C1 C6 C5 120.5(2) . . ?
C20 C7 C5 123.23(19) . . ?
C20 C7 C8 122.2(2) . . ?
C5 C7 C8 114.45(19) . . ?
C9 C8 C13 120.1(2) . . ?
C9 C8 C7 118.68(19) . . ?
C13 C8 C7 121.2(2) . . ?
C8 C9 C10 120.0(2) . . ?
O4 C10 C9 124.4(2) . . ?
O4 C10 C11 115.2(2) . . ?
C9 C10 C11 120.4(2) . . ?
O5 C11 C12 118.8(2) . . ?
O5 C11 C10 121.8(2) . . ?
C12 C11 C10 119.2(2) . . ?
O6 C12 C13 124.0(2) . . ?
O6 C12 C11 115.79(19) . . ?
C13 C12 C11 120.2(2) . . ?
C8 C13 C12 120.1(2) . . ?
C7 C20 C21 125.0(2) . . ?
C7 C20 C33 124.47(19) . . ?
C21 C20 C33 110.34(18) . . ?
C26 C21 C22 119.5(2) . . ?
C26 C21 C20 117.55(19) . . ?
C22 C21 C20 122.9(2) . . ?
C23 C22 C21 120.2(2) . . ?
C22 C23 C24 120.0(2) . . ?
C25 C24 C23 120.4(2) . . ?
C24 C25 C26 120.0(2) . . ?
C21 C26 C25 119.9(2) . . ?
C21 C26 C27 117.13(19) . . ?
C25 C26 C27 122.9(2) . . ?
C27 C27 C28 125.3(2) 2_766 . ?
C27 C27 C26 124.6(2) 2_766 . ?
C28 C27 C26 110.14(18) . . ?
C29 C28 C33 119.73(19) . . ?
C29 C28 C27 122.3(2) . . ?
C33 C28 C27 117.75(19) . . ?
C30 C29 C28 121.1(2) . . ?
C29 C30 C31 119.2(2) . . ?
C30 C31 C32 120.8(2) . . ?
C31 C32 C33 120.3(2) . . ?
C32 C33 C28 118.9(2) . . ?
C32 C33 C20 124.6(2) . . ?
C28 C33 C20 116.44(18) . . ?
Cl2 C1S Cl1 111.13(15) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.984
_refine_diff_density_min         -1.001
_refine_diff_density_rms         0.066
####################################################################### 
# 
# 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_mo_d8v17008_0m
_database_code_depnum_ccdc_archive 'CCDC 1564014'
_audit_update_record             
;
2017-07-24 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
_audit_creation_date             2017-05-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C62 H56 N4, C7 H8'
_chemical_formula_sum            'C69 H64 N4'
_chemical_formula_weight         949.24
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.4719(5)
_cell_length_b                   16.0534(8)
_cell_length_c                   17.5659(8)
_cell_angle_alpha                95.630(2)
_cell_angle_beta                 96.899(2)
_cell_angle_gamma                112.346(2)
_cell_volume                     3189.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5799
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      27.08
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.057
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0778 before and 0.0333 after correction. The Ratio of minimum to maximum transmission is 0.9276. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    0.988
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1213
_diffrn_reflns_av_unetI/netI     0.1416
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34349
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         1.792
_diffrn_ambient_temperature      130.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5522
_reflns_number_total             10947
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.366
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.012(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   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     668
_refine_ls_number_reflns         10947
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1868
_refine_ls_R_factor_gt           0.1040
_refine_ls_restrained_S_all      1.074
_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)+(0.1586P)²+1.1101P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2689
_refine_ls_wR_factor_ref         0.3167
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C17(H17), C18(H18), C19(H19), C20(H20), C24(H24), C25(H25), C26(H26), C27(H27),
  C31(H31), C32(H32), C34(H34), C35(H35), C39(H39), C40(H40), C42(H42),
 C43(H43), C48(H48), C49(H49), C51(H51), C52(H52), C56(H56), C57(H57), C59(H59),
  C60(H60), C63(H63), C64(H64), C65(H65), C66(H66), C67(H67)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C44(H44A,H44B,H44C), C45(H45A,H45B,
 H45C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C), C61(H61A,H61B,H61C), C62(H62A,
 H62B,H62C), C69(H69A,H69B,H69C)
;
_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
N3 N 0.9471(4) 0.8628(4) 1.0342(3) 0.0613(13) Uani 1 1 d . . . . .
N2 N 1.2874(4) 0.7886(3) 0.1825(3) 0.0561(12) Uani 1 1 d . . . . .
N4 N 0.2301(4) 0.8857(4) 0.7576(3) 0.0635(14) Uani 1 1 d . . . . .
N1 N 0.4683(4) 0.3698(4) 0.0275(3) 0.0796(19) Uani 1 1 d . . . . .
C1 C 0.8156(3) 0.8539(3) 0.5837(2) 0.0329(10) Uani 1 1 d . . . . .
C2 C 0.9235(4) 0.9064(3) 0.5591(3) 0.0402(12) Uani 1 1 d . . . . .
H2 H 0.939405 0.886108 0.510764 0.048 Uiso 1 1 calc R . . . .
C3 C 1.0033(4) 0.9843(3) 0.6034(3) 0.0393(11) Uani 1 1 d . . . . .
H3 H 1.075039 1.017077 0.586442 0.047 Uiso 1 1 calc R . . . .
C4 C 0.9802(4) 1.0168(3) 0.6747(3) 0.0409(11) Uani 1 1 d . . . . .
H4 H 1.035949 1.072171 0.704849 0.049 Uiso 1 1 calc R . . . .
C5 C 0.8791(3) 0.9698(3) 0.7006(2) 0.0318(10) Uani 1 1 d . . . . .
H5 H 0.864091 0.993482 0.748047 0.038 Uiso 1 1 calc R . . . .
C6 C 0.7951(3) 0.8853(3) 0.6574(2) 0.0337(10) Uani 1 1 d . . . . .
C7 C 0.6920(3) 0.8318(3) 0.6844(2) 0.0337(10) Uani 1 1 d . . . . .
C8 C 0.6117(3) 0.7499(3) 0.6395(3) 0.0340(10) Uani 1 1 d . . . . .
C9 C 0.5119(4) 0.6881(3) 0.6685(3) 0.0448(12) Uani 1 1 d . . . . .
H9 H 0.500435 0.702347 0.719873 0.054 Uiso 1 1 calc R . . . .
C10 C 0.4355(4) 0.6105(4) 0.6230(3) 0.0522(14) Uani 1 1 d . . . . .
H10 H 0.369163 0.571807 0.642332 0.063 Uiso 1 1 calc R . . . .
C11 C 0.4519(4) 0.5852(4) 0.5467(3) 0.0503(13) Uani 1 1 d . . . . .
H11 H 0.396060 0.530801 0.515303 0.060 Uiso 1 1 calc R . . . .
C12 C 0.5459(4) 0.6380(3) 0.5191(3) 0.0389(11) Uani 1 1 d . . . . .
H12 H 0.556130 0.620018 0.468222 0.047 Uiso 1 1 calc R . . . .
C13 C 0.6318(3) 0.7212(3) 0.5644(2) 0.0342(10) Uani 1 1 d . . . . .
C14 C 0.7322(3) 0.7737(3) 0.5380(2) 0.0337(10) Uani 1 1 d . . . . .
C15 C 0.7558(3) 0.7427(3) 0.4598(2) 0.0343(11) Uani 1 1 d . . . . .
C16 C 0.7259(3) 0.7766(3) 0.3943(2) 0.0336(10) Uani 1 1 d . . . . .
C17 C 0.6756(4) 0.8423(3) 0.3977(3) 0.0405(12) Uani 1 1 d . . . . .
H17 H 0.659499 0.862689 0.445956 0.049 Uiso 1 1 calc R . . . .
C18 C 0.6493(4) 0.8774(4) 0.3324(3) 0.0465(13) Uani 1 1 d . . . . .
H18 H 0.615388 0.921199 0.336433 0.056 Uiso 1 1 calc R . . . .
C19 C 0.6726(4) 0.8483(4) 0.2594(3) 0.0476(13) Uani 1 1 d . . . . .
H19 H 0.656410 0.873270 0.214757 0.057 Uiso 1 1 calc R . . . .
C20 C 0.7184(4) 0.7842(4) 0.2550(3) 0.0440(13) Uani 1 1 d . . . . .
H20 H 0.731391 0.763879 0.205662 0.053 Uiso 1 1 calc R . . . .
C21 C 0.7484(3) 0.7452(3) 0.3192(3) 0.0351(11) Uani 1 1 d . . . . .
C22 C 0.7989(4) 0.6824(3) 0.3144(3) 0.0418(12) Uani 1 1 d . . . . .
C23 C 0.8275(4) 0.6473(3) 0.3814(3) 0.0388(11) Uani 1 1 d . . . . .
C24 C 0.8749(4) 0.5771(4) 0.3770(4) 0.0569(15) Uani 1 1 d . . . . .
H24 H 0.887173 0.553901 0.328442 0.068 Uiso 1 1 calc R . . . .
C25 C 0.9011(5) 0.5453(4) 0.4409(4) 0.0648(16) Uani 1 1 d . . . . .
H25 H 0.933107 0.500310 0.437303 0.078 Uiso 1 1 calc R . . . .
C26 C 0.8821(4) 0.5774(4) 0.5138(4) 0.0591(15) Uani 1 1 d . . . . .
H26 H 0.899375 0.553248 0.558745 0.071 Uiso 1 1 calc R . . . .
C27 C 0.8390(4) 0.6427(3) 0.5186(3) 0.0463(12) Uani 1 1 d . . . . .
H27 H 0.829892 0.665529 0.568325 0.056 Uiso 1 1 calc R . . . .
C28 C 0.8071(3) 0.6790(3) 0.4546(3) 0.0338(10) Uani 1 1 d . . . . .
C29 C 0.8229(4) 0.6483(3) 0.2369(3) 0.0468(13) Uani 1 1 d . . . . .
C30 C 0.7283(4) 0.5861(4) 0.1820(3) 0.0545(16) Uani 1 1 d . . . . .
C31 C 0.6184(4) 0.5342(4) 0.2050(3) 0.0621(17) Uani 1 1 d . . . . .
H31 H 0.605439 0.548283 0.255969 0.075 Uiso 1 1 calc R . . . .
C32 C 0.5317(5) 0.4640(4) 0.1532(4) 0.073(2) Uani 1 1 d . . . . .
H32 H 0.460618 0.428785 0.169708 0.087 Uiso 1 1 calc R . . . .
C33 C 0.5464(5) 0.4431(4) 0.0753(3) 0.0632(17) Uani 1 1 d . . . . .
C34 C 0.6510(5) 0.5032(4) 0.0514(3) 0.075(2) Uani 1 1 d . . . . .
H34 H 0.660526 0.494842 -0.001283 0.090 Uiso 1 1 calc R . . . .
C35 C 0.7349(5) 0.5706(4) 0.1019(3) 0.070(2) Uani 1 1 d . . . . .
H35 H 0.801942 0.609770 0.083647 0.085 Uiso 1 1 calc R . . . .
C36 C 0.3589(5) 0.3120(5) 0.0515(4) 0.084(2) Uani 1 1 d . . . . .
H36A H 0.375088 0.271427 0.085131 0.127 Uiso 1 1 calc GR . . . .
H36B H 0.301443 0.275409 0.005430 0.127 Uiso 1 1 calc GR . . . .
H36C H 0.327152 0.350439 0.079895 0.127 Uiso 1 1 calc GR . . . .
C37 C 0.4866(5) 0.3419(5) -0.0490(4) 0.083(2) Uani 1 1 d . . . . .
H37A H 0.444870 0.363754 -0.087813 0.125 Uiso 1 1 calc GR . . . .
H37B H 0.456421 0.275201 -0.059738 0.125 Uiso 1 1 calc GR . . . .
H37C H 0.570907 0.367780 -0.051163 0.125 Uiso 1 1 calc GR . . . .
C38 C 0.9416(4) 0.6797(3) 0.2256(3) 0.0476(13) Uani 1 1 d . . . . .
C39 C 0.9839(5) 0.6312(4) 0.1740(3) 0.0568(16) Uani 1 1 d . . . . .
H39 H 0.931750 0.572480 0.147481 0.068 Uiso 1 1 calc R . . . .
C40 C 1.0966(5) 0.6654(4) 0.1609(4) 0.0642(17) Uani 1 1 d . . . . .
H40 H 1.120929 0.629575 0.126261 0.077 Uiso 1 1 calc R . . . .
C41 C 1.1786(4) 0.7526(4) 0.1973(3) 0.0495(13) Uani 1 1 d . . . . .
C42 C 1.1406(4) 0.7974(3) 0.2571(3) 0.0419(12) Uani 1 1 d . . . . .
H42 H 1.195611 0.852499 0.288056 0.050 Uiso 1 1 calc R . . . .
C43 C 1.0289(4) 0.7632(3) 0.2702(3) 0.0429(12) Uani 1 1 d . . . . .
H43 H 1.007206 0.794988 0.309970 0.052 Uiso 1 1 calc R . . . .
C44 C 1.3682(4) 0.8806(4) 0.2173(4) 0.0661(17) Uani 1 1 d . . . . .
H44A H 1.329272 0.922705 0.210170 0.099 Uiso 1 1 calc GR . . . .
H44B H 1.437992 0.898773 0.192195 0.099 Uiso 1 1 calc GR . . . .
H44C H 1.391857 0.882273 0.272830 0.099 Uiso 1 1 calc GR . . . .
C45 C 1.3230(6) 0.7432(5) 0.1227(5) 0.115(3) Uani 1 1 d . . . . .
H45A H 1.312482 0.682152 0.133710 0.172 Uiso 1 1 calc GR . . . .
H45B H 1.406046 0.778292 0.120627 0.172 Uiso 1 1 calc GR . . . .
H45C H 1.274944 0.737950 0.072590 0.172 Uiso 1 1 calc GR . . . .
C46 C 0.6681(3) 0.8641(3) 0.7611(3) 0.0374(11) Uani 1 1 d . . . . .
C47 C 0.7503(4) 0.8735(3) 0.8289(3) 0.0410(12) Uani 1 1 d . . . . .
C48 C 0.8224(4) 0.8232(4) 0.8298(3) 0.0429(12) Uani 1 1 d . . . . .
H48 H 0.823132 0.789291 0.782561 0.051 Uiso 1 1 calc R . . . .
C49 C 0.8905(4) 0.8217(4) 0.8957(3) 0.0485(13) Uani 1 1 d . . . . .
H49 H 0.937205 0.786811 0.893759 0.058 Uiso 1 1 calc R . . . .
C50 C 0.8923(4) 0.8720(4) 0.9678(3) 0.0466(13) Uani 1 1 d . . . . .
C51 C 0.8327(4) 0.9297(4) 0.9663(3) 0.0427(13) Uani 1 1 d . . . . .
H51 H 0.838975 0.968865 1.012362 0.051 Uiso 1 1 calc R . . . .
C52 C 0.7646(4) 0.9309(4) 0.8989(3) 0.0502(14) Uani 1 1 d . . . . .
H52 H 0.725990 0.971705 0.899499 0.060 Uiso 1 1 calc R . . . .
C53 C 0.9351(5) 0.9018(4) 1.1092(3) 0.0659(18) Uani 1 1 d . . . . .
H53A H 0.991534 0.965426 1.122284 0.099 Uiso 1 1 calc GR . . . .
H53B H 0.950547 0.867075 1.148892 0.099 Uiso 1 1 calc GR . . . .
H53C H 0.854949 0.899208 1.106976 0.099 Uiso 1 1 calc GR . . . .
C54 C 1.0217(6) 0.8104(6) 1.0362(3) 0.083(2) Uani 1 1 d . . . . .
H54A H 0.986733 0.756981 0.995318 0.124 Uiso 1 1 calc GR . . . .
H54B H 1.027662 0.790480 1.086882 0.124 Uiso 1 1 calc GR . . . .
H54C H 1.100371 0.848947 1.027555 0.124 Uiso 1 1 calc GR . . . .
C55 C 0.5633(4) 0.8776(3) 0.7634(3) 0.0402(12) Uani 1 1 d . . . . .
C56 C 0.5105(3) 0.8784(3) 0.8303(3) 0.0434(13) Uani 1 1 d . . . . .
H56 H 0.551768 0.875393 0.878357 0.052 Uiso 1 1 calc R . . . .
C57 C 0.4047(4) 0.8833(4) 0.8295(3) 0.0513(15) Uani 1 1 d . . . . .
H57 H 0.374724 0.883874 0.876624 0.062 Uiso 1 1 calc R . . . .
C58 C 0.3377(4) 0.8874(4) 0.7608(3) 0.0473(13) Uani 1 1 d . . . . .
C59 C 0.3890(4) 0.8881(4) 0.6914(3) 0.0489(13) Uani 1 1 d . . . . .
H59 H 0.347215 0.890920 0.643520 0.059 Uiso 1 1 calc R . . . .
C60 C 0.4966(4) 0.8846(3) 0.6940(3) 0.0449(12) Uani 1 1 d . . . . .
H60 H 0.528991 0.887025 0.647587 0.054 Uiso 1 1 calc R . . . .
C61 C 0.1535(5) 0.8721(7) 0.6842(4) 0.100(3) Uani 1 1 d . . . . .
H61A H 0.190886 0.921082 0.654770 0.150 Uiso 1 1 calc GR . . . .
H61B H 0.078261 0.873011 0.694152 0.150 Uiso 1 1 calc GR . . . .
H61C H 0.139721 0.813192 0.654114 0.150 Uiso 1 1 calc GR . . . .
C62 C 0.1782(5) 0.8883(5) 0.8278(4) 0.088(2) Uani 1 1 d . . . . .
H62A H 0.152271 0.828078 0.844217 0.132 Uiso 1 1 calc GR . . . .
H62B H 0.110533 0.904798 0.816926 0.132 Uiso 1 1 calc GR . . . .
H62C H 0.237005 0.933605 0.869281 0.132 Uiso 1 1 calc GR . . . .
C63 C 1.1729(5) 0.8156(4) 0.4809(3) 0.0573(15) Uani 1 1 d . . . . .
H63 H 1.096332 0.783720 0.491776 0.069 Uiso 1 1 calc R . . . .
C64 C 1.2028(5) 0.8999(5) 0.4648(3) 0.0660(17) Uani 1 1 d . . . . .
H64 H 1.148351 0.928077 0.466703 0.079 Uiso 1 1 calc R . . . .
C65 C 1.3106(5) 0.9471(5) 0.4454(4) 0.0679(17) Uani 1 1 d . . . . .
H65 H 1.330018 1.006634 0.432478 0.081 Uiso 1 1 calc R . . . .
C66 C 1.3875(5) 0.9079(5) 0.4451(4) 0.0691(18) Uani 1 1 d . . . . .
H66 H 1.462060 0.939931 0.431391 0.083 Uiso 1 1 calc R . . . .
C67 C 1.3613(5) 0.8218(5) 0.4644(4) 0.075(2) Uani 1 1 d . . . . .
H67 H 1.418463 0.796072 0.465350 0.090 Uiso 1 1 calc R . . . .
C68 C 1.2520(5) 0.7732(5) 0.4822(4) 0.080(2) Uani 1 1 d . . . . .
C69 C 1.2215(8) 0.6830(6) 0.5080(7) 0.153(5) Uani 1 1 d . . . . .
H69A H 1.140169 0.660128 0.517460 0.229 Uiso 1 1 calc GR . . . .
H69B H 1.274694 0.689086 0.555960 0.229 Uiso 1 1 calc GR . . . .
H69C H 1.229385 0.640101 0.467552 0.229 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
N3 C50 1.330(6) . ?
N3 C53 1.452(7) . ?
N3 C54 1.471(8) . ?
N2 C41 1.327(6) . ?
N2 C44 1.454(7) . ?
N2 C45 1.429(7) . ?
N4 C58 1.326(6) . ?
N4 C61 1.454(8) . ?
N4 C62 1.465(8) . ?
N1 C33 1.333(6) . ?
N1 C36 1.467(7) . ?
N1 C37 1.446(7) . ?
C1 C2 1.434(6) . ?
C1 C6 1.429(6) . ?
C1 C14 1.402(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.354(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.414(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.360(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.428(6) . ?
C6 C7 1.416(6) . ?
C7 C8 1.401(6) . ?
C7 C46 1.499(6) . ?
C8 C9 1.451(6) . ?
C8 C13 1.436(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.348(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.424(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.338(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.437(6) . ?
C13 C14 1.380(6) . ?
C14 C15 1.515(6) . ?
C15 C16 1.390(6) . ?
C15 C28 1.399(6) . ?
C16 C17 1.417(6) . ?
C16 C21 1.462(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.422(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.354(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.420(7) . ?
C21 C22 1.378(7) . ?
C22 C23 1.419(7) . ?
C22 C29 1.522(6) . ?
C23 C24 1.458(7) . ?
C23 C28 1.423(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.332(8) . ?
C25 H25 0.9500 . ?
C25 C26 1.414(8) . ?
C26 H26 0.9500 . ?
C26 C27 1.348(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.400(7) . ?
C29 C30 1.401(6) . ?
C29 C38 1.417(6) . ?
C30 C31 1.437(6) . ?
C30 C35 1.422(7) . ?
C31 H31 0.9500 . ?
C31 C32 1.380(7) . ?
C32 H32 0.9500 . ?
C32 C33 1.425(7) . ?
C33 C34 1.436(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.335(7) . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.414(7) . ?
C38 C43 1.441(6) . ?
C39 H39 0.9500 . ?
C39 C40 1.357(7) . ?
C40 H40 0.9500 . ?
C40 C41 1.413(7) . ?
C41 C42 1.441(7) . ?
C42 H42 0.9500 . ?
C42 C43 1.347(6) . ?
C43 H43 0.9500 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.431(6) . ?
C46 C55 1.408(6) . ?
C47 C48 1.419(7) . ?
C47 C52 1.411(6) . ?
C48 H48 0.9500 . ?
C48 C49 1.359(6) . ?
C49 H49 0.9500 . ?
C49 C50 1.427(7) . ?
C50 C51 1.391(7) . ?
C51 H51 0.9500 . ?
C51 C52 1.378(7) . ?
C52 H52 0.9500 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 C56 1.415(6) . ?
C55 C60 1.430(7) . ?
C56 H56 0.9500 . ?
C56 C57 1.349(6) . ?
C57 H57 0.9500 . ?
C57 C58 1.406(7) . ?
C58 C59 1.441(7) . ?
C59 H59 0.9500 . ?
C59 C60 1.360(6) . ?
C60 H60 0.9500 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63 0.9500 . ?
C63 C64 1.330(8) . ?
C63 C68 1.395(8) . ?
C64 H64 0.9500 . ?
C64 C65 1.372(8) . ?
C65 H65 0.9500 . ?
C65 C66 1.333(9) . ?
C66 H66 0.9500 . ?
C66 C67 1.380(9) . ?
C67 H67 0.9500 . ?
C67 C68 1.381(9) . ?
C68 C69 1.482(11) . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C50 N3 C53 122.2(5) . . ?
C50 N3 C54 121.9(5) . . ?
C53 N3 C54 115.8(5) . . ?
C41 N2 C44 121.7(5) . . ?
C41 N2 C45 120.5(5) . . ?
C45 N2 C44 117.2(4) . . ?
C58 N4 C61 121.9(5) . . ?
C58 N4 C62 121.4(5) . . ?
C61 N4 C62 116.4(5) . . ?
C33 N1 C36 120.7(5) . . ?
C33 N1 C37 122.8(4) . . ?
C37 N1 C36 116.5(4) . . ?
C6 C1 C2 118.0(4) . . ?
C14 C1 C2 121.8(4) . . ?
C14 C1 C6 120.2(4) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.4(4) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.7(4) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 118.7(4) . . ?
C7 C6 C1 118.7(4) . . ?
C7 C6 C5 122.5(4) . . ?
C6 C7 C46 119.6(4) . . ?
C8 C7 C6 120.4(4) . . ?
C8 C7 C46 120.0(4) . . ?
C7 C8 C9 122.1(4) . . ?
C7 C8 C13 120.0(4) . . ?
C13 C8 C9 117.7(4) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(4) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.4(4) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.1(5) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.7(4) . . ?
C13 C12 H12 119.2 . . ?
C8 C13 C12 118.4(4) . . ?
C14 C13 C8 119.5(4) . . ?
C14 C13 C12 122.1(4) . . ?
C1 C14 C15 119.0(4) . . ?
C13 C14 C1 121.0(4) . . ?
C13 C14 C15 119.9(4) . . ?
C16 C15 C14 120.4(4) . . ?
C16 C15 C28 120.7(4) . . ?
C28 C15 C14 118.9(4) . . ?
C15 C16 C17 122.1(4) . . ?
C15 C16 C21 119.6(4) . . ?
C17 C16 C21 118.3(4) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(4) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.5(5) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.8 . . ?
C20 C19 C18 118.5(5) . . ?
C20 C19 H19 120.8 . . ?
C19 C20 H20 117.8 . . ?
C19 C20 C21 124.4(4) . . ?
C21 C20 H20 117.8 . . ?
C20 C21 C16 116.7(4) . . ?
C22 C21 C16 119.5(4) . . ?
C22 C21 C20 123.8(4) . . ?
C21 C22 C23 120.5(4) . . ?
C21 C22 C29 120.6(5) . . ?
C23 C22 C29 118.9(4) . . ?
C22 C23 C24 121.5(4) . . ?
C22 C23 C28 119.8(4) . . ?
C28 C23 C24 118.7(5) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.3(5) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.4 . . ?
C24 C25 C26 121.2(6) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 H26 120.5 . . ?
C27 C26 C25 119.0(6) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 118.1 . . ?
C26 C27 C28 123.8(5) . . ?
C28 C27 H27 118.1 . . ?
C15 C28 C23 119.9(4) . . ?
C15 C28 C27 123.1(4) . . ?
C27 C28 C23 117.0(4) . . ?
C30 C29 C22 119.0(4) . . ?
C30 C29 C38 123.6(4) . . ?
C38 C29 C22 117.4(4) . . ?
C29 C30 C31 120.6(4) . . ?
C29 C30 C35 122.8(4) . . ?
C35 C30 C31 116.7(4) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.2(5) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 119.3 . . ?
C31 C32 C33 121.4(5) . . ?
C33 C32 H32 119.3 . . ?
N1 C33 C32 121.6(5) . . ?
N1 C33 C34 121.4(5) . . ?
C32 C33 C34 117.0(4) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 121.1(5) . . ?
C35 C34 H34 119.5 . . ?
C30 C35 H35 118.6 . . ?
C34 C35 C30 122.8(5) . . ?
C34 C35 H35 118.6 . . ?
N1 C36 H36A 109.5 . . ?
N1 C36 H36B 109.5 . . ?
N1 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N1 C37 H37A 109.5 . . ?
N1 C37 H37B 109.5 . . ?
N1 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C29 C38 C43 120.8(4) . . ?
C39 C38 C29 123.7(4) . . ?
C39 C38 C43 115.5(4) . . ?
C38 C39 H39 118.8 . . ?
C40 C39 C38 122.3(5) . . ?
C40 C39 H39 118.8 . . ?
C39 C40 H40 119.0 . . ?
C39 C40 C41 122.0(5) . . ?
C41 C40 H40 119.0 . . ?
N2 C41 C40 122.6(5) . . ?
N2 C41 C42 121.4(5) . . ?
C40 C41 C42 115.7(4) . . ?
C41 C42 H42 119.2 . . ?
C43 C42 C41 121.6(4) . . ?
C43 C42 H42 119.2 . . ?
C38 C43 H43 119.1 . . ?
C42 C43 C38 121.9(4) . . ?
C42 C43 H43 119.1 . . ?
N2 C44 H44A 109.5 . . ?
N2 C44 H44B 109.5 . . ?
N2 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N2 C45 H45A 109.5 . . ?
N2 C45 H45B 109.5 . . ?
N2 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C7 117.4(4) . . ?
C55 C46 C7 118.9(4) . . ?
C55 C46 C47 123.5(4) . . ?
C48 C47 C46 121.0(4) . . ?
C52 C47 C46 123.5(5) . . ?
C52 C47 C48 115.5(4) . . ?
C47 C48 H48 118.7 . . ?
C49 C48 C47 122.5(5) . . ?
C49 C48 H48 118.7 . . ?
C48 C49 H49 119.8 . . ?
C48 C49 C50 120.5(5) . . ?
C50 C49 H49 119.8 . . ?
N3 C50 C49 121.2(5) . . ?
N3 C50 C51 121.2(5) . . ?
C51 C50 C49 117.6(5) . . ?
C50 C51 H51 119.6 . . ?
C52 C51 C50 120.8(5) . . ?
C52 C51 H51 119.6 . . ?
C47 C52 H52 118.8 . . ?
C51 C52 C47 122.3(5) . . ?
C51 C52 H52 118.8 . . ?
N3 C53 H53A 109.5 . . ?
N3 C53 H53B 109.5 . . ?
N3 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
N3 C54 H54A 109.5 . . ?
N3 C54 H54B 109.5 . . ?
N3 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C46 C55 C56 124.7(5) . . ?
C46 C55 C60 120.5(4) . . ?
C56 C55 C60 114.6(4) . . ?
C55 C56 H56 118.3 . . ?
C57 C56 C55 123.5(5) . . ?
C57 C56 H56 118.3 . . ?
C56 C57 H57 119.1 . . ?
C56 C57 C58 121.9(4) . . ?
C58 C57 H57 119.1 . . ?
N4 C58 C57 122.8(5) . . ?
N4 C58 C59 120.6(5) . . ?
C57 C58 C59 116.4(4) . . ?
C58 C59 H59 119.7 . . ?
C60 C59 C58 120.6(5) . . ?
C60 C59 H59 119.7 . . ?
C55 C60 H60 118.5 . . ?
C59 C60 C55 122.9(5) . . ?
C59 C60 H60 118.5 . . ?
N4 C61 H61A 109.5 . . ?
N4 C61 H61B 109.5 . . ?
N4 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
N4 C62 H62A 109.5 . . ?
N4 C62 H62B 109.5 . . ?
N4 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C64 C63 H63 119.4 . . ?
C64 C63 C68 121.2(6) . . ?
C68 C63 H63 119.4 . . ?
C63 C64 H64 119.3 . . ?
C63 C64 C65 121.4(6) . . ?
C65 C64 H64 119.3 . . ?
C64 C65 H65 120.6 . . ?
C66 C65 C64 118.7(7) . . ?
C66 C65 H65 120.6 . . ?
C65 C66 H66 119.2 . . ?
C65 C66 C67 121.5(6) . . ?
C67 C66 H66 119.2 . . ?
C66 C67 H67 120.0 . . ?
C66 C67 C68 120.0(6) . . ?
C68 C67 H67 120.0 . . ?
C63 C68 C69 120.4(7) . . ?
C67 C68 C63 117.0(6) . . ?
C67 C68 C69 122.4(7) . . ?
C68 C69 H69A 109.5 . . ?
C68 C69 H69B 109.5 . . ?
C68 C69 H69C 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.772 -0.272 0.000 864.1 338.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
