# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_FRP-13
_database_code_depnum_ccdc_archive 'CCDC 2053589'
loop_
_audit_author_name
_audit_author_address
quhang
;Xiamen University
China
;
_audit_update_record             
;
2021-01-03 deposited with the CCDC.	2021-07-19 downloaded from the CCDC.
;
_audit_creation_date             2021-01-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            FRP-13
_chemical_name_systematic        .
_chemical_formula_moiety         '1(C216 H240 N24), 3(C7 H8)'
_chemical_formula_sum            'C237 H264 N24'
_chemical_formula_weight         3448.74
_chemical_melting_point          'Not measured'
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'
N N 0.0311 0.0180 '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      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c'
_space_group_name_Hall           '-R 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   27.801(2)
_cell_length_b                   27.801(2)
_cell_length_c                   100.433(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     67223(11)
_cell_formula_units_Z            11.99988
_cell_measurement_reflns_used    3666
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      45.6490
_cell_measurement_theta_min      3.1420
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.914
_exptl_absorpt_coefficient_mu    0.458
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   .
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.022
_exptl_crystal_density_meas      'Not measured'
_exptl_crystal_density_method    'Not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             22248
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   'Not measured'
_exptl_transmission_factor_min   'Not measured'
_diffrn_reflns_av_R_equivalents  0.1365
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       120
_diffrn_reflns_limit_l_min       -113
_diffrn_reflns_number            135827
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.582
_diffrn_reflns_theta_min         2.640
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00 -18.00   1.00   40.00    --  -90.25  61.00  30.00   50
  2  ω    -46.00 -13.00   1.00   40.00    --  -90.25  45.00  90.00   33
  3  ω    -41.00 -14.00   1.00   40.00    --  -90.25  45.00 150.00   27
  4  ω    -47.00 -18.00   1.00   40.00    --  -90.25  45.00 120.00   29
  5  ω    -65.00 -15.00   1.00   40.00    --  -90.25  61.00 120.00   50
  6  ω    -78.00 -50.00   1.00   40.00    --  -90.25  68.00 -43.00   28
  7  ω    -46.00 -19.00   1.00   40.00    --  -90.25  68.00 -43.00   27
  8  ω    -66.00  20.00   1.00   21.00    --  -43.10  68.00 -43.00   86
  9  ω    -82.00 -16.00   1.00   21.00    --  -43.10 -68.00-176.00   66
 10  ω   -116.00 -84.00   1.00   21.00    --  -43.10 -68.00-176.00   32
 11  ω   -110.00 -70.00   1.00   21.00    --  -43.10-125.00 -90.00   40
 12  ω   -106.00 -79.00   1.00   21.00    --  -43.10-125.00 -60.00   27
 13  ω   -138.00-113.00   1.00   40.00    --  -90.25 -68.00-176.00   25
 14  ω   -170.00 -70.00   1.00   40.00    --  -90.25 -30.00-120.00  100
 15  ω   -169.00 -62.00   1.00   40.00    --  -90.25 -30.00-150.00  107
 16  ω     19.00  82.00   1.00   40.00    --   93.75 -68.00-176.00   63
 17  ω     18.00  50.00   1.00   40.00    --   93.75 -45.00 -90.00   32
 18  ω     21.00  68.00   1.00   40.00    --   93.75 -61.00 -60.00   47
 19  ω     18.00  45.00   1.00   40.00    --   93.75 -45.00 -30.00   27
 20  ω     17.00  42.00   1.00   40.00    --   93.75 -45.00   0.00   25
 21  ω     17.00  42.00   1.00   40.00    --   93.75 -45.00  60.00   25
 22  ω    103.00 156.00   1.00   40.00    --   93.75  68.00 -43.00   53
 23  ω    139.00 169.00   1.00   40.00    --   93.75 125.00  30.00   30
 24  ω     92.00 128.00   1.00   40.00    --   93.75 125.00  30.00   36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0456999000
_diffrn_orient_matrix_UB_12      0.0160550000
_diffrn_orient_matrix_UB_13      -0.0004641000
_diffrn_orient_matrix_UB_21      -0.0329986000
_diffrn_orient_matrix_UB_22      -0.0471710000
_diffrn_orient_matrix_UB_23      -0.0100735000
_diffrn_orient_matrix_UB_31      -0.0303015000
_diffrn_orient_matrix_UB_32      -0.0400517000
_diffrn_orient_matrix_UB_33      0.0115539000
_diffrn_oxdiff_digest_frames     
;
0196f3863b4cdb50e69ff6ce0de275ecf200025d8fa
;
_diffrn_oxdiff_digest_hkl        
;
0159587b5a007ffc0ad72262b177f124844d87
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5853
_reflns_number_total             12999
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     62.30
_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       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     807
_refine_ls_number_reflns         12999
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1670
_refine_ls_R_factor_gt           0.1055
_refine_ls_restrained_S_all      1.102
_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)+(0.1900P)²+20.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3154
_refine_ls_wR_factor_ref         0.3751
_refine_special_details          
;
all nonhydrogen atoms were refined anisotropically. Hydrogen atoms were placed at calculated 
positions using the riding model and refined isotropically. The instructions AFIX 23 and AFIX 43 
were used for the hydrogen atoms on the secondary -CH2- and the aromatic C-H, respectively,
 with the parameter of Uiso = 1.2 Ueq. A satisfactory disorder model for the solvent molecules 
was not found, therefore the OLEX2 Solvent Mask routine (similar to PLATON/SQUEEZE) was 
used to mask out the disordered density. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C68(H68A,H68B), C69(H69A,H69B), C70(H70A,H70B), C59(H59A,H59B), C63(H63A,
 H63B), C48(H48A,H48B), C51(H51A,H51B), C60(H60A,H60B), C44(H44A,H44B),
 C43(H43A,H43B), C41(H41A,H41B), C64(H64A,H64B), C56(H56A,H56B), C46(H46A,H46B),
  C55(H55A,H55B), C57(H57A,H57B), C61(H61A,H61B), C65(H65A,H65B), C66(H66A,H66B)
2.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C16(H16), C12(H12), C27(H27), C18(H18), C20(H20), C11(H11), C9(H9),
 C72(H72), C25(H25), C26(H26), C29(H29), C13(H13), C19(H19), C33(H33), C77(H77),
  C79(H79), C76(H76), C30(H30), C74(H74), C73(H73)
2.c Idealised Me refined as rotating group:
 C71(H71A,H71B,H71C), C42(H42A,H42B,H42C), C45(H45A,H45B,H45C), C62(H62A,H62B,
 H62C), C58(H58A,H58B,H58C), C78(H78A,H78B,H78C), C47(H47A,H47B,H47C), C67(H67A,
 H67B,H67C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N3 N 0.37029(19) 0.87750(15) 0.51573(5) 0.1083(11) Uani 1 1 d . . . . .
N1 N 0.53626(19) 0.93766(17) 0.49009(5) 0.1162(12) Uani 1 1 d . . . . .
N6 N 0.70001(18) 0.87626(18) 0.49021(6) 0.1216(13) Uani 1 1 d . . . . .
N2 N 0.51632(18) 0.84700(17) 0.53244(5) 0.1101(12) Uani 1 1 d . . . . .
N4 N 0.3437(2) 0.98807(17) 0.47385(5) 0.1184(13) Uani 1 1 d . . . . .
N8 N 0.2184(2) 0.6179(2) 0.43454(5) 0.1288(14) Uani 1 1 d . . . . .
C8 C 0.3577(2) 0.8632(2) 0.52901(6) 0.1086(14) Uani 1 1 d . . . . .
N5 N 0.3692(2) 0.8016(2) 0.57544(5) 0.1317(15) Uani 1 1 d . . . . .
C3 C 0.5075(2) 0.9081(2) 0.50169(6) 0.1092(14) Uani 1 1 d . . . . .
C23 C 0.4164(2) 0.95240(19) 0.48562(5) 0.1073(14) Uani 1 1 d . . . . .
H23 H 0.383840 0.942750 0.490252 0.129 Uiso 1 1 calc R . . . .
N7 N 0.1663(2) 0.81542(19) 0.43335(5) 0.1341(15) Uani 1 1 d . . . . .
C14 C 0.5693(2) 0.8734(2) 0.51380(6) 0.1147(15) Uani 1 1 d . . . . .
C4 C 0.5244(2) 0.88507(19) 0.51202(6) 0.1098(15) Uani 1 1 d . . . . .
C1 C 0.4225(2) 0.88270(19) 0.51351(6) 0.1066(14) Uani 1 1 d . . . . .
C16 C 0.6123(2) 0.87739(19) 0.50562(6) 0.1165(16) Uani 1 1 d . . . . .
H16 H 0.617137 0.891617 0.497038 0.140 Uiso 1 1 calc R . . . .
C5 C 0.4915(2) 0.86663(18) 0.52372(6) 0.1044(14) Uani 1 1 d . . . . .
C12 C 0.3107(2) 0.8551(2) 0.53572(6) 0.1117(14) Uani 1 1 d . . . . .
H12 H 0.283155 0.858414 0.531279 0.134 Uiso 1 1 calc R . . . .
C2 C 0.4561(2) 0.9060(2) 0.50191(5) 0.1071(14) Uani 1 1 d . . . . .
C24 C 0.4296(3) 0.9838(2) 0.47410(6) 0.1153(15) Uani 1 1 d . . . . .
C15 C 0.5630(2) 0.8519(2) 0.52660(6) 0.1108(14) Uani 1 1 d . . . . .
C21 C 0.4532(2) 0.93557(19) 0.49011(5) 0.1069(14) Uani 1 1 d . . . . .
C68 C 0.3257(2) 0.8553(2) 0.50556(5) 0.1135(15) Uani 1 1 d . . . . .
H68A H 0.342759 0.861573 0.496825 0.136 Uiso 1 1 calc R . . . .
H68B H 0.306396 0.876214 0.506000 0.136 Uiso 1 1 calc R . . . .
C27 C 0.3896(3) 1.0016(2) 0.46903(6) 0.1187(15) Uani 1 1 d . . . . .
H27 H 0.400570 1.024873 0.461635 0.142 Uiso 1 1 calc R . . . .
C54 C 0.2743(2) 0.6355(2) 0.43542(5) 0.1135(15) Uani 1 1 d . . . . .
C34 C 0.3048(2) 0.6065(2) 0.43589(5) 0.1130(15) Uani 1 1 d . . . . .
C22 C 0.5026(2) 0.9533(2) 0.48354(6) 0.1109(15) Uani 1 1 d . . . . .
C17 C 0.6476(3) 0.8594(2) 0.51070(7) 0.1206(16) Uani 1 1 d . . . . .
C18 C 0.6421(2) 0.8410(2) 0.52350(7) 0.1166(16) Uani 1 1 d . . . . .
H18 H 0.667745 0.832000 0.526891 0.140 Uiso 1 1 calc R . . . .
C69 C 0.28392(19) 0.79478(18) 0.50689(6) 0.1075(14) Uani 1 1 d . . . . .
H69A H 0.257388 0.783708 0.499648 0.129 Uiso 1 1 calc R . . . .
H69B H 0.263770 0.788685 0.515184 0.129 Uiso 1 1 calc R . . . .
C20 C 0.6921(2) 0.8635(2) 0.50247(8) 0.1218(17) Uani 1 1 d . . . . .
H20 H 0.717672 0.856050 0.506580 0.146 Uiso 1 1 calc R . . . .
C70 C 0.3112(2) 0.7588(2) 0.50669(6) 0.1158(15) Uani 1 1 d . . . . .
H70A H 0.336887 0.768934 0.514080 0.139 Uiso 1 1 calc R . . . .
H70B H 0.332008 0.765329 0.498493 0.139 Uiso 1 1 calc R . . . .
C6 C 0.4414(2) 0.8678(2) 0.52486(5) 0.1106(14) Uani 1 1 d . . . . .
C7 C 0.3996(2) 0.85562(19) 0.53508(6) 0.1088(14) Uani 1 1 d . . . . .
C11 C 0.3055(2) 0.8424(2) 0.54888(6) 0.1143(15) Uani 1 1 d . . . . .
H11 H 0.275131 0.838927 0.553577 0.137 Uiso 1 1 calc R . . . .
C9 C 0.3927(2) 0.84246(19) 0.54847(6) 0.1099(14) Uani 1 1 d . . . . .
H9 H 0.419944 0.838812 0.552953 0.132 Uiso 1 1 calc R . . . .
C39 C 0.1602(2) 0.8934(2) 0.47263(7) 0.1210(16) Uani 1 1 d . . . . .
C10 C 0.3456(3) 0.8344(2) 0.55550(6) 0.1200(16) Uani 1 1 d . . . . .
C38 C 0.1473(3) 0.8709(3) 0.45984(8) 0.1253(17) Uani 1 1 d . . . . .
C40 C 0.2132(3) 0.9387(2) 0.47490(7) 0.1314(18) Uani 1 1 d . . . . .
C36 C 0.2386(3) 0.9378(3) 0.45168(7) 0.1302(19) Uani 1 1 d . . . . .
C72 C 0.2531(3) 0.8257(3) 0.47234(6) 0.1326(18) Uani 1 1 d . . . . .
H72 H 0.254216 0.859714 0.472457 0.159 Uiso 1 1 calc R . . . .
C25 C 0.4795(3) 1.0006(2) 0.46752(6) 0.1164(15) Uani 1 1 d . . . . .
H25 H 0.487673 1.022663 0.459954 0.140 Uiso 1 1 calc R . . . .
C26 C 0.5170(3) 0.9858(2) 0.47186(6) 0.1222(16) Uani 1 1 d . . . . .
H26 H 0.550113 0.996450 0.467354 0.147 Uiso 1 1 calc R . . . .
C31 C 0.2081(3) 0.6606(3) 0.43447(6) 0.1258(17) Uani 1 1 d . . . . .
C32 C 0.2594(3) 0.7113(3) 0.43596(5) 0.1224(16) Uani 1 1 d . . . . .
C49 C 0.3433(4) 0.7215(3) 0.58920(5) 0.1334(19) Uani 1 1 d . . . . .
C35 C 0.2530(3) 0.9606(2) 0.46451(8) 0.1242(17) Uani 1 1 d . . . . .
C37 C 0.1829(3) 0.8918(3) 0.44940(7) 0.1220(17) Uani 1 1 d . . . . .
C29 C 0.1567(3) 0.7059(3) 0.43453(6) 0.1362(19) Uani 1 1 d . . . . .
H29 H 0.122975 0.705105 0.433655 0.163 Uiso 1 1 calc R . . . .
C28 C 0.2054(3) 0.7568(2) 0.43688(5) 0.1200(16) Uani 1 1 d . . . . .
C13 C 0.3370(3) 0.8154(2) 0.56944(6) 0.1259(17) Uani 1 1 d . . . . .
H13 H 0.307143 0.813371 0.574102 0.151 Uiso 1 1 calc R . . . .
C19 C 0.5990(2) 0.8353(2) 0.53154(6) 0.1163(15) Uani 1 1 d . . . . .
H19 H 0.594326 0.820652 0.540080 0.140 Uiso 1 1 calc R . . . .
C33 C 0.2546(3) 0.7575(3) 0.43786(5) 0.1256(17) Uani 1 1 d . . . . .
H33 H 0.286408 0.790828 0.439920 0.151 Uiso 1 1 calc R . . . .
C59 C 0.5962(2) 0.9689(2) 0.48815(6) 0.1207(16) Uani 1 1 d . . . . .
H59A H 0.613993 0.962947 0.495782 0.145 Uiso 1 1 calc R . . . .
H59B H 0.608147 1.008185 0.487818 0.145 Uiso 1 1 calc R . . . .
C63 C 0.7494(2) 0.8797(2) 0.48403(7) 0.1307(18) Uani 1 1 d . . . . .
H63A H 0.769620 0.871118 0.490596 0.157 Uiso 1 1 calc R . . . .
H63B H 0.773678 0.917176 0.480848 0.157 Uiso 1 1 calc R . . . .
C77 C 0.3025(3) 0.8253(3) 0.47136(5) 0.1284(18) Uani 1 1 d . . . . .
H77 H 0.336686 0.857906 0.471064 0.154 Uiso 1 1 calc R . . . .
C75 C 0.2442(3) 0.7230(2) 0.47172(6) 0.1296(18) Uani 1 1 d . . . . .
C48 C 0.3114(2) 1.0089(2) 0.46736(7) 0.1256(17) Uani 1 1 d . . . . .
H48A H 0.329177 1.027176 0.459087 0.151 Uiso 1 1 calc R . . . .
H48B H 0.309106 1.035935 0.473044 0.151 Uiso 1 1 calc R . . . .
C50 C 0.2890(3) 0.6766(3) 0.58936(5) 0.1237(16) Uani 1 1 d . . . . .
C79 C 0.2029(3) 0.8070(3) 0.43854(6) 0.1290(18) Uani 1 1 d . . . . .
H79 H 0.230010 0.835055 0.443778 0.155 Uiso 1 1 calc R . . . .
C76 C 0.2980(3) 0.7707(3) 0.47082(6) 0.134(2) Uani 1 1 d . . . . .
H76 H 0.329382 0.767193 0.469902 0.161 Uiso 1 1 calc R . . . .
C30 C 0.1581(3) 0.6580(3) 0.43351(7) 0.1360(19) Uani 1 1 d . . . . .
H30 H 0.125725 0.624211 0.432191 0.163 Uiso 1 1 calc R . . . .
C51 C 0.3546(3) 0.7812(3) 0.58886(6) 0.140(2) Uani 1 1 d . . . . .
H51A H 0.321759 0.782288 0.591659 0.168 Uiso 1 1 calc R . . . .
H51B H 0.384744 0.804167 0.594881 0.168 Uiso 1 1 calc R . . . .
C60 C 0.6160(3) 0.9532(2) 0.47545(6) 0.1356(19) Uani 1 1 d . . . . .
H60A H 0.623282 0.923372 0.477553 0.163 Uiso 1 1 calc R . . . .
H60B H 0.586276 0.939154 0.468941 0.163 Uiso 1 1 calc R . . . .
C44 C 0.0904(3) 0.8215(3) 0.45755(7) 0.143(2) Uani 1 1 d . . . . .
H44A H 0.079575 0.798420 0.465473 0.172 Uiso 1 1 calc R . . . .
H44B H 0.092793 0.799712 0.450302 0.172 Uiso 1 1 calc R . . . .
C71 C 0.2664(2) 0.6959(2) 0.50772(8) 0.150(2) Uani 1 1 d . . . . .
H71A H 0.236821 0.687658 0.501565 0.225 Uiso 1 1 calc GR . . . .
H71B H 0.251797 0.687749 0.516617 0.225 Uiso 1 1 calc GR . . . .
H71C H 0.282981 0.673773 0.505627 0.225 Uiso 1 1 calc GR . . . .
C43 C 0.1671(3) 0.8675(3) 0.43578(7) 0.1363(19) Uani 1 1 d . . . . .
H43A H 0.130379 0.861735 0.433816 0.164 Uiso 1 1 calc R . . . .
H43B H 0.192644 0.894813 0.429483 0.164 Uiso 1 1 calc R . . . .
C41 C 0.2786(3) 0.9601(2) 0.44040(6) 0.1300(18) Uani 1 1 d . . . . .
H41A H 0.270011 0.930303 0.434131 0.156 Uiso 1 1 calc R . . . .
H41B H 0.315799 0.973021 0.443772 0.156 Uiso 1 1 calc R . . . .
C74 C 0.2021(3) 0.7329(4) 0.47270(7) 0.151(2) Uani 1 1 d . . . . .
H74 H 0.166601 0.701979 0.473139 0.182 Uiso 1 1 calc R . . . .
C52 C 0.2399(3) 0.6855(3) 0.58914(7) 0.135(2) Uani 1 1 d . . . . .
H52A H 0.212(3) 0.657(3) 0.5841(7) 0.162 Uiso 1 1 d R . . . .
H52B H 0.247(3) 0.716(3) 0.5853(7) 0.162 Uiso 1 1 d R . . . .
C64 C 0.4949(3) 0.8166(3) 0.54500(7) 0.158(3) Uani 1 1 d . . . . .
H64A H 0.508336 0.790858 0.546378 0.189 Uiso 1 1 calc R . . . .
H64B H 0.454606 0.796011 0.544944 0.189 Uiso 1 1 calc R . . . .
C73 C 0.2053(3) 0.7807(4) 0.47311(7) 0.150(2) Uani 1 1 d . . . . .
H73 H 0.173174 0.782875 0.473956 0.180 Uiso 1 1 calc R . . . .
C56 C 0.1365(4) 0.5308(3) 0.44162(9) 0.160(2) Uani 1 1 d . . . . .
H56A H 0.117587 0.550268 0.444552 0.192 Uiso 1 1 calc R . . . .
H56B H 0.159753 0.531737 0.448925 0.192 Uiso 1 1 calc R . . . .
C46 C 0.2300(3) 0.9635(3) 0.48860(9) 0.170(3) Uani 1 1 d . . . . .
H46A H 0.269998 0.981209 0.489586 0.204 Uiso 1 1 calc R . . . .
H46B H 0.212853 0.934563 0.495278 0.204 Uiso 1 1 calc R . . . .
C55 C 0.1739(3) 0.5629(4) 0.43024(8) 0.160(2) Uani 1 1 d . . . . .
H55A H 0.190186 0.542192 0.426506 0.191 Uiso 1 1 calc R . . . .
H55B H 0.152089 0.567474 0.423330 0.191 Uiso 1 1 calc R . . . .
C42 C 0.2775(3) 1.0083(3) 0.43303(8) 0.175(3) Uani 1 1 d . . . . .
H42A H 0.300523 1.018033 0.425246 0.263 Uiso 1 1 calc GR . . . .
H42B H 0.291093 1.039924 0.438821 0.263 Uiso 1 1 calc GR . . . .
H42C H 0.240022 0.996935 0.430430 0.263 Uiso 1 1 calc GR . . . .
C57 C 0.0929(3) 0.4708(3) 0.43923(7) 0.142(2) Uani 1 1 d . . . . .
H57A H 0.112122 0.450886 0.436913 0.171 Uiso 1 1 calc R . . . .
H57B H 0.074101 0.455662 0.447624 0.171 Uiso 1 1 calc R . . . .
C53 C 0.2227(4) 0.6917(5) 0.60324(9) 0.170(3) Uani 1 1 d . . . . .
H53A H 0.194(5) 0.702(5) 0.6023(11) 0.256 Uiso 1 1 d R . . . .
H53B H 0.258(5) 0.730(5) 0.6088(10) 0.256 Uiso 1 1 d R . . . .
H53C H 0.219(6) 0.671(6) 0.6086(13) 0.256 Uiso 1 1 d R . . . .
C61 C 0.6668(4) 0.9997(3) 0.46936(9) 0.173(3) Uani 1 1 d . . . . .
H61A H 0.658993 1.028933 0.466965 0.207 Uiso 1 1 calc R . . . .
H61B H 0.674927 0.986460 0.461203 0.207 Uiso 1 1 calc R . . . .
C45 C 0.0451(3) 0.8344(4) 0.45433(9) 0.197(4) Uani 1 1 d . . . . .
H45A H 0.053364 0.854207 0.446039 0.296 Uiso 1 1 calc GR . . . .
H45B H 0.042841 0.856920 0.461284 0.296 Uiso 1 1 calc GR . . . .
H45C H 0.010227 0.800447 0.453609 0.296 Uiso 1 1 calc GR . . . .
C65 C 0.5195(4) 0.8671(4) 0.55742(7) 0.173(3) Uani 1 1 d . . . . .
H65A H 0.514364 0.897283 0.554300 0.207 Uiso 1 1 calc R . . . .
H65B H 0.495491 0.851076 0.565103 0.207 Uiso 1 1 calc R . . . .
C62 C 0.7174(4) 1.0241(3) 0.47803(11) 0.206(4) Uani 1 1 d . . . . .
H62A H 0.745462 1.058524 0.474261 0.308 Uiso 1 1 calc GR . . . .
H62B H 0.731214 0.998666 0.478607 0.308 Uiso 1 1 calc GR . . . .
H62C H 0.707957 1.030680 0.486770 0.308 Uiso 1 1 calc GR . . . .
C58 C 0.0508(3) 0.4580(5) 0.42924(10) 0.202(4) Uani 1 1 d . . . . .
H58A H 0.067823 0.467773 0.420602 0.304 Uiso 1 1 calc GR . . . .
H58B H 0.032308 0.478642 0.431012 0.304 Uiso 1 1 calc GR . . . .
H58C H 0.024228 0.418931 0.429455 0.304 Uiso 1 1 calc GR . . . .
C78 C 0.2421(5) 0.6666(3) 0.47131(9) 0.208(4) Uani 1 1 d . . . . .
H78A H 0.258705 0.663664 0.463191 0.311 Uiso 1 1 calc GR . . . .
H78B H 0.204186 0.637098 0.471723 0.311 Uiso 1 1 calc GR . . . .
H78C H 0.262222 0.663826 0.478771 0.311 Uiso 1 1 calc GR . . . .
C47 C 0.2110(4) 1.0074(4) 0.49062(13) 0.244(6) Uani 1 1 d . . . . .
H47A H 0.228525 1.036268 0.484075 0.366 Uiso 1 1 calc GR . . . .
H47B H 0.221349 1.023236 0.499367 0.366 Uiso 1 1 calc GR . . . .
H47C H 0.171371 0.989675 0.489647 0.366 Uiso 1 1 calc GR . . . .
C67 C 0.5890(4) 0.8454(4) 0.56980(10) 0.213(4) Uani 1 1 d . . . . .
H67A H 0.578349 0.814353 0.563945 0.319 Uiso 1 1 calc GR . . . .
H67B H 0.566948 0.833030 0.577752 0.319 Uiso 1 1 calc GR . . . .
H67C H 0.627568 0.861292 0.572083 0.319 Uiso 1 1 calc GR . . . .
C66 C 0.5791(4) 0.8926(4) 0.56228(12) 0.219(4) Uani 1 1 d . . . . .
H66A H 0.587237 0.922636 0.568416 0.263 Uiso 1 1 calc R . . . .
H66B H 0.604291 0.907891 0.554768 0.263 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
N3 C8 1.386(6) . ?
N3 C1 1.403(6) . ?
N3 C68 1.482(7) . ?
N1 C3 1.419(6) . ?
N1 C22 1.380(7) . ?
N1 C59 1.457(7) . ?
N6 C20 1.269(7) . ?
N6 C63 1.467(7) . ?
N2 C5 1.386(7) . ?
N2 C15 1.369(7) . ?
N2 C64 1.468(8) . ?
N4 C27 1.234(7) . ?
N4 C48 1.446(7) . ?
N8 C54 1.378(7) . ?
N8 C31 1.353(7) . ?
N8 C55 1.471(9) . ?
C8 C12 1.384(7) . ?
C8 C7 1.422(7) . ?
N5 C13 1.287(7) . ?
N5 C51 1.440(7) . ?
C3 C4 1.416(8) . ?
C3 C2 1.400(7) . ?
C23 C24 1.384(7) . ?
C23 C21 1.395(7) . ?
N7 C79 1.266(7) . ?
N7 C43 1.458(8) . ?
C14 C4 1.450(8) . ?
C14 C16 1.409(8) . ?
C14 C15 1.392(7) . ?
C4 C5 1.418(7) . ?
C1 C2 1.430(7) . ?
C1 C6 1.401(7) . ?
C16 C17 1.400(8) . ?
C5 C6 1.413(8) . ?
C12 C11 1.357(7) . ?
C2 C21 1.468(7) . ?
C24 C27 1.514(8) . ?
C24 C25 1.389(7) . ?
C15 C19 1.385(7) . ?
C21 C22 1.374(7) . ?
C68 C69 1.498(7) . ?
C54 C34 1.433(8) . ?
C54 C34 1.440(7) 3_565 ?
C34 C32 1.454(8) 2_665 ?
C22 C26 1.411(8) . ?
C17 C18 1.364(8) . ?
C17 C20 1.446(9) . ?
C18 C19 1.387(7) . ?
C69 C70 1.528(7) . ?
C70 C71 1.561(7) . ?
C6 C7 1.457(8) . ?
C7 C9 1.382(7) . ?
C11 C10 1.406(8) . ?
C9 C10 1.404(8) . ?
C39 C38 1.395(8) . ?
C39 C40 1.396(9) . ?
C39 C63 1.498(8) 2_665 ?
C10 C13 1.473(8) . ?
C38 C37 1.357(8) . ?
C38 C44 1.507(9) . ?
C40 C35 1.418(9) . ?
C40 C46 1.506(10) . ?
C36 C35 1.403(9) . ?
C36 C37 1.451(9) . ?
C36 C41 1.488(8) . ?
C72 C77 1.384(9) . ?
C72 C73 1.293(9) . ?
C25 C26 1.373(8) . ?
C31 C32 1.425(8) . ?
C31 C30 1.358(8) . ?
C32 C33 1.367(8) . ?
C49 C50 1.397(8) . ?
C49 C50 1.399(8) 3_565 ?
C49 C51 1.528(9) . ?
C35 C48 1.529(8) . ?
C37 C43 1.491(9) . ?
C29 C28 1.404(8) . ?
C29 C30 1.357(8) . ?
C28 C33 1.363(8) . ?
C28 C79 1.441(8) . ?
C59 C60 1.537(8) . ?
C77 C76 1.460(9) . ?
C75 C76 1.421(9) . ?
C75 C74 1.333(10) . ?
C75 C78 1.542(10) . ?
C50 C52 1.506(9) . ?
C60 C61 1.488(9) . ?
C44 C45 1.508(9) . ?
C41 C42 1.547(8) . ?
C74 C73 1.286(10) . ?
C52 C53 1.531(11) . ?
C64 C65 1.741(11) . ?
C56 C55 1.502(10) . ?
C56 C57 1.512(10) . ?
C46 C47 1.568(12) . ?
C57 C58 1.446(10) . ?
C61 C62 1.498(13) . ?
C65 C66 1.522(12) . ?
C67 C66 1.653(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N3 C1 106.4(4) . . ?
C8 N3 C68 120.4(5) . . ?
C1 N3 C68 122.7(4) . . ?
C3 N1 C59 126.9(5) . . ?
C22 N1 C3 107.4(5) . . ?
C22 N1 C59 120.2(5) . . ?
C20 N6 C63 117.0(5) . . ?
C5 N2 C64 129.1(5) . . ?
C15 N2 C5 109.0(5) . . ?
C15 N2 C64 121.2(5) . . ?
C27 N4 C48 117.1(5) . . ?
C54 N8 C55 126.9(5) . . ?
C31 N8 C54 112.7(5) . . ?
C31 N8 C55 118.2(5) . . ?
N3 C8 C7 110.3(5) . . ?
C12 C8 N3 126.7(5) . . ?
C12 C8 C7 123.0(5) . . ?
C13 N5 C51 117.1(5) . . ?
C4 C3 N1 130.2(5) . . ?
C2 C3 N1 107.7(5) . . ?
C2 C3 C4 122.0(5) . . ?
C24 C23 C21 118.3(5) . . ?
C79 N7 C43 120.1(5) . . ?
C16 C14 C4 134.7(6) . . ?
C15 C14 C4 105.9(5) . . ?
C15 C14 C16 119.4(6) . . ?
C3 C4 C14 135.1(5) . . ?
C3 C4 C5 118.1(5) . . ?
C5 C4 C14 106.8(5) . . ?
N3 C1 C2 125.8(5) . . ?
C6 C1 N3 111.2(5) . . ?
C6 C1 C2 122.6(5) . . ?
C17 C16 C14 118.6(6) . . ?
N2 C5 C4 107.9(5) . . ?
N2 C5 C6 130.5(5) . . ?
C6 C5 C4 121.5(5) . . ?
C11 C12 C8 119.0(5) . . ?
C3 C2 C1 117.0(5) . . ?
C3 C2 C21 107.8(5) . . ?
C1 C2 C21 134.8(5) . . ?
C23 C24 C27 118.8(5) . . ?
C23 C24 C25 121.0(6) . . ?
C25 C24 C27 120.2(5) . . ?
N2 C15 C14 110.2(5) . . ?
N2 C15 C19 128.4(6) . . ?
C19 C15 C14 121.3(5) . . ?
C23 C21 C2 134.8(5) . . ?
C22 C21 C23 119.6(5) . . ?
C22 C21 C2 105.2(5) . . ?
N3 C68 C69 115.1(4) . . ?
N4 C27 C24 125.7(5) . . ?
N8 C54 C34 105.3(5) . 3_565 ?
N8 C54 C34 133.1(5) . . ?
C34 C54 C34 121.7(6) . 3_565 ?
C54 C34 C54 118.1(6) . 2_665 ?
C54 C34 C32 133.5(6) . 2_665 ?
C54 C34 C32 108.2(5) 2_665 2_665 ?
N1 C22 C26 125.2(5) . . ?
C21 C22 N1 111.9(5) . . ?
C21 C22 C26 122.8(6) . . ?
C16 C17 C20 119.3(6) . . ?
C18 C17 C16 120.7(6) . . ?
C18 C17 C20 119.8(6) . . ?
C17 C18 C19 121.3(6) . . ?
C68 C69 C70 112.0(4) . . ?
N6 C20 C17 126.7(6) . . ?
C69 C70 C71 110.7(4) . . ?
C1 C6 C5 117.4(5) . . ?
C1 C6 C7 105.6(5) . . ?
C5 C6 C7 137.0(5) . . ?
C8 C7 C6 106.3(5) . . ?
C9 C7 C8 116.1(5) . . ?
C9 C7 C6 137.5(6) . . ?
C12 C11 C10 120.8(5) . . ?
C7 C9 C10 121.9(5) . . ?
C38 C39 C40 118.2(6) . . ?
C38 C39 C63 122.6(6) . 2_665 ?
C40 C39 C63 119.2(7) . 2_665 ?
C11 C10 C13 120.5(6) . . ?
C9 C10 C11 119.1(5) . . ?
C9 C10 C13 120.3(6) . . ?
C39 C38 C44 117.8(6) . . ?
C37 C38 C39 123.4(7) . . ?
C37 C38 C44 118.7(7) . . ?
C39 C40 C35 120.8(6) . . ?
C39 C40 C46 120.5(6) . . ?
C35 C40 C46 118.6(6) . . ?
C35 C36 C37 118.8(6) . . ?
C35 C36 C41 121.7(7) . . ?
C37 C36 C41 119.5(7) . . ?
C73 C72 C77 122.6(7) . . ?
C26 C25 C24 122.0(6) . . ?
C25 C26 C22 116.1(6) . . ?
N8 C31 C32 108.7(5) . . ?
N8 C31 C30 127.8(6) . . ?
C30 C31 C32 123.5(6) . . ?
C31 C32 C34 104.9(5) . 3_565 ?
C33 C32 C34 139.8(6) . 3_565 ?
C33 C32 C31 115.1(6) . . ?
C50 C49 C50 118.9(7) . 3_565 ?
C50 C49 C51 121.0(8) . . ?
C50 C49 C51 120.1(8) 3_565 . ?
C40 C35 C48 119.8(6) . . ?
C36 C35 C40 119.7(6) . . ?
C36 C35 C48 120.4(6) . . ?
C38 C37 C36 118.9(7) . . ?
C38 C37 C43 121.9(6) . . ?
C36 C37 C43 119.1(6) . . ?
C30 C29 C28 121.0(6) . . ?
C29 C28 C79 120.4(6) . . ?
C33 C28 C29 118.8(6) . . ?
C33 C28 C79 120.8(6) . . ?
N5 C13 C10 122.8(6) . . ?
C15 C19 C18 118.6(6) . . ?
C28 C33 C32 123.0(6) . . ?
N1 C59 C60 114.0(5) . . ?
N6 C63 C39 110.6(5) . 3_565 ?
C72 C77 C76 116.2(5) . . ?
C76 C75 C78 115.7(7) . . ?
C74 C75 C76 115.8(6) . . ?
C74 C75 C78 128.5(8) . . ?
N4 C48 C35 109.3(4) . . ?
C49 C50 C49 121.1(7) . 2_665 ?
C49 C50 C52 117.8(8) 2_665 . ?
C49 C50 C52 121.1(8) . . ?
N7 C79 C28 124.3(6) . . ?
C75 C76 C77 118.1(5) . . ?
C29 C30 C31 118.2(6) . . ?
N5 C51 C49 108.2(5) . . ?
C61 C60 C59 114.4(5) . . ?
C38 C44 C45 115.9(6) . . ?
N7 C43 C37 117.2(5) . . ?
C36 C41 C42 112.9(5) . . ?
C73 C74 C75 126.8(7) . . ?
C50 C52 C53 111.3(6) . . ?
N2 C64 C65 105.6(6) . . ?
C74 C73 C72 120.4(7) . . ?
C55 C56 C57 118.1(7) . . ?
C40 C46 C47 109.1(8) . . ?
N8 C55 C56 111.6(6) . . ?
C58 C57 C56 119.1(7) . . ?
C60 C61 C62 115.0(8) . . ?
C66 C65 C64 120.1(7) . . ?
C65 C66 C67 110.6(8) . . ?

_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 -0.691 -0.722 -0.373 14255.9 3265.5 ?
2 0.000 0.000 0.121 124.3 24.2 ?
3 0.000 0.000 0.379 124.3 24.4 ?
4 0.000 0.000 0.621 124.3 24.2 ?
5 0.000 0.000 0.879 124.3 24.3 ?
6 0.333 0.667 0.288 124.3 24.2 ?
7 0.333 0.667 0.788 124.3 24.2 ?
8 0.333 0.667 0.546 124.3 24.3 ?
9 0.333 0.667 0.046 124.3 24.4 ?
10 0.667 0.333 0.954 124.3 24.2 ?
11 0.667 0.333 0.454 124.3 24.2 ?
12 0.667 0.333 0.212 124.3 24.3 ?
13 0.667 0.333 0.712 124.3 24.4 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.908
_oxdiff_exptl_absorpt_empirical_full_min 0.435
