# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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. 
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data_CC3-S_CC4-S_CC13-S_Ternary_Cocrystal_100K
_database_code_depnum_ccdc_archive 'CCDC 1546305'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2017-05-15 downloaded from the CCDC.
;
_audit_creation_date             2016-02-24
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'0.75(C72 H84 N12), 0.75(C66 H72 N12), 0.50(C60 H72 N12), 11.92(H2O)'
_chemical_formula_sum            'C133.50 H176.84 N24 O11.92'
_chemical_formula_weight         2308.50
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 '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 0.0080 0.0040 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0130 0.0070 '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      cubic
_space_group_IT_number           196
_space_group_name_H-M_alt        'F 2 3'
_space_group_name_Hall           'F 2 2 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'z, x, y'
'z, -x, -y'
'-z, -x, y'
'-z, x, -y'
'y, z, x'
'-y, z, -x'
'y, -z, -x'
'-y, -z, x'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'z, -x+1/2, -y+1/2'
'-z, -x+1/2, y+1/2'
'-z, x+1/2, -y+1/2'
'y, z+1/2, x+1/2'
'-y, z+1/2, -x+1/2'
'y, -z+1/2, -x+1/2'
'-y, -z+1/2, x+1/2'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+1/2, y, -z+1/2'
'x+1/2, -y, -z+1/2'
'z+1/2, x, y+1/2'
'z+1/2, -x, -y+1/2'
'-z+1/2, -x, y+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, z, x+1/2'
'-y+1/2, z, -x+1/2'
'y+1/2, -z, -x+1/2'
'-y+1/2, -z, x+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'z+1/2, x+1/2, y'
'z+1/2, -x+1/2, -y'
'-z+1/2, -x+1/2, y'
'-z+1/2, x+1/2, -y'
'y+1/2, z+1/2, x'
'-y+1/2, z+1/2, -x'
'y+1/2, -z+1/2, -x'
'-y+1/2, -z+1/2, x'

_cell_length_a                   24.1722(10)
_cell_length_b                   24.1722(10)
_cell_length_c                   24.1722(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14123.7(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.259
_cell_measurement_theta_min      2.599
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_correction_T_min  0.8908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1188 before and 0.0640 after correction.
The Ratio of minimum to maximum transmission is 0.9179.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             4965
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            32931
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        27.950
_diffrn_reflns_theta_max         28.180
_diffrn_reflns_theta_min         2.598
_diffrn_ambient_temperature      100
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Bruker D8 with PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.7749
_diffrn_source                   'Advanced Light Source, station 11.3.1'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2031
_reflns_number_total             2259
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction        ?
_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         0.547
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 
;
 Flack x determined using 893 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.259
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2259
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.0941
_refine_ls_restrained_S_all      2.261
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2252
_refine_ls_wR_factor_ref         0.2475
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.517(10) 0.483(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
3. Shared sites
{C18A, C18B}
{C12A, C12B}
4. Restrained distances
 C6-C5 = C7-C5
 1.54 with sigma of 0.01
 C9-C8
 1.39 with sigma of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(C13B) \\sim Ueq, Uanis(C12) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uiso(C18A) = Uiso(C18B)
Uanis(C12A) = Uanis(C12B)
6. Rigid body (RIGU) restrains
 C18B, N3, C18A, C17, C16, C15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Fixed Sof: N2(0.5) C9(0.5) C10(0.5) H10(0.5) C8(0.5) H8(0.5) C11(0.5)
 H11(0.5) C12A(0.25) H12A(0.25) H12B(0.25) H5BC(0.5) H5BD(0.5) H5AA(0.5)
 H5AB(0.5) C7(0.25) H7A(0.5) H7B(0.5) N3(0.5) C16(0.5) C15(0.5) H15(0.5)
 C17(0.5) H17(0.5) C18A(0.25) C6(0.5) H6A(0.5) H6B(0.5) O6(0.11111) C19(0.25)
 C20(0.25) O5(0.11111) C13B(0.25) C18B(0.25) C12B(0.25) C12(0.125) O4(0.25)
 O1(0.02083) O3(0.33333) O2(0.08333) O12(0.08333)
 Fixed X: O3(0.35988)
 Fixed Y: O3(0.61608)
 Fixed Z: O3(0.8721)
8.a Ternary CH refined with riding coordinates:
 C11(H11)
8.b Secondary CH2 refined with riding coordinates:
 C12A(H12A,H12B), C5(H5BC,H5BD), C5(H5AA,H5AB), C7(H7A,H7B), C6(H6A,H6B)
8.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C1(H1), C8(H8), C15(H15), C17(H17)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
N1 N 0.7300(2) 0.5382(3) 0.5475(2) 0.0608(13) Uani 1 1 d . . . . .
C4 C 0.7763(3) 0.5292(3) 0.5106(3) 0.0586(15) Uani 1 1 d . . . . .
H4 H 0.771(3) 0.552(3) 0.473(3) 0.070 Uiso 1 1 d R . . . .
N2 N 0.7983(4) 0.7111(5) 0.4817(4) 0.051(2) Uani 0.5 1 d . . . . 1
C9 C 0.8187(5) 0.6628(5) 0.3968(5) 0.057(3) Uani 0.5 1 d D . . . 1
C3 C 0.6943(3) 0.5743(3) 0.5335(3) 0.0606(16) Uani 1 1 d . . . . .
H3 H 0.6994 0.5939 0.4999 0.073 Uiso 1 1 calc R . . . .
C10 C 0.7831(5) 0.6777(5) 0.4446(5) 0.054(3) Uani 0.5 1 d . . . . 1
H10 H 0.7475 0.6614 0.4474 0.065 Uiso 0.5 1 calc R . . . 1
C1 C 0.6325(3) 0.5546(3) 0.6130(3) 0.0597(16) Uani 1 1 d . . . . .
H1 H 0.6548 0.5235 0.6221 0.072 Uiso 1 1 calc R . . . .
C8 C 0.8047(5) 0.6175(4) 0.3649(5) 0.054(3) Uani 0.5 1 d D . . . 1
H8 H 0.7731 0.5960 0.3741 0.064 Uiso 0.5 1 calc R . . . 1
C2 C 0.6456(3) 0.5866(3) 0.5675(3) 0.0581(15) Uani 1 1 d . . . . .
C11 C 0.7598(5) 0.7198(5) 0.5279(5) 0.054(3) Uani 0.5 1 d . . . . 1
H11 H 0.7274 0.6943 0.5244 0.065 Uiso 0.5 1 calc R . . . 1
C12A C 0.7888(11) 0.7100(9) 0.5818(6) 0.092(5) Uani 0.25 1 d . . . . 1
H12A H 0.7981 0.6701 0.5827 0.111 Uiso 0.25 1 calc R . . . 1
H12B H 0.8244 0.7301 0.5795 0.111 Uiso 0.25 1 calc R . . . 1
C5 C 0.8327(3) 0.5353(4) 0.5406(4) 0.081(2) Uani 1 1 d D . . . .
H5BC H 0.8336 0.5715 0.5596 0.098 Uiso 0.5 1 calc R . . A 2
H5BD H 0.8355 0.5062 0.5693 0.098 Uiso 0.5 1 calc R . . A 2
H5AA H 0.8317 0.5192 0.5783 0.098 Uiso 0.5 1 calc R . . B 1
H5AB H 0.8447 0.5744 0.5426 0.098 Uiso 0.5 1 calc R . . B 1
C7 C 0.8709(8) 0.5000 0.5000 0.077(6) Uani 0.5 2 d DS TU P . 1
H7A H 0.8949 0.5251 0.4782 0.093 Uiso 0.5 1 calc R . . . 1
H7B H 0.8949 0.4749 0.5218 0.093 Uiso 0.5 1 calc R . . . 1
N3 N 0.7040(6) 0.4792(5) 0.7110(6) 0.081(3) Uani 0.5 1 d . U . . 2
C16 C 0.6838(6) 0.3956(6) 0.6620(6) 0.075(3) Uani 0.5 1 d . U . . 2
C15 C 0.6379(6) 0.3819(6) 0.6952(7) 0.078(3) Uani 0.5 1 d . U . . 2
H15 H 0.6299 0.4041 0.7266 0.093 Uiso 0.5 1 calc R . . . 2
C17 C 0.7186(6) 0.4451(7) 0.6753(6) 0.079(3) Uani 0.5 1 d . U . . 2
H17 H 0.7524 0.4506 0.6560 0.095 Uiso 0.5 1 calc R . . . 2
C18A C 0.7435(14) 0.5294(12) 0.7243(12) 0.113(7) Uiso 0.25 1 d . U . . 2
C6 C 0.8824(9) 0.5311(10) 0.5030(11) 0.119(7) Uani 0.5 1 d D U . . 2
H6A H 0.9166 0.5451 0.5208 0.143 Uiso 0.5 1 calc R . . . 2
H6B H 0.8765 0.5502 0.4673 0.143 Uiso 0.5 1 calc R . . . 2
O6 O 0.5713(10) 0.5713(10) 0.4287(10) 0.097(8) Uiso 0.3333 3 d S T P . .
C19 C 0.7961(18) 0.544(2) 0.6944(18) 0.099(9) Uiso 0.25 1 d . . . . 2
C20 C 0.7063(13) 0.5836(12) 0.7274(13) 0.076(7) Uiso 0.25 1 d . . . . 2
O5 O 0.5485(18) 0.5485(18) 0.4515(18) 0.153(16) Uiso 0.3333 3 d S T P . .
C13B C 0.7687(12) 0.7213(12) 0.6282(13) 0.074(6) Uani 0.25 1 d . U . . 1
C18B C 0.7435(14) 0.5294(12) 0.7243(12) 0.113(7) Uiso 0.25 1 d . U . . 2
C12B C 0.7888(11) 0.7100(9) 0.5818(6) 0.092(5) Uani 0.25 1 d . . . . .
C12 C 0.7500 0.7500 0.6247(19) 0.075(10) Uani 0.25 2 d S TU P . .
O4 O 0.295(2) 0.737(2) 0.488(2) 0.152(15) Uiso 0.25 1 d . . . C -2
O1 O 0.7500 0.2500 0.7500 0.18(7) Uiso 0.25 12 d S T P . .
O3 O 0.3599 0.6161 0.8721 0.247(19) Uiso 0.3333 1 d . . . D -2
O2 O 0.627(3) 0.373(3) 0.627(3) 0.23(4) Uiso 0.25 3 d S T P E 1
O12 O 0.841(5) 0.659(5) 0.341(5) 0.31(7) Uiso 0.25 3 d S T P F 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
N1 C4 1.448(8) . ?
N1 C3 1.273(8) . ?
C4 C4 1.500(13) 4_566 ?
C4 H4 1.05(7) . ?
C4 C5 1.551(9) . ?
N2 C10 1.260(15) . ?
N2 C11 1.470(15) . ?
C9 C10 1.484(16) . ?
C9 C8 1.382(12) . ?
C9 C8 1.409(16) 42_566 ?
C3 H3 0.9500 . ?
C3 C2 1.466(9) . ?
C10 H10 0.9500 . ?
C1 H1 0.9500 . ?
C1 C2 1.381(9) . ?
C1 C2 1.397(9) 9 ?
C8 C9 1.409(16) 36_664 ?
C8 H8 0.9500 . ?
C2 C1 1.397(9) 5 ?
C11 C11 1.54(3) 38_665 ?
C11 H11 1.0000 . ?
C11 C12A 1.50(2) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C12A C13B 1.25(4) . ?
C5 H5BC 0.9900 . ?
C5 H5BD 0.9900 . ?
C5 H5AA 0.9900 . ?
C5 H5AB 0.9900 . ?
C5 C7 1.594(11) . ?
C5 C6 1.509(13) . ?
C7 C5 1.594(11) 4_566 ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
N3 C17 1.24(2) . ?
N3 C18A 1.58(4) . ?
C16 C15 1.41(2) . ?
C16 C15 1.36(2) 6_566 ?
C16 C17 1.50(2) . ?
C15 C16 1.36(2) 12_665 ?
C15 H15 0.9500 . ?
C17 H17 0.9500 . ?
C18A C18A 1.28(6) 27_656 ?
C18A C19 1.50(5) . ?
C18A C20 1.59(4) . ?
C18A C18B 1.28(6) 27_656 ?
C18A C12B 1.72(4) 34_656 ?
C6 C6 1.51(5) 4_566 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
O6 O5 0.95(7) . ?
C19 C12B 1.01(5) 34_656 ?
C20 C12B 1.49(4) 9 ?
C20 C12 1.55(4) 9 ?
C13B C13B 1.65(6) 38_665 ?
C13B C12 0.83(3) . ?
C12 C12B 1.70(3) 38_665 ?
C12 C12 0.00(9) 38_665 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C4 117.6(6) . . ?
N1 C4 C4 110.6(5) . 4_566 ?
N1 C4 H4 111(4) . . ?
N1 C4 C5 112.1(6) . . ?
C4 C4 H4 101(4) 4_566 . ?
C4 C4 C5 104.4(5) 4_566 . ?
C5 C4 H4 117(4) . . ?
C10 N2 C11 116.5(10) . . ?
C8 C9 C10 119.0(10) . . ?
C8 C9 C10 121.0(10) 42_566 . ?
C8 C9 C8 119.9(12) . 42_566 ?
N1 C3 H3 118.8 . . ?
N1 C3 C2 122.3(6) . . ?
C2 C3 H3 118.8 . . ?
N2 C10 C9 122.7(10) . . ?
N2 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C2 C1 H1 119.8 9 . ?
C2 C1 H1 119.8 . . ?
C2 C1 C2 120.5(7) . 9 ?
C9 C8 C9 120.1(12) . 36_664 ?
C9 C8 H8 120.0 . . ?
C9 C8 H8 120.0 36_664 . ?
C1 C2 C3 119.3(6) 5 . ?
C1 C2 C3 121.2(6) . . ?
C1 C2 C1 119.5(7) . 5 ?
N2 C11 C11 109.3(8) . 38_665 ?
N2 C11 H11 110.1 . . ?
N2 C11 C12A 110.0(13) . . ?
C11 C11 H11 110.1 38_665 . ?
C12A C11 C11 107.1(10) . 38_665 ?
C12A C11 H11 110.1 . . ?
C11 C12A H12A 106.3 . . ?
C11 C12A H12B 106.3 . . ?
H12A C12A H12B 106.4 . . ?
C13B C12A C11 124(2) . . ?
C13B C12A H12A 106.3 . . ?
C13B C12A H12B 106.3 . . ?
C4 C5 H5BC 108.7 . . ?
C4 C5 H5BD 108.7 . . ?
C4 C5 H5AA 111.8 . . ?
C4 C5 H5AB 111.8 . . ?
C4 C5 C7 99.8(9) . . ?
H5BC C5 H5BD 107.6 . . ?
H5AA C5 H5AB 109.5 . . ?
C7 C5 H5AA 111.8 . . ?
C7 C5 H5AB 111.8 . . ?
C6 C5 C4 114.3(14) . . ?
C6 C5 H5BC 108.7 . . ?
C6 C5 H5BD 108.7 . . ?
C5 C7 C5 109.3(13) 4_566 . ?
C5 C7 H7A 109.8 . . ?
C5 C7 H7A 109.8 4_566 . ?
C5 C7 H7B 109.8 4_566 . ?
C5 C7 H7B 109.8 . . ?
H7A C7 H7B 108.3 . . ?
C17 N3 C18A 118.7(19) . . ?
C15 C16 C15 117.6(19) 6_566 . ?
C15 C16 C17 120.6(15) . . ?
C15 C16 C17 121.8(15) 6_566 . ?
C16 C15 C16 122.4(19) 12_665 . ?
C16 C15 H15 118.8 . . ?
C16 C15 H15 118.8 12_665 . ?
N3 C17 C16 121.3(15) . . ?
N3 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
N3 C18A C20 108(2) . . ?
N3 C18A C12B 157(2) . 34_656 ?
C18A C18A N3 110(2) 27_656 . ?
C18A C18A C19 105(4) 27_656 . ?
C18A C18A C20 95(2) 27_656 . ?
C18A C18A C18B 0.004(10) 27_656 27_656 ?
C18A C18A C12B 91(3) 27_656 34_656 ?
C19 C18A N3 127(3) . . ?
C19 C18A C20 108(3) . . ?
C19 C18A C12B 35(2) . 34_656 ?
C20 C18A C12B 76.9(17) . 34_656 ?
C18B C18A N3 110(2) 27_656 . ?
C18B C18A C19 105(4) 27_656 . ?
C18B C18A C20 95(2) 27_656 . ?
C18B C18A C12B 91(3) 27_656 34_656 ?
C5 C6 C6 97.1(17) . 4_566 ?
C5 C6 H6A 112.3 . . ?
C5 C6 H6B 112.3 . . ?
C6 C6 H6A 112.3 4_566 . ?
C6 C6 H6B 112.3 4_566 . ?
H6A C6 H6B 109.9 . . ?
C12B C19 C18A 84(3) 34_656 . ?
C12B C20 C18A 89(2) 9 . ?
C12B C20 C12 68.1(16) 9 9 ?
C12 C20 C18A 99(2) 9 . ?
C12A C13B C13B 113.3(18) . 38_665 ?
C12 C13B C12A 108(5) . . ?
C12 C13B C13B 6(4) . 38_665 ?
C13B C12 C12B 147(5) . 38_665 ?
C12 C12 C13B 0(10) 38_665 . ?
C12 C12 C12B 0(10) 38_665 38_665 ?

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
N1 C4 C5 C7 157.5(6) . . . . ?
N1 C4 C5 C6 -175.0(12) . . . . ?
N1 C3 C2 C1 169.7(7) . . . 5 ?
N1 C3 C2 C1 -8.4(11) . . . . ?
C4 N1 C3 C2 179.5(6) . . . . ?
C4 C4 C5 C7 37.8(8) 4_566 . . . ?
C4 C4 C5 C6 65.3(13) 4_566 . . . ?
C4 C5 C7 C5 -13.8(3) . . . 4_566 ?
C4 C5 C6 C6 -78(2) . . . 4_566 ?
N2 C11 C12A C13B 170(2) . . . . ?
C3 N1 C4 C4 -118.1(7) . . . 4_566 ?
C3 N1 C4 C5 125.9(7) . . . . ?
C10 N2 C11 C11 -116.1(13) . . . 38_665 ?
C10 N2 C11 C12A 126.5(13) . . . . ?
C10 C9 C8 C9 178.8(8) . . . 36_664 ?
C8 C9 C10 N2 -17(2) 42_566 . . . ?
C8 C9 C10 N2 165.9(11) . . . . ?
C8 C9 C8 C9 1(2) 42_566 . . 36_664 ?
C2 C1 C2 C3 178.7(5) 9 . . . ?
C2 C1 C2 C1 0.5(14) 9 . . 5 ?
C11 N2 C10 C9 -177.2(11) . . . . ?
C11 C11 C12A C13B 51(3) 38_665 . . . ?
C11 C12A C13B C13B -37(4) . . . 38_665 ?
C11 C12A C13B C12 -35(4) . . . . ?
C12A C13B C12 C12B 29(6) . . . 38_665 ?
C12A C13B C12 C12 0(3) . . . 38_665 ?
N3 C18A C19 C12B 160(3) . . . 34_656 ?
N3 C18A C20 C12B 103(2) . . . 9 ?
N3 C18A C20 C12 171.0(18) . . . 9 ?
C15 C16 C15 C16 -2(2) 6_566 . . 12_665 ?
C15 C16 C17 N3 170.9(12) 6_566 . . . ?
C15 C16 C17 N3 -9.3(18) . . . . ?
C17 N3 C18A C18A -122(3) . . . 27_656 ?
C17 N3 C18A C19 6(4) . . . . ?
C17 N3 C18A C20 135(2) . . . . ?
C17 N3 C18A C18B -122(3) . . . 27_656 ?
C17 N3 C18A C12B 37(7) . . . 34_656 ?
C17 C16 C15 C16 178.4(8) . . . 12_665 ?
C18A N3 C17 C16 178.0(15) . . . . ?
C18A C18A C19 C12B -70(3) 27_656 . . 34_656 ?
C18A C18A C20 C12B -10(3) 27_656 . . 9 ?
C18A C18A C20 C12 58(3) 27_656 . . 9 ?
C19 C18A C20 C12B -117(3) . . . 9 ?
C19 C18A C20 C12 -50(3) . . . 9 ?
C20 C18A C19 C12B 31(4) . . . 34_656 ?
C13B C13B C12 C12B -164(4) 38_665 . . 38_665 ?
C13B C13B C12 C12 0(100) 38_665 . . 38_665 ?
C18B C18A C19 C12B -70(3) 27_656 . . 34_656 ?
C18B C18A C20 C12B -10(3) 27_656 . . 9 ?
C18B C18A C20 C12 58(3) 27_656 . . 9 ?
C12B C18A C20 C12B -99.7(19) 34_656 . . 9 ?
C12B C18A C20 C12 -32.0(18) 34_656 . . 9 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.517(10)
2 0.483(10)

####################################################################### 
# 
# 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_FT-RCC3-R_CC1-S_Cocrystal_400K
_database_code_depnum_ccdc_archive 'CCDC 1546304'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2017-05-15 downloaded from the CCDC.
;
_audit_creation_date             2016-02-25
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C78 H108 N12, C48 H48 N12'
_chemical_formula_sum            'C126 H156 N24'
_chemical_formula_weight         2006.74
_chemical_absolute_configuration syn
_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      cubic
_space_group_IT_number           196
_space_group_name_H-M_alt        'F 2 3'
_space_group_name_Hall           'F 2 2 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'z, x, y'
'y, z, x'
'-y, -z, x'
'z, -x, -y'
'-y, z, -x'
'-z, -x, y'
'-z, x, -y'
'y, -z, -x'
'-x, -y, z'
'x, -y, -z'
'-x, y, -z'
'x, y+1/2, z+1/2'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-y, -z+1/2, x+1/2'
'z, -x+1/2, -y+1/2'
'-y, z+1/2, -x+1/2'
'-z, -x+1/2, y+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'-x, -y+1/2, z+1/2'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, y, z+1/2'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-y+1/2, -z, x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, z, -x+1/2'
'-z+1/2, -x, y+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'x+1/2, y+1/2, z'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-y+1/2, -z+1/2, x'
'z+1/2, -x+1/2, -y'
'-y+1/2, z+1/2, -x'
'-z+1/2, -x+1/2, y'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   24.586(3)
_cell_length_b                   24.586(3)
_cell_length_c                   24.586(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14861(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7720
_cell_measurement_temperature    400(2)
_cell_measurement_theta_max      2.343
_cell_measurement_theta_min      25.367
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.054
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9017
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0658 before and 0.0597 after correction.
The Ratio of minimum to maximum transmission is 0.9017.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.897
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             4320
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26336
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        20.700
_diffrn_reflns_theta_max         20.790
_diffrn_reflns_theta_min         2.343
_diffrn_ambient_temperature      400(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.835
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                971
_reflns_number_total             1321
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.119
_refine_diff_density_min         -0.064
_refine_diff_density_rms         0.018
_refine_ls_abs_structure_details 
;
 Flack x determined using 368 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.5(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         1321
_refine_ls_number_restraints     67
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0740P)²+9.6730P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1444
_refine_ls_wR_factor_ref         0.1655
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C5-C5_$1 = C6-C5 = C7-C6 = C7-C7_$1
 1.54 with sigma of 0.015
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: H4A(0.5) H4B(0.5)
5.a Ternary CH refined with riding coordinates:
 C5(H5)
5.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C9(H9), C11(H11)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.4638(3) 0.2821(2) 0.5322(3) 0.168(2) Uani 1 1 d . U . . .
C1 C 0.4371(4) 0.3598(4) 0.6138(5) 0.183(3) Uani 1 1 d . U . . .
H1 H 0.4667 0.3368 0.6190 0.220 Uiso 1 1 calc R . . . .
C2 C 0.4026(5) 0.3505(4) 0.5712(5) 0.174(3) Uani 1 1 d . U . . .
C3 C 0.4085(4) 0.3027(4) 0.5329(5) 0.221(4) Uani 1 1 d . U . . .
H3A H 0.3840 0.2738 0.5441 0.265 Uiso 1 1 calc R . . . .
H3B H 0.3983 0.3138 0.4965 0.265 Uiso 1 1 calc R . . . .
C4 C 0.5000 0.3173(5) 0.5000 0.185(4) Uani 1 2 d S TU P . .
H4A H 0.5213 0.3403 0.5239 0.222 Uiso 0.5 1 calc R . . . .
H4B H 0.4787 0.3403 0.4761 0.222 Uiso 0.5 1 calc R . . . .
C5 C 0.4704(2) 0.2293(2) 0.5070(4) 0.180(4) Uani 1 1 d D U . . .
H5 H 0.4492 0.2285 0.4733 0.216 Uiso 1 1 calc R . . . .
C6 C 0.4546(5) 0.1807(3) 0.5417(4) 0.252(5) Uani 1 1 d D U . . .
H6A H 0.4159 0.1810 0.5494 0.303 Uiso 1 1 calc R . . . .
H6B H 0.4744 0.1808 0.5758 0.303 Uiso 1 1 calc R . . . .
C7 C 0.4701(4) 0.1306(3) 0.5070(8) 0.305(9) Uani 1 1 d D U . . .
H7A H 0.4614 0.0977 0.5269 0.366 Uiso 1 1 calc R . . . .
H7B H 0.4489 0.1307 0.4737 0.366 Uiso 1 1 calc R . . . .
N2 N 0.2969(2) 0.2133(2) 0.4755(2) 0.1320(17) Uani 1 1 d . U . . .
C8 C 0.2612(3) 0.2218(2) 0.5217(2) 0.146(2) Uani 1 1 d . U . . .
H8A H 0.2813 0.2156 0.5551 0.175 Uiso 1 1 calc R . . . .
H8B H 0.2315 0.1958 0.5203 0.175 Uiso 1 1 calc R . . . .
C9 C 0.2853(3) 0.1760(3) 0.4430(3) 0.1285(19) Uani 1 1 d . U . . .
H9 H 0.2545 0.1552 0.4498 0.154 Uiso 1 1 calc R . . . .
C10 C 0.3179(3) 0.1633(3) 0.3944(3) 0.1176(17) Uani 1 1 d . U . . .
C11 C 0.3631(3) 0.1947(3) 0.3812(3) 0.1251(19) Uani 1 1 d . U . . .
H11 H 0.3723 0.2244 0.4028 0.150 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
N1 C3 1.451(10) . ?
N1 C4 1.472(8) . ?
N1 C5 1.447(9) . ?
C1 H1 0.9300 . ?
C1 C2 1.387(10) 8_656 ?
C1 C2 1.366(11) . ?
C2 C1 1.387(10) 9_566 ?
C2 C3 1.514(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.472(8) 12_656 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C5 1.497(13) 12_656 ?
C5 H5 0.9800 . ?
C5 C6 1.519(10) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.547(13) . ?
C7 C7 1.508(17) 12_656 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N2 C8 1.449(8) . ?
N2 C9 1.249(7) . ?
C8 C8 1.494(12) 46 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9 0.9300 . ?
C9 C10 1.472(8) . ?
C10 C11 1.391(7) . ?
C10 C11 1.374(7) 40 ?
C11 C10 1.374(7) 17 ?
C11 H11 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C4 111.6(6) . . ?
C5 N1 C3 114.9(6) . . ?
C5 N1 C4 103.2(8) . . ?
C2 C1 H1 119.3 8_656 . ?
C2 C1 H1 119.3 . . ?
C2 C1 C2 121.4(12) . 8_656 ?
C1 C2 C1 118.6(12) . 9_566 ?
C1 C2 C3 123.2(13) . . ?
C1 C2 C3 118.2(13) 9_566 . ?
N1 C3 C2 111.5(9) . . ?
N1 C3 H3A 109.3 . . ?
N1 C3 H3B 109.3 . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 N1 108.1(9) . 12_656 ?
N1 C4 H4A 110.1 . . ?
N1 C4 H4A 110.1 12_656 . ?
N1 C4 H4B 110.1 . . ?
N1 C4 H4B 110.1 12_656 . ?
H4A C4 H4B 108.4 . . ?
N1 C5 C5 102.0(4) . 12_656 ?
N1 C5 H5 108.8 . . ?
N1 C5 C6 115.9(8) . . ?
C5 C5 H5 108.8 12_656 . ?
C5 C5 C6 112.2(6) 12_656 . ?
C6 C5 H5 108.8 . . ?
C5 C6 H6A 110.8 . . ?
C5 C6 H6B 110.8 . . ?
C5 C6 C7 104.7(8) . . ?
H6A C6 H6B 108.9 . . ?
C7 C6 H6A 110.8 . . ?
C7 C6 H6B 110.8 . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
C7 C7 C6 111.5(10) 12_656 . ?
C7 C7 H7A 109.3 12_656 . ?
C7 C7 H7B 109.3 12_656 . ?
H7A C7 H7B 108.0 . . ?
C9 N2 C8 118.0(6) . . ?
N2 C8 C8 110.9(5) . 46 ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
C8 C8 H8A 109.5 46 . ?
C8 C8 H8B 109.5 46 . ?
H8A C8 H8B 108.1 . . ?
N2 C9 H9 118.3 . . ?
N2 C9 C10 123.5(7) . . ?
C10 C9 H9 118.3 . . ?
C11 C10 C9 120.0(8) 40 . ?
C11 C10 C9 120.4(8) . . ?
C11 C10 C11 119.5(7) 40 . ?
C10 C11 C10 120.5(7) 17 . ?
C10 C11 H11 119.8 . . ?
C10 C11 H11 119.8 17 . ?

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
N1 C5 C6 C7 -175.4(8) . . . . ?
C1 C2 C3 N1 -23.2(15) . . . . ?
C1 C2 C3 N1 157.6(9) 9_566 . . . ?
C2 C1 C2 C1 2.3(18) 8_656 . . 9_566 ?
C2 C1 C2 C3 -177.0(7) 8_656 . . . ?
C3 N1 C4 N1 -138.6(7) . . . 12_656 ?
C3 N1 C5 C5 158.8(9) . . . 12_656 ?
C3 N1 C5 C6 -78.9(10) . . . . ?
C4 N1 C3 C2 -76.8(11) . . . . ?
C4 N1 C5 C5 37.1(9) . . . 12_656 ?
C4 N1 C5 C6 159.3(6) . . . . ?
C5 N1 C3 C2 166.2(8) . . . . ?
C5 N1 C4 N1 -14.6(3) . . . 12_656 ?
C5 C5 C6 C7 -58.8(10) 12_656 . . . ?
C5 C6 C7 C7 58.5(18) . . . 12_656 ?
N2 C9 C10 C11 -2.5(9) . . . . ?
N2 C9 C10 C11 174.4(6) . . . 40 ?
C8 N2 C9 C10 179.7(5) . . . . ?
C9 N2 C8 C8 -121.5(7) . . . 46 ?
C9 C10 C11 C10 178.4(4) . . . 17 ?
C11 C10 C11 C10 1.5(11) 40 . . 17 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
