# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_as_mm_ptr
_database_code_depnum_ccdc_archive 'CCDC 1954598'
loop_
_audit_author_name
_audit_author_address
'Muthuchamy Murugavel'
;National Institute of Science Education and Research Bhubaneswar
India
;
_audit_update_record             
;
2019-09-19 deposited with the CCDC.	2020-09-14 downloaded from the CCDC.
;
_audit_creation_date             2018-08-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'carbatriphyrin fused dimer'
_chemical_formula_moiety         'C94 H64 F10 N4'
_chemical_formula_sum            'C94 H64 F10 N4'
_chemical_formula_weight         1439.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C94 H72 F10 N4'
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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.2592(6)
_cell_length_b                   14.9349(6)
_cell_length_c                   21.0144(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.863(2)
_cell_angle_gamma                90
_cell_volume                     7612.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14750
_cell_measurement_temperature    100
_cell_measurement_theta_max      76.1040
_cell_measurement_theta_min      3.4620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic pinkish pink'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             2984
_exptl_crystal_size_max          0.384
_exptl_crystal_size_mid          0.263
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0885
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            27832
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         3.475
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -94.00  -8.00   0.50    2.44    --  -38.50 134.00  55.00  172
  2  ω    -95.00  -8.00   0.50    2.44    --  -38.50 135.00-125.00  174
  3  ω     30.00 105.00   0.50    2.44    --   49.06-134.00 -12.00  150
  4  ω     29.00 106.00   0.50    2.44    --   49.06-135.00 168.00  154
  5  ω     43.00 126.00   0.50    8.80    --  106.38-135.00 168.00  166
  6  ω     89.00 170.00   0.50    8.80    --  106.38 134.00  55.00  162
  7  ω     89.00 169.00   0.50    8.80    --  106.38 135.00-125.00  160
  8  ω     64.00 124.00   0.50    8.80    --  106.38-134.00 -12.00  120
  9  ω    -41.00  27.00   0.50    2.44    --  -38.50  37.00 150.00  136
 10  ω    -60.00 -27.00   0.50    2.44    --  -38.50 -57.00   0.00   66
 11  ω   -101.00 -67.00   0.50    2.44    --  -38.50 -57.00   0.00   68
 12  ω     79.00 110.00   0.50    2.44    --   49.06  57.00-120.00   62
 13  ω     38.00  69.00   0.50    2.44    --   49.06  57.00-120.00   62
 14  ω     93.00 119.00   0.50    8.80    --  106.38  77.00 120.00   52
 15  ω     44.00 120.00   0.50    8.80    --  106.38 -61.00 120.00  152
 16  ω    113.00 169.00   0.50    8.80    --  106.38  45.00-120.00  112
 17  ω    138.00 164.00   0.50    8.80    --  106.38  45.00-150.00   52
 18  ω    107.00 134.00   0.50    8.80    --  106.38  45.00-150.00   54
 19  ω     94.00 171.00   0.50    8.80    --  106.38 125.00  90.00  154
 20  ω     87.00 121.00   0.50    8.80    --  106.38-125.00-150.00   68
 21  ω     44.00 111.00   0.50    8.80    --  106.38 -45.00 120.00  134
 22  ω    135.00 166.00   0.50    8.80    --  106.38  77.00 120.00   62
 23  ω    103.00 164.00   0.50    8.80    --  106.38  61.00 -30.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0228600000
_diffrn_orient_matrix_UB_12      -0.0961800000
_diffrn_orient_matrix_UB_13      0.0041373000
_diffrn_orient_matrix_UB_21      -0.0584911000
_diffrn_orient_matrix_UB_22      -0.0373094000
_diffrn_orient_matrix_UB_23      -0.0112409000
_diffrn_orient_matrix_UB_31      0.0093884000
_diffrn_orient_matrix_UB_32      0.0003623000
_diffrn_orient_matrix_UB_33      -0.0723506000
_diffrn_oxdiff_ac3_digest_frames 
;
010f140e788d4f978f55bd6616495398b20002916b4
;
_diffrn_oxdiff_ac3_digest_hkl    
;
01df7ff3e7324dfd594b6e290d05af7f99d8a5
;
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5860
_reflns_number_total             6937
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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         0.660
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     492
_refine_ls_number_reflns         6937
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0900
_refine_ls_restrained_S_all      1.055
_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)+(0.1370P)²+26.5970P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2422
_refine_ls_wR_factor_ref         0.2506
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C5(H5), C6(H6), C20(H20), C19(H19), C15(H15), C16(H16),
 C29(H29), C17(H17), C1'(H1'), C21(H21), C1"(H1"), C31(H31), C2'(H2'), C23(H23),
  C2"(H2")
2.b Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C26(H26A,H26B,
 H26C), C25(H25A,H25B,H25C)
;
_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
F1 F 0.50289(7) 0.57256(13) 0.67697(9) 0.0307(4) Uani 1 1 d . . . . .
F5 F 0.42977(8) 0.28632(14) 0.62513(10) 0.0389(5) Uani 1 1 d . . . . .
F2 F 0.55905(8) 0.57130(15) 0.56964(9) 0.0382(5) Uani 1 1 d . . . . .
F3 F 0.55842(9) 0.42320(17) 0.49325(10) 0.0450(6) Uani 1 1 d . . . . .
F4 F 0.49334(10) 0.28211(16) 0.52229(10) 0.0473(6) Uani 1 1 d . . . . .
N2 N 0.38780(11) 0.3278(2) 0.78962(13) 0.0297(6) Uani 1 1 d . . . . .
H2 H 0.358837 0.360864 0.791068 0.036 Uiso 1 1 calc R . . . .
N1 N 0.37443(10) 0.51308(19) 0.79118(13) 0.0273(6) Uani 1 1 d . . . . .
H1 H 0.374693 0.474787 0.821753 0.033 Uiso 1 1 calc R . . . .
C7 C 0.40042(12) 0.5002(2) 0.73324(15) 0.0273(7) Uani 1 1 d . . . . .
C37 C 0.49814(12) 0.5004(2) 0.63989(15) 0.0273(7) Uani 1 1 d . . . . .
C36 C 0.46377(12) 0.4296(2) 0.65670(15) 0.0276(7) Uani 1 1 d . . . . .
C8 C 0.43223(12) 0.4270(2) 0.71615(16) 0.0273(7) Uani 1 1 d . . . . .
C9 C 0.43350(12) 0.3457(2) 0.75337(15) 0.0277(7) Uani 1 1 d . . . . .
C11 C 0.44785(13) 0.2147(2) 0.80735(16) 0.0297(7) Uani 1 1 d . . . . .
C4 C 0.34793(13) 0.5959(2) 0.79336(16) 0.0295(7) Uani 1 1 d . . . . .
C12 C 0.39515(13) 0.2500(2) 0.82287(16) 0.0284(7) Uani 1 1 d . . . . .
C5 C 0.35581(13) 0.6335(2) 0.73051(16) 0.0300(7) Uani 1 1 d . . . . .
H5 H 0.341394 0.687774 0.716257 0.036 Uiso 1 1 calc R . . . .
C38 C 0.52931(13) 0.4993(3) 0.58479(16) 0.0318(8) Uani 1 1 d . . . . .
C6 C 0.38709(13) 0.5781(2) 0.69611(16) 0.0290(7) Uani 1 1 d . . . . .
H6 H 0.398374 0.588566 0.654661 0.035 Uiso 1 1 calc R . . . .
C10 C 0.47204(13) 0.2783(2) 0.76261(16) 0.0283(7) Uani 1 1 d . . . . .
C41 C 0.46307(13) 0.3568(2) 0.61430(16) 0.0322(7) Uani 1 1 d . . . . .
C40 C 0.49490(15) 0.3532(3) 0.56098(16) 0.0349(8) Uani 1 1 d . . . . .
C3 C 0.32336(13) 0.6393(2) 0.84306(17) 0.0321(7) Uani 1 1 d . . . . .
C24A C 0.37658(14) 0.1389(2) 0.90140(16) 0.0332(8) Uani 1 1 d . . . . .
C39 C 0.52847(14) 0.4250(3) 0.54583(16) 0.0347(8) Uani 1 1 d . . . . .
C14 C 0.31425(13) 0.2829(2) 0.87785(16) 0.0313(7) Uani 1 1 d . . . . .
C2 C 0.32070(13) 0.6106(3) 0.91151(16) 0.0337(8) Uani 1 1 d . . . . .
C20 C 0.46385(14) 0.1381(2) 0.83942(17) 0.0341(8) Uani 1 1 d . . . . .
H20 H 0.497800 0.112144 0.830930 0.041 Uiso 1 1 calc R . . . .
C20A C 0.42925(14) 0.0989(2) 0.88486(18) 0.0349(8) Uani 1 1 d . . . . .
C18 C 0.29770(13) 0.4419(3) 0.90055(16) 0.0323(8) Uani 1 1 d . . . . .
C19 C 0.32811(13) 0.3637(3) 0.90796(16) 0.0325(8) Uani 1 1 d . . . . .
H19 H 0.359266 0.364973 0.934269 0.039 Uiso 1 1 calc R . . . .
C1 C 0.31415(13) 0.5234(3) 0.93616(17) 0.0346(8) Uani 1 1 d . . . . .
C13 C 0.36041(13) 0.2175(2) 0.86864(16) 0.0312(7) Uani 1 1 d . . . . .
C27 C 0.30769(14) 0.7349(3) 0.83114(17) 0.0331(8) Uani 1 1 d . . . . .
C24 C 0.34484(15) 0.0969(3) 0.94982(19) 0.0399(9) Uani 1 1 d . . . . .
C15 C 0.26521(14) 0.2806(3) 0.84245(17) 0.0341(8) Uani 1 1 d . . . . .
H15 H 0.254073 0.227740 0.822724 0.041 Uiso 1 1 calc R . . . .
C28 C 0.25154(14) 0.7600(3) 0.82791(17) 0.0359(8) Uani 1 1 d . . . . .
C16 C 0.23302(13) 0.3569(3) 0.83659(17) 0.0347(8) Uani 1 1 d . . . . .
H16 H 0.199607 0.353588 0.814429 0.042 Uiso 1 1 calc R . . . .
C29 C 0.23828(14) 0.8483(3) 0.82119(18) 0.0375(8) Uani 1 1 d . . . . .
H29 H 0.201248 0.864168 0.818319 0.045 Uiso 1 1 calc R . . . .
C17 C 0.24914(14) 0.4374(3) 0.86268(17) 0.0342(8) Uani 1 1 d . . . . .
H17 H 0.228177 0.488677 0.855434 0.041 Uiso 1 1 calc R . . . .
C1' C 0.32249(15) 0.5097(3) 1.00209(18) 0.0405(9) Uani 1 1 d . . . . .
H1' H 0.320754 0.451722 1.018120 0.049 Uiso 1 1 calc R . . . .
C21 C 0.44577(15) 0.0198(3) 0.91740(19) 0.0395(8) Uani 1 1 d . . . . .
H21 H 0.479448 -0.005832 0.907265 0.047 Uiso 1 1 calc R . . . .
C30 C 0.27827(16) 0.9165(3) 0.81842(19) 0.0403(9) Uani 1 1 d . . . . .
C1" C 0.33312(17) 0.5794(3) 1.04342(19) 0.0464(10) Uani 1 1 d . . . . .
H1" H 0.339264 0.568298 1.086498 0.056 Uiso 1 1 calc R . . . .
C31 C 0.33333(15) 0.8899(3) 0.82165(19) 0.0405(9) Uani 1 1 d . . . . .
H31 H 0.360665 0.933424 0.819785 0.049 Uiso 1 1 calc R . . . .
C22 C 0.41508(17) -0.0200(3) 0.9623(2) 0.0438(9) Uani 1 1 d . . . . .
C2' C 0.32838(15) 0.6807(3) 0.95565(19) 0.0401(9) Uani 1 1 d . . . . .
H2' H 0.329329 0.739281 0.940741 0.048 Uiso 1 1 calc R . . . .
C23 C 0.36368(16) 0.0206(3) 0.97827(18) 0.0428(9) Uani 1 1 d . . . . .
H23 H 0.342293 -0.006150 1.009315 0.051 Uiso 1 1 calc R . . . .
C2" C 0.33457(16) 0.6657(3) 1.02025(18) 0.0443(9) Uani 1 1 d . . . . .
H2" H 0.339681 0.713625 1.047968 0.053 Uiso 1 1 calc R . . . .
C34 C 0.26180(17) 1.0116(3) 0.8121(2) 0.0436(9) Uani 1 1 d . . . . .
H34A H 0.243894 1.020693 0.771540 0.065 Uiso 1 1 calc GR . . . .
H34B H 0.293950 1.048939 0.815116 0.065 Uiso 1 1 calc GR . . . .
H34C H 0.236895 1.026843 0.845450 0.065 Uiso 1 1 calc GR . . . .
C32 C 0.34873(14) 0.8012(3) 0.82753(18) 0.0378(8) Uani 1 1 d . . . . .
C33 C 0.20692(14) 0.6901(3) 0.83197(19) 0.0401(9) Uani 1 1 d . . . . .
H33A H 0.212325 0.645667 0.799682 0.060 Uiso 1 1 calc GR . . . .
H33B H 0.171580 0.717958 0.825687 0.060 Uiso 1 1 calc GR . . . .
H33C H 0.208433 0.662300 0.873135 0.060 Uiso 1 1 calc GR . . . .
C35 C 0.40936(15) 0.7785(3) 0.8323(2) 0.0455(10) Uani 1 1 d . . . . .
H35A H 0.415252 0.735045 0.865312 0.068 Uiso 1 1 calc GR . . . .
H35B H 0.430019 0.831735 0.842064 0.068 Uiso 1 1 calc GR . . . .
H35C H 0.421332 0.754448 0.792440 0.068 Uiso 1 1 calc GR . . . .
C26 C 0.29028(17) 0.1359(3) 0.9699(2) 0.0493(10) Uani 1 1 d . . . . .
H26A H 0.295602 0.196608 0.983578 0.074 Uiso 1 1 calc GR . . . .
H26B H 0.275829 0.101166 1.004287 0.074 Uiso 1 1 calc GR . . . .
H26C H 0.264768 0.134553 0.934530 0.074 Uiso 1 1 calc GR . . . .
C25 C 0.4315(2) -0.1047(3) 0.9961(2) 0.0560(11) Uani 1 1 d . . . . .
H25A H 0.469324 -0.118138 0.987457 0.084 Uiso 1 1 calc GR . . . .
H25B H 0.408529 -0.153061 0.981427 0.084 Uiso 1 1 calc GR . . . .
H25C H 0.427041 -0.097055 1.041114 0.084 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
F1 C37 1.334(4) . ?
F5 C41 1.348(4) . ?
F2 C38 1.336(4) . ?
F3 C39 1.332(4) . ?
F4 C40 1.337(4) . ?
N2 H2 0.8600 . ?
N2 C9 1.381(4) . ?
N2 C12 1.366(4) . ?
N1 H1 0.8600 . ?
N1 C7 1.393(4) . ?
N1 C4 1.395(4) . ?
C7 C8 1.389(5) . ?
C7 C6 1.435(5) . ?
C37 C36 1.396(5) . ?
C37 C38 1.393(5) . ?
C36 C8 1.475(4) . ?
C36 C41 1.406(5) . ?
C8 C9 1.444(5) . ?
C9 C10 1.386(5) . ?
C11 C12 1.425(4) . ?
C11 C10 1.465(5) . ?
C11 C20 1.381(5) . ?
C4 C5 1.451(5) . ?
C4 C3 1.373(5) . ?
C12 C13 1.377(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.342(5) . ?
C38 C39 1.380(5) . ?
C6 H6 0.9300 . ?
C10 C10 1.464(6) 2_656 ?
C41 C40 1.371(5) . ?
C40 C39 1.387(5) . ?
C3 C2 1.503(5) . ?
C3 C27 1.496(5) . ?
C24A C20A 1.457(5) . ?
C24A C13 1.414(5) . ?
C24A C24 1.431(5) . ?
C14 C19 1.400(5) . ?
C14 C13 1.501(5) . ?
C14 C15 1.394(5) . ?
C2 C1 1.412(6) . ?
C2 C2' 1.409(5) . ?
C20 H20 0.9300 . ?
C20 C20A 1.409(5) . ?
C20A C21 1.419(5) . ?
C18 C19 1.389(5) . ?
C18 C1 1.480(5) . ?
C18 C17 1.413(5) . ?
C19 H19 0.9300 . ?
C1 C1' 1.412(5) . ?
C27 C28 1.414(5) . ?
C27 C32 1.407(5) . ?
C24 C23 1.362(6) . ?
C24 C26 1.512(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(5) . ?
C28 C29 1.364(6) . ?
C28 C33 1.507(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.408(6) . ?
C17 H17 0.9300 . ?
C1' H1' 0.9300 . ?
C1' C1" 1.377(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.348(6) . ?
C30 C31 1.394(5) . ?
C30 C34 1.481(5) . ?
C1" H1" 0.9300 . ?
C1" C2" 1.379(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.381(6) . ?
C22 C23 1.431(6) . ?
C22 C25 1.502(6) . ?
C2' H2' 0.9300 . ?
C2' C2" 1.382(6) . ?
C23 H23 0.9300 . ?
C2" H2" 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C32 C35 1.511(5) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
C9 N2 H2 124.8 . . ?
C12 N2 H2 124.8 . . ?
C12 N2 C9 110.3(3) . . ?
C7 N1 H1 124.3 . . ?
C7 N1 C4 111.4(3) . . ?
C4 N1 H1 124.3 . . ?
N1 C7 C6 105.2(3) . . ?
C8 C7 N1 126.5(3) . . ?
C8 C7 C6 128.3(3) . . ?
F1 C37 C36 120.7(3) . . ?
F1 C37 C38 116.9(3) . . ?
C38 C37 C36 122.4(3) . . ?
C37 C36 C8 123.6(3) . . ?
C37 C36 C41 115.3(3) . . ?
C41 C36 C8 121.0(3) . . ?
C7 C8 C36 119.7(3) . . ?
C7 C8 C9 122.0(3) . . ?
C9 C8 C36 118.3(3) . . ?
N2 C9 C8 116.8(3) . . ?
N2 C9 C10 109.1(3) . . ?
C10 C9 C8 134.1(3) . . ?
C12 C11 C10 106.1(3) . . ?
C20 C11 C12 116.2(3) . . ?
C20 C11 C10 137.5(3) . . ?
N1 C4 C5 104.3(3) . . ?
C3 C4 N1 130.5(3) . . ?
C3 C4 C5 125.0(3) . . ?
N2 C12 C11 107.9(3) . . ?
N2 C12 C13 125.5(3) . . ?
C13 C12 C11 126.2(3) . . ?
C4 C5 H5 125.2 . . ?
C6 C5 C4 109.6(3) . . ?
C6 C5 H5 125.2 . . ?
F2 C38 C37 119.4(3) . . ?
F2 C38 C39 120.6(3) . . ?
C39 C38 C37 119.9(3) . . ?
C7 C6 H6 125.3 . . ?
C5 C6 C7 109.4(3) . . ?
C5 C6 H6 125.3 . . ?
C9 C10 C11 106.6(3) . . ?
C9 C10 C10 125.2(2) . 2_656 ?
C10 C10 C11 127.9(3) 2_656 . ?
F5 C41 C36 119.9(3) . . ?
F5 C41 C40 117.0(3) . . ?
C40 C41 C36 123.1(3) . . ?
F4 C40 C41 121.1(3) . . ?
F4 C40 C39 119.0(3) . . ?
C41 C40 C39 119.8(3) . . ?
C4 C3 C2 128.2(3) . . ?
C4 C3 C27 115.8(3) . . ?
C27 C3 C2 114.7(3) . . ?
C13 C24A C20A 117.6(3) . . ?
C13 C24A C24 124.2(3) . . ?
C24 C24A C20A 118.2(3) . . ?
F3 C39 C38 120.3(3) . . ?
F3 C39 C40 120.3(3) . . ?
C38 C39 C40 119.3(3) . . ?
C19 C14 C13 116.4(3) . . ?
C15 C14 C19 117.4(3) . . ?
C15 C14 C13 123.2(3) . . ?
C1 C2 C3 128.4(3) . . ?
C2' C2 C3 114.3(3) . . ?
C2' C2 C1 117.3(3) . . ?
C11 C20 H20 119.7 . . ?
C11 C20 C20A 120.6(3) . . ?
C20A C20 H20 119.7 . . ?
C20 C20A C24A 121.6(3) . . ?
C20 C20A C21 120.4(3) . . ?
C21 C20A C24A 117.9(3) . . ?
C19 C18 C1 119.8(3) . . ?
C19 C18 C17 117.4(3) . . ?
C17 C18 C1 122.6(3) . . ?
C14 C19 H19 118.3 . . ?
C18 C19 C14 123.4(3) . . ?
C18 C19 H19 118.3 . . ?
C2 C1 C18 127.2(3) . . ?
C2 C1 C1' 118.6(3) . . ?
C1' C1 C18 114.2(3) . . ?
C12 C13 C24A 117.7(3) . . ?
C12 C13 C14 109.1(3) . . ?
C24A C13 C14 132.8(3) . . ?
C28 C27 C3 120.2(3) . . ?
C32 C27 C3 120.1(3) . . ?
C32 C27 C28 119.5(3) . . ?
C24A C24 C26 120.8(4) . . ?
C23 C24 C24A 119.9(4) . . ?
C23 C24 C26 119.3(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 119.9 . . ?
C27 C28 C33 120.4(3) . . ?
C29 C28 C27 119.2(3) . . ?
C29 C28 C33 120.5(3) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.8(3) . . ?
C17 C16 H16 119.1 . . ?
C28 C29 H29 118.6 . . ?
C28 C29 C30 122.8(3) . . ?
C30 C29 H29 118.6 . . ?
C18 C17 H17 120.2 . . ?
C16 C17 C18 119.7(3) . . ?
C16 C17 H17 120.2 . . ?
C1 C1' H1' 118.9 . . ?
C1" C1' C1 122.1(4) . . ?
C1" C1' H1' 118.9 . . ?
C20A C21 H21 118.4 . . ?
C22 C21 C20A 123.3(4) . . ?
C22 C21 H21 118.4 . . ?
C29 C30 C34 120.8(3) . . ?
C31 C30 C29 116.9(4) . . ?
C31 C30 C34 122.3(4) . . ?
C1' C1" H1" 120.4 . . ?
C1' C1" C2" 119.3(4) . . ?
C2" C1" H1" 120.4 . . ?
C30 C31 H31 118.8 . . ?
C32 C31 C30 122.4(4) . . ?
C32 C31 H31 118.8 . . ?
C21 C22 C23 118.0(4) . . ?
C21 C22 C25 123.9(4) . . ?
C23 C22 C25 118.1(4) . . ?
C2 C2' H2' 118.7 . . ?
C2" C2' C2 122.5(4) . . ?
C2" C2' H2' 118.7 . . ?
C24 C23 C22 122.6(4) . . ?
C24 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C1" C2" C2' 119.7(4) . . ?
C1" C2" H2" 120.2 . . ?
C2' C2" H2" 120.2 . . ?
C30 C34 H34A 109.5 . . ?
C30 C34 H34B 109.5 . . ?
C30 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C27 C32 C35 121.8(3) . . ?
C31 C32 C27 119.3(3) . . ?
C31 C32 C35 118.8(3) . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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 0.000 0.377 0.750 336.2 86.5 ?
2 0.000 0.623 0.250 336.2 86.5 ?
3 0.211 0.360 0.495 10.2 0.0 ?
4 0.211 0.640 -0.005 10.2 0.0 ?
5 0.289 0.140 0.505 10.2 0.0 ?
6 0.289 0.860 0.005 10.2 0.0 ?
7 0.500 0.123 0.250 336.2 86.0 ?
8 0.500 0.877 0.750 336.2 85.9 ?
9 0.711 0.140 -0.005 10.2 0.0 ?
10 0.711 0.860 0.495 10.2 0.0 ?
11 0.789 0.360 0.005 10.2 0.0 ?
12 0.789 0.640 0.505 10.2 0.0 ?

_olex2_submission_original_sample_id 2,3-biph-FD
_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 3.489
_oxdiff_exptl_absorpt_empirical_full_min 0.192
_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_as_23pibhy_fm
_database_code_depnum_ccdc_archive 'CCDC 1954599'
loop_
_audit_author_name
_audit_author_address
'Muthuchamy Murugavel'
;National Institute of Science Education and Research Bhubaneswar
India
;
_audit_update_record             
;
2019-09-19 deposited with the CCDC.	2020-09-14 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'carbatriphyrin[3.1.1] fused monomer'
_chemical_formula_moiety         '0.07(C47 H31 F5 N2 O)'
_chemical_formula_sum            'C3.36 H2.21 F0.36 N0.14 O0.07'
_chemical_formula_weight         52.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F O'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   10.4374(7)
_cell_length_b                   13.2672(8)
_cell_length_c                   16.3284(12)
_cell_angle_alpha                71.893(6)
_cell_angle_beta                 73.259(7)
_cell_angle_gamma                69.076(6)
_cell_volume                     1967.1(3)
_cell_formula_units_Z            28
_cell_measurement_reflns_used    5174
_cell_measurement_temperature    113(20)
_cell_measurement_theta_max      73.7150
_cell_measurement_theta_min      3.6820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72485
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic blackish brown'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_preparation       
'The sample was prepared by diffusion of hexane into chloroform solution'
_exptl_crystal_recrystallization_method 
'The sample was crystallized by vapour difussion technique'
_exptl_crystal_size_max          0.929
_exptl_crystal_size_mid          0.351
_exptl_crystal_size_min          0.269
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1887
_diffrn_reflns_av_unetI/netI     0.1535
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28432
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.249
_diffrn_reflns_theta_min         3.667
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      113(20)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00   6.00   0.50   11.00    --    0.00 115.00  54.00  100
  2  ω     65.00 158.00   0.50   11.00    --  102.08 168.00-161.00  186
  3  ω     99.00 168.00   0.50   11.00    --  102.08 115.00  54.00  138
  4  ω     48.00 148.00   0.50   11.00    --  102.08-168.00-179.00  200
  5  ω     36.00 113.00   0.50   11.00    --  102.08-115.00 -35.00  154
  6  ω     -1.00  65.00   0.50   11.00    --    0.00  37.00-150.00  132
  7  ω     -1.00  65.00   0.50   11.00    --    0.00  37.00  30.00  132
  8  ω    -61.00  10.00   0.50   11.00    --    0.00 -57.00 -90.00  142
  9  ω     -1.00  65.00   0.50   11.00    --    0.00  37.00  90.00  132
 10  ω     40.00 114.00   0.50   11.00    --  102.08 -61.00  30.00  148
 11  ω     40.00 124.00   0.50   11.00    --  102.08 -77.00 150.00  168
 12  ω     39.00 105.00   0.50   11.00    --  102.08 -45.00  90.00  132
 13  ω     34.00 109.00   0.50   11.00    --  102.08 -94.00   0.00  150
 14  ω    100.00 165.00   0.50   11.00    --  102.08  45.00 -60.00  130
 15  ω     36.00 103.00   0.50   11.00    --  102.08 -30.00 150.00  134
 16  ω     40.00 114.00   0.50   11.00    --  102.08 -61.00 150.00  148
 17  ω    100.00 165.00   0.50   11.00    --  102.08  45.00-180.00  130
 18  ω    100.00 165.00   0.50   11.00    --  102.08  45.00 -30.00  130
 19  ω     39.00 118.00   0.50   11.00    --  102.08-125.00 -60.00  158
 20  ω     39.00 118.00   0.50   11.00    --  102.08-125.00-180.00  158
 21  ω     40.00 114.00   0.50   11.00    --  102.08 -61.00 -90.00  148
 22  ω     36.00 103.00   0.50   11.00    --  102.08 -30.00-150.00  134
 23  ω    100.00 165.00   0.50   11.00    --  102.08  45.00  30.00  130
 24  ω     36.00 103.00   0.50   11.00    --  102.08 -30.00   0.00  134
 25  ω     39.00 105.00   0.50   11.00    --  102.08 -45.00 -60.00  132
 26  ω    101.00 169.00   0.50   11.00    --  102.08  30.00 -60.00  136
 27  ω     34.00 104.00   0.50   11.00    --  102.08 -15.00 150.00  140
 28  ω     34.00 109.00   0.50   11.00    --  102.08 -94.00  60.00  150
 29  ω    100.00 170.00   0.50   11.00    --  102.08  15.00   0.00  140
 30  ω     -1.00  65.00   0.50   11.00    --    0.00  37.00 -30.00  132
 31  ω     -1.00  62.00   0.50   11.00    --    0.00  19.00 150.00  126
 32  ω     -1.00  65.00   0.50   11.00    --    0.00  37.00 -90.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0335364000
_diffrn_orient_matrix_UB_12      0.0020153000
_diffrn_orient_matrix_UB_13      -0.0986570000
_diffrn_orient_matrix_UB_21      0.1133298000
_diffrn_orient_matrix_UB_22      0.0567735000
_diffrn_orient_matrix_UB_23      -0.0157553000
_diffrn_orient_matrix_UB_31      0.1097098000
_diffrn_orient_matrix_UB_32      -0.1144983000
_diffrn_orient_matrix_UB_33      0.0167388000
_diffrn_oxdiff_ac3_digest_frames 
;
014922cd906226a37e1823ac22b64675270002588f9
;
_diffrn_oxdiff_ac3_digest_hkl    
;
01dd8589037a9ac05739150ae9606d85076d0c
;
_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              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3807
_reflns_number_total             7189
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_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         0.648
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     501
_refine_ls_number_reflns         7189
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1577
_refine_ls_R_factor_gt           0.0997
_refine_ls_restrained_S_all      1.018
_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)+(0.1640P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2694
_refine_ls_wR_factor_ref         0.3064
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
F3 \\sim F4 \\sim F5: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.08
3.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C1"(H1"), C1'(H1'), C2"(H2"), C2'(H2'), C5(H5), C6(H6), C15(H15),
 C16(H16), C17(H17), C19(H19), C20(H20), C21(H21), C23(H23), C29(H29), C31(H31)
3.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C33(H33A,H33B,H33C), C34(H34A,H34B,
 H34C), C35(H35A,H35B,H35C)
;
_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
F1 F 0.5068(3) 0.9135(3) 0.9265(2) 0.0506(9) Uani 1 1 d . . . . .
F2 F 0.3294(4) 0.9512(3) 1.0782(2) 0.0634(10) Uani 1 1 d . . . . .
F3 F 0.0749(4) 0.9166(3) 1.1193(2) 0.0679(11) Uani 1 1 d . U . . .
F4 F -0.0003(4) 0.8422(3) 1.0079(3) 0.0661(11) Uani 1 1 d . U . . .
F5 F 0.1794(3) 0.7943(3) 0.8613(2) 0.0553(10) Uani 1 1 d . U . . .
O1 O 0.1802(4) 1.0084(3) 0.7484(3) 0.0442(10) Uani 1 1 d . . . . .
N1 N 0.6869(5) 0.7210(3) 0.7458(3) 0.0393(11) Uani 1 1 d . . . . .
N2 N 0.4945(5) 0.8434(4) 0.6528(3) 0.0415(12) Uani 1 1 d . . . . .
H2 H 0.580791 0.804112 0.648941 0.050 Uiso 1 1 calc R . . . .
C1 C 0.9496(5) 0.6703(4) 0.5657(4) 0.0371(14) Uani 1 1 d . . . . .
C1" C 1.1504(5) 0.7402(4) 0.4923(4) 0.0376(14) Uani 1 1 d . . . . .
H1" H 1.200131 0.776460 0.441924 0.045 Uiso 1 1 calc R . . . .
C1' C 1.0299(5) 0.7223(4) 0.4901(4) 0.0347(13) Uani 1 1 d . . . . .
H1' H 1.000235 0.745327 0.436989 0.042 Uiso 1 1 calc R . . . .
C2 C 0.9940(6) 0.6351(4) 0.6464(4) 0.0391(14) Uani 1 1 d . . . . .
C2" C 1.1963(6) 0.7034(4) 0.5704(4) 0.0429(15) Uani 1 1 d . . . . .
H2" H 1.277824 0.714712 0.572988 0.051 Uiso 1 1 calc R . . . .
C2' C 1.1221(5) 0.6499(4) 0.6445(4) 0.0360(13) Uani 1 1 d . . . . .
H2' H 1.157946 0.622344 0.695732 0.043 Uiso 1 1 calc R . . . .
C3 C 0.9240(6) 0.5831(4) 0.7349(4) 0.0386(14) Uani 1 1 d . . . . .
C4 C 0.7898(6) 0.6257(4) 0.7787(4) 0.0388(14) Uani 1 1 d . . . . .
C5 C 0.7362(6) 0.5840(4) 0.8714(4) 0.0397(14) Uani 1 1 d . . . . .
H5 H 0.779862 0.519286 0.908249 0.048 Uiso 1 1 calc R . . . .
C6 C 0.6131(6) 0.6560(4) 0.8930(4) 0.0438(15) Uani 1 1 d . . . . .
H6 H 0.556652 0.652500 0.948896 0.053 Uiso 1 1 calc R . . . .
C7 C 0.5821(6) 0.7407(4) 0.8147(4) 0.0412(14) Uani 1 1 d . . . . .
C8 C 0.4516(6) 0.8254(4) 0.8077(4) 0.0397(14) Uani 1 1 d . . . . .
C9 C 0.4115(6) 0.8720(4) 0.7282(4) 0.0410(15) Uani 1 1 d . . . . .
C10 C 0.2761(6) 0.9538(4) 0.7018(4) 0.0383(14) Uani 1 1 d . . . . .
C11 C 0.2899(6) 0.9537(4) 0.6093(4) 0.0371(14) Uani 1 1 d . . . . .
C12 C 0.4252(5) 0.8843(4) 0.5825(4) 0.0364(13) Uani 1 1 d . . . . .
C13 C 0.4710(5) 0.8546(4) 0.5035(4) 0.0337(13) Uani 1 1 d . . . . .
C14 C 0.5978(5) 0.7556(4) 0.5010(4) 0.0341(13) Uani 1 1 d . . . . .
C15 C 0.5931(6) 0.6543(4) 0.4941(4) 0.0386(14) Uani 1 1 d . . . . .
H15 H 0.517515 0.651768 0.476263 0.046 Uiso 1 1 calc R . . . .
C16 C 0.6987(5) 0.5593(4) 0.5134(4) 0.0394(14) Uani 1 1 d . . . . .
H16 H 0.695201 0.492979 0.507309 0.047 Uiso 1 1 calc R . . . .
C17 C 0.8115(5) 0.5599(4) 0.5421(4) 0.0375(13) Uani 1 1 d . . . . .
H17 H 0.879727 0.493678 0.558014 0.045 Uiso 1 1 calc R . . . .
C18 C 0.8230(5) 0.6594(4) 0.5473(3) 0.0339(13) Uani 1 1 d . . . . .
C19 C 0.7160(5) 0.7555(4) 0.5240(4) 0.0363(13) Uani 1 1 d . . . . .
H19 H 0.724237 0.823121 0.523811 0.044 Uiso 1 1 calc R . . . .
C20 C 0.1980(6) 0.9979(4) 0.5534(4) 0.0374(14) Uani 1 1 d . . . . .
H20 H 0.106843 1.039758 0.571568 0.045 Uiso 1 1 calc R . . . .
C20A C 0.2434(5) 0.9790(4) 0.4676(4) 0.0334(12) Uani 1 1 d . . . . .
C21 C 0.1520(6) 1.0338(4) 0.4067(4) 0.0409(14) Uani 1 1 d . . . . .
H21 H 0.062663 1.078325 0.425265 0.049 Uiso 1 1 calc R . . . .
C22 C 0.1914(6) 1.0230(4) 0.3224(4) 0.0408(14) Uani 1 1 d . . . . .
C23 C 0.3286(6) 0.9578(4) 0.2948(4) 0.0420(14) Uani 1 1 d . . . . .
H23 H 0.356689 0.951670 0.236606 0.050 Uiso 1 1 calc R . . . .
C24 C 0.4230(6) 0.9028(4) 0.3497(4) 0.0390(14) Uani 1 1 d . . . . .
C24A C 0.3808(5) 0.9096(4) 0.4400(4) 0.0380(14) Uani 1 1 d . . . . .
C25 C 0.0958(6) 1.0815(5) 0.2570(4) 0.0506(16) Uani 1 1 d . . . . .
H25A H 0.079500 1.027455 0.236602 0.076 Uiso 1 1 calc GR . . . .
H25B H 0.138788 1.129084 0.208114 0.076 Uiso 1 1 calc GR . . . .
H25C H 0.008236 1.124977 0.284883 0.076 Uiso 1 1 calc GR . . . .
C26 C 0.5693(6) 0.8433(5) 0.3103(4) 0.0450(15) Uani 1 1 d . . . . .
H26A H 0.635196 0.857467 0.332705 0.067 Uiso 1 1 calc GR . . . .
H26B H 0.585063 0.869446 0.247492 0.067 Uiso 1 1 calc GR . . . .
H26C H 0.581153 0.765026 0.325526 0.067 Uiso 1 1 calc GR . . . .
C27 C 1.0198(6) 0.4883(4) 0.7887(4) 0.0387(14) Uani 1 1 d . . . . .
C28 C 1.0589(6) 0.3808(4) 0.7744(4) 0.0401(14) Uani 1 1 d . . . . .
C29 C 1.1458(6) 0.2934(4) 0.8237(4) 0.0427(15) Uani 1 1 d . . . . .
H29 H 1.168748 0.222464 0.815043 0.051 Uiso 1 1 calc R . . . .
C30 C 1.2005(6) 0.3087(5) 0.8864(4) 0.0471(16) Uani 1 1 d . . . . .
C31 C 1.1600(6) 0.4164(5) 0.8979(4) 0.0450(15) Uani 1 1 d . . . . .
H31 H 1.196385 0.428568 0.938506 0.054 Uiso 1 1 calc R . . . .
C32 C 1.0694(6) 0.5061(4) 0.8528(4) 0.0397(14) Uani 1 1 d . . . . .
C33 C 1.0092(7) 0.3575(5) 0.7053(4) 0.0497(16) Uani 1 1 d . . . . .
H33A H 1.061046 0.382647 0.648008 0.075 Uiso 1 1 calc GR . . . .
H33B H 0.911331 0.396025 0.707820 0.075 Uiso 1 1 calc GR . . . .
H33C H 1.023701 0.279242 0.716272 0.075 Uiso 1 1 calc GR . . . .
C34 C 1.2976(7) 0.2140(5) 0.9385(5) 0.0616(19) Uani 1 1 d . . . . .
H34A H 1.251982 0.199624 0.999179 0.092 Uiso 1 1 calc GR . . . .
H34B H 1.380801 0.232825 0.933113 0.092 Uiso 1 1 calc GR . . . .
H34C H 1.322095 0.149049 0.916361 0.092 Uiso 1 1 calc GR . . . .
C35 C 1.0320(6) 0.6173(5) 0.8729(4) 0.0486(16) Uani 1 1 d . . . . .
H35A H 1.040716 0.672528 0.818903 0.073 Uiso 1 1 calc GR . . . .
H35B H 1.093964 0.614754 0.907472 0.073 Uiso 1 1 calc GR . . . .
H35C H 0.937245 0.635910 0.905109 0.073 Uiso 1 1 calc GR . . . .
C36 C 0.3504(6) 0.8513(4) 0.8884(4) 0.0388(14) Uani 1 1 d . . . . .
C37 C 0.3831(6) 0.8919(4) 0.9460(4) 0.0380(13) Uani 1 1 d . . . . .
C38 C 0.2922(7) 0.9115(5) 1.0240(4) 0.0476(15) Uani 1 1 d . . . . .
C39 C 0.1633(6) 0.8955(5) 1.0451(4) 0.0441(15) Uani 1 1 d . . . . .
C40 C 0.1256(6) 0.8571(5) 0.9890(4) 0.0479(16) Uani 1 1 d . . . . .
C41 C 0.2198(6) 0.8358(5) 0.9129(4) 0.0452(15) 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
F1 C37 1.350(6) . ?
F2 C38 1.359(7) . ?
F3 C39 1.333(6) . ?
F4 C40 1.332(6) . ?
F5 C41 1.360(7) . ?
O1 C10 1.222(6) . ?
N1 C4 1.407(7) . ?
N1 C7 1.342(6) . ?
N2 H2 0.8600 . ?
N2 C9 1.360(7) . ?
N2 C12 1.395(7) . ?
C1 C1' 1.411(6) . ?
C1 C2 1.408(8) . ?
C1 C18 1.500(8) . ?
C1" H1" 0.9300 . ?
C1" C1' 1.372(7) . ?
C1" C2" 1.375(8) . ?
C1' H1' 0.9300 . ?
C2 C2' 1.411(7) . ?
C2 C3 1.493(7) . ?
C2" H2" 0.9300 . ?
C2" C2' 1.373(7) . ?
C2' H2' 0.9300 . ?
C3 C4 1.380(7) . ?
C3 C27 1.508(8) . ?
C4 C5 1.456(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.326(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.445(8) . ?
C7 C8 1.431(8) . ?
C8 C9 1.368(8) . ?
C8 C36 1.481(7) . ?
C9 C10 1.525(8) . ?
C10 C11 1.475(8) . ?
C11 C12 1.414(7) . ?
C11 C20 1.366(8) . ?
C12 C13 1.369(8) . ?
C13 C14 1.497(7) . ?
C13 C24A 1.447(8) . ?
C14 C15 1.403(7) . ?
C14 C19 1.388(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.366(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.390(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.397(7) . ?
C18 C19 1.395(7) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C20 C20A 1.414(7) . ?
C20A C21 1.426(8) . ?
C20A C24A 1.432(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.355(8) . ?
C22 C23 1.410(8) . ?
C22 C25 1.511(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.378(8) . ?
C24 C24A 1.434(8) . ?
C24 C26 1.502(7) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.411(7) . ?
C27 C32 1.405(8) . ?
C28 C29 1.380(8) . ?
C28 C33 1.519(8) . ?
C29 H29 0.9300 . ?
C29 C30 1.403(9) . ?
C30 C31 1.394(8) . ?
C30 C34 1.500(9) . ?
C31 H31 0.9300 . ?
C31 C32 1.380(8) . ?
C32 C35 1.502(8) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.387(8) . ?
C36 C41 1.377(8) . ?
C37 C38 1.387(8) . ?
C38 C39 1.365(8) . ?
C39 C40 1.377(9) . ?
C40 C41 1.380(8) . ?

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
C7 N1 C4 106.2(5) . . ?
C9 N2 H2 123.5 . . ?
C9 N2 C12 113.1(5) . . ?
C12 N2 H2 123.5 . . ?
C1' C1 C2 119.2(5) . . ?
C1' C1 C18 112.8(5) . . ?
C2 C1 C18 128.0(4) . . ?
C1' C1" H1" 120.6 . . ?
C1' C1" C2" 118.8(5) . . ?
C2" C1" H1" 120.6 . . ?
C1 C1' H1' 118.9 . . ?
C1" C1' C1 122.3(5) . . ?
C1" C1' H1' 118.9 . . ?
C1 C2 C3 128.8(5) . . ?
C2' C2 C1 116.5(5) . . ?
C2' C2 C3 114.7(5) . . ?
C1" C2" H2" 119.9 . . ?
C2' C2" C1" 120.2(6) . . ?
C2' C2" H2" 119.9 . . ?
C2 C2' H2' 118.6 . . ?
C2" C2' C2 122.8(6) . . ?
C2" C2' H2' 118.6 . . ?
C2 C3 C27 115.5(5) . . ?
C4 C3 C2 126.7(5) . . ?
C4 C3 C27 116.4(5) . . ?
N1 C4 C5 108.4(4) . . ?
C3 C4 N1 127.0(5) . . ?
C3 C4 C5 124.4(5) . . ?
C4 C5 H5 126.6 . . ?
C6 C5 C4 106.9(5) . . ?
C6 C5 H5 126.6 . . ?
C5 C6 H6 126.0 . . ?
C5 C6 C7 108.1(5) . . ?
C7 C6 H6 126.0 . . ?
N1 C7 C6 110.3(5) . . ?
N1 C7 C8 123.7(5) . . ?
C8 C7 C6 125.5(5) . . ?
C7 C8 C36 119.7(5) . . ?
C9 C8 C7 120.5(5) . . ?
C9 C8 C36 119.2(5) . . ?
N2 C9 C8 122.1(5) . . ?
N2 C9 C10 105.4(5) . . ?
C8 C9 C10 132.4(5) . . ?
O1 C10 C9 125.9(6) . . ?
O1 C10 C11 128.9(6) . . ?
C11 C10 C9 105.2(5) . . ?
C12 C11 C10 107.2(5) . . ?
C20 C11 C10 132.9(5) . . ?
C20 C11 C12 119.6(5) . . ?
N2 C12 C11 108.6(5) . . ?
C13 C12 N2 127.0(5) . . ?
C13 C12 C11 124.0(6) . . ?
C12 C13 C14 113.8(5) . . ?
C12 C13 C24A 117.0(5) . . ?
C24A C13 C14 128.4(5) . . ?
C15 C14 C13 122.0(5) . . ?
C19 C14 C13 119.3(4) . . ?
C19 C14 C15 117.4(5) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(5) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.1(5) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.5(5) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C1 124.1(5) . . ?
C19 C18 C1 118.6(5) . . ?
C19 C18 C17 116.9(5) . . ?
C14 C19 C18 123.4(5) . . ?
C14 C19 H19 118.3 . . ?
C18 C19 H19 118.3 . . ?
C11 C20 H20 120.4 . . ?
C11 C20 C20A 119.1(5) . . ?
C20A C20 H20 120.4 . . ?
C20 C20A C21 119.0(5) . . ?
C20 C20A C24A 121.4(5) . . ?
C21 C20A C24A 119.6(5) . . ?
C20A C21 H21 119.0 . . ?
C22 C21 C20A 121.9(5) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 C23 118.2(6) . . ?
C21 C22 C25 122.4(5) . . ?
C23 C22 C25 119.4(5) . . ?
C22 C23 H23 118.4 . . ?
C24 C23 C22 123.2(6) . . ?
C24 C23 H23 118.4 . . ?
C23 C24 C24A 119.2(5) . . ?
C23 C24 C26 117.8(5) . . ?
C24A C24 C26 122.9(6) . . ?
C20A C24A C13 118.3(5) . . ?
C20A C24A C24 117.8(5) . . ?
C24 C24A C13 123.9(5) . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C3 119.3(5) . . ?
C32 C27 C3 120.7(5) . . ?
C32 C27 C28 120.0(5) . . ?
C27 C28 C33 122.0(5) . . ?
C29 C28 C27 119.8(6) . . ?
C29 C28 C33 118.2(5) . . ?
C28 C29 H29 119.1 . . ?
C28 C29 C30 121.7(5) . . ?
C30 C29 H29 119.1 . . ?
C29 C30 C34 121.6(6) . . ?
C31 C30 C29 116.6(6) . . ?
C31 C30 C34 121.8(7) . . ?
C30 C31 H31 117.9 . . ?
C32 C31 C30 124.2(6) . . ?
C32 C31 H31 117.9 . . ?
C27 C32 C35 123.5(5) . . ?
C31 C32 C27 117.7(5) . . ?
C31 C32 C35 118.8(6) . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30 C34 H34A 109.5 . . ?
C30 C34 H34B 109.5 . . ?
C30 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C8 121.4(5) . . ?
C41 C36 C8 123.5(6) . . ?
C41 C36 C37 115.1(5) . . ?
F1 C37 C36 119.7(5) . . ?
F1 C37 C38 118.2(5) . . ?
C38 C37 C36 122.1(5) . . ?
F2 C38 C37 119.7(6) . . ?
F2 C38 C39 119.7(6) . . ?
C39 C38 C37 120.6(6) . . ?
F3 C39 C38 120.5(6) . . ?
F3 C39 C40 120.3(6) . . ?
C38 C39 C40 119.2(6) . . ?
F4 C40 C39 120.1(6) . . ?
F4 C40 C41 121.1(6) . . ?
C39 C40 C41 118.8(6) . . ?
F5 C41 C36 119.3(5) . . ?
F5 C41 C40 116.5(5) . . ?
C40 C41 C36 124.2(6) . . ?

_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 -0.500 0.500 0.000 376.3 123.5 ?

_olex2_exptl_crystal_mounting_method 
'The crystal was mounted by means of paratonic oil'
_olex2_submission_original_sample_id 'carbatriphyrin[3.1.1] fused monomer'
_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 3.279
_oxdiff_exptl_absorpt_empirical_full_min 0.309
