# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_gar178
_database_code_depnum_ccdc_archive 'CCDC 916394'
_audit_update_record             
;
2012-12-18 deposited with the CCDC.
2016-09-15 downloaded from the CCDC.
;
#TrackingRef '16291_web_deposit_cif_file_0_AmlanKumarPal_1355855255.publish.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H33 N3, C7 H8'
_chemical_formula_sum            'C52 H41 N3'
_chemical_formula_weight         707.88

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  -C2yc

loop_
_symmetry_equiv_pos_as_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                   27.2441(17)
_cell_length_b                   12.2005(8)
_cell_length_c                   23.5008(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.574(2)
_cell_angle_gamma                90.00
_cell_volume                     7593.3(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.34
_cell_measurement_theta_max      67.19

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      1.238
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2992
_exptl_absorpt_coefficient_mu    0.550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9220
_exptl_absorpt_correction_T_max  0.9522
_exptl_absorpt_process_details   'Bruker-AXS (scale, Bruker)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44174
_diffrn_reflns_av_R_equivalents  0.0821
_diffrn_reflns_av_sigmaI/netI    0.0623
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         71.68
_reflns_number_total             7376
_reflns_number_gt                4084
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1420P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00089(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7376
_refine_ls_number_parameters     498
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1272
_refine_ls_R_factor_gt           0.0835
_refine_ls_wR_factor_ref         0.2356
_refine_ls_wR_factor_gt          0.2104
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_restrained_S_all      0.968
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.00370(12) 0.0999(3) 0.36986(14) 0.0822(10) Uani 1 1 d . . .
N2 N 0.12193(10) 0.2683(2) 0.22196(12) 0.0610(7) Uani 1 1 d . . .
N3 N 0.03720(12) 0.7248(2) 0.45014(16) 0.0814(9) Uani 1 1 d . . .
C1 C 0.22371(11) 0.1580(2) 0.41067(12) 0.0441(7) Uani 1 1 d . . .
C2 C 0.23363(11) 0.2690(2) 0.40044(12) 0.0440(7) Uani 1 1 d . . .
C3 C 0.20841(11) 0.3511(2) 0.42270(12) 0.0450(7) Uani 1 1 d . . .
C4 C 0.17241(11) 0.3248(2) 0.45533(12) 0.0451(7) Uani 1 1 d . . .
C5 C 0.16328(10) 0.2154(2) 0.46606(12) 0.0431(7) Uani 1 1 d . . .
C6 C 0.18814(11) 0.1318(2) 0.44265(12) 0.0438(7) Uani 1 1 d . . .
C7 C 0.16908(11) 0.0207(2) 0.45627(12) 0.0456(7) Uani 1 1 d . . .
H7 H 0.1976 -0.0294 0.4742 0.055 Uiso 1 1 calc R . .
C8 C 0.13755(11) 0.0496(2) 0.49935(12) 0.0459(7) Uani 1 1 d . . .
C9 C 0.11335(12) -0.0197(3) 0.53076(13) 0.0545(8) Uani 1 1 d . . .
H9 H 0.1172 -0.0969 0.5287 0.065 Uiso 1 1 calc R . .
C10 C 0.08360(12) 0.0247(3) 0.56515(14) 0.0590(8) Uani 1 1 d . . .
H10 H 0.0669 -0.0221 0.5868 0.071 Uiso 1 1 calc R . .
C11 C 0.07812(12) 0.1370(3) 0.56818(14) 0.0560(8) Uani 1 1 d . . .
H11 H 0.0577 0.1663 0.5922 0.067 Uiso 1 1 calc R . .
C12 C 0.10180(11) 0.2080(3) 0.53695(13) 0.0516(8) Uani 1 1 d . . .
H12 H 0.0975 0.2850 0.5392 0.062 Uiso 1 1 calc R . .
C13 C 0.13182(11) 0.1643(2) 0.50237(12) 0.0451(7) Uani 1 1 d . . .
C14 C 0.27471(11) 0.2759(2) 0.36610(12) 0.0466(7) Uani 1 1 d . . .
H14 H 0.3036 0.3211 0.3882 0.056 Uiso 1 1 calc R . .
C15 C 0.29073(11) 0.1580(2) 0.36519(12) 0.0458(7) Uani 1 1 d . . .
C16 C 0.33083(12) 0.1153(2) 0.34463(13) 0.0530(8) Uani 1 1 d . . .
H16 H 0.3525 0.1626 0.3296 0.064 Uiso 1 1 calc R . .
C17 C 0.33875(12) 0.0031(3) 0.34632(13) 0.0556(8) Uani 1 1 d . . .
H17 H 0.3661 -0.0268 0.3328 0.067 Uiso 1 1 calc R . .
C18 C 0.30665(13) -0.0659(3) 0.36786(14) 0.0574(8) Uani 1 1 d . . .
H18 H 0.3123 -0.1428 0.3684 0.069 Uiso 1 1 calc R . .
C19 C 0.26658(12) -0.0250(2) 0.38853(13) 0.0516(8) Uani 1 1 d . . .
H19 H 0.2448 -0.0730 0.4029 0.062 Uiso 1 1 calc R . .
C20 C 0.25895(11) 0.0890(2) 0.38779(12) 0.0455(7) Uani 1 1 d . . .
C21 C 0.14961(11) 0.4282(2) 0.47435(13) 0.0481(7) Uani 1 1 d . . .
H21 H 0.1547 0.4293 0.5179 0.058 Uiso 1 1 calc R . .
C22 C 0.18145(11) 0.5166(2) 0.45502(13) 0.0492(7) Uani 1 1 d . . .
C23 C 0.18086(13) 0.6290(2) 0.46438(14) 0.0568(8) Uani 1 1 d . . .
H23 H 0.1593 0.6597 0.4866 0.068 Uiso 1 1 calc R . .
C24 C 0.21237(14) 0.6957(3) 0.44068(16) 0.0666(10) Uani 1 1 d . . .
H24 H 0.2115 0.7729 0.4458 0.080 Uiso 1 1 calc R . .
C25 C 0.24497(14) 0.6510(3) 0.40971(16) 0.0659(9) Uani 1 1 d . . .
H25 H 0.2665 0.6977 0.3942 0.079 Uiso 1 1 calc R . .
C26 C 0.24636(12) 0.5390(2) 0.40119(14) 0.0546(8) Uani 1 1 d . . .
H26 H 0.2690 0.5084 0.3803 0.066 Uiso 1 1 calc R . .
C27 C 0.21439(11) 0.4719(2) 0.42338(13) 0.0477(7) Uani 1 1 d . . .
C28 C 0.13382(12) -0.0316(2) 0.40050(14) 0.0569(8) Uani 1 1 d . . .
H28A H 0.1537 -0.0457 0.3709 0.068 Uiso 1 1 calc R . .
H28B H 0.1210 -0.1028 0.4111 0.068 Uiso 1 1 calc R . .
C29 C 0.08935(12) 0.0424(3) 0.37403(13) 0.0544(8) Uani 1 1 d . . .
C30 C 0.04308(14) 0.0319(3) 0.38782(15) 0.0711(10) Uani 1 1 d . . .
H30 H 0.0387 -0.0281 0.4119 0.085 Uiso 1 1 calc R . .
C31 C 0.01078(14) 0.1827(3) 0.33614(15) 0.0742(11) Uani 1 1 d . . .
H31 H -0.0162 0.2332 0.3236 0.089 Uiso 1 1 calc R . .
C32 C 0.05440(13) 0.2001(3) 0.31828(15) 0.0677(10) Uani 1 1 d . . .
H32 H 0.0574 0.2598 0.2934 0.081 Uiso 1 1 calc R . .
C33 C 0.09408(13) 0.1284(3) 0.33746(14) 0.0611(9) Uani 1 1 d . . .
H33 H 0.1247 0.1382 0.3254 0.073 Uiso 1 1 calc R . .
C34 C 0.25662(12) 0.3206(2) 0.30250(14) 0.0555(8) Uani 1 1 d . . .
H34A H 0.2479 0.3991 0.3045 0.067 Uiso 1 1 calc R . .
H34B H 0.2850 0.3158 0.2830 0.067 Uiso 1 1 calc R . .
C35 C 0.21198(12) 0.2621(2) 0.26536(13) 0.0501(7) Uani 1 1 d . . .
C36 C 0.16460(13) 0.3093(3) 0.25629(14) 0.0567(8) Uani 1 1 d . . .
H36 H 0.1620 0.3763 0.2759 0.068 Uiso 1 1 calc R . .
C37 C 0.12633(13) 0.1720(3) 0.19609(15) 0.0618(9) Uani 1 1 d . . .
H37 H 0.0969 0.1401 0.1719 0.074 Uiso 1 1 calc R . .
C38 C 0.17148(14) 0.1171(3) 0.20287(16) 0.0665(9) Uani 1 1 d . . .
H38 H 0.1728 0.0483 0.1844 0.080 Uiso 1 1 calc R . .
C39 C 0.21478(13) 0.1631(3) 0.23681(14) 0.0602(9) Uani 1 1 d . . .
H39 H 0.2464 0.1274 0.2407 0.072 Uiso 1 1 calc R . .
C40 C 0.09295(12) 0.4413(2) 0.44467(14) 0.0548(8) Uani 1 1 d . . .
H40A H 0.0889 0.4484 0.4019 0.066 Uiso 1 1 calc R . .
H40B H 0.0746 0.3746 0.4519 0.066 Uiso 1 1 calc R . .
C41 C 0.06980(12) 0.5404(2) 0.46713(14) 0.0556(8) Uani 1 1 d . . .
C42 C 0.05528(14) 0.6319(3) 0.43227(17) 0.0711(10) Uani 1 1 d . . .
H42 H 0.0584 0.6286 0.3929 0.085 Uiso 1 1 calc R . .
C43 C 0.03246(14) 0.7274(3) 0.50523(18) 0.0737(11) Uani 1 1 d . . .
H43 H 0.0198 0.7924 0.5189 0.088 Uiso 1 1 calc R . .
C44 C 0.04488(14) 0.6410(3) 0.54348(17) 0.0730(10) Uani 1 1 d . . .
H44 H 0.0409 0.6461 0.5825 0.088 Uiso 1 1 calc R . .
C45 C 0.06333(13) 0.5463(3) 0.52353(16) 0.0673(10) Uani 1 1 d . . .
H45 H 0.0716 0.4850 0.5489 0.081 Uiso 1 1 calc R . .
C46 C 0.0759(2) 0.7724(4) 0.23793(19) 0.0967(14) Uani 1 1 d . . .
C47 C 0.1143(3) 0.7224(5) 0.2856(2) 0.141(2) Uani 1 1 d . . .
H47 H 0.1387 0.7656 0.3116 0.169 Uiso 1 1 calc R . .
C48 C 0.1130(3) 0.6104(5) 0.2908(2) 0.1148(19) Uani 1 1 d . . .
H48 H 0.1369 0.5766 0.3218 0.138 Uiso 1 1 calc R . .
C49 C 0.0791(2) 0.5444(5) 0.2535(3) 0.1190(19) Uani 1 1 d . . .
H49 H 0.0791 0.4674 0.2594 0.143 Uiso 1 1 calc R . .
C50 C 0.0452(2) 0.5920(5) 0.2078(3) 0.1186(19) Uani 1 1 d . . .
H50 H 0.0223 0.5478 0.1806 0.142 Uiso 1 1 calc R . .
C51 C 0.04461(19) 0.7027(4) 0.2015(2) 0.0939(14) Uani 1 1 d . . .
H51 H 0.0207 0.7334 0.1695 0.113 Uiso 1 1 calc R . .
C52 C 0.0750(3) 0.8867(4) 0.2319(3) 0.200(4) Uani 1 1 d . . .
H52A H 0.0618 0.9061 0.1907 0.300 Uiso 1 1 calc R . .
H52B H 0.1093 0.9157 0.2454 0.300 Uiso 1 1 calc R . .
H52C H 0.0532 0.9183 0.2555 0.300 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 C31 1.326(4) . ?
N1 C30 1.344(4) . ?
N2 C37 1.341(4) . ?
N2 C36 1.346(4) . ?
N3 C43 1.331(5) . ?
N3 C42 1.342(4) . ?
C1 C6 1.396(4) . ?
C1 C2 1.413(4) . ?
C1 C20 1.470(4) . ?
C2 C3 1.385(4) . ?
C2 C14 1.528(4) . ?
C3 C4 1.416(4) . ?
C3 C27 1.483(4) . ?
C4 C5 1.391(4) . ?
C4 C21 1.519(4) . ?
C5 C6 1.406(4) . ?
C5 C13 1.481(4) . ?
C6 C7 1.512(4) . ?
C7 C8 1.515(4) . ?
C7 C28 1.567(4) . ?
C7 H7 1.0000 . ?
C8 C9 1.387(4) . ?
C8 C13 1.412(4) . ?
C9 C10 1.383(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(4) . ?
C12 H12 0.9500 . ?
C14 C15 1.505(4) . ?
C14 C34 1.558(4) . ?
C14 H14 1.0000 . ?
C15 C16 1.395(4) . ?
C15 C20 1.399(4) . ?
C16 C17 1.385(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.392(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.406(4) . ?
C19 H19 0.9500 . ?
C21 C22 1.519(4) . ?
C21 C40 1.546(4) . ?
C21 H21 1.0000 . ?
C22 C23 1.390(4) . ?
C22 C27 1.403(4) . ?
C23 C24 1.391(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.385(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.384(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.383(4) . ?
C26 H26 0.9500 . ?
C28 C29 1.522(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.379(4) . ?
C29 C33 1.381(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.366(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.382(4) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.500(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.383(4) . ?
C35 C39 1.393(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.377(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.379(4) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.516(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C45 1.379(5) . ?
C41 C42 1.386(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.375(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.384(5) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 C51 1.356(6) . ?
C46 C52 1.402(6) . ?
C46 C47 1.474(6) . ?
C47 C48 1.372(7) . ?
C47 H47 0.9500 . ?
C48 C49 1.375(7) . ?
C48 H48 0.9500 . ?
C49 C50 1.370(7) . ?
C49 H49 0.9500 . ?
C50 C51 1.358(6) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C31 N1 C30 116.2(3) . . ?
C37 N2 C36 116.2(3) . . ?
C43 N3 C42 116.8(3) . . ?
C6 C1 C2 119.7(3) . . ?
C6 C1 C20 131.4(3) . . ?
C2 C1 C20 108.6(3) . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 C14 130.5(2) . . ?
C1 C2 C14 109.6(2) . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 C27 131.3(3) . . ?
C4 C3 C27 107.9(2) . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 C21 129.8(3) . . ?
C3 C4 C21 110.7(2) . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 C13 131.3(3) . . ?
C6 C5 C13 108.5(2) . . ?
C1 C6 C5 120.2(2) . . ?
C1 C6 C7 129.5(3) . . ?
C5 C6 C7 110.3(2) . . ?
C6 C7 C8 102.1(2) . . ?
C6 C7 C28 111.2(2) . . ?
C8 C7 C28 108.8(2) . . ?
C6 C7 H7 111.5 . . ?
C8 C7 H7 111.5 . . ?
C28 C7 H7 111.5 . . ?
C9 C8 C13 120.4(3) . . ?
C9 C8 C7 128.9(3) . . ?
C13 C8 C7 110.6(2) . . ?
C10 C9 C8 119.3(3) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C11 C10 C9 120.3(3) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 121.4(3) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C13 C12 C11 118.8(3) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C8 119.8(3) . . ?
C12 C13 C5 132.6(3) . . ?
C8 C13 C5 107.6(2) . . ?
C15 C14 C2 101.9(2) . . ?
C15 C14 C34 110.4(2) . . ?
C2 C14 C34 114.8(2) . . ?
C15 C14 H14 109.8 . . ?
C2 C14 H14 109.8 . . ?
C34 C14 H14 109.8 . . ?
C16 C15 C20 120.7(3) . . ?
C16 C15 C14 128.0(3) . . ?
C20 C15 C14 111.3(3) . . ?
C17 C16 C15 119.3(3) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 120.1(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 121.5(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 118.5(3) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
C15 C20 C19 119.8(3) . . ?
C15 C20 C1 108.1(2) . . ?
C19 C20 C1 132.0(3) . . ?
C22 C21 C4 101.5(2) . . ?
C22 C21 C40 111.8(2) . . ?
C4 C21 C40 112.8(2) . . ?
C22 C21 H21 110.1 . . ?
C4 C21 H21 110.1 . . ?
C40 C21 H21 110.1 . . ?
C23 C22 C27 120.0(3) . . ?
C23 C22 C21 128.7(3) . . ?
C27 C22 C21 111.4(2) . . ?
C22 C23 C24 118.9(3) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 120.5(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C27 C26 C25 119.3(3) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C26 C27 C22 120.5(3) . . ?
C26 C27 C3 131.4(3) . . ?
C22 C27 C3 108.0(3) . . ?
C29 C28 C7 111.9(2) . . ?
C29 C28 H28A 109.2 . . ?
C7 C28 H28A 109.2 . . ?
C29 C28 H28B 109.2 . . ?
C7 C28 H28B 109.2 . . ?
H28A C28 H28B 107.9 . . ?
C30 C29 C33 116.1(3) . . ?
C30 C29 C28 122.2(3) . . ?
C33 C29 C28 121.5(3) . . ?
N1 C30 C29 125.1(3) . . ?
N1 C30 H30 117.4 . . ?
C29 C30 H30 117.4 . . ?
N1 C31 C32 124.1(4) . . ?
N1 C31 H31 117.9 . . ?
C32 C31 H31 117.9 . . ?
C31 C32 C33 118.2(3) . . ?
C31 C32 H32 120.9 . . ?
C33 C32 H32 120.9 . . ?
C29 C33 C32 120.3(3) . . ?
C29 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C35 C34 C14 115.0(2) . . ?
C35 C34 H34A 108.5 . . ?
C14 C34 H34A 108.5 . . ?
C35 C34 H34B 108.5 . . ?
C14 C34 H34B 108.5 . . ?
H34A C34 H34B 107.5 . . ?
C36 C35 C39 116.2(3) . . ?
C36 C35 C34 119.4(3) . . ?
C39 C35 C34 124.3(3) . . ?
N2 C36 C35 125.5(3) . . ?
N2 C36 H36 117.2 . . ?
C35 C36 H36 117.2 . . ?
N2 C37 C38 123.1(3) . . ?
N2 C37 H37 118.4 . . ?
C38 C37 H37 118.4 . . ?
C37 C38 C39 119.3(3) . . ?
C37 C38 H38 120.4 . . ?
C39 C38 H38 120.4 . . ?
C38 C39 C35 119.7(3) . . ?
C38 C39 H39 120.2 . . ?
C35 C39 H39 120.2 . . ?
C41 C40 C21 112.2(2) . . ?
C41 C40 H40A 109.2 . . ?
C21 C40 H40A 109.2 . . ?
C41 C40 H40B 109.2 . . ?
C21 C40 H40B 109.2 . . ?
H40A C40 H40B 107.9 . . ?
C45 C41 C42 116.3(3) . . ?
C45 C41 C40 122.3(3) . . ?
C42 C41 C40 121.4(3) . . ?
N3 C42 C41 124.7(4) . . ?
N3 C42 H42 117.6 . . ?
C41 C42 H42 117.6 . . ?
N3 C43 C44 123.6(3) . . ?
N3 C43 H43 118.2 . . ?
C44 C43 H43 118.2 . . ?
C43 C44 C45 118.1(4) . . ?
C43 C44 H44 120.9 . . ?
C45 C44 H44 120.9 . . ?
C41 C45 C44 120.5(3) . . ?
C41 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C51 C46 C52 124.5(5) . . ?
C51 C46 C47 116.7(5) . . ?
C52 C46 C47 118.8(6) . . ?
C48 C47 C46 116.8(6) . . ?
C48 C47 H47 121.6 . . ?
C46 C47 H47 121.6 . . ?
C47 C48 C49 123.6(6) . . ?
C47 C48 H48 118.2 . . ?
C49 C48 H48 118.2 . . ?
C50 C49 C48 118.7(6) . . ?
C50 C49 H49 120.7 . . ?
C48 C49 H49 120.7 . . ?
C51 C50 C49 119.7(6) . . ?
C51 C50 H50 120.1 . . ?
C49 C50 H50 120.1 . . ?
C46 C51 C50 124.4(5) . . ?
C46 C51 H51 117.8 . . ?
C50 C51 H51 117.8 . . ?
C46 C52 H52A 109.5 . . ?
C46 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C46 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.7(4) . . . . ?
C20 C1 C2 C3 -174.2(2) . . . . ?
C6 C1 C2 C14 178.5(2) . . . . ?
C20 C1 C2 C14 3.6(3) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C14 C2 C3 C4 -177.8(3) . . . . ?
C1 C2 C3 C27 173.8(3) . . . . ?
C14 C2 C3 C27 -3.5(5) . . . . ?
C2 C3 C4 C5 1.4(4) . . . . ?
C27 C3 C4 C5 -174.1(3) . . . . ?
C2 C3 C4 C21 -179.4(3) . . . . ?
C27 C3 C4 C21 5.1(3) . . . . ?
C3 C4 C5 C6 -2.6(4) . . . . ?
C21 C4 C5 C6 178.4(3) . . . . ?
C3 C4 C5 C13 174.0(3) . . . . ?
C21 C4 C5 C13 -5.0(5) . . . . ?
C2 C1 C6 C5 -1.8(4) . . . . ?
C20 C1 C6 C5 171.7(3) . . . . ?
C2 C1 C6 C7 176.2(3) . . . . ?
C20 C1 C6 C7 -10.3(5) . . . . ?
C4 C5 C6 C1 2.8(4) . . . . ?
C13 C5 C6 C1 -174.5(2) . . . . ?
C4 C5 C6 C7 -175.6(3) . . . . ?
C13 C5 C6 C7 7.2(3) . . . . ?
C1 C6 C7 C8 172.0(3) . . . . ?
C5 C6 C7 C8 -9.9(3) . . . . ?
C1 C6 C7 C28 -72.2(4) . . . . ?
C5 C6 C7 C28 105.9(3) . . . . ?
C6 C7 C8 C9 -174.8(3) . . . . ?
C28 C7 C8 C9 67.7(4) . . . . ?
C6 C7 C8 C13 9.2(3) . . . . ?
C28 C7 C8 C13 -108.3(3) . . . . ?
C13 C8 C9 C10 -0.1(4) . . . . ?
C7 C8 C9 C10 -175.8(3) . . . . ?
C8 C9 C10 C11 0.0(5) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C10 C11 C12 C13 -0.4(5) . . . . ?
C11 C12 C13 C8 0.3(4) . . . . ?
C11 C12 C13 C5 -177.3(3) . . . . ?
C9 C8 C13 C12 0.0(4) . . . . ?
C7 C8 C13 C12 176.4(3) . . . . ?
C9 C8 C13 C5 178.1(3) . . . . ?
C7 C8 C13 C5 -5.4(3) . . . . ?
C4 C5 C13 C12 -0.1(5) . . . . ?
C6 C5 C13 C12 176.7(3) . . . . ?
C4 C5 C13 C8 -177.9(3) . . . . ?
C6 C5 C13 C8 -1.1(3) . . . . ?
C3 C2 C14 C15 170.8(3) . . . . ?
C1 C2 C14 C15 -6.8(3) . . . . ?
C3 C2 C14 C34 -70.0(4) . . . . ?
C1 C2 C14 C34 112.5(3) . . . . ?
C2 C14 C15 C16 -173.2(3) . . . . ?
C34 C14 C15 C16 64.5(4) . . . . ?
C2 C14 C15 C20 7.8(3) . . . . ?
C34 C14 C15 C20 -114.6(3) . . . . ?
C20 C15 C16 C17 0.5(4) . . . . ?
C14 C15 C16 C17 -178.5(3) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C16 C17 C18 C19 -0.6(5) . . . . ?
C17 C18 C19 C20 -0.5(5) . . . . ?
C16 C15 C20 C19 -1.6(4) . . . . ?
C14 C15 C20 C19 177.5(3) . . . . ?
C16 C15 C20 C1 174.8(3) . . . . ?
C14 C15 C20 C1 -6.0(3) . . . . ?
C18 C19 C20 C15 1.6(4) . . . . ?
C18 C19 C20 C1 -173.9(3) . . . . ?
C6 C1 C20 C15 -172.7(3) . . . . ?
C2 C1 C20 C15 1.4(3) . . . . ?
C6 C1 C20 C19 3.2(5) . . . . ?
C2 C1 C20 C19 177.3(3) . . . . ?
C5 C4 C21 C22 172.5(3) . . . . ?
C3 C4 C21 C22 -6.6(3) . . . . ?
C5 C4 C21 C40 -67.7(4) . . . . ?
C3 C4 C21 C40 113.3(3) . . . . ?
C4 C21 C22 C23 -174.9(3) . . . . ?
C40 C21 C22 C23 64.7(4) . . . . ?
C4 C21 C22 C27 5.8(3) . . . . ?
C40 C21 C22 C27 -114.7(3) . . . . ?
C27 C22 C23 C24 1.6(5) . . . . ?
C21 C22 C23 C24 -177.7(3) . . . . ?
C22 C23 C24 C25 -1.9(5) . . . . ?
C23 C24 C25 C26 0.8(5) . . . . ?
C24 C25 C26 C27 0.7(5) . . . . ?
C25 C26 C27 C22 -1.0(5) . . . . ?
C25 C26 C27 C3 -178.0(3) . . . . ?
C23 C22 C27 C26 -0.1(4) . . . . ?
C21 C22 C27 C26 179.3(3) . . . . ?
C23 C22 C27 C3 177.5(3) . . . . ?
C21 C22 C27 C3 -3.1(3) . . . . ?
C2 C3 C27 C26 1.2(5) . . . . ?
C4 C3 C27 C26 176.0(3) . . . . ?
C2 C3 C27 C22 -176.1(3) . . . . ?
C4 C3 C27 C22 -1.2(3) . . . . ?
C6 C7 C28 C29 -56.9(3) . . . . ?
C8 C7 C28 C29 54.8(3) . . . . ?
C7 C28 C29 C30 -94.2(3) . . . . ?
C7 C28 C29 C33 81.9(4) . . . . ?
C31 N1 C30 C29 0.2(6) . . . . ?
C33 C29 C30 N1 -2.0(5) . . . . ?
C28 C29 C30 N1 174.2(3) . . . . ?
C30 N1 C31 C32 1.5(6) . . . . ?
N1 C31 C32 C33 -1.4(6) . . . . ?
C30 C29 C33 C32 2.0(5) . . . . ?
C28 C29 C33 C32 -174.2(3) . . . . ?
C31 C32 C33 C29 -0.5(5) . . . . ?
C15 C14 C34 C35 61.0(3) . . . . ?
C2 C14 C34 C35 -53.4(4) . . . . ?
C14 C34 C35 C36 101.7(3) . . . . ?
C14 C34 C35 C39 -80.7(4) . . . . ?
C37 N2 C36 C35 2.0(5) . . . . ?
C39 C35 C36 N2 -1.0(5) . . . . ?
C34 C35 C36 N2 176.8(3) . . . . ?
C36 N2 C37 C38 -0.8(5) . . . . ?
N2 C37 C38 C39 -1.3(5) . . . . ?
C37 C38 C39 C35 2.3(5) . . . . ?
C36 C35 C39 C38 -1.2(5) . . . . ?
C34 C35 C39 C38 -178.9(3) . . . . ?
C22 C21 C40 C41 -70.3(3) . . . . ?
C4 C21 C40 C41 176.0(2) . . . . ?
C21 C40 C41 C45 -68.2(4) . . . . ?
C21 C40 C41 C42 109.9(4) . . . . ?
C43 N3 C42 C41 -1.0(6) . . . . ?
C45 C41 C42 N3 2.1(6) . . . . ?
C40 C41 C42 N3 -176.1(3) . . . . ?
C42 N3 C43 C44 -0.1(6) . . . . ?
N3 C43 C44 C45 0.0(6) . . . . ?
C42 C41 C45 C44 -2.1(5) . . . . ?
C40 C41 C45 C44 176.0(3) . . . . ?
C43 C44 C45 C41 1.2(5) . . . . ?
C51 C46 C47 C48 -3.5(7) . . . . ?
C52 C46 C47 C48 178.5(5) . . . . ?
C46 C47 C48 C49 1.4(8) . . . . ?
C47 C48 C49 C50 1.6(8) . . . . ?
C48 C49 C50 C51 -2.5(7) . . . . ?
C52 C46 C51 C50 -179.3(5) . . . . ?
C47 C46 C51 C50 2.9(7) . . . . ?
C49 C50 C51 C46 0.2(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        71.68
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.056


####################################################################### 
# 
# 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_Amln432
_database_code_depnum_ccdc_archive 'CCDC 916397'
_audit_update_record             
;
2014-07-28 deposited with the CCDC.
2016-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"[syn,syn,syn-5,10,15-tris(3-pyridyl)-10,15-dihydro-5H-diindeno[1,2-a;1',2'-c]fluorene]rhenium(I)tricarbonyl hexafluorophosphate"
_chemical_name_common            ?
_chemical_melting_point          'not determined'
_chemical_formula_moiety         'C48 H33 N3 O3 Re, F6 P'
_chemical_formula_sum            'C68 H53 Cl60 F6 N3 O3 P Re'
_chemical_formula_weight         3418.30

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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'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'
'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'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-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'
'-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'

_cell_length_a                   13.4468(3)
_cell_length_b                   13.4468(3)
_cell_length_c                   53.0891(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     8313.3(4)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9944
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      70.64

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      4.097
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    4.097
_exptl_crystal_F_000             10020
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    32.193
_shelx_estimated_absorpt_T_min   0.248
_shelx_estimated_absorpt_T_max   0.359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.248
_exptl_absorpt_correction_T_max  0.359
_exptl_absorpt_process_details   'SHELXL-97 (Sheldrick, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38162
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -64
_diffrn_reflns_limit_l_max       64
_diffrn_reflns_theta_min         2.497
_diffrn_reflns_theta_max         71.113
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3571
_reflns_number_gt                3179
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

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

_refine_special_details          SQUEEZE
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.097 0.774 0.205 1055 385 ' '
2 -0.057 -0.002 0.538 1052 385 ' '
3 0.072 0.537 0.872 1048 384 ' '
_platon_squeeze_details          
; 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0763P)²+78.7180P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3571
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1479
_refine_ls_wR_factor_gt          0.1444
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Re1 Re 0.0000 0.0000 0.14237(2) 0.04343(18) Uani 1 3 d S T P . .
P1 P 0.3333 0.6667 0.04617(6) 0.0515(6) Uani 1 3 d S T P . .
F1 F 0.3474(4) 0.5778(4) 0.06355(9) 0.0748(12) Uani 1 1 d . . . . .
F2 F 0.2438(4) 0.5649(4) 0.02909(10) 0.0825(13) Uani 1 1 d . . . . .
O1 O -0.0197(6) 0.1681(6) 0.17752(11) 0.094(2) Uani 1 1 d . . . . .
N1 N 0.1201(4) 0.1434(4) 0.11747(7) 0.0388(10) Uani 1 1 d . . . . .
C1 C -0.0690(4) 0.0503(4) 0.03539(8) 0.0269(9) Uani 1 1 d . . . . .
C2 C 0.0491(4) 0.1196(4) 0.03555(8) 0.0271(9) Uani 1 1 d . . . . .
C3 C 0.1217(4) 0.2490(4) 0.03500(9) 0.0304(9) Uani 1 1 d . . . . .
H3 H 0.0992 0.2802 0.0204 0.036 Uiso 1 1 calc R U . . .
C4 C 0.2416(4) 0.2671(4) 0.03092(9) 0.0336(10) Uani 1 1 d . . . . .
C5 C 0.3440(5) 0.3689(4) 0.02633(11) 0.0430(12) Uani 1 1 d . . . . .
H5 H 0.3452 0.4400 0.0254 0.052 Uiso 1 1 calc R U . . .
C6 C 0.4440(5) 0.3643(5) 0.02315(12) 0.0480(13) Uani 1 1 d . . . . .
H6 H 0.5141 0.4329 0.0197 0.058 Uiso 1 1 calc R U . . .
C7 C -0.1628(4) 0.0783(4) 0.03235(8) 0.0305(10) Uani 1 1 d . . . . .
C8 C -0.1601(5) 0.1825(5) 0.02934(9) 0.0372(11) Uani 1 1 d . . . . .
H8 H -0.0897 0.2532 0.0303 0.045 Uiso 1 1 calc R U . . .
C9 C -0.2628(5) 0.1803(5) 0.02485(11) 0.0453(13) Uani 1 1 d . . . . .
H9 H -0.2623 0.2508 0.0229 0.054 Uiso 1 1 calc R U . . .
C10 C 0.1125(4) 0.3050(4) 0.05989(9) 0.0350(10) Uani 1 1 d . . . . .
H10A H 0.1561 0.3895 0.0580 0.042 Uiso 1 1 calc R U . . .
H10B H 0.0310 0.2818 0.0628 0.042 Uiso 1 1 calc R U . . .
C11 C 0.1574(5) 0.2721(4) 0.08252(9) 0.0381(11) Uani 1 1 d . . . . .
C12 C 0.0861(5) 0.1796(5) 0.09710(9) 0.0360(11) Uani 1 1 d . . . . .
H12 H 0.0072 0.1378 0.0926 0.043 Uiso 1 1 calc R U . . .
C13 C 0.2321(5) 0.2051(6) 0.12328(11) 0.0544(16) Uani 1 1 d . . . . .
H13 H 0.2587 0.1831 0.1377 0.065 Uiso 1 1 calc R U . . .
C14 C 0.3093(6) 0.2968(7) 0.10984(14) 0.071(2) Uani 1 1 d . . . . .
H14 H 0.3880 0.3362 0.1146 0.086 Uiso 1 1 calc R U . . .
C15 C 0.2735(5) 0.3329(6) 0.08923(12) 0.0571(16) Uani 1 1 d . . . . .
H15 H 0.3267 0.3979 0.0798 0.068 Uiso 1 1 calc R U . . .
C16 C -0.0123(6) 0.1096(7) 0.16419(11) 0.0612(17) 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
Re1 C16 1.946(7) . ?
Re1 C16 1.946(7) 3 ?
Re1 C16 1.946(7) 2 ?
Re1 N1 2.227(5) 2 ?
Re1 N1 2.227(5) 3 ?
Re1 N1 2.227(5) . ?
P1 F2 1.580(5) . ?
P1 F2 1.580(5) 3_565 ?
P1 F2 1.580(5) 2_665 ?
P1 F1 1.594(4) . ?
P1 F1 1.594(4) 3_565 ?
P1 F1 1.594(5) 2_665 ?
O1 C16 1.098(8) . ?
N1 C13 1.344(7) . ?
N1 C12 1.356(6) . ?
C1 C2 1.382(6) . ?
C1 C2 1.413(6) 2 ?
C1 C7 1.494(6) . ?
C2 C1 1.413(6) 3 ?
C2 C3 1.511(6) . ?
C3 C4 1.521(7) . ?
C3 C10 1.557(6) . ?
C3 H3 1.0000 . ?
C4 C5 1.394(7) . ?
C4 C7 1.402(7) 3 ?
C5 C6 1.387(8) . ?
C5 H5 0.9500 . ?
C6 C9 1.362(9) 3 ?
C6 H6 0.9500 . ?
C7 C8 1.393(7) . ?
C7 C4 1.402(7) 2 ?
C8 C9 1.388(8) . ?
C8 H8 0.9500 . ?
C9 C6 1.362(9) 2 ?
C9 H9 0.9500 . ?
C10 C11 1.506(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.368(7) . ?
C11 C15 1.399(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.351(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.378(9) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?

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
C16 Re1 C16 88.2(3) . 3 ?
C16 Re1 C16 88.2(3) . 2 ?
C16 Re1 C16 88.2(3) 3 2 ?
C16 Re1 N1 93.7(2) . 2 ?
C16 Re1 N1 177.2(2) 3 2 ?
C16 Re1 N1 89.8(2) 2 2 ?
C16 Re1 N1 177.2(2) . 3 ?
C16 Re1 N1 89.8(2) 3 3 ?
C16 Re1 N1 93.7(2) 2 3 ?
N1 Re1 N1 88.36(15) 2 3 ?
C16 Re1 N1 89.8(2) . . ?
C16 Re1 N1 93.7(2) 3 . ?
C16 Re1 N1 177.2(2) 2 . ?
N1 Re1 N1 88.35(15) 2 . ?
N1 Re1 N1 88.36(15) 3 . ?
F2 P1 F2 90.3(3) . 3_565 ?
F2 P1 F2 90.3(3) . 2_665 ?
F2 P1 F2 90.3(3) 3_565 2_665 ?
F2 P1 F1 90.4(2) . . ?
F2 P1 F1 179.2(3) 3_565 . ?
F2 P1 F1 89.4(3) 2_665 . ?
F2 P1 F1 89.4(3) . 3_565 ?
F2 P1 F1 90.4(2) 3_565 3_565 ?
F2 P1 F1 179.2(3) 2_665 3_565 ?
F1 P1 F1 89.8(3) . 3_565 ?
F2 P1 F1 179.2(3) . 2_665 ?
F2 P1 F1 89.4(3) 3_565 2_665 ?
F2 P1 F1 90.4(2) 2_665 2_665 ?
F1 P1 F1 89.8(3) . 2_665 ?
F1 P1 F1 89.8(3) 3_565 2_665 ?
C13 N1 C12 115.9(5) . . ?
C13 N1 Re1 120.2(4) . . ?
C12 N1 Re1 123.8(4) . . ?
C2 C1 C2 120.4(4) . 2 ?
C2 C1 C7 131.4(4) . . ?
C2 C1 C7 108.0(4) 2 . ?
C1 C2 C1 119.6(4) . 3 ?
C1 C2 C3 129.8(4) . . ?
C1 C2 C3 110.6(4) 3 . ?
C2 C3 C4 102.2(4) . . ?
C2 C3 C10 112.2(4) . . ?
C4 C3 C10 112.2(4) . . ?
C2 C3 H3 110.0 . . ?
C4 C3 H3 110.0 . . ?
C10 C3 H3 110.0 . . ?
C5 C4 C7 120.0(5) . 3 ?
C5 C4 C3 129.1(5) . . ?
C7 C4 C3 110.9(4) 3 . ?
C6 C5 C4 118.8(5) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C9 C6 C5 120.9(5) 3 . ?
C9 C6 H6 119.6 3 . ?
C5 C6 H6 119.6 . . ?
C8 C7 C4 120.3(5) . 2 ?
C8 C7 C1 131.7(4) . . ?
C4 C7 C1 107.8(4) 2 . ?
C9 C8 C7 118.3(5) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C6 C9 C8 121.7(5) 2 . ?
C6 C9 H9 119.2 2 . ?
C8 C9 H9 119.2 . . ?
C11 C10 C3 113.2(4) . . ?
C11 C10 H10A 108.9 . . ?
C3 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
C3 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C12 C11 C15 117.2(5) . . ?
C12 C11 C10 121.1(5) . . ?
C15 C11 C10 121.7(5) . . ?
N1 C12 C11 124.7(5) . . ?
N1 C12 H12 117.6 . . ?
C11 C12 H12 117.6 . . ?
N1 C13 C14 123.7(5) . . ?
N1 C13 H13 118.1 . . ?
C14 C13 H13 118.1 . . ?
C13 C14 C15 119.8(6) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C11 118.7(6) . . ?
C14 C15 H15 120.6 . . ?
C11 C15 H15 120.6 . . ?
O1 C16 Re1 176.4(7) . . ?

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
C2 C1 C2 C1 1.2(8) 2 . . 3 ?
C7 C1 C2 C1 -171.5(3) . . . 3 ?
C2 C1 C2 C3 178.9(3) 2 . . . ?
C7 C1 C2 C3 6.2(7) . . . . ?
C1 C2 C3 C4 -170.5(4) . . . . ?
C1 C2 C3 C4 7.3(5) 3 . . . ?
C1 C2 C3 C10 69.2(6) . . . . ?
C1 C2 C3 C10 -113.0(4) 3 . . . ?
C2 C3 C4 C5 173.0(5) . . . . ?
C10 C3 C4 C5 -66.6(7) . . . . ?
C2 C3 C4 C7 -7.1(5) . . . 3 ?
C10 C3 C4 C7 113.3(5) . . . 3 ?
C7 C4 C5 C6 0.3(8) 3 . . . ?
C3 C4 C5 C6 -179.9(5) . . . . ?
C4 C5 C6 C9 -1.0(9) . . . 3 ?
C2 C1 C7 C8 -1.7(8) . . . . ?
C2 C1 C7 C8 -175.0(5) 2 . . . ?
C2 C1 C7 C4 173.7(4) . . . 2 ?
C2 C1 C7 C4 0.4(5) 2 . . 2 ?
C4 C7 C8 C9 -0.2(7) 2 . . . ?
C1 C7 C8 C9 174.7(5) . . . . ?
C7 C8 C9 C6 -0.6(9) . . . 2 ?
C2 C3 C10 C11 63.5(5) . . . . ?
C4 C3 C10 C11 -50.9(6) . . . . ?
C3 C10 C11 C12 -91.9(6) . . . . ?
C3 C10 C11 C15 86.8(6) . . . . ?
C13 N1 C12 C11 0.4(8) . . . . ?
Re1 N1 C12 C11 175.6(4) . . . . ?
C15 C11 C12 N1 0.1(8) . . . . ?
C10 C11 C12 N1 178.9(5) . . . . ?
C12 N1 C13 C14 -1.3(10) . . . . ?
Re1 N1 C13 C14 -176.6(6) . . . . ?
N1 C13 C14 C15 1.6(13) . . . . ?
C13 C14 C15 C11 -0.9(12) . . . . ?
C12 C11 C15 C14 0.1(10) . . . . ?
C10 C11 C15 C14 -178.6(7) . . . . ?

_refine_diff_density_max         2.112
_refine_diff_density_min         -1.600
_refine_diff_density_rms         0.120

_shelxl_version_number           2013-4



_exptl_crystal_recrystallization_method 
'slow evaporation of chloroform solution of the title compound'
_chemical_compound_source        'synthesized chemically by authors'
_exptl_crystal_preparation       Luminescent
