# Electronic Supplementary Material (ESI) for ChemComm.
# 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. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1564304'
_audit_update_record             
;
2017-07-24 deposited with the CCDC.
2017-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H42 P2, 2(I)'
_chemical_formula_sum            'C52 H42 I2 P2'
_chemical_formula_weight         982.59

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y+1/2, z'
'-x, -y, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'
'x-1/2, y-1/2, -z'

_cell_length_a                   25.6523(9)
_cell_length_b                   12.2403(5)
_cell_length_c                   13.5209(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4245.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9947
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      34.23

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_F_000             1960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.169
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.082
_exptl_absorpt_coefficient_mu    1.593
_shelx_estimated_absorpt_T_min   0.775
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_T_max  0.878
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;



_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX II DUO CCD'
_diffrn_measurement_device       '62mm x 62mm CCD camera on κ-goniostat'
_diffrn_detector_area_resol_mean 16 # 8 for binned mode
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_reflns_number            48631
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.588
_diffrn_reflns_theta_max         34.380
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8910
_reflns_number_gt                7321
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Diamond v.4.03 (Brandenburg, 2014)'
_computing_publication_material  'SHELXL-2016 (Sheldrick, 2016)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0307P)²+3.1403P] 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         8910
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0772
_refine_ls_wR_factor_gt          0.0734
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.44571(5) 0.97926(13) -0.00893(10) 0.0148(2) Uani 1 1 d . . . . .
C2 C 0.46424(5) 1.08753(13) -0.00957(11) 0.0151(2) Uani 1 1 d . . . . .
C3 C 0.43048(6) 1.17934(14) -0.02294(12) 0.0198(3) Uani 1 1 d . . . . .
H3 H 0.3943 1.1671 -0.0333 0.024 Uiso 1 1 calc R U . . .
C4 C 0.44870(7) 1.28386(14) -0.02126(13) 0.0229(3) Uani 1 1 d . . . . .
H4 H 0.4252 1.3432 -0.0295 0.027 Uiso 1 1 calc R U . . .
C5 C 0.49723(7) 0.69555(14) 0.00719(13) 0.0217(3) Uani 1 1 d . . . . .
H5 H 0.4848 0.6225 0.0049 0.026 Uiso 1 1 calc R U . . .
C6 C 0.46327(6) 0.78019(13) -0.00295(12) 0.0186(3) Uani 1 1 d . . . . .
H6 H 0.4272 0.7652 -0.0112 0.022 Uiso 1 1 calc R U . . .
C7 C 0.48073(5) 0.89144(13) -0.00143(11) 0.0152(2) Uani 1 1 d . . . . .
C8 C 0.38864(5) 0.95668(13) -0.02388(11) 0.0157(2) Uani 1 1 d . . . . .
C9 C 0.37161(6) 0.94460(15) -0.12154(12) 0.0208(3) Uani 1 1 d . . . . .
H9 H 0.3963 0.9507 -0.1737 0.025 Uiso 1 1 calc R U . . .
C10 C 0.31967(6) 0.92398(15) -0.14477(13) 0.0226(3) Uani 1 1 d . . . . .
H10 H 0.3094 0.9157 -0.2118 0.027 Uiso 1 1 calc R U . . .
C11 C 0.28304(7) 0.91560(17) -0.06992(14) 0.0272(4) Uani 1 1 d . . . . .
H11 H 0.2474 0.9025 -0.0853 0.033 Uiso 1 1 calc R U . . .
C12 C 0.29878(6) 0.92646(17) 0.02752(13) 0.0259(4) Uani 1 1 d . . . . .
H12 H 0.2737 0.9206 0.0789 0.031 Uiso 1 1 calc R U . . .
C13 C 0.35113(6) 0.94601(14) 0.05163(12) 0.0184(3) Uani 1 1 d . . . . .
C14 C 0.32540(7) 0.84528(15) 0.24054(13) 0.0249(3) Uani 1 1 d . . . . .
H14A H 0.2886 0.8522 0.2218 0.037 Uiso 1 1 calc R U . . .
H14B H 0.3287 0.8509 0.3126 0.037 Uiso 1 1 calc R U . . .
H14C H 0.3387 0.7743 0.2186 0.037 Uiso 1 1 calc R U . . .
C15 C 0.42861(6) 0.93430(13) 0.22103(11) 0.0173(3) Uani 1 1 d . . . . .
C16 C 0.44959(7) 0.82959(14) 0.22666(13) 0.0237(3) Uani 1 1 d . . . . .
H16 H 0.4293 0.7677 0.2088 0.028 Uiso 1 1 calc R U . . .
C17 C 0.50071(8) 0.81719(16) 0.25888(15) 0.0302(4) Uani 1 1 d . . . . .
H17 H 0.5155 0.7461 0.2626 0.036 Uiso 1 1 calc R U . . .
C18 C 0.53042(7) 0.90678(17) 0.28565(13) 0.0262(4) Uani 1 1 d . . . . .
H18 H 0.5654 0.8970 0.3070 0.031 Uiso 1 1 calc R U . . .
C19 C 0.50924(7) 1.01055(16) 0.28131(14) 0.0251(3) Uani 1 1 d . . . . .
H19 H 0.5295 1.0721 0.3003 0.030 Uiso 1 1 calc R U . . .
C20 C 0.45815(6) 1.02451(14) 0.24902(14) 0.0230(3) Uani 1 1 d . . . . .
H20 H 0.4434 1.0957 0.2461 0.028 Uiso 1 1 calc R U . . .
C21 C 0.34018(6) 1.08126(14) 0.23002(13) 0.0205(3) Uani 1 1 d . . . . .
C22 C 0.33397(8) 1.17199(17) 0.16891(17) 0.0340(4) Uani 1 1 d . . . . .
H22 H 0.3385 1.1651 0.0995 0.041 Uiso 1 1 calc R U . . .
C23 C 0.32107(9) 1.27281(19) 0.2100(2) 0.0445(6) Uani 1 1 d . . . . .
H23 H 0.3180 1.3355 0.1690 0.053 Uiso 1 1 calc R U . . .
C24 C 0.31285(8) 1.28137(19) 0.3107(2) 0.0424(6) Uani 1 1 d . . . . .
H24 H 0.3036 1.3500 0.3385 0.051 Uiso 1 1 calc R U . . .
C25 C 0.31792(8) 1.1912(2) 0.37119(18) 0.0370(5) Uani 1 1 d . . . . .
H25 H 0.3116 1.1978 0.4401 0.044 Uiso 1 1 calc R U . . .
C26 C 0.33218(7) 1.09145(16) 0.33197(14) 0.0264(3) Uani 1 1 d . . . . .
H26 H 0.3365 1.0300 0.3740 0.032 Uiso 1 1 calc R U . . .
P1 P 0.36241(2) 0.95259(4) 0.18312(3) 0.01626(7) Uani 1 1 d . . . . .
I1 I 0.35220(2) 0.57804(2) 0.07383(2) 0.02519(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C7 1.405(2) . ?
C1 C2 1.408(2) . ?
C1 C8 1.503(2) . ?
C2 C3 1.430(2) . ?
C2 C7 1.443(2) 5_675 ?
C3 C4 1.362(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.422(2) 5_675 ?
C4 H4 0.9500 . ?
C5 C6 1.361(2) . ?
C5 C4 1.422(2) 5_675 ?
C5 H5 0.9500 . ?
C6 C7 1.434(2) . ?
C6 H6 0.9500 . ?
C7 C2 1.443(2) 5_675 ?
C8 C9 1.399(2) . ?
C8 C13 1.409(2) . ?
C9 C10 1.392(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.403(2) . ?
C12 H12 0.9500 . ?
C13 P1 1.8030(16) . ?
C14 P1 1.7972(17) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C20 1.392(2) . ?
C15 C16 1.392(2) . ?
C15 P1 1.7879(16) . ?
C16 C17 1.390(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.384(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.392(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.393(3) . ?
C21 C26 1.399(3) . ?
C21 P1 1.7910(17) . ?
C22 C23 1.393(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(3) . ?
C25 H25 0.9500 . ?
C26 H26 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
C7 C1 C2 120.32(13) . . ?
C7 C1 C8 119.46(14) . . ?
C2 C1 C8 120.07(13) . . ?
C1 C2 C3 122.40(13) . . ?
C1 C2 C7 119.85(13) . 5_675 ?
C3 C2 C7 117.74(14) . 5_675 ?
C4 C3 C2 121.87(14) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 120.21(15) . 5_675 ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 5_675 . ?
C6 C5 C4 120.19(16) . 5_675 ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 5_675 . ?
C5 C6 C7 121.46(14) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C1 C7 C6 121.74(13) . . ?
C1 C7 C2 119.79(14) . 5_675 ?
C6 C7 C2 118.46(14) . 5_675 ?
C9 C8 C13 117.45(13) . . ?
C9 C8 C1 116.78(13) . . ?
C13 C8 C1 125.77(13) . . ?
C10 C9 C8 122.09(15) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C11 C10 C9 119.86(15) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 119.38(15) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 121.13(15) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C8 120.08(15) . . ?
C12 C13 P1 112.99(12) . . ?
C8 C13 P1 126.92(11) . . ?
P1 C14 H14A 109.5 . . ?
P1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
P1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 120.33(15) . . ?
C20 C15 P1 119.72(12) . . ?
C16 C15 P1 119.88(13) . . ?
C17 C16 C15 118.85(17) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C18 C17 C16 121.00(17) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.02(16) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 119.75(17) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C15 120.03(16) . . ?
C19 C20 H20 120.0 . . ?
C15 C20 H20 120.0 . . ?
C22 C21 C26 119.76(17) . . ?
C22 C21 P1 121.83(15) . . ?
C26 C21 P1 118.29(14) . . ?
C23 C22 C21 119.8(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C24 C23 C22 119.8(2) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C25 C24 C23 120.6(2) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C21 119.7(2) . . ?
C25 C26 H26 120.1 . . ?
C21 C26 H26 120.1 . . ?
C15 P1 C21 108.12(8) . . ?
C15 P1 C14 106.64(8) . . ?
C21 P1 C14 108.75(8) . . ?
C15 P1 C13 115.44(7) . . ?
C21 P1 C13 109.71(8) . . ?
C14 P1 C13 107.97(8) . . ?

_refine_diff_density_max         1.219
_refine_diff_density_min         -1.222
_refine_diff_density_rms         0.085

_shelxl_version_number           2013-4


_exptl_crystal_preparation       Luminescent
