#------------------------------------------------------------------------------
#$Date: 2017-09-23 04:23:38 +0300 (Sat, 23 Sep 2017) $
#$Revision: 201191 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/07/7120701.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7120701
loop_
_publ_author_name
'Belyaev, Andrey'
'Chen, Yi-Ting'
'Su, Shih-Hao'
'Tseng, Yu-Jui'
'Karttunen, Antti J.'
'Tunik, Sergey P.'
'Chou, Pi-Tai'
'Koshevoy, Igor O.'
_publ_section_title
;
 Copper-mediated phospha-annulation to attain water-soluble polycyclic
 luminophores
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC06882D
_journal_year                    2017
_chemical_formula_moiety         'C52 H42 P2, 2(I)'
_chemical_formula_sum            'C52 H42 I2 P2'
_chemical_formula_weight         982.59
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-07-24 deposited with the CCDC.
2017-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.6523(9)
_cell_length_b                   12.2403(5)
_cell_length_c                   13.5209(5)
_cell_measurement_reflns_used    9947
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.23
_cell_measurement_theta_min      2.38
_cell_volume                     4245.5(3)
_computing_cell_refinement       'SAINT (Bruker AXS, 2009)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_molecular_graphics    'Diamond v.4.03 (Brandenburg, 2014)'
_computing_publication_material  'SHELXL-2016 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 16
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '62mm x 62mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Bruker KAPPA APEX II DUO CCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            48631
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.380
_diffrn_reflns_theta_min         1.588
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.593
_exptl_absorpt_correction_T_max  0.878
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_type   multi-scan
_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_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_description       block
_exptl_crystal_F_000             1960
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.169
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.082
_refine_diff_density_max         1.219
_refine_diff_density_min         -1.222
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         8910
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0307P)²+3.1403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0772
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7321
_reflns_number_total             8910
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc06882d2.cif
_cod_data_source_block           2
_cod_database_code               7120701
_shelx_shelxl_version_number     2016/6
_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.
;
_shelx_estimated_absorpt_t_min   0.775
_shelx_estimated_absorpt_t_max   0.880
_shelxl_version_number           2013-4
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'
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
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 . .
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'
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
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) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
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 .
