#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/77/1517746.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_1517746
loop_
_publ_author_name
'Rawe, Benjamin W.'
'Chun, Cindy P.'
'Gates, Derek P.'
_publ_section_title
;
 Anionic polymerisation of phosphaalkenes bearing polyaromatic
 chromophores: phosphine polymers showing “turn-on” emission
 selectively with peroxide
;
_journal_issue                   12
_journal_name_full               'Chem. Sci.'
_journal_page_first              4928
_journal_paper_doi               10.1039/C4SC02133A
_journal_volume                  5
_journal_year                    2014
_chemical_formula_moiety         'C26 H23 P'
_chemical_formula_sum            'C26 H23 P'
_chemical_formula_weight         366.41
_chemical_name_systematic
;
 ?
;
_chemical_properties_physical    Air-sensitive
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 99.348(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   12.054(5)
_cell_length_b                   9.298(5)
_cell_length_c                   18.724(5)
_cell_measurement_reflns_used    4928
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      1.9
_cell_volume                     2070.7(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 APEX 2'
_diffrn_measurement_method       'area detector'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13929
_diffrn_reflns_theta_full        27.90
_diffrn_reflns_theta_max         27.90
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             776
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Hexanes'
_exptl_crystal_size_max          1.1
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         4928
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0412
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0432P)²+0.7756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.1043
_reflns_number_gt                3787
_reflns_number_total             4928
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4sc02133a1.cif
_cod_data_source_block           dg074_0m
_cod_depositor_comments
'Adding full bibliography for 1517745--1517747.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1517746
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 0.70630(12) -0.01269(18) 0.34104(8) 0.0320(3) Uani 1 1 d .
C2 C 0.70194(14) -0.16273(19) 0.34961(9) 0.0390(4) Uani 1 1 d .
C3 C 0.59267(18) -0.2443(2) 0.33290(12) 0.0550(5) Uani 1 1 d .
H3A H 0.5487 -0.2292 0.3719 0.082 Uiso 1 1 calc R
H3B H 0.6084 -0.3471 0.3288 0.082 Uiso 1 1 calc R
H3C H 0.5499 -0.2095 0.2871 0.082 Uiso 1 1 calc R
C4 C 0.80110(17) -0.2367(2) 0.37626(9) 0.0499(5) Uani 1 1 d .
H4 H 0.7986 -0.3382 0.3812 0.060 Uiso 1 1 calc R
C5 C 0.90260(16) -0.1664(3) 0.39557(10) 0.0513(5) Uani 1 1 d .
C6 C 1.00930(19) -0.2496(3) 0.42342(12) 0.0773(8) Uani 1 1 d .
H6A H 1.0524 -0.2640 0.3839 0.116 Uiso 1 1 calc R
H6B H 0.9896 -0.3433 0.4418 0.116 Uiso 1 1 calc R
H6C H 1.0548 -0.1953 0.4625 0.116 Uiso 1 1 calc R
C7 C 0.90500(14) -0.0192(2) 0.38709(9) 0.0477(5) Uani 1 1 d .
H7 H 0.9742 0.0301 0.4007 0.057 Uiso 1 1 calc R
C8 C 0.80962(13) 0.0600(2) 0.35929(9) 0.0387(4) Uani 1 1 d .
C9 C 0.82023(15) 0.2197(2) 0.34974(11) 0.0508(5) Uani 1 1 d .
H9A H 0.7989 0.2695 0.3916 0.076 Uiso 1 1 calc R
H9B H 0.7705 0.2502 0.3056 0.076 Uiso 1 1 calc R
H9C H 0.8982 0.2435 0.3457 0.076 Uiso 1 1 calc R
C10 C 0.53891(11) 0.19939(15) 0.35250(7) 0.0234(3) Uani 1 1 d .
C11 C 0.58838(11) 0.23110(14) 0.42860(7) 0.0220(3) Uani 1 1 d .
C12 C 0.62532(12) 0.12434(15) 0.47905(8) 0.0261(3) Uani 1 1 d .
H12 H 0.6191 0.0261 0.4650 0.031 Uiso 1 1 calc R
C13 C 0.67097(13) 0.15995(17) 0.54946(8) 0.0326(3) Uani 1 1 d .
H13 H 0.6956 0.0860 0.5833 0.039 Uiso 1 1 calc R
C14 C 0.68097(14) 0.30215(18) 0.57088(9) 0.0356(4) Uani 1 1 d .
H14 H 0.7126 0.3260 0.6192 0.043 Uiso 1 1 calc R
C15 C 0.64472(14) 0.40925(17) 0.52168(9) 0.0369(4) Uani 1 1 d .
H15 H 0.6520 0.5073 0.5360 0.044 Uiso 1 1 calc R
C16 C 0.59771(13) 0.37402(16) 0.45141(8) 0.0307(3) Uani 1 1 d .
H16 H 0.5714 0.4484 0.4182 0.037 Uiso 1 1 calc R
C17 C 0.44230(12) 0.29120(15) 0.31967(7) 0.0242(3) Uani 1 1 d .
C18 C 0.45023(14) 0.37549(17) 0.26036(8) 0.0338(3) Uani 1 1 d .
H18 H 0.5175 0.3742 0.2401 0.041 Uiso 1 1 calc R
C19 C 0.35980(15) 0.46422(19) 0.22901(9) 0.0408(4) Uani 1 1 d .
H19 H 0.3674 0.5223 0.1883 0.049 Uiso 1 1 calc R
C20 C 0.26261(14) 0.46711(18) 0.25647(9) 0.0372(4) Uani 1 1 d .
H20 H 0.2024 0.5264 0.2345 0.045 Uiso 1 1 calc R
C21 C 0.24967(12) 0.38287(15) 0.31754(8) 0.0280(3) Uani 1 1 d .
C22 C 0.14990(13) 0.38666(17) 0.34819(9) 0.0346(4) Uani 1 1 d .
H22 H 0.0895 0.4465 0.3271 0.042 Uiso 1 1 calc R
C23 C 0.13903(13) 0.30617(18) 0.40720(9) 0.0357(4) Uani 1 1 d .
H23 H 0.0719 0.3116 0.4276 0.043 Uiso 1 1 calc R
C24 C 0.22695(12) 0.21477(17) 0.43830(8) 0.0308(3) Uani 1 1 d .
H24 H 0.2183 0.1571 0.4789 0.037 Uiso 1 1 calc R
C25 C 0.32476(11) 0.20888(15) 0.41019(7) 0.0244(3) Uani 1 1 d .
H25 H 0.3834 0.1467 0.4316 0.029 Uiso 1 1 calc R
C26 C 0.34032(11) 0.29365(14) 0.34987(7) 0.0227(3) Uani 1 1 d .
P1 P 0.57949(3) 0.07750(5) 0.29514(2) 0.02996(11) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C8 119.73(15)
C2 C1 P1 117.66(12)
C8 C1 P1 122.13(14)
C4 C2 C1 118.86(17)
C4 C2 C3 119.60(18)
C1 C2 C3 121.51(15)
C2 C3 H3A 109.5
C2 C3 H3B 109.5
H3A C3 H3B 109.5
C2 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C5 C4 C2 121.98(19)
C5 C4 H4 119.0
C2 C4 H4 119.0
C7 C5 C4 118.25(17)
C7 C5 C6 120.9(2)
C4 C5 C6 120.9(2)
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C5 C7 C8 122.41(18)
C5 C7 H7 118.8
C8 C7 H7 118.8
C7 C8 C1 118.73(18)
C7 C8 C9 119.02(16)
C1 C8 C9 122.25(15)
C8 C9 H9A 109.5
C8 C9 H9B 109.5
H9A C9 H9B 109.5
C8 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C11 C10 C17 116.56(12)
C11 C10 P1 129.23(10)
C17 C10 P1 114.15(10)
C12 C11 C16 118.06(13)
C12 C11 C10 123.00(12)
C16 C11 C10 118.94(12)
C13 C12 C11 120.63(14)
C13 C12 H12 119.7
C11 C12 H12 119.7
C14 C13 C12 120.53(14)
C14 C13 H13 119.7
C12 C13 H13 119.7
C15 C14 C13 119.62(14)
C15 C14 H14 120.2
C13 C14 H14 120.2
C14 C15 C16 120.03(14)
C14 C15 H15 120.0
C16 C15 H15 120.0
C15 C16 C11 121.11(14)
C15 C16 H16 119.4
C11 C16 H16 119.4
C18 C17 C26 119.06(13)
C18 C17 C10 120.43(13)
C26 C17 C10 120.51(12)
C17 C18 C19 121.13(15)
C17 C18 H18 119.4
C19 C18 H18 119.4
C20 C19 C18 120.62(15)
C20 C19 H19 119.7
C18 C19 H19 119.7
C19 C20 C21 120.76(14)
C19 C20 H20 119.6
C21 C20 H20 119.6
C22 C21 C20 121.77(14)
C22 C21 C26 119.05(14)
C20 C21 C26 119.18(14)
C23 C22 C21 121.13(14)
C23 C22 H22 119.4
C21 C22 H22 119.4
C22 C23 C24 120.21(15)
C22 C23 H23 119.9
C24 C23 H23 119.9
C25 C24 C23 120.17(15)
C25 C24 H24 119.9
C23 C24 H24 119.9
C24 C25 C26 121.28(13)
C24 C25 H25 119.4
C26 C25 H25 119.4
C25 C26 C21 118.12(13)
C25 C26 C17 122.64(12)
C21 C26 C17 119.24(13)
C10 P1 C1 108.36(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.406(3)
C1 C8 1.409(2)
C1 P1 1.8307(16)
C2 C4 1.399(2)
C2 C3 1.508(3)
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
C4 C5 1.382(3)
C4 H4 0.9500
C5 C7 1.379(3)
C5 C6 1.519(3)
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 C8 1.393(2)
C7 H7 0.9500
C8 C9 1.504(3)
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 C11 1.4821(19)
C10 C17 1.4933(19)
C10 P1 1.6876(15)
C11 C12 1.3926(19)
C11 C16 1.395(2)
C12 C13 1.384(2)
C12 H12 0.9500
C13 C14 1.381(2)
C13 H13 0.9500
C14 C15 1.379(2)
C14 H14 0.9500
C15 C16 1.385(2)
C15 H15 0.9500
C16 H16 0.9500
C17 C18 1.375(2)
C17 C26 1.434(2)
C18 C19 1.416(2)
C18 H18 0.9500
C19 C20 1.354(3)
C19 H19 0.9500
C20 C21 1.415(2)
C20 H20 0.9500
C21 C22 1.415(2)
C21 C26 1.4261(19)
C22 C23 1.358(2)
C22 H22 0.9500
C23 C24 1.409(2)
C23 H23 0.9500
C24 C25 1.368(2)
C24 H24 0.9500
C25 C26 1.414(2)
C25 H25 0.9500
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
C8 C1 C2 C4 0.0(2)
P1 C1 C2 C4 172.16(12)
C8 C1 C2 C3 178.13(16)
P1 C1 C2 C3 -9.7(2)
C1 C2 C4 C5 1.2(3)
C3 C2 C4 C5 -176.99(17)
C2 C4 C5 C7 -0.9(3)
C2 C4 C5 C6 -179.18(16)
C4 C5 C7 C8 -0.7(3)
C6 C5 C7 C8 177.66(17)
C5 C7 C8 C1 1.8(3)
C5 C7 C8 C9 -178.19(17)
C2 C1 C8 C7 -1.4(2)
P1 C1 C8 C7 -173.22(12)
C2 C1 C8 C9 178.56(16)
P1 C1 C8 C9 6.8(2)
C17 C10 C11 C12 141.27(14)
P1 C10 C11 C12 -41.7(2)
C17 C10 C11 C16 -38.08(18)
P1 C10 C11 C16 138.99(13)
C16 C11 C12 C13 -0.7(2)
C10 C11 C12 C13 179.96(13)
C11 C12 C13 C14 -0.2(2)
C12 C13 C14 C15 0.3(3)
C13 C14 C15 C16 0.6(3)
C14 C15 C16 C11 -1.5(3)
C12 C11 C16 C15 1.5(2)
C10 C11 C16 C15 -179.12(14)
C11 C10 C17 C18 118.38(15)
P1 C10 C17 C18 -59.13(16)
C11 C10 C17 C26 -61.11(17)
P1 C10 C17 C26 121.39(12)
C26 C17 C18 C19 0.1(2)
C10 C17 C18 C19 -179.39(14)
C17 C18 C19 C20 -0.6(3)
C18 C19 C20 C21 0.7(3)
C19 C20 C21 C22 178.52(15)
C19 C20 C21 C26 -0.4(2)
C20 C21 C22 C23 -179.41(15)
C26 C21 C22 C23 -0.5(2)
C21 C22 C23 C24 -1.2(2)
C22 C23 C24 C25 1.4(2)
C23 C24 C25 C26 0.1(2)
C24 C25 C26 C21 -1.8(2)
C24 C25 C26 C17 179.25(13)
C22 C21 C26 C25 2.00(19)
C20 C21 C26 C25 -179.09(13)
C22 C21 C26 C17 -179.02(13)
C20 C21 C26 C17 -0.1(2)
C18 C17 C26 C25 179.16(13)
C10 C17 C26 C25 -1.3(2)
C18 C17 C26 C21 0.2(2)
C10 C17 C26 C21 179.73(12)
C11 C10 P1 C1 -2.65(15)
C17 C10 P1 C1 174.47(10)
C2 C1 P1 C10 120.55(13)
C8 C1 P1 C10 -67.49(14)
