#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:37:05 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180270 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/56/7115631.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_7115631
loop_
_publ_author_name
'Shanshan Wu'
'Arnold L. Rheingold'
'John D. Protasiewicz'
_publ_section_title
;
 Luminescent materials containing multiple benzoxaphosphole units
;
_journal_name_full               Chem.Commun.
_journal_page_first              11036
_journal_paper_doi               10.1039/C4cc05259E
_journal_volume                  50
_journal_year                    2014
_chemical_formula_sum            'C42 H58 O2 P2'
_chemical_formula_weight         656.82
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.773(2)
_cell_angle_beta                 101.934(2)
_cell_angle_gamma                107.345(2)
_cell_formula_units_Z            1
_cell_length_a                   6.5471(4)
_cell_length_b                   10.5962(6)
_cell_length_c                   14.3323(9)
_cell_measurement_reflns_used    5053
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.48
_cell_measurement_theta_min      2.88
_cell_volume                     895.07(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11737
_diffrn_reflns_theta_full        26.49
_diffrn_reflns_theta_max         26.49
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.9829
_exptl_absorpt_correction_T_min  0.9633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.11
_platon_squeeze_details
; 
 SQUEEZE (PLATON, A. Spek) was used to treat diffuse solvent 
 contributions.  Total electron count found = 37/unit cell.  Calculated for
 1 hexane (the re'xtal solvent) = 50/unit cell.  The intensive
 properties (density, F(000), etc.) reflect these contributions.  
;
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3677
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0352
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1273
_reflns_number_gt                3184
_reflns_number_total             3677
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc05259e2.cif
_cod_data_source_block           pro35
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'tTriclinic' was replaced with
'triclinic' value as specified in the replacement file
'/home/robertas/cod-tools/perl-scripts/inputs/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        895.07(9)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7115631
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
P1 P 0.66218(5) 0.19157(3) 0.15927(2) 0.01435(14) Uani 1 1 d .
O1 O 0.60879(15) -0.06628(9) 0.14987(7) 0.0141(2) Uani 1 1 d .
C1 C 0.1405(2) -0.32777(14) 0.33975(12) 0.0216(3) Uani 1 1 d .
H15 H 0.2955 -0.3158 0.3614 0.032 Uiso 1 1 calc R
H1 H 0.0843 -0.3702 0.2699 0.032 Uiso 1 1 calc R
H16 H 0.0590 -0.3850 0.3741 0.032 Uiso 1 1 calc R
C2 C 0.1126(2) -0.18755(14) 0.36196(10) 0.0149(3) Uani 1 1 d .
C3 C 0.2477(2) -0.08894(14) 0.31215(10) 0.0136(3) Uani 1 1 d .
C4 C 0.3685(2) -0.12877(14) 0.25131(10) 0.0136(3) Uani 1 1 d .
H3 H 0.3710 -0.2175 0.2380 0.016 Uiso 1 1 calc R
C5 C 0.4859(2) -0.03137(14) 0.21089(9) 0.0130(3) Uani 1 1 d .
C6 C 0.7105(2) 0.04378(14) 0.11786(10) 0.0137(3) Uani 1 1 d .
C7 C 0.8548(2) 0.01942(14) 0.05644(10) 0.0136(3) Uani 1 1 d .
C8 C 0.9326(2) -0.08997(14) 0.05610(10) 0.0156(3) Uani 1 1 d .
H4 H 0.8878 -0.1506 0.0934 0.019 Uiso 1 1 calc R
C9 C 0.9237(2) 0.10826(14) -0.00033(10) 0.0162(3) Uani 1 1 d .
H5 H 0.8725 0.1812 -0.0009 0.019 Uiso 1 1 calc R
C10 C 0.1919(2) -0.12598(15) 0.47448(10) 0.0199(3) Uani 1 1 d .
H2 H 0.1782 -0.0373 0.4899 0.030 Uiso 1 1 calc R
H17 H 0.3450 -0.1171 0.4987 0.030 Uiso 1 1 calc R
H18 H 0.1021 -0.1851 0.5052 0.030 Uiso 1 1 calc R
C11 C 0.2513(2) 0.04780(14) 0.32988(9) 0.0140(3) Uani 1 1 d .
H22 H 0.1672 0.0732 0.3699 0.017 Uiso 1 1 calc R
C12 C 0.3716(2) 0.14594(13) 0.29156(9) 0.0124(3) Uani 1 1 d .
C13 C 0.4921(2) 0.10353(14) 0.22710(10) 0.0130(3) Uani 1 1 d .
C14 C 0.3873(2) 0.29631(13) 0.32135(10) 0.0144(3) Uani 1 1 d .
C15 C 0.3138(2) 0.34591(14) 0.23004(10) 0.0182(3) Uani 1 1 d .
H8 H 0.3304 0.4408 0.2507 0.027 Uiso 1 1 calc R
H7 H 0.1605 0.2926 0.1959 0.027 Uiso 1 1 calc R
H6 H 0.4047 0.3353 0.1866 0.027 Uiso 1 1 calc R
C16 C 0.2404(2) 0.31793(15) 0.38920(11) 0.0202(3) Uani 1 1 d .
H9 H 0.2531 0.4126 0.4052 0.030 Uiso 1 1 calc R
H10 H 0.2882 0.2931 0.4489 0.030 Uiso 1 1 calc R
H11 H 0.0879 0.2616 0.3559 0.030 Uiso 1 1 calc R
C17 C 0.6311(2) 0.38563(14) 0.37802(11) 0.0204(3) Uani 1 1 d .
H14 H 0.6433 0.4800 0.3970 0.031 Uiso 1 1 calc R
H12 H 0.7257 0.3758 0.3362 0.031 Uiso 1 1 calc R
H13 H 0.6760 0.3567 0.4361 0.031 Uiso 1 1 calc R
C18 C -0.1358(2) -0.20814(16) 0.32417(11) 0.0214(3) Uani 1 1 d .
H20 H -0.1554 -0.1210 0.3383 0.032 Uiso 1 1 calc R
H21 H -0.2201 -0.2673 0.3566 0.032 Uiso 1 1 calc R
H19 H -0.1871 -0.2490 0.2540 0.032 Uiso 1 1 calc R
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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
C6 P1 C13 88.50(6) .
C6 O1 C5 110.30(10) .
C2 C1 H15 109.5 .
C2 C1 H1 109.5 .
H15 C1 H1 109.5 .
C2 C1 H16 109.5 .
H15 C1 H16 109.5 .
H1 C1 H16 109.5 .
C1 C2 C10 108.16(11) .
C1 C2 C18 108.77(11) .
C10 C2 C18 109.25(11) .
C1 C2 C3 111.86(11) .
C10 C2 C3 109.53(10) .
C18 C2 C3 109.23(10) .
C4 C3 C11 118.52(12) .
C4 C3 C2 122.25(12) .
C11 C3 C2 119.22(11) .
C3 C4 C5 117.54(12) .
C3 C4 H3 121.2 .
C5 C4 H3 121.2 .
O1 C5 C4 119.63(12) .
O1 C5 C13 115.32(11) .
C4 C5 C13 125.05(12) .
O1 C6 C7 114.63(11) .
O1 C6 P1 116.22(9) .
C7 C6 P1 129.08(10) .
C9 C7 C8 118.68(12) .
C9 C7 C6 120.27(12) .
C8 C7 C6 121.01(12) .
C9 C8 C7 120.16(12) 2_755
C9 C8 H4 119.9 2_755
C7 C8 H4 119.9 .
C8 C9 C7 121.16(13) 2_755
C8 C9 H5 119.4 2_755
C7 C9 H5 119.4 .
C2 C10 H2 109.5 .
C2 C10 H17 109.5 .
H2 C10 H17 109.5 .
C2 C10 H18 109.5 .
H2 C10 H18 109.5 .
H17 C10 H18 109.5 .
C12 C11 C3 124.19(12) .
C12 C11 H22 117.9 .
C3 C11 H22 117.9 .
C11 C12 C13 117.05(12) .
C11 C12 C14 121.85(11) .
C13 C12 C14 121.00(11) .
C5 C13 C12 117.60(12) .
C5 C13 P1 109.66(9) .
C12 C13 P1 132.73(10) .
C16 C14 C12 112.09(11) .
C16 C14 C15 107.46(11) .
C12 C14 C15 111.32(11) .
C16 C14 C17 108.01(11) .
C12 C14 C17 108.60(10) .
C15 C14 C17 109.27(11) .
C14 C15 H8 109.5 .
C14 C15 H7 109.5 .
H8 C15 H7 109.5 .
C14 C15 H6 109.5 .
H8 C15 H6 109.5 .
H7 C15 H6 109.5 .
C14 C16 H9 109.5 .
C14 C16 H10 109.5 .
H9 C16 H10 109.5 .
C14 C16 H11 109.5 .
H9 C16 H11 109.5 .
H10 C16 H11 109.5 .
C14 C17 H14 109.5 .
C14 C17 H12 109.5 .
H14 C17 H12 109.5 .
C14 C17 H13 109.5 .
H14 C17 H13 109.5 .
H12 C17 H13 109.5 .
C2 C18 H20 109.5 .
C2 C18 H21 109.5 .
H20 C18 H21 109.5 .
C2 C18 H19 109.5 .
H20 C18 H19 109.5 .
H21 C18 H19 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C6 1.7117(14) .
P1 C13 1.7951(13) .
O1 C6 1.3701(16) .
O1 C5 1.3769(15) .
C1 C2 1.5334(19) .
C1 H15 0.9600 .
C1 H1 0.9600 .
C1 H16 0.9600 .
C2 C10 1.5344(19) .
C2 C18 1.5381(18) .
C2 C3 1.5404(17) .
C3 C4 1.3825(17) .
C3 C11 1.4157(18) .
C4 C5 1.3880(18) .
C4 H3 0.9300 .
C5 C13 1.3917(19) .
C6 C7 1.4625(17) .
C7 C9 1.3917(19) .
C7 C8 1.3978(19) .
C8 C9 1.3868(18) 2_755
C8 H4 0.9300 .
C9 C8 1.3868(18) 2_755
C9 H5 0.9300 .
C10 H2 0.9600 .
C10 H17 0.9600 .
C10 H18 0.9600 .
C11 C12 1.3812(18) .
C11 H22 0.9300 .
C12 C13 1.4268(17) .
C12 C14 1.5366(18) .
C14 C16 1.5358(18) .
C14 C15 1.5387(19) .
C14 C17 1.5424(19) .
C15 H8 0.9600 .
C15 H7 0.9600 .
C15 H6 0.9600 .
C16 H9 0.9600 .
C16 H10 0.9600 .
C16 H11 0.9600 .
C17 H14 0.9600 .
C17 H12 0.9600 .
C17 H13 0.9600 .
C18 H20 0.9600 .
C18 H21 0.9600 .
C18 H19 0.9600 .
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_4
C1 C2 C3 C4 2.94(17) .
C10 C2 C3 C4 122.85(13) .
C18 C2 C3 C4 -117.53(14) .
C1 C2 C3 C11 -176.25(12) .
C10 C2 C3 C11 -56.35(15) .
C18 C2 C3 C11 63.27(15) .
C11 C3 C4 C5 -0.24(18) .
C2 C3 C4 C5 -179.45(11) .
C6 O1 C5 C4 179.80(11) .
C6 O1 C5 C13 -0.42(15) .
C3 C4 C5 O1 179.98(11) .
C3 C4 C5 C13 0.2(2) .
C5 O1 C6 C7 177.00(10) .
C5 O1 C6 P1 -0.13(13) .
C13 P1 C6 O1 0.47(10) .
C13 P1 C6 C7 -176.17(13) .
O1 C6 C7 C9 164.17(12) .
P1 C6 C7 C9 -19.14(19) .
O1 C6 C7 C8 -18.11(18) .
P1 C6 C7 C8 158.57(11) .
C9 C7 C8 C9 0.3(2) 2_755
C6 C7 C8 C9 -177.48(12) 2_755
C8 C7 C9 C8 -0.3(2) 2_755
C6 C7 C9 C8 177.50(12) 2_755
C4 C3 C11 C12 -1.18(19) .
C2 C3 C11 C12 178.05(11) .
C3 C11 C12 C13 2.50(19) .
C3 C11 C12 C14 -173.97(11) .
O1 C5 C13 C12 -178.64(11) .
C4 C5 C13 C12 1.12(19) .
O1 C5 C13 P1 0.75(14) .
C4 C5 C13 P1 -179.48(11) .
C11 C12 C13 C5 -2.37(18) .
C14 C12 C13 C5 174.14(11) .
C11 C12 C13 P1 178.40(10) .
C14 C12 C13 P1 -5.09(19) .
C6 P1 C13 C5 -0.66(10) .
C6 P1 C13 C12 178.61(14) .
C11 C12 C14 C16 -4.88(17) .
C13 C12 C14 C16 178.79(12) .
C11 C12 C14 C15 -125.27(13) .
C13 C12 C14 C15 58.39(16) .
C11 C12 C14 C17 114.38(13) .
C13 C12 C14 C17 -61.96(15) .
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
1 0.071 0.500 1.000 145 37
