#------------------------------------------------------------------------------
#$Date: 2021-06-19 03:41:13 +0300 (Sat, 19 Jun 2021) $
#$Revision: 266572 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/85/7128516.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_7128516
loop_
_publ_author_name
'Garcia-Marquez, Alfonso'
'Frontera, Antonio'
'Roisnel, Thierry'
'Gramage-Doria, Rafael'
_publ_section_title
;
 Ultrashort Hδ+ ··· Hδ- intermolecular distance in
 a supramolecular system in the solid state
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC02143E
_journal_year                    2021
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C18 H15 O P'
_chemical_formula_sum            'C18 H15 O P'
_chemical_formula_weight         278.27
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a :2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2021-03-18 deposited with the CCDC.	2021-06-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   26.3794(16)
_cell_length_b                   26.3794
_cell_length_c                   8.4535(5)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.4982
_cell_measurement_theta_min      2.1836
_cell_measurement_wavelength     0.710730
_cell_volume                     5882.6(5)
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_orient_matrix_UB_11      -0.0201809
_diffrn_orient_matrix_UB_12      -0.0268190
_diffrn_orient_matrix_UB_13      -0.0549880
_diffrn_orient_matrix_UB_21      0.0265565
_diffrn_orient_matrix_UB_22      -0.0256434
_diffrn_orient_matrix_UB_23      0.0268817
_diffrn_orient_matrix_UB_31      -0.0180146
_diffrn_orient_matrix_UB_32      -0.0077585
_diffrn_orient_matrix_UB_33      0.1012288
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            17005
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_min         2.530
_diffrn_source_current           1.00
_diffrn_source_power             50.0
_diffrn_source_voltage           50.00
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_description       stick
_exptl_crystal_F_000             2336
_exptl_crystal_size_max          0.580
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3379
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0354P)²+7.7327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1084
_reflns_number_gt                2774
_reflns_number_total             3379
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1cc02143e2.cif
_cod_data_source_block           AGM_C001
_cod_original_cell_volume        5882.6(8)
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               7128516
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
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
P1 P 0.49963(2) 0.37960(2) 0.29300(5) 0.02748(13) Uani 1 1 d . . . . .
C1 C 0.51230(6) 0.37699(6) 0.5059(2) 0.0256(3) Uani 1 1 d . . . . .
C2 C 0.49232(7) 0.33570(8) 0.5865(3) 0.0445(5) Uani 1 1 d . . . . .
H2 H 0.474844 0.309969 0.529909 0.053 Uiso 1 1 calc R U . . .
C3 C 0.49771(8) 0.33184(10) 0.7484(3) 0.0588(7) Uani 1 1 d . . . . .
H3 H 0.483215 0.303847 0.802668 0.071 Uiso 1 1 calc R U . . .
C4 C 0.52394(8) 0.36822(10) 0.8320(3) 0.0518(6) Uani 1 1 d . . . . .
H4 H 0.527680 0.365196 0.943398 0.062 Uiso 1 1 calc R U . . .
C5 C 0.54476(8) 0.40910(8) 0.7533(2) 0.0407(5) Uani 1 1 d . . . . .
H5 H 0.563083 0.434201 0.810037 0.049 Uiso 1 1 calc R U . . .
C6 C 0.53875(7) 0.41329(7) 0.5907(2) 0.0297(4) Uani 1 1 d . . . . .
H6 H 0.553009 0.441482 0.536752 0.036 Uiso 1 1 calc R U . . .
C7 C 0.54512(6) 0.42800(7) 0.2296(2) 0.0318(4) Uani 1 1 d . . . . .
C8 C 0.59500(7) 0.41199(9) 0.2069(3) 0.0488(6) Uani 1 1 d . . . . .
H8 H 0.603631 0.377470 0.224331 0.059 Uiso 1 1 calc R U . . .
C9 C 0.63200(8) 0.44583(12) 0.1594(3) 0.0654(8) Uani 1 1 d . . . . .
H9 H 0.665813 0.434428 0.144235 0.078 Uiso 1 1 calc R U . . .
C10 C 0.62004(9) 0.49619(11) 0.1340(3) 0.0634(8) Uani 1 1 d . . . . .
H10 H 0.645668 0.519610 0.104017 0.076 Uiso 1 1 calc R U . . .
C11 C 0.57075(9) 0.51213(10) 0.1523(3) 0.0566(6) Uani 1 1 d . . . . .
H11 H 0.562223 0.546536 0.132505 0.068 Uiso 1 1 calc R U . . .
C12 C 0.53333(8) 0.47833(8) 0.1995(2) 0.0402(5) Uani 1 1 d . . . . .
H12 H 0.499391 0.489763 0.211358 0.048 Uiso 1 1 calc R U . . .
C13 C 0.43881(6) 0.41324(6) 0.29305(19) 0.0247(3) Uani 1 1 d . . . . .
C14 C 0.40351(6) 0.40039(6) 0.17749(19) 0.0243(3) Uani 1 1 d . . . . .
H14 H 0.411920 0.375383 0.101007 0.029 Uiso 1 1 calc R U . . .
C15 C 0.35626(6) 0.42341(6) 0.17189(19) 0.0243(3) Uani 1 1 d . . . . .
H15 H 0.332546 0.414079 0.092475 0.029 Uiso 1 1 calc R U . . .
C16 C 0.34382(6) 0.46003(6) 0.2825(2) 0.0232(3) Uani 1 1 d . . . . .
C17 C 0.37809(6) 0.47317(6) 0.4004(2) 0.0255(3) Uani 1 1 d . . . . .
H17 H 0.369413 0.498097 0.476912 0.031 Uiso 1 1 calc R U . . .
C18 C 0.42498(6) 0.44964(6) 0.4056(2) 0.0258(3) Uani 1 1 d . . . . .
H18 H 0.448216 0.458356 0.487003 0.031 Uiso 1 1 calc R U . . .
O19 O 0.29750(4) 0.48438(4) 0.28255(16) 0.0296(3) Uani 1 1 d . . . . .
H19 H 0.2796(8) 0.4750(8) 0.206(3) 0.035 Uiso 1 1 d . U . . .
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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C7 101.19(8) . . ?
C1 P1 C13 100.23(7) . . ?
C7 P1 C13 103.64(8) . . ?
C6 C1 C2 118.64(17) . . ?
C6 C1 P1 125.08(13) . . ?
C2 C1 P1 116.27(14) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.72(19) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 119.6(2) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 121.01(18) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C12 C7 C8 118.44(18) . . ?
C12 C7 P1 125.00(14) . . ?
C8 C7 P1 116.54(15) . . ?
C9 C8 C7 120.7(2) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 120.5(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C7 C12 C11 120.51(19) . . ?
C7 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C18 118.01(15) . . ?
C14 C13 P1 117.87(12) . . ?
C18 C13 P1 124.07(12) . . ?
C15 C14 C13 121.24(15) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C16 C15 C14 119.70(15) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
O19 C16 C15 122.34(14) . . ?
O19 C16 C17 117.34(14) . . ?
C15 C16 C17 120.31(15) . . ?
C18 C17 C16 119.44(15) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C13 121.27(15) . . ?
C17 C18 H18 119.4 . . ?
C13 C18 H18 119.4 . . ?
C16 O19 H19 111.2(14) . . ?
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
P1 C1 1.8316(18) . ?
P1 C7 1.8323(19) . ?
P1 C13 1.8336(16) . ?
C1 C6 1.385(2) . ?
C1 C2 1.389(2) . ?
C2 C3 1.379(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.387(3) . ?
C7 C8 1.395(3) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.392(2) . ?
C13 C18 1.400(2) . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(2) . ?
C15 H15 0.9500 . ?
C16 O19 1.3806(19) . ?
C16 C17 1.390(2) . ?
C17 C18 1.385(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
O19 H19 0.84(2) . ?
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
C7 P1 C1 C6 15.97(16) . . . . ?
C13 P1 C1 C6 -90.29(15) . . . . ?
C7 P1 C1 C2 -165.76(15) . . . . ?
C13 P1 C1 C2 87.98(15) . . . . ?
C6 C1 C2 C3 1.7(3) . . . . ?
P1 C1 C2 C3 -176.71(17) . . . . ?
C1 C2 C3 C4 -1.5(4) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C2 C1 C6 C5 -0.8(3) . . . . ?
P1 C1 C6 C5 177.38(14) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C1 P1 C7 C12 -100.43(17) . . . . ?
C13 P1 C7 C12 3.12(19) . . . . ?
C1 P1 C7 C8 81.14(16) . . . . ?
C13 P1 C7 C8 -175.32(15) . . . . ?
C12 C7 C8 C9 1.6(3) . . . . ?
P1 C7 C8 C9 -179.87(19) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C8 C9 C10 C11 -1.7(4) . . . . ?
C9 C10 C11 C12 1.5(4) . . . . ?
C8 C7 C12 C11 -1.8(3) . . . . ?
P1 C7 C12 C11 179.82(18) . . . . ?
C10 C11 C12 C7 0.3(4) . . . . ?
C1 P1 C13 C14 -145.82(13) . . . . ?
C7 P1 C13 C14 109.90(14) . . . . ?
C1 P1 C13 C18 31.67(16) . . . . ?
C7 P1 C13 C18 -72.61(16) . . . . ?
C18 C13 C14 C15 1.0(2) . . . . ?
P1 C13 C14 C15 178.64(12) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 O19 179.75(14) . . . . ?
C14 C15 C16 C17 -1.1(2) . . . . ?
O19 C16 C17 C18 179.78(14) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C16 C17 C18 C13 0.8(2) . . . . ?
C14 C13 C18 C17 -1.5(2) . . . . ?
P1 C13 C18 C17 -179.01(13) . . . . ?
