#------------------------------------------------------------------------------
#$Date: 2025-03-01 04:03:50 +0200 (Sat, 01 Mar 2025) $
#$Revision: 297931 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/00/7250055.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_7250055
loop_
_publ_author_name
'Łastawiecka, Elżbieta'
'Matysiak, Joanna'
'Stankevič, Marek'
'Kozioł, Anna'
'Dyk, Konrad'
'Kamiński, Daniel Michael'
_publ_section_title
;
 Rationalization of thermal properties of some polycyclic organophosphorus
 compounds by structural and QSPR analyses
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D4CP04571H
_journal_year                    2025
_chemical_formula_sum            'C22 H38 O2 P2'
_chemical_formula_weight         396.46
_chemical_melting_point          615.4
_chemical_name_systematic
;
5,10-trans-dicyclopentyl-trans-tradecahydrophosphanthrene 5,10-dioxide 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-12-03 deposited with the CCDC.	2025-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                92.98(3)
_cell_angle_beta                 103.72(3)
_cell_angle_gamma                101.25(3)
_cell_formula_units_Z            1
_cell_length_a                   5.615(1)
_cell_length_b                   9.764(3)
_cell_length_c                   10.341(3)
_cell_measurement_reflns_used    2092
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.5270
_cell_measurement_theta_min      6.0870
_cell_volume                     537.3(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2763
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.845
_diffrn_measured_fraction_theta_max 0.790
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_Laue_measured_fraction_full 0.845
_diffrn_reflns_Laue_measured_fraction_max 0.790
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4736
_diffrn_reflns_point_group_measured_fraction_full 0.845
_diffrn_reflns_point_group_measured_fraction_max 0.790
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.965
_diffrn_reflns_theta_min         4.425
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.930
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78394
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   1.00
_exptl_transmission_factor_min   0.692
_refine_diff_density_max         1.035
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1793
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.149
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.1219
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1068P)²+5.4308P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3684
_refine_ls_wR_factor_ref         0.3759
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1491
_reflns_number_total             1793
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cp04571h2.cif
_cod_data_source_block           2B
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'none' was changed to
'?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               7250055
_shelx_shelxl_version_number     2018/3
_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, -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_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
O1 O -0.0528(10) 0.3947(8) 0.3407(7) 0.058(2) Uani 1 1 d . . . . .
P1 P 0.2268(4) 0.4234(3) 0.3782(2) 0.0407(8) Uani 1 1 d . . . . .
C1 C 0.3642(16) 0.6104(11) 0.4144(9) 0.048(2) Uani 1 1 d . . . . .
H1 H 0.299351 0.644907 0.486974 0.058 Uiso 1 1 calc R U . . .
C2 C 0.6543(16) 0.6491(11) 0.4634(9) 0.046(2) Uani 1 1 d . . . . .
H2 H 0.717945 0.604205 0.395562 0.055 Uiso 1 1 calc R U . . .
C3 C 0.766(2) 0.8073(13) 0.4735(12) 0.065(3) Uani 1 1 d . . . . .
H3B H 0.727162 0.854708 0.548087 0.078 Uiso 1 1 calc R U . . .
H3A H 0.947531 0.822219 0.490973 0.078 Uiso 1 1 calc R U . . .
C4 C 0.665(2) 0.8707(14) 0.3462(12) 0.068(3) Uani 1 1 d . . . . .
H4B H 0.735752 0.970784 0.357472 0.082 Uiso 1 1 calc R U . . .
H4A H 0.716635 0.829064 0.272786 0.082 Uiso 1 1 calc R U . . .
C5 C 0.386(2) 0.8461(14) 0.3134(14) 0.075(4) Uani 1 1 d . . . . .
H5B H 0.325863 0.887941 0.232289 0.090 Uiso 1 1 calc R U . . .
H5A H 0.334834 0.890066 0.385415 0.090 Uiso 1 1 calc R U . . .
C6 C 0.273(2) 0.6885(13) 0.2937(12) 0.064(3) Uani 1 1 d . . . . .
H6B H 0.314034 0.647372 0.216481 0.077 Uiso 1 1 calc R U . . .
H6A H 0.092074 0.674669 0.274486 0.077 Uiso 1 1 calc R U . . .
C11 C 0.3487(17) 0.3509(12) 0.2474(10) 0.055(3) Uani 1 1 d D . . . .
H11 H 0.519802 0.406277 0.260857 0.066 Uiso 1 1 calc R U . A 1
C12 C 0.369(4) 0.203(2) 0.232(2) 0.061(5) Uani 0.6 1 d D . P B 1
H12A H 0.230233 0.139558 0.249445 0.073 Uiso 0.6 1 d . U P C 1
H12B H 0.525468 0.189106 0.296065 0.073 Uiso 0.6 1 d . U P D 1
C13 C 0.384(6) 0.178(3) 0.091(2) 0.083(9) Uani 0.6 1 d D . P B 1
H13A H 0.353207 0.081314 0.062151 0.099 Uiso 0.6 1 d . U P E 1
H13B H 0.556251 0.222522 0.083591 0.099 Uiso 0.6 1 d . U P F 1
C14 C 0.206(8) 0.254(4) 0.009(3) 0.094(10) Uani 0.6 1 d D . P B 1
H14A H 0.034747 0.187142 -0.016024 0.113 Uiso 0.6 1 d . U P G 1
H14B H 0.246488 0.282334 -0.068187 0.113 Uiso 0.6 1 d . U P H 1
C15 C 0.203(5) 0.377(3) 0.103(2) 0.084(7) Uani 0.6 1 d D . P B 1
H15A H 0.022777 0.375075 0.105855 0.101 Uiso 0.6 1 d . U P I 1
H15B H 0.268978 0.460175 0.075687 0.101 Uiso 0.6 1 d . U P J 1
C12A C 0.183(8) 0.198(3) 0.197(3) 0.090(12) Uani 0.4 1 d D . P B 2
H12C H 0.281010 0.133667 0.261695 0.108 Uiso 0.4 1 d . U P K 2
H12D H 0.032506 0.184922 0.200357 0.108 Uiso 0.4 1 d . U P L 2
C13A C 0.217(17) 0.170(8) 0.056(5) 0.17(4) Uani 0.4 1 d D . P B 2
H13C H 0.340502 0.094337 0.059059 0.208 Uiso 0.4 1 d . U P M 2
H13D H 0.076740 0.129336 -0.002703 0.208 Uiso 0.4 1 d . U P N 2
C14A C 0.381(12) 0.301(5) 0.029(5) 0.103(18) Uani 0.4 1 d D . P B 2
H14C H 0.286027 0.314183 -0.065762 0.123 Uiso 0.4 1 d . U P O 2
H14D H 0.540340 0.299922 0.030988 0.123 Uiso 0.4 1 d . U P P 2
C15A C 0.368(8) 0.418(4) 0.128(3) 0.090(13) Uani 0.4 1 d D . P B 2
H15C H 0.486463 0.496030 0.134252 0.108 Uiso 0.4 1 d . U P Q 2
H15D H 0.190885 0.448893 0.090795 0.108 Uiso 0.4 1 d . U P R 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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
O1 P1 C1 112.0(4) . . ?
O1 P1 C11 111.7(4) . . ?
C1 P1 C11 109.0(5) . . ?
O1 P1 C2 111.0(4) . 2_666 ?
C1 P1 C2 103.7(4) . 2_666 ?
C11 P1 C2 109.2(5) . 2_666 ?
C6 C1 C2 110.5(8) . . ?
C6 C1 P1 110.5(7) . . ?
C2 C1 P1 115.3(7) . . ?
C3 C2 C1 113.9(8) . . ?
C3 C2 P1 110.7(7) . 2_666 ?
C1 C2 P1 112.6(7) . 2_666 ?
C4 C3 C2 111.9(9) . . ?
C5 C4 C3 110.9(10) . . ?
C4 C5 C6 110.0(10) . . ?
C5 C6 C1 114.2(9) . . ?
C12 C11 C15 103.8(14) . . ?
C15A C11 C12A 105.7(19) . . ?
C15A C11 P1 123.3(16) . . ?
C12 C11 P1 123.4(10) . . ?
C15 C11 P1 111.9(10) . . ?
C12A C11 P1 107.2(14) . . ?
C11 C12 C13 104.6(18) . . ?
C14 C13 C12 107(2) . . ?
C13 C14 C15 104.4(19) . . ?
C14 C15 C11 106.6(19) . . ?
C13A C12A C11 104(3) . . ?
C14A C13A C12A 107(4) . . ?
C13A C14A C15A 106(4) . . ?
C11 C15A C14A 104(3) . . ?
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
O1 P1 1.491(6) . ?
P1 C1 1.819(11) . ?
P1 C11 1.824(10) . ?
P1 C2 1.848(10) 2_666 ?
C1 C6 1.532(14) . ?
C1 C2 1.550(12) . ?
C2 C3 1.538(16) . ?
C3 C4 1.518(16) . ?
C4 C5 1.490(16) . ?
C5 C6 1.529(17) . ?
C11 C15A 1.45(3) . ?
C11 C12 1.47(2) . ?
C11 C15 1.58(2) . ?
C11 C12A 1.59(3) . ?
C12 C13 1.49(3) . ?
C13 C14 1.49(3) . ?
C14 C15 1.51(3) . ?
C12A C13A 1.53(4) . ?
C13A C14A 1.51(4) . ?
C14A C15A 1.52(4) . ?
