Phosphacycloalkyldiones: synthesis and coordinative behaviour of 6- and 7-member cyclic diketophosphanyls.
Pearce, Kyle G.; Simenok, Vladimir; Crossley, Ian R.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 5482–5492; doi:10.1039/d0dt00864h

data_7703903
_publ_section_title
;
 Phosphacycloalkyldiones: synthesis and coordinative behaviour of 6- and
 7-member cyclic diketophosphanyls.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5482
_journal_page_last               5492
_journal_paper_doi               10.1039/d0dt00864h
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C11 H11 O2 P'
_chemical_formula_sum            'C11 H11 O2 P'
_chemical_formula_weight         206.17
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-09
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2020-03-04 deposited with the CCDC.	2020-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2522(3)
_cell_length_b                   5.97640(10)
_cell_length_c                   12.0658(2)
_cell_measurement_reflns_used    9098
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.1820
_cell_measurement_theta_min      6.1890
_cell_volume                     1027.73(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -77.00 -50.00   1.00   25.00    --    5.00  35.00  74.00   27
  2  \w    -25.00   0.00   1.00   25.00    --  -89.00  35.00  74.00   25
  3  \w    -25.00  45.00   1.00   25.00    --    5.00  35.00  74.00   70
  4  \w   -170.00   0.00   1.00   25.00    --  -89.00  57.00 120.00  170
  5  \w   -150.00 -71.00   1.00   25.00    --  -89.00  60.00-180.00   79
  6  \w    -42.00  -6.00   1.00   25.00    --  -89.00  60.00-180.00   36
  7  \w   -126.00  -1.00   1.00   25.00    --  -89.00  60.00 150.00  125
  8  \w    -51.00 -25.00   1.00    1.00    --    0.00  60.00 150.00   26
  9  \w    -37.00 -11.00   1.00   25.00    --  -89.00  60.00-150.00   26
 10  \w   -155.00-129.00   1.00   25.00    --  -89.00  60.00 -30.00   26
 11  \w   -113.00 -87.00   1.00   25.00    --  -89.00  60.00 -30.00   26
 12  \w   -115.00 -89.00   1.00   25.00    --  -89.00  60.00-150.00   26
 13  \w   -113.00 -88.00   1.00   25.00    --  -89.00  35.00  74.00   25
 14  \w     15.00  53.00   1.00    1.00    --    0.00  60.00-180.00   38
 15  \w    -41.00   9.00   1.00    1.00    --    0.00  60.00-180.00   50
 16  \w    -80.00 -54.00   1.00    1.00    --    0.00  60.00-180.00   26
 17  \w    -89.00 -63.00   1.00   25.00    --  -89.00  60.00  30.00   26
 18  \w   -103.00 -77.00   1.00   25.00    --  -89.00  29.00 -90.00   26
 19  \w   -178.00-124.00   1.00   25.00    --  -89.00  60.00   0.00   54
 20  \w   -177.00-151.00   1.00   25.00    --  -89.00  57.00  90.00   26
 21  \w    -71.00 -41.00   1.00   25.00    --  -89.00  60.00-180.00   30
 22  \w   -155.00-129.00   1.00   25.00    --  -89.00  60.00 -90.00   26
 23  \w    -74.00 -18.00   1.00   25.00    --  -89.00  57.00  90.00   56
 24  \w    -38.00 -12.00   1.00   25.00    --  -89.00  60.00  30.00   26
 25  \w    -52.00 -26.00   1.00   25.00    --  -89.00  29.00 -90.00   26
 26  \w   -159.00 -33.00   1.00   25.00    --  -89.00  60.00-120.00  126
 27  \w   -167.00-141.00   1.00   25.00    --  -89.00  60.00 150.00   26
 28  \w   -161.00-135.00   1.00   25.00    --  -89.00  60.00-150.00   26
 29  \w    -90.00 -61.00   1.00   25.00    --  -89.00  60.00-150.00   29
 30  \w   -151.00-126.00   1.00   25.00    --  -89.00  29.00 -30.00   25
 31  \w    -42.00 -14.00   1.00   25.00    --    5.00  29.00 -60.00   28
 32  \w    -83.00 -38.00   1.00   25.00    --    5.00  43.00 -60.00   45
 33  \w    -82.00   7.00   1.00   25.00    --    5.00  43.00 120.00   89
 34  \w    -74.00 -48.00   1.00   25.00    --    5.00  29.00 -60.00   26
 35  \w    -83.00 -52.00   1.00   25.00    --    5.00  29.00 150.00   31
 36  \w    -18.00   8.00   1.00   25.00    --    5.00  43.00 -60.00   26
 37  \w     69.00  94.00   1.00   25.00    --    5.00  29.00 150.00   25
 38  \w    -11.00  16.00   1.00   25.00    --    5.00  29.00 150.00   27
 39  \w    -10.00  17.00   1.00   25.00    --  -72.00  58.00  43.46   27
 40  \w   -152.00-127.00   1.00   25.00    --  -72.00  58.00  43.46   25
 41  \w   -123.00 -76.00   1.00   25.00    --  -72.00  58.00  43.46   47
 42  \w    -26.00   0.00   1.00   25.00    --  -89.00  57.00  30.00   26
 43  \w   -115.00 -89.00   1.00   25.00    --  -89.00  43.00   0.00   26
 44  \w    -26.00   0.00   1.00   25.00    --  -89.00  60.00 -30.00   26
 45  \w    -64.00 -39.00   1.00   25.00    --  -89.00  57.00  30.00   25
 46  \w    -28.00  -2.00   1.00   25.00    --  -89.00  43.00-150.00   26
 47  \w   -126.00 -88.00   1.00   25.00    --  -89.00  57.00  30.00   38
 48  \w    -26.00   0.00   1.00   25.00    --  -89.00  60.00 -60.00   26
 49  \w    -30.00  -5.00   1.00   25.00    --  -89.00  43.00 -90.00   25
 50  \w   -155.00-129.00   1.00   25.00    --  -89.00  57.00  30.00   26
 51  \w    -77.00 -51.00   1.00   25.00    --  -89.00  43.00 -90.00   26
 52  \w    -28.00   0.00   1.00   25.00    --  -89.00  60.00  60.00   28
 53  \w    -26.00   0.00   1.00   25.00    --  -89.00  57.00-150.00   26
 54  \w    -87.00   0.00   1.00   25.00    --  -89.00  43.00 -30.00   87
 55  \w   -152.00-126.00   1.00   25.00    --  -89.00  43.00  90.00   26
 56  \w   -102.00 -76.00   1.00   25.00    --  -89.00  43.00  90.00   26
 57  \w    -26.00   0.00   1.00   25.00    --  -89.00  43.00  90.00   26
 58  \w    -41.00  -5.00   1.00   25.00    --  -89.00  43.00-180.00   36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0389295000
_diffrn_orient_matrix_UB_12      0.1934728000
_diffrn_orient_matrix_UB_13      -0.0707464000
_diffrn_orient_matrix_UB_21      -0.0907490000
_diffrn_orient_matrix_UB_22      0.1338692000
_diffrn_orient_matrix_UB_23      0.0201810000
_diffrn_orient_matrix_UB_31      0.0439661000
_diffrn_orient_matrix_UB_32      0.1053162000
_diffrn_orient_matrix_UB_33      0.1043591000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            15250
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.176
_diffrn_reflns_theta_min         6.211
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.134
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       rod
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.239
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Flack x determined using 788 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1857
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0593
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1069P)^2^+1.0138P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1632
_refine_ls_wR_factor_ref         0.1647
_reflns_Friedel_coverage         0.881
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.975
_reflns_number_gt                1772
_reflns_number_total             1857
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt00864h2.cif
_cod_data_source_block           compound-2d
_cod_depositor_comments
'Adding full bibliography for 7703903--7703909.cif.'
_cod_database_code               7703903
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C11H11O2P1
_shelx_estimated_absorpt_t_max   0.959
_shelx_estimated_absorpt_t_min   0.919
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00C(H00C,H00D), C00D(H00E,H00F), C00E(H00G,H00H)
2.b Aromatic/amide H refined with riding coordinates:
 C005(H005), C006(H006), C009(H009), C00A(H00A), C00B(H00B)
;
_shelx_res_checksum              11287
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.595
_oxdiff_exptl_absorpt_empirical_full_min 0.387