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#$Date: 2025-08-20 19:06:18 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/84/4128475.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_4128475
loop_
_publ_author_name
'Arz, Marius I.'
'Annibale, Vincent T.'
'Kelly, Nicole L.'
'Hanna, John V.'
'Manners, Ian'
_publ_section_title
;
 Ring-Opening Polymerization of Cyclic Phosphonates: Access to Inorganic
 Polymers with a PV-O Main Chain.
;
_journal_issue                   7
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2894
_journal_page_last               2899
_journal_paper_doi               10.1021/jacs.8b13435
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C9 H13 O3 P'
_chemical_formula_sum            'C9 H13 O3 P'
_chemical_formula_weight         200.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-05-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.998(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.9568(3)
_cell_length_b                   7.0412(3)
_cell_length_c                   8.3981(3)
_cell_measurement_reflns_used    2686
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.65
_cell_measurement_theta_min      2.46
_cell_volume                     464.72(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.01
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4501
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.654
_diffrn_reflns_theta_min         2.455
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.266
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6593
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0548 before and 0.0298 after correction. The Ratio of minimum to maximum transmission is 0.8843. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       block
_exptl_crystal_F_000             212
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         1177
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0282
_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/[σ²(Fo²)+(0.0447P)²+0.2388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0787
_refine_ls_wR_factor_ref         0.0804
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1081
_reflns_number_total             1177
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b13435_si_002.cif
_cod_data_source_block           MesPO(OH)2
_cod_database_code               4128475
_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.
;
_shelx_estimated_absorpt_t_max   0.936
_shelx_estimated_absorpt_t_min   0.920
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H7A(0.5) H7B(0.5) H7C(0.5) H8A(0.5) H8B(0.5) H8C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
P1 P 0.49965(5) 0.250000 0.87060(5) 0.01108(14) Uani 1 2 d S T P . .
O1 O 0.61607(10) 0.42112(12) 0.84236(10) 0.0147(2) Uani 1 1 d . . . . .
H1 H 0.577839 0.520795 0.878403 0.022 Uiso 1 1 calc GR . . . .
O2 O 0.45437(15) 0.250000 1.03803(14) 0.0140(3) Uani 1 2 d S T P . .
C1 C 0.3167(2) 0.250000 0.71545(19) 0.0115(3) Uani 1 2 d S T P . .
C2 C 0.3470(2) 0.250000 0.5531(2) 0.0124(3) Uani 1 2 d S T P . .
C3 C 0.2081(2) 0.250000 0.4292(2) 0.0141(3) Uani 1 2 d S T P . .
H3 H 0.228314 0.250000 0.320680 0.017 Uiso 1 2 calc RS T P . .
C4 C 0.0411(2) 0.250000 0.4590(2) 0.0142(3) Uani 1 2 d S T P . .
C5 C 0.0139(2) 0.250000 0.6186(2) 0.0145(3) Uani 1 2 d S T P . .
H5 H -0.099728 0.250000 0.640196 0.017 Uiso 1 2 calc RS T P . .
C6 C 0.1470(2) 0.250000 0.7480(2) 0.0131(3) Uani 1 2 d S T P . .
C7 C 0.5225(2) 0.250000 0.5054(2) 0.0143(3) Uani 1 2 d S T P . .
H7A H 0.513162 0.225501 0.389508 0.021 Uiso 0.5 1 calc GR . . A -1
H7B H 0.591879 0.150607 0.565316 0.021 Uiso 0.5 1 calc GR . . A -1
H7C H 0.576313 0.373892 0.530552 0.021 Uiso 0.5 1 calc GR . . A -1
C8 C -0.1064(2) 0.250000 0.3228(2) 0.0184(4) Uani 1 2 d S T P . .
H8A H -0.189105 0.346744 0.343064 0.028 Uiso 0.5 1 calc GR . . B -1
H8B H -0.161008 0.124851 0.315444 0.028 Uiso 0.5 1 calc GR . . B -1
H8C H -0.065312 0.278404 0.221372 0.028 Uiso 0.5 1 calc GR . . B -1
C9 C 0.0964(2) 0.250000 0.9146(2) 0.0187(4) Uani 1 2 d S T P . .
H9A H 0.138(2) 0.136(2) 0.9760(19) 0.024(4) Uiso 1 1 d . . . . .
H9B H -0.028(3) 0.250000 0.900(3) 0.019(5) Uiso 1 2 d S T P . .
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
O1 P1 O1 101.09(7) . 4_565
O1 P1 C1 108.84(5) 4_565 .
O1 P1 C1 108.84(5) . .
O2 P1 O1 112.12(4) . 4_565
O2 P1 O1 112.12(4) . .
O2 P1 C1 113.11(7) . .
C2 C1 P1 117.14(12) . .
C6 C1 P1 123.24(12) . .
C6 C1 C2 119.63(14) . .
C1 C2 C7 123.82(14) . .
C3 C2 C1 118.83(14) . .
C3 C2 C7 117.34(15) . .
C4 C3 C2 122.28(15) . .
C3 C4 C5 118.07(15) . .
C3 C4 C8 121.17(15) . .
C5 C4 C8 120.76(15) . .
C4 C5 C6 122.55(16) . .
C1 C6 C9 125.19(15) . .
C5 C6 C1 118.63(15) . .
C5 C6 C9 116.18(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 O1 1.5604(9) .
P1 O1 1.5604(8) 4_565
P1 O2 1.5051(12) .
P1 C1 1.7955(16) .
C1 C2 1.421(2) .
C1 C6 1.419(2) .
C2 C3 1.395(2) .
C2 C7 1.512(2) .
C3 C4 1.390(2) .
C4 C5 1.391(2) .
C4 C8 1.505(2) .
C5 C6 1.394(2) .
C6 C9 1.515(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 23415633
