#------------------------------------------------------------------------------
#$Date: 2019-12-21 00:00:18 +0200 (Sat, 21 Dec 2019) $
#$Revision: 245446 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/72/4517238.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_4517238
loop_
_publ_author_name
'Alice Heskia'
'Thierry Maris'
'James D. Wuest'
_publ_section_title
;
 Foiling Normal Patterns of Crystallization by Design. Polymorphism of
 Phosphangulene Chalcogenides
;
_journal_name_full               'Cryst. Growth & Design'
_journal_page_first              5390
_journal_page_last               5406
_journal_paper_doi               10.1021/acs.cgd.9b00907
_journal_volume                  19
_journal_year                    2019
_chemical_formula_moiety         'C18 H9 O3.7 P'
_chemical_formula_sum            'C18 H9 O3.7 P'
_chemical_formula_weight         315.48
_chemical_name_common
'phosphangulene oxide : phosphangulene 0.70:0.30 '
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_contact_author_name
;
;
_audit_creation_date             2018-11-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.0473(4)
_cell_length_b                   7.4364(3)
_cell_length_c                   29.7151(10)
_cell_measurement_reflns_used    9995
_cell_measurement_temperature    150
_cell_measurement_theta_max      55.051
_cell_measurement_theta_min      2.588
_cell_volume                     2662.13(17)
_computing_cell_refinement
;
SAINT (2013) V8.37A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction
;
SAINT (2013) V8.37A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'Bruker Photon 100 CMOS Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            38341
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.048
_diffrn_reflns_theta_min         2.587
_diffrn_source                   'Metal Jet'
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_exptl_absorpt_coefficient_mu    1.295
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1581 before and 0.0971 after correction.
The Ratio of minimum to maximum transmission is 0.6914.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1293
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.0038(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2538
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0578P)²+2.6866P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1205
_refine_ls_wR_factor_ref         0.1225
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2375
_reflns_number_total             2538
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            phango_phang_jw21273.cif
_cod_data_source_block           jw21273
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the built-in table derived from the CIF
Core dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4517238
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 '-x, y+1/2, -z+1/2'
4 ' x+1/2, -y+1/2, -z'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 'x, -y-1/2, z-1/2'
8 '-x-1/2, 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
P1A P 0.48154(4) 0.48688(8) 0.62168(2) 0.0284(2) Uani 1 1 d . . . . .
O1A O 0.61079(12) 0.2446(2) 0.56051(5) 0.0323(4) Uani 1 1 d . . . . .
O2A O 0.25125(13) 0.5136(2) 0.58407(5) 0.0315(4) Uani 1 1 d . . . . .
O3A O 0.46414(12) 0.2996(2) 0.71091(5) 0.0312(4) Uani 1 1 d . . . . .
O4A O 0.53572(19) 0.6552(3) 0.62458(8) 0.0345(8) Uani 0.704(7) 1 d . . . . .
C1A C 0.43732(17) 0.4062(3) 0.56887(7) 0.0270(5) Uani 1 1 d . . . . .
C2A C 0.50796(17) 0.3003(3) 0.54306(7) 0.0277(5) Uani 1 1 d . . . . .
C3A C 0.47776(18) 0.2490(3) 0.50008(8) 0.0313(5) Uani 1 1 d . . . . .
H3A H 0.525893 0.183325 0.481953 0.038 Uiso 1 1 calc R . . . .
C4A C 0.37296(19) 0.2989(3) 0.48478(8) 0.0325(5) Uani 1 1 d . . . . .
H4A H 0.353455 0.271359 0.455291 0.039 Uiso 1 1 calc R . . . .
C5A C 0.29606(18) 0.3881(3) 0.51172(7) 0.0311(5) Uani 1 1 d . . . . .
H5A H 0.225155 0.414081 0.501195 0.037 Uiso 1 1 calc R . . . .
C6A C 0.32874(17) 0.4369(3) 0.55477(7) 0.0279(5) Uani 1 1 d . . . . .
C7A C 0.35723(17) 0.4370(3) 0.65078(7) 0.0268(5) Uani 1 1 d . . . . .
C8A C 0.25555(18) 0.4594(3) 0.62916(7) 0.0272(5) Uani 1 1 d . . . . .
C9A C 0.15767(18) 0.4222(3) 0.65152(8) 0.0303(5) Uani 1 1 d . . . . .
H9A H 0.089315 0.441352 0.637787 0.036 Uiso 1 1 calc R . . . .
C10A C 0.16426(18) 0.3548(3) 0.69537(8) 0.0312(5) Uani 1 1 d . . . . .
H10A H 0.098973 0.336593 0.711433 0.037 Uiso 1 1 calc R . . . .
C11A C 0.26509(18) 0.3142(3) 0.71580(7) 0.0301(5) Uani 1 1 d . . . . .
H11A H 0.267464 0.262854 0.744330 0.036 Uiso 1 1 calc R . . . .
C12A C 0.36181(17) 0.3522(3) 0.69249(7) 0.0273(5) Uani 1 1 d . . . . .
C13A C 0.55394(17) 0.2908(3) 0.63790(7) 0.0264(4) Uani 1 1 d . . . . .
C14A C 0.61390(17) 0.1947(3) 0.60619(7) 0.0270(5) Uani 1 1 d . . . . .
C15A C 0.67637(18) 0.0479(3) 0.61885(8) 0.0311(5) Uani 1 1 d . . . . .
H15A H 0.720125 -0.012975 0.598052 0.037 Uiso 1 1 calc R . . . .
C16A C 0.67216(19) -0.0066(3) 0.66365(8) 0.0322(5) Uani 1 1 d . . . . .
H16A H 0.716936 -0.101516 0.672926 0.039 Uiso 1 1 calc R . . . .
C17A C 0.60310(18) 0.0762(3) 0.69504(7) 0.0310(5) Uani 1 1 d . . . . .
H17A H 0.598506 0.033627 0.724408 0.037 Uiso 1 1 calc R . . . .
C18A C 0.54161(17) 0.2233(3) 0.68135(7) 0.0271(5) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 '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
O4A P1A C1A 119.67(12) . .
O4A P1A C7A 123.14(12) . .
O4A P1A C13A 119.09(12) . .
C1A P1A C7A 96.20(10) . .
C1A P1A C13A 96.39(10) . .
C13A P1A C7A 96.40(10) . .
C2A O1A C14A 117.19(16) . .
C6A O2A C8A 116.99(16) . .
C18A O3A C12A 116.93(16) . .
C2A C1A P1A 119.93(16) . .
C2A C1A C6A 120.1(2) . .
C6A C1A P1A 119.75(16) . .
C1A C2A O1A 120.20(19) . .
C3A C2A O1A 119.44(19) . .
C3A C2A C1A 120.4(2) . .
C2A C3A H3A 121.1 . .
C2A C3A C4A 117.8(2) . .
C4A C3A H3A 121.1 . .
C3A C4A H4A 118.6 . .
C3A C4A C5A 122.9(2) . .
C5A C4A H4A 118.6 . .
C4A C5A H5A 121.1 . .
C6A C5A C4A 117.8(2) . .
C6A C5A H5A 121.1 . .
C1A C6A O2A 120.45(19) . .
C5A C6A O2A 119.44(19) . .
C5A C6A C1A 120.1(2) . .
C8A C7A P1A 119.60(16) . .
C12A C7A P1A 119.79(16) . .
C12A C7A C8A 119.98(19) . .
C7A C8A O2A 120.55(18) . .
C9A C8A O2A 119.10(19) . .
C9A C8A C7A 120.31(19) . .
C8A C9A H9A 120.9 . .
C8A C9A C10A 118.1(2) . .
C10A C9A H9A 120.9 . .
C9A C10A H10A 118.9 . .
C11A C10A C9A 122.3(2) . .
C11A C10A H10A 118.9 . .
C10A C11A H11A 120.9 . .
C12A C11A C10A 118.2(2) . .
C12A C11A H11A 120.9 . .
C7A C12A O3A 120.53(18) . .
C11A C12A O3A 119.13(19) . .
C11A C12A C7A 120.31(19) . .
C14A C13A P1A 119.84(16) . .
C14A C13A C18A 120.00(19) . .
C18A C13A P1A 119.85(16) . .
C13A C14A O1A 120.40(19) . .
C15A C14A O1A 119.11(19) . .
C15A C14A C13A 120.5(2) . .
C14A C15A H15A 120.9 . .
C14A C15A C16A 118.2(2) . .
C16A C15A H15A 120.9 . .
C15A C16A H16A 118.9 . .
C15A C16A C17A 122.2(2) . .
C17A C16A H16A 118.9 . .
C16A C17A H17A 120.9 . .
C18A C17A C16A 118.2(2) . .
C18A C17A H17A 120.9 . .
C13A C18A O3A 120.38(19) . .
C17A C18A O3A 119.53(19) . .
C17A C18A C13A 120.0(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1A O4A 1.414(2) .
P1A C1A 1.762(2) .
P1A C7A 1.769(2) .
P1A C13A 1.766(2) .
O1A C2A 1.406(3) .
O1A C14A 1.408(2) .
O2A C6A 1.398(3) .
O2A C8A 1.400(3) .
O3A C12A 1.404(3) .
O3A C18A 1.402(3) .
C1A C2A 1.390(3) .
C1A C6A 1.392(3) .
C2A C3A 1.382(3) .
C3A H3A 0.9300 .
C3A C4A 1.392(3) .
C4A H4A 0.9300 .
C4A C5A 1.393(3) .
C5A H5A 0.9300 .
C5A C6A 1.387(3) .
C7A C8A 1.393(3) .
C7A C12A 1.392(3) .
C8A C9A 1.382(3) .
C9A H9A 0.9300 .
C9A C10A 1.398(3) .
C10A H10A 0.9300 .
C10A C11A 1.391(3) .
C11A H11A 0.9300 .
C11A C12A 1.385(3) .
C13A C14A 1.386(3) .
C13A C18A 1.393(3) .
C14A C15A 1.378(3) .
C15A H15A 0.9300 .
C15A C16A 1.393(3) .
C16A H16A 0.9300 .
C16A C17A 1.393(3) .
C17A H17A 0.9300 .
C17A C18A 1.382(3) .

_cod_database_fobs_code 4517238
