#------------------------------------------------------------------------------
#$Date: 2023-07-15 04:01:51 +0300 (Sat, 15 Jul 2023) $
#$Revision: 285216 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/70/7247045.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_7247045
loop_
_publ_author_name
'Biskup, David'
'Bergmann, Tom'
'Schnakenburg, Gregor'
'Gomila, Rosa M.'
'Frontera, Antonio'
'Streubel, Rainer'
_publ_section_title
;
 Synthesis of a 1-aza-2-phospha-acenaphthene complex profiting from
 coordination enabled chloromethane elimination
;
_journal_issue                   31
_journal_name_full               'RSC Advances'
_journal_page_first              21313
_journal_page_last               21317
_journal_paper_doi               10.1039/D3RA04352E
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C16 H10 N O6 P W'
_chemical_formula_sum            'C16 H10 N O6 P W'
_chemical_formula_weight         527.07
_chemical_name_systematic        TB037P.K
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-I 2y'
_space_group_name_H-M_alt        'I 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-03-20
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-03-20 deposited with the CCDC.	2023-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.642(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1981(5)
_cell_length_b                   14.8394(12)
_cell_length_c                   13.0755(8)
_cell_measurement_reflns_used    3907
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.44
_cell_measurement_theta_min      2.65
_cell_volume                     1741.5(2)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      123.00
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details
;
 110 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS-2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1460
_diffrn_reflns_av_unetI/netI     0.1049
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4632
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.244
_diffrn_reflns_theta_min         2.105
_exptl_absorpt_coefficient_mu    6.756
_exptl_absorpt_correction_T_max  0.3453
_exptl_absorpt_correction_T_min  0.1279
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.010
_exptl_crystal_description       plate
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.265
_refine_diff_density_min         -3.487
_refine_diff_density_rms         0.282
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         1587
_refine_ls_number_restraints     183
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0768
_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)+(0.1335P)²+2.9011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2047
_refine_ls_wR_factor_ref         0.2165
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1254
_reflns_number_total             1587
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra04352e2.cif
_cod_data_source_block           7
_cod_database_code               7247045
_shelx_shelxl_version_number     2014/7
_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   0.729
_shelx_estimated_absorpt_t_min   0.376
_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. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Fixed Sof: H1(0.5) N7(0.5) C1(0.5) C4(0.5) H4(0.5) C5(0.5) H5(0.5) C6(0.5)
 H6(0.5) C7(0.5) C2(0.5) C3(0.5) C10(0.5) H10(0.5) C9(0.5) H9(0.5) C8(0.5)
 H8(0.5) C11(0.5) H11A(0.5) H11B(0.5) H11C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C10(H10), C9(H9), C8(H8)
5.b Fitted hexagon refined as free rotating group:
 C7(C2,C3,C10,C9,C8)
5.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
5.d 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, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'
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
W W 0.16639(8) 0.5000 0.31314(6) 0.0499(4) Uani 1 2 d S TU P A .
P P 0.4259(5) 0.5000 0.2932(4) 0.0399(10) Uani 1 2 d S TU P . .
O1 O 0.5430(14) 0.5000 0.4044(11) 0.045(2) Uani 1 2 d S TU P A .
H1 H 0.5154 0.4629 0.4448 0.067 Uiso 0.5 1 calc R U P . .
O2 O -0.1553(18) 0.5000 0.3555(14) 0.064(3) Uani 1 2 d S TU P A .
O3 O 0.240(2) 0.6556(11) 0.4825(12) 0.104(6) Uani 1 1 d . U . . .
O4 O 0.0872(19) 0.3546(11) 0.1338(12) 0.094(5) Uani 1 1 d . U . . .
N7 N 0.478(3) 0.4019(16) 0.2312(18) 0.043(2) Uani 0.5 1 d . U P A -1
C1 C 0.516(3) 0.5682(19) 0.207(2) 0.043(2) Uani 0.5 1 d . U P A -1
C4 C 0.695(4) 0.638(2) 0.085(3) 0.059(7) Uani 0.5 1 d . U P A -1
H4 H 0.7604 0.6634 0.0461 0.071 Uiso 0.5 1 calc R U P A -1
C5 C 0.608(4) 0.694(2) 0.138(3) 0.055(6) Uani 0.5 1 d . U P A -1
H5 H 0.6085 0.7567 0.1260 0.066 Uiso 0.5 1 calc R U P A -1
C6 C 0.520(4) 0.660(2) 0.208(3) 0.057(7) Uani 0.5 1 d . U P A -1
H6 H 0.4712 0.6975 0.2496 0.068 Uiso 0.5 1 calc R U P A -1
C7 C 0.5743(18) 0.4210(10) 0.1669(12) 0.047(5) Uani 0.5 1 d G U P A -1
C2 C 0.5925(16) 0.5133(9) 0.1568(11) 0.038(3) Uani 0.5 1 d G U P A -1
C3 C 0.6828(18) 0.5458(8) 0.0926(13) 0.052(6) Uani 0.5 1 d G U P A -1
C10 C 0.7548(17) 0.4860(11) 0.0385(13) 0.047(4) Uani 0.5 1 d G U P A -1
H10 H 0.8164 0.5082 -0.0054 0.057 Uiso 0.5 1 calc R U P A -1
C9 C 0.7365(19) 0.3937(10) 0.0486(13) 0.046(5) Uani 0.5 1 d G U P A -1
H9 H 0.7857 0.3528 0.0116 0.055 Uiso 0.5 1 calc R U P A -1
C8 C 0.646(2) 0.3612(8) 0.1128(15) 0.040(4) Uani 0.5 1 d G U P A -1
H8 H 0.6338 0.2981 0.1198 0.047 Uiso 0.5 1 calc R U P A -1
C11 C 0.454(4) 0.3091(18) 0.265(3) 0.057(6) Uani 0.5 1 d . U P A -1
H11A H 0.5427 0.2885 0.3152 0.085 Uiso 0.5 1 calc R U P A -1
H11B H 0.4346 0.2691 0.2037 0.085 Uiso 0.5 1 calc R U P A -1
H11C H 0.3679 0.3080 0.2980 0.085 Uiso 0.5 1 calc R U P A -1
C12 C -0.036(3) 0.5000 0.3365(17) 0.064(3) Uani 1 2 d S TU P . .
C13 C 0.2151(17) 0.5968(12) 0.4248(12) 0.058(3) Uani 1 1 d . U . . .
C14 C 0.1142(19) 0.4060(14) 0.1947(14) 0.066(4) Uani 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'
N N 0.0061 0.0033 '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'
W W -0.8490 6.8722 '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
C12 W P 177.1(6) . . ?
C12 W C13 87.4(6) . . ?
C12 W C13 87.4(6) . 6_565 ?
C12 W C14 92.6(6) . 6_565 ?
C12 W C14 92.6(6) . . ?
C13 W P 90.6(5) 6_565 . ?
C13 W P 90.6(5) . . ?
C13 W C13 90.3(10) . 6_565 ?
C13 W C14 92.3(9) . 6_565 ?
C13 W C14 92.3(9) 6_565 . ?
C13 W C14 177.5(7) 6_565 6_565 ?
C13 W C14 177.5(7) . . ?
C14 W P 89.5(4) . . ?
C14 W P 89.5(4) 6_565 . ?
C14 W C14 85.2(12) 6_565 . ?
O1 P W 112.2(5) . . ?
O1 P N7 102.6(8) . . ?
O1 P C1 104.5(10) . . ?
N7 P W 114.2(8) . . ?
N7 P C1 88.3(15) . . ?
C1 P W 130.0(9) . . ?
P O1 H1 109.5 . . ?
C7 N7 P 112.4(17) . . ?
C7 N7 C11 122(2) . . ?
C11 N7 P 123.7(18) . . ?
C6 C1 P 124(3) . . ?
C2 C1 P 108.8(18) . . ?
C2 C1 C6 127(3) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 119(3) . . ?
C4 C5 H5 117.9 . . ?
C4 C5 C6 124(3) . . ?
C6 C5 H5 117.9 . . ?
C1 C6 C5 111(3) . . ?
C1 C6 H6 124.6 . . ?
C5 C6 H6 124.6 . . ?
N7 C7 C2 111.6(15) . . ?
N7 C7 C8 128.4(15) . . ?
C2 C7 C8 120.0 . . ?
C1 C2 C7 117.7(16) . . ?
C1 C2 C3 122.3(16) . . ?
C7 C2 C3 120.0 . . ?
C4 C3 C2 117(2) . . ?
C4 C3 C10 123(2) . . ?
C2 C3 C10 120.0 . . ?
C3 C10 H10 120.0 . . ?
C9 C10 C3 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
N7 C11 H11A 109.5 . . ?
N7 C11 H11B 109.5 . . ?
N7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C12 W 176.9(19) . . ?
O3 C13 W 175.4(16) . . ?
O4 C14 W 178(2) . . ?
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
W P 2.458(5) . ?
W C12 1.95(2) . ?
W C13 2.028(17) . ?
W C13 2.028(17) 6_565 ?
W C14 2.062(18) 6_565 ?
W C14 2.062(18) . ?
P O1 1.609(14) . ?
P N7 1.78(2) . ?
P C1 1.84(3) . ?
O1 H1 0.8400 . ?
O2 C12 1.18(3) . ?
O3 C13 1.14(2) . ?
O4 C14 1.09(2) . ?
N7 C7 1.38(2) . ?
N7 C11 1.48(4) . ?
C1 C6 1.37(4) . ?
C1 C2 1.34(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.43(5) . ?
C4 C3 1.37(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.44(4) . ?
C6 H6 0.9500 . ?
C7 C2 1.3900 . ?
C7 C8 1.3900 . ?
C2 C3 1.3900 . ?
C3 C10 1.3900 . ?
C10 H10 0.9500 . ?
C10 C9 1.3900 . ?
C9 H9 0.9500 . ?
C9 C8 1.3900 . ?
C8 H8 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
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
W P N7 C7 143.6(14) . . . . ?
W P N7 C11 -52(3) . . . . ?
W P C1 C6 58(3) . . . . ?
W P C1 C2 -130.6(15) . . . . ?
P N7 C7 C2 -7(2) . . . . ?
P N7 C7 C8 174.7(10) . . . . ?
P C1 C6 C5 175(2) . . . . ?
P C1 C2 C7 8(2) . . . . ?
P C1 C2 C3 -174.5(10) . . . . ?
O1 P N7 C7 -94.7(16) . . . . ?
O1 P N7 C11 70(3) . . . . ?
O1 P C1 C6 -78(3) . . . . ?
O1 P C1 C2 92.7(18) . . . . ?
N7 P C1 C6 179(3) . . . . ?
N7 P C1 C2 -9.9(17) . . . . ?
N7 C7 C2 C1 -1(2) . . . . ?
N7 C7 C2 C3 -178.2(17) . . . . ?
N7 C7 C8 C9 178(2) . . . . ?
C1 P N7 C7 9.8(16) . . . . ?
C1 P N7 C11 175(3) . . . . ?
C1 C2 C3 C4 2(3) . . . . ?
C1 C2 C3 C10 -177(2) . . . . ?
C4 C5 C6 C1 -8(5) . . . . ?
C4 C3 C10 C9 -179(2) . . . . ?
C5 C4 C3 C2 -4(4) . . . . ?
C5 C4 C3 C10 175(2) . . . . ?
C6 C1 C2 C7 179(3) . . . . ?
C6 C1 C2 C3 -4(4) . . . . ?
C7 C2 C3 C4 180(2) . . . . ?
C7 C2 C3 C10 0.0 . . . . ?
C2 C1 C6 C5 6(5) . . . . ?
C2 C7 C8 C9 0.0 . . . . ?
C2 C3 C10 C9 0.0 . . . . ?
C3 C4 C5 C6 7(5) . . . . ?
C3 C10 C9 C8 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C8 C7 C2 C1 177(2) . . . . ?
C8 C7 C2 C3 0.0 . . . . ?
C11 N7 C7 C2 -172(2) . . . . ?
C11 N7 C7 C8 10(3) . . . . ?
