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#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/21/7222127.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_7222127
loop_
_publ_author_name
'Menet, Clotilde'
'Brault, Hélène Serier'
'OMS, OLIVIER'
'DOLBECQ, Anne'
'Marrot, Jérôme'
'Saad, Ali'
'Mialane, Pierre'
'Jobic, Stéphane'
'Deniard, Philippe'
'Dessapt, Rémi'
_publ_section_title
;
 Influence of Electronic vs. Steric Factors on the Solid-State
 Photochromic Performances of New Polyoxometalate/Spirooxazine and
 Spiropyran Hybrid Materials
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA15860E
_journal_year                    2015
_chemical_formula_sum            'C44 H44 N6 O21 W6'
_chemical_formula_weight         2095.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-07-22 deposited with the CCDC.
2015-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.339(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.410(3)
_cell_length_b                   12.743(3)
_cell_length_c                   14.549(3)
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.033
_cell_measurement_theta_min      1.703
_cell_volume                     2488.4(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            124070
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_min         1.703
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    13.899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, V2.10)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.797
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1924
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   0.5679
_exptl_transmission_factor_min   0.3256
_refine_diff_density_max         1.383
_refine_diff_density_min         -1.466
_refine_diff_density_rms         0.205
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         7253
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0208
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0316P)²+6.9295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0563
_refine_ls_wR_factor_ref         0.0600
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6555
_reflns_number_total             7253
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5ra15860e2.cif
_cod_data_source_block           SN2W6
_cod_original_cell_volume        2488.5(9)
_cod_database_code               7222127
_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_min   0.103
_shelx_estimated_absorpt_t_max   0.168
_exptl_absorpt_special_details   'Blessing, Acta Cryst. (1995) A51, 33-38'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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
W1 W 0.98980(2) 0.17812(2) 0.03114(2) 0.02985(4) Uani 1 1 d . . .
W2 W 0.97669(2) 0.03788(2) -0.16368(2) 0.03245(4) Uani 1 1 d . . .
W3 W 1.17095(2) 0.01614(2) 0.04219(2) 0.03373(5) Uani 1 1 d . . .
O1 O 1.0000 0.0000 0.0000 0.0261(7) Uani 1 2 d S . P
O2 O 0.9739(2) 0.1746(2) -0.1050(2) 0.0343(6) Uani 1 1 d . . .
O3 O 1.1302(2) 0.1556(2) 0.0621(2) 0.0356(6) Uani 1 1 d . . .
O4 O 0.8441(2) 0.0204(2) -0.1659(2) 0.0382(6) Uani 1 1 d . . .
O5 O 1.1191(2) 0.0456(2) -0.0960(2) 0.0368(6) Uani 1 1 d . . .
O6 O 0.9824(3) 0.3079(2) 0.0551(2) 0.0432(7) Uani 1 1 d . . .
O7 O 0.8540(2) 0.1304(2) -0.0089(2) 0.0375(6) Uani 1 1 d . . .
O8 O 0.9902(2) -0.1112(2) -0.1569(2) 0.0363(6) Uani 1 1 d . . .
O9 O 1.2966(2) 0.0269(3) 0.0761(3) 0.0550(9) Uani 1 1 d . . .
O10 O 0.9597(3) 0.0687(3) -0.2825(2) 0.0568(9) Uani 1 1 d . . .
O11 O 0.3206(3) 0.4339(3) -0.0943(3) 0.0488(8) Uani 1 1 d . . .
N1 N 0.3278(3) 0.2504(3) -0.0617(3) 0.0442(8) Uani 1 1 d . . .
N2 N 0.1541(3) 0.4047(3) -0.0363(3) 0.0453(9) Uani 1 1 d . . .
N3 N 0.2673(3) 0.7005(3) 0.1830(3) 0.0436(9) Uani 1 1 d . . .
C1 C 0.2513(3) 0.3071(4) -0.2287(3) 0.0427(9) Uani 1 1 d . . .
C2 C 0.3319(3) 0.2262(4) -0.2157(3) 0.0396(9) Uani 1 1 d . . .
C3 C 0.3623(4) 0.1798(4) -0.2858(4) 0.0513(11) Uani 1 1 d . . .
H3 H 0.3349 0.2002 -0.3516 0.062 Uiso 1 1 calc R U .
C4 C 0.4346(4) 0.1018(5) -0.2560(5) 0.0612(15) Uani 1 1 d . . .
H4 H 0.4542 0.0680 -0.3026 0.073 Uiso 1 1 calc R U .
C5 C 0.4773(4) 0.0743(5) -0.1580(6) 0.0672(17) Uani 1 1 d . . .
H5 H 0.5266 0.0231 -0.1393 0.081 Uiso 1 1 calc R U .
C6 C 0.4484(4) 0.1215(4) -0.0858(4) 0.0545(12) Uani 1 1 d . . .
H6 H 0.4781 0.1033 -0.0195 0.065 Uiso 1 1 calc R U .
C7 C 0.3736(3) 0.1968(4) -0.1172(3) 0.0406(9) Uani 1 1 d . . .
C8 C 0.2667(4) 0.3339(4) -0.1181(3) 0.0413(9) Uani 1 1 d . . .
C9 C 0.1733(4) 0.3393(4) -0.0943(4) 0.0477(11) Uani 1 1 d . . .
H9 H 0.1242 0.2899 -0.1249 0.057 Uiso 1 1 calc R U .
C10 C 0.2253(3) 0.4836(3) 0.0034(3) 0.0381(9) Uani 1 1 d . . .
C11 C 0.3054(4) 0.4972(3) -0.0256(3) 0.0401(9) Uani 1 1 d . . .
C12 C 0.3730(4) 0.5805(4) 0.0118(4) 0.0481(11) Uani 1 1 d . . .
H12 H 0.4257 0.5896 -0.0099 0.058 Uiso 1 1 calc R U .
C13 C 0.3613(4) 0.6486(4) 0.0804(4) 0.0467(11) Uani 1 1 d . . .
H13 H 0.4059 0.7035 0.1052 0.056 Uiso 1 1 calc R U .
C14 C 0.2817(3) 0.6343(3) 0.1125(3) 0.0396(9) Uani 1 1 d . . .
C15 C 0.2133(3) 0.5513(3) 0.0757(3) 0.0363(8) Uani 1 1 d . . .
C16 C 0.1354(3) 0.5366(4) 0.1112(3) 0.0408(9) Uani 1 1 d . . .
H16 H 0.0898 0.4824 0.0872 0.049 Uiso 1 1 calc R U .
C17 C 0.1282(4) 0.6039(4) 0.1819(4) 0.0473(10) Uani 1 1 d . . .
H17 H 0.0781 0.5944 0.2072 0.057 Uiso 1 1 calc R U .
C18 C 0.1943(4) 0.6849(4) 0.2153(4) 0.0475(11) Uani 1 1 d . . .
H18 H 0.1873 0.7304 0.2624 0.057 Uiso 1 1 calc R U .
C19 C 0.3339(4) 0.7915(4) 0.2190(4) 0.0596(15) Uani 1 1 d . . .
H19A H 0.4013 0.7676 0.2499 0.089 Uiso 1 1 calc R U .
H19B H 0.3147 0.8298 0.2660 0.089 Uiso 1 1 calc R U .
H19C H 0.3291 0.8364 0.1644 0.089 Uiso 1 1 calc R U .
C20 C 0.3717(5) 0.2578(5) 0.0446(4) 0.0599(14) Uani 1 1 d . . .
H20A H 0.4243 0.3089 0.0627 0.090 Uiso 1 1 calc R U .
H20B H 0.3983 0.1908 0.0716 0.090 Uiso 1 1 calc R U .
H20C H 0.3217 0.2788 0.0701 0.090 Uiso 1 1 calc R U .
C21 C 0.2610(6) 0.4020(5) -0.2880(5) 0.0733(19) Uani 1 1 d . . .
H21A H 0.3272 0.4300 -0.2596 0.110 Uiso 1 1 calc R U .
H21B H 0.2137 0.4546 -0.2869 0.110 Uiso 1 1 calc R U .
H21C H 0.2482 0.3812 -0.3549 0.110 Uiso 1 1 calc R U .
C22 C 0.1498(4) 0.2531(7) -0.2810(4) 0.074(2) Uani 1 1 d . . .
H22A H 0.1432 0.2347 -0.3471 0.110 Uiso 1 1 calc R U .
H22B H 0.0971 0.3002 -0.2829 0.110 Uiso 1 1 calc R U .
H22C H 0.1460 0.1908 -0.2455 0.110 Uiso 1 1 calc R 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'
O O 0.0106 0.0060 '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'
N N 0.0061 0.0033 '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'
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
O6 W1 O2 104.04(14) . .
O6 W1 O7 103.66(14) . .
O2 W1 O7 87.35(13) . .
O6 W1 O3 103.62(14) . .
O2 W1 O3 87.61(13) . .
O7 W1 O3 152.67(12) . .
O6 W1 O8 103.46(14) . 3_755
O2 W1 O8 152.50(11) . 3_755
O7 W1 O8 86.14(13) . 3_755
O3 W1 O8 86.04(13) . 3_755
O6 W1 O1 179.41(11) . .
O2 W1 O1 76.55(8) . .
O7 W1 O1 76.26(9) . .
O3 W1 O1 76.44(8) . .
O8 W1 O1 75.95(8) 3_755 .
O10 W2 O8 104.86(15) . .
O10 W2 O4 103.65(17) . .
O8 W2 O4 88.13(13) . .
O10 W2 O5 103.90(17) . .
O8 W2 O5 87.40(13) . .
O4 W2 O5 152.31(13) . .
O10 W2 O2 102.76(15) . .
O8 W2 O2 152.37(12) . .
O4 W2 O2 86.09(13) . .
O5 W2 O2 85.32(12) . .
O10 W2 O1 178.61(13) . .
O8 W2 O1 76.52(8) . .
O4 W2 O1 76.40(9) . .
O5 W2 O1 75.98(9) . .
O2 W2 O1 75.86(8) . .
O9 W3 O5 104.91(17) . .
O9 W3 O7 103.43(15) . 3_755
O5 W3 O7 87.70(13) . 3_755
O9 W3 O3 103.45(15) . .
O5 W3 O3 87.33(12) . .
O7 W3 O3 153.04(12) 3_755 .
O9 W3 O4 102.50(17) . 3_755
O5 W3 O4 152.60(12) . 3_755
O7 W3 O4 85.82(13) 3_755 3_755
O3 W3 O4 86.51(13) . 3_755
O9 W3 O1 178.52(14) . .
O5 W3 O1 76.57(9) . .
O7 W3 O1 76.41(8) 3_755 .
O3 W3 O1 76.66(8) . .
O4 W3 O1 76.03(8) 3_755 .
W3 O1 W3 180.0 3_755 .
W3 O1 W1 90.100(7) 3_755 .
W3 O1 W1 89.899(6) . .
W3 O1 W1 89.899(7) 3_755 3_755
W3 O1 W1 90.102(7) . 3_755
W1 O1 W1 180.0 . 3_755
W3 O1 W2 89.792(12) 3_755 3_755
W3 O1 W2 90.208(12) . 3_755
W1 O1 W2 89.937(8) . 3_755
W1 O1 W2 90.063(9) 3_755 3_755
W3 O1 W2 90.209(12) 3_755 .
W3 O1 W2 89.791(12) . .
W1 O1 W2 90.063(9) . .
W1 O1 W2 89.937(9) 3_755 .
W2 O1 W2 180.0 3_755 .
W1 O2 W2 117.53(13) . .
W3 O3 W1 116.96(14) . .
W2 O4 W3 117.34(13) . 3_755
W3 O5 W2 117.63(15) . .
W3 O7 W1 117.23(14) 3_755 .
W2 O8 W1 117.59(14) . 3_755
C11 O11 C8 118.4(3) . .
C7 N1 C20 122.5(4) . .
C7 N1 C8 110.7(4) . .
C20 N1 C8 120.2(4) . .
C9 N2 C10 115.9(4) . .
C18 N3 C14 121.4(4) . .
C18 N3 C19 119.6(4) . .
C14 N3 C19 118.9(4) . .
C2 C1 C21 112.8(4) . .
C2 C1 C22 107.7(5) . .
C21 C1 C22 109.9(5) . .
C2 C1 C8 101.7(4) . .
C21 C1 C8 113.5(4) . .
C22 C1 C8 110.8(4) . .
C3 C2 C7 120.8(4) . .
C3 C2 C1 129.4(4) . .
C7 C2 C1 109.7(4) . .
C4 C3 C2 118.6(5) . .
C4 C3 H3 120.7 . .
C2 C3 H3 120.7 . .
C5 C4 C3 120.5(5) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
C4 C5 C6 121.7(5) . .
C4 C5 H5 119.2 . .
C6 C5 H5 119.2 . .
C7 C6 C5 117.2(5) . .
C7 C6 H6 121.4 . .
C5 C6 H6 121.4 . .
N1 C7 C2 110.3(4) . .
N1 C7 C6 128.4(5) . .
C2 C7 C6 121.2(5) . .
N1 C8 O11 110.3(4) . .
N1 C8 C9 108.4(4) . .
O11 C8 C9 110.2(4) . .
N1 C8 C1 104.6(4) . .
O11 C8 C1 107.1(4) . .
C9 C8 C1 116.0(4) . .
N2 C9 C8 127.1(4) . .
N2 C9 H9 116.4 . .
C8 C9 H9 116.4 . .
C11 C10 C15 119.5(4) . .
C11 C10 N2 122.2(4) . .
C15 C10 N2 118.3(4) . .
O11 C11 C10 121.8(4) . .
O11 C11 C12 117.1(4) . .
C10 C11 C12 121.0(4) . .
C13 C12 C11 120.2(4) . .
C13 C12 H12 119.9 . .
C11 C12 H12 119.9 . .
C14 C13 C12 119.5(4) . .
C14 C13 H13 120.3 . .
C12 C13 H13 120.3 . .
C13 C14 N3 121.6(4) . .
C13 C14 C15 121.0(4) . .
N3 C14 C15 117.4(4) . .
C10 C15 C16 121.2(4) . .
C10 C15 C14 118.8(4) . .
C16 C15 C14 120.0(4) . .
C17 C16 C15 118.7(4) . .
C17 C16 H16 120.7 . .
C15 C16 H16 120.7 . .
C18 C17 C16 120.3(5) . .
C18 C17 H17 119.8 . .
C16 C17 H17 119.8 . .
N3 C18 C17 122.1(5) . .
N3 C18 H18 119.0 . .
C17 C18 H18 119.0 . .
N3 C19 H19A 109.5 . .
N3 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
N3 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
N1 C20 H20A 109.5 . .
N1 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
N1 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C1 C21 H21A 109.5 . .
C1 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C1 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C1 C22 H22A 109.5 . .
C1 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C1 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
W1 O6 1.701(3) .
W1 O2 1.910(3) .
W1 O7 1.926(3) .
W1 O3 1.927(3) .
W1 O8 1.943(3) 3_755
W1 O1 2.3296(5) .
W2 O10 1.701(3) .
W2 O8 1.909(3) .
W2 O4 1.912(3) .
W2 O5 1.928(3) .
W2 O2 1.947(3) .
W2 O1 2.3313(5) .
W3 O9 1.700(3) .
W3 O5 1.910(3) .
W3 O7 1.930(3) 3_755
W3 O3 1.927(3) .
W3 O4 1.947(3) 3_755
W3 O1 2.3211(6) .
O1 W3 2.3211(6) 3_755
O1 W1 2.3296(5) 3_755
O1 W2 2.3313(5) 3_755
O4 W3 1.947(3) 3_755
O7 W3 1.930(3) 3_755
O8 W1 1.943(3) 3_755
O11 C11 1.362(6) .
O11 C8 1.467(5) .
N1 C7 1.393(6) .
N1 C20 1.445(6) .
N1 C8 1.434(6) .
N2 C9 1.285(6) .
N2 C10 1.401(6) .
N3 C18 1.315(7) .
N3 C14 1.400(6) .
N3 C19 1.475(6) .
C1 C2 1.512(6) .
C1 C21 1.521(7) .
C1 C22 1.544(8) .
C1 C8 1.578(6) .
C2 C3 1.381(7) .
C2 C7 1.389(6) .
C3 C4 1.390(8) .
C3 H3 0.9300 .
C4 C5 1.377(9) .
C4 H4 0.9300 .
C5 C6 1.399(9) .
C5 H5 0.9300 .
C6 C7 1.391(7) .
C6 H6 0.9300 .
C8 C9 1.509(7) .
C9 H9 0.9300 .
C10 C11 1.377(6) .
C10 C15 1.419(6) .
C11 C12 1.410(6) .
C12 C13 1.379(7) .
C12 H12 0.9300 .
C13 C14 1.399(7) .
C13 H13 0.9300 .
C14 C15 1.411(6) .
C15 C16 1.409(6) .
C16 C17 1.372(7) .
C16 H16 0.9300 .
C17 C18 1.369(7) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139200849
