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#$Date: 2019-11-17 10:33:52 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229366 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/70/7047079.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_7047079
loop_
_publ_author_name
'Xu, Hailong'
'Zhou, Hong'
'Feng, Lu'
'Wang, Qiaoyun'
'Chen, Rui'
'Huang, Wentao'
'Wu, Xixi'
_publ_section_title
;
 Synthesis, crystal structures, and magnetic properties of six transition
 metal phosphonates.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11226
_journal_page_last               11238
_journal_paper_doi               10.1039/c8dt02070a
_journal_volume                  47
_journal_year                    2018
_chemical_formula_sum            'C14 H16 F N2 Ni O6 P2'
_chemical_formula_weight         447.94
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-12-19 deposited with the CCDC.
2018-07-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.336(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1948(13)
_cell_length_b                   9.8505(10)
_cell_length_c                   13.6882(18)
_cell_measurement_reflns_used    1320
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.34
_cell_measurement_theta_min      3.11
_cell_volume                     1645.6(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0884
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5876
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         3.106
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.421
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_description       plate
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.107
_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     136
_refine_ls_number_reflns         1531
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0454
_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)+(0.0364P)²+1.5636P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0886
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1149
_reflns_number_total             1531
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt02070a2.cif
_cod_data_source_block           1_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7047076--7047081.cif.'
_cod_database_code               7047079
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'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
C1 C 0.5129(4) 0.0000 0.2612(4) 0.0116(13) Uani 1 2 d S TU P
C2 C 0.5441(3) 0.1210(5) 0.3173(3) 0.0177(10) Uani 1 1 d . . .
H2 H 0.5271 0.2048 0.2803 0.021 Uiso 1 1 calc R U .
C3 C 0.5995(3) 0.1219(5) 0.4261(3) 0.0237(11) Uani 1 1 d . . .
H3 H 0.6193 0.2049 0.4640 0.028 Uiso 1 1 calc R U .
C4 C 0.6248(5) 0.0000 0.4772(5) 0.0248(17) Uani 1 2 d S T P
C5 C 0.4462(4) 0.0000 0.1426(4) 0.0110(13) Uani 1 2 d S T P
H5A H 0.4659 0.0812 0.1110 0.013 Uiso 0.5 1 d R U P
H5B H 0.4659 -0.0812 0.1110 0.013 Uiso 0.5 1 d R U P
C6 C 0.2939(3) 0.1266(4) 0.1580(3) 0.0112(9) Uani 1 1 d . . .
H6A H 0.3520 0.1947 0.1674 0.013 Uiso 1 1 calc R U .
H6B H 0.2941 0.1062 0.2289 0.013 Uiso 1 1 calc R U .
C7 C 0.1939(5) 0.0000 -0.2850(5) 0.0259(16) Uani 1 2 d S TU P
H7 H 0.2717 0.0000 -0.2546 0.031 Uiso 1 2 calc R U P
C8 C 0.1428(5) 0.0000 -0.3935(5) 0.0287(17) Uani 1 2 d S TU P
H8 H 0.1859 0.0000 -0.4356 0.034 Uiso 1 2 calc R U P
C9 C 0.0287(4) 0.0000 -0.4423(4) 0.0139(13) Uani 1 2 d S T P
C10 C -0.0272(4) 0.0000 -0.3739(4) 0.0128(13) Uani 1 2 d S T P
H10 H -0.1051 0.0000 -0.4020 0.015 Uiso 1 2 calc R U P
C11 C 0.0290(4) 0.0000 -0.2665(4) 0.0086(12) Uani 1 2 d S T P
H11 H -0.0118 0.0000 -0.2223 0.010 Uiso 1 2 calc R U P
F1 F 0.6805(3) 0.0000 0.5844(3) 0.0420(12) Uani 1 2 d S T P
N1 N 0.3235(3) 0.0000 0.1152(3) 0.0080(10) Uani 1 2 d S T P
N2 N 0.1390(4) 0.0000 -0.2206(4) 0.0120(11) Uani 1 2 d S T P
Ni1 Ni 0.23046(6) 0.0000 -0.05761(5) 0.0074(2) Uani 1 2 d S T P
O1 O 0.1260(2) 0.1430(3) -0.0310(2) 0.0121(6) Uani 1 1 d . . .
O2 O 0.0847(2) 0.1571(3) 0.1360(2) 0.0136(7) Uani 1 1 d . . .
H2A H 0.0181 0.1566 0.0935 0.020 Uiso 1 1 d R U .
O3 O 0.1730(2) 0.3542(3) 0.0838(2) 0.0125(6) Uani 1 1 d . . .
P1 P 0.16293(8) 0.20336(11) 0.07959(8) 0.0085(3) 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 0.0033 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'
F F 0.0171 0.0103 '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'
Ni Ni 0.3393 1.1124 '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
C2 C1 C2 117.7(5) 6 .
C2 C1 C5 121.2(3) 6 .
C2 C1 C5 121.2(3) . .
C3 C2 C1 121.5(4) . .
C3 C2 H2 119.3 . .
C1 C2 H2 119.3 . .
C4 C3 C2 118.1(5) . .
C4 C3 H3 121.0 . .
C2 C3 H3 121.0 . .
C3 C4 C3 123.1(6) 6 .
C3 C4 F1 118.4(3) 6 .
C3 C4 F1 118.4(3) . .
N1 C5 C1 113.2(4) . .
N1 C5 H5A 109.0 . .
C1 C5 H5A 108.9 . .
N1 C5 H5B 109.0 . .
C1 C5 H5B 108.9 . .
H5A C5 H5B 107.7 . .
N1 C6 P1 116.7(3) . .
N1 C6 H6A 108.1 . .
P1 C6 H6A 108.1 . .
N1 C6 H6B 108.1 . .
P1 C6 H6B 108.1 . .
H6A C6 H6B 107.3 . .
N2 C7 C8 123.1(6) . .
N2 C7 H7 118.5 . .
C8 C7 H7 118.5 . .
C7 C8 C9 120.8(6) . .
C7 C8 H8 119.6 . .
C9 C8 H8 119.6 . .
C10 C9 C8 115.3(5) . .
C10 C9 C9 122.2(6) . 5_554
C8 C9 C9 122.4(7) . 5_554
C11 C10 C9 120.7(5) . .
C11 C10 H10 119.6 . .
C9 C10 H10 119.6 . .
N2 C11 C10 123.2(5) . .
N2 C11 H11 118.4 . .
C10 C11 H11 118.4 . .
C6 N1 C6 113.4(4) . 6
C6 N1 C5 108.5(3) . .
C6 N1 C5 108.5(2) 6 .
C6 N1 Ni1 107.3(2) . .
C6 N1 Ni1 107.3(2) 6 .
C5 N1 Ni1 111.8(3) . .
C7 N2 C11 116.8(5) . .
C7 N2 Ni1 117.8(4) . .
C11 N2 Ni1 125.4(4) . .
O3 Ni1 O3 89.55(16) 7 4_545
O3 Ni1 N2 87.59(12) 7 .
O3 Ni1 N2 87.59(12) 4_545 .
O3 Ni1 O1 177.35(11) 7 6
O3 Ni1 O1 93.05(11) 4_545 6
N2 Ni1 O1 92.00(12) . 6
O3 Ni1 O1 93.05(11) 7 .
O3 Ni1 O1 177.35(11) 4_545 .
N2 Ni1 O1 92.00(12) . .
O1 Ni1 O1 84.35(16) 6 .
O3 Ni1 N1 93.33(11) 7 .
O3 Ni1 N1 93.33(11) 4_545 .
N2 Ni1 N1 178.71(18) . .
O1 Ni1 N1 87.05(11) 6 .
O1 Ni1 N1 87.04(11) . .
P1 O1 Ni1 116.84(14) . .
P1 O2 H2A 111.4 . .
P1 O3 Ni1 138.39(17) . 7
O3 P1 O1 114.70(16) . .
O3 P1 O2 109.60(16) . .
O1 P1 O2 110.62(15) . .
O3 P1 C6 109.93(17) . .
O1 P1 C6 107.34(17) . .
O2 P1 C6 104.10(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.393(5) 6
C1 C2 1.393(5) .
C1 C5 1.524(7) .
C2 C3 1.387(6) .
C2 H2 0.9500 .
C3 C4 1.366(5) .
C3 H3 0.9500 .
C4 C3 1.366(5) 6
C4 F1 1.369(7) .
C5 N1 1.516(6) .
C5 H5A 0.9901 .
C5 H5B 0.9901 .
C6 N1 1.492(5) .
C6 P1 1.816(4) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 N2 1.336(7) .
C7 C8 1.378(8) .
C7 H7 0.9500 .
C8 C9 1.397(8) .
C8 H8 0.9500 .
C9 C10 1.395(8) .
C9 C9 1.469(10) 5_554
C10 C11 1.372(8) .
C10 H10 0.9500 .
C11 N2 1.345(7) .
C11 H11 0.9500 .
N1 C6 1.492(5) 6
N1 Ni1 2.213(4) .
N2 Ni1 2.095(5) .
Ni1 O3 2.040(3) 7
Ni1 O3 2.040(3) 4_545
Ni1 O1 2.098(3) 6
Ni1 O1 2.098(3) .
O1 P1 1.523(3) .
O2 P1 1.574(3) .
O2 H2A 0.8500 .
O3 P1 1.490(3) .
O3 Ni1 2.040(3) 7
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O1 0.85 1.77 2.603(3) 166.7 2
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_4
C2 C1 C2 C3 -3.2(8) 6 .
C5 C1 C2 C3 176.3(5) . .
C1 C2 C3 C4 1.2(7) . .
C2 C3 C4 C3 1.0(10) . 6
C2 C3 C4 F1 179.3(5) . .
C2 C1 C5 N1 89.7(5) 6 .
C2 C1 C5 N1 -89.7(5) . .
N2 C7 C8 C9 0.000(1) . .
C7 C8 C9 C10 0.000(1) . .
C7 C8 C9 C9 180.000(1) . 5_554
C8 C9 C10 C11 0.000(1) . .
C9 C9 C10 C11 180.000(1) 5_554 .
C9 C10 C11 N2 0.000(1) . .
P1 C6 N1 C6 -94.8(4) . 6
P1 C6 N1 C5 144.5(3) . .
P1 C6 N1 Ni1 23.6(4) . .
C1 C5 N1 C6 61.8(3) . .
C1 C5 N1 C6 -61.8(3) . 6
C1 C5 N1 Ni1 180.000(0) . .
C8 C7 N2 C11 0.000(1) . .
C8 C7 N2 Ni1 180.000(1) . .
C10 C11 N2 C7 0.000(1) . .
C10 C11 N2 Ni1 180.000(1) . .
Ni1 O3 P1 O1 -68.0(3) 7 .
Ni1 O3 P1 O2 166.9(2) 7 .
Ni1 O3 P1 C6 53.1(3) 7 .
Ni1 O1 P1 O3 122.21(18) . .
Ni1 O1 P1 O2 -113.21(17) . .
Ni1 O1 P1 C6 -0.2(2) . .
N1 C6 P1 O3 -142.1(3) . .
N1 C6 P1 O1 -16.7(4) . .
N1 C6 P1 O2 100.6(3) . .
