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#$Date: 2017-03-24 08:12:22 +0200 (Fri, 24 Mar 2017) $
#$Revision: 194471 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/79/7227927.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_7227927
loop_
_publ_author_name
'Demadis, Konstantinos D.'
'Anagnostou, Zafeiria'
'Panera, Aggeliki'
'Mezei, Gellert'
'Kirillova, Marina V.'
'Kirillov, Alexander M.'
_publ_section_title
;
 Three-component 1D and 2D metal phosphonates: structural variability,
 topological analysis and catalytic hydrocarboxylation of alkanes
;
_journal_issue                   29
_journal_name_full               'RSC Adv.'
_journal_page_first              17788
_journal_paper_doi               10.1039/C7RA00738H
_journal_volume                  7
_journal_year                    2017
_chemical_formula_sum            'C14 H22 N2 Ni O10 P2'
_chemical_formula_weight         498.98
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2016-12-07 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.20460(10)
_cell_length_b                   19.6744(2)
_cell_length_c                   13.64070(10)
_cell_measurement_reflns_used    9900
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      31.91
_cell_measurement_theta_min      2.83
_cell_volume                     1933.52(4)
_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 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      297(2)
_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_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            37488
_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         28.699
_diffrn_reflns_theta_min         1.817
_exptl_absorpt_coefficient_mu    1.227
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_correction_T_min  0.6471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_description       prism
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2570
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0243
_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)+(0.0335P)²+0.6222P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0607
_refine_ls_wR_factor_ref         0.0643
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2250
_reflns_number_total             2570
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ra00738h2.cif
_cod_data_source_block           Compound_5
_cod_database_code               7227927
_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   0.579
_shelx_estimated_absorpt_t_max   0.887
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
'x-1/2, y, -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
Ni1 Ni 0.95097(3) 0.7500 0.56892(2) 0.02316(8) Uani 1 2 d S T P . .
P1A P -0.0104(6) 0.5780(3) 0.8844(5) 0.0257(9) Uani 0.5 1 d . . P A 1
O1A O -0.0595(3) 0.64087(10) 0.94567(18) 0.0349(5) Uani 0.5 1 d . . P A 1
O2A O -0.2005(7) 0.5468(3) 0.8450(4) 0.0404(10) Uani 0.5 1 d D . P A 1
H2A H -0.224(6) 0.553(2) 0.7871(16) 0.048 Uiso 0.5 1 d D U P B 1
O3A O 0.1177(4) 0.59390(14) 0.80321(17) 0.0356(6) Uani 0.5 1 d . . P A 1
C1A C 0.0699(4) 0.51272(13) 0.9626(2) 0.0259(5) Uani 0.5 1 d . . P A 1
H1A1 H 0.1088 0.4746 0.9225 0.031 Uiso 0.5 1 calc R U P A 1
H1A2 H 0.1784 0.5292 0.9974 0.031 Uiso 0.5 1 calc R U P A 1
P1B P -0.0049(7) 0.5753(3) 0.8772(5) 0.0247(8) Uani 0.5 1 d . . P C 2
O1B O -0.0427(3) 0.64853(10) 0.87825(18) 0.0326(4) Uani 0.5 1 d . . P C 2
O2B O -0.1501(7) 0.5321(2) 0.8204(4) 0.0456(12) Uani 0.5 1 d . . P C 2
O3B O 0.1924(3) 0.55906(13) 0.83683(17) 0.0404(5) Uani 0.5 1 d D . P C 2
H3B H 0.147(8) 0.581(3) 0.794(3) 0.048 Uiso 0.5 1 d D U P D 2
C1B C -0.0112(4) 0.53868(13) 0.9980(2) 0.0238(5) Uani 0.5 1 d . . P C 2
H1B1 H 0.0868 0.5591 1.0368 0.029 Uiso 0.5 1 calc R U P C 2
H1B2 H -0.1285 0.5506 1.0283 0.029 Uiso 0.5 1 calc R U P C 2
O4 O 1.2217(2) 0.7500 0.60638(17) 0.0488(5) Uani 1 2 d DS T P . .
H4A H 1.286(3) 0.7847(8) 0.6014(15) 0.059 Uiso 1 1 d D U . . .
O5 O 0.91686(18) 0.82601(7) 0.66982(10) 0.0474(3) Uani 1 1 d D . . . .
H5A H 0.981(3) 0.8315(11) 0.7170(13) 0.057 Uiso 1 1 d D U . . .
H5B H 0.830(3) 0.8524(10) 0.6700(16) 0.057 Uiso 1 1 d D U . . .
O6 O 0.6698(2) 0.7500 0.54254(11) 0.0308(3) Uani 1 2 d DS T P . .
H6O H 0.611(3) 0.7838(8) 0.5563(12) 0.037 Uiso 1 1 d D U . . .
N1 N 0.98418(17) 0.81792(6) 0.45362(9) 0.0297(3) Uani 1 1 d . . . . .
C2 C 0.9943(2) 0.88531(8) 0.45560(15) 0.0426(4) Uani 1 1 d . . . . .
H2 H 0.9959 0.9073 0.5160 0.051 Uiso 1 1 calc R U . . .
C3 C 1.0026(3) 0.92435(9) 0.37035(18) 0.0569(6) Uani 1 1 d . . . . .
H3 H 1.0100 0.9715 0.3744 0.068 Uiso 1 1 calc R U . . .
C4 C 0.9997(3) 0.89337(12) 0.28176(17) 0.0596(6) Uani 1 1 d . . . . .
H4 H 1.0034 0.9192 0.2247 0.072 Uiso 1 1 calc R U . . .
C5 C 0.9912(3) 0.82191(11) 0.27618(13) 0.0471(4) Uani 1 1 d . . . . .
C6 C 0.98509(19) 0.78663(8) 0.36549(11) 0.0311(3) Uani 1 1 d . . . . .
C7 C 0.9909(3) 0.78380(13) 0.18650(14) 0.0658(6) Uani 1 1 d . . . . .
H7 H 0.9907 0.8069 0.1270 0.079 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'
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'
Ni Ni 0.3393 1.1124 '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
O4 Ni1 O5 86.89(6) . 7_575
O4 Ni1 O5 86.89(6) . .
O5 Ni1 O5 93.85(8) 7_575 .
O4 Ni1 O6 175.39(8) . .
O5 Ni1 O6 89.96(5) 7_575 .
O5 Ni1 O6 89.97(5) . .
O4 Ni1 N1 94.61(6) . .
O5 Ni1 N1 173.02(5) 7_575 .
O5 Ni1 N1 93.04(5) . .
O6 Ni1 N1 88.91(5) . .
O4 Ni1 N1 94.61(6) . 7_575
O5 Ni1 N1 93.04(5) 7_575 7_575
O5 Ni1 N1 173.02(5) . 7_575
O6 Ni1 N1 88.91(5) . 7_575
N1 Ni1 N1 80.05(7) . 7_575
O3A P1A O1A 112.5(3) . .
O3A P1A O2A 111.4(5) . .
O1A P1A O2A 107.2(4) . .
O3A P1A C1A 113.7(4) . .
O1A P1A C1A 109.5(4) . .
O2A P1A C1A 101.8(3) . .
P1A O2A H2A 117(3) . .
C1A C1A P1A 115.3(3) 5_567 .
C1A C1A H1A1 108.4 5_567 .
P1A C1A H1A1 108.4 . .
C1A C1A H1A2 108.4 5_567 .
P1A C1A H1A2 108.4 . .
H1A1 C1A H1A2 107.5 . .
O1B P1B O2B 114.7(3) . .
O1B P1B O3B 111.9(3) . .
O2B P1B O3B 109.0(5) . .
O1B P1B C1B 112.3(5) . .
O2B P1B C1B 102.8(3) . .
O3B P1B C1B 105.4(3) . .
O1B P1B H3B 93.7(18) . .
O2B P1B H3B 98(2) . .
O3B P1B H3B 29.5(9) . .
C1B P1B H3B 134.8(10) . .
P1B O3B H3B 77(4) . .
C1B C1B P1B 115.4(3) 5_567 .
C1B C1B H1B1 108.4 5_567 .
P1B C1B H1B1 108.4 . .
C1B C1B H1B2 108.4 5_567 .
P1B C1B H1B2 108.4 . .
H1B1 C1B H1B2 107.5 . .
Ni1 O4 H4A 121.2(15) . .
Ni1 O5 H5A 124.8(16) . .
Ni1 O5 H5B 124.0(15) . .
H5A O5 H5B 111(2) . .
Ni1 O6 H6O 118.4(14) . .
C2 N1 C6 118.22(14) . .
C2 N1 Ni1 129.27(12) . .
C6 N1 Ni1 112.41(9) . .
N1 C2 C3 122.35(19) . .
N1 C2 H2 118.8 . .
C3 C2 H2 118.8 . .
C4 C3 C2 119.71(18) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 119.87(18) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
C6 C5 C4 116.63(18) . .
C6 C5 C7 118.81(19) . .
C4 C5 C7 124.56(18) . .
N1 C6 C5 123.20(15) . .
N1 C6 C6 117.11(8) . 7_575
C5 C6 C6 119.66(11) . 7_575
C7 C7 C5 121.50(12) 7_575 .
C7 C7 H7 119.3 7_575 .
C5 C7 H7 119.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O4 2.0166(17) .
Ni1 O5 2.0471(11) 7_575
Ni1 O5 2.0472(11) .
Ni1 O6 2.0577(14) .
Ni1 N1 2.0776(12) .
Ni1 N1 2.0776(12) 7_575
P1A O3A 1.476(7) .
P1A O1A 1.534(8) .
P1A O2A 1.595(7) .
P1A C1A 1.767(5) .
O2A H2A 0.814(19) .
C1A C1A 1.518(6) 5_567
C1A H1A1 0.9700 .
C1A H1A2 0.9700 .
P1B O1B 1.467(5) .
P1B O2B 1.555(8) .
P1B O3B 1.558(7) .
P1B C1B 1.798(7) .
P1B H3B 1.59(6) .
O3B H3B 0.80(2) .
C1B C1B 1.531(5) 5_567
C1B H1B1 0.9700 .
C1B H1B2 0.9700 .
O4 H4A 0.826(15) .
O5 H5A 0.798(15) .
O5 H5B 0.814(15) .
O6 H6O 0.811(14) .
N1 C2 1.3282(19) .
N1 C6 1.3507(19) .
C2 C3 1.395(3) .
C2 H2 0.9300 .
C3 C4 1.354(3) .
C3 H3 0.9300 .
C4 C5 1.409(3) .
C4 H4 0.9300 .
C5 C6 1.403(2) .
C5 C7 1.435(3) .
C6 C6 1.441(3) 7_575
C7 C7 1.330(5) 7_575
C7 H7 0.9300 .
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_4
O3A P1A C1A C1A -170.9(4) 5_567
O1A P1A C1A C1A 62.3(4) 5_567
O2A P1A C1A C1A -51.0(6) 5_567
O1B P1B C1B C1B 175.2(3) 5_567
O2B P1B C1B C1B 51.5(5) 5_567
O3B P1B C1B C1B -62.7(4) 5_567
C6 N1 C2 C3 1.1(3) .
Ni1 N1 C2 C3 -174.93(13) .
N1 C2 C3 C4 0.2(3) .
C2 C3 C4 C5 -0.9(3) .
C3 C4 C5 C6 0.3(3) .
C3 C4 C5 C7 -178.82(19) .
C2 N1 C6 C5 -1.8(2) .
Ni1 N1 C6 C5 174.93(12) .
C2 N1 C6 C6 176.43(11) 7_575
Ni1 N1 C6 C6 -6.90(10) 7_575
C4 C5 C6 N1 1.0(2) .
C7 C5 C6 N1 -179.75(16) .
C4 C5 C6 C6 -177.09(13) 7_575
C7 C5 C6 C6 2.1(2) 7_575
C6 C5 C7 C7 -2.2(2) 7_575
C4 C5 C7 C7 176.98(15) 7_575
