#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:28:39 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179724 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/24/7002465.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_7002465
loop_
_publ_author_name
'Palacios, María A.'
'Rodríguez-Diéguez, Antonio'
'Sironi, Angelo'
'Herrera, Juan Manuel'
'Mota, Antonio J.'
'Cano, Joan'
'Colacio, Enrique'
_publ_section_title
;
 Enhanced ferromagnetic interaction in metallacyclic complexes
 incorporating m-phenylenediamidato bridges.
;
_journal_issue                   40
_journal_name_full               'Dalton Transactions'
_journal_page_first              8538
_journal_page_last               8547
_journal_paper_doi               10.1039/b903986d
_journal_year                    2009
_chemical_formula_sum            'C54 H36 F6 N12 Ni2 O6 P'
_chemical_formula_weight         1211.34
_chemical_name_systematic
;
?
;
_space_group_IT_number           176
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  '-P 6c'
_symmetry_space_group_name_H-M   'P 63/m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   13.790(2)
_cell_length_b                   13.790(2)
_cell_length_c                   21.995(4)
_cell_measurement_reflns_used    5120
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.776
_cell_measurement_theta_min      2.518
_cell_volume                     3622.3(10)
_computing_cell_refinement       'Bruker APEXII'
_computing_data_collection       'Bruker APEXII'
_computing_data_reduction        'Bruker APEXII'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0739
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            33082
_diffrn_reflns_theta_full        23.62
_diffrn_reflns_theta_max         23.62
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1234
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_platon_squeeze_details
;
;
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0018(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0490
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0928P)²+0.4652P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1364
_refine_ls_wR_factor_ref         0.1435
_reflns_number_gt                1436
_reflns_number_total             1869
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b903986d.txt
_cod_data_source_block           compound2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        3622.2(10)
_cod_original_sg_symbol_H-M      P63/m
_cod_database_code               7002465
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.6667 0.3333 0.59242(3) 0.0519(3) Uani 1 3 d S . .
N1 N 0.5357(2) 0.2076(2) 0.54004(11) 0.0614(7) Uani 1 1 d . . .
C2 C 0.5440(3) 0.1607(3) 0.48818(16) 0.0750(10) Uani 1 1 d . . .
H2 H 0.6147 0.1822 0.4727 0.090 Uiso 1 1 calc R . .
C3 C 0.4513(4) 0.0821(4) 0.4573(2) 0.0963(14) Uani 1 1 d . . .
H3 H 0.4590 0.0512 0.4213 0.116 Uiso 1 1 calc R . .
C4 C 0.3479(4) 0.0501(4) 0.4803(2) 0.1000(14) Uani 1 1 d . . .
H4 H 0.2841 -0.0022 0.4597 0.120 Uiso 1 1 calc R . .
C5 C 0.3385(4) 0.0955(3) 0.53403(18) 0.0820(11) Uani 1 1 d . . .
H5 H 0.2685 0.0731 0.5508 0.098 Uiso 1 1 calc R . .
C6 C 0.4336(3) 0.1742(3) 0.56238(16) 0.0597(9) Uani 1 1 d . . .
C7 C 0.4291(3) 0.2312(3) 0.61990(15) 0.0572(8) Uani 1 1 d . . .
O8 O 0.33308(19) 0.1970(2) 0.64310(12) 0.0848(8) Uani 1 1 d . . .
N9 N 0.5255(2) 0.3102(2) 0.63918(10) 0.0515(6) Uani 1 1 d . . .
C10 C 0.5261(2) 0.3645(3) 0.69527(13) 0.0503(8) Uani 1 1 d . . .
C11 C 0.5141(3) 0.3089(4) 0.7500 0.0506(10) Uani 1 2 d S . .
H11 H 0.4982 0.2349 0.7500 0.061 Uiso 1 2 calc SR . .
C12 C 0.5445(3) 0.4712(3) 0.69522(14) 0.0571(8) Uani 1 1 d . . .
H12 H 0.5521 0.5083 0.6587 0.069 Uiso 1 1 calc R . .
C13 C 0.5516(4) 0.5241(4) 0.7500 0.0644(13) Uani 1 2 d S . .
H13 H 0.5614 0.5958 0.7500 0.077 Uiso 1 2 calc SR . .
P1 P 0.0000 0.0000 0.5000 0.1307(14) Uani 1 6 d S . .
F1 F 0.1001(4) 0.0330(5) 0.4590(3) 0.236(2) 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'
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'
Ni Ni 0.3393 1.1124 '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'
F F 0.0171 0.0103 '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
N9 Ni1 N9 97.65(8) . 2_655 ?
N9 Ni1 N9 97.65(8) . 3_665 ?
N9 Ni1 N9 97.65(8) 2_655 3_665 ?
N9 Ni1 N1 170.15(10) . 2_655 ?
N9 Ni1 N1 78.08(10) 2_655 2_655 ?
N9 Ni1 N1 91.74(10) 3_665 2_655 ?
N9 Ni1 N1 91.74(10) . 3_665 ?
N9 Ni1 N1 170.15(10) 2_655 3_665 ?
N9 Ni1 N1 78.08(10) 3_665 3_665 ?
N1 Ni1 N1 93.09(10) 2_655 3_665 ?
N9 Ni1 N1 78.08(10) . . ?
N9 Ni1 N1 91.74(10) 2_655 . ?
N9 Ni1 N1 170.15(10) 3_665 . ?
N1 Ni1 N1 93.09(10) 2_655 . ?
N1 Ni1 N1 93.09(10) 3_665 . ?
C6 N1 C2 118.3(3) . . ?
C6 N1 Ni1 113.8(2) . . ?
C2 N1 Ni1 127.9(3) . . ?
N1 C2 C3 122.0(4) . . ?
N1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 119.6(4) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
N1 C6 C5 122.3(3) . . ?
N1 C6 C7 116.1(3) . . ?
C5 C6 C7 121.6(3) . . ?
O8 C7 N9 128.4(3) . . ?
O8 C7 C6 116.8(3) . . ?
N9 C7 C6 114.8(3) . . ?
C7 N9 C10 116.9(3) . . ?
C7 N9 Ni1 117.1(2) . . ?
C10 N9 Ni1 125.59(19) . . ?
C12 C10 C11 120.1(3) . . ?
C12 C10 N9 120.7(3) . . ?
C11 C10 N9 119.0(3) . . ?
C10 C11 C10 119.7(4) . 10_557 ?
C10 C11 H11 120.1 . . ?
C10 C11 H11 120.1 10_557 . ?
C10 C12 C13 119.5(3) . . ?
C10 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C12 120.8(4) . 10_557 ?
C12 C13 H13 119.6 . . ?
C12 C13 H13 119.6 10_557 . ?
F1 P1 F1 91.8(4) . 9_556 ?
F1 P1 F1 88.2(4) . 3 ?
F1 P1 F1 180.0(3) 9_556 3 ?
F1 P1 F1 88.2(4) . 2 ?
F1 P1 F1 91.8(4) 9_556 2 ?
F1 P1 F1 88.2(4) 3 2 ?
F1 P1 F1 91.8(4) . 8_556 ?
F1 P1 F1 88.2(4) 9_556 8_556 ?
F1 P1 F1 91.8(4) 3 8_556 ?
F1 P1 F1 180.0(4) 2 8_556 ?
F1 P1 F1 179.998(1) . 7_556 ?
F1 P1 F1 88.2(4) 9_556 7_556 ?
F1 P1 F1 91.8(4) 3 7_556 ?
F1 P1 F1 91.8(4) 2 7_556 ?
F1 P1 F1 88.2(4) 8_556 7_556 ?
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
Ni1 N9 2.080(2) . ?
Ni1 N9 2.080(2) 2_655 ?
Ni1 N9 2.080(2) 3_665 ?
Ni1 N1 2.112(3) 2_655 ?
Ni1 N1 2.112(3) 3_665 ?
Ni1 N1 2.112(3) . ?
N1 C6 1.337(4) . ?
N1 C2 1.344(4) . ?
C2 C3 1.372(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.507(5) . ?
C7 O8 1.269(4) . ?
C7 N9 1.298(4) . ?
N9 C10 1.441(4) . ?
C10 C12 1.362(4) . ?
C10 C11 1.392(4) . ?
C11 C10 1.392(4) 10_557 ?
C11 H11 0.9300 . ?
C12 C13 1.386(4) . ?
C12 H12 0.9300 . ?
C13 C12 1.386(4) 10_557 ?
C13 H13 0.9300 . ?
P1 F1 1.516(5) . ?
P1 F1 1.516(5) 9_556 ?
P1 F1 1.516(5) 3 ?
P1 F1 1.516(5) 2 ?
P1 F1 1.516(5) 8_556 ?
P1 F1 1.516(5) 7_556 ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.015 -0.009 0.250 715 229 ' '
2 -0.013 -0.008 0.750 715 231 ' '
