#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:08:07 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179363 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/60/4326051.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_4326051
loop_
_publ_author_name
'Dipali Sadhukhan'
'Aurkie Ray'
'Guillaume Pilet'
'Corrado Rizzoli'
'Georgina M. Rosair'
'Carlos J. Gómez-García'
'Sandra Signorella'
'Sebastián Bellú'
'Samiran Mitra'
_publ_contact_author
;
 Prof. Corrado Rizzoli
 Universitá degli Studi di Parma
 Dipartimento di Chimica Generale ed Inorganica
 Chimica Analitica, Chimica Fisica
 Viale G. P. Usberti 17/A
 I-43100 Parma
 Italy
;
_publ_section_title
;
 Weak Interactions Modulating the Dimensionality in Supramolecular
 Architectures in Three New Nickel(II)-Hydrazone Complexes,
 Magnetostructural Correlation, and Catalytic Potential for Epoxidation of
 Alkenes under Phase Transfer Conditions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8326
_journal_page_last               8339
_journal_paper_doi               10.1021/ic200846j
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C24 H26 F6 N4 Ni2 O10'
_chemical_formula_sum            'C24 H26 F6 N4 Ni2 O10'
_chemical_formula_weight         761.90
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                114.555(5)
_cell_angle_beta                 106.173(5)
_cell_angle_gamma                96.843(5)
_cell_formula_units_Z            1
_cell_length_a                   9.169(5)
_cell_length_b                   9.388(5)
_cell_length_c                   10.615(5)
_cell_measurement_reflns_used    7659
_cell_measurement_temperature    293
_cell_measurement_theta_max      28
_cell_measurement_theta_min      2
_cell_volume                     768.8(7)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.020
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6005
_diffrn_reflns_theta_full        26.175
_diffrn_reflns_theta_max         29.410
_diffrn_reflns_theta_min         2.635
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.279
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_description       cubic
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.16
_refine_diff_density_min         -1.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.1341
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2566
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0600
_refine_ls_shift/su_max          0.000264
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 15.4 -8.57 9.13 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0712
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0631
_reflns_limit_h_max              11
_reflns_limit_h_min              -12
_reflns_limit_k_max              11
_reflns_limit_k_min              -12
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                2758
_reflns_number_total             3522
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0573
_oxford_refine_ls_scale          6.844(18)
_oxford_reflns_number_all        3505
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_cod_data_source_file            ic200846j_si_002_1.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4326051
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
Ni1 Ni 0.08459(7) 0.01372(7) 0.39742(6) 0.0283 1.0000 Uani .
O1 O -0.0782(4) 0.1017(4) 0.4774(3) 0.0301 1.0000 Uani .
C2 C -0.1484(5) 0.2105(5) 0.4592(5) 0.0318 1.0000 Uani .
C3 C -0.2495(7) 0.2649(7) 0.5346(6) 0.0462 1.0000 Uani .
C4 C -0.3279(8) 0.3765(8) 0.5172(8) 0.0625 1.0000 Uani .
C5 C -0.3086(8) 0.4386(8) 0.4231(8) 0.0647 1.0000 Uani .
C6 C -0.2082(7) 0.3901(7) 0.3504(7) 0.0518 1.0000 Uani .
C7 C -0.1254(6) 0.2770(6) 0.3655(5) 0.0367 1.0000 Uani .
C8 C -0.0173(6) 0.2441(6) 0.2881(5) 0.0386 1.0000 Uani .
N9 N 0.0688(4) 0.1487(5) 0.2925(4) 0.0334 1.0000 Uani .
N10 N 0.1708(5) 0.1325(5) 0.2162(4) 0.0407 1.0000 Uani .
C11 C 0.2579(6) 0.0295(7) 0.2224(5) 0.0427 1.0000 Uani .
C13 C 0.3580(8) -0.0027(9) 0.1283(7) 0.0642 1.0000 Uani .
O12 O 0.2567(4) -0.0360(5) 0.3028(4) 0.0434 1.0000 Uani .
O21 O -0.0832(4) -0.1970(4) 0.2269(3) 0.0423 1.0000 Uani .
C22 C -0.1176(6) -0.2535(7) 0.0898(5) 0.0444 1.0000 Uani .
O23 O -0.0676(6) -0.1957(6) 0.0212(4) 0.0632 1.0000 Uani .
C24 C -0.2537(7) -0.4185(7) -0.0114(6) 0.0959 1.0000 Uani D
F25 F -0.2491(12) -0.4924(11) -0.1319(13) 0.1007 0.4000 Uani D
F26 F -0.4046(14) -0.3721(12) -0.0289(12) 0.1007 0.4000 Uani D
F27 F -0.2468(12) -0.5106(12) 0.0566(13) 0.1007 0.4000 Uani D
F28 F -0.3572(9) -0.4095(9) -0.1072(9) 0.1015 0.6000 Uani D
F29 F -0.1835(9) -0.5378(9) -0.0864(9) 0.1015 0.6000 Uani D
F30 F -0.3159(9) -0.4644(9) 0.0645(9) 0.1015 0.6000 Uani D
O31 O 0.2551(4) 0.2076(4) 0.5944(4) 0.0408 1.0000 Uani .
C32 C 0.3993(7) 0.1812(9) 0.6612(8) 0.0635 1.0000 Uani .
H9 H 0.0036 0.2918 0.2362 0.0500 1.0000 Uiso .
H23 H 0.1507 0.1843 0.1513 0.0500 1.0000 Uiso .
H321 H 0.4669 0.2859 0.7551 0.0680 1.0000 Uiso .
H322 H 0.3786 0.0950 0.6914 0.0680 1.0000 Uiso .
H323 H 0.4575 0.1500 0.5928 0.0680 1.0000 Uiso .
H72 H -0.2655 0.2214 0.6027 0.0644 1.0000 Uiso .
H73 H -0.3993 0.4136 0.5743 0.0923 1.0000 Uiso .
H74 H -0.3666 0.5178 0.4097 0.0978 1.0000 Uiso .
H75 H -0.1928 0.4361 0.2843 0.0743 1.0000 Uiso .
H1 H 0.1996 0.2031 0.6512 0.0520 1.0000 Uiso .
H121 H 0.4189 -0.0799 0.1436 0.0959 1.0000 Uiso .
H122 H 0.4364 0.1033 0.1614 0.0959 1.0000 Uiso .
H123 H 0.2921 -0.0479 0.0224 0.0959 1.0000 Uiso .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O1 2_556 Ni1 O1 81.26(12) yes
O1 2_556 Ni1 N9 170.17(14) yes
O1 . Ni1 N9 89.08(13) yes
O1 2_556 Ni1 O12 110.74(12) yes
O1 . Ni1 O12 167.49(12) yes
N9 . Ni1 O12 78.81(14) yes
O1 2_556 Ni1 O21 84.13(13) yes
O1 . Ni1 O21 91.97(14) yes
N9 . Ni1 O21 98.08(15) yes
O12 . Ni1 O21 92.79(15) yes
O1 2_556 Ni1 O31 85.71(13) yes
O1 . Ni1 O31 86.57(14) yes
N9 . Ni1 O31 91.95(15) yes
O12 . Ni1 O31 90.72(15) yes
O21 . Ni1 O31 169.84(12) yes
Ni1 2_556 O1 Ni1 98.74(12) yes
Ni1 2_556 O1 C2 132.3(3) yes
Ni1 . O1 C2 128.8(3) yes
O1 . C2 C3 119.6(4) yes
O1 . C2 C7 122.9(4) yes
C3 . C2 C7 117.5(4) yes
C2 . C3 C4 121.7(5) yes
C2 . C3 H72 118.8 no
C4 . C3 H72 119.5 no
C3 . C4 C5 120.8(5) yes
C3 . C4 H73 119.4 no
C5 . C4 H73 119.8 no
C4 . C5 C6 118.7(5) yes
C4 . C5 H74 120.6 no
C6 . C5 H74 120.7 no
C5 . C6 C7 122.3(5) yes
C5 . C6 H75 118.7 no
C7 . C6 H75 118.9 no
C2 . C7 C6 118.9(4) yes
C2 . C7 C8 125.1(4) yes
C6 . C7 C8 116.0(4) yes
C7 . C8 N9 124.1(4) yes
C7 . C8 H9 125.3 no
N9 . C8 H9 110.5 no
C8 . N9 Ni1 130.0(3) yes
C8 . N9 N10 117.8(3) yes
Ni1 . N9 N10 112.2(3) yes
N9 . N10 C11 115.9(3) yes
N9 . N10 H23 112.1 no
C11 . N10 H23 130.9 no
N10 . C11 C13 116.9(4) yes
N10 . C11 O12 121.5(4) yes
C13 . C11 O12 121.6(5) yes
C11 . C13 H121 109.5 no
C11 . C13 H122 108.8 no
H121 . C13 H122 108.0 no
C11 . C13 H123 110.7 no
H121 . C13 H123 110.3 no
H122 . C13 H123 109.4 no
Ni1 . O12 C11 111.2(3) yes
Ni1 . O21 C22 128.6(3) yes
O21 . C22 O23 129.3(5) yes
O21 . C22 C24 115.9(4) yes
O23 . C22 C24 114.6(4) yes
C22 . C24 F25 112.9(6) yes
C22 . C24 F26 106.2(5) yes
F25 . C24 F26 108.2(4) yes
C22 . C24 F27 109.8(5) yes
F25 . C24 F27 110.2(4) yes
F26 . C24 F27 109.4(4) yes
C22 . C24 F28 112.0(5) yes
F25 . C24 F28 67.9(5) yes
F26 . C24 F28 41.9(5) yes
F27 . C24 F28 134.7(6) yes
C22 . C24 F29 106.5(5) yes
F25 . C24 F29 40.1(5) yes
F26 . C24 F29 142.1(5) yes
F27 . C24 F29 76.5(5) yes
F28 . C24 F29 106.9(4) yes
C22 . C24 F30 112.5(5) yes
F25 . C24 F30 131.4(6) yes
F26 . C24 F30 74.4(5) yes
F27 . C24 F30 36.2(5) yes
F28 . C24 F30 109.2(4) yes
F29 . C24 F30 109.5(4) yes
Ni1 . O31 C32 119.1(4) yes
Ni1 . O31 H1 93.7 no
C32 . O31 H1 103.1 no
O31 . C32 H321 108.9 no
O31 . C32 H322 110.1 no
H321 . C32 H322 107.7 no
O31 . C32 H323 110.9 no
H321 . C32 H323 108.9 no
H322 . C32 H323 110.3 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O1 2_556 2.042(3) yes
Ni1 O1 . 2.012(3) yes
Ni1 N9 . 1.998(3) yes
Ni1 O12 . 2.094(3) yes
Ni1 O21 . 2.075(4) yes
Ni1 O31 . 2.114(4) yes
O1 C2 . 1.321(5) yes
C2 C3 . 1.395(6) yes
C2 C7 . 1.423(5) yes
C3 C4 . 1.384(7) yes
C3 H72 . 1.000 no
C4 C5 . 1.388(8) yes
C4 H73 . 1.009 no
C5 C6 . 1.361(8) yes
C5 H74 . 0.998 no
C6 C7 . 1.412(6) yes
C6 H75 . 0.996 no
C7 C8 . 1.439(7) yes
C8 N9 . 1.269(6) yes
C8 H9 . 0.884 no
N9 N10 . 1.382(5) yes
N10 C11 . 1.335(7) yes
N10 H23 . 0.987 no
C11 C13 . 1.502(7) yes
C11 O12 . 1.245(5) yes
C13 H121 . 1.004 no
C13 H122 . 1.015 no
C13 H123 . 0.986 no
O21 C22 . 1.250(5) yes
C22 O23 . 1.220(6) yes
C22 C24 . 1.588(7) yes
C24 F25 . 1.191(14) yes
C24 F26 . 1.485(15) yes
C24 F27 . 1.334(15) yes
C24 F28 . 1.222(11) yes
C24 F29 . 1.421(11) yes
C24 F30 . 1.283(10) yes
O31 C32 . 1.419(7) yes
O31 H1 . 0.900 no
C32 H321 . 1.020 no
C32 H322 . 1.003 no
C32 H323 . 0.987 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
N10 H23 O23 2_555 157 0.99 1.83 2.765(9) yes
C3 H72 O12 2_556 155 1.00 2.34 3.272(9) yes
O31 H1 O21 2_556 179 0.90 1.91 2.806(9) yes
