#------------------------------------------------------------------------------
#$Date: 2020-12-04 08:04:18 +0200 (Fri, 04 Dec 2020) $
#$Revision: 259535 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/45/4304509.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_4304509
loop_
_publ_author_name
'Marie-Laure Bonnet'
'Christophe Aronica'
'Guillaume Chastanet'
'Guillaume Pilet'
'Dominique Luneau'
'Corine Mathonière'
'Rodolphe Clérac'
'Vincent Robert'
_publ_contact_author_address
; 
Groupe de Cristallographie et Ingénierie Moléculaire
Laboratoire des Multimatériaux et Interfaces
UMR 5615 CNRS-Université Claude Bernard Lyon 1
Bât. Jules Raulin
43 bd du 11 Novembre 1918
69622 Villeurbanne cedex
FRANCE
;
_publ_contact_author_email       guillaume.pilet@univ-lyon1.fr
_publ_contact_author_fax         '(+33)4 72 43 11 60'
_publ_contact_author_name        'Guillaume Pilet'
_publ_contact_author_phone       '(+33)4 72 44 82 20'
_publ_section_title
;
Nickel(II) Chain with Alternating End-On/End-to-End Single Azido Bridges:
A Combined Structural, Magnetic, and Theoretical Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1127
_journal_page_last               1133
_journal_paper_doi               10.1021/ic702012r
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C10 H18 F3 N5 Ni O2'
_chemical_formula_sum            'C10 H18 F3 N5 Ni O2'
_chemical_formula_weight         355.9
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             06-05-29
_audit_creation_method           CRYSTALS_ver_12.82
_cell_angle_alpha                90
_cell_angle_beta                 120.81(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.570(7)
_cell_length_b                   10.79(1)
_cell_length_c                   16.154(5)
_cell_measurement_reflns_used    2658
_cell_measurement_temperature    290
_cell_measurement_theta_max      29
_cell_measurement_theta_min      2
_cell_volume                     3229(3)
_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      290
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            2911
_diffrn_reflns_theta_full        24.318
_diffrn_reflns_theta_max         24.814
_diffrn_reflns_theta_min         2.185
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.252
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.9877
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_description       cubic
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.41
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1308
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         1934
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0521
_refine_ls_shift/su_max          0.000580
_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: 
 1.64 0.191 1.14 -0.261 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0740
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0601
_reflns_limit_h_max              21
_reflns_limit_h_min              -25
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                1934
_reflns_number_total             2753
_reflns_threshold_expression     I>3.00u(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_scale          0.3647(12)
_oxford_structure_analysis_title 'import in C 2/c'
_cod_data_source_file            ic702012r-file001.cif
_cod_data_source_block           CRYSTALS_cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

2020-11-06
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C20 H36 F6 N10 Ni2 O4'
_cod_original_formula_weight         711.9
_cod_original_formula_moiety         'C20 H36 F6 N10 Ni2 O4'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        3228(4)
_cod_original_sg_symbol_H-M      'C 1 2/c 1 '
_cod_database_code               4304509
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.45906(3) 0.15671(5) 0.11283(3) 0.0480 1.0000 Uani . . . . . .
N1 N 0.41729(19) 0.2315(4) -0.0210(2) 0.0614 1.0000 Uani . . . . . .
N2 N 0.3553(2) 0.0628(4) 0.0471(3) 0.0710 1.0000 Uani . . . . . .
N3 N 0.5000 0.0799(5) 0.2500 0.0525 1.0000 Uani S T . . . .
N4 N 0.5000 -0.0322(6) 0.2500 0.0666 1.0000 Uani S T . . . .
N5 N 0.5000 -0.1361(7) 0.2500 0.1078 1.0000 Uani S T . . . .
N6 N 0.5104(2) 0.0171(4) 0.0779(2) 0.0591 1.0000 Uani . . . . . .
N7 N 0.5000 0.0000 0.0000 0.0511 1.0000 Uani S . . . . .
O1 O 0.54838(15) 0.2652(3) 0.16270(19) 0.0575 1.0000 Uani . . . . . .
O2 O 0.41162(17) 0.2997(3) 0.1542(2) 0.0611 1.0000 Uani . . . . . .
F1 F 0.68832(18) 0.2407(4) 0.1905(3) 0.1120 1.0000 Uani . . . . . .
F2 F 0.66677(19) 0.4108(4) 0.2331(3) 0.1017 1.0000 Uani . . . . . .
F3 F 0.6668(2) 0.4002(6) 0.1028(3) 0.1564 1.0000 Uani . . . . . .
C1 C 0.6469(3) 0.3409(6) 0.1556(4) 0.0739 1.0000 Uani . . . . . .
C2 C 0.5674(2) 0.3060(4) 0.1042(3) 0.0576 1.0000 Uani . . . . . .
C3 C 0.5278(3) 0.3190(5) 0.0073(3) 0.0651 1.0000 Uani . . . . . .
C4 C 0.4539(3) 0.2845(5) -0.0539(3) 0.0652 1.0000 Uani . . . . . .
C5 C 0.4216(3) 0.3111(6) -0.1600(4) 0.0866 1.0000 Uani . . . . . .
C6 C 0.3432(3) 0.1913(7) -0.0871(3) 0.0899 1.0000 Uani . . . . . .
C7 C 0.3089(3) 0.1523(6) -0.0296(4) 0.0829 1.0000 Uani . . . . . .
C8 C 0.3541(3) -0.0596(7) 0.0064(5) 0.1029 1.0000 Uani . . . . . .
C9 C 0.3270(3) 0.0495(7) 0.1137(4) 0.0888 1.0000 Uani . . . . . .
C10 C 0.4120(3) 0.4267(5) 0.1306(4) 0.0748 1.0000 Uani . . . . . .
H101 H 0.3873 0.4783 0.1573 0.0928 1.0000 Uiso . . . . . .
H102 H 0.4631 0.4566 0.1596 0.0928 1.0000 Uiso . . . . . .
H103 H 0.3862 0.4371 0.0593 0.0928 1.0000 Uiso . . . . . .
H91 H 0.3574 -0.0115 0.1663 0.1187 1.0000 Uiso . . . . . .
H92 H 0.3283 0.1313 0.1438 0.1187 1.0000 Uiso . . . . . .
H93 H 0.2759 0.0185 0.0775 0.1187 1.0000 Uiso . . . . . .
H81 H 0.3858 -0.1202 0.0595 0.1275 1.0000 Uiso . . . . . .
H82 H 0.3721 -0.0550 -0.0398 0.1275 1.0000 Uiso . . . . . .
H83 H 0.3035 -0.0946 -0.0288 0.1275 1.0000 Uiso . . . . . .
H71 H 0.3021 0.2296 0.0007 0.0974 1.0000 Uiso . . . . . .
H72 H 0.2604 0.1156 -0.0739 0.0974 1.0000 Uiso . . . . . .
H61 H 0.3428 0.1186 -0.1265 0.1035 1.0000 Uiso . . . . . .
H62 H 0.3144 0.2605 -0.1328 0.1035 1.0000 Uiso . . . . . .
H51 H 0.3702 0.2845 -0.1971 0.1108 1.0000 Uiso . . . . . .
H52 H 0.4496 0.2658 -0.1850 0.1108 1.0000 Uiso . . . . . .
H53 H 0.4246 0.4028 -0.1700 0.1108 1.0000 Uiso . . . . . .
H31 H 0.5531 0.3558 -0.0244 0.0814 1.0000 Uiso . . . . . .
H1 H 0.4176 0.3008 0.2096 0.0500 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
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'
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'
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'
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'
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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 . Ni1 . N2 . 83.16(17) yes
N1 . Ni1 . N3 . 178.91(10) yes
N2 . Ni1 . N3 . 95.93(14) yes
N1 . Ni1 . N6 . 90.34(15) yes
N2 . Ni1 . N6 . 95.01(16) yes
N3 . Ni1 . N6 . 90.33(14) yes
N1 . Ni1 . O1 . 90.39(14) yes
N2 . Ni1 . O1 . 171.98(15) yes
N3 . Ni1 . O1 . 90.47(12) yes
N6 . Ni1 . O1 . 89.78(16) yes
N1 . Ni1 . O2 . 91.37(13) yes
N2 . Ni1 . O2 . 87.17(15) yes
N3 . Ni1 . O2 . 87.99(13) yes
N6 . Ni1 . O2 . 177.38(13) yes
O1 . Ni1 . O2 . 88.22(15) yes
Ni1 . N1 . C4 . 125.6(3) yes
Ni1 . N1 . C6 . 112.5(3) yes
C4 . N1 . C6 . 120.2(4) yes
Ni1 . N2 . C7 . 101.0(3) yes
Ni1 . N2 . C8 . 114.5(3) yes
C7 . N2 . C8 . 111.2(5) yes
Ni1 . N2 . C9 . 113.1(3) yes
C7 . N2 . C9 . 108.4(4) yes
C8 . N2 . C9 . 108.5(5) yes
Ni1 . N3 . Ni1 5_655 133.3(3) yes
Ni1 . N3 . N4 . 113.35(14) yes
Ni1 5_655 N3 . N4 . 113.35(14) yes
N3 . N4 . N5 . 179.990 yes
Ni1 . N6 . N7 . 124.1(2) yes
N6 . N7 . N6 2_655 179.990 yes
Ni1 . O1 . C2 . 120.0(3) yes
Ni1 . O2 . C10 . 122.8(3) yes
Ni1 . O2 . H1 . 120.5 no
C10 . O2 . H1 . 104.7 no
F1 . C1 . F2 . 103.8(4) yes
F1 . C1 . F3 . 107.5(5) yes
F2 . C1 . F3 . 106.4(5) yes
F1 . C1 . C2 . 110.8(5) yes
F2 . C1 . C2 . 112.6(4) yes
F3 . C1 . C2 . 115.0(4) yes
C1 . C2 . O1 . 112.2(4) yes
C1 . C2 . C3 . 118.2(4) yes
O1 . C2 . C3 . 129.6(4) yes
C2 . C3 . C4 . 126.3(4) yes
C2 . C3 . H31 . 116.6 no
C4 . C3 . H31 . 117.2 no
C3 . C4 . N1 . 122.2(4) yes
C3 . C4 . C5 . 115.9(5) yes
N1 . C4 . C5 . 121.9(5) yes
C4 . C5 . H51 . 110.6 no
C4 . C5 . H52 . 109.9 no
H51 . C5 . H52 . 109.3 no
C4 . C5 . H53 . 109.7 no
H51 . C5 . H53 . 109.2 no
H52 . C5 . H53 . 108.1 no
N1 . C6 . C7 . 109.2(4) yes
N1 . C6 . H61 . 110.1 no
C7 . C6 . H61 . 108.9 no
N1 . C6 . H62 . 110.3 no
C7 . C6 . H62 . 110.2 no
H61 . C6 . H62 . 108.2 no
C6 . C7 . N2 . 111.2(4) yes
C6 . C7 . H71 . 107.7 no
N2 . C7 . H71 . 109.5 no
C6 . C7 . H72 . 109.4 no
N2 . C7 . H72 . 110.6 no
H71 . C7 . H72 . 108.3 no
N2 . C8 . H81 . 110.5 no
N2 . C8 . H82 . 111.4 no
H81 . C8 . H82 . 108.1 no
N2 . C8 . H83 . 110.8 no
H81 . C8 . H83 . 107.5 no
H82 . C8 . H83 . 108.5 no
N2 . C9 . H91 . 110.0 no
N2 . C9 . H92 . 110.3 no
H91 . C9 . H92 . 108.7 no
N2 . C9 . H93 . 110.2 no
H91 . C9 . H93 . 108.6 no
H92 . C9 . H93 . 109.1 no
O2 . C10 . H101 . 109.9 no
O2 . C10 . H102 . 109.8 no
H101 . C10 . H102 . 108.6 no
O2 . C10 . H103 . 109.9 no
H101 . C10 . H103 . 109.2 no
H102 . C10 . H103 . 109.4 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . N1 . 2.035(3) yes
Ni1 . N2 . 2.175(4) yes
Ni1 . N3 . 2.091(2) yes
Ni1 . N6 . 2.109(4) yes
Ni1 . O1 . 2.035(3) yes
Ni1 . O2 . 2.138(3) yes
N1 . C4 . 1.289(6) yes
N1 . C6 . 1.461(7) yes
N2 . C7 . 1.482(7) yes
N2 . C8 . 1.470(7) yes
N2 . C9 . 1.490(7) yes
N3 . N4 . 1.209(8) yes
N4 . N5 . 1.121(9) yes
N6 . N7 . 1.175(3) yes
O1 . C2 . 1.285(5) yes
O2 . C10 . 1.423(6) yes
O2 . H1 . 0.837 no
F1 . C1 . 1.331(7) yes
F2 . C1 . 1.330(7) yes
F3 . C1 . 1.304(6) yes
C1 . C2 . 1.521(7) yes
C2 . C3 . 1.353(6) yes
C3 . C4 . 1.430(7) yes
C3 . H31 . 1.001 no
C4 . C5 . 1.511(6) yes
C5 . H51 . 0.995 no
C5 . H52 . 1.008 no
C5 . H53 . 1.009 no
C6 . C7 . 1.513(8) yes
C6 . H61 . 1.008 no
C6 . H62 . 1.008 no
C7 . H71 . 1.015 no
C7 . H72 . 0.999 no
C8 . H81 . 1.015 no
C8 . H82 . 1.003 no
C8 . H83 . 1.010 no
C9 . H91 . 1.008 no
C9 . H92 . 1.001 no
C9 . H93 . 1.004 no
C10 . H101 . 1.007 no
C10 . H102 . 1.005 no
C10 . H103 . 0.997 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_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
O2 . H1 . O1 5_655 161.9 0.837 1.841 2.649 yes
