#------------------------------------------------------------------------------
#$Date: 2015-11-06 06:28:06 +0200 (Fri, 06 Nov 2015) $
#$Revision: 170062 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/41/4344149.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_4344149
loop_
_publ_author_name
'Dommaschk, Marcel'
'Thoms, Vanessa'
'Schütt, Christian'
'Näther, Christian'
'Puttreddy, Rakesh'
'Rissanen, Kari'
'Herges, Rainer'
_publ_section_title
;
 Coordination-Induced Spin-State Switching with Nickel Chlorin and Nickel
 Isobacteriochlorin.
;
_journal_issue                   19
_journal_name_full               'Inorganic chemistry'
_journal_page_first              9390
_journal_page_last               9392
_journal_paper_doi               10.1021/acs.inorgchem.5b01756
_journal_volume                  54
_journal_year                    2015
_chemical_formula_sum            'C69 H33 F20 N9 Ni'
_chemical_formula_weight         1426.75
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                106.463(3)
_cell_angle_beta                 101.692(3)
_cell_angle_gamma                96.436(3)
_cell_formula_units_Z            1
_cell_length_a                   9.6240(3)
_cell_length_b                   12.9847(4)
_cell_length_c                   13.0914(5)
_cell_measurement_reflns_used    21978
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      1.66
_cell_volume                     1511.10(10)
_computing_cell_refinement       'X-Area (STOE & CIE, 2008'
_computing_data_collection       'X-Area (STOE & CIE, 2008'
_computing_data_reduction        'X-Area (STOE & CIE, 2008'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'IPDS-2 (STOE & CIE)'
_diffrn_measurement_method       'Omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_laue_measured_fraction_full 0.998
_diffrn_reflns_laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21978
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.003
_diffrn_reflns_theta_min         1.663
_exptl_absorpt_coefficient_mu    0.436
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_description       block
_exptl_crystal_F_000             718
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_platon_squeeze_details
;
;
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         6599
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0361
_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)+(0.0766P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1052
_refine_ls_wR_factor_ref         0.1073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5642
_reflns_number_total             6599
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic5b01756_si_002.cif
_cod_data_source_block           herges100_(1*2Py)
_cod_depositor_comments
'Adding full bibliography for 4344148--4344152.cif.'
_cod_original_cell_volume        1511.10(9)
_cod_database_code               4344149
_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.
;
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_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_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
Ni1 Ni 0.5000 0.5000 0.5000 0.02714(9) Uani 1 2 d S . P
N1 N 0.57177(13) 0.36528(9) 0.52900(9) 0.0295(2) Uani 1 1 d . . .
C1 C 0.56891(17) 0.26890(11) 0.45220(11) 0.0312(3) Uani 1 1 d . . .
C2 C 0.63204(18) 0.19491(12) 0.50481(12) 0.0363(3) Uani 1 1 d . . .
H2 H 0.6437 0.1228 0.4695 0.044 Uiso 1 1 calc R U .
C3 C 0.67105(18) 0.24861(12) 0.61398(12) 0.0355(3) Uani 1 1 d . . .
H3 H 0.7148 0.2212 0.6703 0.043 Uiso 1 1 calc R U .
C4 C 0.63335(16) 0.35591(11) 0.62863(11) 0.0304(3) Uani 1 1 d . . .
C5 C 0.65610(16) 0.43818(11) 0.73003(11) 0.0301(3) Uani 1 1 d . . .
C6 C 0.62432(16) 0.54309(11) 0.74554(11) 0.0301(3) Uani 1 1 d . . .
C7 C 0.65761(17) 0.62857(12) 0.85064(12) 0.0344(3) Uani 1 1 d . . .
H7 H 0.7026 0.6229 0.9200 0.041 Uiso 1 1 calc R U .
C8 C 0.61283(17) 0.71742(12) 0.83140(11) 0.0338(3) Uani 1 1 d . . .
H8 H 0.6212 0.7866 0.8844 0.041 Uiso 1 1 calc R U .
C9 C 0.54945(16) 0.68725(11) 0.71448(11) 0.0304(3) Uani 1 1 d . . .
C10 C 0.48815(17) 0.75651(11) 0.66105(12) 0.0313(3) Uani 1 1 d . . .
N2 N 0.55920(13) 0.58135(9) 0.66454(9) 0.0293(2) Uani 1 1 d . . .
C11 C 0.72363(16) 0.41220(11) 0.83109(11) 0.0314(3) Uani 1 1 d . . .
C12 C 0.86446(17) 0.39412(12) 0.85137(12) 0.0339(3) Uani 1 1 d . . .
C13 C 0.92916(18) 0.37252(13) 0.94507(13) 0.0381(3) Uani 1 1 d . . .
C14 C 0.8545(2) 0.37069(13) 1.02396(12) 0.0397(4) Uani 1 1 d . . .
C15 C 0.71522(19) 0.38919(13) 1.00775(12) 0.0386(3) Uani 1 1 d . . .
C16 C 0.65070(17) 0.40730(12) 0.91151(12) 0.0341(3) Uani 1 1 d . . .
F11 F 0.94432(10) 0.39967(9) 0.77973(8) 0.0442(2) Uani 1 1 d . . .
F12 F 1.06543(11) 0.35552(9) 0.96032(9) 0.0513(3) Uani 1 1 d . . .
F13 F 0.91805(14) 0.35260(9) 1.11657(8) 0.0559(3) Uani 1 1 d . . .
F14 F 0.64262(13) 0.38789(9) 1.08433(8) 0.0517(3) Uani 1 1 d . . .
F15 F 0.51300(11) 0.42090(8) 0.89711(8) 0.0431(2) Uani 1 1 d . . .
C21 C 0.48511(18) 0.86790(12) 0.73273(12) 0.0338(3) Uani 1 1 d . . .
C22 C 0.38930(19) 0.88558(13) 0.79939(13) 0.0395(3) Uani 1 1 d . . .
C23 C 0.3913(2) 0.98732(15) 0.87083(14) 0.0472(4) Uani 1 1 d . . .
C24 C 0.4904(2) 1.07475(13) 0.87595(14) 0.0481(4) Uani 1 1 d . . .
C25 C 0.5861(2) 1.06088(13) 0.81107(14) 0.0468(4) Uani 1 1 d . . .
C26 C 0.5823(2) 0.95823(13) 0.74026(13) 0.0399(4) Uani 1 1 d . . .
F21 F 0.29197(13) 0.80141(9) 0.79630(10) 0.0576(3) Uani 1 1 d . . .
F22 F 0.29897(15) 1.00102(11) 0.93579(11) 0.0700(4) Uani 1 1 d . . .
F23 F 0.49349(17) 1.17361(9) 0.94544(10) 0.0692(4) Uani 1 1 d . . .
F24 F 0.68376(17) 1.14636(9) 0.81796(10) 0.0697(4) Uani 1 1 d . . .
F25 F 0.67754(14) 0.94758(9) 0.67785(9) 0.0575(3) Uani 1 1 d . . .
N31 N 0.71782(14) 0.56195(11) 0.48579(11) 0.0365(3) Uani 1 1 d . . .
C31 C 0.7719(2) 0.50795(16) 0.40345(15) 0.0487(4) Uani 1 1 d . . .
H31 H 0.7147 0.4426 0.3515 0.058 Uiso 1 1 calc R U .
C32 C 0.9061(2) 0.5427(2) 0.39066(19) 0.0619(5) Uani 1 1 d . . .
H32 H 0.9405 0.5013 0.3317 0.074 Uiso 1 1 calc R U .
C33 C 0.9895(3) 0.6376(2) 0.4638(2) 0.0713(6) Uani 1 1 d . . .
H33 H 1.0818 0.6640 0.4563 0.086 Uiso 1 1 calc R U .
C34 C 0.9363(3) 0.6924(2) 0.5470(2) 0.0795(8) Uani 1 1 d . . .
H34 H 0.9918 0.7581 0.5996 0.095 Uiso 1 1 calc R U .
C35 C 0.8008(2) 0.65282(18) 0.55573(19) 0.0621(5) Uani 1 1 d . . .
H35 H 0.7658 0.6930 0.6150 0.074 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'
F F 0.0171 0.0103 '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
N2 Ni1 N2 180.00(10) . 2_666
N2 Ni1 N1 89.97(5) . .
N2 Ni1 N1 90.03(5) 2_666 .
N2 Ni1 N1 90.03(5) . 2_666
N2 Ni1 N1 89.97(5) 2_666 2_666
N1 Ni1 N1 180.0 . 2_666
N2 Ni1 N31 89.81(5) . .
N2 Ni1 N31 90.19(5) 2_666 .
N1 Ni1 N31 89.94(5) . .
N1 Ni1 N31 90.06(5) 2_666 .
N2 Ni1 N31 90.19(5) . 2_666
N2 Ni1 N31 89.81(5) 2_666 2_666
N1 Ni1 N31 90.06(5) . 2_666
N1 Ni1 N31 89.94(5) 2_666 2_666
N31 Ni1 N31 180.0 . 2_666
C1 N1 C4 106.84(11) . .
C1 N1 Ni1 126.46(9) . .
C4 N1 Ni1 126.70(9) . .
N1 C1 C10 125.35(13) . 2_666
N1 C1 C2 109.99(12) . .
C10 C1 C2 124.65(13) 2_666 .
C3 C2 C1 106.59(13) . .
C2 C3 C4 106.84(12) . .
N1 C4 C5 124.88(12) . .
N1 C4 C3 109.74(12) . .
C5 C4 C3 125.38(13) . .
C6 C5 C4 126.19(13) . .
C6 C5 C11 116.61(12) . .
C4 C5 C11 117.19(12) . .
N2 C6 C5 125.47(13) . .
N2 C6 C7 109.62(12) . .
C5 C6 C7 124.90(13) . .
C8 C7 C6 107.10(12) . .
C7 C8 C9 106.82(13) . .
N2 C9 C10 125.33(13) . .
N2 C9 C8 109.81(12) . .
C10 C9 C8 124.85(13) . .
C9 C10 C1 126.17(13) . 2_666
C9 C10 C21 116.05(12) . .
C1 C10 C21 117.78(12) 2_666 .
C6 N2 C9 106.64(11) . .
C6 N2 Ni1 126.71(9) . .
C9 N2 Ni1 126.54(9) . .
C12 C11 C16 115.90(13) . .
C12 C11 C5 121.83(13) . .
C16 C11 C5 122.25(13) . .
F11 C12 C13 117.28(14) . .
F11 C12 C11 120.17(13) . .
C13 C12 C11 122.53(14) . .
F12 C13 C14 120.12(14) . .
F12 C13 C12 120.00(15) . .
C14 C13 C12 119.87(15) . .
F13 C14 C15 120.27(15) . .
F13 C14 C13 120.18(15) . .
C15 C14 C13 119.55(14) . .
F14 C15 C14 119.71(14) . .
F14 C15 C16 120.63(15) . .
C14 C15 C16 119.65(14) . .
F15 C16 C15 117.77(14) . .
F15 C16 C11 119.79(13) . .
C15 C16 C11 122.44(15) . .
C26 C21 C22 116.42(14) . .
C26 C21 C10 121.72(14) . .
C22 C21 C10 121.79(14) . .
F21 C22 C23 118.18(15) . .
F21 C22 C21 119.58(14) . .
C23 C22 C21 122.24(16) . .
F22 C23 C24 120.05(16) . .
F22 C23 C22 120.65(18) . .
C24 C23 C22 119.29(16) . .
F23 C24 C25 120.06(17) . .
F23 C24 C23 119.66(17) . .
C25 C24 C23 120.27(15) . .
F24 C25 C24 119.75(15) . .
F24 C25 C26 120.82(17) . .
C24 C25 C26 119.42(16) . .
F25 C26 C21 119.81(14) . .
F25 C26 C25 117.85(15) . .
C21 C26 C25 122.34(16) . .
C35 N31 C31 116.21(16) . .
C35 N31 Ni1 122.95(12) . .
C31 N31 Ni1 120.84(12) . .
N31 C31 C32 123.24(19) . .
C33 C32 C31 119.3(2) . .
C34 C33 C32 117.9(2) . .
C33 C34 C35 120.0(2) . .
N31 C35 C34 123.3(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N2 2.0392(11) .
Ni1 N2 2.0392(11) 2_666
Ni1 N1 2.0548(11) .
Ni1 N1 2.0548(11) 2_666
Ni1 N31 2.2228(13) .
Ni1 N31 2.2229(13) 2_666
N1 C1 1.3586(18) .
N1 C4 1.3638(17) .
C1 C10 1.400(2) 2_666
C1 C2 1.4502(19) .
C2 C3 1.352(2) .
C3 C4 1.4489(19) .
C4 C5 1.4062(19) .
C5 C6 1.3972(19) .
C5 C11 1.4967(19) .
C6 N2 1.3650(17) .
C6 C7 1.4504(19) .
C7 C8 1.346(2) .
C8 C9 1.4480(19) .
C9 N2 1.3680(18) .
C9 C10 1.398(2) .
C10 C1 1.400(2) 2_666
C10 C21 1.4915(19) .
C11 C12 1.387(2) .
C11 C16 1.390(2) .
C12 F11 1.3392(17) .
C12 C13 1.377(2) .
C13 F12 1.3387(19) .
C13 C14 1.376(2) .
C14 F13 1.3388(17) .
C14 C15 1.373(2) .
C15 F14 1.3358(18) .
C15 C16 1.383(2) .
C16 F15 1.3391(19) .
C21 C26 1.383(2) .
C21 C22 1.387(2) .
C22 F21 1.343(2) .
C22 C23 1.381(2) .
C23 F22 1.341(2) .
C23 C24 1.376(3) .
C24 F23 1.3398(18) .
C24 C25 1.368(3) .
C25 F24 1.341(2) .
C25 C26 1.383(2) .
C26 F25 1.3397(19) .
N31 C35 1.322(2) .
N31 C31 1.343(2) .
C31 C32 1.379(3) .
C32 C33 1.370(3) .
C33 C34 1.350(4) .
C34 C35 1.386(3) .
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
1 0.500 0.500 0.911 451.9 119.2
