#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/05/7010574.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_7010574
loop_
_publ_author_name
'Arca, Massimiliano'
'Blake, Alexander J.'
'Casabò, Jaume'
'Demartin, Francesco'
'Devillanova, Francesco A.'
'Garau, Alessandra'
'Isaia, Francesco'
'Lippolis, Vito'
'Kivekas, Raikko'
'Muns, Vicent'
'Schröder, Martin'
'Verani, Gaetano'
_publ_section_title
;
 Conformationally locked pentadentate macrocycles containing the
 1,10-phenanthroline unit. Synthesis and crystal structure of
 5-oxa-2,8-dithia[9](2,9)-1,10-phenanthrolinophane (L) and its
 coordination properties to NiII, PdII, PtII, RhIII and
 RuII †
;
_journal_issue                   8
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1180
_journal_paper_doi               10.1039/b100493j
_journal_year                    2001
_chemical_formula_moiety         'C18 H18 N2 Ni O S2 2+, Cl -, (B F4-)'
_chemical_formula_sum            'C18 H18 B Cl F4 N2 Ni O S2'
_chemical_formula_weight         523.43
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 101.97(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.730(2)
_cell_length_b                   13.853(3)
_cell_length_c                   10.593(2)
_cell_measurement_reflns_used    31
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      16.5
_cell_measurement_theta_min      12.5
_cell_volume                     1971.0(7)
_computing_cell_refinement       STADI-4
_computing_data_collection       'Stoe STADI-4 (Stoe, 1997a)'
_computing_data_reduction        'Stoe X-RED (Stoe, 1997b)'
_computing_molecular_graphics    'SHELXTL version 5.03 (Siemens, 1994)'
_computing_publication_material  'SHELXL-97; PLATON (Spek, 2001)'
_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_measurement_device_type  'Stoe Stadi-4'
_diffrn_measurement_method       omega/theta
_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  0.00
_diffrn_reflns_av_sigmaI/netI    0.044
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3492
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.383
_exptl_absorpt_correction_T_max  0.922
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.93
_refine_diff_density_min         -0.55
_refine_diff_density_rms         0.10
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3492
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0498
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0376P)²+7.5239P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1042
_refine_ls_wR_factor_ref         0.1180
_reflns_number_gt                2774
_reflns_number_total             3492
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b100493j.txt
_cod_data_source_block           Ni(L)Cl(BF4)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 
;
_cod_original_cell_volume        1971.0(6)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7010574
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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 0.83018(4) 0.56432(4) 0.09865(5) 0.01727(17) Uani 1 1 d . . .
Cl1 Cl 0.89286(9) 0.72143(9) 0.11049(12) 0.0284(3) Uani 1 1 d . . .
S2 S 0.94296(8) 0.52810(9) 0.30613(11) 0.0217(3) Uani 1 1 d . . .
S1 S 0.88921(8) 0.52284(9) -0.09615(11) 0.0245(3) Uani 1 1 d . . .
O1 O 0.8075(2) 0.4102(2) 0.1024(3) 0.0231(7) Uani 1 1 d . . .
N2 N 0.7361(3) 0.5921(3) 0.2175(3) 0.0182(8) Uani 1 1 d . . .
N1 N 0.7021(3) 0.5865(3) -0.0347(4) 0.0197(8) Uani 1 1 d . . .
C13 C 0.7608(3) 0.6021(3) 0.3444(4) 0.0201(10) Uani 1 1 d . . .
C12 C 0.6891(3) 0.6284(4) 0.4156(5) 0.0261(11) Uani 1 1 d . . .
H12 H 0.7084 0.6380 0.5061 0.031 Uiso 1 1 calc R . .
C11 C 0.5915(4) 0.6404(4) 0.3551(5) 0.0249(11) Uani 1 1 d . . .
H11 H 0.5425 0.6548 0.4038 0.030 Uiso 1 1 calc R . .
C8 C 0.5643(3) 0.6310(3) 0.2186(4) 0.0213(10) Uani 1 1 d . . .
C9 C 0.4663(3) 0.6457(3) 0.1426(5) 0.0252(11) Uani 1 1 d . . .
H9 H 0.4132 0.6603 0.1844 0.030 Uiso 1 1 calc R . .
C10 C 0.4479(3) 0.6392(4) 0.0114(5) 0.0264(11) Uani 1 1 d . . .
H10 H 0.3821 0.6485 -0.0367 0.032 Uiso 1 1 calc R . .
C5 C 0.5265(3) 0.6186(3) -0.0553(5) 0.0216(10) Uani 1 1 d . . .
C4 C 0.5158(4) 0.6129(4) -0.1910(5) 0.0289(11) Uani 1 1 d . . .
H4 H 0.4521 0.6208 -0.2456 0.035 Uiso 1 1 calc R . .
C3 C 0.5966(4) 0.5960(4) -0.2431(5) 0.0254(11) Uani 1 1 d . . .
H3 H 0.5892 0.5917 -0.3341 0.031 Uiso 1 1 calc R . .
C2 C 0.6922(3) 0.5850(4) -0.1618(4) 0.0237(10) Uani 1 1 d . . .
C6 C 0.6218(3) 0.6034(3) 0.0187(4) 0.0197(10) Uani 1 1 d . . .
C7 C 0.6404(3) 0.6084(3) 0.1556(4) 0.0193(10) Uani 1 1 d . . .
C1 C 0.7863(4) 0.5743(4) -0.2122(5) 0.0276(11) Uani 1 1 d . . .
H1B H 0.8064 0.6386 -0.2387 0.033 Uiso 1 1 calc R . .
H1A H 0.7725 0.5328 -0.2899 0.033 Uiso 1 1 calc R . .
C17 C 0.8526(4) 0.3959(4) -0.1016(5) 0.0340(12) Uani 1 1 d . . .
H17B H 0.7822 0.3899 -0.1470 0.041 Uiso 1 1 calc R . .
H17A H 0.8938 0.3590 -0.1511 0.041 Uiso 1 1 calc R . .
C18 C 0.8649(4) 0.3528(4) 0.0333(5) 0.0341(13) Uani 1 1 d . . .
H18B H 0.8411 0.2851 0.0280 0.041 Uiso 1 1 calc R . .
H18A H 0.9359 0.3535 0.0775 0.041 Uiso 1 1 calc R . .
C16 C 0.8139(4) 0.3748(4) 0.2348(5) 0.0338(12) Uani 1 1 d . . .
H16B H 0.8072 0.3036 0.2334 0.041 Uiso 1 1 calc R . .
H16A H 0.7583 0.4021 0.2697 0.041 Uiso 1 1 calc R . .
C15 C 0.9103(4) 0.4022(4) 0.3205(5) 0.0317(12) Uani 1 1 d . . .
H15B H 0.9639 0.3612 0.2995 0.038 Uiso 1 1 calc R . .
H15A H 0.9064 0.3889 0.4112 0.038 Uiso 1 1 calc R . .
C14 C 0.8690(3) 0.5874(4) 0.4070(4) 0.0247(11) Uani 1 1 d . . .
H14B H 0.8726 0.5485 0.4863 0.030 Uiso 1 1 calc R . .
H14A H 0.8990 0.6511 0.4333 0.030 Uiso 1 1 calc R . .
B B 0.3116(3) 0.8700(3) -0.0349(4) 0.0279(13) Uani 1 1 d D . .
F1 F 0.3175(2) 0.8137(2) -0.1403(3) 0.0429(8) Uani 1 1 d D . .
F2 F 0.2233(3) 0.9219(3) -0.0605(4) 0.0595(11) Uani 1 1 d D . .
F3 F 0.3114(3) 0.8123(3) 0.0708(3) 0.0489(9) Uani 1 1 d D . .
F4 F 0.3922(3) 0.9309(3) -0.0091(5) 0.0839(15) Uani 1 1 d 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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
N2 Ni1 N1 80.33(15) . . ?
N2 Ni1 O1 93.64(13) . . ?
N1 Ni1 O1 93.13(13) . . ?
N2 Ni1 Cl1 93.76(11) . . ?
N1 Ni1 Cl1 98.77(11) . . ?
O1 Ni1 Cl1 166.90(9) . . ?
N2 Ni1 S1 160.23(11) . . ?
N1 Ni1 S1 80.74(11) . . ?
O1 Ni1 S1 81.77(9) . . ?
Cl1 Ni1 S1 94.69(5) . . ?
N2 Ni1 S2 81.23(11) . . ?
N1 Ni1 S2 160.33(11) . . ?
O1 Ni1 S2 81.29(9) . . ?
Cl1 Ni1 S2 89.17(5) . . ?
S1 Ni1 S2 116.72(5) . . ?
C15 S2 C14 102.0(2) . . ?
C15 S2 Ni1 98.64(17) . . ?
C14 S2 Ni1 96.20(15) . . ?
C1 S1 C17 100.7(2) . . ?
C1 S1 Ni1 97.58(16) . . ?
C17 S1 Ni1 96.67(18) . . ?
C18 O1 C16 111.9(4) . . ?
C18 O1 Ni1 116.5(3) . . ?
C16 O1 Ni1 111.5(3) . . ?
C13 N2 C7 119.4(4) . . ?
C13 N2 Ni1 126.2(3) . . ?
C7 N2 Ni1 114.2(3) . . ?
C2 N1 C6 120.3(4) . . ?
C2 N1 Ni1 126.4(3) . . ?
C6 N1 Ni1 113.2(3) . . ?
N2 C13 C12 120.7(4) . . ?
N2 C13 C14 116.9(4) . . ?
C12 C13 C14 122.3(4) . . ?
C11 C12 C13 120.4(4) . . ?
C12 C11 C8 119.3(4) . . ?
C7 C8 C11 116.4(4) . . ?
C7 C8 C9 118.4(4) . . ?
C11 C8 C9 125.2(4) . . ?
C10 C9 C8 121.2(4) . . ?
C9 C10 C5 121.0(4) . . ?
C6 C5 C4 116.7(4) . . ?
C6 C5 C10 117.8(4) . . ?
C4 C5 C10 125.5(4) . . ?
C3 C4 C5 120.1(4) . . ?
C4 C3 C2 120.1(4) . . ?
N1 C2 C3 120.1(4) . . ?
N1 C2 C1 116.6(4) . . ?
C3 C2 C1 123.3(4) . . ?
N1 C6 C5 122.6(4) . . ?
N1 C6 C7 116.4(4) . . ?
C5 C6 C7 121.0(4) . . ?
N2 C7 C8 123.7(4) . . ?
N2 C7 C6 115.8(4) . . ?
C8 C7 C6 120.5(4) . . ?
C2 C1 S1 113.8(3) . . ?
C18 C17 S1 111.8(4) . . ?
O1 C18 C17 107.3(4) . . ?
O1 C16 C15 111.5(4) . . ?
C16 C15 S2 113.4(4) . . ?
C13 C14 S2 115.0(3) . . ?
F4 B F1 109.2(4) . . ?
F4 B F3 109.5(4) . . ?
F1 B F3 110.0(4) . . ?
F4 B F2 110.8(4) . . ?
F1 B F2 109.3(4) . . ?
F3 B F2 108.1(4) . . ?
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 N2 2.019(4) . ?
Ni1 N1 2.038(4) . ?
Ni1 O1 2.159(3) . ?
Ni1 Cl1 2.3342(14) . ?
Ni1 S1 2.4371(13) . ?
Ni1 S2 2.4633(13) . ?
S2 C15 1.815(5) . ?
S2 C14 1.816(5) . ?
S1 C1 1.815(5) . ?
S1 C17 1.827(6) . ?
O1 C18 1.424(6) . ?
O1 C16 1.471(6) . ?
N2 C13 1.324(6) . ?
N2 C7 1.360(6) . ?
N1 C2 1.325(6) . ?
N1 C6 1.360(6) . ?
C13 C12 1.406(6) . ?
C13 C14 1.510(6) . ?
C12 C11 1.370(7) . ?
C11 C8 1.422(7) . ?
C8 C7 1.387(6) . ?
C8 C9 1.431(6) . ?
C9 C10 1.364(7) . ?
C10 C5 1.435(7) . ?
C5 C6 1.395(6) . ?
C5 C4 1.417(7) . ?
C4 C3 1.357(7) . ?
C3 C2 1.421(6) . ?
C2 C1 1.504(7) . ?
C6 C7 1.421(6) . ?
C17 C18 1.526(8) . ?
C16 C15 1.490(7) . ?
B F4 1.373(5) . ?
B F1 1.377(5) . ?
B F3 1.377(5) . ?
B F2 1.388(5) . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N2 C13 C12 0.7(7) . . . . ?
C7 N2 C13 C14 -177.4(4) . . . . ?
N2 C13 C12 C11 2.5(7) . . . . ?
C14 C13 C12 C11 -179.5(5) . . . . ?
C13 C12 C11 C8 -3.4(7) . . . . ?
C12 C11 C8 C7 1.0(7) . . . . ?
C12 C11 C8 C9 -177.1(5) . . . . ?
C7 C8 C9 C10 -1.0(7) . . . . ?
C11 C8 C9 C10 177.1(5) . . . . ?
C8 C9 C10 C5 -0.8(8) . . . . ?
C9 C10 C5 C6 1.3(7) . . . . ?
C9 C10 C5 C4 -178.2(5) . . . . ?
C6 C5 C4 C3 -1.8(7) . . . . ?
C10 C5 C4 C3 177.7(5) . . . . ?
C5 C4 C3 C2 -0.6(8) . . . . ?
C6 N1 C2 C3 -3.3(7) . . . . ?
C6 N1 C2 C1 174.9(4) . . . . ?
C4 C3 C2 N1 3.2(7) . . . . ?
C4 C3 C2 C1 -174.8(5) . . . . ?
C2 N1 C6 C5 0.8(7) . . . . ?
C2 N1 C6 C7 -177.0(4) . . . . ?
C4 C5 C6 N1 1.8(7) . . . . ?
C10 C5 C6 N1 -177.8(4) . . . . ?
C4 C5 C6 C7 179.5(4) . . . . ?
C10 C5 C6 C7 -0.1(7) . . . . ?
C13 N2 C7 C8 -3.2(7) . . . . ?
C13 N2 C7 C6 175.3(4) . . . . ?
C11 C8 C7 N2 2.3(7) . . . . ?
C9 C8 C7 N2 -179.4(4) . . . . ?
C11 C8 C7 C6 -176.1(4) . . . . ?
C9 C8 C7 C6 2.2(7) . . . . ?
N1 C6 C7 N2 -2.3(6) . . . . ?
C5 C6 C7 N2 179.8(4) . . . . ?
N1 C6 C7 C8 176.1(4) . . . . ?
C5 C6 C7 C8 -1.7(7) . . . . ?
N1 C2 C1 S1 21.0(6) . . . . ?
C3 C2 C1 S1 -160.9(4) . . . . ?
C17 S1 C1 C2 75.8(4) . . . . ?
C1 S1 C17 C18 -134.4(4) . . . . ?
C16 O1 C18 C17 179.9(4) . . . . ?
S1 C17 C18 O1 56.7(5) . . . . ?
C18 O1 C16 C15 76.8(5) . . . . ?
O1 C16 C15 S2 47.3(5) . . . . ?
C14 S2 C15 C16 80.8(4) . . . . ?
N2 C13 C14 S2 -15.2(6) . . . . ?
C12 C13 C14 S2 166.8(4) . . . . ?
C15 S2 C14 C13 -79.7(4) . . . . ?
