#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:18:08 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179321 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/18/4321816.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_4321816
loop_
_publ_author_name
'Jerzy Lisowski'
'Przemysław Starynowicz'
_publ_section_title
;
 Heterodinuclear Macrocyclic Complexes Containing Both Nickel(II) and
 Lanthanide(III) Ions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1351
_journal_page_last               1355
_journal_paper_doi               10.1021/ic971416p
_journal_volume                  38
_journal_year                    1999
_chemical_formula_moiety         'C23 H24 Cl3 La N4 Ni O3'
_chemical_formula_sum            'C23 H24 Cl3 La N4 Ni O3'
_chemical_formula_weight         708.43
_chemical_name_systematic
;
 ?
;
_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     Patterson
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 106.77(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.435(7)
_cell_length_b                   17.917(11)
_cell_length_c                   15.449(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     2501(3)
_computing_cell_refinement       'Kuma KM4 software 1996'
_computing_data_collection       'Kuma KM4 software 1996'
_computing_data_reduction        'Kuma KM4 software 1996'
_computing_molecular_graphics    'ORTEPII (C. K. Johnson, 1976'
_computing_publication_material  'CIFTAB (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Kuma KM4 diffractometer'
_diffrn_measurement_method       'theta/2theta scans'
_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  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5466
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         2
_diffrn_standards_decay_%        3.87
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.793
_exptl_absorpt_correction_T_max  1.0328
_exptl_absorpt_correction_T_min  0.9399
_exptl_absorpt_correction_type   refdelf
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    1.882
_exptl_crystal_density_meas      1.91
_exptl_crystal_density_method    'flotation in chloroform/bromoform'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.720
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.574
_refine_ls_goodness_of_fit_obs   2.749
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         4128
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      2.571
_refine_ls_restrained_S_obs      2.744
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_obs          0.0299
_refine_ls_shift/esd_max         0.169
_refine_ls_shift/esd_mean        0.037
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0645
_refine_ls_wR_factor_obs         0.0627
_reflns_number_observed          3478
_reflns_number_total             4128
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic971416p.cif
_cod_data_source_block           IC971416P
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2500.5(29)
_cod_database_code               4321816
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
La La 0.05966(3) 0.027722(14) 0.21589(2) 0.02983(8) Uani 1 d . .
Ni Ni 0.10061(7) 0.04922(3) 0.43848(4) 0.03312(15) Uani 1 d . .
Cl1 Cl -0.0334(2) 0.13989(8) 0.08177(10) 0.0635(4) Uani 1 d . .
Cl2 Cl 0.2188(2) 0.14898(9) 0.31218(11) 0.0679(5) Uani 1 d . .
Cl3 Cl 0.3193(2) -0.02311(11) 0.1892(2) 0.1014(8) Uani 1 d . .
N1 N 0.0667(5) 0.1319(2) 0.4996(3) 0.0435(11) Uani 1 d . .
N2 N 0.2630(5) 0.0323(2) 0.5353(3) 0.0414(10) Uani 1 d . .
N3 N -0.0025(5) -0.1184(2) 0.2220(3) 0.0391(10) Uani 1 d . .
N4 N -0.2306(4) 0.0098(2) 0.1656(3) 0.0441(11) Uani 1 d . .
O1 O -0.0640(3) 0.0613(2) 0.3390(2) 0.0348(7) Uani 1 d . .
O2 O 0.1347(4) -0.0310(2) 0.3722(2) 0.0366(7) Uani 1 d . .
O3 O -0.0512(5) -0.0442(2) 0.0682(3) 0.0551(11) Uani 1 d . .
C1 C -0.1665(5) 0.1131(2) 0.3283(3) 0.0336(11) Uani 1 d . .
C2 C -0.2999(5) 0.1066(3) 0.2568(3) 0.0334(10) Uani 1 d . .
C3 C -0.4101(6) 0.1601(3) 0.2469(4) 0.0451(13) Uani 1 d . .
H3 H -0.5012(6) 0.1522(3) 0.2043(4) 0.054 Uiso 1 calc R .
C4 C -0.3892(6) 0.2247(3) 0.2982(4) 0.0437(13) Uani 1 d . .
C5 C -0.5050(7) 0.2857(3) 0.2762(5) 0.066(2) Uani 1 d . .
H51 H -0.5985(13) 0.2657(7) 0.2779(30) 0.093 Uiso 1 calc R .
H52 H -0.5138(36) 0.3051(17) 0.2169(13) 0.093 Uiso 1 calc R .
H53 H -0.4760(25) 0.3252(12) 0.3198(18) 0.093 Uiso 1 calc R .
C6 C -0.2621(6) 0.2302(3) 0.3683(4) 0.0464(13) Uani 1 d . .
H6 H -0.2481(6) 0.2726(3) 0.4046(4) 0.056 Uiso 1 calc R .
C7 C -0.1511(6) 0.1747(3) 0.3881(3) 0.0382(12) Uani 1 d . .
C8 C -0.0347(6) 0.1808(3) 0.4684(4) 0.0482(14) Uani 1 d . .
H8 H -0.0306(6) 0.2242(3) 0.5021(4) 0.058 Uiso 1 calc R .
C9 C 0.1628(20) 0.1269(9) 0.5984(9) 0.036(4) Uani 0.46(3) d PU 1
H91 H 0.1781(20) 0.1760(9) 0.6258(9) 0.043 Uiso 0.46(3) calc PR 1
H92 H 0.1158(20) 0.0954(9) 0.6332(9) 0.043 Uiso 0.46(3) calc PR 1
C10 C 0.3001(19) 0.0953(9) 0.5956(12) 0.037(4) Uani 0.46(3) d PU 1
H101 H 0.3573(19) 0.1316(9) 0.5732(12) 0.045 Uiso 0.46(3) calc PR 1
H102 H 0.3576(19) 0.0795(9) 0.6554(12) 0.045 Uiso 0.46(3) calc PR 1
C91 C 0.1949(16) 0.1579(11) 0.5708(13) 0.061(5) Uani 0.54(3) d PU 2
H93 H 0.1662(16) 0.1896(11) 0.6138(13) 0.073 Uiso 0.54(3) calc PR 2
H94 H 0.2642(16) 0.1845(11) 0.5463(13) 0.073 Uiso 0.54(3) calc PR 2
C101 C 0.2595(27) 0.0824(11) 0.6137(11) 0.074(7) Uani 0.54(3) d PU 2
H103 H 0.3584(27) 0.0893(11) 0.6542(11) 0.088 Uiso 0.54(3) calc PR 2
H104 H 0.1973(27) 0.0610(11) 0.6476(11) 0.088 Uiso 0.54(3) calc PR 2
C11 C 0.3556(6) -0.0229(3) 0.5447(4) 0.0467(13) Uani 1 d . .
H11 H 0.4394(6) -0.0218(3) 0.5944(4) 0.056 Uiso 1 calc R .
C12 C 0.3388(5) -0.0844(3) 0.4854(3) 0.0360(11) Uani 1 d . .
C13 C 0.4339(6) -0.1447(3) 0.5104(4) 0.0493(14) Uani 1 d . .
H13 H 0.5145(6) -0.1406(3) 0.5617(4) 0.059 Uiso 1 calc R .
C14 C 0.4130(6) -0.2115(3) 0.4615(4) 0.0487(14) Uani 1 d . .
C15 C 0.5155(8) -0.2773(4) 0.4929(4) 0.081(2) Uani 1 d . .
H151 H 0.5724(41) -0.2698(14) 0.5547(12) 0.113 Uiso 1 calc R .
H152 H 0.5811(39) -0.2816(18) 0.4558(23) 0.113 Uiso 1 calc R .
H153 H 0.4582(9) -0.3221(5) 0.4881(32) 0.113 Uiso 1 calc R .
C16 C 0.2933(6) -0.2151(3) 0.3875(4) 0.0443(13) Uani 1 d . .
H16 H 0.2728(6) -0.2604(3) 0.3572(4) 0.053 Uiso 1 calc R .
C17 C 0.1991(6) -0.1554(3) 0.3539(3) 0.0395(12) Uani 1 d . .
C18 C 0.2220(5) -0.0878(2) 0.4029(3) 0.0324(10) Uani 1 d . .
C19 C 0.0777(6) -0.1683(3) 0.2724(3) 0.0404(12) Uani 1 d . .
H19 H 0.0563(6) -0.2177(3) 0.2552(3) 0.048 Uiso 1 calc R .
C20 C -0.1195(7) -0.1488(3) 0.1446(4) 0.061(2) Uani 1 d . .
H201 H -0.2020(7) -0.1656(3) 0.1652(4) 0.073 Uiso 1 calc R .
H202 H -0.0812(7) -0.1914(3) 0.1198(4) 0.073 Uiso 1 calc R .
C21 C -0.1728(6) -0.0904(3) 0.0718(3) 0.0422(12) Uani 1 d . .
H21 H -0.2114(6) -0.1156(3) 0.0134(3) 0.051 Uiso 1 calc R .
C22 C -0.2886(6) -0.0385(4) 0.0851(4) 0.067(2) Uani 1 d . .
H221 H -0.3243(6) -0.0074(4) 0.0319(4) 0.080 Uiso 1 calc R .
H222 H -0.3715(6) -0.0673(4) 0.0922(4) 0.080 Uiso 1 calc R .
C23 C -0.3271(5) 0.0478(3) 0.1892(3) 0.0382(12) Uani 1 d . .
H23 H -0.4257(5) 0.0368(3) 0.1600(3) 0.046 Uiso 1 calc R .
H03 H 0.0006(67) -0.0635(33) 0.0474(40) 0.053 Uiso 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'
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'
La La -0.2871 2.4523 '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
O2 La O3 124.58(13) . . yes
O2 La O1 57.00(11) . . yes
O3 La O1 128.26(12) . . yes
O2 La N4 102.10(14) . . yes
O3 La N4 63.62(14) . . yes
O1 La N4 65.98(13) . . yes
O2 La N3 64.38(11) . . yes
O3 La N3 60.35(13) . . yes
O1 La N3 92.95(12) . . yes
N4 La N3 70.96(13) . . yes
O2 La Cl3 89.39(11) . . yes
O3 La Cl3 81.54(13) . . yes
O1 La Cl3 143.18(10) . . yes
N4 La Cl3 143.84(11) . . yes
N3 La Cl3 84.02(11) . . yes
O2 La Cl2 81.79(9) . . yes
O3 La Cl2 151.33(10) . . yes
O1 La Cl2 73.44(9) . . yes
N4 La Cl2 126.85(10) . . yes
N3 La Cl2 145.31(10) . . yes
Cl3 La Cl2 88.42(7) . . yes
O2 La Cl1 158.43(8) . . yes
O3 La Cl1 75.26(12) . . yes
O1 La Cl1 105.27(9) . . yes
N4 La Cl1 78.20(12) . . yes
N3 La Cl1 133.63(10) . . yes
Cl3 La Cl1 103.08(7) . . yes
Cl2 La Cl1 81.06(8) . . yes
O2 La Ni 32.73(7) . . no
O3 La Ni 149.55(9) . . no
O1 La Ni 33.06(8) . . no
N4 La Ni 96.75(11) . . no
N3 La Ni 92.15(9) . . no
Cl3 La Ni 110.21(8) . . no
Cl2 La Ni 59.00(5) . . no
Cl1 La Ni 125.76(5) . . no
N2 Ni N1 86.7(2) . . yes
N2 Ni O2 94.9(2) . . yes
N1 Ni O2 177.2(2) . . yes
N2 Ni O1 177.1(2) . . yes
N1 Ni O1 96.0(2) . . yes
O2 Ni O1 82.49(14) . . yes
N2 Ni La 129.58(15) . . no
N1 Ni La 129.21(15) . . no
O2 Ni La 48.10(10) . . no
O1 Ni La 49.14(11) . . no
C8 N1 C91 115.5(8) . . no
C8 N1 C9 125.1(6) . . no
C8 N1 Ni 125.4(4) . . no
C91 N1 Ni 114.6(6) . . no
C9 N1 Ni 108.9(6) . . no
C11 N2 C10 119.6(7) . . no
C11 N2 C101 122.0(9) . . no
C11 N2 Ni 126.5(4) . . no
C10 N2 Ni 112.8(6) . . no
C101 N2 Ni 110.4(9) . . no
C19 N3 C20 114.1(4) . . no
C19 N3 La 127.1(3) . . no
C20 N3 La 116.7(3) . . no
C23 N4 C22 115.5(4) . . no
C23 N4 La 128.2(3) . . no
C22 N4 La 114.7(3) . . no
C1 O1 Ni 126.5(3) . . no
C1 O1 La 123.1(3) . . no
Ni O1 La 97.79(14) . . no
C18 O2 Ni 126.6(3) . . no
C18 O2 La 129.8(3) . . no
Ni O2 La 99.18(14) . . no
C21 O3 La 112.5(3) . . no
O1 C1 C7 122.3(4) . . no
O1 C1 C2 119.6(4) . . no
C7 C1 C2 118.1(4) . . no
C3 C2 C1 119.8(5) . . no
C3 C2 C23 116.7(5) . . no
C1 C2 C23 123.5(4) . . no
C4 C3 C2 122.3(5) . . no
C6 C4 C3 117.5(5) . . no
C6 C4 C5 122.4(5) . . no
C3 C4 C5 120.1(6) . . no
C4 C6 C7 123.1(5) . . no
C8 C7 C6 118.6(5) . . no
C8 C7 C1 122.9(5) . . no
C6 C7 C1 118.4(5) . . no
N1 C8 C7 125.9(5) . . no
C10 C9 N1 105.9(13) . . no
N2 C10 C9 106.1(14) . . no
N1 C91 C101 100.5(14) . . no
N2 C101 C91 105.7(13) . . no
N2 C11 C12 125.1(5) . . no
C13 C12 C11 119.0(5) . . no
C13 C12 C18 119.2(5) . . no
C11 C12 C18 121.8(4) . . no
C12 C13 C14 122.5(5) . . no
C16 C14 C13 116.7(5) . . no
C16 C14 C15 122.2(6) . . no
C13 C14 C15 121.0(6) . . no
C14 C16 C17 124.4(5) . . no
C16 C17 C18 118.5(5) . . no
C16 C17 C19 117.3(5) . . no
C18 C17 C19 124.1(4) . . no
O2 C18 C17 119.3(4) . . no
O2 C18 C12 122.3(4) . . no
C17 C18 C12 118.4(4) . . no
N3 C19 C17 126.6(4) . . no
N3 C20 C21 111.0(4) . . no
O3 C21 C22 105.8(4) . . no
O3 C21 C20 109.3(5) . . no
C22 C21 C20 115.3(5) . . no
N4 C22 C21 111.8(5) . . no
N4 C23 C2 127.0(4) . . no
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
La O2 2.541(4) . yes
La O3 2.565(4) . yes
La O1 2.573(3) . yes
La N4 2.642(5) . yes
La N3 2.691(4) . yes
La Cl3 2.754(2) . yes
La Cl2 2.810(2) . yes
La Cl1 2.838(2) . yes
La Ni 3.370(2) . yes
Ni N2 1.831(4) . yes
Ni N1 1.834(4) . yes
Ni O2 1.846(3) . yes
Ni O1 1.856(4) . yes
N1 C8 1.284(7) . no
N1 C91 1.457(13) . no
N1 C9 1.536(13) . no
N2 C11 1.299(7) . no
N2 C10 1.44(2) . no
N2 C101 1.52(2) . no
N3 C19 1.280(6) . no
N3 C20 1.477(6) . no
N4 C23 1.271(6) . no
N4 C22 1.484(7) . no
O1 C1 1.317(5) . no
O2 C18 1.309(5) . no
O3 C21 1.429(6) . no
C1 C7 1.419(6) . no
C1 C2 1.420(7) . no
C2 C3 1.389(7) . no
C2 C23 1.454(7) . no
C3 C4 1.385(7) . no
C4 C6 1.368(8) . no
C4 C5 1.514(7) . no
C6 C7 1.412(7) . no
C7 C8 1.404(8) . no
C9 C10 1.43(3) . no
C91 C101 1.55(3) . no
C11 C12 1.413(7) . no
C12 C13 1.387(7) . no
C12 C18 1.425(6) . no
C13 C14 1.399(8) . no
C14 C16 1.357(8) . no
C14 C15 1.513(7) . no
C16 C17 1.392(7) . no
C17 C18 1.411(7) . no
C17 C19 1.455(7) . no
C20 C21 1.512(7) . no
C21 C22 1.494(8) . no
