#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/72/7027246.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7027246
loop_
_publ_author_name
'Wang, Zenglin'
'Hu, Ninghai'
'Sakata, Kazunori'
'Hashimoto, Mamoru'
_publ_section_title
;
 Syntheses, characterization and crystal structures of
 5,14-dihydro-6,8,15,17-tetramethyldibenzo[b,i][1,4,8,11]tetraazacyclotetradecine
 rare earth(III) complexes
;
_journal_issue                   10
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1695
_journal_paper_doi               10.1039/a900100j
_journal_year                    1999
_chemical_formula_sum            'C44.6 H45.2 Cl1.2 N8 Tb'
_chemical_formula_weight         894.74
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 94.39(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.510(4)
_cell_length_b                   16.151(3)
_cell_length_c                   16.206(3)
_cell_measurement_reflns_used    31
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      10.3
_cell_measurement_theta_min      5.2
_cell_volume                     4569.7(16)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_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  0.0748
_diffrn_reflns_av_sigmaI/netI    0.1659
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5124
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    1.655
_exptl_absorpt_correction_T_max  0.8990
_exptl_absorpt_correction_T_min  0.6980
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_F_000             1817
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.24
_refine_diff_density_max         2.828
_refine_diff_density_min         -0.811
_refine_diff_density_rms         0.187
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.169
_refine_ls_goodness_of_fit_obs   1.310
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4176
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.288
_refine_ls_restrained_S_obs      1.310
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_obs          0.0695
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2207
_refine_ls_wR_factor_obs         0.1902
_reflns_number_observed          3030
_reflns_number_total             4182
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            900100jsup1.cif
_cod_data_source_block           g021
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1000P)^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^)+(0.1000P)^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_sg_symbol_H-M      C2/m
_cod_original_formula_sum        'C44.6 H45.2 Cl1.2 N8 Tb1'
_cod_database_code               7027246
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'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Tb Tb 0.24521(4) 0.0000 0.75777(4) 0.0405(3) Uani 1 d S
N1 N 0.3058(4) 0.0817(5) 0.6484(4) 0.047(2) Uani 1 d .
N2 N 0.3580(5) 0.0826(5) 0.8241(5) 0.053(2) Uani 1 d .
N3 N 0.1445(4) 0.0881(5) 0.6972(4) 0.044(2) Uani 1 d .
N4 N 0.1844(4) 0.0887(5) 0.8574(4) 0.047(2) Uani 1 d .
C1 C 0.1923(5) 0.0413(8) 0.4453(6) 0.065(3) Uani 1 d .
H1 H 0.1667(5) 0.0701(8) 0.4018(6) 0.065 Uiso 1 calc R
C2 C 0.2305(6) 0.0844(8) 0.5099(6) 0.063(3) Uani 1 d .
H2 H 0.2286(6) 0.1419(8) 0.5098(6) 0.063 Uiso 1 calc R
C3 C 0.2714(5) 0.0444(6) 0.5747(5) 0.046(2) Uani 1 d .
C4 C 0.3517(6) 0.1464(7) 0.6491(6) 0.057(3) Uani 1 d .
C5 C 0.3870(7) 0.1816(7) 0.7220(7) 0.074(3) Uani 1 d .
H5 H 0.4058(7) 0.2350(7) 0.7168(7) 0.074 Uiso 1 calc R
C6 C 0.3978(6) 0.1461(6) 0.8026(6) 0.055(3) Uani 1 d .
C7 C 0.3649(5) 0.0444(6) 0.9015(5) 0.048(2) Uani 1 d .
C8 C 0.3636(6) 0.0892(8) 0.9751(6) 0.065(3) Uani 1 d .
H8 H 0.3620(6) 0.1468(8) 0.9748(6) 0.065 Uiso 1 calc R
C9 C 0.3648(6) 0.0448(9) 1.0494(6) 0.082(4) Uani 1 d .
H9 H 0.3655(6) 0.0732(9) 1.0993(6) 0.082 Uiso 1 calc R
C10 C 0.3729(9) 0.1898(9) 0.5726(8) 0.100(5) Uani 1 d .
H10A H 0.4266(12) 0.2022(46) 0.5775(23) 0.100 Uiso 1 calc R
H10B H 0.3442(35) 0.2403(26) 0.5658(28) 0.100 Uiso 1 calc R
H10C H 0.3613(44) 0.1548(22) 0.5255(10) 0.100 Uiso 1 calc R
C11 C 0.4602(7) 0.1810(8) 0.8580(7) 0.076(4) Uani 1 d .
H11A H 0.4402(10) 0.2238(29) 0.8914(30) 0.076 Uiso 1 calc R
H11B H 0.4988(20) 0.2039(39) 0.8256(7) 0.076 Uiso 1 calc R
H11C H 0.4824(26) 0.1381(11) 0.8932(30) 0.076 Uiso 1 calc R
C12 C 0.0600(8) 0.0000 0.6165(9) 0.059(4) Uani 1 d S
H12 H 0.0217(8) 0.0000 0.5734(9) 0.059 Uiso 1 calc SR
C13 C 0.0846(5) 0.0767(7) 0.6441(5) 0.053(3) Uani 1 d .
C14 C 0.1677(6) 0.1655(6) 0.7302(6) 0.053(2) Uani 1 d .
C15 C 0.1813(7) 0.2385(7) 0.6860(8) 0.075(4) Uani 1 d .
H15 H 0.1689(7) 0.2382(7) 0.6292(8) 0.075 Uiso 1 calc R
C16 C 0.2107(10) 0.3084(8) 0.7201(10) 0.102(5) Uani 1 d .
H16 H 0.2167(10) 0.3555(8) 0.6881(10) 0.102 Uiso 1 calc R
C17 C 0.2324(9) 0.3085(8) 0.8057(11) 0.107(5) Uani 1 d .
H17 H 0.2533(9) 0.3563(8) 0.8303(11) 0.107 Uiso 1 calc R
C18 C 0.2230(7) 0.2371(7) 0.8552(9) 0.080(4) Uani 1 d .
H18 H 0.2394(7) 0.2371(7) 0.9112(9) 0.080 Uiso 1 calc R
C19 C 0.1887(6) 0.1671(6) 0.8182(6) 0.051(2) Uani 1 d .
C20 C 0.1559(5) 0.0792(7) 0.9285(5) 0.052(2) Uani 1 d .
C21 C 0.1477(9) 0.0000 0.9645(8) 0.060(4) Uani 1 d S
H21 H 0.1353(9) 0.0000 1.0192(8) 0.060 Uiso 1 calc SR
C22 C 0.0325(7) 0.1476(9) 0.6115(7) 0.086(4) Uani 1 d .
H22A H -0.0200(8) 0.1302(16) 0.6100(40) 0.086 Uiso 1 calc R
H22B H 0.0450(28) 0.1623(31) 0.5567(19) 0.086 Uiso 1 calc R
H22C H 0.0400(29) 0.1947(16) 0.6474(25) 0.086 Uiso 1 calc R
C23 C 0.1214(7) 0.1510(8) 0.9733(7) 0.076(4) Uani 1 d .
H23A H 0.1601(11) 0.1760(26) 1.0104(30) 0.076 Uiso 1 calc R
H23B H 0.0805(25) 0.1311(10) 1.0042(33) 0.076 Uiso 1 calc R
H23C H 0.1017(34) 0.1914(21) 0.9336(7) 0.076 Uiso 1 calc R
Cl Cl -0.0699(5) 0.0888(4) 0.7943(4) 0.119(3) Uani 0.60 d P
C24 C -0.0097(14) 0.0000 0.8166(13) 0.058(6) Uani 0.60 d SP
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 '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
N3 Tb N3 72.2(4) 6 .
N3 Tb N4 105.7(3) 6 .
N3 Tb N4 65.5(2) . .
N3 Tb N4 65.5(2) 6 6
N3 Tb N4 105.7(3) . 6
N4 Tb N4 71.2(4) . 6
N3 Tb N1 74.8(2) 6 6
N3 Tb N1 110.9(2) . 6
N4 Tb N1 175.7(2) . 6
N4 Tb N1 112.6(3) 6 6
N3 Tb N1 110.9(2) 6 .
N3 Tb N1 74.8(2) . .
N4 Tb N1 112.6(3) . .
N4 Tb N1 175.7(2) 6 .
N1 Tb N1 63.5(4) 6 .
N3 Tb N2 175.4(3) 6 .
N3 Tb N2 112.4(3) . .
N4 Tb N2 77.2(3) . .
N4 Tb N2 112.8(3) 6 .
N1 Tb N2 102.6(2) 6 .
N1 Tb N2 70.6(3) . .
N3 Tb N2 112.4(3) 6 6
N3 Tb N2 175.4(3) . 6
N4 Tb N2 112.8(3) . 6
N4 Tb N2 77.2(3) 6 6
N1 Tb N2 70.6(3) 6 6
N1 Tb N2 102.6(2) . 6
N2 Tb N2 63.0(4) . 6
N3 Tb C14 27.3(3) 6 6
N3 Tb C14 99.0(3) . 6
N4 Tb C14 113.6(3) . 6
N4 Tb C14 50.9(3) 6 6
N1 Tb C14 68.8(3) 6 6
N1 Tb C14 124.8(3) . 6
N2 Tb C14 148.3(3) . 6
N2 Tb C14 85.7(3) 6 6
N3 Tb C14 99.0(3) 6 .
N3 Tb C14 27.3(3) . .
N4 Tb C14 50.9(3) . .
N4 Tb C14 113.6(3) 6 .
N1 Tb C14 124.8(3) 6 .
N1 Tb C14 68.8(3) . .
N2 Tb C14 85.7(3) . .
N2 Tb C14 148.3(3) 6 .
C14 Tb C14 124.8(4) 6 .
C4 N1 C3 124.1(8) . .
C4 N1 Tb 134.5(7) . .
C3 N1 Tb 101.2(5) . .
C6 N2 C7 125.3(9) . .
C6 N2 Tb 135.3(7) . .
C7 N2 Tb 99.2(6) . .
C13 N3 C14 124.4(8) . .
C13 N3 Tb 134.7(7) . .
C14 N3 Tb 100.9(5) . .
C20 N4 C19 122.5(8) . .
C20 N4 Tb 136.7(7) . .
C19 N4 Tb 100.7(5) . .
C1 C1 C2 120.1(7) 6 .
C1 C2 C3 122.1(11) . .
C2 C3 C3 117.8(7) . 6
C2 C3 N1 126.6(10) . .
C3 C3 N1 115.0(5) 6 .
N1 C4 C5 123.8(9) . .
N1 C4 C10 123.6(10) . .
C5 C4 C10 112.6(10) . .
C4 C5 C6 128.6(10) . .
N2 C6 C5 121.8(9) . .
N2 C6 C11 121.7(10) . .
C5 C6 C11 116.4(10) . .
N2 C7 C8 122.2(9) . .
N2 C7 C7 116.3(5) . 6
C8 C7 C7 121.2(6) . 6
C7 C8 C9 117.9(11) . .
C9 C9 C8 120.9(7) 6 .
C13 C12 C13 128.6(13) . 6
N3 C13 C12 123.5(10) . .
N3 C13 C22 122.9(11) . .
C12 C13 C22 113.4(10) . .
C15 C14 N3 127.3(9) . .
C15 C14 C19 116.5(10) . .
N3 C14 C19 115.8(8) . .
C15 C14 Tb 136.6(7) . .
N3 C14 Tb 51.9(4) . .
C19 C14 Tb 78.0(6) . .
C16 C15 C14 124.8(12) . .
C15 C16 C17 118.1(12) . .
C18 C17 C16 121.3(13) . .
C19 C18 C17 118.7(13) . .
C18 C19 N4 124.5(10) . .
C18 C19 C14 120.5(10) . .
N4 C19 C14 114.0(8) . .
N4 C20 C21 121.9(10) . .
N4 C20 C23 121.9(10) . .
C21 C20 C23 115.9(9) . .
C20 C21 C20 129.0(12) 6 .
Cl C24 Cl 105.6(13) . 6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tb N3 2.415(7) 6
Tb N3 2.415(7) .
Tb N4 2.460(7) .
Tb N4 2.460(7) 6
Tb N1 2.510(7) 6
Tb N1 2.510(7) .
Tb N2 2.551(8) .
Tb N2 2.551(8) 6
Tb C14 3.015(10) 6
Tb C14 3.015(10) .
N1 C4 1.318(12) .
N1 C3 1.428(11) .
N2 C6 1.303(13) .
N2 C7 1.395(11) .
N3 C13 1.318(11) .
N3 C14 1.406(13) .
N4 C20 1.300(11) .
N4 C19 1.420(12) .
C1 C1 1.34(2) 6
C1 C2 1.386(14) .
C2 C3 1.386(12) .
C3 C3 1.43(2) 6
C4 C5 1.410(14) .
C4 C10 1.496(15) .
C5 C6 1.425(14) .
C6 C11 1.474(13) .
C7 C8 1.398(13) .
C7 C7 1.43(2) 6
C8 C9 1.40(2) .
C9 C9 1.45(3) 6
C12 C13 1.375(13) .
C12 C13 1.375(13) 6
C13 C22 1.532(15) .
C14 C15 1.409(15) .
C14 C19 1.447(13) .
C15 C16 1.34(2) .
C16 C17 1.41(2) .
C17 C18 1.42(2) .
C18 C19 1.394(15) .
C20 C21 1.418(12) .
C20 C23 1.518(15) .
C21 C20 1.418(12) 6
Cl C24 1.80(2) .
C24 Cl 1.80(2) 6
