#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/72/7027245.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_7027245
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 Sm'
_chemical_formula_weight         886.18
_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                 94.63(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.647(4)
_cell_length_b                   16.102(3)
_cell_length_c                   16.183(3)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      9.3
_cell_measurement_theta_min      5.1
_cell_volume                     4583.4(16)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω 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  0.0264
_diffrn_reflns_av_sigmaI/netI    0.1004
_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            5135
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    1.389
_exptl_absorpt_correction_T_max  0.9082
_exptl_absorpt_correction_T_min  0.8180
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1804
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.38
_refine_diff_density_max         1.717
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.184
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.113
_refine_ls_goodness_of_fit_obs   1.283
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4185
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.286
_refine_ls_restrained_S_obs      1.283
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_obs          0.0694
_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         0.2376
_refine_ls_wR_factor_obs         0.1910
_reflns_number_observed          2742
_reflns_number_total             4193
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            900100jsup1.cif
_cod_data_source_block           g020
_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_cell_volume        4583.4(15)
_cod_original_sg_symbol_H-M      C2/m
_cod_original_formula_sum        'C44.6 H45.2 Cl1.2 N8 Sm1'
_cod_database_code               7027245
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
Sm Sm 0.24593(5) 0.0000 0.75839(4) 0.0409(3) Uani 1 d S
N1 N 0.3069(4) 0.0820(5) 0.6480(4) 0.047(2) Uani 1 d .
N2 N 0.3589(5) 0.0831(6) 0.8235(4) 0.052(2) Uani 1 d .
N3 N 0.1439(4) 0.0886(5) 0.6974(4) 0.045(2) Uani 1 d .
N4 N 0.1832(5) 0.0887(5) 0.8582(4) 0.048(2) Uani 1 d .
C1 C 0.1936(6) 0.0413(8) 0.4442(6) 0.069(4) Uani 1 d .
H1 H 0.1686(6) 0.0700(8) 0.4002(6) 0.069 Uiso 1 calc R
C2 C 0.2308(6) 0.0850(8) 0.5097(6) 0.063(3) Uani 1 d .
H2 H 0.2283(6) 0.1427(8) 0.5100(6) 0.063 Uiso 1 calc R
C3 C 0.2717(5) 0.0441(6) 0.5748(5) 0.046(2) Uani 1 d .
C4 C 0.3519(6) 0.1476(7) 0.6483(6) 0.056(3) Uani 1 d .
C5 C 0.3869(7) 0.1838(8) 0.7227(7) 0.073(4) Uani 1 d .
H5 H 0.4032(7) 0.2384(8) 0.7183(7) 0.073 Uiso 1 calc R
C6 C 0.3998(6) 0.1470(6) 0.8017(7) 0.054(3) Uani 1 d .
C7 C 0.3666(5) 0.0450(6) 0.9025(5) 0.051(3) Uani 1 d .
C8 C 0.3658(6) 0.0890(8) 0.9765(6) 0.064(3) Uani 1 d .
H8 H 0.3656(6) 0.1467(8) 0.9768(6) 0.064 Uiso 1 calc R
C9 C 0.3655(7) 0.0441(9) 1.0501(6) 0.086(4) Uani 1 d .
H9 H 0.3652(7) 0.0725(9) 1.1001(6) 0.086 Uiso 1 calc R
C10 C 0.3739(9) 0.1914(10) 0.5706(8) 0.106(5) Uani 1 d .
H10A H 0.4147(35) 0.2294(41) 0.5849(11) 0.106 Uiso 1 calc R
H10B H 0.3309(17) 0.2213(44) 0.5457(31) 0.106 Uiso 1 calc R
H10C H 0.3900(47) 0.1510(11) 0.5320(23) 0.106 Uiso 1 calc R
C11 C 0.4622(6) 0.1815(8) 0.8573(7) 0.075(4) Uani 1 d .
H11A H 0.4433(11) 0.2268(27) 0.8883(31) 0.075 Uiso 1 calc R
H11B H 0.5019(18) 0.2011(39) 0.8251(8) 0.075 Uiso 1 calc R
H11C H 0.4820(26) 0.1392(13) 0.8948(28) 0.075 Uiso 1 calc R
C12 C 0.0582(8) 0.0000 0.6169(9) 0.053(4) Uani 1 d S
H12 H 0.0198(8) 0.0000 0.5740(9) 0.053 Uiso 1 calc SR
C13 C 0.0828(5) 0.0753(8) 0.6443(5) 0.056(3) Uani 1 d .
C14 C 0.1676(6) 0.1664(6) 0.7306(6) 0.052(3) Uani 1 d .
C15 C 0.1812(8) 0.2383(7) 0.6860(8) 0.075(4) Uani 1 d .
H15 H 0.1687(8) 0.2384(7) 0.6291(8) 0.075 Uiso 1 calc R
C16 C 0.2115(10) 0.3077(9) 0.7216(9) 0.101(5) Uani 1 d .
H16 H 0.2189(10) 0.3547(9) 0.6898(9) 0.101 Uiso 1 calc R
C17 C 0.2321(9) 0.3082(8) 0.8077(11) 0.104(5) Uani 1 d .
H17 H 0.2525(9) 0.3560(8) 0.8328(11) 0.104 Uiso 1 calc R
C18 C 0.2218(8) 0.2368(7) 0.8558(8) 0.076(4) Uani 1 d .
H18 H 0.2373(8) 0.2368(7) 0.9121(8) 0.076 Uiso 1 calc R
C19 C 0.1886(6) 0.1669(6) 0.8191(6) 0.051(3) Uani 1 d .
C20 C 0.1538(6) 0.0791(7) 0.9285(6) 0.054(3) Uani 1 d .
C21 C 0.1468(10) 0.0000 0.9652(9) 0.064(4) Uani 1 d S
H21 H 0.1364(10) 0.0000 1.0206(9) 0.064 Uiso 1 calc SR
C22 C 0.0328(7) 0.1500(10) 0.6150(8) 0.097(5) Uani 1 d .
H22A H -0.0183(12) 0.1314(12) 0.6011(44) 0.097 Uiso 1 calc R
H22B H 0.0525(26) 0.1744(31) 0.5670(30) 0.097 Uiso 1 calc R
H22C H 0.0332(35) 0.1905(22) 0.6585(19) 0.097 Uiso 1 calc R
C23 C 0.1204(7) 0.1528(8) 0.9734(7) 0.075(4) Uani 1 d .
H23A H 0.1598(10) 0.1789(25) 1.0087(31) 0.075 Uiso 1 calc R
H23B H 0.0811(26) 0.1334(10) 1.0063(32) 0.075 Uiso 1 calc R
H23C H 0.0995(34) 0.1923(21) 0.9333(7) 0.075 Uiso 1 calc R
Cl Cl -0.0702(5) 0.0878(4) 0.7938(4) 0.123(3) Uani 0.60 d P
C24 C -0.0089(15) 0.0000 0.8180(14) 0.057(7) 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'
Sm Sm -0.1638 3.4418 '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 Sm N3 71.5(4) 6 .
N3 Sm N4 104.2(3) 6 .
N3 Sm N4 64.7(2) . .
N3 Sm N4 64.7(2) 6 6
N3 Sm N4 104.2(3) . 6
N4 Sm N4 70.3(4) . 6
N3 Sm N1 75.6(2) 6 6
N3 Sm N1 111.2(2) . 6
N4 Sm N1 175.5(3) . 6
N4 Sm N1 113.3(3) 6 6
N3 Sm N1 111.2(2) 6 .
N3 Sm N1 75.6(2) . .
N4 Sm N1 113.3(3) . .
N4 Sm N1 175.5(3) 6 .
N1 Sm N1 63.0(4) 6 .
N3 Sm N2 175.7(3) 6 .
N3 Sm N2 112.7(3) . .
N4 Sm N2 78.7(3) . .
N4 Sm N2 114.0(3) 6 .
N1 Sm N2 101.7(3) 6 .
N1 Sm N2 69.9(3) . .
N3 Sm N2 112.7(3) 6 6
N3 Sm N2 175.7(3) . 6
N4 Sm N2 114.0(3) . 6
N4 Sm N2 78.7(3) 6 6
N1 Sm N2 69.9(3) 6 6
N1 Sm N2 101.7(3) . 6
N2 Sm N2 63.1(4) . 6
N3 Sm C14 27.3(3) 6 6
N3 Sm C14 98.3(3) . 6
N4 Sm C14 112.5(3) . 6
N4 Sm C14 50.6(3) 6 6
N1 Sm C14 69.4(3) 6 6
N1 Sm C14 124.9(3) . 6
N2 Sm C14 148.7(3) . 6
N2 Sm C14 86.0(3) 6 6
N3 Sm C14 98.3(3) 6 .
N3 Sm C14 27.3(3) . .
N4 Sm C14 50.6(3) . .
N4 Sm C14 112.5(3) 6 .
N1 Sm C14 124.9(3) 6 .
N1 Sm C14 69.4(3) . .
N2 Sm C14 86.0(3) . .
N2 Sm C14 148.7(3) 6 .
C14 Sm C14 124.2(4) 6 .
N3 Sm C19 50.6(3) 6 6
N3 Sm C19 113.0(3) . 6
N4 Sm C19 96.9(3) . 6
N4 Sm C19 27.1(2) 6 6
N1 Sm C19 86.5(3) 6 6
N1 Sm C19 148.8(3) . 6
N2 Sm C19 126.4(3) . 6
N2 Sm C19 71.0(3) 6 6
C14 Sm C19 27.5(3) 6 6
C14 Sm C19 131.7(3) . 6
N3 Sm C19 113.0(3) 6 .
N3 Sm C19 50.6(3) . .
N4 Sm C19 27.1(2) . .
N4 Sm C19 96.9(3) 6 .
N1 Sm C19 148.8(3) 6 .
N1 Sm C19 86.5(3) . .
N2 Sm C19 71.0(3) . .
N2 Sm C19 126.4(3) 6 .
C14 Sm C19 131.7(3) 6 .
C14 Sm C19 27.5(3) . .
C19 Sm C19 122.8(4) 6 .
C4 N1 C3 124.4(8) . .
C4 N1 Sm 134.8(6) . .
C3 N1 Sm 100.4(5) . .
C6 N2 C7 124.4(8) . .
C6 N2 Sm 136.2(7) . .
C7 N2 Sm 99.3(6) . .
C13 N3 C14 125.7(9) . .
C13 N3 Sm 133.9(7) . .
C14 N3 Sm 100.3(6) . .
C20 N4 C19 122.9(8) . .
C20 N4 Sm 137.1(7) . .
C19 N4 Sm 99.9(5) . .
C1 C1 C2 120.4(7) 6 .
C1 C2 C3 121.4(12) . .
C2 C3 N1 126.0(10) . .
C2 C3 C3 118.2(7) . 6
N1 C3 C3 115.3(5) . 6
N1 C4 C5 123.2(9) . .
N1 C4 C10 124.2(10) . .
C5 C4 C10 112.6(10) . .
C4 C5 C6 128.2(10) . .
N2 C6 C5 121.2(10) . .
N2 C6 C11 121.8(10) . .
C5 C6 C11 116.9(10) . .
C8 C7 N2 123.4(10) . .
C8 C7 C7 120.5(7) . 6
N2 C7 C7 115.7(5) . 6
C7 C8 C9 118.3(11) . .
C9 C9 C8 121.2(7) 6 .
C13 C12 C13 127.7(14) . 6
N3 C13 C12 125.1(11) . .
N3 C13 C22 118.9(11) . .
C12 C13 C22 115.9(10) . .
C15 C14 N3 126.7(10) . .
C15 C14 C19 117.7(10) . .
N3 C14 C19 115.1(9) . .
C15 C14 Sm 135.6(8) . .
N3 C14 Sm 52.4(4) . .
C19 C14 Sm 77.4(6) . .
C16 C15 C14 123.1(12) . .
C15 C16 C17 119.2(12) . .
C18 C17 C16 120.5(13) . .
C19 C18 C17 119.8(13) . .
C18 C19 N4 125.1(10) . .
C18 C19 C14 119.7(10) . .
N4 C19 C14 114.5(9) . .
C18 C19 Sm 135.6(8) . .
N4 C19 Sm 53.0(4) . .
C14 C19 Sm 75.1(5) . .
N4 C20 C21 122.0(10) . .
N4 C20 C23 121.3(10) . .
C21 C20 C23 116.6(9) . .
C20 C21 C20 128.4(12) 6 .
Cl C24 Cl 103.2(14) 6 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sm N3 2.443(7) 6
Sm N3 2.443(7) .
Sm N4 2.483(7) .
Sm N4 2.483(7) 6
Sm N1 2.530(7) 6
Sm N1 2.530(8) .
Sm N2 2.556(8) .
Sm N2 2.556(8) 6
Sm C14 3.032(10) 6
Sm C14 3.032(10) .
Sm C19 3.062(10) 6
Sm C19 3.062(10) .
N1 C4 1.321(13) .
N1 C3 1.430(11) .
N2 C6 1.321(13) .
N2 C7 1.414(11) .
N3 C13 1.339(12) .
N3 C14 1.412(13) .
N4 C20 1.297(12) .
N4 C19 1.416(12) .
C1 C1 1.33(3) 6
C1 C2 1.392(15) .
C2 C3 1.393(13) .
C3 C3 1.42(2) 6
C4 C5 1.431(14) .
C4 C10 1.520(14) .
C5 C6 1.411(14) .
C6 C11 1.474(14) .
C7 C8 1.392(13) .
C7 C7 1.45(2) 6
C8 C9 1.39(2) .
C9 C9 1.42(3) 6
C12 C13 1.351(14) .
C12 C13 1.351(14) 6
C13 C22 1.54(2) .
C14 C15 1.395(15) .
C14 C19 1.451(14) .
C15 C16 1.35(2) .
C16 C17 1.41(2) .
C17 C18 1.41(2) .
C18 C19 1.38(2) .
C20 C21 1.415(12) .
C20 C23 1.534(15) .
C21 C20 1.415(12) 6
Cl C24 1.80(2) .
C24 Cl 1.80(2) 6
