#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:44:17 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178665 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/76/4077647.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_4077647
loop_
_publ_author_name
'Guan, Jingwen'
'Dubé, Tiffany'
'Gambarotta, Sandro'
'Yap, Glenn P. A.'
_publ_section_title
;
 Dinitrogen Labile Coordination versus Four-Electron Reduction, THF
 Cleavage, and Fragmentation Promoted by a (calix-tetrapyrrole)Sm(II)
 Complex
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              4820
_journal_page_last               4827
_journal_paper_doi               10.1021/om000698p
_journal_volume                  19
_journal_year                    2000
_chemical_formula_sum            'C56 H76 Li4 N4 O4'
_chemical_formula_weight         896.97
_chemical_name_systematic        ?
_space_group_IT_number           86
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4bc'
_symmetry_space_group_name_H-M   'P 42/n :2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.443(1)
_cell_length_b                   14.443(1)
_cell_length_c                   12.267(2)
_cell_measurement_reflns_used    'reflections from 60 data frames'
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      1.47
_cell_volume                     2558.9(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.1347
_diffrn_reflns_av_sigmaI/netI    0.1017
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            20103
_diffrn_reflns_theta_full        20.81
_diffrn_reflns_theta_max         20.81
_diffrn_reflns_theta_min         1.99
_diffrn_standards_decay_%        <1
_diffrn_standards_number         '50 standard frames at start and end'
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.928075
_exptl_absorpt_correction_T_min  0.401836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing,R., Acta Cryst. (1995) A51 33-38.'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          .2
_exptl_crystal_size_mid          .2
_exptl_crystal_size_min          .2
_refine_diff_density_max         0.973
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.005(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1344
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0751
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1357P)²+3.1359P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2179
_refine_ls_wR_factor_ref         0.2399
_reflns_number_gt                960
_reflns_number_total             1344
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om000698p.cif
_cod_data_source_block           sg279
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2558.7(5)
_cod_original_sg_symbol_H-M      P4(2)/n
_cod_database_code               4077647
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -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
Li Li 0.7816(8) 0.6223(8) 0.3784(9) 0.091(3) Uani 1 1 d .
N1 N 0.6762(2) 0.6243(2) 0.2287(3) 0.0431(12) Uani 1 1 d .
O1 O 0.8177(3) 0.5873(3) 0.5278(4) 0.0945(16) Uani 1 1 d .
C1 C 0.7337(3) 0.5475(3) 0.2281(4) 0.0421(13) Uani 1 1 d .
C2 C 0.7111(3) 0.4898(3) 0.3143(4) 0.0530(15) Uani 1 1 d .
H2A H 0.7391 0.4336 0.3313 0.064 Uiso 1 1 calc R
C3 C 0.6377(3) 0.5319(3) 0.3714(4) 0.0526(15) Uani 1 1 d .
H3A H 0.6084 0.5092 0.4334 0.063 Uiso 1 1 calc R
C4 C 0.6175(3) 0.6138(3) 0.3176(4) 0.0431(13) Uani 1 1 d .
C5 C 0.5430(3) 0.6840(3) 0.3485(4) 0.0460(13) Uani 1 1 d .
C6 C 0.5586(4) 0.7146(3) 0.4674(4) 0.0577(15) Uani 1 1 d .
H6A H 0.5633 0.6601 0.5133 0.069 Uiso 1 1 calc R
H6B H 0.6167 0.7480 0.4722 0.069 Uiso 1 1 calc R
C7 C 0.4813(5) 0.7758(4) 0.5094(5) 0.081(2) Uani 1 1 d .
H7A H 0.4949 0.7938 0.5839 0.098 Uiso 1 1 calc R
H7B H 0.4784 0.8316 0.4656 0.098 Uiso 1 1 calc R
C8 C 0.3897(5) 0.7280(5) 0.5060(7) 0.103(3) Uani 1 1 d .
H8A H 0.3416 0.7704 0.5296 0.123 Uiso 1 1 calc R
H8B H 0.3903 0.6757 0.5556 0.123 Uiso 1 1 calc R
C9 C 0.3684(4) 0.6945(4) 0.3921(7) 0.088(2) Uani 1 1 d .
H9A H 0.3134 0.7074 0.3556 0.106 Uiso 1 1 calc R
C10 C 0.4476(3) 0.6366(4) 0.3430(5) 0.0673(17) Uani 1 1 d .
H10A H 0.4331 0.6234 0.2673 0.081 Uiso 1 1 calc R
H10B H 0.4509 0.5780 0.3813 0.081 Uiso 1 1 calc R
C11 C 0.7776(7) 0.6059(7) 0.6283(6) 0.143(4) Uani 1 1 d .
H11A H 0.7124 0.5897 0.6266 0.171 Uiso 1 1 calc R
H11B H 0.7827 0.6714 0.6446 0.171 Uiso 1 1 calc R
C12 C 0.8250(10) 0.5515(9) 0.7126(7) 0.191(6) Uani 1 1 d .
H12A H 0.8566 0.5919 0.7636 0.229 Uiso 1 1 calc R
H12B H 0.7812 0.5136 0.7525 0.229 Uiso 1 1 calc R
C13 C 0.8893(9) 0.4954(8) 0.6561(8) 0.171(5) Uani 1 1 d .
H13A H 0.8841 0.4315 0.6794 0.205 Uiso 1 1 calc R
H13B H 0.9521 0.5164 0.6698 0.205 Uiso 1 1 calc R
C14 C 0.8673(6) 0.5037(6) 0.5421(7) 0.129(3) Uani 1 1 d .
H14A H 0.9236 0.5047 0.4990 0.154 Uiso 1 1 calc R
H14B H 0.8299 0.4516 0.5188 0.154 Uiso 1 1 calc R
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'
Li Li -0.0003 0.0001 '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'
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
O1 Li N1 121.2(6) . 8_756
O1 Li C1 136.2(6) . .
N1 Li C1 82.0(4) 8_756 .
O1 Li C2 102.8(5) . .
N1 Li C2 113.0(5) 8_756 .
C1 Li C2 35.4(2) . .
O1 Li N1 152.6(6) . .
N1 Li N1 85.7(4) 8_756 .
C1 Li N1 34.6(2) . .
C2 Li N1 57.7(3) . .
O1 Li C3 96.9(5) . .
N1 Li C3 138.0(5) 8_756 .
C1 Li C3 57.0(3) . .
C2 Li C3 34.3(2) . .
N1 Li C3 55.9(3) . .
O1 Li C4 121.2(5) . .
N1 Li C4 117.4(6) 8_756 .
C1 Li C4 55.7(3) . .
C2 Li C4 55.7(3) . .
N1 Li C4 33.1(2) . .
C3 Li C4 32.5(2) . .
C1 N1 C4 106.4(4) . .
C1 N1 Li 139.2(4) . 7_576
C4 N1 Li 110.1(4) . 7_576
C1 N1 Li 67.2(4) . .
C4 N1 Li 77.5(4) . .
Li N1 Li 138.2(6) 7_576 .
C11 O1 C14 105.5(6) . .
C11 O1 Li 131.7(6) . .
C14 O1 Li 117.9(6) . .
N1 C1 C2 109.7(4) . .
N1 C1 C5 120.5(4) . 8_756
C2 C1 C5 129.2(4) . 8_756
N1 C1 Li 78.2(4) . .
C2 C1 Li 74.7(4) . .
C5 C1 Li 106.7(4) 8_756 .
C1 C2 C3 107.3(4) . .
C1 C2 Li 70.0(4) . .
C3 C2 Li 78.7(4) . .
C4 C3 C2 106.9(4) . .
C4 C3 Li 75.0(4) . .
C2 C3 Li 67.1(4) . .
C3 C4 N1 109.8(4) . .
C3 C4 C5 126.7(4) . .
N1 C4 C5 123.6(4) . .
C3 C4 Li 72.4(4) . .
N1 C4 Li 69.4(3) . .
C5 C4 Li 124.4(4) . .
C1 C5 C4 109.7(4) 7_576 .
C1 C5 C6 110.8(4) 7_576 .
C4 C5 C6 108.8(4) . .
C1 C5 C10 111.0(4) 7_576 .
C4 C5 C10 108.9(4) . .
C6 C5 C10 107.4(4) . .
C7 C6 C5 112.5(5) . .
C8 C7 C6 112.0(5) . .
C7 C8 C9 110.8(5) . .
C8 C9 C10 112.6(6) . .
C9 C10 C5 114.0(5) . .
O1 C11 C12 109.1(7) . .
C13 C12 C11 105.5(7) . .
C12 C13 C14 106.5(8) . .
O1 C14 C13 107.7(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li O1 1.971(13) .
Li N1 2.045(12) 8_756
Li C1 2.246(12) .
Li C2 2.306(12) .
Li N1 2.386(13) .
Li C3 2.455(13) .
Li C4 2.488(13) .
N1 C1 1.386(5) .
N1 C4 1.390(6) .
N1 Li 2.045(12) 7_576
O1 C11 1.388(8) .
O1 C14 1.414(8) .
C1 C2 1.385(7) .
C1 C5 1.517(7) 8_756
C2 C3 1.409(7) .
C3 C4 1.385(6) .
C4 C5 1.525(7) .
C5 C1 1.517(7) 7_576
C5 C6 1.541(7) .
C5 C10 1.541(7) .
C6 C7 1.514(7) .
C7 C8 1.494(9) .
C8 C9 1.510(10) .
C9 C10 1.539(8) .
C11 C12 1.468(13) .
C12 C13 1.414(14) .
C13 C14 1.439(12) .
