#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:00:29 +0100 (vie 25 de mar de 2016) $
#$Revision: 180055 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/01/7050127.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_7050127
loop_
_publ_author_name
'Gudneppanavar Rajsekhar'
'Chebrolu P. Rao'
'Pauli Saarenketo'
'Kalle Nättinen'
'Kari Rissanen'
_publ_section_title
;
 Complexation behaviour of hexadentate ligands possessing N2O4 and
 N2O2S2 cores: differential reactivity towards Co(II), Ni(II) and
 Zn(II) salts and structures of the products
;
_journal_issue                   1
_journal_name_full               'New J. Chem.'
_journal_page_first              75
_journal_page_last               84
_journal_paper_doi               10.1039/b305313j
_journal_volume                  28
_journal_year                    2004
_chemical_formula_sum            'C14 H12 N O2'
_chemical_formula_weight         226.25
_chemical_name_systematic
;
?
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(1)
_cell_angle_beta                 90.000(1)
_cell_angle_gamma                90.000(2)
_cell_formula_units_Z            8
_cell_length_a                   17.2540(2)
_cell_length_b                   8.3950(4)
_cell_length_c                   15.9940(6)
_cell_measurement_reflns_used    5348
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      22.465
_cell_measurement_theta_min      2.91
_cell_volume                     2316.69(14)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       Collect
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    xp
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'Rotation in phi and omega, 2 deg.'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9192
_diffrn_reflns_theta_full        22.44
_diffrn_reflns_theta_max         22.44
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.087
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prisms
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         1496
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0660
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0662P)²+3.3758P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1532
_refine_ls_wR_factor_ref         0.1711
_reflns_number_gt                1104
_reflns_number_total             1496
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b305313j.txt
_cod_data_source_block           importo
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7050127
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, 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
C2 C 0.8545(3) 0.0385(5) 0.6230(3) 0.0720(14) Uani 1 1 d . . .
C3 C 0.7940(3) -0.0377(5) 0.6669(4) 0.0780(16) Uani 1 1 d . . .
H3 H 0.7660 -0.1219 0.6412 0.094 Uiso 1 1 calc R . .
C4 C 0.7758(3) 0.0082(6) 0.7448(4) 0.0811(15) Uani 1 1 d . . .
H4 H 0.7345 -0.0430 0.7734 0.097 Uiso 1 1 calc R . .
C5 C 0.8150(2) 0.1250(5) 0.7828(3) 0.0681(13) Uani 1 1 d . . .
H5 H 0.8022 0.1543 0.8384 0.082 Uiso 1 1 calc R . .
C6 C 0.8740(2) 0.2033(4) 0.7414(3) 0.0567(11) Uani 1 1 d . . .
H6 H 0.9009 0.2864 0.7694 0.068 Uiso 1 1 calc R . .
C7 C 0.8951(2) 0.1646(4) 0.6609(3) 0.0505(11) Uani 1 1 d . . .
C9 C 0.9744(2) 0.3805(5) 0.6286(2) 0.0489(10) Uani 1 1 d . . .
H9 H 0.9405 0.4413 0.6628 0.059 Uiso 1 1 calc R . .
C10 C 1.0424(2) 0.4591(5) 0.5939(2) 0.0471(10) Uani 1 1 d . . .
C11 C 1.0939(2) 0.3804(5) 0.5412(2) 0.0607(12) Uani 1 1 d . . .
H11 H 1.0834 0.2737 0.5251 0.073 Uiso 1 1 calc R . .
C12 C 1.1598(3) 0.4544(6) 0.5119(3) 0.0713(14) Uani 1 1 d . . .
H12 H 1.1940 0.3995 0.4753 0.086 Uiso 1 1 calc R . .
C13 C 1.1761(3) 0.6085(6) 0.5361(3) 0.0667(13) Uani 1 1 d . . .
H13 H 1.2222 0.6585 0.5170 0.080 Uiso 1 1 calc R . .
C14 C 1.1262(2) 0.6911(5) 0.5878(2) 0.0570(11) Uani 1 1 d . . .
H14 H 1.1376 0.7974 0.6040 0.068 Uiso 1 1 calc R . .
C15 C 1.0592(2) 0.6172(5) 0.6158(2) 0.0479(10) Uani 1 1 d . . .
C17 C 1.0268(2) 0.8268(4) 0.7133(2) 0.0499(10) Uani 1 1 d . . .
H17A H 1.0210 0.9261 0.6805 0.060 Uiso 1 1 calc R . .
H17B H 1.0814 0.8177 0.7320 0.060 Uiso 1 1 calc R . .
N8 N 0.95773(19) 0.2341(4) 0.61554(19) 0.0521(9) Uani 1 1 d . . .
O1 O 0.8755(3) -0.0017(4) 0.5441(2) 0.1084(14) Uani 1 1 d D . .
H1 H 0.9222(14) 0.011(10) 0.530(5) 0.163 Uiso 1 1 d D . .
O16 O 1.00509(15) 0.6913(3) 0.66439(17) 0.0581(8) Uani 1 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'
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
O1 C2 C7 117.1(5) . . ?
O1 C2 C3 123.2(4) . . ?
C7 C2 C3 119.7(4) . . ?
C4 C3 C2 120.3(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.9(5) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.3(5) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 122.0(4) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C6 C7 C2 116.7(4) . . ?
C6 C7 N8 125.4(3) . . ?
C2 C7 N8 117.7(4) . . ?
N8 C9 C10 123.6(4) . . ?
N8 C9 H9 118.2 . . ?
C10 C9 H9 118.2 . . ?
C11 C10 C15 117.9(4) . . ?
C11 C10 C9 122.0(4) . . ?
C15 C10 C9 120.0(3) . . ?
C12 C11 C10 121.3(4) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 119.7(4) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C14 120.8(4) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C15 119.3(4) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
O16 C15 C14 123.4(4) . . ?
O16 C15 C10 115.6(3) . . ?
C14 C15 C10 121.0(4) . . ?
O16 C17 C17 105.5(3) . 4_756 ?
O16 C17 H17A 110.6 . . ?
C17 C17 H17A 110.6 4_756 . ?
O16 C17 H17B 110.6 . . ?
C17 C17 H17B 110.6 4_756 . ?
H17A C17 H17B 108.8 . . ?
C9 N8 C7 118.7(3) . . ?
C2 O1 H1 118(6) . . ?
C15 O16 C17 119.6(3) . . ?
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
C2 O1 1.356(6) . ?
C2 C7 1.406(5) . ?
C2 C3 1.412(7) . ?
C3 C4 1.341(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.337(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.377(6) . ?
C6 H6 0.9500 . ?
C7 N8 1.427(5) . ?
C9 N8 1.279(5) . ?
C9 C10 1.456(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.392(5) . ?
C10 C15 1.403(5) . ?
C11 C12 1.378(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.379(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(5) . ?
C14 H14 0.9500 . ?
C15 O16 1.364(4) . ?
C17 O16 1.431(4) . ?
C17 C17 1.494(7) 4_756 ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
O1 H1 0.841(3) . ?
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
O1 C2 C3 C4 -179.7(4) . . . . ?
C7 C2 C3 C4 -0.9(7) . . . . ?
C2 C3 C4 C5 -0.9(7) . . . . ?
C3 C4 C5 C6 1.5(7) . . . . ?
C4 C5 C6 C7 -0.4(6) . . . . ?
C5 C6 C7 C2 -1.3(6) . . . . ?
C5 C6 C7 N8 -176.7(4) . . . . ?
O1 C2 C7 C6 -179.2(4) . . . . ?
C3 C2 C7 C6 1.9(6) . . . . ?
O1 C2 C7 N8 -3.5(5) . . . . ?
C3 C2 C7 N8 177.7(4) . . . . ?
N8 C9 C10 C11 1.9(6) . . . . ?
N8 C9 C10 C15 -175.7(3) . . . . ?
C15 C10 C11 C12 0.6(5) . . . . ?
C9 C10 C11 C12 -177.0(4) . . . . ?
C10 C11 C12 C13 1.0(6) . . . . ?
C11 C12 C13 C14 -1.5(6) . . . . ?
C12 C13 C14 C15 0.3(6) . . . . ?
C13 C14 C15 O16 -177.4(3) . . . . ?
C13 C14 C15 C10 1.4(5) . . . . ?
C11 C10 C15 O16 177.1(3) . . . . ?
C9 C10 C15 O16 -5.2(5) . . . . ?
C11 C10 C15 C14 -1.8(5) . . . . ?
C9 C10 C15 C14 175.9(3) . . . . ?
C10 C9 N8 C7 172.3(3) . . . . ?
C6 C7 N8 C9 -33.3(5) . . . . ?
C2 C7 N8 C9 151.4(3) . . . . ?
C14 C15 O16 C17 -22.6(5) . . . . ?
C10 C15 O16 C17 158.5(3) . . . . ?
C17 C17 O16 C15 -151.9(3) 4_756 . . . ?
