#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:36:42 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179486 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/83/4338396.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_4338396
loop_
_publ_author_name
'Boyce, David W.'
'Salmon, Debra J.'
'Tolman, William B.'
_publ_section_title
;
 Linkage Isomerism in Transition-Metal Complexes of Mixed
 (Arylcarboxamido)(arylimino)pyridine Ligands.
;
_journal_issue                   11
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5788
_journal_page_last               5796
_journal_paper_doi               10.1021/ic500638z
_journal_volume                  53
_journal_year                    2014
_chemical_formula_moiety         'C28 H35 N3 O'
_chemical_formula_sum            'C28 H35 N3 O'
_chemical_formula_weight         429.59
_chemical_name_common            11238a
_chemical_name_systematic
; 

 ? 

;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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            4
_cell_length_a                   11.8952(9)
_cell_length_b                   12.1727(9)
_cell_length_c                   17.5867(13)
_cell_measurement_reflns_used    2990
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.015
_cell_measurement_theta_min      2.316
_cell_volume                     2546.5(3)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'APEX II, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'area detector, omega scans per phi'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14696
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.9865
_exptl_absorpt_correction_T_min  0.9798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R. Blessing, 1995'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3036
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0544
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0842P)²+0.5996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1490
_refine_ls_wR_factor_ref         0.1754
_reflns_number_gt                1867
_reflns_number_total             3036
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic500638z_si_002.cif
_cod_data_source_block           iPrMeL(H)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4338396--4338405.cif.
;
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               4338396
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, 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_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
N1 N 0.35065(17) 0.2500 0.75975(12) 0.0438(6) Uani 1 2 d S . .
H1A H 0.4125 0.2500 0.7323 0.053 Uiso 1 2 calc SR . .
O1 O 0.16016(16) 0.2500 0.75583(11) 0.0658(7) Uani 1 2 d S . .
C1 C 0.2512(2) 0.2500 0.72352(16) 0.0432(6) Uani 1 2 d S . .
N2 N 0.36404(16) 0.2500 0.60933(11) 0.0340(5) Uani 1 2 d S . .
C2 C 0.49064(19) 0.2500 0.50157(15) 0.0377(6) Uani 1 2 d S . .
C3 C 0.26022(19) 0.2500 0.63839(14) 0.0368(6) Uani 1 2 d S . .
N3 N 0.49921(17) 0.2500 0.43017(12) 0.0402(5) Uani 1 2 d S . .
C4 C 0.1645(2) 0.2500 0.59461(16) 0.0524(8) Uani 1 2 d S . .
H4A H 0.0921 0.2500 0.6175 0.063 Uiso 1 2 calc SR . .
C5 C 0.1762(2) 0.2500 0.51660(17) 0.0569(8) Uani 1 2 d S . .
H5A H 0.1117 0.2500 0.4848 0.068 Uiso 1 2 calc SR . .
C6 C 0.2821(2) 0.2500 0.48528(15) 0.0445(7) Uani 1 2 d S . .
H6A H 0.2919 0.2500 0.4317 0.053 Uiso 1 2 calc SR . .
C7 C 0.37437(19) 0.2500 0.53355(14) 0.0340(5) Uani 1 2 d S . .
C8 C 0.5841(2) 0.2500 0.55698(19) 0.0846(14) Uani 1 2 d S . .
H8A H 0.5644 0.2968 0.6003 0.127 Uiso 0.50 1 calc PR . .
H8B H 0.6522 0.2783 0.5326 0.127 Uiso 1 1 calc R . .
H8BA H 0.5975 0.1748 0.5748 0.127 Uiso 1 1 calc R . .
C9 C 0.3608(2) 0.2500 0.84095(15) 0.0421(6) Uani 1 2 d S . .
C12 C 0.3840(2) 0.2500 0.99645(17) 0.0604(9) Uani 1 2 d S . .
H12A H 0.3923 0.2500 1.0502 0.072 Uiso 1 2 calc SR . .
C13 C 0.37804(17) 0.3475(2) 0.95810(12) 0.0595(6) Uani 1 1 d . A .
H13A H 0.3823 0.4145 0.9857 0.071 Uiso 1 1 calc R . .
C14 C 0.36579(16) 0.35044(19) 0.87894(12) 0.0505(5) Uani 1 1 d . . .
C15 C 0.3576(2) 0.4579(2) 0.83680(15) 0.0729(7) Uani 0.624(4) 1 d PD A 1
H15A H 0.3596 0.4435 0.7808 0.087 Uiso 0.624(4) 1 calc PR A 1
C16 C 0.2360(5) 0.5118(4) 0.8596(3) 0.0862(13) Uani 0.624(4) 1 d PD A 1
H16A H 0.1753 0.4633 0.8423 0.129 Uiso 0.624(4) 1 calc PR A 1
H16B H 0.2283 0.5838 0.8352 0.129 Uiso 0.624(4) 1 calc PR A 1
H16C H 0.2316 0.5204 0.9149 0.129 Uiso 0.624(4) 1 calc PR A 1
C17 C 0.4459(6) 0.5407(6) 0.8567(4) 0.121(2) Uani 0.624(4) 1 d PD A 1
H17A H 0.5193 0.5151 0.8387 0.181 Uiso 0.624(4) 1 calc PR A 1
H17B H 0.4484 0.5503 0.9121 0.181 Uiso 0.624(4) 1 calc PR A 1
H17C H 0.4278 0.6111 0.8326 0.181 Uiso 0.624(4) 1 calc PR A 1
C15' C 0.3576(2) 0.4579(2) 0.83680(15) 0.0729(7) Uani 0.376(4) 1 d P A 2
H15B H 0.3124 0.4456 0.7896 0.087 Uiso 0.376(4) 1 calc PR A 2
C16' C 0.3147(9) 0.5514(6) 0.8744(5) 0.0862(13) Uani 0.376(4) 1 d PD A 2
H16D H 0.2369 0.5374 0.8900 0.129 Uiso 0.376(4) 1 calc PR A 2
H16E H 0.3168 0.6145 0.8398 0.129 Uiso 0.376(4) 1 calc PR A 2
H16F H 0.3606 0.5670 0.9194 0.129 Uiso 0.376(4) 1 calc PR A 2
C17' C 0.4901(9) 0.4844(10) 0.8113(7) 0.121(2) Uani 0.376(4) 1 d PD A 2
H17D H 0.4922 0.5512 0.7803 0.181 Uiso 0.376(4) 1 calc PR A 2
H17E H 0.5197 0.4225 0.7817 0.181 Uiso 0.376(4) 1 calc PR A 2
H17F H 0.5362 0.4949 0.8569 0.181 Uiso 0.376(4) 1 calc PR A 2
C21 C 0.6043(2) 0.2500 0.39247(15) 0.0397(6) Uani 1 2 d S . .
C22 C 0.65228(17) 0.34947(17) 0.37071(12) 0.0502(5) Uani 1 1 d . . .
C23 C 0.74807(18) 0.3473(2) 0.32587(12) 0.0596(6) Uani 1 1 d . . .
H23A H 0.7816 0.4146 0.3106 0.071 Uiso 1 1 calc R . .
C24 C 0.7954(3) 0.2500 0.30307(17) 0.0609(9) Uani 1 2 d S . .
H24A H 0.8605 0.2500 0.2717 0.073 Uiso 1 2 calc SR . .
C27 C 0.5999(2) 0.4566(2) 0.39530(18) 0.0804(8) Uani 1 1 d . . .
H27A H 0.6411 0.5179 0.3723 0.121 Uiso 1 1 calc R . .
H27B H 0.6033 0.4626 0.4508 0.121 Uiso 1 1 calc R . .
H27C H 0.5212 0.4588 0.3788 0.121 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'
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
C1 N1 C9 123.1(2) . .
C1 N1 H1A 118.4 . .
C9 N1 H1A 118.4 . .
O1 C1 N1 124.0(3) . .
O1 C1 C3 121.8(2) . .
N1 C1 C3 114.2(2) . .
C3 N2 C7 117.8(2) . .
N3 C2 C8 126.6(2) . .
N3 C2 C7 116.8(2) . .
C8 C2 C7 116.6(2) . .
N2 C3 C4 123.4(2) . .
N2 C3 C1 116.6(2) . .
C4 C3 C1 119.9(2) . .
C2 N3 C21 122.6(2) . .
C3 C4 C5 118.3(2) . .
C3 C4 H4A 120.9 . .
C5 C4 H4A 120.9 . .
C6 C5 C4 119.4(2) . .
C6 C5 H5A 120.3 . .
C4 C5 H5A 120.3 . .
C5 C6 C7 118.7(2) . .
C5 C6 H6A 120.7 . .
C7 C6 H6A 120.7 . .
N2 C7 C6 122.4(2) . .
N2 C7 C2 117.4(2) . .
C6 C7 C2 120.2(2) . .
C2 C8 H8A 109.5 . .
C2 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C2 C8 H8BA 109.5 . .
H8A C8 H8BA 109.5 . .
H8B C8 H8BA 109.5 . .
C14 C9 C14 122.5(3) . 7_565
C14 C9 N1 118.75(13) . .
C14 C9 N1 118.75(13) 7_565 .
C13 C12 C13 120.5(3) 7_565 .
C13 C12 H12A 119.7 7_565 .
C13 C12 H12A 119.7 . .
C12 C13 C14 121.2(2) . .
C12 C13 H13A 119.4 . .
C14 C13 H13A 119.4 . .
C9 C14 C13 117.3(2) . .
C9 C14 C15 121.51(19) . .
C13 C14 C15 121.2(2) . .
C17 C15 C14 115.1(3) . .
C17 C15 C16 107.0(4) . .
C14 C15 C16 106.5(3) . .
C17 C15 H15A 109.4 . .
C14 C15 H15A 109.4 . .
C16 C15 H15A 109.4 . .
H16D C16' H16E 109.5 . .
H16D C16' H16F 109.5 . .
H16E C16' H16F 109.5 . .
H17D C17' H17E 109.5 . .
H17D C17' H17F 109.5 . .
H17E C17' H17F 109.5 . .
C22 C21 C22 120.8(2) . 7_565
C22 C21 N3 119.41(12) . .
C22 C21 N3 119.41(12) 7_565 .
C23 C22 C21 118.5(2) . .
C23 C22 C27 121.3(2) . .
C21 C22 C27 120.22(19) . .
C24 C23 C22 121.3(2) . .
C24 C23 H23A 119.3 . .
C22 C23 H23A 119.3 . .
C23 C24 C23 119.5(3) . 7_565
C23 C24 H24A 120.3 . .
C23 C24 H24A 120.3 7_565 .
C22 C27 H27A 109.5 . .
C22 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C22 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.344(3) .
N1 C9 1.433(3) .
N1 H1A 0.8800 .
O1 C1 1.223(3) .
C1 C3 1.501(4) .
N2 C3 1.337(3) .
N2 C7 1.338(3) .
C2 N3 1.260(3) .
C2 C8 1.478(4) .
C2 C7 1.493(3) .
C3 C4 1.375(4) .
N3 C21 1.415(3) .
C4 C5 1.379(4) .
C4 H4A 0.9500 .
C5 C6 1.374(4) .
C5 H5A 0.9500 .
C6 C7 1.388(3) .
C6 H6A 0.9500 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8BA 0.9800 .
C9 C14 1.395(2) .
C9 C14 1.395(2) 7_565
C12 C13 1.367(3) 7_565
C12 C13 1.367(3) .
C12 H12A 0.9500 .
C13 C14 1.400(3) .
C13 H13A 0.9500 .
C14 C15 1.506(3) .
C15 C17 1.498(6) .
C15 C16 1.639(6) .
C15 H15A 1.0000 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C16' H16D 0.9800 .
C16' H16E 0.9800 .
C16' H16F 0.9800 .
C17' H17D 0.9800 .
C17' H17E 0.9800 .
C17' H17F 0.9800 .
C21 C22 1.392(2) .
C21 C22 1.392(2) 7_565
C22 C23 1.386(3) .
C22 C27 1.508(3) .
C23 C24 1.372(3) .
C23 H23A 0.9500 .
C24 C23 1.372(3) 7_565
C24 H24A 0.9500 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
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_4
C9 N1 C1 O1 0.0 . .
C9 N1 C1 C3 180.0 . .
C7 N2 C3 C4 0.0 . .
C7 N2 C3 C1 180.0 . .
O1 C1 C3 N2 180.0 . .
N1 C1 C3 N2 0.0 . .
O1 C1 C3 C4 0.0 . .
N1 C1 C3 C4 180.0 . .
C8 C2 N3 C21 0.0 . .
C7 C2 N3 C21 180.0 . .
N2 C3 C4 C5 0.0 . .
C1 C3 C4 C5 180.0 . .
C3 C4 C5 C6 0.0 . .
C4 C5 C6 C7 0.0 . .
C3 N2 C7 C6 0.0 . .
C3 N2 C7 C2 180.0 . .
C5 C6 C7 N2 0.0 . .
C5 C6 C7 C2 180.0 . .
N3 C2 C7 N2 180.0 . .
C8 C2 C7 N2 0.0 . .
N3 C2 C7 C6 0.0 . .
C8 C2 C7 C6 180.0 . .
C1 N1 C9 C14 -90.11(19) . .
C1 N1 C9 C14 90.11(19) . 7_565
C13 C12 C13 C14 0.0(4) 7_565 .
C14 C9 C14 C13 1.0(4) 7_565 .
N1 C9 C14 C13 -178.73(19) . .
C14 C9 C14 C15 -178.60(17) 7_565 .
N1 C9 C14 C15 1.6(3) . .
C12 C13 C14 C9 -0.5(3) . .
C12 C13 C14 C15 179.1(2) . .
C9 C14 C15 C17 -131.4(4) . .
C13 C14 C15 C17 49.0(5) . .
C9 C14 C15 C16 110.2(3) . .
C13 C14 C15 C16 -69.4(3) . .
C2 N3 C21 C22 -93.3(2) . .
C2 N3 C21 C22 93.3(2) . 7_565
C22 C21 C22 C23 1.0(4) 7_565 .
N3 C21 C22 C23 -172.3(2) . .
C22 C21 C22 C27 -179.46(19) 7_565 .
N3 C21 C22 C27 7.3(4) . .
C21 C22 C23 C24 0.0(4) . .
C27 C22 C23 C24 -179.6(3) . .
C22 C23 C24 C23 -0.9(5) . 7_565
