#------------------------------------------------------------------------------
#$Date: 2019-11-24 11:30:18 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237801 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/87/4088744.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_4088744
loop_
_publ_author_name
'Hering, Florian'
'Berthel, Johannes H. J.'
'Lubitz, Katharina'
'Paul, Ursula S. D.'
'Schneider, Heidi'
'Härterich, Marcel'
'Radius, Udo'
_publ_section_title
;
 Synthesis and Thermal Properties of Novel NHC-Stabilized Cobalt Carbonyl
 Nitrosyl Complexes
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              2806
_journal_paper_doi               10.1021/acs.organomet.6b00374
_journal_volume                  35
_journal_year                    2016
_chemical_formula_sum            'C13 H20 Co N3 O3'
_chemical_formula_weight         325.25
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.0481(14)
_cell_length_b                   9.5636(9)
_cell_length_c                   10.3892(9)
_cell_measurement_reflns_used    5825
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.58
_cell_measurement_theta_min      2.33
_cell_volume                     1594.5(2)
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_collection       'APEX2 ver. 2014.1 (Bruker AXS)'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_molecular_graphics    'XP in ShelxTL-97'
_computing_publication_material  'XP in ShelxTL-97'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            20214
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.987
_diffrn_reflns_theta_min         2.335
_exptl_absorpt_coefficient_mu    1.086
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'Sadabs 2012/1 (Bruker 2012)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_description       needle
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.965
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1662
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0865P)²+3.6312P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1679
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1313
_reflns_number_total             1662
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om6b00374_si_002.cif
_cod_data_source_block           compound_10
_cod_database_code               4088744
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.702
_shelx_estimated_absorpt_t_max   0.928
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Co1 Co -0.16627(5) -0.7500 -0.16078(7) 0.0409(3) Uani 1 2 d S T P
O1 O -0.1505(2) -0.4830(4) -0.2862(4) 0.0644(10) Uani 1 1 d . . .
O2 O -0.3358(2) -0.7500 -0.0499(5) 0.0505(12) Uani 1 2 d S T P
N1 N -0.0141(2) -0.7500 0.0343(4) 0.0200(8) Uani 1 2 d S T P
N2 N -0.0773(2) -0.7500 0.2204(4) 0.0210(8) Uani 1 2 d S T P
N3 N -0.2688(4) -0.7500 -0.0914(5) 0.0531(14) Uani 1 2 d S T P
C1 C -0.0029(3) -0.7500 0.1628(4) 0.0215(9) Uani 1 2 d S T P
H1 H 0.0495 -0.7500 0.2055 0.026 Uiso 1 2 calc R U P
C2 C -0.1006(3) -0.7500 0.0049(4) 0.0219(10) Uani 1 2 d S T P
C3 C -0.1368(3) -0.7500 0.1243(4) 0.0232(10) Uani 1 2 d S T P
H3 H -0.1952 -0.7500 0.1391 0.028 Uiso 1 2 calc R U P
C4 C 0.0587(3) -0.7500 -0.0597(4) 0.0224(10) Uani 1 2 d S T P
C5 C 0.1400(4) -0.7500 0.0134(7) 0.085(4) Uani 1 2 d S T P
H5A H 0.1866 -0.7500 -0.0475 0.102 Uiso 1 2 d R U P
H5B H 0.1420 -0.8315 0.0704 0.102 Uiso 0.5 1 d R U P
H5C H 0.1441 -0.6644 0.0648 0.102 Uiso 0.5 1 d R U P
C6 C 0.0528(3) -0.6197(5) -0.1428(5) 0.0598(15) Uani 1 1 d . . .
H6A H 0.0972 -0.6212 -0.2076 0.090 Uiso 1 1 calc R U .
H6B H 0.0590 -0.5365 -0.0886 0.090 Uiso 1 1 calc R U .
H6C H -0.0015 -0.6174 -0.1859 0.090 Uiso 1 1 calc R U .
C7 C -0.0942(3) -0.7500 0.3635(4) 0.0266(11) Uani 1 2 d S T P
C8 C -0.0155(4) -0.7500 0.4360(6) 0.0514(17) Uani 1 2 d S T P
H8A H 0.0138 -0.8385 0.4214 0.062 Uiso 0.5 1 d R U P
H8B H -0.0273 -0.7394 0.5281 0.062 Uiso 0.5 1 d R U P
H8C H 0.0194 -0.6721 0.4069 0.062 Uiso 0.5 1 d R U P
C9 C -0.1473(3) -0.8809(5) 0.3935(4) 0.0439(11) Uani 1 1 d . . .
H9A H -0.1940 -0.8861 0.3330 0.066 Uiso 1 1 calc R U .
H9B H -0.1688 -0.8747 0.4817 0.066 Uiso 1 1 calc R U .
H9C H -0.1127 -0.9649 0.3850 0.066 Uiso 1 1 calc R U .
C10 C -0.1534(2) -0.5905(4) -0.2361(3) 0.0332(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'
Co Co 0.3494 0.9721 '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
C10 Co1 C10 124.1(2) . 8_545
C10 Co1 N3 106.94(15) . .
C10 Co1 N3 106.94(15) 8_545 .
C10 Co1 C2 108.92(13) . .
C10 Co1 C2 108.92(13) 8_545 .
N3 Co1 C2 97.8(2) . .
C1 N1 C2 110.1(4) . .
C1 N1 C4 122.2(4) . .
C2 N1 C4 127.7(4) . .
C1 N2 C3 107.1(4) . .
C1 N2 C7 126.9(4) . .
C3 N2 C7 125.9(4) . .
O2 N3 Co1 178.2(5) . .
N2 C1 N1 108.9(4) . .
N2 C1 H1 125.5 . .
N1 C1 H1 125.5 . .
C3 C2 N1 102.7(4) . .
C3 C2 Co1 123.4(4) . .
N1 C2 Co1 133.9(3) . .
C2 C3 N2 111.2(4) . .
C2 C3 H3 124.4 . .
N2 C3 H3 124.4 . .
C5 C4 C6 109.9(3) . .
C5 C4 C6 109.9(3) . 8_545
C6 C4 C6 110.2(5) . 8_545
C5 C4 N1 109.9(4) . .
C6 C4 N1 108.5(3) . .
C6 C4 N1 108.5(3) 8_545 .
C4 C5 H5A 109.6 . .
C4 C5 H5B 109.4 . .
H5A C5 H5B 111.4 . .
C4 C5 H5C 109.4 . .
H5A C5 H5C 107.5 . .
H5B C5 H5C 109.5 . .
C4 C6 H6A 109.5 . .
C4 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C4 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C8 C7 N2 110.5(4) . .
C8 C7 C9 111.7(3) . 8_545
N2 C7 C9 107.3(3) . 8_545
C8 C7 C9 111.7(3) . .
N2 C7 C9 107.3(3) . .
C9 C7 C9 108.1(5) 8_545 .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.4 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
O1 C10 Co1 175.4(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 C10 1.726(4) .
Co1 C10 1.726(4) 8_545
Co1 N3 1.796(6) .
Co1 C2 2.018(5) .
O1 C10 1.154(5) .
O2 N3 1.158(7) .
N1 C1 1.347(6) .
N1 C2 1.422(6) .
N1 C4 1.522(6) .
N2 C1 1.335(6) .
N2 C3 1.382(6) .
N2 C7 1.512(5) .
C1 H1 0.9500 .
C2 C3 1.369(6) .
C3 H3 0.9500 .
C4 C5 1.509(8) .
C4 C6 1.519(5) .
C4 C6 1.519(5) 8_545
C5 H5A 0.9793 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.470(8) .
C7 C9 1.546(5) 8_545
C7 C9 1.546(5) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9801 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
