#------------------------------------------------------------------------------
#$Date: 2017-12-11 01:28:22 +0200 (Mon, 11 Dec 2017) $
#$Revision: 204147 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/71/4107137.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_4107137
loop_
_publ_author_name
'Neil C. Tomson'
'Mark R. Crimmin'
'Taras Petrenko'
'Lauren E. Rosebrugh'
'Stephen Sproules'
'W. Christopher Boyd'
'Robert G. Bergman'
'Serena DeBeer'
'F. Dean Toste'
'Karl Wieghardt'
_publ_section_title
;
 A Step beyond the Feltham-Enemark Notation: Spectroscopic and Correlated
 ab Initio Computational Support for an Antiferromagnetically Coupled
 M(II)-(NO)-Description of Tp*M(NO) (M = Co, Ni)
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18785
_journal_page_last               18801
_journal_paper_doi               10.1021/ja206042k
_journal_volume                  133
_journal_year                    2011
_chemical_formula_sum            'C15 H22 B Co N7 O'
_chemical_formula_weight         386.14
_chemical_name_common            Tp*CoNO
_chemical_name_systematic
;
 bergman04
;
_space_group.centring_type       P
_space_group_IT_number           26
_space_group.IT_number           26
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2'
_symmetry_space_group_name_H-M   'P m c 21'
_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                   13.0809(18)
_cell_length_b                   7.9962(11)
_cell_length_c                   17.398(2)
_cell_measurement_reflns_used    6039
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      25.32
_cell_measurement_theta_min      2.34
_cell_volume                     1819.8(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    SIR-2004
_diffrn_ambient_temperature      143(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-I CCD'
_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  0.0662
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_refln_scan_rate          20
_diffrn_refln_scan_width         0.5
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18814
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    0.961
_exptl_absorpt_correction_T_max  0.9446
_exptl_absorpt_correction_T_min  0.8934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_description       plate
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.014(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3424
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.149
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0326P)²+0.3189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0827
_reflns_number_gt                2756
_reflns_number_total             3424
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja206042k_si_001.cif
_cod_data_source_block           bergman04
_cod_depositor_comments
;
The following automatic conversions were performed:

'_space_group.centring_type' value 'primitive' was replaced with the
value 'P' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5642 2017-10-24 12:04:52Z antanas 
;
_cod_database_code               4107137
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, 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
C1 C 1.0000 0.4683(7) 0.5173(3) 0.0280(13) Uani 1 2 d S
C2 C 1.0000 0.3480(8) 0.4623(4) 0.0351(17) Uani 1 2 d S
H2 H 1.0000 0.2306 0.4707 0.042 Uiso 1 2 calc SR
C3 C 1.0000 0.4294(7) 0.3908(3) 0.0268(13) Uani 1 2 d S
C4 C 1.0000 0.4489(9) 0.6038(3) 0.0425(17) Uani 1 2 d S
H4A H 0.9297 0.4344 0.6220 0.064 Uiso 0.50 1 calc PR
H4B H 1.0297 0.5490 0.6274 0.064 Uiso 0.50 1 calc PR
H4C H 1.0407 0.3508 0.6180 0.064 Uiso 0.50 1 calc PR
C5 C 1.0000 0.3587(8) 0.3131(4) 0.0450(16) Uani 1 2 d S
H5A H 0.9759 0.2427 0.3150 0.067 Uiso 0.50 1 calc PR
H5B H 1.0695 0.3616 0.2922 0.067 Uiso 0.50 1 calc PR
H5C H 0.9545 0.4245 0.2801 0.067 Uiso 0.50 1 calc PR
C6 C 0.8036(3) 1.0046(5) 0.4456(2) 0.0310(9) Uani 1 1 d .
C7 C 0.7581(3) 0.9951(5) 0.3739(2) 0.0383(11) Uani 1 1 d .
H7 H 0.6949 1.0440 0.3591 0.046 Uiso 1 1 calc R
C8 C 0.8221(3) 0.9010(5) 0.3280(2) 0.0335(10) Uani 1 1 d .
C9 C 0.7686(3) 1.0896(5) 0.5181(3) 0.0425(11) Uani 1 1 d .
H9A H 0.7620 1.0066 0.5592 0.064 Uiso 1 1 calc R
H9B H 0.7023 1.1432 0.5092 0.064 Uiso 1 1 calc R
H9C H 0.8188 1.1745 0.5332 0.064 Uiso 1 1 calc R
C10 C 0.8076(3) 0.8458(6) 0.2466(2) 0.0495(13) Uani 1 1 d .
H10A H 0.8691 0.8723 0.2168 0.074 Uiso 1 1 calc R
H10B H 0.7488 0.9041 0.2243 0.074 Uiso 1 1 calc R
H10C H 0.7955 0.7249 0.2453 0.074 Uiso 1 1 calc R
C11 C 0.6973(3) 0.5559(5) 0.5205(3) 0.0289(9) Uani 1 1 d .
C12 C 0.7444(3) 0.6320(5) 0.5835(2) 0.0319(10) Uani 1 1 d .
H12 H 0.8089 0.6866 0.5837 0.038 Uiso 1 1 calc R
C13 C 0.6807(3) 0.6132(5) 0.6443(2) 0.0300(9) Uani 1 1 d .
C14 C 0.7311(3) 0.5367(6) 0.4390(3) 0.0415(11) Uani 1 1 d .
H14A H 0.8002 0.4895 0.4377 0.062 Uiso 1 1 calc R
H14B H 0.7312 0.6463 0.4138 0.062 Uiso 1 1 calc R
H14C H 0.6840 0.4617 0.4119 0.062 Uiso 1 1 calc R
C15 C 0.6950(3) 0.6674(6) 0.7266(2) 0.0408(11) Uani 1 1 d .
H15A H 0.6363 0.7349 0.7427 0.061 Uiso 1 1 calc R
H15B H 0.7576 0.7340 0.7309 0.061 Uiso 1 1 calc R
H15C H 0.7004 0.5684 0.7596 0.061 Uiso 1 1 calc R
C16 C 0.5000 0.0326(8) 0.6010(4) 0.0315(15) Uani 1 2 d S
C17 C 0.5000 0.0017(8) 0.6798(4) 0.0368(15) Uani 1 2 d S
H17 H 0.5000 -0.1045 0.7043 0.044 Uiso 1 2 calc SR
C18 C 0.5000 0.1547(8) 0.7149(3) 0.0322(14) Uani 1 2 d S
C19 C 0.5000 -0.0882(8) 0.5360(4) 0.0411(18) Uani 1 2 d S
H19A H 0.4765 -0.0318 0.4892 0.062 Uiso 0.50 1 calc PR
H19B H 0.4541 -0.1815 0.5479 0.062 Uiso 0.50 1 calc PR
H19C H 0.5694 -0.1308 0.5280 0.062 Uiso 0.50 1 calc PR
C20 C 0.5000 0.1998(9) 0.7984(3) 0.0465(17) Uani 1 2 d S
H20A H 0.4311 0.2345 0.8137 0.070 Uiso 0.50 1 calc PR
H20B H 0.5480 0.2920 0.8072 0.070 Uiso 0.50 1 calc PR
H20C H 0.5209 0.1026 0.8288 0.070 Uiso 0.50 1 calc PR
B1 B 1.0000 0.7509(9) 0.3528(4) 0.0262(17) Uani 1 2 d S
H1 H 1.0000 0.7147 0.2978 0.031 Uiso 1 2 calc SR
B2 B 0.5000 0.4656(9) 0.6621(4) 0.0273(16) Uani 1 2 d S
H2A H 0.5000 0.5046 0.7167 0.033 Uiso 1 2 calc SR
N1 N 1.0000 0.6222(5) 0.4848(3) 0.0255(10) Uani 1 2 d S
N2 N 1.0000 0.5970(6) 0.4068(3) 0.0269(12) Uani 1 2 d S
N3 N 0.8917(2) 0.9198(4) 0.44390(18) 0.0272(7) Uani 1 1 d .
N4 N 0.9033(2) 0.8556(4) 0.37089(17) 0.0269(7) Uani 1 1 d .
N5 N 1.0000 0.8966(7) 0.6131(3) 0.0404(14) Uani 1 2 d S
N6 N 0.6076(2) 0.4914(4) 0.54390(17) 0.0252(7) Uani 1 1 d .
N7 N 0.5968(2) 0.5293(4) 0.62072(16) 0.0256(7) Uani 1 1 d .
N8 N 0.5000 0.1997(6) 0.5883(3) 0.0273(11) Uani 1 2 d S
N9 N 0.5000 0.2730(6) 0.6594(3) 0.0258(12) Uani 1 2 d S
N10 N 0.5000 0.2737(7) 0.4085(3) 0.0292(11) Uani 1 2 d S
O1 O 1.0000 0.9059(8) 0.6797(3) 0.134(3) Uani 1 2 d S
O2 O 0.5000 0.2089(7) 0.3485(3) 0.0727(16) Uani 1 2 d S
Co1 Co 1.0000 0.86084(10) 0.52122(3) 0.0282(2) Uani 1 2 d S
Co2 Co 0.5000 0.34960(10) 0.49540(3) 0.0283(2) Uani 1 2 d S
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'
B B 0.0013 0.0007 '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'
Co Co 0.3494 0.9721 '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
N1 C1 C2 110.5(5) . .
N1 C1 C4 120.5(5) . .
C2 C1 C4 128.9(6) . .
C1 C2 C3 107.2(5) . .
C1 C2 H2 126.4 . .
C3 C2 H2 126.4 . .
N2 C3 C2 105.8(5) . .
N2 C3 C5 124.4(5) . .
C2 C3 C5 129.7(6) . .
C1 C4 H4A 109.5 . .
C1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C3 C5 H5A 109.5 . .
C3 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C3 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N3 C6 C7 108.9(4) . .
N3 C6 C9 120.6(4) . .
C7 C6 C9 130.5(3) . .
C8 C7 C6 106.9(3) . .
C8 C7 H7 126.5 . .
C6 C7 H7 126.5 . .
N4 C8 C7 107.7(3) . .
N4 C8 C10 123.0(4) . .
C7 C8 C10 129.3(4) . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N6 C11 C12 108.3(4) . .
N6 C11 C14 120.4(3) . .
C12 C11 C14 131.2(4) . .
C13 C12 C11 107.0(3) . .
C13 C12 H12 126.5 . .
C11 C12 H12 126.5 . .
N7 C13 C12 108.5(3) . .
N7 C13 C15 122.2(3) . .
C12 C13 C15 129.3(3) . .
C11 C14 H14A 109.5 . .
C11 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C11 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N8 C16 C17 109.6(6) . .
N8 C16 C19 121.1(6) . .
C17 C16 C19 129.3(6) . .
C18 C17 C16 106.3(6) . .
C18 C17 H17 126.9 . .
C16 C17 H17 126.9 . .
N9 C18 C17 107.9(5) . .
N9 C18 C20 121.6(6) . .
C17 C18 C20 130.5(6) . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
N2 B1 N4 107.8(4) . 3_755
N2 B1 N4 107.8(4) . .
N4 B1 N4 109.5(5) 3_755 .
N2 B1 H1 110.5 . .
N4 B1 H1 110.5 3_755 .
N4 B1 H1 110.5 . .
N9 B2 N7 108.4(3) . 3_655
N9 B2 N7 108.4(3) . .
N7 B2 N7 110.3(4) 3_655 .
N9 B2 H2A 109.9 . .
N7 B2 H2A 109.9 3_655 .
N7 B2 H2A 109.9 . .
C1 N1 N2 106.2(5) . .
C1 N1 Co1 137.0(4) . .
N2 N1 Co1 116.8(4) . .
C3 N2 N1 110.2(5) . .
C3 N2 B1 130.9(5) . .
N1 N2 B1 118.9(5) . .
C6 N3 N4 107.7(3) . .
C6 N3 Co1 135.4(3) . .
N4 N3 Co1 116.9(2) . .
C8 N4 N3 108.9(3) . .
C8 N4 B1 132.6(4) . .
N3 N4 B1 118.6(3) . .
O1 N5 Co1 173.5(6) . .
C11 N6 N7 107.4(3) . .
C11 N6 Co2 134.9(3) . .
N7 N6 Co2 117.6(2) . .
C13 N7 N6 108.8(3) . .
C13 N7 B2 133.5(3) . .
N6 N7 B2 117.7(3) . .
C16 N8 N9 106.0(5) . .
C16 N8 Co2 135.9(4) . .
N9 N8 Co2 118.0(4) . .
C18 N9 N8 110.2(5) . .
C18 N9 B2 132.6(5) . .
N8 N9 B2 117.2(5) . .
O2 N10 Co2 175.5(6) . .
N5 Co1 N3 128.15(12) . .
N5 Co1 N3 128.15(12) . 3_755
N3 Co1 N3 89.63(17) . 3_755
N5 Co1 N1 118.5(2) . .
N3 Co1 N1 90.69(13) . .
N3 Co1 N1 90.69(13) 3_755 .
N10 Co2 N6 127.19(13) . .
N10 Co2 N6 127.19(12) . 3_655
N6 Co2 N6 89.75(17) . 3_655
N10 Co2 N8 121.6(2) . .
N6 Co2 N8 89.92(13) . .
N6 Co2 N8 89.92(13) 3_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.354(6) .
C1 C2 1.357(8) .
C1 C4 1.513(8) .
C2 C3 1.404(8) .
C2 H2 0.9500 .
C3 N2 1.369(7) .
C3 C5 1.465(8) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 N3 1.338(5) .
C6 C7 1.383(6) .
C6 C9 1.505(6) .
C7 C8 1.380(5) .
C7 H7 0.9500 .
C8 N4 1.348(4) .
C8 C10 1.496(5) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 N6 1.345(4) .
C11 C12 1.398(5) .
C11 C14 1.494(6) .
C12 C13 1.356(5) .
C12 H12 0.9500 .
C13 N7 1.350(4) .
C13 C15 1.507(5) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 N8 1.354(7) .
C16 C17 1.394(8) .
C16 C19 1.487(8) .
C17 C18 1.367(8) .
C17 H17 0.9500 .
C18 N9 1.353(7) .
C18 C20 1.496(8) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
B1 N2 1.548(8) .
B1 N4 1.549(5) 3_755
B1 N4 1.549(5) .
B1 H1 1.0000 .
B2 N9 1.541(8) .
B2 N7 1.543(4) 3_655
B2 N7 1.543(4) .
B2 H2A 1.0000 .
N1 N2 1.372(6) .
N1 Co1 2.010(4) .
N3 N4 1.379(4) .
N3 Co1 2.009(3) .
N5 O1 1.161(6) .
N5 Co1 1.625(5) .
N6 N7 1.378(4) .
N6 Co2 1.994(3) .
N8 N9 1.368(6) .
N8 Co2 2.013(5) .
N10 O2 1.167(6) .
N10 Co2 1.628(5) .
Co1 N3 2.009(3) 3_755
Co2 N6 1.994(3) 3_655
