#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:28:59 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232877 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/83/4348332.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_4348332
loop_
_publ_author_name
'Grant, Lauren N.'
'Carroll, Maria E.'
'Carroll, Patrick J.'
'Mindiola, Daniel J.'
_publ_section_title
;
 An Unusual Cobalt Azide Adduct That Produces a Nitrene Species for
 Carbon-Hydrogen Insertion Chemistry.
;
_journal_issue                   16
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7997
_journal_page_last               8002
_journal_paper_doi               10.1021/acs.inorgchem.6b01114
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C36 H49 Co N3'
_chemical_formula_weight         582.71
_space_group_IT_number           63
_space_group_name_Hall           '-C 2c 2'
_space_group_name_H-M_alt        'C m c m'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      63
_symmetry_space_group_name_H-M   'C m c m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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                   6.8999(4)
_cell_length_b                   18.8622(9)
_cell_length_c                   23.8702(11)
_cell_measurement_reflns_used    9884
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.26
_cell_measurement_theta_min      2.75
_cell_volume                     3106.6(3)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            36985
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.581
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1252
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.220
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1972
_refine_ls_number_restraints     64
_refine_ls_restrained_S_all      1.209
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0569
_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)+(0.0236P)²+9.2702P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                1698
_reflns_number_total             1972
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b01114_si_002.cif
_cod_data_source_block           UP9051
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file
'/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/lists/replacement-tags.lst'.

Automatic conversion script
Id: cif_correct_tags 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'C m c m '
_cod_database_code               4348332
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, z'
'x, -y, z+1/2'
'-x, -y, z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'x, -y, -z'
'-x, y, -z-1/2'
'x, y, -z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z-1/2'
'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
Co1 Co 0.4197(14) 0.2927(3) 0.2500 0.028(2) Uani 0.19 2 d SP
Co1' Co 0.5000 0.29654(19) 0.2500 0.0250(14) Uani 0.62 4 d SP
N1 N 0.5000 0.19251(17) 0.2500 0.0160(8) Uani 1 4 d S
N2 N 0.5000 0.28392(12) 0.32885(10) 0.0161(6) Uani 1 2 d S
C1 C 0.5000 0.16086(15) 0.30059(11) 0.0124(6) Uani 1 2 d S
C2 C 0.5000 0.08681(15) 0.30110(12) 0.0154(6) Uani 1 2 d S
H2 H 0.5000 0.0618 0.3347 0.021 Uiso 1 2 calc SR
C3 C 0.5000 0.0516(2) 0.2500 0.0180(9) Uani 1 4 d S
H3 H 0.5000 0.0023 0.2500 0.024 Uiso 1 4 calc SR
C4 C 0.5000 0.21291(14) 0.34660(11) 0.0135(6) Uani 1 2 d S
C5 C 0.5000 0.21079(15) 0.40516(12) 0.0128(6) Uani 1 2 d S
C6 C 0.5000 0.28262(14) 0.42275(12) 0.0136(6) Uani 1 2 d S
H6 H 0.5000 0.2983 0.4597 0.018 Uiso 1 2 calc SR
C7 C 0.5000 0.32536(15) 0.37569(12) 0.0143(6) Uani 1 2 d S
C8 C 0.5000 0.14792(15) 0.44504(12) 0.0149(6) Uani 1 2 d S
C9 C 0.5000 0.17256(16) 0.50642(12) 0.0179(6) Uani 1 2 d S
H9a H 0.3917 0.2035 0.5127 0.027 Uiso 0.50 1 calc PR
H9b H 0.6183 0.1975 0.5142 0.027 Uiso 0.50 1 calc PR
H9c H 0.4900 0.1321 0.5306 0.027 Uiso 0.50 1 calc PR
C10 C 0.3158(4) 0.10343(11) 0.43655(8) 0.0208(5) Uani 1 1 d .
H10a H 0.2044 0.1309 0.4469 0.031 Uiso 1 1 calc R
H10b H 0.3223 0.0617 0.4595 0.031 Uiso 1 1 calc R
H10c H 0.3056 0.0898 0.3979 0.031 Uiso 1 1 calc R
C11 C 0.5000 0.40572(15) 0.37072(12) 0.0174(6) Uani 1 2 d S
C12 C 0.5000 0.43940(16) 0.42889(13) 0.0230(7) Uani 1 2 d S
H12a H 0.4986 0.4901 0.4253 0.035 Uiso 1 2 calc SR
H12b H 0.6143 0.4250 0.4488 0.035 Uiso 0.50 1 calc PR
H12c H 0.3871 0.4242 0.4491 0.035 Uiso 0.50 1 calc PR
C13 C 0.3194(4) 0.43089(12) 0.33943(11) 0.0352(7) Uani 1 1 d .
H13a H 0.3167 0.4100 0.3028 0.053 Uiso 1 1 calc R
H13b H 0.3223 0.4816 0.3361 0.053 Uiso 1 1 calc R
H13c H 0.2057 0.4169 0.3598 0.053 Uiso 1 1 calc R
C14 C 0.0000 0.2365(4) 0.2961(3) 0.0211(18) Uani 0.50 2 d SPDU
C15 C 0.0000 0.2837(3) 0.2500 0.0381(13) Uani 1 4 d SDU
C16 C 0.0000 0.2622(5) 0.1949(3) 0.045(3) Uani 0.50 2 d SPDU
C17 C 0.0000 0.1903(5) 0.1851(4) 0.045(2) Uani 0.50 2 d SPDU
C18 C 0.0000 0.1423(6) 0.2293(5) 0.042(3) Uani 0.50 2 d SPDU
C19 C 0.0000 0.1634(5) 0.2855(6) 0.032(2) Uani 0.50 2 d SPDU
C20 C 0.0000 0.2595(4) 0.3562(3) 0.0299(16) Uani 0.50 2 d SPDU
H15 H 0.0000 0.3322 0.2574 0.050 Uiso 0.50 2 d SP
H16 H 0.0000 0.2948 0.1650 0.050 Uiso 0.50 2 d SP
H17 H 0.0000 0.1727 0.1480 0.050 Uiso 0.50 2 d SP
H18 H 0.0000 0.0934 0.2212 0.050 Uiso 0.50 2 d SP
H19 H 0.0000 0.1302 0.3145 0.050 Uiso 0.50 2 d SP
H20a H 0.0000 0.3103 0.3585 0.050 Uiso 0.50 2 d SP
H20b H 0.1136 0.2414 0.3748 0.050 Uiso 0.25 1 d P
H20c H -0.1136 0.2414 0.3748 0.050 Uiso 0.25 1 d P
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'
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
Co1' Co1 Co1 7.5(11) . 2_655
Co1' Co1 N1 81.2(12) . .
Co1 Co1 N1 73.7(3) 2_655 .
Co1' Co1 N2 74.5(3) . 11_656
Co1 Co1 N2 73.7(3) 2_655 11_656
N1 Co1 N2 80.8(3) . 11_656
Co1' Co1 N2 74.5(3) . .
Co1 Co1 N2 73.7(3) 2_655 .
N1 Co1 N2 80.8(3) . .
N2 Co1 N2 145.9(6) 11_656 .
Co1 Co1' Co1 165(2) . 2_655
Co1 Co1' N2 89.06(15) . 11_656
Co1 Co1' N2 89.06(15) 2_655 11_656
Co1 Co1' N2 89.06(15) . .
Co1 Co1' N2 89.06(15) 2_655 .
N2 Co1' N2 165.6(3) 11_656 .
Co1 Co1' N1 82.5(11) . .
Co1 Co1' N1 82.5(11) 2_655 .
N2 Co1' N1 82.80(13) 11_656 .
N2 Co1' N1 82.80(13) . .
C1 N1 C1 127.4(3) 11_656 .
C1 N1 Co1' 116.31(17) 11_656 .
C1 N1 Co1' 116.31(17) . .
C1 N1 Co1 115.17(16) 11_656 2_655
C1 N1 Co1 115.17(16) . 2_655
Co1' N1 Co1 16.3(3) . 2_655
C1 N1 Co1 115.17(16) 11_656 .
C1 N1 Co1 115.17(16) . .
Co1' N1 Co1 16.3(3) . .
Co1 N1 Co1 32.7(5) 2_655 .
C7 N2 C4 107.4(2) . .
C7 N2 Co1' 137.8(2) . .
C4 N2 Co1' 114.8(2) . .
C7 N2 Co1 137.3(3) . 2_655
C4 N2 Co1 111.6(2) . 2_655
Co1' N2 Co1 16.5(3) . 2_655
C7 N2 Co1 137.3(3) . .
C4 N2 Co1 111.6(2) . .
Co1' N2 Co1 16.5(3) . .
Co1 N2 Co1 32.7(5) 2_655 .
N1 C1 C2 116.8(3) . .
N1 C1 C4 111.9(2) . .
C2 C1 C4 131.3(3) . .
C3 C2 C1 118.0(3) . .
C2 C3 C2 122.9(4) 11_656 .
C5 C4 N2 109.2(2) . .
C5 C4 C1 136.6(3) . .
N2 C4 C1 114.2(2) . .
C4 C5 C6 105.6(2) . .
C4 C5 C8 130.4(3) . .
C6 C5 C8 124.0(2) . .
C7 C6 C5 108.4(2) . .
N2 C7 C6 109.4(2) . .
N2 C7 C11 120.5(2) . .
C6 C7 C11 130.1(3) . .
C5 C8 C10 110.08(15) . .
C5 C8 C10 110.08(15) . 2_655
C10 C8 C10 111.6(3) . 2_655
C5 C8 C9 111.2(2) . .
C10 C8 C9 106.92(15) . .
C10 C8 C9 106.92(15) 2_655 .
C7 C11 C12 110.1(2) . .
C7 C11 C13 110.35(16) . 2_655
C12 C11 C13 108.37(17) . 2_655
C7 C11 C13 110.35(16) . .
C12 C11 C13 108.37(17) . .
C13 C11 C13 109.2(3) 2_655 .
C16 C14 C17 128.9(16) 11_556 11_556
C16 C14 C19 166.5(16) 11_556 .
C17 C14 C19 37.7(8) 11_556 .
C16 C14 C15 74.9(13) 11_556 .
C17 C14 C15 156.2(8) 11_556 .
C19 C14 C15 118.6(8) . .
C16 C14 C20 49.4(12) 11_556 .
C17 C14 C20 79.5(7) 11_556 .
C19 C14 C20 117.2(8) . .
C15 C14 C20 124.3(6) . .
C16 C14 C18 175.0(15) 11_556 11_556
C17 C14 C18 46.1(7) 11_556 11_556
C19 C14 C18 8.5(10) . 11_556
C15 C14 C18 110.1(6) . 11_556
C20 C14 C18 125.6(7) . 11_556
C16 C15 C16 145.7(9) . 11_556
C16 C15 C14 21.8(4) . 11_556
C16 C15 C14 123.9(7) 11_556 11_556
C16 C15 C14 123.9(7) . .
C16 C15 C14 21.8(4) 11_556 .
C14 C15 C14 102.1(7) 11_556 .
C14 C16 C20 111.4(15) 11_556 11_556
C14 C16 C15 83.3(13) 11_556 .
C20 C16 C15 165.2(10) 11_556 .
C14 C16 C17 33.7(12) 11_556 .
C20 C16 C17 77.7(7) 11_556 .
C15 C16 C17 117.0(8) . .
C14 C16 C19 9.8(12) 11_556 11_556
C20 C16 C19 101.6(8) 11_556 11_556
C15 C16 C19 93.1(7) . 11_556
C17 C16 C19 23.9(6) . 11_556
C19 C17 C14 98.6(13) 11_556 11_556
C19 C17 C16 116.0(12) 11_556 .
C14 C17 C16 17.4(6) 11_556 .
C19 C17 C18 4.7(14) 11_556 .
C14 C17 C18 103.3(11) 11_556 .
C16 C17 C18 120.7(10) . .
C19 C17 C20 162.9(13) 11_556 11_556
C14 C17 C20 64.3(6) 11_556 11_556
C16 C17 C20 46.9(5) . 11_556
C18 C17 C20 167.6(10) . 11_556
C19 C18 C18 132(3) 11_556 11_556
C19 C18 C17 8(2) 11_556 .
C18 C18 C17 139.4(7) 11_556 .
C19 C18 C19 115(4) 11_556 .
C18 C18 C19 16.5(7) 11_556 .
C17 C18 C19 122.9(14) . .
C19 C18 C14 23(3) 11_556 11_556
C18 C18 C14 108.8(4) 11_556 11_556
C17 C18 C14 30.6(5) . 11_556
C19 C18 C14 92.4(11) . 11_556
C18 C19 C17 168(4) 11_556 11_556
C18 C19 C18 32(2) 11_556 .
C17 C19 C18 160.6(17) 11_556 .
C18 C19 C14 149(4) 11_556 .
C17 C19 C14 43.7(8) 11_556 .
C18 C19 C14 116.8(13) . .
C18 C19 C19 48(3) 11_556 11_556
C17 C19 C19 144.1(11) 11_556 11_556
C18 C19 C19 16.5(7) . 11_556
C14 C19 C19 100.4(7) . 11_556
C18 C19 C16 152(3) 11_556 11_556
C17 C19 C16 40.1(7) 11_556 11_556
C18 C19 C16 120.5(12) . 11_556
C14 C19 C16 3.7(4) . 11_556
C19 C19 C16 104.0(5) 11_556 11_556
C16 C20 C14 19.2(5) 11_556 .
C16 C20 C17 55.4(5) 11_556 11_556
C14 C20 C17 36.2(4) . 11_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 Co1' 0.559(9) .
Co1 Co1 1.11(2) 2_655
Co1 N1 1.969(8) .
Co1 N2 1.969(4) 11_656
Co1 N2 1.969(4) .
Co1' Co1 0.559(9) 2_655
Co1' N2 1.897(2) 11_656
Co1' N2 1.897(2) .
Co1' N1 1.962(5) .
N1 C1 1.347(3) 11_656
N1 C1 1.347(3) .
N1 Co1 1.969(8) 2_655
N2 C7 1.364(4) .
N2 C4 1.405(3) .
N2 Co1 1.969(4) 2_655
C1 C2 1.397(4) .
C1 C4 1.473(4) .
C2 C3 1.388(3) .
C3 C2 1.388(3) 11_656
C4 C5 1.398(4) .
C5 C6 1.419(4) .
C5 C8 1.521(4) .
C6 C7 1.383(4) .
C7 C11 1.520(4) .
C8 C10 1.536(3) .
C8 C10 1.536(3) 2_655
C8 C9 1.537(4) .
C11 C12 1.527(4) .
C11 C13 1.529(3) 2_655
C11 C13 1.529(3) .
C14 C16 0.529(10) 11_556
C14 C17 0.981(11) 11_556
C14 C19 1.403(8) .
C14 C15 1.415(7) .
C14 C20 1.497(9) .
C14 C18 1.877(13) 11_556
C15 C16 1.375(8) .
C15 C16 1.375(8) 11_556
C15 C14 1.415(7) 11_556
C16 C14 0.529(10) 11_556
C16 C20 1.221(11) 11_556
C16 C17 1.376(8) .
C16 C19 1.921(11) 11_556
C17 C19 0.867(13) 11_556
C17 C14 0.981(11) 11_556
C17 C18 1.391(8) .
C17 C20 1.634(11) 11_556
C18 C19 0.532(12) 11_556
C18 C18 0.99(2) 11_556
C18 C19 1.399(8) .
C18 C14 1.877(13) 11_556
C19 C18 0.532(12) 11_556
C19 C17 0.867(13) 11_556
C19 C19 1.70(3) 11_556
C19 C16 1.921(12) 11_556
C20 C16 1.221(11) 11_556
C20 C17 1.634(11) 11_556
