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#$Date: 2019-11-07 23:33:42 +0200 (Thu, 07 Nov 2019) $
#$Revision: 224045 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/09/7700992.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_7700992
loop_
_publ_author_name
'Baltrun, Marc'
'Watt, Fabian A.'
'Schoch, Roland'
'Wölper, Christoph'
'Neuba, Adam G.'
'Hohloch, Stephan'
_publ_section_title
;
 A new bis-phenolate mesoionic carbene ligand for early transition metal
 chemistry.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14611
_journal_page_last               14625
_journal_paper_doi               10.1039/c9dt03099a
_journal_volume                  48
_journal_year                    2019
_chemical_formula_sum            'C30 H43 N3 O2'
_chemical_formula_weight         477.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-06-07 deposited with the CCDC.    2019-08-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.10(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.760(5)
_cell_length_b                   10.170(2)
_cell_length_c                   11.170(2)
_cell_measurement_reflns_used    1720
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      25.52
_cell_measurement_theta_min      1.66
_cell_volume                     2774.9(11)
_computing_cell_refinement       'Bruker Apex3 suite, 2019'
_computing_data_collection       'Bruker Apex3 suite, 2019'
_computing_data_reduction        'Bruker Apex3 suite, 2019'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    WinGX
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker Smart AXS'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6109
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.528
_diffrn_reflns_theta_min         1.667
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.646
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         2532
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0535
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1273
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1720
_reflns_number_total             2532
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt03099a2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7700989--7700996.cif.'
_cod_database_code               7700992
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O1 O 0.40477(6) 0.32436(12) 0.34785(14) 0.0320(4) Uani 1 1 d . . .
H1 H 0.4285 0.3150 0.3200 0.051(8) Uiso 1 1 calc R . .
C6 C 0.43333(8) 0.67935(18) 0.39614(19) 0.0227(5) Uani 1 1 d . . .
H6 H 0.4572 0.7408 0.3867 0.014(5) Uiso 1 1 calc R . .
C5 C 0.43638(8) 0.54919(18) 0.36099(19) 0.0200(5) Uani 1 1 d . . .
C7 C 0.39623(8) 0.71960(18) 0.44412(19) 0.0220(5) Uani 1 1 d . . .
C9 C 0.36368(8) 0.49126(18) 0.4272(2) 0.0226(5) Uani 1 1 d . . .
C10 C 0.40216(8) 0.45419(18) 0.3787(2) 0.0229(5) Uani 1 1 d . . .
C17 C 0.39199(9) 0.86543(18) 0.4749(2) 0.0240(5) Uani 1 1 d . . .
C8 C 0.36207(8) 0.62353(18) 0.45843(19) 0.0235(5) Uani 1 1 d . . .
H8 H 0.3366 0.6491 0.4908 0.024(5) Uiso 1 1 calc R . .
C1 C 0.5000 0.5956(3) 0.2500 0.0274(7) Uani 1 2 d S T P
C21 C 0.32381(9) 0.39011(19) 0.4421(2) 0.0267(5) Uani 1 1 d . . .
C18 C 0.37706(10) 0.9455(2) 0.3486(2) 0.0349(6) Uani 1 1 d . . .
H18A H 0.4052 0.9353 0.3168 0.048(7) Uiso 1 1 calc R . .
H18B H 0.3738 1.0367 0.3665 0.045(7) Uiso 1 1 calc R . .
H18C H 0.3429 0.9147 0.2835 0.065(9) Uiso 1 1 calc R . .
C19 C 0.34874(9) 0.8889(2) 0.5281(2) 0.0315(6) Uani 1 1 d . . .
H19A H 0.3136 0.8630 0.4635 0.027(6) Uiso 1 1 calc R . .
H19B H 0.3480 0.9806 0.5479 0.039(6) Uiso 1 1 calc R . .
H19C H 0.3574 0.8380 0.6064 0.035(6) Uiso 1 1 calc R . .
C22 C 0.35486(9) 0.2824(2) 0.5387(2) 0.0325(6) Uani 1 1 d . . .
H22A H 0.3750 0.3204 0.6235 0.040(7) Uiso 1 1 calc R . .
H22B H 0.3798 0.2400 0.5089 0.056(8) Uiso 1 1 calc R . .
H22C H 0.3294 0.2189 0.5444 0.038(6) Uiso 1 1 calc R . .
C20 C 0.44701(9) 0.9132(2) 0.5782(2) 0.0354(6) Uani 1 1 d . . .
H20A H 0.4559 0.8645 0.6579 0.049(7) Uiso 1 1 calc R . .
H20B H 0.4445 1.0051 0.5949 0.036(6) Uiso 1 1 calc R . .
H20C H 0.4750 0.9001 0.5465 0.038(7) Uiso 1 1 calc R . .
C24 C 0.28831(9) 0.3311(2) 0.3077(2) 0.0365(6) Uani 1 1 d . . .
H24A H 0.3112 0.2846 0.2744 0.052(7) Uiso 1 1 calc R . .
H24B H 0.2693 0.4003 0.2480 0.048(7) Uiso 1 1 calc R . .
H24C H 0.2622 0.2714 0.3164 0.057(8) Uiso 1 1 calc R . .
C23 C 0.28550(10) 0.4549(2) 0.4949(3) 0.0423(7) Uani 1 1 d . . .
H23A H 0.2608 0.3902 0.5025 0.058(8) Uiso 1 1 calc R . .
H23B H 0.2649 0.5230 0.4358 0.064(9) Uiso 1 1 calc R . .
H23C H 0.3066 0.4923 0.5795 0.047(8) Uiso 1 1 calc R . .
N2 N 0.48366(7) 0.39027(15) 0.28032(18) 0.0301(5) Uani 1 1 d . . .
N1 N 0.47273(7) 0.51586(16) 0.29967(17) 0.0202(4) Uani 0.5 1 d . . P
C2 C 0.47273(7) 0.51586(16) 0.29967(17) 0.0202(4) Uani 0.5 1 d . . P
H1A H 0.5000 0.685(3) 0.2500 0.039(9) Uiso 1 2 d S . 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'
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 O1 H1 109.5 . .
C7 C6 C5 122.00(18) . .
C7 C6 H6 119.0 . .
C5 C6 H6 119.0 . .
C6 C5 C10 119.95(18) . .
C6 C5 N1 119.12(17) . .
C10 C5 N1 120.83(17) . .
C6 C7 C8 116.78(18) . .
C6 C7 C17 120.50(17) . .
C8 C7 C17 122.68(18) . .
C8 C9 C10 117.41(18) . .
C8 C9 C21 121.59(18) . .
C10 C9 C21 120.99(17) . .
O1 C10 C9 118.53(17) . .
O1 C10 C5 121.67(18) . .
C9 C10 C5 119.79(17) . .
C19 C17 C20 107.85(17) . .
C19 C17 C18 108.78(17) . .
C20 C17 C18 109.48(18) . .
C19 C17 C7 112.12(16) . .
C20 C17 C7 109.78(17) . .
C18 C17 C7 108.79(17) . .
C7 C8 C9 124.03(19) . .
C7 C8 H8 118.0 . .
C9 C8 H8 118.0 . .
N1 C1 C2 106.3 . 2_655
N1 C1 N1 106.3(3) . 2_655
C2 C1 N1 0.0 2_655 2_655
N1 C1 H1A 126.86(13) . .
C2 C1 H1A 126.86(12) 2_655 .
N1 C1 H1A 126.86(12) 2_655 .
C22 C21 C23 107.17(18) . .
C22 C21 C24 110.64(17) . .
C23 C21 C24 107.59(19) . .
C22 C21 C9 110.81(17) . .
C23 C21 C9 110.98(17) . .
C24 C21 C9 109.58(17) . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C17 C20 H20A 109.5 . .
C17 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C17 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
N2 N2 N1 108.55(10) 2_655 .
N2 N1 C1 108.31(18) . .
N2 N1 C5 122.17(16) . .
C1 N1 C5 129.51(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C10 1.374(2) .
O1 H1 0.8200 .
C6 C7 1.369(3) .
C6 C5 1.393(3) .
C6 H6 0.9300 .
C5 C10 1.400(3) .
C5 N1 1.440(3) .
C7 C8 1.391(3) .
C7 C17 1.537(3) .
C9 C8 1.395(3) .
C9 C10 1.397(3) .
C9 C21 1.539(3) .
C17 C19 1.520(3) .
C17 C20 1.532(3) .
C17 C18 1.534(3) .
C8 H8 0.9300 .
C1 N1 1.352(2) .
C1 C2 1.352(2) 2_655
C1 N1 1.352(2) 2_655
C1 H1A 0.91(3) .
C21 C22 1.524(3) .
C21 C23 1.525(3) .
C21 C24 1.534(3) .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
N2 N2 1.306(3) 2_655
N2 N1 1.347(2) .
