#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/34/4303470.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_4303470
loop_
_publ_author_name
'Martina E. Judmaier'
'Andreas Wallner'
'Gregor N. Stipicic'
'Karl Kirchner'
'Judith Baumgartner'
'Ferdinand Belaj'
'Nadia C. Mösch-Zanetti'
_publ_section_title
;
Molybdenum(VI) Dioxo Complexes with Tridentate Phenolate Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10211
_journal_page_last               10221
_journal_paper_doi               10.1021/ic901201s
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C19 H33 N O2'
_chemical_formula_weight         307.46
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 92.34(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.1149(12)
_cell_length_b                   18.279(4)
_cell_length_c                   16.726(3)
_cell_measurement_reflns_used    9792
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      52.536
_cell_measurement_theta_min      4.454
_cell_volume                     1868.0(6)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SMART APEX'
_diffrn_measurement_method       'ω 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  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14439
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.9809
_exptl_absorpt_correction_T_min  0.9695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3817
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0439
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0601P)²+0.6645P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1167
_reflns_number_gt                3509
_reflns_number_total             3817
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901201s_si_002_3.cif
_cod_data_source_block           HLOMe
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4303470
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 1.28946(16) 0.52561(6) 0.85941(6) 0.0213(2) Uani 1 1 d . . .
O1 O 1.08089(14) 0.50176(5) 0.71849(5) 0.0226(2) Uani 1 1 d . . .
H1 H 1.1703 0.5207 0.7519 0.034 Uiso 1 1 calc R . .
O2 O 0.92216(14) 0.66818(5) 0.93128(5) 0.0263(2) Uani 1 1 d . . .
C1 C 0.98428(19) 0.44232(6) 0.75219(7) 0.0185(2) Uani 1 1 d . . .
C2 C 0.79966(18) 0.41030(6) 0.71352(7) 0.0176(2) Uani 1 1 d . . .
C3 C 0.71199(19) 0.34809(6) 0.74905(7) 0.0187(2) Uani 1 1 d . . .
H3 H 0.5899 0.3250 0.7228 0.022 Uiso 1 1 calc R . .
C4 C 0.79417(19) 0.31817(6) 0.82102(7) 0.0195(2) Uani 1 1 d . . .
C5 C 0.97310(19) 0.35312(6) 0.85869(7) 0.0205(3) Uani 1 1 d . . .
H5 H 1.0294 0.3350 0.9087 0.025 Uiso 1 1 calc R . .
C6 C 1.07101(19) 0.41364(6) 0.82505(7) 0.0195(2) Uani 1 1 d . . .
C7 C 0.69883(19) 0.44205(6) 0.63479(7) 0.0192(3) Uani 1 1 d . . .
C8 C 0.4952(2) 0.39923(7) 0.60556(7) 0.0244(3) Uani 1 1 d . . .
H8A H 0.4363 0.4207 0.5555 0.037 Uiso 1 1 calc R . .
H8B H 0.3842 0.4016 0.6461 0.037 Uiso 1 1 calc R . .
H8C H 0.5350 0.3481 0.5964 0.037 Uiso 1 1 calc R . .
C9 C 0.8661(2) 0.43863(7) 0.56863(7) 0.0244(3) Uani 1 1 d . . .
H9A H 0.7999 0.4583 0.5188 0.037 Uiso 1 1 calc R . .
H9B H 0.9096 0.3877 0.5603 0.037 Uiso 1 1 calc R . .
H9C H 0.9952 0.4677 0.5846 0.037 Uiso 1 1 calc R . .
C10 C 0.6292(2) 0.52205(7) 0.64709(8) 0.0240(3) Uani 1 1 d . . .
H10A H 0.7573 0.5512 0.6640 0.036 Uiso 1 1 calc R . .
H10B H 0.5202 0.5243 0.6884 0.036 Uiso 1 1 calc R . .
H10C H 0.5656 0.5416 0.5968 0.036 Uiso 1 1 calc R . .
C11 C 0.6966(2) 0.24953(7) 0.85861(7) 0.0226(3) Uani 1 1 d . . .
C12 C 0.5017(2) 0.21922(7) 0.80868(8) 0.0311(3) Uani 1 1 d . . .
H12A H 0.3875 0.2567 0.8033 0.047 Uiso 1 1 calc R . .
H12B H 0.4434 0.1761 0.8353 0.047 Uiso 1 1 calc R . .
H12C H 0.5495 0.2055 0.7555 0.047 Uiso 1 1 calc R . .
C13 C 0.8735(2) 0.18973(7) 0.86611(8) 0.0301(3) Uani 1 1 d . . .
H13A H 0.8105 0.1453 0.8885 0.045 Uiso 1 1 calc R . .
H13B H 0.9946 0.2069 0.9015 0.045 Uiso 1 1 calc R . .
H13C H 0.9281 0.1789 0.8131 0.045 Uiso 1 1 calc R . .
C14 C 0.6181(2) 0.26763(7) 0.94266(8) 0.0292(3) Uani 1 1 d . . .
H14A H 0.5034 0.3050 0.9385 0.044 Uiso 1 1 calc R . .
H14B H 0.7415 0.2860 0.9761 0.044 Uiso 1 1 calc R . .
H14C H 0.5594 0.2233 0.9669 0.044 Uiso 1 1 calc R . .
C15 C 1.2789(2) 0.44501(7) 0.86386(7) 0.0226(3) Uani 1 1 d . . .
H15A H 1.2890 0.4300 0.9208 0.027 Uiso 1 1 calc R . .
H15B H 1.4065 0.4242 0.8373 0.027 Uiso 1 1 calc R . .
C16 C 1.1301(2) 0.56052(7) 0.91066(7) 0.0218(3) Uani 1 1 d . . .
H16A H 1.1955 0.5666 0.9654 0.026 Uiso 1 1 calc R . .
H16B H 0.9994 0.5289 0.9140 0.026 Uiso 1 1 calc R . .
C17 C 1.0626(2) 0.63456(7) 0.87734(7) 0.0258(3) Uani 1 1 d . . .
H17A H 1.1936 0.6654 0.8705 0.031 Uiso 1 1 calc R . .
H17B H 0.9861 0.6286 0.8244 0.031 Uiso 1 1 calc R . .
C18 C 0.8522(3) 0.73783(8) 0.90364(9) 0.0351(3) Uani 1 1 d . . .
H18A H 0.9800 0.7675 0.8913 0.053 Uiso 1 1 calc R . .
H18B H 0.7703 0.7622 0.9452 0.053 Uiso 1 1 calc R . .
H18C H 0.7577 0.7321 0.8553 0.053 Uiso 1 1 calc R . .
C19 C 1.5135(2) 0.55090(8) 0.87851(8) 0.0280(3) Uani 1 1 d . . .
H19A H 1.5187 0.6044 0.8750 0.042 Uiso 1 1 calc R . .
H19B H 1.6132 0.5297 0.8404 0.042 Uiso 1 1 calc R . .
H19C H 1.5581 0.5355 0.9329 0.042 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
_geom_angle_publ_flag
C19 N1 C16 111.80(10) . . ?
C19 N1 C15 110.21(10) . . ?
C16 N1 C15 111.86(9) . . ?
C17 O2 C18 111.52(10) . . ?
O1 C1 C2 119.54(10) . . ?
O1 C1 C6 119.83(10) . . ?
C2 C1 C6 120.63(11) . . ?
C3 C2 C1 117.21(10) . . ?
C3 C2 C7 121.39(10) . . ?
C1 C2 C7 121.41(10) . . ?
C4 C3 C2 123.60(11) . . ?
C5 C4 C3 117.25(11) . . ?
C5 C4 C11 120.00(10) . . ?
C3 C4 C11 122.75(11) . . ?
C6 C5 C4 121.68(11) . . ?
C5 C6 C1 119.57(11) . . ?
C5 C6 C15 119.73(11) . . ?
C1 C6 C15 120.57(11) . . ?
C8 C7 C9 107.75(10) . . ?
C8 C7 C10 107.58(10) . . ?
C9 C7 C10 109.29(10) . . ?
C8 C7 C2 111.76(10) . . ?
C9 C7 C2 110.13(10) . . ?
C10 C7 C2 110.25(9) . . ?
C12 C11 C4 112.28(10) . . ?
C12 C11 C13 108.44(11) . . ?
C4 C11 C13 109.29(10) . . ?
C12 C11 C14 108.12(11) . . ?
C4 C11 C14 109.83(10) . . ?
C13 C11 C14 108.81(11) . . ?
N1 C15 C6 113.17(10) . . ?
N1 C16 C17 110.52(10) . . ?
O2 C17 C16 108.52(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C19 1.4685(15) . ?
N1 C16 1.4698(16) . ?
N1 C15 1.4768(16) . ?
O1 C1 1.3690(14) . ?
O2 C17 1.4114(16) . ?
O2 C18 1.4149(16) . ?
C1 C2 1.4057(17) . ?
C1 C6 1.4101(17) . ?
C2 C3 1.3999(16) . ?
C2 C7 1.5443(16) . ?
C3 C4 1.3968(17) . ?
C4 C5 1.3951(17) . ?
C4 C11 1.5350(16) . ?
C5 C6 1.3879(17) . ?
C6 C15 1.5161(17) . ?
C7 C8 1.5336(17) . ?
C7 C9 1.5383(17) . ?
C7 C10 1.5393(16) . ?
C11 C12 1.5309(18) . ?
C11 C13 1.5393(18) . ?
C11 C14 1.5399(17) . ?
C16 C17 1.5144(17) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 177.77(10) . . . . ?
C6 C1 C2 C3 -2.00(16) . . . . ?
O1 C1 C2 C7 -1.76(16) . . . . ?
C6 C1 C2 C7 178.47(10) . . . . ?
C1 C2 C3 C4 1.87(17) . . . . ?
C7 C2 C3 C4 -178.60(10) . . . . ?
C2 C3 C4 C5 0.17(17) . . . . ?
C2 C3 C4 C11 -179.51(11) . . . . ?
C3 C4 C5 C6 -2.17(17) . . . . ?
C11 C4 C5 C6 177.51(11) . . . . ?
C4 C5 C6 C1 2.04(18) . . . . ?
C4 C5 C6 C15 -173.75(11) . . . . ?
O1 C1 C6 C5 -179.64(10) . . . . ?
C2 C1 C6 C5 0.13(17) . . . . ?
O1 C1 C6 C15 -3.88(17) . . . . ?
C2 C1 C6 C15 175.89(10) . . . . ?
C3 C2 C7 C8 2.20(15) . . . . ?
C1 C2 C7 C8 -178.29(10) . . . . ?
C3 C2 C7 C9 -117.53(12) . . . . ?
C1 C2 C7 C9 61.98(14) . . . . ?
C3 C2 C7 C10 121.79(12) . . . . ?
C1 C2 C7 C10 -58.70(14) . . . . ?
C5 C4 C11 C12 179.93(11) . . . . ?
C3 C4 C11 C12 -0.41(17) . . . . ?
C5 C4 C11 C13 -59.70(15) . . . . ?
C3 C4 C11 C13 119.96(13) . . . . ?
C5 C4 C11 C14 59.59(15) . . . . ?
C3 C4 C11 C14 -120.74(12) . . . . ?
C19 N1 C15 C6 -165.32(10) . . . . ?
C16 N1 C15 C6 69.64(13) . . . . ?
C5 C6 C15 N1 -143.42(11) . . . . ?
C1 C6 C15 N1 40.83(15) . . . . ?
C19 N1 C16 C17 83.82(13) . . . . ?
C15 N1 C16 C17 -152.04(10) . . . . ?
C18 O2 C17 C16 -179.87(11) . . . . ?
N1 C16 C17 O2 -175.85(9) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25934917
2 PubChem 102475004
