#------------------------------------------------------------------------------
#$Date: 2023-06-05 07:00:15 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284219 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/89/1568937.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_1568937
loop_
_publ_author_name
'Yuvaraj, K.'
'Mullins, Jeremy C.'
'Rajeshkumar, Thayalan'
'Douair, Iskander'
'Maron, Laurent'
'Jones, Cameron'
_publ_section_title
;
 Molybdenum carbonyl assisted reductive tetramerization of CO by activated
 magnesium(i) compounds: squarate dianion vs. metallo-ketene
 formation.
;
_journal_issue                   19
_journal_name_full               'Chemical science'
_journal_page_first              5188
_journal_page_last               5195
_journal_paper_doi               10.1039/d3sc01487h
_journal_volume                  14
_journal_year                    2023
_chemical_formula_sum            'C18 H24 Mo N4 O4'
_chemical_formula_weight         456.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2023-03-21 deposited with the CCDC.	2023-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.5330(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.1752(2)
_cell_length_b                   8.34020(10)
_cell_length_c                   16.1713(2)
_cell_measurement_reflns_used    16232
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      77.1550
_cell_measurement_theta_min      3.3220
_cell_volume                     2015.04(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    xseed
_computing_publication_material  Ciftab
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20009
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.943
_diffrn_reflns_theta_min         2.958
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    5.586
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.758
_refine_diff_density_rms         0.068
_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     252
_refine_ls_number_reflns         3653
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0364P)²+1.2287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0636
_refine_ls_wR_factor_ref         0.0640
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3530
_reflns_number_total             3653
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc01487h2.cif
_cod_data_source_block           Cj1561
_cod_depositor_comments
'Adding full bibliography for 1568937--1568943.cif.'
_cod_original_cell_volume        2015.03(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1568937
_shelx_shelxl_version_number     2016/6
_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   0.663
_shelx_estimated_absorpt_t_max   0.768
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.76208(2) 0.75767(2) 0.54073(2) 0.01425(7) Uani 1 1 d . . . . .
O1 O 0.77531(11) 0.56961(19) 0.71565(10) 0.0345(3) Uani 1 1 d . . . . .
N1 N 0.60190(9) 0.49058(19) 0.44448(10) 0.0180(3) Uani 1 1 d . . . . .
C1 C 0.76803(12) 0.6285(2) 0.64901(12) 0.0219(4) Uani 1 1 d . . . . .
O2 O 0.66034(9) 1.01929(17) 0.60439(9) 0.0281(3) Uani 1 1 d . . . . .
N2 N 0.55411(10) 0.72269(18) 0.39277(11) 0.0165(3) Uani 1 1 d . . . . .
C2 C 0.69829(11) 0.9218(2) 0.58093(11) 0.0191(4) Uani 1 1 d . . . . .
O3 O 0.94266(9) 0.91586(19) 0.66673(9) 0.0320(3) Uani 1 1 d . . . . .
N3 N 0.80815(9) 0.51754(18) 0.40056(10) 0.0169(3) Uani 1 1 d . . . . .
C3 C 0.87727(12) 0.8538(2) 0.62011(12) 0.0208(4) Uani 1 1 d . . . . .
O4 O 0.77799(11) 1.0248(2) 0.40727(10) 0.0360(4) Uani 1 1 d . . . . .
N4 N 0.89276(9) 0.45578(18) 0.53417(10) 0.0172(3) Uani 1 1 d . . . . .
C4 C 0.77006(12) 0.9212(2) 0.44999(12) 0.0207(4) Uani 1 1 d . . . . .
C5 C 0.62837(11) 0.6463(2) 0.45093(11) 0.0161(3) Uani 1 1 d . . . . .
C6 C 0.65681(13) 0.3560(2) 0.49283(13) 0.0244(4) Uani 1 1 d . . . . .
H6A H 0.670419 0.286827 0.450713 0.037 Uiso 1 1 calc R U . . .
H6B H 0.624179 0.294322 0.522171 0.037 Uiso 1 1 calc R U . . .
H6C H 0.712717 0.396519 0.538101 0.037 Uiso 1 1 calc R U . . .
C7 C 0.51340(11) 0.4700(2) 0.38405(12) 0.0194(4) Uani 1 1 d . . . . .
C8 C 0.46667(13) 0.3120(2) 0.36722(14) 0.0267(4) Uani 1 1 d . . . . .
H8A H 0.406331 0.324289 0.321198 0.040 Uiso 1 1 calc R U . . .
H8B H 0.462597 0.272967 0.422705 0.040 Uiso 1 1 calc R U . . .
H8C H 0.500387 0.234779 0.346711 0.040 Uiso 1 1 calc R U . . .
C9 C 0.39525(12) 0.6707(2) 0.28474(13) 0.0235(4) Uani 1 1 d . . . . .
H9A H 0.356133 0.577572 0.262137 0.035 Uiso 1 1 calc R U . . .
H9B H 0.403868 0.724861 0.234849 0.035 Uiso 1 1 calc R U . . .
H9C H 0.367673 0.745202 0.313523 0.035 Uiso 1 1 calc R U . . .
C10 C 0.48359(11) 0.6168(2) 0.35125(12) 0.0181(4) Uani 1 1 d . . . . .
C11 C 0.54565(12) 0.8949(2) 0.37591(12) 0.0204(4) Uani 1 1 d . . . . .
H11A H 0.602290 0.947764 0.411470 0.031 Uiso 1 1 calc R U . . .
H11B H 0.497847 0.937633 0.392768 0.031 Uiso 1 1 calc R U . . .
H11C H 0.531116 0.915143 0.312172 0.031 Uiso 1 1 calc R U . . .
C12 C 0.82716(11) 0.5610(2) 0.48735(12) 0.0170(4) Uani 1 1 d . . . . .
C13 C 0.74172(13) 0.5935(2) 0.32208(12) 0.0239(4) Uani 1 1 d . . . . .
H13A H 0.692473 0.518413 0.292975 0.036 Uiso 1 1 calc R U . . .
H13B H 0.769520 0.623232 0.280034 0.036 Uiso 1 1 calc R U . . .
H13C H 0.718472 0.689797 0.340407 0.036 Uiso 1 1 calc R U . . .
C14 C 0.86038(11) 0.3884(2) 0.39417(12) 0.0189(4) Uani 1 1 d . . . . .
C15 C 0.85235(12) 0.3169(3) 0.30690(13) 0.0247(4) Uani 1 1 d . . . . .
H15A H 0.897343 0.232416 0.317441 0.037 Uiso 1 1 calc R U . . .
H15B H 0.862007 0.400329 0.268853 0.037 Uiso 1 1 calc R U . . .
H15C H 0.792422 0.271054 0.277039 0.037 Uiso 1 1 calc R U . . .
C16 C 0.98107(14) 0.2191(3) 0.51372(15) 0.0266(4) Uani 1 1 d . . . . .
H16A H 0.982316 0.154237 0.463687 0.040 Uiso 1 1 calc R U . . .
H16B H 0.965011 0.151134 0.554702 0.040 Uiso 1 1 calc R U . . .
H16C H 1.040288 0.266315 0.545771 0.040 Uiso 1 1 calc R U . . .
C17 C 0.91360(11) 0.3494(2) 0.47875(12) 0.0190(4) Uani 1 1 d . . . . .
C18 C 0.93666(12) 0.4489(2) 0.63158(12) 0.0231(4) Uani 1 1 d . . . . .
H18A H 0.935175 0.555227 0.656752 0.035 Uiso 1 1 calc R U . . .
H18B H 0.998975 0.414882 0.648345 0.035 Uiso 1 1 calc R U . . .
H18C H 0.905306 0.371923 0.655025 0.035 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Mo Mo -0.0483 2.7339 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C2 Mo1 C3 89.22(7) . . ?
C2 Mo1 C1 86.66(7) . . ?
C3 Mo1 C1 86.21(7) . . ?
C2 Mo1 C4 87.61(7) . . ?
C3 Mo1 C4 83.83(7) . . ?
C1 Mo1 C4 168.57(8) . . ?
C2 Mo1 C12 176.17(6) . . ?
C3 Mo1 C12 94.60(7) . . ?
C1 Mo1 C12 93.93(7) . . ?
C4 Mo1 C12 92.45(7) . . ?
C2 Mo1 C5 90.25(7) . . ?
C3 Mo1 C5 179.11(6) . . ?
C1 Mo1 C5 93.04(7) . . ?
C4 Mo1 C5 96.86(6) . . ?
C12 Mo1 C5 85.94(6) . . ?
C5 N1 C7 112.23(15) . . ?
C5 N1 C6 125.81(15) . . ?
C7 N1 C6 121.96(16) . . ?
O1 C1 Mo1 172.72(18) . . ?
C5 N2 C10 112.18(15) . . ?
C5 N2 C11 125.62(15) . . ?
C10 N2 C11 122.18(15) . . ?
O2 C2 Mo1 179.73(18) . . ?
C12 N3 C14 112.10(15) . . ?
C12 N3 C13 125.49(15) . . ?
C14 N3 C13 122.40(15) . . ?
O3 C3 Mo1 177.10(17) . . ?
C12 N4 C17 112.48(14) . . ?
C12 N4 C18 125.35(15) . . ?
C17 N4 C18 122.16(15) . . ?
O4 C4 Mo1 172.12(16) . . ?
N1 C5 N2 102.98(14) . . ?
N1 C5 Mo1 129.01(12) . . ?
N2 C5 Mo1 127.96(13) . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C10 C7 N1 106.19(16) . . ?
C10 C7 C8 130.63(17) . . ?
N1 C7 C8 123.13(17) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 N2 106.41(15) . . ?
C7 C10 C9 131.07(17) . . ?
N2 C10 C9 122.51(17) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 N3 102.77(15) . . ?
N4 C12 Mo1 128.69(12) . . ?
N3 C12 Mo1 128.52(12) . . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C17 C14 N3 106.28(15) . . ?
C17 C14 C15 130.87(17) . . ?
N3 C14 C15 122.85(16) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 N4 106.37(15) . . ?
C14 C17 C16 130.67(18) . . ?
N4 C17 C16 122.94(17) . . ?
N4 C18 H18A 109.5 . . ?
N4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
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
Mo1 C2 1.9685(19) . ?
Mo1 C3 1.9824(19) . ?
Mo1 C1 2.0263(19) . ?
Mo1 C4 2.0433(19) . ?
Mo1 C12 2.2893(18) . ?
Mo1 C5 2.2894(17) . ?
O1 C1 1.149(2) . ?
N1 C5 1.359(2) . ?
N1 C7 1.401(2) . ?
N1 C6 1.459(2) . ?
O2 C2 1.166(2) . ?
N2 C5 1.366(2) . ?
N2 C10 1.394(2) . ?
N2 C11 1.459(2) . ?
O3 C3 1.159(2) . ?
N3 C12 1.366(2) . ?
N3 C14 1.397(2) . ?
N3 C13 1.456(2) . ?
O4 C4 1.144(2) . ?
N4 C12 1.361(2) . ?
N4 C17 1.391(2) . ?
N4 C18 1.460(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C10 1.348(3) . ?
C7 C8 1.492(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.491(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C17 1.347(3) . ?
C14 C15 1.491(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.490(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
