#------------------------------------------------------------------------------
#$Date: 2023-06-05 07:00:15 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284219 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/89/1568938.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_1568938
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 H20 Mo N4 O4'
_chemical_formula_weight         452.32
_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'
_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                 105.68(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   29.705(6)
_cell_length_b                   9.751(2)
_cell_length_c                   14.098(3)
_cell_measurement_reflns_used    3646
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.95
_cell_volume                     3931.6(15)
_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 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19999
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.491
_diffrn_reflns_theta_min         2.954
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56021
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_description       block
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3646
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0280
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0304P)²+8.7002P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0720
_refine_ls_wR_factor_ref         0.0730
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3441
_reflns_number_total             3646
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc01487h2.cif
_cod_data_source_block           Cj1562
_cod_depositor_comments
'Adding full bibliography for 1568937--1568943.cif.'
_cod_original_cell_volume        3931.5(15)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1568938
_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   0.953
_shelx_estimated_absorpt_t_max   0.969
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.62161(2) 0.91328(2) 0.18570(2) 0.02285(8) Uani 1 1 d . . . . .
O1 O 0.67282(7) 0.7828(2) 0.04526(15) 0.0440(5) Uani 1 1 d . . . . .
N1 N 0.65947(7) 0.7970(2) 0.31972(15) 0.0283(4) Uani 1 1 d . . . . .
C1 C 0.65408(9) 0.8187(3) 0.0988(2) 0.0325(5) Uani 1 1 d . . . . .
O2 O 0.56566(7) 1.0662(2) 0.00140(15) 0.0437(5) Uani 1 1 d . . . . .
N2 N 0.71909(8) 0.5405(2) 0.55249(16) 0.0331(5) Uani 1 1 d . . . . .
C2 C 0.58563(9) 1.0074(3) 0.0702(2) 0.0334(6) Uani 1 1 d . . . . .
O3 O 0.58245(9) 1.1389(3) 0.29794(18) 0.0625(7) Uani 1 1 d . . . . .
N3 N 0.56856(7) 0.7384(2) 0.17409(15) 0.0300(4) Uani 1 1 d . . . . .
C3 C 0.59399(10) 1.0481(3) 0.2604(2) 0.0409(6) Uani 1 1 d . . . . .
O4 O 0.69864(7) 1.1351(2) 0.20813(15) 0.0420(5) Uani 1 1 d . . . . .
N4 N 0.47465(8) 0.4075(2) 0.10833(17) 0.0356(5) Uani 1 1 d . . . . .
C4 C 0.66982(9) 1.0522(3) 0.19998(19) 0.0323(5) Uani 1 1 d . . . . .
C5 C 0.64240(9) 0.7890(3) 0.39488(18) 0.0311(5) Uani 1 1 d . . . . .
H5 H 0.615523 0.841958 0.394586 0.037 Uiso 1 1 calc R U . . .
C6 C 0.66106(9) 0.7088(3) 0.47344(19) 0.0319(5) Uani 1 1 d . . . . .
H6 H 0.647408 0.708717 0.527106 0.038 Uiso 1 1 calc R U . . .
C7 C 0.70020(9) 0.6250(3) 0.47830(18) 0.0291(5) Uani 1 1 d . . . . .
C8 C 0.71878(9) 0.6355(3) 0.40104(19) 0.0311(5) Uani 1 1 d . . . . .
H8 H 0.745696 0.584141 0.399155 0.037 Uiso 1 1 calc R U . . .
C9 C 0.69818(8) 0.7208(3) 0.32677(18) 0.0297(5) Uani 1 1 d . . . . .
H9 H 0.712307 0.727939 0.274034 0.036 Uiso 1 1 calc R U . . .
C10 C 0.70079(11) 0.5360(3) 0.6338(2) 0.0395(6) Uani 1 1 d . . . . .
H10A H 0.697856 0.629451 0.656953 0.059 Uiso 1 1 calc R U . . .
H10B H 0.721749 0.482891 0.686708 0.059 Uiso 1 1 calc R U . . .
H10C H 0.669923 0.492361 0.614884 0.059 Uiso 1 1 calc R U . . .
C11 C 0.75689(10) 0.4476(3) 0.5500(2) 0.0378(6) Uani 1 1 d . . . . .
H11A H 0.748299 0.394268 0.488858 0.057 Uiso 1 1 calc R U . . .
H11B H 0.762632 0.385299 0.606574 0.057 Uiso 1 1 calc R U . . .
H11C H 0.785287 0.500531 0.552983 0.057 Uiso 1 1 calc R U . . .
C12 C 0.58246(9) 0.6064(3) 0.18873(19) 0.0323(6) Uani 1 1 d . . . . .
H12 H 0.614969 0.589290 0.214417 0.039 Uiso 1 1 calc R U . . .
C13 C 0.55316(9) 0.4953(3) 0.16928(19) 0.0326(5) Uani 1 1 d . . . . .
H13 H 0.565626 0.405257 0.181124 0.039 Uiso 1 1 calc R U . . .
C14 C 0.50461(9) 0.5144(3) 0.13176(17) 0.0306(5) Uani 1 1 d . . . . .
C15 C 0.48973(9) 0.6520(3) 0.12084(19) 0.0332(6) Uani 1 1 d . . . . .
H15 H 0.457305 0.672722 0.099128 0.040 Uiso 1 1 calc R U . . .
C16 C 0.52192(9) 0.7564(3) 0.14147(18) 0.0320(5) Uani 1 1 d . . . . .
H16 H 0.510528 0.847775 0.132082 0.038 Uiso 1 1 calc R U . . .
C17 C 0.49231(10) 0.2685(3) 0.1089(2) 0.0403(6) Uani 1 1 d . . . . .
H17A H 0.516081 0.265653 0.072434 0.061 Uiso 1 1 calc R U . . .
H17B H 0.466525 0.206744 0.077668 0.061 Uiso 1 1 calc R U . . .
H17C H 0.506230 0.239198 0.177057 0.061 Uiso 1 1 calc R U . . .
C18 C 0.42473(10) 0.4307(3) 0.0715(2) 0.0418(7) Uani 1 1 d . . . . .
H18A H 0.414199 0.490001 0.117356 0.063 Uiso 1 1 calc R U . . .
H18B H 0.408237 0.342713 0.065365 0.063 Uiso 1 1 calc R U . . .
H18C H 0.418019 0.475010 0.006757 0.063 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 0.0033 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'
Mo Mo -1.6832 0.6857 '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 C4 88.87(11) . . ?
C2 Mo1 C1 87.16(11) . . ?
C4 Mo1 C1 85.41(11) . . ?
C2 Mo1 C3 85.34(11) . . ?
C4 Mo1 C3 83.27(12) . . ?
C1 Mo1 C3 166.53(12) . . ?
C2 Mo1 N1 176.54(9) . . ?
C4 Mo1 N1 94.47(9) . . ?
C1 Mo1 N1 93.97(9) . . ?
C3 Mo1 N1 94.18(10) . . ?
C2 Mo1 N3 94.61(10) . . ?
C4 Mo1 N3 176.03(9) . . ?
C1 Mo1 N3 92.85(9) . . ?
C3 Mo1 N3 98.89(11) . . ?
N1 Mo1 N3 82.07(8) . . ?
C5 N1 C9 114.9(2) . . ?
C5 N1 Mo1 120.31(17) . . ?
C9 N1 Mo1 124.53(16) . . ?
O1 C1 Mo1 170.6(2) . . ?
C7 N2 C10 119.3(2) . . ?
C7 N2 C11 122.2(2) . . ?
C10 N2 C11 118.4(2) . . ?
O2 C2 Mo1 177.4(2) . . ?
C16 N3 C12 114.8(2) . . ?
C16 N3 Mo1 123.33(17) . . ?
C12 N3 Mo1 121.40(17) . . ?
O3 C3 Mo1 169.3(3) . . ?
C14 N4 C18 120.6(2) . . ?
C14 N4 C17 120.4(2) . . ?
C18 N4 C17 118.7(2) . . ?
O4 C4 Mo1 179.7(2) . . ?
N1 C5 C6 122.9(2) . . ?
N1 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C5 C6 C7 121.9(2) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
N2 C7 C8 120.2(2) . . ?
N2 C7 C6 124.4(2) . . ?
C8 C7 C6 115.4(2) . . ?
C9 C8 C7 118.3(2) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C8 C9 N1 126.6(2) . . ?
C8 C9 H9 116.7 . . ?
N1 C9 H9 116.7 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
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 . . ?
N3 C12 C13 124.9(2) . . ?
N3 C12 H12 117.6 . . ?
C13 C12 H12 117.6 . . ?
C12 C13 C14 120.1(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
N4 C14 C13 122.0(2) . . ?
N4 C14 C15 122.8(2) . . ?
C13 C14 C15 115.3(2) . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
N3 C16 C15 124.7(2) . . ?
N3 C16 H16 117.7 . . ?
C15 C16 H16 117.7 . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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 1.922(3) . ?
Mo1 C4 1.942(3) . ?
Mo1 C1 1.980(3) . ?
Mo1 C3 1.994(3) . ?
Mo1 N1 2.230(2) . ?
Mo1 N3 2.298(2) . ?
O1 C1 1.108(3) . ?
N1 C5 1.295(3) . ?
N1 C9 1.350(3) . ?
O2 C2 1.145(3) . ?
N2 C7 1.331(3) . ?
N2 C10 1.396(4) . ?
N2 C11 1.450(4) . ?
O3 C3 1.132(4) . ?
N3 C16 1.348(3) . ?
N3 C12 1.350(3) . ?
O4 C4 1.160(3) . ?
N4 C14 1.353(3) . ?
N4 C18 1.450(4) . ?
N4 C17 1.453(4) . ?
C5 C6 1.347(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.407(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.352(4) . ?
C8 C9 1.347(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.370(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.408(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.408(4) . ?
C15 C16 1.372(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
