#------------------------------------------------------------------------------
#$Date: 2022-02-04 01:06:40 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272504 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/62/1566272.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_1566272
loop_
_publ_author_name
'Huang, Xianqiang'
'Cui, Yanan'
'Liu, Gang'
'Wang, Haitao'
'Ren, Junyu'
'Zhang, Yalin'
'Shen, Guodong'
'Lv, Lingling'
'Wang, Huai-Wei'
'Chen, Yi-Fa'
_publ_section_title
;
 Imidazole-Dependent Assembly of Copper Polymolybdate Frameworks for
 One-Pot Sulfide Oxidation and C--H Activation
;
_journal_issue                   3
_journal_name_full               'Energy & Fuels'
_journal_page_first              1665
_journal_page_last               1675
_journal_paper_doi               10.1021/acs.energyfuels.1c03886
_journal_volume                  36
_journal_year                    2022
_chemical_formula_sum            'C36 H58 Cl2 Cu N12'
_chemical_formula_weight         793.38
_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-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 101.629(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.1490(8)
_cell_length_b                   17.0301(15)
_cell_length_c                   16.8649(14)
_cell_measurement_reflns_used    3238
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.257
_cell_measurement_theta_min      2.551
_cell_volume                     2292.4(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11331
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.016
_diffrn_reflns_theta_max         25.016
_diffrn_reflns_theta_min         2.691
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  0.8950
_exptl_absorpt_correction_T_min  0.8738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_description       block
_exptl_crystal_F_000             842
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         4033
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0419
_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)+(0.0523P)²+1.0679P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1120
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2846
_reflns_number_total             4033
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ef1c03886_si_005.cif
_cod_data_source_block           180301c
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1566272
_shelx_shelxl_version_number     2018/3
_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   0.874
_shelx_estimated_absorpt_t_max   0.895
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
Cu1 Cu 0.000000 0.500000 0.500000 0.04108(17) Uani 1 2 d S . P . .
N1 N 0.1123(3) 0.40773(12) 0.45637(12) 0.0382(5) Uani 1 1 d . . . . .
N2 N 0.2519(3) 0.29984(13) 0.44242(14) 0.0471(6) Uani 1 1 d . . . . .
N3 N 0.1256(3) 0.57127(12) 0.43537(13) 0.0379(5) Uani 1 1 d . . . . .
N4 N 0.1845(4) 0.66314(15) 0.35461(18) 0.0676(8) Uani 1 1 d . . . . .
N5 N -0.2464(3) 0.48429(14) 0.37800(16) 0.0535(7) Uani 1 1 d . . . . .
N6 N -0.4458(3) 0.47906(14) 0.26675(15) 0.0524(6) Uani 1 1 d . . . . .
Cl1 Cl 0.32383(9) 0.23645(4) 0.19130(5) 0.0532(2) Uani 1 1 d . . . . .
C1 C 0.1986(4) 0.34863(16) 0.49401(17) 0.0458(7) Uani 1 1 d . . . . .
H1 H 0.220078 0.341634 0.549834 0.055 Uiso 1 1 calc R U . . .
C2 C 0.1121(4) 0.39567(16) 0.37588(16) 0.0431(7) Uani 1 1 d . . . . .
H2 H 0.060558 0.428221 0.333919 0.052 Uiso 1 1 calc R U . . .
C3 C 0.1975(4) 0.32984(17) 0.36664(17) 0.0479(7) Uani 1 1 d . . . . .
H3 H 0.215936 0.308928 0.318239 0.057 Uiso 1 1 calc R U . . .
C4 C 0.3401(4) 0.22448(17) 0.4657(2) 0.0628(9) Uani 1 1 d . . . . .
H4 H 0.368173 0.222250 0.525005 0.075 Uiso 1 1 calc R U . . .
C5 C 0.4996(5) 0.2206(2) 0.4357(3) 0.0881(13) Uani 1 1 d . . . . .
H5A H 0.475554 0.222272 0.377582 0.132 Uiso 1 1 calc R U . . .
H5B H 0.556971 0.172583 0.453616 0.132 Uiso 1 1 calc R U . . .
H5C H 0.569217 0.264443 0.456435 0.132 Uiso 1 1 calc R U . . .
C6 C 0.2233(6) 0.1580(2) 0.4369(4) 0.125(2) Uani 1 1 d . . . . .
H6A H 0.196242 0.157948 0.378821 0.188 Uiso 1 1 calc R U . . .
H6B H 0.122638 0.164198 0.457601 0.188 Uiso 1 1 calc R U . . .
H6C H 0.276217 0.109261 0.455826 0.188 Uiso 1 1 calc R U . . .
C7 C 0.0658(4) 0.62743(18) 0.38461(19) 0.0553(8) Uani 1 1 d . . . . .
H7 H -0.047043 0.640746 0.371135 0.066 Uiso 1 1 calc R U . . .
C8 C 0.2944(4) 0.57081(18) 0.43695(18) 0.0499(7) Uani 1 1 d . . . . .
H8 H 0.371382 0.536481 0.467064 0.060 Uiso 1 1 calc R U . . .
C9 C 0.3312(4) 0.62759(19) 0.3883(2) 0.0618(9) Uani 1 1 d . . . . .
H9 H 0.437007 0.640221 0.379333 0.074 Uiso 1 1 calc R U . . .
C10 C 0.1586(8) 0.7298(2) 0.2958(3) 0.128(2) Uani 1 1 d . . . . .
H10 H 0.036117 0.726861 0.281288 0.154 Uiso 1 1 calc R U . . .
C11 C 0.1902(6) 0.7117(3) 0.2199(3) 0.1009(15) Uani 1 1 d . . . . .
H11A H 0.223474 0.750953 0.188139 0.121 Uiso 1 1 calc R U . . .
H11B H 0.178122 0.660358 0.200835 0.121 Uiso 1 1 calc R U . . .
C12 C 0.1693(7) 0.8027(2) 0.3353(3) 0.1177(18) Uani 1 1 d . . . . .
H12A H 0.283853 0.813012 0.360315 0.176 Uiso 1 1 calc R U . . .
H12B H 0.102064 0.801677 0.375886 0.176 Uiso 1 1 calc R U . . .
H12C H 0.129408 0.843179 0.296592 0.176 Uiso 1 1 calc R U . . .
C13 C -0.3329(4) 0.52372(18) 0.3173(2) 0.0556(8) Uani 1 1 d . . . . .
H13 H -0.318514 0.577139 0.309518 0.067 Uiso 1 1 calc R U . . .
C14 C -0.3071(4) 0.40925(18) 0.36522(19) 0.0548(8) Uani 1 1 d . . . . .
H14 H -0.269308 0.366820 0.398657 0.066 Uiso 1 1 calc R U . . .
C15 C -0.4280(4) 0.40488(17) 0.29828(19) 0.0538(8) Uani 1 1 d . . . . .
H15 H -0.487634 0.360353 0.277545 0.065 Uiso 1 1 calc R U . . .
C16 C -0.5602(5) 0.5047(2) 0.1929(2) 0.0699(10) Uani 1 1 d . . . . .
H16 H -0.551804 0.561966 0.189909 0.084 Uiso 1 1 calc R U . . .
C17 C -0.5065(7) 0.4708(3) 0.1190(2) 0.1115(17) Uani 1 1 d . . . . .
H17A H -0.392619 0.485604 0.119445 0.167 Uiso 1 1 calc R U . . .
H17B H -0.577870 0.490793 0.070967 0.167 Uiso 1 1 calc R U . . .
H17C H -0.514880 0.414614 0.119932 0.167 Uiso 1 1 calc R U . . .
C18 C -0.7396(5) 0.4849(3) 0.1955(3) 0.1005(15) Uani 1 1 d . . . . .
H18A H -0.754850 0.428999 0.191733 0.151 Uiso 1 1 calc R U . . .
H18B H -0.812977 0.509712 0.150844 0.151 Uiso 1 1 calc R U . . .
H18C H -0.764960 0.503294 0.245421 0.151 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
N1 Cu1 N1 180.0 3_566 . ?
N1 Cu1 N3 87.46(8) 3_566 3_566 ?
N1 Cu1 N3 92.54(8) . 3_566 ?
N1 Cu1 N3 92.54(8) 3_566 . ?
N1 Cu1 N3 87.46(8) . . ?
N3 Cu1 N3 180.0 3_566 . ?
N1 Cu1 N5 91.95(8) 3_566 . ?
N1 Cu1 N5 88.05(8) . . ?
N3 Cu1 N5 88.33(9) 3_566 . ?
N3 Cu1 N5 91.67(8) . . ?
C1 N1 C2 104.9(2) . . ?
C1 N1 Cu1 130.83(18) . . ?
C2 N1 Cu1 124.32(17) . . ?
C1 N2 C3 106.9(2) . . ?
C1 N2 C4 124.6(2) . . ?
C3 N2 C4 128.3(2) . . ?
C7 N3 C8 104.8(2) . . ?
C7 N3 Cu1 128.6(2) . . ?
C8 N3 Cu1 126.59(18) . . ?
C7 N4 C9 106.5(3) . . ?
C7 N4 C10 125.8(3) . . ?
C9 N4 C10 127.6(3) . . ?
C13 N5 C14 103.6(3) . . ?
C13 N5 Cu1 141.4(2) . . ?
C14 N5 Cu1 114.8(2) . . ?
C13 N6 C15 105.6(3) . . ?
C13 N6 C16 127.1(3) . . ?
C15 N6 C16 127.3(3) . . ?
N1 C1 N2 111.9(2) . . ?
N1 C1 H1 124.0 . . ?
N2 C1 H1 124.0 . . ?
C3 C2 N1 110.0(2) . . ?
C3 C2 H2 125.0 . . ?
N1 C2 H2 125.0 . . ?
C2 C3 N2 106.3(2) . . ?
C2 C3 H3 126.8 . . ?
N2 C3 H3 126.8 . . ?
N2 C4 C5 110.9(3) . . ?
N2 C4 C6 109.0(3) . . ?
C5 C4 C6 113.4(3) . . ?
N2 C4 H4 107.8 . . ?
C5 C4 H4 107.8 . . ?
C6 C4 H4 107.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 N4 112.4(3) . . ?
N3 C7 H7 123.8 . . ?
N4 C7 H7 123.8 . . ?
C9 C8 N3 109.4(3) . . ?
C9 C8 H8 125.3 . . ?
N3 C8 H8 125.3 . . ?
C8 C9 N4 106.9(3) . . ?
C8 C9 H9 126.6 . . ?
N4 C9 H9 126.6 . . ?
C11 C10 C12 128.9(4) . . ?
C11 C10 N4 114.5(3) . . ?
C12 C10 N4 111.7(4) . . ?
C11 C10 H10 97.3 . . ?
C12 C10 H10 97.3 . . ?
N4 C10 H10 97.3 . . ?
C10 C11 H11A 120.0 . . ?
C10 C11 H11B 120.0 . . ?
H11A C11 H11B 120.0 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N5 C13 N6 113.3(3) . . ?
N5 C13 H13 123.4 . . ?
N6 C13 H13 123.4 . . ?
C15 C14 N5 111.3(3) . . ?
C15 C14 H14 124.3 . . ?
N5 C14 H14 124.3 . . ?
C14 C15 N6 106.1(3) . . ?
C14 C15 H15 126.9 . . ?
N6 C15 H15 126.9 . . ?
N6 C16 C18 111.3(3) . . ?
N6 C16 C17 110.3(3) . . ?
C18 C16 C17 112.3(4) . . ?
N6 C16 H16 107.6 . . ?
C18 C16 H16 107.6 . . ?
C17 C16 H16 107.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 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
Cu1 N1 2.029(2) 3_566 ?
Cu1 N1 2.030(2) . ?
Cu1 N3 2.039(2) 3_566 ?
Cu1 N3 2.039(2) . ?
Cu1 N5 2.583(3) . ?
N1 C1 1.316(3) . ?
N1 C2 1.373(3) . ?
N2 C1 1.337(3) . ?
N2 C3 1.365(4) . ?
N2 C4 1.485(3) . ?
N3 C7 1.310(3) . ?
N3 C8 1.371(3) . ?
N4 C7 1.326(4) . ?
N4 C9 1.358(4) . ?
N4 C10 1.495(4) . ?
N5 C13 1.306(4) . ?
N5 C14 1.372(4) . ?
N6 C13 1.354(4) . ?
N6 C15 1.367(4) . ?
N6 C16 1.464(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.345(4) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.489(5) . ?
C4 C6 1.495(5) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7 0.9300 . ?
C8 C9 1.341(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.391(6) . ?
C10 C12 1.402(6) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9300 . ?
C11 H11B 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9300 . ?
C14 C15 1.342(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C18 1.509(6) . ?
C16 C17 1.515(5) . ?
C16 H16 0.9800 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
