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#$Date: 2024-01-06 11:06:15 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/28/7062837.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_7062837
loop_
_publ_author_name
'Barman, Souvik'
'Bag, Jayanta'
'Das, Dhiraj'
'Pal, Kuntal'
_publ_section_title
;
 Highly selective solvent free catalysis of CO2 and CS2 fixation under
 mild conditions using electronically varied zinc complexes
;
_journal_issue                   45
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              20952
_journal_page_last               20965
_journal_paper_doi               10.1039/D3NJ04231F
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C20 H18 N6 O2 Zn'
_chemical_formula_sum            'C20 H18 N6 O2 Zn'
_chemical_formula_weight         439.77
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_audit_block_doi                 10.5517/ccdc.csd.cc2g32xl
_audit_creation_date             2023-10-09
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-10-09 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                109.988(4)
_cell_angle_beta                 101.284(4)
_cell_angle_gamma                101.409(4)
_cell_formula_units_Z            2
_cell_length_a                   9.322(2)
_cell_length_b                   10.874(3)
_cell_length_c                   11.037(3)
_cell_measurement_reflns_used    7685
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.14
_cell_measurement_theta_min      2.62
_cell_volume                     987.6(4)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SIR97  (Burla et al.,  2007)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20154
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.193
_diffrn_reflns_theta_min         2.049
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.272
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1027 before and 0.0487 after correction.
The Ratio of minimum to maximum transmission is 0.7714.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_description       Block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4347
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0333P)²+0.5636P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0830
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3604
_reflns_number_total             4347
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj04231f2.cif
_cod_data_source_block           2H
_cod_depositor_comments
'Adding full bibliography for 7062834--7062837.cif.'
_cod_original_cell_volume        987.7(4)
_cod_database_code               7062837
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Zn1 Zn 0.38650(3) 0.56433(3) 0.34205(2) 0.03467(9) Uani 1 1 d . . . . .
O1 O 0.46329(19) 0.44898(17) 0.21189(17) 0.0478(4) Uani 1 1 d . . . . .
O2 O 0.24039(18) 0.62170(18) 0.21794(16) 0.0460(4) Uani 1 1 d . . . . .
N1 N 0.2439(2) 0.38890(19) 0.34955(19) 0.0373(4) Uani 1 1 d . . . . .
N2 N 0.3496(2) 0.64433(19) 0.52299(18) 0.0395(4) Uani 1 1 d . . . . .
N3 N 0.55194(19) 0.75899(18) 0.43363(18) 0.0349(4) Uani 1 1 d . . . . .
N4 N -0.0030(3) 0.2500(3) 0.5012(3) 0.0655(7) Uani 1 1 d . . . . .
N5 N 0.1716(3) 0.6507(3) 0.7681(2) 0.0637(6) Uani 1 1 d . . . . .
N6 N 0.0177(2) 0.6545(2) 0.13571(18) 0.0420(4) Uani 1 1 d . . . . .
C1 C 0.3999(3) 0.3202(2) 0.1333(2) 0.0426(5) Uani 1 1 d . . . . .
C2 C 0.4588(3) 0.2633(3) 0.0254(3) 0.0579(7) Uani 1 1 d . . . . .
H2 H 0.538684 0.319085 0.012500 0.069 Uiso 1 1 calc R U . . .
C3 C 0.4025(4) 0.1288(4) -0.0608(3) 0.0756(10) Uani 1 1 d . . . . .
H3 H 0.445555 0.094840 -0.129936 0.091 Uiso 1 1 calc R U . . .
C4 C 0.2829(5) 0.0430(3) -0.0467(3) 0.0828(11) Uani 1 1 d . . . . .
H4 H 0.243768 -0.047926 -0.106709 0.099 Uiso 1 1 calc R U . . .
C5 C 0.2225(4) 0.0932(3) 0.0566(3) 0.0641(8) Uani 1 1 d . . . . .
H5 H 0.142676 0.034581 0.066611 0.077 Uiso 1 1 calc R U . . .
C6 C 0.2769(3) 0.2312(2) 0.1488(2) 0.0446(6) Uani 1 1 d . . . . .
C7 C 0.2093(3) 0.2676(2) 0.2573(2) 0.0443(6) Uani 1 1 d . . . . .
H7 H 0.135367 0.199111 0.261481 0.053 Uiso 1 1 calc R U . . .
C8 C 0.1899(2) 0.4246(2) 0.4615(2) 0.0380(5) Uani 1 1 d . . . . .
C9 C 0.0834(3) 0.3293(3) 0.4851(3) 0.0448(6) Uani 1 1 d . . . . .
C10 C 0.2519(2) 0.5606(2) 0.5506(2) 0.0357(5) Uani 1 1 d . . . . .
C11 C 0.2070(3) 0.6087(3) 0.6733(2) 0.0426(5) Uani 1 1 d . . . . .
C12 C 0.4233(3) 0.7850(2) 0.6087(2) 0.0392(5) Uani 1 1 d . . . . .
H12A H 0.469777 0.793677 0.698985 0.047 Uiso 1 1 calc R U . . .
H12B H 0.348978 0.836376 0.612997 0.047 Uiso 1 1 calc R U . . .
C13 C 0.5443(2) 0.8406(2) 0.5522(2) 0.0341(4) Uani 1 1 d . . . . .
C14 C 0.6412(3) 0.9719(3) 0.6195(3) 0.0488(6) Uani 1 1 d . . . . .
H14 H 0.635057 1.027786 0.702408 0.059 Uiso 1 1 calc R U . . .
C15 C 0.7471(3) 1.0190(3) 0.5625(3) 0.0563(7) Uani 1 1 d . . . . .
H15 H 0.813331 1.107088 0.606793 0.068 Uiso 1 1 calc R U . . .
C16 C 0.7542(3) 0.9357(3) 0.4406(3) 0.0540(7) Uani 1 1 d . . . . .
H16 H 0.824718 0.965953 0.400425 0.065 Uiso 1 1 calc R U . . .
C17 C 0.6555(3) 0.8068(3) 0.3788(3) 0.0467(6) Uani 1 1 d . . . . .
H17 H 0.660105 0.749818 0.295672 0.056 Uiso 1 1 calc R U . . .
C18 C 0.1051(3) 0.6106(2) 0.2099(2) 0.0395(5) Uani 1 1 d . . . . .
H18 H 0.061464 0.568337 0.259658 0.047 Uiso 1 1 calc R U . . .
C19 C 0.0787(4) 0.7232(3) 0.0580(3) 0.0655(8) Uani 1 1 d . . . . .
H19A H 0.083576 0.818049 0.096618 0.098 Uiso 1 1 calc R U . . .
H19B H 0.013739 0.682421 -0.032928 0.098 Uiso 1 1 calc R U . . .
H19C H 0.179358 0.714730 0.058419 0.098 Uiso 1 1 calc R U . . .
C20 C -0.1434(3) 0.6369(4) 0.1283(3) 0.0771(10) Uani 1 1 d . . . . .
H20A H -0.168602 0.596084 0.188809 0.116 Uiso 1 1 calc R U . . .
H20B H -0.204661 0.578801 0.038104 0.116 Uiso 1 1 calc R U . . .
H20C H -0.162874 0.724353 0.153137 0.116 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'
Zn Zn 0.2839 1.4301 '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
O1 Zn1 O2 99.95(7) . . ?
O1 Zn1 N1 90.33(7) . . ?
O1 Zn1 N2 155.19(8) . . ?
O1 Zn1 N3 106.48(7) . . ?
O2 Zn1 N1 104.21(7) . . ?
O2 Zn1 N3 94.24(7) . . ?
N2 Zn1 O2 104.20(7) . . ?
N2 Zn1 N1 78.42(7) . . ?
N2 Zn1 N3 77.48(7) . . ?
N3 Zn1 N1 152.58(7) . . ?
C1 O1 Zn1 127.59(16) . . ?
C18 O2 Zn1 125.81(15) . . ?
C7 N1 Zn1 123.13(16) . . ?
C7 N1 C8 125.7(2) . . ?
C8 N1 Zn1 111.12(14) . . ?
C10 N2 Zn1 115.33(15) . . ?
C10 N2 C12 124.66(19) . . ?
C12 N2 Zn1 119.95(13) . . ?
C13 N3 Zn1 115.44(14) . . ?
C13 N3 C17 118.9(2) . . ?
C17 N3 Zn1 125.57(16) . . ?
C18 N6 C19 120.7(2) . . ?
C18 N6 C20 122.1(2) . . ?
C19 N6 C20 117.2(2) . . ?
O1 C1 C2 117.7(2) . . ?
O1 C1 C6 125.3(2) . . ?
C2 C1 C6 117.0(2) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 C1 122.2(3) . . ?
C3 C2 H2 118.9 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.3(3) . . ?
C6 C5 H5 118.8 . . ?
C1 C6 C7 125.1(2) . . ?
C5 C6 C1 118.5(3) . . ?
C5 C6 C7 116.3(3) . . ?
N1 C7 C6 124.6(2) . . ?
N1 C7 H7 117.7 . . ?
C6 C7 H7 117.7 . . ?
N1 C8 C9 122.7(2) . . ?
N1 C8 C10 114.61(18) . . ?
C10 C8 C9 122.7(2) . . ?
N4 C9 C8 178.4(3) . . ?
N2 C10 C8 119.9(2) . . ?
N2 C10 C11 120.6(2) . . ?
C8 C10 C11 119.5(2) . . ?
N5 C11 C10 177.3(3) . . ?
N2 C12 H12A 110.0 . . ?
N2 C12 H12B 110.0 . . ?
N2 C12 C13 108.59(18) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
N3 C13 C12 117.47(19) . . ?
N3 C13 C14 121.1(2) . . ?
C14 C13 C12 121.4(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.3(2) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.5(2) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 120.7 . . ?
C15 C16 C17 118.6(2) . . ?
C17 C16 H16 120.7 . . ?
N3 C17 C16 122.6(2) . . ?
N3 C17 H17 118.7 . . ?
C16 C17 H17 118.7 . . ?
O2 C18 N6 124.3(2) . . ?
O2 C18 H18 117.8 . . ?
N6 C18 H18 117.8 . . ?
N6 C19 H19A 109.5 . . ?
N6 C19 H19B 109.5 . . ?
N6 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N6 C20 H20A 109.5 . . ?
N6 C20 H20B 109.5 . . ?
N6 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
Zn1 O1 1.9171(16) . ?
Zn1 O2 2.0763(15) . ?
Zn1 N1 2.1356(18) . ?
Zn1 N2 2.0155(19) . ?
Zn1 N3 2.1252(18) . ?
O1 C1 1.305(3) . ?
O2 C18 1.225(3) . ?
N1 C7 1.290(3) . ?
N1 C8 1.387(3) . ?
N2 C10 1.313(3) . ?
N2 C12 1.431(3) . ?
N3 C13 1.331(3) . ?
N3 C17 1.347(3) . ?
N4 C9 1.144(3) . ?
N5 C11 1.133(3) . ?
N6 C18 1.312(3) . ?
N6 C19 1.441(3) . ?
N6 C20 1.458(3) . ?
C1 C2 1.411(3) . ?
C1 C6 1.426(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.365(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.413(4) . ?
C6 C7 1.434(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.416(3) . ?
C8 C10 1.390(3) . ?
C10 C11 1.451(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.513(3) . ?
C13 C14 1.382(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.377(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.364(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.366(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
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
Zn1 O1 C1 C2 166.40(17) . . . . ?
Zn1 O1 C1 C6 -14.6(3) . . . . ?
Zn1 O2 C18 N6 176.20(16) . . . . ?
Zn1 N1 C7 C6 8.9(3) . . . . ?
Zn1 N1 C8 C9 174.97(17) . . . . ?
Zn1 N1 C8 C10 -6.8(2) . . . . ?
Zn1 N2 C10 C8 4.2(3) . . . . ?
Zn1 N2 C10 C11 -175.35(15) . . . . ?
Zn1 N2 C12 C13 -11.3(2) . . . . ?
Zn1 N3 C13 C12 1.4(2) . . . . ?
Zn1 N3 C13 C14 -177.29(17) . . . . ?
Zn1 N3 C17 C16 176.84(19) . . . . ?
O1 C1 C2 C3 178.6(3) . . . . ?
O1 C1 C6 C5 -178.8(2) . . . . ?
O1 C1 C6 C7 -3.5(4) . . . . ?
N1 C8 C10 N2 2.1(3) . . . . ?
N1 C8 C10 C11 -178.34(18) . . . . ?
N2 C12 C13 N3 5.9(3) . . . . ?
N2 C12 C13 C14 -175.4(2) . . . . ?
N3 C13 C14 C15 0.3(4) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C1 C6 C7 N1 5.4(4) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
C2 C1 C6 C7 175.4(2) . . . . ?
C2 C3 C4 C5 -1.2(5) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?
C4 C5 C6 C7 -176.1(3) . . . . ?
C5 C6 C7 N1 -179.2(2) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C7 N1 C8 C9 -2.2(3) . . . . ?
C7 N1 C8 C10 176.1(2) . . . . ?
C8 N1 C7 C6 -174.3(2) . . . . ?
C9 C8 C10 N2 -179.7(2) . . . . ?
C9 C8 C10 C11 -0.1(3) . . . . ?
C10 N2 C12 C13 171.5(2) . . . . ?
C12 N2 C10 C8 -178.4(2) . . . . ?
C12 N2 C10 C11 2.0(3) . . . . ?
C12 C13 C14 C15 -178.4(2) . . . . ?
C13 N3 C17 C16 0.5(4) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
C15 C16 C17 N3 -0.1(4) . . . . ?
C17 N3 C13 C12 178.1(2) . . . . ?
C17 N3 C13 C14 -0.6(3) . . . . ?
C19 N6 C18 O2 -1.1(4) . . . . ?
C20 N6 C18 O2 179.1(3) . . . . ?
