#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/63/7056308.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_7056308
loop_
_publ_author_name
'Shopov, Dimitar Yavorov'
'Sharninghausen, Liam'
'Sinha, Shashi Bhushan'
'Borowski, Julia'
'Mercado, Brandon'
'Brudvig, Gary'
'Crabtree, Robert H.'
_publ_section_title
;
 Synthesis of Pyridine-Alkoxide Ligands for Formation of Polynuclear
 Complexes
;
_journal_issue                   14
_journal_name_full               'New J. Chem.'
_journal_page_first              6709
_journal_page_last               6719
_journal_paper_doi               10.1039/C7NJ01845B
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C30 H34 Cu N4 O4'
_chemical_formula_sum            'C30 H34 Cu N4 O4'
_chemical_formula_weight         578.15
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-03-18 deposited with the CCDC.
2017-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.716(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.3252(3)
_cell_length_b                   14.6827(5)
_cell_length_c                   11.7096(8)
_cell_measurement_temperature    93(2)
_cell_volume                     1377.83(13)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_molecular_graphics
; 
Dolomanov, O.V.; Bourhis, L.J.; Gildea, R.J.; Howard, J.A.K.; Puschmann, H., 
OLEX2: A complete structure solution, refinement and analysis program
(2009). J. Appl. Cryst., 42, 339-341. 
;
_computing_publication_material  'SHELXL-2013/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 6.8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Mercury275R CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21525
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_min         3.027
_exptl_absorpt_coefficient_mu    0.835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private Communication'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             606
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.825
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3146
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0323
_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)+(0.0330P)²+1.1259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0805
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2927
_reflns_number_total             3146
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj01845b2.cif
_cod_data_source_block           shelx_162B1
_cod_original_cell_volume        1377.83(12)
_cod_database_code               7056308
#BEGIN Tags that were not found in dictionaries:
_shelx_shelxl_version_number     2014/7
_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   0.851
_shelx_estimated_absorpt_t_max   0.921
#END Tags that were not found in dictionaries
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
Cu1 Cu 0.5000 0.5000 0.5000 0.01443(9) Uani 1 2 d S . P
O1 O 0.35871(14) 0.59092(8) 0.41243(10) 0.0172(2) Uani 1 1 d . . .
O2 O 0.42648(15) 0.75026(8) 0.51013(10) 0.0181(2) Uani 1 1 d D . .
H2 H 0.397(3) 0.6951(12) 0.495(2) 0.040(7) Uiso 1 1 d D . .
N1 N 0.64013(17) 0.52592(9) 0.39282(12) 0.0147(3) Uani 1 1 d . . .
N2 N 0.72714(19) 0.81985(11) 0.35212(14) 0.0252(3) Uani 1 1 d . . .
C1 C 0.7925(2) 0.49098(11) 0.40030(14) 0.0170(3) Uani 1 1 d . . .
H1 H 0.8373 0.4465 0.4592 0.020 Uiso 1 1 calc R U .
C2 C 0.8853(2) 0.51806(12) 0.32481(15) 0.0195(3) Uani 1 1 d . . .
H2A H 0.9932 0.4936 0.3321 0.023 Uiso 1 1 calc R U .
C3 C 0.8166(2) 0.58228(12) 0.23758(15) 0.0192(3) Uani 1 1 d . . .
H3 H 0.8773 0.6019 0.1841 0.023 Uiso 1 1 calc R U .
C4 C 0.6595(2) 0.61729(11) 0.22919(14) 0.0169(3) Uani 1 1 d . . .
H4 H 0.6105 0.6602 0.1692 0.020 Uiso 1 1 calc R U .
C5 C 0.57443(19) 0.58858(11) 0.31004(13) 0.0138(3) Uani 1 1 d . . .
C6 C 0.2782(2) 0.57764(12) 0.19886(15) 0.0207(3) Uani 1 1 d . . .
H6A H 0.2888 0.5112 0.2040 0.031 Uiso 1 1 calc R U .
H6B H 0.3055 0.5990 0.1270 0.031 Uiso 1 1 calc R U .
H6C H 0.1635 0.5951 0.1956 0.031 Uiso 1 1 calc R U .
C7 C 0.39893(19) 0.62106(11) 0.30858(13) 0.0147(3) Uani 1 1 d . . .
C8 C 0.3816(2) 0.72576(11) 0.29838(14) 0.0159(3) Uani 1 1 d . . .
H8A H 0.4226 0.7457 0.2305 0.019 Uiso 1 1 calc R U .
H8B H 0.2614 0.7411 0.2792 0.019 Uiso 1 1 calc R U .
C9 C 0.4733(2) 0.78158(11) 0.40800(14) 0.0163(3) Uani 1 1 d . . .
C10 C 0.4196(2) 0.88133(12) 0.38991(16) 0.0228(4) Uani 1 1 d . . .
H10A H 0.2988 0.8858 0.3782 0.034 Uiso 1 1 calc R U .
H10B H 0.4484 0.9054 0.3199 0.034 Uiso 1 1 calc R U .
H10C H 0.4773 0.9167 0.4600 0.034 Uiso 1 1 calc R U .
C11 C 0.8932(2) 0.81674(14) 0.36922(19) 0.0309(4) Uani 1 1 d . . .
H11 H 0.9392 0.8482 0.3145 0.037 Uiso 1 1 calc R U .
C12 C 1.0011(2) 0.77068(14) 0.4613(2) 0.0313(4) Uani 1 1 d . . .
H12 H 1.1178 0.7700 0.4696 0.038 Uiso 1 1 calc R U .
C13 C 0.9338(2) 0.72548(13) 0.54130(18) 0.0276(4) Uani 1 1 d . . .
H13 H 1.0041 0.6931 0.6060 0.033 Uiso 1 1 calc R U .
C14 C 0.7623(2) 0.72789(12) 0.52603(15) 0.0209(3) Uani 1 1 d . . .
H14 H 0.7137 0.6975 0.5801 0.025 Uiso 1 1 calc R U .
C15 C 0.6633(2) 0.77563(11) 0.43012(15) 0.0182(3) Uani 1 1 d . . .
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'
Cu Cu 0.3201 1.2651 '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
O1 Cu1 O1 180.0 3_666 .
O1 Cu1 N1 84.64(5) 3_666 3_666
O1 Cu1 N1 95.36(5) . 3_666
O1 Cu1 N1 95.36(5) 3_666 .
O1 Cu1 N1 84.64(5) . .
N1 Cu1 N1 180.0 3_666 .
C7 O1 Cu1 115.45(9) . .
C9 O2 H2 105.4(17) . .
C5 N1 C1 120.01(14) . .
C5 N1 Cu1 113.42(11) . .
C1 N1 Cu1 126.47(11) . .
C15 N2 C11 117.62(17) . .
N1 C1 C2 121.88(15) . .
N1 C1 H1 119.1 . .
C2 C1 H1 119.1 . .
C1 C2 C3 118.33(15) . .
C1 C2 H2A 120.8 . .
C3 C2 H2A 120.8 . .
C4 C3 C2 119.71(15) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 118.97(15) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
N1 C5 C4 121.08(14) . .
N1 C5 C7 114.99(13) . .
C4 C5 C7 123.86(14) . .
C7 C6 H6A 109.5 . .
C7 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C7 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
O1 C7 C5 109.84(12) . .
O1 C7 C6 109.54(13) . .
C5 C7 C6 106.59(13) . .
O1 C7 C8 109.76(12) . .
C5 C7 C8 112.28(13) . .
C6 C7 C8 108.74(13) . .
C9 C8 C7 116.75(13) . .
C9 C8 H8A 108.1 . .
C7 C8 H8A 108.1 . .
C9 C8 H8B 108.1 . .
C7 C8 H8B 108.1 . .
H8A C8 H8B 107.3 . .
O2 C9 C10 106.74(13) . .
O2 C9 C15 110.03(13) . .
C10 C9 C15 109.10(14) . .
O2 C9 C8 109.87(13) . .
C10 C9 C8 109.51(13) . .
C15 C9 C8 111.48(13) . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N2 C11 C12 124.02(19) . .
N2 C11 H11 118.0 . .
C12 C11 H11 118.0 . .
C11 C12 C13 117.81(18) . .
C11 C12 H12 121.1 . .
C13 C12 H12 121.1 . .
C12 C13 C14 119.39(18) . .
C12 C13 H13 120.3 . .
C14 C13 H13 120.3 . .
C15 C14 C13 118.71(17) . .
C15 C14 H14 120.6 . .
C13 C14 H14 120.6 . .
N2 C15 C14 122.44(16) . .
N2 C15 C9 115.96(15) . .
C14 C15 C9 121.59(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.8877(11) 3_666
Cu1 O1 1.8877(11) .
Cu1 N1 1.9682(13) 3_666
Cu1 N1 1.9683(13) .
O1 C7 1.4168(18) .
O2 C9 1.4305(19) .
O2 H2 0.851(16) .
N1 C5 1.341(2) .
N1 C1 1.349(2) .
N2 C15 1.342(2) .
N2 C11 1.343(2) .
C1 C2 1.380(2) .
C1 H1 0.9500 .
C2 C3 1.394(2) .
C2 H2A 0.9500 .
C3 C4 1.383(2) .
C3 H3 0.9500 .
C4 C5 1.393(2) .
C4 H4 0.9500 .
C5 C7 1.533(2) .
C6 C7 1.539(2) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.546(2) .
C8 C9 1.540(2) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.529(2) .
C9 C15 1.534(2) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C12 1.379(3) .
C11 H11 0.9500 .
C12 C13 1.384(3) .
C12 H12 0.9500 .
C13 C14 1.391(2) .
C13 H13 0.9500 .
C14 C15 1.389(2) .
C14 H14 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O2 H2 O1 0.851(16) 1.793(18) 2.5982(17) 157(2)
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
N1 Cu1 O1 C7 -170.34(11) 3_666
N1 Cu1 O1 C7 9.66(11) .
C5 N1 C1 C2 0.2(2) .
Cu1 N1 C1 C2 -175.82(12) .
N1 C1 C2 C3 -1.1(3) .
C1 C2 C3 C4 0.3(3) .
C2 C3 C4 C5 1.2(2) .
C1 N1 C5 C4 1.4(2) .
Cu1 N1 C5 C4 177.91(12) .
C1 N1 C5 C7 178.47(14) .
Cu1 N1 C5 C7 -4.98(17) .
C3 C4 C5 N1 -2.1(2) .
C3 C4 C5 C7 -178.91(15) .
Cu1 O1 C7 C5 -14.07(15) .
Cu1 O1 C7 C6 102.68(12) .
Cu1 O1 C7 C8 -137.99(10) .
N1 C5 C7 O1 12.21(19) .
C4 C5 C7 O1 -170.77(14) .
N1 C5 C7 C6 -106.38(15) .
C4 C5 C7 C6 70.64(19) .
N1 C5 C7 C8 134.64(14) .
C4 C5 C7 C8 -48.3(2) .
O1 C7 C8 C9 51.58(18) .
C5 C7 C8 C9 -70.91(17) .
C6 C7 C8 C9 171.40(13) .
C7 C8 C9 O2 -53.77(18) .
C7 C8 C9 C10 -170.70(13) .
C7 C8 C9 C15 68.47(18) .
C15 N2 C11 C12 0.3(3) .
N2 C11 C12 C13 -0.4(3) .
C11 C12 C13 C14 0.1(3) .
C12 C13 C14 C15 0.2(3) .
C11 N2 C15 C14 0.1(3) .
C11 N2 C15 C9 179.49(15) .
C13 C14 C15 N2 -0.4(3) .
C13 C14 C15 C9 -179.74(15) .
O2 C9 C15 N2 -166.79(14) .
C10 C9 C15 N2 -50.01(19) .
C8 C9 C15 N2 71.05(18) .
O2 C9 C15 C14 12.6(2) .
C10 C9 C15 C14 129.39(16) .
C8 C9 C15 C14 -109.54(17) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139177906
