#------------------------------------------------------------------------------
#$Date: 2025-03-07 18:30:27 +0200 (Fri, 07 Mar 2025) $
#$Revision: 298328 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/17/7131776.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_7131776
loop_
_publ_author_name
'Parsons, Leo W.'
'Fettinger, James C.'
'Berben, Louise'
_publ_section_title
;
 Group 13 ion coordination to pyridyl models NAD+ reduction potentials
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02562D
_journal_year                    2023
_chemical_formula_sum            'C41 H49 Cl2 Cu N2 O2 Se'
_chemical_formula_weight         815.22
_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     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/cc8vwrq
_audit_creation_method           SHELXL-97
_audit_update_record
;
2005-02-18 deposited with the CCDC.	2023-06-26 downloaded from the CCDC.
;
_cell_angle_alpha                103.624(9)
_cell_angle_beta                 104.879(8)
_cell_angle_gamma                90.268(8)
_cell_formula_units_Z            2
_cell_length_a                   8.9044(8)
_cell_length_b                   14.0343(14)
_cell_length_c                   16.431(2)
_cell_measurement_temperature    120(2)
_cell_volume                     1924.0(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_av_sigmaI/netI    0.1522
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12440
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.65
_exptl_absorpt_coefficient_mu    1.689
_exptl_absorpt_correction_T_max  0.7857
_exptl_absorpt_correction_T_min  0.7857
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.839
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         6633
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.839
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0175P)²+0.1000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0902
_reflns_number_gt                3797
_reflns_number_total             6633
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d3cc02562d2.cif
_cod_data_source_block           in4
_cod_depositor_comments
;

2025-03-05
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         407.61
_cod_original_formula_units_Z            4
_cod_original_cell_volume        1924.0(3)
_cod_original_formula_sum        'C20.50 H24.50 Cl Cu0.50 N O Se0.50'
_cod_database_code               7131776
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se Se 0.61169(6) 0.81285(4) 0.19988(3) 0.01592(15) Uani 1 1 d . . .
Cu Cu 0.77855(7) 0.78810(4) 0.08860(4) 0.01677(19) Uani 1 1 d . . .
Cl1 Cl 0.29043(17) 0.68164(11) 0.02774(10) 0.0362(4) Uani 1 1 d . . .
Cl2 Cl 0.02264(18) 0.78306(11) -0.03890(11) 0.0429(5) Uani 1 1 d . . .
O1 O 0.8751(4) 0.6889(2) 0.1441(2) 0.0185(9) Uani 1 1 d . . .
O2 O 0.9145(4) 0.8948(2) 0.1676(2) 0.0188(9) Uani 1 1 d . . .
N1 N 0.6950(5) 0.8739(3) 0.0059(3) 0.0166(11) Uani 1 1 d . . .
C2 C 0.7240(6) 0.9701(4) 0.0171(3) 0.0179(13) Uani 1 1 d . . .
H2 H 0.7988 1.0048 0.0682 0.021 Uiso 1 1 calc R . .
C3 C 0.6494(6) 1.0223(4) -0.0426(3) 0.0213(13) Uani 1 1 d . . .
H3 H 0.6766 1.0903 -0.0333 0.026 Uiso 1 1 calc R . .
C4 C 0.5365(6) 0.9743(4) -0.1150(3) 0.0230(14) Uani 1 1 d . . .
H4 H 0.4828 1.0092 -0.1554 0.028 Uiso 1 1 calc R . .
C5 C 0.5011(6) 0.8737(4) -0.1287(3) 0.0182(13) Uani 1 1 d . . .
C6 C 0.5866(6) 0.8269(4) -0.0672(3) 0.0142(12) Uani 1 1 d . . .
C7 C 0.5630(6) 0.7235(4) -0.0793(3) 0.0164(12) Uani 1 1 d . . .
C8 C 0.4517(6) 0.6676(4) -0.1516(3) 0.0193(13) Uani 1 1 d . . .
C9 C 0.4383(6) 0.5656(4) -0.1600(3) 0.0223(13) Uani 1 1 d . . .
H9 H 0.3653 0.5244 -0.2083 0.027 Uiso 1 1 calc R . .
C10 C 0.5305(6) 0.5271(4) -0.0984(3) 0.0219(14) Uani 1 1 d . . .
H10 H 0.5238 0.4581 -0.1042 0.026 Uiso 1 1 calc R . .
C11 C 0.6366(6) 0.5884(4) -0.0258(3) 0.0175(13) Uani 1 1 d . . .
H11 H 0.6987 0.5597 0.0173 0.021 Uiso 1 1 calc R . .
N12 N 0.6523(5) 0.6846(3) -0.0156(2) 0.0136(10) Uani 1 1 d . . .
C13 C 0.3848(6) 0.8151(4) -0.2017(3) 0.0264(14) Uani 1 1 d . . .
H13 H 0.3242 0.8467 -0.2429 0.032 Uiso 1 1 calc R . .
C14 C 0.3578(6) 0.7163(4) -0.2142(4) 0.0289(15) Uani 1 1 d . . .
C15 C 0.8435(6) 0.6690(3) 0.2124(3) 0.0119(12) Uani 1 1 d . . .
C16 C 0.7213(6) 0.7106(3) 0.2465(3) 0.0126(12) Uani 1 1 d . . .
C17 C 0.6827(6) 0.6877(3) 0.3155(3) 0.0146(12) Uani 1 1 d . . .
H17 H 0.5996 0.7186 0.3354 0.017 Uiso 1 1 calc R . .
C18 C 0.7627(6) 0.6202(4) 0.3568(3) 0.0151(13) Uani 1 1 d . . .
C19 C 0.8884(6) 0.5814(4) 0.3259(3) 0.0160(13) Uani 1 1 d . . .
H19 H 0.9477 0.5370 0.3546 0.019 Uiso 1 1 calc R . .
C20 C 0.9320(6) 0.6026(3) 0.2575(3) 0.0138(12) Uani 1 1 d . . .
C21 C 0.7530(6) 0.9244(3) 0.2664(3) 0.0126(12) Uani 1 1 d . . .
C22 C 0.8848(6) 0.9462(4) 0.2389(3) 0.0158(13) Uani 1 1 d . . .
C23 C 0.9857(6) 1.0298(4) 0.2923(3) 0.0155(13) Uani 1 1 d . . .
C24 C 0.9453(6) 1.0847(4) 0.3643(3) 0.0157(13) Uani 1 1 d . . .
H24 H 1.0121 1.1406 0.3986 0.019 Uiso 1 1 calc R . .
C25 C 0.8125(6) 1.0641(4) 0.3907(3) 0.0158(13) Uani 1 1 d . . .
C26 C 0.7188(6) 0.9819(4) 0.3400(3) 0.0137(12) Uani 1 1 d . . .
H26 H 0.6290 0.9641 0.3556 0.016 Uiso 1 1 calc R . .
C27 C 0.7251(6) 0.5922(4) 0.4340(3) 0.0159(13) Uani 1 1 d . . .
C28 C 0.8671(6) 0.6198(4) 0.5133(3) 0.0222(13) Uani 1 1 d . . .
H28A H 0.8922 0.6909 0.5285 0.033 Uiso 1 1 calc R . .
H28B H 0.9564 0.5854 0.4996 0.033 Uiso 1 1 calc R . .
H28C H 0.8434 0.6006 0.5625 0.033 Uiso 1 1 calc R . .
C29 C 0.5883(6) 0.6442(4) 0.4584(3) 0.0261(15) Uani 1 1 d . . .
H29A H 0.6091 0.7154 0.4696 0.039 Uiso 1 1 calc R . .
H29B H 0.5736 0.6280 0.5108 0.039 Uiso 1 1 calc R . .
H29C H 0.4940 0.6228 0.4106 0.039 Uiso 1 1 calc R . .
C30 C 0.6849(6) 0.4812(3) 0.4131(3) 0.0246(14) Uani 1 1 d . . .
H30A H 0.6629 0.4641 0.4636 0.037 Uiso 1 1 calc R . .
H30B H 0.7731 0.4457 0.3991 0.037 Uiso 1 1 calc R . .
H30C H 0.5929 0.4628 0.3634 0.037 Uiso 1 1 calc R . .
C31 C 1.0759(6) 0.5605(4) 0.2297(3) 0.0183(13) Uani 1 1 d . . .
C32 C 1.1970(6) 0.6443(4) 0.2434(3) 0.0245(14) Uani 1 1 d . . .
H32A H 1.2353 0.6755 0.3056 0.037 Uiso 1 1 calc R . .
H32B H 1.1493 0.6931 0.2125 0.037 Uiso 1 1 calc R . .
H32C H 1.2842 0.6182 0.2209 0.037 Uiso 1 1 calc R . .
C33 C 1.0313(6) 0.5009(4) 0.1348(3) 0.0272(14) Uani 1 1 d . . .
H33A H 1.1240 0.4727 0.1199 0.041 Uiso 1 1 calc R . .
H33B H 0.9883 0.5441 0.0968 0.041 Uiso 1 1 calc R . .
H33C H 0.9531 0.4479 0.1272 0.041 Uiso 1 1 calc R . .
C34 C 1.1542(6) 0.4896(4) 0.2845(4) 0.0302(15) Uani 1 1 d . . .
H34A H 1.1945 0.5259 0.3453 0.045 Uiso 1 1 calc R . .
H34B H 1.2402 0.4605 0.2624 0.045 Uiso 1 1 calc R . .
H34C H 1.0774 0.4373 0.2806 0.045 Uiso 1 1 calc R . .
C35 C 1.1358(6) 1.0552(4) 0.2709(3) 0.0174(13) Uani 1 1 d . . .
C36 C 1.2310(6) 1.1437(4) 0.3379(3) 0.0284(14) Uani 1 1 d . . .
H36A H 1.3283 1.1552 0.3232 0.043 Uiso 1 1 calc R . .
H36B H 1.2549 1.1306 0.3957 0.043 Uiso 1 1 calc R . .
H36C H 1.1709 1.2020 0.3378 0.043 Uiso 1 1 calc R . .
C37 C 1.0981(6) 1.0811(4) 0.1818(3) 0.0252(14) Uani 1 1 d . . .
H37A H 1.0554 1.0219 0.1357 0.038 Uiso 1 1 calc R . .
H37B H 1.1935 1.1067 0.1728 0.038 Uiso 1 1 calc R . .
H37C H 1.0215 1.1310 0.1804 0.038 Uiso 1 1 calc R . .
C38 C 1.2401(6) 0.9681(4) 0.2705(3) 0.0253(14) Uani 1 1 d . . .
H38A H 1.1819 0.9090 0.2298 0.038 Uiso 1 1 calc R . .
H38B H 1.2722 0.9568 0.3290 0.038 Uiso 1 1 calc R . .
H38C H 1.3326 0.9829 0.2526 0.038 Uiso 1 1 calc R . .
C39 C 0.7814(6) 1.1317(4) 0.4721(3) 0.0158(13) Uani 1 1 d . . .
C40 C 0.7410(6) 1.2320(3) 0.4548(3) 0.0228(13) Uani 1 1 d . . .
H40A H 0.7247 1.2758 0.5074 0.034 Uiso 1 1 calc R . .
H40B H 0.6457 1.2244 0.4073 0.034 Uiso 1 1 calc R . .
H40C H 0.8268 1.2602 0.4387 0.034 Uiso 1 1 calc R . .
C41 C 0.6440(6) 1.0890(4) 0.4954(3) 0.0251(14) Uani 1 1 d . . .
H41A H 0.6680 1.0248 0.5074 0.038 Uiso 1 1 calc R . .
H41B H 0.5506 1.0813 0.4468 0.038 Uiso 1 1 calc R . .
H41C H 0.6256 1.1336 0.5471 0.038 Uiso 1 1 calc R . .
C42 C 0.9244(6) 1.1448(4) 0.5500(3) 0.0243(14) Uani 1 1 d . . .
H42A H 0.9491 1.0807 0.5621 0.036 Uiso 1 1 calc R . .
H42B H 0.9023 1.1886 0.6010 0.036 Uiso 1 1 calc R . .
H42C H 1.0132 1.1734 0.5369 0.036 Uiso 1 1 calc R . .
C43 C 0.1203(7) 0.7328(4) 0.0469(4) 0.0381(17) Uani 1 1 d . . .
H43A H 0.1470 0.7848 0.1017 0.046 Uiso 1 1 calc R . .
H43B H 0.0508 0.6814 0.0534 0.046 Uiso 1 1 calc R . .
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'
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.molstruc.2006.04.020 2007
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
C21 Se C16 99.5(2) . . ?
C21 Se Cu 87.09(15) . . ?
C16 Se Cu 88.04(16) . . ?
O2 Cu O1 95.06(14) . . ?
O2 Cu N1 91.20(15) . . ?
O1 Cu N1 166.16(16) . . ?
O2 Cu N12 167.18(15) . . ?
O1 Cu N12 91.67(15) . . ?
N1 Cu N12 79.98(16) . . ?
O2 Cu Se 86.79(11) . . ?
O1 Cu Se 85.86(10) . . ?
N1 Cu Se 106.84(12) . . ?
N12 Cu Se 104.61(11) . . ?
C15 O1 Cu 123.9(3) . . ?
C22 O2 Cu 123.0(3) . . ?
C2 N1 C6 116.9(4) . . ?
C2 N1 Cu 128.7(3) . . ?
C6 N1 Cu 114.1(3) . . ?
N1 C2 C3 123.1(5) . . ?
C4 C3 C2 119.3(5) . . ?
C3 C4 C5 119.5(5) . . ?
C4 C5 C6 117.1(5) . . ?
C4 C5 C13 124.9(5) . . ?
C6 C5 C13 118.0(5) . . ?
N1 C6 C5 124.0(5) . . ?
N1 C6 C7 115.7(4) . . ?
C5 C6 C7 120.3(5) . . ?
N12 C7 C8 123.3(5) . . ?
N12 C7 C6 115.9(4) . . ?
C8 C7 C6 120.8(4) . . ?
C7 C8 C9 117.3(5) . . ?
C7 C8 C14 119.3(5) . . ?
C9 C8 C14 123.4(5) . . ?
C10 C9 C8 119.2(5) . . ?
C9 C10 C11 120.5(5) . . ?
N12 C11 C10 122.0(5) . . ?
C11 N12 C7 117.6(4) . . ?
C11 N12 Cu 128.8(3) . . ?
C7 N12 Cu 113.3(3) . . ?
C14 C13 C5 122.9(5) . . ?
C13 C14 C8 118.6(5) . . ?
O1 C15 C16 122.8(4) . . ?
O1 C15 C20 121.5(5) . . ?
C16 C15 C20 115.6(4) . . ?
C17 C16 C15 123.6(4) . . ?
C17 C16 Se 117.3(4) . . ?
C15 C16 Se 118.9(3) . . ?
C16 C17 C18 121.2(5) . . ?
C17 C18 C19 115.8(5) . . ?
C17 C18 C27 123.4(5) . . ?
C19 C18 C27 120.7(4) . . ?
C20 C19 C18 125.0(5) . . ?
C19 C20 C15 118.6(5) . . ?
C19 C20 C31 122.1(4) . . ?
C15 C20 C31 119.2(4) . . ?
C26 C21 C22 122.5(5) . . ?
C26 C21 Se 117.7(4) . . ?
C22 C21 Se 119.8(4) . . ?
O2 C22 C21 123.0(5) . . ?
O2 C22 C23 120.4(5) . . ?
C21 C22 C23 116.6(5) . . ?
C24 C23 C22 118.3(5) . . ?
C24 C23 C35 121.4(5) . . ?
C22 C23 C35 120.3(5) . . ?
C23 C24 C25 125.0(5) . . ?
C26 C25 C24 116.0(5) . . ?
C26 C25 C39 124.4(5) . . ?
C24 C25 C39 119.6(5) . . ?
C25 C26 C21 121.5(5) . . ?
C29 C27 C18 112.3(4) . . ?
C29 C27 C30 107.8(4) . . ?
C18 C27 C30 110.4(4) . . ?
C29 C27 C28 108.0(4) . . ?
C18 C27 C28 109.6(4) . . ?
C30 C27 C28 108.6(4) . . ?
C32 C31 C33 110.6(4) . . ?
C32 C31 C20 109.6(4) . . ?
C33 C31 C20 111.3(4) . . ?
C32 C31 C34 107.3(4) . . ?
C33 C31 C34 106.3(4) . . ?
C20 C31 C34 111.7(4) . . ?
C23 C35 C36 112.3(4) . . ?
C23 C35 C38 109.9(4) . . ?
C36 C35 C38 106.8(4) . . ?
C23 C35 C37 110.3(4) . . ?
C36 C35 C37 107.2(4) . . ?
C38 C35 C37 110.2(4) . . ?
C40 C39 C41 108.1(4) . . ?
C40 C39 C42 109.3(4) . . ?
C41 C39 C42 108.1(4) . . ?
C40 C39 C25 109.5(4) . . ?
C41 C39 C25 110.9(4) . . ?
C42 C39 C25 110.9(4) . . ?
Cl1 C43 Cl2 110.9(3) . . ?
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
Se C21 1.923(5) . ?
Se C16 1.935(4) . ?
Se Cu 2.6024(9) . ?
Cu O2 1.911(3) . ?
Cu O1 1.927(3) . ?
Cu N1 2.027(4) . ?
Cu N12 2.032(4) . ?
Cl1 C43 1.749(6) . ?
Cl2 C43 1.757(5) . ?
O1 C15 1.315(5) . ?
O2 C22 1.313(6) . ?
N1 C2 1.334(5) . ?
N1 C6 1.355(6) . ?
C2 C3 1.396(6) . ?
C3 C4 1.371(7) . ?
C4 C5 1.397(6) . ?
C5 C6 1.398(6) . ?
C5 C13 1.441(7) . ?
C6 C7 1.424(6) . ?
C7 N12 1.369(6) . ?
C7 C8 1.399(7) . ?
C8 C9 1.406(7) . ?
C8 C14 1.456(7) . ?
C9 C10 1.351(7) . ?
C10 C11 1.410(7) . ?
C11 N12 1.323(5) . ?
C13 C14 1.364(7) . ?
C15 C16 1.414(6) . ?
C15 C20 1.438(6) . ?
C16 C17 1.371(6) . ?
C17 C18 1.388(6) . ?
C18 C19 1.405(7) . ?
C18 C27 1.525(6) . ?
C19 C20 1.374(6) . ?
C20 C31 1.542(7) . ?
C21 C26 1.391(6) . ?
C21 C22 1.418(7) . ?
C22 C23 1.434(7) . ?
C23 C24 1.383(7) . ?
C23 C35 1.528(7) . ?
C24 C25 1.410(7) . ?
C25 C26 1.379(6) . ?
C25 C39 1.537(7) . ?
C27 C29 1.516(7) . ?
C27 C30 1.535(6) . ?
C27 C28 1.536(6) . ?
C31 C32 1.529(7) . ?
C31 C33 1.533(7) . ?
C31 C34 1.548(6) . ?
C35 C36 1.529(7) . ?
C35 C38 1.538(7) . ?
C35 C37 1.545(6) . ?
C39 C40 1.527(6) . ?
C39 C41 1.531(7) . ?
C39 C42 1.531(7) . ?
