#------------------------------------------------------------------------------
#$Date: 2026-03-04 00:33:42 +0100 (Wed 04 de Mar de 2026) $
#$Revision: 304703 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/55/7135523.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_7135523
loop_
_publ_author_name
'Pitz, Benjamin'
'Danés, Sergi'
'Morgenstern, Bernd'
'Schäfer, André'
_publ_section_title
;
 Accessing zinc(I) via reductive elimination of cyclopentadienes.
;
_journal_issue                   7
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2204
_journal_page_last               2207
_journal_paper_doi               10.1039/d5cc06448a
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C42 H50 I2 N4 Zn2'
_chemical_formula_sum            'C42 H50 I2 N4 Zn2'
_chemical_formula_weight         995.40
_chemical_properties_physical    Moisture-sensitive,Hygroscopic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2025-11-07 deposited with the CCDC.	2025-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                113.997(5)
_cell_angle_beta                 91.188(5)
_cell_angle_gamma                98.880(4)
_cell_formula_units_Z            1
_cell_length_a                   8.6589(5)
_cell_length_b                   10.4497(4)
_cell_length_c                   12.2569(8)
_cell_measurement_reflns_used    6550
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      27.11
_cell_measurement_theta_min      2.19
_cell_volume                     996.74(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.105a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.105a 64-bit (release 11-01-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.105a (Rigaku OD, 2024)'
_computing_molecular_graphics    'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_publication_material  'CIFTAB-2014 (SHELXL-2019/1)'
_computing_structure_refinement
;
SHELXL-2019/1 (Sheldrick, 2019),                                              
SHELXLe Rev 1370 (Huebschle et al., 2011)
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.997
_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       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12013
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_min         2.391
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.786
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.105a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: toluene'
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.010
_refine_diff_density_max         1.284
_refine_diff_density_min         -1.038
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0319
_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)+(0.0261P)²+3.5716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0783
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3166
_reflns_number_total             3772
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc06448a3.cif
_cod_data_source_block           sh5743_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               7135523
_shelx_shelxl_version_number     2019/1
_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   0.808
_shelx_estimated_absorpt_t_max   0.973
_oxdiff_exptl_absorpt_empirical_full_min 0.841
_oxdiff_exptl_absorpt_empirical_full_max 1.189
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
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
I1 I 0.29427(3) 1.07620(3) 0.52033(3) 0.02789(10) Uani 1 1 d . . . . .
Zn1 Zn 0.38942(5) 0.83637(5) 0.46416(4) 0.01965(12) Uani 1 1 d . . . . .
N1 N 0.3178(4) 0.6704(4) 0.3135(3) 0.0198(7) Uani 1 1 d . . . . .
N2 N 0.3322(4) 0.7541(4) 0.5784(3) 0.0213(7) Uani 1 1 d . . . . .
C1 C 0.2995(5) 0.5427(4) 0.3158(4) 0.0225(9) Uani 1 1 d . . . . .
C2 C 0.3159(5) 0.5194(5) 0.4209(4) 0.0246(9) Uani 1 1 d . . . . .
H2 H 0.328959 0.425912 0.408230 0.030 Uiso 1 1 calc R U . . .
C3 C 0.3159(5) 0.6144(5) 0.5413(4) 0.0224(9) Uani 1 1 d . . . . .
C4 C 0.2888(6) 0.5498(5) 0.6318(4) 0.0305(10) Uani 1 1 d . . . . .
H4A H 0.180215 0.550049 0.652744 0.046 Uiso 1 1 calc R U . . .
H4B H 0.360771 0.605981 0.704227 0.046 Uiso 1 1 calc R U . . .
H4C H 0.308077 0.451707 0.596877 0.046 Uiso 1 1 calc R U . . .
C5 C 0.2514(6) 0.4123(5) 0.2003(4) 0.0298(10) Uani 1 1 d . . . . .
H5A H 0.146229 0.412006 0.168916 0.045 Uiso 1 1 calc R U . . .
H5B H 0.250257 0.326836 0.215146 0.045 Uiso 1 1 calc R U . . .
H5C H 0.326272 0.413200 0.141668 0.045 Uiso 1 1 calc R U . . .
C6 C 0.2778(5) 0.6813(4) 0.2024(3) 0.0193(8) Uani 1 1 d . . . . .
C7 C 0.1244(5) 0.6956(5) 0.1779(4) 0.0242(9) Uani 1 1 d . . . . .
C8 C 0.0871(5) 0.7084(5) 0.0721(4) 0.0289(10) Uani 1 1 d . . . . .
H8 H -0.015928 0.720278 0.055233 0.035 Uiso 1 1 calc R U . . .
C9 C 0.1973(5) 0.7040(5) -0.0088(4) 0.0279(10) Uani 1 1 d . . . . .
H9 H 0.169924 0.711644 -0.081112 0.033 Uiso 1 1 calc R U . . .
C10 C 0.3474(5) 0.6885(4) 0.0167(4) 0.0253(9) Uani 1 1 d . . . . .
H10 H 0.422705 0.684761 -0.039298 0.030 Uiso 1 1 calc R U . . .
C11 C 0.3917(5) 0.6782(4) 0.1227(3) 0.0217(8) Uani 1 1 d . . . . .
C12 C 0.5584(5) 0.6650(5) 0.1486(4) 0.0282(10) Uani 1 1 d . . . . .
H12A H 0.605624 0.622835 0.072989 0.042 Uiso 1 1 calc R U . . .
H12B H 0.558250 0.603935 0.191785 0.042 Uiso 1 1 calc R U . . .
H12C H 0.619373 0.759507 0.197975 0.042 Uiso 1 1 calc R U . . .
C13 C 0.0006(5) 0.6974(6) 0.2630(4) 0.0393(12) Uani 1 1 d . . . . .
H13A H -0.102021 0.692771 0.224955 0.059 Uiso 1 1 calc R U . . .
H13B H 0.025796 0.785324 0.336512 0.059 Uiso 1 1 calc R U . . .
H13C H -0.002548 0.615190 0.282859 0.059 Uiso 1 1 calc R U . . .
C14 C 0.2872(5) 0.8406(4) 0.6952(3) 0.0217(9) Uani 1 1 d . . . . .
C15 C 0.4013(5) 0.9225(4) 0.7908(4) 0.0223(9) Uani 1 1 d . . . . .
C16 C 0.3512(6) 1.0117(5) 0.8986(4) 0.0270(9) Uani 1 1 d . . . . .
H16 H 0.426532 1.067954 0.964868 0.032 Uiso 1 1 calc R U . . .
C17 C 0.1942(6) 1.0198(5) 0.9108(4) 0.0296(10) Uani 1 1 d . . . . .
H17 H 0.162650 1.081045 0.985041 0.036 Uiso 1 1 calc R U . . .
C18 C 0.0846(5) 0.9399(5) 0.8163(4) 0.0303(10) Uani 1 1 d . . . . .
H18 H -0.022986 0.946670 0.825275 0.036 Uiso 1 1 calc R U . . .
C19 C 0.1284(5) 0.8480(5) 0.7062(4) 0.0255(9) Uani 1 1 d . . . . .
C20 C 0.0072(5) 0.7628(6) 0.6027(4) 0.0393(12) Uani 1 1 d . . . . .
H20A H 0.036501 0.781547 0.533090 0.059 Uiso 1 1 calc R U . . .
H20B H -0.095035 0.789887 0.624382 0.059 Uiso 1 1 calc R U . . .
H20C H 0.000857 0.661250 0.582920 0.059 Uiso 1 1 calc R U . . .
C21 C 0.5734(5) 0.9175(5) 0.7784(4) 0.0311(10) Uani 1 1 d . . . . .
H21A H 0.586109 0.820803 0.725200 0.047 Uiso 1 1 calc R U . . .
H21B H 0.628166 0.944679 0.857524 0.047 Uiso 1 1 calc R U . . .
H21C H 0.617896 0.983925 0.744564 0.047 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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
Zn1 I1 Zn1 79.671(18) . 2_676 ?
N1 Zn1 N2 99.97(14) . . ?
N1 Zn1 I1 122.87(9) . . ?
N2 Zn1 I1 111.53(10) . . ?
N1 Zn1 I1 110.71(10) . 2_676 ?
N2 Zn1 I1 111.75(10) . 2_676 ?
I1 Zn1 I1 100.329(18) . 2_676 ?
C1 N1 C6 119.4(3) . . ?
C1 N1 Zn1 117.5(3) . . ?
C6 N1 Zn1 123.0(3) . . ?
C3 N2 C14 120.2(3) . . ?
C3 N2 Zn1 118.4(3) . . ?
C14 N2 Zn1 120.8(3) . . ?
N1 C1 C2 124.6(4) . . ?
N1 C1 C5 118.9(4) . . ?
C2 C1 C5 116.5(4) . . ?
C3 C2 C1 129.4(4) . . ?
N2 C3 C2 123.8(4) . . ?
N2 C3 C4 119.2(4) . . ?
C2 C3 C4 116.9(4) . . ?
C11 C6 C7 121.3(4) . . ?
C11 C6 N1 120.0(3) . . ?
C7 C6 N1 118.7(3) . . ?
C8 C7 C6 118.5(4) . . ?
C8 C7 C13 120.0(4) . . ?
C6 C7 C13 121.5(4) . . ?
C9 C8 C7 121.3(4) . . ?
C10 C9 C8 119.2(4) . . ?
C9 C10 C11 121.8(4) . . ?
C6 C11 C10 117.9(4) . . ?
C6 C11 C12 121.9(4) . . ?
C10 C11 C12 120.1(4) . . ?
C19 C14 C15 121.4(4) . . ?
C19 C14 N2 117.8(4) . . ?
C15 C14 N2 120.6(4) . . ?
C16 C15 C14 117.8(4) . . ?
C16 C15 C21 120.6(4) . . ?
C14 C15 C21 121.6(4) . . ?
C17 C16 C15 121.4(4) . . ?
C18 C17 C16 120.0(4) . . ?
C17 C18 C19 121.0(4) . . ?
C14 C19 C18 118.4(4) . . ?
C14 C19 C20 121.2(4) . . ?
C18 C19 C20 120.4(4) . . ?
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
I1 Zn1 2.5867(6) . ?
I1 Zn1 2.7270(6) 2_676 ?
Zn1 N1 1.954(3) . ?
Zn1 N2 1.955(3) . ?
N1 C1 1.331(5) . ?
N1 C6 1.450(5) . ?
N2 C3 1.323(5) . ?
N2 C14 1.448(5) . ?
C1 C2 1.413(6) . ?
C1 C5 1.505(6) . ?
C2 C3 1.405(6) . ?
C3 C4 1.521(6) . ?
C6 C11 1.397(6) . ?
C6 C7 1.400(6) . ?
C7 C8 1.393(6) . ?
C7 C13 1.508(6) . ?
C8 C9 1.383(6) . ?
C9 C10 1.379(6) . ?
C10 C11 1.397(6) . ?
C11 C12 1.510(6) . ?
C14 C19 1.396(6) . ?
C14 C15 1.399(6) . ?
C15 C16 1.396(6) . ?
C15 C21 1.508(6) . ?
C16 C17 1.382(6) . ?
C17 C18 1.365(7) . ?
C18 C19 1.403(6) . ?
C19 C20 1.497(6) . ?
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
C6 N1 C1 C2 -171.9(4) . . . . ?
Zn1 N1 C1 C2 5.3(5) . . . . ?
C6 N1 C1 C5 5.4(6) . . . . ?
Zn1 N1 C1 C5 -177.3(3) . . . . ?
N1 C1 C2 C3 17.0(7) . . . . ?
C5 C1 C2 C3 -160.4(4) . . . . ?
C14 N2 C3 C2 162.4(4) . . . . ?
Zn1 N2 C3 C2 -9.1(5) . . . . ?
C14 N2 C3 C4 -15.0(6) . . . . ?
Zn1 N2 C3 C4 173.4(3) . . . . ?
C1 C2 C3 N2 -14.7(7) . . . . ?
C1 C2 C3 C4 162.8(4) . . . . ?
C1 N1 C6 C11 -90.7(5) . . . . ?
Zn1 N1 C6 C11 92.2(4) . . . . ?
C1 N1 C6 C7 89.7(5) . . . . ?
Zn1 N1 C6 C7 -87.4(4) . . . . ?
C11 C6 C7 C8 -0.7(6) . . . . ?
N1 C6 C7 C8 179.0(4) . . . . ?
C11 C6 C7 C13 179.4(4) . . . . ?
N1 C6 C7 C13 -1.0(6) . . . . ?
C6 C7 C8 C9 1.4(7) . . . . ?
C13 C7 C8 C9 -178.6(4) . . . . ?
C7 C8 C9 C10 -0.8(7) . . . . ?
C8 C9 C10 C11 -0.5(7) . . . . ?
C7 C6 C11 C10 -0.6(6) . . . . ?
N1 C6 C11 C10 179.8(4) . . . . ?
C7 C6 C11 C12 179.1(4) . . . . ?
N1 C6 C11 C12 -0.5(6) . . . . ?
C9 C10 C11 C6 1.2(6) . . . . ?
C9 C10 C11 C12 -178.5(4) . . . . ?
C3 N2 C14 C19 -80.8(5) . . . . ?
Zn1 N2 C14 C19 90.6(4) . . . . ?
C3 N2 C14 C15 104.2(5) . . . . ?
Zn1 N2 C14 C15 -84.5(4) . . . . ?
C19 C14 C15 C16 0.5(6) . . . . ?
N2 C14 C15 C16 175.3(4) . . . . ?
C19 C14 C15 C21 -178.5(4) . . . . ?
N2 C14 C15 C21 -3.6(6) . . . . ?
C14 C15 C16 C17 -0.3(6) . . . . ?
C21 C15 C16 C17 178.6(4) . . . . ?
C15 C16 C17 C18 -0.2(7) . . . . ?
C16 C17 C18 C19 0.5(7) . . . . ?
C15 C14 C19 C18 -0.2(6) . . . . ?
N2 C14 C19 C18 -175.1(4) . . . . ?
C15 C14 C19 C20 178.5(4) . . . . ?
N2 C14 C19 C20 3.5(6) . . . . ?
C17 C18 C19 C14 -0.3(7) . . . . ?
C17 C18 C19 C20 -179.0(4) . . . . ?
