Hangman dipyrrin complexes.
Schomberg-Sanchez, Isaac S; Robinson, William C.; Sanderson, Makayla E.; Mosquera, Martín A; Lemon, Christopher M.; Chemical science 17 (2026) 602–616; doi:10.1039/d5sc06893b

data_1576197
_publ_section_title
;
 Hangman dipyrrin complexes.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              602
_journal_page_last               616
_journal_paper_doi               10.1039/d5sc06893b
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C44 H32 N6 O4 Zn'
_chemical_formula_sum            'C44 H32 N6 O4 Zn'
_chemical_formula_weight         774.12
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-01-03
_audit_creation_method
;FinalCif V117 by Daniel Kratzert, Freiburg 2024,
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2025-08-27 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.5097(9)
_cell_length_b                   21.5097(9)
_cell_length_c                   15.9157(11)
_cell_measurement_reflns_used    9235
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.187
_cell_measurement_theta_min      2.474
_cell_volume                     7363.7(7)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       'APEX4 (Bruker-AXS, 2021)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker Photon II'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'Charge-Integrating Pixel Array'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Fixed Chi Three-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Duo'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'TRIUMPH graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            59663
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.474
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_type              fine-focus
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.721
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0627 before and 0.0593 after correction.
The Ratio of minimum to maximum transmission is 0.9390.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_description       prisim
_exptl_crystal_F_000             3200
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.943
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         3767
_refine_ls_number_restraints     163
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0429
_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/[\s^2^(Fo^2^)+(0.0529P)^2^+13.9860P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1166
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2997
_reflns_number_total             3767
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc06893b2.cif
_cod_data_source_block           msu_cl5a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1576196--1576201.cif.
;
_cod_original_cell_volume        7363.7(8)
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               1576197
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O28-C14 \\sim O28'-C14'
 with sigma of 0.02
 N27-C15 \\sim N27'-C15
 with sigma of 0.02
 N27-C14 \\sim N27'-C14'
 with sigma of 0.02
 C10-C11 \\sim C10'-C11'
 with sigma of 0.02
 C10-C9 \\sim C10'-C9'
 with sigma of 0.02
 O7-C8 \\sim O7'-C8'
 with sigma of 0.02
 C11-C12 \\sim C11'-C12'
 with sigma of 0.02
 C12-C14 \\sim C12'-C14'
 with sigma of 0.02
 C12-C13 \\sim C12'-C13'
 with sigma of 0.02
 C8-C9 \\sim C8'-C9'
 with sigma of 0.02
 C8-C13 \\sim C8'-C13'
 with sigma of 0.02
 O28-N27 \\sim O28'-N27'
 with sigma of 0.04
 O28-C12 \\sim O28'-C12'
 with sigma of 0.04
 N27-C12 \\sim N27'-C12'
 with sigma of 0.04
 C15-C14 \\sim C15-C14'
 with sigma of 0.04
 C10-C12 \\sim C10'-C12'
 with sigma of 0.04
 C10-C8 \\sim C10'-C8'
 with sigma of 0.04
 O7-C9 \\sim O7'-C9'
 with sigma of 0.04
 O7-C13 \\sim O7'-C13'
 with sigma of 0.04
 C11-C14 \\sim C11'-C14'
 with sigma of 0.04
 C11-C9 \\sim C11'-C9'
 with sigma of 0.04
 C11-C13 \\sim C11'-C13'
 with sigma of 0.04
 C12-C8 \\sim C12'-C8'
 with sigma of 0.04
 C14-C13 \\sim C14'-C13'
 with sigma of 0.04
 C9-C13 \\sim C9'-C13'
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O28) = Uanis(O28')
4. Rigid body (RIGU) restrains
 O7, O28, N27, C8, C9, C10, C11, C12, C13, C14
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O7', O28', N27', C8', C9', C10', C11', C12', C13', C14'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O7')=Sof(H7')=Sof(O28')=Sof(N27')=Sof(H27')=Sof(C11')=Sof(H11')=Sof(C12')=
 Sof(C13')=Sof(H13')=Sof(C8')=Sof(C9')=Sof(H9')=Sof(C10')=Sof(H10')=Sof(C14')=1-
 FVAR(1)
 Sof(O7)=Sof(H7)=Sof(O28)=Sof(N27)=Sof(H27)=Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10)=
 Sof(C11)=Sof(H11)=Sof(C12)=Sof(C13)=Sof(H13)=Sof(C8)=Sof(C14)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 N27(H27), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C25(H25), C26(H26), C9(H9), C10(H10), C11(H11), C13(H13),
 N27'(H27'), C11'(H11'), C13'(H13'), C9'(H9'), C10'(H10')
6.b Fitted hexagon refined as free rotating group:
 C9(C10,C11,C12,C13,C8), C11'(C12',C13',C8',C9',C10')
6.c Tetrahedral OH refined with riding coordinates:
 O7'(H7')
6.d Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_shelxl_version_number     2019/3
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 700'
_shelx_res_checksum              49319
_shelx_fab_checksum              93357