Series of Geländer oligomers with orthogonal rungs
D'Addio, Adriano; Kroonen, Camiel C. E.; Fuhr, Olaf; Fenske, Dieter; Häussinger, Daniel; Mayor, Marcel; Chemical Science 16 (2025) 8092–8098; doi:10.1039/D4SC08179J

data_1574361
_publ_section_title
;
 Series of Gel\"ander oligomers with orthogonal rungs
;
_journal_issue                   18
_journal_name_full               'Chemical Science'
_journal_page_first              8092
_journal_page_last               8098
_journal_paper_doi               10.1039/D4SC08179J
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C86 H40 N6 O6, 8(C4 H8 O)'
_chemical_formula_sum            'C118 H104 N6 O14'
_chemical_formula_weight         1830.07
_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     dual
_audit_creation_date             2023-12-04
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-08-17 deposited with the CCDC.	2025-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                71.702(3)
_cell_angle_beta                 89.043(3)
_cell_angle_gamma                88.782(3)
_cell_formula_units_Z            2
_cell_length_a                   14.7673(5)
_cell_length_b                   16.6167(7)
_cell_length_c                   20.5716(8)
_cell_measurement_reflns_used    41283
_cell_measurement_temperature    200
_cell_measurement_theta_max      64.30
_cell_measurement_theta_min      2.60
_cell_volume                     4791.3(3)
_computing_cell_refinement
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)
;
_computing_data_reduction
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.1, Darmstadt 2022
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200
_diffrn_detector                 'Eiger R 4M'
_diffrn_detector_area_resol_mean 13.33
_diffrn_detector_type            DECTRIS
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
 1857 frames, detector distance = 80 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'Stoe StadiVari'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34143
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            63770
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        53.597
_diffrn_reflns_theta_max         55.000
_diffrn_reflns_theta_min         2.604
_diffrn_source                   'Metal Jet D2+'
_diffrn_source_current           3.57
_diffrn_source_power             0.250
_diffrn_source_target            Ga
_diffrn_source_type              'Metal Jet D2+'
_diffrn_source_voltage           70
_exptl_absorpt_coefficient_mu    0.428
_exptl_absorpt_correction_T_max  0.9878
_exptl_absorpt_correction_T_min  0.9404
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(\m~2~-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1932
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.633
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1238
_refine_ls_number_reflns         17937
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.0811
_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^)+(0.1773P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2404
_refine_ls_wR_factor_ref         0.2587
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11919
_reflns_number_total             17937
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc08179j2.cif
_cod_data_source_block           da-si3
_cod_depositor_comments          'Adding full bibliography for 1574361.cif.'
_cod_database_code               1574361
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.939
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O14B-C18B
 1.43 with sigma of 0.02
 O14B-C15B
 1.43 with sigma of 0.02
3. Others
 Fixed Sof: O14A(0.5) C115(0.5) H11K(0.5) H11L(0.5) C116(0.5) H11M(0.5)
 H11N(0.5) C117(0.5) H11O(0.5) H11P(0.5) C118(0.5) H11Q(0.5) H11R(0.5)
 O14B(0.5) C15B(0.5) H15A(0.5) H15B(0.5) C16B(0.5) H16A(0.5) H16B(0.5)
 C17B(0.5) H17A(0.5) H17B(0.5) C18B(0.5) H18A(0.5) H18B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C87(H87A,H87B), C88(H88A,H88B), C89(H89A,H89B), C90(H90A,H90B), C91(H91A,
 H91B), C92(H92A,H92B), C93(H93A,H93B), C94(H94A,H94B), C95(H95A,H95B),
 C96(H96A,H96B), C97(H97A,H97B), C98(H98A,H98B), C99(H99A,H99B), C100(H10A,
 H10B), C101(H10C,H10D), C102(H10E,H10F), C103(H10G,H10H), C104(H10I,H10J),
 C105(H10K,H10L), C106(H10M,H10N), C107(H10O,H10P), C108(H10Q,H10R), C109(H10S,
 H10T), C110(H11A,H11B), C111(H11C,H11D), C112(H11E,H11F), C113(H11G,H11H),
 C114(H11I,H11J), C115(H11K,H11L), C116(H11M,H11N), C117(H11O,H11P), C118(H11Q,
 H11R), C15B(H15A,H15B), C16B(H16A,H16B), C17B(H17A,H17B), C18B(H18A,H18B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C12(H12), C13(H13), C20(H20), C21(H21), C22(H22),
 C26(H26), C27(H27), C29(H29), C30(H30), C32(H32), C33(H33), C35(H35), C36(H36),
  C38(H38), C39(H39), C41(H41), C42(H42), C44(H44), C45(H45), C46(H46),
 C47(H47), C50(H50), C51(H51), C53(H53), C60(H60), C62(H62), C63(H63), C66(H66),
  C67(H67), C69(H69), C76(H76), C78(H78), C79(H79), C82(H82), C83(H83),
 C84(H84), C85(H85)
;
_shelx_res_checksum              57471
_shelx_hkl_checksum              99605
_olex2_submission_special_instructions 'No special instructions were received'
_stoe_detector_distance          '80.0 mm'
_stoe_detector_pixelsize_x       '0.075 mm'
_stoe_detector_pixelsize_y       '0.075 mm'
_stoe_detector_size_x            '15.5 cm'
_stoe_detector_size_y            '16.2 cm'
_stoe_evaluation_integration_a   18.0
_stoe_evaluation_integration_b   0.4
_stoe_evaluation_integration_ems 0.014
_stoe_evaluation_lana_bis_l_even_max -
_stoe_evaluation_lana_bis_l_odd_max -
_stoe_evaluation_lana_bos_l_even_max 4
_stoe_evaluation_lana_bos_l_odd_max 1
_stoe_evaluation_lana_completeness 98.0
_stoe_evaluation_lana_dxs_max_order -
_stoe_evaluation_lana_dys_max_order -
_stoe_evaluation_lana_fs_max_order 3
_stoe_evaluation_lana_max_2theta_available 128.7
_stoe_evaluation_lana_max_2theta_desired 120.0
_stoe_evaluation_lana_mean_redundancy 3.4
_stoe_evaluation_lana_number_refls_after_or 71838
_stoe_evaluation_lana_number_refls_outliers 13647
_stoe_evaluation_lana_number_refls_total 85485
_stoe_evaluation_lana_number_refls_unique 21172
_stoe_evaluation_lana_number_refls_written 71838
_stoe_evaluation_lana_or_c1      0.035
_stoe_evaluation_lana_or_c2      0
_stoe_evaluation_lana_or_c3      0
_stoe_evaluation_lana_or_c4      0.7
_stoe_evaluation_lana_point_group -1
_stoe_evaluation_lana_table
;
2Theta          11.8   25.6   39.4   53.2   67.0   80.8   94.6  108.4  122.2
<Resolution>    5.41   2.86   1.90   1.48   1.21   1.04   0.91   0.83   0.78
N(total)         200    839   3563  12455  16005  14694  16507  13431   7791
<Redundancy>     1.6    1.5    2.4    4.7    4.4    3.5    3.5    2.8    2.5
Complet. [%%]    77.7   88.6   95.9  100.0   99.9   96.9   99.7   98.1   96.5
<I/sigma>      243.0   90.4   32.9   15.3   10.0    6.4    2.5    1.6    1.4
R(int)         0.024  0.028  0.034  0.039  0.052  0.068  0.150  0.216  0.248
;
_stoe_measurement_identifier     DA-SI3
_stoe_measurement_max_exposure_per_frame '2.0 s'
_stoe_measurement_mean_exposure_per_frame '2.0 s'
_stoe_measurement_min_exposure_per_frame '2.0 s'
_stoe_measurement_total_exposure_time '62 min'
_stoe_measurement_total_frame_number 1857
_stoe_measurement_total_run_number 22
_stoe_measurement_tube_power     '250 W'