Multitopic 3,2':6',3''-terpyridine ligands as 4-connecting nodes in two-dimensional 4,4-networks
Manfroni, Giacomo; Spingler, Bernhard; Prescimone, Alessandro; Constable, Edwin C.; Housecroft, Catherine E.; CrystEngComm  (2022) –; doi:10.1039/D2CE01130A

data_7245555
_publ_section_title
;
 Multitopic 3,2':6',3''-terpyridine ligands as 4-connecting nodes in
 two-dimensional 4,4-networks
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE01130A
_journal_year                    2022
_chemical_formula_moiety
'C74 H48 Cu2 F24 N6 O10, 1.8(C6 H5 Cl), 2(C3 H2 Cl0.5)'
_chemical_formula_sum            'C90.8 H61 Cl2.8 Cu2 F24 N6 O10'
_chemical_formula_weight         2078.39
_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             2021-06-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-03-29 deposited with the CCDC.	2022-09-23 downloaded from the CCDC.
;
_cell_angle_alpha                100.053(2)
_cell_angle_beta                 94.071(2)
_cell_angle_gamma                97.071(2)
_cell_formula_units_Z            1
_cell_length_a                   8.9544(2)
_cell_length_b                   15.7417(4)
_cell_length_c                   16.3905(4)
_cell_measurement_reflns_used    19345
_cell_measurement_temperature    160.00(10)
_cell_measurement_theta_max      79.2990
_cell_measurement_theta_min      2.7120
_cell_volume                     2247.46(10)
_computing_cell_refinement       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -122.00 -33.00   0.50    0.60    --  -49.37 -57.00-120.00  178
  2  \w    -65.00  24.00   0.50    0.60    --  -49.37  57.00 150.00  178
  3  \w   -122.00 -33.00   0.50    0.60    --  -49.37 -57.00   0.00  178
  4  \w   -104.00 -33.00   0.50    0.60    --  -49.37 -57.00  60.00  142
  5  \w   -113.00 -33.00   0.50    0.60    --  -49.37 -57.00 120.00  160
  6  \w   -102.00 -34.00   0.50    0.60    --  -49.37 -57.00 -60.00  136
  7  \w    -77.00 -34.00   0.50    0.60    --  -49.37 -57.00  30.00   86
  8  \w    -68.00 -33.00   0.50    0.60    --  -49.37 -57.00-180.00   70
  9  \w    -65.00 -28.00   0.50    0.60    --  -49.37  57.00 -90.00   74
 10  \w    -71.00 -33.00   0.50    0.60    --  -49.37 -56.00-139.18   76
 11  \w   -103.00 -33.00   0.50    0.60    --  -49.37 -57.00 150.00  140
 12  \w      2.00  63.00   0.50    0.60    --   49.37 -60.00   5.07  122
 13  \w     33.00  93.00   0.50    0.60    --   49.37  57.00 150.00  120
 14  \w     41.00  66.00   0.50    0.60    --   49.37 -57.00 -60.00   50
 15  \w     33.00  71.00   0.50    0.60    --   49.37  60.00 -65.81   76
 16  \w     34.00  82.00   0.50    0.60    --   49.37  57.00  30.00   96
 17  \w    -73.00 -46.00   0.50    2.40    --  -88.50  60.00  22.28   54
 18  \w   -104.00 -57.00   0.50    2.40    --  -88.50  60.00 -45.21   94
 19  \w    -76.00 -49.00   0.50    2.40    --  -88.50  60.00-156.88   54
 20  \w     40.00  67.00   0.50    2.40    --  110.00 -60.00-156.77   54
 21  \w     77.00 122.00   0.50    2.40    --  110.00 -45.00  30.00   90
 22  \w    153.00 178.00   0.50    2.40    --  110.00  15.00 -60.00   50
 23  \w     43.00  69.00   0.50    2.40    --  110.00 -45.00  30.00   52
 24  \w     77.00 104.00   0.50    2.40    --  110.00 -60.00 -96.31   54
 25  \w     75.00 102.00   0.50    2.40    --  110.00 -60.00 162.76   54
 26  \w     97.00 178.00   0.50    2.40    --  110.00  30.00-120.00  162
 27  \w     39.00  95.00   0.50    2.40    --  110.00 -60.00  30.90  112
 28  \w     30.00  58.00   0.50    2.40    --  110.00 -15.00-120.00   56
 29  \w     94.00 126.00   0.50    2.40    --  110.00 -15.00-120.00   64
 30  \w    102.00 132.00   0.50    2.40    --  110.00  15.00 -60.00   60
 31  \w     38.00  69.00   0.50    2.40    --  110.00 -60.00  11.81   62
 32  \w     85.00 123.00   0.50    2.40    --  110.00 -30.00 -30.00   76
 33  \w     45.00  71.00   0.50    2.40    --  110.00 -30.00 -30.00   52
 34  \w     39.00 111.00   0.50    2.40    --  110.00 -60.00 -46.49  144
 35  \w     70.00 104.00   0.50    2.40    --  110.00 -60.00 115.50   68
 36  \w     34.00  70.00   0.50    2.40    --  110.00 -45.00 -90.00   72
 37  \w     37.00 126.00   0.50    2.40    --  110.00 -58.00-107.86  178
 38  \w     38.00 126.00   0.50    2.40    --  110.00 -60.00  82.09  176
 39  \w     74.00 101.00   0.50    2.40    --  110.00 -60.00  -7.20   54
 40  \w    110.00 169.00   0.50    2.40    --  110.00  30.00-150.00  118
 41  \w     96.00 176.00   0.50    2.40    --  110.00  30.00-180.00  160
 42  \w     74.00 101.00   0.50    2.40    --  110.00 -60.00 -76.30   54
 43  \w     72.00  99.00   0.50    2.40    --  110.00 -60.00  45.98   54
 44  \w     97.00 167.00   0.50    2.40    --  110.00  30.00 -90.00  140
 45  \w    102.00 177.00   0.50    2.40    --  110.00  39.00 139.64  150
 46  \w     81.00 108.00   0.50    2.40    --  110.00 -60.00 179.57   54
 47  \w     64.00  96.00   0.50    2.40    --  110.00 -60.00-123.93   64
 48  \w     70.00 110.00   0.50    2.40    --  110.00 -60.00-156.77   80
 49  \w     75.00 102.00   0.50    2.40    --  110.00 -60.00-163.56   54
 50  \w     43.00 126.00   0.50    2.40    --  110.00 -60.00 145.08  166
 51  \w     84.00 111.00   0.50    2.40    --  110.00 -60.00  11.81   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1702529000
_diffrn_orient_matrix_UB_12      -0.0040366000
_diffrn_orient_matrix_UB_13      0.0103252000
_diffrn_orient_matrix_UB_21      -0.0366131000
_diffrn_orient_matrix_UB_22      -0.0485047000
_diffrn_orient_matrix_UB_23      -0.0906981000
_diffrn_orient_matrix_UB_31      0.0005959000
_diffrn_orient_matrix_UB_32      -0.0877562000
_diffrn_orient_matrix_UB_33      0.0293530000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33912
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.570
_diffrn_reflns_theta_min         2.750
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.342
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.286
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.96a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_description       prism
_exptl_crystal_F_000             1049
_exptl_crystal_size_max          0.504
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.075
_refine_diff_density_max         2.229
_refine_diff_density_min         -1.086
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     714
_refine_ls_number_reflns         8919
_refine_ls_number_restraints     208
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1035
_refine_ls_R_factor_gt           0.0932
_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^)+(0.1855P)^2^+4.0472P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2661
_refine_ls_wR_factor_ref         0.2839
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7542
_reflns_number_total             8919
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce01130a2.cif
_cod_data_source_block           bs210602_mag199_3
_cod_original_formula_sum        'C90.80 H61 Cl2.80 Cu2 F24 N6 O10'
_cod_database_code               7245555
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C106 H90 N10 O24 Cl3 Zn'
_reflns_odcompleteness_completeness 93.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl41-C41
 1.74 with sigma of 0.02
 C41-C42 = C41-C46 = C45-C46
 1.39 with sigma of 0.02
 C42-C43 = C44-C45
 1.4 with sigma of 0.02
 C43-C44
 1.36 with sigma of 0.02
 C49-C50 = C51-C52
 1.4 with sigma of 0.02
 C50-C51
 1.36 with sigma of 0.02
 C48-C49 = C48-C53 = C52-C53
 1.39 with sigma of 0.02
 Cl43-C48
 1.74 with sigma of 0.02
 Cl44-C54
 1.74 with sigma of 0.02
 C56-C57
 1.36 with sigma of 0.02
 C54-C55 = C54-C59 = C58-C59
 1.39 with sigma of 0.02
 C55-C56 = C57-C58
 1.4 with sigma of 0.02
 C33B-F9B
 1.3 with sigma of 0.02
 C33-F7
 1.3 with sigma of 0.02
 C43-C45
 2.39 with sigma of 0.04
 C41-C43 = C42-C44
 2.4 with sigma of 0.04
 Cl41-C46
 2.71 with sigma of 0.04
 C41-C45
 2.38 with sigma of 0.04
 C44-C46
 2.43 with sigma of 0.04
 Cl41-C42
 2.7 with sigma of 0.04
 C50-C52
 2.39 with sigma of 0.04
 C48-C50 = C49-C51
 2.4 with sigma of 0.04
 C51-C53
 2.43 with sigma of 0.04
 Cl43-C49
 2.7 with sigma of 0.04
 Cl43-C53
 2.71 with sigma of 0.04
 C48-C52
 2.38 with sigma of 0.04
 C57-C59
 2.43 with sigma of 0.04
 Cl44-C59
 2.71 with sigma of 0.04
 C54-C58
 2.38 with sigma of 0.04
 C56-C58
 2.39 with sigma of 0.04
 Cl44-C55
 2.7 with sigma of 0.04
 C54-C56 = C55-C57
 2.4 with sigma of 0.04
 C41-C42 \\sim C42-C43 \\sim C43-C44 \\sim C44-C45 \\sim C45-C46 \\sim C46-C41
 with sigma of 0.02
 C41-C43 \\sim C43-C45 \\sim C42-C46 \\sim C42-C44 \\sim C44-C46 \\sim C41-C45
 with sigma of 0.02
 Cl41-C42 \\sim Cl41-C46
 with sigma of 0.02
 Cl43-C49 \\sim Cl43-C53
 with sigma of 0.02
 C48-C49 \\sim C49-C50 \\sim C50-C51 \\sim C51-C52 \\sim C52-C53 \\sim C53-C48
 with sigma of 0.02
 C48-C50 \\sim C50-C52 \\sim C49-C53 \\sim C49-C51 \\sim C51-C53 \\sim C48-C52
 with sigma of 0.02
 C54-C56 \\sim C56-C58 \\sim C55-C59 \\sim C55-C57 \\sim C57-C59 \\sim C54-C58
 with sigma of 0.02
 Cl44-C55 \\sim Cl44-C59
 with sigma of 0.02
 C54-C55 \\sim C55-C56 \\sim C56-C57 \\sim C57-C58 \\sim C58-C59 \\sim C59-C54
 with sigma of 0.02
 F8B-F9B \\sim F9B-F7B
 with sigma of 0.02
 F7-F9 \\sim F9-F8
 with sigma of 0.02
3. Restrained planarity
 Cl41, C41, C42, C43, C44, C45, C46
 with sigma of 0.1
 Cl43, C48, C49, C50, C51, C52, C53
 with sigma of 0.1
 Cl44, C54, C55, C56, C57, C58, C59
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Cl41 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Cl43 \\sim C48 \\sim C49 \\sim C50 \\sim C51 \\sim C52 \\sim C53: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Cl44 \\sim C54 \\sim C55 \\sim C56 \\sim C57 \\sim C58 \\sim C59: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 Cl41, C41, C42, C43, C44, C45, C46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl43, C48, C49, C50, C51, C52, C53
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl44, C54, C55, C56, C57, C58, C59
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F7, F8, F9, C33
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F7B, F8B, F9B, C33B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=Sof(C33)=Sof(C34)=Sof(C35)=
 Sof(H35)=Sof(C36)=Sof(C37)=1-FVAR(1)
 Sof(F7B)=Sof(F8B)=Sof(F9B)=Sof(F10B)=Sof(F11B)=Sof(F12B)=Sof(C33B)=Sof(C34B)=
 Sof(C35B)=Sof(H35B)=Sof(C36B)=Sof(C37B)=FVAR(1)
 Fixed Sof: Cl44(0.4) Cl42(0.25) Cl43(0.25) Cl41(0.5) C54(0.4) C55(0.4)
 H55(0.4) C56(0.4) H56(0.4) C57(0.4) H57(0.4) C58(0.4) H58(0.4) C59(0.4)
 H59(0.4) C48(0.5) C49(0.5) H49(0.5) C50(0.5) C51(0.5) H51(0.5) C52(0.5)
 H52(0.5) C53(0.5) H53(0.5) C41(0.5) C42(0.5) H42(0.5) C43(0.5) H43(0.5)
 C44(0.5) H44(0.5) C45(0.5) H45(0.5) C46(0.5) H46(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
7.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C7(H7), C9(H9), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C30(H30), C35B(H35B), C55(H55), C56(H56), C57(H57), C58(H58), C59(H59),
 C35(H35), C49(H49), C51(H51), C52(H52), C53(H53), C42(H42), C43(H43), C44(H44),
  C45(H45), C46(H46)
;
_shelx_res_checksum              79934
_shelx_hkl_checksum              87432
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.231
_oxdiff_exptl_absorpt_empirical_full_min 0.506