The effects of introducing terminal alkenyl substituents into the 2,2'-bipyridine domain in [Cu(N^N)(P^P)]+ coordination compounds
Wöhler, Jannika; Meyer, Marco; Prescimone, Alessandro; Constable, Edwin C.; Housecroft, Catherine E.; Dalton Transactions  (2022) –; doi:10.1039/D2DT01799G

data_7710953
_publ_section_title
;
 The effects of introducing terminal alkenyl substituents into the
 2,2'-bipyridine domain in [Cu(N^N)(P^P)]+ coordination compounds
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01799G
_journal_year                    2022
_chemical_formula_moiety         'C56 H52 Cu N2 O P2, F6 P, 0.5[C4H10O]'
_chemical_formula_sum            'C58 H57 Cu F6 N2 O1.5 P3'
_chemical_formula_weight         1076.50
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-01
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_audit_update_record
;
2022-05-06 deposited with the CCDC.	2022-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                88.374(2)
_cell_angle_beta                 73.464(2)
_cell_angle_gamma                67.052(2)
_cell_formula_units_Z            2
_cell_length_a                   11.7231(3)
_cell_length_b                   14.5309(4)
_cell_length_c                   17.2049(4)
_cell_measurement_reflns_used    107226
_cell_measurement_temperature    150
_cell_measurement_theta_max      73.05
_cell_measurement_theta_min      2.69
_cell_volume                     2575.89(13)
_computing_cell_refinement
;
X-Area Recipe 1.36.0.0 (STOE, 2020)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.170.0 (STOE, 2020)
;
_computing_data_reduction
;
X-Area Integrate 1.78.3.0 (STOE, 2020)
X-Area LANA 1.83.8.0 (STOE, 2020)
;
_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 1.90, Darmstadt 2020
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M'
_diffrn_detector_area_resol_mean 13.33
_diffrn_detector_type            'DECTRIS EIGER2 1M'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI Cu'
_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  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            44238
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         72.784
_diffrn_reflns_theta_min         2.691
_diffrn_source                   'Axo Cu'
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    2.030
_exptl_absorpt_correction_T_max  0.2403
_exptl_absorpt_correction_T_min  0.091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens in: F. R. Ahmed (Editor), ?Crystallographic Computing?, Munksgaard,
Copenhagen (1970), 255 - 270. Afterwards scaling of reflection intensities was
performed within STOE LANA. J. Koziskova, F. Hahn, J. Richter, J. Kozisek, Acta
Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Finally a spherical absorption correction was done within STOE LANA.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_description       block
_exptl_crystal_F_000             1118
_exptl_crystal_recrystallization_method
;
The material was recrystallised from a mixture of DCM and Et2O
by solvent layering
;
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.351
_refine_diff_density_min         -1.585
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     634
_refine_ls_number_reflns         9903
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0688
_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^)+(0.1330P)^2^+2.1140P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2012
_refine_ls_wR_factor_ref         0.2053
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9076
_reflns_number_total             9903
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt01799g2.cif
_cod_data_source_block           woj078_150k
_cod_original_cell_volume        2575.89(12)
_cod_original_formula_sum        'C58 H57 Cu F6 N2 O1.50 P3'
_cod_database_code               7710953
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.750
_shelx_estimated_absorpt_t_min   0.652
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 C58-C57 = C15-C14
 1.34 with sigma of 0.005
 C58-C13
 2.45 with sigma of 0.005
 C57-C13 \\sim C14-C13
 with sigma of 0.02
 C58-C57 \\sim C15-C14
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C58) = Uanis(C57)
4. Others
 Fixed Sof: C15(0.75) H15A(0.75) H15B(0.75) H13C(0.25) H13D(0.25) H13A(0.75)
 H13B(0.75) C14(0.75) H14(0.75) C57(0.25) H57(0.25) C58(0.25) H58A(0.25)
 H58B(0.25)
5.a Riding coordinates:
 C11(H11A,H11B), C15(H15A,H15B), C12(H12A,H12B), C13(H13C,H13D), C13(H13A,
 H13B), C58(H58A,H58B)
5.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B)
5.c Aromatic/amide H refined with riding coordinates:
 C38(H38), C46(H46), C35(H35), C28(H28), C36(H36), C29(H29), C32(H32),
 C44(H44), C22(H22), C50(H50), C41(H41), C30(H30), C43(H43), C42(H42), C31(H31),
  C4(H4), C37(H37), C52(H52), C9(H9), C2(H2), C3(H3), C47(H47), C23(H23),
 C26(H26), C7(H7), C49(H49), C48(H48), C53(H53), C25(H25), C8(H8), C24(H24),
 C56(H56), C19(H19), C54(H54), C55(H55), C14(H14), C57(H57)
5.d X=CH2 refined with riding coordinates:
 C20(H20A,H20B)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              42545
_shelx_fab_checksum              74960
_olex2_date_sample_data_collection 2021-11-19
_olex2_date_sample_submission    2021-11-05
_olex2_exptl_crystal_mounting_method
;
The crystal was mounted on a mylar loop in perfluoroether oil
;
_olex2_submission_original_sample_id WOJ078
_olex2_submission_special_instructions 'No special instructions were received'