Acetylene and terminal alkyne complexes of copper(i) supported by fluorinated pyrazolates: syntheses, structures, and transformations.
Parasar, Devaborniny; Ponduru, Tharun T.; Noonikara-Poyil, Anurag; Jayaratna, Naleen B.; Dias, H. V. Rasika; Dalton transactions (Cambridge, England : 2003) 48 (2019) 15782–15794; doi:10.1039/c9dt03350e

data_7701037
_publ_section_title
;
 Acetylene and terminal alkyne complexes of copper(i) supported by
 fluorinated pyrazolates: syntheses, structures, and transformations.
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15782
_journal_page_last               15794
_journal_paper_doi               10.1039/c9dt03350e
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C12 H4 Cu2 F12 N4'
_chemical_formula_sum            'C12 H4 Cu2 F12 N4'
_chemical_formula_weight         559.27
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-18 deposited with the CCDC.    2019-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                95.590(4)
_cell_angle_beta                 113.485(2)
_cell_angle_gamma                104.311(3)
_cell_formula_units_Z            2
_cell_length_a                   9.2461(15)
_cell_length_b                   9.4479(16)
_cell_length_c                   11.1313(18)
_cell_measurement_reflns_used    9930
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.14
_cell_measurement_theta_min      2.53
_cell_volume                     842.9(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.29
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18287
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.147
_diffrn_reflns_theta_min         2.459
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.657
_exptl_absorpt_correction_T_max  0.5638
_exptl_absorpt_correction_T_min  0.4671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0703 before and 0.0506 after correction. The Ratio of minimum to maximum transmission is 0.8285. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.204
_exptl_crystal_description       rods
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         4530
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0319
_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^)+(0.0336P)^2^+0.9779P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0746
_refine_ls_wR_factor_ref         0.0787
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3871
_reflns_number_total             4530
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03350e2.cif
_cod_data_source_block           rad573a_0m_a
_cod_depositor_comments
'Adding full bibliography for 7701037--7701042.cif.'
_cod_database_code               7701037
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.816
_shelx_estimated_absorpt_t_min   0.619
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C7A-C6 \\sim C7-C6 \\sim C8-C7A \\sim C8-C7 \\sim C2A-C1 \\sim C2-C1 \\sim
C3-C2A \\sim C3-C2
 with sigma of 0.005
 N2-C3 \\sim N2A-C3 \\sim N1-C1 \\sim N1A-C1 \\sim N3-C6 \\sim N3A-C6 \\sim
N4A-C8 \\sim N4-C8
 with sigma of 0.005
3. Restrained planarity
 N1A, C1, C2A, C3, N2A
 with sigma of 0.005
 N1, C1, C2, C3, N2
 with sigma of 0.005
 N3, N4, C8, C7, C6
 with sigma of 0.005
 N3A, N4A, C8, C7A, C6
 with sigma of 0.005
4. Uiso/Uaniso restraints and constraints
C7 \\sim C7A \\sim C2 \\sim C2A: within 1.7A with sigma of 0.002 and sigma for
terminal atoms of 0.002
Uanis(N2A) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(N3A)
\\sim Ueq: with sigma of 0.004 and sigma for terminal atoms of 0.004
Uanis(C12A) \\sim Ueq, Uanis(C11A) \\sim Ueq: with sigma of 0.004 and sigma for
terminal atoms of 0.004
5. Rigid body (RIGU) restrains
 C2A, C2, C7, C7A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 N2A, N1A, N4A, N3A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C11A, C12A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
6. Others
 Sof(Cu1A)=Sof(Cu2A)=Sof(N1A)=Sof(N2A)=Sof(N3A)=Sof(N4A)=Sof(C11A)=Sof(H11A)=
 Sof(C12A)=Sof(H12A)=Sof(C2A)=Sof(H2A)=Sof(C7A)=Sof(H7A)=1-FVAR(1)
 Sof(Cu1)=Sof(Cu2)=Sof(N3)=Sof(N4)=Sof(N1)=Sof(N2)=Sof(C11)=Sof(H11)=Sof(C12)=
 Sof(H12)=Sof(C2)=Sof(H2)=Sof(C7)=Sof(H7)=FVAR(1)
7.a Ternary CH refined with riding coordinates:
 C11(H11), C12(H12), C11A(H11A), C12A(H12A)
7.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C2A(H2A), C7A(H7A)
;
_shelx_res_checksum              11588
_olex2_submission_special_instructions 'No special instructions were received'