#------------------------------------------------------------------------------
#$Date: 2022-11-07 07:39:29 +0200 (Mon, 07 Nov 2022) $
#$Revision: 279010 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/18/7061838.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7061838
loop_
_publ_author_name
'Castro, Jesús'
'Ferraro, Valentina'
'Bortoluzzi, Marco'
_publ_section_title
;
 Visible-emitting Cu(i) complexes with N-functionalized
 benzotriazole-based ligands
;
_journal_issue                   39
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18938
_journal_page_last               18951
_journal_paper_doi               10.1039/D2NJ03165E
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C29 H52 Cu N6 O2 P2, B F4'
_chemical_formula_sum            'C29 H52 B Cu F4 N6 O2 P2'
_chemical_formula_weight         729.05
_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_method           SHELXL-2018/3
_audit_update_record
;
2021-09-23 deposited with the CCDC.	2022-09-08 downloaded from the CCDC.
;
_cell_angle_alpha                95.446(3)
_cell_angle_beta                 100.595(2)
_cell_angle_gamma                93.419(2)
_cell_formula_units_Z            2
_cell_length_a                   10.1027(6)
_cell_length_b                   12.8600(9)
_cell_length_c                   13.8962(10)
_cell_measurement_reflns_used    9770
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.70
_cell_volume                     1761.1(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Incoatec HeliosTM multilayer optics'
_diffrn_radiation_source         'Incoatec high brillance I\muS microsource'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            109259
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.329
_diffrn_reflns_theta_min         2.057
_exptl_absorpt_coefficient_mu    0.768
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_description       prism
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.282
_exptl_crystal_size_mid          0.255
_exptl_crystal_size_min          0.173
_refine_diff_density_max         0.728
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         8766
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0291
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0395P)²+1.1647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0755
_refine_ls_wR_factor_ref         0.0771
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8168
_reflns_number_total             8766
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj03165e3.cif
_cod_data_source_block           '[Cu(MeO-trz-btz)(PiPr3)2]+'
_cod_depositor_comments
'Adding full bibliography for 7061834--7061843.cif.'
_cod_database_code               7061838
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.813
_shelx_estimated_absorpt_t_max   0.879
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.77844(2) 0.26126(2) 0.77134(2) 0.01306(5) Uani 1 1 d . . . . .
N1 N 0.62833(12) 0.46672(9) 0.82928(9) 0.0182(2) Uani 1 1 d . . . . .
N2 N 0.64242(11) 0.38536(9) 0.77129(8) 0.0159(2) Uani 1 1 d . . . . .
N3 N 0.55682(11) 0.38713(9) 0.68130(8) 0.0139(2) Uani 1 1 d . . . . .
C4 C 0.48596(13) 0.47553(10) 0.68363(10) 0.0154(2) Uani 1 1 d . . . . .
C5 C 0.38872(14) 0.51673(11) 0.61534(11) 0.0182(3) Uani 1 1 d . . . . .
H5 H 0.356476 0.482557 0.550878 0.022 Uiso 1 1 calc R U . . .
C6 C 0.34267(15) 0.61051(12) 0.64789(12) 0.0225(3) Uani 1 1 d . . . . .
H6 H 0.275719 0.641113 0.604516 0.027 Uiso 1 1 calc R U . . .
C7 C 0.39140(16) 0.66231(12) 0.74301(12) 0.0257(3) Uani 1 1 d . . . . .
H7 H 0.357781 0.727210 0.761411 0.031 Uiso 1 1 calc R U . . .
C8 C 0.48667(16) 0.62096(12) 0.80990(12) 0.0234(3) Uani 1 1 d . . . . .
H8 H 0.519032 0.655473 0.874207 0.028 Uiso 1 1 calc R U . . .
C9 C 0.53354(14) 0.52551(11) 0.77846(10) 0.0175(3) Uani 1 1 d . . . . .
N11 N 0.64899(11) 0.23847(9) 0.62851(8) 0.0142(2) Uani 1 1 d . . . . .
C12 C 0.55660(12) 0.30589(10) 0.60699(9) 0.0131(2) Uani 1 1 d . . . . .
N13 N 0.46524(11) 0.30576(9) 0.52521(8) 0.0146(2) Uani 1 1 d . . . . .
C14 C 0.47084(13) 0.22352(10) 0.45931(10) 0.0145(2) Uani 1 1 d . . . . .
N15 N 0.55646(11) 0.14803(9) 0.47024(8) 0.0149(2) Uani 1 1 d . . . . .
C16 C 0.64258(13) 0.15984(10) 0.55523(10) 0.0138(2) Uani 1 1 d . . . . .
O1 O 0.38465(10) 0.21129(8) 0.37477(7) 0.0185(2) Uani 1 1 d . . . . .
C17 C 0.28826(14) 0.28976(12) 0.35640(11) 0.0204(3) Uani 1 1 d . . . . .
H17A H 0.232394 0.292480 0.407116 0.031 Uiso 1 1 calc R U . . .
H17B H 0.230421 0.271394 0.291477 0.031 Uiso 1 1 calc R U . . .
H17C H 0.336880 0.358389 0.358207 0.031 Uiso 1 1 calc R U . . .
O2 O 0.73202(10) 0.09130(7) 0.57721(7) 0.01700(19) Uani 1 1 d . . . . .
C18 C 0.74056(14) 0.00689(11) 0.50165(10) 0.0181(3) Uani 1 1 d . . . . .
H18A H 0.652660 -0.033300 0.481563 0.027 Uiso 1 1 calc R U . . .
H18B H 0.808839 -0.039361 0.527923 0.027 Uiso 1 1 calc R U . . .
H18C H 0.765953 0.036464 0.444551 0.027 Uiso 1 1 calc R U . . .
P2 P 0.98589(3) 0.32459(3) 0.74963(3) 0.01508(7) Uani 1 1 d . . . . .
C31 C 0.99211(14) 0.45916(11) 0.71271(11) 0.0200(3) Uani 1 1 d . . . . .
H31 H 1.086247 0.478186 0.703910 0.024 Uiso 1 1 calc R U . . .
C32 C 0.95918(16) 0.53850(12) 0.79272(13) 0.0282(3) Uani 1 1 d . . . . .
H32A H 0.967028 0.609227 0.772519 0.042 Uiso 1 1 calc R U . . .
H32B H 1.022650 0.535063 0.854598 0.042 Uiso 1 1 calc R U . . .
H32C H 0.866806 0.521938 0.802190 0.042 Uiso 1 1 calc R U . . .
C33 C 0.89645(16) 0.46485(13) 0.61403(12) 0.0277(3) Uani 1 1 d . . . . .
H33A H 0.803356 0.446096 0.620695 0.042 Uiso 1 1 calc R U . . .
H33B H 0.921487 0.415846 0.563197 0.042 Uiso 1 1 calc R U . . .
H33C H 0.903467 0.536235 0.595254 0.042 Uiso 1 1 calc R U . . .
C34 C 1.03409(14) 0.24561(11) 0.64309(10) 0.0197(3) Uani 1 1 d . . . . .
H34 H 0.958063 0.247484 0.586091 0.024 Uiso 1 1 calc R U . . .
C35 C 1.04337(15) 0.13058(12) 0.65927(12) 0.0235(3) Uani 1 1 d . . . . .
H35A H 1.050046 0.089902 0.597273 0.035 Uiso 1 1 calc R U . . .
H35B H 0.962440 0.104595 0.681861 0.035 Uiso 1 1 calc R U . . .
H35C H 1.123598 0.123213 0.709088 0.035 Uiso 1 1 calc R U . . .
C36 C 1.16153(17) 0.28645(14) 0.60945(13) 0.0295(3) Uani 1 1 d . . . . .
H36A H 1.240345 0.282981 0.661660 0.044 Uiso 1 1 calc R U . . .
H36B H 1.153399 0.359264 0.595293 0.044 Uiso 1 1 calc R U . . .
H36C H 1.172486 0.243282 0.549841 0.044 Uiso 1 1 calc R U . . .
C37 C 1.13248(14) 0.32435(12) 0.85269(11) 0.0214(3) Uani 1 1 d . . . . .
H37 H 1.166988 0.253290 0.845502 0.026 Uiso 1 1 calc R U . . .
C38 C 1.08984(17) 0.33574(15) 0.95315(12) 0.0311(4) Uani 1 1 d . . . . .
H38A H 1.168219 0.329983 1.005086 0.047 Uiso 1 1 calc R U . . .
H38B H 1.019756 0.280260 0.954913 0.047 Uiso 1 1 calc R U . . .
H38C H 1.054245 0.404281 0.963737 0.047 Uiso 1 1 calc R U . . .
C39 C 1.25319(15) 0.40336(14) 0.85334(12) 0.0278(3) Uani 1 1 d . . . . .
H39A H 1.228571 0.474502 0.869968 0.042 Uiso 1 1 calc R U . . .
H39B H 1.277574 0.397988 0.788075 0.042 Uiso 1 1 calc R U . . .
H39C H 1.330336 0.387930 0.902411 0.042 Uiso 1 1 calc R U . . .
P1 P 0.72030(3) 0.13369(3) 0.86199(2) 0.01367(7) Uani 1 1 d . . . . .
C21 C 0.81015(15) 0.01464(11) 0.83779(11) 0.0204(3) Uani 1 1 d . . . . .
H21 H 0.794135 -0.001715 0.764590 0.024 Uiso 1 1 calc R U . . .
C22 C 0.96324(16) 0.04040(13) 0.87148(12) 0.0268(3) Uani 1 1 d . . . . .
H22A H 0.985744 0.049226 0.943597 0.040 Uiso 1 1 calc R U . . .
H22B H 0.990264 0.105370 0.846160 0.040 Uiso 1 1 calc R U . . .
H22C H 1.011294 -0.016990 0.846156 0.040 Uiso 1 1 calc R U . . .
C23 C 0.76546(18) -0.08567(12) 0.87831(13) 0.0291(3) Uani 1 1 d . . . . .
H23A H 0.817592 -0.142914 0.858002 0.044 Uiso 1 1 calc R U . . .
H23B H 0.669092 -0.104033 0.852478 0.044 Uiso 1 1 calc R U . . .
H23C H 0.781099 -0.074242 0.950370 0.044 Uiso 1 1 calc R U . . .
C24 C 0.76404(14) 0.17188(11) 0.99733(10) 0.0188(3) Uani 1 1 d . . . . .
H24 H 0.862169 0.161477 1.017460 0.023 Uiso 1 1 calc R U . . .
C25 C 0.69015(17) 0.10742(13) 1.06162(11) 0.0258(3) Uani 1 1 d . . . . .
H25A H 0.730683 0.126918 1.131154 0.039 Uiso 1 1 calc R U . . .
H25B H 0.698003 0.032665 1.044365 0.039 Uiso 1 1 calc R U . . .
H25C H 0.594571 0.121517 1.050412 0.039 Uiso 1 1 calc R U . . .
C26 C 0.75006(17) 0.28920(12) 1.02186(11) 0.0254(3) Uani 1 1 d . . . . .
H26A H 0.654607 0.303167 1.006283 0.038 Uiso 1 1 calc R U . . .
H26B H 0.801404 0.329803 0.982844 0.038 Uiso 1 1 calc R U . . .
H26C H 0.785264 0.309509 1.092103 0.038 Uiso 1 1 calc R U . . .
C27 C 0.54044(14) 0.08335(11) 0.83880(10) 0.0189(3) Uani 1 1 d . . . . .
H27 H 0.530614 0.030033 0.885448 0.023 Uiso 1 1 calc R U . . .
C28 C 0.49527(16) 0.02906(13) 0.73376(11) 0.0273(3) Uani 1 1 d . . . . .
H28A H 0.404679 -0.006029 0.726800 0.041 Uiso 1 1 calc R U . . .
H28B H 0.558698 -0.022842 0.720614 0.041 Uiso 1 1 calc R U . . .
H28C H 0.493544 0.081335 0.686708 0.041 Uiso 1 1 calc R U . . .
C29 C 0.44812(15) 0.16993(13) 0.85768(13) 0.0284(3) Uani 1 1 d . . . . .
H29A H 0.458609 0.224749 0.814641 0.043 Uiso 1 1 calc R U . . .
H29B H 0.472544 0.200065 0.926633 0.043 Uiso 1 1 calc R U . . .
H29C H 0.354008 0.140469 0.843864 0.043 Uiso 1 1 calc R U . . .
B B 0.06310(17) 0.80720(13) 0.66440(13) 0.0231(3) Uani 1 1 d . . . . .
F1 F 0.03390(12) 0.79476(9) 0.75681(8) 0.0391(2) Uani 1 1 d . . . . .
F2 F 0.04725(11) 0.70930(8) 0.60921(8) 0.0368(2) Uani 1 1 d . . . . .
F3 F 0.19543(11) 0.84943(10) 0.67579(9) 0.0443(3) Uani 1 1 d . . . . .
F4 F -0.02543(12) 0.87185(8) 0.61661(10) 0.0472(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N11 Cu N2 74.70(4) . . ?
N11 Cu P1 108.78(3) . . ?
N2 Cu P1 110.96(3) . . ?
N11 Cu P2 107.08(3) . . ?
N2 Cu P2 110.61(3) . . ?
P1 Cu P2 130.506(14) . . ?
N2 N1 C9 108.23(11) . . ?
N1 N2 N3 109.22(11) . . ?
N1 N2 Cu 137.03(9) . . ?
N3 N2 Cu 113.19(8) . . ?
C4 N3 N2 109.52(10) . . ?
C4 N3 C12 131.81(11) . . ?
N2 N3 C12 118.67(10) . . ?
N3 C4 C9 103.52(11) . . ?
N3 C4 C5 134.13(13) . . ?
C9 C4 C5 122.35(12) . . ?
C6 C5 C4 115.62(13) . . ?
C5 C6 C7 122.46(14) . . ?
C8 C7 C6 121.51(14) . . ?
C7 C8 C9 116.79(14) . . ?
N1 C9 C4 109.50(12) . . ?
N1 C9 C8 129.24(13) . . ?
C4 C9 C8 121.25(13) . . ?
C12 N11 C16 112.52(11) . . ?
C12 N11 Cu 118.37(9) . . ?
C16 N11 Cu 129.03(9) . . ?
N11 C12 N13 128.58(12) . . ?
N11 C12 N3 114.74(11) . . ?
N13 C12 N3 116.67(11) . . ?
C12 N13 C14 112.26(11) . . ?
O1 C14 N15 113.95(12) . . ?
O1 C14 N13 119.55(12) . . ?
N15 C14 N13 126.49(12) . . ?
C16 N15 C14 114.05(11) . . ?
O2 C16 N15 121.16(12) . . ?
O2 C16 N11 112.76(11) . . ?
N15 C16 N11 126.07(12) . . ?
C14 O1 C17 117.74(11) . . ?
C16 O2 C18 117.72(10) . . ?
C31 P2 C37 105.34(7) . . ?
C31 P2 C34 102.63(7) . . ?
C37 P2 C34 104.87(7) . . ?
C31 P2 Cu 114.68(5) . . ?
C37 P2 Cu 118.30(5) . . ?
C34 P2 Cu 109.49(5) . . ?
C32 C31 C33 110.63(13) . . ?
C32 C31 P2 111.23(11) . . ?
C33 C31 P2 111.06(10) . . ?
C35 C34 C36 109.37(13) . . ?
C35 C34 P2 112.34(10) . . ?
C36 C34 P2 116.34(10) . . ?
C38 C37 C39 109.73(13) . . ?
C38 C37 P2 111.86(10) . . ?
C39 C37 P2 116.21(11) . . ?
C27 P1 C21 103.55(7) . . ?
C27 P1 C24 104.64(6) . . ?
C21 P1 C24 106.21(7) . . ?
C27 P1 Cu 117.37(5) . . ?
C21 P1 Cu 110.39(5) . . ?
C24 P1 Cu 113.65(5) . . ?
C23 C21 C22 110.26(12) . . ?
C23 C21 P1 117.66(11) . . ?
C22 C21 P1 109.59(10) . . ?
C25 C24 C26 110.15(12) . . ?
C25 C24 P1 116.59(10) . . ?
C26 C24 P1 110.91(10) . . ?
C29 C27 C28 109.96(13) . . ?
C29 C27 P1 111.92(10) . . ?
C28 C27 P1 111.33(10) . . ?
F4 B F3 110.64(14) . . ?
F4 B F1 109.85(15) . . ?
F3 B F1 108.94(13) . . ?
F4 B F2 108.71(13) . . ?
F3 B F2 109.99(14) . . ?
F1 B F2 108.69(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N11 2.1505(11) . ?
Cu N2 2.1672(11) . ?
Cu P1 2.2744(4) . ?
Cu P2 2.2853(4) . ?
N1 N2 1.2900(16) . ?
N1 C9 1.3879(18) . ?
N2 N3 1.3864(15) . ?
N3 C4 1.3801(16) . ?
N3 C12 1.3971(16) . ?
C4 C9 1.3964(19) . ?
C4 C5 1.4004(19) . ?
C5 C6 1.3844(19) . ?
C6 C7 1.410(2) . ?
C7 C8 1.378(2) . ?
C8 C9 1.4019(19) . ?
N11 C12 1.3251(16) . ?
N11 C16 1.3550(17) . ?
C12 N13 1.3256(17) . ?
N13 C14 1.3427(17) . ?
C14 O1 1.3174(16) . ?
C14 N15 1.3392(17) . ?
N15 C16 1.3219(17) . ?
C16 O2 1.3157(15) . ?
O1 C17 1.4514(16) . ?
O2 C18 1.4549(16) . ?
P2 C31 1.8519(14) . ?
P2 C37 1.8616(15) . ?
P2 C34 1.8706(14) . ?
C31 C32 1.533(2) . ?
C31 C33 1.536(2) . ?
C34 C35 1.523(2) . ?
C34 C36 1.529(2) . ?
C37 C38 1.532(2) . ?
C37 C39 1.538(2) . ?
P1 C27 1.8519(14) . ?
P1 C21 1.8604(14) . ?
P1 C24 1.8619(14) . ?
C21 C23 1.532(2) . ?
C21 C22 1.538(2) . ?
C24 C25 1.535(2) . ?
C24 C26 1.536(2) . ?
C27 C29 1.529(2) . ?
C27 C28 1.533(2) . ?
B F4 1.3810(18) . ?
B F3 1.3880(19) . ?
B F1 1.391(2) . ?
B F2 1.395(2) . ?
