#------------------------------------------------------------------------------
#$Date: 2022-11-07 07:39:29 +0200 (Mon, 07 Nov 2022) $
#$Revision: 279010 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/18/7061839.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_7061839
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         'C11 H10 N6 O2'
_chemical_formula_sum            'C11 H10 N6 O2'
_chemical_formula_weight         258.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 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                90
_cell_angle_beta                 113.323(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.3117(9)
_cell_length_b                   10.6121(6)
_cell_length_c                   15.8829(10)
_cell_measurement_reflns_used    9528
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.47
_cell_volume                     2215.1(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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0388
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            55418
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_min         2.467
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.7376
_exptl_absorpt_correction_T_min  0.7145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_description       prism
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.255
_exptl_crystal_size_mid          0.155
_exptl_crystal_size_min          0.094
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0048(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0523P)²+0.6516P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0935
_refine_ls_wR_factor_ref         0.0978
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4781
_reflns_number_total             5496
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj03165e3.cif
_cod_data_source_block           OMe-trz-btz
_cod_depositor_comments
'Adding full bibliography for 7061834--7061843.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061839
_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   0.972
_shelx_estimated_absorpt_t_max   0.989
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N111 N 0.89615(6) 0.59483(8) 0.56993(6) 0.01507(18) Uani 1 1 d . . . . .
C112 C 0.87914(7) 0.65245(9) 0.63620(7) 0.01323(19) Uani 1 1 d . . . . .
N113 N 0.86705(6) 0.60135(8) 0.70823(6) 0.01463(18) Uani 1 1 d . . . . .
C114 C 0.87694(7) 0.47633(9) 0.71094(7) 0.0139(2) Uani 1 1 d . . . . .
N115 N 0.89676(6) 0.40423(8) 0.65106(6) 0.01476(18) Uani 1 1 d . . . . .
C116 C 0.90552(7) 0.46928(10) 0.58291(7) 0.0142(2) Uani 1 1 d . . . . .
O111 O 0.92532(6) 0.40916(7) 0.51902(5) 0.01714(16) Uani 1 1 d . . . . .
C117 C 0.94062(8) 0.27411(10) 0.52920(7) 0.0182(2) Uani 1 1 d . . . . .
H11A H 0.988956 0.254917 0.591645 0.027 Uiso 1 1 calc R U . . .
H11B H 0.967710 0.243483 0.485148 0.027 Uiso 1 1 calc R U . . .
H11C H 0.875531 0.232587 0.517697 0.027 Uiso 1 1 calc R U . . .
O112 O 0.86668(6) 0.41216(7) 0.77855(5) 0.01811(17) Uani 1 1 d . . . . .
C118 C 0.84494(9) 0.48401(11) 0.84633(8) 0.0222(2) Uani 1 1 d . . . . .
H11D H 0.902023 0.540612 0.878770 0.033 Uiso 1 1 calc R U . . .
H11E H 0.835154 0.426247 0.890297 0.033 Uiso 1 1 calc R U . . .
H11F H 0.782941 0.533732 0.815740 0.033 Uiso 1 1 calc R U . . .
N11 N 0.87357(6) 0.78449(8) 0.63318(6) 0.01393(18) Uani 1 1 d . . . . .
N12 N 0.89256(7) 0.85106(8) 0.56644(6) 0.01676(18) Uani 1 1 d . . . . .
N13 N 0.89088(7) 0.96974(8) 0.58302(6) 0.01755(19) Uani 1 1 d . . . . .
C14 C 0.87150(7) 0.98537(9) 0.66143(7) 0.0145(2) Uani 1 1 d . . . . .
C15 C 0.86549(8) 1.09690(10) 0.70655(7) 0.0170(2) Uani 1 1 d . . . . .
H15 H 0.873812 1.177340 0.684187 0.020 Uiso 1 1 calc R U . . .
C16 C 0.84692(8) 1.08392(10) 0.78492(7) 0.0188(2) Uani 1 1 d . . . . .
H16 H 0.843262 1.157071 0.817951 0.023 Uiso 1 1 calc R U . . .
C17 C 0.83323(8) 0.96412(10) 0.81713(7) 0.0181(2) Uani 1 1 d . . . . .
H17 H 0.819614 0.959216 0.870920 0.022 Uiso 1 1 calc R U . . .
C18 C 0.83892(7) 0.85390(10) 0.77318(7) 0.0151(2) Uani 1 1 d . . . . .
H18 H 0.829247 0.773645 0.794992 0.018 Uiso 1 1 calc R U . . .
C19 C 0.85980(7) 0.86724(9) 0.69459(7) 0.01323(19) Uani 1 1 d . . . . .
N211 N 0.59631(6) 0.67719(8) 0.66851(6) 0.01537(18) Uani 1 1 d . . . . .
C212 C 0.61649(7) 0.62064(9) 0.60368(7) 0.01382(19) Uani 1 1 d . . . . .
N213 N 0.63321(6) 0.67270(8) 0.53426(6) 0.01411(17) Uani 1 1 d . . . . .
C214 C 0.62807(7) 0.79819(9) 0.53453(7) 0.01327(19) Uani 1 1 d . . . . .
N215 N 0.60727(6) 0.86962(8) 0.59411(6) 0.01388(17) Uani 1 1 d . . . . .
C216 C 0.59092(7) 0.80342(10) 0.65801(7) 0.0146(2) Uani 1 1 d . . . . .
O211 O 0.56611(6) 0.86276(7) 0.71944(5) 0.01751(16) Uani 1 1 d . . . . .
C217 C 0.55405(8) 0.99862(10) 0.71021(7) 0.0184(2) Uani 1 1 d . . . . .
H21A H 0.620477 1.037883 0.724021 0.028 Uiso 1 1 calc R U . . .
H21B H 0.525565 1.030054 0.753068 0.028 Uiso 1 1 calc R U . . .
H21C H 0.507965 1.019596 0.647334 0.028 Uiso 1 1 calc R U . . .
O212 O 0.64466(6) 0.86306(7) 0.47049(5) 0.01604(16) Uani 1 1 d . . . . .
C218 C 0.65868(9) 0.79122(10) 0.39879(7) 0.0201(2) Uani 1 1 d . . . . .
H21D H 0.722511 0.743742 0.424941 0.030 Uiso 1 1 calc R U . . .
H21E H 0.661285 0.848776 0.351516 0.030 Uiso 1 1 calc R U . . .
H21F H 0.601734 0.732545 0.371420 0.030 Uiso 1 1 calc R U . . .
N21 N 0.62099(6) 0.48826(8) 0.60540(6) 0.01512(18) Uani 1 1 d . . . . .
N22 N 0.60666(7) 0.42149(9) 0.67466(6) 0.01925(19) Uani 1 1 d . . . . .
N23 N 0.61297(7) 0.30299(9) 0.66029(7) 0.0206(2) Uani 1 1 d . . . . .
C24 C 0.63132(8) 0.28747(10) 0.58126(7) 0.0167(2) Uani 1 1 d . . . . .
C25 C 0.64231(8) 0.17590(10) 0.53895(8) 0.0187(2) Uani 1 1 d . . . . .
H25 H 0.638167 0.095544 0.563609 0.022 Uiso 1 1 calc R U . . .
C26 C 0.65942(8) 0.18825(10) 0.45980(8) 0.0189(2) Uani 1 1 d . . . . .
H26 H 0.667678 0.114772 0.429267 0.023 Uiso 1 1 calc R U . . .
C27 C 0.66493(8) 0.30798(10) 0.42324(7) 0.0187(2) Uani 1 1 d . . . . .
H27 H 0.676673 0.312638 0.368493 0.022 Uiso 1 1 calc R U . . .
C28 C 0.65380(8) 0.41893(10) 0.46435(7) 0.0163(2) Uani 1 1 d . . . . .
H28 H 0.657621 0.499215 0.439443 0.020 Uiso 1 1 calc R U . . .
C29 C 0.63660(7) 0.40572(9) 0.54476(7) 0.0147(2) 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'
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'
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
C112 N111 C116 112.01(9) . . ?
N111 C112 N113 128.39(9) . . ?
N111 C112 N11 117.45(9) . . ?
N113 C112 N11 114.15(9) . . ?
C114 N113 C112 112.53(9) . . ?
O112 C114 N113 119.50(9) . . ?
O112 C114 N115 113.87(9) . . ?
N113 C114 N115 126.64(9) . . ?
C116 N115 C114 113.39(9) . . ?
O111 C116 N115 119.48(9) . . ?
O111 C116 N111 113.52(9) . . ?
N115 C116 N111 127.00(9) . . ?
C116 O111 C117 117.45(8) . . ?
C114 O112 C118 117.10(8) . . ?
C19 N11 N12 109.95(8) . . ?
C19 N11 C112 129.19(9) . . ?
N12 N11 C112 120.59(8) . . ?
N13 N12 N11 108.44(8) . . ?
N12 N13 C14 109.06(8) . . ?
N13 C14 C19 109.12(9) . . ?
N13 C14 C15 129.26(10) . . ?
C19 C14 C15 121.60(10) . . ?
C16 C15 C14 116.70(10) . . ?
C15 C16 C17 121.39(10) . . ?
C18 C17 C16 122.33(10) . . ?
C17 C18 C19 116.16(9) . . ?
N11 C19 C14 103.43(8) . . ?
N11 C19 C18 134.77(9) . . ?
C14 C19 C18 121.80(9) . . ?
C212 N211 C216 112.03(9) . . ?
N211 C212 N213 128.46(10) . . ?
N211 C212 N21 117.51(9) . . ?
N213 C212 N21 114.03(9) . . ?
C214 N213 C212 112.45(9) . . ?
O212 C214 N213 119.29(9) . . ?
O212 C214 N215 114.03(9) . . ?
N213 C214 N215 126.68(9) . . ?
C216 N215 C214 113.41(9) . . ?
O211 C216 N215 119.44(9) . . ?
O211 C216 N211 113.63(9) . . ?
N215 C216 N211 126.92(9) . . ?
C216 O211 C217 117.02(8) . . ?
C214 O212 C218 116.91(8) . . ?
C29 N21 N22 110.07(8) . . ?
C29 N21 C212 129.61(9) . . ?
N22 N21 C212 120.31(8) . . ?
N23 N22 N21 108.35(8) . . ?
N22 N23 C24 109.11(9) . . ?
N23 C24 C29 109.20(9) . . ?
N23 C24 C25 129.09(10) . . ?
C29 C24 C25 121.70(10) . . ?
C26 C25 C24 116.83(10) . . ?
C25 C26 C27 121.29(10) . . ?
C28 C27 C26 122.36(10) . . ?
C27 C28 C29 116.06(10) . . ?
N21 C29 C24 103.27(9) . . ?
N21 C29 C28 134.96(9) . . ?
C24 C29 C28 121.77(10) . . ?
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
N111 C112 1.3205(13) . ?
N111 C116 1.3467(13) . ?
C112 N113 1.3377(13) . ?
C112 N11 1.4032(13) . ?
N113 C114 1.3332(13) . ?
C114 O112 1.3277(12) . ?
C114 N115 1.3357(13) . ?
N115 C116 1.3310(13) . ?
C116 O111 1.3208(12) . ?
O111 C117 1.4492(12) . ?
O112 C118 1.4501(12) . ?
N11 C19 1.3833(12) . ?
N11 N12 1.3874(11) . ?
N12 N13 1.2888(13) . ?
N13 C14 1.3887(13) . ?
C14 C19 1.3954(14) . ?
C14 C15 1.4037(14) . ?
C15 C16 1.3788(15) . ?
C16 C17 1.4127(15) . ?
C17 C18 1.3809(14) . ?
C18 C19 1.4010(14) . ?
N211 C212 1.3188(13) . ?
N211 C216 1.3483(13) . ?
C212 N213 1.3369(13) . ?
C212 N21 1.4061(13) . ?
N213 C214 1.3339(13) . ?
C214 O212 1.3252(12) . ?
C214 N215 1.3347(13) . ?
N215 C216 1.3292(13) . ?
C216 O211 1.3223(12) . ?
O211 C217 1.4526(12) . ?
O212 C218 1.4489(12) . ?
N21 C29 1.3839(13) . ?
N21 N22 1.3902(12) . ?
N22 N23 1.2876(13) . ?
N23 C24 1.3902(14) . ?
C24 C29 1.3968(14) . ?
C24 C25 1.4007(15) . ?
C25 C26 1.3789(16) . ?
C26 C27 1.4121(15) . ?
C27 C28 1.3857(14) . ?
C28 C29 1.4002(14) . ?
