#------------------------------------------------------------------------------
#$Date: 2023-03-04 19:12:47 +0100 (Sat 04 de Mar de 2023) $
#$Revision: 281424 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/60/7246061.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_7246061
loop_
_publ_author_name
'Cai, He-Qun'
'Xin, Yu'
'Jiang, Shan'
'Bai, Feng-Ying'
'Xing, Yong-Heng'
_publ_section_title
;
 Ni(ii) and Co(ii) complexes for the selective adsorption of anionic dyes
 from aqueous solutions
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              848
_journal_page_last               858
_journal_paper_doi               10.1039/D2CE01636B
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'Cl H, C18 H13 N5'
_chemical_formula_sum            'C18 H13 Cl N5'
_chemical_formula_weight         334.78
_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     iterative
_audit_creation_date             2022-01-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-01-08 deposited with the CCDC.	2022-12-28 downloaded from the CCDC.
;
_cell_angle_alpha                110.36(3)
_cell_angle_beta                 103.14(3)
_cell_angle_gamma                95.07(3)
_cell_formula_units_Z            2
_cell_length_a                   7.623(11)
_cell_length_b                   10.098(15)
_cell_length_c                   11.325(17)
_cell_measurement_reflns_used    995
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.364
_cell_measurement_theta_min      2.337
_cell_volume                     782(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.1354
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4907
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.222
_diffrn_reflns_theta_min         1.996
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5129
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0823 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.6878.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             346
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3608
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      8.348
_refine_ls_R_factor_all          0.1672
_refine_ls_R_factor_gt           0.0803
_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)+(0.1766P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2193
_refine_ls_wR_factor_ref         0.3050
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1633
_reflns_number_total             3608
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01636b2.cif
_cod_data_source_block           8
_cod_depositor_comments
'Adding full bibliography for 7246059--7246062.cif.'
_cod_database_code               7246061
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 H18-Cl1 = Cl1-H1
 1.2 with sigma of 0.02
 C18-H18
 0.8 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C5(H5), C2(H2), C15(H15), C4(H4), C18(H18), C3(H3A), C9(H9), C12(H12),
  C16(H16), C17(H17), C10(H10), C11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl1 Cl -0.2821(2) 0.33756(16) -0.07390(15) 0.0639(6) Uani 1 1 d D . . . .
N4 N 0.3963(5) 0.6167(4) 0.6472(4) 0.0371(10) Uani 1 1 d . . . . .
N3 N 0.4805(5) 0.4670(4) 0.7432(4) 0.0383(10) Uani 1 1 d . . . . .
H3 H 0.531295 0.437387 0.802960 0.046 Uiso 1 1 calc R . . . .
N1 N -0.0483(6) 0.4280(5) 0.2023(4) 0.0504(12) Uani 1 1 d . . . . .
N5 N 0.8337(7) 0.9726(5) 1.0669(5) 0.0609(14) Uani 1 1 d . . . . .
C6 C 0.3124(6) 0.4789(5) 0.5632(5) 0.0346(11) Uani 1 1 d . . . . .
C14 C 0.6126(6) 0.7297(5) 0.8631(5) 0.0352(11) Uani 1 1 d . . . . .
C13 C 0.4975(6) 0.6064(5) 0.7519(5) 0.0392(12) Uani 1 1 d . . . . .
C1 C 0.1849(6) 0.4579(5) 0.4400(5) 0.0336(11) Uani 1 1 d . . . . .
C7 C 0.3670(6) 0.3834(5) 0.6212(5) 0.0350(11) Uani 1 1 d . . . . .
C8 C 0.3239(6) 0.2265(5) 0.5784(5) 0.0390(12) Uani 1 1 d . . . . .
C5 C 0.1759(6) 0.5726(5) 0.3976(5) 0.0453(14) Uani 1 1 d . . . . .
H5 H 0.249848 0.661609 0.449981 0.054 Uiso 1 1 calc R . . . .
C2 C 0.0628(7) 0.3296(5) 0.3585(5) 0.0470(14) Uani 1 1 d . . . . .
H2 H 0.058341 0.251818 0.384376 0.056 Uiso 1 1 calc R . . . .
C15 C 0.5988(7) 0.8658(5) 0.8656(5) 0.0454(13) Uani 1 1 d . . . . .
H15 H 0.514642 0.878546 0.798575 0.055 Uiso 1 1 calc R . . . .
C4 C 0.0601(7) 0.5546(6) 0.2810(6) 0.0514(15) Uani 1 1 d . . . . .
H4 H 0.055743 0.632141 0.254675 0.062 Uiso 1 1 calc R . . . .
C18 C 0.7428(7) 0.7167(6) 0.9618(5) 0.0501(15) Uani 1 1 d D . . . .
H18 H 0.760050 0.626471 0.961315 0.060 Uiso 1 1 calc DR . . . .
C3 C -0.0486(7) 0.3178(6) 0.2423(5) 0.0489(14) Uani 1 1 d . . . . .
H3A H -0.127311 0.231199 0.189030 0.059 Uiso 1 1 calc R . . . .
N2 N 0.2346(7) -0.0707(5) 0.4926(7) 0.078(2) Uani 1 1 d . . . . .
C9 C 0.3262(7) 0.1380(6) 0.4529(6) 0.0505(14) Uani 1 1 d . . . . .
H9 H 0.358699 0.178225 0.396747 0.061 Uiso 1 1 calc R . . . .
C12 C 0.2841(7) 0.1621(6) 0.6599(6) 0.0550(16) Uani 1 1 d . . . . .
H12 H 0.287040 0.217042 0.745643 0.066 Uiso 1 1 calc R . . . .
C16 C 0.7107(8) 0.9820(6) 0.9680(6) 0.0561(16) Uani 1 1 d . . . . .
H16 H 0.699720 1.073067 0.968135 0.067 Uiso 1 1 calc R . . . .
C17 C 0.8494(8) 0.8412(6) 1.0632(6) 0.0579(16) Uani 1 1 d . . . . .
H17 H 0.935310 0.831811 1.131270 0.070 Uiso 1 1 calc R . . . .
C10 C 0.2805(8) -0.0083(6) 0.4127(7) 0.0642(18) Uani 1 1 d . . . . .
H10 H 0.280870 -0.066155 0.328489 0.077 Uiso 1 1 calc R . . . .
C11 C 0.2397(9) 0.0145(7) 0.6122(9) 0.069(2) Uani 1 1 d . . . . .
H11 H 0.211349 -0.027923 0.668102 0.083 Uiso 1 1 calc R . . . .
H1 H -0.169(10) 0.362(11) 0.029(5) 0.17(4) Uiso 1 1 d 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'
Cl Cl 0.1484 0.1585 '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'
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
C13 N4 C6 106.5(4) . . ?
C13 N3 C7 107.1(4) . . ?
C3 N1 C4 119.4(4) . . ?
C16 N5 C17 116.9(5) . . ?
N4 C6 C1 118.8(4) . . ?
N4 C6 C7 109.3(4) . . ?
C7 C6 C1 131.9(4) . . ?
C15 C14 C13 118.8(4) . . ?
C18 C14 C13 122.9(4) . . ?
C18 C14 C15 118.1(4) . . ?
N4 C13 N3 111.5(4) . . ?
N4 C13 C14 123.2(4) . . ?
N3 C13 C14 125.3(4) . . ?
C5 C1 C6 119.3(4) . . ?
C2 C1 C6 124.5(4) . . ?
C2 C1 C5 116.2(4) . . ?
N3 C7 C6 105.4(4) . . ?
N3 C7 C8 121.2(4) . . ?
C6 C7 C8 133.4(4) . . ?
C9 C8 C7 120.4(5) . . ?
C12 C8 C7 121.7(5) . . ?
C12 C8 C9 117.9(5) . . ?
C4 C5 C1 120.4(5) . . ?
C3 C2 C1 120.6(5) . . ?
C16 C15 C14 119.1(5) . . ?
N1 C4 C5 121.7(5) . . ?
C14 C18 C17 118.8(5) . . ?
N1 C3 C2 121.5(4) . . ?
C11 N2 C10 117.5(5) . . ?
C10 C9 C8 119.9(6) . . ?
C8 C12 C11 118.7(7) . . ?
N5 C16 C15 124.0(5) . . ?
N5 C17 C18 123.1(5) . . ?
N2 C10 C9 121.7(7) . . ?
N2 C11 C12 124.3(6) . . ?
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
N4 C6 1.377(6) . ?
N4 C13 1.302(6) . ?
N3 C13 1.368(6) . ?
N3 C7 1.373(6) . ?
N1 C4 1.340(7) . ?
N1 C3 1.339(7) . ?
N5 C16 1.325(7) . ?
N5 C17 1.329(8) . ?
C6 C1 1.442(6) . ?
C6 C7 1.387(6) . ?
C14 C13 1.456(6) . ?
C14 C15 1.379(7) . ?
C14 C18 1.368(7) . ?
C1 C5 1.400(6) . ?
C1 C2 1.400(6) . ?
C7 C8 1.468(6) . ?
C8 C9 1.396(8) . ?
C8 C12 1.369(7) . ?
C5 C4 1.353(7) . ?
C2 C3 1.353(7) . ?
C15 C16 1.370(7) . ?
C18 C17 1.397(7) . ?
N2 C10 1.356(9) . ?
N2 C11 1.318(10) . ?
C9 C10 1.371(8) . ?
C12 C11 1.377(9) . ?
