#------------------------------------------------------------------------------
#$Date: 2025-08-21 01:01:10 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/36/4323698.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_4323698
loop_
_publ_author_name
'Karl Weis'
'Heinrich Vahrenkamp'
_publ_section_title
;
 Simple Zinc Complexes of Pyridyl-Substituted Tris(pyrazolyl)borate
 Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5592
_journal_page_last               5596
_journal_paper_doi               10.1021/ic970628j
_journal_volume                  36
_journal_year                    1997
_chemical_compound_source        Dichloromethane/Cyclohexane
_chemical_formula_sum            'C54 H50 B2 N18 Zn'
_chemical_formula_weight         1038.11
_chemical_melting_point          175
_chemical_name_systematic
Bis-Hydrotris(5-methyl-3-3'pyridyl-pyrazole-1-yl)borato-zinc
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 115.96(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.330(2)
_cell_length_b                   13.876(1)
_cell_length_c                   21.616(1)
_cell_measurement_temperature    293(2)
_cell_volume                     4943(3)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       Nonius-Turbo-CAD4
_diffrn_measurement_method       Omega-2Theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_sigmaI/netI    0.1169
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4442
_diffrn_reflns_theta_max         26.31
_diffrn_reflns_theta_min         2.41
_diffrn_standards_interval_count 'ICR every 3600 s, OCR every 200 refl.'
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   'empirical (XEMP)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      1.41
_exptl_crystal_description       isometric
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.089
_refine_ls_goodness_of_fit_obs   1.088
_refine_ls_hydrogen_treatment    Riding-Model
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         4312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_restrained_S_obs      1.088
_refine_ls_R_factor_all          0.1623
_refine_ls_R_factor_obs          0.0488
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0212P)²+12.7843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1281
_refine_ls_wR_factor_obs         0.0922
_reflns_number_observed          2428
_reflns_number_total             4319
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic970628j_3.cif
_cod_data_source_block           w15
_cod_depositor_comments
;
The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to the
built-in table from CIF Core dictionary named 'cif_core.dic' version
2.4.1 from 2010-06-29 (48 times).

'_geom_angle_publ_flag' value 'Y'
changed to 'y' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (81
time).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0212P)^2^+12.7843P] where P=(Fo^2^+2Fc^2^)/3'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0212P)^2^+12.7843P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4943.2(7)
_cod_database_code               4323698
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Zn Zn 0.5000 0.30281(6) 0.2500 0.0414(2) Uani 1 d S .
N1 N 0.4433(2) 0.1858(3) 0.2846(2) 0.0377(9) Uani 1 d . .
N2 N 0.5919(2) 0.3169(3) 0.3591(2) 0.0378(9) Uani 1 d . .
N3 N 0.4228(2) 0.4099(3) 0.2742(2) 0.0384(9) Uani 1 d . .
N4 N 0.4496(2) 0.2031(3) 0.3502(2) 0.0387(9) Uani 1 d . .
C1 C 0.4329(2) 0.1222(4) 0.3775(2) 0.0441(12) Uani 1 d . .
C2 C 0.4140(3) 0.0521(4) 0.3289(2) 0.0462(12) Uani 1 d . .
H2 H 0.3991(3) -0.0106(4) 0.3334(2) 0.055 Uiso 1 d R .
C3 C 0.4206(2) 0.0916(3) 0.2719(2) 0.0408(11) Uani 1 d . .
C4 C 0.4360(3) 0.1172(4) 0.4485(2) 0.0583(14) Uani 1 d . .
H4A H 0.3985(3) 0.1631(4) 0.4516(2) 0.087 Uiso 1 d R .
H4B H 0.4899(3) 0.1322(4) 0.4822(2) 0.087 Uiso 1 d R .
H4C H 0.4216(3) 0.0536(4) 0.4567(2) 0.087 Uiso 1 d R .
C5 C 0.4036(2) 0.0407(3) 0.2069(2) 0.0414(11) Uani 1 d . .
C6 C 0.3820(3) 0.0841(4) 0.1436(2) 0.0486(12) Uani 1 d . .
H6 H 0.3791(3) 0.1511(4) 0.1421(2) 0.058 Uiso 1 calc R .
N7 N 0.3648(2) 0.0381(3) 0.0843(2) 0.0589(12) Uani 1 d . .
C7 C 0.3696(3) -0.0578(5) 0.0876(3) 0.065(2) Uani 1 d . .
H7 H 0.3580(3) -0.0920(5) 0.0473(3) 0.078 Uiso 1 d R .
C8 C 0.3911(3) -0.1089(4) 0.1467(3) 0.065(2) Uani 1 d . .
H8 H 0.3956(3) -0.1757(4) 0.1494(3) 0.078 Uiso 1 d R .
C9 C 0.4067(3) -0.0602(4) 0.2069(3) 0.0566(14) Uani 1 d . .
H9 H 0.4193(3) -0.0943(4) 0.2473(3) 0.068 Uiso 1 calc R .
N5 N 0.5550(2) 0.3322(3) 0.4026(2) 0.0388(9) Uani 1 d . .
C10 C 0.6091(3) 0.3579(3) 0.4662(2) 0.0455(12) Uani 1 d . .
C11 C 0.6830(3) 0.3605(3) 0.4645(2) 0.0467(12) Uani 1 d . .
H11 H 0.7322(3) 0.3773(3) 0.5008(2) 0.056 Uiso 1 d R .
C12 C 0.6715(2) 0.3341(3) 0.3981(2) 0.0417(11) Uani 1 d . .
C13 C 0.5861(3) 0.3802(4) 0.5240(2) 0.064(2) Uani 1 d . .
H13A H 0.6341(3) 0.3947(4) 0.5652(2) 0.096 Uiso 1 d R .
H13B H 0.5592(3) 0.3256(4) 0.5320(2) 0.096 Uiso 1 d R .
H13C H 0.5503(3) 0.4348(4) 0.5113(2) 0.096 Uiso 1 d R .
C14 C 0.7359(2) 0.3205(3) 0.3745(2) 0.0417(11) Uani 1 d . .
C15 C 0.8125(3) 0.3539(4) 0.4159(3) 0.0558(13) Uani 1 d . .
H15 H 0.8210(3) 0.3866(4) 0.4561(3) 0.067 Uiso 1 d R .
N8 N 0.8760(2) 0.3416(4) 0.4015(2) 0.0684(13) Uani 1 d . .
C16 C 0.8649(3) 0.2953(4) 0.3441(3) 0.0619(14) Uani 1 d . .
H16 H 0.9092(3) 0.2859(4) 0.3346(3) 0.074 Uiso 1 d R .
C17 C 0.7920(3) 0.2600(4) 0.2990(3) 0.0561(13) Uani 1 d . .
H17 H 0.7854(3) 0.2288(4) 0.2587(3) 0.067 Uiso 1 d R .
C18 C 0.7270(3) 0.2734(4) 0.3152(2) 0.0537(13) Uani 1 d . .
H18 H 0.6762(3) 0.2497(4) 0.2853(2) 0.064 Uiso 1 d R .
N6 N 0.4102(2) 0.3782(3) 0.3299(2) 0.0410(9) Uani 1 d . .
C19 C 0.3470(3) 0.4245(3) 0.3336(2) 0.0459(12) Uani 1 d . .
C20 C 0.3187(3) 0.4885(4) 0.2801(2) 0.0521(13) Uani 1 d . .
H20 H 0.2758(3) 0.5313(4) 0.2694(2) 0.062 Uiso 1 d R .
C21 C 0.3661(3) 0.4785(3) 0.2440(2) 0.0421(11) Uani 1 d . .
C22 C 0.3161(3) 0.4020(4) 0.3865(3) 0.0627(15) Uani 1 d . .
H22A H 0.2712(3) 0.4432(4) 0.3798(3) 0.094 Uiso 1 d R .
H22B H 0.3591(3) 0.4123(4) 0.4317(3) 0.094 Uiso 1 d R .
H22C H 0.2990(3) 0.3360(4) 0.3819(3) 0.094 Uiso 1 d R .
C23 C 0.3584(3) 0.5344(3) 0.1828(2) 0.0445(12) Uani 1 d . .
C24 C 0.2862(3) 0.5805(4) 0.1431(3) 0.0566(14) Uani 1 d . .
H24 H 0.2436(3) 0.5725(4) 0.1550(3) 0.068 Uiso 1 d R .
N9 N 0.2721(3) 0.6351(3) 0.0883(2) 0.0653(12) Uani 1 d . .
C25 C 0.3324(3) 0.6456(4) 0.0697(3) 0.0636(15) Uani 1 d . .
H25 H 0.3234(3) 0.6826(4) 0.0312(3) 0.076 Uiso 1 d R .
C26 C 0.4064(3) 0.6039(4) 0.1045(3) 0.0630(15) Uani 1 d . .
H26 H 0.4469(3) 0.6122(4) 0.0901(3) 0.076 Uiso 1 d R .
C27 C 0.4195(3) 0.5488(4) 0.1615(3) 0.0559(14) Uani 1 d . .
H27 H 0.4700(3) 0.5201(4) 0.1857(3) 0.067 Uiso 1 d R .
B B 0.4662(3) 0.3043(4) 0.3809(2) 0.0408(12) Uani 1 d . .
H0 H 0.4562(3) 0.3046(4) 0.4219(2) 0.049 Uiso 1 d R .
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'
Zn Zn 0.2839 1.4301 '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
N1 Zn N1 86.4(2) 2_655 . y
N1 Zn N2 99.88(12) 2_655 . y
N1 Zn N2 87.52(12) . . y
N1 Zn N2 87.52(12) 2_655 2_655 y
N1 Zn N2 99.88(12) . 2_655 y
N2 Zn N2 169.9(2) . 2_655 y
N1 Zn N3 88.26(12) 2_655 2_655 y
N1 Zn N3 170.64(12) . 2_655 y
N2 Zn N3 85.86(12) . 2_655 y
N2 Zn N3 87.52(12) 2_655 2_655 y
N1 Zn N3 170.64(12) 2_655 . y
N1 Zn N3 88.26(12) . . y
N2 Zn N3 87.52(12) . . y
N2 Zn N3 85.86(12) 2_655 . y
N3 Zn N3 98.0(2) 2_655 . y
C3 N1 N4 104.6(3) . . y
C3 N1 Zn 141.1(3) . . y
N4 N1 Zn 111.9(3) . . y
C12 N2 N5 105.2(3) . . y
C12 N2 Zn 141.9(3) . . y
N5 N2 Zn 111.2(2) . . y
C21 N3 N6 104.9(3) . . y
C21 N3 Zn 141.0(3) . . y
N6 N3 Zn 110.5(3) . . y
C1 N4 N1 111.4(4) . . y
C1 N4 B 127.5(4) . . y
N1 N4 B 120.9(3) . . y
C2 C1 N4 106.5(4) . . y
C2 C1 C4 129.4(4) . . y
N4 C1 C4 124.1(4) . . y
C1 C2 C3 107.9(4) . . y
N1 C3 C2 109.6(4) . . y
N1 C3 C5 124.7(4) . . y
C2 C3 C5 125.7(4) . . y
C6 C5 C9 115.3(4) . . y
C6 C5 C3 125.5(4) . . y
C9 C5 C3 119.1(4) . . y
N7 C6 C5 125.7(5) . . y
C7 N7 C6 116.3(5) . . y
N7 C7 C8 123.7(5) . . y
C7 C8 C9 119.0(5) . . y
C8 C9 C5 119.9(5) . . y
C10 N5 N2 111.8(3) . . y
C10 N5 B 126.2(4) . . y
N2 N5 B 121.2(3) . . y
N5 C10 C11 106.0(4) . . y
N5 C10 C13 123.3(4) . . y
C11 C10 C13 130.7(4) . . y
C10 C11 C12 108.2(4) . . y
N2 C12 C11 108.8(4) . . y
N2 C12 C14 124.5(4) . . y
C11 C12 C14 126.6(4) . . y
C15 C14 C18 115.9(4) . . y
C15 C14 C12 118.1(4) . . y
C18 C14 C12 126.0(4) . . y
N8 C15 C14 123.2(5) . . y
C16 N8 C15 119.0(4) . . y
N8 C16 C17 123.0(5) . . y
C16 C17 C18 116.9(5) . . y
C14 C18 C17 121.9(4) . . y
C19 N6 N3 111.7(4) . . y
C19 N6 B 126.7(4) . . y
N3 N6 B 121.5(3) . . y
N6 C19 C20 106.0(4) . . y
N6 C19 C22 123.9(4) . . y
C20 C19 C22 130.0(4) . . y
C19 C20 C21 107.9(4) . . y
N3 C21 C20 109.4(4) . . y
N3 C21 C23 123.6(4) . . y
C20 C21 C23 127.0(4) . . y
C24 C23 C27 114.7(5) . . y
C24 C23 C21 119.2(4) . . y
C27 C23 C21 126.1(4) . . y
N9 C24 C23 125.3(5) . . y
C24 N9 C25 117.6(4) . . y
N9 C25 C26 122.9(5) . . y
C25 C26 C27 118.1(5) . . y
C26 C27 C23 121.4(5) . . y
N6 B N4 111.2(3) . . y
N6 B N5 109.9(4) . . y
N4 B N5 110.4(4) . . y
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
Zn N1 2.226(4) 2_655 y
Zn N1 2.226(4) . y
Zn N2 2.227(3) . y
Zn N2 2.227(3) 2_655 y
Zn N3 2.265(4) 2_655 y
Zn N3 2.265(4) . y
N1 C3 1.362(6) . y
N1 N4 1.392(4) . y
N2 C12 1.349(5) . y
N2 N5 1.395(4) . y
N3 C21 1.349(5) . y
N3 N6 1.392(5) . y
N4 C1 1.363(5) . y
N4 B 1.527(6) . y
C1 C2 1.361(6) . y
C1 C4 1.512(6) . y
C2 C3 1.401(6) . y
C3 C5 1.478(6) . y
C5 C6 1.386(6) . y
C5 C9 1.402(6) . y
C6 N7 1.340(6) . y
N7 C7 1.334(7) . y
C7 C8 1.361(7) . y
C8 C9 1.380(7) . y
N5 C10 1.344(5) . y
N5 B 1.532(6) . y
C10 C11 1.371(6) . y
C10 C13 1.515(6) . y
C11 C12 1.404(6) . y
C12 C14 1.489(6) . y
C14 C15 1.373(6) . y
C14 C18 1.385(6) . y
C15 N8 1.342(6) . y
N8 C16 1.332(6) . y
C16 C17 1.355(6) . y
C17 C18 1.394(6) . y
N6 C19 1.357(5) . y
N6 B 1.527(6) . y
C19 C20 1.367(6) . y
C19 C22 1.515(6) . y
C20 C21 1.407(6) . y
C21 C23 1.485(6) . y
C23 C24 1.379(6) . y
C23 C27 1.400(6) . y
C24 N9 1.332(6) . y
N9 C25 1.341(6) . y
C25 C26 1.359(7) . y
C26 C27 1.380(7) . y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139135123
