#------------------------------------------------------------------------------
#$Date: 2024-11-15 14:46:36 +0200 (Fri, 15 Nov 2024) $
#$Revision: 295934 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/88/4318815.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_4318815
loop_
_publ_author_name
'Dirk Badura'
'Heinrich Vahrenkamp'
_publ_section_title
;
 Pyrazolylborate-Zinc-Nucleobase-Complexes, 2:1 Preparations and
 Structures of TpCum,MeZn and TpPh,MeZn Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6013
_journal_page_last               6019
_journal_paper_doi               10.1021/ic020280e
_journal_volume                  41
_journal_year                    2002
_chemical_formula_moiety         g/mol
_chemical_formula_sum            'C36.5 H43 B N9 O3.5 Zn'
_chemical_formula_weight         738.97
_chemical_name_common            Tp(Phe,Me)Zn-Cytosinate
_chemical_name_systematic
;
Hydrotris(3-phenyle-5-methyl-pyrazole-1yl)borato-zinc-cytosinate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                115.25(3)
_cell_angle_beta                 107.85(3)
_cell_angle_gamma                101.67(3)
_cell_formula_units_Z            2
_cell_length_a                   12.444(3)
_cell_length_b                   13.659(3)
_cell_length_c                   13.687(3)
_cell_measurement_temperature    153(2)
_cell_volume                     1846.9(13)
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Nonius-Turbo CAD4'
_diffrn_measurement_method       Omega-2ThetaY
_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  0.0827
_diffrn_reflns_av_sigmaI/netI    0.1301
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7591
_diffrn_reflns_theta_full        26.13
_diffrn_reflns_theta_max         26.13
_diffrn_reflns_theta_min         3.46
_diffrn_standards_interval_count 'OCR every 200 refl.'
_diffrn_standards_interval_time  'ICR every 7200s'
_exptl_absorpt_coefficient_mu    0.715
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       isometzric
_exptl_crystal_F_000             774
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.887
_refine_diff_density_min         -1.153
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         7271
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1781
_refine_ls_R_factor_gt           0.0731
_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)+(0.1039P)²+4.5004P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1750
_refine_ls_wR_factor_ref         0.2265
_reflns_number_gt                4176
_reflns_number_total             7271
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic020280e_2.cif
_cod_data_source_block           b9
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'None' changed to 'none'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_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 (84
times).

'_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 (57 times).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1039P)^2^+4.5004P] 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^)+(0.1039P)^2^+4.5004P] 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        1846.9(7)
_cod_database_code               4318815
loop_
_symmetry_equiv_pos_as_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.43178(6) 0.65450(7) 0.30425(7) 0.0269(2) Uani 1 d . . .
N10 N 0.5282(4) 0.7407(5) 0.2504(5) 0.0323(12) Uani 1 d . . .
N11 N 0.4675(4) 0.7989(4) 0.4617(4) 0.0285(11) Uani 1 d . . .
N12 N 0.5849(4) 0.6327(4) 0.3869(4) 0.0269(11) Uani 1 d . . .
N1 N 0.2717(4) 0.5280(4) 0.2218(4) 0.0279(11) Uani 1 d . . .
C2 C 0.1924(5) 0.5477(5) 0.1452(5) 0.0253(13) Uani 1 d . . .
O1 O 0.2318(4) 0.6342(4) 0.1380(4) 0.0307(10) Uani 1 d . . .
N3 N 0.0708(4) 0.4756(4) 0.0810(4) 0.0269(11) Uani 1 d . . .
C4 C 0.0254(5) 0.3877(5) 0.0977(6) 0.0311(14) Uani 1 d . . .
N4 N -0.0926(5) 0.3253(5) 0.0366(5) 0.0419(14) Uani 1 d . . .
H4A H -0.1382 0.3406 -0.0118 0.050 Uiso 1 calc R . .
H4B H -0.1246 0.2690 0.0448 0.050 Uiso 1 calc R . .
C5 C 0.1058(6) 0.3707(6) 0.1811(6) 0.0338(15) Uani 1 d . . .
H5 H 0.0770 0.3132 0.1965 0.041 Uiso 1 calc R . .
C6 C 0.2253(6) 0.4398(6) 0.2378(6) 0.0319(14) Uani 1 d . . .
H6 H 0.2791 0.4267 0.2906 0.038 Uiso 1 calc R . .
N13 N 0.6368(4) 0.8302(5) 0.3432(5) 0.0312(12) Uani 1 d . . .
C10 C 0.5186(6) 0.7426(6) 0.1508(6) 0.0336(15) Uani 1 d . . .
C11 C 0.6201(6) 0.8324(6) 0.1787(6) 0.0383(16) Uani 1 d . . .
H11 H 0.6352 0.8529 0.1262 0.046 Uiso 1 calc R . .
C12 C 0.6950(6) 0.8857(6) 0.3015(6) 0.0354(15) Uani 1 d . . .
C13 C 0.8167(6) 0.9833(6) 0.3782(7) 0.0462(18) Uani 1 d . . .
H13A H 0.8400 1.0108 0.3309 0.069 Uiso 1 calc R . .
H13B H 0.8759 0.9563 0.4102 0.069 Uiso 1 calc R . .
H13C H 0.8131 1.0463 0.4433 0.069 Uiso 1 calc R . .
C14 C 0.4201(6) 0.6523(6) 0.0316(6) 0.0341(15) Uani 1 d . . .
C15 C 0.3814(7) 0.5352(7) -0.0021(6) 0.0452(18) Uani 1 d . . .
H15 H 0.4112 0.5151 0.0547 0.054 Uiso 1 calc R . .
C16 C 0.2990(7) 0.4481(8) -0.1194(7) 0.055(2) Uani 1 d . . .
H16 H 0.2764 0.3699 -0.1411 0.066 Uiso 1 calc R . .
C17 C 0.2500(7) 0.4756(9) -0.2044(8) 0.061(2) Uani 1 d . . .
H17 H 0.1947 0.4165 -0.2831 0.074 Uiso 1 calc R . .
C18 C 0.2838(7) 0.5910(10) -0.1714(7) 0.059(2) Uani 1 d . . .
H18 H 0.2497 0.6103 -0.2279 0.071 Uiso 1 calc R . .
C19 C 0.3686(7) 0.6800(8) -0.0544(7) 0.051(2) Uani 1 d . . .
H19 H 0.3909 0.7580 -0.0334 0.061 Uiso 1 calc R . .
N14 N 0.5862(4) 0.8810(4) 0.5197(5) 0.0301(12) Uani 1 d . . .
C20 C 0.4140(6) 0.8395(6) 0.5321(6) 0.0329(15) Uani 1 d . . .
C21 C 0.4957(6) 0.9485(6) 0.6339(6) 0.0377(16) Uani 1 d . . .
H21 H 0.4805 0.9958 0.6966 0.045 Uiso 1 calc R . .
C22 C 0.6018(6) 0.9722(6) 0.6239(6) 0.0342(15) Uani 1 d . . .
C23 C 0.7202(7) 1.0735(6) 0.7100(7) 0.052(2) Uani 1 d . . .
H23A H 0.7724 1.0534 0.7597 0.077 Uiso 1 calc R . .
H23B H 0.7062 1.1396 0.7597 0.077 Uiso 1 calc R . .
H23C H 0.7587 1.0931 0.6662 0.077 Uiso 1 calc R . .
C24 C 0.2891(6) 0.7710(6) 0.5056(6) 0.0320(14) Uani 1 d . . .
C25 C 0.1919(6) 0.7160(6) 0.3933(6) 0.0346(15) Uani 1 d . . .
H25 H 0.2034 0.7239 0.3327 0.042 Uiso 1 calc R . .
C26 C 0.0772(6) 0.6492(7) 0.3699(7) 0.0484(19) Uani 1 d . . .
H26 H 0.0121 0.6119 0.2938 0.058 Uiso 1 calc R . .
C27 C 0.0600(7) 0.6381(8) 0.4614(7) 0.055(2) Uani 1 d . . .
H27 H -0.0166 0.5928 0.4461 0.066 Uiso 1 calc R . .
C28 C 0.1561(7) 0.6941(8) 0.5737(8) 0.057(2) Uani 1 d . . .
H28 H 0.1441 0.6883 0.6352 0.068 Uiso 1 calc R . .
C29 C 0.2705(6) 0.7589(7) 0.5957(7) 0.0444(18) Uani 1 d . . .
H29 H 0.3359 0.7949 0.6715 0.053 Uiso 1 calc R . .
N15 N 0.6859(4) 0.7352(4) 0.4649(4) 0.0264(11) Uani 1 d . . .
C30 C 0.6130(5) 0.5489(5) 0.4006(5) 0.0256(13) Uani 1 d . . .
C31 C 0.7331(5) 0.5970(6) 0.4897(5) 0.0299(14) Uani 1 d . . .
H31 H 0.7752 0.5578 0.5171 0.036 Uiso 1 calc R . .
C32 C 0.7761(5) 0.7142(6) 0.5282(6) 0.0312(14) Uani 1 d . . .
C33 C 0.8983(6) 0.8102(6) 0.6247(7) 0.0450(18) Uani 1 d . . .
H33A H 0.9507 0.7770 0.6555 0.067 Uiso 1 calc R . .
H33B H 0.8873 0.8664 0.6889 0.067 Uiso 1 calc R . .
H33C H 0.9349 0.8483 0.5913 0.067 Uiso 1 calc R . .
C34 C 0.5225(5) 0.4274(5) 0.3271(5) 0.0272(13) Uani 1 d . . .
C35 C 0.4558(6) 0.3756(6) 0.2029(6) 0.0328(14) Uani 1 d . . .
H35 H 0.4738 0.4164 0.1665 0.039 Uiso 1 calc R . .
C36 C 0.3643(6) 0.2656(6) 0.1336(6) 0.0386(16) Uani 1 d . . .
H36 H 0.3207 0.2320 0.0509 0.046 Uiso 1 calc R . .
C37 C 0.3377(6) 0.2051(6) 0.1889(6) 0.0385(16) Uani 1 d . . .
H37 H 0.2745 0.1314 0.1435 0.046 Uiso 1 calc R . .
C38 C 0.4051(6) 0.2548(6) 0.3108(6) 0.0372(16) Uani 1 d . . .
H38 H 0.3880 0.2129 0.3465 0.045 Uiso 1 calc R . .
C39 C 0.4972(6) 0.3646(5) 0.3811(6) 0.0323(14) Uani 1 d . . .
H39 H 0.5419 0.3967 0.4633 0.039 Uiso 1 calc R . .
B1 B 0.6785(6) 0.8508(6) 0.4715(6) 0.0283(15) Uani 1 d . . .
H1A H 0.7592 0.9150 0.5254 0.034 Uiso 1 calc R . .
O4 O 0.9484(17) 0.0498(16) 0.980(2) 0.130(9) Uani 0.50 d P . .
H4C H 0.9392 0.0408 0.9143 0.195 Uiso 0.50 calc PR . .
C42 C 1.0000 0.0000 1.0000 0.162(18) Uani 1 d S . .
H42A H 1.0736 0.0522 1.0738 0.243 Uiso 0.50 calc PR . .
H42B H 1.0207 -0.0389 0.9356 0.243 Uiso 0.50 calc PR . .
H42C H 0.9513 -0.0574 1.0084 0.243 Uiso 0.50 calc PR . .
C41 C 1.0697(16) 0.1696(19) 0.8619(14) 0.166(9) Uani 1 d . . .
H41D H 1.0185 0.1985 0.8972 0.249 Uiso 1 calc R . .
H41E H 1.0309 0.1393 0.7769 0.249 Uiso 1 calc R . .
H41F H 1.1473 0.2324 0.8985 0.249 Uiso 1 calc R . .
O3 O 1.0888(13) 0.0744(15) 0.8822(15) 0.291(13) Uani 1 d . . .
H3A H 1.0225 0.0268 0.8626 0.437 Uiso 1 calc R . .
C40 C 0.7247(14) 0.0840(10) 1.0880(11) 0.106(4) Uani 1 d . . .
H40D H 0.7405 0.0278 1.1088 0.159 Uiso 1 calc R . .
H40E H 0.6602 0.0435 1.0075 0.159 Uiso 1 calc R . .
H40F H 0.7006 0.1349 1.1432 0.159 Uiso 1 calc R . .
O2 O 0.8300(8) 0.1500(7) 1.0941(9) 0.117(3) Uani 1 d . . .
H2A H 0.8609 0.1063 1.0615 0.175 Uiso 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Zn Zn 0.2839 1.4301 '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'
C C 0.0033 0.0016 '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'
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'
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 Zn1 N10 133.5(2) . . y
N1 Zn1 N11 116.4(2) . . y
N10 Zn1 N11 96.6(2) . . y
N1 Zn1 N12 119.6(2) . . y
N10 Zn1 N12 89.0(2) . . y
N11 Zn1 N12 91.7(2) . . y
C10 N10 N13 106.7(5) . . y
C10 N10 Zn1 140.1(4) . . y
N13 N10 Zn1 113.1(4) . . y
C20 N11 N14 106.9(5) . . y
C20 N11 Zn1 140.0(4) . . y
N14 N11 Zn1 113.0(4) . . y
C30 N12 N15 107.5(5) . . y
C30 N12 Zn1 138.0(4) . . y
N15 N12 Zn1 113.6(4) . . y
C6 N1 C2 118.1(5) . . y
C6 N1 Zn1 133.2(4) . . y
C2 N1 Zn1 108.0(4) . . y
O1 C2 N1 118.7(5) . . y
O1 C2 N3 120.9(5) . . y
N1 C2 N3 120.4(5) . . y
C4 N3 C2 120.9(5) . . y
N4 C4 N3 117.4(6) . . y
N4 C4 C5 123.6(6) . . y
N3 C4 C5 119.0(5) . . y
C6 C5 C4 118.2(6) . . y
C5 C6 N1 123.4(6) . . y
C12 N13 N10 110.0(5) . . y
C12 N13 B1 129.6(5) . . y
N10 N13 B1 120.3(5) . . y
N10 C10 C11 109.9(6) . . y
N10 C10 C14 122.1(6) . . y
C11 C10 C14 127.7(6) . . y
C10 C11 C12 106.2(6) . . y
N13 C12 C11 107.2(6) . . y
N13 C12 C13 123.3(6) . . y
C11 C12 C13 129.5(6) . . y
C15 C14 C19 118.2(7) . . y
C15 C14 C10 120.6(6) . . y
C19 C14 C10 121.0(7) . . y
C16 C15 C14 120.6(7) . . y
C17 C16 C15 121.0(9) . . y
C18 C17 C16 119.1(8) . . y
C17 C18 C19 120.9(8) . . y
C18 C19 C14 120.1(8) . . y
C22 N14 N11 108.7(5) . . y
C22 N14 B1 131.1(5) . . y
N11 N14 B1 119.6(5) . . y
N11 C20 C21 109.5(6) . . y
N11 C20 C24 122.9(6) . . y
C21 C20 C24 127.4(6) . . y
C22 C21 C20 106.7(6) . . y
C21 C22 N14 108.2(6) . . y
C21 C22 C23 129.1(7) . . y
N14 C22 C23 122.6(6) . . y
C25 C24 C29 119.1(6) . . y
C25 C24 C20 121.9(6) . . y
C29 C24 C20 119.0(6) . . y
C24 C25 C26 120.7(7) . . y
C25 C26 C27 119.5(7) . . y
C28 C27 C26 120.0(7) . . y
C27 C28 C29 120.0(7) . . y
C28 C29 C24 120.6(7) . . y
C32 N15 N12 108.9(5) . . y
C32 N15 B1 132.0(5) . . y
N12 N15 B1 119.0(4) . . y
N12 C30 C31 109.6(5) . . y
N12 C30 C34 120.3(5) . . y
C31 C30 C34 130.0(5) . . y
C32 C31 C30 105.6(6) . . y
N15 C32 C31 108.3(5) . . y
N15 C32 C33 122.2(6) . . y
C31 C32 C33 129.5(6) . . y
C39 C34 C35 119.2(6) . . y
C39 C34 C30 120.6(5) . . y
C35 C34 C30 120.1(6) . . y
C36 C35 C34 121.3(6) . . y
C35 C36 C37 119.0(6) . . y
C38 C37 C36 119.8(6) . . y
C39 C38 C37 121.7(6) . . y
C38 C39 C34 119.0(6) . . y
N14 B1 N13 110.4(5) . . y
N14 B1 N15 109.0(5) . . y
N13 B1 N15 108.3(5) . . 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
Zn1 N1 1.948(5) . y
Zn1 N10 2.020(5) . y
Zn1 N11 2.041(5) . y
Zn1 N12 2.048(5) . y
N10 C10 1.344(8) . y
N10 N13 1.375(7) . y
N11 C20 1.329(8) . y
N11 N14 1.386(7) . y
N12 C30 1.331(8) . y
N12 N15 1.368(6) . y
N1 C6 1.361(8) . y
N1 C2 1.364(7) . y
C2 O1 1.242(7) . y
C2 N3 1.369(7) . y
N3 C4 1.360(8) . y
C4 N4 1.310(8) . y
C4 C5 1.406(9) . y
C5 C6 1.344(9) . y
N13 C12 1.352(8) . y
N13 B1 1.546(8) . y
C10 C11 1.386(9) . y
C10 C14 1.460(9) . y
C11 C12 1.394(10) . y
C12 C13 1.479(9) . y
C14 C15 1.388(10) . y
C14 C19 1.399(9) . y
C15 C16 1.382(10) . y
C16 C17 1.377(12) . y
C17 C18 1.369(13) . y
C18 C19 1.393(12) . y
N14 C22 1.356(8) . y
N14 B1 1.532(9) . y
C20 C21 1.394(9) . y
C20 C24 1.482(9) . y
C21 C22 1.357(10) . y
C22 C23 1.481(9) . y
C24 C25 1.378(9) . y
C24 C29 1.390(9) . y
C25 C26 1.384(10) . y
C26 C27 1.396(11) . y
C27 C28 1.370(11) . y
C28 C29 1.380(10) . y
N15 C32 1.356(8) . y
N15 B1 1.566(8) . y
C30 C31 1.398(8) . y
C30 C34 1.469(8) . y
C31 C32 1.375(9) . y
C32 C33 1.503(9) . y
C34 C39 1.398(9) . y
C34 C35 1.396(9) . y
C35 C36 1.372(9) . y
C36 C37 1.394(10) . y
C37 C38 1.377(9) . y
C38 C39 1.373(9) . y
O4 C42 1.09(2) . y
C41 O3 1.49(3) . y
C40 O2 1.388(13) . y
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2024-11-15T14:40:08+02:00
;
 Removed multiple data items that had the 'Y' placeholder value.
;
