#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/56/4315612.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_4315612
loop_
_publ_author_name
'Soumya Sarkar'
'Kevin P. McGowan'
'Jeffrey A. Culver'
'Adam R. Carlson'
'Jürgen Koller'
'Andrew J. Peloquin'
'Melanie K. Veige'
'Khalil A. Abboud'
'Adam S. Veige'
_publ_section_title
;
 NCN Trianionic Pincer Ligand Precursors: Synthesis of Bimetallic,
 Chelating Diamide, and Pincer Group IV Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5143
_journal_page_last               5156
_journal_paper_doi               10.1021/ic100232s
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C36 H54 N4 Zr'
_chemical_formula_weight         634.05
_chemical_name_systematic
; 
 ? 
;
_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
_audit_update_record
;
2010-01-28 # Formatted by publCIF
;
_cell_angle_alpha                107.72(2)
_cell_angle_beta                 91.20(2)
_cell_angle_gamma                108.229(19)
_cell_formula_units_Z            2
_cell_length_a                   8.2682(14)
_cell_length_b                   12.2632(16)
_cell_length_c                   18.800(4)
_cell_measurement_reflns_used    236
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.0
_cell_measurement_theta_min      2.0
_cell_volume                     1710.4(6)
_computing_cell_refinement
'Bruker SMART v5.624 & SAINT 6.36a (Bruker 1998)'
_computing_data_collection       'Bruker SMART v5.624 (Bruker 1998)'
_computing_data_reduction        'Bruker SHELXTL v6.14 (Bruker 2000)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'
_computing_structure_refinement  'Bruker SHELXTL v6.14'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'SMART APEX II area detector'
_diffrn_measurement_method       'ω scans'
_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  0.0148
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12504
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.15
_exptl_absorpt_coefficient_mu    0.350
_exptl_absorpt_correction_T_max  0.9714
_exptl_absorpt_correction_T_min  0.9281
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'based on measured indexed crystal faces, Bruker SHELXTL  v6.12 (Bruker 1998)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.258
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.092
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         7445
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0524P)²+2.1716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.0966
_reflns_number_gt                7081
_reflns_number_total             7445
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic100232s_si_001_09.cif
_cod_data_source_block           ss46
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1710.4(5)
_cod_database_code               4315612
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.56730(2) 0.073481(15) 0.285979(9) 0.01148(7) Uani 1 1 d . . .
N1 N 0.7667(2) 0.23071(14) 0.28011(9) 0.0142(3) Uani 1 1 d . . .
N2 N 0.5608(2) -0.11447(14) 0.25313(9) 0.0144(3) Uani 1 1 d . . .
N3 N 0.3754(2) 0.05390(15) 0.21000(9) 0.0160(3) Uani 1 1 d . . .
N4 N 0.4915(2) 0.12354(15) 0.39049(9) 0.0172(3) Uani 1 1 d . . .
C1 C 0.7401(2) 0.30824(17) 0.24037(11) 0.0152(4) Uani 1 1 d . . .
C2 C 0.6521(2) 0.39025(18) 0.27182(11) 0.0176(4) Uani 1 1 d . . .
C3 C 0.6108(3) 0.45639(19) 0.22972(12) 0.0223(4) Uani 1 1 d . . .
H3A H 0.5482 0.5092 0.2503 0.027 Uiso 1 1 calc R . .
C4 C 0.6594(3) 0.4465(2) 0.15862(13) 0.0250(4) Uani 1 1 d . . .
H4A H 0.6281 0.4905 0.1301 0.030 Uiso 1 1 calc R . .
C5 C 0.7546(3) 0.37140(19) 0.12953(12) 0.0224(4) Uani 1 1 d . . .
H5A H 0.7922 0.3673 0.0817 0.027 Uiso 1 1 calc R . .
C6 C 0.7963(2) 0.30195(17) 0.16882(11) 0.0174(4) Uani 1 1 d . . .
C7 C 0.9022(3) 0.22239(18) 0.13350(11) 0.0202(4) Uani 1 1 d . . .
H7A H 0.8922 0.1625 0.1607 0.024 Uiso 1 1 calc R . .
C8 C 0.8382(3) 0.1512(2) 0.04970(12) 0.0289(5) Uani 1 1 d . . .
H8A H 0.7166 0.1023 0.0439 0.043 Uiso 1 1 calc R . .
H8B H 0.9051 0.0977 0.0302 0.043 Uiso 1 1 calc R . .
H8C H 0.8521 0.2083 0.0216 0.043 Uiso 1 1 calc R . .
C9 C 1.0937(3) 0.2986(2) 0.14155(13) 0.0254(4) Uani 1 1 d . . .
H9A H 1.1361 0.3440 0.1949 0.038 Uiso 1 1 calc R . .
H9B H 1.1069 0.3556 0.1134 0.038 Uiso 1 1 calc R . .
H9C H 1.1596 0.2446 0.1215 0.038 Uiso 1 1 calc R . .
C10 C 0.6058(3) 0.41121(19) 0.35167(12) 0.0208(4) Uani 1 1 d . . .
H10A H 0.6472 0.3583 0.3734 0.025 Uiso 1 1 calc R . .
C11 C 0.6979(3) 0.5441(2) 0.40073(14) 0.0371(6) Uani 1 1 d . . .
H11A H 0.8219 0.5644 0.3991 0.056 Uiso 1 1 calc R . .
H11B H 0.6742 0.5548 0.4528 0.056 Uiso 1 1 calc R . .
H11C H 0.6564 0.5977 0.3816 0.056 Uiso 1 1 calc R . .
C12 C 0.4119(3) 0.3769(2) 0.35354(14) 0.0281(5) Uani 1 1 d . . .
H12A H 0.3553 0.2921 0.3220 0.042 Uiso 1 1 calc R . .
H12B H 0.3688 0.4298 0.3343 0.042 Uiso 1 1 calc R . .
H12C H 0.3873 0.3868 0.4055 0.042 Uiso 1 1 calc R . .
C13 C 0.1986(3) 0.0503(2) 0.20939(14) 0.0302(5) Uani 1 1 d . . .
H13A H 0.1513 0.0383 0.1583 0.045 Uiso 1 1 calc R . .
H13B H 0.1936 0.1271 0.2437 0.045 Uiso 1 1 calc R . .
H13C H 0.1312 -0.0169 0.2258 0.045 Uiso 1 1 calc R . .
C14 C 0.4273(3) 0.0312(2) 0.13469(12) 0.0272(5) Uani 1 1 d . . .
H14A H 0.3323 0.0215 0.0987 0.041 Uiso 1 1 calc R . .
H14B H 0.4575 -0.0431 0.1205 0.041 Uiso 1 1 calc R . .
H14C H 0.5271 0.0999 0.1343 0.041 Uiso 1 1 calc R . .
C15 C 0.4494(2) -0.21886(17) 0.19424(11) 0.0147(3) Uani 1 1 d . . .
C16 C 0.5003(3) -0.25580(18) 0.12130(11) 0.0176(4) Uani 1 1 d . . .
C17 C 0.3874(3) -0.35613(19) 0.06487(11) 0.0222(4) Uani 1 1 d . . .
H17A H 0.4223 -0.3814 0.0165 0.027 Uiso 1 1 calc R . .
C18 C 0.2264(3) -0.41949(19) 0.07750(12) 0.0241(4) Uani 1 1 d . . .
H18A H 0.1498 -0.4852 0.0378 0.029 Uiso 1 1 calc R . .
C19 C 0.1783(3) -0.38577(18) 0.14905(12) 0.0213(4) Uani 1 1 d . . .
H19A H 0.0681 -0.4295 0.1581 0.026 Uiso 1 1 calc R . .
C20 C 0.2885(2) -0.28889(17) 0.20793(11) 0.0164(4) Uani 1 1 d . . .
C21 C 0.6761(3) -0.19337(18) 0.10214(12) 0.0212(4) Uani 1 1 d . . .
H21A H 0.7314 -0.1146 0.1436 0.025 Uiso 1 1 calc R . .
C22 C 0.7922(3) -0.2711(2) 0.09601(13) 0.0275(5) Uani 1 1 d . . .
H22A H 0.8016 -0.2890 0.1430 0.041 Uiso 1 1 calc R . .
H22B H 0.9065 -0.2267 0.0870 0.041 Uiso 1 1 calc R . .
H22C H 0.7426 -0.3474 0.0541 0.041 Uiso 1 1 calc R . .
C23 C 0.6631(3) -0.1659(2) 0.02798(13) 0.0291(5) Uani 1 1 d . . .
H23A H 0.5896 -0.1159 0.0314 0.044 Uiso 1 1 calc R . .
H23B H 0.6136 -0.2423 -0.0138 0.044 Uiso 1 1 calc R . .
H23C H 0.7779 -0.1220 0.0191 0.044 Uiso 1 1 calc R . .
C24 C 0.2330(2) -0.26465(18) 0.28632(11) 0.0173(4) Uani 1 1 d . . .
H24A H 0.3200 -0.1884 0.3206 0.021 Uiso 1 1 calc R . .
C25 C 0.2265(3) -0.3683(2) 0.31716(13) 0.0282(5) Uani 1 1 d . . .
H25A H 0.3385 -0.3799 0.3167 0.042 Uiso 1 1 calc R . .
H25B H 0.1384 -0.4434 0.2856 0.042 Uiso 1 1 calc R . .
H25C H 0.1984 -0.3476 0.3689 0.042 Uiso 1 1 calc R . .
C26 C 0.0578(3) -0.2458(2) 0.28690(13) 0.0245(4) Uani 1 1 d . . .
H26A H 0.0628 -0.1795 0.2674 0.037 Uiso 1 1 calc R . .
H26B H 0.0292 -0.2254 0.3386 0.037 Uiso 1 1 calc R . .
H26C H -0.0304 -0.3207 0.2551 0.037 Uiso 1 1 calc R . .
C27 C 0.3230(3) 0.0423(2) 0.39432(13) 0.0254(4) Uani 1 1 d . . .
H27A H 0.2915 0.0693 0.4451 0.038 Uiso 1 1 calc R . .
H27B H 0.3260 -0.0405 0.3827 0.038 Uiso 1 1 calc R . .
H27C H 0.2379 0.0435 0.3577 0.038 Uiso 1 1 calc R . .
C28 C 0.5628(3) 0.2152(2) 0.46391(12) 0.0251(4) Uani 1 1 d . . .
H28A H 0.4784 0.2056 0.4993 0.038 Uiso 1 1 calc R . .
H28B H 0.5908 0.2963 0.4593 0.038 Uiso 1 1 calc R . .
H28C H 0.6672 0.2053 0.4825 0.038 Uiso 1 1 calc R . .
C29 C 0.8749(2) 0.06135(18) 0.31684(11) 0.0155(4) Uani 1 1 d . . .
H29A H 0.862(3) 0.039(2) 0.2613(14) 0.016(6) Uiso 1 1 d . . .
C30 C 0.9403(2) 0.18356(18) 0.36105(11) 0.0169(4) Uani 1 1 d . . .
C31 C 0.9683(3) 0.2113(2) 0.43909(12) 0.0216(4) Uani 1 1 d . . .
H31A H 1.0194 0.2933 0.4707 0.026 Uiso 1 1 calc R . .
C32 C 0.9208(3) 0.1181(2) 0.47036(11) 0.0236(4) Uani 1 1 d . . .
H32A H 0.9486 0.1363 0.5229 0.028 Uiso 1 1 calc R . .
C33 C 0.8330(3) -0.0014(2) 0.42553(12) 0.0210(4) Uani 1 1 d . . .
H33A H 0.7916 -0.0629 0.4480 0.025 Uiso 1 1 calc R . .
C34 C 0.8060(2) -0.03060(18) 0.34741(11) 0.0169(4) Uani 1 1 d . . .
C35 C 0.9424(2) 0.27309(18) 0.32048(11) 0.0184(4) Uani 1 1 d . . .
H35A H 0.9706 0.3562 0.3568 0.022 Uiso 1 1 calc R . .
H35B H 1.0282 0.2735 0.2845 0.022 Uiso 1 1 calc R . .
C36 C 0.6826(3) -0.14838(18) 0.29358(11) 0.0182(4) Uani 1 1 d . . .
H36A H 0.7455 -0.1919 0.2577 0.022 Uiso 1 1 calc R . .
H36B H 0.6207 -0.2018 0.3216 0.022 Uiso 1 1 calc 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 '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
N3 Zr1 N4 107.54(7) . . ?
N3 Zr1 N1 102.88(7) . . ?
N4 Zr1 N1 105.97(7) . . ?
N3 Zr1 N2 99.10(7) . . ?
N4 Zr1 N2 110.31(7) . . ?
N1 Zr1 N2 128.94(6) . . ?
C1 N1 C35 113.93(15) . . ?
C1 N1 Zr1 123.26(12) . . ?
C35 N1 Zr1 122.73(12) . . ?
C15 N2 C36 110.90(15) . . ?
C15 N2 Zr1 128.88(12) . . ?
C36 N2 Zr1 120.22(12) . . ?
C13 N3 C14 111.78(17) . . ?
C13 N3 Zr1 137.35(15) . . ?
C14 N3 Zr1 110.78(13) . . ?
C27 N4 C28 110.27(17) . . ?
C27 N4 Zr1 112.01(13) . . ?
C28 N4 Zr1 137.65(14) . . ?
C2 C1 C6 119.04(18) . . ?
C2 C1 N1 119.73(17) . . ?
C6 C1 N1 121.21(17) . . ?
C3 C2 C1 119.56(18) . . ?
C3 C2 C10 118.93(18) . . ?
C1 C2 C10 121.48(18) . . ?
C4 C3 C2 121.3(2) . . ?
C3 C4 C5 119.1(2) . . ?
C4 C5 C6 121.7(2) . . ?
C5 C6 C1 119.12(19) . . ?
C5 C6 C7 118.64(18) . . ?
C1 C6 C7 122.24(18) . . ?
C6 C7 C8 112.30(19) . . ?
C6 C7 C9 111.29(17) . . ?
C8 C7 C9 108.76(17) . . ?
C2 C10 C12 112.13(18) . . ?
C2 C10 C11 110.30(18) . . ?
C12 C10 C11 110.57(18) . . ?
C20 C15 C16 118.50(17) . . ?
C20 C15 N2 120.81(17) . . ?
C16 C15 N2 120.68(17) . . ?
C17 C16 C15 119.19(18) . . ?
C17 C16 C21 117.87(18) . . ?
C15 C16 C21 122.90(17) . . ?
C18 C17 C16 121.87(19) . . ?
C17 C18 C19 119.03(19) . . ?
C18 C19 C20 121.29(19) . . ?
C19 C20 C15 119.92(18) . . ?
C19 C20 C24 118.13(17) . . ?
C15 C20 C24 121.92(17) . . ?
C16 C21 C22 111.15(18) . . ?
C16 C21 C23 112.02(19) . . ?
C22 C21 C23 108.81(18) . . ?
C20 C24 C26 111.51(17) . . ?
C20 C24 C25 111.27(17) . . ?
C26 C24 C25 109.81(17) . . ?
C34 C29 C30 122.30(18) . . ?
C29 C30 C31 117.90(19) . . ?
C29 C30 C35 115.43(17) . . ?
C31 C30 C35 125.61(19) . . ?
C32 C31 C30 119.7(2) . . ?
C33 C32 C31 120.85(19) . . ?
C32 C33 C34 119.8(2) . . ?
C29 C34 C33 118.03(19) . . ?
C29 C34 C36 115.79(17) . . ?
C33 C34 C36 125.32(19) . . ?
N1 C35 C30 105.40(15) . . ?
N2 C36 C34 106.33(15) . . ?
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
Zr1 N3 2.0182(17) . ?
Zr1 N4 2.0465(17) . ?
Zr1 N1 2.1440(17) . ?
Zr1 N2 2.1797(16) . ?
N1 C1 1.438(3) . ?
N1 C35 1.482(2) . ?
N2 C15 1.438(2) . ?
N2 C36 1.480(2) . ?
N3 C13 1.448(3) . ?
N3 C14 1.458(3) . ?
N4 C27 1.455(3) . ?
N4 C28 1.457(3) . ?
C1 C2 1.416(3) . ?
C1 C6 1.420(3) . ?
C2 C3 1.398(3) . ?
C2 C10 1.522(3) . ?
C3 C4 1.385(3) . ?
C4 C5 1.390(3) . ?
C5 C6 1.395(3) . ?
C6 C7 1.524(3) . ?
C7 C8 1.537(3) . ?
C7 C9 1.543(3) . ?
C10 C12 1.529(3) . ?
C10 C11 1.538(3) . ?
C15 C20 1.417(3) . ?
C15 C16 1.424(3) . ?
C16 C17 1.399(3) . ?
C16 C21 1.524(3) . ?
C17 C18 1.382(3) . ?
C18 C19 1.387(3) . ?
C19 C20 1.395(3) . ?
C20 C24 1.522(3) . ?
C21 C22 1.534(3) . ?
C21 C23 1.540(3) . ?
C24 C26 1.536(3) . ?
C24 C25 1.537(3) . ?
C29 C34 1.390(3) . ?
C29 C30 1.395(3) . ?
C30 C31 1.398(3) . ?
C30 C35 1.512(3) . ?
C31 C32 1.394(3) . ?
C32 C33 1.394(3) . ?
C33 C34 1.397(3) . ?
C34 C36 1.515(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660988
