#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:23:04 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178745 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/56/4085626.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_4085626
loop_
_publ_author_name
'Vadake Kulangara, Shaneesh'
'Haveman, Daniel'
'Vidjayacoumar, Bala'
'Korobkov, Ilia'
'Gambarotta, Sandro'
'Duchateau, Rob'
_publ_section_title
;
 Effect of Cocatalysts and Solvent on Selective Ethylene Oligomerization
;
_journal_issue                   7
_journal_name_full               Organometallics
_journal_page_first              1203
_journal_paper_doi               10.1021/om501013m
_journal_volume                  34
_journal_year                    2015
_chemical_formula_sum            'C59 H62 Cl2 Cr2 N4 O2'
_chemical_formula_weight         1034.02
_chemical_name_systematic
; 

 ? 

;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                110.516(2)
_cell_angle_beta                 99.497(2)
_cell_angle_gamma                97.906(2)
_cell_formula_units_Z            1
_cell_length_a                   9.0393(6)
_cell_length_b                   12.1410(7)
_cell_length_c                   13.0865(8)
_cell_measurement_reflns_used    3802
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.30
_cell_measurement_theta_min      2.34
_cell_volume                     1296.65(14)
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_collection       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.663
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_unetI/netI     0.0947
_diffrn_reflns_Laue_measured_fraction_full 0.663
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12326
_diffrn_reflns_point_group_measured_fraction_full 0.663
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         21.965
_diffrn_reflns_theta_min         1.707
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             542
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.710
_refine_diff_density_min         -0.884
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3116
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0564
_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)+(0.0684P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1244
_refine_ls_wR_factor_ref         0.1373
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2029
_reflns_number_total             3116
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om501013m_si_002.cif
_cod_data_source_block           sg098
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'n/a' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 

 Adding full bibliography for 4085625--4085626.cif.
;
_cod_database_code               4085626
#BEGIN Tags that were not found in dictionaries:
_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   0.876
_shelx_estimated_absorpt_t_max   0.989
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
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
Cr1 Cr 0.00302(10) 0.63038(8) 0.61373(7) 0.0336(3) Uani 1 1 d . . . . .
Cl1 Cl 0.18812(15) 0.52374(12) 0.53781(11) 0.0418(4) Uani 1 1 d . . . . .
N1 N 0.1647(5) 0.7499(4) 0.7477(3) 0.0306(11) Uani 1 1 d . . . . .
N2 N 0.2239(5) 0.8071(4) 0.5289(4) 0.0413(12) Uani 1 1 d . . . . .
O1 O -0.1660(4) 0.6637(3) 0.7023(3) 0.0413(10) Uani 1 1 d . . . . .
C1 C 0.2475(6) 0.7149(5) 0.8236(5) 0.0423(15) Uani 1 1 d . . . . .
H1A H 0.2310 0.6358 0.8232 0.051 Uiso 1 1 calc R U . . .
C2 C 0.3580(6) 0.8102(6) 0.9006(4) 0.0453(16) Uani 1 1 d . . . . .
H2A H 0.4293 0.8098 0.9625 0.054 Uiso 1 1 calc R U . . .
C3 C 0.3442(7) 0.9087(6) 0.8693(4) 0.0457(16) Uani 1 1 d . . . . .
H3A H 0.4062 0.9876 0.9056 0.055 Uiso 1 1 calc R U . . .
C4 C 0.2251(7) 0.8699(5) 0.7770(4) 0.0356(14) Uani 1 1 d . . . . .
C5 C 0.1493(6) 0.9325(5) 0.7061(4) 0.0365(14) Uani 1 1 d . . . . .
C6 C 0.1114(7) 0.8459(5) 0.5840(4) 0.0364(14) Uani 1 1 d . . . . .
C7 C -0.0276(7) 0.7930(5) 0.5085(5) 0.0405(15) Uani 1 1 d . . . . .
H7A H -0.1256 0.8028 0.5228 0.049 Uiso 1 1 calc R U . . .
C8 C 0.0021(8) 0.7214(5) 0.4055(4) 0.0476(17) Uani 1 1 d . . . . .
H8A H -0.0724 0.6749 0.3380 0.057 Uiso 1 1 calc R U . . .
C9 C 0.1551(8) 0.7311(5) 0.4205(5) 0.0449(16) Uani 1 1 d . . . . .
H9A H 0.2070 0.6917 0.3652 0.054 Uiso 1 1 calc R U . . .
C10 C 0.3868(7) 0.8247(6) 0.5758(5) 0.0580(18) Uani 1 1 d . . . . .
H10A H 0.4126 0.8816 0.6540 0.087 Uiso 1 1 calc R U . . .
H10B H 0.4463 0.8567 0.5325 0.087 Uiso 1 1 calc R U . . .
H10C H 0.4111 0.7475 0.5726 0.087 Uiso 1 1 calc R U . . .
C11 C -0.0013(7) 0.9652(5) 0.7400(4) 0.0387(15) Uani 1 1 d . . . . .
C12 C -0.0463(7) 0.9500(5) 0.8305(5) 0.0449(16) Uani 1 1 d . . . . .
H12A H 0.0144 0.9157 0.8727 0.054 Uiso 1 1 calc R U . . .
C13 C -0.1756(8) 0.9828(6) 0.8610(5) 0.0540(18) Uani 1 1 d . . . . .
H13A H -0.2030 0.9718 0.9243 0.065 Uiso 1 1 calc R U . . .
C14 C -0.2664(8) 1.0314(5) 0.8016(6) 0.0593(19) Uani 1 1 d . . . . .
H14A H -0.3580 1.0521 0.8219 0.071 Uiso 1 1 calc R U . . .
C15 C -0.2225(8) 1.0499(5) 0.7114(6) 0.0591(18) Uani 1 1 d . . . . .
H15A H -0.2840 1.0843 0.6697 0.071 Uiso 1 1 calc R U . . .
C16 C -0.0902(7) 1.0188(5) 0.6817(5) 0.0492(17) Uani 1 1 d . . . . .
H16A H -0.0594 1.0341 0.6211 0.059 Uiso 1 1 calc R U . . .
C17 C 0.2519(6) 1.0550(5) 0.7268(5) 0.0427(15) Uani 1 1 d . . . . .
C18 C 0.2962(8) 1.1446(5) 0.8348(5) 0.0594(19) Uani 1 1 d . . . . .
H18A H 0.2634 1.1292 0.8948 0.071 Uiso 1 1 calc R U . . .
C19 C 0.3860(9) 1.2540(6) 0.8557(6) 0.078(2) Uani 1 1 d . . . . .
H19A H 0.4181 1.3121 0.9303 0.094 Uiso 1 1 calc R U . . .
C20 C 0.4304(9) 1.2809(7) 0.7697(7) 0.083(2) Uani 1 1 d . . . . .
H20A H 0.4927 1.3570 0.7847 0.100 Uiso 1 1 calc R U . . .
C21 C 0.3830(8) 1.1959(6) 0.6620(6) 0.066(2) Uani 1 1 d . . . . .
H21A H 0.4110 1.2141 0.6019 0.080 Uiso 1 1 calc R U . . .
C22 C 0.2959(7) 1.0854(6) 0.6408(5) 0.0492(17) Uani 1 1 d . . . . .
H22A H 0.2646 1.0279 0.5659 0.059 Uiso 1 1 calc R U . . .
C23 C -0.3234(6) 0.6714(6) 0.6608(5) 0.0491(17) Uani 1 1 d . . . . .
H23A H -0.3555 0.6298 0.5782 0.059 Uiso 1 1 calc R U . . .
H23B H -0.3329 0.7563 0.6815 0.059 Uiso 1 1 calc R U . . .
C24 C -0.4169(8) 0.6106(8) 0.7165(6) 0.089(3) Uani 1 1 d . . . . .
H24A H -0.4475 0.5227 0.6726 0.106 Uiso 1 1 calc R U . . .
H24B H -0.5103 0.6433 0.7264 0.106 Uiso 1 1 calc R U . . .
C25 C -0.3120(8) 0.6378(7) 0.8269(6) 0.076(2) Uani 1 1 d . . . . .
H25A H -0.3167 0.7169 0.8820 0.091 Uiso 1 1 calc R U . . .
H25B H -0.3397 0.5752 0.8567 0.091 Uiso 1 1 calc R U . . .
C26 C -0.1562(7) 0.6391(6) 0.8035(5) 0.0538(17) Uani 1 1 d . . . . .
H26A H -0.0785 0.7025 0.8664 0.065 Uiso 1 1 calc R U . . .
H26B H -0.1281 0.5604 0.7920 0.065 Uiso 1 1 calc R U . . .
C27 C 1.1012(9) 0.4697(9) 0.9553(10) 0.0923(19) Uiso 0.5 1 d DG . P A -1
C28 C 0.9903(12) 0.3635(7) 0.9066(8) 0.0923(19) Uiso 0.5 1 d DG . P A -1
H28A H 1.0119 0.2937 0.8547 0.111 Uiso 0.5 1 calc R U P A -1
C29 C 0.8480(10) 0.3593(8) 0.9338(8) 0.0923(19) Uiso 0.5 1 d G . P A -1
H29A H 0.7722 0.2867 0.9006 0.111 Uiso 0.5 1 calc R U P A -1
C30 C 0.8165(9) 0.4614(10) 1.0098(9) 0.0923(19) Uiso 0.5 1 d G . P A -1
H30A H 0.7191 0.4586 1.0284 0.111 Uiso 0.5 1 calc R U P A -1
C31 C 0.9273(12) 0.5677(8) 1.0585(9) 0.0923(19) Uiso 0.5 1 d G . P A -1
H31A H 0.9058 0.6374 1.1104 0.111 Uiso 0.5 1 calc R U P A -1
C32 C 1.0697(11) 0.5718(7) 1.0312(10) 0.0923(19) Uiso 0.5 1 d DG . P A -1
H32A H 1.1455 0.6444 1.0645 0.111 Uiso 0.5 1 calc R U P A -1
C33 C 1.2536(14) 0.4815(13) 0.9304(12) 0.0923(19) Uiso 0.5 1 d D . P A -1
H33A H 1.3122 0.5640 0.9731 0.138 Uiso 0.5 1 calc R U P A -1
H33B H 1.2426 0.4631 0.8500 0.138 Uiso 0.5 1 calc R U P A -1
H33C H 1.3078 0.4253 0.9514 0.138 Uiso 0.5 1 calc R U P A -1
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 '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_3
N1 Cr1 O1 90.90(15) .
N1 Cr1 Cl1 92.28(12) .
O1 Cr1 Cl1 155.81(11) .
N1 Cr1 Cl1 175.12(13) 2_566
O1 Cr1 Cl1 88.17(11) 2_566
Cl1 Cr1 Cl1 86.63(5) 2_566
Cr1 Cl1 Cr1 93.37(5) 2_566
C1 N1 C4 106.5(4) .
C1 N1 Cr1 121.7(4) .
C4 N1 Cr1 131.4(4) .
C9 N2 C6 108.8(5) .
C9 N2 C10 122.3(5) .
C6 N2 C10 128.4(5) .
C26 O1 C23 109.7(4) .
C26 O1 Cr1 119.2(3) .
C23 O1 Cr1 127.8(3) .
N1 C1 C2 110.5(5) .
C1 C2 C3 106.1(5) .
C4 C3 C2 107.4(5) .
C3 C4 N1 109.6(5) .
C3 C4 C5 133.3(6) .
N1 C4 C5 117.1(5) .
C6 C5 C4 107.6(4) .
C6 C5 C17 112.9(4) .
C4 C5 C17 111.6(5) .
C6 C5 C11 109.3(5) .
C4 C5 C11 111.0(4) .
C17 C5 C11 104.4(4) .
C7 C6 N2 107.3(5) .
C7 C6 C5 130.6(5) .
N2 C6 C5 122.2(5) .
C6 C7 C8 107.5(5) .
C9 C8 C7 107.6(5) .
C8 C9 N2 108.8(5) .
C12 C11 C16 117.8(5) .
C12 C11 C5 122.5(5) .
C16 C11 C5 119.6(5) .
C13 C12 C11 121.6(6) .
C12 C13 C14 120.8(6) .
C13 C14 C15 118.9(6) .
C16 C15 C14 120.4(6) .
C15 C16 C11 120.4(5) .
C18 C17 C22 116.8(5) .
C18 C17 C5 119.7(5) .
C22 C17 C5 123.3(5) .
C19 C18 C17 121.1(6) .
C18 C19 C20 120.9(7) .
C21 C20 C19 119.0(6) .
C22 C21 C20 120.5(6) .
C21 C22 C17 121.6(6) .
O1 C23 C24 104.3(5) .
C23 C24 C25 103.6(6) .
C26 C25 C24 104.9(5) .
O1 C26 C25 105.4(5) .
C28 C27 C32 120.0 .
C28 C27 C33 123.3(7) .
C32 C27 C33 116.7(7) .
C29 C28 C27 120.0 .
C28 C29 C30 120.0 .
C29 C30 C31 120.0 .
C30 C31 C32 120.0 .
C31 C32 C27 120.0 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cr1 N1 2.026(4) .
Cr1 O1 2.065(3) .
Cr1 Cl1 2.3887(16) .
Cr1 Cl1 2.4080(15) 2_566
Cl1 Cr1 2.4080(15) 2_566
N1 C1 1.366(7) .
N1 C4 1.374(6) .
N2 C9 1.372(7) .
N2 C6 1.383(6) .
N2 C10 1.454(7) .
O1 C26 1.448(6) .
O1 C23 1.465(6) .
C1 C2 1.372(7) .
C2 C3 1.407(8) .
C3 C4 1.369(7) .
C4 C5 1.529(7) .
C5 C6 1.523(7) .
C5 C17 1.549(7) .
C5 C11 1.560(7) .
C6 C7 1.374(7) .
C7 C8 1.417(7) .
C8 C9 1.347(8) .
C11 C12 1.376(7) .
C11 C16 1.393(7) .
C12 C13 1.362(8) .
C13 C14 1.368(8) .
C14 C15 1.385(8) .
C15 C16 1.378(8) .
C17 C18 1.399(7) .
C17 C22 1.399(7) .
C18 C19 1.369(8) .
C19 C20 1.380(9) .
C20 C21 1.377(9) .
C21 C22 1.370(8) .
C23 C24 1.484(8) .
C24 C25 1.491(9) .
C25 C26 1.489(8) .
C27 C28 1.3900 .
C27 C32 1.3900 .
C27 C33 1.467(11) .
C28 C29 1.3900 .
C29 C30 1.3900 .
C30 C31 1.3900 .
C31 C32 1.3900 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C4 N1 C1 C2 0.4(6)
Cr1 N1 C1 C2 174.8(3)
N1 C1 C2 C3 -1.0(6)
C1 C2 C3 C4 1.2(6)
C2 C3 C4 N1 -1.0(6)
C2 C3 C4 C5 177.6(5)
C1 N1 C4 C3 0.4(6)
Cr1 N1 C4 C3 -173.3(4)
C1 N1 C4 C5 -178.5(4)
Cr1 N1 C4 C5 7.9(7)
C3 C4 C5 C6 141.0(6)
N1 C4 C5 C6 -40.5(6)
C3 C4 C5 C17 16.6(8)
N1 C4 C5 C17 -164.9(4)
C3 C4 C5 C11 -99.4(7)
N1 C4 C5 C11 79.1(5)
C9 N2 C6 C7 0.0(6)
C10 N2 C6 C7 -171.1(5)
C9 N2 C6 C5 -179.6(5)
C10 N2 C6 C5 9.3(8)
C4 C5 C6 C7 117.2(6)
C17 C5 C6 C7 -119.1(6)
C11 C5 C6 C7 -3.5(7)
C4 C5 C6 N2 -63.3(6)
C17 C5 C6 N2 60.3(6)
C11 C5 C6 N2 176.0(5)
N2 C6 C7 C8 -0.3(6)
C5 C6 C7 C8 179.1(5)
C6 C7 C8 C9 0.6(6)
C7 C8 C9 N2 -0.6(6)
C6 N2 C9 C8 0.4(6)
C10 N2 C9 C8 172.2(5)
C6 C5 C11 C12 125.2(5)
C4 C5 C11 C12 6.6(7)
C17 C5 C11 C12 -113.8(5)
C6 C5 C11 C16 -58.9(6)
C4 C5 C11 C16 -177.5(5)
C17 C5 C11 C16 62.1(6)
C16 C11 C12 C13 1.8(8)
C5 C11 C12 C13 177.8(5)
C11 C12 C13 C14 0.6(9)
C12 C13 C14 C15 -1.8(10)
C13 C14 C15 C16 0.6(10)
C14 C15 C16 C11 1.9(9)
C12 C11 C16 C15 -3.0(9)
C5 C11 C16 C15 -179.1(5)
C6 C5 C17 C18 179.7(5)
C4 C5 C17 C18 -58.9(7)
C11 C5 C17 C18 61.1(7)
C6 C5 C17 C22 4.1(8)
C4 C5 C17 C22 125.5(6)
C11 C5 C17 C22 -114.5(6)
C22 C17 C18 C19 -3.7(10)
C5 C17 C18 C19 -179.6(6)
C17 C18 C19 C20 2.6(11)
C18 C19 C20 C21 0.0(12)
C19 C20 C21 C22 -1.4(12)
C20 C21 C22 C17 0.1(10)
C18 C17 C22 C21 2.4(9)
C5 C17 C22 C21 178.1(6)
C26 O1 C23 C24 -18.7(6)
Cr1 O1 C23 C24 140.4(5)
O1 C23 C24 C25 32.4(7)
C23 C24 C25 C26 -34.5(8)
C23 O1 C26 C25 -2.8(6)
Cr1 O1 C26 C25 -164.0(4)
C24 C25 C26 O1 23.2(7)
C32 C27 C28 C29 0.0
C33 C27 C28 C29 -179.6(11)
C27 C28 C29 C30 0.0
C28 C29 C30 C31 0.0
C29 C30 C31 C32 0.0
C30 C31 C32 C27 0.0
C28 C27 C32 C31 0.0
C33 C27 C32 C31 179.6(11)
