#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:31:56 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178655 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/66/4076650.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_4076650
loop_
_publ_author_name
'MacAdams, Leonard A.'
'Kim, Woo-Kyu'
'Liable-Sands, Louise M.'
'Guzei, Ilia A.'
'Rheingold, Arnold L.'
'Theopold, Klaus H.'
_publ_section_title
;
 The (Ph)2nacnac Ligand in Organochromium Chemistry
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              952
_journal_paper_doi               10.1021/om010857k
_journal_volume                  21
_journal_year                    2002
_chemical_formula_sum            'C44 H56 Cl2 Cr2 N4 O2'
_chemical_formula_weight         847.83
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 90.3352(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.1282(3)
_cell_length_b                   14.2684(3)
_cell_length_c                   12.8048(3)
_cell_measurement_temperature    213(2)
_cell_volume                     2215.83(9)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_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  0.0395
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8985
_diffrn_reflns_theta_max         28.14
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.650
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.527
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.036
_refine_ls_goodness_of_fit_obs   1.085
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4805
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_restrained_S_obs      1.085
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_obs          0.0449
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0854P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1415
_refine_ls_wR_factor_obs         0.1326
_reflns_number_observed          3883
_reflns_number_total             4805
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            om010857k.cif
_cod_data_source_block           len02
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0854P)^2^+0.0000P] 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^)+(0.0854P)^2^+0.0000P] 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        2215.83(4)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4076650
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Cr1 Cr 0.64687(3) 0.01634(2) 0.47964(3) 0.02597(14) Uani 1 d .
Cl1 Cl 0.48451(5) 0.11080(3) 0.50660(4) 0.0309(2) Uani 1 d .
O1 O 0.6047(2) 0.02080(10) 0.30684(12) 0.0336(4) Uani 1 d .
N1 N 0.7438(2) 0.13019(13) 0.44995(14) 0.0327(4) Uani 1 d .
N2 N 0.7746(2) -0.07318(13) 0.44521(15) 0.0322(4) Uani 1 d .
C1 C 0.8841(3) 0.2169(2) 0.3502(2) 0.0509(7) Uani 1 d .
H1A H 0.8452(3) 0.2699(2) 0.3799(2) 0.076 Uiso 1 calc R
H1B H 0.8814(3) 0.2208(2) 0.2746(2) 0.076 Uiso 1 calc R
H1C H 0.9603(3) 0.2179(2) 0.3735(2) 0.076 Uiso 1 calc R
C2 C 0.8298(2) 0.1262(2) 0.3856(2) 0.0358(5) Uani 1 d .
C3 C 0.8770(2) 0.0431(2) 0.3489(2) 0.0415(6) Uani 1 d .
H3A H 0.9270(2) 0.0494(2) 0.2935(2) 0.050 Uiso 1 calc R
C4 C 0.8588(2) -0.0495(2) 0.3851(2) 0.0370(6) Uani 1 d .
C5 C 0.9442(3) -0.1228(2) 0.3535(3) 0.0590(8) Uani 1 d .
H5A H 0.9236(3) -0.1833(2) 0.3820(3) 0.089 Uiso 1 calc R
H5B H 1.0160(3) -0.1048(2) 0.3806(3) 0.089 Uiso 1 calc R
H5C H 0.9471(3) -0.1268(2) 0.2780(3) 0.089 Uiso 1 calc R
C6 C 0.7165(2) 0.2204(2) 0.4952(2) 0.0400(6) Uani 1 d .
C7 C 0.7621(3) 0.2455(2) 0.5911(2) 0.0554(8) Uani 1 d .
H7A H 0.8112(3) 0.2049(2) 0.6258(2) 0.067 Uiso 1 calc R
C8 C 0.7336(4) 0.3328(3) 0.6358(3) 0.0803(13) Uani 1 d .
H8A H 0.7642(4) 0.3502(3) 0.7006(3) 0.096 Uiso 1 calc R
C9 C 0.6618(4) 0.3925(2) 0.5855(4) 0.0878(14) Uani 1 d .
H9A H 0.6430(4) 0.4502(2) 0.6161(4) 0.105 Uiso 1 calc R
C10 C 0.6182(4) 0.3680(2) 0.4913(4) 0.0777(11) Uani 1 d .
H10A H 0.5692(4) 0.4090(2) 0.4570(4) 0.093 Uiso 1 calc R
C11 C 0.6454(3) 0.2820(2) 0.4446(3) 0.0574(8) Uani 1 d .
H11A H 0.6154(3) 0.2662(2) 0.3791(3) 0.069 Uiso 1 calc R
C12 C 0.7738(2) -0.1674(2) 0.4883(2) 0.0335(5) Uani 1 d .
C13 C 0.7170(2) -0.2397(2) 0.4388(2) 0.0440(6) Uani 1 d .
H13A H 0.6799(2) -0.2281(2) 0.3755(2) 0.053 Uiso 1 calc R
C14 C 0.7146(3) -0.3296(2) 0.4827(3) 0.0543(8) Uani 1 d .
H14A H 0.6754(3) -0.3780(2) 0.4492(3) 0.065 Uiso 1 calc R
C15 C 0.7702(3) -0.3470(2) 0.5756(3) 0.0543(8) Uani 1 d .
H15A H 0.7693(3) -0.4074(2) 0.6049(3) 0.065 Uiso 1 calc R
C16 C 0.8265(3) -0.2761(2) 0.6247(2) 0.0531(7) Uani 1 d .
H16A H 0.8638(3) -0.2882(2) 0.6879(2) 0.064 Uiso 1 calc R
C17 C 0.8290(2) -0.1857(2) 0.5816(2) 0.0419(6) Uani 1 d .
H17A H 0.8680(2) -0.1376(2) 0.6157(2) 0.050 Uiso 1 calc R
C18 C 0.5768(2) 0.1036(2) 0.2466(2) 0.0405(6) Uani 1 d .
H18A H 0.6425(2) 0.1420(2) 0.2348(2) 0.049 Uiso 1 calc R
H18B H 0.5220(2) 0.1415(2) 0.2835(2) 0.049 Uiso 1 calc R
C19 C 0.5302(3) 0.0684(2) 0.1438(2) 0.0495(7) Uani 1 d .
H19A H 0.5451(3) 0.1126(2) 0.0870(2) 0.059 Uiso 1 calc R
H19B H 0.4505(3) 0.0580(2) 0.1483(2) 0.059 Uiso 1 calc R
C20 C 0.5916(4) -0.0230(2) 0.1280(2) 0.0590(9) Uani 1 d .
H20A H 0.6619(4) -0.0124(2) 0.0926(2) 0.071 Uiso 1 calc R
H20B H 0.5474(4) -0.0672(2) 0.0868(2) 0.071 Uiso 1 calc R
C21 C 0.6102(3) -0.0594(2) 0.2379(2) 0.0424(6) Uani 1 d .
H21A H 0.5533(3) -0.1053(2) 0.2561(2) 0.051 Uiso 1 calc R
H21B H 0.6825(3) -0.0897(2) 0.2436(2) 0.051 Uiso 1 calc R
C22 C 0.6859(2) 0.0158(2) 0.6378(2) 0.0366(6) Uani 1 d .
H22A H 0.6474(2) -0.0352(2) 0.6718(2) 0.055 Uiso 1 calc R
H22B H 0.6637(2) 0.0749(2) 0.6687(2) 0.055 Uiso 1 calc R
H22C H 0.7648(2) 0.0076(2) 0.6466(2) 0.055 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
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'
Cr Cr 0.3209 0.6236 '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'
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 N2 91.07(8) .
N1 Cr1 C22 93.21(9) .
N2 Cr1 C22 92.25(9) .
N1 Cr1 O1 85.59(7) .
N2 Cr1 O1 88.53(7) .
C22 Cr1 O1 178.58(8) .
N1 Cr1 Cl1 93.08(6) .
N2 Cr1 Cl1 173.50(6) .
C22 Cr1 Cl1 92.51(8) .
O1 Cr1 Cl1 86.80(5) .
N1 Cr1 Cl1 171.57(6) 3_656
N2 Cr1 Cl1 92.70(6) 3_656
C22 Cr1 Cl1 94.17(7) 3_656
O1 Cr1 Cl1 86.97(5) 3_656
Cl1 Cr1 Cl1 82.54(2) 3_656
Cr1 Cl1 Cr1 97.46(2) 3_656
C18 O1 C21 109.4(2) .
C18 O1 Cr1 126.29(13) .
C21 O1 Cr1 124.16(13) .
C2 N1 C6 117.8(2) .
C2 N1 Cr1 122.3(2) .
C6 N1 Cr1 119.9(2) .
C4 N2 C12 117.6(2) .
C4 N2 Cr1 123.3(2) .
C12 N2 Cr1 119.06(14) .
N1 C2 C3 124.5(2) .
N1 C2 C1 119.2(2) .
C3 C2 C1 116.3(2) .
C2 C3 C4 128.0(2) .
N2 C4 C3 123.3(2) .
N2 C4 C5 120.3(2) .
C3 C4 C5 116.4(2) .
C11 C6 C7 119.4(3) .
C11 C6 N1 121.2(2) .
C7 C6 N1 119.4(3) .
C8 C7 C6 119.1(3) .
C9 C8 C7 120.8(4) .
C10 C9 C8 119.8(3) .
C9 C10 C11 120.7(4) .
C6 C11 C10 120.1(3) .
C17 C12 C13 119.1(2) .
C17 C12 N2 119.7(2) .
C13 C12 N2 121.1(2) .
C12 C13 C14 120.5(3) .
C15 C14 C13 119.7(3) .
C16 C15 C14 120.0(3) .
C15 C16 C17 120.6(3) .
C12 C17 C16 120.0(3) .
O1 C18 C19 106.0(2) .
C18 C19 C20 102.7(2) .
C19 C20 C21 104.0(2) .
O1 C21 C20 106.7(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cr1 N1 2.043(2) .
Cr1 N2 2.058(2) .
Cr1 C22 2.077(2) .
Cr1 O1 2.269(2) .
Cr1 Cl1 2.4127(6) .
Cr1 Cl1 2.4217(6) 3_656
Cl1 Cr1 2.4216(6) 3_656
O1 C18 1.450(3) .
O1 C21 1.448(3) .
N1 C2 1.334(3) .
N1 C6 1.451(3) .
N2 C4 1.327(3) .
N2 C12 1.453(3) .
C1 C2 1.523(3) .
C2 C3 1.399(4) .
C3 C4 1.418(3) .
C4 C5 1.527(4) .
C6 C11 1.389(4) .
C6 C7 1.390(4) .
C7 C8 1.414(5) .
C8 C9 1.376(6) .
C9 C10 1.360(6) .
C10 C11 1.404(4) .
C12 C17 1.390(3) .
C12 C13 1.391(3) .
C13 C14 1.401(4) .
C14 C15 1.386(4) .
C15 C16 1.372(4) .
C16 C17 1.404(3) .
C18 C19 1.515(3) .
C19 C20 1.517(4) .
C20 C21 1.516(4) .
