#------------------------------------------------------------------------------
#$Date: 2019-11-23 05:43:12 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232256 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/73/4347300.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_4347300
loop_
_publ_author_name
'Jacobs, Brian P.'
'Wolczanski, Peter T.'
'Lobkovsky, Emil B.'
_publ_section_title
;
 Oxidatively Triggered Carbon-Carbon Bond Formation in Ene-amide
 Complexes.
;
_journal_issue                   9
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4223
_journal_page_last               4232
_journal_paper_doi               10.1021/acs.inorgchem.5b02990
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C36 H52 Cr N2'
_chemical_formula_sum            'C36 H52 Cr N2'
_chemical_formula_weight         564.80
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                87.146(8)
_cell_angle_beta                 82.848(9)
_cell_angle_gamma                70.288(7)
_cell_formula_units_Z            2
_cell_length_a                   11.320(2)
_cell_length_b                   11.5351(19)
_cell_length_c                   13.336(3)
_cell_measurement_reflns_used    9658
_cell_measurement_temperature    233(2)
_cell_measurement_theta_max      30.61
_cell_measurement_theta_min      2.44
_cell_volume                     1626.5(5)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      233(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega 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  0.0286
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31365
_diffrn_reflns_theta_full        30.51
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         2.19
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.377
_exptl_absorpt_correction_T_max  0.9284
_exptl_absorpt_correction_T_min  0.8487
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         9813
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0388
_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)+(0.0379P)²+0.4520P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0998
_reflns_number_gt                7524
_reflns_number_total             9813
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02990_si_002.cif
_cod_data_source_block           bj4
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4347300
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
Cr1 Cr 0.567569(19) 0.072811(18) 0.760844(16) 0.02876(6) Uani 1 1 d .
N1 N 0.65222(10) 0.19948(10) 0.76918(8) 0.0297(2) Uani 1 1 d .
N2 N 0.65485(9) -0.09877(9) 0.70527(8) 0.0273(2) Uani 1 1 d .
C1 C 0.53245(12) 0.27848(12) 0.78595(9) 0.0293(3) Uani 1 1 d .
C2 C 0.48416(15) 0.39318(13) 0.72272(12) 0.0377(3) Uani 1 1 d .
H2B H 0.5435(15) 0.4369(15) 0.7190(12) 0.039(4) Uiso 1 1 d .
H2A H 0.4877(15) 0.3684(14) 0.6525(13) 0.039(4) Uiso 1 1 d .
C3 C 0.35085(17) 0.47331(15) 0.76211(15) 0.0508(4) Uani 1 1 d .
H3A H 0.3545(17) 0.5152(17) 0.8245(15) 0.054(5) Uiso 1 1 d .
H3B H 0.3173(18) 0.5370(18) 0.7137(14) 0.057(5) Uiso 1 1 d .
C4 C 0.26581(16) 0.39637(18) 0.78580(15) 0.0535(4) Uani 1 1 d .
H4B H 0.179(2) 0.4473(19) 0.8074(15) 0.068(6) Uiso 1 1 d .
H4A H 0.2671(18) 0.3477(18) 0.7227(15) 0.060(5) Uiso 1 1 d .
C5 C 0.31006(15) 0.30621(15) 0.87063(13) 0.0432(3) Uani 1 1 d .
H5B H 0.2912(16) 0.3486(16) 0.9361(13) 0.048(5) Uiso 1 1 d .
H5A H 0.2662(17) 0.2475(16) 0.8778(13) 0.049(5) Uiso 1 1 d .
C6 C 0.45054(13) 0.23942(13) 0.85449(10) 0.0339(3) Uani 1 1 d .
H6 H 0.4891(15) 0.1838(15) 0.9072(13) 0.043(4) Uiso 1 1 d .
C7 C 0.75423(12) 0.23424(11) 0.71961(10) 0.0297(3) Uani 1 1 d .
C8 C 0.79723(12) 0.21091(12) 0.61682(10) 0.0322(3) Uani 1 1 d .
C9 C 0.90695(14) 0.23466(14) 0.57666(12) 0.0402(3) Uani 1 1 d .
H9 H 0.9368(16) 0.2187(15) 0.5069(13) 0.041(4) Uiso 1 1 d .
C10 C 0.97074(15) 0.28220(15) 0.63533(14) 0.0473(4) Uani 1 1 d .
H10 H 1.0430(18) 0.2948(17) 0.6058(14) 0.058(5) Uiso 1 1 d .
C11 C 0.92660(16) 0.30790(16) 0.73504(14) 0.0470(4) Uani 1 1 d .
H11 H 0.9700(18) 0.3441(17) 0.7747(14) 0.055(5) Uiso 1 1 d .
C12 C 0.81894(14) 0.28432(13) 0.77992(11) 0.0369(3) Uani 1 1 d .
C13 C 0.73015(14) 0.16212(14) 0.54666(11) 0.0362(3) Uani 1 1 d .
H13 H 0.6546(15) 0.1553(14) 0.5850(12) 0.039(4) Uiso 1 1 d .
C14 C 0.81040(17) 0.03504(15) 0.50662(12) 0.0477(4) Uani 1 1 d .
H14A H 0.8872 0.0397 0.4681 0.072 Uiso 1 1 calc R
H14B H 0.7633 0.0063 0.4634 0.072 Uiso 1 1 calc R
H14C H 0.8318 -0.0219 0.5629 0.072 Uiso 1 1 calc R
C15 C 0.68978(16) 0.25103(16) 0.45880(12) 0.0484(4) Uani 1 1 d .
H15A H 0.6397 0.3320 0.4850 0.073 Uiso 1 1 calc R
H15B H 0.6398 0.2215 0.4190 0.073 Uiso 1 1 calc R
H15C H 0.7642 0.2561 0.4166 0.073 Uiso 1 1 calc R
C16 C 0.77221(17) 0.31308(16) 0.89038(12) 0.0466(4) Uani 1 1 d .
H16 H 0.7210(17) 0.2636(16) 0.9128(13) 0.049(5) Uiso 1 1 d .
C17 C 0.8778(2) 0.2809(2) 0.95785(15) 0.0725(6) Uani 1 1 d .
H17A H 0.9291 0.1949 0.9491 0.109 Uiso 1 1 calc R
H17B H 0.8416 0.2951 1.0279 0.109 Uiso 1 1 calc R
H17C H 0.9299 0.3321 0.9396 0.109 Uiso 1 1 calc R
C18 C 0.6896(2) 0.4469(2) 0.90488(16) 0.0777(7) Uani 1 1 d .
H18A H 0.7386 0.4997 0.8818 0.117 Uiso 1 1 calc R
H18B H 0.6592 0.4616 0.9759 0.117 Uiso 1 1 calc R
H18C H 0.6183 0.4647 0.8662 0.117 Uiso 1 1 calc R
C19 C 0.54814(12) -0.11718(11) 0.75157(10) 0.0281(2) Uani 1 1 d .
C20 C 0.43431(12) -0.02903(13) 0.73650(12) 0.0342(3) Uani 1 1 d .
H20 H 0.4303(14) 0.0160(14) 0.6736(12) 0.037(4) Uiso 1 1 d .
C21 C 0.31048(14) -0.02486(16) 0.79538(15) 0.0476(4) Uani 1 1 d .
H21B H 0.2605(19) 0.0573(19) 0.8141(15) 0.063(6) Uiso 1 1 d .
H21A H 0.2634(18) -0.0488(17) 0.7514(14) 0.057(5) Uiso 1 1 d .
C22 C 0.32987(18) -0.10702(19) 0.88798(16) 0.0589(5) Uani 1 1 d .
H22B H 0.248(2) -0.1136(19) 0.9137(16) 0.074(6) Uiso 1 1 d .
H22A H 0.3630(19) -0.0733(18) 0.9410(16) 0.065(6) Uiso 1 1 d .
C23 C 0.42661(18) -0.23116(17) 0.86291(16) 0.0548(4) Uani 1 1 d .
H23B H 0.4368(19) -0.2882(19) 0.9230(16) 0.065(6) Uiso 1 1 d .
H23A H 0.397(2) -0.266(2) 0.8019(17) 0.076(6) Uiso 1 1 d .
C24 C 0.55484(15) -0.21929(14) 0.82880(12) 0.0376(3) Uani 1 1 d .
H24B H 0.5896(16) -0.2023(15) 0.8861(13) 0.045(5) Uiso 1 1 d .
H24A H 0.6121(16) -0.2923(16) 0.8016(13) 0.044(4) Uiso 1 1 d .
C25 C 0.76999(11) -0.19821(11) 0.69022(9) 0.0270(2) Uani 1 1 d .
C26 C 0.77659(12) -0.29761(12) 0.62912(10) 0.0300(3) Uani 1 1 d .
C27 C 0.89054(14) -0.39383(14) 0.61303(12) 0.0394(3) Uani 1 1 d .
H27 H 0.8979(15) -0.4601(16) 0.5721(12) 0.042(4) Uiso 1 1 d .
C28 C 0.99607(14) -0.39323(15) 0.65402(13) 0.0445(4) Uani 1 1 d .
H28 H 1.0707(17) -0.4596(16) 0.6439(13) 0.051(5) Uiso 1 1 d .
C29 C 0.98971(13) -0.29532(14) 0.71132(12) 0.0402(3) Uani 1 1 d .
H29 H 1.0640(17) -0.2956(16) 0.7397(13) 0.049(5) Uiso 1 1 d .
C30 C 0.87844(12) -0.19611(12) 0.73022(10) 0.0320(3) Uani 1 1 d .
C31 C 0.66369(13) -0.29832(12) 0.57865(11) 0.0333(3) Uani 1 1 d .
H31 H 0.5915(15) -0.2735(13) 0.6246(11) 0.032(4) Uiso 1 1 d .
C32 C 0.67403(16) -0.42511(14) 0.54210(14) 0.0483(4) Uani 1 1 d .
H32A H 0.7397 -0.4495 0.4856 0.072 Uiso 1 1 calc R
H32B H 0.5940 -0.4217 0.5208 0.072 Uiso 1 1 calc R
H32C H 0.6949 -0.4847 0.5967 0.072 Uiso 1 1 calc R
C33 C 0.63941(16) -0.20430(15) 0.49246(12) 0.0464(4) Uani 1 1 d .
H33A H 0.6263 -0.1232 0.5183 0.070 Uiso 1 1 calc R
H33B H 0.5648 -0.2035 0.4632 0.070 Uiso 1 1 calc R
H33C H 0.7117 -0.2264 0.4411 0.070 Uiso 1 1 calc R
C34 C 0.87467(14) -0.09144(15) 0.79538(13) 0.0439(4) Uani 1 1 d .
H34 H 0.8153(18) -0.0221(17) 0.7736(13) 0.054(5) Uiso 1 1 d .
C35 C 0.8352(2) -0.1153(3) 0.90478(16) 0.0819(7) Uani 1 1 d .
H35A H 0.7516 -0.1223 0.9113 0.123 Uiso 1 1 calc R
H35B H 0.8339 -0.0476 0.9457 0.123 Uiso 1 1 calc R
H35C H 0.8948 -0.1913 0.9275 0.123 Uiso 1 1 calc R
C36 C 0.99768(17) -0.06303(18) 0.78508(16) 0.0587(5) Uani 1 1 d .
H36A H 1.0627 -0.1310 0.8127 0.088 Uiso 1 1 calc R
H36B H 0.9850 0.0116 0.8217 0.088 Uiso 1 1 calc R
H36C H 1.0237 -0.0516 0.7143 0.088 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'
Cr Cr 0.3209 0.6236 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 Cr1 N2 124.75(4)
N1 Cr1 C20 165.62(5)
N2 Cr1 C20 65.93(5)
N1 Cr1 C6 65.64(5)
N2 Cr1 C6 165.68(5)
C20 Cr1 C6 105.91(5)
N1 Cr1 C19 158.52(5)
N2 Cr1 C19 36.26(4)
C20 Cr1 C19 35.23(5)
C6 Cr1 C19 131.11(5)
N1 Cr1 C1 35.72(4)
N2 Cr1 C1 158.14(5)
C20 Cr1 C1 131.46(5)
C6 Cr1 C1 35.39(5)
C19 Cr1 C1 165.10(5)
C1 N1 C7 123.33(11)
C1 N1 Cr1 83.95(8)
C7 N1 Cr1 140.41(9)
C19 N2 C25 120.62(10)
C19 N2 Cr1 82.48(7)
C25 N2 Cr1 145.96(9)
N1 C1 C6 116.17(12)
N1 C1 C2 122.24(12)
C6 C1 C2 120.92(12)
N1 C1 Cr1 60.33(6)
C6 C1 Cr1 70.67(8)
C2 C1 Cr1 133.68(9)
C1 C2 C3 112.51(13)
C4 C3 C2 110.84(14)
C5 C4 C3 110.59(15)
C6 C5 C4 111.75(13)
C1 C6 C5 123.29(13)
C1 C6 Cr1 73.95(8)
C5 C6 Cr1 131.65(10)
C8 C7 C12 120.27(12)
C8 C7 N1 122.23(11)
C12 C7 N1 117.29(12)
C9 C8 C7 118.67(13)
C9 C8 C13 118.05(13)
C7 C8 C13 123.28(12)
C10 C9 C8 121.17(15)
C11 C10 C9 119.98(15)
C10 C11 C12 121.55(15)
C11 C12 C7 118.32(14)
C11 C12 C16 120.60(14)
C7 C12 C16 121.08(13)
C8 C13 C14 112.08(13)
C8 C13 C15 111.31(12)
C14 C13 C15 110.04(13)
C12 C16 C18 111.51(14)
C12 C16 C17 113.49(16)
C18 C16 C17 109.96(16)
N2 C19 C20 117.23(12)
N2 C19 C24 121.30(11)
C20 C19 C24 120.81(12)
N2 C19 Cr1 61.26(6)
C20 C19 Cr1 71.43(8)
C24 C19 Cr1 132.40(10)
C19 C20 C21 123.49(14)
C19 C20 Cr1 73.34(8)
C21 C20 Cr1 130.15(11)
C20 C21 C22 111.67(14)
C23 C22 C21 111.04(16)
C22 C23 C24 110.64(14)
C19 C24 C23 112.48(13)
C30 C25 C26 120.02(12)
C30 C25 N2 121.03(12)
C26 C25 N2 118.85(11)
C27 C26 C25 118.59(13)
C27 C26 C31 120.03(13)
C25 C26 C31 121.34(11)
C28 C27 C26 121.43(14)
C29 C28 C27 119.65(14)
C28 C29 C30 121.72(14)
C29 C30 C25 118.54(13)
C29 C30 C34 120.08(13)
C25 C30 C34 121.34(12)
C26 C31 C33 110.71(12)
C26 C31 C32 113.84(12)
C33 C31 C32 110.68(13)
C30 C34 C35 110.45(15)
C30 C34 C36 114.05(14)
C35 C34 C36 110.47(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cr1 N1 2.0131(11)
Cr1 N2 2.0217(11)
Cr1 C20 2.2619(14)
Cr1 C6 2.2622(14)
Cr1 C19 2.2859(13)
Cr1 C1 2.3040(13)
N1 C1 1.3527(17)
N1 C7 1.4238(16)
N2 C19 1.3637(16)
N2 C25 1.4156(16)
C1 C6 1.3884(19)
C1 C2 1.5087(19)
C2 C3 1.522(2)
C3 C4 1.512(3)
C4 C5 1.512(3)
C5 C6 1.508(2)
C7 C8 1.4039(19)
C7 C12 1.4127(19)
C8 C9 1.3977(19)
C8 C13 1.512(2)
C9 C10 1.373(2)
C10 C11 1.371(3)
C11 C12 1.394(2)
C12 C16 1.515(2)
C13 C14 1.522(2)
C13 C15 1.527(2)
C16 C18 1.518(3)
C16 C17 1.520(2)
C19 C20 1.3766(19)
C19 C24 1.5141(19)
C20 C21 1.506(2)
C21 C22 1.511(3)
C22 C23 1.503(3)
C23 C24 1.515(2)
C25 C30 1.4060(18)
C25 C26 1.4157(18)
C26 C27 1.3895(19)
C26 C31 1.5193(19)
C27 C28 1.376(2)
C28 C29 1.372(2)
C29 C30 1.3918(19)
C30 C34 1.508(2)
C31 C33 1.525(2)
C31 C32 1.527(2)
C34 C35 1.512(3)
C34 C36 1.523(2)
