#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:18:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178743 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/54/4085495.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_4085495
loop_
_publ_author_name
'Noor, Awal'
'Schwarz, Stefan'
'Kempe, Rhett'
_publ_section_title
;
 Low-Valent Aminopyridinato Chromium Methyl Complexes via Reductive
 Alkylation and via Oxidative Addition of Iodomethane by a Cr--Cr
 Quintuple Bond
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              2122
_journal_paper_doi               10.1021/om501230g
_journal_volume                  34
_journal_year                    2015
_chemical_formula_sum            'C33 H46 Cr N2'
_chemical_formula_weight         522.72
_chemical_name_common            'Compound 5'
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.198(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.6180(11)
_cell_length_b                   13.3300(11)
_cell_length_c                   16.9470(13)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    133(2)
_cell_volume                     3035.3(4)
_computing_cell_refinement       X-AREA-STOE
_computing_data_collection       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  STOE-IPDSII
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0575
_diffrn_reflns_av_sigmaI/netI    0.1079
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9483
_diffrn_reflns_theta_full        25.78
_diffrn_reflns_theta_max         25.78
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    0.399
_exptl_absorpt_correction_T_max  0.9654
_exptl_absorpt_correction_T_min  0.8820
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.977
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5516
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.948
_refine_ls_R_factor_all          0.1471
_refine_ls_R_factor_gt           0.0846
_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)+(0.1229P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2080
_refine_ls_wR_factor_ref         0.2321
_reflns_number_gt                2844
_reflns_number_total             5516
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om501230g_si_001.cif
_cod_data_source_block           k897m
_cod_depositor_comments
'Adding full bibliography for 4085493--4085498.cif.'
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4085495
#BEGIN Tags that were not found in dictionaries:
_cell_measurement_2theta_min     2.61
_cell_measurement_2theta_max     49.98
#END Tags that were not found in dictionaries
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 1.1098(8) 0.1076(5) 0.5801(5) 0.114(3) Uani 1 1 d .
H1A H 1.0579 0.1592 0.5622 0.171 Uiso 1 1 calc R
H1B H 1.1702 0.1341 0.5758 0.171 Uiso 1 1 calc R
H1C H 1.1245 0.0882 0.6397 0.171 Uiso 1 1 calc R
C2 C 0.9564(4) 0.1003(4) 0.3493(3) 0.0444(12) Uani 1 1 d .
C3 C 0.9258(4) 0.1386(4) 0.2639(3) 0.0531(13) Uani 1 1 d .
H3 H 0.9671 0.1307 0.2329 0.064 Uiso 1 1 calc R
C4 C 0.8370(4) 0.1864(4) 0.2277(3) 0.0585(15) Uani 1 1 d .
H4 H 0.8147 0.2101 0.1703 0.070 Uiso 1 1 calc R
C5 C 0.7780(4) 0.2010(4) 0.2749(3) 0.0547(14) Uani 1 1 d .
H5 H 0.7170 0.2368 0.2506 0.066 Uiso 1 1 calc R
C6 C 0.8094(4) 0.1630(4) 0.3568(3) 0.0480(12) Uani 1 1 d .
C7 C 0.7541(4) 0.1907(4) 0.4110(3) 0.0465(12) Uani 1 1 d .
C8 C 0.7744(5) 0.2831(4) 0.4533(4) 0.0663(16) Uani 1 1 d .
C9 C 0.7120(7) 0.3122(5) 0.4941(5) 0.095(2) Uani 1 1 d .
H9 H 0.7238 0.3758 0.5217 0.113 Uiso 1 1 calc R
C10 C 0.6362(7) 0.2568(7) 0.4973(5) 0.094(2) Uani 1 1 d .
C11 C 0.6189(5) 0.1660(5) 0.4556(4) 0.0697(17) Uani 1 1 d .
H11 H 0.5662 0.1255 0.4572 0.084 Uiso 1 1 calc R
C12 C 0.6741(4) 0.1303(4) 0.4117(3) 0.0532(13) Uani 1 1 d .
C13 C 0.6463(5) 0.0353(5) 0.3605(5) 0.0769(18) Uani 1 1 d .
H13 H 0.7059 0.0123 0.3504 0.092 Uiso 1 1 calc R
C14 C 0.5632(7) 0.0514(7) 0.2744(5) 0.126(3) Uani 1 1 d .
H14A H 0.5475 -0.0122 0.2428 0.189 Uiso 1 1 calc R
H14B H 0.5836 0.1009 0.2419 0.189 Uiso 1 1 calc R
H14C H 0.5041 0.0758 0.2823 0.189 Uiso 1 1 calc R
C15 C 0.6179(6) -0.0478(5) 0.4076(6) 0.101(3) Uani 1 1 d .
H15A H 0.6723 -0.0586 0.4637 0.152 Uiso 1 1 calc R
H15B H 0.6057 -0.1097 0.3738 0.152 Uiso 1 1 calc R
H15C H 0.5575 -0.0287 0.4157 0.152 Uiso 1 1 calc R
C16 C 0.5726(15) 0.2920(11) 0.5442(11) 0.226(9) Uani 1 1 d .
H16 H 0.5085 0.2674 0.4994 0.271 Uiso 1 1 calc R
C17 C 0.5661(10) 0.2392(11) 0.6044(10) 0.182(6) Uani 1 1 d .
H17A H 0.6080 0.1794 0.6133 0.273 Uiso 1 1 calc R
H17B H 0.4968 0.2189 0.5889 0.273 Uiso 1 1 calc R
H17C H 0.5886 0.2788 0.6574 0.273 Uiso 1 1 calc R
C18 C 0.545(2) 0.3888(13) 0.5360(19) 0.44(2) Uani 1 1 d .
H18A H 0.5104 0.4034 0.5737 0.665 Uiso 1 1 calc R
H18B H 0.5008 0.4024 0.4763 0.665 Uiso 1 1 calc R
H18C H 0.6045 0.4314 0.5521 0.665 Uiso 1 1 calc R
C19 C 0.8543(6) 0.3517(6) 0.4495(5) 0.093(2) Uani 1 1 d .
H19 H 0.8944 0.3123 0.4243 0.111 Uiso 1 1 calc R
C20 C 0.8085(8) 0.4402(6) 0.3892(6) 0.120(3) Uani 1 1 d .
H20A H 0.8617 0.4831 0.3866 0.180 Uiso 1 1 calc R
H20B H 0.7663 0.4792 0.4107 0.180 Uiso 1 1 calc R
H20C H 0.7682 0.4149 0.3316 0.180 Uiso 1 1 calc R
C21 C 0.9252(9) 0.3863(8) 0.5381(6) 0.165(6) Uani 1 1 d .
H21A H 0.9766 0.4295 0.5326 0.248 Uiso 1 1 calc R
H21B H 0.9566 0.3278 0.5734 0.248 Uiso 1 1 calc R
H21C H 0.8880 0.4240 0.5655 0.248 Uiso 1 1 calc R
C22 C 1.1194(4) 0.0616(4) 0.3589(3) 0.0441(12) Uani 1 1 d .
C23 C 1.1710(4) 0.1529(4) 0.3678(3) 0.0569(14) Uani 1 1 d .
C24 C 1.2511(5) 0.1550(7) 0.3412(5) 0.088(2) Uani 1 1 d .
H24 H 1.2889 0.2148 0.3481 0.105 Uiso 1 1 calc R
C25 C 1.2748(6) 0.0732(8) 0.3058(6) 0.105(3) Uani 1 1 d .
H25 H 1.3293 0.0764 0.2887 0.127 Uiso 1 1 calc R
C26 C 1.2227(6) -0.0124(7) 0.2945(5) 0.091(2) Uani 1 1 d .
H26 H 1.2411 -0.0683 0.2691 0.109 Uiso 1 1 calc R
C27 C 1.1431(5) -0.0216(5) 0.3186(4) 0.0642(15) Uani 1 1 d .
C28 C 1.0814(5) -0.1178(5) 0.3045(5) 0.087(2) Uani 1 1 d .
H28 H 1.0664 -0.1261 0.3568 0.104 Uiso 1 1 calc R
C29 C 0.9832(8) -0.1075(8) 0.2313(8) 0.165(5) Uani 1 1 d .
H29A H 0.9493 -0.0474 0.2394 0.248 Uiso 1 1 calc R
H29B H 0.9424 -0.1668 0.2287 0.248 Uiso 1 1 calc R
H29C H 0.9932 -0.1017 0.1776 0.248 Uiso 1 1 calc R
C30 C 1.1377(7) -0.2107(6) 0.2996(6) 0.113(3) Uani 1 1 d .
H30A H 1.2030 -0.2110 0.3476 0.169 Uiso 1 1 calc R
H30B H 1.1467 -0.2110 0.2453 0.169 Uiso 1 1 calc R
H30C H 1.1002 -0.2703 0.3028 0.169 Uiso 1 1 calc R
C31 C 1.1466(5) 0.2469(4) 0.4042(4) 0.0743(19) Uani 1 1 d .
H31 H 1.0954 0.2295 0.4274 0.089 Uiso 1 1 calc R
C32 C 1.1018(7) 0.3285(5) 0.3348(5) 0.111(3) Uani 1 1 d .
H32A H 1.0854 0.3880 0.3607 0.167 Uiso 1 1 calc R
H32B H 1.0412 0.3027 0.2892 0.167 Uiso 1 1 calc R
H32C H 1.1502 0.3466 0.3104 0.167 Uiso 1 1 calc R
C33 C 1.2352(7) 0.2925(6) 0.4770(5) 0.105(3) Uani 1 1 d .
H33A H 1.2140 0.3527 0.4983 0.157 Uiso 1 1 calc R
H33B H 1.2867 0.3104 0.4560 0.157 Uiso 1 1 calc R
H33C H 1.2622 0.2436 0.5238 0.157 Uiso 1 1 calc R
N1 N 0.8958(3) 0.1090(3) 0.3926(2) 0.0440(10) Uani 1 1 d .
N2 N 1.0422(3) 0.0519(3) 0.3900(2) 0.0449(10) Uani 1 1 d .
Cr1 Cr 1.06018(6) -0.01832(7) 0.50034(5) 0.0557(3) Uani 1 1 d .
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'
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
N2 C2 N1 116.2(4) . .
N2 C2 C3 123.5(5) . .
N1 C2 C3 120.3(5) . .
C4 C3 C2 119.2(5) . .
C3 C4 C5 120.1(5) . .
C6 C5 C4 119.2(5) . .
N1 C6 C5 121.6(5) . .
N1 C6 C7 119.1(4) . .
C5 C6 C7 118.9(5) . .
C8 C7 C12 120.3(5) . .
C8 C7 C6 118.5(5) . .
C12 C7 C6 120.7(5) . .
C7 C8 C9 116.7(6) . .
C7 C8 C19 121.7(6) . .
C9 C8 C19 121.4(6) . .
C10 C9 C8 125.0(6) . .
C9 C10 C11 116.7(6) . .
C9 C10 C16 122.3(10) . .
C11 C10 C16 121.1(10) . .
C10 C11 C12 123.6(6) . .
C11 C12 C7 117.7(5) . .
C11 C12 C13 121.4(6) . .
C7 C12 C13 120.7(5) . .
C12 C13 C14 111.9(6) . .
C12 C13 C15 112.4(6) . .
C14 C13 C15 109.3(6) . .
C17 C16 C18 120.0(12) . .
C17 C16 C10 120.3(13) . .
C18 C16 C10 117.6(12) . .
C8 C19 C21 112.3(6) . .
C8 C19 C20 110.7(7) . .
C21 C19 C20 112.0(7) . .
C23 C22 C27 120.4(5) . .
C23 C22 N2 120.5(4) . .
C27 C22 N2 119.1(5) . .
C22 C23 C24 117.4(6) . .
C22 C23 C31 124.1(5) . .
C24 C23 C31 118.5(6) . .
C25 C24 C23 121.0(7) . .
C26 C25 C24 121.2(7) . .
C25 C26 C27 121.9(7) . .
C26 C27 C22 117.9(6) . .
C26 C27 C28 122.7(6) . .
C22 C27 C28 119.4(5) . .
C29 C28 C30 113.5(7) . .
C29 C28 C27 111.6(7) . .
C30 C28 C27 113.3(7) . .
C23 C31 C33 113.7(6) . .
C23 C31 C32 111.9(5) . .
C33 C31 C32 107.9(5) . .
C2 N1 C6 119.2(4) . .
C2 N1 Cr1 112.4(3) . 3_756
C6 N1 Cr1 127.7(3) . 3_756
C2 N2 C22 118.9(4) . .
C2 N2 Cr1 117.2(3) . .
C22 N2 Cr1 123.5(3) . .
Cr1 Cr1 N2 95.58(13) 3_756 .
Cr1 Cr1 N1 97.40(12) 3_756 3_756
N2 Cr1 N1 166.27(16) . 3_756
Cr1 Cr1 C1 83.0(3) 3_756 .
N2 Cr1 C1 96.5(2) . .
N1 Cr1 C1 89.6(2) 3_756 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 Cr1 2.097(8) .
C2 N2 1.336(6) .
C2 N1 1.360(6) .
C2 C3 1.430(6) .
C3 C4 1.356(7) .
C4 C5 1.402(8) .
C5 C6 1.375(7) .
C6 N1 1.370(6) .
C6 C7 1.490(7) .
C7 C8 1.396(7) .
C7 C12 1.424(7) .
C8 C9 1.400(10) .
C8 C19 1.505(9) .
C9 C10 1.350(11) .
C10 C11 1.373(10) .
C10 C16 1.516(12) .
C11 C12 1.380(8) .
C12 C13 1.497(8) .
C13 C14 1.502(11) .
C13 C15 1.515(10) .
C16 C17 1.273(16) .
C16 C18 1.342(17) .
C19 C21 1.522(10) .
C19 C20 1.531(11) .
C22 C23 1.408(7) .
C22 C27 1.414(7) .
C22 N2 1.427(6) .
C23 C24 1.411(9) .
C23 C31 1.500(9) .
C24 C25 1.354(11) .
C25 C26 1.343(11) .
C26 C27 1.383(9) .
C27 C28 1.532(9) .
C28 C29 1.488(12) .
C28 C30 1.507(9) .
C31 C33 1.521(9) .
C31 C32 1.546(9) .
N1 Cr1 2.061(4) 3_756
N2 Cr1 2.013(4) .
Cr1 Cr1 1.8216(17) 3_756
Cr1 N1 2.061(4) 3_756
