#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/73/4077322.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_4077322
loop_
_publ_author_name
'Hicks, Frederick A.'
'Brookhart, Maurice'
_publ_section_title
;
 A Highly Active Anilinotropone-Based Neutral Nickel(II) Catalyst for
 Ethylene Polymerization
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              3217
_journal_paper_doi               10.1021/om010211s
_journal_volume                  20
_journal_year                    2001
_chemical_formula_moiety         'C22.50 H27 N O '
_chemical_formula_sum            'C22.5 H27 N O'
_chemical_formula_weight         327.46
_chemical_name_systematic        ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 113.759(1)
_cell_angle_gamma                90.0
_cell_formula_units_Z            8
_cell_length_a                   15.5935(6)
_cell_length_b                   14.1245(5)
_cell_length_c                   19.3648(7)
_cell_measurement_reflns_used    5796
_cell_measurement_temperature    193
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.00
_cell_volume                     3903.6(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT/NRCVAX DATRD2'
_computing_molecular_graphics    NRCVAX
_computing_publication_material  'NRCVAX TABLES Jan 94 Version'
_computing_structure_refinement  'NRCVAX LSTSQ'
_computing_structure_solution    'NRCVAX SOLVER'
_diffrn_ambient_temperature      193
_diffrn_measurement_device       'Bruker SMART'
_diffrn_measurement_method       'Omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'xray tube'
_diffrn_radiation_type           'Molybdenum K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            18103
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         0.00
_exptl_absorpt_coefficient_mu    0.07
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_F_000             1416.73
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.38
_refine_ls_extinction_coef       2.938(547)
_refine_ls_extinction_method     Larson
_refine_ls_goodness_of_fit_obs   4.25
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         2840
_refine_ls_R_factor_all          0.073
_refine_ls_R_factor_obs          0.062
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/(σ²(F)+0.0001F²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.079
_refine_ls_wR_factor_obs         0.077
_reflns_number_observed          2867
_reflns_number_total             3325
_reflns_observed_criterion       'Inet > 2.5\s(Inet)'
_cod_data_source_file            om010211s.cif
_cod_data_source_block           c00037
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/(\s^2^(F)+0.0001F^2^)' 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^(F)+0.0001F^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3903.63(25)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C22.50 H27 N O '
_cod_database_code               4077322
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
1/2+x,1/2+y,z
1/2-x,1/2-y,-z
-x,y,1/2-z
x,-y,1/2+z
1/2-x,1/2+y,1/2-z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_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_type_symbol
O1 0.07966(9) 0.17935(11) 0.32889(8) 0.0499(10) Uij O
C2 0.16410(13) 0.19899(14) 0.34622(11) 0.0374(12) Uij C
C3 0.23187(16) 0.17703(19) 0.42033(13) 0.0515(15) Uij C
C4 0.32487(18) 0.19938(20) 0.45579(14) 0.0615(16) Uij C
C5 0.38315(17) 0.24952(20) 0.43013(15) 0.0583(15) Uij C
C6 0.35998(15) 0.28390(18) 0.35871(14) 0.0505(14) Uij C
C7 0.27512(14) 0.27802(15) 0.29526(13) 0.0399(12) Uij C
C8 0.18887(13) 0.24092(13) 0.28682(11) 0.0326(11) Uij C
N9 0.11530(11) 0.24252(12) 0.21877(9) 0.0333(10) Uij N
C10 0.12082(12) 0.27287(14) 0.14997(10) 0.0321(11) Uij C
C11 0.14381(13) 0.20667(15) 0.10597(11) 0.0390(12) Uij C
C12 0.14855(14) 0.23837(17) 0.03946(12) 0.0450(14) Uij C
C13 0.13089(15) 0.33214(17) 0.01731(13) 0.0467(14) Uij C
C14 0.10825(15) 0.39584(17) 0.06120(12) 0.0443(13) Uij C
C15 0.10346(13) 0.36853(14) 0.12879(11) 0.0364(12) Uij C
C16 0.15685(18) 0.10295(16) 0.12826(15) 0.0521(15) Uij C
C17 0.2260(3) 0.0521(3) 0.1033(3) 0.087(3) Uij C
C18 0.0609(3) 0.05466(22) 0.0973(3) 0.082(3) Uij C
C19 0.07759(15) 0.43873(15) 0.17623(12) 0.0422(13) Uij C
C20 0.1258(5) 0.5335(3) 0.1828(4) 0.110(4) Uij C
C21 -0.02864(20) 0.4499(3) 0.14560(18) 0.0708(20) Uij C
C31 0.60511(16) 0.30991(19) 0.32933(15) 0.0852(18) Uij C
C32 0.53687(16) 0.25075(19) 0.27894(15) 0.0911(18) Uij C
C33 0.45882(16) 0.28966(19) 0.22083(15) 0.0771(18) Uij C
C34 0.44902(16) 0.38773(19) 0.21312(15) 0.0607(18) Uij C
C35 0.51726(16) 0.44689(19) 0.26351(15) 0.0666(18) Uij C
C36 0.59531(16) 0.40797(19) 0.32162(15) 0.0894(18) Uij C
C37 0.36509(16) 0.42957(19) 0.15063(15) 0.0887(18) Uij C
H3 0.2025(15) 0.1404(17) 0.4491(13) 0.055(6) Uiso H
H4 0.3540(16) 0.1775(17) 0.5071(15) 0.062(7) Uiso H
H5 0.4474(19) 0.2642(18) 0.4665(14) 0.068(7) Uiso H
H6 0.4124(15) 0.3172(15) 0.3510(12) 0.050(6) Uiso H
H7 0.2764(13) 0.3072(14) 0.2498(12) 0.039(5) Uiso H
H9 0.0601(16) 0.2168(16) 0.2188(13) 0.053(6) Uiso H
H12 0.1633(14) 0.1925(16) 0.0074(12) 0.048(6) Uiso H
H13 0.1339(14) 0.3526(15) -0.0300(13) 0.051(6) Uiso H
H14 0.0969(16) 0.4621(18) 0.0459(13) 0.057(7) Uiso H
H16 0.1816(13) 0.1004(14) 0.1826(13) 0.039(6) Uiso H
H17a 0.2897(24) 0.0851(23) 0.1170(17) 0.096(11) Uiso H
H17b 0.2335(21) -0.015(3) 0.1205(17) 0.099(10) Uiso H
H17c 0.1974(22) 0.0435(23) 0.0476(22) 0.097(11) Uiso H
H18a 0.0150(21) 0.0872(23) 0.1152(17) 0.094(10) Uiso H
H18b 0.030(3) 0.061(3) 0.0376(25) 0.126(14) Uiso H
H18c 0.0725(23) -0.011(3) 0.1122(18) 0.104(11) Uiso H
H19 0.0971(15) 0.4114(16) 0.2273(13) 0.051(6) Uiso H
H20a 0.189(3) 0.522(3) 0.1990(20) 0.107(14) Uiso H
H20b 0.112(4) 0.567(4) 0.136(3) 0.19(3) Uiso H
H20c 0.1096(23) 0.576(3) 0.2153(21) 0.116(12) Uiso H
H21a -0.068(3) 0.377(4) 0.1503(25) 0.165(17) Uiso H
H21b -0.0436(19) 0.5046(20) 0.1773(15) 0.077(8) Uiso H
H21c -0.045(3) 0.478(3) 0.0983(23) 0.119(13) Uiso H
H31 0.65883(16) 0.28313(19) 0.36932(15) 0.1010(17) Uiso H
H32 0.54362(16) 0.18326(19) 0.28425(15) 0.1069(17) Uiso H
H33 0.41186(16) 0.24895(19) 0.18616(15) 0.0929(17) Uiso H
H35 0.51051(16) 0.51438(19) 0.25819(15) 0.0824(17) Uiso H
H36 0.64227(16) 0.44868(19) 0.35629(15) 0.1052(17) Uiso H
H37a 0.36908(16) 0.49739(19) 0.15329(15) 0.1045(17) Uiso H
H37b 0.36333(16) 0.40875(19) 0.10289(15) 0.1045(17) Uiso H
H37c 0.30916(16) 0.40934(19) 0.15573(15) 0.1045(17) Uiso H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables Vol. IV Table 2.2B'
H 0.000 0.000 'International Tables Vol. IV Table 2.2B'
N 0.006 0.003 'International Tables Vol. IV Table 2.2B'
O 0.011 0.006 'International Tables Vol. IV Table 2.2B'
Si 0.082 0.070 'International Tables Vol. IV Table 2.2B'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O(1) C(2) C(3) 119.50(19)
O(1) C(2) C(8) 117.19(17)
C(3) C(2) C(8) 123.26(18)
C(2) C(3) C(4) 131.15(24)
C(3) C(4) C(5) 130.59(25)
C(4) C(5) C(6) 126.58(23)
C(5) C(6) C(7) 129.58(23)
C(6) C(7) C(8) 130.80(22)
C(2) C(8) C(7) 127.14(18)
C(2) C(8) N(9) 112.31(16)
C(7) C(8) N(9) 120.53(18)
C(8) N(9) C(10) 124.35(16)
N(9) C(10) C(11) 119.31(17)
N(9) C(10) C(15) 118.77(17)
C(11) C(10) C(15) 121.92(18)
C(10) C(11) C(12) 117.91(19)
C(10) C(11) C(16) 120.50(18)
C(12) C(11) C(16) 121.48(19)
C(11) C(12) C(13) 121.03(21)
C(12) C(13) C(14) 120.12(21)
C(13) C(14) C(15) 121.47(21)
C(10) C(15) C(14) 117.54(19)
C(10) C(15) C(19) 121.32(17)
C(14) C(15) C(19) 121.11(19)
C(11) C(16) C(17) 113.24(22)
C(11) C(16) C(18) 108.73(22)
C(17) C(16) C(18) 111.7(3)
C(15) C(19) C(20) 112.66(23)
C(15) C(19) C(21) 110.17(19)
C(20) C(19) C(21) 111.5(3)
C(32) C(31) C(33)a 22.04(18)
C(32) C(31) C(34)a 87.19(18)
C(32) C(31) C(36) 120.00(21)
C(32) C(31) C(37)a 142.29(20)
C(33)a C(31) C(34)a 65.25(20)
C(33)a C(31) C(36) 98.08(23)
C(33)a C(31) C(37)a 120.31(24)
C(34)a C(31) C(36) 32.83(14)
C(34)a C(31) C(37)a 55.10(15)
C(36) C(31) C(37)a 22.32(12)
C(31) C(32) C(32)a 143.1(3)
C(31) C(32) C(33) 120.00(24)
C(31) C(32) C(33)a 49.0(3)
C(32)a C(32) C(33) 23.31(17)
C(32)a C(32) C(33)a 94.2(4)
C(33) C(32) C(33)a 71.3(3)
C(31)a C(33) C(32) 171.4(3)
C(31)a C(33) C(32)a 109.0(4)
C(31)a C(33) C(33)a 164.5(3)
C(31)a C(33) C(34) 68.31(21)
C(32) C(33) C(32)a 62.5(3)
C(32) C(33) C(33)a 23.30(16)
C(32) C(33) C(34) 120.00(21)
C(32)a C(33) C(33)a 85.4(3)
C(32)a C(33) C(34) 174.0(6)
C(33)a C(33) C(34) 96.78(21)
C(31)a C(34) C(33) 46.44(15)
C(31)a C(34) C(34)a 129.55(21)
C(31)a C(34) C(35) 166.30(24)
C(31)a C(34) C(35)a 172.5(3)
C(31)a C(34) C(36)a 71.4(3)
C(31)a C(34) C(37) 73.59(17)
C(33) C(34) C(34)a 83.21(17)
C(33) C(34) C(35) 120.00(21)
C(33) C(34) C(35)a 140.4(3)
C(33) C(34) C(36)a 117.8(3)
C(33) C(34) C(37) 120.00(21)
C(34)a C(34) C(35) 36.81(15)
C(34)a C(34) C(35)a 57.23(19)
C(34)a C(34) C(36)a 158.7(3)
C(34)a C(34) C(37) 156.77(23)
C(35) C(34) C(35)a 20.50(17)
C(35) C(34) C(36)a 122.2(3)
C(35) C(34) C(37) 120.00(23)
C(35)a C(34) C(36)a 101.7(3)
C(35)a C(34) C(37) 99.54(25)
C(36)a C(34) C(37) 3.0(3)
C(34) C(35) C(34)a 85.96(24)
C(34) C(35) C(35)a 36.9(3)
C(34) C(35) C(36) 120.00(24)
C(34)a C(35) C(35)a 122.6(5)
C(34)a C(35) C(36) 34.08(18)
C(35)a C(35) C(36) 156.7(5)
C(31) C(36) C(34)a 75.8(3)
C(31) C(36) C(35) 120.00(21)
C(31) C(36) C(37)a 108.9(3)
C(34)a C(36) C(35) 44.25(24)
C(34)a C(36) C(37)a 173.5(6)
C(35) C(36) C(37)a 131.1(4)
C(31)a C(37) C(34) 51.30(14)
C(31)a C(37) C(36)a 48.8(3)
C(34) C(37) C(36)a 3.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) C(2) 1.2519(24)
C(2) C(3) 1.432(3)
C(2) C(8) 1.477(3)
C(3) C(4) 1.368(4)
C(4) C(5) 1.392(4)
C(5) C(6) 1.370(4)
C(6) C(7) 1.399(3)
C(7) C(8) 1.390(3)
C(8) N(9) 1.3546(24)
N(9) C(10) 1.4349(24)
C(10) C(11) 1.405(3)
C(10) C(15) 1.406(3)
C(11) C(12) 1.393(3)
C(11) C(16) 1.518(3)
C(12) C(13) 1.385(3)
C(13) C(14) 1.378(3)
C(14) C(15) 1.395(3)
C(15) C(19) 1.513(3)
C(16) C(17) 1.527(4)
C(16) C(18) 1.530(4)
C(19) C(20) 1.515(4)
C(19) C(21) 1.526(4)
C(31) C(32) 1.395(3)
C(31) C(33)a 1.113(3)
C(31) C(34)a 1.427(3)
C(31) C(36) 1.395(4)
C(31) C(37)a 1.754(4)
C(32) C(32)a 1.241(4)
C(32) C(33) 1.395(3)
C(32) C(33)a 0.554(4)
C(33) C(31)a 1.113(3)
C(33) C(32)a 0.554(4)
C(33) C(33)a 1.325(4)
C(33) C(34) 1.395(4)
C(34) C(31)a 1.427(3)
C(34) C(34)a 1.655(4)
C(34) C(35) 1.395(3)
C(34) C(35)a 0.994(4)
C(34) C(36)a 0.798(3)
C(34) C(37) 1.500(3)
C(35) C(34)a 0.994(4)
C(35) C(35)a 0.580(4)
C(35) C(36) 1.395(3)
C(36) C(34)a 0.798(3)
C(36) C(37)a 0.704(3)
C(37) C(31)a 1.754(4)
C(37) C(36)a 0.704(3)
