#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:46:44 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179154 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/15/4311581.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_4311581
loop_
_publ_author_name
'Donald J. Darensbourg'
'Ryan M. Mackiewicz'
'Jody L. Rodgers'
'Cindy C. Fang'
'Damon R. Billodeaux'
'Joseph H. Reibenspies'
_publ_section_title
;
 Cyclohexene Oxide/CO2 Copolymerization Catalyzed by Chromium(III) Salen
 Complexes and N-Methylimidazole: Effects of Varying Salen Ligand
 Substituents and Relative Cocatalyst Loading
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6024
_journal_page_last               6034
_journal_paper_doi               10.1021/ic049182e
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C40 H64 N2 O2'
_chemical_formula_weight         604.93
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 93.309(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.052(9)
_cell_length_b                   30.56(3)
_cell_length_c                   11.250(10)
_cell_measurement_reflns_used    173
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      20.530
_cell_measurement_theta_min      4.590
_cell_volume                     3793(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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      110(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_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  0.3521
_diffrn_reflns_av_sigmaI/netI    0.6209
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            16760
_diffrn_reflns_theta_full        23.39
_diffrn_reflns_theta_max         23.39
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.059
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.853
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5497
_refine_ls_number_restraints     258
_refine_ls_restrained_S_all      0.843
_refine_ls_R_factor_all          0.3639
_refine_ls_R_factor_gt           0.1349
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0871P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2431
_refine_ls_wR_factor_ref         0.3277
_reflns_number_gt                1226
_reflns_number_total             5497
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049182esi20040629_114309_1.cif
_cod_data_source_block           cf1
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4311581
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2033(6) 0.4376(2) 0.1371(7) 0.010(2) Uani 1 1 d U . .
H1 H 0.1321 0.4311 0.1220 0.015 Uiso 1 1 calc R . .
O2 O 0.3127(7) 0.5660(2) 0.1240(7) 0.018(2) Uani 1 1 d . . .
H2 H 0.3840 0.5736 0.1273 0.027 Uiso 1 1 calc R . .
N1 N 0.2447(8) 0.4542(3) -0.0808(9) 0.011(3) Uani 1 1 d U . .
N2 N 0.2408(8) 0.5457(3) -0.0897(9) 0.014(3) Uani 1 1 d U . .
C27 C 0.1671(11) 0.6089(3) 0.0091(12) 0.0172(15) Uani 1 1 d U . .
C2 C 0.2555(10) 0.5230(3) -0.2041(11) 0.0105(16) Uani 1 1 d U . .
H2A H 0.2003 0.5374 -0.2633 0.013 Uiso 1 1 calc R . .
C14 C 0.2848(11) 0.3728(4) 0.2323(11) 0.0159(14) Uani 1 1 d U . .
C26 C 0.1757(11) 0.5798(4) -0.0919(11) 0.017(2) Uani 1 1 d U . .
H26 H 0.1310 0.5866 -0.1621 0.020 Uiso 1 1 calc R . .
C11 C 0.3113(10) 0.4200(4) -0.0784(11) 0.0164(19) Uani 1 1 d U . .
H11 H 0.3499 0.4122 -0.1467 0.020 Uiso 1 1 calc R . .
C3 C 0.0853(10) 0.4646(4) -0.2370(11) 0.0130(16) Uani 1 1 d U . .
C12 C 0.3293(11) 0.3923(4) 0.0288(11) 0.0168(15) Uani 1 1 d U . .
C16 C 0.4272(11) 0.3284(4) 0.1153(12) 0.0207(14) Uani 1 1 d U . .
C18 C 0.2237(11) 0.3823(4) 0.3478(11) 0.0155(16) Uani 1 1 d U . .
C33 C 0.3143(12) 0.6246(4) 0.3248(11) 0.0176(16) Uani 1 1 d U . .
C13 C 0.2718(11) 0.4015(4) 0.1356(11) 0.0160(15) Uani 1 1 d U . .
C6 C 0.0508(11) 0.4838(4) -0.3627(10) 0.020(3) Uani 1 1 d U . .
H6A H -0.0296 0.4745 -0.3881 0.029 Uiso 1 1 calc R . .
H6B H 0.1071 0.4734 -0.4182 0.029 Uiso 1 1 calc R . .
H6C H 0.0538 0.5151 -0.3594 0.029 Uiso 1 1 calc R . .
C28 C 0.2422(11) 0.6011(4) 0.1158(11) 0.0164(16) Uani 1 1 d U . .
C37 C -0.0003(12) 0.7140(4) 0.0859(12) 0.0252(17) Uani 1 1 d U . .
C7 C 0.3826(11) 0.5308(4) -0.2429(11) 0.0122(16) Uani 1 1 d U . .
C1 C 0.2170(10) 0.4733(3) -0.2015(11) 0.0116(16) Uani 1 1 d U . .
H1A H 0.2658 0.4575 -0.2576 0.014 Uiso 1 1 calc R . .
C31 C 0.0815(12) 0.6739(4) 0.0916(12) 0.0212(15) Uani 1 1 d U . .
C4 C -0.0067(10) 0.4809(4) -0.1548(10) 0.017(3) Uani 1 1 d U . .
H4A H 0.0032 0.5118 -0.1433 0.025 Uiso 1 1 calc R . .
H4B H 0.0044 0.4662 -0.0794 0.025 Uiso 1 1 calc R . .
H4C H -0.0867 0.4750 -0.1888 0.025 Uiso 1 1 calc R . .
C38 C -0.0739(11) 0.7166(4) -0.0325(11) 0.029(3) Uani 1 1 d U . .
H38A H -0.1182 0.6899 -0.0458 0.044 Uiso 1 1 calc R . .
H38B H -0.0203 0.7210 -0.0956 0.044 Uiso 1 1 calc R . .
H38C H -0.1297 0.7407 -0.0308 0.044 Uiso 1 1 calc R . .
C17 C 0.4052(11) 0.3566(4) 0.0232(11) 0.0186(16) Uani 1 1 d U . .
H17 H 0.4432 0.3515 -0.0471 0.022 Uiso 1 1 calc R . .
C8 C 0.4824(10) 0.5151(4) -0.1608(10) 0.016(3) Uani 1 1 d U . .
H8A H 0.4783 0.5294 -0.0853 0.025 Uiso 1 1 calc R . .
H8B H 0.5587 0.5215 -0.1936 0.025 Uiso 1 1 calc R . .
H8C H 0.4750 0.4840 -0.1502 0.025 Uiso 1 1 calc R . .
C22 C 0.5079(12) 0.2879(4) 0.1123(12) 0.0254(17) Uani 1 1 d U . .
C30 C 0.1577(11) 0.6660(4) 0.1940(11) 0.0193(16) Uani 1 1 d U . .
H30 H 0.1551 0.6861 0.2557 0.023 Uiso 1 1 calc R . .
C35 C 0.4477(10) 0.6268(4) 0.3004(10) 0.021(3) Uani 1 1 d U . .
H35A H 0.4639 0.6074 0.2363 0.031 Uiso 1 1 calc R . .
H35B H 0.4955 0.6183 0.3706 0.031 Uiso 1 1 calc R . .
H35C H 0.4682 0.6562 0.2790 0.031 Uiso 1 1 calc R . .
C32 C 0.0904(11) 0.6444(3) -0.0007(12) 0.0188(16) Uani 1 1 d U . .
H32 H 0.0435 0.6486 -0.0711 0.023 Uiso 1 1 calc R . .
C15 C 0.3615(10) 0.3375(4) 0.2172(11) 0.0178(15) Uani 1 1 d U . .
H15 H 0.3708 0.3178 0.2801 0.021 Uiso 1 1 calc R . .
C36 C 0.2911(11) 0.6599(3) 0.4189(10) 0.021(3) Uani 1 1 d U . .
H36A H 0.3024 0.6884 0.3854 0.032 Uiso 1 1 calc R . .
H36B H 0.3468 0.6559 0.4867 0.032 Uiso 1 1 calc R . .
H36C H 0.2095 0.6572 0.4431 0.032 Uiso 1 1 calc R . .
C29 C 0.2357(11) 0.6313(4) 0.2111(11) 0.0173(14) Uani 1 1 d U . .
C34 C 0.2861(11) 0.5815(4) 0.3829(10) 0.022(3) Uani 1 1 d U . .
H34A H 0.2021 0.5808 0.4001 0.034 Uiso 1 1 calc R . .
H34B H 0.3353 0.5784 0.4556 0.034 Uiso 1 1 calc R . .
H34C H 0.3031 0.5579 0.3300 0.034 Uiso 1 1 calc R . .
C24 C 0.4306(11) 0.2479(4) 0.1217(12) 0.033(3) Uani 1 1 d U . .
H24A H 0.4788 0.2223 0.1102 0.050 Uiso 1 1 calc R . .
H24B H 0.3651 0.2490 0.0619 0.050 Uiso 1 1 calc R . .
H24C H 0.3985 0.2469 0.1992 0.050 Uiso 1 1 calc R . .
C21 C 0.2511(11) 0.3450(4) 0.4394(10) 0.019(3) Uani 1 1 d U . .
H21A H 0.3372 0.3421 0.4539 0.029 Uiso 1 1 calc R . .
H21B H 0.2183 0.3180 0.4082 0.029 Uiso 1 1 calc R . .
H21C H 0.2147 0.3519 0.5126 0.029 Uiso 1 1 calc R . .
C9 C 0.3993(10) 0.5094(4) -0.3660(10) 0.018(3) Uani 1 1 d U . .
H9A H 0.4071 0.4782 -0.3566 0.027 Uiso 1 1 calc R . .
H9B H 0.4710 0.5208 -0.3989 0.027 Uiso 1 1 calc R . .
H9C H 0.3301 0.5158 -0.4186 0.027 Uiso 1 1 calc R . .
C40 C 0.0700(11) 0.7563(4) 0.1032(12) 0.032(3) Uani 1 1 d U . .
H40A H 0.0144 0.7803 0.1078 0.048 Uiso 1 1 calc R . .
H40B H 0.1198 0.7607 0.0371 0.048 Uiso 1 1 calc R . .
H40C H 0.1203 0.7547 0.1755 0.048 Uiso 1 1 calc R . .
C19 C 0.0859(10) 0.3835(4) 0.3270(10) 0.018(3) Uani 1 1 d U . .
H19A H 0.0490 0.3823 0.4021 0.027 Uiso 1 1 calc R . .
H19B H 0.0597 0.3588 0.2793 0.027 Uiso 1 1 calc R . .
H19C H 0.0623 0.4100 0.2863 0.027 Uiso 1 1 calc R . .
C20 C 0.2693(10) 0.4243(4) 0.4021(10) 0.018(3) Uani 1 1 d U . .
H20A H 0.2483 0.4481 0.3491 0.027 Uiso 1 1 calc R . .
H20B H 0.3558 0.4229 0.4152 0.027 Uiso 1 1 calc R . .
H20C H 0.2331 0.4289 0.4766 0.027 Uiso 1 1 calc R . .
C23 C 0.5750(11) 0.2864(4) -0.0058(12) 0.035(3) Uani 1 1 d U . .
H23A H 0.6216 0.3127 -0.0132 0.053 Uiso 1 1 calc R . .
H23B H 0.5166 0.2842 -0.0721 0.053 Uiso 1 1 calc R . .
H23C H 0.6279 0.2615 -0.0048 0.053 Uiso 1 1 calc R . .
C5 C 0.0708(10) 0.4136(3) -0.2510(11) 0.017(3) Uani 1 1 d U . .
H5A H 0.0796 0.4000 -0.1740 0.026 Uiso 1 1 calc R . .
H5B H 0.1320 0.4027 -0.3004 0.026 Uiso 1 1 calc R . .
H5C H -0.0079 0.4071 -0.2871 0.026 Uiso 1 1 calc R . .
C10 C 0.3978(10) 0.5809(3) -0.2613(10) 0.017(3) Uani 1 1 d U . .
H10A H 0.3273 0.5922 -0.3046 0.025 Uiso 1 1 calc R . .
H10B H 0.4681 0.5862 -0.3054 0.025 Uiso 1 1 calc R . .
H10C H 0.4073 0.5951 -0.1852 0.025 Uiso 1 1 calc R . .
C39 C -0.0934(11) 0.7103(4) 0.1802(12) 0.032(3) Uani 1 1 d U . .
H39A H -0.1423 0.7362 0.1794 0.048 Uiso 1 1 calc R . .
H39B H -0.0524 0.7069 0.2572 0.048 Uiso 1 1 calc R . .
H39C H -0.1443 0.6853 0.1633 0.048 Uiso 1 1 calc R . .
C25 C 0.6030(11) 0.2896(4) 0.2140(11) 0.032(3) Uani 1 1 d U . .
H25A H 0.5644 0.2886 0.2882 0.048 Uiso 1 1 calc R . .
H25B H 0.6486 0.3162 0.2096 0.048 Uiso 1 1 calc R . .
H25C H 0.6565 0.2650 0.2089 0.048 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'
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'
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
_geom_angle_publ_flag
C11 N1 C1 115.2(10) . . ?
C26 N2 C2 117.4(11) . . ?
C32 C27 C28 121.4(12) . . ?
C32 C27 C26 119.2(12) . . ?
C28 C27 C26 119.4(11) . . ?
N2 C2 C7 109.1(9) . . ?
N2 C2 C1 113.1(10) . . ?
C7 C2 C1 114.3(9) . . ?
C15 C14 C13 115.3(11) . . ?
C15 C14 C18 123.7(11) . . ?
C13 C14 C18 120.8(11) . . ?
N2 C26 C27 123.5(12) . . ?
N1 C11 C12 122.4(12) . . ?
C4 C3 C1 117.2(10) . . ?
C4 C3 C6 107.3(9) . . ?
C1 C3 C6 110.8(9) . . ?
C4 C3 C5 108.8(10) . . ?
C1 C3 C5 106.9(9) . . ?
C6 C3 C5 105.2(10) . . ?
C17 C12 C13 119.9(12) . . ?
C17 C12 C11 118.0(11) . . ?
C13 C12 C11 122.1(11) . . ?
C17 C16 C15 114.5(11) . . ?
C17 C16 C22 125.2(12) . . ?
C15 C16 C22 120.3(12) . . ?
C20 C18 C14 110.8(10) . . ?
C20 C18 C19 110.6(10) . . ?
C14 C18 C19 111.1(10) . . ?
C20 C18 C21 108.1(9) . . ?
C14 C18 C21 110.2(10) . . ?
C19 C18 C21 105.8(9) . . ?
C35 C33 C34 110.1(10) . . ?
C35 C33 C29 110.9(10) . . ?
C34 C33 C29 111.1(10) . . ?
C35 C33 C36 107.2(10) . . ?
C34 C33 C36 105.4(9) . . ?
C29 C33 C36 112.0(10) . . ?
O1 C13 C14 122.7(11) . . ?
O1 C13 C12 117.1(11) . . ?
C14 C13 C12 120.2(11) . . ?
O2 C28 C29 121.9(12) . . ?
O2 C28 C27 120.1(11) . . ?
C29 C28 C27 118.0(11) . . ?
C40 C37 C38 108.2(11) . . ?
C40 C37 C39 109.7(11) . . ?
C38 C37 C39 105.4(11) . . ?
C40 C37 C31 112.5(11) . . ?
C38 C37 C31 111.4(11) . . ?
C39 C37 C31 109.4(11) . . ?
C8 C7 C2 116.2(10) . . ?
C8 C7 C9 107.3(9) . . ?
C2 C7 C9 110.5(9) . . ?
C8 C7 C10 108.7(10) . . ?
C2 C7 C10 107.5(9) . . ?
C9 C7 C10 106.1(10) . . ?
N1 C1 C3 108.4(9) . . ?
N1 C1 C2 110.6(10) . . ?
C3 C1 C2 114.8(9) . . ?
C32 C31 C30 115.9(11) . . ?
C32 C31 C37 124.2(12) . . ?
C30 C31 C37 119.9(12) . . ?
C16 C17 C12 123.3(12) . . ?
C24 C22 C25 110.4(12) . . ?
C24 C22 C16 108.8(10) . . ?
C25 C22 C16 109.8(11) . . ?
C24 C22 C23 109.7(11) . . ?
C25 C22 C23 107.6(11) . . ?
C16 C22 C23 110.5(11) . . ?
C29 C30 C31 126.0(12) . . ?
C27 C32 C31 121.5(13) . . ?
C14 C15 C16 126.6(12) . . ?
C30 C29 C28 117.1(12) . . ?
C30 C29 C33 123.1(11) . . ?
C28 C29 C33 119.8(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C13 1.340(12) . ?
O2 C28 1.325(13) . ?
N1 C11 1.278(13) . ?
N1 C1 1.493(13) . ?
N2 C26 1.268(13) . ?
N2 C2 1.478(13) . ?
C27 C32 1.376(15) . ?
C27 C28 1.439(16) . ?
C27 C26 1.451(15) . ?
C2 C7 1.514(14) . ?
C2 C1 1.580(13) . ?
C14 C15 1.388(14) . ?
C14 C13 1.398(15) . ?
C14 C18 1.526(16) . ?
C11 C12 1.478(15) . ?
C3 C4 1.499(14) . ?
C3 C1 1.510(15) . ?
C3 C6 1.558(15) . ?
C3 C5 1.573(14) . ?
C12 C17 1.380(15) . ?
C12 C13 1.420(16) . ?
C16 C17 1.358(15) . ?
C16 C15 1.419(16) . ?
C16 C22 1.526(16) . ?
C18 C20 1.496(15) . ?
C18 C19 1.529(15) . ?
C18 C21 1.554(15) . ?
C33 C35 1.516(15) . ?
C33 C34 1.511(15) . ?
C33 C29 1.518(16) . ?
C33 C36 1.542(14) . ?
C28 C29 1.420(15) . ?
C37 C40 1.514(16) . ?
C37 C38 1.522(16) . ?
C37 C39 1.524(16) . ?
C37 C31 1.523(16) . ?
C7 C8 1.476(14) . ?
C7 C9 1.552(14) . ?
C7 C10 1.556(15) . ?
C31 C32 1.383(15) . ?
C31 C30 1.409(16) . ?
C22 C24 1.498(16) . ?
C22 C25 1.509(16) . ?
C22 C23 1.559(17) . ?
C30 C29 1.373(15) . ?
