#------------------------------------------------------------------------------
#$Date: 2016-09-10 02:25:39 +0300 (Sat, 10 Sep 2016) $
#$Revision: 186386 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/01/7040134.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_7040134
loop_
_publ_author_name
'Gianopoulos, Christopher G.'
'Kumar, Nishant'
'Zhao, Yihong'
'Jia, Li'
'Kirschbaum, Kristin'
'Mason, Mark R.'
_publ_section_title
;
 Aluminum alkoxide, amide and halide complexes supported by a bulky
 dipyrromethene ligand: synthesis, characterization, and preliminary
 ε-caprolactone polymerization activity.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13787
_journal_page_last               13797
_journal_paper_doi               10.1039/c6dt02449a
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C33 H33 N2 , I'
_chemical_formula_sum            'C33 H33 I N2'
_chemical_formula_weight         584.51
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-05-17 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.4600(19)
_cell_length_b                   18.427(2)
_cell_length_c                   10.2026(13)
_cell_measurement_reflns_used    9125
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      26.689
_cell_measurement_theta_min      2.211
_cell_volume                     2718.5(6)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Duo with Apex II CCD'
_diffrn_measurement_method       omega-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            31835
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         2.210
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.202
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'sadabs (Sheldrick, 1997)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0423P)²+4.6840P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0866
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2649
_reflns_number_total             3211
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt02449a2.cif
_cod_data_source_block           8
_cod_depositor_comments
'Adding full bibliography for 7040128--7040134.cif.'
_cod_database_code               7040134
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.1588(3) 0.2500 0.4731(4) 0.0165(7) Uani 1 2 d S T P
I1 I 0.05541(2) 0.2500 0.91381(2) 0.02445(10) Uani 1 2 d S T P
N1 N 0.07219(16) 0.33737(13) 0.6181(2) 0.0172(5) Uani 1 1 d . . .
H1 H 0.062(2) 0.3143(19) 0.672(4) 0.021 Uiso 1 1 d . U .
C2 C 0.13029(18) 0.31929(15) 0.5142(3) 0.0169(5) Uani 1 1 d . . .
C3 C 0.14846(19) 0.38534(15) 0.4477(3) 0.0196(6) Uani 1 1 d . . .
H3 H 0.182(2) 0.3866(19) 0.380(3) 0.029(9) Uiso 1 1 d . . .
C4 C 0.1026(2) 0.44007(15) 0.5108(3) 0.0203(6) Uani 1 1 d . . .
H4 H 0.103(2) 0.4847(17) 0.488(3) 0.014(7) Uiso 1 1 d . . .
C5 C 0.05556(18) 0.41010(14) 0.6192(3) 0.0175(5) Uani 1 1 d . . .
C6 C -0.00373(18) 0.44648(14) 0.7170(3) 0.0163(5) Uani 1 1 d . . .
C7 C 0.02519(19) 0.51276(14) 0.7737(3) 0.0186(5) Uani 1 1 d . . .
C8 C -0.03278(19) 0.54810(15) 0.8603(3) 0.0217(6) Uani 1 1 d . . .
H8 H -0.0126 0.5922 0.8990 0.026 Uiso 1 1 calc R U .
C9 C -0.1198(2) 0.52121(15) 0.8927(3) 0.0206(6) Uani 1 1 d . . .
C10 C -0.14741(19) 0.45631(15) 0.8354(3) 0.0195(6) Uani 1 1 d . . .
H10 H -0.202(2) 0.4389(18) 0.851(3) 0.027(9) Uiso 1 1 d . . .
C11 C -0.09208(18) 0.41870(14) 0.7475(3) 0.0180(5) Uani 1 1 d . . .
C12 C 0.1176(2) 0.54724(18) 0.7448(4) 0.0291(7) Uani 1 1 d . . .
H121 H 0.161(2) 0.5138(18) 0.735(3) 0.023(8) Uiso 1 1 d . . .
H122 H 0.112(2) 0.5753(19) 0.671(4) 0.028(9) Uiso 1 1 d . . .
H123 H 0.134(2) 0.575(2) 0.819(4) 0.034(10) Uiso 1 1 d . . .
C13 C -0.1818(2) 0.56210(19) 0.9860(3) 0.0274(7) Uani 1 1 d . . .
H131 H -0.148(3) 0.586(2) 1.052(4) 0.040(10) Uiso 1 1 d . . .
H132 H -0.220(3) 0.533(2) 1.026(4) 0.035(10) Uiso 1 1 d . . .
H133 H -0.212(3) 0.595(2) 0.948(4) 0.048(12) Uiso 1 1 d . . .
C14 C -0.1312(2) 0.35092(17) 0.6850(4) 0.0254(6) Uani 1 1 d . . .
H141 H -0.121(3) 0.349(2) 0.600(4) 0.032(10) Uiso 1 1 d . . .
H142 H -0.111(2) 0.312(2) 0.728(3) 0.030(9) Uiso 1 1 d . . .
H143 H -0.197(3) 0.351(2) 0.696(4) 0.043(11) Uiso 1 1 d . . .
C15 C 0.2293(3) 0.2500 0.3643(4) 0.0166(7) Uani 1 2 d S T P
C16 C 0.2043(3) 0.2500 0.2332(4) 0.0259(9) Uani 1 2 d S T P
H16 H 0.144(4) 0.2500 0.214(5) 0.032(14) Uiso 1 2 d S . P
C17 C 0.2711(3) 0.2500 0.1355(4) 0.0264(9) Uani 1 2 d S T P
H17 H 0.2532 0.2500 0.0459 0.032 Uiso 1 2 calc R U P
C18 C 0.3636(3) 0.2500 0.1689(4) 0.0248(9) Uani 1 2 d S T P
H18 H 0.4095 0.2500 0.1023 0.030 Uiso 1 2 calc R U P
C19 C 0.3891(3) 0.2500 0.2977(5) 0.0285(10) Uani 1 2 d S T P
H19 H 0.449(3) 0.2500 0.316(5) 0.032(14) Uiso 1 2 d S . P
C20 C 0.3229(3) 0.2500 0.3966(4) 0.0256(9) Uani 1 2 d S T P
H20 H 0.336(3) 0.2500 0.481(5) 0.022(12) Uiso 1 2 d S . P
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'
I I -0.4742 1.8119 '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
C2 C1 C2 130.6(3) . 7_565
C2 C1 C15 114.71(17) . .
C2 C1 C15 114.71(17) 7_565 .
C5 N1 C2 110.4(2) . .
C5 N1 H1 123(3) . .
C2 N1 H1 125(3) . .
N1 C2 C1 128.4(3) . .
N1 C2 C3 105.7(2) . .
C1 C2 C3 125.7(3) . .
C4 C3 C2 108.5(2) . .
C4 C3 H3 130(2) . .
C2 C3 H3 121(2) . .
C3 C4 C5 108.3(2) . .
C3 C4 H4 126(2) . .
C5 C4 H4 126(2) . .
N1 C5 C4 107.1(2) . .
N1 C5 C6 123.7(2) . .
C4 C5 C6 129.2(2) . .
C11 C6 C7 119.4(2) . .
C11 C6 C5 120.7(2) . .
C7 C6 C5 119.8(2) . .
C8 C7 C6 119.3(2) . .
C8 C7 C12 117.6(3) . .
C6 C7 C12 123.1(3) . .
C7 C8 C9 122.2(3) . .
C7 C8 H8 118.9 . .
C9 C8 H8 118.9 . .
C10 C9 C8 117.8(3) . .
C10 C9 C13 121.6(3) . .
C8 C9 C13 120.6(3) . .
C11 C10 C9 122.4(3) . .
C11 C10 H10 118(2) . .
C9 C10 H10 120(2) . .
C10 C11 C6 118.9(2) . .
C10 C11 C14 118.0(3) . .
C6 C11 C14 123.0(3) . .
C7 C12 H121 111(2) . .
C7 C12 H122 109(2) . .
H121 C12 H122 111(3) . .
C7 C12 H123 107(2) . .
H121 C12 H123 107(3) . .
H122 C12 H123 112(3) . .
C9 C13 H131 112(2) . .
C9 C13 H132 111(2) . .
H131 C13 H132 106(3) . .
C9 C13 H133 112(3) . .
H131 C13 H133 105(3) . .
H132 C13 H133 110(4) . .
C11 C14 H141 113(2) . .
C11 C14 H142 110(2) . .
H141 C14 H142 113(3) . .
C11 C14 H143 109(2) . .
H141 C14 H143 106(3) . .
H142 C14 H143 105(3) . .
C16 C15 C20 118.8(4) . .
C16 C15 C1 122.3(4) . .
C20 C15 C1 118.9(3) . .
C15 C16 C17 120.8(4) . .
C15 C16 H16 118(3) . .
C17 C16 H16 122(3) . .
C18 C17 C16 119.8(4) . .
C18 C17 H17 120.1 . .
C16 C17 H17 120.1 . .
C19 C18 C17 120.0(4) . .
C19 C18 H18 120.0 . .
C17 C18 H18 120.0 . .
C18 C19 C20 120.8(4) . .
C18 C19 H19 118(3) . .
C20 C19 H19 121(3) . .
C19 C20 C15 119.8(4) . .
C19 C20 H20 124(3) . .
C15 C20 H20 116(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.406(3) .
C1 C2 1.406(3) 7_565
C1 C15 1.507(5) .
N1 C5 1.362(3) .
N1 C2 1.393(3) .
N1 H1 0.71(4) .
C2 C3 1.418(4) .
C3 C4 1.368(4) .
C3 H3 0.85(4) .
C4 C5 1.411(4) .
C4 H4 0.85(3) .
C5 C6 1.476(4) .
C6 C11 1.411(4) .
C6 C7 1.414(4) .
C7 C8 1.381(4) .
C7 C12 1.508(4) .
C8 C9 1.392(4) .
C8 H8 0.9500 .
C9 C10 1.390(4) .
C9 C13 1.509(4) .
C10 C11 1.387(4) .
C10 H10 0.87(3) .
C11 C14 1.512(4) .
C12 H121 0.89(3) .
C12 H122 0.92(4) .
C12 H123 0.94(4) .
C13 H131 0.94(4) .
C13 H132 0.88(4) .
C13 H133 0.85(4) .
C14 H141 0.88(4) .
C14 H142 0.88(4) .
C14 H143 0.96(4) .
C15 C16 1.386(6) .
C15 C20 1.392(6) .
C16 C17 1.388(6) .
C16 H16 0.89(5) .
C17 C18 1.380(6) .
C17 H17 0.9500 .
C18 C19 1.364(6) .
C18 H18 0.9500 .
C19 C20 1.391(6) .
C19 H19 0.88(5) .
C20 H20 0.88(5) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 I1 0.71(4) 2.74(4) 3.428(2) 165(3) .
C14 H142 I1 0.88(4) 3.28(4) 4.024(3) 144(3) .
C19 H19 I1 0.88(5) 3.16(5) 3.801(5) 131(4) 4_556
C16 H16 I1 0.89(5) 3.33(5) 3.906(4) 125(4) 1_554
C17 H17 I1 0.95 3.16 3.853(5) 131.0 1_554
C13 H131 I1 0.94(4) 3.33(4) 4.046(3) 135(3) 3_557
