#------------------------------------------------------------------------------
#$Date: 2017-09-29 04:42:14 +0300 (Fri, 29 Sep 2017) $
#$Revision: 201485 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/74/1547459.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_1547459
loop_
_publ_author_name
'Etayo, Pablo'
'Escudero, Eduardo Carmelo'
'Pericas, Miquel A.'
_publ_section_title
;
 5,5’-Bistriazoles as axially chiral, multidentate ligands:
 Synthesis, configurational stability and catalytic application of their
 scandium(III) complexes
;
_journal_name_full               'Catal. Sci. Technol.'
_journal_paper_doi               10.1039/C7CY01518F
_journal_year                    2017
_chemical_formula_sum            'C18 H16 N2 O2'
_chemical_formula_weight         292.33
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-12-20 deposited with the CCDC.
2017-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.069(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.7795(13)
_cell_length_b                   8.7261(8)
_cell_length_c                   21.0431(19)
_cell_measurement_reflns_used    9491
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.52
_cell_measurement_theta_min      2.68
_cell_volume                     2843.6(4)
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3911
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.785
_diffrn_reflns_theta_min         2.631
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_current           0.6
_diffrn_source_power             50
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_source_type              'Bruker APEX DUO'
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 TWINABS Version 2008/0 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         3911
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0537
_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)+(0.0790P)²+1.0546P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1419
_refine_ls_wR_factor_ref         0.1530
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3089
_reflns_number_total             3911
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cy01518f2.cif
_cod_data_source_block           mo_PEMP440_3_15
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1547459
_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.
;
_shelx_estimated_absorpt_t_min   0.982
_shelx_estimated_absorpt_t_max   0.995
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -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
N1 N 0.17918(10) 0.31286(17) 0.32010(7) 0.0197(3) Uani 1 1 d . .
N2 N 0.46207(9) 0.10113(17) 0.40886(7) 0.0193(3) Uani 1 1 d . .
O1 O 0.18426(8) 0.06683(15) 0.44663(6) 0.0220(3) Uani 1 1 d . .
H1 H 0.2150 0.0913 0.4823 0.033 Uiso 1 1 calc R U
O2 O 0.23331(8) 0.39162(15) 0.42391(6) 0.0228(3) Uani 1 1 d . .
C1 C 0.22496(11) 0.11501(19) 0.39581(8) 0.0178(3) Uani 1 1 d . .
C2 C 0.17765(11) 0.0517(2) 0.33193(8) 0.0187(4) Uani 1 1 d . .
C3 C 0.15876(12) -0.0964(2) 0.31149(9) 0.0222(4) Uani 1 1 d . .
H3 H 0.1755 -0.1802 0.3400 0.027 Uiso 1 1 calc R U
C4 C 0.11463(12) -0.1217(2) 0.24835(9) 0.0255(4) Uani 1 1 d . .
H4 H 0.1007 -0.2233 0.2339 0.031 Uiso 1 1 calc R U
C5 C 0.09097(13) 0.0000(2) 0.20659(9) 0.0253(4) Uani 1 1 d . .
H5 H 0.0603 -0.0195 0.1639 0.030 Uiso 1 1 calc R U
C6 C 0.11119(12) 0.1506(2) 0.22588(9) 0.0232(4) Uani 1 1 d . .
H6 H 0.0961 0.2343 0.1971 0.028 Uiso 1 1 calc R U
C7 C 0.15422(11) 0.1725(2) 0.28887(8) 0.0190(4) Uani 1 1 d . .
C8 C 0.21389(11) 0.2899(2) 0.38366(8) 0.0189(4) Uani 1 1 d . .
C9 C 0.16488(13) 0.4608(2) 0.28915(9) 0.0262(4) Uani 1 1 d . .
H9A H 0.1939 0.5401 0.3185 0.039 Uiso 1 1 calc R U
H9B H 0.1028 0.4821 0.2787 0.039 Uiso 1 1 calc R U
H9C H 0.1883 0.4607 0.2492 0.039 Uiso 1 1 calc R U
C10 C 0.31968(11) 0.07701(19) 0.40702(8) 0.0178(3) Uani 1 1 d . .
C11 C 0.35921(11) -0.07120(19) 0.41994(8) 0.0180(3) Uani 1 1 d . .
C12 C 0.33006(11) -0.2181(2) 0.43294(8) 0.0208(4) Uani 1 1 d . .
H12 H 0.2709 -0.2354 0.4340 0.025 Uiso 1 1 calc R U
C13 C 0.38917(12) -0.3375(2) 0.44422(8) 0.0223(4) Uani 1 1 d . .
H13 H 0.3697 -0.4375 0.4521 0.027 Uiso 1 1 calc R U
C14 C 0.47698(12) -0.3133(2) 0.44425(8) 0.0220(4) Uani 1 1 d . .
H14 H 0.5159 -0.3972 0.4523 0.026 Uiso 1 1 calc R U
C15 C 0.50800(11) -0.1705(2) 0.43286(8) 0.0209(4) Uani 1 1 d . .
H15 H 0.5676 -0.1541 0.4333 0.025 Uiso 1 1 calc R U
C16 C 0.44846(11) -0.0507(2) 0.42065(8) 0.0187(4) Uani 1 1 d . .
C17 C 0.38488(11) 0.1765(2) 0.40121(8) 0.0191(4) Uani 1 1 d . .
H17 H 0.3775 0.2832 0.3930 0.023 Uiso 1 1 calc R U
C18 C 0.54384(11) 0.1697(2) 0.40347(9) 0.0242(4) Uani 1 1 d . .
H18A H 0.5429 0.2790 0.4139 0.036 Uiso 1 1 calc R U
H18B H 0.5535 0.1573 0.3591 0.036 Uiso 1 1 calc R U
H18C H 0.5905 0.1192 0.4337 0.036 Uiso 1 1 calc R U
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
C8 N1 C7 110.76(14)
C8 N1 C9 125.04(15)
C7 N1 C9 124.11(15)
C17 N2 C16 108.60(14)
C17 N2 C18 125.48(15)
C16 N2 C18 125.90(15)
O1 C1 C10 113.45(14)
O1 C1 C2 110.22(14)
C10 C1 C2 111.42(14)
O1 C1 C8 111.35(14)
C10 C1 C8 108.64(14)
C2 C1 C8 101.08(13)
C3 C2 C7 119.53(16)
C3 C2 C1 131.40(16)
C7 C2 C1 109.03(15)
C2 C3 C4 118.98(17)
C5 C4 C3 120.60(17)
C4 C5 C6 121.32(17)
C7 C6 C5 116.90(17)
C6 C7 C2 122.64(16)
C6 C7 N1 127.54(16)
C2 C7 N1 109.80(15)
O2 C8 N1 125.02(16)
O2 C8 C1 126.41(15)
N1 C8 C1 108.57(14)
C17 C10 C11 106.31(15)
C17 C10 C1 125.94(15)
C11 C10 C1 127.53(15)
C12 C11 C16 118.34(16)
C12 C11 C10 135.23(16)
C16 C11 C10 106.39(14)
C13 C12 C11 118.90(16)
C12 C13 C14 121.25(17)
C15 C14 C13 121.40(16)
C14 C15 C16 117.43(16)
N2 C16 C15 129.27(16)
N2 C16 C11 108.06(15)
C15 C16 C11 122.66(16)
N2 C17 C10 110.64(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C8 1.359(2)
N1 C7 1.410(2)
N1 C9 1.444(2)
N2 C17 1.366(2)
N2 C16 1.372(2)
N2 C18 1.446(2)
O1 C1 1.4130(19)
O2 C8 1.225(2)
C1 C10 1.505(2)
C1 C2 1.511(2)
C1 C8 1.552(2)
C2 C3 1.377(2)
C2 C7 1.393(2)
C3 C4 1.394(3)
C4 C5 1.383(3)
C5 C6 1.395(3)
C6 C7 1.382(3)
C10 C17 1.369(2)
C10 C11 1.439(2)
C11 C12 1.406(2)
C11 C16 1.417(2)
C12 C13 1.388(3)
C13 C14 1.401(3)
C14 C15 1.376(3)
C15 C16 1.396(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O1 C1 C2 C3 -57.9(2)
C10 C1 C2 C3 69.0(2)
C8 C1 C2 C3 -175.76(18)
O1 C1 C2 C7 124.49(15)
C10 C1 C2 C7 -108.64(16)
C8 C1 C2 C7 6.62(17)
C7 C2 C3 C4 -1.5(3)
C1 C2 C3 C4 -178.91(17)
C2 C3 C4 C5 0.7(3)
C3 C4 C5 C6 0.7(3)
C4 C5 C6 C7 -1.3(3)
C5 C6 C7 C2 0.5(3)
C5 C6 C7 N1 -177.92(16)
C3 C2 C7 C6 0.9(3)
C1 C2 C7 C6 178.88(16)
C3 C2 C7 N1 179.57(15)
C1 C2 C7 N1 -2.48(19)
C8 N1 C7 C6 174.95(17)
C9 N1 C7 C6 -1.7(3)
C8 N1 C7 C2 -3.6(2)
C9 N1 C7 C2 179.71(16)
C7 N1 C8 O2 -172.44(16)
C9 N1 C8 O2 4.2(3)
C7 N1 C8 C1 7.97(19)
C9 N1 C8 C1 -175.39(15)
O1 C1 C8 O2 54.6(2)
C10 C1 C8 O2 -71.1(2)
C2 C1 C8 O2 171.64(16)
O1 C1 C8 N1 -125.82(15)
C10 C1 C8 N1 108.53(15)
C2 C1 C8 N1 -8.78(17)
O1 C1 C10 C17 -130.36(18)
C2 C1 C10 C17 104.54(19)
C8 C1 C10 C17 -5.9(2)
O1 C1 C10 C11 55.8(2)
C2 C1 C10 C11 -69.3(2)
C8 C1 C10 C11 -179.82(16)
C17 C10 C11 C12 177.26(19)
C1 C10 C11 C12 -7.9(3)
C17 C10 C11 C16 -0.40(19)
C1 C10 C11 C16 174.43(15)
C16 C11 C12 C13 -1.7(2)
C10 C11 C12 C13 -179.09(19)
C11 C12 C13 C14 1.4(3)
C12 C13 C14 C15 -0.3(3)
C13 C14 C15 C16 -0.6(3)
C17 N2 C16 C15 -178.49(17)
C18 N2 C16 C15 3.2(3)
C17 N2 C16 C11 0.38(19)
C18 N2 C16 C11 -177.94(16)
C14 C15 C16 N2 178.98(17)
C14 C15 C16 C11 0.3(3)
C12 C11 C16 N2 -178.11(15)
C10 C11 C16 N2 0.02(18)
C12 C11 C16 C15 0.9(2)
C10 C11 C16 C15 178.98(16)
C16 N2 C17 C10 -0.65(19)
C18 N2 C17 C10 177.67(16)
C11 C10 C17 N2 0.64(19)
C1 C10 C17 N2 -174.29(15)
