#------------------------------------------------------------------------------
#$Date: 2023-01-19 04:06:13 +0200 (Thu, 19 Jan 2023) $
#$Revision: 280429 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/61/7246164.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_7246164
loop_
_publ_author_name
'Ajaz, Aliya'
'Shaheen, Muhammad Ashraf'
'Ahmed, Maqsood'
'Munawar, Khurram Shahzad'
'Siddique, Abu Bakar'
'Karim, Abdul'
'Ahmad, Nazir'
'Rehman, Muhammad Fayyaz ur'
_publ_section_title
;
 Synthesis of an amantadine-based novel Schiff base and its transition
 metal complexes as potential ALP, α-amylase, and α-glucosidase
 inhibitors
;
_journal_issue                   5
_journal_name_full               'RSC Advances'
_journal_page_first              2756
_journal_page_last               2767
_journal_paper_doi               10.1039/D2RA07051K
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C20 H24 N O'
_chemical_formula_sum            'C20 H24 N O'
_chemical_formula_weight         294.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_block_doi                 10.5517/ccdc.csd.cc2dxkfb
_audit_creation_date             2023-01-03
_audit_creation_method
;FinalCif V113 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2023-01-03 deposited with the CCDC.	2023-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.578(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.0706(15)
_cell_length_b                   18.748(4)
_cell_length_c                   12.612(3)
_cell_measurement_reflns_used    1150
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.6
_cell_measurement_theta_min      2.3
_cell_volume                     1610.4(6)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1618
_diffrn_reflns_av_unetI/netI     0.1393
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            33731
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.034
_diffrn_reflns_theta_min         2.745
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1166 before and 0.0875 after correction.
The Ratio of minimum to maximum transmission is 0.7957.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.112
_refine_ls_abs_structure_details
;
 Flack x determined using 805 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.1(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.258
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         6004
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.257
_refine_ls_R_factor_all          0.2849
_refine_ls_R_factor_gt           0.1437
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3506
_refine_ls_wR_factor_ref         0.4384
_reflns_Friedel_coverage         0.890
_reflns_Friedel_fraction_full    0.911
_reflns_Friedel_fraction_max     0.894
_reflns_number_gt                2414
_reflns_number_total             6004
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra07051k2.cif
_cod_data_source_block           mo_hl_aliyaajaz_100kfull_13062_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7246164
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C18(H18), C16(H16), C38(H38), C32(H32), C36(H36)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C15(H15A,H15B), C17(H17A,H17B), C12(H12A,H12B), C3(H3A,H3B),
 C19(H19A,H19B), C34(H34A,H34B), C37(H37A,H37B), C33(H33A,H33B), C14(H14A,H14B),
  C35(H35A,H35B), C23(H23A,H23B), C39(H39A,H39B), C40(H40A,H40B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C6(H6), C5(H5), C25(H25), C7(H7), C26(H26), C2(H2), C27(H27),
 C30(H30), C22(H22)
2.d X=CH2 refined with riding coordinates:
 C1(H1A,H1B), C21(H21A,H21B)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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   0.990
_shelx_estimated_absorpt_t_max   0.993
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cobra Cryo device'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0439(14) 0.9064(5) 0.9056(7) 0.059(3) Uani 1 1 d . . . . .
O2 O 0.5545(13) 0.5905(5) 0.1546(8) 0.062(3) Uani 1 1 d . . . . .
N1 N 0.3033(16) 0.8716(6) 0.8021(9) 0.051(3) Uani 1 1 d . . . . .
N2 N 0.8125(16) 0.6284(6) 0.0491(9) 0.056(3) Uani 1 1 d . . . . .
C29 C 0.6608(18) 0.6295(7) 0.2378(11) 0.047(3) Uani 1 1 d . . . . .
C4 C 0.1040(19) 0.8726(7) 1.0922(10) 0.048(3) Uani 1 1 d . . . . .
C9 C 0.160(2) 0.8725(7) 0.9938(10) 0.050(4) Uani 1 1 d . . . . .
C8 C 0.329(2) 0.8366(8) 0.9868(11) 0.054(4) Uani 1 1 d . . . . .
C20 C 0.432(2) 0.9515(8) 0.6860(10) 0.058(4) Uani 1 1 d . . . . .
H20A H 0.322632 0.984537 0.685654 0.069 Uiso 1 1 calc R U . . .
H20B H 0.545875 0.965257 0.747476 0.069 Uiso 1 1 calc R U . . .
C15 C 0.660(2) 0.9083(8) 0.5805(12) 0.063(4) Uani 1 1 d . . . . .
H15A H 0.697292 0.912767 0.510661 0.075 Uiso 1 1 calc R U . . .
H15B H 0.774083 0.921737 0.641805 0.075 Uiso 1 1 calc R U . . .
C10 C 0.396(2) 0.8385(8) 0.8865(12) 0.058(4) Uani 1 1 d . . . . .
H10 H 0.513314 0.814027 0.885476 0.069 Uiso 1 1 calc R U . . .
C28 C 0.8274(18) 0.6695(7) 0.2321(11) 0.050(4) Uani 1 1 d . . . . .
C13 C 0.600(2) 0.8332(8) 0.5951(10) 0.057(4) Uani 1 1 d . . . . .
H13 H 0.713487 0.800956 0.596460 0.068 Uiso 1 1 calc R U . . .
C17 C 0.312(2) 0.9370(9) 0.4827(13) 0.071(5) Uani 1 1 d . . . . .
H17A H 0.200173 0.969361 0.480079 0.085 Uiso 1 1 calc R U . . .
H17B H 0.348437 0.941725 0.412560 0.085 Uiso 1 1 calc R U . . .
C6 C 0.384(2) 0.7964(8) 1.1756(12) 0.064(4) Uani 1 1 d . . . . .
H6 H 0.454118 0.768453 1.236302 0.077 Uiso 1 1 calc R U . . .
C18 C 0.486(2) 0.9578(9) 0.5787(11) 0.059(4) Uani 1 1 d . . . . .
H18 H 0.524696 1.008207 0.568675 0.071 Uiso 1 1 calc R U . . .
C24 C 0.6031(19) 0.6308(7) 0.3380(12) 0.054(4) Uani 1 1 d . . . . .
C5 C 0.223(2) 0.8367(8) 1.1820(11) 0.064(4) Uani 1 1 d . . . . .
H5 H 0.192417 0.839791 1.250731 0.077 Uiso 1 1 calc R U . . .
C16 C 0.252(2) 0.8605(9) 0.4969(12) 0.063(4) Uani 1 1 d . . . . .
H16 H 0.136932 0.846668 0.434850 0.075 Uiso 1 1 calc R U . . .
C25 C 0.705(2) 0.6716(8) 0.4227(11) 0.061(4) Uani 1 1 d . . . . .
H25 H 0.666428 0.672479 0.489162 0.073 Uiso 1 1 calc R U . . .
C12 C 0.5477(19) 0.8257(8) 0.7014(11) 0.056(4) Uani 1 1 d . . . . .
H12A H 0.662440 0.838278 0.763065 0.067 Uiso 1 1 calc R U . . .
H12B H 0.512083 0.775499 0.711190 0.067 Uiso 1 1 calc R U . . .
C7 C 0.442(2) 0.7980(8) 1.0764(11) 0.062(4) Uani 1 1 d . . . . .
H7 H 0.556589 0.773357 1.070847 0.074 Uiso 1 1 calc R U . . .
C11 C 0.371(2) 0.8756(8) 0.7030(10) 0.052(4) Uani 1 1 d . . . . .
C3 C -0.076(2) 0.9141(8) 1.1005(11) 0.062(4) Uani 1 1 d . . . . .
H3A H -0.092436 0.956180 1.051357 0.075 Uiso 1 1 calc R U . . .
H3B H -0.193744 0.883579 1.073867 0.075 Uiso 1 1 calc R U . . .
C19 C 0.200(2) 0.8545(8) 0.6067(11) 0.058(4) Uani 1 1 d . . . . .
H19A H 0.086590 0.885711 0.605158 0.070 Uiso 1 1 calc R U . . .
H19B H 0.161522 0.804770 0.616960 0.070 Uiso 1 1 calc R U . . .
C34 C 1.177(2) 0.5854(7) -0.1642(12) 0.058(4) Uani 1 1 d . . . . .
H34A H 1.283810 0.567822 -0.101740 0.070 Uiso 1 1 calc R U . . .
H34B H 1.220233 0.580725 -0.232277 0.070 Uiso 1 1 calc R U . . .
C26 C 0.870(2) 0.7132(9) 0.4147(12) 0.064(4) Uani 1 1 d . . . . .
H26 H 0.937895 0.742589 0.474062 0.077 Uiso 1 1 calc R U . . .
C2 C -0.067(2) 0.9389(10) 1.2143(13) 0.076(5) Uani 1 1 d . . . . .
H2 H 0.035897 0.971381 1.245839 0.091 Uiso 1 1 calc R U . . .
C37 C 0.8270(19) 0.5685(9) -0.2710(11) 0.063(4) Uani 1 1 d . . . . .
H37A H 0.865483 0.563176 -0.340481 0.076 Uiso 1 1 calc R U . . .
H37B H 0.706018 0.540419 -0.277152 0.076 Uiso 1 1 calc R U . . .
C27 C 0.927(2) 0.7098(8) 0.3204(13) 0.065(4) Uani 1 1 d . . . . .
H27 H 1.038874 0.736026 0.315243 0.077 Uiso 1 1 calc R U . . .
C33 C 0.975(2) 0.6885(9) -0.2410(13) 0.071(5) Uani 1 1 d . . . . .
H33A H 1.018388 0.683957 -0.309266 0.085 Uiso 1 1 calc R U . . .
H33B H 0.948945 0.739548 -0.230773 0.085 Uiso 1 1 calc R U . . .
C30 C 0.900(2) 0.6645(8) 0.1336(12) 0.058(4) Uani 1 1 d . . . . .
H30 H 1.017377 0.689167 0.132943 0.070 Uiso 1 1 calc R U . . .
C31 C 0.8893(18) 0.6244(8) -0.0492(11) 0.052(4) Uani 1 1 d . . . . .
C14 C 0.428(2) 0.8115(9) 0.4998(12) 0.066(4) Uani 1 1 d . . . . .
H14A H 0.391945 0.761271 0.508856 0.080 Uiso 1 1 calc R U . . .
H14B H 0.464969 0.815503 0.429678 0.080 Uiso 1 1 calc R U . . .
C35 C 0.727(2) 0.6513(8) -0.1448(13) 0.065(4) Uani 1 1 d . . . . .
H35A H 0.697634 0.701674 -0.131795 0.078 Uiso 1 1 calc R U . . .
H35B H 0.606900 0.622864 -0.151092 0.078 Uiso 1 1 calc R U . . .
C23 C 0.422(2) 0.5884(8) 0.3465(13) 0.063(4) Uani 1 1 d . . . . .
H23A H 0.302695 0.617472 0.315736 0.075 Uiso 1 1 calc R U . . .
H23B H 0.411095 0.544625 0.301481 0.075 Uiso 1 1 calc R U . . .
C38 C 0.992(2) 0.5410(8) -0.1741(12) 0.060(4) Uani 1 1 d . . . . .
H38 H 1.020051 0.489998 -0.187385 0.072 Uiso 1 1 calc R U . . .
C39 C 0.9302(18) 0.5466(8) -0.0690(10) 0.057(4) Uani 1 1 d . . . . .
H39A H 1.035745 0.528197 -0.006628 0.068 Uiso 1 1 calc R U . . .
H39B H 0.810658 0.517754 -0.074829 0.068 Uiso 1 1 calc R U . . .
C32 C 1.134(2) 0.6630(8) -0.1458(12) 0.062(4) Uani 1 1 d . . . . .
H32 H 1.255212 0.692056 -0.139495 0.074 Uiso 1 1 calc R U . . .
C40 C 1.072(2) 0.6696(8) -0.0427(12) 0.061(4) Uani 1 1 d . . . . .
H40A H 1.043563 0.720193 -0.030681 0.073 Uiso 1 1 calc R U . . .
H40B H 1.180136 0.653682 0.020472 0.073 Uiso 1 1 calc R U . . .
C36 C 0.789(2) 0.6457(9) -0.2523(12) 0.062(4) Uani 1 1 d . . . . .
H36 H 0.682437 0.664380 -0.315147 0.074 Uiso 1 1 calc R U . . .
C22 C 0.429(3) 0.5684(9) 0.4608(15) 0.078(5) Uani 1 1 d . . . . .
H22 H 0.535336 0.538431 0.496723 0.093 Uiso 1 1 calc R U . . .
C1 C -0.178(3) 0.9221(10) 1.2749(14) 0.082(5) Uani 1 1 d . . . . .
H1A H -0.283847 0.889837 1.248413 0.099 Uiso 1 1 calc R U . . .
H1B H -0.155485 0.941975 1.346539 0.099 Uiso 1 1 calc R U . . .
C21 C 0.311(3) 0.5858(10) 0.5182(14) 0.079(5) Uani 1 1 d . . . . .
H21A H 0.201768 0.615616 0.487418 0.094 Uiso 1 1 calc R U . . .
H21B H 0.333837 0.568843 0.591567 0.094 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 N1 C11 122.4(12) . . ?
C30 N2 C31 121.3(11) . . ?
O2 C29 C28 123.6(12) . . ?
O2 C29 C24 118.1(11) . . ?
C28 C29 C24 118.4(12) . . ?
C9 C4 C3 120.2(12) . . ?
C5 C4 C9 117.9(13) . . ?
C5 C4 C3 121.8(12) . . ?
O1 C9 C4 118.3(12) . . ?
O1 C9 C8 121.1(12) . . ?
C8 C9 C4 120.5(13) . . ?
C9 C8 C10 121.7(12) . . ?
C9 C8 C7 121.0(13) . . ?
C7 C8 C10 117.3(14) . . ?
H20A C20 H20B 108.1 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 C11 110.5(11) . . ?
C11 C20 H20A 109.5 . . ?
C11 C20 H20B 109.5 . . ?
H15A C15 H15B 108.3 . . ?
C13 C15 H15A 109.9 . . ?
C13 C15 H15B 109.9 . . ?
C13 C15 C18 108.8(12) . . ?
C18 C15 H15A 109.9 . . ?
C18 C15 H15B 109.9 . . ?
N1 C10 C8 121.7(13) . . ?
N1 C10 H10 119.1 . . ?
C8 C10 H10 119.1 . . ?
C29 C28 C30 119.7(13) . . ?
C27 C28 C29 120.2(12) . . ?
C27 C28 C30 120.1(13) . . ?
C15 C13 H13 108.7 . . ?
C15 C13 C14 110.3(12) . . ?
C12 C13 C15 110.2(12) . . ?
C12 C13 H13 108.7 . . ?
C12 C13 C14 110.3(12) . . ?
C14 C13 H13 108.7 . . ?
H17A C17 H17B 108.2 . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
C16 C17 H17A 109.7 . . ?
C16 C17 H17B 109.7 . . ?
C16 C17 C18 109.8(13) . . ?
C5 C6 H6 120.8 . . ?
C5 C6 C7 118.5(13) . . ?
C7 C6 H6 120.8 . . ?
C20 C18 C15 109.5(12) . . ?
C20 C18 C17 110.2(12) . . ?
C20 C18 H18 109.3 . . ?
C15 C18 H18 109.3 . . ?
C17 C18 C15 109.2(12) . . ?
C17 C18 H18 109.3 . . ?
C29 C24 C23 119.6(12) . . ?
C25 C24 C29 119.3(12) . . ?
C25 C24 C23 121.0(13) . . ?
C4 C5 H5 118.5 . . ?
C6 C5 C4 122.9(13) . . ?
C6 C5 H5 118.5 . . ?
C17 C16 H16 110.3 . . ?
C17 C16 C19 108.5(13) . . ?
C17 C16 C14 108.5(13) . . ?
C19 C16 H16 110.3 . . ?
C19 C16 C14 108.9(12) . . ?
C14 C16 H16 110.3 . . ?
C24 C25 H25 119.1 . . ?
C24 C25 C26 121.7(14) . . ?
C26 C25 H25 119.1 . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
C13 C12 C11 110.3(11) . . ?
H12A C12 H12B 108.1 . . ?
C11 C12 H12A 109.6 . . ?
C11 C12 H12B 109.6 . . ?
C8 C7 C6 118.9(14) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
N1 C11 C20 109.9(10) . . ?
N1 C11 C12 115.3(10) . . ?
N1 C11 C19 107.4(11) . . ?
C20 C11 C12 107.5(11) . . ?
C19 C11 C20 109.0(11) . . ?
C19 C11 C12 107.5(11) . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C2 C3 C4 113.7(12) . . ?
C2 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C16 C19 H19A 109.2 . . ?
C16 C19 H19B 109.2 . . ?
C11 C19 C16 111.9(12) . . ?
C11 C19 H19A 109.2 . . ?
C11 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
H34A C34 H34B 108.2 . . ?
C38 C34 H34A 109.8 . . ?
C38 C34 H34B 109.8 . . ?
C32 C34 H34A 109.8 . . ?
C32 C34 H34B 109.8 . . ?
C32 C34 C38 109.5(11) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 C25 118.4(14) . . ?
C27 C26 H26 120.8 . . ?
C3 C2 H2 115.7 . . ?
C1 C2 C3 128.7(19) . . ?
C1 C2 H2 115.7 . . ?
H37A C37 H37B 108.3 . . ?
C38 C37 H37A 109.8 . . ?
C38 C37 H37B 109.8 . . ?
C36 C37 H37A 109.8 . . ?
C36 C37 H37B 109.8 . . ?
C36 C37 C38 109.2(12) . . ?
C28 C27 H27 119.0 . . ?
C26 C27 C28 122.0(14) . . ?
C26 C27 H27 119.0 . . ?
H33A C33 H33B 108.1 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 C36 110.7(13) . . ?
C36 C33 H33A 109.5 . . ?
C36 C33 H33B 109.5 . . ?
N2 C30 C28 122.5(13) . . ?
N2 C30 H30 118.7 . . ?
C28 C30 H30 118.7 . . ?
N2 C31 C35 106.4(11) . . ?
N2 C31 C39 108.3(10) . . ?
N2 C31 C40 114.9(11) . . ?
C35 C31 C39 109.0(11) . . ?
C35 C31 C40 107.9(12) . . ?
C39 C31 C40 110.1(11) . . ?
C13 C14 C16 109.3(13) . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C16 C14 H14A 109.8 . . ?
C16 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C31 C35 H35A 109.6 . . ?
C31 C35 H35B 109.6 . . ?
C31 C35 C36 110.3(13) . . ?
H35A C35 H35B 108.1 . . ?
C36 C35 H35A 109.6 . . ?
C36 C35 H35B 109.6 . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C22 C23 C24 112.9(13) . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
C34 C38 C37 109.5(12) . . ?
C34 C38 H38 109.3 . . ?
C37 C38 H38 109.3 . . ?
C39 C38 C34 109.5(12) . . ?
C39 C38 C37 109.8(12) . . ?
C39 C38 H38 109.3 . . ?
C31 C39 H39A 109.9 . . ?
C31 C39 H39B 109.9 . . ?
C38 C39 C31 109.0(11) . . ?
C38 C39 H39A 109.9 . . ?
C38 C39 H39B 109.9 . . ?
H39A C39 H39B 108.3 . . ?
C34 C32 H32 109.5 . . ?
C33 C32 C34 108.9(12) . . ?
C33 C32 H32 109.5 . . ?
C40 C32 C34 109.4(12) . . ?
C40 C32 C33 110.2(13) . . ?
C40 C32 H32 109.5 . . ?
C31 C40 H40A 109.5 . . ?
C31 C40 H40B 109.5 . . ?
C32 C40 C31 110.6(12) . . ?
C32 C40 H40A 109.5 . . ?
C32 C40 H40B 109.5 . . ?
H40A C40 H40B 108.1 . . ?
C37 C36 C33 109.8(12) . . ?
C37 C36 C35 108.0(12) . . ?
C37 C36 H36 110.0 . . ?
C33 C36 C35 109.1(13) . . ?
C33 C36 H36 110.0 . . ?
C35 C36 H36 110.0 . . ?
C23 C22 H22 115.5 . . ?
C21 C22 C23 128.9(18) . . ?
C21 C22 H22 115.5 . . ?
C2 C1 H1A 120.0 . . ?
C2 C1 H1B 120.0 . . ?
H1A C1 H1B 120.0 . . ?
C22 C21 H21A 120.0 . . ?
C22 C21 H21B 120.0 . . ?
H21A C21 H21B 120.0 . . ?
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 C9 1.351(16) . ?
O2 C29 1.333(15) . ?
N1 C10 1.254(16) . ?
N1 C11 1.456(16) . ?
N2 C30 1.275(17) . ?
N2 C31 1.483(17) . ?
C29 C28 1.414(18) . ?
C29 C24 1.429(18) . ?
C4 C9 1.401(17) . ?
C4 C5 1.389(19) . ?
C4 C3 1.521(19) . ?
C9 C8 1.39(2) . ?
C8 C10 1.468(19) . ?
C8 C7 1.40(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C18 1.507(17) . ?
C20 C11 1.520(19) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C13 1.50(2) . ?
C15 C18 1.53(2) . ?
C10 H10 0.9500 . ?
C28 C27 1.37(2) . ?
C28 C30 1.470(18) . ?
C13 H13 1.0000 . ?
C13 C12 1.489(18) . ?
C13 C14 1.519(19) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.53(2) . ?
C17 C16 1.52(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.39(2) . ?
C6 C7 1.418(19) . ?
C18 H18 1.0000 . ?
C24 C25 1.353(19) . ?
C24 C23 1.537(19) . ?
C5 H5 0.9500 . ?
C16 H16 1.0000 . ?
C16 C19 1.529(19) . ?
C16 C14 1.54(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.43(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.566(19) . ?
C7 H7 0.9500 . ?
C11 C19 1.517(19) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.49(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C38 1.53(2) . ?
C34 C32 1.517(19) . ?
C26 H26 0.9500 . ?
C26 C27 1.356(19) . ?
C2 H2 0.9500 . ?
C2 C1 1.27(2) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.534(19) . ?
C37 C36 1.50(2) . ?
C27 H27 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C32 1.49(2) . ?
C33 C36 1.52(2) . ?
C30 H30 0.9500 . ?
C31 C35 1.51(2) . ?
C31 C39 1.520(19) . ?
C31 C40 1.529(18) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.54(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C22 1.48(2) . ?
C38 H38 1.0000 . ?
C38 C39 1.507(18) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C32 H32 1.0000 . ?
C32 C40 1.48(2) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C36 H36 1.0000 . ?
C22 H22 0.9500 . ?
C22 C21 1.28(2) . ?
C1 H1A 0.9500 . ?
C1 H1B 0.9500 . ?
C21 H21A 0.9500 . ?
C21 H21B 0.9500 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C9 C8 C10 5(2) . . . . ?
O1 C9 C8 C7 -176.2(13) . . . . ?
O2 C29 C28 C27 178.5(14) . . . . ?
O2 C29 C28 C30 -5.1(19) . . . . ?
O2 C29 C24 C25 -178.2(12) . . . . ?
O2 C29 C24 C23 -0.5(19) . . . . ?
N1 C11 C19 C16 177.1(11) . . . . ?
N2 C31 C35 C36 -177.1(11) . . . . ?
N2 C31 C39 C38 175.2(10) . . . . ?
N2 C31 C40 C32 -178.8(11) . . . . ?
C29 C28 C27 C26 0(2) . . . . ?
C29 C28 C30 N2 4.2(19) . . . . ?
C29 C24 C25 C26 0(2) . . . . ?
C29 C24 C23 C22 154.5(14) . . . . ?
C4 C9 C8 C10 -177.0(13) . . . . ?
C4 C9 C8 C7 2(2) . . . . ?
C4 C3 C2 C1 -117(2) . . . . ?
C9 C4 C5 C6 -5(2) . . . . ?
C9 C4 C3 C2 -152.1(13) . . . . ?
C9 C8 C10 N1 -1(2) . . . . ?
C9 C8 C7 C6 0(2) . . . . ?
C20 C11 C19 C16 58.0(15) . . . . ?
C15 C13 C12 C11 60.8(14) . . . . ?
C15 C13 C14 C16 -61.1(15) . . . . ?
C10 N1 C11 C20 -112.0(14) . . . . ?
C10 N1 C11 C12 9.7(18) . . . . ?
C10 N1 C11 C19 129.5(14) . . . . ?
C10 C8 C7 C6 178.5(13) . . . . ?
C28 C29 C24 C25 2(2) . . . . ?
C28 C29 C24 C23 179.5(12) . . . . ?
C13 C15 C18 C20 60.5(15) . . . . ?
C13 C15 C18 C17 -60.3(15) . . . . ?
C13 C12 C11 N1 178.6(11) . . . . ?
C13 C12 C11 C20 -58.4(14) . . . . ?
C13 C12 C11 C19 58.8(15) . . . . ?
C17 C16 C19 C11 -58.7(16) . . . . ?
C17 C16 C14 C13 59.6(16) . . . . ?
C18 C20 C11 N1 -175.2(11) . . . . ?
C18 C20 C11 C12 58.5(13) . . . . ?
C18 C20 C11 C19 -57.7(14) . . . . ?
C18 C15 C13 C12 -60.9(14) . . . . ?
C18 C15 C13 C14 61.1(15) . . . . ?
C18 C17 C16 C19 58.3(16) . . . . ?
C18 C17 C16 C14 -59.8(16) . . . . ?
C24 C29 C28 C27 -2(2) . . . . ?
C24 C29 C28 C30 174.9(12) . . . . ?
C24 C25 C26 C27 -2(2) . . . . ?
C24 C23 C22 C21 118.6(19) . . . . ?
C5 C4 C9 O1 179.0(12) . . . . ?
C5 C4 C9 C8 1(2) . . . . ?
C5 C4 C3 C2 25(2) . . . . ?
C5 C6 C7 C8 -4(2) . . . . ?
C16 C17 C18 C20 -59.9(17) . . . . ?
C16 C17 C18 C15 60.5(16) . . . . ?
C25 C24 C23 C22 -28(2) . . . . ?
C25 C26 C27 C28 2(2) . . . . ?
C12 C13 C14 C16 60.8(16) . . . . ?
C12 C11 C19 C16 -58.2(15) . . . . ?
C7 C8 C10 N1 179.8(14) . . . . ?
C7 C6 C5 C4 7(2) . . . . ?
C11 N1 C10 C8 178.4(12) . . . . ?
C11 C20 C18 C15 -60.8(15) . . . . ?
C11 C20 C18 C17 59.3(16) . . . . ?
C3 C4 C9 O1 -4.0(19) . . . . ?
C3 C4 C9 C8 177.9(13) . . . . ?
C3 C4 C5 C6 177.7(14) . . . . ?
C19 C16 C14 C13 -58.4(16) . . . . ?
C34 C38 C39 C31 59.8(14) . . . . ?
C34 C32 C40 C31 -59.0(15) . . . . ?
C37 C38 C39 C31 -60.4(15) . . . . ?
C27 C28 C30 N2 -179.4(14) . . . . ?
C33 C32 C40 C31 60.7(16) . . . . ?
C30 N2 C31 C35 -122.3(14) . . . . ?
C30 N2 C31 C39 120.6(13) . . . . ?
C30 N2 C31 C40 -3.0(18) . . . . ?
C30 C28 C27 C26 -176.9(14) . . . . ?
C31 N2 C30 C28 179.8(12) . . . . ?
C31 C35 C36 C37 61.0(16) . . . . ?
C31 C35 C36 C33 -58.4(16) . . . . ?
C14 C13 C12 C11 -61.2(16) . . . . ?
C14 C16 C19 C11 59.3(16) . . . . ?
C35 C31 C39 C38 59.9(14) . . . . ?
C35 C31 C40 C32 -60.4(16) . . . . ?
C23 C24 C25 C26 -177.8(14) . . . . ?
C38 C34 C32 C33 -60.2(16) . . . . ?
C38 C34 C32 C40 60.3(15) . . . . ?
C38 C37 C36 C33 58.6(16) . . . . ?
C38 C37 C36 C35 -60.3(15) . . . . ?
C39 C31 C35 C36 -60.5(15) . . . . ?
C39 C31 C40 C32 58.5(15) . . . . ?
C32 C34 C38 C37 59.4(16) . . . . ?
C32 C34 C38 C39 -61.1(15) . . . . ?
C32 C33 C36 C37 -60.7(16) . . . . ?
C32 C33 C36 C35 57.5(16) . . . . ?
C40 C31 C35 C36 59.1(16) . . . . ?
C40 C31 C39 C38 -58.3(14) . . . . ?
C36 C37 C38 C34 -58.6(15) . . . . ?
C36 C37 C38 C39 61.6(16) . . . . ?
C36 C33 C32 C34 60.7(16) . . . . ?
C36 C33 C32 C40 -59.3(16) . . . . ?
