#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/52/7235289.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_7235289
loop_
_publ_author_name
'Agrawal, Sumit K.'
'Panini, Piyush'
'Sathe, Manisha'
'Chopra, Deepak'
'Kaushik, M. P.'
_publ_section_title
;
 Design and synthesis of cyclic depsipeptides containing triazole (CDPT)
 rings
;
_journal_issue                   21
_journal_name_full               'RSC Advances'
_journal_page_first              10728
_journal_paper_doi               10.1039/c3ra45100c
_journal_volume                  4
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C17 H27 N5 O4'
_chemical_formula_sum            'C17 H27 N5 O4'
_chemical_formula_weight         365.44
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.359(4)
_cell_length_b                   10.657(4)
_cell_length_c                   19.105(7)
_cell_measurement_reflns_used    458
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      18.85
_cell_measurement_theta_min      2.86
_cell_volume                     1905.5(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.934
_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  0.0982
_diffrn_reflns_av_sigmaI/netI    0.1733
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5498
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.9954
_exptl_absorpt_correction_T_min  0.9854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.027(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.906
_refine_ls_R_factor_all          0.1384
_refine_ls_R_factor_gt           0.0719
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0597P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1407
_refine_ls_wR_factor_ref         0.1679
_reflns_number_gt                1663
_reflns_number_total             3104
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra45100c1.cif
_cod_data_source_block           10e
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/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 6909 2019-04-08 15:41:33Z antanas 

The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_cell_volume        1905.4(13)
_cod_database_code               7235289
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.6821(5) 0.7817(5) 0.2184(3) 0.0329(13) Uani 1 1 d .
N2 N 0.5823(5) 0.7434(5) 0.2648(3) 0.0390(14) Uani 1 1 d .
N3 N 0.5799(5) 0.6179(6) 0.2607(3) 0.0391(14) Uani 1 1 d .
N4 N 0.6458(4) 0.5798(4) -0.0225(2) 0.0308(13) Uani 1 1 d .
H4 H 0.5644 0.6093 -0.0387 0.037 Uiso 1 1 calc R
N5 N 0.6675(4) 0.8510(4) 0.0200(2) 0.0278(12) Uani 1 1 d .
H5 H 0.5738 0.8581 0.0192 0.033 Uiso 1 1 calc R
O1 O 0.7240(4) 0.4319(4) 0.1216(2) 0.0334(11) Uani 1 1 d .
O2 O 0.4956(4) 0.4838(4) 0.1017(2) 0.0403(12) Uani 1 1 d .
O3 O 0.8789(3) 0.6129(3) -0.0060(2) 0.0386(11) Uani 1 1 d .
O4 O 0.8682(4) 0.8885(3) 0.0820(2) 0.0330(10) Uani 1 1 d .
C1 C 0.7449(6) 0.6839(6) 0.1872(3) 0.0357(16) Uani 1 1 d .
H1 H 0.8201 0.6860 0.1538 0.043 Uiso 1 1 calc R
C2 C 0.6788(6) 0.5814(6) 0.2133(3) 0.0343(16) Uani 1 1 d .
C3 C 0.6993(7) 0.4479(6) 0.1963(3) 0.0397(17) Uani 1 1 d .
H3A H 0.7821 0.4147 0.2228 0.048 Uiso 1 1 calc R
H3B H 0.6135 0.3998 0.2104 0.048 Uiso 1 1 calc R
C4 C 0.6115(6) 0.4577(6) 0.0790(3) 0.0351(16) Uani 1 1 d .
C5 C 0.6511(5) 0.4512(5) 0.0031(3) 0.0297(14) Uani 1 1 d .
H5A H 0.7517 0.4203 -0.0007 0.036 Uiso 1 1 calc R
C6 C 0.7600(5) 0.6543(5) -0.0221(3) 0.0278(14) Uani 1 1 d .
C7 C 0.7385(5) 0.7932(5) -0.0395(3) 0.0279(14) Uani 1 1 d .
H7 H 0.8351 0.8324 -0.0440 0.033 Uiso 1 1 calc R
C8 C 0.7377(6) 0.8936(5) 0.0755(3) 0.0307(14) Uani 1 1 d .
C9 C 0.6469(6) 0.9528(6) 0.1330(3) 0.0289(14) Uani 1 1 d .
H9A H 0.6500 1.0453 0.1285 0.035 Uiso 1 1 calc R
H9B H 0.5463 0.9256 0.1276 0.035 Uiso 1 1 calc R
C10 C 0.7007(6) 0.9151(6) 0.2047(3) 0.0365(16) Uani 1 1 d .
H10A H 0.8034 0.9364 0.2084 0.044 Uiso 1 1 calc R
H10B H 0.6488 0.9638 0.2407 0.044 Uiso 1 1 calc R
C11 C 0.5544(6) 0.3621(6) -0.0377(3) 0.0364(16) Uani 1 1 d .
H11 H 0.4544 0.3951 -0.0358 0.044 Uiso 1 1 calc R
C12 C 0.5577(6) 0.2337(5) -0.0027(4) 0.0462(18) Uani 1 1 d .
H12A H 0.6565 0.2034 -0.0005 0.069 Uiso 1 1 calc R
H12B H 0.4998 0.1746 -0.0300 0.069 Uiso 1 1 calc R
H12C H 0.5189 0.2404 0.0448 0.069 Uiso 1 1 calc R
C13 C 0.6017(6) 0.3580(6) -0.1138(3) 0.0404(17) Uani 1 1 d .
H13A H 0.6953 0.3151 -0.1168 0.048 Uiso 1 1 calc R
H13B H 0.6145 0.4449 -0.1311 0.048 Uiso 1 1 calc R
C14 C 0.4945(6) 0.2899(6) -0.1611(4) 0.0454(18) Uani 1 1 d .
H14A H 0.4860 0.2022 -0.1462 0.068 Uiso 1 1 calc R
H14B H 0.5280 0.2929 -0.2097 0.068 Uiso 1 1 calc R
H14C H 0.4011 0.3309 -0.1577 0.068 Uiso 1 1 calc R
C15 C 0.6597(5) 0.8135(6) -0.1083(3) 0.0310(15) Uani 1 1 d .
H15 H 0.5664 0.7679 -0.1064 0.037 Uiso 1 1 calc R
C16 C 0.6313(6) 0.9517(5) -0.1210(3) 0.0379(16) Uani 1 1 d .
H16A H 0.5749 0.9857 -0.0821 0.057 Uiso 1 1 calc R
H16B H 0.5781 0.9619 -0.1648 0.057 Uiso 1 1 calc R
H16C H 0.7223 0.9967 -0.1242 0.057 Uiso 1 1 calc R
C17 C 0.7502(6) 0.7580(6) -0.1670(3) 0.0442(18) Uani 1 1 d .
H17A H 0.7004 0.7685 -0.2117 0.066 Uiso 1 1 calc R
H17B H 0.7660 0.6685 -0.1581 0.066 Uiso 1 1 calc R
H17C H 0.8425 0.8015 -0.1689 0.066 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
C1 N1 N2 111.1(5)
C1 N1 C10 129.0(5)
N2 N1 C10 119.8(5)
N3 N2 N1 106.0(5)
N2 N3 C2 108.4(5)
C6 N4 C5 122.1(4)
C6 N4 H4 118.9
C5 N4 H4 118.9
C8 N5 C7 122.9(4)
C8 N5 H5 118.5
C7 N5 H5 118.5
C4 O1 C3 116.1(5)
N1 C1 C2 105.4(5)
N1 C1 H1 127.3
C2 C1 H1 127.3
C1 C2 N3 109.2(6)
C1 C2 C3 129.9(6)
N3 C2 C3 121.0(6)
O1 C3 C2 110.5(5)
O1 C3 H3A 109.6
C2 C3 H3A 109.6
O1 C3 H3B 109.6
C2 C3 H3B 109.6
H3A C3 H3B 108.1
O2 C4 O1 122.0(6)
O2 C4 C5 125.8(6)
O1 C4 C5 112.2(5)
N4 C5 C4 105.8(5)
N4 C5 C11 113.2(5)
C4 C5 C11 112.1(5)
N4 C5 H5A 108.5
C4 C5 H5A 108.5
C11 C5 H5A 108.5
O3 C6 N4 120.8(5)
O3 C6 C7 121.2(5)
N4 C6 C7 118.0(4)
N5 C7 C15 113.2(4)
N5 C7 C6 107.5(5)
C15 C7 C6 112.9(5)
N5 C7 H7 107.7
C15 C7 H7 107.7
C6 C7 H7 107.7
O4 C8 N5 123.9(5)
O4 C8 C9 119.9(5)
N5 C8 C9 116.2(5)
C10 C9 C8 110.9(5)
C10 C9 H9A 109.5
C8 C9 H9A 109.5
C10 C9 H9B 109.5
C8 C9 H9B 109.5
H9A C9 H9B 108.1
N1 C10 C9 112.5(5)
N1 C10 H10A 109.1
C9 C10 H10A 109.1
N1 C10 H10B 109.1
C9 C10 H10B 109.1
H10A C10 H10B 107.8
C13 C11 C12 112.8(5)
C13 C11 C5 109.5(5)
C12 C11 C5 108.8(5)
C13 C11 H11 108.5
C12 C11 H11 108.5
C5 C11 H11 108.5
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 C14 112.7(5)
C11 C13 H13A 109.0
C14 C13 H13A 109.0
C11 C13 H13B 109.0
C14 C13 H13B 109.0
H13A C13 H13B 107.8
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C16 C15 C7 111.1(5)
C16 C15 C17 110.9(5)
C7 C15 C17 108.1(4)
C16 C15 H15 108.9
C7 C15 H15 108.9
C17 C15 H15 108.9
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C15 C17 H17A 109.5
C15 C17 H17B 109.5
H17A C17 H17B 109.5
C15 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.337(7)
N1 N2 1.351(6)
N1 C10 1.456(7)
N2 N3 1.340(7)
N3 C2 1.352(7)
N4 C6 1.331(6)
N4 C5 1.456(7)
N4 H4 0.8800
N5 C8 1.326(7)
N5 C7 1.454(6)
N5 H5 0.8800
O1 C4 1.359(7)
O1 C3 1.457(7)
O2 C4 1.201(6)
O3 C6 1.236(6)
O4 C8 1.229(6)
C1 C2 1.350(8)
C1 H1 0.9500
C2 C3 1.472(8)
C3 H3A 0.9900
C3 H3B 0.9900
C4 C5 1.499(9)
C5 C11 1.525(8)
C5 H5A 1.0000
C6 C7 1.530(7)
C7 C15 1.522(7)
C7 H7 1.0000
C8 C9 1.525(8)
C9 C10 1.513(8)
C9 H9A 0.9900
C9 H9B 0.9900
C10 H10A 0.9900
C10 H10B 0.9900
C11 C13 1.521(8)
C11 C12 1.524(8)
C11 H11 1.0000
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 C14 1.533(8)
C13 H13A 0.9900
C13 H13B 0.9900
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 C16 1.516(8)
C15 C17 1.525(7)
C15 H15 1.0000
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
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
C1 N1 N2 N3 -2.0(6)
C10 N1 N2 N3 173.6(5)
N1 N2 N3 C2 1.1(6)
N2 N1 C1 C2 2.1(7)
C10 N1 C1 C2 -172.9(6)
N1 C1 C2 N3 -1.4(7)
N1 C1 C2 C3 177.6(6)
N2 N3 C2 C1 0.2(7)
N2 N3 C2 C3 -178.9(5)
C4 O1 C3 C2 -67.7(7)
C1 C2 C3 O1 -38.4(9)
N3 C2 C3 O1 140.4(5)
C3 O1 C4 O2 -5.0(8)
C3 O1 C4 C5 174.2(5)
C6 N4 C5 C4 91.5(6)
C6 N4 C5 C11 -145.4(5)
O2 C4 C5 N4 68.5(8)
O1 C4 C5 N4 -110.7(5)
O2 C4 C5 C11 -55.4(8)
O1 C4 C5 C11 125.4(5)
C5 N4 C6 O3 6.9(8)
C5 N4 C6 C7 -170.9(5)
C8 N5 C7 C15 -149.8(5)
C8 N5 C7 C6 84.9(6)
O3 C6 C7 N5 -105.1(6)
N4 C6 C7 N5 72.7(6)
O3 C6 C7 C15 129.4(5)
N4 C6 C7 C15 -52.8(6)
C7 N5 C8 O4 0.1(9)
C7 N5 C8 C9 179.4(5)
O4 C8 C9 C10 -40.9(7)
N5 C8 C9 C10 139.7(5)
C1 N1 C10 C9 66.2(7)
N2 N1 C10 C9 -108.5(6)
C8 C9 C10 N1 -66.5(6)
N4 C5 C11 C13 61.4(6)
C4 C5 C11 C13 -179.0(5)
N4 C5 C11 C12 -174.9(5)
C4 C5 C11 C12 -55.3(6)
C12 C11 C13 C14 69.0(6)
C5 C11 C13 C14 -169.6(5)
N5 C7 C15 C16 53.5(6)
C6 C7 C15 C16 175.9(5)
N5 C7 C15 C17 175.5(5)
C6 C7 C15 C17 -62.2(6)
