#------------------------------------------------------------------------------
#$Date: 2020-10-06 09:40:20 +0200 (mar 06 de oct de 2020) $
#$Revision: 257405 $
#$URL: svn://www.crystallography.net/cod/cif/1/55/73/1557360.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_1557360
loop_
_publ_author_name
'Blake, Timothy R.'
'Ho, Wilson C.'
'Turlington, Christopher R.'
'Zang, Xiaoyu'
'Huttner, Melanie A.'
'Wender, Paul A.'
'Waymouth, Robert M.'
_publ_section_title
;
 Synthesis and mechanistic investigations of pH-responsive cationic
 poly(aminoester)s
;
_journal_issue                   11
_journal_name_full               'Chemical Science'
_journal_page_first              2951
_journal_page_last               2966
_journal_paper_doi               10.1039/C9SC05267D
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C8 H14 N2 O4'
_chemical_formula_sum            'C8 H14 N2 O4'
_chemical_formula_weight         202.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-10-17 deposited with the CCDC.	2020-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.599(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.6483(5)
_cell_length_b                   9.0345(7)
_cell_length_c                   9.1851(9)
_cell_measurement_reflns_used    3792
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.10
_cell_measurement_theta_min      3.21
_cell_volume                     455.57(7)
_computing_cell_refinement       'BRUKER APEX III'
_computing_data_collection       'BRUKER APEX III'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture Diffractometer'
_diffrn_measurement_method       OMEGA-PHI
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8400
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.137
_diffrn_reflns_theta_min         3.208
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_description       Needle
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.091
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.068
_exptl_transmission_factor_max   0.7455
_exptl_transmission_factor_min   0.6918
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         1012
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0329
_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)+(0.0523P)²+0.1576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0896
_refine_ls_wR_factor_ref         0.0944
_reflns_Friedel_coverage         0.000
_reflns_number_gt                902
_reflns_number_total             1012
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9sc05267d2.cif
_cod_data_source_block           TRB_Dimer
_cod_depositor_comments
;Adding full bibliography for 1557360.cif.

 Adding full bibliography for 1557360.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1557360
_publcif_datablock.id            {5722391e-43e7-42a9-b361-58b87a21098f}
_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_res_file
;

    mo_TRB_1216_Crystal_1_0ma_a.res created by SHELXL-2014/7

TITL mo_TRB_1216_Crystal_1_0ma_a.res in P2(1)/c
CELL  0.71073   5.6483   9.0345   9.1851   90.000  103.599   90.000
ZERR    2.000   0.0005   0.0007   0.0009    0.000    0.004    0.000
LATT 1
SYMM -X, 1/2+Y, 1/2-Z
SFAC C  H  N  O
UNIT 16  28  4  8
REM Old TITL mo_TRB_1216_Crystal_1_0ma in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.122,  Rweak 0.003,  Alpha 0.014,  Orientation as input
REM Formula found by SHELXT:  C4 N2 O
L.S. 50
ACTA
BOND $H
FMAP 2
PLAN 5
TEMP -193.110
WGHT    0.052300    0.157600
FVAR       1.41272
O4    4    0.790051    0.660433    0.868374    11.00000    0.01845    0.02161 =
         0.01660    0.00179    0.00536   -0.00409
N1    3    0.461368    0.512795    0.843359    11.00000    0.01579    0.01507 =
         0.01090    0.00070    0.00327    0.00003
C6    1    0.652418    0.585180    0.925469    11.00000    0.01544    0.01279 =
         0.01447    0.00056    0.00398    0.00247
C9    1    0.292504    0.425716    0.906254    11.00000    0.01511    0.01706 =
         0.01396    0.00044    0.00299   -0.00220
AFIX  23
H9A   2    0.287392    0.324189    0.865074    11.00000   -1.20000
H9B   2    0.127710    0.468692    0.871087    11.00000   -1.20000
AFIX   0
C5    1    0.400394    0.529484    0.679567    11.00000    0.01835    0.01850 =
         0.01115    0.00074    0.00303    0.00071
AFIX  23
H5A   2    0.321500    0.437878    0.632454    11.00000   -1.20000
H5B   2    0.551430    0.545084    0.644551    11.00000   -1.20000
AFIX   0
C4    1    0.229454    0.660315    0.632551    11.00000    0.02132    0.02500 =
         0.01502    0.00560    0.00604    0.00499
AFIX  23
H4A   2    0.065671    0.636995    0.647702    11.00000   -1.20000
H4B   2    0.292552    0.748671    0.693075    11.00000   -1.20000
AFIX   0
O2    4    0.216526    0.687709    0.478558    11.00000    0.02828    0.04417 =
         0.01755    0.01289    0.00828    0.01471
AFIX 147
H2    2    0.088910    0.735295    0.441274    11.00000   -1.50000
AFIX   0
HKLF 4

REM  mo_TRB_1216_Crystal_1_0ma_a.res in P2(1)/c
REM R1 =  0.0329 for     902 Fo > 4sig(Fo)  and  0.0376 for all    1012 data
REM     65 parameters refined using      0 restraints

END

WGHT      0.0520      0.1577

REM Highest difference peak  0.329,  deepest hole -0.163,  1-sigma level  0.045
Q1    1   0.6727  0.5753  1.0080  11.00000  0.05    0.33
Q2    1   0.3120  0.5972  0.6601  11.00000  0.05    0.32
Q3    1   0.4214  0.5225  0.7651  11.00000  0.05    0.29
Q4    1   0.5680  0.5331  0.8796  11.00000  0.05    0.24
Q5    1   0.3772  0.4700  0.8765  11.00000  0.05    0.22
;
_shelx_res_checksum              57706
loop_
_space_group_symop_operation_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_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
O4 O 0.79005(14) 0.66043(9) 0.86837(9) 0.0187(2) Uani 1 1 d . . . . .
N1 N 0.46137(16) 0.51279(10) 0.84336(10) 0.0139(2) Uani 1 1 d . . . . .
C6 C 0.65242(19) 0.58518(11) 0.92547(12) 0.0142(3) Uani 1 1 d . . . . .
C9 C 0.29250(19) 0.42572(12) 0.90625(12) 0.0154(3) Uani 1 1 d . . . . .
H9A H 0.2874 0.3242 0.8651 0.019 Uiso 1 1 calc R U . . .
H9B H 0.1277 0.4687 0.8711 0.019 Uiso 1 1 calc R U . . .
C5 C 0.40039(19) 0.52948(12) 0.67957(11) 0.0161(3) Uani 1 1 d . . . . .
H5A H 0.3215 0.4379 0.6325 0.019 Uiso 1 1 calc R U . . .
H5B H 0.5514 0.5451 0.6446 0.019 Uiso 1 1 calc R U . . .
C4 C 0.2295(2) 0.66031(13) 0.63255(13) 0.0202(3) Uani 1 1 d . . . . .
H4A H 0.0657 0.6370 0.6477 0.024 Uiso 1 1 calc R U . . .
H4B H 0.2926 0.7487 0.6931 0.024 Uiso 1 1 calc R U . . .
O2 O 0.21653(17) 0.68771(11) 0.47856(10) 0.0295(3) Uani 1 1 d . . . . .
H2 H 0.0889 0.7353 0.4413 0.044 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O4 0.0184(4) 0.0216(4) 0.0166(4) 0.0018(3) 0.0054(3) -0.0041(3)
N1 0.0158(5) 0.0151(4) 0.0109(4) 0.0007(3) 0.0033(3) 0.0000(3)
C6 0.0154(5) 0.0128(5) 0.0145(5) 0.0006(4) 0.0040(4) 0.0025(4)
C9 0.0151(5) 0.0171(5) 0.0140(5) 0.0004(4) 0.0030(4) -0.0022(4)
C5 0.0183(5) 0.0185(5) 0.0111(5) 0.0007(4) 0.0030(4) 0.0007(4)
C4 0.0213(6) 0.0250(6) 0.0150(5) 0.0056(4) 0.0060(4) 0.0050(4)
O2 0.0283(5) 0.0442(6) 0.0176(5) 0.0129(4) 0.0083(4) 0.0147(4)
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
C6 N1 C9 123.98(9) . . ?
C6 N1 C5 119.49(9) . . ?
C9 N1 C5 116.33(9) . . ?
O4 C6 N1 122.34(10) . . ?
O4 C6 C9 118.14(9) . 3_667 ?
N1 C6 C9 119.52(9) . 3_667 ?
N1 C9 C6 116.47(9) . 3_667 ?
N1 C9 H9A 108.2 . . ?
C6 C9 H9A 108.2 3_667 . ?
N1 C9 H9B 108.2 . . ?
C6 C9 H9B 108.2 3_667 . ?
H9A C9 H9B 107.3 . . ?
N1 C5 C4 110.49(8) . . ?
N1 C5 H5A 109.6 . . ?
C4 C5 H5A 109.6 . . ?
N1 C5 H5B 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
O2 C4 C5 107.35(9) . . ?
O2 C4 H4A 110.2 . . ?
C5 C4 H4A 110.2 . . ?
O2 C4 H4B 110.2 . . ?
C5 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?
C4 O2 H2 109.5 . . ?
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
O4 C6 1.2383(13) . ?
N1 C6 1.3335(14) . ?
N1 C9 1.4565(14) . ?
N1 C5 1.4701(13) . ?
C6 C9 1.5065(14) 3_667 ?
C9 C6 1.5064(14) 3_667 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C5 C4 1.5231(15) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C4 O2 1.4208(13) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
O2 H2 0.8400 . ?
