#------------------------------------------------------------------------------
#$Date: 2025-07-01 13:43:32 +0300 (Tue, 01 Jul 2025) $
#$Revision: 1118 $
#$URL: svn://crystallography.net/testcod/cif/2/00/00/2000015.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2000015
loop_
_publ_author_name
'Jones, Eleanor C. L.'
'Goldsmith, Kate E.'
'Ward, Martin R.'
'Bimbo, Luis M.'
'Oswald, Iain D. H.'
_publ_section_title
;
 Exploring the thermal behaviour of the solvated structures of nifedipine
;
_journal_issue                   2
_journal_name_full
'Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials'
_journal_page_first              164
_journal_page_last               175
_journal_paper_doi               10.1107/S2052520623001282
_journal_volume                  79
_journal_year                    2023
_chemical_compound_source        'Alfa Aesar'
_chemical_formula_moiety         'C17 H18 N2 O6, C4 H9 N O'
_chemical_formula_sum            'C21 H27 N3 O7'
_chemical_formula_weight         433.45498
_chemical_name_common            Beta-Nifedipine:Dimethylacetamide
_chemical_name_mineral           Beta-NDMA
_chemical_name_systematic        Beta-Nifedipine:Dimethylacetamide
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_cell_angle_alpha                62.9281(19)
_cell_angle_beta                 74.129(2)
_cell_angle_gamma                64.8735(17)
_cell_formula_units_Z            2
_cell_length_a                   7.83743(13)
_cell_length_b                   12.6144(2)
_cell_length_c                   13.2163(3)
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      17.5011166
_cell_measurement_theta_min      2
_cell_volume                     1048.14(4)
_diffrn_ambient_temperature      100.0
_diffrn_radiation_wavelength     1.540596000
_exptl_absorpt_coefficient_mu    0.86902(3)
_exptl_crystal_density_diffrn    1.37342(5)
_exptl_crystal_description       'yellow powder'
_exptl_crystal_F_000             460
_pd_block_diffractogram_id       22_NIF_DMA_100K
_pd_block_id                     Beta-NDMA_1
_pd_phase_name                   Beta-NDMA
_cod_data_source_file            aw5077Beta-NDMA_1sup11.rtv
_cod_data_source_block           Beta-NDMA_1
_cod_database_code               2000015
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z '
2 '-x, -y, -z '
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv
C3 C 2 -0.9704(3) 0.7771(2) -0.10187(19) 1 2.52384
C2 C 2 -1.0675(4) 0.8433(3) -0.0196(2) 1 2.52384
H2 H 2 -1.0660(3) 0.7815(3) -0.1397(2) 1 3.028608
C4 C 2 -0.8589(4) 0.6408(2) -0.0389(3) 1 2.52384
C12 C 2 -0.8369(4) 0.8412(3) -0.1918(2) 1 2.52384
C1 C 2 -1.0072(5) 0.7979(4) 0.0836(2) 1 2.52384
C8 C 2 -1.2263(4) 0.9619(4) -0.0653(4) 1 2.52384
C5 C 2 -0.8132(6) 0.5962(3) 0.0700(3) 1 2.52384
C10 C 2 -0.8111(5) 0.5559(3) -0.0991(4) 1 2.52384
C13 C 2 -0.8688(7) 0.9181(4) -0.3078(2) 1 2.52384
C17 C 2 -0.6694(4) 0.8246(4) -0.1599(3) 1 2.52384
N1 N 2 -0.8829(7) 0.6744(4) 0.1281(2) 1 2.52384
C7 C 2 -1.0537(7) 0.8669(6) 0.1609(3) 1 2.52384
O1 O 2 -1.3063(5) 1.0362(5) -0.0201(5) 1 2.52384
O2 O 2 -1.2507(5) 0.9983(3) -0.1740(4) 1 2.52384
C6 C 2 -0.7096(9) 0.4624(3) 0.1462(4) 1 2.52384
O3 O 2 -0.8623(5) 0.5836(4) -0.1914(4) 1 2.52384
O4 O 2 -0.7051(7) 0.4334(3) -0.0350(5) 1 2.52384
C14 C 2 -0.7420(9) 0.9762(6) -0.3892(3) 1 2.52384
N2 N 2 -1.0413(7) 0.9443(4) -0.3539(2) 1 2.52384
C16 C 2 -0.5435(6) 0.8814(6) -0.2390(4) 1 2.52384
H18 H 2 -0.6409(4) 0.7751(4) -0.0849(3) 1 3.028608
H1 H 2 -0.8714(8) 0.6400(5) 0.2004(2) 1 3.028608
H6 H 2 -1.0328(6) 0.9458(5) 0.1183(4) 1 3.028608
H7 H 2 -0.9753(8) 0.8149(6) 0.2225(3) 1 3.028608
H8 H 2 -1.1839(7) 0.8828(7) 0.1909(4) 1 3.028608
C9 C 2 -1.4000(7) 1.1165(3) -0.2144(6) 1 2.52384
H3 H 2 -0.7728(10) 0.4078(3) 0.1571(5) 1 3.028608
H4 H 2 -0.7057(10) 0.4610(4) 0.2195(4) 1 3.028608
H5 H 2 -0.5822(8) 0.4335(3) 0.1132(5) 1 3.028608
C11 C 2 -0.6303(8) 0.3401(4) -0.0877(7) 1 2.52384
H15 H 2 -0.7684(11) 1.0264(7) -0.4649(3) 1 3.028608
C15 C 2 -0.5785(8) 0.9572(7) -0.3535(4) 1 2.52384
O5 O 2 -1.1093(6) 0.8593(4) -0.3216(2) 1 2.52384
O6 O 2 -1.1146(10) 1.0544(4) -0.4226(3) 1 2.52384
H17 H 2 -0.4327(6) 0.8684(6) -0.2150(5) 1 3.028608
H9 H 2 -1.5181(6) 1.1026(4) -0.1875(6) 1 3.028608
H10 H 2 -1.3864(8) 1.1535(3) -0.2963(6) 1 3.028608
H11 H 2 -1.3973(7) 1.1731(3) -0.1858(6) 1 3.028608
H12 H 2 -0.7331(8) 0.3258(4) -0.1002(7) 1 3.028608
H13 H 2 -0.5484(9) 0.2611(4) -0.0380(8) 1 3.028608
H14 H 2 -0.5604(7) 0.3709(5) -0.1602(7) 1 3.028608
H16 H 2 -0.4923(10) 0.9941(8) -0.4050(4) 1 3.028608
N44 N 2 0.1987(7) 0.5368(6) -0.4887(7) 1 2.52384
C45 C 2 0.3107(10) 0.5219(10) -0.5708(7) 1 2.52384
C46 C 2 0.2444(18) 0.4223(9) -0.3661(7) 1 2.52384
C47 C 2 0.0634(15) 0.6549(8) -0.4836(9) 1 2.52384
O48 O 2 0.2953(18) 0.5950(14) -0.6714(7) 1 2.52384
C49 C 2 0.439(2) 0.3772(12) -0.5429(11) 1 2.52384
H50 H 2 0.311(3) 0.3434(8) -0.3751(10) 1 3.028608
H51 H 2 0.3215(17) 0.4355(15) -0.3309(9) 1 3.028608
H52 H 2 0.128(2) 0.4196(12) -0.3183(9) 1 3.028608
H53 H 2 -0.0478(12) 0.6403(14) -0.4353(9) 1 3.028608
H54 H 2 0.117(2) 0.6875(10) -0.4517(13) 1 3.028608
H55 H 2 0.031(2) 0.7152(9) -0.5593(10) 1 3.028608
H56 H 2 0.359(3) 0.3273(10) -0.5169(15) 1 3.028608
H57 H 2 0.518(2) 0.3684(18) -0.6108(12) 1 3.028608
H58 H 2 0.5182(19) 0.3485(16) -0.4845(11) 1 3.028608
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 C9 112.6(4) . . . yes
C10 O4 C11 117.4(5) . . . yes
C1 N1 C5 122.4(3) . . . yes
O5 N2 O6 123.0(6) . . . yes
O5 N2 C13 120.5(4) . . . yes
O6 N2 C13 116.5(6) . . . yes
N1 C1 C2 119.7(4) . . . yes
N1 C1 C7 112.2(3) . . . yes
C2 C1 C7 128.1(4) . . . no
C5 N1 H1 117.7(6) . . . no
C1 N1 H1 118.1(6) . . . no
C1 C2 C8 124.4(4) . . . no
C3 C2 C8 113.3(3) . . . no
C1 C2 C3 122.2(3) . . . no
C4 C3 C12 108.9(2) . . . no
C2 C3 C4 110.1(2) . . . no
C2 C3 C12 110.2(2) . . . no
C5 C4 C10 122.4(3) . . . no
C3 C4 C5 122.2(3) . . . no
C3 C4 C10 115.4(3) . . . no
N1 C5 C4 120.2(3) . . . yes
N1 C5 C6 110.6(3) . . . yes
C4 C5 C6 128.8(3) . . . no
O1 C8 O2 119.1(5) . . . yes
O2 C8 C2 115.5(4) . . . yes
O1 C8 C2 123.7(5) . . . yes
O3 C10 C4 127.5(4) . . . yes
O4 C10 C4 110.7(4) . . . yes
O3 C10 O4 121.8(4) . . . yes
C13 C12 C17 116.0(4) . . . no
C3 C12 C13 125.2(4) . . . no
C3 C12 C17 118.9(2) . . . no
C12 C13 C14 123.8(5) . . . no
N2 C13 C12 121.9(4) . . . yes
N2 C13 C14 114.2(3) . . . yes
C13 C14 C15 118.1(4) . . . no
C14 C15 C16 119.3(5) . . . no
C15 C16 C17 122.1(5) . . . no
C12 C17 C16 120.9(4) . . . no
C2 C3 H2 109.4(3) . . . no
C4 C3 H2 109.0(3) . . . no
C12 C3 H2 109.2(3) . . . no
C5 C6 H3 110.2(7) . . . no
C5 C6 H4 109.0(5) . . . no
C5 C6 H5 110.0(5) . . . no
H3 C6 H4 109.3(7) . . . no
H3 C6 H5 110.0(6) . . . no
H4 C6 H5 108.5(9) . . . no
C1 C7 H6 109.5(5) . . . no
C1 C7 H7 109.2(7) . . . no
C1 C7 H8 109.0(7) . . . no
H6 C7 H7 110.4(8) . . . no
H6 C7 H8 109.5(9) . . . no
H7 C7 H8 109.4(6) . . . no
O2 C9 H9 108.8(6) . . . no
O2 C9 H10 110.1(6) . . . no
O2 C9 H11 109.6(7) . . . no
H9 C9 H10 109.8(9) . . . no
H9 C9 H11 109.2(8) . . . no
H10 C9 H11 109.3(8) . . . no
O4 C11 H12 110.1(7) . . . no
O4 C11 H13 109.4(8) . . . no
O4 C11 H14 110.2(7) . . . no
H12 C11 H13 109.3(9) . . . no
H12 C11 H14 108.4(10) . . . no
H13 C11 H14 109.6(9) . . . no
C13 C14 H15 121.2(9) . . . no
C15 C14 H15 120.8(9) . . . no
C14 C15 H16 120.1(7) . . . no
C16 C15 H16 120.7(8) . . . no
C15 C16 H17 119.2(7) . . . no
C17 C16 H17 118.8(6) . . . no
C12 C17 H18 119.8(4) . . . no
C16 C17 H18 119.4(5) . . . no
C45 N44 C46 116.5(8) . . . yes
C45 N44 C47 126.8(9) . . . yes
C46 N44 C47 114.4(8) . . . yes
O48 C45 N44 126.2(12) . . . yes
O48 C45 C49 118.4(11) . . . yes
N44 C45 C49 111.9(9) . . . yes
N44 C46 H50 110.0(10) . . . no
N44 C46 H51 109.5(12) . . . no
N44 C46 H52 109.6(13) . . . no
H50 C46 H51 109(2) . . . no
H50 C46 H52 109.4(19) . . . no
H51 C46 H52 109.5(14) . . . no
N44 C47 H53 109.0(13) . . . no
N44 C47 H54 109.5(14) . . . no
N44 C47 H55 109.6(12) . . . no
H53 C47 H54 109.0(16) . . . no
H53 C47 H55 110.2(17) . . . no
H54 C47 H55 109.6(16) . . . no
C45 C49 H56 109.2(17) . . . no
C45 C49 H57 109.5(16) . . . no
C45 C49 H58 109.4(17) . . . no
H56 C49 H57 110(2) . . . no
H56 C49 H58 110(2) . . . no
H57 C49 H58 109(2) . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.198(8) . . yes
O2 C8 1.337(7) . . yes
O2 C9 1.419(7) . . yes
O3 C10 1.238(7) . . yes
O4 C10 1.378(7) . . yes
O4 C11 1.467(8) . . yes
O5 N2 1.249(7) . . yes
O6 N2 1.242(6) . . yes
N1 C1 1.383(6) . . yes
N1 C5 1.365(6) . . yes
N2 C13 1.482(8) . . yes
C1 C2 1.350(4) . . no
C1 C7 1.507(7) . . no
N1 H1 0.864(4) . . no
C2 C8 1.470(6) . . no
C2 C3 1.514(4) . . no
C3 C4 1.494(4) . . no
C3 C12 1.525(4) . . no
C4 C5 1.375(5) . . no
C4 C10 1.481(5) . . no
C5 C6 1.503(6) . . no
C12 C17 1.391(5) . . no
C12 C13 1.416(4) . . no
C13 C14 1.414(8) . . no
C14 C15 1.374(10) . . no
C15 C16 1.402(7) . . no
C16 C17 1.391(7) . . no
O48 C45 1.229(13) . . yes
C3 H2 0.979(4) . . no
C6 H3 0.949(9) . . no
C6 H5 0.958(9) . . no
C6 H4 0.970(7) . . no
C7 H7 0.957(7) . . no
C7 H8 0.957(9) . . no
C7 H6 0.955(8) . . no
C9 H10 0.959(10) . . no
C9 H11 0.957(7) . . no
C9 H9 0.957(8) . . no
C11 H13 0.963(10) . . no
C11 H14 0.961(11) . . no
C11 H12 0.966(10) . . no
C14 H15 0.933(6) . . no
C15 H16 0.929(10) . . no
C16 H17 0.930(8) . . no
C17 H18 0.928(5) . . no
N44 C45 1.228(12) . . yes
N44 C46 1.609(12) . . yes
N44 C47 1.435(13) . . yes
C45 C49 1.584(19) . . no
C46 H50 0.954(15) . . no
C46 H51 0.96(2) . . no
C46 H52 0.96(2) . . no
C47 H53 0.962(17) . . no
C47 H54 0.96(2) . . no
C47 H55 0.962(16) . . no
C49 H56 0.96(3) . . no
C49 H57 0.96(2) . . no
C49 H58 0.96(2) . . no
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
C9 O2 C8 O1 -11.1(7) . . . . no
C9 O2 C8 C2 -177.0(4) . . . . no
C11 O4 C10 O3 9.0(8) . . . . no
C11 O4 C10 C4 -174.1(5) . . . . no
C5 N1 C1 C2 1.9(7) . . . . no
C1 N1 C5 C4 3.0(8) . . . . no
C1 N1 C5 C6 -170.3(5) . . . . no
C5 N1 C1 C7 -176.5(5) . . . . no
O6 N2 C13 C12 139.6(4) . . . . no
O5 N2 C13 C14 141.5(5) . . . . no
O6 N2 C13 C14 -40.4(6) . . . . no
O5 N2 C13 C12 -38.6(6) . . . . no
C7 C1 C2 C8 -14.8(7) . . . . no
C7 C1 C2 C3 162.9(4) . . . . no
N1 C1 C2 C3 -15.1(6) . . . . no
N1 C1 C2 C8 167.1(4) . . . . no
C1 C2 C3 C12 -99.0(4) . . . . no
C1 C2 C8 O1 7.5(7) . . . . no
C8 C2 C3 C4 -160.9(3) . . . . no
C8 C2 C3 C12 79.0(4) . . . . no
C1 C2 C3 C4 21.2(4) . . . . no
C3 C2 C8 O1 -170.4(5) . . . . no
C3 C2 C8 O2 -5.3(5) . . . . no
C1 C2 C8 O2 172.6(4) . . . . no
C2 C3 C4 C10 160.3(3) . . . . no
C12 C3 C4 C10 -78.8(4) . . . . no
C2 C3 C12 C13 -107.7(4) . . . . no
C12 C3 C4 C5 104.7(4) . . . . no
C4 C3 C12 C17 -48.6(4) . . . . no
C4 C3 C12 C13 131.4(4) . . . . no
C2 C3 C4 C5 -16.2(5) . . . . no
C2 C3 C12 C17 72.3(4) . . . . no
C3 C4 C5 C6 177.4(5) . . . . no
C3 C4 C5 N1 5.5(7) . . . . no
C3 C4 C10 O3 -4.7(6) . . . . no
C10 C4 C5 C6 1.1(8) . . . . no
C5 C4 C10 O3 171.8(5) . . . . no
C5 C4 C10 O4 -4.8(6) . . . . no
C10 C4 C5 N1 -170.8(4) . . . . no
C3 C4 C10 O4 178.7(4) . . . . no
C3 C12 C17 C16 -179.9(4) . . . . no
C13 C12 C17 C16 0.1(7) . . . . no
C17 C12 C13 C14 0.1(7) . . . . no
C3 C12 C13 N2 0.1(6) . . . . no
C3 C12 C13 C14 -180.0(4) . . . . no
C17 C12 C13 N2 -179.9(4) . . . . no
N2 C13 C14 C15 179.8(6) . . . . no
C12 C13 C14 C15 -0.2(9) . . . . no
C13 C14 C15 C16 0.2(11) . . . . no
C14 C15 C16 C17 -0.1(11) . . . . no
C15 C16 C17 C12 -0.1(9) . . . . no
C46 N44 C45 O48 176.0(13) . . . . no
C47 N44 C45 O48 -22.3(19) . . . . no
C46 N44 C45 C49 17.6(13) . . . . no
C47 N44 C45 C49 179.4(10) . . . . no
