#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:41:35 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272678 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/93/7709301.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_7709301
loop_
_publ_author_name
'Basalov, Ivan V.'
'Kissel, Alexander A.'
'Nikolaevskaya, Elena N.'
'Druzhkov, Nikolai O.'
'Cherkasov, Anton V.'
'Long, Jérôme'
'Larionova, Joulia'
'Fukin, Georgy K.'
'Trifonov, Alexander A.'
_publ_section_title
;
 2-Imino-2,3-dihydrobenzoxazole-a useful platform for designing rare- and
 alkaline earth complexes with variable di- and trianionic O,N,N, ligands.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1995
_journal_page_last               2004
_journal_paper_doi               10.1039/d1dt04139h
_journal_volume                  51
_journal_year                    2022
_chemical_formula_moiety         'C76 H116 Ca N4 Na2 O6, C6 H14'
_chemical_formula_sum            'C82 H130 Ca N4 Na2 O6'
_chemical_formula_weight         1353.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-09-06 deposited with the CCDC.	2021-12-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.4960(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.3970(13)
_cell_length_b                   17.8742(10)
_cell_length_c                   20.0635(11)
_cell_measurement_reflns_used    9231
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.73
_cell_measurement_theta_min      2.88
_cell_volume                     7859.5(8)
_computing_cell_refinement       'Saint 8.27b'
_computing_data_collection       APEX2
_computing_data_reduction        'Saint 8.27b'
_computing_structure_refinement  'SHELXL 2018/3'
_computing_structure_solution    'SHELXT 2014/5'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 Quest (CMOS)'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            50191
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.818
_diffrn_reflns_theta_min         2.524
_diffrn_source                   'microfocus tube'
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_description       prism
_exptl_crystal_F_000             2960
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.190
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         10182
_refine_ls_number_restraints     105
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0473
_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)+(0.0750P)²+5.6500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1316
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8353
_reflns_number_total             10182
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt04139h2.cif
_cod_data_source_block           canona
_cod_depositor_comments
'Adding full bibliography for 7709299--7709302.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7709301
_shelx_shelxl_version_number     2018/3
_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   0.944
_shelx_estimated_absorpt_t_max   0.973
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.000000 0.21181(2) 0.250000 0.01669(9) Uani 1 2 d S T P . .
Na1 Na -0.07629(2) 0.36225(3) 0.22287(3) 0.02201(12) Uani 1 1 d . . . . .
O1 O -0.00649(4) 0.31352(5) 0.17450(5) 0.01990(18) Uani 1 1 d . . . . .
O2 O 0.02265(4) 0.11037(5) 0.33331(5) 0.0248(2) Uani 1 1 d . . . . .
O3 O -0.08112(5) 0.49405(6) 0.21754(6) 0.0339(2) Uani 1 1 d . . . . .
N1 N 0.09535(5) 0.23442(6) 0.23952(5) 0.0176(2) Uani 1 1 d . . . . .
N2 N 0.18919(5) 0.34221(6) 0.28743(6) 0.0203(2) Uani 1 1 d . . . . .
C1 C 0.02628(6) 0.29393(7) 0.13408(6) 0.0182(2) Uani 1 1 d . . . . .
C2 C 0.08158(6) 0.25320(7) 0.16792(6) 0.0179(2) Uani 1 1 d . . . . .
C3 C 0.11629(6) 0.22950(7) 0.12766(7) 0.0202(2) Uani 1 1 d . . . . .
H3A H 0.152632 0.201920 0.150391 0.024 Uiso 1 1 calc R U . . .
C4 C 0.09933(6) 0.24499(7) 0.05527(7) 0.0214(2) Uani 1 1 d . . . . .
C5 C 0.04625(6) 0.28555(7) 0.02371(7) 0.0220(2) Uani 1 1 d . . . . .
H5A H 0.034177 0.296591 -0.025623 0.026 Uiso 1 1 calc R U . . .
C6 C 0.00940(6) 0.31114(7) 0.06131(6) 0.0196(2) Uani 1 1 d . . . . .
C7 C 0.13491(6) 0.21305(8) 0.01033(7) 0.0252(3) Uani 1 1 d . . . . .
C8 C 0.10326(7) 0.14155(9) -0.02653(8) 0.0339(3) Uani 1 1 d . . . . .
H8A H 0.102286 0.104963 0.009442 0.051 Uiso 1 1 calc R U . . .
H8B H 0.125776 0.120625 -0.055190 0.051 Uiso 1 1 calc R U . . .
H8C H 0.061453 0.153302 -0.057412 0.051 Uiso 1 1 calc R U . . .
C9 C 0.13696(8) 0.26901(10) -0.04669(8) 0.0355(3) Uani 1 1 d . . . . .
H9A H 0.154659 0.316257 -0.023953 0.053 Uiso 1 1 calc R U . . .
H9B H 0.095474 0.277950 -0.080025 0.053 Uiso 1 1 calc R U . . .
H9C H 0.162060 0.248608 -0.072553 0.053 Uiso 1 1 calc R U . . .
C10 C 0.20055(6) 0.19353(9) 0.05559(8) 0.0303(3) Uani 1 1 d . . . . .
H10A H 0.200571 0.153758 0.089214 0.045 Uiso 1 1 calc R U . . .
H10B H 0.220896 0.237957 0.081937 0.045 Uiso 1 1 calc R U . . .
H10C H 0.222344 0.176344 0.024675 0.045 Uiso 1 1 calc R U . . .
C11 C -0.04734(6) 0.35831(7) 0.02385(7) 0.0243(3) Uani 1 1 d . . . . .
C12 C -0.04008(8) 0.43521(8) 0.05960(8) 0.0318(3) Uani 1 1 d . . . . .
H12A H -0.034398 0.428927 0.110043 0.048 Uiso 1 1 calc R U . . .
H12B H -0.076732 0.465224 0.036381 0.048 Uiso 1 1 calc R U . . .
H12C H -0.004459 0.460679 0.055241 0.048 Uiso 1 1 calc R U . . .
C13 C -0.10475(7) 0.31946(9) 0.02629(8) 0.0322(3) Uani 1 1 d . . . . .
H13A H -0.100374 0.309670 0.075895 0.048 Uiso 1 1 calc R U . . .
H13B H -0.110454 0.272033 0.000248 0.048 Uiso 1 1 calc R U . . .
H13C H -0.140227 0.351740 0.004283 0.048 Uiso 1 1 calc R U . . .
C14 C -0.05719(8) 0.37205(9) -0.05474(8) 0.0334(3) Uani 1 1 d . . . . .
H14A H -0.063691 0.324131 -0.080039 0.050 Uiso 1 1 calc R U . . .
H14B H -0.021138 0.396757 -0.058746 0.050 Uiso 1 1 calc R U . . .
H14C H -0.093028 0.404052 -0.075712 0.050 Uiso 1 1 calc R U . . .
C15 C 0.15508(6) 0.21652(7) 0.27827(6) 0.0186(2) Uani 1 1 d . . . . .
C16 C 0.20327(6) 0.27395(7) 0.28268(7) 0.0201(2) Uani 1 1 d . . . . .
C17 C 0.17176(7) 0.15554(8) 0.31981(7) 0.0253(3) Uani 1 1 d . . . . .
H17A H 0.1420(8) 0.1172(10) 0.3198(9) 0.027(4) Uiso 1 1 d . . . . .
H17B H 0.2119(9) 0.1484(10) 0.3512(10) 0.032(4) Uiso 1 1 d . . . . .
C18 C 0.26447(6) 0.24686(8) 0.28358(8) 0.0294(3) Uani 1 1 d . . . . .
H18A H 0.292740 0.289221 0.292314 0.044 Uiso 1 1 calc R U . . .
H18B H 0.259925 0.224069 0.237583 0.044 Uiso 1 1 calc R U . . .
H18C H 0.280566 0.209668 0.321438 0.044 Uiso 1 1 calc R U . . .
C19 C 0.23292(6) 0.40044(7) 0.29662(7) 0.0238(3) Uani 1 1 d . . . . .
C20 C 0.24666(7) 0.42851(8) 0.23866(8) 0.0282(3) Uani 1 1 d . . . . .
C21 C 0.28529(8) 0.49038(9) 0.25049(10) 0.0363(3) Uani 1 1 d . . . . .
H21A H 0.294491 0.511020 0.211787 0.044 Uiso 1 1 calc R U . . .
C22 C 0.31024(8) 0.52206(9) 0.31641(10) 0.0407(4) Uani 1 1 d . . . . .
H22A H 0.336472 0.564127 0.323042 0.049 Uiso 1 1 calc R U . . .
C23 C 0.29738(7) 0.49304(9) 0.37325(9) 0.0364(3) Uani 1 1 d . . . . .
H23A H 0.315645 0.514748 0.419044 0.044 Uiso 1 1 calc R U . . .
C24 C 0.25814(6) 0.43254(8) 0.36466(8) 0.0280(3) Uani 1 1 d . . . . .
C25 C 0.21932(7) 0.39564(8) 0.16470(8) 0.0324(3) Uani 1 1 d . . . . .
H25A H 0.205664 0.343635 0.169868 0.039 Uiso 1 1 calc R U . . .
C26 C 0.26612(10) 0.39009(12) 0.12772(11) 0.0527(5) Uani 1 1 d . . . . .
H26A H 0.247813 0.364493 0.081961 0.079 Uiso 1 1 calc R U . . .
H26B H 0.301660 0.361752 0.157768 0.079 Uiso 1 1 calc R U . . .
H26C H 0.278937 0.440460 0.119691 0.079 Uiso 1 1 calc R U . . .
C27 C 0.16391(11) 0.43886(13) 0.11939(12) 0.0635(6) Uani 1 1 d . . . . .
H27A H 0.132666 0.437456 0.141557 0.095 Uiso 1 1 calc R U . . .
H27B H 0.147667 0.416280 0.071934 0.095 Uiso 1 1 calc R U . . .
H27C H 0.175410 0.490908 0.115256 0.095 Uiso 1 1 calc R U . . .
C28 C 0.24394(7) 0.40060(9) 0.42713(8) 0.0321(3) Uani 1 1 d . . . . .
H28A H 0.200324 0.384170 0.409159 0.039 Uiso 1 1 calc R U . . .
C29 C 0.25181(8) 0.45686(10) 0.48704(9) 0.0406(4) Uani 1 1 d . . . . .
H29A H 0.229020 0.502574 0.467370 0.061 Uiso 1 1 calc R U . . .
H29B H 0.295171 0.468919 0.509933 0.061 Uiso 1 1 calc R U . . .
H29C H 0.236286 0.435164 0.522228 0.061 Uiso 1 1 calc R U . . .
C30 C 0.28314(9) 0.33206(10) 0.45720(9) 0.0439(4) Uani 1 1 d . . . . .
H30A H 0.273580 0.292745 0.420893 0.066 Uiso 1 1 calc R U . . .
H30B H 0.274728 0.313767 0.498885 0.066 Uiso 1 1 calc R U . . .
H30C H 0.326355 0.345551 0.471179 0.066 Uiso 1 1 calc R U . . .
C31 C -0.02815(7) 0.06388(8) 0.33255(8) 0.0321(3) Uani 1 1 d . . . . .
H31A H -0.032421 0.020560 0.300420 0.039 Uiso 1 1 calc R U . . .
H31B H -0.066637 0.092878 0.316195 0.039 Uiso 1 1 calc R U . . .
C32 C -0.01367(8) 0.03784(9) 0.40860(9) 0.0362(3) Uani 1 1 d . . . . .
H32A H -0.051214 0.032887 0.420348 0.043 Uiso 1 1 calc R U . . .
H32B H 0.008204 -0.010619 0.417143 0.043 Uiso 1 1 calc R U . . .
C33 C 0.02670(8) 0.10010(9) 0.45101(8) 0.0372(4) Uani 1 1 d . . . . .
H33A H 0.002329 0.143645 0.455922 0.045 Uiso 1 1 calc R U . . .
H33B H 0.052784 0.082742 0.498859 0.045 Uiso 1 1 calc R U . . .
C34 C 0.06388(7) 0.11835(9) 0.40549(7) 0.0321(3) Uani 1 1 d . . . . .
H34A H 0.079797 0.170110 0.414505 0.039 Uiso 1 1 calc R U . . .
H34B H 0.098701 0.083420 0.415342 0.039 Uiso 1 1 calc R U . . .
C35 C -0.11254(9) 0.53986(10) 0.15751(9) 0.0430(4) Uani 1 1 d . . . . .
H35A H -0.142095 0.509553 0.119685 0.052 Uiso 1 1 calc R U . . .
H35B H -0.083217 0.562819 0.138004 0.052 Uiso 1 1 calc R U . . .
C36 C -0.14545(10) 0.59986(11) 0.18333(10) 0.0503(5) Uani 1 1 d . . . . .
H36A H -0.131278 0.650256 0.175709 0.060 Uiso 0.747(9) 1 calc R U P A 1
H36B H -0.190059 0.596672 0.157912 0.060 Uiso 0.747(9) 1 calc R U P A 1
H36C H -0.153753 0.644630 0.152339 0.060 Uiso 0.253(9) 1 calc R U P A 2
H36D H -0.184187 0.581060 0.186577 0.060 Uiso 0.253(9) 1 calc R U P A 2
C37 C -0.13019(14) 0.58493(18) 0.25972(12) 0.0365(8) Uani 0.747(9) 1 d . . P A 1
H37A H -0.162749 0.555661 0.268551 0.044 Uiso 0.747(9) 1 calc R U P A 1
H37B H -0.123683 0.632078 0.287273 0.044 Uiso 0.747(9) 1 calc R U P A 1
C37* C -0.1003(8) 0.6154(7) 0.2537(6) 0.072(5) Uani 0.253(9) 1 d . . P A 2
H37C H -0.120169 0.635055 0.286284 0.086 Uiso 0.253(9) 1 calc R U P A 2
H37D H -0.069684 0.652089 0.250491 0.086 Uiso 0.253(9) 1 calc R U P A 2
C38 C -0.07099(9) 0.53966(10) 0.27882(9) 0.0427(4) Uani 1 1 d . . . . .
H38A H -0.035295 0.572839 0.286972 0.051 Uiso 0.747(9) 1 calc R U P A 1
H38B H -0.064523 0.508777 0.321809 0.051 Uiso 0.747(9) 1 calc R U P A 1
H38C H -0.026674 0.545730 0.304835 0.051 Uiso 0.253(9) 1 calc R U P A 2
H38D H -0.089418 0.516202 0.311204 0.051 Uiso 0.253(9) 1 calc R U P A 2
C1S C 0.0840(4) 0.1617(6) -0.3490(5) 0.070(2) Uani 0.5 1 d . U P B -1
H1SA H 0.116346 0.124656 -0.342600 0.106 Uiso 0.5 1 calc R U P B -1
H1SB H 0.101681 0.212068 -0.342165 0.106 Uiso 0.5 1 calc R U P B -1
H1SC H 0.053790 0.157416 -0.397146 0.106 Uiso 0.5 1 calc R U P B -1
C2S C 0.0507(5) 0.1466(5) -0.2905(5) 0.105(3) Uani 0.5 1 d . U P B -1
H2SA H 0.025200 0.101443 -0.306870 0.125 Uiso 0.5 1 calc R U P B -1
H2SB H 0.083650 0.132570 -0.245664 0.125 Uiso 0.5 1 calc R U P B -1
C3S C 0.0099(4) 0.2049(6) -0.2694(5) 0.116(3) Uani 0.5 1 d . U P B -1
H3SA H 0.034888 0.245718 -0.240090 0.139 Uiso 0.5 1 calc R U P B -1
H3SB H -0.021249 0.226657 -0.312141 0.139 Uiso 0.5 1 calc R U P B -1
C4S C -0.0202(4) 0.1573(5) -0.2260(4) 0.089(2) Uani 0.5 1 d . U P B -1
H4SA H -0.045136 0.117378 -0.256888 0.107 Uiso 0.5 1 calc R U P B -1
H4SB H 0.012119 0.133005 -0.185989 0.107 Uiso 0.5 1 calc R U P B -1
C5S C -0.0599(3) 0.2034(3) -0.1972(4) 0.0857(16) Uani 0.5 1 d . U P B -1
H5SA H -0.036162 0.244595 -0.167137 0.103 Uiso 0.5 1 calc R U P B -1
H5SB H -0.094491 0.225099 -0.236465 0.103 Uiso 0.5 1 calc R U P B -1
C6S C -0.0776(7) 0.1625(10) -0.1635(9) 0.124(5) Uani 0.5 1 d . U P B -1
H6SA H -0.090839 0.191140 -0.129832 0.186 Uiso 0.5 1 calc R U P B -1
H6SB H -0.044699 0.128252 -0.137132 0.186 Uiso 0.5 1 calc R U P B -1
H6SC H -0.112057 0.133625 -0.195061 0.186 Uiso 0.5 1 calc R U P B -1
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'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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
O1 Ca1 O1 77.86(4) . 2 ?
O1 Ca1 N1 69.89(3) . . ?
O1 Ca1 N1 94.36(3) 2 . ?
O1 Ca1 N1 94.35(3) . 2 ?
O1 Ca1 N1 69.89(3) 2 2 ?
N1 Ca1 N1 160.17(5) . 2 ?
O1 Ca1 O2 100.85(3) . 2 ?
O1 Ca1 O2 171.52(3) 2 2 ?
N1 Ca1 O2 93.02(3) . 2 ?
N1 Ca1 O2 101.99(3) 2 2 ?
O1 Ca1 O2 171.52(3) . . ?
O1 Ca1 O2 100.85(3) 2 . ?
N1 Ca1 O2 101.99(3) . . ?
N1 Ca1 O2 93.02(3) 2 . ?
O2 Ca1 O2 81.66(5) 2 . ?
O1 Ca1 C1 25.64(3) . . ?
O1 Ca1 C1 97.92(3) 2 . ?
N1 Ca1 C1 52.07(3) . . ?
N1 Ca1 C1 116.47(4) 2 . ?
O2 Ca1 C1 83.36(3) 2 . ?
O2 Ca1 C1 149.14(3) . . ?
O1 Ca1 C1 97.92(3) . 2 ?
O1 Ca1 C1 25.64(3) 2 2 ?
N1 Ca1 C1 116.47(4) . 2 ?
N1 Ca1 C1 52.07(3) 2 2 ?
O2 Ca1 C1 149.14(3) 2 2 ?
O2 Ca1 C1 83.36(3) . 2 ?
C1 Ca1 C1 121.21(5) . 2 ?
O1 Ca1 C2 104.66(3) . 2 ?
O1 Ca1 C2 50.61(3) 2 2 ?
N1 Ca1 C2 144.01(4) . 2 ?
N1 Ca1 C2 26.68(3) 2 2 ?
O2 Ca1 C2 122.59(3) 2 2 ?
O2 Ca1 C2 80.35(3) . 2 ?
C1 Ca1 C2 130.22(3) . 2 ?
C1 Ca1 C2 27.57(3) 2 2 ?
O1 Ca1 C2 50.61(3) . . ?
O1 Ca1 C2 104.66(3) 2 . ?
N1 Ca1 C2 26.68(3) . . ?
N1 Ca1 C2 144.01(4) 2 . ?
O2 Ca1 C2 80.35(3) 2 . ?
O2 Ca1 C2 122.59(3) . . ?
C1 Ca1 C2 27.57(3) . . ?
C1 Ca1 C2 130.22(3) 2 . ?
C2 Ca1 C2 151.61(5) 2 . ?
O1 Ca1 Na1 49.89(3) . 2 ?
O1 Ca1 Na1 47.42(2) 2 2 ?
N1 Ca1 Na1 51.19(3) . 2 ?
N1 Ca1 Na1 109.54(3) 2 2 ?
O2 Ca1 Na1 137.38(2) 2 2 ?
O2 Ca1 Na1 123.29(2) . 2 ?
C1 Ca1 Na1 57.31(3) . 2 ?
C1 Ca1 Na1 72.94(3) 2 2 ?
C2 Ca1 Na1 97.13(3) 2 2 ?
C2 Ca1 Na1 57.28(2) . 2 ?
O1 Ca1 Na1 47.42(2) . . ?
O1 Ca1 Na1 49.89(3) 2 . ?
N1 Ca1 Na1 109.54(3) . . ?
N1 Ca1 Na1 51.19(3) 2 . ?
O2 Ca1 Na1 123.28(2) 2 . ?
O2 Ca1 Na1 137.38(2) . . ?
C1 Ca1 Na1 72.94(3) . . ?
C1 Ca1 Na1 57.31(3) 2 . ?
C2 Ca1 Na1 57.28(2) 2 . ?
C2 Ca1 Na1 97.13(3) . . ?
Na1 Ca1 Na1 63.81(2) 2 . ?
O1 Na1 O3 112.47(4) . . ?
O1 Na1 O1 75.77(4) . 2 ?
O3 Na1 O1 113.94(4) . 2 ?
O1 Na1 N1 90.53(4) . 2 ?
O3 Na1 N1 156.55(4) . 2 ?
O1 Na1 N1 65.87(3) 2 2 ?
O1 Na1 N2 138.81(4) . 2 ?
O3 Na1 N2 95.89(4) . 2 ?
O1 Na1 N2 120.11(4) 2 2 ?
N1 Na1 N2 67.28(4) 2 2 ?
O1 Na1 C1 98.77(4) . 2 ?
O3 Na1 C1 116.91(4) . 2 ?
O1 Na1 C1 26.68(3) 2 2 ?
N1 Na1 C1 51.70(3) 2 2 ?
N2 Na1 C1 93.78(4) 2 2 ?
O1 Na1 C2 106.10(4) . 2 ?
O3 Na1 C2 132.51(4) . 2 ?
O1 Na1 C2 50.84(3) 2 2 ?
N1 Na1 C2 28.00(3) 2 2 ?
N2 Na1 C2 70.40(4) 2 2 ?
C1 Na1 C2 27.97(3) 2 2 ?
O1 Na1 Ca1 47.33(2) . . ?
O3 Na1 Ca1 150.54(3) . . ?
O1 Na1 Ca1 47.09(2) 2 . ?
N1 Na1 Ca1 47.17(2) 2 . ?
N2 Na1 Ca1 113.10(3) 2 . ?
C1 Na1 Ca1 58.34(2) 2 . ?
C2 Na1 Ca1 58.81(2) 2 . ?
O1 Na1 Na1 46.79(3) . 2 ?
O3 Na1 Na1 92.49(3) . 2 ?
O1 Na1 Na1 44.34(2) 2 2 ?
N1 Na1 Na1 100.65(3) 2 2 ?
N2 Na1 Na1 164.45(3) 2 2 ?
C1 Na1 Na1 70.73(3) 2 2 ?
C2 Na1 Na1 94.32(3) 2 2 ?
Ca1 Na1 Na1 58.096(10) . 2 ?
C1 O1 Ca1 105.50(7) . . ?
C1 O1 Na1 167.49(8) . . ?
Ca1 O1 Na1 85.25(3) . . ?
C1 O1 Na1 98.63(7) . 2 ?
Ca1 O1 Na1 83.02(3) . 2 ?
Na1 O1 Na1 88.87(4) . 2 ?
C34 O2 C31 109.05(10) . . ?
C34 O2 Ca1 122.26(8) . . ?
C31 O2 Ca1 116.57(8) . . ?
C38 O3 C35 106.30(12) . . ?
C38 O3 Na1 122.80(10) . . ?
C35 O3 Na1 127.79(10) . . ?
C15 N1 C2 117.30(10) . . ?
C15 N1 Ca1 135.82(8) . . ?
C2 N1 Ca1 104.41(7) . . ?
C15 N1 Na1 107.18(7) . 2 ?
C2 N1 Na1 95.14(7) . 2 ?
Ca1 N1 Na1 81.63(3) . 2 ?
C16 N2 C19 121.03(11) . . ?
C16 N2 Na1 114.03(8) . 2 ?
C19 N2 Na1 124.94(8) . 2 ?
O1 C1 C6 123.89(11) . . ?
O1 C1 C2 117.29(10) . . ?
C6 C1 C2 118.82(11) . . ?
O1 C1 Na1 54.68(6) . 2 ?
C6 C1 Na1 142.09(9) . 2 ?
C2 C1 Na1 76.41(7) . 2 ?
O1 C1 Ca1 48.85(5) . . ?
C6 C1 Ca1 148.77(9) . . ?
C2 C1 Ca1 77.25(7) . . ?
Na1 C1 Ca1 64.35(3) 2 . ?
C3 C2 N1 123.34(11) . . ?
C3 C2 C1 119.47(11) . . ?
N1 C2 C1 117.01(10) . . ?
C3 C2 Na1 144.02(9) . 2 ?
N1 C2 Na1 56.86(6) . 2 ?
C1 C2 Na1 75.63(7) . 2 ?
C3 C2 Ca1 148.02(9) . . ?
N1 C2 Ca1 48.91(6) . . ?
C1 C2 Ca1 75.18(7) . . ?
Na1 C2 Ca1 63.91(3) 2 . ?
C4 C3 C2 122.12(12) . . ?
C4 C3 H3A 118.9 . . ?
C2 C3 H3A 118.9 . . ?
C5 C4 C3 117.60(11) . . ?
C5 C4 C7 120.65(11) . . ?
C3 C4 C7 121.56(12) . . ?
C4 C5 C6 123.03(12) . . ?
C4 C5 H5A 118.5 . . ?
C6 C5 H5A 118.5 . . ?
C5 C6 C1 118.93(11) . . ?
C5 C6 C11 120.36(11) . . ?
C1 C6 C11 120.69(11) . . ?
C10 C7 C8 108.20(12) . . ?
C10 C7 C9 107.78(12) . . ?
C8 C7 C9 108.69(12) . . ?
C10 C7 C4 112.04(11) . . ?
C8 C7 C4 108.89(11) . . ?
C9 C7 C4 111.14(11) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C11 C6 110.80(11) . . ?
C13 C11 C14 106.79(12) . . ?
C6 C11 C14 112.71(11) . . ?
C13 C11 C12 110.33(12) . . ?
C6 C11 C12 109.24(11) . . ?
C14 C11 C12 106.87(11) . . ?
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 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 N1 123.71(12) . . ?
C17 C15 C16 117.90(12) . . ?
N1 C15 C16 117.77(10) . . ?
N2 C16 C15 116.70(11) . . ?
N2 C16 C18 125.15(12) . . ?
C15 C16 C18 118.12(11) . . ?
C15 C17 H17A 121.1(10) . . ?
C15 C17 H17B 122.1(11) . . ?
H17A C17 H17B 116.7(15) . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C24 121.24(12) . . ?
C20 C19 N2 121.07(12) . . ?
C24 C19 N2 117.51(12) . . ?
C21 C20 C19 117.73(14) . . ?
C21 C20 C25 120.04(13) . . ?
C19 C20 C25 122.19(12) . . ?
C22 C21 C20 121.64(15) . . ?
C22 C21 H21A 119.2 . . ?
C20 C21 H21A 119.2 . . ?
C21 C22 C23 120.09(14) . . ?
C21 C22 H22A 120.0 . . ?
C23 C22 H22A 120.0 . . ?
C22 C23 C24 121.08(15) . . ?
C22 C23 H23A 119.5 . . ?
C24 C23 H23A 119.5 . . ?
C23 C24 C19 118.20(14) . . ?
C23 C24 C28 121.12(14) . . ?
C19 C24 C28 120.67(12) . . ?
C27 C25 C20 111.76(14) . . ?
C27 C25 C26 110.59(17) . . ?
C20 C25 C26 111.90(14) . . ?
C27 C25 H25A 107.4 . . ?
C20 C25 H25A 107.4 . . ?
C26 C25 H25A 107.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 C30 110.76(13) . . ?
C24 C28 C29 113.68(13) . . ?
C30 C28 C29 109.14(13) . . ?
C24 C28 H28A 107.7 . . ?
C30 C28 H28A 107.7 . . ?
C29 C28 H28A 107.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O2 C31 C32 105.82(12) . . ?
O2 C31 H31A 110.6 . . ?
C32 C31 H31A 110.6 . . ?
O2 C31 H31B 110.6 . . ?
C32 C31 H31B 110.6 . . ?
H31A C31 H31B 108.7 . . ?
C33 C32 C31 102.46(12) . . ?
C33 C32 H32A 111.3 . . ?
C31 C32 H32A 111.3 . . ?
C33 C32 H32B 111.3 . . ?
C31 C32 H32B 111.3 . . ?
H32A C32 H32B 109.2 . . ?
C34 C33 C32 101.44(13) . . ?
C34 C33 H33A 111.5 . . ?
C32 C33 H33A 111.5 . . ?
C34 C33 H33B 111.5 . . ?
C32 C33 H33B 111.5 . . ?
H33A C33 H33B 109.3 . . ?
O2 C34 C33 105.29(12) . . ?
O2 C34 H34A 110.7 . . ?
C33 C34 H34A 110.7 . . ?
O2 C34 H34B 110.7 . . ?
C33 C34 H34B 110.7 . . ?
H34A C34 H34B 108.8 . . ?
O3 C35 C36 106.90(13) . . ?
O3 C35 H35A 110.3 . . ?
C36 C35 H35A 110.3 . . ?
O3 C35 H35B 110.3 . . ?
C36 C35 H35B 110.3 . . ?
H35A C35 H35B 108.6 . . ?
C37* C36 C35 100.5(5) . . ?
C37 C36 C35 105.13(16) . . ?
C37 C36 H36A 110.7 . . ?
C35 C36 H36A 110.7 . . ?
C37 C36 H36B 110.7 . . ?
C35 C36 H36B 110.7 . . ?
H36A C36 H36B 108.8 . . ?
C37* C36 H36C 111.7 . . ?
C35 C36 H36C 111.7 . . ?
C37* C36 H36D 111.7 . . ?
C35 C36 H36D 111.7 . . ?
H36C C36 H36D 109.4 . . ?
C36 C37 C38 102.99(17) . . ?
C36 C37 H37A 111.2 . . ?
C38 C37 H37A 111.2 . . ?
C36 C37 H37B 111.2 . . ?
C38 C37 H37B 111.2 . . ?
H37A C37 H37B 109.1 . . ?
C36 C37* C38 103.9(7) . . ?
C36 C37* H37C 111.0 . . ?
C38 C37* H37C 111.0 . . ?
C36 C37* H37D 111.0 . . ?
C38 C37* H37D 111.0 . . ?
H37C C37* H37D 109.0 . . ?
O3 C38 C37* 107.7(4) . . ?
O3 C38 C37 102.92(16) . . ?
O3 C38 H38A 111.2 . . ?
C37 C38 H38A 111.2 . . ?
O3 C38 H38B 111.2 . . ?
C37 C38 H38B 111.2 . . ?
H38A C38 H38B 109.1 . . ?
O3 C38 H38C 110.2 . . ?
C37* C38 H38C 110.2 . . ?
O3 C38 H38D 110.2 . . ?
C37* C38 H38D 110.2 . . ?
H38C C38 H38D 108.5 . . ?
C2S C1S H1SA 109.5 . . ?
C2S C1S H1SB 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
C2S C1S H1SC 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C3S C2S C1S 124.8(8) . . ?
C3S C2S H2SA 106.1 . . ?
C1S C2S H2SA 106.1 . . ?
C3S C2S H2SB 106.1 . . ?
C1S C2S H2SB 106.1 . . ?
H2SA C2S H2SB 106.3 . . ?
C4S C3S C2S 103.1(8) . . ?
C4S C3S H3SA 111.1 . . ?
C2S C3S H3SA 111.1 . . ?
C4S C3S H3SB 111.1 . . ?
C2S C3S H3SB 111.1 . . ?
H3SA C3S H3SB 109.1 . . ?
C5S C4S C3S 112.3(6) . . ?
C5S C4S H4SA 109.1 . . ?
C3S C4S H4SA 109.1 . . ?
C5S C4S H4SB 109.1 . . ?
C3S C4S H4SB 109.1 . . ?
H4SA C4S H4SB 107.9 . . ?
C6S C5S C4S 105.8(11) . . ?
C6S C5S H5SA 110.6 . . ?
C4S C5S H5SA 110.6 . . ?
C6S C5S H5SB 110.6 . . ?
C4S C5S H5SB 110.6 . . ?
H5SA C5S H5SB 108.7 . . ?
C5S C6S H6SA 109.5 . . ?
C5S C6S H6SB 109.5 . . ?
H6SA C6S H6SB 109.5 . . ?
C5S C6S H6SC 109.5 . . ?
H6SA C6S H6SC 109.5 . . ?
H6SB C6S H6SC 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
Ca1 O1 2.3370(9) . ?
Ca1 O1 2.3371(9) 2 ?
Ca1 N1 2.3481(10) . ?
Ca1 N1 2.3481(10) 2 ?
Ca1 O2 2.3962(9) 2 ?
Ca1 O2 2.3962(9) . ?
Ca1 C1 2.9906(12) . ?
Ca1 C1 2.9907(12) 2 ?
Ca1 C2 3.0172(12) 2 ?
Ca1 C2 3.0173(12) . ?
Ca1 Na1 3.1674(6) 2 ?
Ca1 Na1 3.1674(6) . ?
Na1 O1 2.3403(10) . ?
Na1 O3 2.3592(12) . ?
Na1 O1 2.4407(10) 2 ?
Na1 N1 2.4948(11) 2 ?
Na1 N2 2.6012(12) 2 ?
Na1 C1 2.9573(13) 2 ?
Na1 C2 2.9674(13) 2 ?
Na1 Na1 3.3479(10) 2 ?
O1 C1 1.3432(14) . ?
O2 C34 1.4388(17) . ?
O2 C31 1.4460(17) . ?
O3 C38 1.424(2) . ?
O3 C35 1.4288(19) . ?
N1 C15 1.3781(16) . ?
N1 C2 1.3986(15) . ?
N2 C16 1.2760(17) . ?
N2 C19 1.4254(16) . ?
C1 C6 1.4066(17) . ?
C1 C2 1.4316(17) . ?
C2 C3 1.3966(16) . ?
C3 C4 1.3928(17) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3852(19) . ?
C4 C7 1.5355(17) . ?
C5 C6 1.4060(17) . ?
C5 H5A 0.9500 . ?
C6 C11 1.5297(18) . ?
C7 C10 1.526(2) . ?
C7 C8 1.531(2) . ?
C7 C9 1.533(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C13 1.528(2) . ?
C11 C14 1.5313(18) . ?
C11 C12 1.5321(19) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.3443(18) . ?
C15 C16 1.5042(17) . ?
C16 C18 1.5056(17) . ?
C17 H17A 0.977(17) . ?
C17 H17B 0.939(19) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.4033(19) . ?
C19 C24 1.406(2) . ?
C20 C21 1.395(2) . ?
C20 C25 1.514(2) . ?
C21 C22 1.367(2) . ?
C21 H21A 0.9500 . ?
C22 C23 1.379(2) . ?
C22 H22A 0.9500 . ?
C23 C24 1.390(2) . ?
C23 H23A 0.9500 . ?
C24 C28 1.516(2) . ?
C25 C27 1.510(3) . ?
C25 C26 1.526(2) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C30 1.523(2) . ?
C28 C29 1.528(2) . ?
C28 H28A 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.516(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.514(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.501(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.514(2) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37* 1.463(11) . ?
C36 C37 1.471(3) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 H36C 0.9900 . ?
C36 H36D 0.9900 . ?
C37 C38 1.532(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37* C38 1.522(10) . ?
C37* H37C 0.9900 . ?
C37* H37D 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 H38C 0.9900 . ?
C38 H38D 0.9900 . ?
C1S C2S 1.642(15) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
C2S C3S 1.568(10) . ?
C2S H2SA 0.9900 . ?
C2S H2SB 0.9900 . ?
C3S C4S 1.551(10) . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
C4S C5S 1.501(9) . ?
C4S H4SA 0.9900 . ?
C4S H4SB 0.9900 . ?
C5S C6S 1.166(17) . ?
C5S H5SA 0.9900 . ?
C5S H5SB 0.9900 . ?
C6S H6SA 0.9800 . ?
C6S H6SB 0.9800 . ?
C6S H6SC 0.9800 . ?
